#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012573.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_2012573
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o151
_journal_page_last  o153
_publ_section_title
;
Flat versus twisted rotamers of 2,4-disubstituted thiazoles: the effect
of intermolecular hydrogen bonds
;
loop_
_publ_author_name
  "Bern\`es, Sylvain"
  'Berros, Martha I.'
  "Rodr\'iguez de Barbar\'in, Cecilia"
  "S\'anchez-Viesca, Francisco"
_chemical_formula_moiety  'C11 H11 Cl N2 O2 S'
_chemical_formula_sum  'C11 H11 Cl N2 O2 S'
_chemical_formula_iupac  'C11 H11 Cl N2 O2 S'
_chemical_formula_weight  270.73
_symmetry_cell_setting  Triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  -P1
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.2398(11)
_cell_length_b  8.6611(12)
_cell_length_c  11.0585(18)
_cell_angle_alpha  107.840(12)
_cell_angle_beta  106.719(13)
_cell_angle_gamma  97.729(11)
_cell_volume  613.04(18)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.467
_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  .09030(13)  .06850(10)  .37593(8)  .0433(2) Uani d . 1 . . S
  C2  .0576(4)  .0218(3)  .2053(3)  .0352(6) Uani d . 1 . . C
  N3  .1366(3)  .1458(3)  .1776(2)  .0336(5) Uani d . 1 . . N
  C4  .2268(4)  .2874(3)  .2951(3)  .0325(6) Uani d . 1 . . C
  C5  .2158(4)  .2687(4)  .4089(3)  .0401(7) Uani d . 1 . . C
  H5A  .2690  .3528  .4943  .049(9) Uiso calc R 1 . . H
  N6  -.0370(4)  -.1329(3)  .1120(3)  .0508(7) Uani d . 1 . . N
  H6A  -.0479  -.1543  .0286  .069(12) Uiso calc R 1 . . H
  H6B  -.0862  -.2098  .1360  .077(12) Uiso calc R 1 . . H
  Cl1  .13559(13)  .63211(10)  .42450(9)  .0564(3) Uani d . 1 . . Cl
  C1'  .3283(4)  .4390(3)  .2831(3)  .0331(6) Uani d . 1 . . C
  C2'  .2978(4)  .5965(3)  .3347(3)  .0365(6) Uani d . 1 . . C
  C3'  .3931(4)  .7341(3)  .3166(3)  .0394(7) Uani d . 1 . . C
  H3'A  .3673  .8381  .3505  .046(9) Uiso calc R 1 . . H
  C4'  .5253(4)  .7159(3)  .2484(3)  .0376(7) Uani d . 1 . . C
  C5'  .5658(4)  .5597(3)  .1989(3)  .0350(6) Uani d . 1 . . C
  C6'  .4656(4)  .4241(3)  .2146(3)  .0346(6) Uani d . 1 . . C
  H6'A  .4894  .3198  .1789  .034(7) Uiso calc R 1 . . H
  O7'  .6256(3)  .8414(2)  .2239(2)  .0489(6) Uani d . 1 . . O
  C8'  .5666(6)  .9950(4)  .2510(5)  .0711(12) Uani d . 1 . . C
  H8'A  .6481 1.0723  .2297  .098(14) Uiso calc R 1 . . H
  H8'B  .5820 1.0411  .3451  .14(2) Uiso calc R 1 . . H
  H8'C  .4298  .9753  .1964  .088(14) Uiso calc R 1 . . H
  O9'  .7022(3)  .5550(2)  .1350(2)  .0446(5) Uani d . 1 . . O
  C10'  .7624(5)  .4029(4)  .0938(4)  .0534(9) Uani d . 1 . . C
  H10A  .8576  .4161  .0505  .083(12) Uiso calc R 1 . . H
  H10B  .6485  .3145  .0314  .061(10) Uiso calc R 1 . . H
  H10C  .8214  .3757  .1718  .053(10) 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  .0524(5)  .0434(4)  .0397(4)  .0067(4)  .0222(4)  .0189(3)
  C2  .0363(16)  .0331(15)  .0387(15)  .0054(12)  .0181(13)  .0129(12)
  N3  .0379(13)  .0297(12)  .0339(12)  .0041(10)  .0157(11)  .0113(10)
  C4  .0306(15)  .0316(14)  .0335(14)  .0068(11)  .0129(12)  .0082(11)
  C5  .0428(17)  .0386(16)  .0322(14)  .0010(13)  .0107(13)  .0100(12)
  N6  .0698(19)  .0330(14)  .0437(15)  -.0076(13)  .0258(14)  .0091(11)
  Cl1  .0604(6)  .0458(5)  .0697(6)  .0141(4)  .0424(5)  .0110(4)
  C1'  .0346(15)  .0289(14)  .0291(13)  .0034(12)  .0075(12)  .0067(11)
  C2'  .0326(15)  .0347(15)  .0389(15)  .0054(12)  .0155(13)  .0071(12)
  C3'  .0371(16)  .0286(15)  .0476(17)  .0079(12)  .0143(14)  .0077(12)
  C4'  .0333(16)  .0288(14)  .0462(16)  .0023(12)  .0103(13)  .0134(12)
  C5'  .0318(15)  .0364(15)  .0350(14)  .0051(12)  .0109(12)  .0127(12)
  C6'  .0393(16)  .0265(14)  .0374(15)  .0073(12)  .0145(13)  .0101(11)
  O7'  .0447(13)  .0332(11)  .0757(15)  .0087(10)  .0257(12)  .0250(11)
  C8'  .062(3)  .0383(19)  .128(4)  .0170(18)  .042(3)  .041(2)
  O9'  .0468(13)  .0412(12)  .0584(13)  .0133(10)  .0309(11)  .0222(10)
  C10'  .054(2)  .053(2)  .063(2)  .0211(18)  .0336(19)  .0181(18)
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 C5 . 1.722(3) n
  S1 C2 . 1.740(3) n
  C2 N3 . 1.309(3) n
  C2 N6 . 1.352(3) n
  N3 C4 . 1.393(3) n
  C4 C5 . 1.339(4) n
  C4 C1' . 1.478(4) n
  C5 H5A .  .9300 n
  N6 H6A .  .8600 n
  N6 H6B .  .8600 n
  Cl1 C2' . 1.744(3) n
  C1' C2' . 1.382(4) n
  C1' C6' . 1.410(4) n
  C2' C3' . 1.394(4) n
  C3' C4' . 1.376(4) n
  C3' H3'A .  .9300 n
  C4' O7' . 1.365(3) n
  C4' C5' . 1.400(4) n
  C5' O9' . 1.368(3) n
  C5' C6' . 1.379(4) n
  C6' H6'A .  .9300 n
  O7' C8' . 1.423(4) n
  C8' H8'A .  .9600 n
  C8' H8'B .  .9600 n
  C8' H8'C .  .9600 n
  O9' C10' . 1.426(4) n
  C10' H10A .  .9600 n
  C10' H10B .  .9600 n
  C10' H10C .  .9600 n