Non-stoichiometric carbamazepine cocrystal hydrates of 3,4-/3,5-dihydroxybenzoic acids: coformer-water exchange.
Rajbongshi, Trishna; Sarmah, Kashyap Kumar; Das, Susobhan; Deka, Poonam; Saha, Arijit; Saha, Binoy K.; Puschmann, Horst; Reddy, C. Malla; Thakuria, Ranjit; Chemical communications (Cambridge, England) 59 (2023) 3902–3905; doi:10.1039/d2cc06860e

data_7131385
_publ_section_title
;
 Non-stoichiometric carbamazepine cocrystal hydrates of
 3,4-/3,5-dihydroxybenzoic acids: coformer-water exchange.
;
_journal_issue                   26
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              3902
_journal_page_last               3905
_journal_paper_doi               10.1039/d2cc06860e
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         '0.5(C15 H12 N2 O), 0.1(C7 H3 O4), 0.4(H2 O)'
_chemical_formula_sum            'C8.2 H7.1 N O1.3'
_chemical_formula_weight         140.45
_chemical_name_systematic
'Carbamazapine-35dihydroxybenzoic acid hydrate cocrystal'
_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_date             2022-05-10
_audit_creation_method
;
Olex2 1.5-dev
(compiled 2022.05.04 svn.r4f934e98 for OlexSys, GUI svn.r6264)
;
_audit_update_record
;
2022-12-10 deposited with the CCDC.	2023-03-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.5459(9)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   21.29468(18)
_cell_length_b                   5.12107(5)
_cell_length_c                   26.6635(2)
_cell_measurement_reflns_used    13629
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.127
_cell_measurement_theta_min      3.410
_cell_volume                     2826.81(4)
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  Xcalibur
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0149
_diffrn_reflns_av_unetI/netI     0.0094
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            13629
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.127
_diffrn_reflns_theta_min         3.410
_exptl_absorpt_coefficient_mu    0.741
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_correction_T_min  0.844
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Olex2
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_description       block
_exptl_crystal_F_000             1179
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Acetonitrile'
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.00119(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         2561
_refine_ls_number_restraints     168
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0495
_refine_ls_R_factor_gt           0.0471
_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^)+(0.0633P)^2^+1.5303P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1299
_refine_ls_wR_factor_ref         0.1324
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2359
_reflns_number_total             2561
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc06860e2.cif
_cod_data_source_block           cbz_35dhba
_cod_depositor_comments
'Adding full bibliography for 7131382--7131385.cif.'
_cod_original_formula_sum        'C8.20 H7.10 N O1.30'
_cod_database_code               7131385
_shelx_shelxl_version_number     2018/3
_exptl_absorpt_special_details   'Sheldrick,G.M.,2015,University of gottingen'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 C1-C10 = C10-C12 = C12-C11 = C11-C6 = C6-C4 = C4-C1
 1.39 with sigma of 0.01
 O3-C17
 1.3 with sigma of 0.001
 C3-C7 = C7-C13 = C13-C15 = C15-C14 = C14-C5 = C5-C3
 1.39 with sigma of 0.01
 O20-C17
 1.3 with sigma of 0.001
 O20-O3
 2.3 with sigma of 0.02
 C19-C20 = C20-C16 = C16-C18
 1.39 with sigma of 0.01
 C18-C17
 1.45 with sigma of 0.001
 O20-C17 \\sim O3-C17
 with sigma of 0.01
 O20-C18 \\sim C18-O3
 with sigma of 0.01
 C1-C12 \\sim C10-C11 \\sim C12-C6 \\sim C11-C4 \\sim C6-C1 \\sim C4-C10
 with sigma of 0.02
 C3-C13 \\sim C7-C15 \\sim C13-C14 \\sim C15-C5 \\sim C14-C3 \\sim C5-C7
 with sigma of 0.02
 C19-C16 \\sim C20-C18
 with sigma of 0.02
 C16-O2 \\sim O2-C19
 with sigma of 0.001
 C16-C17 \\sim C17-C1A
 with sigma of 0.001
3. Restrained planarity
 C18, C16, C17, C20, O3, O20, O2, C19
 with sigma of 0.01
 C18, C19, C20, C16
 with sigma of 0.1
 C1, C10, C12, C11, C6, C4
 with sigma of 0.1
 C3, C7, C13, C15, C14, C5
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
Uanis(C19) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C17) \\sim Ueq, Uanis(O3) \\sim Ueq, Uanis(O20) \\sim Ueq: with sigma of
0.001 and sigma for terminal atoms of 0.002
5. Rigid body (RIGU) restrains
 C18, C16, C17, C20, O3, O20, O2, C19
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C18, C16, C17, C1A, H16, C20, O3, O20, C1B, O2, C19, O4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Fixed Sof: C18(0.2) C16(0.2) H16(0.2) C20(0.2) O2(0.2) C19(0.2) H19(0.2)
 C17(0.2) O3(0.2) O20(0.2) O5(0.6) H5A(0.6) H5B(0.6) C1A(0.2) H1A(0.2) C1B(0.2)
 O4(0.2) O8(0.2) H8A(0.2) H8B(0.2)
7.a Riding coordinates:
 O5(H5A,H5B), O8(H8A,H8B)
7.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C16(H16), C19(H19), C1A(H1A)
7.c X=CH2 refined with riding coordinates:
 N2(H2A,H2B)
;
_shelx_res_checksum              11505
_shelx_hkl_checksum              59330
_olex2_submission_special_instructions 'No special instructions were received'