Crystal structure of 5-((4-(1H-benzo[d]imidazol-2-yl)-2-methoxyphenoxy)methyl)-2-chlorothiazole - trichloromethane - methanol (1/1/1), C20H19Cl4N3O3S
Wang, An-Jia; Zhang, Yun-Hui; Zhang, Zhi; Weng, Ai-Zhen; Wang, Liu-Yang; She, Dong-Mei; Ning, Jun; Si, Wei-Jie; Mei, Xiang-Dong; Zeitschrift für Kristallographie - New Crystal Structures 233 (2018) 281–282; doi:10.1515/ncrs-2017-0279

data_8106126
_publ_section_title
;
 Crystal structure of
 5-((4-(1H-benzo[d]imidazol-2-yl)-2-methoxyphenoxy)methyl)-2-chlorothiazole
 - trichloromethane - methanol (1/1/1), C20H19Cl4N3O3S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              281
_journal_page_last               282
_journal_paper_doi               10.1515/ncrs-2017-0279
_journal_volume                  233
_journal_year                    2018
_chemical_formula_moiety         'C18 H14 Cl N3 O2 S, C H Cl3, C H4 O'
_chemical_formula_sum            'C20 H19 Cl4 N3 O3 S'
_chemical_formula_weight         523.24
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_cell_angle_alpha                90
_cell_angle_beta                 99.260(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.2134(9)
_cell_length_b                   21.4083(13)
_cell_length_c                   7.6709(5)
_cell_measurement_reflns_used    7163
_cell_measurement_temperature    180.00(10)
_cell_measurement_theta_max      29.7640
_cell_measurement_theta_min      3.8370
_cell_volume                     2303.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015) '
_computing_data_collection       'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015) '
_computing_data_reduction        'CrysAlisPro 1.171.39.7e (Rigaku OD, 2015) '
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009) [8]'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009) [8]'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015) [9]'
_computing_structure_solution
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      180.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
--------------------------------------------------------------------------
  1  \w    -38.00 -11.00   0.50    0.56    --   -0.40 -38.00  60.00   54
  2  \w    -30.00  21.00   0.50    0.56    --   -0.40 -82.00 120.00  102
  3  \w    -23.00  26.00   0.50    0.56    --   -0.40 -82.00 -30.00   98
  4  \w    -26.00  17.00   0.50    0.56    --   -0.40 -82.00 -90.00   86
  5  \w    -27.00  15.00   0.50    0.56    --   -0.40 -82.00  60.00   84
  6  \w    -41.00 -14.00   0.50    0.56    --   -0.40 -77.00 -90.00   54
  7  \w    -85.00 -60.00   0.50    0.56    --   -0.40 -38.00  60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Pro: Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0470165000
_diffrn_orient_matrix_UB_12      -0.0085497000
_diffrn_orient_matrix_UB_13      -0.0104391000
_diffrn_orient_matrix_UB_21      -0.0186005000
_diffrn_orient_matrix_UB_22      -0.0185318000
_diffrn_orient_matrix_UB_23      -0.0741458000
_diffrn_orient_matrix_UB_31      0.0021689000
_diffrn_orient_matrix_UB_32      0.0260859000
_diffrn_orient_matrix_UB_33      -0.0562581000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            21040
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         3.751
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.632
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34389
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.7e (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_description       block
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.828
_refine_diff_density_min         -1.138
_refine_diff_density_rms         0.083
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     287
_refine_ls_number_reflns         4537
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0705
_refine_ls_R_factor_gt           0.0659
_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^)+(0.0682P)^2^+6.4430P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1647
_refine_ls_wR_factor_ref         0.1682
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4146
_reflns_number_total             4537
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2017-0279_suppl.cif
_cod_data_source_block           exp_244
_cod_original_cell_volume        2303.7(2)
_cod_database_code               8106126
_chemical_oxdiff_formula         C20O3N2
_chemical_oxdiff_usercomment     WC
_shelx_estimated_absorpt_t_max   0.939
_shelx_estimated_absorpt_t_min   0.911
_reflns_odcompleteness_completeness 99.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C19(H19)
2.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C9(H9), C12(H12), C6(H6), C13(H13), C5(H5), C4(H4), C3(H3), C17(H17)
2.d Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C), C20(H20A,H20B,H20C)
2.e Idealised tetrahedral OH refined as rotating group:
 O3(H3A)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.986
_oxdiff_exptl_absorpt_empirical_full_min 0.495