#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/47/2014726.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_2014726
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o78
_journal_page_last  o80
_publ_section_title
;
(Z)-3-(1H-Indol-3-yl)-2-(3-thienyl)acrylonitrile and
(Z)-3-[1-(4-tert-butylbenzyl)-1H-indol-3-yl]-2-(3-thienyl)acrylonitrile
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Sonar, Vijayakumar N.'
  'Parkin, Sean'
  'Crooks, Peter A.'
_chemical_formula_moiety  'C15 H10 N2 S'
_chemical_formula_sum  'C15 H10 N2 S'
_chemical_formula_iupac  'C15 H10 N2 S'
_chemical_formula_weight  250.31
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  12.8530(2)
_cell_length_b  5.6020(6)
_cell_length_c  16.5980(8)
_cell_angle_alpha  90.000
_cell_angle_beta  93.241(2)
_cell_angle_gamma  90.000
_cell_volume  1193.19(14)
_cell_formula_units_Z  4
_cell_measurement_temperature  90.0(2)
_exptl_crystal_density_diffrn  1.393
_diffrn_ambient_temperature  90.0(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 0.72944(16) 0.1775(4) 0.47492(11) 0.0224(5) Uani d . 1 . . C
  C2 0.65449(17) 0.3510(4) 0.45807(11) 0.0247(5) Uani d . 1 . . C
  H2 0.5878 0.3555 0.4799 0.030 Uiso calc R 1 . . H
  N1 0.69046(14) 0.5137(3) 0.40562(10) 0.0257(4) Uani d . 1 . . N
  H1 0.6554 0.6386 0.3868 0.031 Uiso calc R 1 . . H
  C3 0.78990(17) 0.4539(4) 0.38638(11) 0.0232(5) Uani d . 1 . . C
  C4 0.85793(18) 0.5673(4) 0.33621(12) 0.0264(5) Uani d . 1 . . C
  H4 0.8390 0.7110 0.3087 0.032 Uiso calc R 1 . . H
  C5 0.95412(18) 0.4621(4) 0.32812(12) 0.0283(5) Uani d . 1 . . C
  H5 1.0028 0.5361 0.2951 0.034 Uiso calc R 1 . . H
  C6 0.98117(17) 0.2478(4) 0.36782(12) 0.0277(5) Uani d . 1 . . C
  H6 1.0472 0.1777 0.3602 0.033 Uiso calc R 1 . . H
  C7 0.91365(16) 0.1373(4) 0.41765(11) 0.0239(5) Uani d . 1 . . C
  H7 0.9327 -0.0074 0.4444 0.029 Uiso calc R 1 . . H
  C8 0.81688(16) 0.2417(4) 0.42797(11) 0.0222(5) Uani d . 1 . . C
  C9 0.73007(17) -0.0200(4) 0.52985(11) 0.0231(5) Uani d . 1 A . C
  H9 0.7870 -0.1268 0.5261 0.028 Uiso calc R 1 . . H
  C10 0.66219(16) -0.0783(4) 0.58636(11) 0.0225(5) Uani d . 1 . . C
  C11 0.6771(3) -0.2792(7) 0.64428(17) 0.0212(5) Uani d PDU 0.944(2) A 1 C
  C12 0.7566(4) -0.4554(8) 0.6410(2) 0.0223(5) Uani d PDU 0.944(2) A 1 C
  H12 0.8043 -0.4601 0.5993 0.027 Uiso calc PR 0.944(2) A 1 H
  C13 0.7587(3) -0.6163(7) 0.7023(2) 0.0263(8) Uani d PDU 0.944(2) A 1 C
  H13 0.8069 -0.7441 0.7094 0.032 Uiso calc PR 0.944(2) A 1 H
  S1 0.65880(5) -0.55147(12) 0.76607(3) 0.0247(2) Uani d PDU 0.944(2) A 1 S
  C14 0.6180(3) -0.3140(5) 0.70967(16) 0.0234(6) Uani d PDU 0.944(2) A 1 C
  H14 0.5606 -0.2160 0.7219 0.028 Uiso calc PR 0.944(2) A 1 H
  C11' 0.677(6) -0.251(11) 0.631(3) 0.0222(14) Uani d PDU 0.056(2) A 2 C
  C12' 0.617(4) -0.258(8) 0.700(3) 0.0223(17) Uiso d PDU 0.056(2) A 2 C
  H12' 0.5545 -0.1700 0.7048 0.027 Uiso calc PR 0.056(2) A 2 H
  C13' 0.658(3) -0.401(6) 0.7596(18) 0.0240(19) Uiso d PDU 0.056(2) A 2 C
  H13' 0.6460 -0.3904 0.8154 0.029 Uiso calc PR 0.056(2) A 2 H
  S1' 0.7385(14) -0.612(4) 0.7148(11) 0.0280(15) Uiso d PDU 0.056(2) A 2 S
  C14' 0.750(7) -0.432(13) 0.634(4) 0.0233(15) Uiso d PDU 0.056(2) A 2 C
  H14' 0.8012 -0.4525 0.5951 0.028 Uiso calc PR 0.056(2) A 2 H
  C15 0.57075(17) 0.0648(4) 0.59562(11) 0.0226(5) Uani d . 1 A . C
  N2 0.49674(14) 0.1743(3) 0.60393(10) 0.0290(5) Uani d . 1 . . N
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 0.0268(12) 0.0266(12) 0.0140(9) -0.0006(10) 0.0029(9) -0.0013(9)
  C2 0.0295(13) 0.0303(13) 0.0145(9) 0.0001(10) 0.0024(9) -0.0003(9)
  N1 0.0311(11) 0.0279(11) 0.0181(8) 0.0043(8) 0.0027(8) 0.0026(7)
  C3 0.0283(12) 0.0264(12) 0.0148(9) -0.0014(10) 0.0007(9) -0.0023(9)
  C4 0.0355(13) 0.0257(12) 0.0179(10) -0.0018(11) 0.0003(9) 0.0019(9)
  C5 0.0303(13) 0.0343(13) 0.0204(10) -0.0047(11) 0.0028(9) -0.0009(10)
  C6 0.0247(12) 0.0358(13) 0.0224(10) 0.0003(10) 0.0003(9) -0.0022(10)
  C7 0.0270(12) 0.0275(12) 0.0169(9) 0.0002(10) -0.0010(9) 0.0010(9)
  C8 0.0248(12) 0.0286(12) 0.0131(9) -0.0012(10) -0.0001(8) -0.0028(9)
  C9 0.0252(12) 0.0280(12) 0.0161(9) 0.0018(9) 0.0013(8) -0.0022(9)
  C10 0.0266(12) 0.0259(12) 0.0149(9) -0.0018(9) -0.0005(8) -0.0028(9)
  C11 0.0234(11) 0.0269(13) 0.0132(12) -0.0007(10) 0.0004(11) -0.0002(9)
  C12 0.0229(13) 0.0289(14) 0.0153(11) -0.0018(10) 0.0021(11) -0.0020(9)
  C13 0.0205(16) 0.0365(14) 0.0230(14) 0.0010(12) 0.0093(11) -0.0067(11)
  S1 0.0281(4) 0.0301(4) 0.0163(3) -0.0002(3) 0.0032(2) 0.0030(3)
  C14 0.0265(11) 0.0262(14) 0.0176(11) 0.0021(11) 0.0021(9) 0.0019(10)
  C11' 0.023(2) 0.026(2) 0.018(2) 0.000(2) 0.002(2) -0.001(2)
  C15 0.0301(13) 0.0259(12) 0.0118(9) -0.0027(11) 0.0013(9) 0.0004(9)
  N2 0.0308(12) 0.0351(12) 0.0214(9) 0.0031(9) 0.0049(8) 0.0015(8)
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 . 1.386(3) ?
  C1 C9 . 1.433(3) y
  C1 C8 . 1.449(3) ?
  C2 N1 . 1.359(3) y
  C2 H2 . 0.9500 ?
  N1 C3 . 1.376(3) ?
  N1 H1 . 0.8800 ?
  C3 C4 . 1.394(3) ?
  C3 C8 . 1.408(3) ?
  C4 C5 . 1.383(3) ?
  C4 H4 . 0.9500 ?
  C5 C6 . 1.403(3) ?
  C5 H5 . 0.9500 ?
  C6 C7 . 1.379(3) ?
  C6 H6 . 0.9500 ?
  C7 C8 . 1.394(3) ?
  C7 H7 . 0.9500 ?
  C9 C10 . 1.356(3) y
  C9 H9 . 0.9500 ?
  C10 C11' . 1.23(2) ?
  C10 C15 . 1.438(3) y
  C10 C11 . 1.485(3) y
  C11 C14 . 1.374(3) ?
  C11 C12 . 1.424(3) ?
  C12 C13 . 1.359(4) ?
  C12 H12 . 0.9500 ?
  C13 S1 . 1.748(3) y
  C13 H13 . 0.9500 ?
  S1 C14 . 1.693(2) y
  C14 H14 . 0.9500 ?
  C11' C14' . 1.378(10) ?
  C11' C12' . 1.427(10) ?
  C12' C13' . 1.355(11) ?
  C12' H12' . 0.9500 ?
  C13' S1' . 1.759(10) ?
  C13' H13' . 0.9500 ?
  S1' C14' . 1.696(10) ?
  C14' H14' . 0.9500 ?
  C15 N2 . 1.147(3) y
_cod_database_code 2014726