Supporting Information - wiley-vch.de fileOxoanion binding by guanidiniocarbonyl pyrrole cations in water: A Combined DFT and MD Investigation Davide Moiani,[a] Carlo Cavallotti,*[a]

Supporting Information

© Copyright Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, 2008

Oxoanion binding by guanidiniocarbonyl pyrrole cations in water: A

Combined DFT and MD Investigation

Davide Moiani,[a] Carlo Cavallotti,*[a] Antonino Famulari[a] and Carsten Schmuck*[b]

[a] Davide Moiani, Prof. Dr. Carlo Cavalotti, Antonino Famurali

Politecnico di Milano, Dipartimento di Chimica

Materiali e Ingegneria Chimica “G. Natta” / CIIRCO

Via Mancinelli 7 , 20131 Milano, Italy

[b] Prof. Dr. Carsten Schmuck

Institut für Organische Chemie

Universität Würzburg Am Hubland

97074 Würzburg

E-mail: [email protected]

SUPPLEMENTARY INFORMATION ***************************************************************************** N-ACETYL ALANINE CARBOXYLATE ***************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -475.869146851 A.U. after 1 cycles C -3.4206125414 -1.3170233431 2.5332846365 C -3.443377472 -0.1320522438 1.5616746983 O -4.476490401 0.5355717204 1.4265680058 H -1.4830911284 -0.5488807447 0.9321703936 N -2.2848859168 0.0944963243 0.9213494816 C -2.0598132718 1.0623080119 -0.1439348226 C -2.0519021821 2.5109107 0.3498491271 H -3.6979995537 -0.9625158703 3.531104865 H -4.181191544 -2.0417533948 2.225053403 H -2.4505103822 -1.8190616513 2.5886904956 H -2.850059254 0.959508131 -0.9007099969 H -1.7813308431 3.1574062535 -0.4887249248 H -3.0298047768 2.7976257521 0.7493725945 H -1.3010559354 2.6402853031 1.1388794722 C -0.6817535979 0.676470082 -0.8222270494 O -0.3175371712 1.429436196 -1.7479315382 O -0.116984028 -0.3479312264 -0.3391688413 -------------------------------------------------------------------------------- Rotational constants (GHZ): 3.09819 0.98475 0.79724 --------------------------------------------------------------------------------- Frequencies: 58.7666 77.4868 85.6051 118.9998 150.0506 242.1089 248.5443 315.2875 366.7196 421.4714 521.9434 593.7109 612.4773 659.5848 756.5919 805.0635 844.2307 907.5576 971.2967 1008.8504 1052.6791 1065.9724 1118.5515 1171.2587 1213.7064 1311.0952 1357.5882 1365.7599 1394.5430 1398.4339 1489.2619 1491.6446 1504.6498 1514.5472 1526.8593 1749.1622 1765.3853 3021.1410 3033.8357 3044.8330 3102.9246 3115.4068 3128.6259 3136.8437 3356.6815 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -475.967211326 A.U. after 7 cycles

C -3.44877 -1.26206 2.58175 C -3.41488 -0.08247 1.62151 O -4.37991 0.69317 1.53309 H -1.54614 -0.63946 0.9102 N -2.28909 0.05586 0.89484 C -2.09813 1.06988 -0.13527 C -1.79998 2.45267 0.46226 H -4.30707 -1.89488 2.33647 H -2.5397 -1.86811 2.55769 H -3.60032 -0.88851 3.59902 H -3.01908 1.14196 -0.72968 H -1.64505 3.17236 -0.34545 H -2.63178 2.78651 1.0882 H -0.89319 2.41948 1.07653 C -0.94878 0.61635 -1.08629 O -0.75659 1.34572 -2.09165 O -0.30993 -0.42366 -0.75793 -------------------------------------------------------------------- Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -475.862037 <psi(f)|H(f)/2|psi(f)> (a.u.) = -475.967211 Total free energy in solution: with all non electrostatic terms (a.u.) = -475.951383 -------------------------------------------------------------------- (Polarized solute)-Solvent (kcal/mol) = -66.00 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 22.00 Dispersion energy (kcal/mol) = -12.78 Repulsion energy (kcal/mol) = 0.72 Total non electrostatic (kcal/mol) = 9.93 DeltaG (solv) (kcal/mol) = -53.03 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -6.8256 Y= 0.1607 Z= 1.7980 Tot= 7.0603 in solution : X= -8.3558 Y= 0.1132 Z= 2.3553 Tot= 8.6821 ---------------------------------------------------------------------------------

******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RB+HF-LYP) = -476.048636345 A.U. after 13 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -475.948538 <psi(0)|H+V(0)/2|psi(0)> (a.u.) = -476.043347 <psi(0)|H+V(f)/2|psi(0)> (a.u.) = -476.048573 <psi(f)| H |psi(f)> (a.u.) = -475.942297 <psi(f)|H+V(f)/2|psi(f)> (a.u.) = -476.048636 Total free energy in solution: with all non electrostatic terms (a.u.) = -476.032591 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -59.49 (Polarized solute)-Solvent (kcal/mol) = -66.73 Solute polarization (kcal/mol) = 3.92 Total electrostatic (kcal/mol) = -62.81 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 22.13 Dispersion energy (kcal/mol) = -12.78 Repulsion energy (kcal/mol) = 0.72 Total non electrostatic (kcal/mol) = 10.07 DeltaG (solv) (kcal/mol) = -52.74 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -7.0813 Y= 0.2595 Z= 1.8973 Tot= 7.3356 in solution : X= -8.9443 Y= 0.2569 Z= 2.6110 Tot= 9.3211 -------------------------------------------------------------------- MD library (RESP charge and atom type) int seq int elmnt dbl chg "C" "CT" 0 1 131075 1 6 -0.074765 "C1" "C" 0 1 131075 2 6 0.266877 "O" "O" 0 1 131075 3 8 -0.504043 "H" "H" 0 1 131075 4 1 0.253184 "N" "N" 0 1 131075 5 7 -0.150479 "C2" "CT" 0 1 131075 6 6 -0.050832 "C3" "CT" 0 1 131075 7 6 -0.009748 "H1" "HC" 0 1 131075 8 1 0.035595 "H2" "HC" 0 1 131075 9 1 0.035595 "H3" "HC" 0 1 131075 10 1 0.035595 "H4" "H1" 0 1 131075 11 1 0.035941 "H5" "HC" 0 1 131075 12 1 -0.000636 "H6" "HC" 0 1 131075 13 1 -0.000636 "H7" "HC" 0 1 131075 14 1 -0.000636 "C4" "C" 0 1 131075 15 6 0.635522 "O1" "O" 0 1 131075 16 8 -0.753266 "O2" "O" 0 1 131075 17 8 -0.753266

******************************************************************************** HOST 9 ******************************************************************************** OUT-OUT ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -528.222978461 A.U. after 13 cycles C 4.76462 3.32526 2.45669 N 5.27 2.26174 3.18928 C 4.88619 1.09084 2.6189 C 4.11371 1.37756 1.49218 C 4.03743 2.78134 1.38959 C 4.94515 4.737 2.73095 O 4.46279 5.61441 2.00561 N 5.69881 5.08108 3.86759 C 5.98358 6.35289 4.29065 N 6.71197 6.48327 5.39749 N 5.55095 7.41202 3.62431 H 3.66118 0.64398 0.82699 H 3.51522 3.3615 0.63143 H 5.85331 2.30662 4.03486 H 6.08768 4.33753 4.46394 H 6.95291 7.41028 5.75207 H 7.0471 5.6663 5.91024 H 5.77213 8.35214 3.9565 H 4.99241 7.26145 2.7857 H 5.18666 0.13658 3.04951 -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -528.104491 <psi(0)|H(0)/2|psi(0)> (a.u.) = -528.214257 <psi(0)|H(f)/2|psi(0)> (a.u.) = -528.222908 <psi(f)| H |psi(f)> (a.u.) = -528.093092 <psi(f)|H(f)/2|psi(f)> (a.u.) = -528.222978 Total free energy in solution: with all non electrostatic terms (a.u.) = -528.213034 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -68.88 (Polarized solute)-Solvent (kcal/mol) = -81.51 Solute polarization (kcal/mol) = 7.15 Total electrostatic (kcal/mol) = -74.35 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 22.61 Dispersion energy (kcal/mol) = -17.98 Repulsion energy (kcal/mol) = 1.61 Total non electrostatic (kcal/mol) = 6.24 DeltaG (solv) (kcal/mol) = -68.11 --------------------------------------------------------------------

Dipole moment (Debye): in vacuo : X= -7.7235 Y= -5.8354 Z= -0.0026 Tot= 9.6801 in solution : X=-10.0569 Y= -8.3313 Z= 0.0004 Tot= 13.0596 -------------------------------------------------------------------- ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RB+HF-LYP) = -528.281458034 A.U. after 20 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -528.162163 <psi(0)|H(0)/2|psi(0)> (a.u.) = -528.271805 <psi(0)|H(f)/2|psi(0)> (a.u.) = -528.281635 <psi(f)| H |psi(f)> (a.u.) = -528.148793 <psi(f)|H(f)/2|psi(f)> (a.u.) = -528.281694 Total free energy in solution: with all non electrostatic terms (a.u.) = -528.271971 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -68.80 (Polarized solute)-Solvent (kcal/mol) = -83.40 Solute polarization (kcal/mol) = 8.39 Total electrostatic (kcal/mol) = -75.01 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 22.47 Dispersion energy (kcal/mol) = -17.98 Repulsion energy (kcal/mol) = 1.61 Total non electrostatic (kcal/mol) = 6.10 DeltaG (solv) (kcal/mol) = -68.91 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -7.4734 Y= -5.7355 Z= -0.0019 Tot= 9.4206 in solution : X=-10.0597 Y= -8.5753 Z= -0.0002 Tot= 13.2186 ******************************************************************************** IN-OUT CONFORMER ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -528.119995784 A.U. after 1 cycle C -3.0406871639 2.8774391986 -2.6651474547 N -2.6525493783 1.664613389 -3.2024997412 C -2.6263161005 1.750110879 -4.5509867156 C -3.0031425821 3.0411187403 -4.9198311967 C -3.2638557475 3.7510613732 -3.7395725723 C -3.1326467572 2.9935455925 -1.2405097554 O -2.8882824333 2.079801390 -0.4520316677 N -3.5404186646 4.2773247819 -0.7558290137 C -3.69641816 4.6118683797 0.5527771108

N -4.0849637658 5.8587971173 0.8503581828 N -3.4666708476 3.7167120299 1.4992241525 H -3.0768503815 3.412849975 -5.9308497557 H -3.5795697565 4.7848815709 -3.6867011546 H -2.4294115798 0.8550984226 -2.6397211436 H -3.728184801 4.9924079886 -1.4452057815 H -4.2136750619 6.1483533992 1.808586637 H -4.2621700343 6.5487692494 0.1366034241 H -3.5738897456 3.9419311372 2.4769718935 H -3.1729792361 2.7862782771 1.1854127031 H -2.3467628025 0.9051581078 -5.1630321511 ------------------------------------------------------------------------------------------------ Rotational constants (GHZ): 3.09000 0.59264 0.49727 ------------------------------------------------------------------------------------------------ Frequencies: 59.1163 71.2380 113.2215 123.1661 190.2944 240.6116 304.3723 313.5713 325.4164 423.0600 503.6875 536.1296 538.9402 549.0249 584.0573 612.2452 649.0935 705.2925 731.7958 767.7207 778.7243 851.6676 860.1025 896.3001 917.5599 944.2205 1007.7641 1075.6120 1090.9950 1103.3388 1126.4045 1145.9652 1164.9734 1299.3887 1358.1556 1418.2352 1450.5818 1466.9286 1515.9489 1522.5040 1593.0038 1632.4914 1689.4684 1734.7781 1769.0387 3242.6374 3276.2755 3290.6786 3373.7493 3611.4580 3631.0420 3650.3773 3681.0270 3730.1126 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -528.227000846 A.U. after 12 cycles

C -3.0407512502 2.8763300196 -2.6733101585 N -2.6502983285 1.6669962391 -3.2139379953 C -2.6248631371 1.7572275053 -4.564721865 C -3.0050668455 3.0477809589 -4.9275468325 C -3.2673651999 3.7539209598 -3.7389622746

C -3.1360934404 2.9996313464 -1.2366000861 O -2.8842327252 2.064675394 -0.4680543042 N -3.5361546722 4.2573059955 -0.7551592362 C -3.6944556542 4.6003356046 0.5604346476 N -4.0791766814 5.8435820741 0.8307999606 N -3.4717391413 3.7232108426 1.5254739865 H -3.0814259192 3.4263665067 -5.9397210391 H -3.5869714926 4.788482276 -3.662622807 H -2.4162873243 0.8358026087 -2.6633591213 H -3.733373389 5.0069129024 -1.427789819 H -4.2103169137 6.1461755393 1.7957624935 H -4.2520406748 6.5184263308 0.0862897389 H -3.5903650117 3.9921066896 2.5017317201 H -3.1770194452 2.7844968417 1.2656329331 H -2.3414417534 0.908353365 -5.1763229415 -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -528.117968 <psi(0)|H(0)/2|psi(0)> (a.u.) = -528.221946 <psi(0)|H(f)/2|psi(0)> (a.u.) = -528.226977 <psi(f)| H |psi(f)> (a.u.) = -528.111800 <psi(f)|H(f)/2|psi(f)> (a.u.) = -528.227001 Total free energy in solution: with all non electrostatic terms (a.u.) = -528.217337 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -65.25 (Polarized solute)-Solvent (kcal/mol) = -72.29 Solute polarization (kcal/mol) = 3.87 Total electrostatic (kcal/mol) = -68.42 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 22.42 Dispersion energy (kcal/mol) = -17.95 Repulsion energy (kcal/mol) = 1.59 Total non electrostatic (kcal/mol) = 6.06 DeltaG (solv) (kcal/mol) = -62.35 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X=-17.3475 Y= 21.4979 Z= -2.3108 Tot= 27.7206 in solution : X=-17.8887 Y= 23.0963 Z= -0.7964 Tot= 29.2247 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -528.285434652 A.U. after 9 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -528.175158 <psi(0)|H(0)/2|psi(0)> (a.u.) = -528.279496 <psi(0)|H(f)/2|psi(0)> (a.u.) = -528.285421 <psi(f)| H |psi(f)> (a.u.) = -528.167730

<psi(f)|H(f)/2|psi(f)> (a.u.) = -528.285435 Total free energy in solution: with all non electrostatic terms (a.u.) = -528.275539 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -65.47 (Polarized solute)-Solvent (kcal/mol) = -73.86 Solute polarization (kcal/mol) = 4.66 Total electrostatic (kcal/mol) = -69.20 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 22.56 Dispersion energy (kcal/mol) = -17.94 Repulsion energy (kcal/mol) = 1.59 Total non electrostatic (kcal/mol) = 6.21 DeltaG (solv) (kcal/mol) = -62.99 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= 6.9296 Y= 2.8290 Z= -0.0119 Tot= 7.4848 in solution : X= 9.2242 Y= 3.8720 Z= -0.0179 Tot= 10.0039 -------------------------------------------------------------------- MD library (RESP charge and atom type) int seq int elmnt dbl chg "C" "CC" 0 1 131075 1 6 -0.032414 "N" "NA" 0 1 131075 2 7 -0.104004 "C1" "CC" 0 1 131075 3 6 -0.170024 "C2" "CD" 0 1 131075 4 6 -0.121740 "C3" "CD" 0 1 131075 5 6 -0.286798 "C4" "C" 0 1 131075 6 6 0.384564 "O" "O" 0 1 131075 7 8 -0.499853 "N1" "N2" 0 1 131075 8 7 -0.202484 "C5" "CA" 0 1 131075 9 6 0.429603 "N2" "N2" 0 1 131075 10 7 -0.624201 "N3" "N2" 0 1 131075 11 7 -0.624201 "H" "HA" 0 1 131075 12 1 0.152082 "H1" "HA" 0 1 131075 13 1 0.219183 "H2" "H" 0 1 131075 14 1 0.330800 "H3" "H" 0 1 131075 15 1 0.302151 "H4" "H" 0 1 131075 16 1 0.411855 "H5" "H" 0 1 131075 17 1 0.411855 "H6" "H" 0 1 131075 18 1 0.411855 "H7" "H" 0 1 131075 19 1 0.411855 "H8" "HA" 0 1 131075 20 1 0.199918

******************************************************************************** HOST 10 ******************************************************************************** IN-OUT ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -775.458343638 A.U. after 7 cycles C -3.6766796525 -2.2750922534 4.9330674772 C -3.7400372527 -2.0134707421 6.3043395747 C -2.8846990602 -0.9319859867 6.5602424105 C -2.3182848993 -0.5417948594 5.3400765972 N -2.8360079962 -1.37233426 4.3648512829 C -1.4153003608 0.5553139399 5.1212757069 N -1.2506918927 0.9486429301 3.7434008675 C -0.3819944672 1.8980683936 3.2985273891 N -0.3315481713 2.1453747551 1.9828275521 C -4.2371503944 -3.2791944161 3.9796682008 N -5.0959737714 -4.1909832343 4.4808570091 C -5.7395393194 -5.2197094622 3.659587083 C -7.2460409485 -5.0011602388 3.5195219662 O -0.8131387228 1.1546400338 6.0048257269 O -3.873169529 -3.2155357551 2.8012162632 N 0.3819049253 2.5542378275 4.1548788897 H -4.3332171342 -2.5428301752 7.0360957644 H -2.6963294166 -0.4492263746 7.5082073522 H -2.5728584336 -1.5296482244 3.396921762 H -1.9412263136 0.6194459719 3.08156046 H 1.0957538537 3.1955428514 3.8421576506 H 0.2366198581 2.344964627 5.1480011478 H 0.2539135844 2.8807998883 1.6148210804 H -0.8036758813 1.5571677137 1.3129386219 H -5.3480205847 -4.1363119298 5.4575302141 H -5.2458116234 -5.1859414181 2.6873487627 H -5.5309377979 -6.1974536234 4.1077524621 H -7.6823567309 -5.7993407324 2.912026865 H -7.7472228731 -5.0137400286 4.4932386731 H -7.4597159939 -4.0447842178 3.0342581868 ------------------------------------------------------------------------------------------- Rotational constants (GHZ): 1.27612 0.20358 0.17900 ------------------------------------------------------------------------------------------- Frequencies: 30.1387 42.3744 47.5147 60.6311 75.5921 91.6096 126.8798 142.8752 170.2672 230.7526 242.9901 259.2565 302.9272 318.2965 338.1220 349.8849 353.7955 415.6688 432.0265 485.9271 509.7749 516.5622 536.5340 554.0352 582.3731 590.5724 626.5305

661.8508 706.4126 734.6433 752.2857 766.2439 784.5021 817.9578 847.1925 862.2126 904.6928 921.4755 938.5801 986.5471 1013.2838 1063.3503 1076.5270 1084.6585 1096.0657 1117.8039 1126.1089 1176.0004 1198.6438 1258.7407 1285.3590 1325.9472 1364.8344 1399.4613 1411.0074 1431.7086 1441.0318 1462.7731 1501.3661 1505.4947 1508.6742 1517.1375 1525.3881 1580.3517 1589.7250 1625.3122 1686.5327 1735.0790 1747.5700 1781.3829 3052.3235 3064.8167 3120.5697 3138.3033 3153.2847 3265.1819 3281.8765 3369.3744 3575.5117 3607.4110 3620.0908 3633.4523 3678.3273 3726.6309 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -775.574784851 A.U. after 13 cycles

C -3.6323448732 -2.3721437549 4.8693071397 C -3.5836169811 -2.1801094319 6.2530766978 C -2.7657181146 -1.0656209978 6.4883185868 C -2.328838292 -0.592879393 5.2457768056 N -2.8723109856 -1.4072670279 4.2798037534 C -1.4592848076 0.5557602582 5.0428981342 N -1.1839400129 0.9275027512 3.7184676861 C -0.3769717041 1.9669806988 3.3288747282 N -0.2334911852 2.1761396448 2.0249883402 C -4.2981338514 -3.3623918189 3.9874288176 N -5.0798332548 -4.2853660878 4.5902581911 C -5.8209985856 -5.2907437777 3.8323412394 C -7.2284647707 -4.8312075993 3.4424276767 O -0.98618763 1.180910038 5.9946197807 O -4.1083471606 -3.3192069307 2.7619837479 N 0.2327847139 2.7284120668 4.2211441922 H -4.0834451065 -2.78453863 7.0022103671 H -2.5057347901 -0.627308152 7.4442609832

H -2.7487345889 -1.3682372591 3.2615724304 H -1.6241766397 0.4147712591 2.9433673792 H 0.8325740704 3.4955075504 3.9174553606 H 0.0794055849 2.535391793 5.2084226049 H 0.3548118306 2.9371025988 1.6851823495 H -0.6951984542 1.5807791928 1.3376138454 H -5.2609702762 -4.2250771978 5.5926358654 H -5.2363071258 -5.5216448032 2.9383274231 H -5.8702016393 -6.1964839756 4.4456001279 H -7.7437176111 -5.622417215 2.8875609926 H -7.8258593561 -4.5917247672 4.3282231073 H -7.1801854026 -3.9412280321 2.8078746457 -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -775.453487 <psi(0)|H(0)/2|psi(0)> (a.u.) = -775.565646 <psi(0)|H(f)/2|psi(0)> (a.u.) = -775.574717 <psi(f)| H |psi(f)> (a.u.) = -775.442424 <psi(f)|H(f)/2|psi(f)> (a.u.) = -775.574785 Total free energy in solution: with all non electrostatic terms (a.u.) = -775.556812 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -70.38 (Polarized solute)-Solvent (kcal/mol) = -83.06 Solute polarization (kcal/mol) = 6.94 Total electrostatic (kcal/mol) = -76.12 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 33.02 Dispersion energy (kcal/mol) = -23.50 Repulsion energy (kcal/mol) = 1.76 Total non electrostatic (kcal/mol) = 11.28 DeltaG (solv) (kcal/mol) = -64.84 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -6.9714 Y= 3.6447 Z= 16.6598 Tot= 18.4237 in solution : X= -5.7459 Y= 5.3318 Z= 15.3059 Tot= 17.1963 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -775.659074809 A.U. after 34 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -775.535832 <psi(0)|H(0)/2|psi(0)> (a.u.) = -775.648448 <psi(0)|H(f)/2|psi(0)> (a.u.) = -775.659013 <psi(f)| H |psi(f)> (a.u.) = -775.522588 <psi(f)|H(f)/2|psi(f)> (a.u.) = -775.659075 Total free energy in solution: with all non electrostatic terms (a.u.) = -775.640588

(Unpolarized solute)-Solvent (kcal/mol) = -70.67 (Polarized solute)-Solvent (kcal/mol) = -85.65 Solute polarization (kcal/mol) = 8.31 Total electrostatic (kcal/mol) = -77.34 Cavitation energy (kcal/mol) = 33.33 Dispersion energy (kcal/mol) = -23.47 Repulsion energy (kcal/mol) = 1.74 Total non electrostatic (kcal/mol) = 11.60 DeltaG (solv) (kcal/mol) = -65.74 Dipole moment (Debye): in vacuo : X= -6.7004 Y= 2.9330 Z= 16.9278 Tot= 18.4404 in solution : X= -5.1947 Y= 4.6072 Z= 15.5118 Tot= 16.9949 ******************************************************************************* IN-IN ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -775.442920671 A.U. after 6 cycles C -3.6138969781 -2.2025757361 5.6320029482 C -2.6843171481 -1.2587586387 6.0883281618 C -2.1598867528 -0.6011696265 4.9706985879 N -2.7625313821 -1.1556034209 3.8464841675 C -3.6249539863 -2.142452912 4.2409784757 C -1.2537462066 0.5132988943 4.9855033588 O -0.5278872861 0.8143080301 5.925856887 C -4.4397992504 -2.9484283692 3.2817857275 O -5.5727189853 -3.2925221422 3.5785536901 N -1.2542643558 1.3247577519 3.7876095047 C -0.4354144513 2.3930365088 3.5707175629 N 0.4732571906 2.7285291306 4.4694689892 N -0.5764889614 3.0801341903 2.4292542661 N -3.8417746874 -3.188303531 2.0668665137 C -4.5328382287 -4.0132555759 1.0631831157 C -4.3860098675 -5.5161742611 1.3026939124 H -4.2234816352 -2.8700710704 6.2222657922 H -2.4252514987 -1.0270428772 7.1112343154 H -2.5225983921 -0.9975028003 2.8790530902 H -2.0698588943 1.2549916914 3.1925051349 H 1.1443743499 3.4619414399 4.2943242688 H 0.4574731586 2.2043899418 5.3508942712 H -0.0444636081 3.9212909606 2.2600929608 H -1.1796199313 2.7619182029 1.6862943091 H -2.8310442996 -3.2587561947 2.071919542 H -5.5846235715 -3.7231421188 1.0956350103 H -4.1366813317 -3.7314478282 0.0826667367 H -4.9092894722 -6.0727233033 0.5195777204 H -3.3350200186 -5.8245253245 1.2860737526 H -4.8184015177 -5.7958270117 2.2664432263 ------------------------------------------------------------------------------------- Rotational constants (GHZ): 1.03052 0.21833 0.18934 Frequencies:

33.9787 44.2823 51.2967 68.2398 82.6535 95.5430 109.6164 136.5817 195.2210 209.3277 239.8549 275.0055 292.0571 314.2275 319.7971 342.0187 373.9983 412.9472 436.4967 458.1932 501.0684 520.2068 540.1741 545.2839 570.2815 578.9174 622.3158 674.4502 703.6666 730.0813 750.4383 765.6673 787.0537 841.1452 846.1849 859.8482 907.0472 932.4576 941.7225 978.5575 1011.7763 1051.9479 1074.1126 1077.2932 1094.0916 1114.6666 1126.3897 1168.5387 1182.2167 1256.2211 1266.2793 1327.0919 1349.6810 1396.0351 1407.7260 1429.5644 1431.1690 1459.0283 1489.9524 1500.7416 1507.1533 1514.8745 1520.0253 1550.7571 1593.6758 1621.4472 1684.5585 1734.7172 1779.5151 1784.6699 3052.3405 3075.1911 3120.0742 3140.8632 3151.0238 3276.5873 3290.6994 3363.4390 3585.2041 3606.9087 3614.0809 3655.8279 3676.0979 3728.0436 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -775.570361742 A.U. after 1 cycles

C -3.8199037716 -2.0673838596 5.8262316876 C -3.032736906 -0.9706615545 6.2069053969 C -2.4060499905 -0.4858951193 5.0571606836 N -2.8173554361 -1.2646055539 3.9939191451 C -3.6652852752 -2.2377115483 4.450982575 C -1.493541584 0.6459989694 5.0056389604 O -1.0362004033 1.1553212782 6.0306508765 C -4.3052819597 -3.2909389089 3.6215135181 O -4.7872501511 -4.2908638077 4.1713568218

N -1.1643855765 1.1399021836 3.7337804626 C -0.2661605367 2.1440130203 3.4712370312 N 0.3802020819 2.7529631872 4.4503169136 N -0.0701080406 2.474904076 2.2000341908 N -4.3400000029 -3.0905147907 2.2820824943 C -4.9090291367 -4.0749893021 1.3632960831 C -3.858639765 -5.0225665631 0.7784246 H -4.4533564805 -2.6778636988 6.457110987 H -2.9260147881 -0.5432895803 7.1964731064 H -2.4063651742 -1.2516428562 3.0524180877 H -1.6703695193 0.7886575458 2.909873311 H 1.0610100423 3.4829318246 4.2402264177 H 0.1656564725 2.490423935 5.4096054599 H 0.5760130489 3.2252313091 1.9545328939 H -0.5388717181 1.976350769 1.4439388206 H -4.0163237004 -2.2089528241 1.8808345595 H -5.6631637167 -4.6401833517 1.9165586331 H -5.4177099486 -3.5268952311 0.5638256046 H -4.3312393914 -5.7313876212 0.0904270988 H -3.0916243734 -4.4704146675 0.2260338348 H -3.367672299 -5.5916232595 1.5735757445 -------------------------------------------------------------------- Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -775.415561 <psi(f)|H(f)/2|psi(f)> (a.u.) = -775.570362 Total free energy in solution: with all non electrostatic terms (a.u.) = -775.552083 (Polarized solute)-Solvent (kcal/mol) = -97.14 Cavitation energy (kcal/mol) = 33.09 Dispersion energy (kcal/mol) = -23.41 Repulsion energy (kcal/mol) = 1.78 Total non electrostatic (kcal/mol) = 11.47 *************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -775.654595877 A.U. after 10 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -775.516896 <psi(0)|H(0)/2|psi(0)> (a.u.) = -775.636650 <psi(0)|H(f)/2|psi(0)> (a.u.) = -775.654393 <psi(f)| H |psi(f)> (a.u.) = -775.491793 <psi(f)|H(f)/2|psi(f)> (a.u.) = -775.654596 Total free energy in solution: with all non electrostatic terms (a.u.) = -775.635964 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -75.15 (Polarized solute)-Solvent (kcal/mol) = -102.16 Solute polarization (kcal/mol) = 15.75

Total electrostatic (kcal/mol) = -86.41 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 33.39 Dispersion energy (kcal/mol) = -23.45 Repulsion energy (kcal/mol) = 1.75 Total non electrostatic (kcal/mol) = 11.69 DeltaG (solv) (kcal/mol) = -74.72 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X=-13.1258 Y= 10.6869 Z= -0.6540 Tot= 16.9388 in solution : X=-16.6587 Y= 15.7132 Z= -1.0909 Tot= 22.9262 ******************************************************************************** OUT-OUT ******************************************************************************* b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -775.463461072 A.U. after 1 cycles N -2.1508122503 -1.6440368724 5.9352704132 C -3.1979492116 -2.4935979801 6.004248215 C -4.2795392883 -1.9033679605 5.3343573246 C -3.8438154708 -0.6614949541 4.8571544636 C -2.50035263 -0.510858221 5.2436574431 C -2.948899694 -3.772627226 6.7402242587 O -1.8321791897 -3.9540267653 7.2232813317 C -1.5185402375 0.521627213 5.0631291678 O -0.3671722165 0.4682068049 5.48946446 N -1.9662459261 1.6678647063 4.3300321765 C -1.2103454929 2.7613600531 4.0434604432 N 0.0469232102 2.8248825769 4.4490352728 N -1.7706309255 3.7591155213 3.346818099 N -3.9865796891 -4.6357847576 6.8282327132 C -3.878534248 -5.9382152631 7.4899103992 C -3.8946250285 -7.1053858197 6.5024290733 H -5.2675651303 -2.3215404825 5.2076146322 H -4.4472403992 0.0405374298 4.2959238694 H -1.2530356577 -1.8600116521 6.3568149134 H -2.921499131 1.6618345949 3.9995769304 H 0.6270143617 3.626120307 4.2494672909 H 0.3978009688 2.0187775399 4.9760208448 H -1.2451178478 4.5882439473 3.1123165647 H -2.7287482863 3.721467392 3.0347283197 H -4.8532620854 -4.4105005815 6.3617088495 H -2.9444457233 -5.9161838948 8.0532338769 H -4.7014518277 -6.026895481 8.207626268 H -3.8265524716 -8.0528759479 7.0449540649 H -4.8192551521 -7.123955908 5.9155343084 H -3.0488653294 -7.0445093188 5.8119970118 ------------------------------------------------------------------------------------------------ Rotational constants (GHZ): 1.98661 0.17875 0.16665 Frequencies: 24.4936 29.7812 43.2389

67.2870 70.9908 83.5414 110.4435 148.9618 162.0175 212.3906 224.7411 241.7154 259.4994 304.8406 312.5786 333.0294 394.7544 422.7634 435.7488 459.8269 505.1917 510.7821 535.3368 546.2337 560.9943 611.8940 627.5251 697.5787 710.0278 734.4616 756.0554 763.9861 780.8390 804.4977 847.6080 865.2322 874.3492 904.1125 942.5645 990.5954 1023.6873 1062.7458 1076.1972 1097.3302 1113.1106 1119.1319 1132.3142 1175.0458 1192.6163 1259.5811 1291.1041 1326.7432 1378.6687 1400.5116 1423.6043 1431.5168 1438.3288 1459.6103 1500.3679 1507.5865 1512.2815 1515.7240 1536.7624 1577.5447 1586.7458 1632.2221 1689.4639 1735.0255 1760.0664 1775.3961 3051.0834 3065.1369 3119.1757 3138.0859 3152.3154 3236.5833 3270.6873 3372.9122 3598.3161 3611.8035 3631.3454 3636.8164 3680.7481 3730.5700 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -775.578034826 A.U. after 8 cycles

N -2.1034382592 -1.6435852674 5.9469054057 C -3.1476515036 -2.5089057315 6.0315377121 C -4.2409382666 -1.9297390121 5.3778924466 C -3.8235385665 -0.6809750409 4.8916700914 C -2.4819615252 -0.5200960159 5.2586245748 C -2.9348403903 -3.7920276598 6.7469154572 O -1.8250167353 -4.0395486409 7.2430917895 C -1.5068027244 0.5384752936 5.0583769488 O -0.3554318879 0.462944643 5.4954761196 N -1.95320465 1.652725421 4.3378497499 C -1.2092637879 2.7649692896 4.0367076685

N 0.0489847555 2.8690453077 4.4284854524 N -1.8017191038 3.727420338 3.3391213192 N -3.9959351138 -4.6273657545 6.8203817469 C -3.9303693457 -5.930526216 7.475576354 C -3.9050770428 -7.0941595892 6.481730363 H -5.2280099502 -2.3645754513 5.2669041866 H -4.430187472 0.0272788205 4.3361653698 H -1.1758656456 -1.8176753765 6.3446399693 H -2.9182452194 1.6654202344 3.9873936429 H 0.5918959671 3.7014736001 4.2004534772 H 0.4562934348 2.1026238321 4.9598273165 H -1.2923028921 4.575446248 3.0915964563 H -2.7731552623 3.6455316779 3.0408890566 H -4.8770797147 -4.3729095694 6.3737633809 H -3.0282584486 -5.9304361733 8.0905151593 H -4.7936283891 -6.0216065455 8.1450279649 H -3.8802184753 -8.0477736784 7.0191629658 H -4.7947861101 -7.0894659045 5.8432545876 H -3.0217696749 -7.0378140789 5.8382832665 Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -775.460221 <psi(0)|H(0)/2|psi(0)> (a.u.) = -775.569138 <psi(0)|H(f)/2|psi(0)> (a.u.) = -775.577755 <psi(f)| H |psi(f)> (a.u.) = -775.449331 <psi(f)|H(f)/2|psi(f)> (a.u.) = -775.577816 Total free energy in solution: with all non electrostatic terms (a.u.) = -775.559478 (Unpolarized solute)-Solvent (kcal/mol) = -68.35 (Polarized solute)-Solvent (kcal/mol) = -80.63 Solute polarization (kcal/mol) = 6.83 Total electrostatic (kcal/mol) = -73.79 Cavitation energy (kcal/mol) = 33.31 Dispersion energy (kcal/mol) = -23.54 Repulsion energy (kcal/mol) = 1.74 Total non electrostatic (kcal/mol) = 11.51 DeltaG (solv) (kcal/mol) = -62.28 Dipole moment (Debye): in vacuo : X=-15.6066 Y= 5.8611 Z= 0.3858 Tot= 16.6754 in solution : X=-19.0904 Y= 8.2750 Z= 0.4267 Tot= 20.8111 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -775.662677785 A.U. after 9 cycles Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -775.543056 <psi(0)|H(0)/2|psi(0)> (a.u.) = -775.652545 <psi(0)|H(f)/2|psi(0)> (a.u.) = -775.662650

<psi(f)| H |psi(f)> (a.u.) = -775.529921 <psi(f)|H(f)/2|psi(f)> (a.u.) = -775.662678 Total free energy in solution: with all non electrostatic terms (a.u.) = -775.644340 (Unpolarized solute)-Solvent (kcal/mol) = -68.71 (Polarized solute)-Solvent (kcal/mol) = -83.31 Solute polarization (kcal/mol) = 8.24 Total electrostatic (kcal/mol) = -75.06 Cavitation energy (kcal/mol) = 33.31 Dispersion energy (kcal/mol) = -23.54 Repulsion energy (kcal/mol) = 1.74 Total non electrostatic (kcal/mol) = 11.51 DeltaG (solv) (kcal/mol) = -63.56 Dipole moment (Debye): in vacuo : X=-15.1524 Y= 6.0072 Z= 0.3729 Tot= 16.3040 in solution : X=-18.9690 Y= 8.8940 Z= 0.3967 Tot= 20.9543 MD library (RESP charge and atom type) "N" "NA" 0 1 131075 1 7 -0.009717 "C" "CC" 0 1 131075 2 6 -0.033067 "C1" "CD" 0 1 131075 3 6 -0.204918 "C2" "CD" 0 1 131075 4 6 -0.261896 "C3" "CC" 0 1 131075 5 6 -0.028192 "C4" "C" 0 1 131075 6 6 0.314733 "O" "O" 0 1 131075 7 8 -0.490647 "C5" "C" 0 1 131075 8 6 0.364227 "O1" "O" 0 1 131075 9 8 -0.472438 "N1" "N" 0 1 131075 10 7 -0.181278 "C6" "CA" 0 1 131075 11 6 0.381678 "N2" "N2" 0 1 131075 12 7 -0.609138 "N3" "N2" 0 1 131075 13 7 -0.609138 "N4" "N2" 0 1 131075 14 7 -0.288548 "C7" "CT" 0 1 131075 15 6 0.072103 "C8" "CT" 0 1 131075 16 6 -0.057264 "H" "HA" 0 1 131075 17 1 0.190917 "H1" "HA" 0 1 131075 18 1 0.220808 "H2" "H" 0 1 131075 19 1 0.264872 "H3" "H" 0 1 131075 20 1 0.310942 "H4" "H" 0 1 131075 21 1 0.415156 "H5" "H" 0 1 131075 22 1 0.415156 "H6" "H" 0 1 131075 23 1 0.415156 "H7" "H" 0 1 131075 24 1 0.415156 "H8" "H" 0 1 131075 25 1 0.304358 "H9" "H1" 0 1 131075 26 1 0.040886 "H10" "H1" 0 1 131075 27 1 0.040886 "H11" "HC" 0 1 131075 28 1 0.026402 "H12" "HC" 0 1 131075 29 1 0.026402 "H13" "HC" 0 1 131075 30 1 0.026402

******************************************************************************* HOST 11 ******************************************************************************* IN-OUT ******************************************************************************* b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -854.091969525 A.U. after 6 cycles C 0.1015097215 2.1698366945 -0.0576927468 C -1.2693159408 2.2997715022 0.2085768561 C -1.8369945997 1.0211114406 0.1412565593 N -0.8207364798 0.1385496232 -0.1713875511 C 0.3540561334 0.8123315363 -0.273279869 C -3.2257496528 0.6844707934 0.2974940201 O -4.0797372469 1.4273122272 0.7679515306 C 1.5418091929 -0.0574879716 -0.5274719792 O 1.3561767883 -1.2773094926 -0.5844928251 N -3.5912210955 -0.6331440535 -0.1621842187 C -4.8257539555 -1.1927843947 -0.034554731 N -5.0116369881 -2.4336043823 -0.5041695029 N -5.8069726123 -0.5159406335 0.5370275024 N 2.7322025065 0.5570998703 -0.6840507951 C 3.9886942096 -0.1703505862 -0.876304954 C 4.9016916789 -0.1134417098 0.353759364 C 6.2286574811 -0.8506561596 0.1290874894 C 7.1483759035 -0.8029474569 1.3523816947 H 0.8229774298 2.9736442825 -0.0883198697 H -1.8204237362 3.2080042566 0.4050147855 H -0.772597676 -0.875538292 -0.1516641981 H -2.9374717167 -1.1087187137 -0.7703043055 H -5.9244674548 -2.8642291445 -0.4875123411 H -4.2411140704 -3.004393055 -0.8172989338 H -6.7034383982 -0.9406040418 0.7230784183 H -5.5946036746 0.4481773492 0.8135808674 H 2.7767122424 1.5611946342 -0.5835626144 H 3.7155880289 -1.2010225684 -1.1103881463 H 4.4980417324 0.2488627431 -1.7517467195 H 5.1050489645 0.9355225093 0.611372153 H 4.3713919201 -0.549213617 1.2096755584 H 6.0207164731 -1.8958959948 -0.1345644889 H 6.7447733531 -0.4137741086 -0.7361044136 H 8.0839253381 -1.3371223478 1.1632761748 H 7.4026157337 0.2288968064 1.6183816744 H 6.6724534666 -1.2636615447 2.2248195556 --------------------------------------------------------------------------------------- Rotational constants (GHZ): 1.06283 0.12554 0.11662 --------------------------------------------------------------------------------------- Frequencies: 11.9886 30.5497 44.7511 49.8764 65.0157 76.6705

84.1338 113.8953 124.8087 142.5290 174.2552 203.6496 220.5742 246.2283 258.9326 288.2779 298.0447 334.2237 342.0710 348.3864 415.5772 423.0884 450.5992 488.2021 514.3973 517.4688 537.5118 560.3011 588.2068 593.5880 626.3734 664.9774 706.5885 734.8211 742.0604 752.0686 774.7346 785.6861 817.9807 838.6901 862.0114 911.3535 920.9918 938.2469 946.1648 989.5490 1011.8357 1014.1469 1059.9909 1065.4296 1076.6540 1085.0656 1097.2788 1126.1140 1134.1203 1187.2660 1197.8975 1254.6335 1261.3830 1285.4908 1305.6937 1335.1408 1341.4517 1365.3570 1391.6823 1410.8215 1416.6263 1431.7737 1440.9424 1462.6334 1497.1728 1502.9353 1505.5091 1512.9025 1514.7081 1524.8452 1526.0109 1580.2755 1589.0508 1625.9857 1686.6064 1735.0993 1747.0619 1781.5531 3022.6082 3031.6317 3044.8003 3054.4605 3060.3868 3080.2037 3113.1933 3124.3821 3142.9530 3265.4976 3281.9642 3370.4324 3574.2206 3607.4928 3619.1017 3633.8529 3679.1175 3727.0044 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -854.207351146 A.U. after 12 cycles

C 0.102493 2.209369 -0.198969 C -1.273341 2.306422 0.042320 C -1.806226 1.007872 0.018036 N -0.761599 0.149343 -0.229126 C 0.398095 0.852455 -0.356753

C -3.195691 0.656693 0.214814 O -4.015853 1.463086 0.642122 C 1.633077 0.048643 -0.603689 O 1.546852 -1.186512 -0.676111 N -3.587639 -0.676144 -0.118462 C -4.819497 -1.228741 0.086127 N -4.987377 -2.501153 -0.270320 N -5.813886 -0.530924 0.617791 N 2.781255 0.728304 -0.745091 C 4.066395 0.055711 -0.933193 C 4.849209 -0.138173 0.370437 C 6.203048 -0.823749 0.141107 C 6.995685 -1.030802 1.435100 H 0.807368 3.031653 -0.256059 H -1.851686 3.209098 0.202210 H -0.746941 -0.877019 -0.249335 H -2.937135 -1.278184 -0.621447 H -5.891032 -2.957574 -0.145879 H -4.209403 -3.063562 -0.614437 H -6.712772 -0.975388 0.797806 H -5.651260 0.451632 0.835325 H 2.790285 1.741952 -0.611934 H 3.859923 -0.914044 -1.395411 H 4.652183 0.649462 -1.643058 H 5.004223 0.837789 0.848791 H 4.240095 -0.734539 1.062032 H 6.038989 -1.794149 -0.347043 H 6.798617 -0.224614 -0.561080 H 7.955975 -1.519642 1.240173 H 7.202471 -0.075090 1.930098 H 6.440284 -1.656537 2.142789 --------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -854.088803 <psi(0)|H(0)/2|psi(0)> (a.u.) = -854.198644 <psi(0)|H(f)/2|psi(0)> (a.u.) = -854.207295 <psi(f)| H |psi(f)> (a.u.) = -854.078344 <psi(f)|H(f)/2|psi(f)> (a.u.) = -854.207351 Total free energy in solution: with all non electrostatic terms (a.u.) = -854.186847 --------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -68.93 (Polarized solute)-Solvent (kcal/mol) = -80.95 Solute polarization (kcal/mol) = 6.56 Total electrostatic (kcal/mol) = -74.39 --------------------------------------------------------------------- Cavitation energy (kcal/mol) = 37.81 Dispersion energy (kcal/mol) = -26.91 Repulsion energy (kcal/mol) = 1.96 Total non electrostatic (kcal/mol) = 12.87

DeltaG (solv) (kcal/mol) = -61.52 --------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X=-14.9533 Y= -4.1711 Z= -0.4665 Tot= 15.5311 in solution : X=-17.4519 Y= -5.5294 Z= -0.8752 Tot= 18.3279 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -854.294451437 A.U. after 55 cycles ------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -854.171837 <psi(0)|H(0)/2|psi(0)> (a.u.) = -854.283753 <psi(0)|H(f)/2|psi(0)> (a.u.) = -854.294394 <psi(f)| H |psi(f)> (a.u.) = -854.158564 <psi(f)|H(f)/2|psi(f)> (a.u.) = -854.294451 Total free energy in solution: with all non electrostatic terms (a.u.) = -854.273959 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -70.23 (Polarized solute)-Solvent (kcal/mol) = -85.27 Solute polarization (kcal/mol) = 8.33 Total electrostatic (kcal/mol) = -76.94 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 37.79 Dispersion energy (kcal/mol) = -26.89 Repulsion energy (kcal/mol) = 1.96 Total non electrostatic (kcal/mol) = 12.86 DeltaG (solv) (kcal/mol) = -64.08 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X=-14.4594 Y= -4.1418 Z= -0.5010 Tot= 15.0492 in solution : X=-16.8350 Y= -5.4926 Z= -0.9347 Tot= 17.7330 ******************************************************************************** OUT-OUT ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -854.097004771 A.U. after 1 cycles C 0.3540099365 0.9011530709 -0.227801121 C 0.1679175689 2.2805288618 -0.0540572497 C -1.1919959732 2.4858449163 0.2069292944 C -1.8179707512 1.2268802666 0.1885577644 N -0.8438312528 0.2968020714 -0.0777342476 C -3.1693326638 0.7799257397 0.3775452935 N -4.1226563629 1.8148011643 0.6466789472 C -5.4531085548 1.6228826517 0.8518256559 N -5.9623566883 0.4028585514 0.8130936421 C 1.5059280455 -0.0060410658 -0.528208873

N 2.7124957292 0.5803713146 -0.6981900014 C 3.9339738191 -0.1813980626 -0.964132553 C 4.899651987 -0.199902223 0.2263184994 C 6.1875498226 -0.9737686862 -0.0840305179 C 7.1654600211 -1.0002401384 1.0939958473 O -3.5276720733 -0.394295778 0.3201754741 O 1.2842296391 -1.2133004073 -0.6123204399 N -6.2224965802 2.693227037 1.0912786698 H 0.9267768664 3.04734413 -0.1113207743 H -1.6572743609 3.4466628189 0.3866427763 H -0.9541841689 -0.7086586979 -0.1627143309 H -3.7772219757 2.7640152143 0.6846983682 H -7.214546852 2.5952847823 1.248822062 H -5.8445735515 3.6275658499 1.1224451052 H -6.946306011 0.2358059245 0.9621157644 H -5.3047299033 -0.3603196337 0.6237595818 H 2.7944454439 1.578469362 -0.5696696957 H 3.614584036 -1.1935249861 -1.2198560716 H 4.4229251783 0.2485035025 -1.8463156129 H 5.1517515945 0.8316237603 0.5108034074 H 4.3915436045 -0.6479451314 1.0892709986 H 5.9299715921 -2.0014766726 -0.3712811257 H 6.6780505209 -0.5259164048 -0.9585712129 H 8.0714222774 -1.5591240034 0.8422174028 H 7.4689473722 0.012456449 1.3816245371 H 6.7155066688 -1.4747695481 1.9727717355 ----------------------------------------------------------------------------------- Rotational constants (GHZ): 1.60486 0.11274 0.10896 Frequencies: 13.2219 19.3568 41.8929 50.0749 62.9825 71.7953 87.1548 113.3071 114.7758 149.1700 162.4298 191.2102 203.0324 231.7817 240.8524 264.3680 289.4920 309.0382 310.4421 381.6033 419.9878 423.2305 449.7992 465.0393 504.0498 524.9861 537.8305 549.4963 566.8119 612.2039 627.3961 697.4984 710.0772 734.3170 742.8545 755.9702 773.7024 781.0581 804.3352 839.3526 864.9076 874.6661 911.4928 939.1607 951.2022 991.8311 1011.0698 1023.4450 1058.3011 1062.7985 1076.4630 1097.9591 1117.6480 1132.1104 1134.4307 1186.0605 1191.0428 1253.2515 1263.2588 1289.0113 1305.2653 1336.4424 1340.9793 1379.2010 1393.3968 1416.6155

1424.2190 1431.6980 1438.4724 1459.4472 1497.2462 1502.6149 1512.2092 1512.6118 1513.9669 1525.3824 1536.7642 1577.6785 1586.2810 1632.6681 1689.6278 1735.1013 1759.2400 1775.2791 3020.6145 3031.0810 3043.7898 3052.3220 3059.6387 3079.9289 3112.1107 3123.1171 3141.8673 3236.8260 3270.6881 3371.7926 3598.4093 3611.8527 3631.0609 3637.7921 3680.7133 3730.6365 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -854.211304386 A.U. after 63 cycles

C 0.35819 0.84281 -0.29776 C 0.18189 2.22456 -0.16405 C -1.17516 2.4471 0.11619 C -1.80338 1.19617 0.14815 N -0.84809 0.24665 -0.10728 C -3.17209 0.76816 0.38028 N -4.09139 1.78803 0.65476 C -5.42987 1.61947 0.90023 N -5.97878 0.41683 0.88684 C 1.52937 -0.02261 -0.58711 N 2.71369 0.60518 -0.76474 C 3.95894 -0.11428 -1.01102 C 4.85894 -0.19654 0.22875 C 6.17778 -0.92678 -0.05348 C 7.08609 -1.01524 1.17656 O -3.50726 -0.41856 0.33897 O 1.38112 -1.25206 -0.66166 N -6.14802 2.70861 1.14853 H 0.9504 2.98356 -0.26112 H -1.64784 3.41137 0.27509 H -1.00471 -0.76508 -0.1475 H -3.76242 2.7601 0.68886 H -7.14698 2.63679 1.3422 H -5.72019 3.63424 1.16299 H -6.9749 0.30436 1.07508 H -5.38352 -0.38635 0.69742 H 2.77595 1.61705 -0.6495

H 3.68806 -1.11617 -1.3527 H 4.49003 0.38746 -1.82912 H 5.06943 0.81942 0.59064 H 4.31149 -0.70886 1.03093 H 5.9602 -1.93859 -0.42219 H 6.70959 -0.41294 -0.8661 H 8.01915 -1.53976 0.94609 H 7.34733 -0.01769 1.548 H 6.59382 -1.55408 1.99416 -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -854.093593 <psi(0)|H(0)/2|psi(0)> (a.u.) = -854.202352 <psi(0)|H(f)/2|psi(0)> (a.u.) = -854.211225 <psi(f)| H |psi(f)> (a.u.) = -854.082462 <psi(f)|H(f)/2|psi(f)> (a.u.) = -854.211304 Total free energy in solution: with all non electrostatic terms (a.u.) = -854.190649 ---------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -68.25 (Polarized solute)-Solvent (kcal/mol) = -80.85 Solute polarization (kcal/mol) = 6.98 Total electrostatic (kcal/mol) = -73.87 ---------------------------------------------------------------------- Cavitation energy (kcal/mol) = 37.98 Dispersion energy (kcal/mol) = -26.97 Repulsion energy (kcal/mol) = 1.95 Total non electrostatic (kcal/mol) = 12.96 DeltaG (solv) (kcal/mol) = -60.90 ---------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X=-19.7417 Y= 5.5624 Z= 1.6904 Tot= 20.5799 in solution : X=-23.5095 Y= 7.9766 Z= 2.1250 Tot= 24.9166 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -854.297851251 A.U. after 9 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -854.178085 <psi(0)|H(0)/2|psi(0)> (a.u.) = -854.287436 <psi(0)|H(f)/2|psi(0)> (a.u.) = -854.297820 <psi(f)| H |psi(f)> (a.u.) = -854.164639 <psi(f)|H(f)/2|psi(f)> (a.u.) = -854.297851 Total free energy in solution: with all non electrostatic terms (a.u.) = -854.277196 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -68.62

(Polarized solute)-Solvent (kcal/mol) = -83.59 Solute polarization (kcal/mol) = 8.44 Total electrostatic (kcal/mol) = -75.15 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 37.98 Dispersion energy (kcal/mol) = -26.97 Repulsion energy (kcal/mol) = 1.95 Total non electrostatic (kcal/mol) = 12.96 DeltaG (solv) (kcal/mol) = -62.19 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X=-19.2269 Y= 5.7115 Z= 1.6464 Tot= 20.1247 in solution : X=-23.3727 Y= 8.6057 Z= 2.1237 Tot= 24.9971 -------------------------------------------------------------------- MD library (RESP charge and atom type) "C" "CC" 0 1 131075 1 6 -0.015758 "C1" "CD" 0 1 131075 2 6 -0.231107 "C2" "CD" 0 1 131075 3 6 -0.255070 "C3" "CC" 0 1 131075 4 6 -0.051914 "N" "NA" 0 1 131075 5 7 -0.012555 "C4" "C" 0 1 131075 6 6 0.386578 "N1" "N2" 0 1 131075 7 7 -0.176179 "C5" "CA" 0 1 131075 8 6 0.391631 "N2" "N2" 0 1 131075 9 7 -0.617930 "C6" "C" 0 1 131075 10 6 0.361818 "N3" "N" 0 1 131075 11 7 -0.342721 "C7" "CT" 0 1 131075 12 6 0.014053 "C8" "CT" 0 1 131075 13 6 -0.008469 "C9" "CT" 0 1 131075 14 6 0.006570 "C10" "CT" 0 1 131075 15 6 -0.080437 "O" "O" 0 1 131075 16 8 -0.480353 "O1" "O" 0 1 131075 17 8 -0.505342 "N4" "N2" 0 1 131075 18 7 -0.617930 "H" "HA" 0 1 131075 19 1 0.197637 "H1" "HA" 0 1 131075 20 1 0.227988 "H2" "H" 0 1 131075 21 1 0.265702 "H3" "H" 0 1 131075 22 1 0.300989 "H4" "H" 0 1 131075 23 1 0.417107 "H5" "H" 0 1 131075 24 1 0.417107 "H6" "H" 0 1 131075 25 1 0.417107 "H7" "H" 0 1 131075 26 1 0.417107 "H8" "H" 0 1 131075 27 1 0.321104 "H9" "H1" 0 1 131075 28 1 0.055665 "H10" "H1" 0 1 131075 29 1 0.055665 "H11" "HC" 0 1 131075 30 1 0.028257 "H12" "HC" 0 1 131075 31 1 0.028257 "H13" "HC" 0 1 131075 32 1 0.013095 "H14" "HC" 0 1 131075 33 1 0.013095 "H15" "HC" 0 1 131075 34 1 0.019745 "H16" "HC" 0 1 131075 35 1 0.019745 "H17" "HC" 0 1 131075 36 1 0.019745

******************************************************************************** HOST 12 ******************************************************************************** IN-OUT ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -755.994921227 A.U. after 1 cycles C -1.0849685107 -2.8105889664 -0.7392568552 C -0.4682242665 -1.563836377 -0.5557651498 C 0.5465921554 -1.7280188587 0.3945615728 N 0.5526342296 -3.0585082729 0.770777416 C -0.4451732941 -3.7114401422 0.1094236467 C 1.4712281787 -0.7207175843 0.8474702276 N 2.6487236731 -1.2224470787 1.5106187435 C 3.6105371362 -0.4494427068 2.0896198451 N 3.5084390091 0.8679809946 2.0661897991 C -0.6440121931 -5.1355341295 0.4508549819 O -1.6223740156 -5.6967478255 -0.2547755673 C -1.8869267728 -7.0920775133 0.0290177498 O 1.320642687 0.4845200478 0.6920280557 O 0.0406559254 -5.6838324104 1.2977543767 N 4.648974003 -1.0613953873 2.673143452 H -2.7118196441 -7.3659924525 -0.6253611218 H -2.1634234516 -7.2147630011 1.0776698018 H -1.001708271 -7.6926863144 -0.1878629567 H -1.8999538671 -3.0483928865 -1.4059320666 H -0.6906258367 -0.6357087624 -1.0619463144 H 1.0019614045 -3.5098940806 1.557993088 H 2.8718860005 -2.2002037657 1.3765586759 H 5.4164546881 -0.529925655 3.0576255626 H 4.6687606015 -2.060294829 2.8124102557 H 4.1594389029 1.4573825936 2.5639692052 H 2.7170515282 1.2565323645 1.5437325757 Rotational constants (GHZ): 1.44818 0.25577 0.21892 Frequencies: 45.9660 50.4775 58.7999 86.9680 100.3271 122.8316 136.2401 149.8959 192.4667 251.8758 261.8338 299.3777 307.0751 338.5268 347.9902 378.1851 423.3592 496.3134 521.2770 535.4887 558.0848 570.5183 583.9884 618.6493 646.5283 705.7245 733.8282 761.6169 783.0468 811.5685 838.0223 862.0344 934.3898 940.1755 946.4780 1011.8388 1026.5032 1074.5048 1078.4819 1098.0395 1125.5108 1175.0856 1185.1279 1222.9845 1264.0833

1307.8795 1374.0813 1413.0299 1440.8493 1468.2868 1483.2928 1496.8970 1502.8273 1509.5992 1544.2440 1589.2123 1624.0482 1686.2406 1736.1343 1780.8611 1791.7133 3078.9245 3164.1178 3200.1487 3277.3892 3292.0317 3377.8868 3606.3969 3614.1666 3618.4522 3676.9411 3725.9090 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -756.108781614 A.U. after 7 cycles

N 0.6276130931 -3.1317546129 0.7634228031 C -0.4351961277 -3.768120212 0.1879752446 C -1.1857998185 -2.8266120925 -0.5188375489 C -0.5408241644 -1.5909239413 -0.3684290679 C 0.5858653523 -1.7999086876 0.4343604268 C -0.6007663567 -5.2130769256 0.3768326013 O -1.6944870637 -5.676596966 -0.2498147238 C -1.9394373967 -7.0919097477 -0.1189042757 C 1.5397472869 -0.7717073662 0.8367837307 N 2.4523067863 -1.1117208002 1.8438947584 C 3.4795365276 -0.3190499183 2.2954502443 N 3.6809720372 0.8867925621 1.7935514053 O 1.5370732885 0.3438797907 0.3162350757 O 0.1673541786 -5.9058145084 1.0269734797 N 4.2603576067 -0.8135394813 3.2482130227 H -2.853329745 -7.2812272281 -0.6804545601 H -2.071983233 -7.3598588394 0.9318616951 H -1.1070255701 -7.6628986967 -0.5367749441 H -2.0937217698 -3.0320841448 -1.0722490237 H -0.8432880518 -0.6331403202 -0.7739627564 H 1.3577388431 -3.6288485332 1.2883480121 H 2.3326282871 -1.9959879779 2.3565801681 H 5.0279474674 -0.2589963152 3.6281832507 H 4.1288467962 -1.7606875686 3.603301969 H 4.4620174475 1.4551667482 2.1218161429 H 3.032063299 1.237667783 1.0931498703 ------------------------------------------------------------------------- Variational PCM results

======================= <psi(f)| H |psi(f)> (a.u.) = -755.979169 <psi(f)|H(f)/2|psi(f)> (a.u.) = -756.108782 Total free energy in solution: with all non electrostatic terms (a.u.) = -756.091879 (Polarized solute)-Solvent (kcal/mol) = -81.33 Cavitation energy (kcal/mol) = 30.44 Dispersion energy (kcal/mol) = -21.43 Repulsion energy (kcal/mol) = 1.60 Total non electrostatic (kcal/mol) = 10.61 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RB+HF-LYP) = -756.195889344 A.U. after 10 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -756.062997 <psi(f)|H+V(f)/2|psi(f)> (a.u.) = -756.195889 Total free energy in solution: with all non electrostatic terms (a.u.) = -756.178685 (Polarized solute)-Solvent (kcal/mol) = -83.39 Cavitation energy (kcal/mol) = 30.63 Dispersion energy (kcal/mol) = -21.43 Repulsion energy (kcal/mol) = 1.60 Total non electrostatic (kcal/mol) = 10.80 DeltaG (solv) (kcal/mol) = -66.25 Dipole moment (Debye): in vacuo : X=-11.5399 Y= -4.9251 Z= -0.1523 Tot= 12.5478 in solution : X=-14.5407 Y= -7.2723 Z= -0.1606 Tot= 16.2586 ******************************************************************************* OUT-OUT ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -756.002003629 A.U. after 7 cycles C -0.4646440342 -3.6784775125 0.0809572919 C -1.1677020186 -2.8434040053 -0.7933648088 C -0.6097801345 -1.5651102269 -0.675772343 C 0.4267719625 -1.6431595368 0.2713791076 N 0.4836978028 -2.943495034 0.7081438274 C 1.3565127625 -0.6909306298 0.8162934747 O 2.2102246827 -0.9610763426 1.6576134785 C -0.5654065663 -5.117046847 0.4169014455 O 0.1741920206 -5.6387401744 1.2280236546 N 1.2327876438 0.6404767419 0.3088635231 C 2.0027320336 1.6991260467 0.6804715515 N 1.7649414088 2.8889821866 0.1141337313 N 2.9591017964 1.541719654 1.5802391866 O -1.5379431728 -5.7207914186 -0.2680483169

C -1.7067990156 -7.133882812 -0.0013360013 H -2.5369294241 -7.4478483858 -0.6308496999 H -1.936066917 -7.2913977772 1.0540975869 H -0.7949893667 -7.6753107868 -0.2600468423 H -1.9839143257 -3.148772182 -1.4299763501 H -0.93117747 -0.6880691121 -1.2227480643 H 1.127739465 -3.3188950244 1.3948088726 H 0.5142181239 0.8067605946 -0.3825069803 H 2.3122068906 3.7006385623 0.3602997667 H 1.0373794587 3.0195195693 -0.571950812 H 3.5426438619 2.3118608509 1.8716535476 H 3.0762605319 0.5994146017 1.9646841723 Rotational constants (GHZ): 2.23870 0.22401 0.20389 Frequencies: 33.7106 48.0587 68.7940 78.3955 106.3002 111.2753 131.0233 151.8174 180.9532 232.0612 232.5113 271.0631 296.9079 320.2045 322.6566 422.3717 432.7871 500.0816 508.0427 535.1291 544.9699 559.5793 611.5912 622.1608 682.1303 707.5534 734.4258 762.1638 775.8469 805.5175 811.6362 864.4411 902.6989 939.4271 954.2345 1024.7143 1025.4182 1075.9351 1088.5912 1117.1993 1130.6228 1175.6312 1183.8281 1220.7279 1267.2380 1309.7171 1385.3660 1428.7587 1440.2791 1465.7241 1485.0138 1496.4588 1504.2451 1513.0021 1552.8202 1586.8140 1631.0795 1688.8208 1735.9277 1771.7129 1806.4544 3078.4254 3163.4566 3198.2302 3239.3353 3291.2787 3382.1407 3610.3265 3620.0664 3630.1565 3679.6928 3728.8119 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -756.112125548 A.U. after 42 cycles

C -0.43887 -3.69749 0.10693

C -1.13851 -2.87291 -0.7786 C -0.58601 -1.58811 -0.66943 C 0.44016 -1.65685 0.28198 N 0.50732 -2.94636 0.73518 C 1.37394 -0.67711 0.82184 O 2.22816 -0.97651 1.6577 C -0.5658 -5.1241 0.42656 O 0.13843 -5.7034 1.23889 N 1.23915 0.6239 0.32955 C 2.00604 1.70408 0.68617 N 1.72466 2.86786 0.1124 N 2.98522 1.58423 1.56611 O -1.54639 -5.70906 -0.28094 C -1.74307 -7.11627 -0.03273 H -2.56292 -7.41424 -0.68496 H -2.00453 -7.28533 1.01445 H -0.83678 -7.67614 -0.27506 H -1.95204 -3.18376 -1.42225 H -0.89544 -0.70626 -1.22164 H 1.16738 -3.29425 1.43934 H 0.5011 0.82379 -0.356 H 2.26704 3.70159 0.33995 H 0.96937 2.95535 -0.56763 H 3.54702 2.39649 1.82213 H 3.16143 0.67296 1.98204 Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -755.998923 <psi(0)|H(0)/2|psi(0)> (a.u.) = -756.104543 <psi(0)|H(f)/2|psi(0)> (a.u.) = -756.112104 <psi(f)| H |psi(f)> (a.u.) = -755.989446 <psi(f)|H(f)/2|psi(f)> (a.u.) = -756.112126 Total free energy in solution: with all non electrostatic terms (a.u.) = -756.095023 ------------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -66.28 (Polarized solute)-Solvent (kcal/mol) = -76.98 Solute polarization (kcal/mol) = 5.95 Total electrostatic (kcal/mol) = -71.04 Cavitation energy (kcal/mol) = 30.60 Dispersion energy (kcal/mol) = -21.46 Repulsion energy (kcal/mol) = 1.59 Total non electrostatic (kcal/mol) = 10.73 DeltaG (solv) (kcal/mol) = -60.30 Dipole moment (Debye): in vacuo : X= 14.6841 Y= 4.1615 Z= 0.0445 Tot= 15.2625 in solution : X= 18.5072 Y= 5.5973 Z= 0.0614 Tot= 19.3352 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K

SCF Done: E(RBLYP) = -756.199770247 A.U. after 10 cycle -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -756.084758 <psi(0)|H(0)/2|psi(0)> (a.u.) = -756.191044 <psi(0)|H(f)/2|psi(0)> (a.u.) = -756.199754 <psi(f)| H |psi(f)> (a.u.) = -756.073585 <psi(f)|H(f)/2|psi(f)> (a.u.) = -756.199770 Total free energy in solution: with all non electrostatic terms (a.u.) = -756.182667 (Unpolarized solute)-Solvent (kcal/mol) = -66.70 (Polarized solute)-Solvent (kcal/mol) = -79.18 Solute polarization (kcal/mol) = 7.01 Total electrostatic (kcal/mol) = -72.17 Cavitation energy (kcal/mol) = 30.60 Dispersion energy (kcal/mol) = -21.46 Repulsion energy (kcal/mol) = 1.59 Total non electrostatic (kcal/mol) = 10.73 DeltaG (solv) (kcal/mol) = -61.44 Dipole moment (Debye): in vacuo : X= 14.4422 Y= 4.3540 Z= 0.0379 Tot= 15.0843 in solution : X= 18.6376 Y= 6.1190 Z= 0.0591 Tot= 19.6165 MD library (RESP charge and atom type) "C" "CC" 0 1 131075 1 6 -0.109941 "C1" "CD" 0 1 131075 2 6 -0.140410 "C2" "CD" 0 1 131075 3 6 -0.242933 "C3" "CC" 0 1 131075 4 6 -0.031303 "N" "NA" 0 1 131075 5 7 -0.046458 "C4" "C" 0 1 131075 6 6 0.378146 "O" "O" 0 1 131075 7 8 -0.464456 "C5" "C" 0 1 131075 8 6 0.613919 "O1" "O" 0 1 131075 9 8 -0.522431 "N1" "N2" 0 1 131075 10 7 -0.142749 "C6" "CA" 0 1 131075 11 6 0.280593 "N2" "N2" 0 1 131075 12 7 -0.540059 "N3" "N2" 0 1 131075 13 7 -0.550362 "O2" "OS" 0 1 131075 14 8 -0.284843 "C7" "CT" 0 1 131075 15 6 -0.062736 "H" "H1" 0 1 131075 16 1 0.097028 "H1" "H1" 0 1 131075 17 1 0.097028 "H2" "H1" 0 1 131075 18 1 0.097028 "H3" "HA" 0 1 131075 19 1 0.097028 "H4" "HA" 0 1 131075 20 1 0.153292 "H5" "HN" 0 1 131075 21 1 0.219896 "H6" "HN" 0 1 131075 22 1 0.291299 "H7" "HN" 0 1 131075 23 1 0.301959 "H8" "HN" 0 1 131075 24 1 0.402123 "H9" "HN" 0 1 131075 25 1 0.402123 "H10" "HN" 0 1 131075 26 1 0.402123

******************************************************************************** HOST 13 ******************************************************************************** IN-OUT ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -904.847564362 A.U. after 7 cycles C 1.4566024313 -0.6851802938 -3.6015326425 C 0.9966835588 -2.0055175523 -3.4971789704 C 0.3952022663 -2.1483044001 -2.2397287903 N 0.4840559605 -0.9244020476 -1.6025250694 C 1.1386801559 -0.0429768793 -2.4023172539 C -0.2556036813 -3.3213197635 -1.726154684 O -0.1607541262 -4.4450822481 -2.2072883638 C 1.3709484578 1.2980167841 -1.7925916241 O 0.9919697049 1.4881184651 -0.6311187533 N -1.0824989987 -3.1046693249 -0.5629919307 C -1.7213606295 -4.082550912 0.1356466974 N -2.4480228665 -3.728469047 1.2044080637 N -1.6215853028 -5.3448130232 -0.2443324479 N 1.9852390915 2.2153308891 -2.5563862249 C 2.2801995734 3.5515233749 -2.0916088547 C 2.978139076 4.2781814517 -3.2506367785 N 3.3443913581 5.5553182612 -3.0026350552 O 3.172903705 3.7073272856 -4.3178477913 H 3.808544198 6.0720993124 -3.734973505 H 3.1820693561 6.0075408131 -2.1168999622 H 1.362898933 4.0803828987 -1.8039739581 H 2.2851340982 2.0429821586 -3.5133838109 H 1.9628470543 -0.2477730768 -4.4500295961 H 1.0553643121 -2.7857113899 -4.2422153898 H 0.3254479438 -0.6507692372 -0.6381060888 H -1.3446781736 -2.1506134282 -0.3526065551 H -2.9876537375 -4.4118041788 1.7150035015 H -2.4192453754 -2.7928749799 1.5802512031 H -2.0103825607 -6.0951305484 0.307381322 H -1.0939049989 -5.5192587184 -1.1063184405 H 2.928209216 3.5264443548 -1.2066322463 ----------------------------------------------------------------------------------------------- Rotational constants (GHZ): 1.29192 0.13578 0.12336 ----------------------------------------------------------------------------------------------- Frequencies: 16.0509 39.4928 43.1728 56.9606 62.7374 79.9470 92.2415 119.4738 145.1724 171.9237 211.7506 231.4816 260.5784 280.4908 293.6330 296.0815 331.8426 341.7077 346.9094 417.7364 456.4811

492.7650 513.3060 516.1704 536.3846 555.3377 581.3160 582.6969 588.3458 627.9060 643.7562 655.2734 658.1412 705.6982 733.7162 758.9865 787.5669 802.5276 825.3763 861.4299 890.4420 925.4643 937.4074 1002.3825 1009.5875 1015.2960 1075.6045 1083.7782 1090.9889 1099.9107 1126.8676 1136.1687 1204.8325 1235.3688 1249.1890 1268.8513 1322.2580 1365.3471 1407.2919 1429.5866 1439.4123 1461.5438 1503.2604 1508.6152 1521.7943 1573.0323 1583.3663 1625.4082 1634.7066 1686.5582 1734.2771 1745.2197 1780.7033 1803.7855 3044.2879 3077.8418 3267.3114 3282.2969 3363.8023 3528.8229 3580.5407 3602.8099 3608.1650 3620.4213 3678.7233 3727.7055 3737.7267 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -904.971613408 A.U. after 1 cycles

C 1.4993193658 -0.6616116889 -3.4978118129 C 1.0097515838 -1.9720732693 -3.4007493289 C 0.329265036 -2.078902708 -2.1829354853 N 0.4068301835 -0.8571084363 -1.5572393138 C 1.1120119671 0.0107481157 -2.335613552 C -0.3345959658 -3.2780546857 -1.6932604989 O -0.2783688786 -4.3426208403 -2.3121446241 C 1.3159900218 1.3867383621 -1.826198679 O 0.8739778942 1.7127060389 -0.7135815266 N -1.0438601544 -3.17161083 -0.4878066722 C -1.7103689816 -4.191335454 0.1444828614 N -2.3244262422 -3.9055411149 1.2869725746 N -1.7375843257 -5.4097210042 -0.3674631964 N 1.9936177508 2.2390519173 -2.6231011892 C 2.2511216664 3.6028670995 -2.2191291178 C 3.0877993468 4.2923338961 -3.2984392348 N 3.4245111068 5.5661121072 -3.0308418282

O 3.4134327847 3.7005021679 -4.3318472297 H 3.9757100654 6.0848318868 -3.7102323752 H 3.1480862594 6.0345231508 -2.1719222443 H 1.313629255 4.1573736973 -2.074268547 H 2.3468915559 1.9772578633 -3.5385878384 H 2.0722105363 -0.2458612714 -4.3195331064 H 1.1188240936 -2.7726418838 -4.1220768115 H 0.0427687309 -0.5831144659 -0.637500793 H -1.1180891633 -2.2591738445 -0.0194251898 H -2.8365754735 -4.6279350904 1.7935917475 H -2.2844337759 -2.9703009982 1.6917946245 H -2.2297863197 -6.1595891124 0.1182522187 H -1.263200475 -5.5745192157 -1.2523030679 H 2.7853805515 3.6327146111 -1.2604047636 --------------------------------------------------------------------- Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -904.829533 <psi(f)|H(f)/2|psi(f)> (a.u.) = -904.971613 Total free energy in solution: with all non electrostatic terms (a.u.) = -904.955039 --------------------------------------------------------------------- (Polarized solute)-Solvent (kcal/mol) = -89.16 --------------------------------------------------------------------- Cavitation energy (kcal/mol) = 34.46 Dispersion energy (kcal/mol) = -26.17 Repulsion energy (kcal/mol) = 2.11 Total non electrostatic (kcal/mol) = 10.40 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RB+HF-LYP) = -905.085717369 A.U. after 10 cycle Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -904.938401 <psi(f)|H+V(f)/2|psi(f)> (a.u.) = -905.085717 Total free energy in solution: with all non electrostatic terms (a.u.) = -905.068800 -------------------------------------------------------------------- (Polarized solute)-Solvent (kcal/mol) = -92.44 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 34.67 Dispersion energy (kcal/mol) = -26.17 Repulsion energy (kcal/mol) = 2.11 Total non electrostatic (kcal/mol) = 10.62 -------------------------------------------------------------------- DeltaG (solv) (kcal/mol) = -72.22 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -5.1452 Y=-10.1231 Z= 0.2565 Tot= 11.3585 in solution : X= -15.8116 Y= -10.0229 Z= 0.1993 Tot= 18.7218

******************************************************************************* OUT-OUT ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -904.853450293 A.U. after 7 cycles C -0.577501141 -0.2500518446 -0.2941859587 C -0.2985281806 1.0515094733 -0.7348721068 C 1.0833758257 1.2385527961 -0.6194880315 C 1.6291478759 0.0465908139 -0.1094431921 N 0.5860492562 -0.8283452983 0.0727973413 C 2.958642846 -0.3778364299 0.2238376425 N 3.9828932757 0.5993454516 0.0002417521 C 5.3076041848 0.4189396194 0.2449032533 N 5.7429889489 -0.7326508389 0.7287474126 C -1.8055136735 -1.0884198931 -0.1499957049 N -2.967740967 -0.5152511441 -0.5129146648 C -4.233314079 -1.2065548528 -0.4279001769 C -5.306553721 -0.2317996015 -0.9312562641 O -5.0028457079 0.8973948896 -1.3011006492 O 3.2460690706 -1.4865894298 0.6706568185 O -1.694329074 -2.2356983321 0.2840042231 N 6.1482371666 1.4293523117 -0.0153941749 N -6.57192542 -0.7072189381 -0.9316167472 H -7.3123523924 -0.1018135337 -1.2538017098 H -6.8044394003 -1.6386294118 -0.6251449277 H -4.2255034644 -2.1190486761 -1.0372704904 H -3.0461446263 0.4342220713 -0.8681917976 H -1.0144818784 1.7753747571 -1.0962623026 H 1.6163012596 2.1439587416 -0.8807171494 H 0.6315851038 -1.7780832978 0.4270859106 H 3.6947065477 1.494473266 -0.3705326855 H 7.1392581687 1.3368406336 0.1512659897 H 5.8263136694 2.3117070938 -0.3822711126 H 6.721194277 -0.8898560458 0.9198163558 H 5.0332013442 -1.4526186816 0.8987356727 H -4.4466950971 -1.5129956688 0.6039654744 ------------------------------------------------------------------------------------------------ Rotational constants (GHZ): 1.71303 0.12533 0.11687 Frequencies: 16.2756 32.5435 44.6941 50.7489 59.2156 80.0626 101.1291 109.3280 127.4744 179.6832 181.1896 224.4268 228.2797 267.2050 282.7809 294.6925 307.0067 308.7189 388.5343 422.4260 457.8463 492.6218 500.4047 523.8294 534.4714 547.3270 564.6880 567.8092 611.2366 628.0320

642.3923 650.5698 695.7146 709.2717 734.4328 760.1038 779.6262 802.8970 806.2225 863.1913 881.7443 893.0060 943.3749 1007.4793 1009.9067 1023.2631 1075.6469 1093.5092 1098.6549 1116.1687 1128.3211 1136.9861 1202.6826 1236.3498 1247.5213 1276.7381 1323.8994 1380.1701 1418.2940 1431.1854 1438.9950 1457.9411 1507.0917 1511.7169 1530.5415 1570.9360 1583.1375 1632.1346 1636.1124 1689.3896 1734.2839 1756.8136 1774.0464 1801.6447 3043.1226 3075.7949 3236.5383 3272.3051 3369.1564 3538.4422 3602.9600 3603.0888 3612.1299 3631.0533 3681.2992 3731.0097 3737.8312 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -904.974979648 A.U. after 15 cycles

C -0.70948 0.03723 0.09105 C -0.38328 1.39669 0.14609 C 1.01672 1.49126 0.12388 C 1.51971 0.18626 0.05683 N 0.45016 -0.67056 0.04168 C 2.86116 -0.37166 0.00548 N 3.90966 0.55624 0.01069 C 5.24708 0.25687 -0.03752 N 5.66494 -0.99682 -0.08438 C -1.98957 -0.70863 0.08483 N -3.12584 0.03302 0.08836 C -4.41711 -0.60224 -0.02153 C -4.80341 -0.93003 -1.47751 O -4.09366 -0.61535 -2.43204 O 3.06543 -1.58697 -0.03912 O -1.99045 -1.9464 0.11289 N 6.10294 1.27245 -0.03367 N -5.98195 -1.57589 -1.60354 H -6.31669 -1.82163 -2.53145 H -6.5505 -1.83368 -0.80178

H -4.40912 -1.5287 0.56052 H -3.08236 1.03445 -0.10201 H -1.08316 2.22319 0.20131 H 1.59891 2.4069 0.15549 H 0.50594 -1.69283 -0.0002 H 3.68902 1.55868 0.04754 H 7.10804 1.10195 -0.06909 H 5.77868 2.23899 -0.00521 H 6.66287 -1.2035 -0.12599 H 4.97278 -1.74216 -0.0876 H -5.17776 0.05768 0.4097 -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -904.843010 <psi(0)|H(0)/2|psi(0)> (a.u.) = -904.964193 <psi(0)|H(f)/2|psi(0)> (a.u.) = -904.974808 <psi(f)| H |psi(f)> (a.u.) = -904.829679 <psi(f)|H(f)/2|psi(f)> (a.u.) = -904.974980 Total free energy in solution: with all non electrostatic terms (a.u.) = -904.957775 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -76.04 (Polarized solute)-Solvent (kcal/mol) = -91.18 Solute polarization (kcal/mol) = 8.37 Total electrostatic (kcal/mol) = -82.81 Cavitation energy (kcal/mol) = 34.68 Dispersion energy (kcal/mol) = -26.04 Repulsion energy (kcal/mol) = 2.15 Total non electrostatic (kcal/mol) = 10.80 DeltaG (solv) (kcal/mol) = -72.02 Dipole moment (Debye): in vacuo : X=-16.3700 Y= 4.4844 Z= -0.5286 Tot= 16.9814 in solution : X=-19.2691 Y= 6.4459 Z= -0.6395 Tot= 20.3287 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -905.090236160 A.U. after 9 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -904.955024 <psi(0)|H(0)/2|psi(0)> (a.u.) = -905.077567 <psi(0)|H(f)/2|psi(0)> (a.u.) = -905.090209 <psi(f)| H |psi(f)> (a.u.) = -904.938601 <psi(f)|H(f)/2|psi(f)> (a.u.) = -905.090236 Total free energy in solution: with all non electrostatic terms (a.u.) = -905.073031 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -76.90 (Polarized solute)-Solvent (kcal/mol) = -95.15

Solute polarization (kcal/mol) = 10.31 Total electrostatic (kcal/mol) = -84.85 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 34.68 Dispersion energy (kcal/mol) = -26.04 Repulsion energy (kcal/mol) = 2.15 Total non electrostatic (kcal/mol) = 10.80 DeltaG (solv) (kcal/mol) = -74.05 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X=-15.9833 Y= 4.6234 Z= -0.6647 Tot= 16.6519 in solution : X=-19.1011 Y= 7.0280 Z= -0.9631 Tot= 20.3758 -------------------------------------------------------------------- MD library (RESP charge and atom type) "C" "CC" 0 1 131075 1 6 -0.010207 "C1" "CD" 0 1 131075 2 6 -0.202779 "C2" "CD" 0 1 131075 3 6 -0.278325 "C3" "CC" 0 1 131075 4 6 -0.027081 "N" "NA" 0 1 131075 5 7 -0.018516 "C4" "C" 0 1 131075 6 6 0.365948 "N1" "N2" 0 1 131075 7 7 -0.140739 "C5" "C2" 0 1 131075 8 6 0.268340 "N2" "N2" 0 1 131075 9 7 -0.540319 "C6" "C" 0 1 131075 10 6 0.292734 "N3" "N" 0 1 131075 11 7 -0.119249 "C7" "CT" 0 1 131075 12 6 -0.038356 "C8" "C" 0 1 131075 13 6 0.452353 "O" "O" 0 1 131075 14 8 -0.510041 "O1" "O" 0 1 131075 15 8 -0.471588 "O2" "O" 0 1 131075 16 8 -0.517584 "N4" "N2" 0 1 131075 17 7 -0.531974 "N5" "N" 0 1 131075 18 7 -0.685260 "H" "H" 0 1 131075 19 1 0.380796 "H1" "H" 0 1 131075 20 1 0.380796 "H2" "H1" 0 1 131075 21 1 0.089466 "H3" "H" 0 1 131075 22 1 0.164940 "H4" "HA" 0 1 131075 23 1 0.206646 "H5" "HA" 0 1 131075 24 1 0.222954 "H6" "H" 0 1 131075 25 1 0.276346 "H7" "H" 0 1 131075 26 1 0.308198 "H8" "H" 0 1 131075 27 1 0.398259 "H9" "H" 0 1 131075 28 1 0.398259 "H10" "H" 0 1 131075 29 1 0.398259 "H11" "H" 0 1 131075 30 1 0.398259 "H12" "H1" 0 1 131075 31 1 0.089466

******************************************************************************** HOST 14 ******************************************************************************** IN-OUT ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -1022.79781923 A.U. after 1 cycles C -1.1590323574 -2.6592282939 -0.7313209353 C -0.6667159753 -1.4077259924 -0.3350539612 C 0.4786450142 -1.6277370469 0.4415440987 N 0.6759250452 -2.9949531617 0.5008202279 C -0.3139011958 -3.6268191953 -0.1819716023 C 1.3372351535 -0.6275423615 1.0119808069 N 2.6226619699 -1.1075106985 1.4607910776 C 3.5577599888 -0.355401383 2.10286796 N 3.3276206507 0.9227631183 2.349729487 C -0.2599359209 -5.1169805453 -0.1213234492 N -1.1958227501 -5.782688107 -0.8227243837 C -1.3837554656 -7.2289729627 -0.7525656968 C -0.8294385023 -7.9542892259 -2.0166720568 C 0.646431042 -7.6045901941 -2.2519913494 O 1.0563981054 0.5608998191 1.1227245255 O 0.6385103418 -5.6374368751 0.5503763902 C -2.9105837811 -7.4099957807 -0.6189811036 N -3.340651519 -8.4653247163 0.1107176124 O -3.6688996612 -6.6114326659 -1.1605887488 N 4.7050661436 -0.9437082825 2.4679252639 C -1.0122317293 -9.4768379253 -1.9243977683 H -0.854741549 -7.5907659837 0.1354075592 H -1.9911644544 -5.2979325501 -1.2293072603 H -2.0293193965 -2.839907211 -1.3457084636 H -1.059039511 -0.4337179137 -0.5892508888 H 1.2774649156 -3.5673403506 1.0845111979 H 2.9206054048 -2.0140583619 1.1252144311 H 5.4500542431 -0.4107889716 2.8919727145 H 4.8336662364 -1.9421597857 2.4051245291 H 3.9656598172 1.4782155305 2.9000636163 H 2.4490744675 1.3047592048 1.9831973355 H -2.7080700943 -9.1241724461 0.5350475545 H -4.3346524445 -8.6350261602 0.168673457 H -1.4162799358 -7.585242689 -2.868677504 H -0.5979713219 -9.9573030145 -2.8151522133 H -0.4774044838 -9.8863956532 -1.0578753972 H -2.0622418096 -9.7710630817 -1.852731165 H 1.0120222064 -8.114715224 -3.1482326695 H 0.7916156229 -6.5314721908 -2.3982006928 H 1.2675544898 -7.9178536709 -1.406209535 Rotational constants (GHZ): 0.72276 0.10860 0.10031 Frequencies: 19.2440 30.9647 36.6255

51.1288 62.2104 64.4023 73.0230 85.5820 107.1270 128.4260 148.2315 164.7615 203.5360 214.4407 231.4920 241.9875 267.0651 294.5768 301.9508 314.4638 321.2978 331.1931 340.3228 346.6076 377.9074 395.5548 419.0623 425.0342 483.8010 513.7844 529.1654 536.9323 560.5104 578.9867 585.0908 594.5804 606.4304 647.8524 660.8895 665.6781 705.7611 730.4373 733.5380 752.7350 786.2981 813.1380 823.8326 861.4460 871.0378 908.0260 925.0148 936.1599 937.6147 948.2648 977.0126 1002.0910 1014.7619 1074.5674 1080.9345 1087.5402 1096.7182 1109.8470 1126.9881 1136.9002 1159.0986 1191.4901 1199.5294 1251.6264 1263.1833 1279.3456 1332.7840 1361.4256 1366.8250 1380.7802 1405.6131 1417.2558 1419.2895 1439.4444 1439.5858 1461.9082 1498.0127 1504.4213 1510.0222 1519.4358 1521.2471 1530.6196 1570.6870 1582.0244 1625.0909 1630.5334 1686.6279 1733.9755 1739.4666 1780.3295 1789.9663 3034.5333 3041.3108 3052.5478 3086.7319 3113.2030 3123.5586 3134.6278 3137.0584 3267.4811 3282.4235 3361.4781 3548.8710 3580.0922 3598.0847 3608.4133 3620.0150 3678.8950 3728.0189 3737.9768 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1022.92332257 A.U. after 1 cycles

C -1.0349548479 1.394771696 -1.0202194987 C -0.5035974525 2.6542589422 -0.7084611969

C 0.5296431151 2.4590007168 0.2145180154 N 0.6191821115 1.1090110419 0.4561350656 C -0.3204194313 0.4496096632 -0.2793952185 C 1.3446590177 3.5152685939 0.7968778364 N 2.3945454914 3.1266848051 1.6421843172 C 3.2465703713 3.9759181955 2.303606389 N 3.1322053971 5.2872552937 2.1830090919 C -0.3839168959 -1.0261587763 -0.1550943625 N -1.3349172178 -1.6579817743 -0.8847629827 C -1.509166065 -3.1073505575 -0.8668101856 C -1.2615067538 -3.7364523891 -2.264090501 C 0.1318214939 -3.379897443 -2.79716274 O 1.1225838204 4.7033941236 0.5548445687 O 0.4187831945 -1.6142328684 0.5846349922 C -2.945202571 -3.3976697872 -0.3949553892 N -3.0665473919 -4.2217920342 0.6633286898 O -3.9097260455 -2.8944662451 -0.979180406 N 4.1872388378 3.4297721146 3.0655354367 C -1.4546266233 -5.2600656849 -2.2241188666 H -0.7795606561 -3.5016206303 -0.1519751927 H -1.9967936143 -1.1286073568 -1.4540597052 H -1.8474092986 1.1885608584 -1.7083944896 H -0.8123892601 3.6160872521 -1.0990534861 H 1.2531724813 0.6107254252 1.091058751 H 2.591150339 2.1274857809 1.7843053347 H 4.8445964507 4.018728734 3.5771123801 H 4.2581679359 2.4186258924 3.1784717692 H 3.76798419 5.9061950834 2.685880045 H 2.4060121015 5.656427608 1.5734549997 H -2.2594510922 -4.6113477398 1.1415434865 H -3.9953320284 -4.4613690047 1.0036624194 H -2.0176697632 -3.3095093712 -2.9395433053 H -1.2906540856 -5.6883477997 -3.2178449249 H -0.7381260401 -5.7282953983 -1.5382587893 H -2.4615419932 -5.5429497638 -1.9030655545 H 0.2772100374 -3.8098678197 -3.7935046952 H 0.2727959342 -2.2985356541 -2.8749701804 H 0.9169398665 -3.7779913205 -2.1433851205 Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -1022.776928 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1022.923323 Total free energy in solution: with all non electrostatic terms (a.u.) = -1022.898693 -------------------------------------------------------------------- (Polarized solute)-Solvent (kcal/mol) = -91.86 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 41.76 Dispersion energy (kcal/mol) = -28.43 Repulsion energy (kcal/mol) = 2.13 Total non electrostatic (kcal/mol) = 15.46

******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RB+HF-LYP) = -1023.03892917 A.U. after 10 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -1022.884893 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1023.039615 Total free energy in solution: with all non electrostatic terms (a.u.) = -1023.014716 -------------------------------------------------------------------- (Polarized solute)-Solvent (kcal/mol) = -97.09 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 41.92 Dispersion energy (kcal/mol) = -28.44 Repulsion energy (kcal/mol) = 2.15 Total non electrostatic (kcal/mol) = 15.62 ******************************************************************************** OUT-OUT ******************************************************************************** b3lyp/6-31g(d,p) gas phas SCF Done: E(RBLYP) = -1022.80372671 A.U. after 7 cycles C -0.4130589854 -3.5741756384 -0.257375206 C -1.4385459538 -2.6700755786 -0.5698329337 C -0.991297368 -1.3960772207 -0.203234164 C 0.3034374309 -1.5401861758 0.3277571167 N 0.6135825767 -2.8772917808 0.2750691253 C 1.2692022877 -0.6225663568 0.8603167917 O 2.3806912479 -0.9423502311 1.2775984457 C -0.2190505368 -5.051784745 -0.3730163681 O 0.8430094451 -5.5367579751 0.0194571791 N 0.8559695705 0.7496121114 0.8828313284 C 1.6067322416 1.7887118456 1.3340679184 N 1.0832845005 3.0213687855 1.2894650443 N 2.8245774323 1.5736421342 1.8036603015 N -1.2379491932 -5.7419598441 -0.9264745503 C -1.2829662543 -7.1999177225 -0.9789694426 C -2.7187200844 -7.5565179453 -0.5422489739 O -3.6466401071 -6.7987872673 -0.8111640673 C -0.961983476 -7.7461373313 -2.4044434906 C -0.9917562088 -9.2815095552 -2.4454268003 C 0.3911779345 -7.2215766061 -2.9040830927 N -2.8811146527 -8.7159667525 0.1364558688 H -0.5403655348 -7.5813479364 -0.2699828886 H -2.1443044016 -5.3112517308 -1.0839072114 H -2.3949784947 -2.9098718113 -1.0112180972 H -1.5540698536 -0.4783712208 -0.3177660287 H 1.4719254519 -3.3247112852 0.5793724717 H -0.0706729207 0.9589946413 0.537469867

H 1.60609729 3.8199683552 1.6171194339 H 0.1572104454 3.1964253461 0.9309406931 H 3.4022349781 2.3290848994 2.1408588553 H 3.1469536362 0.6003924015 1.8039925161 H -2.1138827585 -9.3364329794 0.3382880275 H -3.8176135333 -8.9980269066 0.3881481887 H -1.7511021381 -7.3664497943 -3.0677953383 H -0.7413202999 -9.6331016417 -3.4502117272 H -0.2498595378 -9.7097003977 -1.7592677205 H -1.9730716361 -9.6897736217 -2.1912702381 H 0.5932684546 -7.6092711534 -3.9071031849 H 0.4091638235 -6.1305637838 -2.9596710532 H 1.2069791822 -7.5388405305 -2.2464305956 ----------------------------------------------------------------------------------------- Rotational constants (GHZ): 0.91222 0.09871 0.09429 Frequencies: 19.3277 25.1351 40.1979 51.3284 54.0863 61.5893 68.5696 89.1883 109.7499 114.9603 142.0309 161.3419 191.0384 212.9405 221.5764 223.6801 251.0224 263.0829 303.3776 308.0957 309.1214 314.4844 323.1184 375.9282 378.9424 409.5066 422.3031 425.7227 476.6354 502.1420 535.1124 536.7252 550.8656 570.7524 588.6311 601.7744 611.1628 650.0054 655.1579 695.3976 708.8686 730.5747 733.3174 755.3168 779.4956 804.1874 812.8180 863.4845 870.6079 881.3423 910.0370 936.7312 942.6927 948.1654 976.8158 1006.5325 1023.2865 1075.7194 1083.9207 1097.8574 1109.2316 1116.5054 1131.9399 1137.0831 1157.9751 1191.0424 1195.2597 1247.8543 1264.8791 1283.9189 1332.3961 1359.6897 1378.9653 1381.8025 1410.8162 1420.2776 1425.1058 1437.4480 1440.3523 1458.3421 1499.4473 1509.2464 1511.1667 1519.6737 1528.6979 1530.3204 1568.2840 1581.5740 1630.5022 1632.5127 1689.0991 1734.0599 1751.6563 1773.4861 1788.3058 3032.7954 3040.7183 3054.0509 3084.2221 3113.1156 3124.9125 3135.7467 3136.5385 3236.3359 3273.1952

3368.0723 3555.1187 3598.7349 3603.3513 3611.9388 3630.6430 3681.3754 3730.8141 3738.4588 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1022.92682009 A.U. after 12 cycles

C -0.3405975773 -3.6103550447 -0.2660130094 C -1.2098144201 -2.6956651773 -0.8702886448 C -0.7881500609 -1.4101117494 -0.498456439 C 0.3334922211 -1.5632659325 0.3254121219 N 0.5789802467 -2.9061962413 0.445988876 C 1.2053072913 -0.6274281674 1.0157857369 O 2.1635371958 -0.9994876464 1.6969875695 C -0.2413500885 -5.0904689822 -0.2619526623 O 0.6826377791 -5.6423062662 0.3518512634 N 0.8916143769 0.7277031254 0.855152939 C 1.5681412014 1.7822672137 1.4127154579 N 1.1124280762 3.0034376889 1.1579783889 N 2.631272201 1.5859326262 2.174042524 N -1.1931059594 -5.7617210887 -0.9558257088 C -1.2334171041 -7.2184782801 -1.0395841745 C -2.5646443511 -7.681441731 -0.4201212172 O -3.6390054379 -7.2528274901 -0.8532745454 C -1.1164244861 -7.7154664608 -2.5052615671 C -1.2084955809 -9.2471197277 -2.5768813998 C 0.1780952474 -7.217131594 -3.1595524644 N -2.4723503736 -8.5737829532 0.5844788437 H -0.3841181447 -7.5892644183 -0.4566164516 H -1.9607586376 -5.2610324672 -1.4051819736 H -2.0515687383 -2.9363709369 -1.5103031018 H -1.2465836338 -0.4730172457 -0.7984024015 H 1.3379903448 -3.3300876792 0.988199747 H 0.0818807487 0.985893847 0.2785532145 H 1.5803934182 3.8221888285 1.5468966223 H 0.2931556516 3.1524111246 0.5691361686 H 3.1249741871 2.3793431536 2.5828734614 H 2.9391963327 0.6306090183 2.340361346 H -1.577717351 -8.8971149789 0.9405107838 H -3.3236294526 -8.9190216739 1.0227231576 H -1.9733618458 -7.2931698856 -3.0507109418 H -1.1277059553 -9.5825098601 -3.6155476293 H -0.3940743217 -9.7166855149 -2.011970021 H -2.1553389196 -9.6240034919 -2.1791845989

H 0.2273775232 -7.5458969244 -4.2027049841 H 0.2442265892 -6.1258198781 -3.1481211328 H 1.0586838079 -7.6156931381 -2.6417171533 -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1022.797687 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1022.916956 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1022.926773 <psi(f)| H |psi(f)> (a.u.) = -1022.785746 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1022.926820 Total free energy in solution: with all non electrostatic terms (a.u.) = -1022.902223 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -74.84 (Polarized solute)-Solvent (kcal/mol) = -88.53 Solute polarization (kcal/mol) = 7.49 Total electrostatic (kcal/mol) = -81.03 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 41.79 Dispersion energy (kcal/mol) = -28.47 Repulsion energy (kcal/mol) = 2.12 Total non electrostatic (kcal/mol) = 15.43 DeltaG (solv) (kcal/mol) = -65.60 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= 3.9635 Y= 2.9276 Z= 4.1129 Tot= 6.4184 in solution : X= 4.2453 Y= 6.9065 Z= 4.7340 Tot= 9.3880 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1023.04266748 A.U. after 10 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1022.910359 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1023.031027 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1023.042639 <psi(f)| H |psi(f)> (a.u.) = -1022.895870 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1023.042667 Total free energy in solution: with all non electrostatic terms (a.u.) = -1023.017663 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -75.72 (Polarized solute)-Solvent (kcal/mol) = -92.12 Solute polarization (kcal/mol) = 9.09 Total electrostatic (kcal/mol) = -83.02 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 42.05 Dispersion energy (kcal/mol) = -28.48 Repulsion energy (kcal/mol) = 2.12

Total non electrostatic (kcal/mol) = 15.69 DeltaG (solv) (kcal/mol) = -67.33 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= 21.6397 Y= 1.6557 Z= -1.6781 Tot= 21.7678 in solution : X= 25.8910 Y= 2.6316 Z= -2.5205 Tot= 26.1462 -------------------------------------------------------------------- MD library (RESP charge and atom type) "C" "CC" 0 1 131075 1 6 0.005236 "C1" "CD" 0 1 131075 2 6 -0.213655 "C2" "CD" 0 1 131075 3 6 -0.261381 "C3" "CC" 0 1 131075 4 6 -0.047819 "N" "NA" 0 1 131075 5 7 -0.019658 "C4" "C" 0 1 131075 6 6 0.368144 "O" "O" 0 1 131075 7 8 -0.482040 "C5" "C" 0 1 131075 8 6 0.254709 "O1" "O" 0 1 131075 9 8 -0.513134 "N1" "N" 0 1 131075 10 7 -0.136556 "C6" "CA" 0 1 131075 11 6 0.358207 "N2" "N2" 0 1 131075 12 7 -0.596117 "N3" "N2" 0 1 131075 13 7 -0.596117 "N4" "N2" 0 1 131075 14 7 -0.089906 "C7" "CT" 0 1 131075 15 6 -0.008142 "C8" "C" 0 1 131075 16 6 0.350043 "O2" "O" 0 1 131075 17 8 -0.523701 "C9" "CT" 0 1 131075 18 6 0.053350 "C10" "CT" 0 1 131075 19 6 -0.067783 "C11" "CT" 0 1 131075 20 6 -0.092491 "N5" "N" 0 1 131075 21 7 -0.585263 "H" "H1" 0 1 131075 22 1 0.114933 "H1" "H" 0 1 131075 23 1 0.208851 "H2" "HA" 0 1 131075 24 1 0.201579 "H3" "HA" 0 1 131075 25 1 0.223428 "H4" "H" 0 1 131075 26 1 0.285819 "H5" "H" 0 1 131075 27 1 0.290881 "H6" "H" 0 1 131075 28 1 0.411553 "H7" "H" 0 1 131075 29 1 0.411553 "H8" "H" 0 1 131075 30 1 0.411553 "H9" "H" 0 1 131075 31 1 0.411553 "H10" "H" 0 1 131075 32 1 0.334139 "H11" "H" 0 1 131075 33 1 0.364644 "H12" "HC" 0 1 131075 34 1 0.034676 "H13" "HC" 0 1 131075 35 1 0.023152 "H14" "HC" 0 1 131075 36 1 0.023152 "H15" "HC" 0 1 131075 37 1 0.023152 "H16" "HC" 0 1 131075 38 1 0.023152 "H17" "HC" 0 1 131075 39 1 0.023152 "H18" "HC" 0 1 131075 40 1 0.023152

******************************************************************************** COMPLEX A-9 ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -1004.18753321 A.U. after 7 cycle C 0.6489177035 1.3185106327 -0.5348994945 C 1.3350301595 0.8699856887 -1.6650612903 N 2.6011946694 1.4312512486 -1.6332739672 C 2.7150054167 2.202380826 -0.5231575709 C 1.5178819259 2.1568862753 0.1839130586 C 0.7996400495 0.0005262007 -2.6944260646 O -0.3660841271 -0.4141244234 -2.6521322785 N 1.6655329456 -0.3376184171 -3.7508073801 C 1.3013658427 -1.0474291873 -4.8574830979 N 2.1943062275 -1.1708016696 -5.8280780294 N 0.0845376961 -1.6002013384 -4.9233955032 O 4.2647379109 0.4069607698 -3.6003696391 C 4.8974499507 0.5123071034 -4.7063685031 C 6.2872193731 1.1624343238 -4.6826924387 C 6.2326578111 2.5568963418 -5.3319132645 O 4.4668978311 0.1404010873 -5.8240473678 N 6.7837244957 1.2057277568 -3.3146481827 C 8.1055553449 1.3559611698 -3.0248110386 C 8.4692600294 1.2567516306 -1.5489392432 O 8.9556771287 1.5663084442 -3.8854516616 H 1.3088314701 2.6748844111 1.1086201601 H -0.368643583 1.0503588059 -0.2929657422 H 3.3459676727 1.2646823714 -2.3155524981 H 2.6831538235 -0.0624818343 -3.7143274113 H 1.95963156 -1.7305397839 -6.6338366757 H 3.1283643218 -0.6337748315 -5.8165247336 H -0.2443562568 -2.0053770033 -5.7843565993 H -0.5375437629 -1.3918153429 -4.1377816986 H 6.1212291081 0.9217102264 -2.6067080315 H 6.956243532 0.5354911816 -5.2821105741 H 5.8631161733 2.4754706338 -6.3571627288 H 5.5683556415 3.2193788542 -4.7671184567 H 7.23652275 2.9853560819 -5.341656995 H 8.9619845826 2.1842931707 -1.2450908781 H 7.6128736642 1.0766511124 -0.8930750757 H 9.1932187328 0.4475112753 -1.4196469978 H 3.6325691849 2.7313052076 -0.3087651062 ---------------------------------------------------------------------------------------------- Rotational constants (GHZ): 0.43602 0.18972 0.14050 ---------------------------------------------------------------------------------------------- Frequencies: 18.7481 23.0105 40.9844 51.2119 59.8688 63.5490 73.5665 96.9395 101.1049

119.0897 137.0123 144.6491 160.1291 170.8673 205.4026 209.8753 244.9036 262.8770 308.1620 339.3678 346.9728 355.4942 384.8489 416.8406 448.0055 491.1219 501.4222 537.2276 545.7958 562.4265 614.9563 617.5611 624.0587 647.2930 686.5146 711.3695 721.5086 749.3151 763.1758 765.6998 781.0186 852.5223 859.4309 877.8258 896.5557 911.3452 929.3263 946.1767 971.0880 984.5986 1008.4349 1010.8255 1040.6266 1056.8707 1066.0405 1085.5968 1108.3828 1111.8858 1124.4106 1151.6919 1182.1325 1183.9690 1211.2386 1246.0844 1313.8995 1316.7157 1370.6505 1375.1365 1396.3895 1408.7660 1445.0071 1448.3665 1476.0333 1485.2789 1485.8844 1491.5718 1505.6313 1519.2716 1524.0366 1531.6093 1549.4107 1619.2261 1629.5257 1675.4204 1724.2732 1754.3260 1771.9872 1780.8218 2472.5510 2840.2790 3053.4404 3057.4328 3073.2594 3132.8563 3137.2693 3138.1424 3157.7894 3258.4554 3273.6685 3284.0514 3380.1908 3391.6490 3626.3116 3663.2468 3702.7972 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1004.22361979 A.U. after 12 cycles

C 0.5529253404 1.5786979692 -0.7542152769 C 1.2761997373 0.9911360166 -1.7950344524

N 2.5626359213 1.5043263654 -1.746325473 C 2.6550938836 2.3791110505 -0.7117854585 C 1.42069576 2.4524425543 -0.0731153566 C 0.7541277667 0.0449994063 -2.767025689 O -0.4251449274 -0.3331116013 -2.7292446241 N 1.64116453 -0.4023904687 -3.753071362 C 1.3113823469 -1.2053124808 -4.8146734699 N 2.2521158096 -1.4135881217 -5.7270242936 N 0.1084711936 -1.7607567463 -4.9048614486 O 4.3082631783 0.2847619209 -3.5439793391 C 4.9233236364 0.498752584 -4.6419727149 C 6.2336858895 1.2993929226 -4.5725953623 C 5.9373055421 2.7941559995 -4.7965446731 O 4.5299511003 0.142635844 -5.7780361031 N 6.9046616491 1.059284877 -3.2983746365 C 8.2316650757 1.2700187208 -3.1342723071 C 8.8003314383 0.9480626393 -1.7630695864 O 8.9540603766 1.70615552 -4.040357661 H 1.1857296922 3.0709948499 0.7847699342 H -0.4901352451 1.3817601508 -0.5393747204 H 3.3394066435 1.2365294551 -2.3590087414 H 2.652778231 -0.1499063375 -3.6959846271 H 2.0361492509 -2.0042746964 -6.5286504419 H 3.1226072569 -0.8377296933 -5.742831283 H -0.15064973 -2.2866510809 -5.7373912324 H -0.5708697334 -1.5440306247 -4.1795066821 H 6.3409955226 0.6638056302 -2.5496118651 H 6.888921735 0.9481038994 -5.3765442956 H 5.4529886321 2.9421417385 -5.7663521444 H 5.277573666 3.1781970055 -4.0121183877 H 6.8718762795 3.3592773822 -4.779430519 H 9.215966675 1.862646215 -1.3293537479 H 8.0635381048 0.5305317124 -1.0723037352 H 9.6241160017 0.238208637 -1.8805925462 H 3.588116769 2.8878377854 -0.4962396765 -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1004.184140 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1004.218227 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1004.223574 <psi(f)| H |psi(f)> (a.u.) = -1004.177685 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1004.223620 Total free energy in solution: with all non electrostatic terms (a.u.) = -1004.196044 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -21.39 (Polarized solute)-Solvent (kcal/mol) = -28.82 Solute polarization (kcal/mol) = 4.05 Total electrostatic (kcal/mol) = -24.77 --------------------------------------------------------------------

Cavitation energy (kcal/mol) = 40.91 Dispersion energy (kcal/mol) = -25.22 Repulsion energy (kcal/mol) = 1.61 Total non electrostatic (kcal/mol) = 17.30 DeltaG (solv) (kcal/mol) = -7.47 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -6.7508 Y= -3.8411 Z= -0.2381 Tot= 7.7707 in solution : X= -7.8830 Y= -4.8123 Z= -0.2310 Tot= 9.2387 --------------------------------------------------------------------- ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1004.34728976 A.U. after 9 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1004.305674 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1004.340787 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1004.347247 <psi(f)| H |psi(f)> (a.u.) = -1004.297609 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1004.347290 Total free energy in solution: with all non electrostatic terms (a.u.) = -1004.319310 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -22.03 (Polarized solute)-Solvent (kcal/mol) = -31.17 Solute polarization (kcal/mol) = 5.06 Total electrostatic (kcal/mol) = -26.11 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 41.16 Dispersion energy (kcal/mol) = -25.22 Repulsion energy (kcal/mol) = 1.61 Total non electrostatic (kcal/mol) = 17.56 DeltaG (solv) (kcal/mol) = -8.56 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= 7.4419 Y= -1.6183 Z= -1.6880 Tot= 7.8006 in solution : X= 8.9840 Y= -2.0021 Z= -2.3738 Tot= 9.5056 ---------------------------------------------------------------------

******************************************************************************** COMPLEX A-10 ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -1251.53672657 A.U. after 1 cycles C 0.7609338276 1.2318514994 -0.468679703 N 1.4298518446 0.8344231204 -1.6004957348 C 2.7093906376 1.293773124 -1.5527889347 C 2.8756301961 2.0093715763 -0.3611621154 C 1.6514046472 1.9685631319 0.3188119749 C 3.6091776467 0.9759691621 -2.683731399 N 4.888679938 1.426668032 -2.5761392012 C 5.9070738363 1.152376826 -3.5841973427 C 6.7794982516 -0.0595632908 -3.2473137592 C -0.6349461199 0.9623307106 -0.1271224168 N -1.3799060262 0.2214804795 -1.0450856648 C -2.7036139123 -0.0930797286 -0.9013618833 N -3.3573291919 0.2754850735 0.2073042319 O 3.1975339699 0.3504150157 -3.6670263219 O -1.1137068754 1.3879177191 0.9315576672 N -3.2815722803 -0.763944837 -1.8828180843 O -2.0934496091 -1.4357079318 -4.0835496646 C -0.8535127337 -1.2239654363 -4.1401586202 C -0.1497842095 -1.6390703995 -5.4345145006 N 1.2963441188 -1.5959821571 -5.3027888999 C 2.0848938211 -2.4250471368 -6.0411603269 O 1.6280947851 -3.2301357022 -6.8516601695 O -0.1731457421 -0.6745818668 -3.2138671765 C -0.6578878356 -0.7838948453 -6.6117868597 C 3.5811203341 -2.3062413423 -5.7892460431 H 7.5295134561 -0.2162629682 -4.0292953593 H 3.7739427576 2.5104995513 -0.0277404652 H 1.4030180199 2.4141352351 1.2702018317 H 1.0622542268 0.2727855206 -2.3799642941 H -0.9211229454 -0.1561478078 -1.9353042269 H -4.2532115044 -1.0173382946 -1.7803829316 H -2.7602126107 -1.0389592945 -2.8062424254 H -4.3423597576 0.0939978715 0.3061262351 H -2.8199870233 0.8108096665 0.8913382032 H 5.1772058629 1.8493903866 -1.7068560743 H 5.3780410836 0.9916085563 -4.5253361834 H 6.5238546983 2.0508762752 -3.6968344514 H 7.3073993954 0.0795512205 -2.2976743294 H 6.1690948067 -0.9635133211 -3.1714534555 H 1.7079683739 -0.9399140376 -4.6491641631 H -0.4267127409 -2.6784457465 -5.6360853678 H -1.7452913571 -0.8586187161 -6.690033539 H -0.3842005108 0.2676594865 -6.4743494682 H -0.2045589634 -1.1474665116 -7.5365972459 H 4.0847088671 -2.173607919 -6.7506707145

H 3.8406151251 -1.4848984167 -5.1187269313 H 3.9384934214 -3.2504085327 -5.3660436953 ------------------------------------------------------------------------------------------- Rotational constants (GHZ): 0.21906 0.16222 0.09687 Frequencies: 15.8722 21.5957 28.2058 35.8643 49.6716 52.1920 62.6751 66.7657 72.0905 84.0980 84.6228 98.5471 105.7786 118.1121 130.8103 144.3557 161.8397 168.7688 183.0188 212.0000 235.7814 244.6905 249.5649 258.5909 269.9319 312.1575 327.7609 357.2772 359.5564 372.2259 393.5185 424.0169 426.5208 444.9664 458.9727 503.3394 507.5293 544.2217 548.1160 552.1513 588.2727 613.3180 619.4765 632.2417 660.1765 688.9585 716.6591 723.5349 740.8003 754.3387 758.9572 763.3374 784.4610 840.6606 850.7702 852.0938 881.6892 898.4484 905.5181 933.0464 970.7516 982.3764 986.0954 995.2632 1025.1790 1028.9991 1064.6627 1070.0174 1078.5802 1084.0146 1090.3495 1108.1277 1116.0704 1118.2611 1135.6732 1174.1404 1182.5324 1188.1365 1239.1111 1269.1684 1290.0295 1316.6347 1324.8377 1333.7772 1370.5674 1388.4451 1395.5840 1403.5318 1412.1607 1427.5269 1437.3759 1462.4078 1468.7867 1483.5027 1492.2470 1497.2758 1503.0593 1506.5641 1509.1298 1515.2776 1516.1875 1517.0787 1535.1180 1560.5492 1577.9917 1605.0829 1625.5529 1665.0288 1724.2725 1732.2569 1764.5158 1765.3361 1797.8023 2227.6489 2594.6966 3047.2924 3051.4424 3058.1743 3060.5834 3087.5335 3113.6092 3127.1416 3130.8512 3132.9054 3145.1089 3151.3877 3158.1878 3249.2913 3284.3278 3322.9690 3413.0148 3588.5746 3648.5322 3653.9477 3708.1715 ********************************************************************************

b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1251.58014261 A.U. after 12 cycles

C 0.7371491013 1.2049471616 -0.4808058538 N 1.3882691286 0.8044022409 -1.6231078152 C 2.668575758 1.271363414 -1.6011006849 C 2.853234722 1.9940485641 -0.4176181023 C 1.6404769498 1.9508931827 0.2846614459 C 3.5527835728 0.9535834823 -2.7442151767 N 4.8128792935 1.4374462678 -2.6913870397 C 5.8020675019 1.1767598625 -3.7337676909 C 6.72583515 0.002057405 -3.4010761363 C -0.6528741057 0.9319182697 -0.1121438938 N -1.4117893763 0.1806871098 -1.0050792256 C -2.7385638919 -0.1374655809 -0.8487513242 N -3.4024832649 0.2173664114 0.2455943409 O 3.1256245725 0.2830131657 -3.7026586455 O -1.1147585654 1.3667041075 0.9502979345 N -3.3179193993 -0.8154028081 -1.829552813 O -2.0860014194 -1.4067320592 -4.2173171243 C -0.8416051029 -1.2348949885 -4.1926244093 C -0.0784404567 -1.5254872873 -5.4965476546 N 1.3545670806 -1.6371012234 -5.2691827585 C 2.1203456238 -2.5463612907 -5.9158224773 O 1.6643461096 -3.3510698502 -6.74139194 O -0.1805904672 -0.8162576454 -3.1890085342 C -0.4120966174 -0.449924733 -6.5476697857 C 3.5957129951 -2.538923891 -5.5534879885 H 7.4544458141 -0.1448063256 -4.2051486601 H 3.7632116771 2.4941427114 -0.1047459054 H 1.4158762719 2.4046691999 1.2417397166 H 1.0119592816 0.2299438127 -2.3865928576 H -0.9638049278 -0.2164143454 -1.8705494632 H -4.3009378433 -1.0665301377 -1.7352623091 H -2.8261622482 -1.0376122417 -2.7265864175 H -4.3936867502 0.0025106072 0.3358443563 H -2.9039232575 0.7400015765 0.9609969289 H 5.1281439381 1.9478371276 -1.8662494331 H 5.2543537967 0.9830264924 -4.6582813482

H 6.3867396549 2.0921249419 -3.8744799216 H 7.2769920883 0.1837341534 -2.4726797897 H 6.1520249395 -0.9218986116 -3.2836420927 H 1.7862334303 -0.9934440071 -4.6110971474 H -0.4226358582 -2.4946967515 -5.8704615288 H -1.4926088551 -0.3984934199 -6.7052343387 H -0.0593278704 0.5340828089 -6.2211337498 H 0.0733908383 -0.6941470514 -7.4964424829 H 4.1831758231 -2.4923125291 -6.4748923607 H 3.8686669833 -1.7073656353 -4.9015382464 H 3.8423541811 -3.4847786631 -5.0598695959 -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1251.532686 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1251.573180 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1251.580082 <psi(f)| H |psi(f)> (a.u.) = -1251.524254 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1251.580143 Total free energy in solution: with all non electrostatic terms (a.u.) = -1251.546015 (Unpolarized solute)-Solvent (kcal/mol) = -25.41 (Polarized solute)-Solvent (kcal/mol) = -35.07 Solute polarization (kcal/mol) = 5.29 Total electrostatic (kcal/mol) = -29.78 Cavitation energy (kcal/mol) = 49.01 Dispersion energy (kcal/mol) = -29.32 Repulsion energy (kcal/mol) = 1.73 Total non electrostatic (kcal/mol) = 21.42 DeltaG (solv) (kcal/mol) = -8.36 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -1.5082 Y= 5.7140 Z= 8.6362 Tot= 10.4646 in solution : X= -1.6139 Y= 7.1912 Z= 10.6507 Tot= 12.9520 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RB+HF-LYP) = -1251.72785694 A.U. after 20 cycles -------------------------------------------------------------------- Variational PCM results ======================= Total free energy in solution: with all non electrostatic terms (a.u.) = -1251.693245 (Polarized solute)-Solvent (kcal/mol) = -37.59 Cavitation energy (kcal/mol) = 49.32 Dispersion energy (kcal/mol) = -29.32 Repulsion energy (kcal/mol) = 1.73 Total non electrostatic (kcal/mol) = 21.72

******************************************************************************** COMPLEX A-11 ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -1330.16866482 A.U. after 7 cycles N 0.6643552269 1.0194473308 -0.5671177488 C 1.2064809591 0.6754114274 -1.7662377247 C 2.5861089084 0.9057385821 -1.7070962672 C 2.8673761912 1.4015534025 -0.4273447168 C 1.6570558406 1.4666342465 0.2703204686 C 0.3023344727 0.1707701886 -2.8239793334 O -0.9140858186 0.0740601404 -2.6266933568 C 1.5045100896 1.9486078894 1.6421283474 O 2.4898350276 2.3327068724 2.284693664 N 0.2129388267 1.9576048835 2.1697125906 C -0.1154855329 2.4046190267 3.4200121129 N -1.3930162211 2.3840950368 3.7597229963 N 0.846309522 2.8364586948 4.2451013468 N 0.8908081247 -0.1533985909 -4.007102363 C 0.152300795 -0.6977409409 -5.1398257786 C 0.3413411673 -2.2124714175 -5.3075817643 C -0.3510006785 -2.7835643091 -6.5553569149 C -1.8812437887 -2.6891230426 -6.531474841 O -1.7558595574 1.0148591144 0.6921846347 C -2.961620621 1.1148066528 1.090758406 O -3.3085384148 1.6166480857 2.1921266452 C -4.0881974626 0.6265741673 0.1765906893 C -4.9337129727 1.8203254258 -0.3082512717 N -3.5817974187 -0.1758387546 -0.9235926445 C -4.3419767749 -1.1650391607 -1.4692997032 C -3.6850636836 -1.9531513807 -2.5938118548 O -5.4807476155 -1.4212277752 -1.0805988513 H 3.3042907171 0.7398218582 -2.4983072928 H 3.8243742511 1.6934376828 -0.0219539684 H -0.338962522 0.9326770221 -0.3577042771 H -0.6097703074 1.5851196048 1.5947093904 H -1.6456061808 2.695846625 4.6858691457 H -2.1871501354 2.0576164906 3.0800671301 H 0.6165912569 3.2045541411 5.1532401507 H 1.7979373609 2.8255417541 3.8742763649 H 1.8966822509 -0.1096378336 -4.0701472987 H -0.89622903 -0.4496827701 -4.9696083067 H 0.4762602992 -0.1759074903 -6.0493526303 H 1.4166227725 -2.4305731155 -5.3618292231 H -0.0337243105 -2.7148500047 -4.4071982184 H 0.0350971236 -2.2732009955 -7.4487752261 H -0.0582425828 -3.8352454538 -6.6600383985 H -2.3159355439 -3.1697764651 -7.413549019 H -2.2936035121 -3.1840662413 -5.6453028823 H -2.2299387129 -1.6516161357 -6.52133999

H -2.6497667078 0.0107600785 -1.275367515 H -4.7372042056 -0.0188016129 0.7761257185 H -5.3119212115 2.3866620432 0.5464630781 H -4.337231954 2.4878230121 -0.9392845381 H -5.7766374202 1.4445490784 -0.8925056085 H -2.7045822823 -1.5650571215 -2.8759023754 H -3.5895536927 -2.9962937571 -2.2765089582 H -4.3510463112 -1.9398641896 -3.4611640185 -------------------------------------------------------------------------------------------- Rotational constants (GHZ): 0.21266 0.11403 0.07680 Frequencies: 15.4753 20.9160 23.5295 29.8463 33.2633 47.8126 52.2752 54.9927 64.4794 75.6282 81.9434 85.3007 99.3908 105.9259 119.9123 122.5905 128.3725 145.4154 158.7691 166.5140 183.7641 205.3127 214.6425 239.8394 242.9207 257.8563 264.4004 290.1126 310.5220 321.3909 342.0237 358.2712 365.6108 386.1136 393.9650 423.7056 436.7780 455.2249 484.9639 501.2374 523.0959 544.9478 548.4065 554.3155 600.4735 613.7985 619.4485 631.9511 659.5043 689.3257 716.4904 722.3050 739.1599 743.7073 757.5498 763.4977 780.1357 783.8362 831.6088 840.8913 851.6874 882.3126 887.4102 898.3230 933.6796 944.0459 971.4624 980.6272 985.5823 993.4589 996.5277 1025.1262 1027.4788 1064.4915 1064.5706 1078.0860 1082.1118 1087.2822 1090.9370 1108.7777 1116.0529 1132.9522 1134.8423 1174.1865 1182.6877 1187.5315 1234.7775 1255.2054 1270.0158 1288.3236 1303.1718 1316.6334 1325.6810 1344.7295 1356.0467 1372.8535 1386.7817 1391.6028 1397.6490 1411.0348 1419.0450 1434.0002 1437.5246 1462.1470 1468.5871 1483.2873 1492.3215 1496.8846 1501.1508 1503.4715 1508.3475 1510.0712 1514.4421 1516.5713 1517.9634 1521.8229 1535.2263 1561.0167 1579.8891 1605.0262

1625.3944 1664.6094 1723.9225 1731.7835 1764.5664 1765.1845 1797.3949 2232.9451 2589.7800 3023.4362 3028.5945 3040.4188 3045.7778 3051.1893 3057.9926 3065.3143 3076.9275 3090.6744 3114.6274 3118.3773 3126.7082 3130.3744 3148.2315 3150.2816 3157.7974 3248.3187 3284.1012 3323.8434 3412.9485 3587.0732 3647.8766 3654.4147 3708.0950 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1330.21167055 A.U. after 11 cycles

N 0.56547 1.04748 -0.52466 C 1.0907 0.75902 -1.74929 C 2.46366 1.02574 -1.71363 C 2.76142 1.48382 -0.42252 C 1.56762 1.48863 0.30735 C 0.18466 0.28398 -2.8192 O -1.04799 0.27471 -2.64308 C 1.43378 1.92441 1.69874 O 2.41755 2.34093 2.32318 N 0.1634 1.85889 2.26269 C -0.17418 2.29826 3.51827 N -1.45728 2.24275 3.84986 N 0.75058 2.74527 4.36045 N 0.768 -0.10767 -3.97261 C 0.01671 -0.60681 -5.11943 C 0.16922 -2.12299 -5.30884 C -0.52756 -2.6555 -6.57107 C -2.05658 -2.54091 -6.54859 O -1.78356 0.69296 0.83658 C -2.98953 1.07226 0.9922 O -3.42448 1.70742 1.98514 C -3.99836 0.76185 -0.13352 C -4.34918 2.05976 -0.8821 N -3.51634 -0.25816 -1.04836 C -4.08912 -1.47757 -1.16901

C -3.42018 -2.40854 -2.16718 O -5.08839 -1.83389 -0.52968 H 3.16191 0.91134 -2.53553 H 3.72562 1.79096 -0.03708 H -0.42429 0.90353 -0.28067 H -0.62613 1.40478 1.73005 H -1.73777 2.55896 4.77694 H -2.19837 2.01314 3.14877 H 0.47953 3.11942 5.26794 H 1.71662 2.76709 4.04441 H 1.78578 -0.13072 -4.04089 H -1.0264 -0.33027 -4.95846 H 0.36964 -0.08322 -6.01715 H 1.23952 -2.36283 -5.35981 H -0.22309 -2.63446 -4.41988 H -0.13312 -2.12748 -7.45044 H -0.24953 -3.7089 -6.69987 H -2.49577 -2.98782 -7.44651 H -2.47799 -3.05938 -5.67949 H -2.39088 -1.49904 -6.50632 H -2.67574 -0.05918 -1.58474 H -4.89982 0.36227 0.33964 H -4.69927 2.81708 -0.17619 H -3.47079 2.45413 -1.40503 H -5.13304 1.87327 -1.6215 H -2.56412 -1.95222 -2.66836 H -3.09388 -3.3128 -1.6441 H -4.15853 -2.71456 -2.91453 Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1330.163560 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1330.204476 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1330.211609 <psi(f)| H |psi(f)> (a.u.) = -1330.154782 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1330.211671 Total free energy in solution: with all non electrostatic terms (a.u.) = -1330.173146 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -25.68 (Polarized solute)-Solvent (kcal/mol) = -35.70 Solute polarization (kcal/mol) = 5.51 Total electrostatic (kcal/mol) = -30.19 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 54.01 Dispersion energy (kcal/mol) = -31.69 Repulsion energy (kcal/mol) = 1.86 Total non electrostatic (kcal/mol) = 24.17 DeltaG (solv) (kcal/mol) = -6.02 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -4.0699 Y= -8.5313 Z= 0.8335 Tot= 9.4890

in solution : X= -4.8018 Y=-10.9285 Z= 1.0737 Tot= 11.9851 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RB+HF-LYP) = -1330.36280714 A.U. after 46 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -1330.301847 <psi(f)|H+V(f)/2|psi(f)> (a.u.) = -1330.362807 Total free energy in solution: with all non electrostatic terms (a.u.) = -1330.324094 -------------------------------------------------------------------- (Polarized solute)-Solvent (kcal/mol) = -38.25 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 54.48 Dispersion energy (kcal/mol) = -32.06 Repulsion energy (kcal/mol) = 1.87 Total non electrostatic (kcal/mol) = 24.29 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= 8.8378 Y= 3.7354 Z= 0.8360 Tot= 9.6312 in solution : X= 11.6066 Y= 4.7909 Z= 0.6915 Tot= 12.5755 --------------------------------------------------------------------

******************************************************************************** COMPLEX A-12 ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -1232.07720890 A.U. after 7 cycles C -1.1689566724 -2.858554761 -0.6320500672 C -0.5258172386 -1.6311363243 -0.4282242668 N 0.5840284506 -1.8565858673 0.3448788031 C 0.6592080218 -3.186906925 0.6326910861 C -0.4240442256 -3.8381375544 0.035525045 C -0.9814485077 -0.3423870184 -0.9503850153 O -2.0084511773 -0.2709278516 -1.6351181358 C 1.7678259944 -3.6786183942 1.4518205521 O 2.651396493 -2.9672609808 1.9066742223 O 1.7000466503 -5.0079664683 1.6491406516 C 2.7542815401 -5.5706774693 2.449710571 H 2.5241268959 -6.6324572529 2.5282056533 N -0.2093788967 0.7759618803 -0.632627837 C -0.5001083027 2.0584783155 -1.0121269556 N 0.3094247446 3.0160931555 -0.5945117261 N -1.568778127 2.2964156283 -1.7818083739 O 1.9989207445 0.4218155289 0.7918419083 C 2.6459976597 1.4343796494 1.2160617857 C 3.8565583653 1.2162895451 2.1269718857 C 3.549174309 1.7311520532 3.5468022799 O 2.3448116508 2.6295008237 0.9615852256 N 4.293714564 -0.1697777211 2.1243720854 C 5.596744553 -0.4883012778 2.3636824629 C 5.9370497662 -1.9700667742 2.2960882809 O 6.4533426106 0.3607339095 2.6038986348 H 2.7751815468 -5.1067199198 3.4383848337 H 3.7231574496 -5.4236283221 1.966585175 H -0.6253322258 -4.8970749636 0.0934937491 H -2.0748998353 -2.9858332807 -1.2051554984 H 1.2719289799 -1.1614864873 0.6640227939 H 0.6858769714 0.669189355 -0.0616051323 H 0.1155205956 3.9643959065 -0.8807853491 H 1.1653618318 2.8299812551 0.0618203765 H -1.8200844209 3.2377541146 -2.0344236121 H -2.1382273574 1.4856554465 -2.029245192 H 3.6119561965 -0.8939714341 1.9355862657 H 4.6781405017 1.8173919687 1.7260880217 H 3.249118901 2.7813096263 3.5101518656 H 2.7430079068 1.1483121446 4.0049899552 H 4.4469832165 1.6343717634 4.1610313536 H 6.5045450008 -2.2354911097 3.1918192893 H 5.0595230323 -2.6135149267 2.2105795721 H 6.5936588427 -2.1379439853 1.4363847765 Rotational constants (GHZ): 0.23595 0.18204 0.10651 Frequencies:

17.7665 22.0963 40.5088 49.1175 56.9162 61.6169 70.2072 77.6942 81.7087 95.2009 103.2969 115.3259 117.2249 135.9894 144.0435 145.3757 165.2348 182.2782 184.2385 214.4509 245.3428 258.3448 269.1199 270.1684 315.1265 319.1162 355.9869 358.9673 390.9267 395.4944 423.0161 457.1975 502.7416 504.8089 528.1364 545.2322 552.0997 590.9061 613.2841 618.9569 629.1499 653.9142 688.5013 716.6066 720.0430 751.1417 758.5401 763.0329 792.1485 810.0102 843.3929 853.0365 881.5924 915.2452 933.3318 950.7648 973.4917 982.5733 987.3702 1022.7030 1025.5078 1038.3990 1063.6999 1069.2910 1080.8188 1089.7093 1107.7104 1116.5282 1135.3256 1172.3136 1177.1109 1187.0897 1211.7837 1245.3432 1264.9359 1293.3756 1316.1090 1335.7226 1371.8552 1394.6082 1395.8709 1412.3890 1441.3206 1462.6392 1471.0830 1479.0782 1494.0502 1497.4256 1499.0260 1503.0120 1508.5175 1510.3985 1515.7249 1530.6595 1539.9752 1555.8163 1607.7401 1627.4127 1665.2912 1728.3167 1763.0496 1763.8991 1773.3469 1800.4973 2242.0011 2640.1087 3051.5568 3060.4024 3067.4927 3090.7660 3129.4066 3131.2239 3146.5210 3152.0751 3160.7089 3180.1621 3275.8298 3289.4790 3314.9657 3416.0429 3604.8791 3654.2176 3708.4557 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1232.11405023 A.U. after 11 cycles

C -1.16541 -2.82777 -0.54483 C -0.51807 -1.59472 -0.39393 N 0.60035 -1.79365 0.37298 C 0.67914 -3.11485 0.70793 C -0.41287 -3.78514 0.14841 C -0.97937 -0.32154 -0.95807 O -2.02313 -0.27437 -1.61771 C 1.79556 -3.58564 1.52626 O 2.6912 -2.86287 1.94865 O 1.72751 -4.90426 1.76587 C 2.79115 -5.45804 2.56709 H 2.54006 -6.51039 2.69362 N -0.19746 0.80091 -0.70693 C -0.49108 2.08148 -1.11225 N 0.33573 3.04072 -0.72326 N -1.55296 2.33182 -1.86882 O 2.14724 0.44305 0.62928 C 2.68805 1.42771 1.22946 C 3.81742 1.14348 2.23544 C 3.33599 1.45012 3.66617 O 2.36009 2.63095 1.08278 N 4.32569 -0.21441 2.11045 C 5.63834 -0.51258 2.25862 C 6.0062 -1.97607 2.08292 O 6.50032 0.34253 2.50511 H 2.8419 -4.95536 3.53537 H 3.74914 -5.35368 2.05228 H -0.61988 -4.84386 0.24369 H -2.08125 -2.98287 -1.10136 H 1.29476 -1.08735 0.64976 H 0.71352 0.70006 -0.19449 H 0.14184 3.99919 -1.01051 H 1.11522 2.86448 -0.04651 H -1.77975 3.28938 -2.13167 H -2.15238 1.55445 -2.13258 H 3.66088 -0.95572 1.91521 H 4.64421 1.82008 1.99629 H 2.97251 2.479 3.72823 H 2.52438 0.77444 3.95655

H 4.16185 1.322 4.37108 H 6.62463 -2.28589 2.92994 H 5.13682 -2.63084 2.00639 H 6.61699 -2.08024 1.17993 Variational PCM results <psi(0)| H |psi(0)> (a.u.) = -1232.073551 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1232.108796 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1232.114003 <psi(f)| H |psi(f)> (a.u.) = -1232.067366 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1232.114050 Total free energy in solution: with all non electrostatic terms (a.u.) = -1232.080095 (Unpolarized solute)-Solvent (kcal/mol) = -22.12 (Polarized solute)-Solvent (kcal/mol) = -29.29 Solute polarization (kcal/mol) = 3.88 Total electrostatic (kcal/mol) = -25.41 Cavitation energy (kcal/mol) = 47.26 Dispersion energy (kcal/mol) = -27.52 Repulsion energy (kcal/mol) = 1.57 Total non electrostatic (kcal/mol) = 21.31 DeltaG (solv) (kcal/mol) = -4.11 Dipole moment (Debye): in vacuo : X= 8.6337 Y= 4.0062 Z= 0.6726 Tot= 9.5416 in solution : X= 10.6686 Y= 4.5252 Z= 0.8149 Tot= 11.6173 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RB+HF-LYP) = -1232.26468991 A.U. after 45 cycles Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1232.222155 <psi(0)|H+V(0)/2|psi(0)> (a.u.) = -1232.258385 <psi(0)|H+V(f)/2|psi(0)> (a.u.) = -1232.264644 <psi(f)| H |psi(f)> (a.u.) = -1232.214514 <psi(f)|H+V(f)/2|psi(f)> (a.u.) = -1232.264690 Total free energy in solution: with all non electrostatic terms (a.u.) = -1232.230735 (Unpolarized solute)-Solvent (kcal/mol) = -22.73 (Polarized solute)-Solvent (kcal/mol) = -31.49 Solute polarization (kcal/mol) = 4.80 Total electrostatic (kcal/mol) = -26.69 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 47.26 Dispersion energy (kcal/mol) = -27.52 Repulsion energy (kcal/mol) = 1.57 Total non electrostatic (kcal/mol) = 21.31 DeltaG (solv) (kcal/mol) = -5.38 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -8.6886 Y= -0.4801 Z= -4.0936 Tot= 9.6167 in solution : X=-10.8465 Y= -0.2191 Z= -5.1103 Tot= 11.9920

******************************************************************************** COMPLEX A-13 ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -1380.92468886 A.U. after 6 cycles C -0.5356557737 -1.6199935204 -0.4070728504 N 0.568782264 -1.8437686282 0.3782044354 C 0.6348157907 -3.1650775158 0.694831112 C -0.4525390337 -3.8171889356 0.1024557349 C -1.1866157859 -2.8449467837 -0.5894317732 C 1.7555300582 -3.6255432229 1.5399524944 N 1.7780298664 -4.9444427527 1.8465070707 C 2.7978205222 -5.5077573909 2.6938915998 C 2.4411988849 -6.973765439 2.9531931245 N 3.3118479143 -7.6453248579 3.7487387258 C -0.979002378 -0.3408475219 -0.9565497536 N -0.1995743827 0.7790754861 -0.6593144541 C -0.4811447249 2.0546991167 -1.0639492737 N -1.5448729943 2.2843178755 -1.8436643679 O 2.6247598977 -2.8412227478 1.9425334989 O -2.0037426417 -0.2738789005 -1.6468872442 N 0.331409308 3.017041976 -0.6613017887 O 1.4416869261 -7.4882059858 2.4665197785 O 2.3579489193 2.6565448091 0.915981711 C 2.6502123289 1.4616490505 1.1840291428 C 3.8534694379 1.2434429506 2.1050019608 N 4.2736669225 -0.1477657606 2.1238782841 C 5.5682487976 -0.4778029526 2.3848025501 O 6.4332743954 0.3620087268 2.6308726659 O 2.001544314 0.4488264176 0.7652960674 C 3.5434971187 1.7809994616 3.515782257 C 5.8909892173 -1.964790329 2.3333380669 H 2.8675376726 -4.9594729706 3.6425642387 H 3.7885965417 -5.444157998 2.2234949711 H 1.0483885389 -5.5911541874 1.5693935482 H -0.6823068686 -4.8718038858 0.1640179714 H -2.0901828654 -2.9784737316 -1.1649311008 H 1.2657144809 -1.1550509207 0.6898271958 H 0.6964238693 0.6779081335 -0.085592387 H 0.1439580018 3.9597953844 -0.9691879737 H 1.1827217656 2.8416858099 0.0035145571 H -1.7932459534 3.222711387 -2.1095370858 H -2.1182390008 1.4709450007 -2.0746234118 H 3.585872939 -0.8678850393 1.9338721455 H 4.683826969 1.8306243053 1.7011588628 H 3.2549727761 2.8337425235 3.462973247 H 2.7281456028 1.2130454282 3.9764476037 H 4.4365317619 1.6827674423 4.1367846824 H 6.4518303618 -2.2272138328 3.2344348907 H 5.0033516906 -2.5943890272 2.2483349503

H 6.5495574177 -2.1486931599 1.4782169976 H 4.1261139684 -7.2096758924 4.1511469336 H 3.1232161613 -8.6145783945 3.9537373881 Rotational constants (GHZ): 0.19688 0.11619 0.07514 Frequencies: 12.2874 17.9430 23.4111 38.1189 41.2692 44.7128 49.9502 61.5096 70.5549 79.1370 82.8970 90.6831 102.8644 105.3631 116.9788 122.7160 138.4618 146.0667 180.8231 181.2498 200.7351 207.3164 222.9699 234.9094 247.2583 265.3495 268.7494 294.7591 310.2261 349.7052 356.3861 366.5937 392.6915 423.0119 449.7225 463.9305 487.8726 500.2864 517.8212 536.5323 544.9586 550.0114 552.8388 591.8131 614.1680 619.5654 627.5952 637.0624 642.9258 661.3068 689.2692 716.5038 721.2265 745.3033 758.7759 763.2473 787.6386 805.9551 840.5350 852.3056 881.6019 896.7651 902.0906 933.4328 971.8814 984.3632 990.6022 1003.6320 1012.9410 1025.4934 1029.7822 1065.1029 1077.8970 1081.0336 1089.6409 1095.0122 1107.6709 1117.1866 1134.7424 1146.1040 1186.7181 1187.5175 1236.1714 1237.4975 1267.6917 1270.9047 1313.1837 1317.0251 1334.7132 1371.5449 1385.2793 1394.5561 1411.8259 1423.1174 1439.8351 1462.8696 1469.2536 1482.5173 1496.0347 1505.0071 1507.9091 1511.2872 1515.7484 1516.7637 1536.9373 1558.9700 1568.7465 1606.4890 1625.7391 1630.9903 1665.2362 1720.6273 1727.1302 1763.7639 1764.5065 1797.7423 1802.7315 2244.0993 2618.1897 3030.3244 3051.0972 3057.2714 3059.1519 3088.5004 3126.0490 3130.6219 3151.3154 3158.9785 3254.5746 3284.3583 3329.5242 3409.1424 3582.5853 3586.8908 3606.5518 3654.4059 3708.3841 3743.7228

******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1380.97704242 A.U. after 8 cycles

C -0.5168137723 -1.5878630611 -0.4353401878 N 0.5962263716 -1.8057883004 0.3399055991 C 0.6730865866 -3.1297768912 0.6564730106 C -0.4177050707 -3.7855673548 0.0766364234 C -1.1635563656 -2.8165771546 -0.6091502954 C 1.7976761757 -3.5879550913 1.4976704648 N 1.8699216004 -4.9108058783 1.7577531568 C 2.8948292767 -5.4595257355 2.6170476942 C 2.4447933441 -6.821875477 3.1494363526 N 3.2578215551 -7.3647499923 4.0739419597 C -0.9764016858 -0.309856581 -0.9816666687 N -0.2012016332 0.8133932098 -0.7079814805 C -0.4989660699 2.0974642172 -1.0955453028 N -1.5586248627 2.3543502915 -1.8538175526 O 2.6276864264 -2.7770368702 1.9479551368 O -2.0163515733 -0.2534182459 -1.649249163 N 0.3206719753 3.0563056111 -0.6890877592 O 1.4206428131 -7.3690587298 2.7319915869 O 2.3396084783 2.6346162372 1.1189966062 C 2.6721567612 1.4290506543 1.240034708 C 3.8065318821 1.1286561167 2.2360060883 N 4.2927317199 -0.2366677187 2.1085799955 C 5.6023880375 -0.55154742 2.2407920359 O 6.4809783178 0.2922760146 2.4711520633 O 2.1353174076 0.4554275462 0.6200054558 C 3.3461593293 1.4458019463 3.6712833923 C 5.9452567392 -2.0216888161 2.0698288957 H 3.0903085552 -4.7698576683 3.4450034328 H 3.8468210175 -5.5900990109 2.080898254 H 1.1974229467 -5.5751692505 1.3845206281 H -0.6441775996 -4.8439608248 0.1471784066 H -2.0759037744 -2.9635873745 -1.1735242907 H 1.2924627444 -1.1114966194 0.6374707025

H 0.7092200735 0.709033902 -0.1925162157 H 0.1216939308 4.0172858967 -0.9635888464 H 1.0980124488 2.8756216652 -0.0108118696 H -1.7900597627 3.3145324595 -2.1018744071 H -2.1518606504 1.5764006778 -2.1301795443 H 3.6145199447 -0.9718443243 1.9274190693 H 4.6410566276 1.7925367096 1.9870959205 H 2.997208878 2.479546985 3.7344705456 H 2.5289461694 0.7819707101 3.9731868666 H 4.1782174506 1.3082070402 4.3671422606 H 6.5518667136 -2.3416902675 2.9218960128 H 5.062223206 -2.6575782062 1.9882138943 H 6.5614587887 -2.1380439958 1.1720265102 H 4.0901266509 -6.8904401926 4.4139359821 H 3.033942876 -8.281991838 4.452071472 --------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1380.919872 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1380.969398 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1380.976988 <psi(f)| H |psi(f)> (a.u.) = -1380.910799 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1380.977042 Total free energy in solution: with all non electrostatic terms (a.u.) = -1380.943493 --------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -31.08 (Polarized solute)-Solvent (kcal/mol) = -41.57 Solute polarization (kcal/mol) = 5.69 Total electrostatic (kcal/mol) = -35.87 --------------------------------------------------------------------- Cavitation energy (kcal/mol) = 50.95 Dispersion energy (kcal/mol) = -31.97 Repulsion energy (kcal/mol) = 2.07 Total non electrostatic (kcal/mol) = 21.05 DeltaG (solv) (kcal/mol) = -14.82 --------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -6.2829 Y= -1.7490 Z= -2.2516 Tot= 6.8996 in solution : X= -7.2340 Y= -1.9188 Z= -2.5718 Tot= 7.9137 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1381.15412463 A.U. after 8 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1381.093941 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1381.144947 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1381.154073 <psi(f)| H |psi(f)> (a.u.) = -1381.082705

<psi(f)|H(f)/2|psi(f)> (a.u.) = -1381.154125 Total free energy in solution: with all non electrostatic terms (a.u.) = -1381.120128 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -32.01 (Polarized solute)-Solvent (kcal/mol) = -44.82 Solute polarization (kcal/mol) = 7.05 Total electrostatic (kcal/mol) = -37.77 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 51.25 Dispersion energy (kcal/mol) = -31.99 Repulsion energy (kcal/mol) = 2.07 Total non electrostatic (kcal/mol) = 21.33 DeltaG (solv) (kcal/mol) = -16.43 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -1.2363 Y= -6.6791 Z= 0.9604 Tot= 6.8601 in solution : X= -1.4589 Y= -7.7371 Z= 1.1595 Tot= 7.9584

******************************************************************************** COMPLEX A-14 ******************************************************************************** b3lyp/6-31g(d,p) gas phase SCF Done: E(RBLYP) = -1498.87492062 A.U. after 6 cycles C 0.4565036459 -1.9125162561 -0.2607730254 C 0.4394792014 -3.303828579 -0.4121466485 C -0.9045036993 -3.6984665429 -0.4322883085 C -1.6819909351 -2.5438418189 -0.2925289857 N -0.8290419774 -1.4720960678 -0.1915890002 C -3.1422398508 -2.5139454186 -0.2462867434 C 1.5448657564 -0.9170291071 -0.1668131791 O 1.2994258126 0.2942946563 -0.1158123173 N 2.8095712877 -1.4206530364 -0.1560921223 C 3.9847337483 -0.5962653079 0.0923446516 C 4.915388415 -0.5168520015 -1.1523093113 C 4.1562633124 0.012565381 -2.3755260719 C 4.7139330658 -1.2517446871 1.2781828427 N 5.2110686586 -0.4129462777 2.2228979431 O 4.8339670471 -2.4707770828 1.3355798892 C 6.1615586251 0.3371757939 -0.8752157706 O -3.7955991608 -3.5603072203 -0.3421315574 H 5.0546715992 0.5813675284 2.1957761652 H 5.6934814166 -0.8128864194 3.0143078552 H 3.6252632654 0.4062061623 0.3442878952 H 6.7961472745 0.3781183972 -1.7656244101 H 5.8837223087 1.3692272573 -0.6263765438 H 6.7664960224 -0.0586085303 -0.0548533833 H 5.2407839987 -1.5457296121 -1.3583662674 H 3.8154104644 1.0413740362 -2.2142638391 H 4.8085435187 0.0100820275 -3.2547508277 H 3.2811278516 -0.6001150475 -2.604289636 H 2.9556829389 -2.410436405 0.0025346534 H 1.2998727363 -3.9512426549 -0.5078226299 H -1.3032999332 -4.6964653981 -0.5341052223 H -1.0800234528 -0.4803656022 -0.0910415495 N -3.7449093864 -1.2649047129 -0.0827764099 H -3.1499727481 -0.37794292 -0.04278146 C -5.0928012778 -1.0575847832 0.0206343335 N -5.5064730072 0.1814743099 0.2258397285 N -5.9345532897 -2.0922636336 -0.0922770962 H -6.4998899185 0.3502342883 0.2832878169 H -4.8224483793 1.0239470077 0.3572938015 H -6.9247177367 -1.9645121972 0.0352918643 H -5.5053751785 -3.0099099208 -0.2240416033 C 1.661124816 3.5485121411 -1.1190584712 C 0.3271092004 3.9633804779 -0.5138707359 O -0.021425286 5.1422969031 -0.4654329182 H -0.1276119532 1.9858013686 -0.1033265818

N -0.4494536565 2.945552922 -0.0517870401 C -1.7674390734 3.2089187129 0.5010377403 C -1.710185521 3.6264647026 1.9834016092 H 1.8850261295 2.4892178334 -0.9790723663 H 1.6438868013 3.7776184423 -2.1893741513 H 2.449598831 4.1599684651 -0.6718229987 H -2.199666302 4.0416247306 -0.0621759267 H -1.0995062827 4.5272391079 2.0755798515 H -2.7168340554 3.8337722855 2.3548237847 H -1.2646800202 2.8326506931 2.592540917 C -2.7019950032 2.0081871478 0.3304949314 O -2.2043735518 0.8814154646 0.0056945665 O -3.924102113 2.2114739965 0.5529042699 --------------------------------------------------------------------------------------------- Rotational constants (GHZ): 0.17880 0.09157 0.06634 --------------------------------------------------------------------------------------------- Frequencies: 13.7845 18.1043 25.9631 29.4973 37.7054 41.2621 51.2487 52.3581 59.7731 63.8703 70.1612 80.7697 83.9724 93.4119 105.6300 108.8115 122.3784 131.9973 144.4580 152.1454 166.1765 181.2032 198.8596 218.6998 223.8857 235.6481 247.5453 248.3239 258.1140 263.5439 270.9281 299.9274 312.8872 314.1974 344.5946 356.6090 364.9732 373.6360 391.7645 395.4894 421.0919 422.4439 454.7422 478.7608 501.2861 529.0333 545.3189 548.6088 554.4213 581.6428 590.9628 608.7666 614.7542 620.4540 638.5710 652.8636 660.3257 689.4737 716.4424 722.5088 741.4224 743.4869 757.7443 763.4830 786.2197 814.3379 837.9205 852.2915 874.8792 881.6235 903.0773 911.0676 933.0890 934.8310 950.5676 971.2486 977.5291 984.6250 990.7968 1002.1264 1025.5191 1028.8076 1064.0700 1077.3916 1078.2038 1089.5676 1090.2820 1105.5606 1108.6206 1116.5983 1136.2489 1142.3871 1163.9000 1181.7034 1187.0975 1193.1677 1234.4531 1265.7929 1269.5356 1281.9052 1316.2289 1318.4442

1334.3232 1360.1815 1372.9250 1378.3803 1388.2322 1396.1537 1410.7024 1410.8446 1417.3328 1436.1825 1438.8129 1462.1791 1469.5801 1483.4468 1495.0232 1501.7952 1504.3292 1506.7338 1509.1071 1514.0437 1516.4611 1520.0410 1526.1502 1536.8866 1558.0178 1564.3479 1604.6564 1625.5896 1627.1013 1665.8019 1720.3079 1727.1028 1764.4092 1765.1105 1791.2780 1796.0128 2258.1837 2618.6867 3032.3563 3038.5483 3048.2862 3050.9679 3057.7717 3088.3071 3092.5670 3106.6081 3115.0874 3126.4865 3128.2072 3130.5571 3136.7534 3151.6188 3157.4232 3255.9305 3284.3406 3333.1752 3409.3931 3586.3192 3597.3927 3600.1760 3654.9737 3707.8024 3741.3218 ******************************************************************************** b3lyp/6-31g(d,p) water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1498.92797120 A.U. after 12 cycles

C -2.965855311 -1.0864537879 -2.1149259681 C -2.4674767104 0.1810412154 -1.7928649214 N -1.3945889577 0.0079949809 -0.9518991051 C -1.2018243432 -1.3243920033 -0.7334413778 C -2.1722547154 -2.0320571992 -1.4506106485 C -3.027707914 1.4504434935 -2.2623509322 O -4.0166901 1.4614298341 -3.0057284552 C -0.1024647322 -1.7409124074 0.1637622446 O 0.6342140319 -0.8931258481 0.6978841035 N 0.0398040853 -3.0734904195 0.3641144671 C 1.0365467561 -3.6472168621 1.26424883

C 0.277715202 -4.4301658977 2.3527742379 O -0.5217997054 -5.3173316746 2.0400480139 N 0.543446347 -4.0858160489 3.6270551498 N -2.4019027555 2.6169869234 -1.833813753 C -2.8136891118 3.8941049587 -2.1261075708 N -2.1276118417 4.889280502 -1.5819339206 N -3.8517570443 4.1124145948 -2.9251980094 O -0.1245020979 2.3812061366 -0.4164843706 C 0.333991959 3.347026108 0.2738753445 C 1.5079375011 3.0588181614 1.2293080279 C 1.028992199 3.1525041768 2.6900892199 O -0.1070674496 4.5227460858 0.2564620999 N 2.1319261941 1.7767954406 0.9411032442 C 3.4746715651 1.613254348 0.8898191357 C 3.9468014485 0.2153381204 0.5250997636 O 4.2806298592 2.5269740262 1.1138092299 H 1.5848041328 -2.8091370193 1.7015021653 C 2.0166176894 -4.5852625712 0.5097789357 H -0.6033792566 -3.7363707384 -0.0692778061 H -2.2888424169 -3.1099291819 -1.4834740787 H -3.8153134261 -1.2737690702 -2.7598851837 H -0.7933127326 0.7395319757 -0.5547887889 H -1.5175451328 2.5600007392 -1.2645279478 H -2.4083643249 5.8470563721 -1.7870428145 H -1.358944014 4.7283088079 -0.8909112222 H -4.1688568396 5.0631071729 -3.1052385867 H -4.3379453487 3.3076591761 -3.312126828 H 1.525173913 0.9881698163 0.7347400577 H 2.26644238 3.8293539345 1.0599424862 H 0.5688016385 4.1271380613 2.8721152373 H 0.2910678161 2.3726434392 2.9074474331 H 1.8744329011 3.0260648853 3.3720823954 H 4.670632776 -0.1197796951 1.2737136757 H 3.1286400476 -0.504055925 0.4579714487 H 4.4702703524 0.2592149652 -0.4357380612 H 1.1866985823 -3.3359910153 3.8630740404 H 0.0759004835 -4.5807842063 4.3836669654 C 3.0300353615 -5.2226300311 1.4725619649 H 1.4040206528 -5.3879555211 0.0732747781 C 2.7368383361 -3.8456777356 -0.6242069607 H 3.7087806674 -5.882357593 0.9230728317 H 3.6401430628 -4.456490703 1.9663915681 H 2.5450601534 -5.8195787722 2.2505911555 H 3.3672700369 -4.5406314054 -1.1883198242 H 2.0321429159 -3.3876583226 -1.3235716384 H 3.3854814038 -3.0546829891 -0.2294608932 --------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1498.869708 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1498.920250

<psi(0)|H(f)/2|psi(0)> (a.u.) = -1498.927914 <psi(f)| H |psi(f)> (a.u.) = -1498.860604 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1498.927971 Total free energy in solution: with all non electrostatic terms (a.u.) = -1498.886295 --------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -31.72 (Polarized solute)-Solvent (kcal/mol) = -42.27 Solute polarization (kcal/mol) = 5.71 Total electrostatic (kcal/mol) = -36.56 --------------------------------------------------------------------- Cavitation energy (kcal/mol) = 57.61 Dispersion energy (kcal/mol) = -33.52 Repulsion energy (kcal/mol) = 2.06 Total non electrostatic (kcal/mol) = 26.15 DeltaG (solv) (kcal/mol) = -10.41 --------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -3.2818 Y= -6.4285 Z= 1.4444 Tot= 7.3608 in solution : X= -4.0131 Y= -7.5822 Z= 1.9286 Tot= 8.7929 ******************************************************************************** b3lyp/aug-cc-pVDZ single point water implicit solution IEFPCM 300K SCF Done: E(RBLYP) = -1499.10755323 A.U. after 8 cycles -------------------------------------------------------------------- Variational PCM results ======================= <psi(0)| H |psi(0)> (a.u.) = -1499.044627 <psi(0)|H(0)/2|psi(0)> (a.u.) = -1499.098002 <psi(0)|H(f)/2|psi(0)> (a.u.) = -1499.107499 <psi(f)| H |psi(f)> (a.u.) = -1499.033005 <psi(f)|H(f)/2|psi(f)> (a.u.) = -1499.107553 Total free energy in solution: with all non electrostatic terms (a.u.) = -1499.065447 -------------------------------------------------------------------- (Unpolarized solute)-Solvent (kcal/mol) = -33.49 (Polarized solute)-Solvent (kcal/mol) = -46.78 Solute polarization (kcal/mol) = 7.29 Total electrostatic (kcal/mol) = -39.49 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 57.94 Dispersion energy (kcal/mol) = -33.60 Repulsion energy (kcal/mol) = 2.09 Total non electrostatic (kcal/mol) = 26.42 DeltaG (solv) (kcal/mol) = -13.06 -------------------------------------------------------------------- Dipole moment (Debye): in vacuo : X= -3.0717 Y= -6.5155 Z= 1.2917 Tot= 7.3182 in solution : X= -3.8341 Y= -7.7998 Z= 1.8321 Tot= 8.8823 --------------------------------------------------------------------

******************************************************************************** b3lyp/aug-cc-pVDZ optimization water implicit solution IEFPCM 300K

SCF Done: E(RB+HF-LYP) = -1499.10755326 A.U. after 11 cycles -------------------------------------------------------------------------------------------- C -0.834507 -2.833843 -0.919324 C -0.347368 -1.559766 -0.593183 N 0.720768 -1.724989 0.257255 C 0.924526 -3.054669 0.480024 C -0.036241 -3.773605 -0.245040 C -0.908797 -0.291222 -1.065176 O -1.891503 -0.279301 -1.817400 C 2.018352 -3.470231 1.386084 O 2.749544 -2.621330 1.928079 N 2.160231 -4.802800 1.585657 C 3.156684 -5.386756 2.479871 C 2.403614 -6.127097 3.600536 O 1.588675 -7.020024 3.332110 N 2.680341 -5.740885 4.859738 N -0.300960 0.878895 -0.621515 C -0.715875 2.155118 -0.912047 N -0.036829 3.153531 -0.358417 N -1.749296 2.376988 -1.717727 O 1.976804 0.656770 0.835424 C 2.445101 1.620370 1.521639 C 3.614453 1.330121 2.478168 C 3.129319 1.373304 3.938909 O 2.006894 2.799889 1.486351 N 4.254075 0.059928 2.159812 C 5.592014 -0.095478 2.067032 C 6.072958 -1.474854 1.665822 O 6.400125 0.827012 2.281394 H 3.729189 -4.552949 2.901081 C 4.111035 -6.344485 1.720947 H 1.543049 -5.459312 1.103908 H -0.144768 -4.856859 -0.277145 H -1.679573 -3.035122 -1.573551 H 1.309982 -0.985534 0.659838

H 0.567530 0.824808 -0.034762 H -0.321017 4.112036 -0.562600 H 0.734236 2.995063 0.326574 H -2.053843 3.332271 -1.906310 H -2.234477 1.577632 -2.119035 H 3.652377 -0.737459 1.964432 H 4.365719 2.116010 2.328685 H 2.675862 2.347144 4.159974 H 2.384913 0.586865 4.126089 H 3.977749 1.217495 4.617003 H 6.806050 -1.824800 2.403963 H 5.255258 -2.198976 1.586466 H 6.587114 -1.397880 0.697953 H 3.344052 -4.995870 5.060992 H 2.218068 -6.203232 5.642574 C 5.077163 -7.047922 2.684176 H 3.478303 -7.110352 1.242236 C 4.882318 -5.592754 0.628081 H 5.752033 -7.708757 2.123956 H 5.698041 -6.317532 3.224949 H 4.548598 -7.662619 3.424354 H 5.507109 -6.293322 0.058041 H 4.208850 -5.092992 -0.079090 H 5.545208 -4.832905 1.067474 -------------------------------------------------------------------- Variational PCM results ======================= <psi(f)| H |psi(f)> (a.u.) = -1499.033005 <psi(f)|H+V(f)/2|psi(f)> (a.u.) = -1499.107553 Total free energy in solution: with all non electrostatic terms (a.u.) = -1499.065447 Variational PCM results -------------------------------------------------------------------- (Polarized solute)-Solvent (kcal/mol) = -46.78 -------------------------------------------------------------------- Cavitation energy (kcal/mol) = 57.94 Dispersion energy (kcal/mol) = -33.60 Repulsion energy (kcal/mol) = 2.09 Total non electrostatic (kcal/mol) = 26.42 --------------------------------------------------------------------

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