Synthesis and characterization of non-chelating ruthenium‒indenylidene olefin metathesis catalysts derived from substituted 1,1-diphenyl-2-propyn-1-ols
Yu, Baoyi; Xie, Yu; Hamad, Fatma B.; Leus, Karen; Lyapkov, Alex A.; Van Hecke, Kristof; Verpoort, Francis; New J. Chem. 39 (2015) 1858–; doi:10.1039/C4NJ02034K

data_7054597
_publ_section_title
;
 Synthesis and characterization of non-chelating ruthenium--indenylidene
 olefin metathesis catalysts derived from substituted
 1,1-diphenyl-2-propyn-1-ols
;
_journal_issue                   3
_journal_name_full               'New J. Chem.'
_journal_page_first              1858
_journal_paper_doi               10.1039/C4NJ02034K
_journal_volume                  39
_journal_year                    2015
_chemical_formula_moiety         'C51 H76 Cl2 P2 Ru'
_chemical_formula_sum            'C51 H76 Cl2 P2 Ru'
_chemical_formula_weight         923.03
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3'
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2013-12-17
_audit_creation_method
;
  Olex2 1.2
  (compiled 2013.04.25 svn.r2679, GUI svn.r4466)
;
_audit_update_record
;
2014-02-14 deposited with the CCDC.
2014-12-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            18
_cell_length_a                   46.1591(18)
_cell_length_b                   46.1591(18)
_cell_length_c                   13.9447(3)
_cell_measurement_reflns_used    5552
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      76.1590
_cell_measurement_theta_min      3.3230
_cell_volume                     25730.9(15)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector_area_resol_mean 10.4839
_diffrn_measured_fraction_theta_full 0.9938
_diffrn_measured_fraction_theta_max 0.9938
_diffrn_measurement_details
;
  1 omega  -90.00  -29.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      -43.5000  149.0000 -171.0000 61

  2 omega  145.00  176.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000   87.0000  136.0000 31

  3 omega   45.00  136.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -60.0000   10.0000 91

  4 omega -125.00  -81.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      -43.5000  -94.0000   60.0000 44

  5 omega -122.00  -91.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      -43.5000  -94.0000 -150.0000 31

  6 omega   49.00   90.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000 -120.0000 41

  7 omega   40.00   89.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000   90.0000 49

  8 omega  109.00  147.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000   15.0000  -90.0000 38

  9 omega  152.00  177.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000   15.0000  -90.0000 25

 10 omega   40.00   90.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -30.0000   30.0000 50

 11 omega   43.00   97.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000  -45.0000 -150.0000 54

 12 omega   83.00  121.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000   30.0000 -180.0000 38

 13 omega   83.00  178.00   1.0000   20.8500
omega____ theta____ kappa____ phi______ frames
    -      111.0000   30.0000   30.0000 95
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0028697000
_diffrn_orient_matrix_UB_12      0.0073929000
_diffrn_orient_matrix_UB_13      0.1062541000
_diffrn_orient_matrix_UB_21      0.0032694000
_diffrn_orient_matrix_UB_22      0.0337700000
_diffrn_orient_matrix_UB_23      -0.0285241000
_diffrn_orient_matrix_UB_31      -0.0382632000
_diffrn_orient_matrix_UB_32      -0.0170247000
_diffrn_orient_matrix_UB_33      -0.0104515000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0915
_diffrn_reflns_av_unetI/netI     0.0869
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -56
_diffrn_reflns_limit_k_max       57
_diffrn_reflns_limit_k_min       -55
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            35079
_diffrn_reflns_theta_full        74.50
_diffrn_reflns_theta_max         74.50
_diffrn_reflns_theta_min         3.83
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.804
_exptl_absorpt_correction_T_max  0.989
_exptl_absorpt_correction_T_min  0.980
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
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)
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.072
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             8820
_exptl_crystal_size_max          0.1586
_exptl_crystal_size_mid          0.0899
_exptl_crystal_size_min          0.0703
_refine_diff_density_max         1.346
_refine_diff_density_min         -0.930
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       0.000022(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     552
_refine_ls_number_reflns         11577
_refine_ls_number_restraints     288
_refine_ls_restrained_S_all      0.951
_refine_ls_R_factor_all          0.0932
_refine_ls_R_factor_gt           0.0628
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0950P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1603
_refine_ls_wR_factor_ref         0.1812
_reflns_number_gt                7611
_reflns_number_total             11577
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4nj02034k2.cif
_cod_data_source_block           fv061
_cod_depositor_comments
'Adding full bibliography for 7054596--7054603.cif.'
_cod_original_cell_volume        25731(2)
_cod_database_code               7054597
_chemical_oxdiff_formula         'C50 H50 Cl2 Ru P2'
_reflns_odcompleteness_completeness 99.38
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Restrained distances
 C1A-C2A
 1.5 with sigma of 0.01
 C2A-C3A
 1.36 with sigma of 0.01
 C3A-C4A
 1.48 with sigma of 0.01
 C4A-C9A
 1.4 with sigma of 0.01
 C9A-C1A
 1.5 with sigma of 0.01
 C4A-C5A
 1.39 with sigma of 0.01
 C5A-C6A
 1.39 with sigma of 0.01
 C6A-C7A
 1.39 with sigma of 0.01
 C7A-C8A
 1.39 with sigma of 0.01
 C8A-C9A
 1.39 with sigma of 0.01
 C10A-C11A
 1.39 with sigma of 0.01
 C11A-C12A
 1.39 with sigma of 0.01
 C12A-C13A
 1.39 with sigma of 0.01
 C13A-C14A
 1.39 with sigma of 0.01
 C14A-C15A
 1.39 with sigma of 0.01
 C15A-C10A
 1.39 with sigma of 0.01
 C1B-C2B
 1.5 with sigma of 0.01
 C2B-C3B
 1.36 with sigma of 0.01
 C3B-C4B
 1.48 with sigma of 0.01
 C4B-C9B
 1.4 with sigma of 0.01
 C9B-C1B
 1.5 with sigma of 0.01
 C4B-C5B
 1.39 with sigma of 0.01
 C5B-C6B
 1.39 with sigma of 0.01
 C6B-C7B
 1.39 with sigma of 0.01
 C7B-C8B
 1.39 with sigma of 0.01
 C8B-C9B
 1.39 with sigma of 0.01
 C10B-C11B
 1.39 with sigma of 0.01
 C11B-C12B
 1.39 with sigma of 0.01
 C12B-C13B
 1.39 with sigma of 0.01
 C13B-C14B
 1.39 with sigma of 0.01
 C14B-C15B
 1.39 with sigma of 0.01
 C15B-C10B
 1.39 with sigma of 0.01
 C10A-C12A
 2.4 with sigma of 0.02
 C11A-C13A
 2.4 with sigma of 0.02
 C12A-C14A
 2.4 with sigma of 0.02
 C13A-C15A
 2.4 with sigma of 0.02
 C14A-C10A
 2.4 with sigma of 0.02
 C15A-C11A
 2.4 with sigma of 0.02
 C1A-C3A
 2.35 with sigma of 0.02
 C2A-C4A
 2.3 with sigma of 0.02
 C3A-C9A
 2.34 with sigma of 0.02
 C4A-C1A
 2.36 with sigma of 0.02
 C9A-C2A
 2.36 with sigma of 0.02
 C4A-C8A
 2.4 with sigma of 0.02
 C9A-C7A
 2.4 with sigma of 0.02
 C8A-C6A
 2.4 with sigma of 0.02
 C7A-C5A
 2.4 with sigma of 0.02
 C6A-C4A
 2.4 with sigma of 0.02
 C5A-C9A
 2.4 with sigma of 0.02
 C10B-C12B
 2.4 with sigma of 0.02
 C11B-C13B
 2.4 with sigma of 0.02
 C12B-C14B
 2.4 with sigma of 0.02
 C13B-C15B
 2.4 with sigma of 0.02
 C14B-C10B
 2.4 with sigma of 0.02
 C15B-C11B
 2.4 with sigma of 0.02
 C1B-C3B
 2.35 with sigma of 0.02
 C2B-C4B
 2.3 with sigma of 0.02
 C3B-C9B
 2.34 with sigma of 0.02
 C4B-C1B
 2.36 with sigma of 0.02
 C9B-C2B
 2.36 with sigma of 0.02
 C4B-C8B
 2.4 with sigma of 0.02
 C9B-C7B
 2.4 with sigma of 0.02
 C8B-C6B
 2.4 with sigma of 0.02
 C7B-C5B
 2.4 with sigma of 0.02
 C6B-C4B
 2.4 with sigma of 0.02
 C5B-C9B
 2.4 with sigma of 0.02
3. Restrained planarity
 C10A, C11A, C12A, C13A, C14A, C15A
 with sigma of 0.01
 C10B, C11B, C12B, C13B, C14B, C15B
 with sigma of 0.01
 C1A, C2A, C3A, C4A, C9A, C5A, C6A, C7A, C8A
 with sigma of 0.01
 C1B, C2B, C3B, C4B, C9B, C5B, C6B, C7B, C8B
 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
C1A \\sim C2A \\sim C3A \\sim C4A \\sim C9A \\sim C5A \\sim C6A \\sim C7A \\sim C8A \\sim C10A \\sim C11A \\sim C12A \\sim C13A \\sim C14A \\sim C15A: within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
C1B \\sim C2B \\sim C3B \\sim C4B \\sim C9B \\sim C5B \\sim C6B \\sim C7B \\sim C8B \\sim C10B \\sim C11B \\sim C12B \\sim C13B \\sim C14B \\sim C15B: within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1A) = Uanis(C1B)
Uanis(C2A) = Uanis(C2B)
Uanis(C3A) = Uanis(C3B)
Uanis(C4A) = Uanis(C4B)
Uanis(C9A) = Uanis(C9B)
Uanis(C5A) = Uanis(C5B)
Uanis(C6A) = Uanis(C6B)
Uanis(C7A) = Uanis(C7B)
Uanis(C8A) = Uanis(C8B)
Uanis(C10A) = Uanis(C10B)
Uanis(C11A) = Uanis(C11B)
Uanis(C12A) = Uanis(C12B)
Uanis(C13A) = Uanis(C13B)
Uanis(C14A) = Uanis(C14B)
Uanis(C15A) = Uanis(C15B)
5. Others
 Sof(C10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(H12B)=Sof(C13B)=Sof(H13B)=
 Sof(C14B)=Sof(H14B)=Sof(C15B)=Sof(H15B)=Sof(C1B)=Sof(C2B)=Sof(H2B)=Sof(C3B)=
 Sof(C4B)=Sof(C9B)=Sof(C5B)=Sof(H5B)=Sof(C6B)=Sof(H6B)=Sof(C7B)=Sof(H7B)=
 Sof(C8B)=Sof(H8B)=1-FVAR(1)
 Sof(C10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(H12A)=Sof(C13A)=Sof(H13A)=
 Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(H15A)=Sof(C1A)=Sof(C2A)=Sof(H2A)=Sof(C3A)=
 Sof(C4A)=Sof(C9A)=Sof(C5A)=Sof(H5A)=Sof(C6A)=Sof(H6A)=Sof(C7A)=Sof(H7A)=
 Sof(C8A)=Sof(H8A)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C16(H16), C28(H28), C22(H22), C34(H34), C46(H46), C40(H40)
6.b Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,
 H21B), C33(H33A,H33B), C32(H32A,H32B), C31(H31A,H31B), C30(H30A,H30B),
 C29(H29A,H29B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B),
  C27(H27A,H27B), C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B), C38(H38A,
 H38B), C39(H39A,H39B), C47(H47A,H47B), C48(H48A,H48B), C49(H49A,H49B),
 C50(H50A,H50B), C51(H51A,H51B), C41(H41A,H41B), C42(H42A,H42B), C43(H43A,H43B),
  C44(H44A,H44B), C45(H45A,H45B)
6.c Aromatic/amide H refined with riding coordinates:
 C11A(H11A), C12A(H12A), C13A(H13A), C14A(H14A), C15A(H15A), C2A(H2A),
 C5A(H5A), C6A(H6A), C7A(H7A), C8A(H8A), C11B(H11B), C12B(H12B), C13B(H13B),
 C14B(H14B), C15B(H15B), C2B(H2B), C5B(H5B), C6B(H6B), C7B(H7B), C8B(H8B)
;