Highly Enantioselective Cobalt-Catalyzed Hydrosilylation of Alkenes.
Cheng, Biao; Lu, Peng; Zhang, Heyi; Cheng, Xinpeng; Lu, Zhan; Journal of the American Chemical Society  (2017) –; doi:10.1021/jacs.7b04137

data_4126264
_publ_section_title
;
 Highly Enantioselective Cobalt-Catalyzed Hydrosilylation of Alkenes.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b04137
_journal_year                    2017
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C18 H18 Si'
_chemical_formula_sum            'C18 H18 Si'
_chemical_formula_weight         262.41
_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'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2017-04-06
_audit_creation_method
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Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5324)
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_cell_angle_alpha                90
_cell_angle_beta                 112.265(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.3968(5)
_cell_length_b                   5.98855(18)
_cell_length_c                   11.9533(6)
_cell_measurement_reflns_used    3305
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      66.7706
_cell_measurement_theta_min      3.9929
_cell_volume                     754.99(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 5.1796
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_details
;
  1 omega   15.00   94.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       41.1938   38.0000  -90.0000 79

  2 omega  -32.00   68.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       41.1938  -38.0000   90.0000 100

  3 omega   16.00   86.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       41.1938 -125.0000   30.0000 70

  4 omega -116.00  -89.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -      -83.0000  125.0000 -150.0000 27

  5 omega   14.00   80.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -15.0000  150.0000 66

  6 omega   27.00   72.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000   30.0000 45

  7 omega   69.00  111.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000   60.0000 42

  8 omega   67.00  168.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000  150.0000 101

  9 omega   38.00   70.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000  120.0000 32

 10 omega   54.00  106.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -77.0000  120.0000 52

 11 omega   42.00   69.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000  -90.0000 27

 12 omega  108.00  150.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -15.0000  150.0000 42

 13 omega  126.00  159.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000   45.0000   60.0000 33

 14 omega   12.00  128.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -93.0000   12.0000 116

 15 omega   19.00   60.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -45.0000 -120.0000 41

 16 omega   33.00  123.00   1.0000    8.0000
omega____ theta____ kappa____ phi______ frames
    -       93.5000  -78.0000 -153.0000 90
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0207433000
_diffrn_orient_matrix_UB_12      -0.2104245000
_diffrn_orient_matrix_UB_13      -0.0793729000
_diffrn_orient_matrix_UB_21      -0.1440887000
_diffrn_orient_matrix_UB_22      0.0172962000
_diffrn_orient_matrix_UB_23      -0.0323208000
_diffrn_orient_matrix_UB_31      -0.0129539000
_diffrn_orient_matrix_UB_32      0.1467109000
_diffrn_orient_matrix_UB_33      -0.1098213000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0527
_diffrn_reflns_av_unetI/netI     0.0480
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4415
_diffrn_reflns_point_group_measured_fraction_full 0.895
_diffrn_reflns_point_group_measured_fraction_max 0.895
_diffrn_reflns_theta_full        66.882
_diffrn_reflns_theta_max         66.882
_diffrn_reflns_theta_min         3.996
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.219
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.63301
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.154
_exptl_crystal_description       block
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.07(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     179
_refine_ls_number_reflns         2404
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0631
_refine_ls_R_factor_gt           0.0615
_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^)+(0.1225P)^2^+0.0161P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1604
_refine_ls_wR_factor_ref         0.1652
_reflns_Friedel_coverage         0.642
_reflns_Friedel_fraction_full    0.783
_reflns_Friedel_fraction_max     0.782
_reflns_number_gt                2295
_reflns_number_total             2404
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja7b04137_si_003.cif
_cod_data_source_block           170401_cb9100_cu
_cod_database_code               4126264
_shelx_shelxl_version_number     2016/6
_chemical_oxdiff_formula         'c10 h10 n2 o8 Si1'
_shelx_estimated_absorpt_t_max   0.711
_shelx_estimated_absorpt_t_min   0.655
_reflns_odcompleteness_completeness 99.72
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     64.99
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All Si(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C9(H9), C10(H10), C14(H14), C15(H15),
 C16(H16), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_shelx_res_checksum              21109
_shelx_hkl_checksum              42746
_olex2_submission_special_instructions 'No special instructions were received'