Crystal structure of a 1:1 cocrystal of nicotinamide with 2-chloro-5-nitrobenzoic acid
Bairagi, Keshab M.; Pal, Priyanka; Bhandary, Subhrajyoti; Venugopala, Katharigatta N.; Chopra, Deepak; Nayak, Susanta K.; Acta Crystallographica Section E 75 (2019) 1712–1718; doi:10.1107/S2056989019013859

data_2243152
_publ_section_title
;
 Crystal structure of a 1:1 cocrystal of nicotinamide with
 2-chloro-5-nitrobenzoic acid
;
_journal_coeditor_code           EB2025
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1712
_journal_page_last               1718
_journal_paper_doi               10.1107/S2056989019013859
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C7 H4 Cl N O4, C6 H6 N2 O'
_chemical_formula_moiety         'C7 H4 Cl N O4, C6 H6 N2 O'
_chemical_formula_sum            'C13 H10 Cl N3 O5'
_chemical_formula_weight         323.69
_chemical_melting_point          159.7
_chemical_name_common            'Nicotinamide benzoic acid'
_chemical_name_systematic
;
2-Chloro-5-nitrobenzoic acid--nicotinamide (1/1)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2019.07.31 svn.r3643 for OlexSys, GUI svn.r5859)
;
_cell_angle_alpha                90
_cell_angle_beta                 96.3560(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.48970(10)
_cell_length_b                   26.3607(5)
_cell_length_c                   7.06230(10)
_cell_measurement_reflns_used    4123
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      30.2
_cell_measurement_theta_min      1.5
_cell_volume                     1385.77(4)
_computing_cell_refinement
;
SAINT (Bruker, 2012)
;
_computing_data_collection
;
APEX2 (Bruker, 2012)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>, 2008)
;
_computing_publication_material
;
OLEX2 (Dolomanov <i>et al.</i>, 2009) and
PLATON (Spek, 2009)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS18 (Sheldrick, 2015)
;
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker Kappa APEXII DUO'
_diffrn_measurement_method       \w
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            29950
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.225
_diffrn_reflns_theta_min         1.545
_exptl_absorpt_coefficient_mu    0.305
_exptl_absorpt_correction_T_max  0.908
_exptl_absorpt_correction_T_min  0.874
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2001)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.263
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         4123
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0375
_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^)+(0.0394P)^2^+0.4303P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0876
_refine_ls_wR_factor_ref         0.0936
_reflns_number_gt                3316
_reflns_number_total             4123
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            eb2025sup1.cif
_cod_data_source_block           I
_cod_database_code               2243152
_cod_database_fobs_code          2243152
_shelx_estimated_absorpt_t_min   0.920
_shelx_estimated_absorpt_t_max   0.956
_shelx_hkl_checksum              80750
_shelx_res_checksum              63883