Cobalt-Catalyzed Regioselective Olefin Isomerization Under Kinetic Control.
Liu, Xufang; Zhang, Wei; Wang, Yujie; Zhang, Ze-Xin; Jiao, Lei; Liu, Qiang; Journal of the American Chemical Society 140 (2018) 6873–6882; doi:10.1021/jacs.8b01815

data_4132138
_publ_section_title
;
 Cobalt-Catalyzed Regioselective Olefin Isomerization Under Kinetic
 Control.
;
_journal_issue                   22
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              6873
_journal_page_last               6882
_journal_paper_doi               10.1021/jacs.8b01815
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         '2(C14 H25 Cl2 Co N2 P)'
_chemical_formula_sum            'C28 H50 Cl4 Co2 N4 P2'
_chemical_formula_weight         764.32
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-07-07
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_cell_angle_alpha                90
_cell_angle_beta                 91.037(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.9796(7)
_cell_length_b                   14.5630(7)
_cell_length_c                   17.6977(7)
_cell_measurement_reflns_used    5346
_cell_measurement_temperature    298
_cell_measurement_theta_max      65.3220
_cell_measurement_theta_min      3.9230
_cell_volume                     3602.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.27b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.27b (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      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2137
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_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   -110.00 -16.00   1.00    1.00    --  -40.81 -38.00-150.00   94
  2  \w    -62.00  32.00   1.00    1.00    --  -40.81  38.00  30.00   94
  3  \w    -62.00  26.00   1.00    1.00    --  -40.81  57.00 150.00   88
  4  \w     96.00 158.00   1.00    6.00    --   89.35 125.00 150.00   62
  5  \w     87.00 113.00   1.00    6.00    --   89.35-125.00  60.00   26
  6  \w     52.00 119.00   1.00    6.00    --   89.35-125.00-120.00   67
  7  \w     36.00 105.00   1.00    6.00    --   89.35-125.00  30.00   69
  8  \w     12.00 106.00   1.00    6.00    --   89.35 -95.00  90.00   94
  9  \w     65.00  91.00   1.00    6.00    --   89.35  30.00 150.00   26
 10  \w    112.00 163.00   1.00    6.00    --   89.35  30.00 150.00   51
 11  \w     76.00 143.00   1.00    6.00    --   89.35  45.00 -60.00   67
 12  \w     64.00 165.00   1.00    6.00    --   89.35  30.00-120.00  101
 13  \w     53.00 114.00   1.00    6.00    --   89.35 -45.00  60.00   61
 14  \w     31.00 118.00   1.00    6.00    --   89.35 -61.00-150.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0837429000
_diffrn_orient_matrix_UB_12      -0.0683266000
_diffrn_orient_matrix_UB_13      -0.0053916000
_diffrn_orient_matrix_UB_21      -0.0675225000
_diffrn_orient_matrix_UB_22      -0.0711446000
_diffrn_orient_matrix_UB_23      -0.0371197000
_diffrn_orient_matrix_UB_31      0.0238903000
_diffrn_orient_matrix_UB_32      0.0382711000
_diffrn_orient_matrix_UB_33      -0.0785725000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0555
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            22680
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        65.822
_diffrn_reflns_theta_max         65.822
_diffrn_reflns_theta_min         3.931
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    10.966
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.24541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.27b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.409
_exptl_crystal_description       block
_exptl_crystal_F_000             1592
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.765
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.089
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         6183
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0846
_refine_ls_R_factor_gt           0.0649
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1091P)^2^+4.6803P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1988
_refine_ls_wR_factor_ref         0.2123
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4662
_reflns_number_total             6183
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b01815_si_002.cif
_cod_data_source_block           20170307
_cod_database_code               4132138
_shelx_shelxl_version_number     2014/7
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     61.08
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 H9C-H00V
 2.3 with sigma of 0.02
3. Others
 Fixed Sof: H1AA(0.5) HB(0.5) HC(0.5) HD(0.5) HE(0.5) HF(0.5) C0(0.5) H0(0.5)
 C1(0.5) H1(0.5) C2(0.5) H2A(0.5) H2B(0.5) H2C(0.5) C3(0.5) H3A(0.5) H3B(0.5)
 H3C(0.5) C4(0.5) H4A(0.5) H4B(0.5) H4C(0.5) C5(0.5) H5(0.5) C6(0.5) H6A(0.5)
 H6B(0.5) H6C(0.5) C7(0.5) H7(0.5) C8(0.5) H8A(0.5) H8B(0.5) H8C(0.5) C9(0.5)
 H9A(0.5) H9B(0.5) H9C(0.5)
4.a Ternary CH refined with riding coordinates:
 N00A(H00K), N00B(H00B), C00R(H00), C00V(H00V), C0(H0), C1(H1), C5(H5), C7(H7)
4.b Secondary CH2 refined with riding coordinates:
 C00G(H00P,H00Q), C00K(H00T,H00W), C00M(H00A,H00C), C00N(H00D,H00E), C00Q(H00F,
 H00G), C00S(H0AA,HA)
4.c Me refined with riding coordinates:
 C00T(H1AA,HB,HC), C00T(HD,HE,HF)
4.d Aromatic/amide H refined with riding coordinates:
 C00E(H00M), C00F(H00N), C00H(H00R), C00J(H00S), C00L(H00L), C00O(H00O),
 C00U(H00U), C00Y(H00Y)
4.e Idealised Me refined as rotating group:
 C00P(H00X,H00Z,H), C00W(H2AA,HG,HH), C00Z(H00H,H00I,H00J), C2(H2A,H2B,H2C),
 C012(H01A,H01B,H01C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C6(H6A,H6B,H6C),
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 3.337
_oxdiff_exptl_absorpt_empirical_full_min 0.604