Development of new multicomponent crystals of the antifungal drug tioconazole and the assessment of their biopharmaceutical attributes
Madhesiya, Avinash; Dash, Sibananda G.; Gupta, Princi; Akhir, Abdul; Saxena, Deepanshi; Maitra, Rahul; Chopra, Sidharth; Thakur, Tejender S.; CrystEngComm 25 (2023) 6758–6776; doi:10.1039/D3CE00948C

data_7247723
_publ_section_title
;
 Development of new multicomponent crystals of the antifungal drug
 tioconazole and the assessment of their biopharmaceutical attributes
;
_journal_issue                   48
_journal_name_full               CrystEngComm
_journal_page_first              6758
_journal_page_last               6776
_journal_paper_doi               10.1039/D3CE00948C
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C16 H14 Cl3 N2 O S, O4 P'
_chemical_formula_sum            'C16 H14 Cl3 N2 O5 P S'
_chemical_formula_weight         483.67
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2019/2
_audit_update_record
;
2023-10-27 deposited with the CCDC.	2023-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.792(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   17.2992(13)
_cell_length_b                   6.8054(5)
_cell_length_c                   34.882(3)
_cell_measurement_reflns_used    1692
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      73.9490
_cell_measurement_theta_min      2.5610
_cell_volume                     4046.8(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.88a (Rigaku OD, 2023)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2015)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.969
_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    -17.00  24.00   0.50    0.05    --  -47.33  19.00   0.00   82
  2  \w   -121.00 -35.00   0.50    0.05    --  -47.33 -23.00  51.00  172
  3  \w   -137.00-112.00   0.50    0.05    --  -91.75 -23.00  51.00   50
  4  \w    -45.00 -20.00   0.50    0.05    --  -91.75  45.00 -30.00   50
  5  \w    -26.00  26.00   0.50    0.05    --  -47.33  23.00-143.00  104
  6  \w    151.00 176.00   0.50    0.05    --  113.25  45.00-120.00   50
  7  \w    101.00 172.00   0.50    0.05    --  113.25  23.00-143.00  142
  8  \w    103.00 128.00   0.50    0.05    --  113.25  45.00-120.00   50
  9  \w     62.00 103.00   0.50    0.05    --   47.33  23.00-143.00   82
 10  \w    103.00 137.00   0.50    0.05    --  113.25  45.00 -60.00   68
 11  \w    153.00 178.00   0.50    0.05    --  113.25  45.00 -60.00   50
 12  \w    101.00 165.00   0.50    0.05    --  113.25  45.00 -30.00  128
 13  \w    101.00 172.00   0.50    0.05    --  113.25  15.00  90.00  142
 14  \w    102.00 167.00   0.50    0.05    --  113.25  15.00 150.00  130
 15  \w     42.00 103.00   0.50    0.05    --  113.25 -77.00   0.00  122
 16  \w     47.00  73.00   0.50    0.05    --  113.25 -61.00  90.00   52
 17  \w     46.00  73.00   0.50    0.05    --  113.25 -61.00 150.00   54
 18  \w     43.00  73.00   0.50    0.05    --  113.25 -61.00  30.00   60
 19  \w     42.00  67.00   0.50    0.05    --  113.25 -61.00 -30.00   50
 20  \w     48.00  73.00   0.50    0.05    --  113.25 -61.00 -60.00   50
 21  \w     47.00  72.00   0.50    0.05    --  113.25 -61.00-120.00   50
 22  \w     48.00  73.00   0.50    0.05    --  113.25 -61.00-180.00   50
 23  \w     -7.00  20.00   0.50    0.05    --   47.33 -19.00 -60.00   54
 24  \w    -22.00   3.00   0.50    0.05    --   47.33 -23.00  51.00   50
 25  \w     61.00 105.00   0.50    0.05    --  113.25 -95.00 -60.00   88
 26  \w     44.00  96.00   0.50    0.05    --  113.25-125.00   0.00  104
 27  \w     59.00  99.00   0.50    0.05    --  113.25 -95.00   0.00   80
 28  \w     43.00  90.00   0.50    0.05    --   47.33-125.00-120.00   94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0024557000
_diffrn_orient_matrix_UB_12      0.0472606000
_diffrn_orient_matrix_UB_13      0.0429566000
_diffrn_orient_matrix_UB_21      0.0879570000
_diffrn_orient_matrix_UB_22      -0.0491368000
_diffrn_orient_matrix_UB_23      0.0106418000
_diffrn_orient_matrix_UB_31      0.0204567000
_diffrn_orient_matrix_UB_32      0.2159809000
_diffrn_orient_matrix_UB_33      -0.0069790000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0968
_diffrn_reflns_av_unetI/netI     0.0824
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            14898
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         80.796
_diffrn_reflns_theta_min         2.571
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.105
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77916
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.88a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_description       plate
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.096
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         4311
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.096
_refine_ls_R_factor_all          0.1453
_refine_ls_R_factor_gt           0.0748
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1228P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2161
_refine_ls_wR_factor_ref         0.2693
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2029
_reflns_number_total             4311
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce00948c2.cif
_cod_data_source_block           TCZ-PHOS_AM231023a
_cod_depositor_comments
'Adding full bibliography for 7247709--7247724.cif.'
_cod_original_cell_volume        4046.7(6)
_cod_original_sg_symbol_H-M      'I 2/a'
_cod_database_code               7247723
_shelx_shelxl_version_number     2019/2
_shelx_estimated_absorpt_t_min   0.174
_shelx_estimated_absorpt_t_max   0.888
_shelx_res_checksum              29891