Radical Addition/Insertion/Cyclization Cascade Reaction To Assemble Phenanthridines from N-Arylacrylamide Using Cyano as a Bridge under Photoredox Catalysis.
Yu, Yulan; Cai, Zhiqiang; Yuan, Weiwen; Liu, Ping; Sun, Peipei; The Journal of organic chemistry 82 (2017) 8148–8156; doi:10.1021/acs.joc.7b01447

data_4032746
_publ_section_title
;
 Radical Addition/Insertion/Cyclization Cascade Reaction To Assemble
 Phenanthridines from N-Arylacrylamide Using Cyano as a Bridge under
 Photoredox Catalysis.
;
_journal_issue                   15
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              8148
_journal_page_last               8156
_journal_paper_doi               10.1021/acs.joc.7b01447
_journal_volume                  82
_journal_year                    2017
_chemical_formula_sum            'C20 H16 F N3 O'
_chemical_formula_weight         333.36
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
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_cell_length_a                   7.571(2)
_cell_length_b                   18.848(6)
_cell_length_c                   12.151(4)
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_computing_cell_refinement       'Bruker SAINT'
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_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0553
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_Laue_measured_fraction_full 0.999
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_diffrn_reflns_limit_h_max       9
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_diffrn_reflns_limit_k_min       -21
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_diffrn_reflns_number            9157
_diffrn_reflns_point_group_measured_fraction_full 0.999
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_diffrn_reflns_theta_full        25.010
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_min         2.069
_exptl_absorpt_coefficient_mu    0.093
_exptl_crystal_colour
;
;
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_description
;
;
_exptl_crystal_F_000             696
_exptl_crystal_size_max          0.270
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_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         2904
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.1156
_refine_ls_R_factor_gt           0.0585
_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^)+(0.0796P)^2^+0.0879P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1414
_refine_ls_wR_factor_ref         0.1719
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1567
_reflns_number_total             2904
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo7b01447_si_002.cif
_cod_data_source_block           20170329py_0m_a
_cod_database_code               4032746
_shelx_shelxl_version_number     2014/7
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_shelx_estimated_absorpt_t_max   0.980
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_shelx_hkl_checksum              41829