Specialized Ruthenium Olefin Metathesis Catalysts Bearing Bulky Unsymmetrical NHC Ligands: Computations, Synthesis, and Application
Małecki, Paweł; Gajda, Katarzyna; Gajda, Roman; Woźniak, Krzysztof; Trzaskowski, Bartosz; Kajetanowicz, Anna; Grela, Karol; ACS Catalysis 9 (2018) 587–; doi:10.1021/acscatal.8b04783

data_4515481
_publ_section_title
;
 Specialized Ruthenium Olefin Metathesis Catalysts Bearing Bulky
 Unsymmetrical NHC Ligands: Computations, Synthesis, and Application
;
_journal_issue                   1
_journal_name_full               'ACS Catalysis'
_journal_page_first              587
_journal_paper_doi               10.1021/acscatal.8b04783
_journal_volume                  9
_journal_year                    2018
_chemical_formula_moiety         'C53 H50 Cl2 N2 O Ru'
_chemical_formula_sum            'C53 H50 Cl2 N2 O Ru'
_chemical_formula_weight         902.92
_chemical_name_systematic
;
[N1-(2,6-Bis-(diphenylmethyl)-4-methylphenyl)-N2-benzyl)-2-imidazolidinylidene]
(2-isopropoxyphenylmethylene)ruthenium(II) chloride
;
_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   mixed
_audit_creation_date             2017-06-20
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_cell_angle_alpha                90
_cell_angle_beta                 98.1376(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.1600(2)
_cell_length_b                   10.12687(13)
_cell_length_c                   37.8176(6)
_cell_measurement_reflns_used    39470
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.8100
_cell_measurement_theta_min      1.7030
_cell_volume                     4989.19(13)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4391
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
  1 omega  -24.00  125.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818   37.0000   30.0000 149

  2 omega  -68.00   75.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818  -57.0000   90.0000 143

  3 omega  -20.00   83.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818  -99.0000  -90.0000 103

  4 omega  -17.00  135.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818   77.0000   90.0000 152

  5 omega   34.00  131.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818 -178.0000  -90.0000 97

  6 omega  -16.00  127.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818   57.0000 -150.0000 143

  7 omega  -68.00   75.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818  -57.0000  -30.0000 143

  8 omega  -17.00  135.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818   77.0000  -60.0000 152

  9 omega   -9.00   30.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -30.6193 -112.0000  162.3034 39

 10 omega  -20.00   49.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818  -99.0000    0.0000 69

 11 omega  -16.00  127.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818   57.0000 -180.0000 143

 12 omega  -16.00  127.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -       29.6818   57.0000   60.0000 143

 13 omega -135.00  -57.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -30.6193 -178.0000  120.0000 78

 14 omega -133.00  -55.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -30.6193  178.0000    0.0000 78

 15 omega    5.00   40.00   1.0000   40.0000
omega____ theta____ kappa____ phi______ frames
    -      -30.6193 -129.0000  -53.9631 35
;
_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      0.0150002000
_diffrn_orient_matrix_UB_12      -0.0381850000
_diffrn_orient_matrix_UB_13      -0.0141154000
_diffrn_orient_matrix_UB_21      0.0512716000
_diffrn_orient_matrix_UB_22      0.0222978000
_diffrn_orient_matrix_UB_23      0.0045649000
_diffrn_orient_matrix_UB_31      0.0104668000
_diffrn_orient_matrix_UB_32      -0.0543247000
_diffrn_orient_matrix_UB_33      0.0117875000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            180470
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.508
_diffrn_reflns_theta_min         1.581
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.458
_exptl_absorpt_correction_T_max  0.974
_exptl_absorpt_correction_T_min  0.939
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.34 (release 22-05-2014 CrysAlis171 .NET)
(compiled May 22 2014,16:03:01)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.202
_exptl_crystal_description
;
;
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.1782
_exptl_crystal_size_mid          0.0961
_exptl_crystal_size_min          0.0803
_refine_diff_density_max         1.295
_refine_diff_density_min         -2.748
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     564
_refine_ls_number_reflns         15249
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.199
_refine_ls_R_factor_all          0.0856
_refine_ls_R_factor_gt           0.0749
_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^)+29.2521P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1517
_refine_ls_wR_factor_ref         0.1561
_reflns_Friedel_coverage         0.000
_reflns_number_gt                13139
_reflns_number_total             15249
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            Ru_10.cif
_cod_data_source_block           Ru_10
_cod_original_cell_volume        4989.18(13)
_cod_database_code               4515481
_shelxl_version_number           2013-2
_chemical_oxdiff_formula         C53H50N2O1Cl2Ru1
_reflns_odcompleteness_completeness 99.98
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.44
_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. Same fragment restrains
{C38, C39, C40, C41, C42, C43} sigma for 1-2: 0.02, 1-3: 0.04
as
{C32A, C33A, C34A, C35A, C36A, C37A}
3. Others
 Sof(H31A)=Sof(C32A)=Sof(C33A)=Sof(H33A)=Sof(C34A)=Sof(H34A)=Sof(C35A)=
 Sof(H35A)=Sof(C36A)=Sof(H36A)=Sof(C37A)=Sof(H37A)=1-FVAR(1)
 Sof(H31)=Sof(C32)=Sof(C33)=Sof(H33)=Sof(C34)=Sof(H34)=Sof(C35)=Sof(H35)=
 Sof(C36)=Sof(H36)=Sof(C37)=Sof(H37)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C18(H18), C31(H31), C31(H31A), C51(H51)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B)
4.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C14(H14), C16(H16), C20(H20),
 C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C27(H27), C28(H28), C29(H29),
  C30(H30), C33(H33), C34(H34), C35(H35), C36(H36), C37(H37), C33A(H33A),
 C34A(H34A), C35A(H35A), C36A(H36A), C37A(H37A), C39(H39), C40(H40), C41(H41),
 C42(H42), C43(H43), C46(H46), C47(H47), C48(H48), C49(H49)
4.d Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C), C52(H52A,H52B,H52C), C53(H53A,H53B,H53C)
;
_olex2_submission_special_instructions 'No special instructions were received'