Visible-light-induced intramolecular radical cascade of α-bromo-N-benzyl-alkylamides: a new strategy to synthesize tetracyclic N-fused indolo[2,1-a]isoquinolin-6(5H)-ones.
Gao, Xiaoshuang; Li, Chengyang; Yuan, Yao; Xie, Xiaomin; Zhang, Zhaoguo; Organic & biomolecular chemistry 18 (2020) 263–271; doi:10.1039/c9ob02294e

data_7157298
_publ_section_title
;
 Visible-light-induced intramolecular radical cascade of
 \a-bromo-N-benzyl-alkylamides: a new strategy to synthesize tetracyclic
 N-fused indolo[2,1-a]isoquinolin-6(5H)-ones.
;
_journal_issue                   2
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              263
_journal_page_last               271
_journal_paper_doi               10.1039/c9ob02294e
_journal_volume                  18
_journal_year                    2020
_chemical_formula_moiety         'C24 H19 N O'
_chemical_formula_sum            'C24 H19 N O'
_chemical_formula_weight         337.40
_chemical_name_systematic
5,5-dimethyl-12-phenylindolo[2,1-a]isoquinolin-6(5H)-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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2019-09-27 deposited with the CCDC.	2019-12-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.570(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
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_cell_length_c                   17.175(3)
_cell_measurement_reflns_used    8348
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      68.20
_cell_measurement_theta_min      5.28
_cell_volume                     1769.5(4)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      301(2)
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_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0230
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
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_diffrn_reflns_limit_k_min       -12
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_diffrn_reflns_point_group_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.288
_diffrn_reflns_theta_min         5.277
_exptl_absorpt_coefficient_mu    0.598
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.266
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_refine_diff_density_max         0.138
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_refine_diff_density_rms         0.026
_refine_ls_extinction_method     none
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_refine_ls_number_reflns         3197
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_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0502
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_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^)+(0.0602P)^2^+0.3171P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1152
_refine_ls_wR_factor_ref         0.1209
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2824
_reflns_number_total             3197
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ob02294e2.cif
_cod_data_source_block           t_a
_cod_depositor_comments          'Adding full bibliography for 7157298.cif.'
_cod_original_cell_volume        1769.6(4)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7157298
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.870
_shelx_estimated_absorpt_t_max   0.890
_shelx_res_checksum              47592