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_7133516
_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 N3 P Si'
_chemical_formula_sum            'C33 H54 N3 P Si'
_chemical_formula_weight         551.85
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -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                83.31(3)
_cell_angle_beta                 87.04(3)
_cell_angle_gamma                67.44(2)
_cell_formula_units_Z            2
_cell_length_a                   10.461(10)
_cell_length_b                   10.611(10)
_cell_length_c                   16.467(16)
_cell_measurement_reflns_used    9845
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.19
_cell_measurement_theta_min      2.34
_cell_volume                     1676(3)
_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      150(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_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  0.1013
_diffrn_reflns_av_unetI/netI     0.0529
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            89242
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.403
_diffrn_reflns_theta_min         2.090
_exptl_absorpt_coefficient_mu    0.142
_exptl_absorpt_correction_T_max  0.7218
_exptl_absorpt_correction_T_min  0.6779
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.093
_exptl_crystal_description       Rod
_exptl_crystal_F_000             604
_exptl_crystal_size_max          0.431
_exptl_crystal_size_mid          0.321
_exptl_crystal_size_min          0.215
_refine_diff_density_max         0.309
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         8352
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0694
_refine_ls_R_factor_gt           0.0447
_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^)+(0.0352P)^2^+0.7870P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0914
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6409
_reflns_number_total             8352
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc03108c2.cif
_cod_data_source_block           L2
_cod_depositor_comments
'Adding full bibliography for 7133516--7133523.cif.'
_cod_database_code               7133516
_shelx_shelxl_version_number     2014/7
_olex2_refinement_description
;
1. Others
 Fixed Uiso: H1(0.032) H2A(0.059) H2B(0.059) H2C(0.059) H3A(0.063) H3B(0.063)
 H3C(0.063) H4(0.024) H5A(0.037) H5B(0.037) H5C(0.037) H6A(0.045) H6B(0.045)
 H6C(0.045) H9(0.025) H10(0.03) H11(0.026) H13(0.02) H14A(0.038) H14B(0.038)
 H14C(0.038) H15A(0.034) H15B(0.034) H15C(0.034) H16(0.02) H17A(0.036)
 H17B(0.036) H17C(0.036) H18A(0.039) H18B(0.039) H18C(0.039) H21(0.023)
 H22(0.026) H23(0.028) H24(0.027) H25(0.023) H27A(0.048) H27B(0.048)
 H27C(0.048) H28A(0.039) H28B(0.039) H28C(0.039) H29A(0.045) H29B(0.045)
 H29C(0.045) H31A(0.034) H31B(0.034) H31C(0.034) H32A(0.039) H32B(0.039)
 H32C(0.039) H33A(0.035) H33B(0.035) H33C(0.035)
 Fixed X: H1(1.0068) H2A(1.1292) H2B(0.9676) H2C(1.0486) H3A(1.2105)
 H3B(1.1335) H3C(1.1013) H4(0.7935) H5A(0.6274) H5B(0.5861) H5C(0.6631)
 H6A(0.8779) H6B(0.9204) H6C(0.9948) H9(0.9196) H10(0.8548) H11(0.7085)
 H13(0.5817) H14A(0.5724) H14B(0.7309) H14C(0.6371) H15A(0.385) H15B(0.4642)
 H15C(0.4255) H16(0.8513) H17A(0.809) H17B(0.6849) H17C(0.7985) H18A(1.0468)
 H18B(1.0444) H18C(1.0813) H21(0.3987) H22(0.3322) H23(0.4005) H24(0.5331)
 H25(0.5954) H27A(0.7714) H27B(0.635) H27C(0.6476) H28A(0.947) H28B(0.8333)
 H28C(0.9173) H29A(0.9104) H29B(0.8676) H29C(0.765) H31A(0.1531) H31B(0.2833)
 H31C(0.2629) H32A(0.2177) H32B(0.3679) H32C(0.3506) H33A(0.1927) H33B(0.2844)
 H33C(0.3491)
 Fixed Y: H1(0.1682) H2A(0.0288) H2B(0.0665) H2C(0.141) H3A(0.1932)
 H3B(0.3116) H3C(0.3382) H4(0.3023) H5A(0.5115) H5B(0.4911) H5C(0.5933)
 H6A(0.4567) H6B(0.5012) H6C(0.3465) H9(-0.1541) H10(-0.2321) H11(-0.0741)
 H13(0.2907) H14A(0.2363) H14B(0.1643) H14C(0.0752) H15A(0.245) H15B(0.0859)
 H15C(0.1979) H16(0.1923) H17A(0.1003) H17B(0.1235) H17C(-0.0275) H18A(0.0603)
 H18B(-0.079) H18C(0.0257) H21(0.8114) H22(1.0499) H23(1.1574) H24(1.0269)
 H25(0.7895) H27A(0.6235) H27B(0.7173) H27C(0.5713) H28A(0.4262) H28B(0.359)
 H28C(0.3676) H29A(0.6435) H29B(0.6) H29C(0.7346) H31A(0.6515) H31B(0.5377)
 H31C(0.6959) H32A(0.522) H32B(0.4855) H32C(0.409) H33A(0.7607) H33B(0.8169)
 H33C(0.7335)
 Fixed Z: H1(0.2572) H2A(0.367) H2B(0.3848) H2C(0.4281) H3A(0.2809)
 H3B(0.3389) H3C(0.243) H4(0.4443) H5A(0.478) H5B(0.3897) H5C(0.398)
 H6A(0.5035) H6B(0.4132) H6C(0.4536) H9(0.2245) H10(0.3514) H11(0.4355)
 H13(0.3995) H14A(0.54) H14B(0.5129) H14C(0.5311) H15A(0.4456) H15B(0.434)
 H15C(0.3558) H16(0.1468) H17A(0.0322) H17B(0.097) H17C(0.09) H18A(0.0784)
 H18B(0.1262) H18C(0.1739) H21(0.0584) H22(0.0432) H23(0.1386) H24(0.2507)
 H25(0.2683) H27A(-0.0322) H27B(0.0134) H27C(-0.0111) H28A(0.0401) H28B(0.0538)
 H28C(0.13) H29A(0.09) H29B(0.1804) H29C(0.1283) H31A(0.1891) H31B(0.1498)
 H31C(0.1344) H32A(0.3246) H32B(0.3613) H32C(0.2869) H33A(0.3129) H33B(0.2493)
 H33C(0.3345)
;
_shelx_res_checksum              62706
_shelx_hkl_checksum              82758
_olex2_submission_special_instructions 'No special instructions were received'