# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2017

####################################################################### 
# 
# 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_OMF-GaCl4
_database_code_depnum_ccdc_archive 'CCDC 1541416'
_audit_update_record             
;
2017-03-31 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 Cl4 Fe Ga'
_chemical_formula_iupac          ?
_chemical_formula_weight         509.76

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0583(13)
_cell_length_b                   15.893(2)
_cell_length_c                   16.379(2)
_cell_angle_alpha                70.496(2)
_cell_angle_beta                 89.297(2)
_cell_angle_gamma                86.103(2)
_cell_volume                     2217.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6304
_cell_measurement_theta_min      2.5536
_cell_measurement_theta_max      27.1722
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'metallic dark blue'
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.527
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1036

_exptl_absorpt_coefficient_mu    2.350
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            9282
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0462
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         27.22
_diffrn_reflns_theta_full        27.22
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measured_fraction_theta_full 0.967
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;

Refined as a 2-component twin.
;

_reflns_number_total             9282
_reflns_number_gt                8332
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_gt          0.1031
_refine_ls_wR_factor_ref         0.1064
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_number_reflns         9282
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0562P)²+2.1916P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.361
_refine_diff_density_min         -0.716
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 786)'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga Ga1 0.26169(4) 0.51477(3) 0.75738(3) 0.02105(10) Uani d . . . 1 . .
Fe Fe1 0.33186(5) 0.21525(3) 0.53486(3) 0.01249(10) Uani d . . . 1 . .
Cl Cl1 0.34265(16) 0.44970(7) 0.66761(7) 0.0451(3) Uani d . . . 1 . .
C C1 0.4067(4) 0.0861(2) 0.5470(2) 0.0182(7) Uani d . . . 1 . .
H H1 0.4852 0.0491 0.5884 0.022 Uiso calc U . R 1 . .
Fe Fe2 0.32810(5) 0.71429(3) 0.03219(3) 0.01228(10) Uani d . . . 1 . .
Ga Ga2 0.24046(4) 0.97142(2) 0.25150(2) 0.01711(10) Uani d . . . 1 . .
Cl Cl2 0.43439(13) 0.59168(7) 0.78115(7) 0.0369(3) Uani d . . . 1 . .
C C2 0.2516(4) 0.0879(2) 0.5635(2) 0.0169(7) Uani d . . . 1 . .
Cl Cl3 0.06537(16) 0.60032(11) 0.70654(11) 0.0770(5) Uani d . . . 1 . .
C C3 0.1796(4) 0.0347(2) 0.6457(2) 0.0211(7) Uani d . . . 1 . .
H H3A 0.0952 0.0705 0.6579 0.032 Uiso calc U . R 1 . .
H H3B 0.2514 0.0188 0.6937 0.032 Uiso calc U . R 1 . .
H H3C 0.1451 -0.02 0.6395 0.032 Uiso calc U . R 1 . .
Cl Cl4 0.20586(10) 0.41242(7) 0.87845(6) 0.0309(2) Uani d . . . 1 . .
C C4 0.1787(4) 0.1475(2) 0.4866(2) 0.0188(7) Uani d . . . 1 . .
Cl Cl5 0.22103(10) 1.01022(7) 0.36628(7) 0.0280(2) Uani d . . . 1 . .
C C5 0.0153(4) 0.1666(3) 0.4743(3) 0.0247(8) Uani d . . . 1 . .
H H5A -0.0059 0.2285 0.4362 0.037 Uiso calc U . R 1 . .
H H5B -0.0312 0.1583 0.5305 0.037 Uiso calc U . R 1 . .
H H5C -0.0244 0.1257 0.448 0.037 Uiso calc U . R 1 . .
C C6 0.2905(4) 0.1813(2) 0.4229(2) 0.0187(7) Uani d . . . 1 . .
Cl Cl6 0.18323(10) 0.83307(6) 0.28688(7) 0.0259(2) Uani d . . . 1 . .
Cl Cl7 0.46760(10) 0.98169(6) 0.20566(6) 0.0287(2) Uani d . . . 1 . .
C C7 0.2632(5) 0.2425(3) 0.3322(2) 0.0266(8) Uani d . . . 1 . .
H H7A 0.3496 0.2774 0.3119 0.04 Uiso calc U . R 1 . .
H H7B 0.176 0.2831 0.3305 0.04 Uiso calc U . R 1 . .
H H7C 0.2462 0.2071 0.2948 0.04 Uiso calc U . R 1 . .
C C8 0.4310(4) 0.1428(2) 0.4605(2) 0.0194(7) Uani d . . . 1 . .
Cl Cl8 0.09460(13) 1.05675(9) 0.14919(8) 0.0470(3) Uani d . . . 1 . .
C C9 0.5770(4) 0.1554(3) 0.4153(3) 0.0306(9) Uani d . . . 1 . .
H H9A 0.5875 0.1171 0.3792 0.046 Uiso calc U . R 1 . .
H H9B 0.6573 0.1391 0.4585 0.046 Uiso calc U . R 1 . .
H H9C 0.5815 0.2181 0.3788 0.046 Uiso calc U . R 1 . .
C C10 0.4440(4) 0.2551(2) 0.6233(2) 0.0179(7) Uani d . . . 1 . .
H H10 0.5209 0.2176 0.6656 0.022 Uiso calc U . R 1 . .
C C13 0.3328(4) 0.3563(2) 0.5008(2) 0.0190(7) Uani d . . . 1 . .
C C12 0.6221(4) 0.3300(3) 0.4981(3) 0.0266(8) Uani d . . . 1 . .
H H12A 0.614 0.3421 0.4355 0.04 Uiso calc U . R 1 . .
H H12B 0.6894 0.2769 0.5239 0.04 Uiso calc U . R 1 . .
H H12C 0.6608 0.3815 0.5087 0.04 Uiso calc U . R 1 . .
C C11 0.4720(4) 0.3138(2) 0.5381(2) 0.0184(7) Uani d . . . 1 . .
C C14 0.3094(4) 0.4262(2) 0.4132(2) 0.0258(8) Uani d . . . 1 . .
H H14A 0.3835 0.4154 0.3731 0.039 Uiso calc U . R 1 . .
H H14B 0.3192 0.4856 0.4177 0.039 Uiso calc U . R 1 . .
H H14C 0.2101 0.4234 0.3915 0.039 Uiso calc U . R 1 . .
C C15 0.2205(4) 0.3239(2) 0.5632(2) 0.0172(7) Uani d . . . 1 . .
C C18 0.2166(4) 0.2167(2) 0.7236(2) 0.0220(7) Uani d . . . 1 . .
H H18A 0.1149 0.2054 0.7128 0.033 Uiso calc U . R 1 . .
H H18B 0.2151 0.2558 0.759 0.033 Uiso calc U . R 1 . .
H H18C 0.2718 0.1599 0.7544 0.033 Uiso calc U . R 1 . .
C C17 0.2895(4) 0.2611(2) 0.6394(2) 0.0165(7) Uani d . . . 1 . .
C C16 0.0595(4) 0.3540(3) 0.5527(3) 0.0261(8) Uani d . . . 1 . .
H H16A 0.0302 0.3698 0.4917 0.039 Uiso calc U . R 1 . .
H H16B 0.0417 0.4064 0.5712 0.039 Uiso calc U . R 1 . .
H H16C 0.0011 0.3055 0.5883 0.039 Uiso calc U . R 1 . .
C C19 0.4386(4) 0.6103(2) 0.0027(2) 0.0172(7) Uani d . . . 1 . .
H H19 0.5187 0.5683 0.0386 0.021 Uiso calc U . R 1 . .
C C20 0.2830(4) 0.5964(2) 0.0086(2) 0.0174(7) Uani d . . . 1 . .
C C21 0.2144(4) 0.5161(2) 0.0679(3) 0.0263(8) Uani d . . . 1 . .
H H21A 0.117 0.5341 0.0858 0.039 Uiso calc U . R 1 . .
H H21B 0.2779 0.4884 0.1191 0.039 Uiso calc U . R 1 . .
H H21C 0.203 0.473 0.0377 0.039 Uiso calc U . R 1 . .
C C22 0.2089(4) 0.6712(2) -0.0567(2) 0.0168(7) Uani d . . . 1 . .
C C23 0.0464(4) 0.6823(3) -0.0758(3) 0.0275(8) Uani d . . . 1 . .
H H23A 0.0144 0.7461 -0.0967 0.041 Uiso calc U . R 1 . .
H H23B -0.0072 0.652 -0.023 0.041 Uiso calc U . R 1 . .
H H23C 0.0255 0.6561 -0.1204 0.041 Uiso calc U . R 1 . .
C C24 0.3177(4) 0.7294(2) -0.1018(2) 0.0163(7) Uani d . . . 1 . .
C C25 0.2872(4) 0.8130(2) -0.1777(2) 0.0243(8) Uani d . . . 1 . .
H H25A 0.281 0.7976 -0.2306 0.036 Uiso calc U . R 1 . .
H H25B 0.3673 0.8528 -0.1829 0.036 Uiso calc U . R 1 . .
H H25C 0.1932 0.8432 -0.1691 0.036 Uiso calc U . R 1 . .
C C26 0.4602(4) 0.6921(2) -0.0654(2) 0.0177(7) Uani d . . . 1 . .
C C27 0.6058(4) 0.7285(2) -0.0965(2) 0.0221(7) Uani d . . . 1 . .
H H27A 0.6435 0.7041 -0.141 0.033 Uiso calc U . R 1 . .
H H27B 0.6762 0.7114 -0.0478 0.033 Uiso calc U . R 1 . .
H H27C 0.5934 0.7939 -0.1212 0.033 Uiso calc U . R 1 . .
C C28 0.4130(4) 0.7160(2) 0.1479(2) 0.0186(7) Uani d . . . 1 . .
H H28 0.4932 0.6736 0.1833 0.022 Uiso calc U . R 1 . .
C C29 0.4338(4) 0.7997(2) 0.0821(2) 0.0193(7) Uani d . . . 1 . .
C C30 0.5802(4) 0.8396(3) 0.0554(3) 0.0262(8) Uani d . . . 1 . .
H H30A 0.6588 0.7915 0.0664 0.039 Uiso calc U . R 1 . .
H H30B 0.6005 0.8784 0.089 0.039 Uiso calc U . R 1 . .
H H30C 0.5767 0.8748 -0.0064 0.039 Uiso calc U . R 1 . .
C C31 0.2908(4) 0.8403(2) 0.0507(2) 0.0166(7) Uani d . . . 1 . .
C C32 0.2597(4) 0.9310(2) -0.0161(2) 0.0231(8) Uani d . . . 1 . .
H H32A 0.3438 0.9455 -0.0554 0.035 Uiso calc U . R 1 . .
H H32B 0.2447 0.9759 0.0127 0.035 Uiso calc U . R 1 . .
H H32C 0.1704 0.9308 -0.0492 0.035 Uiso calc U . R 1 . .
C C33 0.1824(4) 0.7821(2) 0.0965(2) 0.0162(7) Uani d . . . 1 . .
C C34 0.0185(4) 0.8005(3) 0.0853(3) 0.0245(8) Uani d . . . 1 . .
H H34A -0.0055 0.8321 0.024 0.037 Uiso calc U . R 1 . .
H H34B -0.0169 0.8377 0.1196 0.037 Uiso calc U . R 1 . .
H H34C -0.0296 0.7439 0.1049 0.037 Uiso calc U . R 1 . .
C C35 0.2576(4) 0.7050(2) 0.1575(2) 0.0184(7) Uani d . . . 1 . .
C C36 0.1882(5) 0.6278(3) 0.2229(2) 0.0275(8) Uani d . . . 1 . .
H H36A 0.0932 0.6187 0.2003 0.041 Uiso calc U . R 1 . .
H H36B 0.1721 0.6409 0.2769 0.041 Uiso calc U . R 1 . .
H H36C 0.2542 0.5736 0.2343 0.041 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ga1 Cl1 . 2.1575(12) ?
Ga1 Cl3 . 2.1579(14) ?
Ga1 Cl2 . 2.1645(10) ?
Ga1 Cl4 . 2.1834(10) ?
Fe1 C1 . 2.063(3) ?
Fe1 C10 . 2.066(3) ?
Fe1 C8 . 2.094(4) ?
Fe1 C17 . 2.095(3) ?
Fe1 C11 . 2.096(3) ?
Fe1 C2 . 2.099(3) ?
Fe1 C6 . 2.120(3) ?
Fe1 C15 . 2.121(3) ?
Fe1 C4 . 2.122(3) ?
Fe1 C13 . 2.122(3) ?
C1 C8 . 1.426(5) ?
C1 C2 . 1.428(5) ?
C1 H1 . 1.0 ?
Fe2 C28 . 2.064(3) ?
Fe2 C19 . 2.064(3) ?
Fe2 C29 . 2.089(3) ?
Fe2 C26 . 2.093(4) ?
Fe2 C20 . 2.102(3) ?
Fe2 C35 . 2.103(3) ?
Fe2 C31 . 2.129(3) ?
Fe2 C24 . 2.129(3) ?
Fe2 C33 . 2.132(3) ?
Fe2 C22 . 2.134(3) ?
Ga2 Cl8 . 2.1648(11) ?
Ga2 Cl5 . 2.1673(10) ?
Ga2 Cl6 . 2.1762(10) ?
Ga2 Cl7 . 2.1794(10) ?
C2 C4 . 1.435(5) ?
C2 C3 . 1.499(5) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 C6 . 1.441(5) ?
C4 C5 . 1.494(5) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 C8 . 1.427(5) ?
C6 C7 . 1.491(5) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 C9 . 1.499(5) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 C17 . 1.424(5) ?
C10 C11 . 1.426(5) ?
C10 H10 . 1.0 ?
C13 C15 . 1.427(5) ?
C13 C11 . 1.431(5) ?
C13 C14 . 1.500(5) ?
C12 C11 . 1.502(5) ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C17 . 1.431(5) ?
C15 C16 . 1.498(5) ?
C18 C17 . 1.492(5) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C19 C26 . 1.425(5) ?
C19 C20 . 1.439(5) ?
C19 H19 . 1.0 ?
C20 C22 . 1.438(5) ?
C20 C21 . 1.491(5) ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 C24 . 1.422(5) ?
C22 C23 . 1.495(5) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 C26 . 1.433(5) ?
C24 C25 . 1.497(5) ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 C27 . 1.492(5) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 C29 . 1.428(5) ?
C28 C35 . 1.430(5) ?
C28 H28 . 1.0 ?
C29 C31 . 1.428(5) ?
C29 C30 . 1.506(5) ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
C31 C33 . 1.423(5) ?
C31 C32 . 1.500(5) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 C35 . 1.433(5) ?
C33 C34 . 1.495(5) ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 C36 . 1.502(5) ?
C36 H36A . 0.98 ?
C36 H36B . 0.98 ?
C36 H36C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cl1 Ga1 Cl3 . . 110.74(7) ?
Cl1 Ga1 Cl2 . . 108.70(5) ?
Cl3 Ga1 Cl2 . . 110.49(7) ?
Cl1 Ga1 Cl4 . . 108.69(5) ?
Cl3 Ga1 Cl4 . . 108.55(6) ?
Cl2 Ga1 Cl4 . . 109.65(4) ?
C1 Fe1 C10 . . 108.80(14) ?
C1 Fe1 C8 . . 40.12(14) ?
C10 Fe1 C8 . . 124.27(14) ?
C1 Fe1 C17 . . 124.38(14) ?
C10 Fe1 C17 . . 40.02(13) ?
C8 Fe1 C17 . . 160.08(14) ?
C1 Fe1 C11 . . 123.34(14) ?
C10 Fe1 C11 . . 40.07(13) ?
C8 Fe1 C11 . . 108.68(14) ?
C17 Fe1 C11 . . 67.22(14) ?
C1 Fe1 C2 . . 40.13(13) ?
C10 Fe1 C2 . . 123.62(14) ?
C8 Fe1 C2 . . 67.26(14) ?
C17 Fe1 C2 . . 109.06(14) ?
C11 Fe1 C2 . . 158.89(13) ?
C1 Fe1 C6 . . 66.84(14) ?
C10 Fe1 C6 . . 159.71(14) ?
C8 Fe1 C6 . . 39.57(13) ?
C17 Fe1 C6 . . 158.96(14) ?
C11 Fe1 C6 . . 124.22(14) ?
C2 Fe1 C6 . . 66.84(13) ?
C1 Fe1 C15 . . 160.24(14) ?
C10 Fe1 C15 . . 66.64(14) ?
C8 Fe1 C15 . . 158.55(14) ?
C17 Fe1 C15 . . 39.69(13) ?
C11 Fe1 C15 . . 66.57(14) ?
C2 Fe1 C15 . . 124.85(14) ?
C6 Fe1 C15 . . 124.21(13) ?
C1 Fe1 C4 . . 66.93(14) ?
C10 Fe1 C4 . . 158.95(14) ?
C8 Fe1 C4 . . 66.78(14) ?
C17 Fe1 C4 . . 123.87(14) ?
C11 Fe1 C4 . . 159.76(14) ?
C2 Fe1 C4 . . 39.73(13) ?
C6 Fe1 C4 . . 39.71(14) ?
C15 Fe1 C4 . . 109.92(14) ?
C1 Fe1 C13 . . 158.68(14) ?
C10 Fe1 C13 . . 66.66(13) ?
C8 Fe1 C13 . . 123.63(14) ?
C17 Fe1 C13 . . 66.61(13) ?
C11 Fe1 C13 . . 39.65(13) ?
C2 Fe1 C13 . . 159.98(13) ?
C6 Fe1 C13 . . 109.68(14) ?
C15 Fe1 C13 . . 39.31(14) ?
C4 Fe1 C13 . . 124.91(13) ?
C8 C1 C2 . . 108.9(3) ?
C8 C1 Fe1 . . 71.13(19) ?
C2 C1 Fe1 . . 71.29(19) ?
C8 C1 H1 . . 125.5 ?
C2 C1 H1 . . 125.5 ?
Fe1 C1 H1 . . 125.5 ?
C28 Fe2 C19 . . 107.86(14) ?
C28 Fe2 C29 . . 40.22(14) ?
C19 Fe2 C29 . . 123.18(14) ?
C28 Fe2 C26 . . 123.13(14) ?
C19 Fe2 C26 . . 40.09(13) ?
C29 Fe2 C26 . . 108.41(14) ?
C28 Fe2 C20 . . 123.55(14) ?
C19 Fe2 C20 . . 40.40(13) ?
C29 Fe2 C20 . . 159.20(14) ?
C26 Fe2 C20 . . 67.36(14) ?
C28 Fe2 C35 . . 40.13(14) ?
C19 Fe2 C35 . . 123.63(14) ?
C29 Fe2 C35 . . 67.14(14) ?
C26 Fe2 C35 . . 158.99(14) ?
C20 Fe2 C35 . . 109.03(13) ?
C28 Fe2 C31 . . 66.67(13) ?
C19 Fe2 C31 . . 159.10(14) ?
C29 Fe2 C31 . . 39.57(13) ?
C26 Fe2 C31 . . 124.41(13) ?
C20 Fe2 C31 . . 159.60(14) ?
C35 Fe2 C31 . . 66.21(13) ?
C28 Fe2 C24 . . 159.12(14) ?
C19 Fe2 C24 . . 66.67(13) ?
C29 Fe2 C24 . . 124.33(14) ?
C26 Fe2 C24 . . 39.66(13) ?
C20 Fe2 C24 . . 66.37(13) ?
C35 Fe2 C24 . . 159.82(14) ?
C31 Fe2 C24 . . 110.75(13) ?
C28 Fe2 C33 . . 66.76(14) ?
C19 Fe2 C33 . . 159.57(13) ?
C29 Fe2 C33 . . 66.43(13) ?
C26 Fe2 C33 . . 159.55(14) ?
C20 Fe2 C33 . . 124.62(13) ?
C35 Fe2 C33 . . 39.54(13) ?
C31 Fe2 C33 . . 39.03(13) ?
C24 Fe2 C33 . . 125.37(13) ?
C28 Fe2 C22 . . 159.67(14) ?
C19 Fe2 C22 . . 66.89(13) ?
C29 Fe2 C22 . . 159.29(14) ?
C26 Fe2 C22 . . 66.49(13) ?
C20 Fe2 C22 . . 39.69(13) ?
C35 Fe2 C22 . . 124.93(14) ?
C31 Fe2 C22 . . 125.22(13) ?
C24 Fe2 C22 . . 38.95(13) ?
C33 Fe2 C22 . . 110.83(13) ?
Cl8 Ga2 Cl5 . . 110.90(5) ?
Cl8 Ga2 Cl6 . . 110.17(5) ?
Cl5 Ga2 Cl6 . . 107.84(4) ?
Cl8 Ga2 Cl7 . . 108.86(5) ?
Cl5 Ga2 Cl7 . . 109.69(4) ?
Cl6 Ga2 Cl7 . . 109.35(4) ?
C1 C2 C4 . . 107.5(3) ?
C1 C2 C3 . . 125.7(3) ?
C4 C2 C3 . . 126.9(3) ?
C1 C2 Fe1 . . 68.58(18) ?
C4 C2 Fe1 . . 71.02(18) ?
C3 C2 Fe1 . . 126.9(3) ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C2 C4 C6 . . 107.8(3) ?
C2 C4 C5 . . 125.5(3) ?
C6 C4 C5 . . 126.6(3) ?
C2 C4 Fe1 . . 69.25(18) ?
C6 C4 Fe1 . . 70.07(19) ?
C5 C4 Fe1 . . 128.6(3) ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C8 C6 C4 . . 108.1(3) ?
C8 C6 C7 . . 126.0(3) ?
C4 C6 C7 . . 125.9(3) ?
C8 C6 Fe1 . . 69.24(19) ?
C4 C6 Fe1 . . 70.22(19) ?
C7 C6 Fe1 . . 128.3(2) ?
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 ?
C1 C8 C6 . . 107.7(3) ?
C1 C8 C9 . . 126.1(3) ?
C6 C8 C9 . . 126.0(3) ?
C1 C8 Fe1 . . 68.7(2) ?
C6 C8 Fe1 . . 71.20(19) ?
C9 C8 Fe1 . . 128.2(3) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C17 C10 C11 . . 109.0(3) ?
C17 C10 Fe1 . . 71.09(19) ?
C11 C10 Fe1 . . 71.11(19) ?
C17 C10 H10 . . 125.5 ?
C11 C10 H10 . . 125.5 ?
Fe1 C10 H10 . . 125.5 ?
C15 C13 C11 . . 108.1(3) ?
C15 C13 C14 . . 125.7(3) ?
C11 C13 C14 . . 126.1(3) ?
C15 C13 Fe1 . . 70.28(19) ?
C11 C13 Fe1 . . 69.19(18) ?
C14 C13 Fe1 . . 128.4(3) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C10 C11 C13 . . 107.3(3) ?
C10 C11 C12 . . 125.4(3) ?
C13 C11 C12 . . 127.2(3) ?
C10 C11 Fe1 . . 68.82(19) ?
C13 C11 Fe1 . . 71.16(18) ?
C12 C11 Fe1 . . 127.4(3) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C13 C15 C17 . . 108.2(3) ?
C13 C15 C16 . . 126.0(3) ?
C17 C15 C16 . . 125.7(3) ?
C13 C15 Fe1 . . 70.4(2) ?
C17 C15 Fe1 . . 69.18(19) ?
C16 C15 Fe1 . . 128.6(2) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C10 C17 C15 . . 107.3(3) ?
C10 C17 C18 . . 125.7(3) ?
C15 C17 C18 . . 126.7(3) ?
C10 C17 Fe1 . . 68.89(19) ?
C15 C17 Fe1 . . 71.13(19) ?
C18 C17 Fe1 . . 129.8(2) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C26 C19 C20 . . 108.6(3) ?
C26 C19 Fe2 . . 71.05(19) ?
C20 C19 Fe2 . . 71.19(19) ?
C26 C19 H19 . . 125.7 ?
C20 C19 H19 . . 125.7 ?
Fe2 C19 H19 . . 125.7 ?
C22 C20 C19 . . 107.1(3) ?
C22 C20 C21 . . 127.0(3) ?
C19 C20 C21 . . 125.8(3) ?
C22 C20 Fe2 . . 71.38(18) ?
C19 C20 Fe2 . . 68.41(18) ?
C21 C20 Fe2 . . 128.3(3) ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C24 C22 C20 . . 108.1(3) ?
C24 C22 C23 . . 126.6(3) ?
C20 C22 C23 . . 125.2(3) ?
C24 C22 Fe2 . . 70.32(18) ?
C20 C22 Fe2 . . 68.93(18) ?
C23 C22 Fe2 . . 128.7(3) ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C22 C24 C26 . . 108.6(3) ?
C22 C24 C25 . . 125.1(3) ?
C26 C24 C25 . . 126.3(3) ?
C22 C24 Fe2 . . 70.73(19) ?
C26 C24 Fe2 . . 68.83(18) ?
C25 C24 Fe2 . . 128.8(3) ?
C24 C25 H25A . . 109.5 ?
C24 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C24 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C19 C26 C24 . . 107.5(3) ?
C19 C26 C27 . . 125.9(3) ?
C24 C26 C27 . . 126.5(3) ?
C19 C26 Fe2 . . 68.86(19) ?
C24 C26 Fe2 . . 71.51(19) ?
C27 C26 Fe2 . . 128.0(3) ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C29 C28 C35 . . 108.4(3) ?
C29 C28 Fe2 . . 70.85(19) ?
C35 C28 Fe2 . . 71.42(19) ?
C29 C28 H28 . . 125.8 ?
C35 C28 H28 . . 125.8 ?
Fe2 C28 H28 . . 125.8 ?
C28 C29 C31 . . 107.6(3) ?
C28 C29 C30 . . 125.6(3) ?
C31 C29 C30 . . 126.7(3) ?
C28 C29 Fe2 . . 68.93(19) ?
C31 C29 Fe2 . . 71.71(18) ?
C30 C29 Fe2 . . 127.6(3) ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C33 C31 C29 . . 108.4(3) ?
C33 C31 C32 . . 125.7(3) ?
C29 C31 C32 . . 125.8(3) ?
C33 C31 Fe2 . . 70.62(19) ?
C29 C31 Fe2 . . 68.73(18) ?
C32 C31 Fe2 . . 128.7(2) ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C31 C33 C35 . . 108.1(3) ?
C31 C33 C34 . . 125.7(3) ?
C35 C33 C34 . . 126.2(3) ?
C31 C33 Fe2 . . 70.36(19) ?
C35 C33 Fe2 . . 69.14(19) ?
C34 C33 Fe2 . . 128.1(2) ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C28 C35 C33 . . 107.5(3) ?
C28 C35 C36 . . 125.4(3) ?
C33 C35 C36 . . 127.0(3) ?
C28 C35 Fe2 . . 68.4(2) ?
C33 C35 Fe2 . . 71.32(19) ?
C36 C35 Fe2 . . 127.5(3) ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?

####################################################################### 
# 
# 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_OMFCCN3
_database_code_depnum_ccdc_archive 'CCDC 1524657'
_audit_update_record             
;
2016-12-27 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        'octamethylferrocenium tricyanomethanide'
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H26 Fe N3'
_chemical_formula_iupac          ?
_chemical_formula_weight         388.31

_chemical_melting_point          ?

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

_cell_length_a                   12.203(2)
_cell_length_b                   11.584(2)
_cell_length_c                   28.223(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3989.6(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9938
_cell_measurement_theta_min      2.8222
_cell_measurement_theta_max      28.9069
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'metallic dark green'
_exptl_crystal_size_max          0.470
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.293
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1640

_exptl_absorpt_coefficient_mu    0.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.75
_exptl_absorpt_correction_T_max  0.93

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            20250
_diffrn_reflns_av_R_equivalents  0.0310
_diffrn_reflns_av_unetI/netI     0.0242
_diffrn_reflns_theta_min         2.21
_diffrn_reflns_theta_max         26.73
_diffrn_reflns_theta_full        26.73
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       33

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             4244
_reflns_number_gt                3975
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_gt          0.0912
_refine_ls_wR_factor_ref         0.0927
_refine_ls_goodness_of_fit_ref   1.268
_refine_ls_restrained_S_all      1.268
_refine_ls_number_reflns         4244
_refine_ls_number_parameters     243
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0227P)²+3.7343P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.261
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.05947(2) 0.24634(2) 0.37801(2) 0.01372(9) Uani d . . . 1 . .
C C5 0.06475(16) 0.08220(16) 0.34707(7) 0.0200(4) Uani d . . . 1 . .
C C12 0.00318(15) 0.40043(15) 0.34574(6) 0.0170(4) Uani d . . . 1 . .
C C2 0.05969(15) 0.11395(15) 0.42828(6) 0.0180(4) Uani d . . . 1 . .
C C14 0.12041(15) 0.39542(15) 0.41011(6) 0.0174(4) Uani d . . . 1 . .
C C1 0.12977(16) 0.08787(15) 0.38908(7) 0.0205(4) Uani d . . . 1 . .
H H1 0.2067 0.0763 0.3907 0.025 Uiso calc U . R 1 . .
C C10 0.18123(15) 0.36648(15) 0.36844(6) 0.0173(4) Uani d . . . 1 . .
H H10 0.257 0.3478 0.3675 0.021 Uiso calc U . R 1 . .
C C4 -0.04551(16) 0.10682(16) 0.35996(7) 0.0196(4) Uani d . . . 1 . .
C C17 -0.08218(17) 0.45048(17) 0.42792(7) 0.0228(4) Uani d . . . 1 . .
H H17A -0.0713 0.4159 0.4593 0.034 Uiso calc U . R 1 . .
H H17B -0.1517 0.4233 0.4145 0.034 Uiso calc U . R 1 . .
H H17C -0.084 0.5347 0.4309 0.034 Uiso calc U . R 1 . .
C C3 -0.04902(15) 0.12622(15) 0.41001(6) 0.0177(4) Uani d . . . 1 . .
C C18 0.16582(17) 0.40454(17) 0.45929(6) 0.0236(4) Uani d . . . 1 . .
H H18A 0.1821 0.4855 0.4664 0.035 Uiso calc U . R 1 . .
H H18B 0.2332 0.3588 0.4616 0.035 Uiso calc U . R 1 . .
H H18C 0.1118 0.3752 0.482 0.035 Uiso calc U . R 1 . .
C C8 -0.14220(17) 0.11062(18) 0.32741(7) 0.0258(4) Uani d . . . 1 . .
H H8A -0.118 0.1327 0.2956 0.039 Uiso calc U . R 1 . .
H H8B -0.1952 0.1674 0.3391 0.039 Uiso calc U . R 1 . .
H H8C -0.1767 0.0343 0.3262 0.039 Uiso calc U . R 1 . .
C C11 0.10902(15) 0.37037(15) 0.32846(6) 0.0179(4) Uani d . . . 1 . .
C C7 -0.15060(15) 0.15040(17) 0.43788(7) 0.0221(4) Uani d . . . 1 . .
H H7A -0.1989 0.2011 0.4195 0.033 Uiso calc U . R 1 . .
H H7B -0.1309 0.1882 0.4677 0.033 Uiso calc U . R 1 . .
H H7C -0.1886 0.0777 0.4446 0.033 Uiso calc U . R 1 . .
C C15 0.14041(17) 0.35204(18) 0.27754(6) 0.0256(4) Uani d . . . 1 . .
H H15A 0.1541 0.4269 0.2625 0.038 Uiso calc U . R 1 . .
H H15B 0.0807 0.3124 0.261 0.038 Uiso calc U . R 1 . .
H H15C 0.2069 0.3048 0.276 0.038 Uiso calc U . R 1 . .
C C16 -0.09761(16) 0.41626(18) 0.31628(7) 0.0247(4) Uani d . . . 1 . .
H H16A -0.1623 0.3951 0.3349 0.037 Uiso calc U . R 1 . .
H H16B -0.0932 0.3668 0.2882 0.037 Uiso calc U . R 1 . .
H H16C -0.1033 0.4972 0.3065 0.037 Uiso calc U . R 1 . .
C C6 0.09444(17) 0.12172(17) 0.47923(6) 0.0231(4) Uani d . . . 1 . .
H H6A 0.0448 0.1736 0.4963 0.035 Uiso calc U . R 1 . .
H H6B 0.1694 0.1518 0.481 0.035 Uiso calc U . R 1 . .
H H6C 0.0918 0.0448 0.4936 0.035 Uiso calc U . R 1 . .
C C9 0.10571(19) 0.05049(19) 0.29872(7) 0.0298(5) Uani d . . . 1 . .
H H9A 0.1016 -0.0334 0.2946 0.045 Uiso calc U . R 1 . .
H H9B 0.1819 0.0757 0.2953 0.045 Uiso calc U . R 1 . .
H H9C 0.0604 0.0884 0.2746 0.045 Uiso calc U . R 1 . .
C C20 0.42395(16) 0.21308(17) 0.41699(7) 0.0206(4) Uani d . . . 1 . .
C C22 0.43495(17) 0.2034(2) 0.33047(7) 0.0278(5) Uani d . . . 1 . .
C C19 0.47859(18) 0.23868(17) 0.37446(6) 0.0225(4) Uani d . . . 1 . .
C C21 0.57900(18) 0.2987(2) 0.37671(7) 0.0288(5) Uani d . . . 1 . .
C C13 0.01004(15) 0.41615(15) 0.39600(6) 0.0166(4) Uani d . . . 1 . .
N N1 0.38049(15) 0.19326(16) 0.45240(6) 0.0288(4) Uani d . . . 1 . .
N N3 0.3987(2) 0.1753(2) 0.29466(7) 0.0460(5) Uani d . . . 1 . .
N N2 0.66104(17) 0.3472(2) 0.37951(8) 0.0456(6) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C1 . 2.0502(18) ?
Fe1 C10 . 2.0536(18) ?
Fe1 C14 . 2.0870(18) ?
Fe1 C2 . 2.0891(18) ?
Fe1 C5 . 2.0934(19) ?
Fe1 C11 . 2.0942(17) ?
Fe1 C12 . 2.1184(18) ?
Fe1 C13 . 2.1191(18) ?
Fe1 C3 . 2.1224(18) ?
Fe1 C4 . 2.1244(19) ?
C5 C4 . 1.423(3) ?
C5 C1 . 1.428(3) ?
C5 C9 . 1.499(3) ?
C12 C11 . 1.424(3) ?
C12 C13 . 1.433(2) ?
C12 C16 . 1.496(3) ?
C2 C3 . 1.430(3) ?
C2 C1 . 1.431(3) ?
C2 C6 . 1.502(2) ?
C14 C13 . 1.425(3) ?
C14 C10 . 1.431(2) ?
C14 C18 . 1.498(2) ?
C10 C11 . 1.432(2) ?
C4 C3 . 1.431(2) ?
C4 C8 . 1.496(3) ?
C17 C13 . 1.495(2) ?
C3 C7 . 1.495(3) ?
C11 C15 . 1.503(2) ?
C20 N1 . 1.154(3) ?
C20 C19 . 1.405(3) ?
C22 N3 . 1.150(3) ?
C22 C19 . 1.412(3) ?
C19 C21 . 1.410(3) ?
C21 N2 . 1.150(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Fe1 C10 . . 108.91(8) ?
C1 Fe1 C14 . . 121.72(8) ?
C10 Fe1 C14 . . 40.41(7) ?
C1 Fe1 C2 . . 40.42(7) ?
C10 Fe1 C2 . . 125.86(7) ?
C14 Fe1 C2 . . 108.19(7) ?
C1 Fe1 C5 . . 40.30(7) ?
C10 Fe1 C5 . . 122.58(7) ?
C14 Fe1 C5 . . 157.18(8) ?
C2 Fe1 C5 . . 67.45(7) ?
C1 Fe1 C11 . . 126.53(8) ?
C10 Fe1 C11 . . 40.39(7) ?
C14 Fe1 C11 . . 67.63(7) ?
C2 Fe1 C11 . . 163.08(7) ?
C5 Fe1 C11 . . 109.62(7) ?
C1 Fe1 C12 . . 162.87(7) ?
C10 Fe1 C12 . . 66.86(7) ?
C14 Fe1 C12 . . 66.74(7) ?
C2 Fe1 C12 . . 155.64(7) ?
C5 Fe1 C12 . . 126.58(7) ?
C11 Fe1 C12 . . 39.50(7) ?
C1 Fe1 C13 . . 156.03(7) ?
C10 Fe1 C13 . . 66.95(7) ?
C14 Fe1 C13 . . 39.59(7) ?
C2 Fe1 C13 . . 121.27(7) ?
C5 Fe1 C13 . . 162.14(7) ?
C11 Fe1 C13 . . 66.75(7) ?
C12 Fe1 C13 . . 39.52(7) ?
C1 Fe1 C3 . . 66.99(7) ?
C10 Fe1 C3 . . 162.10(7) ?
C14 Fe1 C3 . . 125.46(7) ?
C2 Fe1 C3 . . 39.70(7) ?
C5 Fe1 C3 . . 66.49(7) ?
C11 Fe1 C3 . . 156.07(7) ?
C12 Fe1 C3 . . 122.22(7) ?
C13 Fe1 C3 . . 109.22(7) ?
C1 Fe1 C4 . . 66.90(8) ?
C10 Fe1 C4 . . 156.97(7) ?
C14 Fe1 C4 . . 161.53(7) ?
C2 Fe1 C4 . . 66.74(7) ?
C5 Fe1 C4 . . 39.42(7) ?
C11 Fe1 C4 . . 122.41(7) ?
C12 Fe1 C4 . . 110.02(7) ?
C13 Fe1 C4 . . 126.30(7) ?
C3 Fe1 C4 . . 39.38(7) ?
C4 C5 C1 . . 107.70(16) ?
C4 C5 C9 . . 126.67(18) ?
C1 C5 C9 . . 125.57(18) ?
C4 C5 Fe1 . . 71.47(11) ?
C1 C5 Fe1 . . 68.22(10) ?
C9 C5 Fe1 . . 127.78(14) ?
C11 C12 C13 . . 108.49(15) ?
C11 C12 C16 . . 125.85(16) ?
C13 C12 C16 . . 125.64(16) ?
C11 C12 Fe1 . . 69.33(10) ?
C13 C12 Fe1 . . 70.27(10) ?
C16 C12 Fe1 . . 127.51(13) ?
C3 C2 C1 . . 107.25(16) ?
C3 C2 C6 . . 126.95(17) ?
C1 C2 C6 . . 125.76(17) ?
C3 C2 Fe1 . . 71.40(10) ?
C1 C2 Fe1 . . 68.32(10) ?
C6 C2 Fe1 . . 127.34(13) ?
C13 C14 C10 . . 107.46(15) ?
C13 C14 C18 . . 126.64(16) ?
C10 C14 C18 . . 125.89(17) ?
C13 C14 Fe1 . . 71.42(10) ?
C10 C14 Fe1 . . 68.54(10) ?
C18 C14 Fe1 . . 126.32(13) ?
C5 C1 C2 . . 108.64(17) ?
C5 C1 Fe1 . . 71.48(11) ?
C2 C1 Fe1 . . 71.25(10) ?
C14 C10 C11 . . 108.72(16) ?
C14 C10 Fe1 . . 71.05(10) ?
C11 C10 Fe1 . . 71.33(10) ?
C5 C4 C3 . . 108.19(16) ?
C5 C4 C8 . . 126.50(17) ?
C3 C4 C8 . . 125.31(18) ?
C5 C4 Fe1 . . 69.12(11) ?
C3 C4 Fe1 . . 70.23(10) ?
C8 C4 Fe1 . . 126.91(13) ?
C2 C3 C4 . . 108.21(16) ?
C2 C3 C7 . . 126.73(16) ?
C4 C3 C7 . . 125.01(17) ?
C2 C3 Fe1 . . 68.90(10) ?
C4 C3 Fe1 . . 70.39(10) ?
C7 C3 Fe1 . . 128.20(13) ?
C12 C11 C10 . . 107.22(15) ?
C12 C11 C15 . . 126.40(17) ?
C10 C11 C15 . . 126.31(17) ?
C12 C11 Fe1 . . 71.17(10) ?
C10 C11 Fe1 . . 68.28(10) ?
C15 C11 Fe1 . . 127.98(13) ?
N1 C20 C19 . . 178.7(2) ?
N3 C22 C19 . . 179.4(3) ?
C20 C19 C21 . . 118.55(18) ?
C20 C19 C22 . . 120.75(19) ?
C21 C19 C22 . . 120.69(18) ?
N2 C21 C19 . . 178.6(2) ?
C14 C13 C12 . . 108.10(15) ?
C14 C13 C17 . . 125.99(16) ?
C12 C13 C17 . . 125.90(16) ?
C14 C13 Fe1 . . 68.99(10) ?
C12 C13 Fe1 . . 70.21(10) ?
C17 C13 Fe1 . . 127.26(13) ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_OMFringRT
_database_code_depnum_ccdc_archive 'CCDC 1524597'
_audit_update_record             
;
2016-12-27 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H26 F6 Fe N O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         590.40

_chemical_melting_point          ?

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

_cell_length_a                   8.9842(4)
_cell_length_b                   14.8711(7)
_cell_length_c                   19.1820(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.4470(10)
_cell_angle_gamma                90
_cell_volume                     2502.57(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8308
_cell_measurement_theta_min      2.3416
_cell_measurement_theta_max      28.6821
_cell_measurement_temperature    296.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.253
_exptl_crystal_size_mid          0.184
_exptl_crystal_size_min          0.158
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1212

_exptl_absorpt_coefficient_mu    0.842
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.80
_exptl_absorpt_correction_T_max  0.88

_exptl_special_details           
;
;

_diffrn_ambient_temperature      296.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            14056
_diffrn_reflns_av_R_equivalents  0.0157
_diffrn_reflns_av_unetI/netI     0.0174
_diffrn_reflns_theta_min         1.75
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22

_refine_special_details          
;
;

_reflns_number_total             5505
_reflns_number_gt                4804
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1261
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_number_reflns         5505
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0738P)²+1.3409P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.764
_refine_diff_density_min         -0.608
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.05940(3) 0.74210(2) 0.48181(2) 0.03331(11) Uani d . . . 1 . .
S S1 0.38376(9) 0.66781(5) 0.28785(4) 0.0652(2) Uani d . . . 1 . .
S S2 0.08904(10) 0.65292(6) 0.21705(4) 0.0751(3) Uani d . . . 1 . .
F F4 0.3202(3) 0.51242(14) 0.16821(10) 0.0877(6) Uani d . . . 1 . .
F F2 0.3711(3) 0.51723(15) 0.35328(10) 0.0916(6) Uani d . . . 1 . .
F F5 0.0632(3) 0.50057(18) 0.28092(14) 0.1064(8) Uani d . . . 1 . .
F F1 0.5336(3) 0.5185(2) 0.28509(15) 0.1164(9) Uani d . . . 1 . .
F F3 0.2817(3) 0.40985(13) 0.24230(14) 0.1084(8) Uani d . . . 1 . .
C C8 -0.0673(3) 0.86192(14) 0.48023(13) 0.0431(5) Uani d . . . 1 . .
C C6 0.0924(3) 0.83186(14) 0.40489(12) 0.0454(5) Uani d . . . 1 . .
H H6 0.128 0.8149 0.3647 0.054 Uiso calc U . R 1 . .
C C9 0.0851(3) 0.87613(13) 0.51864(12) 0.0417(5) Uani d . . . 1 . .
N N1 0.2088(3) 0.68299(16) 0.28433(12) 0.0596(6) Uani d . . . 1 . .
C C2 -0.0382(3) 0.61482(14) 0.45904(13) 0.0484(5) Uani d . . . 1 . .
C C7 -0.0629(3) 0.83573(14) 0.40922(12) 0.0447(5) Uani d . . . 1 . .
C C4 0.1155(3) 0.65058(14) 0.56845(12) 0.0463(5) Uani d . . . 1 . .
F F6 0.0255(3) 0.4924(2) 0.16492(15) 0.1313(10) Uani d . . . 1 . .
C C10 0.1852(3) 0.85791(14) 0.47141(13) 0.0438(5) Uani d . . . 1 . .
C C3 -0.0385(3) 0.63709(15) 0.53133(14) 0.0481(5) Uani d . . . 1 . .
C C1 0.1149(3) 0.61557(14) 0.45184(12) 0.0462(5) Uani d . . . 1 . .
H H1 0.148 0.6041 0.41 0.055 Uiso calc U . R 1 . .
C C5 0.2104(3) 0.63675(15) 0.51903(13) 0.0456(5) Uani d . . . 1 . .
O O2 0.4628(3) 0.6974(2) 0.35642(16) 0.1032(9) Uani d . . . 1 . .
O O1 0.4387(4) 0.6932(2) 0.22702(16) 0.1094(10) Uani d . . . 1 . .
O O3 0.1154(4) 0.6760(2) 0.14967(13) 0.1173(11) Uani d . . . 1 . .
C C17 0.3540(3) 0.8680(2) 0.4865(2) 0.0678(8) Uani d . . . 1 . .
H H17A 0.3955 0.8283 0.4561 0.102 Uiso calc U . R 1 . .
H H17B 0.3958 0.8532 0.5355 0.102 Uiso calc U . R 1 . .
H H17C 0.3796 0.929 0.4775 0.102 Uiso calc U . R 1 . .
C C16 0.1306(4) 0.90702(18) 0.59443(14) 0.0645(7) Uani d . . . 1 . .
H H16A 0.1223 0.9713 0.5962 0.097 Uiso calc U . R 1 . .
H H16B 0.2341 0.8894 0.6139 0.097 Uiso calc U . R 1 . .
H H16C 0.0648 0.8801 0.6219 0.097 Uiso calc U . R 1 . .
C C13 0.1683(5) 0.6709(2) 0.64608(14) 0.0735(9) Uani d . . . 1 . .
H H13A 0.0894 0.7024 0.6628 0.11 Uiso calc U . R 1 . .
H H13B 0.2581 0.7076 0.6532 0.11 Uiso calc U . R 1 . .
H H13C 0.1912 0.6157 0.6722 0.11 Uiso calc U . R 1 . .
O O4 -0.0589(3) 0.6698(3) 0.23080(19) 0.1275(13) Uani d . . . 1 . .
C C14 -0.1971(4) 0.8199(2) 0.34917(16) 0.0714(8) Uani d . . . 1 . .
H H14A -0.2773 0.7918 0.3672 0.107 Uiso calc U . R 1 . .
H H14B -0.1676 0.7814 0.3143 0.107 Uiso calc U . R 1 . .
H H14C -0.2324 0.8763 0.3274 0.107 Uiso calc U . R 1 . .
C C15 -0.2076(3) 0.8756(2) 0.50917(19) 0.0683(8) Uani d . . . 1 . .
H H15A -0.1899 0.8536 0.5573 0.103 Uiso calc U . R 1 . .
H H15B -0.2911 0.8433 0.4802 0.103 Uiso calc U . R 1 . .
H H15C -0.2317 0.9385 0.5085 0.103 Uiso calc U . R 1 . .
C C18 0.3943(3) 0.5453(2) 0.28930(16) 0.0644(7) Uani d . . . 1 . .
C C19 0.2780(4) 0.49859(19) 0.23065(16) 0.0661(7) Uani d . . . 1 . .
C C11 -0.1742(4) 0.5922(2) 0.4015(2) 0.0791(10) Uani d . . . 1 . .
H H11A -0.1543 0.6082 0.3559 0.119 Uiso calc U . R 1 . .
H H11B -0.2612 0.625 0.4092 0.119 Uiso calc U . R 1 . .
H H11C -0.1943 0.5288 0.4024 0.119 Uiso calc U . R 1 . .
C C21 0.3808(3) 0.6388(2) 0.5350(2) 0.0751(9) Uani d . . . 1 . .
H H21A 0.4169 0.6831 0.5711 0.113 Uiso calc U . R 1 . .
H H21B 0.4151 0.6539 0.4923 0.113 Uiso calc U . R 1 . .
H H21C 0.4197 0.5808 0.5517 0.113 Uiso calc U . R 1 . .
C C20 0.1104(4) 0.5311(2) 0.22230(17) 0.0733(8) Uani d . . . 1 . .
C C12 -0.1764(4) 0.6424(2) 0.5633(2) 0.0823(11) Uani d . . . 1 . .
H H12A -0.2015 0.5834 0.5775 0.123 Uiso calc U . R 1 . .
H H12B -0.2606 0.6661 0.5286 0.123 Uiso calc U . R 1 . .
H H12C -0.1555 0.6812 0.6042 0.123 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C6 . 2.058(2) ?
Fe1 C1 . 2.060(2) ?
Fe1 C2 . 2.092(2) ?
Fe1 C10 . 2.093(2) ?
Fe1 C5 . 2.094(2) ?
Fe1 C7 . 2.104(2) ?
Fe1 C9 . 2.111(2) ?
Fe1 C8 . 2.111(2) ?
Fe1 C3 . 2.116(2) ?
Fe1 C4 . 2.123(2) ?
S1 O1 . 1.413(2) ?
S1 O2 . 1.423(3) ?
S1 N1 . 1.575(3) ?
S1 C18 . 1.824(3) ?
S2 O3 . 1.406(3) ?
S2 O4 . 1.431(3) ?
S2 N1 . 1.557(3) ?
S2 C20 . 1.822(4) ?
F4 C19 . 1.348(3) ?
F2 C18 . 1.354(3) ?
F5 C20 . 1.362(4) ?
F1 C18 . 1.333(3) ?
F3 C19 . 1.338(4) ?
C8 C9 . 1.424(3) ?
C8 C7 . 1.425(3) ?
C8 C15 . 1.496(3) ?
C6 C7 . 1.417(3) ?
C6 C10 . 1.419(3) ?
C6 H6 . 0.93 ?
C9 C10 . 1.434(3) ?
C9 C16 . 1.495(3) ?
C2 C1 . 1.412(4) ?
C2 C3 . 1.426(4) ?
C2 C11 . 1.498(4) ?
C7 C14 . 1.495(4) ?
C4 C5 . 1.420(3) ?
C4 C3 . 1.427(4) ?
C4 C13 . 1.493(3) ?
F6 C20 . 1.327(4) ?
C10 C17 . 1.489(4) ?
C3 C12 . 1.498(4) ?
C1 C5 . 1.421(3) ?
C1 H1 . 0.93 ?
C5 C21 . 1.495(4) ?
C17 H17A . 0.96 ?
C17 H17B . 0.96 ?
C17 H17C . 0.96 ?
C16 H16A . 0.96 ?
C16 H16B . 0.96 ?
C16 H16C . 0.96 ?
C13 H13A . 0.96 ?
C13 H13B . 0.96 ?
C13 H13C . 0.96 ?
C14 H14A . 0.96 ?
C14 H14B . 0.96 ?
C14 H14C . 0.96 ?
C15 H15A . 0.96 ?
C15 H15B . 0.96 ?
C15 H15C . 0.96 ?
C18 C19 . 1.527(4) ?
C19 C20 . 1.557(5) ?
C11 H11A . 0.96 ?
C11 H11B . 0.96 ?
C11 H11C . 0.96 ?
C21 H21A . 0.96 ?
C21 H21B . 0.96 ?
C21 H21C . 0.96 ?
C12 H12A . 0.96 ?
C12 H12B . 0.96 ?
C12 H12C . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C6 Fe1 C1 . . 108.13(9) ?
C6 Fe1 C2 . . 123.76(10) ?
C1 Fe1 C2 . . 39.76(10) ?
C6 Fe1 C10 . . 39.98(10) ?
C1 Fe1 C10 . . 123.82(10) ?
C2 Fe1 C10 . . 159.26(10) ?
C6 Fe1 C5 . . 123.14(10) ?
C1 Fe1 C5 . . 39.99(10) ?
C2 Fe1 C5 . . 66.79(9) ?
C10 Fe1 C5 . . 108.94(9) ?
C6 Fe1 C7 . . 39.80(10) ?
C1 Fe1 C7 . . 122.90(9) ?
C2 Fe1 C7 . . 108.96(9) ?
C10 Fe1 C7 . . 66.93(9) ?
C5 Fe1 C7 . . 158.17(10) ?
C6 Fe1 C9 . . 66.75(9) ?
C1 Fe1 C9 . . 160.13(10) ?
C2 Fe1 C9 . . 159.20(10) ?
C10 Fe1 C9 . . 39.88(9) ?
C5 Fe1 C9 . . 125.20(9) ?
C7 Fe1 C9 . . 66.44(9) ?
C6 Fe1 C8 . . 66.61(9) ?
C1 Fe1 C8 . . 158.31(10) ?
C2 Fe1 C8 . . 124.06(10) ?
C10 Fe1 C8 . . 66.73(9) ?
C5 Fe1 C8 . . 160.71(10) ?
C7 Fe1 C8 . . 39.53(9) ?
C9 Fe1 C8 . . 39.41(9) ?
C6 Fe1 C3 . . 159.86(11) ?
C1 Fe1 C3 . . 66.44(9) ?
C2 Fe1 C3 . . 39.62(10) ?
C10 Fe1 C3 . . 159.33(10) ?
C5 Fe1 C3 . . 66.18(9) ?
C7 Fe1 C3 . . 125.26(10) ?
C9 Fe1 C3 . . 124.94(9) ?
C8 Fe1 C3 . . 110.75(9) ?
C6 Fe1 C4 . . 158.51(11) ?
C1 Fe1 C4 . . 66.55(9) ?
C2 Fe1 C4 . . 66.52(9) ?
C10 Fe1 C4 . . 124.07(10) ?
C5 Fe1 C4 . . 39.34(9) ?
C7 Fe1 C4 . . 160.80(10) ?
C9 Fe1 C4 . . 110.67(8) ?
C8 Fe1 C4 . . 126.05(9) ?
C3 Fe1 C4 . . 39.35(10) ?
O1 S1 O2 . . 119.13(19) ?
O1 S1 N1 . . 116.68(18) ?
O2 S1 N1 . . 106.86(15) ?
O1 S1 C18 . . 104.70(16) ?
O2 S1 C18 . . 106.33(18) ?
N1 S1 C18 . . 101.06(14) ?
O3 S2 O4 . . 118.3(2) ?
O3 S2 N1 . . 117.9(2) ?
O4 S2 N1 . . 107.47(17) ?
O3 S2 C20 . . 104.91(18) ?
O4 S2 C20 . . 104.8(2) ?
N1 S2 C20 . . 101.19(14) ?
C9 C8 C7 . . 108.3(2) ?
C9 C8 C15 . . 125.5(2) ?
C7 C8 C15 . . 126.2(2) ?
C9 C8 Fe1 . . 70.27(12) ?
C7 C8 Fe1 . . 69.95(12) ?
C15 C8 Fe1 . . 127.14(17) ?
C7 C6 C10 . . 109.3(2) ?
C7 C6 Fe1 . . 71.83(12) ?
C10 C6 Fe1 . . 71.34(12) ?
C7 C6 H6 . . 125.3 ?
C10 C6 H6 . . 125.3 ?
Fe1 C6 H6 . . 123.1 ?
C8 C9 C10 . . 108.03(19) ?
C8 C9 C16 . . 125.5(2) ?
C10 C9 C16 . . 126.5(2) ?
C8 C9 Fe1 . . 70.32(12) ?
C10 C9 Fe1 . . 69.40(12) ?
C16 C9 Fe1 . . 127.08(16) ?
S2 N1 S1 . . 119.96(15) ?
C1 C2 C3 . . 107.4(2) ?
C1 C2 C11 . . 125.9(3) ?
C3 C2 C11 . . 126.6(3) ?
C1 C2 Fe1 . . 68.89(13) ?
C3 C2 Fe1 . . 71.07(13) ?
C11 C2 Fe1 . . 126.57(17) ?
C6 C7 C8 . . 107.3(2) ?
C6 C7 C14 . . 126.1(2) ?
C8 C7 C14 . . 126.5(3) ?
C6 C7 Fe1 . . 68.37(12) ?
C8 C7 Fe1 . . 70.52(12) ?
C14 C7 Fe1 . . 128.67(17) ?
C5 C4 C3 . . 107.7(2) ?
C5 C4 C13 . . 126.0(3) ?
C3 C4 C13 . . 126.3(3) ?
C5 C4 Fe1 . . 69.23(12) ?
C3 C4 Fe1 . . 70.04(12) ?
C13 C4 Fe1 . . 128.45(17) ?
C6 C10 C9 . . 107.0(2) ?
C6 C10 C17 . . 125.3(2) ?
C9 C10 C17 . . 127.6(2) ?
C6 C10 Fe1 . . 68.69(12) ?
C9 C10 Fe1 . . 70.72(12) ?
C17 C10 Fe1 . . 127.79(17) ?
C2 C3 C4 . . 108.2(2) ?
C2 C3 C12 . . 125.8(3) ?
C4 C3 C12 . . 125.9(3) ?
C2 C3 Fe1 . . 69.31(13) ?
C4 C3 Fe1 . . 70.61(13) ?
C12 C3 Fe1 . . 127.25(18) ?
C2 C1 C5 . . 108.9(2) ?
C2 C1 Fe1 . . 71.35(13) ?
C5 C1 Fe1 . . 71.30(12) ?
C2 C1 H1 . . 125.6 ?
C5 C1 H1 . . 125.6 ?
Fe1 C1 H1 . . 123.4 ?
C4 C5 C1 . . 107.8(2) ?
C4 C5 C21 . . 126.6(3) ?
C1 C5 C21 . . 125.5(3) ?
C4 C5 Fe1 . . 71.42(12) ?
C1 C5 Fe1 . . 68.71(12) ?
C21 C5 Fe1 . . 127.84(18) ?
C10 C17 H17A . . 109.5 ?
C10 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C10 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C9 C16 H16A . . 109.5 ?
C9 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C9 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C4 C13 H13A . . 109.5 ?
C4 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C4 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C7 C14 H14A . . 109.5 ?
C7 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C7 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C8 C15 H15A . . 109.5 ?
C8 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C8 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
F1 C18 F2 . . 107.0(3) ?
F1 C18 C19 . . 108.8(3) ?
F2 C18 C19 . . 108.2(3) ?
F1 C18 S1 . . 110.1(2) ?
F2 C18 S1 . . 107.7(2) ?
C19 C18 S1 . . 114.7(2) ?
F3 C19 F4 . . 107.3(2) ?
F3 C19 C18 . . 109.7(3) ?
F4 C19 C18 . . 107.8(3) ?
F3 C19 C20 . . 108.2(3) ?
F4 C19 C20 . . 108.2(3) ?
C18 C19 C20 . . 115.3(2) ?
C2 C11 H11A . . 109.5 ?
C2 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C2 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C5 C21 H21A . . 109.5 ?
C5 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C5 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
F6 C20 F5 . . 108.3(3) ?
F6 C20 C19 . . 108.7(3) ?
F5 C20 C19 . . 106.1(3) ?
F6 C20 S2 . . 110.5(3) ?
F5 C20 S2 . . 109.2(2) ?
C19 C20 S2 . . 113.7(2) ?
C3 C12 H12A . . 109.5 ?
C3 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C3 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_OMFring
_database_code_depnum_ccdc_archive 'CCDC 1524596'
_audit_update_record             
;
2016-12-27 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H26 F6 Fe N O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         590.40

_chemical_melting_point          ?

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

_cell_length_a                   8.917(2)
_cell_length_b                   14.441(4)
_cell_length_c                   19.074(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.995(3)
_cell_angle_gamma                90
_cell_volume                     2393.3(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9931
_cell_measurement_theta_min      2.6064
_cell_measurement_theta_max      27.5285
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.070
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1212

_exptl_absorpt_coefficient_mu    0.881
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.85
_exptl_absorpt_correction_T_max  0.94

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            12869
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         26.72
_diffrn_reflns_theta_full        26.72
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;
;

_reflns_number_total             5051
_reflns_number_gt                4819
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0271
_refine_ls_R_factor_gt           0.0260
_refine_ls_wR_factor_gt          0.0723
_refine_ls_wR_factor_ref         0.0734
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_refine_ls_number_reflns         5051
_refine_ls_number_parameters     324
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0387P)²+1.1366P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.386
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O4 0.43230(12) 0.79634(8) 0.70045(6) 0.0266(2) Uani d . . . 1 . .
Fe Fe1 1.01395(2) 0.73376(2) 0.46776(2) 0.01182(7) Uani d . . . 1 . .
S S1 0.86092(4) 0.85438(3) 0.79327(2) 0.02136(9) Uani d . . . 1 . .
S S2 0.58358(4) 0.82780(2) 0.69861(2) 0.01701(9) Uani d . . . 1 . .
F F4 0.79815(10) 0.98631(6) 0.65324(5) 0.02320(19) Uani d . . . 1 . .
F F2 0.77134(12) 1.01499(7) 0.83189(5) 0.0323(2) Uani d . . . 1 . .
F F5 0.48397(10) 0.98659(6) 0.73463(5) 0.0278(2) Uani d . . . 1 . .
F F1 0.96965(11) 1.02147(7) 0.78252(6) 0.0355(2) Uani d . . . 1 . .
F F3 0.69761(12) 1.09714(6) 0.70521(5) 0.0293(2) Uani d . . . 1 . .
C C8 0.89920(16) 0.86134(9) 0.46793(7) 0.0153(3) Uani d . . . 1 . .
C C6 1.06264(16) 0.82662(9) 0.39380(7) 0.0162(3) Uani d . . . 1 . .
H H6 1.1 0.8092 0.3528 0.019 Uiso calc U . R 1 . .
C C9 1.05423(16) 0.86939(9) 0.50945(7) 0.0151(3) Uani d . . . 1 . .
N N1 0.68830(14) 0.81914(8) 0.77700(6) 0.0184(2) Uani d . . . 1 . .
C C2 0.92012(15) 0.60460(9) 0.43250(7) 0.0151(3) Uani d . . . 1 . .
C C7 0.90424(16) 0.83565(9) 0.39587(7) 0.0158(3) Uani d . . . 1 . .
C C4 1.02679(16) 0.63781(9) 0.55261(7) 0.0159(3) Uani d . . . 1 . .
F F6 0.49409(11) 0.97714(7) 0.62189(5) 0.0304(2) Uani d . . . 1 . .
C C10 1.15595(16) 0.84799(9) 0.46314(7) 0.0159(3) Uani d . . . 1 . .
C C3 0.88481(15) 0.62532(9) 0.50053(7) 0.0146(3) Uani d . . . 1 . .
C C1 1.08390(16) 0.60418(9) 0.44329(8) 0.0159(3) Uani d . . . 1 . .
H H1 1.1395 0.5925 0.4071 0.019 Uiso calc U . R 1 . .
C C5 1.15074(16) 0.62399(9) 0.51691(8) 0.0164(3) Uani d . . . 1 . .
O O2 0.92288(14) 0.84350(10) 0.86896(6) 0.0348(3) Uani d . . . 1 . .
O O1 0.95146(13) 0.82641(8) 0.74410(7) 0.0301(3) Uani d . . . 1 . .
O O3 0.65002(13) 0.79796(8) 0.64082(6) 0.0260(2) Uani d . . . 1 . .
C C17 1.32818(16) 0.84813(10) 0.48176(8) 0.0208(3) Uani d . . . 1 . .
H H17A 1.3664 0.8037 0.451 0.031 Uiso calc U . R 1 . .
H H17B 1.3651 0.8305 0.5323 0.031 Uiso calc U . R 1 . .
H H17C 1.3658 0.9102 0.4741 0.031 Uiso calc U . R 1 . .
C C16 1.09978(17) 0.89587(10) 0.58727(8) 0.0200(3) Uani d . . . 1 . .
H H16A 1.1039 0.9635 0.5915 0.03 Uiso calc U . R 1 . .
H H16B 1.2013 0.8699 0.6086 0.03 Uiso calc U . R 1 . .
H H16C 1.0239 0.8716 0.6126 0.03 Uiso calc U . R 1 . .
C C13 1.04115(18) 0.66007(10) 0.63048(8) 0.0218(3) Uani d . . . 1 . .
H H13A 0.958 0.7022 0.6355 0.033 Uiso calc U . R 1 . .
H H13B 1.1407 0.6898 0.6497 0.033 Uiso calc U . R 1 . .
H H13C 1.0341 0.6028 0.6572 0.033 Uiso calc U . R 1 . .
C C14 0.77002(17) 0.82490(10) 0.33315(8) 0.0231(3) Uani d . . . 1 . .
H H14A 0.6838 0.7967 0.3494 0.035 Uiso calc U . R 1 . .
H H14B 0.7993 0.7851 0.2968 0.035 Uiso calc U . R 1 . .
H H14C 0.7392 0.8858 0.3122 0.035 Uiso calc U . R 1 . .
C C15 0.75603(17) 0.87929(10) 0.49434(8) 0.0213(3) Uani d . . . 1 . .
H H15A 0.7711 0.8584 0.5443 0.032 Uiso calc U . R 1 . .
H H15B 0.6698 0.8455 0.4643 0.032 Uiso calc U . R 1 . .
H H15C 0.7335 0.9458 0.4917 0.032 Uiso calc U . R 1 . .
C C18 0.83264(17) 0.98001(11) 0.77900(8) 0.0221(3) Uani d . . . 1 . .
C C19 0.72488(17) 1.00515(10) 0.70598(8) 0.0193(3) Uani d . . . 1 . .
C C11 0.80791(17) 0.58733(10) 0.36278(8) 0.0196(3) Uani d . . . 1 . .
H H11A 0.8502 0.6108 0.323 0.029 Uiso calc U . R 1 . .
H H11B 0.711 0.6192 0.3629 0.029 Uiso calc U . R 1 . .
H H11C 0.789 0.5207 0.3566 0.029 Uiso calc U . R 1 . .
C C21 1.31990(16) 0.62631(10) 0.55032(9) 0.0229(3) Uani d . . . 1 . .
H H21A 1.34 0.6717 0.5895 0.034 Uiso calc U . R 1 . .
H H21B 1.3765 0.6439 0.5139 0.034 Uiso calc U . R 1 . .
H H21C 1.3537 0.5649 0.5694 0.034 Uiso calc U . R 1 . .
C C20 0.56823(16) 0.95469(10) 0.68936(8) 0.0192(3) Uani d . . . 1 . .
C C12 0.72717(16) 0.63149(10) 0.51538(8) 0.0192(3) Uani d . . . 1 . .
H H12A 0.7282 0.6758 0.5544 0.029 Uiso calc U . R 1 . .
H H12B 0.6962 0.5704 0.5296 0.029 Uiso calc U . R 1 . .
H H12C 0.6539 0.6522 0.4719 0.029 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O4 S2 . 1.4313(11) ?
Fe1 C1 . 2.0591(14) ?
Fe1 C6 . 2.0621(14) ?
Fe1 C5 . 2.0893(14) ?
Fe1 C2 . 2.0924(14) ?
Fe1 C10 . 2.0935(14) ?
Fe1 C7 . 2.0974(14) ?
Fe1 C8 . 2.1079(14) ?
Fe1 C4 . 2.1140(14) ?
Fe1 C9 . 2.1141(14) ?
Fe1 C3 . 2.1197(13) ?
S1 O1 . 1.4266(12) ?
S1 O2 . 1.4336(12) ?
S1 N1 . 1.5842(13) ?
S1 C18 . 1.8435(17) ?
S2 O3 . 1.4301(11) ?
S2 N1 . 1.5798(13) ?
S2 C20 . 1.8429(15) ?
F4 C19 . 1.3448(16) ?
F2 C18 . 1.3490(17) ?
F5 C20 . 1.3469(17) ?
F1 C18 . 1.3485(17) ?
F3 C19 . 1.3500(17) ?
C8 C7 . 1.4342(19) ?
C8 C9 . 1.4351(19) ?
C8 C15 . 1.4966(19) ?
C6 C7 . 1.4278(19) ?
C6 C10 . 1.429(2) ?
C6 H6 . 0.95 ?
C9 C10 . 1.4349(19) ?
C9 C16 . 1.4977(19) ?
C2 C1 . 1.4284(19) ?
C2 C3 . 1.4341(19) ?
C2 C11 . 1.4944(19) ?
C7 C14 . 1.498(2) ?
C4 C3 . 1.4341(19) ?
C4 C5 . 1.4366(19) ?
C4 C13 . 1.497(2) ?
F6 C20 . 1.3476(17) ?
C10 C17 . 1.4966(19) ?
C3 C12 . 1.4976(19) ?
C1 C5 . 1.426(2) ?
C1 H1 . 0.95 ?
C5 C21 . 1.500(2) ?
C17 H17A . 0.98 ?
C17 H17B . 0.98 ?
C17 H17C . 0.98 ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C13 H13A . 0.98 ?
C13 H13B . 0.98 ?
C13 H13C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 H15A . 0.98 ?
C15 H15B . 0.98 ?
C15 H15C . 0.98 ?
C18 C19 . 1.547(2) ?
C19 C20 . 1.544(2) ?
C11 H11A . 0.98 ?
C11 H11B . 0.98 ?
C11 H11C . 0.98 ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Fe1 C6 . . 108.35(6) ?
C1 Fe1 C5 . . 40.19(6) ?
C6 Fe1 C5 . . 127.51(6) ?
C1 Fe1 C2 . . 40.24(5) ?
C6 Fe1 C2 . . 119.36(6) ?
C5 Fe1 C2 . . 67.59(6) ?
C1 Fe1 C10 . . 119.32(6) ?
C6 Fe1 C10 . . 40.22(5) ?
C5 Fe1 C10 . . 108.61(6) ?
C2 Fe1 C10 . . 152.98(5) ?
C1 Fe1 C7 . . 127.58(6) ?
C6 Fe1 C7 . . 40.14(5) ?
C5 Fe1 C7 . . 164.81(5) ?
C2 Fe1 C7 . . 108.73(6) ?
C10 Fe1 C7 . . 67.50(6) ?
C1 Fe1 C8 . . 165.16(6) ?
C6 Fe1 C8 . . 67.02(5) ?
C5 Fe1 C8 . . 153.78(6) ?
C2 Fe1 C8 . . 128.35(6) ?
C10 Fe1 C8 . . 67.03(6) ?
C7 Fe1 C8 . . 39.88(5) ?
C1 Fe1 C4 . . 67.10(6) ?
C6 Fe1 C4 . . 165.12(6) ?
C5 Fe1 C4 . . 39.96(5) ?
C2 Fe1 C4 . . 67.09(5) ?
C10 Fe1 C4 . . 128.28(6) ?
C7 Fe1 C4 . . 153.81(5) ?
C8 Fe1 C4 . . 120.96(5) ?
C1 Fe1 C9 . . 153.22(6) ?
C6 Fe1 C9 . . 67.09(5) ?
C5 Fe1 C9 . . 120.10(6) ?
C2 Fe1 C9 . . 165.61(5) ?
C10 Fe1 C9 . . 39.88(5) ?
C7 Fe1 C9 . . 67.09(5) ?
C8 Fe1 C9 . . 39.74(5) ?
C4 Fe1 C9 . . 110.11(6) ?
C1 Fe1 C3 . . 66.91(5) ?
C6 Fe1 C3 . . 153.40(6) ?
C5 Fe1 C3 . . 66.94(5) ?
C2 Fe1 C3 . . 39.80(5) ?
C10 Fe1 C3 . . 165.56(5) ?
C7 Fe1 C3 . . 120.44(6) ?
C8 Fe1 C3 . . 110.43(5) ?
C4 Fe1 C3 . . 39.60(5) ?
C9 Fe1 C3 . . 129.13(5) ?
O1 S1 O2 . . 118.96(8) ?
O1 S1 N1 . . 116.67(7) ?
O2 S1 N1 . . 107.43(7) ?
O1 S1 C18 . . 105.09(7) ?
O2 S1 C18 . . 105.40(8) ?
N1 S1 C18 . . 101.10(7) ?
O3 S2 O4 . . 118.64(7) ?
O3 S2 N1 . . 116.52(7) ?
O4 S2 N1 . . 108.14(7) ?
O3 S2 C20 . . 105.11(7) ?
O4 S2 C20 . . 105.54(7) ?
N1 S2 C20 . . 100.64(7) ?
C7 C8 C9 . . 108.42(12) ?
C7 C8 C15 . . 125.47(13) ?
C9 C8 C15 . . 126.09(13) ?
C7 C8 Fe1 . . 69.67(7) ?
C9 C8 Fe1 . . 70.36(7) ?
C15 C8 Fe1 . . 127.09(10) ?
C7 C6 C10 . . 109.17(12) ?
C7 C6 Fe1 . . 71.26(7) ?
C10 C6 Fe1 . . 71.07(8) ?
C7 C6 H6 . . 125.4 ?
C10 C6 H6 . . 125.4 ?
Fe1 C6 H6 . . 123.9 ?
C10 C9 C8 . . 107.86(12) ?
C10 C9 C16 . . 126.66(13) ?
C8 C9 C16 . . 125.49(12) ?
C10 C9 Fe1 . . 69.29(7) ?
C8 C9 Fe1 . . 69.89(7) ?
C16 C9 Fe1 . . 126.49(9) ?
S2 N1 S1 . . 120.10(8) ?
C1 C2 C3 . . 107.21(12) ?
C1 C2 C11 . . 125.86(12) ?
C3 C2 C11 . . 126.92(12) ?
C1 C2 Fe1 . . 68.62(7) ?
C3 C2 Fe1 . . 71.12(7) ?
C11 C2 Fe1 . . 125.04(9) ?
C6 C7 C8 . . 107.13(12) ?
C6 C7 C14 . . 125.88(13) ?
C8 C7 C14 . . 126.92(13) ?
C6 C7 Fe1 . . 68.60(7) ?
C8 C7 Fe1 . . 70.45(8) ?
C14 C7 Fe1 . . 128.38(10) ?
C3 C4 C5 . . 107.92(12) ?
C3 C4 C13 . . 125.42(13) ?
C5 C4 C13 . . 126.66(13) ?
C3 C4 Fe1 . . 70.41(8) ?
C5 C4 Fe1 . . 69.09(7) ?
C13 C4 Fe1 . . 126.64(10) ?
C6 C10 C9 . . 107.41(12) ?
C6 C10 C17 . . 124.95(13) ?
C9 C10 C17 . . 127.64(13) ?
C6 C10 Fe1 . . 68.71(7) ?
C9 C10 Fe1 . . 70.84(7) ?
C17 C10 Fe1 . . 126.10(10) ?
C2 C3 C4 . . 108.29(12) ?
C2 C3 C12 . . 126.15(12) ?
C4 C3 C12 . . 125.56(13) ?
C2 C3 Fe1 . . 69.07(7) ?
C4 C3 Fe1 . . 69.99(7) ?
C12 C3 Fe1 . . 127.38(9) ?
C5 C1 C2 . . 109.18(12) ?
C5 C1 Fe1 . . 71.04(7) ?
C2 C1 Fe1 . . 71.14(7) ?
C5 C1 H1 . . 125.4 ?
C2 C1 H1 . . 125.4 ?
Fe1 C1 H1 . . 124.0 ?
C1 C5 C4 . . 107.40(12) ?
C1 C5 C21 . . 125.50(13) ?
C4 C5 C21 . . 127.07(13) ?
C1 C5 Fe1 . . 68.76(7) ?
C4 C5 Fe1 . . 70.95(8) ?
C21 C5 Fe1 . . 127.12(10) ?
C10 C17 H17A . . 109.5 ?
C10 C17 H17B . . 109.5 ?
H17A C17 H17B . . 109.5 ?
C10 C17 H17C . . 109.5 ?
H17A C17 H17C . . 109.5 ?
H17B C17 H17C . . 109.5 ?
C9 C16 H16A . . 109.5 ?
C9 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C9 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C4 C13 H13A . . 109.5 ?
C4 C13 H13B . . 109.5 ?
H13A C13 H13B . . 109.5 ?
C4 C13 H13C . . 109.5 ?
H13A C13 H13C . . 109.5 ?
H13B C13 H13C . . 109.5 ?
C7 C14 H14A . . 109.5 ?
C7 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C7 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C8 C15 H15A . . 109.5 ?
C8 C15 H15B . . 109.5 ?
H15A C15 H15B . . 109.5 ?
C8 C15 H15C . . 109.5 ?
H15A C15 H15C . . 109.5 ?
H15B C15 H15C . . 109.5 ?
F1 C18 F2 . . 108.15(12) ?
F1 C18 C19 . . 108.24(12) ?
F2 C18 C19 . . 108.14(13) ?
F1 C18 S1 . . 109.70(11) ?
F2 C18 S1 . . 108.85(10) ?
C19 C18 S1 . . 113.61(10) ?
F4 C19 F3 . . 107.91(11) ?
F4 C19 C20 . . 108.68(12) ?
F3 C19 C20 . . 108.04(12) ?
F4 C19 C18 . . 108.55(12) ?
F3 C19 C18 . . 108.34(12) ?
C20 C19 C18 . . 115.10(11) ?
C2 C11 H11A . . 109.5 ?
C2 C11 H11B . . 109.5 ?
H11A C11 H11B . . 109.5 ?
C2 C11 H11C . . 109.5 ?
H11A C11 H11C . . 109.5 ?
H11B C11 H11C . . 109.5 ?
C5 C21 H21A . . 109.5 ?
C5 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C5 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
F5 C20 F6 . . 107.78(12) ?
F5 C20 C19 . . 108.44(12) ?
F6 C20 C19 . . 108.02(11) ?
F5 C20 S2 . . 108.60(9) ?
F6 C20 S2 . . 109.91(10) ?
C19 C20 S2 . . 113.91(10) ?
C3 C12 H12A . . 109.5 ?
C3 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C3 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_OMF-FeCl4
_database_code_depnum_ccdc_archive 'CCDC 1541913'
_audit_update_record             
;
2017-04-03 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 Cl4 Fe2'
_chemical_formula_iupac          ?
_chemical_formula_weight         495.89

_chemical_melting_point          ?

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.064(5)
_cell_length_b                   15.866(9)
_cell_length_c                   16.381(10)
_cell_angle_alpha                70.651(7)
_cell_angle_beta                 89.289(8)
_cell_angle_gamma                86.092(7)
_cell_volume                     2217.(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8438
_cell_measurement_theta_min      2.5349
_cell_measurement_theta_max      27.2988
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.120
_exptl_crystal_density_diffrn    1.486
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1016

_exptl_absorpt_coefficient_mu    1.789
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.81

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            9230
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_av_unetI/netI     0.0772
_diffrn_reflns_theta_min         1.32
_diffrn_reflns_theta_max         27.33
_diffrn_reflns_theta_full        27.33
_diffrn_measured_fraction_theta_max 0.942
_diffrn_measured_fraction_theta_full 0.942
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;

Refined as a 3-component twin.
;

_reflns_number_total             9230
_reflns_number_gt                8145
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1067
_refine_ls_R_factor_gt           0.0988
_refine_ls_wR_factor_gt          0.2648
_refine_ls_wR_factor_ref         0.2694
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_restrained_S_all      1.159
_refine_ls_number_reflns         9230
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0002P)²+18.6375P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         3.325
_refine_diff_density_min         -1.438
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 786)'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.66803(16) 0.28471(9) 0.46467(9) 0.0136(3) Uani d . . . 1 . .
Fe Fe2 0.67178(16) 0.78532(9) 0.96788(9) 0.0132(3) Uani d . . . 1 . .
Fe Fe3 0.73779(19) -0.01468(11) 0.24242(10) 0.0236(4) Uani d . . . 1 . .
Fe Fe4 0.75932(16) 0.52900(10) 0.74852(9) 0.0181(3) Uani d . . . 1 . .
Cl Cl1 0.9359(6) -0.0984(4) 0.2952(4) 0.088(2) Uani d . . . 1 . .
Cl Cl2 0.5638(4) -0.0928(2) 0.2185(2) 0.0403(8) Uani d . . . 1 . .
Cl Cl3 0.7934(3) 0.0897(2) 0.12068(19) 0.0319(7) Uani d . . . 1 . .
Cl Cl4 0.6507(5) 0.0501(2) 0.3333(2) 0.0506(11) Uani d . . . 1 . .
Cl Cl5 0.9063(4) 0.4421(3) 0.8515(2) 0.0492(9) Uani d . . . 1 . .
Cl Cl6 0.7799(3) 0.4914(2) 0.6315(2) 0.0300(6) Uani d . . . 1 . .
Cl Cl7 0.8178(3) 0.66864(19) 0.7126(2) 0.0273(6) Uani d . . . 1 . .
Cl Cl8 0.5289(3) 0.5186(2) 0.79316(19) 0.0288(6) Uani d . . . 1 . .
C C1 0.5582(12) 0.2437(7) 0.3761(6) 0.017(2) Uani d . . . 1 . .
H H1 0.4818 0.2806 0.3332 0.021 Uiso calc U . R 1 . .
C C2 0.7131(13) 0.2373(7) 0.3613(6) 0.020(2) Uani d . . . 1 . .
C C3 0.7839(13) 0.2823(7) 0.2771(7) 0.022(2) Uani d . . . 1 . .
H H3A 0.7897 0.2422 0.2426 0.033 Uiso calc U . R 1 . .
H H3B 0.8837 0.2969 0.2876 0.033 Uiso calc U . R 1 . .
H H3C 0.7248 0.3374 0.2458 0.033 Uiso calc U . R 1 . .
C C4 0.7783(13) 0.1744(7) 0.4382(7) 0.021(2) Uani d . . . 1 . .
C C5 0.9411(14) 0.1455(8) 0.4466(8) 0.029(3) Uani d . . . 1 . .
H H5A 0.9594 0.094 0.4267 0.044 Uiso calc U . R 1 . .
H H5B 0.9721 0.1289 0.5074 0.044 Uiso calc U . R 1 . .
H H5C 0.9977 0.195 0.4113 0.044 Uiso calc U . R 1 . .
C C6 0.6652(12) 0.1429(7) 0.5000(8) 0.021(2) Uani d . . . 1 . .
C C7 0.6897(14) 0.0736(8) 0.5878(7) 0.028(2) Uani d . . . 1 . .
H H7A 0.6821 0.0139 0.5835 0.042 Uiso calc U . R 1 . .
H H7B 0.6148 0.0839 0.6277 0.042 Uiso calc U . R 1 . .
H H7C 0.7884 0.0776 0.6094 0.042 Uiso calc U . R 1 . .
C C8 0.5299(12) 0.1854(7) 0.4625(7) 0.019(2) Uani d . . . 1 . .
C C9 0.3789(13) 0.1688(9) 0.5023(8) 0.029(3) Uani d . . . 1 . .
H H9A 0.3113 0.2217 0.4762 0.044 Uiso calc U . R 1 . .
H H9B 0.3864 0.1572 0.5648 0.044 Uiso calc U . R 1 . .
H H9C 0.3411 0.1169 0.4917 0.044 Uiso calc U . R 1 . .
C C10 0.5947(13) 0.4143(7) 0.4528(7) 0.021(2) Uani d . . . 1 . .
H H10 0.5163 0.4511 0.4112 0.025 Uiso calc U . R 1 . .
C C11 0.7454(13) 0.4123(7) 0.4358(7) 0.022(2) Uani d . . . 1 . .
C C12 0.8204(13) 0.4643(7) 0.3544(7) 0.022(2) Uani d . . . 1 . .
H H12A 0.7487 0.4834 0.3064 0.033 Uiso calc U . R 1 . .
H H12B 0.9011 0.4264 0.3415 0.033 Uiso calc U . R 1 . .
H H12C 0.8606 0.517 0.362 0.033 Uiso calc U . R 1 . .
C C13 0.8195(12) 0.3536(7) 0.5121(7) 0.017(2) Uani d . . . 1 . .
C C14 0.9847(12) 0.3354(8) 0.5236(8) 0.025(2) Uani d . . . 1 . .
H H14A 1.0295 0.3389 0.4679 0.038 Uiso calc U . R 1 . .
H H14B 1.007 0.2755 0.5654 0.038 Uiso calc U . R 1 . .
H H14C 1.0251 0.3801 0.5449 0.038 Uiso calc U . R 1 . .
C C15 0.7072(13) 0.3196(7) 0.5763(6) 0.019(2) Uani d . . . 1 . .
C C16 0.7380(15) 0.2580(8) 0.6679(8) 0.030(3) Uani d . . . 1 . .
H H16A 0.6546 0.2205 0.6883 0.045 Uiso calc U . R 1 . .
H H16B 0.751 0.2939 0.7056 0.045 Uiso calc U . R 1 . .
H H16C 0.8282 0.2199 0.6693 0.045 Uiso calc U . R 1 . .
C C17 0.5690(13) 0.3580(7) 0.5384(7) 0.022(2) Uani d . . . 1 . .
C C18 0.4248(15) 0.3452(9) 0.5845(9) 0.035(3) Uani d . . . 1 . .
H H18A 0.3434 0.3629 0.5421 0.052 Uiso calc U . R 1 . .
H H18B 0.4165 0.3823 0.622 0.052 Uiso calc U . R 1 . .
H H18C 0.4199 0.2821 0.6198 0.052 Uiso calc U . R 1 . .
C C19 0.5873(12) 0.7833(8) 0.8516(7) 0.022(2) Uani d . . . 1 . .
H H19 0.5067 0.8255 0.8166 0.027 Uiso calc U . R 1 . .
C C20 0.7399(12) 0.7959(7) 0.8423(6) 0.019(2) Uani d . . . 1 . .
C C21 0.8114(15) 0.8720(8) 0.7782(8) 0.031(3) Uani d . . . 1 . .
H H21A 0.8417 0.8552 0.7278 0.047 Uiso calc U . R 1 . .
H H21B 0.8984 0.8861 0.8049 0.047 Uiso calc U . R 1 . .
H H21C 0.7409 0.9246 0.76 0.047 Uiso calc U . R 1 . .
C C22 0.8154(12) 0.7191(7) 0.9023(7) 0.019(2) Uani d . . . 1 . .
C C23 0.9796(13) 0.6992(8) 0.9140(7) 0.024(2) Uani d . . . 1 . .
H H23A 1.0138 0.6606 0.8806 0.036 Uiso calc U . R 1 . .
H H23B 1.0029 0.6685 0.9754 0.036 Uiso calc U . R 1 . .
H H23C 1.0292 0.7553 0.8936 0.036 Uiso calc U . R 1 . .
C C24 0.7074(12) 0.6594(7) 0.9500(6) 0.017(2) Uani d . . . 1 . .
C C25 0.7416(14) 0.5693(7) 1.0155(7) 0.026(2) Uani d . . . 1 . .
H H25A 0.7668 0.5258 0.9859 0.04 Uiso calc U . R 1 . .
H H25B 0.655 0.551 1.0519 0.04 Uiso calc U . R 1 . .
H H25C 0.8254 0.5717 1.0516 0.04 Uiso calc U . R 1 . .
C C26 0.5661(12) 0.6994(7) 0.9176(7) 0.020(2) Uani d . . . 1 . .
C C27 0.4216(14) 0.6590(9) 0.9460(8) 0.029(3) Uani d . . . 1 . .
H H27A 0.3407 0.7056 0.9268 0.044 Uiso calc U . R 1 . .
H H27B 0.4211 0.6329 1.0092 0.044 Uiso calc U . R 1 . .
H H27C 0.4086 0.6122 0.9204 0.044 Uiso calc U . R 1 . .
C C28 0.5633(12) 0.8891(7) 0.9983(7) 0.021(2) Uani d . . . 1 . .
H H28 0.4834 0.9312 0.9625 0.025 Uiso calc U . R 1 . .
C C29 0.7141(13) 0.9033(7) 0.9925(7) 0.023(2) Uani d . . . 1 . .
C C30 0.7868(14) 0.9849(8) 0.9312(8) 0.028(3) Uani d . . . 1 . .
H H30A 0.8836 0.9657 0.9136 0.043 Uiso calc U . R 1 . .
H H30B 0.7994 1.0283 0.9609 0.043 Uiso calc U . R 1 . .
H H30C 0.7237 1.0127 0.8798 0.043 Uiso calc U . R 1 . .
C C31 0.7910(13) 0.8293(7) 1.0572(7) 0.022(2) Uani d . . . 1 . .
C C32 0.9528(13) 0.8178(9) 1.0772(8) 0.029(3) Uani d . . . 1 . .
H H32A 1.0081 0.8398 1.0233 0.043 Uiso calc U . R 1 . .
H H32B 0.9814 0.7542 1.1062 0.043 Uiso calc U . R 1 . .
H H32C 0.9753 0.8518 1.1152 0.043 Uiso calc U . R 1 . .
C C33 0.6829(13) 0.7715(8) 1.1012(7) 0.021(2) Uani d . . . 1 . .
C C34 0.7131(14) 0.6863(8) 1.1784(7) 0.026(2) Uani d . . . 1 . .
H H34A 0.6248 0.652 1.1903 0.039 Uiso calc U . R 1 . .
H H34B 0.7381 0.7021 1.2293 0.039 Uiso calc U . R 1 . .
H H34C 0.7959 0.6499 1.1653 0.039 Uiso calc U . R 1 . .
C C35 0.5404(13) 0.8070(7) 1.0659(7) 0.022(2) Uani d . . . 1 . .
C C36 0.3944(14) 0.7711(8) 1.0965(7) 0.027(2) Uani d . . . 1 . .
H H36A 0.3227 0.7916 1.0485 0.04 Uiso calc U . R 1 . .
H H36B 0.3596 0.7926 1.1435 0.04 Uiso calc U . R 1 . .
H H36C 0.4049 0.7055 1.1177 0.04 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C10 . 2.064(10) ?
Fe1 C1 . 2.066(10) ?
Fe1 C8 . 2.088(10) ?
Fe1 C11 . 2.089(10) ?
Fe1 C17 . 2.091(10) ?
Fe1 C2 . 2.094(9) ?
Fe1 C13 . 2.116(10) ?
Fe1 C15 . 2.118(9) ?
Fe1 C4 . 2.122(10) ?
Fe1 C6 . 2.131(10) ?
Fe2 C28 . 2.058(10) ?
Fe2 C19 . 2.074(10) ?
Fe2 C35 . 2.092(10) ?
Fe2 C20 . 2.096(10) ?
Fe2 C26 . 2.096(11) ?
Fe2 C29 . 2.102(10) ?
Fe2 C24 . 2.116(10) ?
Fe2 C22 . 2.117(10) ?
Fe2 C33 . 2.124(10) ?
Fe2 C31 . 2.148(10) ?
Fe3 Cl1 . 2.165(5) ?
Fe3 Cl4 . 2.184(4) ?
Fe3 Cl2 . 2.186(4) ?
Fe3 Cl3 . 2.208(3) ?
Fe4 Cl5 . 2.187(3) ?
Fe4 Cl6 . 2.190(3) ?
Fe4 Cl7 . 2.196(3) ?
Fe4 Cl8 . 2.203(3) ?
C1 C2 . 1.424(15) ?
C1 C8 . 1.442(14) ?
C1 H1 . 1.0 ?
C2 C4 . 1.427(15) ?
C2 C3 . 1.487(14) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 C6 . 1.426(16) ?
C4 C5 . 1.510(16) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 C8 . 1.403(15) ?
C6 C7 . 1.501(15) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 C9 . 1.510(16) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 C11 . 1.391(16) ?
C10 C17 . 1.418(15) ?
C10 H10 . 1.0 ?
C11 C13 . 1.431(15) ?
C11 C12 . 1.499(15) ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 C15 . 1.451(15) ?
C13 C14 . 1.508(15) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C17 . 1.411(16) ?
C15 C16 . 1.512(15) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C18 . 1.494(16) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 C20 . 1.411(15) ?
C19 C26 . 1.433(16) ?
C19 H19 . 1.0 ?
C20 C22 . 1.424(15) ?
C20 C21 . 1.493(15) ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 C24 . 1.443(15) ?
C22 C23 . 1.501(15) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 C26 . 1.417(15) ?
C24 C25 . 1.491(14) ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 C27 . 1.497(16) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 C29 . 1.397(16) ?
C28 C35 . 1.428(15) ?
C28 H28 . 1.0 ?
C29 C31 . 1.439(16) ?
C29 C30 . 1.534(15) ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
C31 C33 . 1.409(17) ?
C31 C32 . 1.493(16) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 C35 . 1.423(15) ?
C33 C34 . 1.526(15) ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 C36 . 1.492(16) ?
C36 H36A . 0.98 ?
C36 H36B . 0.98 ?
C36 H36C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C10 Fe1 C1 . . 109.7(4) ?
C10 Fe1 C8 . . 124.2(4) ?
C1 Fe1 C8 . . 40.6(4) ?
C10 Fe1 C11 . . 39.1(4) ?
C1 Fe1 C11 . . 123.4(4) ?
C8 Fe1 C11 . . 158.9(5) ?
C10 Fe1 C17 . . 39.9(4) ?
C1 Fe1 C17 . . 124.9(5) ?
C8 Fe1 C17 . . 108.9(4) ?
C11 Fe1 C17 . . 66.7(4) ?
C10 Fe1 C2 . . 125.2(4) ?
C1 Fe1 C2 . . 40.0(4) ?
C8 Fe1 C2 . . 67.5(4) ?
C11 Fe1 C2 . . 109.4(4) ?
C17 Fe1 C2 . . 160.7(5) ?
C10 Fe1 C13 . . 66.0(4) ?
C1 Fe1 C13 . . 158.5(4) ?
C8 Fe1 C13 . . 159.6(4) ?
C11 Fe1 C13 . . 39.8(4) ?
C17 Fe1 C13 . . 66.5(4) ?
C2 Fe1 C13 . . 123.6(4) ?
C10 Fe1 C15 . . 66.2(4) ?
C1 Fe1 C15 . . 159.8(4) ?
C8 Fe1 C15 . . 123.7(4) ?
C11 Fe1 C15 . . 67.0(4) ?
C17 Fe1 C15 . . 39.1(4) ?
C2 Fe1 C15 . . 158.7(5) ?
C13 Fe1 C15 . . 40.1(4) ?
C10 Fe1 C4 . . 161.0(4) ?
C1 Fe1 C4 . . 66.2(4) ?
C8 Fe1 C4 . . 65.8(4) ?
C11 Fe1 C4 . . 126.1(5) ?
C17 Fe1 C4 . . 158.0(4) ?
C2 Fe1 C4 . . 39.5(4) ?
C13 Fe1 C4 . . 110.5(4) ?
C15 Fe1 C4 . . 124.3(4) ?
C10 Fe1 C6 . . 158.4(4) ?
C1 Fe1 C6 . . 66.5(4) ?
C8 Fe1 C6 . . 38.8(4) ?
C11 Fe1 C6 . . 161.1(5) ?
C17 Fe1 C6 . . 123.2(4) ?
C2 Fe1 C6 . . 66.7(4) ?
C13 Fe1 C6 . . 125.5(4) ?
C15 Fe1 C6 . . 109.5(4) ?
C4 Fe1 C6 . . 39.2(4) ?
C28 Fe2 C19 . . 108.6(4) ?
C28 Fe2 C35 . . 40.2(4) ?
C19 Fe2 C35 . . 123.5(5) ?
C28 Fe2 C20 . . 123.2(4) ?
C19 Fe2 C20 . . 39.6(4) ?
C35 Fe2 C20 . . 158.5(4) ?
C28 Fe2 C26 . . 123.8(4) ?
C19 Fe2 C26 . . 40.2(4) ?
C35 Fe2 C26 . . 108.4(4) ?
C20 Fe2 C26 . . 67.2(4) ?
C28 Fe2 C29 . . 39.2(5) ?
C19 Fe2 C29 . . 123.7(4) ?
C35 Fe2 C29 . . 66.8(5) ?
C20 Fe2 C29 . . 109.3(4) ?
C26 Fe2 C29 . . 158.9(5) ?
C28 Fe2 C24 . . 159.0(4) ?
C19 Fe2 C24 . . 66.7(4) ?
C35 Fe2 C24 . . 123.7(4) ?
C20 Fe2 C24 . . 67.2(4) ?
C26 Fe2 C24 . . 39.3(4) ?
C29 Fe2 C24 . . 160.6(5) ?
C28 Fe2 C22 . . 159.0(4) ?
C19 Fe2 C22 . . 65.9(4) ?
C35 Fe2 C22 . . 160.0(4) ?
C20 Fe2 C22 . . 39.5(4) ?
C26 Fe2 C22 . . 66.2(4) ?
C29 Fe2 C22 . . 125.3(5) ?
C24 Fe2 C22 . . 39.9(4) ?
C28 Fe2 C33 . . 65.9(4) ?
C19 Fe2 C33 . . 159.6(5) ?
C35 Fe2 C33 . . 39.4(4) ?
C20 Fe2 C33 . . 160.2(4) ?
C26 Fe2 C33 . . 124.8(4) ?
C29 Fe2 C33 . . 65.5(4) ?
C24 Fe2 C33 . . 110.9(4) ?
C22 Fe2 C33 . . 126.3(4) ?
C28 Fe2 C31 . . 66.1(4) ?
C19 Fe2 C31 . . 159.5(5) ?
C35 Fe2 C31 . . 66.3(4) ?
C20 Fe2 C31 . . 125.2(4) ?
C26 Fe2 C31 . . 159.4(4) ?
C29 Fe2 C31 . . 39.6(4) ?
C24 Fe2 C31 . . 125.5(4) ?
C22 Fe2 C31 . . 111.5(4) ?
C33 Fe2 C31 . . 38.5(5) ?
Cl1 Fe3 Cl4 . . 110.2(2) ?
Cl1 Fe3 Cl2 . . 111.6(2) ?
Cl4 Fe3 Cl2 . . 107.36(17) ?
Cl1 Fe3 Cl3 . . 108.93(18) ?
Cl4 Fe3 Cl3 . . 108.77(15) ?
Cl2 Fe3 Cl3 . . 109.95(14) ?
Cl5 Fe4 Cl6 . . 111.00(15) ?
Cl5 Fe4 Cl7 . . 110.49(16) ?
Cl6 Fe4 Cl7 . . 106.84(13) ?
Cl5 Fe4 Cl8 . . 109.38(15) ?
Cl6 Fe4 Cl8 . . 109.35(13) ?
Cl7 Fe4 Cl8 . . 109.75(13) ?
C2 C1 C8 . . 108.3(9) ?
C2 C1 Fe1 . . 71.0(6) ?
C8 C1 Fe1 . . 70.5(6) ?
C2 C1 H1 . . 125.9 ?
C8 C1 H1 . . 125.9 ?
Fe1 C1 H1 . . 125.9 ?
C1 C2 C4 . . 106.7(9) ?
C1 C2 C3 . . 124.2(10) ?
C4 C2 C3 . . 128.9(11) ?
C1 C2 Fe1 . . 68.9(6) ?
C4 C2 Fe1 . . 71.3(6) ?
C3 C2 Fe1 . . 129.2(7) ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C6 C4 C2 . . 109.1(10) ?
C6 C4 C5 . . 127.9(10) ?
C2 C4 C5 . . 123.0(11) ?
C6 C4 Fe1 . . 70.7(6) ?
C2 C4 Fe1 . . 69.2(5) ?
C5 C4 Fe1 . . 128.4(8) ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C8 C6 C4 . . 107.8(10) ?
C8 C6 C7 . . 127.3(10) ?
C4 C6 C7 . . 124.9(10) ?
C8 C6 Fe1 . . 68.9(6) ?
C4 C6 Fe1 . . 70.1(6) ?
C7 C6 Fe1 . . 128.4(8) ?
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 ?
C6 C8 C1 . . 108.1(9) ?
C6 C8 C9 . . 126.5(10) ?
C1 C8 C9 . . 125.3(10) ?
C6 C8 Fe1 . . 72.2(6) ?
C1 C8 Fe1 . . 68.9(6) ?
C9 C8 Fe1 . . 127.7(8) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C11 C10 C17 . . 109.9(10) ?
C11 C10 Fe1 . . 71.4(6) ?
C17 C10 Fe1 . . 71.1(6) ?
C11 C10 H10 . . 125.1 ?
C17 C10 H10 . . 125.1 ?
Fe1 C10 H10 . . 125.1 ?
C10 C11 C13 . . 107.6(10) ?
C10 C11 C12 . . 127.3(11) ?
C13 C11 C12 . . 125.1(11) ?
C10 C11 Fe1 . . 69.5(6) ?
C13 C11 Fe1 . . 71.1(6) ?
C12 C11 Fe1 . . 126.7(7) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C11 C13 C15 . . 107.3(9) ?
C11 C13 C14 . . 125.3(10) ?
C15 C13 C14 . . 127.3(10) ?
C11 C13 Fe1 . . 69.1(6) ?
C15 C13 Fe1 . . 70.1(6) ?
C14 C13 Fe1 . . 128.5(8) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C17 C15 C13 . . 107.4(9) ?
C17 C15 C16 . . 127.6(10) ?
C13 C15 C16 . . 124.9(11) ?
C17 C15 Fe1 . . 69.4(6) ?
C13 C15 Fe1 . . 69.9(5) ?
C16 C15 Fe1 . . 128.3(7) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C15 C17 C10 . . 107.8(10) ?
C15 C17 C18 . . 124.7(10) ?
C10 C17 C18 . . 127.4(11) ?
C15 C17 Fe1 . . 71.5(5) ?
C10 C17 Fe1 . . 69.0(6) ?
C18 C17 Fe1 . . 128.5(9) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C20 C19 C26 . . 109.3(10) ?
C20 C19 Fe2 . . 71.1(6) ?
C26 C19 Fe2 . . 70.8(6) ?
C20 C19 H19 . . 125.4 ?
C26 C19 H19 . . 125.4 ?
Fe2 C19 H19 . . 125.4 ?
C19 C20 C22 . . 107.1(10) ?
C19 C20 C21 . . 127.1(11) ?
C22 C20 C21 . . 125.7(10) ?
C19 C20 Fe2 . . 69.4(6) ?
C22 C20 Fe2 . . 71.0(6) ?
C21 C20 Fe2 . . 127.7(8) ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C20 C22 C24 . . 108.8(9) ?
C20 C22 C23 . . 127.2(10) ?
C24 C22 C23 . . 124.0(10) ?
C20 C22 Fe2 . . 69.5(6) ?
C24 C22 Fe2 . . 70.0(6) ?
C23 C22 Fe2 . . 128.0(8) ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C26 C24 C22 . . 107.2(9) ?
C26 C24 C25 . . 127.2(10) ?
C22 C24 C25 . . 125.5(10) ?
C26 C24 Fe2 . . 69.6(6) ?
C22 C24 Fe2 . . 70.1(6) ?
C25 C24 Fe2 . . 129.4(7) ?
C24 C25 H25A . . 109.5 ?
C24 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C24 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C24 C26 C19 . . 107.7(9) ?
C24 C26 C27 . . 125.6(10) ?
C19 C26 C27 . . 126.6(10) ?
C24 C26 Fe2 . . 71.1(6) ?
C19 C26 Fe2 . . 69.0(6) ?
C27 C26 Fe2 . . 126.8(8) ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C29 C28 C35 . . 109.5(10) ?
C29 C28 Fe2 . . 72.1(6) ?
C35 C28 Fe2 . . 71.2(6) ?
C29 C28 H28 . . 125.2 ?
C35 C28 H28 . . 125.2 ?
Fe2 C28 H28 . . 125.2 ?
C28 C29 C31 . . 108.0(10) ?
C28 C29 C30 . . 126.8(10) ?
C31 C29 C30 . . 125.2(11) ?
C28 C29 Fe2 . . 68.7(6) ?
C31 C29 Fe2 . . 72.0(6) ?
C30 C29 Fe2 . . 126.9(8) ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C33 C31 C29 . . 106.7(10) ?
C33 C31 C32 . . 126.3(11) ?
C29 C31 C32 . . 126.9(11) ?
C33 C31 Fe2 . . 69.8(6) ?
C29 C31 Fe2 . . 68.5(6) ?
C32 C31 Fe2 . . 128.8(8) ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C31 C33 C35 . . 109.8(10) ?
C31 C33 C34 . . 125.1(10) ?
C35 C33 C34 . . 125.0(11) ?
C31 C33 Fe2 . . 71.7(6) ?
C35 C33 Fe2 . . 69.1(6) ?
C34 C33 Fe2 . . 128.3(8) ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C33 C35 C28 . . 106.0(10) ?
C33 C35 C36 . . 127.8(10) ?
C28 C35 C36 . . 126.1(11) ?
C33 C35 Fe2 . . 71.5(6) ?
C28 C35 Fe2 . . 68.6(6) ?
C36 C35 Fe2 . . 128.0(8) ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?

####################################################################### 
# 
# 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_OMFBCN4_2
_database_code_depnum_ccdc_archive 'CCDC 1524593'
_audit_update_record             
;
2016-12-27 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        'Octamethylferrocenium tetracyanoborate'
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H26 B Fe N4'
_chemical_formula_iupac          ?
_chemical_formula_weight         413.13

_chemical_melting_point          ?

_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        'I 41/a c d'
_space_group_name_Hall           '-I 4bd 2c'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-y+1/4, x+3/4, z+1/4'
'y+1/4, -x+1/4, z+3/4'
'-x+1/2, y, -z'
'x, -y, -z+1/2'
'y+1/4, x+3/4, -z+3/4'
'-y+1/4, -x+1/4, -z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1, -y+1/2, z+1'
'-y+3/4, x+5/4, z+3/4'
'y+3/4, -x+3/4, z+5/4'
'-x+1, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1'
'y+3/4, x+5/4, -z+5/4'
'-y+3/4, -x+3/4, -z+3/4'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'y-1/4, -x-3/4, -z-1/4'
'-y-1/4, x-1/4, -z-3/4'
'x-1/2, -y, z'
'-x, y, z-1/2'
'-y-1/4, -x-3/4, z-3/4'
'y-1/4, x-1/4, z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x, y+1/2, -z'
'y+1/4, -x-1/4, -z+1/4'
'-y+1/4, x+1/4, -z-1/4'
'x, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'
'-y+1/4, -x-1/4, z-1/4'
'y+1/4, x+1/4, z+1/4'

_cell_length_a                   19.357(2)
_cell_length_b                   19.357(2)
_cell_length_c                   23.627(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     8853.(2)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    9911
_cell_measurement_theta_min      2.2773
_cell_measurement_theta_max      27.4748
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.660
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.330
_exptl_crystal_density_diffrn    1.240
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3472

_exptl_absorpt_coefficient_mu    0.695
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.80

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           ' MoK\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            24192
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0125
_diffrn_reflns_theta_min         2.10
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       30

_refine_special_details          
;
Refinement of F² against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F², conventional R-factors R are based
on F, with F set to zero for negative F². The threshold expression of
F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F² are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_reflns_number_total             2550
_reflns_number_gt                2221
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.0924
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_number_reflns         2550
_refine_ls_number_parameters     134
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0430P)²+7.9526P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.287
_refine_diff_density_min         -0.199
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.00027(4)

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'
B B 0.0013 0.0007 '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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_data_reduction        'SAINT V8.27B (Bruker AXS Inc., 2012)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.5 0 0 0.02051(12) Uani d . P S 1 . .
C C3 0.43436(6) 0.04114(6) 0.06343(5) 0.0245(3) Uani d . . . 1 . .
C C5 0.45823(7) 0.09571(7) -0.02176(5) 0.0291(3) Uani d . . . 1 . .
C C1 0.40981(7) 0.04169(7) -0.03167(6) 0.0338(3) Uani d . . . 1 . .
H H1 0.3906 0.0301 -0.0674 0.041 Uiso calc U . R 1 . .
C C4 0.47347(6) 0.09533(6) 0.03749(5) 0.0237(2) Uani d . . . 1 . .
C C10 0.18487(7) 0.22530(7) 0.01174(6) 0.0322(3) Uani d . . . 1 . .
C C11 0.26455(7) 0.13048(7) 0.05434(6) 0.0318(3) Uani d . . . 1 . .
C C2 0.39475(7) 0.00772(6) 0.02051(6) 0.0307(3) Uani d . . . 1 . .
C C7 0.43381(7) 0.02391(8) 0.12495(6) 0.0362(3) Uani d . . . 1 . .
H H7A 0.3956 0.0483 0.1435 0.054 Uiso calc U . R 1 . .
H H7B 0.4777 0.0382 0.1421 0.054 Uiso calc U . R 1 . .
H H7C 0.4278 -0.026 0.1297 0.054 Uiso calc U . R 1 . .
C C6 0.34498(8) -0.05023(8) 0.02913(9) 0.0505(5) Uani d . . . 1 . .
H H6A 0.366 -0.0854 0.0535 0.076 Uiso calc U . R 1 . .
H H6B 0.3333 -0.0708 -0.0075 0.076 Uiso calc U . R 1 . .
H H6C 0.3029 -0.0326 0.0471 0.076 Uiso calc U . R 1 . .
C C8 0.52092(7) 0.14416(7) 0.06759(6) 0.0331(3) Uani d . . . 1 . .
H H8A 0.5543 0.1633 0.0406 0.05 Uiso calc U . R 1 . .
H H8B 0.5456 0.1194 0.0975 0.05 Uiso calc U . R 1 . .
H H8C 0.4939 0.1818 0.0843 0.05 Uiso calc U . R 1 . .
C C9 0.48692(9) 0.14490(8) -0.06494(6) 0.0413(4) Uani d . . . 1 . .
H H9A 0.4847 0.1236 -0.1025 0.062 Uiso calc U . R 1 . .
H H9B 0.5351 0.1556 -0.0557 0.062 Uiso calc U . R 1 . .
H H9C 0.4597 0.1876 -0.0648 0.062 Uiso calc U . R 1 . .
B B1 0.25 0.17710(11) 0 0.0255(4) Uani d T P S 1 . .
N N1 0.13917(7) 0.26102(7) 0.02039(7) 0.0455(3) Uani d . . . 1 . .
N N2 0.27580(7) 0.09901(7) 0.09410(5) 0.0436(3) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C1 . 2.0637(12) ?
Fe1 C1 17_655 2.0637(12) ?
Fe1 C5 . 2.0858(12) ?
Fe1 C5 17_655 2.0858(12) ?
Fe1 C2 17_655 2.0995(13) ?
Fe1 C2 . 2.0995(13) ?
Fe1 C4 . 2.1104(12) ?
Fe1 C4 17_655 2.1104(12) ?
Fe1 C3 . 2.1201(12) ?
Fe1 C3 17_655 2.1201(12) ?
C3 C2 . 1.4264(17) ?
C3 C4 . 1.4316(17) ?
C3 C7 . 1.4912(18) ?
C5 C1 . 1.424(2) ?
C5 C4 . 1.4307(17) ?
C5 C9 . 1.5021(19) ?
C1 C2 . 1.427(2) ?
C4 C8 . 1.4977(17) ?
C10 N1 . 1.1411(19) ?
C10 B1 . 1.5928(19) ?
C11 N2 . 1.1409(18) ?
C11 B1 . 1.5943(18) ?
C2 C6 . 1.4925(19) ?
B1 C10 5 1.5928(19) ?
B1 C11 5 1.5943(18) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Fe1 C1 . 17_655 180.0 ?
C1 Fe1 C5 . . 40.12(6) ?
C1 Fe1 C5 17_655 . 139.88(6) ?
C1 Fe1 C5 . 17_655 139.87(6) ?
C1 Fe1 C5 17_655 17_655 40.12(6) ?
C5 Fe1 C5 . 17_655 180.0 ?
C1 Fe1 C2 . 17_655 139.91(6) ?
C1 Fe1 C2 17_655 17_655 40.09(6) ?
C5 Fe1 C2 . 17_655 112.49(5) ?
C5 Fe1 C2 17_655 17_655 67.51(5) ?
C1 Fe1 C2 . . 40.09(6) ?
C1 Fe1 C2 17_655 . 139.91(6) ?
C5 Fe1 C2 . . 67.51(5) ?
C5 Fe1 C2 17_655 . 112.49(5) ?
C2 Fe1 C2 17_655 . 180.0 ?
C1 Fe1 C4 . . 66.70(5) ?
C1 Fe1 C4 17_655 . 113.30(5) ?
C5 Fe1 C4 . . 39.86(5) ?
C5 Fe1 C4 17_655 . 140.14(5) ?
C2 Fe1 C4 17_655 . 113.28(5) ?
C2 Fe1 C4 . . 66.72(5) ?
C1 Fe1 C4 . 17_655 113.30(5) ?
C1 Fe1 C4 17_655 17_655 66.70(5) ?
C5 Fe1 C4 . 17_655 140.14(5) ?
C5 Fe1 C4 17_655 17_655 39.86(5) ?
C2 Fe1 C4 17_655 17_655 66.72(5) ?
C2 Fe1 C4 . 17_655 113.28(5) ?
C4 Fe1 C4 . 17_655 180.00(6) ?
C1 Fe1 C3 . . 66.57(5) ?
C1 Fe1 C3 17_655 . 113.43(5) ?
C5 Fe1 C3 . . 66.94(5) ?
C5 Fe1 C3 17_655 . 113.06(5) ?
C2 Fe1 C3 17_655 . 140.49(5) ?
C2 Fe1 C3 . . 39.51(5) ?
C4 Fe1 C3 . . 39.56(4) ?
C4 Fe1 C3 17_655 . 140.44(4) ?
C1 Fe1 C3 . 17_655 113.43(5) ?
C1 Fe1 C3 17_655 17_655 66.57(5) ?
C5 Fe1 C3 . 17_655 113.06(5) ?
C5 Fe1 C3 17_655 17_655 66.94(5) ?
C2 Fe1 C3 17_655 17_655 39.51(5) ?
C2 Fe1 C3 . 17_655 140.49(5) ?
C4 Fe1 C3 . 17_655 140.44(4) ?
C4 Fe1 C3 17_655 17_655 39.56(4) ?
C3 Fe1 C3 . 17_655 180.0 ?
C2 C3 C4 . . 108.19(11) ?
C2 C3 C7 . . 125.99(12) ?
C4 C3 C7 . . 125.80(11) ?
C2 C3 Fe1 . . 69.47(7) ?
C4 C3 Fe1 . . 69.85(7) ?
C7 C3 Fe1 . . 127.54(9) ?
C1 C5 C4 . . 107.03(11) ?
C1 C5 C9 . . 126.68(12) ?
C4 C5 C9 . . 126.27(13) ?
C1 C5 Fe1 . . 69.10(7) ?
C4 C5 Fe1 . . 70.99(7) ?
C9 C5 Fe1 . . 125.95(9) ?
C5 C1 C2 . . 109.32(11) ?
C5 C1 Fe1 . . 70.77(7) ?
C2 C1 Fe1 . . 71.31(7) ?
C5 C4 C3 . . 108.28(11) ?
C5 C4 C8 . . 126.00(11) ?
C3 C4 C8 . . 125.71(11) ?
C5 C4 Fe1 . . 69.14(7) ?
C3 C4 Fe1 . . 70.59(7) ?
C8 C4 Fe1 . . 127.01(9) ?
N1 C10 B1 . . 178.49(16) ?
N2 C11 B1 . . 177.73(16) ?
C3 C2 C1 . . 107.18(12) ?
C3 C2 C6 . . 126.21(15) ?
C1 C2 C6 . . 126.58(14) ?
C3 C2 Fe1 . . 71.02(7) ?
C1 C2 Fe1 . . 68.60(7) ?
C6 C2 Fe1 . . 127.18(9) ?
C10 B1 C10 . 5 108.28(15) ?
C10 B1 C11 . . 109.34(7) ?
C10 B1 C11 5 . 109.39(7) ?
C10 B1 C11 . 5 109.38(7) ?
C10 B1 C11 5 5 109.34(7) ?
C11 B1 C11 . 5 111.06(16) ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_global
_database_code_depnum_ccdc_archive 'CCDC 1541409'
_audit_update_record             
;
2017-03-31 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_audit_creation_method           'APEX3 v2016.5-0'

_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H26 Fe N3'
_chemical_formula_iupac          ?
_chemical_formula_weight         364.29

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   16.360(15)
_cell_length_b                   7.436(7)
_cell_length_c                   16.530(15)
_cell_angle_alpha                90
_cell_angle_beta                 114.611(11)
_cell_angle_gamma                90
_cell_volume                     1828.(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2263
_cell_measurement_theta_min      2.4760
_cell_measurement_theta_max      27.7131
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       stick
_exptl_crystal_colour            'clear light green'
_exptl_crystal_size_max          0.570
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.070
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772

_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.94

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            8073
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_av_unetI/netI     0.0703
_diffrn_reflns_theta_min         1.35
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       21

_refine_special_details          
;

Refined as a 2-component twin.
;

_reflns_number_total             4127
_reflns_number_gt                2612
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0968
_refine_ls_R_factor_gt           0.0528
_refine_ls_wR_factor_gt          0.1233
_refine_ls_wR_factor_ref         0.1445
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.046
_refine_ls_number_reflns         4127
_refine_ls_number_parameters     229
_refine_ls_number_restraints     42
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0553P)²+2.2905P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.557
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.5 0.5 1.0 0.0177(2) Uani d . P S 1 . .
N N1 0.7814(3) 0.5504(7) 0.8471(3) 0.0391(13) Uani d . . . 1 . .
C C1 0.5224(3) 0.2809(6) 0.9360(3) 0.0242(11) Uani d U . . 1 . .
H H1 0.5661 0.2756 0.9081 0.029 Uiso calc U . R 1 . .
N N2 0.8515(3) 0.5728(7) 0.7424(3) 0.0390(12) Uani d . . . 1 . .
C C2 0.4306(3) 0.3343(6) 0.8925(3) 0.0219(10) Uani d U . . 1 . .
Fe Fe2 1.0 0.5 0.5 0.0172(2) Uani d . P S 1 . .
C C3 0.3859(4) 0.3955(7) 0.7973(3) 0.0281(12) Uani d . . . 1 . .
H H3A 0.3544 0.2938 0.7594 0.042 Uiso calc U . R 1 . .
H H3B 0.4314 0.4416 0.7786 0.042 Uiso calc U . R 1 . .
H H3C 0.3426 0.4909 0.7919 0.042 Uiso calc U . R 1 . .
N N3 0.6495(4) 0.3584(7) 0.8264(3) 0.0454(13) Uani d . . . 1 . .
C C4 0.3906(3) 0.3203(6) 0.9540(3) 0.0194(10) Uani d U . . 1 . .
C C5 0.2941(3) 0.3636(7) 0.9348(3) 0.0255(11) Uani d . . . 1 . .
H H5A 0.2772 0.4782 0.9028 0.038 Uiso calc U . R 1 . .
H H5B 0.2875 0.3728 0.9909 0.038 Uiso calc U . R 1 . .
H H5C 0.2549 0.2679 0.8982 0.038 Uiso calc U . R 1 . .
C C6 0.4579(3) 0.2545(6) 1.0348(3) 0.0196(9) Uani d U . . 1 . .
C C8 0.5402(3) 0.2286(6) 1.0241(3) 0.0205(10) Uani d U . . 1 . .
C C7 0.4450(3) 0.2161(7) 1.1176(3) 0.0278(11) Uani d . . . 1 . .
H H7A 0.4058 0.3079 1.1252 0.042 Uiso calc U . R 1 . .
H H7B 0.5035 0.2179 1.1691 0.042 Uiso calc U . R 1 . .
H H7C 0.4174 0.0974 1.1128 0.042 Uiso calc U . R 1 . .
C C9 0.6283(3) 0.1606(7) 1.0927(3) 0.0321(13) Uani d . . . 1 . .
H H9A 0.626 0.0293 1.0965 0.048 Uiso calc U . R 1 . .
H H9B 0.6395 0.2134 1.1507 0.048 Uiso calc U . R 1 . .
H H9C 0.6768 0.1948 1.0757 0.048 Uiso calc U . R 1 . .
C C10 0.9967(4) 0.2250(6) 0.5132(3) 0.0235(11) Uani d . . . 1 . .
H H10 1.0468 0.1506 0.5564 0.028 Uiso calc U . R 1 . .
C C11 0.9841(3) 0.2646(6) 0.4254(3) 0.0203(10) Uani d . . . 1 . .
C C12 1.0428(3) 0.2013(7) 0.3817(3) 0.0276(11) Uani d . . . 1 . .
H H12A 1.0145 0.0982 0.3433 0.041 Uiso calc U . R 1 . .
H H12B 1.1015 0.1653 0.4274 0.041 Uiso calc U . R 1 . .
H H12C 1.0508 0.2989 0.3458 0.041 Uiso calc U . R 1 . .
C C13 0.9045(3) 0.3713(6) 0.3871(3) 0.0192(10) Uani d . . . 1 . .
C C14 0.8653(3) 0.4423(7) 0.2943(3) 0.0277(12) Uani d . . . 1 . .
H H14A 0.8248 0.3523 0.2542 0.042 Uiso calc U . R 1 . .
H H14B 0.9138 0.4686 0.2758 0.042 Uiso calc U . R 1 . .
H H14C 0.8316 0.5527 0.2918 0.042 Uiso calc U . R 1 . .
C C15 0.8674(3) 0.3957(6) 0.4508(3) 0.0198(10) Uani d . . . 1 . .
C C16 0.7841(3) 0.4994(7) 0.4385(4) 0.0298(11) Uani d . . . 1 . .
H H16A 0.7783 0.6038 0.4003 0.045 Uiso calc U . R 1 . .
H H16B 0.7885 0.5402 0.4966 0.045 Uiso calc U . R 1 . .
H H16C 0.7313 0.4218 0.4107 0.045 Uiso calc U . R 1 . .
C C17 0.9259(3) 0.3019(6) 0.5302(3) 0.0219(11) Uani d . . . 1 . .
C C18 0.9115(4) 0.2846(7) 0.6130(3) 0.0293(12) Uani d . . . 1 . .
H H18A 0.8869 0.3974 0.6242 0.044 Uiso calc U . R 1 . .
H H18B 0.9689 0.2585 0.6633 0.044 Uiso calc U . R 1 . .
H H18C 0.869 0.1866 0.6062 0.044 Uiso calc U . R 1 . .
C C19 0.8160(4) 0.5562(7) 0.7883(4) 0.0279(12) Uani d . . . 1 . .
C C20 0.7119(4) 0.4460(7) 0.8334(3) 0.0297(12) Uani d . . . 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C1 . 2.057(5) ?
Fe1 C1 3_667 2.057(5) ?
Fe1 C2 . 2.070(5) ?
Fe1 C2 3_667 2.070(5) ?
Fe1 C4 . 2.105(5) ?
Fe1 C4 3_667 2.106(5) ?
Fe1 C8 3_667 2.109(5) ?
Fe1 C8 . 2.109(5) ?
Fe1 C6 3_667 2.114(5) ?
Fe1 C6 . 2.114(5) ?
N1 C19 . 1.314(8) ?
N1 C20 . 1.317(8) ?
C1 C8 . 1.415(7) ?
C1 C2 . 1.426(7) ?
C1 H1 . 1.0 ?
N2 C19 . 1.138(7) ?
C2 C4 . 1.424(7) ?
C2 C3 . 1.503(6) ?
Fe2 C10 3_766 2.060(5) ?
Fe2 C10 . 2.060(5) ?
Fe2 C11 3_766 2.094(5) ?
Fe2 C11 . 2.095(5) ?
Fe2 C17 . 2.096(5) ?
Fe2 C17 3_766 2.096(5) ?
Fe2 C13 . 2.101(4) ?
Fe2 C13 3_766 2.101(4) ?
Fe2 C15 3_766 2.122(5) ?
Fe2 C15 . 2.122(5) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
N3 C20 . 1.174(7) ?
C4 C6 . 1.418(7) ?
C4 C5 . 1.510(7) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C6 C8 . 1.442(7) ?
C6 C7 . 1.497(7) ?
C8 C9 . 1.502(6) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 C11 . 1.410(6) ?
C10 C17 . 1.420(7) ?
C10 H10 . 1.0 ?
C11 C13 . 1.429(6) ?
C11 C12 . 1.497(7) ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 C15 . 1.430(7) ?
C13 C14 . 1.491(6) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C17 . 1.442(6) ?
C15 C16 . 1.503(7) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C18 . 1.489(7) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 Fe1 C1 . 3_667 180.0(3) ?
C1 Fe1 C2 . . 40.41(19) ?
C1 Fe1 C2 3_667 . 139.59(19) ?
C1 Fe1 C2 . 3_667 139.59(19) ?
C1 Fe1 C2 3_667 3_667 40.41(19) ?
C2 Fe1 C2 . 3_667 180.0(2) ?
C1 Fe1 C4 . . 67.6(2) ?
C1 Fe1 C4 3_667 . 112.4(2) ?
C2 Fe1 C4 . . 39.86(18) ?
C2 Fe1 C4 3_667 . 140.14(18) ?
C1 Fe1 C4 . 3_667 112.4(2) ?
C1 Fe1 C4 3_667 3_667 67.6(2) ?
C2 Fe1 C4 . 3_667 140.14(18) ?
C2 Fe1 C4 3_667 3_667 39.86(18) ?
C4 Fe1 C4 . 3_667 180.0(2) ?
C1 Fe1 C8 . 3_667 140.31(19) ?
C1 Fe1 C8 3_667 3_667 39.69(19) ?
C2 Fe1 C8 . 3_667 113.03(18) ?
C2 Fe1 C8 3_667 3_667 66.97(18) ?
C4 Fe1 C8 . 3_667 112.81(19) ?
C4 Fe1 C8 3_667 3_667 67.19(19) ?
C1 Fe1 C8 . . 39.69(19) ?
C1 Fe1 C8 3_667 . 140.31(19) ?
C2 Fe1 C8 . . 66.97(18) ?
C2 Fe1 C8 3_667 . 113.03(18) ?
C4 Fe1 C8 . . 67.19(19) ?
C4 Fe1 C8 3_667 . 112.81(19) ?
C8 Fe1 C8 3_667 . 180.0 ?
C1 Fe1 C6 . 3_667 113.34(19) ?
C1 Fe1 C6 3_667 3_667 66.66(19) ?
C2 Fe1 C6 . 3_667 113.9(2) ?
C2 Fe1 C6 3_667 3_667 66.1(2) ?
C4 Fe1 C6 . 3_667 140.72(19) ?
C4 Fe1 C6 3_667 3_667 39.28(19) ?
C8 Fe1 C6 3_667 3_667 39.94(19) ?
C8 Fe1 C6 . 3_667 140.06(19) ?
C1 Fe1 C6 . . 66.66(19) ?
C1 Fe1 C6 3_667 . 113.33(19) ?
C2 Fe1 C6 . . 66.1(2) ?
C2 Fe1 C6 3_667 . 113.9(2) ?
C4 Fe1 C6 . . 39.28(19) ?
C4 Fe1 C6 3_667 . 140.72(19) ?
C8 Fe1 C6 3_667 . 140.06(19) ?
C8 Fe1 C6 . . 39.94(19) ?
C6 Fe1 C6 3_667 . 180.0 ?
C19 N1 C20 . . 120.0(5) ?
C8 C1 C2 . . 108.5(5) ?
C8 C1 Fe1 . . 72.1(3) ?
C2 C1 Fe1 . . 70.3(3) ?
C8 C1 H1 . . 125.7 ?
C2 C1 H1 . . 125.7 ?
Fe1 C1 H1 . . 125.7 ?
C4 C2 C1 . . 108.7(4) ?
C4 C2 C3 . . 127.0(5) ?
C1 C2 C3 . . 124.3(5) ?
C4 C2 Fe1 . . 71.4(3) ?
C1 C2 Fe1 . . 69.3(3) ?
C3 C2 Fe1 . . 124.9(3) ?
C10 Fe2 C10 3_766 . 180.0 ?
C10 Fe2 C11 3_766 3_766 39.68(18) ?
C10 Fe2 C11 . 3_766 140.32(18) ?
C10 Fe2 C11 3_766 . 140.32(18) ?
C10 Fe2 C11 . . 39.68(18) ?
C11 Fe2 C11 3_766 . 180.0 ?
C10 Fe2 C17 3_766 . 140.0(2) ?
C10 Fe2 C17 . . 40.0(2) ?
C11 Fe2 C17 3_766 . 112.9(2) ?
C11 Fe2 C17 . . 67.1(2) ?
C10 Fe2 C17 3_766 3_766 40.0(2) ?
C10 Fe2 C17 . 3_766 140.0(2) ?
C11 Fe2 C17 3_766 3_766 67.1(2) ?
C11 Fe2 C17 . 3_766 112.9(2) ?
C17 Fe2 C17 . 3_766 180.0 ?
C10 Fe2 C13 3_766 . 113.62(19) ?
C10 Fe2 C13 . . 66.38(19) ?
C11 Fe2 C13 3_766 . 140.17(18) ?
C11 Fe2 C13 . . 39.83(18) ?
C17 Fe2 C13 . . 66.51(19) ?
C17 Fe2 C13 3_766 . 113.49(19) ?
C10 Fe2 C13 3_766 3_766 66.38(19) ?
C10 Fe2 C13 . 3_766 113.62(19) ?
C11 Fe2 C13 3_766 3_766 39.83(18) ?
C11 Fe2 C13 . 3_766 140.17(18) ?
C17 Fe2 C13 . 3_766 113.49(19) ?
C17 Fe2 C13 3_766 3_766 66.51(19) ?
C13 Fe2 C13 . 3_766 180.0 ?
C10 Fe2 C15 3_766 3_766 67.05(19) ?
C10 Fe2 C15 . 3_766 112.95(19) ?
C11 Fe2 C15 3_766 3_766 67.22(19) ?
C11 Fe2 C15 . 3_766 112.78(19) ?
C17 Fe2 C15 . 3_766 140.02(17) ?
C17 Fe2 C15 3_766 3_766 39.98(17) ?
C13 Fe2 C15 . 3_766 140.41(18) ?
C13 Fe2 C15 3_766 3_766 39.59(18) ?
C10 Fe2 C15 3_766 . 112.95(19) ?
C10 Fe2 C15 . . 67.05(19) ?
C11 Fe2 C15 3_766 . 112.78(19) ?
C11 Fe2 C15 . . 67.22(19) ?
C17 Fe2 C15 . . 39.98(18) ?
C17 Fe2 C15 3_766 . 140.02(17) ?
C13 Fe2 C15 . . 39.60(18) ?
C13 Fe2 C15 3_766 . 140.40(18) ?
C15 Fe2 C15 3_766 . 180.0 ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C6 C4 C2 . . 106.8(5) ?
C6 C4 C5 . . 127.3(5) ?
C2 C4 C5 . . 125.8(4) ?
C6 C4 Fe1 . . 70.7(3) ?
C2 C4 Fe1 . . 68.7(3) ?
C5 C4 Fe1 . . 126.7(3) ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C4 C6 C8 . . 109.2(4) ?
C4 C6 C7 . . 125.2(5) ?
C8 C6 C7 . . 125.5(4) ?
C4 C6 Fe1 . . 70.0(3) ?
C8 C6 Fe1 . . 69.8(2) ?
C7 C6 Fe1 . . 126.8(3) ?
C1 C8 C6 . . 106.7(4) ?
C1 C8 C9 . . 126.2(5) ?
C6 C8 C9 . . 127.1(4) ?
C1 C8 Fe1 . . 68.2(3) ?
C6 C8 Fe1 . . 70.2(2) ?
C9 C8 Fe1 . . 126.2(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 ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C11 C10 C17 . . 109.8(4) ?
C11 C10 Fe2 . . 71.5(3) ?
C17 C10 Fe2 . . 71.4(3) ?
C11 C10 H10 . . 125.1 ?
C17 C10 H10 . . 125.1 ?
Fe2 C10 H10 . . 125.1 ?
C10 C11 C13 . . 106.7(4) ?
C10 C11 C12 . . 125.7(4) ?
C13 C11 C12 . . 127.6(4) ?
C10 C11 Fe2 . . 68.8(2) ?
C13 C11 Fe2 . . 70.3(3) ?
C12 C11 Fe2 . . 126.9(3) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C11 C13 C15 . . 109.4(4) ?
C11 C13 C14 . . 125.1(5) ?
C15 C13 C14 . . 125.5(4) ?
C11 C13 Fe2 . . 69.9(2) ?
C15 C13 Fe2 . . 71.0(3) ?
C14 C13 Fe2 . . 126.5(3) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C13 C15 C17 . . 106.5(4) ?
C13 C15 C16 . . 127.2(4) ?
C17 C15 C16 . . 126.3(5) ?
C13 C15 Fe2 . . 69.4(3) ?
C17 C15 Fe2 . . 69.0(3) ?
C16 C15 Fe2 . . 126.1(3) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C10 C17 C15 . . 107.6(4) ?
C10 C17 C18 . . 127.0(4) ?
C15 C17 C18 . . 125.4(5) ?
C10 C17 Fe2 . . 68.7(3) ?
C15 C17 Fe2 . . 71.0(3) ?
C18 C17 Fe2 . . 127.5(3) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
N2 C19 N1 . . 173.6(6) ?
N3 C20 N1 . . 175.3(6) ?

####################################################################### 
# 
# 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_OMF-FSA
_database_code_depnum_ccdc_archive 'CCDC 1537058'
_audit_update_record             
;
2017-04-03 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H26 F2 Fe N O4 S2'
_chemical_formula_iupac          ?
_chemical_formula_weight         478.37
_chemical_absolute_configuration ?

_chemical_melting_point          ?

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

_cell_length_a                   19.713(4)
_cell_length_b                   12.146(3)
_cell_length_c                   17.155(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4107.5(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9551
_cell_measurement_theta_min      2.3831
_cell_measurement_theta_max      27.1321
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear pale blue'
_exptl_crystal_size_max          0.070
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1992

_exptl_absorpt_coefficient_mu    0.980
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            23208
_diffrn_reflns_av_R_equivalents  0.0821
_diffrn_reflns_av_unetI/netI     0.0571
_diffrn_reflns_theta_min         1.68
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.48
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             8026
_reflns_number_gt                6975
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0988
_refine_ls_R_factor_gt           0.0883
_refine_ls_wR_factor_gt          0.2039
_refine_ls_wR_factor_ref         0.2107
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.084
_refine_ls_number_reflns         8026
_refine_ls_number_parameters     585
_refine_ls_number_restraints     355
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0201P)²+67.1762P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.946
_refine_diff_density_min         -2.096
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2290 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.45(3)

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'

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.3329(6) 1.1460(11) 0.2831(9) 0.0210(11) Uani d U . . 1.0 . .
H H1 0.361 1.142 0.2382 0.025 Uiso calc U . R 1.0 . .
C C2 0.2613(6) 1.1449(11) 0.2834(9) 0.0211(11) Uani d U . . 1.0 . .
C C3 0.2178(6) 1.1483(11) 0.2124(8) 0.0226(16) Uani d U . . 1.0 . .
H H3A 0.2033 1.2242 0.2026 0.034 Uiso calc U . R 1.0 . .
H H3B 0.1778 1.1017 0.2203 0.034 Uiso calc U . R 1.0 . .
H H3C 0.2436 1.1211 0.1675 0.034 Uiso calc U . R 1.0 . .
C C4 0.1664(6) 1.1573(11) 0.3883(8) 0.0229(16) Uani d U . . 1.0 . .
H H4A 0.1469 1.2273 0.3708 0.034 Uiso calc U . R 1.0 . .
H H4B 0.1646 1.1535 0.4453 0.034 Uiso calc U . R 1.0 . .
H H4C 0.1403 1.0962 0.3661 0.034 Uiso calc U . R 1.0 . .
C C5 0.2384(6) 1.1497(11) 0.3618(8) 0.0213(11) Uani d U . . 1.0 . .
C C6 0.2978(6) 1.1519(11) 0.4105(9) 0.0216(11) Uani d U . . 1.0 . .
C C7 0.2975(7) 1.1620(12) 0.4977(9) 0.0236(16) Uani d U . . 1.0 . .
H H7A 0.3391 1.1294 0.5188 0.035 Uiso calc U . R 1.0 . .
H H7B 0.258 1.1233 0.5188 0.035 Uiso calc U . R 1.0 . .
H H7C 0.2952 1.2399 0.5122 0.035 Uiso calc U . R 1.0 . .
C C8 0.3559(6) 1.1541(11) 0.3618(8) 0.0215(11) Uani d U . . 1.0 . .
C C9 0.4278(6) 1.1645(12) 0.3874(9) 0.0244(16) Uani d U . . 1.0 . .
H H9A 0.4391 1.2425 0.3943 0.037 Uiso calc U . R 1.0 . .
H H9B 0.4576 1.1323 0.3478 0.037 Uiso calc U . R 1.0 . .
H H9C 0.434 1.1256 0.4369 0.037 Uiso calc U . R 1.0 . .
C C10 0.3449(8) 0.8771(11) 0.2947(10) 0.0309(13) Uani d U . . 1.0 . .
H H10 0.3762 0.883 0.2528 0.037 Uiso calc U . R 1.0 . .
C C11 0.2721(8) 0.8648(11) 0.2871(10) 0.0315(13) Uani d U . . 1.0 . .
C C12 0.2293(8) 0.8560(12) 0.2124(10) 0.0355(18) Uani d U . . 1.0 . .
H H12A 0.2563 0.8808 0.1677 0.053 Uiso calc U . R 1.0 . .
H H12B 0.1889 0.9023 0.2174 0.053 Uiso calc U . R 1.0 . .
H H12C 0.2156 0.7793 0.2044 0.053 Uiso calc U . R 1.0 . .
C C13 0.2448(8) 0.8615(11) 0.3637(10) 0.0308(13) Uani d U . . 1.0 . .
C C14 0.1719(8) 0.8462(12) 0.3836(10) 0.0330(18) Uani d U . . 1.0 . .
H H14A 0.1675 0.8302 0.4393 0.049 Uiso calc U . R 1.0 . .
H H14B 0.1534 0.7848 0.3533 0.049 Uiso calc U . R 1.0 . .
H H14C 0.1468 0.9136 0.3712 0.049 Uiso calc U . R 1.0 . .
C C15 0.2998(8) 0.8730(12) 0.4176(11) 0.0300(13) Uani d U . . 1.0 . .
C C16 0.2947(8) 0.8690(11) 0.5054(10) 0.0284(17) Uani d U . . 1.0 . .
H H16A 0.2873 0.7927 0.5222 0.043 Uiso calc U . R 1.0 . .
H H16B 0.2565 0.9147 0.5226 0.043 Uiso calc U . R 1.0 . .
H H16C 0.3368 0.8968 0.5284 0.043 Uiso calc U . R 1.0 . .
C C17 0.3617(8) 0.8788(12) 0.3744(10) 0.0304(13) Uani d U . . 1.0 . .
C C18 0.4314(8) 0.8843(12) 0.4114(10) 0.0329(18) Uani d U . . 1.0 . .
H H18A 0.4455 0.8102 0.4273 0.049 Uiso calc U . R 1.0 . .
H H18B 0.4298 0.9324 0.4572 0.049 Uiso calc U . R 1.0 . .
H H18C 0.464 0.9137 0.3736 0.049 Uiso calc U . R 1.0 . .
C C19 0.5769(5) 0.6348(9) 0.7156(8) 0.0115(10) Uani d U . . 1.0 . .
H H19 0.6062 0.6357 0.7596 0.014 Uiso calc U . R 1.0 . .
C C20 0.5982(5) 0.6425(9) 0.6362(7) 0.0124(9) Uani d U . . 1.0 . .
C C21 0.6690(5) 0.6585(9) 0.6067(8) 0.0155(14) Uani d U . . 1.0 . .
H H21A 0.679 0.7374 0.6033 0.023 Uiso calc U . R 1.0 . .
H H21B 0.6733 0.6251 0.5549 0.023 Uiso calc U . R 1.0 . .
H H21C 0.7011 0.6234 0.6425 0.023 Uiso calc U . R 1.0 . .
C C22 0.5381(5) 0.6381(9) 0.5879(8) 0.0126(9) Uani d U . . 1.0 . .
C C23 0.5360(6) 0.6450(10) 0.5023(8) 0.0163(15) Uani d U . . 1.0 . .
H H23A 0.4942 0.611 0.4832 0.024 Uiso calc U . R 1.0 . .
H H23B 0.5752 0.6063 0.4803 0.024 Uiso calc U . R 1.0 . .
H H23C 0.5373 0.7225 0.4863 0.024 Uiso calc U . R 1.0 . .
C C24 0.4809(5) 0.6251(9) 0.6402(7) 0.0118(9) Uani d U . . 1.0 . .
C C25 0.4081(5) 0.6200(9) 0.6151(7) 0.0128(14) Uani d U . . 1.0 . .
H H25A 0.3826 0.5733 0.6512 0.019 Uiso calc U . R 1.0 . .
H H25B 0.4054 0.589 0.5624 0.019 Uiso calc U . R 1.0 . .
H H25C 0.3888 0.6943 0.6151 0.019 Uiso calc U . R 1.0 . .
C C26 0.5044(5) 0.6256(9) 0.7184(8) 0.0114(9) Uani d U . . 1.0 . .
C C27 0.4614(5) 0.6199(9) 0.7903(7) 0.0117(14) Uani d U . . 1.0 . .
H H27A 0.4503 0.6946 0.8075 0.018 Uiso calc U . R 1.0 . .
H H27B 0.4863 0.5816 0.8316 0.018 Uiso calc U . R 1.0 . .
H H27C 0.4195 0.5798 0.7787 0.018 Uiso calc U . R 1.0 . .
C C28 0.5985(7) 0.3610(10) 0.7087(9) 0.0252(12) Uani d U . . 1.0 . .
H H28 0.6295 0.368 0.7508 0.03 Uiso calc U . R 1.0 . .
C C29 0.6161(7) 0.3651(10) 0.6300(9) 0.0250(12) Uani d U . . 1.0 . .
C C30 0.6866(7) 0.3744(11) 0.5988(9) 0.0281(17) Uani d U . . 1.0 . .
H H30A 0.7129 0.4246 0.6317 0.042 Uiso calc U . R 1.0 . .
H H30B 0.685 0.4032 0.5454 0.042 Uiso calc U . R 1.0 . .
H H30C 0.708 0.3016 0.5987 0.042 Uiso calc U . R 1.0 . .
C C31 0.5553(7) 0.3523(11) 0.5858(10) 0.0242(11) Uani d U . . 1.0 . .
C C32 0.5505(7) 0.3505(11) 0.4985(10) 0.0241(16) Uani d U . . 1.0 . .
H H32A 0.5565 0.2749 0.4798 0.036 Uiso calc U . R 1.0 . .
H H32B 0.5859 0.3976 0.4764 0.036 Uiso calc U . R 1.0 . .
H H32C 0.5058 0.3777 0.4824 0.036 Uiso calc U . R 1.0 . .
C C33 0.5011(7) 0.3372(10) 0.6388(9) 0.0243(11) Uani d U . . 1.0 . .
C C34 0.4290(7) 0.3164(10) 0.6165(9) 0.0248(16) Uani d U . . 1.0 . .
H H34A 0.4187 0.3555 0.5679 0.037 Uiso calc U . R 1.0 . .
H H34B 0.3989 0.3428 0.6579 0.037 Uiso calc U . R 1.0 . .
H H34C 0.422 0.2372 0.6088 0.037 Uiso calc U . R 1.0 . .
C C35 0.5268(7) 0.3447(10) 0.7171(10) 0.0251(12) Uani d U . . 1.0 . .
C C36 0.4925(7) 0.3333(11) 0.7899(9) 0.0283(17) Uani d U . . 1.0 . .
H H36A 0.445 0.3559 0.7839 0.042 Uiso calc U . R 1.0 . .
H H36B 0.5145 0.3799 0.8291 0.042 Uiso calc U . R 1.0 . .
H H36C 0.4942 0.2562 0.8068 0.042 Uiso calc U . R 1.0 . .
F F1 0.4411(10) 0.8830(12) 0.7234(13) 0.035(5) Uani d U P D 0.504(16) A 1
F F2 0.5513(10) 0.978(2) 0.5058(11) 0.048(6) Uani d . P D 0.504(16) A 1
F F3 0.2266(5) 0.6002(8) 0.2946(7) 0.048(3) Uani d U . D 1.0 . .
F F4 0.2997(4) 0.4487(7) 0.4893(5) 0.0233(18) Uani d . . D 1.0 . .
F F1B 0.4690(10) 0.8737(11) 0.6900(12) 0.035(5) Uani d U P D 0.496(16) A 2
F F2B 0.5721(14) 0.8876(17) 0.5611(17) 0.089(12) Uani d . P D 0.496(16) A 2
Fe Fe1 0.29958(8) 1.00965(12) 0.34329(10) 0.0087(4) Uani d . . . 1.0 . .
Fe Fe2 0.54976(11) 0.49284(13) 0.65835(12) 0.0187(5) Uani d . . . 1.0 . .
N N1 0.5407(11) 0.9266(19) 0.6467(16) 0.029(6) Uani d . P . 0.504(16) A 1
N N2 0.2943(5) 0.4483(8) 0.3456(8) 0.018(2) Uani d U . . 1.0 . .
N N1B 0.5447(12) 1.030(2) 0.6653(15) 0.027(5) Uani d . P . 0.496(16) A 2
O O1 0.4748(10) 1.0697(13) 0.7260(12) 0.018(4) Uani d U P D 0.504(16) A 1
O O2 0.423(2) 0.988(3) 0.6135(17) 0.055(14) Uani d U P D 0.504(16) A 1
O O4 0.6483(13) 0.963(2) 0.584(2) 0.047(9) Uani d U P D 0.504(16) A 1
O O3 0.5729(13) 1.1167(16) 0.5947(15) 0.054(8) Uani d . P D 0.504(16) A 1
O O5 0.1772(6) 0.4880(12) 0.3948(8) 0.043(4) Uani d . . D 1.0 . .
O O6 0.1950(6) 0.4255(14) 0.2601(9) 0.065(4) Uani d U . . 1.0 . .
O O7 0.3994(4) 0.4554(9) 0.4158(7) 0.024(2) Uani d . . D 1.0 . .
O O8 0.3231(6) 0.6149(7) 0.4238(8) 0.034(3) Uani d . . D 1.0 . .
O O1B 0.4487(12) 1.0439(17) 0.7489(12) 0.031(5) Uani d . P D 0.496(16) A 2
O O2B 0.4279(15) 1.016(2) 0.6121(13) 0.017(5) Uani d U P D 0.496(16) A 2
O O3B 0.5504(14) 1.0687(19) 0.5260(16) 0.052(7) Uani d . P D 0.496(16) A 2
O O4B 0.6537(13) 1.018(3) 0.593(2) 0.067(13) Uani d . P D 0.496(16) A 2
S S1 0.4670(2) 0.9837(5) 0.6748(3) 0.0436(13) Uani d . . . 1.0 . .
S S2 0.5836(2) 0.9977(3) 0.5873(3) 0.0191(8) Uani d . . . 1.0 . .
S S3 0.21951(19) 0.4772(3) 0.3280(3) 0.0289(9) Uani d . . D 1.0 . .
S S4 0.3325(2) 0.5011(3) 0.4151(3) 0.0231(9) Uani d . . D 1.0 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 . 1.411(16) ?
C1 C8 . 1.43(2) ?
C1 Fe1 . 2.059(13) ?
C1 H1 . 0.95 ?
C2 C5 . 1.421(19) ?
C2 C3 . 1.490(19) ?
C2 Fe1 . 2.079(13) ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C4 C5 . 1.494(16) ?
C4 H4A . 0.98 ?
C4 H4B . 0.98 ?
C4 H4C . 0.98 ?
C5 C6 . 1.438(19) ?
C5 Fe1 . 2.110(13) ?
C6 C8 . 1.418(17) ?
C6 C7 . 1.50(2) ?
C6 Fe1 . 2.078(15) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C8 C9 . 1.489(17) ?
C8 Fe1 . 2.101(14) ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C10 C17 . 1.41(2) ?
C10 C11 . 1.45(2) ?
C10 Fe1 . 2.022(15) ?
C10 H10 . 0.95 ?
C11 C13 . 1.42(2) ?
C11 C12 . 1.54(2) ?
C11 Fe1 . 2.078(15) ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?
C13 C15 . 1.43(2) ?
C13 C14 . 1.49(2) ?
C13 Fe1 . 2.128(14) ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C15 C17 . 1.43(2) ?
C15 C16 . 1.51(2) ?
C15 Fe1 . 2.093(16) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C17 C18 . 1.51(2) ?
C17 Fe1 . 2.077(16) ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C19 C20 . 1.429(18) ?
C19 C26 . 1.435(13) ?
C19 Fe2 . 2.056(11) ?
C19 H19 . 0.95 ?
C20 C22 . 1.446(16) ?
C20 C21 . 1.498(14) ?
C20 Fe2 . 2.089(11) ?
C21 H21A . 0.98 ?
C21 H21B . 0.98 ?
C21 H21C . 0.98 ?
C22 C24 . 1.450(15) ?
C22 C23 . 1.472(19) ?
C22 Fe2 . 2.151(12) ?
C23 H23A . 0.98 ?
C23 H23B . 0.98 ?
C23 H23C . 0.98 ?
C24 C26 . 1.419(18) ?
C24 C25 . 1.500(14) ?
C24 Fe2 . 2.125(11) ?
C25 H25A . 0.98 ?
C25 H25B . 0.98 ?
C25 H25C . 0.98 ?
C26 C27 . 1.497(16) ?
C26 Fe2 . 2.112(12) ?
C27 H27A . 0.98 ?
C27 H27B . 0.98 ?
C27 H27C . 0.98 ?
C28 C29 . 1.40(2) ?
C28 C35 . 1.43(2) ?
C28 Fe2 . 2.058(13) ?
C28 H28 . 0.95 ?
C29 C31 . 1.43(2) ?
C29 C30 . 1.49(2) ?
C29 Fe2 . 2.087(13) ?
C30 H30A . 0.98 ?
C30 H30B . 0.98 ?
C30 H30C . 0.98 ?
C31 C33 . 1.41(2) ?
C31 C32 . 1.50(2) ?
C31 Fe2 . 2.116(14) ?
C32 H32A . 0.98 ?
C32 H32B . 0.98 ?
C32 H32C . 0.98 ?
C33 C35 . 1.44(2) ?
C33 C34 . 1.49(2) ?
C33 Fe2 . 2.146(14) ?
C34 H34A . 0.98 ?
C34 H34B . 0.98 ?
C34 H34C . 0.98 ?
C35 C36 . 1.43(2) ?
C35 Fe2 . 2.111(14) ?
C36 H36A . 0.98 ?
C36 H36B . 0.98 ?
C36 H36C . 0.98 ?
F1 S1 . 1.567(17) ?
F2 S2 . 1.556(18) ?
F3 S3 . 1.606(10) ?
F4 S4 . 1.562(9) ?
F1B S1 . 1.363(14) ?
F2B S2 . 1.43(2) ?
N1 S2 . 1.58(2) ?
N1 S1 . 1.68(2) ?
N2 S3 . 1.545(10) ?
N2 S4 . 1.550(13) ?
N1B S2 . 1.59(3) ?
N1B S1 . 1.64(2) ?
O1 S1 . 1.374(18) ?
O2 S1 . 1.37(3) ?
O4 S2 . 1.34(3) ?
O3 S2 . 1.47(2) ?
O5 S3 . 1.423(11) ?
O6 S3 . 1.409(13) ?
O7 S4 . 1.431(9) ?
O8 S4 . 1.403(9) ?
O1B S1 . 1.51(2) ?
O2B S1 . 1.38(2) ?
O3B S2 . 1.51(2) ?
O4B S2 . 1.41(2) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 C1 C8 . . 108.3(12) ?
C2 C1 Fe1 . . 70.8(7) ?
C8 C1 Fe1 . . 71.5(8) ?
C2 C1 H1 . . 125.8 ?
C8 C1 H1 . . 125.8 ?
Fe1 C1 H1 . . 123.5 ?
C1 C2 C5 . . 108.7(12) ?
C1 C2 C3 . . 124.9(12) ?
C5 C2 C3 . . 126.2(11) ?
C1 C2 Fe1 . . 69.3(7) ?
C5 C2 Fe1 . . 71.3(8) ?
C3 C2 Fe1 . . 129.4(10) ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C5 C4 H4A . . 109.5 ?
C5 C4 H4B . . 109.5 ?
H4A C4 H4B . . 109.5 ?
C5 C4 H4C . . 109.5 ?
H4A C4 H4C . . 109.5 ?
H4B C4 H4C . . 109.5 ?
C2 C5 C6 . . 107.0(11) ?
C2 C5 C4 . . 126.3(12) ?
C6 C5 C4 . . 126.6(13) ?
C2 C5 Fe1 . . 69.0(8) ?
C6 C5 Fe1 . . 68.7(8) ?
C4 C5 Fe1 . . 129.7(9) ?
C8 C6 C5 . . 108.4(13) ?
C8 C6 C7 . . 126.1(13) ?
C5 C6 C7 . . 125.3(12) ?
C8 C6 Fe1 . . 71.0(8) ?
C5 C6 Fe1 . . 71.1(8) ?
C7 C6 Fe1 . . 128.4(10) ?
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 ?
C6 C8 C1 . . 107.4(12) ?
C6 C8 C9 . . 126.7(13) ?
C1 C8 C9 . . 125.9(11) ?
C6 C8 Fe1 . . 69.3(8) ?
C1 C8 Fe1 . . 68.4(8) ?
C9 C8 Fe1 . . 128.2(10) ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
C17 C10 C11 . . 108.8(14) ?
C17 C10 Fe1 . . 72.1(10) ?
C11 C10 Fe1 . . 71.4(9) ?
C17 C10 H10 . . 125.6 ?
C11 C10 H10 . . 125.6 ?
Fe1 C10 H10 . . 122.6 ?
C13 C11 C10 . . 107.2(15) ?
C13 C11 C12 . . 124.1(13) ?
C10 C11 C12 . . 128.7(15) ?
C13 C11 Fe1 . . 72.1(9) ?
C10 C11 Fe1 . . 67.2(8) ?
C12 C11 Fe1 . . 126.0(11) ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?
C11 C13 C15 . . 107.9(14) ?
C11 C13 C14 . . 125.5(14) ?
C15 C13 C14 . . 126.5(15) ?
C11 C13 Fe1 . . 68.4(8) ?
C15 C13 Fe1 . . 68.9(8) ?
C14 C13 Fe1 . . 129.3(10) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C17 C15 C13 . . 108.4(15) ?
C17 C15 C16 . . 125.2(15) ?
C13 C15 C16 . . 126.1(14) ?
C17 C15 Fe1 . . 69.3(9) ?
C13 C15 Fe1 . . 71.5(9) ?
C16 C15 Fe1 . . 129.3(11) ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C10 C17 C15 . . 107.6(15) ?
C10 C17 C18 . . 128.4(14) ?
C15 C17 C18 . . 124.0(15) ?
C10 C17 Fe1 . . 67.8(10) ?
C15 C17 Fe1 . . 70.6(9) ?
C18 C17 Fe1 . . 127.5(10) ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
C20 C19 C26 . . 109.2(10) ?
C20 C19 Fe2 . . 71.1(7) ?
C26 C19 Fe2 . . 72.0(6) ?
C20 C19 H19 . . 125.4 ?
C26 C19 H19 . . 125.4 ?
Fe2 C19 H19 . . 123.2 ?
C19 C20 C22 . . 107.7(9) ?
C19 C20 C21 . . 127.2(10) ?
C22 C20 C21 . . 125.1(11) ?
C19 C20 Fe2 . . 68.6(6) ?
C22 C20 Fe2 . . 72.4(6) ?
C21 C20 Fe2 . . 126.9(8) ?
C20 C21 H21A . . 109.5 ?
C20 C21 H21B . . 109.5 ?
H21A C21 H21B . . 109.5 ?
C20 C21 H21C . . 109.5 ?
H21A C21 H21C . . 109.5 ?
H21B C21 H21C . . 109.5 ?
C20 C22 C24 . . 106.6(11) ?
C20 C22 C23 . . 126.3(10) ?
C24 C22 C23 . . 127.0(10) ?
C20 C22 Fe2 . . 67.8(6) ?
C24 C22 Fe2 . . 69.2(6) ?
C23 C22 Fe2 . . 127.6(9) ?
C22 C23 H23A . . 109.5 ?
C22 C23 H23B . . 109.5 ?
H23A C23 H23B . . 109.5 ?
C22 C23 H23C . . 109.5 ?
H23A C23 H23C . . 109.5 ?
H23B C23 H23C . . 109.5 ?
C26 C24 C22 . . 109.3(9) ?
C26 C24 C25 . . 125.8(10) ?
C22 C24 C25 . . 124.8(11) ?
C26 C24 Fe2 . . 69.9(6) ?
C22 C24 Fe2 . . 71.1(6) ?
C25 C24 Fe2 . . 128.4(7) ?
C24 C25 H25A . . 109.5 ?
C24 C25 H25B . . 109.5 ?
H25A C25 H25B . . 109.5 ?
C24 C25 H25C . . 109.5 ?
H25A C25 H25C . . 109.5 ?
H25B C25 H25C . . 109.5 ?
C24 C26 C19 . . 107.1(10) ?
C24 C26 C27 . . 126.4(9) ?
C19 C26 C27 . . 126.6(11) ?
C24 C26 Fe2 . . 70.9(7) ?
C19 C26 Fe2 . . 67.8(6) ?
C27 C26 Fe2 . . 127.3(8) ?
C26 C27 H27A . . 109.5 ?
C26 C27 H27B . . 109.5 ?
H27A C27 H27B . . 109.5 ?
C26 C27 H27C . . 109.5 ?
H27A C27 H27C . . 109.5 ?
H27B C27 H27C . . 109.5 ?
C29 C28 C35 . . 110.3(13) ?
C29 C28 Fe2 . . 71.5(8) ?
C35 C28 Fe2 . . 71.9(7) ?
C29 C28 H28 . . 124.9 ?
C35 C28 H28 . . 124.9 ?
Fe2 C28 H28 . . 123.3 ?
C28 C29 C31 . . 107.6(13) ?
C28 C29 C30 . . 125.5(13) ?
C31 C29 C30 . . 126.8(14) ?
C28 C29 Fe2 . . 69.2(8) ?
C31 C29 Fe2 . . 71.3(7) ?
C30 C29 Fe2 . . 127.6(10) ?
C29 C30 H30A . . 109.5 ?
C29 C30 H30B . . 109.5 ?
H30A C30 H30B . . 109.5 ?
C29 C30 H30C . . 109.5 ?
H30A C30 H30C . . 109.5 ?
H30B C30 H30C . . 109.5 ?
C33 C31 C29 . . 107.8(14) ?
C33 C31 C32 . . 126.4(13) ?
C29 C31 C32 . . 125.8(14) ?
C33 C31 Fe2 . . 71.8(8) ?
C29 C31 Fe2 . . 69.0(8) ?
C32 C31 Fe2 . . 126.5(10) ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
H32A C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
C31 C33 C35 . . 109.1(13) ?
C31 C33 C34 . . 125.1(14) ?
C35 C33 C34 . . 125.9(13) ?
C31 C33 Fe2 . . 69.5(8) ?
C35 C33 Fe2 . . 69.0(8) ?
C34 C33 Fe2 . . 127.9(8) ?
C33 C34 H34A . . 109.5 ?
C33 C34 H34B . . 109.5 ?
H34A C34 H34B . . 109.5 ?
C33 C34 H34C . . 109.5 ?
H34A C34 H34C . . 109.5 ?
H34B C34 H34C . . 109.5 ?
C36 C35 C28 . . 124.6(14) ?
C36 C35 C33 . . 130.0(13) ?
C28 C35 C33 . . 105.2(13) ?
C36 C35 Fe2 . . 127.0(9) ?
C28 C35 Fe2 . . 67.9(8) ?
C33 C35 Fe2 . . 71.6(8) ?
C35 C36 H36A . . 109.5 ?
C35 C36 H36B . . 109.5 ?
H36A C36 H36B . . 109.5 ?
C35 C36 H36C . . 109.5 ?
H36A C36 H36C . . 109.5 ?
H36B C36 H36C . . 109.5 ?
C10 Fe1 C1 . . 107.0(6) ?
C10 Fe1 C17 . . 40.1(6) ?
C1 Fe1 C17 . . 123.8(6) ?
C10 Fe1 C6 . . 154.0(6) ?
C1 Fe1 C6 . . 67.4(6) ?
C17 Fe1 C6 . . 120.3(6) ?
C10 Fe1 C11 . . 41.4(6) ?
C1 Fe1 C11 . . 122.1(6) ?
C17 Fe1 C11 . . 67.9(6) ?
C6 Fe1 C11 . . 163.2(6) ?
C10 Fe1 C2 . . 125.9(6) ?
C1 Fe1 C2 . . 39.9(5) ?
C17 Fe1 C2 . . 161.0(6) ?
C6 Fe1 C2 . . 67.1(6) ?
C11 Fe1 C2 . . 110.2(6) ?
C10 Fe1 C15 . . 67.6(6) ?
C1 Fe1 C15 . . 160.5(6) ?
C17 Fe1 C15 . . 40.1(6) ?
C6 Fe1 C15 . . 108.7(7) ?
C11 Fe1 C15 . . 67.2(6) ?
C2 Fe1 C15 . . 158.2(6) ?
C10 Fe1 C8 . . 119.6(5) ?
C1 Fe1 C8 . . 40.2(5) ?
C17 Fe1 C8 . . 106.8(5) ?
C6 Fe1 C8 . . 39.7(5) ?
C11 Fe1 C8 . . 156.2(6) ?
C2 Fe1 C8 . . 66.9(5) ?
C15 Fe1 C8 . . 124.7(6) ?
C10 Fe1 C5 . . 163.2(6) ?
C1 Fe1 C5 . . 67.0(5) ?
C17 Fe1 C5 . . 156.3(6) ?
C6 Fe1 C5 . . 40.2(5) ?
C11 Fe1 C5 . . 127.2(6) ?
C2 Fe1 C5 . . 39.6(5) ?
C15 Fe1 C5 . . 123.3(6) ?
C8 Fe1 C5 . . 66.8(5) ?
C10 Fe1 C13 . . 67.6(6) ?
C1 Fe1 C13 . . 157.6(6) ?
C17 Fe1 C13 . . 67.0(6) ?
C6 Fe1 C13 . . 127.1(6) ?
C11 Fe1 C13 . . 39.5(6) ?
C2 Fe1 C13 . . 124.4(6) ?
C15 Fe1 C13 . . 39.7(6) ?
C8 Fe1 C13 . . 161.8(6) ?
C5 Fe1 C13 . . 111.5(5) ?
C19 Fe2 C28 . . 109.3(6) ?
C19 Fe2 C29 . . 124.9(5) ?
C28 Fe2 C29 . . 39.3(6) ?
C19 Fe2 C20 . . 40.3(5) ?
C28 Fe2 C20 . . 122.7(5) ?
C29 Fe2 C20 . . 108.6(5) ?
C19 Fe2 C35 . . 122.9(6) ?
C28 Fe2 C35 . . 40.2(5) ?
C29 Fe2 C35 . . 67.1(5) ?
C20 Fe2 C35 . . 157.9(6) ?
C19 Fe2 C26 . . 40.3(4) ?
C28 Fe2 C26 . . 125.9(6) ?
C29 Fe2 C26 . . 161.2(6) ?
C20 Fe2 C26 . . 67.5(4) ?
C35 Fe2 C26 . . 109.1(5) ?
C19 Fe2 C31 . . 160.9(5) ?
C28 Fe2 C31 . . 66.1(6) ?
C29 Fe2 C31 . . 39.7(6) ?
C20 Fe2 C31 . . 124.9(6) ?
C35 Fe2 C31 . . 66.7(6) ?
C26 Fe2 C31 . . 157.7(5) ?
C19 Fe2 C24 . . 66.6(4) ?
C28 Fe2 C24 . . 161.4(6) ?
C29 Fe2 C24 . . 158.1(6) ?
C20 Fe2 C24 . . 66.9(4) ?
C35 Fe2 C24 . . 125.3(5) ?
C26 Fe2 C24 . . 39.1(5) ?
C31 Fe2 C24 . . 123.8(5) ?
C19 Fe2 C33 . . 158.4(5) ?
C28 Fe2 C33 . . 65.7(5) ?
C29 Fe2 C33 . . 65.7(5) ?
C20 Fe2 C33 . . 160.5(6) ?
C35 Fe2 C33 . . 39.4(6) ?
C26 Fe2 C33 . . 124.0(5) ?
C31 Fe2 C33 . . 38.8(6) ?
C24 Fe2 C33 . . 111.0(5) ?
C19 Fe2 C22 . . 66.9(5) ?
C28 Fe2 C22 . . 157.5(5) ?
C29 Fe2 C22 . . 123.1(6) ?
C20 Fe2 C22 . . 39.8(4) ?
C35 Fe2 C22 . . 160.8(5) ?
C26 Fe2 C22 . . 66.6(5) ?
C31 Fe2 C22 . . 109.7(6) ?
C24 Fe2 C22 . . 39.6(4) ?
C33 Fe2 C22 . . 126.0(5) ?
S2 N1 S1 . . 114.9(14) ?
S3 N2 S4 . . 121.3(7) ?
S2 N1B S1 . . 116.5(15) ?
O2 S1 O1 . . 122.1(18) ?
F1B S1 O2B . . 116.3(14) ?
F1B S1 O1B . . 108.7(12) ?
O2B S1 O1B . . 112.6(12) ?
O2 S1 F1 . . 103.6(15) ?
O1 S1 F1 . . 106.9(11) ?
F1B S1 N1B . . 109.3(12) ?
O2B S1 N1B . . 110.3(16) ?
O1B S1 N1B . . 98.0(13) ?
O2 S1 N1 . . 110.(2) ?
O1 S1 N1 . . 113.7(13) ?
F1 S1 N1 . . 96.4(11) ?
O4B S2 F2B . . 110.0(16) ?
O4 S2 O3 . . 116.5(14) ?
O4B S2 O3B . . 111.7(16) ?
F2B S2 O3B . . 104.3(15) ?
O4 S2 F2 . . 107.7(17) ?
O3 S2 F2 . . 99.9(12) ?
O4 S2 N1 . . 111.4(16) ?
O3 S2 N1 . . 114.0(13) ?
F2 S2 N1 . . 106.0(13) ?
O4B S2 N1B . . 112.0(18) ?
F2B S2 N1B . . 114.9(13) ?
O3B S2 N1B . . 103.6(14) ?
O6 S3 O5 . . 120.4(9) ?
O6 S3 N2 . . 112.7(7) ?
O5 S3 N2 . . 115.1(8) ?
O6 S3 F3 . . 98.6(9) ?
O5 S3 F3 . . 104.6(7) ?
N2 S3 F3 . . 101.4(6) ?
O8 S4 O7 . . 120.2(7) ?
O8 S4 N2 . . 115.2(7) ?
O7 S4 N2 . . 107.1(6) ?
O8 S4 F4 . . 105.1(7) ?
O7 S4 F4 . . 102.5(6) ?
N2 S4 F4 . . 105.0(6) ?

####################################################################### 
# 
# 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_OMFNCN2
_database_code_depnum_ccdc_archive 'CCDC 1536374'
_audit_update_record             
;
2017-03-07 deposited with the CCDC.
2017-05-23 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H26 Fe N3'
_chemical_formula_iupac          ?
_chemical_formula_weight         364.29
_chemical_absolute_configuration ?

_chemical_melting_point          ?

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

_cell_length_a                   7.3025(18)
_cell_length_b                   13.588(3)
_cell_length_c                   9.390(2)
_cell_angle_alpha                90
_cell_angle_beta                 100.099(3)
_cell_angle_gamma                90
_cell_volume                     917.3(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5036
_cell_measurement_theta_min      2.6648
_cell_measurement_theta_max      28.8169
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.476
_exptl_crystal_size_mid          0.236
_exptl_crystal_size_min          0.185
_exptl_crystal_density_diffrn    1.319
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             386

_exptl_absorpt_coefficient_mu    0.827
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.86

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Bruker Helios multilayer confocal mirror'

_diffrn_measurement_device_type  'Bruker APEXII CCD area detector'
_diffrn_measurement_method       'phi an_diffrn_radiation_type'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            5070
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_theta_min         1.50
_diffrn_reflns_theta_max         27.10
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       11

_refine_special_details          
;

Refined as a 2-component inversion twin.
;

_reflns_number_total             3051
_reflns_number_gt                3024
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0192
_refine_ls_R_factor_gt           0.0190
_refine_ls_wR_factor_gt          0.0496
_refine_ls_wR_factor_ref         0.0497
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.072
_refine_ls_number_reflns         3051
_refine_ls_number_parameters     226
_refine_ls_number_restraints     2
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0279P)²+0.0937P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.162
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.276(13)

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       ?
_computing_cell_refinement       'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.37A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XT, VERSION 2014/5'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 786)'
_computing_publication_material  ?

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe1 0.52783(3) 0.73463(2) 0.47729(3) 0.01242(7) Uani d . . . 1 . .
C C1 0.8099(4) 0.75770(15) 0.5476(3) 0.0165(5) Uani d . . . 1 . .
H H1 0.868 0.7616 0.6462 0.02 Uiso calc U . R 1 . .
C C8 0.7343(3) 0.83901(14) 0.4601(2) 0.0170(4) Uani d . . . 1 . .
C C6 0.6613(3) 0.80102(15) 0.3196(2) 0.0166(4) Uani d . . . 1 . .
N N1 0.5578(3) 0.23524(13) 0.4406(3) 0.0333(5) Uani d . . . 1 . .
N N2 0.4671(3) 0.40991(13) 0.4012(2) 0.0318(4) Uani d . . . 1 . .
C C13 0.3253(3) 0.79631(15) 0.5891(2) 0.0185(4) Uani d . . . 1 . .
C C4 0.6919(3) 0.69689(16) 0.3207(2) 0.0151(4) Uani d . . . 1 . .
C C2 0.7840(3) 0.66924(13) 0.4630(2) 0.0145(3) Uani d . . . 1 . .
C C10 0.3538(3) 0.63016(14) 0.5431(2) 0.0167(4) Uani d . . . 1 . .
H H10 0.3834 0.5622 0.5547 0.02 Uiso calc U . R 1 . .
C C11 0.3935(3) 0.70366(17) 0.6527(2) 0.0175(4) Uani d . . . 1 . .
C C17 0.2624(3) 0.67576(14) 0.4130(2) 0.0163(4) Uani d . . . 1 . .
C C5 0.6412(3) 0.62783(15) 0.1957(2) 0.0209(4) Uani d . . . 1 . .
H H5A 0.7399 0.6279 0.1372 0.031 Uiso calc U . R 1 . .
H H5B 0.5241 0.6492 0.1361 0.031 Uiso calc U . R 1 . .
H H5C 0.6263 0.5612 0.2321 0.031 Uiso calc U . R 1 . .
C C9 0.7390(3) 0.94485(14) 0.5073(2) 0.0237(4) Uani d . . . 1 . .
H H9A 0.8455 0.9779 0.4776 0.036 Uiso calc U . R 1 . .
H H9B 0.7509 0.948 0.6127 0.036 Uiso calc U . R 1 . .
H H9C 0.6237 0.9776 0.4622 0.036 Uiso calc U . R 1 . .
C C20 0.4316(3) 0.16415(15) 0.4193(2) 0.0238(4) Uani d . . . 1 . .
C C7 0.5718(3) 0.86033(15) 0.1911(2) 0.0229(4) Uani d . . . 1 . .
H H7A 0.5179 0.9204 0.2243 0.034 Uiso calc U . R 1 . .
H H7B 0.4735 0.8213 0.1325 0.034 Uiso calc U . R 1 . .
H H7C 0.6655 0.878 0.1326 0.034 Uiso calc U . R 1 . .
C C16 0.1571(3) 0.85357(15) 0.3329(2) 0.0218(4) Uani d . . . 1 . .
H H16A 0.1752 0.8342 0.2358 0.033 Uiso calc U . R 1 . .
H H16B 0.2148 0.9179 0.3572 0.033 Uiso calc U . R 1 . .
H H16C 0.0237 0.8576 0.3353 0.033 Uiso calc U . R 1 . .
N N3 0.3342(3) 0.09661(14) 0.4022(2) 0.0350(5) Uani d . . . 1 . .
C C3 0.8461(3) 0.56854(13) 0.5147(2) 0.0193(4) Uani d . . . 1 . .
H H3A 0.7508 0.5204 0.4751 0.029 Uiso calc U . R 1 . .
H H3B 0.8651 0.5667 0.6206 0.029 Uiso calc U . R 1 . .
H H3C 0.963 0.5525 0.4823 0.029 Uiso calc U . R 1 . .
C C18 0.1921(3) 0.62354(15) 0.2728(2) 0.0217(4) Uani d . . . 1 . .
H H18A 0.2587 0.5611 0.2705 0.033 Uiso calc U . R 1 . .
H H18B 0.2132 0.6649 0.1917 0.033 Uiso calc U . R 1 . .
H H18C 0.0587 0.6106 0.2649 0.033 Uiso calc U . R 1 . .
C C19 0.5001(3) 0.32708(15) 0.4176(2) 0.0229(4) Uani d . . . 1 . .
C C15 0.2454(3) 0.77835(16) 0.4409(3) 0.0164(5) Uani d . . . 1 . .
C C14 0.3332(3) 0.89281(15) 0.6671(2) 0.0250(4) Uani d . . . 1 . .
H H14A 0.3255 0.9467 0.597 0.037 Uiso calc U . R 1 . .
H H14B 0.4505 0.8976 0.7357 0.037 Uiso calc U . R 1 . .
H H14C 0.2287 0.8973 0.7196 0.037 Uiso calc U . R 1 . .
C C12 0.4814(3) 0.68685(16) 0.8076(2) 0.0235(4) Uani d . . . 1 . .
H H12A 0.384 0.6772 0.8659 0.035 Uiso calc U . R 1 . .
H H12B 0.5571 0.7442 0.8436 0.035 Uiso calc U . R 1 . .
H H12C 0.5606 0.6282 0.8143 0.035 Uiso calc U . R 1 . .


_geom_special_details            
;

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C10 . 2.0703(18) ?
Fe1 C1 . 2.073(3) ?
Fe1 C17 . 2.086(2) ?
Fe1 C2 . 2.0966(19) ?
Fe1 C8 . 2.0970(19) ?
Fe1 C11 . 2.102(2) ?
Fe1 C6 . 2.112(2) ?
Fe1 C15 . 2.116(2) ?
Fe1 C4 . 2.116(2) ?
Fe1 C13 . 2.130(2) ?
C1 C8 . 1.429(3) ?
C1 C2 . 1.435(3) ?
C1 H1 . 0.95 ?
C8 C6 . 1.429(3) ?
C8 C9 . 1.503(3) ?
C6 C4 . 1.432(3) ?
C6 C7 . 1.503(3) ?
N1 C19 . 1.323(3) ?
N1 C20 . 1.326(3) ?
N2 C19 . 1.156(3) ?
C13 C15 . 1.433(3) ?
C13 C11 . 1.444(3) ?
C13 C14 . 1.498(3) ?
C4 C2 . 1.437(3) ?
C4 C5 . 1.497(3) ?
C2 C3 . 1.495(2) ?
C10 C17 . 1.427(3) ?
C10 C11 . 1.427(3) ?
C10 H10 . 0.95 ?
C11 C12 . 1.500(3) ?
C17 C15 . 1.428(3) ?
C17 C18 . 1.505(3) ?
C5 H5A . 0.98 ?
C5 H5B . 0.98 ?
C5 H5C . 0.98 ?
C9 H9A . 0.98 ?
C9 H9B . 0.98 ?
C9 H9C . 0.98 ?
C20 N3 . 1.155(3) ?
C7 H7A . 0.98 ?
C7 H7B . 0.98 ?
C7 H7C . 0.98 ?
C16 C15 . 1.503(3) ?
C16 H16A . 0.98 ?
C16 H16B . 0.98 ?
C16 H16C . 0.98 ?
C3 H3A . 0.98 ?
C3 H3B . 0.98 ?
C3 H3C . 0.98 ?
C18 H18A . 0.98 ?
C18 H18B . 0.98 ?
C18 H18C . 0.98 ?
C14 H14A . 0.98 ?
C14 H14B . 0.98 ?
C14 H14C . 0.98 ?
C12 H12A . 0.98 ?
C12 H12B . 0.98 ?
C12 H12C . 0.98 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C10 Fe1 C1 . . 129.49(8) ?
C10 Fe1 C17 . . 40.14(8) ?
C1 Fe1 C17 . . 166.13(7) ?
C10 Fe1 C2 . . 109.25(8) ?
C1 Fe1 C2 . . 40.25(8) ?
C17 Fe1 C2 . . 127.83(7) ?
C10 Fe1 C8 . . 166.91(7) ?
C1 Fe1 C8 . . 40.07(8) ?
C17 Fe1 C8 . . 151.81(8) ?
C2 Fe1 C8 . . 67.66(7) ?
C10 Fe1 C11 . . 39.99(8) ?
C1 Fe1 C11 . . 110.76(9) ?
C17 Fe1 C11 . . 67.20(9) ?
C2 Fe1 C11 . . 120.63(8) ?
C8 Fe1 C11 . . 129.52(8) ?
C10 Fe1 C6 . . 152.22(8) ?
C1 Fe1 C6 . . 66.66(9) ?
C17 Fe1 C6 . . 118.73(8) ?
C2 Fe1 C6 . . 67.00(7) ?
C8 Fe1 C6 . . 39.70(7) ?
C11 Fe1 C6 . . 166.11(8) ?
C10 Fe1 C15 . . 66.97(8) ?
C1 Fe1 C15 . . 153.47(9) ?
C17 Fe1 C15 . . 39.72(8) ?
C2 Fe1 C15 . . 164.62(8) ?
C8 Fe1 C15 . . 119.44(8) ?
C11 Fe1 C15 . . 66.87(9) ?
C6 Fe1 C15 . . 108.89(8) ?
C10 Fe1 C4 . . 119.53(8) ?
C1 Fe1 C4 . . 66.81(9) ?
C17 Fe1 C4 . . 108.45(8) ?
C2 Fe1 C4 . . 39.88(8) ?
C8 Fe1 C4 . . 66.92(8) ?
C11 Fe1 C4 . . 153.47(7) ?
C6 Fe1 C4 . . 39.59(8) ?
C15 Fe1 C4 . . 127.62(9) ?
C10 Fe1 C13 . . 66.87(8) ?
C1 Fe1 C13 . . 121.35(9) ?
C17 Fe1 C13 . . 66.63(8) ?
C2 Fe1 C13 . . 154.53(8) ?
C8 Fe1 C13 . . 110.04(8) ?
C11 Fe1 C13 . . 39.90(8) ?
C6 Fe1 C13 . . 128.55(7) ?
C15 Fe1 C13 . . 39.44(9) ?
C4 Fe1 C13 . . 164.69(8) ?
C8 C1 C2 . . 109.22(19) ?
C8 C1 Fe1 . . 70.86(13) ?
C2 C1 Fe1 . . 70.75(13) ?
C8 C1 H1 . . 125.4 ?
C2 C1 H1 . . 125.4 ?
Fe1 C1 H1 . . 124.6 ?
C1 C8 C6 . . 107.17(17) ?
C1 C8 C9 . . 125.71(18) ?
C6 C8 C9 . . 127.07(18) ?
C1 C8 Fe1 . . 69.07(13) ?
C6 C8 Fe1 . . 70.73(11) ?
C9 C8 Fe1 . . 127.14(14) ?
C8 C6 C4 . . 108.55(16) ?
C8 C6 C7 . . 125.94(18) ?
C4 C6 C7 . . 125.50(17) ?
C8 C6 Fe1 . . 69.57(11) ?
C4 C6 Fe1 . . 70.35(11) ?
C7 C6 Fe1 . . 127.06(14) ?
C19 N1 C20 . . 118.0(2) ?
C15 C13 C11 . . 107.79(19) ?
C15 C13 C14 . . 126.7(2) ?
C11 C13 C14 . . 125.5(2) ?
C15 C13 Fe1 . . 69.76(13) ?
C11 C13 Fe1 . . 69.02(11) ?
C14 C13 Fe1 . . 127.96(15) ?
C6 C4 C2 . . 108.16(17) ?
C6 C4 C5 . . 126.66(18) ?
C2 C4 C5 . . 125.17(19) ?
C6 C4 Fe1 . . 70.06(11) ?
C2 C4 Fe1 . . 69.33(11) ?
C5 C4 Fe1 . . 127.17(15) ?
C1 C2 C4 . . 106.90(17) ?
C1 C2 C3 . . 125.71(18) ?
C4 C2 C3 . . 127.38(18) ?
C1 C2 Fe1 . . 69.00(13) ?
C4 C2 Fe1 . . 70.80(11) ?
C3 C2 Fe1 . . 126.16(13) ?
C17 C10 C11 . . 108.61(17) ?
C17 C10 Fe1 . . 70.52(10) ?
C11 C10 Fe1 . . 71.20(12) ?
C17 C10 H10 . . 125.7 ?
C11 C10 H10 . . 125.7 ?
Fe1 C10 H10 . . 124.2 ?
C10 C11 C13 . . 107.5(2) ?
C10 C11 C12 . . 126.2(2) ?
C13 C11 C12 . . 126.3(2) ?
C10 C11 Fe1 . . 68.80(11) ?
C13 C11 Fe1 . . 71.08(12) ?
C12 C11 Fe1 . . 127.65(15) ?
C10 C17 C15 . . 108.04(17) ?
C10 C17 C18 . . 125.52(17) ?
C15 C17 C18 . . 126.42(18) ?
C10 C17 Fe1 . . 69.34(10) ?
C15 C17 Fe1 . . 71.27(12) ?
C18 C17 Fe1 . . 126.24(14) ?
C4 C5 H5A . . 109.5 ?
C4 C5 H5B . . 109.5 ?
H5A C5 H5B . . 109.5 ?
C4 C5 H5C . . 109.5 ?
H5A C5 H5C . . 109.5 ?
H5B C5 H5C . . 109.5 ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
H9A C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
N3 C20 N1 . . 174.1(2) ?
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 ?
C15 C16 H16A . . 109.5 ?
C15 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
C15 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C2 C3 H3A . . 109.5 ?
C2 C3 H3B . . 109.5 ?
H3A C3 H3B . . 109.5 ?
C2 C3 H3C . . 109.5 ?
H3A C3 H3C . . 109.5 ?
H3B C3 H3C . . 109.5 ?
C17 C18 H18A . . 109.5 ?
C17 C18 H18B . . 109.5 ?
H18A C18 H18B . . 109.5 ?
C17 C18 H18C . . 109.5 ?
H18A C18 H18C . . 109.5 ?
H18B C18 H18C . . 109.5 ?
N2 C19 N1 . . 173.5(2) ?
C17 C15 C13 . . 108.11(18) ?
C17 C15 C16 . . 125.5(2) ?
C13 C15 C16 . . 126.38(19) ?
C17 C15 Fe1 . . 69.01(11) ?
C13 C15 Fe1 . . 70.80(13) ?
C16 C15 Fe1 . . 126.18(15) ?
C13 C14 H14A . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 109.5 ?
C13 C14 H14C . . 109.5 ?
H14A C14 H14C . . 109.5 ?
H14B C14 H14C . . 109.5 ?
C11 C12 H12A . . 109.5 ?
C11 C12 H12B . . 109.5 ?
H12A C12 H12B . . 109.5 ?
C11 C12 H12C . . 109.5 ?
H12A C12 H12C . . 109.5 ?
H12B C12 H12C . . 109.5 ?

