Tailoring C-H amination activity <i>via</i> modification of the triazole-derived carbene ligand.
Hudson, Luke A.; Stroek, Wowa; Albrecht, Martin; Dalton transactions (Cambridge, England : 2003) 53 (2024) 14795–14800; doi:10.1039/d4dt01715c

data_7716845
_publ_section_title
;
 Tailoring C-H amination activity <i>via</i> modification of the
 triazole-derived carbene ligand.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14795
_journal_page_last               14800
_journal_paper_doi               10.1039/d4dt01715c
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C38 H44 Fe N6 O2'
_chemical_formula_sum            'C38 H44 Fe N6 O2'
_chemical_formula_weight         672.64
_chemical_name_systematic        LAH070
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-12-11
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-06-07 deposited with the CCDC.	2024-08-12 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.1610(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.26012(12)
_cell_length_b                   34.8934(3)
_cell_length_c                   8.50505(8)
_cell_measurement_reflns_used    117086
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      33.7010
_cell_measurement_theta_min      2.3240
_cell_volume                     3581.37(6)
_computing_cell_refinement       'CrysAlisPro 1.171.42.86a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.86a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.86a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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 -17.00   0.50    3.50    --  -13.54 130.00  95.00  114
  2  \w    -80.00 -22.00   0.50    3.50    --  -13.54 140.00 -91.00  116
  3  \w    -25.00  94.00   0.50    3.50    --   13.07  19.00 150.00  238
  4  \w    -25.00  67.00   0.50    3.50    --  -13.54  19.00  90.00  184
  5  \w    -19.00  29.00   0.50    3.50    --  -13.54 -99.00  30.00   96
  6  \w    -35.00  63.00   0.50    3.50    --  -13.54  57.00 -30.00  196
  7  \w    -94.00   7.00   0.50    3.50    --  -13.54 -38.00-150.00  202
  8  \w    -78.00 -20.00   0.50    3.50    --  -13.54 136.00-142.55  116
  9  \w    -87.00 -42.00   0.50    3.50    --  -13.54-178.00  60.00   90
 10  \w    -78.00 -20.00   0.50    3.50    --  -13.54 136.00 -23.15  116
 11  \w    -90.00   8.00   0.50    3.50    --  -13.54 -57.00 120.00  196
 12  \w    -90.00   8.00   0.50    3.50    --  -13.54 -57.00 -60.00  196
 13  \w    -68.00  28.00   0.50    3.50    --   13.07 -19.00 150.00  192
 14  \w    -62.00  88.00   0.50    3.50    --   13.07   0.00-180.00  300
 15  \w    -75.00 -18.00   0.50    3.50    --  -13.54 132.00  54.38  114
 16  \w    -82.00 -23.00   0.50    3.50    --  -13.54 142.00 122.35  118
 17  \w    -25.00  67.00   0.50    3.50    --  -13.54  19.00 -90.00  184
 18  \w    -19.00  29.00   0.50    3.50    --  -13.54 -99.00-180.00   96
 19  \w    -86.00 -26.00   0.50    3.50    --  -13.54 148.00 130.10  120
 20  \w    -77.00 -19.00   0.50    3.50    --  -13.54 135.00   2.67  116
 21  \w    -80.00 -21.00   0.50    3.50    --  -13.54 139.00 -89.65  118
 22  \w    -79.00 -21.00   0.50    3.50    --  -13.54 138.00 171.69  116
 23  \w    -62.00 -31.00   0.50    3.50    --   13.07   0.00-150.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0504095000
_diffrn_orient_matrix_UB_12      -0.0103049000
_diffrn_orient_matrix_UB_13      -0.0200138000
_diffrn_orient_matrix_UB_21      0.0293686000
_diffrn_orient_matrix_UB_22      -0.0175047000
_diffrn_orient_matrix_UB_23      0.0153407000
_diffrn_orient_matrix_UB_31      -0.0071654000
_diffrn_orient_matrix_UB_32      0.0007692000
_diffrn_orient_matrix_UB_33      0.0808816000
_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  0.0240
_diffrn_reflns_av_unetI/netI     0.0068
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            152558
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.620
_diffrn_reflns_theta_max         24.620
_diffrn_reflns_theta_min         2.335
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.462
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.903
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.86a (Rigaku Oxford Diffraction, 2023)
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            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_preparation       N/A
_exptl_crystal_recrystallization_method
'Concentrated solution in THF was layered with hexane in an NMR tube.'
_exptl_crystal_size_max          0.157
_exptl_crystal_size_mid          0.151
_exptl_crystal_size_min          0.116
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     426
_refine_ls_number_reflns         6014
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0254
_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^)+(0.0288P)^2^+1.9420P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0655
_refine_ls_wR_factor_ref         0.0660
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5768
_reflns_number_total             6014
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt01715c2.cif
_cod_data_source_block           23ma022_absorption
_cod_depositor_comments
'Adding full bibliography for 7716844--7716845.cif.'
_cod_database_code               7716845
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         C38H44FeN6O2
_shelx_estimated_absorpt_t_max   0.948
_shelx_estimated_absorpt_t_min   0.931
_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 Ternary CH refined with riding coordinates:
 C31(H31), C36(H36), C33(H33), C12(H12), C17(H17), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C37(H37A,H37B), C35(H35A,H35B), C30(H30A,H30B), C38(H38A,
 H38B), C34(H34A,H34B), C32(H32A,H32B), C11(H11A,H11B), C15(H15A,H15B),
 C19(H19A,H19B), C18(H18A,H18B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C4(H4), C21(H21), C5(H5), C24(H24), C22(H22), C23(H23)
2.d Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C28(H28A,H28B,H28C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              361
_shelx_fab_checksum              9540
_olex2_exptl_crystal_mounting_method
'A single crystal of the compound mounted on a loop'
_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 1.128
_oxdiff_exptl_absorpt_empirical_full_min 0.935