# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1b
_database_code_depnum_ccdc_archive 'CCDC 2046689'
loop_
_audit_author_name
_audit_author_address
'Berislav Peric'
;Rudjer Boskovic Institute
Croatia
;
_audit_update_record             
;
2020-11-26 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H26 Fe N2 O2'
_chemical_formula_sum            'C24 H26 Fe N2 O2'
_chemical_formula_weight         430.32

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.80821(15)
_cell_length_b                   10.91184(19)
_cell_length_c                   11.1489(2)
_cell_angle_alpha                90
_cell_angle_beta                 105.4798(18)
_cell_angle_gamma                90
_cell_volume                     1032.69(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    128(5)
_cell_measurement_reflns_used    3037
_cell_measurement_theta_min      4.0960
_cell_measurement_theta_max      75.7290

_exptl_crystal_description       prism
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_F_000             452
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    6.029
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.84424
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   'ω scans'
_diffrn_ambient_temperature      128(5)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4323
_diffrn_reflns_number            5162
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.115
_diffrn_reflns_theta_max         75.692
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.824
_diffrn_reflns_point_group_measured_fraction_full 0.854
_reflns_number_total             3538
_reflns_number_gt                3444
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.575
_reflns_Friedel_fraction_max     0.636
_reflns_Friedel_fraction_full    0.690

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0496P)²+0.0420P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1179 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.011(4)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3538
_refine_ls_number_parameters     270
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0353
_refine_ls_wR_factor_ref         0.0933
_refine_ls_wR_factor_gt          0.0923
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1F C 0.5756(5) 0.2609(4) 0.2093(4) 0.0254(7) Uani 1 1 d . . . . .
H1F H 0.491144 0.314703 0.183806 0.030 Uiso 1 1 calc R U . . .
C2F C 0.6916(4) 0.2363(3) 0.1449(3) 0.0243(7) Uani 1 1 d . . . . .
H2F H 0.696213 0.271059 0.069740 0.029 Uiso 1 1 calc R U . . .
C3F C 0.7991(4) 0.1493(3) 0.2156(3) 0.0252(7) Uani 1 1 d . . . . .
H3F H 0.886388 0.117020 0.194663 0.030 Uiso 1 1 calc R U . . .
C4F C 0.7498(4) 0.1201(4) 0.3242(3) 0.0269(7) Uani 1 1 d . . . . .
H4F H 0.799385 0.065894 0.386756 0.032 Uiso 1 1 calc R U . . .
C5F C 0.6114(4) 0.1889(4) 0.3196(3) 0.0248(7) Uani 1 1 d . . . . .
H5F H 0.554010 0.187078 0.378528 0.030 Uiso 1 1 calc R U . . .
Fe1 Fe 0.57600(5) 0.07878(5) 0.16678(4) 0.01915(14) Uani 1 1 d . . . . .
C1 C 0.5056(4) -0.0959(3) 0.1867(3) 0.0245(7) Uani 1 1 d . . . . .
H1 H 0.535456 -0.143526 0.258367 0.029 Uiso 1 1 calc R U . . .
C2 C 0.5821(5) -0.0906(4) 0.0891(4) 0.0294(8) Uani 1 1 d . . . . .
H2 H 0.671310 -0.134842 0.086285 0.035 Uiso 1 1 calc R U . . .
C3 C 0.5005(5) -0.0071(4) -0.0027(3) 0.0300(8) Uani 1 1 d . . . . .
H3 H 0.527187 0.013053 -0.075588 0.036 Uiso 1 1 calc R U . . .
C4 C 0.3708(4) 0.0405(4) 0.0356(3) 0.0255(7) Uani 1 1 d . . . . .
H4 H 0.297343 0.096881 -0.008064 0.031 Uiso 1 1 calc R U . . .
C5 C 0.3730(4) -0.0134(3) 0.1531(3) 0.0225(6) Uani 1 1 d . . . . .
C6 C 0.2656(4) 0.0263(3) 0.2277(3) 0.0221(6) Uani 1 1 d . . . . .
O1 O 0.1450(3) 0.0863(3) 0.1777(2) 0.0266(5) Uani 1 1 d . . . . .
N1 N 0.3056(3) -0.0029(3) 0.3494(3) 0.0242(6) Uani 1 1 d . . . . .
H1N H 0.403(7) -0.029(6) 0.379(5) 0.046(16) Uiso 1 1 d . . . . .
C7 C 0.2098(4) 0.0331(4) 0.4322(3) 0.0245(7) Uani 1 1 d . . . . .
H7 H 0.099317 0.034875 0.383467 0.029 Uiso 1 1 calc R U . . .
C8 C 0.2266(5) -0.0632(4) 0.5340(4) 0.0345(9) Uani 1 1 d . . . . .
H8A H 0.192679 -0.142164 0.496301 0.041 Uiso 1 1 calc R U . . .
H8B H 0.336441 -0.070056 0.580072 0.041 Uiso 1 1 calc R U . . .
C9 C 0.1285(5) -0.0299(5) 0.6231(4) 0.0409(11) Uani 1 1 d . . . . .
H9B H 0.017692 -0.030252 0.578507 0.049 Uiso 1 1 calc R U . . .
H9A H 0.144755 -0.090792 0.688686 0.049 Uiso 1 1 calc R U . . .
C10 C 0.1734(5) 0.0960(6) 0.6804(4) 0.0418(11) Uani 1 1 d . . . . .
H10B H 0.281681 0.094440 0.731075 0.050 Uiso 1 1 calc R U . . .
H10A H 0.106482 0.116550 0.733844 0.050 Uiso 1 1 calc R U . . .
C11 C 0.1555(5) 0.1931(4) 0.5790(4) 0.0314(8) Uani 1 1 d . . . . .
H11A H 0.189393 0.271863 0.617164 0.038 Uiso 1 1 calc R U . . .
H11B H 0.045438 0.199884 0.533495 0.038 Uiso 1 1 calc R U . . .
C12 C 0.2533(4) 0.1607(4) 0.4885(3) 0.0244(7) Uani 1 1 d . . . . .
H12 H 0.365016 0.160769 0.534225 0.029 Uiso 1 1 calc R U . . .
N2 N 0.2286(4) 0.2515(3) 0.3887(3) 0.0229(6) Uani 1 1 d . . . . .
H2N H 0.165(7) 0.238(6) 0.327(6) 0.038(14) Uiso 1 1 d . . . . .
C13 C 0.2948(4) 0.3623(3) 0.4023(3) 0.0224(6) Uani 1 1 d . . . . .
O2 O 0.3899(3) 0.3947(3) 0.5008(2) 0.0317(6) Uani 1 1 d . . . . .
C14 C 0.2431(4) 0.4494(3) 0.2953(3) 0.0233(7) Uani 1 1 d . . . . .
C15 C 0.2757(4) 0.5734(5) 0.3170(4) 0.0317(7) Uani 1 1 d . . . . .
H15 H 0.334697 0.598995 0.395124 0.038 Uiso 1 1 calc R U . . .
C16 C 0.2212(5) 0.6596(4) 0.2235(5) 0.0402(10) Uani 1 1 d . . . . .
H16 H 0.242852 0.742345 0.239437 0.048 Uiso 1 1 calc R U . . .
C17 C 0.1341(6) 0.6217(4) 0.1058(5) 0.0374(10) Uani 1 1 d . . . . .
H17 H 0.096748 0.678891 0.042997 0.045 Uiso 1 1 calc R U . . .
C18 C 0.1038(5) 0.4983(4) 0.0832(4) 0.0341(9) Uani 1 1 d . . . . .
H18 H 0.046329 0.472700 0.004627 0.041 Uiso 1 1 calc R U . . .
C19 C 0.1582(4) 0.4121(4) 0.1767(3) 0.0285(7) Uani 1 1 d . . . . .
H19 H 0.137836 0.329312 0.160140 0.034 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1F C5F 1.422(5) . ?
C1F C2F 1.423(5) . ?
C1F Fe1 2.044(4) . ?
C2F C3F 1.422(5) . ?
C2F Fe1 2.046(4) . ?
C3F C4F 1.428(5) . ?
C3F Fe1 2.044(3) . ?
C4F C5F 1.421(5) . ?
C4F Fe1 2.048(3) . ?
C5F Fe1 2.039(3) . ?
Fe1 C5 2.022(3) . ?
Fe1 C1 2.035(4) . ?
Fe1 C4 2.042(3) . ?
Fe1 C2 2.048(4) . ?
Fe1 C3 2.055(3) . ?
C1 C2 1.426(5) . ?
C1 C5 1.443(5) . ?
C2 C3 1.415(6) . ?
C3 C4 1.421(5) . ?
C4 C5 1.432(5) . ?
C5 C6 1.481(5) . ?
C6 O1 1.246(5) . ?
C6 N1 1.346(5) . ?
N1 C7 1.461(5) . ?
C7 C8 1.525(5) . ?
C7 C12 1.534(5) . ?
C8 C9 1.524(6) . ?
C9 C10 1.522(8) . ?
C10 C11 1.527(6) . ?
C11 C12 1.533(5) . ?
C12 N2 1.463(4) . ?
N2 C13 1.333(5) . ?
C13 O2 1.241(4) . ?
C13 C14 1.498(5) . ?
C14 C15 1.390(6) . ?
C14 C19 1.395(5) . ?
C15 C16 1.391(6) . ?
C16 C17 1.395(7) . ?
C17 C18 1.382(7) . ?
C18 C19 1.391(6) . ?

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
C5F C1F C2F 108.0(3) . . ?
C5F C1F Fe1 69.5(2) . . ?
C2F C1F Fe1 69.7(2) . . ?
C3F C2F C1F 107.9(3) . . ?
C3F C2F Fe1 69.6(2) . . ?
C1F C2F Fe1 69.6(2) . . ?
C2F C3F C4F 108.1(3) . . ?
C2F C3F Fe1 69.7(2) . . ?
C4F C3F Fe1 69.7(2) . . ?
C5F C4F C3F 107.7(3) . . ?
C5F C4F Fe1 69.3(2) . . ?
C3F C4F Fe1 69.5(2) . . ?
C4F C5F C1F 108.3(3) . . ?
C4F C5F Fe1 70.0(2) . . ?
C1F C5F Fe1 69.8(2) . . ?
C5 Fe1 C1 41.68(14) . . ?
C5 Fe1 C5F 106.90(14) . . ?
C1 Fe1 C5F 116.34(15) . . ?
C5 Fe1 C4 41.26(14) . . ?
C1 Fe1 C4 69.49(15) . . ?
C5F Fe1 C4 128.86(15) . . ?
C5 Fe1 C1F 116.41(15) . . ?
C1 Fe1 C1F 150.02(15) . . ?
C5F Fe1 C1F 40.76(15) . . ?
C4 Fe1 C1F 107.98(15) . . ?
C5 Fe1 C3F 167.29(15) . . ?
C1 Fe1 C3F 128.53(15) . . ?
C5F Fe1 C3F 68.55(14) . . ?
C4 Fe1 C3F 150.66(15) . . ?
C1F Fe1 C3F 68.49(15) . . ?
C5 Fe1 C2F 150.15(15) . . ?
C1 Fe1 C2F 167.47(15) . . ?
C5F Fe1 C2F 68.57(14) . . ?
C4 Fe1 C2F 117.36(15) . . ?
C1F Fe1 C2F 40.72(14) . . ?
C3F Fe1 C2F 40.69(15) . . ?
C5 Fe1 C2 69.01(15) . . ?
C1 Fe1 C2 40.88(15) . . ?
C5F Fe1 C2 150.41(16) . . ?
C4 Fe1 C2 68.33(16) . . ?
C1F Fe1 C2 167.90(16) . . ?
C3F Fe1 C2 108.68(15) . . ?
C2F Fe1 C2 129.64(15) . . ?
C5 Fe1 C4F 128.18(15) . . ?
C1 Fe1 C4F 107.02(15) . . ?
C5F Fe1 C4F 40.69(15) . . ?
C4 Fe1 C4F 167.25(15) . . ?
C1F Fe1 C4F 68.54(15) . . ?
C3F Fe1 C4F 40.83(15) . . ?
C2F Fe1 C4F 68.60(15) . . ?
C2 Fe1 C4F 117.60(16) . . ?
C5 Fe1 C3 68.98(15) . . ?
C1 Fe1 C3 68.90(16) . . ?
C5F Fe1 C3 167.64(16) . . ?
C4 Fe1 C3 40.59(15) . . ?
C1F Fe1 C3 129.56(17) . . ?
C3F Fe1 C3 117.93(15) . . ?
C2F Fe1 C3 108.82(15) . . ?
C2 Fe1 C3 40.35(17) . . ?
C4F Fe1 C3 150.83(16) . . ?
C2 C1 C5 106.9(3) . . ?
C2 C1 Fe1 70.0(2) . . ?
C5 C1 Fe1 68.7(2) . . ?
C3 C2 C1 109.1(3) . . ?
C3 C2 Fe1 70.1(2) . . ?
C1 C2 Fe1 69.1(2) . . ?
C2 C3 C4 108.2(3) . . ?
C2 C3 Fe1 69.6(2) . . ?
C4 C3 Fe1 69.22(19) . . ?
C3 C4 C5 108.0(3) . . ?
C3 C4 Fe1 70.2(2) . . ?
C5 C4 Fe1 68.60(19) . . ?
C4 C5 C1 107.8(3) . . ?
C4 C5 C6 122.7(3) . . ?
C1 C5 C6 129.1(3) . . ?
C4 C5 Fe1 70.1(2) . . ?
C1 C5 Fe1 69.66(19) . . ?
C6 C5 Fe1 119.8(2) . . ?
O1 C6 N1 122.6(3) . . ?
O1 C6 C5 119.9(3) . . ?
N1 C6 C5 117.5(3) . . ?
C6 N1 C7 122.2(3) . . ?
N1 C7 C8 109.1(3) . . ?
N1 C7 C12 112.3(3) . . ?
C8 C7 C12 110.9(3) . . ?
C9 C8 C7 111.2(3) . . ?
C10 C9 C8 111.1(4) . . ?
C9 C10 C11 110.6(3) . . ?
C10 C11 C12 111.2(3) . . ?
N2 C12 C11 110.5(3) . . ?
N2 C12 C7 109.5(3) . . ?
C11 C12 C7 110.9(3) . . ?
C13 N2 C12 123.7(3) . . ?
O2 C13 N2 122.1(3) . . ?
O2 C13 C14 120.9(3) . . ?
N2 C13 C14 117.0(3) . . ?
C15 C14 C19 118.9(3) . . ?
C15 C14 C13 118.3(3) . . ?
C19 C14 C13 122.8(3) . . ?
C14 C15 C16 120.9(4) . . ?
C15 C16 C17 119.8(4) . . ?
C18 C17 C16 119.4(4) . . ?
C17 C18 C19 120.7(4) . . ?
C18 C19 C14 120.2(4) . . ?

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
C5F C1F C2F C3F -0.1(4) . . . . ?
Fe1 C1F C2F C3F -59.2(3) . . . . ?
C5F C1F C2F Fe1 59.1(3) . . . . ?
C1F C2F C3F C4F -0.1(4) . . . . ?
Fe1 C2F C3F C4F -59.3(2) . . . . ?
C1F C2F C3F Fe1 59.2(3) . . . . ?
C2F C3F C4F C5F 0.3(4) . . . . ?
Fe1 C3F C4F C5F -59.0(3) . . . . ?
C2F C3F C4F Fe1 59.3(2) . . . . ?
C3F C4F C5F C1F -0.4(4) . . . . ?
Fe1 C4F C5F C1F -59.5(3) . . . . ?
C3F C4F C5F Fe1 59.1(2) . . . . ?
C2F C1F C5F C4F 0.3(4) . . . . ?
Fe1 C1F C5F C4F 59.6(3) . . . . ?
C2F C1F C5F Fe1 -59.3(3) . . . . ?
C5 C1 C2 C3 0.2(4) . . . . ?
Fe1 C1 C2 C3 -58.8(3) . . . . ?
C5 C1 C2 Fe1 59.0(2) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
Fe1 C2 C3 C4 -58.6(3) . . . . ?
C1 C2 C3 Fe1 58.2(3) . . . . ?
C2 C3 C4 C5 0.5(4) . . . . ?
Fe1 C3 C4 C5 -58.3(2) . . . . ?
C2 C3 C4 Fe1 58.8(3) . . . . ?
C3 C4 C5 C1 -0.4(4) . . . . ?
Fe1 C4 C5 C1 -59.7(2) . . . . ?
C3 C4 C5 C6 172.7(3) . . . . ?
Fe1 C4 C5 C6 113.3(3) . . . . ?
C3 C4 C5 Fe1 59.3(3) . . . . ?
C2 C1 C5 C4 0.1(4) . . . . ?
Fe1 C1 C5 C4 60.0(2) . . . . ?
C2 C1 C5 C6 -172.3(4) . . . . ?
Fe1 C1 C5 C6 -112.4(4) . . . . ?
C2 C1 C5 Fe1 -59.9(3) . . . . ?
C4 C5 C6 O1 17.6(5) . . . . ?
C1 C5 C6 O1 -170.9(4) . . . . ?
Fe1 C5 C6 O1 102.0(3) . . . . ?
C4 C5 C6 N1 -161.1(3) . . . . ?
C1 C5 C6 N1 10.3(5) . . . . ?
Fe1 C5 C6 N1 -76.7(4) . . . . ?
O1 C6 N1 C7 0.4(6) . . . . ?
C5 C6 N1 C7 179.1(3) . . . . ?
C6 N1 C7 C8 149.2(3) . . . . ?
C6 N1 C7 C12 -87.4(4) . . . . ?
N1 C7 C8 C9 -180.0(4) . . . . ?
C12 C7 C8 C9 55.8(4) . . . . ?
C7 C8 C9 C10 -56.8(5) . . . . ?
C8 C9 C10 C11 56.7(4) . . . . ?
C9 C10 C11 C12 -56.4(4) . . . . ?
C10 C11 C12 N2 177.2(3) . . . . ?
C10 C11 C12 C7 55.7(4) . . . . ?
N1 C7 C12 N2 60.3(4) . . . . ?
C8 C7 C12 N2 -177.3(3) . . . . ?
N1 C7 C12 C11 -177.6(3) . . . . ?
C8 C7 C12 C11 -55.1(4) . . . . ?
C11 C12 N2 C13 77.2(4) . . . . ?
C7 C12 N2 C13 -160.5(3) . . . . ?
C12 N2 C13 O2 3.7(5) . . . . ?
C12 N2 C13 C14 -173.2(3) . . . . ?
O2 C13 C14 C15 -13.9(5) . . . . ?
N2 C13 C14 C15 163.0(3) . . . . ?
O2 C13 C14 C19 168.9(3) . . . . ?
N2 C13 C14 C19 -14.1(5) . . . . ?
C19 C14 C15 C16 1.7(6) . . . . ?
C13 C14 C15 C16 -175.5(3) . . . . ?
C14 C15 C16 C17 -0.7(6) . . . . ?
C15 C16 C17 C18 -0.4(7) . . . . ?
C16 C17 C18 C19 0.5(7) . . . . ?
C17 C18 C19 C14 0.6(7) . . . . ?
C15 C14 C19 C18 -1.7(6) . . . . ?
C13 C14 C19 C18 175.5(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2 0.88(6) 2.12(6) 2.973(4) 162(6) 2_646 yes
N2 H2N O1 0.78(6) 2.32(6) 2.898(4) 132(5) . yes

_refine_diff_density_max         0.388
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.053


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1n
_database_code_depnum_ccdc_archive 'CCDC 2046690'
loop_
_audit_author_name
_audit_author_address
'Berislav Peric'
;Rudjer Boskovic Institute
Croatia
;
_audit_update_record             
;
2020-11-26 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H31 Fe N3 O2'
_chemical_formula_sum            'C26 H31 Fe N3 O2'
_chemical_formula_weight         473.39

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   8.9319(2)
_cell_length_b                   11.0143(3)
_cell_length_c                   24.0525(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2366.25(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2490
_cell_measurement_theta_min      3.6710
_cell_measurement_theta_max      75.2260

_exptl_crystal_description       prism
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    5.322
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.06148
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4323
_diffrn_reflns_number            6654
_diffrn_reflns_av_unetI/netI     0.0575
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.675
_diffrn_reflns_theta_max         75.617
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measured_fraction_theta_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.809
_diffrn_reflns_point_group_measured_fraction_full 0.846
_reflns_number_total             3978
_reflns_number_gt                3183
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.515
_reflns_Friedel_fraction_max     0.639
_reflns_Friedel_fraction_full    0.706

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²+0.7922P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 908 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.014(5)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3978
_refine_ls_number_parameters     299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0635
_refine_ls_R_factor_gt           0.0466
_refine_ls_wR_factor_ref         0.1124
_refine_ls_wR_factor_gt          0.1008
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.079
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
C1F C 1.1917(8) 0.4036(5) 0.1169(3) 0.0675(16) Uani 1 1 d . . . . .
H1F H 1.119683 0.459118 0.105454 0.081 Uiso 1 1 calc R U . . .
C2F C 1.3237(8) 0.3740(6) 0.0874(3) 0.0728(18) Uani 1 1 d . . . . .
H2F H 1.353183 0.405675 0.053311 0.087 Uiso 1 1 calc R U . . .
C3F C 1.4017(6) 0.2882(7) 0.1190(3) 0.0723(19) Uani 1 1 d . . . . .
H3F H 1.493298 0.253392 0.109884 0.087 Uiso 1 1 calc R U . . .
C4F C 1.3160(7) 0.2636(6) 0.1677(3) 0.0728(18) Uani 1 1 d . . . . .
H4F H 1.341006 0.209228 0.195798 0.087 Uiso 1 1 calc R U . . .
C5F C 1.1869(8) 0.3365(6) 0.1657(2) 0.0672(17) Uani 1 1 d . . . . .
H5F H 1.111546 0.339207 0.192336 0.081 Uiso 1 1 calc R U . . .
Fe1 Fe 1.19358(9) 0.22358(8) 0.09852(3) 0.0478(2) Uani 1 1 d . . . . .
C1 C 1.1065(7) 0.0544(5) 0.1099(2) 0.0559(14) Uani 1 1 d . . . . .
H1 H 1.110892 0.007751 0.142120 0.067 Uiso 1 1 calc R U . . .
C2 C 1.2108(8) 0.0535(6) 0.0653(3) 0.0676(17) Uani 1 1 d . . . . .
H2 H 1.297018 0.006330 0.063856 0.081 Uiso 1 1 calc R U . . .
C3 C 1.1636(7) 0.1354(6) 0.0234(2) 0.0658(17) Uani 1 1 d . . . . .
H3 H 1.211966 0.150963 -0.010101 0.079 Uiso 1 1 calc R U . . .
C4 C 1.0290(6) 0.1890(5) 0.0421(2) 0.0535(14) Uani 1 1 d . . . . .
H4 H 0.972691 0.246149 0.022804 0.064 Uiso 1 1 calc R U . . .
C5 C 0.9937(5) 0.1407(4) 0.0958(2) 0.0460(11) Uani 1 1 d . . . . .
C6 C 0.8630(6) 0.1826(5) 0.1292(2) 0.0456(12) Uani 1 1 d . . . . .
O1 O 0.7607(4) 0.2397(3) 0.10681(14) 0.0552(9) Uani 1 1 d . . . . .
N1 N 0.8634(5) 0.1542(4) 0.1838(2) 0.0508(11) Uani 1 1 d . . . . .
H1N H 0.936(6) 0.134(5) 0.198(2) 0.041(16) Uiso 1 1 d . . . . .
C7 C 0.7435(6) 0.1880(5) 0.2213(2) 0.0513(13) Uani 1 1 d . . . . .
H7 H 0.650184 0.189558 0.199930 0.062 Uiso 1 1 calc R U . . .
C8 C 0.7275(7) 0.0923(6) 0.2663(3) 0.076(2) Uani 1 1 d . . . . .
H8B H 0.821477 0.084187 0.286164 0.091 Uiso 1 1 calc R U . . .
H8A H 0.704481 0.014592 0.249329 0.091 Uiso 1 1 calc R U . . .
C9 C 0.6033(9) 0.1262(8) 0.3073(3) 0.095(3) Uani 1 1 d . . . . .
H9B H 0.507900 0.127168 0.288010 0.114 Uiso 1 1 calc R U . . .
H9A H 0.597963 0.065392 0.336386 0.114 Uiso 1 1 calc R U . . .
C10 C 0.6317(9) 0.2491(9) 0.3329(3) 0.097(3) Uani 1 1 d . . . . .
H10B H 0.723847 0.246942 0.354228 0.116 Uiso 1 1 calc R U . . .
H10A H 0.550470 0.269540 0.357981 0.116 Uiso 1 1 calc R U . . .
C11 C 0.6436(7) 0.3446(6) 0.2879(3) 0.0694(18) Uani 1 1 d . . . . .
H11A H 0.664086 0.422793 0.304815 0.083 Uiso 1 1 calc R U . . .
H11B H 0.548736 0.350449 0.268440 0.083 Uiso 1 1 calc R U . . .
C12 C 0.7664(6) 0.3147(5) 0.2466(2) 0.0531(14) Uani 1 1 d . . . . .
H12 H 0.862743 0.315906 0.266148 0.064 Uiso 1 1 calc R U . . .
N2 N 0.7716(6) 0.4035(4) 0.2015(2) 0.0554(13) Uani 1 1 d . . . . .
H2N H 0.717(9) 0.386(6) 0.179(3) 0.09(3) Uiso 1 1 d . . . . .
C13 C 0.8250(6) 0.5166(5) 0.2066(2) 0.0511(13) Uani 1 1 d . . . . .
O2 O 0.8893(5) 0.5512(4) 0.24889(17) 0.0727(12) Uani 1 1 d . . . . .
C14 C 0.7992(7) 0.5976(5) 0.1576(2) 0.0518(12) Uani 1 1 d . . . . .
C15 C 0.8223(7) 0.7218(5) 0.1635(3) 0.0643(15) Uani 1 1 d . . . . .
H15 H 0.864576 0.750804 0.196292 0.077 Uiso 1 1 calc R U . . .
C16 C 0.7844(8) 0.8035(5) 0.1223(3) 0.0701(17) Uani 1 1 d . . . . .
H16 H 0.802886 0.885807 0.127551 0.084 Uiso 1 1 calc R U . . .
C17 C 0.7185(7) 0.7639(5) 0.0728(2) 0.0601(15) Uani 1 1 d . . . . .
C18 C 0.7000(9) 0.6390(5) 0.0663(2) 0.0686(18) Uani 1 1 d . . . . .
H18 H 0.659721 0.609184 0.033308 0.082 Uiso 1 1 calc R U . . .
C19 C 0.7399(8) 0.5595(5) 0.1073(2) 0.0656(18) Uani 1 1 d . . . . .
H19 H 0.726910 0.476805 0.101225 0.079 Uiso 1 1 calc R U . . .
N3 N 0.6697(9) 0.8438(4) 0.0329(2) 0.088(2) Uani 1 1 d . . . . .
C20 C 0.6717(11) 0.9716(6) 0.0431(3) 0.105(3) Uani 1 1 d . . . . .
H20A H 0.625854 0.988086 0.078411 0.158 Uiso 1 1 calc R U . . .
H20B H 0.617328 1.012691 0.014294 0.158 Uiso 1 1 calc R U . . .
H20C H 0.773398 0.999886 0.043528 0.158 Uiso 1 1 calc R U . . .
C21 C 0.6051(13) 0.8008(7) -0.0182(3) 0.143(5) Uani 1 1 d . . . . .
H21A H 0.683198 0.773911 -0.042633 0.215 Uiso 1 1 calc R U . . .
H21B H 0.550143 0.865438 -0.035557 0.215 Uiso 1 1 calc R U . . .
H21C H 0.538609 0.734467 -0.010402 0.215 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
C1F C5F 1.387(8) . ?
C1F C2F 1.414(9) . ?
C1F Fe1 2.031(5) . ?
C2F C3F 1.398(9) . ?
C2F Fe1 2.041(6) . ?
C3F C4F 1.425(8) . ?
C3F Fe1 2.051(6) . ?
C4F C5F 1.406(9) . ?
C4F Fe1 2.040(6) . ?
C5F Fe1 2.040(5) . ?
Fe1 C5 2.006(5) . ?
Fe1 C4 2.036(5) . ?
Fe1 C1 2.038(5) . ?
Fe1 C2 2.042(6) . ?
Fe1 C3 2.069(5) . ?
C1 C2 1.421(8) . ?
C1 C5 1.426(7) . ?
C2 C3 1.417(8) . ?
C3 C4 1.413(8) . ?
C4 C5 1.431(7) . ?
C5 C6 1.490(7) . ?
C6 O1 1.234(6) . ?
C6 N1 1.351(6) . ?
N1 C7 1.449(7) . ?
C7 C8 1.518(7) . ?
C7 C12 1.536(8) . ?
C8 C9 1.530(9) . ?
C9 C10 1.510(11) . ?
C10 C11 1.513(9) . ?
C11 C12 1.516(7) . ?
C12 N2 1.461(7) . ?
N2 C13 1.340(7) . ?
C13 O2 1.228(6) . ?
C13 C14 1.496(7) . ?
C14 C19 1.386(7) . ?
C14 C15 1.391(8) . ?
C15 C16 1.381(8) . ?
C16 C17 1.398(8) . ?
C17 N3 1.375(7) . ?
C17 C18 1.395(8) . ?
C18 C19 1.367(8) . ?
N3 C20 1.429(8) . ?
N3 C21 1.437(9) . ?

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
C5F C1F C2F 109.1(7) . . ?
C5F C1F Fe1 70.4(3) . . ?
C2F C1F Fe1 70.1(3) . . ?
C3F C2F C1F 107.4(6) . . ?
C3F C2F Fe1 70.4(4) . . ?
C1F C2F Fe1 69.3(3) . . ?
C2F C3F C4F 107.9(6) . . ?
C2F C3F Fe1 69.6(3) . . ?
C4F C3F Fe1 69.2(3) . . ?
C5F C4F C3F 107.7(6) . . ?
C5F C4F Fe1 69.8(3) . . ?
C3F C4F Fe1 70.0(3) . . ?
C1F C5F C4F 107.9(6) . . ?
C1F C5F Fe1 69.8(3) . . ?
C4F C5F Fe1 69.9(3) . . ?
C5 Fe1 C1F 116.4(3) . . ?
C5 Fe1 C4 41.5(2) . . ?
C1F Fe1 C4 108.8(3) . . ?
C5 Fe1 C1 41.3(2) . . ?
C1F Fe1 C1 149.3(3) . . ?
C4 Fe1 C1 69.1(2) . . ?
C5 Fe1 C5F 106.1(2) . . ?
C1F Fe1 C5F 39.8(2) . . ?
C4 Fe1 C5F 128.4(3) . . ?
C1 Fe1 C5F 116.1(2) . . ?
C5 Fe1 C4F 127.0(3) . . ?
C1F Fe1 C4F 67.4(3) . . ?
C4 Fe1 C4F 166.2(2) . . ?
C1 Fe1 C4F 107.0(3) . . ?
C5F Fe1 C4F 40.3(3) . . ?
C5 Fe1 C2F 150.7(3) . . ?
C1F Fe1 C2F 40.6(3) . . ?
C4 Fe1 C2F 118.4(3) . . ?
C1 Fe1 C2F 167.7(3) . . ?
C5F Fe1 C2F 68.0(2) . . ?
C4F Fe1 C2F 68.0(3) . . ?
C5 Fe1 C2 68.7(2) . . ?
C1F Fe1 C2 168.8(3) . . ?
C4 Fe1 C2 67.8(3) . . ?
C1 Fe1 C2 40.8(2) . . ?
C5F Fe1 C2 150.6(3) . . ?
C4F Fe1 C2 118.5(3) . . ?
C2F Fe1 C2 130.6(3) . . ?
C5 Fe1 C3F 166.5(3) . . ?
C1F Fe1 C3F 67.4(3) . . ?
C4 Fe1 C3F 151.6(3) . . ?
C1 Fe1 C3F 129.1(3) . . ?
C5F Fe1 C3F 67.9(3) . . ?
C4F Fe1 C3F 40.8(2) . . ?
C2F Fe1 C3F 40.0(3) . . ?
C2 Fe1 C3F 110.1(3) . . ?
C5 Fe1 C3 69.1(2) . . ?
C1F Fe1 C3 130.3(3) . . ?
C4 Fe1 C3 40.3(2) . . ?
C1 Fe1 C3 68.8(2) . . ?
C5F Fe1 C3 167.0(3) . . ?
C4F Fe1 C3 152.1(3) . . ?
C2F Fe1 C3 109.9(3) . . ?
C2 Fe1 C3 40.3(2) . . ?
C3F Fe1 C3 119.4(3) . . ?
C2 C1 C5 106.7(5) . . ?
C2 C1 Fe1 69.8(3) . . ?
C5 C1 Fe1 68.2(3) . . ?
C3 C2 C1 109.8(6) . . ?
C3 C2 Fe1 70.9(3) . . ?
C1 C2 Fe1 69.5(3) . . ?
C4 C3 C2 107.0(6) . . ?
C4 C3 Fe1 68.6(3) . . ?
C2 C3 Fe1 68.8(3) . . ?
C3 C4 C5 108.7(5) . . ?
C3 C4 Fe1 71.1(3) . . ?
C5 C4 Fe1 68.2(3) . . ?
C1 C5 C4 107.9(5) . . ?
C1 C5 C6 129.1(5) . . ?
C4 C5 C6 123.0(5) . . ?
C1 C5 Fe1 70.5(3) . . ?
C4 C5 Fe1 70.4(3) . . ?
C6 C5 Fe1 122.6(4) . . ?
O1 C6 N1 123.0(5) . . ?
O1 C6 C5 120.2(5) . . ?
N1 C6 C5 116.8(5) . . ?
C6 N1 C7 123.0(5) . . ?
N1 C7 C8 109.6(4) . . ?
N1 C7 C12 112.4(4) . . ?
C8 C7 C12 111.2(5) . . ?
C7 C8 C9 111.0(5) . . ?
C10 C9 C8 111.1(6) . . ?
C9 C10 C11 110.1(6) . . ?
C10 C11 C12 111.6(5) . . ?
N2 C12 C11 111.4(5) . . ?
N2 C12 C7 108.5(4) . . ?
C11 C12 C7 111.1(5) . . ?
C13 N2 C12 124.4(5) . . ?
O2 C13 N2 122.1(5) . . ?
O2 C13 C14 122.6(5) . . ?
N2 C13 C14 115.3(5) . . ?
C19 C14 C15 116.3(5) . . ?
C19 C14 C13 124.5(5) . . ?
C15 C14 C13 118.9(5) . . ?
C16 C15 C14 122.1(5) . . ?
C15 C16 C17 120.8(5) . . ?
N3 C17 C18 121.0(6) . . ?
N3 C17 C16 121.9(5) . . ?
C18 C17 C16 117.0(5) . . ?
C19 C18 C17 121.2(6) . . ?
C18 C19 C14 122.5(5) . . ?
C17 N3 C20 120.4(6) . . ?
C17 N3 C21 120.9(6) . . ?
C20 N3 C21 118.5(7) . . ?

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
C5F C1F C2F C3F -0.6(7) . . . . ?
Fe1 C1F C2F C3F -60.4(4) . . . . ?
C5F C1F C2F Fe1 59.8(4) . . . . ?
C1F C2F C3F C4F 0.9(7) . . . . ?
Fe1 C2F C3F C4F -58.8(4) . . . . ?
C1F C2F C3F Fe1 59.7(4) . . . . ?
C2F C3F C4F C5F -0.9(7) . . . . ?
Fe1 C3F C4F C5F -59.9(4) . . . . ?
C2F C3F C4F Fe1 59.1(4) . . . . ?
C2F C1F C5F C4F 0.1(7) . . . . ?
Fe1 C1F C5F C4F 59.7(4) . . . . ?
C2F C1F C5F Fe1 -59.6(4) . . . . ?
C3F C4F C5F C1F 0.5(7) . . . . ?
Fe1 C4F C5F C1F -59.6(4) . . . . ?
C3F C4F C5F Fe1 60.1(4) . . . . ?
C5 C1 C2 C3 -1.2(6) . . . . ?
Fe1 C1 C2 C3 -59.6(4) . . . . ?
C5 C1 C2 Fe1 58.4(4) . . . . ?
C1 C2 C3 C4 0.5(7) . . . . ?
Fe1 C2 C3 C4 -58.2(4) . . . . ?
C1 C2 C3 Fe1 58.7(4) . . . . ?
C2 C3 C4 C5 0.4(6) . . . . ?
Fe1 C3 C4 C5 -58.0(4) . . . . ?
C2 C3 C4 Fe1 58.3(4) . . . . ?
C2 C1 C5 C4 1.4(6) . . . . ?
Fe1 C1 C5 C4 60.8(3) . . . . ?
C2 C1 C5 C6 -176.1(5) . . . . ?
Fe1 C1 C5 C6 -116.7(5) . . . . ?
C2 C1 C5 Fe1 -59.4(4) . . . . ?
C3 C4 C5 C1 -1.1(6) . . . . ?
Fe1 C4 C5 C1 -60.9(4) . . . . ?
C3 C4 C5 C6 176.5(5) . . . . ?
Fe1 C4 C5 C6 116.8(5) . . . . ?
C3 C4 C5 Fe1 59.8(4) . . . . ?
C1 C5 C6 O1 -165.9(5) . . . . ?
C4 C5 C6 O1 17.0(7) . . . . ?
Fe1 C5 C6 O1 103.6(5) . . . . ?
C1 C5 C6 N1 13.8(8) . . . . ?
C4 C5 C6 N1 -163.3(5) . . . . ?
Fe1 C5 C6 N1 -76.8(6) . . . . ?
O1 C6 N1 C7 0.1(8) . . . . ?
C5 C6 N1 C7 -179.5(5) . . . . ?
C6 N1 C7 C8 148.2(5) . . . . ?
C6 N1 C7 C12 -87.6(6) . . . . ?
N1 C7 C8 C9 179.1(6) . . . . ?
C12 C7 C8 C9 54.2(7) . . . . ?
C7 C8 C9 C10 -56.8(8) . . . . ?
C8 C9 C10 C11 57.9(8) . . . . ?
C9 C10 C11 C12 -57.7(8) . . . . ?
C10 C11 C12 N2 176.7(6) . . . . ?
C10 C11 C12 C7 55.6(7) . . . . ?
N1 C7 C12 N2 60.2(6) . . . . ?
C8 C7 C12 N2 -176.5(5) . . . . ?
N1 C7 C12 C11 -177.0(4) . . . . ?
C8 C7 C12 C11 -53.7(6) . . . . ?
C11 C12 N2 C13 74.1(7) . . . . ?
C7 C12 N2 C13 -163.3(5) . . . . ?
C12 N2 C13 O2 7.9(9) . . . . ?
C12 N2 C13 C14 -171.5(5) . . . . ?
O2 C13 C14 C19 173.7(6) . . . . ?
N2 C13 C14 C19 -7.0(9) . . . . ?
O2 C13 C14 C15 -12.6(9) . . . . ?
N2 C13 C14 C15 166.8(6) . . . . ?
C19 C14 C15 C16 1.9(10) . . . . ?
C13 C14 C15 C16 -172.4(6) . . . . ?
C14 C15 C16 C17 1.0(11) . . . . ?
C15 C16 C17 N3 175.2(7) . . . . ?
C15 C16 C17 C18 -3.0(10) . . . . ?
N3 C17 C18 C19 -176.0(7) . . . . ?
C16 C17 C18 C19 2.2(11) . . . . ?
C17 C18 C19 C14 0.7(12) . . . . ?
C15 C14 C19 C18 -2.7(10) . . . . ?
C13 C14 C19 C18 171.2(6) . . . . ?
C18 C17 N3 C20 172.0(8) . . . . ?
C16 C17 N3 C20 -6.1(12) . . . . ?
C18 C17 N3 C21 -3.2(12) . . . . ?
C16 C17 N3 C21 178.7(8) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2 0.76(5) 2.22(5) 2.964(6) 167(5) 4_745 yes
N2 H2N O1 0.76(7) 2.40(7) 2.907(6) 126(7) . yes

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.052


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2b
_database_code_depnum_ccdc_archive 'CCDC 2046691'
loop_
_audit_author_name
_audit_author_address
'Berislav Peric'
;Rudjer Boskovic Institute
Croatia
;
_audit_update_record             
;
2020-11-26 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H42 Fe N4 O4'
_chemical_formula_sum            'C38 H42 Fe N4 O4'
_chemical_formula_weight         674.61

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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   27.994(2)
_cell_length_b                   11.1776(14)
_cell_length_c                   24.045(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.914(10)
_cell_angle_gamma                90
_cell_volume                     7469.1(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2151
_cell_measurement_theta_min      3.7040
_cell_measurement_theta_max      52.1480

_exptl_crystal_description       prism
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_F_000             2848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    3.572
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.83879
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4323
_diffrn_reflns_number            11617
_diffrn_reflns_av_unetI/netI     0.0707
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.181
_diffrn_reflns_theta_max         62.368
_diffrn_reflns_theta_full        62.368
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.747
_diffrn_reflns_point_group_measured_fraction_full 0.747
_reflns_number_total             8855
_reflns_number_gt                5078
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.468
_reflns_Friedel_fraction_max     0.505
_reflns_Friedel_fraction_full    0.505

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0485P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1175 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.013(6)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         8855
_refine_ls_number_parameters     848
_refine_ls_number_restraints     282
_refine_ls_R_factor_all          0.1037
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1325
_refine_ls_wR_factor_gt          0.1079
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_restrained_S_all      0.986
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.500000 0.69830(19) 0.000000 0.0776(6) Uani 1 2 d S TU P . .
C11 C 0.5047(3) 0.6822(10) 0.0856(3) 0.087(2) Uani 1 1 d . U . . .
H11 H 0.479722 0.667259 0.106920 0.105 Uiso 1 1 calc R U . . .
C21 C 0.5210(4) 0.7953(11) 0.0711(4) 0.112(3) Uani 1 1 d . U . . .
H21 H 0.508358 0.868459 0.080522 0.134 Uiso 1 1 calc R U . . .
C31 C 0.5599(4) 0.7788(11) 0.0400(4) 0.110(3) Uani 1 1 d . U . . .
H31 H 0.577430 0.839260 0.025151 0.131 Uiso 1 1 calc R U . . .
C41 C 0.5679(3) 0.6528(10) 0.0350(4) 0.094(3) Uani 1 1 d . U . . .
H41 H 0.591810 0.616761 0.017049 0.113 Uiso 1 1 calc R U . . .
C51 C 0.5331(3) 0.5943(10) 0.0620(3) 0.077(2) Uani 1 1 d . U . . .
C61 C 0.5282(3) 0.4628(10) 0.0640(3) 0.073(2) Uani 1 1 d . U . . .
O11 O 0.55465(19) 0.3967(6) 0.0407(2) 0.0909(19) Uani 1 1 d . U . . .
N11 N 0.4940(2) 0.4180(6) 0.0927(3) 0.0742(19) Uani 1 1 d . U . . .
H11N H 0.477041 0.465842 0.110346 0.089 Uiso 1 1 calc R U . . .
C71 C 0.4852(3) 0.2907(9) 0.0943(4) 0.079(2) Uani 1 1 d . U . . .
H71 H 0.493299 0.256569 0.059123 0.095 Uiso 1 1 calc R U . . .
C81 C 0.5168(3) 0.2301(9) 0.1419(4) 0.099(3) Uani 1 1 d . U . . .
H81A H 0.550299 0.246067 0.137953 0.118 Uiso 1 1 calc R U . . .
H81B H 0.510021 0.264006 0.177201 0.118 Uiso 1 1 calc R U . . .
C91 C 0.5090(4) 0.0964(10) 0.1429(6) 0.135(4) Uani 1 1 d . U . . .
H91A H 0.527933 0.062660 0.175649 0.162 Uiso 1 1 calc R U . . .
H91B H 0.519873 0.060683 0.109916 0.162 Uiso 1 1 calc R U . . .
C101 C 0.4560(4) 0.0663(10) 0.1446(5) 0.139(4) Uani 1 1 d . U . . .
H10B H 0.446570 0.090849 0.180351 0.167 Uiso 1 1 calc R U . . .
H10A H 0.451601 -0.019526 0.141166 0.167 Uiso 1 1 calc R U . . .
C111 C 0.4237(4) 0.1289(10) 0.0972(5) 0.123(4) Uani 1 1 d . U . . .
H11B H 0.430124 0.096707 0.061374 0.148 Uiso 1 1 calc R U . . .
H11A H 0.390194 0.113396 0.101324 0.148 Uiso 1 1 calc R U . . .
C121 C 0.4327(3) 0.2633(9) 0.0984(4) 0.083(2) Uani 1 1 d . U . . .
H121 H 0.425390 0.292778 0.134777 0.100 Uiso 1 1 calc R U . . .
N21 N 0.4011(2) 0.3248(7) 0.0558(3) 0.088(2) Uani 1 1 d . U . . .
H21N H 0.410773 0.340744 0.024024 0.106 Uiso 1 1 calc R U . . .
C131 C 0.3570(3) 0.3572(10) 0.0654(4) 0.093(3) Uani 1 1 d . U . . .
O21 O 0.34036(19) 0.3309(8) 0.1091(3) 0.120(3) Uani 1 1 d . U . . .
C141 C 0.3275(3) 0.4261(13) 0.0201(5) 0.119(4) Uani 1 1 d . U . . .
C151 C 0.2963(4) 0.5109(14) 0.0339(6) 0.155(5) Uani 1 1 d . U . . .
H151 H 0.292780 0.523556 0.071404 0.186 Uiso 1 1 calc R U . . .
C161 C 0.2695(6) 0.5790(19) -0.0069(10) 0.222(8) Uani 1 1 d . U . . .
H161 H 0.247998 0.635607 0.003567 0.266 Uiso 1 1 calc R U . . .
C171 C 0.2743(9) 0.564(3) -0.0611(11) 0.276(13) Uani 1 1 d . U . . .
H171 H 0.258053 0.614578 -0.087757 0.331 Uiso 1 1 calc R U . . .
C181 C 0.3037(7) 0.474(3) -0.0776(9) 0.246(10) Uani 1 1 d . U . . .
H181 H 0.304871 0.458006 -0.115332 0.296 Uiso 1 1 calc R U . . .
C191 C 0.3316(4) 0.4068(15) -0.0360(6) 0.168(6) Uani 1 1 d . U . . .
H191 H 0.352816 0.349233 -0.046249 0.201 Uiso 1 1 calc R U . . .
C12 C 0.2320(3) 0.3179(11) 0.1398(4) 0.113(3) Uani 1 1 d . U . . .
H12 H 0.259065 0.330685 0.121568 0.136 Uiso 1 1 calc R U . . .
C22 C 0.1842(3) 0.3075(13) 0.1143(5) 0.137(3) Uani 1 1 d . U . . .
H22 H 0.174466 0.307870 0.075919 0.165 Uiso 1 1 calc R U . . .
C32 C 0.1539(3) 0.2965(12) 0.1560(5) 0.133(3) Uani 1 1 d . U . . .
H32 H 0.120430 0.293713 0.150194 0.159 Uiso 1 1 calc R U . . .
C42 C 0.1824(3) 0.2905(10) 0.2085(4) 0.103(2) Uani 1 1 d . U . . .
H42 H 0.171479 0.279001 0.243171 0.124 Uiso 1 1 calc R U . . .
C52 C 0.2314(3) 0.3054(9) 0.1980(4) 0.087(2) Uani 1 1 d . U . . .
C62 C 0.2721(3) 0.3070(8) 0.2443(4) 0.081(2) Uani 1 1 d . U . . .
O12 O 0.26594(17) 0.3000(6) 0.2941(2) 0.0909(18) Uani 1 1 d . U . . .
N12 N 0.31647(19) 0.3211(7) 0.2284(3) 0.079(2) Uani 1 1 d . U . . .
H12N H 0.320002 0.317785 0.193401 0.095 Uiso 1 1 calc R U . . .
C72 C 0.3583(2) 0.3417(8) 0.2692(3) 0.071(2) Uani 1 1 d . U . . .
H72 H 0.348052 0.386448 0.300767 0.085 Uiso 1 1 calc R U . . .
C82 C 0.3817(3) 0.2270(9) 0.2915(4) 0.093(3) Uani 1 1 d . U . . .
H82D H 0.390615 0.179320 0.260605 0.112 Uiso 1 1 calc R U . . .
H82C H 0.359111 0.181100 0.310422 0.112 Uiso 1 1 calc R U . . .
C92 C 0.4267(3) 0.2543(10) 0.3325(4) 0.113(3) Uani 1 1 d . U . . .
H92D H 0.417500 0.298511 0.364240 0.135 Uiso 1 1 calc R U . . .
H92C H 0.441421 0.179790 0.346386 0.135 Uiso 1 1 calc R U . . .
C102 C 0.4626(3) 0.3258(10) 0.3050(4) 0.104(3) Uani 1 1 d . U . . .
H10D H 0.473148 0.280521 0.274322 0.125 Uiso 1 1 calc R U . . .
H10C H 0.490485 0.342735 0.331854 0.125 Uiso 1 1 calc R U . . .
C112 C 0.4395(3) 0.4423(10) 0.2831(3) 0.095(3) Uani 1 1 d . U . . .
H11C H 0.462487 0.487954 0.264569 0.114 Uiso 1 1 calc R U . . .
H11D H 0.430885 0.489450 0.314230 0.114 Uiso 1 1 calc R U . . .
C122 C 0.3944(2) 0.4192(8) 0.2417(3) 0.071(2) Uani 1 1 d . U . . .
H122 H 0.404181 0.374519 0.209866 0.085 Uiso 1 1 calc R U . . .
N22 N 0.3724(2) 0.5298(7) 0.2206(3) 0.0764(19) Uani 1 1 d . U . . .
H22N H 0.348395 0.558200 0.235552 0.092 Uiso 1 1 calc R U . . .
C132 C 0.3888(3) 0.5892(9) 0.1781(4) 0.085(2) Uani 1 1 d . U . . .
O22 O 0.4218(2) 0.5497(6) 0.1535(2) 0.099(2) Uani 1 1 d . U . . .
C142 C 0.3652(3) 0.7042(11) 0.1628(5) 0.101(3) Uani 1 1 d . U . . .
C152 C 0.3662(4) 0.7482(13) 0.1097(6) 0.150(5) Uani 1 1 d . U . . .
H152 H 0.380906 0.702014 0.084483 0.180 Uiso 1 1 calc R U . . .
C162 C 0.3467(6) 0.857(2) 0.0913(9) 0.231(9) Uani 1 1 d . U . . .
H162 H 0.347305 0.881351 0.054504 0.278 Uiso 1 1 calc R U . . .
C172 C 0.3267(6) 0.926(2) 0.1284(12) 0.260(11) Uani 1 1 d . U . . .
H172 H 0.313900 1.000355 0.117440 0.313 Uiso 1 1 calc R U . . .
C182 C 0.3253(5) 0.8867(15) 0.1820(10) 0.217(8) Uani 1 1 d . U . . .
H182 H 0.311224 0.934929 0.207020 0.261 Uiso 1 1 calc R U . . .
C192 C 0.3444(3) 0.7757(11) 0.2002(6) 0.141(4) Uani 1 1 d . U . . .
H192 H 0.343147 0.750518 0.236885 0.169 Uiso 1 1 calc R U . . .
Fe2 Fe 0.19230(4) 0.44924(18) 0.17002(6) 0.1034(6) Uani 1 1 d . U . . .
C13 C 0.1605(3) 0.5854(11) 0.2103(4) 0.113(3) Uani 1 1 d . U . . .
H13 H 0.139877 0.577155 0.237584 0.136 Uiso 1 1 calc R U . . .
C23 C 0.1474(4) 0.5918(13) 0.1524(5) 0.142(4) Uani 1 1 d . U . . .
H23 H 0.115992 0.586465 0.134748 0.171 Uiso 1 1 calc R U . . .
C33 C 0.1890(4) 0.6076(12) 0.1245(5) 0.148(4) Uani 1 1 d . U . . .
H33 H 0.189894 0.616898 0.086198 0.177 Uiso 1 1 calc R U . . .
C43 C 0.2287(4) 0.6063(10) 0.1671(5) 0.118(3) Uani 1 1 d . U . . .
H43 H 0.260884 0.612586 0.161287 0.142 Uiso 1 1 calc R U . . .
C53 C 0.2119(3) 0.5939(9) 0.2195(4) 0.096(2) Uani 1 1 d . U . . .
C63 C 0.2432(3) 0.5801(9) 0.2734(4) 0.088(3) Uani 1 1 d . U . . .
O13 O 0.28792(17) 0.5883(6) 0.2748(3) 0.0968(19) Uani 1 1 d . U . . .
N13 N 0.2225(2) 0.5625(6) 0.3202(3) 0.082(2) Uani 1 1 d . U . . .
H13N H 0.191686 0.565462 0.318287 0.099 Uiso 1 1 calc R U . . .
C73 C 0.2504(3) 0.5387(9) 0.3741(4) 0.084(2) Uani 1 1 d . U . . .
H73 H 0.278806 0.492138 0.367286 0.101 Uiso 1 1 calc R U . . .
C83 C 0.2679(3) 0.6533(10) 0.4038(5) 0.116(3) Uani 1 1 d . U . . .
H83F H 0.240505 0.702622 0.409873 0.139 Uiso 1 1 calc R U . . .
H83E H 0.287613 0.697785 0.380468 0.139 Uiso 1 1 calc R U . . .
C93 C 0.2972(3) 0.6253(12) 0.4598(5) 0.135(4) Uani 1 1 d . U . . .
H93E H 0.307024 0.699552 0.478661 0.162 Uiso 1 1 calc R U . . .
H93F H 0.325980 0.581867 0.453330 0.162 Uiso 1 1 calc R U . . .
C103 C 0.2685(4) 0.5506(13) 0.4976(5) 0.140(4) Uani 1 1 d . U . . .
H10E H 0.288658 0.530906 0.532066 0.168 Uiso 1 1 calc R U . . .
H10F H 0.241200 0.596544 0.507223 0.168 Uiso 1 1 calc R U . . .
C113 C 0.2510(3) 0.4377(12) 0.4680(4) 0.115(3) Uani 1 1 d . U . . .
H11E H 0.231035 0.393758 0.491224 0.139 Uiso 1 1 calc R U . . .
H11F H 0.278409 0.387909 0.462489 0.139 Uiso 1 1 calc R U . . .
C123 C 0.2215(3) 0.4641(9) 0.4101(3) 0.084(2) Uani 1 1 d . U . . .
H123 H 0.192577 0.509117 0.416457 0.101 Uiso 1 1 calc R U . . .
N23 N 0.2065(2) 0.3515(7) 0.3824(3) 0.085(2) Uani 1 1 d . U . . .
H23N H 0.223428 0.323052 0.357857 0.102 Uiso 1 1 calc R U . . .
O23 O 0.14202(19) 0.3290(6) 0.4291(2) 0.100(2) Uani 1 1 d . U . . .
C133 C 0.1672(3) 0.2904(9) 0.3938(4) 0.084(2) Uani 1 1 d . U . . .
C143 C 0.1560(4) 0.1760(10) 0.3636(4) 0.093(3) Uani 1 1 d . U . . .
C153 C 0.1087(4) 0.1380(11) 0.3566(5) 0.120(4) Uani 1 1 d . U . . .
H153 H 0.085178 0.183247 0.371062 0.144 Uiso 1 1 calc R U . . .
C163 C 0.0963(6) 0.0334(15) 0.3283(6) 0.157(5) Uani 1 1 d . U . . .
H163 H 0.064325 0.008847 0.322432 0.189 Uiso 1 1 calc R U . . .
C173 C 0.1311(7) -0.0328(16) 0.3093(6) 0.182(7) Uani 1 1 d . U . . .
H173 H 0.122530 -0.104872 0.291489 0.218 Uiso 1 1 calc R U . . .
C183 C 0.1776(6) 0.0001(13) 0.3149(6) 0.175(6) Uani 1 1 d . U . . .
H183 H 0.200549 -0.047999 0.301029 0.210 Uiso 1 1 calc R U . . .
C193 C 0.1907(4) 0.1072(11) 0.3416(5) 0.127(4) Uani 1 1 d . U . . .
H193 H 0.222471 0.132871 0.344832 0.152 Uiso 1 1 calc R U . . .
Fe3 Fe 0.000000 0.18371(17) 0.500000 0.0775(6) Uani 1 2 d S TU P . .
C14 C 0.0722(3) 0.1988(9) 0.5151(4) 0.088(2) Uani 1 1 d . U . . .
H14 H 0.092906 0.212119 0.488263 0.105 Uiso 1 1 calc R U . . .
C24 C 0.0580(4) 0.0861(10) 0.5326(5) 0.114(3) Uani 1 1 d . U . . .
H24 H 0.067265 0.012631 0.519220 0.136 Uiso 1 1 calc R U . . .
C34 C 0.0275(4) 0.1037(11) 0.5734(5) 0.118(4) Uani 1 1 d . U . . .
H34 H 0.013713 0.043248 0.592777 0.142 Uiso 1 1 calc R U . . .
C44 C 0.0207(3) 0.2276(10) 0.5810(4) 0.091(3) Uani 1 1 d . U . . .
H44 H 0.001003 0.262277 0.604959 0.109 Uiso 1 1 calc R U . . .
C54 C 0.0497(3) 0.2910(9) 0.5449(3) 0.070(2) Uani 1 1 d . U . . .
C64 C 0.0516(2) 0.4203(8) 0.5393(3) 0.0638(19) Uani 1 1 d . U . . .
O14 O 0.02846(16) 0.4864(5) 0.5671(2) 0.0779(16) Uani 1 1 d . U . . .
N14 N 0.07939(18) 0.4635(6) 0.5019(2) 0.0639(16) Uani 1 1 d . U . . .
H14N H 0.096149 0.415078 0.484281 0.077 Uiso 1 1 calc R U . . .
C74 C 0.0812(2) 0.5906(7) 0.4910(3) 0.0633(19) Uani 1 1 d . U . . .
H74 H 0.049352 0.623880 0.494713 0.076 Uiso 1 1 calc R U . . .
C84 C 0.1175(3) 0.6552(7) 0.5327(3) 0.077(2) Uani 1 1 d . U . . .
H84G H 0.110506 0.638598 0.570443 0.092 Uiso 1 1 calc R U . . .
H84H H 0.149545 0.625447 0.529145 0.092 Uiso 1 1 calc R U . . .
C94 C 0.1161(3) 0.7887(8) 0.5228(4) 0.097(3) Uani 1 1 d . U . . .
H94G H 0.140065 0.827474 0.549238 0.116 Uiso 1 1 calc R U . . .
H94H H 0.084720 0.819573 0.528752 0.116 Uiso 1 1 calc R U . . .
C104 C 0.1260(3) 0.8170(8) 0.4628(4) 0.101(3) Uani 1 1 d . U . . .
H10G H 0.123017 0.902439 0.456127 0.121 Uiso 1 1 calc R U . . .
H10H H 0.158554 0.793320 0.457887 0.121 Uiso 1 1 calc R U . . .
C114 C 0.0904(3) 0.7505(9) 0.4212(4) 0.088(3) Uani 1 1 d . U . . .
H11H H 0.058147 0.779133 0.424187 0.105 Uiso 1 1 calc R U . . .
H11G H 0.097644 0.766644 0.383433 0.105 Uiso 1 1 calc R U . . .
C124 C 0.0926(3) 0.6171(8) 0.4317(3) 0.068(2) Uani 1 1 d . U . . .
H124 H 0.125617 0.590838 0.429114 0.082 Uiso 1 1 calc R U . . .
N24 N 0.06080(19) 0.5504(6) 0.3897(3) 0.0692(18) Uani 1 1 d . U . . .
H24N H 0.032071 0.532699 0.396149 0.083 Uiso 1 1 calc R U . . .
C134 C 0.0762(3) 0.5171(8) 0.3417(3) 0.072(2) Uani 1 1 d . U . . .
O24 O 0.11631(17) 0.5467(6) 0.3294(2) 0.0943(19) Uani 1 1 d . U . . .
C144 C 0.0440(2) 0.4397(8) 0.3033(3) 0.071(2) Uani 1 1 d . U . . .
C154 C 0.0641(3) 0.3673(9) 0.2665(4) 0.092(3) Uani 1 1 d . U . . .
H154 H 0.097093 0.370268 0.265045 0.110 Uiso 1 1 calc R U . . .
C164 C 0.0363(4) 0.2901(10) 0.2316(4) 0.113(3) Uani 1 1 d . U . . .
H164 H 0.050666 0.240218 0.207527 0.135 Uiso 1 1 calc R U . . .
C174 C -0.0123(4) 0.2867(11) 0.2324(4) 0.116(4) Uani 1 1 d . U . . .
H174 H -0.031228 0.235123 0.208660 0.139 Uiso 1 1 calc R U . . .
C184 C -0.0326(3) 0.3587(12) 0.2678(4) 0.132(5) Uani 1 1 d . U . . .
H184 H -0.065765 0.356215 0.268540 0.159 Uiso 1 1 calc R U . . .
C194 C -0.0048(3) 0.4372(10) 0.3036(3) 0.095(3) Uani 1 1 d . U . . .
H194 H -0.019353 0.487341 0.327367 0.114 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C51 2.025(9) 2_655 ?
Fe1 C51 2.026(9) . ?
Fe1 C31 2.040(10) . ?
Fe1 C31 2.040(10) 2_655 ?
Fe1 C41 2.048(9) 2_655 ?
Fe1 C41 2.048(9) . ?
Fe1 C21 2.051(10) . ?
Fe1 C21 2.051(10) 2_655 ?
Fe1 C11 2.055(8) . ?
Fe1 C11 2.055(8) 2_655 ?
C11 C21 1.403(13) . ?
C11 C51 1.424(12) . ?
C21 C31 1.406(13) . ?
C31 C41 1.433(14) . ?
C41 C51 1.399(11) . ?
C51 C61 1.477(12) . ?
C61 O11 1.226(9) . ?
C61 N11 1.344(9) . ?
N11 C71 1.445(10) . ?
C71 C121 1.517(11) . ?
C71 C81 1.518(12) . ?
C81 C91 1.511(13) . ?
C91 C101 1.525(14) . ?
C101 C111 1.535(15) . ?
C111 C121 1.523(13) . ?
C121 N21 1.444(11) . ?
N21 C131 1.332(10) . ?
C131 O21 1.235(10) . ?
C131 C141 1.500(14) . ?
C141 C151 1.357(17) . ?
C141 C191 1.382(15) . ?
C151 C161 1.389(19) . ?
C161 C171 1.33(3) . ?
C171 C181 1.39(3) . ?
C181 C191 1.41(2) . ?
C12 C22 1.408(12) . ?
C12 C52 1.410(12) . ?
C12 Fe2 2.029(10) . ?
C22 C32 1.396(12) . ?
C22 Fe2 2.070(12) . ?
C32 C42 1.412(13) . ?
C32 Fe2 2.024(12) . ?
C42 C52 1.434(9) . ?
C42 Fe2 2.036(11) . ?
C52 C62 1.493(11) . ?
C52 Fe2 2.015(10) . ?
C62 O12 1.233(9) . ?
C62 N12 1.353(8) . ?
N12 C72 1.454(9) . ?
C72 C82 1.509(11) . ?
C72 C122 1.539(10) . ?
C82 C92 1.534(12) . ?
C92 C102 1.498(12) . ?
C102 C112 1.520(13) . ?
C112 C122 1.531(10) . ?
C122 N22 1.446(10) . ?
N22 C132 1.344(10) . ?
C132 O22 1.238(9) . ?
C132 C142 1.472(14) . ?
C142 C152 1.372(14) . ?
C142 C192 1.383(15) . ?
C152 C162 1.38(2) . ?
C162 C172 1.35(3) . ?
C172 C182 1.37(3) . ?
C182 C192 1.401(17) . ?
Fe2 C43 2.036(11) . ?
Fe2 C23 2.043(12) . ?
Fe2 C53 2.043(11) . ?
Fe2 C13 2.062(11) . ?
Fe2 C33 2.078(13) . ?
C13 C23 1.398(14) . ?
C13 C53 1.431(11) . ?
C23 C33 1.424(13) . ?
C33 C43 1.420(14) . ?
C43 C53 1.404(12) . ?
C53 C63 1.482(12) . ?
C63 O13 1.252(8) . ?
C63 N13 1.340(10) . ?
N13 C73 1.456(10) . ?
C73 C123 1.506(11) . ?
C73 C83 1.518(12) . ?
C83 C93 1.523(14) . ?
C93 C103 1.531(16) . ?
C103 C113 1.502(15) . ?
C113 C123 1.559(12) . ?
C123 N23 1.462(11) . ?
N23 C133 1.351(10) . ?
O23 C133 1.244(9) . ?
C133 C143 1.484(13) . ?
C143 C153 1.381(12) . ?
C143 C193 1.392(13) . ?
C153 C163 1.376(17) . ?
C163 C173 1.347(18) . ?
C173 C183 1.343(18) . ?
C183 C193 1.387(16) . ?
Fe3 C14 2.016(8) 2_556 ?
Fe3 C14 2.016(8) . ?
Fe3 C44 2.023(9) . ?
Fe3 C44 2.024(9) 2_556 ?
Fe3 C24 2.032(10) . ?
Fe3 C24 2.032(10) 2_556 ?
Fe3 C54 2.045(9) 2_556 ?
Fe3 C34 2.045(11) 2_556 ?
Fe3 C54 2.045(9) . ?
Fe3 C34 2.045(11) . ?
C14 C24 1.401(13) . ?
C14 C54 1.442(11) . ?
C24 C34 1.391(13) . ?
C34 C44 1.413(14) . ?
C44 C54 1.444(11) . ?
C54 C64 1.452(11) . ?
C64 O14 1.232(8) . ?
C64 N14 1.348(8) . ?
N14 C74 1.447(9) . ?
C74 C84 1.519(10) . ?
C74 C124 1.529(10) . ?
C84 C94 1.511(12) . ?
C94 C104 1.534(11) . ?
C104 C114 1.519(12) . ?
C114 C124 1.511(11) . ?
C124 N24 1.465(9) . ?
N24 C134 1.333(9) . ?
C134 O24 1.241(8) . ?
C134 C144 1.488(11) . ?
C144 C194 1.366(9) . ?
C144 C154 1.369(11) . ?
C154 C164 1.377(12) . ?
C164 C174 1.362(12) . ?
C174 C184 1.348(13) . ?
C184 C194 1.398(13) . ?

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
C51 Fe1 C51 109.9(6) 2_655 . ?
C51 Fe1 C31 151.4(4) 2_655 . ?
C51 Fe1 C31 68.2(4) . . ?
C51 Fe1 C31 68.2(4) 2_655 2_655 ?
C51 Fe1 C31 151.4(4) . 2_655 ?
C31 Fe1 C31 127.6(7) . 2_655 ?
C51 Fe1 C41 40.2(3) 2_655 2_655 ?
C51 Fe1 C41 118.7(4) . 2_655 ?
C31 Fe1 C41 166.7(5) . 2_655 ?
C31 Fe1 C41 41.1(4) 2_655 2_655 ?
C51 Fe1 C41 118.7(4) 2_655 . ?
C51 Fe1 C41 40.2(3) . . ?
C31 Fe1 C41 41.1(4) . . ?
C31 Fe1 C41 166.7(5) 2_655 . ?
C41 Fe1 C41 151.3(6) 2_655 . ?
C51 Fe1 C21 167.9(4) 2_655 . ?
C51 Fe1 C21 68.2(4) . . ?
C31 Fe1 C21 40.2(4) . . ?
C31 Fe1 C21 107.3(5) 2_655 . ?
C41 Fe1 C21 129.3(4) 2_655 . ?
C41 Fe1 C21 68.3(5) . . ?
C51 Fe1 C21 68.2(4) 2_655 2_655 ?
C51 Fe1 C21 167.9(4) . 2_655 ?
C31 Fe1 C21 107.3(5) . 2_655 ?
C31 Fe1 C21 40.2(4) 2_655 2_655 ?
C41 Fe1 C21 68.3(5) 2_655 2_655 ?
C41 Fe1 C21 129.3(4) . 2_655 ?
C21 Fe1 C21 116.2(7) . 2_655 ?
C51 Fe1 C11 131.0(4) 2_655 . ?
C51 Fe1 C11 40.8(3) . . ?
C31 Fe1 C11 67.5(4) . . ?
C31 Fe1 C11 117.4(4) 2_655 . ?
C41 Fe1 C11 109.5(4) 2_655 . ?
C41 Fe1 C11 67.8(4) . . ?
C21 Fe1 C11 39.9(4) . . ?
C21 Fe1 C11 149.2(5) 2_655 . ?
C51 Fe1 C11 40.8(3) 2_655 2_655 ?
C51 Fe1 C11 131.0(4) . 2_655 ?
C31 Fe1 C11 117.4(4) . 2_655 ?
C31 Fe1 C11 67.5(4) 2_655 2_655 ?
C41 Fe1 C11 67.8(4) 2_655 2_655 ?
C41 Fe1 C11 109.5(4) . 2_655 ?
C21 Fe1 C11 149.2(5) . 2_655 ?
C21 Fe1 C11 39.9(4) 2_655 2_655 ?
C11 Fe1 C11 170.0(6) . 2_655 ?
C21 C11 C51 108.0(9) . . ?
C21 C11 Fe1 69.9(5) . . ?
C51 C11 Fe1 68.5(5) . . ?
C11 C21 C31 108.1(10) . . ?
C11 C21 Fe1 70.2(5) . . ?
C31 C21 Fe1 69.5(6) . . ?
C21 C31 C41 108.2(10) . . ?
C21 C31 Fe1 70.3(6) . . ?
C41 C31 Fe1 69.8(6) . . ?
C51 C41 C31 107.2(10) . . ?
C51 C41 Fe1 69.1(5) . . ?
C31 C41 Fe1 69.2(6) . . ?
C41 C51 C11 108.4(10) . . ?
C41 C51 C61 123.5(9) . . ?
C11 C51 C61 128.1(8) . . ?
C41 C51 Fe1 70.8(5) . . ?
C11 C51 Fe1 70.7(5) . . ?
C61 C51 Fe1 123.9(6) . . ?
O11 C61 N11 121.1(9) . . ?
O11 C61 C51 121.5(8) . . ?
N11 C61 C51 117.4(8) . . ?
C61 N11 C71 121.0(7) . . ?
N11 C71 C121 111.7(7) . . ?
N11 C71 C81 112.0(8) . . ?
C121 C71 C81 110.1(7) . . ?
C91 C81 C71 112.5(10) . . ?
C81 C91 C101 111.2(9) . . ?
C91 C101 C111 111.7(9) . . ?
C121 C111 C101 110.7(11) . . ?
N21 C121 C71 112.0(7) . . ?
N21 C121 C111 111.8(9) . . ?
C71 C121 C111 111.0(8) . . ?
C131 N21 C121 120.5(7) . . ?
O21 C131 N21 122.4(10) . . ?
O21 C131 C141 120.6(9) . . ?
N21 C131 C141 117.0(9) . . ?
C151 C141 C191 118.6(14) . . ?
C151 C141 C131 119.7(12) . . ?
C191 C141 C131 121.7(13) . . ?
C141 C151 C161 121.2(17) . . ?
C171 C161 C151 121(2) . . ?
C161 C171 C181 120(3) . . ?
C171 C181 C191 119(2) . . ?
C141 C191 C181 120.4(17) . . ?
C22 C12 C52 107.4(8) . . ?
C22 C12 Fe2 71.5(6) . . ?
C52 C12 Fe2 69.1(6) . . ?
C32 C22 C12 108.8(9) . . ?
C32 C22 Fe2 68.3(7) . . ?
C12 C22 Fe2 68.3(6) . . ?
C22 C32 C42 108.6(8) . . ?
C22 C32 Fe2 71.8(7) . . ?
C42 C32 Fe2 70.1(6) . . ?
C32 C42 C52 106.7(8) . . ?
C32 C42 Fe2 69.2(7) . . ?
C52 C42 Fe2 68.5(6) . . ?
C12 C52 C42 108.2(8) . . ?
C12 C52 C62 129.7(7) . . ?
C42 C52 C62 122.1(8) . . ?
C12 C52 Fe2 70.1(6) . . ?
C42 C52 Fe2 70.1(6) . . ?
C62 C52 Fe2 125.1(7) . . ?
O12 C62 N12 121.4(8) . . ?
O12 C62 C52 122.7(7) . . ?
N12 C62 C52 115.8(8) . . ?
C62 N12 C72 121.4(6) . . ?
N12 C72 C82 112.6(7) . . ?
N12 C72 C122 108.4(6) . . ?
C82 C72 C122 110.6(6) . . ?
C72 C82 C92 110.3(8) . . ?
C102 C92 C82 111.4(8) . . ?
C92 C102 C112 109.3(7) . . ?
C102 C112 C122 111.3(8) . . ?
N22 C122 C112 111.5(7) . . ?
N22 C122 C72 111.0(6) . . ?
C112 C122 C72 110.4(6) . . ?
C132 N22 C122 121.2(7) . . ?
O22 C132 N22 122.1(9) . . ?
O22 C132 C142 122.0(9) . . ?
N22 C132 C142 116.0(8) . . ?
C152 C142 C192 117.1(13) . . ?
C152 C142 C132 119.2(12) . . ?
C192 C142 C132 123.6(11) . . ?
C142 C152 C162 124.2(18) . . ?
C172 C162 C152 118(2) . . ?
C162 C172 C182 120(2) . . ?
C172 C182 C192 122(2) . . ?
C142 C192 C182 118.9(16) . . ?
C52 Fe2 C32 68.8(4) . . ?
C52 Fe2 C12 40.8(4) . . ?
C32 Fe2 C12 68.5(4) . . ?
C52 Fe2 C43 116.4(4) . . ?
C32 Fe2 C43 168.5(4) . . ?
C12 Fe2 C43 108.2(4) . . ?
C52 Fe2 C42 41.5(3) . . ?
C32 Fe2 C42 40.7(4) . . ?
C12 Fe2 C42 69.1(4) . . ?
C43 Fe2 C42 149.7(4) . . ?
C52 Fe2 C23 171.1(4) . . ?
C32 Fe2 C23 108.8(5) . . ?
C12 Fe2 C23 147.2(5) . . ?
C43 Fe2 C23 67.6(5) . . ?
C42 Fe2 C23 131.3(4) . . ?
C52 Fe2 C53 109.9(4) . . ?
C32 Fe2 C53 149.8(4) . . ?
C12 Fe2 C53 131.4(3) . . ?
C43 Fe2 C53 40.3(4) . . ?
C42 Fe2 C53 117.8(4) . . ?
C23 Fe2 C53 67.6(5) . . ?
C52 Fe2 C13 132.8(4) . . ?
C32 Fe2 C13 116.7(4) . . ?
C12 Fe2 C13 171.3(4) . . ?
C43 Fe2 C13 68.0(4) . . ?
C42 Fe2 C13 109.9(4) . . ?
C23 Fe2 C13 39.8(4) . . ?
C53 Fe2 C13 40.8(3) . . ?
C52 Fe2 C22 67.6(4) . . ?
C32 Fe2 C22 39.9(4) . . ?
C12 Fe2 C22 40.2(4) . . ?
C43 Fe2 C22 130.8(4) . . ?
C42 Fe2 C22 67.5(5) . . ?
C23 Fe2 C22 116.5(5) . . ?
C53 Fe2 C22 169.6(3) . . ?
C13 Fe2 C22 148.1(4) . . ?
C52 Fe2 C33 147.6(4) . . ?
C32 Fe2 C33 129.9(5) . . ?
C12 Fe2 C33 114.8(4) . . ?
C43 Fe2 C33 40.4(4) . . ?
C42 Fe2 C33 169.2(4) . . ?
C23 Fe2 C33 40.4(4) . . ?
C53 Fe2 C33 67.9(5) . . ?
C13 Fe2 C33 67.9(4) . . ?
C22 Fe2 C33 108.4(5) . . ?
C23 C13 C53 106.9(8) . . ?
C23 C13 Fe2 69.3(7) . . ?
C53 C13 Fe2 68.9(6) . . ?
C13 C23 C33 110.1(10) . . ?
C13 C23 Fe2 70.8(6) . . ?
C33 C23 Fe2 71.1(7) . . ?
C43 C33 C23 105.8(10) . . ?
C43 C33 Fe2 68.2(7) . . ?
C23 C33 Fe2 68.5(7) . . ?
C53 C43 C33 109.2(9) . . ?
C53 C43 Fe2 70.2(6) . . ?
C33 C43 Fe2 71.4(7) . . ?
C43 C53 C13 107.9(10) . . ?
C43 C53 C63 124.5(8) . . ?
C13 C53 C63 127.3(8) . . ?
C43 C53 Fe2 69.6(7) . . ?
C13 C53 Fe2 70.3(7) . . ?
C63 C53 Fe2 121.0(7) . . ?
O13 C63 N13 121.3(9) . . ?
O13 C63 C53 120.0(8) . . ?
N13 C63 C53 118.7(7) . . ?
C63 N13 C73 122.4(6) . . ?
N13 C73 C123 110.2(6) . . ?
N13 C73 C83 111.9(8) . . ?
C123 C73 C83 111.3(8) . . ?
C73 C83 C93 110.5(10) . . ?
C83 C93 C103 111.9(8) . . ?
C113 C103 C93 109.9(9) . . ?
C103 C113 C123 111.8(10) . . ?
N23 C123 C73 111.0(7) . . ?
N23 C123 C113 109.6(9) . . ?
C73 C123 C113 110.7(7) . . ?
C133 N23 C123 122.6(7) . . ?
O23 C133 N23 120.3(10) . . ?
O23 C133 C143 121.8(8) . . ?
N23 C133 C143 117.8(8) . . ?
C153 C143 C193 119.0(12) . . ?
C153 C143 C133 117.9(10) . . ?
C193 C143 C133 123.0(10) . . ?
C163 C153 C143 120.2(14) . . ?
C173 C163 C153 119.0(16) . . ?
C183 C173 C163 123.2(18) . . ?
C173 C183 C193 118.8(15) . . ?
C183 C193 C143 119.7(13) . . ?
C14 Fe3 C14 170.4(6) 2_556 . ?
C14 Fe3 C44 108.5(4) 2_556 . ?
C14 Fe3 C44 69.0(4) . . ?
C14 Fe3 C44 69.0(4) 2_556 2_556 ?
C14 Fe3 C44 108.5(4) . 2_556 ?
C44 Fe3 C44 151.9(6) . 2_556 ?
C14 Fe3 C24 148.3(5) 2_556 . ?
C14 Fe3 C24 40.5(4) . . ?
C44 Fe3 C24 68.7(4) . . ?
C44 Fe3 C24 128.6(4) 2_556 . ?
C14 Fe3 C24 40.5(4) 2_556 2_556 ?
C14 Fe3 C24 148.3(5) . 2_556 ?
C44 Fe3 C24 128.6(4) . 2_556 ?
C44 Fe3 C24 68.7(4) 2_556 2_556 ?
C24 Fe3 C24 115.1(7) . 2_556 ?
C14 Fe3 C54 41.6(3) 2_556 2_556 ?
C14 Fe3 C54 130.5(4) . 2_556 ?
C44 Fe3 C54 117.6(4) . 2_556 ?
C44 Fe3 C54 41.6(3) 2_556 2_556 ?
C24 Fe3 C54 168.4(4) . 2_556 ?
C24 Fe3 C54 69.5(4) 2_556 2_556 ?
C14 Fe3 C34 67.5(4) 2_556 2_556 ?
C14 Fe3 C34 117.2(4) . 2_556 ?
C44 Fe3 C34 166.2(5) . 2_556 ?
C44 Fe3 C34 40.6(4) 2_556 2_556 ?
C24 Fe3 C34 107.3(5) . 2_556 ?
C24 Fe3 C34 39.9(4) 2_556 2_556 ?
C54 Fe3 C34 68.9(4) 2_556 2_556 ?
C14 Fe3 C54 130.5(4) 2_556 . ?
C14 Fe3 C54 41.6(3) . . ?
C44 Fe3 C54 41.6(3) . . ?
C44 Fe3 C54 117.6(4) 2_556 . ?
C24 Fe3 C54 69.5(4) . . ?
C24 Fe3 C54 168.4(4) 2_556 . ?
C54 Fe3 C54 108.2(5) 2_556 . ?
C34 Fe3 C54 150.9(4) 2_556 . ?
C14 Fe3 C34 117.2(4) 2_556 . ?
C14 Fe3 C34 67.5(4) . . ?
C44 Fe3 C34 40.6(4) . . ?
C44 Fe3 C34 166.2(5) 2_556 . ?
C24 Fe3 C34 39.9(4) . . ?
C24 Fe3 C34 107.3(5) 2_556 . ?
C54 Fe3 C34 150.9(4) 2_556 . ?
C34 Fe3 C34 128.1(7) 2_556 . ?
C54 Fe3 C34 68.9(4) . . ?
C24 C14 C54 109.7(8) . . ?
C24 C14 Fe3 70.4(5) . . ?
C54 C14 Fe3 70.3(4) . . ?
C34 C24 C14 107.8(10) . . ?
C34 C24 Fe3 70.5(6) . . ?
C14 C24 Fe3 69.1(5) . . ?
C24 C34 C44 109.4(10) . . ?
C24 C34 Fe3 69.6(6) . . ?
C44 C34 Fe3 68.9(6) . . ?
C34 C44 C54 108.1(9) . . ?
C34 C44 Fe3 70.5(7) . . ?
C54 C44 Fe3 70.0(5) . . ?
C14 C54 C44 104.9(9) . . ?
C14 C54 C64 130.0(7) . . ?
C44 C54 C64 124.9(8) . . ?
C14 C54 Fe3 68.1(5) . . ?
C44 C54 Fe3 68.4(5) . . ?
C64 C54 Fe3 124.4(6) . . ?
O14 C64 N14 122.1(8) . . ?
O14 C64 C54 121.3(7) . . ?
N14 C64 C54 116.6(7) . . ?
C64 N14 C74 120.5(6) . . ?
N14 C74 C84 112.5(7) . . ?
N14 C74 C124 112.0(6) . . ?
C84 C74 C124 109.0(6) . . ?
C94 C84 C74 111.3(8) . . ?
C84 C94 C104 110.3(7) . . ?
C114 C104 C94 109.9(7) . . ?
C124 C114 C104 111.3(8) . . ?
N24 C124 C114 112.3(8) . . ?
N24 C124 C74 111.5(6) . . ?
C114 C124 C74 109.8(7) . . ?
C134 N24 C124 120.4(6) . . ?
O24 C134 N24 121.8(7) . . ?
O24 C134 C144 120.4(7) . . ?
N24 C134 C144 117.8(6) . . ?
C194 C144 C154 118.6(8) . . ?
C194 C144 C134 122.7(8) . . ?
C154 C144 C134 118.7(7) . . ?
C144 C154 C164 121.2(8) . . ?
C174 C164 C154 120.1(10) . . ?
C184 C174 C164 119.3(10) . . ?
C174 C184 C194 121.1(9) . . ?
C144 C194 C184 119.6(9) . . ?

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
C51 C11 C21 C31 -1.4(10) . . . . ?
Fe1 C11 C21 C31 -59.3(7) . . . . ?
C51 C11 C21 Fe1 58.0(6) . . . . ?
C11 C21 C31 C41 0.0(12) . . . . ?
Fe1 C21 C31 C41 -59.8(8) . . . . ?
C11 C21 C31 Fe1 59.8(7) . . . . ?
C21 C31 C41 C51 1.3(12) . . . . ?
Fe1 C31 C41 C51 -58.8(6) . . . . ?
C21 C31 C41 Fe1 60.1(7) . . . . ?
C31 C41 C51 C11 -2.2(10) . . . . ?
Fe1 C41 C51 C11 -61.0(6) . . . . ?
C31 C41 C51 C61 177.4(8) . . . . ?
Fe1 C41 C51 C61 118.6(8) . . . . ?
C31 C41 C51 Fe1 58.8(7) . . . . ?
C21 C11 C51 C41 2.2(9) . . . . ?
Fe1 C11 C51 C41 61.0(6) . . . . ?
C21 C11 C51 C61 -177.4(9) . . . . ?
Fe1 C11 C51 C61 -118.5(9) . . . . ?
C21 C11 C51 Fe1 -58.8(6) . . . . ?
C41 C51 C61 O11 -1.1(13) . . . . ?
C11 C51 C61 O11 178.4(7) . . . . ?
Fe1 C51 C61 O11 87.2(9) . . . . ?
C41 C51 C61 N11 178.3(7) . . . . ?
C11 C51 C61 N11 -2.2(13) . . . . ?
Fe1 C51 C61 N11 -93.4(8) . . . . ?
O11 C61 N11 C71 -3.8(11) . . . . ?
C51 C61 N11 C71 176.9(7) . . . . ?
C61 N11 C71 C121 -147.9(7) . . . . ?
C61 N11 C71 C81 88.1(9) . . . . ?
N11 C71 C81 C91 -178.3(7) . . . . ?
C121 C71 C81 C91 56.7(10) . . . . ?
C71 C81 C91 C101 -54.5(12) . . . . ?
C81 C91 C101 C111 52.9(14) . . . . ?
C91 C101 C111 C121 -54.4(13) . . . . ?
N11 C71 C121 N21 51.5(10) . . . . ?
C81 C71 C121 N21 176.7(7) . . . . ?
N11 C71 C121 C111 177.2(8) . . . . ?
C81 C71 C121 C111 -57.6(11) . . . . ?
C101 C111 C121 N21 -177.3(7) . . . . ?
C101 C111 C121 C71 56.9(11) . . . . ?
C71 C121 N21 C131 -149.9(8) . . . . ?
C111 C121 N21 C131 84.8(11) . . . . ?
C121 N21 C131 O21 -4.1(14) . . . . ?
C121 N21 C131 C141 177.1(9) . . . . ?
O21 C131 C141 C151 34.8(16) . . . . ?
N21 C131 C141 C151 -146.3(10) . . . . ?
O21 C131 C141 C191 -146.1(11) . . . . ?
N21 C131 C141 C191 32.8(15) . . . . ?
C191 C141 C151 C161 -1.3(19) . . . . ?
C131 C141 C151 C161 177.9(12) . . . . ?
C141 C151 C161 C171 -1(3) . . . . ?
C151 C161 C171 C181 5(5) . . . . ?
C161 C171 C181 C191 -6(5) . . . . ?
C151 C141 C191 C181 0(2) . . . . ?
C131 C141 C191 C181 -179.3(13) . . . . ?
C171 C181 C191 C141 4(3) . . . . ?
C52 C12 C22 C32 3.8(15) . . . . ?
Fe2 C12 C22 C32 -56.2(10) . . . . ?
C52 C12 C22 Fe2 60.0(8) . . . . ?
C12 C22 C32 C42 -4.5(16) . . . . ?
Fe2 C22 C32 C42 -60.8(9) . . . . ?
C12 C22 C32 Fe2 56.2(10) . . . . ?
C22 C32 C42 C52 3.4(14) . . . . ?
Fe2 C32 C42 C52 -58.4(7) . . . . ?
C22 C32 C42 Fe2 61.8(10) . . . . ?
C22 C12 C52 C42 -1.6(13) . . . . ?
Fe2 C12 C52 C42 60.0(7) . . . . ?
C22 C12 C52 C62 178.8(11) . . . . ?
Fe2 C12 C52 C62 -119.6(11) . . . . ?
C22 C12 C52 Fe2 -61.6(9) . . . . ?
C32 C42 C52 C12 -1.1(13) . . . . ?
Fe2 C42 C52 C12 -60.0(8) . . . . ?
C32 C42 C52 C62 178.5(10) . . . . ?
Fe2 C42 C52 C62 119.6(9) . . . . ?
C32 C42 C52 Fe2 58.9(8) . . . . ?
C12 C52 C62 O12 176.8(11) . . . . ?
C42 C52 C62 O12 -2.7(15) . . . . ?
Fe2 C52 C62 O12 84.3(10) . . . . ?
C12 C52 C62 N12 -0.8(16) . . . . ?
C42 C52 C62 N12 179.6(9) . . . . ?
Fe2 C52 C62 N12 -93.3(9) . . . . ?
O12 C62 N12 C72 -6.8(14) . . . . ?
C52 C62 N12 C72 170.9(8) . . . . ?
C62 N12 C72 C82 88.1(9) . . . . ?
C62 N12 C72 C122 -149.2(8) . . . . ?
N12 C72 C82 C92 177.8(6) . . . . ?
C122 C72 C82 C92 56.3(9) . . . . ?
C72 C82 C92 C102 -58.9(10) . . . . ?
C82 C92 C102 C112 58.8(11) . . . . ?
C92 C102 C112 C122 -57.9(10) . . . . ?
C102 C112 C122 N22 -179.9(6) . . . . ?
C102 C112 C122 C72 56.4(9) . . . . ?
N12 C72 C122 N22 56.5(8) . . . . ?
C82 C72 C122 N22 -179.6(7) . . . . ?
N12 C72 C122 C112 -179.4(7) . . . . ?
C82 C72 C122 C112 -55.5(9) . . . . ?
C112 C122 N22 C132 82.1(9) . . . . ?
C72 C122 N22 C132 -154.4(7) . . . . ?
C122 N22 C132 O22 3.3(12) . . . . ?
C122 N22 C132 C142 -176.4(7) . . . . ?
O22 C132 C142 C152 24.1(13) . . . . ?
N22 C132 C142 C152 -156.2(9) . . . . ?
O22 C132 C142 C192 -151.6(10) . . . . ?
N22 C132 C142 C192 28.2(13) . . . . ?
C192 C142 C152 C162 -1.9(17) . . . . ?
C132 C142 C152 C162 -177.8(12) . . . . ?
C142 C152 C162 C172 2(3) . . . . ?
C152 C162 C172 C182 -1(3) . . . . ?
C162 C172 C182 C192 0(3) . . . . ?
C152 C142 C192 C182 0.8(16) . . . . ?
C132 C142 C192 C182 176.5(11) . . . . ?
C172 C182 C192 C142 0(2) . . . . ?
C53 C13 C23 C33 -1.6(15) . . . . ?
Fe2 C13 C23 C33 -60.5(10) . . . . ?
C53 C13 C23 Fe2 58.9(8) . . . . ?
C13 C23 C33 C43 2.1(16) . . . . ?
Fe2 C23 C33 C43 -58.2(9) . . . . ?
C13 C23 C33 Fe2 60.4(10) . . . . ?
C23 C33 C43 C53 -1.8(15) . . . . ?
Fe2 C33 C43 C53 -60.2(8) . . . . ?
C23 C33 C43 Fe2 58.4(10) . . . . ?
C33 C43 C53 C13 0.9(14) . . . . ?
Fe2 C43 C53 C13 -60.1(8) . . . . ?
C33 C43 C53 C63 175.2(11) . . . . ?
Fe2 C43 C53 C63 114.3(10) . . . . ?
C33 C43 C53 Fe2 61.0(9) . . . . ?
C23 C13 C53 C43 0.5(14) . . . . ?
Fe2 C13 C53 C43 59.6(8) . . . . ?
C23 C13 C53 C63 -173.7(11) . . . . ?
Fe2 C13 C53 C63 -114.5(11) . . . . ?
C23 C13 C53 Fe2 -59.2(9) . . . . ?
C43 C53 C63 O13 5.7(16) . . . . ?
C13 C53 C63 O13 179.0(10) . . . . ?
Fe2 C53 C63 O13 91.1(10) . . . . ?
C43 C53 C63 N13 -176.4(10) . . . . ?
C13 C53 C63 N13 -3.2(16) . . . . ?
Fe2 C53 C63 N13 -91.0(9) . . . . ?
O13 C63 N13 C73 -7.0(14) . . . . ?
C53 C63 N13 C73 175.1(8) . . . . ?
C63 N13 C73 C123 -151.2(8) . . . . ?
C63 N13 C73 C83 84.5(10) . . . . ?
N13 C73 C83 C93 -179.7(7) . . . . ?
C123 C73 C83 C93 56.7(9) . . . . ?
C73 C83 C93 C103 -57.0(11) . . . . ?
C83 C93 C103 C113 56.4(12) . . . . ?
C93 C103 C113 C123 -55.0(11) . . . . ?
N13 C73 C123 N23 57.9(9) . . . . ?
C83 C73 C123 N23 -177.5(7) . . . . ?
N13 C73 C123 C113 179.9(8) . . . . ?
C83 C73 C123 C113 -55.5(10) . . . . ?
C103 C113 C123 N23 178.4(7) . . . . ?
C103 C113 C123 C73 55.6(10) . . . . ?
C73 C123 N23 C133 -154.7(7) . . . . ?
C113 C123 N23 C133 82.7(9) . . . . ?
C123 N23 C133 O23 0.0(13) . . . . ?
C123 N23 C133 C143 -179.1(8) . . . . ?
O23 C133 C143 C153 26.7(13) . . . . ?
N23 C133 C143 C153 -154.3(9) . . . . ?
O23 C133 C143 C193 -154.4(10) . . . . ?
N23 C133 C143 C193 24.6(13) . . . . ?
C193 C143 C153 C163 0.1(16) . . . . ?
C133 C143 C153 C163 179.1(10) . . . . ?
C143 C153 C163 C173 2(2) . . . . ?
C153 C163 C173 C183 -2(3) . . . . ?
C163 C173 C183 C193 0(3) . . . . ?
C173 C183 C193 C143 2(2) . . . . ?
C153 C143 C193 C183 -2.2(17) . . . . ?
C133 C143 C193 C183 178.8(11) . . . . ?
C54 C14 C24 C34 -0.8(11) . . . . ?
Fe3 C14 C24 C34 -60.2(8) . . . . ?
C54 C14 C24 Fe3 59.5(6) . . . . ?
C14 C24 C34 C44 2.0(13) . . . . ?
Fe3 C24 C34 C44 -57.4(8) . . . . ?
C14 C24 C34 Fe3 59.3(7) . . . . ?
C24 C34 C44 C54 -2.4(13) . . . . ?
Fe3 C34 C44 C54 -60.2(6) . . . . ?
C24 C34 C44 Fe3 57.8(8) . . . . ?
C24 C14 C54 C44 -0.7(9) . . . . ?
Fe3 C14 C54 C44 58.9(5) . . . . ?
C24 C14 C54 C64 -176.7(9) . . . . ?
Fe3 C14 C54 C64 -117.2(9) . . . . ?
C24 C14 C54 Fe3 -59.5(7) . . . . ?
C34 C44 C54 C14 1.8(10) . . . . ?
Fe3 C44 C54 C14 -58.7(6) . . . . ?
C34 C44 C54 C64 178.2(9) . . . . ?
Fe3 C44 C54 C64 117.7(8) . . . . ?
C34 C44 C54 Fe3 60.5(7) . . . . ?
C14 C54 C64 O14 177.1(8) . . . . ?
C44 C54 C64 O14 1.8(13) . . . . ?
Fe3 C54 C64 O14 88.0(9) . . . . ?
C14 C54 C64 N14 -2.1(13) . . . . ?
C44 C54 C64 N14 -177.4(7) . . . . ?
Fe3 C54 C64 N14 -91.2(8) . . . . ?
O14 C64 N14 C74 -2.9(11) . . . . ?
C54 C64 N14 C74 176.3(7) . . . . ?
C64 N14 C74 C84 84.9(7) . . . . ?
C64 N14 C74 C124 -151.9(6) . . . . ?
N14 C74 C84 C94 -176.0(6) . . . . ?
C124 C74 C84 C94 59.1(8) . . . . ?
C74 C84 C94 C104 -57.9(9) . . . . ?
C84 C94 C104 C114 55.8(10) . . . . ?
C94 C104 C114 C124 -57.1(10) . . . . ?
C104 C114 C124 N24 -176.3(6) . . . . ?
C104 C114 C124 C74 59.1(9) . . . . ?
N14 C74 C124 N24 50.8(8) . . . . ?
C84 C74 C124 N24 176.0(6) . . . . ?
N14 C74 C124 C114 175.9(7) . . . . ?
C84 C74 C124 C114 -58.9(9) . . . . ?
C114 C124 N24 C134 86.4(9) . . . . ?
C74 C124 N24 C134 -149.9(7) . . . . ?
C124 N24 C134 O24 -4.2(12) . . . . ?
C124 N24 C134 C144 174.3(7) . . . . ?
O24 C134 C144 C194 -156.8(9) . . . . ?
N24 C134 C144 C194 24.7(13) . . . . ?
O24 C134 C144 C154 23.7(13) . . . . ?
N24 C134 C144 C154 -154.8(8) . . . . ?
C194 C144 C154 C164 -2.2(14) . . . . ?
C134 C144 C154 C164 177.2(9) . . . . ?
C144 C154 C164 C174 1.5(16) . . . . ?
C154 C164 C174 C184 -0.5(17) . . . . ?
C164 C174 C184 C194 0.3(18) . . . . ?
C154 C144 C194 C184 2.0(14) . . . . ?
C134 C144 C194 C184 -177.5(9) . . . . ?
C174 C184 C194 C144 -1.1(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N11 H11N O22 0.86 2.18 3.017(8) 165.8 . yes
N21 H21N O11 0.86 2.03 2.875(8) 167.6 2_655 yes
N12 H12N O21 0.86 2.18 3.025(8) 169.4 . yes
N22 H22N O13 0.86 2.06 2.909(8) 167.7 . yes
N13 H13N O24 0.86 2.17 3.014(7) 167.3 . yes
N23 H23N O12 0.86 2.07 2.907(8) 165.4 . yes
N14 H14N O23 0.86 2.18 3.023(8) 166.9 . yes
N24 H24N O14 0.86 2.07 2.908(7) 165.0 2_556 yes

_refine_diff_density_max         0.157
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.034


####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2b_s
_database_code_depnum_ccdc_archive 'CCDC 2046692'
loop_
_audit_author_name
_audit_author_address
'Berislav Peric'
;Rudjer Boskovic Institute
Croatia
;
_audit_update_record             
;
2020-11-26 deposited with the CCDC.	2021-03-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C38 H42 Fe N4 O4'
_chemical_formula_sum            'C38 H42 Fe N4 O4'
_chemical_formula_weight         674.61
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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'C 2'
_space_group_name_Hall           'C 2y'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   27.846(2)
_cell_length_b                   11.1554(6)
_cell_length_c                   23.762(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.506(7)
_cell_angle_gamma                90
_cell_volume                     7318.0(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    114(12)
_cell_measurement_reflns_used    1612
_cell_measurement_theta_min      3.2050
_cell_measurement_theta_max      36.5120

_exptl_crystal_description       prism
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_F_000             2848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    3.646
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.49735
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      114(12)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Nova (Cu) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4323
_diffrn_reflns_number            15097
_diffrn_reflns_av_unetI/netI     0.1436
_diffrn_reflns_av_R_equivalents  0.0944
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.202
_diffrn_reflns_theta_max         51.431
_diffrn_reflns_theta_full        51.431
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.752
_diffrn_reflns_point_group_measured_fraction_full 0.752
_reflns_number_total             6005
_reflns_number_gt                3333
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.426
_reflns_Friedel_fraction_max     0.481
_reflns_Friedel_fraction_full    0.481

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 629 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.006(9)
_chemical_absolute_configuration rm
_refine_ls_number_reflns         6005
_refine_ls_number_parameters     836
_refine_ls_number_restraints     282
_refine_ls_R_factor_all          0.1421
_refine_ls_R_factor_gt           0.0698
_refine_ls_wR_factor_ref         0.1562
_refine_ls_wR_factor_gt          0.1259
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

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 0.500000 0.7502(2) 0.000000 0.0596(10) Uani 1 2 d S TU P . .
C11 C 0.4262(5) 0.7332(11) -0.0169(6) 0.063(4) Uani 1 1 d . U . . .
H11 H 0.404177 0.720049 0.008699 0.076 Uiso 1 1 calc R U . . .
C21 C 0.4416(6) 0.8446(12) -0.0354(7) 0.070(5) Uani 1 1 d . U . . .
H21 H 0.431666 0.918015 -0.022375 0.084 Uiso 1 1 calc R U . . .
C31 C 0.4737(6) 0.8317(13) -0.0757(7) 0.078(5) Uani 1 1 d . U . . .
H31 H 0.488539 0.891789 -0.094471 0.094 Uiso 1 1 calc R U . . .
C41 C 0.4784(6) 0.7049(13) -0.0814(6) 0.070(4) Uani 1 1 d . U . . .
H41 H 0.497204 0.667323 -0.105788 0.084 Uiso 1 1 calc R U . . .
C51 C 0.4507(6) 0.6450(12) -0.0449(6) 0.062(4) Uani 1 1 d . U . . .
C61 C 0.4480(6) 0.5129(13) -0.0409(7) 0.062(4) Uani 1 1 d . U . . .
O11 O 0.4714(3) 0.4430(7) -0.0684(4) 0.063(3) Uani 1 1 d . U . . .
N11 N 0.4201(4) 0.4691(9) -0.0028(5) 0.061(3) Uani 1 1 d . U . . .
H11N H 0.403250 0.517720 0.014730 0.073 Uiso 1 1 calc R U . . .
C71 C 0.4183(5) 0.3412(10) 0.0089(6) 0.050(3) Uani 1 1 d . U . . .
H71 H 0.450274 0.307732 0.004986 0.060 Uiso 1 1 calc R U . . .
C81 C 0.3814(4) 0.2767(10) -0.0334(6) 0.056(4) Uani 1 1 d . U . . .
H81B H 0.349262 0.307438 -0.030143 0.068 Uiso 1 1 calc R U . . .
H81A H 0.388325 0.292473 -0.071631 0.068 Uiso 1 1 calc R U . . .
C91 C 0.3823(5) 0.1432(11) -0.0230(6) 0.066(4) Uani 1 1 d . U . . .
H91B H 0.413433 0.111083 -0.029512 0.080 Uiso 1 1 calc R U . . .
H91A H 0.357454 0.104843 -0.049390 0.080 Uiso 1 1 calc R U . . .
C101 C 0.3735(5) 0.1154(11) 0.0377(6) 0.068(4) Uani 1 1 d . U . . .
H10B H 0.340867 0.139369 0.042897 0.081 Uiso 1 1 calc R U . . .
H10A H 0.376294 0.029670 0.044253 0.081 Uiso 1 1 calc R U . . .
C111 C 0.4097(5) 0.1808(11) 0.0807(6) 0.067(4) Uani 1 1 d . U . . .
H11A H 0.402211 0.165508 0.118800 0.081 Uiso 1 1 calc R U . . .
H11B H 0.442140 0.151093 0.078291 0.081 Uiso 1 1 calc R U . . .
C121 C 0.4078(5) 0.3144(11) 0.0690(6) 0.055(4) Uani 1 1 d . U . . .
H121 H 0.374467 0.340449 0.071341 0.067 Uiso 1 1 calc R U . . .
N21 N 0.4396(4) 0.3850(9) 0.1109(5) 0.055(3) Uani 1 1 d . U . . .
H21N H 0.468142 0.405151 0.104379 0.067 Uiso 1 1 calc R U . . .
C131 C 0.4239(7) 0.4164(14) 0.1578(7) 0.066(4) Uani 1 1 d . U . . .
O21 O 0.3840(4) 0.3875(8) 0.1729(4) 0.070(3) Uani 1 1 d . U . . .
C141 C 0.4560(7) 0.4955(15) 0.1973(6) 0.072(5) Uani 1 1 d . U . . .
C151 C 0.4367(6) 0.5703(14) 0.2337(6) 0.077(5) Uani 1 1 d . U . . .
H151 H 0.403513 0.566215 0.235020 0.092 Uiso 1 1 calc R U . . .
C161 C 0.4631(7) 0.6512(14) 0.2685(7) 0.091(6) Uani 1 1 d . U . . .
H161 H 0.447937 0.702510 0.291529 0.109 Uiso 1 1 calc R U . . .
C171 C 0.5124(7) 0.6550(17) 0.2687(7) 0.099(7) Uani 1 1 d . U . . .
H171 H 0.530907 0.708301 0.292595 0.118 Uiso 1 1 calc R U . . .
C181 C 0.5345(7) 0.5816(18) 0.2343(7) 0.112(7) Uani 1 1 d . U . . .
H181 H 0.567906 0.583716 0.234783 0.134 Uiso 1 1 calc R U . . .
C191 C 0.5056(7) 0.5010(15) 0.1973(6) 0.087(5) Uani 1 1 d . U . . .
H191 H 0.520288 0.451792 0.172976 0.104 Uiso 1 1 calc R U . . .
C12 C 0.3407(7) 0.3584(15) 0.2906(8) 0.112(5) Uani 1 1 d . U . . .
H12 H 0.361318 0.363429 0.262894 0.134 Uiso 1 1 calc R U . . .
C22 C 0.3532(8) 0.3566(17) 0.3516(9) 0.126(6) Uani 1 1 d . U . . .
H22 H 0.384683 0.362955 0.370012 0.152 Uiso 1 1 calc R U . . .
C32 C 0.3118(7) 0.3441(17) 0.3798(9) 0.125(6) Uani 1 1 d . U . . .
H32 H 0.311193 0.339722 0.418741 0.150 Uiso 1 1 calc R U . . .
C42 C 0.2708(7) 0.3395(15) 0.3362(8) 0.108(5) Uani 1 1 d . U . . .
H42 H 0.238590 0.330881 0.341914 0.130 Uiso 1 1 calc R U . . .
C52 C 0.2883(7) 0.3505(15) 0.2827(9) 0.093(4) Uani 1 1 d . U . . .
C62 C 0.2574(7) 0.3607(13) 0.2284(9) 0.080(5) Uani 1 1 d . U . . .
O12 O 0.2114(4) 0.3534(8) 0.2258(5) 0.083(3) Uani 1 1 d . U . . .
N12 N 0.2780(5) 0.3754(10) 0.1800(6) 0.072(3) Uani 1 1 d . U . . .
H12N H 0.309015 0.370536 0.181841 0.086 Uiso 1 1 calc R U . . .
C72 C 0.2497(5) 0.3991(12) 0.1254(7) 0.061(4) Uani 1 1 d . U . . .
H72 H 0.221015 0.445073 0.132273 0.073 Uiso 1 1 calc R U . . .
C82 C 0.2320(5) 0.2806(13) 0.0953(7) 0.085(5) Uani 1 1 d . U . . .
H82D H 0.259587 0.230930 0.089606 0.102 Uiso 1 1 calc R U . . .
H82C H 0.211925 0.236400 0.118519 0.102 Uiso 1 1 calc R U . . .
C92 C 0.2027(6) 0.3122(14) 0.0376(7) 0.084(5) Uani 1 1 d . U . . .
H92C H 0.192032 0.238718 0.017976 0.101 Uiso 1 1 calc R U . . .
H92D H 0.174080 0.357085 0.044079 0.101 Uiso 1 1 calc R U . . .
C102 C 0.2320(6) 0.3858(15) 0.0002(7) 0.089(5) Uani 1 1 d . U . . .
H10D H 0.259278 0.339027 -0.009148 0.107 Uiso 1 1 calc R U . . .
H10C H 0.211959 0.406763 -0.034901 0.107 Uiso 1 1 calc R U . . .
C112 C 0.2499(5) 0.4967(14) 0.0309(6) 0.072(4) Uani 1 1 d . U . . .
H11D H 0.222301 0.547253 0.035552 0.086 Uiso 1 1 calc R U . . .
H11C H 0.270209 0.540301 0.007764 0.086 Uiso 1 1 calc R U . . .
C122 C 0.2782(5) 0.4744(12) 0.0884(6) 0.061(4) Uani 1 1 d . U . . .
H122 H 0.307165 0.428712 0.082448 0.073 Uiso 1 1 calc R U . . .
N22 N 0.2944(4) 0.5854(9) 0.1171(5) 0.063(3) Uani 1 1 d . U . . .
H22N H 0.277837 0.614185 0.142012 0.075 Uiso 1 1 calc R U . . .
C132 C 0.3343(6) 0.6450(14) 0.1061(7) 0.068(5) Uani 1 1 d . U . . .
O22 O 0.3604(4) 0.6054(9) 0.0706(5) 0.075(3) Uani 1 1 d . U . . .
C142 C 0.3474(7) 0.7616(15) 0.1360(6) 0.071(5) Uani 1 1 d . U . . .
C152 C 0.3942(6) 0.7961(14) 0.1417(6) 0.079(5) Uani 1 1 d . U . . .
H152 H 0.417061 0.749308 0.126618 0.094 Uiso 1 1 calc R U . . .
C162 C 0.4079(9) 0.9007(19) 0.1698(8) 0.118(7) Uani 1 1 d . U . . .
H162 H 0.440042 0.925337 0.172521 0.142 Uiso 1 1 calc R U . . .
C172 C 0.3757(10) 0.969(2) 0.1938(8) 0.138(10) Uani 1 1 d . U . . .
H172 H 0.386016 1.036232 0.215126 0.165 Uiso 1 1 calc R U . . .
C182 C 0.3272(8) 0.9371(16) 0.1861(8) 0.125(8) Uani 1 1 d . U . . .
H182 H 0.304195 0.986729 0.199221 0.150 Uiso 1 1 calc R U . . .
C192 C 0.3129(7) 0.8286(14) 0.1583(7) 0.086(5) Uani 1 1 d . U . . .
H192 H 0.280937 0.802845 0.155046 0.103 Uiso 1 1 calc R U . . .
Fe2 Fe 0.30817(10) 0.4969(3) 0.33078(12) 0.1041(11) Uani 1 1 d . U . . .
C13 C 0.2687(7) 0.6325(16) 0.3593(7) 0.098(4) Uani 1 1 d . U . . .
H13 H 0.241201 0.624368 0.377436 0.118 Uiso 1 1 calc R U . . .
C23 C 0.3163(7) 0.6386(17) 0.3874(8) 0.115(5) Uani 1 1 d . U . . .
H23 H 0.326188 0.633592 0.426230 0.138 Uiso 1 1 calc R U . . .
C33 C 0.3463(7) 0.6539(17) 0.3435(8) 0.116(5) Uani 1 1 d . U . . .
H33 H 0.379801 0.661729 0.348835 0.139 Uiso 1 1 calc R U . . .
C43 C 0.3162(6) 0.6554(14) 0.2901(8) 0.095(5) Uani 1 1 d . U . . .
H43 H 0.326865 0.664740 0.254931 0.114 Uiso 1 1 calc R U . . .
C53 C 0.2680(6) 0.6405(14) 0.2993(7) 0.076(4) Uani 1 1 d . U . . .
C63 C 0.2280(6) 0.6334(13) 0.2528(7) 0.066(4) Uani 1 1 d . U . . .
O13 O 0.2325(3) 0.6403(9) 0.2025(4) 0.071(3) Uani 1 1 d . U . . .
N13 N 0.1827(5) 0.6216(10) 0.2705(5) 0.069(3) Uani 1 1 d . U . . .
H13N H 0.179307 0.629445 0.305743 0.082 Uiso 1 1 calc R U . . .
C73 C 0.1405(5) 0.5956(11) 0.2282(6) 0.054(4) Uani 1 1 d . U . . .
H73 H 0.150921 0.548739 0.197124 0.064 Uiso 1 1 calc R U . . .
C83 C 0.1157(5) 0.7087(10) 0.2047(6) 0.056(4) Uani 1 1 d . U . . .
H83E H 0.137951 0.754521 0.184891 0.067 Uiso 1 1 calc R U . . .
H83F H 0.107287 0.757409 0.235760 0.067 Uiso 1 1 calc R U . . .
C93 C 0.0699(5) 0.6815(11) 0.1638(6) 0.063(4) Uani 1 1 d . U . . .
H93E H 0.054765 0.756067 0.150003 0.076 Uiso 1 1 calc R U . . .
H93F H 0.078450 0.637185 0.131432 0.076 Uiso 1 1 calc R U . . .
C103 C 0.0346(5) 0.6094(11) 0.1926(6) 0.064(4) Uani 1 1 d . U . . .
H10E H 0.006211 0.591647 0.165730 0.077 Uiso 1 1 calc R U . . .
H10F H 0.024293 0.655850 0.223428 0.077 Uiso 1 1 calc R U . . .
C113 C 0.0579(5) 0.4921(12) 0.2161(5) 0.055(4) Uani 1 1 d . U . . .
H11F H 0.066085 0.442610 0.185155 0.066 Uiso 1 1 calc R U . . .
H11E H 0.035266 0.447957 0.236039 0.066 Uiso 1 1 calc R U . . .
C123 C 0.1045(5) 0.5221(12) 0.2575(5) 0.054(4) Uani 1 1 d . U . . .
H123 H 0.095107 0.569658 0.288966 0.065 Uiso 1 1 calc R U . . .
N23 N 0.1269(4) 0.4125(9) 0.2807(5) 0.060(3) Uani 1 1 d . U . . .
H23N H 0.150782 0.383211 0.265512 0.072 Uiso 1 1 calc R U . . .
O23 O 0.0770(5) 0.3915(9) 0.3472(5) 0.092(4) Uani 1 1 d . U . . .
C133 C 0.1118(7) 0.3538(16) 0.3255(8) 0.077(5) Uani 1 1 d . U . . .
C143 C 0.1356(7) 0.236(2) 0.3418(9) 0.108(6) Uani 1 1 d . U . . .
C153 C 0.1310(8) 0.195(2) 0.3967(9) 0.158(8) Uani 1 1 d . U . . .
H153 H 0.113380 0.238784 0.420161 0.189 Uiso 1 1 calc R U . . .
C163 C 0.1533(10) 0.086(4) 0.4158(14) 0.241(15) Uani 1 1 d . U . . .
H163 H 0.155162 0.062420 0.453585 0.289 Uiso 1 1 calc R U . . .
C173 C 0.1719(13) 0.017(4) 0.3766(19) 0.29(2) Uani 1 1 d . U . . .
H173 H 0.182205 -0.060271 0.387468 0.351 Uiso 1 1 calc R U . . .
C183 C 0.1764(8) 0.053(2) 0.3218(15) 0.243(15) Uani 1 1 d . U . . .
H183 H 0.191216 0.004475 0.297231 0.292 Uiso 1 1 calc R U . . .
C193 C 0.1577(7) 0.1658(18) 0.3053(11) 0.145(8) Uani 1 1 d . U . . .
H193 H 0.160383 0.193879 0.268930 0.174 Uiso 1 1 calc R U . . .
Fe3 Fe 0.000000 0.2435(3) 0.500000 0.0716(11) Uani 1 2 d S TU P . .
C14 C -0.0051(6) 0.2597(13) 0.4140(6) 0.077(4) Uani 1 1 d . U . . .
H14 H 0.020059 0.275342 0.392991 0.093 Uiso 1 1 calc R U . . .
C24 C -0.0220(7) 0.1441(15) 0.4284(7) 0.094(6) Uani 1 1 d . U . . .
H24 H -0.009622 0.070747 0.418506 0.112 Uiso 1 1 calc R U . . .
C34 C -0.0608(7) 0.1615(14) 0.4601(7) 0.084(5) Uani 1 1 d . U . . .
H34 H -0.077758 0.100504 0.475423 0.101 Uiso 1 1 calc R U . . .
C44 C -0.0701(6) 0.2864(13) 0.4653(7) 0.084(5) Uani 1 1 d . U . . .
H44 H -0.094572 0.321574 0.482730 0.101 Uiso 1 1 calc R U . . .
C54 C -0.0340(6) 0.3464(14) 0.4380(6) 0.069(4) Uani 1 1 d . U . . .
C64 C -0.0287(7) 0.4802(14) 0.4352(7) 0.069(5) Uani 1 1 d . U . . .
O14 O -0.0553(4) 0.5476(9) 0.4590(4) 0.091(4) Uani 1 1 d . U . . .
N14 N 0.0049(4) 0.5238(9) 0.4058(5) 0.070(4) Uani 1 1 d . U . . .
H14N H 0.021357 0.475433 0.387598 0.084 Uiso 1 1 calc R U . . .
C74 C 0.0142(7) 0.6530(12) 0.4038(6) 0.078(4) Uani 1 1 d . U . . .
H74 H 0.006317 0.687920 0.439350 0.094 Uiso 1 1 calc R U . . .
C84 C -0.0172(7) 0.7126(11) 0.3561(6) 0.094(5) Uani 1 1 d . U . . .
H84G H -0.050928 0.695933 0.359268 0.112 Uiso 1 1 calc R U . . .
H84H H -0.010047 0.679762 0.320282 0.112 Uiso 1 1 calc R U . . .
C94 C -0.0092(8) 0.8484(14) 0.3563(9) 0.133(7) Uani 1 1 d . U . . .
H94G H -0.029214 0.884237 0.324163 0.160 Uiso 1 1 calc R U . . .
H94H H -0.018654 0.882582 0.390756 0.160 Uiso 1 1 calc R U . . .
C104 C 0.0432(9) 0.8754(16) 0.3530(9) 0.139(8) Uani 1 1 d . U . . .
H10G H 0.048304 0.961432 0.354755 0.167 Uiso 1 1 calc R U . . .
H10H H 0.051755 0.847172 0.316941 0.167 Uiso 1 1 calc R U . . .
C114 C 0.0762(8) 0.8149(13) 0.4018(8) 0.116(6) Uani 1 1 d . U . . .
H11G H 0.109907 0.830633 0.397974 0.139 Uiso 1 1 calc R U . . .
H11H H 0.069575 0.847170 0.437861 0.139 Uiso 1 1 calc R U . . .
C124 C 0.0668(8) 0.6792(14) 0.4000(8) 0.087(5) Uani 1 1 d . U . . .
H124 H 0.073666 0.650403 0.362862 0.104 Uiso 1 1 calc R U . . .
N24 N 0.1004(6) 0.6178(12) 0.4431(6) 0.091(4) Uani 1 1 d . U . . .
H24N H 0.091098 0.604438 0.475688 0.109 Uiso 1 1 calc R U . . .
C134 C 0.1461(9) 0.580(2) 0.4345(11) 0.117(7) Uani 1 1 d . U . . .
O24 O 0.1595(5) 0.6115(13) 0.3892(6) 0.125(5) Uani 1 1 d . U . . .
C144 C 0.1739(6) 0.5120(16) 0.4804(8) 0.158(9) Uani 1 1 d G U . . .
C154 C 0.2042(7) 0.423(2) 0.4642(7) 0.214(11) Uani 1 1 d G U . . .
H154 H 0.205620 0.408464 0.425944 0.257 Uiso 1 1 calc R U . . .
C164 C 0.2324(6) 0.3556(17) 0.5053(12) 0.306(19) Uani 1 1 d G U . . .
H164 H 0.252655 0.296007 0.494453 0.367 Uiso 1 1 calc R U . . .
C174 C 0.2302(7) 0.3773(19) 0.5625(10) 0.39(3) Uani 1 1 d G U . . .
H174 H 0.249090 0.332180 0.589963 0.466 Uiso 1 1 calc R U . . .
C184 C 0.1999(8) 0.466(2) 0.5787(6) 0.32(2) Uani 1 1 d G U . . .
H184 H 0.198490 0.480810 0.616965 0.387 Uiso 1 1 calc R U . . .
C194 C 0.1717(6) 0.5337(17) 0.5376(10) 0.226(11) Uani 1 1 d G U . . .
H194 H 0.151453 0.593269 0.548457 0.271 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C51 2.005(15) 2_655 ?
Fe1 C51 2.005(15) . ?
Fe1 C41 2.013(15) 2_655 ?
Fe1 C41 2.013(15) . ?
Fe1 C21 2.026(15) . ?
Fe1 C21 2.026(15) 2_655 ?
Fe1 C11 2.051(13) . ?
Fe1 C11 2.051(13) 2_655 ?
Fe1 C31 2.063(15) 2_655 ?
Fe1 C31 2.063(15) . ?
C11 C21 1.403(17) . ?
C11 C51 1.413(17) . ?
C21 C31 1.402(18) . ?
C31 C41 1.429(18) . ?
C41 C51 1.403(17) . ?
C51 C61 1.478(19) . ?
C61 O11 1.253(15) . ?
C61 N11 1.358(16) . ?
N11 C71 1.455(14) . ?
C71 C81 1.522(15) . ?
C71 C121 1.527(17) . ?
C81 C91 1.510(16) . ?
C91 C101 1.526(16) . ?
C101 C111 1.525(16) . ?
C111 C121 1.516(15) . ?
C121 N21 1.471(15) . ?
N21 C131 1.298(16) . ?
C131 O21 1.252(17) . ?
C131 C141 1.50(2) . ?
C141 C151 1.363(19) . ?
C141 C191 1.38(2) . ?
C151 C161 1.372(18) . ?
C161 C171 1.37(2) . ?
C171 C181 1.36(2) . ?
C181 C191 1.43(2) . ?
C12 C22 1.45(2) . ?
C12 C52 1.45(2) . ?
C12 Fe2 2.08(2) . ?
C22 C32 1.41(2) . ?
C22 Fe2 2.03(2) . ?
C32 C42 1.44(2) . ?
C32 Fe2 2.059(18) . ?
C42 C52 1.42(2) . ?
C42 Fe2 2.053(16) . ?
C52 C62 1.46(2) . ?
C52 Fe2 2.028(19) . ?
C62 O12 1.277(18) . ?
C62 N12 1.362(19) . ?
N12 C72 1.452(16) . ?
C72 C122 1.515(17) . ?
C72 C82 1.552(17) . ?
C82 C92 1.543(18) . ?
C92 C102 1.524(18) . ?
C102 C112 1.488(18) . ?
C112 C122 1.506(16) . ?
C122 N22 1.456(15) . ?
N22 C132 1.349(17) . ?
C132 O22 1.262(16) . ?
C132 C142 1.50(2) . ?
C142 C152 1.347(19) . ?
C142 C192 1.38(2) . ?
C152 C162 1.37(2) . ?
C162 C172 1.36(3) . ?
C172 C182 1.39(3) . ?
C182 C192 1.41(2) . ?
Fe2 C13 2.038(19) . ?
Fe2 C53 2.039(18) . ?
Fe2 C43 2.041(16) . ?
Fe2 C33 2.050(18) . ?
Fe2 C23 2.07(2) . ?
C13 C23 1.41(2) . ?
C13 C53 1.425(19) . ?
C23 C33 1.43(2) . ?
C33 C43 1.43(2) . ?
C43 C53 1.40(2) . ?
C53 C63 1.465(19) . ?
C63 O13 1.220(15) . ?
C63 N13 1.387(17) . ?
N13 C73 1.471(15) . ?
C73 C83 1.510(16) . ?
C73 C123 1.531(16) . ?
C83 C93 1.530(16) . ?
C93 C103 1.502(16) . ?
C103 C113 1.533(16) . ?
C113 C123 1.561(16) . ?
C123 N23 1.448(15) . ?
N23 C133 1.362(18) . ?
O23 C133 1.230(19) . ?
C133 C143 1.50(3) . ?
C143 C193 1.37(2) . ?
C143 C153 1.40(2) . ?
C153 C163 1.41(3) . ?
C163 C173 1.36(5) . ?
C173 C183 1.39(4) . ?
C183 C193 1.40(2) . ?
Fe3 C54 2.006(15) 2_556 ?
Fe3 C54 2.006(15) . ?
Fe3 C14 2.037(14) . ?
Fe3 C14 2.037(14) 2_556 ?
Fe3 C34 2.044(16) 2_556 ?
Fe3 C34 2.044(16) . ?
Fe3 C24 2.056(16) . ?
Fe3 C24 2.056(16) 2_556 ?
Fe3 C44 2.074(16) 2_556 ?
Fe3 C44 2.074(16) . ?
C14 C54 1.423(19) . ?
C14 C24 1.43(2) . ?
C24 C34 1.41(2) . ?
C34 C44 1.43(2) . ?
C44 C54 1.432(19) . ?
C54 C64 1.50(2) . ?
C64 O14 1.245(17) . ?
C64 N14 1.329(17) . ?
N14 C74 1.467(16) . ?
C74 C84 1.495(19) . ?
C74 C124 1.51(2) . ?
C84 C94 1.531(19) . ?
C94 C104 1.50(2) . ?
C104 C114 1.54(2) . ?
C114 C124 1.536(19) . ?
C124 N24 1.46(2) . ?
N24 C134 1.38(2) . ?
C134 O24 1.24(2) . ?
C134 C144 1.47(3) . ?
C144 C154 1.3900 . ?
C144 C194 1.3900 . ?
C154 C164 1.3900 . ?
C164 C174 1.3900 . ?
C174 C184 1.3900 . ?
C184 C194 1.3900 . ?

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
C51 Fe1 C51 108.3(8) 2_655 . ?
C51 Fe1 C41 40.9(5) 2_655 2_655 ?
C51 Fe1 C41 117.5(6) . 2_655 ?
C51 Fe1 C41 117.5(6) 2_655 . ?
C51 Fe1 C41 40.9(5) . . ?
C41 Fe1 C41 150.9(8) 2_655 . ?
C51 Fe1 C21 169.2(7) 2_655 . ?
C51 Fe1 C21 68.1(5) . . ?
C41 Fe1 C21 130.7(7) 2_655 . ?
C41 Fe1 C21 67.0(6) . . ?
C51 Fe1 C21 68.1(5) 2_655 2_655 ?
C51 Fe1 C21 169.2(7) . 2_655 ?
C41 Fe1 C21 67.0(6) 2_655 2_655 ?
C41 Fe1 C21 130.7(7) . 2_655 ?
C21 Fe1 C21 117.4(8) . 2_655 ?
C51 Fe1 C11 130.5(6) 2_655 . ?
C51 Fe1 C11 40.7(5) . . ?
C41 Fe1 C11 109.3(6) 2_655 . ?
C41 Fe1 C11 67.8(6) . . ?
C21 Fe1 C11 40.3(5) . . ?
C21 Fe1 C11 149.2(6) 2_655 . ?
C51 Fe1 C11 40.7(5) 2_655 2_655 ?
C51 Fe1 C11 130.5(6) . 2_655 ?
C41 Fe1 C11 67.8(6) 2_655 2_655 ?
C41 Fe1 C11 109.3(6) . 2_655 ?
C21 Fe1 C11 149.2(6) . 2_655 ?
C21 Fe1 C11 40.3(5) 2_655 2_655 ?
C11 Fe1 C11 169.4(7) . 2_655 ?
C51 Fe1 C31 69.7(6) 2_655 2_655 ?
C51 Fe1 C31 149.6(7) . 2_655 ?
C41 Fe1 C31 41.0(5) 2_655 2_655 ?
C41 Fe1 C31 167.4(7) . 2_655 ?
C21 Fe1 C31 107.9(6) . 2_655 ?
C21 Fe1 C31 40.1(5) 2_655 2_655 ?
C11 Fe1 C31 116.3(6) . 2_655 ?
C11 Fe1 C31 68.8(6) 2_655 2_655 ?
C51 Fe1 C31 149.6(7) 2_655 . ?
C51 Fe1 C31 69.7(6) . . ?
C41 Fe1 C31 167.4(7) 2_655 . ?
C41 Fe1 C31 41.0(5) . . ?
C21 Fe1 C31 40.1(5) . . ?
C21 Fe1 C31 107.9(6) 2_655 . ?
C11 Fe1 C31 68.8(6) . . ?
C11 Fe1 C31 116.3(6) 2_655 . ?
C31 Fe1 C31 127.7(9) 2_655 . ?
C21 C11 C51 106.5(13) . . ?
C21 C11 Fe1 68.9(8) . . ?
C51 C11 Fe1 67.9(8) . . ?
C31 C21 C11 111.8(14) . . ?
C31 C21 Fe1 71.4(9) . . ?
C11 C21 Fe1 70.8(8) . . ?
C21 C31 C41 103.9(15) . . ?
C21 C31 Fe1 68.5(9) . . ?
C41 C31 Fe1 67.6(9) . . ?
C51 C41 C31 110.5(15) . . ?
C51 C41 Fe1 69.3(9) . . ?
C31 C41 Fe1 71.4(9) . . ?
C41 C51 C11 107.3(13) . . ?
C41 C51 C61 123.4(15) . . ?
C11 C51 C61 129.2(15) . . ?
C41 C51 Fe1 69.9(9) . . ?
C11 C51 Fe1 71.4(8) . . ?
C61 C51 Fe1 125.8(11) . . ?
O11 C61 N11 120.3(13) . . ?
O11 C61 C51 123.5(16) . . ?
N11 C61 C51 116.1(15) . . ?
C61 N11 C71 121.1(12) . . ?
N11 C71 C81 112.0(11) . . ?
N11 C71 C121 112.7(11) . . ?
C81 C71 C121 109.2(11) . . ?
C91 C81 C71 111.3(11) . . ?
C81 C91 C101 110.7(11) . . ?
C111 C101 C91 111.2(11) . . ?
C121 C111 C101 110.0(12) . . ?
N21 C121 C111 113.5(12) . . ?
N21 C121 C71 110.8(11) . . ?
C111 C121 C71 111.0(12) . . ?
C131 N21 C121 119.0(14) . . ?
O21 C131 N21 125.9(17) . . ?
O21 C131 C141 117.0(16) . . ?
N21 C131 C141 117.1(17) . . ?
C151 C141 C191 116.7(17) . . ?
C151 C141 C131 120.4(18) . . ?
C191 C141 C131 122.9(18) . . ?
C141 C151 C161 124.2(18) . . ?
C151 C161 C171 118.6(18) . . ?
C181 C171 C161 120.7(18) . . ?
C171 C181 C191 119.1(19) . . ?
C141 C191 C181 120.7(18) . . ?
C22 C12 C52 103.6(18) . . ?
C22 C12 Fe2 67.2(12) . . ?
C52 C12 Fe2 67.3(11) . . ?
C32 C22 C12 111.8(19) . . ?
C32 C22 Fe2 71.0(12) . . ?
C12 C22 Fe2 71.6(11) . . ?
C22 C32 C42 106.4(19) . . ?
C22 C32 Fe2 68.5(11) . . ?
C42 C32 Fe2 69.3(10) . . ?
C52 C42 C32 107.9(18) . . ?
C52 C42 Fe2 68.6(10) . . ?
C32 C42 Fe2 69.7(10) . . ?
C42 C52 C12 110.3(19) . . ?
C42 C52 C62 124.4(19) . . ?
C12 C52 C62 125.2(19) . . ?
C42 C52 Fe2 70.5(11) . . ?
C12 C52 Fe2 71.5(11) . . ?
C62 C52 Fe2 121.4(12) . . ?
O12 C62 N12 119.9(18) . . ?
O12 C62 C52 120.7(19) . . ?
N12 C62 C52 119.4(18) . . ?
C62 N12 C72 122.4(15) . . ?
N12 C72 C122 110.8(12) . . ?
N12 C72 C82 111.0(12) . . ?
C122 C72 C82 111.3(12) . . ?
C92 C82 C72 108.3(12) . . ?
C102 C92 C82 112.3(14) . . ?
C112 C102 C92 109.4(13) . . ?
C102 C112 C122 114.1(14) . . ?
N22 C122 C112 112.2(12) . . ?
N22 C122 C72 110.7(12) . . ?
C112 C122 C72 111.5(12) . . ?
C132 N22 C122 122.8(14) . . ?
O22 C132 N22 121.1(15) . . ?
O22 C132 C142 119.5(16) . . ?
N22 C132 C142 119.4(16) . . ?
C152 C142 C192 121.4(18) . . ?
C152 C142 C132 117.8(18) . . ?
C192 C142 C132 120.8(17) . . ?
C142 C152 C162 120(2) . . ?
C172 C162 C152 122(2) . . ?
C162 C172 C182 119(2) . . ?
C172 C182 C192 119(2) . . ?
C142 C192 C182 118.6(19) . . ?
C22 Fe2 C52 68.3(8) . . ?
C22 Fe2 C13 146.8(8) . . ?
C52 Fe2 C13 131.7(7) . . ?
C22 Fe2 C53 171.4(8) . . ?
C52 Fe2 C53 109.3(7) . . ?
C13 Fe2 C53 40.9(5) . . ?
C22 Fe2 C43 133.0(8) . . ?
C52 Fe2 C43 118.0(7) . . ?
C13 Fe2 C43 67.1(7) . . ?
C53 Fe2 C43 40.0(6) . . ?
C22 Fe2 C33 109.4(8) . . ?
C52 Fe2 C33 150.4(8) . . ?
C13 Fe2 C33 66.9(8) . . ?
C53 Fe2 C33 68.3(7) . . ?
C43 Fe2 C33 40.8(6) . . ?
C22 Fe2 C42 68.1(8) . . ?
C52 Fe2 C42 40.8(6) . . ?
C13 Fe2 C42 108.3(7) . . ?
C53 Fe2 C42 115.9(7) . . ?
C43 Fe2 C42 149.1(7) . . ?
C33 Fe2 C42 168.0(8) . . ?
C22 Fe2 C32 40.5(6) . . ?
C52 Fe2 C32 69.0(8) . . ?
C13 Fe2 C32 114.5(8) . . ?
C53 Fe2 C32 147.3(7) . . ?
C43 Fe2 C32 169.9(7) . . ?
C33 Fe2 C32 129.6(8) . . ?
C42 Fe2 C32 41.0(6) . . ?
C22 Fe2 C23 114.8(8) . . ?
C52 Fe2 C23 168.6(7) . . ?
C13 Fe2 C23 40.1(6) . . ?
C53 Fe2 C23 69.3(7) . . ?
C43 Fe2 C23 68.7(7) . . ?
C33 Fe2 C23 40.6(6) . . ?
C42 Fe2 C23 128.8(8) . . ?
C32 Fe2 C23 105.8(8) . . ?
C22 Fe2 C12 41.2(7) . . ?
C52 Fe2 C12 41.2(6) . . ?
C13 Fe2 C12 171.2(7) . . ?
C53 Fe2 C12 131.6(7) . . ?
C43 Fe2 C12 110.2(7) . . ?
C33 Fe2 C12 117.0(8) . . ?
C42 Fe2 C12 69.4(8) . . ?
C32 Fe2 C12 69.7(8) . . ?
C23 Fe2 C12 147.9(8) . . ?
C23 C13 C53 111.0(17) . . ?
C23 C13 Fe2 71.1(12) . . ?
C53 C13 Fe2 69.6(11) . . ?
C13 C23 C33 105.3(17) . . ?
C13 C23 Fe2 68.8(11) . . ?
C33 C23 Fe2 69.0(11) . . ?
C43 C33 C23 108.6(18) . . ?
C43 C33 Fe2 69.3(10) . . ?
C23 C33 Fe2 70.4(11) . . ?
C53 C43 C33 108.9(17) . . ?
C53 C43 Fe2 69.9(10) . . ?
C33 C43 Fe2 70.0(10) . . ?
C43 C53 C13 106.1(16) . . ?
C43 C53 C63 122.6(17) . . ?
C13 C53 C63 131.3(16) . . ?
C43 C53 Fe2 70.1(10) . . ?
C13 C53 Fe2 69.5(11) . . ?
C63 C53 Fe2 124.1(11) . . ?
O13 C63 N13 121.0(16) . . ?
O13 C63 C53 124.8(17) . . ?
N13 C63 C53 114.1(15) . . ?
C63 N13 C73 119.3(13) . . ?
N13 C73 C83 112.0(11) . . ?
N13 C73 C123 107.9(11) . . ?
C83 C73 C123 108.8(12) . . ?
C73 C83 C93 111.9(10) . . ?
C103 C93 C83 111.0(11) . . ?
C93 C103 C113 110.6(11) . . ?
C103 C113 C123 108.9(11) . . ?
N23 C123 C73 110.5(12) . . ?
N23 C123 C113 109.9(10) . . ?
C73 C123 C113 111.6(11) . . ?
C133 N23 C123 122.7(14) . . ?
O23 C133 N23 120.3(18) . . ?
O23 C133 C143 122.4(19) . . ?
N23 C133 C143 116.8(19) . . ?
C193 C143 C153 120(2) . . ?
C193 C143 C133 124(2) . . ?
C153 C143 C133 116(2) . . ?
C143 C153 C163 119(3) . . ?
C173 C163 C153 117(3) . . ?
C163 C173 C183 124(4) . . ?
C173 C183 C193 117(3) . . ?
C143 C193 C183 121(3) . . ?
C54 Fe3 C54 110.1(8) 2_556 . ?
C54 Fe3 C14 130.6(7) 2_556 . ?
C54 Fe3 C14 41.2(5) . . ?
C54 Fe3 C14 41.2(5) 2_556 2_556 ?
C54 Fe3 C14 130.6(7) . 2_556 ?
C14 Fe3 C14 169.8(9) . 2_556 ?
C54 Fe3 C34 68.4(6) 2_556 2_556 ?
C54 Fe3 C34 151.6(7) . 2_556 ?
C14 Fe3 C34 116.8(7) . 2_556 ?
C14 Fe3 C34 68.2(6) 2_556 2_556 ?
C54 Fe3 C34 151.6(7) 2_556 . ?
C54 Fe3 C34 68.4(6) . . ?
C14 Fe3 C34 68.2(6) . . ?
C14 Fe3 C34 116.8(7) 2_556 . ?
C34 Fe3 C34 126.9(9) 2_556 . ?
C54 Fe3 C24 167.9(8) 2_556 . ?
C54 Fe3 C24 68.9(6) . . ?
C14 Fe3 C24 40.8(5) . . ?
C14 Fe3 C24 148.5(7) 2_556 . ?
C34 Fe3 C24 106.4(6) 2_556 . ?
C34 Fe3 C24 40.2(6) . . ?
C54 Fe3 C24 68.9(6) 2_556 2_556 ?
C54 Fe3 C24 167.9(8) . 2_556 ?
C14 Fe3 C24 148.5(7) . 2_556 ?
C14 Fe3 C24 40.8(5) 2_556 2_556 ?
C34 Fe3 C24 40.2(6) 2_556 2_556 ?
C34 Fe3 C24 106.4(6) . 2_556 ?
C24 Fe3 C24 114.8(10) . 2_556 ?
C54 Fe3 C44 41.1(5) 2_556 2_556 ?
C54 Fe3 C44 119.3(6) . 2_556 ?
C14 Fe3 C44 108.5(7) . 2_556 ?
C14 Fe3 C44 69.0(7) 2_556 2_556 ?
C34 Fe3 C44 40.5(6) 2_556 2_556 ?
C34 Fe3 C44 165.2(7) . 2_556 ?
C24 Fe3 C44 128.1(7) . 2_556 ?
C24 Fe3 C44 68.4(7) 2_556 2_556 ?
C54 Fe3 C44 119.3(6) 2_556 . ?
C54 Fe3 C44 41.1(5) . . ?
C14 Fe3 C44 69.0(7) . . ?
C14 Fe3 C44 108.5(7) 2_556 . ?
C34 Fe3 C44 165.2(7) 2_556 . ?
C34 Fe3 C44 40.5(6) . . ?
C24 Fe3 C44 68.4(7) . . ?
C24 Fe3 C44 128.1(7) 2_556 . ?
C44 Fe3 C44 153.3(8) 2_556 . ?
C54 C14 C24 107.4(16) . . ?
C54 C14 Fe3 68.2(9) . . ?
C24 C14 Fe3 70.3(9) . . ?
C34 C24 C14 107.6(16) . . ?
C34 C24 Fe3 69.4(10) . . ?
C14 C24 Fe3 68.8(8) . . ?
C24 C34 C44 110.0(16) . . ?
C24 C34 Fe3 70.4(10) . . ?
C44 C34 Fe3 70.9(9) . . ?
C34 C44 C54 105.8(17) . . ?
C34 C44 Fe3 68.6(10) . . ?
C54 C44 Fe3 66.9(9) . . ?
C14 C54 C44 109.2(14) . . ?
C14 C54 C64 126.4(17) . . ?
C44 C54 C64 124.3(16) . . ?
C14 C54 Fe3 70.5(9) . . ?
C44 C54 Fe3 72.0(9) . . ?
C64 C54 Fe3 124.2(11) . . ?
O14 C64 N14 121.4(15) . . ?
O14 C64 C54 120.8(18) . . ?
N14 C64 C54 117.8(16) . . ?
C64 N14 C74 121.0(13) . . ?
N14 C74 C84 111.9(13) . . ?
N14 C74 C124 111.7(14) . . ?
C84 C74 C124 110.1(15) . . ?
C74 C84 C94 111.5(16) . . ?
C104 C94 C84 109.8(17) . . ?
C94 C104 C114 111.1(17) . . ?
C124 C114 C104 109.2(17) . . ?
N24 C124 C74 113.8(16) . . ?
N24 C124 C114 110.5(16) . . ?
C74 C124 C114 110.6(16) . . ?
C134 N24 C124 123.7(19) . . ?
O24 C134 N24 116(2) . . ?
O24 C134 C144 127(3) . . ?
N24 C134 C144 117(2) . . ?
C154 C144 C194 120.0 . . ?
C154 C144 C134 117(2) . . ?
C194 C144 C134 123(2) . . ?
C144 C154 C164 120.0 . . ?
C154 C164 C174 120.0 . . ?
C184 C174 C164 120.0 . . ?
C174 C184 C194 120.0 . . ?
C184 C194 C144 120.0 . . ?

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
C51 C11 C21 C31 2.2(17) . . . . ?
Fe1 C11 C21 C31 59.8(12) . . . . ?
C51 C11 C21 Fe1 -57.7(10) . . . . ?
C11 C21 C31 C41 -0.7(19) . . . . ?
Fe1 C21 C31 C41 58.7(11) . . . . ?
C11 C21 C31 Fe1 -59.5(11) . . . . ?
C21 C31 C41 C51 -1.0(19) . . . . ?
Fe1 C31 C41 C51 58.4(12) . . . . ?
C21 C31 C41 Fe1 -59.3(11) . . . . ?
C31 C41 C51 C11 2.3(19) . . . . ?
Fe1 C41 C51 C11 61.9(10) . . . . ?
C31 C41 C51 C61 -179.9(14) . . . . ?
Fe1 C41 C51 C61 -120.3(15) . . . . ?
C31 C41 C51 Fe1 -59.6(12) . . . . ?
C21 C11 C51 C41 -2.7(16) . . . . ?
Fe1 C11 C51 C41 -61.0(11) . . . . ?
C21 C11 C51 C61 179.8(16) . . . . ?
Fe1 C11 C51 C61 121.5(16) . . . . ?
C21 C11 C51 Fe1 58.3(10) . . . . ?
C41 C51 C61 O11 2(2) . . . . ?
C11 C51 C61 O11 179.4(14) . . . . ?
Fe1 C51 C61 O11 -86.0(19) . . . . ?
C41 C51 C61 N11 178.9(14) . . . . ?
C11 C51 C61 N11 -4(2) . . . . ?
Fe1 C51 C61 N11 90.8(17) . . . . ?
O11 C61 N11 C71 3(2) . . . . ?
C51 C61 N11 C71 -174.1(12) . . . . ?
C61 N11 C71 C81 -85.2(15) . . . . ?
C61 N11 C71 C121 151.2(13) . . . . ?
N11 C71 C81 C91 176.3(11) . . . . ?
C121 C71 C81 C91 -58.1(14) . . . . ?
C71 C81 C91 C101 56.7(15) . . . . ?
C81 C91 C101 C111 -55.4(15) . . . . ?
C91 C101 C111 C121 55.9(16) . . . . ?
C101 C111 C121 N21 176.4(12) . . . . ?
C101 C111 C121 C71 -58.0(16) . . . . ?
N11 C71 C121 N21 -49.0(15) . . . . ?
C81 C71 C121 N21 -174.1(10) . . . . ?
N11 C71 C121 C111 -176.0(12) . . . . ?
C81 C71 C121 C111 58.8(15) . . . . ?
C111 C121 N21 C131 -84.5(17) . . . . ?
C71 C121 N21 C131 149.9(12) . . . . ?
C121 N21 C131 O21 4(2) . . . . ?
C121 N21 C131 C141 -175.8(12) . . . . ?
O21 C131 C141 C151 -26(2) . . . . ?
N21 C131 C141 C151 153.3(15) . . . . ?
O21 C131 C141 C191 156.8(15) . . . . ?
N21 C131 C141 C191 -24(2) . . . . ?
C191 C141 C151 C161 2(2) . . . . ?
C131 C141 C151 C161 -175.5(14) . . . . ?
C141 C151 C161 C171 -3(3) . . . . ?
C151 C161 C171 C181 1(3) . . . . ?
C161 C171 C181 C191 1(3) . . . . ?
C151 C141 C191 C181 0(2) . . . . ?
C131 C141 C191 C181 177.5(14) . . . . ?
C171 C181 C191 C141 -1(3) . . . . ?
C52 C12 C22 C32 2(2) . . . . ?
Fe2 C12 C22 C32 59.8(15) . . . . ?
C52 C12 C22 Fe2 -57.8(12) . . . . ?
C12 C22 C32 C42 -1(2) . . . . ?
Fe2 C22 C32 C42 59.2(13) . . . . ?
C12 C22 C32 Fe2 -60.2(14) . . . . ?
C22 C32 C42 C52 -1(2) . . . . ?
Fe2 C32 C42 C52 58.1(12) . . . . ?
C22 C32 C42 Fe2 -58.7(14) . . . . ?
C32 C42 C52 C12 2(2) . . . . ?
Fe2 C42 C52 C12 60.7(13) . . . . ?
C32 C42 C52 C62 -174.2(16) . . . . ?
Fe2 C42 C52 C62 -115.4(17) . . . . ?
C32 C42 C52 Fe2 -58.8(13) . . . . ?
C22 C12 C52 C42 -2(2) . . . . ?
Fe2 C12 C52 C42 -60.1(13) . . . . ?
C22 C12 C52 C62 173.7(16) . . . . ?
Fe2 C12 C52 C62 115.9(17) . . . . ?
C22 C12 C52 Fe2 57.8(13) . . . . ?
C42 C52 C62 O12 -4(3) . . . . ?
C12 C52 C62 O12 -179.4(16) . . . . ?
Fe2 C52 C62 O12 -90.8(18) . . . . ?
C42 C52 C62 N12 177.5(15) . . . . ?
C12 C52 C62 N12 2(3) . . . . ?
Fe2 C52 C62 N12 90.6(19) . . . . ?
O12 C62 N12 C72 8(2) . . . . ?
C52 C62 N12 C72 -173.2(13) . . . . ?
C62 N12 C72 C122 149.4(13) . . . . ?
C62 N12 C72 C82 -86.4(17) . . . . ?
N12 C72 C82 C92 -179.5(13) . . . . ?
C122 C72 C82 C92 -55.6(16) . . . . ?
C72 C82 C92 C102 57.6(16) . . . . ?
C82 C92 C102 C112 -57.0(17) . . . . ?
C92 C102 C112 C122 54.8(17) . . . . ?
C102 C112 C122 N22 -179.4(12) . . . . ?
C102 C112 C122 C72 -54.5(17) . . . . ?
N12 C72 C122 N22 -56.1(15) . . . . ?
C82 C72 C122 N22 179.9(11) . . . . ?
N12 C72 C122 C112 178.3(12) . . . . ?
C82 C72 C122 C112 54.2(16) . . . . ?
C112 C122 N22 C132 -81.6(17) . . . . ?
C72 C122 N22 C132 153.1(13) . . . . ?
C122 N22 C132 O22 -1(2) . . . . ?
C122 N22 C132 C142 177.5(13) . . . . ?
O22 C132 C142 C152 -26(2) . . . . ?
N22 C132 C142 C152 155.6(15) . . . . ?
O22 C132 C142 C192 156.6(16) . . . . ?
N22 C132 C142 C192 -22(2) . . . . ?
C192 C142 C152 C162 -1(2) . . . . ?
C132 C142 C152 C162 -178.5(14) . . . . ?
C142 C152 C162 C172 2(3) . . . . ?
C152 C162 C172 C182 -5(4) . . . . ?
C162 C172 C182 C192 6(3) . . . . ?
C152 C142 C192 C182 2(2) . . . . ?
C132 C142 C192 C182 179.6(14) . . . . ?
C172 C182 C192 C142 -5(3) . . . . ?
C53 C13 C23 C33 1(2) . . . . ?
Fe2 C13 C23 C33 59.7(14) . . . . ?
C53 C13 C23 Fe2 -58.2(13) . . . . ?
C13 C23 C33 C43 -1(2) . . . . ?
Fe2 C23 C33 C43 58.9(13) . . . . ?
C13 C23 C33 Fe2 -59.6(13) . . . . ?
C23 C33 C43 C53 0(2) . . . . ?
Fe2 C33 C43 C53 59.2(12) . . . . ?
C23 C33 C43 Fe2 -59.6(14) . . . . ?
C33 C43 C53 C13 1(2) . . . . ?
Fe2 C43 C53 C13 60.5(12) . . . . ?
C33 C43 C53 C63 -177.6(15) . . . . ?
Fe2 C43 C53 C63 -118.4(15) . . . . ?
C33 C43 C53 Fe2 -59.3(13) . . . . ?
C23 C13 C53 C43 -2(2) . . . . ?
Fe2 C13 C53 C43 -60.9(12) . . . . ?
C23 C13 C53 C63 177.0(17) . . . . ?
Fe2 C13 C53 C63 117.9(18) . . . . ?
C23 C13 C53 Fe2 59.1(14) . . . . ?
C43 C53 C63 O13 0(3) . . . . ?
C13 C53 C63 O13 -179.0(18) . . . . ?
Fe2 C53 C63 O13 -87.2(18) . . . . ?
C43 C53 C63 N13 -178.4(15) . . . . ?
C13 C53 C63 N13 3(3) . . . . ?
Fe2 C53 C63 N13 94.8(16) . . . . ?
O13 C63 N13 C73 11(2) . . . . ?
C53 C63 N13 C73 -171.0(12) . . . . ?
C63 N13 C73 C83 -91.1(16) . . . . ?
C63 N13 C73 C123 149.2(12) . . . . ?
N13 C73 C83 C93 -176.1(11) . . . . ?
C123 C73 C83 C93 -56.9(15) . . . . ?
C73 C83 C93 C103 58.3(16) . . . . ?
C83 C93 C103 C113 -57.8(15) . . . . ?
C93 C103 C113 C123 57.1(14) . . . . ?
N13 C73 C123 N23 -58.4(14) . . . . ?
C83 C73 C123 N23 179.9(10) . . . . ?
N13 C73 C123 C113 178.9(11) . . . . ?
C83 C73 C123 C113 57.2(14) . . . . ?
C103 C113 C123 N23 179.5(11) . . . . ?
C103 C113 C123 C73 -57.6(14) . . . . ?
C73 C123 N23 C133 154.4(13) . . . . ?
C113 C123 N23 C133 -81.9(15) . . . . ?
C123 N23 C133 O23 2(2) . . . . ?
C123 N23 C133 C143 175.0(13) . . . . ?
O23 C133 C143 C193 150(2) . . . . ?
N23 C133 C143 C193 -23(3) . . . . ?
O23 C133 C143 C153 -26(3) . . . . ?
N23 C133 C143 C153 161.4(15) . . . . ?
C193 C143 C153 C163 6(3) . . . . ?
C133 C143 C153 C163 -179(2) . . . . ?
C143 C153 C163 C173 -10(5) . . . . ?
C153 C163 C173 C183 9(7) . . . . ?
C163 C173 C183 C193 -4(6) . . . . ?
C153 C143 C193 C183 0(4) . . . . ?
C133 C143 C193 C183 -175.6(19) . . . . ?
C173 C183 C193 C143 -1(4) . . . . ?
C54 C14 C24 C34 0.4(18) . . . . ?
Fe3 C14 C24 C34 58.8(12) . . . . ?
C54 C14 C24 Fe3 -58.4(10) . . . . ?
C14 C24 C34 C44 1.6(19) . . . . ?
Fe3 C24 C34 C44 60.0(12) . . . . ?
C14 C24 C34 Fe3 -58.5(11) . . . . ?
C24 C34 C44 C54 -2.9(19) . . . . ?
Fe3 C34 C44 C54 56.8(11) . . . . ?
C24 C34 C44 Fe3 -59.7(13) . . . . ?
C24 C14 C54 C44 -2.3(17) . . . . ?
Fe3 C14 C54 C44 -62.0(11) . . . . ?
C24 C14 C54 C64 178.3(15) . . . . ?
Fe3 C14 C54 C64 118.6(15) . . . . ?
C24 C14 C54 Fe3 59.7(10) . . . . ?
C34 C44 C54 C14 3.1(18) . . . . ?
Fe3 C44 C54 C14 61.0(11) . . . . ?
C34 C44 C54 C64 -177.4(14) . . . . ?
Fe3 C44 C54 C64 -119.5(15) . . . . ?
C34 C44 C54 Fe3 -57.9(11) . . . . ?
C14 C54 C64 O14 -178.1(15) . . . . ?
C44 C54 C64 O14 3(3) . . . . ?
Fe3 C54 C64 O14 -88(2) . . . . ?
C14 C54 C64 N14 3(2) . . . . ?
C44 C54 C64 N14 -176.4(14) . . . . ?
Fe3 C54 C64 N14 92.9(17) . . . . ?
O14 C64 N14 C74 5(2) . . . . ?
C54 C64 N14 C74 -176.4(13) . . . . ?
C64 N14 C74 C84 -89.2(17) . . . . ?
C64 N14 C74 C124 146.9(15) . . . . ?
N14 C74 C84 C94 176.9(13) . . . . ?
C124 C74 C84 C94 -58.3(17) . . . . ?
C74 C84 C94 C104 57(2) . . . . ?
C84 C94 C104 C114 -57(2) . . . . ?
C94 C104 C114 C124 57(2) . . . . ?
N14 C74 C124 N24 -51.4(18) . . . . ?
C84 C74 C124 N24 -176.3(12) . . . . ?
N14 C74 C124 C114 -176.4(13) . . . . ?
C84 C74 C124 C114 58.6(19) . . . . ?
C104 C114 C124 N24 175.5(15) . . . . ?
C104 C114 C124 C74 -58(2) . . . . ?
C74 C124 N24 C134 148.4(17) . . . . ?
C114 C124 N24 C134 -86(2) . . . . ?
C124 N24 C134 O24 7(3) . . . . ?
C124 N24 C134 C144 -175.4(15) . . . . ?
O24 C134 C144 C154 -36(3) . . . . ?
N24 C134 C144 C154 145.9(16) . . . . ?
O24 C134 C144 C194 142(2) . . . . ?
N24 C134 C144 C194 -35(2) . . . . ?
C194 C144 C154 C164 0.0 . . . . ?
C134 C144 C154 C164 178.9(16) . . . . ?
C144 C154 C164 C174 0.0 . . . . ?
C154 C164 C174 C184 0.0 . . . . ?
C164 C174 C184 C194 0.0 . . . . ?
C174 C184 C194 C144 0.0 . . . . ?
C154 C144 C194 C184 0.0 . . . . ?
C134 C144 C194 C184 -178.8(17) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N11 H11N O22 0.86 2.14 2.980(16) 167.2 . yes
N21 H21N O11 0.86 2.03 2.871(16) 165.5 2_655 yes
N12 H12N O21 0.86 2.14 2.981(17) 167.8 . yes
N22 H22N O13 0.86 2.05 2.896(16) 165.9 . yes
N13 H13N O24 0.86 2.14 2.977(18) 165.9 . yes
N23 H23N O12 0.86 2.06 2.908(17) 166.9 . yes
N14 H14N O23 0.86 2.14 2.980(18) 164.6 . yes
N24 H24N O14 0.86 2.05 2.890(18) 165.2 2_556 yes

_refine_diff_density_max         0.242
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.048



