# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_1_100K
_database_code_depnum_ccdc_archive 'CCDC 2160265'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Tohoku University
Japan
;
_audit_update_record             
;
2022-03-20 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H30 Fe N4 O2 1+, N O3 1-'
_chemical_formula_sum            'C22 H30 Fe N5 O5'
_chemical_formula_weight         500.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.3752(3)
_cell_length_b                   26.2191(7)
_cell_length_c                   16.9929(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.921(7)
_cell_angle_gamma                90
_cell_volume                     4611.7(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    22452
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      68.14

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_F_000             2104
_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    5.617
_shelx_estimated_absorpt_T_min   0.604
_shelx_estimated_absorpt_T_max   0.604
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8646
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            51511
_diffrn_reflns_av_unetI/netI     0.1053
_diffrn_reflns_av_R_equivalents  0.1024
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.104
_diffrn_reflns_theta_max         68.218
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             8400
_reflns_number_gt                4654
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0724P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8400
_refine_ls_number_parameters     599
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1365
_refine_ls_R_factor_gt           0.0699
_refine_ls_wR_factor_ref         0.1772
_refine_ls_wR_factor_gt          0.1403
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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 0.41866(7) 0.63612(3) 0.29109(4) 0.0373(2) Uani 1 1 d . . . . .
Fe2 Fe 0.97870(8) 0.63965(3) 0.74978(4) 0.0357(2) Uani 1 1 d . . . . .
O1 O 0.3724(3) 0.68192(13) 0.37145(18) 0.0464(10) Uani 1 1 d . . . . .
O2 O 0.3288(3) 0.67211(12) 0.20671(19) 0.0464(10) Uani 1 1 d . . . . .
O3 O 0.9071(3) 0.66947(12) 0.83756(18) 0.0376(9) Uani 1 1 d . . . . .
O4 O 0.9037(3) 0.68717(11) 0.67854(17) 0.0369(8) Uani 1 1 d . . . . .
O5 O 0.5062(3) 0.48836(13) 0.2943(2) 0.0484(10) Uani 1 1 d . . . . .
O6 O 0.6347(6) 0.43636(19) 0.2455(3) 0.162(3) Uani 1 1 d . . . . .
O7 O 0.6505(5) 0.44826(17) 0.3676(4) 0.108(2) Uani 1 1 d . . . . .
O8 O 0.7808(6) 0.55614(17) 0.3273(3) 0.125(2) Uani 1 1 d . . . . .
O9 O 0.8051(6) 0.53172(17) 0.2154(3) 0.124(2) Uani 1 1 d . . . . .
O10 O 0.9294(4) 0.50350(16) 0.3071(3) 0.0892(16) Uani 1 1 d . . . . .
N1 N 0.5767(4) 0.67954(16) 0.2766(2) 0.0385(11) Uani 1 1 d . . . . .
N2 N 0.5129(4) 0.58984(15) 0.2081(2) 0.0412(11) Uani 1 1 d . . . . .
H1 H 0.567026 0.564149 0.238758 0.049 Uiso 1 1 calc R U . . .
N3 N 0.2600(4) 0.59084(14) 0.2982(2) 0.0363(10) Uani 1 1 d . . . . .
N4 N 0.4870(4) 0.58643(15) 0.3825(2) 0.0384(11) Uani 1 1 d . . . . .
H2 H 0.521578 0.555277 0.357296 0.046 Uiso 1 1 calc R U . . .
N5 N 1.1237(4) 0.68565(14) 0.7564(2) 0.0331(10) Uani 1 1 d . . . . .
N6 N 1.0725(4) 0.60922(15) 0.6579(2) 0.0382(11) Uani 1 1 d . . . . .
H3 H 1.125346 0.579781 0.679160 0.046 Uiso 1 1 calc R U . . .
N7 N 0.8277(4) 0.59614(14) 0.7431(2) 0.0371(11) Uani 1 1 d . . . . .
N8 N 1.0545(4) 0.58381(15) 0.8230(2) 0.0384(11) Uani 1 1 d . . . . .
H4 H 1.099586 0.558709 0.790116 0.046 Uiso 1 1 calc R U . . .
N9 N 0.6002(6) 0.45802(18) 0.3024(4) 0.0582(14) Uani 1 1 d . . . . .
N10 N 0.8386(5) 0.53074(17) 0.2840(3) 0.0505(13) Uani 1 1 d . . . . .
C1 C 0.4044(5) 0.7303(2) 0.3825(3) 0.0444(14) Uani 1 1 d . . . . .
C2 C 0.3388(5) 0.7595(2) 0.4360(3) 0.0422(14) Uani 1 1 d . . . . .
H5 H 0.272594 0.743914 0.463598 0.051 Uiso 1 1 calc R U . . .
C3 C 0.3669(5) 0.8097(2) 0.4499(3) 0.0476(15) Uani 1 1 d . . . . .
H6 H 0.321012 0.828177 0.487060 0.057 Uiso 1 1 calc R U . . .
C4 C 0.4627(5) 0.8342(2) 0.4099(3) 0.0506(15) Uani 1 1 d . . . . .
H7 H 0.480743 0.869332 0.418271 0.061 Uiso 1 1 calc R U . . .
C5 C 0.5297(5) 0.8063(2) 0.3584(3) 0.0475(15) Uani 1 1 d . . . . .
H8 H 0.595415 0.822652 0.331426 0.057 Uiso 1 1 calc R U . . .
C6 C 0.5050(5) 0.7544(2) 0.3438(3) 0.0409(14) Uani 1 1 d . . . . .
C7 C 0.5885(5) 0.7270(2) 0.2943(3) 0.0404(13) Uani 1 1 d . . . . .
H9 H 0.657075 0.745327 0.273096 0.048 Uiso 1 1 calc R U . . .
C8 C 0.6734(5) 0.6558(2) 0.2293(3) 0.0465(15) Uani 1 1 d . . . . .
H10 H 0.732682 0.634209 0.263074 0.056 Uiso 1 1 calc R U . . .
H11 H 0.724858 0.682319 0.204331 0.056 Uiso 1 1 calc R U . . .
C9 C 0.6015(5) 0.6238(2) 0.1672(3) 0.0448(14) Uani 1 1 d . . . . .
H12 H 0.551663 0.645905 0.128886 0.054 Uiso 1 1 calc R U . . .
H13 H 0.662952 0.603273 0.138266 0.054 Uiso 1 1 calc R U . . .
C10 C 0.4230(5) 0.5615(2) 0.1516(3) 0.0490(15) Uani 1 1 d . . . . .
H14 H 0.372758 0.586462 0.118343 0.059 Uiso 1 1 calc R U . . .
H15 H 0.361254 0.542072 0.181911 0.059 Uiso 1 1 calc R U . . .
C11 C 0.4894(5) 0.5248(2) 0.0983(3) 0.0620(17) Uani 1 1 d . . . . .
H16 H 0.544073 0.501271 0.130542 0.074 Uiso 1 1 calc R U . . .
H17 H 0.542891 0.544071 0.063353 0.074 Uiso 1 1 calc R U . . .
H18 H 0.424069 0.505374 0.066492 0.074 Uiso 1 1 calc R U . . .
C12 C 0.2136(5) 0.6657(2) 0.1698(3) 0.0401(13) Uani 1 1 d . . . . .
C13 C 0.1761(6) 0.6995(2) 0.1088(3) 0.0470(15) Uani 1 1 d . . . . .
H19 H 0.231792 0.726696 0.096629 0.056 Uiso 1 1 calc R U . . .
C14 C 0.0601(6) 0.6937(2) 0.0663(3) 0.0576(17) Uani 1 1 d . . . . .
H20 H 0.037269 0.716436 0.024059 0.069 Uiso 1 1 calc R U . . .
C15 C -0.0245(6) 0.6552(2) 0.0840(3) 0.0566(17) Uani 1 1 d . . . . .
H21 H -0.104205 0.651167 0.053721 0.068 Uiso 1 1 calc R U . . .
C16 C 0.0080(5) 0.6227(2) 0.1460(3) 0.0516(15) Uani 1 1 d . . . . .
H22 H -0.050936 0.596695 0.158697 0.062 Uiso 1 1 calc R U . . .
C17 C 0.1264(5) 0.6272(2) 0.1907(3) 0.0402(13) Uani 1 1 d . . . . .
C18 C 0.1526(5) 0.59275(19) 0.2554(3) 0.0408(13) Uani 1 1 d . . . . .
H23 H 0.086114 0.569707 0.267497 0.049 Uiso 1 1 calc R U . . .
C19 C 0.2717(5) 0.55206(18) 0.3613(3) 0.0406(13) Uani 1 1 d . . . . .
H24 H 0.298585 0.518966 0.339669 0.049 Uiso 1 1 calc R U . . .
H25 H 0.187613 0.547336 0.384604 0.049 Uiso 1 1 calc R U . . .
C20 C 0.3725(5) 0.57092(19) 0.4236(3) 0.0434(14) Uani 1 1 d . . . . .
H26 H 0.338474 0.600263 0.452396 0.052 Uiso 1 1 calc R U . . .
H27 H 0.395548 0.543452 0.461939 0.052 Uiso 1 1 calc R U . . .
C21 C 0.5913(5) 0.60704(19) 0.4377(3) 0.0434(14) Uani 1 1 d . . . . .
H28 H 0.556758 0.636439 0.466157 0.052 Uiso 1 1 calc R U . . .
H29 H 0.661869 0.619816 0.406640 0.052 Uiso 1 1 calc R U . . .
C22 C 0.6468(5) 0.5690(2) 0.4975(3) 0.0501(15) Uani 1 1 d . . . . .
H30 H 0.671607 0.537894 0.470280 0.060 Uiso 1 1 calc R U . . .
H31 H 0.581773 0.560665 0.534651 0.060 Uiso 1 1 calc R U . . .
H32 H 0.723006 0.583698 0.526226 0.060 Uiso 1 1 calc R U . . .
C23 C 0.9238(5) 0.71765(19) 0.8585(3) 0.0347(12) Uani 1 1 d . . . . .
C24 C 0.8377(5) 0.73921(19) 0.9096(3) 0.0386(13) Uani 1 1 d . . . . .
H33 H 0.772528 0.718383 0.929604 0.046 Uiso 1 1 calc R U . . .
C25 C 0.8454(5) 0.7898(2) 0.9312(3) 0.0413(14) Uani 1 1 d . . . . .
H34 H 0.784255 0.803388 0.964632 0.050 Uiso 1 1 calc R U . . .
C26 C 0.9415(5) 0.8212(2) 0.9049(3) 0.0470(15) Uani 1 1 d . . . . .
H35 H 0.945175 0.856312 0.918397 0.056 Uiso 1 1 calc R U . . .
C27 C 1.0310(5) 0.79997(19) 0.8588(3) 0.0432(14) Uani 1 1 d . . . . .
H36 H 1.099957 0.820532 0.842911 0.052 Uiso 1 1 calc R U . . .
C28 C 1.0238(5) 0.74937(18) 0.8347(3) 0.0350(12) Uani 1 1 d . . . . .
C29 C 1.1237(5) 0.73043(19) 0.7874(3) 0.0356(12) Uani 1 1 d . . . . .
H37 H 1.193954 0.752432 0.778527 0.043 Uiso 1 1 calc R U . . .
C30 C 1.2286(5) 0.67099(18) 0.7070(3) 0.0393(13) Uani 1 1 d . . . . .
H38 H 1.285747 0.645430 0.734408 0.047 Uiso 1 1 calc R U . . .
H39 H 1.280893 0.701133 0.694529 0.047 Uiso 1 1 calc R U . . .
C31 C 1.1632(5) 0.64874(18) 0.6329(3) 0.0374(13) Uani 1 1 d . . . . .
H40 H 1.115697 0.675611 0.601924 0.045 Uiso 1 1 calc R U . . .
H41 H 1.227872 0.633427 0.599781 0.045 Uiso 1 1 calc R U . . .
C32 C 0.9859(5) 0.5899(2) 0.5910(3) 0.0432(14) Uani 1 1 d . . . . .
H42 H 0.931440 0.618410 0.569751 0.052 Uiso 1 1 calc R U . . .
H43 H 0.927677 0.563779 0.611242 0.052 Uiso 1 1 calc R U . . .
C33 C 1.0569(5) 0.5667(2) 0.5239(3) 0.0506(15) Uani 1 1 d . . . . .
H44 H 1.108468 0.593131 0.500037 0.061 Uiso 1 1 calc R U . . .
H45 H 0.994026 0.552745 0.483997 0.061 Uiso 1 1 calc R U . . .
H46 H 1.113975 0.539366 0.544723 0.061 Uiso 1 1 calc R U . . .
C34 C 0.7787(5) 0.69083(19) 0.6552(3) 0.0359(13) Uani 1 1 d . . . . .
C35 C 0.7398(5) 0.73390(18) 0.6105(3) 0.0361(12) Uani 1 1 d . . . . .
H47 H 0.802094 0.758929 0.599145 0.043 Uiso 1 1 calc R U . . .
C36 C 0.6137(5) 0.74046(19) 0.5830(3) 0.0406(13) Uani 1 1 d . . . . .
H48 H 0.589758 0.769736 0.552490 0.049 Uiso 1 1 calc R U . . .
C37 C 0.5203(5) 0.7047(2) 0.5995(3) 0.0413(13) Uani 1 1 d . . . . .
H49 H 0.432840 0.709535 0.580534 0.050 Uiso 1 1 calc R U . . .
C38 C 0.5554(5) 0.6625(2) 0.6431(3) 0.0413(14) Uani 1 1 d . . . . .
H50 H 0.491694 0.637944 0.654165 0.050 Uiso 1 1 calc R U . . .
C39 C 0.6842(5) 0.65477(18) 0.6719(3) 0.0333(12) Uani 1 1 d . . . . .
C40 C 0.7144(5) 0.60842(18) 0.7144(3) 0.0377(13) Uani 1 1 d . . . . .
H51 H 0.645753 0.585281 0.721598 0.045 Uiso 1 1 calc R U . . .
C41 C 0.8460(5) 0.54793(18) 0.7862(3) 0.0449(14) Uani 1 1 d . . . . .
H52 H 0.878454 0.521320 0.751262 0.054 Uiso 1 1 calc R U . . .
H53 H 0.763008 0.536197 0.805360 0.054 Uiso 1 1 calc R U . . .
C42 C 0.9431(5) 0.55755(19) 0.8551(3) 0.0454(14) Uani 1 1 d . . . . .
H54 H 0.904601 0.579168 0.895084 0.055 Uiso 1 1 calc R U . . .
H55 H 0.970933 0.524914 0.880152 0.055 Uiso 1 1 calc R U . . .
C43 C 1.1486(5) 0.60176(18) 0.8866(3) 0.0394(13) Uani 1 1 d . . . . .
H56 H 1.106919 0.628396 0.917394 0.047 Uiso 1 1 calc R U . . .
H57 H 1.222537 0.617761 0.862151 0.047 Uiso 1 1 calc R U . . .
C44 C 1.2000(5) 0.56028(19) 0.9429(3) 0.0498(15) Uani 1 1 d . . . . .
H58 H 1.130704 0.548697 0.975013 0.060 Uiso 1 1 calc R U . . .
H59 H 1.271397 0.573899 0.977354 0.060 Uiso 1 1 calc R U . . .
H60 H 1.230914 0.531496 0.912572 0.060 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O1 1.904(3) . ?
Fe1 O2 1.906(3) . ?
Fe1 N1 2.025(4) . ?
Fe1 N3 2.040(4) . ?
Fe1 N4 2.112(4) . ?
Fe1 N2 2.146(4) . ?
Fe2 O4 1.869(3) . ?
Fe2 O3 1.881(3) . ?
Fe2 N5 1.925(4) . ?
Fe2 N7 1.935(4) . ?
Fe2 N8 2.044(4) . ?
Fe2 N6 2.057(4) . ?
O1 C1 1.322(6) . ?
O2 C12 1.322(6) . ?
O3 C23 1.320(5) . ?
O4 C34 1.334(5) . ?
O5 N9 1.259(5) . ?
O6 N9 1.198(6) . ?
O7 N9 1.219(6) . ?
O8 N10 1.186(5) . ?
O9 N10 1.194(5) . ?
O10 N10 1.226(5) . ?
N1 C7 1.283(6) . ?
N1 C8 1.466(6) . ?
N2 C9 1.487(6) . ?
N2 C10 1.490(6) . ?
N2 H1 1.0000 . ?
N3 C18 1.289(5) . ?
N3 C19 1.476(6) . ?
N4 C20 1.476(5) . ?
N4 C21 1.484(5) . ?
N4 H2 1.0000 . ?
N5 C29 1.287(5) . ?
N5 C30 1.470(5) . ?
N6 C31 1.481(5) . ?
N6 C32 1.489(5) . ?
N6 H3 1.0000 . ?
N7 C40 1.283(5) . ?
N7 C41 1.467(5) . ?
N8 C42 1.481(5) . ?
N8 C43 1.483(5) . ?
N8 H4 1.0000 . ?
C1 C2 1.401(6) . ?
C1 C6 1.419(7) . ?
C2 C3 1.364(6) . ?
C2 H5 0.9500 . ?
C3 C4 1.397(7) . ?
C3 H6 0.9500 . ?
C4 C5 1.366(6) . ?
C4 H7 0.9500 . ?
C5 C6 1.404(7) . ?
C5 H8 0.9500 . ?
C6 C7 1.441(6) . ?
C7 H9 0.9500 . ?
C8 C9 1.506(7) . ?
C8 H10 0.9900 . ?
C8 H11 0.9900 . ?
C9 H12 0.9900 . ?
C9 H13 0.9900 . ?
C10 C11 1.519(6) . ?
C10 H14 0.9900 . ?
C10 H15 0.9900 . ?
C11 H16 0.9800 . ?
C11 H17 0.9800 . ?
C11 H18 0.9800 . ?
C12 C13 1.397(6) . ?
C12 C17 1.417(7) . ?
C13 C14 1.369(7) . ?
C13 H19 0.9500 . ?
C14 C15 1.384(7) . ?
C14 H20 0.9500 . ?
C15 C16 1.378(7) . ?
C15 H21 0.9500 . ?
C16 C17 1.405(6) . ?
C16 H22 0.9500 . ?
C17 C18 1.435(6) . ?
C18 H23 0.9500 . ?
C19 C20 1.519(6) . ?
C19 H24 0.9900 . ?
C19 H25 0.9900 . ?
C20 H26 0.9900 . ?
C20 H27 0.9900 . ?
C21 C22 1.509(6) . ?
C21 H28 0.9900 . ?
C21 H29 0.9900 . ?
C22 H30 0.9800 . ?
C22 H31 0.9800 . ?
C22 H32 0.9800 . ?
C23 C24 1.407(6) . ?
C23 C28 1.410(6) . ?
C24 C25 1.376(6) . ?
C24 H33 0.9500 . ?
C25 C26 1.391(6) . ?
C25 H34 0.9500 . ?
C26 C27 1.372(6) . ?
C26 H35 0.9500 . ?
C27 C28 1.389(6) . ?
C27 H36 0.9500 . ?
C28 C29 1.443(6) . ?
C29 H37 0.9500 . ?
C30 C31 1.507(6) . ?
C30 H38 0.9900 . ?
C30 H39 0.9900 . ?
C31 H40 0.9900 . ?
C31 H41 0.9900 . ?
C32 C33 1.525(6) . ?
C32 H42 0.9900 . ?
C32 H43 0.9900 . ?
C33 H44 0.9800 . ?
C33 H45 0.9800 . ?
C33 H46 0.9800 . ?
C34 C39 1.404(6) . ?
C34 C35 1.405(6) . ?
C35 C36 1.370(6) . ?
C35 H47 0.9500 . ?
C36 C37 1.390(6) . ?
C36 H48 0.9500 . ?
C37 C38 1.368(6) . ?
C37 H49 0.9500 . ?
C38 C39 1.406(6) . ?
C38 H50 0.9500 . ?
C39 C40 1.437(6) . ?
C40 H51 0.9500 . ?
C41 C42 1.512(6) . ?
C41 H52 0.9900 . ?
C41 H53 0.9900 . ?
C42 H54 0.9900 . ?
C42 H55 0.9900 . ?
C43 C44 1.520(6) . ?
C43 H56 0.9900 . ?
C43 H57 0.9900 . ?
C44 H58 0.9800 . ?
C44 H59 0.9800 . ?
C44 H60 0.9800 . ?

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
O1 Fe1 O2 95.34(14) . . ?
O1 Fe1 N1 88.76(16) . . ?
O2 Fe1 N1 89.37(15) . . ?
O1 Fe1 N3 94.61(15) . . ?
O2 Fe1 N3 88.72(16) . . ?
N1 Fe1 N3 176.27(16) . . ?
O1 Fe1 N4 87.13(14) . . ?
O2 Fe1 N4 168.78(16) . . ?
N1 Fe1 N4 101.64(16) . . ?
N3 Fe1 N4 80.16(16) . . ?
O1 Fe1 N2 167.47(16) . . ?
O2 Fe1 N2 90.41(15) . . ?
N1 Fe1 N2 80.16(16) . . ?
N3 Fe1 N2 96.65(15) . . ?
N4 Fe1 N2 89.37(15) . . ?
O4 Fe2 O3 93.84(13) . . ?
O4 Fe2 N5 84.78(15) . . ?
O3 Fe2 N5 92.43(15) . . ?
O4 Fe2 N7 93.20(16) . . ?
O3 Fe2 N7 85.94(15) . . ?
N5 Fe2 N7 177.32(17) . . ?
O4 Fe2 N8 176.04(15) . . ?
O3 Fe2 N8 88.36(15) . . ?
N5 Fe2 N8 98.43(16) . . ?
N7 Fe2 N8 83.66(16) . . ?
O4 Fe2 N6 87.96(15) . . ?
O3 Fe2 N6 174.97(15) . . ?
N5 Fe2 N6 83.05(16) . . ?
N7 Fe2 N6 98.66(16) . . ?
N8 Fe2 N6 90.12(16) . . ?
C1 O1 Fe1 129.4(3) . . ?
C12 O2 Fe1 132.4(3) . . ?
C23 O3 Fe2 124.0(3) . . ?
C34 O4 Fe2 126.4(3) . . ?
C7 N1 C8 118.8(4) . . ?
C7 N1 Fe1 125.5(4) . . ?
C8 N1 Fe1 114.7(3) . . ?
C9 N2 C10 112.1(4) . . ?
C9 N2 Fe1 107.0(3) . . ?
C10 N2 Fe1 114.3(3) . . ?
C9 N2 H1 107.7 . . ?
C10 N2 H1 107.7 . . ?
Fe1 N2 H1 107.7 . . ?
C18 N3 C19 117.5(4) . . ?
C18 N3 Fe1 127.8(4) . . ?
C19 N3 Fe1 114.7(3) . . ?
C20 N4 C21 112.1(4) . . ?
C20 N4 Fe1 106.1(3) . . ?
C21 N4 Fe1 115.7(3) . . ?
C20 N4 H2 107.5 . . ?
C21 N4 H2 107.5 . . ?
Fe1 N4 H2 107.5 . . ?
C29 N5 C30 119.5(4) . . ?
C29 N5 Fe2 125.0(4) . . ?
C30 N5 Fe2 114.1(3) . . ?
C31 N6 C32 112.4(4) . . ?
C31 N6 Fe2 106.8(3) . . ?
C32 N6 Fe2 114.8(3) . . ?
C31 N6 H3 107.5 . . ?
C32 N6 H3 107.5 . . ?
Fe2 N6 H3 107.5 . . ?
C40 N7 C41 119.4(4) . . ?
C40 N7 Fe2 126.3(4) . . ?
C41 N7 Fe2 113.7(3) . . ?
C42 N8 C43 111.8(4) . . ?
C42 N8 Fe2 106.2(3) . . ?
C43 N8 Fe2 115.0(3) . . ?
C42 N8 H4 107.8 . . ?
C43 N8 H4 107.8 . . ?
Fe2 N8 H4 107.8 . . ?
O6 N9 O7 120.1(7) . . ?
O6 N9 O5 118.9(6) . . ?
O7 N9 O5 120.9(6) . . ?
O8 N10 O9 118.0(6) . . ?
O8 N10 O10 122.6(6) . . ?
O9 N10 O10 119.5(6) . . ?
O1 C1 C2 119.3(5) . . ?
O1 C1 C6 123.1(5) . . ?
C2 C1 C6 117.6(5) . . ?
C3 C2 C1 122.1(5) . . ?
C3 C2 H5 119.0 . . ?
C1 C2 H5 119.0 . . ?
C2 C3 C4 120.6(5) . . ?
C2 C3 H6 119.7 . . ?
C4 C3 H6 119.7 . . ?
C5 C4 C3 118.4(5) . . ?
C5 C4 H7 120.8 . . ?
C3 C4 H7 120.8 . . ?
C4 C5 C6 122.5(5) . . ?
C4 C5 H8 118.7 . . ?
C6 C5 H8 118.7 . . ?
C5 C6 C1 118.7(5) . . ?
C5 C6 C7 118.5(5) . . ?
C1 C6 C7 122.7(5) . . ?
N1 C7 C6 124.7(5) . . ?
N1 C7 H9 117.7 . . ?
C6 C7 H9 117.7 . . ?
N1 C8 C9 107.3(4) . . ?
N1 C8 H10 110.3 . . ?
C9 C8 H10 110.3 . . ?
N1 C8 H11 110.3 . . ?
C9 C8 H11 110.3 . . ?
H10 C8 H11 108.5 . . ?
N2 C9 C8 107.3(4) . . ?
N2 C9 H12 110.3 . . ?
C8 C9 H12 110.3 . . ?
N2 C9 H13 110.3 . . ?
C8 C9 H13 110.3 . . ?
H12 C9 H13 108.5 . . ?
N2 C10 C11 114.3(4) . . ?
N2 C10 H14 108.7 . . ?
C11 C10 H14 108.7 . . ?
N2 C10 H15 108.7 . . ?
C11 C10 H15 108.7 . . ?
H14 C10 H15 107.6 . . ?
C10 C11 H16 109.5 . . ?
C10 C11 H17 109.5 . . ?
H16 C11 H17 109.5 . . ?
C10 C11 H18 109.5 . . ?
H16 C11 H18 109.5 . . ?
H17 C11 H18 109.5 . . ?
O2 C12 C13 118.0(5) . . ?
O2 C12 C17 122.9(5) . . ?
C13 C12 C17 119.1(5) . . ?
C14 C13 C12 120.8(6) . . ?
C14 C13 H19 119.6 . . ?
C12 C13 H19 119.6 . . ?
C13 C14 C15 120.8(6) . . ?
C13 C14 H20 119.6 . . ?
C15 C14 H20 119.6 . . ?
C16 C15 C14 119.5(6) . . ?
C16 C15 H21 120.2 . . ?
C14 C15 H21 120.2 . . ?
C15 C16 C17 121.3(6) . . ?
C15 C16 H22 119.4 . . ?
C17 C16 H22 119.4 . . ?
C16 C17 C12 118.3(5) . . ?
C16 C17 C18 118.3(5) . . ?
C12 C17 C18 123.4(5) . . ?
N3 C18 C17 124.6(5) . . ?
N3 C18 H23 117.7 . . ?
C17 C18 H23 117.7 . . ?
N3 C19 C20 107.5(4) . . ?
N3 C19 H24 110.2 . . ?
C20 C19 H24 110.2 . . ?
N3 C19 H25 110.2 . . ?
C20 C19 H25 110.2 . . ?
H24 C19 H25 108.5 . . ?
N4 C20 C19 107.4(4) . . ?
N4 C20 H26 110.2 . . ?
C19 C20 H26 110.2 . . ?
N4 C20 H27 110.2 . . ?
C19 C20 H27 110.2 . . ?
H26 C20 H27 108.5 . . ?
N4 C21 C22 114.4(4) . . ?
N4 C21 H28 108.7 . . ?
C22 C21 H28 108.7 . . ?
N4 C21 H29 108.7 . . ?
C22 C21 H29 108.7 . . ?
H28 C21 H29 107.6 . . ?
C21 C22 H30 109.5 . . ?
C21 C22 H31 109.5 . . ?
H30 C22 H31 109.5 . . ?
C21 C22 H32 109.5 . . ?
H30 C22 H32 109.5 . . ?
H31 C22 H32 109.5 . . ?
O3 C23 C24 118.3(5) . . ?
O3 C23 C28 125.0(4) . . ?
C24 C23 C28 116.8(5) . . ?
C25 C24 C23 121.6(5) . . ?
C25 C24 H33 119.2 . . ?
C23 C24 H33 119.2 . . ?
C24 C25 C26 120.9(5) . . ?
C24 C25 H34 119.5 . . ?
C26 C25 H34 119.5 . . ?
C27 C26 C25 118.1(5) . . ?
C27 C26 H35 120.9 . . ?
C25 C26 H35 120.9 . . ?
C26 C27 C28 122.0(5) . . ?
C26 C27 H36 119.0 . . ?
C28 C27 H36 119.0 . . ?
C27 C28 C23 120.3(5) . . ?
C27 C28 C29 117.8(5) . . ?
C23 C28 C29 121.8(5) . . ?
N5 C29 C28 124.2(5) . . ?
N5 C29 H37 117.9 . . ?
C28 C29 H37 117.9 . . ?
N5 C30 C31 105.7(4) . . ?
N5 C30 H38 110.6 . . ?
C31 C30 H38 110.6 . . ?
N5 C30 H39 110.6 . . ?
C31 C30 H39 110.6 . . ?
H38 C30 H39 108.7 . . ?
N6 C31 C30 106.8(4) . . ?
N6 C31 H40 110.4 . . ?
C30 C31 H40 110.4 . . ?
N6 C31 H41 110.4 . . ?
C30 C31 H41 110.4 . . ?
H40 C31 H41 108.6 . . ?
N6 C32 C33 114.1(4) . . ?
N6 C32 H42 108.7 . . ?
C33 C32 H42 108.7 . . ?
N6 C32 H43 108.7 . . ?
C33 C32 H43 108.7 . . ?
H42 C32 H43 107.6 . . ?
C32 C33 H44 109.5 . . ?
C32 C33 H45 109.5 . . ?
H44 C33 H45 109.5 . . ?
C32 C33 H46 109.5 . . ?
H44 C33 H46 109.5 . . ?
H45 C33 H46 109.5 . . ?
O4 C34 C39 124.7(5) . . ?
O4 C34 C35 117.1(5) . . ?
C39 C34 C35 118.2(5) . . ?
C36 C35 C34 121.2(5) . . ?
C36 C35 H47 119.4 . . ?
C34 C35 H47 119.4 . . ?
C35 C36 C37 120.6(5) . . ?
C35 C36 H48 119.7 . . ?
C37 C36 H48 119.7 . . ?
C38 C37 C36 119.4(5) . . ?
C38 C37 H49 120.3 . . ?
C36 C37 H49 120.3 . . ?
C37 C38 C39 121.1(5) . . ?
C37 C38 H50 119.5 . . ?
C39 C38 H50 119.5 . . ?
C34 C39 C38 119.5(5) . . ?
C34 C39 C40 122.7(5) . . ?
C38 C39 C40 117.7(5) . . ?
N7 C40 C39 124.5(5) . . ?
N7 C40 H51 117.8 . . ?
C39 C40 H51 117.8 . . ?
N7 C41 C42 107.4(4) . . ?
N7 C41 H52 110.2 . . ?
C42 C41 H52 110.2 . . ?
N7 C41 H53 110.2 . . ?
C42 C41 H53 110.2 . . ?
H52 C41 H53 108.5 . . ?
N8 C42 C41 106.8(4) . . ?
N8 C42 H54 110.4 . . ?
C41 C42 H54 110.4 . . ?
N8 C42 H55 110.4 . . ?
C41 C42 H55 110.4 . . ?
H54 C42 H55 108.6 . . ?
N8 C43 C44 114.6(4) . . ?
N8 C43 H56 108.6 . . ?
C44 C43 H56 108.6 . . ?
N8 C43 H57 108.6 . . ?
C44 C43 H57 108.6 . . ?
H56 C43 H57 107.6 . . ?
C43 C44 H58 109.5 . . ?
C43 C44 H59 109.5 . . ?
H58 C44 H59 109.5 . . ?
C43 C44 H60 109.5 . . ?
H58 C44 H60 109.5 . . ?
H59 C44 H60 109.5 . . ?

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
O4 Fe2 O3 C23 -56.2(4) . . . . ?
N5 Fe2 O3 C23 28.7(4) . . . . ?
N7 Fe2 O3 C23 -149.2(4) . . . . ?
N8 Fe2 O3 C23 127.1(4) . . . . ?
O3 Fe2 O4 C34 -70.9(4) . . . . ?
N5 Fe2 O4 C34 -163.0(4) . . . . ?
N7 Fe2 O4 C34 15.2(4) . . . . ?
N6 Fe2 O4 C34 113.8(4) . . . . ?
Fe1 O1 C1 C2 167.3(3) . . . . ?
Fe1 O1 C1 C6 -14.3(7) . . . . ?
O1 C1 C2 C3 -179.8(5) . . . . ?
C6 C1 C2 C3 1.7(8) . . . . ?
C1 C2 C3 C4 0.7(8) . . . . ?
C2 C3 C4 C5 -1.8(8) . . . . ?
C3 C4 C5 C6 0.6(8) . . . . ?
C4 C5 C6 C1 1.7(8) . . . . ?
C4 C5 C6 C7 -174.3(5) . . . . ?
O1 C1 C6 C5 178.7(5) . . . . ?
C2 C1 C6 C5 -2.8(7) . . . . ?
O1 C1 C6 C7 -5.4(8) . . . . ?
C2 C1 C6 C7 173.1(5) . . . . ?
C8 N1 C7 C6 -176.4(4) . . . . ?
Fe1 N1 C7 C6 15.4(7) . . . . ?
C5 C6 C7 N1 179.7(5) . . . . ?
C1 C6 C7 N1 3.9(8) . . . . ?
C7 N1 C8 C9 -135.3(5) . . . . ?
Fe1 N1 C8 C9 34.1(5) . . . . ?
C10 N2 C9 C8 171.9(4) . . . . ?
Fe1 N2 C9 C8 45.7(4) . . . . ?
N1 C8 C9 N2 -52.2(5) . . . . ?
C9 N2 C10 C11 63.6(6) . . . . ?
Fe1 N2 C10 C11 -174.3(4) . . . . ?
Fe1 O2 C12 C13 -179.8(3) . . . . ?
Fe1 O2 C12 C17 1.8(7) . . . . ?
O2 C12 C13 C14 177.5(5) . . . . ?
C17 C12 C13 C14 -4.0(7) . . . . ?
C12 C13 C14 C15 1.7(8) . . . . ?
C13 C14 C15 C16 0.9(8) . . . . ?
C14 C15 C16 C17 -1.2(8) . . . . ?
C15 C16 C17 C12 -1.0(8) . . . . ?
C15 C16 C17 C18 178.7(5) . . . . ?
O2 C12 C17 C16 -177.9(4) . . . . ?
C13 C12 C17 C16 3.6(7) . . . . ?
O2 C12 C17 C18 2.3(8) . . . . ?
C13 C12 C17 C18 -176.2(4) . . . . ?
C19 N3 C18 C17 -178.5(4) . . . . ?
Fe1 N3 C18 C17 2.5(7) . . . . ?
C16 C17 C18 N3 175.9(5) . . . . ?
C12 C17 C18 N3 -4.4(8) . . . . ?
C18 N3 C19 C20 -155.4(4) . . . . ?
Fe1 N3 C19 C20 23.8(5) . . . . ?
C21 N4 C20 C19 178.4(4) . . . . ?
Fe1 N4 C20 C19 51.2(4) . . . . ?
N3 C19 C20 N4 -49.3(5) . . . . ?
C20 N4 C21 C22 63.7(5) . . . . ?
Fe1 N4 C21 C22 -174.4(3) . . . . ?
Fe2 O3 C23 C24 161.8(3) . . . . ?
Fe2 O3 C23 C28 -19.5(7) . . . . ?
O3 C23 C24 C25 -177.1(4) . . . . ?
C28 C23 C24 C25 4.1(7) . . . . ?
C23 C24 C25 C26 -1.8(8) . . . . ?
C24 C25 C26 C27 -2.1(8) . . . . ?
C25 C26 C27 C28 3.5(8) . . . . ?
C26 C27 C28 C23 -1.1(8) . . . . ?
C26 C27 C28 C29 -179.0(5) . . . . ?
O3 C23 C28 C27 178.6(5) . . . . ?
C24 C23 C28 C27 -2.7(7) . . . . ?
O3 C23 C28 C29 -3.6(8) . . . . ?
C24 C23 C28 C29 175.2(4) . . . . ?
C30 N5 C29 C28 178.0(4) . . . . ?
Fe2 N5 C29 C28 12.0(7) . . . . ?
C27 C28 C29 N5 -174.7(5) . . . . ?
C23 C28 C29 N5 7.4(7) . . . . ?
C29 N5 C30 C31 -131.0(4) . . . . ?
Fe2 N5 C30 C31 36.4(4) . . . . ?
C32 N6 C31 C30 170.7(4) . . . . ?
Fe2 N6 C31 C30 44.0(4) . . . . ?
N5 C30 C31 N6 -51.9(5) . . . . ?
C31 N6 C32 C33 58.6(5) . . . . ?
Fe2 N6 C32 C33 -179.1(3) . . . . ?
Fe2 O4 C34 C39 -9.6(7) . . . . ?
Fe2 O4 C34 C35 170.7(3) . . . . ?
O4 C34 C35 C36 179.0(4) . . . . ?
C39 C34 C35 C36 -0.7(7) . . . . ?
C34 C35 C36 C37 0.6(7) . . . . ?
C35 C36 C37 C38 -0.4(7) . . . . ?
C36 C37 C38 C39 0.3(7) . . . . ?
O4 C34 C39 C38 -179.1(4) . . . . ?
C35 C34 C39 C38 0.6(7) . . . . ?
O4 C34 C39 C40 -2.3(7) . . . . ?
C35 C34 C39 C40 177.4(4) . . . . ?
C37 C38 C39 C34 -0.4(7) . . . . ?
C37 C38 C39 C40 -177.4(4) . . . . ?
C41 N7 C40 C39 179.3(4) . . . . ?
Fe2 N7 C40 C39 9.1(7) . . . . ?
C34 C39 C40 N7 2.4(7) . . . . ?
C38 C39 C40 N7 179.3(5) . . . . ?
C40 N7 C41 C42 -141.5(5) . . . . ?
Fe2 N7 C41 C42 29.9(5) . . . . ?
C43 N8 C42 C41 172.1(4) . . . . ?
Fe2 N8 C42 C41 45.8(4) . . . . ?
N7 C41 C42 N8 -49.5(5) . . . . ?
C42 N8 C43 C44 56.2(5) . . . . ?
Fe2 N8 C43 C44 177.4(3) . . . . ?

_refine_diff_density_max         0.607
_refine_diff_density_min         -0.963
_refine_diff_density_rms         0.090


_exptl_crystal_preparation       'Magnetic properties,Thermal Conductivity'
####################################################################### 
# 
# 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_1_300K
_database_code_depnum_ccdc_archive 'CCDC 2160266'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Tohoku University
Japan
;
_audit_update_record             
;
2022-03-20 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H30 Fe N4 O2 1+, N O3 1-'
_chemical_formula_sum            'C22 H30 Fe N5 O5'
_chemical_formula_weight         500.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.4344(3)
_cell_length_b                   26.4890(7)
_cell_length_c                   17.3304(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.497(7)
_cell_angle_gamma                90
_cell_volume                     4781.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    25873
_cell_measurement_theta_min      3.050
_cell_measurement_theta_max      68.160

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_F_000             2104
_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    5.418
_shelx_estimated_absorpt_T_min   0.613
_shelx_estimated_absorpt_T_max   0.613
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.2872
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            54384
_diffrn_reflns_av_unetI/netI     0.1097
_diffrn_reflns_av_R_equivalents  0.1340
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.051
_diffrn_reflns_theta_max         68.162
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             8641
_reflns_number_gt                4460
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0872P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8641
_refine_ls_number_parameters     599
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1473
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_ref         0.1985
_refine_ls_wR_factor_gt          0.1621
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.029
_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 0.43457(7) 0.64143(3) 0.28949(4) 0.0519(3) Uani 1 1 d . . . . .
Fe2 Fe 0.97385(7) 0.64092(3) 0.75666(5) 0.0535(3) Uani 1 1 d . . . . .
O1 O 0.3932(3) 0.68717(12) 0.37107(18) 0.0568(9) Uani 1 1 d . . . . .
O2 O 0.3384(3) 0.67639(12) 0.20779(19) 0.0633(10) Uani 1 1 d . . . . .
O3 O 0.9150(3) 0.67459(13) 0.8448(2) 0.0652(10) Uani 1 1 d . . . . .
O4 O 0.8923(4) 0.68475(12) 0.68250(19) 0.0661(10) Uani 1 1 d . . . . .
O5 O 0.5110(4) 0.49289(17) 0.2787(3) 0.1168(18) Uani 1 1 d . . . . .
O6 O 0.6386(8) 0.4384(2) 0.2432(5) 0.210(4) Uani 1 1 d . . . . .
O7 O 0.6401(7) 0.4543(3) 0.3562(5) 0.185(3) Uani 1 1 d . . . . .
O8 O 0.8040(8) 0.5584(2) 0.3187(4) 0.219(4) Uani 1 1 d . . . . .
O9 O 0.8198(8) 0.5343(3) 0.2112(5) 0.189(3) Uani 1 1 d . . . . .
O10 O 0.9424(5) 0.5054(2) 0.2950(4) 0.158(3) Uani 1 1 d . . . . .
N1 N 0.5987(4) 0.68559(15) 0.2787(2) 0.0542(11) Uani 1 1 d . . . . .
N2 N 0.5376(4) 0.59788(15) 0.2030(2) 0.0619(12) Uani 1 1 d . . . . .
H1 H 0.588431 0.571742 0.230695 0.074 Uiso 1 1 calc R U . . .
N3 N 0.2721(4) 0.59401(14) 0.2946(2) 0.0550(11) Uani 1 1 d . . . . .
N4 N 0.4981(4) 0.58736(14) 0.3782(2) 0.0566(11) Uani 1 1 d . . . . .
H2 H 0.528982 0.557291 0.352119 0.068 Uiso 1 1 calc R U . . .
N5 N 1.1291(4) 0.68651(15) 0.7622(2) 0.0530(11) Uani 1 1 d . . . . .
N6 N 1.0791(4) 0.60844(14) 0.6658(2) 0.0582(11) Uani 1 1 d . . . . .
H3 H 1.129454 0.580054 0.687605 0.070 Uiso 1 1 calc R U . . .
N7 N 0.8155(4) 0.59620(14) 0.7491(2) 0.0606(12) Uani 1 1 d . . . . .
N8 N 1.0381(4) 0.58075(15) 0.8315(2) 0.0656(12) Uani 1 1 d . . . . .
H4 H 1.078264 0.555065 0.800156 0.079 Uiso 1 1 calc R U . . .
N9 N 0.5970(7) 0.4616(3) 0.2913(5) 0.108(2) Uani 1 1 d . . . . .
N10 N 0.8554(7) 0.5333(2) 0.2773(5) 0.098(2) Uani 1 1 d . . . . .
C1 C 0.4235(5) 0.7349(2) 0.3824(3) 0.0533(13) Uani 1 1 d . . . . .
C2 C 0.3524(5) 0.7636(2) 0.4334(3) 0.0572(14) Uani 1 1 d . . . . .
H5 H 0.286212 0.748361 0.458494 0.069 Uiso 1 1 calc R U . . .
C3 C 0.3790(6) 0.8132(2) 0.4465(3) 0.0710(17) Uani 1 1 d . . . . .
H6 H 0.331228 0.831389 0.480504 0.085 Uiso 1 1 calc R U . . .
C4 C 0.4752(7) 0.8366(2) 0.4102(4) 0.087(2) Uani 1 1 d . . . . .
H7 H 0.491385 0.870756 0.418814 0.104 Uiso 1 1 calc R U . . .
C5 C 0.5477(6) 0.8101(2) 0.3613(3) 0.0748(17) Uani 1 1 d . . . . .
H8 H 0.613997 0.826263 0.337538 0.090 Uiso 1 1 calc R U . . .
C6 C 0.5233(5) 0.75885(18) 0.3464(3) 0.0530(13) Uani 1 1 d . . . . .
C7 C 0.6083(5) 0.73235(19) 0.2979(3) 0.0564(14) Uani 1 1 d . . . . .
H9 H 0.675683 0.750611 0.278865 0.068 Uiso 1 1 calc R U . . .
C8 C 0.6971(5) 0.6634(2) 0.2323(3) 0.0681(16) Uani 1 1 d . . . . .
H10 H 0.753247 0.641505 0.263984 0.082 Uiso 1 1 calc R U . . .
H11 H 0.748657 0.689675 0.210606 0.082 Uiso 1 1 calc R U . . .
C9 C 0.6280(6) 0.6335(2) 0.1687(3) 0.0733(17) Uani 1 1 d . . . . .
H12 H 0.581132 0.656142 0.133206 0.088 Uiso 1 1 calc R U . . .
H13 H 0.689518 0.614873 0.140036 0.088 Uiso 1 1 calc R U . . .
C10 C 0.4502(5) 0.5724(2) 0.1442(3) 0.0869(19) Uani 1 1 d . . . . .
H14 H 0.402808 0.597989 0.114206 0.104 Uiso 1 1 calc R U . . .
H15 H 0.388542 0.552369 0.170515 0.104 Uiso 1 1 calc R U . . .
C11 C 0.5187(6) 0.5385(2) 0.0892(4) 0.122(3) Uani 1 1 d . . . . .
H16 H 0.575393 0.558418 0.060025 0.147 Uiso 1 1 calc R U . . .
H17 H 0.456488 0.522137 0.054562 0.147 Uiso 1 1 calc R U . . .
H18 H 0.567375 0.513453 0.118347 0.147 Uiso 1 1 calc R U . . .
C12 C 0.2255(5) 0.6691(2) 0.1698(3) 0.0577(14) Uani 1 1 d . . . . .
C13 C 0.1891(6) 0.7021(2) 0.1095(3) 0.0681(16) Uani 1 1 d . . . . .
H19 H 0.243509 0.728362 0.097264 0.082 Uiso 1 1 calc R U . . .
C14 C 0.0749(7) 0.6963(3) 0.0686(3) 0.086(2) Uani 1 1 d . . . . .
H20 H 0.051888 0.718668 0.028846 0.103 Uiso 1 1 calc R U . . .
C15 C -0.0079(6) 0.6574(3) 0.0853(4) 0.093(2) Uani 1 1 d . . . . .
H21 H -0.084643 0.653010 0.055880 0.112 Uiso 1 1 calc R U . . .
C16 C 0.0238(6) 0.6258(2) 0.1448(3) 0.0765(17) Uani 1 1 d . . . . .
H22 H -0.033818 0.600821 0.157570 0.092 Uiso 1 1 calc R U . . .
C17 C 0.1425(5) 0.6299(2) 0.1879(3) 0.0580(14) Uani 1 1 d . . . . .
C18 C 0.1689(5) 0.59587(19) 0.2509(3) 0.0599(14) Uani 1 1 d . . . . .
H23 H 0.104819 0.572831 0.261076 0.072 Uiso 1 1 calc R U . . .
C19 C 0.2835(5) 0.55586(19) 0.3563(3) 0.0675(16) Uani 1 1 d . . . . .
H24 H 0.308631 0.523699 0.335119 0.081 Uiso 1 1 calc R U . . .
H25 H 0.201367 0.551514 0.378832 0.081 Uiso 1 1 calc R U . . .
C20 C 0.3826(5) 0.5730(2) 0.4172(3) 0.0661(15) Uani 1 1 d . . . . .
H26 H 0.350700 0.601603 0.445190 0.079 Uiso 1 1 calc R U . . .
H27 H 0.402362 0.545926 0.453696 0.079 Uiso 1 1 calc R U . . .
C21 C 0.6040(5) 0.60566(19) 0.4323(3) 0.0669(16) Uani 1 1 d . . . . .
H28 H 0.573433 0.634297 0.460769 0.080 Uiso 1 1 calc R U . . .
H29 H 0.673777 0.617392 0.402334 0.080 Uiso 1 1 calc R U . . .
C22 C 0.6558(5) 0.5663(2) 0.4894(3) 0.0878(19) Uani 1 1 d . . . . .
H30 H 0.681387 0.536869 0.461856 0.105 Uiso 1 1 calc R U . . .
H31 H 0.590204 0.557278 0.523366 0.105 Uiso 1 1 calc R U . . .
H32 H 0.728560 0.579767 0.519085 0.105 Uiso 1 1 calc R U . . .
C23 C 0.7710(5) 0.68742(19) 0.6550(3) 0.0547(14) Uani 1 1 d . . . . .
C24 C 0.9344(5) 0.7224(2) 0.8642(3) 0.0522(13) Uani 1 1 d . . . . .
C25 C 0.8541(5) 0.7452(2) 0.9167(3) 0.0642(15) Uani 1 1 d . . . . .
H33 H 0.791339 0.726019 0.938843 0.077 Uiso 1 1 calc R U . . .
C26 C 0.8668(6) 0.7951(2) 0.9357(3) 0.0745(17) Uani 1 1 d . . . . .
H34 H 0.808546 0.809898 0.967348 0.089 Uiso 1 1 calc R U . . .
C27 C 0.9631(6) 0.8235(2) 0.9091(3) 0.0831(19) Uani 1 1 d . . . . .
H35 H 0.970951 0.857430 0.922598 0.100 Uiso 1 1 calc R U . . .
C28 C 1.0491(6) 0.8016(2) 0.8621(3) 0.0723(17) Uani 1 1 d . . . . .
H36 H 1.116781 0.820695 0.845276 0.087 Uiso 1 1 calc R U . . .
C29 C 1.0364(5) 0.75139(18) 0.8392(3) 0.0513(13) Uani 1 1 d . . . . .
C30 C 1.1318(5) 0.73111(19) 0.7913(3) 0.0528(13) Uani 1 1 d . . . . .
H37 H 1.200424 0.751832 0.780634 0.063 Uiso 1 1 calc R U . . .
C31 C 1.2322(5) 0.6705(2) 0.7142(3) 0.0617(15) Uani 1 1 d . . . . .
H38 H 1.286306 0.645668 0.741484 0.074 Uiso 1 1 calc R U . . .
H39 H 1.284905 0.699136 0.701723 0.074 Uiso 1 1 calc R U . . .
C32 C 1.1705(5) 0.64801(19) 0.6421(3) 0.0625(15) Uani 1 1 d . . . . .
H40 H 1.124969 0.673843 0.611696 0.075 Uiso 1 1 calc R U . . .
H41 H 1.235043 0.633216 0.611108 0.075 Uiso 1 1 calc R U . . .
C33 C 0.9963(5) 0.5891(2) 0.5984(3) 0.0713(16) Uani 1 1 d . . . . .
H42 H 0.948190 0.617162 0.575172 0.086 Uiso 1 1 calc R U . . .
H43 H 0.935020 0.565263 0.617194 0.086 Uiso 1 1 calc R U . . .
C34 C 1.0698(6) 0.5637(2) 0.5367(3) 0.093(2) Uani 1 1 d . . . . .
H44 H 1.125270 0.587805 0.514328 0.112 Uiso 1 1 calc R U . . .
H45 H 1.010410 0.550494 0.497244 0.112 Uiso 1 1 calc R U . . .
H46 H 1.120236 0.536590 0.559370 0.112 Uiso 1 1 calc R U . . .
C35 C 0.7342(5) 0.72853(19) 0.6081(3) 0.0605(14) Uani 1 1 d . . . . .
H47 H 0.794301 0.753046 0.597220 0.073 Uiso 1 1 calc R U . . .
C36 C 0.6110(6) 0.7329(2) 0.5781(3) 0.0708(17) Uani 1 1 d . . . . .
H48 H 0.588176 0.760528 0.547077 0.085 Uiso 1 1 calc R U . . .
C37 C 0.5199(6) 0.6975(2) 0.5929(3) 0.0781(18) Uani 1 1 d . . . . .
H49 H 0.436140 0.701025 0.572028 0.094 Uiso 1 1 calc R U . . .
C38 C 0.5535(6) 0.6572(2) 0.6385(3) 0.0709(17) Uani 1 1 d . . . . .
H50 H 0.491733 0.633234 0.648705 0.085 Uiso 1 1 calc R U . . .
C39 C 0.6797(5) 0.6512(2) 0.6703(3) 0.0549(14) Uani 1 1 d . . . . .
C40 C 0.7053(5) 0.60666(19) 0.7160(3) 0.0611(15) Uani 1 1 d . . . . .
H51 H 0.638180 0.584148 0.721963 0.073 Uiso 1 1 calc R U . . .
C41 C 0.8281(6) 0.54941(19) 0.7939(4) 0.0819(18) Uani 1 1 d . . . . .
H52 H 0.858840 0.522431 0.762018 0.098 Uiso 1 1 calc R U . . .
H53 H 0.745294 0.539594 0.811686 0.098 Uiso 1 1 calc R U . . .
C42 C 0.9221(6) 0.5586(2) 0.8622(3) 0.0778(18) Uani 1 1 d . . . . .
H54 H 0.885671 0.581507 0.898567 0.093 Uiso 1 1 calc R U . . .
H55 H 0.942994 0.527045 0.888584 0.093 Uiso 1 1 calc R U . . .
C43 C 1.1345(5) 0.5970(2) 0.8941(3) 0.0797(18) Uani 1 1 d . . . . .
H56 H 1.097005 0.623737 0.923753 0.096 Uiso 1 1 calc R U . . .
H57 H 1.208460 0.611041 0.870443 0.096 Uiso 1 1 calc R U . . .
C44 C 1.1794(6) 0.5556(2) 0.9487(4) 0.114(2) Uani 1 1 d . . . . .
H58 H 1.111318 0.546553 0.980935 0.136 Uiso 1 1 calc R U . . .
H59 H 1.252181 0.567085 0.980497 0.136 Uiso 1 1 calc R U . . .
H60 H 1.203405 0.526606 0.919583 0.136 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O2 1.923(3) . ?
Fe1 O1 1.931(3) . ?
Fe1 N1 2.092(4) . ?
Fe1 N3 2.116(4) . ?
Fe1 N4 2.175(4) . ?
Fe1 N2 2.220(4) . ?
Fe2 O4 1.895(3) . ?
Fe2 O3 1.903(3) . ?
Fe2 N5 2.018(4) . ?
Fe2 N7 2.031(4) . ?
Fe2 N8 2.136(4) . ?
Fe2 N6 2.154(4) . ?
O1 C1 1.315(5) . ?
O2 C12 1.328(5) . ?
O3 C24 1.322(5) . ?
O4 C23 1.327(6) . ?
O5 N9 1.232(7) . ?
O6 N9 1.141(8) . ?
O7 N9 1.201(8) . ?
O8 N10 1.136(7) . ?
O9 N10 1.184(7) . ?
O10 N10 1.196(7) . ?
N1 C7 1.285(5) . ?
N1 C8 1.466(6) . ?
N2 C9 1.484(6) . ?
N2 C10 1.487(6) . ?
N2 H1 0.9800 . ?
N3 C18 1.280(5) . ?
N3 C19 1.471(5) . ?
N4 C20 1.467(6) . ?
N4 C21 1.486(5) . ?
N4 H2 0.9800 . ?
N5 C30 1.284(5) . ?
N5 C31 1.463(6) . ?
N6 C32 1.491(5) . ?
N6 C33 1.499(6) . ?
N6 H3 0.9800 . ?
N7 C40 1.284(5) . ?
N7 C41 1.465(6) . ?
N8 C42 1.474(6) . ?
N8 C43 1.498(6) . ?
N8 H4 0.9800 . ?
C1 C6 1.399(6) . ?
C1 C2 1.411(6) . ?
C2 C3 1.359(7) . ?
C2 H5 0.9300 . ?
C3 C4 1.366(7) . ?
C3 H6 0.9300 . ?
C4 C5 1.364(7) . ?
C4 H7 0.9300 . ?
C5 C6 1.403(6) . ?
C5 H8 0.9300 . ?
C6 C7 1.441(6) . ?
C7 H9 0.9300 . ?
C8 C9 1.504(7) . ?
C8 H10 0.9700 . ?
C8 H11 0.9700 . ?
C9 H12 0.9700 . ?
C9 H13 0.9700 . ?
C10 C11 1.519(7) . ?
C10 H14 0.9700 . ?
C10 H15 0.9700 . ?
C11 H16 0.9600 . ?
C11 H17 0.9600 . ?
C11 H18 0.9600 . ?
C12 C13 1.398(7) . ?
C12 C17 1.400(7) . ?
C13 C14 1.357(7) . ?
C13 H19 0.9300 . ?
C14 C15 1.387(8) . ?
C14 H20 0.9300 . ?
C15 C16 1.353(7) . ?
C15 H21 0.9300 . ?
C16 C17 1.410(6) . ?
C16 H22 0.9300 . ?
C17 C18 1.431(6) . ?
C18 H23 0.9300 . ?
C19 C20 1.502(6) . ?
C19 H24 0.9700 . ?
C19 H25 0.9700 . ?
C20 H26 0.9700 . ?
C20 H27 0.9700 . ?
C21 C22 1.514(6) . ?
C21 H28 0.9700 . ?
C21 H29 0.9700 . ?
C22 H30 0.9600 . ?
C22 H31 0.9600 . ?
C22 H32 0.9600 . ?
C23 C39 1.389(6) . ?
C23 C35 1.399(6) . ?
C24 C29 1.402(6) . ?
C24 C25 1.411(6) . ?
C25 C26 1.366(7) . ?
C25 H33 0.9300 . ?
C26 C27 1.358(7) . ?
C26 H34 0.9300 . ?
C27 C28 1.377(7) . ?
C27 H35 0.9300 . ?
C28 C29 1.392(6) . ?
C28 H36 0.9300 . ?
C29 C30 1.439(6) . ?
C30 H37 0.9300 . ?
C31 C32 1.494(6) . ?
C31 H38 0.9700 . ?
C31 H39 0.9700 . ?
C32 H40 0.9700 . ?
C32 H41 0.9700 . ?
C33 C34 1.511(7) . ?
C33 H42 0.9700 . ?
C33 H43 0.9700 . ?
C34 H44 0.9600 . ?
C34 H45 0.9600 . ?
C34 H46 0.9600 . ?
C35 C36 1.362(6) . ?
C35 H47 0.9300 . ?
C36 C37 1.370(7) . ?
C36 H48 0.9300 . ?
C37 C38 1.361(7) . ?
C37 H49 0.9300 . ?
C38 C39 1.406(7) . ?
C38 H50 0.9300 . ?
C39 C40 1.437(6) . ?
C40 H51 0.9300 . ?
C41 C42 1.510(7) . ?
C41 H52 0.9700 . ?
C41 H53 0.9700 . ?
C42 H54 0.9700 . ?
C42 H55 0.9700 . ?
C43 C44 1.506(7) . ?
C43 H56 0.9700 . ?
C43 H57 0.9700 . ?
C44 H58 0.9600 . ?
C44 H59 0.9600 . ?
C44 H60 0.9600 . ?

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
O2 Fe1 O1 96.14(14) . . ?
O2 Fe1 N1 93.35(14) . . ?
O1 Fe1 N1 86.28(15) . . ?
O2 Fe1 N3 86.18(15) . . ?
O1 Fe1 N3 97.26(14) . . ?
N1 Fe1 N3 176.46(16) . . ?
O2 Fe1 N4 163.90(15) . . ?
O1 Fe1 N4 88.15(14) . . ?
N1 Fe1 N4 102.42(15) . . ?
N3 Fe1 N4 77.88(16) . . ?
O2 Fe1 N2 90.31(15) . . ?
O1 Fe1 N2 163.64(15) . . ?
N1 Fe1 N2 78.33(16) . . ?
N3 Fe1 N2 98.16(15) . . ?
N4 Fe1 N2 89.76(15) . . ?
O4 Fe2 O3 95.96(15) . . ?
O4 Fe2 N5 89.53(15) . . ?
O3 Fe2 N5 88.78(16) . . ?
O4 Fe2 N7 89.06(16) . . ?
O3 Fe2 N7 91.40(16) . . ?
N5 Fe2 N7 178.58(17) . . ?
O4 Fe2 N8 168.52(16) . . ?
O3 Fe2 N8 88.13(15) . . ?
N5 Fe2 N8 101.30(17) . . ?
N7 Fe2 N8 80.11(17) . . ?
O4 Fe2 N6 88.65(15) . . ?
O3 Fe2 N6 168.06(16) . . ?
N5 Fe2 N6 80.23(16) . . ?
N7 Fe2 N6 99.70(16) . . ?
N8 Fe2 N6 89.46(16) . . ?
C1 O1 Fe1 130.6(3) . . ?
C12 O2 Fe1 134.6(3) . . ?
C24 O3 Fe2 126.9(3) . . ?
C23 O4 Fe2 131.0(3) . . ?
C7 N1 C8 118.9(4) . . ?
C7 N1 Fe1 124.6(4) . . ?
C8 N1 Fe1 115.4(3) . . ?
C9 N2 C10 113.0(4) . . ?
C9 N2 Fe1 106.6(3) . . ?
C10 N2 Fe1 113.4(3) . . ?
C9 N2 H1 107.9 . . ?
C10 N2 H1 107.9 . . ?
Fe1 N2 H1 107.9 . . ?
C18 N3 C19 119.0(4) . . ?
C18 N3 Fe1 126.9(4) . . ?
C19 N3 Fe1 114.2(3) . . ?
C20 N4 C21 113.3(4) . . ?
C20 N4 Fe1 105.8(3) . . ?
C21 N4 Fe1 114.4(3) . . ?
C20 N4 H2 107.7 . . ?
C21 N4 H2 107.7 . . ?
Fe1 N4 H2 107.7 . . ?
C30 N5 C31 119.4(4) . . ?
C30 N5 Fe2 124.6(3) . . ?
C31 N5 Fe2 114.5(3) . . ?
C32 N6 C33 111.9(4) . . ?
C32 N6 Fe2 106.4(3) . . ?
C33 N6 Fe2 114.3(3) . . ?
C32 N6 H3 108.0 . . ?
C33 N6 H3 108.0 . . ?
Fe2 N6 H3 108.0 . . ?
C40 N7 C41 117.9(5) . . ?
C40 N7 Fe2 127.3(4) . . ?
C41 N7 Fe2 114.4(3) . . ?
C42 N8 C43 112.5(4) . . ?
C42 N8 Fe2 106.4(3) . . ?
C43 N8 Fe2 113.4(3) . . ?
C42 N8 H4 108.1 . . ?
C43 N8 H4 108.1 . . ?
Fe2 N8 H4 108.1 . . ?
O6 N9 O7 117.3(10) . . ?
O6 N9 O5 122.6(10) . . ?
O7 N9 O5 120.1(10) . . ?
O8 N10 O9 117.8(10) . . ?
O8 N10 O10 125.5(10) . . ?
O9 N10 O10 116.8(9) . . ?
O1 C1 C6 123.2(5) . . ?
O1 C1 C2 118.8(5) . . ?
C6 C1 C2 118.0(5) . . ?
C3 C2 C1 121.0(5) . . ?
C3 C2 H5 119.5 . . ?
C1 C2 H5 119.5 . . ?
C2 C3 C4 120.8(6) . . ?
C2 C3 H6 119.6 . . ?
C4 C3 H6 119.6 . . ?
C5 C4 C3 120.2(6) . . ?
C5 C4 H7 119.9 . . ?
C3 C4 H7 119.9 . . ?
C4 C5 C6 120.8(6) . . ?
C4 C5 H8 119.6 . . ?
C6 C5 H8 119.6 . . ?
C1 C6 C5 119.2(5) . . ?
C1 C6 C7 122.7(5) . . ?
C5 C6 C7 117.9(5) . . ?
N1 C7 C6 125.4(5) . . ?
N1 C7 H9 117.3 . . ?
C6 C7 H9 117.3 . . ?
N1 C8 C9 107.0(4) . . ?
N1 C8 H10 110.3 . . ?
C9 C8 H10 110.3 . . ?
N1 C8 H11 110.3 . . ?
C9 C8 H11 110.3 . . ?
H10 C8 H11 108.6 . . ?
N2 C9 C8 109.2(4) . . ?
N2 C9 H12 109.8 . . ?
C8 C9 H12 109.8 . . ?
N2 C9 H13 109.8 . . ?
C8 C9 H13 109.8 . . ?
H12 C9 H13 108.3 . . ?
N2 C10 C11 114.0(5) . . ?
N2 C10 H14 108.8 . . ?
C11 C10 H14 108.8 . . ?
N2 C10 H15 108.8 . . ?
C11 C10 H15 108.8 . . ?
H14 C10 H15 107.7 . . ?
C10 C11 H16 109.5 . . ?
C10 C11 H17 109.5 . . ?
H16 C11 H17 109.5 . . ?
C10 C11 H18 109.5 . . ?
H16 C11 H18 109.5 . . ?
H17 C11 H18 109.5 . . ?
O2 C12 C13 118.2(5) . . ?
O2 C12 C17 122.6(5) . . ?
C13 C12 C17 119.2(5) . . ?
C14 C13 C12 120.6(6) . . ?
C14 C13 H19 119.7 . . ?
C12 C13 H19 119.7 . . ?
C13 C14 C15 121.0(6) . . ?
C13 C14 H20 119.5 . . ?
C15 C14 H20 119.5 . . ?
C16 C15 C14 119.4(6) . . ?
C16 C15 H21 120.3 . . ?
C14 C15 H21 120.3 . . ?
C15 C16 C17 121.4(6) . . ?
C15 C16 H22 119.3 . . ?
C17 C16 H22 119.3 . . ?
C12 C17 C16 118.3(5) . . ?
C12 C17 C18 123.1(5) . . ?
C16 C17 C18 118.5(5) . . ?
N3 C18 C17 126.3(5) . . ?
N3 C18 H23 116.8 . . ?
C17 C18 H23 116.8 . . ?
N3 C19 C20 108.9(4) . . ?
N3 C19 H24 109.9 . . ?
C20 C19 H24 109.9 . . ?
N3 C19 H25 109.9 . . ?
C20 C19 H25 109.9 . . ?
H24 C19 H25 108.3 . . ?
N4 C20 C19 107.8(4) . . ?
N4 C20 H26 110.2 . . ?
C19 C20 H26 110.2 . . ?
N4 C20 H27 110.2 . . ?
C19 C20 H27 110.2 . . ?
H26 C20 H27 108.5 . . ?
N4 C21 C22 114.2(4) . . ?
N4 C21 H28 108.7 . . ?
C22 C21 H28 108.7 . . ?
N4 C21 H29 108.7 . . ?
C22 C21 H29 108.7 . . ?
H28 C21 H29 107.6 . . ?
C21 C22 H30 109.5 . . ?
C21 C22 H31 109.5 . . ?
H30 C22 H31 109.5 . . ?
C21 C22 H32 109.5 . . ?
H30 C22 H32 109.5 . . ?
H31 C22 H32 109.5 . . ?
O4 C23 C39 123.0(5) . . ?
O4 C23 C35 118.2(5) . . ?
C39 C23 C35 118.8(5) . . ?
O3 C24 C29 123.6(5) . . ?
O3 C24 C25 119.1(5) . . ?
C29 C24 C25 117.1(5) . . ?
C26 C25 C24 121.1(5) . . ?
C26 C25 H33 119.4 . . ?
C24 C25 H33 119.4 . . ?
C27 C26 C25 121.2(6) . . ?
C27 C26 H34 119.4 . . ?
C25 C26 H34 119.4 . . ?
C26 C27 C28 119.3(6) . . ?
C26 C27 H35 120.4 . . ?
C28 C27 H35 120.4 . . ?
C27 C28 C29 121.2(5) . . ?
C27 C28 H36 119.4 . . ?
C29 C28 H36 119.4 . . ?
C28 C29 C24 119.8(5) . . ?
C28 C29 C30 117.6(5) . . ?
C24 C29 C30 122.6(5) . . ?
N5 C30 C29 124.8(5) . . ?
N5 C30 H37 117.6 . . ?
C29 C30 H37 117.6 . . ?
N5 C31 C32 107.3(4) . . ?
N5 C31 H38 110.3 . . ?
C32 C31 H38 110.3 . . ?
N5 C31 H39 110.3 . . ?
C32 C31 H39 110.3 . . ?
H38 C31 H39 108.5 . . ?
N6 C32 C31 107.5(4) . . ?
N6 C32 H40 110.2 . . ?
C31 C32 H40 110.2 . . ?
N6 C32 H41 110.2 . . ?
C31 C32 H41 110.2 . . ?
H40 C32 H41 108.5 . . ?
N6 C33 C34 114.2(5) . . ?
N6 C33 H42 108.7 . . ?
C34 C33 H42 108.7 . . ?
N6 C33 H43 108.7 . . ?
C34 C33 H43 108.7 . . ?
H42 C33 H43 107.6 . . ?
C33 C34 H44 109.5 . . ?
C33 C34 H45 109.5 . . ?
H44 C34 H45 109.5 . . ?
C33 C34 H46 109.5 . . ?
H44 C34 H46 109.5 . . ?
H45 C34 H46 109.5 . . ?
C36 C35 C23 120.5(5) . . ?
C36 C35 H47 119.7 . . ?
C23 C35 H47 119.7 . . ?
C35 C36 C37 121.3(5) . . ?
C35 C36 H48 119.3 . . ?
C37 C36 H48 119.3 . . ?
C38 C37 C36 119.2(6) . . ?
C38 C37 H49 120.4 . . ?
C36 C37 H49 120.4 . . ?
C37 C38 C39 121.2(6) . . ?
C37 C38 H50 119.4 . . ?
C39 C38 H50 119.4 . . ?
C23 C39 C38 118.9(5) . . ?
C23 C39 C40 124.5(5) . . ?
C38 C39 C40 116.6(5) . . ?
N7 C40 C39 123.6(5) . . ?
N7 C40 H51 118.2 . . ?
C39 C40 H51 118.2 . . ?
N7 C41 C42 108.2(4) . . ?
N7 C41 H52 110.1 . . ?
C42 C41 H52 110.1 . . ?
N7 C41 H53 110.1 . . ?
C42 C41 H53 110.1 . . ?
H52 C41 H53 108.4 . . ?
N8 C42 C41 106.8(5) . . ?
N8 C42 H54 110.4 . . ?
C41 C42 H54 110.4 . . ?
N8 C42 H55 110.4 . . ?
C41 C42 H55 110.4 . . ?
H54 C42 H55 108.6 . . ?
N8 C43 C44 114.5(5) . . ?
N8 C43 H56 108.6 . . ?
C44 C43 H56 108.6 . . ?
N8 C43 H57 108.6 . . ?
C44 C43 H57 108.6 . . ?
H56 C43 H57 107.6 . . ?
C43 C44 H58 109.5 . . ?
C43 C44 H59 109.5 . . ?
H58 C44 H59 109.5 . . ?
C43 C44 H60 109.5 . . ?
H58 C44 H60 109.5 . . ?
H59 C44 H60 109.5 . . ?

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
O3 Fe2 O4 C23 -78.3(4) . . . . ?
N5 Fe2 O4 C23 -167.0(4) . . . . ?
N7 Fe2 O4 C23 13.0(4) . . . . ?
N8 Fe2 O4 C23 32.1(11) . . . . ?
N6 Fe2 O4 C23 112.7(4) . . . . ?
Fe1 O1 C1 C6 -18.0(7) . . . . ?
Fe1 O1 C1 C2 162.1(3) . . . . ?
O1 C1 C2 C3 -179.3(4) . . . . ?
C6 C1 C2 C3 0.8(7) . . . . ?
C1 C2 C3 C4 0.3(8) . . . . ?
C2 C3 C4 C5 -1.3(9) . . . . ?
C3 C4 C5 C6 1.2(9) . . . . ?
O1 C1 C6 C5 179.2(5) . . . . ?
C2 C1 C6 C5 -0.9(7) . . . . ?
O1 C1 C6 C7 -4.7(8) . . . . ?
C2 C1 C6 C7 175.2(4) . . . . ?
C4 C5 C6 C1 -0.1(8) . . . . ?
C4 C5 C6 C7 -176.3(5) . . . . ?
C8 N1 C7 C6 -176.7(5) . . . . ?
Fe1 N1 C7 C6 16.1(7) . . . . ?
C1 C6 C7 N1 4.1(8) . . . . ?
C5 C6 C7 N1 -179.8(5) . . . . ?
C7 N1 C8 C9 -134.0(5) . . . . ?
Fe1 N1 C8 C9 34.3(5) . . . . ?
C10 N2 C9 C8 171.0(4) . . . . ?
Fe1 N2 C9 C8 45.7(5) . . . . ?
N1 C8 C9 N2 -52.9(5) . . . . ?
C9 N2 C10 C11 64.0(6) . . . . ?
Fe1 N2 C10 C11 -174.5(4) . . . . ?
Fe1 O2 C12 C13 -176.8(3) . . . . ?
Fe1 O2 C12 C17 3.2(7) . . . . ?
O2 C12 C13 C14 179.7(5) . . . . ?
C17 C12 C13 C14 -0.3(8) . . . . ?
C12 C13 C14 C15 -0.3(9) . . . . ?
C13 C14 C15 C16 2.1(10) . . . . ?
C14 C15 C16 C17 -3.3(9) . . . . ?
O2 C12 C17 C16 179.1(4) . . . . ?
C13 C12 C17 C16 -0.9(7) . . . . ?
O2 C12 C17 C18 3.1(8) . . . . ?
C13 C12 C17 C18 -176.9(5) . . . . ?
C15 C16 C17 C12 2.7(8) . . . . ?
C15 C16 C17 C18 178.9(5) . . . . ?
C19 N3 C18 C17 -179.2(4) . . . . ?
Fe1 N3 C18 C17 1.4(7) . . . . ?
C12 C17 C18 N3 -5.3(8) . . . . ?
C16 C17 C18 N3 178.7(5) . . . . ?
C18 N3 C19 C20 -157.8(5) . . . . ?
Fe1 N3 C19 C20 21.7(5) . . . . ?
C21 N4 C20 C19 179.4(4) . . . . ?
Fe1 N4 C20 C19 53.3(4) . . . . ?
N3 C19 C20 N4 -49.9(5) . . . . ?
C20 N4 C21 C22 63.7(6) . . . . ?
Fe1 N4 C21 C22 -174.8(4) . . . . ?
Fe2 O4 C23 C39 -9.2(7) . . . . ?
Fe2 O4 C23 C35 171.1(3) . . . . ?
Fe2 O3 C24 C29 -23.2(7) . . . . ?
Fe2 O3 C24 C25 161.0(3) . . . . ?
O3 C24 C25 C26 -177.0(5) . . . . ?
C29 C24 C25 C26 7.0(7) . . . . ?
C24 C25 C26 C27 -4.9(9) . . . . ?
C25 C26 C27 C28 0.2(9) . . . . ?
C26 C27 C28 C29 2.2(9) . . . . ?
C27 C28 C29 C24 0.1(8) . . . . ?
C27 C28 C29 C30 -178.8(5) . . . . ?
O3 C24 C29 C28 179.6(5) . . . . ?
C25 C24 C29 C28 -4.6(7) . . . . ?
O3 C24 C29 C30 -1.6(8) . . . . ?
C25 C24 C29 C30 174.3(4) . . . . ?
C31 N5 C30 C29 179.9(4) . . . . ?
Fe2 N5 C30 C29 14.5(7) . . . . ?
C28 C29 C30 N5 -175.9(5) . . . . ?
C24 C29 C30 N5 5.2(8) . . . . ?
C30 N5 C31 C32 -131.1(5) . . . . ?
Fe2 N5 C31 C32 35.7(5) . . . . ?
C33 N6 C32 C31 170.9(4) . . . . ?
Fe2 N6 C32 C31 45.4(4) . . . . ?
N5 C31 C32 N6 -53.2(5) . . . . ?
C32 N6 C33 C34 62.2(6) . . . . ?
Fe2 N6 C33 C34 -176.7(4) . . . . ?
O4 C23 C35 C36 179.8(5) . . . . ?
C39 C23 C35 C36 0.1(7) . . . . ?
C23 C35 C36 C37 0.0(8) . . . . ?
C35 C36 C37 C38 0.1(9) . . . . ?
C36 C37 C38 C39 -0.2(9) . . . . ?
O4 C23 C39 C38 -179.9(5) . . . . ?
C35 C23 C39 C38 -0.2(7) . . . . ?
O4 C23 C39 C40 -1.1(8) . . . . ?
C35 C23 C39 C40 178.5(5) . . . . ?
C37 C38 C39 C23 0.3(8) . . . . ?
C37 C38 C39 C40 -178.5(5) . . . . ?
C41 N7 C40 C39 -180.0(5) . . . . ?
Fe2 N7 C40 C39 7.2(8) . . . . ?
C23 C39 C40 N7 1.6(8) . . . . ?
C38 C39 C40 N7 -179.6(5) . . . . ?
C40 N7 C41 C42 -145.3(5) . . . . ?
Fe2 N7 C41 C42 28.4(6) . . . . ?
C43 N8 C42 C41 173.7(4) . . . . ?
Fe2 N8 C42 C41 49.0(5) . . . . ?
N7 C41 C42 N8 -51.1(6) . . . . ?
C42 N8 C43 C44 58.0(6) . . . . ?
Fe2 N8 C43 C44 178.8(4) . . . . ?

_refine_diff_density_max         0.452
_refine_diff_density_min         -0.446
_refine_diff_density_rms         0.060


_exptl_crystal_preparation       'Magnetic properties,Thermal Conductivity'
####################################################################### 
# 
# 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_3_232K
_database_code_depnum_ccdc_archive 'CCDC 2184633'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Niigata University
Japan
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H28 Br2 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H28 Br2 F3 Fe N4 O5 S'
_chemical_formula_weight         745.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.4977(16)
_cell_length_b                   24.352(4)
_cell_length_c                   12.701(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.220(8)
_cell_angle_gamma                90
_cell_volume                     2805.8(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    232(2)
_cell_measurement_reflns_used    2976
_cell_measurement_theta_min      3.63
_cell_measurement_theta_max      68.28

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_F_000             1492
_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    8.891
_shelx_estimated_absorpt_T_min   0.470
_shelx_estimated_absorpt_T_max   0.470
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3444
_exptl_absorpt_correction_T_max  0.9973
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      232(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            30418
_diffrn_reflns_av_unetI/netI     0.0905
_diffrn_reflns_av_R_equivalents  0.1187
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.630
_diffrn_reflns_theta_max         68.243
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             5086
_reflns_number_gt                2766
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1527P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5086
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1407
_refine_ls_R_factor_gt           0.0838
_refine_ls_wR_factor_ref         0.3006
_refine_ls_wR_factor_gt          0.2144
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_restrained_S_all      1.156
_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
Br1 Br -0.18352(14) 0.75975(5) -0.19449(10) 0.0802(5) Uani 1 1 d . . . . .
Br2 Br 0.81289(15) 0.53662(5) -0.03036(11) 0.0837(5) Uani 1 1 d . . . . .
Fe1 Fe 0.31787(17) 0.62157(6) 0.28283(12) 0.0517(5) Uani 1 1 d . . . . .
S1 S 0.2412(4) 0.60253(11) 0.6630(2) 0.0723(9) Uani 1 1 d . . . . .
F1 F 0.5061(9) 0.6111(3) 0.7959(6) 0.129(3) Uani 1 1 d . . . . .
F2 F 0.3488(10) 0.6585(3) 0.8427(7) 0.126(3) Uani 1 1 d . . . . .
F3 F 0.4270(10) 0.6837(3) 0.7133(8) 0.133(3) Uani 1 1 d . . . . .
O1 O 0.1957(8) 0.6069(2) 0.1403(5) 0.0613(19) Uani 1 1 d . . . . .
O2 O 0.4594(7) 0.6528(2) 0.2248(5) 0.0565(17) Uani 1 1 d . . . . .
O3 O 0.3149(10) 0.5795(3) 0.5898(6) 0.091(3) Uani 1 1 d . . . . .
O4 O 0.1367(10) 0.6430(3) 0.6159(8) 0.111(3) Uani 1 1 d . . . . .
O5 O 0.1995(11) 0.5627(3) 0.7288(7) 0.113(3) Uani 1 1 d . . . . .
N1 N 0.2352(9) 0.6931(3) 0.2893(6) 0.052(2) Uani 1 1 d . . . . .
N2 N 0.4520(9) 0.6417(3) 0.4392(6) 0.054(2) Uani 1 1 d . . . . .
H1 H 0.410159 0.624152 0.493635 0.065 Uiso 1 1 calc R U . . .
N3 N 0.3964(9) 0.5485(3) 0.2846(7) 0.052(2) Uani 1 1 d . . . . .
N4 N 0.1702(10) 0.5819(3) 0.3470(7) 0.061(2) Uani 1 1 d . . . . .
H2 H 0.205572 0.586731 0.428031 0.073 Uiso 1 1 calc R U . . .
C1 C 0.1249(11) 0.6444(4) 0.0705(8) 0.054(2) Uani 1 1 d . . . . .
C2 C 0.0773(12) 0.6296(4) -0.0416(7) 0.060(3) Uani 1 1 d . . . . .
H3 H 0.106136 0.595543 -0.063133 0.072 Uiso 1 1 calc R U . . .
C3 C -0.0094(12) 0.6633(4) -0.1197(9) 0.069(3) Uani 1 1 d . . . . .
H4 H -0.040260 0.652055 -0.193791 0.083 Uiso 1 1 calc R U . . .
C4 C -0.0531(11) 0.7150(4) -0.0901(8) 0.059(3) Uani 1 1 d . . . . .
C5 C 0.0021(11) 0.7312(4) 0.0166(9) 0.058(3) Uani 1 1 d . . . . .
H5 H -0.023275 0.766120 0.036671 0.070 Uiso 1 1 calc R U . . .
C6 C 0.0952(11) 0.6979(4) 0.0982(7) 0.054(3) Uani 1 1 d . . . . .
C7 C 0.1471(12) 0.7186(4) 0.2088(8) 0.061(3) Uani 1 1 d . . . . .
H6 H 0.113888 0.753453 0.222887 0.073 Uiso 1 1 calc R U . . .
C8 C 0.2738(11) 0.7167(4) 0.3978(8) 0.057(3) Uani 1 1 d . . . . .
H7 H 0.213963 0.700936 0.441272 0.069 Uiso 1 1 calc R U . . .
H8 H 0.259799 0.756637 0.394017 0.069 Uiso 1 1 calc R U . . .
C9 C 0.4363(13) 0.7021(4) 0.4479(8) 0.066(3) Uani 1 1 d . . . . .
H9 H 0.496017 0.721122 0.408155 0.079 Uiso 1 1 calc R U . . .
H10 H 0.470174 0.713474 0.525372 0.079 Uiso 1 1 calc R U . . .
C10 C 0.6099(11) 0.6237(4) 0.4645(9) 0.064(3) Uani 1 1 d . . . . .
H11 H 0.612827 0.583607 0.460095 0.076 Uiso 1 1 calc R U . . .
H12 H 0.650635 0.638630 0.407993 0.076 Uiso 1 1 calc R U . . .
C11 C 0.7060(12) 0.6414(4) 0.5756(9) 0.073(3) Uani 1 1 d . . . . .
H13 H 0.805743 0.628473 0.586128 0.087 Uiso 1 1 calc R U . . .
H14 H 0.706070 0.681211 0.580222 0.087 Uiso 1 1 calc R U . . .
H15 H 0.668214 0.626120 0.632389 0.087 Uiso 1 1 calc R U . . .
C12 C 0.5305(12) 0.6252(3) 0.1664(8) 0.059(3) Uani 1 1 d . . . . .
C13 C 0.6066(11) 0.6554(4) 0.1057(7) 0.059(3) Uani 1 1 d . . . . .
H16 H 0.601508 0.693927 0.106171 0.071 Uiso 1 1 calc R U . . .
C14 C 0.6871(13) 0.6309(4) 0.0465(8) 0.069(3) Uani 1 1 d . . . . .
H17 H 0.735488 0.652163 0.006044 0.082 Uiso 1 1 calc R U . . .
C15 C 0.6971(12) 0.5738(4) 0.0466(8) 0.062(3) Uani 1 1 d . . . . .
C16 C 0.5451(11) 0.5678(3) 0.1636(8) 0.053(2) Uani 1 1 d . . . . .
C17 C 0.6299(12) 0.5428(4) 0.1045(8) 0.062(3) Uani 1 1 d . . . . .
H18 H 0.639954 0.504374 0.105195 0.074 Uiso 1 1 calc R U . . .
C18 C 0.4813(11) 0.5331(4) 0.2281(9) 0.058(3) Uani 1 1 d . . . . .
H19 H 0.503679 0.495486 0.229340 0.069 Uiso 1 1 calc R U . . .
C19 C 0.3410(12) 0.5087(4) 0.3472(9) 0.060(3) Uani 1 1 d . . . . .
H20 H 0.393193 0.511940 0.426038 0.072 Uiso 1 1 calc R U . . .
H21 H 0.353669 0.471323 0.323080 0.072 Uiso 1 1 calc R U . . .
C20 C 0.1769(13) 0.5222(4) 0.3246(9) 0.069(3) Uani 1 1 d . . . . .
H22 H 0.122308 0.513959 0.247875 0.083 Uiso 1 1 calc R U . . .
H23 H 0.134627 0.500794 0.373138 0.083 Uiso 1 1 calc R U . . .
C21 C 0.0157(14) 0.6029(4) 0.3091(9) 0.076(3) Uani 1 1 d . . . . .
H24 H -0.023299 0.597942 0.229135 0.091 Uiso 1 1 calc R U . . .
H25 H 0.016041 0.642343 0.324519 0.091 Uiso 1 1 calc R U . . .
C22 C -0.0840(13) 0.5744(5) 0.3638(10) 0.085(4) Uani 1 1 d . . . . .
H26 H -0.182663 0.589472 0.336412 0.102 Uiso 1 1 calc R U . . .
H27 H -0.086592 0.535415 0.347518 0.102 Uiso 1 1 calc R U . . .
H28 H -0.047246 0.579823 0.442918 0.102 Uiso 1 1 calc R U . . .
C23 C 0.3850(16) 0.6396(5) 0.7584(9) 0.082(4) 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
Br1 C4 1.873(10) . ?
Br2 C15 1.903(11) . ?
Fe1 O1 1.872(7) . ?
Fe1 O2 1.875(7) . ?
Fe1 N1 1.923(7) . ?
Fe1 N3 1.927(7) . ?
Fe1 N4 2.060(9) . ?
Fe1 N2 2.076(8) . ?
S1 O4 1.400(8) . ?
S1 O5 1.411(8) . ?
S1 O3 1.432(8) . ?
S1 C23 1.780(14) . ?
F1 C23 1.306(13) . ?
F2 C23 1.300(12) . ?
F3 C23 1.334(14) . ?
O1 C1 1.311(11) . ?
O2 C12 1.324(11) . ?
N1 C7 1.275(11) . ?
N1 C8 1.437(10) . ?
N2 C9 1.486(11) . ?
N2 C10 1.503(12) . ?
N2 H1 0.9900 . ?
N3 C18 1.283(12) . ?
N3 C19 1.447(11) . ?
N4 C20 1.486(11) . ?
N4 C21 1.492(13) . ?
N4 H2 0.9900 . ?
C1 C6 1.401(12) . ?
C1 C2 1.407(12) . ?
C2 C3 1.360(13) . ?
C2 H3 0.9400 . ?
C3 C4 1.411(14) . ?
C3 H4 0.9400 . ?
C4 C5 1.359(14) . ?
C5 C6 1.402(12) . ?
C5 H5 0.9400 . ?
C6 C7 1.436(12) . ?
C7 H6 0.9400 . ?
C8 C9 1.527(13) . ?
C8 H7 0.9800 . ?
C8 H8 0.9800 . ?
C9 H9 0.9800 . ?
C9 H10 0.9800 . ?
C10 C11 1.499(14) . ?
C10 H11 0.9800 . ?
C10 H12 0.9800 . ?
C11 H13 0.9700 . ?
C11 H14 0.9700 . ?
C11 H15 0.9700 . ?
C12 C16 1.408(12) . ?
C12 C13 1.409(14) . ?
C13 C14 1.359(14) . ?
C13 H16 0.9400 . ?
C14 C15 1.392(13) . ?
C14 H17 0.9400 . ?
C15 C17 1.341(13) . ?
C16 C17 1.393(13) . ?
C16 C18 1.430(13) . ?
C17 H18 0.9400 . ?
C18 H19 0.9400 . ?
C19 C20 1.534(14) . ?
C19 H20 0.9800 . ?
C19 H21 0.9800 . ?
C20 H22 0.9800 . ?
C20 H23 0.9800 . ?
C21 C22 1.501(14) . ?
C21 H24 0.9800 . ?
C21 H25 0.9800 . ?
C22 H26 0.9700 . ?
C22 H27 0.9700 . ?
C22 H28 0.9700 . ?

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
O1 Fe1 O2 90.5(3) . . ?
O1 Fe1 N1 94.0(3) . . ?
O2 Fe1 N1 89.9(3) . . ?
O1 Fe1 N3 87.8(3) . . ?
O2 Fe1 N3 93.4(3) . . ?
N1 Fe1 N3 176.2(3) . . ?
O1 Fe1 N4 89.6(3) . . ?
O2 Fe1 N4 175.9(3) . . ?
N1 Fe1 N4 94.2(3) . . ?
N3 Fe1 N4 82.5(3) . . ?
O1 Fe1 N2 177.3(3) . . ?
O2 Fe1 N2 88.4(3) . . ?
N1 Fe1 N2 83.5(3) . . ?
N3 Fe1 N2 94.7(3) . . ?
N4 Fe1 N2 91.6(3) . . ?
O4 S1 O5 116.6(7) . . ?
O4 S1 O3 114.8(6) . . ?
O5 S1 O3 113.1(5) . . ?
O4 S1 C23 103.8(5) . . ?
O5 S1 C23 103.8(6) . . ?
O3 S1 C23 102.5(6) . . ?
C1 O1 Fe1 124.6(6) . . ?
C12 O2 Fe1 123.9(6) . . ?
C7 N1 C8 119.6(8) . . ?
C7 N1 Fe1 125.9(6) . . ?
C8 N1 Fe1 114.4(6) . . ?
C9 N2 C10 112.8(8) . . ?
C9 N2 Fe1 105.0(6) . . ?
C10 N2 Fe1 115.2(6) . . ?
C9 N2 H1 107.8 . . ?
C10 N2 H1 107.8 . . ?
Fe1 N2 H1 107.8 . . ?
C18 N3 C19 120.2(8) . . ?
C18 N3 Fe1 124.6(7) . . ?
C19 N3 Fe1 115.0(6) . . ?
C20 N4 C21 111.5(8) . . ?
C20 N4 Fe1 108.0(6) . . ?
C21 N4 Fe1 115.6(6) . . ?
C20 N4 H2 107.1 . . ?
C21 N4 H2 107.1 . . ?
Fe1 N4 H2 107.1 . . ?
O1 C1 C6 125.4(9) . . ?
O1 C1 C2 117.0(8) . . ?
C6 C1 C2 117.6(9) . . ?
C3 C2 C1 121.9(10) . . ?
C3 C2 H3 119.1 . . ?
C1 C2 H3 119.1 . . ?
C2 C3 C4 120.4(10) . . ?
C2 C3 H4 119.8 . . ?
C4 C3 H4 119.8 . . ?
C5 C4 C3 117.9(9) . . ?
C5 C4 Br1 121.1(8) . . ?
C3 C4 Br1 121.0(8) . . ?
C4 C5 C6 122.8(9) . . ?
C4 C5 H5 118.6 . . ?
C6 C5 H5 118.6 . . ?
C1 C6 C5 118.8(9) . . ?
C1 C6 C7 122.4(9) . . ?
C5 C6 C7 118.6(9) . . ?
N1 C7 C6 124.6(9) . . ?
N1 C7 H6 117.7 . . ?
C6 C7 H6 117.7 . . ?
N1 C8 C9 104.2(8) . . ?
N1 C8 H7 110.9 . . ?
C9 C8 H7 110.9 . . ?
N1 C8 H8 110.9 . . ?
C9 C8 H8 110.9 . . ?
H7 C8 H8 108.9 . . ?
N2 C9 C8 108.1(8) . . ?
N2 C9 H9 110.1 . . ?
C8 C9 H9 110.1 . . ?
N2 C9 H10 110.1 . . ?
C8 C9 H10 110.1 . . ?
H9 C9 H10 108.4 . . ?
C11 C10 N2 114.1(9) . . ?
C11 C10 H11 108.7 . . ?
N2 C10 H11 108.7 . . ?
C11 C10 H12 108.7 . . ?
N2 C10 H12 108.7 . . ?
H11 C10 H12 107.6 . . ?
C10 C11 H13 109.5 . . ?
C10 C11 H14 109.5 . . ?
H13 C11 H14 109.5 . . ?
C10 C11 H15 109.5 . . ?
H13 C11 H15 109.5 . . ?
H14 C11 H15 109.5 . . ?
O2 C12 C16 126.1(9) . . ?
O2 C12 C13 118.1(8) . . ?
C16 C12 C13 115.7(10) . . ?
C14 C13 C12 122.5(10) . . ?
C14 C13 H16 118.7 . . ?
C12 C13 H16 118.7 . . ?
C13 C14 C15 119.2(10) . . ?
C13 C14 H17 120.4 . . ?
C15 C14 H17 120.4 . . ?
C17 C15 C14 121.3(10) . . ?
C17 C15 Br2 117.0(7) . . ?
C14 C15 Br2 121.7(9) . . ?
C17 C16 C12 121.7(9) . . ?
C17 C16 C18 117.5(8) . . ?
C12 C16 C18 120.7(9) . . ?
C15 C17 C16 119.6(9) . . ?
C15 C17 H18 120.2 . . ?
C16 C17 H18 120.2 . . ?
N3 C18 C16 126.2(8) . . ?
N3 C18 H19 116.9 . . ?
C16 C18 H19 116.9 . . ?
N3 C19 C20 105.6(8) . . ?
N3 C19 H20 110.6 . . ?
C20 C19 H20 110.6 . . ?
N3 C19 H21 110.6 . . ?
C20 C19 H21 110.6 . . ?
H20 C19 H21 108.8 . . ?
N4 C20 C19 105.8(8) . . ?
N4 C20 H22 110.6 . . ?
C19 C20 H22 110.6 . . ?
N4 C20 H23 110.6 . . ?
C19 C20 H23 110.6 . . ?
H22 C20 H23 108.7 . . ?
N4 C21 C22 112.8(9) . . ?
N4 C21 H24 109.0 . . ?
C22 C21 H24 109.0 . . ?
N4 C21 H25 109.0 . . ?
C22 C21 H25 109.0 . . ?
H24 C21 H25 107.8 . . ?
C21 C22 H26 109.5 . . ?
C21 C22 H27 109.5 . . ?
H26 C22 H27 109.5 . . ?
C21 C22 H28 109.5 . . ?
H26 C22 H28 109.5 . . ?
H27 C22 H28 109.5 . . ?
F2 C23 F1 107.8(10) . . ?
F2 C23 F3 104.8(10) . . ?
F1 C23 F3 104.0(13) . . ?
F2 C23 S1 113.8(11) . . ?
F1 C23 S1 113.2(8) . . ?
F3 C23 S1 112.5(8) . . ?

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
O2 Fe1 O1 C1 -70.9(7) . . . . ?
N1 Fe1 O1 C1 19.0(8) . . . . ?
N3 Fe1 O1 C1 -164.3(8) . . . . ?
N4 Fe1 O1 C1 113.2(7) . . . . ?
O1 Fe1 O2 C12 -63.5(7) . . . . ?
N1 Fe1 O2 C12 -157.5(7) . . . . ?
N3 Fe1 O2 C12 24.4(7) . . . . ?
N2 Fe1 O2 C12 119.0(7) . . . . ?
Fe1 O1 C1 C6 -18.4(13) . . . . ?
Fe1 O1 C1 C2 160.4(7) . . . . ?
O1 C1 C2 C3 173.5(9) . . . . ?
C6 C1 C2 C3 -7.6(16) . . . . ?
C1 C2 C3 C4 0.7(16) . . . . ?
C2 C3 C4 C5 4.3(16) . . . . ?
C2 C3 C4 Br1 -175.5(8) . . . . ?
C3 C4 C5 C6 -2.5(16) . . . . ?
Br1 C4 C5 C6 177.4(8) . . . . ?
O1 C1 C6 C5 -172.0(9) . . . . ?
C2 C1 C6 C5 9.2(15) . . . . ?
O1 C1 C6 C7 3.1(16) . . . . ?
C2 C1 C6 C7 -175.7(9) . . . . ?
C4 C5 C6 C1 -4.4(16) . . . . ?
C4 C5 C6 C7 -179.7(10) . . . . ?
C8 N1 C7 C6 -176.8(10) . . . . ?
Fe1 N1 C7 C6 -0.4(15) . . . . ?
C1 C6 C7 N1 7.0(17) . . . . ?
C5 C6 C7 N1 -178.0(10) . . . . ?
C7 N1 C8 C9 -142.5(9) . . . . ?
Fe1 N1 C8 C9 40.7(9) . . . . ?
C10 N2 C9 C8 168.3(8) . . . . ?
Fe1 N2 C9 C8 42.1(9) . . . . ?
N1 C8 C9 N2 -54.1(10) . . . . ?
C9 N2 C10 C11 56.4(11) . . . . ?
Fe1 N2 C10 C11 176.9(7) . . . . ?
Fe1 O2 C12 C16 -18.9(13) . . . . ?
Fe1 O2 C12 C13 165.0(6) . . . . ?
O2 C12 C13 C14 177.5(9) . . . . ?
C16 C12 C13 C14 1.1(14) . . . . ?
C12 C13 C14 C15 -0.9(15) . . . . ?
C13 C14 C15 C17 -0.5(15) . . . . ?
C13 C14 C15 Br2 -177.9(7) . . . . ?
O2 C12 C16 C17 -176.0(9) . . . . ?
C13 C12 C16 C17 0.1(14) . . . . ?
O2 C12 C16 C18 -0.5(15) . . . . ?
C13 C12 C16 C18 175.6(9) . . . . ?
C14 C15 C17 C16 1.7(15) . . . . ?
Br2 C15 C17 C16 179.2(7) . . . . ?
C12 C16 C17 C15 -1.5(15) . . . . ?
C18 C16 C17 C15 -177.1(9) . . . . ?
C19 N3 C18 C16 -179.3(9) . . . . ?
Fe1 N3 C18 C16 6.9(15) . . . . ?
C17 C16 C18 N3 -177.5(10) . . . . ?
C12 C16 C18 N3 6.8(16) . . . . ?
C18 N3 C19 C20 -135.6(9) . . . . ?
Fe1 N3 C19 C20 38.7(9) . . . . ?
C21 N4 C20 C19 169.7(8) . . . . ?
Fe1 N4 C20 C19 41.7(9) . . . . ?
N3 C19 C20 N4 -51.3(10) . . . . ?
C20 N4 C21 C22 59.4(12) . . . . ?
Fe1 N4 C21 C22 -176.7(7) . . . . ?
O4 S1 C23 F2 68.9(10) . . . . ?
O5 S1 C23 F2 -53.4(10) . . . . ?
O3 S1 C23 F2 -171.3(9) . . . . ?
O4 S1 C23 F1 -167.5(10) . . . . ?
O5 S1 C23 F1 70.1(11) . . . . ?
O3 S1 C23 F1 -47.8(11) . . . . ?
O4 S1 C23 F3 -50.0(11) . . . . ?
O5 S1 C23 F3 -172.4(9) . . . . ?
O3 S1 C23 F3 69.7(10) . . . . ?

_refine_diff_density_max         0.605
_refine_diff_density_min         -1.524
_refine_diff_density_rms         0.160


_exptl_crystal_preparation       'Magnetic properties,Thermal conductivity'
####################################################################### 
# 
# 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_2_300K
_database_code_depnum_ccdc_archive 'CCDC 2160268'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Tohoku University
Japan
;
_audit_update_record             
;
2022-03-20 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H30 F3 Fe N4 O5 S'
_chemical_formula_weight         587.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.6648(3)
_cell_length_b                   17.3665(6)
_cell_length_c                   18.0637(6)
_cell_angle_alpha                117.891(8)
_cell_angle_beta                 92.564(6)
_cell_angle_gamma                98.773(7)
_cell_volume                     2624.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    15912
_cell_measurement_theta_min      4.670
_cell_measurement_theta_max      68.070

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_F_000             1220
_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    5.907
_shelx_estimated_absorpt_T_min   0.590
_shelx_estimated_absorpt_T_max   0.590
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4537
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.0
_diffrn_reflns_number            29366
_diffrn_reflns_av_unetI/netI     0.0640
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         4.671
_diffrn_reflns_theta_max         68.150
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.977
_reflns_number_total             9349
_reflns_number_gt                6201
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0523P)²+1.7333P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9349
_refine_ls_number_parameters     671
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0575
_refine_ls_wR_factor_ref         0.1398
_refine_ls_wR_factor_gt          0.1233
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.36134(6) 0.68781(4) 0.93128(3) 0.04635(17) Uani 1 1 d . . . . .
Fe2 Fe 0.47399(7) 0.23783(4) 0.49204(4) 0.04910(18) Uani 1 1 d . . . . .
S1 S 0.71786(13) 0.01303(8) 0.85113(8) 0.0706(3) Uani 1 1 d . . . . .
S2 S 0.32113(15) 0.14539(10) 0.70945(9) 0.0802(4) Uani 1 1 d . . . . .
F1 F 0.8466(4) -0.0977(2) 0.8716(2) 0.1193(11) Uani 1 1 d . . . . .
F2 F 0.9791(4) 0.0213(3) 0.8957(3) 0.191(2) Uani 1 1 d . . . . .
F3 F 0.9030(4) -0.0751(3) 0.7701(3) 0.1456(15) Uani 1 1 d . . . . .
F4 F 0.0641(5) 0.1617(6) 0.7020(4) 0.261(4) Uani 1 1 d . . . . .
F5 F 0.1485(4) 0.1841(3) 0.8198(3) 0.1591(17) Uani 1 1 d . . . . .
F6 F 0.0976(6) 0.0568(4) 0.7198(3) 0.217(3) Uani 1 1 d . . . . .
O1 O 0.5207(3) 0.64107(17) 0.88761(16) 0.0564(7) Uani 1 1 d . . . . .
O2 O 0.2442(3) 0.57471(17) 0.88560(16) 0.0572(7) Uani 1 1 d . . . . .
O3 O 0.6082(4) -0.0613(2) 0.8004(2) 0.0926(11) Uani 1 1 d . . . . .
O4 O 0.7043(3) 0.0570(2) 0.93961(19) 0.0876(10) Uani 1 1 d . . . . .
O5 O 0.7591(5) 0.0728(2) 0.8188(3) 0.1189(14) Uani 1 1 d . . . . .
O6 O 0.6505(3) 0.30340(16) 0.49567(16) 0.0556(7) Uani 1 1 d . . . . .
O7 O 0.3927(3) 0.23941(17) 0.39752(16) 0.0604(7) Uani 1 1 d . . . . .
O8 O 0.3696(6) 0.2381(3) 0.7404(4) 0.177(2) Uani 1 1 d . . . . .
O9 O 0.3970(4) 0.1132(3) 0.7533(2) 0.1262(15) Uani 1 1 d . . . . .
O10 O 0.3073(4) 0.0980(3) 0.6222(2) 0.1289(16) Uani 1 1 d . . . . .
N1 N 0.4014(4) 0.6824(2) 1.03527(19) 0.0534(8) Uani 1 1 d . . . . .
N2 N 0.1921(3) 0.7409(2) 0.9877(2) 0.0575(9) Uani 1 1 d . . . . .
H1 H 0.223370 0.805615 1.018538 0.069 Uiso 1 1 calc R U . . .
N3 N 0.3228(3) 0.6965(2) 0.8285(2) 0.0520(8) Uani 1 1 d . . . . .
N4 N 0.4769(3) 0.8146(2) 0.97541(19) 0.0494(8) Uani 1 1 d . . . . .
H2 H 0.412613 0.855573 1.001060 0.059 Uiso 1 1 calc R U . . .
N5 N 0.5215(4) 0.1255(2) 0.4124(2) 0.0537(8) Uani 1 1 d . . . . .
N6 N 0.2889(3) 0.1570(2) 0.4860(2) 0.0554(9) Uani 1 1 d . . . . .
H3 H 0.299064 0.144605 0.533338 0.066 Uiso 1 1 calc R U . . .
N7 N 0.4265(3) 0.3509(2) 0.56986(19) 0.0513(8) Uani 1 1 d . . . . .
N8 N 0.5534(3) 0.2417(2) 0.60176(19) 0.0537(8) Uani 1 1 d . . . . .
H4 H 0.478579 0.209307 0.617263 0.064 Uiso 1 1 calc R U . . .
C1 C 0.5975(4) 0.6008(3) 0.9147(3) 0.0528(10) Uani 1 1 d . . . . .
C2 C 0.6933(5) 0.5549(3) 0.8640(3) 0.0626(12) Uani 1 1 d . . . . .
H5 H 0.696115 0.550331 0.810753 0.075 Uiso 1 1 calc R U . . .
C3 C 0.7831(5) 0.5164(3) 0.8906(4) 0.0767(14) Uani 1 1 d . . . . .
H6 H 0.846510 0.486886 0.855583 0.092 Uiso 1 1 calc R U . . .
C4 C 0.7807(5) 0.5209(3) 0.9693(4) 0.0802(15) Uani 1 1 d . . . . .
H7 H 0.843386 0.495676 0.987600 0.096 Uiso 1 1 calc R U . . .
C5 C 0.6856(5) 0.5625(3) 1.0194(3) 0.0722(13) Uani 1 1 d . . . . .
H8 H 0.682251 0.564158 1.071487 0.087 Uiso 1 1 calc R U . . .
C6 C 0.5928(4) 0.6029(3) 0.9941(3) 0.0545(10) Uani 1 1 d . . . . .
C7 C 0.4951(5) 0.6448(3) 1.0501(3) 0.0582(11) Uani 1 1 d . . . . .
H9 H 0.500040 0.644623 1.101609 0.070 Uiso 1 1 calc R U . . .
C8 C 0.3067(5) 0.7220(3) 1.0981(3) 0.0687(13) Uani 1 1 d . . . . .
H10 H 0.345684 0.784468 1.135218 0.082 Uiso 1 1 calc R U . . .
H11 H 0.295187 0.692299 1.132108 0.082 Uiso 1 1 calc R U . . .
C9 C 0.1672(5) 0.7112(3) 1.0511(3) 0.0697(13) Uani 1 1 d . . . . .
H12 H 0.119471 0.649380 1.023340 0.084 Uiso 1 1 calc R U . . .
H13 H 0.107699 0.746353 1.090094 0.084 Uiso 1 1 calc R U . . .
C10 C 0.0610(5) 0.7210(3) 0.9286(3) 0.0805(15) Uani 1 1 d . . . . .
H14 H 0.086440 0.740735 0.887940 0.097 Uiso 1 1 calc R U . . .
H15 H 0.028772 0.657096 0.897376 0.097 Uiso 1 1 calc R U . . .
C11 C -0.0562(6) 0.7607(4) 0.9670(4) 0.128(2) Uani 1 1 d . . . . .
H16 H -0.090869 0.736077 1.001936 0.153 Uiso 1 1 calc R U . . .
H17 H -0.130332 0.748401 0.923526 0.153 Uiso 1 1 calc R U . . .
H18 H -0.024924 0.823753 1.000866 0.153 Uiso 1 1 calc R U . . .
C12 C 0.1871(4) 0.5222(3) 0.8066(2) 0.0500(10) Uani 1 1 d . . . . .
C13 C 0.1187(4) 0.4355(3) 0.7844(3) 0.0593(11) Uani 1 1 d . . . . .
H19 H 0.118234 0.416842 0.824938 0.071 Uiso 1 1 calc R U . . .
C14 C 0.0523(5) 0.3777(3) 0.7038(3) 0.0709(13) Uani 1 1 d . . . . .
H20 H 0.007860 0.320575 0.690477 0.085 Uiso 1 1 calc R U . . .
C15 C 0.0512(5) 0.4041(3) 0.6427(3) 0.0773(14) Uani 1 1 d . . . . .
H21 H 0.005302 0.364998 0.588424 0.093 Uiso 1 1 calc R U . . .
C16 C 0.1167(5) 0.4867(3) 0.6616(3) 0.0673(12) Uani 1 1 d . . . . .
H22 H 0.113922 0.503944 0.620076 0.081 Uiso 1 1 calc R U . . .
C17 C 0.1892(4) 0.5475(3) 0.7428(2) 0.0538(10) Uani 1 1 d . . . . .
C18 C 0.2573(4) 0.6340(3) 0.7572(3) 0.0582(11) Uani 1 1 d . . . . .
H23 H 0.253472 0.645325 0.711751 0.070 Uiso 1 1 calc R U . . .
C19 C 0.3845(5) 0.7835(3) 0.8363(3) 0.0659(12) Uani 1 1 d . . . . .
H24 H 0.317462 0.822901 0.854809 0.079 Uiso 1 1 calc R U . . .
H25 H 0.408765 0.776398 0.782237 0.079 Uiso 1 1 calc R U . . .
C20 C 0.5142(5) 0.8211(3) 0.9000(3) 0.0629(12) Uani 1 1 d . . . . .
H26 H 0.587984 0.788090 0.876684 0.075 Uiso 1 1 calc R U . . .
H27 H 0.548494 0.882716 0.914957 0.075 Uiso 1 1 calc R U . . .
C21 C 0.6009(4) 0.8432(3) 1.0403(3) 0.0626(12) Uani 1 1 d . . . . .
H28 H 0.668349 0.805110 1.015877 0.075 Uiso 1 1 calc R U . . .
H29 H 0.570115 0.834805 1.086870 0.075 Uiso 1 1 calc R U . . .
C22 C 0.6743(5) 0.9385(3) 1.0745(3) 0.0812(15) Uani 1 1 d . . . . .
H30 H 0.714142 0.946102 1.030048 0.097 Uiso 1 1 calc R U . . .
H31 H 0.748118 0.953525 1.119094 0.097 Uiso 1 1 calc R U . . .
H32 H 0.607313 0.976665 1.096138 0.097 Uiso 1 1 calc R U . . .
C23 C 0.8718(7) -0.0351(4) 0.8489(4) 0.0940(18) Uani 1 1 d . . . . .
C24 C 0.7354(4) 0.2774(3) 0.4376(2) 0.0488(10) Uani 1 1 d . . . . .
C25 C 0.8502(5) 0.3407(3) 0.4426(3) 0.0581(11) Uani 1 1 d . . . . .
H33 H 0.862112 0.399025 0.485780 0.070 Uiso 1 1 calc R U . . .
C26 C 0.9450(5) 0.3188(3) 0.3855(3) 0.0688(12) Uani 1 1 d . . . . .
H34 H 1.020584 0.362186 0.391108 0.083 Uiso 1 1 calc R U . . .
C27 C 0.9305(5) 0.2333(4) 0.3196(3) 0.0744(14) Uani 1 1 d . . . . .
H35 H 0.994190 0.219312 0.280269 0.089 Uiso 1 1 calc R U . . .
C28 C 0.8203(5) 0.1695(3) 0.3132(3) 0.0668(12) Uani 1 1 d . . . . .
H36 H 0.810657 0.111612 0.269394 0.080 Uiso 1 1 calc R U . . .
C29 C 0.7222(4) 0.1893(3) 0.3709(2) 0.0520(10) Uani 1 1 d . . . . .
C30 C 0.6169(5) 0.1174(3) 0.3638(3) 0.0589(11) Uani 1 1 d . . . . .
H37 H 0.618054 0.060699 0.320586 0.071 Uiso 1 1 calc R U . . .
C31 C 0.4201(5) 0.0472(3) 0.3998(3) 0.0695(13) Uani 1 1 d . . . . .
H38 H 0.443514 0.030679 0.442495 0.083 Uiso 1 1 calc R U . . .
H39 H 0.421431 -0.002585 0.344552 0.083 Uiso 1 1 calc R U . . .
C32 C 0.2773(5) 0.0720(3) 0.4067(3) 0.0695(13) Uani 1 1 d . . . . .
H40 H 0.247294 0.078797 0.358445 0.083 Uiso 1 1 calc R U . . .
H41 H 0.208267 0.025925 0.407960 0.083 Uiso 1 1 calc R U . . .
C33 C 0.1594(5) 0.1953(3) 0.4912(3) 0.0707(13) Uani 1 1 d . . . . .
H42 H 0.148483 0.208189 0.444771 0.085 Uiso 1 1 calc R U . . .
H43 H 0.173037 0.251227 0.543325 0.085 Uiso 1 1 calc R U . . .
C34 C 0.0247(5) 0.1372(3) 0.4887(3) 0.0894(16) Uani 1 1 d . . . . .
H44 H -0.051560 0.168686 0.496601 0.107 Uiso 1 1 calc R U . . .
H45 H 0.035202 0.121698 0.532859 0.107 Uiso 1 1 calc R U . . .
H46 H 0.004419 0.084086 0.434918 0.107 Uiso 1 1 calc R U . . .
C35 C 0.3621(4) 0.3089(3) 0.3939(3) 0.0530(10) Uani 1 1 d . . . . .
C36 C 0.3251(5) 0.2982(3) 0.3135(3) 0.0695(13) Uani 1 1 d . . . . .
H47 H 0.325020 0.243966 0.266110 0.083 Uiso 1 1 calc R U . . .
C37 C 0.2889(6) 0.3666(4) 0.3035(3) 0.0851(16) Uani 1 1 d . . . . .
H48 H 0.264010 0.358136 0.249484 0.102 Uiso 1 1 calc R U . . .
C38 C 0.2893(5) 0.4481(3) 0.3731(4) 0.0794(15) Uani 1 1 d . . . . .
H49 H 0.266239 0.494549 0.366070 0.095 Uiso 1 1 calc R U . . .
C39 C 0.3236(4) 0.4596(3) 0.4518(3) 0.0651(12) Uani 1 1 d . . . . .
H50 H 0.323170 0.514265 0.498461 0.078 Uiso 1 1 calc R U . . .
C40 C 0.3595(4) 0.3912(3) 0.4647(3) 0.0525(10) Uani 1 1 d . . . . .
C41 C 0.3907(4) 0.4071(3) 0.5492(3) 0.0566(11) Uani 1 1 d . . . . .
H51 H 0.384555 0.462662 0.592733 0.068 Uiso 1 1 calc R U . . .
C42 C 0.4526(5) 0.3739(3) 0.6589(2) 0.0655(12) Uani 1 1 d . . . . .
H52 H 0.371037 0.348483 0.675274 0.079 Uiso 1 1 calc R U . . .
H53 H 0.471691 0.437924 0.694565 0.079 Uiso 1 1 calc R U . . .
C43 C 0.5794(5) 0.3362(3) 0.6678(2) 0.0616(11) Uani 1 1 d . . . . .
H54 H 0.663944 0.368784 0.660775 0.074 Uiso 1 1 calc R U . . .
H55 H 0.592292 0.340845 0.723437 0.074 Uiso 1 1 calc R U . . .
C44 C 0.6801(5) 0.2001(3) 0.5956(3) 0.0689(12) Uani 1 1 d . . . . .
H56 H 0.756369 0.232294 0.581744 0.083 Uiso 1 1 calc R U . . .
H57 H 0.657386 0.139556 0.549551 0.083 Uiso 1 1 calc R U . . .
C45 C 0.7311(5) 0.1987(3) 0.6751(3) 0.0821(15) Uani 1 1 d . . . . .
H58 H 0.654392 0.170922 0.691886 0.098 Uiso 1 1 calc R U . . .
H59 H 0.765501 0.258431 0.719386 0.098 Uiso 1 1 calc R U . . .
H60 H 0.805866 0.165763 0.664590 0.098 Uiso 1 1 calc R U . . .
C46 C 0.1490(7) 0.1411(6) 0.7399(5) 0.110(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O2 1.882(3) . ?
Fe1 O1 1.883(3) . ?
Fe1 N1 1.949(3) . ?
Fe1 N3 1.957(3) . ?
Fe1 N4 2.064(3) . ?
Fe1 N2 2.072(3) . ?
Fe2 O7 1.861(3) . ?
Fe2 O6 1.881(3) . ?
Fe2 N5 1.947(3) . ?
Fe2 N7 1.948(3) . ?
Fe2 N8 2.060(3) . ?
Fe2 N6 2.062(3) . ?
S1 O3 1.420(3) . ?
S1 O5 1.428(4) . ?
S1 O4 1.436(3) . ?
S1 C23 1.808(6) . ?
S2 O10 1.383(4) . ?
S2 O9 1.401(4) . ?
S2 O8 1.425(4) . ?
S2 C46 1.778(7) . ?
F1 C23 1.326(6) . ?
F2 C23 1.259(6) . ?
F3 C23 1.332(6) . ?
F4 C46 1.242(7) . ?
F5 C46 1.278(7) . ?
F6 C46 1.336(8) . ?
O1 C1 1.313(4) . ?
O2 C12 1.315(4) . ?
O6 C24 1.313(4) . ?
O7 C35 1.314(4) . ?
N1 C7 1.281(5) . ?
N1 C8 1.467(5) . ?
N2 C9 1.475(5) . ?
N2 C10 1.506(5) . ?
N2 H1 0.9800 . ?
N3 C18 1.283(5) . ?
N3 C19 1.474(5) . ?
N4 C20 1.475(5) . ?
N4 C21 1.484(5) . ?
N4 H2 0.9800 . ?
N5 C30 1.279(5) . ?
N5 C31 1.464(5) . ?
N6 C32 1.484(5) . ?
N6 C33 1.491(5) . ?
N6 H3 0.9800 . ?
N7 C41 1.282(5) . ?
N7 C42 1.464(5) . ?
N8 C43 1.481(5) . ?
N8 C44 1.496(5) . ?
N8 H4 0.9800 . ?
C1 C2 1.397(5) . ?
C1 C6 1.421(5) . ?
C2 C3 1.368(6) . ?
C2 H5 0.9300 . ?
C3 C4 1.389(7) . ?
C3 H6 0.9300 . ?
C4 C5 1.360(6) . ?
C4 H7 0.9300 . ?
C5 C6 1.400(6) . ?
C5 H8 0.9300 . ?
C6 C7 1.432(6) . ?
C7 H9 0.9300 . ?
C8 C9 1.499(6) . ?
C8 H10 0.9700 . ?
C8 H11 0.9700 . ?
C9 H12 0.9700 . ?
C9 H13 0.9700 . ?
C10 C11 1.449(7) . ?
C10 H14 0.9700 . ?
C10 H15 0.9700 . ?
C11 H16 0.9600 . ?
C11 H17 0.9600 . ?
C11 H18 0.9600 . ?
C12 C13 1.404(5) . ?
C12 C17 1.414(5) . ?
C13 C14 1.375(6) . ?
C13 H19 0.9300 . ?
C14 C15 1.380(6) . ?
C14 H20 0.9300 . ?
C15 C16 1.348(6) . ?
C15 H21 0.9300 . ?
C16 C17 1.411(5) . ?
C16 H22 0.9300 . ?
C17 C18 1.439(5) . ?
C18 H23 0.9300 . ?
C19 C20 1.496(5) . ?
C19 H24 0.9700 . ?
C19 H25 0.9700 . ?
C20 H26 0.9700 . ?
C20 H27 0.9700 . ?
C21 C22 1.508(5) . ?
C21 H28 0.9700 . ?
C21 H29 0.9700 . ?
C22 H30 0.9600 . ?
C22 H31 0.9600 . ?
C22 H32 0.9600 . ?
C24 C25 1.405(5) . ?
C24 C29 1.418(5) . ?
C25 C26 1.368(6) . ?
C25 H33 0.9300 . ?
C26 C27 1.381(6) . ?
C26 H34 0.9300 . ?
C27 C28 1.374(6) . ?
C27 H35 0.9300 . ?
C28 C29 1.399(5) . ?
C28 H36 0.9300 . ?
C29 C30 1.436(5) . ?
C30 H37 0.9300 . ?
C31 C32 1.501(6) . ?
C31 H38 0.9700 . ?
C31 H39 0.9700 . ?
C32 H40 0.9700 . ?
C32 H41 0.9700 . ?
C33 C34 1.505(6) . ?
C33 H42 0.9700 . ?
C33 H43 0.9700 . ?
C34 H44 0.9600 . ?
C34 H45 0.9600 . ?
C34 H46 0.9600 . ?
C35 C36 1.396(5) . ?
C35 C40 1.408(5) . ?
C36 C37 1.376(6) . ?
C36 H47 0.9300 . ?
C37 C38 1.385(7) . ?
C37 H48 0.9300 . ?
C38 C39 1.358(6) . ?
C38 H49 0.9300 . ?
C39 C40 1.400(5) . ?
C39 H50 0.9300 . ?
C40 C41 1.427(5) . ?
C41 H51 0.9300 . ?
C42 C43 1.511(6) . ?
C42 H52 0.9700 . ?
C42 H53 0.9700 . ?
C43 H54 0.9700 . ?
C43 H55 0.9700 . ?
C44 C45 1.510(6) . ?
C44 H56 0.9700 . ?
C44 H57 0.9700 . ?
C45 H58 0.9600 . ?
C45 H59 0.9600 . ?
C45 H60 0.9600 . ?

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
O2 Fe1 O1 93.20(12) . . ?
O2 Fe1 N1 88.51(12) . . ?
O1 Fe1 N1 92.74(13) . . ?
O2 Fe1 N3 92.88(12) . . ?
O1 Fe1 N3 87.63(12) . . ?
N1 Fe1 N3 178.54(14) . . ?
O2 Fe1 N4 174.84(12) . . ?
O1 Fe1 N4 89.62(12) . . ?
N1 Fe1 N4 95.68(13) . . ?
N3 Fe1 N4 82.91(13) . . ?
O2 Fe1 N2 87.76(12) . . ?
O1 Fe1 N2 175.92(13) . . ?
N1 Fe1 N2 83.32(14) . . ?
N3 Fe1 N2 96.29(14) . . ?
N4 Fe1 N2 89.72(13) . . ?
O7 Fe2 O6 94.11(12) . . ?
O7 Fe2 N5 86.01(13) . . ?
O6 Fe2 N5 92.65(13) . . ?
O7 Fe2 N7 92.90(13) . . ?
O6 Fe2 N7 86.88(12) . . ?
N5 Fe2 N7 178.79(14) . . ?
O7 Fe2 N8 175.69(12) . . ?
O6 Fe2 N8 87.71(12) . . ?
N5 Fe2 N8 97.81(13) . . ?
N7 Fe2 N8 83.29(13) . . ?
O7 Fe2 N6 87.99(13) . . ?
O6 Fe2 N6 175.13(12) . . ?
N5 Fe2 N6 83.10(13) . . ?
N7 Fe2 N6 97.41(13) . . ?
N8 Fe2 N6 90.49(13) . . ?
O3 S1 O5 116.3(3) . . ?
O3 S1 O4 114.6(2) . . ?
O5 S1 O4 113.5(2) . . ?
O3 S1 C23 104.1(3) . . ?
O5 S1 C23 103.5(3) . . ?
O4 S1 C23 102.4(3) . . ?
O10 S2 O9 116.2(3) . . ?
O10 S2 O8 112.0(3) . . ?
O9 S2 O8 111.7(3) . . ?
O10 S2 C46 107.8(3) . . ?
O9 S2 C46 105.4(3) . . ?
O8 S2 C46 102.4(4) . . ?
C1 O1 Fe1 127.4(2) . . ?
C12 O2 Fe1 127.7(2) . . ?
C24 O6 Fe2 125.7(2) . . ?
C35 O7 Fe2 126.7(2) . . ?
C7 N1 C8 119.8(4) . . ?
C7 N1 Fe1 126.2(3) . . ?
C8 N1 Fe1 114.0(3) . . ?
C9 N2 C10 113.1(4) . . ?
C9 N2 Fe1 105.9(3) . . ?
C10 N2 Fe1 115.9(3) . . ?
C9 N2 H1 107.2 . . ?
C10 N2 H1 107.2 . . ?
Fe1 N2 H1 107.2 . . ?
C18 N3 C19 119.6(3) . . ?
C18 N3 Fe1 126.3(3) . . ?
C19 N3 Fe1 113.9(3) . . ?
C20 N4 C21 112.8(3) . . ?
C20 N4 Fe1 106.0(2) . . ?
C21 N4 Fe1 116.9(2) . . ?
C20 N4 H2 106.8 . . ?
C21 N4 H2 106.8 . . ?
Fe1 N4 H2 106.8 . . ?
C30 N5 C31 120.3(3) . . ?
C30 N5 Fe2 124.9(3) . . ?
C31 N5 Fe2 113.8(3) . . ?
C32 N6 C33 111.7(3) . . ?
C32 N6 Fe2 106.6(2) . . ?
C33 N6 Fe2 115.2(3) . . ?
C32 N6 H3 107.7 . . ?
C33 N6 H3 107.7 . . ?
Fe2 N6 H3 107.7 . . ?
C41 N7 C42 120.4(3) . . ?
C41 N7 Fe2 125.1(3) . . ?
C42 N7 Fe2 114.0(3) . . ?
C43 N8 C44 113.0(3) . . ?
C43 N8 Fe2 106.2(2) . . ?
C44 N8 Fe2 115.2(2) . . ?
C43 N8 H4 107.4 . . ?
C44 N8 H4 107.4 . . ?
Fe2 N8 H4 107.4 . . ?
O1 C1 C2 118.6(4) . . ?
O1 C1 C6 124.2(4) . . ?
C2 C1 C6 117.1(4) . . ?
C3 C2 C1 121.8(5) . . ?
C3 C2 H5 119.1 . . ?
C1 C2 H5 119.1 . . ?
C2 C3 C4 120.7(5) . . ?
C2 C3 H6 119.6 . . ?
C4 C3 H6 119.6 . . ?
C5 C4 C3 119.2(5) . . ?
C5 C4 H7 120.4 . . ?
C3 C4 H7 120.4 . . ?
C4 C5 C6 121.4(5) . . ?
C4 C5 H8 119.3 . . ?
C6 C5 H8 119.3 . . ?
C5 C6 C1 119.7(4) . . ?
C5 C6 C7 118.0(4) . . ?
C1 C6 C7 122.3(4) . . ?
N1 C7 C6 125.5(4) . . ?
N1 C7 H9 117.3 . . ?
C6 C7 H9 117.3 . . ?
N1 C8 C9 107.6(3) . . ?
N1 C8 H10 110.2 . . ?
C9 C8 H10 110.2 . . ?
N1 C8 H11 110.2 . . ?
C9 C8 H11 110.2 . . ?
H10 C8 H11 108.5 . . ?
N2 C9 C8 108.7(4) . . ?
N2 C9 H12 110.0 . . ?
C8 C9 H12 110.0 . . ?
N2 C9 H13 110.0 . . ?
C8 C9 H13 110.0 . . ?
H12 C9 H13 108.3 . . ?
C11 C10 N2 116.4(4) . . ?
C11 C10 H14 108.2 . . ?
N2 C10 H14 108.2 . . ?
C11 C10 H15 108.2 . . ?
N2 C10 H15 108.2 . . ?
H14 C10 H15 107.3 . . ?
C10 C11 H16 109.5 . . ?
C10 C11 H17 109.5 . . ?
H16 C11 H17 109.5 . . ?
C10 C11 H18 109.5 . . ?
H16 C11 H18 109.5 . . ?
H17 C11 H18 109.5 . . ?
O2 C12 C13 117.9(4) . . ?
O2 C12 C17 124.2(4) . . ?
C13 C12 C17 117.8(4) . . ?
C14 C13 C12 121.3(4) . . ?
C14 C13 H19 119.3 . . ?
C12 C13 H19 119.3 . . ?
C13 C14 C15 120.3(4) . . ?
C13 C14 H20 119.8 . . ?
C15 C14 H20 119.8 . . ?
C16 C15 C14 120.0(4) . . ?
C16 C15 H21 120.0 . . ?
C14 C15 H21 120.0 . . ?
C15 C16 C17 121.8(4) . . ?
C15 C16 H22 119.1 . . ?
C17 C16 H22 119.1 . . ?
C16 C17 C12 118.7(4) . . ?
C16 C17 C18 118.0(4) . . ?
C12 C17 C18 123.2(4) . . ?
N3 C18 C17 124.5(4) . . ?
N3 C18 H23 117.7 . . ?
C17 C18 H23 117.7 . . ?
N3 C19 C20 107.3(3) . . ?
N3 C19 H24 110.3 . . ?
C20 C19 H24 110.3 . . ?
N3 C19 H25 110.3 . . ?
C20 C19 H25 110.3 . . ?
H24 C19 H25 108.5 . . ?
N4 C20 C19 108.1(3) . . ?
N4 C20 H26 110.1 . . ?
C19 C20 H26 110.1 . . ?
N4 C20 H27 110.1 . . ?
C19 C20 H27 110.1 . . ?
H26 C20 H27 108.4 . . ?
N4 C21 C22 114.2(4) . . ?
N4 C21 H28 108.7 . . ?
C22 C21 H28 108.7 . . ?
N4 C21 H29 108.7 . . ?
C22 C21 H29 108.7 . . ?
H28 C21 H29 107.6 . . ?
C21 C22 H30 109.5 . . ?
C21 C22 H31 109.5 . . ?
H30 C22 H31 109.5 . . ?
C21 C22 H32 109.5 . . ?
H30 C22 H32 109.5 . . ?
H31 C22 H32 109.5 . . ?
F2 C23 F1 108.6(7) . . ?
F2 C23 F3 108.2(5) . . ?
F1 C23 F3 106.0(5) . . ?
F2 C23 S1 113.1(4) . . ?
F1 C23 S1 110.9(4) . . ?
F3 C23 S1 109.7(5) . . ?
O6 C24 C25 118.0(4) . . ?
O6 C24 C29 124.9(4) . . ?
C25 C24 C29 117.1(4) . . ?
C26 C25 C24 121.7(4) . . ?
C26 C25 H33 119.1 . . ?
C24 C25 H33 119.1 . . ?
C25 C26 C27 121.2(4) . . ?
C25 C26 H34 119.4 . . ?
C27 C26 H34 119.4 . . ?
C28 C27 C26 118.8(4) . . ?
C28 C27 H35 120.6 . . ?
C26 C27 H35 120.6 . . ?
C27 C28 C29 121.6(4) . . ?
C27 C28 H36 119.2 . . ?
C29 C28 H36 119.2 . . ?
C28 C29 C24 119.7(4) . . ?
C28 C29 C30 118.1(4) . . ?
C24 C29 C30 122.1(4) . . ?
N5 C30 C29 125.0(4) . . ?
N5 C30 H37 117.5 . . ?
C29 C30 H37 117.5 . . ?
N5 C31 C32 106.8(3) . . ?
N5 C31 H38 110.4 . . ?
C32 C31 H38 110.4 . . ?
N5 C31 H39 110.4 . . ?
C32 C31 H39 110.4 . . ?
H38 C31 H39 108.6 . . ?
N6 C32 C31 107.6(3) . . ?
N6 C32 H40 110.2 . . ?
C31 C32 H40 110.2 . . ?
N6 C32 H41 110.2 . . ?
C31 C32 H41 110.2 . . ?
H40 C32 H41 108.5 . . ?
N6 C33 C34 115.2(4) . . ?
N6 C33 H42 108.5 . . ?
C34 C33 H42 108.5 . . ?
N6 C33 H43 108.5 . . ?
C34 C33 H43 108.5 . . ?
H42 C33 H43 107.5 . . ?
C33 C34 H44 109.5 . . ?
C33 C34 H45 109.5 . . ?
H44 C34 H45 109.5 . . ?
C33 C34 H46 109.5 . . ?
H44 C34 H46 109.5 . . ?
H45 C34 H46 109.5 . . ?
O7 C35 C36 116.8(4) . . ?
O7 C35 C40 124.8(4) . . ?
C36 C35 C40 118.4(4) . . ?
C37 C36 C35 121.0(5) . . ?
C37 C36 H47 119.5 . . ?
C35 C36 H47 119.5 . . ?
C36 C37 C38 120.5(5) . . ?
C36 C37 H48 119.7 . . ?
C38 C37 H48 119.7 . . ?
C39 C38 C37 119.4(5) . . ?
C39 C38 H49 120.3 . . ?
C37 C38 H49 120.3 . . ?
C38 C39 C40 121.8(4) . . ?
C38 C39 H50 119.1 . . ?
C40 C39 H50 119.1 . . ?
C39 C40 C35 118.9(4) . . ?
C39 C40 C41 118.7(4) . . ?
C35 C40 C41 122.3(4) . . ?
N7 C41 C40 125.2(4) . . ?
N7 C41 H51 117.4 . . ?
C40 C41 H51 117.4 . . ?
N7 C42 C43 106.5(3) . . ?
N7 C42 H52 110.4 . . ?
C43 C42 H52 110.4 . . ?
N7 C42 H53 110.4 . . ?
C43 C42 H53 110.4 . . ?
H52 C42 H53 108.6 . . ?
N8 C43 C42 107.8(3) . . ?
N8 C43 H54 110.2 . . ?
C42 C43 H54 110.2 . . ?
N8 C43 H55 110.2 . . ?
C42 C43 H55 110.2 . . ?
H54 C43 H55 108.5 . . ?
N8 C44 C45 114.3(4) . . ?
N8 C44 H56 108.7 . . ?
C45 C44 H56 108.7 . . ?
N8 C44 H57 108.7 . . ?
C45 C44 H57 108.7 . . ?
H56 C44 H57 107.6 . . ?
C44 C45 H58 109.5 . . ?
C44 C45 H59 109.5 . . ?
H58 C45 H59 109.5 . . ?
C44 C45 H60 109.5 . . ?
H58 C45 H60 109.5 . . ?
H59 C45 H60 109.5 . . ?
F4 C46 F5 111.2(8) . . ?
F4 C46 F6 106.1(7) . . ?
F5 C46 F6 104.0(6) . . ?
F4 C46 S2 113.9(5) . . ?
F5 C46 S2 113.4(5) . . ?
F6 C46 S2 107.4(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
O2 Fe1 O1 C1 -73.8(3) . . . . ?
N1 Fe1 O1 C1 14.8(3) . . . . ?
N3 Fe1 O1 C1 -166.6(3) . . . . ?
N4 Fe1 O1 C1 110.5(3) . . . . ?
O1 Fe1 O2 C12 -76.8(3) . . . . ?
N1 Fe1 O2 C12 -169.5(3) . . . . ?
N3 Fe1 O2 C12 11.0(3) . . . . ?
N2 Fe1 O2 C12 107.2(3) . . . . ?
O7 Fe2 O6 C24 -64.3(3) . . . . ?
N5 Fe2 O6 C24 21.9(3) . . . . ?
N7 Fe2 O6 C24 -157.0(3) . . . . ?
N8 Fe2 O6 C24 119.6(3) . . . . ?
O6 Fe2 O7 C35 -68.9(3) . . . . ?
N5 Fe2 O7 C35 -161.3(3) . . . . ?
N7 Fe2 O7 C35 18.2(3) . . . . ?
N6 Fe2 O7 C35 115.5(3) . . . . ?
Fe1 O1 C1 C2 167.0(3) . . . . ?
Fe1 O1 C1 C6 -14.8(5) . . . . ?
O1 C1 C2 C3 175.7(4) . . . . ?
C6 C1 C2 C3 -2.6(6) . . . . ?
C1 C2 C3 C4 0.8(7) . . . . ?
C2 C3 C4 C5 1.4(7) . . . . ?
C3 C4 C5 C6 -1.7(7) . . . . ?
C4 C5 C6 C1 -0.2(7) . . . . ?
C4 C5 C6 C7 179.5(4) . . . . ?
O1 C1 C6 C5 -175.9(4) . . . . ?
C2 C1 C6 C5 2.3(6) . . . . ?
O1 C1 C6 C7 4.4(6) . . . . ?
C2 C1 C6 C7 -177.4(4) . . . . ?
C8 N1 C7 C6 179.3(4) . . . . ?
Fe1 N1 C7 C6 3.0(6) . . . . ?
C5 C6 C7 N1 -178.1(4) . . . . ?
C1 C6 C7 N1 1.6(6) . . . . ?
C7 N1 C8 C9 -147.0(4) . . . . ?
Fe1 N1 C8 C9 29.7(4) . . . . ?
C10 N2 C9 C8 171.9(3) . . . . ?
Fe1 N2 C9 C8 43.9(4) . . . . ?
N1 C8 C9 N2 -48.6(4) . . . . ?
C9 N2 C10 C11 59.7(6) . . . . ?
Fe1 N2 C10 C11 -177.7(4) . . . . ?
Fe1 O2 C12 C13 171.6(3) . . . . ?
Fe1 O2 C12 C17 -8.9(6) . . . . ?
O2 C12 C13 C14 177.8(4) . . . . ?
C17 C12 C13 C14 -1.8(6) . . . . ?
C12 C13 C14 C15 -0.2(7) . . . . ?
C13 C14 C15 C16 0.7(8) . . . . ?
C14 C15 C16 C17 1.0(7) . . . . ?
C15 C16 C17 C12 -3.0(7) . . . . ?
C15 C16 C17 C18 179.4(4) . . . . ?
O2 C12 C17 C16 -176.2(4) . . . . ?
C13 C12 C17 C16 3.3(6) . . . . ?
O2 C12 C17 C18 1.2(6) . . . . ?
C13 C12 C17 C18 -179.2(4) . . . . ?
C19 N3 C18 C17 -178.0(4) . . . . ?
Fe1 N3 C18 C17 5.7(6) . . . . ?
C16 C17 C18 N3 177.7(4) . . . . ?
C12 C17 C18 N3 0.2(7) . . . . ?
C18 N3 C19 C20 -147.8(4) . . . . ?
Fe1 N3 C19 C20 28.9(4) . . . . ?
C21 N4 C20 C19 175.2(3) . . . . ?
Fe1 N4 C20 C19 46.0(4) . . . . ?
N3 C19 C20 N4 -49.2(5) . . . . ?
C20 N4 C21 C22 60.9(5) . . . . ?
Fe1 N4 C21 C22 -175.7(3) . . . . ?
O3 S1 C23 F2 -175.6(5) . . . . ?
O5 S1 C23 F2 62.3(6) . . . . ?
O4 S1 C23 F2 -55.9(6) . . . . ?
O3 S1 C23 F1 -53.3(5) . . . . ?
O5 S1 C23 F1 -175.4(4) . . . . ?
O4 S1 C23 F1 66.3(5) . . . . ?
O3 S1 C23 F3 63.5(5) . . . . ?
O5 S1 C23 F3 -58.6(5) . . . . ?
O4 S1 C23 F3 -176.9(4) . . . . ?
Fe2 O6 C24 C25 168.4(3) . . . . ?
Fe2 O6 C24 C29 -13.3(5) . . . . ?
O6 C24 C25 C26 178.8(4) . . . . ?
C29 C24 C25 C26 0.4(6) . . . . ?
C24 C25 C26 C27 0.9(7) . . . . ?
C25 C26 C27 C28 -1.5(7) . . . . ?
C26 C27 C28 C29 0.9(7) . . . . ?
C27 C28 C29 C24 0.4(6) . . . . ?
C27 C28 C29 C30 -175.1(4) . . . . ?
O6 C24 C29 C28 -179.3(4) . . . . ?
C25 C24 C29 C28 -1.0(6) . . . . ?
O6 C24 C29 C30 -4.0(6) . . . . ?
C25 C24 C29 C30 174.3(3) . . . . ?
C31 N5 C30 C29 -179.3(4) . . . . ?
Fe2 N5 C30 C29 12.6(6) . . . . ?
C28 C29 C30 N5 179.4(4) . . . . ?
C24 C29 C30 N5 4.0(6) . . . . ?
C30 N5 C31 C32 -135.3(4) . . . . ?
Fe2 N5 C31 C32 34.0(4) . . . . ?
C33 N6 C32 C31 170.1(4) . . . . ?
Fe2 N6 C32 C31 43.5(4) . . . . ?
N5 C31 C32 N6 -50.6(5) . . . . ?
C32 N6 C33 C34 59.5(5) . . . . ?
Fe2 N6 C33 C34 -178.8(3) . . . . ?
Fe2 O7 C35 C36 168.9(3) . . . . ?
Fe2 O7 C35 C40 -13.4(6) . . . . ?
O7 C35 C36 C37 178.8(4) . . . . ?
C40 C35 C36 C37 0.9(7) . . . . ?
C35 C36 C37 C38 0.4(8) . . . . ?
C36 C37 C38 C39 -1.1(8) . . . . ?
C37 C38 C39 C40 0.4(7) . . . . ?
C38 C39 C40 C35 1.0(6) . . . . ?
C38 C39 C40 C41 -178.3(4) . . . . ?
O7 C35 C40 C39 -179.3(4) . . . . ?
C36 C35 C40 C39 -1.5(6) . . . . ?
O7 C35 C40 C41 0.0(6) . . . . ?
C36 C35 C40 C41 177.7(4) . . . . ?
C42 N7 C41 C40 -178.5(4) . . . . ?
Fe2 N7 C41 C40 9.7(6) . . . . ?
C39 C40 C41 N7 -179.2(4) . . . . ?
C35 C40 C41 N7 1.6(7) . . . . ?
C41 N7 C42 C43 -140.0(4) . . . . ?
Fe2 N7 C42 C43 32.7(4) . . . . ?
C44 N8 C43 C42 171.6(3) . . . . ?
Fe2 N8 C43 C42 44.4(4) . . . . ?
N7 C42 C43 N8 -50.5(4) . . . . ?
C43 N8 C44 C45 61.2(5) . . . . ?
Fe2 N8 C44 C45 -176.4(3) . . . . ?
O10 S2 C46 F4 -50.5(8) . . . . ?
O9 S2 C46 F4 -175.2(7) . . . . ?
O8 S2 C46 F4 67.8(8) . . . . ?
O10 S2 C46 F5 -178.9(6) . . . . ?
O9 S2 C46 F5 56.3(7) . . . . ?
O8 S2 C46 F5 -60.7(7) . . . . ?
O10 S2 C46 F6 66.8(6) . . . . ?
O9 S2 C46 F6 -58.0(6) . . . . ?
O8 S2 C46 F6 -175.0(5) . . . . ?

_refine_diff_density_max         0.508
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.054


_exptl_crystal_preparation       'Magnetic properties,Thermal Conductivity'
####################################################################### 
# 
# 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_3_300K
_database_code_depnum_ccdc_archive 'CCDC 2160270'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Tohoku University
Japan
;
_audit_update_record             
;
2022-03-20 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H28 Br2 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H28 Br2 F3 Fe N4 O5 S'
_chemical_formula_weight         745.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.5742(3)
_cell_length_b                   24.9656(8)
_cell_length_c                   12.6100(4)
_cell_angle_alpha                90
_cell_angle_beta                 106.182(8)
_cell_angle_gamma                90
_cell_volume                     2894.70(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    18371
_cell_measurement_theta_min      3.540
_cell_measurement_theta_max      67.570

_exptl_crystal_description       black
_exptl_crystal_colour            block
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_F_000             1492
_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    8.617
_shelx_estimated_absorpt_T_min   0.479
_shelx_estimated_absorpt_T_max   0.479
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3968
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            33471
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_av_R_equivalents  0.0851
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.541
_diffrn_reflns_theta_max         68.064
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5283
_reflns_number_gt                3378
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0514P)²+4.0826P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5283
_refine_ls_number_parameters     354
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0981
_refine_ls_R_factor_gt           0.0590
_refine_ls_wR_factor_ref         0.1429
_refine_ls_wR_factor_gt          0.1254
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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
Br1 Br -0.20941(8) 0.76508(3) -0.18505(6) 0.0925(3) Uani 1 1 d . . . . .
Br2 Br 0.81241(9) 0.52779(4) -0.02247(7) 0.1059(3) Uani 1 1 d . . . . .
Fe1 Fe 0.30123(9) 0.62213(3) 0.28125(7) 0.0542(2) Uani 1 1 d . . . . .
S1 S 0.2194(2) 0.60541(7) 0.67088(14) 0.0812(5) Uani 1 1 d . . . . .
F1 F 0.4762(6) 0.6067(2) 0.8087(5) 0.174(3) Uani 1 1 d . . . . .
F2 F 0.4128(7) 0.6791(3) 0.7355(6) 0.171(2) Uani 1 1 d . . . . .
F3 F 0.3237(6) 0.6551(3) 0.8579(4) 0.160(2) Uani 1 1 d . . . . .
O1 O 0.1710(4) 0.61344(14) 0.1390(3) 0.0645(10) Uani 1 1 d . . . . .
O2 O 0.4554(4) 0.64731(15) 0.2241(3) 0.0654(10) Uani 1 1 d . . . . .
O3 O 0.1657(8) 0.5661(2) 0.7289(5) 0.144(2) Uani 1 1 d . . . . .
O4 O 0.1251(7) 0.6468(3) 0.6273(6) 0.177(3) Uani 1 1 d . . . . .
O5 O 0.2949(6) 0.5831(2) 0.5987(4) 0.1217(19) Uani 1 1 d . . . . .
N1 N 0.2075(5) 0.69492(17) 0.2936(3) 0.0542(11) Uani 1 1 d . . . . .
N2 N 0.4314(5) 0.64707(18) 0.4455(3) 0.0588(11) Uani 1 1 d . . . . .
H1 H 0.388560 0.630975 0.500044 0.071 Uiso 1 1 calc R U . . .
N3 N 0.3879(5) 0.54715(17) 0.2911(4) 0.0593(12) Uani 1 1 d . . . . .
N4 N 0.1527(4) 0.57866(18) 0.3542(3) 0.0568(11) Uani 1 1 d . . . . .
H2 H 0.189404 0.582428 0.434525 0.068 Uiso 1 1 calc R U . . .
C1 C 0.0966(6) 0.6491(2) 0.0693(5) 0.0578(14) Uani 1 1 d . . . . .
C2 C 0.0439(6) 0.6356(2) -0.0434(5) 0.0649(15) Uani 1 1 d . . . . .
H3 H 0.069830 0.603006 -0.068098 0.078 Uiso 1 1 calc R U . . .
C3 C -0.0445(7) 0.6698(3) -0.1170(5) 0.0732(17) Uani 1 1 d . . . . .
H4 H -0.079766 0.659946 -0.190839 0.088 Uiso 1 1 calc R U . . .
C4 C -0.0818(6) 0.7190(3) -0.0820(5) 0.0665(16) Uani 1 1 d . . . . .
C5 C -0.0262(6) 0.7345(2) 0.0253(5) 0.0628(15) Uani 1 1 d . . . . .
H5 H -0.049541 0.768144 0.047334 0.075 Uiso 1 1 calc R U . . .
C6 C 0.0651(6) 0.7007(2) 0.1026(4) 0.0538(13) Uani 1 1 d . . . . .
C7 C 0.1202(6) 0.7201(2) 0.2136(4) 0.0555(13) Uani 1 1 d . . . . .
H6 H 0.089888 0.753884 0.228854 0.067 Uiso 1 1 calc R U . . .
C8 C 0.2554(6) 0.7188(2) 0.4035(4) 0.0651(16) Uani 1 1 d . . . . .
H7 H 0.199924 0.704306 0.450515 0.078 Uiso 1 1 calc R U . . .
H8 H 0.241724 0.757317 0.398896 0.078 Uiso 1 1 calc R U . . .
C9 C 0.4144(7) 0.7055(2) 0.4498(5) 0.0690(16) Uani 1 1 d . . . . .
H9 H 0.470761 0.722993 0.406653 0.083 Uiso 1 1 calc R U . . .
H10 H 0.449176 0.717897 0.525446 0.083 Uiso 1 1 calc R U . . .
C10 C 0.5849(6) 0.6297(3) 0.4714(5) 0.0749(18) Uani 1 1 d . . . . .
H11 H 0.626701 0.644200 0.415714 0.090 Uiso 1 1 calc R U . . .
H12 H 0.587025 0.590970 0.466006 0.090 Uiso 1 1 calc R U . . .
C11 C 0.6798(7) 0.6461(3) 0.5838(6) 0.095(2) Uani 1 1 d . . . . .
H13 H 0.775321 0.631241 0.594986 0.113 Uiso 1 1 calc R U . . .
H14 H 0.638199 0.632936 0.639775 0.113 Uiso 1 1 calc R U . . .
H15 H 0.686131 0.684423 0.587926 0.113 Uiso 1 1 calc R U . . .
C12 C 0.5296(6) 0.6201(2) 0.1688(4) 0.0571(14) Uani 1 1 d . . . . .
C13 C 0.6063(7) 0.6475(3) 0.1052(5) 0.0678(16) Uani 1 1 d . . . . .
H16 H 0.600915 0.684719 0.101200 0.081 Uiso 1 1 calc R U . . .
C14 C 0.6891(7) 0.6208(3) 0.0488(5) 0.0767(18) Uani 1 1 d . . . . .
H17 H 0.739147 0.639819 0.007482 0.092 Uiso 1 1 calc R U . . .
C15 C 0.6973(6) 0.5659(3) 0.0541(5) 0.0705(17) Uani 1 1 d . . . . .
C16 C 0.6258(6) 0.5379(3) 0.1142(5) 0.0706(16) Uani 1 1 d . . . . .
H18 H 0.632883 0.500785 0.116785 0.085 Uiso 1 1 calc R U . . .
C17 C 0.5414(6) 0.5640(2) 0.1725(4) 0.0599(14) Uani 1 1 d . . . . .
C18 C 0.4741(6) 0.5309(2) 0.2373(5) 0.0643(15) Uani 1 1 d . . . . .
H19 H 0.495277 0.494475 0.240171 0.077 Uiso 1 1 calc R U . . .
C19 C 0.3228(7) 0.5080(2) 0.3510(6) 0.0771(18) Uani 1 1 d . . . . .
H20 H 0.369929 0.510052 0.429696 0.093 Uiso 1 1 calc R U . . .
H21 H 0.334587 0.471920 0.326147 0.093 Uiso 1 1 calc R U . . .
C20 C 0.1644(7) 0.5215(2) 0.3275(5) 0.0738(17) Uani 1 1 d . . . . .
H22 H 0.115016 0.514921 0.250338 0.089 Uiso 1 1 calc R U . . .
H23 H 0.119623 0.499343 0.372204 0.089 Uiso 1 1 calc R U . . .
C21 C 0.0001(6) 0.5975(3) 0.3213(5) 0.0783(18) Uani 1 1 d . . . . .
H24 H -0.040178 0.591758 0.242644 0.094 Uiso 1 1 calc R U . . .
H25 H -0.000631 0.635780 0.334553 0.094 Uiso 1 1 calc R U . . .
C22 C -0.0967(7) 0.5706(3) 0.3808(6) 0.093(2) Uani 1 1 d . . . . .
H26 H -0.104146 0.533173 0.362854 0.111 Uiso 1 1 calc R U . . .
H27 H -0.191655 0.586593 0.358412 0.111 Uiso 1 1 calc R U . . .
H28 H -0.056215 0.574950 0.458977 0.111 Uiso 1 1 calc R U . . .
C23 C 0.3596(10) 0.6357(4) 0.7758(7) 0.101(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C4 1.903(6) . ?
Br2 C15 1.909(6) . ?
Fe1 O1 1.890(4) . ?
Fe1 O2 1.920(4) . ?
Fe1 N3 2.037(4) . ?
Fe1 N1 2.052(4) . ?
Fe1 N4 2.185(4) . ?
Fe1 N2 2.188(4) . ?
S1 O4 1.382(6) . ?
S1 O3 1.405(5) . ?
S1 O5 1.423(5) . ?
S1 C23 1.770(8) . ?
F1 C23 1.297(9) . ?
F2 C23 1.357(9) . ?
F3 C23 1.274(9) . ?
O1 C1 1.313(6) . ?
O2 C12 1.315(6) . ?
N1 C7 1.281(6) . ?
N1 C8 1.459(6) . ?
N2 C9 1.470(7) . ?
N2 C10 1.479(7) . ?
N2 H1 0.9800 . ?
N3 C18 1.272(7) . ?
N3 C19 1.475(7) . ?
N4 C20 1.479(7) . ?
N4 C21 1.480(7) . ?
N4 H2 0.9800 . ?
C1 C2 1.410(7) . ?
C1 C6 1.414(7) . ?
C2 C3 1.366(8) . ?
C2 H3 0.9300 . ?
C3 C4 1.386(8) . ?
C3 H4 0.9300 . ?
C4 C5 1.365(7) . ?
C5 C6 1.397(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.436(7) . ?
C7 H6 0.9300 . ?
C8 C9 1.508(8) . ?
C8 H7 0.9700 . ?
C8 H8 0.9700 . ?
C9 H9 0.9700 . ?
C9 H10 0.9700 . ?
C10 C11 1.511(8) . ?
C10 H11 0.9700 . ?
C10 H12 0.9700 . ?
C11 H13 0.9600 . ?
C11 H14 0.9600 . ?
C11 H15 0.9600 . ?
C12 C17 1.404(7) . ?
C12 C13 1.408(8) . ?
C13 C14 1.375(8) . ?
C13 H16 0.9300 . ?
C14 C15 1.376(9) . ?
C14 H17 0.9300 . ?
C15 C16 1.348(8) . ?
C16 C17 1.396(8) . ?
C16 H18 0.9300 . ?
C17 C18 1.435(8) . ?
C18 H19 0.9300 . ?
C19 C20 1.500(8) . ?
C19 H20 0.9700 . ?
C19 H21 0.9700 . ?
C20 H22 0.9700 . ?
C20 H23 0.9700 . ?
C21 C22 1.503(8) . ?
C21 H24 0.9700 . ?
C21 H25 0.9700 . ?
C22 H26 0.9600 . ?
C22 H27 0.9600 . ?
C22 H28 0.9600 . ?

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
O1 Fe1 O2 93.10(16) . . ?
O1 Fe1 N3 95.86(17) . . ?
O2 Fe1 N3 88.92(18) . . ?
O1 Fe1 N1 89.27(16) . . ?
O2 Fe1 N1 97.87(17) . . ?
N3 Fe1 N1 171.27(18) . . ?
O1 Fe1 N4 90.46(16) . . ?
O2 Fe1 N4 168.28(16) . . ?
N3 Fe1 N4 79.60(17) . . ?
N1 Fe1 N4 93.34(17) . . ?
O1 Fe1 N2 168.99(16) . . ?
O2 Fe1 N2 88.14(17) . . ?
N3 Fe1 N2 95.10(18) . . ?
N1 Fe1 N2 79.73(17) . . ?
N4 Fe1 N2 90.50(17) . . ?
O4 S1 O3 115.9(5) . . ?
O4 S1 O5 115.5(4) . . ?
O3 S1 O5 112.6(4) . . ?
O4 S1 C23 104.7(4) . . ?
O3 S1 C23 102.7(4) . . ?
O5 S1 C23 103.3(4) . . ?
C1 O1 Fe1 130.5(3) . . ?
C12 O2 Fe1 128.0(3) . . ?
C7 N1 C8 120.7(5) . . ?
C7 N1 Fe1 125.3(4) . . ?
C8 N1 Fe1 113.9(3) . . ?
C9 N2 C10 113.3(5) . . ?
C9 N2 Fe1 106.1(3) . . ?
C10 N2 Fe1 113.2(3) . . ?
C9 N2 H1 108.0 . . ?
C10 N2 H1 108.0 . . ?
Fe1 N2 H1 108.0 . . ?
C18 N3 C19 119.4(5) . . ?
C18 N3 Fe1 125.0(4) . . ?
C19 N3 Fe1 114.7(4) . . ?
C20 N4 C21 112.0(5) . . ?
C20 N4 Fe1 106.5(3) . . ?
C21 N4 Fe1 115.6(4) . . ?
C20 N4 H2 107.4 . . ?
C21 N4 H2 107.4 . . ?
Fe1 N4 H2 107.4 . . ?
O1 C1 C2 119.3(5) . . ?
O1 C1 C6 122.7(5) . . ?
C2 C1 C6 118.1(5) . . ?
C3 C2 C1 121.1(6) . . ?
C3 C2 H3 119.5 . . ?
C1 C2 H3 119.5 . . ?
C2 C3 C4 120.1(6) . . ?
C2 C3 H4 119.9 . . ?
C4 C3 H4 119.9 . . ?
C5 C4 C3 120.3(6) . . ?
C5 C4 Br1 120.2(5) . . ?
C3 C4 Br1 119.5(5) . . ?
C4 C5 C6 120.9(6) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 119.2(5) . . ?
C5 C6 C7 117.7(5) . . ?
C1 C6 C7 123.1(5) . . ?
N1 C7 C6 125.8(5) . . ?
N1 C7 H6 117.1 . . ?
C6 C7 H6 117.1 . . ?
N1 C8 C9 107.1(4) . . ?
N1 C8 H7 110.3 . . ?
C9 C8 H7 110.3 . . ?
N1 C8 H8 110.3 . . ?
C9 C8 H8 110.3 . . ?
H7 C8 H8 108.6 . . ?
N2 C9 C8 108.3(5) . . ?
N2 C9 H9 110.0 . . ?
C8 C9 H9 110.0 . . ?
N2 C9 H10 110.0 . . ?
C8 C9 H10 110.0 . . ?
H9 C9 H10 108.4 . . ?
N2 C10 C11 115.4(5) . . ?
N2 C10 H11 108.4 . . ?
C11 C10 H11 108.4 . . ?
N2 C10 H12 108.4 . . ?
C11 C10 H12 108.4 . . ?
H11 C10 H12 107.5 . . ?
C10 C11 H13 109.5 . . ?
C10 C11 H14 109.5 . . ?
H13 C11 H14 109.5 . . ?
C10 C11 H15 109.5 . . ?
H13 C11 H15 109.5 . . ?
H14 C11 H15 109.5 . . ?
O2 C12 C17 123.3(5) . . ?
O2 C12 C13 119.6(5) . . ?
C17 C12 C13 117.0(6) . . ?
C14 C13 C12 121.7(6) . . ?
C14 C13 H16 119.1 . . ?
C12 C13 H16 119.1 . . ?
C13 C14 C15 119.5(6) . . ?
C13 C14 H17 120.3 . . ?
C15 C14 H17 120.3 . . ?
C16 C15 C14 120.8(6) . . ?
C16 C15 Br2 118.8(5) . . ?
C14 C15 Br2 120.4(5) . . ?
C15 C16 C17 121.0(6) . . ?
C15 C16 H18 119.5 . . ?
C17 C16 H18 119.5 . . ?
C16 C17 C12 120.0(6) . . ?
C16 C17 C18 116.7(5) . . ?
C12 C17 C18 123.2(5) . . ?
N3 C18 C17 125.5(5) . . ?
N3 C18 H19 117.2 . . ?
C17 C18 H19 117.2 . . ?
N3 C19 C20 107.3(5) . . ?
N3 C19 H20 110.2 . . ?
C20 C19 H20 110.2 . . ?
N3 C19 H21 110.2 . . ?
C20 C19 H21 110.2 . . ?
H20 C19 H21 108.5 . . ?
N4 C20 C19 107.9(5) . . ?
N4 C20 H22 110.1 . . ?
C19 C20 H22 110.1 . . ?
N4 C20 H23 110.1 . . ?
C19 C20 H23 110.1 . . ?
H22 C20 H23 108.4 . . ?
N4 C21 C22 114.6(5) . . ?
N4 C21 H24 108.6 . . ?
C22 C21 H24 108.6 . . ?
N4 C21 H25 108.6 . . ?
C22 C21 H25 108.6 . . ?
H24 C21 H25 107.6 . . ?
C21 C22 H26 109.5 . . ?
C21 C22 H27 109.5 . . ?
H26 C22 H27 109.5 . . ?
C21 C22 H28 109.5 . . ?
H26 C22 H28 109.5 . . ?
H27 C22 H28 109.5 . . ?
F3 C23 F1 110.8(7) . . ?
F3 C23 F2 102.4(7) . . ?
F1 C23 F2 100.7(8) . . ?
F3 C23 S1 116.7(7) . . ?
F1 C23 S1 114.0(6) . . ?
F2 C23 S1 110.3(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
O2 Fe1 O1 C1 -76.5(5) . . . . ?
N3 Fe1 O1 C1 -165.7(5) . . . . ?
N1 Fe1 O1 C1 21.4(5) . . . . ?
N4 Fe1 O1 C1 114.7(5) . . . . ?
N2 Fe1 O1 C1 19.7(12) . . . . ?
Fe1 O1 C1 C2 159.8(4) . . . . ?
Fe1 O1 C1 C6 -20.9(8) . . . . ?
O1 C1 C2 C3 174.3(5) . . . . ?
C6 C1 C2 C3 -5.1(8) . . . . ?
C1 C2 C3 C4 1.3(9) . . . . ?
C2 C3 C4 C5 2.4(9) . . . . ?
C2 C3 C4 Br1 -178.3(4) . . . . ?
C3 C4 C5 C6 -2.1(9) . . . . ?
Br1 C4 C5 C6 178.6(4) . . . . ?
C4 C5 C6 C1 -1.9(8) . . . . ?
C4 C5 C6 C7 179.5(5) . . . . ?
O1 C1 C6 C5 -174.0(5) . . . . ?
C2 C1 C6 C5 5.4(8) . . . . ?
O1 C1 C6 C7 4.6(8) . . . . ?
C2 C1 C6 C7 -176.1(5) . . . . ?
C8 N1 C7 C6 -179.7(5) . . . . ?
Fe1 N1 C7 C6 4.0(8) . . . . ?
C5 C6 C7 N1 -178.2(5) . . . . ?
C1 C6 C7 N1 3.2(9) . . . . ?
C7 N1 C8 C9 -140.0(5) . . . . ?
Fe1 N1 C8 C9 36.7(5) . . . . ?
C10 N2 C9 C8 170.5(5) . . . . ?
Fe1 N2 C9 C8 45.6(5) . . . . ?
N1 C8 C9 N2 -54.7(6) . . . . ?
C9 N2 C10 C11 58.9(7) . . . . ?
Fe1 N2 C10 C11 179.8(5) . . . . ?
Fe1 O2 C12 C17 -21.6(7) . . . . ?
Fe1 O2 C12 C13 160.8(4) . . . . ?
O2 C12 C13 C14 177.9(5) . . . . ?
C17 C12 C13 C14 0.1(8) . . . . ?
C12 C13 C14 C15 0.2(9) . . . . ?
C13 C14 C15 C16 -0.3(9) . . . . ?
C13 C14 C15 Br2 -179.6(4) . . . . ?
C14 C15 C16 C17 0.1(9) . . . . ?
Br2 C15 C16 C17 179.4(4) . . . . ?
C15 C16 C17 C12 0.2(9) . . . . ?
C15 C16 C17 C18 -177.7(5) . . . . ?
O2 C12 C17 C16 -178.0(5) . . . . ?
C13 C12 C17 C16 -0.3(8) . . . . ?
O2 C12 C17 C18 -0.3(8) . . . . ?
C13 C12 C17 C18 177.5(5) . . . . ?
C19 N3 C18 C17 177.8(5) . . . . ?
Fe1 N3 C18 C17 9.2(8) . . . . ?
C16 C17 C18 N3 -176.2(6) . . . . ?
C12 C17 C18 N3 5.9(9) . . . . ?
C18 N3 C19 C20 -135.2(6) . . . . ?
Fe1 N3 C19 C20 34.5(6) . . . . ?
C21 N4 C20 C19 173.3(5) . . . . ?
Fe1 N4 C20 C19 46.0(5) . . . . ?
N3 C19 C20 N4 -53.0(6) . . . . ?
C20 N4 C21 C22 63.4(7) . . . . ?
Fe1 N4 C21 C22 -174.4(4) . . . . ?
O4 S1 C23 F3 64.6(9) . . . . ?
O3 S1 C23 F3 -56.8(8) . . . . ?
O5 S1 C23 F3 -174.1(7) . . . . ?
O4 S1 C23 F1 -164.1(8) . . . . ?
O3 S1 C23 F1 74.5(8) . . . . ?
O5 S1 C23 F1 -42.8(8) . . . . ?
O4 S1 C23 F2 -51.6(8) . . . . ?
O3 S1 C23 F2 -173.1(6) . . . . ?
O5 S1 C23 F2 69.7(7) . . . . ?

_refine_diff_density_max         0.642
_refine_diff_density_min         -0.627
_refine_diff_density_rms         0.067


_exptl_crystal_preparation       'Magnetic properties,Thermal Conductivity'
####################################################################### 
# 
# 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_2_100K
_database_code_depnum_ccdc_archive 'CCDC 2160267'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Tohoku University
Japan
;
_audit_update_record             
;
2022-03-20 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H30 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H30 F3 Fe N4 O5 S'
_chemical_formula_weight         587.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.5803(2)
_cell_length_b                   17.0105(4)
_cell_length_c                   17.8749(4)
_cell_angle_alpha                117.516(8)
_cell_angle_beta                 92.441(7)
_cell_angle_gamma                99.470(7)
_cell_volume                     2524.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    19055
_cell_measurement_theta_min      2.975
_cell_measurement_theta_max      68.250

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_F_000             1220
_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    6.141
_shelx_estimated_absorpt_T_min   0.579
_shelx_estimated_absorpt_T_max   0.579
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6002
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            28390
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_av_R_equivalents  0.0641
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.977
_diffrn_reflns_theta_max         68.251
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.975
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             9001
_reflns_number_gt                6820
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0354P)²+1.7735P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9001
_refine_ls_number_parameters     671
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0505
_refine_ls_wR_factor_ref         0.1161
_refine_ls_wR_factor_gt          0.1072
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.078
_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 0.35870(6) 0.68668(3) 0.92757(3) 0.02094(14) Uani 1 1 d . . . . .
Fe2 Fe 0.47230(6) 0.23560(3) 0.49481(3) 0.02265(14) Uani 1 1 d . . . . .
S1 S 0.71954(10) 0.01435(6) 0.84578(6) 0.0298(2) Uani 1 1 d . . . . .
S2 S 0.32705(10) 0.14691(6) 0.71720(6) 0.0285(2) Uani 1 1 d . . . . .
F1 F 0.8427(2) -0.10071(14) 0.87036(13) 0.0398(5) Uani 1 1 d . . . . .
F2 F 0.8967(2) -0.08490(14) 0.76143(14) 0.0501(6) Uani 1 1 d . . . . .
F3 F 0.9865(2) 0.01915(15) 0.88748(17) 0.0644(8) Uani 1 1 d . . . . .
F4 F 0.1485(2) 0.17787(15) 0.82881(13) 0.0480(6) Uani 1 1 d . . . . .
F5 F 0.0581(3) 0.15629(19) 0.70732(16) 0.0664(8) Uani 1 1 d . . . . .
F6 F 0.0982(3) 0.04414(16) 0.72294(15) 0.0540(7) Uani 1 1 d . . . . .
O1 O 0.5181(2) 0.63919(15) 0.88288(13) 0.0236(5) Uani 1 1 d . . . . .
O2 O 0.2416(2) 0.57096(14) 0.88453(13) 0.0240(5) Uani 1 1 d . . . . .
O3 O 0.6495(2) 0.30553(14) 0.50006(13) 0.0254(5) Uani 1 1 d . . . . .
O4 O 0.3919(2) 0.23480(15) 0.39796(14) 0.0266(6) Uani 1 1 d . . . . .
O5 O 0.7104(3) 0.06047(15) 0.93674(14) 0.0325(6) Uani 1 1 d . . . . .
O6 O 0.7677(3) 0.07477(16) 0.81202(17) 0.0457(7) Uani 1 1 d . . . . .
O7 O 0.6024(3) -0.05953(16) 0.79572(15) 0.0350(6) Uani 1 1 d . . . . .
O8 O 0.3660(3) 0.24311(16) 0.74854(16) 0.0443(7) Uani 1 1 d . . . . .
O9 O 0.4067(3) 0.11150(16) 0.76011(14) 0.0343(6) Uani 1 1 d . . . . .
O10 O 0.3078(3) 0.09485(17) 0.62510(14) 0.0365(6) Uani 1 1 d . . . . .
N1 N 0.3961(3) 0.68116(18) 1.03152(16) 0.0229(7) Uani 1 1 d . . . . .
N2 N 0.1892(3) 0.73951(18) 0.98078(16) 0.0243(7) Uani 1 1 d . . . . .
H1 H 0.221812 0.806916 1.012326 0.029 Uiso 1 1 calc R U . . .
N3 N 0.3221(3) 0.69391(18) 0.82411(17) 0.0218(6) Uani 1 1 d . . . . .
N4 N 0.4757(3) 0.81411(18) 0.97204(16) 0.0227(6) Uani 1 1 d . . . . .
H2 H 0.409314 0.856226 0.997819 0.027 Uiso 1 1 calc R U . . .
N5 N 0.5216(3) 0.12346(18) 0.41590(17) 0.0249(7) Uani 1 1 d . . . . .
N6 N 0.2861(3) 0.15228(18) 0.48828(17) 0.0249(7) Uani 1 1 d . . . . .
H3 H 0.296636 0.138831 0.536860 0.030 Uiso 1 1 calc R U . . .
N7 N 0.4237(3) 0.34918(18) 0.57103(16) 0.0216(6) Uani 1 1 d . . . . .
N8 N 0.5502(3) 0.23986(18) 0.60468(16) 0.0228(6) Uani 1 1 d . . . . .
H4 H 0.472477 0.205505 0.620337 0.027 Uiso 1 1 calc R U . . .
C1 C 0.5953(4) 0.5994(2) 0.9124(2) 0.0225(8) Uani 1 1 d . . . . .
C2 C 0.6920(4) 0.5510(2) 0.8611(2) 0.0258(8) Uani 1 1 d . . . . .
H5 H 0.693363 0.543724 0.805206 0.031 Uiso 1 1 calc R U . . .
C3 C 0.7844(4) 0.5140(2) 0.8906(2) 0.0301(9) Uani 1 1 d . . . . .
H6 H 0.849728 0.483188 0.855134 0.036 Uiso 1 1 calc R U . . .
C4 C 0.7836(4) 0.5213(2) 0.9713(2) 0.0311(9) Uani 1 1 d . . . . .
H7 H 0.848583 0.496771 0.991773 0.037 Uiso 1 1 calc R U . . .
C5 C 0.6866(4) 0.5647(2) 1.0207(2) 0.0279(8) Uani 1 1 d . . . . .
H8 H 0.683979 0.568778 1.075466 0.033 Uiso 1 1 calc R U . . .
C6 C 0.5910(4) 0.6032(2) 0.9930(2) 0.0229(8) Uani 1 1 d . . . . .
C7 C 0.4914(4) 0.6450(2) 1.0494(2) 0.0241(8) Uani 1 1 d . . . . .
H9 H 0.496286 0.645837 1.102965 0.029 Uiso 1 1 calc R U . . .
C8 C 0.2997(4) 0.7210(2) 1.0936(2) 0.0270(8) Uani 1 1 d . . . . .
H10 H 0.339784 0.786309 1.131187 0.032 Uiso 1 1 calc R U . . .
H11 H 0.287274 0.690672 1.129330 0.032 Uiso 1 1 calc R U . . .
C9 C 0.1577(4) 0.7086(2) 1.0451(2) 0.0249(8) Uani 1 1 d . . . . .
H12 H 0.108154 0.644122 1.016608 0.030 Uiso 1 1 calc R U . . .
H13 H 0.095955 0.745117 1.084245 0.030 Uiso 1 1 calc R U . . .
C10 C 0.0588(4) 0.7183(2) 0.9198(2) 0.0274(8) Uani 1 1 d . . . . .
H14 H 0.026408 0.651720 0.886648 0.033 Uiso 1 1 calc R U . . .
H15 H 0.085274 0.741034 0.879275 0.033 Uiso 1 1 calc R U . . .
C11 C -0.0641(4) 0.7586(2) 0.9617(2) 0.0340(9) Uani 1 1 d . . . . .
H16 H -0.100975 0.729619 0.995194 0.041 Uiso 1 1 calc R U . . .
H17 H -0.140180 0.748407 0.917796 0.041 Uiso 1 1 calc R U . . .
H18 H -0.030904 0.823827 0.999148 0.041 Uiso 1 1 calc R U . . .
C12 C 0.1840(4) 0.5160(2) 0.8047(2) 0.0230(8) Uani 1 1 d . . . . .
C13 C 0.1153(4) 0.4271(2) 0.7831(2) 0.0248(8) Uani 1 1 d . . . . .
H19 H 0.115233 0.408222 0.825471 0.030 Uiso 1 1 calc R U . . .
C14 C 0.0488(4) 0.3674(2) 0.7027(2) 0.0271(8) Uani 1 1 d . . . . .
H20 H 0.004021 0.307750 0.690075 0.033 Uiso 1 1 calc R U . . .
C15 C 0.0455(4) 0.3926(2) 0.6386(2) 0.0279(8) Uani 1 1 d . . . . .
H21 H -0.003334 0.351340 0.583179 0.034 Uiso 1 1 calc R U . . .
C16 C 0.1142(4) 0.4783(2) 0.6574(2) 0.0264(8) Uani 1 1 d . . . . .
H22 H 0.112859 0.495594 0.613989 0.032 Uiso 1 1 calc R U . . .
C17 C 0.1864(3) 0.5411(2) 0.7387(2) 0.0209(7) Uani 1 1 d . . . . .
C18 C 0.2560(3) 0.6293(2) 0.7525(2) 0.0226(8) Uani 1 1 d . . . . .
H23 H 0.252776 0.640613 0.705208 0.027 Uiso 1 1 calc R U . . .
C19 C 0.3841(4) 0.7825(2) 0.8311(2) 0.0268(8) Uani 1 1 d . . . . .
H24 H 0.314647 0.822788 0.849363 0.032 Uiso 1 1 calc R U . . .
H25 H 0.409278 0.775042 0.775361 0.032 Uiso 1 1 calc R U . . .
C20 C 0.5158(4) 0.8226(2) 0.8961(2) 0.0257(8) Uani 1 1 d . . . . .
H26 H 0.592843 0.789563 0.872736 0.031 Uiso 1 1 calc R U . . .
H27 H 0.550264 0.887102 0.911746 0.031 Uiso 1 1 calc R U . . .
C21 C 0.6008(4) 0.8448(2) 1.0386(2) 0.0249(8) Uani 1 1 d . . . . .
H28 H 0.671546 0.806591 1.014176 0.030 Uiso 1 1 calc R U . . .
H29 H 0.568612 0.835130 1.086212 0.030 Uiso 1 1 calc R U . . .
C22 C 0.6731(4) 0.9430(2) 1.0735(2) 0.0312(9) Uani 1 1 d . . . . .
H30 H 0.719403 0.951224 1.028995 0.037 Uiso 1 1 calc R U . . .
H31 H 0.745049 0.960533 1.122048 0.037 Uiso 1 1 calc R U . . .
H32 H 0.601791 0.980968 1.091939 0.037 Uiso 1 1 calc R U . . .
C23 C 0.7364(4) 0.2810(2) 0.4415(2) 0.0237(8) Uani 1 1 d . . . . .
C24 C 0.8525(4) 0.3476(2) 0.4480(2) 0.0260(8) Uani 1 1 d . . . . .
H33 H 0.864485 0.407818 0.493115 0.031 Uiso 1 1 calc R U . . .
C25 C 0.9489(4) 0.3270(2) 0.3902(2) 0.0284(8) Uani 1 1 d . . . . .
H34 H 1.026353 0.373213 0.396331 0.034 Uiso 1 1 calc R U . . .
C26 C 0.9349(4) 0.2396(2) 0.3229(2) 0.0289(9) Uani 1 1 d . . . . .
H35 H 1.000314 0.226134 0.282357 0.035 Uiso 1 1 calc R U . . .
C27 C 0.8243(4) 0.1733(2) 0.3167(2) 0.0302(9) Uani 1 1 d . . . . .
H36 H 0.815095 0.113329 0.271716 0.036 Uiso 1 1 calc R U . . .
C28 C 0.7243(4) 0.1914(2) 0.3748(2) 0.0246(8) Uani 1 1 d . . . . .
C29 C 0.6183(4) 0.1161(2) 0.3664(2) 0.0258(8) Uani 1 1 d . . . . .
H37 H 0.619890 0.057480 0.321781 0.031 Uiso 1 1 calc R U . . .
C30 C 0.4198(4) 0.0418(2) 0.4012(2) 0.0279(8) Uani 1 1 d . . . . .
H38 H 0.443563 0.023244 0.444381 0.033 Uiso 1 1 calc R U . . .
H39 H 0.422013 -0.008764 0.344006 0.033 Uiso 1 1 calc R U . . .
C31 C 0.2743(4) 0.0658(2) 0.4080(2) 0.0297(9) Uani 1 1 d . . . . .
H40 H 0.243188 0.073156 0.358483 0.036 Uiso 1 1 calc R U . . .
H41 H 0.203229 0.017137 0.409152 0.036 Uiso 1 1 calc R U . . .
C32 C 0.1560(4) 0.1907(2) 0.4939(2) 0.0296(9) Uani 1 1 d . . . . .
H42 H 0.143437 0.203706 0.445763 0.036 Uiso 1 1 calc R U . . .
H43 H 0.170801 0.248956 0.547209 0.036 Uiso 1 1 calc R U . . .
C33 C 0.0198(4) 0.1296(2) 0.4924(2) 0.0354(9) Uani 1 1 d . . . . .
H44 H -0.059552 0.161184 0.500152 0.042 Uiso 1 1 calc R U . . .
H45 H 0.032180 0.114296 0.538451 0.042 Uiso 1 1 calc R U . . .
H46 H -0.001002 0.073974 0.437545 0.042 Uiso 1 1 calc R U . . .
C34 C 0.3617(4) 0.3050(2) 0.3924(2) 0.0247(8) Uani 1 1 d . . . . .
C35 C 0.3286(4) 0.2939(2) 0.3106(2) 0.0276(8) Uani 1 1 d . . . . .
H47 H 0.330349 0.237671 0.262454 0.033 Uiso 1 1 calc R U . . .
C36 C 0.2938(4) 0.3628(2) 0.2989(2) 0.0330(9) Uani 1 1 d . . . . .
H48 H 0.270244 0.353350 0.242770 0.040 Uiso 1 1 calc R U . . .
C37 C 0.2927(4) 0.4469(2) 0.3687(2) 0.0302(9) Uani 1 1 d . . . . .
H49 H 0.269009 0.494595 0.360361 0.036 Uiso 1 1 calc R U . . .
C38 C 0.3260(4) 0.4593(2) 0.4491(2) 0.0279(8) Uani 1 1 d . . . . .
H50 H 0.326228 0.516473 0.496515 0.034 Uiso 1 1 calc R U . . .
C39 C 0.3600(4) 0.3899(2) 0.4634(2) 0.0230(8) Uani 1 1 d . . . . .
C40 C 0.3888(3) 0.4068(2) 0.5494(2) 0.0238(8) Uani 1 1 d . . . . .
H51 H 0.381826 0.464498 0.593652 0.029 Uiso 1 1 calc R U . . .
C41 C 0.4492(4) 0.3737(2) 0.6616(2) 0.0274(8) Uani 1 1 d . . . . .
H52 H 0.364671 0.346933 0.678417 0.033 Uiso 1 1 calc R U . . .
H53 H 0.468983 0.440330 0.697496 0.033 Uiso 1 1 calc R U . . .
C42 C 0.5774(4) 0.3361(2) 0.6718(2) 0.0252(8) Uani 1 1 d . . . . .
H54 H 0.665359 0.370747 0.665169 0.030 Uiso 1 1 calc R U . . .
H55 H 0.589536 0.340440 0.728963 0.030 Uiso 1 1 calc R U . . .
C43 C 0.6779(4) 0.1986(2) 0.5996(2) 0.0278(8) Uani 1 1 d . . . . .
H56 H 0.756417 0.231559 0.584150 0.033 Uiso 1 1 calc R U . . .
H57 H 0.654028 0.134959 0.553574 0.033 Uiso 1 1 calc R U . . .
C44 C 0.7301(4) 0.2000(2) 0.6819(2) 0.0298(9) Uani 1 1 d . . . . .
H58 H 0.650249 0.173424 0.701171 0.036 Uiso 1 1 calc R U . . .
H59 H 0.768530 0.262740 0.725626 0.036 Uiso 1 1 calc R U . . .
H60 H 0.805081 0.164828 0.671962 0.036 Uiso 1 1 calc R U . . .
C45 C 0.8685(4) -0.0405(2) 0.8416(2) 0.0348(9) Uani 1 1 d . . . . .
C46 C 0.1489(4) 0.1303(3) 0.7453(2) 0.0359(9) 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 O2 1.878(2) . ?
Fe1 O1 1.880(2) . ?
Fe1 N1 1.925(3) . ?
Fe1 N3 1.931(3) . ?
Fe1 N4 2.030(3) . ?
Fe1 N2 2.042(3) . ?
Fe2 O4 1.858(2) . ?
Fe2 O3 1.878(2) . ?
Fe2 N5 1.928(3) . ?
Fe2 N7 1.930(3) . ?
Fe2 N8 2.036(3) . ?
Fe2 N6 2.050(3) . ?
S1 O7 1.432(2) . ?
S1 O6 1.440(2) . ?
S1 O5 1.457(2) . ?
S1 C45 1.816(4) . ?
S2 O9 1.436(2) . ?
S2 O8 1.437(2) . ?
S2 O10 1.450(2) . ?
S2 C46 1.814(4) . ?
F1 C45 1.336(4) . ?
F2 C45 1.341(4) . ?
F3 C45 1.324(4) . ?
F4 C46 1.330(4) . ?
F5 C46 1.329(4) . ?
F6 C46 1.323(4) . ?
O1 C1 1.322(4) . ?
O2 C12 1.321(4) . ?
O3 C23 1.322(4) . ?
O4 C34 1.319(4) . ?
N1 C7 1.287(4) . ?
N1 C8 1.464(4) . ?
N2 C9 1.492(4) . ?
N2 C10 1.501(4) . ?
N2 H1 1.0000 . ?
N3 C18 1.284(4) . ?
N3 C19 1.472(4) . ?
N4 C20 1.490(4) . ?
N4 C21 1.491(4) . ?
N4 H2 1.0000 . ?
N5 C29 1.290(4) . ?
N5 C30 1.465(4) . ?
N6 C32 1.486(4) . ?
N6 C31 1.489(4) . ?
N6 H3 1.0000 . ?
N7 C40 1.292(4) . ?
N7 C41 1.470(4) . ?
N8 C42 1.486(4) . ?
N8 C43 1.494(4) . ?
N8 H4 1.0000 . ?
C1 C6 1.415(4) . ?
C1 C2 1.415(4) . ?
C2 C3 1.380(5) . ?
C2 H5 0.9500 . ?
C3 C4 1.392(5) . ?
C3 H6 0.9500 . ?
C4 C5 1.371(5) . ?
C4 H7 0.9500 . ?
C5 C6 1.405(4) . ?
C5 H8 0.9500 . ?
C6 C7 1.440(4) . ?
C7 H9 0.9500 . ?
C8 C9 1.511(5) . ?
C8 H10 0.9900 . ?
C8 H11 0.9900 . ?
C9 H12 0.9900 . ?
C9 H13 0.9900 . ?
C10 C11 1.511(4) . ?
C10 H14 0.9900 . ?
C10 H15 0.9900 . ?
C11 H16 0.9800 . ?
C11 H17 0.9800 . ?
C11 H18 0.9800 . ?
C12 C13 1.407(4) . ?
C12 C17 1.429(4) . ?
C13 C14 1.366(4) . ?
C13 H19 0.9500 . ?
C14 C15 1.397(5) . ?
C14 H20 0.9500 . ?
C15 C16 1.372(5) . ?
C15 H21 0.9500 . ?
C16 C17 1.403(4) . ?
C16 H22 0.9500 . ?
C17 C18 1.439(4) . ?
C18 H23 0.9500 . ?
C19 C20 1.506(4) . ?
C19 H24 0.9900 . ?
C19 H25 0.9900 . ?
C20 H26 0.9900 . ?
C20 H27 0.9900 . ?
C21 C22 1.510(4) . ?
C21 H28 0.9900 . ?
C21 H29 0.9900 . ?
C22 H30 0.9800 . ?
C22 H31 0.9800 . ?
C22 H32 0.9800 . ?
C23 C24 1.410(4) . ?
C23 C28 1.417(4) . ?
C24 C25 1.377(4) . ?
C24 H33 0.9500 . ?
C25 C26 1.395(5) . ?
C25 H34 0.9500 . ?
C26 C27 1.373(5) . ?
C26 H35 0.9500 . ?
C27 C28 1.406(4) . ?
C27 H36 0.9500 . ?
C28 C29 1.441(5) . ?
C29 H37 0.9500 . ?
C30 C31 1.511(5) . ?
C30 H38 0.9900 . ?
C30 H39 0.9900 . ?
C31 H40 0.9900 . ?
C31 H41 0.9900 . ?
C32 C33 1.519(5) . ?
C32 H42 0.9900 . ?
C32 H43 0.9900 . ?
C33 H44 0.9800 . ?
C33 H45 0.9800 . ?
C33 H46 0.9800 . ?
C34 C35 1.399(4) . ?
C34 C39 1.418(4) . ?
C35 C36 1.370(5) . ?
C35 H47 0.9500 . ?
C36 C37 1.401(5) . ?
C36 H48 0.9500 . ?
C37 C38 1.368(5) . ?
C37 H49 0.9500 . ?
C38 C39 1.401(4) . ?
C38 H50 0.9500 . ?
C39 C40 1.431(4) . ?
C40 H51 0.9500 . ?
C41 C42 1.516(5) . ?
C41 H52 0.9900 . ?
C41 H53 0.9900 . ?
C42 H54 0.9900 . ?
C42 H55 0.9900 . ?
C43 C44 1.521(4) . ?
C43 H56 0.9900 . ?
C43 H57 0.9900 . ?
C44 H58 0.9800 . ?
C44 H59 0.9800 . ?
C44 H60 0.9800 . ?

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
O2 Fe1 O1 92.68(10) . . ?
O2 Fe1 N1 86.69(10) . . ?
O1 Fe1 N1 93.80(11) . . ?
O2 Fe1 N3 94.03(10) . . ?
O1 Fe1 N3 86.38(10) . . ?
N1 Fe1 N3 179.25(12) . . ?
O2 Fe1 N4 176.70(11) . . ?
O1 Fe1 N4 89.80(11) . . ?
N1 Fe1 N4 95.32(11) . . ?
N3 Fe1 N4 83.95(11) . . ?
O2 Fe1 N2 87.94(11) . . ?
O1 Fe1 N2 177.74(10) . . ?
N1 Fe1 N2 84.06(11) . . ?
N3 Fe1 N2 95.75(11) . . ?
N4 Fe1 N2 89.66(11) . . ?
O4 Fe2 O3 94.14(10) . . ?
O4 Fe2 N5 84.91(11) . . ?
O3 Fe2 N5 93.19(11) . . ?
O4 Fe2 N7 93.49(11) . . ?
O3 Fe2 N7 85.92(10) . . ?
N5 Fe2 N7 178.12(11) . . ?
O4 Fe2 N8 176.42(10) . . ?
O3 Fe2 N8 87.84(10) . . ?
N5 Fe2 N8 97.97(11) . . ?
N7 Fe2 N8 83.66(11) . . ?
O4 Fe2 N6 87.87(11) . . ?
O3 Fe2 N6 176.00(11) . . ?
N5 Fe2 N6 83.53(11) . . ?
N7 Fe2 N6 97.42(11) . . ?
N8 Fe2 N6 90.34(11) . . ?
O7 S1 O6 116.52(17) . . ?
O7 S1 O5 114.74(15) . . ?
O6 S1 O5 113.82(15) . . ?
O7 S1 C45 103.75(16) . . ?
O6 S1 C45 103.58(17) . . ?
O5 S1 C45 101.92(17) . . ?
O9 S2 O8 115.69(16) . . ?
O9 S2 O10 114.46(15) . . ?
O8 S2 O10 113.54(15) . . ?
O9 S2 C46 103.36(17) . . ?
O8 S2 C46 103.63(18) . . ?
O10 S2 C46 104.16(17) . . ?
C1 O1 Fe1 126.0(2) . . ?
C12 O2 Fe1 126.9(2) . . ?
C23 O3 Fe2 125.4(2) . . ?
C34 O4 Fe2 126.5(2) . . ?
C7 N1 C8 119.1(3) . . ?
C7 N1 Fe1 127.1(2) . . ?
C8 N1 Fe1 113.8(2) . . ?
C9 N2 C10 112.0(3) . . ?
C9 N2 Fe1 106.4(2) . . ?
C10 N2 Fe1 116.0(2) . . ?
C9 N2 H1 107.3 . . ?
C10 N2 H1 107.3 . . ?
Fe1 N2 H1 107.3 . . ?
C18 N3 C19 119.7(3) . . ?
C18 N3 Fe1 126.3(2) . . ?
C19 N3 Fe1 113.9(2) . . ?
C20 N4 C21 112.3(3) . . ?
C20 N4 Fe1 106.51(19) . . ?
C21 N4 Fe1 117.9(2) . . ?
C20 N4 H2 106.5 . . ?
C21 N4 H2 106.5 . . ?
Fe1 N4 H2 106.5 . . ?
C29 N5 C30 119.0(3) . . ?
C29 N5 Fe2 125.3(2) . . ?
C30 N5 Fe2 114.5(2) . . ?
C32 N6 C31 112.0(3) . . ?
C32 N6 Fe2 115.0(2) . . ?
C31 N6 Fe2 106.5(2) . . ?
C32 N6 H3 107.7 . . ?
C31 N6 H3 107.7 . . ?
Fe2 N6 H3 107.7 . . ?
C40 N7 C41 119.9(3) . . ?
C40 N7 Fe2 125.4(2) . . ?
C41 N7 Fe2 114.2(2) . . ?
C42 N8 C43 112.3(3) . . ?
C42 N8 Fe2 106.92(19) . . ?
C43 N8 Fe2 115.25(19) . . ?
C42 N8 H4 107.3 . . ?
C43 N8 H4 107.3 . . ?
Fe2 N8 H4 107.3 . . ?
O1 C1 C6 124.6(3) . . ?
O1 C1 C2 118.2(3) . . ?
C6 C1 C2 117.1(3) . . ?
C3 C2 C1 121.4(3) . . ?
C3 C2 H5 119.3 . . ?
C1 C2 H5 119.3 . . ?
C2 C3 C4 121.1(3) . . ?
C2 C3 H6 119.5 . . ?
C4 C3 H6 119.5 . . ?
C5 C4 C3 118.4(3) . . ?
C5 C4 H7 120.8 . . ?
C3 C4 H7 120.8 . . ?
C4 C5 C6 122.2(3) . . ?
C4 C5 H8 118.9 . . ?
C6 C5 H8 118.9 . . ?
C5 C6 C1 119.7(3) . . ?
C5 C6 C7 117.3(3) . . ?
C1 C6 C7 123.1(3) . . ?
N1 C7 C6 123.9(3) . . ?
N1 C7 H9 118.0 . . ?
C6 C7 H9 118.0 . . ?
N1 C8 C9 107.9(3) . . ?
N1 C8 H10 110.1 . . ?
C9 C8 H10 110.1 . . ?
N1 C8 H11 110.1 . . ?
C9 C8 H11 110.1 . . ?
H10 C8 H11 108.4 . . ?
N2 C9 C8 106.7(3) . . ?
N2 C9 H12 110.4 . . ?
C8 C9 H12 110.4 . . ?
N2 C9 H13 110.4 . . ?
C8 C9 H13 110.4 . . ?
H12 C9 H13 108.6 . . ?
N2 C10 C11 114.4(3) . . ?
N2 C10 H14 108.7 . . ?
C11 C10 H14 108.7 . . ?
N2 C10 H15 108.7 . . ?
C11 C10 H15 108.7 . . ?
H14 C10 H15 107.6 . . ?
C10 C11 H16 109.5 . . ?
C10 C11 H17 109.5 . . ?
H16 C11 H17 109.5 . . ?
C10 C11 H18 109.5 . . ?
H16 C11 H18 109.5 . . ?
H17 C11 H18 109.5 . . ?
O2 C12 C13 118.2(3) . . ?
O2 C12 C17 124.2(3) . . ?
C13 C12 C17 117.7(3) . . ?
C14 C13 C12 121.6(3) . . ?
C14 C13 H19 119.2 . . ?
C12 C13 H19 119.2 . . ?
C13 C14 C15 121.1(3) . . ?
C13 C14 H20 119.4 . . ?
C15 C14 H20 119.4 . . ?
C16 C15 C14 118.5(3) . . ?
C16 C15 H21 120.7 . . ?
C14 C15 H21 120.7 . . ?
C15 C16 C17 122.2(3) . . ?
C15 C16 H22 118.9 . . ?
C17 C16 H22 118.9 . . ?
C16 C17 C12 118.8(3) . . ?
C16 C17 C18 118.4(3) . . ?
C12 C17 C18 122.8(3) . . ?
N3 C18 C17 124.8(3) . . ?
N3 C18 H23 117.6 . . ?
C17 C18 H23 117.6 . . ?
N3 C19 C20 107.3(3) . . ?
N3 C19 H24 110.3 . . ?
C20 C19 H24 110.3 . . ?
N3 C19 H25 110.3 . . ?
C20 C19 H25 110.3 . . ?
H24 C19 H25 108.5 . . ?
N4 C20 C19 107.2(3) . . ?
N4 C20 H26 110.3 . . ?
C19 C20 H26 110.3 . . ?
N4 C20 H27 110.3 . . ?
C19 C20 H27 110.3 . . ?
H26 C20 H27 108.5 . . ?
N4 C21 C22 114.1(3) . . ?
N4 C21 H28 108.7 . . ?
C22 C21 H28 108.7 . . ?
N4 C21 H29 108.7 . . ?
C22 C21 H29 108.7 . . ?
H28 C21 H29 107.6 . . ?
C21 C22 H30 109.5 . . ?
C21 C22 H31 109.5 . . ?
H30 C22 H31 109.5 . . ?
C21 C22 H32 109.5 . . ?
H30 C22 H32 109.5 . . ?
H31 C22 H32 109.5 . . ?
O3 C23 C24 117.7(3) . . ?
O3 C23 C28 124.5(3) . . ?
C24 C23 C28 117.7(3) . . ?
C25 C24 C23 121.2(3) . . ?
C25 C24 H33 119.4 . . ?
C23 C24 H33 119.4 . . ?
C24 C25 C26 121.2(3) . . ?
C24 C25 H34 119.4 . . ?
C26 C25 H34 119.4 . . ?
C27 C26 C25 118.3(3) . . ?
C27 C26 H35 120.8 . . ?
C25 C26 H35 120.8 . . ?
C26 C27 C28 122.2(3) . . ?
C26 C27 H36 118.9 . . ?
C28 C27 H36 118.9 . . ?
C27 C28 C23 119.3(3) . . ?
C27 C28 C29 117.9(3) . . ?
C23 C28 C29 122.7(3) . . ?
N5 C29 C28 124.0(3) . . ?
N5 C29 H37 118.0 . . ?
C28 C29 H37 118.0 . . ?
N5 C30 C31 106.4(3) . . ?
N5 C30 H38 110.5 . . ?
C31 C30 H38 110.5 . . ?
N5 C30 H39 110.5 . . ?
C31 C30 H39 110.5 . . ?
H38 C30 H39 108.6 . . ?
N6 C31 C30 107.5(3) . . ?
N6 C31 H40 110.2 . . ?
C30 C31 H40 110.2 . . ?
N6 C31 H41 110.2 . . ?
C30 C31 H41 110.2 . . ?
H40 C31 H41 108.5 . . ?
N6 C32 C33 114.4(3) . . ?
N6 C32 H42 108.7 . . ?
C33 C32 H42 108.7 . . ?
N6 C32 H43 108.7 . . ?
C33 C32 H43 108.7 . . ?
H42 C32 H43 107.6 . . ?
C32 C33 H44 109.5 . . ?
C32 C33 H45 109.5 . . ?
H44 C33 H45 109.5 . . ?
C32 C33 H46 109.5 . . ?
H44 C33 H46 109.5 . . ?
H45 C33 H46 109.5 . . ?
O4 C34 C35 117.2(3) . . ?
O4 C34 C39 124.3(3) . . ?
C35 C34 C39 118.5(3) . . ?
C36 C35 C34 121.2(3) . . ?
C36 C35 H47 119.4 . . ?
C34 C35 H47 119.4 . . ?
C35 C36 C37 120.6(3) . . ?
C35 C36 H48 119.7 . . ?
C37 C36 H48 119.7 . . ?
C38 C37 C36 119.0(3) . . ?
C38 C37 H49 120.5 . . ?
C36 C37 H49 120.5 . . ?
C37 C38 C39 121.8(3) . . ?
C37 C38 H50 119.1 . . ?
C39 C38 H50 119.1 . . ?
C38 C39 C34 118.9(3) . . ?
C38 C39 C40 118.6(3) . . ?
C34 C39 C40 122.5(3) . . ?
N7 C40 C39 124.6(3) . . ?
N7 C40 H51 117.7 . . ?
C39 C40 H51 117.7 . . ?
N7 C41 C42 106.4(3) . . ?
N7 C41 H52 110.5 . . ?
C42 C41 H52 110.5 . . ?
N7 C41 H53 110.5 . . ?
C42 C41 H53 110.5 . . ?
H52 C41 H53 108.6 . . ?
N8 C42 C41 107.0(3) . . ?
N8 C42 H54 110.3 . . ?
C41 C42 H54 110.3 . . ?
N8 C42 H55 110.3 . . ?
C41 C42 H55 110.3 . . ?
H54 C42 H55 108.6 . . ?
N8 C43 C44 113.8(3) . . ?
N8 C43 H56 108.8 . . ?
C44 C43 H56 108.8 . . ?
N8 C43 H57 108.8 . . ?
C44 C43 H57 108.8 . . ?
H56 C43 H57 107.7 . . ?
C43 C44 H58 109.5 . . ?
C43 C44 H59 109.5 . . ?
H58 C44 H59 109.5 . . ?
C43 C44 H60 109.5 . . ?
H58 C44 H60 109.5 . . ?
H59 C44 H60 109.5 . . ?
F3 C45 F1 107.6(3) . . ?
F3 C45 F2 107.1(3) . . ?
F1 C45 F2 107.4(3) . . ?
F3 C45 S1 111.5(2) . . ?
F1 C45 S1 112.3(3) . . ?
F2 C45 S1 110.7(3) . . ?
F6 C46 F5 107.8(3) . . ?
F6 C46 F4 107.4(3) . . ?
F5 C46 F4 107.5(3) . . ?
F6 C46 S2 111.4(3) . . ?
F5 C46 S2 111.4(3) . . ?
F4 C46 S2 111.1(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Fe1 O1 C1 -73.5(3) . . . . ?
N1 Fe1 O1 C1 13.3(3) . . . . ?
N3 Fe1 O1 C1 -167.4(3) . . . . ?
N4 Fe1 O1 C1 108.6(3) . . . . ?
O1 Fe1 O2 C12 -76.0(3) . . . . ?
N1 Fe1 O2 C12 -169.6(3) . . . . ?
N3 Fe1 O2 C12 10.6(3) . . . . ?
N2 Fe1 O2 C12 106.2(3) . . . . ?
O4 Fe2 O3 C23 -62.8(3) . . . . ?
N5 Fe2 O3 C23 22.4(3) . . . . ?
N7 Fe2 O3 C23 -156.0(3) . . . . ?
N8 Fe2 O3 C23 120.2(3) . . . . ?
O3 Fe2 O4 C34 -67.5(3) . . . . ?
N5 Fe2 O4 C34 -160.3(3) . . . . ?
N7 Fe2 O4 C34 18.7(3) . . . . ?
N6 Fe2 O4 C34 116.0(3) . . . . ?
Fe1 O1 C1 C6 -14.6(5) . . . . ?
Fe1 O1 C1 C2 166.9(2) . . . . ?
O1 C1 C2 C3 174.6(3) . . . . ?
C6 C1 C2 C3 -4.0(5) . . . . ?
C1 C2 C3 C4 1.5(5) . . . . ?
C2 C3 C4 C5 1.2(5) . . . . ?
C3 C4 C5 C6 -1.3(5) . . . . ?
C4 C5 C6 C1 -1.3(5) . . . . ?
C4 C5 C6 C7 178.4(3) . . . . ?
O1 C1 C6 C5 -174.7(3) . . . . ?
C2 C1 C6 C5 3.8(5) . . . . ?
O1 C1 C6 C7 5.7(5) . . . . ?
C2 C1 C6 C7 -175.8(3) . . . . ?
C8 N1 C7 C6 179.5(3) . . . . ?
Fe1 N1 C7 C6 1.6(5) . . . . ?
C5 C6 C7 N1 -178.5(3) . . . . ?
C1 C6 C7 N1 1.1(5) . . . . ?
C7 N1 C8 C9 -147.7(3) . . . . ?
Fe1 N1 C8 C9 30.5(3) . . . . ?
C10 N2 C9 C8 171.8(3) . . . . ?
Fe1 N2 C9 C8 44.1(3) . . . . ?
N1 C8 C9 N2 -48.7(3) . . . . ?
C9 N2 C10 C11 57.5(4) . . . . ?
Fe1 N2 C10 C11 180.0(2) . . . . ?
Fe1 O2 C12 C13 171.5(2) . . . . ?
Fe1 O2 C12 C17 -8.7(5) . . . . ?
O2 C12 C13 C14 177.6(3) . . . . ?
C17 C12 C13 C14 -2.2(5) . . . . ?
C12 C13 C14 C15 -0.5(5) . . . . ?
C13 C14 C15 C16 1.8(5) . . . . ?
C14 C15 C16 C17 -0.5(5) . . . . ?
C15 C16 C17 C12 -2.2(5) . . . . ?
C15 C16 C17 C18 179.7(3) . . . . ?
O2 C12 C17 C16 -176.3(3) . . . . ?
C13 C12 C17 C16 3.4(5) . . . . ?
O2 C12 C17 C18 1.7(5) . . . . ?
C13 C12 C17 C18 -178.6(3) . . . . ?
C19 N3 C18 C17 -177.5(3) . . . . ?
Fe1 N3 C18 C17 5.5(5) . . . . ?
C16 C17 C18 N3 177.9(3) . . . . ?
C12 C17 C18 N3 -0.1(5) . . . . ?
C18 N3 C19 C20 -147.9(3) . . . . ?
Fe1 N3 C19 C20 29.5(3) . . . . ?
C21 N4 C20 C19 175.3(3) . . . . ?
Fe1 N4 C20 C19 44.9(3) . . . . ?
N3 C19 C20 N4 -48.4(3) . . . . ?
C20 N4 C21 C22 60.9(4) . . . . ?
Fe1 N4 C21 C22 -174.7(2) . . . . ?
Fe2 O3 C23 C24 168.8(2) . . . . ?
Fe2 O3 C23 C28 -13.9(5) . . . . ?
O3 C23 C24 C25 179.0(3) . . . . ?
C28 C23 C24 C25 1.6(5) . . . . ?
C23 C24 C25 C26 0.3(5) . . . . ?
C24 C25 C26 C27 -1.7(5) . . . . ?
C25 C26 C27 C28 1.2(5) . . . . ?
C26 C27 C28 C23 0.7(5) . . . . ?
C26 C27 C28 C29 -175.6(3) . . . . ?
O3 C23 C28 C27 -179.3(3) . . . . ?
C24 C23 C28 C27 -2.1(5) . . . . ?
O3 C23 C28 C29 -3.2(5) . . . . ?
C24 C23 C28 C29 174.0(3) . . . . ?
C30 N5 C29 C28 -179.8(3) . . . . ?
Fe2 N5 C29 C28 13.4(5) . . . . ?
C27 C28 C29 N5 179.4(3) . . . . ?
C23 C28 C29 N5 3.3(5) . . . . ?
C29 N5 C30 C31 -135.2(3) . . . . ?
Fe2 N5 C30 C31 33.0(3) . . . . ?
C32 N6 C31 C30 169.9(3) . . . . ?
Fe2 N6 C31 C30 43.4(3) . . . . ?
N5 C30 C31 N6 -49.5(3) . . . . ?
C31 N6 C32 C33 60.4(4) . . . . ?
Fe2 N6 C32 C33 -177.8(2) . . . . ?
Fe2 O4 C34 C35 167.5(2) . . . . ?
Fe2 O4 C34 C39 -12.9(5) . . . . ?
O4 C34 C35 C36 179.0(3) . . . . ?
C39 C34 C35 C36 -0.7(5) . . . . ?
C34 C35 C36 C37 1.0(5) . . . . ?
C35 C36 C37 C38 -0.4(5) . . . . ?
C36 C37 C38 C39 -0.6(5) . . . . ?
C37 C38 C39 C34 1.0(5) . . . . ?
C37 C38 C39 C40 -177.8(3) . . . . ?
O4 C34 C39 C38 -179.9(3) . . . . ?
C35 C34 C39 C38 -0.3(5) . . . . ?
O4 C34 C39 C40 -1.2(5) . . . . ?
C35 C34 C39 C40 178.4(3) . . . . ?
C41 N7 C40 C39 -179.3(3) . . . . ?
Fe2 N7 C40 C39 9.8(5) . . . . ?
C38 C39 C40 N7 -178.7(3) . . . . ?
C34 C39 C40 N7 2.6(5) . . . . ?
C40 N7 C41 C42 -139.6(3) . . . . ?
Fe2 N7 C41 C42 32.4(3) . . . . ?
C43 N8 C42 C41 171.6(3) . . . . ?
Fe2 N8 C42 C41 44.3(3) . . . . ?
N7 C41 C42 N8 -49.6(3) . . . . ?
C42 N8 C43 C44 59.2(4) . . . . ?
Fe2 N8 C43 C44 -178.0(2) . . . . ?
O7 S1 C45 F3 -178.3(3) . . . . ?
O6 S1 C45 F3 59.6(3) . . . . ?
O5 S1 C45 F3 -58.8(3) . . . . ?
O7 S1 C45 F1 -57.4(3) . . . . ?
O6 S1 C45 F1 -179.5(3) . . . . ?
O5 S1 C45 F1 62.1(3) . . . . ?
O7 S1 C45 F2 62.6(3) . . . . ?
O6 S1 C45 F2 -59.5(3) . . . . ?
O5 S1 C45 F2 -177.9(2) . . . . ?
O9 S2 C46 F6 -56.9(3) . . . . ?
O8 S2 C46 F6 -178.0(3) . . . . ?
O10 S2 C46 F6 63.0(3) . . . . ?
O9 S2 C46 F5 -177.3(3) . . . . ?
O8 S2 C46 F5 61.6(3) . . . . ?
O10 S2 C46 F5 -57.4(3) . . . . ?
O9 S2 C46 F4 62.8(3) . . . . ?
O8 S2 C46 F4 -58.3(3) . . . . ?
O10 S2 C46 F4 -177.3(3) . . . . ?

_refine_diff_density_max         0.574
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.076


_exptl_crystal_preparation       'Magnetic properties,Thermal Conductivity'
####################################################################### 
# 
# 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_1_246K
_database_code_depnum_ccdc_archive 'CCDC 2184631'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Niigata University
Japan
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H30 Fe N4 O2 1+, N O3 1-'
_chemical_formula_sum            'C22 H30 Fe N5 O5'
_chemical_formula_weight         500.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.4125(9)
_cell_length_b                   26.399(3)
_cell_length_c                   17.1521(15)
_cell_angle_alpha                90
_cell_angle_beta                 93.788(7)
_cell_angle_gamma                90
_cell_volume                     4704.5(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    246(2)
_cell_measurement_reflns_used    7613
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      68.03

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_F_000             2104
_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    5.507
_shelx_estimated_absorpt_T_min   0.609
_shelx_estimated_absorpt_T_max   0.609
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4086
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      246(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            53315
_diffrn_reflns_av_unetI/netI     0.1328
_diffrn_reflns_av_R_equivalents  0.1452
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.077
_diffrn_reflns_theta_max         68.243
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             8490
_reflns_number_gt                3849
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1540P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8490
_refine_ls_number_parameters     595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1762
_refine_ls_R_factor_gt           0.0806
_refine_ls_wR_factor_ref         0.2924
_refine_ls_wR_factor_gt          0.2003
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_restrained_S_all      0.972
_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 0.42269(12) 0.63936(4) 0.29169(6) 0.0532(4) Uani 1 1 d . . . . .
Fe2 Fe 0.97796(12) 0.63961(4) 0.75199(6) 0.0531(4) Uani 1 1 d . . . . .
O1 O 0.3824(5) 0.68577(17) 0.3727(2) 0.0616(14) Uani 1 1 d . . . . .
O2 O 0.3259(5) 0.67420(16) 0.2089(3) 0.0607(13) Uani 1 1 d . . . . .
O3 O 0.9083(5) 0.67061(17) 0.8385(3) 0.0617(14) Uani 1 1 d . . . . .
O4 O 0.9020(5) 0.68591(15) 0.6796(3) 0.0573(13) Uani 1 1 d . . . . .
O5 O 0.5050(6) 0.4906(2) 0.2894(4) 0.0885(18) Uani 1 1 d . . . . .
O6 O 0.6263(10) 0.4362(3) 0.2430(6) 0.187(5) Uani 1 1 d . . . . .
O7 O 0.6473(9) 0.4512(3) 0.3617(5) 0.157(4) Uani 1 1 d . . . . .
O8 O 0.7902(10) 0.5580(3) 0.3235(5) 0.182(5) Uani 1 1 d . . . . .
O9 O 0.8079(9) 0.5316(3) 0.2140(5) 0.160(4) Uani 1 1 d . . . . .
O10 O 0.9336(6) 0.5044(3) 0.3031(5) 0.133(3) Uani 1 1 d . . . . .
N1 N 0.5861(6) 0.6835(2) 0.2782(3) 0.0551(16) Uani 1 1 d . . . . .
N2 N 0.5253(6) 0.5943(2) 0.2065(3) 0.0612(17) Uani 1 1 d . . . . .
H1 H 0.578705 0.568641 0.235641 0.073 Uiso 1 1 calc R U . . .
N3 N 0.2598(6) 0.59214(19) 0.2976(3) 0.0560(16) Uani 1 1 d . . . . .
N4 N 0.4887(6) 0.58623(19) 0.3825(3) 0.0511(15) Uani 1 1 d . . . . .
H2 H 0.520192 0.555426 0.356919 0.061 Uiso 1 1 calc R U . . .
N5 N 1.1285(6) 0.68480(19) 0.7584(3) 0.0552(16) Uani 1 1 d . . . . .
N6 N 1.0753(6) 0.6085(2) 0.6606(3) 0.0568(16) Uani 1 1 d . . . . .
H3 H 1.126134 0.579336 0.681918 0.068 Uiso 1 1 calc R U . . .
N7 N 0.8240(6) 0.5964(2) 0.7459(3) 0.0576(17) Uani 1 1 d . . . . .
N8 N 1.0488(6) 0.5828(2) 0.8258(3) 0.0566(16) Uani 1 1 d . . . . .
H4 H 1.092281 0.557704 0.793695 0.068 Uiso 1 1 calc R U . . .
N9 N 0.5935(8) 0.4594(3) 0.2982(6) 0.082(2) Uani 1 1 d . . . . .
N10 N 0.8453(9) 0.5317(3) 0.2820(6) 0.081(2) Uani 1 1 d . . . . .
C1 C 0.4135(7) 0.7335(2) 0.3841(4) 0.0507(18) Uani 1 1 d . . . . .
C2 C 0.3461(7) 0.7628(2) 0.4369(4) 0.0550(19) Uani 1 1 d . . . . .
H5 H 0.279487 0.747687 0.463171 0.066 Uiso 1 1 calc R U . . .
C3 C 0.3757(8) 0.8125(3) 0.4505(4) 0.067(2) Uani 1 1 d . . . . .
H6 H 0.331349 0.830656 0.487426 0.080 Uiso 1 1 calc R U . . .
C4 C 0.4693(9) 0.8366(3) 0.4110(5) 0.076(3) Uani 1 1 d . . . . .
H7 H 0.485762 0.871275 0.418950 0.091 Uiso 1 1 calc R U . . .
C5 C 0.5385(8) 0.8091(3) 0.3598(4) 0.068(2) Uani 1 1 d . . . . .
H8 H 0.604106 0.825072 0.333808 0.081 Uiso 1 1 calc R U . . .
C6 C 0.5119(7) 0.7573(2) 0.3459(4) 0.056(2) Uani 1 1 d . . . . .
C7 C 0.5944(8) 0.7307(3) 0.2959(4) 0.061(2) Uani 1 1 d . . . . .
H9 H 0.660061 0.749503 0.274231 0.073 Uiso 1 1 calc R U . . .
C8 C 0.6818(7) 0.6607(3) 0.2301(4) 0.062(2) Uani 1 1 d . . . . .
H10 H 0.740932 0.639286 0.262449 0.075 Uiso 1 1 calc R U . . .
H11 H 0.732019 0.687164 0.206096 0.075 Uiso 1 1 calc R U . . .
C9 C 0.6122(8) 0.6298(3) 0.1688(4) 0.069(2) Uani 1 1 d . . . . .
H12 H 0.562082 0.651847 0.132291 0.082 Uiso 1 1 calc R U . . .
H13 H 0.673788 0.610776 0.139373 0.082 Uiso 1 1 calc R U . . .
C10 C 0.4362(8) 0.5674(3) 0.1490(4) 0.075(2) Uani 1 1 d . . . . .
H14 H 0.386968 0.592674 0.117566 0.090 Uiso 1 1 calc R U . . .
H15 H 0.374866 0.547643 0.177494 0.090 Uiso 1 1 calc R U . . .
C11 C 0.5029(8) 0.5323(3) 0.0945(4) 0.097(3) Uani 1 1 d . . . . .
H16 H 0.439187 0.516197 0.058870 0.116 Uiso 1 1 calc R U . . .
H17 H 0.562206 0.551633 0.064919 0.116 Uiso 1 1 calc R U . . .
H18 H 0.550089 0.506545 0.124922 0.116 Uiso 1 1 calc R U . . .
C12 C 0.2123(8) 0.6663(3) 0.1701(4) 0.058(2) Uani 1 1 d . . . . .
C13 C 0.1752(8) 0.6993(3) 0.1092(4) 0.065(2) Uani 1 1 d . . . . .
H19 H 0.229363 0.726338 0.097306 0.079 Uiso 1 1 calc R U . . .
C14 C 0.0604(10) 0.6927(4) 0.0663(5) 0.087(3) Uani 1 1 d . . . . .
H20 H 0.036866 0.714866 0.024954 0.105 Uiso 1 1 calc R U . . .
C15 C -0.0202(9) 0.6537(4) 0.0836(5) 0.083(3) Uani 1 1 d . . . . .
H21 H -0.097622 0.649034 0.053064 0.100 Uiso 1 1 calc R U . . .
C16 C 0.0106(8) 0.6216(3) 0.1446(5) 0.075(2) Uani 1 1 d . . . . .
H22 H -0.046779 0.595883 0.157254 0.090 Uiso 1 1 calc R U . . .
C17 C 0.1294(8) 0.6276(3) 0.1885(4) 0.058(2) Uani 1 1 d . . . . .
C18 C 0.1562(8) 0.5929(3) 0.2530(5) 0.066(2) Uani 1 1 d . . . . .
H23 H 0.092383 0.569042 0.262950 0.079 Uiso 1 1 calc R U . . .
C19 C 0.2712(7) 0.5535(2) 0.3605(4) 0.061(2) Uani 1 1 d . . . . .
H24 H 0.298235 0.520976 0.339501 0.074 Uiso 1 1 calc R U . . .
H25 H 0.188064 0.548785 0.383199 0.074 Uiso 1 1 calc R U . . .
C20 C 0.3712(7) 0.5725(3) 0.4226(4) 0.062(2) Uani 1 1 d . . . . .
H26 H 0.338229 0.602096 0.449298 0.075 Uiso 1 1 calc R U . . .
H27 H 0.391110 0.545934 0.461463 0.075 Uiso 1 1 calc R U . . .
C21 C 0.5946(7) 0.6058(3) 0.4371(4) 0.0565(19) Uani 1 1 d . . . . .
H28 H 0.562022 0.634517 0.466282 0.068 Uiso 1 1 calc R U . . .
H29 H 0.664090 0.618432 0.406528 0.068 Uiso 1 1 calc R U . . .
C22 C 0.6490(8) 0.5667(3) 0.4946(4) 0.083(3) Uani 1 1 d . . . . .
H30 H 0.717103 0.581907 0.528206 0.100 Uiso 1 1 calc R U . . .
H31 H 0.581396 0.554651 0.526152 0.100 Uiso 1 1 calc R U . . .
H32 H 0.683563 0.538550 0.466339 0.100 Uiso 1 1 calc R U . . .
C23 C 0.9293(8) 0.7186(3) 0.8593(4) 0.057(2) Uani 1 1 d . . . . .
C24 C 0.8459(7) 0.7410(3) 0.9102(4) 0.061(2) Uani 1 1 d . . . . .
H33 H 0.781198 0.721076 0.930444 0.074 Uiso 1 1 calc R U . . .
C25 C 0.8550(8) 0.7904(3) 0.9312(4) 0.069(2) Uani 1 1 d . . . . .
H34 H 0.795463 0.804197 0.964173 0.082 Uiso 1 1 calc R U . . .
C26 C 0.9516(9) 0.8209(3) 0.9045(4) 0.078(3) Uani 1 1 d . . . . .
H35 H 0.955794 0.855497 0.917381 0.093 Uiso 1 1 calc R U . . .
C27 C 1.0401(8) 0.7997(3) 0.8592(4) 0.060(2) Uani 1 1 d . . . . .
H36 H 1.109805 0.819261 0.844293 0.072 Uiso 1 1 calc R U . . .
C28 C 1.0286(8) 0.7495(2) 0.8348(4) 0.0544(19) Uani 1 1 d . . . . .
C29 C 1.1290(7) 0.7294(3) 0.7871(4) 0.0530(18) Uani 1 1 d . . . . .
H37 H 1.198115 0.750805 0.777086 0.064 Uiso 1 1 calc R U . . .
C30 C 1.2295(7) 0.6699(3) 0.7094(4) 0.062(2) Uani 1 1 d . . . . .
H38 H 1.286861 0.645283 0.736733 0.075 Uiso 1 1 calc R U . . .
H39 H 1.280437 0.699419 0.695845 0.075 Uiso 1 1 calc R U . . .
C31 C 1.1655(8) 0.6466(2) 0.6371(4) 0.064(2) Uani 1 1 d . . . . .
H40 H 1.119840 0.672706 0.605529 0.077 Uiso 1 1 calc R U . . .
H41 H 1.230105 0.631061 0.605702 0.077 Uiso 1 1 calc R U . . .
C32 C 0.9881(7) 0.5894(3) 0.5940(4) 0.062(2) Uani 1 1 d . . . . .
H42 H 0.935995 0.617557 0.572325 0.074 Uiso 1 1 calc R U . . .
H43 H 0.929397 0.564110 0.613801 0.074 Uiso 1 1 calc R U . . .
C33 C 1.0606(8) 0.5658(3) 0.5297(4) 0.077(2) Uani 1 1 d . . . . .
H44 H 0.999914 0.554113 0.488275 0.093 Uiso 1 1 calc R U . . .
H45 H 1.117523 0.590837 0.509066 0.093 Uiso 1 1 calc R U . . .
H46 H 1.110925 0.537380 0.550551 0.093 Uiso 1 1 calc R U . . .
C34 C 0.7768(8) 0.6899(2) 0.6553(4) 0.056(2) Uani 1 1 d . . . . .
C35 C 0.7421(8) 0.7318(3) 0.6089(4) 0.058(2) Uani 1 1 d . . . . .
H47 H 0.804401 0.755882 0.597000 0.070 Uiso 1 1 calc R U . . .
C36 C 0.6174(8) 0.7377(3) 0.5809(4) 0.064(2) Uani 1 1 d . . . . .
H48 H 0.594651 0.765911 0.549616 0.077 Uiso 1 1 calc R U . . .
C37 C 0.5227(8) 0.7026(3) 0.5978(4) 0.069(2) Uani 1 1 d . . . . .
H49 H 0.436495 0.707406 0.579273 0.083 Uiso 1 1 calc R U . . .
C38 C 0.5583(9) 0.6614(3) 0.6416(4) 0.068(2) Uani 1 1 d . . . . .
H50 H 0.495609 0.637002 0.651509 0.082 Uiso 1 1 calc R U . . .
C39 C 0.6850(9) 0.6538(3) 0.6727(4) 0.059(2) Uani 1 1 d . . . . .
C40 C 0.7130(9) 0.6083(3) 0.7145(4) 0.067(2) Uani 1 1 d . . . . .
H51 H 0.645377 0.585149 0.719432 0.081 Uiso 1 1 calc R U . . .
C41 C 0.8396(8) 0.5485(2) 0.7884(4) 0.071(2) Uani 1 1 d . . . . .
H52 H 0.870685 0.522092 0.754160 0.085 Uiso 1 1 calc R U . . .
H53 H 0.757237 0.537608 0.807192 0.085 Uiso 1 1 calc R U . . .
C42 C 0.9372(8) 0.5578(3) 0.8569(4) 0.070(2) Uani 1 1 d . . . . .
H54 H 0.899845 0.579488 0.895891 0.084 Uiso 1 1 calc R U . . .
H55 H 0.963111 0.525684 0.881751 0.084 Uiso 1 1 calc R U . . .
C43 C 1.1452(8) 0.6009(3) 0.8889(4) 0.069(2) Uani 1 1 d . . . . .
H56 H 1.105499 0.627495 0.918990 0.082 Uiso 1 1 calc R U . . .
H57 H 1.218586 0.615879 0.864388 0.082 Uiso 1 1 calc R U . . .
C44 C 1.1943(8) 0.5594(3) 0.9446(5) 0.092(3) Uani 1 1 d . . . . .
H58 H 1.255742 0.573655 0.983541 0.111 Uiso 1 1 calc R U . . .
H59 H 1.122630 0.544865 0.970227 0.111 Uiso 1 1 calc R U . . .
H60 H 1.235844 0.533236 0.915563 0.111 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O1 1.920(4) . ?
Fe1 O2 1.921(5) . ?
Fe1 N1 2.088(6) . ?
Fe1 N3 2.113(6) . ?
Fe1 N4 2.174(5) . ?
Fe1 N2 2.213(6) . ?
Fe2 O4 1.880(4) . ?
Fe2 O3 1.882(5) . ?
Fe2 N7 1.964(6) . ?
Fe2 N5 1.967(6) . ?
Fe2 N8 2.066(5) . ?
Fe2 N6 2.091(6) . ?
O1 C1 1.314(7) . ?
O2 C12 1.334(8) . ?
O3 C23 1.329(8) . ?
O4 C34 1.346(8) . ?
O5 N9 1.237(8) . ?
O6 N9 1.197(9) . ?
O7 N9 1.210(9) . ?
O8 N10 1.172(9) . ?
O9 N10 1.204(9) . ?
O10 N10 1.206(8) . ?
N1 C7 1.284(8) . ?
N1 C8 1.465(8) . ?
N2 C9 1.481(9) . ?
N2 C10 1.489(8) . ?
N2 H1 0.9900 . ?
N3 C18 1.281(8) . ?
N3 C19 1.484(8) . ?
N4 C20 1.488(8) . ?
N4 C21 1.492(7) . ?
N4 H2 0.9900 . ?
N5 C29 1.276(8) . ?
N5 C30 1.444(8) . ?
N6 C31 1.451(8) . ?
N6 C32 1.499(7) . ?
N6 H3 0.9900 . ?
N7 C40 1.281(8) . ?
N7 C41 1.463(7) . ?
N8 C42 1.466(8) . ?
N8 C43 1.504(8) . ?
N8 H4 0.9900 . ?
C1 C6 1.400(9) . ?
C1 C2 1.411(9) . ?
C2 C3 1.365(9) . ?
C2 H5 0.9400 . ?
C3 C4 1.378(10) . ?
C3 H6 0.9400 . ?
C4 C5 1.378(10) . ?
C4 H7 0.9400 . ?
C5 C6 1.414(9) . ?
C5 H8 0.9400 . ?
C6 C7 1.437(9) . ?
C7 H9 0.9400 . ?
C8 C9 1.482(10) . ?
C8 H10 0.9800 . ?
C8 H11 0.9800 . ?
C9 H12 0.9800 . ?
C9 H13 0.9800 . ?
C10 C11 1.518(9) . ?
C10 H14 0.9800 . ?
C10 H15 0.9800 . ?
C11 H16 0.9700 . ?
C11 H17 0.9700 . ?
C11 H18 0.9700 . ?
C12 C17 1.389(10) . ?
C12 C13 1.396(9) . ?
C13 C14 1.373(10) . ?
C13 H19 0.9400 . ?
C14 C15 1.371(11) . ?
C14 H20 0.9400 . ?
C15 C16 1.368(10) . ?
C15 H21 0.9400 . ?
C16 C17 1.414(9) . ?
C16 H22 0.9400 . ?
C17 C18 1.448(10) . ?
C18 H23 0.9400 . ?
C19 C20 1.523(9) . ?
C19 H24 0.9800 . ?
C19 H25 0.9800 . ?
C20 H26 0.9800 . ?
C20 H27 0.9800 . ?
C21 C22 1.512(9) . ?
C21 H28 0.9800 . ?
C21 H29 0.9800 . ?
C22 H30 0.9700 . ?
C22 H31 0.9700 . ?
C22 H32 0.9700 . ?
C23 C24 1.402(9) . ?
C23 C28 1.404(10) . ?
C24 C25 1.354(9) . ?
C24 H33 0.9400 . ?
C25 C26 1.388(10) . ?
C25 H34 0.9400 . ?
C26 C27 1.364(10) . ?
C26 H35 0.9400 . ?
C27 C28 1.394(9) . ?
C27 H36 0.9400 . ?
C28 C29 1.467(9) . ?
C29 H37 0.9400 . ?
C30 C31 1.500(9) . ?
C30 H38 0.9800 . ?
C30 H39 0.9800 . ?
C31 H40 0.9800 . ?
C31 H41 0.9800 . ?
C32 C33 1.511(9) . ?
C32 H42 0.9800 . ?
C32 H43 0.9800 . ?
C33 H44 0.9700 . ?
C33 H45 0.9700 . ?
C33 H46 0.9700 . ?
C34 C39 1.397(10) . ?
C34 C35 1.397(8) . ?
C35 C36 1.363(9) . ?
C35 H47 0.9400 . ?
C36 C37 1.396(10) . ?
C36 H48 0.9400 . ?
C37 C38 1.361(9) . ?
C37 H49 0.9400 . ?
C38 C39 1.404(10) . ?
C38 H50 0.9400 . ?
C39 C40 1.420(9) . ?
C40 H51 0.9400 . ?
C41 C42 1.522(9) . ?
C41 H52 0.9800 . ?
C41 H53 0.9800 . ?
C42 H54 0.9800 . ?
C42 H55 0.9800 . ?
C43 C44 1.519(9) . ?
C43 H56 0.9800 . ?
C43 H57 0.9800 . ?
C44 H58 0.9700 . ?
C44 H59 0.9700 . ?
C44 H60 0.9700 . ?

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
O1 Fe1 O2 95.80(19) . . ?
O1 Fe1 N1 86.7(2) . . ?
O2 Fe1 N1 92.4(2) . . ?
O1 Fe1 N3 97.3(2) . . ?
O2 Fe1 N3 86.2(2) . . ?
N1 Fe1 N3 175.9(2) . . ?
O1 Fe1 N4 88.10(19) . . ?
O2 Fe1 N4 164.7(2) . . ?
N1 Fe1 N4 102.6(2) . . ?
N3 Fe1 N4 78.5(2) . . ?
O1 Fe1 N2 163.6(2) . . ?
O2 Fe1 N2 91.3(2) . . ?
N1 Fe1 N2 78.2(2) . . ?
N3 Fe1 N2 98.0(2) . . ?
N4 Fe1 N2 89.0(2) . . ?
O4 Fe2 O3 94.1(2) . . ?
O4 Fe2 N7 92.1(2) . . ?
O3 Fe2 N7 86.5(2) . . ?
O4 Fe2 N5 86.6(2) . . ?
O3 Fe2 N5 92.3(2) . . ?
N7 Fe2 N5 178.1(2) . . ?
O4 Fe2 N8 173.8(2) . . ?
O3 Fe2 N8 88.5(2) . . ?
N7 Fe2 N8 82.4(2) . . ?
N5 Fe2 N8 98.9(2) . . ?
O4 Fe2 N6 87.9(2) . . ?
O3 Fe2 N6 173.6(2) . . ?
N7 Fe2 N6 99.6(2) . . ?
N5 Fe2 N6 81.7(2) . . ?
N8 Fe2 N6 90.2(2) . . ?
C1 O1 Fe1 131.1(5) . . ?
C12 O2 Fe1 134.3(5) . . ?
C23 O3 Fe2 124.1(5) . . ?
C34 O4 Fe2 127.8(4) . . ?
C7 N1 C8 119.6(6) . . ?
C7 N1 Fe1 124.0(6) . . ?
C8 N1 Fe1 115.0(4) . . ?
C9 N2 C10 112.6(6) . . ?
C9 N2 Fe1 106.5(4) . . ?
C10 N2 Fe1 112.7(4) . . ?
C9 N2 H1 108.3 . . ?
C10 N2 H1 108.3 . . ?
Fe1 N2 H1 108.3 . . ?
C18 N3 C19 118.0(6) . . ?
C18 N3 Fe1 127.5(5) . . ?
C19 N3 Fe1 114.5(5) . . ?
C20 N4 C21 113.0(5) . . ?
C20 N4 Fe1 104.9(4) . . ?
C21 N4 Fe1 114.3(4) . . ?
C20 N4 H2 108.1 . . ?
C21 N4 H2 108.1 . . ?
Fe1 N4 H2 108.1 . . ?
C29 N5 C30 119.5(6) . . ?
C29 N5 Fe2 124.3(6) . . ?
C30 N5 Fe2 114.2(4) . . ?
C31 N6 C32 113.2(5) . . ?
C31 N6 Fe2 106.8(4) . . ?
C32 N6 Fe2 113.8(4) . . ?
C31 N6 H3 107.6 . . ?
C32 N6 H3 107.6 . . ?
Fe2 N6 H3 107.6 . . ?
C40 N7 C41 119.2(6) . . ?
C40 N7 Fe2 126.2(5) . . ?
C41 N7 Fe2 114.3(5) . . ?
C42 N8 C43 112.8(6) . . ?
C42 N8 Fe2 106.9(4) . . ?
C43 N8 Fe2 113.9(4) . . ?
C42 N8 H4 107.7 . . ?
C43 N8 H4 107.7 . . ?
Fe2 N8 H4 107.7 . . ?
O6 N9 O7 118.8(11) . . ?
O6 N9 O5 119.5(10) . . ?
O7 N9 O5 121.7(10) . . ?
O8 N10 O9 116.7(11) . . ?
O8 N10 O10 124.5(11) . . ?
O9 N10 O10 118.7(10) . . ?
O1 C1 C6 122.7(7) . . ?
O1 C1 C2 119.5(7) . . ?
C6 C1 C2 117.8(6) . . ?
C3 C2 C1 121.2(7) . . ?
C3 C2 H5 119.4 . . ?
C1 C2 H5 119.4 . . ?
C2 C3 C4 121.3(7) . . ?
C2 C3 H6 119.4 . . ?
C4 C3 H6 119.4 . . ?
C5 C4 C3 119.1(7) . . ?
C5 C4 H7 120.4 . . ?
C3 C4 H7 120.4 . . ?
C4 C5 C6 120.8(8) . . ?
C4 C5 H8 119.6 . . ?
C6 C5 H8 119.6 . . ?
C1 C6 C5 119.7(7) . . ?
C1 C6 C7 123.2(6) . . ?
C5 C6 C7 117.0(7) . . ?
N1 C7 C6 125.5(7) . . ?
N1 C7 H9 117.3 . . ?
C6 C7 H9 117.3 . . ?
N1 C8 C9 107.9(6) . . ?
N1 C8 H10 110.1 . . ?
C9 C8 H10 110.1 . . ?
N1 C8 H11 110.1 . . ?
C9 C8 H11 110.1 . . ?
H10 C8 H11 108.4 . . ?
N2 C9 C8 108.8(6) . . ?
N2 C9 H12 109.9 . . ?
C8 C9 H12 109.9 . . ?
N2 C9 H13 109.9 . . ?
C8 C9 H13 109.9 . . ?
H12 C9 H13 108.3 . . ?
N2 C10 C11 114.1(7) . . ?
N2 C10 H14 108.7 . . ?
C11 C10 H14 108.7 . . ?
N2 C10 H15 108.7 . . ?
C11 C10 H15 108.7 . . ?
H14 C10 H15 107.6 . . ?
C10 C11 H16 109.5 . . ?
C10 C11 H17 109.5 . . ?
H16 C11 H17 109.5 . . ?
C10 C11 H18 109.5 . . ?
H16 C11 H18 109.5 . . ?
H17 C11 H18 109.5 . . ?
O2 C12 C17 123.1(7) . . ?
O2 C12 C13 117.9(7) . . ?
C17 C12 C13 119.0(7) . . ?
C14 C13 C12 120.6(8) . . ?
C14 C13 H19 119.7 . . ?
C12 C13 H19 119.7 . . ?
C15 C14 C13 120.3(8) . . ?
C15 C14 H20 119.9 . . ?
C13 C14 H20 119.9 . . ?
C16 C15 C14 120.9(9) . . ?
C16 C15 H21 119.5 . . ?
C14 C15 H21 119.5 . . ?
C15 C16 C17 119.5(8) . . ?
C15 C16 H22 120.3 . . ?
C17 C16 H22 120.3 . . ?
C12 C17 C16 119.7(7) . . ?
C12 C17 C18 123.2(7) . . ?
C16 C17 C18 117.1(8) . . ?
N3 C18 C17 125.4(7) . . ?
N3 C18 H23 117.3 . . ?
C17 C18 H23 117.3 . . ?
N3 C19 C20 107.5(5) . . ?
N3 C19 H24 110.2 . . ?
C20 C19 H24 110.2 . . ?
N3 C19 H25 110.2 . . ?
C20 C19 H25 110.2 . . ?
H24 C19 H25 108.5 . . ?
N4 C20 C19 107.6(5) . . ?
N4 C20 H26 110.2 . . ?
C19 C20 H26 110.2 . . ?
N4 C20 H27 110.2 . . ?
C19 C20 H27 110.2 . . ?
H26 C20 H27 108.5 . . ?
N4 C21 C22 113.7(6) . . ?
N4 C21 H28 108.8 . . ?
C22 C21 H28 108.8 . . ?
N4 C21 H29 108.8 . . ?
C22 C21 H29 108.8 . . ?
H28 C21 H29 107.7 . . ?
C21 C22 H30 109.5 . . ?
C21 C22 H31 109.5 . . ?
H30 C22 H31 109.5 . . ?
C21 C22 H32 109.5 . . ?
H30 C22 H32 109.5 . . ?
H31 C22 H32 109.5 . . ?
O3 C23 C24 118.2(7) . . ?
O3 C23 C28 125.7(7) . . ?
C24 C23 C28 116.1(7) . . ?
C25 C24 C23 122.5(8) . . ?
C25 C24 H33 118.7 . . ?
C23 C24 H33 118.7 . . ?
C24 C25 C26 120.7(8) . . ?
C24 C25 H34 119.7 . . ?
C26 C25 H34 119.7 . . ?
C27 C26 C25 118.8(7) . . ?
C27 C26 H35 120.6 . . ?
C25 C26 H35 120.6 . . ?
C26 C27 C28 120.9(7) . . ?
C26 C27 H36 119.5 . . ?
C28 C27 H36 119.5 . . ?
C27 C28 C23 120.9(7) . . ?
C27 C28 C29 117.5(7) . . ?
C23 C28 C29 121.6(6) . . ?
N5 C29 C28 124.3(7) . . ?
N5 C29 H37 117.9 . . ?
C28 C29 H37 117.9 . . ?
N5 C30 C31 106.9(6) . . ?
N5 C30 H38 110.3 . . ?
C31 C30 H38 110.3 . . ?
N5 C30 H39 110.3 . . ?
C31 C30 H39 110.3 . . ?
H38 C30 H39 108.6 . . ?
N6 C31 C30 108.4(6) . . ?
N6 C31 H40 110.0 . . ?
C30 C31 H40 110.0 . . ?
N6 C31 H41 110.0 . . ?
C30 C31 H41 110.0 . . ?
H40 C31 H41 108.4 . . ?
N6 C32 C33 112.8(6) . . ?
N6 C32 H42 109.0 . . ?
C33 C32 H42 109.0 . . ?
N6 C32 H43 109.0 . . ?
C33 C32 H43 109.0 . . ?
H42 C32 H43 107.8 . . ?
C32 C33 H44 109.5 . . ?
C32 C33 H45 109.5 . . ?
H44 C33 H45 109.5 . . ?
C32 C33 H46 109.5 . . ?
H44 C33 H46 109.5 . . ?
H45 C33 H46 109.5 . . ?
O4 C34 C39 122.9(6) . . ?
O4 C34 C35 116.6(7) . . ?
C39 C34 C35 120.5(8) . . ?
C36 C35 C34 119.7(8) . . ?
C36 C35 H47 120.2 . . ?
C34 C35 H47 120.2 . . ?
C35 C36 C37 121.5(7) . . ?
C35 C36 H48 119.3 . . ?
C37 C36 H48 119.3 . . ?
C38 C37 C36 118.3(8) . . ?
C38 C37 H49 120.9 . . ?
C36 C37 H49 120.9 . . ?
C37 C38 C39 122.6(8) . . ?
C37 C38 H50 118.7 . . ?
C39 C38 H50 118.7 . . ?
C34 C39 C38 117.4(7) . . ?
C34 C39 C40 124.4(8) . . ?
C38 C39 C40 118.0(8) . . ?
N7 C40 C39 124.7(8) . . ?
N7 C40 H51 117.7 . . ?
C39 C40 H51 117.7 . . ?
N7 C41 C42 106.9(5) . . ?
N7 C41 H52 110.3 . . ?
C42 C41 H52 110.3 . . ?
N7 C41 H53 110.3 . . ?
C42 C41 H53 110.3 . . ?
H52 C41 H53 108.6 . . ?
N8 C42 C41 107.2(6) . . ?
N8 C42 H54 110.3 . . ?
C41 C42 H54 110.3 . . ?
N8 C42 H55 110.3 . . ?
C41 C42 H55 110.3 . . ?
H54 C42 H55 108.5 . . ?
N8 C43 C44 113.9(6) . . ?
N8 C43 H56 108.8 . . ?
C44 C43 H56 108.8 . . ?
N8 C43 H57 108.8 . . ?
C44 C43 H57 108.8 . . ?
H56 C43 H57 107.7 . . ?
C43 C44 H58 109.5 . . ?
C43 C44 H59 109.5 . . ?
H58 C44 H59 109.5 . . ?
C43 C44 H60 109.5 . . ?
H58 C44 H60 109.5 . . ?
H59 C44 H60 109.5 . . ?

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
O4 Fe2 O3 C23 -58.9(6) . . . . ?
N7 Fe2 O3 C23 -150.7(6) . . . . ?
N5 Fe2 O3 C23 27.9(6) . . . . ?
N8 Fe2 O3 C23 126.8(6) . . . . ?
O3 Fe2 O4 C34 -71.7(5) . . . . ?
N7 Fe2 O4 C34 15.0(5) . . . . ?
N5 Fe2 O4 C34 -163.7(5) . . . . ?
N6 Fe2 O4 C34 114.5(5) . . . . ?
Fe1 O1 C1 C6 -15.8(10) . . . . ?
Fe1 O1 C1 C2 164.2(5) . . . . ?
O1 C1 C2 C3 179.9(6) . . . . ?
C6 C1 C2 C3 -0.1(10) . . . . ?
C1 C2 C3 C4 2.5(11) . . . . ?
C2 C3 C4 C5 -3.2(12) . . . . ?
C3 C4 C5 C6 1.8(12) . . . . ?
O1 C1 C6 C5 178.7(6) . . . . ?
C2 C1 C6 C5 -1.3(10) . . . . ?
O1 C1 C6 C7 -5.2(11) . . . . ?
C2 C1 C6 C7 174.8(6) . . . . ?
C4 C5 C6 C1 0.5(11) . . . . ?
C4 C5 C6 C7 -175.8(7) . . . . ?
C8 N1 C7 C6 -176.3(6) . . . . ?
Fe1 N1 C7 C6 18.0(10) . . . . ?
C1 C6 C7 N1 2.4(11) . . . . ?
C5 C6 C7 N1 178.5(7) . . . . ?
C7 N1 C8 C9 -133.8(7) . . . . ?
Fe1 N1 C8 C9 33.2(7) . . . . ?
C10 N2 C9 C8 170.8(6) . . . . ?
Fe1 N2 C9 C8 46.8(7) . . . . ?
N1 C8 C9 N2 -53.0(7) . . . . ?
C9 N2 C10 C11 65.0(8) . . . . ?
Fe1 N2 C10 C11 -174.6(5) . . . . ?
Fe1 O2 C12 C17 4.2(11) . . . . ?
Fe1 O2 C12 C13 -176.8(5) . . . . ?
O2 C12 C13 C14 178.9(7) . . . . ?
C17 C12 C13 C14 -2.1(11) . . . . ?
C12 C13 C14 C15 0.8(12) . . . . ?
C13 C14 C15 C16 1.5(14) . . . . ?
C14 C15 C16 C17 -2.5(13) . . . . ?
O2 C12 C17 C16 -179.9(7) . . . . ?
C13 C12 C17 C16 1.1(11) . . . . ?
O2 C12 C17 C18 2.0(11) . . . . ?
C13 C12 C17 C18 -177.0(6) . . . . ?
C15 C16 C17 C12 1.1(12) . . . . ?
C15 C16 C17 C18 179.3(7) . . . . ?
C19 N3 C18 C17 -179.4(6) . . . . ?
Fe1 N3 C18 C17 -0.6(11) . . . . ?
C12 C17 C18 N3 -3.5(12) . . . . ?
C16 C17 C18 N3 178.4(7) . . . . ?
C18 N3 C19 C20 -158.0(6) . . . . ?
Fe1 N3 C19 C20 23.1(7) . . . . ?
C21 N4 C20 C19 179.6(5) . . . . ?
Fe1 N4 C20 C19 54.4(6) . . . . ?
N3 C19 C20 N4 -51.5(7) . . . . ?
C20 N4 C21 C22 66.2(8) . . . . ?
Fe1 N4 C21 C22 -173.9(5) . . . . ?
Fe2 O3 C23 C24 162.6(5) . . . . ?
Fe2 O3 C23 C28 -17.3(10) . . . . ?
O3 C23 C24 C25 -176.2(6) . . . . ?
C28 C23 C24 C25 3.7(10) . . . . ?
C23 C24 C25 C26 -1.9(11) . . . . ?
C24 C25 C26 C27 -2.6(12) . . . . ?
C25 C26 C27 C28 5.1(12) . . . . ?
C26 C27 C28 C23 -3.2(11) . . . . ?
C26 C27 C28 C29 -179.2(7) . . . . ?
O3 C23 C28 C27 178.8(7) . . . . ?
C24 C23 C28 C27 -1.2(10) . . . . ?
O3 C23 C28 C29 -5.4(11) . . . . ?
C24 C23 C28 C29 174.6(6) . . . . ?
C30 N5 C29 C28 177.3(6) . . . . ?
Fe2 N5 C29 C28 14.1(9) . . . . ?
C27 C28 C29 N5 -177.4(7) . . . . ?
C23 C28 C29 N5 6.7(10) . . . . ?
C29 N5 C30 C31 -130.8(6) . . . . ?
Fe2 N5 C30 C31 34.0(7) . . . . ?
C32 N6 C31 C30 169.4(6) . . . . ?
Fe2 N6 C31 C30 43.3(6) . . . . ?
N5 C30 C31 N6 -50.9(7) . . . . ?
C31 N6 C32 C33 59.3(8) . . . . ?
Fe2 N6 C32 C33 -178.5(5) . . . . ?
Fe2 O4 C34 C39 -10.1(9) . . . . ?
Fe2 O4 C34 C35 171.7(4) . . . . ?
O4 C34 C35 C36 178.7(6) . . . . ?
C39 C34 C35 C36 0.4(10) . . . . ?
C34 C35 C36 C37 0.2(10) . . . . ?
C35 C36 C37 C38 -1.6(11) . . . . ?
C36 C37 C38 C39 2.4(11) . . . . ?
O4 C34 C39 C38 -177.9(6) . . . . ?
C35 C34 C39 C38 0.3(10) . . . . ?
O4 C34 C39 C40 -3.0(11) . . . . ?
C35 C34 C39 C40 175.2(6) . . . . ?
C37 C38 C39 C34 -1.8(11) . . . . ?
C37 C38 C39 C40 -177.0(7) . . . . ?
C41 N7 C40 C39 179.1(7) . . . . ?
Fe2 N7 C40 C39 5.3(11) . . . . ?
C34 C39 C40 N7 5.2(12) . . . . ?
C38 C39 C40 N7 -180.0(7) . . . . ?
C40 N7 C41 C42 -144.6(7) . . . . ?
Fe2 N7 C41 C42 29.9(8) . . . . ?
C43 N8 C42 C41 172.0(5) . . . . ?
Fe2 N8 C42 C41 46.0(6) . . . . ?
N7 C41 C42 N8 -49.7(8) . . . . ?
C42 N8 C43 C44 56.3(8) . . . . ?
Fe2 N8 C43 C44 178.3(6) . . . . ?

_refine_diff_density_max         0.554
_refine_diff_density_min         -0.871
_refine_diff_density_rms         0.112


_exptl_crystal_preparation       'Magnetic properties,Thermal conductivity'
####################################################################### 
# 
# 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_4_166K
_database_code_depnum_ccdc_archive 'CCDC 2184635'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Niigata University
Japan
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 Cl4 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H26 Cl4 F3 Fe N4 O5 S'
_chemical_formula_weight         725.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.9434(4)
_cell_length_b                   16.5560(5)
_cell_length_c                   14.1963(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.038(6)
_cell_angle_gamma                90
_cell_volume                     3041.64(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    166(2)
_cell_measurement_reflns_used    16701
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      68.13

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_F_000             1476
_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    8.380
_shelx_estimated_absorpt_T_min   0.488
_shelx_estimated_absorpt_T_max   0.488
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3138
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      166(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            33527
_diffrn_reflns_av_unetI/netI     0.1241
_diffrn_reflns_av_R_equivalents  0.1325
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.103
_diffrn_reflns_theta_max         68.202
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5513
_reflns_number_gt                2955
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0600P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5513
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1284
_refine_ls_R_factor_gt           0.0625
_refine_ls_wR_factor_ref         0.1448
_refine_ls_wR_factor_gt          0.1213
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_restrained_S_all      0.955
_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 0.68444(6) 0.28071(5) 0.46481(6) 0.0390(3) Uani 1 1 d . . . . .
Cl1 Cl 0.82911(11) 0.12157(9) 0.23213(10) 0.0603(4) Uani 1 1 d . . . . .
Cl2 Cl 0.45477(11) 0.01320(9) 0.12271(10) 0.0643(5) Uani 1 1 d . . . . .
Cl3 Cl 0.53761(10) 0.42014(9) 0.20937(10) 0.0548(4) Uani 1 1 d . . . . .
Cl4 Cl 0.91079(10) 0.44742(9) 0.05414(9) 0.0542(4) Uani 1 1 d . . . . .
S1 S 0.67784(13) 0.26961(10) 0.81836(12) 0.0581(5) Uani 1 1 d . . . . .
F1 F 0.6875(3) 0.4012(3) 0.9158(3) 0.1149(16) Uani 1 1 d . . . . .
F2 F 0.5546(4) 0.3304(3) 0.9426(3) 0.134(2) Uani 1 1 d . . . . .
F3 F 0.5643(4) 0.3981(3) 0.8173(4) 0.1328(18) Uani 1 1 d . . . . .
O1 O 0.7197(2) 0.19995(19) 0.3805(2) 0.0389(9) Uani 1 1 d . . . . .
O2 O 0.6493(2) 0.3522(2) 0.3672(2) 0.0414(9) Uani 1 1 d . . . . .
O3 O 0.7396(4) 0.2323(3) 0.8897(3) 0.1120(18) Uani 1 1 d . . . . .
O4 O 0.5940(3) 0.2261(3) 0.7805(4) 0.1070(18) Uani 1 1 d . . . . .
O5 O 0.7379(3) 0.3101(3) 0.7474(3) 0.0754(13) Uani 1 1 d . . . . .
N1 N 0.8271(3) 0.3101(2) 0.4610(3) 0.0395(11) Uani 1 1 d . . . . .
N2 N 0.7308(3) 0.2069(2) 0.5718(3) 0.0422(12) Uani 1 1 d . . . . .
H1 H 0.713898 0.234614 0.632223 0.051 Uiso 1 1 calc R U . . .
N3 N 0.5425(3) 0.2497(2) 0.4669(3) 0.0392(11) Uani 1 1 d . . . . .
N4 N 0.6404(3) 0.3678(2) 0.5567(3) 0.0385(11) Uani 1 1 d . . . . .
H2 H 0.658886 0.348910 0.621785 0.046 Uiso 1 1 calc R U . . .
C1 C 0.6565(4) 0.1638(3) 0.3219(4) 0.0427(14) Uani 1 1 d . . . . .
C2 C 0.6965(4) 0.1194(3) 0.2464(4) 0.0404(14) Uani 1 1 d . . . . .
C3 C 0.6359(4) 0.0752(3) 0.1846(4) 0.0496(15) Uani 1 1 d . . . . .
H3 H 0.666184 0.046339 0.134305 0.059 Uiso 1 1 calc R U . . .
C4 C 0.5302(4) 0.0735(3) 0.1970(4) 0.0461(15) Uani 1 1 d . . . . .
C5 C 0.4854(4) 0.1162(3) 0.2673(4) 0.0433(14) Uani 1 1 d . . . . .
H4 H 0.412538 0.114952 0.273993 0.052 Uiso 1 1 calc R U . . .
C6 C 0.5471(4) 0.1622(3) 0.3304(4) 0.0405(14) Uani 1 1 d . . . . .
C7 C 0.4949(4) 0.2049(3) 0.4049(4) 0.0418(14) Uani 1 1 d . . . . .
H5 H 0.421943 0.199771 0.408580 0.050 Uiso 1 1 calc R U . . .
C8 C 0.4820(4) 0.2882(3) 0.5411(4) 0.0503(15) Uani 1 1 d . . . . .
H6 H 0.490469 0.258794 0.601441 0.060 Uiso 1 1 calc R U . . .
H7 H 0.407685 0.289450 0.523297 0.060 Uiso 1 1 calc R U . . .
C9 C 0.5252(4) 0.3734(3) 0.5493(4) 0.0498(15) Uani 1 1 d . . . . .
H8 H 0.504713 0.405485 0.493166 0.060 Uiso 1 1 calc R U . . .
H9 H 0.497785 0.400331 0.605837 0.060 Uiso 1 1 calc R U . . .
C10 C 0.6888(4) 0.4488(3) 0.5430(4) 0.0484(15) Uani 1 1 d . . . . .
H10 H 0.663147 0.471554 0.482462 0.058 Uiso 1 1 calc R U . . .
H11 H 0.764452 0.441714 0.538217 0.058 Uiso 1 1 calc R U . . .
C11 C 0.6680(4) 0.5084(3) 0.6197(4) 0.0598(17) Uani 1 1 d . . . . .
H12 H 0.702170 0.559669 0.605570 0.072 Uiso 1 1 calc R U . . .
H13 H 0.593337 0.517181 0.624013 0.072 Uiso 1 1 calc R U . . .
H14 H 0.694816 0.487289 0.679864 0.072 Uiso 1 1 calc R U . . .
C12 C 0.7122(4) 0.3718(3) 0.2991(4) 0.0358(13) Uani 1 1 d . . . . .
C13 C 0.6703(4) 0.4053(3) 0.2165(4) 0.0416(14) Uani 1 1 d . . . . .
C14 C 0.7299(4) 0.4294(3) 0.1425(4) 0.0456(15) Uani 1 1 d . . . . .
H15 H 0.699155 0.453628 0.088173 0.055 Uiso 1 1 calc R U . . .
C15 C 0.8355(4) 0.4178(3) 0.1488(4) 0.0433(14) Uani 1 1 d . . . . .
C16 C 0.8807(4) 0.3847(3) 0.2281(4) 0.0400(14) Uani 1 1 d . . . . .
H16 H 0.953360 0.376666 0.230853 0.048 Uiso 1 1 calc R U . . .
C17 C 0.8213(4) 0.3631(3) 0.3040(4) 0.0332(13) Uani 1 1 d . . . . .
C18 C 0.8735(4) 0.3359(3) 0.3878(4) 0.0403(14) Uani 1 1 d . . . . .
H17 H 0.946878 0.337117 0.389436 0.048 Uiso 1 1 calc R U . . .
C19 C 0.8868(4) 0.2834(3) 0.5452(4) 0.0440(14) Uani 1 1 d . . . . .
H18 H 0.876423 0.320943 0.598467 0.053 Uiso 1 1 calc R U . . .
H19 H 0.961525 0.280840 0.531620 0.053 Uiso 1 1 calc R U . . .
C20 C 0.8453(4) 0.2004(3) 0.5678(4) 0.0499(16) Uani 1 1 d . . . . .
H20 H 0.865070 0.161325 0.518472 0.060 Uiso 1 1 calc R U . . .
H21 H 0.873829 0.181435 0.629067 0.060 Uiso 1 1 calc R U . . .
C21 C 0.6812(4) 0.1267(3) 0.5732(4) 0.0508(16) Uani 1 1 d . . . . .
H22 H 0.696627 0.098423 0.513618 0.061 Uiso 1 1 calc R U . . .
H23 H 0.605393 0.134136 0.575487 0.061 Uiso 1 1 calc R U . . .
C22 C 0.7152(4) 0.0735(3) 0.6553(4) 0.0583(17) Uani 1 1 d . . . . .
H24 H 0.679101 0.021509 0.651257 0.070 Uiso 1 1 calc R U . . .
H25 H 0.789939 0.064372 0.652730 0.070 Uiso 1 1 calc R U . . .
H26 H 0.698562 0.100141 0.714696 0.070 Uiso 1 1 calc R U . . .
C23 C 0.6187(7) 0.3514(5) 0.8806(6) 0.080(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O1 1.857(3) . ?
Fe1 O2 1.872(3) . ?
Fe1 N3 1.909(4) . ?
Fe1 N1 1.911(4) . ?
Fe1 N2 2.031(4) . ?
Fe1 N4 2.033(4) . ?
Cl1 C2 1.733(5) . ?
Cl2 C4 1.738(5) . ?
Cl3 C13 1.736(5) . ?
Cl4 C15 1.745(5) . ?
S1 O4 1.402(4) . ?
S1 O3 1.420(4) . ?
S1 O5 1.448(4) . ?
S1 C23 1.797(8) . ?
F1 C23 1.306(7) . ?
F2 C23 1.269(8) . ?
F3 C23 1.369(8) . ?
O1 C1 1.302(6) . ?
O2 C12 1.316(5) . ?
N1 C18 1.282(6) . ?
N1 C19 1.479(6) . ?
N2 C21 1.475(6) . ?
N2 C20 1.488(6) . ?
N2 H1 1.0000 . ?
N3 C7 1.298(6) . ?
N3 C8 1.469(6) . ?
N4 C9 1.495(6) . ?
N4 C10 1.495(6) . ?
N4 H2 1.0000 . ?
C1 C2 1.406(6) . ?
C1 C6 1.424(6) . ?
C2 C3 1.376(6) . ?
C3 C4 1.383(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.361(7) . ?
C5 C6 1.412(6) . ?
C5 H4 0.9500 . ?
C6 C7 1.449(7) . ?
C7 H5 0.9500 . ?
C8 C9 1.521(7) . ?
C8 H6 0.9900 . ?
C8 H7 0.9900 . ?
C9 H8 0.9900 . ?
C9 H9 0.9900 . ?
C10 C11 1.497(6) . ?
C10 H10 0.9900 . ?
C10 H11 0.9900 . ?
C11 H12 0.9800 . ?
C11 H13 0.9800 . ?
C11 H14 0.9800 . ?
C12 C13 1.398(6) . ?
C12 C17 1.420(6) . ?
C13 C14 1.373(6) . ?
C14 C15 1.381(6) . ?
C14 H15 0.9500 . ?
C15 C16 1.373(6) . ?
C16 C17 1.382(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.430(6) . ?
C18 H17 0.9500 . ?
C19 C20 1.513(7) . ?
C19 H18 0.9900 . ?
C19 H19 0.9900 . ?
C20 H20 0.9900 . ?
C20 H21 0.9900 . ?
C21 C22 1.520(6) . ?
C21 H22 0.9900 . ?
C21 H23 0.9900 . ?
C22 H24 0.9800 . ?
C22 H25 0.9800 . ?
C22 H26 0.9800 . ?

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
O1 Fe1 O2 92.15(14) . . ?
O1 Fe1 N3 93.68(17) . . ?
O2 Fe1 N3 87.75(16) . . ?
O1 Fe1 N1 85.19(16) . . ?
O2 Fe1 N1 92.28(17) . . ?
N3 Fe1 N1 178.87(19) . . ?
O1 Fe1 N2 88.65(16) . . ?
O2 Fe1 N2 176.51(16) . . ?
N3 Fe1 N2 95.60(17) . . ?
N1 Fe1 N2 84.40(18) . . ?
O1 Fe1 N4 177.90(15) . . ?
O2 Fe1 N4 87.68(15) . . ?
N3 Fe1 N4 84.22(18) . . ?
N1 Fe1 N4 96.90(17) . . ?
N2 Fe1 N4 91.65(16) . . ?
O4 S1 O3 118.2(3) . . ?
O4 S1 O5 113.1(3) . . ?
O3 S1 O5 113.3(3) . . ?
O4 S1 C23 104.0(3) . . ?
O3 S1 C23 102.5(4) . . ?
O5 S1 C23 103.4(3) . . ?
C1 O1 Fe1 125.8(3) . . ?
C12 O2 Fe1 123.7(3) . . ?
C18 N1 C19 120.6(4) . . ?
C18 N1 Fe1 125.1(4) . . ?
C19 N1 Fe1 113.1(3) . . ?
C21 N2 C20 111.6(4) . . ?
C21 N2 Fe1 115.4(3) . . ?
C20 N2 Fe1 107.2(3) . . ?
C21 N2 H1 107.4 . . ?
C20 N2 H1 107.4 . . ?
Fe1 N2 H1 107.4 . . ?
C7 N3 C8 118.8(5) . . ?
C7 N3 Fe1 126.1(4) . . ?
C8 N3 Fe1 114.9(3) . . ?
C9 N4 C10 110.8(4) . . ?
C9 N4 Fe1 106.8(3) . . ?
C10 N4 Fe1 115.5(3) . . ?
C9 N4 H2 107.8 . . ?
C10 N4 H2 107.8 . . ?
Fe1 N4 H2 107.8 . . ?
O1 C1 C2 119.5(5) . . ?
O1 C1 C6 124.7(5) . . ?
C2 C1 C6 115.8(5) . . ?
C3 C2 C1 123.4(5) . . ?
C3 C2 Cl1 119.4(4) . . ?
C1 C2 Cl1 117.2(4) . . ?
C2 C3 C4 118.9(5) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 H3 120.5 . . ?
C5 C4 C3 121.2(5) . . ?
C5 C4 Cl2 120.1(4) . . ?
C3 C4 Cl2 118.7(4) . . ?
C4 C5 C6 120.2(5) . . ?
C4 C5 H4 119.9 . . ?
C6 C5 H4 119.9 . . ?
C5 C6 C1 120.5(5) . . ?
C5 C6 C7 117.4(5) . . ?
C1 C6 C7 122.0(5) . . ?
N3 C7 C6 123.5(5) . . ?
N3 C7 H5 118.3 . . ?
C6 C7 H5 118.3 . . ?
N3 C8 C9 104.9(4) . . ?
N3 C8 H6 110.8 . . ?
C9 C8 H6 110.8 . . ?
N3 C8 H7 110.8 . . ?
C9 C8 H7 110.8 . . ?
H6 C8 H7 108.8 . . ?
N4 C9 C8 108.2(4) . . ?
N4 C9 H8 110.1 . . ?
C8 C9 H8 110.1 . . ?
N4 C9 H9 110.1 . . ?
C8 C9 H9 110.1 . . ?
H8 C9 H9 108.4 . . ?
N4 C10 C11 114.5(4) . . ?
N4 C10 H10 108.6 . . ?
C11 C10 H10 108.6 . . ?
N4 C10 H11 108.6 . . ?
C11 C10 H11 108.6 . . ?
H10 C10 H11 107.6 . . ?
C10 C11 H12 109.5 . . ?
C10 C11 H13 109.5 . . ?
H12 C11 H13 109.5 . . ?
C10 C11 H14 109.5 . . ?
H12 C11 H14 109.5 . . ?
H13 C11 H14 109.5 . . ?
O2 C12 C13 118.6(5) . . ?
O2 C12 C17 124.5(5) . . ?
C13 C12 C17 116.9(5) . . ?
C14 C13 C12 122.9(5) . . ?
C14 C13 Cl3 118.9(4) . . ?
C12 C13 Cl3 118.2(4) . . ?
C13 C14 C15 118.6(5) . . ?
C13 C14 H15 120.7 . . ?
C15 C14 H15 120.7 . . ?
C16 C15 C14 121.0(5) . . ?
C16 C15 Cl4 120.5(4) . . ?
C14 C15 Cl4 118.5(4) . . ?
C15 C16 C17 120.5(5) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C16 C17 C12 120.1(5) . . ?
C16 C17 C18 118.0(5) . . ?
C12 C17 C18 121.8(5) . . ?
N1 C18 C17 123.9(5) . . ?
N1 C18 H17 118.1 . . ?
C17 C18 H17 118.1 . . ?
N1 C19 C20 105.1(4) . . ?
N1 C19 H18 110.7 . . ?
C20 C19 H18 110.7 . . ?
N1 C19 H19 110.7 . . ?
C20 C19 H19 110.7 . . ?
H18 C19 H19 108.8 . . ?
N2 C20 C19 107.5(4) . . ?
N2 C20 H20 110.2 . . ?
C19 C20 H20 110.2 . . ?
N2 C20 H21 110.2 . . ?
C19 C20 H21 110.2 . . ?
H20 C20 H21 108.5 . . ?
N2 C21 C22 114.3(4) . . ?
N2 C21 H22 108.7 . . ?
C22 C21 H22 108.7 . . ?
N2 C21 H23 108.7 . . ?
C22 C21 H23 108.7 . . ?
H22 C21 H23 107.6 . . ?
C21 C22 H24 109.5 . . ?
C21 C22 H25 109.5 . . ?
H24 C22 H25 109.5 . . ?
C21 C22 H26 109.5 . . ?
H24 C22 H26 109.5 . . ?
H25 C22 H26 109.5 . . ?
F2 C23 F1 110.9(7) . . ?
F2 C23 F3 106.0(7) . . ?
F1 C23 F3 103.6(7) . . ?
F2 C23 S1 115.1(6) . . ?
F1 C23 S1 111.7(6) . . ?
F3 C23 S1 108.8(5) . . ?

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
O2 Fe1 O1 C1 -64.8(4) . . . . ?
N3 Fe1 O1 C1 23.1(4) . . . . ?
N1 Fe1 O1 C1 -156.9(4) . . . . ?
N2 Fe1 O1 C1 118.6(4) . . . . ?
O1 Fe1 O2 C12 -54.8(4) . . . . ?
N3 Fe1 O2 C12 -148.4(4) . . . . ?
N1 Fe1 O2 C12 30.5(4) . . . . ?
N4 Fe1 O2 C12 127.3(4) . . . . ?
Fe1 O1 C1 C2 163.8(3) . . . . ?
Fe1 O1 C1 C6 -19.3(7) . . . . ?
O1 C1 C2 C3 175.8(5) . . . . ?
C6 C1 C2 C3 -1.3(7) . . . . ?
O1 C1 C2 Cl1 -4.2(7) . . . . ?
C6 C1 C2 Cl1 178.6(4) . . . . ?
C1 C2 C3 C4 -0.4(8) . . . . ?
Cl1 C2 C3 C4 179.6(4) . . . . ?
C2 C3 C4 C5 1.7(8) . . . . ?
C2 C3 C4 Cl2 -176.5(4) . . . . ?
C3 C4 C5 C6 -1.1(8) . . . . ?
Cl2 C4 C5 C6 177.1(4) . . . . ?
C4 C5 C6 C1 -0.8(8) . . . . ?
C4 C5 C6 C7 -178.7(5) . . . . ?
O1 C1 C6 C5 -175.1(5) . . . . ?
C2 C1 C6 C5 1.9(7) . . . . ?
O1 C1 C6 C7 2.7(8) . . . . ?
C2 C1 C6 C7 179.7(5) . . . . ?
C8 N3 C7 C6 -178.2(4) . . . . ?
Fe1 N3 C7 C6 8.8(7) . . . . ?
C5 C6 C7 N3 -179.5(5) . . . . ?
C1 C6 C7 N3 2.6(8) . . . . ?
C7 N3 C8 C9 -137.8(5) . . . . ?
Fe1 N3 C8 C9 36.0(5) . . . . ?
C10 N4 C9 C8 167.1(4) . . . . ?
Fe1 N4 C9 C8 40.6(5) . . . . ?
N3 C8 C9 N4 -49.1(5) . . . . ?
C9 N4 C10 C11 67.3(5) . . . . ?
Fe1 N4 C10 C11 -171.2(3) . . . . ?
Fe1 O2 C12 C13 161.2(3) . . . . ?
Fe1 O2 C12 C17 -20.3(6) . . . . ?
O2 C12 C13 C14 178.4(5) . . . . ?
C17 C12 C13 C14 -0.2(8) . . . . ?
O2 C12 C13 Cl3 0.7(6) . . . . ?
C17 C12 C13 Cl3 -177.9(4) . . . . ?
C12 C13 C14 C15 2.1(8) . . . . ?
Cl3 C13 C14 C15 179.7(4) . . . . ?
C13 C14 C15 C16 -1.7(8) . . . . ?
C13 C14 C15 Cl4 179.3(4) . . . . ?
C14 C15 C16 C17 -0.6(8) . . . . ?
Cl4 C15 C16 C17 178.4(4) . . . . ?
C15 C16 C17 C12 2.6(7) . . . . ?
C15 C16 C17 C18 -174.3(5) . . . . ?
O2 C12 C17 C16 179.3(4) . . . . ?
C13 C12 C17 C16 -2.1(7) . . . . ?
O2 C12 C17 C18 -3.9(8) . . . . ?
C13 C12 C17 C18 174.6(4) . . . . ?
C19 N1 C18 C17 -179.7(4) . . . . ?
Fe1 N1 C18 C17 14.1(7) . . . . ?
C16 C17 C18 N1 -176.1(5) . . . . ?
C12 C17 C18 N1 7.1(8) . . . . ?
C18 N1 C19 C20 -128.4(5) . . . . ?
Fe1 N1 C19 C20 39.3(5) . . . . ?
C21 N2 C20 C19 167.8(4) . . . . ?
Fe1 N2 C20 C19 40.5(4) . . . . ?
N1 C19 C20 N2 -51.4(5) . . . . ?
C20 N2 C21 C22 58.7(6) . . . . ?
Fe1 N2 C21 C22 -178.6(3) . . . . ?
O4 S1 C23 F2 56.3(7) . . . . ?
O3 S1 C23 F2 -67.4(7) . . . . ?
O5 S1 C23 F2 174.7(6) . . . . ?
O4 S1 C23 F1 -176.1(6) . . . . ?
O3 S1 C23 F1 60.2(7) . . . . ?
O5 S1 C23 F1 -57.7(7) . . . . ?
O4 S1 C23 F3 -62.5(6) . . . . ?
O3 S1 C23 F3 173.9(5) . . . . ?
O5 S1 C23 F3 55.9(6) . . . . ?

_refine_diff_density_max         0.491
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.080


_exptl_crystal_preparation       'Magnetic properties,Thermal conductivity'
####################################################################### 
# 
# 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_3_254K
_database_code_depnum_ccdc_archive 'CCDC 2184634'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Niigata University
Japan
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H28 Br2 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H28 Br2 F3 Fe N4 O5 S'
_chemical_formula_weight         745.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.5228(4)
_cell_length_b                   24.5067(11)
_cell_length_c                   12.6996(6)
_cell_angle_alpha                90
_cell_angle_beta                 106.982(8)
_cell_angle_gamma                90
_cell_volume                     2834.5(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    254(2)
_cell_measurement_reflns_used    14306
_cell_measurement_theta_min      6.60
_cell_measurement_theta_max      68.18

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.746
_exptl_crystal_F_000             1492
_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    8.800
_shelx_estimated_absorpt_T_min   0.473
_shelx_estimated_absorpt_T_max   0.473
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3723
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      254(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            30737
_diffrn_reflns_av_unetI/netI     0.1024
_diffrn_reflns_av_R_equivalents  0.1275
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.607
_diffrn_reflns_theta_max         68.178
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5121
_reflns_number_gt                2782
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0584P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5121
_refine_ls_number_parameters     352
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1232
_refine_ls_R_factor_gt           0.0616
_refine_ls_wR_factor_ref         0.1498
_refine_ls_wR_factor_gt          0.1242
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.982
_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
Br1 Br -0.18819(9) 0.76036(3) -0.19169(6) 0.0879(3) Uani 1 1 d . . . . .
Br2 Br 0.81117(9) 0.53534(3) -0.02927(6) 0.0936(3) Uani 1 1 d . . . . .
Fe1 Fe 0.31513(10) 0.62177(3) 0.28332(7) 0.0552(3) Uani 1 1 d . . . . .
S1 S 0.2366(2) 0.60300(7) 0.66427(15) 0.0778(6) Uani 1 1 d . . . . .
F1 F 0.4992(6) 0.6095(2) 0.7993(4) 0.157(2) Uani 1 1 d . . . . .
F2 F 0.3419(6) 0.65800(18) 0.8448(4) 0.1386(18) Uani 1 1 d . . . . .
F3 F 0.4245(6) 0.6823(2) 0.7193(4) 0.1474(19) Uani 1 1 d . . . . .
O1 O 0.1918(4) 0.60832(13) 0.1419(3) 0.0624(11) Uani 1 1 d . . . . .
O2 O 0.4599(4) 0.65213(13) 0.2260(3) 0.0617(11) Uani 1 1 d . . . . .
O3 O 0.3115(6) 0.58023(18) 0.5919(4) 0.1030(16) Uani 1 1 d . . . . .
O4 O 0.1340(6) 0.6438(2) 0.6172(4) 0.138(2) Uani 1 1 d . . . . .
O5 O 0.1921(7) 0.56336(19) 0.7282(4) 0.135(2) Uani 1 1 d . . . . .
N1 N 0.2276(5) 0.69339(16) 0.2906(4) 0.0554(13) Uani 1 1 d . . . . .
N2 N 0.4472(6) 0.64309(17) 0.4393(4) 0.0576(13) Uani 1 1 d . . . . .
H1 H 0.405456 0.625993 0.493185 0.069 Uiso 1 1 calc R U . . .
N3 N 0.3957(5) 0.54873(16) 0.2875(4) 0.0554(13) Uani 1 1 d . . . . .
N4 N 0.1675(5) 0.58187(16) 0.3493(4) 0.0561(13) Uani 1 1 d . . . . .
H2 H 0.203348 0.585946 0.429446 0.067 Uiso 1 1 calc R U . . .
C1 C 0.1212(7) 0.6454(2) 0.0702(5) 0.0568(16) Uani 1 1 d . . . . .
C2 C 0.0722(7) 0.6308(2) -0.0413(5) 0.0686(18) Uani 1 1 d . . . . .
H3 H 0.099706 0.597271 -0.063515 0.082 Uiso 1 1 calc R U . . .
C3 C -0.0143(7) 0.6646(2) -0.1169(5) 0.0703(19) Uani 1 1 d . . . . .
H4 H -0.047843 0.653972 -0.190327 0.084 Uiso 1 1 calc R U . . .
C4 C -0.0532(7) 0.7153(2) -0.0849(5) 0.0614(17) Uani 1 1 d . . . . .
C5 C -0.0023(7) 0.7319(2) 0.0209(5) 0.0600(17) Uani 1 1 d . . . . .
H5 H -0.029615 0.765915 0.040891 0.072 Uiso 1 1 calc R U . . .
C6 C 0.0908(6) 0.6987(2) 0.1008(5) 0.0545(16) Uani 1 1 d . . . . .
C7 C 0.1423(7) 0.7187(2) 0.2099(5) 0.0579(17) Uani 1 1 d . . . . .
H6 H 0.110957 0.753264 0.223564 0.069 Uiso 1 1 calc R U . . .
C8 C 0.2745(7) 0.7174(2) 0.4000(5) 0.0640(18) Uani 1 1 d . . . . .
H7 H 0.216627 0.702931 0.445086 0.077 Uiso 1 1 calc R U . . .
H8 H 0.262380 0.756684 0.395549 0.077 Uiso 1 1 calc R U . . .
C9 C 0.4333(7) 0.7029(2) 0.4489(5) 0.0626(17) Uani 1 1 d . . . . .
H9 H 0.492721 0.721570 0.409783 0.075 Uiso 1 1 calc R U . . .
H10 H 0.466557 0.713820 0.525664 0.075 Uiso 1 1 calc R U . . .
C10 C 0.6028(7) 0.6254(2) 0.4654(5) 0.0701(19) Uani 1 1 d . . . . .
H11 H 0.643546 0.640155 0.409774 0.084 Uiso 1 1 calc R U . . .
H12 H 0.604848 0.585966 0.460089 0.084 Uiso 1 1 calc R U . . .
C11 C 0.7016(7) 0.6421(3) 0.5778(5) 0.084(2) Uani 1 1 d . . . . .
H13 H 0.799239 0.628866 0.586775 0.101 Uiso 1 1 calc R U . . .
H14 H 0.703372 0.681184 0.583629 0.101 Uiso 1 1 calc R U . . .
H15 H 0.664577 0.626858 0.634072 0.101 Uiso 1 1 calc R U . . .
C12 C 0.5308(7) 0.6251(2) 0.1674(5) 0.0556(16) Uani 1 1 d . . . . .
C13 C 0.6066(7) 0.6535(2) 0.1055(5) 0.0637(18) Uani 1 1 d . . . . .
H16 H 0.600667 0.691415 0.103982 0.076 Uiso 1 1 calc R U . . .
C14 C 0.6879(7) 0.6292(3) 0.0479(5) 0.0699(19) Uani 1 1 d . . . . .
H17 H 0.736231 0.650040 0.007968 0.084 Uiso 1 1 calc R U . . .
C15 C 0.6983(7) 0.5724(3) 0.0490(5) 0.0646(18) Uani 1 1 d . . . . .
C16 C 0.6277(7) 0.5427(2) 0.1080(5) 0.0619(17) Uani 1 1 d . . . . .
H18 H 0.635327 0.504901 0.108503 0.074 Uiso 1 1 calc R U . . .
C17 C 0.5443(6) 0.5675(2) 0.1678(5) 0.0541(15) Uani 1 1 d . . . . .
C18 C 0.4801(7) 0.5329(2) 0.2310(5) 0.0595(17) Uani 1 1 d . . . . .
H19 H 0.500938 0.495765 0.231500 0.071 Uiso 1 1 calc R U . . .
C19 C 0.3349(7) 0.5086(2) 0.3473(5) 0.0696(18) Uani 1 1 d . . . . .
H20 H 0.384516 0.510654 0.425618 0.084 Uiso 1 1 calc R U . . .
H21 H 0.346281 0.471990 0.321923 0.084 Uiso 1 1 calc R U . . .
C20 C 0.1738(7) 0.5227(2) 0.3240(5) 0.0682(18) Uani 1 1 d . . . . .
H22 H 0.121393 0.515544 0.247448 0.082 Uiso 1 1 calc R U . . .
H23 H 0.129750 0.501072 0.370041 0.082 Uiso 1 1 calc R U . . .
C21 C 0.0138(7) 0.6017(2) 0.3133(5) 0.0704(19) Uani 1 1 d . . . . .
H24 H -0.024167 0.597273 0.234196 0.084 Uiso 1 1 calc R U . . .
H25 H 0.013837 0.640486 0.329027 0.084 Uiso 1 1 calc R U . . .
C22 C -0.0885(7) 0.5737(3) 0.3662(6) 0.087(2) Uani 1 1 d . . . . .
H26 H -0.185028 0.589018 0.338403 0.105 Uiso 1 1 calc R U . . .
H27 H -0.091909 0.535433 0.349528 0.105 Uiso 1 1 calc R U . . .
H28 H -0.053833 0.578728 0.444540 0.105 Uiso 1 1 calc R U . . .
C23 C 0.3816(11) 0.6383(3) 0.7633(7) 0.102(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C4 1.922(6) . ?
Br2 C15 1.896(6) . ?
Fe1 O1 1.865(4) . ?
Fe1 O2 1.889(4) . ?
Fe1 N3 1.942(4) . ?
Fe1 N1 1.957(4) . ?
Fe1 N4 2.079(5) . ?
Fe1 N2 2.080(5) . ?
S1 O4 1.404(5) . ?
S1 O5 1.409(5) . ?
S1 O3 1.431(4) . ?
S1 C23 1.795(8) . ?
F1 C23 1.288(8) . ?
F2 C23 1.294(8) . ?
F3 C23 1.333(9) . ?
O1 C1 1.322(6) . ?
O2 C12 1.320(6) . ?
N1 C7 1.268(6) . ?
N1 C8 1.454(6) . ?
N2 C9 1.480(6) . ?
N2 C10 1.485(7) . ?
N2 H1 0.9800 . ?
N3 C18 1.283(6) . ?
N3 C19 1.461(6) . ?
N4 C21 1.482(6) . ?
N4 C20 1.491(6) . ?
N4 H2 0.9800 . ?
C1 C2 1.402(7) . ?
C1 C6 1.417(7) . ?
C2 C3 1.352(7) . ?
C2 H3 0.9300 . ?
C3 C4 1.391(7) . ?
C3 H4 0.9300 . ?
C4 C5 1.351(7) . ?
C5 C6 1.398(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.416(7) . ?
C7 H6 0.9300 . ?
C8 C9 1.500(7) . ?
C8 H7 0.9700 . ?
C8 H8 0.9700 . ?
C9 H9 0.9700 . ?
C9 H10 0.9700 . ?
C10 C11 1.518(7) . ?
C10 H11 0.9700 . ?
C10 H12 0.9700 . ?
C11 H13 0.9600 . ?
C11 H14 0.9600 . ?
C11 H15 0.9600 . ?
C12 C13 1.398(7) . ?
C12 C17 1.417(7) . ?
C13 C14 1.349(7) . ?
C13 H16 0.9300 . ?
C14 C15 1.395(8) . ?
C14 H17 0.9300 . ?
C15 C16 1.356(7) . ?
C16 C17 1.388(7) . ?
C16 H18 0.9300 . ?
C17 C18 1.425(7) . ?
C18 H19 0.9300 . ?
C19 C20 1.515(8) . ?
C19 H20 0.9700 . ?
C19 H21 0.9700 . ?
C20 H22 0.9700 . ?
C20 H23 0.9700 . ?
C21 C22 1.501(7) . ?
C21 H24 0.9700 . ?
C21 H25 0.9700 . ?
C22 H26 0.9600 . ?
C22 H27 0.9600 . ?
C22 H28 0.9600 . ?

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
O1 Fe1 O2 91.35(17) . . ?
O1 Fe1 N3 89.75(17) . . ?
O2 Fe1 N3 92.66(18) . . ?
O1 Fe1 N1 92.69(18) . . ?
O2 Fe1 N1 91.94(17) . . ?
N3 Fe1 N1 174.7(2) . . ?
O1 Fe1 N4 89.71(17) . . ?
O2 Fe1 N4 174.72(17) . . ?
N3 Fe1 N4 82.18(19) . . ?
N1 Fe1 N4 93.17(18) . . ?
O1 Fe1 N2 175.53(16) . . ?
O2 Fe1 N2 87.82(18) . . ?
N3 Fe1 N2 94.67(18) . . ?
N1 Fe1 N2 82.95(19) . . ?
N4 Fe1 N2 91.52(19) . . ?
O4 S1 O5 116.6(4) . . ?
O4 S1 O3 114.8(3) . . ?
O5 S1 O3 113.1(3) . . ?
O4 S1 C23 104.6(4) . . ?
O5 S1 C23 103.2(4) . . ?
O3 S1 C23 102.2(4) . . ?
C1 O1 Fe1 126.3(3) . . ?
C12 O2 Fe1 124.8(3) . . ?
C7 N1 C8 121.3(5) . . ?
C7 N1 Fe1 125.6(4) . . ?
C8 N1 Fe1 113.0(4) . . ?
C9 N2 C10 112.2(5) . . ?
C9 N2 Fe1 106.5(3) . . ?
C10 N2 Fe1 115.2(3) . . ?
C9 N2 H1 107.5 . . ?
C10 N2 H1 107.5 . . ?
Fe1 N2 H1 107.5 . . ?
C18 N3 C19 119.6(5) . . ?
C18 N3 Fe1 124.8(4) . . ?
C19 N3 Fe1 114.9(4) . . ?
C21 N4 C20 110.6(5) . . ?
C21 N4 Fe1 116.4(4) . . ?
C20 N4 Fe1 107.3(3) . . ?
C21 N4 H2 107.4 . . ?
C20 N4 H2 107.4 . . ?
Fe1 N4 H2 107.4 . . ?
O1 C1 C2 118.2(5) . . ?
O1 C1 C6 123.2(5) . . ?
C2 C1 C6 118.6(6) . . ?
C3 C2 C1 121.0(6) . . ?
C3 C2 H3 119.5 . . ?
C1 C2 H3 119.5 . . ?
C2 C3 C4 119.9(6) . . ?
C2 C3 H4 120.0 . . ?
C4 C3 H4 120.0 . . ?
C5 C4 C3 120.7(6) . . ?
C5 C4 Br1 120.1(5) . . ?
C3 C4 Br1 119.1(5) . . ?
C4 C5 C6 120.9(6) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 118.2(5) . . ?
C5 C6 C1 118.4(6) . . ?
C7 C6 C1 123.3(5) . . ?
N1 C7 C6 125.2(5) . . ?
N1 C7 H6 117.4 . . ?
C6 C7 H6 117.4 . . ?
N1 C8 C9 107.0(5) . . ?
N1 C8 H7 110.3 . . ?
C9 C8 H7 110.3 . . ?
N1 C8 H8 110.3 . . ?
C9 C8 H8 110.3 . . ?
H7 C8 H8 108.6 . . ?
N2 C9 C8 107.7(5) . . ?
N2 C9 H9 110.2 . . ?
C8 C9 H9 110.2 . . ?
N2 C9 H10 110.2 . . ?
C8 C9 H10 110.2 . . ?
H9 C9 H10 108.5 . . ?
N2 C10 C11 115.8(5) . . ?
N2 C10 H11 108.3 . . ?
C11 C10 H11 108.3 . . ?
N2 C10 H12 108.3 . . ?
C11 C10 H12 108.3 . . ?
H11 C10 H12 107.4 . . ?
C10 C11 H13 109.5 . . ?
C10 C11 H14 109.5 . . ?
H13 C11 H14 109.5 . . ?
C10 C11 H15 109.5 . . ?
H13 C11 H15 109.5 . . ?
H14 C11 H15 109.5 . . ?
O2 C12 C13 120.1(5) . . ?
O2 C12 C17 123.9(5) . . ?
C13 C12 C17 115.9(6) . . ?
C14 C13 C12 123.9(6) . . ?
C14 C13 H16 118.1 . . ?
C12 C13 H16 118.1 . . ?
C13 C14 C15 119.0(6) . . ?
C13 C14 H17 120.5 . . ?
C15 C14 H17 120.5 . . ?
C16 C15 C14 119.8(6) . . ?
C16 C15 Br2 118.7(5) . . ?
C14 C15 Br2 121.5(5) . . ?
C15 C16 C17 121.5(5) . . ?
C15 C16 H18 119.3 . . ?
C17 C16 H18 119.3 . . ?
C16 C17 C12 120.0(5) . . ?
C16 C17 C18 117.1(5) . . ?
C12 C17 C18 122.9(5) . . ?
N3 C18 C17 125.2(5) . . ?
N3 C18 H19 117.4 . . ?
C17 C18 H19 117.4 . . ?
N3 C19 C20 106.1(5) . . ?
N3 C19 H20 110.5 . . ?
C20 C19 H20 110.5 . . ?
N3 C19 H21 110.5 . . ?
C20 C19 H21 110.5 . . ?
H20 C19 H21 108.7 . . ?
N4 C20 C19 106.3(5) . . ?
N4 C20 H22 110.5 . . ?
C19 C20 H22 110.5 . . ?
N4 C20 H23 110.5 . . ?
C19 C20 H23 110.5 . . ?
H22 C20 H23 108.7 . . ?
N4 C21 C22 115.0(5) . . ?
N4 C21 H24 108.5 . . ?
C22 C21 H24 108.5 . . ?
N4 C21 H25 108.5 . . ?
C22 C21 H25 108.5 . . ?
H24 C21 H25 107.5 . . ?
C21 C22 H26 109.5 . . ?
C21 C22 H27 109.5 . . ?
H26 C22 H27 109.5 . . ?
C21 C22 H28 109.5 . . ?
H26 C22 H28 109.5 . . ?
H27 C22 H28 109.5 . . ?
F1 C23 F2 110.3(7) . . ?
F1 C23 F3 104.5(9) . . ?
F2 C23 F3 103.3(6) . . ?
F1 C23 S1 113.4(5) . . ?
F2 C23 S1 113.3(7) . . ?
F3 C23 S1 111.3(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
O2 Fe1 O1 C1 -70.5(5) . . . . ?
N3 Fe1 O1 C1 -163.2(5) . . . . ?
N1 Fe1 O1 C1 21.5(5) . . . . ?
N4 Fe1 O1 C1 114.6(5) . . . . ?
O1 Fe1 O2 C12 -63.8(4) . . . . ?
N3 Fe1 O2 C12 26.1(4) . . . . ?
N1 Fe1 O2 C12 -156.5(4) . . . . ?
N2 Fe1 O2 C12 120.6(4) . . . . ?
Fe1 O1 C1 C2 160.1(4) . . . . ?
Fe1 O1 C1 C6 -20.9(8) . . . . ?
O1 C1 C2 C3 172.6(6) . . . . ?
C6 C1 C2 C3 -6.4(9) . . . . ?
C1 C2 C3 C4 1.5(9) . . . . ?
C2 C3 C4 C5 1.7(9) . . . . ?
C2 C3 C4 Br1 -175.4(5) . . . . ?
C3 C4 C5 C6 0.1(9) . . . . ?
Br1 C4 C5 C6 177.2(4) . . . . ?
C4 C5 C6 C7 179.1(5) . . . . ?
C4 C5 C6 C1 -5.0(9) . . . . ?
O1 C1 C6 C5 -171.0(5) . . . . ?
C2 C1 C6 C5 8.0(9) . . . . ?
O1 C1 C6 C7 4.8(9) . . . . ?
C2 C1 C6 C7 -176.3(6) . . . . ?
C8 N1 C7 C6 -180.0(6) . . . . ?
Fe1 N1 C7 C6 2.5(9) . . . . ?
C5 C6 C7 N1 -179.6(6) . . . . ?
C1 C6 C7 N1 4.6(10) . . . . ?
C7 N1 C8 C9 -140.3(5) . . . . ?
Fe1 N1 C8 C9 37.5(5) . . . . ?
C10 N2 C9 C8 169.0(5) . . . . ?
Fe1 N2 C9 C8 42.1(5) . . . . ?
N1 C8 C9 N2 -52.3(6) . . . . ?
C9 N2 C10 C11 56.3(6) . . . . ?
Fe1 N2 C10 C11 178.3(4) . . . . ?
Fe1 O2 C12 C13 163.5(4) . . . . ?
Fe1 O2 C12 C17 -20.8(8) . . . . ?
O2 C12 C13 C14 176.5(5) . . . . ?
C17 C12 C13 C14 0.5(9) . . . . ?
C12 C13 C14 C15 0.0(10) . . . . ?
C13 C14 C15 C16 -0.3(9) . . . . ?
C13 C14 C15 Br2 -179.7(5) . . . . ?
C14 C15 C16 C17 0.1(9) . . . . ?
Br2 C15 C16 C17 179.5(4) . . . . ?
C15 C16 C17 C12 0.4(9) . . . . ?
C15 C16 C17 C18 -177.2(5) . . . . ?
O2 C12 C17 C16 -176.5(5) . . . . ?
C13 C12 C17 C16 -0.6(8) . . . . ?
O2 C12 C17 C18 0.9(9) . . . . ?
C13 C12 C17 C18 176.8(6) . . . . ?
C19 N3 C18 C17 178.9(5) . . . . ?
Fe1 N3 C18 C17 8.9(9) . . . . ?
C16 C17 C18 N3 -177.3(6) . . . . ?
C12 C17 C18 N3 5.3(10) . . . . ?
C18 N3 C19 C20 -134.6(6) . . . . ?
Fe1 N3 C19 C20 36.4(6) . . . . ?
C21 N4 C20 C19 171.5(5) . . . . ?
Fe1 N4 C20 C19 43.6(5) . . . . ?
N3 C19 C20 N4 -51.5(6) . . . . ?
C20 N4 C21 C22 59.9(6) . . . . ?
Fe1 N4 C21 C22 -177.4(4) . . . . ?
O4 S1 C23 F1 -166.8(7) . . . . ?
O5 S1 C23 F1 70.7(8) . . . . ?
O3 S1 C23 F1 -46.8(8) . . . . ?
O4 S1 C23 F2 66.4(7) . . . . ?
O5 S1 C23 F2 -56.0(7) . . . . ?
O3 S1 C23 F2 -173.5(6) . . . . ?
O4 S1 C23 F3 -49.4(8) . . . . ?
O5 S1 C23 F3 -171.9(6) . . . . ?
O3 S1 C23 F3 70.6(7) . . . . ?

_refine_diff_density_max         0.545
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.083


_exptl_crystal_preparation       'Magnetic properties,Thermal conductivity'
####################################################################### 
# 
# 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_2_248K
_database_code_depnum_ccdc_archive 'CCDC 2184632'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Niigata University
Japan
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H30 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H30 F3 Fe N4 O5 S'
_chemical_formula_weight         587.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   9.6320(4)
_cell_length_b                   17.2317(7)
_cell_length_c                   17.9551(7)
_cell_angle_alpha                117.790(8)
_cell_angle_beta                 92.580(7)
_cell_angle_gamma                98.954(7)
_cell_volume                     2580.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    248(2)
_cell_measurement_reflns_used    8333
_cell_measurement_theta_min      2.94
_cell_measurement_theta_max      68.28

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_F_000             1220
_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    6.008
_shelx_estimated_absorpt_T_min   0.585
_shelx_estimated_absorpt_T_max   0.585
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5173
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      248(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            29147
_diffrn_reflns_av_unetI/netI     0.2034
_diffrn_reflns_av_R_equivalents  0.1163
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.944
_diffrn_reflns_theta_max         68.233
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             9214
_reflns_number_gt                3729
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0415P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9214
_refine_ls_number_parameters     667
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1594
_refine_ls_R_factor_gt           0.0532
_refine_ls_wR_factor_ref         0.1222
_refine_ls_wR_factor_gt          0.0912
_refine_ls_goodness_of_fit_ref   0.823
_refine_ls_restrained_S_all      0.823
_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 0.36081(7) 0.68797(4) 0.93014(4) 0.0417(2) Uani 1 1 d . . . . .
Fe2 Fe 0.47399(7) 0.23706(4) 0.49322(4) 0.0443(3) Uani 1 1 d . . . . .
S1 S 0.71975(15) 0.01343(10) 0.85015(10) 0.0608(4) Uani 1 1 d . . . . .
S2 S 0.32452(17) 0.14569(11) 0.71180(11) 0.0674(5) Uani 1 1 d . . . . .
F1 F 0.8462(3) -0.0996(2) 0.8718(2) 0.0940(11) Uani 1 1 d . . . . .
F2 F 0.9822(3) 0.0200(2) 0.8952(3) 0.1539(18) Uani 1 1 d . . . . .
F3 F 0.9029(3) -0.0786(2) 0.7690(2) 0.1169(14) Uani 1 1 d . . . . .
F4 F 0.0629(4) 0.1600(4) 0.7032(3) 0.202(3) Uani 1 1 d . . . . .
F5 F 0.1496(3) 0.1826(3) 0.8226(2) 0.1248(15) Uani 1 1 d . . . . .
F6 F 0.0988(4) 0.0538(3) 0.7205(2) 0.1592(19) Uani 1 1 d . . . . .
O1 O 0.5193(3) 0.64117(19) 0.88551(18) 0.0452(9) Uani 1 1 d . . . . .
O2 O 0.2455(3) 0.57421(18) 0.88632(18) 0.0471(9) Uani 1 1 d . . . . .
O3 O 0.6072(3) -0.0605(2) 0.79923(19) 0.0760(11) Uani 1 1 d . . . . .
O4 O 0.7066(3) 0.0587(2) 0.93971(19) 0.0677(11) Uani 1 1 d . . . . .
O5 O 0.7643(4) 0.0744(2) 0.8182(2) 0.0971(14) Uani 1 1 d . . . . .
O6 O 0.6504(3) 0.30459(17) 0.49757(17) 0.0461(9) Uani 1 1 d . . . . .
O7 O 0.3934(3) 0.2372(2) 0.39745(18) 0.0487(9) Uani 1 1 d . . . . .
O8 O 0.3686(4) 0.2392(3) 0.7428(3) 0.1297(17) Uani 1 1 d . . . . .
O9 O 0.4002(4) 0.1116(3) 0.7559(2) 0.0982(14) Uani 1 1 d . . . . .
O10 O 0.3064(4) 0.0962(3) 0.6224(2) 0.0985(14) Uani 1 1 d . . . . .
N1 N 0.3988(4) 0.6828(2) 1.0339(2) 0.0453(12) Uani 1 1 d . . . . .
N2 N 0.1914(4) 0.7402(2) 0.9841(2) 0.0437(11) Uani 1 1 d . . . . .
H1 H 0.223252 0.806046 1.015298 0.052 Uiso 1 1 calc R U . . .
N3 N 0.3235(4) 0.6957(3) 0.8278(2) 0.0430(11) Uani 1 1 d . . . . .
N4 N 0.4773(4) 0.8138(2) 0.9748(2) 0.0428(10) Uani 1 1 d . . . . .
H2 H 0.412142 0.855487 1.000732 0.051 Uiso 1 1 calc R U . . .
N5 N 0.5206(4) 0.1258(2) 0.4139(2) 0.0456(11) Uani 1 1 d . . . . .
N6 N 0.2883(4) 0.1566(2) 0.4872(2) 0.0417(10) Uani 1 1 d . . . . .
H3 H 0.298615 0.143817 0.535287 0.050 Uiso 1 1 calc R U . . .
N7 N 0.4274(4) 0.3495(2) 0.5703(2) 0.0413(11) Uani 1 1 d . . . . .
N8 N 0.5541(4) 0.2403(2) 0.6024(2) 0.0445(11) Uani 1 1 d . . . . .
H4 H 0.478192 0.207040 0.617959 0.053 Uiso 1 1 calc R U . . .
C1 C 0.5959(6) 0.6006(3) 0.9133(4) 0.0476(15) Uani 1 1 d . . . . .
C2 C 0.6909(5) 0.5542(3) 0.8620(3) 0.0497(15) Uani 1 1 d . . . . .
H5 H 0.693315 0.549439 0.807789 0.060 Uiso 1 1 calc R U . . .
C3 C 0.7814(6) 0.5151(3) 0.8890(4) 0.0597(17) Uani 1 1 d . . . . .
H6 H 0.844752 0.484489 0.853185 0.072 Uiso 1 1 calc R U . . .
C4 C 0.7802(5) 0.5203(3) 0.9686(4) 0.0625(17) Uani 1 1 d . . . . .
H7 H 0.843771 0.494970 0.987534 0.075 Uiso 1 1 calc R U . . .
C5 C 0.6852(6) 0.5629(3) 1.0185(3) 0.0578(16) Uani 1 1 d . . . . .
H8 H 0.682607 0.565413 1.071816 0.069 Uiso 1 1 calc R U . . .
C6 C 0.5912(5) 0.6029(3) 0.9933(3) 0.0451(14) Uani 1 1 d . . . . .
C7 C 0.4917(6) 0.6448(3) 1.0481(3) 0.0522(16) Uani 1 1 d . . . . .
H9 H 0.495524 0.644079 1.100166 0.063 Uiso 1 1 calc R U . . .
C8 C 0.3050(5) 0.7224(3) 1.0968(3) 0.0537(15) Uani 1 1 d . . . . .
H10 H 0.344539 0.786047 1.134281 0.064 Uiso 1 1 calc R U . . .
H11 H 0.293583 0.692277 1.131574 0.064 Uiso 1 1 calc R U . . .
C9 C 0.1642(5) 0.7107(3) 1.0489(3) 0.0524(15) Uani 1 1 d . . . . .
H12 H 0.115555 0.647813 1.021159 0.063 Uiso 1 1 calc R U . . .
H13 H 0.103884 0.746852 1.088040 0.063 Uiso 1 1 calc R U . . .
C10 C 0.0620(5) 0.7205(3) 0.9246(3) 0.0584(16) Uani 1 1 d . . . . .
H14 H 0.087843 0.742805 0.884886 0.070 Uiso 1 1 calc R U . . .
H15 H 0.030533 0.655425 0.891384 0.070 Uiso 1 1 calc R U . . .
C11 C -0.0596(5) 0.7595(3) 0.9650(3) 0.0855(19) Uani 1 1 d . . . . .
H16 H -0.138259 0.743096 0.921354 0.103 Uiso 1 1 calc R U . . .
H17 H -0.088684 0.736582 1.003229 0.103 Uiso 1 1 calc R U . . .
H18 H -0.031229 0.824184 0.996714 0.103 Uiso 1 1 calc R U . . .
C12 C 0.1877(4) 0.5208(3) 0.8064(3) 0.0380(13) Uani 1 1 d . . . . .
C13 C 0.1191(4) 0.4332(3) 0.7852(3) 0.0478(14) Uani 1 1 d . . . . .
H19 H 0.119741 0.414485 0.826654 0.057 Uiso 1 1 calc R U . . .
C14 C 0.0518(5) 0.3754(3) 0.7049(3) 0.0576(16) Uani 1 1 d . . . . .
H20 H 0.005572 0.317570 0.692153 0.069 Uiso 1 1 calc R U . . .
C15 C 0.0505(5) 0.4002(3) 0.6421(3) 0.0615(16) Uani 1 1 d . . . . .
H21 H 0.004067 0.359539 0.587117 0.074 Uiso 1 1 calc R U . . .
C16 C 0.1169(5) 0.4838(3) 0.6603(3) 0.0533(15) Uani 1 1 d . . . . .
H22 H 0.114632 0.500943 0.617721 0.064 Uiso 1 1 calc R U . . .
C17 C 0.1890(5) 0.5452(3) 0.7418(3) 0.0413(13) Uani 1 1 d . . . . .
C18 C 0.2585(5) 0.6330(3) 0.7565(3) 0.0479(14) Uani 1 1 d . . . . .
H23 H 0.255314 0.644520 0.710277 0.057 Uiso 1 1 calc R U . . .
C19 C 0.3835(5) 0.7834(3) 0.8350(3) 0.0591(15) Uani 1 1 d . . . . .
H24 H 0.315202 0.823106 0.854171 0.071 Uiso 1 1 calc R U . . .
H25 H 0.407051 0.776293 0.779972 0.071 Uiso 1 1 calc R U . . .
C20 C 0.5156(5) 0.8216(3) 0.8993(3) 0.0516(14) Uani 1 1 d . . . . .
H26 H 0.590412 0.788241 0.875447 0.062 Uiso 1 1 calc R U . . .
H27 H 0.550326 0.884506 0.914932 0.062 Uiso 1 1 calc R U . . .
C21 C 0.6018(5) 0.8435(3) 1.0403(3) 0.0530(15) Uani 1 1 d . . . . .
H28 H 0.670920 0.805530 1.015618 0.064 Uiso 1 1 calc R U . . .
H29 H 0.570902 0.834477 1.087428 0.064 Uiso 1 1 calc R U . . .
C22 C 0.6744(4) 0.9400(3) 1.0752(3) 0.0671(17) Uani 1 1 d . . . . .
H30 H 0.754165 0.954056 1.117369 0.080 Uiso 1 1 calc R U . . .
H31 H 0.707942 0.949448 1.029382 0.080 Uiso 1 1 calc R U . . .
H32 H 0.607763 0.978441 1.101307 0.080 Uiso 1 1 calc R U . . .
C23 C 0.8720(7) -0.0362(4) 0.8485(4) 0.075(2) Uani 1 1 d . . . . .
C24 C 0.7359(5) 0.2792(3) 0.4392(3) 0.0434(13) Uani 1 1 d . . . . .
C25 C 0.8504(5) 0.3433(3) 0.4448(3) 0.0486(14) Uani 1 1 d . . . . .
H33 H 0.862273 0.402458 0.489009 0.058 Uiso 1 1 calc R U . . .
C26 C 0.9449(5) 0.3223(3) 0.3878(3) 0.0545(15) Uani 1 1 d . . . . .
H34 H 1.020997 0.367017 0.393667 0.065 Uiso 1 1 calc R U . . .
C27 C 0.9313(5) 0.2362(4) 0.3212(3) 0.0609(16) Uani 1 1 d . . . . .
H35 H 0.995810 0.222469 0.281336 0.073 Uiso 1 1 calc R U . . .
C28 C 0.8214(5) 0.1716(3) 0.3150(3) 0.0542(15) Uani 1 1 d . . . . .
H36 H 0.812206 0.112683 0.270723 0.065 Uiso 1 1 calc R U . . .
C29 C 0.7221(5) 0.1911(3) 0.3729(3) 0.0422(13) Uani 1 1 d . . . . .
C30 C 0.6180(5) 0.1173(3) 0.3652(3) 0.0517(14) Uani 1 1 d . . . . .
H37 H 0.621080 0.059481 0.322114 0.062 Uiso 1 1 calc R U . . .
C31 C 0.4213(5) 0.0457(3) 0.4006(3) 0.0564(15) Uani 1 1 d . . . . .
H38 H 0.445261 0.028903 0.444037 0.068 Uiso 1 1 calc R U . . .
H39 H 0.423413 -0.004617 0.344481 0.068 Uiso 1 1 calc R U . . .
C32 C 0.2775(5) 0.0705(3) 0.4072(3) 0.0564(15) Uani 1 1 d . . . . .
H40 H 0.247447 0.077358 0.358092 0.068 Uiso 1 1 calc R U . . .
H41 H 0.207385 0.023422 0.408338 0.068 Uiso 1 1 calc R U . . .
C33 C 0.1594(5) 0.1948(3) 0.4927(3) 0.0569(15) Uani 1 1 d . . . . .
H42 H 0.147834 0.207978 0.445528 0.068 Uiso 1 1 calc R U . . .
H43 H 0.173429 0.251617 0.545651 0.068 Uiso 1 1 calc R U . . .
C34 C 0.0244(4) 0.1354(3) 0.4902(3) 0.0755(18) Uani 1 1 d . . . . .
H44 H -0.054478 0.165368 0.494130 0.091 Uiso 1 1 calc R U . . .
H45 H 0.007626 0.079553 0.437293 0.091 Uiso 1 1 calc R U . . .
H46 H 0.033268 0.123272 0.537600 0.091 Uiso 1 1 calc R U . . .
C35 C 0.3634(5) 0.3066(4) 0.3935(3) 0.0448(14) Uani 1 1 d . . . . .
C36 C 0.3268(5) 0.2962(3) 0.3125(3) 0.0573(16) Uani 1 1 d . . . . .
H47 H 0.326988 0.241093 0.264383 0.069 Uiso 1 1 calc R U . . .
C37 C 0.2905(5) 0.3653(4) 0.3017(4) 0.0687(18) Uani 1 1 d . . . . .
H48 H 0.266095 0.356671 0.246703 0.082 Uiso 1 1 calc R U . . .
C38 C 0.2900(5) 0.4475(4) 0.3720(4) 0.0656(17) Uani 1 1 d . . . . .
H49 H 0.266062 0.494624 0.364715 0.079 Uiso 1 1 calc R U . . .
C39 C 0.3243(5) 0.4590(3) 0.4506(4) 0.0539(16) Uani 1 1 d . . . . .
H50 H 0.323854 0.514818 0.497689 0.065 Uiso 1 1 calc R U . . .
C40 C 0.3606(5) 0.3904(3) 0.4649(3) 0.0427(14) Uani 1 1 d . . . . .
C41 C 0.3911(5) 0.4066(3) 0.5499(3) 0.0464(14) Uani 1 1 d . . . . .
H51 H 0.384343 0.462961 0.594127 0.056 Uiso 1 1 calc R U . . .
C42 C 0.4524(5) 0.3734(3) 0.6601(3) 0.0530(15) Uani 1 1 d . . . . .
H52 H 0.369421 0.347413 0.676600 0.064 Uiso 1 1 calc R U . . .
H53 H 0.471771 0.438559 0.695981 0.064 Uiso 1 1 calc R U . . .
C43 C 0.5799(5) 0.3354(3) 0.6692(3) 0.0506(15) Uani 1 1 d . . . . .
H54 H 0.665880 0.368985 0.662437 0.061 Uiso 1 1 calc R U . . .
H55 H 0.592680 0.339749 0.725555 0.061 Uiso 1 1 calc R U . . .
C44 C 0.6817(5) 0.1988(3) 0.5969(3) 0.0589(16) Uani 1 1 d . . . . .
H56 H 0.759024 0.231171 0.582218 0.071 Uiso 1 1 calc R U . . .
H57 H 0.658690 0.136782 0.550776 0.071 Uiso 1 1 calc R U . . .
C45 C 0.7327(5) 0.1991(3) 0.6777(3) 0.0652(17) Uani 1 1 d . . . . .
H58 H 0.815008 0.171340 0.669577 0.078 Uiso 1 1 calc R U . . .
H59 H 0.758231 0.260274 0.723411 0.078 Uiso 1 1 calc R U . . .
H60 H 0.657786 0.165780 0.691935 0.078 Uiso 1 1 calc R U . . .
C46 C 0.1494(7) 0.1383(6) 0.7418(5) 0.090(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O2 1.871(3) . ?
Fe1 O1 1.874(3) . ?
Fe1 N3 1.926(4) . ?
Fe1 N1 1.929(4) . ?
Fe1 N4 2.036(3) . ?
Fe1 N2 2.049(3) . ?
Fe2 O7 1.856(3) . ?
Fe2 O6 1.881(3) . ?
Fe2 N5 1.920(4) . ?
Fe2 N7 1.923(4) . ?
Fe2 N6 2.050(3) . ?
Fe2 N8 2.046(4) . ?
S1 O3 1.424(3) . ?
S1 O5 1.436(3) . ?
S1 O4 1.446(3) . ?
S1 C23 1.804(6) . ?
S2 O10 1.409(3) . ?
S2 O8 1.420(4) . ?
S2 O9 1.421(4) . ?
S2 C46 1.797(7) . ?
F1 C23 1.335(6) . ?
F2 C23 1.269(6) . ?
F3 C23 1.339(6) . ?
F4 C46 1.264(7) . ?
F5 C46 1.286(7) . ?
F6 C46 1.321(7) . ?
O1 C1 1.317(5) . ?
O2 C12 1.324(5) . ?
O6 C24 1.315(4) . ?
O7 C35 1.303(5) . ?
N1 C7 1.269(5) . ?
N1 C8 1.456(5) . ?
N2 C9 1.488(5) . ?
N2 C10 1.490(5) . ?
N2 H1 0.9900 . ?
N3 C18 1.274(5) . ?
N3 C19 1.473(5) . ?
N4 C21 1.485(5) . ?
N4 C20 1.480(4) . ?
N4 H2 0.9900 . ?
N5 C30 1.290(4) . ?
N5 C31 1.462(4) . ?
N6 C33 1.480(5) . ?
N6 C32 1.492(5) . ?
N6 H3 0.9900 . ?
N7 C41 1.287(5) . ?
N7 C42 1.463(5) . ?
N8 C43 1.482(5) . ?
N8 C44 1.501(5) . ?
N8 H4 0.9900 . ?
C1 C2 1.393(6) . ?
C1 C6 1.421(6) . ?
C2 C3 1.378(6) . ?
C2 H5 0.9400 . ?
C3 C4 1.390(6) . ?
C3 H6 0.9400 . ?
C4 C5 1.360(6) . ?
C4 H7 0.9400 . ?
C5 C6 1.396(6) . ?
C5 H8 0.9400 . ?
C6 C7 1.430(6) . ?
C7 H9 0.9400 . ?
C8 C9 1.507(5) . ?
C8 H10 0.9800 . ?
C8 H11 0.9800 . ?
C9 H12 0.9800 . ?
C9 H13 0.9800 . ?
C10 C11 1.488(5) . ?
C10 H14 0.9800 . ?
C10 H15 0.9800 . ?
C11 H16 0.9700 . ?
C11 H17 0.9700 . ?
C11 H18 0.9700 . ?
C12 C13 1.410(5) . ?
C12 C17 1.407(5) . ?
C13 C14 1.367(5) . ?
C13 H19 0.9400 . ?
C14 C15 1.379(6) . ?
C14 H20 0.9400 . ?
C15 C16 1.359(5) . ?
C15 H21 0.9400 . ?
C16 C17 1.406(5) . ?
C16 H22 0.9400 . ?
C17 C18 1.450(6) . ?
C18 H23 0.9400 . ?
C19 C20 1.511(5) . ?
C19 H24 0.9800 . ?
C19 H25 0.9800 . ?
C20 H26 0.9800 . ?
C20 H27 0.9800 . ?
C21 C22 1.507(5) . ?
C21 H28 0.9800 . ?
C21 H29 0.9800 . ?
C22 H30 0.9700 . ?
C22 H31 0.9700 . ?
C22 H32 0.9700 . ?
C24 C25 1.398(5) . ?
C24 C29 1.406(5) . ?
C25 C26 1.359(5) . ?
C25 H33 0.9400 . ?
C26 C27 1.384(5) . ?
C26 H34 0.9400 . ?
C27 C28 1.371(5) . ?
C27 H35 0.9400 . ?
C28 C29 1.404(5) . ?
C28 H36 0.9400 . ?
C29 C30 1.439(5) . ?
C30 H37 0.9400 . ?
C31 C32 1.506(5) . ?
C31 H38 0.9800 . ?
C31 H39 0.9800 . ?
C32 H40 0.9800 . ?
C32 H41 0.9800 . ?
C33 C34 1.509(5) . ?
C33 H42 0.9800 . ?
C33 H43 0.9800 . ?
C34 H44 0.9700 . ?
C34 H45 0.9700 . ?
C34 H46 0.9700 . ?
C35 C36 1.402(6) . ?
C35 C40 1.421(6) . ?
C36 C37 1.385(6) . ?
C36 H47 0.9400 . ?
C37 C38 1.390(6) . ?
C37 H48 0.9400 . ?
C38 C39 1.349(6) . ?
C38 H49 0.9400 . ?
C39 C40 1.410(6) . ?
C39 H50 0.9400 . ?
C40 C41 1.425(6) . ?
C41 H51 0.9400 . ?
C42 C43 1.516(5) . ?
C42 H52 0.9800 . ?
C42 H53 0.9800 . ?
C43 H54 0.9800 . ?
C43 H55 0.9800 . ?
C44 C45 1.508(5) . ?
C44 H56 0.9800 . ?
C44 H57 0.9800 . ?
C45 H58 0.9700 . ?
C45 H59 0.9700 . ?
C45 H60 0.9700 . ?

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
O2 Fe1 O1 92.82(12) . . ?
O2 Fe1 N3 93.79(14) . . ?
O1 Fe1 N3 86.63(14) . . ?
O2 Fe1 N1 87.20(13) . . ?
O1 Fe1 N1 93.86(16) . . ?
N3 Fe1 N1 178.87(16) . . ?
O2 Fe1 N4 176.65(15) . . ?
O1 Fe1 N4 89.35(13) . . ?
N3 Fe1 N4 83.78(16) . . ?
N1 Fe1 N4 95.21(15) . . ?
O2 Fe1 N2 87.73(13) . . ?
O1 Fe1 N2 177.44(15) . . ?
N3 Fe1 N2 95.82(15) . . ?
N1 Fe1 N2 83.67(18) . . ?
N4 Fe1 N2 90.21(14) . . ?
O7 Fe2 O6 94.00(12) . . ?
O7 Fe2 N5 84.96(14) . . ?
O6 Fe2 N5 93.22(13) . . ?
O7 Fe2 N7 93.64(16) . . ?
O6 Fe2 N7 86.14(13) . . ?
N5 Fe2 N7 178.42(17) . . ?
O7 Fe2 N6 87.75(13) . . ?
O6 Fe2 N6 176.17(14) . . ?
N5 Fe2 N6 83.54(14) . . ?
N7 Fe2 N6 97.15(14) . . ?
O7 Fe2 N8 176.78(14) . . ?
O6 Fe2 N8 87.65(13) . . ?
N5 Fe2 N8 97.72(15) . . ?
N7 Fe2 N8 83.70(17) . . ?
N6 Fe2 N8 90.78(14) . . ?
O3 S1 O5 116.7(2) . . ?
O3 S1 O4 114.66(19) . . ?
O5 S1 O4 112.8(2) . . ?
O3 S1 C23 104.7(3) . . ?
O5 S1 C23 103.6(3) . . ?
O4 S1 C23 102.2(3) . . ?
O10 S2 O8 112.9(3) . . ?
O10 S2 O9 116.1(3) . . ?
O8 S2 O9 113.8(3) . . ?
O10 S2 C46 105.8(3) . . ?
O8 S2 C46 102.0(3) . . ?
O9 S2 C46 104.3(3) . . ?
C1 O1 Fe1 126.5(3) . . ?
C12 O2 Fe1 126.8(3) . . ?
C24 O6 Fe2 125.5(3) . . ?
C35 O7 Fe2 126.1(3) . . ?
C7 N1 C8 120.1(5) . . ?
C7 N1 Fe1 125.2(4) . . ?
C8 N1 Fe1 114.7(3) . . ?
C9 N2 C10 113.2(3) . . ?
C9 N2 Fe1 106.1(3) . . ?
C10 N2 Fe1 116.5(3) . . ?
C9 N2 H1 106.9 . . ?
C10 N2 H1 106.9 . . ?
Fe1 N2 H1 106.9 . . ?
C18 N3 C19 119.1(4) . . ?
C18 N3 Fe1 126.7(3) . . ?
C19 N3 Fe1 114.2(3) . . ?
C21 N4 C20 112.3(3) . . ?
C21 N4 Fe1 118.0(3) . . ?
C20 N4 Fe1 106.3(2) . . ?
C21 N4 H2 106.5 . . ?
C20 N4 H2 106.5 . . ?
Fe1 N4 H2 106.5 . . ?
C30 N5 C31 119.0(4) . . ?
C30 N5 Fe2 125.5(3) . . ?
C31 N5 Fe2 114.9(3) . . ?
C33 N6 C32 112.2(4) . . ?
C33 N6 Fe2 115.6(3) . . ?
C32 N6 Fe2 106.0(2) . . ?
C33 N6 H3 107.5 . . ?
C32 N6 H3 107.5 . . ?
Fe2 N6 H3 107.5 . . ?
C41 N7 C42 119.4(4) . . ?
C41 N7 Fe2 125.6(4) . . ?
C42 N7 Fe2 114.6(3) . . ?
C43 N8 C44 112.8(4) . . ?
C43 N8 Fe2 106.2(3) . . ?
C44 N8 Fe2 115.9(3) . . ?
C43 N8 H4 107.2 . . ?
C44 N8 H4 107.2 . . ?
Fe2 N8 H4 107.2 . . ?
O1 C1 C2 118.0(5) . . ?
O1 C1 C6 124.4(5) . . ?
C2 C1 C6 117.5(6) . . ?
C3 C2 C1 121.5(5) . . ?
C3 C2 H5 119.3 . . ?
C1 C2 H5 119.3 . . ?
C2 C3 C4 120.8(5) . . ?
C2 C3 H6 119.6 . . ?
C4 C3 H6 119.6 . . ?
C5 C4 C3 118.5(6) . . ?
C5 C4 H7 120.7 . . ?
C3 C4 H7 120.7 . . ?
C4 C5 C6 122.4(5) . . ?
C4 C5 H8 118.8 . . ?
C6 C5 H8 118.8 . . ?
C5 C6 C1 119.2(5) . . ?
C5 C6 C7 119.4(5) . . ?
C1 C6 C7 121.4(5) . . ?
N1 C7 C6 127.0(5) . . ?
N1 C7 H9 116.5 . . ?
C6 C7 H9 116.5 . . ?
N1 C8 C9 107.1(4) . . ?
N1 C8 H10 110.3 . . ?
C9 C8 H10 110.3 . . ?
N1 C8 H11 110.3 . . ?
C9 C8 H11 110.3 . . ?
H10 C8 H11 108.5 . . ?
N2 C9 C8 108.0(4) . . ?
N2 C9 H12 110.1 . . ?
C8 C9 H12 110.1 . . ?
N2 C9 H13 110.1 . . ?
C8 C9 H13 110.1 . . ?
H12 C9 H13 108.4 . . ?
C11 C10 N2 115.7(4) . . ?
C11 C10 H14 108.4 . . ?
N2 C10 H14 108.4 . . ?
C11 C10 H15 108.4 . . ?
N2 C10 H15 108.4 . . ?
H14 C10 H15 107.4 . . ?
C10 C11 H16 109.5 . . ?
C10 C11 H17 109.5 . . ?
H16 C11 H17 109.5 . . ?
C10 C11 H18 109.5 . . ?
H16 C11 H18 109.5 . . ?
H17 C11 H18 109.5 . . ?
O2 C12 C13 117.2(4) . . ?
O2 C12 C17 124.8(4) . . ?
C13 C12 C17 118.0(4) . . ?
C14 C13 C12 120.6(5) . . ?
C14 C13 H19 119.7 . . ?
C12 C13 H19 119.7 . . ?
C13 C14 C15 121.3(5) . . ?
C13 C14 H20 119.4 . . ?
C15 C14 H20 119.4 . . ?
C16 C15 C14 119.5(5) . . ?
C16 C15 H21 120.2 . . ?
C14 C15 H21 120.2 . . ?
C15 C16 C17 121.2(5) . . ?
C15 C16 H22 119.4 . . ?
C17 C16 H22 119.4 . . ?
C16 C17 C12 119.4(4) . . ?
C16 C17 C18 118.2(5) . . ?
C12 C17 C18 122.4(4) . . ?
N3 C18 C17 124.7(5) . . ?
N3 C18 H23 117.7 . . ?
C17 C18 H23 117.7 . . ?
N3 C19 C20 106.5(4) . . ?
N3 C19 H24 110.4 . . ?
C20 C19 H24 110.4 . . ?
N3 C19 H25 110.4 . . ?
C20 C19 H25 110.4 . . ?
H24 C19 H25 108.6 . . ?
N4 C20 C19 107.4(4) . . ?
N4 C20 H26 110.2 . . ?
C19 C20 H26 110.2 . . ?
N4 C20 H27 110.2 . . ?
C19 C20 H27 110.2 . . ?
H26 C20 H27 108.5 . . ?
N4 C21 C22 114.5(4) . . ?
N4 C21 H28 108.6 . . ?
C22 C21 H28 108.6 . . ?
N4 C21 H29 108.6 . . ?
C22 C21 H29 108.6 . . ?
H28 C21 H29 107.6 . . ?
C21 C22 H30 109.5 . . ?
C21 C22 H31 109.5 . . ?
H30 C22 H31 109.5 . . ?
C21 C22 H32 109.5 . . ?
H30 C22 H32 109.5 . . ?
H31 C22 H32 109.5 . . ?
F2 C23 F1 108.0(6) . . ?
F2 C23 F3 108.1(5) . . ?
F1 C23 F3 104.8(5) . . ?
F2 C23 S1 113.6(4) . . ?
F1 C23 S1 111.8(4) . . ?
F3 C23 S1 110.0(5) . . ?
O6 C24 C25 117.9(4) . . ?
O6 C24 C29 124.3(4) . . ?
C25 C24 C29 117.7(4) . . ?
C26 C25 C24 121.7(5) . . ?
C26 C25 H33 119.2 . . ?
C24 C25 H33 119.2 . . ?
C25 C26 C27 121.3(4) . . ?
C25 C26 H34 119.4 . . ?
C27 C26 H34 119.4 . . ?
C28 C27 C26 118.4(4) . . ?
C28 C27 H35 120.8 . . ?
C26 C27 H35 120.8 . . ?
C27 C28 C29 121.7(5) . . ?
C27 C28 H36 119.1 . . ?
C29 C28 H36 119.1 . . ?
C28 C29 C24 119.2(4) . . ?
C28 C29 C30 117.4(4) . . ?
C24 C29 C30 123.1(4) . . ?
N5 C30 C29 123.8(4) . . ?
N5 C30 H37 118.1 . . ?
C29 C30 H37 118.1 . . ?
N5 C31 C32 105.5(4) . . ?
N5 C31 H38 110.6 . . ?
C32 C31 H38 110.6 . . ?
N5 C31 H39 110.6 . . ?
C32 C31 H39 110.6 . . ?
H38 C31 H39 108.8 . . ?
N6 C32 C31 108.0(4) . . ?
N6 C32 H40 110.1 . . ?
C31 C32 H40 110.1 . . ?
N6 C32 H41 110.1 . . ?
C31 C32 H41 110.1 . . ?
H40 C32 H41 108.4 . . ?
N6 C33 C34 114.8(4) . . ?
N6 C33 H42 108.6 . . ?
C34 C33 H42 108.6 . . ?
N6 C33 H43 108.6 . . ?
C34 C33 H43 108.6 . . ?
H42 C33 H43 107.5 . . ?
C33 C34 H44 109.5 . . ?
C33 C34 H45 109.5 . . ?
H44 C34 H45 109.5 . . ?
C33 C34 H46 109.5 . . ?
H44 C34 H46 109.5 . . ?
H45 C34 H46 109.5 . . ?
O7 C35 C36 117.1(5) . . ?
O7 C35 C40 125.1(5) . . ?
C36 C35 C40 117.8(5) . . ?
C37 C36 C35 121.5(5) . . ?
C37 C36 H47 119.3 . . ?
C35 C36 H47 119.3 . . ?
C38 C37 C36 120.2(5) . . ?
C38 C37 H48 119.9 . . ?
C36 C37 H48 119.9 . . ?
C39 C38 C37 119.4(6) . . ?
C39 C38 H49 120.3 . . ?
C37 C38 H49 120.3 . . ?
C38 C39 C40 122.5(5) . . ?
C38 C39 H50 118.7 . . ?
C40 C39 H50 118.7 . . ?
C39 C40 C35 118.6(5) . . ?
C39 C40 C41 119.3(5) . . ?
C35 C40 C41 122.1(5) . . ?
N7 C41 C40 124.6(5) . . ?
N7 C41 H51 117.7 . . ?
C40 C41 H51 117.7 . . ?
N7 C42 C43 105.8(4) . . ?
N7 C42 H52 110.6 . . ?
C43 C42 H52 110.6 . . ?
N7 C42 H53 110.6 . . ?
C43 C42 H53 110.6 . . ?
H52 C42 H53 108.7 . . ?
N8 C43 C42 107.8(4) . . ?
N8 C43 H54 110.2 . . ?
C42 C43 H54 110.2 . . ?
N8 C43 H55 110.2 . . ?
C42 C43 H55 110.2 . . ?
H54 C43 H55 108.5 . . ?
N8 C44 C45 113.9(4) . . ?
N8 C44 H56 108.8 . . ?
C45 C44 H56 108.8 . . ?
N8 C44 H57 108.8 . . ?
C45 C44 H57 108.8 . . ?
H56 C44 H57 107.7 . . ?
C44 C45 H58 109.5 . . ?
C44 C45 H59 109.5 . . ?
H58 C45 H59 109.5 . . ?
C44 C45 H60 109.5 . . ?
H58 C45 H60 109.5 . . ?
H59 C45 H60 109.5 . . ?
F4 C46 F5 110.6(8) . . ?
F4 C46 F6 106.2(7) . . ?
F5 C46 F6 105.6(6) . . ?
F4 C46 S2 113.3(5) . . ?
F5 C46 S2 112.5(5) . . ?
F6 C46 S2 108.1(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
O2 Fe1 O1 C1 -72.8(3) . . . . ?
N3 Fe1 O1 C1 -166.4(4) . . . . ?
N1 Fe1 O1 C1 14.6(4) . . . . ?
N4 Fe1 O1 C1 109.8(4) . . . . ?
O1 Fe1 O2 C12 -76.6(3) . . . . ?
N3 Fe1 O2 C12 10.2(4) . . . . ?
N1 Fe1 O2 C12 -170.4(4) . . . . ?
N2 Fe1 O2 C12 105.9(4) . . . . ?
O7 Fe2 O6 C24 -63.5(4) . . . . ?
N5 Fe2 O6 C24 21.6(4) . . . . ?
N7 Fe2 O6 C24 -156.9(4) . . . . ?
N8 Fe2 O6 C24 119.2(4) . . . . ?
O6 Fe2 O7 C35 -68.3(4) . . . . ?
N5 Fe2 O7 C35 -161.1(4) . . . . ?
N7 Fe2 O7 C35 18.1(4) . . . . ?
N6 Fe2 O7 C35 115.2(4) . . . . ?
Fe1 O1 C1 C2 167.0(3) . . . . ?
Fe1 O1 C1 C6 -14.9(6) . . . . ?
O1 C1 C2 C3 175.6(4) . . . . ?
C6 C1 C2 C3 -2.7(6) . . . . ?
C1 C2 C3 C4 0.4(7) . . . . ?
C2 C3 C4 C5 1.7(7) . . . . ?
C3 C4 C5 C6 -1.4(7) . . . . ?
C4 C5 C6 C1 -1.0(7) . . . . ?
C4 C5 C6 C7 178.5(4) . . . . ?
O1 C1 C6 C5 -175.2(4) . . . . ?
C2 C1 C6 C5 2.9(6) . . . . ?
O1 C1 C6 C7 5.3(7) . . . . ?
C2 C1 C6 C7 -176.5(4) . . . . ?
C8 N1 C7 C6 180.0(4) . . . . ?
Fe1 N1 C7 C6 3.6(7) . . . . ?
C5 C6 C7 N1 -179.0(4) . . . . ?
C1 C6 C7 N1 0.5(7) . . . . ?
C7 N1 C8 C9 -146.5(4) . . . . ?
Fe1 N1 C8 C9 30.2(4) . . . . ?
C10 N2 C9 C8 172.3(4) . . . . ?
Fe1 N2 C9 C8 43.4(4) . . . . ?
N1 C8 C9 N2 -48.1(5) . . . . ?
C9 N2 C10 C11 57.0(5) . . . . ?
Fe1 N2 C10 C11 -179.6(3) . . . . ?
Fe1 O2 C12 C13 172.2(3) . . . . ?
Fe1 O2 C12 C17 -8.2(6) . . . . ?
O2 C12 C13 C14 177.3(4) . . . . ?
C17 C12 C13 C14 -2.4(6) . . . . ?
C12 C13 C14 C15 0.9(7) . . . . ?
C13 C14 C15 C16 -0.2(8) . . . . ?
C14 C15 C16 C17 1.0(8) . . . . ?
C15 C16 C17 C12 -2.5(7) . . . . ?
C15 C16 C17 C18 179.5(4) . . . . ?
O2 C12 C17 C16 -176.5(4) . . . . ?
C13 C12 C17 C16 3.1(6) . . . . ?
O2 C12 C17 C18 1.4(7) . . . . ?
C13 C12 C17 C18 -179.0(4) . . . . ?
C19 N3 C18 C17 -177.0(4) . . . . ?
Fe1 N3 C18 C17 5.7(7) . . . . ?
C16 C17 C18 N3 177.7(4) . . . . ?
C12 C17 C18 N3 -0.2(7) . . . . ?
C18 N3 C19 C20 -147.5(4) . . . . ?
Fe1 N3 C19 C20 30.1(4) . . . . ?
C21 N4 C20 C19 175.9(4) . . . . ?
Fe1 N4 C20 C19 45.4(4) . . . . ?
N3 C19 C20 N4 -49.2(5) . . . . ?
C20 N4 C21 C22 60.8(5) . . . . ?
Fe1 N4 C21 C22 -175.0(3) . . . . ?
O3 S1 C23 F2 -176.1(5) . . . . ?
O5 S1 C23 F2 61.1(6) . . . . ?
O4 S1 C23 F2 -56.3(5) . . . . ?
O3 S1 C23 F1 -53.4(5) . . . . ?
O5 S1 C23 F1 -176.2(4) . . . . ?
O4 S1 C23 F1 66.4(5) . . . . ?
O3 S1 C23 F3 62.6(4) . . . . ?
O5 S1 C23 F3 -60.2(5) . . . . ?
O4 S1 C23 F3 -177.5(4) . . . . ?
Fe2 O6 C24 C25 168.7(3) . . . . ?
Fe2 O6 C24 C29 -13.1(7) . . . . ?
O6 C24 C25 C26 179.0(4) . . . . ?
C29 C24 C25 C26 0.7(7) . . . . ?
C24 C25 C26 C27 0.4(8) . . . . ?
C25 C26 C27 C28 -1.4(8) . . . . ?
C26 C27 C28 C29 1.3(7) . . . . ?
C27 C28 C29 C24 -0.2(7) . . . . ?
C27 C28 C29 C30 -174.8(4) . . . . ?
O6 C24 C29 C28 -179.0(4) . . . . ?
C25 C24 C29 C28 -0.8(7) . . . . ?
O6 C24 C29 C30 -4.7(8) . . . . ?
C25 C24 C29 C30 173.5(4) . . . . ?
C31 N5 C30 C29 -179.4(4) . . . . ?
Fe2 N5 C30 C29 10.6(7) . . . . ?
C28 C29 C30 N5 -179.7(5) . . . . ?
C24 C29 C30 N5 5.9(8) . . . . ?
C30 N5 C31 C32 -136.4(4) . . . . ?
Fe2 N5 C31 C32 34.6(4) . . . . ?
C33 N6 C32 C31 170.3(4) . . . . ?
Fe2 N6 C32 C31 43.2(4) . . . . ?
N5 C31 C32 N6 -50.4(4) . . . . ?
C32 N6 C33 C34 59.6(5) . . . . ?
Fe2 N6 C33 C34 -178.6(3) . . . . ?
Fe2 O7 C35 C36 168.8(3) . . . . ?
Fe2 O7 C35 C40 -13.3(6) . . . . ?
O7 C35 C36 C37 178.7(4) . . . . ?
C40 C35 C36 C37 0.7(7) . . . . ?
C35 C36 C37 C38 0.2(8) . . . . ?
C36 C37 C38 C39 -0.5(8) . . . . ?
C37 C38 C39 C40 -0.2(7) . . . . ?
C38 C39 C40 C35 1.0(7) . . . . ?
C38 C39 C40 C41 -178.0(4) . . . . ?
O7 C35 C40 C39 -179.1(4) . . . . ?
C36 C35 C40 C39 -1.3(6) . . . . ?
O7 C35 C40 C41 -0.1(7) . . . . ?
C36 C35 C40 C41 177.8(4) . . . . ?
C42 N7 C41 C40 -178.4(4) . . . . ?
Fe2 N7 C41 C40 9.1(6) . . . . ?
C39 C40 C41 N7 -178.9(4) . . . . ?
C35 C40 C41 N7 2.0(7) . . . . ?
C41 N7 C42 C43 -140.4(4) . . . . ?
Fe2 N7 C42 C43 32.9(4) . . . . ?
C44 N8 C43 C42 171.9(4) . . . . ?
Fe2 N8 C43 C42 43.9(4) . . . . ?
N7 C42 C43 N8 -50.0(4) . . . . ?
C43 N8 C44 C45 60.0(5) . . . . ?
Fe2 N8 C44 C45 -177.4(3) . . . . ?
O10 S2 C46 F4 -52.1(8) . . . . ?
O8 S2 C46 F4 66.2(7) . . . . ?
O9 S2 C46 F4 -175.1(6) . . . . ?
O10 S2 C46 F5 -178.5(5) . . . . ?
O8 S2 C46 F5 -60.2(6) . . . . ?
O9 S2 C46 F5 58.5(7) . . . . ?
O10 S2 C46 F6 65.3(6) . . . . ?
O8 S2 C46 F6 -176.4(5) . . . . ?
O9 S2 C46 F6 -57.7(6) . . . . ?

_refine_diff_density_max         0.534
_refine_diff_density_min         -0.691
_refine_diff_density_rms         0.077


_exptl_crystal_preparation       'Magnetic properties,Thermal conductivity'
####################################################################### 
# 
# 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_4_206K
_database_code_depnum_ccdc_archive 'CCDC 2184636'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Niigata University
Japan
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 Cl4 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H26 Cl4 F3 Fe N4 O5 S'
_chemical_formula_weight         725.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.9687(6)
_cell_length_b                   16.5697(8)
_cell_length_c                   14.2061(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.864(6)
_cell_angle_gamma                90
_cell_volume                     3052.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    206(2)
_cell_measurement_reflns_used    16807
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      68.27

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_F_000             1476
_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    8.350
_shelx_estimated_absorpt_T_min   0.489
_shelx_estimated_absorpt_T_max   0.489
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.3477
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      206(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            34029
_diffrn_reflns_av_unetI/netI     0.0982
_diffrn_reflns_av_R_equivalents  0.1478
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.099
_diffrn_reflns_theta_max         68.342
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             5509
_reflns_number_gt                3363
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0860P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5509
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1024
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.1730
_refine_ls_wR_factor_gt          0.1517
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.976
_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 0.68433(5) 0.28056(4) 0.46507(5) 0.0437(2) Uani 1 1 d . . . . .
Cl1 Cl 0.82919(10) 0.12241(8) 0.23240(10) 0.0696(4) Uani 1 1 d . . . . .
Cl2 Cl 0.45621(11) 0.01455(9) 0.12214(11) 0.0765(5) Uani 1 1 d . . . . .
Cl3 Cl 0.53881(9) 0.41931(9) 0.21005(9) 0.0645(4) Uani 1 1 d . . . . .
Cl4 Cl 0.91129(10) 0.44726(8) 0.05530(9) 0.0629(4) Uani 1 1 d . . . . .
S1 S 0.67697(12) 0.26888(10) 0.81888(12) 0.0697(5) Uani 1 1 d . . . . .
F1 F 0.6874(4) 0.3999(3) 0.9154(3) 0.150(2) Uani 1 1 d . . . . .
F2 F 0.5560(4) 0.3300(3) 0.9421(4) 0.167(2) Uani 1 1 d . . . . .
F3 F 0.5663(4) 0.3981(3) 0.8200(5) 0.173(2) Uani 1 1 d . . . . .
O1 O 0.7198(2) 0.19979(19) 0.3808(2) 0.0470(8) Uani 1 1 d . . . . .
O2 O 0.6493(2) 0.35226(18) 0.3679(2) 0.0460(8) Uani 1 1 d . . . . .
O3 O 0.7397(5) 0.2320(4) 0.8882(4) 0.151(2) Uani 1 1 d . . . . .
O4 O 0.5965(4) 0.2258(4) 0.7817(5) 0.160(3) Uani 1 1 d . . . . .
O5 O 0.7374(3) 0.3096(3) 0.7493(3) 0.0993(15) Uani 1 1 d . . . . .
N1 N 0.5423(3) 0.2492(2) 0.4660(3) 0.0453(10) Uani 1 1 d . . . . .
N2 N 0.6399(3) 0.3672(2) 0.5569(3) 0.0489(10) Uani 1 1 d . . . . .
H1 H 0.657437 0.348329 0.621270 0.059 Uiso 1 1 calc R U . . .
N3 N 0.8274(3) 0.3098(2) 0.4615(3) 0.0435(10) Uani 1 1 d . . . . .
N4 N 0.7303(3) 0.2063(2) 0.5716(3) 0.0473(10) Uani 1 1 d . . . . .
H2 H 0.713273 0.233449 0.631509 0.057 Uiso 1 1 calc R U . . .
C1 C 0.6559(3) 0.1636(3) 0.3220(3) 0.0434(11) Uani 1 1 d . . . . .
C2 C 0.6968(4) 0.1200(3) 0.2458(3) 0.0479(12) Uani 1 1 d . . . . .
C3 C 0.6366(4) 0.0766(3) 0.1852(4) 0.0559(14) Uani 1 1 d . . . . .
H3 H 0.666604 0.048028 0.135520 0.067 Uiso 1 1 calc R U . . .
C4 C 0.5315(4) 0.0748(3) 0.1970(4) 0.0541(14) Uani 1 1 d . . . . .
C5 C 0.4860(4) 0.1167(3) 0.2669(3) 0.0503(13) Uani 1 1 d . . . . .
H4 H 0.413983 0.115002 0.273406 0.060 Uiso 1 1 calc R U . . .
C6 C 0.5473(3) 0.1630(3) 0.3301(3) 0.0452(12) Uani 1 1 d . . . . .
C7 C 0.4962(4) 0.2052(3) 0.4051(4) 0.0518(13) Uani 1 1 d . . . . .
H5 H 0.424208 0.199909 0.409272 0.062 Uiso 1 1 calc R U . . .
C8 C 0.4833(4) 0.2884(3) 0.5413(4) 0.0575(14) Uani 1 1 d . . . . .
H6 H 0.492506 0.259436 0.600971 0.069 Uiso 1 1 calc R U . . .
H7 H 0.409593 0.289784 0.524983 0.069 Uiso 1 1 calc R U . . .
C9 C 0.5262(3) 0.3727(3) 0.5488(4) 0.0564(14) Uani 1 1 d . . . . .
H8 H 0.506537 0.404046 0.492808 0.068 Uiso 1 1 calc R U . . .
H9 H 0.498501 0.399859 0.604240 0.068 Uiso 1 1 calc R U . . .
C10 C 0.6891(4) 0.4481(3) 0.5436(4) 0.0544(13) Uani 1 1 d . . . . .
H10 H 0.664805 0.470792 0.483522 0.065 Uiso 1 1 calc R U . . .
H11 H 0.763876 0.440843 0.539673 0.065 Uiso 1 1 calc R U . . .
C11 C 0.6671(4) 0.5076(3) 0.6207(4) 0.0679(16) Uani 1 1 d . . . . .
H12 H 0.701308 0.558342 0.607297 0.081 Uiso 1 1 calc R U . . .
H13 H 0.593321 0.516487 0.624070 0.081 Uiso 1 1 calc R U . . .
H14 H 0.692524 0.486498 0.680296 0.081 Uiso 1 1 calc R U . . .
C12 C 0.7121(3) 0.3715(3) 0.3000(3) 0.0445(12) Uani 1 1 d . . . . .
C13 C 0.6703(3) 0.4057(3) 0.2180(3) 0.0453(12) Uani 1 1 d . . . . .
C14 C 0.7305(3) 0.4282(3) 0.1440(4) 0.0507(13) Uani 1 1 d . . . . .
H15 H 0.700130 0.450638 0.089502 0.061 Uiso 1 1 calc R U . . .
C15 C 0.8357(4) 0.4177(3) 0.1499(3) 0.0489(12) Uani 1 1 d . . . . .
C16 C 0.8810(3) 0.3852(3) 0.2282(3) 0.0452(12) Uani 1 1 d . . . . .
H16 H 0.952873 0.377951 0.230770 0.054 Uiso 1 1 calc R U . . .
C17 C 0.8211(3) 0.3626(3) 0.3046(3) 0.0408(11) Uani 1 1 d . . . . .
C18 C 0.8736(3) 0.3355(3) 0.3885(4) 0.0457(12) Uani 1 1 d . . . . .
H17 H 0.946124 0.336657 0.389796 0.055 Uiso 1 1 calc R U . . .
C19 C 0.8859(4) 0.2838(3) 0.5453(3) 0.0507(13) Uani 1 1 d . . . . .
H18 H 0.874610 0.320761 0.598013 0.061 Uiso 1 1 calc R U . . .
H19 H 0.959924 0.281737 0.532435 0.061 Uiso 1 1 calc R U . . .
C20 C 0.8452(4) 0.2009(3) 0.5673(4) 0.0550(14) Uani 1 1 d . . . . .
H20 H 0.865330 0.162706 0.518239 0.066 Uiso 1 1 calc R U . . .
H21 H 0.873578 0.182080 0.627723 0.066 Uiso 1 1 calc R U . . .
C21 C 0.6811(4) 0.1259(3) 0.5726(4) 0.0613(15) Uani 1 1 d . . . . .
H22 H 0.697564 0.097918 0.513972 0.074 Uiso 1 1 calc R U . . .
H23 H 0.606158 0.133117 0.573921 0.074 Uiso 1 1 calc R U . . .
C22 C 0.7134(4) 0.0732(3) 0.6545(4) 0.0710(16) Uani 1 1 d . . . . .
H24 H 0.677938 0.021777 0.650090 0.085 Uiso 1 1 calc R U . . .
H25 H 0.787303 0.064346 0.652972 0.085 Uiso 1 1 calc R U . . .
H26 H 0.695751 0.099600 0.713016 0.085 Uiso 1 1 calc R U . . .
C23 C 0.6201(7) 0.3494(5) 0.8821(6) 0.100(2) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O1 1.858(3) . ?
Fe1 O2 1.872(3) . ?
Fe1 N1 1.915(4) . ?
Fe1 N3 1.919(4) . ?
Fe1 N2 2.029(4) . ?
Fe1 N4 2.033(4) . ?
Cl1 C2 1.731(5) . ?
Cl2 C4 1.747(5) . ?
Cl3 C13 1.722(4) . ?
Cl4 C15 1.746(5) . ?
S1 O4 1.364(5) . ?
S1 O3 1.407(5) . ?
S1 O5 1.438(4) . ?
S1 C23 1.775(8) . ?
F1 C23 1.293(7) . ?
F2 C23 1.242(8) . ?
F3 C23 1.378(9) . ?
O1 C1 1.312(5) . ?
O2 C12 1.311(5) . ?
N1 C7 1.273(5) . ?
N1 C8 1.475(6) . ?
N2 C9 1.480(5) . ?
N2 C10 1.498(6) . ?
N3 C18 1.279(5) . ?
N3 C19 1.467(5) . ?
N4 C21 1.478(6) . ?
N4 C20 1.495(5) . ?
C1 C2 1.412(6) . ?
C1 C6 1.415(6) . ?
C2 C3 1.359(6) . ?
C3 C4 1.376(6) . ?
C4 C5 1.354(6) . ?
C5 C6 1.417(6) . ?
C6 C7 1.445(6) . ?
C8 C9 1.507(7) . ?
C10 C11 1.504(7) . ?
C12 C13 1.397(6) . ?
C12 C17 1.422(6) . ?
C13 C14 1.371(6) . ?
C14 C15 1.377(6) . ?
C15 C16 1.360(6) . ?
C16 C17 1.395(6) . ?
C17 C18 1.436(6) . ?
C19 C20 1.505(6) . ?
C21 C22 1.509(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 O2 92.40(14) . . ?
O1 Fe1 N1 93.27(15) . . ?
O2 Fe1 N1 87.41(15) . . ?
O1 Fe1 N3 85.16(14) . . ?
O2 Fe1 N3 92.55(15) . . ?
N1 Fe1 N3 178.43(17) . . ?
O1 Fe1 N2 177.79(14) . . ?
O2 Fe1 N2 87.52(15) . . ?
N1 Fe1 N2 84.52(16) . . ?
N3 Fe1 N2 97.04(16) . . ?
O1 Fe1 N4 88.35(15) . . ?
O2 Fe1 N4 176.59(14) . . ?
N1 Fe1 N4 95.87(16) . . ?
N3 Fe1 N4 84.20(16) . . ?
N2 Fe1 N4 91.86(16) . . ?
O4 S1 O3 118.3(4) . . ?
O4 S1 O5 113.6(4) . . ?
O3 S1 O5 111.7(4) . . ?
O4 S1 C23 105.6(4) . . ?
O3 S1 C23 102.3(4) . . ?
O5 S1 C23 103.3(4) . . ?
C1 O1 Fe1 125.3(3) . . ?
C12 O2 Fe1 123.4(3) . . ?
C7 N1 C8 120.1(4) . . ?
C7 N1 Fe1 126.3(3) . . ?
C8 N1 Fe1 113.3(3) . . ?
C9 N2 C10 111.1(4) . . ?
C9 N2 Fe1 106.6(3) . . ?
C10 N2 Fe1 115.2(3) . . ?
C18 N3 C19 120.9(4) . . ?
C18 N3 Fe1 124.8(3) . . ?
C19 N3 Fe1 113.2(3) . . ?
C21 N4 C20 112.2(4) . . ?
C21 N4 Fe1 115.5(3) . . ?
C20 N4 Fe1 106.7(3) . . ?
O1 C1 C2 118.7(4) . . ?
O1 C1 C6 124.9(4) . . ?
C2 C1 C6 116.3(4) . . ?
C3 C2 C1 122.6(4) . . ?
C3 C2 Cl1 120.2(4) . . ?
C1 C2 Cl1 117.2(4) . . ?
C2 C3 C4 119.7(5) . . ?
C5 C4 C3 121.4(5) . . ?
C5 C4 Cl2 119.5(4) . . ?
C3 C4 Cl2 119.0(4) . . ?
C4 C5 C6 119.7(5) . . ?
C1 C6 C5 120.2(4) . . ?
C1 C6 C7 121.6(4) . . ?
C5 C6 C7 118.1(4) . . ?
N1 C7 C6 124.2(5) . . ?
N1 C8 C9 105.3(4) . . ?
N2 C9 C8 108.3(4) . . ?
N2 C10 C11 114.2(4) . . ?
O2 C12 C13 118.3(4) . . ?
O2 C12 C17 124.7(4) . . ?
C13 C12 C17 116.9(4) . . ?
C14 C13 C12 122.1(4) . . ?
C14 C13 Cl3 119.3(4) . . ?
C12 C13 Cl3 118.7(4) . . ?
C13 C14 C15 119.6(4) . . ?
C16 C15 C14 121.0(4) . . ?
C16 C15 Cl4 120.0(4) . . ?
C14 C15 Cl4 119.0(4) . . ?
C15 C16 C17 120.2(4) . . ?
C16 C17 C12 120.1(4) . . ?
C16 C17 C18 117.8(4) . . ?
C12 C17 C18 121.9(4) . . ?
N3 C18 C17 123.7(4) . . ?
N3 C19 C20 104.9(4) . . ?
N4 C20 C19 107.9(4) . . ?
N4 C21 C22 114.5(4) . . ?
F2 C23 F1 111.8(7) . . ?
F2 C23 F3 104.6(8) . . ?
F1 C23 F3 100.8(7) . . ?
F2 C23 S1 116.1(6) . . ?
F1 C23 S1 112.9(6) . . ?
F3 C23 S1 109.1(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
O2 Fe1 O1 C1 -64.8(3) . . . . ?
N1 Fe1 O1 C1 22.8(4) . . . . ?
N3 Fe1 O1 C1 -157.1(4) . . . . ?
N4 Fe1 O1 C1 118.6(4) . . . . ?
O1 Fe1 O2 C12 -54.5(3) . . . . ?
N1 Fe1 O2 C12 -147.6(4) . . . . ?
N3 Fe1 O2 C12 30.8(4) . . . . ?
N2 Fe1 O2 C12 127.8(3) . . . . ?
Fe1 O1 C1 C2 163.1(3) . . . . ?
Fe1 O1 C1 C6 -18.6(6) . . . . ?
O1 C1 C2 C3 175.7(4) . . . . ?
C6 C1 C2 C3 -2.7(7) . . . . ?
O1 C1 C2 Cl1 -3.5(6) . . . . ?
C6 C1 C2 Cl1 178.1(3) . . . . ?
C1 C2 C3 C4 0.4(8) . . . . ?
Cl1 C2 C3 C4 179.6(4) . . . . ?
C2 C3 C4 C5 1.3(8) . . . . ?
C2 C3 C4 Cl2 -176.7(4) . . . . ?
C3 C4 C5 C6 -0.5(8) . . . . ?
Cl2 C4 C5 C6 177.4(3) . . . . ?
O1 C1 C6 C5 -175.0(4) . . . . ?
C2 C1 C6 C5 3.3(6) . . . . ?
O1 C1 C6 C7 1.6(7) . . . . ?
C2 C1 C6 C7 179.9(4) . . . . ?
C4 C5 C6 C1 -1.9(7) . . . . ?
C4 C5 C6 C7 -178.5(5) . . . . ?
C8 N1 C7 C6 -178.6(4) . . . . ?
Fe1 N1 C7 C6 8.0(7) . . . . ?
C1 C6 C7 N1 3.9(7) . . . . ?
C5 C6 C7 N1 -179.5(4) . . . . ?
C7 N1 C8 C9 -137.5(5) . . . . ?
Fe1 N1 C8 C9 36.7(5) . . . . ?
C10 N2 C9 C8 167.7(4) . . . . ?
Fe1 N2 C9 C8 41.3(5) . . . . ?
N1 C8 C9 N2 -50.6(5) . . . . ?
C9 N2 C10 C11 67.1(5) . . . . ?
Fe1 N2 C10 C11 -171.5(3) . . . . ?
Fe1 O2 C12 C13 161.6(3) . . . . ?
Fe1 O2 C12 C17 -20.6(6) . . . . ?
O2 C12 C13 C14 179.4(4) . . . . ?
C17 C12 C13 C14 1.5(7) . . . . ?
O2 C12 C13 Cl3 -0.9(6) . . . . ?
C17 C12 C13 Cl3 -178.8(3) . . . . ?
C12 C13 C14 C15 -0.5(7) . . . . ?
Cl3 C13 C14 C15 179.8(4) . . . . ?
C13 C14 C15 C16 0.0(7) . . . . ?
C13 C14 C15 Cl4 -179.6(4) . . . . ?
C14 C15 C16 C17 -0.7(7) . . . . ?
Cl4 C15 C16 C17 179.0(4) . . . . ?
C15 C16 C17 C12 1.7(7) . . . . ?
C15 C16 C17 C18 -174.5(4) . . . . ?
O2 C12 C17 C16 -179.8(4) . . . . ?
C13 C12 C17 C16 -2.0(7) . . . . ?
O2 C12 C17 C18 -3.8(7) . . . . ?
C13 C12 C17 C18 174.0(4) . . . . ?
C19 N3 C18 C17 -179.3(4) . . . . ?
Fe1 N3 C18 C17 14.0(7) . . . . ?
C16 C17 C18 N3 -176.7(4) . . . . ?
C12 C17 C18 N3 7.2(7) . . . . ?
C18 N3 C19 C20 -127.9(5) . . . . ?
Fe1 N3 C19 C20 40.2(4) . . . . ?
C21 N4 C20 C19 167.8(4) . . . . ?
Fe1 N4 C20 C19 40.4(4) . . . . ?
N3 C19 C20 N4 -51.9(5) . . . . ?
C20 N4 C21 C22 59.7(6) . . . . ?
Fe1 N4 C21 C22 -177.7(4) . . . . ?
O4 S1 C23 F2 54.3(9) . . . . ?
O3 S1 C23 F2 -70.0(8) . . . . ?
O5 S1 C23 F2 173.9(7) . . . . ?
O4 S1 C23 F1 -174.6(7) . . . . ?
O3 S1 C23 F1 61.0(7) . . . . ?
O5 S1 C23 F1 -55.1(7) . . . . ?
O4 S1 C23 F3 -63.5(7) . . . . ?
O3 S1 C23 F3 172.1(6) . . . . ?
O5 S1 C23 F3 56.0(6) . . . . ?

_refine_diff_density_max         0.693
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.082



_exptl_crystal_preparation       'Magnetic properties,Thermal conductivity'
####################################################################### 
# 
# 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_3_100K
_database_code_depnum_ccdc_archive 'CCDC 2160269'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Tohoku University
Japan
;
_audit_update_record             
;
2022-03-20 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H28 Br2 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H28 Br2 F3 Fe N4 O5 S'
_chemical_formula_weight         745.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.4630(2)
_cell_length_b                   24.1569(4)
_cell_length_c                   12.6631(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.221(8)
_cell_angle_gamma                90
_cell_volume                     2764.98(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    26777
_cell_measurement_theta_min      3.655
_cell_measurement_theta_max      68.245

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.790
_exptl_crystal_F_000             1492
_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    9.022
_shelx_estimated_absorpt_T_min   0.466
_shelx_estimated_absorpt_T_max   0.466
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.5371
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            31117
_diffrn_reflns_av_unetI/netI     0.0341
_diffrn_reflns_av_R_equivalents  0.0681
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.660
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5061
_reflns_number_gt                4773
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0358P)²+2.2823P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5061
_refine_ls_number_parameters     354
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0295
_refine_ls_wR_factor_ref         0.0735
_refine_ls_wR_factor_gt          0.0724
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.002
_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
Br1 Br -0.18523(3) 0.76007(2) -0.19701(2) 0.02802(8) Uani 1 1 d . . . . .
Br2 Br 0.81455(3) 0.53651(2) -0.03270(2) 0.02962(9) Uani 1 1 d . . . . .
Fe1 Fe 0.31817(4) 0.62096(2) 0.28411(3) 0.01590(10) Uani 1 1 d . . . . .
S1 S 0.24152(7) 0.60260(2) 0.66590(5) 0.02487(14) Uani 1 1 d . . . . .
F1 F 0.51391(19) 0.61260(7) 0.79479(15) 0.0450(5) Uani 1 1 d . . . . .
F2 F 0.3544(2) 0.66026(8) 0.84654(15) 0.0474(5) Uani 1 1 d . . . . .
F3 F 0.42443(19) 0.68684(7) 0.70870(16) 0.0474(5) Uani 1 1 d . . . . .
O1 O 0.19666(17) 0.60596(6) 0.14120(13) 0.0193(3) Uani 1 1 d . . . . .
O2 O 0.45904(17) 0.65334(6) 0.22493(13) 0.0188(3) Uani 1 1 d . . . . .
O3 O 0.3148(2) 0.57962(8) 0.58962(15) 0.0315(4) Uani 1 1 d . . . . .
O4 O 0.1307(2) 0.64317(8) 0.61755(19) 0.0425(5) Uani 1 1 d . . . . .
O5 O 0.2054(2) 0.56238(8) 0.73638(17) 0.0400(5) Uani 1 1 d . . . . .
N1 N 0.2324(2) 0.69255(8) 0.29002(16) 0.0180(4) Uani 1 1 d . . . . .
N2 N 0.4527(2) 0.64143(8) 0.43933(16) 0.0183(4) Uani 1 1 d . . . . .
H1 H 0.411514 0.623402 0.494915 0.022 Uiso 1 1 calc R U . . .
N3 N 0.3979(2) 0.54770(8) 0.28571(16) 0.0185(4) Uani 1 1 d . . . . .
N4 N 0.1699(2) 0.58149(8) 0.34840(17) 0.0187(4) Uani 1 1 d . . . . .
H2 H 0.205916 0.585992 0.430540 0.022 Uiso 1 1 calc R U . . .
C1 C 0.1284(2) 0.64384(10) 0.0695(2) 0.0195(5) Uani 1 1 d . . . . .
C2 C 0.0814(3) 0.62919(10) -0.0434(2) 0.0212(5) Uani 1 1 d . . . . .
H3 H 0.111873 0.594736 -0.065605 0.025 Uiso 1 1 calc R U . . .
C3 C -0.0074(3) 0.66356(10) -0.1222(2) 0.0233(5) Uani 1 1 d . . . . .
H4 H -0.038563 0.652789 -0.197742 0.028 Uiso 1 1 calc R U . . .
C4 C -0.0511(2) 0.71446(10) -0.0898(2) 0.0212(5) Uani 1 1 d . . . . .
C5 C 0.0008(3) 0.73245(10) 0.0173(2) 0.0209(5) Uani 1 1 d . . . . .
H5 H -0.025829 0.768073 0.036815 0.025 Uiso 1 1 calc R U . . .
C6 C 0.0936(2) 0.69811(9) 0.0983(2) 0.0189(5) Uani 1 1 d . . . . .
C7 C 0.1459(2) 0.71950(10) 0.2092(2) 0.0200(5) Uani 1 1 d . . . . .
H6 H 0.114762 0.755419 0.223234 0.024 Uiso 1 1 calc R U . . .
C8 C 0.2769(3) 0.71642(10) 0.4016(2) 0.0209(5) Uani 1 1 d . . . . .
H7 H 0.218454 0.700121 0.446967 0.025 Uiso 1 1 calc R U . . .
H8 H 0.262089 0.757020 0.398289 0.025 Uiso 1 1 calc R U . . .
C9 C 0.4392(3) 0.70245(10) 0.4497(2) 0.0224(5) Uani 1 1 d . . . . .
H9 H 0.498563 0.721965 0.408726 0.027 Uiso 1 1 calc R U . . .
H10 H 0.474954 0.713697 0.528358 0.027 Uiso 1 1 calc R U . . .
C10 C 0.6103(3) 0.62387(10) 0.4634(2) 0.0235(5) Uani 1 1 d . . . . .
H11 H 0.650051 0.639070 0.405320 0.028 Uiso 1 1 calc R U . . .
H12 H 0.613743 0.583002 0.458951 0.028 Uiso 1 1 calc R U . . .
C11 C 0.7105(3) 0.64205(12) 0.5757(2) 0.0290(6) Uani 1 1 d . . . . .
H13 H 0.808554 0.625409 0.588530 0.035 Uiso 1 1 calc R U . . .
H14 H 0.667863 0.629976 0.633630 0.035 Uiso 1 1 calc R U . . .
H15 H 0.719454 0.682482 0.577349 0.035 Uiso 1 1 calc R U . . .
C12 C 0.5305(2) 0.62613(9) 0.16635(19) 0.0174(5) Uani 1 1 d . . . . .
C13 C 0.6057(3) 0.65655(10) 0.1039(2) 0.0199(5) Uani 1 1 d . . . . .
H16 H 0.598067 0.695768 0.102356 0.024 Uiso 1 1 calc R U . . .
C14 C 0.6894(3) 0.63145(10) 0.0455(2) 0.0217(5) Uani 1 1 d . . . . .
H17 H 0.739849 0.653146 0.005468 0.026 Uiso 1 1 calc R U . . .
C15 C 0.6997(2) 0.57362(10) 0.0455(2) 0.0216(5) Uani 1 1 d . . . . .
C16 C 0.6285(2) 0.54224(10) 0.1037(2) 0.0208(5) Uani 1 1 d . . . . .
H18 H 0.636164 0.503038 0.102883 0.025 Uiso 1 1 calc R U . . .
C17 C 0.5440(2) 0.56746(9) 0.1646(2) 0.0183(5) Uani 1 1 d . . . . .
C18 C 0.4815(2) 0.53138(10) 0.2289(2) 0.0201(5) Uani 1 1 d . . . . .
H19 H 0.503615 0.493003 0.229267 0.024 Uiso 1 1 calc R U . . .
C19 C 0.3381(3) 0.50727(10) 0.3470(2) 0.0248(5) Uani 1 1 d . . . . .
H20 H 0.389954 0.509811 0.427163 0.030 Uiso 1 1 calc R U . . .
H21 H 0.349760 0.469229 0.321709 0.030 Uiso 1 1 calc R U . . .
C20 C 0.1761(3) 0.52134(10) 0.3240(2) 0.0231(5) Uani 1 1 d . . . . .
H22 H 0.121472 0.513631 0.245764 0.028 Uiso 1 1 calc R U . . .
H23 H 0.131743 0.499198 0.371831 0.028 Uiso 1 1 calc R U . . .
C21 C 0.0139(3) 0.60234(10) 0.3101(2) 0.0248(5) Uani 1 1 d . . . . .
H24 H -0.024610 0.597796 0.228950 0.030 Uiso 1 1 calc R U . . .
H25 H 0.013765 0.642398 0.326620 0.030 Uiso 1 1 calc R U . . .
C22 C -0.0889(3) 0.57288(11) 0.3636(2) 0.0290(6) Uani 1 1 d . . . . .
H26 H -0.048645 0.575295 0.444171 0.035 Uiso 1 1 calc R U . . .
H27 H -0.097949 0.533903 0.341080 0.035 Uiso 1 1 calc R U . . .
H28 H -0.186681 0.590406 0.339927 0.035 Uiso 1 1 calc R U . . .
C23 C 0.3908(3) 0.64256(11) 0.7588(2) 0.0299(6) 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
Br1 C4 1.910(2) . ?
Br2 C15 1.898(2) . ?
Fe1 O1 1.8698(16) . ?
Fe1 O2 1.8820(16) . ?
Fe1 N1 1.9211(19) . ?
Fe1 N3 1.9216(19) . ?
Fe1 N4 2.053(2) . ?
Fe1 N2 2.061(2) . ?
S1 O5 1.428(2) . ?
S1 O4 1.433(2) . ?
S1 O3 1.4557(19) . ?
S1 C23 1.824(3) . ?
F1 C23 1.332(3) . ?
F2 C23 1.327(3) . ?
F3 C23 1.330(3) . ?
O1 C1 1.316(3) . ?
O2 C12 1.318(3) . ?
N1 C7 1.283(3) . ?
N1 C8 1.467(3) . ?
N2 C9 1.489(3) . ?
N2 C10 1.493(3) . ?
N2 H1 1.0000 . ?
N3 C18 1.280(3) . ?
N3 C19 1.462(3) . ?
N4 C20 1.490(3) . ?
N4 C21 1.498(3) . ?
N4 H2 1.0000 . ?
C1 C2 1.411(3) . ?
C1 C6 1.425(3) . ?
C2 C3 1.376(3) . ?
C2 H3 0.9500 . ?
C3 C4 1.397(3) . ?
C3 H4 0.9500 . ?
C4 C5 1.369(3) . ?
C5 C6 1.407(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.439(3) . ?
C7 H6 0.9500 . ?
C8 C9 1.513(3) . ?
C8 H7 0.9900 . ?
C8 H8 0.9900 . ?
C9 H9 0.9900 . ?
C9 H10 0.9900 . ?
C10 C11 1.522(4) . ?
C10 H11 0.9900 . ?
C10 H12 0.9900 . ?
C11 H13 0.9800 . ?
C11 H14 0.9800 . ?
C11 H15 0.9800 . ?
C12 C13 1.416(3) . ?
C12 C17 1.424(3) . ?
C13 C14 1.374(3) . ?
C13 H16 0.9500 . ?
C14 C15 1.400(3) . ?
C14 H17 0.9500 . ?
C15 C16 1.366(3) . ?
C16 C17 1.403(3) . ?
C16 H18 0.9500 . ?
C17 C18 1.434(3) . ?
C18 H19 0.9500 . ?
C19 C20 1.512(3) . ?
C19 H20 0.9900 . ?
C19 H21 0.9900 . ?
C20 H22 0.9900 . ?
C20 H23 0.9900 . ?
C21 C22 1.517(3) . ?
C21 H24 0.9900 . ?
C21 H25 0.9900 . ?
C22 H26 0.9800 . ?
C22 H27 0.9800 . ?
C22 H28 0.9800 . ?

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
O1 Fe1 O2 90.02(7) . . ?
O1 Fe1 N1 93.81(8) . . ?
O2 Fe1 N1 89.92(7) . . ?
O1 Fe1 N3 87.63(8) . . ?
O2 Fe1 N3 93.72(8) . . ?
N1 Fe1 N3 176.09(8) . . ?
O1 Fe1 N4 89.84(8) . . ?
O2 Fe1 N4 176.85(7) . . ?
N1 Fe1 N4 93.24(8) . . ?
N3 Fe1 N4 83.12(8) . . ?
O1 Fe1 N2 177.22(7) . . ?
O2 Fe1 N2 88.25(8) . . ?
N1 Fe1 N2 84.01(8) . . ?
N3 Fe1 N2 94.65(8) . . ?
N4 Fe1 N2 92.01(8) . . ?
O5 S1 O4 116.88(13) . . ?
O5 S1 O3 113.86(12) . . ?
O4 S1 O3 114.16(13) . . ?
O5 S1 C23 103.87(13) . . ?
O4 S1 C23 104.03(12) . . ?
O3 S1 C23 101.54(12) . . ?
C1 O1 Fe1 124.65(15) . . ?
C12 O2 Fe1 123.97(14) . . ?
C7 N1 C8 120.1(2) . . ?
C7 N1 Fe1 127.08(17) . . ?
C8 N1 Fe1 112.77(15) . . ?
C9 N2 C10 111.73(18) . . ?
C9 N2 Fe1 106.07(14) . . ?
C10 N2 Fe1 115.11(15) . . ?
C9 N2 H1 107.9 . . ?
C10 N2 H1 107.9 . . ?
Fe1 N2 H1 107.9 . . ?
C18 N3 C19 119.6(2) . . ?
C18 N3 Fe1 125.73(17) . . ?
C19 N3 Fe1 114.12(15) . . ?
C20 N4 C21 110.87(18) . . ?
C20 N4 Fe1 107.28(14) . . ?
C21 N4 Fe1 116.05(15) . . ?
C20 N4 H2 107.4 . . ?
C21 N4 H2 107.4 . . ?
Fe1 N4 H2 107.4 . . ?
O1 C1 C2 117.9(2) . . ?
O1 C1 C6 124.5(2) . . ?
C2 C1 C6 117.6(2) . . ?
C3 C2 C1 121.7(2) . . ?
C3 C2 H3 119.2 . . ?
C1 C2 H3 119.2 . . ?
C2 C3 C4 119.2(2) . . ?
C2 C3 H4 120.4 . . ?
C4 C3 H4 120.4 . . ?
C5 C4 C3 121.3(2) . . ?
C5 C4 Br1 119.28(19) . . ?
C3 C4 Br1 119.42(19) . . ?
C4 C5 C6 119.9(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 119.8(2) . . ?
C5 C6 C7 117.4(2) . . ?
C1 C6 C7 122.8(2) . . ?
N1 C7 C6 123.4(2) . . ?
N1 C7 H6 118.3 . . ?
C6 C7 H6 118.3 . . ?
N1 C8 C9 105.57(19) . . ?
N1 C8 H7 110.6 . . ?
C9 C8 H7 110.6 . . ?
N1 C8 H8 110.6 . . ?
C9 C8 H8 110.6 . . ?
H7 C8 H8 108.8 . . ?
N2 C9 C8 106.78(19) . . ?
N2 C9 H9 110.4 . . ?
C8 C9 H9 110.4 . . ?
N2 C9 H10 110.4 . . ?
C8 C9 H10 110.4 . . ?
H9 C9 H10 108.6 . . ?
N2 C10 C11 114.6(2) . . ?
N2 C10 H11 108.6 . . ?
C11 C10 H11 108.6 . . ?
N2 C10 H12 108.6 . . ?
C11 C10 H12 108.6 . . ?
H11 C10 H12 107.6 . . ?
C10 C11 H13 109.5 . . ?
C10 C11 H14 109.5 . . ?
H13 C11 H14 109.5 . . ?
C10 C11 H15 109.5 . . ?
H13 C11 H15 109.5 . . ?
H14 C11 H15 109.5 . . ?
O2 C12 C13 118.8(2) . . ?
O2 C12 C17 124.7(2) . . ?
C13 C12 C17 116.4(2) . . ?
C14 C13 C12 122.5(2) . . ?
C14 C13 H16 118.8 . . ?
C12 C13 H16 118.8 . . ?
C13 C14 C15 119.4(2) . . ?
C13 C14 H17 120.3 . . ?
C15 C14 H17 120.3 . . ?
C16 C15 C14 120.6(2) . . ?
C16 C15 Br2 117.99(18) . . ?
C14 C15 Br2 121.44(18) . . ?
C15 C16 C17 120.5(2) . . ?
C15 C16 H18 119.8 . . ?
C17 C16 H18 119.8 . . ?
C16 C17 C12 120.6(2) . . ?
C16 C17 C18 116.5(2) . . ?
C12 C17 C18 122.8(2) . . ?
N3 C18 C17 124.0(2) . . ?
N3 C18 H19 118.0 . . ?
C17 C18 H19 118.0 . . ?
N3 C19 C20 106.09(19) . . ?
N3 C19 H20 110.5 . . ?
C20 C19 H20 110.5 . . ?
N3 C19 H21 110.5 . . ?
C20 C19 H21 110.5 . . ?
H20 C19 H21 108.7 . . ?
N4 C20 C19 106.22(19) . . ?
N4 C20 H22 110.5 . . ?
C19 C20 H22 110.5 . . ?
N4 C20 H23 110.5 . . ?
C19 C20 H23 110.5 . . ?
H22 C20 H23 108.7 . . ?
N4 C21 C22 113.5(2) . . ?
N4 C21 H24 108.9 . . ?
C22 C21 H24 108.9 . . ?
N4 C21 H25 108.9 . . ?
C22 C21 H25 108.9 . . ?
H24 C21 H25 107.7 . . ?
C21 C22 H26 109.5 . . ?
C21 C22 H27 109.5 . . ?
H26 C22 H27 109.5 . . ?
C21 C22 H28 109.5 . . ?
H26 C22 H28 109.5 . . ?
H27 C22 H28 109.5 . . ?
F2 C23 F3 107.4(2) . . ?
F2 C23 F1 107.8(2) . . ?
F3 C23 F1 106.9(2) . . ?
F2 C23 S1 111.56(19) . . ?
F3 C23 S1 111.51(19) . . ?
F1 C23 S1 111.39(18) . . ?

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
O2 Fe1 O1 C1 -68.36(18) . . . . ?
N1 Fe1 O1 C1 21.55(18) . . . . ?
N3 Fe1 O1 C1 -162.09(18) . . . . ?
N4 Fe1 O1 C1 114.79(18) . . . . ?
O1 Fe1 O2 C12 -63.45(17) . . . . ?
N1 Fe1 O2 C12 -157.26(18) . . . . ?
N3 Fe1 O2 C12 24.18(18) . . . . ?
N2 Fe1 O2 C12 118.72(17) . . . . ?
Fe1 O1 C1 C2 159.80(16) . . . . ?
Fe1 O1 C1 C6 -22.7(3) . . . . ?
O1 C1 C2 C3 171.3(2) . . . . ?
C6 C1 C2 C3 -6.4(3) . . . . ?
C1 C2 C3 C4 0.6(4) . . . . ?
C2 C3 C4 C5 4.6(4) . . . . ?
C2 C3 C4 Br1 -175.70(18) . . . . ?
C3 C4 C5 C6 -3.5(4) . . . . ?
Br1 C4 C5 C6 176.72(17) . . . . ?
C4 C5 C6 C1 -2.5(3) . . . . ?
C4 C5 C6 C7 179.4(2) . . . . ?
O1 C1 C6 C5 -170.2(2) . . . . ?
C2 C1 C6 C5 7.3(3) . . . . ?
O1 C1 C6 C7 7.8(4) . . . . ?
C2 C1 C6 C7 -174.7(2) . . . . ?
C8 N1 C7 C6 -177.9(2) . . . . ?
Fe1 N1 C7 C6 2.7(3) . . . . ?
C5 C6 C7 N1 -179.1(2) . . . . ?
C1 C6 C7 N1 2.8(4) . . . . ?
C7 N1 C8 C9 -139.3(2) . . . . ?
Fe1 N1 C8 C9 40.2(2) . . . . ?
C10 N2 C9 C8 168.73(19) . . . . ?
Fe1 N2 C9 C8 42.5(2) . . . . ?
N1 C8 C9 N2 -53.8(2) . . . . ?
C9 N2 C10 C11 55.6(3) . . . . ?
Fe1 N2 C10 C11 176.70(17) . . . . ?
Fe1 O2 C12 C13 164.78(16) . . . . ?
Fe1 O2 C12 C17 -18.2(3) . . . . ?
O2 C12 C13 C14 176.4(2) . . . . ?
C17 C12 C13 C14 -0.9(3) . . . . ?
C12 C13 C14 C15 1.1(4) . . . . ?
C13 C14 C15 C16 -0.6(4) . . . . ?
C13 C14 C15 Br2 -179.57(18) . . . . ?
C14 C15 C16 C17 -0.1(4) . . . . ?
Br2 C15 C16 C17 178.92(18) . . . . ?
C15 C16 C17 C12 0.3(4) . . . . ?
C15 C16 C17 C18 -175.9(2) . . . . ?
O2 C12 C17 C16 -176.9(2) . . . . ?
C13 C12 C17 C16 0.2(3) . . . . ?
O2 C12 C17 C18 -0.9(4) . . . . ?
C13 C12 C17 C18 176.2(2) . . . . ?
C19 N3 C18 C17 179.0(2) . . . . ?
Fe1 N3 C18 C17 8.0(3) . . . . ?
C16 C17 C18 N3 -177.5(2) . . . . ?
C12 C17 C18 N3 6.3(4) . . . . ?
C18 N3 C19 C20 -134.4(2) . . . . ?
Fe1 N3 C19 C20 37.6(2) . . . . ?
C21 N4 C20 C19 170.3(2) . . . . ?
Fe1 N4 C20 C19 42.6(2) . . . . ?
N3 C19 C20 N4 -51.6(3) . . . . ?
C20 N4 C21 C22 59.3(3) . . . . ?
Fe1 N4 C21 C22 -177.99(17) . . . . ?
O5 S1 C23 F2 -51.6(2) . . . . ?
O4 S1 C23 F2 71.3(2) . . . . ?
O3 S1 C23 F2 -169.96(19) . . . . ?
O5 S1 C23 F3 -171.61(18) . . . . ?
O4 S1 C23 F3 -48.8(2) . . . . ?
O3 S1 C23 F3 70.0(2) . . . . ?
O5 S1 C23 F1 69.0(2) . . . . ?
O4 S1 C23 F1 -168.2(2) . . . . ?
O3 S1 C23 F1 -49.4(2) . . . . ?

_refine_diff_density_max         0.442
_refine_diff_density_min         -0.452
_refine_diff_density_rms         0.073


_exptl_crystal_preparation       'Magnetic properties,Thermal Conductivity'
####################################################################### 
# 
# 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_1_128K
_database_code_depnum_ccdc_archive 'CCDC 2184630'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Niigata University
Japan
;
_audit_update_record             
;
2022-07-07 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H30 Fe N4 O2 1+, N O3 1-'
_chemical_formula_sum            'C22 H30 Fe N5 O5'
_chemical_formula_weight         500.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.3846(3)
_cell_length_b                   26.2141(8)
_cell_length_c                   16.9891(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.932(7)
_cell_angle_gamma                90
_cell_volume                     4613.9(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    128(2)
_cell_measurement_reflns_used    18989
_cell_measurement_theta_min      3.11
_cell_measurement_theta_max      68.23

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_F_000             2104
_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    5.615
_shelx_estimated_absorpt_T_min   0.604
_shelx_estimated_absorpt_T_max   0.604
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.4708
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      128(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            51697
_diffrn_reflns_av_unetI/netI     0.2063
_diffrn_reflns_av_R_equivalents  0.1646
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.105
_diffrn_reflns_theta_max         68.250
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             8383
_reflns_number_gt                3379
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0429P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8383
_refine_ls_number_parameters     595
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1869
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1308
_refine_ls_wR_factor_gt          0.0991
_refine_ls_goodness_of_fit_ref   0.881
_refine_ls_restrained_S_all      0.881
_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 0.41883(8) 0.63664(3) 0.29145(5) 0.0369(3) Uani 1 1 d . . . . .
Fe2 Fe 0.97885(8) 0.63951(3) 0.74975(5) 0.0346(3) Uani 1 1 d . . . . .
O1 O 0.3728(3) 0.68265(13) 0.37213(19) 0.0434(10) Uani 1 1 d . . . . .
O2 O 0.3278(4) 0.67207(12) 0.2075(2) 0.0467(11) Uani 1 1 d . . . . .
O3 O 0.9075(3) 0.66939(12) 0.83745(18) 0.0356(9) Uani 1 1 d . . . . .
O4 O 0.9037(3) 0.68707(11) 0.67891(18) 0.0354(10) Uani 1 1 d . . . . .
O5 O 0.5055(4) 0.48877(13) 0.2944(2) 0.0479(12) Uani 1 1 d . . . . .
O6 O 0.6319(6) 0.43584(18) 0.2444(3) 0.152(3) Uani 1 1 d . . . . .
O7 O 0.6499(5) 0.44876(16) 0.3662(3) 0.102(2) Uani 1 1 d . . . . .
O8 O 0.7820(6) 0.55663(16) 0.3277(3) 0.121(2) Uani 1 1 d . . . . .
O9 O 0.8033(6) 0.53145(16) 0.2160(3) 0.116(2) Uani 1 1 d . . . . .
O10 O 0.9300(4) 0.50404(15) 0.3069(3) 0.0899(18) Uani 1 1 d . . . . .
N1 N 0.5769(4) 0.68030(17) 0.2775(2) 0.0374(12) Uani 1 1 d . . . . .
N2 N 0.5142(4) 0.59097(15) 0.2074(2) 0.0412(12) Uani 1 1 d . . . . .
H1 H 0.568804 0.565394 0.237945 0.049 Uiso 1 1 calc R U . . .
N3 N 0.2598(4) 0.59085(14) 0.2979(2) 0.0353(12) Uani 1 1 d . . . . .
N4 N 0.4872(4) 0.58603(14) 0.3834(2) 0.0359(12) Uani 1 1 d . . . . .
H2 H 0.521153 0.554706 0.358348 0.043 Uiso 1 1 calc R U . . .
N5 N 1.1235(4) 0.68544(15) 0.7566(2) 0.0311(12) Uani 1 1 d . . . . .
N6 N 1.0715(4) 0.60926(14) 0.6582(2) 0.0341(12) Uani 1 1 d . . . . .
H3 H 1.123982 0.579778 0.679612 0.041 Uiso 1 1 calc R U . . .
N7 N 0.8293(4) 0.59650(15) 0.7428(2) 0.0360(12) Uani 1 1 d . . . . .
N8 N 1.0544(4) 0.58324(14) 0.8234(2) 0.0339(12) Uani 1 1 d . . . . .
H4 H 1.099445 0.558065 0.790664 0.041 Uiso 1 1 calc R U . . .
N9 N 0.5995(6) 0.45765(19) 0.3013(4) 0.0588(18) Uani 1 1 d . . . . .
N10 N 0.8382(6) 0.5309(2) 0.2841(4) 0.0552(17) Uani 1 1 d . . . . .
C1 C 0.4065(6) 0.7308(2) 0.3829(3) 0.0380(16) Uani 1 1 d . . . . .
C2 C 0.3395(5) 0.7595(2) 0.4360(3) 0.0411(16) Uani 1 1 d . . . . .
H5 H 0.272726 0.743725 0.462797 0.049 Uiso 1 1 calc R U . . .
C3 C 0.3682(6) 0.8102(2) 0.4505(3) 0.0464(17) Uani 1 1 d . . . . .
H6 H 0.322442 0.828573 0.487932 0.056 Uiso 1 1 calc R U . . .
C4 C 0.4634(6) 0.8348(2) 0.4107(3) 0.0500(18) Uani 1 1 d . . . . .
H7 H 0.481034 0.870040 0.419090 0.060 Uiso 1 1 calc R U . . .
C5 C 0.5307(6) 0.8071(2) 0.3593(3) 0.0483(17) Uani 1 1 d . . . . .
H8 H 0.596718 0.823361 0.332457 0.058 Uiso 1 1 calc R U . . .
C6 C 0.5054(6) 0.7550(2) 0.3448(3) 0.0354(15) Uani 1 1 d . . . . .
C7 C 0.5874(5) 0.7281(2) 0.2941(3) 0.0393(15) Uani 1 1 d . . . . .
H9 H 0.653876 0.746794 0.271426 0.047 Uiso 1 1 calc R U . . .
C8 C 0.6741(5) 0.65714(19) 0.2296(3) 0.0458(16) Uani 1 1 d . . . . .
H10 H 0.734134 0.635649 0.262994 0.055 Uiso 1 1 calc R U . . .
H11 H 0.724573 0.683977 0.204636 0.055 Uiso 1 1 calc R U . . .
C9 C 0.6022(5) 0.62511(19) 0.1674(3) 0.0488(17) Uani 1 1 d . . . . .
H12 H 0.552281 0.647269 0.129241 0.059 Uiso 1 1 calc R U . . .
H13 H 0.663752 0.604772 0.138325 0.059 Uiso 1 1 calc R U . . .
C10 C 0.4255(5) 0.56249(18) 0.1522(3) 0.0463(16) Uani 1 1 d . . . . .
H14 H 0.374134 0.587218 0.119114 0.056 Uiso 1 1 calc R U . . .
H15 H 0.364790 0.542937 0.183069 0.056 Uiso 1 1 calc R U . . .
C11 C 0.4912(5) 0.5258(2) 0.0984(3) 0.0629(19) Uani 1 1 d . . . . .
H16 H 0.425793 0.508437 0.063695 0.075 Uiso 1 1 calc R U . . .
H17 H 0.549826 0.544786 0.066321 0.075 Uiso 1 1 calc R U . . .
H18 H 0.540465 0.500425 0.130391 0.075 Uiso 1 1 calc R U . . .
C12 C 0.2142(6) 0.6658(2) 0.1710(3) 0.0372(16) Uani 1 1 d . . . . .
C13 C 0.1748(6) 0.69869(19) 0.1080(3) 0.0425(16) Uani 1 1 d . . . . .
H19 H 0.231261 0.725239 0.094057 0.051 Uiso 1 1 calc R U . . .
C14 C 0.0576(6) 0.6934(2) 0.0661(3) 0.0532(19) Uani 1 1 d . . . . .
H20 H 0.033347 0.716809 0.024972 0.064 Uiso 1 1 calc R U . . .
C15 C -0.0251(6) 0.6545(2) 0.0834(4) 0.060(2) Uani 1 1 d . . . . .
H21 H -0.104224 0.649887 0.052750 0.072 Uiso 1 1 calc R U . . .
C16 C 0.0084(6) 0.6224(2) 0.1457(3) 0.0484(17) Uani 1 1 d . . . . .
H22 H -0.049907 0.596325 0.158917 0.058 Uiso 1 1 calc R U . . .
C17 C 0.1272(6) 0.6274(2) 0.1902(3) 0.0356(15) Uani 1 1 d . . . . .
C18 C 0.1533(5) 0.59264(18) 0.2549(3) 0.0355(15) Uani 1 1 d . . . . .
H23 H 0.087081 0.569402 0.266593 0.043 Uiso 1 1 calc R U . . .
C19 C 0.2719(5) 0.55226(17) 0.3621(3) 0.0367(15) Uani 1 1 d . . . . .
H24 H 0.299126 0.519027 0.341030 0.044 Uiso 1 1 calc R U . . .
H25 H 0.188072 0.547623 0.385529 0.044 Uiso 1 1 calc R U . . .
C20 C 0.3718(5) 0.57163(18) 0.4233(3) 0.0371(15) Uani 1 1 d . . . . .
H26 H 0.337830 0.601547 0.450771 0.045 Uiso 1 1 calc R U . . .
H27 H 0.393404 0.544714 0.462876 0.045 Uiso 1 1 calc R U . . .
C21 C 0.5919(5) 0.60717(18) 0.4383(3) 0.0445(16) Uani 1 1 d . . . . .
H28 H 0.557431 0.636461 0.467050 0.053 Uiso 1 1 calc R U . . .
H29 H 0.662180 0.620019 0.407111 0.053 Uiso 1 1 calc R U . . .
C22 C 0.6472(5) 0.56839(19) 0.4977(3) 0.0506(17) Uani 1 1 d . . . . .
H30 H 0.715283 0.584416 0.532037 0.061 Uiso 1 1 calc R U . . .
H31 H 0.578584 0.556073 0.529704 0.061 Uiso 1 1 calc R U . . .
H32 H 0.683398 0.539621 0.469728 0.061 Uiso 1 1 calc R U . . .
C23 C 0.9248(5) 0.71785(19) 0.8585(3) 0.0293(14) Uani 1 1 d . . . . .
C24 C 0.8377(5) 0.73894(19) 0.9098(3) 0.0350(15) Uani 1 1 d . . . . .
H33 H 0.773188 0.717977 0.930146 0.042 Uiso 1 1 calc R U . . .
C25 C 0.8456(6) 0.7898(2) 0.9307(3) 0.0418(16) Uani 1 1 d . . . . .
H34 H 0.783789 0.803815 0.963315 0.050 Uiso 1 1 calc R U . . .
C26 C 0.9427(6) 0.8207(2) 0.9049(3) 0.0434(16) Uani 1 1 d . . . . .
H35 H 0.946524 0.855821 0.918902 0.052 Uiso 1 1 calc R U . . .
C27 C 1.0332(5) 0.8001(2) 0.8587(3) 0.0401(16) Uani 1 1 d . . . . .
H36 H 1.102676 0.820561 0.843436 0.048 Uiso 1 1 calc R U . . .
C28 C 1.0240(5) 0.7488(2) 0.8338(3) 0.0312(14) Uani 1 1 d . . . . .
C29 C 1.1240(5) 0.73028(19) 0.7868(3) 0.0341(14) Uani 1 1 d . . . . .
H37 H 1.194021 0.752343 0.777699 0.041 Uiso 1 1 calc R U . . .
C30 C 1.2278(5) 0.67120(17) 0.7075(3) 0.0347(14) Uani 1 1 d . . . . .
H38 H 1.285431 0.645831 0.734957 0.042 Uiso 1 1 calc R U . . .
H39 H 1.279518 0.701530 0.695110 0.042 Uiso 1 1 calc R U . . .
C31 C 1.1636(5) 0.64868(17) 0.6329(3) 0.0344(14) Uani 1 1 d . . . . .
H40 H 1.117099 0.675468 0.601273 0.041 Uiso 1 1 calc R U . . .
H41 H 1.228789 0.633007 0.600549 0.041 Uiso 1 1 calc R U . . .
C32 C 0.9860(5) 0.58978(18) 0.5909(3) 0.0397(15) Uani 1 1 d . . . . .
H42 H 0.932072 0.618274 0.569111 0.048 Uiso 1 1 calc R U . . .
H43 H 0.927440 0.563758 0.610896 0.048 Uiso 1 1 calc R U . . .
C33 C 1.0573(5) 0.56652(18) 0.5248(3) 0.0496(17) Uani 1 1 d . . . . .
H44 H 0.994906 0.554643 0.482946 0.060 Uiso 1 1 calc R U . . .
H45 H 1.113935 0.592224 0.503490 0.060 Uiso 1 1 calc R U . . .
H46 H 1.109297 0.537625 0.545339 0.060 Uiso 1 1 calc R U . . .
C34 C 0.7803(6) 0.69072(18) 0.6560(3) 0.0266(14) Uani 1 1 d . . . . .
C35 C 0.7402(5) 0.73343(18) 0.6103(3) 0.0359(15) Uani 1 1 d . . . . .
H47 H 0.802283 0.758418 0.598529 0.043 Uiso 1 1 calc R U . . .
C36 C 0.6147(6) 0.74003(19) 0.5824(3) 0.0391(16) Uani 1 1 d . . . . .
H48 H 0.591391 0.769080 0.551145 0.047 Uiso 1 1 calc R U . . .
C37 C 0.5208(5) 0.7045(2) 0.5993(3) 0.0418(16) Uani 1 1 d . . . . .
H49 H 0.433285 0.709419 0.580774 0.050 Uiso 1 1 calc R U . . .
C38 C 0.6840(5) 0.65458(19) 0.6719(3) 0.0297(14) Uani 1 1 d . . . . .
C39 C 0.5565(5) 0.66241(19) 0.6430(3) 0.0380(15) Uani 1 1 d . . . . .
H50 H 0.492891 0.637872 0.654060 0.046 Uiso 1 1 calc R U . . .
C40 C 0.7162(6) 0.60827(19) 0.7140(3) 0.0361(15) Uani 1 1 d . . . . .
H51 H 0.648448 0.584664 0.720924 0.043 Uiso 1 1 calc R U . . .
C41 C 0.8458(5) 0.54795(18) 0.7857(3) 0.0408(16) Uani 1 1 d . . . . .
H52 H 0.878058 0.521261 0.750832 0.049 Uiso 1 1 calc R U . . .
H53 H 0.762414 0.536507 0.804530 0.049 Uiso 1 1 calc R U . . .
C42 C 0.9423(5) 0.55741(18) 0.8548(3) 0.0405(16) Uani 1 1 d . . . . .
H54 H 0.903816 0.579192 0.894598 0.049 Uiso 1 1 calc R U . . .
H55 H 0.969272 0.524727 0.880077 0.049 Uiso 1 1 calc R U . . .
C43 C 1.1490(5) 0.60184(17) 0.8871(3) 0.0402(15) Uani 1 1 d . . . . .
H56 H 1.107433 0.628581 0.917773 0.048 Uiso 1 1 calc R U . . .
H57 H 1.223049 0.617642 0.862604 0.048 Uiso 1 1 calc R U . . .
C44 C 1.1990(5) 0.56011(17) 0.9431(3) 0.0498(17) Uani 1 1 d . . . . .
H58 H 1.260363 0.574724 0.983317 0.060 Uiso 1 1 calc R U . . .
H59 H 1.126536 0.544803 0.968679 0.060 Uiso 1 1 calc R U . . .
H60 H 1.242255 0.533854 0.913461 0.060 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O2 1.899(3) . ?
Fe1 O1 1.911(3) . ?
Fe1 N1 2.028(4) . ?
Fe1 N3 2.051(4) . ?
Fe1 N4 2.134(4) . ?
Fe1 N2 2.156(4) . ?
Fe2 O4 1.867(3) . ?
Fe2 O3 1.880(3) . ?
Fe2 N7 1.916(4) . ?
Fe2 N5 1.922(4) . ?
Fe2 N6 2.044(4) . ?
Fe2 N8 2.055(4) . ?
O1 C1 1.318(6) . ?
O2 C12 1.305(6) . ?
O3 C23 1.328(5) . ?
O4 C34 1.317(5) . ?
O5 N9 1.271(6) . ?
O6 N9 1.190(6) . ?
O7 N9 1.211(6) . ?
O8 N10 1.184(6) . ?
O9 N10 1.189(6) . ?
O10 N10 1.227(6) . ?
N1 C7 1.287(5) . ?
N1 C8 1.470(5) . ?
N2 C10 1.472(5) . ?
N2 C9 1.477(5) . ?
N2 H1 1.0000 . ?
N3 C18 1.284(5) . ?
N3 C19 1.486(5) . ?
N4 C20 1.466(5) . ?
N4 C21 1.490(5) . ?
N4 H2 1.0000 . ?
N5 C29 1.283(5) . ?
N5 C30 1.460(5) . ?
N6 C32 1.489(5) . ?
N6 C31 1.491(5) . ?
N6 H3 1.0000 . ?
N7 C40 1.279(5) . ?
N7 C41 1.471(5) . ?
N8 C42 1.477(5) . ?
N8 C43 1.493(5) . ?
N8 H4 1.0000 . ?
C1 C2 1.396(6) . ?
C1 C6 1.403(7) . ?
C2 C3 1.382(6) . ?
C2 H5 0.9500 . ?
C3 C4 1.394(6) . ?
C3 H6 0.9500 . ?
C4 C5 1.366(6) . ?
C4 H7 0.9500 . ?
C5 C6 1.408(6) . ?
C5 H8 0.9500 . ?
C6 C7 1.437(6) . ?
C7 H9 0.9500 . ?
C8 C9 1.507(6) . ?
C8 H10 0.9900 . ?
C8 H11 0.9900 . ?
C9 H12 0.9900 . ?
C9 H13 0.9900 . ?
C10 C11 1.522(6) . ?
C10 H14 0.9900 . ?
C10 H15 0.9900 . ?
C11 H16 0.9800 . ?
C11 H17 0.9800 . ?
C11 H18 0.9800 . ?
C12 C17 1.406(7) . ?
C12 C13 1.413(6) . ?
C13 C14 1.374(6) . ?
C13 H19 0.9500 . ?
C14 C15 1.378(7) . ?
C14 H20 0.9500 . ?
C15 C16 1.379(7) . ?
C15 H21 0.9500 . ?
C16 C17 1.407(6) . ?
C16 H22 0.9500 . ?
C17 C18 1.439(6) . ?
C18 H23 0.9500 . ?
C19 C20 1.505(6) . ?
C19 H24 0.9900 . ?
C19 H25 0.9900 . ?
C20 H26 0.9900 . ?
C20 H27 0.9900 . ?
C21 C22 1.517(6) . ?
C21 H28 0.9900 . ?
C21 H29 0.9900 . ?
C22 H30 0.9800 . ?
C22 H31 0.9800 . ?
C22 H32 0.9800 . ?
C23 C28 1.398(6) . ?
C23 C24 1.411(6) . ?
C24 C25 1.381(6) . ?
C24 H33 0.9500 . ?
C25 C26 1.388(6) . ?
C25 H34 0.9500 . ?
C26 C27 1.376(6) . ?
C26 H35 0.9500 . ?
C27 C28 1.410(6) . ?
C27 H36 0.9500 . ?
C28 C29 1.438(6) . ?
C29 H37 0.9500 . ?
C30 C31 1.511(6) . ?
C30 H38 0.9900 . ?
C30 H39 0.9900 . ?
C31 H40 0.9900 . ?
C31 H41 0.9900 . ?
C32 C33 1.514(6) . ?
C32 H42 0.9900 . ?
C32 H43 0.9900 . ?
C33 H44 0.9800 . ?
C33 H45 0.9800 . ?
C33 H46 0.9800 . ?
C34 C35 1.409(6) . ?
C34 C38 1.417(6) . ?
C35 C36 1.367(6) . ?
C35 H47 0.9500 . ?
C36 C37 1.393(6) . ?
C36 H48 0.9500 . ?
C37 C39 1.367(6) . ?
C37 H49 0.9500 . ?
C38 C39 1.395(6) . ?
C38 C40 1.437(6) . ?
C39 H50 0.9500 . ?
C40 H51 0.9500 . ?
C41 C42 1.511(6) . ?
C41 H52 0.9900 . ?
C41 H53 0.9900 . ?
C42 H54 0.9900 . ?
C42 H55 0.9900 . ?
C43 C44 1.517(5) . ?
C43 H56 0.9900 . ?
C43 H57 0.9900 . ?
C44 H58 0.9800 . ?
C44 H59 0.9800 . ?
C44 H60 0.9800 . ?

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
O2 Fe1 O1 95.40(14) . . ?
O2 Fe1 N1 90.06(16) . . ?
O1 Fe1 N1 88.41(17) . . ?
O2 Fe1 N3 88.01(17) . . ?
O1 Fe1 N3 95.11(15) . . ?
N1 Fe1 N3 176.12(17) . . ?
O2 Fe1 N4 167.85(16) . . ?
O1 Fe1 N4 87.39(14) . . ?
N1 Fe1 N4 101.86(16) . . ?
N3 Fe1 N4 79.96(17) . . ?
O2 Fe1 N2 90.09(15) . . ?
O1 Fe1 N2 167.05(16) . . ?
N1 Fe1 N2 79.84(18) . . ?
N3 Fe1 N2 96.80(16) . . ?
N4 Fe1 N2 89.69(15) . . ?
O4 Fe2 O3 93.59(14) . . ?
O4 Fe2 N7 92.98(17) . . ?
O3 Fe2 N7 86.12(16) . . ?
O4 Fe2 N5 84.89(15) . . ?
O3 Fe2 N5 92.29(16) . . ?
N7 Fe2 N5 177.26(18) . . ?
O4 Fe2 N6 88.06(15) . . ?
O3 Fe2 N6 175.08(16) . . ?
N7 Fe2 N6 98.43(17) . . ?
N5 Fe2 N6 83.23(17) . . ?
O4 Fe2 N8 175.98(15) . . ?
O3 Fe2 N8 88.34(15) . . ?
N7 Fe2 N8 83.63(18) . . ?
N5 Fe2 N8 98.57(17) . . ?
N6 Fe2 N8 90.30(16) . . ?
C1 O1 Fe1 128.8(3) . . ?
C12 O2 Fe1 133.0(4) . . ?
C23 O3 Fe2 124.0(3) . . ?
C34 O4 Fe2 126.5(3) . . ?
C7 N1 C8 118.2(5) . . ?
C7 N1 Fe1 125.5(4) . . ?
C8 N1 Fe1 115.1(3) . . ?
C10 N2 C9 113.2(4) . . ?
C10 N2 Fe1 114.1(3) . . ?
C9 N2 Fe1 107.2(3) . . ?
C10 N2 H1 107.4 . . ?
C9 N2 H1 107.4 . . ?
Fe1 N2 H1 107.4 . . ?
C18 N3 C19 118.0(5) . . ?
C18 N3 Fe1 127.8(4) . . ?
C19 N3 Fe1 114.2(3) . . ?
C20 N4 C21 113.0(4) . . ?
C20 N4 Fe1 104.9(3) . . ?
C21 N4 Fe1 114.8(3) . . ?
C20 N4 H2 108.0 . . ?
C21 N4 H2 108.0 . . ?
Fe1 N4 H2 108.0 . . ?
C29 N5 C30 118.7(4) . . ?
C29 N5 Fe2 125.4(4) . . ?
C30 N5 Fe2 114.4(3) . . ?
C32 N6 C31 112.1(4) . . ?
C32 N6 Fe2 115.5(3) . . ?
C31 N6 Fe2 107.2(3) . . ?
C32 N6 H3 107.2 . . ?
C31 N6 H3 107.2 . . ?
Fe2 N6 H3 107.2 . . ?
C40 N7 C41 118.1(4) . . ?
C40 N7 Fe2 126.9(4) . . ?
C41 N7 Fe2 114.3(3) . . ?
C42 N8 C43 112.5(4) . . ?
C42 N8 Fe2 105.8(3) . . ?
C43 N8 Fe2 114.3(3) . . ?
C42 N8 H4 108.0 . . ?
C43 N8 H4 108.0 . . ?
Fe2 N8 H4 108.0 . . ?
O6 N9 O7 121.2(7) . . ?
O6 N9 O5 119.4(7) . . ?
O7 N9 O5 119.2(7) . . ?
O8 N10 O9 118.2(7) . . ?
O8 N10 O10 122.3(7) . . ?
O9 N10 O10 119.5(7) . . ?
O1 C1 C2 117.8(6) . . ?
O1 C1 C6 124.4(6) . . ?
C2 C1 C6 117.8(6) . . ?
C3 C2 C1 121.6(6) . . ?
C3 C2 H5 119.2 . . ?
C1 C2 H5 119.2 . . ?
C2 C3 C4 120.7(6) . . ?
C2 C3 H6 119.7 . . ?
C4 C3 H6 119.7 . . ?
C5 C4 C3 118.4(6) . . ?
C5 C4 H7 120.8 . . ?
C3 C4 H7 120.8 . . ?
C4 C5 C6 122.0(6) . . ?
C4 C5 H8 119.0 . . ?
C6 C5 H8 119.0 . . ?
C1 C6 C5 119.5(6) . . ?
C1 C6 C7 122.5(6) . . ?
C5 C6 C7 118.0(6) . . ?
N1 C7 C6 124.4(6) . . ?
N1 C7 H9 117.8 . . ?
C6 C7 H9 117.8 . . ?
N1 C8 C9 107.0(4) . . ?
N1 C8 H10 110.3 . . ?
C9 C8 H10 110.3 . . ?
N1 C8 H11 110.3 . . ?
C9 C8 H11 110.3 . . ?
H10 C8 H11 108.6 . . ?
N2 C9 C8 107.9(4) . . ?
N2 C9 H12 110.1 . . ?
C8 C9 H12 110.1 . . ?
N2 C9 H13 110.1 . . ?
C8 C9 H13 110.1 . . ?
H12 C9 H13 108.4 . . ?
N2 C10 C11 114.6(4) . . ?
N2 C10 H14 108.6 . . ?
C11 C10 H14 108.6 . . ?
N2 C10 H15 108.6 . . ?
C11 C10 H15 108.6 . . ?
H14 C10 H15 107.6 . . ?
C10 C11 H16 109.5 . . ?
C10 C11 H17 109.5 . . ?
H16 C11 H17 109.5 . . ?
C10 C11 H18 109.5 . . ?
H16 C11 H18 109.5 . . ?
H17 C11 H18 109.5 . . ?
O2 C12 C17 123.7(5) . . ?
O2 C12 C13 119.2(6) . . ?
C17 C12 C13 117.1(6) . . ?
C14 C13 C12 122.1(6) . . ?
C14 C13 H19 119.0 . . ?
C12 C13 H19 119.0 . . ?
C13 C14 C15 120.4(6) . . ?
C13 C14 H20 119.8 . . ?
C15 C14 H20 119.8 . . ?
C14 C15 C16 119.2(6) . . ?
C14 C15 H21 120.4 . . ?
C16 C15 H21 120.4 . . ?
C15 C16 C17 121.4(6) . . ?
C15 C16 H22 119.3 . . ?
C17 C16 H22 119.3 . . ?
C12 C17 C16 119.7(6) . . ?
C12 C17 C18 122.7(5) . . ?
C16 C17 C18 117.6(6) . . ?
N3 C18 C17 124.6(5) . . ?
N3 C18 H23 117.7 . . ?
C17 C18 H23 117.7 . . ?
N3 C19 C20 107.3(4) . . ?
N3 C19 H24 110.3 . . ?
C20 C19 H24 110.3 . . ?
N3 C19 H25 110.3 . . ?
C20 C19 H25 110.3 . . ?
H24 C19 H25 108.5 . . ?
N4 C20 C19 108.3(4) . . ?
N4 C20 H26 110.0 . . ?
C19 C20 H26 110.0 . . ?
N4 C20 H27 110.0 . . ?
C19 C20 H27 110.0 . . ?
H26 C20 H27 108.4 . . ?
N4 C21 C22 113.2(4) . . ?
N4 C21 H28 108.9 . . ?
C22 C21 H28 108.9 . . ?
N4 C21 H29 108.9 . . ?
C22 C21 H29 108.9 . . ?
H28 C21 H29 107.8 . . ?
C21 C22 H30 109.5 . . ?
C21 C22 H31 109.5 . . ?
H30 C22 H31 109.5 . . ?
C21 C22 H32 109.5 . . ?
H30 C22 H32 109.5 . . ?
H31 C22 H32 109.5 . . ?
O3 C23 C28 124.3(5) . . ?
O3 C23 C24 117.4(5) . . ?
C28 C23 C24 118.3(5) . . ?
C25 C24 C23 120.5(5) . . ?
C25 C24 H33 119.7 . . ?
C23 C24 H33 119.7 . . ?
C24 C25 C26 121.0(5) . . ?
C24 C25 H34 119.5 . . ?
C26 C25 H34 119.5 . . ?
C27 C26 C25 119.3(5) . . ?
C27 C26 H35 120.4 . . ?
C25 C26 H35 120.4 . . ?
C26 C27 C28 120.8(5) . . ?
C26 C27 H36 119.6 . . ?
C28 C27 H36 119.6 . . ?
C23 C28 C27 120.0(5) . . ?
C23 C28 C29 123.1(5) . . ?
C27 C28 C29 116.9(5) . . ?
N5 C29 C28 123.3(5) . . ?
N5 C29 H37 118.4 . . ?
C28 C29 H37 118.4 . . ?
N5 C30 C31 106.1(4) . . ?
N5 C30 H38 110.5 . . ?
C31 C30 H38 110.5 . . ?
N5 C30 H39 110.5 . . ?
C31 C30 H39 110.5 . . ?
H38 C30 H39 108.7 . . ?
N6 C31 C30 106.5(4) . . ?
N6 C31 H40 110.4 . . ?
C30 C31 H40 110.4 . . ?
N6 C31 H41 110.4 . . ?
C30 C31 H41 110.4 . . ?
H40 C31 H41 108.6 . . ?
N6 C32 C33 114.3(4) . . ?
N6 C32 H42 108.7 . . ?
C33 C32 H42 108.7 . . ?
N6 C32 H43 108.7 . . ?
C33 C32 H43 108.7 . . ?
H42 C32 H43 107.6 . . ?
C32 C33 H44 109.5 . . ?
C32 C33 H45 109.5 . . ?
H44 C33 H45 109.5 . . ?
C32 C33 H46 109.5 . . ?
H44 C33 H46 109.5 . . ?
H45 C33 H46 109.5 . . ?
O4 C34 C35 117.8(5) . . ?
O4 C34 C38 125.5(5) . . ?
C35 C34 C38 116.8(5) . . ?
C36 C35 C34 122.1(5) . . ?
C36 C35 H47 119.0 . . ?
C34 C35 H47 119.0 . . ?
C35 C36 C37 120.5(5) . . ?
C35 C36 H48 119.7 . . ?
C37 C36 H48 119.7 . . ?
C39 C37 C36 119.0(5) . . ?
C39 C37 H49 120.5 . . ?
C36 C37 H49 120.5 . . ?
C39 C38 C34 120.0(5) . . ?
C39 C38 C40 118.8(5) . . ?
C34 C38 C40 121.1(5) . . ?
C37 C39 C38 121.7(5) . . ?
C37 C39 H50 119.2 . . ?
C38 C39 H50 119.2 . . ?
N7 C40 C38 124.8(5) . . ?
N7 C40 H51 117.6 . . ?
C38 C40 H51 117.6 . . ?
N7 C41 C42 107.0(4) . . ?
N7 C41 H52 110.3 . . ?
C42 C41 H52 110.3 . . ?
N7 C41 H53 110.3 . . ?
C42 C41 H53 110.3 . . ?
H52 C41 H53 108.6 . . ?
N8 C42 C41 107.0(4) . . ?
N8 C42 H54 110.3 . . ?
C41 C42 H54 110.3 . . ?
N8 C42 H55 110.3 . . ?
C41 C42 H55 110.3 . . ?
H54 C42 H55 108.6 . . ?
N8 C43 C44 113.5(4) . . ?
N8 C43 H56 108.9 . . ?
C44 C43 H56 108.9 . . ?
N8 C43 H57 108.9 . . ?
C44 C43 H57 108.9 . . ?
H56 C43 H57 107.7 . . ?
C43 C44 H58 109.5 . . ?
C43 C44 H59 109.5 . . ?
H58 C44 H59 109.5 . . ?
C43 C44 H60 109.5 . . ?
H58 C44 H60 109.5 . . ?
H59 C44 H60 109.5 . . ?

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
O1 Fe1 O2 C12 -97.3(5) . . . . ?
N1 Fe1 O2 C12 174.3(5) . . . . ?
N3 Fe1 O2 C12 -2.4(5) . . . . ?
N4 Fe1 O2 C12 5.5(10) . . . . ?
N2 Fe1 O2 C12 94.4(5) . . . . ?
O4 Fe2 O3 C23 -56.4(4) . . . . ?
N7 Fe2 O3 C23 -149.2(4) . . . . ?
N5 Fe2 O3 C23 28.6(4) . . . . ?
N8 Fe2 O3 C23 127.1(4) . . . . ?
O3 Fe2 O4 C34 -71.0(4) . . . . ?
N7 Fe2 O4 C34 15.3(4) . . . . ?
N5 Fe2 O4 C34 -163.0(4) . . . . ?
N6 Fe2 O4 C34 113.6(4) . . . . ?
Fe1 O1 C1 C2 166.9(3) . . . . ?
Fe1 O1 C1 C6 -13.3(7) . . . . ?
O1 C1 C2 C3 -179.7(5) . . . . ?
C6 C1 C2 C3 0.6(8) . . . . ?
C1 C2 C3 C4 1.6(8) . . . . ?
C2 C3 C4 C5 -2.3(8) . . . . ?
C3 C4 C5 C6 0.9(8) . . . . ?
O1 C1 C6 C5 178.3(5) . . . . ?
C2 C1 C6 C5 -2.0(7) . . . . ?
O1 C1 C6 C7 -5.0(8) . . . . ?
C2 C1 C6 C7 174.7(5) . . . . ?
C4 C5 C6 C1 1.3(8) . . . . ?
C4 C5 C6 C7 -175.6(5) . . . . ?
C8 N1 C7 C6 -175.4(4) . . . . ?
Fe1 N1 C7 C6 18.1(7) . . . . ?
C1 C6 C7 N1 1.6(8) . . . . ?
C5 C6 C7 N1 178.4(5) . . . . ?
C7 N1 C8 C9 -134.4(5) . . . . ?
Fe1 N1 C8 C9 33.6(5) . . . . ?
C10 N2 C9 C8 172.2(4) . . . . ?
Fe1 N2 C9 C8 45.6(5) . . . . ?
N1 C8 C9 N2 -51.7(5) . . . . ?
C9 N2 C10 C11 63.3(6) . . . . ?
Fe1 N2 C10 C11 -173.8(3) . . . . ?
Fe1 O2 C12 C17 0.8(8) . . . . ?
Fe1 O2 C12 C13 -178.4(3) . . . . ?
O2 C12 C13 C14 178.6(5) . . . . ?
C17 C12 C13 C14 -0.6(8) . . . . ?
C12 C13 C14 C15 -1.7(8) . . . . ?
C13 C14 C15 C16 3.2(9) . . . . ?
C14 C15 C16 C17 -2.3(8) . . . . ?
O2 C12 C17 C16 -177.7(5) . . . . ?
C13 C12 C17 C16 1.5(7) . . . . ?
O2 C12 C17 C18 3.2(8) . . . . ?
C13 C12 C17 C18 -177.6(4) . . . . ?
C15 C16 C17 C12 0.0(8) . . . . ?
C15 C16 C17 C18 179.1(5) . . . . ?
C19 N3 C18 C17 -179.3(4) . . . . ?
Fe1 N3 C18 C17 2.3(7) . . . . ?
C12 C17 C18 N3 -4.7(8) . . . . ?
C16 C17 C18 N3 176.2(5) . . . . ?
C18 N3 C19 C20 -155.4(4) . . . . ?
Fe1 N3 C19 C20 23.1(5) . . . . ?
C21 N4 C20 C19 178.5(4) . . . . ?
Fe1 N4 C20 C19 52.8(4) . . . . ?
N3 C19 C20 N4 -50.5(5) . . . . ?
C20 N4 C21 C22 65.6(5) . . . . ?
Fe1 N4 C21 C22 -174.2(3) . . . . ?
Fe2 O3 C23 C28 -18.9(6) . . . . ?
Fe2 O3 C23 C24 161.9(3) . . . . ?
O3 C23 C24 C25 -176.5(4) . . . . ?
C28 C23 C24 C25 4.2(7) . . . . ?
C23 C24 C25 C26 -3.0(8) . . . . ?
C24 C25 C26 C27 -1.0(8) . . . . ?
C25 C26 C27 C28 3.7(8) . . . . ?
O3 C23 C28 C27 179.2(4) . . . . ?
C24 C23 C28 C27 -1.6(7) . . . . ?
O3 C23 C28 C29 -4.3(8) . . . . ?
C24 C23 C28 C29 174.9(5) . . . . ?
C26 C27 C28 C23 -2.4(8) . . . . ?
C26 C27 C28 C29 -179.0(4) . . . . ?
C30 N5 C29 C28 177.9(4) . . . . ?
Fe2 N5 C29 C28 12.6(7) . . . . ?
C23 C28 C29 N5 7.6(8) . . . . ?
C27 C28 C29 N5 -175.9(5) . . . . ?
C29 N5 C30 C31 -130.8(4) . . . . ?
Fe2 N5 C30 C31 36.0(4) . . . . ?
C32 N6 C31 C30 170.7(4) . . . . ?
Fe2 N6 C31 C30 43.0(4) . . . . ?
N5 C30 C31 N6 -50.8(5) . . . . ?
C31 N6 C32 C33 58.2(5) . . . . ?
Fe2 N6 C32 C33 -178.6(3) . . . . ?
Fe2 O4 C34 C35 171.7(3) . . . . ?
Fe2 O4 C34 C38 -9.9(7) . . . . ?
O4 C34 C35 C36 178.6(4) . . . . ?
C38 C34 C35 C36 0.0(7) . . . . ?
C34 C35 C36 C37 0.8(8) . . . . ?
C35 C36 C37 C39 -1.3(8) . . . . ?
O4 C34 C38 C39 -178.9(4) . . . . ?
C35 C34 C38 C39 -0.4(7) . . . . ?
O4 C34 C38 C40 -2.2(8) . . . . ?
C35 C34 C38 C40 176.3(4) . . . . ?
C36 C37 C39 C38 0.9(8) . . . . ?
C34 C38 C39 C37 -0.1(7) . . . . ?
C40 C38 C39 C37 -176.9(5) . . . . ?
C41 N7 C40 C38 178.9(4) . . . . ?
Fe2 N7 C40 C38 8.4(8) . . . . ?
C39 C38 C40 N7 179.6(5) . . . . ?
C34 C38 C40 N7 2.8(8) . . . . ?
C40 N7 C41 C42 -141.8(5) . . . . ?
Fe2 N7 C41 C42 29.8(5) . . . . ?
C43 N8 C42 C41 171.5(4) . . . . ?
Fe2 N8 C42 C41 46.0(4) . . . . ?
N7 C41 C42 N8 -49.6(5) . . . . ?
C42 N8 C43 C44 56.6(5) . . . . ?
Fe2 N8 C43 C44 177.3(3) . . . . ?

_refine_diff_density_max         0.543
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.079


_exptl_crystal_preparation       'Magnetic properties,Thermal conductivity'
####################################################################### 
# 
# 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_4_300K
_database_code_depnum_ccdc_archive 'CCDC 2160272'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Tohoku University
Japan
;
_audit_update_record             
;
2022-03-20 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 Cl4 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H26 Cl4 F3 Fe N4 O5 S'
_chemical_formula_weight         725.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   13.1344(7)
_cell_length_b                   16.6871(9)
_cell_length_c                   14.2579(7)
_cell_angle_alpha                90
_cell_angle_beta                 90.518(6)
_cell_angle_gamma                90
_cell_volume                     3124.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    13749
_cell_measurement_theta_min      3.100
_cell_measurement_theta_max      67.875

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_F_000             1476
_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    8.157
_shelx_estimated_absorpt_T_min   0.496
_shelx_estimated_absorpt_T_max   0.496
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6109
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            35023
_diffrn_reflns_av_unetI/netI     0.1008
_diffrn_reflns_av_R_equivalents  0.1026
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.078
_diffrn_reflns_theta_max         68.067
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             5647
_reflns_number_gt                2373
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1139P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5647
_refine_ls_number_parameters     372
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1841
_refine_ls_R_factor_gt           0.0791
_refine_ls_wR_factor_ref         0.2361
_refine_ls_wR_factor_gt          0.1846
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_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 0.68486(8) 0.27895(7) 0.46655(7) 0.0685(4) Uani 1 1 d . . . . .
Cl1 Cl 0.82906(16) 0.12347(14) 0.23253(17) 0.1146(9) Uani 1 1 d . . . . .
Cl2 Cl 0.46059(19) 0.01940(15) 0.11973(17) 0.1252(9) Uani 1 1 d . . . . .
Cl3 Cl 0.54238(14) 0.41635(16) 0.21160(15) 0.1079(8) Uani 1 1 d . . . . .
Cl4 Cl 0.91244(15) 0.44753(13) 0.05922(14) 0.1007(7) Uani 1 1 d . . . . .
S1 S 0.6780(3) 0.2664(2) 0.8210(2) 0.1303(11) Uani 1 1 d . . . . .
F1 F 0.5785(10) 0.3932(9) 0.8330(12) 0.330(8) Uani 1 1 d . . . . .
F2 F 0.6945(9) 0.3885(8) 0.9191(8) 0.289(6) Uani 1 1 d . . . . .
F3 F 0.5644(12) 0.3234(8) 0.9472(10) 0.350(11) Uani 1 1 d . . . . .
O1 O 0.7202(3) 0.1992(3) 0.3809(3) 0.0721(13) Uani 1 1 d . . . . .
O2 O 0.6513(3) 0.3508(3) 0.3704(3) 0.0714(13) Uani 1 1 d . . . . .
O3 O 0.6027(8) 0.2246(8) 0.7896(11) 0.364(11) Uani 1 1 d . . . . .
O4 O 0.7419(14) 0.2282(9) 0.8896(11) 0.351(9) Uani 1 1 d . . . . .
O5 O 0.7364(7) 0.3050(7) 0.7543(6) 0.209(4) Uani 1 1 d . . . . .
N1 N 0.5427(4) 0.2476(4) 0.4674(4) 0.0712(16) Uani 1 1 d . . . . .
N2 N 0.6398(5) 0.3649(4) 0.5589(4) 0.0779(17) Uani 1 1 d . . . . .
H1 H 0.656240 0.345870 0.622267 0.093 Uiso 1 1 calc R U . . .
N3 N 0.8269(4) 0.3088(3) 0.4634(4) 0.0678(16) Uani 1 1 d . . . . .
N4 N 0.7307(5) 0.2044(4) 0.5735(4) 0.0770(17) Uani 1 1 d . . . . .
H2 H 0.713465 0.230374 0.632910 0.092 Uiso 1 1 calc R U . . .
C1 C 0.6577(6) 0.1640(4) 0.3228(5) 0.069(2) Uani 1 1 d . . . . .
C2 C 0.6988(6) 0.1218(5) 0.2454(6) 0.080(2) Uani 1 1 d . . . . .
C3 C 0.6387(8) 0.0796(5) 0.1841(6) 0.089(2) Uani 1 1 d . . . . .
H3 H 0.668037 0.052585 0.134096 0.107 Uiso 1 1 calc R U . . .
C4 C 0.5333(7) 0.0770(5) 0.1967(6) 0.086(2) Uani 1 1 d . . . . .
C5 C 0.4894(6) 0.1187(5) 0.2670(6) 0.078(2) Uani 1 1 d . . . . .
H4 H 0.419045 0.118010 0.273632 0.093 Uiso 1 1 calc R U . . .
C6 C 0.5502(6) 0.1631(5) 0.3298(5) 0.071(2) Uani 1 1 d . . . . .
C7 C 0.4985(6) 0.2043(5) 0.4050(5) 0.077(2) Uani 1 1 d . . . . .
H5 H 0.428140 0.199046 0.408151 0.092 Uiso 1 1 calc R U . . .
C8 C 0.4849(6) 0.2873(5) 0.5412(5) 0.087(2) Uani 1 1 d . . . . .
H6 H 0.492135 0.258422 0.599960 0.104 Uiso 1 1 calc R U . . .
H7 H 0.413207 0.289514 0.524457 0.104 Uiso 1 1 calc R U . . .
C9 C 0.5277(6) 0.3704(5) 0.5506(6) 0.089(2) Uani 1 1 d . . . . .
H8 H 0.509140 0.402035 0.495971 0.107 Uiso 1 1 calc R U . . .
H9 H 0.500144 0.396266 0.605684 0.107 Uiso 1 1 calc R U . . .
C10 C 0.6886(6) 0.4448(5) 0.5468(6) 0.097(3) Uani 1 1 d . . . . .
H10 H 0.667282 0.466602 0.486629 0.116 Uiso 1 1 calc R U . . .
H11 H 0.761770 0.437476 0.544895 0.116 Uiso 1 1 calc R U . . .
C11 C 0.6648(7) 0.5050(6) 0.6215(7) 0.127(3) Uani 1 1 d . . . . .
H12 H 0.693874 0.555792 0.605136 0.152 Uiso 1 1 calc R U . . .
H13 H 0.692924 0.487217 0.680275 0.152 Uiso 1 1 calc R U . . .
H14 H 0.592303 0.510376 0.626869 0.152 Uiso 1 1 calc R U . . .
C12 C 0.7133(5) 0.3704(4) 0.3036(5) 0.066(2) Uani 1 1 d . . . . .
C13 C 0.6733(5) 0.4037(4) 0.2199(6) 0.072(2) Uani 1 1 d . . . . .
C14 C 0.7334(6) 0.4275(4) 0.1468(5) 0.079(2) Uani 1 1 d . . . . .
H15 H 0.704484 0.449779 0.092986 0.095 Uiso 1 1 calc R U . . .
C15 C 0.8378(6) 0.4178(5) 0.1544(6) 0.078(2) Uani 1 1 d . . . . .
C16 C 0.8802(6) 0.3861(4) 0.2321(6) 0.077(2) Uani 1 1 d . . . . .
H16 H 0.950470 0.379305 0.235290 0.093 Uiso 1 1 calc R U . . .
C17 C 0.8210(5) 0.3632(4) 0.3078(5) 0.0655(19) Uani 1 1 d . . . . .
C18 C 0.8734(5) 0.3365(4) 0.3910(6) 0.073(2) Uani 1 1 d . . . . .
H17 H 0.944122 0.339307 0.392766 0.088 Uiso 1 1 calc R U . . .
C19 C 0.8837(6) 0.2828(5) 0.5466(6) 0.084(2) Uani 1 1 d . . . . .
H18 H 0.871612 0.318690 0.598853 0.101 Uiso 1 1 calc R U . . .
H19 H 0.956165 0.281426 0.534203 0.101 Uiso 1 1 calc R U . . .
C20 C 0.8444(6) 0.1997(5) 0.5680(6) 0.091(2) Uani 1 1 d . . . . .
H20 H 0.864178 0.162728 0.518978 0.110 Uiso 1 1 calc R U . . .
H21 H 0.872573 0.180874 0.627108 0.110 Uiso 1 1 calc R U . . .
C21 C 0.6835(6) 0.1239(5) 0.5729(6) 0.093(3) Uani 1 1 d . . . . .
H22 H 0.703041 0.096570 0.515754 0.111 Uiso 1 1 calc R U . . .
H23 H 0.610130 0.130169 0.571320 0.111 Uiso 1 1 calc R U . . .
C22 C 0.7118(8) 0.0717(5) 0.6553(6) 0.118(3) Uani 1 1 d . . . . .
H24 H 0.784405 0.065584 0.658274 0.142 Uiso 1 1 calc R U . . .
H25 H 0.680535 0.020004 0.647994 0.142 Uiso 1 1 calc R U . . .
H26 H 0.688349 0.096135 0.712077 0.142 Uiso 1 1 calc R U . . .
C23 C 0.620(2) 0.3371(12) 0.8930(16) 0.231(11) 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 O1 1.867(5) . ?
Fe1 O2 1.870(5) . ?
Fe1 N3 1.931(6) . ?
Fe1 N1 1.939(6) . ?
Fe1 N2 2.038(6) . ?
Fe1 N4 2.053(6) . ?
Cl1 C2 1.723(8) . ?
Cl2 C4 1.738(8) . ?
Cl3 C13 1.735(7) . ?
Cl4 C15 1.752(8) . ?
S1 O3 1.286(8) . ?
S1 O5 1.386(9) . ?
S1 O4 1.432(11) . ?
S1 C23 1.74(3) . ?
F1 C23 1.38(2) . ?
F2 C23 1.353(19) . ?
F3 C23 1.09(3) . ?
O1 C1 1.302(8) . ?
O2 C12 1.302(7) . ?
N1 C7 1.281(8) . ?
N1 C8 1.463(8) . ?
N2 C9 1.479(8) . ?
N2 C10 1.491(9) . ?
N2 H1 0.9800 . ?
N3 C18 1.290(8) . ?
N3 C19 1.462(8) . ?
N4 C21 1.480(9) . ?
N4 C20 1.498(8) . ?
N4 H2 0.9800 . ?
C1 C6 1.417(9) . ?
C1 C2 1.418(9) . ?
C2 C3 1.367(10) . ?
C3 C4 1.398(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.353(10) . ?
C5 C6 1.406(9) . ?
C5 H4 0.9300 . ?
C6 C7 1.447(10) . ?
C7 H5 0.9300 . ?
C8 C9 1.501(10) . ?
C8 H6 0.9700 . ?
C8 H7 0.9700 . ?
C9 H8 0.9700 . ?
C9 H9 0.9700 . ?
C10 C11 1.498(10) . ?
C10 H10 0.9700 . ?
C10 H11 0.9700 . ?
C11 H12 0.9600 . ?
C11 H13 0.9600 . ?
C11 H14 0.9600 . ?
C12 C13 1.413(9) . ?
C12 C17 1.420(9) . ?
C13 C14 1.373(9) . ?
C14 C15 1.385(9) . ?
C14 H15 0.9300 . ?
C15 C16 1.344(10) . ?
C16 C17 1.389(9) . ?
C16 H16 0.9300 . ?
C17 C18 1.437(9) . ?
C18 H17 0.9300 . ?
C19 C20 1.511(10) . ?
C19 H18 0.9700 . ?
C19 H19 0.9700 . ?
C20 H20 0.9700 . ?
C20 H21 0.9700 . ?
C21 C22 1.506(10) . ?
C21 H22 0.9700 . ?
C21 H23 0.9700 . ?
C22 H24 0.9600 . ?
C22 H25 0.9600 . ?
C22 H26 0.9600 . ?

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
O1 Fe1 O2 92.0(2) . . ?
O1 Fe1 N3 85.6(2) . . ?
O2 Fe1 N3 92.3(2) . . ?
O1 Fe1 N1 93.2(2) . . ?
O2 Fe1 N1 87.5(2) . . ?
N3 Fe1 N1 178.8(3) . . ?
O1 Fe1 N2 177.5(2) . . ?
O2 Fe1 N2 87.4(2) . . ?
N3 Fe1 N2 96.9(2) . . ?
N1 Fe1 N2 84.3(3) . . ?
O1 Fe1 N4 88.9(2) . . ?
O2 Fe1 N4 176.1(2) . . ?
N3 Fe1 N4 84.1(3) . . ?
N1 Fe1 N4 96.2(2) . . ?
N2 Fe1 N4 91.8(2) . . ?
O3 S1 O5 116.2(9) . . ?
O3 S1 O4 116.1(11) . . ?
O5 S1 O4 110.5(9) . . ?
O3 S1 C23 103.4(9) . . ?
O5 S1 C23 109.7(9) . . ?
O4 S1 C23 98.9(10) . . ?
C1 O1 Fe1 125.5(5) . . ?
C12 O2 Fe1 123.6(4) . . ?
C7 N1 C8 121.4(6) . . ?
C7 N1 Fe1 125.3(5) . . ?
C8 N1 Fe1 112.8(5) . . ?
C9 N2 C10 111.3(6) . . ?
C9 N2 Fe1 106.6(4) . . ?
C10 N2 Fe1 115.3(5) . . ?
C9 N2 H1 107.8 . . ?
C10 N2 H1 107.8 . . ?
Fe1 N2 H1 107.8 . . ?
C18 N3 C19 120.9(6) . . ?
C18 N3 Fe1 125.1(5) . . ?
C19 N3 Fe1 113.0(5) . . ?
C21 N4 C20 111.7(6) . . ?
C21 N4 Fe1 115.2(5) . . ?
C20 N4 Fe1 106.2(4) . . ?
C21 N4 H2 107.8 . . ?
C20 N4 H2 107.8 . . ?
Fe1 N4 H2 107.8 . . ?
O1 C1 C6 125.6(7) . . ?
O1 C1 C2 118.6(7) . . ?
C6 C1 C2 115.9(7) . . ?
C3 C2 C1 122.1(8) . . ?
C3 C2 Cl1 120.5(7) . . ?
C1 C2 Cl1 117.4(7) . . ?
C2 C3 C4 120.0(8) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.5(8) . . ?
C5 C4 Cl2 121.1(7) . . ?
C3 C4 Cl2 118.4(7) . . ?
C4 C5 C6 120.0(7) . . ?
C4 C5 H4 120.0 . . ?
C6 C5 H4 120.0 . . ?
C5 C6 C1 121.4(7) . . ?
C5 C6 C7 117.1(7) . . ?
C1 C6 C7 121.5(7) . . ?
N1 C7 C6 124.7(7) . . ?
N1 C7 H5 117.6 . . ?
C6 C7 H5 117.6 . . ?
N1 C8 C9 106.6(6) . . ?
N1 C8 H6 110.4 . . ?
C9 C8 H6 110.4 . . ?
N1 C8 H7 110.4 . . ?
C9 C8 H7 110.4 . . ?
H6 C8 H7 108.6 . . ?
N2 C9 C8 108.8(6) . . ?
N2 C9 H8 109.9 . . ?
C8 C9 H8 109.9 . . ?
N2 C9 H9 109.9 . . ?
C8 C9 H9 109.9 . . ?
H8 C9 H9 108.3 . . ?
N2 C10 C11 115.1(7) . . ?
N2 C10 H10 108.5 . . ?
C11 C10 H10 108.5 . . ?
N2 C10 H11 108.5 . . ?
C11 C10 H11 108.5 . . ?
H10 C10 H11 107.5 . . ?
C10 C11 H12 109.5 . . ?
C10 C11 H13 109.5 . . ?
H12 C11 H13 109.5 . . ?
C10 C11 H14 109.5 . . ?
H12 C11 H14 109.5 . . ?
H13 C11 H14 109.5 . . ?
O2 C12 C13 119.1(6) . . ?
O2 C12 C17 125.3(7) . . ?
C13 C12 C17 115.6(7) . . ?
C14 C13 C12 122.9(7) . . ?
C14 C13 Cl3 119.3(6) . . ?
C12 C13 Cl3 117.8(6) . . ?
C13 C14 C15 118.9(7) . . ?
C13 C14 H15 120.6 . . ?
C15 C14 H15 120.6 . . ?
C16 C15 C14 120.9(7) . . ?
C16 C15 Cl4 121.3(6) . . ?
C14 C15 Cl4 117.8(7) . . ?
C15 C16 C17 121.2(7) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C16 C17 C12 120.5(7) . . ?
C16 C17 C18 117.3(7) . . ?
C12 C17 C18 122.1(7) . . ?
N3 C18 C17 123.0(7) . . ?
N3 C18 H17 118.5 . . ?
C17 C18 H17 118.5 . . ?
N3 C19 C20 105.2(6) . . ?
N3 C19 H18 110.7 . . ?
C20 C19 H18 110.7 . . ?
N3 C19 H19 110.7 . . ?
C20 C19 H19 110.7 . . ?
H18 C19 H19 108.8 . . ?
N4 C20 C19 107.8(6) . . ?
N4 C20 H20 110.2 . . ?
C19 C20 H20 110.2 . . ?
N4 C20 H21 110.2 . . ?
C19 C20 H21 110.2 . . ?
H20 C20 H21 108.5 . . ?
N4 C21 C22 114.9(7) . . ?
N4 C21 H22 108.5 . . ?
C22 C21 H22 108.5 . . ?
N4 C21 H23 108.5 . . ?
C22 C21 H23 108.5 . . ?
H22 C21 H23 107.5 . . ?
C21 C22 H24 109.5 . . ?
C21 C22 H25 109.5 . . ?
H24 C22 H25 109.5 . . ?
C21 C22 H26 109.5 . . ?
H24 C22 H26 109.5 . . ?
H25 C22 H26 109.5 . . ?
F3 C23 F2 115(2) . . ?
F3 C23 F1 109(3) . . ?
F2 C23 F1 91.1(14) . . ?
F3 C23 S1 125.0(17) . . ?
F2 C23 S1 106(2) . . ?
F1 C23 S1 105.5(16) . . ?

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
O2 Fe1 O1 C1 -65.2(5) . . . . ?
N3 Fe1 O1 C1 -157.4(5) . . . . ?
N1 Fe1 O1 C1 22.4(5) . . . . ?
N4 Fe1 O1 C1 118.5(5) . . . . ?
O1 Fe1 O2 C12 -54.8(5) . . . . ?
N3 Fe1 O2 C12 30.9(5) . . . . ?
N1 Fe1 O2 C12 -147.9(5) . . . . ?
N2 Fe1 O2 C12 127.7(5) . . . . ?
Fe1 O1 C1 C6 -17.9(10) . . . . ?
Fe1 O1 C1 C2 162.6(5) . . . . ?
O1 C1 C2 C3 176.4(7) . . . . ?
C6 C1 C2 C3 -3.2(11) . . . . ?
O1 C1 C2 Cl1 -2.0(9) . . . . ?
C6 C1 C2 Cl1 178.4(5) . . . . ?
C1 C2 C3 C4 0.0(12) . . . . ?
Cl1 C2 C3 C4 178.3(6) . . . . ?
C2 C3 C4 C5 2.8(12) . . . . ?
C2 C3 C4 Cl2 -177.6(6) . . . . ?
C3 C4 C5 C6 -2.0(12) . . . . ?
Cl2 C4 C5 C6 178.3(5) . . . . ?
C4 C5 C6 C1 -1.4(11) . . . . ?
C4 C5 C6 C7 -178.2(7) . . . . ?
O1 C1 C6 C5 -175.6(7) . . . . ?
C2 C1 C6 C5 3.9(10) . . . . ?
O1 C1 C6 C7 1.0(11) . . . . ?
C2 C1 C6 C7 -179.5(7) . . . . ?
C8 N1 C7 C6 -179.9(7) . . . . ?
Fe1 N1 C7 C6 8.4(11) . . . . ?
C5 C6 C7 N1 -179.5(7) . . . . ?
C1 C6 C7 N1 3.7(11) . . . . ?
C7 N1 C8 C9 -137.2(7) . . . . ?
Fe1 N1 C8 C9 35.5(7) . . . . ?
C10 N2 C9 C8 167.2(7) . . . . ?
Fe1 N2 C9 C8 40.7(7) . . . . ?
N1 C8 C9 N2 -49.8(8) . . . . ?
C9 N2 C10 C11 65.3(9) . . . . ?
Fe1 N2 C10 C11 -173.1(5) . . . . ?
Fe1 O2 C12 C13 160.3(5) . . . . ?
Fe1 O2 C12 C17 -21.5(9) . . . . ?
O2 C12 C13 C14 178.7(6) . . . . ?
C17 C12 C13 C14 0.3(11) . . . . ?
O2 C12 C13 Cl3 -0.1(9) . . . . ?
C17 C12 C13 Cl3 -178.5(5) . . . . ?
C12 C13 C14 C15 0.7(11) . . . . ?
Cl3 C13 C14 C15 179.5(6) . . . . ?
C13 C14 C15 C16 -0.4(11) . . . . ?
C13 C14 C15 Cl4 179.2(6) . . . . ?
C14 C15 C16 C17 -1.0(11) . . . . ?
Cl4 C15 C16 C17 179.4(5) . . . . ?
C15 C16 C17 C12 2.1(11) . . . . ?
C15 C16 C17 C18 -174.6(7) . . . . ?
O2 C12 C17 C16 -180.0(6) . . . . ?
C13 C12 C17 C16 -1.7(10) . . . . ?
O2 C12 C17 C18 -3.4(11) . . . . ?
C13 C12 C17 C18 174.9(6) . . . . ?
C19 N3 C18 C17 -179.7(6) . . . . ?
Fe1 N3 C18 C17 12.3(10) . . . . ?
C16 C17 C18 N3 -175.3(7) . . . . ?
C12 C17 C18 N3 8.1(11) . . . . ?
C18 N3 C19 C20 -128.9(7) . . . . ?
Fe1 N3 C19 C20 40.4(7) . . . . ?
C21 N4 C20 C19 167.2(7) . . . . ?
Fe1 N4 C20 C19 40.8(7) . . . . ?
N3 C19 C20 N4 -52.8(8) . . . . ?
C20 N4 C21 C22 62.9(9) . . . . ?
Fe1 N4 C21 C22 -175.8(5) . . . . ?
O3 S1 C23 F3 50(3) . . . . ?
O5 S1 C23 F3 174(2) . . . . ?
O4 S1 C23 F3 -70(3) . . . . ?
O3 S1 C23 F2 -172.9(16) . . . . ?
O5 S1 C23 F2 -48.3(17) . . . . ?
O4 S1 C23 F2 67.4(16) . . . . ?
O3 S1 C23 F1 -77.2(18) . . . . ?
O5 S1 C23 F1 47.4(19) . . . . ?
O4 S1 C23 F1 163.1(17) . . . . ?

_refine_diff_density_max         0.564
_refine_diff_density_min         -0.294
_refine_diff_density_rms         0.067



_exptl_crystal_preparation       'Magnetic properties,Thermal Conductivity'
####################################################################### 
# 
# 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_4_100K
_database_code_depnum_ccdc_archive 'CCDC 2160271'
loop_
_audit_author_name
_audit_author_address
'Norihisa Hoshino'
;Tohoku University
Japan
;
_audit_update_record             
;
2022-03-20 deposited with the CCDC.	2022-07-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H26 Cl4 Fe N4 O2 1+, C F3 O3 S 1-'
_chemical_formula_sum            'C23 H26 Cl4 F3 Fe N4 O5 S'
_chemical_formula_weight         725.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.9046(2)
_cell_length_b                   16.5620(3)
_cell_length_c                   14.1674(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.087(6)
_cell_angle_gamma                90
_cell_volume                     3027.40(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    20261
_cell_measurement_theta_min      3.120
_cell_measurement_theta_max      68.120

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.591
_exptl_crystal_F_000             1476
_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    8.419
_shelx_estimated_absorpt_T_min   0.486
_shelx_estimated_absorpt_T_max   0.486
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6486
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 2011)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54187
_diffrn_radiation_type           CuK\a
_diffrn_source                   'rotating-anode X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            34032
_diffrn_reflns_av_unetI/netI     0.1122
_diffrn_reflns_av_R_equivalents  0.1274
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.107
_diffrn_reflns_theta_max         68.187
_diffrn_reflns_theta_full        67.687
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5536
_reflns_number_gt                3297
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'RAPID AUTO (Rigaku, 2011)'
_computing_cell_refinement       'RAPID AUTO (Rigaku, 2011)'
_computing_data_reduction        'RAPID AUTO (Rigaku, 2011)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Mercury (CCDC, 2020)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0583P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5536
_refine_ls_number_parameters     370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1212
_refine_ls_R_factor_gt           0.0680
_refine_ls_wR_factor_ref         0.1527
_refine_ls_wR_factor_gt          0.1309
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_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 0.68443(6) 0.28087(5) 0.46477(6) 0.0381(3) Uani 1 1 d . . . . .
Cl1 Cl 0.82932(10) 0.12031(9) 0.23273(10) 0.0515(4) Uani 1 1 d . . . . .
Cl2 Cl 0.45321(11) 0.01143(9) 0.12329(10) 0.0548(4) Uani 1 1 d . . . . .
Cl3 Cl 0.53620(9) 0.42053(9) 0.20908(10) 0.0482(4) Uani 1 1 d . . . . .
Cl4 Cl 0.91047(10) 0.44730(8) 0.05193(9) 0.0477(4) Uani 1 1 d . . . . .
S1 S 0.67822(12) 0.27119(10) 0.81816(11) 0.0483(4) Uani 1 1 d . . . . .
F1 F 0.6867(3) 0.4042(2) 0.9150(2) 0.0824(12) Uani 1 1 d . . . . .
F2 F 0.5539(3) 0.3315(2) 0.9429(3) 0.0954(14) Uani 1 1 d . . . . .
F3 F 0.5626(3) 0.3993(2) 0.8143(3) 0.0890(13) Uani 1 1 d . . . . .
O1 O 0.7198(3) 0.1996(2) 0.3803(2) 0.0383(9) Uani 1 1 d . . . . .
O2 O 0.6485(2) 0.3518(2) 0.3665(2) 0.0381(9) Uani 1 1 d . . . . .
O3 O 0.7384(3) 0.2332(3) 0.8909(3) 0.0717(13) Uani 1 1 d . . . . .
O4 O 0.5937(3) 0.2258(2) 0.7800(3) 0.0690(13) Uani 1 1 d . . . . .
O5 O 0.7384(3) 0.3116(2) 0.7459(2) 0.0558(11) Uani 1 1 d . . . . .
N1 N 0.5415(3) 0.2496(3) 0.4668(3) 0.0374(11) Uani 1 1 d . . . . .
N2 N 0.6405(3) 0.3684(3) 0.5570(3) 0.0377(11) Uani 1 1 d . . . . .
H1 H 0.660078 0.350182 0.622161 0.045 Uiso 1 1 calc R U . . .
N3 N 0.8288(3) 0.3104(3) 0.4614(3) 0.0381(11) Uani 1 1 d . . . . .
N4 N 0.7317(3) 0.2077(3) 0.5722(3) 0.0367(11) Uani 1 1 d . . . . .
H2 H 0.715048 0.235879 0.632548 0.044 Uiso 1 1 calc R U . . .
C2 C 0.6559(4) 0.1625(3) 0.3217(4) 0.0375(14) Uani 1 1 d . . . . .
C3 C 0.6965(4) 0.1180(3) 0.2459(4) 0.0407(14) Uani 1 1 d . . . . .
C4 C 0.6353(4) 0.0741(3) 0.1854(4) 0.0420(14) Uani 1 1 d . . . . .
H3 H 0.665343 0.045053 0.134987 0.050 Uiso 1 1 calc R U . . .
C5 C 0.5292(4) 0.0720(3) 0.1980(4) 0.0435(15) Uani 1 1 d . . . . .
C6 C 0.4836(4) 0.1161(3) 0.2681(4) 0.0421(14) Uani 1 1 d . . . . .
H4 H 0.410357 0.115827 0.274023 0.050 Uiso 1 1 calc R U . . .
C1 C 0.5453(4) 0.1614(3) 0.3305(4) 0.0386(14) Uani 1 1 d . . . . .
C7 C 0.4945(4) 0.2057(3) 0.4057(4) 0.0385(14) Uani 1 1 d . . . . .
H5 H 0.421312 0.201479 0.409445 0.046 Uiso 1 1 calc R U . . .
C8 C 0.4825(4) 0.2885(3) 0.5419(4) 0.0431(15) Uani 1 1 d . . . . .
H6 H 0.491752 0.258899 0.602200 0.052 Uiso 1 1 calc R U . . .
H7 H 0.407712 0.289958 0.525070 0.052 Uiso 1 1 calc R U . . .
C9 C 0.5256(4) 0.3735(3) 0.5506(4) 0.0431(15) Uani 1 1 d . . . . .
H8 H 0.504237 0.405878 0.494827 0.052 Uiso 1 1 calc R U . . .
H9 H 0.498595 0.399928 0.607726 0.052 Uiso 1 1 calc R U . . .
C10 C 0.6890(4) 0.4492(3) 0.5413(4) 0.0426(15) Uani 1 1 d . . . . .
H10 H 0.662364 0.471528 0.480678 0.051 Uiso 1 1 calc R U . . .
H11 H 0.764848 0.442115 0.535731 0.051 Uiso 1 1 calc R U . . .
C11 C 0.6686(4) 0.5096(3) 0.6191(4) 0.0505(16) Uani 1 1 d . . . . .
H12 H 0.702403 0.560976 0.604456 0.061 Uiso 1 1 calc R U . . .
H13 H 0.593715 0.518211 0.624094 0.061 Uiso 1 1 calc R U . . .
H14 H 0.696309 0.488767 0.679206 0.061 Uiso 1 1 calc R U . . .
C13 C 0.7105(4) 0.3715(3) 0.2967(4) 0.0371(14) Uani 1 1 d . . . . .
C14 C 0.6691(4) 0.4057(3) 0.2159(4) 0.0374(13) Uani 1 1 d . . . . .
C15 C 0.7279(4) 0.4292(3) 0.1408(4) 0.0404(14) Uani 1 1 d . . . . .
H15 H 0.696619 0.452791 0.086164 0.049 Uiso 1 1 calc R U . . .
C16 C 0.8351(4) 0.4174(3) 0.1471(4) 0.0397(14) Uani 1 1 d . . . . .
C17 C 0.8813(4) 0.3848(3) 0.2255(4) 0.0383(14) Uani 1 1 d . . . . .
H16 H 0.954290 0.377215 0.228115 0.046 Uiso 1 1 calc R U . . .
C12 C 0.8206(4) 0.3626(3) 0.3021(4) 0.0336(13) Uani 1 1 d . . . . .
C18 C 0.8738(4) 0.3352(3) 0.3863(4) 0.0393(14) Uani 1 1 d . . . . .
H17 H 0.947470 0.335341 0.386646 0.047 Uiso 1 1 calc R U . . .
C19 C 0.8878(4) 0.2837(3) 0.5449(4) 0.0404(14) Uani 1 1 d . . . . .
H18 H 0.877478 0.321388 0.598162 0.048 Uiso 1 1 calc R U . . .
H19 H 0.962664 0.281070 0.531357 0.048 Uiso 1 1 calc R U . . .
C20 C 0.8466(4) 0.2011(3) 0.5683(4) 0.0439(15) Uani 1 1 d . . . . .
H20 H 0.866440 0.161705 0.519236 0.053 Uiso 1 1 calc R U . . .
H21 H 0.875329 0.182602 0.629879 0.053 Uiso 1 1 calc R U . . .
C21 C 0.6809(4) 0.1272(3) 0.5746(4) 0.0470(15) Uani 1 1 d . . . . .
H22 H 0.695064 0.098684 0.514884 0.056 Uiso 1 1 calc R U . . .
H23 H 0.604962 0.135122 0.577913 0.056 Uiso 1 1 calc R U . . .
C22 C 0.7160(4) 0.0737(3) 0.6572(4) 0.0489(15) Uani 1 1 d . . . . .
H24 H 0.679235 0.021973 0.653908 0.059 Uiso 1 1 calc R U . . .
H25 H 0.790808 0.064149 0.653789 0.059 Uiso 1 1 calc R U . . .
H26 H 0.700562 0.100645 0.716919 0.059 Uiso 1 1 calc R U . . .
C23 C 0.6170(6) 0.3551(4) 0.8761(5) 0.0606(19) 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 O1 1.864(3) . ?
Fe1 O2 1.873(3) . ?
Fe1 N1 1.917(4) . ?
Fe1 N3 1.928(4) . ?
Fe1 N4 2.030(4) . ?
Fe1 N2 2.039(4) . ?
Cl1 C3 1.728(5) . ?
Cl2 C5 1.746(5) . ?
Cl3 C14 1.733(5) . ?
Cl4 C16 1.749(5) . ?
S1 O4 1.423(4) . ?
S1 O3 1.425(4) . ?
S1 O5 1.459(4) . ?
S1 C23 1.804(7) . ?
F1 C23 1.324(7) . ?
F2 C23 1.319(6) . ?
F3 C23 1.332(7) . ?
O1 C2 1.311(6) . ?
O2 C13 1.324(5) . ?
N1 C7 1.275(6) . ?
N1 C8 1.469(6) . ?
N2 C9 1.485(6) . ?
N2 C10 1.496(6) . ?
N2 H1 1.0000 . ?
N3 C18 1.288(6) . ?
N3 C19 1.462(6) . ?
N4 C21 1.486(6) . ?
N4 C20 1.489(6) . ?
N4 H2 1.0000 . ?
C2 C3 1.412(7) . ?
C2 C1 1.436(6) . ?
C3 C4 1.364(7) . ?
C4 C5 1.385(6) . ?
C4 H3 0.9500 . ?
C5 C6 1.374(7) . ?
C6 C1 1.397(7) . ?
C6 H4 0.9500 . ?
C1 C7 1.459(7) . ?
C7 H5 0.9500 . ?
C8 C9 1.517(7) . ?
C8 H6 0.9900 . ?
C8 H7 0.9900 . ?
C9 H8 0.9900 . ?
C9 H9 0.9900 . ?
C10 C11 1.516(6) . ?
C10 H10 0.9900 . ?
C10 H11 0.9900 . ?
C11 H12 0.9800 . ?
C11 H13 0.9800 . ?
C11 H14 0.9800 . ?
C13 C14 1.376(6) . ?
C13 C12 1.430(6) . ?
C14 C15 1.375(6) . ?
C15 C16 1.398(6) . ?
C15 H15 0.9500 . ?
C16 C17 1.363(6) . ?
C17 C12 1.399(6) . ?
C17 H16 0.9500 . ?
C12 C18 1.440(6) . ?
C18 H17 0.9500 . ?
C19 C20 1.508(7) . ?
C19 H18 0.9900 . ?
C19 H19 0.9900 . ?
C20 H20 0.9900 . ?
C20 H21 0.9900 . ?
C21 C22 1.530(7) . ?
C21 H22 0.9900 . ?
C21 H23 0.9900 . ?
C22 H24 0.9800 . ?
C22 H25 0.9800 . ?
C22 H26 0.9800 . ?

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
O1 Fe1 O2 92.04(14) . . ?
O1 Fe1 N1 93.56(17) . . ?
O2 Fe1 N1 87.48(16) . . ?
O1 Fe1 N3 85.34(16) . . ?
O2 Fe1 N3 92.75(16) . . ?
N1 Fe1 N3 178.88(19) . . ?
O1 Fe1 N4 88.69(16) . . ?
O2 Fe1 N4 176.48(16) . . ?
N1 Fe1 N4 95.91(17) . . ?
N3 Fe1 N4 83.87(17) . . ?
O1 Fe1 N2 177.97(16) . . ?
O2 Fe1 N2 87.84(16) . . ?
N1 Fe1 N2 84.41(17) . . ?
N3 Fe1 N2 96.69(17) . . ?
N4 Fe1 N2 91.55(17) . . ?
O4 S1 O3 116.4(3) . . ?
O4 S1 O5 113.0(2) . . ?
O3 S1 O5 114.8(2) . . ?
O4 S1 C23 103.9(3) . . ?
O3 S1 C23 104.4(3) . . ?
O5 S1 C23 102.1(3) . . ?
C2 O1 Fe1 125.9(3) . . ?
C13 O2 Fe1 124.5(3) . . ?
C7 N1 C8 119.7(4) . . ?
C7 N1 Fe1 126.1(4) . . ?
C8 N1 Fe1 113.9(3) . . ?
C9 N2 C10 111.2(4) . . ?
C9 N2 Fe1 106.9(3) . . ?
C10 N2 Fe1 114.7(3) . . ?
C9 N2 H1 107.9 . . ?
C10 N2 H1 107.9 . . ?
Fe1 N2 H1 107.9 . . ?
C18 N3 C19 121.9(4) . . ?
C18 N3 Fe1 123.5(4) . . ?
C19 N3 Fe1 113.0(3) . . ?
C21 N4 C20 112.0(4) . . ?
C21 N4 Fe1 115.2(3) . . ?
C20 N4 Fe1 107.5(3) . . ?
C21 N4 H2 107.3 . . ?
C20 N4 H2 107.3 . . ?
Fe1 N4 H2 107.3 . . ?
O1 C2 C3 119.2(5) . . ?
O1 C2 C1 124.4(5) . . ?
C3 C2 C1 116.3(5) . . ?
C4 C3 C2 122.5(5) . . ?
C4 C3 Cl1 120.5(4) . . ?
C2 C3 Cl1 117.0(4) . . ?
C3 C4 C5 119.7(5) . . ?
C3 C4 H3 120.2 . . ?
C5 C4 H3 120.2 . . ?
C6 C5 C4 121.2(5) . . ?
C6 C5 Cl2 120.0(4) . . ?
C4 C5 Cl2 118.8(4) . . ?
C5 C6 C1 119.7(5) . . ?
C5 C6 H4 120.1 . . ?
C1 C6 H4 120.1 . . ?
C6 C1 C2 120.5(5) . . ?
C6 C1 C7 118.3(5) . . ?
C2 C1 C7 121.2(5) . . ?
N1 C7 C1 124.7(5) . . ?
N1 C7 H5 117.7 . . ?
C1 C7 H5 117.7 . . ?
N1 C8 C9 105.7(4) . . ?
N1 C8 H6 110.6 . . ?
C9 C8 H6 110.6 . . ?
N1 C8 H7 110.6 . . ?
C9 C8 H7 110.6 . . ?
H6 C8 H7 108.7 . . ?
N2 C9 C8 108.5(4) . . ?
N2 C9 H8 110.0 . . ?
C8 C9 H8 110.0 . . ?
N2 C9 H9 110.0 . . ?
C8 C9 H9 110.0 . . ?
H8 C9 H9 108.4 . . ?
N2 C10 C11 113.7(4) . . ?
N2 C10 H10 108.8 . . ?
C11 C10 H10 108.8 . . ?
N2 C10 H11 108.8 . . ?
C11 C10 H11 108.8 . . ?
H10 C10 H11 107.7 . . ?
C10 C11 H12 109.5 . . ?
C10 C11 H13 109.5 . . ?
H12 C11 H13 109.5 . . ?
C10 C11 H14 109.5 . . ?
H12 C11 H14 109.5 . . ?
H13 C11 H14 109.5 . . ?
O2 C13 C14 119.5(5) . . ?
O2 C13 C12 123.2(5) . . ?
C14 C13 C12 117.2(5) . . ?
C15 C14 C13 123.3(5) . . ?
C15 C14 Cl3 118.5(4) . . ?
C13 C14 Cl3 118.2(4) . . ?
C14 C15 C16 118.1(5) . . ?
C14 C15 H15 120.9 . . ?
C16 C15 H15 120.9 . . ?
C17 C16 C15 121.7(5) . . ?
C17 C16 Cl4 119.9(4) . . ?
C15 C16 Cl4 118.4(4) . . ?
C16 C17 C12 119.6(5) . . ?
C16 C17 H16 120.2 . . ?
C12 C17 H16 120.2 . . ?
C17 C12 C13 120.1(5) . . ?
C17 C12 C18 117.5(5) . . ?
C13 C12 C18 122.3(5) . . ?
N3 C18 C12 124.7(5) . . ?
N3 C18 H17 117.6 . . ?
C12 C18 H17 117.6 . . ?
N3 C19 C20 105.8(4) . . ?
N3 C19 H18 110.6 . . ?
C20 C19 H18 110.6 . . ?
N3 C19 H19 110.6 . . ?
C20 C19 H19 110.6 . . ?
H18 C19 H19 108.7 . . ?
N4 C20 C19 107.2(4) . . ?
N4 C20 H20 110.3 . . ?
C19 C20 H20 110.3 . . ?
N4 C20 H21 110.3 . . ?
C19 C20 H21 110.3 . . ?
H20 C20 H21 108.5 . . ?
N4 C21 C22 114.4(4) . . ?
N4 C21 H22 108.7 . . ?
C22 C21 H22 108.7 . . ?
N4 C21 H23 108.7 . . ?
C22 C21 H23 108.7 . . ?
H22 C21 H23 107.6 . . ?
C21 C22 H24 109.5 . . ?
C21 C22 H25 109.5 . . ?
H24 C22 H25 109.5 . . ?
C21 C22 H26 109.5 . . ?
H24 C22 H26 109.5 . . ?
H25 C22 H26 109.5 . . ?
F2 C23 F1 107.9(6) . . ?
F2 C23 F3 108.0(6) . . ?
F1 C23 F3 106.4(6) . . ?
F2 C23 S1 112.3(5) . . ?
F1 C23 S1 111.2(5) . . ?
F3 C23 S1 110.7(5) . . ?

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
O2 Fe1 O1 C2 -65.0(4) . . . . ?
N1 Fe1 O1 C2 22.6(4) . . . . ?
N3 Fe1 O1 C2 -157.6(4) . . . . ?
N4 Fe1 O1 C2 118.4(4) . . . . ?
O1 Fe1 O2 C13 -54.4(4) . . . . ?
N1 Fe1 O2 C13 -147.9(4) . . . . ?
N3 Fe1 O2 C13 31.0(4) . . . . ?
N2 Fe1 O2 C13 127.6(4) . . . . ?
Fe1 O1 C2 C3 163.7(4) . . . . ?
Fe1 O1 C2 C1 -18.6(7) . . . . ?
O1 C2 C3 C4 176.1(5) . . . . ?
C1 C2 C3 C4 -1.9(8) . . . . ?
O1 C2 C3 Cl1 -3.3(7) . . . . ?
C1 C2 C3 Cl1 178.7(4) . . . . ?
C2 C3 C4 C5 -0.3(8) . . . . ?
Cl1 C3 C4 C5 179.0(4) . . . . ?
C3 C4 C5 C6 2.7(8) . . . . ?
C3 C4 C5 Cl2 -176.9(4) . . . . ?
C4 C5 C6 C1 -2.7(8) . . . . ?
Cl2 C5 C6 C1 176.9(4) . . . . ?
C5 C6 C1 C2 0.4(8) . . . . ?
C5 C6 C1 C7 -178.3(5) . . . . ?
O1 C2 C1 C6 -176.0(5) . . . . ?
C3 C2 C1 C6 1.8(8) . . . . ?
O1 C2 C1 C7 2.6(8) . . . . ?
C3 C2 C1 C7 -179.6(5) . . . . ?
C8 N1 C7 C1 -177.3(5) . . . . ?
Fe1 N1 C7 C1 9.6(8) . . . . ?
C6 C1 C7 N1 -179.5(5) . . . . ?
C2 C1 C7 N1 1.9(8) . . . . ?
C7 N1 C8 C9 -137.8(5) . . . . ?
Fe1 N1 C8 C9 36.2(5) . . . . ?
C10 N2 C9 C8 165.7(4) . . . . ?
Fe1 N2 C9 C8 39.8(5) . . . . ?
N1 C8 C9 N2 -49.2(5) . . . . ?
C9 N2 C10 C11 67.6(5) . . . . ?
Fe1 N2 C10 C11 -171.0(3) . . . . ?
Fe1 O2 C13 C14 162.5(4) . . . . ?
Fe1 O2 C13 C12 -20.4(7) . . . . ?
O2 C13 C14 C15 178.9(5) . . . . ?
C12 C13 C14 C15 1.7(8) . . . . ?
O2 C13 C14 Cl3 -0.6(7) . . . . ?
C12 C13 C14 Cl3 -177.8(4) . . . . ?
C13 C14 C15 C16 0.2(8) . . . . ?
Cl3 C14 C15 C16 179.7(4) . . . . ?
C14 C15 C16 C17 -1.0(8) . . . . ?
C14 C15 C16 Cl4 -179.9(4) . . . . ?
C15 C16 C17 C12 -0.2(8) . . . . ?
Cl4 C16 C17 C12 178.7(4) . . . . ?
C16 C17 C12 C13 2.1(8) . . . . ?
C16 C17 C12 C18 -174.6(5) . . . . ?
O2 C13 C12 C17 -180.0(5) . . . . ?
C14 C13 C12 C17 -2.8(8) . . . . ?
O2 C13 C12 C18 -3.4(8) . . . . ?
C14 C13 C12 C18 173.8(5) . . . . ?
C19 N3 C18 C12 -179.6(5) . . . . ?
Fe1 N3 C18 C12 15.5(7) . . . . ?
C17 C12 C18 N3 -177.8(5) . . . . ?
C13 C12 C18 N3 5.6(8) . . . . ?
C18 N3 C19 C20 -127.1(5) . . . . ?
Fe1 N3 C19 C20 39.1(5) . . . . ?
C21 N4 C20 C19 167.9(4) . . . . ?
Fe1 N4 C20 C19 40.4(5) . . . . ?
N3 C19 C20 N4 -51.2(5) . . . . ?
C20 N4 C21 C22 57.8(6) . . . . ?
Fe1 N4 C21 C22 -178.9(3) . . . . ?
O4 S1 C23 F2 59.5(6) . . . . ?
O3 S1 C23 F2 -62.9(6) . . . . ?
O5 S1 C23 F2 177.2(5) . . . . ?
O4 S1 C23 F1 -179.3(5) . . . . ?
O3 S1 C23 F1 58.2(5) . . . . ?
O5 S1 C23 F1 -61.7(5) . . . . ?
O4 S1 C23 F3 -61.3(5) . . . . ?
O3 S1 C23 F3 176.3(4) . . . . ?
O5 S1 C23 F3 56.4(5) . . . . ?

_refine_diff_density_max         0.566
_refine_diff_density_min         -0.533
_refine_diff_density_rms         0.089


