Electrochemical ruthenium-catalysed C–H activation in water through heterogenization of a molecular catalyst
Bühler, Jan; Zurflüh, Jonas; Siol, Sebastian; Blacque, Olivier; Sévery, Laurent; Tilley, S. David; Catalysis Science & Technology 12 (2022) 1512–1519; doi:10.1039/D1CY01999F

data_1566090
_publ_section_title
;
 Electrochemical ruthenium-catalysed C--H activation in water through
 heterogenization of a molecular catalyst
;
_journal_issue                   5
_journal_name_full               'Catalysis Science &amp; Technology'
_journal_page_first              1512
_journal_page_last               1519
_journal_paper_doi               10.1039/D1CY01999F
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C21 H16 Cl N4 O5 P Ru'
_chemical_formula_sum            'C21 H16 Cl N4 O5 P Ru'
_chemical_formula_weight         571.87
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-02-05
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-07-05 deposited with the CCDC.	2022-01-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.0515(14)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.06525(17)
_cell_length_b                   25.1567(4)
_cell_length_c                   13.9309(2)
_cell_measurement_reflns_used    12726
_cell_measurement_temperature    160(1)
_cell_measurement_theta_max      78.6050
_cell_measurement_theta_min      3.6240
_cell_volume                     4853.59(12)
_computing_cell_refinement       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.68a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015a)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 200K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_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   -128.00 -35.00   0.50    5.00    --  -49.87 -34.00 149.00  186
  2  \w    -65.00  29.00   0.50    5.00    --  -49.87  34.00 -52.00  188
  3  \w   -167.00 -73.00   0.50   20.00    --  -88.50 -34.00 149.00  188
  4  \w   -103.00 -10.00   0.50   20.00    --  -88.50  34.00 -52.00  186
  5  \w     95.00 178.00   0.50   20.00    --  110.00  34.00 -52.00  166
  6  \w     32.00 125.00   0.50   20.00    --  110.00 -34.00 149.00  186
  7  \w   -125.00 -73.00   0.50    5.00    --  -49.87-125.00-120.00  104
  8  \w   -125.00 -73.00   0.50    5.00    --  -49.87-125.00 -90.00  104
  9  \w     35.00 128.00   0.50    5.00    --   49.87  34.00 -52.00  186
 10  \w    -83.00 -11.00   0.50   20.00    --  -88.50 111.00  30.00  144
 11  \w     94.00 178.00   0.50   20.00    --  110.00  15.00  60.00  168
 12  \w     31.00 125.00   0.50   20.00    --  110.00 -30.00  30.00  188
 13  \w     31.00 125.00   0.50   20.00    --  110.00 -30.00 -60.00  188
 14  \w     62.00 146.00   0.50   20.00    --  110.00 178.00-180.00  168
 15  \w     34.00 107.00   0.50   20.00    --  110.00 -94.00 120.00  146
 16  \w     34.00 107.00   0.50   20.00    --  110.00 -94.00-180.00  146
 17  \w     48.00  78.00   0.50   20.00    --  110.00 -61.00  30.00   60
 18  \w     83.00 109.00   0.50   20.00    --  110.00 -61.00  30.00   52
 19  \w    104.00 176.00   0.50   20.00    --  110.00  45.00 -90.00  144
 20  \w     44.00  70.00   0.50   20.00    --  110.00 -94.00-150.00   52
 21  \w     36.00 108.00   0.50   20.00    --  110.00-111.00 120.00  144
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 200K'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0182675000
_diffrn_orient_matrix_UB_12      0.0175411000
_diffrn_orient_matrix_UB_13      -0.1011823000
_diffrn_orient_matrix_UB_21      -0.1048577000
_diffrn_orient_matrix_UB_22      0.0199747000
_diffrn_orient_matrix_UB_23      -0.0256800000
_diffrn_orient_matrix_UB_31      0.0321307000
_diffrn_orient_matrix_UB_32      0.0551950000
_diffrn_orient_matrix_UB_33      0.0414438000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24717
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.498
_diffrn_reflns_theta_min         3.514
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.208
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_correction_T_min  0.517
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.68a (Rigaku Oxford Diffraction, 2019)
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            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_description       needle
_exptl_crystal_F_000             2288
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.015
_exptl_crystal_size_min          0.015
_refine_diff_density_max         2.404
_refine_diff_density_min         -0.601
_refine_diff_density_rms         0.157
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     304
_refine_ls_number_reflns         4949
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0623
_refine_ls_R_factor_gt           0.0518
_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^)+(0.1028P)^2^+1.5763P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1359
_refine_ls_wR_factor_ref         0.1444
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4067
_reflns_number_total             4949
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1cy01999f2.cif
_cod_data_source_block           3
_cod_depositor_comments          'Adding full bibliography for 1566090.cif.'
_cod_original_cell_volume        4853.58(13)
_cod_database_code               1566090
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.900
_shelx_estimated_absorpt_t_min   0.374
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13),
 C14(H14), C15(H15), C18(H18), C20(H20), C21(H21)
;
_shelx_res_checksum              34914