Crystal structure of N-(4-bromophenyl)-4-[3-(trifluoromethyl)phenyl]-piperazine-1-carbothioamide, C18H17BrF3N3S
Al-Sanea, Mohammad M.; Blacque, Olivier; Mohamed, Ahmed A. B.; Tiekink, Edward R. T.; El-Emam, Ali A.; Zeitschrift für Kristallographie - New Crystal Structures 238 (2023) 285–288; doi:10.1515/ncrs-2022-0544

data_8107418
_publ_section_title
;
 Crystal structure of
 N-(4-bromophenyl)-4-[3-(trifluoromethyl)phenyl]-piperazine-1-carbothioamide,
 C18H17BrF3N3S
;
_journal_issue                   2
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              285
_journal_page_last               288
_journal_paper_doi               10.1515/ncrs-2022-0544
_journal_volume                  238
_journal_year                    2023
_chemical_formula_moiety         'C18 H17 Br F3 N3 S'
_chemical_formula_sum            'C18 H17 Br F3 N3 S'
_chemical_formula_weight         444.31
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                98.177(2)
_cell_angle_beta                 97.015(2)
_cell_angle_gamma                91.111(2)
_cell_formula_units_Z            4
_cell_length_a                   8.6380(2)
_cell_length_b                   14.5082(3)
_cell_length_c                   14.8000(3)
_cell_measurement_reflns_used    26402
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      78.9850
_cell_measurement_theta_min      3.0180
_cell_volume                     1820.89(7)
_computing_cell_refinement       'CrysAlisPro [1]'
_computing_data_collection       'CrysAlisPro [1]'
_computing_data_reduction        'CrysAlisPro [1]'
_computing_molecular_graphics    'OLEX2 [4]'
_computing_publication_material  'OLEX2 [4]'
_computing_structure_refinement  'SHELXL [3]'
_computing_structure_solution    'SHELXT [2]'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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   -126.00 -78.00   0.50    2.59    --  -51.77 -84.00 153.00   96
  2  \w    -77.00  23.00   0.50    2.59    --  -51.77  84.00 -86.00  200
  3  \w    -22.00  78.00   0.50    2.59    --   51.77 -84.00 153.00  200
  4  \w   -161.00 -78.00   0.50    6.20    --  -86.25 -84.00 153.00  166
  5  \w   -112.00 -11.00   0.50    6.20    --  -86.25  84.00 -86.00  202
  6  \w     33.00 134.00   0.50    6.20    --  107.75 -84.00 153.00  202
  7  \w    100.00 178.00   0.50    6.20    --  107.75  84.00 -86.00  156
  8  \w   -124.00 -37.00   0.50    2.59    --  -51.77 -57.00 -30.00  174
  9  \w   -126.00 -73.00   0.50    2.59    --  -51.77-125.00-150.00  106
 10  \w   -126.00 -73.00   0.50    2.59    --  -51.77-125.00 -30.00  106
 11  \w   -126.00 -73.00   0.50    2.59    --  -51.77-125.00  30.00  106
 12  \w   -124.00 -37.00   0.50    2.59    --  -51.77 -57.00-180.00  174
 13  \w     34.00  99.00   0.50    2.59    --   51.77-125.00  30.00  130
 14  \w    -21.00  67.00   0.50    2.59    --   51.77 -57.00  30.00  176
 15  \w   -159.00 -65.00   0.50    6.20    --  -86.25 -73.00  56.57  188
 16  \w     31.00 109.00   0.50    6.20    --  107.75-111.00 150.00  156
 17  \w     96.00 178.00   0.50    6.20    --  107.75  15.00   0.00  164
 18  \w     31.00 106.00   0.50    6.20    --  107.75 -94.00   0.00  150
 19  \w     32.00 120.00   0.50    6.20    --  107.75 -45.00 150.00  176
 20  \w     31.00 109.00   0.50    6.20    --  107.75-111.00-150.00  156
 21  \w     62.00 146.00   0.50    6.20    --  107.75 178.00-180.00  168
 22  \w     94.00 178.00   0.50    6.20    --  107.75  30.00-180.00  168
 23  \w     96.00 178.00   0.50    6.20    --  107.75  15.00  90.00  164
 24  \w    102.00 178.00   0.50    6.20    --  107.75 111.00  30.00  152
 25  \w     30.00 120.00   0.50    6.20    --  107.75 -30.00 150.00  180
 26  \w     31.00 106.00   0.50    6.20    --  107.75 -94.00  60.00  150
 27  \w     31.00 109.00   0.50    6.20    --  107.75-111.00 -30.00  156
 28  \w     31.00 106.00   0.50    6.20    --  107.75 -94.00 150.00  150
 29  \w     31.00 106.00   0.50    6.20    --  107.75 -94.00-120.00  150
 30  \w     31.00 109.00   0.50    6.20    --  107.75-111.00  60.00  156
 31  \w     31.00 109.00   0.50    6.20    --  107.75-111.00 -60.00  156
 32  \w     92.00 178.00   0.50    6.20    --  107.75  61.00 -30.00  172
 33  \w     31.00 106.00   0.50    6.20    --  107.75 -94.00 120.00  150
 34  \w     31.00 105.00   0.50    6.20    --  107.75 -94.00 -30.00  148
 35  \w    126.00 178.00   0.50    6.20    --  107.75  15.00  30.00  104
 36  \w     58.00 109.00   0.50    6.20    --  107.75-111.00  90.00  102
 37  \w     56.00  82.00   0.50    6.20    --  107.75 -45.00 -60.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0700594000
_diffrn_orient_matrix_UB_12      0.0766145000
_diffrn_orient_matrix_UB_13      0.0780251000
_diffrn_orient_matrix_UB_21      -0.1432540000
_diffrn_orient_matrix_UB_22      -0.0107434000
_diffrn_orient_matrix_UB_23      0.0507794000
_diffrn_orient_matrix_UB_31      0.0830934000
_diffrn_orient_matrix_UB_32      -0.0744250000
_diffrn_orient_matrix_UB_33      0.0507086000
_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  0.0255
_diffrn_reflns_av_unetI/netI     0.0178
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            38076
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.500
_diffrn_reflns_theta_min         3.041
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.484
_exptl_absorpt_correction_T_max  0.925
_exptl_absorpt_correction_T_min  0.483
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro [1]
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_description       plate
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.497
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     477
_refine_ls_number_reflns         7420
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0296
_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^)+(0.0344P)^2^+1.8644P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0783
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6960
_reflns_number_total             7420
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0544_suppl.cif
_cod_data_source_block           shelx
_cod_database_code               8107418
_shelx_estimated_absorpt_t_max   0.916
_shelx_estimated_absorpt_t_min   0.439
_shelx_res_checksum              89364
_shelx_hkl_checksum              70050