The synthesis and characterization of a series of cocrystals of an isoniazid derivative with butan-2-one and propan-2-one.
Scheepers, Matthew Clarke; Lemmerer, Andreas; Acta crystallographica. Section C, Structural chemistry 79 (2023) –; doi:10.1107/S2053229623007179

data_2312279
_publ_section_title
;
 The synthesis and characterization of a series of cocrystals of an
 isoniazid derivative with butan-2-one and propan-2-one.
;
_journal_coeditor_code           DV3024
_journal_issue                   9
_journal_name_full
'Acta crystallographica. Section C, Structural chemistry'
_journal_paper_doi               10.1107/S2053229623007179
_journal_volume                  79
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_iupac          'C9 H11 N3 O1, C11 H8 O2'
_chemical_formula_moiety         'C9 H11 N3 O1, C11 H8 O2'
_chemical_formula_sum            'C20 H19 N3 O3'
_chemical_formula_weight         349.38
_chemical_name_systematic
;
<i>N</i>'-(Propan-2-ylidene)pyridine-4-carbohydrazide;
1-naphthoic acid
;
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_audit_conform_dict_name         cif_core.dic
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_cell_angle_alpha                90
_cell_angle_beta                 114.2980(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6312(3)
_cell_length_b                   33.5293(12)
_cell_length_c                   7.3493(3)
_cell_measurement_reflns_used    9944
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      31.99
_cell_measurement_theta_min      2.43
_cell_volume                     1713.88(12)
_computing_cell_refinement
;
SAINT-Plus (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2012)
;
_computing_molecular_graphics
;
ORTEP-3 for Windows (Farrugia, 2012) and <i>Mercury</i> (Macrae
<i>et al.</i>, 2020)
;
_computing_publication_material
;
WinGX (Farrugia, 2012) and <i>XPREP</i> (Bruker, 2012)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015<i>b</i>)
;
_computing_structure_solution
;
SHELXT2018 (Sheldrick, 2015<i>a</i>)
;
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device_type  'Bruker APEXII CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
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_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       52
_diffrn_reflns_limit_k_min       -52
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            39441
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.743
_diffrn_reflns_theta_min         2.43
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7467
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_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 2001; Krause <i>et al.</i>, 2015)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.717
_exptl_crystal_size_mid          0.326
_exptl_crystal_size_min          0.084
_refine_diff_density_max         0.333
_refine_diff_density_min         -0.174
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 2626 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   0.0(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
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_refine_ls_number_reflns         6819
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0746P)^2^+0.0558P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1218
_reflns_number_gt                6145
_reflns_number_total             6819
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            dv3024sup1.cif
_cod_data_source_block           izact1nta
_cod_original_sg_symbol_H-M      'C c'
_cod_database_code               2312279
_shelx_estimated_absorpt_t_min   0.936
_shelx_estimated_absorpt_t_max   0.992
_shelx_hkl_checksum              97738
_shelx_res_checksum              5436
_cod_database_fobs_code 2312279