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/g94-13412.inp -scrdir=/work/gaussian/aline/ Entering Link 1 = /usr/g94/l1.exe PID= 13188. 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 10-Apr-1900 ********************************************** %chk=salv ----------------------------------------- #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; ------------------------------ hidrazina, 2 moleculas de agua ------------------------------ 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 2 r5 1 a5 3 d5 0 H 4 r6 2 a6 1 d6 0 H 4 r7 2 a7 1 d7 0 H 3 r8 2 a8 1 d8 0 O 1 r9 2 a9 3 d9 0 H 9 r10 1 a10 2 d10 0 O 8 r11 3 a11 2 d11 0 H 11 r12 8 a12 3 d12 0 Variables: r2 2.7644 r3 1.016 a3 127.21 r4 1.3805 a4 78.99 d4 256.73 r5 1.0152 a5 123.64 d5 153.13 r6 1.0159 a6 107.14 d6 56.31 r7 1.0153 a7 107.35 d7 304.15 r8 3.0271 a8 122.01 d8 199.54 r9 0.9628 a9 109.08 d9 89.94 r10 0.9608 a10 103.69 d10 224.63 r11 0.9608 a11 41. d11 336.83 r12 0.9627 a12 103.68 d12 100.4 ------------------------------------------------------------------------ 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 2.764400( 1) 3 3 H 2 1.016000( 2) 1 127.210( 12) 4 4 N 2 1.380500( 3) 1 78.990( 13) 3 256.730( 22) 0 5 5 H 2 1.015200( 4) 1 123.640( 14) 3 153.130( 23) 0 6 6 H 4 1.015900( 5) 2 107.140( 15) 1 56.310( 24) 0 7 7 H 4 1.015300( 6) 2 107.350( 16) 1 304.150( 25) 0 8 8 H 3 3.027100( 7) 2 122.010( 17) 1 199.540( 26) 0 9 9 O 1 .962800( 8) 2 109.080( 18) 3 89.940( 27) 0 10 10 H 9 .960800( 9) 1 103.690( 19) 2 224.630( 28) 0 11 11 O 8 .960800( 10) 3 41.000( 20) 2 336.830( 29) 0 12 12 H 11 .962700( 11) 8 103.680( 21) 3 100.400( 30) 0 ------------------------------------------------------------------------ Z-Matrix orientation: ---------------------------------------------------------- Center Atomic Coordinates (Angstroms) Number Number X Y Z ---------------------------------------------------------- 1 1 .000000 .000000 .000000 2 7 .000000 .000000 2.764400 3 1 .809167 .000000 3.378814 4 7 -.311048 -1.318908 2.500752 5 1 -.753938 .381998 3.326793 6 1 .431273 -1.690257 1.914993 7 1 -1.136007 -1.322956 1.908924 8 1 .624211 -.858520 6.275721 9 8 .000953 -.909906 -.314728 10 1 .656761 -.906955 -1.016899 11 8 .051936 -.521874 5.581237 12 1 -.397840 -1.308316 5.255658 ---------------------------------------------------------- Distance matrix (angstroms): 1 2 3 4 5 1 H .000000 2 N 2.764400 .000000 3 H 3.474354 1.016000 .000000 4 N 2.844298 1.380500 1.940462 .000000 5 H 3.432477 1.015200 1.609946 1.942055 .000000 6 H 2.590399 1.940221 2.267718 1.015900 2.773472 7 H 2.585481 1.942309 2.773895 1.015300 2.250156 8 H 6.364854 3.668252 3.027100 3.916256 3.483440 9 O .962800 3.210757 3.888880 2.862089 3.936947 10 H 1.512609 3.943618 4.490889 3.671542 4.745433 11 O 5.605824 2.865244 2.386717 3.202563 2.559089 12 H 5.430645 2.841889 2.586716 2.756294 2.589302 6 7 8 9 10 6 H .000000 7 H 1.609755 .000000 8 H 4.443530 4.731066 .000000 9 O 2.401204 2.531386 6.620053 .000000 10 H 3.043090 3.456517 7.292853 .960800 .000000 11 O 3.866570 3.941932 .960800 5.908940 6.636979 12 H 3.463141 3.427205 1.512426 5.598836 6.373244 11 12 11 O .000000 12 H .962700 .000000 Interatomic angles: H1-N2-H3=127.21 H1-N2-N4= 78.99 H3-N2-N4=107.1539 H1-N2-H5=123.64 H3-N2-H5=104.8599 N4-N2-H5=107.335 N2-N4-H6=107.14 N2-N4-H7=107.35 H6-N4-H7=104.8422 N2-H3-H8=122.01 N2-H1-O9=109.08 H1-O9-H10=103.69 H3-H8-O11= 41. H8-O11-H12=103.68 Stoichiometry H8N2O2 Framework group C1[X(H8N2O2)] 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 Coordinates (Angstroms) Number Number X Y Z ---------------------------------------------------------- 1 1 -2.589507 .830602 .134781 2 7 .170579 .677452 .115468 3 1 .788564 .824487 -.677458 4 7 -.167675 -.660930 .125373 5 1 .749098 .849288 .931813 6 1 -.768996 -.823710 -.677104 7 1 -.763422 -.816689 .932627 8 1 3.632218 -.212788 -.709519 9 8 -2.954292 -.037146 -.067530 10 1 -3.651532 .151382 -.701131 11 8 2.954318 .025202 -.071593 12 1 2.583036 -.822669 .193086 ---------------------------------------------------------- Rotational constants (GHZ): 24.0066103 1.5458808 1.4890900 Isotopes: H-1,N-14,H-1,N-14,H-1,H-1,H-1,H-1,O-16,H-1,O-16,H-1 Standard basis: 6-31G(d,p) (6D, 7F) There are 100 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. 100 basis functions 168 primitive gaussians 19 alpha electrons 19 beta electrons nuclear repulsion energy 131.7897211002 Hartrees. One-electron integrals computed using PRISM. The smallest eigenvalue of the overlap matrix is 7.695D-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) = -263.228578702 A.U. after 7 cycles Convg = .2428D-04 -V/T = 2.0023 S**2 = .0000 ********************************************************************** Population analysis using the SCF density. ********************************************************************** Alpha occ. eigenvalues -- -20.55918 -20.55882 -15.53987 -15.53932 -1.33725 Alpha occ. eigenvalues -- -1.33682 -1.25444 -.97665 -.69861 -.69730 Alpha occ. eigenvalues -- -.68686 -.60076 -.57183 -.56602 -.53741 Alpha occ. eigenvalues -- -.52570 -.49559 -.48615 -.31184 Alpha virt. eigenvalues -- .20545 .22260 .27896 .30655 .31800 Alpha virt. eigenvalues -- .32186 .32709 .36293 .48966 .88794 Alpha virt. eigenvalues -- .89195 .91471 .98663 .99799 1.01300 Alpha virt. eigenvalues -- 1.02025 1.05879 1.08601 1.11242 1.12195 Alpha virt. eigenvalues -- 1.14295 1.15083 1.18878 1.21118 1.23843 Alpha virt. eigenvalues -- 1.25928 1.28981 1.30231 1.35207 1.44654 Alpha virt. eigenvalues -- 1.44916 1.55298 1.59789 1.67867 1.74621 Alpha virt. eigenvalues -- 1.81219 1.81556 1.81640 1.82849 1.92674 Alpha virt. eigenvalues -- 1.94944 2.03037 2.11312 2.41587 2.48081 Alpha virt. eigenvalues -- 2.56246 2.56840 2.57464 2.57692 2.58349 Alpha virt. eigenvalues -- 2.60266 2.60714 2.62435 2.64816 2.75236 Alpha virt. eigenvalues -- 2.81496 2.82835 2.88023 2.96895 2.98470 Alpha virt. eigenvalues -- 2.99998 3.00509 3.07030 3.09427 3.29226 Alpha virt. eigenvalues -- 3.32374 3.36556 3.38733 3.39377 3.68613 Alpha virt. eigenvalues -- 3.70383 3.71973 3.72692 3.75847 3.94071 Alpha virt. eigenvalues -- 3.95432 4.04704 4.16314 4.18554 4.28803 Alpha virt. eigenvalues -- 4.56804 Condensed to atoms (all electrons): 1 2 3 4 5 6 1 H .358946 .009114 -.000058 -.002878 -.000097 -.001153 2 N .009114 6.824915 .366449 .100553 .366715 -.044570 3 H -.000058 .366449 .419139 -.044428 -.033074 -.005941 4 N -.002878 .100553 -.044428 6.824396 -.045644 .366396 5 H -.000097 .366715 -.033074 -.045644 .436610 .006105 6 H -.001153 -.044570 -.005941 .366396 .006105 .421011 7 H -.001032 -.045413 .006058 .367001 -.006587 -.033159 8 H .000000 .000752 -.000101 -.000176 -.000046 .000004 9 O .304004 -.000768 .000008 -.012441 .000016 .009121 10 H -.022526 -.000172 .000004 .000758 .000002 -.000091 11 O .000000 -.012418 .009354 -.000788 .002367 .000014 12 H .000000 -.002870 -.001212 .009210 -.000975 -.000063 7 8 9 10 11 12 1 H -.001032 .000000 .304004 -.022526 .000000 .000000 2 N -.045413 .000752 -.000768 -.000172 -.012418 -.002870 3 H .006058 -.000101 .000008 .000004 .009354 -.001212 4 N .367001 -.000176 -.012441 .000758 -.000788 .009210 5 H -.006587 -.000046 .000016 .000002 .002367 -.000975 6 H -.033159 .000004 .009121 -.000091 .000014 -.000063 7 H .434566 .000002 .002536 -.000047 .000018 -.000094 8 H .000002 .382138 .000000 .000000 .304666 -.022570 9 O .002536 .000000 8.080301 .304587 .000000 .000000 10 H -.000047 .000000 .304587 .382150 .000000 .000000 11 O .000018 .304666 .000000 .000000 8.079946 .304087 12 H -.000094 -.022570 .000000 .000000 .304087 .358864 Total atomic charges: 1 1 H .355680 2 N -.562285 3 H .283801 4 N -.561958 5 H .274608 6 H .282327 7 H .276150 8 H .335332 9 O -.687363 10 H .335334 11 O -.687246 12 H .355620 Sum of Mulliken charges= .00000 Atomic charges with hydrogens summed into heavy atoms: 1 1 H .000000 2 N -.003876 3 H .000000 4 N -.003481 5 H .000000 6 H .000000 7 H .000000 8 H .000000 9 O .003651 10 H .000000 11 O .003706 12 H .000000 Sum of Mulliken charges= .00000 Electronic spatial extent (au): = 750.3259 Charge= .0000 electrons Dipole moment (Debye): X= -.0501 Y= -.0559 Z= -1.4886 Tot= 1.4905 Quadrupole moment (Debye-Ang): XX= -15.9451 YY= -26.2103 ZZ= -21.9647 XY= -7.1604 XZ= .2269 YZ= .0694 Octapole moment (Debye-Ang**2): XXX= -1.8625 YYY= -.0882 ZZZ= -1.2465 XYY= .0961 XXY= -1.0726 XXZ= -30.9440 XZZ= .2190 YZZ= -.0671 YYZ= -.2211 XYZ= .4618 Hexadecapole moment (Debye-Ang**3): XXXX= -494.4446 YYYY= -68.5317 ZZZZ= -29.0548 XXXY= -89.2459 XXXZ= 2.2774 YYYX= -5.6278 YYYZ= .0966 ZZZX= -.0043 ZZZY= .1389 XXYY= -114.0792 XXZZ= -103.2923 YYZZ= -14.7769 XXYZ= .4379 YYXZ= .1253 ZZXY= -.2266 N-N= 1.317897211002D+02 E-N=-8.861067664650D+02 KE= 2.626299389371D+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= 44 25 26 Total possible points= 28600 Number of Points to Fit= 9820 ********************************************************************** Electrostatic Properties Using The SCF Density ********************************************************************** Atomic Center 1 is at -2.589507 .830602 .134781 Atomic Center 2 is at .170579 .677452 .115468 Atomic Center 3 is at .788564 .824487 -.677458 Atomic Center 4 is at -.167675 -.660930 .125373 Atomic Center 5 is at .749098 .849288 .931813 Atomic Center 6 is at -.768996 -.823710 -.677104 Atomic Center 7 is at -.763422 -.816689 .932627 Atomic Center 8 is at 3.632218 -.212788 -.709519 Atomic Center 9 is at -2.954292 -.037146 -.067530 Atomic Center 10 is at -3.651532 .151382 -.701131 Atomic Center 11 is at 2.954318 .025202 -.071593 Atomic Center 12 is at 2.583036 -.822669 .193086 9820 points will be used for fitting atomic charges Fitting point charges to eletrostatic potential Charges from ESP fit, RMS= .00394 RRMS= .23420: Charge= .00000 Dipole= -.0472 -.0502 -1.4202 Tot= 1.4218 1 1 H .412348 2 N -.883854 3 H .442549 4 N -.880969 5 H .459230 6 H .440270 7 H .459243 8 H .422077 9 O -.851532 10 H .421134 11 O -.851036 12 H .410539 ----------------------------------------------------------------- Electrostatic Properties (Atomic Units) ----------------------------------------------------------------- Center Electric -------- Electric Field -------- Potential X Y Z ----------------------------------------------------------------- 1 Atom -1.014732 2 Atom -18.362495 3 Atom -1.097018 4 Atom -18.362546 5 Atom -1.095411 6 Atom -1.096954 7 Atom -1.095659 8 Atom -1.012501 9 Atom -22.313104 10 Atom -1.012189 11 Atom -22.313457 12 Atom -1.015098 ----------------------------------------------------------------- 1\1\GINC-CEDRO\SP\RHF\6-31G(d,p)\H8N2O2\ \10-Apr-1900\0\\#N RHF/6-31G* * POP=CHELPG DENSITY=CURRENT\\hidrazina, 2 moleculas de agua\\0,1\H\N, 1,2.7644\H,2,1.016,1,127.21\N,2,1.3805,1,78.99,3,256.73,0\H,2,1.0152,1 ,123.64,3,153.13,0\H,4,1.0159,2,107.14,1,56.31,0\H,4,1.0153,2,107.35,1 ,304.15,0\H,3,3.0271,2,122.01,1,199.54,0\O,1,0.9628,2,109.08,3,89.94,0 \H,9,0.9608,1,103.69,2,224.63,0\O,8,0.9608,3,41.,2,336.83,0\H,11,0.962 7,8,103.68,3,100.4,0\\Version=IBM-RS6000-G94RevB.3\HF=-263.2285787\RMS D=2.428e-05\Dipole=0.5657517,-0.1535133,-0.0143593\PG=C01 [X(H8N2O2)]\ \@ 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 4 minutes .9 seconds. File lengths (MBytes): RWF= 11 Int= 0 D2E= 0 Chk= 1 Scr= 1 Normal termination of Gaussian 94 Mon Apr 10 14:25:38 EST 2000