Pd-catalysed, Ag-assisted C2–H alkenylation of benzophospholes
Tokura, Yu; Xu, Shibo; Kojima, Yuki; Miura, Masahiro; Hirano, Koji; Chemical Communications  (2022) –; doi:10.1039/D2CC04942B

data_7130850
_publ_section_title
;
 Pd-catalysed, Ag-assisted C2--H alkenylation of benzophospholes
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/D2CC04942B
_journal_year                    2022
_chemical_formula_moiety         'C38 H25 O P'
_chemical_formula_sum            'C38 H25 O P'
_chemical_formula_weight         528.55
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-06-22 deposited with the CCDC.	2022-10-12 downloaded from the CCDC.
;
_cell_angle_alpha                81.509(4)
_cell_angle_beta                 81.007(3)
_cell_angle_gamma                86.633(4)
_cell_formula_units_Z            2
_cell_length_a                   8.4130(3)
_cell_length_b                   10.9151(5)
_cell_length_c                   16.0946(7)
_cell_measurement_reflns_used    8085
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.6710
_cell_measurement_theta_min      2.1270
_cell_volume                     1442.82(11)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.822
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -13.00  16.00   0.50    4.95    --    9.13  64.00  89.00   58
  2  \w     28.00  59.00   0.50    4.95    --    9.13  64.00  89.00   62
  3  \w    -12.00  23.00   0.50    4.95    --    9.13 -57.00  60.00   70
  4  \w     -6.00  31.00   0.50    4.95    --   -8.66 -99.00 150.00   74
  5  \w    -25.00  48.00   0.50    4.95    --    9.13 -99.00 120.00  146
  6  \w    -24.00  25.00   0.50    4.95    --    9.13 -99.00  30.00   98
  7  \w    -20.00  28.00   0.50    4.95    --   -8.66 -99.00 -60.00   96
  8  \w    -26.00  47.00   0.50    4.95    --    9.13 -99.00-120.00  146
  9  \w    -41.00  30.00   0.50    4.95    --    9.13 -64.00 -46.00  142
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0657068000
_diffrn_orient_matrix_UB_12      -0.0126437000
_diffrn_orient_matrix_UB_13      -0.0313137000
_diffrn_orient_matrix_UB_21      0.0103706000
_diffrn_orient_matrix_UB_22      0.0645150000
_diffrn_orient_matrix_UB_23      -0.0122106000
_diffrn_orient_matrix_UB_31      0.0535816000
_diffrn_orient_matrix_UB_32      -0.0008077000
_diffrn_orient_matrix_UB_33      0.0300211000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_unetI/netI     0.0463
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.822
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            18696
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.822
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.972
_diffrn_reflns_theta_min         2.134
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.124
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.217
_exptl_crystal_description       prism
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.219
_exptl_crystal_size_min          0.103
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     361
_refine_ls_number_reflns         6900
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0645
_refine_ls_R_factor_gt           0.0461
_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^)+(0.0544P)^2^+0.1456P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1152
_refine_ls_wR_factor_ref         0.1241
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5057
_reflns_number_total             6900
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc04942b2.cif
_cod_data_source_block           tokura_211118_2
_cod_database_code               7130850
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C38 H25 P1 O1'
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C18(H18), C17(H17), C16(H16), C23(H23), C6(H6), C35(H35), C7(H7), C39(H39),
 C9(H9), C33(H33), C10(H10), C26(H26), C29(H29), C25(H25), C24(H24), C32(H32),
 C38(H38), C15(H15), C12(H12), C31(H31), C37(H37), C30(H30), C36(H36), C13(H13),
  C14(H14)
;
_shelx_res_checksum              37735
_shelx_hkl_checksum              98965
_shelx_fab_checksum              12868
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.451
_oxdiff_exptl_absorpt_empirical_full_min 0.753