Iron-catalyzed or iodine-induced intramolecular halocyclization of N-vinyl-tethered methylenecyclopropanes: facile access to halogenated 1,2-dihydroquinolines
Wang, Qiang; Jiang, Bo; Yu, Liu-Zhu; Wei, Yin; Shi, Min; Organic Chemistry Frontiers 4 (2017) 1294–; doi:10.1039/C7QO00177K

data_1553765
_publ_section_title
;
 Iron-catalyzed or iodine-induced intramolecular halocyclization of
 N-vinyl-tethered methylenecyclopropanes: facile access to halogenated
 1,2-dihydroquinolines
;
_journal_issue                   7
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              1294
_journal_paper_doi               10.1039/C7QO00177K
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C25 H24 Cl N O2 S'
_chemical_formula_weight         437.96
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2016-09-09 deposited with the CCDC.
2017-03-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.684(3)
_cell_angle_gamma                90
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_cell_length_c                   19.283(3)
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_cell_measurement_temperature    293(2)
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_cell_measurement_theta_min      4.597
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_computing_cell_refinement       'Bruker SMART'
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_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  '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  0.0560
_diffrn_reflns_av_unetI/netI     0.0600
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 1.000
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_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         24.997
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_exptl_absorpt_coefficient_mu    0.288
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6451
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
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_refine_ls_extinction_method     none
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_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1036
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_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0868P)^2^+2.7371P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
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_refine_ls_wR_factor_ref         0.1901
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_reflns_number_total             7817
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7qo00177k2.cif
_cod_data_source_block           cd16516
_cod_original_cell_volume        4434.0(10)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1553765
_shelx_estimated_absorpt_t_min   0.945
_shelx_estimated_absorpt_t_max   0.964
_shelxl_version_number           2013-4
_shelx_res_checksum              1429
_shelx_hkl_checksum              3239