Radical selenylative cyclization of trifluoromethyl propargyl imines for the synthesis of trifluoromethyl- and seleno-azaspiro[4,5]-tetraenones and quinolines.
Wei, Guangming; Zhang, Jiajun; Wang, Haoyuan; Chen, Zhengkai; Wu, Xiao-Feng; Organic & biomolecular chemistry 21 (2023) 284–288; doi:10.1039/d2ob02033e

data_7159029
_publ_section_title
;
 Radical selenylative cyclization of trifluoromethyl propargyl imines for
 the synthesis of trifluoromethyl- and seleno-azaspiro[4,5]-tetraenones
 and quinolines.
;
_journal_issue                   2
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              284
_journal_page_last               288
_journal_paper_doi               10.1039/d2ob02033e
_journal_volume                  21
_journal_year                    2023
_chemical_formula_sum            'C23 H16 F3 N O0 Se'
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_audit_update_record
;
2022-07-21 deposited with the CCDC.	2022-12-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.483(4)
_cell_angle_gamma                90
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_cell_measurement_theta_min      2.31
_cell_volume                     977.0(6)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
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_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0890
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -2
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_diffrn_reflns_point_group_measured_fraction_full 0.938
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_diffrn_reflns_theta_max         27.609
_diffrn_reflns_theta_min         1.931
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_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.975
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details
;
 Flack x determined using 1001 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.012(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
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_refine_ls_number_reflns         3837
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.978
_refine_ls_R_factor_all          0.0612
_refine_ls_R_factor_gt           0.0456
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0600P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1106
_refine_ls_wR_factor_ref         0.1290
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_full    0.872
_reflns_Friedel_fraction_max     0.837
_reflns_number_gt                3067
_reflns_number_total             3837
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2ob02033e2.cif
_cod_data_source_block           3b_0m_b_tw
_cod_depositor_comments          'Adding full bibliography for 7159029.cif.'
_cod_original_cell_volume        977.1(6)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7159029
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.708
_shelx_estimated_absorpt_t_max   0.745
_shelx_res_checksum              9851