A hybrid silylene-Pd catalyst: efficient C-N cross-coupling of sterically bulky amines and chiral amines.
Kaulage, Sandeep H.; Parvin, Nasrina; Khopade, Kishor V.; Khan, Shabana; Chemical communications (Cambridge, England) 60 (2024) 9958–9961; doi:10.1039/d4cc03108c

data_7133519
_publ_section_title
;
 A hybrid silylene-Pd catalyst: efficient C-N cross-coupling of sterically
 bulky amines and chiral amines.
;
_journal_issue                   73
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              9958
_journal_page_last               9961
_journal_paper_doi               10.1039/d4cc03108c
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C33 H54 Cl2 N3 P Pd Si'
_chemical_formula_sum            'C33 H54 Cl2 N3 P Pd Si'
_chemical_formula_weight         729.15
_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_date             2024-07-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2024-07-22 deposited with the CCDC.	2024-08-14 downloaded from the CCDC.
;
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 94.41(3)
_cell_angle_gamma                90.00(3)
_cell_formula_units_Z            2
_cell_length_a                   11.502(2)
_cell_length_b                   12.782(3)
_cell_length_c                   12.058(2)
_cell_measurement_reflns_used    9756
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.92
_cell_measurement_theta_min      2.33
_cell_volume                     1767.5(6)
_computing_data_collection       'Bruker APEX2'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0821
_diffrn_reflns_av_unetI/netI     0.0519
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            63801
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.419
_diffrn_reflns_theta_min         2.326
_exptl_absorpt_coefficient_mu    0.782
_exptl_absorpt_correction_T_max  0.7288
_exptl_absorpt_correction_T_min  0.6643
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_description       Rod
_exptl_crystal_F_000             764
_exptl_crystal_size_max          0.512
_exptl_crystal_size_mid          0.321
_exptl_crystal_size_min          0.158
_refine_diff_density_max         0.721
_refine_diff_density_min         -0.820
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.06(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         8840
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0351
_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^)+(0.0348P)^2^+1.1103P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0768
_refine_ls_wR_factor_ref         0.0795
_reflns_Friedel_coverage         0.916
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                8093
_reflns_number_total             8840
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc03108c2.cif
_cod_data_source_block           2
_cod_depositor_comments
'Adding full bibliography for 7133516--7133523.cif.'
_cod_database_code               7133519
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H1(0.02) H2A(0.034) H2B(0.034) H2C(0.034) H3A(0.034) H3B(0.034)
 H3C(0.034) H4(0.02) H5A(0.036) H5B(0.036) H5C(0.036) H6A(0.039) H6B(0.039)
 H6C(0.039) H9(0.021) H10(0.026) H11(0.023) H13(0.025) H14A(0.044) H14B(0.044)
 H14C(0.044) H15A(0.042) H15B(0.042) H15C(0.042) H16(0.018) H17A(0.031)
 H17B(0.031) H17C(0.031) H18A(0.036) H18B(0.036) H18C(0.036) H21(0.03)
 H22(0.039) H23(0.039) H24(0.033) H25(0.027) H27A(0.054) H27B(0.054)
 H27C(0.054) H28A(0.052) H28B(0.052) H28C(0.052) H29A(0.065) H29B(0.065)
 H29C(0.065) H31A(0.029) H31B(0.029) H31C(0.029) H32A(0.028) H32B(0.028)
 H32C(0.028) H33A(0.036) H33B(0.036) H33C(0.036)
 Fixed X: H1(0.7966) H2A(0.8751) H2B(0.8843) H2C(0.7862) H3A(0.7118)
 H3B(0.6297) H3C(0.6052) H4(0.6847) H5A(0.5181) H5B(0.5558) H5C(0.4526)
 H6A(0.5236) H6B(0.4965) H6C(0.6165) H9(1.1552) H10(1.1645) H11(1.0011)
 H13(0.7191) H14A(0.7606) H14B(0.8933) H14C(0.848) H15A(0.7008) H15B(0.7465)
 H15C(0.8354) H16(0.9054) H17A(1.0362) H17B(1.1227) H17C(0.9979) H18A(1.0581)
 H18B(1.0184) H18C(1.1357) H21(0.5813) H22(0.6008) H23(0.7834) H24(0.9499)
 H25(0.9319) H27A(0.8079) H27B(0.8729) H27C(0.8423) H28A(0.6339) H28B(0.5779)
 H28C(0.7073) H29A(0.5907) H29B(0.6437) H29C(0.5395) H31A(0.7266) H31B(0.8116)
 H31C(0.6736) H32A(0.6323) H32B(0.5713) H32C(0.6533) H33A(0.8571) H33B(0.8655)
 H33C(0.9265)
 Fixed Y: H1(0.4886) H2A(0.3686) H2B(0.324) H2C(0.2804) H3A(0.5067)
 H3B(0.4068) H3C(0.5117) H4(0.2107) H5A(0.1575) H5B(0.2613) H5C(0.2657)
 H6A(0.1685) H6B(0.2909) H6C(0.2445) H9(0.3917) H10(0.2166) H11(0.1332)
 H13(0.239) H14A(0.1543) H14B(0.1355) H14C(0.2515) H15A(0.0564) H15B(0.093)
 H15C(0.0429) H16(0.5567) H17A(0.6279) H17B(0.5305) H17C(0.5144) H18A(0.6606)
 H18B(0.5743) H18C(0.5581) H21(0.7777) H22(0.9191) H23(0.9689) H24(0.8772)
 H25(0.7358) H27A(0.4566) H27B(0.4659) H27C(0.5692) H28A(0.3625) H28B(0.4039)
 H28C(0.357) H29A(0.525) H29B(0.633) H29C(0.5776) H31A(0.7626) H31B(0.6685)
 H31C(0.6558) H32A(0.8676) H32B(0.7748) H32C(0.8567) H33A(0.8705) H33B(0.8401)
 H33C(0.7677)
 Fixed Z: H1(0.5055) H2A(0.6351) H2B(0.5121) H2C(0.5871) H3A(0.6666)
 H3B(0.6438) H3C(0.5734) H4(0.3909) H5A(0.2897) H5B(0.2275) H5C(0.3091)
 H6A(0.5019) H6B(0.511) H6C(0.5664) H9(0.3733) H10(0.3261) H11(0.2418)
 H13(0.1792) H14A(0.0149) H14B(0.0606) H14C(0.0317) H15A(0.1805) H15B(0.3031)
 H15C(0.2222) H16(0.3507) H17A(0.4901) H17B(0.4823) H17C(0.5301) H18A(0.2883)
 H18B(0.197) H18C(0.2753) H21(0.025) H22(-0.0926) H23(-0.1438) H24(-0.0755)
 H25(0.047) H27A(-0.1382) H27B(-0.0164) H27C(-0.0877) H28A(-0.073) H28B(0.0362)
 H28C(0.0451) H29A(-0.1641) H29B(-0.1159) H29C(-0.0576) H31A(0.4785)
 H31B(0.4512) H31C(0.4272) H32A(0.3414) H32B(0.2694) H32C(0.2123) H33A(0.3608)
 H33B(0.233) H33C(0.3288)
;
_shelx_res_checksum              8332
_shelx_hkl_checksum              52144
_olex2_submission_special_instructions 'No special instructions were received'