Copper(I) Catalyzed Synthesis of Functionalized Indolizinones from Substituted Pyridine Homologated Ynones.
Sahoo, Sushree Ranjan; Sarkar, Debayan; Henkel, Felix; Reuter, Hans; The Journal of organic chemistry  (2019) –; doi:10.1021/acs.joc.9b02853

data_4037756
_publ_section_title
;
 Copper(I) Catalyzed Synthesis of Functionalized Indolizinones from
 Substituted Pyridine Homologated Ynones.
;
_journal_name_full               'The Journal of organic chemistry'
_journal_paper_doi               10.1021/acs.joc.9b02853
_journal_year                    2019
_chemical_formula_sum            'C27 H19 N O Se2'
_chemical_formula_weight         531.35
_space_group_crystal_system      triclinic
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_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     intrinsic
_audit_creation_method           SHELXL-2014/7
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_cell_angle_beta                 93.759(2)
_cell_angle_gamma                102.371(2)
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_cell_length_b                   10.7087(4)
_cell_length_c                   21.7096(8)
_cell_measurement_reflns_used    9183
_cell_measurement_temperature    100(2)
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_cell_measurement_theta_min      2.30
_cell_volume                     2190.20(15)
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_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
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_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
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_diffrn_reflns_theta_max         27.409
_diffrn_reflns_theta_min         2.181
_exptl_absorpt_coefficient_mu    3.396
_exptl_absorpt_correction_T_max  0.532
_exptl_absorpt_correction_T_min  0.277
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_description       bloc
_exptl_crystal_F_000             1056
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_exptl_crystal_size_min          0.165
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_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
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_refine_ls_matrix_type           full
_refine_ls_number_parameters     567
_refine_ls_number_reflns         9948
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0292
_refine_ls_R_factor_gt           0.0215
_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^)+(0.0243P)^2^+1.0455P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0498
_refine_ls_wR_factor_ref         0.0525
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8522
_reflns_number_total             9948
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b02853_si_003.cif
_cod_data_source_block           HF2019_8_0m_a
_cod_database_code               4037756
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.322
_shelx_estimated_absorpt_t_max   0.604
_shelx_res_checksum              82860
_shelx_hkl_checksum              93078