Modifications of substituents on the chelating oxygen atom in stereoretentive Hoveyda–Grubbs-type complexes and their influence on catalytic properties
Matveeva, Maria; Trzaskowski, Bartosz; Kajetanowicz, Anna; Catalysis Science & Technology 15 (2025) 783–793; doi:10.1039/D4CY01357C

data_1573582
_publ_section_title
;
 Modifications of substituents on the chelating oxygen atom in
 stereoretentive Hoveyda--Grubbs-type complexes and their influence on
 catalytic properties
;
_journal_issue                   3
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              783
_journal_page_last               793
_journal_paper_doi               10.1039/D4CY01357C
_journal_volume                  15
_journal_year                    2025
_chemical_formula_moiety         'C41 H40 Cl2 N2 O Ru S2'
_chemical_formula_sum            'C41 H40 Cl2 N2 O Ru S2'
_chemical_formula_weight         812.84
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-09-05
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2024-06-13 deposited with the CCDC.	2024-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   8.31031(8)
_cell_length_b                   20.0084(2)
_cell_length_c                   44.3627(5)
_cell_measurement_reflns_used    13197
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      72.8910
_cell_measurement_theta_min      3.9750
_cell_volume                     7376.45(13)
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -74.00 -49.00   0.50    0.10    --    0.00 144.00 174.00   50
  2  \w     18.00  63.00   0.50    0.10    --    0.00  51.00 134.00   90
  3  \w    -43.00 -18.00   0.50    0.10    --    0.00 127.00   5.00   50
  4  \w    -85.00  -9.00   0.50    0.10    --    0.00 -77.00-120.00  152
  5  \w    -82.00 -57.00   0.50    0.50    --  -54.00 -51.00 -11.00   50
  6  \w    -84.00 -13.00   0.50    0.50    --  -54.00 127.00   5.00  142
  7  \w   -121.00 -77.00   0.50    0.50    --  -54.00-144.00 119.00   88
  8  \w   -106.00 -40.00   0.50    0.50    --  -54.00 -69.00 168.00  132
  9  \w     53.00  78.00   0.50    0.50    --   55.96  51.00 134.00   50
 10  \w     67.00 105.00   0.50    0.50    --   55.96 -99.00  60.00   76
 11  \w    122.00 148.00   0.50    3.00    --  111.93 -69.00 168.00   52
 12  \w    121.00 150.00   0.50    3.00    --  111.93 -51.00 -11.00   58
 13  \w     31.00  89.00   0.50    3.00    --  111.93 -69.00 168.00  116
 14  \w    101.00 126.00   0.50    3.00    --  111.93  69.00 -59.00   50
 15  \w     51.00 117.00   0.50    3.00    --  111.93 -51.00 -11.00  132
 16  \w     64.00  97.00   0.50    3.00    --  111.93 -94.00 -30.00   66
 17  \w     61.00  96.00   0.50    3.00    --  111.93 -94.00  60.00   70
 18  \w     93.00 178.00   0.50    3.00    --  111.93  45.00 -90.00  170
 19  \w     53.00 106.00   0.50    3.00    --  111.93 -94.00-120.00  106
 20  \w     80.00 105.00   0.50    3.00    --  111.93 -94.00   0.00   50
 21  \w     55.00  92.00   0.50    3.00    --  111.93 -94.00 120.00   74
 22  \w    116.00 141.00   0.50    3.00    --  111.93  51.00 134.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1554330000
_diffrn_orient_matrix_UB_12      -0.0351752000
_diffrn_orient_matrix_UB_13      0.0103378000
_diffrn_orient_matrix_UB_21      -0.1003518000
_diffrn_orient_matrix_UB_22      -0.0489729000
_diffrn_orient_matrix_UB_23      0.0191149000
_diffrn_orient_matrix_UB_31      -0.0114144000
_diffrn_orient_matrix_UB_32      -0.0478848000
_diffrn_orient_matrix_UB_33      -0.0270888000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -53
_diffrn_reflns_number            24189
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         3.986
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.104
_exptl_absorpt_correction_T_max  0.790
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.70a (Rigaku Oxford Diffraction, 2022)
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_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_description       prism
_exptl_crystal_F_000             3344
_exptl_crystal_size_max          0.121
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.057
_refine_diff_density_max         1.156
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         6513
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.025
_refine_ls_R_factor_all          0.0437
_refine_ls_R_factor_gt           0.0343
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0428P)^2^+8.6807P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0833
_refine_ls_wR_factor_ref         0.0899
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5583
_reflns_number_total             6513
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cy01357c3.cif
_cod_data_source_block           2023_09_05_dt_mmu84-2_n_auto
_cod_depositor_comments          'Adding full bibliography for 1573582.cif.'
_cod_original_cell_volume        7376.46(13)
_cod_database_code               1573582
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C41 H41 Cl2 N2 O Ru'
_chemical_oxdiff_usercomment     '100 K, black block'
_shelx_estimated_absorpt_t_max   0.722
_shelx_estimated_absorpt_t_min   0.525
_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.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C29(H29A,H29B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C15(H15), C17(H17), C22(H22), C24(H24), C25(H25), C26(H26),
 C27(H27), C31(H31), C32(H32), C33(H33), C34(H34), C35(H35), C38(H38), C39(H39)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_shelx_res_checksum              17932
_shelx_hkl_checksum              63804
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.256
_oxdiff_exptl_absorpt_empirical_full_min 0.779