#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012772.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_2012772
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o370
_journal_page_last  o372
_publ_section_title
;
A neutral complex of an azino-DTDAF with TCNQ
;
loop_
_publ_author_name
  'Toplak, Renata'
  'Lorcy, Dominique'
_chemical_name_common
;
Ethyl 2-{[5-(ethoxycarbonyl)-3,4-dimethyl-1,3-thiazol-2(3H)-ylidene]hydrazono}-
3,4-dimethyl-2,3-dihydro-1,3-thiazole-5-carboxylate
7,7,8,8-tetracyano-p-quinodimethane (1/1)
;
_chemical_formula_moiety  'C16 H22 N4 O4 S2 , C12 H4 N4'
_chemical_formula_sum  'C28 H26 N8 O4 S2'
_chemical_formula_iupac  'C16 H22 N4 O4 S2 , C12 H4 N4'
_chemical_formula_weight  602.70
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'C 2/m'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z'
  '-x, -y, -z'
  'x, -y, z'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z'
_cell_length_a  20.960(4)
_cell_length_b  6.8198(14)
_cell_length_c  11.730(2)
_cell_angle_alpha  90
_cell_angle_beta  118.67(3)
_cell_angle_gamma  90
_cell_volume  1471.2(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.361
_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
  S1 0.93046(4) 0.0000 0.14076(6) 0.0438(3) Uani d S 1 . . S
  N1 0.84242(12) 0.0000 -0.1060(2) 0.0436(6) Uani d S 1 . . N
  N2 0.96518(12) 0.0000 -0.0549(2) 0.0450(6) Uani d S 1 . . N
  O1 0.74318(12) 0.0000 0.1450(2) 0.0732(8) Uani d S 1 . . O
  O2 0.86127(12) 0.0000 0.2948(2) 0.0628(6) Uani d S 1 . . O
  C1 0.91603(14) 0.0000 -0.0187(2) 0.0397(6) Uani d S 1 . . C
  C2 0.81787(18) 0.0000 -0.2451(3) 0.0654(9) Uani d S 1 . . C
  H2A 0.8593 0.0000 -0.2595 0.098 Uiso calc SR 1 . . H
  H2B 0.7891 0.1149 -0.2838 0.098 Uiso calc PR 0.50 . . H
  H2C 0.7891 -0.1149 -0.2838 0.098 Uiso calc PR 0.50 . . H
  C3 0.79813(15) 0.0000 -0.0492(3) 0.0436(6) Uani d S 1 . . C
  C4 0.71770(17) 0.0000 -0.1329(3) 0.0621(8) Uani d S 1 . . C
  H4A 0.7061 0.0000 -0.2226 0.093 Uiso calc SR 1 . . H
  H4B 0.6976 0.1149 -0.1149 0.093 Uiso calc PR 0.50 . . H
  H4C 0.6976 -0.1149 -0.1149 0.093 Uiso calc PR 0.50 . . H
  C5 0.83581(15) 0.0000 0.0817(3) 0.0440(7) Uani d S 1 . . C
  C6 0.80676(17) 0.0000 0.1731(3) 0.0514(7) Uani d S 1 . . C
  C7 0.8427(2) 0.0000 0.3991(3) 0.0826(12) Uani d S 1 . . C
  H7A 0.8143 -0.1155 0.3936 0.099 Uiso calc PR 0.50 . . H
  H7B 0.8143 0.1155 0.3936 0.099 Uiso calc PR 0.50 . . H
  C8 0.9117(3) 0.0000 0.5219(4) 0.1019(16) Uani d S 1 . . C
  H8A 0.9017 0.0000 0.5937 0.153 Uiso calc SR 1 . . H
  H8B 0.9392 0.1149 0.5260 0.153 Uiso calc PR 0.50 . . H
  H8C 0.9392 -0.1149 0.5260 0.153 Uiso calc PR 0.50 . . H
  N3 0.67704(19) 0.0000 0.4391(3) 0.0955(12) Uani d S 1 . . N
  N4 0.44881(17) 0.0000 0.3475(3) 0.0851(11) Uani d S 1 . . N
  C9 0.54219(16) 0.0000 0.2641(3) 0.0503(7) Uani d S 1 . . C
  C10 0.61769(19) 0.0000 0.3622(3) 0.0631(9) Uani d S 1 . . C
  C11 0.49044(17) 0.0000 0.3110(3) 0.0592(9) Uani d S 1 . . C
  C12 0.57484(15) 0.0000 0.0888(3) 0.0448(7) Uani d S 1 . . C
  H12 0.6241 0.0000 0.1488 0.054 Uiso calc SR 1 . . H
  C13 0.52179(14) 0.0000 0.1345(2) 0.0427(6) Uani d S 1 . . C
  C14 0.55422(14) 0.0000 -0.0378(2) 0.0452(7) Uani d S 1 . . C
  H14 0.5894 0.0000 -0.0645 0.054 Uiso calc SR 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
  S1 0.0422(4) 0.0556(5) 0.0404(4) 0.000 0.0253(3) 0.000
  N1 0.0432(12) 0.0513(15) 0.0407(11) 0.000 0.0237(10) 0.000
  N2 0.0438(12) 0.0552(17) 0.0441(11) 0.000 0.0275(10) 0.000
  O1 0.0549(14) 0.104(2) 0.0822(16) 0.000 0.0498(13) 0.000
  O2 0.0639(14) 0.0871(18) 0.0558(13) 0.000 0.0437(11) 0.000
  C1 0.0444(15) 0.0368(16) 0.0438(13) 0.000 0.0258(12) 0.000
  C2 0.0582(19) 0.092(3) 0.0418(15) 0.000 0.0205(14) 0.000
  C3 0.0421(14) 0.0397(17) 0.0567(15) 0.000 0.0300(12) 0.000
  C4 0.0437(16) 0.066(2) 0.074(2) 0.000 0.0262(15) 0.000
  C5 0.0438(15) 0.0461(18) 0.0542(16) 0.000 0.0332(13) 0.000
  C6 0.0585(18) 0.051(2) 0.0620(18) 0.000 0.0429(15) 0.000
  C7 0.090(3) 0.117(4) 0.068(2) 0.000 0.060(2) 0.000
  C8 0.106(4) 0.156(5) 0.061(2) 0.000 0.054(2) 0.000
  N3 0.0587(19) 0.154(4) 0.0551(16) 0.000 0.0121(16) 0.000
  N4 0.0633(19) 0.147(3) 0.0493(15) 0.000 0.0304(15) 0.000
  C9 0.0470(16) 0.057(2) 0.0446(14) 0.000 0.0201(12) 0.000
  C10 0.056(2) 0.085(3) 0.0447(15) 0.000 0.0213(15) 0.000
  C11 0.0523(18) 0.085(3) 0.0372(13) 0.000 0.0187(13) 0.000
  C12 0.0354(13) 0.0496(19) 0.0467(14) 0.000 0.0176(11) 0.000
  C13 0.0437(15) 0.0406(17) 0.0438(13) 0.000 0.0211(12) 0.000
  C14 0.0389(14) 0.0496(18) 0.0475(15) 0.000 0.0212(12) 0.000
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
  S1 C1 . 1.746(2) yes
  S1 C5 . 1.760(3) yes
  N1 C3 . 1.378(3) yes
  N1 C1 . 1.383(3) yes
  N1 C2 . 1.457(4) yes
  N2 C1 . 1.289(3) yes
  N2 N2 5_755 1.410(5) yes
  O1 C6 . 1.209(4) ?
  O2 C6 . 1.333(4) ?
  O2 C7 . 1.451(3) ?
  C2 H2A . 0.9600 ?
  C2 H2B . 0.9600 ?
  C2 H2C . 0.9600 ?
  C3 C5 . 1.349(4) yes
  C3 C4 . 1.489(4) ?
  C4 H4A . 0.9600 ?
  C4 H4B . 0.9600 ?
  C4 H4C . 0.9600 ?
  C5 C6 . 1.465(4) ?
  C7 C8 . 1.473(6) ?
  C7 H7A . 0.9700 ?
  C7 H7B . 0.9700 ?
  C8 H8A . 0.9600 ?
  C8 H8B . 0.9600 ?
  C8 H8C . 0.9600 ?
  N3 C10 . 1.133(4) yes
  N4 C11 . 1.142(4) yes
  C9 C13 . 1.367(4) yes
  C9 C11 . 1.433(4) yes
  C9 C10 . 1.443(4) yes
  C12 C14 . 1.332(4) yes
  C12 C13 . 1.448(4) yes
  C12 H12 . 0.9300 ?
  C13 C14 5_655 1.446(4) yes
  C14 C13 5_655 1.446(4) ?
  C14 H14 . 0.9300 ?