Ketene Aminal Phosphates: Competent Substrates for Enantioselective Pd(0)-Catalyzed C‒H Functionalizations
Grosheva, Daria; Cramer, Nicolai; ACS Catalysis 7 (2017) 7417–; doi:10.1021/acscatal.7b02783

data_4514216
_publ_section_title
;
 Ketene Aminal Phosphates: Competent Substrates for Enantioselective
 Pd(0)-Catalyzed C--H Functionalizations
;
_journal_issue                   11
_journal_name_full               'ACS Catalysis'
_journal_page_first              7417
_journal_paper_doi               10.1021/acscatal.7b02783
_journal_volume                  7
_journal_year                    2017
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C42 H43 O P Si'
_chemical_formula_sum            'C42 H43 O P Si'
_chemical_formula_weight         622.82
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2016/6
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.36420(16)
_cell_length_b                   10.71104(15)
_cell_length_c                   30.9626(4)
_cell_measurement_reflns_used    17032
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.2540
_cell_measurement_theta_min      4.3480
_cell_volume                     3437.20(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'CIFTAB (Sheldrick, 2016)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1333
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_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     23.00  49.00   1.00    2.50    --   42.20-125.00 120.00   26
  2  \w     33.00  60.00   1.00    2.50    --   42.20-125.00  90.00   27
  3  \w     83.00 109.00   1.00    8.17    --  109.26 -94.00 -30.00   26
  4  \w     84.00 127.00   1.00    8.17    --  109.26 -45.00   0.00   43
  5  \w     81.00 158.00   1.00    8.17    --  109.26  30.00 -90.00   77
  6  \w    108.00 171.00   1.00    8.17    --  109.26 111.00 -90.00   63
  7  \w    106.00 177.00   1.00    8.17    --  109.26 103.00 -13.00   71
  8  \w    108.00 154.00   1.00    8.17    --  109.26 111.00  60.00   46
  9  \w    104.00 137.00   1.00    8.17    --  109.26 178.00 150.00   33
 10  \w     85.00 175.00   1.00    8.17    --  109.26  45.00 -30.00   90
 11  \w     40.00 114.00   1.00    8.17    --  109.26-111.00-150.00   74
 12  \w     45.00 139.00   1.00    8.17    --  109.26 -77.00-120.00   94
 13  \w     44.00 132.00   1.00    8.17    --  109.26 -30.00 -60.00   88
 14  \w     34.00  87.00   1.00    2.50    --   42.20-125.00-150.00   53
 15  \w     35.00 109.00   1.00    8.17    --  109.26-111.00 120.00   74
 16  \w    -93.00 -10.00   1.00    2.50    --  -42.20 125.00 -60.00   83
 17  \w   -114.00  -2.00   1.00    2.50    --  -42.20 -19.00-150.00  112
 18  \w   -114.00 -38.00   1.00    2.50    --  -42.20 -37.00 150.00   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0280
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            25069
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.371
_diffrn_reflns_theta_min         4.368
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.275
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.603
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.204
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.265
_exptl_crystal_size_mid          0.151
_exptl_crystal_size_min          0.071
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.035
_refine_ls_abs_structure_details
;
 Flack x determined using 2876 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.008(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     578
_refine_ls_number_reflns         7004
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0255
_refine_ls_R_factor_gt           0.0242
_refine_ls_shift/su_max          0.002
_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^+0.4376P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0605
_refine_ls_wR_factor_ref         0.0614
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.974
_reflns_number_gt                6771
_reflns_number_total             7004
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs7b02783_si_002.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 4514216--4514217.cif.'
_cod_original_cell_volume        3437.20(9)
_cod_database_code               4514216
_shelx_shelxl_version_number     2016/6
_shelx_res_checksum              27938
_shelx_hkl_checksum              64339