#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012574.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_2012574
_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  'C12 H12 Cl N O2 S'
_chemical_formula_sum  'C12 H12 Cl N O2 S'
_chemical_formula_iupac  'C12 H12 Cl N O2 S'
_chemical_formula_weight  269.74
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  -P2ybc
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  7.3379(9)
_cell_length_b  19.242(2)
_cell_length_c  8.7798(8)
_cell_angle_alpha  90
_cell_angle_beta  93.738(9)
_cell_angle_gamma  90
_cell_volume  1237.1(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  298(2)
_exptl_crystal_density_diffrn  1.448
_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  -.33053(11)  .79532(4) 1.18312(10)  .0722(3) Uani d . 1 . . S
  C2  -.3850(3)  .87335(15) 1.0948(3)  .0526(6) Uani d . 1 . . C
  N3  -.2709(3)  .89224(12)  .9960(2)  .0486(5) Uani d . 1 . . N
  C4  -.1305(3)  .84458(12)  .9857(3)  .0429(6) Uani d . 1 . . C
  C5  -.1432(4)  .78866(15) 1.0785(3)  .0618(7) Uani d . 1 . . C
  H5A  -.0611  .7518 1.0842  .082(10) Uiso calc R 1 . . H
  C6  -.5483(4)  .91500(19) 1.1344(4)  .0678(8) Uani d . 1 . . C
  H6A  -.5559  .9565 1.0735  .18(2) Uiso calc R 1 . . H
  H6B  -.5364  .9273 1.2405  .133(16) Uiso calc R 1 . . H
  H6C  -.6570  .8879 1.1145  .17(2) Uiso calc R 1 . . H
  Cl1  .19874(10)  .73913(4)  .92000(9)  .0662(3) Uani d . 1 . . Cl
  C1'  .0151(3)  .86356(11)  .8830(2)  .0393(5) Uani d . 1 . . C
  C2'  .1642(3)  .82338(11)  .8498(3)  .0414(5) Uani d . 1 . . C
  C3'  .2980(3)  .84732(12)  .7575(3)  .0418(5) Uani d . 1 . . C
  H3'A  .3961  .8187  .7381  .041(6) Uiso calc R 1 . . H
  C4'  .2870(3)  .91243(12)  .6950(2)  .0398(5) Uani d . 1 . . C
  C5'  .1369(3)  .95490(11)  .7256(3)  .0400(5) Uani d . 1 . . C
  C6'  .0073(3)  .93027(12)  .8179(2)  .0403(5) Uani d . 1 . . C
  H6'A  -.0900  .9590  .8381  .040(6) Uiso calc R 1 . . H
  O7'  .4090(2)  .94076(9)  .60307(19)  .0507(5) Uani d . 1 . . O
  C8'  .5680(3)  .90079(14)  .5767(3)  .0528(7) Uani d . 1 . . C
  H8'A  .6433  .9261  .5105  .063(8) Uiso calc R 1 . . H
  H8'B  .5321  .8574  .5297  .064(8) Uiso calc R 1 . . H
  H8'C  .6355  .8920  .6721  .078(10) Uiso calc R 1 . . H
  O9'  .1350(2) 1.01858(8)  .6578(2)  .0499(4) Uani d . 1 . . O
  C10'  -.0189(3) 1.06159(13)  .6765(3)  .0527(6) Uani d . 1 . . C
  H10A  -.0040 1.1048  .6239  .064(8) Uiso calc R 1 . . H
  H10B  -.0296 1.0705  .7831  .057(8) Uiso calc R 1 . . H
  H10C  -.1272 1.0386  .6350  .057(8) 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  .0709(5)  .0672(5)  .0828(6)  -.0152(4)  .0374(4)  .0113(4)
  C2  .0426(13)  .0687(17)  .0475(13)  -.0126(12)  .0100(11)  -.0067(12)
  N3  .0384(11)  .0617(13)  .0466(11)  -.0028(9)  .0107(9)  .0025(9)
  C4  .0403(12)  .0464(13)  .0426(12)  -.0099(10)  .0065(10)  -.0028(10)
  C5  .0612(17)  .0527(16)  .0746(18)  -.0081(14)  .0287(14)  .0074(13)
  C6  .0473(16)  .093(2)  .0657(18)  -.0002(15)  .0214(13)  -.0041(17)
  Cl1  .0647(5)  .0465(4)  .0893(6)  .0085(3)  .0204(4)  .0216(3)
  C1'  .0360(12)  .0410(12)  .0412(12)  -.0055(9)  .0055(9)  -.0017(10)
  C2'  .0433(12)  .0363(12)  .0449(12)  -.0010(10)  .0047(10)  .0029(10)
  C3'  .0371(12)  .0411(12)  .0480(12)  .0039(10)  .0085(10)  -.0027(10)
  C4'  .0369(12)  .0408(12)  .0427(12)  .0000(10)  .0103(9)  -.0003(10)
  C5'  .0394(12)  .0360(11)  .0453(12)  .0005(10)  .0091(10)  .0017(10)
  C6'  .0361(12)  .0410(12)  .0447(12)  .0035(10)  .0092(9)  -.0005(10)
  O7'  .0439(9)  .0485(10)  .0621(10)  .0045(8)  .0235(8)  .0092(8)
  C8'  .0388(13)  .0577(16)  .0643(16)  .0048(11)  .0212(12)  .0052(13)
  O9'  .0472(10)  .0400(9)  .0650(11)  .0065(7)  .0218(8)  .0097(8)
  C10'  .0531(15)  .0423(13)  .0636(16)  .0103(12)  .0115(12)  .0008(12)
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 . 1.708(3) n
  S1 C2 . 1.725(3) n
  C2 N3 . 1.296(3) n
  C2 C6 . 1.501(4) n
  N3 C4 . 1.387(3) n
  C4 C5 . 1.356(4) n
  C4 C1' . 1.488(3) n
  C5 H5A .  .9300 n
  C6 H6A .  .9600 n
  C6 H6B .  .9600 n
  C6 H6C .  .9600 n
  Cl1 C2' . 1.747(2) n
  C1' C2' . 1.386(3) n
  C1' C6' . 1.405(3) n
  C2' C3' . 1.392(3) n
  C3' C4' . 1.368(3) n
  C3' H3'A .  .9300 n
  C4' O7' . 1.358(3) n
  C4' C5' . 1.411(3) n
  C5' O9' . 1.362(3) n
  C5' C6' . 1.373(3) n
  C6' H6'A .  .9300 n
  O7' C8' . 1.429(3) n
  C8' H8'A .  .9600 n
  C8' H8'B .  .9600 n
  C8' H8'C .  .9600 n
  O9' C10' . 1.418(3) n
  C10' H10A .  .9600 n
  C10' H10B .  .9600 n
  C10' H10C .  .9600 n