The crystal structure of methyl 2-((4-chloro-2-fluoro-6-((2,2,2-trifluoroethyl) thio)phenoxy)methyl)benzoate, C17H13ClF4O3S
Liu, Dongdong; Zhang, Lixin; Zhang, Jing; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 153–155; doi:10.1515/ncrs-2022-0438

data_8107379
_publ_section_title
;
 The crystal structure of methyl
 2-((4-chloro-2-fluoro-6-((2,2,2-trifluoroethyl)
 thio)phenoxy)methyl)benzoate, C17H13ClF4O3S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              153
_journal_page_last               155
_journal_paper_doi               10.1515/ncrs-2022-0438
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         'C17 H13 Cl F4 O3 S'
_chemical_formula_sum            'C17 H13 Cl F4 O3 S'
_chemical_formula_weight         408.02
_chemical_name_systematic
;
methyl 2-((4-chloro-2-fluoro-6-((2,2,2-trifluoroethyl)thio)phe-noxy)methyl)
benzoate
;
_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'
_atom_sites_solution_primary     iterative
_cell_angle_alpha                90
_cell_angle_beta                 102.933(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.0097(10)
_cell_length_b                   4.4625(3)
_cell_length_c                   22.9520(19)
_cell_measurement_reflns_used    1115
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      71.0370
_cell_measurement_theta_min      2.8960
_cell_volume                     1698.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5-beta (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5-beta (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9997
_diffrn_measured_fraction_theta_max 0.9724
_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     47.00  74.00   1.00   10.00    --   40.73-123.00-138.00   27
  2  \w     25.00  94.00   1.00    5.00    --  106.95 -94.00-150.00   69
  3  \w     50.00 108.00   1.00    5.00    --  106.95 -94.00 -90.00   58
  4  \w     44.00 135.00   1.00    5.00    --  106.95 -30.00   0.00   91
  5  \w     90.00 128.00   1.00    5.00    --  106.95 -45.00 120.00   38
  6  \w     35.00  60.00   1.00    5.00    --  106.95 -45.00 120.00   25
  7  \w     32.00 178.00   1.00    5.00    --  106.95   0.00-150.00  146
  8  \w   -108.00 -16.00   1.00   10.00    --  -40.73 -38.00 -60.00   92
  9  \w   -115.00 -20.00   1.00   10.00    --  -40.73 -38.00-150.00   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0843623000
_diffrn_orient_matrix_UB_12      -0.0742985000
_diffrn_orient_matrix_UB_13      -0.0102016000
_diffrn_orient_matrix_UB_21      -0.0352160000
_diffrn_orient_matrix_UB_22      -0.0194980000
_diffrn_orient_matrix_UB_23      -0.0678337000
_diffrn_orient_matrix_UB_31      0.0166031000
_diffrn_orient_matrix_UB_32      0.3365526000
_diffrn_orient_matrix_UB_33      -0.0061138000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0595
_diffrn_reflns_av_unetI/netI     0.0865
_diffrn_reflns_Laue_measured_fraction_full 0.9997
_diffrn_reflns_Laue_measured_fraction_max 0.9724
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            5934
_diffrn_reflns_point_group_measured_fraction_full 0.9997
_diffrn_reflns_point_group_measured_fraction_max 0.9724
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         73.61
_diffrn_reflns_theta_min         2.94
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.687
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_description       needle
_exptl_crystal_F_000             838.052
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.5746
_refine_diff_density_min         -0.6618
_refine_diff_density_rms         0.1437
_refine_ls_d_res_high            0.8036
_refine_ls_d_res_low             15.0246
_refine_ls_goodness_of_fit_ref   1.0495
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    22
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3344
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0495
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0606
_refine_ls_shift/su_max          -0.0004
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0593P)^2^+0.5274P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1344
_refine_ls_wR_factor_ref         0.1605
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              15
_reflns_limit_h_min              -20
_reflns_limit_k_max              5
_reflns_limit_k_min              0
_reflns_limit_l_max              28
_reflns_limit_l_min              -14
_reflns_number_gt                2294
_reflns_number_total             3344
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            suppl_j_ncrs-2022-0438_suppl.cif
_cod_data_source_block           exp_1115
_cod_original_sg_symbol_Hall     '-P 2ybc'
_cod_database_code               8107379
_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
2.a Secondary CH2 refined with riding coordinates:
 C7(H7a,H7b), C14(H14a,H14b)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C12(H12)
2.c Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c)
;