2,2'-Bis(methylene)-3,3'-(2-thioxo-2,3-dihydro-1<i>H</i>-benzimidazole-1,3-diyl)dipropanenitrile
Mohamed, Ould M'hamed; M'rabet, Hedi; Hemissi, Hanene; El Efrit, Mohamed; Acta Crystallographica Section E 65 (2009) o2947–; doi:10.1107/S1600536809043438

data_2223978
_publ_section_title
2,2'-Bis(methylene)-3,3'-(2-thioxo-2,3-dihydro-1<i>H</i>-benzimidazole-1,3-diyl)dipropanenitrile
_journal_coeditor_code           PV2216
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2947
_journal_paper_doi               10.1107/S1600536809043438
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          'C15 H12 N4 S1'
_chemical_formula_moiety         'C15 H12 N4 S1'
_chemical_formula_sum            'C15 H12 N4 S'
_chemical_formula_weight         280.35
_chemical_name_systematic
;
2,2'-Bis(methylene)-3,3'-(2-thioxo-2,3-dihydro-1<i>H</i>-benzimidazole-
1,3-diyl)dipropanenitrile
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                70.553(2)
_cell_angle_beta                 89.730(2)
_cell_angle_gamma                67.853(3)
_cell_formula_units_Z            2
_cell_length_a                   8.6274(3)
_cell_length_b                   9.8271(2)
_cell_length_c                   9.8271(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      10.95
_cell_measurement_theta_min      9.04
_cell_volume                     720.67(4)
_computing_cell_refinement       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_collection       'CAD-4 EXPRESS (Enraf--Nonius, 1994)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Enraf--Nonius TurboCAD-4'
_diffrn_measurement_method       'Nonprofiled \w'
_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  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0221
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6594
_diffrn_reflns_theta_full        27.96
_diffrn_reflns_theta_max         27.96
_diffrn_reflns_theta_min         2.22
_diffrn_standards_decay_%        3
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    0.219
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             292
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.316
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3297
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0580
_refine_ls_R_factor_gt           0.0389
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0547P)^2^+0.1378P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1108
_reflns_number_gt                2449
_reflns_number_total             3297
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            pv2216.cif
_cod_data_source_block           I
_cod_original_cell_volume        720.67(3)
_cod_original_formula_sum        'C15 H12 N4 S1'
_cod_database_code               2223978
_cod_database_fobs_code          2223978