Visible light-mediated radical addition cascade cyclization of aryl isocyanides with tricarbonyls: rapid access to substituted phenanthridines and isoquinolines.
Manna, Sabyasachi; Sreedhara, Rahul Halanuru; Prabhu, Kandikere Ramaiah; Organic & biomolecular chemistry 22 (2024) 7786–7790; doi:10.1039/d4ob01405g

data_7160124
_publ_section_title
;
 Visible light-mediated radical addition cascade cyclization of aryl
 isocyanides with tricarbonyls: rapid access to substituted
 phenanthridines and isoquinolines.
;
_journal_issue                   38
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              7786
_journal_page_last               7790
_journal_paper_doi               10.1039/d4ob01405g
_journal_volume                  22
_journal_year                    2024
_chemical_formula_sum            'C24 H25 N O6'
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_audit_update_record
;
2024-03-30 deposited with the CCDC.	2024-08-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.174(7)
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_cell_volume                     1065.3(3)
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_diffrn_ambient_temperature      100(2)
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_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker D8 Quest'
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_diffrn_radiation_wavelength     0.71076
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.997
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_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
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_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
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_diffrn_reflns_point_group_measured_fraction_full 0.993
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_diffrn_reflns_theta_max         30.564
_diffrn_reflns_theta_min         3.105
_exptl_absorpt_coefficient_mu    0.095
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.320
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: DCM/Hexane'
_refine_diff_density_max         0.354
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.091
_refine_ls_abs_structure_details
;
 Flack x determined using 2814 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.17(19)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         6437
_refine_ls_number_restraints     1
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_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0336
_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^)+(0.0591P)^2^+0.0875P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.0925
_reflns_Friedel_coverage         0.908
_reflns_Friedel_fraction_full    0.988
_reflns_Friedel_fraction_max     0.973
_reflns_number_gt                6269
_reflns_number_total             6437
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ob01405g3.cif
_cod_data_source_block           338_b_reduced1_a
_cod_depositor_comments          'Adding full bibliography for 7160124.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7160124
_shelx_shelxl_version_number     2019/1
_shelx_res_checksum              60133