#------------------------------------------------------------------------------
#$Date: 2013-12-28 15:58:47 +0200 (Sat, 28 Dec 2013) $
#$Revision: 91933 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/43/2204354.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2204354
loop_
_publ_author_name
'Zhou, Tianyan'
'Zhang, Qiang'
'Chen, Guoshu'
'Zhou,  Zhongyuan'
_publ_section_title
;
 Redetermination of 4-nitrobenzenesulfonamide
;
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1767
_journal_page_last               o1768
_journal_volume                  60
_journal_year                    2004
_chemical_formula_moiety         'C6 H6 N2 O4 S'
_chemical_formula_sum            'C6 H6 N2 O4 S'
_chemical_formula_weight         202.19
_chemical_name_systematic
;
4-nitrobenzenesulfonamide
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 100.459(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.0680(10)
_cell_length_b                   13.4916(18)
_cell_length_c                   8.8412(12)
_cell_measurement_reflns_used    3018
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1
_cell_volume                     829.1(2)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        'SHELXTL (Siemens, 1995)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      294(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'Bruker CCD Area Detector diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0392
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5526
_diffrn_reflns_theta_full        27.57
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_min         2.79
_exptl_absorpt_coefficient_mu    0.373
_exptl_absorpt_correction_T_max  0.9358
_exptl_absorpt_correction_T_min  0.8353
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick 1996)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.463
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1901
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0402
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0616P)^2^+0.1102P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1019
_refine_ls_wR_factor_ref         0.1118
_reflns_number_gt                1457
_reflns_number_total             1901
_reflns_threshold_expression     >2\s(I)
_[local]_cod_data_source_file    is6001.cif
_[local]_cod_data_source_block   I
_[local]_cod_cif_authors_sg_H-M  ' P 21/n'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2204354
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'
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_type_symbol
S1 0.60605(7) 0.27053(4) 0.43746(5) 0.03494(18) Uani d . 1 S
O1 0.4700(2) 0.23727(12) 0.30737(17) 0.0532(4) Uani d . 1 O
O2 0.7726(2) 0.32344(10) 0.41461(16) 0.0459(4) Uani d . 1 O
O3 -0.0009(3) 0.52422(13) 0.7774(2) 0.0656(5) Uani d . 1 O
O4 0.2647(3) 0.57388(14) 0.91418(19) 0.0683(5) Uani d . 1 O
N1 0.6819(3) 0.17452(12) 0.5386(2) 0.0468(5) Uani d . 1 N
H1A 0.5923 0.1366 0.5708 0.056 Uiso d . 1 H
H1B 0.7737 0.1936 0.6175 0.056 Uiso d . 1 H
N2 0.1748(3) 0.52473(13) 0.8104(2) 0.0466(5) Uani d . 1 N
C1 0.4785(3) 0.34619(13) 0.5482(2) 0.0325(4) Uani d . 1 C
C2 0.5796(3) 0.40450(15) 0.6644(2) 0.0418(5) Uani d . 1 C
H2 0.7134 0.4042 0.6838 0.050 Uiso calc R 1 H
C3 0.4800(3) 0.46312(15) 0.7513(2) 0.0431(5) Uani d . 1 C
H3 0.5452 0.5023 0.8305 0.052 Uiso calc R 1 H
C4 0.2824(3) 0.46234(13) 0.7181(2) 0.0356(4) Uani d . 1 C
C5 0.1795(3) 0.40530(15) 0.6039(2) 0.0422(5) Uani d . 1 C
H5 0.0457 0.4066 0.5847 0.051 Uiso calc R 1 H
C6 0.2789(3) 0.34569(15) 0.5177(2) 0.0410(5) Uani d . 1 C
H6 0.2126 0.3057 0.4401 0.049 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
S1 0.0356(3) 0.0358(3) 0.0335(3) -0.00188(19) 0.0066(2) -0.00139(19)
O1 0.0486(10) 0.0678(10) 0.0410(9) -0.0001(8) 0.0023(7) -0.0188(7)
O2 0.0450(9) 0.0452(8) 0.0505(9) -0.0050(7) 0.0167(7) 0.0041(7)
O3 0.0524(11) 0.0647(11) 0.0860(13) 0.0057(9) 0.0290(10) -0.0130(9)
O4 0.0866(14) 0.0706(11) 0.0447(10) 0.0201(10) 0.0037(9) -0.0175(9)
N1 0.0553(12) 0.0348(9) 0.0519(11) 0.0018(8) 0.0142(9) 0.0052(8)
N2 0.0615(13) 0.0405(10) 0.0399(10) 0.0088(9) 0.0144(9) 0.0044(8)
C1 0.0340(10) 0.0311(9) 0.0315(10) -0.0009(8) 0.0037(7) 0.0001(7)
C2 0.0310(10) 0.0449(11) 0.0453(12) 0.0014(9) -0.0038(9) -0.0066(9)
C3 0.0457(12) 0.0433(11) 0.0365(11) -0.0002(9) -0.0026(9) -0.0083(9)
C4 0.0421(11) 0.0333(10) 0.0325(10) 0.0033(8) 0.0093(8) 0.0042(7)
C5 0.0311(10) 0.0497(12) 0.0464(12) -0.0024(9) 0.0082(9) -0.0020(9)
C6 0.0349(11) 0.0448(11) 0.0422(11) -0.0067(9) 0.0043(9) -0.0087(9)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 S1 O1 119.75(10)
O2 S1 N1 106.38(9)
O1 S1 N1 107.55(10)
O2 S1 C1 107.88(9)
O1 S1 C1 106.84(9)
N1 S1 C1 107.99(9)
S1 N1 H1A 116.8
S1 N1 H1B 108.7
H1A N1 H1B 111.5
O4 N2 O3 123.55(19)
O4 N2 C4 118.57(19)
O3 N2 C4 117.87(18)
C2 C1 C6 121.09(18)
C2 C1 S1 119.45(15)
C6 C1 S1 119.46(14)
C3 C2 C1 119.42(19)
C3 C2 H2 120.3
C1 C2 H2 120.3
C4 C3 C2 118.54(18)
C4 C3 H3 120.7
C2 C3 H3 120.7
C5 C4 C3 123.08(18)
C5 C4 N2 118.04(19)
C3 C4 N2 118.88(18)
C4 C5 C6 118.51(19)
C4 C5 H5 120.7
C6 C5 H5 120.7
C5 C6 C1 119.36(18)
C5 C6 H6 120.3
C1 C6 H6 120.3
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 O2 1.4223(14)
S1 O1 1.4310(15)
S1 N1 1.6094(17)
S1 C1 1.7700(19)
O3 N2 1.224(2)
O4 N2 1.214(2)
N1 H1A 0.90
N1 H1B 0.90
N2 C4 1.476(3)
C1 C2 1.386(3)
C1 C6 1.387(3)
C2 C3 1.381(3)
C2 H2 0.93
C3 C4 1.374(3)
C3 H3 0.93
C4 C5 1.369(3)
C5 C6 1.385(3)
C5 H5 0.93
C6 H6 0.93
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1A O3 2_546 0.90 2.20 3.025(2) 153
N1 H1B O1 4_555 0.90 2.18 3.075(3) 171
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
O2 S1 C1 C2 -37.29(18)
O1 S1 C1 C2 -167.26(15)
N1 S1 C1 C2 77.31(17)
O2 S1 C1 C6 143.09(16)
O1 S1 C1 C6 13.12(19)
N1 S1 C1 C6 -102.31(17)
C6 C1 C2 C3 0.0(3)
S1 C1 C2 C3 -179.66(16)
C1 C2 C3 C4 -0.7(3)
C2 C3 C4 C5 0.7(3)
C2 C3 C4 N2 179.95(17)
O4 N2 C4 C5 178.36(19)
O3 N2 C4 C5 -1.9(3)
O4 N2 C4 C3 -0.9(3)
O3 N2 C4 C3 178.84(19)
C3 C4 C5 C6 -0.1(3)
N2 C4 C5 C6 -179.31(17)
C4 C5 C6 C1 -0.6(3)
C2 C1 C6 C5 0.7(3)
S1 C1 C6 C5 -179.68(16)
_cod_database_fobs_code 2204354
_journal_paper_doi 10.1107/S1600536804022081