#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014556.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_2014556
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o781
_journal_page_last  o785
_publ_section_title
;
Polymorphism and solvolysis of
2-cyano-3-[4-(N,N-diethylamino)phenyl]prop-2-enethioamide
;
loop_
_publ_author_name
  'Nesterov, Vladimir N.'
  'Nesterov, Volodymyr V.'
_chemical_formula_moiety  'C14 H17 N3 S'
_chemical_formula_sum  'C14 H17 N3 S'
_chemical_formula_iupac  'C14 H17 N3 S'
_chemical_formula_weight  259.38
_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  8.753(3)
_cell_length_b  8.890(3)
_cell_length_c  10.830(4)
_cell_angle_alpha  85.44(3)
_cell_angle_beta  69.76(2)
_cell_angle_gamma  63.65(3)
_cell_volume  705.8(5)
_cell_formula_units_Z  2
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.220
_diffrn_ambient_temperature  298(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 1.34596(6) 0.02000(6) 0.23115(5) 0.06403(19) Uani d . 1 . . S
  N1 0.9459(3) 0.6025(2) 0.13473(16) 0.0829(6) Uani d . 1 . . N
  N2 1.2768(2) 0.2136(2) 0.04250(15) 0.0717(5) Uani d . 1 . . N
  H2A 1.2133 0.3043 0.0136 0.086 Uiso calc R 1 . . H
  H2B 1.3722 0.1349 -0.0119 0.086 Uiso calc R 1 . . H
  N3 0.32237(18) 0.78661(18) 0.76587(13) 0.0560(4) Uani d . 1 . . N
  C1 0.8086(2) 0.4485(2) 0.47908(16) 0.0489(4) Uani d . 1 . . C
  C2 0.7254(2) 0.3960(2) 0.59772(16) 0.0564(5) Uani d . 1 . . C
  H2C 0.7800 0.2832 0.6133 0.068 Uiso calc R 1 . . H
  C3 0.5674(2) 0.5034(2) 0.69165(17) 0.0569(5) Uani d . 1 . . C
  H3A 0.5167 0.4618 0.7683 0.068 Uiso calc R 1 . . H
  C4 0.4797(2) 0.6764(2) 0.67435(16) 0.0495(4) Uani d . 1 . . C
  C5 0.5639(2) 0.7303(2) 0.55641(17) 0.0597(5) Uani d . 1 . . C
  H5A 0.5117 0.8435 0.5415 0.072 Uiso calc R 1 . . H
  C6 0.7201(2) 0.6210(2) 0.46323(17) 0.0594(5) Uani d . 1 . . C
  H6A 0.7702 0.6621 0.3860 0.071 Uiso calc R 1 . . H
  C7 0.9722(2) 0.3269(2) 0.38408(16) 0.0488(4) Uani d . 1 . . C
  H7A 1.0257 0.2232 0.4158 0.059 Uiso calc R 1 . . H
  C8 1.0623(2) 0.33738(19) 0.25591(16) 0.0479(4) Uani d . 1 . . C
  C9 0.9949(2) 0.4865(2) 0.19119(17) 0.0571(5) Uani d . 1 . . C
  C10 1.2277(2) 0.1950(2) 0.17130(17) 0.0520(4) Uani d . 1 . . C
  C11 0.2325(2) 0.7332(2) 0.88957(17) 0.0617(5) Uani d . 1 . . C
  H11A 0.2518 0.6191 0.8740 0.074 Uiso calc R 1 . . H
  H11B 0.1027 0.8058 0.9182 0.074 Uiso calc R 1 . . H
  C12 0.3009(3) 0.7389(3) 0.9972(2) 0.0857(7) Uani d . 1 . . C
  H12A 0.2410 0.6992 1.0751 0.129 Uiso calc R 1 . . H
  H12B 0.2760 0.8528 1.0166 0.129 Uiso calc R 1 . . H
  H12C 0.4297 0.6684 0.9691 0.129 Uiso calc R 1 . . H
  C13 0.2428(2) 0.9689(2) 0.75219(18) 0.0582(5) Uani d . 1 . . C
  H13A 0.3404 1.0009 0.7109 0.070 Uiso calc R 1 . . H
  H13B 0.1739 1.0286 0.8395 0.070 Uiso calc R 1 . . H
  C14 0.1208(3) 1.0228(3) 0.6723(2) 0.0759(6) Uani d . 1 . . C
  H14A 0.0712 1.1428 0.6688 0.114 Uiso calc R 1 . . H
  H14D 0.0237 0.9917 0.7125 0.114 Uiso calc R 1 . . H
  H14C 0.1893 0.9684 0.5843 0.114 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
  S1 0.0421(3) 0.0609(3) 0.0601(3) 0.0007(2) -0.0123(2) -0.0145(2)
  N1 0.0969(14) 0.0565(10) 0.0507(9) -0.0111(9) -0.0042(9) -0.0041(8)
  N2 0.0513(9) 0.0687(10) 0.0508(9) -0.0015(7) 0.0020(7) -0.0105(7)
  N3 0.0417(7) 0.0525(8) 0.0479(8) -0.0096(6) 0.0014(6) -0.0083(6)
  C1 0.0400(8) 0.0450(9) 0.0461(9) -0.0103(7) -0.0066(7) -0.0076(7)
  C2 0.0529(10) 0.0447(9) 0.0489(10) -0.0072(8) -0.0107(8) 0.0015(7)
  C3 0.0528(10) 0.0532(10) 0.0417(9) -0.0132(8) -0.0036(7) 0.0017(7)
  C4 0.0407(8) 0.0487(9) 0.0434(9) -0.0116(7) -0.0053(7) -0.0079(7)
  C5 0.0544(10) 0.0389(9) 0.0559(10) -0.0102(8) 0.0019(8) -0.0021(7)
  C6 0.0551(10) 0.0444(9) 0.0499(10) -0.0152(8) 0.0068(8) -0.0039(7)
  C7 0.0394(8) 0.0432(9) 0.0499(9) -0.0085(7) -0.0109(7) -0.0063(7)
  C8 0.0366(8) 0.0432(9) 0.0503(9) -0.0108(7) -0.0059(7) -0.0106(7)
  C9 0.0557(10) 0.0503(11) 0.0425(9) -0.0142(9) -0.0004(8) -0.0117(8)
  C10 0.0365(8) 0.0554(10) 0.0528(10) -0.0151(7) -0.0059(7) -0.0126(8)
  C11 0.0430(9) 0.0698(12) 0.0511(10) -0.0187(9) 0.0028(8) -0.0109(8)
  C12 0.0824(15) 0.1120(18) 0.0547(12) -0.0428(14) -0.0137(11) -0.0009(12)
  C13 0.0421(9) 0.0508(10) 0.0594(11) -0.0098(8) -0.0024(8) -0.0165(8)
  C14 0.0633(12) 0.0589(12) 0.0972(16) -0.0174(10) -0.0305(12) 0.0014(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  S1 C10 . . 1.669(2) yes
  N1 C9 . . 1.145(2) yes
  N2 C10 . . 1.330(2) yes
  N2 H2A . . 0.8600 no
  N2 H2B . . 0.8600 no
  N3 C4 . . 1.361(2) yes
  N3 C11 . . 1.463(2) no
  N3 C13 . . 1.471(2) no
  C1 C2 . . 1.399(3) no
  C1 C6 . . 1.406(3) no
  C1 C7 . . 1.435(2) no
  C2 C3 . . 1.367(3) no
  C2 H2C . . 0.9300 no
  C3 C4 . . 1.412(3) no
  C3 H3A . . 0.9300 no
  C4 C5 . . 1.403(3) no
  C5 C6 . . 1.361(3) no
  C5 H5A . . 0.9300 no
  C6 H6A . . 0.9300 no
  C7 C8 . . 1.358(2) yes
  C7 H7A . . 0.9300 no
  C8 C9 . . 1.428(3) yes
  C8 C10 . . 1.476(2) yes
  C11 C12 . . 1.497(3) no
  C11 H11A . . 0.9700 no
  C11 H11B . . 0.9700 no
  C12 H12A . . 0.9600 no
  C12 H12B . . 0.9600 no
  C12 H12C . . 0.9600 no
  C13 C14 . . 1.496(3) no
  C13 H13A . . 0.9700 no
  C13 H13B . . 0.9700 no
  C14 H14A . . 0.9600 no
  C14 H14D . . 0.9600 no
  C14 H14C . . 0.9600 no
_cod_database_code 2014556