Crystal structures of isomeric 3,5-dichloro-<i>N</i>-(2,3-dimethylphenyl)benzenesulfonamide, 3,5-dichloro-<i>N</i>-(2,6-dimethylphenyl)benzenesulfonamide and 3,5-dichloro-<i>N</i>-(3,5-dimethylphenyl)benzenesulfonamide
Shakuntala, K.; Naveen, S.; Lokanath, N. K.; Suchetan, P. A.; Acta Crystallographica Section E 73 (2017) 673–677; doi:10.1107/S2056989017005230

data_2242198
_publ_section_title
;
 Crystal structures of isomeric
 3,5-dichloro-<i>N</i>-(2,3-dimethylphenyl)benzenesulfonamide,
 3,5-dichloro-<i>N</i>-(2,6-dimethylphenyl)benzenesulfonamide and
 3,5-dichloro-<i>N</i>-(3,5-dimethylphenyl)benzenesulfonamide
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              673
_journal_page_last               677
_journal_paper_doi               10.1107/S2056989017005230
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C14 H13 Cl2 N O2 S'
_chemical_formula_moiety         'C14 H13 Cl2 N O2 S'
_chemical_formula_sum            'C14 H13 Cl2 N O2 S'
_chemical_formula_weight         330.21
_chemical_melting_point          445
_chemical_name_systematic
;
3,5-Dichloro-<i>N</i>-(2,6-dimethylphenyl)benzenesulfonamide
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2016/4
_cell_angle_alpha                109.875(5)
_cell_angle_beta                 91.900(5)
_cell_angle_gamma                114.190(5)
_cell_formula_units_Z            2
_cell_length_a                   8.4817(15)
_cell_length_b                   8.6149(15)
_cell_length_c                   12.167(2)
_cell_measurement_reflns_used    127
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      63.7
_cell_measurement_theta_min      7.7
_cell_volume                     747.1(2)
_computing_cell_refinement
;
APEX2 (Bruker, 2009) and SAINT-Plus (Bruker, 2009)
;
_computing_data_collection
;
APEXII (Bruker, 2009)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2009) and XPREP (Bruker, 2009)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2008)
;
_computing_publication_material
;
<i>SHELXL2016/4</i> (Sheldrick, 2015b)
;
_computing_structure_refinement
;
<i>SHELXL2016/4</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT 2016/4 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1238
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6977
_diffrn_reflns_theta_full        63.684
_diffrn_reflns_theta_max         63.684
_diffrn_reflns_theta_min         7.686
_exptl_absorpt_coefficient_mu    5.220
_exptl_absorpt_correction_T_max  0.317
_exptl_absorpt_correction_T_min  0.275
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2009)
;
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.468
_exptl_crystal_description       Prism
_exptl_crystal_F_000             340
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.220
_refine_diff_density_max         0.993
_refine_diff_density_min         -0.598
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2400
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.1489
_refine_ls_R_factor_gt           0.0740
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1757P)^2^+0.6254P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2218
_refine_ls_wR_factor_ref         0.2325
_reflns_number_gt                1960
_reflns_number_total             2400
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            rz5211sup1.cif
_cod_data_source_block           II
_cod_database_code               2242198
_cod_database_fobs_code          2242198
_shelx_estimated_absorpt_t_min   0.313
_shelx_estimated_absorpt_t_max   0.393