#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2008112.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_2008112
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_publ_section_title
;
A nimesulide intermediate
;
loop_
_publ_author_name
  'Chandramohan, Kattamuri'
  'Ravikumar, Krishnan'
_chemical_formula_moiety  'C13 H13 N O3 S'
_chemical_formula_sum  'C13 H13 N O3 S'
_chemical_formula_weight  263.30
_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  8.1460(10)
_cell_length_b  8.9270(10)
_cell_length_c  9.2900(10)
_cell_angle_alpha  101.140(10)
_cell_angle_beta  100.950(10)
_cell_angle_gamma  102.780(10)
_cell_volume  627.00(10)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.395
_diffrn_ambient_temperature  293(2)
_refine_ls_R_factor_obs  0.040
_refine_ls_wR_factor_obs  0.108
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  S 0.05903(7) 0.58633(6) 0.26066(6) 0.0377(2) Uani d . 1 . S
  N 0.1093(2) 0.4278(2) 0.1847(2) 0.0371(4) Uani d . 1 . N
  H0A 0.1102 0.4075 0.0862 0.080 Uiso d R 1 . H
  O1 -0.1320(2) 0.1599(2) 0.1693(2) 0.0486(4) Uani d . 1 . O
  O2 0.0399(2) 0.6717(2) 0.1448(2) 0.0503(4) Uani d . 1 . O
  O3 0.1836(2) 0.6620(2) 0.4003(2) 0.0531(4) Uani d . 1 . O
  C1 -0.3990(3) 0.0271(3) 0.2121(3) 0.0479(5) Uani d . 1 . C
  H1A -0.4031 0.1257 0.2728 0.080 Uiso d R 1 . H
  C2 -0.5316(3) -0.1088(3) 0.1868(3) 0.0560(6) Uani d . 1 . C
  H2B -0.6275 -0.1039 0.2321 0.080 Uiso d R 1 . H
  C3 -0.5256(3) -0.2503(3) 0.1005(3) 0.0534(6) Uani d . 1 . C
  H3B -0.6190 -0.3438 0.0832 0.080 Uiso d R 1 . H
  C4 -0.3878(3) -0.2559(3) 0.0376(3) 0.0580(6) Uani d . 1 . C
  H4A -0.3828 -0.3539 -0.0234 0.080 Uiso d R 1 . H
  C5 -0.2539(3) -0.1200(3) 0.0609(3) 0.0542(6) Uani d . 1 . C
  H5A -0.1568 -0.1224 0.0168 0.080 Uiso d R 1 . H
  C6 -0.2620(3) 0.0187(2) 0.1485(2) 0.0386(5) Uani d . 1 . C
  C7 0.0271(3) 0.1787(2) 0.2627(2) 0.0358(4) Uani d . 1 . C
  C8 0.0686(3) 0.0706(3) 0.3433(3) 0.0455(5) Uani d . 1 . C
  H8A -0.0158 -0.0268 0.3344 0.080 Uiso d R 1 . H
  C9 0.2340(3) 0.1031(3) 0.4339(3) 0.0490(6) Uani d . 1 . C
  H9A 0.2625 0.0294 0.4908 0.080 Uiso d R 1 . H
  C10 0.3574(3) 0.2410(3) 0.4439(3) 0.0505(6) Uani d . 1 . C
  H10A 0.4715 0.2634 0.5082 0.080 Uiso d R 1 . H
  C11 0.3165(3) 0.3482(3) 0.3621(2) 0.0439(5) Uani d . 1 . C
  H11A 0.4036 0.4429 0.3681 0.080 Uiso d R 1 . H
  C12 0.1513(3) 0.3192(2) 0.2725(2) 0.0345(4) Uani d . 1 . C
  C13 -0.1435(3) 0.5254(3) 0.3009(3) 0.0560(6) Uani d . 1 . C
  H13A -0.1768 0.6163 0.3467 0.080 Uiso d R 1 . H
  H13B -0.2285 0.4683 0.2089 0.080 Uiso d R 1 . H
  H13C -0.1359 0.4577 0.3693 0.080 Uiso d 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
  S 0.0433(3) 0.0326(3) 0.0355(3) 0.0083(2) 0.0071(2) 0.0088(2)
  N 0.0437(10) 0.0346(9) 0.0334(8) 0.0083(7) 0.0110(7) 0.0103(7)
  O1 0.0388(8) 0.0389(8) 0.0626(10) 0.0023(6) -0.0017(7) 0.0228(7)
  O2 0.0670(10) 0.0396(8) 0.0474(9) 0.0152(7) 0.0118(8) 0.0187(7)
  O3 0.0588(10) 0.0418(8) 0.0453(9) 0.0078(7) -0.0021(8) 0.0009(7)
  C1 0.0479(13) 0.0438(12) 0.0505(13) 0.0135(10) 0.0123(10) 0.0063(10)
  C2 0.0447(13) 0.0577(14) 0.066(2) 0.0088(11) 0.0212(12) 0.0147(12)
  C3 0.0472(13) 0.0451(12) 0.0599(14) -0.0005(10) 0.0084(11) 0.0138(11)
  C4 0.065(2) 0.0378(12) 0.067(2) 0.0090(11) 0.0196(13) 0.0039(11)
  C5 0.0512(13) 0.0463(12) 0.069(2) 0.0123(10) 0.0268(12) 0.0112(11)
  C6 0.0361(10) 0.0346(10) 0.0431(11) 0.0056(8) 0.0035(9) 0.0151(8)
  C7 0.0366(10) 0.0368(10) 0.0347(10) 0.0097(8) 0.0084(8) 0.0105(8)
  C8 0.0490(12) 0.0411(11) 0.0490(12) 0.0118(10) 0.0111(10) 0.0184(10)
  C9 0.0556(14) 0.0497(13) 0.0460(12) 0.0239(11) 0.0059(10) 0.0169(10)
  C10 0.0443(12) 0.0568(14) 0.0469(12) 0.0202(10) 0.0006(10) 0.0077(11)
  C11 0.0386(11) 0.0432(11) 0.0447(12) 0.0086(9) 0.0074(9) 0.0038(9)
  C12 0.0390(10) 0.0341(10) 0.0313(9) 0.0113(8) 0.0100(8) 0.0069(8)
  C13 0.0521(14) 0.065(2) 0.0568(14) 0.0189(12) 0.0214(12) 0.0168(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
  S O3 . 1.424(2) no
  S O2 . 1.438(2) no
  S N . 1.627(2) no
  S C13 . 1.753(2) no
  N C12 . 1.438(2) no
  O1 C7 . 1.371(2) no
  O1 C6 . 1.409(2) no
  C1 C6 . 1.368(3) no
  C1 C2 . 1.381(3) no
  C2 C3 . 1.376(3) no
  C3 C4 . 1.366(4) no
  C4 C5 . 1.389(3) no
  C5 C6 . 1.366(3) no
  C7 C8 . 1.390(3) no
  C7 C12 . 1.402(3) no
  C8 C9 . 1.382(3) no
  C9 C10 . 1.381(4) no
  C10 C11 . 1.390(3) no
  C11 C12 . 1.381(3) no