#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202156.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_2202156
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o762
_journal_page_last  o764
_publ_section_title
;
2-Bromo-N-(p-toluenesulfonyl)pyrrole
;
loop_
_publ_author_name
  'Knight, Lea W.'
  'Padgett, Clifford W.'
  'Huffman, John W.'
  'Pennington, William T.'
_chemical_name_common  '2-Bromo-N(p-Toluenesulfonyl)pyrrole'
_chemical_formula_moiety  'C11 H10 Br1 N1 O2 S1'
_chemical_formula_sum  'C11 H10 Br1 N1 O2 S1'
_chemical_formula_structural  'C11 H10 Br1 N1 O2 S1'
_chemical_formula_iupac  'C11 H10 Br1 N1 O2 S1'
_chemical_formula_weight  300.17
_chemical_melting_point  105
_symmetry_cell_setting  'Monoclinic'
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, z-1/2'
_cell_length_a  7.6482(13)
_cell_length_b  16.307(2)
_cell_length_c  10.2114(17)
_cell_angle_alpha  90.00
_cell_angle_beta  110.233(3)
_cell_angle_gamma  90.00
_cell_volume  1195.0(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.668
_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
  Br1 0.69840(8) 0.57111(3) 1.11357(5) 0.07736(19) Uani d . 1 . . Br
  S1 0.84978(12) 0.68733(6) 0.87941(10) 0.0468(2) Uani d . 1 . . S
  O1 0.8764(4) 0.76468(16) 0.8244(3) 0.0634(8) Uani d . 1 . . O
  O2 0.9796(4) 0.65815(19) 1.0077(3) 0.0626(8) Uani d . 1 . . O
  N1 0.6435(4) 0.69533(18) 0.9018(3) 0.0436(7) Uani d . 1 . . N
  C1 0.5666(5) 0.6468(2) 0.9798(4) 0.0493(9) Uani d . 1 . . C
  C2 0.3860(6) 0.6662(3) 0.9455(5) 0.0652(11) Uani d . 1 . . C
  H2A 0.3028 0.6439 0.9840 0.078 Uiso calc R 1 . . H
  C3 0.3449(6) 0.7272(3) 0.8397(5) 0.0649(12) Uani d . 1 . . C
  H3A 0.2289 0.7515 0.7974 0.078 Uiso calc R 1 . . H
  C4 0.4953(5) 0.7441(2) 0.8109(4) 0.0504(9) Uani d . 1 . . C
  H4A 0.5041 0.7809 0.7438 0.060 Uiso calc R 1 . . H
  C5 0.8154(5) 0.6122(2) 0.7508(4) 0.0417(8) Uani d . 1 . . C
  C6 0.7711(7) 0.6361(3) 0.6136(4) 0.0629(11) Uani d . 1 . . C
  H6A 0.7606 0.6914 0.5893 0.075 Uiso calc R 1 . . H
  C7 0.7427(7) 0.5760(3) 0.5131(4) 0.0703(13) Uani d . 1 . . C
  H7A 0.7141 0.5917 0.4205 0.084 Uiso calc R 1 . . H
  C8 0.7551(5) 0.4937(2) 0.5451(4) 0.0537(9) Uani d . 1 . . C
  C9 0.7953(6) 0.4722(2) 0.6818(4) 0.0629(11) Uani d . 1 . . C
  H9A 0.8017 0.4169 0.7056 0.076 Uiso calc R 1 . . H
  C10 0.8265(6) 0.5304(2) 0.7854(4) 0.0592(11) Uani d . 1 . . C
  H10A 0.8548 0.5145 0.8779 0.071 Uiso calc R 1 . . H
  C11 0.7252(7) 0.4292(3) 0.4337(5) 0.0748(13) Uani d . 1 . . C
  H11A 0.7399 0.3757 0.4754 0.112 Uiso d PR 0.50 . . H
  H11B 0.8148 0.4364 0.3880 0.112 Uiso d PR 0.50 . . H
  H11C 0.6017 0.4344 0.3665 0.112 Uiso d PR 0.50 . . H
  H11D 0.8346 0.3956 0.4548 0.112 Uiso d PR 0.50 . . H
  H11E 0.7012 0.4553 0.3449 0.112 Uiso d PR 0.50 . . H
  H11F 0.6206 0.3956 0.4301 0.112 Uiso d PR 0.50 . . 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
  Br1 0.0913(4) 0.0759(3) 0.0607(3) -0.0016(3) 0.0210(2) 0.0169(2)
  S1 0.0400(4) 0.0507(5) 0.0512(5) -0.0067(4) 0.0174(4) -0.0122(4)
  O1 0.0665(18) 0.0489(16) 0.087(2) -0.0189(13) 0.0415(16) -0.0142(14)
  O2 0.0416(14) 0.088(2) 0.0508(15) 0.0005(14) 0.0069(12) -0.0160(15)
  N1 0.0417(15) 0.0439(16) 0.0476(16) 0.0001(13) 0.0187(13) -0.0031(13)
  C1 0.059(2) 0.047(2) 0.0453(19) -0.0014(17) 0.0223(18) -0.0020(16)
  C2 0.058(3) 0.063(3) 0.088(3) -0.002(2) 0.043(2) -0.005(2)
  C3 0.045(2) 0.055(2) 0.089(3) 0.0164(19) 0.016(2) -0.006(2)
  C4 0.062(2) 0.0383(19) 0.052(2) -0.0001(17) 0.0208(19) -0.0022(16)
  C5 0.0410(18) 0.0431(19) 0.0416(18) 0.0019(15) 0.0150(15) -0.0042(15)
  C6 0.098(3) 0.046(2) 0.051(2) -0.005(2) 0.034(2) 0.0036(18)
  C7 0.113(4) 0.060(3) 0.042(2) -0.004(3) 0.032(2) -0.0010(19)
  C8 0.056(2) 0.052(2) 0.052(2) 0.0012(18) 0.0173(18) -0.0085(18)
  C9 0.087(3) 0.040(2) 0.055(2) 0.014(2) 0.015(2) -0.0003(18)
  C10 0.076(3) 0.052(2) 0.042(2) 0.014(2) 0.0107(19) 0.0035(17)
  C11 0.089(3) 0.070(3) 0.065(3) -0.006(3) 0.026(3) -0.025(2)
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
  Br1 C1 . 1.858(4) 'Y'
  S1 O1 . 1.424(3) 'Y'
  S1 O2 . 1.425(3) 'Y'
  S1 N1 . 1.676(3) 'Y'
  S1 C5 . 1.748(3) 'Y'
  N1 C1 . 1.389(4) 'Y'
  N1 C4 . 1.432(5) 'Y'
  C1 C2 . 1.340(5) 'Y'
  C2 C3 . 1.421(6) 'Y'
  C2 H2A . 0.9300 ?
  C3 C4 . 1.311(6) 'Y'
  C3 H3A . 0.9300 ?
  C4 H4A . 0.9300 ?
  C5 C10 . 1.375(5) 'Y'
  C5 C6 . 1.379(5) 'Y'
  C6 C7 . 1.381(6) 'Y'
  C6 H6A . 0.9300 ?
  C7 C8 . 1.377(6) 'Y'
  C7 H7A . 0.9300 ?
  C8 C9 . 1.367(6) 'Y'
  C8 C11 . 1.509(5) 'Y'
  C9 C10 . 1.379(5) 'Y'
  C9 H9A . 0.9300 ?
  C10 H10A . 0.9300 ?
  C11 H11A . 0.9600 ?
  C11 H11B . 0.9599 ?
  C11 H11C . 0.9600 ?
  C11 H11D . 0.9600 ?
  C11 H11E . 0.9600 ?
  C11 H11F . 0.9601 ?