# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

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

data_1b
_database_code_depnum_ccdc_archive 'CCDC 2250313'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Mochida'
;Kobe University
Japan
;
_audit_update_record             
;
2025-02-10 deposited with the CCDC.	2025-03-11 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            TDBBF_1
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H16 Br2 Fe2'
_chemical_formula_iupac          ?
_chemical_formula_weight         527.85

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.4872(13)
_cell_length_b                   7.4956(10)
_cell_length_c                   12.2757(16)
_cell_angle_alpha                90
_cell_angle_beta                 104.888(2)
_cell_angle_gamma                90
_cell_volume                     843.6(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3108
_cell_measurement_theta_min      2.4338
_cell_measurement_theta_max      27.4780
_cell_measurement_temperature    90.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.055
_exptl_crystal_density_diffrn    2.078
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             516

_exptl_absorpt_coefficient_mu    6.453
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.55
_exptl_absorpt_correction_T_max  0.72

_exptl_special_details           
;
;

_diffrn_ambient_temperature      90.(2)

_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Bruker Turbo X-ray Source'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            4714
_diffrn_reflns_av_R_equivalents  0.0169
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_theta_min         2.43
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       15

_refine_special_details          
;
;

_reflns_number_total             1922
_reflns_number_gt                1759
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_gt          0.0692
_refine_ls_wR_factor_ref         0.0704
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_number_reflns         1922
_refine_ls_number_parameters     109
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0381P)²+1.4244P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.073
_refine_diff_density_min         -0.642
_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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C9 0.7771(5) 0.2712(5) 0.3074(3) 0.0419(10) Uani d . . . 1 . .
H H9 0.828094 0.340495 0.265125 0.05 Uiso calc U . R 1 . .
C C10 0.6256(4) 0.2614(5) 0.2882(3) 0.0331(8) Uani d . . . 1 . .
H H10 0.556376 0.322428 0.230569 0.04 Uiso calc U . R 1 . .
C C1 0.5789(3) 0.5111(3) 0.5106(2) 0.0119(5) Uani d . . . 1 . .
C C2 0.6937(3) 0.4333(4) 0.59859(19) 0.0134(5) Uani d . . . 1 . .
C C6 0.5931(3) 0.1457(4) 0.3689(3) 0.0245(6) Uani d . . . 1 . .
H H6 0.498272 0.114409 0.374626 0.029 Uiso calc U . R 1 . .
C C3 0.8322(3) 0.4898(4) 0.5860(2) 0.0150(5) Uani d . . . 1 . .
H H3 0.924758 0.457448 0.633038 0.018 Uiso calc U . R 1 . .
C C7 0.7263(4) 0.0842(4) 0.4398(3) 0.0309(7) Uani d . . . 1 . .
H H7 0.737767 0.006261 0.502497 0.037 Uiso calc U . R 1 . .
C C4 0.8064(3) 0.6029(4) 0.4904(2) 0.0160(5) Uani d . . . 1 . .
H H4 0.879028 0.65941 0.461684 0.019 Uiso calc U . R 1 . .
C C8 0.8408(4) 0.1625(5) 0.3988(4) 0.0417(10) Uani d . . . 1 . .
H H8 0.942404 0.14343 0.42875 0.05 Uiso calc U . R 1 . .
C C5 0.6532(3) 0.6171(4) 0.4449(2) 0.0151(5) Uani d . . . 1 . .
H H5 0.606849 0.686202 0.380827 0.018 Uiso calc U . R 1 . .
Br Br1 0.67951(3) 0.28860(5) 0.72140(2) 0.02470(11) Uani d . . . 1 . .
Fe Fe1 0.71602(4) 0.35576(5) 0.44652(3) 0.01256(11) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C9 C8 . 1.393(6) ?
C9 C10 . 1.397(6) ?
C9 Fe1 . 2.040(3) ?
C9 H9 . 0.95 ?
C10 C6 . 1.409(5) ?
C10 Fe1 . 2.039(3) ?
C10 H10 . 0.95 ?
C1 C5 . 1.439(3) ?
C1 C2 . 1.445(3) ?
C1 C1 3_666 1.461(5) ?
C1 Fe1 . 2.048(2) ?
C2 C3 . 1.426(3) ?
C2 Br1 . 1.890(2) ?
C2 Fe1 . 2.018(2) ?
C6 C7 . 1.415(4) ?
C6 Fe1 . 2.043(3) ?
C6 H6 . 0.95 ?
C3 C4 . 1.417(4) ?
C3 Fe1 . 2.046(3) ?
C3 H3 . 0.95 ?
C7 C8 . 1.434(5) ?
C7 Fe1 . 2.040(3) ?
C7 H7 . 0.95 ?
C4 C5 . 1.421(4) ?
C4 Fe1 . 2.054(3) ?
C4 H4 . 0.95 ?
C8 Fe1 . 2.049(3) ?
C8 H8 . 0.95 ?
C5 Fe1 . 2.046(3) ?
C5 H5 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C8 C9 C10 . . 108.7(3) ?
C8 C9 Fe1 . . 70.45(19) ?
C10 C9 Fe1 . . 69.92(18) ?
C8 C9 H9 . . 125.7 ?
C10 C9 H9 . . 125.7 ?
Fe1 C9 H9 . . 125.6 ?
C9 C10 C6 . . 108.4(3) ?
C9 C10 Fe1 . . 70.04(19) ?
C6 C10 Fe1 . . 69.99(17) ?
C9 C10 H10 . . 125.8 ?
C6 C10 H10 . . 125.8 ?
Fe1 C10 H10 . . 125.7 ?
C5 C1 C2 . . 104.9(2) ?
C5 C1 C1 . 3_666 126.2(3) ?
C2 C1 C1 . 3_666 128.9(3) ?
C5 C1 Fe1 . . 69.37(14) ?
C2 C1 Fe1 . . 68.05(13) ?
C1 C1 Fe1 3_666 . 126.1(2) ?
C3 C2 C1 . . 109.7(2) ?
C3 C2 Br1 . . 120.87(18) ?
C1 C2 Br1 . . 129.30(18) ?
C3 C2 Fe1 . . 70.51(14) ?
C1 C2 Fe1 . . 70.30(13) ?
Br1 C2 Fe1 . . 128.22(14) ?
C10 C6 C7 . . 108.1(3) ?
C10 C6 Fe1 . . 69.62(17) ?
C7 C6 Fe1 . . 69.60(17) ?
C10 C6 H6 . . 125.9 ?
C7 C6 H6 . . 125.9 ?
Fe1 C6 H6 . . 126.4 ?
C4 C3 C2 . . 107.4(2) ?
C4 C3 Fe1 . . 70.10(15) ?
C2 C3 Fe1 . . 68.39(14) ?
C4 C3 H3 . . 126.3 ?
C2 C3 H3 . . 126.3 ?
Fe1 C3 H3 . . 126.8 ?
C6 C7 C8 . . 106.7(3) ?
C6 C7 Fe1 . . 69.85(18) ?
C8 C7 Fe1 . . 69.81(19) ?
C6 C7 H7 . . 126.6 ?
C8 C7 H7 . . 126.6 ?
Fe1 C7 H7 . . 125.3 ?
C3 C4 C5 . . 108.2(2) ?
C3 C4 Fe1 . . 69.46(15) ?
C5 C4 Fe1 . . 69.43(15) ?
C3 C4 H4 . . 125.9 ?
C5 C4 H4 . . 125.9 ?
Fe1 C4 H4 . . 126.8 ?
C9 C8 C7 . . 108.1(3) ?
C9 C8 Fe1 . . 69.73(19) ?
C7 C8 Fe1 . . 69.12(18) ?
C9 C8 H8 . . 125.9 ?
C7 C8 H8 . . 125.9 ?
Fe1 C8 H8 . . 126.8 ?
C4 C5 C1 . . 109.7(2) ?
C4 C5 Fe1 . . 70.02(15) ?
C1 C5 Fe1 . . 69.48(15) ?
C4 C5 H5 . . 125.1 ?
C1 C5 H5 . . 125.1 ?
Fe1 C5 H5 . . 127.0 ?
C2 Fe1 C10 . . 149.72(13) ?
C2 Fe1 C9 . . 169.71(15) ?
C10 Fe1 C9 . . 40.05(16) ?
C2 Fe1 C7 . . 110.01(13) ?
C10 Fe1 C7 . . 68.19(14) ?
C9 Fe1 C7 . . 68.25(16) ?
C2 Fe1 C6 . . 118.07(11) ?
C10 Fe1 C6 . . 40.38(14) ?
C9 Fe1 C6 . . 67.72(13) ?
C7 Fe1 C6 . . 40.55(13) ?
C2 Fe1 C3 . . 41.09(10) ?
C10 Fe1 C3 . . 166.48(13) ?
C9 Fe1 C3 . . 130.19(13) ?
C7 Fe1 C3 . . 120.15(12) ?
C6 Fe1 C3 . . 152.73(12) ?
C2 Fe1 C5 . . 68.50(10) ?
C10 Fe1 C5 . . 105.83(13) ?
C9 Fe1 C5 . . 115.72(15) ?
C7 Fe1 C5 . . 166.29(12) ?
C6 Fe1 C5 . . 127.10(12) ?
C3 Fe1 C5 . . 68.35(11) ?
C2 Fe1 C1 . . 41.65(9) ?
C10 Fe1 C1 . . 114.22(13) ?
C9 Fe1 C1 . . 147.47(16) ?
C7 Fe1 C1 . . 128.66(12) ?
C6 Fe1 C1 . . 105.94(11) ?
C3 Fe1 C1 . . 70.02(10) ?
C5 Fe1 C1 . . 41.15(10) ?
C2 Fe1 C8 . . 132.36(15) ?
C10 Fe1 C8 . . 67.33(16) ?
C9 Fe1 C8 . . 39.83(18) ?
C7 Fe1 C8 . . 41.07(15) ?
C6 Fe1 C8 . . 67.93(12) ?
C3 Fe1 C8 . . 111.08(12) ?
C5 Fe1 C8 . . 149.56(15) ?
C1 Fe1 C8 . . 169.27(15) ?
C2 Fe1 C4 . . 68.51(10) ?
C10 Fe1 C4 . . 127.42(13) ?
C9 Fe1 C4 . . 108.08(12) ?
C7 Fe1 C4 . . 152.74(12) ?
C6 Fe1 C4 . . 165.20(12) ?
C3 Fe1 C4 . . 40.45(10) ?
C5 Fe1 C4 . . 40.55(10) ?
C1 Fe1 C4 . . 69.53(10) ?
C8 Fe1 C4 . . 118.65(12) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C8 C9 C10 C6 . . . . 0.3(4) ?
Fe1 C9 C10 C6 . . . . -59.7(2) ?
C8 C9 C10 Fe1 . . . . 60.0(2) ?
C5 C1 C2 C3 . . . . -0.3(3) ?
C1 C1 C2 C3 3_666 . . . 179.1(3) ?
Fe1 C1 C2 C3 . . . . 59.68(18) ?
C5 C1 C2 Br1 . . . . 176.3(2) ?
C1 C1 C2 Br1 3_666 . . . -4.4(5) ?
Fe1 C1 C2 Br1 . . . . -123.8(2) ?
C5 C1 C2 Fe1 . . . . -59.95(17) ?
C1 C1 C2 Fe1 3_666 . . . 119.4(4) ?
C9 C10 C6 C7 . . . . 0.6(4) ?
Fe1 C10 C6 C7 . . . . -59.2(2) ?
C9 C10 C6 Fe1 . . . . 59.7(2) ?
C1 C2 C3 C4 . . . . -0.1(3) ?
Br1 C2 C3 C4 . . . . -176.96(18) ?
Fe1 C2 C3 C4 . . . . 59.46(18) ?
C1 C2 C3 Fe1 . . . . -59.55(18) ?
Br1 C2 C3 Fe1 . . . . 123.57(19) ?
C10 C6 C7 C8 . . . . -1.2(3) ?
Fe1 C6 C7 C8 . . . . -60.4(2) ?
C10 C6 C7 Fe1 . . . . 59.2(2) ?
C2 C3 C4 C5 . . . . 0.4(3) ?
Fe1 C3 C4 C5 . . . . 58.81(18) ?
C2 C3 C4 Fe1 . . . . -58.39(18) ?
C10 C9 C8 C7 . . . . -1.1(4) ?
Fe1 C9 C8 C7 . . . . 58.6(2) ?
C10 C9 C8 Fe1 . . . . -59.7(2) ?
C6 C7 C8 C9 . . . . 1.4(4) ?
Fe1 C7 C8 C9 . . . . -59.0(2) ?
C6 C7 C8 Fe1 . . . . 60.4(2) ?
C3 C4 C5 C1 . . . . -0.6(3) ?
Fe1 C4 C5 C1 . . . . 58.22(18) ?
C3 C4 C5 Fe1 . . . . -58.83(19) ?
C2 C1 C5 C4 . . . . 0.5(3) ?
C1 C1 C5 C4 3_666 . . . -178.9(3) ?
Fe1 C1 C5 C4 . . . . -58.54(19) ?
C2 C1 C5 Fe1 . . . . 59.08(17) ?
C1 C1 C5 Fe1 3_666 . . . -120.3(3) ?

####################################################################### 
# 
# 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_TDBBF
_database_code_depnum_ccdc_archive 'CCDC 2250314'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Mochida'
;Kobe University
Japan
;
_audit_update_record             
;
2023-03-21 deposited with the CCDC.	2025-03-11 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            FcBrCN
_chemical_formula_moiety         'C11 H8 Br Fe N'
_chemical_formula_sum            'C11 H8 Br Fe N'
_chemical_formula_iupac          ?
_chemical_formula_weight         289.94
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.018(8)
_cell_length_b                   10.319(9)
_cell_length_c                   10.748(10)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1000.2(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4565
_cell_measurement_theta_min      2.7500
_cell_measurement_theta_max      27.4979
_cell_measurement_temperature    90.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.532
_exptl_crystal_size_mid          0.147
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.925
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             568

_exptl_absorpt_coefficient_mu    5.455
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.35
_exptl_absorpt_correction_T_max  0.64

_exptl_special_details           
;
;

_diffrn_ambient_temperature      90.(2)

_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Bruker Turbo X-ray Source'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            5561
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_theta_min         2.74
_diffrn_reflns_theta_max         27.35
_diffrn_reflns_theta_full        27.35
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;

Refined as a 2-component inversion twin.
;

_reflns_number_total             2209
_reflns_number_gt                2102
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0200
_refine_ls_wR_factor_gt          0.0496
_refine_ls_wR_factor_ref         0.0500
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.085
_refine_ls_number_reflns         2209
_refine_ls_number_parameters     128
_refine_ls_number_restraints     18
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0090P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.583
_refine_diff_density_min         -0.445
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.024(12)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  'Generate Report (Bruker AXS Inc., 2017)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br1 0.58420(3) 0.64678(3) 0.31346(3) 0.01622(10) Uani d . . . 1 . .
Fe Fe1 0.22164(4) 0.64523(4) 0.18738(4) 0.00837(11) Uani d . . . 1 . .
N N1 0.3129(3) 0.9026(3) 0.4677(3) 0.0224(7) Uani d U . . 1 . .
C C1 0.2029(4) 0.4783(4) 0.2904(4) 0.0231(8) Uani d . . . 1 . .
H H1 0.280473 0.438473 0.336338 0.028 Uiso calc U . R 1 . .
C C2 0.1653(4) 0.4526(3) 0.1638(3) 0.0208(8) Uani d . . . 1 . .
H H2 0.213263 0.391834 0.11099 0.025 Uiso calc U . R 1 . .
C C3 0.0436(4) 0.5337(3) 0.1301(3) 0.0176(8) Uani d . . . 1 . .
H H3 -0.003335 0.537025 0.051062 0.021 Uiso calc U . R 1 . .
C C4 0.0052(4) 0.6084(4) 0.2365(3) 0.0188(8) Uani d . . . 1 . .
H H4 -0.072539 0.670443 0.240702 0.023 Uiso calc U . R 1 . .
C C5 0.1026(4) 0.5749(4) 0.3357(3) 0.0230(8) Uani d . . . 1 . .
H H5 0.101356 0.610368 0.417263 0.028 Uiso calc U . R 1 . .
C C6 0.3250(4) 0.8074(3) 0.2484(3) 0.0111(7) Uani d U . . 1 . .
C C7 0.4322(3) 0.7118(3) 0.2093(3) 0.0096(6) Uani d . . . 1 . .
C C8 0.4068(4) 0.6835(3) 0.0812(3) 0.0130(7) Uani d . . . 1 . .
H H8 0.460749 0.623507 0.031707 0.016 Uiso calc U . R 1 . .
C C9 0.2850(4) 0.7621(3) 0.0408(3) 0.0140(7) Uani d . . . 1 . .
H H9 0.244788 0.763086 -0.040924 0.017 Uiso calc U . R 1 . .
C C10 0.2337(4) 0.8385(3) 0.1424(3) 0.0121(6) Uani d . . . 1 . .
H H10 0.154043 0.898809 0.14062 0.014 Uiso calc U . R 1 . .
C C12 0.3167(3) 0.8618(3) 0.3754(3) 0.0108(6) Uani d U . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Br1 C7 . 1.893(3) ?
Fe1 C6 . 2.025(4) ?
Fe1 C7 . 2.033(3) ?
Fe1 C5 . 2.054(4) ?
Fe1 C1 . 2.054(4) ?
Fe1 C10 . 2.055(4) ?
Fe1 C4 . 2.058(4) ?
Fe1 C8 . 2.061(3) ?
Fe1 C9 . 2.065(3) ?
Fe1 C2 . 2.067(4) ?
Fe1 C3 . 2.070(3) ?
N1 C12 . 1.078(4) ?
C1 C2 . 1.427(6) ?
C1 C5 . 1.431(5) ?
C1 H1 . 0.95 ?
C2 C3 . 1.427(5) ?
C2 H2 . 0.95 ?
C3 C4 . 1.422(5) ?
C3 H3 . 0.95 ?
C4 C5 . 1.424(5) ?
C4 H4 . 0.95 ?
C5 H5 . 0.95 ?
C6 C10 . 1.443(4) ?
C6 C7 . 1.444(5) ?
C6 C12 . 1.478(4) ?
C7 C8 . 1.426(4) ?
C8 C9 . 1.433(5) ?
C8 H8 . 0.95 ?
C9 C10 . 1.424(5) ?
C9 H9 . 0.95 ?
C10 H10 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 Fe1 C7 . . 41.69(13) ?
C6 Fe1 C5 . . 106.31(14) ?
C7 Fe1 C5 . . 121.16(14) ?
C6 Fe1 C1 . . 123.79(15) ?
C7 Fe1 C1 . . 107.33(14) ?
C5 Fe1 C1 . . 40.77(15) ?
C6 Fe1 C10 . . 41.40(13) ?
C7 Fe1 C10 . . 69.51(13) ?
C5 Fe1 C10 . . 123.57(14) ?
C1 Fe1 C10 . . 160.86(15) ?
C6 Fe1 C4 . . 120.40(15) ?
C7 Fe1 C4 . . 156.75(14) ?
C5 Fe1 C4 . . 40.54(14) ?
C1 Fe1 C4 . . 68.22(16) ?
C10 Fe1 C4 . . 106.82(15) ?
C6 Fe1 C8 . . 69.40(13) ?
C7 Fe1 C8 . . 40.76(13) ?
C5 Fe1 C8 . . 157.05(14) ?
C1 Fe1 C8 . . 121.72(15) ?
C10 Fe1 C8 . . 68.96(13) ?
C4 Fe1 C8 . . 161.12(14) ?
C6 Fe1 C9 . . 68.73(13) ?
C7 Fe1 C9 . . 68.44(13) ?
C5 Fe1 C9 . . 160.57(15) ?
C1 Fe1 C9 . . 157.47(16) ?
C10 Fe1 C9 . . 40.45(12) ?
C4 Fe1 C9 . . 124.47(15) ?
C8 Fe1 C9 . . 40.65(13) ?
C6 Fe1 C2 . . 161.35(14) ?
C7 Fe1 C2 . . 124.65(13) ?
C5 Fe1 C2 . . 68.11(15) ?
C1 Fe1 C2 . . 40.50(16) ?
C10 Fe1 C2 . . 156.55(14) ?
C4 Fe1 C2 . . 67.73(16) ?
C8 Fe1 C2 . . 108.39(14) ?
C9 Fe1 C2 . . 122.42(15) ?
C6 Fe1 C3 . . 155.96(14) ?
C7 Fe1 C3 . . 161.30(14) ?
C5 Fe1 C3 . . 68.21(15) ?
C1 Fe1 C3 . . 68.28(15) ?
C10 Fe1 C3 . . 120.72(14) ?
C4 Fe1 C3 . . 40.31(14) ?
C8 Fe1 C3 . . 124.80(14) ?
C9 Fe1 C3 . . 108.22(14) ?
C2 Fe1 C3 . . 40.37(14) ?
C2 C1 C5 . . 107.7(3) ?
C2 C1 Fe1 . . 70.2(2) ?
C5 C1 Fe1 . . 69.6(2) ?
C2 C1 H1 . . 126.1 ?
C5 C1 H1 . . 126.1 ?
Fe1 C1 H1 . . 125.6 ?
C1 C2 C3 . . 108.4(3) ?
C1 C2 Fe1 . . 69.3(2) ?
C3 C2 Fe1 . . 69.9(2) ?
C1 C2 H2 . . 125.8 ?
C3 C2 H2 . . 125.8 ?
Fe1 C2 H2 . . 126.6 ?
C4 C3 C2 . . 107.5(3) ?
C4 C3 Fe1 . . 69.4(2) ?
C2 C3 Fe1 . . 69.7(2) ?
C4 C3 H3 . . 126.2 ?
C2 C3 H3 . . 126.2 ?
Fe1 C3 H3 . . 126.2 ?
C3 C4 C5 . . 108.7(3) ?
C3 C4 Fe1 . . 70.3(2) ?
C5 C4 Fe1 . . 69.6(2) ?
C3 C4 H4 . . 125.7 ?
C5 C4 H4 . . 125.7 ?
Fe1 C4 H4 . . 126.0 ?
C4 C5 C1 . . 107.7(3) ?
C4 C5 Fe1 . . 69.9(2) ?
C1 C5 Fe1 . . 69.6(2) ?
C4 C5 H5 . . 126.1 ?
C1 C5 H5 . . 126.1 ?
Fe1 C5 H5 . . 125.9 ?
C10 C6 C7 . . 107.7(3) ?
C10 C6 C12 . . 128.1(3) ?
C7 C6 C12 . . 124.2(3) ?
C10 C6 Fe1 . . 70.43(19) ?
C7 C6 Fe1 . . 69.44(19) ?
C12 C6 Fe1 . . 126.1(2) ?
C8 C7 C6 . . 108.3(3) ?
C8 C7 Br1 . . 127.9(2) ?
C6 C7 Br1 . . 123.7(2) ?
C8 C7 Fe1 . . 70.67(18) ?
C6 C7 Fe1 . . 68.86(18) ?
Br1 C7 Fe1 . . 128.69(17) ?
C7 C8 C9 . . 107.4(3) ?
C7 C8 Fe1 . . 68.57(18) ?
C9 C8 Fe1 . . 69.83(19) ?
C7 C8 H8 . . 126.3 ?
C9 C8 H8 . . 126.3 ?
Fe1 C8 H8 . . 126.9 ?
C10 C9 C8 . . 109.3(3) ?
C10 C9 Fe1 . . 69.41(19) ?
C8 C9 Fe1 . . 69.52(19) ?
C10 C9 H9 . . 125.4 ?
C8 C9 H9 . . 125.4 ?
Fe1 C9 H9 . . 127.3 ?
C9 C10 C6 . . 107.3(3) ?
C9 C10 Fe1 . . 70.14(19) ?
C6 C10 Fe1 . . 68.18(18) ?
C9 C10 H10 . . 126.4 ?
C6 C10 H10 . . 126.4 ?
Fe1 C10 H10 . . 126.9 ?
N1 C12 C6 . . 178.7(4) ?

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

data_1bI3_2
_database_code_depnum_ccdc_archive 'CCDC 2340301'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Mochida'
;Kobe University
Japan
;
_audit_update_record             
;
2025-02-10 deposited with the CCDC.	2025-03-11 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT434_1bI3_2              
;
PROBLEM: Short Inter HL..HL Contact I1       ..I2       .       3.03 Ang.
RESPONSE: This is due to the asymmetric structure of the triiodide anion.
;
_vrf_PLAT434_1bI3_2_2            
;
PROBLEM: Short Inter HL..HL Contact I1       ..I4       .       3.26 Ang.
RESPONSE: This is due to the interaction between the triiodide anion and the iodine molecule, resulting in a short interatomic distance.
;
_vrf_PLAT434_1bI3_2_3            
;
PROBLEM: Short Inter HL..HL Contact I1       ..I6       .       3.32 Ang.
RESPONSE: This is due to the interaction between the triiodide anion and the iodine molecule, resulting in a short interatomic distance.
;
# Added during the CSD deposition process: Monday 10 February 2025 06:46 AM
# end Validation Reply Form

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H16 Br2 Fe2 I7'
_chemical_formula_iupac          ?
_chemical_formula_weight         1416.15
_chemical_absolute_configuration ?

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   14.684(2)
_cell_length_b                   11.6577(19)
_cell_length_c                   18.755(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.410(2)
_cell_angle_gamma                90
_cell_volume                     3046.2(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3214
_cell_measurement_theta_min      2.2779
_cell_measurement_theta_max      28.1873
_cell_measurement_temperature    90.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.199
_exptl_crystal_size_mid          0.117
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    3.088
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2516

_exptl_absorpt_coefficient_mu    10.680
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.32
_exptl_absorpt_correction_T_max  0.41

_exptl_special_details           
;
;

_diffrn_ambient_temperature      90.(2)

_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Bruker Turbo X-ray Source'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            8741
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0596
_diffrn_reflns_theta_min         2.28
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       24

_refine_special_details          
;
;

_reflns_number_total             4903
_reflns_number_gt                4493
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0358
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_gt          0.0463
_refine_ls_wR_factor_ref         0.0479
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_refine_ls_number_reflns         4903
_refine_ls_number_parameters     280
_refine_ls_number_restraints     32
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     'w=1/[σ²(Fo²)] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.118
_refine_diff_density_min         -1.022
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.018(14)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.3206(7) 0.1079(9) 0.6734(5) 0.014(2) Uani d . . . 1 . .
C C2 0.2585(7) 0.0113(9) 0.6681(5) 0.016(2) Uani d . . . 1 . .
C C4 0.2068(8) 0.1532(10) 0.7300(5) 0.025(3) Uani d . . . 1 . .
H H4 0.170556 0.194354 0.755487 0.03 Uiso calc U . R 1 . .
C C3 0.1868(7) 0.0396(10) 0.7020(5) 0.021(2) Uani d U . . 1 . .
H H3 0.135778 -0.00819 0.705135 0.026 Uiso calc U . R 1 . .
C C6 0.4593(7) 0.0135(10) 0.8478(5) 0.018(2) Uani d . . . 1 . .
H H6 0.518162 0.026116 0.83801 0.022 Uiso calc U . R 1 . .
C C10 0.4111(9) 0.0911(11) 0.8821(6) 0.033(3) Uani d . . . 1 . .
H H10 0.432466 0.166322 0.898636 0.04 Uiso calc U . R 1 . .
C C7 0.4021(7) -0.0859(9) 0.8314(5) 0.019(2) Uani d . . . 1 . .
H H7 0.41538 -0.152542 0.807182 0.022 Uiso calc U . R 1 . .
C C9 0.3277(8) 0.0401(10) 0.8879(5) 0.026(3) Uani d U . . 1 . .
H H9 0.283156 0.073677 0.909045 0.031 Uiso calc U . R 1 . .
C C8 0.3220(8) -0.0708(10) 0.8565(5) 0.023(2) Uani d U . . 1 . .
H H8 0.272866 -0.125543 0.852885 0.027 Uiso calc U . R 1 . .
C C11 0.3938(7) 0.1256(9) 0.6362(5) 0.011(2) Uani d U . . 1 . .
C C12 0.4797(7) 0.1932(9) 0.6610(5) 0.016(2) Uani d . . . 1 . .
C C14 0.4632(8) 0.1288(10) 0.5417(5) 0.020(2) Uani d . . . 1 . .
H H14 0.474047 0.116395 0.494981 0.024 Uiso calc U . R 1 . .
C C13 0.5216(7) 0.1948(9) 0.6023(5) 0.020(2) Uani d . . . 1 . .
H H13 0.579076 0.233409 0.603564 0.024 Uiso calc U . R 1 . .
C C17 0.6061(10) -0.0610(12) 0.7248(6) 0.042(4) Uani d . . . 1 . .
H H17 0.620101 -0.036085 0.775384 0.05 Uiso calc U . R 1 . .
C C16 0.5317(9) -0.1355(11) 0.6863(7) 0.035(3) Uani d U . . 1 . .
H H16 0.486881 -0.170928 0.706392 0.042 Uiso calc U . R 1 . .
C C15 0.3864(7) 0.0852(10) 0.5626(5) 0.018(2) Uani d . . . 1 . .
H H15 0.337265 0.036529 0.532709 0.022 Uiso calc U . R 1 . .
C C20 0.5350(10) -0.1479(12) 0.6155(7) 0.048(4) Uani d . . . 1 . .
H H20 0.492096 -0.19319 0.577358 0.058 Uiso calc U . R 1 . .
C C18 0.6557(9) -0.0304(13) 0.6755(10) 0.057(4) Uani d . . . 1 . .
H H18 0.710159 0.018337 0.686135 0.069 Uiso calc U . R 1 . .
C C19 0.6095(12) -0.0855(13) 0.6072(8) 0.058(5) Uani d . . . 1 . .
H H19 0.627081 -0.080177 0.56272 0.07 Uiso calc U . R 1 . .
Br Br1 0.26344(8) -0.12894(10) 0.61987(5) 0.0230(3) Uani d . . . 1 . .
Br Br2 0.52906(8) 0.26667(10) 0.75280(5) 0.0243(3) Uani d . . . 1 . .
Fe Fe1 0.32199(10) 0.04985(13) 0.77759(7) 0.0137(3) Uani d . . . 1 . .
Fe Fe2 0.51677(10) 0.02660(13) 0.63365(7) 0.0137(3) Uani d . . . 1 . .
I I1 0.49982(4) 0.38705(6) 0.44595(3) 0.01447(14) Uani d . . . 1 . .
I I2 0.65553(4) 0.22957(6) 0.42883(3) 0.01298(14) Uani d . . . 1 . .
I I3 0.81006(4) 0.09647(6) 0.41185(3) 0.01634(15) Uani d . . . 1 . .
I I4 0.43699(5) 0.42100(6) 0.26441(3) 0.01750(15) Uani d . . . 1 . .
I I5 0.38986(5) 0.44287(7) 0.11117(3) 0.02553(18) Uani d . . . 1 . .
C C5 0.2883(7) 0.1957(9) 0.7146(5) 0.020(2) Uani d . . . 1 . .
H H5 0.317022 0.268766 0.728644 0.023 Uiso calc U . R 1 . .
I I6 0.61773(4) 0.63188(6) 0.45465(3) 0.01803(16) Uani d . . . 1 . .
I I7 0.71676(5) 0.82991(6) 0.44793(4) 0.02222(17) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.432(15) ?
C1 C5 . 1.449(13) ?
C1 C11 . 1.470(12) ?
C1 Fe1 . 2.061(8) ?
C2 C3 . 1.430(13) ?
C2 Br1 . 1.881(11) ?
C2 Fe1 . 2.020(9) ?
C4 C5 . 1.407(14) ?
C4 C3 . 1.421(16) ?
C4 Fe1 . 2.038(10) ?
C4 H4 . 0.95 ?
C3 Fe1 . 2.047(10) ?
C3 H3 . 0.95 ?
C6 C7 . 1.407(15) ?
C6 C10 . 1.422(15) ?
C6 Fe1 . 2.074(10) ?
C6 H6 . 0.95 ?
C10 C9 . 1.396(16) ?
C10 Fe1 . 2.041(12) ?
C10 H10 . 0.95 ?
C7 C8 . 1.409(14) ?
C7 Fe1 . 2.039(10) ?
C7 H7 . 0.95 ?
C9 C8 . 1.412(15) ?
C9 Fe1 . 2.047(9) ?
C9 H9 . 0.95 ?
C8 Fe1 . 2.041(10) ?
C8 H8 . 0.95 ?
C11 C15 . 1.428(12) ?
C11 C12 . 1.434(13) ?
C11 Fe2 . 2.155(10) ?
C12 C13 . 1.421(12) ?
C12 Br2 . 1.853(9) ?
C12 Fe2 . 2.123(11) ?
C14 C15 . 1.401(13) ?
C14 C13 . 1.416(14) ?
C14 Fe2 . 2.039(10) ?
C14 H14 . 0.95 ?
C13 Fe2 . 2.054(10) ?
C13 H13 . 0.95 ?
C17 C18 . 1.391(17) ?
C17 C16 . 1.404(18) ?
C17 Fe2 . 2.067(11) ?
C17 H17 . 0.95 ?
C16 C20 . 1.352(16) ?
C16 Fe2 . 2.111(12) ?
C16 H16 . 0.95 ?
C15 Fe2 . 2.072(10) ?
C15 H15 . 0.95 ?
C20 C19 . 1.36(2) ?
C20 Fe2 . 2.094(14) ?
C20 H20 . 0.95 ?
C18 C19 . 1.40(2) ?
C18 Fe2 . 2.051(13) ?
C18 H18 . 0.95 ?
C19 Fe2 . 2.057(13) ?
C19 H19 . 0.95 ?
Fe1 C5 . 2.040(10) ?
I1 I2 . 3.0273(10) ?
I2 I3 . 2.8485(10) ?
I4 I5 . 2.7473(9) ?
C5 H5 . 0.95 ?
I6 I7 . 2.7523(10) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C5 . . 106.5(8) ?
C2 C1 C11 . . 128.5(9) ?
C5 C1 C11 . . 124.5(10) ?
C2 C1 Fe1 . . 67.9(5) ?
C5 C1 Fe1 . . 68.5(5) ?
C11 C1 Fe1 . . 135.0(7) ?
C3 C2 C1 . . 109.3(9) ?
C3 C2 Br1 . . 124.0(8) ?
C1 C2 Br1 . . 126.6(7) ?
C3 C2 Fe1 . . 70.4(6) ?
C1 C2 Fe1 . . 71.0(5) ?
Br1 C2 Fe1 . . 127.3(5) ?
C5 C4 C3 . . 110.0(9) ?
C5 C4 Fe1 . . 69.9(6) ?
C3 C4 Fe1 . . 70.0(6) ?
C5 C4 H4 . . 125.0 ?
C3 C4 H4 . . 125.0 ?
Fe1 C4 H4 . . 126.8 ?
C4 C3 C2 . . 106.5(9) ?
C4 C3 Fe1 . . 69.3(6) ?
C2 C3 Fe1 . . 68.4(6) ?
C4 C3 H3 . . 126.8 ?
C2 C3 H3 . . 126.8 ?
Fe1 C3 H3 . . 127.1 ?
C7 C6 C10 . . 106.0(9) ?
C7 C6 Fe1 . . 68.6(6) ?
C10 C6 Fe1 . . 68.5(6) ?
C7 C6 H6 . . 127.0 ?
C10 C6 H6 . . 127.0 ?
Fe1 C6 H6 . . 127.3 ?
C9 C10 C6 . . 109.8(11) ?
C9 C10 Fe1 . . 70.3(7) ?
C6 C10 Fe1 . . 71.1(6) ?
C9 C10 H10 . . 125.1 ?
C6 C10 H10 . . 125.1 ?
Fe1 C10 H10 . . 125.2 ?
C6 C7 C8 . . 109.1(9) ?
C6 C7 Fe1 . . 71.4(6) ?
C8 C7 Fe1 . . 69.9(6) ?
C6 C7 H7 . . 125.5 ?
C8 C7 H7 . . 125.5 ?
Fe1 C7 H7 . . 124.9 ?
C10 C9 C8 . . 107.2(9) ?
C10 C9 Fe1 . . 69.8(6) ?
C8 C9 Fe1 . . 69.6(5) ?
C10 C9 H9 . . 126.4 ?
C8 C9 H9 . . 126.4 ?
Fe1 C9 H9 . . 125.8 ?
C7 C8 C9 . . 108.0(10) ?
C7 C8 Fe1 . . 69.7(6) ?
C9 C8 Fe1 . . 70.0(6) ?
C7 C8 H8 . . 126.0 ?
C9 C8 H8 . . 126.0 ?
Fe1 C8 H8 . . 125.8 ?
C15 C11 C12 . . 106.6(8) ?
C15 C11 C1 . . 124.7(9) ?
C12 C11 C1 . . 128.5(8) ?
C15 C11 Fe2 . . 67.1(5) ?
C12 C11 Fe2 . . 69.2(6) ?
C1 C11 Fe2 . . 132.7(7) ?
C13 C12 C11 . . 107.9(8) ?
C13 C12 Br2 . . 125.2(8) ?
C11 C12 Br2 . . 127.0(6) ?
C13 C12 Fe2 . . 67.5(6) ?
C11 C12 Fe2 . . 71.6(6) ?
Br2 C12 Fe2 . . 126.3(5) ?
C15 C14 C13 . . 108.0(8) ?
C15 C14 Fe2 . . 71.4(6) ?
C13 C14 Fe2 . . 70.3(6) ?
C15 C14 H14 . . 126.0 ?
C13 C14 H14 . . 126.0 ?
Fe2 C14 H14 . . 123.9 ?
C14 C13 C12 . . 108.3(9) ?
C14 C13 Fe2 . . 69.2(6) ?
C12 C13 Fe2 . . 72.7(6) ?
C14 C13 H13 . . 125.8 ?
C12 C13 H13 . . 125.8 ?
Fe2 C13 H13 . . 123.8 ?
C18 C17 C16 . . 107.6(11) ?
C18 C17 Fe2 . . 69.6(7) ?
C16 C17 Fe2 . . 72.1(6) ?
C18 C17 H17 . . 126.2 ?
C16 C17 H17 . . 126.2 ?
Fe2 C17 H17 . . 123.7 ?
C20 C16 C17 . . 107.9(11) ?
C20 C16 Fe2 . . 70.6(7) ?
C17 C16 Fe2 . . 68.7(7) ?
C20 C16 H16 . . 126.0 ?
C17 C16 H16 . . 126.0 ?
Fe2 C16 H16 . . 126.3 ?
C14 C15 C11 . . 109.2(9) ?
C14 C15 Fe2 . . 68.8(6) ?
C11 C15 Fe2 . . 73.4(5) ?
C14 C15 H15 . . 125.4 ?
C11 C15 H15 . . 125.4 ?
Fe2 C15 H15 . . 123.9 ?
C16 C20 C19 . . 109.5(13) ?
C16 C20 Fe2 . . 71.9(8) ?
C19 C20 Fe2 . . 69.4(9) ?
C16 C20 H20 . . 125.2 ?
C19 C20 H20 . . 125.2 ?
Fe2 C20 H20 . . 125.0 ?
C17 C18 C19 . . 106.7(13) ?
C17 C18 Fe2 . . 70.9(7) ?
C19 C18 Fe2 . . 70.3(8) ?
C17 C18 H18 . . 126.7 ?
C19 C18 H18 . . 126.7 ?
Fe2 C18 H18 . . 123.8 ?
C20 C19 C18 . . 108.3(11) ?
C20 C19 Fe2 . . 72.3(8) ?
C18 C19 Fe2 . . 69.8(8) ?
C20 C19 H19 . . 125.8 ?
C18 C19 H19 . . 125.8 ?
Fe2 C19 H19 . . 123.7 ?
C2 Fe1 C4 . . 68.5(4) ?
C2 Fe1 C5 . . 69.3(4) ?
C4 Fe1 C5 . . 40.4(4) ?
C2 Fe1 C7 . . 109.8(4) ?
C4 Fe1 C7 . . 160.9(5) ?
C5 Fe1 C7 . . 158.4(4) ?
C2 Fe1 C8 . . 118.6(4) ?
C4 Fe1 C8 . . 122.3(4) ?
C5 Fe1 C8 . . 159.8(4) ?
C7 Fe1 C8 . . 40.4(4) ?
C2 Fe1 C10 . . 168.2(4) ?
C4 Fe1 C10 . . 118.2(5) ?
C5 Fe1 C10 . . 108.9(5) ?
C7 Fe1 C10 . . 67.2(4) ?
C8 Fe1 C10 . . 67.2(5) ?
C2 Fe1 C3 . . 41.2(4) ?
C4 Fe1 C3 . . 40.7(4) ?
C5 Fe1 C3 . . 69.1(4) ?
C7 Fe1 C3 . . 125.4(4) ?
C8 Fe1 C3 . . 103.9(4) ?
C10 Fe1 C3 . . 150.1(4) ?
C2 Fe1 C9 . . 150.9(5) ?
C4 Fe1 C9 . . 103.8(4) ?
C5 Fe1 C9 . . 123.8(4) ?
C7 Fe1 C9 . . 67.9(4) ?
C8 Fe1 C9 . . 40.4(4) ?
C10 Fe1 C9 . . 39.9(5) ?
C3 Fe1 C9 . . 114.7(4) ?
C2 Fe1 C1 . . 41.1(4) ?
C4 Fe1 C1 . . 68.5(4) ?
C5 Fe1 C1 . . 41.4(4) ?
C7 Fe1 C1 . . 123.7(4) ?
C8 Fe1 C1 . . 155.6(4) ?
C10 Fe1 C1 . . 130.1(5) ?
C3 Fe1 C1 . . 69.3(4) ?
C9 Fe1 C1 . . 163.9(5) ?
C2 Fe1 C6 . . 130.1(4) ?
C4 Fe1 C6 . . 154.8(5) ?
C5 Fe1 C6 . . 123.2(4) ?
C7 Fe1 C6 . . 40.0(4) ?
C8 Fe1 C6 . . 67.7(4) ?
C10 Fe1 C6 . . 40.4(4) ?
C3 Fe1 C6 . . 164.5(5) ?
C9 Fe1 C6 . . 68.0(4) ?
C1 Fe1 C6 . . 112.7(4) ?
C14 Fe2 C18 . . 125.8(5) ?
C14 Fe2 C13 . . 40.5(4) ?
C18 Fe2 C13 . . 107.4(5) ?
C14 Fe2 C19 . . 106.0(5) ?
C18 Fe2 C19 . . 39.9(6) ?
C13 Fe2 C19 . . 116.9(5) ?
C14 Fe2 C17 . . 164.4(5) ?
C18 Fe2 C17 . . 39.5(5) ?
C13 Fe2 C17 . . 129.6(5) ?
C19 Fe2 C17 . . 65.8(5) ?
C14 Fe2 C15 . . 39.8(4) ?
C18 Fe2 C15 . . 163.3(5) ?
C13 Fe2 C15 . . 67.0(4) ?
C19 Fe2 C15 . . 127.0(6) ?
C17 Fe2 C15 . . 155.6(5) ?
C14 Fe2 C20 . . 117.7(5) ?
C18 Fe2 C20 . . 65.4(6) ?
C13 Fe2 C20 . . 149.6(5) ?
C19 Fe2 C20 . . 38.3(6) ?
C17 Fe2 C20 . . 64.8(5) ?
C15 Fe2 C20 . . 110.8(5) ?
C14 Fe2 C16 . . 150.9(5) ?
C18 Fe2 C16 . . 65.6(5) ?
C13 Fe2 C16 . . 168.6(5) ?
C19 Fe2 C16 . . 64.2(5) ?
C17 Fe2 C16 . . 39.3(5) ?
C15 Fe2 C16 . . 122.3(5) ?
C20 Fe2 C16 . . 37.5(5) ?
C14 Fe2 C12 . . 67.0(4) ?
C18 Fe2 C12 . . 120.2(5) ?
C13 Fe2 C12 . . 39.7(3) ?
C19 Fe2 C12 . . 151.5(6) ?
C17 Fe2 C12 . . 113.3(4) ?
C15 Fe2 C12 . . 66.3(4) ?
C20 Fe2 C12 . . 169.7(5) ?
C16 Fe2 C12 . . 134.6(4) ?
C14 Fe2 C11 . . 66.6(4) ?
C18 Fe2 C11 . . 154.6(6) ?
C13 Fe2 C11 . . 66.5(4) ?
C19 Fe2 C11 . . 165.4(6) ?
C17 Fe2 C11 . . 124.3(4) ?
C15 Fe2 C11 . . 39.4(3) ?
C20 Fe2 C11 . . 132.4(5) ?
C16 Fe2 C11 . . 115.6(4) ?
C12 Fe2 C11 . . 39.2(4) ?
I3 I2 I1 . . 175.67(3) ?
C4 C5 C1 . . 107.7(10) ?
C4 C5 Fe1 . . 69.7(6) ?
C1 C5 Fe1 . . 70.1(6) ?
C4 C5 H5 . . 126.2 ?
C1 C5 H5 . . 126.2 ?
Fe1 C5 H5 . . 125.6 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 C1 C2 C3 . . . . 2.5(11) ?
C11 C1 C2 C3 . . . . -169.0(9) ?
Fe1 C1 C2 C3 . . . . 60.3(7) ?
C5 C1 C2 Br1 . . . . 179.2(7) ?
C11 C1 C2 Br1 . . . . 7.8(15) ?
Fe1 C1 C2 Br1 . . . . -122.9(8) ?
C5 C1 C2 Fe1 . . . . -57.8(6) ?
C11 C1 C2 Fe1 . . . . 130.7(10) ?
C5 C4 C3 C2 . . . . 0.0(11) ?
Fe1 C4 C3 C2 . . . . -58.5(7) ?
C5 C4 C3 Fe1 . . . . 58.5(7) ?
C1 C2 C3 C4 . . . . -1.5(11) ?
Br1 C2 C3 C4 . . . . -178.4(7) ?
Fe1 C2 C3 C4 . . . . 59.1(7) ?
C1 C2 C3 Fe1 . . . . -60.7(7) ?
Br1 C2 C3 Fe1 . . . . 122.4(7) ?
C7 C6 C10 C9 . . . . 1.1(12) ?
Fe1 C6 C10 C9 . . . . 59.8(8) ?
C7 C6 C10 Fe1 . . . . -58.7(7) ?
C10 C6 C7 C8 . . . . -1.3(11) ?
Fe1 C6 C7 C8 . . . . -59.9(7) ?
C10 C6 C7 Fe1 . . . . 58.6(7) ?
C6 C10 C9 C8 . . . . -0.5(12) ?
Fe1 C10 C9 C8 . . . . 59.8(7) ?
C6 C10 C9 Fe1 . . . . -60.3(7) ?
C6 C7 C8 C9 . . . . 1.1(11) ?
Fe1 C7 C8 C9 . . . . -59.8(7) ?
C6 C7 C8 Fe1 . . . . 60.9(7) ?
C10 C9 C8 C7 . . . . -0.3(11) ?
Fe1 C9 C8 C7 . . . . 59.6(7) ?
C10 C9 C8 Fe1 . . . . -60.0(7) ?
C2 C1 C11 C15 . . . . 34.2(16) ?
C5 C1 C11 C15 . . . . -135.9(11) ?
Fe1 C1 C11 C15 . . . . 130.8(10) ?
C2 C1 C11 C12 . . . . -152.3(11) ?
C5 C1 C11 C12 . . . . 37.6(15) ?
Fe1 C1 C11 C12 . . . . -55.7(16) ?
C2 C1 C11 Fe2 . . . . -55.6(14) ?
C5 C1 C11 Fe2 . . . . 134.3(9) ?
Fe1 C1 C11 Fe2 . . . . 41.0(15) ?
C15 C11 C12 C13 . . . . 1.1(12) ?
C1 C11 C12 C13 . . . . -173.3(9) ?
Fe2 C11 C12 C13 . . . . 58.0(7) ?
C15 C11 C12 Br2 . . . . -179.0(8) ?
C1 C11 C12 Br2 . . . . 6.6(16) ?
Fe2 C11 C12 Br2 . . . . -122.1(9) ?
C15 C11 C12 Fe2 . . . . -56.8(7) ?
C1 C11 C12 Fe2 . . . . 128.7(10) ?
C15 C14 C13 C12 . . . . -0.9(12) ?
Fe2 C14 C13 C12 . . . . -62.6(7) ?
C15 C14 C13 Fe2 . . . . 61.8(8) ?
C11 C12 C13 C14 . . . . -0.2(12) ?
Br2 C12 C13 C14 . . . . 179.9(8) ?
Fe2 C12 C13 C14 . . . . 60.4(8) ?
C11 C12 C13 Fe2 . . . . -60.5(7) ?
Br2 C12 C13 Fe2 . . . . 119.5(8) ?
C18 C17 C16 C20 . . . . -1.0(14) ?
Fe2 C17 C16 C20 . . . . 59.9(9) ?
C18 C17 C16 Fe2 . . . . -60.9(9) ?
C13 C14 C15 C11 . . . . 1.6(12) ?
Fe2 C14 C15 C11 . . . . 62.7(7) ?
C13 C14 C15 Fe2 . . . . -61.1(7) ?
C12 C11 C15 C14 . . . . -1.7(12) ?
C1 C11 C15 C14 . . . . 173.0(9) ?
Fe2 C11 C15 C14 . . . . -59.8(7) ?
C12 C11 C15 Fe2 . . . . 58.1(7) ?
C1 C11 C15 Fe2 . . . . -127.1(9) ?
C17 C16 C20 C19 . . . . 0.8(15) ?
Fe2 C16 C20 C19 . . . . 59.5(10) ?
C17 C16 C20 Fe2 . . . . -58.7(9) ?
C16 C17 C18 C19 . . . . 0.9(15) ?
Fe2 C17 C18 C19 . . . . -61.6(10) ?
C16 C17 C18 Fe2 . . . . 62.5(8) ?
C16 C20 C19 C18 . . . . -0.2(17) ?
Fe2 C20 C19 C18 . . . . 60.8(10) ?
C16 C20 C19 Fe2 . . . . -61.0(10) ?
C17 C18 C19 C20 . . . . -0.5(17) ?
Fe2 C18 C19 C20 . . . . -62.4(10) ?
C17 C18 C19 Fe2 . . . . 61.9(9) ?
C3 C4 C5 C1 . . . . 1.5(11) ?
Fe1 C4 C5 C1 . . . . 60.1(7) ?
C3 C4 C5 Fe1 . . . . -58.6(7) ?
C2 C1 C5 C4 . . . . -2.4(11) ?
C11 C1 C5 C4 . . . . 169.5(9) ?
Fe1 C1 C5 C4 . . . . -59.9(7) ?
C2 C1 C5 Fe1 . . . . 57.4(6) ?
C11 C1 C5 Fe1 . . . . -130.6(9) ?

####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 2258154'
loop_
_audit_author_name
_audit_author_address
'Tomoyuki Mochida'
;Kobe University
Japan
;
_audit_update_record             
;
2025-02-10 deposited with the CCDC.	2025-03-11 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            TDBBF_R_3_90K
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H16 Br2 Fe2'
_chemical_formula_iupac          ?
_chemical_formula_weight         527.85

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.194(3)
_cell_length_b                   14.160(3)
_cell_length_c                   18.352(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3428.6(11)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3876
_cell_measurement_theta_min      2.2205
_cell_measurement_theta_max      26.3025
_cell_measurement_temperature    90.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.099
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.021
_exptl_crystal_density_diffrn    2.045
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2064

_exptl_absorpt_coefficient_mu    6.351
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.88

_exptl_special_details           
;
;

_diffrn_ambient_temperature      90.(2)

_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_source_type              'Bruker Turbo X-ray Source'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Bruker TXS fine-focus rotating anode'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            18960
_diffrn_reflns_av_R_equivalents  0.0619
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_theta_min         2.22
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       22

_refine_special_details          
;
;

_reflns_number_total             3937
_reflns_number_gt                2916
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_gt          0.0671
_refine_ls_wR_factor_ref         0.0740
_refine_ls_goodness_of_fit_ref   1.003
_refine_ls_restrained_S_all      1.003
_refine_ls_number_reflns         3937
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0352P)²+0.1023P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.981
_refine_diff_density_min         -0.459
_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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 833)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.2122(3) 0.6933(2) 0.54805(18) 0.0146(8) Uani d . . . 1 . .
Br Br1 0.05056(3) 0.61106(3) 0.45569(2) 0.02273(11) Uani d . . . 1 . .
C C2 0.1563(3) 0.6946(2) 0.48135(19) 0.0157(8) Uani d . . . 1 . .
Br Br2 0.14845(3) 0.77962(2) 0.71533(2) 0.01796(10) Uani d . . . 1 . .
C C3 0.1879(3) 0.7739(2) 0.43865(19) 0.0186(9) Uani d . . . 1 . .
H H3 0.161823 0.79198 0.392471 0.022 Uiso calc U . R 1 . .
C C10 0.4531(3) 0.6400(3) 0.45958(18) 0.0163(8) Uani d . . . 1 . .
H H10 0.503204 0.657632 0.494157 0.02 Uiso calc U . R 1 . .
C C6 0.3880(3) 0.5609(2) 0.46457(18) 0.0172(8) Uani d . . . 1 . .
H H6 0.386623 0.516165 0.503111 0.021 Uiso calc U . R 1 . .
C C5 0.2801(3) 0.7713(2) 0.54553(18) 0.0153(8) Uani d . . . 1 . .
H H5 0.327216 0.787989 0.582458 0.018 Uiso calc U . R 1 . .
C C4 0.2656(3) 0.8203(2) 0.47836(19) 0.0180(8) Uani d . . . 1 . .
H H4 0.301812 0.874667 0.462877 0.022 Uiso calc U . R 1 . .
C C9 0.4304(3) 0.6884(3) 0.39395(18) 0.0176(8) Uani d . . . 1 . .
H H9 0.462757 0.744062 0.376872 0.021 Uiso calc U . R 1 . .
C C7 0.3252(3) 0.5603(2) 0.40199(19) 0.0184(8) Uani d . . . 1 . .
H H7 0.27453 0.514753 0.391112 0.022 Uiso calc U . R 1 . .
C C8 0.3512(3) 0.6394(3) 0.35829(18) 0.0184(9) Uani d . . . 1 . .
H H8 0.320894 0.656438 0.313217 0.022 Uiso calc U . R 1 . .
C C11 0.1949(3) 0.6277(2) 0.60980(18) 0.0137(8) Uani d . . . 1 . .
C C12 0.1644(3) 0.6539(2) 0.68223(18) 0.0135(8) Uani d . . . 1 . .
C C15 0.1962(3) 0.5262(2) 0.60897(18) 0.0154(8) Uani d . . . 1 . .
H H15 0.213934 0.487588 0.568632 0.018 Uiso calc U . R 1 . .
C C13 0.1463(3) 0.5724(2) 0.72437(19) 0.0169(8) Uani d . . . 1 . .
H H13 0.124744 0.570601 0.773748 0.02 Uiso calc U . R 1 . .
C C14 0.1663(3) 0.4938(2) 0.67912(19) 0.0174(8) Uani d . . . 1 . .
H H14 0.16065 0.429462 0.6933 0.021 Uiso calc U . R 1 . .
C C16 0.4375(3) 0.6123(3) 0.65874(19) 0.0176(8) Uani d . . . 1 . .
H H16 0.458327 0.635233 0.612459 0.021 Uiso calc U . R 1 . .
C C20 0.4319(3) 0.5166(3) 0.67945(19) 0.0195(9) Uani d . . . 1 . .
H H20 0.448001 0.46377 0.649731 0.023 Uiso calc U . R 1 . .
C C17 0.4069(3) 0.6682(2) 0.71856(19) 0.0173(8) Uani d . . . 1 . .
H H17 0.40368 0.735209 0.719501 0.021 Uiso calc U . R 1 . .
C C19 0.3977(3) 0.5136(3) 0.75336(19) 0.0190(8) Uani d . . . 1 . .
H H19 0.387417 0.458192 0.781655 0.023 Uiso calc U . R 1 . .
C C18 0.3819(3) 0.6071(3) 0.77679(18) 0.0182(8) Uani d . . . 1 . .
H H18 0.358439 0.625929 0.823544 0.022 Uiso calc U . R 1 . .
Fe Fe1 0.30480(4) 0.68296(3) 0.45866(2) 0.01206(12) Uani d . . . 1 . .
Fe Fe2 0.29238(4) 0.57852(3) 0.68823(3) 0.01287(12) Uani d . . . 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C5 . 1.422(5) ?
C1 C2 . 1.430(5) ?
C1 C11 . 1.483(5) ?
C1 Fe1 . 2.050(4) ?
Br1 C2 . 1.889(4) ?
C2 C3 . 1.431(5) ?
C2 Fe1 . 2.010(4) ?
Br2 C12 . 1.893(3) ?
C3 C4 . 1.419(6) ?
C3 Fe1 . 2.042(4) ?
C3 H3 . 0.95 ?
C10 C6 . 1.414(5) ?
C10 C9 . 1.418(5) ?
C10 Fe1 . 2.049(4) ?
C10 H10 . 0.95 ?
C6 C7 . 1.416(5) ?
C6 Fe1 . 2.050(4) ?
C6 H6 . 0.95 ?
C5 C4 . 1.427(5) ?
C5 Fe1 . 2.052(3) ?
C5 H5 . 0.95 ?
C4 Fe1 . 2.044(3) ?
C4 H4 . 0.95 ?
C9 C8 . 1.414(5) ?
C9 Fe1 . 2.040(4) ?
C9 H9 . 0.95 ?
C7 C8 . 1.420(5) ?
C7 Fe1 . 2.043(3) ?
C7 H7 . 0.95 ?
C8 Fe1 . 2.037(3) ?
C8 H8 . 0.95 ?
C11 C15 . 1.436(5) ?
C11 C12 . 1.438(5) ?
C11 Fe2 . 2.052(4) ?
C12 C13 . 1.410(5) ?
C12 Fe2 . 2.000(4) ?
C15 C14 . 1.423(5) ?
C15 Fe2 . 2.067(4) ?
C15 H15 . 0.95 ?
C13 C14 . 1.413(5) ?
C13 Fe2 . 2.040(4) ?
C13 H13 . 0.95 ?
C14 Fe2 . 2.058(4) ?
C14 H14 . 0.95 ?
C16 C20 . 1.409(5) ?
C16 C17 . 1.413(5) ?
C16 Fe2 . 2.046(4) ?
C16 H16 . 0.95 ?
C20 C19 . 1.430(5) ?
C20 Fe2 . 2.046(4) ?
C20 H20 . 0.95 ?
C17 C18 . 1.414(5) ?
C17 Fe2 . 2.051(4) ?
C17 H17 . 0.95 ?
C19 C18 . 1.409(5) ?
C19 Fe2 . 2.051(4) ?
C19 H19 . 0.95 ?
C18 Fe2 . 2.049(4) ?
C18 H18 . 0.95 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C5 C1 C2 . . 106.7(3) ?
C5 C1 C11 . . 127.5(3) ?
C2 C1 C11 . . 125.6(3) ?
C5 C1 Fe1 . . 69.8(2) ?
C2 C1 Fe1 . . 67.9(2) ?
C11 C1 Fe1 . . 131.2(2) ?
C1 C2 C3 . . 109.2(3) ?
C1 C2 Br1 . . 125.9(3) ?
C3 C2 Br1 . . 124.8(3) ?
C1 C2 Fe1 . . 70.9(2) ?
C3 C2 Fe1 . . 70.5(2) ?
Br1 C2 Fe1 . . 128.09(18) ?
C4 C3 C2 . . 107.0(3) ?
C4 C3 Fe1 . . 69.8(2) ?
C2 C3 Fe1 . . 68.1(2) ?
C4 C3 H3 . . 126.5 ?
C2 C3 H3 . . 126.5 ?
Fe1 C3 H3 . . 127.2 ?
C6 C10 C9 . . 108.0(3) ?
C6 C10 Fe1 . . 69.9(2) ?
C9 C10 Fe1 . . 69.4(2) ?
C6 C10 H10 . . 126.0 ?
C9 C10 H10 . . 126.0 ?
Fe1 C10 H10 . . 126.3 ?
C10 C6 C7 . . 107.9(3) ?
C10 C6 Fe1 . . 69.8(2) ?
C7 C6 Fe1 . . 69.5(2) ?
C10 C6 H6 . . 126.0 ?
C7 C6 H6 . . 126.0 ?
Fe1 C6 H6 . . 126.3 ?
C1 C5 C4 . . 108.7(3) ?
C1 C5 Fe1 . . 69.65(19) ?
C4 C5 Fe1 . . 69.30(19) ?
C1 C5 H5 . . 125.6 ?
C4 C5 H5 . . 125.6 ?
Fe1 C5 H5 . . 127.0 ?
C3 C4 C5 . . 108.4(3) ?
C3 C4 Fe1 . . 69.6(2) ?
C5 C4 Fe1 . . 69.91(19) ?
C3 C4 H4 . . 125.8 ?
C5 C4 H4 . . 125.8 ?
Fe1 C4 H4 . . 126.2 ?
C8 C9 C10 . . 108.2(3) ?
C8 C9 Fe1 . . 69.6(2) ?
C10 C9 Fe1 . . 70.0(2) ?
C8 C9 H9 . . 125.9 ?
C10 C9 H9 . . 125.9 ?
Fe1 C9 H9 . . 126.1 ?
C6 C7 C8 . . 108.1(3) ?
C6 C7 Fe1 . . 70.03(19) ?
C8 C7 Fe1 . . 69.39(19) ?
C6 C7 H7 . . 125.9 ?
C8 C7 H7 . . 125.9 ?
Fe1 C7 H7 . . 126.2 ?
C9 C8 C7 . . 107.7(3) ?
C9 C8 Fe1 . . 69.8(2) ?
C7 C8 Fe1 . . 69.9(2) ?
C9 C8 H8 . . 126.2 ?
C7 C8 H8 . . 126.2 ?
Fe1 C8 H8 . . 125.7 ?
C15 C11 C12 . . 105.7(3) ?
C15 C11 C1 . . 128.1(3) ?
C12 C11 C1 . . 126.0(3) ?
C15 C11 Fe2 . . 70.2(2) ?
C12 C11 Fe2 . . 67.3(2) ?
C1 C11 Fe2 . . 130.7(3) ?
C13 C12 C11 . . 110.1(3) ?
C13 C12 Br2 . . 125.1(3) ?
C11 C12 Br2 . . 124.8(2) ?
C13 C12 Fe2 . . 71.1(2) ?
C11 C12 Fe2 . . 71.1(2) ?
Br2 C12 Fe2 . . 125.32(19) ?
C14 C15 C11 . . 108.1(3) ?
C14 C15 Fe2 . . 69.5(2) ?
C11 C15 Fe2 . . 69.0(2) ?
C14 C15 H15 . . 126.0 ?
C11 C15 H15 . . 126.0 ?
Fe2 C15 H15 . . 127.1 ?
C12 C13 C14 . . 106.9(3) ?
C12 C13 Fe2 . . 68.1(2) ?
C14 C13 Fe2 . . 70.5(2) ?
C12 C13 H13 . . 126.5 ?
C14 C13 H13 . . 126.5 ?
Fe2 C13 H13 . . 126.4 ?
C13 C14 C15 . . 109.2(3) ?
C13 C14 Fe2 . . 69.2(2) ?
C15 C14 Fe2 . . 70.2(2) ?
C13 C14 H14 . . 125.4 ?
C15 C14 H14 . . 125.4 ?
Fe2 C14 H14 . . 126.9 ?
C20 C16 C17 . . 108.3(3) ?
C20 C16 Fe2 . . 69.8(2) ?
C17 C16 Fe2 . . 70.0(2) ?
C20 C16 H16 . . 125.8 ?
C17 C16 H16 . . 125.8 ?
Fe2 C16 H16 . . 125.9 ?
C16 C20 C19 . . 107.6(3) ?
C16 C20 Fe2 . . 69.9(2) ?
C19 C20 Fe2 . . 69.8(2) ?
C16 C20 H20 . . 126.2 ?
C19 C20 H20 . . 126.2 ?
Fe2 C20 H20 . . 125.7 ?
C16 C17 C18 . . 108.1(3) ?
C16 C17 Fe2 . . 69.7(2) ?
C18 C17 Fe2 . . 69.8(2) ?
C16 C17 H17 . . 125.9 ?
C18 C17 H17 . . 125.9 ?
Fe2 C17 H17 . . 126.2 ?
C18 C19 C20 . . 107.9(3) ?
C18 C19 Fe2 . . 69.8(2) ?
C20 C19 Fe2 . . 69.4(2) ?
C18 C19 H19 . . 126.0 ?
C20 C19 H19 . . 126.0 ?
Fe2 C19 H19 . . 126.3 ?
C19 C18 C17 . . 108.1(3) ?
C19 C18 Fe2 . . 70.0(2) ?
C17 C18 Fe2 . . 69.9(2) ?
C19 C18 H18 . . 126.0 ?
C17 C18 H18 . . 126.0 ?
Fe2 C18 H18 . . 125.8 ?
C2 Fe1 C8 . . 120.36(16) ?
C2 Fe1 C9 . . 155.41(14) ?
C8 Fe1 C9 . . 40.59(15) ?
C2 Fe1 C3 . . 41.35(15) ?
C8 Fe1 C3 . . 104.79(15) ?
C9 Fe1 C3 . . 119.01(14) ?
C2 Fe1 C7 . . 107.69(15) ?
C8 Fe1 C7 . . 40.75(14) ?
C9 Fe1 C7 . . 68.19(15) ?
C3 Fe1 C7 . . 122.97(16) ?
C2 Fe1 C4 . . 68.82(15) ?
C8 Fe1 C4 . . 121.60(14) ?
C9 Fe1 C4 . . 105.83(15) ?
C3 Fe1 C4 . . 40.64(16) ?
C7 Fe1 C4 . . 158.81(15) ?
C2 Fe1 C10 . . 162.46(14) ?
C8 Fe1 C10 . . 68.31(15) ?
C9 Fe1 C10 . . 40.57(14) ?
C3 Fe1 C10 . . 155.47(15) ?
C7 Fe1 C10 . . 68.02(15) ?
C4 Fe1 C10 . . 121.50(16) ?
C2 Fe1 C6 . . 125.46(15) ?
C8 Fe1 C6 . . 68.39(14) ?
C9 Fe1 C6 . . 68.13(15) ?
C3 Fe1 C6 . . 160.94(16) ?
C7 Fe1 C6 . . 40.48(14) ?
C4 Fe1 C6 . . 158.10(16) ?
C10 Fe1 C6 . . 40.36(15) ?
C2 Fe1 C1 . . 41.22(14) ?
C8 Fe1 C1 . . 157.57(16) ?
C9 Fe1 C1 . . 161.24(15) ?
C3 Fe1 C1 . . 69.46(14) ?
C7 Fe1 C1 . . 123.13(15) ?
C4 Fe1 C1 . . 68.90(14) ?
C10 Fe1 C1 . . 125.68(14) ?
C6 Fe1 C1 . . 109.68(14) ?
C2 Fe1 C5 . . 68.53(15) ?
C8 Fe1 C5 . . 159.20(15) ?
C9 Fe1 C5 . . 123.95(15) ?
C3 Fe1 C5 . . 68.63(14) ?
C7 Fe1 C5 . . 159.18(14) ?
C4 Fe1 C5 . . 40.79(14) ?
C10 Fe1 C5 . . 109.05(15) ?
C6 Fe1 C5 . . 123.89(14) ?
C1 Fe1 C5 . . 40.56(14) ?
C12 Fe2 C13 . . 40.83(14) ?
C12 Fe2 C20 . . 169.73(15) ?
C13 Fe2 C20 . . 149.05(15) ?
C12 Fe2 C16 . . 130.59(15) ?
C13 Fe2 C16 . . 168.50(15) ?
C20 Fe2 C16 . . 40.27(15) ?
C12 Fe2 C18 . . 115.11(15) ?
C13 Fe2 C18 . . 107.15(15) ?
C20 Fe2 C18 . . 68.20(15) ?
C16 Fe2 C18 . . 67.95(15) ?
C12 Fe2 C17 . . 107.84(15) ?
C13 Fe2 C17 . . 129.36(15) ?
C20 Fe2 C17 . . 67.88(15) ?
C16 Fe2 C17 . . 40.34(14) ?
C18 Fe2 C17 . . 40.34(14) ?
C12 Fe2 C19 . . 147.48(15) ?
C13 Fe2 C19 . . 115.55(15) ?
C20 Fe2 C19 . . 40.88(14) ?
C16 Fe2 C19 . . 67.97(16) ?
C18 Fe2 C19 . . 40.19(14) ?
C17 Fe2 C19 . . 67.69(15) ?
C12 Fe2 C11 . . 41.54(13) ?
C13 Fe2 C11 . . 69.54(14) ?
C20 Fe2 C11 . . 130.87(14) ?
C16 Fe2 C11 . . 108.78(14) ?
C18 Fe2 C11 . . 148.25(14) ?
C17 Fe2 C11 . . 116.25(14) ?
C19 Fe2 C11 . . 170.30(14) ?
C12 Fe2 C14 . . 67.94(15) ?
C13 Fe2 C14 . . 40.34(14) ?
C20 Fe2 C14 . . 118.12(15) ?
C16 Fe2 C14 . . 150.58(15) ?
C18 Fe2 C14 . . 130.19(14) ?
C17 Fe2 C14 . . 168.15(14) ?
C19 Fe2 C14 . . 109.47(15) ?
C11 Fe2 C14 . . 68.54(14) ?
C12 Fe2 C15 . . 68.55(14) ?
C13 Fe2 C15 . . 68.50(15) ?
C20 Fe2 C15 . . 110.10(15) ?
C16 Fe2 C15 . . 118.16(14) ?
C18 Fe2 C15 . . 169.24(14) ?
C17 Fe2 C15 . . 149.88(14) ?
C19 Fe2 C15 . . 131.71(14) ?
C11 Fe2 C15 . . 40.81(13) ?
C14 Fe2 C15 . . 40.35(13) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C5 C1 C2 C3 . . . . -1.1(4) ?
C11 C1 C2 C3 . . . . 173.9(3) ?
Fe1 C1 C2 C3 . . . . -60.4(3) ?
C5 C1 C2 Br1 . . . . -177.0(3) ?
C11 C1 C2 Br1 . . . . -1.9(5) ?
Fe1 C1 C2 Br1 . . . . 123.7(3) ?
C5 C1 C2 Fe1 . . . . 59.3(2) ?
C11 C1 C2 Fe1 . . . . -125.7(3) ?
C1 C2 C3 C4 . . . . 1.5(4) ?
Br1 C2 C3 C4 . . . . 177.4(3) ?
Fe1 C2 C3 C4 . . . . -59.1(3) ?
C1 C2 C3 Fe1 . . . . 60.6(3) ?
Br1 C2 C3 Fe1 . . . . -123.4(3) ?
C9 C10 C6 C7 . . . . 0.1(4) ?
Fe1 C10 C6 C7 . . . . 59.2(3) ?
C9 C10 C6 Fe1 . . . . -59.1(3) ?
C2 C1 C5 C4 . . . . 0.3(4) ?
C11 C1 C5 C4 . . . . -174.6(3) ?
Fe1 C1 C5 C4 . . . . 58.4(2) ?
C2 C1 C5 Fe1 . . . . -58.1(2) ?
C11 C1 C5 Fe1 . . . . 127.0(4) ?
C2 C3 C4 C5 . . . . -1.3(4) ?
Fe1 C3 C4 C5 . . . . -59.4(2) ?
C2 C3 C4 Fe1 . . . . 58.1(3) ?
C1 C5 C4 C3 . . . . 0.6(4) ?
Fe1 C5 C4 C3 . . . . 59.2(3) ?
C1 C5 C4 Fe1 . . . . -58.6(2) ?
C6 C10 C9 C8 . . . . 0.1(4) ?
Fe1 C10 C9 C8 . . . . -59.3(3) ?
C6 C10 C9 Fe1 . . . . 59.4(3) ?
C10 C6 C7 C8 . . . . -0.3(4) ?
Fe1 C6 C7 C8 . . . . 59.1(2) ?
C10 C6 C7 Fe1 . . . . -59.4(3) ?
C10 C9 C8 C7 . . . . -0.2(4) ?
Fe1 C9 C8 C7 . . . . -59.9(3) ?
C10 C9 C8 Fe1 . . . . 59.6(2) ?
C6 C7 C8 C9 . . . . 0.3(4) ?
Fe1 C7 C8 C9 . . . . 59.8(2) ?
C6 C7 C8 Fe1 . . . . -59.5(2) ?
C5 C1 C11 C15 . . . . -129.0(4) ?
C2 C1 C11 C15 . . . . 56.9(6) ?
Fe1 C1 C11 C15 . . . . -33.7(6) ?
C5 C1 C11 C12 . . . . 56.7(6) ?
C2 C1 C11 C12 . . . . -117.3(4) ?
Fe1 C1 C11 C12 . . . . 152.0(3) ?
C5 C1 C11 Fe2 . . . . -33.0(5) ?
C2 C1 C11 Fe2 . . . . 153.0(3) ?
Fe1 C1 C11 Fe2 . . . . 62.3(4) ?
C15 C11 C12 C13 . . . . -0.7(4) ?
C1 C11 C12 C13 . . . . 174.6(4) ?
Fe2 C11 C12 C13 . . . . -60.7(3) ?
C15 C11 C12 Br2 . . . . -179.5(3) ?
C1 C11 C12 Br2 . . . . -4.3(6) ?
Fe2 C11 C12 Br2 . . . . 120.4(3) ?
C15 C11 C12 Fe2 . . . . 60.0(3) ?
C1 C11 C12 Fe2 . . . . -124.7(4) ?
C12 C11 C15 C14 . . . . 0.5(4) ?
C1 C11 C15 C14 . . . . -174.6(4) ?
Fe2 C11 C15 C14 . . . . 58.7(3) ?
C12 C11 C15 Fe2 . . . . -58.2(2) ?
C1 C11 C15 Fe2 . . . . 126.7(4) ?
C11 C12 C13 C14 . . . . 0.6(4) ?
Br2 C12 C13 C14 . . . . 179.5(3) ?
Fe2 C12 C13 C14 . . . . -60.1(3) ?
C11 C12 C13 Fe2 . . . . 60.8(3) ?
Br2 C12 C13 Fe2 . . . . -120.4(3) ?
C12 C13 C14 C15 . . . . -0.3(4) ?
Fe2 C13 C14 C15 . . . . -58.9(3) ?
C12 C13 C14 Fe2 . . . . 58.5(3) ?
C11 C15 C14 C13 . . . . -0.1(4) ?
Fe2 C15 C14 C13 . . . . 58.3(3) ?
C11 C15 C14 Fe2 . . . . -58.4(3) ?
C17 C16 C20 C19 . . . . -0.2(4) ?
Fe2 C16 C20 C19 . . . . -59.9(3) ?
C17 C16 C20 Fe2 . . . . 59.6(3) ?
C20 C16 C17 C18 . . . . -0.1(5) ?
Fe2 C16 C17 C18 . . . . 59.4(3) ?
C20 C16 C17 Fe2 . . . . -59.5(3) ?
C16 C20 C19 C18 . . . . 0.5(4) ?
Fe2 C20 C19 C18 . . . . -59.4(3) ?
C16 C20 C19 Fe2 . . . . 59.9(3) ?
C20 C19 C18 C17 . . . . -0.6(5) ?
Fe2 C19 C18 C17 . . . . -59.7(3) ?
C20 C19 C18 Fe2 . . . . 59.1(3) ?
C16 C17 C18 C19 . . . . 0.5(5) ?
Fe2 C17 C18 C19 . . . . 59.8(3) ?
C16 C17 C18 Fe2 . . . . -59.3(3) ?

