Pd-Catalyzed Cross-Coupling Reactions Promoted by Biaryl Phosphorinane Ligands
Laffoon, Summer D.; Chan, Vincent S.; Fickes, Michael G.; Kotecki, Brian; Ickes, Andrew R.; Henle, Jeremy; Napolitano, José G.; Franczyk, Thaddeus S.; Dunn, Travis B.; Barnes, David M.; Haight, Anthony R.; Henry, Rodger F.; Shekhar, Shashank; ACS Catalysis  (2019) 11691–; doi:10.1021/acscatal.9b03012

data_4516252
_publ_section_title
;
 Pd-Catalyzed Cross-Coupling Reactions Promoted by Biaryl Phosphorinane
 Ligands
;
_journal_name_full               'ACS Catalysis'
_journal_page_first              11691
_journal_paper_doi               10.1021/acscatal.9b03012
_journal_year                    2019
_chemical_formula_moiety         'C43 H57 Br N O3 P Pd, 1.5(C7H8)'
_chemical_formula_sum            'C53.5 H69 Br N O3 P Pd'
_chemical_formula_weight         991.37
_chemical_name_common            Ox_5f
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   17.7459(8)
_cell_length_b                   19.0935(8)
_cell_length_c                   53.801(3)
_cell_measurement_reflns_used    9594
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.567
_cell_measurement_theta_min      2.983
_cell_volume                     18229.5(15)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  CPAD
_diffrn_measurement_method       'Mixed Phi and Omega Scan'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1746
_diffrn_reflns_av_unetI/netI     0.1056
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_number            16123
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.751
_diffrn_reflns_theta_max         66.751
_diffrn_reflns_theta_min         1.642
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    4.987
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_description       Needle
_exptl_crystal_F_000             8272
_exptl_crystal_size_max          0.900
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_transmission_factor_max   1
_exptl_transmission_factor_min   0.543
_platon_squeeze_details
;
The structure is a channel solvate, containing a mixture of
 toluene and pentane (confirmed by single-crystal NMR analysis,
 but not possible to quantitate due to sample stability).
 Using an approximation of 24 molecules of toluene (1.5:1 ratio
 to Pd complex), the disordered solvent in the unit cell was
 treated as a diffuse contribution to the overall scattering
 without specific atom positions by SQUEEZE/PLATON.
;
_refine_diff_density_max         1.649
_refine_diff_density_min         -1.043
_refine_diff_density_rms         0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     934
_refine_ls_number_reflns         16123
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.1074
_refine_ls_R_factor_gt           0.0777
_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^)+(0.0937P)^2^+91.5852P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1899
_refine_ls_wR_factor_ref         0.1979
_reflns_Friedel_coverage         0.000
_reflns_number_gt                12903
_reflns_number_total             16123
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs9b03012_si_001.cif
_cod_data_source_block           Ox_5f
_cod_original_cell_volume        18229.6(14)
_cod_original_formula_sum        'C53.50 H69 Br N O3 P Pd'
_cod_database_code               4516252
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.094
_shelx_estimated_absorpt_t_max   0.635
_shelx_res_checksum              13379
_shelx_hkl_checksum              21039