Default is to use a total of 4 processors: 4 via shared-memory 1 via Linda Entering Link 1 = C:\G09W\l1.exe PID= 4964. Copyright (c) 1988,1990,1992,1993,1995,1998,2003,2009,2013, Gaussian, Inc. All Rights Reserved. This is part of the Gaussian(R) 09 program. It is based on the Gaussian(R) 03 system (copyright 2003, Gaussian, Inc.), the Gaussian(R) 98 system (copyright 1998, Gaussian, Inc.), the Gaussian(R) 94 system (copyright 1995, Gaussian, Inc.), the Gaussian 92(TM) system (copyright 1992, Gaussian, Inc.), the Gaussian 90(TM) system (copyright 1990, Gaussian, Inc.), the Gaussian 88(TM) system (copyright 1988, Gaussian, Inc.), the Gaussian 86(TM) system (copyright 1986, Carnegie Mellon University), and the Gaussian 82(TM) system (copyright 1983, Carnegie Mellon University). Gaussian is a federally registered trademark of Gaussian, Inc. This software contains proprietary and confidential information, including trade secrets, belonging to Gaussian, Inc. 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By using this program, the user acknowledges that Gaussian, Inc. is engaged in the business of creating and licensing software in the field of computational chemistry and represents and warrants to the licensee that it is not a competitor of Gaussian, Inc. and that it will not use this program in any manner prohibited above. --------------------------------------------------------------- Cite this work as: Gaussian 09, Revision D.01, M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, G. Scalmani, V. Barone, B. Mennucci, G. A. Petersson, H. Nakatsuji, M. Caricato, X. Li, H. P. Hratchian, A. F. Izmaylov, J. Bloino, G. Zheng, J. L. Sonnenberg, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, J. A. Montgomery, Jr., J. E. Peralta, F. Ogliaro, M. Bearpark, J. J. Heyd, E. Brothers, K. N. Kudin, V. N. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. C. Burant, S. S. Iyengar, J. Tomasi, M. Cossi, N. Rega, J. M. Millam, M. Klene, J. E. Knox, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, R. L. Martin, K. Morokuma, V. G. Zakrzewski, G. A. Voth, P. Salvador, J. J. Dannenberg, S. Dapprich, A. D. Daniels, O. Farkas, J. B. Foresman, J. V. Ortiz, J. Cioslowski, and D. J. Fox, Gaussian, Inc., Wallingford CT, 2013. ****************************************** Gaussian 09: EM64W-G09RevD.01 13-Apr-2013 09-Mar-2015 ****************************************** %chk=\\icnas3.cc.ic.ac.uk\mh4412\Desktop\inorganic comp\part 2\pyridinium\MH_pyr idinium_NBO.chk Default route: MaxDisk=10GB -------------------------------------------------------------------- # b3lyp/6-31g(d,p) pop=nbo geom=connectivity integral=grid=ultrafine -------------------------------------------------------------------- 1/38=1,57=2/1; 2/12=2,17=6,18=5,40=1/2; 3/5=1,6=6,7=101,11=2,16=1,25=1,30=1,74=-5,75=-5/1,2,3; 4//1; 5/5=2,38=5/2; 6/7=2,8=2,9=2,10=2,28=1,40=1/1,7; 99/5=1,9=1/99; -------------- pyridinium NBO -------------- Symbolic Z-matrix: Charge = 1 Multiplicity = 1 C 0.72214 -1.2086 0. C 1.41542 0.006 0. C 0.71137 1.21476 0. C -0.67205 1.18748 0. C -0.66178 -1.19301 0. H 1.24402 -2.15818 0. H 2.50066 0.01097 0. H 1.22536 2.16864 0. H -1.29478 2.07382 0. H -1.27635 -2.08503 0. N -1.30908 -0.00567 0. H -2.32596 -0.01031 0. Input orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 6 0 0.722144 -1.208598 0.000000 2 6 0 1.415418 0.006003 -0.000001 3 6 0 0.711374 1.214755 0.000000 4 6 0 -0.672046 1.187475 -0.000001 5 6 0 -0.661784 -1.193005 -0.000001 6 1 0 1.244016 -2.158178 0.000004 7 1 0 2.500664 0.010968 0.000002 8 1 0 1.225357 2.168637 0.000003 9 1 0 -1.294778 2.073817 0.000001 10 1 0 -1.276348 -2.085034 0.000001 11 7 0 -1.309084 -0.005669 0.000001 12 1 0 -2.325956 -0.010310 0.000003 --------------------------------------------------------------------- Distance matrix (angstroms): 1 2 3 4 5 1 C 0.000000 2 C 1.398529 0.000000 3 C 2.423377 1.398842 0.000000 4 C 2.772171 2.398621 1.383689 0.000000 5 C 1.384016 2.398414 2.771799 2.380502 0.000000 6 H 1.083537 2.170958 3.414731 3.855475 2.136266 7 H 2.156496 1.085257 2.156539 3.383823 3.383878 8 H 3.414519 2.170970 1.083545 2.136075 3.855118 9 H 3.852561 3.408961 2.182346 1.083235 3.327583 10 H 2.182226 3.408525 3.852226 3.327837 1.083238 11 N 2.360704 2.724527 2.360442 1.352557 1.352318 12 H 3.275181 3.741410 3.275081 2.042084 2.041626 6 7 8 9 10 6 H 0.000000 7 H 2.506862 0.000000 8 H 4.326855 2.506381 0.000000 9 H 4.935105 4.319806 2.521918 0.000000 10 H 2.521425 4.319612 4.934799 4.158892 0.000000 11 N 3.339403 3.809784 3.339311 2.079535 2.079623 12 H 4.166298 4.826667 4.166489 2.325277 2.325114 11 12 11 N 0.000000 12 H 1.016883 0.000000 Stoichiometry C5H6N(1+) Framework group C1[X(C5H6N)] Deg. of freedom 30 Full point group C1 NOp 1 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: --------------------------------------------------------------------- Center Atomic Atomic Coordinates (Angstroms) Number Number Type X Y Z --------------------------------------------------------------------- 1 6 0 0.722141 -1.208600 0.000000 2 6 0 1.415418 0.005999 -0.000001 3 6 0 0.711377 1.214753 0.000000 4 6 0 -0.672043 1.187477 -0.000001 5 6 0 -0.661787 -1.193003 -0.000001 6 1 0 1.244010 -2.158181 0.000004 7 1 0 2.500664 0.010961 0.000002 8 1 0 1.225363 2.168634 0.000003 9 1 0 -1.294772 2.073821 0.000001 10 1 0 -1.276354 -2.085030 0.000001 11 7 0 -1.309084 -0.005665 0.000001 12 1 0 -2.325956 -0.010304 0.000003 --------------------------------------------------------------------- Rotational constants (GHZ): 5.7832159 5.6655147 2.8618801 Standard basis: 6-31G(d,p) (6D, 7F) There are 120 symmetry adapted cartesian basis functions of A symmetry. There are 120 symmetry adapted basis functions of A symmetry. 120 basis functions, 210 primitive gaussians, 120 cartesian basis functions 21 alpha electrons 21 beta electrons nuclear repulsion energy 215.9886887279 Hartrees. NAtoms= 12 NActive= 12 NUniq= 12 SFac= 1.00D+00 NAtFMM= 60 NAOKFM=F Big=F Integral buffers will be 131072 words long. Raffenetti 2 integral format. Two-electron integral symmetry is turned on. One-electron integrals computed using PRISM. NBasis= 120 RedAO= T EigKep= 7.63D-04 NBF= 120 NBsUse= 120 1.00D-06 EigRej= -1.00D+00 NBFU= 120 ExpMin= 1.61D-01 ExpMax= 4.17D+03 ExpMxC= 6.27D+02 IAcc=3 IRadAn= 5 AccDes= 0.00D+00 Harris functional with IExCor= 402 and IRadAn= 5 diagonalized for initial guess. HarFok: IExCor= 402 AccDes= 0.00D+00 IRadAn= 5 IDoV= 1 UseB2=F ITyADJ=14 ICtDFT= 3500011 ScaDFX= 1.000000 1.000000 1.000000 1.000000 FoFCou: FMM=F IPFlag= 0 FMFlag= 100000 FMFlg1= 0 NFxFlg= 0 DoJE=T BraDBF=F KetDBF=T FulRan=T wScrn= 0.000000 ICntrl= 500 IOpCl= 0 I1Cent= 200000004 NGrid= 0 NMat0= 1 NMatS0= 1 NMatT0= 0 NMatD0= 1 NMtDS0= 0 NMtDT0= 0 Petite list used in FoFCou. Keep R1 ints in memory in canonical form, NReq=27367172. Requested convergence on RMS density matrix=1.00D-08 within 128 cycles. Requested convergence on MAX density matrix=1.00D-06. Requested convergence on energy=1.00D-06. No special actions if energy rises. Integral accuracy reduced to 1.0D-05 until final iterations. Initial convergence to 1.0D-05 achieved. Increase integral accuracy. SCF Done: E(RB3LYP) = -248.668060828 A.U. after 13 cycles NFock= 13 Conv=0.40D-08 -V/T= 2.0101 ********************************************************************** Population analysis using the SCF density. ********************************************************************** Orbital symmetries: Occupied (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) Virtual (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) (A) The electronic state is 1-A. Alpha occ. eigenvalues -- -14.63690 -10.45809 -10.45805 -10.41806 -10.40822 Alpha occ. eigenvalues -- -10.40821 -1.21399 -1.02631 -0.99320 -0.86406 Alpha occ. eigenvalues -- -0.85982 -0.79009 -0.70595 -0.69953 -0.66589 Alpha occ. eigenvalues -- -0.65085 -0.64061 -0.57740 -0.57432 -0.50848 Alpha occ. eigenvalues -- -0.47886 Alpha virt. eigenvalues -- -0.25841 -0.22035 -0.12817 -0.07316 -0.05981 Alpha virt. eigenvalues -- -0.04343 -0.03532 -0.00499 0.01205 0.06131 Alpha virt. eigenvalues -- 0.08174 0.09929 0.10521 0.22793 0.25361 Alpha virt. eigenvalues -- 0.31051 0.32155 0.34487 0.36223 0.38380 Alpha virt. eigenvalues -- 0.38784 0.39754 0.40257 0.41022 0.43120 Alpha virt. eigenvalues -- 0.45704 0.49005 0.59052 0.60566 0.61128 Alpha virt. eigenvalues -- 0.62264 0.63202 0.64883 0.70355 0.71889 Alpha virt. eigenvalues -- 0.76127 0.78772 0.86484 0.90177 0.94545 Alpha virt. eigenvalues -- 0.96121 1.01904 1.05306 1.05615 1.17128 Alpha virt. eigenvalues -- 1.17285 1.19579 1.19722 1.22933 1.27444 Alpha virt. eigenvalues -- 1.49194 1.52414 1.55290 1.67957 1.68148 Alpha virt. eigenvalues -- 1.74584 1.75802 1.76379 1.76530 1.77672 Alpha virt. eigenvalues -- 1.81692 1.87588 1.91154 2.06877 2.08234 Alpha virt. eigenvalues -- 2.13635 2.15860 2.16471 2.19600 2.20173 Alpha virt. eigenvalues -- 2.20809 2.22523 2.22923 2.26428 2.26479 Alpha virt. eigenvalues -- 2.27923 2.36177 2.39381 2.39822 2.45313 Alpha virt. eigenvalues -- 2.57583 2.60415 2.61734 2.83153 2.85810 Alpha virt. eigenvalues -- 2.90812 3.03115 3.03177 3.04318 3.17195 Alpha virt. eigenvalues -- 3.28334 3.32206 3.75444 3.86415 3.94836 Alpha virt. eigenvalues -- 3.98238 4.13667 4.22311 4.57602 Condensed to atoms (all electrons): 1 2 3 4 5 6 1 C 4.781411 0.514179 -0.018863 -0.035864 0.544235 0.384660 2 C 0.514179 4.757742 0.513974 -0.034418 -0.034427 -0.026773 3 C -0.018863 0.513974 4.781456 0.544496 -0.035871 0.003884 4 C -0.035864 -0.034418 0.544496 4.712140 -0.053535 0.000292 5 C 0.544235 -0.034427 -0.035871 -0.053535 4.712266 -0.034453 6 H 0.384660 -0.026773 0.003884 0.000292 -0.034453 0.487325 7 H -0.034071 0.381147 -0.034071 0.004486 0.004487 -0.004565 8 H 0.003886 -0.026778 0.384663 -0.034455 0.000292 -0.000109 9 H 0.000146 0.003232 -0.024908 0.382045 0.003087 0.000009 10 H -0.024926 0.003234 0.000146 0.003085 0.382037 -0.003077 11 N -0.013191 -0.042683 -0.013204 0.360714 0.360902 0.003383 12 H 0.003908 -0.000051 0.003909 -0.027755 -0.027782 -0.000105 7 8 9 10 11 12 1 C -0.034071 0.003886 0.000146 -0.024926 -0.013191 0.003908 2 C 0.381147 -0.026778 0.003232 0.003234 -0.042683 -0.000051 3 C -0.034071 0.384663 -0.024908 0.000146 -0.013204 0.003909 4 C 0.004486 -0.034455 0.382045 0.003085 0.360714 -0.027755 5 C 0.004487 0.000292 0.003087 0.382037 0.360902 -0.027782 6 H -0.004565 -0.000109 0.000009 -0.003077 0.003383 -0.000105 7 H 0.496751 -0.004570 -0.000107 -0.000107 -0.000012 0.000013 8 H -0.004570 0.487333 -0.003076 0.000009 0.003385 -0.000105 9 H -0.000107 -0.003076 0.473720 -0.000135 -0.040628 -0.004805 10 H -0.000107 0.000009 -0.000135 0.473722 -0.040610 -0.004809 11 N -0.000012 0.003385 -0.040628 -0.040610 6.537381 0.357173 12 H 0.000013 -0.000105 -0.004805 -0.004809 0.357173 0.358363 Mulliken charges: 1 1 C -0.105510 2 C -0.008377 3 C -0.105611 4 C 0.178770 5 C 0.178762 6 H 0.189529 7 H 0.190620 8 H 0.189527 9 H 0.211421 10 H 0.211431 11 N -0.472609 12 H 0.342047 Sum of Mulliken charges = 1.00000 Mulliken charges with hydrogens summed into heavy atoms: 1 1 C 0.084019 2 C 0.182242 3 C 0.083917 4 C 0.390191 5 C 0.390193 11 N -0.130562 Electronic spatial extent (au): = 433.1663 Charge= 1.0000 electrons Dipole moment (field-independent basis, Debye): X= -1.8724 Y= -0.0090 Z= 0.0000 Tot= 1.8724 Quadrupole moment (field-independent basis, Debye-Ang): XX= -16.7609 YY= -20.5266 ZZ= -35.4044 XY= 0.0169 XZ= 0.0000 YZ= 0.0000 Traceless Quadrupole moment (field-independent basis, Debye-Ang): XX= 7.4697 YY= 3.7040 ZZ= -11.1738 XY= 0.0169 XZ= 0.0000 YZ= 0.0000 Octapole moment (field-independent basis, Debye-Ang**2): XXX= -13.2130 YYY= -0.0438 ZZZ= 0.0000 XYY= -2.8376 XXY= -0.0310 XXZ= 0.0001 XZZ= -1.7579 YZZ= -0.0083 YYZ= 0.0000 XYZ= 0.0000 Hexadecapole moment (field-independent basis, Debye-Ang**3): XXXX= -173.6035 YYYY= -204.4118 ZZZZ= -34.0052 XXXY= 0.1028 XXXZ= 0.0000 YYYX= 0.0493 YYYZ= 0.0000 ZZZX= 0.0000 ZZZY= 0.0000 XXYY= -64.6869 XXZZ= -51.4862 YYZZ= -53.7596 XXYZ= 0.0000 YYXZ= 0.0000 ZZXY= 0.0139 N-N= 2.159886887279D+02 E-N=-9.985006708280D+02 KE= 2.461911054826D+02 ******************************Gaussian NBO Version 3.1****************************** N A T U R A L A T O M I C O R B I T A L A N D N A T U R A L B O N D O R B I T A L A N A L Y S I S ******************************Gaussian NBO Version 3.1****************************** /RESON / : Allow strongly delocalized NBO set Analyzing the SCF density Job title: pyridinium NBO Storage needed: 43764 in NPA, 58119 in NBO ( 268434640 available) NATURAL POPULATIONS: Natural atomic orbital occupancies NAO Atom No lang Type(AO) Occupancy Energy ---------------------------------------------------------- 1 C 1 S Cor( 1S) 1.99912 -10.26443 2 C 1 S Val( 2S) 0.98865 -0.39722 3 C 1 S Ryd( 3S) 0.00068 0.97797 4 C 1 S Ryd( 4S) 0.00002 3.85842 5 C 1 px Val( 2p) 1.08696 -0.25548 6 C 1 px Ryd( 3p) 0.00477 0.60496 7 C 1 py Val( 2p) 1.19885 -0.26444 8 C 1 py Ryd( 3p) 0.00507 0.82031 9 C 1 pz Val( 2p) 0.95419 -0.31078 10 C 1 pz Ryd( 3p) 0.00024 0.42470 11 C 1 dxy Ryd( 3d) 0.00052 2.32822 12 C 1 dxz Ryd( 3d) 0.00040 1.72373 13 C 1 dyz Ryd( 3d) 0.00046 1.69941 14 C 1 dx2y2 Ryd( 3d) 0.00075 2.29157 15 C 1 dz2 Ryd( 3d) 0.00039 2.13843 16 C 2 S Cor( 1S) 1.99913 -10.27360 17 C 2 S Val( 2S) 0.99090 -0.39713 18 C 2 S Ryd( 3S) 0.00058 0.96785 19 C 2 S Ryd( 4S) 0.00003 3.85139 20 C 2 px Val( 2p) 1.22952 -0.26779 21 C 2 px Ryd( 3p) 0.00617 0.92305 22 C 2 py Val( 2p) 1.04574 -0.24039 23 C 2 py Ryd( 3p) 0.00423 0.50538 24 C 2 pz Val( 2p) 0.84324 -0.30726 25 C 2 pz Ryd( 3p) 0.00009 0.42494 26 C 2 dxy Ryd( 3d) 0.00070 2.23435 27 C 2 dxz Ryd( 3d) 0.00049 1.68094 28 C 2 dyz Ryd( 3d) 0.00046 1.72795 29 C 2 dx2y2 Ryd( 3d) 0.00074 2.35901 30 C 2 dz2 Ryd( 3d) 0.00038 2.13867 31 C 3 S Cor( 1S) 1.99912 -10.26442 32 C 3 S Val( 2S) 0.98863 -0.39720 33 C 3 S Ryd( 3S) 0.00068 0.97784 34 C 3 S Ryd( 4S) 0.00002 3.85860 35 C 3 px Val( 2p) 1.08579 -0.25528 36 C 3 px Ryd( 3p) 0.00476 0.60204 37 C 3 py Val( 2p) 1.20006 -0.26461 38 C 3 py Ryd( 3p) 0.00508 0.82335 39 C 3 pz Val( 2p) 0.95414 -0.31077 40 C 3 pz Ryd( 3p) 0.00024 0.42472 41 C 3 dxy Ryd( 3d) 0.00052 2.32646 42 C 3 dxz Ryd( 3d) 0.00040 1.72421 43 C 3 dyz Ryd( 3d) 0.00046 1.69894 44 C 3 dx2y2 Ryd( 3d) 0.00075 2.29339 45 C 3 dz2 Ryd( 3d) 0.00039 2.13838 46 C 4 S Cor( 1S) 1.99918 -10.32286 47 C 4 S Val( 2S) 0.95222 -0.40570 48 C 4 S Ryd( 3S) 0.00159 0.76051 49 C 4 S Ryd( 4S) 0.00008 3.79163 50 C 4 px Val( 2p) 1.07580 -0.26295 51 C 4 px Ryd( 3p) 0.00665 0.53752 52 C 4 py Val( 2p) 0.98987 -0.24959 53 C 4 py Ryd( 3p) 0.00563 0.69892 54 C 4 pz Val( 2p) 0.89287 -0.33293 55 C 4 pz Ryd( 3p) 0.00124 0.38494 56 C 4 dxy Ryd( 3d) 0.00122 2.34628 57 C 4 dxz Ryd( 3d) 0.00068 1.70613 58 C 4 dyz Ryd( 3d) 0.00081 1.69438 59 C 4 dx2y2 Ryd( 3d) 0.00083 2.23798 60 C 4 dz2 Ryd( 3d) 0.00043 2.12816 61 C 5 S Cor( 1S) 1.99918 -10.32292 62 C 5 S Val( 2S) 0.95223 -0.40576 63 C 5 S Ryd( 3S) 0.00159 0.76048 64 C 5 S Ryd( 4S) 0.00008 3.79154 65 C 5 px Val( 2p) 1.07270 -0.26248 66 C 5 px Ryd( 3p) 0.00665 0.53362 67 C 5 py Val( 2p) 0.99302 -0.25008 68 C 5 py Ryd( 3p) 0.00564 0.70272 69 C 5 pz Val( 2p) 0.89257 -0.33294 70 C 5 pz Ryd( 3p) 0.00124 0.38492 71 C 5 dxy Ryd( 3d) 0.00123 2.34392 72 C 5 dxz Ryd( 3d) 0.00069 1.70640 73 C 5 dyz Ryd( 3d) 0.00081 1.69398 74 C 5 dx2y2 Ryd( 3d) 0.00082 2.24017 75 C 5 dz2 Ryd( 3d) 0.00043 2.12797 76 H 6 S Val( 1S) 0.70178 -0.06344 77 H 6 S Ryd( 2S) 0.00048 0.39262 78 H 6 px Ryd( 2p) 0.00014 2.45435 79 H 6 py Ryd( 2p) 0.00033 2.72785 80 H 6 pz Ryd( 2p) 0.00008 2.04666 81 H 7 S Val( 1S) 0.70718 -0.06367 82 H 7 S Ryd( 2S) 0.00057 0.39417 83 H 7 px Ryd( 2p) 0.00044 2.84058 84 H 7 py Ryd( 2p) 0.00005 2.34671 85 H 7 pz Ryd( 2p) 0.00006 2.04417 86 H 8 S Val( 1S) 0.70177 -0.06344 87 H 8 S Ryd( 2S) 0.00048 0.39267 88 H 8 px Ryd( 2p) 0.00014 2.45084 89 H 8 py Ryd( 2p) 0.00033 2.73138 90 H 8 pz Ryd( 2p) 0.00008 2.04666 91 H 9 S Val( 1S) 0.71396 -0.09382 92 H 9 S Ryd( 2S) 0.00053 0.36559 93 H 9 px Ryd( 2p) 0.00016 2.46563 94 H 9 py Ryd( 2p) 0.00033 2.67320 95 H 9 pz Ryd( 2p) 0.00008 2.02042 96 H 10 S Val( 1S) 0.71398 -0.09385 97 H 10 S Ryd( 2S) 0.00053 0.36562 98 H 10 px Ryd( 2p) 0.00015 2.46133 99 H 10 py Ryd( 2p) 0.00034 2.67753 100 H 10 pz Ryd( 2p) 0.00008 2.02039 101 N 11 S Cor( 1S) 1.99937 -14.46172 102 N 11 S Val( 2S) 1.25151 -0.77664 103 N 11 S Ryd( 3S) 0.00022 1.20547 104 N 11 S Ryd( 4S) 0.00002 3.75696 105 N 11 px Val( 2p) 1.44556 -0.49497 106 N 11 px Ryd( 3p) 0.00381 1.17300 107 N 11 py Val( 2p) 1.31858 -0.48421 108 N 11 py Ryd( 3p) 0.00179 0.84379 109 N 11 pz Val( 2p) 1.45193 -0.48744 110 N 11 pz Ryd( 3p) 0.00050 0.55153 111 N 11 dxy Ryd( 3d) 0.00052 2.31722 112 N 11 dxz Ryd( 3d) 0.00030 1.64977 113 N 11 dyz Ryd( 3d) 0.00089 1.70888 114 N 11 dx2y2 Ryd( 3d) 0.00072 2.47581 115 N 11 dz2 Ryd( 3d) 0.00052 2.10532 116 H 12 S Val( 1S) 0.51475 -0.05934 117 H 12 S Ryd( 2S) 0.00143 0.36252 118 H 12 px Ryd( 2p) 0.00062 2.82976 119 H 12 py Ryd( 2p) 0.00013 2.31334 120 H 12 pz Ryd( 2p) 0.00027 2.02722 Summary of Natural Population Analysis: Natural Population Natural ----------------------------------------------- Atom No Charge Core Valence Rydberg Total ----------------------------------------------------------------------- C 1 -0.24108 1.99912 4.22865 0.01331 6.24108 C 2 -0.12240 1.99913 4.10941 0.01386 6.12240 C 3 -0.24105 1.99912 4.22861 0.01331 6.24105 C 4 0.07090 1.99918 3.91076 0.01916 5.92910 C 5 0.07114 1.99918 3.91052 0.01916 5.92886 H 6 0.29720 0.00000 0.70178 0.00103 0.70280 H 7 0.29169 0.00000 0.70718 0.00113 0.70831 H 8 0.29720 0.00000 0.70177 0.00103 0.70280 H 9 0.28493 0.00000 0.71396 0.00110 0.71507 H 10 0.28492 0.00000 0.71398 0.00110 0.71508 N 11 -0.47624 1.99937 5.46757 0.00929 7.47624 H 12 0.48279 0.00000 0.51475 0.00246 0.51721 ======================================================================= * Total * 1.00000 11.99510 29.90895 0.09595 42.00000 Natural Population -------------------------------------------------------- Core 11.99510 ( 99.9592% of 12) Valence 29.90895 ( 99.6965% of 30) Natural Minimal Basis 41.90405 ( 99.7715% of 42) Natural Rydberg Basis 0.09595 ( 0.2285% of 42) -------------------------------------------------------- Atom No Natural Electron Configuration ---------------------------------------------------------------------------- C 1 [core]2S( 0.99)2p( 3.24)3p( 0.01) C 2 [core]2S( 0.99)2p( 3.12)3p( 0.01) C 3 [core]2S( 0.99)2p( 3.24)3p( 0.01) C 4 [core]2S( 0.95)2p( 2.96)3p( 0.01) C 5 [core]2S( 0.95)2p( 2.96)3p( 0.01) H 6 1S( 0.70) H 7 1S( 0.71) H 8 1S( 0.70) H 9 1S( 0.71) H 10 1S( 0.71) N 11 [core]2S( 1.25)2p( 4.22)3p( 0.01) H 12 1S( 0.51) NATURAL BOND ORBITAL ANALYSIS: Occupancies Lewis Structure Low High Occ. ------------------- ----------------- occ occ Cycle Thresh. Lewis Non-Lewis CR BD 3C LP (L) (NL) Dev ============================================================================= 1(1) 1.90 39.15213 2.84787 6 12 0 3 3 3 0.47 2(2) 1.90 39.15213 2.84787 6 12 0 3 3 3 0.47 3(1) 1.80 39.52464 2.47536 6 13 0 2 2 3 0.47 4(2) 1.80 39.52427 2.47573 6 13 0 2 2 3 0.47 5(3) 1.80 39.52464 2.47536 6 13 0 2 2 3 0.47 6(1) 1.70 39.52464 2.47536 6 13 0 2 2 3 0.47 7(2) 1.70 39.52427 2.47573 6 13 0 2 2 3 0.47 8(3) 1.70 39.52464 2.47536 6 13 0 2 2 3 0.47 9(1) 1.60 40.47147 1.52853 6 14 0 1 1 3 0.41 10(2) 1.60 40.47147 1.52853 6 14 0 1 1 3 0.41 11(1) 1.50 39.76676 2.23324 6 15 0 0 1 5 0.74 12(2) 1.50 40.77892 1.22108 6 15 0 0 0 3 0.47 13(3) 1.50 39.76520 2.23480 6 15 0 0 1 5 0.74 14(4) 1.50 40.77736 1.22264 6 15 0 0 0 3 0.47 15(5) 1.50 39.45935 2.54065 6 14 0 1 2 5 0.74 16(6) 1.50 40.47147 1.52853 6 14 0 1 1 3 0.41 17(7) 1.50 40.77892 1.22108 6 15 0 0 0 3 0.47 18(8) 1.50 39.76520 2.23480 6 15 0 0 1 5 0.74 19(9) 1.50 40.77736 1.22264 6 15 0 0 0 3 0.47 20(1) 1.50 40.77892 1.22108 6 15 0 0 0 3 0.47 ----------------------------------------------------------------------------- Structure accepted: RESONANCE keyword permits strongly delocalized structure -------------------------------------------------------- Core 11.99512 ( 99.959% of 12) Valence Lewis 28.78380 ( 95.946% of 30) ================== ============================ Total Lewis 40.77892 ( 97.093% of 42) ----------------------------------------------------- Valence non-Lewis 1.16034 ( 2.763% of 42) Rydberg non-Lewis 0.06074 ( 0.145% of 42) ================== ============================ Total non-Lewis 1.22108 ( 2.907% of 42) -------------------------------------------------------- (Occupancy) Bond orbital/ Coefficients/ Hybrids --------------------------------------------------------------------------------- 1. (1.98250) BD ( 1) C 1 - C 2 ( 50.26%) 0.7089* C 1 s( 34.73%)p 1.88( 65.23%)d 0.00( 0.04%) 0.0000 0.5893 -0.0066 0.0009 0.4154 0.0371 0.6916 -0.0066 0.0000 0.0000 0.0121 0.0000 0.0000 -0.0120 -0.0115 ( 49.74%) 0.7053* C 2 s( 34.46%)p 1.90( 65.50%)d 0.00( 0.04%) 0.0000 0.5869 -0.0086 0.0005 -0.3903 0.0236 -0.7080 -0.0289 0.0000 0.0000 0.0168 0.0000 0.0000 -0.0061 -0.0113 2. (1.54905) BD ( 2) C 1 - C 2 ( 54.27%) 0.7367* C 1 s( 0.00%)p 1.00( 99.94%)d 0.00( 0.06%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.9997 -0.0080 0.0000 -0.0087 0.0228 0.0000 0.0000 ( 45.73%) 0.6762* C 2 s( 0.00%)p 1.00( 99.93%)d 0.00( 0.07%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.9997 -0.0036 0.0000 -0.0241 -0.0102 0.0000 0.0000 3. (1.98297) BD ( 1) C 1 - C 5 ( 49.58%) 0.7042* C 1 s( 33.47%)p 1.99( 66.49%)d 0.00( 0.05%) 0.0000 0.5784 -0.0118 -0.0002 -0.8145 -0.0192 -0.0028 -0.0321 0.0000 0.0000 -0.0045 0.0000 0.0000 0.0180 -0.0119 ( 50.42%) 0.7100* C 5 s( 38.49%)p 1.60( 61.47%)d 0.00( 0.04%) -0.0001 0.6204 -0.0023 0.0030 0.7832 0.0048 -0.0107 -0.0331 0.0000 0.0000 0.0054 0.0000 0.0000 0.0168 -0.0095 4. (1.97822) BD ( 1) C 1 - H 6 ( 64.83%) 0.8052* C 1 s( 31.78%)p 2.15( 68.19%)d 0.00( 0.03%) 0.0003 -0.5636 -0.0138 0.0005 -0.4020 0.0073 0.7211 -0.0181 0.0000 0.0000 0.0110 0.0000 0.0000 0.0084 0.0099 ( 35.17%) 0.5930* H 6 s( 99.94%)p 0.00( 0.06%) -0.9997 -0.0016 0.0117 -0.0207 0.0000 5. (1.98248) BD ( 1) C 2 - C 3 ( 49.74%) 0.7053* C 2 s( 34.44%)p 1.90( 65.51%)d 0.00( 0.04%) 0.0000 0.5868 -0.0086 0.0005 -0.3966 0.0233 0.7046 0.0291 0.0000 0.0000 -0.0169 0.0000 0.0000 -0.0058 -0.0113 ( 50.26%) 0.7089* C 3 s( 34.72%)p 1.88( 65.24%)d 0.00( 0.04%) 0.0000 0.5892 -0.0066 0.0009 0.4213 0.0370 -0.6881 0.0069 0.0000 0.0000 -0.0123 0.0000 0.0000 -0.0117 -0.0115 6. (1.98140) BD ( 1) C 2 - H 7 ( 64.64%) 0.8040* C 2 s( 31.07%)p 2.22( 68.90%)d 0.00( 0.03%) -0.0003 0.5572 0.0131 -0.0007 0.8298 -0.0199 0.0037 -0.0001 0.0000 0.0000 0.0001 0.0000 0.0000 0.0153 -0.0101 ( 35.36%) 0.5947* H 7 s( 99.94%)p 0.00( 0.06%) 0.9997 0.0018 -0.0242 -0.0001 0.0000 7. (1.98298) BD ( 1) C 3 - C 4 ( 49.58%) 0.7042* C 3 s( 33.48%)p 1.99( 66.47%)d 0.00( 0.05%) 0.0000 0.5785 -0.0119 -0.0002 -0.8144 -0.0195 -0.0041 0.0319 0.0000 0.0000 0.0048 0.0000 0.0000 0.0179 -0.0119 ( 50.42%) 0.7100* C 4 s( 38.50%)p 1.60( 61.46%)d 0.00( 0.04%) -0.0001 0.6205 -0.0024 0.0030 0.7830 0.0045 0.0175 0.0331 0.0000 0.0000 -0.0051 0.0000 0.0000 0.0169 -0.0095 8. (1.61474) BD ( 2) C 3 - C 4 ( 52.22%) 0.7226* C 3 s( 0.00%)p 1.00( 99.94%)d 0.00( 0.06%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.9997 -0.0068 0.0000 -0.0191 -0.0160 0.0000 0.0000 ( 47.78%) 0.6912* C 4 s( 0.00%)p 1.00( 99.94%)d 0.00( 0.06%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.9995 -0.0175 0.0000 0.0197 -0.0152 0.0000 0.0000 9. (1.97821) BD ( 1) C 3 - H 8 ( 64.83%) 0.8052* C 3 s( 31.78%)p 2.15( 68.20%)d 0.00( 0.03%) -0.0003 0.5635 0.0138 -0.0005 0.3959 -0.0071 0.7244 -0.0181 0.0000 0.0000 0.0109 0.0000 0.0000 -0.0086 -0.0099 ( 35.17%) 0.5930* H 8 s( 99.94%)p 0.00( 0.06%) 0.9997 0.0016 -0.0115 -0.0208 0.0000 10. (1.98154) BD ( 1) C 4 - H 9 ( 64.26%) 0.8016* C 4 s( 33.44%)p 1.99( 66.52%)d 0.00( 0.04%) -0.0004 0.5780 0.0180 -0.0017 -0.4723 0.0194 0.6644 -0.0182 0.0000 0.0000 -0.0164 0.0000 0.0000 -0.0017 -0.0092 ( 35.74%) 0.5978* H 9 s( 99.94%)p 0.00( 0.06%) 0.9997 0.0018 0.0129 -0.0209 0.0000 11. (1.98861) BD ( 1) C 4 - N 11 ( 36.68%) 0.6057* C 4 s( 28.12%)p 2.55( 71.75%)d 0.00( 0.13%) -0.0001 0.5292 -0.0334 -0.0013 -0.4011 -0.0562 -0.7434 -0.0279 0.0000 0.0000 0.0250 0.0000 0.0000 -0.0187 -0.0179 ( 63.32%) 0.7957* N 11 s( 36.56%)p 1.73( 63.42%)d 0.00( 0.03%) -0.0001 0.6046 -0.0037 0.0006 0.3628 -0.0187 0.7085 0.0131 0.0000 0.0000 0.0107 0.0000 0.0000 -0.0059 -0.0115 12. (1.98155) BD ( 1) C 5 - H 10 ( 64.26%) 0.8016* C 5 s( 33.44%)p 1.99( 66.52%)d 0.00( 0.04%) 0.0004 -0.5780 -0.0180 0.0017 0.4664 -0.0192 0.6686 -0.0184 0.0000 0.0000 -0.0163 0.0000 0.0000 0.0020 0.0092 ( 35.74%) 0.5978* H 10 s( 99.94%)p 0.00( 0.06%) -0.9997 -0.0018 -0.0127 -0.0210 0.0000 13. (1.98862) BD ( 1) C 5 - N 11 ( 36.69%) 0.6057* C 5 s( 28.14%)p 2.55( 71.73%)d 0.00( 0.13%) -0.0001 0.5294 -0.0335 -0.0013 -0.4074 -0.0564 0.7399 0.0274 0.0000 0.0000 -0.0253 0.0000 0.0000 -0.0182 -0.0179 ( 63.31%) 0.7957* N 11 s( 36.56%)p 1.73( 63.41%)d 0.00( 0.03%) -0.0001 0.6046 -0.0037 0.0006 0.3690 -0.0186 -0.7053 -0.0133 0.0000 0.0000 -0.0108 0.0000 0.0000 -0.0058 -0.0115 14. (1.82464) BD ( 2) C 5 - N 11 ( 28.55%) 0.5343* C 5 s( 0.00%)p 1.00( 99.83%)d 0.00( 0.17%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.9991 0.0132 0.0000 -0.0103 0.0393 0.0000 0.0000 ( 71.45%) 0.8453* N 11 s( 0.00%)p 1.00( 99.98%)d 0.00( 0.02%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.9999 0.0036 0.0000 0.0129 -0.0077 0.0000 0.0000 15. (1.98630) BD ( 1) N 11 - H 12 ( 74.59%) 0.8637* N 11 s( 26.82%)p 2.73( 73.15%)d 0.00( 0.02%) 0.0002 -0.5179 -0.0066 0.0013 0.8552 -0.0091 0.0038 -0.0001 0.0000 0.0000 -0.0001 0.0000 0.0000 -0.0115 0.0106 ( 25.41%) 0.5041* H 12 s( 99.88%)p 0.00( 0.12%) -0.9994 0.0064 -0.0342 -0.0002 0.0000 16. (1.99913) CR ( 1) C 1 s(100.00%)p 0.00( 0.00%) 1.0000 0.0002 0.0000 0.0000 0.0001 0.0000 -0.0002 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 17. (1.99914) CR ( 1) C 2 s(100.00%)p 0.00( 0.00%) 1.0000 0.0002 0.0000 0.0000 0.0002 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 18. (1.99913) CR ( 1) C 3 s(100.00%)p 0.00( 0.00%) 1.0000 0.0002 0.0000 0.0000 0.0001 0.0000 0.0002 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 19. (1.99918) CR ( 1) C 4 s(100.00%)p 0.00( 0.00%) 1.0000 0.0003 0.0000 0.0000 -0.0002 0.0000 0.0002 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 20. (1.99918) CR ( 1) C 5 s(100.00%)p 0.00( 0.00%) 1.0000 0.0003 0.0000 0.0000 -0.0002 0.0000 -0.0002 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 21. (1.99937) CR ( 1) N 11 s(100.00%)p 0.00( 0.00%) 1.0000 0.0002 0.0000 0.0000 -0.0001 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 22. (0.00470) RY*( 1) C 1 s( 0.81%)p99.99( 93.00%)d 7.59( 6.19%) 0.0000 -0.0121 0.0894 0.0030 0.0093 0.5709 -0.0328 -0.7765 0.0000 0.0000 0.1948 0.0000 0.0000 0.1534 0.0192 23. (0.00237) RY*( 2) C 1 s( 0.08%)p99.99( 99.16%)d10.17( 0.77%) 0.0000 -0.0020 0.0206 -0.0181 0.0386 -0.8015 0.0139 -0.5895 0.0000 0.0000 0.0483 0.0000 0.0000 -0.0727 -0.0077 24. (0.00036) RY*( 3) C 1 s( 0.00%)p 1.00( 0.12%)d99.99( 99.88%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.0064 0.0343 0.0000 0.8000 0.5989 0.0000 0.0000 25. (0.00023) RY*( 4) C 1 s( 86.09%)p 0.00( 0.27%)d 0.16( 13.64%) 0.0000 0.0025 0.9253 0.0688 -0.0217 0.0233 0.0133 0.0387 0.0000 0.0000 -0.0480 0.0000 0.0000 -0.3662 0.0015 26. (0.00019) RY*( 5) C 1 s( 0.00%)p 1.00( 85.06%)d 0.18( 14.94%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.0014 0.9223 0.0000 -0.2563 0.2894 0.0000 0.0000 27. (0.00007) RY*( 6) C 1 s( 12.05%)p 0.14( 1.67%)d 7.16( 86.28%) 28. (0.00004) RY*( 7) C 1 s( 36.03%)p 0.03( 1.20%)d 1.74( 62.77%) 29. (0.00000) RY*( 8) C 1 s( 0.00%)p 1.00( 14.88%)d 5.72( 85.12%) 30. (0.00001) RY*( 9) C 1 s( 9.53%)p 0.50( 4.76%)d 8.99( 85.71%) 31. (0.00001) RY*(10) C 1 s( 55.43%)p 0.00( 0.05%)d 0.80( 44.52%) 32. (0.00524) RY*( 1) C 2 s( 1.26%)p72.53( 91.68%)d 5.58( 7.05%) 0.0000 -0.0145 0.1097 0.0199 0.0362 0.9568 0.0001 0.0044 0.0000 0.0000 -0.0024 0.0000 0.0000 -0.2640 0.0286 33. (0.00270) RY*( 2) C 2 s( 0.00%)p 1.00( 98.86%)d 0.01( 1.14%) 0.0000 0.0000 0.0001 0.0000 0.0002 -0.0045 -0.0382 0.9935 0.0000 0.0000 0.1069 0.0000 0.0000 -0.0007 0.0000 34. (0.00055) RY*( 3) C 2 s( 0.00%)p 1.00( 0.04%)d99.99( 99.96%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0102 -0.0157 0.0000 0.0035 0.9998 0.0000 0.0000 35. (0.00015) RY*( 4) C 2 s( 91.70%)p 0.00( 0.24%)d 0.09( 8.06%) 0.0000 0.0053 0.9530 0.0935 -0.0228 -0.0433 -0.0002 -0.0001 0.0000 0.0000 -0.0007 0.0000 0.0000 0.2560 0.1226 36. (0.00010) RY*( 5) C 2 s( 0.00%)p 1.00( 1.20%)d82.35( 98.80%) 37. (0.00010) RY*( 6) C 2 s( 0.00%)p 1.00( 78.74%)d 0.27( 21.26%) 38. (0.00005) RY*( 7) C 2 s( 55.90%)p 0.02( 1.03%)d 0.77( 43.06%) 39. (0.00000) RY*( 8) C 2 s( 0.00%)p 1.00( 21.29%)d 3.70( 78.71%) 40. (0.00001) RY*( 9) C 2 s( 30.06%)p 0.21( 6.18%)d 2.12( 63.77%) 41. (0.00001) RY*(10) C 2 s( 21.10%)p 0.04( 0.91%)d 3.70( 77.99%) 42. (0.00470) RY*( 1) C 3 s( 0.82%)p99.99( 93.00%)d 7.55( 6.18%) 0.0000 -0.0121 0.0896 0.0030 0.0090 0.5647 0.0329 0.7810 0.0000 0.0000 -0.1920 0.0000 0.0000 0.1567 0.0192 43. (0.00237) RY*( 2) C 3 s( 0.07%)p99.99( 99.16%)d10.40( 0.77%) 0.0000 -0.0020 0.0202 -0.0180 0.0387 -0.8062 -0.0135 0.5830 0.0000 0.0000 -0.0499 0.0000 0.0000 -0.0716 -0.0077 44. (0.00036) RY*( 3) C 3 s( 0.00%)p 1.00( 0.63%)d99.99( 99.37%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0065 -0.0792 0.0000 0.8300 -0.5521 0.0000 0.0000 45. (0.00024) RY*( 4) C 3 s( 86.05%)p 0.00( 0.27%)d 0.16( 13.68%) 0.0000 0.0025 0.9251 0.0687 -0.0216 0.0231 -0.0135 -0.0384 0.0000 0.0000 0.0412 0.0000 0.0000 -0.3676 0.0015 46. (0.00020) RY*( 5) C 3 s( 0.00%)p 1.00( 84.53%)d 0.18( 15.47%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.0025 0.9194 0.0000 -0.1532 -0.3622 0.0000 0.0000 47. (0.00007) RY*( 6) C 3 s( 12.05%)p 0.14( 1.67%)d 7.16( 86.28%) 48. (0.00004) RY*( 7) C 3 s( 36.07%)p 0.03( 1.20%)d 1.74( 62.73%) 49. (0.00000) RY*( 8) C 3 s( 0.00%)p 1.00( 14.90%)d 5.71( 85.10%) 50. (0.00001) RY*( 9) C 3 s( 9.37%)p 0.51( 4.75%)d 9.16( 85.87%) 51. (0.00001) RY*(10) C 3 s( 55.58%)p 0.00( 0.05%)d 0.80( 44.37%) 52. (0.00574) RY*( 1) C 4 s( 0.04%)p99.99( 91.67%)d99.99( 8.29%) 0.0000 -0.0087 0.0183 0.0048 -0.0161 -0.7497 0.0405 0.5940 0.0000 0.0000 0.2490 0.0000 0.0000 0.1439 0.0120 53. (0.00270) RY*( 2) C 4 s( 0.87%)p99.99( 97.06%)d 2.37( 2.07%) 0.0000 0.0152 0.0913 -0.0129 -0.0438 0.6300 -0.0410 0.7551 0.0000 0.0000 0.1244 0.0000 0.0000 -0.0573 0.0439 54. (0.00186) RY*( 3) C 4 s( 0.00%)p 1.00( 52.32%)d 0.91( 47.68%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0151 0.7232 0.0000 -0.4963 -0.4801 0.0000 0.0000 55. (0.00044) RY*( 4) C 4 s( 86.32%)p 0.01( 0.53%)d 0.15( 13.15%) 0.0000 0.0091 0.9286 0.0300 -0.0075 -0.0575 -0.0432 -0.0072 0.0000 0.0000 -0.3149 0.0000 0.0000 0.1615 0.0788 56. (0.00038) RY*( 5) C 4 s( 0.00%)p 1.00( 38.07%)d 1.63( 61.93%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.0025 0.6170 0.0000 0.7767 0.1264 0.0000 0.0000 57. (0.00020) RY*( 6) C 4 s( 9.08%)p 0.17( 1.53%)d 9.85( 89.39%) 0.0000 -0.0014 0.2759 0.1212 0.0251 -0.0924 0.0188 -0.0761 0.0000 0.0000 0.3811 0.0000 0.0000 -0.8626 -0.0670 58. (0.00007) RY*( 7) C 4 s( 79.31%)p 0.02( 1.30%)d 0.24( 19.39%) 59. (0.00002) RY*( 8) C 4 s( 19.26%)p 0.39( 7.59%)d 3.80( 73.16%) 60. (0.00000) RY*( 9) C 4 s( 0.00%)p 1.00( 9.67%)d 9.34( 90.33%) 61. (0.00001) RY*(10) C 4 s( 5.05%)p 0.12( 0.60%)d18.68( 94.35%) 62. (0.00574) RY*( 1) C 5 s( 0.04%)p99.99( 91.67%)d99.99( 8.29%) 0.0000 -0.0087 0.0181 0.0048 -0.0158 -0.7441 -0.0406 -0.6009 0.0000 0.0000 -0.2465 0.0000 0.0000 0.1483 0.0121 63. (0.00295) RY*( 2) C 5 s( 0.00%)p 1.00( 52.62%)d 0.90( 47.38%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.0334 0.7246 0.0000 -0.4990 0.4742 0.0000 0.0000 64. (0.00270) RY*( 3) C 5 s( 0.89%)p99.99( 97.05%)d 2.31( 2.06%) 0.0000 0.0153 0.0923 -0.0130 -0.0441 0.6368 0.0407 -0.7493 0.0000 0.0000 -0.1249 0.0000 0.0000 -0.0553 0.0440 65. (0.00044) RY*( 4) C 5 s( 86.31%)p 0.01( 0.54%)d 0.15( 13.15%) 0.0000 0.0091 0.9285 0.0302 -0.0079 -0.0583 0.0431 0.0074 0.0000 0.0000 0.3177 0.0000 0.0000 0.1561 0.0788 66. (0.00036) RY*( 5) C 5 s( 0.00%)p 1.00( 37.87%)d 1.64( 62.13%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0047 0.6154 0.0000 0.7790 -0.1204 0.0000 0.0000 67. (0.00020) RY*( 6) C 5 s( 9.08%)p 0.17( 1.53%)d 9.84( 89.38%) 0.0000 -0.0015 0.2755 0.1223 0.0253 -0.0934 -0.0185 0.0751 0.0000 0.0000 -0.3953 0.0000 0.0000 -0.8563 -0.0663 68. (0.00007) RY*( 7) C 5 s( 79.27%)p 0.02( 1.30%)d 0.25( 19.43%) 69. (0.00002) RY*( 8) C 5 s( 19.27%)p 0.39( 7.58%)d 3.80( 73.15%) 70. (0.00000) RY*( 9) C 5 s( 0.00%)p 1.00( 9.67%)d 9.34( 90.33%) 71. (0.00001) RY*(10) C 5 s( 5.07%)p 0.12( 0.60%)d18.62( 94.33%) 72. (0.00048) RY*( 1) H 6 s( 99.92%)p 0.00( 0.08%) -0.0011 0.9996 0.0272 -0.0059 0.0000 73. (0.00008) RY*( 2) H 6 s( 0.00%)p 1.00(100.00%) 74. (0.00005) RY*( 3) H 6 s( 0.05%)p99.99( 99.95%) 75. (0.00001) RY*( 4) H 6 s( 0.08%)p99.99( 99.92%) 76. (0.00058) RY*( 1) H 7 s( 99.90%)p 0.00( 0.10%) -0.0010 0.9995 0.0311 0.0002 0.0000 77. (0.00006) RY*( 2) H 7 s( 0.00%)p 1.00(100.00%) 78. (0.00005) RY*( 3) H 7 s( 0.00%)p 1.00(100.00%) 79. (0.00001) RY*( 4) H 7 s( 0.16%)p99.99( 99.84%) 80. (0.00048) RY*( 1) H 8 s( 99.92%)p 0.00( 0.08%) -0.0011 0.9996 0.0271 0.0060 0.0000 81. (0.00008) RY*( 2) H 8 s( 0.00%)p 1.00(100.00%) 82. (0.00005) RY*( 3) H 8 s( 0.05%)p99.99( 99.95%) 83. (0.00001) RY*( 4) H 8 s( 0.08%)p99.99( 99.92%) 84. (0.00053) RY*( 1) H 9 s( 99.47%)p 0.01( 0.53%) 0.0000 0.9974 -0.0257 0.0679 0.0000 85. (0.00008) RY*( 2) H 9 s( 0.00%)p 1.00(100.00%) 86. (0.00003) RY*( 3) H 9 s( 0.06%)p99.99( 99.94%) 87. (0.00001) RY*( 4) H 9 s( 0.53%)p99.99( 99.47%) 88. (0.00053) RY*( 1) H 10 s( 99.47%)p 0.01( 0.53%) 0.0000 0.9974 -0.0247 -0.0683 0.0000 89. (0.00008) RY*( 2) H 10 s( 0.00%)p 1.00(100.00%) 90. (0.00003) RY*( 3) H 10 s( 0.05%)p99.99( 99.95%) 91. (0.00001) RY*( 4) H 10 s( 0.53%)p99.99( 99.47%) 92. (0.00346) RY*( 1) N 11 s( 0.37%)p99.99( 86.65%)d34.81( 12.98%) 0.0000 0.0163 0.0583 0.0083 0.0255 0.9305 0.0001 0.0039 0.0000 0.0000 0.0031 0.0000 0.0000 0.3576 -0.0435 93. (0.00148) RY*( 2) N 11 s( 0.00%)p 1.00( 92.19%)d 0.08( 7.81%) 0.0000 0.0000 0.0003 0.0000 0.0001 -0.0041 -0.0137 0.9600 0.0000 0.0000 -0.2795 0.0000 0.0000 0.0026 0.0000 94. (0.00098) RY*( 3) N 11 s( 0.00%)p 1.00( 0.53%)d99.99( 99.47%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0084 -0.0720 0.0000 -0.0362 0.9967 0.0000 0.0000 95. (0.00061) RY*( 4) N 11 s( 0.00%)p 1.00( 82.82%)d 0.21( 17.18%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.0079 0.9100 0.0000 0.4066 0.0806 0.0000 0.0000 96. (0.00015) RY*( 5) N 11 s( 74.77%)p 0.02( 1.51%)d 0.32( 23.72%) 0.0000 0.0073 0.8455 0.1809 0.0072 -0.1226 0.0000 -0.0002 0.0000 0.0000 0.0042 0.0000 0.0000 0.2285 0.4301 97. (0.00012) RY*( 6) N 11 s( 0.00%)p 1.00( 7.84%)d11.76( 92.16%) 0.0000 0.0000 0.0014 0.0008 -0.0001 0.0010 0.0198 -0.2793 0.0000 0.0000 -0.9600 0.0000 0.0000 0.0088 0.0017 98. (0.00001) RY*( 7) N 11 s( 99.48%)p 0.00( 0.00%)d 0.01( 0.52%) 99. (0.00002) RY*( 8) N 11 s( 5.72%)p 1.99( 11.38%)d14.49( 82.90%) 100. (0.00002) RY*( 9) N 11 s( 19.72%)p 0.02( 0.46%)d 4.05( 79.82%) 101. (0.00000) RY*(10) N 11 s( 0.00%)p 1.00( 16.68%)d 5.00( 83.32%) 102. (0.00145) RY*( 1) H 12 s(100.00%)p 0.00( 0.00%) 0.0066 1.0000 -0.0058 0.0003 0.0000 103. (0.00027) RY*( 2) H 12 s( 0.00%)p 1.00(100.00%) 0.0000 0.0000 0.0000 0.0000 1.0000 104. (0.00013) RY*( 3) H 12 s( 0.00%)p 1.00(100.00%) 0.0000 0.0003 0.0048 -1.0000 0.0000 105. (0.00001) RY*( 4) H 12 s( 0.12%)p99.99( 99.88%) 106. (0.01389) BD*( 1) C 1 - C 2 ( 49.74%) 0.7053* C 1 s( 34.73%)p 1.88( 65.23%)d 0.00( 0.04%) 0.0000 -0.5893 0.0066 -0.0009 -0.4154 -0.0371 -0.6916 0.0066 0.0000 0.0000 -0.0121 0.0000 0.0000 0.0120 0.0115 ( 50.26%) -0.7089* C 2 s( 34.46%)p 1.90( 65.50%)d 0.00( 0.04%) 0.0000 -0.5869 0.0086 -0.0005 0.3903 -0.0236 0.7080 0.0289 0.0000 0.0000 -0.0168 0.0000 0.0000 0.0061 0.0113 107. (0.24933) BD*( 2) C 1 - C 2 ( 45.73%) 0.6762* C 1 s( 0.00%)p 1.00( 99.94%)d 0.00( 0.06%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.9997 0.0080 0.0000 0.0087 -0.0228 0.0000 0.0000 ( 54.27%) -0.7367* C 2 s( 0.00%)p 1.00( 99.93%)d 0.00( 0.07%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.9997 0.0036 0.0000 0.0241 0.0102 0.0000 0.0000 108. (0.01345) BD*( 1) C 1 - C 5 ( 50.42%) 0.7100* C 1 s( 33.47%)p 1.99( 66.49%)d 0.00( 0.05%) 0.0000 0.5784 -0.0118 -0.0002 -0.8145 -0.0192 -0.0028 -0.0321 0.0000 0.0000 -0.0045 0.0000 0.0000 0.0180 -0.0119 ( 49.58%) -0.7042* C 5 s( 38.49%)p 1.60( 61.47%)d 0.00( 0.04%) -0.0001 0.6204 -0.0023 0.0030 0.7832 0.0048 -0.0107 -0.0331 0.0000 0.0000 0.0054 0.0000 0.0000 0.0168 -0.0095 109. (0.00995) BD*( 1) C 1 - H 6 ( 35.17%) 0.5930* C 1 s( 31.78%)p 2.15( 68.19%)d 0.00( 0.03%) -0.0003 0.5636 0.0138 -0.0005 0.4020 -0.0073 -0.7211 0.0181 0.0000 0.0000 -0.0110 0.0000 0.0000 -0.0084 -0.0099 ( 64.83%) -0.8052* H 6 s( 99.94%)p 0.00( 0.06%) 0.9997 0.0016 -0.0117 0.0207 0.0000 110. (0.01390) BD*( 1) C 2 - C 3 ( 50.26%) 0.7089* C 2 s( 34.44%)p 1.90( 65.51%)d 0.00( 0.04%) 0.0000 0.5868 -0.0086 0.0005 -0.3966 0.0233 0.7046 0.0291 0.0000 0.0000 -0.0169 0.0000 0.0000 -0.0058 -0.0113 ( 49.74%) -0.7053* C 3 s( 34.72%)p 1.88( 65.24%)d 0.00( 0.04%) 0.0000 0.5892 -0.0066 0.0009 0.4213 0.0370 -0.6881 0.0069 0.0000 0.0000 -0.0123 0.0000 0.0000 -0.0117 -0.0115 111. (0.01066) BD*( 1) C 2 - H 7 ( 35.36%) 0.5947* C 2 s( 31.07%)p 2.22( 68.90%)d 0.00( 0.03%) 0.0003 -0.5572 -0.0131 0.0007 -0.8298 0.0199 -0.0037 0.0001 0.0000 0.0000 -0.0001 0.0000 0.0000 -0.0153 0.0101 ( 64.64%) -0.8040* H 7 s( 99.94%)p 0.00( 0.06%) -0.9997 -0.0018 0.0242 0.0001 0.0000 112. (0.01344) BD*( 1) C 3 - C 4 ( 50.42%) 0.7100* C 3 s( 33.48%)p 1.99( 66.47%)d 0.00( 0.05%) 0.0000 0.5785 -0.0119 -0.0002 -0.8144 -0.0195 -0.0041 0.0319 0.0000 0.0000 0.0048 0.0000 0.0000 0.0179 -0.0119 ( 49.58%) -0.7042* C 4 s( 38.50%)p 1.60( 61.46%)d 0.00( 0.04%) -0.0001 0.6205 -0.0024 0.0030 0.7830 0.0045 0.0175 0.0331 0.0000 0.0000 -0.0051 0.0000 0.0000 0.0169 -0.0095 113. (0.23330) BD*( 2) C 3 - C 4 ( 47.78%) 0.6912* C 3 s( 0.00%)p 1.00( 99.94%)d 0.00( 0.06%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.9997 0.0068 0.0000 0.0191 0.0160 0.0000 0.0000 ( 52.22%) -0.7226* C 4 s( 0.00%)p 1.00( 99.94%)d 0.00( 0.06%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -0.9995 0.0175 0.0000 -0.0197 0.0152 0.0000 0.0000 114. (0.00994) BD*( 1) C 3 - H 8 ( 35.17%) 0.5930* C 3 s( 31.78%)p 2.15( 68.20%)d 0.00( 0.03%) 0.0003 -0.5635 -0.0138 0.0005 -0.3959 0.0071 -0.7244 0.0181 0.0000 0.0000 -0.0109 0.0000 0.0000 0.0086 0.0099 ( 64.83%) -0.8052* H 8 s( 99.94%)p 0.00( 0.06%) -0.9997 -0.0016 0.0115 0.0208 0.0000 115. (0.00962) BD*( 1) C 4 - H 9 ( 35.74%) 0.5978* C 4 s( 33.44%)p 1.99( 66.52%)d 0.00( 0.04%) 0.0004 -0.5780 -0.0180 0.0017 0.4723 -0.0194 -0.6644 0.0182 0.0000 0.0000 0.0164 0.0000 0.0000 0.0017 0.0092 ( 64.26%) -0.8016* H 9 s( 99.94%)p 0.00( 0.06%) -0.9997 -0.0018 -0.0129 0.0209 0.0000 116. (0.01983) BD*( 1) C 4 - N 11 ( 63.32%) 0.7957* C 4 s( 28.12%)p 2.55( 71.75%)d 0.00( 0.13%) -0.0001 0.5292 -0.0334 -0.0013 -0.4011 -0.0562 -0.7434 -0.0279 0.0000 0.0000 0.0250 0.0000 0.0000 -0.0187 -0.0179 ( 36.68%) -0.6057* N 11 s( 36.56%)p 1.73( 63.42%)d 0.00( 0.03%) -0.0001 0.6046 -0.0037 0.0006 0.3628 -0.0187 0.7085 0.0131 0.0000 0.0000 0.0107 0.0000 0.0000 -0.0059 -0.0115 117. (0.00961) BD*( 1) C 5 - H 10 ( 35.74%) 0.5978* C 5 s( 33.44%)p 1.99( 66.52%)d 0.00( 0.04%) -0.0004 0.5780 0.0180 -0.0017 -0.4664 0.0192 -0.6686 0.0184 0.0000 0.0000 0.0163 0.0000 0.0000 -0.0020 -0.0092 ( 64.26%) -0.8016* H 10 s( 99.94%)p 0.00( 0.06%) 0.9997 0.0018 0.0127 0.0210 0.0000 118. (0.01980) BD*( 1) C 5 - N 11 ( 63.31%) 0.7957* C 5 s( 28.14%)p 2.55( 71.73%)d 0.00( 0.13%) -0.0001 0.5294 -0.0335 -0.0013 -0.4074 -0.0564 0.7399 0.0274 0.0000 0.0000 -0.0253 0.0000 0.0000 -0.0182 -0.0179 ( 36.69%) -0.6057* N 11 s( 36.56%)p 1.73( 63.41%)d 0.00( 0.03%) -0.0001 0.6046 -0.0037 0.0006 0.3690 -0.0186 -0.7053 -0.0133 0.0000 0.0000 -0.0108 0.0000 0.0000 -0.0058 -0.0115 119. (0.51939) BD*( 2) C 5 - N 11 ( 71.45%) 0.8453* C 5 s( 0.00%)p 1.00( 99.83%)d 0.00( 0.17%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.9991 0.0132 0.0000 -0.0103 0.0393 0.0000 0.0000 ( 28.55%) -0.5343* N 11 s( 0.00%)p 1.00( 99.98%)d 0.00( 0.02%) 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.9999 0.0036 0.0000 0.0129 -0.0077 0.0000 0.0000 120. (0.01423) BD*( 1) N 11 - H 12 ( 25.41%) 0.5041* N 11 s( 26.82%)p 2.73( 73.15%)d 0.00( 0.02%) -0.0002 0.5179 0.0066 -0.0013 -0.8552 0.0091 -0.0038 0.0001 0.0000 0.0000 0.0001 0.0000 0.0000 0.0115 -0.0106 ( 74.59%) -0.8637* H 12 s( 99.88%)p 0.00( 0.12%) 0.9994 -0.0064 0.0342 0.0002 0.0000 NHO Directionality and "Bond Bending" (deviations from line of nuclear centers) [Thresholds for printing: angular deviation > 1.0 degree] hybrid p-character > 25.0% orbital occupancy > 0.10e Line of Centers Hybrid 1 Hybrid 2 --------------- ------------------- ------------------ NBO Theta Phi Theta Phi Dev Theta Phi Dev ======================================================================================== 1. BD ( 1) C 1 - C 2 90.0 60.3 90.0 56.6 3.7 90.0 243.5 3.3 2. BD ( 2) C 1 - C 2 90.0 60.3 0.0 0.0 90.0 0.0 0.0 90.0 3. BD ( 1) C 1 - C 5 90.0 179.4 90.0 182.4 3.0 90.0 356.8 2.5 5. BD ( 1) C 2 - C 3 90.0 120.2 90.0 117.0 3.3 90.0 303.9 3.7 7. BD ( 1) C 3 - C 4 90.0 181.1 90.0 178.1 3.0 90.0 3.7 2.5 8. BD ( 2) C 3 - C 4 90.0 181.1 0.0 0.0 90.0 0.0 0.0 90.0 11. BD ( 1) C 4 - N 11 90.0 241.9 90.0 239.3 2.6 90.0 64.5 2.6 13. BD ( 1) C 5 - N 11 90.0 118.6 90.0 121.2 2.6 90.0 296.0 2.6 14. BD ( 2) C 5 - N 11 90.0 118.6 0.0 0.0 90.0 0.0 0.0 90.0 107. BD*( 2) C 1 - C 2 90.0 60.3 0.0 0.0 90.0 0.0 0.0 90.0 113. BD*( 2) C 3 - C 4 90.0 181.1 0.0 0.0 90.0 0.0 0.0 90.0 119. BD*( 2) C 5 - N 11 90.0 118.6 0.0 0.0 90.0 0.0 0.0 90.0 Second Order Perturbation Theory Analysis of Fock Matrix in NBO Basis Threshold for printing: 0.50 kcal/mol E(2) E(j)-E(i) F(i,j) Donor NBO (i) Acceptor NBO (j) kcal/mol a.u. a.u. =================================================================================================== within unit 1 1. BD ( 1) C 1 - C 2 / 42. RY*( 1) C 3 0.99 1.97 0.040 1. BD ( 1) C 1 - C 2 / 43. RY*( 2) C 3 1.11 1.42 0.036 1. BD ( 1) C 1 - C 2 / 64. RY*( 3) C 5 1.67 1.35 0.043 1. BD ( 1) C 1 - C 2 /108. BD*( 1) C 1 - C 5 1.78 1.27 0.043 1. BD ( 1) C 1 - C 2 /109. BD*( 1) C 1 - H 6 1.22 1.21 0.034 1. BD ( 1) C 1 - C 2 /110. BD*( 1) C 2 - C 3 1.68 1.27 0.041 1. BD ( 1) C 1 - C 2 /111. BD*( 1) C 2 - H 7 0.95 1.21 0.030 1. BD ( 1) C 1 - C 2 /114. BD*( 1) C 3 - H 8 2.18 1.21 0.046 1. BD ( 1) C 1 - C 2 /117. BD*( 1) C 5 - H 10 2.48 1.19 0.049 2. BD ( 2) C 1 - C 2 / 46. RY*( 5) C 3 1.07 1.04 0.034 2. BD ( 2) C 1 - C 2 / 66. RY*( 5) C 5 1.49 1.64 0.050 2. BD ( 2) C 1 - C 2 /113. BD*( 2) C 3 - C 4 16.08 0.27 0.062 2. BD ( 2) C 1 - C 2 /119. BD*( 2) C 5 - N 11 47.03 0.20 0.089 3. BD ( 1) C 1 - C 5 / 32. RY*( 1) C 2 0.84 2.01 0.037 3. BD ( 1) C 1 - C 5 / 33. RY*( 2) C 2 1.43 1.44 0.041 3. BD ( 1) C 1 - C 5 / 92. RY*( 1) N 11 0.66 2.36 0.035 3. BD ( 1) C 1 - C 5 / 93. RY*( 2) N 11 1.07 1.94 0.041 3. BD ( 1) C 1 - C 5 /106. BD*( 1) C 1 - C 2 1.83 1.29 0.043 3. BD ( 1) C 1 - C 5 /109. BD*( 1) C 1 - H 6 1.02 1.24 0.032 3. BD ( 1) C 1 - C 5 /111. BD*( 1) C 2 - H 7 2.01 1.24 0.045 3. BD ( 1) C 1 - C 5 /117. BD*( 1) C 5 - H 10 1.27 1.21 0.035 3. BD ( 1) C 1 - C 5 /118. BD*( 1) C 5 - N 11 0.80 1.20 0.028 3. BD ( 1) C 1 - C 5 /120. BD*( 1) N 11 - H 12 2.64 1.17 0.050 4. BD ( 1) C 1 - H 6 / 32. RY*( 1) C 2 1.17 1.80 0.041 4. BD ( 1) C 1 - H 6 / 62. RY*( 1) C 5 1.00 1.67 0.037 4. BD ( 1) C 1 - H 6 /106. BD*( 1) C 1 - C 2 0.97 1.08 0.029 4. BD ( 1) C 1 - H 6 /108. BD*( 1) C 1 - C 5 0.86 1.09 0.027 4. BD ( 1) C 1 - H 6 /110. BD*( 1) C 2 - C 3 3.47 1.08 0.055 4. BD ( 1) C 1 - H 6 /118. BD*( 1) C 5 - N 11 4.91 0.99 0.062 5. BD ( 1) C 2 - C 3 / 22. RY*( 1) C 1 0.99 1.97 0.040 5. BD ( 1) C 2 - C 3 / 23. RY*( 2) C 1 1.11 1.42 0.036 5. BD ( 1) C 2 - C 3 / 53. RY*( 2) C 4 1.68 1.35 0.043 5. BD ( 1) C 2 - C 3 /106. BD*( 1) C 1 - C 2 1.69 1.27 0.041 5. BD ( 1) C 2 - C 3 /109. BD*( 1) C 1 - H 6 2.18 1.21 0.046 5. BD ( 1) C 2 - C 3 /111. BD*( 1) C 2 - H 7 0.95 1.21 0.030 5. BD ( 1) C 2 - C 3 /112. BD*( 1) C 3 - C 4 1.78 1.27 0.043 5. BD ( 1) C 2 - C 3 /114. BD*( 1) C 3 - H 8 1.21 1.21 0.034 5. BD ( 1) C 2 - C 3 /115. BD*( 1) C 4 - H 9 2.49 1.19 0.049 6. BD ( 1) C 2 - H 7 / 22. RY*( 1) C 1 1.09 1.79 0.039 6. BD ( 1) C 2 - H 7 / 42. RY*( 1) C 3 1.09 1.79 0.039 6. BD ( 1) C 2 - H 7 /106. BD*( 1) C 1 - C 2 0.76 1.08 0.026 6. BD ( 1) C 2 - H 7 /108. BD*( 1) C 1 - C 5 3.74 1.09 0.057 6. BD ( 1) C 2 - H 7 /110. BD*( 1) C 2 - C 3 0.75 1.08 0.026 6. BD ( 1) C 2 - H 7 /112. BD*( 1) C 3 - C 4 3.73 1.09 0.057 7. BD ( 1) C 3 - C 4 / 32. RY*( 1) C 2 0.85 2.01 0.037 7. BD ( 1) C 3 - C 4 / 33. RY*( 2) C 2 1.43 1.44 0.041 7. BD ( 1) C 3 - C 4 / 92. RY*( 1) N 11 0.66 2.36 0.035 7. BD ( 1) C 3 - C 4 / 93. RY*( 2) N 11 1.06 1.94 0.041 7. BD ( 1) C 3 - C 4 /110. BD*( 1) C 2 - C 3 1.83 1.29 0.043 7. BD ( 1) C 3 - C 4 /111. BD*( 1) C 2 - H 7 2.01 1.24 0.045 7. BD ( 1) C 3 - C 4 /114. BD*( 1) C 3 - H 8 1.02 1.24 0.032 7. BD ( 1) C 3 - C 4 /115. BD*( 1) C 4 - H 9 1.27 1.21 0.035 7. BD ( 1) C 3 - C 4 /116. BD*( 1) C 4 - N 11 0.80 1.20 0.028 7. BD ( 1) C 3 - C 4 /120. BD*( 1) N 11 - H 12 2.64 1.17 0.050 8. BD ( 2) C 3 - C 4 / 37. RY*( 6) C 2 1.10 1.12 0.035 8. BD ( 2) C 3 - C 4 / 95. RY*( 4) N 11 1.21 1.17 0.037 8. BD ( 2) C 3 - C 4 /107. BD*( 2) C 1 - C 2 20.69 0.30 0.073 8. BD ( 2) C 3 - C 4 /113. BD*( 2) C 3 - C 4 1.30 0.29 0.018 8. BD ( 2) C 3 - C 4 /119. BD*( 2) C 5 - N 11 15.40 0.22 0.054 9. BD ( 1) C 3 - H 8 / 32. RY*( 1) C 2 1.17 1.80 0.041 9. BD ( 1) C 3 - H 8 / 52. RY*( 1) C 4 1.00 1.67 0.037 9. BD ( 1) C 3 - H 8 /106. BD*( 1) C 1 - C 2 3.47 1.08 0.055 9. BD ( 1) C 3 - H 8 /110. BD*( 1) C 2 - C 3 0.97 1.08 0.029 9. BD ( 1) C 3 - H 8 /112. BD*( 1) C 3 - C 4 0.87 1.09 0.027 9. BD ( 1) C 3 - H 8 /116. BD*( 1) C 4 - N 11 4.91 0.99 0.062 10. BD ( 1) C 4 - H 9 / 42. RY*( 1) C 3 1.30 1.82 0.044 10. BD ( 1) C 4 - H 9 / 92. RY*( 1) N 11 0.96 2.18 0.041 10. BD ( 1) C 4 - H 9 /110. BD*( 1) C 2 - C 3 3.31 1.12 0.054 10. BD ( 1) C 4 - H 9 /112. BD*( 1) C 3 - C 4 1.18 1.12 0.033 10. BD ( 1) C 4 - H 9 /118. BD*( 1) C 5 - N 11 5.20 1.02 0.065 11. BD ( 1) C 4 - N 11 / 43. RY*( 2) C 3 1.33 1.58 0.041 11. BD ( 1) C 4 - N 11 / 62. RY*( 1) C 5 1.99 2.02 0.057 11. BD ( 1) C 4 - N 11 / 64. RY*( 3) C 5 0.97 1.51 0.034 11. BD ( 1) C 4 - N 11 /112. BD*( 1) C 3 - C 4 0.88 1.43 0.032 11. BD ( 1) C 4 - N 11 /114. BD*( 1) C 3 - H 8 1.47 1.37 0.040 11. BD ( 1) C 4 - N 11 /117. BD*( 1) C 5 - H 10 1.30 1.35 0.037 11. BD ( 1) C 4 - N 11 /118. BD*( 1) C 5 - N 11 2.10 1.33 0.047 11. BD ( 1) C 4 - N 11 /120. BD*( 1) N 11 - H 12 0.74 1.31 0.028 12. BD ( 1) C 5 - H 10 / 22. RY*( 1) C 1 1.30 1.82 0.044 12. BD ( 1) C 5 - H 10 / 92. RY*( 1) N 11 0.96 2.18 0.041 12. BD ( 1) C 5 - H 10 /106. BD*( 1) C 1 - C 2 3.31 1.12 0.054 12. BD ( 1) C 5 - H 10 /108. BD*( 1) C 1 - C 5 1.18 1.12 0.032 12. BD ( 1) C 5 - H 10 /116. BD*( 1) C 4 - N 11 5.21 1.02 0.065 13. BD ( 1) C 5 - N 11 / 23. RY*( 2) C 1 1.33 1.58 0.041 13. BD ( 1) C 5 - N 11 / 52. RY*( 1) C 4 2.00 2.02 0.057 13. BD ( 1) C 5 - N 11 / 53. RY*( 2) C 4 0.97 1.51 0.034 13. BD ( 1) C 5 - N 11 /108. BD*( 1) C 1 - C 5 0.88 1.43 0.032 13. BD ( 1) C 5 - N 11 /109. BD*( 1) C 1 - H 6 1.46 1.38 0.040 13. BD ( 1) C 5 - N 11 /115. BD*( 1) C 4 - H 9 1.29 1.35 0.037 13. BD ( 1) C 5 - N 11 /116. BD*( 1) C 4 - N 11 2.10 1.33 0.047 13. BD ( 1) C 5 - N 11 /120. BD*( 1) N 11 - H 12 0.74 1.31 0.028 14. BD ( 2) C 5 - N 11 / 26. RY*( 5) C 1 0.72 1.15 0.027 14. BD ( 2) C 5 - N 11 / 54. RY*( 3) C 4 2.48 1.58 0.059 14. BD ( 2) C 5 - N 11 /107. BD*( 2) C 1 - C 2 6.97 0.40 0.048 14. BD ( 2) C 5 - N 11 /113. BD*( 2) C 3 - C 4 20.51 0.39 0.081 15. BD ( 1) N 11 - H 12 / 52. RY*( 1) C 4 1.25 1.85 0.043 15. BD ( 1) N 11 - H 12 / 62. RY*( 1) C 5 1.25 1.85 0.043 15. BD ( 1) N 11 - H 12 /108. BD*( 1) C 1 - C 5 2.95 1.26 0.054 15. BD ( 1) N 11 - H 12 /112. BD*( 1) C 3 - C 4 2.95 1.26 0.054 16. CR ( 1) C 1 / 33. RY*( 2) C 2 1.65 10.78 0.119 16. CR ( 1) C 1 / 62. RY*( 1) C 5 0.73 11.22 0.081 16. CR ( 1) C 1 / 64. RY*( 3) C 5 0.91 10.71 0.088 16. CR ( 1) C 1 / 72. RY*( 1) H 6 0.56 10.65 0.069 16. CR ( 1) C 1 /110. BD*( 1) C 2 - C 3 0.66 10.63 0.075 16. CR ( 1) C 1 /111. BD*( 1) C 2 - H 7 0.54 10.57 0.067 16. CR ( 1) C 1 /117. BD*( 1) C 5 - H 10 0.71 10.55 0.077 16. CR ( 1) C 1 /118. BD*( 1) C 5 - N 11 0.53 10.53 0.067 17. CR ( 1) C 2 / 23. RY*( 2) C 1 1.72 10.79 0.122 17. CR ( 1) C 2 / 43. RY*( 2) C 3 1.72 10.79 0.121 17. CR ( 1) C 2 / 76. RY*( 1) H 7 0.55 10.66 0.069 17. CR ( 1) C 2 /108. BD*( 1) C 1 - C 5 0.63 10.64 0.074 17. CR ( 1) C 2 /109. BD*( 1) C 1 - H 6 0.61 10.58 0.072 17. CR ( 1) C 2 /112. BD*( 1) C 3 - C 4 0.63 10.64 0.074 17. CR ( 1) C 2 /114. BD*( 1) C 3 - H 8 0.60 10.58 0.072 18. CR ( 1) C 3 / 33. RY*( 2) C 2 1.65 10.78 0.119 18. CR ( 1) C 3 / 52. RY*( 1) C 4 0.74 11.22 0.081 18. CR ( 1) C 3 / 53. RY*( 2) C 4 0.91 10.71 0.088 18. CR ( 1) C 3 / 80. RY*( 1) H 8 0.56 10.65 0.069 18. CR ( 1) C 3 /106. BD*( 1) C 1 - C 2 0.66 10.63 0.075 18. CR ( 1) C 3 /111. BD*( 1) C 2 - H 7 0.54 10.57 0.067 18. CR ( 1) C 3 /115. BD*( 1) C 4 - H 9 0.71 10.55 0.078 18. CR ( 1) C 3 /116. BD*( 1) C 4 - N 11 0.53 10.53 0.067 19. CR ( 1) C 4 / 43. RY*( 2) C 3 1.54 10.84 0.115 19. CR ( 1) C 4 / 84. RY*( 1) H 9 0.57 10.69 0.069 19. CR ( 1) C 4 / 93. RY*( 2) N 11 0.60 11.34 0.074 19. CR ( 1) C 4 /110. BD*( 1) C 2 - C 3 0.65 10.69 0.075 19. CR ( 1) C 4 /112. BD*( 1) C 3 - C 4 0.63 10.69 0.073 19. CR ( 1) C 4 /114. BD*( 1) C 3 - H 8 0.53 10.63 0.067 19. CR ( 1) C 4 /118. BD*( 1) C 5 - N 11 1.33 10.59 0.106 19. CR ( 1) C 4 /120. BD*( 1) N 11 - H 12 0.69 10.57 0.077 20. CR ( 1) C 5 / 23. RY*( 2) C 1 1.54 10.84 0.115 20. CR ( 1) C 5 / 88. RY*( 1) H 10 0.57 10.69 0.069 20. CR ( 1) C 5 / 93. RY*( 2) N 11 0.60 11.34 0.074 20. CR ( 1) C 5 /106. BD*( 1) C 1 - C 2 0.65 10.69 0.075 20. CR ( 1) C 5 /108. BD*( 1) C 1 - C 5 0.62 10.69 0.073 20. CR ( 1) C 5 /109. BD*( 1) C 1 - H 6 0.52 10.63 0.067 20. CR ( 1) C 5 /116. BD*( 1) C 4 - N 11 1.33 10.59 0.106 20. CR ( 1) C 5 /120. BD*( 1) N 11 - H 12 0.69 10.57 0.077 21. CR ( 1) N 11 / 53. RY*( 2) C 4 2.41 14.91 0.169 21. CR ( 1) N 11 / 64. RY*( 3) C 5 2.41 14.91 0.169 107. BD*( 2) C 1 - C 2 / 26. RY*( 5) C 1 1.44 0.75 0.083 107. BD*( 2) C 1 - C 2 / 37. RY*( 6) C 2 1.50 0.82 0.089 113. BD*( 2) C 3 - C 4 / 46. RY*( 5) C 3 1.46 0.77 0.087 113. BD*( 2) C 3 - C 4 / 56. RY*( 5) C 4 1.10 1.37 0.101 119. BD*( 2) C 5 - N 11 / 26. RY*( 5) C 1 0.90 0.83 0.048 119. BD*( 2) C 5 - N 11 / 63. RY*( 2) C 5 3.76 1.25 0.120 119. BD*( 2) C 5 - N 11 / 94. RY*( 3) N 11 0.88 1.95 0.072 119. BD*( 2) C 5 - N 11 / 95. RY*( 4) N 11 1.49 0.95 0.066 119. BD*( 2) C 5 - N 11 /107. BD*( 2) C 1 - C 2 50.14 0.08 0.090 119. BD*( 2) C 5 - N 11 /113. BD*( 2) C 3 - C 4 31.17 0.07 0.067 Natural Bond Orbitals (Summary): Principal Delocalizations NBO Occupancy Energy (geminal,vicinal,remote) ==================================================================================== Molecular unit 1 (C5H6N) 1. BD ( 1) C 1 - C 2 1.98250 -0.90394 117(v),114(v),108(g),110(g) 64(v),109(g),43(v),42(v) 111(g) 2. BD ( 2) C 1 - C 2 1.54905 -0.44897 119(v),113(v),66(v),46(v) 3. BD ( 1) C 1 - C 5 1.98297 -0.92639 120(v),111(v),106(g),33(v) 117(g),93(v),109(g),32(v) 118(g),92(v) 4. BD ( 1) C 1 - H 6 1.97822 -0.71855 118(v),110(v),32(v),62(v) 106(g),108(g) 5. BD ( 1) C 2 - C 3 1.98248 -0.90371 115(v),109(v),112(g),53(v) 106(g),114(g),23(v),22(v) 111(g) 6. BD ( 1) C 2 - H 7 1.98140 -0.71802 108(v),112(v),22(v),42(v) 106(g),110(g) 7. BD ( 1) C 3 - C 4 1.98298 -0.92663 120(v),111(v),110(g),33(v) 115(g),93(v),114(g),32(v) 116(g),92(v) 8. BD ( 2) C 3 - C 4 1.61474 -0.46670 107(v),119(v),95(v),113(g) 37(v) 9. BD ( 1) C 3 - H 8 1.97821 -0.71852 116(v),106(v),32(v),52(v) 110(g),112(g) 10. BD ( 1) C 4 - H 9 1.98154 -0.75115 118(v),110(v),42(v),112(g) 92(v) 11. BD ( 1) C 4 - N 11 1.98861 -1.06542 118(g),62(v),114(v),43(v) 117(v),64(v),112(g),120(g) 12. BD ( 1) C 5 - H 10 1.98155 -0.75116 116(v),106(v),22(v),108(g) 92(v) 13. BD ( 1) C 5 - N 11 1.98862 -1.06565 116(g),52(v),109(v),23(v) 115(v),53(v),108(g),120(g) 14. BD ( 2) C 5 - N 11 1.82464 -0.56813 113(v),107(v),54(v),26(v) 15. BD ( 1) N 11 - H 12 1.98630 -0.89233 108(v),112(v),62(v),52(v) 16. CR ( 1) C 1 1.99913 -10.26481 33(v),64(v),62(v),117(v) 110(v),72(v),111(v),118(v) 17. CR ( 1) C 2 1.99914 -10.27393 23(v),43(v),112(v),108(v) 109(v),114(v),76(v) 18. CR ( 1) C 3 1.99913 -10.26480 33(v),53(v),52(v),115(v) 106(v),80(v),111(v),116(v) 19. CR ( 1) C 4 1.99918 -10.32332 43(v),118(v),120(v),110(v) 112(g),93(v),84(v),114(v) 20. CR ( 1) C 5 1.99918 -10.32338 23(v),116(v),120(v),106(v) 108(g),93(v),88(v),109(v) 21. CR ( 1) N 11 1.99937 -14.46222 64(v),53(v) 22. RY*( 1) C 1 0.00470 1.06718 23. RY*( 2) C 1 0.00237 0.51511 24. RY*( 3) C 1 0.00036 1.73010 25. RY*( 4) C 1 0.00023 1.06854 26. RY*( 5) C 1 0.00019 0.58178 27. RY*( 6) C 1 0.00007 2.11975 28. RY*( 7) C 1 0.00004 2.91304 29. RY*( 8) C 1 0.00000 1.53604 30. RY*( 9) C 1 0.00001 2.31089 31. RY*( 10) C 1 0.00001 3.00632 32. RY*( 1) C 2 0.00524 1.08095 33. RY*( 2) C 2 0.00270 0.51750 34. RY*( 3) C 2 0.00055 1.72738 35. RY*( 4) C 2 0.00015 0.92211 36. RY*( 5) C 2 0.00010 2.20847 37. RY*( 6) C 2 0.00010 0.65429 38. RY*( 7) C 2 0.00005 3.28382 39. RY*( 8) C 2 0.00000 1.45142 40. RY*( 9) C 2 0.00001 2.51654 41. RY*( 10) C 2 0.00001 2.43218 42. RY*( 1) C 3 0.00470 1.06711 43. RY*( 2) C 3 0.00237 0.51522 44. RY*( 3) C 3 0.00036 1.72477 45. RY*( 4) C 3 0.00024 1.06898 46. RY*( 5) C 3 0.00020 0.58716 47. RY*( 6) C 3 0.00007 2.11815 48. RY*( 7) C 3 0.00004 2.91405 49. RY*( 8) C 3 0.00000 1.53585 50. RY*( 9) C 3 0.00001 2.30867 51. RY*( 10) C 3 0.00001 3.00883 52. RY*( 1) C 4 0.00574 0.95562 53. RY*( 2) C 4 0.00270 0.44764 54. RY*( 3) C 4 0.00186 1.01606 55. RY*( 4) C 4 0.00044 0.92513 56. RY*( 5) C 4 0.00038 1.19221 57. RY*( 6) C 4 0.00020 2.04876 58. RY*( 7) C 4 0.00007 3.61334 59. RY*( 8) C 4 0.00002 2.35128 60. RY*( 9) C 4 0.00000 1.57812 61. RY*( 10) C 4 0.00001 2.12855 62. RY*( 1) C 5 0.00574 0.95552 63. RY*( 2) C 5 0.00295 1.00716 64. RY*( 3) C 5 0.00270 0.44749 65. RY*( 4) C 5 0.00044 0.92504 66. RY*( 5) C 5 0.00036 1.19553 67. RY*( 6) C 5 0.00020 2.04896 68. RY*( 7) C 5 0.00007 3.61289 69. RY*( 8) C 5 0.00002 2.35147 70. RY*( 9) C 5 0.00000 1.57800 71. RY*( 10) C 5 0.00001 2.12838 72. RY*( 1) H 6 0.00048 0.38904 73. RY*( 2) H 6 0.00008 2.04666 74. RY*( 3) H 6 0.00005 2.33954 75. RY*( 4) H 6 0.00001 2.83980 76. RY*( 1) H 7 0.00058 0.38835 77. RY*( 2) H 7 0.00006 2.04417 78. RY*( 3) H 7 0.00005 2.34670 79. RY*( 4) H 7 0.00001 2.83983 80. RY*( 1) H 8 0.00048 0.38911 81. RY*( 2) H 8 0.00008 2.04666 82. RY*( 3) H 8 0.00005 2.33963 83. RY*( 4) H 8 0.00001 2.83972 84. RY*( 1) H 9 0.00053 0.36212 85. RY*( 2) H 9 0.00008 2.02042 86. RY*( 3) H 9 0.00003 2.43337 87. RY*( 4) H 9 0.00001 2.70225 88. RY*( 1) H 10 0.00053 0.36217 89. RY*( 2) H 10 0.00008 2.02039 90. RY*( 3) H 10 0.00003 2.43321 91. RY*( 4) H 10 0.00001 2.70242 92. RY*( 1) N 11 0.00346 1.43258 93. RY*( 2) N 11 0.00148 1.01365 94. RY*( 3) N 11 0.00098 1.70240 95. RY*( 4) N 11 0.00061 0.70220 96. RY*( 5) N 11 0.00015 1.27938 97. RY*( 6) N 11 0.00012 2.14153 98. RY*( 7) N 11 0.00001 3.72945 99. RY*( 8) N 11 0.00002 2.13678 100. RY*( 9) N 11 0.00002 2.13579 101. RY*( 10) N 11 0.00000 1.50480 102. RY*( 1) H 12 0.00145 0.36021 103. RY*( 2) H 12 0.00027 2.02722 104. RY*( 3) H 12 0.00013 2.31333 105. RY*( 4) H 12 0.00001 2.81659 106. BD*( 1) C 1 - C 2 0.01389 0.36516 107. BD*( 2) C 1 - C 2 0.24933 -0.16840 113(v),119(v),37(g),26(g) 108. BD*( 1) C 1 - C 5 0.01345 0.36703 109. BD*( 1) C 1 - H 6 0.00995 0.30949 110. BD*( 1) C 2 - C 3 0.01390 0.36474 111. BD*( 1) C 2 - H 7 0.01066 0.31008 112. BD*( 1) C 3 - C 4 0.01344 0.36752 113. BD*( 2) C 3 - C 4 0.23330 -0.17787 107(v),119(v),46(g),56(g) 114. BD*( 1) C 3 - H 8 0.00994 0.30948 115. BD*( 1) C 4 - H 9 0.00962 0.28661 116. BD*( 1) C 4 - N 11 0.01983 0.26839 117. BD*( 1) C 5 - H 10 0.00961 0.28659 118. BD*( 1) C 5 - N 11 0.01980 0.26872 119. BD*( 2) C 5 - N 11 0.51939 -0.24686 107(v),113(v),63(g),95(g) 26(v),94(g) 120. BD*( 1) N 11 - H 12 0.01423 0.24500 ------------------------------- Total Lewis 40.77892 ( 97.0927%) Valence non-Lewis 1.16034 ( 2.7627%) Rydberg non-Lewis 0.06074 ( 0.1446%) ------------------------------- Total unit 1 42.00000 (100.0000%) Charge unit 1 1.00000 1|1| IMPERIAL COLLEGE-CHWS-116|SP|RB3LYP|6-31G(d,p)|C5H6N1(1+)|MH4412| 09-Mar-2015|0||# b3lyp/6-31g(d,p) pop=nbo geom=connectivity integral=g rid=ultrafine||pyridinium NBO||1,1|C,0,0.722144,-1.208598,0.|C,0,1.415 418,0.006003,-0.000001|C,0,0.711374,1.214755,0.|C,0,-0.672046,1.187475 ,-0.000001|C,0,-0.661784,-1.193005,-0.000001|H,0,1.244016,-2.158178,0. 000004|H,0,2.500664,0.010968,0.000002|H,0,1.225357,2.168637,0.000003|H ,0,-1.294778,2.073817,0.000001|H,0,-1.276348,-2.085034,0.000001|N,0,-1 .309084,-0.005669,0.000001|H,0,-2.325956,-0.01031,0.000003||Version=EM 64W-G09RevD.01|State=1-A|HF=-248.6680608|RMSD=3.973e-009|Dipole=-0.736 6551,-0.0035603,0.0000039|Quadrupole=5.5535702,2.7538611,-8.3074313,0. 0126018,-0.0000004,-0.0000015|PG=C01 [X(C5H6N1)]||@ NEVER LOSE YOUR IGNORANCE, IT CAN'T BE REPLACED. -- ANDY CAPP Job cpu time: 0 days 0 hours 0 minutes 37.0 seconds. File lengths (MBytes): RWF= 8 Int= 0 D2E= 0 Chk= 2 Scr= 1 Normal termination of Gaussian 09 at Mon Mar 09 10:16:26 2015.