A single crystal to single crystal solvatomorphic phase transition in cocrystals of pyrimethamine with 4-hydroxybenzoic acid. An experimental and theoretical study
Bilal, Aqsa; Mehmood, Arshad; Noureen, Sajida; Ahmed, Maqsood; CrystEngComm 27 (2025) 4722–4733; doi:10.1039/D5CE00243E

data_7250473
_publ_section_title
;
 A single crystal to single crystal solvatomorphic phase transition in
 cocrystals of pyrimethamine with 4-hydroxybenzoic acid. An experimental
 and theoretical study
;
_journal_issue                   27
_journal_name_full               CrystEngComm
_journal_page_first              4722
_journal_page_last               4733
_journal_paper_doi               10.1039/D5CE00243E
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C12 H14 Cl N4, C7 H5 O3'
_chemical_formula_sum            'C19 H19 Cl N4 O3'
_chemical_formula_weight         386.83
_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_date             2024-09-29
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2020.12.29 svn.rb'efd66209' for OlexSys, GUI svn.r6244)
;
_audit_update_record
;
2024-10-01 deposited with the CCDC.	2025-05-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.772(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   23.295(2)
_cell_length_b                   14.4908(15)
_cell_length_c                   11.5884(13)
_cell_measurement_reflns_used    3496
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.4
_cell_measurement_theta_min      2.3
_cell_volume                     3842.9(7)
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1895
_diffrn_reflns_av_unetI/netI     0.1518
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            14015
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.354
_diffrn_reflns_theta_min         2.318
_exptl_absorpt_coefficient_mu    0.226
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0977 before and 0.0611 after correction.
The Ratio of minimum to maximum transmission is 0.9345.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_description       block
_exptl_crystal_F_000             1616
_exptl_crystal_size_max          0.163
_exptl_crystal_size_mid          0.153
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     260
_refine_ls_number_reflns         3496
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.2077
_refine_ls_R_factor_gt           0.0763
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0574P)^2^+1.1061P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1809
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1502
_reflns_number_total             3496
_reflns_threshold_expression     'I > 2\s(I)'
_publcif_datablock.id            {6d7673e9-200e-4669-b681-9a129d1f5d22}
_cod_data_source_file            d5ce00243e2.cif
_cod_data_source_block           mo_p3after150tga_aqsa_0m_a
_cod_depositor_comments
'Adding full bibliography for 7250470--7250473.cif.'
_cod_database_code               7250473
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.973
_shelx_estimated_absorpt_t_min   0.964
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All N(H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C6(H6), C5(H5), C3(H3A), C2(H2), C18(H18), C17(H17), C15(H15), C14(H14)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_shelx_res_checksum              80617
_olex2_submission_special_instructions 'No special instructions were received'