Catalytic asymmetric construction of 1,5-remote Si- and C-stereocenters via desymmetrizing ene reaction of bis(methallyl)silanes
Cao, Qiuhui; Yang, Yuntian; Mei, Yiwen; Ji, Minghui; Wang, Fei; Feng, Xiaoming; Cao, Weidi; Chemical Science 16 (2025) 8454–8459; doi:10.1039/D5SC01054C

data_1574284
_publ_section_title
;
 Catalytic asymmetric construction of 1,5-remote Si- and C-stereocenters
 via desymmetrizing ene reaction of bis(methallyl)silanes
;
_journal_issue                   19
_journal_name_full               'Chemical Science'
_journal_page_first              8454
_journal_page_last               8459
_journal_paper_doi               10.1039/D5SC01054C
_journal_volume                  16
_journal_year                    2025
_chemical_absolute_configuration ad
_chemical_formula_moiety
'C56 H82 N4 Ni O4, 2(C2 F6 N O4 S2), 3(C4 H8 O)'
_chemical_formula_sum            'C72 H106 F12 N6 Ni O15 S4'
_chemical_formula_weight         1710.57
_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   mixed
_atom_sites_solution_primary     daul
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2025-01-20 deposited with the CCDC.	2025-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.1070(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   14.5272(5)
_cell_length_b                   18.2708(6)
_cell_length_c                   16.2000(5)
_cell_measurement_reflns_used    9240
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      79.37
_cell_measurement_theta_min      3.80
_cell_volume                     4011.4(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX5'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2019/1 (Sheldrick, 2019)'
_computing_structure_solution    'SHELXT (Sheldrick 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0511
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            88076
_diffrn_reflns_point_group_measured_fraction_full 0.973
_diffrn_reflns_point_group_measured_fraction_max 0.936
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         79.435
_diffrn_reflns_theta_min         2.924
_exptl_absorpt_coefficient_mu    2.132
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5440
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_description       rod
_exptl_crystal_F_000             1800
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: THF, Hexane'
_exptl_crystal_size_max          0.862
_exptl_crystal_size_mid          0.243
_exptl_crystal_size_min          0.128
_refine_diff_density_max         2.562
_refine_diff_density_min         -0.717
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details
; 
 Flack x determined using 6730 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.064(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1001
_refine_ls_number_reflns         16319
_refine_ls_number_restraints     19
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0611
_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^)+(0.1146P)^2^+3.3947P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1686
_refine_ls_wR_factor_ref         0.1737
_reflns_Friedel_coverage         0.840
_reflns_Friedel_fraction_full    0.946
_reflns_Friedel_fraction_max     0.883
_reflns_number_gt                15473
_reflns_number_total             16319
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc01054c2.cif
_cod_data_source_block           gsl024
_cod_depositor_comments
'Adding full bibliography for 1574283--1574284.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1574284
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_min   0.261
_shelx_estimated_absorpt_t_max   0.772
_shelx_res_checksum              45136