#------------------------------------------------------------------------------
#$Date: 2025-08-30 01:16:36 +0300 (Sat, 30 Aug 2025) $
#$Revision: 301935 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/55/1575565.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_1575565
loop_
_publ_author_name
'LaDuca, Andrew R.'
'Gonder, Jared E.'
'Sarkar, Writhabrata'
'Gilbertson, John D.'
'Szymczak, Nathaniel Kolnik'
_publ_section_title
;
 Rapid Nitrite Reduction Enabled by Secondary Sphere Hydrogen Bonds within
 Non-Heme Iron Complexes
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D5SC04153H
_journal_year                    2025
_chemical_formula_moiety         'C21 H24 Fe N4 O, C2 F6 N O4 S2'
_chemical_formula_sum            'C23 H24 F6 Fe N5 O5 S2'
_chemical_formula_weight         684.44
_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
_audit_creation_date             2025-03-01
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-05-05 deposited with the CCDC.	2025-08-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.1257(15)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.61513(15)
_cell_length_b                   18.7796(2)
_cell_length_c                   13.19575(19)
_cell_measurement_reflns_used    20802
_cell_measurement_temperature    85
_cell_measurement_theta_max      69.1430
_cell_measurement_theta_min      4.0690
_cell_volume                     2684.91(7)
_computing_cell_refinement       'CrysAlisPro 1.171.43.130a (Rigaku OD, 2024)'
_computing_data_collection
'DTREK_VERSION=d*TREK version 9.9.9.4 W9RSSI -- Aug 22 2012'
_computing_data_reduction        'CrysAlisPro 1.171.43.130a (Rigaku OD, 2024)'
_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    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      85.00
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -110.00  70.00   1.00    1.00    --  -20.00   0.00-180.00  180
  2  ω    -45.00   0.00   1.00    1.00    --  -20.00  72.00   0.00   45
  3  ω    -45.00   0.00   1.00    1.00    --  -20.00  72.00   0.00   45
  4  ω    -25.00  43.00   1.00    1.00    --  -20.00  36.00 120.00   68
  5  ω    -45.00   0.00   1.00    1.00    --  -20.00  72.00-180.00   45
  6  ω   -173.00-128.00   1.00    2.00    --  -92.00 -36.00 120.00   45
  7  ω   -133.00 -88.00   1.00    2.00    --  -92.00 -36.00 -60.00   45
  8  ω   -104.00 -59.00   1.00    2.00    --  -92.00  36.00  60.00   45
  9  ω   -122.00 -77.00   1.00    2.00    --  -92.00 -72.00  60.00   45
 10  ω   -174.00 -78.00   1.00    2.00    --  -92.00 -72.00-120.00   96
 11  ω    -93.00 -35.00   1.00    2.00    --  -92.00  36.00-120.00   58
 12  ω   -176.00 -77.00   1.00    2.00    --  -92.00 -72.00 -60.00   99
 13  ω   -147.00 -75.00   1.00    2.00    --  -92.00 -72.00-180.00   72
 14  ω   -176.00 -77.00   1.00    2.00    --  -92.00 -72.00 120.00   99
 15  ω   -177.00-116.00   1.00    2.00    --  -92.00 -36.00  60.00   61
 16  ω    -87.00  -9.00   1.00    2.00    --  -92.00  36.00 -60.00   78
 17  ω   -102.00 -14.00   1.00    2.00    --  -92.00  36.00   0.00   88
 18  ω   -102.00 -21.00   1.00    2.00    --  -92.00  72.00 120.00   81
 19  ω   -175.00-104.00   1.00    2.00    --  -92.00 -36.00   0.00   71
 20  ω   -104.00 -52.00   1.00    2.00    --  -92.00  72.00  60.00   52
 21  ω   -109.00 -14.00   1.00    2.00    --  -92.00  72.00-120.00   95
 22  ω   -105.00 -24.00   1.00    2.00    --  -92.00  36.00-120.00   81
 23  ω   -105.00  -2.00   1.00    2.00    --  -92.00  36.00-180.00  103
 24  ω   -106.00  -2.00   1.00    2.00    --  -92.00  72.00 -60.00  104
 25  ω   -106.00  -2.00   1.00    2.00    --  -92.00  72.00 -60.00  104
 26  ω   -107.00 -29.00   1.00    2.00    --  -92.00  72.00   0.00   78
 27  ω   -117.00 -72.00   1.00    2.00    --  -92.00  72.00 180.00   45
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0696
_diffrn_reflns_av_unetI/netI     0.0293
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            39953
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         69.353
_diffrn_reflns_theta_min         4.080
_exptl_absorpt_coefficient_mu    6.763
_exptl_absorpt_correction_T_max  0.31379
_exptl_absorpt_correction_T_min  0.23533
_exptl_absorpt_correction_type   sphere
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.43.130a (Rigaku Oxford Diffraction, 2024)
Spherical absorption correction
using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_description       needle
_exptl_crystal_F_000             1396
_exptl_crystal_size_max          0.151
_exptl_crystal_size_mid          0.132
_exptl_crystal_size_min          0.095
_exptl_crystal_size_rad          0.400
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.101
_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     382
_refine_ls_number_reflns         4997
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0505P)²+1.4367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0957
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4722
_reflns_number_total             4997
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d5sc04153h2.cif
_cod_data_source_block           arl4139
_cod_database_code               1575565
_shelx_shelxl_version_number     2019/3
_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.
;
_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 Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C14(H14A,H14B), C23(H23A,H23B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C16(H16), C17(H17),
 C18(H18)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C13(H13A,H13B,H13C), C20(H20A,H20B,H20C)
;
_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
- Detector area scaling
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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 0.54702(3) 0.00251(2) 0.42046(3) 0.02477(11) Uani 1 1 d . . . . .
O6 O 0.38921(14) -0.00123(7) 0.42314(13) 0.0270(3) Uani 1 1 d . . . . .
N1 N 0.73876(16) 0.00796(9) 0.42365(15) 0.0258(4) Uani 1 1 d . . . . .
N2 N 0.58241(15) 0.12002(9) 0.40996(14) 0.0255(4) Uani 1 1 d . . . . .
N3 N 0.51886(16) 0.01522(10) 0.23550(15) 0.0274(4) Uani 1 1 d . . . . .
N4 N 0.59878(15) -0.10959(9) 0.40611(13) 0.0252(4) Uani 1 1 d . . . . .
C1 C 0.79180(18) 0.07373(11) 0.48373(18) 0.0289(4) Uani 1 1 d . . . . .
H1A H 0.870077 0.085041 0.473364 0.035 Uiso 1 1 calc R U . . .
H1B H 0.810633 0.065997 0.562289 0.035 Uiso 1 1 calc R U . . .
C2 C 0.70412(18) 0.13562(11) 0.44546(16) 0.0264(4) Uani 1 1 d . . . . .
C3 C 0.7487(2) 0.20438(12) 0.45433(17) 0.0304(5) Uani 1 1 d . . . . .
H3 H 0.834913 0.213298 0.477920 0.036 Uiso 1 1 calc R U . . .
C4 C 0.6648(2) 0.26016(12) 0.42799(17) 0.0324(5) Uani 1 1 d . . . . .
H4 H 0.692454 0.308159 0.436179 0.039 Uiso 1 1 calc R U . . .
C5 C 0.5400(2) 0.24455(12) 0.38957(17) 0.0308(5) Uani 1 1 d . . . . .
H5 H 0.481120 0.282043 0.369865 0.037 Uiso 1 1 calc R U . . .
C6 C 0.50067(19) 0.17441(11) 0.37978(16) 0.0267(4) Uani 1 1 d . . . . .
C7 C 0.36577(18) 0.15725(12) 0.33209(17) 0.0300(5) Uani 1 1 d . . . . .
H7A H 0.341132 0.150821 0.253404 0.045 Uiso 1 1 calc R U . . .
H7B H 0.318297 0.196405 0.346897 0.045 Uiso 1 1 calc R U . . .
H7C H 0.349621 0.113314 0.364772 0.045 Uiso 1 1 calc R U . . .
C8 C 0.62706(18) 0.03439(11) 0.22611(17) 0.0274(4) Uani 1 1 d . . . . .
C9 C 0.6328(2) 0.07152(12) 0.13781(18) 0.0331(5) Uani 1 1 d . . . . .
H9 H 0.710107 0.085242 0.134443 0.040 Uiso 1 1 calc R U . . .
C10 C 0.5234(2) 0.08837(12) 0.05407(19) 0.0352(5) Uani 1 1 d . . . . .
H10 H 0.524523 0.114524 -0.007181 0.042 Uiso 1 1 calc R U . . .
C11 C 0.4126(2) 0.06665(12) 0.06082(18) 0.0335(5) Uani 1 1 d . . . . .
H11 H 0.337042 0.076531 0.003184 0.040 Uiso 1 1 calc R U . . .
C12 C 0.41278(18) 0.03040(12) 0.15220(17) 0.0290(4) Uani 1 1 d . . . . .
C13 C 0.2936(2) 0.00379(12) 0.1595(2) 0.0338(5) Uani 1 1 d . . . . .
H13A H 0.274744 -0.043487 0.126135 0.051 Uiso 1 1 calc R U . . .
H13B H 0.226665 0.036766 0.121132 0.051 Uiso 1 1 calc R U . . .
H13C H 0.301859 0.000781 0.235946 0.051 Uiso 1 1 calc R U . . .
C14 C 0.80157(18) -0.05533(11) 0.48539(18) 0.0285(4) Uani 1 1 d . . . . .
H14A H 0.817797 -0.048120 0.563650 0.034 Uiso 1 1 calc R U . . .
H14B H 0.881766 -0.062133 0.476205 0.034 Uiso 1 1 calc R U . . .
C15 C 0.72233(18) -0.12057(11) 0.44572(16) 0.0258(4) Uani 1 1 d . . . . .
C16 C 0.77504(19) -0.18724(12) 0.45639(16) 0.0277(4) Uani 1 1 d . . . . .
H16 H 0.862188 -0.192746 0.482593 0.033 Uiso 1 1 calc R U . . .
C17 C 0.6978(2) -0.24610(12) 0.42796(17) 0.0311(5) Uani 1 1 d . . . . .
H17 H 0.731090 -0.292895 0.437014 0.037 Uiso 1 1 calc R U . . .
C18 C 0.57158(19) -0.23543(12) 0.38621(17) 0.0290(4) Uani 1 1 d . . . . .
H18 H 0.517467 -0.275159 0.365425 0.035 Uiso 1 1 calc R U . . .
C19 C 0.52360(18) -0.16711(11) 0.37455(16) 0.0261(4) Uani 1 1 d . . . . .
C20 C 0.38735(19) -0.15486(13) 0.32526(18) 0.0318(5) Uani 1 1 d . . . . .
H20A H 0.363996 -0.116715 0.364768 0.048 Uiso 1 1 calc R U . . .
H20B H 0.343726 -0.198708 0.329795 0.048 Uiso 1 1 calc R U . . .
H20C H 0.365082 -0.141117 0.248918 0.048 Uiso 1 1 calc R U . . .
C23 C 0.7433(2) 0.00744(11) 0.31285(19) 0.0287(5) Uani 1 1 d . . . . .
H23A H 0.758969 -0.041862 0.294569 0.034 Uiso 1 1 calc R U . . .
H23B H 0.813566 0.037203 0.312632 0.034 Uiso 1 1 calc R U . . .
S1 S 0.91255(4) -0.16742(3) 0.23157(4) 0.02844(13) Uani 1 1 d . . . . .
S2 S 1.04313(4) -0.29443(3) 0.24190(4) 0.02911(13) Uani 1 1 d . . . . .
F1 F 1.09903(13) -0.12375(10) 0.17956(14) 0.0583(5) Uani 1 1 d . . . . .
F2 F 0.98139(18) -0.04063(8) 0.19915(14) 0.0618(5) Uani 1 1 d . . . . .
F3 F 0.92175(14) -0.10560(9) 0.05567(11) 0.0459(4) Uani 1 1 d . . . . .
F4 F 1.08922(12) -0.38734(8) 0.39854(12) 0.0439(3) Uani 1 1 d . . . . .
F5 F 0.90098(13) -0.38732(9) 0.28859(16) 0.0597(5) Uani 1 1 d . . . . .
F6 F 0.96727(16) -0.30322(8) 0.40629(14) 0.0564(4) Uani 1 1 d . . . . .
O2 O 0.97909(14) -0.15404(9) 0.34427(12) 0.0350(4) Uani 1 1 d . . . . .
O3 O 0.78419(13) -0.14897(9) 0.18679(13) 0.0357(4) Uani 1 1 d . . . . .
O4 O 1.04519(15) -0.34641(9) 0.16354(14) 0.0406(4) Uani 1 1 d . . . . .
O5 O 1.15609(13) -0.26184(9) 0.30755(13) 0.0348(4) Uani 1 1 d . . . . .
N5 N 0.92989(16) -0.24291(10) 0.18730(14) 0.0307(4) Uani 1 1 d . . . . .
C21 C 0.9830(2) -0.10610(13) 0.16244(19) 0.0377(5) Uani 1 1 d . . . . .
C22 C 0.9962(2) -0.34573(13) 0.3389(2) 0.0380(5) Uani 1 1 d . . . . .
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
O6 Fe1 Fe1 45.59(5) . 3_656 ?
O6 Fe1 Fe1 43.27(5) 3_656 3_656 ?
O6 Fe1 O6 88.86(7) . 3_656 ?
O6 Fe1 N1 177.91(7) . . ?
O6 Fe1 N1 89.11(7) 3_656 . ?
O6 Fe1 N2 104.02(6) . . ?
O6 Fe1 N2 94.00(6) 3_656 . ?
O6 Fe1 N3 104.81(7) . . ?
O6 Fe1 N3 165.55(6) 3_656 . ?
O6 Fe1 N4 105.49(6) . . ?
O6 Fe1 N4 93.92(6) 3_656 . ?
N1 Fe1 Fe1 132.38(5) . 3_656 ?
N1 Fe1 N2 75.64(6) . . ?
N1 Fe1 N3 77.18(6) . . ?
N1 Fe1 N4 75.15(6) . . ?
N2 Fe1 Fe1 102.47(5) . 3_656 ?
N2 Fe1 N3 78.33(6) . . ?
N3 Fe1 Fe1 150.11(5) . 3_656 ?
N4 Fe1 Fe1 103.41(5) . 3_656 ?
N4 Fe1 N2 149.56(7) . . ?
N4 Fe1 N3 87.04(6) . . ?
Fe1 O6 Fe1 91.14(7) . 3_656 ?
C1 N1 Fe1 105.72(12) . . ?
C1 N1 C23 112.26(16) . . ?
C14 N1 Fe1 105.47(12) . . ?
C14 N1 C1 110.45(17) . . ?
C14 N1 C23 110.66(16) . . ?
C23 N1 Fe1 111.97(13) . . ?
C2 N2 Fe1 112.42(13) . . ?
C2 N2 C6 118.28(18) . . ?
C6 N2 Fe1 129.19(14) . . ?
C8 N3 Fe1 109.55(13) . . ?
C12 N3 Fe1 127.51(14) . . ?
C12 N3 C8 118.20(19) . . ?
C15 N4 Fe1 113.20(13) . . ?
C15 N4 C19 118.20(18) . . ?
C19 N4 Fe1 128.18(13) . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.4 . . ?
N1 C1 C2 111.35(16) . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
N2 C2 C1 116.43(18) . . ?
N2 C2 C3 123.1(2) . . ?
C3 C2 C1 120.34(18) . . ?
C2 C3 H3 120.8 . . ?
C2 C3 C4 118.5(2) . . ?
C4 C3 H3 120.8 . . ?
C3 C4 H4 120.6 . . ?
C5 C4 C3 118.7(2) . . ?
C5 C4 H4 120.6 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.2(2) . . ?
C6 C5 H5 119.9 . . ?
N2 C6 C5 121.19(19) . . ?
N2 C6 C7 118.55(19) . . ?
C5 C6 C7 120.24(19) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 C9 122.71(19) . . ?
N3 C8 C23 116.58(19) . . ?
C9 C8 C23 120.50(18) . . ?
C8 C9 H9 120.7 . . ?
C8 C9 C10 118.6(2) . . ?
C10 C9 H9 120.7 . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.2(2) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 120.3 . . ?
C10 C11 C12 119.5(2) . . ?
C12 C11 H11 120.3 . . ?
N3 C12 C11 121.74(19) . . ?
N3 C12 C13 117.8(2) . . ?
C11 C12 C13 120.40(19) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 109.6 . . ?
N1 C14 H14B 109.6 . . ?
N1 C14 C15 110.12(16) . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
N4 C15 C14 116.07(18) . . ?
N4 C15 C16 123.19(19) . . ?
C16 C15 C14 120.62(18) . . ?
C15 C16 H16 120.8 . . ?
C15 C16 C17 118.43(19) . . ?
C17 C16 H16 120.8 . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.8(2) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.3(2) . . ?
C19 C18 H18 119.8 . . ?
N4 C19 C18 120.98(18) . . ?
N4 C19 C20 118.29(19) . . ?
C18 C19 C20 120.73(19) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N1 C23 C8 113.95(17) . . ?
N1 C23 H23A 108.8 . . ?
N1 C23 H23B 108.8 . . ?
C8 C23 H23A 108.8 . . ?
C8 C23 H23B 108.8 . . ?
H23A C23 H23B 107.7 . . ?
O2 S1 O3 118.56(10) . . ?
O2 S1 N5 116.81(10) . . ?
O2 S1 C21 103.66(10) . . ?
O3 S1 N5 108.53(9) . . ?
O3 S1 C21 103.15(10) . . ?
N5 S1 C21 103.95(11) . . ?
O4 S2 N5 108.44(10) . . ?
O4 S2 C22 103.47(11) . . ?
O5 S2 O4 118.81(10) . . ?
O5 S2 N5 116.55(10) . . ?
O5 S2 C22 103.96(10) . . ?
N5 S2 C22 103.41(10) . . ?
S1 N5 S2 125.35(11) . . ?
F1 C21 S1 111.52(17) . . ?
F1 C21 F3 107.8(2) . . ?
F2 C21 S1 109.45(17) . . ?
F2 C21 F1 108.5(2) . . ?
F2 C21 F3 107.9(2) . . ?
F3 C21 S1 111.52(16) . . ?
F4 C22 S2 109.75(15) . . ?
F5 C22 S2 111.39(18) . . ?
F5 C22 F4 107.65(19) . . ?
F5 C22 F6 108.92(19) . . ?
F6 C22 S2 111.26(16) . . ?
F6 C22 F4 107.7(2) . . ?
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 Fe1 2.6947(7) 3_656 ?
Fe1 O6 1.9252(16) 3_656 ?
Fe1 O6 1.8474(15) . ?
Fe1 N1 2.2146(18) . ?
Fe1 N2 2.2580(18) . ?
Fe1 N3 2.3548(19) . ?
Fe1 N4 2.2161(18) . ?
N1 C1 1.477(3) . ?
N1 C14 1.477(3) . ?
N1 C23 1.482(3) . ?
N2 C2 1.351(3) . ?
N2 C6 1.353(3) . ?
N3 C8 1.355(3) . ?
N3 C12 1.353(3) . ?
N4 C15 1.354(3) . ?
N4 C19 1.357(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.507(3) . ?
C2 C3 1.381(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.384(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.385(3) . ?
C6 C7 1.498(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 C9 1.380(3) . ?
C8 C23 1.508(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.387(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.384(3) . ?
C12 C13 1.507(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.508(3) . ?
C15 C16 1.378(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.387(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.383(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(3) . ?
C19 C20 1.496(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
S1 O2 1.4295(16) . ?
S1 O3 1.4342(15) . ?
S1 N5 1.5738(19) . ?
S1 C21 1.835(2) . ?
S2 O4 1.4285(17) . ?
S2 O5 1.4238(15) . ?
S2 N5 1.5817(18) . ?
S2 C22 1.835(2) . ?
F1 C21 1.325(3) . ?
F2 C21 1.324(3) . ?
F3 C21 1.330(3) . ?
F4 C22 1.335(3) . ?
F5 C22 1.321(3) . ?
F6 C22 1.325(3) . ?
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 C1 C2 -46.00(19) . . . . ?
Fe1 N1 C14 C15 46.79(18) . . . . ?
Fe1 N1 C23 C8 24.7(2) . . . . ?
Fe1 N2 C2 C1 0.4(2) . . . . ?
Fe1 N2 C2 C3 -175.15(16) . . . . ?
Fe1 N2 C6 C5 172.79(15) . . . . ?
Fe1 N2 C6 C7 -9.0(3) . . . . ?
Fe1 N3 C8 C9 -154.30(18) . . . . ?
Fe1 N3 C8 C23 31.0(2) . . . . ?
Fe1 N3 C12 C11 150.73(17) . . . . ?
Fe1 N3 C12 C13 -31.8(3) . . . . ?
Fe1 N4 C15 C14 -3.6(2) . . . . ?
Fe1 N4 C15 C16 172.52(16) . . . . ?
Fe1 N4 C19 C18 -169.63(15) . . . . ?
Fe1 N4 C19 C20 11.2(3) . . . . ?
O6 Fe1 O6 Fe1 0.0 3_656 . . 3_656 ?
N1 C1 C2 N2 31.5(3) . . . . ?
N1 C1 C2 C3 -152.80(19) . . . . ?
N1 C14 C15 N4 -30.0(3) . . . . ?
N1 C14 C15 C16 153.83(19) . . . . ?
N2 Fe1 O6 Fe1 -93.84(6) . . . 3_656 ?
N2 C2 C3 C4 1.6(3) . . . . ?
N3 Fe1 O6 Fe1 -175.23(6) . . . 3_656 ?
N3 C8 C9 C10 -1.6(3) . . . . ?
N3 C8 C23 N1 -39.1(3) . . . . ?
N4 Fe1 O6 Fe1 93.75(6) . . . 3_656 ?
N4 C15 C16 C17 -1.8(3) . . . . ?
C1 N1 C14 C15 160.57(16) . . . . ?
C1 N1 C23 C8 -94.0(2) . . . . ?
C1 C2 C3 C4 -173.85(19) . . . . ?
C2 N2 C6 C5 -3.0(3) . . . . ?
C2 N2 C6 C7 175.22(18) . . . . ?
C2 C3 C4 C5 -2.7(3) . . . . ?
C3 C4 C5 C6 1.1(3) . . . . ?
C4 C5 C6 N2 1.8(3) . . . . ?
C4 C5 C6 C7 -176.40(19) . . . . ?
C6 N2 C2 C1 176.90(18) . . . . ?
C6 N2 C2 C3 1.3(3) . . . . ?
C8 N3 C12 C11 -2.2(3) . . . . ?
C8 N3 C12 C13 175.26(19) . . . . ?
C8 C9 C10 C11 -1.0(3) . . . . ?
C9 C8 C23 N1 146.1(2) . . . . ?
C9 C10 C11 C12 1.9(3) . . . . ?
C10 C11 C12 N3 -0.3(3) . . . . ?
C10 C11 C12 C13 -177.7(2) . . . . ?
C12 N3 C8 C9 3.2(3) . . . . ?
C12 N3 C8 C23 -171.51(19) . . . . ?
C14 N1 C1 C2 -159.62(16) . . . . ?
C14 N1 C23 C8 142.09(17) . . . . ?
C14 C15 C16 C17 174.12(19) . . . . ?
C15 N4 C19 C18 2.4(3) . . . . ?
C15 N4 C19 C20 -176.77(18) . . . . ?
C15 C16 C17 C18 2.5(3) . . . . ?
C16 C17 C18 C19 -0.9(3) . . . . ?
C17 C18 C19 N4 -1.6(3) . . . . ?
C17 C18 C19 C20 177.48(19) . . . . ?
C19 N4 C15 C14 -176.74(18) . . . . ?
C19 N4 C15 C16 -0.6(3) . . . . ?
C23 N1 C1 C2 76.4(2) . . . . ?
C23 N1 C14 C15 -74.5(2) . . . . ?
C23 C8 C9 C10 172.9(2) . . . . ?
O2 S1 N5 S2 -21.71(18) . . . . ?
O2 S1 C21 F1 66.87(19) . . . . ?
O2 S1 C21 F2 -53.21(18) . . . . ?
O2 S1 C21 F3 -172.58(16) . . . . ?
O3 S1 N5 S2 -158.96(13) . . . . ?
O3 S1 C21 F1 -168.94(17) . . . . ?
O3 S1 C21 F2 70.98(18) . . . . ?
O3 S1 C21 F3 -48.39(19) . . . . ?
O4 S2 N5 S1 -162.78(14) . . . . ?
O4 S2 C22 F4 72.63(18) . . . . ?
O4 S2 C22 F5 -46.49(18) . . . . ?
O4 S2 C22 F6 -168.23(16) . . . . ?
O5 S2 N5 S1 -25.52(18) . . . . ?
O5 S2 C22 F4 -52.13(19) . . . . ?
O5 S2 C22 F5 -171.25(16) . . . . ?
O5 S2 C22 F6 67.01(18) . . . . ?
N5 S1 C21 F1 -55.72(19) . . . . ?
N5 S1 C21 F2 -175.80(16) . . . . ?
N5 S1 C21 F3 64.83(18) . . . . ?
N5 S2 C22 F4 -174.32(16) . . . . ?
N5 S2 C22 F5 66.56(18) . . . . ?
N5 S2 C22 F6 -55.18(18) . . . . ?
C21 S1 N5 S2 91.74(16) . . . . ?
C22 S2 N5 S1 87.83(16) . . . . ?
