# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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_M191030A
_audit_block_doi                 10.5517/ccdc.csd.cc265v4d
_database_code_depnum_ccdc_archive 'CCDC 2031403'
loop_
_audit_author_name
_audit_author_address
'Hiroki Akutsu'
;Osaka University
Japan
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2021-03-03 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C26 H18 F6 Fe N10 O4'
_chemical_formula_moiety         'C22 H18 Fe N10, 2(C2 F3 O2)'
_chemical_formula_weight         704.33
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
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                   19.4312(8)
_cell_length_b                   21.9435(8)
_cell_length_c                   14.1557(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.787(7)
_cell_angle_gamma                90.0000
_cell_volume                     6028.7(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    21593
_cell_measurement_theta_min      1.86
_cell_measurement_theta_max      27.44
_cell_measurement_temperature    300
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.750
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.230
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2848.00
_exptl_absorpt_coefficient_mu    0.588
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.670
_exptl_absorpt_correction_T_max  0.874

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      300
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            28832
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_theta_max         27.463
_diffrn_reflns_theta_min         2.350
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6882
_reflns_number_gt                5397
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0548
_refine_ls_wR_factor_ref         0.1665
_refine_ls_wR_factor_gt          0.1568
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6882
_refine_ls_number_parameters     427
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0821P)²+7.9889P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.80
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe 0.3463 0.8444
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.92498(2) 0.250000 0.04475(16) Uani 1 2 d S T P . .
Fe2 Fe 0.500000 0.58115(2) 0.750000 0.04320(16) Uani 1 2 d S T P . .
F1 F 0.6753(2) 0.7847(2) 0.5245(6) 0.273(4) Uani 1 1 d . . . . .
F2 F 0.67324(19) 0.7010(3) 0.4696(4) 0.226(3) Uani 1 1 d . . . . .
F3 F 0.65384(18) 0.7105(2) 0.6005(3) 0.1757(19) Uani 1 1 d . . . . .
F4 F 0.7314(3) 0.3909(2) 0.6494(3) 0.202(2) Uani 1 1 d . . . . .
F5 F 0.7352(3) 0.34678(18) 0.7747(4) 0.219(3) Uani 1 1 d . . . . .
F6 F 0.82284(19) 0.38234(19) 0.7198(4) 0.204(2) Uani 1 1 d . . . . .
O1 O 0.55023(16) 0.79443(11) 0.4611(2) 0.0915(9) Uani 1 1 d . . . . .
O2 O 0.53088(12) 0.69816(11) 0.5011(2) 0.0744(7) Uani 1 1 d . . . . .
O3 O 0.68478(13) 0.46466(15) 0.7914(2) 0.0930(9) Uani 1 1 d . . . . .
O4 O 0.79659(13) 0.48228(12) 0.8127(2) 0.0785(7) Uani 1 1 d . . . . .
N1 N 0.40658(11) 0.93598(11) 0.16680(18) 0.0514(6) Uani 1 1 d . . . . .
N2 N 0.51779(12) 0.99953(11) 0.15119(16) 0.0492(5) Uani 1 1 d . . . . .
N3 N 0.56706(14) 1.04108(11) 0.13650(18) 0.0569(6) Uani 1 1 d . . . . .
H3N H 0.608666 1.038636 0.159834 0.068 Uiso 1 1 calc R U . . .
N4 N 0.43044(13) 0.85378(11) 0.2970(2) 0.0592(6) Uani 1 1 d . . . . .
N5 N 0.43472(15) 0.80415(12) 0.3521(3) 0.0731(8) Uani 1 1 d . . . . .
H5N H 0.468012 0.796745 0.392781 0.088 Uiso 1 1 calc R U . . .
N6 N 0.500000 0.48450(13) 0.750000 0.0426(7) Uani 1 2 d S T P . .
N7 N 0.54231(11) 0.55421(10) 0.61771(16) 0.0468(5) Uani 1 1 d . . . . .
N8 N 0.56943(12) 0.58116(11) 0.54244(18) 0.0541(6) Uani 1 1 d . . . . .
H8N H 0.567839 0.619678 0.531339 0.065 Uiso 1 1 calc R U . . .
N9 N 0.500000 0.67789(14) 0.750000 0.0532(8) Uani 1 2 d S T P . .
N10 N 0.60281(12) 0.60885(12) 0.80502(18) 0.0555(6) Uani 1 1 d . . . . .
N11 N 0.66246(14) 0.58232(15) 0.8340(2) 0.0701(8) Uani 1 1 d . . . . .
H11N H 0.670753 0.543888 0.831046 0.084 Uiso 1 1 calc R U . . .
C1 C 0.2855(2) 0.9520(3) 0.0639(3) 0.0955(15) Uani 1 1 d . . . . .
H1 H 0.244277 0.957482 0.028853 0.115 Uiso 1 1 calc R U . . .
C2 C 0.33840(18) 0.9926(2) 0.0541(3) 0.0815(12) Uani 1 1 d . . . . .
H2 H 0.333565 1.025583 0.012992 0.098 Uiso 1 1 calc R U . . .
C3 C 0.29244(17) 0.9032(2) 0.1248(3) 0.0846(12) Uani 1 1 d . . . . .
H3 H 0.256452 0.875841 0.131219 0.102 Uiso 1 1 calc R U . . .
C4 C 0.39935(15) 0.98305(15) 0.1074(2) 0.0567(7) Uani 1 1 d . . . . .
C5 C 0.35486(14) 0.89596(16) 0.1765(2) 0.0606(8) Uani 1 1 d . . . . .
C6 C 0.46116(16) 1.02082(14) 0.1037(2) 0.0540(7) Uani 1 1 d . . . . .
C7 C 0.4757(2) 1.07533(15) 0.0591(3) 0.0699(9) Uani 1 1 d . . . . .
H7 H 0.445506 1.099112 0.021870 0.084 Uiso 1 1 calc R U . . .
C8 C 0.5434(2) 1.08668(15) 0.0811(3) 0.0700(9) Uani 1 1 d . . . . .
H8 H 0.568608 1.119975 0.061356 0.084 Uiso 1 1 calc R U . . .
C9 C 0.37133(15) 0.84784(15) 0.2446(3) 0.0631(8) Uani 1 1 d . . . . .
C10 C 0.3387(2) 0.79369(18) 0.2677(4) 0.0899(14) Uani 1 1 d . . . . .
H10 H 0.297072 0.778769 0.241919 0.108 Uiso 1 1 calc R U . . .
C11 C 0.3800(2) 0.76744(17) 0.3355(4) 0.0914(14) Uani 1 1 d . . . . .
H11 H 0.372100 0.730517 0.365335 0.110 Uiso 1 1 calc R U . . .
C12 C 0.500000 0.35994(19) 0.750000 0.0695(13) Uani 1 2 d S T P . .
H12 H 0.500002 0.317557 0.749999 0.083 Uiso 1 2 calc R U P . .
C13 C 0.53009(17) 0.39117(13) 0.6780(2) 0.0605(8) Uani 1 1 d . . . . .
H13 H 0.550236 0.370341 0.629262 0.073 Uiso 1 1 calc R U . . .
C14 C 0.52954(13) 0.45417(12) 0.68022(19) 0.0452(6) Uani 1 1 d . . . . .
C15 C 0.55621(13) 0.49468(12) 0.6085(2) 0.0459(6) Uani 1 1 d . . . . .
C16 C 0.59227(15) 0.48424(15) 0.5271(2) 0.0562(7) Uani 1 1 d . . . . .
H16 H 0.608146 0.447167 0.504952 0.067 Uiso 1 1 calc R U . . .
C17 C 0.59908(15) 0.54043(16) 0.4873(2) 0.0593(7) Uani 1 1 d . . . . .
H17 H 0.620602 0.548872 0.431501 0.071 Uiso 1 1 calc R U . . .
C18 C 0.500000 0.8025(2) 0.750000 0.093(2) Uani 1 2 d S T P . .
H18 H 0.499999 0.844908 0.750001 0.112 Uiso 1 2 calc R U P . .
C19 C 0.5554(2) 0.77136(16) 0.7899(3) 0.0857(13) Uani 1 1 d . . . . .
H19 H 0.592692 0.792267 0.817848 0.103 Uiso 1 1 calc R U . . .
C20 C 0.55466(18) 0.70822(14) 0.7880(2) 0.0620(8) Uani 1 1 d . . . . .
C21 C 0.61079(17) 0.66819(15) 0.8212(2) 0.0628(8) Uani 1 1 d . . . . .
C22 C 0.6761(2) 0.6790(3) 0.8617(4) 0.1013(15) Uani 1 1 d . . . . .
H22 H 0.694650 0.716419 0.880580 0.122 Uiso 1 1 calc R U . . .
C23 C 0.7070(2) 0.6241(3) 0.8680(3) 0.0974(15) Uani 1 1 d . . . . .
H23 H 0.751653 0.616574 0.891856 0.117 Uiso 1 1 calc R U . . .
C24 C 0.56679(17) 0.74379(14) 0.4925(2) 0.0581(7) Uani 1 1 d . . . . .
C25 C 0.6419(2) 0.73809(18) 0.5220(3) 0.0794(10) Uani 1 1 d . . . . .
C26 C 0.74593(17) 0.45246(16) 0.7851(3) 0.0625(8) Uani 1 1 d . . . . .
C27 C 0.7598(2) 0.3922(2) 0.7353(4) 0.0937(13) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N1 2.129(2) 2_655 ?
Fe1 N1 2.129(2) . ?
Fe1 N2 2.191(2) 2_655 ?
Fe1 N2 2.191(2) . ?
Fe1 N4 2.190(3) 2_655 ?
Fe1 N4 2.191(3) . ?
Fe2 N6 2.121(3) . ?
Fe2 N9 2.123(3) . ?
Fe2 N7 2.164(2) . ?
Fe2 N7 2.164(2) 2_656 ?
Fe2 N10 2.194(2) . ?
Fe2 N10 2.194(2) 2_656 ?
F1 C25 1.212(5) . ?
F2 C25 1.276(6) . ?
F3 C25 1.277(5) . ?
F4 C27 1.311(6) . ?
F5 C27 1.249(6) . ?
F6 C27 1.272(6) . ?
O1 C24 1.234(4) . ?
O2 C24 1.230(4) . ?
O3 C26 1.226(4) . ?
O4 C26 1.230(4) . ?
N1 C4 1.335(4) . ?
N1 C5 1.347(4) . ?
N2 C6 1.345(4) . ?
N2 N3 1.345(3) . ?
N3 C8 1.339(4) . ?
N3 H3N 0.8600 . ?
N4 N5 1.340(4) . ?
N4 C9 1.343(4) . ?
N5 C11 1.345(5) . ?
N5 H5N 0.8600 . ?
N6 C14 1.343(3) 2_656 ?
N6 C14 1.343(3) . ?
N7 C15 1.341(3) . ?
N7 N8 1.348(3) . ?
N8 C17 1.336(4) . ?
N8 H8N 0.8600 . ?
N9 C20 1.343(4) 2_656 ?
N9 C20 1.343(4) . ?
N10 C21 1.330(4) . ?
N10 N11 1.343(4) . ?
N11 C23 1.334(5) . ?
N11 H11N 0.8600 . ?
C1 C2 1.373(7) . ?
C1 C3 1.375(7) . ?
C1 H1 0.9300 . ?
C2 C4 1.389(4) . ?
C2 H2 0.9300 . ?
C3 C5 1.395(5) . ?
C3 H3 0.9300 . ?
C4 C6 1.462(5) . ?
C5 C9 1.455(5) . ?
C6 C7 1.388(5) . ?
C7 C8 1.360(6) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.394(5) . ?
C10 C11 1.350(7) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 C13 1.381(4) . ?
C12 C13 1.381(4) 2_656 ?
C12 H12 0.9300 . ?
C13 C14 1.383(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.463(4) . ?
C15 C16 1.396(4) . ?
C16 C17 1.365(5) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.373(5) . ?
C18 C19 1.373(5) 2_656 ?
C18 H18 0.9300 . ?
C19 C20 1.386(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.460(5) . ?
C21 C22 1.387(5) . ?
C22 C23 1.349(7) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 C25 1.504(5) . ?
C26 C27 1.529(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 Fe1 N1 166.98(14) 2_655 . ?
N1 Fe1 N2 73.67(9) 2_655 2_655 ?
N1 Fe1 N2 96.42(9) . 2_655 ?
N1 Fe1 N2 96.42(9) 2_655 . ?
N1 Fe1 N2 73.67(9) . . ?
N2 Fe1 N2 83.38(12) 2_655 . ?
N1 Fe1 N4 74.15(10) 2_655 2_655 ?
N1 Fe1 N4 115.78(10) . 2_655 ?
N2 Fe1 N4 147.72(9) 2_655 2_655 ?
N2 Fe1 N4 102.69(9) . 2_655 ?
N1 Fe1 N4 115.78(10) 2_655 . ?
N1 Fe1 N4 74.15(10) . . ?
N2 Fe1 N4 102.69(9) 2_655 . ?
N2 Fe1 N4 147.72(9) . . ?
N4 Fe1 N4 89.01(13) 2_655 . ?
N6 Fe2 N9 180.0 . . ?
N6 Fe2 N7 74.14(6) . . ?
N9 Fe2 N7 105.86(6) . . ?
N6 Fe2 N7 74.14(6) . 2_656 ?
N9 Fe2 N7 105.86(6) . 2_656 ?
N7 Fe2 N7 148.29(12) . 2_656 ?
N6 Fe2 N10 106.08(7) . . ?
N9 Fe2 N10 73.92(7) . . ?
N7 Fe2 N10 90.30(9) . . ?
N7 Fe2 N10 98.40(9) 2_656 . ?
N6 Fe2 N10 106.08(7) . 2_656 ?
N9 Fe2 N10 73.92(7) . 2_656 ?
N7 Fe2 N10 98.40(9) . 2_656 ?
N7 Fe2 N10 90.30(9) 2_656 2_656 ?
N10 Fe2 N10 147.83(14) . 2_656 ?
C4 N1 C5 120.8(3) . . ?
C4 N1 Fe1 119.8(2) . . ?
C5 N1 Fe1 119.3(2) . . ?
C6 N2 N3 105.0(2) . . ?
C6 N2 Fe1 115.3(2) . . ?
N3 N2 Fe1 137.75(19) . . ?
C8 N3 N2 111.7(3) . . ?
C8 N3 H3N 124.1 . . ?
N2 N3 H3N 124.1 . . ?
N5 N4 C9 105.7(3) . . ?
N5 N4 Fe1 137.3(2) . . ?
C9 N4 Fe1 115.2(2) . . ?
N4 N5 C11 111.0(3) . . ?
N4 N5 H5N 124.5 . . ?
C11 N5 H5N 124.5 . . ?
C14 N6 C14 120.6(3) 2_656 . ?
C14 N6 Fe2 119.71(16) 2_656 . ?
C14 N6 Fe2 119.71(16) . . ?
C15 N7 N8 105.2(2) . . ?
C15 N7 Fe2 115.88(18) . . ?
N8 N7 Fe2 138.05(19) . . ?
C17 N8 N7 111.4(2) . . ?
C17 N8 H8N 124.3 . . ?
N7 N8 H8N 124.3 . . ?
C20 N9 C20 120.6(4) 2_656 . ?
C20 N9 Fe2 119.70(19) 2_656 . ?
C20 N9 Fe2 119.70(19) . . ?
C21 N10 N11 106.3(3) . . ?
C21 N10 Fe2 115.4(2) . . ?
N11 N10 Fe2 138.2(2) . . ?
C23 N11 N10 110.4(4) . . ?
C23 N11 H11N 124.8 . . ?
N10 N11 H11N 124.8 . . ?
C2 C1 C3 121.2(3) . . ?
C2 C1 H1 119.4 . . ?
C3 C1 H1 119.4 . . ?
C1 C2 C4 118.0(4) . . ?
C1 C2 H2 121.0 . . ?
C4 C2 H2 121.0 . . ?
C1 C3 C5 118.3(4) . . ?
C1 C3 H3 120.9 . . ?
C5 C3 H3 120.9 . . ?
N1 C4 C2 121.4(3) . . ?
N1 C4 C6 113.5(2) . . ?
C2 C4 C6 125.1(3) . . ?
N1 C5 C3 120.4(4) . . ?
N1 C5 C9 113.6(3) . . ?
C3 C5 C9 126.1(3) . . ?
N2 C6 C7 110.3(3) . . ?
N2 C6 C4 116.0(3) . . ?
C7 C6 C4 133.7(3) . . ?
C8 C7 C6 105.7(3) . . ?
C8 C7 H7 127.2 . . ?
C6 C7 H7 127.2 . . ?
N3 C8 C7 107.3(3) . . ?
N3 C8 H8 126.3 . . ?
C7 C8 H8 126.3 . . ?
N4 C9 C10 109.9(4) . . ?
N4 C9 C5 116.8(3) . . ?
C10 C9 C5 133.3(3) . . ?
C11 C10 C9 105.6(3) . . ?
C11 C10 H10 127.2 . . ?
C9 C10 H10 127.2 . . ?
N5 C11 C10 107.9(3) . . ?
N5 C11 H11 126.1 . . ?
C10 C11 H11 126.1 . . ?
C13 C12 C13 120.5(4) . 2_656 ?
C13 C12 H12 119.7 . . ?
C13 C12 H12 119.8 2_656 . ?
C12 C13 C14 118.4(3) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 H13 120.8 . . ?
N6 C14 C13 121.1(3) . . ?
N6 C14 C15 112.8(2) . . ?
C13 C14 C15 126.1(3) . . ?
N7 C15 C16 110.6(3) . . ?
N7 C15 C14 116.4(2) . . ?
C16 C15 C14 133.0(3) . . ?
C17 C16 C15 104.8(3) . . ?
C17 C16 H16 127.6 . . ?
C15 C16 H16 127.6 . . ?
N8 C17 C16 108.0(3) . . ?
N8 C17 H17 126.0 . . ?
C16 C17 H17 126.0 . . ?
C19 C18 C19 120.2(5) . 2_656 ?
C19 C18 H18 119.9 . . ?
C19 C18 H18 119.9 2_656 . ?
C18 C19 C20 118.9(4) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
N9 C20 C19 120.7(4) . . ?
N9 C20 C21 113.2(3) . . ?
C19 C20 C21 126.1(3) . . ?
N10 C21 C22 109.6(4) . . ?
N10 C21 C20 117.0(3) . . ?
C22 C21 C20 133.1(4) . . ?
C23 C22 C21 105.6(4) . . ?
C23 C22 H22 127.2 . . ?
C21 C22 H22 127.2 . . ?
N11 C23 C22 108.1(4) . . ?
N11 C23 H23 125.9 . . ?
C22 C23 H23 125.9 . . ?
O2 C24 O1 129.0(3) . . ?
O2 C24 C25 116.9(3) . . ?
O1 C24 C25 114.1(3) . . ?
F1 C25 F2 106.6(6) . . ?
F1 C25 F3 107.6(5) . . ?
F2 C25 F3 97.5(5) . . ?
F1 C25 C24 116.7(4) . . ?
F2 C25 C24 112.1(4) . . ?
F3 C25 C24 114.5(4) . . ?
O3 C26 O4 128.6(4) . . ?
O3 C26 C27 114.6(3) . . ?
O4 C26 C27 116.7(3) . . ?
F5 C27 F6 109.5(5) . . ?
F5 C27 F4 104.1(5) . . ?
F6 C27 F4 101.7(6) . . ?
F5 C27 C26 113.8(5) . . ?
F6 C27 C26 114.8(4) . . ?
F4 C27 C26 111.8(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
C6 N2 N3 C8 -0.7(3) . . . . ?
Fe1 N2 N3 C8 -163.1(2) . . . . ?
C9 N4 N5 C11 0.1(4) . . . . ?
Fe1 N4 N5 C11 -162.6(3) . . . . ?
C15 N7 N8 C17 0.3(3) . . . . ?
Fe2 N7 N8 C17 168.7(2) . . . . ?
C21 N10 N11 C23 0.2(4) . . . . ?
Fe2 N10 N11 C23 -175.0(3) . . . . ?
C3 C1 C2 C4 0.1(6) . . . . ?
C2 C1 C3 C5 -0.1(7) . . . . ?
C5 N1 C4 C2 0.3(5) . . . . ?
Fe1 N1 C4 C2 -178.1(2) . . . . ?
C5 N1 C4 C6 -178.3(3) . . . . ?
Fe1 N1 C4 C6 3.2(3) . . . . ?
C1 C2 C4 N1 -0.2(5) . . . . ?
C1 C2 C4 C6 178.3(3) . . . . ?
C4 N1 C5 C3 -0.3(5) . . . . ?
Fe1 N1 C5 C3 178.1(3) . . . . ?
C4 N1 C5 C9 -179.6(3) . . . . ?
Fe1 N1 C5 C9 -1.1(3) . . . . ?
C1 C3 C5 N1 0.2(6) . . . . ?
C1 C3 C5 C9 179.3(4) . . . . ?
N3 N2 C6 C7 0.5(3) . . . . ?
Fe1 N2 C6 C7 167.5(2) . . . . ?
N3 N2 C6 C4 179.3(2) . . . . ?
Fe1 N2 C6 C4 -13.7(3) . . . . ?
N1 C4 C6 N2 7.2(4) . . . . ?
C2 C4 C6 N2 -171.4(3) . . . . ?
N1 C4 C6 C7 -174.4(3) . . . . ?
C2 C4 C6 C7 7.0(6) . . . . ?
N2 C6 C7 C8 -0.1(4) . . . . ?
C4 C6 C7 C8 -178.6(3) . . . . ?
N2 N3 C8 C7 0.7(4) . . . . ?
C6 C7 C8 N3 -0.3(4) . . . . ?
N5 N4 C9 C10 0.0(4) . . . . ?
Fe1 N4 C9 C10 167.1(2) . . . . ?
N5 N4 C9 C5 -178.9(3) . . . . ?
Fe1 N4 C9 C5 -11.8(4) . . . . ?
N1 C5 C9 N4 8.6(4) . . . . ?
C3 C5 C9 N4 -170.6(3) . . . . ?
N1 C5 C9 C10 -169.9(4) . . . . ?
C3 C5 C9 C10 10.9(6) . . . . ?
N4 C9 C10 C11 0.0(5) . . . . ?
C5 C9 C10 C11 178.6(4) . . . . ?
N4 N5 C11 C10 -0.1(5) . . . . ?
C9 C10 C11 N5 0.1(5) . . . . ?
C13 C12 C13 C14 0.28(19) 2_656 . . . ?
C14 N6 C14 C13 0.3(2) 2_656 . . . ?
Fe2 N6 C14 C13 -179.7(2) . . . . ?
C14 N6 C14 C15 177.4(2) 2_656 . . . ?
Fe2 N6 C14 C15 -2.6(2) . . . . ?
C12 C13 C14 N6 -0.6(4) . . . . ?
C12 C13 C14 C15 -177.3(2) . . . . ?
N8 N7 C15 C16 0.0(3) . . . . ?
Fe2 N7 C15 C16 -171.33(18) . . . . ?
N8 N7 C15 C14 -177.6(2) . . . . ?
Fe2 N7 C15 C14 11.0(3) . . . . ?
N6 C14 C15 N7 -5.7(3) . . . . ?
C13 C14 C15 N7 171.3(3) . . . . ?
N6 C14 C15 C16 177.3(3) . . . . ?
C13 C14 C15 C16 -5.7(5) . . . . ?
N7 C15 C16 C17 -0.4(3) . . . . ?
C14 C15 C16 C17 176.8(3) . . . . ?
N7 N8 C17 C16 -0.6(3) . . . . ?
C15 C16 C17 N8 0.5(3) . . . . ?
C19 C18 C19 C20 0.9(2) 2_656 . . . ?
C20 N9 C20 C19 0.9(2) 2_656 . . . ?
Fe2 N9 C20 C19 -179.1(2) . . . . ?
C20 N9 C20 C21 -176.8(3) 2_656 . . . ?
Fe2 N9 C20 C21 3.2(3) . . . . ?
C18 C19 C20 N9 -1.8(5) . . . . ?
C18 C19 C20 C21 175.6(3) . . . . ?
N11 N10 C21 C22 -0.6(4) . . . . ?
Fe2 N10 C21 C22 175.9(3) . . . . ?
N11 N10 C21 C20 174.8(3) . . . . ?
Fe2 N10 C21 C20 -8.7(4) . . . . ?
N9 C20 C21 N10 3.9(4) . . . . ?
C19 C20 C21 N10 -173.7(3) . . . . ?
N9 C20 C21 C22 177.9(4) . . . . ?
C19 C20 C21 C22 0.4(7) . . . . ?
N10 C21 C22 C23 0.8(5) . . . . ?
C20 C21 C22 C23 -173.7(4) . . . . ?
N10 N11 C23 C22 0.3(5) . . . . ?
C21 C22 C23 N11 -0.6(6) . . . . ?
O2 C24 C25 F1 -171.2(6) . . . . ?
O1 C24 C25 F1 9.9(7) . . . . ?
O2 C24 C25 F2 65.5(6) . . . . ?
O1 C24 C25 F2 -113.4(5) . . . . ?
O2 C24 C25 F3 -44.4(6) . . . . ?
O1 C24 C25 F3 136.8(4) . . . . ?
O3 C26 C27 F5 -59.7(6) . . . . ?
O4 C26 C27 F5 120.9(5) . . . . ?
O3 C26 C27 F6 173.0(5) . . . . ?
O4 C26 C27 F6 -6.5(7) . . . . ?
O3 C26 C27 F4 57.8(6) . . . . ?
O4 C26 C27 F4 -121.6(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H3N O4 . . 7_776 2.759(4) 0.860 1.919 165.4 no
N5 H5N O1 . . . 2.669(4) 0.860 1.828 165.7 no
N8 H8N O2 . . . 2.730(3) 0.860 1.907 159.8 no
N11 H11N O3 . . . 2.691(5) 0.860 1.851 165.1 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'The single crystals obtained were grown after a solution of the complex was left for few days.'
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_xcalibur
_audit_block_doi                 10.5517/ccdc.csd.cc27645s
_database_code_depnum_ccdc_archive 'CCDC 2061474'
loop_
_audit_author_name
_audit_author_address
'Hiroki Akutsu'
;Osaka University
Japan
;
_audit_update_record             
;
2021-02-06 deposited with the CCDC.	2021-03-03 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C26 H18 F6 Fe N10 O4'
_chemical_formula_moiety         'C22 H18 Fe N10, 2(C2 F3 O2)'
_chemical_formula_weight         704.33
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
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                   19.2114(7)
_cell_length_b                   21.9406(9)
_cell_length_c                   13.9778(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.151(3)
_cell_angle_gamma                90.0000
_cell_volume                     5887.6(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9955
_cell_measurement_theta_min      1.99
_cell_measurement_theta_max      31.10
_cell_measurement_temperature    200
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.750
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.230
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2848.00
_exptl_absorpt_coefficient_mu    0.602
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.75a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_T_max  0.871

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      200
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'XtaLAB Synergy Custom Hipix Micromax-007'
_diffrn_reflns_number            18053
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_av_R_equivalents  0.0335
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.056
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6668
_reflns_number_gt                5492
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0534
_refine_ls_R_factor_gt           0.0441
_refine_ls_wR_factor_ref         0.1264
_refine_ls_wR_factor_gt          0.1199
_refine_ls_number_restraints     18
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6668
_refine_ls_number_parameters     437
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0660P)²+5.2791P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.81
_refine_diff_density_min         -0.57
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe 0.3463 0.8444
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.93024(2) 0.250000 0.02623(12) Uani 1 2 d S T P . .
Fe2 Fe 0.500000 0.57132(2) 0.750000 0.02257(11) Uani 1 2 d S T P . .
F1 F 0.67908(12) 0.78534(11) 0.5071(3) 0.1108(14) Uani 0.845(3) 1 d D . P . .
F2 F 0.66930(12) 0.69419(15) 0.4559(2) 0.0931(10) Uani 0.845(3) 1 d D . P . .
F3 F 0.65377(12) 0.71117(14) 0.60027(17) 0.0762(8) Uani 0.845(3) 1 d D . P . .
F4 F 0.73482(17) 0.37615(16) 0.6319(2) 0.1462(14) Uani 1 1 d D . . . .
F5 F 0.74986(18) 0.32829(10) 0.7597(3) 0.1488(16) Uani 1 1 d D . . . .
F6 F 0.83308(10) 0.37715(10) 0.7005(2) 0.0990(8) Uani 1 1 d D . . . .
F11 F 0.6587(7) 0.7815(4) 0.5757(9) 0.1108(14) Uani 0.155(3) 1 d D . P . .
F12 F 0.6838(6) 0.7428(7) 0.4418(7) 0.0931(10) Uani 0.155(3) 1 d D . P . .
F13 F 0.6608(7) 0.6855(4) 0.5593(9) 0.0762(8) Uani 0.155(3) 1 d D . P . .
O1 O 0.54925(10) 0.79379(8) 0.45086(15) 0.0516(5) Uani 1 1 d . . . . .
O2 O 0.52662(8) 0.70044(7) 0.50626(13) 0.0429(4) Uani 1 1 d . . . . .
O3 O 0.67989(9) 0.43990(9) 0.78004(16) 0.0562(5) Uani 1 1 d . . . . .
O4 O 0.79059(8) 0.46969(8) 0.80468(13) 0.0483(4) Uani 1 1 d . . . . .
N1 N 0.40756(9) 0.94262(8) 0.16244(12) 0.0298(4) Uani 1 1 d . . . . .
N2 N 0.52185(9) 1.00546(8) 0.15187(12) 0.0295(4) Uani 1 1 d . . . . .
N3 N 0.57239(9) 1.04703(8) 0.14026(13) 0.0341(4) Uani 1 1 d . . . . .
H3N H 0.614704 1.044195 0.166239 0.041 Uiso 1 1 calc R U . . .
N4 N 0.42846(9) 0.85853(8) 0.29154(14) 0.0342(4) Uani 1 1 d . . . . .
N5 N 0.43169(10) 0.80733(9) 0.34409(16) 0.0416(5) Uani 1 1 d . . . . .
H5N H 0.465645 0.798528 0.385824 0.050 Uiso 1 1 calc R U . . .
N6 N 0.500000 0.48315(10) 0.750000 0.0238(4) Uani 1 2 d S T P . .
N7 N 0.53937(8) 0.55377(7) 0.62390(11) 0.0258(3) Uani 1 1 d . . . . .
N8 N 0.56570(8) 0.58548(8) 0.55169(12) 0.0295(4) Uani 1 1 d . . . . .
H8N H 0.562624 0.625294 0.545149 0.035 Uiso 1 1 calc R U . . .
N9 N 0.500000 0.65927(11) 0.750000 0.0308(5) Uani 1 2 d S T P . .
N10 N 0.59579(9) 0.58855(8) 0.80050(12) 0.0305(4) Uani 1 1 d . . . . .
N11 N 0.65477(9) 0.55741(10) 0.82113(13) 0.0362(4) Uani 1 1 d . . . . .
H11N H 0.659091 0.517613 0.816214 0.043 Uiso 1 1 calc R U . . .
C1 C 0.28739(13) 0.96109(14) 0.0549(2) 0.0522(7) Uani 1 1 d . . . . .
H1 H 0.245671 0.967479 0.017544 0.063 Uiso 1 1 calc R U . . .
C2 C 0.34213(12) 1.00157(13) 0.04788(17) 0.0451(6) Uani 1 1 d . . . . .
H2 H 0.338596 1.035860 0.006479 0.054 Uiso 1 1 calc R U . . .
C3 C 0.29269(12) 0.91160(13) 0.11533(19) 0.0465(6) Uani 1 1 d . . . . .
H3 H 0.255119 0.883735 0.120033 0.056 Uiso 1 1 calc R U . . .
C4 C 0.40253(11) 0.99064(10) 0.10322(15) 0.0332(4) Uani 1 1 d . . . . .
C5 C 0.35451(10) 0.90327(10) 0.16958(16) 0.0344(5) Uani 1 1 d . . . . .
C6 C 0.46568(11) 1.02749(10) 0.10227(14) 0.0314(4) Uani 1 1 d . . . . .
C7 C 0.48188(13) 1.08273(11) 0.05870(17) 0.0415(5) Uani 1 1 d . . . . .
H7 H 0.451885 1.107591 0.019749 0.050 Uiso 1 1 calc R U . . .
C8 C 0.55030(13) 1.09332(11) 0.08422(18) 0.0420(5) Uani 1 1 d . . . . .
H8 H 0.577279 1.127305 0.065600 0.050 Uiso 1 1 calc R U . . .
C9 C 0.36942(10) 0.85391(10) 0.23695(17) 0.0352(5) Uani 1 1 d . . . . .
C10 C 0.33494(12) 0.79928(11) 0.2561(2) 0.0473(6) Uani 1 1 d . . . . .
H10 H 0.292321 0.784915 0.227676 0.057 Uiso 1 1 calc R U . . .
C11 C 0.37627(13) 0.77114(11) 0.3247(2) 0.0504(6) Uani 1 1 d . . . . .
H11 H 0.367427 0.732858 0.353643 0.061 Uiso 1 1 calc R U . . .
C12 C 0.500000 0.35803(14) 0.750000 0.0394(7) Uani 1 2 d S T P . .
H12 H 0.500001 0.314729 0.749998 0.047 Uiso 1 2 calc R U P . .
C13 C 0.52988(11) 0.38928(9) 0.67608(15) 0.0327(4) Uani 1 1 d . . . . .
H13 H 0.550302 0.367952 0.625060 0.039 Uiso 1 1 calc R U . . .
C14 C 0.52934(9) 0.45262(9) 0.67811(13) 0.0256(4) Uani 1 1 d . . . . .
C15 C 0.55544(9) 0.49489(9) 0.60805(14) 0.0261(4) Uani 1 1 d . . . . .
C16 C 0.59273(10) 0.48964(10) 0.52435(14) 0.0316(4) Uani 1 1 d . . . . .
H16 H 0.610765 0.453574 0.496993 0.038 Uiso 1 1 calc R U . . .
C17 C 0.59749(11) 0.54819(11) 0.49055(15) 0.0339(4) Uani 1 1 d . . . . .
H17 H 0.619423 0.560290 0.433799 0.041 Uiso 1 1 calc R U . . .
C18 C 0.500000 0.78445(16) 0.750000 0.0582(11) Uani 1 2 d S T P . .
H18 H 0.499999 0.827745 0.750001 0.070 Uiso 1 2 calc R U P . .
C19 C 0.55731(16) 0.75291(12) 0.7886(2) 0.0527(7) Uani 1 1 d . . . . .
H19 H 0.596430 0.774094 0.815677 0.063 Uiso 1 1 calc R U . . .
C20 C 0.55575(12) 0.69005(11) 0.78651(16) 0.0381(5) Uani 1 1 d . . . . .
C21 C 0.61092(11) 0.64774(11) 0.81632(16) 0.0371(5) Uani 1 1 d . . . . .
C22 C 0.68046(13) 0.65328(14) 0.8495(2) 0.0529(7) Uani 1 1 d . . . . .
H22 H 0.704562 0.689540 0.867623 0.063 Uiso 1 1 calc R U . . .
C23 C 0.70594(13) 0.59521(15) 0.85012(19) 0.0500(6) Uani 1 1 d . . . . .
H23 H 0.752237 0.583589 0.868104 0.060 Uiso 1 1 calc R U . . .
C24 C 0.56435(11) 0.74416(10) 0.48869(16) 0.0337(4) Uani 1 1 d . . . . .
C25 C 0.64232(12) 0.73604(10) 0.51456(17) 0.0471(6) Uani 1 1 d D . . . .
C26 C 0.74372(12) 0.43533(11) 0.77367(18) 0.0397(5) Uani 1 1 d . . . . .
C27 C 0.76635(13) 0.37889(12) 0.7182(2) 0.0604(8) Uani 1 1 d D . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.40.75a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.75a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.75a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N1 2.1359(16) 2_655 ?
Fe1 N1 2.1359(16) . ?
Fe1 N4 2.1821(18) . ?
Fe1 N4 2.1821(18) 2_655 ?
Fe1 N2 2.1964(17) 2_655 ?
Fe1 N2 2.1964(17) . ?
Fe2 N9 1.930(2) . ?
Fe2 N6 1.935(2) . ?
Fe2 N7 1.9817(16) 2_656 ?
Fe2 N7 1.9818(16) . ?
Fe2 N10 1.9824(17) 2_656 ?
Fe2 N10 1.9825(17) . ?
F1 F11 1.053(12) . ?
F1 C25 1.298(3) . ?
F1 F12 1.310(13) . ?
F2 F12 1.122(14) . ?
F2 C25 1.348(3) . ?
F2 F13 1.473(12) . ?
F3 F13 0.818(12) . ?
F3 C25 1.327(3) . ?
F3 F11 1.586(11) . ?
F4 C27 1.332(3) . ?
F5 C27 1.297(3) . ?
F6 C27 1.315(3) . ?
F11 C25 1.344(5) . ?
F12 C25 1.324(5) . ?
F13 C25 1.315(5) . ?
O1 C24 1.240(3) . ?
O2 C24 1.233(3) . ?
O3 C26 1.237(3) . ?
O4 C26 1.240(3) . ?
N1 C4 1.341(3) . ?
N1 C5 1.342(3) . ?
N2 N3 1.346(2) . ?
N2 C6 1.350(3) . ?
N3 C8 1.342(3) . ?
N3 H3N 0.8800 . ?
N4 N5 1.342(3) . ?
N4 C9 1.347(3) . ?
N5 C11 1.347(3) . ?
N5 H5N 0.8800 . ?
N6 C14 1.349(2) . ?
N6 C14 1.349(2) 2_656 ?
N7 N8 1.341(2) . ?
N7 C15 1.348(3) . ?
N8 C17 1.346(3) . ?
N8 H8N 0.8800 . ?
N9 C20 1.350(3) . ?
N9 C20 1.350(3) 2_656 ?
N10 N11 1.345(3) . ?
N10 C21 1.347(3) . ?
N11 C23 1.337(3) . ?
N11 H11N 0.8800 . ?
C1 C3 1.377(4) . ?
C1 C2 1.383(4) . ?
C1 H1 0.9500 . ?
C2 C4 1.391(3) . ?
C2 H2 0.9500 . ?
C3 C5 1.397(3) . ?
C3 H3 0.9500 . ?
C4 C6 1.458(3) . ?
C5 C9 1.457(3) . ?
C6 C7 1.397(3) . ?
C7 C8 1.369(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.400(3) . ?
C10 C11 1.370(4) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.383(3) . ?
C12 C13 1.383(3) 2_656 ?
C12 H12 0.9500 . ?
C13 C14 1.390(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.452(3) . ?
C15 C16 1.399(3) . ?
C16 C17 1.373(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.392(4) . ?
C18 C19 1.392(4) 2_656 ?
C18 H18 0.9500 . ?
C19 C20 1.380(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.458(3) . ?
C21 C22 1.403(3) . ?
C22 C23 1.365(4) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.538(3) . ?
C26 C27 1.532(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N1 165.39(10) 2_655 . ?
N1 Fe1 N4 117.23(7) 2_655 . ?
N1 Fe1 N4 74.08(7) . . ?
N1 Fe1 N4 74.09(7) 2_655 2_655 ?
N1 Fe1 N4 117.23(7) . 2_655 ?
N4 Fe1 N4 87.71(9) . 2_655 ?
N1 Fe1 N2 73.79(7) 2_655 2_655 ?
N1 Fe1 N2 95.05(6) . 2_655 ?
N4 Fe1 N2 103.80(7) . 2_655 ?
N4 Fe1 N2 147.67(6) 2_655 2_655 ?
N1 Fe1 N2 95.05(6) 2_655 . ?
N1 Fe1 N2 73.79(7) . . ?
N4 Fe1 N2 147.67(6) . . ?
N4 Fe1 N2 103.80(7) 2_655 . ?
N2 Fe1 N2 82.59(9) 2_655 . ?
N9 Fe2 N6 180.0 . . ?
N9 Fe2 N7 101.21(5) . 2_656 ?
N6 Fe2 N7 78.79(5) . 2_656 ?
N9 Fe2 N7 101.21(5) . . ?
N6 Fe2 N7 78.79(5) . . ?
N7 Fe2 N7 157.59(10) 2_656 . ?
N9 Fe2 N10 79.01(5) . 2_656 ?
N6 Fe2 N10 100.99(5) . 2_656 ?
N7 Fe2 N10 88.49(7) 2_656 2_656 ?
N7 Fe2 N10 95.76(7) . 2_656 ?
N9 Fe2 N10 79.01(5) . . ?
N6 Fe2 N10 100.99(5) . . ?
N7 Fe2 N10 95.77(7) 2_656 . ?
N7 Fe2 N10 88.49(7) . . ?
N10 Fe2 N10 158.01(11) 2_656 . ?
F11 F1 C25 68.8(4) . . ?
F11 F1 F12 128.0(6) . . ?
C25 F1 F12 61.0(4) . . ?
F12 F2 C25 64.1(4) . . ?
F12 F2 F13 109.4(6) . . ?
C25 F2 F13 55.4(4) . . ?
F13 F3 C25 71.2(4) . . ?
F13 F3 F11 120.4(7) . . ?
C25 F3 F11 54.1(3) . . ?
F1 F11 C25 64.2(4) . . ?
F1 F11 F3 107.6(6) . . ?
C25 F11 F3 53.1(3) . . ?
F2 F12 F1 122.1(5) . . ?
F2 F12 C25 66.3(5) . . ?
F1 F12 C25 59.1(3) . . ?
F3 F13 C25 72.8(5) . . ?
F3 F13 F2 128.7(6) . . ?
C25 F13 F2 57.5(4) . . ?
C4 N1 C5 120.92(18) . . ?
C4 N1 Fe1 119.52(14) . . ?
C5 N1 Fe1 119.53(15) . . ?
N3 N2 C6 105.17(17) . . ?
N3 N2 Fe1 137.72(13) . . ?
C6 N2 Fe1 114.95(14) . . ?
C8 N3 N2 111.68(18) . . ?
C8 N3 H3N 124.2 . . ?
N2 N3 H3N 124.2 . . ?
N5 N4 C9 105.53(18) . . ?
N5 N4 Fe1 137.09(14) . . ?
C9 N4 Fe1 115.40(15) . . ?
N4 N5 C11 111.3(2) . . ?
N4 N5 H5N 124.3 . . ?
C11 N5 H5N 124.3 . . ?
C14 N6 C14 120.4(2) . 2_656 ?
C14 N6 Fe2 119.78(12) . . ?
C14 N6 Fe2 119.78(12) 2_656 . ?
N8 N7 C15 106.16(16) . . ?
N8 N7 Fe2 137.41(14) . . ?
C15 N7 Fe2 115.45(13) . . ?
N7 N8 C17 110.82(17) . . ?
N7 N8 H8N 124.6 . . ?
C17 N8 H8N 124.6 . . ?
C20 N9 C20 120.0(3) . 2_656 ?
C20 N9 Fe2 120.01(14) . . ?
C20 N9 Fe2 120.01(14) 2_656 . ?
N11 N10 C21 106.24(18) . . ?
N11 N10 Fe2 137.95(15) . . ?
C21 N10 Fe2 115.72(15) . . ?
C23 N11 N10 110.7(2) . . ?
C23 N11 H11N 124.6 . . ?
N10 N11 H11N 124.6 . . ?
C3 C1 C2 120.7(2) . . ?
C3 C1 H1 119.6 . . ?
C2 C1 H1 119.6 . . ?
C1 C2 C4 118.1(2) . . ?
C1 C2 H2 121.0 . . ?
C4 C2 H2 121.0 . . ?
C1 C3 C5 118.6(2) . . ?
C1 C3 H3 120.7 . . ?
C5 C3 H3 120.7 . . ?
N1 C4 C2 121.2(2) . . ?
N1 C4 C6 113.61(17) . . ?
C2 C4 C6 125.2(2) . . ?
N1 C5 C3 120.5(2) . . ?
N1 C5 C9 113.25(18) . . ?
C3 C5 C9 126.2(2) . . ?
N2 C6 C7 110.3(2) . . ?
N2 C6 C4 116.49(19) . . ?
C7 C6 C4 133.2(2) . . ?
C8 C7 C6 105.1(2) . . ?
C8 C7 H7 127.4 . . ?
C6 C7 H7 127.4 . . ?
N3 C8 C7 107.7(2) . . ?
N3 C8 H8 126.2 . . ?
C7 C8 H8 126.2 . . ?
N4 C9 C10 110.5(2) . . ?
N4 C9 C5 116.83(18) . . ?
C10 C9 C5 132.6(2) . . ?
C11 C10 C9 104.7(2) . . ?
C11 C10 H10 127.7 . . ?
C9 C10 H10 127.7 . . ?
N5 C11 C10 107.9(2) . . ?
N5 C11 H11 126.0 . . ?
C10 C11 H11 126.0 . . ?
C13 C12 C13 120.5(3) . 2_656 ?
C13 C12 H12 119.7 . . ?
C13 C12 H12 119.7 2_656 . ?
C12 C13 C14 118.5(2) . . ?
C12 C13 H13 120.8 . . ?
C14 C13 H13 120.8 . . ?
N6 C14 C13 121.02(19) . . ?
N6 C14 C15 110.48(18) . . ?
C13 C14 C15 128.46(18) . . ?
N7 C15 C16 110.11(18) . . ?
N7 C15 C14 114.47(17) . . ?
C16 C15 C14 135.40(18) . . ?
C17 C16 C15 104.68(18) . . ?
C17 C16 H16 127.7 . . ?
C15 C16 H16 127.7 . . ?
N8 C17 C16 108.22(18) . . ?
N8 C17 H17 125.9 . . ?
C16 C17 H17 125.9 . . ?
C19 C18 C19 120.4(3) . 2_656 ?
C19 C18 H18 119.8 . . ?
C19 C18 H18 119.8 2_656 . ?
C20 C19 C18 118.2(3) . . ?
C20 C19 H19 120.9 . . ?
C18 C19 H19 120.9 . . ?
N9 C20 C19 121.6(2) . . ?
N9 C20 C21 110.3(2) . . ?
C19 C20 C21 128.0(2) . . ?
N10 C21 C22 109.5(2) . . ?
N10 C21 C20 114.63(19) . . ?
C22 C21 C20 135.4(2) . . ?
C23 C22 C21 105.0(2) . . ?
C23 C22 H22 127.5 . . ?
C21 C22 H22 127.5 . . ?
N11 C23 C22 108.5(2) . . ?
N11 C23 H23 125.7 . . ?
C22 C23 H23 125.7 . . ?
O2 C24 O1 129.7(2) . . ?
O2 C24 C25 115.97(19) . . ?
O1 C24 C25 114.34(19) . . ?
F1 C25 F13 127.1(6) . . ?
F1 C25 F12 60.0(6) . . ?
F13 C25 F12 107.5(6) . . ?
F1 C25 F3 110.1(3) . . ?
F13 C25 F3 36.1(6) . . ?
F12 C25 F3 130.9(6) . . ?
F1 C25 F11 46.9(5) . . ?
F13 C25 F11 105.7(6) . . ?
F12 C25 F11 105.7(6) . . ?
F3 C25 F11 72.8(6) . . ?
F1 C25 F2 107.2(3) . . ?
F13 C25 F2 67.2(6) . . ?
F12 C25 F2 49.7(6) . . ?
F3 C25 F2 102.4(2) . . ?
F11 C25 F2 143.8(6) . . ?
F1 C25 C24 114.4(2) . . ?
F13 C25 C24 116.9(6) . . ?
F12 C25 C24 114.6(6) . . ?
F3 C25 C24 112.8(2) . . ?
F11 C25 C24 105.5(6) . . ?
F2 C25 C24 109.2(2) . . ?
O3 C26 O4 129.4(3) . . ?
O3 C26 C27 113.8(2) . . ?
O4 C26 C27 116.9(2) . . ?
F5 C27 F6 108.4(3) . . ?
F5 C27 F4 104.8(3) . . ?
F6 C27 F4 104.0(3) . . ?
F5 C27 C26 112.8(3) . . ?
F6 C27 C26 114.6(2) . . ?
F4 C27 C26 111.5(2) . . ?

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
F12 F1 F11 C25 -15.7(11) . . . . ?
C25 F1 F11 F3 31.6(5) . . . . ?
F12 F1 F11 F3 15.9(14) . . . . ?
F13 F3 F11 F1 -8.7(16) . . . . ?
C25 F3 F11 F1 -36.2(6) . . . . ?
F13 F3 F11 C25 27.5(12) . . . . ?
C25 F2 F12 F1 20.3(8) . . . . ?
F13 F2 F12 F1 -12.4(14) . . . . ?
F13 F2 F12 C25 -32.7(7) . . . . ?
F11 F1 F12 F2 -5.0(18) . . . . ?
C25 F1 F12 F2 -21.7(9) . . . . ?
F11 F1 F12 C25 16.7(12) . . . . ?
F11 F3 F13 C25 -23.3(10) . . . . ?
C25 F3 F13 F2 14.2(12) . . . . ?
F11 F3 F13 F2 -9(2) . . . . ?
F12 F2 F13 F3 20.1(19) . . . . ?
C25 F2 F13 F3 -16.1(14) . . . . ?
F12 F2 F13 C25 36.2(8) . . . . ?
C6 N2 N3 C8 -1.1(2) . . . . ?
Fe1 N2 N3 C8 -162.53(17) . . . . ?
C9 N4 N5 C11 -0.6(3) . . . . ?
Fe1 N4 N5 C11 -162.87(19) . . . . ?
C15 N7 N8 C17 0.4(2) . . . . ?
Fe2 N7 N8 C17 167.88(15) . . . . ?
C21 N10 N11 C23 0.6(2) . . . . ?
Fe2 N10 N11 C23 176.88(17) . . . . ?
C3 C1 C2 C4 0.3(4) . . . . ?
C2 C1 C3 C5 0.1(4) . . . . ?
C5 N1 C4 C2 0.5(3) . . . . ?
Fe1 N1 C4 C2 -177.44(17) . . . . ?
C5 N1 C4 C6 -178.21(18) . . . . ?
Fe1 N1 C4 C6 3.8(2) . . . . ?
C1 C2 C4 N1 -0.6(4) . . . . ?
C1 C2 C4 C6 177.9(2) . . . . ?
C4 N1 C5 C3 -0.1(3) . . . . ?
Fe1 N1 C5 C3 177.90(17) . . . . ?
C4 N1 C5 C9 179.74(19) . . . . ?
Fe1 N1 C5 C9 -2.3(2) . . . . ?
C1 C3 C5 N1 -0.3(4) . . . . ?
C1 C3 C5 C9 180.0(2) . . . . ?
N3 N2 C6 C7 0.7(2) . . . . ?
Fe1 N2 C6 C7 167.06(15) . . . . ?
N3 N2 C6 C4 -179.86(17) . . . . ?
Fe1 N2 C6 C4 -13.5(2) . . . . ?
N1 C4 C6 N2 6.7(3) . . . . ?
C2 C4 C6 N2 -172.0(2) . . . . ?
N1 C4 C6 C7 -174.1(2) . . . . ?
C2 C4 C6 C7 7.3(4) . . . . ?
N2 C6 C7 C8 -0.1(3) . . . . ?
C4 C6 C7 C8 -179.4(2) . . . . ?
N2 N3 C8 C7 1.1(3) . . . . ?
C6 C7 C8 N3 -0.5(3) . . . . ?
N5 N4 C9 C10 0.4(3) . . . . ?
Fe1 N4 C9 C10 167.19(16) . . . . ?
N5 N4 C9 C5 -177.79(19) . . . . ?
Fe1 N4 C9 C5 -11.0(2) . . . . ?
N1 C5 C9 N4 8.8(3) . . . . ?
C3 C5 C9 N4 -171.4(2) . . . . ?
N1 C5 C9 C10 -168.9(2) . . . . ?
C3 C5 C9 C10 10.9(4) . . . . ?
N4 C9 C10 C11 -0.2(3) . . . . ?
C5 C9 C10 C11 177.7(2) . . . . ?
N4 N5 C11 C10 0.5(3) . . . . ?
C9 C10 C11 N5 -0.2(3) . . . . ?
C13 C12 C13 C14 0.22(13) 2_656 . . . ?
C14 N6 C14 C13 0.23(13) 2_656 . . . ?
Fe2 N6 C14 C13 -179.77(13) . . . . ?
C14 N6 C14 C15 178.27(17) 2_656 . . . ?
Fe2 N6 C14 C15 -1.73(17) . . . . ?
C12 C13 C14 N6 -0.5(3) . . . . ?
C12 C13 C14 C15 -178.11(16) . . . . ?
N8 N7 C15 C16 0.1(2) . . . . ?
Fe2 N7 C15 C16 -170.51(12) . . . . ?
N8 N7 C15 C14 -178.36(15) . . . . ?
Fe2 N7 C15 C14 11.0(2) . . . . ?
N6 C14 C15 N7 -6.1(2) . . . . ?
C13 C14 C15 N7 171.79(19) . . . . ?
N6 C14 C15 C16 175.94(19) . . . . ?
C13 C14 C15 C16 -6.2(4) . . . . ?
N7 C15 C16 C17 -0.6(2) . . . . ?
C14 C15 C16 C17 177.5(2) . . . . ?
N7 N8 C17 C16 -0.8(2) . . . . ?
C15 C16 C17 N8 0.8(2) . . . . ?
C19 C18 C19 C20 0.63(16) 2_656 . . . ?
C20 N9 C20 C19 0.67(17) 2_656 . . . ?
Fe2 N9 C20 C19 -179.33(17) . . . . ?
C20 N9 C20 C21 -176.6(2) 2_656 . . . ?
Fe2 N9 C20 C21 3.4(2) . . . . ?
C18 C19 C20 N9 -1.3(3) . . . . ?
C18 C19 C20 C21 175.45(19) . . . . ?
N11 N10 C21 C22 -1.3(2) . . . . ?
Fe2 N10 C21 C22 -178.56(16) . . . . ?
N11 N10 C21 C20 172.69(18) . . . . ?
Fe2 N10 C21 C20 -4.6(2) . . . . ?
N9 C20 C21 N10 0.9(3) . . . . ?
C19 C20 C21 N10 -176.2(2) . . . . ?
N9 C20 C21 C22 172.8(2) . . . . ?
C19 C20 C21 C22 -4.2(4) . . . . ?
N10 C21 C22 C23 1.5(3) . . . . ?
C20 C21 C22 C23 -170.7(3) . . . . ?
N10 N11 C23 C22 0.4(3) . . . . ?
C21 C22 C23 N11 -1.2(3) . . . . ?
F11 F1 C25 F13 -76.0(10) . . . . ?
F12 F1 C25 F13 89.9(9) . . . . ?
F11 F1 C25 F12 -165.9(10) . . . . ?
F11 F1 C25 F3 -39.4(8) . . . . ?
F12 F1 C25 F3 126.5(7) . . . . ?
F12 F1 C25 F11 165.9(10) . . . . ?
F11 F1 C25 F2 -150.1(8) . . . . ?
F12 F1 C25 F2 15.9(7) . . . . ?
F11 F1 C25 C24 88.7(8) . . . . ?
F12 F1 C25 C24 -105.4(7) . . . . ?
F3 F13 C25 F1 72.1(12) . . . . ?
F2 F13 C25 F1 -94.8(6) . . . . ?
F3 F13 C25 F12 137.3(10) . . . . ?
F2 F13 C25 F12 -29.6(8) . . . . ?
F2 F13 C25 F3 -166.9(12) . . . . ?
F3 F13 C25 F11 24.7(12) . . . . ?
F2 F13 C25 F11 -142.3(6) . . . . ?
F3 F13 C25 F2 166.9(12) . . . . ?
F3 F13 C25 C24 -92.3(10) . . . . ?
F2 F13 C25 C24 100.8(4) . . . . ?
F2 F12 C25 F1 160.0(9) . . . . ?
F2 F12 C25 F13 36.7(9) . . . . ?
F1 F12 C25 F13 -123.2(7) . . . . ?
F2 F12 C25 F3 68.7(10) . . . . ?
F1 F12 C25 F3 -91.3(7) . . . . ?
F2 F12 C25 F11 149.3(7) . . . . ?
F1 F12 C25 F11 -10.6(8) . . . . ?
F1 F12 C25 F2 -160.0(9) . . . . ?
F2 F12 C25 C24 -95.0(6) . . . . ?
F1 F12 C25 C24 105.0(5) . . . . ?
F13 F3 C25 F1 -126.1(11) . . . . ?
F11 F3 C25 F1 29.1(6) . . . . ?
F11 F3 C25 F13 155.1(12) . . . . ?
F13 F3 C25 F12 -58.9(13) . . . . ?
F11 F3 C25 F12 96.2(9) . . . . ?
F13 F3 C25 F11 -155.1(12) . . . . ?
F13 F3 C25 F2 -12.3(11) . . . . ?
F11 F3 C25 F2 142.8(6) . . . . ?
F13 F3 C25 C24 104.9(11) . . . . ?
F11 F3 C25 C24 -99.9(6) . . . . ?
F3 F11 C25 F1 -141.3(7) . . . . ?
F1 F11 C25 F13 126.4(8) . . . . ?
F3 F11 C25 F13 -14.9(7) . . . . ?
F1 F11 C25 F12 12.6(9) . . . . ?
F3 F11 C25 F12 -128.7(6) . . . . ?
F1 F11 C25 F3 141.3(7) . . . . ?
F1 F11 C25 F2 53.8(12) . . . . ?
F3 F11 C25 F2 -87.6(9) . . . . ?
F1 F11 C25 C24 -109.1(6) . . . . ?
F3 F11 C25 C24 109.5(3) . . . . ?
F12 F2 C25 F1 -18.1(8) . . . . ?
F13 F2 C25 F1 123.7(7) . . . . ?
F12 F2 C25 F13 -141.8(10) . . . . ?
F13 F2 C25 F12 141.8(10) . . . . ?
F12 F2 C25 F3 -133.9(8) . . . . ?
F13 F2 C25 F3 7.8(7) . . . . ?
F12 F2 C25 F11 -56.2(12) . . . . ?
F13 F2 C25 F11 85.6(11) . . . . ?
F12 F2 C25 C24 106.3(8) . . . . ?
F13 F2 C25 C24 -111.9(7) . . . . ?
O2 C24 C25 F1 -171.3(3) . . . . ?
O1 C24 C25 F1 10.3(4) . . . . ?
O2 C24 C25 F13 -5.0(7) . . . . ?
O1 C24 C25 F13 176.6(7) . . . . ?
O2 C24 C25 F12 122.1(8) . . . . ?
O1 C24 C25 F12 -56.3(8) . . . . ?
O2 C24 C25 F3 -44.6(3) . . . . ?
O1 C24 C25 F3 137.0(3) . . . . ?
O2 C24 C25 F11 -122.1(7) . . . . ?
O1 C24 C25 F11 59.5(7) . . . . ?
O2 C24 C25 F2 68.5(3) . . . . ?
O1 C24 C25 F2 -109.9(3) . . . . ?
O3 C26 C27 F5 -63.4(3) . . . . ?
O4 C26 C27 F5 117.2(3) . . . . ?
O3 C26 C27 F6 172.0(3) . . . . ?
O4 C26 C27 F6 -7.4(4) . . . . ?
O3 C26 C27 F4 54.3(3) . . . . ?
O4 C26 C27 F4 -125.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H3N O4 . . 7_666 2.739(2) 0.880 1.874 167.2 no
N5 H5N O1 . . . 2.676(3) 0.880 1.819 164.3 no
N8 H8N F13 . . . 2.855(11) 0.880 2.305 120.6 no
N8 H8N O2 . . . 2.701(2) 0.880 1.861 158.8 no
N11 H11N O3 . . . 2.689(3) 0.880 1.827 165.9 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        '[Fe(bpp)2](CF3COO)2'
_chemical_name_common            '[Fe(bpp)2](TFA)2'
_exptl_crystal_recrystallization_method 
'The aquaous solution was left over few days at RT'
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_M191030B
_audit_block_doi                 10.5517/ccdc.csd.cc265v6g
_database_code_depnum_ccdc_archive 'CCDC 2031405'
loop_
_audit_author_name
_audit_author_address
'Hiroki Akutsu'
;Osaka University
Japan
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2021-03-03 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C26 H18 F6 Fe N10 O4'
_chemical_formula_moiety         'C22 H18 Fe N10, 2(C2 F3 O2)'
_chemical_formula_weight         704.33
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
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                   19.2154(4)
_cell_length_b                   21.7934(4)
_cell_length_c                   13.8564(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.334(7)
_cell_angle_gamma                90.0000
_cell_volume                     5797.8(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    24637
_cell_measurement_theta_min      1.87
_cell_measurement_theta_max      27.46
_cell_measurement_temperature    100
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.750
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.230
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2848.00
_exptl_absorpt_coefficient_mu    0.611
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.732
_exptl_absorpt_correction_T_max  0.869

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      100
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            27656
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_theta_max         27.459
_diffrn_reflns_theta_min         2.009
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6595
_reflns_number_gt                5894
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0463
_refine_ls_R_factor_gt           0.0399
_refine_ls_wR_factor_ref         0.0961
_refine_ls_wR_factor_gt          0.0932
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6595
_refine_ls_number_parameters     427
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0346P)²+15.4645P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.002
_refine_diff_density_max         0.80
_refine_diff_density_min         -0.58
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe 0.3463 0.8444
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.93183(2) 0.250000 0.01382(9) Uani 1 2 d S T P . .
Fe2 Fe 0.500000 0.57002(2) 0.750000 0.01180(9) Uani 1 2 d S T P . .
F1 F 0.68008(8) 0.78444(7) 0.50496(15) 0.0541(5) Uani 1 1 d . . . . .
F2 F 0.66893(8) 0.69328(8) 0.44969(13) 0.0497(4) Uani 1 1 d . . . . .
F3 F 0.65449(7) 0.70998(8) 0.59852(11) 0.0435(4) Uani 1 1 d . . . . .
F4 F 0.73411(11) 0.37057(11) 0.62928(16) 0.0805(7) Uani 1 1 d . . . . .
F5 F 0.75532(12) 0.32515(7) 0.76202(19) 0.0813(8) Uani 1 1 d . . . . .
F6 F 0.83466(7) 0.37695(7) 0.69663(13) 0.0435(4) Uani 1 1 d . . . . .
O1 O 0.54917(8) 0.79301(7) 0.44569(12) 0.0259(3) Uani 1 1 d . . . . .
O2 O 0.52567(7) 0.70049(6) 0.50744(11) 0.0225(3) Uani 1 1 d . . . . .
O3 O 0.67869(8) 0.43683(7) 0.77641(12) 0.0285(3) Uani 1 1 d . . . . .
O4 O 0.78897(7) 0.46882(7) 0.80242(11) 0.0257(3) Uani 1 1 d . . . . .
N1 N 0.40809(8) 0.94557(7) 0.16020(12) 0.0159(3) Uani 1 1 d . . . . .
N2 N 0.52332(8) 1.00786(7) 0.15176(12) 0.0160(3) Uani 1 1 d . . . . .
N3 N 0.57481(9) 1.04881(8) 0.14087(12) 0.0185(3) Uani 1 1 d . . . . .
H3N H 0.616917 1.045296 0.167718 0.022 Uiso 1 1 calc R U . . .
N4 N 0.42779(8) 0.85946(7) 0.28844(12) 0.0181(3) Uani 1 1 d . . . . .
N5 N 0.43056(9) 0.80720(8) 0.34025(13) 0.0218(4) Uani 1 1 d . . . . .
H5N H 0.464335 0.797735 0.382431 0.026 Uiso 1 1 calc R U . . .
N6 N 0.500000 0.48143(10) 0.750000 0.0128(4) Uani 1 2 d S T P . .
N7 N 0.53930(8) 0.55274(7) 0.62338(11) 0.0138(3) Uani 1 1 d . . . . .
N8 N 0.56609(8) 0.58500(7) 0.55114(11) 0.0158(3) Uani 1 1 d . . . . .
H8N H 0.562878 0.625087 0.544831 0.019 Uiso 1 1 calc R U . . .
N9 N 0.500000 0.65844(10) 0.750000 0.0163(4) Uani 1 2 d S T P . .
N10 N 0.59581(8) 0.58715(7) 0.80009(11) 0.0159(3) Uani 1 1 d . . . . .
N11 N 0.65501(8) 0.55582(8) 0.81915(12) 0.0181(3) Uani 1 1 d . . . . .
H11N H 0.659153 0.515759 0.813908 0.022 Uiso 1 1 calc R U . . .
C1 C 0.28799(11) 0.96636(11) 0.05068(16) 0.0265(5) Uani 1 1 d . . . . .
H1 H 0.246394 0.973702 0.013035 0.032 Uiso 1 1 calc R U . . .
C2 C 0.34341(11) 1.00637(10) 0.04506(15) 0.0236(4) Uani 1 1 d . . . . .
H2 H 0.340462 1.041241 0.003956 0.028 Uiso 1 1 calc R U . . .
C3 C 0.29260(10) 0.91543(10) 0.11098(16) 0.0235(4) Uani 1 1 d . . . . .
H3 H 0.254860 0.887493 0.114811 0.028 Uiso 1 1 calc R U . . .
C4 C 0.40378(10) 0.99440(9) 0.10114(14) 0.0176(4) Uani 1 1 d . . . . .
C5 C 0.35423(10) 0.90662(9) 0.16562(14) 0.0181(4) Uani 1 1 d . . . . .
C6 C 0.46793(10) 1.03064(9) 0.10086(14) 0.0164(4) Uani 1 1 d . . . . .
C7 C 0.48503(11) 1.08606(9) 0.05668(15) 0.0215(4) Uani 1 1 d . . . . .
H7 H 0.455651 1.111368 0.016815 0.026 Uiso 1 1 calc R U . . .
C8 C 0.55389(11) 1.09578(9) 0.08382(15) 0.0222(4) Uani 1 1 d . . . . .
H8 H 0.581638 1.129591 0.065522 0.027 Uiso 1 1 calc R U . . .
C9 C 0.36848(10) 0.85587(9) 0.23295(15) 0.0182(4) Uani 1 1 d . . . . .
C10 C 0.33362(11) 0.80096(10) 0.25017(17) 0.0245(4) Uani 1 1 d . . . . .
H10 H 0.290909 0.787168 0.220798 0.029 Uiso 1 1 calc R U . . .
C11 C 0.37484(11) 0.77118(10) 0.31915(18) 0.0265(5) Uani 1 1 d . . . . .
H11 H 0.365668 0.732290 0.346870 0.032 Uiso 1 1 calc R U . . .
C12 C 0.500000 0.35554(12) 0.750000 0.0198(5) Uani 1 2 d S T P . .
H12 H 0.500002 0.311948 0.750003 0.024 Uiso 1 2 calc R U P . .
C13 C 0.52995(10) 0.38710(9) 0.67524(14) 0.0178(4) Uani 1 1 d . . . . .
H13 H 0.550293 0.365641 0.623790 0.021 Uiso 1 1 calc R U . . .
C14 C 0.52946(9) 0.45070(8) 0.67747(13) 0.0140(3) Uani 1 1 d . . . . .
C15 C 0.55558(9) 0.49357(8) 0.60688(13) 0.0143(3) Uani 1 1 d . . . . .
C16 C 0.59361(9) 0.48840(9) 0.52319(13) 0.0169(4) Uani 1 1 d . . . . .
H16 H 0.611884 0.452143 0.495799 0.020 Uiso 1 1 calc R U . . .
C17 C 0.59863(10) 0.54771(9) 0.48939(14) 0.0178(4) Uani 1 1 d . . . . .
H17 H 0.621004 0.560154 0.432719 0.021 Uiso 1 1 calc R U . . .
C18 C 0.500000 0.78473(13) 0.750000 0.0310(7) Uani 1 2 d S T P . .
H18 H 0.500000 0.828318 0.749999 0.037 Uiso 1 2 calc R U P . .
C19 C 0.55738(12) 0.75310(10) 0.78804(16) 0.0275(5) Uani 1 1 d . . . . .
H19 H 0.596677 0.774556 0.814715 0.033 Uiso 1 1 calc R U . . .
C20 C 0.55621(11) 0.68931(9) 0.78634(14) 0.0200(4) Uani 1 1 d . . . . .
C21 C 0.61137(10) 0.64682(9) 0.81572(14) 0.0193(4) Uani 1 1 d . . . . .
C22 C 0.68146(11) 0.65273(11) 0.84740(16) 0.0269(5) Uani 1 1 d . . . . .
H22 H 0.705689 0.689312 0.864969 0.032 Uiso 1 1 calc R U . . .
C23 C 0.70719(11) 0.59392(11) 0.84736(16) 0.0258(4) Uani 1 1 d . . . . .
H23 H 0.753707 0.582161 0.864281 0.031 Uiso 1 1 calc R U . . .
C24 C 0.56412(10) 0.74367(9) 0.48617(14) 0.0175(4) Uani 1 1 d . . . . .
C25 C 0.64273(11) 0.73416(10) 0.51104(16) 0.0241(4) Uani 1 1 d . . . . .
C26 C 0.74300(10) 0.43333(9) 0.77050(15) 0.0206(4) Uani 1 1 d . . . . .
C27 C 0.76742(12) 0.37606(11) 0.71573(19) 0.0317(5) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N1 2.1395(16) 2_655 ?
Fe1 N1 2.1395(16) . ?
Fe1 N4 2.1810(16) 2_655 ?
Fe1 N4 2.1810(16) . ?
Fe1 N2 2.2019(16) 2_655 ?
Fe1 N2 2.2019(16) . ?
Fe2 N9 1.927(2) . ?
Fe2 N6 1.931(2) . ?
Fe2 N7 1.9744(15) 2_656 ?
Fe2 N7 1.9744(15) . ?
Fe2 N10 1.9765(16) . ?
Fe2 N10 1.9765(16) 2_656 ?
F1 C25 1.315(3) . ?
F2 C25 1.343(3) . ?
F3 C25 1.333(3) . ?
F4 C27 1.340(3) . ?
F5 C27 1.307(3) . ?
F6 C27 1.330(3) . ?
O1 C24 1.241(2) . ?
O2 C24 1.239(2) . ?
O3 C26 1.244(2) . ?
O4 C26 1.242(3) . ?
N1 C4 1.343(3) . ?
N1 C5 1.343(3) . ?
N2 N3 1.346(2) . ?
N2 C6 1.347(2) . ?
N3 C8 1.345(3) . ?
N3 H3N 0.8800 . ?
N4 N5 1.346(2) . ?
N4 C9 1.351(2) . ?
N5 C11 1.350(3) . ?
N5 H5N 0.8800 . ?
N6 C14 1.351(2) 2_656 ?
N6 C14 1.351(2) . ?
N7 N8 1.343(2) . ?
N7 C15 1.349(2) . ?
N8 C17 1.352(2) . ?
N8 H8N 0.8800 . ?
N9 C20 1.352(2) . ?
N9 C20 1.352(2) 2_656 ?
N10 N11 1.344(2) . ?
N10 C21 1.350(3) . ?
N11 C23 1.348(3) . ?
N11 H11N 0.8800 . ?
C1 C2 1.381(3) . ?
C1 C3 1.390(3) . ?
C1 H1 0.9500 . ?
C2 C4 1.394(3) . ?
C2 H2 0.9500 . ?
C3 C5 1.393(3) . ?
C3 H3 0.9500 . ?
C4 C6 1.464(3) . ?
C5 C9 1.465(3) . ?
C6 C7 1.399(3) . ?
C7 C8 1.377(3) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.397(3) . ?
C10 C11 1.379(3) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.388(2) . ?
C12 C13 1.388(2) 2_656 ?
C12 H12 0.9500 . ?
C13 C14 1.386(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.457(3) . ?
C15 C16 1.400(3) . ?
C16 C17 1.380(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.386(3) 2_656 ?
C18 C19 1.386(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(3) . ?
C19 H19 0.9500 . ?
C20 C21 1.453(3) . ?
C21 C22 1.405(3) . ?
C22 C23 1.374(3) . ?
C22 H22 0.9500 . ?
C23 H23 0.9500 . ?
C24 C25 1.550(3) . ?
C26 C27 1.544(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N1 163.91(9) 2_655 . ?
N1 Fe1 N4 74.03(6) 2_655 2_655 ?
N1 Fe1 N4 118.52(6) . 2_655 ?
N1 Fe1 N4 118.52(6) 2_655 . ?
N1 Fe1 N4 74.03(6) . . ?
N4 Fe1 N4 87.37(8) 2_655 . ?
N1 Fe1 N2 73.69(6) 2_655 2_655 ?
N1 Fe1 N2 94.03(6) . 2_655 ?
N4 Fe1 N2 147.41(6) 2_655 2_655 ?
N4 Fe1 N2 104.22(6) . 2_655 ?
N1 Fe1 N2 94.03(6) 2_655 . ?
N1 Fe1 N2 73.69(6) . . ?
N4 Fe1 N2 104.22(6) 2_655 . ?
N4 Fe1 N2 147.42(6) . . ?
N2 Fe1 N2 82.39(8) 2_655 . ?
N9 Fe2 N6 180.0 . . ?
N9 Fe2 N7 101.00(5) . 2_656 ?
N6 Fe2 N7 79.00(5) . 2_656 ?
N9 Fe2 N7 101.00(5) . . ?
N6 Fe2 N7 79.00(5) . . ?
N7 Fe2 N7 158.01(9) 2_656 . ?
N9 Fe2 N10 79.11(5) . . ?
N6 Fe2 N10 100.89(5) . . ?
N7 Fe2 N10 96.23(6) 2_656 . ?
N7 Fe2 N10 87.91(6) . . ?
N9 Fe2 N10 79.11(5) . 2_656 ?
N6 Fe2 N10 100.89(5) . 2_656 ?
N7 Fe2 N10 87.91(6) 2_656 2_656 ?
N7 Fe2 N10 96.23(6) . 2_656 ?
N10 Fe2 N10 158.23(10) . 2_656 ?
C4 N1 C5 120.42(17) . . ?
C4 N1 Fe1 119.62(13) . . ?
C5 N1 Fe1 119.92(13) . . ?
N3 N2 C6 105.40(15) . . ?
N3 N2 Fe1 137.52(13) . . ?
C6 N2 Fe1 115.13(12) . . ?
C8 N3 N2 111.55(16) . . ?
C8 N3 H3N 124.2 . . ?
N2 N3 H3N 124.2 . . ?
N5 N4 C9 105.58(16) . . ?
N5 N4 Fe1 136.91(13) . . ?
C9 N4 Fe1 115.68(13) . . ?
N4 N5 C11 111.26(18) . . ?
N4 N5 H5N 124.4 . . ?
C11 N5 H5N 124.4 . . ?
C14 N6 C14 120.6(2) 2_656 . ?
C14 N6 Fe2 119.71(11) 2_656 . ?
C14 N6 Fe2 119.71(11) . . ?
N8 N7 C15 106.00(15) . . ?
N8 N7 Fe2 137.28(13) . . ?
C15 N7 Fe2 115.64(12) . . ?
N7 N8 C17 111.01(16) . . ?
N7 N8 H8N 124.5 . . ?
C17 N8 H8N 124.5 . . ?
C20 N9 C20 120.3(2) . 2_656 ?
C20 N9 Fe2 119.84(12) . . ?
C20 N9 Fe2 119.84(12) 2_656 . ?
N11 N10 C21 106.13(16) . . ?
N11 N10 Fe2 137.91(13) . . ?
C21 N10 Fe2 115.81(13) . . ?
N10 N11 C23 110.97(17) . . ?
N10 N11 H11N 124.5 . . ?
C23 N11 H11N 124.5 . . ?
C2 C1 C3 120.51(19) . . ?
C2 C1 H1 119.7 . . ?
C3 C1 H1 119.7 . . ?
C1 C2 C4 118.5(2) . . ?
C1 C2 H2 120.8 . . ?
C4 C2 H2 120.8 . . ?
C1 C3 C5 117.96(19) . . ?
C1 C3 H3 121.0 . . ?
C5 C3 H3 121.0 . . ?
N1 C4 C2 121.14(18) . . ?
N1 C4 C6 113.45(16) . . ?
C2 C4 C6 125.39(18) . . ?
N1 C5 C3 121.51(19) . . ?
N1 C5 C9 112.84(17) . . ?
C3 C5 C9 125.65(18) . . ?
N2 C6 C7 110.65(17) . . ?
N2 C6 C4 116.55(17) . . ?
C7 C6 C4 132.80(18) . . ?
C8 C7 C6 104.67(17) . . ?
C8 C7 H7 127.7 . . ?
C6 C7 H7 127.7 . . ?
N3 C8 C7 107.72(18) . . ?
N3 C8 H8 126.1 . . ?
C7 C8 H8 126.1 . . ?
N4 C9 C10 110.59(18) . . ?
N4 C9 C5 116.75(17) . . ?
C10 C9 C5 132.60(19) . . ?
C11 C10 C9 104.83(18) . . ?
C11 C10 H10 127.6 . . ?
C9 C10 H10 127.6 . . ?
N5 C11 C10 107.73(18) . . ?
N5 C11 H11 126.1 . . ?
C10 C11 H11 126.1 . . ?
C13 C12 C13 120.6(2) . 2_656 ?
C13 C12 H12 119.7 . . ?
C13 C12 H12 119.7 2_656 . ?
C14 C13 C12 118.39(18) . . ?
C14 C13 H13 120.8 . . ?
C12 C13 H13 120.8 . . ?
N6 C14 C13 121.03(18) . . ?
N6 C14 C15 110.35(16) . . ?
C13 C14 C15 128.58(17) . . ?
N7 C15 C16 110.48(16) . . ?
N7 C15 C14 114.27(16) . . ?
C16 C15 C14 135.25(17) . . ?
C17 C16 C15 104.58(17) . . ?
C17 C16 H16 127.7 . . ?
C15 C16 H16 127.7 . . ?
N8 C17 C16 107.93(17) . . ?
N8 C17 H17 126.0 . . ?
C16 C17 H17 126.0 . . ?
C19 C18 C19 120.4(3) 2_656 . ?
C19 C18 H18 119.8 2_656 . ?
C19 C18 H18 119.8 . . ?
C18 C19 C20 118.6(2) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
N9 C20 C19 121.1(2) . . ?
N9 C20 C21 110.47(17) . . ?
C19 C20 C21 128.41(19) . . ?
N10 C21 C22 109.97(18) . . ?
N10 C21 C20 114.50(17) . . ?
C22 C21 C20 135.07(19) . . ?
C23 C22 C21 104.77(19) . . ?
C23 C22 H22 127.6 . . ?
C21 C22 H22 127.6 . . ?
N11 C23 C22 108.14(18) . . ?
N11 C23 H23 125.9 . . ?
C22 C23 H23 125.9 . . ?
O2 C24 O1 129.50(19) . . ?
O2 C24 C25 115.52(17) . . ?
O1 C24 C25 114.96(17) . . ?
F1 C25 F3 108.38(19) . . ?
F1 C25 F2 107.01(19) . . ?
F3 C25 F2 105.03(18) . . ?
F1 C25 C24 113.84(17) . . ?
F3 C25 C24 112.51(17) . . ?
F2 C25 C24 109.58(17) . . ?
O4 C26 O3 129.2(2) . . ?
O4 C26 C27 116.90(18) . . ?
O3 C26 C27 113.87(18) . . ?
F5 C27 F6 107.7(2) . . ?
F5 C27 F4 105.9(2) . . ?
F6 C27 F4 104.8(2) . . ?
F5 C27 C26 112.4(2) . . ?
F6 C27 C26 113.80(18) . . ?
F4 C27 C26 111.6(2) . . ?

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
C6 N2 N3 C8 -1.0(2) . . . . ?
Fe1 N2 N3 C8 -163.35(15) . . . . ?
C9 N4 N5 C11 -0.2(2) . . . . ?
Fe1 N4 N5 C11 -163.25(16) . . . . ?
C15 N7 N8 C17 0.2(2) . . . . ?
Fe2 N7 N8 C17 167.12(14) . . . . ?
C21 N10 N11 C23 0.7(2) . . . . ?
Fe2 N10 N11 C23 175.68(15) . . . . ?
C3 C1 C2 C4 0.0(3) . . . . ?
C2 C1 C3 C5 0.6(3) . . . . ?
C5 N1 C4 C2 0.8(3) . . . . ?
Fe1 N1 C4 C2 -176.90(14) . . . . ?
C5 N1 C4 C6 -177.57(16) . . . . ?
Fe1 N1 C4 C6 4.7(2) . . . . ?
C1 C2 C4 N1 -0.7(3) . . . . ?
C1 C2 C4 C6 177.44(19) . . . . ?
C4 N1 C5 C3 -0.2(3) . . . . ?
Fe1 N1 C5 C3 177.53(15) . . . . ?
C4 N1 C5 C9 179.49(17) . . . . ?
Fe1 N1 C5 C9 -2.8(2) . . . . ?
C1 C3 C5 N1 -0.5(3) . . . . ?
C1 C3 C5 C9 179.88(19) . . . . ?
N3 N2 C6 C7 0.7(2) . . . . ?
Fe1 N2 C6 C7 167.63(13) . . . . ?
N3 N2 C6 C4 -179.72(16) . . . . ?
Fe1 N2 C6 C4 -12.8(2) . . . . ?
N1 C4 C6 N2 5.6(2) . . . . ?
C2 C4 C6 N2 -172.65(18) . . . . ?
N1 C4 C6 C7 -174.9(2) . . . . ?
C2 C4 C6 C7 6.8(3) . . . . ?
N2 C6 C7 C8 -0.2(2) . . . . ?
C4 C6 C7 C8 -179.7(2) . . . . ?
N2 N3 C8 C7 0.9(2) . . . . ?
C6 C7 C8 N3 -0.4(2) . . . . ?
N5 N4 C9 C10 0.1(2) . . . . ?
Fe1 N4 C9 C10 167.36(13) . . . . ?
N5 N4 C9 C5 -177.50(16) . . . . ?
Fe1 N4 C9 C5 -10.2(2) . . . . ?
N1 C5 C9 N4 8.6(2) . . . . ?
C3 C5 C9 N4 -171.77(19) . . . . ?
N1 C5 C9 C10 -168.3(2) . . . . ?
C3 C5 C9 C10 11.3(4) . . . . ?
N4 C9 C10 C11 0.0(2) . . . . ?
C5 C9 C10 C11 177.1(2) . . . . ?
N4 N5 C11 C10 0.2(2) . . . . ?
C9 C10 C11 N5 -0.1(2) . . . . ?
C13 C12 C13 C14 0.32(12) 2_656 . . . ?
C14 N6 C14 C13 0.33(13) 2_656 . . . ?
Fe2 N6 C14 C13 -179.67(13) . . . . ?
C14 N6 C14 C15 178.24(16) 2_656 . . . ?
Fe2 N6 C14 C15 -1.76(16) . . . . ?
C12 C13 C14 N6 -0.6(2) . . . . ?
C12 C13 C14 C15 -178.14(15) . . . . ?
N8 N7 C15 C16 0.4(2) . . . . ?
Fe2 N7 C15 C16 -169.85(12) . . . . ?
N8 N7 C15 C14 -178.84(15) . . . . ?
Fe2 N7 C15 C14 11.0(2) . . . . ?
N6 C14 C15 N7 -6.0(2) . . . . ?
C13 C14 C15 N7 171.71(18) . . . . ?
N6 C14 C15 C16 175.08(18) . . . . ?
C13 C14 C15 C16 -7.2(3) . . . . ?
N7 C15 C16 C17 -0.7(2) . . . . ?
C14 C15 C16 C17 178.2(2) . . . . ?
N7 N8 C17 C16 -0.7(2) . . . . ?
C15 C16 C17 N8 0.8(2) . . . . ?
C19 C18 C19 C20 0.56(13) 2_656 . . . ?
C20 N9 C20 C19 0.58(14) 2_656 . . . ?
Fe2 N9 C20 C19 -179.42(14) . . . . ?
C20 N9 C20 C21 -176.63(18) 2_656 . . . ?
Fe2 N9 C20 C21 3.37(18) . . . . ?
C18 C19 C20 N9 -1.1(3) . . . . ?
C18 C19 C20 C21 175.53(17) . . . . ?
N11 N10 C21 C22 -1.4(2) . . . . ?
Fe2 N10 C21 C22 -177.66(13) . . . . ?
N11 N10 C21 C20 172.03(16) . . . . ?
Fe2 N10 C21 C20 -4.2(2) . . . . ?
N9 C20 C21 N10 0.7(2) . . . . ?
C19 C20 C21 N10 -176.3(2) . . . . ?
N9 C20 C21 C22 171.9(2) . . . . ?
C19 C20 C21 C22 -5.0(4) . . . . ?
N10 C21 C22 C23 1.6(2) . . . . ?
C20 C21 C22 C23 -170.0(2) . . . . ?
N10 N11 C23 C22 0.3(2) . . . . ?
C21 C22 C23 N11 -1.1(2) . . . . ?
O2 C24 C25 F1 -167.68(19) . . . . ?
O1 C24 C25 F1 13.9(3) . . . . ?
O2 C24 C25 F3 -43.9(3) . . . . ?
O1 C24 C25 F3 137.73(19) . . . . ?
O2 C24 C25 F2 72.6(2) . . . . ?
O1 C24 C25 F2 -105.8(2) . . . . ?
O4 C26 C27 F5 112.8(2) . . . . ?
O3 C26 C27 F5 -66.9(3) . . . . ?
O4 C26 C27 F6 -10.0(3) . . . . ?
O3 C26 C27 F6 170.3(2) . . . . ?
O4 C26 C27 F4 -128.3(2) . . . . ?
O3 C26 C27 F4 52.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N3 H3N O4 . . 7_776 2.729(2) 0.880 1.864 167.2 no
N5 H5N O1 . . . 2.675(2) 0.880 1.822 162.5 no
N8 H8N O2 . . . 2.696(2) 0.880 1.857 158.6 no
N11 H11N O3 . . . 2.703(2) 0.880 1.840 166.2 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'The single crystals obtained were grown after a solution of the complex was left for few days.'
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_xcalibur_CCDC1
_audit_block_doi                 10.5517/ccdc.csd.cc27646t
_database_code_depnum_ccdc_archive 'CCDC 2061475'
loop_
_audit_author_name
_audit_author_address
'Hiroki Akutsu'
;Osaka University
Japan
;
_audit_update_record             
;
2021-02-06 deposited with the CCDC.	2021-03-03 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C26 H18 F6 Fe N10 O4'
_chemical_formula_moiety         'C22 H18 Fe N10, 2(C2 F3 O2)'
_chemical_formula_weight         704.33
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
_space_group_IT_number           15
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                   19.3817(6)
_cell_length_b                   21.9198(7)
_cell_length_c                   14.0784(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.693(3)
_cell_angle_gamma                90.0000
_cell_volume                     5974.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    10148
_cell_measurement_theta_min      1.86
_cell_measurement_theta_max      30.85
_cell_measurement_temperature    250
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.750
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.230
_exptl_crystal_density_diffrn    1.566
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2848.00
_exptl_absorpt_coefficient_mu    0.593
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.75a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.677
_exptl_absorpt_correction_T_max  0.872

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      250
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'XtaLAB Synergy Custom Hipix Micromax-007'
_diffrn_reflns_number            20322
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_theta_max         27.491
_diffrn_reflns_theta_min         2.052
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6744
_reflns_number_gt                5482
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0529
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1254
_refine_ls_wR_factor_gt          0.1182
_refine_ls_number_restraints     24
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6744
_refine_ls_number_parameters     447
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0644P)²+4.8440P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.51
_refine_diff_density_min         -0.63
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe 0.3463 0.8444
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.92554(2) 0.250000 0.03749(12) Uani 1 2 d S T P . .
Fe2 Fe 0.500000 0.58004(2) 0.750000 0.03606(12) Uani 1 2 d S T P . .
F1 F 0.67840(17) 0.78717(15) 0.5161(5) 0.161(2) Uani 0.741(3) 1 d D . P . .
F2 F 0.67149(15) 0.69416(19) 0.4680(3) 0.1232(13) Uani 0.741(3) 1 d D . P . .
F3 F 0.65261(17) 0.7133(2) 0.6076(2) 0.1119(12) Uani 0.741(3) 1 d D . P . .
F4 F 0.7297(2) 0.39015(18) 0.6442(2) 0.1480(15) Uani 0.838(4) 1 d D . P . .
F5 F 0.7374(3) 0.34340(15) 0.7754(3) 0.1662(18) Uani 0.838(4) 1 d D . P . .
F6 F 0.82637(13) 0.38285(13) 0.7153(3) 0.1314(15) Uani 0.838(4) 1 d D . P . .
F11 F 0.6576(5) 0.7822(3) 0.5840(7) 0.161(2) Uani 0.259(3) 1 d D . P . .
F12 F 0.6828(4) 0.7470(5) 0.4499(5) 0.1232(13) Uani 0.259(3) 1 d D . P . .
F13 F 0.6613(6) 0.6874(3) 0.5650(7) 0.1119(12) Uani 0.259(3) 1 d D . P . .
F14 F 0.7869(9) 0.3935(9) 0.6472(7) 0.1480(15) Uani 0.162(4) 1 d D . P . .
F15 F 0.7049(6) 0.3563(8) 0.7259(15) 0.1662(18) Uani 0.162(4) 1 d D . P . .
F16 F 0.8060(7) 0.3621(6) 0.7904(9) 0.1314(15) Uani 0.162(4) 1 d D . P . .
O1 O 0.55016(11) 0.79472(8) 0.45919(17) 0.0767(6) Uani 1 1 d . . . . .
O2 O 0.53038(9) 0.69865(8) 0.50142(14) 0.0634(5) Uani 1 1 d . . . . .
O3 O 0.68368(10) 0.46203(11) 0.78891(18) 0.0871(7) Uani 1 1 d . . . . .
O4 O 0.79563(9) 0.48120(9) 0.81139(14) 0.0667(5) Uani 1 1 d . . . . .
N1 N 0.40658(8) 0.93705(8) 0.16577(13) 0.0434(4) Uani 1 1 d . . . . .
N2 N 0.51854(9) 1.00031(8) 0.15115(12) 0.0417(4) Uani 1 1 d . . . . .
N3 N 0.56826(10) 1.04189(8) 0.13703(13) 0.0473(4) Uani 1 1 d . . . . .
H3N H 0.610339 1.039256 0.161035 0.057 Uiso 1 1 calc R U . . .
N4 N 0.43028(9) 0.85424(8) 0.29553(15) 0.0491(4) Uani 1 1 d . . . . .
N5 N 0.43435(11) 0.80429(9) 0.35074(18) 0.0617(6) Uani 1 1 d . . . . .
H5N H 0.467865 0.796559 0.392278 0.074 Uiso 1 1 calc R U . . .
N6 N 0.500000 0.48447(10) 0.750000 0.0354(5) Uani 1 2 d S T P . .
N7 N 0.54199(8) 0.55441(8) 0.61811(12) 0.0400(4) Uani 1 1 d . . . . .
N8 N 0.56899(9) 0.58190(8) 0.54322(13) 0.0472(4) Uani 1 1 d . . . . .
H8N H 0.567259 0.620981 0.532581 0.057 Uiso 1 1 calc R U . . .
N9 N 0.500000 0.67602(11) 0.750000 0.0477(6) Uani 1 2 d S T P . .
N10 N 0.60201(9) 0.60680(10) 0.80426(14) 0.0512(4) Uani 1 1 d . . . . .
N11 N 0.66212(11) 0.57981(12) 0.83227(17) 0.0680(6) Uani 1 1 d . . . . .
H11N H 0.670201 0.540845 0.829054 0.082 Uiso 1 1 calc R U . . .
C1 C 0.28548(14) 0.95410(17) 0.0619(2) 0.0796(9) Uani 1 1 d . . . . .
H1 H 0.243689 0.960114 0.026512 0.096 Uiso 1 1 calc R U . . .
C2 C 0.33890(13) 0.99450(15) 0.05279(19) 0.0687(8) Uani 1 1 d . . . . .
H2 H 0.334424 1.028022 0.011315 0.082 Uiso 1 1 calc R U . . .
C3 C 0.29251(12) 0.90468(16) 0.1225(2) 0.0714(8) Uani 1 1 d . . . . .
H3 H 0.256170 0.876705 0.128156 0.086 Uiso 1 1 calc R U . . .
C4 C 0.39972(11) 0.98442(11) 0.10660(15) 0.0478(5) Uani 1 1 d . . . . .
C5 C 0.35462(10) 0.89723(11) 0.17506(18) 0.0516(5) Uani 1 1 d . . . . .
C6 C 0.46211(11) 1.02179(10) 0.10327(14) 0.0448(5) Uani 1 1 d . . . . .
C7 C 0.47676(15) 1.07674(11) 0.05876(18) 0.0581(6) Uani 1 1 d . . . . .
H7 H 0.446310 1.101046 0.021132 0.070 Uiso 1 1 calc R U . . .
C8 C 0.54494(15) 1.08769(11) 0.08160(19) 0.0590(6) Uani 1 1 d . . . . .
H8 H 0.570756 1.121315 0.061907 0.071 Uiso 1 1 calc R U . . .
C9 C 0.37106(10) 0.84887(11) 0.24270(19) 0.0531(6) Uani 1 1 d . . . . .
C10 C 0.33784(14) 0.79446(12) 0.2643(3) 0.0739(9) Uani 1 1 d . . . . .
H10 H 0.295914 0.779487 0.237245 0.089 Uiso 1 1 calc R U . . .
C11 C 0.37938(15) 0.76785(12) 0.3329(3) 0.0778(9) Uani 1 1 d . . . . .
H11 H 0.371110 0.730379 0.362788 0.093 Uiso 1 1 calc R U . . .
C12 C 0.500000 0.35972(14) 0.750000 0.0572(8) Uani 1 2 d S T P . .
H12 H 0.499999 0.316835 0.750001 0.069 Uiso 1 2 calc R U P . .
C13 C 0.53011(12) 0.39091(9) 0.67772(17) 0.0501(5) Uani 1 1 d . . . . .
H13 H 0.550611 0.369840 0.628181 0.060 Uiso 1 1 calc R U . . .
C14 C 0.52942(10) 0.45412(9) 0.67989(14) 0.0377(4) Uani 1 1 d . . . . .
C15 C 0.55620(10) 0.49483(9) 0.60820(14) 0.0386(4) Uani 1 1 d . . . . .
C16 C 0.59266(11) 0.48495(11) 0.52623(16) 0.0481(5) Uani 1 1 d . . . . .
H16 H 0.609144 0.447660 0.503351 0.058 Uiso 1 1 calc R U . . .
C17 C 0.59901(11) 0.54136(12) 0.48681(17) 0.0521(5) Uani 1 1 d . . . . .
H17 H 0.620625 0.550312 0.430067 0.062 Uiso 1 1 calc R U . . .
C18 C 0.500000 0.80087(19) 0.750000 0.0834(14) Uani 1 2 d S T P . .
H18 H 0.500001 0.843754 0.750003 0.100 Uiso 1 2 calc R U P . .
C19 C 0.55561(18) 0.76953(13) 0.7897(2) 0.0759(9) Uani 1 1 d . . . . .
H19 H 0.593630 0.790639 0.817555 0.091 Uiso 1 1 calc R U . . .
C20 C 0.55475(13) 0.70662(11) 0.78807(17) 0.0552(6) Uani 1 1 d . . . . .
C21 C 0.61110(13) 0.66610(12) 0.82038(18) 0.0580(6) Uani 1 1 d . . . . .
C22 C 0.67695(17) 0.6768(2) 0.8601(3) 0.0911(11) Uani 1 1 d . . . . .
H22 H 0.696277 0.714503 0.879084 0.109 Uiso 1 1 calc R U . . .
C23 C 0.70725(16) 0.6211(2) 0.8655(3) 0.0958(12) Uani 1 1 d . . . . .
H23 H 0.752575 0.613074 0.888778 0.115 Uiso 1 1 calc R U . . .
C24 C 0.56642(12) 0.74399(10) 0.49146(17) 0.0502(5) Uani 1 1 d . . . . .
C25 C 0.64245(14) 0.73741(11) 0.5213(2) 0.0682(7) Uani 1 1 d D . . . .
C26 C 0.74572(12) 0.45062(13) 0.78301(19) 0.0564(6) Uani 1 1 d . . . . .
C27 C 0.76055(15) 0.39096(14) 0.7316(2) 0.0848(9) Uani 1 1 d D . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.40.75a (Rigaku OD, 2020)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.75a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.75a (Rigaku OD, 2020)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 N1 2.1321(16) 2_655 ?
Fe1 N1 2.1322(16) . ?
Fe1 N4 2.1819(18) 2_655 ?
Fe1 N4 2.1819(18) . ?
Fe1 N2 2.1907(18) 2_655 ?
Fe1 N2 2.1908(18) . ?
Fe2 N6 2.095(2) . ?
Fe2 N9 2.104(3) . ?
Fe2 N7 2.1372(17) 2_656 ?
Fe2 N7 2.1372(17) . ?
Fe2 N10 2.1666(19) 2_656 ?
Fe2 N10 2.1667(19) . ?
F1 F11 1.060(9) . ?
F1 F12 1.288(9) . ?
F1 C25 1.298(3) . ?
F2 F12 1.208(10) . ?
F2 C25 1.348(3) . ?
F2 F13 1.397(9) . ?
F3 F13 0.847(9) . ?
F3 C25 1.331(3) . ?
F3 F11 1.550(9) . ?
F4 F14 1.110(16) . ?
F4 C27 1.342(3) . ?
F4 F15 1.468(16) . ?
F5 F15 0.961(15) . ?
F5 C27 1.301(3) . ?
F5 F16 1.398(13) . ?
F6 F14 1.222(15) . ?
F6 F16 1.232(13) . ?
F6 C27 1.319(3) . ?
F11 C25 1.342(5) . ?
F12 C25 1.319(4) . ?
F13 C25 1.301(4) . ?
F14 C27 1.318(5) . ?
F15 C27 1.318(5) . ?
F16 C27 1.339(5) . ?
O1 C24 1.236(3) . ?
O2 C24 1.227(3) . ?
O3 C26 1.235(3) . ?
O4 C26 1.228(3) . ?
N1 C4 1.334(3) . ?
N1 C5 1.344(3) . ?
N2 C6 1.343(3) . ?
N2 N3 1.348(3) . ?
N3 C8 1.337(3) . ?
N4 C9 1.343(3) . ?
N4 N5 1.343(3) . ?
N5 C11 1.346(3) . ?
N6 C14 1.340(2) 2_656 ?
N6 C14 1.340(2) . ?
N7 N8 1.342(2) . ?
N7 C15 1.343(3) . ?
N8 C17 1.342(3) . ?
N9 C20 1.345(3) . ?
N9 C20 1.345(3) 2_656 ?
N10 C21 1.330(3) . ?
N10 N11 1.349(3) . ?
N11 C23 1.329(4) . ?
C1 C2 1.373(5) . ?
C1 C3 1.382(5) . ?
C2 C4 1.389(3) . ?
C3 C5 1.393(3) . ?
C4 C6 1.463(3) . ?
C5 C9 1.450(4) . ?
C6 C7 1.393(3) . ?
C7 C8 1.366(4) . ?
C9 C10 1.395(3) . ?
C10 C11 1.360(5) . ?
C12 C13 1.378(3) . ?
C12 C13 1.378(3) 2_656 ?
C13 C14 1.386(3) . ?
C14 C15 1.461(3) . ?
C15 C16 1.398(3) . ?
C16 C17 1.363(3) . ?
C18 C19 1.375(4) 2_656 ?
C18 C19 1.375(4) . ?
C19 C20 1.379(4) . ?
C20 C21 1.464(4) . ?
C21 C22 1.389(4) . ?
C22 C23 1.356(6) . ?
C24 C25 1.520(3) . ?
C26 C27 1.528(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N1 166.42(10) 2_655 . ?
N1 Fe1 N4 74.13(7) 2_655 2_655 ?
N1 Fe1 N4 116.28(7) . 2_655 ?
N1 Fe1 N4 116.28(7) 2_655 . ?
N1 Fe1 N4 74.13(7) . . ?
N4 Fe1 N4 88.51(10) 2_655 . ?
N1 Fe1 N2 73.65(7) 2_655 2_655 ?
N1 Fe1 N2 96.00(6) . 2_655 ?
N4 Fe1 N2 147.65(7) 2_655 2_655 ?
N4 Fe1 N2 103.11(7) . 2_655 ?
N1 Fe1 N2 96.00(6) 2_655 . ?
N1 Fe1 N2 73.65(7) . . ?
N4 Fe1 N2 103.11(7) 2_655 . ?
N4 Fe1 N2 147.65(7) . . ?
N2 Fe1 N2 83.14(9) 2_655 . ?
N6 Fe2 N9 180.0 . . ?
N6 Fe2 N7 74.76(4) . 2_656 ?
N9 Fe2 N7 105.24(4) . 2_656 ?
N6 Fe2 N7 74.76(4) . . ?
N9 Fe2 N7 105.24(4) . . ?
N7 Fe2 N7 149.52(9) 2_656 . ?
N6 Fe2 N10 105.70(6) . 2_656 ?
N9 Fe2 N10 74.30(6) . 2_656 ?
N7 Fe2 N10 89.95(7) 2_656 2_656 ?
N7 Fe2 N10 98.23(7) . 2_656 ?
N6 Fe2 N10 105.70(6) . . ?
N9 Fe2 N10 74.30(6) . . ?
N7 Fe2 N10 98.23(7) 2_656 . ?
N7 Fe2 N10 89.95(7) . . ?
N10 Fe2 N10 148.59(11) 2_656 . ?
F11 F1 F12 128.5(5) . . ?
F11 F1 C25 68.5(3) . . ?
F12 F1 C25 61.3(3) . . ?
F12 F2 C25 61.8(3) . . ?
F12 F2 F13 110.1(5) . . ?
C25 F2 F13 56.6(3) . . ?
F13 F3 C25 69.3(4) . . ?
F13 F3 F11 118.9(6) . . ?
C25 F3 F11 54.9(3) . . ?
F14 F4 C27 64.2(4) . . ?
F14 F4 F15 111.7(8) . . ?
C27 F4 F15 55.8(5) . . ?
F15 F5 C27 69.5(5) . . ?
F15 F5 F16 127.7(7) . . ?
C27 F5 F16 59.4(4) . . ?
F14 F6 F16 122.1(7) . . ?
F14 F6 C27 62.4(5) . . ?
F16 F6 C27 63.2(4) . . ?
F1 F11 C25 64.2(4) . . ?
F1 F11 F3 108.9(5) . . ?
C25 F11 F3 54.2(3) . . ?
F2 F12 F1 119.0(5) . . ?
F2 F12 C25 64.3(4) . . ?
F1 F12 C25 59.7(3) . . ?
F3 F13 C25 73.1(5) . . ?
F3 F13 F2 131.4(6) . . ?
C25 F13 F2 59.8(3) . . ?
F4 F14 F6 127.1(7) . . ?
F4 F14 C27 66.5(5) . . ?
F6 F14 C27 62.4(4) . . ?
F5 F15 C27 67.5(5) . . ?
F5 F15 F4 119.2(9) . . ?
C27 F15 F4 57.3(5) . . ?
F6 F16 C27 61.6(4) . . ?
F6 F16 F5 108.6(6) . . ?
C27 F16 F5 56.7(4) . . ?
C4 N1 C5 120.88(19) . . ?
C4 N1 Fe1 119.77(14) . . ?
C5 N1 Fe1 119.33(16) . . ?
C6 N2 N3 105.08(17) . . ?
C6 N2 Fe1 115.29(14) . . ?
N3 N2 Fe1 137.67(13) . . ?
C8 N3 N2 111.7(2) . . ?
C9 N4 N5 105.93(19) . . ?
C9 N4 Fe1 115.16(16) . . ?
N5 N4 Fe1 137.19(15) . . ?
N4 N5 C11 110.6(2) . . ?
C14 N6 C14 120.5(2) 2_656 . ?
C14 N6 Fe2 119.77(11) 2_656 . ?
C14 N6 Fe2 119.77(11) . . ?
N8 N7 C15 105.39(17) . . ?
N8 N7 Fe2 138.00(14) . . ?
C15 N7 Fe2 115.73(13) . . ?
N7 N8 C17 111.32(18) . . ?
C20 N9 C20 120.2(3) . 2_656 ?
C20 N9 Fe2 119.91(15) . . ?
C20 N9 Fe2 119.90(15) 2_656 . ?
C21 N10 N11 105.8(2) . . ?
C21 N10 Fe2 115.86(16) . . ?
N11 N10 Fe2 138.22(18) . . ?
C23 N11 N10 110.4(3) . . ?
C2 C1 C3 120.7(2) . . ?
C1 C2 C4 118.1(3) . . ?
C1 C3 C5 118.5(3) . . ?
N1 C4 C2 121.4(2) . . ?
N1 C4 C6 113.43(17) . . ?
C2 C4 C6 125.1(2) . . ?
N1 C5 C3 120.4(3) . . ?
N1 C5 C9 113.33(18) . . ?
C3 C5 C9 126.3(2) . . ?
N2 C6 C7 110.5(2) . . ?
N2 C6 C4 116.27(19) . . ?
C7 C6 C4 133.2(2) . . ?
C8 C7 C6 105.2(2) . . ?
N3 C8 C7 107.6(2) . . ?
N4 C9 C10 110.2(2) . . ?
N4 C9 C5 117.07(19) . . ?
C10 C9 C5 132.7(2) . . ?
C11 C10 C9 104.9(2) . . ?
N5 C11 C10 108.4(2) . . ?
C13 C12 C13 120.5(3) . 2_656 ?
C12 C13 C14 118.3(2) . . ?
N6 C14 C13 121.17(19) . . ?
N6 C14 C15 112.52(17) . . ?
C13 C14 C15 126.26(19) . . ?
N7 C15 C16 110.52(19) . . ?
N7 C15 C14 116.16(17) . . ?
C16 C15 C14 133.27(19) . . ?
C17 C16 C15 104.7(2) . . ?
N8 C17 C16 108.0(2) . . ?
C19 C18 C19 120.0(4) 2_656 . ?
C18 C19 C20 119.0(3) . . ?
N9 C20 C19 120.9(3) . . ?
N9 C20 C21 112.6(2) . . ?
C19 C20 C21 126.4(3) . . ?
N10 C21 C22 110.3(3) . . ?
N10 C21 C20 116.7(2) . . ?
C22 C21 C20 132.9(3) . . ?
C23 C22 C21 104.9(3) . . ?
N11 C23 C22 108.6(3) . . ?
O2 C24 O1 129.3(2) . . ?
O2 C24 C25 116.2(2) . . ?
O1 C24 C25 114.5(2) . . ?
F1 C25 F13 126.5(6) . . ?
F1 C25 F12 59.0(5) . . ?
F13 C25 F12 109.3(5) . . ?
F1 C25 F3 109.2(3) . . ?
F13 C25 F3 37.5(4) . . ?
F12 C25 F3 133.7(5) . . ?
F1 C25 F11 47.3(4) . . ?
F13 C25 F11 104.9(5) . . ?
F12 C25 F11 105.4(5) . . ?
F3 C25 F11 70.9(5) . . ?
F1 C25 F2 108.7(3) . . ?
F13 C25 F2 63.6(5) . . ?
F12 C25 F2 53.8(5) . . ?
F3 C25 F2 100.4(3) . . ?
F11 C25 F2 142.7(5) . . ?
F1 C25 C24 114.9(2) . . ?
F13 C25 C24 117.3(5) . . ?
F12 C25 C24 112.1(5) . . ?
F3 C25 C24 113.0(2) . . ?
F11 C25 C24 106.9(5) . . ?
F2 C25 C24 109.7(2) . . ?
O4 C26 O3 128.5(3) . . ?
O4 C26 C27 117.3(2) . . ?
O3 C26 C27 114.2(3) . . ?
F5 C27 F14 128.2(9) . . ?
F5 C27 F15 43.0(7) . . ?
F14 C27 F15 108.7(8) . . ?
F5 C27 F6 109.4(3) . . ?
F14 C27 F6 55.2(8) . . ?
F15 C27 F6 135.0(9) . . ?
F5 C27 F16 63.9(7) . . ?
F14 C27 F16 107.8(7) . . ?
F15 C27 F16 106.2(7) . . ?
F6 C27 F16 55.2(6) . . ?
F5 C27 F4 105.9(4) . . ?
F14 C27 F4 49.3(8) . . ?
F15 C27 F4 66.9(8) . . ?
F6 C27 F4 103.4(3) . . ?
F16 C27 F4 144.3(7) . . ?
F5 C27 C26 112.7(3) . . ?
F14 C27 C26 118.7(9) . . ?
F15 C27 C26 110.5(10) . . ?
F6 C27 C26 113.8(3) . . ?
F16 C27 C26 104.2(6) . . ?
F4 C27 C26 111.1(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N5 H5N O1 . . . 2.663(3) 0.870 1.814 164.5 no
N8 H8N O2 . . . 2.723(2) 0.870 1.890 159.7 no
N8 H8N F13 . . . 2.931(9) 0.870 2.361 123.4 no
N3 H3N O4 . . 7_666 2.750(3) 0.870 1.899 165.5 no
N11 H11N O3 . . . 2.690(4) 0.870 1.840 165.1 no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        '[Fe(bpp)2](CF3COO)2'
_chemical_name_common            '[Fe(bpp)2](TFA)2'
_exptl_crystal_recrystallization_method 
'The aquaous solution was left over few days at RT'
_exptl_crystal_preparation       'Magnetic properties'
