#------------------------------------------------------------------------------
#$Date: 2026-05-05 10:56:37 +0200 (Tue, 05 May 2026) $
#$Revision: 305780 $
#$URL: svn://saulius.grazulis.lt/cod-secondary/cif/1/57/64/1576461.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_1576461
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         'C33 H15 F9 Fe N3'
_chemical_formula_sum            'C33 H15 F9 Fe N3'
_chemical_formula_weight         680.33
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-03-09
_audit_creation_method
;
Olex2 1.5
(compiled 2023.02.24 svn.rf166f9f3 for OlexSys, GUI svn.r6725)
;
_audit_update_record
;
2024-07-30 deposited with the CCDC.	2026-02-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.1220(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.46120(10)
_cell_length_b                   23.5947(2)
_cell_length_c                   12.11550(10)
_cell_measurement_reflns_used    15525
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      77.0960
_cell_measurement_theta_min      5.0650
_cell_volume                     2677.47(4)
_computing_cell_refinement       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.80a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.80a (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 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -82.00  -2.00   0.50    1.25    --  -47.03 111.00-131.00  160
  2  ω     24.00  84.00   0.50    1.25    --   47.03-111.00 134.00  120
  3  ω   -160.00 -81.00   0.50    5.00    --  -91.75-111.00 134.00  158
  4  ω    -82.00 -23.00   0.50    5.00    --  -91.75 111.00-131.00  118
  5  ω     45.00 108.00   0.50    5.00    --  113.25-111.00 134.00  126
  6  ω    103.00 178.00   0.50    5.00    --  113.25 111.00-131.00  150
  7  ω    -14.00  28.00   0.50    1.25    --  -47.03  19.00 120.00   84
  8  ω    -14.00  28.00   0.50    1.25    --  -47.03  19.00 -30.00   84
  9  ω    -14.00  28.00   0.50    1.25    --  -47.03  19.00   0.00   84
 10  ω   -119.00 -32.00   0.50    1.25    --  -47.03 -57.00  30.00  174
 11  ω    -14.00  28.00   0.50    1.25    --  -47.03  19.00-150.00   84
 12  ω    -47.00 -20.00   0.50    5.00    --  -91.75  45.00-180.00   54
 13  ω    -47.00 -20.00   0.50    5.00    --  -91.75  45.00  90.00   54
 14  ω    100.00 178.00   0.50    5.00    --  113.25  15.00 -30.00  156
 15  ω     42.00  76.00   0.50    5.00    --  113.25 -61.00-150.00   68
 16  ω     42.00  76.00   0.50    5.00    --  113.25 -61.00 -30.00   68
 17  ω     42.00 106.00   0.50    5.00    --  113.25 -94.00  60.00  128
 18  ω     42.00 136.00   0.50    5.00    --  113.25 -77.00-180.00  188
 19  ω     42.00  76.00   0.50    5.00    --  113.25 -61.00-180.00   68
 20  ω     42.00  76.00   0.50    5.00    --  113.25 -61.00 120.00   68
 21  ω     42.00  76.00   0.50    5.00    --  113.25 -61.00  30.00   68
 22  ω     97.00 178.00   0.50    5.00    --  113.25  61.00 -90.00  162
 23  ω     42.00 106.00   0.50    5.00    --  113.25 -94.00 150.00  128
 24  ω    100.00 178.00   0.50    5.00    --  113.25  15.00   0.00  156
 25  ω     42.00 106.00   0.50    5.00    --  113.25 -94.00-180.00  128
 26  ω     42.00 106.00   0.50    5.00    --  113.25 -94.00  30.00  128
 27  ω     44.00 111.00   0.50    5.00    --  113.25-125.00 -90.00  134
 28  ω     42.00  76.00   0.50    5.00    --  113.25 -61.00 -60.00   68
 29  ω     42.00 106.00   0.50    5.00    --  113.25 -94.00  90.00  128
 30  ω     42.00  76.00   0.50    5.00    --  113.25 -61.00 -90.00   68
 31  ω   -120.00 -24.00   0.50    1.25    --  -47.03 -77.00 -60.00  192
 32  ω   -119.00 -32.00   0.50    1.25    --  -47.03 -57.00 120.00  174
 33  ω   -119.00 -64.00   0.50    1.25    --  -47.03 -57.00 -30.00  110
 34  ω   -120.00 -34.00   0.50    1.25    --  -47.03 -38.00-180.00  172
;
_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      0.0154082000
_diffrn_orient_matrix_UB_12      0.0639224000
_diffrn_orient_matrix_UB_13      0.0247691000
_diffrn_orient_matrix_UB_21      0.1364373000
_diffrn_orient_matrix_UB_22      0.0015438000
_diffrn_orient_matrix_UB_23      -0.0558690000
_diffrn_orient_matrix_UB_31      -0.0903633000
_diffrn_orient_matrix_UB_32      0.0132713000
_diffrn_orient_matrix_UB_33      -0.1130349000
_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  0.0352
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            33566
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        74.504
_diffrn_reflns_theta_max         80.187
_diffrn_reflns_theta_min         3.747
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.375
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81725
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.80a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.688
_exptl_crystal_description       plate
_exptl_crystal_F_000             1364
_exptl_crystal_size_max          0.119
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.032
_refine_diff_density_max         0.341
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.060
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         5726
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0366
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0391P)²+2.5292P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0933
_refine_ls_wR_factor_ref         0.0957
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5139
_reflns_number_total             5726
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc08832a2.cif
_cod_data_source_block           neiar21
_cod_depositor_comments
'Adding full bibliography for 1576451--1576463.cif.'
_cod_database_code               1576461
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         FeN3F9C33H21
_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   0.847
_shelx_estimated_absorpt_t_min   0.567
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C8(H8), C9(H9), C11(H11), C13(H13), C15(H15), C19(H19),
 C20(H20), C22(H22), C24(H24), C26(H26), C30(H30), C31(H31), C33(H33)
;
_olex2_submission_original_sample_id neiar21
_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 1.211
_oxdiff_exptl_absorpt_empirical_full_min 0.848
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.63544(3) 0.63067(2) 0.74952(2) 0.01590(9) Uani 1 1 d . . . . .
F1 F 1.17298(15) 0.66951(7) 0.93706(13) 0.0377(4) Uani 1 1 d . . . . .
F2 F 0.87793(15) 0.82646(6) 0.84263(11) 0.0300(3) Uani 1 1 d . . . . .
F3 F 0.24719(15) 0.78115(6) 0.57652(12) 0.0338(3) Uani 1 1 d . . . . .
F4 F 0.94283(15) 0.44022(5) 0.74381(11) 0.0293(3) Uani 1 1 d . . . . .
F5 F 0.73346(18) 0.47824(6) 1.06333(11) 0.0391(4) Uani 1 1 d . . . . .
F6 F 0.39249(14) 0.71386(6) 1.08717(10) 0.0285(3) Uani 1 1 d . . . . .
F7 F 0.98734(16) 0.64922(7) 0.44007(12) 0.0374(4) Uani 1 1 d . . . . .
F8 F 0.55311(15) 0.55497(6) 0.34171(10) 0.0290(3) Uani 1 1 d . . . . .
F9 F 0.10650(14) 0.54684(7) 0.69706(12) 0.0347(3) Uani 1 1 d . . . . .
N1 N 0.55608(19) 0.70834(7) 0.70975(14) 0.0188(3) Uani 1 1 d . . . . .
N2 N 0.46202(18) 0.59057(7) 0.66899(14) 0.0178(3) Uani 1 1 d . . . . .
N3 N 0.56931(18) 0.63012(7) 0.90198(14) 0.0181(3) Uani 1 1 d . . . . .
C1 C 0.8018(2) 0.67442(9) 0.81222(16) 0.0194(4) Uani 1 1 d . . . . .
C2 C 0.9350(2) 0.65364(10) 0.85905(17) 0.0229(4) Uani 1 1 d . . . . .
H2 H 0.950804 0.613955 0.866016 0.027 Uiso 1 1 calc R U . . .
C3 C 1.0431(2) 0.69108(11) 0.89504(18) 0.0264(5) Uani 1 1 d . . . . .
C4 C 1.0276(2) 0.74918(10) 0.89136(18) 0.0257(5) Uani 1 1 d . . . . .
H4 H 1.103589 0.774048 0.918531 0.031 Uiso 1 1 calc R U . . .
C5 C 0.8950(3) 0.76898(9) 0.84579(18) 0.0237(4) Uani 1 1 d . . . . .
C6 C 0.7822(2) 0.73397(9) 0.80343(17) 0.0201(4) Uani 1 1 d . . . . .
C7 C 0.6434(2) 0.75257(9) 0.74555(16) 0.0201(4) Uani 1 1 d . . . . .
C8 C 0.5978(3) 0.80841(10) 0.72454(18) 0.0252(5) Uani 1 1 d . . . . .
H8 H 0.659407 0.838998 0.749617 0.030 Uiso 1 1 calc R U . . .
C9 C 0.4637(3) 0.81926(10) 0.66748(19) 0.0263(5) Uani 1 1 d . . . . .
H9 H 0.430975 0.856950 0.652815 0.032 Uiso 1 1 calc R U . . .
C10 C 0.3792(2) 0.77341(10) 0.63268(18) 0.0243(5) Uani 1 1 d . . . . .
C11 C 0.4259(2) 0.71902(9) 0.65336(17) 0.0221(4) Uani 1 1 d . . . . .
H11 H 0.365275 0.688277 0.627442 0.026 Uiso 1 1 calc R U . . .
C12 C 0.6996(2) 0.62477(8) 0.60346(16) 0.0183(4) Uani 1 1 d . . . . .
C13 C 0.8289(2) 0.64323(9) 0.57295(17) 0.0222(4) Uani 1 1 d . . . . .
H13 H 0.894690 0.663752 0.624526 0.027 Uiso 1 1 calc R U . . .
C14 C 0.8606(2) 0.63156(10) 0.46769(19) 0.0261(5) Uani 1 1 d . . . . .
C15 C 0.7693(3) 0.60206(10) 0.38819(18) 0.0276(5) Uani 1 1 d . . . . .
H15 H 0.793765 0.593992 0.316445 0.033 Uiso 1 1 calc R U . . .
C16 C 0.6417(2) 0.58520(9) 0.41880(17) 0.0233(4) Uani 1 1 d . . . . .
C17 C 0.6019(2) 0.59591(9) 0.52327(16) 0.0199(4) Uani 1 1 d . . . . .
C18 C 0.4661(2) 0.57977(9) 0.55877(17) 0.0197(4) Uani 1 1 d . . . . .
C19 C 0.3457(2) 0.55829(10) 0.49186(18) 0.0242(4) Uani 1 1 d . . . . .
H19 H 0.348761 0.551236 0.415032 0.029 Uiso 1 1 calc R U . . .
C20 C 0.2227(2) 0.54727(10) 0.53666(19) 0.0270(5) Uani 1 1 d . . . . .
H20 H 0.139689 0.533153 0.491783 0.032 Uiso 1 1 calc R U . . .
C21 C 0.2240(2) 0.55745(10) 0.64898(19) 0.0254(5) Uani 1 1 d . . . . .
C22 C 0.3432(2) 0.57853(9) 0.71358(18) 0.0211(4) Uani 1 1 d . . . . .
H22 H 0.341775 0.584718 0.790898 0.025 Uiso 1 1 calc R U . . .
C23 C 0.7186(2) 0.55856(9) 0.80273(16) 0.0182(4) Uani 1 1 d . . . . .
C24 C 0.8024(2) 0.52251(9) 0.74721(17) 0.0192(4) Uani 1 1 d . . . . .
H24 H 0.819625 0.531297 0.673760 0.023 Uiso 1 1 calc R U . . .
C25 C 0.8598(2) 0.47420(9) 0.79943(18) 0.0229(4) Uani 1 1 d . . . . .
C26 C 0.8383(3) 0.45805(10) 0.90512(19) 0.0275(5) Uani 1 1 d . . . . .
H26 H 0.878906 0.424388 0.939051 0.033 Uiso 1 1 calc R U . . .
C27 C 0.7544(3) 0.49366(10) 0.95871(17) 0.0250(5) Uani 1 1 d . . . . .
C28 C 0.6943(2) 0.54356(9) 0.91189(17) 0.0209(4) Uani 1 1 d . . . . .
C29 C 0.6098(2) 0.58417(9) 0.96680(16) 0.0208(4) Uani 1 1 d . . . . .
C30 C 0.5719(3) 0.57989(10) 1.07400(18) 0.0269(5) Uani 1 1 d . . . . .
H30 H 0.598171 0.547244 1.118055 0.032 Uiso 1 1 calc R U . . .
C31 C 0.4963(3) 0.62317(10) 1.11597(18) 0.0266(5) Uani 1 1 d . . . . .
H31 H 0.469820 0.620945 1.188604 0.032 Uiso 1 1 calc R U . . .
C32 C 0.4611(2) 0.66939(10) 1.04900(17) 0.0224(4) Uani 1 1 d . . . . .
C33 C 0.4959(2) 0.67212(9) 0.94271(17) 0.0204(4) Uani 1 1 d . . . . .
H33 H 0.467603 0.704154 0.897431 0.024 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'
F F 0.0727 0.0534 '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 N2 93.48(7) . . ?
N1 Fe1 N3 94.08(7) . . ?
N2 Fe1 N3 95.89(7) . . ?
C1 Fe1 N1 82.20(8) . . ?
C1 Fe1 N2 173.63(8) . . ?
C1 Fe1 N3 89.11(8) . . ?
C1 Fe1 C12 93.07(9) . . ?
C1 Fe1 C23 93.87(9) . . ?
C12 Fe1 N1 90.07(8) . . ?
C12 Fe1 N2 82.21(8) . . ?
C12 Fe1 N3 175.54(8) . . ?
C23 Fe1 N1 174.29(8) . . ?
C23 Fe1 N2 90.76(8) . . ?
C23 Fe1 N3 81.68(8) . . ?
C23 Fe1 C12 94.29(9) . . ?
C7 N1 Fe1 115.60(14) . . ?
C11 N1 Fe1 125.16(15) . . ?
C11 N1 C7 119.24(18) . . ?
C18 N2 Fe1 115.23(14) . . ?
C22 N2 Fe1 124.93(14) . . ?
C22 N2 C18 119.63(18) . . ?
C29 N3 Fe1 115.58(14) . . ?
C33 N3 Fe1 124.80(14) . . ?
C33 N3 C29 119.56(18) . . ?
C2 C1 Fe1 127.35(17) . . ?
C2 C1 C6 118.6(2) . . ?
C6 C1 Fe1 113.95(15) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(2) . . ?
C3 C2 H2 120.3 . . ?
F1 C3 C2 118.1(2) . . ?
F1 C3 C4 118.1(2) . . ?
C2 C3 C4 123.9(2) . . ?
C3 C4 H4 122.1 . . ?
C3 C4 C5 115.9(2) . . ?
C5 C4 H4 122.1 . . ?
F2 C5 C4 116.4(2) . . ?
F2 C5 C6 119.9(2) . . ?
C4 C5 C6 123.7(2) . . ?
C1 C6 C7 115.55(19) . . ?
C5 C6 C1 118.4(2) . . ?
C5 C6 C7 126.0(2) . . ?
N1 C7 C6 112.62(18) . . ?
N1 C7 C8 120.4(2) . . ?
C8 C7 C6 127.0(2) . . ?
C7 C8 H8 119.9 . . ?
C9 C8 C7 120.2(2) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 H9 121.3 . . ?
C10 C9 C8 117.4(2) . . ?
C10 C9 H9 121.3 . . ?
F3 C10 C9 120.3(2) . . ?
F3 C10 C11 118.1(2) . . ?
C11 C10 C9 121.5(2) . . ?
N1 C11 C10 121.1(2) . . ?
N1 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C13 C12 Fe1 127.80(16) . . ?
C13 C12 C17 118.64(19) . . ?
C17 C12 Fe1 113.50(15) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 C12 119.7(2) . . ?
C14 C13 H13 120.1 . . ?
F7 C14 C13 118.9(2) . . ?
F7 C14 C15 118.0(2) . . ?
C13 C14 C15 123.1(2) . . ?
C14 C15 H15 121.8 . . ?
C16 C15 C14 116.4(2) . . ?
C16 C15 H15 121.8 . . ?
F8 C16 C15 116.48(19) . . ?
F8 C16 C17 119.8(2) . . ?
C15 C16 C17 123.7(2) . . ?
C12 C17 C18 116.03(18) . . ?
C16 C17 C12 118.4(2) . . ?
C16 C17 C18 125.55(19) . . ?
N2 C18 C17 112.74(18) . . ?
N2 C18 C19 120.1(2) . . ?
C19 C18 C17 127.04(19) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.3(2) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 121.1 . . ?
C19 C20 C21 117.7(2) . . ?
C21 C20 H20 121.1 . . ?
F9 C21 C20 120.0(2) . . ?
F9 C21 C22 118.8(2) . . ?
C22 C21 C20 121.2(2) . . ?
N2 C22 C21 120.9(2) . . ?
N2 C22 H22 119.5 . . ?
C21 C22 H22 119.5 . . ?
C24 C23 Fe1 127.07(15) . . ?
C24 C23 C28 118.31(19) . . ?
C28 C23 Fe1 114.56(15) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 C23 119.74(19) . . ?
C25 C24 H24 120.1 . . ?
F4 C25 C24 118.46(19) . . ?
F4 C25 C26 117.82(19) . . ?
C24 C25 C26 123.7(2) . . ?
C25 C26 H26 122.0 . . ?
C25 C26 C27 116.0(2) . . ?
C27 C26 H26 122.0 . . ?
F5 C27 C26 116.4(2) . . ?
F5 C27 C28 120.1(2) . . ?
C26 C27 C28 123.5(2) . . ?
C23 C28 C29 115.49(18) . . ?
C27 C28 C23 118.7(2) . . ?
C27 C28 C29 125.80(19) . . ?
N3 C29 C28 112.68(18) . . ?
N3 C29 C30 120.3(2) . . ?
C30 C29 C28 127.0(2) . . ?
C29 C30 H30 120.0 . . ?
C31 C30 C29 120.1(2) . . ?
C31 C30 H30 120.0 . . ?
C30 C31 H31 121.2 . . ?
C32 C31 C30 117.7(2) . . ?
C32 C31 H31 121.2 . . ?
F6 C32 C31 120.28(19) . . ?
F6 C32 C33 118.4(2) . . ?
C31 C32 C33 121.4(2) . . ?
N3 C33 C32 120.9(2) . . ?
N3 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
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 2.0130(18) . ?
Fe1 N2 2.0217(17) . ?
Fe1 N3 2.0323(17) . ?
Fe1 C1 1.945(2) . ?
Fe1 C12 1.955(2) . ?
Fe1 C23 1.946(2) . ?
F1 C3 1.360(3) . ?
F2 C5 1.366(3) . ?
F3 C10 1.348(3) . ?
F4 C25 1.365(2) . ?
F5 C27 1.360(2) . ?
F6 C32 1.349(3) . ?
F7 C14 1.355(3) . ?
F8 C16 1.365(2) . ?
F9 C21 1.350(3) . ?
N1 C7 1.363(3) . ?
N1 C11 1.345(3) . ?
N2 C18 1.365(3) . ?
N2 C22 1.344(3) . ?
N3 C29 1.361(3) . ?
N3 C33 1.343(3) . ?
C1 C2 1.396(3) . ?
C1 C6 1.419(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.375(3) . ?
C3 C4 1.379(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.379(3) . ?
C5 C6 1.389(3) . ?
C6 C7 1.466(3) . ?
C7 C8 1.398(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.381(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.375(3) . ?
C10 C11 1.369(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.396(3) . ?
C12 C17 1.417(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(3) . ?
C14 C15 1.387(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.370(3) . ?
C16 C17 1.394(3) . ?
C17 C18 1.462(3) . ?
C18 C19 1.396(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(3) . ?
C20 H20 0.9500 . ?
C20 C21 1.380(3) . ?
C21 C22 1.372(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.398(3) . ?
C23 C28 1.419(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.378(3) . ?
C25 C26 1.378(3) . ?
C26 H26 0.9500 . ?
C26 C27 1.380(3) . ?
C27 C28 1.393(3) . ?
C28 C29 1.467(3) . ?
C29 C30 1.399(3) . ?
C30 H30 0.9500 . ?
C30 C31 1.384(3) . ?
C31 H31 0.9500 . ?
C31 C32 1.372(3) . ?
C32 C33 1.375(3) . ?
C33 H33 0.9500 . ?
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 2.1(2) . . . . ?
Fe1 N1 C7 C8 -178.67(16) . . . . ?
Fe1 N1 C11 C10 178.15(16) . . . . ?
Fe1 N2 C18 C17 4.4(2) . . . . ?
Fe1 N2 C18 C19 -172.56(16) . . . . ?
Fe1 N2 C22 C21 171.97(16) . . . . ?
Fe1 N3 C29 C28 -0.2(2) . . . . ?
Fe1 N3 C29 C30 179.00(17) . . . . ?
Fe1 N3 C33 C32 -176.95(16) . . . . ?
Fe1 C1 C2 C3 177.07(16) . . . . ?
Fe1 C1 C6 C5 -179.98(15) . . . . ?
Fe1 C1 C6 C7 -2.2(2) . . . . ?
Fe1 C12 C13 C14 175.01(17) . . . . ?
Fe1 C12 C17 C16 -174.91(16) . . . . ?
Fe1 C12 C17 C18 5.0(2) . . . . ?
Fe1 C23 C24 C25 176.42(16) . . . . ?
Fe1 C23 C28 C27 -177.60(17) . . . . ?
Fe1 C23 C28 C29 0.5(2) . . . . ?
F1 C3 C4 C5 178.6(2) . . . . ?
F2 C5 C6 C1 -177.46(18) . . . . ?
F2 C5 C6 C7 5.0(3) . . . . ?
F3 C10 C11 N1 -179.47(18) . . . . ?
F4 C25 C26 C27 179.7(2) . . . . ?
F5 C27 C28 C23 179.8(2) . . . . ?
F5 C27 C28 C29 1.8(4) . . . . ?
F6 C32 C33 N3 177.24(18) . . . . ?
F7 C14 C15 C16 -179.6(2) . . . . ?
F8 C16 C17 C12 176.66(18) . . . . ?
F8 C16 C17 C18 -3.2(3) . . . . ?
F9 C21 C22 N2 -178.97(19) . . . . ?
N1 C7 C8 C9 0.2(3) . . . . ?
N2 C18 C19 C20 -0.7(3) . . . . ?
N3 C29 C30 C31 -1.8(3) . . . . ?
C1 C2 C3 F1 -177.96(19) . . . . ?
C1 C2 C3 C4 2.2(3) . . . . ?
C1 C6 C7 N1 0.0(3) . . . . ?
C1 C6 C7 C8 -179.1(2) . . . . ?
C2 C1 C6 C5 -2.4(3) . . . . ?
C2 C1 C6 C7 175.39(18) . . . . ?
C2 C3 C4 C5 -1.6(3) . . . . ?
C3 C4 C5 F2 179.42(19) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C4 C5 C6 C1 3.2(3) . . . . ?
C4 C5 C6 C7 -174.4(2) . . . . ?
C5 C6 C7 N1 177.6(2) . . . . ?
C5 C6 C7 C8 -1.5(3) . . . . ?
C6 C1 C2 C3 -0.1(3) . . . . ?
C6 C7 C8 C9 179.2(2) . . . . ?
C7 N1 C11 C10 -0.8(3) . . . . ?
C7 C8 C9 C10 -0.3(3) . . . . ?
C8 C9 C10 F3 -180.0(2) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C9 C10 C11 N1 0.7(3) . . . . ?
C11 N1 C7 C6 -178.81(18) . . . . ?
C11 N1 C7 C8 0.4(3) . . . . ?
C12 C13 C14 F7 -179.2(2) . . . . ?
C12 C13 C14 C15 0.3(4) . . . . ?
C12 C17 C18 N2 -6.2(3) . . . . ?
C12 C17 C18 C19 170.5(2) . . . . ?
C13 C12 C17 C16 2.6(3) . . . . ?
C13 C12 C17 C18 -177.52(19) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C14 C15 C16 F8 -178.5(2) . . . . ?
C14 C15 C16 C17 -0.3(3) . . . . ?
C15 C16 C17 C12 -1.4(3) . . . . ?
C15 C16 C17 C18 178.7(2) . . . . ?
C16 C17 C18 N2 173.8(2) . . . . ?
C16 C17 C18 C19 -9.5(4) . . . . ?
C17 C12 C13 C14 -2.1(3) . . . . ?
C17 C18 C19 C20 -177.2(2) . . . . ?
C18 N2 C22 C21 -2.4(3) . . . . ?
C18 C19 C20 C21 -0.9(3) . . . . ?
C19 C20 C21 F9 -179.4(2) . . . . ?
C19 C20 C21 C22 0.9(4) . . . . ?
C20 C21 C22 N2 0.8(3) . . . . ?
C22 N2 C18 C17 179.28(18) . . . . ?
C22 N2 C18 C19 2.3(3) . . . . ?
C23 C24 C25 F4 -179.09(18) . . . . ?
C23 C24 C25 C26 0.9(3) . . . . ?
C23 C28 C29 N3 -0.2(3) . . . . ?
C23 C28 C29 C30 -179.3(2) . . . . ?
C24 C23 C28 C27 -0.2(3) . . . . ?
C24 C23 C28 C29 177.97(18) . . . . ?
C24 C25 C26 C27 -0.3(4) . . . . ?
C25 C26 C27 F5 -179.6(2) . . . . ?
C25 C26 C27 C28 -0.6(4) . . . . ?
C26 C27 C28 C23 0.8(3) . . . . ?
C26 C27 C28 C29 -177.1(2) . . . . ?
C27 C28 C29 N3 177.8(2) . . . . ?
C27 C28 C29 C30 -1.3(4) . . . . ?
C28 C23 C24 C25 -0.6(3) . . . . ?
C28 C29 C30 C31 177.3(2) . . . . ?
C29 N3 C33 C32 0.0(3) . . . . ?
C29 C30 C31 C32 0.0(3) . . . . ?
C30 C31 C32 F6 -177.3(2) . . . . ?
C30 C31 C32 C33 1.8(3) . . . . ?
C31 C32 C33 N3 -1.9(3) . . . . ?
C33 N3 C29 C28 -177.43(18) . . . . ?
C33 N3 C29 C30 1.7(3) . . . . ?
