Crystal structures of 2-(2-bromo-5-fluorophenyl)-8-ethoxy-3-nitro-2<i>H</i>-thiochromene and 2-(2-bromo-5-fluorophenyl)-7-methoxy-3-nitro-2<i>H</i>-thiochromene
Pham, Chien Thang; Mac, Dinh Hung; Bui, Thai Thanh Thu; Acta Crystallographica Section E 75 (2019) 1783–1786; doi:10.1107/S2056989019014178

data_2243177
_publ_section_title
;
 Crystal structures of
 2-(2-bromo-5-fluorophenyl)-8-ethoxy-3-nitro-2<i>H</i>-thiochromene and
 2-(2-bromo-5-fluorophenyl)-7-methoxy-3-nitro-2<i>H</i>-thiochromene
;
_journal_coeditor_code           VM2223
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1783
_journal_page_last               1786
_journal_paper_doi               10.1107/S2056989019014178
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C17 H13 Br F N O3 S'
_chemical_formula_moiety         'C17 H13 Br F N O3 S'
_chemical_formula_sum            'C17 H13 Br F N O3 S'
_chemical_formula_weight         410.25
_chemical_name_systematic
2-(2-Bromo-5-fluorophenyl)-8-ethoxy-3-nitro-2<i>H</i>-thiochromene
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                64.686(4)
_cell_angle_beta                 80.760(4)
_cell_angle_gamma                70.395(4)
_cell_formula_units_Z            2
_cell_length_a                   7.6695(12)
_cell_length_b                   10.6867(18)
_cell_length_c                   12.2767(19)
_cell_measurement_reflns_used    5933
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      25.60
_cell_measurement_theta_min      3.00
_cell_volume                     856.7(2)
_computing_cell_refinement
;
SAINT (Bruker, 2013)
;
_computing_data_collection
;
APEX2 (Bruker, 2013)
;
_computing_data_reduction
;
SAINT (Bruker, 2013)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov <i>et al.</i>,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov <i>et al.</i>,  2009)
;
_computing_structure_refinement
;
SHELXL2014 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Quest CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0436
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12684
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.743
_diffrn_reflns_theta_min         3.002
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.546
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.6205
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Bruker, 2016)
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_density_diffrn    1.590
_exptl_crystal_description       Triangular-prism
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.526
_refine_diff_density_min         -0.489
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3255
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0859
_refine_ls_R_factor_gt           0.0522
_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^)+(0.0419P)^2^+2.0237P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1148
_refine_ls_wR_factor_ref         0.1276
_reflns_number_gt                2291
_reflns_number_total             3255
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            vm2223sup1.cif
_cod_data_source_block           A
_cod_database_code               2243177
_cod_database_fobs_code          2243177
_shelx_estimated_absorpt_t_min   0.574
_shelx_estimated_absorpt_t_max   0.701
_shelx_hkl_checksum              28534
_shelx_res_checksum              23245