data_2012860
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o496
_journal_page_last  o498
_publ_section_title
;
2-(4-Benzenesulfonylmethyl-2-methyl-5-nitroimidazol-1-yl)ethanol
and 4-benzenesulfonylmethyl-2-methyl-5-nitrothiazole
;
loop_
_publ_author_name
  'Crozet, M. D.'
  'Vanelle, P.'
  'Giorgi, M.'
  'Gellis, A.'
_chemical_formula_moiety  'C11 H10 N2 O4 S2'
_chemical_formula_sum  'C11 H10 N2 O4 S2'
_chemical_formula_structural  'C11 H10 N2 O4 S2'
_chemical_formula_iupac  'C11 H10 N2 O4 S2'
_chemical_formula_weight  298.339
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_as_xyz
  '+X,+Y,+Z'
  '-X,-Y,-Z'
  '-X+ 1/2,+Y+ 1/2,-Z+ 1/2'
  '+X+ 1/2,-Y+ 1/2,+Z+ 1/2'
_cell_length_a  11.1646(4)
_cell_length_b  8.8148(2)
_cell_length_c  13.0731(4)
_cell_angle_alpha  90
_cell_angle_beta  93.542(2)
_cell_angle_gamma  90.000(2)
_cell_volume  1284.11(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  293
_exptl_crystal_density_diffrn  1.543
_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 0.25806(4) 0.40727(6) 0.44835(4) 0.04078(16) Uani d . 1 . . S
  S2 0.62052(4) 0.45893(5) 0.24580(4) 0.04230(16) Uani d . 1 . . S
  O1 0.36588(13) 0.35967(19) 0.50528(12) 0.0578(4) Uani d . 1 . . O
  O2 0.14641(13) 0.33404(18) 0.46719(13) 0.0582(4) Uani d . 1 . . O
  O3 0.61385(15) 0.13746(18) 0.26099(17) 0.0698(5) Uani d . 1 . . O
  O4 0.43483(14) 0.11085(16) 0.31285(15) 0.0614(4) Uani d . 1 . . O
  N1 0.41650(13) 0.58423(17) 0.26909(12) 0.0381(3) Uani d . 1 . . N
  N2 0.51753(15) 0.18878(18) 0.28407(13) 0.0449(4) Uani d . 1 . . N
  C1 0.24032(16) 0.6046(2) 0.46387(14) 0.0389(4) Uani d . 1 . . C
  C2 0.12568(18) 0.6654(2) 0.45680(15) 0.0456(4) Uani d . 1 . . C
  C3 0.1118(2) 0.8210(3) 0.46669(17) 0.0581(6) Uani d . 1 . . C
  C4 0.2102(3) 0.9130(3) 0.48087(18) 0.0644(6) Uani d . 1 . . C
  C5 0.3244(2) 0.8512(3) 0.48763(18) 0.0636(6) Uani d . 1 . . C
  C6 0.34097(19) 0.6964(3) 0.48004(16) 0.0512(5) Uani d . 1 . . C
  C7 0.27910(15) 0.3814(2) 0.31408(15) 0.0393(4) Uani d . 1 . . C
  C8 0.40000(15) 0.4334(2) 0.28634(13) 0.0342(4) Uani d . 1 . . C
  C9 0.52758(16) 0.6140(2) 0.24900(15) 0.0383(4) Uani d . 1 . . C
  C10 0.50176(15) 0.3492(2) 0.27680(14) 0.0360(4) Uani d . 1 . . C
  C11 0.5744(2) 0.7693(2) 0.23484(19) 0.0538(5) Uani d . 1 . . C
  H11A 0.6579 0.7649 0.2212 0.065 Uiso d PR 0.50 . . H
  H11B 0.5649 0.8276 0.2958 0.065 Uiso d PR 0.50 . . H
  H11C 0.5302 0.8163 0.1780 0.065 Uiso d PR 0.50 . . H
  H11D 0.6322 0.7964 0.2935 0.065 Uiso d PR 0.50 . . H
  H11E 0.5039 0.8344 0.2397 0.065 Uiso d PR 0.50 . . H
  H11F 0.6254 0.7742 0.1747 0.065 Uiso d PR 0.50 . . H
  H14 0.0564 0.6018 0.4449 0.055 Uiso d R 1 . . H
  H18 0.0329 0.8648 0.4639 0.070 Uiso d R 1 . . H
  H13 0.1995 1.0207 0.4865 0.077 Uiso d R 1 . . H
  H19 0.3924 0.9175 0.4974 0.076 Uiso d R 1 . . H
  H16 0.4206 0.6550 0.4857 0.061 Uiso d R 1 . . H
  H12A 0.2186 0.4387 0.2757 0.047 Uiso d R 1 . . H
  H12B 0.2697 0.2756 0.2982 0.047 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
  S1 0.0297(2) 0.0425(3) 0.0509(3) 0.00182(17) 0.00777(18) 0.00746(19)
  S2 0.0320(2) 0.0356(3) 0.0602(3) 0.00028(17) 0.00986(19) 0.0010(2)
  O1 0.0442(8) 0.0716(10) 0.0569(9) 0.0158(7) -0.0022(6) 0.0143(8)
  O2 0.0424(8) 0.0527(9) 0.0820(11) -0.0071(7) 0.0231(7) 0.0079(8)
  O3 0.0548(9) 0.0392(8) 0.1177(15) 0.0143(7) 0.0237(9) -0.0041(9)
  O4 0.0551(9) 0.0339(7) 0.0959(12) -0.0077(7) 0.0105(8) 0.0059(7)
  N1 0.0357(8) 0.0302(7) 0.0489(9) 0.0017(6) 0.0055(6) 0.0006(6)
  N2 0.0444(9) 0.0306(8) 0.0599(10) 0.0010(7) 0.0043(7) -0.0019(7)
  C1 0.0345(9) 0.0449(10) 0.0376(9) -0.0001(7) 0.0050(7) 0.0004(7)
  C2 0.0384(10) 0.0514(12) 0.0477(11) 0.0048(8) 0.0071(8) -0.0006(9)
  C3 0.0653(14) 0.0553(13) 0.0544(13) 0.0169(11) 0.0101(10) -0.0001(10)
  C4 0.0952(19) 0.0470(12) 0.0520(13) 0.0033(13) 0.0117(12) -0.0001(10)
  C5 0.0751(16) 0.0596(14) 0.0563(13) -0.0254(12) 0.0049(11) -0.0061(11)
  C6 0.0406(10) 0.0616(13) 0.0512(11) -0.0094(9) 0.0014(8) -0.0049(10)
  C7 0.0294(8) 0.0360(9) 0.0524(11) -0.0025(7) 0.0033(7) -0.0024(8)
  C8 0.0319(8) 0.0319(9) 0.0389(9) -0.0010(7) 0.0023(7) -0.0013(7)
  C9 0.0374(9) 0.0314(9) 0.0464(10) -0.0005(7) 0.0041(7) 0.0007(7)
  C10 0.0342(9) 0.0293(9) 0.0450(10) 0.0005(7) 0.0053(7) -0.0010(7)
  C11 0.0530(12) 0.0327(10) 0.0763(15) -0.0063(9) 0.0094(10) 0.0043(9)
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 O2 . 1.4384(14) y
  S1 O1 . 1.4383(15) y
  S1 C1 . 1.764(2) y
  S1 C7 . 1.800(2) y
  S2 C10 . 1.7103(18) y
  S2 C9 . 1.7184(18) y
  O3 N2 . 1.222(2) n
  O4 N2 . 1.228(2) n
  N1 C9 . 1.310(2) y
  N1 C8 . 1.363(2) y
  N2 C10 . 1.427(2) n
  C1 C2 . 1.385(3) n
  C1 C6 . 1.390(3) n
  C2 C3 . 1.388(3) n
  C2 H14 . 0.96 n
  C3 C4 . 1.369(4) n
  C3 H18 . 0.96 n
  C4 C5 . 1.384(4) n
  C4 H13 . 0.96 n
  C5 C6 . 1.382(3) n
  C5 H19 . 0.96 n
  C6 H16 . 0.96 n
  C7 C8 . 1.491(2) n
  C7 H12A . 0.96 n
  C7 H12B . 0.96 n
  C8 C10 . 1.369(2) y
  C9 C11 . 1.481(3) n
  C11 H11A . 0.96 n
  C11 H11B . 0.96 n
  C11 H11C . 0.96 n
  C11 H11D . 1.00 n
  C11 H11E . 0.98 n
  C11 H11F . 1.00 n