#------------------------------------------------------------------------------
#$Date: 2026-05-05 10:56:37 +0200 (Tue, 05 May 2026) $
#$Revision: 305780 $
#$URL: svn://saulius.grazulis.lt/cod-secondary/cif/1/57/64/1576458.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1576458
loop_
_publ_author_name
'Radović, Aleksa'
'Healy, Maria C.'
'Datta, Arnadeep'
'Das, Deborshee'
'Cai, Likun'
'Diaz, Steven'
'Gogoi, Achyut Ranjan'
'Wolford, Nikki J.'
'Carpenter, Stephanie H.'
'Brenessel, William W.'
'McCamant, David'
'Gutierrez, Osvaldo'
'Neidig, Michael L.'
_publ_section_title
;
 Iron tris-mesityl: a homoleptic iron(ii) ferrate species for directed C-H
 activation.
;
_journal_issue                   14
_journal_name_full               'Chemical science'
_journal_page_first              7002
_journal_page_last               7009
_journal_paper_doi               10.1039/d5sc08832a
_journal_volume                  17
_journal_year                    2026
_chemical_formula_moiety         'C36 H30 Fe1 N3'
_chemical_formula_sum            'C36 H30 Fe N3'
_chemical_formula_weight         560.48
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2022-10-24
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2024-07-30 deposited with the CCDC.	2026-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   15.0750(4)
_cell_length_b                   15.0750(4)
_cell_length_c                   28.6238(8)
_cell_measurement_reflns_used    8655
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      77.7080
_cell_measurement_theta_min      3.7090
_cell_volume                     5633.4(3)
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2015a)'
_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
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -119.00 -55.00   0.50    1.37    --  -47.15-151.00 -27.00  128
  2  ω    -82.00 -22.00   0.50    5.46    --  -91.75 110.00  34.00  120
  3  ω     44.00 108.00   0.50    5.46    --  113.25-110.00 -60.00  128
  4  ω    101.00 178.00   0.50    5.46    --  113.25  36.00  19.00  154
  5  ω     44.00 110.00   0.50    5.46    --  113.25-122.00 133.00  132
  6  ω    -14.00  28.00   0.50    1.37    --  -47.15  19.00 150.00   84
  7  ω    -14.00  28.00   0.50    1.37    --  -47.15  19.00 120.00   84
  8  ω    -14.00  28.00   0.50    1.37    --  -47.15  19.00   0.00   84
  9  ω     42.00  76.00   0.50    5.46    --  113.25 -61.00  30.00   68
 10  ω     42.00  76.00   0.50    5.46    --  113.25 -61.00  90.00   68
 11  ω     42.00 106.00   0.50    5.46    --  113.25 -94.00-150.00  128
 12  ω    101.00 178.00   0.50    5.46    --  113.25  30.00  60.00  154
 13  ω     44.00 111.00   0.50    5.46    --  113.25-125.00-180.00  134
 14  ω     42.00  76.00   0.50    5.46    --  113.25 -61.00-150.00   68
 15  ω     44.00 111.00   0.50    5.46    --  113.25-125.00 150.00  134
 16  ω     42.00  76.00   0.50    5.46    --  113.25 -61.00   0.00   68
 17  ω   -118.00 -32.00   0.50    1.37    --  -47.15 -57.00   0.00  172
 18  ω   -118.00 -32.00   0.50    1.37    --  -47.15 -57.00  90.00  172
 19  ω     25.00 120.00   0.50    1.37    --   47.15  77.00-180.00  190
 20  ω    100.00 163.00   0.50    5.46    --  113.25  15.00 -60.00  126
 21  ω     97.00 178.00   0.50    5.46    --  113.25  61.00 120.00  162
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1126238000
_diffrn_orient_matrix_UB_12      -0.0841406000
_diffrn_orient_matrix_UB_13      -0.0068235000
_diffrn_orient_matrix_UB_21      0.0251505000
_diffrn_orient_matrix_UB_22      -0.0192061000
_diffrn_orient_matrix_UB_23      -0.0498392000
_diffrn_orient_matrix_UB_31      0.0252512000
_diffrn_orient_matrix_UB_32      -0.0803621000
_diffrn_orient_matrix_UB_33      0.0190665000
_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  0.0323
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            16014
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full        74.504
_diffrn_reflns_theta_max         81.301
_diffrn_reflns_theta_min         3.721
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.384
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.57851
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
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    0.991
_exptl_crystal_description       block
_exptl_crystal_F_000             1758
_exptl_crystal_size_max          0.326
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         2720
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.108
_refine_ls_R_factor_all          0.0431
_refine_ls_R_factor_gt           0.0383
_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/[σ²(Fo²)+(0.0651P)²+1.5663P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1164
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2384
_reflns_number_total             2720
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc08832a2.cif
_cod_data_source_block           neiar15
_cod_depositor_comments
'Adding full bibliography for 1576451--1576463.cif.'
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               1576458
_shelx_shelxl_version_number     2019/2
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.614
_shelx_estimated_absorpt_t_min   0.405
_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 Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
;
_olex2_submission_original_sample_id neiar15
_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 1.580
_oxdiff_exptl_absorpt_empirical_full_min 0.665
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.333333 0.666667 0.53253(2) 0.05219(16) Uani 1 3 d S T P . .
N1 N 0.41425(11) 0.79732(11) 0.49458(5) 0.0598(3) Uani 1 1 d . . . . .
C1 C 0.45991(12) 0.72971(12) 0.56828(6) 0.0539(3) Uani 1 1 d . . . . .
C2 C 0.47964(13) 0.69412(13) 0.61009(6) 0.0574(4) Uani 1 1 d . . . . .
H2 H 0.428264 0.630453 0.622429 0.069 Uiso 1 1 calc R U . . .
C3 C 0.57104(14) 0.74832(15) 0.63395(7) 0.0647(4) Uani 1 1 d . . . . .
H3 H 0.582034 0.721600 0.662035 0.078 Uiso 1 1 calc R U . . .
C4 C 0.64669(15) 0.84181(16) 0.61680(7) 0.0724(5) Uani 1 1 d . . . . .
H4 H 0.709448 0.879771 0.633232 0.087 Uiso 1 1 calc R U . . .
C5 C 0.63042(14) 0.87951(15) 0.57573(7) 0.0703(5) Uani 1 1 d . . . . .
H5 H 0.682053 0.944047 0.564274 0.084 Uiso 1 1 calc R U . . .
C6 C 0.53929(13) 0.82430(13) 0.55076(6) 0.0586(4) Uani 1 1 d . . . . .
C7 C 0.51458(14) 0.85853(13) 0.50693(6) 0.0609(4) Uani 1 1 d . . . . .
C8 C 0.58029(16) 0.94170(14) 0.47827(7) 0.0718(5) Uani 1 1 d . . . . .
C9 C 0.5386(2) 0.96338(17) 0.43995(8) 0.0822(6) Uani 1 1 d . . . . .
H9 H 0.581497 1.020134 0.420635 0.099 Uiso 1 1 calc R U . . .
C10 C 0.43674(19) 0.90469(17) 0.42926(8) 0.0805(6) Uani 1 1 d . . . . .
H10 H 0.408040 0.921063 0.403409 0.097 Uiso 1 1 calc R U . . .
C11 C 0.37731(17) 0.82137(16) 0.45710(7) 0.0707(5) Uani 1 1 d . . . . .
H11 H 0.307009 0.779024 0.449421 0.085 Uiso 1 1 calc R U . . .
C12 C 0.69443(17) 1.00672(18) 0.48549(9) 0.0925(7) Uani 1 1 d . . . . .
H12A H 0.708042 1.052843 0.512037 0.139 Uiso 1 1 calc R U . . .
H12B H 0.726055 1.047174 0.457278 0.139 Uiso 1 1 calc R U . . .
H12C H 0.723298 0.962373 0.491831 0.139 Uiso 1 1 calc R U . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N1 94.18(6) 2_665 . ?
N1 Fe1 N1 94.18(6) 2_665 3_565 ?
N1 Fe1 N1 94.18(6) . 3_565 ?
C1 Fe1 N1 80.85(7) 2_665 2_665 ?
C1 Fe1 N1 80.85(7) . . ?
C1 Fe1 N1 90.47(6) . 3_565 ?
C1 Fe1 N1 173.44(6) . 2_665 ?
C1 Fe1 N1 173.44(6) 2_665 3_565 ?
C1 Fe1 N1 90.47(6) 3_565 2_665 ?
C1 Fe1 N1 80.85(7) 3_565 3_565 ?
C1 Fe1 N1 90.48(6) 2_665 . ?
C1 Fe1 N1 173.44(6) 3_565 . ?
C1 Fe1 C1 94.83(7) 2_665 3_565 ?
C1 Fe1 C1 94.84(7) . 3_565 ?
C1 Fe1 C1 94.84(7) 2_665 . ?
C7 N1 Fe1 116.13(11) . . ?
C11 N1 Fe1 124.07(13) . . ?
C11 N1 C7 119.60(16) . . ?
C2 C1 Fe1 127.31(13) . . ?
C2 C1 C6 116.90(15) . . ?
C6 C1 Fe1 115.74(13) . . ?
C1 C2 H2 118.8 . . ?
C3 C2 C1 122.37(17) . . ?
C3 C2 H2 118.8 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.77(18) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.69(18) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 H5 119.5 . . ?
C4 C5 C6 121.01(18) . . ?
C6 C5 H5 119.5 . . ?
C1 C6 C7 114.78(15) . . ?
C5 C6 C1 120.20(17) . . ?
C5 C6 C7 124.96(16) . . ?
N1 C7 C6 111.84(14) . . ?
N1 C7 C8 119.89(17) . . ?
C8 C7 C6 128.26(18) . . ?
C7 C8 C12 124.3(2) . . ?
C9 C8 C7 118.2(2) . . ?
C9 C8 C12 117.4(2) . . ?
C8 C9 H9 119.3 . . ?
C10 C9 C8 121.33(19) . . ?
C10 C9 H9 119.3 . . ?
C9 C10 H10 121.0 . . ?
C9 C10 C11 117.9(2) . . ?
C11 C10 H10 121.0 . . ?
N1 C11 C10 122.8(2) . . ?
N1 C11 H11 118.6 . . ?
C10 C11 H11 118.6 . . ?
C8 C12 H12A 109.5 . . ?
C8 C12 H12B 109.5 . . ?
C8 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N1 2.0360(14) . ?
Fe1 N1 2.0359(14) 2_665 ?
Fe1 N1 2.0360(14) 3_565 ?
Fe1 C1 1.9436(17) . ?
Fe1 C1 1.9437(17) 2_665 ?
Fe1 C1 1.9436(17) 3_565 ?
N1 C7 1.367(2) . ?
N1 C11 1.340(2) . ?
C1 C2 1.403(2) . ?
C1 C6 1.418(2) . ?
C2 H2 0.9500 . ?
C2 C3 1.381(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.386(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.380(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(3) . ?
C6 C7 1.473(3) . ?
C7 C8 1.409(2) . ?
C8 C9 1.382(3) . ?
C8 C12 1.509(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.370(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.375(3) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 N1 C7 C6 -9.07(18) . . . . ?
Fe1 N1 C7 C8 170.16(13) . . . . ?
Fe1 N1 C11 C10 -173.09(15) . . . . ?
Fe1 C1 C2 C3 -176.35(13) . . . . ?
Fe1 C1 C6 C5 175.22(13) . . . . ?
Fe1 C1 C6 C7 -2.10(19) . . . . ?
N1 C7 C8 C9 4.8(3) . . . . ?
N1 C7 C8 C12 -172.75(18) . . . . ?
C1 C2 C3 C4 0.6(3) . . . . ?
C1 C6 C7 N1 7.3(2) . . . . ?
C1 C6 C7 C8 -171.89(16) . . . . ?
C2 C1 C6 C5 -2.4(2) . . . . ?
C2 C1 C6 C7 -179.71(14) . . . . ?
C2 C3 C4 C5 -0.7(3) . . . . ?
C3 C4 C5 C6 -0.8(3) . . . . ?
C4 C5 C6 C1 2.4(3) . . . . ?
C4 C5 C6 C7 179.43(17) . . . . ?
C5 C6 C7 N1 -169.93(16) . . . . ?
C5 C6 C7 C8 10.9(3) . . . . ?
C6 C1 C2 C3 0.9(2) . . . . ?
C6 C7 C8 C9 -176.11(17) . . . . ?
C6 C7 C8 C12 6.3(3) . . . . ?
C7 N1 C11 C10 1.6(3) . . . . ?
C7 C8 C9 C10 -1.4(3) . . . . ?
C8 C9 C10 C11 -1.8(3) . . . . ?
C9 C10 C11 N1 1.8(3) . . . . ?
C11 N1 C7 C6 175.88(15) . . . . ?
C11 N1 C7 C8 -4.9(2) . . . . ?
C12 C8 C9 C10 176.3(2) . . . . ?
