Profoundly improved photostability of dimetronidazole by cocrystallization
Hao, Xinghui; Li, Jinhui; Wang, Chenguang; Zhao, Xinghua; He, Xin; Sun, Changquan Calvin; CrystEngComm  (2022) –; doi:10.1039/D2CE00597B

data_7245302
_publ_section_title
;
 Profoundly improved photostability of dimetronidazole by
 cocrystallization
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00597B
_journal_year                    2022
_chemical_formula_moiety         'C7 H5 N O3 S, C5 H7 N3 O2'
_chemical_formula_sum            'C12 H12 N4 O5 S'
_chemical_formula_weight         324.32
_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_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-12-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-02-15 deposited with the CCDC.	2022-08-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.693(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.80680(10)
_cell_length_b                   7.9890(2)
_cell_length_c                   25.3855(4)
_cell_measurement_reflns_used    6267
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      78.5810
_cell_measurement_theta_min      3.4970
_cell_volume                     1371.04(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.977
_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    -72.00 -46.00   0.50    0.50    --    0.00 -37.00 -90.00   52
  2  \w    -29.00  36.00   0.50    0.50    --    0.00 -82.00 150.00  130
  3  \w    -63.00  10.00   0.50    0.50    --    0.00 -57.00-150.00  146
  4  \w     67.00 119.00   0.50    0.50    --  106.20 -82.00 120.00  104
  5  \w    129.00 194.00   0.50    0.50    --  106.20  82.00  30.00  130
  6  \w     39.00  66.00   0.50    0.50    --  106.20 -82.00-180.00   54
  7  \w     77.00 118.00   0.50    0.50    --  106.20  82.00  30.00   82
  8  \w     78.00 141.00   0.50    0.50    --  106.20 -82.00-180.00  126
  9  \w     23.00  49.00   0.50    0.50    --  106.20 -82.00  60.00   52
 10  \w    104.00 130.00   0.50    0.50    --  106.20 -82.00  60.00   52
 11  \w    114.00 185.00   0.50    0.50    --  106.20  30.00-120.00  142
 12  \w     40.00 136.00   0.50    0.50    --  106.20 -61.00  60.00  192
 13  \w     36.00  61.00   0.50    0.50    --  106.20 -82.00 120.00   50
 14  \w    107.00 181.00   0.50    0.50    --  106.20  45.00 -90.00  148
 15  \w     70.00 194.00   0.50    0.50    --  106.20  82.00 -30.00  248
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual offset/far'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0190325000
_diffrn_orient_matrix_UB_12      -0.1912409000
_diffrn_orient_matrix_UB_13      -0.0053806000
_diffrn_orient_matrix_UB_21      0.0363257000
_diffrn_orient_matrix_UB_22      -0.0162476000
_diffrn_orient_matrix_UB_23      0.0608184000
_diffrn_orient_matrix_UB_31      -0.2241537000
_diffrn_orient_matrix_UB_32      -0.0189135000
_diffrn_orient_matrix_UB_33      0.0021819000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0325
_diffrn_reflns_av_unetI/netI     0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            8455
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.454
_diffrn_reflns_theta_min         3.506
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.412
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41322
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.35c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.612
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     201
_refine_ls_number_reflns         2910
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0443
_refine_ls_R_factor_gt           0.0425
_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^)+(0.0502P)^2^+1.1917P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1100
_refine_ls_wR_factor_ref         0.1113
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2744
_reflns_number_total             2910
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ce00597b2.cif
_cod_data_source_block           dmxztj190104
_cod_database_code               7245302
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 99.44
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), C6(H6), C1(H1), C10(H10), C9(H9), C11(H11)
2.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C)
;
_shelx_res_checksum              72906
_shelx_hkl_checksum              50656
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.536
_oxdiff_exptl_absorpt_empirical_full_min 0.549