A new solvate of afatinib, a specific inhibitor of the ErbB family of tyrosine kinases
Zeller, Matthias; de Araujo, Gabriel Lima Barros; Parker, Trev; Singh Rai, Amrinder; Byrn, Stephen R.; Acta Crystallographica Section E 73 (2017) 417–422; doi:10.1107/S2056989017002626

data_2242049
_publ_section_title
;
 A new solvate of afatinib, a specific inhibitor of the ErbB family of
 tyrosine kinases
;
_journal_coeditor_code           SU5351
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              417
_journal_page_last               422
_journal_paper_doi               10.1107/S2056989017002626
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          '2C24 H25 Cl F N5 O3, 0.5C2 H3 N, 4H2 O'
_chemical_formula_moiety
'2(C24 H25 Cl F N5 O3), 0.5(C2 H3 N), 4(H2 O)'
_chemical_formula_sum            'C49 H59.5 Cl2 F2 N10.5 O10'
_chemical_formula_weight         1064.465
_chemical_name_systematic
'<i>N</i>-{4-(3-Chloro-4-fluoroanilino)-7-[(tetrahydrofuran-3-yl)oxy]quinazolin-6-yl}-4-(dimethylamino)but-2-enamide--acetonitrile--water (2/1/8)'
_space_group_crystal_system      tetragonal
_space_group_IT_number           90
_space_group_name_Hall           'P 4ab 2ab'
_space_group_name_H-M_alt        'P 4 21 2'
_symmetry_space_group_name_Hall  'P 4ab 2ab'
_symmetry_space_group_name_H-M   'P 4 21 2'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   26.2427(4)
_cell_length_b                   26.2427(4)
_cell_length_c                   15.1639(3)
_cell_measurement_reflns_used    50059
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.067
_cell_measurement_theta_min      3.366
_cell_volume                     10443.1(3)
_computing_cell_refinement
;
HKL3000 (Otwinowski & Minor, 1997)
;
_computing_data_collection
;
HKL3000 (Otwinowski & Minor, 1997)
;
_computing_data_reduction
;
HKL3000 (Otwinowski & Minor, 1997)
;
_computing_molecular_graphics
;
Mercury (Macrae <i>et al.</i>,  2008)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2016 (Sheldrick, 2015) and <i>SHELXLE</i> (H\"ubschle <i>et
al.</i>,  2011)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Rigaku Rapid II curved image plate'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'laterally graded multilayer (Goebel) mirror'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            50059
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.067
_diffrn_reflns_theta_min         3.366
_exptl_absorpt_coefficient_mu    1.745
_exptl_absorpt_correction_T_max  0.831
_exptl_absorpt_correction_T_min  0.681
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SCALEPACK; Otwinowski & Minor, 1997)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_description       needle
_exptl_crystal_F_000             4472
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.110
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.398
_refine_ls_abs_structure_details
;
Flack <i>x</i> determined using 2765 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons <i>et al.</i>,  2013)
;
_refine_ls_abs_structure_Flack   0.020(10)
_refine_ls_extinction_coef       0.00033(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
(SHELXL2016; Sheldrick, 2015)
;
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     797
_refine_ls_number_reflns         9958
_refine_ls_number_restraints     414
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0492
_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^)+(0.0430P)^2^+7.7055P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1072
_refine_ls_wR_factor_ref         0.1216
_reflns_number_gt                7679
_reflns_number_total             9958
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            su5351sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        10443.1(4)
_cod_database_code               2242049
_shelx_estimated_absorpt_t_min   0.580
_shelx_estimated_absorpt_t_max   0.831
_shelx_hkl_checksum              27159
_shelx_res_checksum              19655
_cod_database_fobs_code 2242049