Crystal structure of a 1:1 co-crystal of the anticancer drug gefitinib with azelaic acid
George, Christy P.; Sangtani, Ekta; Gonnade, Rajesh G.; Acta Crystallographica Section E 76 (2020) 884–888; doi:10.1107/S2056989020006623

data_2243402
_publ_section_title
;
 Crystal structure of a 1:1 co-crystal of the anticancer drug gefitinib
 with azelaic acid
;
_journal_coeditor_code           PK2627
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              884
_journal_page_last               888
_journal_paper_doi               10.1107/S2056989020006623
_journal_volume                  76
_journal_year                    2020
_chemical_formula_iupac          'C22 H24 Cl F N4 O3, C9 H16 O4'
_chemical_formula_moiety         'C22 H24 Cl F N4 O3, C9 H16 O4'
_chemical_formula_sum            'C31 H40 Cl F N4 O7'
_chemical_formula_weight         635.12
_chemical_name_common
;
Gefitinib--azelaic acid (1/1)
;
_chemical_name_systematic
;
Quinazolin-4-amine--nonanedioic acid (1/1)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 92.311(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7716(10)
_cell_length_b                   7.4153(13)
_cell_length_c                   38.175(7)
_cell_measurement_reflns_used    9964
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.35
_cell_measurement_theta_min      2.53
_cell_volume                     3046.7(8)
_computing_cell_refinement
;
SAINT-Plus (Bruker, 2016)
;
_computing_data_collection
;
APEX3 (Bruker, 2016)
;
_computing_data_reduction
;
SAINT-Plus (Bruker, 2016)
;
_computing_molecular_graphics
;
ORTEP3 (Farrugia, 2012), <i>Mercury 2020.1</i> (Macrae <i>et
al.</i>,  2020)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008), PLATON (Spek, 2020), publCIF
(Westrip, 2010)
;
_computing_structure_refinement
;
<i>SHELXL2014/7</i> (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Photon II CPAD Area Detector'
_diffrn_detector_area_resol_mean 7.39
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTON II CPAD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1615
_diffrn_reflns_av_unetI/netI     0.0534
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -50
_diffrn_reflns_number            92337
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.429
_diffrn_source                   'micro-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.385
_exptl_crystal_description       'Thin Needle'
_exptl_crystal_F_000             1344
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.322
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         7338
_refine_ls_number_restraints     126
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0452
_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^)+(0.0458P)^2^+1.2854P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1005
_refine_ls_wR_factor_ref         0.1103
_reflns_number_gt                5413
_reflns_number_total             7338
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            pk2627sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2243402
_cod_database_fobs_code          2243402
_shelx_estimated_absorpt_t_min   0.950
_shelx_estimated_absorpt_t_max   0.993
_shelx_hkl_checksum              38789
_shelx_res_checksum              7809