# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2291749'
loop_
_audit_author_name
_audit_author_address
'Tobias Ruffer'
;TU Chemnitz
Germany
;
_audit_update_record             
;
2023-08-30 deposited with the CCDC.	2024-06-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C26 H22 Fe2 N6 O [+ solvent]'
_chemical_formula_sum            'C26 H22 Fe2 N6 O [+ solvent]'

_chemical_formula_weight         546.19

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           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   31.1767(14)
_cell_length_b                   5.6862(3)
_cell_length_c                   15.4318(7)
_cell_angle_alpha                90
_cell_angle_beta                 104.342(2)
_cell_angle_gamma                90
_cell_volume                     2650.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9940
_cell_measurement_theta_min      2.9260
_cell_measurement_theta_max      68.4710


_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.369
_exptl_crystal_F_000             1120
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    9.009
_shelx_estimated_absorpt_T_min   0.123
_shelx_estimated_absorpt_T_max   0.840
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.23
_exptl_absorpt_correction_T_max  0.81


_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'bruker venture d8'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11512
_diffrn_reflns_av_unetI/netI     0.0691
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.926
_diffrn_reflns_theta_max         65.989
_diffrn_reflns_theta_full        66.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4101
_reflns_number_gt                3634
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.999
_reflns_Friedel_fraction_max     0.994
_reflns_Friedel_fraction_full    0.994

_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       'APEX3 v2017.3-0'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1096P)²+55.9169P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.27(2)
_chemical_absolute_configuration rd
_refine_ls_number_reflns         4101
_refine_ls_number_parameters     317
_refine_ls_number_restraints     32
_refine_ls_R_factor_all          0.1076
_refine_ls_R_factor_gt           0.0971
_refine_ls_wR_factor_ref         0.2480
_refine_ls_wR_factor_gt          0.2369
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.001

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
C1 C 0.6759(6) 0.145(4) 0.6581(13) 0.049(5) Uani 1 1 d . . . . .
C2 C 0.6929(6) -0.072(4) 0.6681(11) 0.048(5) Uani 1 1 d . . . . .
H010 H 0.6830 -0.2057 0.7006 0.058 Uiso 1 1 calc R U . . .
C3 C 0.7301(6) -0.073(5) 0.6272(14) 0.058(6) Uani 1 1 d . . . . .
C4 C 0.7329(6) 0.139(5) 0.5955(13) 0.057(6) Uani 1 1 d . . . . .
C5 C 0.6981(7) 0.290(3) 0.6121(13) 0.050(5) Uani 1 1 d . . . . .
H00O H 0.6924 0.4595 0.5963 0.060 Uiso 1 1 calc R U . . .
C6 C 0.6094(6) -0.024(3) 0.4648(12) 0.036(4) Uani 1 1 d . . . . .
H00E H 0.5830 0.0283 0.4856 0.043 Uiso 1 1 calc R U . . .
C7 C 0.6289(7) -0.249(4) 0.4773(12) 0.048(5) Uani 1 1 d . . . . .
H00L H 0.6186 -0.3851 0.5080 0.058 Uiso 1 1 calc R U . . .
C8 C 0.6642(7) -0.250(3) 0.4381(14) 0.048(5) Uani 1 1 d . . . . .
H00J H 0.6841 -0.3859 0.4350 0.057 Uiso 1 1 calc R U . . .
C9 C 0.6673(7) -0.014(4) 0.4030(12) 0.045(5) Uani 1 1 d . . . . .
H00Y H 0.6907 0.0380 0.3731 0.054 Uiso 1 1 calc R U . . .
C10 C 0.6355(6) 0.122(4) 0.4175(12) 0.044(4) Uani 1 1 d . . . . .
H00R H 0.6302 0.2906 0.4002 0.052 Uiso 1 1 calc R U . . .
C11 C 0.6048(5) 0.068(5) 0.7053(11) 0.051(5) Uani 1 1 d . . . . .
H00N H 0.6014 -0.0972 0.6983 0.061 Uiso 1 1 calc R U . . .
C12 C 0.5779(6) 0.234(4) 0.7364(12) 0.043(5) Uani 1 1 d . . . . .
C13 C 0.5379(6) 0.173(5) 0.7675(14) 0.059(6) Uani 1 1 d . . . . .
H00H H 0.5374 0.0020 0.7789 0.071 Uiso 1 1 calc R U . . .
H00M H 0.5386 0.2565 0.8242 0.071 Uiso 1 1 calc R U . . .
C21 C 0.3236(7) 0.153(4) 0.4807(13) 0.050(4) Uani 1 1 d . U . . .
C22 C 0.3082(6) -0.075(4) 0.4742(13) 0.043(4) Uani 1 1 d . U . . .
H00Q H 0.3194 -0.2101 0.5150 0.051 Uiso 1 1 calc R U . . .
C23 C 0.2688(6) -0.071(4) 0.3908(13) 0.046(4) Uani 1 1 d . U . . .
H00F H 0.2487 -0.2044 0.3654 0.055 Uiso 1 1 calc R U . . .
C24 C 0.2660(6) 0.162(4) 0.3602(14) 0.050(4) Uani 1 1 d . U . . .
H00T H 0.2443 0.2201 0.3053 0.060 Uiso 1 1 calc R U . . .
C25 C 0.3009(6) 0.298(4) 0.4124(12) 0.048(4) Uani 1 1 d . U . . .
H00G H 0.3073 0.4674 0.4032 0.057 Uiso 1 1 calc R U . . .
C26 C 0.3912(5) 0.014(3) 0.3547(13) 0.037(4) Uani 1 1 d . . . . .
H00I H 0.4171 0.0761 0.4007 0.045 Uiso 1 1 calc R U . . .
C27 C 0.3655(8) 0.138(4) 0.2813(13) 0.057(5) Uani 1 1 d . . . . .
H00Z H 0.3698 0.3076 0.2683 0.068 Uiso 1 1 calc R U . . .
C28 C 0.3320(6) 0.000(3) 0.2334(10) 0.033(4) Uani 1 1 d . . . . .
H00D H 0.3092 0.0468 0.1782 0.039 Uiso 1 1 calc R U . . .
C29 C 0.3364(6) -0.230(4) 0.2764(12) 0.050(5) Uani 1 1 d . . . . .
H00S H 0.3168 -0.3679 0.2554 0.060 Uiso 1 1 calc R U . . .
C30 C 0.3731(6) -0.229(5) 0.3504(14) 0.055(6) Uani 1 1 d . . . . .
H00K H 0.3845 -0.3631 0.3918 0.067 Uiso 1 1 calc R U . . .
C31 C 0.3938(6) 0.078(4) 0.5985(10) 0.043(4) Uani 1 1 d . . . . .
H00C H 0.3967 -0.0869 0.5931 0.052 Uiso 1 1 calc R U . . .
C32 C 0.4213(6) 0.245(5) 0.6590(13) 0.050(6) Uani 1 1 d . . . . .
C33 C 0.4614(6) 0.190(5) 0.7283(14) 0.060(6) Uani 1 1 d . . . . .
H00A H 0.4614 0.2819 0.7827 0.072 Uiso 1 1 calc R U . . .
H00B H 0.4611 0.0209 0.7439 0.072 Uiso 1 1 calc R U . . .
Fe1 Fe 0.67330(7) -0.0056(5) 0.53565(12) 0.0312(8) Uani 1 1 d . . . . .
Fe2 Fe 0.32572(6) 0.0179(3) 0.36169(9) 0.0172(6) Uani 1 1 d . . . . .
N1 N 0.6371(5) 0.213(3) 0.6880(11) 0.047(4) Uani 1 1 d . . . . .
N2 N 0.6311(5) 0.458(3) 0.7040(11) 0.044(4) Uani 1 1 d . . . . .
N3 N 0.5952(5) 0.469(3) 0.7357(12) 0.042(4) Uani 1 1 d . . . . .
N4 N 0.3624(5) 0.230(3) 0.5513(10) 0.046(4) Uani 1 1 d . . . . .
N5 N 0.3684(5) 0.463(4) 0.5729(11) 0.059(5) Uani 1 1 d . . . . .
N6 N 0.4038(6) 0.473(3) 0.6410(12) 0.046(5) Uani 1 1 d . . . . .
O1 O 0.4997(5) 0.238(2) 0.7022(10) 0.047(3) Uani 1 1 d . . . . .


_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
C1 C2 1.34(3) . ?
C1 C5 1.38(3) . ?
C1 N1 1.45(2) . ?
C1 Fe1 2.058(19) . ?
C2 C3 1.45(3) . ?
C2 Fe1 2.019(16) . ?
C2 H010 1.0000 . ?
C3 C4 1.31(4) . ?
C3 Fe1 2.010(17) . ?
C4 C5 1.45(3) . ?
C4 Fe1 2.03(2) . ?
C5 Fe1 2.088(17) . ?
C5 H00O 1.0000 . ?
C6 C7 1.41(3) . ?
C6 C10 1.48(2) . ?
C6 Fe1 2.025(17) . ?
C6 H00E 1.0000 . ?
C7 C8 1.38(3) . ?
C7 Fe1 2.006(19) . ?
C7 H00L 1.0000 . ?
C8 C9 1.46(3) . ?
C8 Fe1 2.016(18) . ?
C8 H00J 1.0000 . ?
C9 C10 1.32(3) . ?
C9 Fe1 2.009(18) . ?
C9 H00Y 1.0000 . ?
C10 Fe1 2.043(19) . ?
C10 H00R 1.0000 . ?
C11 N1 1.38(3) . ?
C11 C12 1.42(3) . ?
C11 H00N 0.9500 . ?
C12 N3 1.44(3) . ?
C12 C13 1.48(3) . ?
C13 O1 1.41(2) . ?
C13 H00H 0.9900 . ?
C13 H00M 0.9900 . ?
C21 C22 1.38(3) . ?
C21 C25 1.39(3) . ?
C21 N4 1.48(2) . ?
C21 Fe2 2.008(19) . ?
C22 C23 1.55(3) . ?
C22 Fe2 2.016(18) . ?
C22 H00Q 1.0000 . ?
C23 C24 1.40(3) . ?
C23 Fe2 2.001(17) . ?
C23 H00F 1.0000 . ?
C24 C25 1.41(3) . ?
C24 Fe2 2.029(19) . ?
C24 H00T 1.0000 . ?
C25 Fe2 2.01(2) . ?
C25 H00G 1.0000 . ?
C26 C27 1.41(3) . ?
C26 C30 1.49(3) . ?
C26 Fe2 2.071(15) . ?
C26 H00I 1.0000 . ?
C27 C28 1.37(3) . ?
C27 Fe2 2.07(2) . ?
C27 H00Z 1.0000 . ?
C28 C29 1.46(3) . ?
C28 Fe2 2.040(15) . ?
C28 H00D 1.0000 . ?
C29 C30 1.40(3) . ?
C29 Fe2 2.010(19) . ?
C29 H00S 1.0000 . ?
C30 Fe2 2.078(19) . ?
C30 H00K 1.0000 . ?
C31 N4 1.37(2) . ?
C31 C32 1.45(3) . ?
C31 H00C 0.9500 . ?
C32 N6 1.41(3) . ?
C32 C33 1.46(3) . ?
C33 O1 1.38(2) . ?
C33 H00A 0.9900 . ?
C33 H00B 0.9900 . ?
N1 N2 1.43(2) . ?
N2 N3 1.33(2) . ?
N4 N5 1.37(3) . ?
N5 N6 1.32(2) . ?

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
C2 C1 C5 112.1(19) . . ?
C2 C1 N1 123.2(19) . . ?
C5 C1 N1 125(2) . . ?
C2 C1 Fe1 69.3(10) . . ?
C5 C1 Fe1 71.7(11) . . ?
N1 C1 Fe1 123.8(12) . . ?
C1 C2 C3 107(2) . . ?
C1 C2 Fe1 72.4(11) . . ?
C3 C2 Fe1 68.6(10) . . ?
C1 C2 H010 126.6 . . ?
C3 C2 H010 126.6 . . ?
Fe1 C2 H010 126.6 . . ?
C4 C3 C2 107(2) . . ?
C4 C3 Fe1 72.0(12) . . ?
C2 C3 Fe1 69.2(9) . . ?
C3 C4 C5 110.8(19) . . ?
C3 C4 Fe1 70.2(13) . . ?
C5 C4 Fe1 71.4(10) . . ?
C1 C5 C4 103.2(19) . . ?
C1 C5 Fe1 69.4(10) . . ?
C4 C5 Fe1 67.3(11) . . ?
C1 C5 H00O 128.4 . . ?
C4 C5 H00O 128.4 . . ?
Fe1 C5 H00O 128.3 . . ?
C7 C6 C10 107.7(16) . . ?
C7 C6 Fe1 68.8(10) . . ?
C10 C6 Fe1 69.4(10) . . ?
C7 C6 H00E 126.1 . . ?
C10 C6 H00E 126.1 . . ?
Fe1 C6 H00E 126.1 . . ?
C8 C7 C6 107.9(17) . . ?
C8 C7 Fe1 70.3(11) . . ?
C6 C7 Fe1 70.3(10) . . ?
C8 C7 H00L 126.0 . . ?
C6 C7 H00L 126.0 . . ?
Fe1 C7 H00L 126.0 . . ?
C7 C8 C9 107.1(17) . . ?
C7 C8 Fe1 69.5(11) . . ?
C9 C8 Fe1 68.5(10) . . ?
C7 C8 H00J 126.5 . . ?
C9 C8 H00J 126.4 . . ?
Fe1 C8 H00J 126.5 . . ?
C10 C9 C8 110.7(17) . . ?
C10 C9 Fe1 72.4(11) . . ?
C8 C9 Fe1 69.0(10) . . ?
C10 C9 H00Y 124.6 . . ?
C8 C9 H00Y 124.7 . . ?
Fe1 C9 H00Y 124.7 . . ?
C9 C10 C6 106.6(18) . . ?
C9 C10 Fe1 69.6(12) . . ?
C6 C10 Fe1 68.1(10) . . ?
C9 C10 H00R 126.7 . . ?
C6 C10 H00R 126.7 . . ?
Fe1 C10 H00R 126.7 . . ?
N1 C11 C12 100.9(19) . . ?
N1 C11 H00N 129.5 . . ?
C12 C11 H00N 129.5 . . ?
C11 C12 N3 111.0(17) . . ?
C11 C12 C13 125(2) . . ?
N3 C12 C13 124.5(19) . . ?
O1 C13 C12 109.7(17) . . ?
O1 C13 H00H 109.7 . . ?
C12 C13 H00H 109.7 . . ?
O1 C13 H00M 109.7 . . ?
C12 C13 H00M 109.7 . . ?
H00H C13 H00M 108.2 . . ?
C22 C21 C25 113.6(19) . . ?
C22 C21 N4 122.5(19) . . ?
C25 C21 N4 124(2) . . ?
C22 C21 Fe2 70.3(11) . . ?
C25 C21 Fe2 70.0(11) . . ?
N4 C21 Fe2 125.5(14) . . ?
C21 C22 C23 103.7(19) . . ?
C21 C22 Fe2 69.7(11) . . ?
C23 C22 Fe2 66.9(9) . . ?
C21 C22 H00Q 128.1 . . ?
C23 C22 H00Q 128.1 . . ?
Fe2 C22 H00Q 128.1 . . ?
C24 C23 C22 105.3(18) . . ?
C24 C23 Fe2 70.7(11) . . ?
C22 C23 Fe2 67.9(9) . . ?
C24 C23 H00F 127.3 . . ?
C22 C23 H00F 127.3 . . ?
Fe2 C23 H00F 127.3 . . ?
C23 C24 C25 110.5(19) . . ?
C23 C24 Fe2 68.5(11) . . ?
C25 C24 Fe2 68.9(11) . . ?
C23 C24 H00T 124.6 . . ?
C25 C24 H00T 124.6 . . ?
Fe2 C24 H00T 124.6 . . ?
C21 C25 C24 107(2) . . ?
C21 C25 Fe2 69.6(12) . . ?
C24 C25 Fe2 70.2(12) . . ?
C21 C25 H00G 126.7 . . ?
C24 C25 H00G 126.7 . . ?
Fe2 C25 H00G 126.7 . . ?
C27 C26 C30 107.3(17) . . ?
C27 C26 Fe2 70.3(12) . . ?
C30 C26 Fe2 69.3(9) . . ?
C27 C26 H00I 126.3 . . ?
C30 C26 H00I 126.3 . . ?
Fe2 C26 H00I 126.3 . . ?
C28 C27 C26 110.7(19) . . ?
C28 C27 Fe2 69.2(12) . . ?
C26 C27 Fe2 70.0(11) . . ?
C28 C27 H00Z 124.6 . . ?
C26 C27 H00Z 124.6 . . ?
Fe2 C27 H00Z 124.6 . . ?
C27 C28 C29 107.1(16) . . ?
C27 C28 Fe2 72.0(11) . . ?
C29 C28 Fe2 67.8(9) . . ?
C27 C28 H00D 126.4 . . ?
C29 C28 H00D 126.4 . . ?
Fe2 C28 H00D 126.4 . . ?
C30 C29 C28 109.7(18) . . ?
C30 C29 Fe2 72.6(11) . . ?
C28 C29 Fe2 70.0(10) . . ?
C30 C29 H00S 125.2 . . ?
C28 C29 H00S 125.1 . . ?
Fe2 C29 H00S 125.1 . . ?
C29 C30 C26 105.1(19) . . ?
C29 C30 Fe2 67.4(11) . . ?
C26 C30 Fe2 68.8(10) . . ?
C29 C30 H00K 127.4 . . ?
C26 C30 H00K 127.5 . . ?
Fe2 C30 H00K 127.4 . . ?
N4 C31 C32 99.4(18) . . ?
N4 C31 H00C 130.3 . . ?
C32 C31 H00C 130.3 . . ?
N6 C32 C31 109.6(17) . . ?
N6 C32 C33 124(2) . . ?
C31 C32 C33 126(2) . . ?
O1 C33 C32 112.8(18) . . ?
O1 C33 H00A 109.0 . . ?
C32 C33 H00A 109.0 . . ?
O1 C33 H00B 109.0 . . ?
C32 C33 H00B 109.0 . . ?
H00A C33 H00B 107.8 . . ?
C9 Fe1 C3 123.7(9) . . ?
C9 Fe1 C7 69.3(8) . . ?
C3 Fe1 C7 125.0(10) . . ?
C9 Fe1 C8 42.4(9) . . ?
C3 Fe1 C8 109.3(10) . . ?
C7 Fe1 C8 40.1(8) . . ?
C9 Fe1 C2 162.8(9) . . ?
C3 Fe1 C2 42.2(9) . . ?
C7 Fe1 C2 109.1(9) . . ?
C8 Fe1 C2 125.3(10) . . ?
C9 Fe1 C6 67.6(8) . . ?
C3 Fe1 C6 161.4(9) . . ?
C7 Fe1 C6 40.9(8) . . ?
C8 Fe1 C6 67.9(8) . . ?
C2 Fe1 C6 123.2(8) . . ?
C9 Fe1 C4 108.5(8) . . ?
C3 Fe1 C4 37.8(10) . . ?
C7 Fe1 C4 159.1(10) . . ?
C8 Fe1 C4 124.2(9) . . ?
C2 Fe1 C4 66.6(9) . . ?
C6 Fe1 C4 159.0(9) . . ?
C9 Fe1 C10 38.0(8) . . ?
C3 Fe1 C10 155.2(9) . . ?
C7 Fe1 C10 70.3(8) . . ?
C8 Fe1 C10 68.5(8) . . ?
C2 Fe1 C10 158.9(8) . . ?
C6 Fe1 C10 42.5(7) . . ?
C4 Fe1 C10 121.6(9) . . ?
C9 Fe1 C1 156.7(10) . . ?
C3 Fe1 C1 66.8(9) . . ?
C7 Fe1 C1 124.4(8) . . ?
C8 Fe1 C1 159.8(9) . . ?
C2 Fe1 C1 38.3(9) . . ?
C6 Fe1 C1 109.1(8) . . ?
C4 Fe1 C1 65.8(7) . . ?
C10 Fe1 C1 123.7(9) . . ?
C9 Fe1 C5 121.6(9) . . ?
C3 Fe1 C5 67.5(10) . . ?
C7 Fe1 C5 157.9(9) . . ?
C8 Fe1 C5 160.1(9) . . ?
C2 Fe1 C5 66.5(9) . . ?
C6 Fe1 C5 121.6(8) . . ?
C4 Fe1 C5 41.3(9) . . ?
C10 Fe1 C5 105.7(8) . . ?
C1 Fe1 C5 38.9(8) . . ?
C23 Fe2 C21 70.1(9) . . ?
C23 Fe2 C25 70.4(9) . . ?
C21 Fe2 C25 40.4(8) . . ?
C23 Fe2 C22 45.3(8) . . ?
C21 Fe2 C22 40.0(9) . . ?
C25 Fe2 C22 70.1(8) . . ?
C23 Fe2 C29 105.7(9) . . ?
C21 Fe2 C29 156.3(9) . . ?
C25 Fe2 C29 162.0(9) . . ?
C22 Fe2 C29 120.3(9) . . ?
C23 Fe2 C24 40.7(9) . . ?
C21 Fe2 C24 67.5(8) . . ?
C25 Fe2 C24 40.9(8) . . ?
C22 Fe2 C24 70.9(9) . . ?
C29 Fe2 C24 125.2(8) . . ?
C23 Fe2 C28 120.6(8) . . ?
C21 Fe2 C28 160.1(9) . . ?
C25 Fe2 C28 123.8(7) . . ?
C22 Fe2 C28 159.2(8) . . ?
C29 Fe2 C28 42.1(8) . . ?
C24 Fe2 C28 108.5(8) . . ?
C23 Fe2 C26 161.8(9) . . ?
C21 Fe2 C26 108.0(8) . . ?
C25 Fe2 C26 120.6(8) . . ?
C22 Fe2 C26 121.5(8) . . ?
C29 Fe2 C26 68.4(8) . . ?
C24 Fe2 C26 156.6(9) . . ?
C28 Fe2 C26 67.4(7) . . ?
C23 Fe2 C27 155.8(8) . . ?
C21 Fe2 C27 125.5(9) . . ?
C25 Fe2 C27 108.4(8) . . ?
C22 Fe2 C27 158.6(8) . . ?
C29 Fe2 C27 67.6(9) . . ?
C24 Fe2 C27 122.8(9) . . ?
C28 Fe2 C27 38.8(8) . . ?
C26 Fe2 C27 39.6(8) . . ?
C23 Fe2 C30 122.5(10) . . ?
C21 Fe2 C30 121.4(9) . . ?
C25 Fe2 C30 156.7(8) . . ?
C22 Fe2 C30 104.2(9) . . ?
C29 Fe2 C30 40.1(8) . . ?
C24 Fe2 C30 160.4(9) . . ?
C28 Fe2 C30 69.1(8) . . ?
C26 Fe2 C30 42.0(8) . . ?
C27 Fe2 C30 68.3(9) . . ?
C11 N1 N2 114.3(16) . . ?
C11 N1 C1 127.5(18) . . ?
N2 N1 C1 118.1(16) . . ?
N3 N2 N1 105.6(15) . . ?
N2 N3 C12 108.1(17) . . ?
C31 N4 N5 116.3(16) . . ?
C31 N4 C21 123.5(18) . . ?
N5 N4 C21 120.2(17) . . ?
N6 N5 N4 105.9(18) . . ?
N5 N6 C32 108.8(19) . . ?
C33 O1 C13 112.3(16) . . ?

_refine_diff_density_max         1.073
_refine_diff_density_min         -0.664
_refine_diff_density_rms         0.159

_shelxl_version_number           2013-4




####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2291750'
loop_
_audit_author_name
_audit_author_address
'Tobias Ruffer'
;TU Chemnitz
Germany
;
_audit_update_record             
;
2024-04-22 deposited with the CCDC.	2024-06-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C39 H36 Fe3 N10'
_chemical_formula_sum            'C39 H36 Fe3 N10'
_chemical_formula_weight         812.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           161
_space_group_name_H-M_alt        'R 3 c'
_space_group_name_Hall           'R 3 -2"c'

_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'
'-y, x-y, z'
'-x+y, -x, z'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'-y, -x, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'-y+2/3, -x+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'
'-y+1/3, -x+2/3, z+7/6'

_cell_length_a                   22.8746(12)
_cell_length_b                   22.8746(12)
_cell_length_c                   10.8056(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4896.5(7)
_cell_formula_units_Z            6
_cell_measurement_temperature    100
_cell_measurement_reflns_used    2045
_cell_measurement_theta_min      3.3160
_cell_measurement_theta_max      25.6520

_exptl_crystal_description       needle
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_F_000             2508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.365
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.69801
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.891
_oxdiff_exptl_absorpt_empirical_full_max 1.245
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'rigaku oxford gemini s'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11602
_diffrn_reflns_av_unetI/netI     0.0909
_diffrn_reflns_av_R_equivalents  0.0939
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.085
_diffrn_reflns_theta_max         29.013
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2660
_reflns_number_gt                1681
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.930
_reflns_Friedel_fraction_max     0.886
_reflns_Friedel_fraction_full    0.998

_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 1.171.41.112a (Rigaku OD, 2021)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0302P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_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 652 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.01(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2660
_refine_ls_number_parameters     157
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1036
_refine_ls_R_factor_gt           0.0486
_refine_ls_wR_factor_ref         0.0952
_refine_ls_wR_factor_gt          0.0788
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_restrained_S_all      0.984
_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
C1 C 0.6760(3) 0.2777(3) 0.6366(6) 0.0258(16) Uani 1 1 d . . . . .
H1A H 0.7224 0.2878 0.6561 0.031 Uiso 1 1 calc R U . . .
H1B H 0.6707 0.2746 0.5455 0.031 Uiso 1 1 calc R U . . .
C2 C 0.6266(3) 0.2111(3) 0.6926(7) 0.0262(16) Uani 1 1 d . . . . .
C3 C 0.5742(3) 0.1566(3) 0.6354(6) 0.0260(15) Uani 1 1 d . . . . .
H3 H 0.5606 0.1530 0.5513 0.031 Uiso 1 1 calc R U . . .
C4 C 0.4858(3) 0.0450(3) 0.7160(8) 0.0264(16) Uani 1 1 d . . . . .
C5 C 0.4539(3) 0.0117(3) 0.6039(7) 0.0256(15) Uani 1 1 d . . . . .
H5 H 0.4690 0.0271 0.5221 0.031 Uiso 1 1 calc R U . . .
C6 C 0.3949(4) -0.0488(4) 0.6385(8) 0.0308(17) Uani 1 1 d . . . . .
H6 H 0.3630 -0.0813 0.5829 0.037 Uiso 1 1 calc R U . . .
C7 C 0.3912(3) -0.0531(3) 0.7683(7) 0.0293(18) Uani 1 1 d . . . . .
H7 H 0.3568 -0.0891 0.8149 0.035 Uiso 1 1 calc R U . . .
C8 C 0.4475(3) 0.0053(3) 0.8184(7) 0.0269(16) Uani 1 1 d . . . . .
H8 H 0.4575 0.0159 0.9036 0.032 Uiso 1 1 calc R U . . .
C9 C 0.5632(4) -0.0458(3) 0.7765(7) 0.0278(17) Uani 1 1 d . . . . .
H9 H 0.5956 -0.0127 0.8306 0.033 Uiso 1 1 calc R U . . .
C10 C 0.5653(3) -0.0437(4) 0.6460(7) 0.0305(19) Uani 1 1 d . . . . .
H10 H 0.5996 -0.0091 0.5970 0.037 Uiso 1 1 calc R U . . .
C11 C 0.5077(3) -0.1019(3) 0.6008(7) 0.0301(17) Uani 1 1 d . . . . .
H11 H 0.4959 -0.1129 0.5163 0.036 Uiso 1 1 calc R U . . .
C12 C 0.4707(4) -0.1408(3) 0.7045(8) 0.0308(16) Uani 1 1 d . . . . .
H12 H 0.4301 -0.1831 0.7013 0.037 Uiso 1 1 calc R U . . .
C13 C 0.5042(3) -0.1061(3) 0.8129(7) 0.0293(16) Uani 1 1 d . . . . .
H13 H 0.4900 -0.1204 0.8955 0.035 Uiso 1 1 calc R U . . .
N1 N 0.6667 0.3333 0.6822(8) 0.025(2) Uani 1 3 d S T P . .
N2 N 0.6283(3) 0.1948(3) 0.8129(6) 0.0297(13) Uani 1 1 d . . . . .
N3 N 0.5785(3) 0.1321(3) 0.8325(5) 0.0275(14) Uani 1 1 d . . . . .
N4 N 0.5460(3) 0.1092(3) 0.7243(5) 0.0265(14) Uani 1 1 d . . . . .
Fe1 Fe 0.47901(4) -0.04710(4) 0.70828(12) 0.0248(2) Uani 1 1 d . . . . .


_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
C1 N1 1.477(6) . ?
C1 C2 1.497(8) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 N2 1.358(8) . ?
C2 C3 1.371(9) . ?
C3 N4 1.346(8) . ?
C3 H3 0.9500 . ?
C4 C8 1.422(9) . ?
C4 C5 1.424(10) . ?
C4 N4 1.427(8) . ?
C4 Fe1 2.035(6) . ?
C5 C6 1.418(9) . ?
C5 Fe1 2.047(6) . ?
C5 H5 0.9500 . ?
C6 C7 1.406(9) . ?
C6 Fe1 2.049(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.420(8) . ?
C7 Fe1 2.049(7) . ?
C7 H7 0.9500 . ?
C8 Fe1 2.059(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.411(9) . ?
C9 C13 1.420(9) . ?
C9 Fe1 2.049(7) . ?
C9 H9 0.9500 . ?
C10 C11 1.411(9) . ?
C10 Fe1 2.049(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.417(10) . ?
C11 Fe1 2.042(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.408(10) . ?
C12 Fe1 2.054(6) . ?
C12 H12 0.9500 . ?
C13 Fe1 2.052(6) . ?
C13 H13 0.9500 . ?
N1 C1 1.477(6) 2_655 ?
N1 C1 1.477(6) 3_665 ?
N2 N3 1.330(7) . ?
N3 N4 1.343(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 C2 112.5(5) . . ?
N1 C1 H1A 109.1 . . ?
C2 C1 H1A 109.1 . . ?
N1 C1 H1B 109.1 . . ?
C2 C1 H1B 109.1 . . ?
H1A C1 H1B 107.8 . . ?
N2 C2 C3 108.3(6) . . ?
N2 C2 C1 123.7(6) . . ?
C3 C2 C1 128.0(7) . . ?
N4 C3 C2 105.0(6) . . ?
N4 C3 H3 127.5 . . ?
C2 C3 H3 127.5 . . ?
C8 C4 C5 109.5(6) . . ?
C8 C4 N4 125.3(7) . . ?
C5 C4 N4 125.2(7) . . ?
C8 C4 Fe1 70.6(4) . . ?
C5 C4 Fe1 70.0(4) . . ?
N4 C4 Fe1 127.1(4) . . ?
C6 C5 C4 106.3(6) . . ?
C6 C5 Fe1 69.8(4) . . ?
C4 C5 Fe1 69.1(4) . . ?
C6 C5 H5 126.8 . . ?
C4 C5 H5 126.8 . . ?
Fe1 C5 H5 125.8 . . ?
C7 C6 C5 109.0(6) . . ?
C7 C6 Fe1 69.9(4) . . ?
C5 C6 Fe1 69.7(4) . . ?
C7 C6 H6 125.5 . . ?
C5 C6 H6 125.5 . . ?
Fe1 C6 H6 126.5 . . ?
C6 C7 C8 108.7(7) . . ?
C6 C7 Fe1 69.9(4) . . ?
C8 C7 Fe1 70.2(4) . . ?
C6 C7 H7 125.6 . . ?
C8 C7 H7 125.6 . . ?
Fe1 C7 H7 125.8 . . ?
C7 C8 C4 106.5(6) . . ?
C7 C8 Fe1 69.4(4) . . ?
C4 C8 Fe1 68.8(4) . . ?
C7 C8 H8 126.8 . . ?
C4 C8 H8 126.8 . . ?
Fe1 C8 H8 126.6 . . ?
C10 C9 C13 108.0(7) . . ?
C10 C9 Fe1 69.9(4) . . ?
C13 C9 Fe1 69.8(4) . . ?
C10 C9 H9 126.0 . . ?
C13 C9 H9 126.0 . . ?
Fe1 C9 H9 125.8 . . ?
C11 C10 C9 108.3(7) . . ?
C11 C10 Fe1 69.6(4) . . ?
C9 C10 Fe1 69.8(4) . . ?
C11 C10 H10 125.8 . . ?
C9 C10 H10 125.8 . . ?
Fe1 C10 H10 126.4 . . ?
C10 C11 C12 107.5(7) . . ?
C10 C11 Fe1 70.1(4) . . ?
C12 C11 Fe1 70.2(4) . . ?
C10 C11 H11 126.2 . . ?
C12 C11 H11 126.2 . . ?
Fe1 C11 H11 125.0 . . ?
C13 C12 C11 108.5(6) . . ?
C13 C12 Fe1 69.8(4) . . ?
C11 C12 Fe1 69.3(4) . . ?
C13 C12 H12 125.7 . . ?
C11 C12 H12 125.7 . . ?
Fe1 C12 H12 126.7 . . ?
C12 C13 C9 107.6(6) . . ?
C12 C13 Fe1 70.0(4) . . ?
C9 C13 Fe1 69.6(4) . . ?
C12 C13 H13 126.2 . . ?
C9 C13 H13 126.2 . . ?
Fe1 C13 H13 125.7 . . ?
C1 N1 C1 109.5(4) . 2_655 ?
C1 N1 C1 109.5(4) . 3_665 ?
C1 N1 C1 109.5(4) 2_655 3_665 ?
N3 N2 C2 108.7(5) . . ?
N2 N3 N4 106.9(5) . . ?
N3 N4 C3 111.0(5) . . ?
N3 N4 C4 121.1(6) . . ?
C3 N4 C4 127.6(6) . . ?
C4 Fe1 C11 141.0(3) . . ?
C4 Fe1 C5 40.8(3) . . ?
C11 Fe1 C5 111.9(3) . . ?
C4 Fe1 C6 67.7(3) . . ?
C11 Fe1 C6 111.5(3) . . ?
C5 Fe1 C6 40.5(2) . . ?
C4 Fe1 C9 112.6(3) . . ?
C11 Fe1 C9 68.0(3) . . ?
C5 Fe1 C9 139.5(3) . . ?
C6 Fe1 C9 179.5(3) . . ?
C4 Fe1 C7 67.8(3) . . ?
C11 Fe1 C7 138.1(3) . . ?
C5 Fe1 C7 68.3(3) . . ?
C6 Fe1 C7 40.1(3) . . ?
C9 Fe1 C7 140.3(3) . . ?
C4 Fe1 C10 113.6(3) . . ?
C11 Fe1 C10 40.3(2) . . ?
C5 Fe1 C10 112.1(3) . . ?
C6 Fe1 C10 139.2(3) . . ?
C9 Fe1 C10 40.3(2) . . ?
C7 Fe1 C10 178.4(3) . . ?
C4 Fe1 C13 139.2(3) . . ?
C11 Fe1 C13 68.1(3) . . ?
C5 Fe1 C13 180.0(4) . . ?
C6 Fe1 C13 139.5(3) . . ?
C9 Fe1 C13 40.5(3) . . ?
C7 Fe1 C13 111.7(3) . . ?
C10 Fe1 C13 67.9(3) . . ?
C4 Fe1 C12 178.6(3) . . ?
C11 Fe1 C12 40.5(3) . . ?
C5 Fe1 C12 139.9(3) . . ?
C6 Fe1 C12 112.1(3) . . ?
C9 Fe1 C12 67.6(3) . . ?
C7 Fe1 C12 111.1(3) . . ?
C10 Fe1 C12 67.5(3) . . ?
C13 Fe1 C12 40.1(3) . . ?
C4 Fe1 C8 40.6(3) . . ?
C11 Fe1 C8 178.2(3) . . ?
C5 Fe1 C8 68.9(3) . . ?
C6 Fe1 C8 68.0(3) . . ?
C9 Fe1 C8 112.6(3) . . ?
C7 Fe1 C8 40.4(2) . . ?
C10 Fe1 C8 141.1(3) . . ?
C13 Fe1 C8 111.1(3) . . ?
C12 Fe1 C8 137.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 N2 -70.3(8) . . . . ?
N1 C1 C2 C3 111.0(7) . . . . ?
N2 C2 C3 N4 0.1(7) . . . . ?
C1 C2 C3 N4 179.0(6) . . . . ?
C8 C4 C5 C6 0.4(7) . . . . ?
N4 C4 C5 C6 -177.8(5) . . . . ?
Fe1 C4 C5 C6 60.2(4) . . . . ?
C8 C4 C5 Fe1 -59.8(4) . . . . ?
N4 C4 C5 Fe1 122.0(6) . . . . ?
C4 C5 C6 C7 -0.8(7) . . . . ?
Fe1 C5 C6 C7 59.0(5) . . . . ?
C4 C5 C6 Fe1 -59.8(4) . . . . ?
C5 C6 C7 C8 0.8(8) . . . . ?
Fe1 C6 C7 C8 59.7(5) . . . . ?
C5 C6 C7 Fe1 -58.9(5) . . . . ?
C6 C7 C8 C4 -0.5(7) . . . . ?
Fe1 C7 C8 C4 59.0(4) . . . . ?
C6 C7 C8 Fe1 -59.5(5) . . . . ?
C5 C4 C8 C7 0.0(7) . . . . ?
N4 C4 C8 C7 178.2(6) . . . . ?
Fe1 C4 C8 C7 -59.4(4) . . . . ?
C5 C4 C8 Fe1 59.4(4) . . . . ?
N4 C4 C8 Fe1 -122.4(6) . . . . ?
C13 C9 C10 C11 0.6(7) . . . . ?
Fe1 C9 C10 C11 -59.1(4) . . . . ?
C13 C9 C10 Fe1 59.7(4) . . . . ?
C9 C10 C11 C12 -1.3(7) . . . . ?
Fe1 C10 C11 C12 -60.5(4) . . . . ?
C9 C10 C11 Fe1 59.3(4) . . . . ?
C10 C11 C12 C13 1.5(7) . . . . ?
Fe1 C11 C12 C13 -59.0(4) . . . . ?
C10 C11 C12 Fe1 60.5(4) . . . . ?
C11 C12 C13 C9 -1.1(7) . . . . ?
Fe1 C12 C13 C9 -59.8(4) . . . . ?
C11 C12 C13 Fe1 58.7(4) . . . . ?
C10 C9 C13 C12 0.3(7) . . . . ?
Fe1 C9 C13 C12 60.0(4) . . . . ?
C10 C9 C13 Fe1 -59.7(5) . . . . ?
C2 C1 N1 C1 172.4(5) . . . 2_655 ?
C2 C1 N1 C1 -67.6(9) . . . 3_665 ?
C3 C2 N2 N3 -0.2(7) . . . . ?
C1 C2 N2 N3 -179.2(5) . . . . ?
C2 N2 N3 N4 0.3(7) . . . . ?
N2 N3 N4 C3 -0.3(7) . . . . ?
N2 N3 N4 C4 -174.6(5) . . . . ?
C2 C3 N4 N3 0.1(7) . . . . ?
C2 C3 N4 C4 174.0(5) . . . . ?
C8 C4 N4 N3 12.6(8) . . . . ?
C5 C4 N4 N3 -169.5(6) . . . . ?
Fe1 C4 N4 N3 -78.9(8) . . . . ?
C8 C4 N4 C3 -160.8(6) . . . . ?
C5 C4 N4 C3 17.2(10) . . . . ?
Fe1 C4 N4 C3 107.8(8) . . . . ?

_refine_diff_density_max         0.537
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.082

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2291751'
loop_
_audit_author_name
_audit_author_address
'Tobias Ruffer'
;TU Chemnitz
Germany
;
_audit_update_record             
;
2023-08-30 deposited with the CCDC.	2024-06-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C13 H14 Fe N4), H2 O'
_chemical_formula_sum            'C26 H30 Fe2 N8 O'
_chemical_formula_weight         582.28

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   41.1986(19)
_cell_length_b                   5.6676(3)
_cell_length_c                   28.3277(15)
_cell_angle_alpha                90
_cell_angle_beta                 131.772(2)
_cell_angle_gamma                90
_cell_volume                     4933.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100
_cell_measurement_reflns_used    9895
_cell_measurement_theta_min      2.8763
_cell_measurement_theta_max      71.5411

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.568
_exptl_crystal_F_000             2416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    9.738
_shelx_estimated_absorpt_T_min   0.246
_shelx_estimated_absorpt_T_max   0.697
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.48
_exptl_absorpt_correction_T_max  0.78

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker venture d8'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20136
_diffrn_reflns_av_unetI/netI     0.0706
_diffrn_reflns_av_R_equivalents  0.1012
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_h_max       47
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.876
_diffrn_reflns_theta_max         63.683
_diffrn_reflns_theta_full        67.000
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.914
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.914
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.914
_reflns_number_total             4024
_reflns_number_gt                2780
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'APEX3 v2017.3-0'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.0373P)²+81.4790P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4024
_refine_ls_number_parameters     373
_refine_ls_number_restraints     16
_refine_ls_R_factor_all          0.1218
_refine_ls_R_factor_gt           0.0879
_refine_ls_wR_factor_ref         0.1846
_refine_ls_wR_factor_gt          0.1640
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_restrained_S_all      1.162
_refine_ls_shift/su_max          0.035
_refine_ls_shift/su_mean         0.002

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
C1 C 0.4203(2) 0.2351(15) 1.0694(4) 0.0328(19) Uani 1 1 d G . . . .
H1A H 0.3939 0.1919 1.0286 0.039 Uiso 1 1 calc R U . . .
C2 C 0.4571(3) 0.0862(15) 1.1131(4) 0.038(2) Uani 1 1 d G . . . .
H2A H 0.4598 -0.0740 1.1063 0.045 Uiso 1 1 calc R U . . .
C3 C 0.4883(3) 0.2171(16) 1.1674(4) 0.036(2) Uani 1 1 d G . . . .
H3 H 0.5160 0.1606 1.2040 0.043 Uiso 1 1 calc R U . . .
C4 C 0.4722(3) 0.4471(15) 1.1593(4) 0.0354(19) Uani 1 1 d G . . . .
H4A H 0.4868 0.5718 1.1893 0.042 Uiso 1 1 calc R U . . .
C5 C 0.4305(2) 0.4576(14) 1.0983(4) 0.0300(18) Uani 1 1 d G . . . .
H5A H 0.4122 0.5927 1.0797 0.036 Uiso 1 1 calc R U . . .
C6 C 0.4644(2) 0.3925(13) 1.0096(3) 0.0231(16) Uani 1 1 d . . . . .
C7 C 0.5016(2) 0.2480(13) 1.0549(3) 0.0247(16) Uani 1 1 d . . . . .
H7 H 0.5052 0.0876 1.0495 0.030 Uiso 1 1 calc R U . . .
C8 C 0.5318(2) 0.3866(14) 1.1091(3) 0.0285(17) Uani 1 1 d . . . . .
H8A H 0.5593 0.3347 1.1470 0.034 Uiso 1 1 calc R U . . .
C9 C 0.5144(2) 0.6170(14) 1.0978(3) 0.0266(16) Uani 1 1 d . . . . .
H9A H 0.5284 0.7457 1.1266 0.032 Uiso 1 1 calc R U . . .
C10 C 0.4722(2) 0.6219(13) 1.0355(3) 0.0254(16) Uani 1 1 d . . . . .
H10 H 0.4531 0.7534 1.0154 0.031 Uiso 1 1 calc R U . . .
C11 C 0.3962(2) 0.4651(15) 0.8989(4) 0.0328(18) Uani 1 1 d . . . . .
H11 H 0.3936 0.6314 0.8994 0.039 Uiso 1 1 calc R U . . .
C12 C 0.3688(3) 0.3157(15) 0.8490(4) 0.0353(19) Uani 1 1 d . . . . .
C13 C 0.3273(3) 0.3638(19) 0.7824(4) 0.051(2) Uani 1 1 d D . . . .
H13A H 0.3292 0.2920 0.7524 0.061 Uiso 1 1 calc R U . . .
H13B H 0.3027 0.2889 0.7754 0.061 Uiso 1 1 calc R U . . .
C21 C 0.0983(3) 0.5023(18) 0.3238(4) 0.046(2) Uani 1 1 d . . . . .
H21 H 0.0959 0.5590 0.3529 0.055 Uiso 1 1 calc R U . . .
C22 C 0.1128(2) 0.6331(14) 0.2981(4) 0.036(2) Uani 1 1 d . . . . .
H22 H 0.1222 0.7928 0.3073 0.043 Uiso 1 1 calc R U . . .
C23 C 0.1108(2) 0.4834(15) 0.2565(4) 0.0341(19) Uani 1 1 d . . . . .
H23 H 0.1183 0.5248 0.2323 0.041 Uiso 1 1 calc R U . . .
C24 C 0.0955(3) 0.2609(15) 0.2569(4) 0.040(2) Uani 1 1 d . . . . .
H24 H 0.0911 0.1266 0.2332 0.048 Uiso 1 1 calc R U . . .
C25 C 0.0880(2) 0.2720(18) 0.2980(4) 0.045(2) Uani 1 1 d . . . . .
H25 H 0.0778 0.1462 0.3073 0.054 Uiso 1 1 calc R U . . .
C26 C 0.1980(2) 0.3149(14) 0.4419(3) 0.0269(17) Uani 1 1 d . . . . .
C27 C 0.2131(2) 0.4688(14) 0.4208(3) 0.0262(17) Uani 1 1 d . . . . .
H27 H 0.2215 0.6292 0.4325 0.031 Uiso 1 1 calc R U . . .
C28 C 0.2133(2) 0.3348(15) 0.3785(4) 0.0335(19) Uani 1 1 d . . . . .
H28 H 0.2218 0.3923 0.3567 0.040 Uiso 1 1 calc R U . . .
C29 C 0.1987(2) 0.1033(15) 0.3738(4) 0.0343(19) Uani 1 1 d . . . . .
H29 H 0.1962 -0.0216 0.3492 0.041 Uiso 1 1 calc R U . . .
C30 C 0.1884(2) 0.0920(14) 0.4131(3) 0.0324(18) Uani 1 1 d . . . . .
H30 H 0.1772 -0.0409 0.4187 0.039 Uiso 1 1 calc R U . . .
C31 C 0.1816(2) 0.2271(16) 0.5104(4) 0.039(2) Uani 1 1 d . . . . .
H31 H 0.1761 0.0624 0.5035 0.046 Uiso 1 1 calc R U . . .
C32 C 0.1804(3) 0.3687(18) 0.5480(4) 0.041(2) Uani 1 1 d . . . . .
C33 C 0.1685(3) 0.310(2) 0.5862(5) 0.059(3) Uani 1 1 d D . . . .
H33A H 0.1465 0.4256 0.5756 0.070 Uiso 1 1 calc R U . . .
H33B H 0.1545 0.1528 0.5727 0.070 Uiso 1 1 calc R U . . .
Fe1 Fe 0.47467(3) 0.3723(2) 1.09057(5) 0.0228(3) Uani 1 1 d . . . . .
Fe2 Fe 0.15154(3) 0.3477(2) 0.34608(5) 0.0253(3) Uani 1 1 d . . . . .
N1 N 0.42779(19) 0.3250(10) 0.9473(3) 0.0241(13) Uani 1 1 d . . . . .
N2 N 0.4213(2) 0.0975(12) 0.9288(3) 0.0356(16) Uani 1 1 d . . . . .
N3 N 0.3852(2) 0.0901(13) 0.8689(3) 0.0386(17) Uani 1 1 d . . . . .
N4 N 0.3186(3) 0.6254(19) 0.7690(4) 0.070(3) Uani 1 1 d D . . . .
N5 N 0.19246(18) 0.3727(12) 0.4852(3) 0.0279(14) Uani 1 1 d . . . . .
N6 N 0.1976(2) 0.5977(12) 0.5049(3) 0.0334(16) Uani 1 1 d . . . . .
N7 N 0.1901(2) 0.5950(14) 0.5438(3) 0.0425(18) Uani 1 1 d D . . . .
O1 O 0.2399(3) 0.8398(16) 0.6662(4) 0.083(2) Uani 1 1 d D . . . .
N8 N 0.2033(3) 0.307(2) 0.6540(5) 0.078(3) Uani 1 1 d D . . . .
H4 H 0.343(2) 0.693(11) 0.776(6) 0.25(12) Uiso 1 1 d D . . . .
H5 H 0.293(2) 0.643(10) 0.726(2) 0.29(9) Uiso 1 1 d D . . . .
H8 H 0.2232(16) 0.427(9) 0.669(2) 0.03(3) Uiso 1 1 d D . . . .
H9 H 0.217(2) 0.162(6) 0.667(3) 0.13(5) Uiso 1 1 d D . . . .
H1 H 0.227(3) 0.809(15) 0.624(2) 0.17(4) Uiso 1 1 d D . . . .
H2 H 0.261(2) 0.940(12) 0.703(2) 0.24(5) Uiso 1 1 d D . . . .


_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
C1 C5 1.406(11) . ?
C1 C2 1.429(12) . ?
C1 Fe1 2.048(7) . ?
C1 H1A 0.9500 . ?
C2 C3 1.390(12) . ?
C2 Fe1 2.044(8) . ?
C2 H2A 0.9500 . ?
C3 C4 1.410(12) . ?
C3 Fe1 2.049(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.410(11) . ?
C4 Fe1 2.059(7) . ?
C4 H4A 0.9500 . ?
C5 Fe1 2.032(7) . ?
C5 H5A 0.9500 . ?
C6 N1 1.410(9) . ?
C6 C10 1.420(11) . ?
C6 C7 1.431(10) . ?
C6 Fe1 2.039(7) . ?
C7 C8 1.406(11) . ?
C7 Fe1 2.057(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.419(11) . ?
C8 Fe1 2.044(7) . ?
C8 H8A 0.9500 . ?
C9 C10 1.433(10) . ?
C9 Fe1 2.050(7) . ?
C9 H9A 0.9500 . ?
C10 Fe1 2.057(7) . ?
C10 H10 0.9500 . ?
C11 C12 1.364(11) . ?
C11 N1 1.352(9) . ?
C11 H11 0.9500 . ?
C12 N3 1.378(11) . ?
C12 C13 1.504(11) . ?
C13 N4 1.513(14) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C21 C25 1.416(13) . ?
C21 C22 1.421(13) . ?
C21 Fe2 2.033(8) . ?
C21 H21 0.9500 . ?
C22 C23 1.408(12) . ?
C22 Fe2 2.030(7) . ?
C22 H22 0.9500 . ?
C23 C24 1.412(12) . ?
C23 Fe2 2.043(8) . ?
C23 H23 0.9500 . ?
C24 C25 1.390(13) . ?
C24 Fe2 2.045(8) . ?
C24 H24 0.9500 . ?
C25 Fe2 2.034(8) . ?
C25 H25 0.9500 . ?
C26 C30 1.410(11) . ?
C26 C27 1.418(11) . ?
C26 N5 1.425(9) . ?
C26 Fe2 2.036(7) . ?
C27 C28 1.421(11) . ?
C27 Fe2 2.058(7) . ?
C27 H27 0.9500 . ?
C28 C29 1.411(12) . ?
C28 Fe2 2.050(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.434(11) . ?
C29 Fe2 2.068(8) . ?
C29 H29 0.9500 . ?
C30 Fe2 2.042(7) . ?
C30 H30 0.9500 . ?
C31 N5 1.346(10) . ?
C31 C32 1.361(12) . ?
C31 H31 0.9500 . ?
C32 N7 1.372(12) . ?
C32 C33 1.492(12) . ?
C33 N8 1.440(13) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
N1 N2 1.350(9) . ?
N2 N3 1.315(9) . ?
N4 H4 0.95(2) . ?
N4 H5 0.95(2) . ?
N5 N6 1.351(9) . ?
N6 N7 1.330(9) . ?
O1 H1 0.93(2) . ?
O1 H2 0.98(4) . ?
N8 H8 0.92(2) . ?
N8 H9 0.92(2) . ?

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
C5 C1 C2 107.0(7) . . ?
C5 C1 Fe1 69.2(4) . . ?
C2 C1 Fe1 69.4(4) . . ?
C5 C1 H1A 126.6 . . ?
C2 C1 H1A 126.4 . . ?
Fe1 C1 H1A 126.3 . . ?
C1 C2 C3 108.0(8) . . ?
C1 C2 Fe1 69.7(4) . . ?
C3 C2 Fe1 70.3(5) . . ?
C1 C2 H2A 126.0 . . ?
C3 C2 H2A 126.0 . . ?
Fe1 C2 H2A 125.5 . . ?
C4 C3 C2 109.0(7) . . ?
C4 C3 Fe1 70.3(4) . . ?
C2 C3 Fe1 70.0(5) . . ?
C4 C3 H3 125.4 . . ?
C2 C3 H3 125.6 . . ?
Fe1 C3 H3 125.9 . . ?
C3 C4 C5 107.2(7) . . ?
C3 C4 Fe1 69.6(5) . . ?
C5 C4 Fe1 68.8(4) . . ?
C3 C4 H4A 126.5 . . ?
C5 C4 H4A 126.3 . . ?
Fe1 C4 H4A 126.6 . . ?
C4 C5 C1 108.8(7) . . ?
C4 C5 Fe1 70.9(4) . . ?
C1 C5 Fe1 70.5(4) . . ?
C4 C5 H5A 125.7 . . ?
C1 C5 H5A 125.5 . . ?
Fe1 C5 H5A 124.9 . . ?
N1 C6 C10 125.5(6) . . ?
N1 C6 C7 125.5(7) . . ?
C10 C6 C7 108.8(6) . . ?
N1 C6 Fe1 129.8(5) . . ?
C10 C6 Fe1 70.4(4) . . ?
C7 C6 Fe1 70.3(4) . . ?
C8 C7 C6 107.5(7) . . ?
C8 C7 Fe1 69.4(4) . . ?
C6 C7 Fe1 68.9(4) . . ?
C8 C7 H7 126.3 . . ?
C6 C7 H7 126.2 . . ?
Fe1 C7 H7 126.9 . . ?
C7 C8 C9 108.7(6) . . ?
C7 C8 Fe1 70.5(4) . . ?
C9 C8 Fe1 69.9(4) . . ?
C7 C8 H8A 125.7 . . ?
C9 C8 H8A 125.7 . . ?
Fe1 C8 H8A 125.6 . . ?
C8 C9 C10 108.2(7) . . ?
C8 C9 Fe1 69.5(4) . . ?
C10 C9 Fe1 69.9(4) . . ?
C8 C9 H9A 126.0 . . ?
C10 C9 H9A 125.8 . . ?
Fe1 C9 H9A 126.3 . . ?
C6 C10 C9 106.9(6) . . ?
C6 C10 Fe1 69.0(4) . . ?
C9 C10 Fe1 69.3(4) . . ?
C6 C10 H10 126.5 . . ?
C9 C10 H10 126.6 . . ?
Fe1 C10 H10 126.6 . . ?
C12 C11 N1 105.0(7) . . ?
C12 C11 H11 127.4 . . ?
N1 C11 H11 127.5 . . ?
C11 C12 N3 108.1(7) . . ?
C11 C12 C13 130.6(8) . . ?
N3 C12 C13 121.2(8) . . ?
N4 C13 C12 112.0(8) . . ?
N4 C13 H13A 109.1 . . ?
C12 C13 H13A 109.3 . . ?
N4 C13 H13B 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C25 C21 C22 107.4(8) . . ?
C25 C21 Fe2 69.7(5) . . ?
C22 C21 Fe2 69.4(5) . . ?
C25 C21 H21 126.3 . . ?
C22 C21 H21 126.2 . . ?
Fe2 C21 H21 126.2 . . ?
C23 C22 C21 107.7(8) . . ?
C23 C22 Fe2 70.3(4) . . ?
C21 C22 Fe2 69.7(5) . . ?
C23 C22 H22 126.1 . . ?
C21 C22 H22 126.2 . . ?
Fe2 C22 H22 125.5 . . ?
C24 C23 C22 108.1(8) . . ?
C24 C23 Fe2 69.8(5) . . ?
C22 C23 Fe2 69.3(4) . . ?
C24 C23 H23 125.9 . . ?
C22 C23 H23 126.1 . . ?
Fe2 C23 H23 126.5 . . ?
C25 C24 C23 108.4(8) . . ?
C25 C24 Fe2 69.6(5) . . ?
C23 C24 Fe2 69.7(5) . . ?
C25 C24 H24 125.8 . . ?
C23 C24 H24 125.9 . . ?
Fe2 C24 H24 126.5 . . ?
C24 C25 C21 108.5(8) . . ?
C24 C25 Fe2 70.5(5) . . ?
C21 C25 Fe2 69.6(5) . . ?
C24 C25 H25 125.9 . . ?
C21 C25 H25 125.7 . . ?
Fe2 C25 H25 125.7 . . ?
C30 C26 C27 109.8(7) . . ?
C30 C26 N5 124.1(7) . . ?
C27 C26 N5 126.1(7) . . ?
C30 C26 Fe2 70.0(4) . . ?
C27 C26 Fe2 70.6(4) . . ?
N5 C26 Fe2 125.5(5) . . ?
C28 C27 C26 106.1(7) . . ?
C28 C27 Fe2 69.5(4) . . ?
C26 C27 Fe2 68.9(4) . . ?
C28 C27 H27 126.9 . . ?
C26 C27 H27 126.9 . . ?
Fe2 C27 H27 126.2 . . ?
C27 C28 C29 109.7(7) . . ?
C27 C28 Fe2 70.1(4) . . ?
C29 C28 Fe2 70.7(4) . . ?
C27 C28 H28 125.1 . . ?
C29 C28 H28 125.2 . . ?
Fe2 C28 H28 125.8 . . ?
C28 C29 C30 107.2(7) . . ?
C28 C29 Fe2 69.3(4) . . ?
C30 C29 Fe2 68.6(4) . . ?
C28 C29 H29 126.4 . . ?
C30 C29 H29 126.4 . . ?
Fe2 C29 H29 127.0 . . ?
C26 C30 C29 107.2(7) . . ?
C26 C30 Fe2 69.6(4) . . ?
C29 C30 Fe2 70.6(4) . . ?
C26 C30 H30 126.4 . . ?
C29 C30 H30 126.4 . . ?
Fe2 C30 H30 125.2 . . ?
N5 C31 C32 104.6(8) . . ?
N5 C31 H31 127.7 . . ?
C32 C31 H31 127.7 . . ?
C31 C32 N7 108.6(8) . . ?
C31 C32 C33 129.6(9) . . ?
N7 C32 C33 121.7(9) . . ?
N8 C33 C32 117.0(8) . . ?
N8 C33 H33A 108.2 . . ?
C32 C33 H33A 108.2 . . ?
N8 C33 H33B 107.7 . . ?
C32 C33 H33B 108.1 . . ?
H33A C33 H33B 107.3 . . ?
C6 Fe1 C8 68.2(3) . . ?
C6 Fe1 C1 108.9(3) . . ?
C8 Fe1 C1 159.8(4) . . ?
C6 Fe1 C9 68.2(3) . . ?
C8 Fe1 C9 40.6(3) . . ?
C1 Fe1 C9 158.7(3) . . ?
C6 Fe1 C2 123.0(3) . . ?
C8 Fe1 C2 122.6(3) . . ?
C1 Fe1 C2 40.9(3) . . ?
C9 Fe1 C2 158.7(3) . . ?
C6 Fe1 C10 40.6(3) . . ?
C8 Fe1 C10 68.6(3) . . ?
C1 Fe1 C10 123.2(3) . . ?
C9 Fe1 C10 40.8(3) . . ?
C2 Fe1 C10 159.0(3) . . ?
C6 Fe1 C5 125.3(3) . . ?
C8 Fe1 C5 157.6(3) . . ?
C1 Fe1 C5 40.3(3) . . ?
C9 Fe1 C5 122.9(3) . . ?
C2 Fe1 C5 68.0(3) . . ?
C10 Fe1 C5 108.8(3) . . ?
C6 Fe1 C7 40.9(3) . . ?
C8 Fe1 C7 40.1(3) . . ?
C1 Fe1 C7 124.6(3) . . ?
C9 Fe1 C7 68.0(3) . . ?
C2 Fe1 C7 107.5(3) . . ?
C10 Fe1 C7 68.6(3) . . ?
C5 Fe1 C7 161.5(3) . . ?
C6 Fe1 C3 157.4(3) . . ?
C8 Fe1 C3 106.9(3) . . ?
C1 Fe1 C3 67.7(3) . . ?
C9 Fe1 C3 123.3(3) . . ?
C2 Fe1 C3 39.7(3) . . ?
C10 Fe1 C3 160.2(3) . . ?
C5 Fe1 C3 67.6(3) . . ?
C7 Fe1 C3 121.2(3) . . ?
C6 Fe1 C4 161.3(3) . . ?
C8 Fe1 C4 121.5(3) . . ?
C1 Fe1 C4 67.8(3) . . ?
C9 Fe1 C4 107.8(3) . . ?
C2 Fe1 C4 67.5(3) . . ?
C10 Fe1 C4 124.5(3) . . ?
C5 Fe1 C4 40.3(3) . . ?
C7 Fe1 C4 156.3(3) . . ?
C3 Fe1 C4 40.1(3) . . ?
C22 Fe2 C21 41.0(4) . . ?
C22 Fe2 C25 68.5(4) . . ?
C21 Fe2 C25 40.7(4) . . ?
C22 Fe2 C26 125.9(3) . . ?
C21 Fe2 C26 108.3(3) . . ?
C25 Fe2 C26 121.3(3) . . ?
C22 Fe2 C23 40.4(3) . . ?
C21 Fe2 C23 68.1(3) . . ?
C25 Fe2 C23 67.8(3) . . ?
C26 Fe2 C23 162.8(3) . . ?
C22 Fe2 C28 121.0(4) . . ?
C21 Fe2 C28 156.1(4) . . ?
C25 Fe2 C28 162.0(4) . . ?
C26 Fe2 C28 67.5(3) . . ?
C23 Fe2 C28 108.6(3) . . ?
C22 Fe2 C24 68.1(3) . . ?
C21 Fe2 C24 67.9(4) . . ?
C25 Fe2 C24 39.9(4) . . ?
C26 Fe2 C24 155.5(4) . . ?
C23 Fe2 C24 40.4(3) . . ?
C28 Fe2 C24 126.0(4) . . ?
C22 Fe2 C27 107.7(3) . . ?
C21 Fe2 C27 120.8(3) . . ?
C25 Fe2 C27 156.0(4) . . ?
C26 Fe2 C27 40.5(3) . . ?
C23 Fe2 C27 125.6(3) . . ?
C28 Fe2 C27 40.5(3) . . ?
C24 Fe2 C27 162.6(4) . . ?
C22 Fe2 C30 162.6(3) . . ?
C21 Fe2 C30 125.0(4) . . ?
C25 Fe2 C30 107.5(4) . . ?
C26 Fe2 C30 40.5(3) . . ?
C23 Fe2 C30 155.4(3) . . ?
C28 Fe2 C30 68.1(3) . . ?
C24 Fe2 C30 120.4(3) . . ?
C27 Fe2 C30 68.7(3) . . ?
C22 Fe2 C29 155.3(4) . . ?
C21 Fe2 C29 162.3(4) . . ?
C25 Fe2 C29 125.2(4) . . ?
C26 Fe2 C29 67.8(3) . . ?
C23 Fe2 C29 120.7(3) . . ?
C28 Fe2 C29 40.1(3) . . ?
C24 Fe2 C29 108.1(3) . . ?
C27 Fe2 C29 68.3(3) . . ?
C30 Fe2 C29 40.8(3) . . ?
N2 N1 C11 111.0(6) . . ?
N2 N1 C6 121.1(6) . . ?
C11 N1 C6 127.9(7) . . ?
N3 N2 N1 107.1(6) . . ?
N2 N3 C12 108.8(7) . . ?
C13 N4 H4 107(4) . . ?
C13 N4 H5 108(4) . . ?
H4 N4 H5 109(5) . . ?
N6 N5 C31 112.1(7) . . ?
N6 N5 C26 120.0(6) . . ?
C31 N5 C26 127.8(7) . . ?
N7 N6 N5 105.8(7) . . ?
N6 N7 C32 108.9(7) . . ?
H1 O1 H2 145(8) . . ?
C33 N8 H8 113(3) . . ?
C33 N8 H9 110(4) . . ?
H8 N8 H9 111(5) . . ?

_refine_diff_density_max         0.617
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.120

_shelxl_version_number           2013-4



# start Validation Reply Form
_vrf_PLAT417_shelx               
;
PROBLEM: Short Inter D-H..H-D       H2       ..H5       .       1.96 Ang.  
RESPONSE:  This distance is shorter than commonly accepted
as the position of all N- and O-bonded hydrogen atoms
was rather difficult to determine. For more information see
the accompanying manuscript.
;
_vrf_PLAT420_shelx               
;
PROBLEM: D-H Bond Without Acceptor  O1       --H2       .     Please Check 
RESPONSE: See the accompanying manuscript.
;
# end Validation Reply Form
