# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_simesfeno2sphome_0m
_audit_creation_date             2014-06-06
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H33 Fe N4 O3 S'
_chemical_formula_sum            'C28 H33 Fe N4 O3 S'
_chemical_formula_weight         561.49
_chemical_melting_point          ?
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'
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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_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                   27.927(4)
_cell_length_b                   8.0895(12)
_cell_length_c                   38.227(5)
_cell_angle_alpha                90
_cell_angle_beta                 98.822(2)
_cell_angle_gamma                90
_cell_volume                     8534(2)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    9988
_cell_measurement_temperature    110.15
_cell_measurement_theta_max      25.209
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.969
_shelx_estimated_absorpt_T_min   0.832
_exptl_absorpt_coefficient_mu    0.638
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. 
wR2(int) was 0.1482 before and 0.0805 after correction. The 
Ratio of minimum to maximum transmission is 0.8813. 
The λ/2 correction factor is 0.0015.'
;
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3540
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_unetI/netI     0.0598
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            102754
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.403
_diffrn_reflns_theta_min         1.957
_diffrn_ambient_temperature      110.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                14417
_reflns_number_total             21306
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    ?
_refine_diff_density_max         0.594
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1021
_refine_ls_number_reflns         21306
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0854
_refine_ls_R_factor_gt           0.0478
_refine_ls_restrained_S_all      1.014
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+3.3344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0996
_refine_ls_wR_factor_ref         0.1135
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C29(H29A,H29B), C41(H41A,H41B), C42(H42A,H42B), C72(H72A,
 H72B), C77(H77A,H77B)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C13(H13), C16(H16), C17(H17), C19(H19), C20(H20), C22(H22),
 C26(H26), C38(H38), C44(H44), C45(H45), C47(H47), C50(H50), C51(H51), C54(H54),
  C56(H56), C65(H65), C66(H66), C68(H68), C69(H69), C70(H70), C74(H74),
 C75(H75), C76(H76)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C23(H23A,H23B,H23C),
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C28(H28A,H28B,H28C), C30(H30A,H30B,
 H30C), C31(H31A,H31B,H31C), C48(H48A,H48B,H48C), C52(H52A,H52B,H52C), C53(H53A,
 H53B,H53C), C55(H55A,H55B,H55C), C57(H57A,H57B,H57C), C58(H58A,H58B,H58C),
 C78(H78A,H78B,H78C), C79(H79A,H79B,H79C), C81(H81A,H81B,H81C), C82(H82A,H82B,
 H82C), C83(H83A,H83B,H83C), C84(H84A,H84B,H84C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.26931(2) 0.72071(4) 0.49992(2) 0.02001(8) Uani 1 1 d . . . . .
Fe2 Fe 0.44415(2) 0.15926(4) 0.32700(2) 0.02465(8) Uani 1 1 d . . . . .
Fe3 Fe 0.12901(2) 0.38339(4) 0.12824(2) 0.02407(8) Uani 1 1 d . . . . .
N1 N 0.21316(7) 0.7832(2) 0.50355(5) 0.0216(4) Uani 1 1 d . . . . .
N2 N 0.31251(7) 0.7784(2) 0.53287(5) 0.0264(4) Uani 1 1 d . . . . .
N3 N 0.42992(7) 0.2348(2) 0.28603(6) 0.0274(5) Uani 1 1 d . . . . .
N4 N 0.50132(8) 0.1984(2) 0.34528(5) 0.0309(5) Uani 1 1 d . . . . .
N5 N 0.08320(7) 0.3178(2) 0.09824(6) 0.0294(5) Uani 1 1 d . . . . .
N6 N 0.18392(7) 0.3341(2) 0.11919(6) 0.0304(5) Uani 1 1 d . . . . .
O1 O 0.17787(6) 0.8404(2) 0.51196(5) 0.0339(4) Uani 1 1 d . . . . .
O2 O 0.33713(7) 0.8358(2) 0.55766(5) 0.0436(5) Uani 1 1 d . . . . .
O3 O 0.42979(7) 0.2960(2) 0.25806(5) 0.0389(4) Uani 1 1 d . . . . .
O4 O 0.54200(7) 0.2436(2) 0.35187(5) 0.0456(5) Uani 1 1 d . . . . .
O5 O 0.05900(7) 0.2599(2) 0.07315(6) 0.0470(5) Uani 1 1 d . . . . .
O6 O 0.21857(7) 0.2826(3) 0.10875(6) 0.0491(5) Uani 1 1 d . . . . .
S1 S 0.29710(2) 0.81620(8) 0.45173(2) 0.03336(15) Uani 1 1 d . . . . .
S2 S 0.39725(2) 0.25098(8) 0.36549(2) 0.03416(15) Uani 1 1 d . . . . .
S3 S 0.12858(2) 0.28366(8) 0.18276(2) 0.03466(15) Uani 1 1 d . . . . .
C1 C 0.26824(8) 0.4671(3) 0.50134(6) 0.0194(5) Uani 1 1 d . . . . .
C2 C 0.43900(9) -0.0930(3) 0.32271(6) 0.0274(5) Uani 1 1 d . . . . .
C3 C 0.12470(8) 0.6362(3) 0.12891(6) 0.0210(5) Uani 1 1 d . . . . .
C4 C 0.15422(16) 1.1601(5) 0.31155(10) 0.0890(14) Uani 1 1 d . . . . .
H4A H 0.1668 1.2645 0.3223 0.134 Uiso 1 1 calc R U . . .
H4B H 0.1250 1.1819 0.2945 0.134 Uiso 1 1 calc R U . . .
H4C H 0.1788 1.1086 0.2993 0.134 Uiso 1 1 calc R U . . .
C5 C 0.28349(11) 0.0903(4) 0.17976(8) 0.0523(8) Uani 1 1 d . . . . .
H5A H 0.2719 0.0008 0.1634 0.079 Uiso 1 1 calc R U . . .
H5B H 0.3002 0.1734 0.1674 0.079 Uiso 1 1 calc R U . . .
H5C H 0.2559 0.1416 0.1886 0.079 Uiso 1 1 calc R U . . .
C6 C -0.07056(12) -0.0142(4) 0.24192(9) 0.0614(9) Uani 1 1 d . . . . .
H6A H -0.0564 -0.1223 0.2381 0.092 Uiso 1 1 calc R U . . .
H6B H -0.1049 -0.0279 0.2440 0.092 Uiso 1 1 calc R U . . .
H6C H -0.0534 0.0350 0.2637 0.092 Uiso 1 1 calc R U . . .
C7 C 0.53985(9) -0.1378(3) 0.38230(7) 0.0308(6) Uani 1 1 d . . . . .
C8 C 0.38187(9) -0.1083(3) 0.26684(6) 0.0281(5) Uani 1 1 d . . . . .
C9 C 0.34204(9) 0.3368(3) 0.34428(6) 0.0272(5) Uani 1 1 d . . . . .
C10 C 0.31793(9) 0.4481(3) 0.36328(6) 0.0301(6) Uani 1 1 d . . . . .
H10 H 0.3320 0.4767 0.3867 0.036 Uiso 1 1 calc R U . . .
C11 C 0.25254(9) 0.4744(3) 0.31493(6) 0.0287(5) Uani 1 1 d . . . . .
C12 C 0.48995(9) -0.1606(3) 0.37952(7) 0.0294(6) Uani 1 1 d . . . . .
C13 C 0.32029(9) 0.2973(3) 0.30993(6) 0.0299(6) Uani 1 1 d . . . . .
H13 H 0.3362 0.2231 0.2962 0.036 Uiso 1 1 calc R U . . .
C14 C 0.33353(10) -0.0851(3) 0.27054(7) 0.0329(6) Uani 1 1 d . . . . .
C15 C 0.39904(10) -0.0716(3) 0.23546(7) 0.0344(6) Uani 1 1 d . . . . .
C16 C 0.27607(9) 0.3642(3) 0.29554(7) 0.0304(6) Uani 1 1 d . . . . .
H16 H 0.2617 0.3345 0.2722 0.037 Uiso 1 1 calc R U . . .
C17 C 0.27387(9) 0.5182(3) 0.34882(6) 0.0304(6) Uani 1 1 d . . . . .
H17 H 0.2585 0.5957 0.3621 0.037 Uiso 1 1 calc R U . . .
C18 C 0.54296(9) -0.0836(3) 0.44468(7) 0.0335(6) Uani 1 1 d . . . . .
C19 C 0.56544(9) -0.0968(3) 0.41503(7) 0.0316(6) Uani 1 1 d . . . . .
H19 H 0.5993 -0.0773 0.4172 0.038 Uiso 1 1 calc R U . . .
C20 C 0.36662(10) -0.0071(3) 0.20763(7) 0.0370(6) Uani 1 1 d . . . . .
H20 H 0.3778 0.0186 0.1860 0.044 Uiso 1 1 calc R U . . .
C21 C 0.46599(9) -0.1520(3) 0.40881(7) 0.0340(6) Uani 1 1 d . . . . .
C22 C 0.49355(10) -0.1142(3) 0.44113(7) 0.0387(6) Uani 1 1 d . . . . .
H22 H 0.4781 -0.1091 0.4616 0.046 Uiso 1 1 calc R U . . .
C23 C 0.18543(10) 0.6562(4) 0.31660(8) 0.0447(7) Uani 1 1 d . . . . .
H23A H 0.1764 0.6079 0.3382 0.067 Uiso 1 1 calc R U . . .
H23B H 0.1563 0.6953 0.3013 0.067 Uiso 1 1 calc R U . . .
H23C H 0.2075 0.7494 0.3229 0.067 Uiso 1 1 calc R U . . .
C24 C 0.45151(10) -0.0983(4) 0.23182(8) 0.0502(8) Uani 1 1 d . . . . .
H24A H 0.4722 -0.0399 0.2509 0.075 Uiso 1 1 calc R U . . .
H24B H 0.4575 -0.0555 0.2089 0.075 Uiso 1 1 calc R U . . .
H24C H 0.4589 -0.2167 0.2333 0.075 Uiso 1 1 calc R U . . .
C25 C 0.31533(11) -0.1276(4) 0.30442(8) 0.0502(8) Uani 1 1 d . . . . .
H25A H 0.2807 -0.1016 0.3021 0.075 Uiso 1 1 calc R U . . .
H25B H 0.3332 -0.0631 0.3239 0.075 Uiso 1 1 calc R U . . .
H25C H 0.3202 -0.2458 0.3094 0.075 Uiso 1 1 calc R U . . .
C26 C 0.30235(10) -0.0182(3) 0.24205(7) 0.0363(6) Uani 1 1 d . . . . .
H26 H 0.2694 0.0009 0.2443 0.044 Uiso 1 1 calc R U . . .
C27 C 0.42036(12) -0.3593(3) 0.29982(8) 0.0500(8) Uani 1 1 d . . . . .
H27A H 0.4349 -0.4072 0.2800 0.060 Uiso 1 1 calc R U . . .
H27B H 0.3890 -0.4141 0.3010 0.060 Uiso 1 1 calc R U . . .
C28 C 0.56571(11) -0.1575(4) 0.35075(8) 0.0472(7) Uani 1 1 d . . . . .
H28A H 0.5989 -0.1161 0.3566 0.071 Uiso 1 1 calc R U . . .
H28B H 0.5486 -0.0946 0.3307 0.071 Uiso 1 1 calc R U . . .
H28C H 0.5664 -0.2747 0.3443 0.071 Uiso 1 1 calc R U . . .
C29 C 0.45453(13) -0.3744(3) 0.33476(8) 0.0530(9) Uani 1 1 d . . . . .
H29A H 0.4394 -0.4376 0.3524 0.064 Uiso 1 1 calc R U . . .
H29B H 0.4853 -0.4286 0.3314 0.064 Uiso 1 1 calc R U . . .
C30 C 0.57109(10) -0.0356(4) 0.47995(7) 0.0463(7) Uani 1 1 d . . . . .
H30A H 0.6053 -0.0642 0.4805 0.070 Uiso 1 1 calc R U . . .
H30B H 0.5582 -0.0951 0.4988 0.070 Uiso 1 1 calc R U . . .
H30C H 0.5681 0.0837 0.4835 0.070 Uiso 1 1 calc R U . . .
C31 C 0.41212(10) -0.1813(4) 0.40578(9) 0.0540(9) Uani 1 1 d . . . . .
H31A H 0.4023 -0.1713 0.4292 0.081 Uiso 1 1 calc R U . . .
H31B H 0.4044 -0.2925 0.3964 0.081 Uiso 1 1 calc R U . . .
H31C H 0.3947 -0.0992 0.3898 0.081 Uiso 1 1 calc R U . . .
C32 C 0.31828(10) 0.0210(3) 0.21050(7) 0.0356(6) Uani 1 1 d . . . . .
C33 C 0.03972(8) 0.6790(3) 0.10018(6) 0.0226(5) Uani 1 1 d . . . . .
C34 C 0.20891(8) 0.6820(3) 0.15745(6) 0.0232(5) Uani 1 1 d . . . . .
C35 C 0.07004(9) 0.2201(3) 0.18916(7) 0.0323(6) Uani 1 1 d . . . . .
C36 C -0.05145(8) 0.5946(3) 0.06462(6) 0.0261(5) Uani 1 1 d . . . . .
C37 C 0.21676(9) 0.6621(3) 0.19394(6) 0.0286(5) Uani 1 1 d . . . . .
C38 C -0.01203(8) 0.6081(3) 0.04676(6) 0.0274(5) Uani 1 1 d . . . . .
H38 H -0.0166 0.5888 0.0220 0.033 Uiso 1 1 calc R U . . .
C39 C 0.03411(8) 0.6491(3) 0.06393(6) 0.0260(5) Uani 1 1 d . . . . .
C40 C 0.00073(8) 0.6705(3) 0.11897(6) 0.0266(5) Uani 1 1 d . . . . .
C41 C 0.09676(9) 0.9107(3) 0.12166(7) 0.0332(6) Uani 1 1 d . . . . .
H41A H 0.0769 0.9641 0.1378 0.040 Uiso 1 1 calc R U . . .
H41B H 0.0910 0.9670 0.0984 0.040 Uiso 1 1 calc R U . . .
C42 C 0.15030(9) 0.9127(3) 0.13728(8) 0.0396(7) Uani 1 1 d . . . . .
H42A H 0.1698 0.9685 0.1212 0.047 Uiso 1 1 calc R U . . .
H42B H 0.1557 0.9685 0.1606 0.047 Uiso 1 1 calc R U . . .
C43 C 0.29906(9) 0.5769(3) 0.19020(7) 0.0358(6) Uani 1 1 d . . . . .
C44 C 0.26227(10) 0.6084(3) 0.20966(7) 0.0346(6) Uani 1 1 d . . . . .
H44 H 0.2683 0.5928 0.2346 0.042 Uiso 1 1 calc R U . . .
C45 C 0.29021(9) 0.6031(3) 0.15401(7) 0.0362(6) Uani 1 1 d . . . . .
H45 H 0.3156 0.5849 0.1405 0.043 Uiso 1 1 calc R U . . .
C46 C 0.24514(8) 0.6555(3) 0.13683(7) 0.0287(5) Uani 1 1 d . . . . .
C47 C -0.04438(8) 0.6266(3) 0.10062(7) 0.0280(5) Uani 1 1 d . . . . .
H47 H -0.0711 0.6183 0.1132 0.034 Uiso 1 1 calc R U . . .
C48 C -0.10063(9) 0.5480(3) 0.04499(7) 0.0359(6) Uani 1 1 d . . . . .
H48A H -0.1043 0.4275 0.0451 0.054 Uiso 1 1 calc R U . . .
H48B H -0.1037 0.5872 0.0205 0.054 Uiso 1 1 calc R U . . .
H48C H -0.1259 0.5990 0.0566 0.054 Uiso 1 1 calc R U . . .
C49 C -0.02052(10) 0.1262(3) 0.20628(7) 0.0401(7) Uani 1 1 d . . . . .
C50 C 0.02146(10) 0.0585(3) 0.22478(7) 0.0387(6) Uani 1 1 d . . . . .
H50 H 0.0198 -0.0188 0.2433 0.046 Uiso 1 1 calc R U . . .
C51 C 0.06627(10) 0.1054(3) 0.21589(7) 0.0355(6) Uani 1 1 d . . . . .
H51 H 0.0950 0.0578 0.2284 0.043 Uiso 1 1 calc R U . . .
C52 C 0.07597(9) 0.6593(3) 0.04360(7) 0.0373(6) Uani 1 1 d . . . . .
H52A H 0.0958 0.5592 0.0478 0.056 Uiso 1 1 calc R U . . .
H52B H 0.0958 0.7563 0.0514 0.056 Uiso 1 1 calc R U . . .
H52C H 0.0637 0.6691 0.0183 0.056 Uiso 1 1 calc R U . . .
C53 C 0.17791(11) 0.6994(4) 0.21621(7) 0.0444(7) Uani 1 1 d . . . . .
H53A H 0.1719 0.8188 0.2161 0.067 Uiso 1 1 calc R U . . .
H53B H 0.1886 0.6622 0.2406 0.067 Uiso 1 1 calc R U . . .
H53C H 0.1480 0.6415 0.2064 0.067 Uiso 1 1 calc R U . . .
C54 C 0.02689(10) 0.2821(4) 0.17066(8) 0.0426(7) Uani 1 1 d . . . . .
H54 H 0.0281 0.3576 0.1518 0.051 Uiso 1 1 calc R U . . .
C55 C 0.00631(10) 0.7133(4) 0.15764(7) 0.0421(7) Uani 1 1 d . . . . .
H55A H 0.0058 0.8337 0.1604 0.063 Uiso 1 1 calc R U . . .
H55B H 0.0372 0.6697 0.1698 0.063 Uiso 1 1 calc R U . . .
H55C H -0.0204 0.6644 0.1680 0.063 Uiso 1 1 calc R U . . .
C56 C -0.01732(11) 0.2366(4) 0.17905(8) 0.0480(8) Uani 1 1 d . . . . .
H56 H -0.0461 0.2815 0.1660 0.058 Uiso 1 1 calc R U . . .
C57 C 0.23615(10) 0.6822(4) 0.09759(7) 0.0453(7) Uani 1 1 d . . . . .
H57A H 0.2377 0.8006 0.0925 0.068 Uiso 1 1 calc R U . . .
H57B H 0.2040 0.6397 0.0878 0.068 Uiso 1 1 calc R U . . .
H57C H 0.2609 0.6236 0.0867 0.068 Uiso 1 1 calc R U . . .
C58 C 0.34778(10) 0.5155(4) 0.20816(9) 0.0555(9) Uani 1 1 d . . . . .
H58A H 0.3498 0.5274 0.2339 0.083 Uiso 1 1 calc R U . . .
H58B H 0.3736 0.5805 0.2000 0.083 Uiso 1 1 calc R U . . .
H58C H 0.3516 0.3988 0.2023 0.083 Uiso 1 1 calc R U . . .
C59 C 0.18206(8) 0.4202(3) 0.47678(6) 0.0218(5) Uani 1 1 d . . . . .
C60 C 0.35435(8) 0.4310(3) 0.52591(6) 0.0252(5) Uani 1 1 d . . . . .
C61 C 0.36782(8) 0.4592(3) 0.56196(6) 0.0281(5) Uani 1 1 d . . . . .
C62 C 0.17152(9) 0.4369(3) 0.44029(7) 0.0303(6) Uani 1 1 d . . . . .
C63 C 0.25063(9) 0.8865(3) 0.41846(6) 0.0277(5) Uani 1 1 d . . . . .
C64 C 0.14701(9) 0.4431(3) 0.49860(7) 0.0302(6) Uani 1 1 d . . . . .
C65 C 0.43139(8) 0.5247(3) 0.51430(7) 0.0320(6) Uani 1 1 d . . . . .
H65 H 0.4531 0.5477 0.4981 0.038 Uiso 1 1 calc R U . . .
C66 C 0.41401(9) 0.5217(3) 0.57324(7) 0.0319(6) Uani 1 1 d . . . . .
H66 H 0.4239 0.5413 0.5978 0.038 Uiso 1 1 calc R U . . .
C67 C 0.38567(8) 0.4602(3) 0.50142(6) 0.0278(5) Uani 1 1 d . . . . .
C68 C 0.16754(10) 0.8978(3) 0.38922(7) 0.0355(6) Uani 1 1 d . . . . .
H68 H 0.1347 0.8647 0.3880 0.043 Uiso 1 1 calc R U . . .
C69 C 0.26288(10) 0.9916(3) 0.39247(7) 0.0347(6) Uani 1 1 d . . . . .
H69 H 0.2958 1.0236 0.3932 0.042 Uiso 1 1 calc R U . . .
C70 C 0.20185(9) 0.8403(3) 0.41619(7) 0.0308(6) Uani 1 1 d . . . . .
H70 H 0.1923 0.7683 0.4335 0.037 Uiso 1 1 calc R U . . .
C71 C 0.44604(8) 0.5564(3) 0.55012(7) 0.0312(6) Uani 1 1 d . . . . .
C72 C 0.24068(9) 0.1911(3) 0.49777(8) 0.0386(7) Uani 1 1 d . . . . .
H72A H 0.2338 0.1280 0.4754 0.046 Uiso 1 1 calc R U . . .
H72B H 0.2219 0.1432 0.5153 0.046 Uiso 1 1 calc R U . . .
C73 C 0.18062(11) 1.0036(3) 0.36383(7) 0.0390(7) Uani 1 1 d . . . . .
C74 C 0.12462(10) 0.4845(3) 0.42603(8) 0.0435(7) Uani 1 1 d . . . . .
H74 H 0.1168 0.4984 0.4011 0.052 Uiso 1 1 calc R U . . .
C75 C 0.22824(11) 1.0510(3) 0.36546(7) 0.0388(7) Uani 1 1 d . . . . .
H75 H 0.2374 1.1240 0.3482 0.047 Uiso 1 1 calc R U . . .
C76 C 0.10078(9) 0.4899(3) 0.48250(9) 0.0443(8) Uani 1 1 d . . . . .
H76 H 0.0764 0.5069 0.4969 0.053 Uiso 1 1 calc R U . . .
C77 C 0.29483(10) 0.1930(3) 0.51191(9) 0.0490(8) Uani 1 1 d . . . . .
H77A H 0.3017 0.1420 0.5357 0.059 Uiso 1 1 calc R U . . .
H77B H 0.3135 0.1343 0.4957 0.059 Uiso 1 1 calc R U . . .
C78 C 0.37101(9) 0.4239(4) 0.46276(7) 0.0391(7) Uani 1 1 d . . . . .
H78A H 0.3633 0.3062 0.4596 0.059 Uiso 1 1 calc R U . . .
H78B H 0.3977 0.4518 0.4499 0.059 Uiso 1 1 calc R U . . .
H78C H 0.3425 0.4900 0.4535 0.059 Uiso 1 1 calc R U . . .
C79 C 0.49561(9) 0.6273(4) 0.56306(8) 0.0449(7) Uani 1 1 d . . . . .
H79A H 0.4925 0.7219 0.5786 0.067 Uiso 1 1 calc R U . . .
H79B H 0.5105 0.6637 0.5428 0.067 Uiso 1 1 calc R U . . .
H79C H 0.5160 0.5425 0.5762 0.067 Uiso 1 1 calc R U . . .
C80 C 0.08923(10) 0.5121(3) 0.44673(10) 0.0476(8) Uani 1 1 d . . . . .
C81 C 0.33355(10) 0.4292(4) 0.58802(7) 0.0418(7) Uani 1 1 d . . . . .
H81A H 0.3304 0.3100 0.5917 0.063 Uiso 1 1 calc R U . . .
H81B H 0.3017 0.4756 0.5788 0.063 Uiso 1 1 calc R U . . .
H81C H 0.3462 0.4824 0.6106 0.063 Uiso 1 1 calc R U . . .
C82 C 0.20954(12) 0.4059(4) 0.41744(8) 0.0514(8) Uani 1 1 d . . . . .
H82A H 0.2352 0.4890 0.4225 0.077 Uiso 1 1 calc R U . . .
H82B H 0.1950 0.4129 0.3925 0.077 Uiso 1 1 calc R U . . .
H82C H 0.2233 0.2955 0.4224 0.077 Uiso 1 1 calc R U . . .
C83 C 0.03876(11) 0.5666(4) 0.43026(12) 0.0850(14) Uani 1 1 d . . . . .
H83A H 0.0147 0.4928 0.4381 0.127 Uiso 1 1 calc R U . . .
H83B H 0.0359 0.5621 0.4044 0.127 Uiso 1 1 calc R U . . .
H83C H 0.0331 0.6800 0.4376 0.127 Uiso 1 1 calc R U . . .
C84 C 0.15882(12) 0.4224(4) 0.53791(8) 0.0527(8) Uani 1 1 d . . . . .
H84A H 0.1662 0.3061 0.5435 0.079 Uiso 1 1 calc R U . . .
H84B H 0.1310 0.4567 0.5490 0.079 Uiso 1 1 calc R U . . .
H84C H 0.1870 0.4908 0.5470 0.079 Uiso 1 1 calc R U . . .
N7 N 0.22968(7) 0.3686(2) 0.49197(5) 0.0261(4) Uani 1 1 d . . . . .
N8 N 0.30614(7) 0.3712(2) 0.51337(5) 0.0273(5) Uani 1 1 d . . . . .
N9 N 0.41452(8) -0.1775(2) 0.29595(6) 0.0338(5) Uani 1 1 d . . . . .
N10 N 0.46250(8) -0.2002(2) 0.34566(6) 0.0327(5) Uani 1 1 d . . . . .
N11 N 0.08624(7) 0.7320(2) 0.11802(5) 0.0265(4) Uani 1 1 d . . . . .
N12 N 0.16202(7) 0.7357(2) 0.14072(5) 0.0247(4) Uani 1 1 d . . . . .
O7 O 0.14278(8) 1.0522(3) 0.33834(5) 0.0560(6) Uani 1 1 d . . . . .
O8 O 0.20897(6) 0.5341(2) 0.29833(5) 0.0387(4) Uani 1 1 d . . . . .
O9 O -0.06626(7) 0.0913(3) 0.21274(6) 0.0578(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N1 1.6734(19) . ?
Fe1 N2 1.671(2) . ?
Fe1 S1 2.2431(7) . ?
Fe1 C1 2.052(2) . ?
Fe2 N3 1.671(2) . ?
Fe2 N4 1.672(2) . ?
Fe2 S2 2.2409(8) . ?
Fe2 C2 2.050(2) . ?
Fe3 N5 1.668(2) . ?
Fe3 N6 1.671(2) . ?
Fe3 S3 2.2367(8) . ?
Fe3 C3 2.049(2) . ?
N1 O1 1.177(2) . ?
N2 O2 1.178(2) . ?
N3 O3 1.178(2) . ?
N4 O4 1.183(2) . ?
N5 O5 1.182(3) . ?
N6 O6 1.178(3) . ?
S1 C63 1.766(3) . ?
S2 C9 1.770(3) . ?
S3 C35 1.766(3) . ?
C1 N7 1.343(3) . ?
C1 N8 1.336(3) . ?
C2 N9 1.329(3) . ?
C2 N10 1.333(3) . ?
C3 N11 1.338(3) . ?
C3 N12 1.340(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C4 O7 1.419(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C5 C32 1.513(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C6 O9 1.424(3) . ?
C7 C12 1.393(3) . ?
C7 C19 1.383(3) . ?
C7 C28 1.506(4) . ?
C8 C14 1.391(4) . ?
C8 C15 1.391(3) . ?
C8 N9 1.439(3) . ?
C9 C10 1.393(3) . ?
C9 C13 1.397(3) . ?
C10 H10 0.9500 . ?
C10 C17 1.390(3) . ?
C11 C16 1.388(3) . ?
C11 C17 1.386(3) . ?
C11 O8 1.371(3) . ?
C12 C21 1.391(4) . ?
C12 N10 1.436(3) . ?
C13 H13 0.9500 . ?
C13 C16 1.383(3) . ?
C14 C25 1.502(4) . ?
C14 C26 1.395(4) . ?
C15 C20 1.389(4) . ?
C15 C24 1.508(4) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 C19 1.382(4) . ?
C18 C22 1.388(4) . ?
C18 C30 1.503(4) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C20 C32 1.390(4) . ?
C21 C22 1.386(4) . ?
C21 C31 1.510(4) . ?
C22 H22 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C23 O8 1.427(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26 0.9500 . ?
C26 C32 1.385(4) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C29 1.523(4) . ?
C27 N9 1.485(3) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 N10 1.476(3) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C33 C39 1.392(3) . ?
C33 C40 1.395(3) . ?
C33 N11 1.437(3) . ?
C34 C37 1.388(3) . ?
C34 C46 1.391(3) . ?
C34 N12 1.434(3) . ?
C35 C51 1.396(3) . ?
C35 C54 1.393(4) . ?
C36 C38 1.386(3) . ?
C36 C47 1.385(3) . ?
C36 C48 1.509(3) . ?
C37 C44 1.390(3) . ?
C37 C53 1.509(4) . ?
C38 H38 0.9500 . ?
C38 C39 1.393(3) . ?
C39 C52 1.502(3) . ?
C40 C47 1.391(3) . ?
C40 C55 1.503(3) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.523(3) . ?
C41 N11 1.477(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C42 N12 1.470(3) . ?
C43 C44 1.381(4) . ?
C43 C45 1.384(4) . ?
C43 C58 1.511(3) . ?
C44 H44 0.9500 . ?
C45 H45 0.9500 . ?
C45 C46 1.393(3) . ?
C46 C57 1.498(4) . ?
C47 H47 0.9500 . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
C49 C50 1.386(4) . ?
C49 C56 1.385(4) . ?
C49 O9 1.367(3) . ?
C50 H50 0.9500 . ?
C50 C51 1.399(4) . ?
C51 H51 0.9500 . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
C53 H53A 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53C 0.9800 . ?
C54 H54 0.9500 . ?
C54 C56 1.373(4) . ?
C55 H55A 0.9800 . ?
C55 H55B 0.9800 . ?
C55 H55C 0.9800 . ?
C56 H56 0.9500 . ?
C57 H57A 0.9800 . ?
C57 H57B 0.9800 . ?
C57 H57C 0.9800 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?
C59 C62 1.387(3) . ?
C59 C64 1.392(3) . ?
C59 N7 1.429(3) . ?
C60 C61 1.391(3) . ?
C60 C67 1.396(3) . ?
C60 N8 1.441(3) . ?
C61 C66 1.391(3) . ?
C61 C81 1.503(4) . ?
C62 C74 1.394(4) . ?
C62 C82 1.496(4) . ?
C63 C69 1.390(3) . ?
C63 C70 1.402(3) . ?
C64 C76 1.395(4) . ?
C64 C84 1.498(4) . ?
C65 H65 0.9500 . ?
C65 C67 1.397(3) . ?
C65 C71 1.391(3) . ?
C66 H66 0.9500 . ?
C66 C71 1.379(4) . ?
C67 C78 1.501(3) . ?
C68 H68 0.9500 . ?
C68 C70 1.377(3) . ?
C68 C73 1.384(4) . ?
C69 H69 0.9500 . ?
C69 C75 1.388(4) . ?
C70 H70 0.9500 . ?
C71 C79 1.510(3) . ?
C72 H72A 0.9900 . ?
C72 H72B 0.9900 . ?
C72 C77 1.526(3) . ?
C72 N7 1.478(3) . ?
C73 C75 1.376(4) . ?
C73 O7 1.380(3) . ?
C74 H74 0.9500 . ?
C74 C80 1.376(4) . ?
C75 H75 0.9500 . ?
C76 H76 0.9500 . ?
C76 C80 1.368(4) . ?
C77 H77A 0.9900 . ?
C77 H77B 0.9900 . ?
C77 N8 1.475(3) . ?
C78 H78A 0.9800 . ?
C78 H78B 0.9800 . ?
C78 H78C 0.9800 . ?
C79 H79A 0.9800 . ?
C79 H79B 0.9800 . ?
C79 H79C 0.9800 . ?
C80 C83 1.518(4) . ?
C81 H81A 0.9800 . ?
C81 H81B 0.9800 . ?
C81 H81C 0.9800 . ?
C82 H82A 0.9800 . ?
C82 H82B 0.9800 . ?
C82 H82C 0.9800 . ?
C83 H83A 0.9800 . ?
C83 H83B 0.9800 . ?
C83 H83C 0.9800 . ?
C84 H84A 0.9800 . ?
C84 H84B 0.9800 . ?
C84 H84C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 S1 114.25(7) . . ?
N1 Fe1 C1 106.38(9) . . ?
N2 Fe1 N1 115.49(9) . . ?
N2 Fe1 S1 102.84(7) . . ?
N2 Fe1 C1 105.71(9) . . ?
C1 Fe1 S1 111.97(6) . . ?
N3 Fe2 N4 113.38(10) . . ?
N3 Fe2 S2 114.54(7) . . ?
N3 Fe2 C2 106.57(9) . . ?
N4 Fe2 S2 106.25(8) . . ?
N4 Fe2 C2 105.82(10) . . ?
C2 Fe2 S2 109.95(7) . . ?
N5 Fe3 N6 114.39(10) . . ?
N5 Fe3 S3 114.37(7) . . ?
N5 Fe3 C3 106.61(9) . . ?
N6 Fe3 S3 104.06(8) . . ?
N6 Fe3 C3 107.36(9) . . ?
C3 Fe3 S3 109.85(7) . . ?
O1 N1 Fe1 167.35(18) . . ?
O2 N2 Fe1 168.95(18) . . ?
O3 N3 Fe2 166.32(19) . . ?
O4 N4 Fe2 166.3(2) . . ?
O5 N5 Fe3 165.1(2) . . ?
O6 N6 Fe3 169.14(19) . . ?
C63 S1 Fe1 113.18(8) . . ?
C9 S2 Fe2 112.63(8) . . ?
C35 S3 Fe3 111.79(9) . . ?
N7 C1 Fe1 126.88(15) . . ?
N8 C1 Fe1 125.13(16) . . ?
N8 C1 N7 107.93(19) . . ?
N9 C2 Fe2 126.49(18) . . ?
N9 C2 N10 108.4(2) . . ?
N10 C2 Fe2 125.02(18) . . ?
N11 C3 Fe3 128.33(16) . . ?
N11 C3 N12 107.60(19) . . ?
N12 C3 Fe3 124.06(16) . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O7 C4 H4A 109.5 . . ?
O7 C4 H4B 109.5 . . ?
O7 C4 H4C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C32 C5 H5A 109.5 . . ?
C32 C5 H5B 109.5 . . ?
C32 C5 H5C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O9 C6 H6A 109.5 . . ?
O9 C6 H6B 109.5 . . ?
O9 C6 H6C 109.5 . . ?
C12 C7 C28 121.5(2) . . ?
C19 C7 C12 118.2(2) . . ?
C19 C7 C28 120.3(2) . . ?
C14 C8 N9 118.9(2) . . ?
C15 C8 C14 121.8(2) . . ?
C15 C8 N9 119.3(2) . . ?
C10 C9 S2 118.11(18) . . ?
C10 C9 C13 117.6(2) . . ?
C13 C9 S2 124.29(19) . . ?
C9 C10 H10 119.2 . . ?
C17 C10 C9 121.7(2) . . ?
C17 C10 H10 119.2 . . ?
C17 C11 C16 119.5(2) . . ?
O8 C11 C16 116.0(2) . . ?
O8 C11 C17 124.5(2) . . ?
C7 C12 N10 119.2(2) . . ?
C21 C12 C7 122.1(2) . . ?
C21 C12 N10 118.7(2) . . ?
C9 C13 H13 119.4 . . ?
C16 C13 C9 121.1(2) . . ?
C16 C13 H13 119.4 . . ?
C8 C14 C25 121.2(2) . . ?
C8 C14 C26 118.2(2) . . ?
C26 C14 C25 120.6(3) . . ?
C8 C15 C24 121.1(2) . . ?
C20 C15 C8 118.1(2) . . ?
C20 C15 C24 120.8(2) . . ?
C11 C16 H16 119.8 . . ?
C13 C16 C11 120.4(2) . . ?
C13 C16 H16 119.8 . . ?
C10 C17 H17 120.2 . . ?
C11 C17 C10 119.6(2) . . ?
C11 C17 H17 120.2 . . ?
C19 C18 C22 118.4(2) . . ?
C19 C18 C30 121.0(2) . . ?
C22 C18 C30 120.6(2) . . ?
C7 C19 H19 119.2 . . ?
C18 C19 C7 121.6(2) . . ?
C18 C19 H19 119.2 . . ?
C15 C20 H20 119.1 . . ?
C15 C20 C32 121.9(2) . . ?
C32 C20 H20 119.1 . . ?
C12 C21 C31 121.8(3) . . ?
C22 C21 C12 117.3(2) . . ?
C22 C21 C31 120.9(3) . . ?
C18 C22 H22 118.8 . . ?
C21 C22 C18 122.3(2) . . ?
C21 C22 H22 118.8 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O8 C23 H23A 109.5 . . ?
O8 C23 H23B 109.5 . . ?
O8 C23 H23C 109.5 . . ?
C15 C24 H24A 109.5 . . ?
C15 C24 H24B 109.5 . . ?
C15 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C14 C25 H25A 109.5 . . ?
C14 C25 H25B 109.5 . . ?
C14 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C14 C26 H26 119.2 . . ?
C32 C26 C14 121.6(3) . . ?
C32 C26 H26 119.2 . . ?
H27A C27 H27B 109.2 . . ?
C29 C27 H27A 111.3 . . ?
C29 C27 H27B 111.3 . . ?
N9 C27 H27A 111.3 . . ?
N9 C27 H27B 111.3 . . ?
N9 C27 C29 102.2(2) . . ?
C7 C28 H28A 109.5 . . ?
C7 C28 H28B 109.5 . . ?
C7 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C27 C29 H29A 111.2 . . ?
C27 C29 H29B 111.2 . . ?
H29A C29 H29B 109.2 . . ?
N10 C29 C27 102.6(2) . . ?
N10 C29 H29A 111.2 . . ?
N10 C29 H29B 111.2 . . ?
C18 C30 H30A 109.5 . . ?
C18 C30 H30B 109.5 . . ?
C18 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C21 C31 H31A 109.5 . . ?
C21 C31 H31B 109.5 . . ?
C21 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C20 C32 C5 121.0(3) . . ?
C26 C32 C5 120.5(3) . . ?
C26 C32 C20 118.5(2) . . ?
C39 C33 C40 121.8(2) . . ?
C39 C33 N11 118.7(2) . . ?
C40 C33 N11 119.4(2) . . ?
C37 C34 C46 122.4(2) . . ?
C37 C34 N12 118.4(2) . . ?
C46 C34 N12 119.2(2) . . ?
C51 C35 S3 118.0(2) . . ?
C54 C35 S3 124.9(2) . . ?
C54 C35 C51 117.0(2) . . ?
C38 C36 C48 120.4(2) . . ?
C47 C36 C38 118.2(2) . . ?
C47 C36 C48 121.4(2) . . ?
C34 C37 C44 117.6(2) . . ?
C34 C37 C53 121.8(2) . . ?
C44 C37 C53 120.5(2) . . ?
C36 C38 H38 118.9 . . ?
C36 C38 C39 122.3(2) . . ?
C39 C38 H38 118.9 . . ?
C33 C39 C38 117.7(2) . . ?
C33 C39 C52 121.9(2) . . ?
C38 C39 C52 120.4(2) . . ?
C33 C40 C55 121.6(2) . . ?
C47 C40 C33 118.1(2) . . ?
C47 C40 C55 120.3(2) . . ?
H41A C41 H41B 109.2 . . ?
C42 C41 H41A 111.3 . . ?
C42 C41 H41B 111.3 . . ?
N11 C41 H41A 111.3 . . ?
N11 C41 H41B 111.3 . . ?
N11 C41 C42 102.51(18) . . ?
C41 C42 H42A 111.3 . . ?
C41 C42 H42B 111.3 . . ?
H42A C42 H42B 109.2 . . ?
N12 C42 C41 102.50(18) . . ?
N12 C42 H42A 111.3 . . ?
N12 C42 H42B 111.3 . . ?
C44 C43 C45 118.5(2) . . ?
C44 C43 C58 120.5(3) . . ?
C45 C43 C58 121.0(3) . . ?
C37 C44 H44 119.0 . . ?
C43 C44 C37 122.1(2) . . ?
C43 C44 H44 119.0 . . ?
C43 C45 H45 119.1 . . ?
C43 C45 C46 121.8(2) . . ?
C46 C45 H45 119.1 . . ?
C34 C46 C45 117.6(2) . . ?
C34 C46 C57 121.4(2) . . ?
C45 C46 C57 121.1(2) . . ?
C36 C47 C40 121.9(2) . . ?
C36 C47 H47 119.0 . . ?
C40 C47 H47 119.0 . . ?
C36 C48 H48A 109.5 . . ?
C36 C48 H48B 109.5 . . ?
C36 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C56 C49 C50 119.4(3) . . ?
O9 C49 C50 124.5(2) . . ?
O9 C49 C56 116.0(3) . . ?
C49 C50 H50 120.4 . . ?
C49 C50 C51 119.2(2) . . ?
C51 C50 H50 120.4 . . ?
C35 C51 C50 121.9(3) . . ?
C35 C51 H51 119.0 . . ?
C50 C51 H51 119.0 . . ?
C39 C52 H52A 109.5 . . ?
C39 C52 H52B 109.5 . . ?
C39 C52 H52C 109.5 . . ?
H52A C52 H52B 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
C37 C53 H53A 109.5 . . ?
C37 C53 H53B 109.5 . . ?
C37 C53 H53C 109.5 . . ?
H53A C53 H53B 109.5 . . ?
H53A C53 H53C 109.5 . . ?
H53B C53 H53C 109.5 . . ?
C35 C54 H54 119.2 . . ?
C56 C54 C35 121.6(3) . . ?
C56 C54 H54 119.2 . . ?
C40 C55 H55A 109.5 . . ?
C40 C55 H55B 109.5 . . ?
C40 C55 H55C 109.5 . . ?
H55A C55 H55B 109.5 . . ?
H55A C55 H55C 109.5 . . ?
H55B C55 H55C 109.5 . . ?
C49 C56 H56 119.6 . . ?
C54 C56 C49 120.8(3) . . ?
C54 C56 H56 119.6 . . ?
C46 C57 H57A 109.5 . . ?
C46 C57 H57B 109.5 . . ?
C46 C57 H57C 109.5 . . ?
H57A C57 H57B 109.5 . . ?
H57A C57 H57C 109.5 . . ?
H57B C57 H57C 109.5 . . ?
C43 C58 H58A 109.5 . . ?
C43 C58 H58B 109.5 . . ?
C43 C58 H58C 109.5 . . ?
H58A C58 H58B 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?
C62 C59 C64 121.9(2) . . ?
C62 C59 N7 118.5(2) . . ?
C64 C59 N7 119.4(2) . . ?
C61 C60 C67 122.3(2) . . ?
C61 C60 N8 118.8(2) . . ?
C67 C60 N8 118.9(2) . . ?
C60 C61 C66 117.6(2) . . ?
C60 C61 C81 121.8(2) . . ?
C66 C61 C81 120.5(2) . . ?
C59 C62 C74 117.5(2) . . ?
C59 C62 C82 120.7(2) . . ?
C74 C62 C82 121.8(3) . . ?
C69 C63 S1 118.5(2) . . ?
C69 C63 C70 117.5(2) . . ?
C70 C63 S1 123.95(18) . . ?
C59 C64 C76 117.4(2) . . ?
C59 C64 C84 121.3(2) . . ?
C76 C64 C84 121.3(3) . . ?
C67 C65 H65 119.0 . . ?
C71 C65 H65 119.0 . . ?
C71 C65 C67 122.0(2) . . ?
C61 C66 H66 118.8 . . ?
C71 C66 C61 122.5(2) . . ?
C71 C66 H66 118.8 . . ?
C60 C67 C65 117.4(2) . . ?
C60 C67 C78 121.5(2) . . ?
C65 C67 C78 121.1(2) . . ?
C70 C68 H68 119.8 . . ?
C70 C68 C73 120.4(3) . . ?
C73 C68 H68 119.8 . . ?
C63 C69 H69 119.2 . . ?
C75 C69 C63 121.6(3) . . ?
C75 C69 H69 119.2 . . ?
C63 C70 H70 119.5 . . ?
C68 C70 C63 120.9(2) . . ?
C68 C70 H70 119.5 . . ?
C65 C71 C79 120.6(2) . . ?
C66 C71 C65 118.1(2) . . ?
C66 C71 C79 121.3(2) . . ?
H72A C72 H72B 109.2 . . ?
C77 C72 H72A 111.3 . . ?
C77 C72 H72B 111.3 . . ?
N7 C72 H72A 111.3 . . ?
N7 C72 H72B 111.3 . . ?
N7 C72 C77 102.44(19) . . ?
C75 C73 C68 119.8(3) . . ?
C75 C73 O7 125.6(3) . . ?
O7 C73 C68 114.5(3) . . ?
C62 C74 H74 118.8 . . ?
C80 C74 C62 122.3(3) . . ?
C80 C74 H74 118.8 . . ?
C69 C75 H75 120.1 . . ?
C73 C75 C69 119.7(2) . . ?
C73 C75 H75 120.1 . . ?
C64 C76 H76 118.7 . . ?
C80 C76 C64 122.5(3) . . ?
C80 C76 H76 118.7 . . ?
C72 C77 H77A 111.2 . . ?
C72 C77 H77B 111.2 . . ?
H77A C77 H77B 109.2 . . ?
N8 C77 C72 102.60(19) . . ?
N8 C77 H77A 111.2 . . ?
N8 C77 H77B 111.2 . . ?
C67 C78 H78A 109.5 . . ?
C67 C78 H78B 109.5 . . ?
C67 C78 H78C 109.5 . . ?
H78A C78 H78B 109.5 . . ?
H78A C78 H78C 109.5 . . ?
H78B C78 H78C 109.5 . . ?
C71 C79 H79A 109.5 . . ?
C71 C79 H79B 109.5 . . ?
C71 C79 H79C 109.5 . . ?
H79A C79 H79B 109.5 . . ?
H79A C79 H79C 109.5 . . ?
H79B C79 H79C 109.5 . . ?
C74 C80 C83 120.8(3) . . ?
C76 C80 C74 118.3(2) . . ?
C76 C80 C83 121.0(3) . . ?
C61 C81 H81A 109.5 . . ?
C61 C81 H81B 109.5 . . ?
C61 C81 H81C 109.5 . . ?
H81A C81 H81B 109.5 . . ?
H81A C81 H81C 109.5 . . ?
H81B C81 H81C 109.5 . . ?
C62 C82 H82A 109.5 . . ?
C62 C82 H82B 109.5 . . ?
C62 C82 H82C 109.5 . . ?
H82A C82 H82B 109.5 . . ?
H82A C82 H82C 109.5 . . ?
H82B C82 H82C 109.5 . . ?
C80 C83 H83A 109.5 . . ?
C80 C83 H83B 109.5 . . ?
C80 C83 H83C 109.5 . . ?
H83A C83 H83B 109.5 . . ?
H83A C83 H83C 109.5 . . ?
H83B C83 H83C 109.5 . . ?
C64 C84 H84A 109.5 . . ?
C64 C84 H84B 109.5 . . ?
C64 C84 H84C 109.5 . . ?
H84A C84 H84B 109.5 . . ?
H84A C84 H84C 109.5 . . ?
H84B C84 H84C 109.5 . . ?
C1 N7 C59 126.38(18) . . ?
C1 N7 C72 113.37(18) . . ?
C59 N7 C72 120.23(18) . . ?
C1 N8 C60 124.76(19) . . ?
C1 N8 C77 113.61(19) . . ?
C60 N8 C77 121.61(18) . . ?
C2 N9 C8 125.8(2) . . ?
C2 N9 C27 113.4(2) . . ?
C8 N9 C27 120.6(2) . . ?
C2 N10 C12 126.1(2) . . ?
C2 N10 C29 113.4(2) . . ?
C12 N10 C29 120.3(2) . . ?
C3 N11 C33 126.78(18) . . ?
C3 N11 C41 113.52(18) . . ?
C33 N11 C41 119.27(18) . . ?
C3 N12 C34 125.33(18) . . ?
C3 N12 C42 113.84(18) . . ?
C34 N12 C42 120.71(18) . . ?
C73 O7 C4 116.9(3) . . ?
C11 O8 C23 117.4(2) . . ?
C49 O9 C6 117.3(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
Fe1 S1 C63 C69 161.07(17) . . . . ?
Fe1 S1 C63 C70 -20.1(2) . . . . ?
Fe1 C1 N7 C59 4.6(3) . . . . ?
Fe1 C1 N7 C72 -177.23(18) . . . . ?
Fe1 C1 N8 C60 -2.7(3) . . . . ?
Fe1 C1 N8 C77 178.9(2) . . . . ?
Fe2 S2 C9 C10 -157.63(17) . . . . ?
Fe2 S2 C9 C13 24.1(2) . . . . ?
Fe2 C2 N9 C8 -8.4(4) . . . . ?
Fe2 C2 N9 C27 176.6(2) . . . . ?
Fe2 C2 N10 C12 9.2(4) . . . . ?
Fe2 C2 N10 C29 -176.2(2) . . . . ?
Fe3 S3 C35 C51 157.83(18) . . . . ?
Fe3 S3 C35 C54 -25.6(3) . . . . ?
Fe3 C3 N11 C33 -6.2(4) . . . . ?
Fe3 C3 N11 C41 -178.53(18) . . . . ?
Fe3 C3 N12 C34 -6.0(3) . . . . ?
Fe3 C3 N12 C42 177.90(18) . . . . ?
N1 Fe1 N2 O2 -11.8(10) . . . . ?
N2 Fe1 N1 O1 -0.2(8) . . . . ?
N3 Fe2 N4 O4 3.3(9) . . . . ?
N4 Fe2 N3 O3 5.8(8) . . . . ?
N5 Fe3 N6 O6 -12.4(11) . . . . ?
N6 Fe3 N5 O5 -4.1(8) . . . . ?
S1 Fe1 N1 O1 -119.2(8) . . . . ?
S1 Fe1 N2 O2 113.3(10) . . . . ?
S1 C63 C69 C75 179.7(2) . . . . ?
S1 C63 C70 C68 -179.01(19) . . . . ?
S2 Fe2 N3 O3 128.0(7) . . . . ?
S2 Fe2 N4 O4 -123.4(8) . . . . ?
S2 C9 C10 C17 -178.58(19) . . . . ?
S2 C9 C13 C16 177.32(19) . . . . ?
S3 Fe3 N5 O5 -123.9(7) . . . . ?
S3 Fe3 N6 O6 113.1(11) . . . . ?
S3 C35 C51 C50 174.6(2) . . . . ?
S3 C35 C54 C56 -174.6(2) . . . . ?
C1 Fe1 N1 O1 116.7(8) . . . . ?
C1 Fe1 N2 O2 -129.1(10) . . . . ?
C2 Fe2 N3 O3 -110.2(8) . . . . ?
C2 Fe2 N4 O4 119.7(8) . . . . ?
C3 Fe3 N5 O5 114.5(7) . . . . ?
C3 Fe3 N6 O6 -130.5(11) . . . . ?
C7 C12 C21 C22 2.1(4) . . . . ?
C7 C12 C21 C31 -178.3(2) . . . . ?
C7 C12 N10 C2 -95.1(3) . . . . ?
C7 C12 N10 C29 90.5(3) . . . . ?
C8 C14 C26 C32 1.5(4) . . . . ?
C8 C15 C20 C32 0.0(4) . . . . ?
C9 C10 C17 C11 1.5(4) . . . . ?
C9 C13 C16 C11 0.9(4) . . . . ?
C10 C9 C13 C16 -1.0(4) . . . . ?
C12 C7 C19 C18 2.1(4) . . . . ?
C12 C21 C22 C18 0.8(4) . . . . ?
C13 C9 C10 C17 -0.2(4) . . . . ?
C14 C8 C15 C20 1.3(4) . . . . ?
C14 C8 C15 C24 -179.7(2) . . . . ?
C14 C8 N9 C2 -86.9(3) . . . . ?
C14 C8 N9 C27 87.8(3) . . . . ?
C14 C26 C32 C5 178.8(2) . . . . ?
C14 C26 C32 C20 -0.3(4) . . . . ?
C15 C8 C14 C25 179.1(2) . . . . ?
C15 C8 C14 C26 -2.0(3) . . . . ?
C15 C8 N9 C2 95.1(3) . . . . ?
C15 C8 N9 C27 -90.1(3) . . . . ?
C15 C20 C32 C5 -179.6(2) . . . . ?
C15 C20 C32 C26 -0.5(4) . . . . ?
C16 C11 C17 C10 -1.6(4) . . . . ?
C16 C11 O8 C23 -175.8(2) . . . . ?
C17 C11 C16 C13 0.5(4) . . . . ?
C17 C11 O8 C23 3.5(4) . . . . ?
C19 C7 C12 C21 -3.5(4) . . . . ?
C19 C7 C12 N10 178.9(2) . . . . ?
C19 C18 C22 C21 -2.2(4) . . . . ?
C21 C12 N10 C2 87.2(3) . . . . ?
C21 C12 N10 C29 -87.1(3) . . . . ?
C22 C18 C19 C7 0.6(4) . . . . ?
C24 C15 C20 C32 -179.0(2) . . . . ?
C25 C14 C26 C32 -179.6(2) . . . . ?
C27 C29 N10 C2 -0.5(3) . . . . ?
C27 C29 N10 C12 174.5(2) . . . . ?
C28 C7 C12 C21 176.3(2) . . . . ?
C28 C7 C12 N10 -1.3(4) . . . . ?
C28 C7 C19 C18 -177.7(2) . . . . ?
C29 C27 N9 C2 -0.7(3) . . . . ?
C29 C27 N9 C8 -176.0(3) . . . . ?
C30 C18 C19 C7 -178.8(2) . . . . ?
C30 C18 C22 C21 177.3(3) . . . . ?
C31 C21 C22 C18 -178.8(3) . . . . ?
C33 C40 C47 C36 -1.2(3) . . . . ?
C34 C37 C44 C43 0.7(4) . . . . ?
C35 C54 C56 C49 -0.3(5) . . . . ?
C36 C38 C39 C33 -0.9(3) . . . . ?
C36 C38 C39 C52 178.9(2) . . . . ?
C37 C34 C46 C45 1.7(3) . . . . ?
C37 C34 C46 C57 -178.3(2) . . . . ?
C37 C34 N12 C3 -89.1(3) . . . . ?
C37 C34 N12 C42 86.8(3) . . . . ?
C38 C36 C47 C40 -0.3(4) . . . . ?
C39 C33 C40 C47 1.7(3) . . . . ?
C39 C33 C40 C55 -176.1(2) . . . . ?
C39 C33 N11 C3 -80.5(3) . . . . ?
C39 C33 N11 C41 91.5(3) . . . . ?
C40 C33 C39 C38 -0.7(3) . . . . ?
C40 C33 C39 C52 179.6(2) . . . . ?
C40 C33 N11 C3 104.1(3) . . . . ?
C40 C33 N11 C41 -83.9(3) . . . . ?
C41 C42 N12 C3 1.6(3) . . . . ?
C41 C42 N12 C34 -174.7(2) . . . . ?
C42 C41 N11 C3 0.0(3) . . . . ?
C42 C41 N11 C33 -173.0(2) . . . . ?
C43 C45 C46 C34 0.4(4) . . . . ?
C43 C45 C46 C57 -179.6(2) . . . . ?
C44 C43 C45 C46 -1.8(4) . . . . ?
C45 C43 C44 C37 1.2(4) . . . . ?
C46 C34 C37 C44 -2.2(3) . . . . ?
C46 C34 C37 C53 176.9(2) . . . . ?
C46 C34 N12 C3 92.4(3) . . . . ?
C46 C34 N12 C42 -91.7(3) . . . . ?
C47 C36 C38 C39 1.4(4) . . . . ?
C48 C36 C38 C39 -179.3(2) . . . . ?
C48 C36 C47 C40 -179.6(2) . . . . ?
C49 C50 C51 C35 0.8(4) . . . . ?
C50 C49 C56 C54 -1.3(5) . . . . ?
C50 C49 O9 C6 4.0(4) . . . . ?
C51 C35 C54 C56 2.1(4) . . . . ?
C53 C37 C44 C43 -178.4(2) . . . . ?
C54 C35 C51 C50 -2.3(4) . . . . ?
C55 C40 C47 C36 176.6(2) . . . . ?
C56 C49 C50 C51 1.0(4) . . . . ?
C56 C49 O9 C6 -176.4(3) . . . . ?
C58 C43 C44 C37 -178.8(2) . . . . ?
C58 C43 C45 C46 178.3(2) . . . . ?
C59 C62 C74 C80 -1.0(4) . . . . ?
C59 C64 C76 C80 0.4(4) . . . . ?
C60 C61 C66 C71 0.3(4) . . . . ?
C61 C60 C67 C65 -1.9(3) . . . . ?
C61 C60 C67 C78 178.0(2) . . . . ?
C61 C60 N8 C1 94.1(3) . . . . ?
C61 C60 N8 C77 -87.7(3) . . . . ?
C61 C66 C71 C65 -1.0(4) . . . . ?
C61 C66 C71 C79 178.8(2) . . . . ?
C62 C59 C64 C76 -2.3(3) . . . . ?
C62 C59 C64 C84 179.2(2) . . . . ?
C62 C59 N7 C1 87.1(3) . . . . ?
C62 C59 N7 C72 -90.9(3) . . . . ?
C62 C74 C80 C76 -0.7(4) . . . . ?
C62 C74 C80 C83 179.0(3) . . . . ?
C63 C69 C75 C73 -0.9(4) . . . . ?
C64 C59 C62 C74 2.5(3) . . . . ?
C64 C59 C62 C82 -177.9(2) . . . . ?
C64 C59 N7 C1 -96.4(3) . . . . ?
C64 C59 N7 C72 85.5(3) . . . . ?
C64 C76 C80 C74 1.1(4) . . . . ?
C64 C76 C80 C83 -178.7(3) . . . . ?
C67 C60 C61 C66 1.2(3) . . . . ?
C67 C60 C61 C81 179.2(2) . . . . ?
C67 C60 N8 C1 -85.2(3) . . . . ?
C67 C60 N8 C77 93.0(3) . . . . ?
C67 C65 C71 C66 0.2(4) . . . . ?
C67 C65 C71 C79 -179.5(2) . . . . ?
C68 C73 C75 C69 0.3(4) . . . . ?
C68 C73 O7 C4 -179.7(3) . . . . ?
C69 C63 C70 C68 -0.2(4) . . . . ?
C70 C63 C69 C75 0.9(4) . . . . ?
C70 C68 C73 C75 0.3(4) . . . . ?
C70 C68 C73 O7 -179.9(2) . . . . ?
C71 C65 C67 C60 1.2(4) . . . . ?
C71 C65 C67 C78 -178.8(2) . . . . ?
C72 C77 N8 C1 -2.3(3) . . . . ?
C72 C77 N8 C60 179.2(2) . . . . ?
C73 C68 C70 C63 -0.4(4) . . . . ?
C75 C73 O7 C4 0.1(4) . . . . ?
C77 C72 N7 C1 -1.6(3) . . . . ?
C77 C72 N7 C59 176.7(2) . . . . ?
C81 C61 C66 C71 -177.8(2) . . . . ?
C82 C62 C74 C80 179.5(3) . . . . ?
C84 C64 C76 C80 179.0(3) . . . . ?
N7 C1 N8 C60 179.8(2) . . . . ?
N7 C1 N8 C77 1.4(3) . . . . ?
N7 C59 C62 C74 178.9(2) . . . . ?
N7 C59 C62 C82 -1.6(3) . . . . ?
N7 C59 C64 C76 -178.6(2) . . . . ?
N7 C59 C64 C84 2.8(3) . . . . ?
N7 C72 C77 N8 2.1(3) . . . . ?
N8 C1 N7 C59 -178.0(2) . . . . ?
N8 C1 N7 C72 0.2(3) . . . . ?
N8 C60 C61 C66 -178.0(2) . . . . ?
N8 C60 C61 C81 0.0(3) . . . . ?
N8 C60 C67 C65 177.3(2) . . . . ?
N8 C60 C67 C78 -2.7(3) . . . . ?
N9 C2 N10 C12 -174.6(2) . . . . ?
N9 C2 N10 C29 0.1(3) . . . . ?
N9 C8 C14 C25 1.2(3) . . . . ?
N9 C8 C14 C26 -179.9(2) . . . . ?
N9 C8 C15 C20 179.1(2) . . . . ?
N9 C8 C15 C24 -1.8(3) . . . . ?
N9 C27 C29 N10 0.6(3) . . . . ?
N10 C2 N9 C8 175.5(2) . . . . ?
N10 C2 N9 C27 0.4(3) . . . . ?
N10 C12 C21 C22 179.7(2) . . . . ?
N10 C12 C21 C31 -0.7(4) . . . . ?
N11 C3 N12 C34 174.5(2) . . . . ?
N11 C3 N12 C42 -1.7(3) . . . . ?
N11 C33 C39 C38 -176.0(2) . . . . ?
N11 C33 C39 C52 4.3(3) . . . . ?
N11 C33 C40 C47 176.9(2) . . . . ?
N11 C33 C40 C55 -0.8(3) . . . . ?
N11 C41 C42 N12 -0.9(3) . . . . ?
N12 C3 N11 C33 173.4(2) . . . . ?
N12 C3 N11 C41 1.0(3) . . . . ?
N12 C34 C37 C44 179.4(2) . . . . ?
N12 C34 C37 C53 -1.5(3) . . . . ?
N12 C34 C46 C45 -179.9(2) . . . . ?
N12 C34 C46 C57 0.1(3) . . . . ?
O7 C73 C75 C69 -179.5(2) . . . . ?
O8 C11 C16 C13 179.9(2) . . . . ?
O8 C11 C17 C10 179.1(2) . . . . ?
O9 C49 C50 C51 -179.4(3) . . . . ?
O9 C49 C56 C54 179.1(3) . . . . ?

_database_code_depnum_ccdc_archive 'CCDC 1004078'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_simesdnicsph_me_0m
_audit_creation_date             2014-06-07
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H33 Fe N4 O2 S, 1(C3 H6)'
_chemical_formula_sum            'C31 H39 Fe N4 O2 S'
_chemical_formula_weight         587.57
_chemical_melting_point          ?
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'
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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_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                   16.745(3)
_cell_length_b                   8.1442(14)
_cell_length_c                   22.278(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.720(2)
_cell_angle_gamma                90
_cell_volume                     3031.7(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9926
_cell_measurement_temperature    110.15
_cell_measurement_theta_max      27.355
_cell_measurement_theta_min      2.438
_shelx_estimated_absorpt_T_max   0.954
_shelx_estimated_absorpt_T_min   0.795
_exptl_absorpt_coefficient_mu    0.600
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0789 before and 0.0690 after correction.
The Ratio of minimum to maximum transmission is 0.8852.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            purple
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.08
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0548
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            35261
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.967
_diffrn_reflns_theta_min         1.832
_diffrn_ambient_temperature      110.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5888
_reflns_number_total             7279
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material  
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  
;
SHELX, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    ?
_refine_diff_density_max         1.141
_refine_diff_density_min         -0.616
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     357
_refine_ls_number_reflns         7279
_refine_ls_number_restraints     19
_refine_ls_R_factor_all          0.0570
_refine_ls_R_factor_gt           0.0439
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0760P)²+1.5914P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1268
_refine_ls_wR_factor_ref         0.1378
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C2C-C1C = C3C-C2C = C5C-C4C = C6C-C5C = C6C-C4C_$1 = C6C_$1-C4C = C3C_$1-C1C =
  C3C-C1C_$1
 1.54 with sigma of 0.005
 C4C-C6C = C5C-C4C_$1 = C6C-C5C_$1 = C4C_$1-C6C_$1 = C5C_$1-C4C = C6C_$1-C5C
 2.5 with sigma of 0.01
 C3C-C2C_$1
 2.5 with sigma of 0.005
 C1C_$1-C3C_$1
 2.5 with sigma of 0.005
 C2C_$1-C1C
 2.5 with sigma of 0.005
 C3C_$1-C2C
 2.5 with sigma of 0.005
 C1C-C3C
 2.5 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(C1C) = Uanis(C2C) = Uanis(C3C) = Uanis(C4C) = Uanis(C5C) = Uanis(C6C)
4. Others
 Sof(C4C)=Sof(H4CA)=Sof(H4CB)=Sof(C5C)=Sof(H5CA)=Sof(H5CB)=Sof(C6C)=Sof(H6CA)=
 Sof(H6CB)=1-FVAR(1)
 Sof(C1C)=Sof(H1CA)=Sof(H1CB)=Sof(C2C)=Sof(H2CA)=Sof(H2CB)=Sof(C3C)=Sof(H3CA)=
 Sof(H3CB)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C1C(H1CA,H1CB), C2C(H2CA,H2CB), C3C(H3CA,H3CB),
 C4C(H4CA,H4CB), C5C(H5CA,H5CB), C6C(H6CA,H6CB)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C13(H13), C15(H15), C22(H22), C24(H24)
5.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,H28C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.68183(2) 0.83972(3) 0.82413(2) 0.02435(10) Uani 1 1 d . . . . .
N1 N 0.64322(10) 0.76878(19) 0.75788(8) 0.0258(3) Uani 1 1 d . . . . .
N2 N 0.62719(12) 0.8030(2) 0.88294(8) 0.0324(4) Uani 1 1 d . . . . .
O1 O 0.60581(10) 0.7100(2) 0.71706(7) 0.0389(4) Uani 1 1 d . . . . .
O2 O 0.57988(12) 0.7623(2) 0.91669(8) 0.0495(5) Uani 1 1 d . . . . .
S1 S 0.80383(4) 0.73953(7) 0.84975(3) 0.04197(16) Uani 1 1 d . . . . .
C1 C 0.68789(11) 1.0903(2) 0.81749(8) 0.0257(4) Uani 1 1 d . . . . .
C2 C 0.69041(19) 1.3574(3) 0.77831(11) 0.0439(6) Uani 1 1 d . . . . .
H2A H 0.6398 1.4066 0.7614 0.053 Uiso 1 1 calc R U . . .
H2B H 0.7360 1.4131 0.7608 0.053 Uiso 1 1 calc R U . . .
C3 C 0.6969(2) 1.3677(3) 0.84674(11) 0.0477(7) Uani 1 1 d . . . . .
H3A H 0.7496 1.4115 0.8619 0.057 Uiso 1 1 calc R U . . .
H3B H 0.6539 1.4368 0.8619 0.057 Uiso 1 1 calc R U . . .
C4 C 0.85187(13) 0.6642(3) 0.78752(13) 0.0406(6) Uani 1 1 d . . . . .
C5 C 0.83227(14) 0.7096(3) 0.72824(13) 0.0453(6) Uani 1 1 d . . . . .
H5 H 0.7893 0.7837 0.7195 0.054 Uiso 1 1 calc R U . . .
C6 C 0.87441(16) 0.6486(3) 0.68190(16) 0.0528(7) Uani 1 1 d . . . . .
H6 H 0.8605 0.6825 0.6418 0.063 Uiso 1 1 calc R U . . .
C7 C 0.93739(15) 0.5373(3) 0.69327(17) 0.0572(8) Uani 1 1 d . . . . .
C8 C 0.95612(15) 0.4915(3) 0.75151(17) 0.0577(8) Uani 1 1 d . . . . .
H8 H 0.9983 0.4154 0.7601 0.069 Uiso 1 1 calc R U . . .
C9 C 0.91517(15) 0.5531(3) 0.79778(15) 0.0536(7) Uani 1 1 d . . . . .
H9 H 0.9301 0.5197 0.8378 0.064 Uiso 1 1 calc R U . . .
C10 C 0.9807(2) 0.4675(5) 0.6408(2) 0.0883(13) Uani 1 1 d . . . . .
H10A H 1.0352 0.4356 0.6548 0.132 Uiso 1 1 calc R U . . .
H10B H 0.9830 0.5510 0.6093 0.132 Uiso 1 1 calc R U . . .
H10C H 0.9517 0.3711 0.6245 0.132 Uiso 1 1 calc R U . . .
C11 C 0.68505(14) 1.1489(2) 0.92621(9) 0.0303(4) Uani 1 1 d . . . . .
C12 C 0.61135(15) 1.1481(2) 0.95132(10) 0.0337(5) Uani 1 1 d . . . . .
C13 C 0.60987(15) 1.1060(3) 1.01179(10) 0.0375(5) Uani 1 1 d . . . . .
H13 H 0.5601 1.1058 1.0300 0.045 Uiso 1 1 calc R U . . .
C14 C 0.67864(15) 1.0645(3) 1.04614(9) 0.0373(5) Uani 1 1 d . . . . .
C15 C 0.75078(15) 1.0707(3) 1.01978(10) 0.0387(5) Uani 1 1 d . . . . .
H15 H 0.7984 1.0443 1.0433 0.046 Uiso 1 1 calc R U . . .
C16 C 0.75592(14) 1.1146(3) 0.95976(10) 0.0345(5) Uani 1 1 d . . . . .
C17 C 0.53552(17) 1.1885(4) 0.91411(13) 0.0517(7) Uani 1 1 d . . . . .
H17A H 0.5420 1.2933 0.8934 0.078 Uiso 1 1 calc R U . . .
H17B H 0.4910 1.1968 0.9404 0.078 Uiso 1 1 calc R U . . .
H17C H 0.5242 1.1016 0.8843 0.078 Uiso 1 1 calc R U . . .
C18 C 0.83571(16) 1.1253(4) 0.93288(13) 0.0512(7) Uani 1 1 d . . . . .
H18A H 0.8358 1.0535 0.8976 0.077 Uiso 1 1 calc R U . . .
H18B H 0.8779 1.0907 0.9627 0.077 Uiso 1 1 calc R U . . .
H18C H 0.8455 1.2389 0.9207 0.077 Uiso 1 1 calc R U . . .
C19 C 0.6744(2) 1.0133(3) 1.11110(10) 0.0508(7) Uani 1 1 d . . . . .
H19A H 0.6703 0.8934 1.1134 0.076 Uiso 1 1 calc R U . . .
H19B H 0.6272 1.0632 1.1276 0.076 Uiso 1 1 calc R U . . .
H19C H 0.7227 1.0500 1.1344 0.076 Uiso 1 1 calc R U . . .
C20 C 0.69183(13) 1.1165(2) 0.70715(9) 0.0264(4) Uani 1 1 d . . . . .
C21 C 0.61902(13) 1.0869(3) 0.67520(10) 0.0323(4) Uani 1 1 d . . . . .
C22 C 0.62077(16) 1.0337(3) 0.61591(10) 0.0403(5) Uani 1 1 d . . . . .
H22 H 0.5716 1.0133 0.5934 0.048 Uiso 1 1 calc R U . . .
C23 C 0.69145(18) 1.0098(3) 0.58884(10) 0.0429(6) Uani 1 1 d . . . . .
C24 C 0.76289(16) 1.0421(3) 0.62226(11) 0.0423(6) Uani 1 1 d . . . . .
H24 H 0.8121 1.0263 0.6041 0.051 Uiso 1 1 calc R U . . .
C25 C 0.76438(13) 1.0967(3) 0.68137(10) 0.0331(5) Uani 1 1 d . . . . .
C26 C 0.84209(16) 1.1309(4) 0.71666(15) 0.0539(7) Uani 1 1 d . . . . .
H26A H 0.8447 1.2474 0.7277 0.081 Uiso 1 1 calc R U . . .
H26B H 0.8868 1.1040 0.6921 0.081 Uiso 1 1 calc R U . . .
H26C H 0.8455 1.0637 0.7532 0.081 Uiso 1 1 calc R U . . .
C27 C 0.54094(15) 1.1115(4) 0.70344(13) 0.0481(6) Uani 1 1 d . . . . .
H27A H 0.5421 1.0530 0.7419 0.072 Uiso 1 1 calc R U . . .
H27B H 0.4972 1.0686 0.6766 0.072 Uiso 1 1 calc R U . . .
H27C H 0.5325 1.2289 0.7103 0.072 Uiso 1 1 calc R U . . .
C28 C 0.6916(3) 0.9510(4) 0.52480(12) 0.0672(9) Uani 1 1 d . . . . .
H28A H 0.7122 0.8384 0.5242 0.101 Uiso 1 1 calc R U . . .
H28B H 0.7258 1.0228 0.5022 0.101 Uiso 1 1 calc R U . . .
H28C H 0.6369 0.9534 0.5063 0.101 Uiso 1 1 calc R U . . .
N3 N 0.68746(12) 1.1934(2) 0.86391(8) 0.0327(4) Uani 1 1 d . . . . .
N4 N 0.69224(12) 1.1782(2) 0.76748(8) 0.0297(4) Uani 1 1 d . . . . .
C1C C 0.9351(8) 0.6171(19) 1.0091(9) 0.210(4) Uani 0.389(10) 1 d D . P A 1
H1CA H 0.8904 0.5609 0.9862 0.252 Uiso 0.389(10) 1 calc R U P A 1
H1CB H 0.9145 0.7201 1.0259 0.252 Uiso 0.389(10) 1 calc R U P A 1
C2C C 1.0026(11) 0.6556(14) 0.9674(8) 0.210(4) Uani 0.389(10) 1 d D . P A 1
H2CA H 0.9828 0.7318 0.9351 0.252 Uiso 0.389(10) 1 calc R U P A 1
H2CB H 1.0480 0.7086 0.9906 0.252 Uiso 0.389(10) 1 calc R U P A 1
C3C C 1.0302(10) 0.494(3) 0.9398(4) 0.210(4) Uani 0.389(10) 1 d D . P A 1
H3CA H 1.0715 0.5170 0.9111 0.252 Uiso 0.389(10) 1 calc R U P A 1
H3CB H 0.9844 0.4395 0.9178 0.252 Uiso 0.389(10) 1 calc R U P A 1
C4C C 0.9715(7) 0.6629(10) 0.9799(6) 0.210(4) Uani 0.611(10) 1 d D . P A 2
H4CA H 0.9753 0.7842 0.9796 0.252 Uiso 0.611(10) 1 calc R U P A 2
H4CB H 0.9258 0.6292 0.9523 0.252 Uiso 0.611(10) 1 calc R U P A 2
C5C C 1.0494(6) 0.5864(15) 0.9603(5) 0.210(4) Uani 0.611(10) 1 d D . P A 2
H5CA H 1.0941 0.6143 0.9898 0.252 Uiso 0.611(10) 1 calc R U P A 2
H5CB H 1.0619 0.6307 0.9206 0.252 Uiso 0.611(10) 1 calc R U P A 2
C6C C 1.0397(6) 0.3991(15) 0.9564(4) 0.210(4) Uani 0.611(10) 1 d D . P A 2
H6CA H 0.9926 0.3704 0.9293 0.252 Uiso 0.611(10) 1 calc R U P A 2
H6CB H 1.0878 0.3487 0.9405 0.252 Uiso 0.611(10) 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 N1 1.6751(17) . ?
Fe1 N2 1.6729(19) . ?
Fe1 S1 2.2391(7) . ?
Fe1 C1 2.049(2) . ?
N1 O1 1.172(2) . ?
N2 O2 1.175(2) . ?
S1 C4 1.758(3) . ?
C1 N3 1.333(3) . ?
C1 N4 1.330(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.524(3) . ?
C2 N4 1.480(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 N3 1.482(3) . ?
C4 C5 1.390(4) . ?
C4 C9 1.401(3) . ?
C5 H5 0.9500 . ?
C5 C6 1.380(4) . ?
C6 H6 0.9500 . ?
C6 C7 1.401(4) . ?
C7 C8 1.367(5) . ?
C7 C10 1.526(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.370(4) . ?
C9 H9 0.9500 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.388(3) . ?
C11 C16 1.389(3) . ?
C11 N3 1.437(3) . ?
C12 C13 1.392(3) . ?
C12 C17 1.507(4) . ?
C13 H13 0.9500 . ?
C13 C14 1.383(4) . ?
C14 C15 1.378(3) . ?
C14 C19 1.512(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.392(3) . ?
C16 C18 1.502(3) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 C21 1.392(3) . ?
C20 C25 1.387(3) . ?
C20 N4 1.434(3) . ?
C21 C22 1.392(3) . ?
C21 C27 1.501(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.376(4) . ?
C23 C24 1.392(4) . ?
C23 C28 1.505(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(3) . ?
C25 C26 1.502(3) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C1C H1CA 0.9900 . ?
C1C H1CB 0.9900 . ?
C1C C2C 1.541(5) . ?
C1C C3C 1.541(4) 3_767 ?
C2C H2CA 0.9900 . ?
C2C H2CB 0.9900 . ?
C2C C3C 1.533(5) . ?
C3C C1C 1.541(4) 3_767 ?
C3C H3CA 0.9900 . ?
C3C H3CB 0.9900 . ?
C4C H4CA 0.9900 . ?
C4C H4CB 0.9900 . ?
C4C C5C 1.534(5) . ?
C4C C6C 1.530(4) 3_767 ?
C5C H5CA 0.9900 . ?
C5C H5CB 0.9900 . ?
C5C C6C 1.536(5) . ?
C6C C4C 1.530(4) 3_767 ?
C6C H6CA 0.9900 . ?
C6C H6CB 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
N1 Fe1 S1 113.11(6) . . ?
N1 Fe1 C1 107.33(8) . . ?
N2 Fe1 N1 115.39(9) . . ?
N2 Fe1 S1 105.75(7) . . ?
N2 Fe1 C1 105.48(8) . . ?
C1 Fe1 S1 109.43(6) . . ?
O1 N1 Fe1 168.64(16) . . ?
O2 N2 Fe1 167.84(17) . . ?
C4 S1 Fe1 112.50(8) . . ?
N3 C1 Fe1 124.66(14) . . ?
N4 C1 Fe1 127.04(15) . . ?
N4 C1 N3 108.30(17) . . ?
H2A C2 H2B 109.2 . . ?
C3 C2 H2A 111.3 . . ?
C3 C2 H2B 111.3 . . ?
N4 C2 H2A 111.3 . . ?
N4 C2 H2B 111.3 . . ?
N4 C2 C3 102.49(17) . . ?
C2 C3 H3A 111.4 . . ?
C2 C3 H3B 111.4 . . ?
H3A C3 H3B 109.3 . . ?
N3 C3 C2 101.77(17) . . ?
N3 C3 H3A 111.4 . . ?
N3 C3 H3B 111.4 . . ?
C5 C4 S1 124.36(18) . . ?
C5 C4 C9 117.2(3) . . ?
C9 C4 S1 118.5(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 120.9(2) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 H6 119.6 . . ?
C5 C6 C7 120.9(3) . . ?
C7 C6 H6 119.6 . . ?
C6 C7 C10 119.5(3) . . ?
C8 C7 C6 118.2(3) . . ?
C8 C7 C10 122.3(3) . . ?
C7 C8 H8 119.4 . . ?
C7 C8 C9 121.3(3) . . ?
C9 C8 H8 119.4 . . ?
C4 C9 H9 119.2 . . ?
C8 C9 C4 121.6(3) . . ?
C8 C9 H9 119.2 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C16 122.2(2) . . ?
C12 C11 N3 118.1(2) . . ?
C16 C11 N3 119.6(2) . . ?
C11 C12 C13 117.6(2) . . ?
C11 C12 C17 121.1(2) . . ?
C13 C12 C17 121.3(2) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 C12 122.0(2) . . ?
C14 C13 H13 119.0 . . ?
C13 C14 C19 120.5(2) . . ?
C15 C14 C13 118.5(2) . . ?
C15 C14 C19 121.0(2) . . ?
C14 C15 H15 119.0 . . ?
C14 C15 C16 122.0(2) . . ?
C16 C15 H15 119.0 . . ?
C11 C16 C15 117.7(2) . . ?
C11 C16 C18 121.6(2) . . ?
C15 C16 C18 120.7(2) . . ?
C12 C17 H17A 109.5 . . ?
C12 C17 H17B 109.5 . . ?
C12 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C16 C18 H18A 109.5 . . ?
C16 C18 H18B 109.5 . . ?
C16 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C14 C19 H19A 109.5 . . ?
C14 C19 H19B 109.5 . . ?
C14 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 N4 119.37(19) . . ?
C25 C20 C21 121.99(19) . . ?
C25 C20 N4 118.55(19) . . ?
C20 C21 C22 117.9(2) . . ?
C20 C21 C27 121.4(2) . . ?
C22 C21 C27 120.8(2) . . ?
C21 C22 H22 119.0 . . ?
C23 C22 C21 122.1(2) . . ?
C23 C22 H22 119.0 . . ?
C22 C23 C24 118.2(2) . . ?
C22 C23 C28 121.0(3) . . ?
C24 C23 C28 120.9(3) . . ?
C23 C24 H24 119.0 . . ?
C25 C24 C23 122.0(2) . . ?
C25 C24 H24 119.0 . . ?
C20 C25 C24 117.9(2) . . ?
C20 C25 C26 120.9(2) . . ?
C24 C25 C26 121.2(2) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C21 C27 H27A 109.5 . . ?
C21 C27 H27B 109.5 . . ?
C21 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C23 C28 H28A 109.5 . . ?
C23 C28 H28B 109.5 . . ?
C23 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C1 N3 C3 113.41(17) . . ?
C1 N3 C11 126.34(17) . . ?
C11 N3 C3 120.05(17) . . ?
C1 N4 C2 113.06(17) . . ?
C1 N4 C20 126.79(16) . . ?
C20 N4 C2 119.94(17) . . ?
H1CA C1C H1CB 108.4 . . ?
C2C C1C H1CA 110.1 . . ?
C2C C1C H1CB 110.1 . . ?
C2C C1C C3C 108.0(4) . 3_767 ?
C3C C1C H1CA 110.1 3_767 . ?
C3C C1C H1CB 110.1 3_767 . ?
C1C C2C H2CA 110.0 . . ?
C1C C2C H2CB 110.0 . . ?
H2CA C2C H2CB 108.3 . . ?
C3C C2C C1C 108.6(4) . . ?
C3C C2C H2CA 110.0 . . ?
C3C C2C H2CB 110.0 . . ?
C1C C3C H3CA 110.0 3_767 . ?
C1C C3C H3CB 110.0 3_767 . ?
C2C C3C C1C 108.5(5) . 3_767 ?
C2C C3C H3CA 110.0 . . ?
C2C C3C H3CB 110.0 . . ?
H3CA C3C H3CB 108.4 . . ?
H4CA C4C H4CB 108.6 . . ?
C5C C4C H4CA 110.4 . . ?
C5C C4C H4CB 110.4 . . ?
C6C C4C H4CA 110.4 3_767 . ?
C6C C4C H4CB 110.4 3_767 . ?
C6C C4C C5C 106.7(5) 3_767 . ?
C4C C5C H5CA 109.8 . . ?
C4C C5C H5CB 109.8 . . ?
C4C C5C C6C 109.4(6) . . ?
H5CA C5C H5CB 108.3 . . ?
C6C C5C H5CA 109.8 . . ?
C6C C5C H5CB 109.8 . . ?
C4C C6C C5C 107.1(5) 3_767 . ?
C4C C6C H6CA 110.3 3_767 . ?
C4C C6C H6CB 110.3 3_767 . ?
C5C C6C H6CA 110.3 . . ?
C5C C6C H6CB 110.3 . . ?
H6CA C6C H6CB 108.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 S1 C4 C5 21.3(2) . . . . ?
Fe1 S1 C4 C9 -159.88(17) . . . . ?
Fe1 C1 N3 C3 176.86(18) . . . . ?
Fe1 C1 N3 C11 1.9(3) . . . . ?
Fe1 C1 N4 C2 176.19(17) . . . . ?
Fe1 C1 N4 C20 1.5(3) . . . . ?
N1 Fe1 N2 O2 2.7(9) . . . . ?
N2 Fe1 N1 O1 0.4(8) . . . . ?
S1 Fe1 N1 O1 122.4(8) . . . . ?
S1 Fe1 N2 O2 -123.1(9) . . . . ?
S1 C4 C5 C6 178.1(2) . . . . ?
S1 C4 C9 C8 -179.0(2) . . . . ?
C1 Fe1 N1 O1 -116.8(8) . . . . ?
C1 Fe1 N2 O2 121.0(9) . . . . ?
C2 C3 N3 C1 8.5(3) . . . . ?
C2 C3 N3 C11 -176.2(2) . . . . ?
C3 C2 N4 C1 8.4(3) . . . . ?
C3 C2 N4 C20 -176.5(2) . . . . ?
C4 C5 C6 C7 0.9(4) . . . . ?
C5 C4 C9 C8 0.0(4) . . . . ?
C5 C6 C7 C8 -0.3(4) . . . . ?
C5 C6 C7 C10 177.8(3) . . . . ?
C6 C7 C8 C9 -0.5(4) . . . . ?
C7 C8 C9 C4 0.7(4) . . . . ?
C9 C4 C5 C6 -0.8(4) . . . . ?
C10 C7 C8 C9 -178.5(3) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C12 C11 C16 C15 3.1(3) . . . . ?
C12 C11 C16 C18 -176.4(2) . . . . ?
C12 C11 N3 C1 -96.5(3) . . . . ?
C12 C11 N3 C3 88.9(3) . . . . ?
C12 C13 C14 C15 2.2(3) . . . . ?
C12 C13 C14 C19 -177.7(2) . . . . ?
C13 C14 C15 C16 -1.1(3) . . . . ?
C14 C15 C16 C11 -1.5(3) . . . . ?
C14 C15 C16 C18 178.1(2) . . . . ?
C16 C11 C12 C13 -2.1(3) . . . . ?
C16 C11 C12 C17 179.0(2) . . . . ?
C16 C11 N3 C1 86.0(3) . . . . ?
C16 C11 N3 C3 -88.7(3) . . . . ?
C17 C12 C13 C14 178.3(2) . . . . ?
C19 C14 C15 C16 178.8(2) . . . . ?
C20 C21 C22 C23 0.2(3) . . . . ?
C21 C20 C25 C24 -1.4(3) . . . . ?
C21 C20 C25 C26 179.5(2) . . . . ?
C21 C20 N4 C1 85.7(3) . . . . ?
C21 C20 N4 C2 -88.7(3) . . . . ?
C21 C22 C23 C24 -0.7(3) . . . . ?
C21 C22 C23 C28 179.5(2) . . . . ?
C22 C23 C24 C25 0.1(3) . . . . ?
C23 C24 C25 C20 0.9(3) . . . . ?
C23 C24 C25 C26 -180.0(2) . . . . ?
C25 C20 C21 C22 0.8(3) . . . . ?
C25 C20 C21 C27 -179.0(2) . . . . ?
C25 C20 N4 C1 -97.7(3) . . . . ?
C25 C20 N4 C2 87.9(3) . . . . ?
C27 C21 C22 C23 -179.9(2) . . . . ?
C28 C23 C24 C25 179.9(2) . . . . ?
N3 C1 N4 C2 -3.3(3) . . . . ?
N3 C1 N4 C20 -178.0(2) . . . . ?
N3 C11 C12 C13 -179.54(18) . . . . ?
N3 C11 C12 C17 1.5(3) . . . . ?
N3 C11 C16 C15 -179.47(19) . . . . ?
N3 C11 C16 C18 1.0(3) . . . . ?
N4 C1 N3 C3 -3.6(3) . . . . ?
N4 C1 N3 C11 -178.6(2) . . . . ?
N4 C2 C3 N3 -9.2(3) . . . . ?
N4 C20 C21 C22 177.32(18) . . . . ?
N4 C20 C21 C27 -2.5(3) . . . . ?
N4 C20 C25 C24 -177.89(18) . . . . ?
N4 C20 C25 C26 2.9(3) . . . . ?
C1C C2C C3C C1C -62.8(7) . . . 3_767 ?
C3C C1C C2C C3C 62.4(7) 3_767 . . . ?
C4C C5C C6C C4C -64.7(8) . . . 3_767 ?
C6C C4C C5C C6C 64.5(8) 3_767 . . . ?

_database_code_depnum_ccdc_archive 'CCDC 1004079'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_061813dnicsph_cl_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H30 Cl Fe N4 O2 S'
_chemical_formula_weight         565.91

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'
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'
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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/n

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

_cell_length_a                   12.028(3)
_cell_length_b                   14.710(3)
_cell_length_c                   16.167(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.944(3)
_cell_angle_gamma                90.00
_cell_volume                     2763.6(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.360
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1180
_exptl_absorpt_coefficient_mu    0.749
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9289
_exptl_absorpt_correction_T_max  0.9779
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      110(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            33850
_diffrn_reflns_av_R_equivalents  0.0637
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.90
_diffrn_reflns_theta_max         28.37
_reflns_number_total             6888
_reflns_number_gt                4590
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker APEXII'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0488P)²+0.6103P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6888
_refine_ls_number_parameters     331
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0419
_refine_ls_wR_factor_ref         0.1109
_refine_ls_wR_factor_gt          0.0942
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.99386(3) 0.70549(2) 0.11477(2) 0.02611(10) Uani 1 1 d . . .
N1 N 1.10592(16) 0.64481(13) 0.10251(12) 0.0292(4) Uani 1 1 d . . .
N2 N 0.90434(17) 0.65381(14) 0.16408(13) 0.0335(5) Uani 1 1 d . . .
O1 O 1.17975(15) 0.59251(12) 0.10228(12) 0.0418(4) Uani 1 1 d . . .
O2 O 0.85271(16) 0.60646(14) 0.19876(12) 0.0516(5) Uani 1 1 d . . .
S1 S 1.04647(5) 0.83566(4) 0.18718(4) 0.03421(16) Uani 1 1 d . . .
C1 C 0.89201(18) 0.73547(15) -0.00447(14) 0.0242(5) Uani 1 1 d . . .
C2 C 0.8296(2) 0.77490(19) -0.15006(16) 0.0368(6) Uani 1 1 d . . .
H2A H 0.8235 0.7280 -0.1931 0.044 Uiso 1 1 calc R . .
H2B H 0.8377 0.8336 -0.1752 0.044 Uiso 1 1 calc R . .
C3 C 0.7270(2) 0.7735(2) -0.11177(16) 0.0418(7) Uani 1 1 d . . .
H3A H 0.6938 0.8336 -0.1121 0.050 Uiso 1 1 calc R . .
H3B H 0.6682 0.7318 -0.1426 0.050 Uiso 1 1 calc R . .
C4 C 1.1755(2) 0.88081(16) 0.17106(14) 0.0289(5) Uani 1 1 d . . .
C5 C 1.2172(2) 0.96095(16) 0.21437(15) 0.0324(6) Uani 1 1 d . . .
H5 H 1.1784 0.9866 0.2515 0.039 Uiso 1 1 calc R . .
C6 C 1.3147(2) 1.00277(17) 0.20299(15) 0.0345(6) Uani 1 1 d . . .
H6 H 1.3419 1.0559 0.2325 0.041 Uiso 1 1 calc R . .
C7 C 1.3715(2) 0.96476(18) 0.14719(16) 0.0343(6) Uani 1 1 d . . .
C8 C 1.3341(2) 0.88448(18) 0.10575(16) 0.0368(6) Uani 1 1 d . . .
H8 H 1.3745 0.8582 0.0700 0.044 Uiso 1 1 calc R . .
C9 C 1.2365(2) 0.84320(17) 0.11745(16) 0.0345(6) Uani 1 1 d . . .
H9 H 1.2110 0.7892 0.0889 0.041 Uiso 1 1 calc R . .
C10 C 1.03999(19) 0.74976(16) -0.08591(14) 0.0253(5) Uani 1 1 d . . .
C11 C 1.0805(2) 0.66426(16) -0.10265(14) 0.0280(5) Uani 1 1 d . . .
C12 C 1.1886(2) 0.65962(18) -0.11764(15) 0.0347(6) Uani 1 1 d . . .
H12 H 1.2173 0.6031 -0.1277 0.042 Uiso 1 1 calc R . .
C13 C 1.2557(2) 0.73634(19) -0.11818(16) 0.0370(6) Uani 1 1 d . . .
C14 C 1.2116(2) 0.81950(18) -0.10324(17) 0.0355(6) Uani 1 1 d . . .
H14 H 1.2552 0.8715 -0.1044 0.043 Uiso 1 1 calc R . .
C15 C 1.1047(2) 0.82849(16) -0.08662(15) 0.0294(5) Uani 1 1 d . . .
C16 C 1.0599(2) 0.91985(17) -0.06837(19) 0.0431(7) Uani 1 1 d . . .
H16A H 1.1232 0.9612 -0.0498 0.065 Uiso 1 1 calc R . .
H16B H 1.0202 0.9137 -0.0242 0.065 Uiso 1 1 calc R . .
H16C H 1.0079 0.9429 -0.1194 0.065 Uiso 1 1 calc R . .
C17 C 1.0097(2) 0.57972(17) -0.10503(17) 0.0390(6) Uani 1 1 d . . .
H17A H 1.0484 0.5292 -0.1228 0.058 Uiso 1 1 calc R . .
H17B H 0.9359 0.5879 -0.1448 0.058 Uiso 1 1 calc R . .
H17C H 0.9994 0.5681 -0.0490 0.058 Uiso 1 1 calc R . .
C18 C 1.3735(2) 0.7282(2) -0.1343(2) 0.0605(9) Uani 1 1 d . . .
H18A H 1.4038 0.7878 -0.1390 0.091 Uiso 1 1 calc R . .
H18B H 1.3677 0.6953 -0.1865 0.091 Uiso 1 1 calc R . .
H18C H 1.4239 0.6963 -0.0876 0.091 Uiso 1 1 calc R . .
C19 C 0.70411(19) 0.72001(16) 0.03014(14) 0.0273(5) Uani 1 1 d . . .
C20 C 0.6585(2) 0.63249(17) 0.02529(15) 0.0304(5) Uani 1 1 d . . .
C21 C 0.5855(2) 0.61267(19) 0.07653(16) 0.0361(6) Uani 1 1 d . . .
H21 H 0.5534 0.5549 0.0736 0.043 Uiso 1 1 calc R . .
C22 C 0.5585(2) 0.6756(2) 0.13189(16) 0.0380(6) Uani 1 1 d . . .
C23 C 0.6068(2) 0.76186(19) 0.13512(16) 0.0379(6) Uani 1 1 d . . .
H23 H 0.5902 0.8047 0.1725 0.046 Uiso 1 1 calc R . .
C24 C 0.6788(2) 0.78582(17) 0.08428(16) 0.0325(5) Uani 1 1 d . . .
C25 C 0.7295(2) 0.88022(18) 0.0885(2) 0.0456(7) Uani 1 1 d . . .
H25A H 0.7103 0.9138 0.1339 0.068 Uiso 1 1 calc R . .
H25B H 0.6987 0.9108 0.0351 0.068 Uiso 1 1 calc R . .
H25C H 0.8116 0.8760 0.0993 0.068 Uiso 1 1 calc R . .
C26 C 0.6883(2) 0.56191(19) -0.03231(19) 0.0468(7) Uani 1 1 d . . .
H26A H 0.6588 0.5040 -0.0207 0.070 Uiso 1 1 calc R . .
H26B H 0.7704 0.5582 -0.0222 0.070 Uiso 1 1 calc R . .
H26C H 0.6548 0.5783 -0.0909 0.070 Uiso 1 1 calc R . .
C27 C 0.4796(2) 0.6516(3) 0.18675(18) 0.0560(9) Uani 1 1 d . . .
H27A H 0.4021 0.6474 0.1517 0.084 Uiso 1 1 calc R . .
H27B H 0.4839 0.6979 0.2294 0.084 Uiso 1 1 calc R . .
H27C H 0.5023 0.5943 0.2143 0.084 Uiso 1 1 calc R . .
Cl1 Cl 1.49065(6) 1.01963(5) 0.12815(5) 0.0533(2) Uani 1 1 d . . .
N3 N 0.92614(15) 0.75692(13) -0.07459(12) 0.0260(4) Uani 1 1 d . . .
N4 N 0.77747(15) 0.74194(14) -0.02418(12) 0.0286(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N1 1.671(2) . ?
Fe1 N2 1.678(2) . ?
Fe1 C1 2.048(2) . ?
Fe1 S1 2.2483(8) . ?
N1 O1 1.176(2) . ?
N2 O2 1.168(2) . ?
S1 C4 1.768(2) . ?
C1 N4 1.335(3) . ?
C1 N3 1.339(3) . ?
C2 N3 1.475(3) . ?
C2 C3 1.517(3) . ?
C3 N4 1.465(3) . ?
C4 C9 1.387(3) . ?
C4 C5 1.397(3) . ?
C5 C6 1.378(3) . ?
C6 C7 1.383(3) . ?
C7 C8 1.375(3) . ?
C7 Cl1 1.740(3) . ?
C8 C9 1.378(3) . ?
C10 C15 1.397(3) . ?
C10 C11 1.400(3) . ?
C10 N3 1.431(3) . ?
C11 C12 1.385(3) . ?
C11 C17 1.502(3) . ?
C12 C13 1.389(4) . ?
C13 C14 1.379(4) . ?
C13 C18 1.510(3) . ?
C14 C15 1.385(3) . ?
C15 C16 1.505(3) . ?
C19 C24 1.390(3) . ?
C19 C20 1.394(3) . ?
C19 N4 1.433(3) . ?
C20 C21 1.385(3) . ?
C20 C26 1.498(3) . ?
C21 C22 1.384(4) . ?
C22 C23 1.391(4) . ?
C22 C27 1.499(3) . ?
C23 C24 1.385(3) . ?
C24 C25 1.511(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N2 116.77(10) . . ?
N1 Fe1 C1 107.97(9) . . ?
N2 Fe1 C1 104.09(9) . . ?
N1 Fe1 S1 112.92(7) . . ?
N2 Fe1 S1 105.51(7) . . ?
C1 Fe1 S1 109.06(6) . . ?
O1 N1 Fe1 169.50(18) . . ?
O2 N2 Fe1 169.7(2) . . ?
C4 S1 Fe1 112.53(8) . . ?
N4 C1 N3 107.69(19) . . ?
N4 C1 Fe1 124.75(16) . . ?
N3 C1 Fe1 127.46(16) . . ?
N3 C2 C3 102.10(19) . . ?
N4 C3 C2 102.75(19) . . ?
C9 C4 C5 118.1(2) . . ?
C9 C4 S1 124.61(19) . . ?
C5 C4 S1 117.30(18) . . ?
C6 C5 C4 121.2(2) . . ?
C5 C6 C7 119.2(2) . . ?
C8 C7 C6 120.7(2) . . ?
C8 C7 Cl1 119.5(2) . . ?
C6 C7 Cl1 119.7(2) . . ?
C7 C8 C9 119.7(2) . . ?
C8 C9 C4 121.1(2) . . ?
C15 C10 C11 121.4(2) . . ?
C15 C10 N3 119.6(2) . . ?
C11 C10 N3 118.8(2) . . ?
C12 C11 C10 117.8(2) . . ?
C12 C11 C17 120.4(2) . . ?
C10 C11 C17 121.7(2) . . ?
C11 C12 C13 122.3(2) . . ?
C14 C13 C12 118.0(2) . . ?
C14 C13 C18 121.4(3) . . ?
C12 C13 C18 120.6(3) . . ?
C13 C14 C15 122.5(2) . . ?
C14 C15 C10 118.0(2) . . ?
C14 C15 C16 121.3(2) . . ?
C10 C15 C16 120.7(2) . . ?
C24 C19 C20 122.1(2) . . ?
C24 C19 N4 119.9(2) . . ?
C20 C19 N4 118.0(2) . . ?
C21 C20 C19 117.5(2) . . ?
C21 C20 C26 121.1(2) . . ?
C19 C20 C26 121.4(2) . . ?
C22 C21 C20 122.5(2) . . ?
C21 C22 C23 118.0(2) . . ?
C21 C22 C27 121.0(3) . . ?
C23 C22 C27 121.0(3) . . ?
C24 C23 C22 121.9(2) . . ?
C23 C24 C19 117.9(2) . . ?
C23 C24 C25 120.9(2) . . ?
C19 C24 C25 121.2(2) . . ?
C1 N3 C10 127.09(19) . . ?
C1 N3 C2 113.26(18) . . ?
C10 N3 C2 118.82(18) . . ?
C1 N4 C19 126.75(19) . . ?
C1 N4 C3 113.47(18) . . ?
C19 N4 C3 119.77(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Fe1 N1 O1 -10.0(10) . . . . ?
C1 Fe1 N1 O1 -126.7(10) . . . . ?
S1 Fe1 N1 O1 112.6(10) . . . . ?
N1 Fe1 N2 O2 -2.3(11) . . . . ?
C1 Fe1 N2 O2 116.6(11) . . . . ?
S1 Fe1 N2 O2 -128.7(11) . . . . ?
N1 Fe1 S1 C4 30.69(11) . . . . ?
N2 Fe1 S1 C4 159.36(11) . . . . ?
C1 Fe1 S1 C4 -89.34(11) . . . . ?
N1 Fe1 C1 N4 146.07(19) . . . . ?
N2 Fe1 C1 N4 21.3(2) . . . . ?
S1 Fe1 C1 N4 -90.89(19) . . . . ?
N1 Fe1 C1 N3 -38.0(2) . . . . ?
N2 Fe1 C1 N3 -162.7(2) . . . . ?
S1 Fe1 C1 N3 85.0(2) . . . . ?
N3 C2 C3 N4 -8.0(3) . . . . ?
Fe1 S1 C4 C9 2.3(2) . . . . ?
Fe1 S1 C4 C5 -178.91(16) . . . . ?
C9 C4 C5 C6 1.4(3) . . . . ?
S1 C4 C5 C6 -177.48(18) . . . . ?
C4 C5 C6 C7 0.4(4) . . . . ?
C5 C6 C7 C8 -2.4(4) . . . . ?
C5 C6 C7 Cl1 176.88(18) . . . . ?
C6 C7 C8 C9 2.4(4) . . . . ?
Cl1 C7 C8 C9 -176.81(19) . . . . ?
C7 C8 C9 C4 -0.6(4) . . . . ?
C5 C4 C9 C8 -1.3(4) . . . . ?
S1 C4 C9 C8 177.45(19) . . . . ?
C15 C10 C11 C12 1.8(3) . . . . ?
N3 C10 C11 C12 176.8(2) . . . . ?
C15 C10 C11 C17 -177.8(2) . . . . ?
N3 C10 C11 C17 -2.8(3) . . . . ?
C10 C11 C12 C13 -1.3(4) . . . . ?
C17 C11 C12 C13 178.3(2) . . . . ?
C11 C12 C13 C14 -0.1(4) . . . . ?
C11 C12 C13 C18 179.6(2) . . . . ?
C12 C13 C14 C15 1.0(4) . . . . ?
C18 C13 C14 C15 -178.7(3) . . . . ?
C13 C14 C15 C10 -0.5(4) . . . . ?
C13 C14 C15 C16 178.5(2) . . . . ?
C11 C10 C15 C14 -0.9(3) . . . . ?
N3 C10 C15 C14 -175.9(2) . . . . ?
C11 C10 C15 C16 -179.9(2) . . . . ?
N3 C10 C15 C16 5.1(3) . . . . ?
C24 C19 C20 C21 0.3(4) . . . . ?
N4 C19 C20 C21 -178.5(2) . . . . ?
C24 C19 C20 C26 -178.9(2) . . . . ?
N4 C19 C20 C26 2.3(3) . . . . ?
C19 C20 C21 C22 -0.8(4) . . . . ?
C26 C20 C21 C22 178.4(2) . . . . ?
C20 C21 C22 C23 0.3(4) . . . . ?
C20 C21 C22 C27 -179.7(2) . . . . ?
C21 C22 C23 C24 0.8(4) . . . . ?
C27 C22 C23 C24 -179.2(2) . . . . ?
C22 C23 C24 C19 -1.3(4) . . . . ?
C22 C23 C24 C25 179.5(2) . . . . ?
C20 C19 C24 C23 0.7(4) . . . . ?
N4 C19 C24 C23 179.5(2) . . . . ?
C20 C19 C24 C25 179.9(2) . . . . ?
N4 C19 C24 C25 -1.3(3) . . . . ?
N4 C1 N3 C10 -172.7(2) . . . . ?
Fe1 C1 N3 C10 10.8(3) . . . . ?
N4 C1 N3 C2 -3.3(3) . . . . ?
Fe1 C1 N3 C2 -179.81(17) . . . . ?
C15 C10 N3 C1 -106.6(3) . . . . ?
C11 C10 N3 C1 78.3(3) . . . . ?
C15 C10 N3 C2 84.6(3) . . . . ?
C11 C10 N3 C2 -90.5(3) . . . . ?
C3 C2 N3 C1 7.4(3) . . . . ?
C3 C2 N3 C10 177.8(2) . . . . ?
N3 C1 N4 C19 176.1(2) . . . . ?
Fe1 C1 N4 C19 -7.3(3) . . . . ?
N3 C1 N4 C3 -2.6(3) . . . . ?
Fe1 C1 N4 C3 173.95(18) . . . . ?
C24 C19 N4 C1 88.4(3) . . . . ?
C20 C19 N4 C1 -92.7(3) . . . . ?
C24 C19 N4 C3 -92.9(3) . . . . ?
C20 C19 N4 C3 86.0(3) . . . . ?
C2 C3 N4 C1 7.1(3) . . . . ?
C2 C3 N4 C19 -171.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        28.37
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.065
#===END



_database_code_depnum_ccdc_archive 'CCDC 1004080'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_simesfesno2_0m

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H30 Fe N5 O4 S'
_chemical_formula_weight         576.47

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'
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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

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

_cell_length_a                   15.596(3)
_cell_length_b                   7.9152(17)
_cell_length_c                   23.348(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.772(3)
_cell_angle_gamma                90.00
_cell_volume                     2744.6(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       needle
_exptl_crystal_colour            'dark brown'
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1204
_exptl_absorpt_coefficient_mu    0.667
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9183
_exptl_absorpt_correction_T_max  0.9674
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      110(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  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32181
_diffrn_reflns_av_R_equivalents  0.0666
_diffrn_reflns_av_sigmaI/netI    0.0527
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         27.95
_reflns_number_total             6593
_reflns_number_gt                4752
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEXII'
_computing_cell_refinement       'Bruker APEXII'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0355P)²+1.6590P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         6593
_refine_ls_number_parameters     349
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1012
_refine_ls_wR_factor_gt          0.0893
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.19831(2) 0.17901(4) 0.443582(13) 0.02264(9) Uani 1 1 d . . .
S2 S 0.33115(4) 0.31705(7) 0.47660(2) 0.02893(14) Uani 1 1 d . . .
N1 N 0.15533(14) 0.1150(3) 0.49737(8) 0.0306(5) Uani 1 1 d . . .
N2 N 0.12322(14) 0.2937(2) 0.39168(9) 0.0315(5) Uani 1 1 d . . .
O1 O 0.10905(14) 0.0864(3) 0.52741(9) 0.0523(5) Uani 1 1 d . . .
O2 O 0.05696(14) 0.3603(3) 0.36284(9) 0.0573(6) Uani 1 1 d . . .
N3 N 0.22715(12) -0.1890(2) 0.41899(8) 0.0218(4) Uani 1 1 d . . .
N4 N 0.22684(12) -0.0323(2) 0.34311(8) 0.0216(4) Uani 1 1 d . . .
N5 N 0.53926(13) 0.2133(3) 0.73520(8) 0.0275(4) Uani 1 1 d . . .
O3 O 0.60986(11) 0.2937(2) 0.75521(7) 0.0362(4) Uani 1 1 d . . .
O4 O 0.51127(12) 0.1151(3) 0.76583(7) 0.0442(5) Uani 1 1 d . . .
C1 C 0.21850(13) -0.0312(3) 0.39852(9) 0.0184(4) Uani 1 1 d . . .
C2 C 0.24434(18) -0.3121(3) 0.37621(10) 0.0311(5) Uani 1 1 d . . .
H2A H 0.1991 -0.4004 0.3666 0.037 Uiso 1 1 calc R . .
H2B H 0.3034 -0.3630 0.3921 0.037 Uiso 1 1 calc R . .
C3 C 0.23869(18) -0.2035(3) 0.32164(10) 0.0301(5) Uani 1 1 d . . .
H3A H 0.2934 -0.2112 0.3103 0.036 Uiso 1 1 calc R . .
H3B H 0.1878 -0.2356 0.2876 0.036 Uiso 1 1 calc R . .
C4 C 0.38864(15) 0.2790(3) 0.55267(9) 0.0226(5) Uani 1 1 d . . .
C5 C 0.46603(15) 0.3760(3) 0.57891(10) 0.0247(5) Uani 1 1 d . . .
H5 H 0.4846 0.4551 0.5557 0.030 Uiso 1 1 calc R . .
C6 C 0.51482(15) 0.3557(3) 0.63843(10) 0.0244(5) Uani 1 1 d . . .
H6 H 0.5658 0.4211 0.6556 0.029 Uiso 1 1 calc R . .
C7 C 0.48713(14) 0.2370(3) 0.67230(9) 0.0219(4) Uani 1 1 d . . .
C8 C 0.41178(15) 0.1372(3) 0.64797(10) 0.0260(5) Uani 1 1 d . . .
H8 H 0.3945 0.0568 0.6713 0.031 Uiso 1 1 calc R . .
C9 C 0.36297(15) 0.1600(3) 0.58822(10) 0.0267(5) Uani 1 1 d . . .
H9 H 0.3119 0.0946 0.5714 0.032 Uiso 1 1 calc R . .
C10 C 0.28193(15) 0.3348(3) 0.26216(9) 0.0227(5) Uani 1 1 d . . .
H10 H 0.3320 0.3973 0.2613 0.027 Uiso 1 1 calc R . .
C11 C 0.29762(18) -0.3248(3) 0.57807(10) 0.0315(5) Uani 1 1 d . . .
H11 H 0.3497 -0.3314 0.6107 0.038 Uiso 1 1 calc R . .
C12 C 0.22320(15) -0.2455(3) 0.47655(9) 0.0218(4) Uani 1 1 d . . .
C13 C 0.12387(15) 0.2825(3) 0.22525(9) 0.0224(5) Uani 1 1 d . . .
H13 H 0.0674 0.3095 0.1991 0.027 Uiso 1 1 calc R . .
C14 C 0.30285(15) -0.2571(3) 0.52411(10) 0.0241(5) Uani 1 1 d . . .
C15 C 0.29314(14) 0.2009(3) 0.30246(9) 0.0212(4) Uani 1 1 d . . .
C16 C 0.21716(14) 0.1100(3) 0.30367(9) 0.0190(4) Uani 1 1 d . . .
C17 C 0.19805(15) 0.3775(3) 0.22332(9) 0.0224(5) Uani 1 1 d . . .
C18 C 0.13160(14) 0.1484(3) 0.26502(9) 0.0211(4) Uani 1 1 d . . .
C19 C 0.14064(16) -0.2960(3) 0.48199(10) 0.0261(5) Uani 1 1 d . . .
C20 C 0.38556(15) 0.1553(3) 0.34292(10) 0.0298(5) Uani 1 1 d . . .
H20A H 0.4301 0.2170 0.3308 0.045 Uiso 1 1 calc R . .
H20B H 0.3953 0.0363 0.3400 0.045 Uiso 1 1 calc R . .
H20C H 0.3901 0.1837 0.3837 0.045 Uiso 1 1 calc R . .
C21 C 0.05464(17) -0.2727(3) 0.43085(11) 0.0362(6) Uani 1 1 d . . .
H21A H 0.0061 -0.3289 0.4403 0.054 Uiso 1 1 calc R . .
H21B H 0.0618 -0.3201 0.3947 0.054 Uiso 1 1 calc R . .
H21C H 0.0413 -0.1544 0.4250 0.054 Uiso 1 1 calc R . .
C22 C 0.13970(18) -0.3646(3) 0.53677(11) 0.0345(6) Uani 1 1 d . . .
H22 H 0.0852 -0.3994 0.5413 0.041 Uiso 1 1 calc R . .
C23 C 0.2175(2) -0.3824(3) 0.58463(11) 0.0351(6) Uani 1 1 d . . .
C24 C 0.18685(17) 0.5191(3) 0.17840(10) 0.0328(6) Uani 1 1 d . . .
H24A H 0.2366 0.5959 0.1918 0.049 Uiso 1 1 calc R . .
H24B H 0.1317 0.5782 0.1748 0.049 Uiso 1 1 calc R . .
H24C H 0.1851 0.4733 0.1400 0.049 Uiso 1 1 calc R . .
C25 C 0.04984(15) 0.0487(3) 0.26604(10) 0.0301(5) Uani 1 1 d . . .
H25A H -0.0035 0.1043 0.2415 0.045 Uiso 1 1 calc R . .
H25B H 0.0477 0.0409 0.3066 0.045 Uiso 1 1 calc R . .
H25C H 0.0531 -0.0627 0.2506 0.045 Uiso 1 1 calc R . .
C26 C 0.39090(16) -0.2007(3) 0.51680(11) 0.0338(6) Uani 1 1 d . . .
H26A H 0.4079 -0.2763 0.4900 0.051 Uiso 1 1 calc R . .
H26B H 0.4365 -0.2013 0.5553 0.051 Uiso 1 1 calc R . .
H26C H 0.3846 -0.0885 0.5005 0.051 Uiso 1 1 calc R . .
C27 C 0.2150(2) -0.4677(4) 0.64206(12) 0.0546(8) Uani 1 1 d . . .
H27A H 0.1589 -0.4425 0.6492 0.082 Uiso 1 1 calc R . .
H27B H 0.2639 -0.4271 0.6751 0.082 Uiso 1 1 calc R . .
H27C H 0.2205 -0.5877 0.6383 0.082 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N1 1.672(2) . ?
Fe1 N2 1.673(2) . ?
Fe1 C1 2.044(2) . ?
Fe1 S2 2.2594(8) . ?
S2 C4 1.754(2) . ?
N1 O1 1.172(2) . ?
N2 O2 1.172(3) . ?
N3 C1 1.330(3) . ?
N3 C12 1.435(3) . ?
N3 C2 1.477(3) . ?
N4 C1 1.339(3) . ?
N4 C16 1.433(3) . ?
N4 C3 1.476(3) . ?
N5 O4 1.224(2) . ?
N5 O3 1.234(2) . ?
N5 C7 1.457(3) . ?
C2 C3 1.517(3) . ?
C4 C9 1.392(3) . ?
C4 C5 1.403(3) . ?
C5 C6 1.375(3) . ?
C6 C7 1.379(3) . ?
C7 C8 1.386(3) . ?
C8 C9 1.382(3) . ?
C10 C17 1.387(3) . ?
C10 C15 1.393(3) . ?
C11 C23 1.382(4) . ?
C11 C14 1.394(3) . ?
C12 C19 1.391(3) . ?
C12 C14 1.394(3) . ?
C13 C18 1.391(3) . ?
C13 C17 1.392(3) . ?
C14 C26 1.502(3) . ?
C15 C16 1.394(3) . ?
C15 C20 1.506(3) . ?
C16 C18 1.397(3) . ?
C17 C24 1.508(3) . ?
C18 C25 1.506(3) . ?
C19 C22 1.393(3) . ?
C19 C21 1.510(3) . ?
C22 C23 1.383(4) . ?
C23 C27 1.513(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N2 110.86(10) . . ?
N1 Fe1 C1 107.46(9) . . ?
N2 Fe1 C1 104.63(9) . . ?
N1 Fe1 S2 115.23(7) . . ?
N2 Fe1 S2 110.55(8) . . ?
C1 Fe1 S2 107.46(6) . . ?
C4 S2 Fe1 113.23(8) . . ?
O1 N1 Fe1 165.75(19) . . ?
O2 N2 Fe1 163.7(2) . . ?
C1 N3 C12 126.94(17) . . ?
C1 N3 C2 113.32(17) . . ?
C12 N3 C2 119.72(17) . . ?
C1 N4 C16 126.39(17) . . ?
C1 N4 C3 113.17(17) . . ?
C16 N4 C3 120.18(16) . . ?
O4 N5 O3 122.88(19) . . ?
O4 N5 C7 118.82(19) . . ?
O3 N5 C7 118.30(18) . . ?
N3 C1 N4 108.19(18) . . ?
N3 C1 Fe1 126.46(15) . . ?
N4 C1 Fe1 125.34(15) . . ?
N3 C2 C3 102.60(17) . . ?
N4 C3 C2 102.48(17) . . ?
C9 C4 C5 118.4(2) . . ?
C9 C4 S2 124.64(17) . . ?
C5 C4 S2 116.98(16) . . ?
C6 C5 C4 120.9(2) . . ?
C5 C6 C7 119.0(2) . . ?
C6 C7 C8 121.9(2) . . ?
C6 C7 N5 119.30(19) . . ?
C8 C7 N5 118.82(19) . . ?
C9 C8 C7 118.5(2) . . ?
C8 C9 C4 121.3(2) . . ?
C17 C10 C15 121.7(2) . . ?
C23 C11 C14 122.1(2) . . ?
C19 C12 C14 122.2(2) . . ?
C19 C12 N3 118.74(19) . . ?
C14 C12 N3 118.94(19) . . ?
C18 C13 C17 122.0(2) . . ?
C12 C14 C11 117.5(2) . . ?
C12 C14 C26 120.9(2) . . ?
C11 C14 C26 121.6(2) . . ?
C10 C15 C16 118.32(19) . . ?
C10 C15 C20 120.3(2) . . ?
C16 C15 C20 121.36(19) . . ?
C15 C16 C18 121.66(19) . . ?
C15 C16 N4 119.67(18) . . ?
C18 C16 N4 118.58(19) . . ?
C10 C17 C13 118.3(2) . . ?
C10 C17 C24 121.4(2) . . ?
C13 C17 C24 120.2(2) . . ?
C13 C18 C16 117.92(19) . . ?
C13 C18 C25 120.6(2) . . ?
C16 C18 C25 121.5(2) . . ?
C12 C19 C22 117.7(2) . . ?
C12 C19 C21 121.1(2) . . ?
C22 C19 C21 121.2(2) . . ?
C23 C22 C19 121.9(2) . . ?
C11 C23 C22 118.5(2) . . ?
C11 C23 C27 121.0(3) . . ?
C22 C23 C27 120.5(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 Fe1 S2 C4 19.76(11) . . . . ?
N2 Fe1 S2 C4 146.41(10) . . . . ?
C1 Fe1 S2 C4 -99.97(10) . . . . ?
N2 Fe1 N1 O1 3.9(8) . . . . ?
C1 Fe1 N1 O1 -109.9(8) . . . . ?
S2 Fe1 N1 O1 130.4(8) . . . . ?
N1 Fe1 N2 O2 -9.5(7) . . . . ?
C1 Fe1 N2 O2 106.1(7) . . . . ?
S2 Fe1 N2 O2 -138.5(7) . . . . ?
C12 N3 C1 N4 179.70(19) . . . . ?
C2 N3 C1 N4 1.0(3) . . . . ?
C12 N3 C1 Fe1 0.7(3) . . . . ?
C2 N3 C1 Fe1 -177.95(16) . . . . ?
C16 N4 C1 N3 176.46(19) . . . . ?
C3 N4 C1 N3 2.4(3) . . . . ?
C16 N4 C1 Fe1 -4.6(3) . . . . ?
C3 N4 C1 Fe1 -178.60(16) . . . . ?
N1 Fe1 C1 N3 -21.6(2) . . . . ?
N2 Fe1 C1 N3 -139.54(19) . . . . ?
S2 Fe1 C1 N3 102.92(18) . . . . ?
N1 Fe1 C1 N4 159.57(17) . . . . ?
N2 Fe1 C1 N4 41.7(2) . . . . ?
S2 Fe1 C1 N4 -75.87(18) . . . . ?
C1 N3 C2 C3 -3.8(3) . . . . ?
C12 N3 C2 C3 177.5(2) . . . . ?
C1 N4 C3 C2 -4.6(3) . . . . ?
C16 N4 C3 C2 -179.05(19) . . . . ?
N3 C2 C3 N4 4.6(2) . . . . ?
Fe1 S2 C4 C9 8.1(2) . . . . ?
Fe1 S2 C4 C5 -172.15(14) . . . . ?
C9 C4 C5 C6 -0.8(3) . . . . ?
S2 C4 C5 C6 179.41(17) . . . . ?
C4 C5 C6 C7 0.5(3) . . . . ?
C5 C6 C7 C8 0.3(3) . . . . ?
C5 C6 C7 N5 179.16(19) . . . . ?
O4 N5 C7 C6 175.7(2) . . . . ?
O3 N5 C7 C6 -4.2(3) . . . . ?
O4 N5 C7 C8 -5.4(3) . . . . ?
O3 N5 C7 C8 174.7(2) . . . . ?
C6 C7 C8 C9 -0.8(3) . . . . ?
N5 C7 C8 C9 -179.7(2) . . . . ?
C7 C8 C9 C4 0.6(3) . . . . ?
C5 C4 C9 C8 0.2(3) . . . . ?
S2 C4 C9 C8 -179.99(18) . . . . ?
C1 N3 C12 C19 91.5(3) . . . . ?
C2 N3 C12 C19 -89.9(3) . . . . ?
C1 N3 C12 C14 -92.1(3) . . . . ?
C2 N3 C12 C14 86.5(3) . . . . ?
C19 C12 C14 C11 1.2(3) . . . . ?
N3 C12 C14 C11 -175.12(19) . . . . ?
C19 C12 C14 C26 -179.7(2) . . . . ?
N3 C12 C14 C26 4.0(3) . . . . ?
C23 C11 C14 C12 1.4(3) . . . . ?
C23 C11 C14 C26 -177.7(2) . . . . ?
C17 C10 C15 C16 -0.8(3) . . . . ?
C17 C10 C15 C20 178.5(2) . . . . ?
C10 C15 C16 C18 1.2(3) . . . . ?
C20 C15 C16 C18 -178.1(2) . . . . ?
C10 C15 C16 N4 177.78(18) . . . . ?
C20 C15 C16 N4 -1.4(3) . . . . ?
C1 N4 C16 C15 94.6(3) . . . . ?
C3 N4 C16 C15 -91.7(2) . . . . ?
C1 N4 C16 C18 -88.7(3) . . . . ?
C3 N4 C16 C18 85.0(3) . . . . ?
C15 C10 C17 C13 -0.1(3) . . . . ?
C15 C10 C17 C24 -178.0(2) . . . . ?
C18 C13 C17 C10 0.6(3) . . . . ?
C18 C13 C17 C24 178.5(2) . . . . ?
C17 C13 C18 C16 -0.2(3) . . . . ?
C17 C13 C18 C25 179.8(2) . . . . ?
C15 C16 C18 C13 -0.7(3) . . . . ?
N4 C16 C18 C13 -177.35(18) . . . . ?
C15 C16 C18 C25 179.3(2) . . . . ?
N4 C16 C18 C25 2.7(3) . . . . ?
C14 C12 C19 C22 -1.9(3) . . . . ?
N3 C12 C19 C22 174.39(19) . . . . ?
C14 C12 C19 C21 176.4(2) . . . . ?
N3 C12 C19 C21 -7.3(3) . . . . ?
C12 C19 C22 C23 0.2(3) . . . . ?
C21 C19 C22 C23 -178.1(2) . . . . ?
C14 C11 C23 C22 -3.0(4) . . . . ?
C14 C11 C23 C27 175.2(2) . . . . ?
C19 C22 C23 C11 2.2(4) . . . . ?
C19 C22 C23 C27 -176.0(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.95
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.064
_database_code_depnum_ccdc_archive 'CCDC 1004081'
