Ruthenium complexes with an N-heterocyclic carbene NNC-pincer ligand: preparation and catalytic properties
Mejuto, Carmen; García-Eleno, Marco A.; Guisado-Barrios, Gregorio; Spasyuk, Denis; Gusev, Dmitri; Peris, Eduardo; Organic Chemistry Frontiers 2 (2015) 936–; doi:10.1039/C5QO00137D

data_1553143
_publ_section_title
;
 Ruthenium complexes with an N-heterocyclic carbene NNC-pincer ligand:
 preparation and catalytic properties
;
_journal_issue                   8
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              936
_journal_paper_doi               10.1039/C5QO00137D
_journal_volume                  2
_journal_year                    2015
_chemical_formula_moiety
'C60 H58 Cl2 N8 P2 Ru2, 4(C H0.5 Cl3), 6(C H Cl3), 2(Cl)'
_chemical_formula_sum            'C70 H66 Cl34 N8 P2 Ru2'
_chemical_formula_weight         2488.68
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-04-02
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-04-22 deposited with the CCDC.
2015-06-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.9482(18)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.2500(2)
_cell_length_b                   16.9695(3)
_cell_length_c                   23.3436(4)
_cell_measurement_reflns_used    19393
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.2120
_cell_measurement_theta_min      3.8680
_cell_volume                     5093.95(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4051
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -50.00   42.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.2932   38.0000   30.0000 92

  2 omega  -73.00   47.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.2932   77.0000   90.0000 120

  3 omega  -73.00   47.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.2932   77.0000 -180.0000 120

  4 omega   57.00  130.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       37.2932  178.0000   30.0000 73

  5 omega   76.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524   45.0000  -30.0000 102

  6 omega   26.00   91.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524  -30.0000  -30.0000 65

  7 omega   26.00   91.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524  -30.0000   30.0000 65

  8 omega   20.00  109.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524  -94.0000 -150.0000 89

  9 omega   74.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524   61.0000    0.0000 104

 10 omega   20.00  109.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524  -94.0000  -90.0000 89

 11 omega  100.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524  111.0000  120.0000 78

 12 omega   26.00   91.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524  -30.0000 -150.0000 65

 13 omega -115.00   -5.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.2932  -57.0000    0.0000 110

 14 omega -115.00   -5.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.2932  -57.0000   90.0000 110

 15 omega -121.00   -1.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -37.2932  -77.0000  -90.0000 120

 16 omega   57.00  150.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524  178.0000 -120.0000 93

 17 omega   69.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524   30.0000 -120.0000 109

 18 omega   74.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524   61.0000  -90.0000 104

 19 omega   26.00  178.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      106.7524   15.0000  150.0000 152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0570818000
_diffrn_orient_matrix_UB_12      0.0225972000
_diffrn_orient_matrix_UB_13      0.0478524000
_diffrn_orient_matrix_UB_21      0.0369790000
_diffrn_orient_matrix_UB_22      0.0858419000
_diffrn_orient_matrix_UB_23      -0.0018573000
_diffrn_orient_matrix_UB_31      -0.0985864000
_diffrn_orient_matrix_UB_32      0.0191712000
_diffrn_orient_matrix_UB_33      -0.0482544000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            44887
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         65.984
_diffrn_reflns_theta_min         3.519
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    11.254
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_F_000             2476
_refine_diff_density_max         1.707
_refine_diff_density_min         -0.951
_refine_diff_density_rms         0.143
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     561
_refine_ls_number_reflns         8883
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.127
_refine_ls_R_factor_all          0.0901
_refine_ls_R_factor_gt           0.0721
_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^)+(0.1043P)^2^+25.8427P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1832
_refine_ls_wR_factor_ref         0.2154
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7247
_reflns_number_total             8883
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5qo00137d2.cif
_cod_data_source_block           str1664
_cod_original_cell_volume        5093.95(17)
_cod_database_code               1553143
_shelxl_version_number           2013-4
_chemical_oxdiff_formula         'C30 H29 N4 Cl P Ru'
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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. Restrained distances
 C0AA-Cl51
 1.74 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(Cl51) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Others
 Fixed Sof: Cl49(0.5) Cl52(0.75) Cl46(0.5) H6AA(0.5) H0AA(0.5) H0AB(0.5)
 H39(0.5) Cl48(0.5) Cl47(0.5) Cl0A(0.75) Cl1A(0.25)
5.a Ternary CH refined with riding coordinates:
 C35(H35), C6AA(H6AA), C0AA(H0AA), C0AA(H0AB), C39(H39), C38(H38)
5.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C7(H7A,H7B)
5.c Aromatic/amide H refined with riding coordinates:
 C22(H22), C30(H30), C18(H18), C24(H24), C13(H13), C28(H28), C26(H26),
 C16(H16), C14(H14), C3(H3), C32(H32), C25(H25), C21(H21), C34(H34), C19(H19),
 C10(H10), C20(H20), C4(H4), C31(H31), C33(H33), C15(H15), C27(H27)
5.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C)
;
_olex2_submission_special_instructions 'No special instructions were received'