Supplementary Material (ESI) for Perkin Transactions This journal is © The Royal Society of Chemistry 2001 Entering Gaussian System, Link 0=g94 Initial command: /usr/g94/l1.exe /work/gaussian/aline/g94-12554.inp -scrdir=/work/gaussian/aline/ Entering Link 1 = /usr/g94/l1.exe PID= 14236. Copyright (c) 1988,1990,1992,1993,1995 Gaussian, Inc. All Rights Reserved. This is part of the Gaussian 94(TM) system of programs. It is based on the 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 is provided under written license and may be used, copied, transmitted, or stored only in accord with that written license. The following legend is applicable only to US Government contracts under DFARS: RESTRICTED RIGHTS LEGEND Use, duplication or disclosure by the US Government is subject to restrictions as set forth in subparagraph (c)(1)(ii) of the Rights in Technical Data and Computer Software clause at DFARS 252.227-7013. Gaussian, Inc. Carnegie Office Park, Building 6, Pittsburgh, PA 15106 USA The following legend is applicable only to US Government contracts under FAR: RESTRICTED RIGHTS LEGEND Use, reproduction and disclosure by the US Government is subject to restrictions as set forth in subparagraph (c) of the Commercial Computer Software - Restricted Rights clause at FAR 52.227-19. Gaussian, Inc. Carnegie Office Park, Building 6, Pittsburgh, PA 15106 USA Cite this work as: Gaussian 94, Revision B.3, M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez, and J. A. Pople, Gaussian, Inc., Pittsburgh PA, 1995. ********************************************** Gaussian 94: IBM-RS6000-G94RevB.3 30-May-1995 6-Apr-1900 ********************************************** %chk=benza ----------------------------------------- #n RHF/6-31G** pop=CHELPG density=current ----------------------------------------- 1/38=1/1; 2/12=2,17=6,18=5/2; 3/5=1,6=6,7=101,11=1,25=1,30=1/1,2,3; 4/7=1/1; 5/5=2,32=1,38=4/2; 6/7=2,8=2,9=2,10=2,15=8,19=1,20=3,22=-1,28=1/1,2; 99/5=1,9=1/99; --------------------------------- metilhidrazina, Calculo de cargas --------------------------------- Symbolic Z-matrix: Charge = 0 Multiplicity = 1 H N 1 r2 H 2 r3 1 a3 N 2 r4 1 a4 3 d4 0 H 4 r5 2 a5 1 d5 0 C 4 r6 2 a6 1 d6 0 H 6 r7 4 a7 2 d7 0 H 6 r8 4 a8 2 d8 0 H 6 r9 4 a9 2 d9 0 Variables: r2 1.0146 r3 1.0123 a3 106.24 r4 1.3861 a4 105.78 d4 115.71 r5 1.0166 a5 105.57 d5 86.57 r6 1.4582 a6 115.62 d6 205.26 r7 1.1234 a7 114.66 d7 304.54 r8 1.1211 a8 107.05 d8 183.91 r9 1.1217 a9 109.43 d9 66.38 ------------------------------------------------------------------------ Z-MATRIX (ANGSTROMS AND DEGREES) CD Cent Atom N1 Length/X N2 Alpha/Y N3 Beta/Z J ------------------------------------------------------------------------ 1 1 H 2 2 N 1 1.014600( 1) 3 3 H 2 1.012300( 2) 1 106.240( 9) 4 4 N 2 1.386100( 3) 1 105.780( 10) 3 115.710( 16) 0 5 5 H 4 1.016600( 4) 2 105.570( 11) 1 86.570( 17) 0 6 6 C 4 1.458200( 5) 2 115.620( 12) 1 205.260( 18) 0 7 7 H 6 1.123400( 6) 4 114.660( 13) 2 304.540( 19) 0 8 8 H 6 1.121100( 7) 4 107.050( 14) 2 183.910( 20) 0 9 9 H 6 1.121700( 8) 4 109.430( 15) 2 66.380( 21) 0 ------------------------------------------------------------------------ Z-Matrix orientation: ---------------------------------------------------------- Center Atomic Coordinates (Angstroms) Number Number X Y Z ---------------------------------------------------------- 1 1 .000000 .000000 .000000 2 7 .000000 .000000 1.014600 3 1 .971908 .000000 1.297701 4 7 -.578651 1.201811 1.391542 5 1 -1.580243 1.028686 1.409366 6 6 -.196063 1.700551 2.707305 7 1 -.375187 .981307 3.551479 8 1 -.795324 2.629529 2.893723 9 1 .892350 1.971723 2.701569 ---------------------------------------------------------- Distance matrix (angstroms): 1 2 3 4 5 1 H .000000 2 N 1.014600 .000000 3 H 1.621306 1.012300 .000000 4 N 1.927583 1.386100 1.964024 .000000 5 H 2.354076 1.926448 2.753931 1.016600 .000000 6 C 3.203095 2.407398 2.498602 1.458200 2.012959 7 H 3.703611 2.745812 2.803060 2.180676 2.458262 8 H 3.990062 3.328373 3.547509 2.083716 2.319938 9 H 3.461569 2.744057 2.421749 2.114895 2.944966 6 7 8 9 6 C .000000 7 H 1.123400 .000000 8 H 1.121100 1.823676 .000000 9 H 1.121700 1.819319 1.821504 .000000 Interatomic angles: H1-N2-H3=106.24 H1-N2-N4=105.78 H3-N2-N4=108.9509 N2-N4-H5=105.57 N2-N4-C6=115.62 H5-N4-C6=107.513 N4-C6-H7=114.66 N4-C6-H8=107.05 H7-C6-H8=108.6835 N4-C6-H9=109.43 H7-C6-H9=108.2605 H8-C6-H9=108.6143 Stoichiometry CH6N2 Framework group C1[X(CH6N2)] Deg. of freedom 21 Full point group C1 NOp 1 Largest Abelian subgroup C1 NOp 1 Largest concise Abelian subgroup C1 NOp 1 Standard orientation: ---------------------------------------------------------- Center Atomic Coordinates (Angstroms) Number Number X Y Z ---------------------------------------------------------- 1 1 -1.946934 .193222 -.395612 2 7 -1.197627 -.225845 .145069 3 1 -1.085081 -1.167354 -.209395 4 7 -.060321 .507267 -.155521 5 1 -.063131 1.292353 .490317 6 6 1.205999 -.195672 .013772 7 1 1.367589 -.630486 1.036931 8 1 2.022700 .543295 -.195491 9 1 1.274497 -1.026953 -.736222 ---------------------------------------------------------- Rotational constants (GHZ): 40.9489204 9.5617319 8.4339400 Isotopes: H-1,N-14,H-1,N-14,H-1,C-12,H-1,H-1,H-1 Standard basis: 6-31G(d,p) (6D, 7F) There are 75 symmetry adapted basis functions of A symmetry. Crude estimate of integral set expansion from redundant integrals=1.000. Integral buffers will be 262144 words long. Raffenetti 1 integral format. Two-electron integral symmetry is turned on. 75 basis functions 126 primitive gaussians 13 alpha electrons 13 beta electrons nuclear repulsion energy 84.4561109290 Hartrees. One-electron integrals computed using PRISM. The smallest eigenvalue of the overlap matrix is 6.450D-03 Projected INDO Guess. Warning! Cutoffs for single-point calculations used. Requested convergence on RMS density matrix=1.00D-04 within 64 cycles. Requested convergence on MAX density matrix=1.00D-02. Requested convergence on energy=5.00D-05. SCF Done: E(RHF) = -150.203884099 A.U. after 6 cycles Convg = .3920D-04 -V/T = 2.0023 S**2 = .0000 ********************************************************************** Population analysis using the SCF density. ********************************************************************** Alpha occ. eigenvalues -- -15.56292 -15.56180 -11.25641 -1.28096 -1.04301 Alpha occ. eigenvalues -- -.87445 -.68472 -.62865 -.61852 -.53206 Alpha occ. eigenvalues -- -.52039 -.48369 -.32255 Alpha virt. eigenvalues -- .22565 .26573 .27903 .30719 .31914 Alpha virt. eigenvalues -- .33520 .39066 .48798 .76055 .77571 Alpha virt. eigenvalues -- .78538 .92684 .95974 .96184 1.02211 Alpha virt. eigenvalues -- 1.05212 1.09130 1.12107 1.13266 1.15866 Alpha virt. eigenvalues -- 1.16980 1.17924 1.21497 1.33134 1.46651 Alpha virt. eigenvalues -- 1.57339 1.61610 1.64750 1.90400 1.98263 Alpha virt. eigenvalues -- 2.13161 2.23078 2.28533 2.33088 2.33917 Alpha virt. eigenvalues -- 2.36853 2.40376 2.43124 2.53307 2.55064 Alpha virt. eigenvalues -- 2.62921 2.66291 2.72476 2.74776 2.86651 Alpha virt. eigenvalues -- 2.93971 2.99968 3.01796 3.09868 3.19272 Alpha virt. eigenvalues -- 3.27358 3.30243 3.35380 3.48522 3.67620 Alpha virt. eigenvalues -- 3.69217 3.75721 3.83072 3.93175 4.25453 Alpha virt. eigenvalues -- 4.52359 4.87084 Condensed to atoms (all electrons): 1 2 3 4 5 6 1 H .440009 .365771 -.030741 -.056252 -.000324 .005094 2 N .365771 6.776130 .359476 .130212 -.058435 -.055339 3 H -.030741 .359476 .445197 -.041918 .006521 -.008474 4 N -.056252 .130212 -.041918 6.938849 .367999 .276400 5 H -.000324 -.058435 .006521 .367999 .452743 -.041784 6 C .005094 -.055339 -.008474 .276400 -.041784 4.771324 7 H -.000345 .005127 .000138 -.052449 -.004880 .391585 8 H -.000208 .003803 -.000052 -.039388 -.003366 .406943 9 H .000174 -.001723 .004045 -.046421 .005382 .398024 7 8 9 1 H -.000345 -.000208 .000174 2 N .005127 .003803 -.001723 3 H .000138 -.000052 .004045 4 N -.052449 -.039388 -.046421 5 H -.004880 -.003366 .005382 6 C .391585 .406943 .398024 7 H .642421 -.034134 -.044626 8 H -.034134 .566889 -.022806 9 H -.044626 -.022806 .600377 Total atomic charges: 1 1 H .276822 2 N -.525022 3 H .265807 4 N -.477032 5 H .276144 6 C -.143773 7 H .097162 8 H .122319 9 H .107574 Sum of Mulliken charges= .00000 Atomic charges with hydrogens summed into heavy atoms: 1 1 H .000000 2 N .017607 3 H .000000 4 N -.200889 5 H .000000 6 C .183282 7 H .000000 8 H .000000 9 H .000000 Sum of Mulliken charges= .00000 Electronic spatial extent (au): = 189.5180 Charge= .0000 electrons Dipole moment (Debye): X= .3354 Y= -.3077 Z= -.3331 Tot= .5640 Quadrupole moment (Debye-Ang): XX= -18.1881 YY= -17.9199 ZZ= -22.0149 XY= .1251 XZ= 2.4571 YZ= 2.2826 Octapole moment (Debye-Ang**2): XXX= -6.1471 YYY= .4560 ZZZ= -.0764 XYY= -2.3978 XXY= 1.7760 XXZ= -4.9635 XZZ= .2463 YZZ= -.1271 YYZ= .9028 XYZ= -.6802 Hexadecapole moment (Debye-Ang**3): XXXX= -153.3914 YYYY= -43.8889 ZZZZ= -32.3845 XXXY= .9429 XXXZ= 8.0046 YYYX= 3.0117 YYYZ= 4.5256 ZZZX= 2.7318 ZZZY= 2.1444 XXYY= -32.9642 XXZZ= -34.6469 YYZZ= -13.1037 XXYZ= .3619 YYXZ= .4514 ZZXY= -.8526 N-N= 8.445611092898D+01 E-N=-5.204417918981D+02 KE= 1.498578873034D+02 Breneman (CHELPG) radii used. Generate Potential Derived Charges using the Breneman model, NDens= 1. Grid spacing= .300 Box extension= 2.800 NStep X,Y,Z= 33 28 25 Total possible points= 23100 Number of Points to Fit= 7510 ********************************************************************** Electrostatic Properties Using The SCF Density ********************************************************************** Atomic Center 1 is at -1.946934 .193222 -.395612 Atomic Center 2 is at -1.197627 -.225845 .145069 Atomic Center 3 is at -1.085081 -1.167354 -.209395 Atomic Center 4 is at -.060321 .507267 -.155521 Atomic Center 5 is at -.063131 1.292353 .490317 Atomic Center 6 is at 1.205999 -.195672 .013772 Atomic Center 7 is at 1.367589 -.630486 1.036931 Atomic Center 8 is at 2.022700 .543295 -.195491 Atomic Center 9 is at 1.274497 -1.026953 -.736222 7510 points will be used for fitting atomic charges Fitting point charges to eletrostatic potential Charges from ESP fit, RMS= .00417 RRMS= .31250: Charge= .00000 Dipole= .2913 -.3582 -.2976 Tot= .5492 1 1 H .358881 2 N -.783796 3 H .390750 4 N -.541625 5 H .392711 6 C .076968 7 H .040755 8 H .006573 9 H .058784 ----------------------------------------------------------------- Electrostatic Properties (Atomic Units) ----------------------------------------------------------------- Center Electric -------- Electric Field -------- Potential X Y Z ----------------------------------------------------------------- 1 Atom -1.078830 2 Atom -18.341837 3 Atom -1.068588 4 Atom -18.337982 5 Atom -1.083764 6 Atom -14.695521 7 Atom -1.129461 8 Atom -1.116360 9 Atom -1.120712 ----------------------------------------------------------------- 1\1\GINC-PINHO\SP\RHF\6-31G(d,p)\C1H6N2\ \06-Apr-1900\0\\#N RHF/6-31G* * POP=CHELPG DENSITY=CURRENT\\metilhidrazina, Calculo de cargas\\0,1\H \N,1,1.0146\H,2,1.0123,1,106.24\N,2,1.3861,1,105.78,3,115.71,0\H,4,1.0 166,2,105.57,1,86.57,0\C,4,1.4582,2,115.62,1,205.26,0\H,6,1.1234,4,114 .66,2,304.54,0\H,6,1.1211,4,107.05,2,183.91,0\H,6,1.1217,4,109.43,2,66 .38,0\\Version=IBM-RS6000-G94RevB.3\HF=-150.2038841\RMSD=3.920e-05\Dip ole=0.1577263,0.1354264,0.0776101\PG=C01 [X(C1H6N2)]\\@ IN SO FAR AS QUANTUM MECHANICS IS CORRECT, CHEMICAL QUESTIONS ARE PROBLEMS IN APPLIED MATHEMATICS. -- EYRING, WALTER, & KIMBALL, 1944 Job cpu time: 0 days 0 hours 2 minutes 20.8 seconds. File lengths (MBytes): RWF= 10 Int= 0 D2E= 0 Chk= 1 Scr= 1 Normal termination of Gaussian 94 Thu Apr 6 15:35:02 EST 2000