Cobalt-Catalyzed Hydrogenations via Olefin Cobaltate and Hydride Intermediates
Sandl, Sebastian; Maier, Thomas M.; van Leest, Nicolaas P.; Kröncke, Susanne; Chakraborty, Uttam; Demeshko, Serhiy; Koszinowski, Konrad; de Bruin, Bas; Meyer, Franc; Bodensteiner, Michael; Herrmann, Carmen; Wolf, Robert; Jacobi von Wangelin, Axel; ACS Catalysis 9 (2019) 7596–; doi:10.1021/acscatal.9b01584

data_4514645
_publ_section_title
;
 Cobalt-Catalyzed Hydrogenations via Olefin Cobaltate and Hydride
 Intermediates
;
_journal_issue                   8
_journal_name_full               'ACS Catalysis'
_journal_page_first              7596
_journal_paper_doi               10.1021/acscatal.9b01584
_journal_volume                  9
_journal_year                    2019
_chemical_formula_moiety         'C42 H46 Co N2, C3 H7'
_chemical_formula_sum            'C45 H53 Co N2'
_chemical_formula_weight         680.82
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-08-16
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2018.07.26 svn.r3523 for OlexSys, GUI svn.r5532)
;
_cell_angle_alpha                69.519(2)
_cell_angle_beta                 77.844(2)
_cell_angle_gamma                79.251(2)
_cell_formula_units_Z            2
_cell_length_a                   12.3103(3)
_cell_length_b                   12.6855(3)
_cell_length_c                   13.5302(4)
_cell_measurement_reflns_used    24500
_cell_measurement_temperature    123.0
_cell_measurement_theta_max      66.5460
_cell_measurement_theta_min      3.6640
_cell_volume                     1920.22(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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      123.0
_diffrn_detector_area_resol_mean 5.1773
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_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    -67.00  35.00   1.00    2.06    --  -40.71  37.00-150.00  102
  2  \w   -122.00   6.00   1.00    2.06    --  -40.71 -19.00  30.00  128
  3  \w      2.00  98.00   1.00    2.06    --   40.71-125.00 -60.00   96
  4  \w     18.00 121.00   1.00    8.26    --   92.64-125.00-120.00  103
  5  \w     14.00 126.00   1.00    8.26    --   92.64 -77.00-120.00  112
  6  \w     14.00 126.00   1.00    8.26    --   92.64 -77.00  60.00  112
  7  \w     15.00  69.00   1.00    8.26    --   92.64 -30.00-120.00   54
  8  \w     15.00  69.00   1.00    8.26    --   92.64 -30.00  60.00   54
  9  \w     18.00 121.00   1.00    8.26    --   92.64-125.00  60.00  103
 10  \w      3.00 158.00   1.00    8.26    --   92.64   0.00 -90.00  155
 11  \w   -115.00 -11.00   1.00    2.06    --  -40.71 -57.00 -30.00  104
 12  \w   -119.00  -7.00   1.00    2.06    --  -40.71 -77.00-120.00  112
 13  \w      7.00 119.00   1.00    2.06    --   40.71  77.00 150.00  112
 14  \w   -157.00 -53.00   1.00    8.26    --  -83.00 -61.00 120.00  104
 15  \w   -157.00 -53.00   1.00    8.26    --  -83.00 -61.00  60.00  104
 16  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00-150.00  113
 17  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00 -90.00  113
 18  \w     65.00 158.00   1.00    8.26    --   92.64  45.00 -30.00   93
 19  \w     62.00 158.00   1.00    8.26    --   92.64  30.00  60.00   96
 20  \w   -115.00 -11.00   1.00    2.06    --  -40.71 -57.00-120.00  104
 21  \w      2.00  98.00   1.00    2.06    --   40.71-125.00 120.00   96
 22  \w      7.00 119.00   1.00    2.06    --   40.71  77.00  60.00  112
 23  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00  30.00  113
 24  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00-180.00  113
 25  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00 -60.00  113
 26  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00-120.00  113
 27  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00 120.00  113
 28  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00   0.00  113
 29  \w   -119.00  -7.00   1.00    2.06    --  -40.71 -77.00 150.00  112
 30  \w   -115.00 -11.00   1.00    2.06    --  -40.71 -57.00  30.00  104
 31  \w      7.00 119.00   1.00    2.06    --   40.71  77.00  30.00  112
 32  \w   -162.00 -54.00   1.00    8.26    --  -83.00 -77.00  60.00  108
 33  \w   -162.00 -49.00   1.00    8.26    --  -83.00 -77.00 -30.00  113
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_unetI/netI     0.0305
_diffrn_reflns_Laue_measured_fraction_full 0.974
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            41777
_diffrn_reflns_point_group_measured_fraction_full 0.974
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        66.545
_diffrn_reflns_theta_max         66.545
_diffrn_reflns_theta_min         3.531
_exptl_absorpt_coefficient_mu    3.731
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54493
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.177
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_size_max          0.291
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.073
_refine_diff_density_max         0.232
_refine_diff_density_min         -0.513
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     442
_refine_ls_number_reflns         6603
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0320
_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^)+(0.0417P)^2^+0.6585P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0814
_refine_ls_wR_factor_ref         0.0825
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6358
_reflns_number_total             6603
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs9b01584_si_002.cif
_cod_data_source_block           ssc10a_red
_cod_database_code               4514645
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.772
_shelx_estimated_absorpt_t_min   0.410
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C25(H25), C28(H28), C37(H37), C40(H40)
2.b Secondary CH2 refined with riding coordinates:
 C43(H43A,H43B), C44(H44A,H44B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14),
 C16(H16), C17(H17), C18(H18), C21(H21), C22(H22), C23(H23), C33(H33), C34(H34),
  C35(H35)
2.d Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C29(H29A,H29B,H29C), C30(H30A,H30B,
 H30C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C), C41(H41A,H41B,H41C), C42(H42A,
 H42B,H42C), C45(H45A,H45B,H45C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              76030
_shelx_hkl_checksum              70037
_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
;