data_2013928
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o248
_journal_page_last  o251
_publ_section_title
;
Layer architecture in 4-nitrophenyl and
4-chlorophenyl 3-nitrobenzenesulfonates at 100 K
;
loop_
_publ_author_name
  'Vembu, Nagarajan'
  'Nallu, Maruthai'
  'Durmus, Semih'
  'Panzner, Matthew'
  'Garrison, Jered'
  'Youngs, Wiley J.'
_chemical_name_common  'p-Nitrophenyl 3-nitrobenzenesulfonate'
_chemical_formula_moiety  'C12 H8 N2 O7 S'
_chemical_formula_sum  'C12 H8 N2 O7 S'
_chemical_formula_iupac  'C12 H8 N2 O7 S'
_chemical_formula_weight  324.26
_chemical_melting_point  '417--420'
_symmetry_cell_setting  'Monoclinic'
_symmetry_space_group_name_H-M  'C c'
_symmetry_space_group_name_hall  'C -2yc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  'x, -y, z+1/2'
  'x+1/2, y+1/2, z'
  'x+1/2, -y+1/2, z+1/2'
_cell_length_a  7.891(2)
_cell_length_b  8.798(3)
_cell_length_c  18.829(6)
_cell_angle_alpha  90
_cell_angle_beta  94.597(5)
_cell_angle_gamma  90
_cell_volume  1303.1(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  100(2)
_exptl_crystal_density_diffrn  1.653
_diffrn_ambient_temperature  100(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
  S 0.48248(11) 0.69028(11) 0.05119(6) 0.0204(2) Uani d . 1 . . S
  O1 0.1619(4) 0.2721(4) -0.10566(19) 0.0387(9) Uani d . 1 . . O
  O2 -0.0332(4) 0.3823(5) -0.17421(18) 0.0462(10) Uani d . 1 . . O
  O3 0.6046(4) 0.5731(3) 0.04517(15) 0.0259(7) Uani d . 1 . . O
  O4 0.5334(4) 0.8459(3) 0.05728(17) 0.0278(7) Uani d . 1 . . O
  O5 0.3919(4) 0.6435(3) 0.11973(15) 0.0253(7) Uani d . 1 . . O
  O6 -0.2877(4) 0.8716(4) 0.22788(17) 0.0325(8) Uani d . 1 . . O
  O7 -0.1189(4) 1.0368(4) 0.27959(16) 0.0284(7) Uani d . 1 . . O
  N1 0.0856(5) 0.3840(5) -0.1285(2) 0.0339(10) Uani d . 1 . . N
  N2 -0.1471(4) 0.9275(4) 0.23988(17) 0.0244(8) Uani d . 1 . . N
  C1 0.3209(5) 0.6774(5) -0.0173(2) 0.0225(8) Uani d . 1 . . C
  C2 0.2704(5) 0.5354(5) -0.0442(2) 0.0240(9) Uani d . 1 . . C
  H2 0.3228 0.4446 -0.0261 0.024(4) Uiso calc R 1 . . H
  C3 0.1418(5) 0.5321(6) -0.0977(2) 0.0282(10) Uani d . 1 . . C
  C4 0.0605(6) 0.6618(6) -0.1242(2) 0.0337(11) Uani d . 1 . . C
  H4 -0.0294 0.6553 -0.1609 0.024(4) Uiso calc R 1 . . H
  C5 0.1120(6) 0.7999(6) -0.0967(3) 0.0350(12) Uani d . 1 . . C
  H5 0.0580 0.8901 -0.1146 0.024(4) Uiso calc R 1 . . H
  C6 0.2412(6) 0.8093(6) -0.0432(3) 0.0319(11) Uani d . 1 . . C
  H6 0.2758 0.9054 -0.0242 0.024(4) Uiso calc R 1 . . H
  C7 0.2556(5) 0.7286(5) 0.1444(2) 0.0217(9) Uani d . 1 . . C
  C8 0.2912(5) 0.8498(5) 0.1893(2) 0.0213(9) Uani d . 1 . . C
  H8 0.4044 0.8854 0.1987 0.024(4) Uiso calc R 1 . . H
  C9 0.1577(5) 0.9186(5) 0.2204(2) 0.0218(8) Uani d . 1 . . C
  H9 0.1769 1.0027 0.2517 0.024(4) Uiso calc R 1 . . H
  C10 -0.0041(5) 0.8616(5) 0.2047(2) 0.0201(8) Uani d . 1 . . C
  C11 -0.0397(6) 0.7433(5) 0.1577(2) 0.0242(9) Uani d . 1 . . C
  H11 -0.1532 0.7096 0.1469 0.024(4) Uiso calc R 1 . . H
  C12 0.0942(6) 0.6749(5) 0.1268(2) 0.0255(9) Uani d . 1 . . C
  H12 0.0750 0.5930 0.0943 0.024(4) 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
  S 0.0205(5) 0.0153(4) 0.0255(5) 0.0027(4) 0.0015(4) -0.0050(5)
  O1 0.033(2) 0.039(2) 0.045(2) -0.0128(17) 0.0095(16) -0.0165(17)
  O2 0.0275(19) 0.073(3) 0.038(2) -0.0119(19) 0.0017(16) -0.0228(18)
  O3 0.0207(15) 0.0230(16) 0.0337(17) 0.0071(13) -0.0002(13) -0.0085(13)
  O4 0.0281(16) 0.0170(15) 0.0389(18) -0.0025(11) 0.0052(14) -0.0074(13)
  O5 0.0282(16) 0.0234(15) 0.0240(15) 0.0091(13) 0.0004(12) -0.0015(12)
  O6 0.0165(16) 0.0406(19) 0.0404(18) -0.0013(14) 0.0020(13) -0.0013(15)
  O7 0.0262(16) 0.0298(17) 0.0297(16) 0.0031(14) 0.0048(13) -0.0022(13)
  N1 0.028(2) 0.042(3) 0.033(2) -0.007(2) 0.0090(19) -0.013(2)
  N2 0.023(2) 0.0242(19) 0.026(2) 0.0049(16) 0.0029(15) 0.0032(16)
  C1 0.020(2) 0.021(2) 0.027(2) 0.0035(17) 0.0028(15) -0.0028(17)
  C2 0.023(2) 0.024(2) 0.026(2) 0.0024(18) 0.0050(16) -0.0015(17)
  C3 0.019(2) 0.037(3) 0.030(2) -0.0015(19) 0.0088(18) -0.009(2)
  C4 0.025(2) 0.053(3) 0.024(2) 0.009(2) 0.0016(17) -0.007(2)
  C5 0.033(3) 0.044(3) 0.028(2) 0.017(2) 0.001(2) 0.002(2)
  C6 0.036(3) 0.029(2) 0.032(2) 0.008(2) 0.009(2) -0.001(2)
  C7 0.020(2) 0.016(2) 0.028(2) 0.0043(16) -0.0015(17) 0.0020(16)
  C8 0.022(2) 0.0138(19) 0.027(2) 0.0018(17) -0.0030(17) 0.0035(17)
  C9 0.021(2) 0.022(2) 0.0212(19) -0.0016(17) -0.0039(15) -0.0034(17)
  C10 0.023(2) 0.018(2) 0.0201(19) 0.0068(16) 0.0034(15) 0.0049(15)
  C11 0.021(2) 0.018(2) 0.034(2) -0.0080(17) 0.0020(17) 0.0006(17)
  C12 0.031(2) 0.015(2) 0.030(2) 0.0003(19) -0.0003(18) -0.0012(17)
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 . 1.422(3) ?
  S O4 . 1.429(3) ?
  S O5 . 1.579(3) ?
  S C1 . 1.743(5) ?
  O1 N1 . 1.215(6) ?
  O2 N1 . 1.221(5) ?
  O5 C7 . 1.419(5) ?
  O6 N2 . 1.218(5) ?
  O7 N2 . 1.227(5) ?
  N1 C3 . 1.479(6) ?
  N2 C10 . 1.473(5) ?
  C1 C6 . 1.390(6) ?
  C1 C2 . 1.394(6) ?
  C2 C3 . 1.372(6) ?
  C2 H2 . 0.9500 ?
  C3 C4 . 1.383(7) ?
  C4 C5 . 1.370(8) ?
  C4 H4 . 0.9500 ?
  C5 C6 . 1.376(7) ?
  C5 H5 . 0.9500 ?
  C6 H6 . 0.9500 ?
  C7 C12 . 1.374(6) ?
  C7 C8 . 1.376(6) ?
  C8 C9 . 1.385(6) ?
  C8 H8 . 0.9500 ?
  C9 C10 . 1.382(6) ?
  C9 H9 . 0.9500 ?
  C10 C11 . 1.380(6) ?
  C11 C12 . 1.384(6) ?
  C11 H11 . 0.9500 ?
  C12 H12 . 0.9500 ?