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_7160814
_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_absolute_configuration ad
_chemical_formula_sum            'C18 H16 Cl N O'
_chemical_formula_weight         297.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_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                 105.442(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.1512(4)
_cell_length_b                   11.1221(6)
_cell_length_c                   9.7789(5)
_cell_measurement_reflns_used    5506
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      65.0570
_cell_measurement_theta_min      4.6913
_cell_volume                     749.70(7)
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      301(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'd8 venture'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0565
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            9245
_diffrn_reflns_point_group_measured_fraction_full 0.875
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        65.052
_diffrn_reflns_theta_max         65.052
_diffrn_reflns_theta_min         4.691
_exptl_absorpt_coefficient_mu    2.226
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_description       block
_exptl_crystal_F_000             312
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.043
_refine_ls_abs_structure_details
;
 Flack x determined using 704 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.317(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2246
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0403
_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^)+(0.0586P)^2^+0.1090P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1062
_reflns_Friedel_coverage         0.659
_reflns_Friedel_fraction_full    0.738
_reflns_Friedel_fraction_max     0.737
_reflns_number_gt                2023
_reflns_number_total             2246
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01374g2.cif
_cod_data_source_block           cu_20240418_lx4_64_1_0m
_cod_depositor_comments
'Adding full bibliography for 7160813--7160814.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7160814
_shelx_shelxl_version_number     2018/3
_shelx_res_checksum              44404