Half-Sandwich Ruthenium Catalyst Bearing an Enantiopure Primary Amine Tethered to an N-Heterocyclic Carbene for Ketone Hydrogenation
Wan, Kai Y.; Sung, Molly M. H.; Lough, Alan J.; Morris, Robert H.; ACS Catalysis 7 (2017) 6827–; doi:10.1021/acscatal.7b02346

data_4514193
_publ_section_title
;
 Half-Sandwich Ruthenium Catalyst Bearing an Enantiopure Primary Amine
 Tethered to an N-Heterocyclic Carbene for Ketone Hydrogenation
;
_journal_issue                   10
_journal_name_full               'ACS Catalysis'
_journal_page_first              6827
_journal_paper_doi               10.1021/acscatal.7b02346
_journal_volume                  7
_journal_year                    2017
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C36 H38 Cu I N6,  1.21(C H2 Cl2)'
_chemical_formula_sum            'C37.21 H40.41 Cl2.41 Cu I N6'
_chemical_formula_weight         847.66
_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   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   16.9652(6)
_cell_length_b                   19.7318(8)
_cell_length_c                   24.8974(11)
_cell_measurement_reflns_used    9948
_cell_measurement_temperature    147(2)
_cell_measurement_theta_max      63.30
_cell_measurement_theta_min      3.15
_cell_volume                     8334.5(6)
_computing_cell_refinement       APEX2
_computing_data_collection       'APEX2 (Bruker, 2014)'
_computing_data_reduction        'SAINT (Bruker, 2014)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      147(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker Kappa APEX-DUO CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1098
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            183312
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.549
_diffrn_reflns_theta_max         67.549
_diffrn_reflns_theta_min         2.857
_diffrn_source                   'Bruker ImuS with multi-layer optics'
_exptl_absorpt_coefficient_mu    8.220
_exptl_absorpt_correction_T_max  0.7529
_exptl_absorpt_correction_T_min  0.4729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_description       plate
_exptl_crystal_F_000             3430
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.996
_refine_diff_density_min         -1.020
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details
; 
 Refined as an inversion twin. 
;
_refine_ls_abs_structure_Flack   0.002(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     870
_refine_ls_number_reflns         14795
_refine_ls_number_restraints     53
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0677
_refine_ls_R_factor_gt           0.0528
_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^)+(0.0778P)^2^+6.4184P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1367
_refine_ls_wR_factor_ref         0.1484
_reflns_Friedel_coverage         0.832
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.989
_reflns_number_gt                12060
_reflns_number_total             14795
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            cs7b02346_si_002.cif
_cod_data_source_block           9
_cod_depositor_comments          'Adding full bibliography for 4514193.cif.'
_cod_database_code               4514193
_shelx_shelxl_version_number     2014/7
_shelx_estimated_absorpt_t_min   0.335
_shelx_estimated_absorpt_t_max   0.684
_shelx_res_checksum              24190
_shelx_hkl_checksum              61127
_shelx_fab_checksum              4783