# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_5
_audit_block_doi                 10.5517/cc1kcx2x
_database_code_depnum_ccdc_archive 'CCDC 1441409'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H22 Fe N S'
_chemical_formula_weight         376.30

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.3744(5)
_cell_length_b                   11.4485(8)
_cell_length_c                   11.5972(7)
_cell_angle_alpha                71.880(6)
_cell_angle_beta                 85.210(5)
_cell_angle_gamma                87.105(6)
_cell_volume                     926.99(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3621
_cell_measurement_theta_min      3.6100
_cell_measurement_theta_max      30.1650

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             394
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    0.927
_shelx_estimated_absorpt_T_min   0.750
_shelx_estimated_absorpt_T_max   0.829
_exptl_absorpt_correction_T_min  0.76968
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            7006
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.223
_diffrn_reflns_theta_max         24.991
_diffrn_reflns_theta_full        24.991
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3253
_reflns_number_gt                2731
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0710P)²+0.1189P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3253
_refine_ls_number_parameters     256
_refine_ls_number_restraints     295
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1332
_refine_ls_wR_factor_gt          0.1223
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.078
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.51778(5) 0.52237(4) 0.74731(4) 0.04777(19) Uani 1 1 d . U . . .
S1 S -0.02337(11) 0.18302(8) 0.52258(9) 0.0610(3) Uani 1 1 d . U . . .
N1 N 0.2071(4) 0.0029(3) 0.5702(3) 0.0668(8) Uani 1 1 d . U . . .
C1 C 0.3899(4) 0.6007(3) 0.5921(3) 0.0515(7) Uani 1 1 d . U . . .
H1 H 0.4380 0.6060 0.5121 0.062 Uiso 1 1 calc R U . . .
C2 C 0.4077(5) 0.6888(3) 0.6530(3) 0.0618(8) Uani 1 1 d . U . . .
H2 H 0.4694 0.7642 0.6206 0.074 Uiso 1 1 calc R U . . .
C3 C 0.3177(5) 0.6454(3) 0.7705(3) 0.0609(8) Uani 1 1 d . U . . .
H3 H 0.3092 0.6863 0.8306 0.073 Uiso 1 1 calc R U . . .
C4 C 0.2430(4) 0.5314(3) 0.7829(3) 0.0549(8) Uani 1 1 d . U . . .
H4 H 0.1751 0.4820 0.8527 0.066 Uiso 1 1 calc R U . . .
C5 C 0.2866(4) 0.5027(3) 0.6728(3) 0.0475(7) Uani 1 1 d . U . . .
C6 C 0.2388(4) 0.3933(3) 0.6469(3) 0.0510(7) Uani 1 1 d . U . . .
C7 C 0.2021(4) 0.3046(3) 0.6227(3) 0.0540(8) Uani 1 1 d . U . . .
C8 C 0.1674(4) 0.1955(3) 0.5937(3) 0.0516(7) Uani 1 1 d . U . . .
C9 C 0.2755(5) 0.0931(3) 0.6086(3) 0.0642(9) Uani 1 1 d . U . . .
C10 C 0.0522(4) 0.0377(3) 0.5250(3) 0.0498(7) Uani 1 1 d . U . . .
C11 C 0.4632(5) 0.0717(4) 0.6592(4) 0.0804(11) Uani 1 1 d . U . . .
H11A H 0.5473 0.0365 0.6068 0.097 Uiso 1 1 calc R U . . .
H11B H 0.5114 0.1515 0.6572 0.097 Uiso 1 1 calc R U . . .
C12 C 0.4571(8) -0.0089(5) 0.7802(5) 0.1221(17) Uani 1 1 d D U . . .
H12A H 0.4206 -0.0904 0.7784 0.147 Uiso 0.646(9) 1 calc R U P A 1
H12B H 0.3589 0.0216 0.8279 0.147 Uiso 0.646(9) 1 calc R U P A 1
H12C H 0.3983 -0.0872 0.7882 0.147 Uiso 0.354(9) 1 calc R U P A 2
H12D H 0.3955 0.0297 0.8389 0.147 Uiso 0.354(9) 1 calc R U P A 2
C17 C 0.6735(6) 0.3668(4) 0.7693(4) 0.0862(12) Uani 1 1 d . U . . .
H17 H 0.6441 0.2975 0.7466 0.103 Uiso 1 1 calc R U . . .
C18 C 0.6259(6) 0.3862(4) 0.8835(4) 0.0862(11) Uani 1 1 d . U . . .
H18 H 0.5582 0.3326 0.9507 0.103 Uiso 1 1 calc R U . . .
C19 C 0.6965(6) 0.4976(4) 0.8785(4) 0.0778(11) Uani 1 1 d . U . . .
H19 H 0.6869 0.5335 0.9425 0.093 Uiso 1 1 calc R U . . .
C20 C 0.7836(5) 0.5479(4) 0.7639(4) 0.0795(11) Uani 1 1 d . U . . .
H20 H 0.8424 0.6247 0.7357 0.095 Uiso 1 1 calc R U . . .
C21 C 0.7701(5) 0.4667(5) 0.6976(4) 0.0848(12) Uani 1 1 d . U . . .
H21 H 0.8191 0.4781 0.6165 0.102 Uiso 1 1 calc R U . . .
C13 C 0.6291(12) -0.0287(10) 0.8503(9) 0.101(3) Uani 0.646(9) 1 d D U P A 1
H13A H 0.6945 0.0494 0.8294 0.121 Uiso 0.646(9) 1 calc R U P A 1
H13B H 0.5955 -0.0555 0.9389 0.121 Uiso 0.646(9) 1 calc R U P A 1
C14 C 0.7473(11) -0.1228(9) 0.8181(11) 0.116(3) Uani 0.646(9) 1 d D U P A 1
H14A H 0.7694 -0.0980 0.7285 0.139 Uiso 0.646(9) 1 calc R U P A 1
H14B H 0.6819 -0.2012 0.8439 0.139 Uiso 0.646(9) 1 calc R U P A 1
C16 C 0.945(3) -0.1844(16) 1.0067(12) 0.218(8) Uani 0.646(9) 1 d D U P A 1
H16A H 0.9741 -0.1136 1.0317 0.327 Uiso 0.646(9) 1 calc R U P A 1
H16B H 1.0418 -0.2477 1.0285 0.327 Uiso 0.646(9) 1 calc R U P A 1
H16C H 0.8291 -0.2180 1.0479 0.327 Uiso 0.646(9) 1 calc R U P A 1
C15 C 0.9312(13) -0.1453(15) 0.8745(11) 0.163(5) Uani 0.646(9) 1 d D U P A 1
H15A H 0.9985 -0.2079 0.8438 0.196 Uiso 0.646(9) 1 calc R U P A 1
H15B H 0.9989 -0.0682 0.8403 0.196 Uiso 0.646(9) 1 calc R U P A 1
C14A C 0.690(3) -0.1306(19) 0.9119(16) 0.145(6) Uani 0.354(9) 1 d D U P A 2
H14C H 0.6867 -0.2112 0.8973 0.174 Uiso 0.354(9) 1 calc R U P A 2
H14D H 0.5853 -0.1235 0.9688 0.174 Uiso 0.354(9) 1 calc R U P A 2
C13A C 0.685(3) -0.028(2) 0.7951(15) 0.112(6) Uani 0.354(9) 1 d D U P A 2
H13C H 0.7483 -0.0517 0.7267 0.135 Uiso 0.354(9) 1 calc R U P A 2
H13D H 0.7388 0.0470 0.8009 0.135 Uiso 0.354(9) 1 calc R U P A 2
C16A C 0.965(3) -0.2314(17) 0.962(2) 0.128(7) Uani 0.354(9) 1 d D U P A 2
H16D H 0.9436 -0.2939 1.0408 0.192 Uiso 0.354(9) 1 calc R U P A 2
H16E H 1.0957 -0.2159 0.9453 0.192 Uiso 0.354(9) 1 calc R U P A 2
H16F H 0.9222 -0.2607 0.8979 0.192 Uiso 0.354(9) 1 calc R U P A 2
C15A C 0.866(3) -0.117(2) 0.962(3) 0.190(10) Uani 0.354(9) 1 d D U P A 2
H15C H 0.9322 -0.0443 0.9101 0.228 Uiso 0.354(9) 1 calc R U P A 2
H15D H 0.8461 -0.1116 1.0459 0.228 Uiso 0.354(9) 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C5 2.027(3) . ?
Fe1 C18 2.028(4) . ?
Fe1 C17 2.029(4) . ?
Fe1 C20 2.030(4) . ?
Fe1 C1 2.032(3) . ?
Fe1 C21 2.032(4) . ?
Fe1 C4 2.038(3) . ?
Fe1 C19 2.039(4) . ?
Fe1 C2 2.045(3) . ?
Fe1 C3 2.048(3) . ?
S1 C10 1.720(3) . ?
S1 C8 1.722(3) . ?
N1 C10 1.290(4) . ?
N1 C9 1.377(4) . ?
C1 C2 1.417(4) . ?
C1 C5 1.424(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.416(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.403(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.423(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.442(4) . ?
C6 C7 1.184(4) . ?
C7 C8 1.431(4) . ?
C8 C9 1.357(5) . ?
C9 C11 1.526(5) . ?
C10 C10 1.458(5) 2_556 ?
C11 C12 1.419(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.532(7) . ?
C12 C13A 1.698(19) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 H12C 0.9900 . ?
C12 H12D 0.9900 . ?
C17 C21 1.378(6) . ?
C17 C18 1.423(6) . ?
C17 H17 0.9500 . ?
C18 C19 1.385(6) . ?
C18 H18 0.9500 . ?
C19 C20 1.389(6) . ?
C19 H19 0.9500 . ?
C20 C21 1.391(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C13 C14 1.470(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.530(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C16 C15 1.468(9) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C14A C13A 1.492(10) . ?
C14A C15A 1.504(10) . ?
C14A H14C 0.9900 . ?
C14A H14D 0.9900 . ?
C13A H13C 0.9900 . ?
C13A H13D 0.9900 . ?
C16A C15A 1.464(10) . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 Fe1 C18 122.70(17) . . ?
C5 Fe1 C17 108.34(14) . . ?
C18 Fe1 C17 41.05(17) . . ?
C5 Fe1 C20 160.63(15) . . ?
C18 Fe1 C20 67.29(18) . . ?
C17 Fe1 C20 67.20(18) . . ?
C5 Fe1 C1 41.08(12) . . ?
C18 Fe1 C1 157.72(15) . . ?
C17 Fe1 C1 121.05(15) . . ?
C20 Fe1 C1 123.53(16) . . ?
C5 Fe1 C21 124.54(15) . . ?
C18 Fe1 C21 67.64(18) . . ?
C17 Fe1 C21 39.66(18) . . ?
C20 Fe1 C21 40.05(16) . . ?
C1 Fe1 C21 107.06(15) . . ?
C5 Fe1 C4 40.97(11) . . ?
C18 Fe1 C4 109.08(17) . . ?
C17 Fe1 C4 126.20(18) . . ?
C20 Fe1 C4 156.83(15) . . ?
C1 Fe1 C4 68.85(13) . . ?
C21 Fe1 C4 161.94(16) . . ?
C5 Fe1 C19 157.87(16) . . ?
C18 Fe1 C19 39.81(17) . . ?
C17 Fe1 C19 67.57(16) . . ?
C20 Fe1 C19 39.90(16) . . ?
C1 Fe1 C19 160.13(16) . . ?
C21 Fe1 C19 67.18(16) . . ?
C4 Fe1 C19 122.54(15) . . ?
C5 Fe1 C2 68.44(13) . . ?
C18 Fe1 C2 160.85(17) . . ?
C17 Fe1 C2 155.89(18) . . ?
C20 Fe1 C2 107.45(16) . . ?
C1 Fe1 C2 40.67(12) . . ?
C21 Fe1 C2 121.08(18) . . ?
C4 Fe1 C2 68.03(14) . . ?
C19 Fe1 C2 124.46(16) . . ?
C5 Fe1 C3 68.34(12) . . ?
C18 Fe1 C3 125.13(17) . . ?
C17 Fe1 C3 162.55(18) . . ?
C20 Fe1 C3 121.66(15) . . ?
C1 Fe1 C3 68.52(13) . . ?
C21 Fe1 C3 156.35(18) . . ?
C4 Fe1 C3 40.17(13) . . ?
C19 Fe1 C3 108.63(14) . . ?
C2 Fe1 C3 40.49(14) . . ?
C10 S1 C8 88.63(15) . . ?
C10 N1 C9 110.7(3) . . ?
C2 C1 C5 107.4(3) . . ?
C2 C1 Fe1 70.17(19) . . ?
C5 C1 Fe1 69.29(18) . . ?
C2 C1 H1 126.3 . . ?
C5 C1 H1 126.3 . . ?
Fe1 C1 H1 125.8 . . ?
C3 C2 C1 108.3(3) . . ?
C3 C2 Fe1 69.9(2) . . ?
C1 C2 Fe1 69.16(18) . . ?
C3 C2 H2 125.8 . . ?
C1 C2 H2 125.8 . . ?
Fe1 C2 H2 126.7 . . ?
C4 C3 C2 108.2(3) . . ?
C4 C3 Fe1 69.53(18) . . ?
C2 C3 Fe1 69.65(18) . . ?
C4 C3 H3 125.9 . . ?
C2 C3 H3 125.9 . . ?
Fe1 C3 H3 126.5 . . ?
C3 C4 C5 108.2(3) . . ?
C3 C4 Fe1 70.30(19) . . ?
C5 C4 Fe1 69.12(17) . . ?
C3 C4 H4 125.9 . . ?
C5 C4 H4 125.9 . . ?
Fe1 C4 H4 126.3 . . ?
C4 C5 C1 107.8(2) . . ?
C4 C5 C6 126.7(3) . . ?
C1 C5 C6 125.5(3) . . ?
C4 C5 Fe1 69.91(17) . . ?
C1 C5 Fe1 69.63(17) . . ?
C6 C5 Fe1 125.1(2) . . ?
C7 C6 C5 178.2(3) . . ?
C6 C7 C8 177.1(4) . . ?
C9 C8 C7 128.0(3) . . ?
C9 C8 S1 110.1(2) . . ?
C7 C8 S1 121.8(3) . . ?
C8 C9 N1 115.0(3) . . ?
C8 C9 C11 126.5(3) . . ?
N1 C9 C11 118.5(3) . . ?
N1 C10 C10 123.3(4) . 2_556 ?
N1 C10 S1 115.6(2) . . ?
C10 C10 S1 121.1(3) 2_556 . ?
C12 C11 C9 111.9(4) . . ?
C12 C11 H11A 109.2 . . ?
C9 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
C9 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
C11 C12 C13 118.8(6) . . ?
C11 C12 C13A 98.2(7) . . ?
C11 C12 H12A 107.6 . . ?
C13 C12 H12A 107.6 . . ?
C11 C12 H12B 107.6 . . ?
C13 C12 H12B 107.6 . . ?
H12A C12 H12B 107.0 . . ?
C11 C12 H12C 112.1 . . ?
C13A C12 H12C 112.1 . . ?
C11 C12 H12D 112.1 . . ?
C13A C12 H12D 112.1 . . ?
H12C C12 H12D 109.8 . . ?
C21 C17 C18 107.6(4) . . ?
C21 C17 Fe1 70.3(2) . . ?
C18 C17 Fe1 69.4(2) . . ?
C21 C17 H17 126.2 . . ?
C18 C17 H17 126.2 . . ?
Fe1 C17 H17 125.7 . . ?
C19 C18 C17 107.4(4) . . ?
C19 C18 Fe1 70.5(2) . . ?
C17 C18 Fe1 69.5(2) . . ?
C19 C18 H18 126.3 . . ?
C17 C18 H18 126.3 . . ?
Fe1 C18 H18 125.2 . . ?
C18 C19 C20 108.3(4) . . ?
C18 C19 Fe1 69.7(2) . . ?
C20 C19 Fe1 69.7(2) . . ?
C18 C19 H19 125.8 . . ?
C20 C19 H19 125.8 . . ?
Fe1 C19 H19 126.4 . . ?
C19 C20 C21 108.3(4) . . ?
C19 C20 Fe1 70.4(2) . . ?
C21 C20 Fe1 70.0(2) . . ?
C19 C20 H20 125.9 . . ?
C21 C20 H20 125.9 . . ?
Fe1 C20 H20 125.3 . . ?
C17 C21 C20 108.5(4) . . ?
C17 C21 Fe1 70.1(2) . . ?
C20 C21 Fe1 69.9(2) . . ?
C17 C21 H21 125.8 . . ?
C20 C21 H21 125.8 . . ?
Fe1 C21 H21 125.9 . . ?
C14 C13 C12 109.2(7) . . ?
C14 C13 H13A 109.8 . . ?
C12 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C13 C14 C15 114.9(8) . . ?
C13 C14 H14A 108.5 . . ?
C15 C14 H14A 108.5 . . ?
C13 C14 H14B 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
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 . . ?
C16 C15 C14 122.0(12) . . ?
C16 C15 H15A 106.8 . . ?
C14 C15 H15A 106.8 . . ?
C16 C15 H15B 106.8 . . ?
C14 C15 H15B 106.8 . . ?
H15A C15 H15B 106.7 . . ?
C13A C14A C15A 105.2(19) . . ?
C13A C14A H14C 110.7 . . ?
C15A C14A H14C 110.7 . . ?
C13A C14A H14D 110.7 . . ?
C15A C14A H14D 110.7 . . ?
H14C C14A H14D 108.8 . . ?
C14A C13A C12 101.2(15) . . ?
C14A C13A H13C 111.5 . . ?
C12 C13A H13C 111.5 . . ?
C14A C13A H13D 111.5 . . ?
C12 C13A H13D 111.5 . . ?
H13C C13A H13D 109.3 . . ?
C15A C16A H16D 109.5 . . ?
C15A C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
C15A C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?
C16A C15A C14A 102.1(18) . . ?
C16A C15A H15C 111.4 . . ?
C14A C15A H15C 111.4 . . ?
C16A C15A H15D 111.4 . . ?
C14A C15A H15D 111.4 . . ?
H15C C15A H15D 109.2 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 C1 C2 C3 0.5(4) . . . . ?
Fe1 C1 C2 C3 -59.1(2) . . . . ?
C5 C1 C2 Fe1 59.5(2) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
Fe1 C2 C3 C4 -59.0(2) . . . . ?
C1 C2 C3 Fe1 58.6(2) . . . . ?
C2 C3 C4 C5 0.2(4) . . . . ?
Fe1 C3 C4 C5 -58.9(2) . . . . ?
C2 C3 C4 Fe1 59.1(2) . . . . ?
C3 C4 C5 C1 0.1(4) . . . . ?
Fe1 C4 C5 C1 -59.5(2) . . . . ?
C3 C4 C5 C6 179.0(3) . . . . ?
Fe1 C4 C5 C6 119.4(3) . . . . ?
C3 C4 C5 Fe1 59.7(2) . . . . ?
C2 C1 C5 C4 -0.4(4) . . . . ?
Fe1 C1 C5 C4 59.7(2) . . . . ?
C2 C1 C5 C6 -179.3(3) . . . . ?
Fe1 C1 C5 C6 -119.2(3) . . . . ?
C2 C1 C5 Fe1 -60.1(2) . . . . ?
C10 S1 C8 C9 2.7(3) . . . . ?
C10 S1 C8 C7 179.0(3) . . . . ?
C7 C8 C9 N1 -178.9(3) . . . . ?
S1 C8 C9 N1 -2.8(4) . . . . ?
C7 C8 C9 C11 -0.8(6) . . . . ?
S1 C8 C9 C11 175.2(3) . . . . ?
C10 N1 C9 C8 1.3(5) . . . . ?
C10 N1 C9 C11 -176.9(3) . . . . ?
C9 N1 C10 C10 179.1(4) . . . 2_556 ?
C9 N1 C10 S1 0.9(4) . . . . ?
C8 S1 C10 N1 -2.1(3) . . . . ?
C8 S1 C10 C10 179.7(4) . . . 2_556 ?
C8 C9 C11 C12 104.5(5) . . . . ?
N1 C9 C11 C12 -77.5(5) . . . . ?
C9 C11 C12 C13 -172.9(5) . . . . ?
C9 C11 C12 C13A 171.2(9) . . . . ?
C21 C17 C18 C19 -0.5(5) . . . . ?
Fe1 C17 C18 C19 -60.7(3) . . . . ?
C21 C17 C18 Fe1 60.2(3) . . . . ?
C17 C18 C19 C20 0.9(5) . . . . ?
Fe1 C18 C19 C20 -59.2(3) . . . . ?
C17 C18 C19 Fe1 60.0(3) . . . . ?
C18 C19 C20 C21 -0.9(5) . . . . ?
Fe1 C19 C20 C21 -60.1(3) . . . . ?
C18 C19 C20 Fe1 59.1(3) . . . . ?
C18 C17 C21 C20 -0.1(5) . . . . ?
Fe1 C17 C21 C20 59.6(3) . . . . ?
C18 C17 C21 Fe1 -59.7(3) . . . . ?
C19 C20 C21 C17 0.6(5) . . . . ?
Fe1 C20 C21 C17 -59.7(3) . . . . ?
C19 C20 C21 Fe1 60.3(3) . . . . ?
C11 C12 C13 C14 -83.5(11) . . . . ?
C12 C13 C14 C15 175.7(9) . . . . ?
C13 C14 C15 C16 59(2) . . . . ?
C15A C14A C13A C12 -154.9(14) . . . . ?
C11 C12 C13A C14A -169.7(15) . . . . ?
C13A C14A C15A C16A -116(3) . . . . ?

_refine_diff_density_max         0.468
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.057

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

data_3
_audit_block_doi                 10.5517/cc1kcx3y
_database_code_depnum_ccdc_archive 'CCDC 1441410'
_audit_update_record             
;
2016-02-03 deposited with the CCDC.
2016-02-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C38 H44 Fe2 N2 S2'
_chemical_formula_weight         704.57

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

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4356(6)
_cell_length_b                   9.4508(10)
_cell_length_c                   13.6586(10)
_cell_angle_alpha                104.175(8)
_cell_angle_beta                 103.557(7)
_cell_angle_gamma                100.421(8)
_cell_volume                     875.28(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1597
_cell_measurement_theta_min      5.1460
_cell_measurement_theta_max      69.5400

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_F_000             370
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    7.967
_shelx_estimated_absorpt_T_min   0.179
_shelx_estimated_absorpt_T_max   0.285
_exptl_absorpt_correction_T_min  0.60378
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Micro-Focus (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            5509
_diffrn_reflns_av_unetI/netI     0.0501
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.989
_diffrn_reflns_theta_max         71.199
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             3281
_reflns_number_gt                2533
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1424P)²+0.1860P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3281
_refine_ls_number_parameters     211
_refine_ls_number_restraints     277
_refine_ls_R_factor_all          0.0906
_refine_ls_R_factor_gt           0.0746
_refine_ls_wR_factor_ref         0.2377
_refine_ls_wR_factor_gt          0.2114
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.37359(9) 0.53863(9) 0.72033(6) 0.0692(3) Uani 1 1 d . U . . .
S1 S 0.4665(2) 0.78169(16) 0.53105(12) 0.0784(4) Uani 1 1 d . U . . .
C1 C 0.4424(7) 0.9575(6) 0.5241(4) 0.0691(11) Uani 1 1 d . U . . .
N1 N 0.3129(7) 1.0014(5) 0.5634(4) 0.0784(11) Uani 1 1 d . U . . .
C3 C 0.2204(8) 0.8946(6) 0.5995(5) 0.0760(13) Uani 1 1 d . U . . .
C4 C 0.2874(7) 0.7679(6) 0.5917(4) 0.0668(11) Uani 1 1 d . U . . .
C5 C 0.0594(9) 0.9265(7) 0.6426(5) 0.0891(16) Uani 1 1 d D U . . .
H5A H -0.0252 0.9615 0.5936 0.107 Uiso 1 1 calc R U . . .
H5B H -0.0132 0.8330 0.6468 0.107 Uiso 1 1 calc R U . . .
C11 C 0.2209(6) 0.6308(6) 0.6160(4) 0.0661(11) Uani 1 1 d . U . . .
C12 C 0.1298(7) 0.6115(7) 0.6952(5) 0.0815(14) Uani 1 1 d . U . . .
H12 H 0.1030 0.6879 0.7427 0.098 Uiso 1 1 calc R U . . .
C13 C 0.0876(8) 0.4573(8) 0.6890(6) 0.0915(16) Uani 1 1 d . U . . .
H13 H 0.0283 0.4146 0.7315 0.110 Uiso 1 1 calc R U . . .
C14 C 0.1507(9) 0.3799(7) 0.6074(5) 0.0897(15) Uani 1 1 d . U . . .
H14 H 0.1388 0.2765 0.5860 0.108 Uiso 1 1 calc R U . . .
C15 C 0.2332(8) 0.4824(6) 0.5640(4) 0.0762(12) Uani 1 1 d . U . . .
H15 H 0.2882 0.4591 0.5095 0.091 Uiso 1 1 calc R U . . .
C16 C 0.6409(10) 0.6716(11) 0.7894(7) 0.124(2) Uani 1 1 d . U . . .
H16 H 0.6860 0.7641 0.7796 0.149 Uiso 1 1 calc R U . . .
C17 C 0.5467(11) 0.6452(12) 0.8684(6) 0.127(2) Uani 1 1 d . U . . .
H17 H 0.5183 0.7163 0.9189 0.152 Uiso 1 1 calc R U . . .
C18 C 0.5085(11) 0.4875(11) 0.8508(6) 0.117(2) Uani 1 1 d . U . . .
H18 H 0.4500 0.4344 0.8888 0.140 Uiso 1 1 calc R U . . .
C19 C 0.5738(12) 0.4258(12) 0.7667(7) 0.122(2) Uani 1 1 d . U . . .
H19 H 0.5651 0.3238 0.7388 0.147 Uiso 1 1 calc R U . . .
C20 C 0.6496(10) 0.5340(12) 0.7330(7) 0.119(2) Uani 1 1 d . U . . .
H20 H 0.7027 0.5185 0.6772 0.143 Uiso 1 1 calc R U . . .
C6 C 0.1200(11) 1.0384(9) 0.7468(6) 0.106(2) Uani 1 1 d D U . . .
H6A H 0.2031 1.1285 0.7445 0.127 Uiso 1 1 calc R U . . .
H6B H 0.1942 0.9989 0.7973 0.127 Uiso 1 1 calc R U . . .
C7 C -0.0442(13) 1.0821(10) 0.7862(7) 0.127(3) Uani 1 1 d D U . . .
H7A H -0.1110 1.1295 0.7387 0.152 Uiso 1 1 calc R U . . .
H7B H -0.1334 0.9904 0.7816 0.152 Uiso 1 1 calc R U . . .
C8 C 0.0074(16) 1.1812(14) 0.8915(9) 0.173(4) Uani 1 1 d D U . . .
H8BC H 0.1062 1.2665 0.8952 0.208 Uiso 0.5 1 calc R U P A 2
H8BD H 0.0688 1.1285 0.9369 0.208 Uiso 0.5 1 calc R U P A 2
H8AA H 0.0789 1.2799 0.8953 0.208 Uiso 0.5 1 calc R U P B 1
H8AB H 0.0875 1.1419 0.9397 0.208 Uiso 0.5 1 calc R U P B 1
C9B C -0.129(4) 1.247(4) 0.945(3) 0.162(6) Uani 0.5 1 d D U P C 2
H9BA H -0.0586 1.3081 1.0166 0.195 Uiso 0.5 1 calc R U P C 2
H9BB H -0.1816 1.3124 0.9075 0.195 Uiso 0.5 1 calc R U P C 2
C10B C -0.288(5) 1.126(3) 0.946(3) 0.27(2) Uani 0.5 1 d D U P C 2
H10A H -0.3712 1.1718 0.9804 0.403 Uiso 0.5 1 calc R U P C 2
H10B H -0.3585 1.0671 0.8751 0.403 Uiso 0.5 1 calc R U P C 2
H10C H -0.2357 1.0628 0.9841 0.403 Uiso 0.5 1 calc R U P C 2
C9A C -0.175(3) 1.194(4) 0.923(3) 0.162(6) Uani 0.5 1 d D U P C 1
H9AA H -0.2707 1.2057 0.8659 0.195 Uiso 0.5 1 calc R U P C 1
H9AB H -0.2270 1.1046 0.9402 0.195 Uiso 0.5 1 calc R U P C 1
C10A C -0.119(4) 1.330(3) 1.0179(19) 0.207(12) Uani 0.5 1 d D U P C 1
H10D H -0.2295 1.3430 1.0406 0.310 Uiso 0.5 1 calc R U P C 1
H10E H -0.0242 1.3174 1.0739 0.310 Uiso 0.5 1 calc R U P C 1
H10F H -0.0676 1.4181 1.0000 0.310 Uiso 0.5 1 calc R U P C 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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C16 2.014(7) . ?
Fe1 C17 2.019(7) . ?
Fe1 C20 2.028(7) . ?
Fe1 C13 2.029(6) . ?
Fe1 C15 2.033(5) . ?
Fe1 C14 2.036(6) . ?
Fe1 C12 2.038(5) . ?
Fe1 C18 2.043(7) . ?
Fe1 C19 2.053(7) . ?
Fe1 C11 2.070(5) . ?
S1 C1 1.725(5) . ?
S1 C4 1.727(5) . ?
C1 N1 1.290(6) . ?
C1 C1 1.446(10) 2_676 ?
N1 C3 1.374(7) . ?
C3 C4 1.367(7) . ?
C3 C5 1.498(7) . ?
C4 C11 1.446(7) . ?
C5 C6 1.462(9) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C11 C12 1.435(8) . ?
C11 C15 1.439(7) . ?
C12 C13 1.411(9) . ?
C12 H12 0.9300 . ?
C13 C14 1.404(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.379(9) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C20 1.361(12) . ?
C16 C17 1.463(12) . ?
C16 H16 0.9300 . ?
C17 C18 1.414(12) . ?
C17 H17 0.9300 . ?
C18 C19 1.389(11) . ?
C18 H18 0.9300 . ?
C19 C20 1.311(12) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C6 C7 1.526(8) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.431(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9B 1.513(11) . ?
C8 C9A 1.532(15) . ?
C8 H8BC 0.9700 . ?
C8 H8BD 0.9700 . ?
C8 H8AA 0.9700 . ?
C8 H8AB 0.9700 . ?
C9B C10B 1.497(12) . ?
C9B H9BA 0.9700 . ?
C9B H9BB 0.9700 . ?
C10B H10A 0.9600 . ?
C10B H10B 0.9600 . ?
C10B H10C 0.9600 . ?
C9A C10A 1.498(17) . ?
C9A H9AA 0.9700 . ?
C9A H9AB 0.9700 . ?
C10A H10D 0.9600 . ?
C10A H10E 0.9600 . ?
C10A H10F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C16 Fe1 C17 42.5(3) . . ?
C16 Fe1 C20 39.3(3) . . ?
C17 Fe1 C20 67.9(4) . . ?
C16 Fe1 C13 160.7(4) . . ?
C17 Fe1 C13 122.3(4) . . ?
C20 Fe1 C13 158.0(4) . . ?
C16 Fe1 C15 124.6(3) . . ?
C17 Fe1 C15 164.6(3) . . ?
C20 Fe1 C15 107.4(3) . . ?
C13 Fe1 C15 67.7(3) . . ?
C16 Fe1 C14 158.4(4) . . ?
C17 Fe1 C14 155.5(4) . . ?
C20 Fe1 C14 122.2(4) . . ?
C13 Fe1 C14 40.4(3) . . ?
C15 Fe1 C14 39.6(2) . . ?
C16 Fe1 C12 125.6(4) . . ?
C17 Fe1 C12 110.8(3) . . ?
C20 Fe1 C12 159.6(4) . . ?
C13 Fe1 C12 40.6(2) . . ?
C15 Fe1 C12 68.2(3) . . ?
C14 Fe1 C12 67.9(3) . . ?
C16 Fe1 C18 68.3(4) . . ?
C17 Fe1 C18 40.7(3) . . ?
C20 Fe1 C18 65.5(4) . . ?
C13 Fe1 C18 108.2(3) . . ?
C15 Fe1 C18 152.2(3) . . ?
C14 Fe1 C18 119.2(3) . . ?
C12 Fe1 C18 127.8(3) . . ?
C16 Fe1 C19 65.9(4) . . ?
C17 Fe1 C19 67.7(4) . . ?
C20 Fe1 C19 37.5(4) . . ?
C13 Fe1 C19 124.3(4) . . ?
C15 Fe1 C19 118.2(3) . . ?
C14 Fe1 C19 105.9(4) . . ?
C12 Fe1 C19 162.6(3) . . ?
C18 Fe1 C19 39.6(3) . . ?
C16 Fe1 C11 109.7(3) . . ?
C17 Fe1 C11 128.0(3) . . ?
C20 Fe1 C11 122.7(3) . . ?
C13 Fe1 C11 68.6(2) . . ?
C15 Fe1 C11 41.0(2) . . ?
C14 Fe1 C11 68.2(2) . . ?
C12 Fe1 C11 40.9(2) . . ?
C18 Fe1 C11 165.5(3) . . ?
C19 Fe1 C11 153.9(3) . . ?
C1 S1 C4 89.9(2) . . ?
N1 C1 C1 124.8(6) . 2_676 ?
N1 C1 S1 114.0(4) . . ?
C1 C1 S1 121.2(5) 2_676 . ?
C1 N1 C3 112.0(4) . . ?
C4 C3 N1 115.1(5) . . ?
C4 C3 C5 126.7(5) . . ?
N1 C3 C5 118.1(5) . . ?
C3 C4 C11 130.8(5) . . ?
C3 C4 S1 108.9(4) . . ?
C11 C4 S1 120.1(4) . . ?
C6 C5 C3 114.3(6) . . ?
C6 C5 H5A 108.7 . . ?
C3 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
C3 C5 H5B 108.7 . . ?
H5A C5 H5B 107.6 . . ?
C12 C11 C15 105.1(5) . . ?
C12 C11 C4 128.5(5) . . ?
C15 C11 C4 126.3(5) . . ?
C12 C11 Fe1 68.4(3) . . ?
C15 C11 Fe1 68.1(3) . . ?
C4 C11 Fe1 127.7(3) . . ?
C13 C12 C11 108.7(5) . . ?
C13 C12 Fe1 69.4(3) . . ?
C11 C12 Fe1 70.8(3) . . ?
C13 C12 H12 125.7 . . ?
C11 C12 H12 125.7 . . ?
Fe1 C12 H12 125.8 . . ?
C14 C13 C12 107.9(6) . . ?
C14 C13 Fe1 70.1(3) . . ?
C12 C13 Fe1 70.0(3) . . ?
C14 C13 H13 126.0 . . ?
C12 C13 H13 126.0 . . ?
Fe1 C13 H13 125.4 . . ?
C15 C14 C13 108.8(6) . . ?
C15 C14 Fe1 70.0(3) . . ?
C13 C14 Fe1 69.5(4) . . ?
C15 C14 H14 125.6 . . ?
C13 C14 H14 125.6 . . ?
Fe1 C14 H14 126.4 . . ?
C14 C15 C11 109.5(6) . . ?
C14 C15 Fe1 70.3(3) . . ?
C11 C15 Fe1 70.9(3) . . ?
C14 C15 H15 125.3 . . ?
C11 C15 H15 125.3 . . ?
Fe1 C15 H15 125.1 . . ?
C20 C16 C17 106.3(9) . . ?
C20 C16 Fe1 70.9(4) . . ?
C17 C16 Fe1 68.9(4) . . ?
C20 C16 H16 126.8 . . ?
C17 C16 H16 126.8 . . ?
Fe1 C16 H16 125.0 . . ?
C18 C17 C16 104.6(8) . . ?
C18 C17 Fe1 70.6(4) . . ?
C16 C17 Fe1 68.6(4) . . ?
C18 C17 H17 127.7 . . ?
C16 C17 H17 127.7 . . ?
Fe1 C17 H17 124.8 . . ?
C19 C18 C17 107.9(8) . . ?
C19 C18 Fe1 70.6(4) . . ?
C17 C18 Fe1 68.7(4) . . ?
C19 C18 H18 126.0 . . ?
C17 C18 H18 126.0 . . ?
Fe1 C18 H18 126.3 . . ?
C20 C19 C18 109.3(10) . . ?
C20 C19 Fe1 70.2(4) . . ?
C18 C19 Fe1 69.8(4) . . ?
C20 C19 H19 125.3 . . ?
C18 C19 H19 125.3 . . ?
Fe1 C19 H19 126.3 . . ?
C19 C20 C16 111.8(9) . . ?
C19 C20 Fe1 72.3(5) . . ?
C16 C20 Fe1 69.8(4) . . ?
C19 C20 H20 124.1 . . ?
C16 C20 H20 124.1 . . ?
Fe1 C20 H20 125.4 . . ?
C5 C6 C7 114.3(7) . . ?
C5 C6 H6A 108.7 . . ?
C7 C6 H6A 108.7 . . ?
C5 C6 H6B 108.7 . . ?
C7 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
C8 C7 C6 116.2(8) . . ?
C8 C7 H7A 108.2 . . ?
C6 C7 H7A 108.2 . . ?
C8 C7 H7B 108.2 . . ?
C6 C7 H7B 108.2 . . ?
H7A C7 H7B 107.4 . . ?
C7 C8 C9B 125.6(17) . . ?
C7 C8 C9A 109.0(14) . . ?
C7 C8 H8BC 105.9 . . ?
C9B C8 H8BC 105.9 . . ?
C7 C8 H8BD 105.9 . . ?
C9B C8 H8BD 105.9 . . ?
H8BC C8 H8BD 106.2 . . ?
C7 C8 H8AA 109.9 . . ?
C9A C8 H8AA 109.9 . . ?
C7 C8 H8AB 109.9 . . ?
C9A C8 H8AB 109.9 . . ?
H8AA C8 H8AB 108.3 . . ?
C10B C9B C8 112(2) . . ?
C10B C9B H9BA 109.3 . . ?
C8 C9B H9BA 109.3 . . ?
C10B C9B H9BB 109.3 . . ?
C8 C9B H9BB 109.3 . . ?
H9BA C9B H9BB 108.0 . . ?
C9B C10B H10A 109.5 . . ?
C9B C10B H10B 109.5 . . ?
H10A C10B H10B 109.5 . . ?
C9B C10B H10C 109.5 . . ?
H10A C10B H10C 109.5 . . ?
H10B C10B H10C 109.5 . . ?
C10A C9A C8 106.6(17) . . ?
C10A C9A H9AA 110.4 . . ?
C8 C9A H9AA 110.4 . . ?
C10A C9A H9AB 110.4 . . ?
C8 C9A H9AB 110.4 . . ?
H9AA C9A H9AB 108.6 . . ?
C9A C10A H10D 109.5 . . ?
C9A C10A H10E 109.5 . . ?
H10D C10A H10E 109.5 . . ?
C9A C10A H10F 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 S1 C1 N1 0.0(5) . . . . ?
C4 S1 C1 C1 -178.8(6) . . . 2_676 ?
C1 C1 N1 C3 177.2(6) 2_676 . . . ?
S1 C1 N1 C3 -1.5(6) . . . . ?
C1 N1 C3 C4 2.8(7) . . . . ?
C1 N1 C3 C5 -177.1(5) . . . . ?
N1 C3 C4 C11 -176.4(5) . . . . ?
C5 C3 C4 C11 3.5(10) . . . . ?
N1 C3 C4 S1 -2.7(6) . . . . ?
C5 C3 C4 S1 177.2(5) . . . . ?
C1 S1 C4 C3 1.5(4) . . . . ?
C1 S1 C4 C11 176.0(4) . . . . ?
C4 C3 C5 C6 106.3(8) . . . . ?
N1 C3 C5 C6 -73.8(8) . . . . ?
C3 C4 C11 C12 -31.2(9) . . . . ?
S1 C4 C11 C12 155.7(4) . . . . ?
C3 C4 C11 C15 148.7(6) . . . . ?
S1 C4 C11 C15 -24.4(7) . . . . ?
C3 C4 C11 Fe1 -122.3(6) . . . . ?
S1 C4 C11 Fe1 64.6(6) . . . . ?
C15 C11 C12 C13 -0.8(6) . . . . ?
C4 C11 C12 C13 179.1(5) . . . . ?
Fe1 C11 C12 C13 -59.2(4) . . . . ?
C15 C11 C12 Fe1 58.4(3) . . . . ?
C4 C11 C12 Fe1 -121.7(5) . . . . ?
C11 C12 C13 C14 0.0(6) . . . . ?
Fe1 C12 C13 C14 -60.1(4) . . . . ?
C11 C12 C13 Fe1 60.1(4) . . . . ?
C12 C13 C14 C15 0.8(7) . . . . ?
Fe1 C13 C14 C15 -59.2(4) . . . . ?
C12 C13 C14 Fe1 60.1(4) . . . . ?
C13 C14 C15 C11 -1.4(6) . . . . ?
Fe1 C14 C15 C11 -60.3(4) . . . . ?
C13 C14 C15 Fe1 58.9(4) . . . . ?
C12 C11 C15 C14 1.3(6) . . . . ?
C4 C11 C15 C14 -178.6(5) . . . . ?
Fe1 C11 C15 C14 59.9(4) . . . . ?
C12 C11 C15 Fe1 -58.6(3) . . . . ?
C4 C11 C15 Fe1 121.5(5) . . . . ?
C20 C16 C17 C18 0.5(8) . . . . ?
Fe1 C16 C17 C18 61.9(5) . . . . ?
C20 C16 C17 Fe1 -61.4(5) . . . . ?
C16 C17 C18 C19 -0.6(8) . . . . ?
Fe1 C17 C18 C19 59.9(5) . . . . ?
C16 C17 C18 Fe1 -60.5(5) . . . . ?
C17 C18 C19 C20 0.5(9) . . . . ?
Fe1 C18 C19 C20 59.2(5) . . . . ?
C17 C18 C19 Fe1 -58.7(5) . . . . ?
C18 C19 C20 C16 -0.2(9) . . . . ?
Fe1 C19 C20 C16 58.8(6) . . . . ?
C18 C19 C20 Fe1 -59.0(5) . . . . ?
C17 C16 C20 C19 -0.2(9) . . . . ?
Fe1 C16 C20 C19 -60.3(6) . . . . ?
C17 C16 C20 Fe1 60.1(5) . . . . ?
C3 C5 C6 C7 174.4(7) . . . . ?
C5 C6 C7 C8 174.7(10) . . . . ?
C6 C7 C8 C9B 176(2) . . . . ?
C6 C7 C8 C9A -172(2) . . . . ?
C7 C8 C9B C10B 57(4) . . . . ?
C7 C8 C9A C10A -164(3) . . . . ?

_refine_diff_density_max         0.638
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.097

