Pd-catalysed C-H alkynylation of benzophospholes.
Tokura, Yu; Xu, Shibo; Yasui, Kosuke; Nishii, Yuji; Hirano, Koji; Chemical communications (Cambridge, England) 60 (2024) 2792–2795; doi:10.1039/d3cc05994d

data_7132694
_publ_section_title
;
 Pd-catalysed C-H alkynylation of benzophospholes.
;
_journal_issue                   20
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2792
_journal_page_last               2795
_journal_paper_doi               10.1039/d3cc05994d
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C39 H51 O P Si'
_chemical_formula_sum            'C39 H51 O P Si'
_chemical_formula_weight         594.85
_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             2023-05-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-07-07 deposited with the CCDC.	2024-02-09 downloaded from the CCDC.
;
_cell_angle_alpha                85.750(2)
_cell_angle_beta                 69.641(2)
_cell_angle_gamma                64.337(3)
_cell_formula_units_Z            4
_cell_length_a                   14.1352(4)
_cell_length_b                   15.4491(5)
_cell_length_c                   19.4502(6)
_cell_measurement_reflns_used    25319
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      30.5470
_cell_measurement_theta_min      2.2660
_cell_volume                     3574.6(2)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.791
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0539
_diffrn_reflns_av_unetI/netI     0.0638
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.791
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            50267
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.791
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.637
_diffrn_reflns_theta_min         2.243
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.139
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.81a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_description       block
_exptl_crystal_size_max          0.595
_exptl_crystal_size_mid          0.292
_exptl_crystal_size_min          0.145
_refine_diff_density_max         1.669
_refine_diff_density_min         -0.721
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     781
_refine_ls_number_reflns         17437
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.1073
_refine_ls_R_factor_gt           0.0916
_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^)+(0.1306P)^2^+13.1032P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2915
_refine_ls_wR_factor_ref         0.3000
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13472
_reflns_number_total             17437
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3cc05994d2.cif
_cod_data_source_block           ov_tokura_230516_1_autored
_cod_depositor_comments
;
Adding full bibliography for 7132694--7132697.cif.

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C78 H102 O2 P2 Si2'
_cod_original_formula_weight         1189.71
_cod_original_formula_moiety         '2(C39 H51 O P Si)'
_cod_original_formula_units_Z            2
_cod_database_code               7132694
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.980
_shelx_estimated_absorpt_t_min   0.922
_oxdiff_exptl_absorpt_empirical_full_min 0.614
_oxdiff_exptl_absorpt_empirical_full_max 1.513
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C35(H35), C77(H77), C30(H30), C72(H72), C74(H74), C32(H32)
2.b Aromatic/amide H refined with riding coordinates:
 C63(H63), C62(H62), C50(H50), C21(H21), C20(H20), C17(H17), C18(H18),
 C59(H59), C47(H47), C5(H5), C48(H48), C6(H6), C3(H3), C60(H60), C11(H11),
 C15(H15), C57(H57), C14(H14), C53(H53), C13(H13), C12(H12), C56(H56), C54(H54),
  C55(H55)
2.c Idealised Me refined as rotating group:
 C82(H82A,H82B,H82C), C83(H83A,H83B,H83C), C37(H37A,H37B,H37C), C40(H40A,H40B,
 H40C), C73(H73A,H73B,H73C), C41(H41A,H41B,H41C), C79(H79A,H79B,H79C), C84(H84A,
 H84B,H84C), C36(H36A,H36B,H36C), C23(H23A,H23B,H23C), C31(H31A,H31B,H31C),
 C78(H78A,H78B,H78C), C38(H38A,H38B,H38C), C24(H24A,H24B,H24C), C25(H25A,H25B,
 H25C), C65(H65A,H65B,H65C), C66(H66A,H66B,H66C), C34(H34A,H34B,H34C), C80(H80A,
 H80B,H80C), C33(H33A,H33B,H33C), C76(H76A,H76B,H76C), C42(H42A,H42B,H42C),
 C67(H67A,H67B,H67C), C75(H75A,H75B,H75C)
;
_shelx_res_checksum              2813
_shelx_hkl_checksum              36527
_olex2_submission_special_instructions 'No special instructions were received'