Octyl 1-(5-<i>tert</i>-butyl-1<i>H</i>-pyrazol-3-yl)-2-(4-chlorophenyl)-1<i>H</i>-benzimidazole-5-carboxylate: complex sheets built from N—H···N, C—H···N and C—H···O hydrogen bonds
Cortés, Edwar; Abonía, Rodrigo; Cobo, Justo; Glidewell, Christopher; Acta Crystallographica Section C 70 (2014) 617–621; doi:10.1107/S2053229614011760

data_2019567
_publ_section_title
;
 Octyl
 1-(5-<i>tert</i>-butyl-1<i>H</i>-pyrazol-3-yl)-2-(4-chlorophenyl)-1<i>H</i>-benzimidazole-5-carboxylate:
 complex sheets built from N---H&#x00B7;&#x00B7;&#x00B7;N,
 C---H&#x00B7;&#x00B7;&#x00B7;N and C---H&#x00B7;&#x00B7;&#x00B7;O
 hydrogen bonds
;
_journal_coeditor_code           FG3321
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              617
_journal_page_last               621
_journal_paper_doi               10.1107/S2053229614011760
_journal_volume                  70
_journal_year                    2014
_chemical_formula_moiety         'C29 H35 Cl N4 O2'
_chemical_formula_sum            'C29 H35 Cl N4 O2'
_chemical_formula_weight         507.06
_chemical_name_systematic
;
Octyl 1-(5-(<i>tert</i>-butyl)-1<i>H</i>-pyrazol-3-yl)-2-
(4-chlorophenyl)-1<i>H</i>-benzo[<i>d</i>]imidazole-5-carboxylate
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 93.247(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   29.768(4)
_cell_length_b                   15.6022(12)
_cell_length_c                   11.8465(15)
_cell_measurement_reflns_used    6308
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.74
_cell_volume                     5493.2(11)
_computing_cell_refinement       'DIRAX/LSQ (Duisenberg <i>et al.</i>, 2000)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EVALCCD (Duisenberg <i>et al.</i>, 2003)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), SHELXL2013 (Sheldrick, 2013) and
PLATON
(Spek, 2009)
;
_computing_structure_refinement
;
SHELXL97 (Sheldrick, 2008) and SHELXL2013 (Sheldrick, 2013)
;
_computing_structure_solution    'SIR2004 (Burla <i>et al.</i>, 2005)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Nonius KappaCCD area-detector'
_diffrn_measurement_method       '\f and \w'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Bruker Nonius FR591 rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0759
_diffrn_reflns_av_sigmaI/netI    0.0589
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -12
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_diffrn_reflns_theta_full        27.504
_diffrn_reflns_theta_max         27.504
_diffrn_reflns_theta_min         3.050
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.171
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2160
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.240
_refine_diff_density_max         0.418
_refine_diff_density_min         -0.321
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     329
_refine_ls_number_reflns         6303
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.1058
_refine_ls_R_factor_gt           0.0529
_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^)+(0.0289P)^2^+10.0795P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0963
_refine_ls_wR_factor_ref         0.1157
_reflns_number_gt                4127
_reflns_number_total             6303
_reflns_threshold_expression     I>2\s(I)
_cod_data_source_file            fg3321sup1.cif
_cod_data_source_block           I
_cod_depositor_comments          'Adding full bibliography for 2019567.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2019567
_cod_database_fobs_code          2019567
_shelx_estimated_absorpt_t_min   0.950
_shelx_estimated_absorpt_t_max   0.960
_shelx_hkl_checksum              94105
_shelx_res_checksum              56659