# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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. 
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data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1565285'
_audit_update_record             
;
2017-07-27 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H24 B2 Fe N8, 4(H2 O)'
_chemical_formula_sum            'C23 H32 B2 Fe N8 O4'
_chemical_formula_weight         562.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0026 0.0013 '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'
B B 0.0010 0.0005 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0051 0.0026 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3395 0.7197 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0093 0.0050 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           120
_space_group_name_H-M_alt        'I -4 c 2'
_space_group_name_Hall           'I -4 -2c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   21.432(3)
_cell_length_b                   21.432(3)
_cell_length_c                   28.249(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     12976(4)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    161470
_cell_measurement_theta_min      0.37
_cell_measurement_theta_max      33.43

_exptl_crystal_description       Cubic
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_F_000             4704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.395
_shelx_estimated_absorpt_T_min   0.969
_shelx_estimated_absorpt_T_max   0.969
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.969
_exptl_absorpt_correction_T_max  0.969
_exptl_absorpt_process_details   'HKL3000 Scalepack'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.650
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            91011
_diffrn_reflns_av_unetI/netI     0.0594
_diffrn_reflns_av_R_equivalents  0.0693
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_theta_min         1.738
_diffrn_reflns_theta_max         33.394
_diffrn_reflns_theta_full        22.955
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.942
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             15488
_reflns_number_gt                10987
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.914
_reflns_Friedel_fraction_max     0.944
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'PAL ADSC Quantum-210 ADX Program'
_computing_cell_refinement       HKL3000
_computing_data_reduction        HKL3000
_computing_structure_solution    'SHELXS-2014 (Shedlrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX

_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1297P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         15488
_refine_ls_number_parameters     320
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0948
_refine_ls_R_factor_gt           0.0597
_refine_ls_wR_factor_ref         0.2013
_refine_ls_wR_factor_gt          0.1832
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.00033(2) 0.25380(2) 0.12424(2) 0.01073(9) Uani 1 1 d . . . . .
N1 N 0.02086(12) 0.24457(11) 0.05498(8) 0.0131(4) Uani 1 1 d . . . . .
N2 N 0.07052(11) 0.21913(11) -0.08829(7) 0.0137(4) Uani 1 1 d . . . . .
N3 N 0.19615(11) 0.07236(11) -0.11605(7) 0.0137(4) Uani 1 1 d . . . . .
N4 N 0.18813(11) 0.42770(11) -0.13254(7) 0.0141(4) Uani 1 1 d . . . . .
N5 N 0.07005(11) 0.27455(11) -0.16232(7) 0.0153(4) Uani 1 1 d . . . . .
N6 N 0.02067(12) 0.26163(12) -0.30667(8) 0.0145(4) Uani 1 1 d . . . . .
C1 C 0.04418(14) 0.17728(13) -0.01063(9) 0.0169(5) Uani 1 1 d . . . . .
H1 H 0.0490 0.1360 -0.0224 0.020 Uiso 1 1 calc R U . . .
C2 C 0.02818(14) 0.18695(13) 0.03592(9) 0.0164(5) Uani 1 1 d . . . . .
H2 H 0.0219 0.1516 0.0557 0.020 Uiso 1 1 calc R U . . .
C3 C 0.02823(13) 0.29351(13) 0.02587(9) 0.0160(5) Uani 1 1 d . . . . .
H3 H 0.0224 0.3342 0.0384 0.019 Uiso 1 1 calc R U . . .
C4 C 0.04407(14) 0.28785(13) -0.02190(9) 0.0163(5) Uani 1 1 d . . . . .
H4 H 0.0484 0.3238 -0.0412 0.020 Uiso 1 1 calc R U . . .
C5 C 0.05343(12) 0.22839(13) -0.04069(9) 0.0132(4) Uani 1 1 d . . . . .
C6 C 0.11141(13) 0.17010(12) -0.09871(8) 0.0130(4) Uani 1 1 d . . . . .
C7 C 0.10580(13) 0.13247(14) -0.13893(9) 0.0171(5) Uani 1 1 d . . . . .
H7 H 0.0735 0.1397 -0.1613 0.021 Uiso 1 1 calc R U . . .
C8 C 0.14820(13) 0.08440(14) -0.14549(9) 0.0162(5) Uani 1 1 d . . . . .
H8 H 0.1431 0.0583 -0.1724 0.019 Uiso 1 1 calc R U . . .
C9 C 0.20286(13) 0.11101(13) -0.07860(9) 0.0161(5) Uani 1 1 d . . . . .
H9 H 0.2373 0.1047 -0.0580 0.019 Uiso 1 1 calc R U . . .
C10 C 0.16227(13) 0.15905(13) -0.06888(9) 0.0163(5) Uani 1 1 d . . . . .
H10 H 0.1688 0.1847 -0.0419 0.020 Uiso 1 1 calc R U . . .
C11 C 0.03185(12) 0.24639(12) -0.12540(10) 0.0141(4) Uani 1 1 d . . . . .
H11A H 0.0052 0.2136 -0.1395 0.017 Uiso 1 1 calc R U . . .
H11B H 0.0043 0.2785 -0.1114 0.017 Uiso 1 1 calc R U . . .
C12 C 0.16442(14) 0.31841(13) -0.12524(10) 0.0199(5) Uani 1 1 d . . . . .
H12 H 0.1763 0.2784 -0.1139 0.024 Uiso 1 1 calc R U . . .
C13 C 0.20205(14) 0.36963(14) -0.11718(10) 0.0198(5) Uani 1 1 d . . . . .
H13 H 0.2397 0.3637 -0.1000 0.024 Uiso 1 1 calc R U . . .
C14 C 0.13351(14) 0.43471(14) -0.15549(10) 0.0192(5) Uani 1 1 d . . . . .
H14 H 0.1220 0.4753 -0.1659 0.023 Uiso 1 1 calc R U . . .
C15 C 0.09366(14) 0.38594(14) -0.16461(10) 0.0202(5) Uani 1 1 d . . . . .
H15 H 0.0556 0.3932 -0.1809 0.024 Uiso 1 1 calc R U . . .
C16 C 0.10924(13) 0.32598(13) -0.14996(9) 0.0143(5) Uani 1 1 d . . . . .
C17 C 0.05152(13) 0.27059(12) -0.20967(8) 0.0141(5) Uani 1 1 d . . . . .
C18 C 0.09448(15) 0.28560(16) -0.24522(10) 0.0215(6) Uani 1 1 d . . . . .
H18 H 0.1352 0.2994 -0.2371 0.026 Uiso 1 1 calc R U . . .
C19 C 0.07749(14) 0.28029(15) -0.29208(9) 0.0197(5) Uani 1 1 d . . . . .
H19 H 0.1077 0.2904 -0.3155 0.024 Uiso 1 1 calc R U . . .
C20 C -0.02062(14) 0.24748(13) -0.27233(9) 0.0154(5) Uani 1 1 d . . . . .
H20 H -0.0612 0.2343 -0.2815 0.019 Uiso 1 1 calc R U . . .
C21 C -0.00728(14) 0.25107(13) -0.22426(9) 0.0171(5) Uani 1 1 d . . . . .
H21 H -0.0381 0.2403 -0.2015 0.020 Uiso 1 1 calc R U . . .
B1 B -0.1285(4) 0.4259(4) 0.1007(4) 0.0849(19) Uani 1 1 d . . . . .
H1A H -0.1700 0.4144 0.1125 0.127 Uiso 1 1 calc R U . . .
H1B H -0.1316 0.4387 0.0675 0.127 Uiso 1 1 calc R U . . .
H1C H -0.1121 0.4606 0.1196 0.127 Uiso 1 1 calc R U . . .
B2 B 0.1351(4) 0.0856(4) 0.1400(4) 0.0849(19) Uani 1 1 d . . . . .
H2A H 0.1433 0.0735 0.1071 0.127 Uiso 1 1 calc R U . . .
H2B H 0.1183 0.0497 0.1574 0.127 Uiso 1 1 calc R U . . .
H2C H 0.1741 0.0993 0.1549 0.127 Uiso 1 1 calc R U . . .
N7 N -0.05242(11) 0.32480(12) 0.11004(8) 0.0156(4) Uani 1 1 d . . . . .
N8 N 0.05378(12) 0.18289(12) 0.13787(8) 0.0164(4) Uani 1 1 d . . . . .
C22 C -0.08329(18) 0.36801(18) 0.10500(13) 0.0310(7) Uani 1 1 d . . . . .
C23 C 0.0857(2) 0.14127(19) 0.14100(13) 0.0346(8) Uani 1 1 d . . . . .
O1 O 0.3167(11) 0.2704(10) -0.0560(7) 0.348(5) Uani 1 1 d . U . . .
O2 O 0.2410(9) 0.3180(13) -0.3624(8) 0.348(5) Uani 1 1 d . U . . .
O3 O -0.1733(10) 0.3267(10) 0.0000 0.348(5) Uani 1 2 d S TU P . .
O4 O 0.0000 0.0000 0.0796(9) 0.348(5) Uani 1 2 d S TU P . .
O5 O 0.2988(12) 0.2739(10) -0.2140(6) 0.348(5) Uani 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N7 1.938(3) . ?
Fe1 N8 1.942(3) . ?
Fe1 N4 1.996(2) 16_554 ?
Fe1 N3 2.002(2) 4 ?
Fe1 N6 2.010(2) 6 ?
Fe1 N1 2.015(2) . ?
N1 C3 1.342(4) . ?
N1 C2 1.356(3) . ?
N2 C6 1.400(3) . ?
N2 C5 1.408(3) . ?
N2 C11 1.458(3) . ?
N3 C8 1.347(4) . ?
N3 C9 1.351(3) . ?
N3 Fe1 2.002(2) 3 ?
N4 C14 1.347(4) . ?
N4 C13 1.351(4) . ?
N4 Fe1 1.996(2) 16_554 ?
N5 C17 1.398(3) . ?
N5 C16 1.429(4) . ?
N5 C11 1.457(3) . ?
N6 C19 1.346(4) . ?
N6 C20 1.347(3) . ?
N6 Fe1 2.010(2) 6_554 ?
C1 C2 1.375(3) . ?
C1 C5 1.400(4) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.397(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.395(4) . ?
C4 H4 0.9500 . ?
C6 C10 1.398(4) . ?
C6 C7 1.398(4) . ?
C7 C8 1.386(4) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.376(4) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.381(4) . ?
C12 C16 1.383(4) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.374(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.391(4) . ?
C15 H15 0.9500 . ?
C17 C21 1.390(4) . ?
C17 C18 1.400(4) . ?
C18 C19 1.378(4) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.390(4) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
B1 C22 1.580(7) . ?
B1 H1A 0.9800 . ?
B1 H1B 0.9800 . ?
B1 H1C 0.9800 . ?
B2 C23 1.595(7) . ?
B2 H2A 0.9800 . ?
B2 H2B 0.9800 . ?
B2 H2C 0.9800 . ?
N7 C22 1.147(4) . ?
N8 C23 1.128(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
N7 Fe1 N8 179.36(11) . . ?
N7 Fe1 N4 89.17(10) . 16_554 ?
N8 Fe1 N4 90.51(11) . 16_554 ?
N7 Fe1 N3 90.39(10) . 4 ?
N8 Fe1 N3 89.93(10) . 4 ?
N4 Fe1 N3 179.51(10) 16_554 4 ?
N7 Fe1 N6 90.28(10) . 6 ?
N8 Fe1 N6 90.28(10) . 6 ?
N4 Fe1 N6 90.40(10) 16_554 6 ?
N3 Fe1 N6 89.40(10) 4 6 ?
N7 Fe1 N1 90.20(10) . . ?
N8 Fe1 N1 89.25(10) . . ?
N4 Fe1 N1 90.38(9) 16_554 . ?
N3 Fe1 N1 89.83(9) 4 . ?
N6 Fe1 N1 179.10(11) 6 . ?
C3 N1 C2 117.0(2) . . ?
C3 N1 Fe1 122.94(18) . . ?
C2 N1 Fe1 120.01(17) . . ?
C6 N2 C5 118.0(2) . . ?
C6 N2 C11 120.4(2) . . ?
C5 N2 C11 118.8(2) . . ?
C8 N3 C9 116.6(2) . . ?
C8 N3 Fe1 123.27(18) . 3 ?
C9 N3 Fe1 120.12(18) . 3 ?
C14 N4 C13 116.7(2) . . ?
C14 N4 Fe1 120.83(19) . 16_554 ?
C13 N4 Fe1 122.43(19) . 16_554 ?
C17 N5 C16 116.6(2) . . ?
C17 N5 C11 120.0(2) . . ?
C16 N5 C11 118.4(2) . . ?
C19 N6 C20 116.1(2) . . ?
C19 N6 Fe1 121.63(19) . 6_554 ?
C20 N6 Fe1 122.23(19) . 6_554 ?
C2 C1 C5 119.8(3) . . ?
C2 C1 H1 120.1 . . ?
C5 C1 H1 120.1 . . ?
N1 C2 C1 123.1(2) . . ?
N1 C2 H2 118.5 . . ?
C1 C2 H2 118.5 . . ?
N1 C3 C4 123.5(3) . . ?
N1 C3 H3 118.2 . . ?
C4 C3 H3 118.2 . . ?
C5 C4 C3 118.8(2) . . ?
C5 C4 H4 120.6 . . ?
C3 C4 H4 120.6 . . ?
C4 C5 C1 117.6(2) . . ?
C4 C5 N2 122.0(2) . . ?
C1 C5 N2 120.4(2) . . ?
C10 C6 C7 117.3(2) . . ?
C10 C6 N2 119.2(2) . . ?
C7 C6 N2 123.4(2) . . ?
C8 C7 C6 118.7(2) . . ?
C8 C7 H7 120.6 . . ?
C6 C7 H7 120.6 . . ?
N3 C8 C7 124.0(2) . . ?
N3 C8 H8 118.0 . . ?
C7 C8 H8 118.0 . . ?
N3 C9 C10 123.2(2) . . ?
N3 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
C9 C10 C6 120.0(2) . . ?
C9 C10 H10 120.0 . . ?
C6 C10 H10 120.0 . . ?
N5 C11 N2 111.2(2) . . ?
N5 C11 H11A 109.4 . . ?
N2 C11 H11A 109.4 . . ?
N5 C11 H11B 109.4 . . ?
N2 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C13 C12 C16 119.3(3) . . ?
C13 C12 H12 120.3 . . ?
C16 C12 H12 120.3 . . ?
N4 C13 C12 123.4(3) . . ?
N4 C13 H13 118.3 . . ?
C12 C13 H13 118.3 . . ?
N4 C14 C15 123.1(3) . . ?
N4 C14 H14 118.5 . . ?
C15 C14 H14 118.5 . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 H15 120.1 . . ?
C16 C15 H15 120.1 . . ?
C12 C16 C15 117.6(2) . . ?
C12 C16 N5 122.4(3) . . ?
C15 C16 N5 119.9(2) . . ?
C21 C17 N5 124.0(2) . . ?
C21 C17 C18 116.9(2) . . ?
N5 C17 C18 119.1(2) . . ?
C19 C18 C17 119.8(3) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
N6 C19 C18 123.9(3) . . ?
N6 C19 H19 118.1 . . ?
C18 C19 H19 118.1 . . ?
N6 C20 C21 123.8(3) . . ?
N6 C20 H20 118.1 . . ?
C21 C20 H20 118.1 . . ?
C20 C21 C17 119.5(2) . . ?
C20 C21 H21 120.2 . . ?
C17 C21 H21 120.2 . . ?
C22 B1 H1A 109.5 . . ?
C22 B1 H1B 109.5 . . ?
H1A B1 H1B 109.5 . . ?
C22 B1 H1C 109.5 . . ?
H1A B1 H1C 109.5 . . ?
H1B B1 H1C 109.5 . . ?
C23 B2 H2A 109.5 . . ?
C23 B2 H2B 109.5 . . ?
H2A B2 H2B 109.5 . . ?
C23 B2 H2C 109.5 . . ?
H2A B2 H2C 109.5 . . ?
H2B B2 H2C 109.5 . . ?
C22 N7 Fe1 175.1(3) . . ?
C23 N8 Fe1 173.0(3) . . ?
N7 C22 B1 176.3(5) . . ?
N8 C23 B2 173.2(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C2 C1 1.8(4) . . . . ?
Fe1 N1 C2 C1 -177.8(2) . . . . ?
C5 C1 C2 N1 -0.3(5) . . . . ?
C2 N1 C3 C4 -1.4(4) . . . . ?
Fe1 N1 C3 C4 178.2(2) . . . . ?
N1 C3 C4 C5 -0.6(4) . . . . ?
C3 C4 C5 C1 2.2(4) . . . . ?
C3 C4 C5 N2 -178.9(3) . . . . ?
C2 C1 C5 C4 -1.8(4) . . . . ?
C2 C1 C5 N2 179.3(3) . . . . ?
C6 N2 C5 C4 144.2(3) . . . . ?
C11 N2 C5 C4 -54.7(4) . . . . ?
C6 N2 C5 C1 -36.9(4) . . . . ?
C11 N2 C5 C1 124.2(3) . . . . ?
C5 N2 C6 C10 -41.3(4) . . . . ?
C11 N2 C6 C10 157.8(3) . . . . ?
C5 N2 C6 C7 141.5(3) . . . . ?
C11 N2 C6 C7 -19.4(4) . . . . ?
C10 C6 C7 C8 3.8(4) . . . . ?
N2 C6 C7 C8 -178.9(3) . . . . ?
C9 N3 C8 C7 -1.3(4) . . . . ?
Fe1 N3 C8 C7 176.3(2) 3 . . . ?
C6 C7 C8 N3 -1.9(4) . . . . ?
C8 N3 C9 C10 2.6(4) . . . . ?
Fe1 N3 C9 C10 -175.1(2) 3 . . . ?
N3 C9 C10 C6 -0.6(4) . . . . ?
C7 C6 C10 C9 -2.7(4) . . . . ?
N2 C6 C10 C9 179.9(3) . . . . ?
C17 N5 C11 N2 142.9(2) . . . . ?
C16 N5 C11 N2 -63.0(3) . . . . ?
C6 N2 C11 N5 -62.3(3) . . . . ?
C5 N2 C11 N5 137.0(2) . . . . ?
C14 N4 C13 C12 2.1(4) . . . . ?
Fe1 N4 C13 C12 -175.7(2) 16_554 . . . ?
C16 C12 C13 N4 -0.4(5) . . . . ?
C13 N4 C14 C15 -1.8(4) . . . . ?
Fe1 N4 C14 C15 176.0(2) 16_554 . . . ?
N4 C14 C15 C16 -0.1(5) . . . . ?
C13 C12 C16 C15 -1.5(4) . . . . ?
C13 C12 C16 N5 175.8(3) . . . . ?
C14 C15 C16 C12 1.8(4) . . . . ?
C14 C15 C16 N5 -175.6(3) . . . . ?
C17 N5 C16 C12 -129.4(3) . . . . ?
C11 N5 C16 C12 75.7(4) . . . . ?
C17 N5 C16 C15 47.8(4) . . . . ?
C11 N5 C16 C15 -107.1(3) . . . . ?
C16 N5 C17 C21 -142.4(3) . . . . ?
C11 N5 C17 C21 12.1(4) . . . . ?
C16 N5 C17 C18 39.2(4) . . . . ?
C11 N5 C17 C18 -166.3(3) . . . . ?
C21 C17 C18 C19 -0.3(5) . . . . ?
N5 C17 C18 C19 178.2(3) . . . . ?
C20 N6 C19 C18 -0.3(5) . . . . ?
Fe1 N6 C19 C18 -179.1(3) 6_554 . . . ?
C17 C18 C19 N6 0.6(5) . . . . ?
C19 N6 C20 C21 -0.2(4) . . . . ?
Fe1 N6 C20 C21 178.6(2) 6_554 . . . ?
N6 C20 C21 C17 0.4(4) . . . . ?
N5 C17 C21 C20 -178.6(3) . . . . ?
C18 C17 C21 C20 -0.1(4) . . . . ?

_refine_diff_density_max         1.410
_refine_diff_density_min         -1.034
_refine_diff_density_rms         0.129

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1565288'
_audit_update_record             
;
2017-07-27 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H24 B2 Fe N8, 0.75(C O2)'
_chemical_formula_sum            'C23.75 H24 B2 Fe N8 O1.50'
_chemical_formula_weight         522.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
B B 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3560 0.8260 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           120
_space_group_name_H-M_alt        'I -4 c 2'
_space_group_name_Hall           'I -4 -2c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   22.012(3)
_cell_length_b                   22.012(3)
_cell_length_c                   28.983(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14043(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    145992
_cell_measurement_theta_min      0.40
_cell_measurement_theta_max      29.54

_exptl_crystal_description       CUBIC
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.989
_exptl_crystal_F_000             4328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.439
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_process_details   'HKL3000 Scalepack'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            72602
_diffrn_reflns_av_unetI/netI     0.0167
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         1.822
_diffrn_reflns_theta_max         29.558
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             10241
_reflns_number_gt                9155
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.995

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

_computing_data_collection       'PAL ADSC Quantum-210 ADX Program'
_computing_cell_refinement       HKL3000
_computing_data_reduction        HKL3000
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX

_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1711P)²+2.8462P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10241
_refine_ls_number_parameters     303
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0679
_refine_ls_R_factor_gt           0.0638
_refine_ls_wR_factor_ref         0.2254
_refine_ls_wR_factor_gt          0.2201
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.00030(2) 0.25415(2) 0.12386(2) 0.03118(17) Uani 1 1 d . . . . .
N1 N 0.02077(15) 0.24442(12) 0.04937(9) 0.0380(6) Uani 1 1 d . . . . .
N2 N 0.07031(13) 0.21985(12) -0.08992(8) 0.0366(5) Uani 1 1 d . . . . .
N3 N 0.19311(14) 0.07804(13) -0.11741(9) 0.0396(6) Uani 1 1 d . . . . .
N4 N 0.18301(14) 0.42083(13) -0.13046(10) 0.0418(6) Uani 1 1 d . . . . .
N5 N 0.06787(14) 0.27382(13) -0.16198(8) 0.0388(5) Uani 1 1 d . . . . .
N6 N 0.01935(14) 0.26373(15) -0.30245(8) 0.0404(6) Uani 1 1 d . . . . .
C1 C 0.0475(2) 0.17935(15) -0.01379(11) 0.0467(8) Uani 1 1 d . . . . .
H1 H 0.0543 0.1401 -0.0245 0.056 Uiso 1 1 calc R U . . .
C2 C 0.03161(19) 0.18887(15) 0.03163(10) 0.0461(8) Uani 1 1 d . . . . .
H2 H 0.0282 0.1553 0.0510 0.055 Uiso 1 1 calc R U . . .
C3 C 0.02528(18) 0.29111(16) 0.02025(10) 0.0442(7) Uani 1 1 d . . . . .
H3 H 0.0177 0.3298 0.0318 0.053 Uiso 1 1 calc R U . . .
C4 C 0.04053(18) 0.28594(15) -0.02595(10) 0.0436(7) Uani 1 1 d . . . . .
H4 H 0.0421 0.3201 -0.0448 0.052 Uiso 1 1 calc R U . . .
C5 C 0.05352(14) 0.22868(14) -0.04352(9) 0.0347(6) Uani 1 1 d . . . . .
C6 C 0.11094(14) 0.17325(14) -0.10066(9) 0.0351(6) Uani 1 1 d . . . . .
C7 C 0.10490(16) 0.13543(17) -0.13893(11) 0.0444(7) Uani 1 1 d . . . . .
H7 H 0.0736 0.1418 -0.1599 0.053 Uiso 1 1 calc R U . . .
C8 C 0.14540(18) 0.08854(17) -0.14570(11) 0.0453(7) Uani 1 1 d . . . . .
H8 H 0.1397 0.0630 -0.1709 0.054 Uiso 1 1 calc R U . . .
C9 C 0.19984(17) 0.11588(17) -0.08153(12) 0.0448(7) Uani 1 1 d . . . . .
H9 H 0.2329 0.1102 -0.0621 0.054 Uiso 1 1 calc R U . . .
C10 C 0.16047(18) 0.16262(17) -0.07199(12) 0.0465(7) Uani 1 1 d . . . . .
H10 H 0.1669 0.1872 -0.0463 0.056 Uiso 1 1 calc R U . . .
C11 C 0.03145(14) 0.24551(15) -0.12562(10) 0.0363(5) Uani 1 1 d . . . . .
H11A H 0.0047 0.2756 -0.1121 0.044 Uiso 1 1 calc R U . . .
H11B H 0.0065 0.2137 -0.1389 0.044 Uiso 1 1 calc R U . . .
C12 C 0.1655(2) 0.3143(2) -0.1356(2) 0.0755(16) Uani 1 1 d . . . . .
H12 H 0.1812 0.2752 -0.1326 0.091 Uiso 1 1 calc R U . . .
C13 C 0.2016(2) 0.3647(2) -0.1266(2) 0.0754(16) Uani 1 1 d . . . . .
H13 H 0.2414 0.3581 -0.1171 0.091 Uiso 1 1 calc R U . . .
C14 C 0.1256(2) 0.4286(2) -0.1413(3) 0.096(3) Uani 1 1 d . . . . .
H14 H 0.1103 0.4679 -0.1416 0.115 Uiso 1 1 calc R U . . .
C15 C 0.0865(2) 0.3812(2) -0.1525(3) 0.0779(17) Uani 1 1 d . . . . .
H15 H 0.0471 0.3894 -0.1622 0.094 Uiso 1 1 calc R U . . .
C16 C 0.10643(15) 0.32310(15) -0.14918(9) 0.0374(6) Uani 1 1 d . . . . .
C17 C 0.05059(14) 0.27048(14) -0.20792(9) 0.0346(6) Uani 1 1 d . . . . .
C18 C 0.0872(2) 0.2957(2) -0.24217(11) 0.0601(12) Uani 1 1 d . . . . .
H18 H 0.1229 0.3158 -0.2344 0.072 Uiso 1 1 calc R U . . .
C19 C 0.0698(2) 0.2905(2) -0.28777(11) 0.0570(11) Uani 1 1 d . . . . .
H19 H 0.0954 0.3071 -0.3100 0.068 Uiso 1 1 calc R U . . .
C20 C -0.0154(2) 0.2401(2) -0.26972(12) 0.0567(11) Uani 1 1 d . . . . .
H20 H -0.0510 0.2206 -0.2788 0.068 Uiso 1 1 calc R U . . .
C21 C -0.00256(19) 0.2424(2) -0.22313(12) 0.0561(11) Uani 1 1 d . . . . .
H21 H -0.0293 0.2252 -0.2019 0.067 Uiso 1 1 calc R U . . .
B1 B -0.1139(12) 0.4323(9) 0.0960(9) 0.203(6) Uiso 1 1 d . . . . .
H1A H -0.1206 0.4391 0.0637 0.305 Uiso 1 1 calc R U . . .
H1B H -0.0881 0.4636 0.1080 0.305 Uiso 1 1 calc R U . . .
H1C H -0.1521 0.4329 0.1119 0.305 Uiso 1 1 calc R U . . .
B2 B 0.1157(11) 0.0700(11) 0.1406(8) 0.203(6) Uiso 1 1 d . . . . .
H2A H 0.0983 0.0453 0.1644 0.305 Uiso 1 1 calc R U . . .
H2B H 0.1582 0.0756 0.1465 0.305 Uiso 1 1 calc R U . . .
H2C H 0.1105 0.0503 0.1113 0.305 Uiso 1 1 calc R U . . .
N7 N -0.05657(15) 0.32913(14) 0.10728(10) 0.0443(6) Uani 1 1 d . . . . .
N8 N 0.05666(15) 0.17754(15) 0.13742(10) 0.0456(6) Uani 1 1 d . . . . .
C22 C -0.0838(3) 0.3710(2) 0.1028(2) 0.0715(13) Uani 1 1 d . . . . .
C23 C 0.0824(3) 0.1351(3) 0.1397(2) 0.0810(17) Uani 1 1 d . . . . .
C24 C 0.0000 0.0000 0.0691(14) 0.250 Uiso 1 2 d DS U P . .
C25 C 0.5000 0.0000 0.0000 0.250 Uiso 1 4 d DS U P . .
O1 O 0.0264(7) -0.0452(6) 0.0648(6) 0.250 Uiso 1 1 d D U . . .
O2 O 0.4638(4) 0.0362(4) 0.0000 0.250 Uiso 1 2 d DS U P . .


_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 N7 2.127(3) . ?
Fe1 N8 2.130(3) . ?
Fe1 N6 2.189(2) 6 ?
Fe1 N3 2.194(3) 4 ?
Fe1 N1 2.216(3) . ?
Fe1 N4 2.228(3) 16_554 ?
N1 C3 1.334(4) . ?
N1 C2 1.348(4) . ?
N2 C6 1.396(4) . ?
N2 C5 1.408(3) . ?
N2 C11 1.457(4) . ?
N3 C9 1.341(4) . ?
N3 C8 1.352(5) . ?
N3 Fe1 2.194(3) 3 ?
N4 C13 1.306(5) . ?
N4 C14 1.312(6) . ?
N4 Fe1 2.228(3) 16_554 ?
N5 C17 1.387(3) . ?
N5 C16 1.426(4) . ?
N5 C11 1.463(4) . ?
N6 C20 1.325(4) . ?
N6 C19 1.327(5) . ?
N6 Fe1 2.189(2) 6_554 ?
C1 C2 1.378(4) . ?
C1 C5 1.392(4) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.385(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.389(4) . ?
C4 H4 0.9300 . ?
C6 C10 1.390(5) . ?
C6 C7 1.393(4) . ?
C7 C8 1.378(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.373(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C16 1.373(5) . ?
C12 C13 1.389(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.390(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.356(6) . ?
C15 H15 0.9300 . ?
C17 C18 1.394(4) . ?
C17 C21 1.395(5) . ?
C18 C19 1.381(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.381(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
B1 C22 1.52(2) . ?
B1 H1A 0.9600 . ?
B1 H1B 0.9600 . ?
B1 H1C 0.9600 . ?
B2 C23 1.61(2) . ?
B2 H2A 0.9600 . ?
B2 H2B 0.9600 . ?
B2 H2C 0.9600 . ?
N7 C22 1.107(6) . ?
N8 C23 1.095(6) . ?
C24 O1 1.159(11) 2 ?
C24 O1 1.159(11) . ?
C25 O2 1.126(12) 2_655 ?
C25 O2 1.126(12) . ?

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
N7 Fe1 N8 177.45(11) . . ?
N7 Fe1 N6 91.68(12) . 6 ?
N8 Fe1 N6 90.64(12) . 6 ?
N7 Fe1 N3 89.61(12) . 4 ?
N8 Fe1 N3 89.35(12) . 4 ?
N6 Fe1 N3 89.24(11) 6 4 ?
N7 Fe1 N1 88.54(11) . . ?
N8 Fe1 N1 89.14(11) . . ?
N6 Fe1 N1 179.66(12) 6 . ?
N3 Fe1 N1 91.02(11) 4 . ?
N7 Fe1 N4 89.79(12) . 16_554 ?
N8 Fe1 N4 91.26(12) . 16_554 ?
N6 Fe1 N4 90.59(11) 6 16_554 ?
N3 Fe1 N4 179.37(11) 4 16_554 ?
N1 Fe1 N4 89.16(11) . 16_554 ?
C3 N1 C2 116.4(3) . . ?
C3 N1 Fe1 123.9(2) . . ?
C2 N1 Fe1 119.7(2) . . ?
C6 N2 C5 118.9(2) . . ?
C6 N2 C11 120.2(2) . . ?
C5 N2 C11 118.1(3) . . ?
C9 N3 C8 116.7(3) . . ?
C9 N3 Fe1 119.1(2) . 3 ?
C8 N3 Fe1 123.9(2) . 3 ?
C13 N4 C14 116.4(4) . . ?
C13 N4 Fe1 122.4(3) . 16_554 ?
C14 N4 Fe1 121.1(3) . 16_554 ?
C17 N5 C16 117.0(2) . . ?
C17 N5 C11 121.2(3) . . ?
C16 N5 C11 117.5(2) . . ?
C20 N6 C19 115.4(3) . . ?
C20 N6 Fe1 123.1(2) . 6_554 ?
C19 N6 Fe1 121.4(2) . 6_554 ?
C2 C1 C5 119.8(3) . . ?
C2 C1 H1 120.1 . . ?
C5 C1 H1 120.1 . . ?
N1 C2 C1 123.2(3) . . ?
N1 C2 H2 118.4 . . ?
C1 C2 H2 118.4 . . ?
N1 C3 C4 124.5(3) . . ?
N1 C3 H3 117.7 . . ?
C4 C3 H3 117.7 . . ?
C3 C4 C5 118.6(3) . . ?
C3 C4 H4 120.7 . . ?
C5 C4 H4 120.7 . . ?
C4 C5 C1 117.5(3) . . ?
C4 C5 N2 122.0(3) . . ?
C1 C5 N2 120.5(3) . . ?
C10 C6 C7 116.7(3) . . ?
C10 C6 N2 119.5(3) . . ?
C7 C6 N2 123.7(3) . . ?
C8 C7 C6 119.9(3) . . ?
C8 C7 H7 120.0 . . ?
C6 C7 H7 120.0 . . ?
N3 C8 C7 123.0(3) . . ?
N3 C8 H8 118.5 . . ?
C7 C8 H8 118.5 . . ?
N3 C9 C10 123.5(3) . . ?
N3 C9 H9 118.3 . . ?
C10 C9 H9 118.3 . . ?
C9 C10 C6 120.0(3) . . ?
C9 C10 H10 120.0 . . ?
C6 C10 H10 120.0 . . ?
N2 C11 N5 110.8(2) . . ?
N2 C11 H11A 109.5 . . ?
N5 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
N5 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C16 C12 C13 118.8(4) . . ?
C16 C12 H12 120.6 . . ?
C13 C12 H12 120.6 . . ?
N4 C13 C12 124.1(4) . . ?
N4 C13 H13 117.9 . . ?
C12 C13 H13 117.9 . . ?
N4 C14 C15 123.7(4) . . ?
N4 C14 H14 118.2 . . ?
C15 C14 H14 118.2 . . ?
C16 C15 C14 119.4(4) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C12 117.4(3) . . ?
C15 C16 N5 120.4(3) . . ?
C12 C16 N5 122.1(3) . . ?
N5 C17 C18 120.3(3) . . ?
N5 C17 C21 123.8(3) . . ?
C18 C17 C21 115.9(3) . . ?
C19 C18 C17 119.2(3) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
N6 C19 C18 125.2(3) . . ?
N6 C19 H19 117.4 . . ?
C18 C19 H19 117.4 . . ?
N6 C20 C21 124.5(3) . . ?
N6 C20 H20 117.7 . . ?
C21 C20 H20 117.7 . . ?
C20 C21 C17 119.8(3) . . ?
C20 C21 H21 120.1 . . ?
C17 C21 H21 120.1 . . ?
C22 B1 H1A 109.5 . . ?
C22 B1 H1B 109.5 . . ?
H1A B1 H1B 109.5 . . ?
C22 B1 H1C 109.5 . . ?
H1A B1 H1C 109.5 . . ?
H1B B1 H1C 109.5 . . ?
C23 B2 H2A 109.5 . . ?
C23 B2 H2B 109.5 . . ?
H2A B2 H2B 109.5 . . ?
C23 B2 H2C 109.5 . . ?
H2A B2 H2C 109.5 . . ?
H2B B2 H2C 109.5 . . ?
C22 N7 Fe1 172.4(4) . . ?
C23 N8 Fe1 171.2(4) . . ?
N7 C22 B1 173.2(11) . . ?
N8 C23 B2 175.2(11) . . ?
O1 C24 O1 167(5) 2 . ?
O2 C25 O2 180.0(12) 2_655 . ?

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
C3 N1 C2 C1 1.0(6) . . . . ?
Fe1 N1 C2 C1 -176.7(3) . . . . ?
C5 C1 C2 N1 0.5(7) . . . . ?
C2 N1 C3 C4 -0.5(6) . . . . ?
Fe1 N1 C3 C4 177.2(3) . . . . ?
N1 C3 C4 C5 -1.5(6) . . . . ?
C3 C4 C5 C1 3.0(5) . . . . ?
C3 C4 C5 N2 -179.0(3) . . . . ?
C2 C1 C5 C4 -2.5(6) . . . . ?
C2 C1 C5 N2 179.4(4) . . . . ?
C6 N2 C5 C4 147.2(3) . . . . ?
C11 N2 C5 C4 -51.9(4) . . . . ?
C6 N2 C5 C1 -34.8(5) . . . . ?
C11 N2 C5 C1 126.1(4) . . . . ?
C5 N2 C6 C10 -40.5(5) . . . . ?
C11 N2 C6 C10 159.0(3) . . . . ?
C5 N2 C6 C7 139.0(3) . . . . ?
C11 N2 C6 C7 -21.4(5) . . . . ?
C10 C6 C7 C8 2.8(5) . . . . ?
N2 C6 C7 C8 -176.7(3) . . . . ?
C9 N3 C8 C7 0.0(6) . . . . ?
Fe1 N3 C8 C7 174.9(3) 3 . . . ?
C6 C7 C8 N3 -2.3(6) . . . . ?
C8 N3 C9 C10 1.6(6) . . . . ?
Fe1 N3 C9 C10 -173.5(3) 3 . . . ?
N3 C9 C10 C6 -1.0(6) . . . . ?
C7 C6 C10 C9 -1.3(6) . . . . ?
N2 C6 C10 C9 178.3(3) . . . . ?
C6 N2 C11 N5 -62.2(4) . . . . ?
C5 N2 C11 N5 137.2(3) . . . . ?
C17 N5 C11 N2 143.0(3) . . . . ?
C16 N5 C11 N2 -60.9(4) . . . . ?
C14 N4 C13 C12 3.7(10) . . . . ?
Fe1 N4 C13 C12 -172.3(5) 16_554 . . . ?
C16 C12 C13 N4 -0.7(11) . . . . ?
C13 N4 C14 C15 -5.8(11) . . . . ?
Fe1 N4 C14 C15 170.3(6) 16_554 . . . ?
N4 C14 C15 C16 4.8(13) . . . . ?
C14 C15 C16 C12 -1.4(10) . . . . ?
C14 C15 C16 N5 -177.8(6) . . . . ?
C13 C12 C16 C15 -0.5(9) . . . . ?
C13 C12 C16 N5 175.9(5) . . . . ?
C17 N5 C16 C15 64.0(5) . . . . ?
C11 N5 C16 C15 -93.1(5) . . . . ?
C17 N5 C16 C12 -112.3(5) . . . . ?
C11 N5 C16 C12 90.6(5) . . . . ?
C16 N5 C17 C18 26.3(5) . . . . ?
C11 N5 C17 C18 -177.5(4) . . . . ?
C16 N5 C17 C21 -154.1(4) . . . . ?
C11 N5 C17 C21 2.1(5) . . . . ?
N5 C17 C18 C19 178.4(4) . . . . ?
C21 C17 C18 C19 -1.2(7) . . . . ?
C20 N6 C19 C18 -0.9(8) . . . . ?
Fe1 N6 C19 C18 -176.5(4) 6_554 . . . ?
C17 C18 C19 N6 1.2(8) . . . . ?
C19 N6 C20 C21 0.7(8) . . . . ?
Fe1 N6 C20 C21 176.2(4) 6_554 . . . ?
N6 C20 C21 C17 -0.8(9) . . . . ?
N5 C17 C21 C20 -178.6(4) . . . . ?
C18 C17 C21 C20 1.0(7) . . . . ?

_refine_diff_density_max         0.654
_refine_diff_density_min         -0.904
_refine_diff_density_rms         0.105

_shelxl_version_number           2014-3
####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1565287'
_audit_update_record             
;
2017-07-27 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H24 B2 Fe N8'
_chemical_formula_sum            'C23 H24 B2 Fe N8'
_chemical_formula_weight         489.97

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
B B 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3560 0.8260 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           120
_space_group_name_H-M_alt        'I -4 c 2'
_space_group_name_Hall           'I -4 -2c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   22.018(3)
_cell_length_b                   22.018(3)
_cell_length_c                   29.028(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14073(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    146627
_cell_measurement_theta_min      0.40
_cell_measurement_theta_max      29.54

_exptl_crystal_description       Cubic
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.925
_exptl_crystal_F_000             4064
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.431
_shelx_estimated_absorpt_T_min   0.958
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.958
_exptl_absorpt_correction_T_max  0.958
_exptl_absorpt_process_details   'HKL3000 Scalepack'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            72790
_diffrn_reflns_av_unetI/netI     0.0169
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         1.889
_diffrn_reflns_theta_max         29.553
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             10269
_reflns_number_gt                9396
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.901
_reflns_Friedel_fraction_max     0.997
_reflns_Friedel_fraction_full    0.996

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

_computing_data_collection       'PAL ADSC Quantum-210 ADX Program'
_computing_cell_refinement       HKL3000
_computing_data_reduction        HKL3000
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX

_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1475P)²+4.6713P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10269
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0563
_refine_ls_wR_factor_ref         0.1995
_refine_ls_wR_factor_gt          0.1955
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.00058(2) 0.25399(2) 0.12397(2) 0.03049(15) Uani 1 1 d . . . . .
N1 N 0.02045(14) 0.24377(12) 0.04918(8) 0.0380(5) Uani 1 1 d . . . . .
N2 N 0.06972(12) 0.21956(11) -0.09000(7) 0.0356(5) Uani 1 1 d . . . . .
N3 N 0.19250(12) 0.07812(12) -0.11745(8) 0.0387(5) Uani 1 1 d . . . . .
N4 N 0.18285(13) 0.42028(12) -0.13033(9) 0.0412(5) Uani 1 1 d . . . . .
N5 N 0.06772(12) 0.27320(12) -0.16195(7) 0.0377(5) Uani 1 1 d . . . . .
N6 N 0.01932(13) 0.26336(14) -0.30220(8) 0.0397(5) Uani 1 1 d . . . . .
C1 C 0.04795(18) 0.17874(14) -0.01365(10) 0.0462(7) Uani 1 1 d . . . . .
H1 H 0.0554 0.1396 -0.0242 0.055 Uiso 1 1 calc R U . . .
C2 C 0.03201(18) 0.18857(14) 0.03164(9) 0.0464(7) Uani 1 1 d . . . . .
H2 H 0.0291 0.1551 0.0511 0.056 Uiso 1 1 calc R U . . .
C3 C 0.02373(17) 0.29036(15) 0.02008(10) 0.0441(7) Uani 1 1 d . . . . .
H3 H 0.0154 0.3289 0.0315 0.053 Uiso 1 1 calc R U . . .
C4 C 0.03881(17) 0.28536(14) -0.02624(9) 0.0431(6) Uani 1 1 d . . . . .
H4 H 0.0395 0.3194 -0.0452 0.052 Uiso 1 1 calc R U . . .
C5 C 0.05281(13) 0.22835(13) -0.04362(8) 0.0338(5) Uani 1 1 d . . . . .
C6 C 0.11013(13) 0.17270(12) -0.10055(8) 0.0343(5) Uani 1 1 d . . . . .
C7 C 0.10355(15) 0.13425(16) -0.13824(10) 0.0445(6) Uani 1 1 d . . . . .
H7 H 0.0717 0.1399 -0.1588 0.053 Uiso 1 1 calc R U . . .
C8 C 0.14436(17) 0.08781(16) -0.14494(11) 0.0457(7) Uani 1 1 d . . . . .
H8 H 0.1383 0.0618 -0.1698 0.055 Uiso 1 1 calc R U . . .
C9 C 0.20004(16) 0.11640(15) -0.08226(11) 0.0445(6) Uani 1 1 d . . . . .
H9 H 0.2336 0.1111 -0.0632 0.053 Uiso 1 1 calc R U . . .
C10 C 0.16066(16) 0.16327(16) -0.07284(11) 0.0455(7) Uani 1 1 d . . . . .
H10 H 0.1679 0.1887 -0.0479 0.055 Uiso 1 1 calc R U . . .
C11 C 0.03112(13) 0.24525(13) -0.12575(9) 0.0351(5) Uani 1 1 d . . . . .
H11A H 0.0045 0.2755 -0.1123 0.042 Uiso 1 1 calc R U . . .
H11B H 0.0060 0.2135 -0.1390 0.042 Uiso 1 1 calc R U . . .
C12 C 0.1658(2) 0.31357(18) -0.1365(2) 0.0742(15) Uani 1 1 d . . . . .
H12 H 0.1814 0.2745 -0.1337 0.089 Uiso 1 1 calc R U . . .
C13 C 0.20224(19) 0.36387(18) -0.1278(2) 0.0749(15) Uani 1 1 d . . . . .
H13 H 0.2426 0.3572 -0.1197 0.090 Uiso 1 1 calc R U . . .
C14 C 0.1251(2) 0.4279(2) -0.1409(3) 0.0818(18) Uani 1 1 d . . . . .
H14 H 0.1098 0.4672 -0.1413 0.098 Uiso 1 1 calc R U . . .
C15 C 0.08646(19) 0.3811(2) -0.1512(2) 0.0776(16) Uani 1 1 d . . . . .
H15 H 0.0466 0.3894 -0.1597 0.093 Uiso 1 1 calc R U . . .
C16 C 0.10640(14) 0.32233(13) -0.14909(8) 0.0366(5) Uani 1 1 d . . . . .
C17 C 0.05047(13) 0.27006(13) -0.20783(8) 0.0342(5) Uani 1 1 d . . . . .
C18 C 0.08678(18) 0.2951(2) -0.24173(10) 0.0581(10) Uani 1 1 d . . . . .
H18 H 0.1225 0.3152 -0.2338 0.070 Uiso 1 1 calc R U . . .
C19 C 0.06963(18) 0.2902(2) -0.28761(10) 0.0555(10) Uani 1 1 d . . . . .
H19 H 0.0953 0.3070 -0.3097 0.067 Uiso 1 1 calc R U . . .
C20 C -0.01575(18) 0.2399(2) -0.26929(10) 0.0547(10) Uani 1 1 d . . . . .
H20 H -0.0513 0.2205 -0.2783 0.066 Uiso 1 1 calc R U . . .
C21 C -0.00296(17) 0.2425(2) -0.22302(10) 0.0545(10) Uani 1 1 d . . . . .
H21 H -0.0299 0.2259 -0.2018 0.065 Uiso 1 1 calc R U . . .
B1 B -0.1280(12) 0.4293(13) 0.1009(9) 0.257(9) Uiso 1 1 d . . . . .
H1A H -0.1693 0.4177 0.1071 0.386 Uiso 1 1 calc R U . . .
H1B H -0.1254 0.4462 0.0705 0.386 Uiso 1 1 calc R U . . .
H1C H -0.1153 0.4591 0.1231 0.386 Uiso 1 1 calc R U . . .
B2 B 0.1322(11) 0.0838(12) 0.1375(9) 0.257(9) Uiso 1 1 d . . . . .
H2A H 0.1400 0.0735 0.1059 0.386 Uiso 1 1 calc R U . . .
H2B H 0.1169 0.0489 0.1535 0.386 Uiso 1 1 calc R U . . .
H2C H 0.1692 0.0972 0.1518 0.386 Uiso 1 1 calc R U . . .
N7 N -0.05628(13) 0.32904(13) 0.10760(9) 0.0431(6) Uani 1 1 d . . . . .
N8 N 0.05707(14) 0.17757(13) 0.13750(10) 0.0450(6) Uani 1 1 d . . . . .
C22 C -0.0844(2) 0.3701(2) 0.10447(19) 0.0709(12) Uani 1 1 d . . . . .
C23 C 0.0842(3) 0.1358(2) 0.1396(2) 0.0825(16) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N7 2.127(3) . ?
Fe1 N8 2.129(3) . ?
Fe1 N6 2.197(2) 6 ?
Fe1 N3 2.207(3) 4 ?
Fe1 N1 2.226(2) . ?
Fe1 N4 2.237(3) 16_554 ?
N1 C3 1.331(4) . ?
N1 C2 1.342(4) . ?
N2 C6 1.396(4) . ?
N2 C5 1.410(3) . ?
N2 C11 1.456(3) . ?
N3 C9 1.335(4) . ?
N3 C8 1.344(4) . ?
N3 Fe1 2.207(3) 3 ?
N4 C13 1.315(5) . ?
N4 C14 1.318(5) . ?
N4 Fe1 2.237(3) 16_554 ?
N5 C17 1.387(3) . ?
N5 C16 1.426(4) . ?
N5 C11 1.460(4) . ?
N6 C19 1.325(4) . ?
N6 C20 1.332(4) . ?
N6 Fe1 2.197(2) 6_554 ?
C1 C2 1.378(4) . ?
C1 C5 1.400(4) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.389(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(4) . ?
C4 H4 0.9300 . ?
C6 C10 1.388(4) . ?
C6 C7 1.391(4) . ?
C7 C8 1.375(4) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.375(4) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C16 1.371(5) . ?
C12 C13 1.391(5) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.369(5) . ?
C14 H14 0.9300 . ?
C15 C16 1.369(5) . ?
C15 H15 0.9300 . ?
C17 C18 1.383(4) . ?
C17 C21 1.395(4) . ?
C18 C19 1.389(4) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.374(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
B1 C22 1.62(2) . ?
B1 H1A 0.9600 . ?
B1 H1B 0.9600 . ?
B1 H1C 0.9600 . ?
B2 C23 1.56(3) . ?
B2 H2A 0.9600 . ?
B2 H2B 0.9600 . ?
B2 H2C 0.9600 . ?
N7 C22 1.099(5) . ?
N8 C23 1.098(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
N7 Fe1 N8 177.63(11) . . ?
N7 Fe1 N6 91.58(11) . 6 ?
N8 Fe1 N6 90.62(11) . 6 ?
N7 Fe1 N3 89.74(11) . 4 ?
N8 Fe1 N3 89.41(11) . 4 ?
N6 Fe1 N3 89.12(10) 6 4 ?
N7 Fe1 N1 88.65(10) . . ?
N8 Fe1 N1 89.15(10) . . ?
N6 Fe1 N1 179.56(13) 6 . ?
N3 Fe1 N1 90.50(10) 4 . ?
N7 Fe1 N4 89.66(11) . 16_554 ?
N8 Fe1 N4 91.19(11) . 16_554 ?
N6 Fe1 N4 90.94(10) 6 16_554 ?
N3 Fe1 N4 179.39(11) 4 16_554 ?
N1 Fe1 N4 89.44(10) . 16_554 ?
C3 N1 C2 116.5(2) . . ?
C3 N1 Fe1 123.5(2) . . ?
C2 N1 Fe1 119.93(19) . . ?
C6 N2 C5 118.6(2) . . ?
C6 N2 C11 120.2(2) . . ?
C5 N2 C11 118.2(2) . . ?
C9 N3 C8 116.9(3) . . ?
C9 N3 Fe1 119.0(2) . 3 ?
C8 N3 Fe1 123.9(2) . 3 ?
C13 N4 C14 116.5(3) . . ?
C13 N4 Fe1 122.0(2) . 16_554 ?
C14 N4 Fe1 121.3(3) . 16_554 ?
C17 N5 C16 116.9(2) . . ?
C17 N5 C11 121.3(2) . . ?
C16 N5 C11 117.4(2) . . ?
C19 N6 C20 115.4(2) . . ?
C19 N6 Fe1 121.3(2) . 6_554 ?
C20 N6 Fe1 123.2(2) . 6_554 ?
C2 C1 C5 119.3(3) . . ?
C2 C1 H1 120.3 . . ?
C5 C1 H1 120.3 . . ?
N1 C2 C1 123.6(3) . . ?
N1 C2 H2 118.2 . . ?
C1 C2 H2 118.2 . . ?
N1 C3 C4 124.5(3) . . ?
N1 C3 H3 117.8 . . ?
C4 C3 H3 117.8 . . ?
C5 C4 C3 118.5(3) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
C4 C5 C1 117.6(2) . . ?
C4 C5 N2 122.0(2) . . ?
C1 C5 N2 120.4(2) . . ?
C10 C6 C7 116.6(3) . . ?
C10 C6 N2 119.6(2) . . ?
C7 C6 N2 123.8(3) . . ?
C8 C7 C6 119.7(3) . . ?
C8 C7 H7 120.1 . . ?
C6 C7 H7 120.1 . . ?
N3 C8 C7 123.3(3) . . ?
N3 C8 H8 118.3 . . ?
C7 C8 H8 118.3 . . ?
N3 C9 C10 123.2(3) . . ?
N3 C9 H9 118.4 . . ?
C10 C9 H9 118.4 . . ?
C9 C10 C6 120.1(3) . . ?
C9 C10 H10 119.9 . . ?
C6 C10 H10 119.9 . . ?
N2 C11 N5 110.8(2) . . ?
N2 C11 H11A 109.5 . . ?
N5 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
N5 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C16 C12 C13 119.1(4) . . ?
C16 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
N4 C13 C12 123.7(4) . . ?
N4 C13 H13 118.2 . . ?
C12 C13 H13 118.2 . . ?
N4 C14 C15 123.7(4) . . ?
N4 C14 H14 118.1 . . ?
C15 C14 H14 118.1 . . ?
C16 C15 C14 120.1(4) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C12 116.8(3) . . ?
C15 C16 N5 120.9(3) . . ?
C12 C16 N5 122.2(3) . . ?
C18 C17 N5 120.3(3) . . ?
C18 C17 C21 115.9(2) . . ?
N5 C17 C21 123.8(2) . . ?
C17 C18 C19 119.6(3) . . ?
C17 C18 H18 120.2 . . ?
C19 C18 H18 120.2 . . ?
N6 C19 C18 124.7(3) . . ?
N6 C19 H19 117.7 . . ?
C18 C19 H19 117.7 . . ?
N6 C20 C21 124.5(3) . . ?
N6 C20 H20 117.8 . . ?
C21 C20 H20 117.8 . . ?
C20 C21 C17 120.0(3) . . ?
C20 C21 H21 120.0 . . ?
C17 C21 H21 120.0 . . ?
C22 B1 H1A 109.5 . . ?
C22 B1 H1B 109.5 . . ?
H1A B1 H1B 109.5 . . ?
C22 B1 H1C 109.5 . . ?
H1A B1 H1C 109.5 . . ?
H1B B1 H1C 109.5 . . ?
C23 B2 H2A 109.5 . . ?
C23 B2 H2B 109.5 . . ?
H2A B2 H2B 109.5 . . ?
C23 B2 H2C 109.5 . . ?
H2A B2 H2C 109.5 . . ?
H2B B2 H2C 109.5 . . ?
C22 N7 Fe1 171.4(4) . . ?
C23 N8 Fe1 171.8(4) . . ?
N7 C22 B1 177.7(13) . . ?
N8 C23 B2 168.9(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 N1 C2 C1 1.4(6) . . . . ?
Fe1 N1 C2 C1 -176.3(3) . . . . ?
C5 C1 C2 N1 0.2(6) . . . . ?
C2 N1 C3 C4 -0.8(6) . . . . ?
Fe1 N1 C3 C4 176.9(3) . . . . ?
N1 C3 C4 C5 -1.5(6) . . . . ?
C3 C4 C5 C1 3.0(5) . . . . ?
C3 C4 C5 N2 -178.7(3) . . . . ?
C2 C1 C5 C4 -2.5(5) . . . . ?
C2 C1 C5 N2 179.3(3) . . . . ?
C6 N2 C5 C4 148.7(3) . . . . ?
C11 N2 C5 C4 -50.7(4) . . . . ?
C6 N2 C5 C1 -33.1(4) . . . . ?
C11 N2 C5 C1 127.4(3) . . . . ?
C5 N2 C6 C10 -43.1(4) . . . . ?
C11 N2 C6 C10 156.7(3) . . . . ?
C5 N2 C6 C7 137.8(3) . . . . ?
C11 N2 C6 C7 -22.4(4) . . . . ?
C10 C6 C7 C8 3.4(5) . . . . ?
N2 C6 C7 C8 -177.5(3) . . . . ?
C9 N3 C8 C7 -0.3(5) . . . . ?
Fe1 N3 C8 C7 174.5(3) 3 . . . ?
C6 C7 C8 N3 -2.2(6) . . . . ?
C8 N3 C9 C10 1.4(5) . . . . ?
Fe1 N3 C9 C10 -173.7(3) 3 . . . ?
N3 C9 C10 C6 -0.1(6) . . . . ?
C7 C6 C10 C9 -2.3(5) . . . . ?
N2 C6 C10 C9 178.5(3) . . . . ?
C6 N2 C11 N5 -62.3(3) . . . . ?
C5 N2 C11 N5 137.5(3) . . . . ?
C17 N5 C11 N2 143.3(3) . . . . ?
C16 N5 C11 N2 -60.9(3) . . . . ?
C14 N4 C13 C12 1.4(9) . . . . ?
Fe1 N4 C13 C12 -172.8(5) 16_554 . . . ?
C16 C12 C13 N4 1.0(10) . . . . ?
C13 N4 C14 C15 -3.3(9) . . . . ?
Fe1 N4 C14 C15 171.0(5) 16_554 . . . ?
N4 C14 C15 C16 2.8(11) . . . . ?
C14 C15 C16 C12 -0.2(8) . . . . ?
C14 C15 C16 N5 -176.8(5) . . . . ?
C13 C12 C16 C15 -1.5(8) . . . . ?
C13 C12 C16 N5 175.1(5) . . . . ?
C17 N5 C16 C15 65.5(5) . . . . ?
C11 N5 C16 C15 -91.3(4) . . . . ?
C17 N5 C16 C12 -110.9(4) . . . . ?
C11 N5 C16 C12 92.2(5) . . . . ?
C16 N5 C17 C18 26.2(5) . . . . ?
C11 N5 C17 C18 -177.9(3) . . . . ?
C16 N5 C17 C21 -153.6(4) . . . . ?
C11 N5 C17 C21 2.2(5) . . . . ?
N5 C17 C18 C19 178.3(4) . . . . ?
C21 C17 C18 C19 -1.8(6) . . . . ?
C20 N6 C19 C18 -0.2(7) . . . . ?
Fe1 N6 C19 C18 -176.6(4) 6_554 . . . ?
C17 C18 C19 N6 1.0(8) . . . . ?
C19 N6 C20 C21 0.4(7) . . . . ?
Fe1 N6 C20 C21 176.7(4) 6_554 . . . ?
N6 C20 C21 C17 -1.4(8) . . . . ?
C18 C17 C21 C20 2.0(6) . . . . ?
N5 C17 C21 C20 -178.2(4) . . . . ?

_refine_diff_density_max         0.754
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.076

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 1565289'
_audit_update_record             
;
2017-07-27 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H24 B2 Fe N8, 0.75(C O2)'
_chemical_formula_sum            'C23.75 H24 B2 Fe N8 O1.50'
_chemical_formula_weight         522.98

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
B B 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3560 0.8260 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           120
_space_group_name_H-M_alt        'I -4 c 2'
_space_group_name_Hall           'I -4 -2c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   22.005(3)
_cell_length_b                   22.005(3)
_cell_length_c                   28.943(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14015(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    146864
_cell_measurement_theta_min      0.40
_cell_measurement_theta_max      29.54

_exptl_crystal_description       Cubic
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    0.991
_exptl_crystal_F_000             4328
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.439
_shelx_estimated_absorpt_T_min   0.957
_shelx_estimated_absorpt_T_max   0.957
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.957
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_process_details   'HKL3000 Scalepack'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            72505
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_theta_min         1.823
_diffrn_reflns_theta_max         29.547
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             10217
_reflns_number_gt                9184
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.900
_reflns_Friedel_fraction_max     0.998
_reflns_Friedel_fraction_full    0.996

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

_computing_data_collection       'PAL ADSC Quantum-210 ADX Program'
_computing_cell_refinement       HKL3000
_computing_data_reduction        HKL3000
_computing_structure_solution    'SHELXS-2014 (sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX

_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1842P)²+4.3523P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0095(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         10217
_refine_ls_number_parameters     304
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0733
_refine_ls_R_factor_gt           0.0695
_refine_ls_wR_factor_ref         0.2374
_refine_ls_wR_factor_gt          0.2317
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.00010(2) 0.25424(2) 0.12392(2) 0.0305(2) Uani 1 1 d . . . . .
N1 N 0.02082(16) 0.24468(13) 0.04963(9) 0.0374(6) Uani 1 1 d . . . . .
N2 N 0.07062(14) 0.21990(13) -0.08984(8) 0.0366(6) Uani 1 1 d . . . . .
N3 N 0.19339(14) 0.07792(14) -0.11740(10) 0.0388(6) Uani 1 1 d . . . . .
N4 N 0.18320(15) 0.42148(14) -0.13074(10) 0.0407(6) Uani 1 1 d . . . . .
N5 N 0.06820(14) 0.27403(14) -0.16196(9) 0.0381(6) Uani 1 1 d . . . . .
N6 N 0.01981(15) 0.26362(16) -0.30261(9) 0.0402(6) Uani 1 1 d . . . . .
C1 C 0.0476(2) 0.17973(15) -0.01350(11) 0.0446(8) Uani 1 1 d . . . . .
H1 H 0.0542 0.1405 -0.0243 0.053 Uiso 1 1 calc R U . . .
C2 C 0.0318(2) 0.18907(16) 0.03196(11) 0.0449(8) Uani 1 1 d . . . . .
H2 H 0.0285 0.1555 0.0513 0.054 Uiso 1 1 calc R U . . .
C3 C 0.02560(19) 0.29163(16) 0.02041(11) 0.0429(7) Uani 1 1 d . . . . .
H3 H 0.0179 0.3303 0.0319 0.052 Uiso 1 1 calc R U . . .
C4 C 0.04123(19) 0.28631(16) -0.02565(11) 0.0430(7) Uani 1 1 d . . . . .
H4 H 0.0433 0.3205 -0.0445 0.052 Uiso 1 1 calc R U . . .
C5 C 0.05375(15) 0.22908(15) -0.04329(10) 0.0347(6) Uani 1 1 d . . . . .
C6 C 0.11121(15) 0.17308(15) -0.10046(10) 0.0351(6) Uani 1 1 d . . . . .
C7 C 0.10533(17) 0.13571(18) -0.13907(12) 0.0435(7) Uani 1 1 d . . . . .
H7 H 0.0741 0.1423 -0.1602 0.052 Uiso 1 1 calc R U . . .
C8 C 0.14608(19) 0.08884(18) -0.14586(12) 0.0446(8) Uani 1 1 d . . . . .
H8 H 0.1406 0.0636 -0.1713 0.053 Uiso 1 1 calc R U . . .
C9 C 0.19981(18) 0.11557(18) -0.08126(13) 0.0443(7) Uani 1 1 d . . . . .
H9 H 0.2328 0.1096 -0.0616 0.053 Uiso 1 1 calc R U . . .
C10 C 0.16076(19) 0.16212(18) -0.07163(12) 0.0452(8) Uani 1 1 d . . . . .
H10 H 0.1672 0.1865 -0.0459 0.054 Uiso 1 1 calc R U . . .
C11 C 0.03187(15) 0.24568(16) -0.12565(11) 0.0367(6) Uani 1 1 d . . . . .
H11A H 0.0051 0.2758 -0.1121 0.044 Uiso 1 1 calc R U . . .
H11B H 0.0069 0.2139 -0.1390 0.044 Uiso 1 1 calc R U . . .
C12 C 0.1654(2) 0.3145(2) -0.1347(3) 0.0737(17) Uani 1 1 d . . . . .
H12 H 0.1809 0.2754 -0.1311 0.088 Uiso 1 1 calc R U . . .
C13 C 0.2014(2) 0.3652(2) -0.1256(3) 0.0719(16) Uani 1 1 d . . . . .
H13 H 0.2409 0.3586 -0.1153 0.086 Uiso 1 1 calc R U . . .
C14 C 0.1257(2) 0.4288(2) -0.1428(3) 0.092(3) Uani 1 1 d . . . . .
H14 H 0.1105 0.4682 -0.1440 0.111 Uiso 1 1 calc R U . . .
C15 C 0.0869(2) 0.3817(2) -0.1536(3) 0.0772(18) Uani 1 1 d . . . . .
H15 H 0.0477 0.3897 -0.1638 0.093 Uiso 1 1 calc R U . . .
C16 C 0.10676(16) 0.32344(16) -0.14909(10) 0.0372(6) Uani 1 1 d . . . . .
C17 C 0.05100(15) 0.27074(15) -0.20788(9) 0.0343(6) Uani 1 1 d . . . . .
C18 C 0.0877(2) 0.2955(3) -0.24230(13) 0.0597(13) Uani 1 1 d . . . . .
H18 H 0.1235 0.3155 -0.2346 0.072 Uiso 1 1 calc R U . . .
C19 C 0.0704(2) 0.2900(3) -0.28812(12) 0.0564(12) Uani 1 1 d . . . . .
H19 H 0.0963 0.3060 -0.3104 0.068 Uiso 1 1 calc R U . . .
C20 C -0.0155(2) 0.2408(2) -0.26972(13) 0.0556(11) Uani 1 1 d . . . . .
H20 H -0.0513 0.2219 -0.2788 0.067 Uiso 1 1 calc R U . . .
C21 C -0.0027(2) 0.2431(3) -0.22305(13) 0.0564(12) Uani 1 1 d . . . . .
H21 H -0.0296 0.2264 -0.2018 0.068 Uiso 1 1 calc R U . . .
B1 B -0.1133(14) 0.4359(12) 0.1002(11) 0.214(7) Uiso 1 1 d . . . . .
H1A H -0.1371 0.4389 0.0725 0.321 Uiso 1 1 calc R U . . .
H1B H -0.0818 0.4660 0.0996 0.321 Uiso 1 1 calc R U . . .
H1C H -0.1390 0.4426 0.1265 0.321 Uiso 1 1 calc R U . . .
B2 B 0.1176(13) 0.0729(13) 0.1430(11) 0.214(7) Uiso 1 1 d . . . . .
H2A H 0.1149 0.0521 0.1139 0.321 Uiso 1 1 calc R U . . .
H2B H 0.1000 0.0482 0.1668 0.321 Uiso 1 1 calc R U . . .
H2C H 0.1595 0.0806 0.1501 0.321 Uiso 1 1 calc R U . . .
N7 N -0.05660(16) 0.32907(15) 0.10744(11) 0.0439(7) Uani 1 1 d . . . . .
N8 N 0.05640(16) 0.17788(16) 0.13748(11) 0.0447(7) Uani 1 1 d . . . . .
C22 C -0.0841(3) 0.3708(3) 0.1034(2) 0.0727(15) Uani 1 1 d . . . . .
C23 C 0.0821(3) 0.1355(3) 0.1399(2) 0.0784(17) Uani 1 1 d . . . . .
C24 C 0.0000 0.0000 0.0660(14) 0.230 Uiso 1 2 d DS U P . .
C25 C 0.5000 0.0000 0.0000 0.230 Uiso 1 4 d DS U P . .
O1 O 0.0243(8) -0.0446(6) 0.0644(7) 0.250 Uiso 1 1 d D U . . .
O2 O 0.4637(4) 0.0363(4) 0.0000 0.250 Uiso 1 2 d DS U P . .


_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 N7 2.120(3) . ?
Fe1 N8 2.124(3) . ?
Fe1 N6 2.181(3) 6 ?
Fe1 N3 2.185(3) 4 ?
Fe1 N1 2.208(3) . ?
Fe1 N4 2.216(3) 16_554 ?
N1 C3 1.339(4) . ?
N1 C2 1.348(4) . ?
N2 C6 1.398(4) . ?
N2 C5 1.412(4) . ?
N2 C11 1.457(4) . ?
N3 C9 1.342(4) . ?
N3 C8 1.349(5) . ?
N3 Fe1 2.185(3) 3 ?
N4 C13 1.311(5) . ?
N4 C14 1.321(6) . ?
N4 Fe1 2.216(3) 16_554 ?
N5 C17 1.384(4) . ?
N5 C16 1.429(4) . ?
N5 C11 1.460(4) . ?
N6 C19 1.323(5) . ?
N6 C20 1.327(5) . ?
N6 Fe1 2.181(3) 6_554 ?
C1 C2 1.376(4) . ?
C1 C5 1.393(5) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.382(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.387(5) . ?
C4 H4 0.9300 . ?
C6 C7 1.394(4) . ?
C6 C10 1.394(5) . ?
C7 C8 1.381(5) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.366(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C16 1.371(6) . ?
C12 C13 1.393(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.378(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.361(6) . ?
C15 H15 0.9300 . ?
C17 C18 1.393(5) . ?
C17 C21 1.400(5) . ?
C18 C19 1.385(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.381(5) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
B1 C22 1.57(3) . ?
B1 H1A 0.9600 . ?
B1 H1B 0.9600 . ?
B1 H1C 0.9600 . ?
B2 C23 1.58(3) . ?
B2 H2A 0.9600 . ?
B2 H2B 0.9600 . ?
B2 H2C 0.9600 . ?
N7 C22 1.106(6) . ?
N8 C23 1.094(6) . ?
C24 O1 1.119(11) 2 ?
C24 O1 1.119(11) . ?
C25 O2 1.131(12) 2_655 ?
C25 O2 1.131(12) . ?

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
N7 Fe1 N8 177.54(12) . . ?
N7 Fe1 N6 91.58(13) . 6 ?
N8 Fe1 N6 90.68(12) . 6 ?
N7 Fe1 N3 89.66(13) . 4 ?
N8 Fe1 N3 89.40(12) . 4 ?
N6 Fe1 N3 89.11(12) 6 4 ?
N7 Fe1 N1 88.65(12) . . ?
N8 Fe1 N1 89.09(12) . . ?
N6 Fe1 N1 179.67(12) 6 . ?
N3 Fe1 N1 91.13(12) 4 . ?
N7 Fe1 N4 89.76(13) . 16_554 ?
N8 Fe1 N4 91.19(12) . 16_554 ?
N6 Fe1 N4 90.61(12) 6 16_554 ?
N3 Fe1 N4 179.35(12) 4 16_554 ?
N1 Fe1 N4 89.15(12) . 16_554 ?
C3 N1 C2 116.5(3) . . ?
C3 N1 Fe1 123.9(2) . . ?
C2 N1 Fe1 119.5(2) . . ?
C6 N2 C5 118.9(3) . . ?
C6 N2 C11 120.3(3) . . ?
C5 N2 C11 118.0(3) . . ?
C9 N3 C8 116.6(3) . . ?
C9 N3 Fe1 119.2(2) . 3 ?
C8 N3 Fe1 124.1(2) . 3 ?
C13 N4 C14 115.9(4) . . ?
C13 N4 Fe1 122.4(3) . 16_554 ?
C14 N4 Fe1 121.5(3) . 16_554 ?
C17 N5 C16 116.9(3) . . ?
C17 N5 C11 121.3(3) . . ?
C16 N5 C11 117.6(3) . . ?
C19 N6 C20 115.5(3) . . ?
C19 N6 Fe1 121.3(2) . 6_554 ?
C20 N6 Fe1 123.1(2) . 6_554 ?
C2 C1 C5 120.0(3) . . ?
C2 C1 H1 120.0 . . ?
C5 C1 H1 120.0 . . ?
N1 C2 C1 122.9(3) . . ?
N1 C2 H2 118.5 . . ?
C1 C2 H2 118.5 . . ?
N1 C3 C4 124.3(3) . . ?
N1 C3 H3 117.8 . . ?
C4 C3 H3 117.8 . . ?
C3 C4 C5 118.8(3) . . ?
C3 C4 H4 120.6 . . ?
C5 C4 H4 120.6 . . ?
C4 C5 C1 117.4(3) . . ?
C4 C5 N2 122.2(3) . . ?
C1 C5 N2 120.3(3) . . ?
C7 C6 C10 116.8(3) . . ?
C7 C6 N2 123.5(3) . . ?
C10 C6 N2 119.7(3) . . ?
C8 C7 C6 119.6(3) . . ?
C8 C7 H7 120.2 . . ?
C6 C7 H7 120.2 . . ?
N3 C8 C7 123.2(3) . . ?
N3 C8 H8 118.4 . . ?
C7 C8 H8 118.4 . . ?
N3 C9 C10 123.8(3) . . ?
N3 C9 H9 118.1 . . ?
C10 C9 H9 118.1 . . ?
C9 C10 C6 120.0(3) . . ?
C9 C10 H10 120.0 . . ?
C6 C10 H10 120.0 . . ?
N2 C11 N5 111.0(3) . . ?
N2 C11 H11A 109.4 . . ?
N5 C11 H11A 109.4 . . ?
N2 C11 H11B 109.4 . . ?
N5 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C16 C12 C13 118.5(4) . . ?
C16 C12 H12 120.8 . . ?
C13 C12 H12 120.8 . . ?
N4 C13 C12 124.2(4) . . ?
N4 C13 H13 117.9 . . ?
C12 C13 H13 117.9 . . ?
N4 C14 C15 124.1(5) . . ?
N4 C14 H14 117.9 . . ?
C15 C14 H14 117.9 . . ?
C16 C15 C14 119.2(4) . . ?
C16 C15 H15 120.4 . . ?
C14 C15 H15 120.4 . . ?
C15 C16 C12 117.8(4) . . ?
C15 C16 N5 120.1(3) . . ?
C12 C16 N5 121.9(3) . . ?
N5 C17 C18 120.5(3) . . ?
N5 C17 C21 123.7(3) . . ?
C18 C17 C21 115.8(3) . . ?
C19 C18 C17 119.4(3) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
N6 C19 C18 125.0(3) . . ?
N6 C19 H19 117.5 . . ?
C18 C19 H19 117.5 . . ?
N6 C20 C21 124.7(4) . . ?
N6 C20 H20 117.7 . . ?
C21 C20 H20 117.7 . . ?
C20 C21 C17 119.7(3) . . ?
C20 C21 H21 120.2 . . ?
C17 C21 H21 120.2 . . ?
C22 B1 H1A 109.5 . . ?
C22 B1 H1B 109.5 . . ?
H1A B1 H1B 109.5 . . ?
C22 B1 H1C 109.5 . . ?
H1A B1 H1C 109.5 . . ?
H1B B1 H1C 109.5 . . ?
C23 B2 H2A 109.5 . . ?
C23 B2 H2B 109.5 . . ?
H2A B2 H2B 109.5 . . ?
C23 B2 H2C 109.5 . . ?
H2A B2 H2C 109.5 . . ?
H2B B2 H2C 109.5 . . ?
C22 N7 Fe1 172.2(4) . . ?
C23 N8 Fe1 171.3(4) . . ?
N7 C22 B1 170.5(12) . . ?
N8 C23 B2 178.3(13) . . ?
O1 C24 O1 175(5) 2 . ?
O2 C25 O2 180.0(13) 2_655 . ?

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
C3 N1 C2 C1 0.5(6) . . . . ?
Fe1 N1 C2 C1 -177.1(3) . . . . ?
C5 C1 C2 N1 0.9(7) . . . . ?
C2 N1 C3 C4 -0.5(6) . . . . ?
Fe1 N1 C3 C4 176.9(3) . . . . ?
N1 C3 C4 C5 -0.9(7) . . . . ?
C3 C4 C5 C1 2.2(6) . . . . ?
C3 C4 C5 N2 -179.4(4) . . . . ?
C2 C1 C5 C4 -2.2(6) . . . . ?
C2 C1 C5 N2 179.3(4) . . . . ?
C6 N2 C5 C4 146.8(4) . . . . ?
C11 N2 C5 C4 -52.1(5) . . . . ?
C6 N2 C5 C1 -34.8(5) . . . . ?
C11 N2 C5 C1 126.2(4) . . . . ?
C5 N2 C6 C7 139.9(3) . . . . ?
C11 N2 C6 C7 -20.7(5) . . . . ?
C5 N2 C6 C10 -40.2(5) . . . . ?
C11 N2 C6 C10 159.1(3) . . . . ?
C10 C6 C7 C8 2.9(6) . . . . ?
N2 C6 C7 C8 -177.2(4) . . . . ?
C9 N3 C8 C7 -0.3(6) . . . . ?
Fe1 N3 C8 C7 174.8(3) 3 . . . ?
C6 C7 C8 N3 -2.1(6) . . . . ?
C8 N3 C9 C10 1.7(6) . . . . ?
Fe1 N3 C9 C10 -173.6(3) 3 . . . ?
N3 C9 C10 C6 -0.8(7) . . . . ?
C7 C6 C10 C9 -1.6(6) . . . . ?
N2 C6 C10 C9 178.5(4) . . . . ?
C6 N2 C11 N5 -62.4(4) . . . . ?
C5 N2 C11 N5 136.8(3) . . . . ?
C17 N5 C11 N2 143.0(3) . . . . ?
C16 N5 C11 N2 -60.9(4) . . . . ?
C14 N4 C13 C12 4.0(10) . . . . ?
Fe1 N4 C13 C12 -172.4(6) 16_554 . . . ?
C16 C12 C13 N4 -1.3(11) . . . . ?
C13 N4 C14 C15 -5.5(12) . . . . ?
Fe1 N4 C14 C15 170.9(7) 16_554 . . . ?
N4 C14 C15 C16 4.3(13) . . . . ?
C14 C15 C16 C12 -1.2(10) . . . . ?
C14 C15 C16 N5 -177.3(6) . . . . ?
C13 C12 C16 C15 -0.2(9) . . . . ?
C13 C12 C16 N5 175.9(5) . . . . ?
C17 N5 C16 C15 62.4(6) . . . . ?
C11 N5 C16 C15 -94.7(5) . . . . ?
C17 N5 C16 C12 -113.6(5) . . . . ?
C11 N5 C16 C12 89.3(5) . . . . ?
C16 N5 C17 C18 26.9(5) . . . . ?
C11 N5 C17 C18 -176.9(4) . . . . ?
C16 N5 C17 C21 -153.3(4) . . . . ?
C11 N5 C17 C21 2.9(6) . . . . ?
N5 C17 C18 C19 178.0(5) . . . . ?
C21 C17 C18 C19 -1.7(7) . . . . ?
C20 N6 C19 C18 -0.7(8) . . . . ?
Fe1 N6 C19 C18 -177.1(5) 6_554 . . . ?
C17 C18 C19 N6 1.6(9) . . . . ?
C19 N6 C20 C21 0.1(8) . . . . ?
Fe1 N6 C20 C21 176.5(5) 6_554 . . . ?
N6 C20 C21 C17 -0.4(9) . . . . ?
N5 C17 C21 C20 -178.6(5) . . . . ?
C18 C17 C21 C20 1.2(7) . . . . ?

_refine_diff_density_max         1.399
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.120

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelx_CCDC4
_database_code_depnum_ccdc_archive 'CCDC 1565290'
_audit_update_record             
;
2017-07-27 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H24 B2 Fe N8, 2.50(C O2)'
_chemical_formula_sum            'C25.50 H24 B2 Fe N8 O5'
_chemical_formula_weight         600.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0020 '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'
B B 0.0010 0.0010 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3560 0.8260 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           120
_space_group_name_H-M_alt        'I -4 c 2'
_space_group_name_Hall           'I -4 -2c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   22.056(3)
_cell_length_b                   22.056(3)
_cell_length_c                   29.005(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14110(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    122289
_cell_measurement_theta_min      0.40
_cell_measurement_theta_max      33.75

_exptl_crystal_description       Cubic
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.130
_exptl_crystal_F_000             4944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.451
_shelx_estimated_absorpt_T_min   0.956
_shelx_estimated_absorpt_T_max   0.956
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.956
_exptl_absorpt_correction_T_max  0.956
_exptl_absorpt_process_details   'HKL3000 Scalepack'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.700
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49712
_diffrn_reflns_av_unetI/netI     0.0771
_diffrn_reflns_av_R_equivalents  0.1483
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.819
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_full        24.835
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7269
_reflns_number_gt                3624
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.886
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'PAL ADSC Quantum-210 ADX Program'
_computing_cell_refinement       HKL3000
_computing_data_reduction        HKL3000
_computing_structure_solution    'SHELXS-2014 (sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX

_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0065(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration ?
_refine_ls_number_reflns         7269
_refine_ls_number_parameters     318
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.1987
_refine_ls_R_factor_gt           0.1340
_refine_ls_wR_factor_ref         0.3826
_refine_ls_wR_factor_gt          0.3456
_refine_ls_goodness_of_fit_ref   1.244
_refine_ls_restrained_S_all      1.245
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.00059(9) 0.25338(7) 0.12456(5) 0.0557(6) Uani 1 1 d . . . . .
N1 N 0.0217(5) 0.2444(4) 0.0503(3) 0.055(3) Uani 1 1 d . . . . .
N2 N 0.0697(4) 0.2217(4) -0.0890(3) 0.060(2) Uani 1 1 d . . . . .
N3 N 0.1923(5) 0.0780(4) -0.1171(3) 0.060(3) Uani 1 1 d . . . . .
N4 N 0.1853(4) 0.4211(4) -0.1322(3) 0.058(2) Uani 1 1 d . . . . .
N5 N 0.0689(5) 0.2745(5) -0.1615(3) 0.062(3) Uani 1 1 d . . . . .
N6 N 0.0207(6) 0.2633(5) -0.3007(4) 0.069(3) Uani 1 1 d . . . . .
C1 C 0.0490(6) 0.1790(6) -0.0121(4) 0.065(3) Uani 1 1 d . . . . .
H1 H 0.0564 0.1388 -0.0225 0.078 Uiso 1 1 calc R U . . .
C2 C 0.0347(7) 0.1900(6) 0.0324(4) 0.069(3) Uani 1 1 d . . . . .
H2 H 0.0337 0.1562 0.0528 0.083 Uiso 1 1 calc R U . . .
C3 C 0.0255(6) 0.2920(7) 0.0213(4) 0.071(4) Uani 1 1 d . . . . .
H3 H 0.0180 0.3316 0.0328 0.085 Uiso 1 1 calc R U . . .
C4 C 0.0404(6) 0.2843(6) -0.0262(4) 0.071(3) Uani 1 1 d . . . . .
H4 H 0.0416 0.3188 -0.0458 0.085 Uiso 1 1 calc R U . . .
C5 C 0.0526(6) 0.2301(5) -0.0434(4) 0.056(3) Uani 1 1 d . . . . .
C6 C 0.1106(6) 0.1724(5) -0.1008(4) 0.059(3) Uani 1 1 d . . . . .
C7 C 0.1045(6) 0.1363(6) -0.1375(4) 0.065(3) Uani 1 1 d . . . . .
H7 H 0.0724 0.1429 -0.1588 0.078 Uiso 1 1 calc R U . . .
C8 C 0.1452(6) 0.0892(6) -0.1444(5) 0.069(3) Uani 1 1 d . . . . .
H8 H 0.1390 0.0634 -0.1702 0.082 Uiso 1 1 calc R U . . .
C9 C 0.2016(6) 0.1165(6) -0.0826(5) 0.066(3) Uani 1 1 d . . . . .
H9 H 0.2374 0.1119 -0.0648 0.080 Uiso 1 1 calc R U . . .
C10 C 0.1622(6) 0.1632(6) -0.0709(4) 0.072(3) Uani 1 1 d . . . . .
H10 H 0.1688 0.1879 -0.0445 0.086 Uiso 1 1 calc R U . . .
C11 C 0.0325(5) 0.2452(5) -0.1229(5) 0.058(3) Uani 1 1 d . . . . .
H11A H 0.0051 0.2758 -0.1091 0.070 Uiso 1 1 calc R U . . .
H11B H 0.0072 0.2123 -0.1359 0.070 Uiso 1 1 calc R U . . .
C12 C 0.1677(7) 0.3156(7) -0.1386(7) 0.107(6) Uani 1 1 d . . . . .
H12 H 0.1845 0.2759 -0.1383 0.128 Uiso 1 1 calc R U . . .
C13 C 0.2029(7) 0.3646(7) -0.1286(8) 0.109(6) Uani 1 1 d . . . . .
H13 H 0.2431 0.3572 -0.1183 0.131 Uiso 1 1 calc R U . . .
C14 C 0.1281(9) 0.4278(8) -0.1437(7) 0.113(6) Uani 1 1 d . . . . .
H14 H 0.1134 0.4678 -0.1481 0.135 Uiso 1 1 calc R U . . .
C15 C 0.0883(7) 0.3806(8) -0.1498(9) 0.137(9) Uani 1 1 d . . . . .
H15 H 0.0464 0.3885 -0.1544 0.164 Uiso 1 1 calc R U . . .
C16 C 0.1086(5) 0.3239(6) -0.1491(4) 0.063(3) Uani 1 1 d . . . . .
C17 C 0.0528(5) 0.2701(6) -0.2080(4) 0.058(3) Uani 1 1 d . . . . .
C18 C 0.0870(6) 0.2936(7) -0.2409(5) 0.079(4) Uani 1 1 d . . . . .
H18 H 0.1232 0.3143 -0.2327 0.095 Uiso 1 1 calc R U . . .
C19 C 0.0710(6) 0.2886(7) -0.2876(4) 0.077(4) Uani 1 1 d . . . . .
H19 H 0.0978 0.3042 -0.3103 0.092 Uiso 1 1 calc R U . . .
C20 C -0.0133(7) 0.2391(7) -0.2686(5) 0.077(4) Uani 1 1 d . . . . .
H20 H -0.0489 0.2185 -0.2783 0.092 Uiso 1 1 calc R U . . .
C21 C -0.0018(7) 0.2411(8) -0.2217(5) 0.083(5) Uani 1 1 d . . . . .
H21 H -0.0290 0.2241 -0.1999 0.100 Uiso 1 1 calc R U . . .
B1 B -0.1426(17) 0.4188(18) 0.1227(16) 0.221(13) Uiso 1 1 d D . . . .
H1A H -0.1605 0.4064 0.1522 0.332 Uiso 1 1 calc R U . . .
H1B H -0.1739 0.4187 0.0987 0.332 Uiso 1 1 calc R U . . .
H1C H -0.1256 0.4597 0.1257 0.332 Uiso 1 1 calc R U . . .
B2 B 0.131(2) 0.072(2) 0.1376(17) 0.221(13) Uiso 1 1 d . . . . .
H2A H 0.1217 0.0479 0.1103 0.332 Uiso 1 1 calc R U . . .
H2B H 0.1270 0.0470 0.1653 0.332 Uiso 1 1 calc R U . . .
H2C H 0.1722 0.0880 0.1355 0.332 Uiso 1 1 calc R U . . .
N7 N -0.0556(5) 0.3283(5) 0.1087(4) 0.064(3) Uani 1 1 d . . . . .
N8 N 0.0571(5) 0.1754(6) 0.1389(3) 0.067(3) Uani 1 1 d . . . . .
C22 C -0.0877(7) 0.3705(8) 0.1083(6) 0.091(5) Uani 1 1 d D . . . .
C23 C 0.0808(8) 0.1315(7) 0.1409(5) 0.088(5) Uani 1 1 d . . . . .
C24 C 1.0000 0.0000 0.067(2) 0.230 Uiso 1 2 d DS U P . .
O1 O 0.9774(12) 0.0466(8) 0.0679(9) 0.250 Uiso 1 1 d D U . . .
C25 C 0.3360(12) 0.6640(12) 0.2500 0.230 Uiso 1 2 d DS U P . .
O2 O 0.3729(12) 0.6271(12) 0.2500 0.250 Uiso 1 2 d DS U P . .
O3 O 0.2995(12) 0.7005(12) 0.2500 0.250 Uiso 1 2 d DS U P . .
C26 C 0.6172(12) 0.8828(12) 0.0000 0.230 Uiso 1 2 d DS U P . .
O4 O 0.5811(12) 0.9189(12) 0.0000 0.250 Uiso 1 2 d DS U P . .
O5 O 0.6539(12) 0.8461(12) 0.0000 0.250 Uiso 1 2 d DS U P . .
C27 C -0.2766(14) 0.3332(9) 0.0702(8) 0.200 Uiso 1 1 d D U . . .
O6 O -0.2890(10) 0.3687(9) 0.0421(7) 0.220 Uiso 1 1 d D U . . .
O7 O -0.2601(10) 0.3036(10) 0.1009(6) 0.220 Uiso 1 1 d D U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N7 2.117(12) . ?
Fe1 N8 2.163(13) . ?
Fe1 N4 2.206(10) 16_554 ?
Fe1 N3 2.207(10) 4 ?
Fe1 N1 2.211(9) . ?
Fe1 N6 2.229(11) 6 ?
N1 C2 1.338(15) . ?
N1 C3 1.349(16) . ?
N2 C11 1.382(15) . ?
N2 C5 1.386(16) . ?
N2 C6 1.455(15) . ?
N3 C9 1.329(16) . ?
N3 C8 1.330(17) . ?
N3 Fe1 2.206(10) 3 ?
N4 C13 1.310(17) . ?
N4 C14 1.31(2) . ?
N4 Fe1 2.206(10) 16_554 ?
N5 C17 1.397(15) . ?
N5 C16 1.443(16) . ?
N5 C11 1.522(15) . ?
N6 C19 1.299(17) . ?
N6 C20 1.308(18) . ?
N6 Fe1 2.229(11) 6_554 ?
C1 C2 1.351(17) . ?
C1 C5 1.451(17) . ?
C1 H1 0.9500 . ?
C2 H2 0.9500 . ?
C3 C4 1.426(18) . ?
C3 H3 0.9500 . ?
C4 C5 1.325(18) . ?
C4 H4 0.9500 . ?
C6 C7 1.335(17) . ?
C6 C10 1.444(18) . ?
C7 C8 1.387(17) . ?
C7 H7 0.9500 . ?
C8 H8 0.9500 . ?
C9 C10 1.389(17) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C16 1.350(19) . ?
C12 C13 1.36(2) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.37(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.33(2) . ?
C15 H15 0.9500 . ?
C17 C18 1.321(17) . ?
C17 C21 1.421(18) . ?
C18 C19 1.404(18) . ?
C18 H18 0.9500 . ?
C19 H19 0.9500 . ?
C20 C21 1.385(19) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
B1 C22 1.665(14) . ?
B1 H1A 0.9800 . ?
B1 H1B 0.9800 . ?
B1 H1C 0.9800 . ?
B2 C23 1.71(4) . ?
B2 H2A 0.9800 . ?
B2 H2B 0.9800 . ?
B2 H2C 0.9800 . ?
N7 C22 1.169(18) . ?
N8 C23 1.102(16) . ?
C24 O1 1.144(13) . ?
C24 O1 1.144(13) 2_755 ?
C25 O3 1.140(14) . ?
C25 O2 1.151(14) . ?
C26 O4 1.125(14) . ?
C26 O5 1.146(14) . ?
C27 O6 1.1621(14) . ?
C27 O7 1.1623(14) . ?

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
N7 Fe1 N8 178.3(4) . . ?
N7 Fe1 N4 90.1(4) . 16_554 ?
N8 Fe1 N4 91.0(4) . 16_554 ?
N7 Fe1 N3 89.7(4) . 4 ?
N8 Fe1 N3 89.2(4) . 4 ?
N4 Fe1 N3 179.7(4) 16_554 4 ?
N7 Fe1 N1 89.0(4) . . ?
N8 Fe1 N1 89.7(4) . . ?
N4 Fe1 N1 89.3(4) 16_554 . ?
N3 Fe1 N1 90.9(4) 4 . ?
N7 Fe1 N6 90.7(4) . 6 ?
N8 Fe1 N6 90.7(4) . 6 ?
N4 Fe1 N6 90.4(4) 16_554 6 ?
N3 Fe1 N6 89.4(4) 4 6 ?
N1 Fe1 N6 179.5(4) . 6 ?
C2 N1 C3 116.3(10) . . ?
C2 N1 Fe1 120.2(8) . . ?
C3 N1 Fe1 123.4(8) . . ?
C11 N2 C5 117.9(10) . . ?
C11 N2 C6 118.7(10) . . ?
C5 N2 C6 119.6(9) . . ?
C9 N3 C8 116.8(11) . . ?
C9 N3 Fe1 118.8(8) . 3 ?
C8 N3 Fe1 124.4(8) . 3 ?
C13 N4 C14 114.4(12) . . ?
C13 N4 Fe1 123.7(8) . 16_554 ?
C14 N4 Fe1 121.8(9) . 16_554 ?
C17 N5 C16 116.6(10) . . ?
C17 N5 C11 123.1(10) . . ?
C16 N5 C11 117.2(10) . . ?
C19 N6 C20 117.1(12) . . ?
C19 N6 Fe1 120.5(9) . 6_554 ?
C20 N6 Fe1 122.1(10) . 6_554 ?
C2 C1 C5 118.2(12) . . ?
C2 C1 H1 120.9 . . ?
C5 C1 H1 120.9 . . ?
N1 C2 C1 125.6(11) . . ?
N1 C2 H2 117.2 . . ?
C1 C2 H2 117.2 . . ?
N1 C3 C4 121.7(12) . . ?
N1 C3 H3 119.2 . . ?
C4 C3 H3 119.2 . . ?
C5 C4 C3 121.3(12) . . ?
C5 C4 H4 119.4 . . ?
C3 C4 H4 119.4 . . ?
C4 C5 N2 122.4(11) . . ?
C4 C5 C1 116.9(11) . . ?
N2 C5 C1 120.6(11) . . ?
C7 C6 C10 118.4(11) . . ?
C7 C6 N2 124.8(11) . . ?
C10 C6 N2 116.8(10) . . ?
C6 C7 C8 119.7(12) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 H7 120.2 . . ?
N3 C8 C7 123.9(12) . . ?
N3 C8 H8 118.0 . . ?
C7 C8 H8 118.0 . . ?
N3 C9 C10 124.2(12) . . ?
N3 C9 H9 117.9 . . ?
C10 C9 H9 117.9 . . ?
C9 C10 C6 116.7(12) . . ?
C9 C10 H10 121.7 . . ?
C6 C10 H10 121.7 . . ?
N2 C11 N5 111.7(9) . . ?
N2 C11 H11A 109.3 . . ?
N5 C11 H11A 109.3 . . ?
N2 C11 H11B 109.3 . . ?
N5 C11 H11B 109.3 . . ?
H11A C11 H11B 107.9 . . ?
C16 C12 C13 119.4(15) . . ?
C16 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
N4 C13 C12 124.6(14) . . ?
N4 C13 H13 117.7 . . ?
C12 C13 H13 117.7 . . ?
N4 C14 C15 124.2(17) . . ?
N4 C14 H14 117.9 . . ?
C15 C14 H14 117.9 . . ?
C16 C15 C14 119.8(16) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C12 117.1(13) . . ?
C15 C16 N5 120.2(12) . . ?
C12 C16 N5 122.6(12) . . ?
C18 C17 N5 121.7(11) . . ?
C18 C17 C21 117.2(11) . . ?
N5 C17 C21 121.1(11) . . ?
C17 C18 C19 121.6(12) . . ?
C17 C18 H18 119.2 . . ?
C19 C18 H18 119.2 . . ?
N6 C19 C18 122.0(12) . . ?
N6 C19 H19 119.0 . . ?
C18 C19 H19 119.0 . . ?
N6 C20 C21 125.5(14) . . ?
N6 C20 H20 117.3 . . ?
C21 C20 H20 117.3 . . ?
C20 C21 C17 116.4(13) . . ?
C20 C21 H21 121.8 . . ?
C17 C21 H21 121.8 . . ?
C22 B1 H1A 109.5 . . ?
C22 B1 H1B 109.5 . . ?
H1A B1 H1B 109.5 . . ?
C22 B1 H1C 109.5 . . ?
H1A B1 H1C 109.5 . . ?
H1B B1 H1C 109.5 . . ?
C23 B2 H2A 109.5 . . ?
C23 B2 H2B 109.5 . . ?
H2A B2 H2B 109.5 . . ?
C23 B2 H2C 109.5 . . ?
H2A B2 H2C 109.5 . . ?
H2B B2 H2C 109.5 . . ?
C22 N7 Fe1 168.0(12) . . ?
C23 N8 Fe1 169.0(11) . . ?
N7 C22 B1 161(2) . . ?
N8 C23 B2 167(2) . . ?
O1 C24 O1 177(8) . 2_755 ?
O3 C25 O2 180.0 . . ?
O4 C26 O5 180.0(19) . . ?
O6 C27 O7 171.4(15) . . ?

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
C3 N1 C2 C1 -2(2) . . . . ?
Fe1 N1 C2 C1 -179.1(11) . . . . ?
C5 C1 C2 N1 2(2) . . . . ?
C2 N1 C3 C4 2(2) . . . . ?
Fe1 N1 C3 C4 178.7(10) . . . . ?
N1 C3 C4 C5 -2(2) . . . . ?
C3 C4 C5 N2 -177.3(12) . . . . ?
C3 C4 C5 C1 1.1(19) . . . . ?
C11 N2 C5 C4 -53.8(16) . . . . ?
C6 N2 C5 C4 148.5(12) . . . . ?
C11 N2 C5 C1 127.9(12) . . . . ?
C6 N2 C5 C1 -29.8(16) . . . . ?
C2 C1 C5 C4 -1.2(18) . . . . ?
C2 C1 C5 N2 177.2(12) . . . . ?
C11 N2 C6 C7 -19.6(17) . . . . ?
C5 N2 C6 C7 137.9(12) . . . . ?
C11 N2 C6 C10 159.0(11) . . . . ?
C5 N2 C6 C10 -43.5(15) . . . . ?
C10 C6 C7 C8 3.8(18) . . . . ?
N2 C6 C7 C8 -177.6(11) . . . . ?
C9 N3 C8 C7 -3.1(18) . . . . ?
Fe1 N3 C8 C7 175.2(9) 3 . . . ?
C6 C7 C8 N3 -2(2) . . . . ?
C8 N3 C9 C10 6.7(18) . . . . ?
Fe1 N3 C9 C10 -171.8(10) 3 . . . ?
N3 C9 C10 C6 -4.9(19) . . . . ?
C7 C6 C10 C9 -0.6(18) . . . . ?
N2 C6 C10 C9 -179.3(10) . . . . ?
C5 N2 C11 N5 138.4(10) . . . . ?
C6 N2 C11 N5 -63.7(14) . . . . ?
C17 N5 C11 N2 141.5(11) . . . . ?
C16 N5 C11 N2 -59.1(14) . . . . ?
C14 N4 C13 C12 4(3) . . . . ?
Fe1 N4 C13 C12 -171.6(16) 16_554 . . . ?
C16 C12 C13 N4 -6(3) . . . . ?
C13 N4 C14 C15 3(3) . . . . ?
Fe1 N4 C14 C15 178.7(18) 16_554 . . . ?
N4 C14 C15 C16 -8(4) . . . . ?
C14 C15 C16 C12 5(3) . . . . ?
C14 C15 C16 N5 -171.7(19) . . . . ?
C13 C12 C16 C15 1(3) . . . . ?
C13 C12 C16 N5 178.0(16) . . . . ?
C17 N5 C16 C15 70.5(19) . . . . ?
C11 N5 C16 C15 -90.2(18) . . . . ?
C17 N5 C16 C12 -106.3(16) . . . . ?
C11 N5 C16 C12 93.0(17) . . . . ?
C16 N5 C17 C18 23.9(18) . . . . ?
C11 N5 C17 C18 -176.6(13) . . . . ?
C16 N5 C17 C21 -154.8(13) . . . . ?
C11 N5 C17 C21 4.7(19) . . . . ?
N5 C17 C18 C19 179.4(14) . . . . ?
C21 C17 C18 C19 -2(2) . . . . ?
C20 N6 C19 C18 -4(2) . . . . ?
Fe1 N6 C19 C18 -177.6(12) 6_554 . . . ?
C17 C18 C19 N6 3(2) . . . . ?
C19 N6 C20 C21 4(2) . . . . ?
Fe1 N6 C20 C21 177.2(13) 6_554 . . . ?
N6 C20 C21 C17 -2(3) . . . . ?
C18 C17 C21 C20 1(2) . . . . ?
N5 C17 C21 C20 -179.9(14) . . . . ?
Fe1 N7 C22 B1 -35(10) . . . . ?
Fe1 N8 C23 B2 105(11) . . . . ?

_refine_diff_density_max         2.158
_refine_diff_density_min         -0.946
_refine_diff_density_rms         0.197

_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1565286'
_audit_update_record             
;
2017-07-27 deposited with the CCDC.
2018-03-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H32 B2 Fe N8 O4'
_chemical_formula_weight         562.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0048 0.0021 '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'
B B 0.0021 0.0009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0087 0.0042 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3685 1.0547 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0151 0.0080 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      tetragonal
_space_group_IT_number           120
_space_group_name_H-M_alt        'I -4 c 2'
_space_group_name_Hall           'I -4 -2c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   21.983(3)
_cell_length_b                   21.983(3)
_cell_length_c                   28.972(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     14000(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    8873
_cell_measurement_theta_min      0.46
_cell_measurement_theta_max      29.59

_exptl_crystal_description       cubic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.067
_exptl_crystal_F_000             4704
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.644
_shelx_estimated_absorpt_T_min   0.950
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.950
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_process_details   'HKL3000 Scalepack'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.800
_diffrn_radiation_type           synchrotron
_diffrn_source                   'PLSII 2D bending magnet'
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            46255
_diffrn_reflns_av_unetI/netI     0.0373
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.582
_diffrn_reflns_theta_max         29.615
_diffrn_reflns_theta_full        28.685
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6913
_reflns_number_gt                4871
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.885
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

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

_computing_data_collection       'PAL ADSC Quantum-210 ADX Program'
_computing_cell_refinement       HKL3000
_computing_data_reduction        HKL3000
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.1914P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1930 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.498(8)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6913
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0792
_refine_ls_wR_factor_ref         0.2490
_refine_ls_wR_factor_gt          0.2306
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.00023(4) 0.25420(3) 0.12387(2) 0.0313(3) Uani 1 1 d . . . . .
N1 N 0.0196(3) 0.2429(3) 0.04931(17) 0.0424(14) Uani 1 1 d . . . . .
N2 N 0.0704(2) 0.2194(2) -0.08950(15) 0.0358(12) Uani 1 1 d . . . . .
N3 N 0.1940(3) 0.0779(3) -0.11668(18) 0.0443(14) Uani 1 1 d . . . . .
N4 N 0.1827(3) 0.4206(2) -0.13074(18) 0.0403(12) Uani 1 1 d . . . . .
N5 N 0.0685(3) 0.2728(2) -0.16183(15) 0.0388(13) Uani 1 1 d . . . . .
N6 N 0.0214(3) 0.2626(3) -0.30171(16) 0.0390(13) Uani 1 1 d . . . . .
C1 C 0.0455(3) 0.1799(3) -0.0137(2) 0.0468(16) Uani 1 1 d . . . . .
H1 H 0.0509 0.1406 -0.0246 0.056 Uiso 1 1 calc R U . . .
C2 C 0.0304(3) 0.1892(3) 0.0315(2) 0.0430(16) Uani 1 1 d . . . . .
H2 H 0.0277 0.1554 0.0507 0.052 Uiso 1 1 calc R U . . .
C3 C 0.0254(4) 0.2913(3) 0.0202(2) 0.0463(17) Uani 1 1 d . . . . .
H3 H 0.0182 0.3300 0.0318 0.056 Uiso 1 1 calc R U . . .
C4 C 0.0415(3) 0.2854(3) -0.0256(2) 0.0462(16) Uani 1 1 d . . . . .
H4 H 0.0446 0.3196 -0.0444 0.055 Uiso 1 1 calc R U . . .
C5 C 0.0527(3) 0.2285(3) -0.04312(19) 0.0351(14) Uani 1 1 d . . . . .
C6 C 0.1099(3) 0.1722(3) -0.10005(19) 0.0360(14) Uani 1 1 d . . . . .
C7 C 0.1051(3) 0.1344(3) -0.1382(2) 0.0470(16) Uani 1 1 d . . . . .
H7 H 0.0741 0.1410 -0.1594 0.056 Uiso 1 1 calc R U . . .
C8 C 0.1443(3) 0.0886(3) -0.1451(2) 0.0464(17) Uani 1 1 d . . . . .
H8 H 0.1379 0.0627 -0.1700 0.056 Uiso 1 1 calc R U . . .
C9 C 0.2001(3) 0.1164(3) -0.0818(2) 0.0471(16) Uani 1 1 d . . . . .
H9 H 0.2334 0.1111 -0.0624 0.057 Uiso 1 1 calc R U . . .
C10 C 0.1617(3) 0.1629(3) -0.0721(2) 0.0469(16) Uani 1 1 d . . . . .
H10 H 0.1694 0.1885 -0.0472 0.056 Uiso 1 1 calc R U . . .
C11 C 0.0315(3) 0.2450(3) -0.1261(2) 0.0383(13) Uani 1 1 d . . . . .
H11A H 0.0068 0.2130 -0.1395 0.046 Uiso 1 1 calc R U . . .
H11B H 0.0045 0.2753 -0.1130 0.046 Uiso 1 1 calc R U . . .
C12 C 0.1647(4) 0.3147(4) -0.1333(4) 0.077(3) Uani 1 1 d . . . . .
H12 H 0.1801 0.2756 -0.1293 0.092 Uiso 1 1 calc R U . . .
C13 C 0.1998(4) 0.3648(3) -0.1232(4) 0.078(3) Uani 1 1 d . . . . .
H13 H 0.2380 0.3583 -0.1102 0.093 Uiso 1 1 calc R U . . .
C14 C 0.1269(4) 0.4288(4) -0.1455(4) 0.072(3) Uani 1 1 d . . . . .
H14 H 0.1126 0.4682 -0.1495 0.086 Uiso 1 1 calc R U . . .
C15 C 0.0885(4) 0.3803(4) -0.1552(4) 0.082(3) Uani 1 1 d . . . . .
H15 H 0.0494 0.3878 -0.1660 0.098 Uiso 1 1 calc R U . . .
C16 C 0.1071(3) 0.3229(3) -0.14924(19) 0.0374(14) Uani 1 1 d . . . . .
C17 C 0.0515(3) 0.2698(3) -0.20845(17) 0.0323(13) Uani 1 1 d . . . . .
C18 C 0.0881(3) 0.2914(4) -0.2423(2) 0.056(2) Uani 1 1 d . . . . .
H18 H 0.1250 0.3095 -0.2346 0.067 Uiso 1 1 calc R U . . .
C19 C 0.0716(4) 0.2870(4) -0.2873(2) 0.054(2) Uani 1 1 d . . . . .
H19 H 0.0981 0.3026 -0.3094 0.065 Uiso 1 1 calc R U . . .
C20 C -0.0151(4) 0.2411(4) -0.2691(2) 0.055(2) Uani 1 1 d . . . . .
H20 H -0.0511 0.2225 -0.2784 0.066 Uiso 1 1 calc R U . . .
C21 C -0.0035(3) 0.2443(4) -0.2227(2) 0.056(2) Uani 1 1 d . . . . .
H21 H -0.0314 0.2298 -0.2013 0.068 Uiso 1 1 calc R U . . .
B1 B -0.1292(13) 0.4308(12) 0.1071(9) 0.196(8) Uiso 1 1 d . . . . .
H1A H -0.1587 0.4251 0.1311 0.294 Uiso 1 1 calc R U . . .
H1B H -0.1497 0.4363 0.0781 0.294 Uiso 1 1 calc R U . . .
H1C H -0.1052 0.4662 0.1138 0.294 Uiso 1 1 calc R U . . .
B2 B 0.1310(11) 0.0814(13) 0.1303(9) 0.196(8) Uiso 1 1 d . . . . .
H2A H 0.1414 0.0809 0.0981 0.294 Uiso 1 1 calc R U . . .
H2B H 0.1129 0.0432 0.1386 0.294 Uiso 1 1 calc R U . . .
H2C H 0.1672 0.0877 0.1483 0.294 Uiso 1 1 calc R U . . .
N7 N -0.0564(3) 0.3299(3) 0.10813(18) 0.0415(13) Uani 1 1 d . . . . .
N8 N 0.0566(3) 0.1778(3) 0.13826(19) 0.0512(15) Uani 1 1 d . . . . .
C22 C -0.0851(4) 0.3714(4) 0.1042(3) 0.070(2) Uani 1 1 d . . . . .
C23 C 0.0850(5) 0.1340(4) 0.1398(3) 0.076(3) Uani 1 1 d . . . . .
O1 O 0.3288(7) 0.2767(7) -0.0639(5) 0.200 Uiso 1 1 d . U . . .
O2 O 0.2261(6) 0.3390(8) -0.3661(6) 0.200 Uiso 1 1 d . U . . .
O3 O -0.1933(7) 0.3067(7) 0.0000 0.200 Uiso 1 2 d S U P . .
O4 O 0.0000 0.0000 0.0348(6) 0.200 Uiso 1 2 d S U P . .
O5 O 0.2978(8) 0.2641(6) -0.2173(5) 0.200 Uiso 1 1 d . U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N7 2.128(6) . ?
Fe1 N8 2.129(6) . ?
Fe1 N3 2.179(6) 4 ?
Fe1 N1 2.216(5) . ?
Fe1 N6 2.216(5) 6 ?
Fe1 N4 2.233(5) 16_554 ?
N1 C2 1.311(9) . ?
N1 C3 1.362(8) . ?
N2 C6 1.387(8) . ?
N2 C5 1.414(7) . ?
N2 C11 1.474(8) . ?
N3 C9 1.325(8) . ?
N3 C8 1.388(9) . ?
N3 Fe1 2.179(6) 3 ?
N4 C13 1.303(9) . ?
N4 C14 1.312(10) . ?
N4 Fe1 2.233(5) 16_554 ?
N5 C17 1.403(7) . ?
N5 C16 1.438(8) . ?
N5 C11 1.449(8) . ?
N6 C19 1.294(9) . ?
N6 C20 1.326(10) . ?
N6 Fe1 2.216(5) 6_554 ?
C1 C2 1.364(8) . ?
C1 C5 1.376(9) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.380(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(9) . ?
C4 H4 0.9300 . ?
C6 C7 1.387(9) . ?
C6 C10 1.413(9) . ?
C7 C8 1.341(9) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.355(9) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C16 1.360(11) . ?
C12 C13 1.377(11) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.388(11) . ?
C14 H14 0.9300 . ?
C15 C16 1.338(10) . ?
C15 H15 0.9300 . ?
C17 C18 1.355(9) . ?
C17 C21 1.395(10) . ?
C18 C19 1.358(9) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C21 1.371(9) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
B1 C22 1.63(3) . ?
B1 H1A 0.9600 . ?
B1 H1B 0.9600 . ?
B1 H1C 0.9600 . ?
B2 C23 1.56(2) . ?
B2 H2A 0.9600 . ?
B2 H2B 0.9600 . ?
B2 H2C 0.9600 . ?
N7 C22 1.115(9) . ?
N8 C23 1.147(10) . ?

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
N7 Fe1 N8 178.9(2) . . ?
N7 Fe1 N3 89.6(2) . 4 ?
N8 Fe1 N3 90.0(2) . 4 ?
N7 Fe1 N1 89.5(2) . . ?
N8 Fe1 N1 89.5(2) . . ?
N3 Fe1 N1 89.5(2) 4 . ?
N7 Fe1 N6 91.0(2) . 6 ?
N8 Fe1 N6 90.0(2) . 6 ?
N3 Fe1 N6 88.5(2) 4 6 ?
N1 Fe1 N6 177.9(3) . 6 ?
N7 Fe1 N4 89.4(2) . 16_554 ?
N8 Fe1 N4 91.1(2) . 16_554 ?
N3 Fe1 N4 179.0(2) 4 16_554 ?
N1 Fe1 N4 90.4(2) . 16_554 ?
N6 Fe1 N4 91.6(2) 6 16_554 ?
C2 N1 C3 116.2(5) . . ?
C2 N1 Fe1 121.3(4) . . ?
C3 N1 Fe1 122.3(4) . . ?
C6 N2 C5 119.2(5) . . ?
C6 N2 C11 119.3(5) . . ?
C5 N2 C11 118.1(5) . . ?
C9 N3 C8 115.1(6) . . ?
C9 N3 Fe1 121.0(5) . 3 ?
C8 N3 Fe1 123.7(4) . 3 ?
C13 N4 C14 116.9(6) . . ?
C13 N4 Fe1 122.7(5) . 16_554 ?
C14 N4 Fe1 120.3(5) . 16_554 ?
C17 N5 C16 115.9(5) . . ?
C17 N5 C11 121.2(5) . . ?
C16 N5 C11 118.2(5) . . ?
C19 N6 C20 115.8(5) . . ?
C19 N6 Fe1 122.0(4) . 6_554 ?
C20 N6 Fe1 122.1(5) . 6_554 ?
C2 C1 C5 120.4(6) . . ?
C2 C1 H1 119.8 . . ?
C5 C1 H1 119.8 . . ?
N1 C2 C1 123.8(6) . . ?
N1 C2 H2 118.1 . . ?
C1 C2 H2 118.1 . . ?
N1 C3 C4 123.2(6) . . ?
N1 C3 H3 118.4 . . ?
C4 C3 H3 118.4 . . ?
C5 C4 C3 119.1(6) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C1 117.3(5) . . ?
C4 C5 N2 122.0(6) . . ?
C1 C5 N2 120.7(5) . . ?
N2 C6 C7 125.2(6) . . ?
N2 C6 C10 119.1(5) . . ?
C7 C6 C10 115.6(6) . . ?
C8 C7 C6 121.3(6) . . ?
C8 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
C7 C8 N3 123.0(6) . . ?
C7 C8 H8 118.5 . . ?
N3 C8 H8 118.5 . . ?
N3 C9 C10 125.2(6) . . ?
N3 C9 H9 117.4 . . ?
C10 C9 H9 117.4 . . ?
C9 C10 C6 119.5(6) . . ?
C9 C10 H10 120.3 . . ?
C6 C10 H10 120.3 . . ?
N5 C11 N2 110.5(5) . . ?
N5 C11 H11A 109.6 . . ?
N2 C11 H11A 109.6 . . ?
N5 C11 H11B 109.6 . . ?
N2 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C16 C12 C13 119.2(7) . . ?
C16 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
N4 C13 C12 123.8(7) . . ?
N4 C13 H13 118.1 . . ?
C12 C13 H13 118.1 . . ?
N4 C14 C15 122.1(8) . . ?
N4 C14 H14 119.0 . . ?
C15 C14 H14 119.0 . . ?
C16 C15 C14 120.8(8) . . ?
C16 C15 H15 119.6 . . ?
C14 C15 H15 119.6 . . ?
C15 C16 C12 117.0(7) . . ?
C15 C16 N5 120.7(6) . . ?
C12 C16 N5 122.2(6) . . ?
C18 C17 C21 116.2(5) . . ?
C18 C17 N5 121.5(6) . . ?
C21 C17 N5 122.3(6) . . ?
C17 C18 C19 120.7(7) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 H18 119.7 . . ?
N6 C19 C18 124.6(6) . . ?
N6 C19 H19 117.7 . . ?
C18 C19 H19 117.7 . . ?
N6 C20 C21 124.5(7) . . ?
N6 C20 H20 117.8 . . ?
C21 C20 H20 117.8 . . ?
C20 C21 C17 118.3(6) . . ?
C20 C21 H21 120.8 . . ?
C17 C21 H21 120.8 . . ?
C22 B1 H1A 109.5 . . ?
C22 B1 H1B 109.5 . . ?
H1A B1 H1B 109.5 . . ?
C22 B1 H1C 109.5 . . ?
H1A B1 H1C 109.5 . . ?
H1B B1 H1C 109.5 . . ?
C23 B2 H2A 109.5 . . ?
C23 B2 H2B 109.5 . . ?
H2A B2 H2B 109.5 . . ?
C23 B2 H2C 109.5 . . ?
H2A B2 H2C 109.5 . . ?
H2B B2 H2C 109.5 . . ?
C22 N7 Fe1 173.1(6) . . ?
C23 N8 Fe1 170.3(7) . . ?
N7 C22 B1 171.0(14) . . ?
N8 C23 B2 165.1(14) . . ?

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
C3 N1 C2 C1 -1.4(11) . . . . ?
Fe1 N1 C2 C1 -176.7(6) . . . . ?
C5 C1 C2 N1 2.8(12) . . . . ?
C2 N1 C3 C4 0.3(12) . . . . ?
Fe1 N1 C3 C4 175.5(6) . . . . ?
N1 C3 C4 C5 -0.5(12) . . . . ?
C3 C4 C5 C1 1.8(11) . . . . ?
C3 C4 C5 N2 -178.8(7) . . . . ?
C2 C1 C5 C4 -2.8(11) . . . . ?
C2 C1 C5 N2 177.7(6) . . . . ?
C6 N2 C5 C4 146.5(6) . . . . ?
C11 N2 C5 C4 -54.3(8) . . . . ?
C6 N2 C5 C1 -34.1(9) . . . . ?
C11 N2 C5 C1 125.1(7) . . . . ?
C5 N2 C6 C7 139.2(7) . . . . ?
C11 N2 C6 C7 -19.6(9) . . . . ?
C5 N2 C6 C10 -44.8(8) . . . . ?
C11 N2 C6 C10 156.3(6) . . . . ?
N2 C6 C7 C8 -177.9(7) . . . . ?
C10 C6 C7 C8 6.0(10) . . . . ?
C6 C7 C8 N3 -4.1(12) . . . . ?
C9 N3 C8 C7 0.2(10) . . . . ?
Fe1 N3 C8 C7 175.0(6) 3 . . . ?
C8 N3 C9 C10 1.2(11) . . . . ?
Fe1 N3 C9 C10 -173.6(6) 3 . . . ?
N3 C9 C10 C6 1.0(12) . . . . ?
N2 C6 C10 C9 179.2(6) . . . . ?
C7 C6 C10 C9 -4.6(10) . . . . ?
C17 N5 C11 N2 144.0(5) . . . . ?
C16 N5 C11 N2 -61.3(7) . . . . ?
C6 N2 C11 N5 -63.5(7) . . . . ?
C5 N2 C11 N5 137.4(5) . . . . ?
C14 N4 C13 C12 5.6(16) . . . . ?
Fe1 N4 C13 C12 -170.5(9) 16_554 . . . ?
C16 C12 C13 N4 -4.7(18) . . . . ?
C13 N4 C14 C15 -3.6(15) . . . . ?
Fe1 N4 C14 C15 172.6(9) 16_554 . . . ?
N4 C14 C15 C16 0.9(18) . . . . ?
C14 C15 C16 C12 0.2(15) . . . . ?
C14 C15 C16 N5 -176.4(9) . . . . ?
C13 C12 C16 C15 1.6(15) . . . . ?
C13 C12 C16 N5 178.1(9) . . . . ?
C17 N5 C16 C15 60.2(9) . . . . ?
C11 N5 C16 C15 -95.8(9) . . . . ?
C17 N5 C16 C12 -116.2(8) . . . . ?
C11 N5 C16 C12 87.8(9) . . . . ?
C16 N5 C17 C18 30.1(9) . . . . ?
C11 N5 C17 C18 -174.7(7) . . . . ?
C16 N5 C17 C21 -150.5(7) . . . . ?
C11 N5 C17 C21 4.7(10) . . . . ?
C21 C17 C18 C19 -0.9(12) . . . . ?
N5 C17 C18 C19 178.5(7) . . . . ?
C20 N6 C19 C18 0.1(13) . . . . ?
Fe1 N6 C19 C18 -177.6(7) 6_554 . . . ?
C17 C18 C19 N6 -0.3(14) . . . . ?
C19 N6 C20 C21 1.3(13) . . . . ?
Fe1 N6 C20 C21 179.0(7) 6_554 . . . ?
N6 C20 C21 C17 -2.5(15) . . . . ?
C18 C17 C21 C20 2.2(12) . . . . ?
N5 C17 C21 C20 -177.3(7) . . . . ?

_refine_diff_density_max         0.985
_refine_diff_density_min         -1.166
_refine_diff_density_rms         0.111
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 -0.028 763 79 ' '
2 0.000 0.000 0.250 311 39 ' '
3 0.000 0.000 0.750 311 39 ' '
4 0.087 0.143 0.487 10 1 ' '
5 0.087 0.857 0.987 10 1 ' '
6 0.143 0.087 0.012 10 1 ' '
7 0.143 0.912 0.512 10 1 ' '
8 0.191 0.309 0.000 43 6 ' '
9 0.191 0.691 0.500 44 6 ' '
10 0.311 0.189 0.500 44 6 ' '
11 0.311 0.811 1.000 44 6 ' '
12 0.500 0.500 0.250 311 39 ' '
13 0.500 0.500 0.750 311 39 ' '
14 0.500 0.000 0.163 761 79 ' '
15 0.357 0.588 0.012 10 1 ' '
16 0.357 0.412 0.512 10 1 ' '
17 0.412 0.643 0.488 10 1 ' '
18 0.412 0.357 0.988 10 1 ' '
19 0.587 0.357 0.487 10 1 ' '
20 0.587 0.643 0.987 10 1 ' '
21 0.643 0.412 0.012 10 1 ' '
22 0.643 0.587 0.512 10 1 ' '
23 0.691 0.191 0.000 44 6 ' '
24 0.691 0.809 0.500 43 6 ' '
25 0.809 0.309 0.500 43 6 ' '
26 0.809 0.691 1.000 43 6 ' '
27 0.857 0.912 0.012 10 1 ' '
28 0.857 0.088 0.512 10 1 ' '
29 0.912 0.857 0.488 10 1 ' '
30 0.912 0.143 0.988 10 1 ' '
_platon_squeeze_details          
;
;
_shelxl_version_number           2013-2

