A facile synthetic route to benzimidazolium salts bearing bulky aromatic N-substituents.
Grieco, Gabriele; Blacque, Olivier; Berke, Heinz; Beilstein journal of organic chemistry 11 (2015) 1656–1666; doi:10.3762/bjoc.11.182

data_4031516
_publ_section_title
;
 A facile synthetic route to benzimidazolium salts bearing bulky aromatic
 N-substituents.
;
_journal_name_full               'Beilstein journal of organic chemistry'
_journal_page_first              1656
_journal_page_last               1666
_journal_paper_doi               10.3762/bjoc.11.182
_journal_volume                  11
_journal_year                    2015
_chemical_formula_moiety         'C31 H39 N2, C H2 Cl2, Cl'
_chemical_formula_sum            'C32 H41 Cl3 N2'
_chemical_formula_weight         560.02
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
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_audit_update_record
;
2013-06-04 # Formatted by publCIF
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_cell_angle_alpha                90.00
_cell_angle_beta                 113.687(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.6905(3)
_cell_length_b                   18.5911(3)
_cell_length_c                   14.3067(4)
_cell_measurement_reflns_used    17149
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      30.38
_cell_measurement_theta_min      2.19
_cell_volume                     3091.02(14)
_computing_cell_refinement
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CrysAlisPro, version 1.171.36.20 (Agilent Technologies, 2012)
;
_computing_data_collection
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CrysAlisPro, version 1.171.36.24a (Agilent Technologies, 2012)
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_computing_data_reduction
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CrysAlisPro, version 1.171.36.20 (Agilent Technologies, 2012)
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_computing_molecular_graphics
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<i>ORTEP-3 for Windows</i> (Farrugia, 1997) and/or <i>Mercury</i> (Macrae et
al.,
2006)
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_computing_publication_material
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<i>WinGX</i> (Farrugia, 1999), <i>PLATON for Windows</i> (Spek, 2003) and
<i>publCIF</i> (Westrip, 2010)
;
_computing_structure_refinement  ' SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    ' SHELXS97 (Sheldrick, 2008) '
_diffrn_ambient_temperature      183(1)
_diffrn_detector                 'Atlas CCD camera on \k goniostat'
_diffrn_detector_area_resol_mean 10.3801
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Oxford Diffraction SuperNova, dual radiation diffractometer'
_diffrn_measurement_method       '\w scans'
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_diffrn_reflns_limit_k_min       -24
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_diffrn_reflns_limit_l_min       -18
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_diffrn_reflns_theta_full        25.00
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_diffrn_reflns_theta_min         4.76
_diffrn_standards_decay_%        0
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_exptl_absorpt_process_details
;
CrysAlisPro, Version 1.171.36.20 (Agilent Technologies, 2012)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.203
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.723
_refine_diff_density_min         -0.835
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         7060
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0777
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1154P)^2^+3.6728P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2073
_refine_ls_wR_factor_ref         0.2142
_reflns_number_gt                6190
_reflns_number_total             7060
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1860-5397-11-182-S1.cif
_cod_data_source_block           grec3005
_cod_depositor_comments          'Adding full bibliography for 4031516.cif.'
_cod_original_cell_volume        3091.02(12)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4031516