Crystal structure and Hirshfeld surface analysis of <i>N</i>-(2-chlorophenylcarbamothioyl)-4-fluorobenzamide and <i>N</i>-(4-bromophenylcarbamothioyl)-4-fluorobenzamide
Akhter, Sidra; Choudhary, Muhammad Iqbal; Siddiqui, Hina; Yousuf, Sammer; Acta Crystallographica Section E 75 (2019) 1026–1029; doi:10.1107/S2056989019008569

data_2242985
_publ_section_title
;
 Crystal structure and Hirshfeld surface analysis of
 <i>N</i>-(2-chlorophenylcarbamothioyl)-4-fluorobenzamide and
 <i>N</i>-(4-bromophenylcarbamothioyl)-4-fluorobenzamide
;
_journal_coeditor_code           HB7804
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1026
_journal_page_last               1029
_journal_paper_doi               10.1107/S2056989019008569
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C14 H10 Br F N2 O S'
_chemical_formula_moiety         'C14 H10 Br F N2 O S'
_chemical_formula_sum            'C14 H10 Br F N2 O S'
_chemical_formula_weight         353.19
_chemical_name_systematic
;
<i>N</i>-(4-Bromophenylcarbamothioyl)-4-fluorobenzamide
;
_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   geom
_atom_sites_solution_primary     dual
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                98.8170(10)
_cell_angle_beta                 94.7140(10)
_cell_angle_gamma                94.7270(10)
_cell_formula_units_Z            2
_cell_length_a                   3.8733(2)
_cell_length_b                   13.0776(5)
_cell_length_c                   13.2628(6)
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      68.20
_cell_measurement_theta_min      3.39
_cell_volume                     658.54(5)
_computing_cell_refinement
;
SAINT (Bruker, 2000)
;
_computing_data_collection
;
APEX2 (Bruker, 2000)
;
_computing_data_reduction
;
SAINT (Bruker, 2000)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_refinement
;
SHELXL2016 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0133
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            20701
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.196
_diffrn_reflns_theta_min         3.388
_exptl_absorpt_coefficient_mu    5.826
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_correction_T_min  0.612
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2000)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_density_method    none
_exptl_crystal_description       Plate
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.454
_refine_diff_density_min         -1.459
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0252
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1095
_refine_ls_wR_factor_ref         0.1096
_reflns_number_gt                2381
_reflns_number_total             2384
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            hb7804sup1.cif
_cod_data_source_block           2
_cod_database_code               2242985
_cod_database_fobs_code          2242985
_shelx_estimated_absorpt_t_min   0.235
_shelx_estimated_absorpt_t_max   0.800
_shelx_hkl_checksum              9466
_shelx_res_checksum              86154