Synthesis, crystal structure and activity evaluation of novel 3,4-dihydro-1-benzoxepin-5(2<i>H</i>)-one derivatives as protein–tyrosine kinase (PTK) inhibitors
Li, Ning; Yao, Binrong; Wang, Chunhua; Meng, Qingguo; Hou, Guige; Acta Crystallographica Section C 73 (2017) 1003–1009; doi:10.1107/S2053229617015145

data_2020926
_publ_section_title
;
 Synthesis, crystal structure and activity evaluation of novel
 3,4-dihydro-1-benzoxepin-5(2<i>H</i>)-one derivatives as
 protein--tyrosine kinase (PTK) inhibitors
;
_journal_coeditor_code           SK3671
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1003
_journal_page_last               1009
_journal_paper_doi               10.1107/S2053229617015145
_journal_volume                  73
_journal_year                    2017
_chemical_formula_iupac          'C18 H15 Br O5'
_chemical_formula_moiety         'C18 H15 Br O5'
_chemical_formula_sum            'C18 H15 Br O5'
_chemical_formula_weight         391.21
_chemical_name_systematic
(<i>E</i>)-4-(5-Bromo-2-hydroxybenzylidene)-6-hydroxy-8-methoxy-3,4-dihydrobenzo[<i>b</i>]oxepin-5(2<i>H</i>)-one
_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'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 96.768(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.960(4)
_cell_length_b                   9.025(3)
_cell_length_c                   14.981(4)
_cell_measurement_reflns_used    2479
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.12
_cell_measurement_theta_min      2.32
_cell_volume                     1605.8(9)
_computing_cell_refinement
;
APEX2 (Bruker, 2007)
;
_computing_data_collection
;
APEX2 (Bruker, 2007)
;
_computing_data_reduction
;
SAINT (Bruker, 2012)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg, 2012)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8968
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.491
_diffrn_reflns_theta_min         2.064
_exptl_absorpt_coefficient_mu    2.585
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.618
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_refine_diff_density_max         0.280
_refine_diff_density_min         -0.467
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         2985
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0636
_refine_ls_R_factor_gt           0.0383
_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^)+(0.0422P)^2^+0.3742P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0838
_refine_ls_wR_factor_ref         0.0941
_reflns_number_gt                2155
_reflns_number_total             2985
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            sk3671sup1.cif
_cod_data_source_block           I
_cod_original_cell_volume        1605.9(8)
_cod_database_code               2020926
_cod_database_fobs_code          2020926
_shelx_estimated_absorpt_t_min   0.714
_shelx_estimated_absorpt_t_max   0.747
_shelx_hkl_checksum              10311
_shelx_res_checksum              33276