4-[(4-Aminophenyl)sulfonyl]aniline–3,5-dinitrobenzoic acid (1/1)
Smith, Graham; Wermuth, Urs D.; Acta Crystallographica Section E 68 (2012) o669–; doi:10.1107/S1600536812004709

data_2233792
_publ_section_title
;
 4-[(4-Aminophenyl)sulfonyl]aniline--3,5-dinitrobenzoic acid (1/1)
;
_journal_coeditor_code           FJ2510
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o669
_journal_paper_doi               10.1107/S1600536812004709
_journal_volume                  68
_journal_year                    2012
_chemical_formula_iupac          'C7 H4 N2 O6, C12 H12 N2 O2 S'
_chemical_formula_moiety         'C7 H4 N2 O6, C12 H12 N2 O2 S'
_chemical_formula_sum            'C19 H16 N4 O8 S'
_chemical_formula_weight         460.43
_chemical_name_common            '1:1 Dapsone-3,5-dinitrobenzoic acid adduct'
_chemical_name_systematic
;
4-[(4-Aminophenyl)sulfonyl]aniline--3,5-dinitrobenzoic acid (1/1)
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 97.693(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.8222(4)
_cell_length_b                   15.5982(10)
_cell_length_c                   10.7299(9)
_cell_measurement_reflns_used    2802
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.73
_cell_measurement_theta_min      3.23
_cell_volume                     965.67(12)
_computing_cell_refinement       'CrysAlis PRO (Oxford Diffraction, 2010)'
_computing_data_collection       'CrysAlis PRO (Oxford Diffraction, 2010)'
_computing_data_reduction        'CrysAlis PRO (Oxford Diffraction, 2010)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement
'SHELXL97 (Sheldrick, 2008) within WinGX (Farrugia, 1999)'
_computing_structure_solution    'SIR92 (Altomare <i>et al.</i>, 1994)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 16.077
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Oxfod Diffraction Gemini-S CCD detector'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_av_sigmaI/netI    0.0998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6257
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.24
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  0.990
_exptl_absorpt_correction_T_min  0.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis PRO; Oxford Diffraction, 2010)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             476
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.504
_refine_diff_density_min         -0.434
_refine_ls_abs_structure_details 'Flack (1983), 1803 Friedel pairs'
_refine_ls_abs_structure_Flack   0.07(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.933
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3774
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.933
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0557
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0468P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0945
_refine_ls_wR_factor_ref         0.1020
_reflns_number_gt                2643
_reflns_number_total             3774
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            fj2510.cif
_cod_data_source_block           I
_cod_original_cell_volume        965.68(12)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2233792
_cod_database_fobs_code          2233792