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_1574283
_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         '2(C35 H34 Br N3 O2 Si)'
_chemical_formula_sum            'C70 H68 Br2 N6 O4 Si2'
_chemical_formula_weight         1273.30
_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     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2019/1
_audit_update_record
;
2024-10-25 deposited with the CCDC.	2025-03-28 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.8910(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.1097(2)
_cell_length_b                   31.4596(10)
_cell_length_c                   14.5274(4)
_cell_measurement_reflns_used    9758
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      68.33
_cell_measurement_theta_min      3.07
_cell_volume                     3218.55(16)
_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      143(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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  0.0504
_diffrn_reflns_av_unetI/netI     0.0500
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            38344
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.437
_diffrn_reflns_theta_min         3.071
_exptl_absorpt_coefficient_mu    2.369
_exptl_absorpt_correction_T_max  0.8689
_exptl_absorpt_correction_T_min  0.3737
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'SADABS (Krause et al., 2015)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_description       rod
_exptl_crystal_F_000             1320
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: THF, PE'
_exptl_crystal_size_max          0.652
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.140
_refine_diff_density_max         0.826
_refine_diff_density_min         -0.324
_refine_diff_density_rms         0.071
_refine_ls_abs_structure_details
; 
 Flack x determined using 5379 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.042(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     791
_refine_ls_number_reflns         11760
_refine_ls_number_restraints     23
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0428
_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^)+(0.0729P)^2^+1.0447P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1164
_refine_ls_wR_factor_ref         0.1170
_reflns_Friedel_coverage         0.953
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.988
_reflns_number_gt                11527
_reflns_number_total             11760
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5sc01054c2.cif
_cod_data_source_block           gsl032
_cod_depositor_comments
'Adding full bibliography for 1574283--1574284.cif.'
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               1574283
_shelx_shelxl_version_number     2019/1
_shelx_estimated_absorpt_t_min   0.307
_shelx_estimated_absorpt_t_max   0.733
_shelx_res_checksum              38104