4-Chloro-2-(6-nitro-1<i>H</i>-benzimidazol-2-yl)phenol <i>N</i>,<i>N</i>-dimethylformamide solvate
Farag, Abeer Mohamed; Teoh, Siang Guan; Osman, Hasnah; Yeap, Chin Sing; Fun, Hoong-Kun; Acta Crystallographica Section E 66 (2010) o2863–; doi:10.1107/S1600536810041243

data_2227846
_publ_section_title
;
 4-Chloro-2-(6-nitro-1<i>H</i>-benzimidazol-2-yl)phenol
 <i>N</i>,<i>N</i>-dimethylformamide solvate
;
_journal_coeditor_code           NG5046
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2863
_journal_paper_doi               10.1107/S1600536810041243
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C13 H8 Cl N3 O3, C3 H7 N O'
_chemical_formula_moiety         'C13 H8 Cl N3 O3, C3 H7 N O'
_chemical_formula_sum            'C16 H15 Cl N4 O4'
_chemical_formula_weight         362.77
_chemical_name_systematic
;
4-Chloro-2-(6-nitro-1<i>H</i>-benzimidazol-2-yl)phenol
<i>N</i>,<i>N</i>-dimethylformamide solvate
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 119.232(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   15.200(2)
_cell_length_b                   18.355(2)
_cell_length_c                   13.279(3)
_cell_measurement_reflns_used    3050
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      29.59
_cell_measurement_theta_min      2.83
_cell_volume                     3233.0(9)
_computing_cell_refinement       'SAINT (Bruker, 2009)'
_computing_data_collection       'APEX2 (Bruker, 2009)'
_computing_data_reduction        'SAINT (Bruker, 2009)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEXII DUO CCD area-detector'
_diffrn_measurement_method       '\f and \w scans'
_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  0.0414
_diffrn_reflns_av_sigmaI/netI    0.0375
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14542
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.89
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.267
_exptl_absorpt_correction_T_max  0.9865
_exptl_absorpt_correction_T_min  0.8888
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(<i>SADABS</i>; Bruker, 2009)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1504
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.778
_refine_diff_density_min         -0.343
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3719
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0857
_refine_ls_R_factor_gt           0.0645
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0961P)^2^+7.3038P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1845
_refine_ls_wR_factor_ref         0.2008
_reflns_number_gt                2771
_reflns_number_total             3719
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ng5046.cif
_cod_data_source_block           I
_cod_original_cell_volume        3233.1(9)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2227846
_cod_database_fobs_code          2227846