Ruthenium complexes with triazenide ligands bearing an N-heterocyclic moiety, and their catalytic properties in the reduction of nitroarenes
Romero-Soto, Christian A.; Iglesias, Ana L.; Velázquez-Ham, Amor F.; Camarena-Díaz, Juan P.; Correa-Ayala, Erick; Gomez-Lopez, Jessica L.; Chávez, Daniel; Ochoa-Terán, Adrián; Aguirre, Gerardo; Rheingold, Arnold L.; Grotjahn, Douglas B.; Parra-Hake, Miguel; Miranda-Soto, Valentín; RSC Advances 14 (2024) 24019–24030; doi:10.1039/D4RA04813J

data_7249165
_publ_section_title
;
 Ruthenium complexes with triazenide ligands bearing an N-heterocyclic
 moiety, and their catalytic properties in the reduction of nitroarenes
;
_journal_issue                   33
_journal_name_full               'RSC Advances'
_journal_page_first              24019
_journal_page_last               24030
_journal_paper_doi               10.1039/D4RA04813J
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C25 H24 Cl2 N4 Ru'
_chemical_formula_sum            'C25 H24 Cl2 N4 Ru'
_chemical_formula_weight         552.45
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-01-24
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2023-07-24 deposited with the CCDC.	2024-07-19 downloaded from the CCDC.
;
_cell_angle_alpha                102.034(6)
_cell_angle_beta                 100.332(7)
_cell_angle_gamma                94.941(7)
_cell_formula_units_Z            4
_cell_length_a                   9.8885(8)
_cell_length_b                   14.1476(11)
_cell_length_c                   17.6592(11)
_cell_measurement_reflns_used    6898
_cell_measurement_temperature    294.7(7)
_cell_measurement_theta_max      23.8530
_cell_measurement_theta_min      3.5350
_cell_volume                     2357.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.7(7)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1970
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.872
_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    -15.00  31.00   1.00   94.97    --  -10.19 -99.00 -30.00   46
  2  \w    -43.00  21.00   1.00   94.97    --  -10.19  77.00  30.00   64
  3  \w    -14.00  85.00   1.00   94.97    --   10.98  38.00 -90.00   99
  4  \w    -29.00  48.00   1.00   94.97    --   10.98 -90.00 123.00   77
  5  \w    -14.00  85.00   1.00   94.97    --   10.98  38.00  30.00   99
  6  \w    -63.00  36.00   1.00   94.97    --   10.98 -38.00  90.00   99
  7  \w    -84.00  14.00   1.00   94.97    --  -10.19 -38.00  60.00   98
  8  \w    -43.00  21.00   1.00   94.97    --  -10.19  77.00 -30.00   64
  9  \w    -15.00  52.00   1.00   94.97    --   10.98 -99.00-150.00   67
 10  \w    -14.00  11.00   1.00   94.97    --   10.98  38.00 120.00   25
 11  \w    -42.00  44.00   1.00   94.97    --   10.98 -77.00 -90.00   86
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0295853000
_diffrn_orient_matrix_UB_12      -0.0065044000
_diffrn_orient_matrix_UB_13      0.0379456000
_diffrn_orient_matrix_UB_21      0.0597947000
_diffrn_orient_matrix_UB_22      0.0320566000
_diffrn_orient_matrix_UB_23      0.0008813000
_diffrn_orient_matrix_UB_31      -0.0308951000
_diffrn_orient_matrix_UB_32      0.0400239000
_diffrn_orient_matrix_UB_33      0.0178351000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1741
_diffrn_reflns_av_unetI/netI     0.1640
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.872
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            51887
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.872
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.670
_diffrn_reflns_theta_min         3.352
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.912
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.46543
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'translucent intense orange'
_exptl_crystal_density_diffrn    1.557
_exptl_crystal_description       plate
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.187
_exptl_crystal_size_mid          0.168
_exptl_crystal_size_min          0.054
_refine_diff_density_max         1.685
_refine_diff_density_min         -1.340
_refine_diff_density_rms         0.130
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     583
_refine_ls_number_reflns         11636
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.1921
_refine_ls_R_factor_gt           0.0923
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0902P)^2^+2.2090P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1928
_refine_ls_wR_factor_ref         0.2474
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5698
_reflns_number_total             11636
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra04813j2.cif
_cod_data_source_block           ana173
_cod_database_code               7249165
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHClNRu
_reflns_odcompleteness_completeness 99.59
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22), C47(H47)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C6(H6), C7(H7), C8(H8), C9(H9), C11(H11), C12(H12), C14(H14),
 C15(H15), C17(H17), C18(H18), C20(H20), C21(H21), C27(H27), C28(H28), C30(H30),
  C31(H31), C32(H32), C33(H33), C36(H36), C37(H37), C39(H39), C40(H40),
 C42(H42), C43(H43), C45(H45), C46(H46)
2.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C48(H48A,H48B,
 H48C), C49(H49A,H49B,H49C), C50(H50A,H50B,H50C)
;
_shelx_res_checksum              5933
_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 2.672
_oxdiff_exptl_absorpt_empirical_full_min 0.372