Aerobic dehydrogenation of amines to nitriles catalyzed by triazolylidene ruthenium complexes with O<sub>2</sub> as terminal oxidant.
Olivares, Marta; Knörr, Pascal; Albrecht, Martin; Dalton transactions (Cambridge, England : 2003) 49 (2020) 1981–1991; doi:10.1039/c9dt04873a

data_7703331
_publ_section_title
;
 Aerobic dehydrogenation of amines to nitriles catalyzed by triazolylidene
 ruthenium complexes with O<sub>2</sub> as terminal oxidant.
;
_journal_issue                   6
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1981
_journal_page_last               1991
_journal_paper_doi               10.1039/c9dt04873a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C19 H26 N8 Ru, 2(C F3 O3 S)'
_chemical_formula_sum            'C21 H26 F6 N8 O6 Ru S2'
_chemical_formula_weight         765.69
_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             2019-08-07
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-10-10 deposited with the CCDC.	2020-01-21 downloaded from the CCDC.
;
_cell_angle_alpha                69.8620(10)
_cell_angle_beta                 87.9340(10)
_cell_angle_gamma                69.4900(10)
_cell_formula_units_Z            2
_cell_length_a                   11.23950(10)
_cell_length_b                   12.47830(10)
_cell_length_c                   12.55360(10)
_cell_measurement_reflns_used    24756
_cell_measurement_temperature    173.01(10)
_cell_measurement_theta_max      76.9540
_cell_measurement_theta_min      3.7710
_cell_volume                     1541.05(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_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    -76.00 -19.00   0.50    0.15    --  -18.75 144.00  -7.00  114
  2  \w    -67.00 -10.00   0.50    0.15    --  -18.75 126.00-176.00  114
  3  \w     42.00 106.00   0.50    0.15    --   47.95-144.00 -61.00  128
  4  \w     32.00  97.00   0.50    0.15    --   47.95-126.00 107.00  130
  5  \w     35.00 118.00   0.50    0.62    --  107.11-126.00 107.00  166
  6  \w     92.00 174.00   0.50    0.62    --  107.11 126.00-176.00  164
  7  \w     79.00 174.00   0.50    0.62    --  107.11 144.00  -7.00  190
  8  \w    -27.00  56.00   0.50    0.15    --  -18.75  15.00   0.00  166
  9  \w    -26.00  23.00   0.50    0.15    --   47.95 -19.00   0.00   98
 10  \w    -25.00  40.00   0.50    0.15    --   47.95 -38.00 120.00  130
 11  \w    -26.00  23.00   0.50    0.15    --   47.95 -19.00 -30.00   98
 12  \w     26.00 120.00   0.50    0.15    --   47.95  77.00 -90.00  188
 13  \w     26.00 120.00   0.50    0.15    --   47.95  77.00-150.00  188
 14  \w    -25.00  40.00   0.50    0.15    --   47.95 -38.00-180.00  130
 15  \w     91.00 174.00   0.50    0.62    --  107.11  61.00 -30.00  166
 16  \w     35.00 102.00   0.50    0.62    --  107.11 -77.00-150.00  134
 17  \w     35.00 109.00   0.50    0.62    --  107.11 -94.00 -30.00  148
 18  \w     35.00  68.00   0.50    0.62    --  107.11 -61.00  30.00   66
 19  \w     35.00 102.00   0.50    0.62    --  107.11 -77.00-120.00  134
 20  \w     35.00 117.00   0.50    0.62    --  107.11-125.00  60.00  164
 21  \w     35.00  68.00   0.50    0.62    --  107.11 -61.00 120.00   66
 22  \w     35.00  68.00   0.50    0.62    --  107.11 -61.00-180.00   66
 23  \w     35.00 102.00   0.50    0.62    --  107.11 -77.00 150.00  134
 24  \w     95.00 174.00   0.50    0.62    --  107.11  45.00 -90.00  158
 25  \w     94.00 174.00   0.50    0.62    --  107.11  15.00-150.00  160
 26  \w     95.00 174.00   0.50    0.62    --  107.11  30.00 120.00  158
 27  \w     35.00 117.00   0.50    0.62    --  107.11-125.00-180.00  164
 28  \w     95.00 174.00   0.50    0.62    --  107.11  30.00-120.00  158
 29  \w     35.00 109.00   0.50    0.62    --  107.11 -94.00 -60.00  148
 30  \w     35.00 102.00   0.50    0.62    --  107.11 -77.00  30.00  134
 31  \w     35.00 102.00   0.50    0.62    --  107.11 -77.00 120.00  134
 32  \w     35.00  68.00   0.50    0.62    --  107.11 -61.00 -30.00   66
 33  \w     95.00 174.00   0.50    0.62    --  107.11  45.00 -60.00  158
 34  \w     95.00 174.00   0.50    0.62    --  107.11  45.00 120.00  158
 35  \w     42.00 131.00   0.50    0.62    --  107.11-144.00 -61.00  178
 36  \w     26.00 120.00   0.50    0.15    --   47.95  77.00   0.00  188
 37  \w     33.00 120.00   0.50    0.15    --   47.95  57.00 150.00  174
 38  \w     26.00 120.00   0.50    0.15    --   47.95  77.00 -60.00  188
 39  \w     26.00 120.00   0.50    0.15    --   47.95  77.00  60.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0012260000
_diffrn_orient_matrix_UB_12      0.0319563000
_diffrn_orient_matrix_UB_13      0.1079598000
_diffrn_orient_matrix_UB_21      -0.0395935000
_diffrn_orient_matrix_UB_22      0.1364872000
_diffrn_orient_matrix_UB_23      -0.0742662000
_diffrn_orient_matrix_UB_31      -0.1415888000
_diffrn_orient_matrix_UB_32      0.0148345000
_diffrn_orient_matrix_UB_33      0.0085871000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            29678
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.959
_diffrn_reflns_theta_min         3.768
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    6.170
_exptl_absorpt_correction_T_max  0.929
_exptl_absorpt_correction_T_min  0.621
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.650
_exptl_crystal_description       prism
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.058
_refine_diff_density_max         1.332
_refine_diff_density_min         -1.093
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         6368
_refine_ls_number_restraints     316
_refine_ls_restrained_S_all      1.102
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0470
_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^)+(0.0909P)^2^+2.2234P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1362
_refine_ls_wR_factor_ref         0.1370
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6164
_reflns_number_total             6368
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt04873a2.cif
_cod_data_source_block           complex7_19ma091_mo-734
_cod_depositor_comments
'Adding full bibliography for 7703329--7703332.cif.'
_cod_database_code               7703331
_shelx_shelxl_version_number     2018/1
_shelx_estimated_absorpt_t_max   0.716
_shelx_estimated_absorpt_t_min   0.464
_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. Uiso/Uaniso restraints and constraints
S2 \\sim O4 \\sim O5 \\sim O6 \\sim C1A \\sim F7 \\sim F8 \\sim F9 \\sim C1B
\\sim S2A \\sim O5A \\sim O6A \\sim O4A \\sim F7A \\sim F8A \\sim F9A: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 S2, O4, O5, O6, C1A, F7, F8, F9, C1B, S2A, O5A, O6A, O4A, F7A, F8A, F9A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C1B)=Sof(S2A)=Sof(O5A)=Sof(O6A)=Sof(O4A)=Sof(F7A)=Sof(F8A)=Sof(F9A)=1-
 FVAR(1)
 Sof(S2)=Sof(O4)=Sof(O5)=Sof(O6)=Sof(C1A)=Sof(F7)=Sof(F8)=Sof(F9)=FVAR(1)
5.a Free rotating group:
 S2(O4,O5,O6,C1A,F7,F8,F9), C1B(S2A,O5A,O6A,O4A,F7A,F8A,F9A)
5.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C5(H5A,H5B)
5.c Aromatic/amide H refined with riding coordinates:
 C8(H8), C9(H9), C10(H10), C11(H11)
5.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C6(H6A,H6B,H6C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C),
 C17(H17A,H17B,H17C), C19(H19A,H19B,H19C)
;
_shelx_res_checksum              9800
_olex2_submission_special_instructions 'No special instructions were received'