#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013865.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_2013865
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o84
_journal_page_last  o86
_publ_section_title
;
Hydrogen bonding in C-substituted nitroanilines: a chain of R~3~^3^(12) rings
in 2-methanesulfonyl-4-nitroaniline
;
_space_group_IT_number           15
_symmetry_space_group_name_Hall  '-I 2yc'
_symmetry_space_group_name_H-M   'I 1 2/c 1'
_[local]_cod_cif_authors_sg_H-M  'I 2/c'
loop_
_publ_author_name
  'Howie, R. Alan'
  'Low, John N.'
  'Wardell, James L.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C7 H8 N2 O4 S'
_chemical_formula_sum  'C7 H8 N2 O4 S'
_chemical_formula_iupac  'C7 H8 N2 O4 S'
_chemical_formula_weight  216.21
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x, -y, z+1/2'
  'x+1/2, y+1/2, z+1/2'
  'x+1/2, -y+1/2, z+1'
  '-x, -y, -z'
  '-x, y, -z-1/2'
  '-x+1/2, -y+1/2, -z+1/2'
  '-x+1/2, y+1/2, -z'
_cell_length_a  15.8657(5)
_cell_length_b  7.23660(10)
_cell_length_c  16.4224(5)
_cell_angle_alpha  90
_cell_angle_beta  110.3040(10)
_cell_angle_gamma  90
_cell_volume  1768.36(8)
_cell_formula_units_Z  8
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.624
_diffrn_ambient_temperature  120(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
  C1 0.16472(9) -0.01648(19) 0.15027(9) 0.0129(3) Uani d . 1 . . C
  C2 0.14987(9) 0.17737(19) 0.14878(9) 0.0125(3) Uani d . 1 . . C
  C3 0.12714(9) 0.2637(2) 0.21322(9) 0.0145(3) Uani d . 1 . . C
  C4 0.11699(10) 0.1605(2) 0.27969(9) 0.0158(3) Uani d . 1 . . C
  C5 0.12723(10) -0.0314(2) 0.28184(10) 0.0179(3) Uani d . 1 . . C
  C6 0.15004(10) -0.1176(2) 0.21828(10) 0.0167(3) Uani d . 1 . . C
  N1 0.19060(9) -0.10458(17) 0.09107(8) 0.0176(3) Uani d . 1 . . N
  S2 0.15031(2) 0.31417(5) 0.06037(2) 0.01342(12) Uani d . 1 . . S
  O21 0.14908(8) 0.50435(14) 0.08577(7) 0.0217(3) Uani d . 1 . . O
  O22 0.22226(7) 0.25417(16) 0.03171(7) 0.0195(3) Uani d . 1 . . O
  C21 0.04740(10) 0.2650(2) -0.02187(10) 0.0175(3) Uani d . 1 . . C
  N4 0.09164(9) 0.2524(2) 0.34578(8) 0.0201(3) Uani d . 1 . . N
  O41 0.08705(9) 0.42239(17) 0.34441(8) 0.0302(3) Uani d . 1 . . O
  O42 0.07460(8) 0.15751(19) 0.40023(7) 0.0268(3) Uani d . 1 . . O
  H3 0.1185 0.3938 0.2117 0.017 Uiso calc R 1 . . H
  H5 0.1184 -0.1016 0.3271 0.021 Uiso calc R 1 . . H
  H6 0.1562 -0.2482 0.2197 0.020 Uiso calc R 1 . . H
  H1A 0.1985 -0.2251 0.0943 0.021 Uiso calc R 1 . . H
  H1B 0.1997 -0.0419 0.0489 0.021 Uiso calc R 1 . . H
  H21A 0.0452 0.1337 -0.0371 0.026 Uiso calc R 1 . . H
  H21B 0.0416 0.3401 -0.0732 0.026 Uiso calc R 1 . . H
  H21C -0.0021 0.2938 -0.0012 0.026 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
  C1 0.0103(6) 0.0142(7) 0.0141(6) -0.0001(5) 0.0043(5) -0.0015(5)
  C2 0.0117(6) 0.0128(7) 0.0135(7) -0.0010(5) 0.0050(5) 0.0001(5)
  C3 0.0120(7) 0.0146(7) 0.0158(7) -0.0001(5) 0.0034(5) -0.0026(5)
  C4 0.0125(7) 0.0233(8) 0.0126(7) 0.0021(5) 0.0056(5) -0.0027(5)
  C5 0.0174(7) 0.0225(8) 0.0151(7) 0.0008(6) 0.0073(6) 0.0051(6)
  C6 0.0191(7) 0.0138(7) 0.0183(7) 0.0013(5) 0.0079(6) 0.0036(6)
  N1 0.0264(7) 0.0120(6) 0.0184(6) 0.0013(5) 0.0129(5) -0.0006(5)
  S2 0.0148(2) 0.0117(2) 0.0158(2) -0.00057(12) 0.00792(14) 0.00188(12)
  O21 0.0296(6) 0.0104(5) 0.0268(6) -0.0020(4) 0.0118(5) 0.0009(4)
  O22 0.0170(5) 0.0233(6) 0.0234(6) 0.0013(4) 0.0135(4) 0.0047(4)
  C21 0.0174(7) 0.0205(7) 0.0155(7) 0.0006(6) 0.0066(6) 0.0039(6)
  N4 0.0154(6) 0.0315(8) 0.0135(6) 0.0045(5) 0.0052(5) -0.0026(5)
  O41 0.0377(7) 0.0305(7) 0.0250(6) 0.0094(5) 0.0143(5) -0.0073(5)
  O42 0.0217(6) 0.0464(8) 0.0156(6) 0.0017(5) 0.0108(5) 0.0007(5)
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
  C1 C2 . 1.421(2) y
  C2 C3 . 1.380(2) y
  C3 C4 . 1.377(2) y
  C4 C5 . 1.397(2) y
  C5 C6 . 1.368(2) y
  C6 C1 . 1.420(2) y
  C1 N1 . 1.341(2) y
  C4 N4 . 1.444(2) y
  N4 O41 . 1.232(2) y
  N4 O42 . 1.230(2) y
  C2 S2 . 1.7592(14) y
  S2 O21 . 1.4402(11) y
  S2 O22 . 1.4443(11) y
  S2 C21 . 1.7568(15) y
  C3 H3 . 0.95 no
  C5 H5 . 0.95 no
  C6 H6 . 0.95 no
  N1 H1A . 0.88 no
  N1 H1B . 0.88 no
  C21 H21A . 0.98 no
  C21 H21B . 0.98 no
  C21 H21C . 0.98 no
_cod_database_code 2013865