#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013929.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_2013929
loop_
_publ_author_name
'Vembu, Nagarajan'
'Nallu, Maruthai'
'Durmus, Semih'
'Panzner, Matthew'
'Garrison, Jered'
'Youngs, Wiley J.'
_publ_section_title
;
Layer architecture in 4-nitrophenyl and
4-chlorophenyl 3-nitrobenzenesulfonates at 100 K
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o248
_journal_page_last               o251
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C12 H8 Cl N O5 S'
_chemical_formula_moiety         'C12 H8 Cl N O5 S'
_chemical_formula_sum            'C12 H8 Cl N O5 S'
_chemical_formula_weight         313.70
_chemical_melting_point          382.0(10)
_chemical_name_common            '4-Chlorophenyl m-nitrobenzenesulfonate'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   P-1
_cell_angle_alpha                67.86(6)
_cell_angle_beta                 89.93(11)
_cell_angle_gamma                87.01(8)
_cell_formula_units_Z            2
_cell_length_a                   7.556(9)
_cell_length_b                   8.562(8)
_cell_length_c                   10.851(13)
_cell_measurement_temperature    100(2)
_cell_volume                     649.2(13)
_diffrn_ambient_temperature      100(2)
_exptl_crystal_density_diffrn    1.605
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_chemical_melting_point' value '381--383' was changed to '382.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2013929
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.29260(15) 0.22971(17) 0.34181(13) 0.0153(4) Uani d . 1 . . S
Cl -0.44453(16) 0.2403(2) -0.03417(14) 0.0332(5) Uani d . 1 . . Cl
N1 0.7084(6) -0.2434(6) 0.3013(5) 0.0220(12) Uani d . 1 . . N
O1 0.8112(5) -0.1331(5) 0.2445(4) 0.0321(12) Uani d . 1 . . O
O2 0.7443(5) -0.3948(5) 0.3334(5) 0.0344(12) Uani d . 1 . . O
O3 0.4564(4) 0.2989(5) 0.3550(4) 0.0212(10) Uani d . 1 . . O
O4 0.1500(4) 0.2328(5) 0.4270(4) 0.0196(9) Uani d . 1 . . O
O5 0.2338(4) 0.3321(4) 0.1909(3) 0.0166(9) Uani d . 1 . . O
C1 0.3331(6) 0.0219(7) 0.3509(5) 0.0127(12) Uani d . 1 . . C
C2 0.4995(6) -0.0244(7) 0.3205(5) 0.0145(13) Uani d . 1 . . C
H2 0.5899 0.0540 0.2936 0.014(5) Uiso calc R 1 . . H
C3 0.5301(6) -0.1895(7) 0.3305(5) 0.0176(14) Uani d . 1 . . C
C4 0.4004(6) -0.3059(7) 0.3674(5) 0.0198(14) Uani d . 1 . . C
H4 0.4254 -0.4185 0.3736 0.014(5) Uiso calc R 1 . . H
C5 0.2328(7) -0.2548(7) 0.3952(6) 0.0245(15) Uani d . 1 . . C
H5 0.1414 -0.3323 0.4196 0.014(5) Uiso calc R 1 . . H
C6 0.1992(6) -0.0919(7) 0.3875(5) 0.0176(14) Uani d . 1 . . C
H6 0.0848 -0.0570 0.4070 0.014(5) Uiso calc R 1 . . H
C7 0.0680(6) 0.3043(6) 0.1414(5) 0.0146(13) Uani d . 1 . . C
C8 -0.0867(6) 0.3675(7) 0.1778(5) 0.0175(13) Uani d . 1 . . C
H8 -0.0840 0.4222 0.2394 0.014(5) Uiso calc R 1 . . H
C9 -0.2479(6) 0.3490(7) 0.1219(6) 0.0212(14) Uani d . 1 . . C
H9 -0.3573 0.3907 0.1441 0.014(5) Uiso calc R 1 . . H
C10 -0.2411(6) 0.2673(7) 0.0326(5) 0.0188(14) Uani d . 1 . . C
C11 -0.0861(6) 0.2077(7) -0.0052(6) 0.0203(14) Uani d . 1 . . C
H11 -0.0873 0.1555 -0.0685 0.014(5) Uiso calc R 1 . . H
C12 0.0736(6) 0.2260(7) 0.0525(5) 0.0186(14) Uani d . 1 . . C
H12 0.1833 0.1850 0.0301 0.014(5) 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 0.0207(6) 0.0133(8) 0.0136(8) -0.0035(4) 0.0015(5) -0.0068(7)
Cl 0.0240(7) 0.0527(12) 0.0270(9) -0.0115(6) 0.0004(6) -0.0186(9)
N1 0.030(2) 0.020(3) 0.018(3) 0.0007(18) 0.000(2) -0.008(3)
O1 0.037(2) 0.021(3) 0.035(3) -0.0033(16) 0.0091(19) -0.006(2)
O2 0.044(2) 0.017(3) 0.047(3) 0.0056(17) 0.005(2) -0.018(3)
O3 0.0276(18) 0.017(2) 0.023(2) -0.0047(14) -0.0034(16) -0.011(2)
O4 0.0310(18) 0.016(2) 0.015(2) -0.0008(14) 0.0041(16) -0.010(2)
O5 0.0201(16) 0.016(2) 0.014(2) -0.0008(13) -0.0004(15) -0.005(2)
C1 0.022(2) 0.009(3) 0.009(3) -0.0013(17) -0.003(2) -0.005(3)
C2 0.020(2) 0.017(3) 0.008(3) -0.0029(18) 0.002(2) -0.006(3)
C3 0.024(2) 0.018(3) 0.010(3) 0.0004(19) -0.001(2) -0.004(3)
C4 0.032(3) 0.012(3) 0.016(3) 0.0006(19) -0.006(2) -0.005(3)
C5 0.029(3) 0.020(4) 0.023(3) -0.012(2) 0.000(2) -0.005(3)
C6 0.019(2) 0.015(3) 0.015(3) -0.0016(18) 0.002(2) -0.001(3)
C7 0.019(2) 0.009(3) 0.016(3) -0.0009(17) 0.000(2) -0.005(3)
C8 0.029(3) 0.013(3) 0.014(3) -0.0023(19) 0.002(2) -0.008(3)
C9 0.023(2) 0.016(3) 0.024(3) -0.0045(19) 0.007(2) -0.007(3)
C10 0.024(2) 0.016(3) 0.015(3) -0.0064(19) 0.002(2) -0.003(3)
C11 0.027(3) 0.021(3) 0.017(3) -0.003(2) -0.002(2) -0.010(3)
C12 0.023(2) 0.015(3) 0.018(3) -0.0042(19) 0.009(2) -0.007(3)
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 O4 . 1.424(4) ?
S O3 . 1.430(4) ?
S O5 . 1.589(4) ?
S C1 . 1.756(6) ?
Cl C10 . 1.763(6) ?
N1 O2 . 1.224(6) ?
N1 O1 . 1.230(5) ?
N1 C3 . 1.474(7) ?
O5 C7 . 1.430(6) ?
C1 C2 . 1.375(7) ?
C1 C6 . 1.393(6) ?
C2 C3 . 1.383(8) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.384(7) ?
C4 C5 . 1.388(8) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.375(8) ?
C5 H5 . 0.9500 ?
C6 H6 . 0.9500 ?
C7 C12 . 1.366(8) ?
C7 C8 . 1.382(7) ?
C12 C11 . 1.403(7) ?
C12 H12 . 0.9500 ?
C11 C10 . 1.377(8) ?
C11 H11 . 0.9500 ?
C10 C9 . 1.392(9) ?
C9 C8 . 1.404(7) ?
C9 H9 . 0.9500 ?
C8 H8 . 0.9500 ?