Pd-catalyzed enantioselective access to hydrocarbazolones containing contiguous quaternary and tertiary stereocenters
Sun, Hao; Yu, Cheng-Long; Zheng, Yu-Qing; Shu, Peng-Fei; Dong, Zhan; Xia, Yu-Chen; Liu, Wen-Bo; Chemical Science 16 (2025) 6425–6433; doi:10.1039/D4SC08215J

data_1574098
_publ_section_title
;
 Pd-catalyzed enantioselective access to hydrocarbazolones containing
 contiguous quaternary and tertiary stereocenters
;
_journal_issue                   15
_journal_name_full               'Chemical Science'
_journal_page_first              6425
_journal_page_last               6433
_journal_paper_doi               10.1039/D4SC08215J
_journal_volume                  16
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C23 H23 N O, 0.75[H2O]'
_chemical_formula_sum            'C23 H24.5 N O1.75'
_chemical_formula_weight         342.957
_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'
_symmetry_Int_Tables_number      4
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2ltb6z
_audit_creation_date             2024-09-20
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-12-04 deposited with the CCDC.	2025-03-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.154(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9633(2)
_cell_length_b                   18.6929(2)
_cell_length_c                   11.3785(2)
_cell_measurement_reflns_used    17272
_cell_measurement_temperature    301.56(10)
_cell_measurement_theta_max      74.7090
_cell_measurement_theta_min      3.8850
_cell_volume                     1906.46(6)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      301.56(10)
_diffrn_measured_fraction_theta_full 0.9964
_diffrn_measured_fraction_theta_max 0.9611
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0188
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.9964
_diffrn_reflns_Laue_measured_fraction_max 0.9611
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            26672
_diffrn_reflns_point_group_measured_fraction_full 0.9030
_diffrn_reflns_point_group_measured_fraction_max 0.8482
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         75.75
_diffrn_reflns_theta_min         3.88
_exptl_absorpt_coefficient_mu    0.585
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.195
_exptl_crystal_description       block
_exptl_crystal_F_000             736.263
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.1512
_refine_diff_density_min         -0.1257
_refine_diff_density_rms         0.0302
_refine_ls_abs_structure_details
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.08(9)
_refine_ls_d_res_high            0.7954
_refine_ls_d_res_low             11.3785
_refine_ls_extinction_coef       0.0026(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0472
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    78
_refine_ls_number_parameters     456
_refine_ls_number_reflns         6751
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.0471
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0796P)^2^+0.0382P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1226
_reflns_Friedel_coverage         0.728
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              20
_reflns_limit_k_min              -23
_reflns_limit_l_max              14
_reflns_limit_l_min              -14
_reflns_number_gt                5810
_reflns_number_total             6751
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            d4sc08215j2.cif
_cod_data_source_block           20230602-sunh_1_auto
_cod_depositor_comments
'Adding full bibliography for 1574097--1574098.cif.'
_cod_original_sg_symbol_Hall     ' P 2yb'
_cod_original_formula_sum        'C23 H24.5 N1 O1.75'
_cod_database_code               1574098
_olex2_refinement_description
;
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 32 electrons were 
found in a volume of 190\%A^3^ in 1 void per unit cell. 
This is consistent with the presence of 
0.75[H2O] per formula unit 
which account for 30 electrons 
per unit cell.
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'