Synthesis and crystal structure of 1,3-bis(4-hydroxyphenyl)-1<i>H</i>-imidazol-3-ium chloride
Mertens, R. Tyler; Parkin, Sean R.; Awuah, Samuel G.; Acta Crystallographica Section E 75 (2019) 1311–1315; doi:10.1107/S2056989019011058

data_2243057
_publ_section_title
;
 Synthesis and crystal structure of
 1,3-bis(4-hydroxyphenyl)-1<i>H</i>-imidazol-3-ium chloride
;
_journal_coeditor_code           SU5504
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1311
_journal_page_last               1315
_journal_paper_doi               10.1107/S2056989019011058
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C15 H13 N2 O2 +, Cl -'
_chemical_formula_moiety         'C15 H13 N2 O2 +, Cl -'
_chemical_formula_sum            'C15 H13 Cl N2 O2'
_chemical_formula_weight         288.72
_chemical_name_systematic
;
1,3-Bis(4-hydroxyphenyl)-1<i>H</i>-imidazol-3-ium chloride
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 100.105(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1752(6)
_cell_length_b                   13.2684(8)
_cell_length_c                   12.7391(10)
_cell_measurement_reflns_used    1847
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      25.10
_cell_measurement_theta_min      3.16
_cell_volume                     1360.40(17)
_computing_cell_refinement
;
<i>APEX3</i> (Bruker, 2016)
;
_computing_data_collection
;
<i>APEX3</i> (Bruker, 2016)
;
_computing_data_reduction
;
<i>APEX3</i> (Bruker, 2016)
;
_computing_molecular_graphics
;
<i>XP</i> in <i>SHELXTL</i> (Sheldrick, 2008)
;
_computing_publication_material
;
<i>SHELXL2018</i> (Sheldrick, 2015b) and <i>CIFFIX</i> (Parkin,
2013)
;
_computing_structure_refinement
;
<i>SHELXL2018</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 7.41
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture dual source'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1032
_diffrn_reflns_av_unetI/netI     0.0977
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14925
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.476
_diffrn_reflns_theta_min         2.235
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    0.283
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.821
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>SADABS</i>; Krause <i>et al.</i>, 2015)
;
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_description       needle
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.030
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.321
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3109
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.1135
_refine_ls_R_factor_gt           0.0489
_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^)+0.9975P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0658
_refine_ls_wR_factor_ref         0.0833
_reflns_number_gt                1869
_reflns_number_total             3109
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            su5504sup1.cif
_cod_data_source_block           I
_cod_database_code               2243057
_cod_database_fobs_code          2243057
_shelx_estimated_absorpt_t_min   0.935
_shelx_estimated_absorpt_t_max   0.992
_shelx_hkl_checksum              9442
_shelx_res_checksum              13670