4-Bromo-2-(5-bromothiophen-2-yl)-1-[(5-bromothiophen-2-yl)methyl]-5,6-dimethyl-1<i>H</i>-benzimidazole
Geiger, H. Cristina; Donohoe, James S.; Geiger, David K.; Acta Crystallographica Section E 70 (2014) o486–o487; doi:10.1107/S160053681400628X

data_2239236
_publ_section_title
;
 4-Bromo-2-(5-bromothiophen-2-yl)-1-[(5-bromothiophen-2-yl)methyl]-5,6-dimethyl-1<i>H</i>-benzimidazole
;
_journal_coeditor_code           RZ5112
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o486
_journal_page_last               o487
_journal_paper_doi               10.1107/S160053681400628X
_journal_volume                  70
_journal_year                    2014
_chemical_formula_iupac          'C18 H13 Br3 N2 S2'
_chemical_formula_moiety         'C18 H13 Br3 N2 S2'
_chemical_formula_sum            'C18 H13 Br3 N2 S2'
_chemical_formula_weight         561.15
_chemical_name_systematic
;
4-Bromo-2-(5-bromothiophen-2-yl)-1-[(5-bromothiophen-2-yl)methyl]-5,6-dimethyl-1<i>H</i>-benzimidazole
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_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
_cell_angle_alpha                90
_cell_angle_beta                 98.305(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.6796(13)
_cell_length_b                   9.6144(8)
_cell_length_c                   14.8093(15)
_cell_measurement_reflns_used    4288
_cell_measurement_temperature    200.(2)
_cell_measurement_theta_max      24.9957
_cell_measurement_theta_min      2.5325
_cell_volume                     1927.3(3)
_computing_cell_refinement       'SAINT (Bruker, 2013)'
_computing_data_collection       'APEX2 (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2013)'
_computing_molecular_graphics
'PLATON (Spek, 2009) and Mercury (Macrae <i>et al.</i>, 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      200.(2)
_diffrn_detector_area_resol_mean 8.3330
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART X2S benchtop'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  'doubly curved silicon crystal'
_diffrn_radiation_type           'Mo Ka'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0356
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12301
_diffrn_reflns_theta_full        25.46
_diffrn_reflns_theta_max         25.46
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    6.500
_exptl_absorpt_correction_T_max  0.56
_exptl_absorpt_correction_T_min  0.35
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2013)'
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.934
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.868
_refine_diff_density_min         -1.903
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3561
_refine_ls_number_restraints     16
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0557
_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^)+(0.0876P)^2^+13.3538P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1675
_refine_ls_wR_factor_ref         0.1793
_reflns_number_gt                2810
_reflns_number_total             3561
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            rz5112sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2239236
_cod_database_fobs_code          2239236
_shelx_hkl_checksum              75770
_shelx_res_checksum              16548