# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

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

data_mo_k18_JD_523_0ma
_database_code_depnum_ccdc_archive 'CCDC 2054129'
loop_
_audit_author_name
_audit_author_address
'Katrin Warm'
;Humboldt Universitaet zu Berlin
Germany
;
_audit_update_record             
;
2021-01-05 deposited with the CCDC.	2021-02-16 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         'C12 H22 F6 Fe N2 O6 S4'
_chemical_formula_sum            'C12 H22 F6 Fe N2 O6 S4'
_chemical_formula_weight         588.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'

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

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

_cell_length_a                   18.5420(9)
_cell_length_b                   14.0911(7)
_cell_length_c                   8.2672(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2160.03(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4123
_cell_measurement_theta_min      2.86
_cell_measurement_theta_max      25.84

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.809
_exptl_crystal_F_000             1200
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_min          0.04
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_max          0.32
_exptl_absorpt_coefficient_mu    1.169
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6308
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9025
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.630
_diffrn_reflns_theta_max         25.933
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.946
_diffrn_reflns_point_group_measured_fraction_full 0.954
_reflns_number_total             3991
_reflns_number_gt                3389
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.782
_reflns_Friedel_fraction_max     0.897
_reflns_Friedel_fraction_full    0.908

_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          'Refined as a 2-component inversion twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0264P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.21(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3991
_refine_ls_number_parameters     281
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0506
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0641
_refine_ls_wR_factor_gt          0.0591
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.23828(3) 0.61736(5) 0.62390(8) 0.01171(16) Uani 1 1 d . . . . .
F1 F 0.03324(15) 0.7096(2) 0.3512(4) 0.0341(8) Uani 1 1 d . . . . .
O1 O 0.18656(17) 0.6600(2) 0.3969(4) 0.0168(8) Uani 1 1 d . . . . .
S1 S 0.27384(7) 0.78521(9) 0.65192(15) 0.0210(3) Uani 1 1 d . . . . .
N1 N 0.30300(18) 0.5722(3) 0.8362(5) 0.0147(9) Uani 1 1 d . . . . .
H1 H 0.274211 0.585619 0.935892 0.018 Uiso 1 1 calc R U . . .
C1 C 0.3570(3) 0.7936(4) 0.7650(6) 0.0251(13) Uani 1 1 d . . . . .
H1A H 0.397556 0.786751 0.688167 0.030 Uiso 1 1 calc R U . . .
H1AB H 0.359965 0.858223 0.811650 0.030 Uiso 1 1 calc R U . . .
S2 S 0.19817(6) 0.45061(8) 0.61744(17) 0.0156(3) Uani 1 1 d . . . . .
F2 F 0.03777(13) 0.6813(2) 0.0965(3) 0.0254(7) Uani 1 1 d . . . . .
O2 O 0.19006(16) 0.6291(3) 0.1074(4) 0.0291(9) Uani 1 1 d . . . . .
N2 N 0.14316(19) 0.6618(3) 0.7632(5) 0.0146(9) Uani 1 1 d . . . . .
H2 H 0.154261 0.647967 0.879231 0.017 Uiso 1 1 calc R U . . .
C2 C 0.3677(3) 0.7233(4) 0.8999(6) 0.0236(13) Uani 1 1 d . . . . .
H2A H 0.326996 0.729923 0.976419 0.028 Uiso 1 1 calc R U . . .
H2AB H 0.412213 0.740974 0.958873 0.028 Uiso 1 1 calc R U . . .
C3 C 0.3736(3) 0.6199(4) 0.8530(6) 0.0213(13) Uani 1 1 d . . . . .
H3A H 0.399858 0.615133 0.749134 0.026 Uiso 1 1 calc R U . . .
H3AB H 0.402270 0.586212 0.936068 0.026 Uiso 1 1 calc R U . . .
S3 S 0.15010(6) 0.62097(9) 0.25554(14) 0.0151(3) Uani 1 1 d . . . . .
F3 F 0.10333(16) 0.7918(2) 0.1962(4) 0.0400(9) Uani 1 1 d . . . . .
O3 O 0.11422(18) 0.5328(3) 0.2835(4) 0.0279(9) Uani 1 1 d . . . . .
S4 S 0.36343(6) 0.60219(9) 0.33480(15) 0.0154(3) Uani 1 1 d . . . . .
F4 F 0.48671(14) 0.5996(2) 0.4930(3) 0.0277(8) Uani 1 1 d . . . . .
O4 O 0.32838(18) 0.5770(3) 0.4874(4) 0.0184(8) Uani 1 1 d . . . . .
C4 C 0.3131(3) 0.4679(4) 0.8241(6) 0.0213(12) Uani 1 1 d . . . . .
H4A H 0.337704 0.444808 0.922812 0.026 Uiso 1 1 calc R U . . .
H4AB H 0.344485 0.453602 0.730390 0.026 Uiso 1 1 calc R U . . .
C5 C 0.2419(3) 0.4155(4) 0.8045(6) 0.0229(13) Uani 1 1 d . . . . .
H5A H 0.209950 0.430045 0.897214 0.027 Uiso 1 1 calc R U . . .
H5AB H 0.250767 0.346174 0.803448 0.027 Uiso 1 1 calc R U . . .
O5 O 0.33829(17) 0.5479(3) 0.1998(4) 0.0236(9) Uani 1 1 d . . . . .
F5 F 0.49470(15) 0.5677(2) 0.2390(4) 0.0337(8) Uani 1 1 d . . . . .
O6 O 0.37277(19) 0.7024(3) 0.3114(4) 0.0287(10) Uani 1 1 d . . . . .
F6 F 0.45197(15) 0.4634(2) 0.4046(4) 0.0305(8) Uani 1 1 d . . . . .
C6 C 0.1040(3) 0.4376(4) 0.6686(6) 0.0241(13) Uani 1 1 d . . . . .
H6A H 0.075611 0.440187 0.567209 0.029 Uiso 1 1 calc R U . . .
H6AB H 0.096952 0.373730 0.715884 0.029 Uiso 1 1 calc R U . . .
C8 C 0.0741(2) 0.6116(4) 0.7259(6) 0.0230(13) Uani 1 1 d . . . . .
H8A H 0.066344 0.612179 0.607455 0.028 Uiso 1 1 calc R U . . .
H8AB H 0.033715 0.646562 0.776690 0.028 Uiso 1 1 calc R U . . .
C9 C 0.1340(3) 0.7659(4) 0.7512(6) 0.0213(12) Uani 1 1 d . . . . .
H9A H 0.094260 0.786617 0.822835 0.026 Uiso 1 1 calc R U . . .
H9AB H 0.121334 0.783366 0.638704 0.026 Uiso 1 1 calc R U . . .
C7 C 0.0731(3) 0.5100(4) 0.7849(6) 0.0248(13) Uani 1 1 d . . . . .
H7A H 0.022575 0.492265 0.809151 0.030 Uiso 1 1 calc R U . . .
H7AB H 0.100533 0.506544 0.887445 0.030 Uiso 1 1 calc R U . . .
C10 C 0.2034(3) 0.8156(4) 0.7999(6) 0.0252(14) Uani 1 1 d . . . . .
H10A H 0.218286 0.794871 0.909403 0.030 Uiso 1 1 calc R U . . .
H10B H 0.195952 0.885170 0.802074 0.030 Uiso 1 1 calc R U . . .
C11 C 0.0768(2) 0.7060(4) 0.2246(6) 0.0187(12) Uani 1 1 d . . . . .
C12 C 0.4539(2) 0.5562(4) 0.3703(6) 0.0204(12) 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 O4 2.094(3) . ?
Fe1 O1 2.192(3) . ?
Fe1 N2 2.198(4) . ?
Fe1 N1 2.219(4) . ?
Fe1 S2 2.4652(13) . ?
Fe1 S1 2.4662(15) . ?
F1 C11 1.323(5) . ?
O1 S3 1.458(3) . ?
S1 C1 1.807(5) . ?
S1 C10 1.840(5) . ?
N1 C3 1.477(6) . ?
N1 C4 1.485(6) . ?
N1 H1 1.0000 . ?
C1 C2 1.505(7) . ?
C1 H1A 0.9900 . ?
C1 H1AB 0.9900 . ?
S2 C6 1.806(5) . ?
S2 C5 1.815(5) . ?
F2 C11 1.330(5) . ?
O2 S3 1.436(4) . ?
N2 C9 1.480(6) . ?
N2 C8 1.495(6) . ?
N2 H2 1.0000 . ?
C2 C3 1.511(7) . ?
C2 H2A 0.9900 . ?
C2 H2AB 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3AB 0.9900 . ?
S3 O3 1.428(4) . ?
S3 C11 1.830(5) . ?
F3 C11 1.325(6) . ?
S4 O5 1.431(4) . ?
S4 O6 1.436(4) . ?
S4 O4 1.463(3) . ?
S4 C12 1.821(5) . ?
F4 C12 1.332(6) . ?
C4 C5 1.522(7) . ?
C4 H4A 0.9900 . ?
C4 H4AB 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5AB 0.9900 . ?
F5 C12 1.333(5) . ?
F6 C12 1.339(6) . ?
C6 C7 1.514(7) . ?
C6 H6A 0.9900 . ?
C6 H6AB 0.9900 . ?
C8 C7 1.512(7) . ?
C8 H8A 0.9900 . ?
C8 H8AB 0.9900 . ?
C9 C10 1.520(7) . ?
C9 H9A 0.9900 . ?
C9 H9AB 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7AB 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?

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
O4 Fe1 O1 87.84(13) . . ?
O4 Fe1 N2 178.81(15) . . ?
O1 Fe1 N2 91.11(14) . . ?
O4 Fe1 N1 85.24(14) . . ?
O1 Fe1 N1 172.97(13) . . ?
N2 Fe1 N1 95.80(14) . . ?
O4 Fe1 S2 88.30(11) . . ?
O1 Fe1 S2 96.37(9) . . ?
N2 Fe1 S2 92.35(11) . . ?
N1 Fe1 S2 84.67(11) . . ?
O4 Fe1 S1 95.60(11) . . ?
O1 Fe1 S1 86.23(9) . . ?
N2 Fe1 S1 83.80(11) . . ?
N1 Fe1 S1 93.21(11) . . ?
S2 Fe1 S1 175.40(5) . . ?
S3 O1 Fe1 141.8(2) . . ?
C1 S1 C10 104.2(2) . . ?
C1 S1 Fe1 109.86(19) . . ?
C10 S1 Fe1 95.52(18) . . ?
C3 N1 C4 110.2(3) . . ?
C3 N1 Fe1 115.0(3) . . ?
C4 N1 Fe1 107.4(3) . . ?
C3 N1 H1 108.0 . . ?
C4 N1 H1 108.0 . . ?
Fe1 N1 H1 108.0 . . ?
C2 C1 S1 117.0(4) . . ?
C2 C1 H1A 108.1 . . ?
S1 C1 H1A 108.1 . . ?
C2 C1 H1AB 108.1 . . ?
S1 C1 H1AB 108.1 . . ?
H1A C1 H1AB 107.3 . . ?
C6 S2 C5 101.8(2) . . ?
C6 S2 Fe1 112.54(19) . . ?
C5 S2 Fe1 96.14(17) . . ?
C9 N2 C8 110.9(4) . . ?
C9 N2 Fe1 109.8(3) . . ?
C8 N2 Fe1 116.4(3) . . ?
C9 N2 H2 106.4 . . ?
C8 N2 H2 106.4 . . ?
Fe1 N2 H2 106.4 . . ?
C1 C2 C3 117.0(4) . . ?
C1 C2 H2A 108.0 . . ?
C3 C2 H2A 108.0 . . ?
C1 C2 H2AB 108.0 . . ?
C3 C2 H2AB 108.0 . . ?
H2A C2 H2AB 107.3 . . ?
N1 C3 C2 113.5(4) . . ?
N1 C3 H3A 108.9 . . ?
C2 C3 H3A 108.9 . . ?
N1 C3 H3AB 108.9 . . ?
C2 C3 H3AB 108.9 . . ?
H3A C3 H3AB 107.7 . . ?
O3 S3 O2 116.6(2) . . ?
O3 S3 O1 114.5(2) . . ?
O2 S3 O1 114.49(19) . . ?
O3 S3 C11 104.3(2) . . ?
O2 S3 C11 102.2(2) . . ?
O1 S3 C11 102.1(2) . . ?
O5 S4 O6 117.4(2) . . ?
O5 S4 O4 113.5(2) . . ?
O6 S4 O4 114.1(2) . . ?
O5 S4 C12 103.6(2) . . ?
O6 S4 C12 105.1(2) . . ?
O4 S4 C12 100.6(2) . . ?
S4 O4 Fe1 138.9(2) . . ?
N1 C4 C5 112.3(4) . . ?
N1 C4 H4A 109.2 . . ?
C5 C4 H4A 109.2 . . ?
N1 C4 H4AB 109.2 . . ?
C5 C4 H4AB 109.2 . . ?
H4A C4 H4AB 107.9 . . ?
C4 C5 S2 110.2(4) . . ?
C4 C5 H5A 109.6 . . ?
S2 C5 H5A 109.6 . . ?
C4 C5 H5AB 109.6 . . ?
S2 C5 H5AB 109.6 . . ?
H5A C5 H5AB 108.1 . . ?
C7 C6 S2 116.5(4) . . ?
C7 C6 H6A 108.2 . . ?
S2 C6 H6A 108.2 . . ?
C7 C6 H6AB 108.2 . . ?
S2 C6 H6AB 108.2 . . ?
H6A C6 H6AB 107.3 . . ?
N2 C8 C7 113.1(4) . . ?
N2 C8 H8A 109.0 . . ?
C7 C8 H8A 109.0 . . ?
N2 C8 H8AB 109.0 . . ?
C7 C8 H8AB 109.0 . . ?
H8A C8 H8AB 107.8 . . ?
N2 C9 C10 110.0(4) . . ?
N2 C9 H9A 109.7 . . ?
C10 C9 H9A 109.7 . . ?
N2 C9 H9AB 109.7 . . ?
C10 C9 H9AB 109.7 . . ?
H9A C9 H9AB 108.2 . . ?
C8 C7 C6 115.4(5) . . ?
C8 C7 H7A 108.4 . . ?
C6 C7 H7A 108.4 . . ?
C8 C7 H7AB 108.4 . . ?
C6 C7 H7AB 108.4 . . ?
H7A C7 H7AB 107.5 . . ?
C9 C10 S1 108.5(4) . . ?
C9 C10 H10A 110.0 . . ?
S1 C10 H10A 110.0 . . ?
C9 C10 H10B 110.0 . . ?
S1 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
F1 C11 F3 109.4(4) . . ?
F1 C11 F2 107.9(4) . . ?
F3 C11 F2 107.4(4) . . ?
F1 C11 S3 111.6(3) . . ?
F3 C11 S3 110.3(3) . . ?
F2 C11 S3 110.1(3) . . ?
F4 C12 F5 107.7(4) . . ?
F4 C12 F6 107.4(4) . . ?
F5 C12 F6 107.8(4) . . ?
F4 C12 S4 112.4(4) . . ?
F5 C12 S4 110.4(3) . . ?
F6 C12 S4 111.0(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
C10 S1 C1 C2 65.6(5) . . . . ?
Fe1 S1 C1 C2 -35.7(4) . . . . ?
S1 C1 C2 C3 64.5(6) . . . . ?
C4 N1 C3 C2 -168.3(4) . . . . ?
Fe1 N1 C3 C2 70.2(5) . . . . ?
C1 C2 C3 N1 -85.1(6) . . . . ?
Fe1 O1 S3 O3 27.5(4) . . . . ?
Fe1 O1 S3 O2 -110.9(3) . . . . ?
Fe1 O1 S3 C11 139.5(3) . . . . ?
O5 S4 O4 Fe1 -90.5(4) . . . . ?
O6 S4 O4 Fe1 47.5(4) . . . . ?
C12 S4 O4 Fe1 159.5(3) . . . . ?
C3 N1 C4 C5 -179.3(4) . . . . ?
Fe1 N1 C4 C5 -53.4(4) . . . . ?
N1 C4 C5 S2 62.6(5) . . . . ?
C6 S2 C5 C4 -149.6(4) . . . . ?
Fe1 S2 C5 C4 -35.0(4) . . . . ?
C5 S2 C6 C7 71.4(5) . . . . ?
Fe1 S2 C6 C7 -30.4(5) . . . . ?
C9 N2 C8 C7 -162.3(4) . . . . ?
Fe1 N2 C8 C7 71.2(5) . . . . ?
C8 N2 C9 C10 176.4(4) . . . . ?
Fe1 N2 C9 C10 -53.6(5) . . . . ?
N2 C8 C7 C6 -87.1(5) . . . . ?
S2 C6 C7 C8 62.4(6) . . . . ?
N2 C9 C10 S1 65.1(5) . . . . ?
C1 S1 C10 C9 -152.1(4) . . . . ?
Fe1 S1 C10 C9 -40.0(4) . . . . ?
O3 S3 C11 F1 58.5(4) . . . . ?
O2 S3 C11 F1 -179.6(3) . . . . ?
O1 S3 C11 F1 -60.9(4) . . . . ?
O3 S3 C11 F3 -179.7(3) . . . . ?
O2 S3 C11 F3 -57.8(4) . . . . ?
O1 S3 C11 F3 60.9(4) . . . . ?
O3 S3 C11 F2 -61.3(4) . . . . ?
O2 S3 C11 F2 60.6(4) . . . . ?
O1 S3 C11 F2 179.3(3) . . . . ?
O5 S4 C12 F4 179.5(3) . . . . ?
O6 S4 C12 F4 55.7(4) . . . . ?
O4 S4 C12 F4 -63.0(4) . . . . ?
O5 S4 C12 F5 59.2(4) . . . . ?
O6 S4 C12 F5 -64.6(4) . . . . ?
O4 S4 C12 F5 176.7(4) . . . . ?
O5 S4 C12 F6 -60.3(4) . . . . ?
O6 S4 C12 F6 176.0(3) . . . . ?
O4 S4 C12 F6 57.2(4) . . . . ?

_refine_diff_density_max         0.397
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.077

####################################################################### 
# 
# 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_k19_JD_FeApfel_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2054130'
loop_
_audit_author_name
_audit_author_address
'Katrin Warm'
;Humboldt Universitaet zu Berlin
Germany
;
_audit_update_record             
;
2021-01-05 deposited with the CCDC.	2021-02-16 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         'C16 H28 F6 Fe N4 O6 S4'
_chemical_formula_sum            'C16 H28 F6 Fe N4 O6 S4'
_chemical_formula_weight         670.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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                   8.5286(7)
_cell_length_b                   8.8855(7)
_cell_length_c                   9.7499(8)
_cell_angle_alpha                96.876(4)
_cell_angle_beta                 90.559(3)
_cell_angle_gamma                113.841(3)
_cell_volume                     669.57(10)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9974
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      25.07

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.663
_exptl_crystal_F_000             344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    0.956
_shelx_estimated_absorpt_T_min   0.803
_shelx_estimated_absorpt_T_max   0.878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6968
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18646
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_av_R_equivalents  0.0305
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.529
_diffrn_reflns_theta_max         25.076
_diffrn_reflns_theta_full        25.076
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2388
_reflns_number_gt                2158
_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       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0170P)²+0.9508P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2388
_refine_ls_number_parameters     170
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0289
_refine_ls_wR_factor_ref         0.0641
_refine_ls_wR_factor_gt          0.0615
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_restrained_S_all      1.083
_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 0.500000 0.500000 0.000000 0.01283(12) Uani 1 2 d S . P . .
C1 C 0.8888(3) 0.6426(3) 0.0107(2) 0.0190(5) Uani 1 1 d . . . . .
H1A H 1.003424 0.640532 0.001370 0.023 Uiso 1 1 calc R U . . .
H1B H 0.892315 0.747161 -0.017640 0.023 Uiso 1 1 calc R U . . .
F1 F 0.9728(3) 1.2503(3) 0.5042(2) 0.0812(7) Uani 1 1 d . . . . .
O1 O 0.9819(2) 1.0722(2) 0.2311(2) 0.0338(4) Uani 1 1 d . . . . .
S1 S 0.27532(7) 0.53660(6) 0.09332(6) 0.01733(13) Uani 1 1 d . . . . .
N1 N 0.4340(2) 0.2900(2) 0.06860(19) 0.0152(4) Uani 1 1 d . . . . .
S2 S 0.83215(7) 1.10386(7) 0.25880(6) 0.01774(14) Uani 1 1 d . . . . .
C2 C 0.8355(3) 0.6269(3) 0.1580(2) 0.0193(5) Uani 1 1 d . . . . .
H2A H 0.836114 0.523241 0.185081 0.023 Uiso 1 1 calc R U . . .
H2B H 0.919168 0.721484 0.221428 0.023 Uiso 1 1 calc R U . . .
F2 F 0.6978(3) 1.1567(3) 0.4881(2) 0.0764(7) Uani 1 1 d . . . . .
O2 O 0.6718(2) 0.9634(2) 0.21690(19) 0.0299(4) Uani 1 1 d . . . . .
N2 N 0.6606(2) 0.6246(2) 0.17154(19) 0.0166(4) Uani 1 1 d . . . . .
H2 H 0.676457 0.742927 0.175186 0.020 Uiso 1 1 calc R U . . .
O3 O 0.8378(2) 1.2589(2) 0.2251(2) 0.0336(4) Uani 1 1 d . . . . .
C3 C 0.5990(3) 0.5759(3) 0.3088(2) 0.0209(5) Uani 1 1 d . . . . .
H3A H 0.692345 0.640288 0.380967 0.025 Uiso 1 1 calc R U . . .
H3B H 0.574016 0.456922 0.308415 0.025 Uiso 1 1 calc R U . . .
F3 F 0.8185(3) 0.9870(3) 0.49455(18) 0.0561(5) Uani 1 1 d . . . . .
C6 C 0.3859(3) 0.1597(3) 0.1007(2) 0.0167(5) Uani 1 1 d . . . . .
C5 C 0.2699(3) 0.4854(3) 0.2682(2) 0.0221(5) Uani 1 1 d . . . . .
H5A H 0.171988 0.497756 0.314105 0.026 Uiso 1 1 calc R U . . .
H5B H 0.255899 0.368969 0.266323 0.026 Uiso 1 1 calc R U . . .
C4 C 0.4391(3) 0.6036(3) 0.3474(2) 0.0233(5) Uani 1 1 d . . . . .
H4A H 0.459199 0.718447 0.333646 0.028 Uiso 1 1 calc R U . . .
H4B H 0.425396 0.595631 0.447293 0.028 Uiso 1 1 calc R U . . .
C7 C 0.3191(3) -0.0057(3) 0.1417(3) 0.0239(5) Uani 1 1 d . . . . .
H7A H 0.289541 -0.088612 0.059026 0.036 Uiso 1 1 calc R U . . .
H7B H 0.216191 -0.023333 0.192966 0.036 Uiso 1 1 calc R U . . .
H7C H 0.406502 -0.016530 0.200820 0.036 Uiso 1 1 calc R U . . .
C8 C 0.8301(4) 1.1256(4) 0.4462(3) 0.0415(7) 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 N1 1.9246(18) . ?
Fe1 N1 1.9246(18) 2_665 ?
Fe1 N2 2.0457(18) 2_665 ?
Fe1 N2 2.0457(18) . ?
Fe1 S1 2.2522(6) 2_665 ?
Fe1 S1 2.2522(6) . ?
C1 C2 1.516(3) . ?
C1 S1 1.818(2) 2_665 ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
F1 C8 1.332(4) . ?
O1 S2 1.4364(17) . ?
S1 C5 1.813(2) . ?
N1 C6 1.145(3) . ?
S2 O3 1.4364(17) . ?
S2 O2 1.4427(17) . ?
S2 C8 1.815(3) . ?
C2 N2 1.491(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
F2 C8 1.324(3) . ?
N2 C3 1.491(3) . ?
N2 H2 1.0000 . ?
C3 C4 1.523(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
F3 C8 1.338(4) . ?
C6 C7 1.453(3) . ?
C5 C4 1.530(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
N1 Fe1 N1 180.0 . 2_665 ?
N1 Fe1 N2 87.83(7) . 2_665 ?
N1 Fe1 N2 92.17(7) 2_665 2_665 ?
N1 Fe1 N2 92.17(7) . . ?
N1 Fe1 N2 87.83(7) 2_665 . ?
N2 Fe1 N2 180.0 2_665 . ?
N1 Fe1 S1 88.73(5) . 2_665 ?
N1 Fe1 S1 91.27(5) 2_665 2_665 ?
N2 Fe1 S1 92.87(5) 2_665 2_665 ?
N2 Fe1 S1 87.13(5) . 2_665 ?
N1 Fe1 S1 91.27(5) . . ?
N1 Fe1 S1 88.73(5) 2_665 . ?
N2 Fe1 S1 87.13(5) 2_665 . ?
N2 Fe1 S1 92.87(5) . . ?
S1 Fe1 S1 180.0 2_665 . ?
C2 C1 S1 104.67(14) . 2_665 ?
C2 C1 H1A 110.8 . . ?
S1 C1 H1A 110.8 2_665 . ?
C2 C1 H1B 110.8 . . ?
S1 C1 H1B 110.8 2_665 . ?
H1A C1 H1B 108.9 . . ?
C5 S1 C1 106.47(11) . 2_665 ?
C5 S1 Fe1 106.51(8) . . ?
C1 S1 Fe1 95.59(8) 2_665 . ?
C6 N1 Fe1 174.71(18) . . ?
O3 S2 O1 116.03(11) . . ?
O3 S2 O2 114.25(11) . . ?
O1 S2 O2 114.20(11) . . ?
O3 S2 C8 103.85(13) . . ?
O1 S2 C8 103.88(13) . . ?
O2 S2 C8 102.32(13) . . ?
N2 C2 C1 110.99(17) . . ?
N2 C2 H2A 109.4 . . ?
C1 C2 H2A 109.4 . . ?
N2 C2 H2B 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
C2 N2 C3 109.25(16) . . ?
C2 N2 Fe1 112.28(14) . . ?
C3 N2 Fe1 117.64(13) . . ?
C2 N2 H2 105.6 . . ?
C3 N2 H2 105.6 . . ?
Fe1 N2 H2 105.6 . . ?
N2 C3 C4 114.04(18) . . ?
N2 C3 H3A 108.7 . . ?
C4 C3 H3A 108.7 . . ?
N2 C3 H3B 108.7 . . ?
C4 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
N1 C6 C7 178.1(2) . . ?
C4 C5 S1 108.08(15) . . ?
C4 C5 H5A 110.1 . . ?
S1 C5 H5A 110.1 . . ?
C4 C5 H5B 110.1 . . ?
S1 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
C3 C4 C5 116.7(2) . . ?
C3 C4 H4A 108.1 . . ?
C5 C4 H4A 108.1 . . ?
C3 C4 H4B 108.1 . . ?
C5 C4 H4B 108.1 . . ?
H4A C4 H4B 107.3 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
F2 C8 F1 107.8(3) . . ?
F2 C8 F3 107.6(3) . . ?
F1 C8 F3 108.1(2) . . ?
F2 C8 S2 111.0(2) . . ?
F1 C8 S2 110.9(2) . . ?
F3 C8 S2 111.4(2) . . ?

_refine_diff_density_max         0.428
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.057

