Crystal structures, thermal stabilities, and dissolution behaviours of tinidazole and the tinidazole–vanillic acid cocrystal: insights from energy frameworks
Zheng, Kang; Xie, Changjian; Li, Xiaowei; Wu, Weiwei; Li, Ao; Qian, Shaosong; Pang, Qiuxiang; Acta Crystallographica Section C 76 (2020) –; doi:10.1107/S2053229620004180

data_2022004
_publ_section_title
;
 Crystal structures, thermal stabilities, and dissolution behaviours of
 tinidazole and the tinidazole--vanillic acid cocrystal: insights from
 energy frameworks
;
_journal_coeditor_code           DG3004
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2053229620004180
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C8 H13 N3 O4 S, C8 H8 O4'
_chemical_formula_moiety         'C8 H13 N3 O4 S, C8 H8 O4'
_chemical_formula_sum            'C16 H21 N3 O8 S'
_chemical_formula_weight         415.42
_chemical_melting_point          404
_chemical_name_common
;
Tinidazole--vanillic acid (1/1)
;
_chemical_name_systematic
;
1-(2-Ethylsulfonylethyl)-2-methyl-5-nitroimidazole;
4-hydroxy-3-methoxybenzoic acid
;
_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
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                98.0780(10)
_cell_angle_beta                 97.7930(10)
_cell_angle_gamma                99.7800(10)
_cell_formula_units_Z            4
_cell_length_a                   11.1206(5)
_cell_length_b                   12.6519(6)
_cell_length_c                   13.6042(6)
_cell_measurement_reflns_used    9002
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.492
_cell_measurement_theta_min      2.438
_cell_volume                     1842.42(15)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX3 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2020)
;
_computing_publication_material
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0314
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16552
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.526
_diffrn_reflns_theta_min         2.060
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.228
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6784
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS2016; Krause <i>et al.</i>,  2015)
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.498
_exptl_crystal_description       prism
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.575
_exptl_crystal_size_mid          0.347
_exptl_crystal_size_min          0.251
_refine_diff_density_max         0.387
_refine_diff_density_min         -0.482
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     511
_refine_ls_number_reflns         8425
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0390
_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^)+(0.0476P)^2^+0.7942P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1055
_reflns_number_gt                7034
_reflns_number_total             8425
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            dg3004sup1.cif
_cod_data_source_block           TNZ-VA
_cod_database_code               2022004
_cod_database_fobs_code          2022004
_shelx_estimated_absorpt_t_min   0.880
_shelx_estimated_absorpt_t_max   0.945
_shelx_hkl_checksum              16700
_shelx_res_checksum              88194