A combined experimental and computational study to decipher complexity in the asymmetric hydrogenation of imines with Ru catalysts bearing atropisomerizable ligands
León, Félix; Comas-Vives, Aleix; Álvarez, Eleuterio; Pizzano, Antonio; Catalysis Science & Technology 11 (2021) 2497–2511; doi:10.1039/D0CY02390F

data_1560262
_publ_section_title
;
 A combined experimental and computational study to decipher complexity in
 the asymmetric hydrogenation of imines with Ru catalysts bearing
 atropisomerizable ligands
;
_journal_issue                   7
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              2497
_journal_page_last               2511
_journal_paper_doi               10.1039/D0CY02390F
_journal_volume                  11
_journal_year                    2021
_chemical_absolute_configuration rm
_chemical_formula_moiety         'C55 H68 Cl2 N2 O3 P2 Ru, 0.5(C4 H10 O)'
_chemical_formula_sum            'C57 H73 Cl2 N2 O3.5 P2 Ru'
_chemical_formula_weight         1076.08
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_Hall           'P 1'
_space_group_name_H-M_alt        'P 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-11-22 deposited with the CCDC.	2021-02-03 downloaded from the CCDC.
;
_cell_angle_alpha                87.715(10)
_cell_angle_beta                 81.350(10)
_cell_angle_gamma                66.621(9)
_cell_formula_units_Z            4
_cell_length_a                   16.268(3)
_cell_length_b                   17.763(3)
_cell_length_c                   23.082(4)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      29.98
_cell_measurement_theta_min      2.20
_cell_volume                     6051.3(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
; 
 Bruker-Nonius X8kappa APEX II CCD area detector 
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_unetI/netI     0.0794
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            88132
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_min         1.528
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    0.441
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6575
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
program SADABS, Bruker (2001).
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.181
_exptl_crystal_description       plate
_exptl_crystal_F_000             2260
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.100
_refine_diff_density_max         2.573
_refine_diff_density_min         -2.038
_refine_diff_density_rms         0.198
_refine_ls_abs_structure_details
; 
 Flack x determined using 11897 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.246(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           fullcycle
_refine_ls_number_parameters     2387
_refine_ls_number_reflns         43430
_refine_ls_number_restraints     4119
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.1214
_refine_ls_R_factor_gt           0.0836
_refine_ls_shift/su_max          0.063
_refine_ls_shift/su_mean         0.012
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1805P)^2^+4.2049P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2425
_refine_ls_wR_factor_ref         0.2708
_reflns_Friedel_coverage         0.984
_reflns_Friedel_fraction_full    0.982
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                30603
_reflns_number_total             43430
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0cy02390f2.cif
_cod_data_source_block           1a
_cod_depositor_comments
;
Adding full bibliography for 1560262--1560266.cif.

2022-06-21
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C114 H146 Cl4 N4 O7 P4 Ru2'
_cod_original_formula_weight         2152.16
_cod_original_formula_moiety         '2(C55 H68 Cl2 N2 O3 P2 Ru), C4 H10 O'
_cod_original_formula_units_Z            2
_cod_original_cell_volume        6051.5(18)
_cod_database_code               1560262
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.843
_shelx_estimated_absorpt_t_max   0.957
_shelx_res_checksum              94532
_shelx_fab_checksum              53062