#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012972.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_2012972
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o635
_journal_page_last  o636
_publ_section_title
;
A 1:1 molecular complex of bis(4-aminophenyl) disulfide and 4-aminothiophenol
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Vangala, Venu R.'
  'Desiraju, Gautam R.'
  'Jetti, Ram K. R.'
  'Bl\"aser, Dieter'
  'Boese, Roland'
_chemical_name_common
;
1:1 complex of bis(4-aminophenyl)disulfide and 4-aminothiophenol
;
_chemical_formula_moiety  'C12 H12 N2 S2 , C6 H7 N1 S1'
_chemical_formula_sum  'C18 H19 N3 S3'
_chemical_formula_iupac  'C12 H12 N2 S2 , C6 H7 N1 S1'
_chemical_formula_weight  373.54
_chemical_melting_point  200
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  15.210(3)
_cell_length_b  6.0099(11)
_cell_length_c  19.683(4)
_cell_angle_alpha  90.00
_cell_angle_beta  96.814(3)
_cell_angle_gamma  90.00
_cell_volume  1786.6(6)
_cell_formula_units_Z  4
_cell_measurement_temperature  203(2)
_exptl_crystal_density_diffrn  1.389
_diffrn_ambient_temperature  203(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
  C1 0.15155(11) 0.5469(2) 0.15570(8) 0.0318(3) Uani d . 1 . . C
  C2 0.14980(12) 0.3331(3) 0.18260(8) 0.0352(3) Uani d . 1 . . C
  H2 0.0982 0.2805 0.1992 0.042 Uiso d R 1 . . H
  C3 0.22339(12) 0.1968(3) 0.18514(8) 0.0353(3) Uani d . 1 . . C
  H3 0.2213 0.0533 0.2039 0.042 Uiso d R 1 . . H
  C4 0.30057(11) 0.2684(2) 0.16057(7) 0.0325(3) Uani d . 1 . . C
  C5 0.30172(11) 0.4846(2) 0.13336(8) 0.0333(3) Uani d . 1 . . C
  H5 0.3532 0.5372 0.1165 0.040 Uiso d R 1 . . H
  C6 0.22851(11) 0.6204(2) 0.13103(8) 0.0329(3) Uani d . 1 . . C
  H6 0.2306 0.7643 0.1126 0.039 Uiso d R 1 . . H
  N1 0.37355(11) 0.1251(2) 0.15862(7) 0.0410(3) Uani d . 1 . . N
  H1A 0.4251 0.1947 0.1624 0.049 Uiso d R 1 . . H
  H1B 0.3794 0.0377 0.1900 0.049 Uiso d R 1 . . H
  S1 0.06154(3) 0.73431(7) 0.15535(2) 0.04440(15) Uani d . 1 . . S
  H1 0.0128 0.6495 0.1577 0.053 Uiso d R 1 . . H
  C7 0.56318(11) 0.7629(3) 0.14613(8) 0.0330(3) Uani d . 1 . . C
  C8 0.59837(12) 0.9756(3) 0.15723(9) 0.0382(4) Uani d . 1 . . C
  H8 0.5989 1.0430 0.2004 0.046 Uiso d R 1 . . H
  C9 0.63242(13) 1.0880(3) 0.10530(9) 0.0416(4) Uani d . 1 . . C
  H9 0.6570 1.2303 0.1137 0.050 Uiso d R 1 . . H
  C10 0.63100(12) 0.9935(3) 0.04024(9) 0.0395(4) Uani d . 1 . . C
  C11 0.59223(12) 0.7840(3) 0.02866(8) 0.0397(4) Uani d . 1 . . C
  H11 0.5883 0.7203 -0.0152 0.048 Uiso d R 1 . . H
  C12 0.55975(12) 0.6698(3) 0.08127(8) 0.0357(3) Uani d . 1 . . C
  H12 0.5349 0.5277 0.0730 0.043 Uiso d R 1 . . H
  C13 0.63360(12) 0.7444(3) 0.34511(9) 0.0373(4) Uani d . 1 . . C
  C14 0.68407(12) 0.9354(3) 0.33891(9) 0.0422(4) Uani d . 1 . . C
  H14 0.7122 0.9569 0.2994 0.051 Uiso d R 1 . . H
  C15 0.69319(13) 1.0939(3) 0.38987(9) 0.0456(4) Uani d . 1 . . C
  H15 0.7278 1.2212 0.3849 0.055 Uiso d R 1 . . H
  C16 0.65152(13) 1.0673(3) 0.44909(9) 0.0437(4) Uani d . 1 . . C
  C17 0.60226(13) 0.8734(3) 0.45598(9) 0.0421(4) Uani d . 1 . . C
  H17 0.5750 0.8504 0.4958 0.050 Uiso d R 1 . . H
  C18 0.59399(12) 0.7134(3) 0.40442(9) 0.0391(4) Uani d . 1 . . C
  H18 0.5608 0.5839 0.4097 0.047 Uiso d R 1 . . H
  N2 0.67105(13) 1.0968(3) -0.01082(9) 0.0563(5) Uani d . 1 . . N
  H2A 0.6769 1.2344 -0.0034 0.068 Uiso d R 1 . . H
  H2B 0.6549 1.0549 -0.0527 0.068 Uiso d R 1 . . H
  N3 0.65603(15) 1.2320(3) 0.49806(9) 0.0587(5) Uani d . 1 . . N
  H3A 0.6964 1.3430 0.4973 0.070 Uiso d R 1 . . H
  H3B 0.6404 1.1878 0.5363 0.070 Uiso d R 1 . . H
  S2 0.51935(3) 0.61204(7) 0.21176(2) 0.03839(14) Uani d . 1 . . S
  S3 0.62695(3) 0.53320(7) 0.28168(2) 0.04368(15) Uani d . 1 . . S
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
  C1 0.0293(8) 0.0331(7) 0.0327(7) 0.0009(6) 0.0024(6) -0.0046(5)
  C2 0.0336(8) 0.0372(8) 0.0359(7) -0.0072(7) 0.0079(6) -0.0040(6)
  C3 0.0420(9) 0.0284(7) 0.0352(7) -0.0028(6) 0.0037(6) 0.0001(6)
  C4 0.0340(8) 0.0337(7) 0.0290(7) 0.0018(6) -0.0001(6) -0.0010(5)
  C5 0.0306(8) 0.0360(7) 0.0336(7) -0.0041(6) 0.0051(6) 0.0011(6)
  C6 0.0358(9) 0.0285(7) 0.0341(7) -0.0034(6) 0.0027(6) 0.0008(5)
  N1 0.0405(9) 0.0397(7) 0.0420(7) 0.0103(6) 0.0012(6) 0.0049(6)
  S1 0.0337(3) 0.0427(2) 0.0563(3) 0.00621(17) 0.0033(2) -0.00657(17)
  C7 0.0285(8) 0.0338(7) 0.0365(8) 0.0021(6) 0.0024(6) 0.0016(6)
  C8 0.0400(9) 0.0335(7) 0.0397(8) 0.0038(7) -0.0013(7) -0.0045(6)
  C9 0.0407(10) 0.0315(8) 0.0502(9) -0.0027(7) -0.0050(7) 0.0035(6)
  C10 0.0329(8) 0.0412(8) 0.0431(9) -0.0011(7) -0.0008(7) 0.0092(6)
  C11 0.0403(10) 0.0445(9) 0.0336(8) -0.0032(7) 0.0024(7) -0.0008(6)
  C12 0.0334(8) 0.0341(7) 0.0393(8) -0.0038(6) 0.0028(6) -0.0022(6)
  C13 0.0306(8) 0.0403(8) 0.0399(8) 0.0038(7) -0.0003(6) 0.0097(6)
  C14 0.0297(9) 0.0520(10) 0.0437(9) -0.0028(7) -0.0008(7) 0.0169(7)
  C15 0.0356(9) 0.0455(9) 0.0517(10) -0.0089(8) -0.0115(8) 0.0167(7)
  C16 0.0447(10) 0.0405(8) 0.0412(9) -0.0016(8) -0.0136(7) 0.0089(7)
  C17 0.0453(10) 0.0440(9) 0.0359(8) -0.0035(8) 0.0009(7) 0.0086(6)
  C18 0.0384(9) 0.0365(8) 0.0413(8) -0.0032(7) -0.0002(7) 0.0098(6)
  N2 0.0610(12) 0.0582(10) 0.0492(9) -0.0189(9) 0.0050(8) 0.0137(7)
  N3 0.0787(14) 0.0454(8) 0.0468(9) -0.0104(9) -0.0136(9) 0.0052(7)
  S2 0.0341(2) 0.0431(2) 0.0387(2) -0.00334(16) 0.00754(16) -0.00024(15)
  S3 0.0456(3) 0.0420(2) 0.0437(2) 0.01216(18) 0.00654(19) 0.00776(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
  C1 C2 . 1.391(2) ?
  C1 C6 . 1.391(2) ?
  C1 S1 . 1.7721(16) ?
  C2 C3 . 1.383(2) ?
  C2 H2 . 0.9400 ?
  C3 C4 . 1.390(3) ?
  C3 H3 . 0.9400 ?
  C4 C5 . 1.407(2) ?
  C4 N1 . 1.409(2) ?
  C5 C6 . 1.377(2) ?
  C5 H5 . 0.9400 ?
  C6 H6 . 0.9400 ?
  N1 H1A . 0.8841 ?
  N1 H1B . 0.8078 ?
  S1 H1 . 0.9051 ?
  C7 C12 . 1.389(2) ?
  C7 C8 . 1.393(2) ?
  C7 S2 . 1.7719(17) ?
  C8 C9 . 1.377(3) ?
  C8 H8 . 0.9400 ?
  C9 C10 . 1.399(3) ?
  C9 H9 . 0.9400 ?
  C10 N2 . 1.383(2) ?
  C10 C11 . 1.397(2) ?
  C11 C12 . 1.382(2) ?
  C11 H11 . 0.9400 ?
  C12 H12 . 0.9400 ?
  C13 C18 . 1.388(3) ?
  C13 C14 . 1.394(2) ?
  C13 S3 . 1.7749(18) ?
  C14 C15 . 1.379(3) ?
  C14 H14 . 0.9400 ?
  C15 C16 . 1.400(3) ?
  C15 H15 . 0.9400 ?
  C16 N3 . 1.378(2) ?
  C16 C17 . 1.401(2) ?
  C17 C18 . 1.393(3) ?
  C17 H17 . 0.9400 ?
  C18 H18 . 0.9400 ?
  N2 H2A . 0.8427 ?
  N2 H2B . 0.8697 ?
  N3 H3A . 0.9074 ?
  N3 H3B . 0.8580 ?
  S2 S3 . 2.0645(7) ?