On the deprotonation of chlorothiazide
Brydson, Rowan K. H.; Gray, Morven L.; Kennedy, Alan R.; O'Hara, Benjamin C.; Reid, Michael W.; Ugbolue, Ifeka; Acta Crystallographica Section C Structural Chemistry 81 (2025) 102–108; doi:10.1107/S2053229625000701

data_2023369
_publ_section_title
;
 On the deprotonation of chlorothiazide
;
_journal_coeditor_code           QF3065
_journal_issue                   2
_journal_name_full
'Acta Crystallographica Section C Structural Chemistry'
_journal_page_first              102
_journal_page_last               108
_journal_paper_doi               10.1107/S2053229625000701
_journal_volume                  81
_journal_year                    2025
_chemical_formula_iupac          '[Na (C7 H5 Cl N3 O4 S2) (H2 O1)2], 0.5H2 O1'
_chemical_formula_moiety         'C7 H5 Cl K N3 O4 S2, 2.5(H2 O1)'
_chemical_formula_sum            'C7 H10 Cl K N3 O6.5 S2'
_chemical_formula_weight         378.85
_chemical_name_systematic
'Poly[[diaqua(\m~4~-6-chloro-1,1-dioxo-7-sulfamoyl-2<i>H</i>-1,2,4-benzothiadiazin-2-ido)potassium] hemihydrate]'
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 99.7340(10)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   18.3139(2)
_cell_length_b                   7.36220(10)
_cell_length_c                   19.9670(2)
_cell_measurement_reflns_used    12825
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.3850
_cell_measurement_theta_min      4.4780
_cell_volume                     2653.40(5)
_computing_cell_refinement
;
Crysalis PRO (Rigaku OD, 2019)
;
_computing_data_collection
;
Crysalis PRO (Rigaku OD, 2019)
;
_computing_data_reduction
;
Crysalis PRO (Rigaku OD, 2019)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>, 2020)
;
_computing_publication_material
;
SHELXL in WinGX (Farrugia, 2012)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  ' Rigaku Synergy-i'
_diffrn_measurement_method       ' omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0215
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            13919
_diffrn_reflns_theta_full        70.000
_diffrn_reflns_theta_max         71.542
_diffrn_reflns_theta_min         4.494
_diffrn_source                   ' microsource tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.656
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44556
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2019)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.897
_exptl_crystal_description       'fragment cut from large prism'
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.378
_refine_ls_extinction_coef       0.00031(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     215
_refine_ls_number_reflns         2543
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0219
_refine_ls_R_factor_gt           0.0215
_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^)+(0.0343P)^2^+3.9765P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0615
_refine_ls_wR_factor_ref         0.0617
_reflns_number_gt                2503
_reflns_number_total             2543
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            qf3065.cif
_cod_data_source_block           KCTZ
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C7 H10 Cl K N3 O6.50 S2'
_cod_database_code               2023369
_shelx_hkl_checksum              34611
_shelx_res_checksum              48641