#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012649.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2012649
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o220
_journal_page_last  o222
_publ_section_title
;
1-Methyl-5,6-diphenylpyrazine-2(1H)-thione
;
loop_
_publ_author_name
  'Zolotoy, Alexander B.'
  'Botoshansky, Mark'
  'Kaftory, Menahem'
  'Scheffer, John R.'
  'Yang, Jie'
_chemical_name_common  pyrazinethione
_chemical_formula_moiety  'C17 H14 N2 S'
_chemical_formula_sum  'C17 H14 N2 S'
_chemical_formula_iupac  'C17 H14 N2 S'
_chemical_formula_weight  278.37
_chemical_melting_point  442
_symmetry_cell_setting  Triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  9.583(2)
_cell_length_b  10.740(2)
_cell_length_c  15.247(3)
_cell_angle_alpha  106.79(3)
_cell_angle_beta  90.65(2)
_cell_angle_gamma  104.09(3)
_cell_volume  1451.5(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.274
_diffrn_ambient_temperature  293(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
  S1A 1.00610(11) 0.77438(10) 0.58983(6) 0.0802(4) Uani d . 1 . . S
  N1A 0.8105(3) 0.5380(2) 0.56813(15) 0.0460(7) Uani d . 1 . . N
  N2A 0.7825(3) 0.4814(3) 0.37996(16) 0.0581(8) Uani d . 1 . . N
  C1A 0.8927(3) 0.6294(3) 0.5301(2) 0.0516(9) Uani d . 1 . . C
  C2A 0.7106(3) 0.4228(3) 0.51558(18) 0.0420(8) Uani d . 1 . . C
  C3A 0.6977(3) 0.3975(3) 0.42236(18) 0.0426(8) Uani d . 1 . . C
  C4A 0.8740(4) 0.5896(3) 0.4320(2) 0.0595(10) Uani d . 1 . . C
  H4A 0.9318 0.6455 0.4027 0.089 Uiso calc R 1 . . H
  C5A 0.8328(4) 0.5664(3) 0.66898(18) 0.0668(11) Uani d . 1 . . C
  H5A1 0.9340 0.5857 0.6869 0.100 Uiso d R 1 . . H
  H5A2 0.7816 0.4893 0.6859 0.100 Uiso d R 1 . . H
  H5A3 0.7972 0.6426 0.6995 0.100 Uiso d R 1 . . H
  C6A 0.6252(4) 0.3296(3) 0.56205(18) 0.0428(8) Uani d . 1 . . C
  C7A 0.5101(4) 0.3606(4) 0.6105(2) 0.0661(11) Uani d . 1 . . C
  H7A 0.4889 0.4424 0.6162 0.099 Uiso calc R 1 . . H
  C8A 0.4268(5) 0.2710(4) 0.6503(2) 0.0791(13) Uani d . 1 . . C
  H8A 0.3491 0.2919 0.6819 0.119 Uiso calc R 1 . . H
  C9A 0.4590(5) 0.1513(4) 0.6431(2) 0.0780(14) Uani d . 1 . . C
  H9A 0.4031 0.0911 0.6702 0.117 Uiso calc R 1 . . H
  C10A 0.5733(5) 0.1197(4) 0.5962(2) 0.0718(12) Uani d . 1 . . C
  H10A 0.5951 0.0384 0.5919 0.108 Uiso calc R 1 . . H
  C11A 0.6568(4) 0.2091(3) 0.55502(19) 0.0543(10) Uani d . 1 . . C
  H11A 0.7337 0.1873 0.5228 0.081 Uiso calc R 1 . . H
  C12A 0.5925(4) 0.2800(3) 0.35833(19) 0.0457(9) Uani d . 1 . . C
  C13A 0.4474(4) 0.2489(3) 0.3709(2) 0.0560(10) Uani d . 1 . . C
  H13A 0.4147 0.2989 0.4233 0.084 Uiso calc R 1 . . H
  C14A 0.3492(4) 0.1446(4) 0.3071(2) 0.0668(11) Uani d . 1 . . C
  H14A 0.2514 0.1260 0.3159 0.100 Uiso calc R 1 . . H
  C15A 0.3983(5) 0.0686(4) 0.2303(2) 0.0740(12) Uani d . 1 . . C
  H15A 0.3336 -0.0024 0.1876 0.111 Uiso calc R 1 . . H
  C16A 0.5426(5) 0.0978(4) 0.2171(2) 0.0686(11) Uani d . 1 . . C
  H16A 0.5752 0.0462 0.1653 0.103 Uiso calc R 1 . . H
  C17A 0.6403(4) 0.2033(3) 0.28023(19) 0.0573(10) Uani d . 1 . . C
  H17A 0.7377 0.2229 0.2704 0.086 Uiso calc R 1 . . H
  S1B 0.47642(10) 0.22067(9) -0.01252(6) 0.0666(3) Uani d . 1 . . S
  N1B 0.6806(3) 0.4524(3) 0.05934(14) 0.0451(7) Uani d . 1 . . N
  N2B 0.7175(3) 0.4966(3) -0.10900(15) 0.0581(8) Uani d . 1 . . N
  C1B 0.5976(3) 0.3595(3) -0.01630(19) 0.0482(9) Uani d . 1 . . C
  C2B 0.7836(3) 0.5638(3) 0.05241(17) 0.0413(8) Uani d . 1 . . C
  C3B 0.8016(3) 0.5839(3) -0.03174(18) 0.0455(9) Uani d . 1 . . C
  C4B 0.6230(4) 0.3934(3) -0.0997(2) 0.0576(10) Uani d . 1 . . C
  H4B 0.5660 0.3357 -0.1524 0.086 Uiso calc R 1 . . H
  C5B 0.6562(4) 0.4298(3) 0.14960(18) 0.0617(11) Uani d . 1 . . C
  H5B1 0.5543 0.4021 0.1547 0.093 Uiso d R 1 . . H
  H5B2 0.6982 0.5114 0.1980 0.093 Uiso d R 1 . . H
  H5B3 0.7002 0.3605 0.1546 0.093 Uiso d R 1 . . H
  C6B 0.8665(3) 0.6614(3) 0.13874(17) 0.0404(8) Uani d . 1 . . C
  C7B 0.9819(4) 0.6340(4) 0.17886(19) 0.0601(10) Uani d . 1 . . C
  H7B 1.0046 0.5521 0.1543 0.090 Uiso calc R 1 . . H
  C8B 1.0632(4) 0.7295(4) 0.2558(2) 0.0689(12) Uani d . 1 . . C
  H8B 1.1414 0.7122 0.2824 0.103 Uiso calc R 1 . . H
  C9B 1.0282(4) 0.8488(4) 0.2924(2) 0.0667(12) Uani d . 1 . . C
  H9B 1.0825 0.9121 0.3442 0.100 Uiso calc R 1 . . H
  C10B 0.9137(4) 0.8761(3) 0.2534(2) 0.0636(11) Uani d . 1 . . C
  H10B 0.8900 0.9572 0.2789 0.095 Uiso calc R 1 . . H
  C11B 0.8329(3) 0.7814(3) 0.17538(18) 0.0494(9) Uani d . 1 . . C
  H11B 0.7561 0.7999 0.1483 0.074 Uiso calc R 1 . . H
  C12B 0.9088(4) 0.6992(3) -0.04818(18) 0.0448(9) Uani d . 1 . . C
  C13B 1.0527(4) 0.7370(3) -0.01447(19) 0.0552(10) Uani d . 1 . . C
  H13B 1.0841 0.6912 0.0219 0.083 Uiso calc R 1 . . H
  C14B 1.1506(4) 0.8416(4) -0.0340(2) 0.0639(10) Uani d . 1 . . C
  H14B 1.2469 0.8655 -0.0111 0.096 Uiso calc R 1 . . H
  C15B 1.1049(4) 0.9102(4) -0.0874(2) 0.0656(11) Uani d . 1 . . C
  H15B 1.1697 0.9816 -0.0999 0.098 Uiso calc R 1 . . H
  C16B 0.9628(4) 0.8727(4) -0.1222(2) 0.0621(10) Uani d . 1 . . C
  H16B 0.9322 0.9179 -0.1592 0.093 Uiso calc R 1 . . H
  C17B 0.8650(4) 0.7682(3) -0.10266(18) 0.0535(9) Uani d . 1 . . C
  H17B 0.7691 0.7441 -0.1263 0.080 Uiso calc R 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
  S1A 0.0757(8) 0.0574(7) 0.0797(7) -0.0073(6) 0.0075(5) -0.0017(5)
  N1A 0.0584(19) 0.0399(18) 0.0392(14) 0.0175(15) 0.0046(12) 0.0069(12)
  N2A 0.073(2) 0.0506(19) 0.0458(15) 0.0046(16) 0.0088(14) 0.0158(14)
  C1A 0.049(2) 0.045(2) 0.058(2) 0.0121(18) 0.0109(16) 0.0109(17)
  C2A 0.047(2) 0.036(2) 0.0432(18) 0.0110(17) 0.0060(15) 0.0119(15)
  C3A 0.050(2) 0.041(2) 0.0387(17) 0.0092(17) 0.0073(15) 0.0173(15)
  C4A 0.065(3) 0.055(3) 0.056(2) 0.008(2) 0.0117(18) 0.0186(18)
  C5A 0.084(3) 0.066(3) 0.0404(18) 0.016(2) -0.0036(17) 0.0046(17)
  C6A 0.058(2) 0.036(2) 0.0348(17) 0.0124(18) 0.0033(15) 0.0105(14)
  C7A 0.088(3) 0.053(2) 0.067(2) 0.024(2) 0.033(2) 0.0267(19)
  C8A 0.106(4) 0.065(3) 0.068(2) 0.014(3) 0.035(2) 0.029(2)
  C9A 0.098(4) 0.075(3) 0.057(2) -0.002(3) 0.011(2) 0.034(2)
  C10A 0.097(3) 0.048(3) 0.066(2) 0.003(2) -0.014(2) 0.026(2)
  C11A 0.071(3) 0.044(2) 0.0451(19) 0.012(2) -0.0071(16) 0.0106(16)
  C12A 0.054(2) 0.042(2) 0.0434(18) 0.0089(19) 0.0033(16) 0.0194(16)
  C13A 0.067(3) 0.048(2) 0.053(2) 0.014(2) 0.0001(18) 0.0160(17)
  C14A 0.063(3) 0.065(3) 0.073(2) 0.010(2) -0.001(2) 0.026(2)
  C15A 0.085(3) 0.064(3) 0.064(2) 0.003(3) -0.018(2) 0.018(2)
  C16A 0.087(3) 0.062(3) 0.046(2) 0.012(2) 0.000(2) 0.0064(18)
  C17A 0.062(2) 0.054(2) 0.0464(19) 0.006(2) 0.0045(17) 0.0085(17)
  S1B 0.0596(7) 0.0565(7) 0.0689(6) -0.0031(5) -0.0058(5) 0.0115(5)
  N1B 0.0530(18) 0.0468(18) 0.0322(13) 0.0108(15) 0.0002(12) 0.0087(12)
  N2B 0.070(2) 0.058(2) 0.0387(15) 0.0068(17) -0.0016(13) 0.0100(14)
  C1B 0.050(2) 0.048(2) 0.0425(18) 0.0125(18) -0.0016(16) 0.0066(16)
  C2B 0.047(2) 0.039(2) 0.0352(17) 0.0088(17) 0.0029(14) 0.0079(14)
  C3B 0.053(2) 0.046(2) 0.0314(16) 0.0117(18) -0.0005(14) 0.0047(14)
  C4B 0.067(3) 0.051(2) 0.0424(19) 0.009(2) -0.0093(17) 0.0006(17)
  C5B 0.075(3) 0.055(2) 0.0459(18) -0.004(2) 0.0003(17) 0.0186(16)
  C6B 0.043(2) 0.041(2) 0.0333(16) 0.0024(17) 0.0003(14) 0.0112(15)
  C7B 0.069(3) 0.063(3) 0.0459(19) 0.021(2) -0.0074(18) 0.0111(17)
  C8B 0.071(3) 0.075(3) 0.052(2) 0.002(2) -0.0173(19) 0.021(2)
  C9B 0.081(3) 0.053(3) 0.044(2) -0.019(2) -0.0094(19) 0.0110(18)
  C10B 0.083(3) 0.046(2) 0.046(2) -0.003(2) 0.0059(19) 0.0075(17)
  C11B 0.063(2) 0.040(2) 0.0425(18) 0.0046(19) 0.0055(16) 0.0143(16)
  C12B 0.052(2) 0.042(2) 0.0352(17) 0.0098(18) 0.0042(15) 0.0047(14)
  C13B 0.061(3) 0.063(3) 0.0453(19) 0.023(2) 0.0086(17) 0.0159(17)
  C14B 0.049(2) 0.065(3) 0.074(2) 0.006(2) 0.0085(19) 0.022(2)
  C15B 0.072(3) 0.063(3) 0.059(2) 0.008(2) 0.019(2) 0.0215(19)
  C16B 0.072(3) 0.068(3) 0.051(2) 0.019(2) 0.0139(19) 0.0248(18)
  C17B 0.057(2) 0.063(2) 0.0413(18) 0.013(2) 0.0062(16) 0.0179(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S1A C1A . 1.664(3) ?
  N1A C1A . 1.372(3) ?
  N1A C2A . 1.387(3) ?
  N1A C5A . 1.481(3) ?
  N2A C4A . 1.305(4) ?
  N2A C3A . 1.372(3) ?
  C1A C4A . 1.429(4) ?
  C2A C3A . 1.366(3) ?
  C2A C6A . 1.482(4) ?
  C3A C12A . 1.486(4) ?
  C4A H4A . 0.9300 ?
  C5A H5A1 . 0.9600 ?
  C5A H5A2 . 0.9603 ?
  C5A H5A3 . 0.9599 ?
  C6A C11A . 1.374(4) ?
  C6A C7A . 1.389(4) ?
  C7A C8A . 1.380(4) ?
  C7A H7A . 0.9300 ?
  C8A C9A . 1.367(5) ?
  C8A H8A . 0.9300 ?
  C9A C10A . 1.374(5) ?
  C9A H9A . 0.9300 ?
  C10A C11A . 1.394(4) ?
  C10A H10A . 0.9300 ?
  C11A H11A . 0.9300 ?
  C12A C13A . 1.378(4) ?
  C12A C17A . 1.391(4) ?
  C13A C14A . 1.387(4) ?
  C13A H13A . 0.9300 ?
  C14A C15A . 1.379(5) ?
  C14A H14A . 0.9300 ?
  C15A C16A . 1.372(5) ?
  C15A H15A . 0.9300 ?
  C16A C17A . 1.385(4) ?
  C16A H16A . 0.9300 ?
  C17A H17A . 0.9300 ?
  S1B C1B . 1.668(3) ?
  N1B C1B . 1.373(3) ?
  N1B C2B . 1.385(3) ?
  N1B C5B . 1.476(3) ?
  N2B C4B . 1.294(4) ?
  N2B C3B . 1.374(3) ?
  C1B C4B . 1.428(4) ?
  C2B C3B . 1.367(3) ?
  C2B C6B . 1.495(4) ?
  C3B C12B . 1.489(4) ?
  C4B H4B . 0.9300 ?
  C5B H5B1 . 0.9601 ?
  C5B H5B2 . 0.9601 ?
  C5B H5B3 . 0.9600 ?
  C6B C11B . 1.366(4) ?
  C6B C7B . 1.390(4) ?
  C7B C8B . 1.389(4) ?
  C7B H7B . 0.9300 ?
  C8B C9B . 1.366(5) ?
  C8B H8B . 0.9300 ?
  C9B C10B . 1.373(5) ?
  C9B H9B . 0.9300 ?
  C10B C11B . 1.395(4) ?
  C10B H10B . 0.9300 ?
  C11B H11B . 0.9300 ?
  C12B C17B . 1.383(4) ?
  C12B C13B . 1.386(4) ?
  C13B C14B . 1.384(4) ?
  C13B H13B . 0.9300 ?
  C14B C15B . 1.376(5) ?
  C14B H14B . 0.9300 ?
  C15B C16B . 1.375(4) ?
  C15B H15B . 0.9300 ?
  C16B C17B . 1.383(4) ?
  C16B H16B . 0.9300 ?
  C17B H17B . 0.9300 ?
_cod_database_code 2012649