Crystallographic and spectroscopic characterization of two 1-phenyl-1H-imidazoles: 4-(1H-imidazol-1-yl)benzaldehyde and 1-(4-methoxyphenyl)-1H-imidazole
McClements, Isobelle F.; Wiesler, Clara R.; Tanski, Joseph M.; Acta Crystallographica Section E Crystallographic Communications 79 (2023) 678–681; doi:10.1107/S2056989023005480

data_2022804
_publ_section_title
;
 Crystallographic and spectroscopic characterization of two
 1-phenyl-1H-imidazoles: 4-(1H-imidazol-1-yl)benzaldehyde and
 1-(4-methoxyphenyl)-1H-imidazole
;
_journal_coeditor_code           JY2032
_journal_issue                   7
_journal_name_full
'Acta Crystallographica Section E Crystallographic Communications'
_journal_page_first              678
_journal_page_last               681
_journal_paper_doi               10.1107/S2056989023005480
_journal_volume                  79
_journal_year                    2023
_chemical_formula_iupac          'C10 H8 N2 O'
_chemical_formula_moiety         'C10 H8 N2 O'
_chemical_formula_sum            'C10 H8 N2 O'
_chemical_formula_weight         172.18
_chemical_name_systematic
;
4-(1<i>H</i>-Imidazol-1-yl)benzaldehyde
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 91.096(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   3.7749(2)
_cell_length_b                   7.3711(5)
_cell_length_c                   14.4524(9)
_cell_measurement_reflns_used    5426
_cell_measurement_temperature    125.(2)
_cell_measurement_theta_max      71.5659
_cell_measurement_theta_min      3.0583
_cell_volume                     402.07(4)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX3 (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
SHELXTL2014 (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL2014 (Sheldrick, 2008), OLEX2 (Dolomanov <i>et al.</i>,
2009), and
Mercury (Macrae <i>et al.</i>,  2020)
;
_computing_structure_refinement
;
SHELXL2017 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      125.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'Cu IuS micro-focus source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5673
_diffrn_reflns_theta_full        67.68
_diffrn_reflns_theta_max         71.56
_diffrn_reflns_theta_min         3.06
_diffrn_source                   'Cu IuS micro-focus source'
_diffrn_source_current           0.65
_diffrn_source_power             0.03
_diffrn_source_voltage           45
_exptl_absorpt_coefficient_mu    0.773
_exptl_absorpt_correction_T_max  0.96
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             180
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.188
_refine_diff_density_min         -0.146
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 652 quotients
[(I+)-(I-)]/[(I+)+(I-)] (Parsons <i>et al.</i>,  2013);
Hooft <i>y</i> = 0.11(6) calculated with OLEX2 (Dolomanov <i>et al.</i>,
2009).
;
_refine_ls_abs_structure_Flack   0.09(7)
_refine_ls_extinction_coef       0.021(6)
_refine_ls_extinction_method
;
SHELXL2017 (Sheldrick, 2015b)
;
_refine_ls_goodness_of_fit_ref   1.139
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         1482
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.139
_refine_ls_R_factor_all          0.0273
_refine_ls_R_factor_gt           0.0271
_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^)+(0.0495P)^2^+0.0471P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0788
_refine_ls_wR_factor_ref         0.0790
_reflns_number_gt                1466
_reflns_number_total             1482
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jy2032sup1.cif
_cod_data_source_block           I
_cod_database_code               2022804
_shelx_hkl_checksum              11640
_shelx_res_checksum              26985
_cod_database_fobs_code 2022804