#------------------------------------------------------------------------------
#$Date: 2008-11-20 21:58:43 +0200 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2006902.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_2006902
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1998
_journal_volume 54
_journal_page_first  146
_journal_page_last  148
_publ_section_title
;
2-(5-Chloro-2-nitrophenylthio)nicotinoyl Chloride
;
loop_
_publ_author_name
  'Garcia, J. Gabriel'
  'Haydar, Simon H.'
  'Krapcho, A. Paul'
  'Liu, Yen-Hsiang'
  'Fronczek, Frank R.'
_chemical_formula_sum  'C12 H6 Cl2 N2 O3 S1'
_chemical_formula_weight  329.16
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_hall  '-P 2ybc'
_cell_length_a  11.8721(7)
_cell_length_b  15.406(2)
_cell_length_c  7.1392(5)
_cell_angle_alpha  90
_cell_angle_beta  95.361(5)
_cell_angle_gamma  90
_cell_volume  1300.1(3)
_cell_formula_units_z  4
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  1.682
_refine_ls_R_factor_obs  .047
_refine_ls_wR_factor_obs  .061
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_thermal_displace_type
_atom_site_calc_flag
  Cl1  -.06379(6)  .17053(5)  -.33410(10)
  Uani ?
  Cl2  .72037(6)  .15743(6)  .29960(10)
  Uani ?
  S  .32536(4)  .17150(3)  .09857(8) Uani ?
  O1  .5436(2)  .22210(10)
  .1240(3) Uani ?
  O2  .1399(2)  .02700(10)
  .4984(3) Uani ?
  O3  .2456(2)  .13920(10)
  .4797(2) Uani ?
  N1  .3359(2)  .00400(10)
  .1927(3) Uani ?
  N2  .1728(2)  .08880(10)
  .4129(2) Uani ?
  C1  .3967(2)  .07580(10)
  .1773(3) Uani ?
  C2  .5157(2)  .07660(10)
  .2181(3) Uani ?
  C3  .5688(2)  -.00100(10)
  .2728(3) Uani ?
  C4  .5059(2)  -.07500(10)
  .2865(3) Uani ?
  C5  .3905(2)  -.06880(10)
  .2482(3) Uani ?
  C6  .5783(2)  .1580(2)  .1986(3) Uani ?
  C7  .1818(2)  .13970(10)
  .0810(3) Uani ?
  C8  .1199(2)  .10530(10)
  .2230(3) Uani ?
  C9  .0061(2)  .0865(2)  .1904(3) Uani ?
  C10  -.0518(2)  .1056(2)  .0183(4) Uani ?
  C11  .0071(2)  .14260(10)
  -.1194(3) Uani ?
  C12  .1224(2)  .15770(10)
  -.0907(3) Uani ?
  H3  .642(2)  .002(2)  .301(3) Uiso ?
  H4  .539(2)  -.133(2)  .318(4) Uiso ?
  H5  .341(2)  -.117(2)  .273(3) Uiso ?
  H9  -.029(2)  .067(2)  .281(3) Uiso ?
  H10  -.132(2)  .091(2)  -.002(3) Uiso ?
  H12  .161(2)  .181(2)  -.195(3) Uiso ?
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
  Cl1  .0722(4)  .0731(4)  .0613(3)  .0133(3)  -.0207(3)  -.0015(3)
  Cl2  .0438(3)  .0790(5)  .1158(6)  -.0105(3)  -.0072(4)  .0064(4)
  S  .0381(2)  .0315(2)  .0610(3)  .0010(2)  .0066(2)  .0104(2)
  O1  .0527(9)  .0406(8)  .1100(10)
  -.0070(8)  .0040(10)
  .0140(9)
  O2  .0730(10)
  .0630(10)
  .0670(10)
  -.0072(9)  .0105(9)  .0256(8)
  O3  .0680(10)
  .0558(9)  .0494(8)  -.0073(9)  -.0043(8)  -.0022(8)
  N1  .0452(8)  .0308(7)  .0518(9)  -.0008(7)  .0087(7)  .0022(7)
  N2  .0477(9)  .0397(9)  .0462(8)  .0047(8)  .0091(7)  .0037(7)
  C1  .0415(9)  .0313(8)  .0379(8)  .0023(8)  .0075(7)  .0017(7)
  C2  .0414(9)  .0357(9)  .0387(9)  .0017(8)  .0080(7)  -.0007(8)
  C3  .0440(10)
  .0450(10)
  .0450(10)
  .0099(9)  .0053(8)  .0015(9)
  C4  .0600(10)
  .0348(9)  .0490(10)
  .0110(10)
  .0068(9)  .0047(9)
  C5  .0550(10)
  .0299(9)  .0530(10)
  .0004(9)  .0116(9)  .0029(8)
  C6  .0390(9)  .0440(10)
  .0560(10)
  -.0011(9)  .0068(9)  -.0044(9)
  C7  .0397(9)  .0294(8)  .0460(10)
  .0035(8)  .0066(8)  .0008(8)
  C8  .0436(9)  .0321(9)  .0436(9)  .0030(8)  .0051(8)  -.0005(8)
  C9  .0427(9)  .0440(10)
  .0580(10)
  -.0028(9)  .0138(9)  -.0010(10)
  C10  .0400(10)
  .0480(10)
  .0670(10)
  .0010(10)
  .0020(10)
  -.0100(10)
  C11  .0510(10)
  .0380(10)
  .0490(10)
  .0070(9)  -.0058(9)  -.0071(9)
  C12  .0480(10)
  .0376(9)  .0460(10)
  .0048(9)  .0061(9)  .0012(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
  Cl1 C11 1.733(2) yes
  Cl2 C6 1.771(2) yes
  S C1 1.766(2) yes
  S C7 1.767(2) yes
  O1 C6 1.178(3) no
  O2 N2 1.215(3) no
  O3 N2 1.224(3) ?
  N1 C1 1.331(3) ?
  N1 C5 1.338(3) ?
  N2 C8 1.462(3) ?
  C1 C2 1.415(3) ?
  C2 C3 1.391(3) ?
  C2 C6 1.471(3) ?
  C3 C4 1.372(3) ?
  C3 H3  .88(2) ?
  C4 C5 1.375(3) ?
  C4 H4  .99(3) ?
  C5 H5  .97(3) ?
  C7 C8 1.409(3) ?
  C7 C12 1.384(3) ?
  C8 C9 1.381(3) ?
  C9 C10 1.382(3) ?
  C9 H9  .85(2) ?
  C10 C11 1.381(4) ?
  C10 H10  .97(3) ?
  C11 C12 1.384(3) ?
  C12 H12  .98(3) ?