Synthesis of tetrahydropyrrolo[1,2-<i>a</i>]quinolinone analogues <i>via</i> CoCl<sub>2</sub>/AgSbF<sub>6</sub>-catalyzed cyclization of unactivated <i>N</i>,<i>O</i>-acetals with olefins.
Li, Xin; Zhang, Yu; Zhang, Yu-Ying; Si, Chang-Mei; Wang, Qiao-E; Wei, Bang-Guo; Organic & biomolecular chemistry 23 (2025) 10200–10213; doi:10.1039/d5ob01374g

data_7160813
_publ_section_title
;
 Synthesis of tetrahydropyrrolo[1,2-<i>a</i>]quinolinone analogues
 <i>via</i> CoCl<sub>2</sub>/AgSbF<sub>6</sub>-catalyzed cyclization of
 unactivated <i>N</i>,<i>O</i>-acetals with olefins.
;
_journal_issue                   44
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              10200
_journal_page_last               10213
_journal_paper_doi               10.1039/d5ob01374g
_journal_volume                  23
_journal_year                    2025
_chemical_formula_sum            'C19 H19 N O2'
_chemical_formula_weight         293.35
_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'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc2mpp01
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2025-03-25 deposited with the CCDC.	2025-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.229(17)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.821(9)
_cell_length_b                   8.608(3)
_cell_length_c                   8.127(4)
_cell_measurement_reflns_used    6099
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      64.7582
_cell_measurement_theta_min      4.0672
_cell_volume                     1520.2(11)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  d8_venture
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1005
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            28991
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        65.397
_diffrn_reflns_theta_max         65.397
_diffrn_reflns_theta_min         4.069
_exptl_absorpt_coefficient_mu    0.658
_exptl_absorpt_correction_T_max  0.7526
_exptl_absorpt_correction_T_min  0.6550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.952
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2589
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.952
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0924
_refine_ls_shift/su_max          0.025
_refine_ls_shift/su_mean         0.005
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1442P)^2^+3.2515P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2725
_refine_ls_wR_factor_ref         0.2937
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1914
_reflns_number_total             2589
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01374g2.cif
_cod_data_source_block           cu_20240224_lx3_151_2_0m_pl
_cod_depositor_comments
'Adding full bibliography for 7160813--7160814.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7160813
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              7043