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_4516255
_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_absolute_configuration unk
_chemical_formula_moiety         'C46 H69 F3 N O7 P Pd S, C7 H8'
_chemical_formula_sum            'C53 H77 F3 N O7 P Pd S'
_chemical_formula_weight         1066.58
_chemical_name_common            Cpx_5c
_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_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 115.680(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.4741(4)
_cell_length_b                   16.7555(6)
_cell_length_c                   14.1454(5)
_cell_measurement_reflns_used    9864
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      65.030
_cell_measurement_theta_min      2.637
_cell_volume                     2664.51(17)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  CCD
_diffrn_measurement_method       'Mixed Phi and Omega Scan'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0419
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25547
_diffrn_reflns_point_group_measured_fraction_full 0.898
_diffrn_reflns_point_group_measured_fraction_max 0.897
_diffrn_reflns_theta_full        65.094
_diffrn_reflns_theta_max         65.094
_diffrn_reflns_theta_min         3.467
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    3.953
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1124
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.600
_exptl_crystal_size_min          0.200
_exptl_transmission_factor_max   1
_exptl_transmission_factor_min   0.552
_refine_diff_density_max         1.608
_refine_diff_density_min         -1.038
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details
;
 Flack x determined using 3210 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     727
_refine_ls_number_reflns         8167
_refine_ls_number_restraints     153
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0484
_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^)+(0.1000P)^2^+0.6170P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1353
_refine_ls_wR_factor_ref         0.1376
_reflns_Friedel_coverage         0.760
_reflns_Friedel_fraction_full    0.806
_reflns_Friedel_fraction_max     0.806
_reflns_number_gt                7852
_reflns_number_total             8167
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs9b03012_si_001.cif
_cod_data_source_block           Cpx_5c
_cod_original_cell_volume        2664.50(16)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               4516255
_shelx_shelxl_version_number     2016/6
_shelx_estimated_absorpt_t_min   0.144
_shelx_estimated_absorpt_t_max   0.505
_shelx_res_checksum              95089
_shelx_hkl_checksum              25806