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

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

data_2
_database_code_depnum_ccdc_archive 'CCDC 1487629'
_audit_update_record             
;
2016-07-27 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H16 Fe N2 O6 S2'
_chemical_formula_sum            'C10 H16 Fe N2 O6 S2'
_chemical_formula_weight         380.22

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

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

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

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

_cell_length_a                   9.8760(6)
_cell_length_b                   5.5764(3)
_cell_length_c                   12.5720(7)
_cell_angle_alpha                90
_cell_angle_beta                 101.134(3)
_cell_angle_gamma                90
_cell_volume                     679.34(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3660
_cell_measurement_theta_min      3.56
_cell_measurement_theta_max      26.40

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_F_000             392
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.494
_exptl_crystal_size_mid          0.347
_exptl_crystal_size_min          0.202
_exptl_absorpt_coefficient_mu    1.446
_shelx_estimated_absorpt_T_min   0.535
_shelx_estimated_absorpt_T_max   0.759
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.378137
_exptl_absorpt_correction_T_max  0.745372
_exptl_absorpt_process_details   twinabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            1212
_diffrn_reflns_av_unetI/netI     0.0527
_diffrn_reflns_av_R_equivalents  0.0594
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         11.999
_diffrn_reflns_theta_max         26.361
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.880
_diffrn_measured_fraction_theta_full 0.867
_diffrn_reflns_Laue_measured_fraction_max 0.880
_diffrn_reflns_Laue_measured_fraction_full 0.867
_diffrn_reflns_point_group_measured_fraction_max 0.880
_diffrn_reflns_point_group_measured_fraction_full 0.867
_reflns_number_total             1212
_reflns_number_gt                915
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Twin refinement was used.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.1211P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1212
_refine_ls_number_parameters     113
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0571
_refine_ls_wR_factor_ref         0.1743
_refine_ls_wR_factor_gt          0.1645
_refine_ls_goodness_of_fit_ref   1.224
_refine_ls_restrained_S_all      1.224
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1212(5) -0.0467(9) 0.8891(3) 0.0096(9) Uani 1 1 d . . . . .
C2 C 0.0102(5) 0.1135(8) 0.8473(4) 0.0121(9) Uani 1 1 d . . . . .
H2 H 0.0196 0.2834 0.8243 0.015 Uiso 1 1 calc R U . . .
C3 C -0.1150(5) -0.0116(8) 0.8445(4) 0.0125(10) Uani 1 1 d . . . . .
H3 H -0.2099 0.0556 0.8205 0.015 Uiso 1 1 calc R U . . .
C4 C -0.0827(5) -0.2475(8) 0.8852(3) 0.0121(9) Uani 1 1 d . . . . .
H4 H -0.1512 -0.3743 0.8941 0.015 Uiso 1 1 calc R U . . .
C5 C 0.0640(5) -0.2718(8) 0.9120(3) 0.0107(9) Uani 1 1 d . . . . .
H5 H 0.1167 -0.4181 0.9417 0.013 Uiso 1 1 calc R U . . .
Fe1 Fe 0.0000 0.0000 1.0000 0.0079(4) Uani 1 2 d S . P . .
N1 N 0.4608(5) 0.0582(9) 0.6295(4) 0.0148(9) Uani 1 1 d D . . . .
O1 O 0.3431(4) -0.0684(7) 0.8103(3) 0.0163(8) Uani 1 1 d . . . . .
O2 O 0.3607(4) -0.1318(6) 1.0033(3) 0.0164(8) Uani 1 1 d . . . . .
O3 O 0.3143(3) 0.2685(6) 0.9256(3) 0.0161(8) Uani 1 1 d . . . . .
S1 S 0.29830(11) 0.00990(18) 0.91014(9) 0.0105(5) Uani 1 1 d . . . . .
H1N H 0.412(7) 0.084(12) 0.569(6) 0.013(14) Uiso 1 1 d . . . . .
H2N H 0.403(11) 0.021(15) 0.674(9) 0.04(2) Uiso 1 1 d . . . . .
H3N H 0.491(7) -0.068(13) 0.606(5) 0.010(13) Uiso 1 1 d . . . . .
H4N H 0.521(5) 0.164(9) 0.648(5) 0.017(15) Uiso 1 1 d 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
C1 C5 1.428(7) . ?
C1 C2 1.432(7) . ?
C1 S1 1.747(5) . ?
C1 Fe1 2.022(4) . ?
C2 C3 1.414(7) . ?
C2 Fe1 2.042(4) . ?
C2 H2 1.0000 . ?
C3 C4 1.425(7) . ?
C3 Fe1 2.063(5) . ?
C3 H3 1.0000 . ?
C4 C5 1.430(7) . ?
C4 Fe1 2.049(4) . ?
C4 H4 1.0000 . ?
C5 Fe1 2.047(4) . ?
C5 H5 1.0000 . ?
Fe1 C1 2.022(4) 3_557 ?
Fe1 C2 2.042(4) 3_557 ?
Fe1 C5 2.047(4) 3_557 ?
Fe1 C4 2.049(4) 3_557 ?
Fe1 C3 2.063(5) 3_557 ?
N1 H4N 0.84(2) . ?
N1 H1N 0.83(8) . ?
N1 H2N 0.90(12) . ?
N1 H3N 0.84(8) . ?
N1 H4N 0.84(2) . ?
O1 S1 1.475(3) . ?
O2 S1 1.448(4) . ?
O3 S1 1.460(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
C5 C1 C2 108.5(4) . . ?
C5 C1 S1 123.4(4) . . ?
C2 C1 S1 128.0(4) . . ?
C5 C1 Fe1 70.4(2) . . ?
C2 C1 Fe1 70.1(2) . . ?
S1 C1 Fe1 125.5(2) . . ?
C3 C2 C1 107.7(4) . . ?
C3 C2 Fe1 70.7(3) . . ?
C1 C2 Fe1 68.6(2) . . ?
C3 C2 H2 126.1 . . ?
C1 C2 H2 126.1 . . ?
Fe1 C2 H2 126.1 . . ?
C2 C3 C4 108.2(4) . . ?
C2 C3 Fe1 69.0(3) . . ?
C4 C3 Fe1 69.2(3) . . ?
C2 C3 H3 125.9 . . ?
C4 C3 H3 125.9 . . ?
Fe1 C3 H3 125.9 . . ?
C3 C4 C5 108.6(4) . . ?
C3 C4 Fe1 70.3(3) . . ?
C5 C4 Fe1 69.5(2) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 H4 125.7 . . ?
Fe1 C4 H4 125.7 . . ?
C1 C5 C4 106.9(4) . . ?
C1 C5 Fe1 68.5(2) . . ?
C4 C5 Fe1 69.7(2) . . ?
C1 C5 H5 126.5 . . ?
C4 C5 H5 126.5 . . ?
Fe1 C5 H5 126.5 . . ?
C1 Fe1 C1 180.0 . 3_557 ?
C1 Fe1 C2 138.73(19) . 3_557 ?
C1 Fe1 C2 41.27(19) 3_557 3_557 ?
C1 Fe1 C2 41.27(19) . . ?
C1 Fe1 C2 138.73(19) 3_557 . ?
C2 Fe1 C2 180.0 3_557 . ?
C1 Fe1 C5 41.09(18) . . ?
C1 Fe1 C5 138.91(19) 3_557 . ?
C2 Fe1 C5 110.79(17) 3_557 . ?
C2 Fe1 C5 69.21(17) . . ?
C1 Fe1 C5 138.91(18) . 3_557 ?
C1 Fe1 C5 41.09(18) 3_557 3_557 ?
C2 Fe1 C5 69.21(17) 3_557 3_557 ?
C2 Fe1 C5 110.79(17) . 3_557 ?
C5 Fe1 C5 180.0(3) . 3_557 ?
C1 Fe1 C4 68.67(18) . . ?
C1 Fe1 C4 111.34(18) 3_557 . ?
C2 Fe1 C4 111.59(17) 3_557 . ?
C2 Fe1 C4 68.41(17) . . ?
C5 Fe1 C4 40.86(18) . . ?
C5 Fe1 C4 139.14(18) 3_557 . ?
C1 Fe1 C4 111.33(18) . 3_557 ?
C1 Fe1 C4 68.66(18) 3_557 3_557 ?
C2 Fe1 C4 68.41(17) 3_557 3_557 ?
C2 Fe1 C4 111.59(17) . 3_557 ?
C5 Fe1 C4 139.14(18) . 3_557 ?
C5 Fe1 C4 40.86(18) 3_557 3_557 ?
C4 Fe1 C4 180.00(19) . 3_557 ?
C1 Fe1 C3 68.49(18) . . ?
C1 Fe1 C3 111.51(18) 3_557 . ?
C2 Fe1 C3 139.7(2) 3_557 . ?
C2 Fe1 C3 40.3(2) . . ?
C5 Fe1 C3 68.64(18) . . ?
C5 Fe1 C3 111.36(18) 3_557 . ?
C4 Fe1 C3 40.54(18) . . ?
C4 Fe1 C3 139.46(18) 3_557 . ?
C1 Fe1 C3 111.51(18) . 3_557 ?
C1 Fe1 C3 68.49(18) 3_557 3_557 ?
C2 Fe1 C3 40.3(2) 3_557 3_557 ?
C2 Fe1 C3 139.7(2) . 3_557 ?
C5 Fe1 C3 111.36(18) . 3_557 ?
C5 Fe1 C3 68.64(18) 3_557 3_557 ?
C4 Fe1 C3 139.46(18) . 3_557 ?
C4 Fe1 C3 40.54(18) 3_557 3_557 ?
C3 Fe1 C3 180.0 . 3_557 ?
H4N N1 H1N 113(7) . . ?
H4N N1 H2N 119(8) . . ?
H1N N1 H2N 106(8) . . ?
H4N N1 H3N 114(7) . . ?
H1N N1 H3N 90(7) . . ?
H2N N1 H3N 110(7) . . ?
H4N N1 H4N 0(8) . . ?
H1N N1 H4N 113(7) . . ?
H2N N1 H4N 119(8) . . ?
H3N N1 H4N 114(7) . . ?
O2 S1 O3 114.4(2) . . ?
O2 S1 O1 112.1(2) . . ?
O3 S1 O1 111.3(2) . . ?
O2 S1 C1 106.3(2) . . ?
O3 S1 C1 106.1(2) . . ?
O1 S1 C1 105.9(2) . . ?

_refine_diff_density_max         0.762
_refine_diff_density_min         -0.891
_refine_diff_density_rms         0.149

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

data_3
_database_code_depnum_ccdc_archive 'CCDC 1487630'
_audit_update_record             
;
2016-07-27 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H8 Cl2 Fe O4 S2'
_chemical_formula_weight         383.03

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'
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'

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

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

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

_cell_length_a                   7.9181(3)
_cell_length_b                   7.7541(2)
_cell_length_c                   10.7240(4)
_cell_angle_alpha                90
_cell_angle_beta                 99.0150(10)
_cell_angle_gamma                90
_cell_volume                     650.30(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3683
_cell_measurement_theta_min      2.60
_cell_measurement_theta_max      25.08

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.956
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.666
_exptl_crystal_size_mid          0.490
_exptl_crystal_size_min          0.358
_exptl_absorpt_coefficient_mu    1.895
_shelx_estimated_absorpt_T_min   0.365
_shelx_estimated_absorpt_T_max   0.550
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3651
_exptl_absorpt_correction_T_max  0.5503
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4439
_diffrn_reflns_av_unetI/netI     0.0165
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.604
_diffrn_reflns_theta_max         25.078
_diffrn_reflns_theta_full        25.078
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             1147
_reflns_number_gt                1122
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0306P)²+0.5942P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1147
_refine_ls_number_parameters     88
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0228
_refine_ls_R_factor_gt           0.0223
_refine_ls_wR_factor_ref         0.0620
_refine_ls_wR_factor_gt          0.0612
_refine_ls_goodness_of_fit_ref   1.169
_refine_ls_restrained_S_all      1.169
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7783(2) 0.8964(3) 0.91807(17) 0.0099(4) Uani 1 1 d . . . . .
Cl1 Cl 0.51348(6) 0.65602(7) 0.80651(5) 0.01950(16) Uani 1 1 d . . . . .
Fe1 Fe 1.0000 1.0000 1.0000 0.00824(14) Uani 1 2 d S . P . .
O1 O 0.7376(2) 0.60948(19) 1.03223(14) 0.0213(3) Uani 1 1 d . . . . .
S1 S 0.75043(6) 0.67606(6) 0.91069(4) 0.01127(15) Uani 1 1 d . . . . .
C2 C 0.8487(2) 0.9974(2) 0.82689(19) 0.0115(4) Uani 1 1 d . . . . .
H2 H 0.8812 0.9560 0.7456 0.014 Uiso 1 1 calc R U . . .
O2 O 0.86332(18) 0.60009(19) 0.83513(14) 0.0188(3) Uani 1 1 d . . . . .
C3 C 0.8611(2) 1.1677(3) 0.87426(19) 0.0146(4) Uani 1 1 d . . . . .
H3 H 0.9090 1.2683 0.8331 0.017 Uiso 1 1 calc R U . . .
C4 C 0.7987(3) 1.1719(3) 0.9920(2) 0.0152(4) Uani 1 1 d . . . . .
H4 H 0.7958 1.2758 1.0469 0.018 Uiso 1 1 calc R U . . .
C5 C 0.7469(2) 1.0037(2) 1.02020(19) 0.0124(4) Uani 1 1 d . . . . .
H5 H 0.6972 0.9673 1.0962 0.015 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.428(3) . ?
C1 C2 1.432(3) . ?
C1 S1 1.723(2) . ?
C1 Fe1 2.0035(18) . ?
Cl1 S1 2.0336(6) . ?
Fe1 C1 2.0035(19) 3_777 ?
Fe1 C2 2.0457(19) 3_777 ?
Fe1 C2 2.0457(19) . ?
Fe1 C5 2.049(2) . ?
Fe1 C5 2.049(2) 3_777 ?
Fe1 C3 2.0624(19) . ?
Fe1 C3 2.0624(19) 3_777 ?
Fe1 C4 2.0694(19) 3_777 ?
Fe1 C4 2.0694(19) . ?
O1 S1 1.4203(15) . ?
S1 O2 1.4246(15) . ?
C2 C3 1.413(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.427(3) . ?
C3 H3 1.0000 . ?
C4 C5 1.414(3) . ?
C4 H4 1.0000 . ?
C5 H5 1.0000 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 109.77(17) . . ?
C5 C1 S1 125.21(15) . . ?
C2 C1 S1 124.87(15) . . ?
C5 C1 Fe1 71.10(11) . . ?
C2 C1 Fe1 70.87(11) . . ?
S1 C1 Fe1 120.99(10) . . ?
C1 Fe1 C1 180.0 3_777 . ?
C1 Fe1 C2 41.41(8) 3_777 3_777 ?
C1 Fe1 C2 138.59(8) . 3_777 ?
C1 Fe1 C2 138.59(8) 3_777 . ?
C1 Fe1 C2 41.41(8) . . ?
C2 Fe1 C2 180.0 3_777 . ?
C1 Fe1 C5 138.76(8) 3_777 . ?
C1 Fe1 C5 41.24(8) . . ?
C2 Fe1 C5 110.32(8) 3_777 . ?
C2 Fe1 C5 69.68(8) . . ?
C1 Fe1 C5 41.24(8) 3_777 3_777 ?
C1 Fe1 C5 138.76(8) . 3_777 ?
C2 Fe1 C5 69.68(8) 3_777 3_777 ?
C2 Fe1 C5 110.32(8) . 3_777 ?
C5 Fe1 C5 180.0 . 3_777 ?
C1 Fe1 C3 112.01(8) 3_777 . ?
C1 Fe1 C3 67.99(8) . . ?
C2 Fe1 C3 139.78(8) 3_777 . ?
C2 Fe1 C3 40.22(8) . . ?
C5 Fe1 C3 68.29(8) . . ?
C5 Fe1 C3 111.71(8) 3_777 . ?
C1 Fe1 C3 67.99(8) 3_777 3_777 ?
C1 Fe1 C3 112.01(8) . 3_777 ?
C2 Fe1 C3 40.22(8) 3_777 3_777 ?
C2 Fe1 C3 139.78(8) . 3_777 ?
C5 Fe1 C3 111.71(8) . 3_777 ?
C5 Fe1 C3 68.29(8) 3_777 3_777 ?
C3 Fe1 C3 180.0 . 3_777 ?
C1 Fe1 C4 67.91(8) 3_777 3_777 ?
C1 Fe1 C4 112.09(8) . 3_777 ?
C2 Fe1 C4 68.35(8) 3_777 3_777 ?
C2 Fe1 C4 111.65(8) . 3_777 ?
C5 Fe1 C4 139.85(8) . 3_777 ?
C5 Fe1 C4 40.15(8) 3_777 3_777 ?
C3 Fe1 C4 139.59(8) . 3_777 ?
C3 Fe1 C4 40.41(8) 3_777 3_777 ?
C1 Fe1 C4 112.09(8) 3_777 . ?
C1 Fe1 C4 67.91(8) . . ?
C2 Fe1 C4 111.65(8) 3_777 . ?
C2 Fe1 C4 68.35(8) . . ?
C5 Fe1 C4 40.15(8) . . ?
C5 Fe1 C4 139.85(8) 3_777 . ?
C3 Fe1 C4 40.40(8) . . ?
C3 Fe1 C4 139.59(8) 3_777 . ?
C4 Fe1 C4 180.0 3_777 . ?
O1 S1 O2 120.87(9) . . ?
O1 S1 C1 110.20(9) . . ?
O2 S1 C1 110.41(9) . . ?
O1 S1 Cl1 106.49(7) . . ?
O2 S1 Cl1 105.25(7) . . ?
C1 S1 Cl1 101.64(7) . . ?
C3 C2 C1 106.14(17) . . ?
C3 C2 Fe1 70.53(11) . . ?
C1 C2 Fe1 67.72(11) . . ?
C3 C2 H2 126.9 . . ?
C1 C2 H2 126.9 . . ?
Fe1 C2 H2 126.9 . . ?
C2 C3 C4 109.01(18) . . ?
C2 C3 Fe1 69.25(11) . . ?
C4 C3 Fe1 70.06(11) . . ?
C2 C3 H3 125.5 . . ?
C4 C3 H3 125.5 . . ?
Fe1 C3 H3 125.5 . . ?
C5 C4 C3 108.67(18) . . ?
C5 C4 Fe1 69.16(11) . . ?
C3 C4 Fe1 69.53(11) . . ?
C5 C4 H4 125.7 . . ?
C3 C4 H4 125.7 . . ?
Fe1 C4 H4 125.7 . . ?
C4 C5 C1 106.41(18) . . ?
C4 C5 Fe1 70.69(11) . . ?
C1 C5 Fe1 67.66(11) . . ?
C4 C5 H5 126.8 . . ?
C1 C5 H5 126.8 . . ?
Fe1 C5 H5 126.8 . . ?

_refine_diff_density_max         0.427
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.103

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

data_6
_database_code_depnum_ccdc_archive 'CCDC 1487631'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H14 Cl Fe N O4 S2'
_chemical_formula_weight         403.67

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

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

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

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

_cell_length_a                   7.4865(3)
_cell_length_b                   7.5363(3)
_cell_length_c                   14.9763(6)
_cell_angle_alpha                87.392(2)
_cell_angle_beta                 86.354(2)
_cell_angle_gamma                65.8810(10)
_cell_volume                     769.47(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6228
_cell_measurement_theta_min      6.49
_cell_measurement_theta_max      65.93

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.742
_exptl_crystal_F_000             412
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.461
_exptl_crystal_size_mid          0.269
_exptl_crystal_size_min          0.163
_exptl_absorpt_coefficient_mu    12.150
_shelx_estimated_absorpt_T_min   0.071
_shelx_estimated_absorpt_T_max   0.242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.3639
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8179
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.957
_diffrn_reflns_theta_max         61.977
_diffrn_reflns_theta_full        61.977
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measured_fraction_theta_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_point_group_measured_fraction_full 0.957
_reflns_number_total             2329
_reflns_number_gt                2287
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0639P)²+0.3318P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2329
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0335
_refine_ls_R_factor_gt           0.0328
_refine_ls_wR_factor_ref         0.0921
_refine_ls_wR_factor_gt          0.0913
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5962(3) 0.6376(3) 0.32184(16) 0.0162(5) Uani 1 1 d . . . . .
C2 C 0.4647(3) 0.8180(4) 0.35939(17) 0.0191(5) Uani 1 1 d . . . . .
H2 H 0.3737 0.8359 0.4134 0.023 Uiso 1 1 calc R U . . .
C3 C 0.4887(3) 0.9671(3) 0.30512(16) 0.0192(5) Uani 1 1 d . . . . .
H3 H 0.4138 1.1101 0.3135 0.023 Uiso 1 1 calc R U . . .
C4 C 0.6323(4) 0.8801(4) 0.23578(17) 0.0206(5) Uani 1 1 d . . . . .
H4 H 0.6757 0.9516 0.1873 0.025 Uiso 1 1 calc R U . . .
C5 C 0.7021(3) 0.6743(4) 0.24542(17) 0.0191(5) Uani 1 1 d . . . . .
H5 H 0.8050 0.5752 0.2067 0.023 Uiso 1 1 calc R U . . .
C6 C 0.2135(4) 0.9491(3) 0.13943(16) 0.0174(5) Uani 1 1 d . . . . .
C7 C 0.1101(3) 0.8978(4) 0.21207(16) 0.0186(5) Uani 1 1 d . . . . .
H7 H 0.0019 0.9887 0.2517 0.022 Uiso 1 1 calc R U . . .
C8 C 0.1912(4) 0.6915(4) 0.21649(17) 0.0204(5) Uani 1 1 d . . . . .
H8 H 0.1530 0.6107 0.2622 0.024 Uiso 1 1 calc R U . . .
C9 C 0.3404(4) 0.6184(4) 0.14783(17) 0.0214(5) Uani 1 1 d . . . . .
H9 H 0.4235 0.4779 0.1369 0.026 Uiso 1 1 calc R U . . .
C10 C 0.3565(4) 0.7781(4) 0.09882(17) 0.0207(5) Uani 1 1 d . . . . .
H10 H 0.4470 0.7718 0.0458 0.025 Uiso 1 1 calc R U . . .
C11 C 0.9885(3) 0.3142(4) 0.41032(16) 0.0197(5) Uani 1 1 d . . . . .
H11A H 0.9922 0.4402 0.3912 0.024 Uiso 1 1 calc R U . . .
H11B H 1.0332 0.2270 0.3585 0.024 Uiso 1 1 calc R U . . .
C12 C 1.1247(3) 0.2267(3) 0.48465(16) 0.0201(5) Uani 1 1 d . . . . .
H12 H 1.2533 0.2219 0.4758 0.024 Uiso 1 1 calc R U . . .
C13 C 1.0826(4) 0.1557(4) 0.56105(17) 0.0247(6) Uani 1 1 d . . . . .
H13A H 0.9558 0.1573 0.5729 0.030 Uiso 1 1 calc R U . . .
H13B H 1.1791 0.1028 0.6044 0.030 Uiso 1 1 calc R U . . .
Cl1 Cl -0.0480(14) 1.2741(15) 0.0302(7) 0.0455(14) Uani 0.5 1 d . . P A 1
Cl2 Cl -0.0023(14) 1.2521(14) 0.0107(7) 0.058(2) Uani 0.5 1 d . . P A 2
Fe1 Fe 0.40596(5) 0.79438(5) 0.22956(2) 0.01469(16) Uani 1 1 d . . . . .
N1 N 0.7870(3) 0.3452(3) 0.43775(13) 0.0176(4) Uani 1 1 d . . . . .
H1 H 0.7541 0.3310 0.4942 0.021 Uiso 1 1 calc R U . . .
O1 O 0.4445(2) 0.4240(2) 0.40784(11) 0.0203(4) Uani 1 1 d . . . . .
O2 O 0.7050(2) 0.2737(2) 0.29024(11) 0.0195(4) Uani 1 1 d . . . . .
O3 O 0.3555(3) 1.1841(3) 0.06432(14) 0.0380(5) Uani 1 1 d . . . . .
O4 O 0.1013(3) 1.3083(2) 0.18507(12) 0.0259(4) Uani 1 1 d . . . . .
S1 S 0.62553(8) 0.40635(8) 0.36203(4) 0.01600(18) Uani 1 1 d . . . . .
S3 S 0.18491(9) 1.18401(9) 0.11118(4) 0.02083(19) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.428(3) . ?
C1 C5 1.432(4) . ?
C1 S1 1.749(2) . ?
C1 Fe1 2.015(2) . ?
C2 C3 1.421(3) . ?
C2 Fe1 2.052(2) . ?
C3 C4 1.417(4) . ?
C3 Fe1 2.059(2) . ?
C4 C5 1.423(3) . ?
C4 Fe1 2.054(2) . ?
C5 Fe1 2.049(2) . ?
C6 C7 1.425(4) . ?
C6 C10 1.427(4) . ?
C6 S3 1.730(2) . ?
C6 Fe1 1.997(2) . ?
C7 C8 1.420(3) . ?
C7 Fe1 2.056(2) . ?
C8 C9 1.418(4) . ?
C8 Fe1 2.073(2) . ?
C9 C10 1.425(4) . ?
C9 Fe1 2.063(2) . ?
C10 Fe1 2.034(2) . ?
C11 N1 1.463(3) . ?
C11 C12 1.497(3) . ?
C12 C13 1.315(4) . ?
Cl1 S3 2.049(11) . ?
Cl2 S3 2.025(11) . ?
N1 S1 1.622(2) . ?
O1 S1 1.4380(17) . ?
O2 S1 1.4282(18) . ?
O3 S3 1.418(2) . ?
O4 S3 1.4213(19) . ?

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
C2 C1 C5 109.5(2) . . ?
C2 C1 S1 125.81(19) . . ?
C5 C1 S1 124.68(18) . . ?
C2 C1 Fe1 70.82(13) . . ?
C5 C1 Fe1 70.65(13) . . ?
S1 C1 Fe1 124.87(13) . . ?
C3 C2 C1 106.5(2) . . ?
C3 C2 Fe1 70.07(14) . . ?
C1 C2 Fe1 68.08(13) . . ?
C4 C3 C2 108.8(2) . . ?
C4 C3 Fe1 69.64(13) . . ?
C2 C3 Fe1 69.49(13) . . ?
C3 C4 C5 108.9(2) . . ?
C3 C4 Fe1 70.06(13) . . ?
C5 C4 Fe1 69.53(13) . . ?
C4 C5 C1 106.3(2) . . ?
C4 C5 Fe1 69.88(13) . . ?
C1 C5 Fe1 68.11(13) . . ?
C7 C6 C10 110.2(2) . . ?
C7 C6 S3 124.71(19) . . ?
C10 C6 S3 124.82(19) . . ?
C7 C6 Fe1 71.65(13) . . ?
C10 C6 Fe1 70.66(14) . . ?
S3 C6 Fe1 119.94(12) . . ?
C8 C7 C6 106.1(2) . . ?
C8 C7 Fe1 70.55(13) . . ?
C6 C7 Fe1 67.22(13) . . ?
C9 C8 C7 109.0(2) . . ?
C9 C8 Fe1 69.55(14) . . ?
C7 C8 Fe1 69.24(13) . . ?
C8 C9 C10 108.8(2) . . ?
C8 C9 Fe1 70.35(14) . . ?
C10 C9 Fe1 68.58(13) . . ?
C9 C10 C6 105.9(2) . . ?
C9 C10 Fe1 70.73(14) . . ?
C6 C10 Fe1 67.89(13) . . ?
N1 C11 C12 111.7(2) . . ?
C13 C12 C11 126.0(2) . . ?
C6 Fe1 C1 178.96(9) . . ?
C6 Fe1 C10 41.45(10) . . ?
C1 Fe1 C10 139.01(10) . . ?
C6 Fe1 C5 139.79(10) . . ?
C1 Fe1 C5 41.24(10) . . ?
C10 Fe1 C5 108.93(10) . . ?
C6 Fe1 C2 138.51(10) . . ?
C1 Fe1 C2 41.10(10) . . ?
C10 Fe1 C2 177.10(9) . . ?
C5 Fe1 C2 69.44(10) . . ?
C6 Fe1 C4 112.60(10) . . ?
C1 Fe1 C4 68.30(10) . . ?
C10 Fe1 C4 108.76(10) . . ?
C5 Fe1 C4 40.60(10) . . ?
C2 Fe1 C4 68.41(10) . . ?
C6 Fe1 C7 41.14(10) . . ?
C1 Fe1 C7 137.83(10) . . ?
C10 Fe1 C7 69.78(10) . . ?
C5 Fe1 C7 176.44(9) . . ?
C2 Fe1 C7 112.00(10) . . ?
C4 Fe1 C7 142.84(10) . . ?
C6 Fe1 C3 112.15(10) . . ?
C1 Fe1 C3 68.15(10) . . ?
C10 Fe1 C3 136.90(10) . . ?
C5 Fe1 C3 68.43(10) . . ?
C2 Fe1 C3 40.44(10) . . ?
C4 Fe1 C3 40.30(10) . . ?
C7 Fe1 C3 114.86(10) . . ?
C6 Fe1 C9 68.18(10) . . ?
C1 Fe1 C9 111.61(10) . . ?
C10 Fe1 C9 40.69(10) . . ?
C5 Fe1 C9 108.53(10) . . ?
C2 Fe1 C9 141.85(10) . . ?
C4 Fe1 C9 135.61(10) . . ?
C7 Fe1 C9 68.25(10) . . ?
C3 Fe1 C9 175.90(9) . . ?
C6 Fe1 C8 67.85(10) . . ?
C1 Fe1 C8 111.30(10) . . ?
C10 Fe1 C8 68.48(10) . . ?
C5 Fe1 C8 136.28(10) . . ?
C2 Fe1 C8 114.39(10) . . ?
C4 Fe1 C8 175.58(9) . . ?
C7 Fe1 C8 40.21(10) . . ?
C3 Fe1 C8 143.99(10) . . ?
C9 Fe1 C8 40.11(10) . . ?
C11 N1 S1 118.70(16) . . ?
O2 S1 O1 119.44(10) . . ?
O2 S1 N1 107.96(10) . . ?
O1 S1 N1 106.27(10) . . ?
O2 S1 C1 108.16(11) . . ?
O1 S1 C1 107.80(11) . . ?
N1 S1 C1 106.54(10) . . ?
O3 S3 O4 119.72(11) . . ?
O3 S3 C6 110.71(12) . . ?
O4 S3 C6 110.51(11) . . ?
O3 S3 Cl2 100.9(3) . . ?
O4 S3 Cl2 111.4(2) . . ?
C6 S3 Cl2 101.7(3) . . ?
O3 S3 Cl1 111.5(3) . . ?
O4 S3 Cl1 100.8(2) . . ?
C6 S3 Cl1 101.7(3) . . ?

_refine_diff_density_max         0.537
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.079

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

data_5
_database_code_depnum_ccdc_archive 'CCDC 1487632'
_audit_update_record             
;
2016-07-27 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H18 Cl Fe N O4 S2'
_chemical_formula_weight         431.72

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'

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

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

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

_cell_length_a                   7.6445(2)
_cell_length_b                   10.0532(2)
_cell_length_c                   12.1654(3)
_cell_angle_alpha                68.8020(10)
_cell_angle_beta                 87.4870(10)
_cell_angle_gamma                84.9240(10)
_cell_volume                     868.18(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9172
_cell_measurement_theta_min      3.20
_cell_measurement_theta_max      31.10

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_F_000             444
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.581
_exptl_crystal_size_mid          0.486
_exptl_crystal_size_min          0.246
_exptl_absorpt_coefficient_mu    1.282
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5628
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12452
_diffrn_reflns_av_unetI/netI     0.0207
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.796
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3770
_reflns_number_gt                3704
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+0.9895P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3770
_refine_ls_number_parameters     217
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0754
_refine_ls_wR_factor_gt          0.0747
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2832(2) 0.28695(19) 0.47199(15) 0.0129(3) Uani 1 1 d . . . A 2
C2 C 0.1766(2) 0.1686(2) 0.50125(15) 0.0156(4) Uani 1 1 d . . . A 2
H2 H 0.2146 0.0656 0.5443 0.019 Uiso 1 1 calc R U . A 2
C3 C 0.0063(3) 0.2259(2) 0.45810(17) 0.0188(4) Uani 1 1 d . . . A 2
H3 H -0.0967 0.1690 0.4632 0.023 Uiso 1 1 calc R U . A 2
C4 C 0.0071(3) 0.3768(2) 0.40350(17) 0.0196(4) Uani 1 1 d . . . A 2
H4 H -0.0949 0.4437 0.3638 0.024 Uiso 1 1 calc R U . A 2
C5 C 0.1785(2) 0.4165(2) 0.41182(16) 0.0162(4) Uani 1 1 d . . . A 2
H5 H 0.2183 0.5156 0.3816 0.019 Uiso 1 1 calc R U . A 2
C6 C 0.1114(2) 0.2367(2) 0.18466(15) 0.0142(3) Uani 1 1 d . . . B 2
C7 C 0.2372(3) 0.1244(2) 0.24951(16) 0.0175(4) Uani 1 1 d . . . B 2
H7 H 0.2186 0.0203 0.2873 0.021 Uiso 1 1 calc R U . B 2
C8 C 0.3943(3) 0.1904(2) 0.24795(18) 0.0215(4) Uani 1 1 d . . . B 2
H8 H 0.5060 0.1405 0.2879 0.026 Uiso 1 1 calc R U . B 2
C9 C 0.3657(3) 0.3393(2) 0.18338(17) 0.0215(4) Uani 1 1 d . . . B 2
H9 H 0.4537 0.4114 0.1710 0.026 Uiso 1 1 calc R U . B 2
C10 C 0.1901(3) 0.3705(2) 0.14328(16) 0.0182(4) Uani 1 1 d . . . B 2
H10 H 0.1331 0.4663 0.0953 0.022 Uiso 1 1 calc R U . B 2
C11 C 0.4309(3) 0.1889(2) 0.73921(16) 0.0204(4) Uani 1 1 d . . . C 2
H11 H 0.4241 0.0963 0.7269 0.025 Uiso 1 1 calc R U . C 2
C12 C 0.2494(3) 0.2437(2) 0.77039(19) 0.0255(5) Uani 1 1 d . . . C 2
H12A H 0.1807 0.1633 0.8190 0.031 Uiso 1 1 calc R U . C 2
H12B H 0.1829 0.3008 0.6984 0.031 Uiso 1 1 calc R U . C 2
C13 C 0.2906(3) 0.3368(2) 0.84031(19) 0.0284(5) Uani 1 1 d . . . C 2
H13A H 0.3224 0.4323 0.7869 0.034 Uiso 1 1 calc R U . C 2
H13B H 0.1891 0.3487 0.8902 0.034 Uiso 1 1 calc R U . C 2
C14 C 0.4436(5) 0.2540(3) 0.9144(3) 0.0609(10) Uani 1 1 d . . . . .
H14A H 0.4020 0.1898 0.9921 0.073 Uiso 1 1 calc R U . C 2
H14B H 0.5219 0.3202 0.9273 0.073 Uiso 1 1 calc R U . C 2
C15 C 0.5426(4) 0.1661(3) 0.84748(19) 0.0370(6) Uani 1 1 d . . . . .
H15A H 0.6609 0.1998 0.8228 0.044 Uiso 1 1 calc R U . C 2
H15B H 0.5554 0.0634 0.8979 0.044 Uiso 1 1 calc R U . C 2
Cl1 Cl -0.08315(7) 0.15783(7) 0.01866(5) 0.03070(14) Uani 1 1 d . . . . .
Fe1 Fe 0.19066(3) 0.27671(3) 0.32346(2) 0.01212(8) Uani 1 1 d . . . . .
N1 N 0.5082(2) 0.29545(16) 0.63388(13) 0.0143(3) Uani 1 1 d . . . . .
H1 H 0.5563 0.3689 0.6397 0.017 Uiso 1 1 calc R U . C 2
O1 O 0.58089(17) 0.39812(14) 0.42383(11) 0.0155(3) Uani 1 1 d . . . . .
O2 O 0.57823(17) 0.13476(14) 0.52245(11) 0.0157(3) Uani 1 1 d . . . . .
O3 O -0.20389(19) 0.35074(16) 0.12693(14) 0.0253(3) Uani 1 1 d . . . . .
O4 O -0.16605(19) 0.09503(16) 0.25549(12) 0.0231(3) Uani 1 1 d . . . . .
S1 S 0.50351(6) 0.27561(5) 0.50806(4) 0.01142(10) Uani 1 1 d . . . . .
S2 S -0.10414(6) 0.21619(5) 0.16374(4) 0.01419(11) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.430(2) . ?
C1 C5 1.431(2) . ?
C1 S1 1.7428(18) . ?
C1 Fe1 2.0087(18) . ?
C2 C3 1.418(3) . ?
C2 Fe1 2.0422(18) . ?
C2 H2 1.0000 . ?
C3 C4 1.420(3) . ?
C3 Fe1 2.0617(18) . ?
C3 H3 1.0000 . ?
C4 C5 1.421(3) . ?
C4 Fe1 2.0661(19) . ?
C4 H4 1.0000 . ?
C5 Fe1 2.0489(18) . ?
C5 H5 1.0000 . ?
C6 C10 1.432(3) . ?
C6 C7 1.433(3) . ?
C6 S2 1.7194(18) . ?
C6 Fe1 2.0011(18) . ?
C7 C8 1.419(3) . ?
C7 Fe1 2.0378(19) . ?
C7 H7 1.0000 . ?
C8 C9 1.419(3) . ?
C8 Fe1 2.0575(19) . ?
C8 H8 1.0000 . ?
C9 C10 1.418(3) . ?
C9 Fe1 2.0648(19) . ?
C9 H9 1.0000 . ?
C10 Fe1 2.0492(19) . ?
C10 H10 1.0000 . ?
C11 N1 1.481(2) . ?
C11 C12 1.530(3) . ?
C11 C15 1.537(3) . ?
C11 H11 1.0000 . ?
C12 C13 1.533(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.500(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.538(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
Cl1 S2 2.0475(7) . ?
N1 S1 1.6158(15) . ?
N1 H1 0.8800 . ?
O1 S1 1.4421(13) . ?
O2 S1 1.4311(13) . ?
O3 S2 1.4216(15) . ?
O4 S2 1.4234(14) . ?

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
C2 C1 C5 109.13(16) . . ?
C2 C1 S1 125.36(14) . . ?
C5 C1 S1 125.48(14) . . ?
C2 C1 Fe1 70.59(10) . . ?
C5 C1 Fe1 70.86(10) . . ?
S1 C1 Fe1 126.24(10) . . ?
C3 C2 C1 106.69(17) . . ?
C3 C2 Fe1 70.52(11) . . ?
C1 C2 Fe1 68.07(10) . . ?
C3 C2 H2 126.7 . . ?
C1 C2 H2 126.7 . . ?
Fe1 C2 H2 126.7 . . ?
C2 C3 C4 108.88(17) . . ?
C2 C3 Fe1 69.05(10) . . ?
C4 C3 Fe1 70.05(11) . . ?
C2 C3 H3 125.6 . . ?
C4 C3 H3 125.6 . . ?
Fe1 C3 H3 125.6 . . ?
C3 C4 C5 108.60(17) . . ?
C3 C4 Fe1 69.72(11) . . ?
C5 C4 Fe1 69.15(10) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 H4 125.7 . . ?
Fe1 C4 H4 125.7 . . ?
C4 C5 C1 106.70(17) . . ?
C4 C5 Fe1 70.45(11) . . ?
C1 C5 Fe1 67.85(10) . . ?
C4 C5 H5 126.6 . . ?
C1 C5 H5 126.6 . . ?
Fe1 C5 H5 126.6 . . ?
C10 C6 C7 109.75(17) . . ?
C10 C6 S2 124.78(15) . . ?
C7 C6 S2 125.43(15) . . ?
C10 C6 Fe1 71.10(10) . . ?
C7 C6 Fe1 70.60(10) . . ?
S2 C6 Fe1 122.98(10) . . ?
C8 C7 C6 106.16(17) . . ?
C8 C7 Fe1 70.48(11) . . ?
C6 C7 Fe1 67.86(10) . . ?
C8 C7 H7 126.9 . . ?
C6 C7 H7 126.9 . . ?
Fe1 C7 H7 126.9 . . ?
C7 C8 C9 108.88(18) . . ?
C7 C8 Fe1 68.99(11) . . ?
C9 C8 Fe1 70.15(11) . . ?
C7 C8 H8 125.6 . . ?
C9 C8 H8 125.6 . . ?
Fe1 C8 H8 125.6 . . ?
C10 C9 C8 109.16(18) . . ?
C10 C9 Fe1 69.25(11) . . ?
C8 C9 Fe1 69.59(11) . . ?
C10 C9 H9 125.4 . . ?
C8 C9 H9 125.4 . . ?
Fe1 C9 H9 125.4 . . ?
C9 C10 C6 106.06(17) . . ?
C9 C10 Fe1 70.44(11) . . ?
C6 C10 Fe1 67.50(10) . . ?
C9 C10 H10 127.0 . . ?
C6 C10 H10 127.0 . . ?
Fe1 C10 H10 127.0 . . ?
N1 C11 C12 111.74(16) . . ?
N1 C11 C15 109.42(18) . . ?
C12 C11 C15 104.18(17) . . ?
N1 C11 H11 110.4 . . ?
C12 C11 H11 110.4 . . ?
C15 C11 H11 110.4 . . ?
C11 C12 C13 103.64(18) . . ?
C11 C12 H12A 111.0 . . ?
C13 C12 H12A 111.0 . . ?
C11 C12 H12B 111.0 . . ?
C13 C12 H12B 111.0 . . ?
H12A C12 H12B 109.0 . . ?
C14 C13 C12 103.46(19) . . ?
C14 C13 H13A 111.1 . . ?
C12 C13 H13A 111.1 . . ?
C14 C13 H13B 111.1 . . ?
C12 C13 H13B 111.1 . . ?
H13A C13 H13B 109.0 . . ?
C13 C14 C15 107.2(2) . . ?
C13 C14 H14A 110.3 . . ?
C15 C14 H14A 110.3 . . ?
C13 C14 H14B 110.3 . . ?
C15 C14 H14B 110.3 . . ?
H14A C14 H14B 108.5 . . ?
C11 C15 C14 105.9(2) . . ?
C11 C15 H15A 110.6 . . ?
C14 C15 H15A 110.6 . . ?
C11 C15 H15B 110.6 . . ?
C14 C15 H15B 110.6 . . ?
H15A C15 H15B 108.7 . . ?
C6 Fe1 C1 171.73(7) . . ?
C6 Fe1 C7 41.55(7) . . ?
C1 Fe1 C7 130.49(8) . . ?
C6 Fe1 C2 133.03(7) . . ?
C1 Fe1 C2 41.34(7) . . ?
C7 Fe1 C2 105.98(8) . . ?
C6 Fe1 C5 146.82(8) . . ?
C1 Fe1 C5 41.30(7) . . ?
C7 Fe1 C5 171.22(7) . . ?
C2 Fe1 C5 69.48(7) . . ?
C6 Fe1 C10 41.39(7) . . ?
C1 Fe1 C10 144.28(7) . . ?
C7 Fe1 C10 69.97(8) . . ?
C2 Fe1 C10 174.38(7) . . ?
C5 Fe1 C10 115.06(8) . . ?
C6 Fe1 C8 68.34(8) . . ?
C1 Fe1 C8 106.80(8) . . ?
C7 Fe1 C8 40.54(8) . . ?
C2 Fe1 C8 111.19(8) . . ?
C5 Fe1 C8 133.05(8) . . ?
C10 Fe1 C8 68.52(8) . . ?
C6 Fe1 C3 111.24(7) . . ?
C1 Fe1 C3 68.29(7) . . ?
C7 Fe1 C3 113.54(8) . . ?
C2 Fe1 C3 40.43(8) . . ?
C5 Fe1 C3 68.27(8) . . ?
C10 Fe1 C3 136.90(8) . . ?
C8 Fe1 C3 143.14(9) . . ?
C6 Fe1 C9 68.09(7) . . ?
C1 Fe1 C9 112.93(8) . . ?
C7 Fe1 C9 68.48(8) . . ?
C2 Fe1 C9 142.64(8) . . ?
C5 Fe1 C9 110.22(8) . . ?
C10 Fe1 C9 40.32(8) . . ?
C8 Fe1 C9 40.27(9) . . ?
C3 Fe1 C9 176.39(8) . . ?
C6 Fe1 C4 117.05(8) . . ?
C1 Fe1 C4 68.31(7) . . ?
C7 Fe1 C4 146.00(8) . . ?
C2 Fe1 C4 68.37(8) . . ?
C5 Fe1 C4 40.39(8) . . ?
C10 Fe1 C4 112.61(8) . . ?
C8 Fe1 C4 173.43(8) . . ?
C3 Fe1 C4 40.23(8) . . ?
C9 Fe1 C4 136.58(9) . . ?
C11 N1 S1 119.39(13) . . ?
C11 N1 H1 120.3 . . ?
S1 N1 H1 120.3 . . ?
O2 S1 O1 119.49(8) . . ?
O2 S1 N1 108.16(8) . . ?
O1 S1 N1 105.97(8) . . ?
O2 S1 C1 108.12(8) . . ?
O1 S1 C1 107.53(8) . . ?
N1 S1 C1 106.96(8) . . ?
O3 S2 O4 121.12(9) . . ?
O3 S2 C6 110.54(9) . . ?
O4 S2 C6 111.24(9) . . ?
O3 S2 Cl1 105.53(7) . . ?
O4 S2 Cl1 104.69(7) . . ?
C6 S2 Cl1 101.47(6) . . ?

_refine_diff_density_max         0.701
_refine_diff_density_min         -0.796
_refine_diff_density_rms         0.079

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

data_8
_database_code_depnum_ccdc_archive 'CCDC 1487633'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H24 Fe N2 O4 S2'
_chemical_formula_weight         428.34

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'

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

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

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

_cell_length_a                   9.1202(5)
_cell_length_b                   12.7387(6)
_cell_length_c                   8.0686(4)
_cell_angle_alpha                90
_cell_angle_beta                 111.388(2)
_cell_angle_gamma                90
_cell_volume                     872.85(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4441
_cell_measurement_theta_min      2.88
_cell_measurement_theta_max      31.13

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.630
_exptl_crystal_F_000             448
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.612
_exptl_crystal_size_mid          0.282
_exptl_crystal_size_min          0.218
_exptl_absorpt_coefficient_mu    1.128
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4018
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6294
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.398
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1908
_reflns_number_gt                1830
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0520P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1908
_refine_ls_number_parameters     116
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0394
_refine_ls_wR_factor_ref         0.1133
_refine_ls_wR_factor_gt          0.1122
_refine_ls_goodness_of_fit_ref   1.366
_refine_ls_restrained_S_all      1.366
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001

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
C1 C 0.1550(2) 0.05026(16) 0.3927(2) 0.0118(4) Uani 1 1 d . . . . .
Fe1 Fe 0.0000 0.0000 0.5000 0.01046(17) Uani 1 2 d S . P . .
N1 N 0.37195(19) 0.04339(14) 0.2375(2) 0.0140(4) Uani 1 1 d . . . . .
H1 H 0.4748 0.0418 0.2932 0.017 Uiso 1 1 calc R U . . .
O1 O 0.36189(16) -0.09550(11) 0.44296(17) 0.0161(3) Uani 1 1 d . . . . .
S1 S 0.25911(5) -0.03145(4) 0.30108(6) 0.01174(18) Uani 1 1 d . . . . .
C2 C 0.2072(2) 0.08091(15) 0.5754(2) 0.0136(4) Uani 1 1 d . . . . .
H2 H 0.3087 0.0608 0.6714 0.016 Uiso 1 1 calc R U . . .
O2 O 0.14893(16) -0.08064(12) 0.14606(18) 0.0168(3) Uani 1 1 d . . . . .
C3 C 0.0869(2) 0.14606(16) 0.5943(3) 0.0152(4) Uani 1 1 d . . . . .
H3 H 0.0882 0.1782 0.7079 0.018 Uiso 1 1 calc R U . . .
C4 C -0.0367(2) 0.15609(16) 0.4248(3) 0.0151(4) Uani 1 1 d . . . . .
H4 H -0.1370 0.1959 0.3996 0.018 Uiso 1 1 calc R U . . .
C5 C 0.0049(2) 0.09698(16) 0.2986(2) 0.0135(4) Uani 1 1 d . . . . .
H5 H -0.0592 0.0891 0.1690 0.016 Uiso 1 1 calc R U . . .
C6 C 0.3000(2) 0.11419(16) 0.0851(3) 0.0152(4) Uani 1 1 d . . . . .
H6A H 0.2089 0.1507 0.0978 0.018 Uiso 1 1 calc R U . . .
H6B H 0.2616 0.0729 -0.0265 0.018 Uiso 1 1 calc R U . . .
C7 C 0.4207(2) 0.19462(16) 0.0765(3) 0.0162(4) Uani 1 1 d . . . . .
H7A H 0.3698 0.2423 -0.0252 0.019 Uiso 1 1 calc R U . . .
H7B H 0.4545 0.2374 0.1865 0.019 Uiso 1 1 calc R U . . .
C8 C 0.5657(2) 0.14634(16) 0.0559(3) 0.0178(4) Uani 1 1 d . . . . .
H8A H 0.6219 0.1034 0.1607 0.027 Uiso 1 1 calc R U . . .
H8B H 0.6352 0.2023 0.0447 0.027 Uiso 1 1 calc R U . . .
H8C H 0.5334 0.1022 -0.0508 0.027 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.428(3) . ?
C1 C5 1.431(3) . ?
C1 S1 1.744(2) . ?
C1 Fe1 2.0129(19) . ?
Fe1 C1 2.0128(19) 3_556 ?
Fe1 C2 2.0411(18) . ?
Fe1 C2 2.0411(18) 3_556 ?
Fe1 C5 2.0545(19) . ?
Fe1 C5 2.0545(19) 3_556 ?
Fe1 C3 2.056(2) 3_556 ?
Fe1 C3 2.057(2) . ?
Fe1 C4 2.070(2) 3_556 ?
Fe1 C4 2.070(2) . ?
N1 C6 1.472(2) . ?
N1 S1 1.6174(17) . ?
O1 S1 1.4396(14) . ?
S1 O2 1.4319(14) . ?
C2 C3 1.428(3) . ?
C3 C4 1.426(3) . ?
C4 C5 1.425(3) . ?
C6 C7 1.524(3) . ?
C7 C8 1.521(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
C2 C1 C5 109.15(17) . . ?
C2 C1 S1 124.91(15) . . ?
C5 C1 S1 125.94(14) . . ?
C2 C1 Fe1 70.44(11) . . ?
C5 C1 Fe1 70.97(11) . . ?
S1 C1 Fe1 124.65(11) . . ?
C1 Fe1 C1 180.0 3_556 . ?
C1 Fe1 C2 138.75(7) 3_556 . ?
C1 Fe1 C2 41.25(7) . . ?
C1 Fe1 C2 41.25(7) 3_556 3_556 ?
C1 Fe1 C2 138.75(7) . 3_556 ?
C2 Fe1 C2 180.0 . 3_556 ?
C1 Fe1 C5 138.82(7) 3_556 . ?
C1 Fe1 C5 41.18(7) . . ?
C2 Fe1 C5 69.34(7) . . ?
C2 Fe1 C5 110.66(7) 3_556 . ?
C1 Fe1 C5 41.18(7) 3_556 3_556 ?
C1 Fe1 C5 138.82(7) . 3_556 ?
C2 Fe1 C5 110.66(7) . 3_556 ?
C2 Fe1 C5 69.34(7) 3_556 3_556 ?
C5 Fe1 C5 180.00(9) . 3_556 ?
C1 Fe1 C3 68.59(8) 3_556 3_556 ?
C1 Fe1 C3 111.41(8) . 3_556 ?
C2 Fe1 C3 139.21(8) . 3_556 ?
C2 Fe1 C3 40.78(8) 3_556 3_556 ?
C5 Fe1 C3 111.59(8) . 3_556 ?
C5 Fe1 C3 68.41(8) 3_556 3_556 ?
C1 Fe1 C3 111.41(8) 3_556 . ?
C1 Fe1 C3 68.59(8) . . ?
C2 Fe1 C3 40.78(8) . . ?
C2 Fe1 C3 139.22(8) 3_556 . ?
C5 Fe1 C3 68.41(8) . . ?
C5 Fe1 C3 111.59(8) 3_556 . ?
C3 Fe1 C3 180.0 3_556 . ?
C1 Fe1 C4 68.44(8) 3_556 3_556 ?
C1 Fe1 C4 111.56(8) . 3_556 ?
C2 Fe1 C4 111.37(8) . 3_556 ?
C2 Fe1 C4 68.63(8) 3_556 3_556 ?
C5 Fe1 C4 139.59(8) . 3_556 ?
C5 Fe1 C4 40.41(8) 3_556 3_556 ?
C3 Fe1 C4 40.43(8) 3_556 3_556 ?
C3 Fe1 C4 139.57(8) . 3_556 ?
C1 Fe1 C4 111.56(8) 3_556 . ?
C1 Fe1 C4 68.44(8) . . ?
C2 Fe1 C4 68.63(8) . . ?
C2 Fe1 C4 111.37(8) 3_556 . ?
C5 Fe1 C4 40.41(8) . . ?
C5 Fe1 C4 139.59(8) 3_556 . ?
C3 Fe1 C4 139.57(8) 3_556 . ?
C3 Fe1 C4 40.43(8) . . ?
C4 Fe1 C4 180.00(11) 3_556 . ?
C6 N1 S1 118.99(13) . . ?
O2 S1 O1 119.51(9) . . ?
O2 S1 N1 107.81(8) . . ?
O1 S1 N1 106.33(8) . . ?
O2 S1 C1 108.32(8) . . ?
O1 S1 C1 107.37(9) . . ?
N1 S1 C1 106.87(10) . . ?
C3 C2 C1 106.82(17) . . ?
C3 C2 Fe1 70.19(11) . . ?
C1 C2 Fe1 68.32(10) . . ?
C4 C3 C2 108.62(17) . . ?
C4 C3 Fe1 70.30(11) . . ?
C2 C3 Fe1 69.03(11) . . ?
C5 C4 C3 108.33(17) . . ?
C5 C4 Fe1 69.20(11) . . ?
C3 C4 Fe1 69.27(10) . . ?
C4 C5 C1 107.07(16) . . ?
C4 C5 Fe1 70.39(11) . . ?
C1 C5 Fe1 67.85(11) . . ?
N1 C6 C7 109.93(15) . . ?
C8 C7 C6 113.85(17) . . ?

_refine_diff_density_max         1.233
_refine_diff_density_min         -0.714
_refine_diff_density_rms         0.111

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

data_10
_database_code_depnum_ccdc_archive 'CCDC 1487634'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H32 Fe N2 O4 S2'
_chemical_formula_weight         484.45

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'

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

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

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

_cell_length_a                   11.6821(12)
_cell_length_b                   12.4196(13)
_cell_length_c                   15.6230(16)
_cell_angle_alpha                99.412(7)
_cell_angle_beta                 94.062(7)
_cell_angle_gamma                94.877(7)
_cell_volume                     2219.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5295
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      26.30

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_F_000             900
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.166
_exptl_crystal_size_min          0.113
_exptl_absorpt_coefficient_mu    0.896
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6301
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23581
_diffrn_reflns_av_unetI/netI     0.0662
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.670
_diffrn_reflns_theta_max         26.722
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             9199
_reflns_number_gt                6487
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+3.8967P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9199
_refine_ls_number_parameters     527
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1079
_refine_ls_R_factor_gt           0.0775
_refine_ls_wR_factor_ref         0.2221
_refine_ls_wR_factor_gt          0.2039
_refine_ls_goodness_of_fit_ref   1.200
_refine_ls_restrained_S_all      1.200
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2571(4) 0.6623(4) 0.4595(3) 0.0245(11) Uani 1 1 d . . . . .
C2 C 0.3146(4) 0.7295(4) 0.4072(3) 0.0254(11) Uani 1 1 d . . . . .
H2A H 0.3667 0.7053 0.3613 0.030 Uiso 1 1 calc R U . . .
C3 C 0.2835(5) 0.8379(4) 0.4325(3) 0.0284(12) Uani 1 1 d . . . . .
H3A H 0.3124 0.9040 0.4084 0.034 Uiso 1 1 calc R U . . .
C4 C 0.2080(5) 0.8375(4) 0.4996(4) 0.0293(12) Uani 1 1 d . . . . .
H4A H 0.1742 0.9026 0.5307 0.035 Uiso 1 1 calc R U . . .
C5 C 0.1913(4) 0.7287(4) 0.5165(3) 0.0276(12) Uani 1 1 d . . . . .
H5 H 0.1421 0.7031 0.5605 0.033 Uiso 1 1 calc R U . . .
C6 C 0.4362(4) 0.8898(4) 0.6383(3) 0.0243(11) Uani 1 1 d . . . . .
C7 C 0.4087(5) 0.7855(4) 0.6645(4) 0.0302(12) Uani 1 1 d . . . . .
H7 H 0.3574 0.7697 0.7105 0.036 Uiso 1 1 calc R U . . .
C8 C 0.4727(5) 0.7102(5) 0.6135(4) 0.0400(15) Uani 1 1 d . . . . .
H8 H 0.4699 0.6299 0.6154 0.048 Uiso 1 1 calc R U . . .
C9 C 0.5348(5) 0.7637(5) 0.5576(4) 0.0361(14) Uani 1 1 d . . . . .
H9 H 0.5841 0.7284 0.5134 0.043 Uiso 1 1 calc R U . . .
C10 C 0.5142(4) 0.8749(4) 0.5714(3) 0.0276(12) Uani 1 1 d . . . . .
H10 H 0.5481 0.9330 0.5407 0.033 Uiso 1 1 calc R U . . .
C11 C 0.0525(5) 0.4743(5) 0.3803(4) 0.0374(14) Uani 1 1 d . . . . .
H11A H 0.0372 0.5490 0.3711 0.045 Uiso 1 1 calc R U . . .
H11B H 0.0326 0.4661 0.4396 0.045 Uiso 1 1 calc R U . . .
C12 C -0.0228(5) 0.3901(5) 0.3137(4) 0.0370(14) Uani 1 1 d . . . . .
H12A H -0.0095 0.3160 0.3254 0.044 Uiso 1 1 calc R U . . .
H12B H -0.1046 0.4005 0.3218 0.044 Uiso 1 1 calc R U . . .
C13 C -0.0026(5) 0.3946(5) 0.2198(4) 0.0357(14) Uani 1 1 d . . . . .
H13A H 0.0784 0.3816 0.2105 0.043 Uiso 1 1 calc R U . . .
H13B H -0.0144 0.4689 0.2077 0.043 Uiso 1 1 calc R U . . .
C14 C -0.0829(5) 0.3100(5) 0.1562(4) 0.0379(14) Uani 1 1 d . . . . .
H14A H -0.0586 0.3096 0.0967 0.046 Uiso 1 1 calc R U . . .
H14B H -0.0745 0.2365 0.1710 0.046 Uiso 1 1 calc R U . . .
C15 C -0.2067(5) 0.3305(7) 0.1561(4) 0.0520(18) Uani 1 1 d . . . . .
H15A H -0.2291 0.3404 0.2160 0.078 Uiso 1 1 calc R U . . .
H15B H -0.2541 0.2678 0.1209 0.078 Uiso 1 1 calc R U . . .
H15C H -0.2183 0.3969 0.1315 0.078 Uiso 1 1 calc R U . . .
C16 C 0.5732(5) 1.1043(5) 0.7630(4) 0.0304(12) Uani 1 1 d . . . . .
H16A H 0.5796 1.1511 0.7176 0.036 Uiso 1 1 calc R U . . .
H16B H 0.6173 1.0405 0.7468 0.036 Uiso 1 1 calc R U . . .
C17 C 0.6245(5) 1.1689(5) 0.8495(4) 0.0312(12) Uani 1 1 d . . . . .
H17A H 0.5731 1.2253 0.8703 0.037 Uiso 1 1 calc R U . . .
H17B H 0.6297 1.1191 0.8927 0.037 Uiso 1 1 calc R U . . .
C18 C 0.7428(5) 1.2240(5) 0.8427(4) 0.0329(13) Uani 1 1 d . . . . .
H18A H 0.7378 1.2708 0.7974 0.039 Uiso 1 1 calc R U . . .
H18B H 0.7946 1.1671 0.8241 0.039 Uiso 1 1 calc R U . . .
C19 C 0.7945(5) 1.2934(5) 0.9274(4) 0.0394(14) Uani 1 1 d . . . . .
H19A H 0.8074 1.2450 0.9709 0.047 Uiso 1 1 calc R U . . .
H19B H 0.7385 1.3446 0.9493 0.047 Uiso 1 1 calc R U . . .
C20 C 0.9080(5) 1.3594(5) 0.9193(5) 0.0439(16) Uani 1 1 d . . . . .
H20A H 0.9641 1.3094 0.8978 0.066 Uiso 1 1 calc R U . . .
H20B H 0.9375 1.4011 0.9765 0.066 Uiso 1 1 calc R U . . .
H20C H 0.8954 1.4101 0.8784 0.066 Uiso 1 1 calc R U . . .
C21 C 0.4215(5) 0.3615(5) 0.1603(4) 0.0295(12) Uani 1 1 d . . . . .
C22 C 0.5000(5) 0.3185(5) 0.1001(4) 0.0354(14) Uani 1 1 d . . . . .
H22 H 0.5560 0.3619 0.0704 0.042 Uiso 1 1 calc R U . . .
C23 C 0.4851(5) 0.2026(5) 0.0921(4) 0.0413(15) Uani 1 1 d . . . . .
H23 H 0.5272 0.1493 0.0542 0.050 Uiso 1 1 calc R U . . .
C24 C 0.3978(5) 0.1759(5) 0.1451(4) 0.0388(14) Uani 1 1 d . . . . .
H24 H 0.3674 0.0999 0.1507 0.047 Uiso 1 1 calc R U . . .
C25 C 0.3578(5) 0.2738(4) 0.1875(4) 0.0321(13) Uani 1 1 d . . . . .
H25 H 0.2966 0.2794 0.2293 0.038 Uiso 1 1 calc R U . . .
C26 C 0.2335(4) 0.1653(4) -0.0405(3) 0.0243(11) Uani 1 1 d . . . . .
C27 C 0.1629(5) 0.2298(5) 0.0149(3) 0.0288(12) Uani 1 1 d . . . . .
H27 H 0.1011 0.2013 0.0488 0.035 Uiso 1 1 calc R U . . .
C28 C 0.1981(5) 0.3417(5) 0.0138(4) 0.0317(13) Uani 1 1 d . . . . .
H28 H 0.1659 0.4061 0.0475 0.038 Uiso 1 1 calc R U . . .
C29 C 0.2884(5) 0.3464(5) -0.0426(4) 0.0317(12) Uani 1 1 d . . . . .
H29 H 0.3304 0.4148 -0.0554 0.038 Uiso 1 1 calc R U . . .
C30 C 0.3098(5) 0.2378(4) -0.0762(4) 0.0280(12) Uani 1 1 d . . . . .
H30 H 0.3688 0.2159 -0.1174 0.034 Uiso 1 1 calc R U . . .
C31 C 0.6144(5) 0.5464(5) 0.2776(4) 0.0387(14) Uani 1 1 d . . . . .
H31A H 0.6439 0.5081 0.3242 0.046 Uiso 1 1 calc R U . . .
H31B H 0.6326 0.5051 0.2212 0.046 Uiso 1 1 calc R U . . .
C32 C 0.6748(5) 0.6576(5) 0.2903(4) 0.0368(14) Uani 1 1 d . . . . .
H32A H 0.6541 0.7004 0.3453 0.044 Uiso 1 1 calc R U . . .
H32B H 0.6490 0.6948 0.2420 0.044 Uiso 1 1 calc R U . . .
C33 C 0.8060(5) 0.6555(5) 0.2938(4) 0.0348(13) Uani 1 1 d . . . . .
H33A H 0.8318 0.6264 0.3465 0.042 Uiso 1 1 calc R U . . .
H33B H 0.8247 0.6039 0.2426 0.042 Uiso 1 1 calc R U . . .
C34 C 0.8734(5) 0.7649(5) 0.2952(4) 0.0412(15) Uani 1 1 d . . . . .
H34A H 0.8561 0.7902 0.2392 0.049 Uiso 1 1 calc R U . . .
H34B H 0.8491 0.8194 0.3423 0.049 Uiso 1 1 calc R U . . .
C35 C 1.0014(5) 0.7583(5) 0.3095(5) 0.0454(16) Uani 1 1 d . . . . .
H35A H 1.0191 0.7355 0.3658 0.068 Uiso 1 1 calc R U . . .
H35B H 1.0425 0.8304 0.3093 0.068 Uiso 1 1 calc R U . . .
H35C H 1.0258 0.7046 0.2628 0.068 Uiso 1 1 calc R U . . .
C36 C 0.0180(5) 0.0220(5) -0.1464(4) 0.0317(12) Uani 1 1 d . . . . .
H36A H 0.0204 0.0953 -0.1638 0.038 Uiso 1 1 calc R U . . .
H36B H -0.0058 0.0294 -0.0863 0.038 Uiso 1 1 calc R U . . .
C37 C -0.0708(5) -0.0562(5) -0.2071(4) 0.0338(13) Uani 1 1 d . . . . .
H37A H -0.0762 -0.1277 -0.1867 0.041 Uiso 1 1 calc R U . . .
H37B H -0.1469 -0.0271 -0.2024 0.041 Uiso 1 1 calc R U . . .
C38 C -0.0471(5) -0.0755(4) -0.3023(4) 0.0322(13) Uani 1 1 d . . . . .
H38A H 0.0214 -0.1170 -0.3090 0.039 Uiso 1 1 calc R U . . .
H38B H -0.0287 -0.0039 -0.3206 0.039 Uiso 1 1 calc R U . . .
C39 C -0.1488(5) -0.1389(6) -0.3621(4) 0.0431(15) Uani 1 1 d . . . . .
H39A H -0.1669 -0.2105 -0.3436 0.052 Uiso 1 1 calc R U . . .
H39B H -0.2172 -0.0975 -0.3550 0.052 Uiso 1 1 calc R U . . .
C40 C -0.1266(6) -0.1586(7) -0.4570(4) 0.059(2) Uani 1 1 d . . . . .
H40A H -0.1042 -0.0885 -0.4751 0.088 Uiso 1 1 calc R U . . .
H40B H -0.1968 -0.1939 -0.4920 0.088 Uiso 1 1 calc R U . . .
H40C H -0.0642 -0.2064 -0.4657 0.088 Uiso 1 1 calc R U . . .
Fe1 Fe 0.36164(6) 0.78119(6) 0.53624(5) 0.0242(2) Uani 1 1 d . . . . .
Fe2 Fe 0.33431(6) 0.26431(6) 0.05608(5) 0.0264(2) Uani 1 1 d . . . . .
N1 N 0.1753(4) 0.4612(4) 0.3733(3) 0.0292(10) Uani 1 1 d . . . . .
H1 H 0.1994 0.4219 0.3272 0.035 Uiso 1 1 calc R U . . .
N2 N 0.4509(4) 1.0655(4) 0.7663(3) 0.0280(10) Uani 1 1 d . . . . .
H2 H 0.4191 1.0725 0.8161 0.034 Uiso 1 1 calc R U . . .
N3 N 0.4876(4) 0.5447(4) 0.2783(3) 0.0314(11) Uani 1 1 d . . . . .
H3 H 0.4572 0.5681 0.3271 0.038 Uiso 1 1 calc R U . . .
N4 N 0.1344(4) -0.0159(4) -0.1477(3) 0.0285(10) Uani 1 1 d . . . . .
H4 H 0.1545 -0.0584 -0.1938 0.034 Uiso 1 1 calc R U . . .
O1 O 0.2240(4) 0.4923(3) 0.5322(3) 0.0371(10) Uani 1 1 d . . . . .
O2 O 0.3774(3) 0.4978(3) 0.4306(3) 0.0321(9) Uani 1 1 d . . . . .
O3 O 0.3941(4) 1.0806(3) 0.6144(2) 0.0344(9) Uani 1 1 d . . . . .
O4 O 0.2624(3) 0.9817(3) 0.6998(2) 0.0349(9) Uani 1 1 d . . . . .
O5 O 0.4452(3) 0.5552(3) 0.1241(3) 0.0345(9) Uani 1 1 d . . . . .
O6 O 0.2893(3) 0.5095(3) 0.2151(2) 0.0305(9) Uani 1 1 d . . . . .
O7 O 0.1754(3) -0.0164(3) 0.0095(2) 0.0329(9) Uani 1 1 d . . . . .
O8 O 0.3348(3) -0.0086(3) -0.0867(2) 0.0292(8) Uani 1 1 d . . . . .
S1 S 0.26479(12) 0.52217(10) 0.45436(9) 0.0270(3) Uani 1 1 d . . . . .
S2 S 0.37676(11) 1.00999(11) 0.67659(9) 0.0262(3) Uani 1 1 d . . . . .
S3 S 0.40522(11) 0.50055(11) 0.19073(9) 0.0282(3) Uani 1 1 d . . . . .
S4 S 0.22416(11) 0.02262(11) -0.06242(9) 0.0265(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.422(7) . ?
C1 C5 1.424(7) . ?
C1 S1 1.739(5) . ?
C1 Fe1 2.004(5) . ?
C2 C3 1.425(7) . ?
C2 Fe1 2.034(5) . ?
C2 H2A 1.0000 . ?
C3 C4 1.418(8) . ?
C3 Fe1 2.057(5) . ?
C3 H3A 1.0000 . ?
C4 C5 1.419(8) . ?
C4 Fe1 2.058(5) . ?
C4 H4A 1.0000 . ?
C5 Fe1 2.027(5) . ?
C5 H5 1.0000 . ?
C6 C10 1.434(7) . ?
C6 C7 1.439(7) . ?
C6 S2 1.735(5) . ?
C6 Fe1 2.005(5) . ?
C7 C8 1.424(8) . ?
C7 Fe1 2.032(6) . ?
C7 H7 1.0000 . ?
C8 C9 1.390(9) . ?
C8 Fe1 2.059(6) . ?
C8 H8 1.0000 . ?
C9 C10 1.407(8) . ?
C9 Fe1 2.063(6) . ?
C9 H9 1.0000 . ?
C10 Fe1 2.033(5) . ?
C10 H10 1.0000 . ?
C11 N1 1.467(7) . ?
C11 C12 1.520(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.511(8) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.527(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.490(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 N2 1.476(7) . ?
C16 C17 1.509(8) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.507(7) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.511(8) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.522(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C25 1.407(8) . ?
C21 C22 1.432(7) . ?
C21 S3 1.746(6) . ?
C21 Fe2 2.014(6) . ?
C22 C23 1.418(9) . ?
C22 Fe2 2.027(5) . ?
C22 H22 1.0000 . ?
C23 C24 1.410(9) . ?
C23 Fe2 2.058(6) . ?
C23 H23 1.0000 . ?
C24 C25 1.418(8) . ?
C24 Fe2 2.045(6) . ?
C24 H24 1.0000 . ?
C25 Fe2 2.035(6) . ?
C25 H25 1.0000 . ?
C26 C30 1.420(7) . ?
C26 C27 1.434(7) . ?
C26 S4 1.741(5) . ?
C26 Fe2 2.017(5) . ?
C27 C28 1.418(8) . ?
C27 Fe2 2.047(5) . ?
C27 H27 1.0000 . ?
C28 C29 1.426(8) . ?
C28 Fe2 2.053(5) . ?
C28 H28 1.0000 . ?
C29 C30 1.415(8) . ?
C29 Fe2 2.048(6) . ?
C29 H29 1.0000 . ?
C30 Fe2 2.034(5) . ?
C30 H30 1.0000 . ?
C31 C32 1.474(8) . ?
C31 N3 1.480(7) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.533(8) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.507(8) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.507(8) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 N4 1.477(7) . ?
C36 C37 1.518(8) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C37 C38 1.516(8) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C38 C39 1.532(8) . ?
C38 H38A 0.9900 . ?
C38 H38B 0.9900 . ?
C39 C40 1.508(9) . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
N1 S1 1.623(5) . ?
N1 H1 0.8800 . ?
N2 S2 1.613(5) . ?
N2 H2 0.8800 . ?
N3 S3 1.605(5) . ?
N3 H3 0.8800 . ?
N4 S4 1.615(5) . ?
N4 H4 0.8800 . ?
O1 S1 1.429(4) . ?
O2 S1 1.435(4) . ?
O3 S2 1.426(4) . ?
O4 S2 1.439(4) . ?
O5 S3 1.418(4) . ?
O6 S3 1.441(4) . ?
O7 S4 1.429(4) . ?
O8 S4 1.439(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
C2 C1 C5 108.6(5) . . ?
C2 C1 S1 125.8(4) . . ?
C5 C1 S1 125.6(4) . . ?
C2 C1 Fe1 70.5(3) . . ?
C5 C1 Fe1 70.2(3) . . ?
S1 C1 Fe1 125.6(3) . . ?
C1 C2 C3 107.0(5) . . ?
C1 C2 Fe1 68.3(3) . . ?
C3 C2 Fe1 70.5(3) . . ?
C1 C2 H2A 126.5 . . ?
C3 C2 H2A 126.5 . . ?
Fe1 C2 H2A 126.5 . . ?
C4 C3 C2 108.7(5) . . ?
C4 C3 Fe1 69.9(3) . . ?
C2 C3 Fe1 68.7(3) . . ?
C4 C3 H3A 125.6 . . ?
C2 C3 H3A 125.6 . . ?
Fe1 C3 H3A 125.6 . . ?
C5 C4 C3 107.9(5) . . ?
C5 C4 Fe1 68.5(3) . . ?
C3 C4 Fe1 69.8(3) . . ?
C5 C4 H4A 126.0 . . ?
C3 C4 H4A 126.0 . . ?
Fe1 C4 H4A 126.0 . . ?
C4 C5 C1 107.8(5) . . ?
C4 C5 Fe1 70.9(3) . . ?
C1 C5 Fe1 68.4(3) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 126.1 . . ?
C10 C6 C7 108.2(5) . . ?
C10 C6 S2 126.3(4) . . ?
C7 C6 S2 125.3(4) . . ?
C10 C6 Fe1 70.2(3) . . ?
C7 C6 Fe1 70.1(3) . . ?
S2 C6 Fe1 122.2(3) . . ?
C8 C7 C6 105.7(5) . . ?
C8 C7 Fe1 70.6(3) . . ?
C6 C7 Fe1 68.1(3) . . ?
C8 C7 H7 127.1 . . ?
C6 C7 H7 127.1 . . ?
Fe1 C7 H7 127.1 . . ?
C9 C8 C7 109.9(5) . . ?
C9 C8 Fe1 70.4(3) . . ?
C7 C8 Fe1 68.6(3) . . ?
C9 C8 H8 125.0 . . ?
C7 C8 H8 125.0 . . ?
Fe1 C8 H8 125.0 . . ?
C8 C9 C10 108.8(5) . . ?
C8 C9 Fe1 70.1(3) . . ?
C10 C9 Fe1 68.8(3) . . ?
C8 C9 H9 125.6 . . ?
C10 C9 H9 125.6 . . ?
Fe1 C9 H9 125.6 . . ?
C9 C10 C6 107.3(5) . . ?
C9 C10 Fe1 71.0(3) . . ?
C6 C10 Fe1 68.2(3) . . ?
C9 C10 H10 126.3 . . ?
C6 C10 H10 126.3 . . ?
Fe1 C10 H10 126.3 . . ?
N1 C11 C12 111.3(5) . . ?
N1 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
N1 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C13 C12 C11 115.0(5) . . ?
C13 C12 H12A 108.5 . . ?
C11 C12 H12A 108.5 . . ?
C13 C12 H12B 108.5 . . ?
C11 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
C12 C13 C14 112.4(5) . . ?
C12 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
C15 C14 C13 113.9(5) . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
C13 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
N2 C16 C17 111.5(4) . . ?
N2 C16 H16A 109.3 . . ?
C17 C16 H16A 109.3 . . ?
N2 C16 H16B 109.3 . . ?
C17 C16 H16B 109.3 . . ?
H16A C16 H16B 108.0 . . ?
C18 C17 C16 111.7(4) . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 C19 113.0(5) . . ?
C17 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 C20 113.7(5) . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
C20 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C25 C21 C22 109.0(5) . . ?
C25 C21 S3 126.2(4) . . ?
C22 C21 S3 124.7(5) . . ?
C25 C21 Fe2 70.5(3) . . ?
C22 C21 Fe2 69.8(3) . . ?
S3 C21 Fe2 124.1(3) . . ?
C23 C22 C21 107.0(6) . . ?
C23 C22 Fe2 70.9(3) . . ?
C21 C22 Fe2 68.7(3) . . ?
C23 C22 H22 126.5 . . ?
C21 C22 H22 126.5 . . ?
Fe2 C22 H22 126.5 . . ?
C24 C23 C22 107.8(5) . . ?
C24 C23 Fe2 69.4(3) . . ?
C22 C23 Fe2 68.5(3) . . ?
C24 C23 H23 126.1 . . ?
C22 C23 H23 126.1 . . ?
Fe2 C23 H23 126.1 . . ?
C23 C24 C25 109.3(5) . . ?
C23 C24 Fe2 70.4(4) . . ?
C25 C24 Fe2 69.3(3) . . ?
C23 C24 H24 125.4 . . ?
C25 C24 H24 125.4 . . ?
Fe2 C24 H24 125.4 . . ?
C21 C25 C24 106.8(5) . . ?
C21 C25 Fe2 68.9(3) . . ?
C24 C25 Fe2 70.0(3) . . ?
C21 C25 H25 126.6 . . ?
C24 C25 H25 126.6 . . ?
Fe2 C25 H25 126.6 . . ?
C30 C26 C27 108.2(5) . . ?
C30 C26 S4 126.0(4) . . ?
C27 C26 S4 125.9(4) . . ?
C30 C26 Fe2 70.1(3) . . ?
C27 C26 Fe2 70.4(3) . . ?
S4 C26 Fe2 126.5(3) . . ?
C28 C27 C26 107.4(5) . . ?
C28 C27 Fe2 70.0(3) . . ?
C26 C27 Fe2 68.2(3) . . ?
C28 C27 H27 126.3 . . ?
C26 C27 H27 126.3 . . ?
Fe2 C27 H27 126.3 . . ?
C27 C28 C29 108.2(5) . . ?
C27 C28 Fe2 69.6(3) . . ?
C29 C28 Fe2 69.5(3) . . ?
C27 C28 H28 125.9 . . ?
C29 C28 H28 125.9 . . ?
Fe2 C28 H28 125.9 . . ?
C30 C29 C28 108.2(5) . . ?
C30 C29 Fe2 69.2(3) . . ?
C28 C29 Fe2 69.8(3) . . ?
C30 C29 H29 125.9 . . ?
C28 C29 H29 125.9 . . ?
Fe2 C29 H29 125.9 . . ?
C29 C30 C26 107.9(5) . . ?
C29 C30 Fe2 70.3(3) . . ?
C26 C30 Fe2 68.8(3) . . ?
C29 C30 H30 126.0 . . ?
C26 C30 H30 126.0 . . ?
Fe2 C30 H30 126.0 . . ?
C32 C31 N3 113.7(5) . . ?
C32 C31 H31A 108.8 . . ?
N3 C31 H31A 108.8 . . ?
C32 C31 H31B 108.8 . . ?
N3 C31 H31B 108.8 . . ?
H31A C31 H31B 107.7 . . ?
C31 C32 C33 111.9(5) . . ?
C31 C32 H32A 109.2 . . ?
C33 C32 H32A 109.2 . . ?
C31 C32 H32B 109.2 . . ?
C33 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C34 C33 C32 115.1(5) . . ?
C34 C33 H33A 108.5 . . ?
C32 C33 H33A 108.5 . . ?
C34 C33 H33B 108.5 . . ?
C32 C33 H33B 108.5 . . ?
H33A C33 H33B 107.5 . . ?
C35 C34 C33 111.7(5) . . ?
C35 C34 H34A 109.3 . . ?
C33 C34 H34A 109.3 . . ?
C35 C34 H34B 109.3 . . ?
C33 C34 H34B 109.3 . . ?
H34A C34 H34B 107.9 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
N4 C36 C37 112.3(5) . . ?
N4 C36 H36A 109.1 . . ?
C37 C36 H36A 109.1 . . ?
N4 C36 H36B 109.1 . . ?
C37 C36 H36B 109.1 . . ?
H36A C36 H36B 107.9 . . ?
C38 C37 C36 115.5(5) . . ?
C38 C37 H37A 108.4 . . ?
C36 C37 H37A 108.4 . . ?
C38 C37 H37B 108.4 . . ?
C36 C37 H37B 108.4 . . ?
H37A C37 H37B 107.5 . . ?
C37 C38 C39 113.0(5) . . ?
C37 C38 H38A 109.0 . . ?
C39 C38 H38A 109.0 . . ?
C37 C38 H38B 109.0 . . ?
C39 C38 H38B 109.0 . . ?
H38A C38 H38B 107.8 . . ?
C40 C39 C38 113.7(5) . . ?
C40 C39 H39A 108.8 . . ?
C38 C39 H39A 108.8 . . ?
C40 C39 H39B 108.8 . . ?
C38 C39 H39B 108.8 . . ?
H39A C39 H39B 107.7 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C1 Fe1 C6 163.6(2) . . ?
C1 Fe1 C5 41.4(2) . . ?
C6 Fe1 C5 125.3(2) . . ?
C1 Fe1 C7 125.5(2) . . ?
C6 Fe1 C7 41.7(2) . . ?
C5 Fe1 C7 106.9(2) . . ?
C1 Fe1 C10 153.6(2) . . ?
C6 Fe1 C10 41.6(2) . . ?
C5 Fe1 C10 163.3(2) . . ?
C7 Fe1 C10 69.9(2) . . ?
C1 Fe1 C2 41.2(2) . . ?
C6 Fe1 C2 153.5(2) . . ?
C5 Fe1 C2 69.4(2) . . ?
C7 Fe1 C2 163.4(2) . . ?
C10 Fe1 C2 118.4(2) . . ?
C1 Fe1 C3 68.6(2) . . ?
C6 Fe1 C3 119.0(2) . . ?
C5 Fe1 C3 68.3(2) . . ?
C7 Fe1 C3 154.3(2) . . ?
C10 Fe1 C3 107.1(2) . . ?
C2 Fe1 C3 40.8(2) . . ?
C1 Fe1 C4 68.8(2) . . ?
C6 Fe1 C4 106.9(2) . . ?
C5 Fe1 C4 40.6(2) . . ?
C7 Fe1 C4 119.6(2) . . ?
C10 Fe1 C4 125.7(2) . . ?
C2 Fe1 C4 68.7(2) . . ?
C3 Fe1 C4 40.3(2) . . ?
C1 Fe1 C8 108.7(2) . . ?
C6 Fe1 C8 68.3(2) . . ?
C5 Fe1 C8 121.4(2) . . ?
C7 Fe1 C8 40.7(2) . . ?
C10 Fe1 C8 67.5(2) . . ?
C2 Fe1 C8 126.4(2) . . ?
C3 Fe1 C8 163.2(2) . . ?
C4 Fe1 C8 155.7(3) . . ?
C1 Fe1 C9 120.2(2) . . ?
C6 Fe1 C9 68.5(2) . . ?
C5 Fe1 C9 155.2(2) . . ?
C7 Fe1 C9 68.5(2) . . ?
C10 Fe1 C9 40.2(2) . . ?
C2 Fe1 C9 107.8(2) . . ?
C3 Fe1 C9 126.4(2) . . ?
C4 Fe1 C9 163.1(2) . . ?
C8 Fe1 C9 39.4(3) . . ?
C21 Fe2 C26 174.1(2) . . ?
C21 Fe2 C22 41.5(2) . . ?
C26 Fe2 C22 143.9(2) . . ?
C21 Fe2 C30 144.1(2) . . ?
C26 Fe2 C30 41.0(2) . . ?
C22 Fe2 C30 112.3(2) . . ?
C21 Fe2 C25 40.7(2) . . ?
C26 Fe2 C25 134.6(2) . . ?
C22 Fe2 C25 69.4(2) . . ?
C30 Fe2 C25 174.1(2) . . ?
C21 Fe2 C24 68.0(2) . . ?
C26 Fe2 C24 110.6(2) . . ?
C22 Fe2 C24 68.3(3) . . ?
C30 Fe2 C24 134.0(2) . . ?
C25 Fe2 C24 40.7(2) . . ?
C21 Fe2 C27 133.6(2) . . ?
C26 Fe2 C27 41.3(2) . . ?
C22 Fe2 C27 172.8(2) . . ?
C30 Fe2 C27 69.0(2) . . ?
C25 Fe2 C27 110.1(2) . . ?
C24 Fe2 C27 116.3(2) . . ?
C21 Fe2 C29 113.6(2) . . ?
C26 Fe2 C29 68.6(2) . . ?
C22 Fe2 C29 107.6(3) . . ?
C30 Fe2 C29 40.6(2) . . ?
C25 Fe2 C29 145.1(2) . . ?
C24 Fe2 C29 172.4(2) . . ?
C27 Fe2 C29 68.4(2) . . ?
C21 Fe2 C28 109.1(2) . . ?
C26 Fe2 C28 68.8(2) . . ?
C22 Fe2 C28 132.7(2) . . ?
C30 Fe2 C28 68.6(2) . . ?
C25 Fe2 C28 114.8(2) . . ?
C24 Fe2 C28 146.7(3) . . ?
C27 Fe2 C28 40.5(2) . . ?
C29 Fe2 C28 40.7(2) . . ?
C21 Fe2 C23 68.5(2) . . ?
C26 Fe2 C23 114.4(2) . . ?
C22 Fe2 C23 40.6(2) . . ?
C30 Fe2 C23 108.7(2) . . ?
C25 Fe2 C23 68.6(2) . . ?
C24 Fe2 C23 40.2(3) . . ?
C27 Fe2 C23 146.4(2) . . ?
C29 Fe2 C23 132.6(3) . . ?
C28 Fe2 C23 172.1(3) . . ?
C11 N1 S1 117.2(4) . . ?
C11 N1 H1 121.4 . . ?
S1 N1 H1 121.4 . . ?
C16 N2 S2 118.5(3) . . ?
C16 N2 H2 120.8 . . ?
S2 N2 H2 120.8 . . ?
C31 N3 S3 120.4(4) . . ?
C31 N3 H3 119.8 . . ?
S3 N3 H3 119.8 . . ?
C36 N4 S4 118.5(4) . . ?
C36 N4 H4 120.7 . . ?
S4 N4 H4 120.7 . . ?
O1 S1 O2 120.0(3) . . ?
O1 S1 N1 107.6(2) . . ?
O2 S1 N1 105.8(2) . . ?
O1 S1 C1 108.0(2) . . ?
O2 S1 C1 108.0(2) . . ?
N1 S1 C1 106.7(2) . . ?
O3 S2 O4 120.1(3) . . ?
O3 S2 N2 108.0(2) . . ?
O4 S2 N2 105.9(2) . . ?
O3 S2 C6 106.7(2) . . ?
O4 S2 C6 108.4(2) . . ?
N2 S2 C6 107.0(2) . . ?
O5 S3 O6 119.8(2) . . ?
O5 S3 N3 108.2(3) . . ?
O6 S3 N3 105.5(2) . . ?
O5 S3 C21 107.5(3) . . ?
O6 S3 C21 107.7(2) . . ?
N3 S3 C21 107.5(3) . . ?
O7 S4 O8 119.7(2) . . ?
O7 S4 N4 108.2(2) . . ?
O8 S4 N4 106.7(2) . . ?
O7 S4 C26 107.2(2) . . ?
O8 S4 C26 107.8(2) . . ?
N4 S4 C26 106.7(2) . . ?

_refine_diff_density_max         2.881
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.168

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

data_7
_database_code_depnum_ccdc_archive 'CCDC 1487635'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H18 Cl Fe N O6 S2'
_chemical_formula_weight         463.72

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'

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

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

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

_cell_length_a                   6.1935(2)
_cell_length_b                   6.8408(3)
_cell_length_c                   21.6753(8)
_cell_angle_alpha                90.4550(10)
_cell_angle_beta                 93.3320(10)
_cell_angle_gamma                108.2330(10)
_cell_volume                     870.44(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9900
_cell_measurement_theta_min      3.47
_cell_measurement_theta_max      30.78

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_F_000             476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.637
_exptl_crystal_size_mid          0.332
_exptl_crystal_size_min          0.313
_exptl_absorpt_coefficient_mu    1.294
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6075
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            23712
_diffrn_reflns_av_unetI/netI     0.0210
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.883
_diffrn_reflns_theta_max         26.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3795
_reflns_number_gt                3546
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0412P)²+1.7897P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3795
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0335
_refine_ls_wR_factor_ref         0.0846
_refine_ls_wR_factor_gt          0.0814
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_restrained_S_all      0.965
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8663(4) 0.5831(3) 0.10624(9) 0.0123(4) Uani 1 1 d . . . . .
C2 C 1.0916(4) 0.6100(3) 0.13148(10) 0.0144(4) Uani 1 1 d . . . . .
H2 H 1.1591 0.4991 0.1429 0.017 Uiso 1 1 calc R U . . .
C3 C 1.2022(4) 0.8257(3) 0.13628(10) 0.0163(4) Uani 1 1 d . . . . .
H3 H 1.3617 0.8942 0.1536 0.020 Uiso 1 1 calc R U . . .
C4 C 1.0468(4) 0.9289(3) 0.11420(10) 0.0157(4) Uani 1 1 d . . . . .
H4 H 1.0790 1.0815 0.1137 0.019 Uiso 1 1 calc R U . . .
C5 C 0.8364(4) 0.7796(3) 0.09511(9) 0.0142(4) Uani 1 1 d . . . . .
H5 H 0.6958 0.8060 0.0773 0.017 Uiso 1 1 calc R U . . .
C6 C 0.9805(4) 0.8929(3) 0.26903(9) 0.0118(4) Uani 1 1 d . . . . .
C7 C 0.7577(4) 0.8827(3) 0.24437(9) 0.0138(4) Uani 1 1 d . . . . .
H7 H 0.7019 1.0019 0.2346 0.017 Uiso 1 1 calc R U . . .
C8 C 0.6312(4) 0.6706(3) 0.23657(9) 0.0155(4) Uani 1 1 d . . . . .
H8 H 0.4702 0.6139 0.2191 0.019 Uiso 1 1 calc R U . . .
C9 C 0.7745(4) 0.5518(3) 0.25617(9) 0.0155(4) Uani 1 1 d . . . . .
H9 H 0.7303 0.3981 0.2548 0.019 Uiso 1 1 calc R U . . .
C10 C 0.9913(4) 0.6880(3) 0.27638(9) 0.0136(4) Uani 1 1 d . . . . .
H10 H 1.1258 0.6487 0.2929 0.016 Uiso 1 1 calc R U . . .
C12 C 0.9540(4) 1.2201(3) 0.37847(9) 0.0142(4) Uani 1 1 d . . . . .
H12A H 0.8164 1.1332 0.3543 0.017 Uiso 1 1 calc R U . . .
H12B H 0.9821 1.3649 0.3665 0.017 Uiso 1 1 calc R U . . .
C13 C 0.9185(4) 1.2001(3) 0.44696(9) 0.0144(4) Uani 1 1 d . . . . .
H13A H 1.0607 1.2796 0.4707 0.017 Uiso 1 1 calc R U . . .
H13B H 0.8834 1.0538 0.4580 0.017 Uiso 1 1 calc R U . . .
C14 C 0.7249(4) 1.2784(3) 0.46451(10) 0.0160(4) Uani 1 1 d . . . . .
H14A H 0.7578 1.4232 0.4520 0.019 Uiso 1 1 calc R U . . .
H14B H 0.5819 1.1958 0.4416 0.019 Uiso 1 1 calc R U . . .
C15 C 0.6921(4) 1.2663(3) 0.53274(10) 0.0144(4) Uani 1 1 d . . . . .
C16 C 0.4566(4) 1.3038(3) 0.61143(10) 0.0178(4) Uani 1 1 d . . . . .
H16A H 0.4941 1.1908 0.6322 0.027 Uiso 1 1 calc R U . . .
H16B H 0.2960 1.2898 0.6160 0.027 Uiso 1 1 calc R U . . .
H16C H 0.5527 1.4356 0.6301 0.027 Uiso 1 1 calc R U . . .
Cl1 Cl 0.72726(10) 0.26133(9) 0.00963(3) 0.02334(14) Uani 1 1 d . . . . .
Fe1 Fe 0.91678(5) 0.74177(4) 0.18653(2) 0.01058(9) Uani 1 1 d . . . . .
N1 N 1.1515(3) 1.1533(3) 0.36568(8) 0.0142(4) Uani 1 1 d . . . . .
H1 H 1.2428 1.1339 0.3960 0.017 Uiso 1 1 calc R U . . .
O1 O 0.4388(3) 0.3756(2) 0.08690(8) 0.0229(4) Uani 1 1 d . . . . .
O2 O 0.6971(3) 0.2010(2) 0.13561(7) 0.0204(3) Uani 1 1 d . . . . .
O3 O 1.1673(3) 1.2870(2) 0.26004(7) 0.0165(3) Uani 1 1 d . . . . .
O4 O 1.4086(3) 1.0732(2) 0.29461(7) 0.0172(3) Uani 1 1 d . . . . .
O5 O 0.8248(3) 1.2357(2) 0.57137(7) 0.0190(3) Uani 1 1 d . . . . .
O6 O 0.4969(3) 1.2967(2) 0.54600(7) 0.0174(3) Uani 1 1 d . . . . .
S1 S 0.65707(9) 0.34849(8) 0.09404(2) 0.01303(12) Uani 1 1 d . . . . .
S2 S 1.19617(8) 1.11606(7) 0.29338(2) 0.01139(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.425(3) . ?
C1 C5 1.433(3) . ?
C1 S1 1.725(2) . ?
C1 Fe1 2.000(2) . ?
C2 C3 1.419(3) . ?
C2 Fe1 2.038(2) . ?
C3 C4 1.425(3) . ?
C3 Fe1 2.059(2) . ?
C4 C5 1.418(3) . ?
C4 Fe1 2.068(2) . ?
C5 Fe1 2.053(2) . ?
C6 C7 1.431(3) . ?
C6 C10 1.434(3) . ?
C6 S2 1.739(2) . ?
C6 Fe1 2.014(2) . ?
C7 C8 1.420(3) . ?
C7 Fe1 2.047(2) . ?
C8 C9 1.428(3) . ?
C8 Fe1 2.058(2) . ?
C9 C10 1.416(3) . ?
C9 Fe1 2.052(2) . ?
C10 Fe1 2.038(2) . ?
C12 N1 1.473(3) . ?
C12 C13 1.515(3) . ?
C13 C14 1.524(3) . ?
C14 C15 1.504(3) . ?
C15 O5 1.204(3) . ?
C15 O6 1.336(3) . ?
C16 O6 1.457(2) . ?
Cl1 S1 2.0322(8) . ?
N1 S2 1.6386(18) . ?
O1 S1 1.4207(17) . ?
O2 S1 1.4269(16) . ?
O3 S2 1.4320(15) . ?
O4 S2 1.4338(16) . ?

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
C2 C1 C5 110.03(18) . . ?
C2 C1 S1 124.81(16) . . ?
C5 C1 S1 125.11(16) . . ?
C2 C1 Fe1 70.78(12) . . ?
C5 C1 Fe1 71.29(12) . . ?
S1 C1 Fe1 122.42(11) . . ?
C3 C2 C1 106.20(19) . . ?
C3 C2 Fe1 70.54(12) . . ?
C1 C2 Fe1 67.91(12) . . ?
C2 C3 C4 108.90(19) . . ?
C2 C3 Fe1 68.92(12) . . ?
C4 C3 Fe1 70.14(12) . . ?
C5 C4 C3 108.79(18) . . ?
C5 C4 Fe1 69.30(12) . . ?
C3 C4 Fe1 69.46(12) . . ?
C4 C5 C1 106.09(18) . . ?
C4 C5 Fe1 70.46(12) . . ?
C1 C5 Fe1 67.31(11) . . ?
C7 C6 C10 109.20(18) . . ?
C7 C6 S2 125.71(16) . . ?
C10 C6 S2 124.82(16) . . ?
C7 C6 Fe1 70.62(12) . . ?
C10 C6 Fe1 70.20(11) . . ?
S2 C6 Fe1 130.03(11) . . ?
C8 C7 C6 106.72(18) . . ?
C8 C7 Fe1 70.16(12) . . ?
C6 C7 Fe1 68.12(11) . . ?
C7 C8 C9 108.60(19) . . ?
C7 C8 Fe1 69.35(12) . . ?
C9 C8 Fe1 69.46(12) . . ?
C10 C9 C8 108.69(18) . . ?
C10 C9 Fe1 69.21(12) . . ?
C8 C9 Fe1 69.87(12) . . ?
C9 C10 C6 106.79(18) . . ?
C9 C10 Fe1 70.28(12) . . ?
C6 C10 Fe1 68.37(11) . . ?
N1 C12 C13 108.32(16) . . ?
C12 C13 C14 111.42(17) . . ?
C15 C14 C13 112.19(17) . . ?
O5 C15 O6 123.4(2) . . ?
O5 C15 C14 125.0(2) . . ?
O6 C15 C14 111.60(18) . . ?
C1 Fe1 C6 176.65(8) . . ?
C1 Fe1 C2 41.31(8) . . ?
C6 Fe1 C2 135.75(9) . . ?
C1 Fe1 C10 135.74(8) . . ?
C6 Fe1 C10 41.44(8) . . ?
C2 Fe1 C10 108.49(8) . . ?
C1 Fe1 C7 141.72(9) . . ?
C6 Fe1 C7 41.26(8) . . ?
C2 Fe1 C7 176.87(8) . . ?
C10 Fe1 C7 69.72(8) . . ?
C1 Fe1 C9 110.45(8) . . ?
C6 Fe1 C9 68.47(8) . . ?
C2 Fe1 C9 111.75(9) . . ?
C10 Fe1 C9 40.50(8) . . ?
C7 Fe1 C9 68.71(8) . . ?
C1 Fe1 C5 41.40(8) . . ?
C6 Fe1 C5 141.46(8) . . ?
C2 Fe1 C5 69.83(8) . . ?
C10 Fe1 C5 176.99(8) . . ?
C7 Fe1 C5 112.07(9) . . ?
C9 Fe1 C5 137.37(9) . . ?
C1 Fe1 C8 113.04(8) . . ?
C6 Fe1 C8 68.37(8) . . ?
C2 Fe1 C8 141.73(9) . . ?
C10 Fe1 C8 68.70(8) . . ?
C7 Fe1 C8 40.49(8) . . ?
C9 Fe1 C8 40.67(9) . . ?
C5 Fe1 C8 110.93(9) . . ?
C1 Fe1 C3 68.14(8) . . ?
C6 Fe1 C3 110.57(9) . . ?
C2 Fe1 C3 40.54(8) . . ?
C10 Fe1 C3 112.09(9) . . ?
C7 Fe1 C3 137.31(9) . . ?
C9 Fe1 C3 141.34(9) . . ?
C5 Fe1 C3 68.40(9) . . ?
C8 Fe1 C3 177.56(8) . . ?
C1 Fe1 C4 68.10(8) . . ?
C6 Fe1 C4 113.10(8) . . ?
C2 Fe1 C4 68.61(9) . . ?
C10 Fe1 C4 141.91(9) . . ?
C7 Fe1 C4 111.07(9) . . ?
C9 Fe1 C4 177.53(9) . . ?
C5 Fe1 C4 40.24(8) . . ?
C8 Fe1 C4 137.65(9) . . ?
C3 Fe1 C4 40.40(9) . . ?
C12 N1 S2 118.08(14) . . ?
C15 O6 C16 116.04(17) . . ?
O1 S1 O2 120.60(10) . . ?
O1 S1 C1 110.47(10) . . ?
O2 S1 C1 110.36(10) . . ?
O1 S1 Cl1 106.71(8) . . ?
O2 S1 Cl1 105.24(7) . . ?
C1 S1 Cl1 101.48(7) . . ?
O3 S2 O4 120.49(9) . . ?
O3 S2 N1 106.81(9) . . ?
O4 S2 N1 105.89(9) . . ?
O3 S2 C6 109.40(10) . . ?
O4 S2 C6 108.14(10) . . ?
N1 S2 C6 105.03(9) . . ?

_refine_diff_density_max         0.717
_refine_diff_density_min         -0.850
_refine_diff_density_rms         0.085

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

data_12
_database_code_depnum_ccdc_archive 'CCDC 1487636'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H24 Fe N2 O4 S2'
_chemical_formula_weight         524.42

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'

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

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

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

_cell_length_a                   8.5381(3)
_cell_length_b                   9.4320(4)
_cell_length_c                   13.8114(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.640(2)
_cell_angle_gamma                90
_cell_volume                     1106.87(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9967
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      30.90

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_F_000             544
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.533
_exptl_crystal_size_mid          0.479
_exptl_crystal_size_min          0.301
_exptl_absorpt_coefficient_mu    0.906
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6645
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15774
_diffrn_reflns_av_unetI/netI     0.0120
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.619
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2411
_reflns_number_gt                2362
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0421P)²+1.4802P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2411
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0299
_refine_ls_wR_factor_ref         0.0765
_refine_ls_wR_factor_gt          0.0757
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_restrained_S_all      0.959
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8020(2) 0.50405(17) 1.07310(12) 0.0158(3) Uani 1 1 d . . . . .
H1A H 0.6981 0.4789 1.0481 0.019 Uiso 1 1 calc R U . . .
C2 C 1.08348(19) 0.58944(17) 0.88091(11) 0.0154(3) Uani 1 1 d . . . . .
H2 H 1.0968 0.6877 0.8691 0.018 Uiso 1 1 calc R U . . .
C3 C 0.94442(19) 0.50790(16) 0.85569(11) 0.0132(3) Uani 1 1 d . . . . .
C4 C 0.87721(19) 0.62471(18) 0.63004(12) 0.0165(3) Uani 1 1 d . . . . .
H4A H 0.9843 0.5857 0.6459 0.020 Uiso 1 1 calc R U . . .
H4B H 0.8788 0.7257 0.6497 0.020 Uiso 1 1 calc R U . . .
C5 C 0.83253(19) 0.61388(17) 0.52152(12) 0.0149(3) Uani 1 1 d . . . . .
C6 C 0.9223(2) 0.68857(18) 0.45927(13) 0.0191(3) Uani 1 1 d . . . . .
H6 H 1.0084 0.7448 0.4858 0.023 Uiso 1 1 calc R U . . .
C7 C 0.8874(2) 0.68152(19) 0.35942(13) 0.0219(4) Uani 1 1 d . . . . .
H7 H 0.9491 0.7332 0.3180 0.026 Uiso 1 1 calc R U . . .
C8 C 0.7624(2) 0.59919(19) 0.31959(12) 0.0210(4) Uani 1 1 d . . . . .
H8 H 0.7387 0.5941 0.2510 0.025 Uiso 1 1 calc R U . . .
C9 C 0.6725(2) 0.52451(19) 0.38039(13) 0.0194(3) Uani 1 1 d . . . . .
H9 H 0.5868 0.4681 0.3535 0.023 Uiso 1 1 calc R U . . .
C10 C 0.7075(2) 0.53187(18) 0.48119(12) 0.0166(3) Uani 1 1 d . . . . .
H10 H 0.6454 0.4804 0.5225 0.020 Uiso 1 1 calc R U . . .
C11 C 0.97326(19) 0.36370(17) 0.88483(11) 0.0143(3) Uani 1 1 d . . . . .
H11 H 0.9012 0.2869 0.8762 0.017 Uiso 1 1 calc R U . . .
C12 C 1.13029(19) 0.35776(17) 0.92906(12) 0.0156(3) Uani 1 1 d . . . . .
H12 H 1.1819 0.2753 0.9557 0.019 Uiso 1 1 calc R U . . .
Fe1 Fe 1.0000 0.5000 1.0000 0.01111(10) Uani 1 2 d S . P . .
N1 N 0.76549(17) 0.54679(16) 0.68492(10) 0.0171(3) Uani 1 1 d . . . . .
H1 H 0.6989 0.4859 0.6553 0.021 Uiso 1 1 calc R U . . .
O1 O 0.76995(15) 0.72607(13) 0.81544(9) 0.0211(3) Uani 1 1 d . . . . .
O2 O 0.64053(15) 0.49315(13) 0.83286(9) 0.0202(3) Uani 1 1 d . . . . .
S1 S 0.76711(5) 0.57494(4) 0.80119(3) 0.01515(11) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.420(2) 3_767 ?
C1 C12 1.427(2) 3_767 ?
C1 Fe1 2.0529(17) . ?
C1 H1A 0.9500 . ?
C2 C1 1.420(2) 3_767 ?
C2 C3 1.429(2) . ?
C2 Fe1 2.0385(16) . ?
C2 H2 0.9500 . ?
C3 C11 1.433(2) . ?
C3 S1 1.7419(16) . ?
C3 Fe1 2.0043(16) . ?
C4 N1 1.472(2) . ?
C4 C5 1.513(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.390(2) . ?
C5 C6 1.398(2) . ?
C6 C7 1.384(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.389(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.397(2) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.419(2) . ?
C11 Fe1 2.0405(15) . ?
C11 H11 0.9500 . ?
C12 C1 1.427(2) 3_767 ?
C12 Fe1 2.0522(16) . ?
C12 H12 0.9500 . ?
Fe1 C3 2.0043(16) 3_767 ?
Fe1 C2 2.0386(16) 3_767 ?
Fe1 C11 2.0405(15) 3_767 ?
Fe1 C12 2.0522(16) 3_767 ?
Fe1 C1 2.0529(17) 3_767 ?
N1 S1 1.6264(14) . ?
N1 H1 0.8800 . ?
O1 S1 1.4389(13) . ?
O2 S1 1.4309(13) . ?

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
C2 C1 C12 108.30(14) 3_767 3_767 ?
C2 C1 Fe1 69.16(9) 3_767 . ?
C12 C1 Fe1 69.63(9) 3_767 . ?
C2 C1 H1A 125.8 3_767 . ?
C12 C1 H1A 125.8 3_767 . ?
Fe1 C1 H1A 126.9 . . ?
C1 C2 C3 107.10(14) 3_767 . ?
C1 C2 Fe1 70.24(9) 3_767 . ?
C3 C2 Fe1 68.03(9) . . ?
C1 C2 H2 126.4 3_767 . ?
C3 C2 H2 126.4 . . ?
Fe1 C2 H2 126.8 . . ?
C2 C3 C11 109.07(14) . . ?
C2 C3 S1 125.17(12) . . ?
C11 C3 S1 125.73(12) . . ?
C2 C3 Fe1 70.59(9) . . ?
C11 C3 Fe1 70.61(9) . . ?
S1 C3 Fe1 123.64(9) . . ?
N1 C4 C5 111.30(13) . . ?
N1 C4 H4A 109.4 . . ?
C5 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C5 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
C10 C5 C6 118.70(15) . . ?
C10 C5 C4 122.93(15) . . ?
C6 C5 C4 118.37(15) . . ?
C7 C6 C5 120.74(16) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 120.26(16) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 119.62(16) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.15(17) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C5 C10 C9 120.53(16) . . ?
C5 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C3 106.71(14) . . ?
C12 C11 Fe1 70.16(9) . . ?
C3 C11 Fe1 67.91(9) . . ?
C12 C11 H11 126.6 . . ?
C3 C11 H11 126.6 . . ?
Fe1 C11 H11 126.8 . . ?
C11 C12 C1 108.81(14) . 3_767 ?
C11 C12 Fe1 69.27(9) . . ?
C1 C12 Fe1 69.68(9) 3_767 . ?
C11 C12 H12 125.6 . . ?
C1 C12 H12 125.6 3_767 . ?
Fe1 C12 H12 127.0 . . ?
C3 Fe1 C3 180.00(9) 3_767 . ?
C3 Fe1 C2 138.62(6) 3_767 . ?
C3 Fe1 C2 41.38(6) . . ?
C3 Fe1 C2 41.38(6) 3_767 3_767 ?
C3 Fe1 C2 138.62(6) . 3_767 ?
C2 Fe1 C2 180.0 . 3_767 ?
C3 Fe1 C11 41.48(6) 3_767 3_767 ?
C3 Fe1 C11 138.52(6) . 3_767 ?
C2 Fe1 C11 110.31(6) . 3_767 ?
C2 Fe1 C11 69.69(6) 3_767 3_767 ?
C3 Fe1 C11 138.52(6) 3_767 . ?
C3 Fe1 C11 41.48(6) . . ?
C2 Fe1 C11 69.69(6) . . ?
C2 Fe1 C11 110.31(6) 3_767 . ?
C11 Fe1 C11 180.0 3_767 . ?
C3 Fe1 C12 68.66(6) 3_767 3_767 ?
C3 Fe1 C12 111.34(6) . 3_767 ?
C2 Fe1 C12 111.32(7) . 3_767 ?
C2 Fe1 C12 68.68(7) 3_767 3_767 ?
C11 Fe1 C12 40.57(6) 3_767 3_767 ?
C11 Fe1 C12 139.43(6) . 3_767 ?
C3 Fe1 C12 111.34(6) 3_767 . ?
C3 Fe1 C12 68.66(6) . . ?
C2 Fe1 C12 68.68(6) . . ?
C2 Fe1 C12 111.32(7) 3_767 . ?
C11 Fe1 C12 139.43(6) 3_767 . ?
C11 Fe1 C12 40.57(6) . . ?
C12 Fe1 C12 180.0 3_767 . ?
C3 Fe1 C1 68.75(7) 3_767 . ?
C3 Fe1 C1 111.25(7) . . ?
C2 Fe1 C1 139.40(6) . . ?
C2 Fe1 C1 40.60(6) 3_767 . ?
C11 Fe1 C1 68.86(6) 3_767 . ?
C11 Fe1 C1 111.14(7) . . ?
C12 Fe1 C1 40.69(6) 3_767 . ?
C12 Fe1 C1 139.31(6) . . ?
C3 Fe1 C1 111.25(7) 3_767 3_767 ?
C3 Fe1 C1 68.75(7) . 3_767 ?
C2 Fe1 C1 40.60(6) . 3_767 ?
C2 Fe1 C1 139.40(6) 3_767 3_767 ?
C11 Fe1 C1 111.14(7) 3_767 3_767 ?
C11 Fe1 C1 68.86(6) . 3_767 ?
C12 Fe1 C1 139.30(6) 3_767 3_767 ?
C12 Fe1 C1 40.69(6) . 3_767 ?
C1 Fe1 C1 180.0 . 3_767 ?
C4 N1 S1 118.94(11) . . ?
C4 N1 H1 120.5 . . ?
S1 N1 H1 120.5 . . ?
O2 S1 O1 119.69(8) . . ?
O2 S1 N1 106.29(8) . . ?
O1 S1 N1 107.17(8) . . ?
O2 S1 C3 108.82(8) . . ?
O1 S1 C3 107.35(8) . . ?
N1 S1 C3 106.86(8) . . ?

_refine_diff_density_max         0.800
_refine_diff_density_min         -0.782
_refine_diff_density_rms         0.071

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

data_9
_database_code_depnum_ccdc_archive 'CCDC 1487637'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H28 Fe N2 O4 S2'
_chemical_formula_weight         456.40

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

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

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

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

_cell_length_a                   8.8433(2)
_cell_length_b                   23.1800(5)
_cell_length_c                   10.4639(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.4280(10)
_cell_angle_gamma                90
_cell_volume                     2034.98(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9880
_cell_measurement_theta_min      2.70
_cell_measurement_theta_max      29.58

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_F_000             964
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.869
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.160
_exptl_absorpt_coefficient_mu    0.973
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5599
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29964
_diffrn_reflns_av_unetI/netI     0.0157
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.757
_diffrn_reflns_theta_max         26.993
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4436
_reflns_number_gt                4047
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0703P)²+0.9886P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4436
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.1048
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9593(2) 0.38921(8) 0.33320(17) 0.0172(3) Uani 1 1 d . . . . .
C2 C 0.8174(2) 0.42352(8) 0.30277(18) 0.0191(4) Uani 1 1 d . . . . .
H2 H 0.8021 0.4595 0.3498 0.023 Uiso 1 1 calc R U . . .
C3 C 0.7022(2) 0.39586(8) 0.19342(18) 0.0200(4) Uani 1 1 d . . . . .
H3 H 0.5894 0.4088 0.1516 0.024 Uiso 1 1 calc R U . . .
C4 C 0.7712(2) 0.34589(8) 0.15621(18) 0.0192(4) Uani 1 1 d . . . . .
H4 H 0.7157 0.3182 0.0832 0.023 Uiso 1 1 calc R U . . .
C5 C 0.9322(2) 0.34132(7) 0.24199(18) 0.0180(4) Uani 1 1 d . . . . .
H5 H 1.0109 0.3108 0.2389 0.022 Uiso 1 1 calc R U . . .
C6 C 0.5978(2) 0.29545(7) 0.38091(18) 0.0172(3) Uani 1 1 d . . . . .
C7 C 0.7286(2) 0.25757(8) 0.39068(19) 0.0211(4) Uani 1 1 d . . . . .
H7 H 0.7277 0.2232 0.3328 0.025 Uiso 1 1 calc R U . . .
C8 C 0.8600(2) 0.27801(9) 0.49904(19) 0.0239(4) Uani 1 1 d . . . . .
H8 H 0.9693 0.2608 0.5295 0.029 Uiso 1 1 calc R U . . .
C9 C 0.8102(2) 0.32758(9) 0.55538(18) 0.0229(4) Uani 1 1 d . . . . .
H9 H 0.8789 0.3513 0.6315 0.028 Uiso 1 1 calc R U . . .
C10 C 0.6472(2) 0.33860(8) 0.48273(19) 0.0202(4) Uani 1 1 d . . . . .
H10 H 0.5804 0.3708 0.4992 0.024 Uiso 1 1 calc R U . . .
C11 C 1.1897(2) 0.49697(8) 0.33690(19) 0.0217(4) Uani 1 1 d . . . . .
H11A H 1.1463 0.5182 0.3997 0.026 Uiso 1 1 calc R U . . .
H11B H 1.1027 0.4919 0.2507 0.026 Uiso 1 1 calc R U . . .
C12 C 1.3243(2) 0.53154(8) 0.31291(19) 0.0225(4) Uani 1 1 d . . . . .
H12A H 1.2863 0.5713 0.2866 0.027 Uiso 1 1 calc R U . . .
H12B H 1.4135 0.5339 0.3985 0.027 Uiso 1 1 calc R U . . .
C13 C 1.3865(3) 0.50644(9) 0.2052(2) 0.0292(4) Uani 1 1 d . . . . .
H13A H 1.4350 0.4683 0.2354 0.035 Uiso 1 1 calc R U . . .
H13B H 1.2961 0.5006 0.1217 0.035 Uiso 1 1 calc R U . . .
C14 C 1.5092(3) 0.54506(10) 0.1747(2) 0.0337(5) Uani 1 1 d . . . . .
H14A H 1.4612 0.5826 0.1430 0.051 Uiso 1 1 calc R U . . .
H14B H 1.5456 0.5272 0.1047 0.051 Uiso 1 1 calc R U . . .
H14C H 1.6002 0.5503 0.2566 0.051 Uiso 1 1 calc R U . . .
C15 C 0.3032(2) 0.19593(8) 0.34525(18) 0.0193(4) Uani 1 1 d . . . . .
H15A H 0.4044 0.1858 0.4155 0.023 Uiso 1 1 calc R U . . .
H15B H 0.3011 0.1766 0.2603 0.023 Uiso 1 1 calc R U . . .
C16 C 0.1623(2) 0.17608(8) 0.38794(18) 0.0185(4) Uani 1 1 d . . . . .
H16A H 0.0622 0.1885 0.3193 0.022 Uiso 1 1 calc R U . . .
H16B H 0.1675 0.1950 0.4741 0.022 Uiso 1 1 calc R U . . .
C17 C 0.1587(2) 0.11081(8) 0.40537(19) 0.0221(4) Uani 1 1 d . . . . .
H17A H 0.1390 0.0919 0.3167 0.027 Uiso 1 1 calc R U . . .
H17B H 0.2637 0.0976 0.4653 0.027 Uiso 1 1 calc R U . . .
C18 C 0.0296(3) 0.09289(9) 0.4650(2) 0.0268(4) Uani 1 1 d . . . . .
H18A H 0.0553 0.1080 0.5569 0.040 Uiso 1 1 calc R U . . .
H18B H 0.0238 0.0507 0.4671 0.040 Uiso 1 1 calc R U . . .
H18C H -0.0733 0.1084 0.4095 0.040 Uiso 1 1 calc R U . . .
Fe1 Fe 0.78145(3) 0.34009(2) 0.35442(2) 0.01543(10) Uani 1 1 d . . . . .
N1 N 1.24880(18) 0.43992(6) 0.39427(15) 0.0183(3) Uani 1 1 d . . . . .
H1 H 1.3411 0.4265 0.3922 0.022 Uiso 1 1 calc R U . . .
N2 N 0.29199(18) 0.25883(6) 0.32584(16) 0.0184(3) Uani 1 1 d . . . . .
H2A H 0.2206 0.2785 0.3503 0.022 Uiso 1 1 calc R U . . .
O1 O 1.10144(16) 0.43857(6) 0.55953(12) 0.0208(3) Uani 1 1 d . . . . .
O2 O 1.21827(16) 0.34886(5) 0.50161(13) 0.0205(3) Uani 1 1 d . . . . .
O3 O 0.35113(16) 0.35042(6) 0.23646(13) 0.0203(3) Uani 1 1 d . . . . .
O4 O 0.42404(17) 0.25817(5) 0.14994(12) 0.0214(3) Uani 1 1 d . . . . .
S1 S 1.13763(5) 0.40282(2) 0.46113(4) 0.01627(12) Uani 1 1 d . . . . .
S2 S 0.40978(5) 0.29207(2) 0.25991(4) 0.01612(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.434(2) . ?
C1 C2 1.434(2) . ?
C1 S1 1.7447(18) . ?
C1 Fe1 2.0099(18) . ?
C2 C3 1.422(3) . ?
C2 Fe1 2.0595(18) . ?
C2 H2 1.0000 . ?
C3 C4 1.420(3) . ?
C3 Fe1 2.0625(18) . ?
C3 H3 1.0000 . ?
C4 C5 1.427(3) . ?
C4 Fe1 2.0517(18) . ?
C4 H4 1.0000 . ?
C5 Fe1 2.0380(19) . ?
C5 H5 1.0000 . ?
C6 C10 1.426(2) . ?
C6 C7 1.429(2) . ?
C6 S2 1.7447(19) . ?
C6 Fe1 2.0172(18) . ?
C7 C8 1.424(3) . ?
C7 Fe1 2.0333(18) . ?
C7 H7 1.0000 . ?
C8 C9 1.424(3) . ?
C8 Fe1 2.0444(18) . ?
C8 H8 1.0000 . ?
C9 C10 1.424(3) . ?
C9 Fe1 2.0573(18) . ?
C9 H9 1.0000 . ?
C10 Fe1 2.0547(19) . ?
C10 H10 1.0000 . ?
C11 N1 1.478(2) . ?
C11 C12 1.520(3) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.517(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.517(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 N2 1.471(2) . ?
C15 C16 1.522(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.525(2) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.522(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 S1 1.6219(15) . ?
N1 H1 0.8800 . ?
N2 S2 1.6153(16) . ?
N2 H2A 0.8800 . ?
O1 S1 1.4345(13) . ?
O2 S1 1.4357(13) . ?
O3 S2 1.4415(13) . ?
O4 S2 1.4316(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 109.34(16) . . ?
C5 C1 S1 124.83(14) . . ?
C2 C1 S1 125.83(14) . . ?
C5 C1 Fe1 70.31(10) . . ?
C2 C1 Fe1 71.23(10) . . ?
S1 C1 Fe1 124.53(9) . . ?
C3 C2 C1 106.42(16) . . ?
C3 C2 Fe1 69.94(10) . . ?
C1 C2 Fe1 67.52(10) . . ?
C3 C2 H2 126.8 . . ?
C1 C2 H2 126.8 . . ?
Fe1 C2 H2 126.8 . . ?
C4 C3 C2 109.13(16) . . ?
C4 C3 Fe1 69.40(10) . . ?
C2 C3 Fe1 69.71(10) . . ?
C4 C3 H3 125.4 . . ?
C2 C3 H3 125.4 . . ?
Fe1 C3 H3 125.4 . . ?
C3 C4 C5 108.54(16) . . ?
C3 C4 Fe1 70.22(10) . . ?
C5 C4 Fe1 69.07(10) . . ?
C3 C4 H4 125.7 . . ?
C5 C4 H4 125.7 . . ?
Fe1 C4 H4 125.7 . . ?
C4 C5 C1 106.56(16) . . ?
C4 C5 Fe1 70.10(11) . . ?
C1 C5 Fe1 68.21(10) . . ?
C4 C5 H5 126.7 . . ?
C1 C5 H5 126.7 . . ?
Fe1 C5 H5 126.7 . . ?
C10 C6 C7 109.15(16) . . ?
C10 C6 S2 124.76(14) . . ?
C7 C6 S2 126.03(14) . . ?
C10 C6 Fe1 70.92(11) . . ?
C7 C6 Fe1 69.94(10) . . ?
S2 C6 Fe1 123.18(9) . . ?
C8 C7 C6 106.91(16) . . ?
C8 C7 Fe1 69.98(11) . . ?
C6 C7 Fe1 68.73(10) . . ?
C8 C7 H7 126.5 . . ?
C6 C7 H7 126.5 . . ?
Fe1 C7 H7 126.5 . . ?
C9 C8 C7 108.46(17) . . ?
C9 C8 Fe1 70.18(11) . . ?
C7 C8 Fe1 69.14(10) . . ?
C9 C8 H8 125.8 . . ?
C7 C8 H8 125.8 . . ?
Fe1 C8 H8 125.8 . . ?
C8 C9 C10 108.50(17) . . ?
C8 C9 Fe1 69.21(10) . . ?
C10 C9 Fe1 69.63(10) . . ?
C8 C9 H9 125.7 . . ?
C10 C9 H9 125.7 . . ?
Fe1 C9 H9 125.7 . . ?
C9 C10 C6 106.98(17) . . ?
C9 C10 Fe1 69.83(11) . . ?
C6 C10 Fe1 68.10(10) . . ?
C9 C10 H10 126.5 . . ?
C6 C10 H10 126.5 . . ?
Fe1 C10 H10 126.5 . . ?
N1 C11 C12 110.10(15) . . ?
N1 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
N1 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.2 . . ?
C13 C12 C11 114.02(16) . . ?
C13 C12 H12A 108.7 . . ?
C11 C12 H12A 108.7 . . ?
C13 C12 H12B 108.7 . . ?
C11 C12 H12B 108.7 . . ?
H12A C12 H12B 107.6 . . ?
C14 C13 C12 112.42(17) . . ?
C14 C13 H13A 109.1 . . ?
C12 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
C12 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C16 108.33(15) . . ?
N2 C15 H15A 110.0 . . ?
C16 C15 H15A 110.0 . . ?
N2 C15 H15B 110.0 . . ?
C16 C15 H15B 110.0 . . ?
H15A C15 H15B 108.4 . . ?
C15 C16 C17 112.63(15) . . ?
C15 C16 H16A 109.1 . . ?
C17 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C18 C17 C16 111.49(16) . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 108.0 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 Fe1 C6 176.18(7) . . ?
C1 Fe1 C7 141.97(7) . . ?
C6 Fe1 C7 41.33(7) . . ?
C1 Fe1 C5 41.48(7) . . ?
C6 Fe1 C5 142.03(7) . . ?
C7 Fe1 C5 110.60(7) . . ?
C1 Fe1 C8 112.69(8) . . ?
C6 Fe1 C8 68.72(7) . . ?
C7 Fe1 C8 40.88(8) . . ?
C5 Fe1 C8 107.80(8) . . ?
C1 Fe1 C4 68.73(7) . . ?
C6 Fe1 C4 113.10(7) . . ?
C7 Fe1 C4 108.12(7) . . ?
C5 Fe1 C4 40.83(7) . . ?
C8 Fe1 C4 133.66(8) . . ?
C1 Fe1 C10 135.70(7) . . ?
C6 Fe1 C10 40.98(7) . . ?
C7 Fe1 C10 69.37(7) . . ?
C5 Fe1 C10 174.89(7) . . ?
C8 Fe1 C10 68.65(8) . . ?
C4 Fe1 C10 144.27(8) . . ?
C1 Fe1 C9 110.15(7) . . ?
C6 Fe1 C9 68.41(7) . . ?
C7 Fe1 C9 68.78(8) . . ?
C5 Fe1 C9 134.42(8) . . ?
C8 Fe1 C9 40.61(8) . . ?
C4 Fe1 C9 173.82(8) . . ?
C10 Fe1 C9 40.54(7) . . ?
C1 Fe1 C2 41.25(7) . . ?
C6 Fe1 C2 135.68(7) . . ?
C7 Fe1 C2 174.92(7) . . ?
C5 Fe1 C2 69.64(7) . . ?
C8 Fe1 C2 144.17(8) . . ?
C4 Fe1 C2 68.56(7) . . ?
C10 Fe1 C2 110.87(7) . . ?
C9 Fe1 C2 114.90(8) . . ?
C1 Fe1 C3 68.32(7) . . ?
C6 Fe1 C3 110.69(7) . . ?
C7 Fe1 C3 134.69(8) . . ?
C5 Fe1 C3 68.61(7) . . ?
C8 Fe1 C3 173.77(8) . . ?
C4 Fe1 C3 40.39(7) . . ?
C10 Fe1 C3 115.27(8) . . ?
C9 Fe1 C3 145.44(8) . . ?
C2 Fe1 C3 40.35(7) . . ?
C11 N1 S1 117.71(12) . . ?
C11 N1 H1 121.1 . . ?
S1 N1 H1 121.1 . . ?
C15 N2 S2 120.49(13) . . ?
C15 N2 H2A 119.8 . . ?
S2 N2 H2A 119.8 . . ?
O1 S1 O2 119.62(8) . . ?
O1 S1 N1 107.85(8) . . ?
O2 S1 N1 106.08(8) . . ?
O1 S1 C1 107.61(8) . . ?
O2 S1 C1 108.24(8) . . ?
N1 S1 C1 106.80(8) . . ?
O4 S2 O3 119.78(8) . . ?
O4 S2 N2 108.29(8) . . ?
O3 S2 N2 105.93(8) . . ?
O4 S2 C6 107.58(8) . . ?
O3 S2 C6 106.90(8) . . ?
N2 S2 C6 107.87(8) . . ?

_refine_diff_density_max         1.285
_refine_diff_density_min         -0.770
_refine_diff_density_rms         0.078

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

data_13
_database_code_depnum_ccdc_archive 'CCDC 1487638'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H28 Fe N2 O8 S2'
_chemical_formula_weight         544.41

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   29.718(3)
_cell_length_b                   6.7980(7)
_cell_length_c                   11.6656(12)
_cell_angle_alpha                90
_cell_angle_beta                 111.369(7)
_cell_angle_gamma                90
_cell_volume                     2194.7(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9924
_cell_measurement_theta_min      1.47
_cell_measurement_theta_max      27.00

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.654
_exptl_crystal_F_000             1144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.398
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.240
_exptl_absorpt_coefficient_mu    0.930
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6399
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15126
_diffrn_reflns_av_unetI/netI     0.0144
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.472
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2393
_reflns_number_gt                2268
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0445P)²+5.2023P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2393
_refine_ls_number_parameters     151
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0317
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0816
_refine_ls_wR_factor_gt          0.0807
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.06741(6) 0.7729(3) 0.29854(15) 0.0125(3) Uani 1 1 d . . . . .
C2 C 0.06881(6) 0.5624(3) 0.29409(16) 0.0144(3) Uani 1 1 d . . . . .
H2 H 0.0812 0.4811 0.2405 0.017 Uiso 1 1 calc R U . . .
C3 C 0.04907(6) 0.4915(3) 0.38042(16) 0.0169(3) Uani 1 1 d . . . . .
H3 H 0.0442 0.3500 0.3964 0.020 Uiso 1 1 calc R U . . .
C4 C 0.03607(6) 0.6550(3) 0.43768(16) 0.0169(4) Uani 1 1 d . . . . .
H4 H 0.0206 0.6474 0.5006 0.020 Uiso 1 1 calc R U . . .
C5 C 0.04718(6) 0.8312(3) 0.38773(15) 0.0138(3) Uani 1 1 d . . . . .
H5 H 0.0421 0.9688 0.4108 0.017 Uiso 1 1 calc R U . . .
C6 C 0.16033(6) 1.0481(3) 0.42234(16) 0.0152(3) Uani 1 1 d . . . . .
H6A H 0.1392 0.9979 0.4647 0.018 Uiso 1 1 calc R U . . .
H6B H 0.1556 1.1921 0.4119 0.018 Uiso 1 1 calc R U . . .
C7 C 0.21278(6) 1.0022(3) 0.49773(15) 0.0153(3) Uani 1 1 d . . . . .
H7A H 0.2175 0.8579 0.5018 0.018 Uiso 1 1 calc R U . . .
H7B H 0.2336 1.0593 0.4566 0.018 Uiso 1 1 calc R U . . .
C8 C 0.22785(6) 1.0839(3) 0.62732(16) 0.0148(3) Uani 1 1 d . . . . .
H8A H 0.2226 1.2280 0.6231 0.018 Uiso 1 1 calc R U . . .
H8B H 0.2073 1.0254 0.6687 0.018 Uiso 1 1 calc R U . . .
C9 C 0.28003(6) 1.0417(2) 0.70225(16) 0.0138(3) Uani 1 1 d . . . . .
C10 C 0.34242(6) 1.0840(3) 0.89686(17) 0.0201(4) Uani 1 1 d . . . . .
H10A H 0.3526 0.9490 0.8894 0.030 Uiso 1 1 calc R U . . .
H10B H 0.3460 1.1095 0.9824 0.030 Uiso 1 1 calc R U . . .
H10C H 0.3626 1.1764 0.8724 0.030 Uiso 1 1 calc R U . . .
Fe1 Fe 0.0000 0.66670(5) 0.2500 0.01090(11) Uani 1 2 d S T P . .
N1 N 0.14794(5) 0.9523(2) 0.30123(13) 0.0142(3) Uani 1 1 d . . . . .
H1 H 0.1705 0.9087 0.2756 0.017 Uiso 1 1 calc R U . . .
O1 O 0.08901(5) 0.83209(18) 0.10619(11) 0.0170(3) Uani 1 1 d . . . . .
O2 O 0.06906(5) 1.12012(19) 0.21035(11) 0.0172(3) Uani 1 1 d . . . . .
O3 O 0.30770(5) 0.9572(2) 0.66531(12) 0.0190(3) Uani 1 1 d . . . . .
O4 O 0.29204(4) 1.1094(2) 0.81717(11) 0.0172(3) Uani 1 1 d . . . . .
S2 S 0.09060(2) 0.93017(6) 0.21648(4) 0.01216(12) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.433(2) . ?
C1 C5 1.434(2) . ?
C1 S2 1.7363(17) . ?
C1 Fe1 2.0072(16) . ?
C2 C3 1.422(2) . ?
C2 Fe1 2.0452(16) . ?
C3 C4 1.421(3) . ?
C3 Fe1 2.0598(17) . ?
C4 C5 1.423(2) . ?
C4 Fe1 2.0588(17) . ?
C5 Fe1 2.0387(17) . ?
C6 N1 1.476(2) . ?
C6 C7 1.517(2) . ?
C7 C8 1.517(2) . ?
C8 C9 1.504(2) . ?
C9 O3 1.204(2) . ?
C9 O4 1.337(2) . ?
C10 O4 1.457(2) . ?
Fe1 C1 2.0072(16) 2 ?
Fe1 C5 2.0387(17) 2 ?
Fe1 C2 2.0451(16) 2 ?
Fe1 C4 2.0588(17) 2 ?
Fe1 C3 2.0598(17) 2 ?
N1 S2 1.6359(15) . ?
O1 S2 1.4346(13) . ?
O2 S2 1.4315(13) . ?

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
C2 C1 C5 109.12(15) . . ?
C2 C1 S2 124.91(13) . . ?
C5 C1 S2 125.83(13) . . ?
C2 C1 Fe1 70.72(9) . . ?
C5 C1 Fe1 70.42(9) . . ?
S2 C1 Fe1 128.44(9) . . ?
C3 C2 C1 106.73(15) . . ?
C3 C2 Fe1 70.29(10) . . ?
C1 C2 Fe1 67.87(9) . . ?
C4 C3 C2 108.73(16) . . ?
C4 C3 Fe1 69.78(10) . . ?
C2 C3 Fe1 69.19(9) . . ?
C3 C4 C5 108.82(15) . . ?
C3 C4 Fe1 69.86(10) . . ?
C5 C4 Fe1 68.93(10) . . ?
C4 C5 C1 106.60(15) . . ?
C4 C5 Fe1 70.45(10) . . ?
C1 C5 Fe1 68.07(9) . . ?
N1 C6 C7 108.02(14) . . ?
C8 C7 C6 111.74(14) . . ?
C9 C8 C7 112.14(14) . . ?
O3 C9 O4 123.74(16) . . ?
O3 C9 C8 125.22(16) . . ?
O4 C9 C8 111.04(14) . . ?
C1 Fe1 C1 137.84(10) 2 . ?
C1 Fe1 C5 41.51(6) 2 2 ?
C1 Fe1 C5 110.74(7) . 2 ?
C1 Fe1 C5 110.75(7) 2 . ?
C1 Fe1 C5 41.51(6) . . ?
C5 Fe1 C5 113.47(10) 2 . ?
C1 Fe1 C2 41.41(7) 2 2 ?
C1 Fe1 C2 178.06(7) . 2 ?
C5 Fe1 C2 69.79(7) 2 2 ?
C5 Fe1 C2 136.55(7) . 2 ?
C1 Fe1 C2 178.06(7) 2 . ?
C1 Fe1 C2 41.41(7) . . ?
C5 Fe1 C2 136.54(7) 2 . ?
C5 Fe1 C2 69.78(7) . . ?
C2 Fe1 C2 139.42(10) 2 . ?
C1 Fe1 C4 113.16(7) 2 . ?
C1 Fe1 C4 68.56(7) . . ?
C5 Fe1 C4 143.27(7) 2 . ?
C5 Fe1 C4 40.63(7) . . ?
C2 Fe1 C4 109.85(7) 2 . ?
C2 Fe1 C4 68.51(7) . . ?
C1 Fe1 C4 68.56(7) 2 2 ?
C1 Fe1 C4 113.16(7) . 2 ?
C5 Fe1 C4 40.62(7) 2 2 ?
C5 Fe1 C4 143.27(7) . 2 ?
C2 Fe1 C4 68.51(7) 2 2 ?
C2 Fe1 C4 109.85(7) . 2 ?
C4 Fe1 C4 175.57(11) . 2 ?
C1 Fe1 C3 68.55(7) 2 2 ?
C1 Fe1 C3 141.41(7) . 2 ?
C5 Fe1 C3 68.68(7) 2 2 ?
C5 Fe1 C3 176.17(7) . 2 ?
C2 Fe1 C3 40.52(7) 2 2 ?
C2 Fe1 C3 111.05(7) . 2 ?
C4 Fe1 C3 135.83(8) . 2 ?
C4 Fe1 C3 40.36(7) 2 2 ?
C1 Fe1 C3 141.41(7) 2 . ?
C1 Fe1 C3 68.55(7) . . ?
C5 Fe1 C3 176.17(7) 2 . ?
C5 Fe1 C3 68.68(7) . . ?
C2 Fe1 C3 111.05(7) 2 . ?
C2 Fe1 C3 40.52(7) . . ?
C4 Fe1 C3 40.36(7) . . ?
C4 Fe1 C3 135.83(8) 2 . ?
C3 Fe1 C3 109.36(10) 2 . ?
C6 N1 S2 117.43(11) . . ?
C9 O4 C10 115.84(14) . . ?
O2 S2 O1 120.43(8) . . ?
O2 S2 N1 107.21(8) . . ?
O1 S2 N1 105.74(8) . . ?
O2 S2 C1 108.84(8) . . ?
O1 S2 C1 108.56(8) . . ?
N1 S2 C1 104.99(8) . . ?

_refine_diff_density_max         0.848
_refine_diff_density_min         -0.858
_refine_diff_density_rms         0.070

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

data_4
_database_code_depnum_ccdc_archive 'CCDC 1487639'
_audit_update_record             
;
2016-06-24 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H14 Cl Fe N O4 S2'
_chemical_formula_weight         403.67

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'

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

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

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

_cell_length_a                   14.2039(16)
_cell_length_b                   6.7783(8)
_cell_length_c                   16.7399(19)
_cell_angle_alpha                90
_cell_angle_beta                 106.824(5)
_cell_angle_gamma                90
_cell_volume                     1542.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9909
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      26.18

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_F_000             824
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.239
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.436
_shelx_estimated_absorpt_T_min   0.546
_shelx_estimated_absorpt_T_max   0.824
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6104
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            92930
_diffrn_reflns_av_unetI/netI     0.0188
_diffrn_reflns_av_R_equivalents  0.0580
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.660
_diffrn_reflns_theta_max         26.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3110
_reflns_number_gt                3016
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0217P)²+4.7081P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3110
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0383
_refine_ls_wR_factor_ref         0.0825
_refine_ls_wR_factor_gt          0.0818
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_restrained_S_all      1.125
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.8770(2) 0.0366(4) 0.67622(17) 0.0140(5) Uani 1 1 d . . . . .
C2 C 0.9385(2) 0.0032(4) 0.62333(19) 0.0171(6) Uani 1 1 d . . . . .
H2 H 0.9180 0.0093 0.5610 0.021 Uiso 1 1 calc R U . . .
C3 C 1.0328(2) -0.0413(4) 0.6756(2) 0.0212(6) Uani 1 1 d . . . . .
H3 H 1.0922 -0.0674 0.6565 0.025 Uiso 1 1 calc R U . . .
C4 C 1.0309(2) -0.0373(4) 0.7598(2) 0.0208(6) Uani 1 1 d . . . . .
H4 H 1.0885 -0.0599 0.8100 0.025 Uiso 1 1 calc R U . . .
C5 C 0.9341(2) 0.0100(4) 0.76088(18) 0.0155(6) Uani 1 1 d . . . . .
H5 H 0.9103 0.0230 0.8114 0.019 Uiso 1 1 calc R U . . .
C6 C 1.07238(19) 0.4359(4) 0.67391(17) 0.0122(5) Uani 1 1 d . . . . .
C7 C 1.0862(2) 0.4422(4) 0.76168(17) 0.0137(5) Uani 1 1 d . . . . .
H7 H 1.1492 0.4204 0.8068 0.016 Uiso 1 1 calc R U . . .
C8 C 0.9931(2) 0.4865(4) 0.77229(18) 0.0159(6) Uani 1 1 d . . . . .
H8 H 0.9782 0.4960 0.8270 0.019 Uiso 1 1 calc R U . . .
C9 C 0.9236(2) 0.5071(4) 0.69241(18) 0.0153(6) Uani 1 1 d . . . . .
H9 H 0.8518 0.5341 0.6818 0.018 Uiso 1 1 calc R U . . .
C10 C 0.9715(2) 0.4755(4) 0.63011(18) 0.0150(6) Uani 1 1 d . . . . .
H10 H 0.9415 0.4826 0.5683 0.018 Uiso 1 1 calc R U . . .
C11 C 0.6957(2) -0.2220(4) 0.55666(17) 0.0152(6) Uani 1 1 d . . . . .
H11 H 0.7616 -0.2774 0.5588 0.018 Uiso 1 1 calc R U . . .
C12 C 0.6077(2) -0.3484(5) 0.51683(19) 0.0253(7) Uani 1 1 d . . . . .
H12A H 0.5512 -0.3423 0.5401 0.030 Uiso 1 1 calc R U . . .
H12B H 0.6194 -0.4793 0.4953 0.030 Uiso 1 1 calc R U . . .
C13 C 0.6297(2) -0.1684(5) 0.47269(18) 0.0232(7) Uani 1 1 d . . . . .
H13A H 0.6547 -0.1890 0.4239 0.028 Uiso 1 1 calc R U . . .
H13B H 0.5865 -0.0521 0.4687 0.028 Uiso 1 1 calc R U . . .
Cl1 Cl 1.20799(5) 0.62638(11) 0.59244(5) 0.02185(17) Uani 1 1 d . . . . .
Fe1 Fe 0.98718(3) 0.23162(6) 0.70312(2) 0.01102(11) Uani 1 1 d . . . . .
N1 N 0.69010(16) -0.1030(3) 0.62674(14) 0.0136(5) Uani 1 1 d . . . . .
H1 H 0.6541 -0.1399 0.6590 0.016 Uiso 1 1 calc R U . . .
O1 O 0.73319(15) 0.2077(3) 0.56719(12) 0.0190(4) Uani 1 1 d . . . . .
O2 O 0.73076(14) 0.1913(3) 0.71446(12) 0.0179(4) Uani 1 1 d . . . . .
O3 O 1.24228(15) 0.2783(3) 0.68669(13) 0.0225(5) Uani 1 1 d . . . . .
O4 O 1.11539(16) 0.2662(3) 0.54964(13) 0.0224(5) Uani 1 1 d . . . . .
S1 S 0.75284(5) 0.10218(10) 0.64402(4) 0.01218(15) Uani 1 1 d . . . . .
S2 S 1.15982(5) 0.36337(11) 0.62697(4) 0.01501(16) 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
C1 C5 1.426(4) . ?
C1 C2 1.430(4) . ?
C1 S1 1.746(3) . ?
C1 Fe1 1.997(3) . ?
C2 C3 1.405(4) . ?
C2 Fe1 2.031(3) . ?
C3 C4 1.419(4) . ?
C3 Fe1 2.056(3) . ?
C4 C5 1.417(4) . ?
C4 Fe1 2.066(3) . ?
C5 Fe1 2.045(3) . ?
C6 C7 1.425(4) . ?
C6 C10 1.433(4) . ?
C6 S2 1.722(3) . ?
C6 Fe1 1.991(3) . ?
C7 C8 1.417(4) . ?
C7 Fe1 2.044(3) . ?
C8 C9 1.421(4) . ?
C8 Fe1 2.068(3) . ?
C9 C10 1.417(4) . ?
C9 Fe1 2.060(3) . ?
C10 Fe1 2.029(3) . ?
C11 N1 1.445(4) . ?
C11 C13 1.491(4) . ?
C11 C12 1.503(4) . ?
C12 C13 1.505(5) . ?
Cl1 S2 2.0517(10) . ?
N1 S1 1.632(2) . ?
O1 S1 1.427(2) . ?
O2 S1 1.438(2) . ?
O3 S2 1.423(2) . ?
O4 S2 1.427(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.8(2) . . ?
C5 C1 S1 124.9(2) . . ?
C2 C1 S1 126.3(2) . . ?
C5 C1 Fe1 71.15(15) . . ?
C2 C1 Fe1 70.49(16) . . ?
S1 C1 Fe1 123.81(15) . . ?
C3 C2 C1 107.0(3) . . ?
C3 C2 Fe1 70.86(17) . . ?
C1 C2 Fe1 67.95(15) . . ?
C2 C3 C4 109.0(3) . . ?
C2 C3 Fe1 68.94(16) . . ?
C4 C3 Fe1 70.22(17) . . ?
C5 C4 C3 108.3(3) . . ?
C5 C4 Fe1 69.04(16) . . ?
C3 C4 Fe1 69.50(17) . . ?
C4 C5 C1 106.9(3) . . ?
C4 C5 Fe1 70.63(16) . . ?
C1 C5 Fe1 67.57(15) . . ?
C7 C6 C10 109.9(2) . . ?
C7 C6 S2 125.2(2) . . ?
C10 C6 S2 124.5(2) . . ?
C7 C6 Fe1 71.34(15) . . ?
C10 C6 Fe1 70.57(15) . . ?
S2 C6 Fe1 118.92(15) . . ?
C8 C7 C6 106.3(2) . . ?
C8 C7 Fe1 70.74(16) . . ?
C6 C7 Fe1 67.31(15) . . ?
C7 C8 C9 108.8(2) . . ?
C7 C8 Fe1 68.96(15) . . ?
C9 C8 Fe1 69.56(16) . . ?
C10 C9 C8 109.0(2) . . ?
C10 C9 Fe1 68.58(16) . . ?
C8 C9 Fe1 70.17(16) . . ?
C9 C10 C6 105.9(2) . . ?
C9 C10 Fe1 70.87(16) . . ?
C6 C10 Fe1 67.68(15) . . ?
N1 C11 C13 117.5(2) . . ?
N1 C11 C12 116.4(2) . . ?
C13 C11 C12 60.4(2) . . ?
C11 C12 C13 59.44(19) . . ?
C11 C13 C12 60.20(19) . . ?
C6 Fe1 C1 153.77(11) . . ?
C6 Fe1 C10 41.75(11) . . ?
C1 Fe1 C10 117.47(11) . . ?
C6 Fe1 C2 118.96(11) . . ?
C1 Fe1 C2 41.56(11) . . ?
C10 Fe1 C2 105.54(12) . . ?
C6 Fe1 C7 41.35(11) . . ?
C1 Fe1 C7 162.86(11) . . ?
C10 Fe1 C7 70.14(11) . . ?
C2 Fe1 C7 154.65(11) . . ?
C6 Fe1 C5 163.86(11) . . ?
C1 Fe1 C5 41.28(11) . . ?
C10 Fe1 C5 153.12(11) . . ?
C2 Fe1 C5 69.45(12) . . ?
C7 Fe1 C5 125.66(11) . . ?
C6 Fe1 C3 108.47(11) . . ?
C1 Fe1 C3 68.36(11) . . ?
C10 Fe1 C3 125.75(12) . . ?
C2 Fe1 C3 40.19(12) . . ?
C7 Fe1 C3 121.17(12) . . ?
C5 Fe1 C3 68.21(12) . . ?
C6 Fe1 C9 68.32(11) . . ?
C1 Fe1 C9 106.58(11) . . ?
C10 Fe1 C9 40.56(11) . . ?
C2 Fe1 C9 125.22(12) . . ?
C7 Fe1 C9 68.43(11) . . ?
C5 Fe1 C9 119.64(11) . . ?
C3 Fe1 C9 162.74(12) . . ?
C6 Fe1 C4 127.10(11) . . ?
C1 Fe1 C4 68.37(12) . . ?
C10 Fe1 C4 164.02(12) . . ?
C2 Fe1 C4 68.26(12) . . ?
C7 Fe1 C4 108.78(12) . . ?
C5 Fe1 C4 40.33(11) . . ?
C3 Fe1 C4 40.28(13) . . ?
C9 Fe1 C4 154.95(12) . . ?
C6 Fe1 C8 68.12(11) . . ?
C1 Fe1 C8 125.56(11) . . ?
C10 Fe1 C8 68.67(11) . . ?
C2 Fe1 C8 162.96(12) . . ?
C7 Fe1 C8 40.30(11) . . ?
C5 Fe1 C8 108.05(11) . . ?
C3 Fe1 C8 155.89(12) . . ?
C9 Fe1 C8 40.27(11) . . ?
C4 Fe1 C8 121.44(12) . . ?
C11 N1 S1 117.64(18) . . ?
O1 S1 O2 119.75(13) . . ?
O1 S1 N1 108.25(12) . . ?
O2 S1 N1 105.42(12) . . ?
O1 S1 C1 108.81(13) . . ?
O2 S1 C1 107.12(13) . . ?
N1 S1 C1 106.78(13) . . ?
O3 S2 O4 120.55(14) . . ?
O3 S2 C6 110.53(13) . . ?
O4 S2 C6 110.96(13) . . ?
O3 S2 Cl1 106.03(10) . . ?
O4 S2 Cl1 103.98(10) . . ?
C6 S2 Cl1 102.94(10) . . ?

_refine_diff_density_max         0.718
_refine_diff_density_min         -0.832
_refine_diff_density_rms         0.084

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

data_11
_database_code_depnum_ccdc_archive 'CCDC 1487640'
_audit_update_record             
;
2016-07-27 deposited with the CCDC.
2016-08-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H60 Fe N2 O4 S2'
_chemical_formula_weight         680.83

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'

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

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

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

_cell_length_a                   9.8354(18)
_cell_length_b                   7.6469(14)
_cell_length_c                   46.916(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.805(11)
_cell_angle_gamma                90
_cell_volume                     3528.2(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9676
_cell_measurement_theta_min      2.61
_cell_measurement_theta_max      26.56

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_F_000             1480
_exptl_transmission_factor_min   0.6372
_exptl_transmission_factor_max   0.7454
_exptl_crystal_size_max          0.281
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.122
_exptl_absorpt_coefficient_mu    0.584
_shelx_estimated_absorpt_T_min   0.853
_shelx_estimated_absorpt_T_max   0.932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8530
_exptl_absorpt_correction_T_max  0.9321
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            124602
_diffrn_reflns_av_unetI/netI     0.0872
_diffrn_reflns_av_R_equivalents  0.1664
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -59
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_theta_min         1.736
_diffrn_reflns_theta_max         26.870
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             7438
_reflns_number_gt                5122
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
The data quality appears to be slightly poor due to 
 a very thin nature of crystal and the two large C12 chains.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1220P)²+30.7414P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7438
_refine_ls_number_parameters     390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1584
_refine_ls_R_factor_gt           0.1036
_refine_ls_wR_factor_ref         0.2955
_refine_ls_wR_factor_gt          0.2527
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2957(6) 0.2758(9) 0.70837(12) 0.0211(14) Uani 1 1 d . . . . .
C2 C 0.1832(6) 0.1561(9) 0.70764(12) 0.0208(14) Uani 1 1 d . . . . .
H2 H 0.0901 0.1804 0.6997 0.025 Uiso 1 1 calc R U . . .
C3 C 0.2282(6) -0.0021(9) 0.72003(12) 0.0207(13) Uani 1 1 d . . . . .
H3 H 0.1715 -0.1091 0.7228 0.025 Uiso 1 1 calc R U . . .
C4 C 0.3681(6) 0.0175(9) 0.72863(13) 0.0220(14) Uani 1 1 d . . . . .
H4 H 0.4256 -0.0735 0.7382 0.026 Uiso 1 1 calc R U . . .
C5 C 0.4097(6) 0.1882(9) 0.72139(12) 0.0212(14) Uani 1 1 d . . . . .
H5 H 0.5022 0.2391 0.7247 0.025 Uiso 1 1 calc R U . . .
C6 C 0.2056(6) 0.1307(9) 0.78916(12) 0.0197(13) Uani 1 1 d . . . . .
C7 C 0.3179(6) 0.2496(9) 0.78980(12) 0.0194(13) Uani 1 1 d . . . . .
H7 H 0.4112 0.2261 0.7977 0.023 Uiso 1 1 calc R U . . .
C8 C 0.2707(6) 0.4079(9) 0.77738(12) 0.0228(14) Uani 1 1 d . . . . .
H8 H 0.3263 0.5157 0.7744 0.027 Uiso 1 1 calc R U . . .
C9 C 0.1312(6) 0.3857(9) 0.76924(13) 0.0217(14) Uani 1 1 d . . . . .
H9 H 0.0728 0.4758 0.7596 0.026 Uiso 1 1 calc R U . . .
C10 C 0.0902(6) 0.2158(9) 0.77648(13) 0.0220(14) Uani 1 1 d . . . . .
H10 H -0.0024 0.1644 0.7736 0.026 Uiso 1 1 calc R U . . .
C11 C 0.1660(6) 0.0556(9) 0.85413(13) 0.0233(14) Uani 1 1 d . . . . .
H11A H 0.1487 0.1766 0.8475 0.028 Uiso 1 1 calc R U . . .
H11B H 0.2655 0.0409 0.8566 0.028 Uiso 1 1 calc R U . . .
C12 C 0.0976(6) 0.0275(9) 0.88266(13) 0.0255(15) Uani 1 1 d . . . . .
H12A H 0.1114 -0.0950 0.8889 0.031 Uiso 1 1 calc R U . . .
H12B H -0.0014 0.0477 0.8805 0.031 Uiso 1 1 calc R U . . .
C13 C 0.1553(6) 0.1509(9) 0.90525(13) 0.0241(14) Uani 1 1 d . . . . .
H13A H 0.1378 0.2730 0.8992 0.029 Uiso 1 1 calc R U . . .
H13B H 0.2551 0.1346 0.9065 0.029 Uiso 1 1 calc R U . . .
C14 C 0.0950(6) 0.1227(9) 0.93485(13) 0.0240(14) Uani 1 1 d . . . . .
H14A H -0.0047 0.1398 0.9337 0.029 Uiso 1 1 calc R U . . .
H14B H 0.1123 0.0007 0.9409 0.029 Uiso 1 1 calc R U . . .
C15 C 0.1548(7) 0.2475(10) 0.95723(13) 0.0264(15) Uani 1 1 d . . . . .
H15A H 0.1383 0.3693 0.9509 0.032 Uiso 1 1 calc R U . . .
H15B H 0.2544 0.2297 0.9584 0.032 Uiso 1 1 calc R U . . .
C16 C 0.0958(6) 0.2237(9) 0.98698(13) 0.0252(14) Uani 1 1 d . . . . .
H16A H -0.0038 0.2417 0.9859 0.030 Uiso 1 1 calc R U . . .
H16B H 0.1123 0.1020 0.9933 0.030 Uiso 1 1 calc R U . . .
C17 C 0.1562(6) 0.3489(9) 1.00918(13) 0.0232(14) Uani 1 1 d . . . . .
H17A H 0.1389 0.4705 1.0029 0.028 Uiso 1 1 calc R U . . .
H17B H 0.2559 0.3317 1.0101 0.028 Uiso 1 1 calc R U . . .
C18 C 0.0986(7) 0.3248(9) 1.03916(13) 0.0260(14) Uani 1 1 d . . . . .
H18A H -0.0013 0.3410 1.0382 0.031 Uiso 1 1 calc R U . . .
H18B H 0.1166 0.2035 1.0456 0.031 Uiso 1 1 calc R U . . .
C19 C 0.1582(6) 0.4507(9) 1.06104(13) 0.0244(14) Uani 1 1 d . . . . .
H19A H 0.1414 0.5719 1.0545 0.029 Uiso 1 1 calc R U . . .
H19B H 0.2579 0.4332 1.0621 0.029 Uiso 1 1 calc R U . . .
C20 C 0.1000(6) 0.4293(9) 1.09085(13) 0.0254(14) Uani 1 1 d . . . . .
H20A H 0.0001 0.4446 1.0897 0.031 Uiso 1 1 calc R U . . .
H20B H 0.1184 0.3087 1.0976 0.031 Uiso 1 1 calc R U . . .
C21 C 0.1582(7) 0.5581(10) 1.11271(13) 0.0307(16) Uani 1 1 d . . . . .
H21A H 0.1408 0.6787 1.1059 0.037 Uiso 1 1 calc R U . . .
H21B H 0.2580 0.5418 1.1140 0.037 Uiso 1 1 calc R U . . .
C22 C 0.0984(9) 0.5374(11) 1.14246(15) 0.044(2) Uani 1 1 d . . . . .
H22A H -0.0001 0.5563 1.1415 0.065 Uiso 1 1 calc R U . . .
H22B H 0.1399 0.6233 1.1554 0.065 Uiso 1 1 calc R U . . .
H22C H 0.1170 0.4192 1.1496 0.065 Uiso 1 1 calc R U . . .
C23 C 0.3395(7) 0.4359(10) 0.63978(13) 0.0262(15) Uani 1 1 d . . . . .
H23A H 0.2395 0.4496 0.6389 0.031 Uiso 1 1 calc R U . . .
H23B H 0.3611 0.3105 0.6372 0.031 Uiso 1 1 calc R U . . .
C24 C 0.4037(6) 0.5420(10) 0.61605(13) 0.0264(15) Uani 1 1 d . . . . .
H24A H 0.5025 0.5174 0.6159 0.032 Uiso 1 1 calc R U . . .
H24B H 0.3920 0.6679 0.6203 0.032 Uiso 1 1 calc R U . . .
C25 C 0.3443(6) 0.5045(9) 0.58642(12) 0.0229(14) Uani 1 1 d . . . . .
H25A H 0.2444 0.5201 0.5868 0.027 Uiso 1 1 calc R U . . .
H25B H 0.3630 0.3812 0.5814 0.027 Uiso 1 1 calc R U . . .
C26 C 0.4036(7) 0.6244(10) 0.56348(13) 0.0273(15) Uani 1 1 d . . . . .
H26A H 0.3907 0.7473 0.5695 0.033 Uiso 1 1 calc R U . . .
H26B H 0.5027 0.6029 0.5625 0.033 Uiso 1 1 calc R U . . .
C27 C 0.3430(6) 0.6027(9) 0.53388(12) 0.0236(14) Uani 1 1 d . . . . .
H27A H 0.2439 0.6242 0.5348 0.028 Uiso 1 1 calc R U . . .
H27B H 0.3561 0.4800 0.5278 0.028 Uiso 1 1 calc R U . . .
C28 C 0.4027(6) 0.7230(10) 0.51139(13) 0.0270(15) Uani 1 1 d . . . . .
H28A H 0.3897 0.8456 0.5175 0.032 Uiso 1 1 calc R U . . .
H28B H 0.5018 0.7014 0.5105 0.032 Uiso 1 1 calc R U . . .
C29 C 0.3423(6) 0.7019(10) 0.48170(13) 0.0262(15) Uani 1 1 d . . . . .
H29A H 0.2431 0.7226 0.4826 0.031 Uiso 1 1 calc R U . . .
H29B H 0.3560 0.5795 0.4755 0.031 Uiso 1 1 calc R U . . .
C30 C 0.4018(6) 0.8237(9) 0.45928(13) 0.0252(14) Uani 1 1 d . . . . .
H30A H 0.3864 0.9462 0.4653 0.030 Uiso 1 1 calc R U . . .
H30B H 0.5013 0.8049 0.4587 0.030 Uiso 1 1 calc R U . . .
C31 C 0.3434(7) 0.7999(10) 0.42950(13) 0.0289(16) Uani 1 1 d . . . . .
H31A H 0.2442 0.8220 0.4300 0.035 Uiso 1 1 calc R U . . .
H31B H 0.3564 0.6765 0.4237 0.035 Uiso 1 1 calc R U . . .
C32 C 0.4052(7) 0.9180(10) 0.40678(13) 0.0258(15) Uani 1 1 d . . . . .
H32A H 0.3897 1.0414 0.4122 0.031 Uiso 1 1 calc R U . . .
H32B H 0.5047 0.8984 0.4066 0.031 Uiso 1 1 calc R U . . .
C33 C 0.3487(7) 0.8894(10) 0.37680(14) 0.0297(16) Uani 1 1 d . . . . .
H33A H 0.2494 0.9099 0.3769 0.036 Uiso 1 1 calc R U . . .
H33B H 0.3637 0.7658 0.3714 0.036 Uiso 1 1 calc R U . . .
C34 C 0.4118(8) 1.0071(11) 0.35414(14) 0.0390(19) Uani 1 1 d . . . . .
H34A H 0.3957 1.1299 0.3590 0.058 Uiso 1 1 calc R U . . .
H34B H 0.3702 0.9813 0.3355 0.058 Uiso 1 1 calc R U . . .
H34C H 0.5099 0.9853 0.3534 0.058 Uiso 1 1 calc R U . . .
Fe1 Fe 0.24947(8) 0.20175(14) 0.74878(2) 0.0184(3) Uani 1 1 d . . . . .
N1 N 0.1152(5) -0.0691(7) 0.83230(10) 0.0212(11) Uani 1 1 d . . . . .
H1 H 0.0422 -0.1332 0.8350 0.025 Uiso 1 1 calc R U . . .
N2 N 0.3911(5) 0.4952(8) 0.66761(11) 0.0234(12) Uani 1 1 d . . . . .
H2A H 0.4748 0.5352 0.6689 0.028 Uiso 1 1 calc R U . . .
O1 O 0.1290(4) -0.1931(6) 0.78399(9) 0.0223(10) Uani 1 1 d . . . . .
O2 O 0.3401(4) -0.1251(6) 0.81091(9) 0.0225(10) Uani 1 1 d . . . . .
O3 O 0.3683(4) 0.5942(6) 0.71692(9) 0.0254(10) Uani 1 1 d . . . . .
O4 O 0.1621(4) 0.5353(6) 0.68750(9) 0.0236(10) Uani 1 1 d . . . . .
S1 S 0.20297(14) -0.0809(2) 0.80277(3) 0.0193(4) Uani 1 1 d . . . . .
S2 S 0.29868(15) 0.4894(2) 0.69622(3) 0.0198(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
C1 C5 1.435(9) . ?
C1 C2 1.437(9) . ?
C1 S2 1.730(7) . ?
C1 Fe1 2.037(6) . ?
C2 C3 1.411(9) . ?
C2 Fe1 2.059(6) . ?
C2 H2 1.0000 . ?
C3 C4 1.436(8) . ?
C3 Fe1 2.070(6) . ?
C3 H3 1.0000 . ?
C4 C5 1.411(10) . ?
C4 Fe1 2.067(6) . ?
C4 H4 1.0000 . ?
C5 Fe1 2.050(6) . ?
C5 H5 1.0000 . ?
C6 C7 1.430(9) . ?
C6 C10 1.431(8) . ?
C6 S1 1.740(7) . ?
C6 Fe1 2.023(6) . ?
C7 C8 1.419(9) . ?
C7 Fe1 2.063(6) . ?
C7 H7 1.0000 . ?
C8 C9 1.429(8) . ?
C8 Fe1 2.078(6) . ?
C8 H8 1.0000 . ?
C9 C10 1.403(10) . ?
C9 Fe1 2.070(6) . ?
C9 H9 1.0000 . ?
C10 Fe1 2.052(6) . ?
C10 H10 1.0000 . ?
C11 N1 1.481(8) . ?
C11 C12 1.522(8) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.523(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.533(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.530(9) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.530(8) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.528(9) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.535(8) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.519(9) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.528(8) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.527(10) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.531(9) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 N2 1.466(8) . ?
C23 C24 1.522(9) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.527(8) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 C26 1.535(9) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.513(8) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 C28 1.524(9) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.515(8) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C30 1.528(9) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.514(9) . ?
C30 H30A 0.9900 . ?
C30 H30B 0.9900 . ?
C31 C32 1.530(9) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.521(9) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.531(10) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
N1 S1 1.645(5) . ?
N1 H1 0.8800 . ?
N2 S2 1.633(5) . ?
N2 H2A 0.8800 . ?
O1 S1 1.422(4) . ?
O2 S1 1.436(4) . ?
O3 S2 1.426(4) . ?
O4 S2 1.442(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
C5 C1 C2 108.0(6) . . ?
C5 C1 S2 124.4(5) . . ?
C2 C1 S2 127.6(5) . . ?
C5 C1 Fe1 69.9(3) . . ?
C2 C1 Fe1 70.3(3) . . ?
S2 C1 Fe1 125.0(3) . . ?
C3 C2 C1 107.4(6) . . ?
C3 C2 Fe1 70.5(3) . . ?
C1 C2 Fe1 68.6(3) . . ?
C3 C2 H2 126.3 . . ?
C1 C2 H2 126.3 . . ?
Fe1 C2 H2 126.3 . . ?
C2 C3 C4 108.7(6) . . ?
C2 C3 Fe1 69.6(4) . . ?
C4 C3 Fe1 69.5(4) . . ?
C2 C3 H3 125.7 . . ?
C4 C3 H3 125.7 . . ?
Fe1 C3 H3 125.7 . . ?
C5 C4 C3 108.0(6) . . ?
C5 C4 Fe1 69.3(4) . . ?
C3 C4 Fe1 69.8(4) . . ?
C5 C4 H4 126.0 . . ?
C3 C4 H4 126.0 . . ?
Fe1 C4 H4 126.0 . . ?
C4 C5 C1 107.9(6) . . ?
C4 C5 Fe1 70.6(3) . . ?
C1 C5 Fe1 68.9(3) . . ?
C4 C5 H5 126.1 . . ?
C1 C5 H5 126.1 . . ?
Fe1 C5 H5 126.1 . . ?
C7 C6 C10 109.1(6) . . ?
C7 C6 S1 126.8(5) . . ?
C10 C6 S1 124.1(5) . . ?
C7 C6 Fe1 71.0(3) . . ?
C10 C6 Fe1 70.5(3) . . ?
S1 C6 Fe1 126.7(3) . . ?
C8 C7 C6 106.6(5) . . ?
C8 C7 Fe1 70.6(3) . . ?
C6 C7 Fe1 68.0(3) . . ?
C8 C7 H7 126.7 . . ?
C6 C7 H7 126.7 . . ?
Fe1 C7 H7 126.7 . . ?
C7 C8 C9 108.4(6) . . ?
C7 C8 Fe1 69.4(4) . . ?
C9 C8 Fe1 69.5(4) . . ?
C7 C8 H8 125.8 . . ?
C9 C8 H8 125.8 . . ?
Fe1 C8 H8 125.8 . . ?
C10 C9 C8 108.8(6) . . ?
C10 C9 Fe1 69.4(4) . . ?
C8 C9 Fe1 70.2(3) . . ?
C10 C9 H9 125.6 . . ?
C8 C9 H9 125.6 . . ?
Fe1 C9 H9 125.6 . . ?
C9 C10 C6 107.1(6) . . ?
C9 C10 Fe1 70.8(3) . . ?
C6 C10 Fe1 68.4(3) . . ?
C9 C10 H10 126.5 . . ?
C6 C10 H10 126.5 . . ?
Fe1 C10 H10 126.5 . . ?
N1 C11 C12 111.6(5) . . ?
N1 C11 H11A 109.3 . . ?
C12 C11 H11A 109.3 . . ?
N1 C11 H11B 109.3 . . ?
C12 C11 H11B 109.3 . . ?
H11A C11 H11B 108.0 . . ?
C11 C12 C13 111.1(5) . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C12 C13 C14 113.5(5) . . ?
C12 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C12 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C15 C14 C13 112.6(5) . . ?
C15 C14 H14A 109.1 . . ?
C13 C14 H14A 109.1 . . ?
C15 C14 H14B 109.1 . . ?
C13 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 C16 113.9(6) . . ?
C14 C15 H15A 108.8 . . ?
C16 C15 H15A 108.8 . . ?
C14 C15 H15B 108.8 . . ?
C16 C15 H15B 108.8 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 113.5(6) . . ?
C17 C16 H16A 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
C16 C17 C18 113.8(5) . . ?
C16 C17 H17A 108.8 . . ?
C18 C17 H17A 108.8 . . ?
C16 C17 H17B 108.8 . . ?
C18 C17 H17B 108.8 . . ?
H17A C17 H17B 107.7 . . ?
C19 C18 C17 113.5(5) . . ?
C19 C18 H18A 108.9 . . ?
C17 C18 H18A 108.9 . . ?
C19 C18 H18B 108.9 . . ?
C17 C18 H18B 108.9 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 C20 113.9(6) . . ?
C18 C19 H19A 108.8 . . ?
C20 C19 H19A 108.8 . . ?
C18 C19 H19B 108.8 . . ?
C20 C19 H19B 108.8 . . ?
H19A C19 H19B 107.7 . . ?
C21 C20 C19 113.8(6) . . ?
C21 C20 H20A 108.8 . . ?
C19 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C20 C21 C22 113.6(6) . . ?
C20 C21 H21A 108.8 . . ?
C22 C21 H21A 108.8 . . ?
C20 C21 H21B 108.8 . . ?
C22 C21 H21B 108.8 . . ?
H21A C21 H21B 107.7 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 C24 110.2(6) . . ?
N2 C23 H23A 109.6 . . ?
C24 C23 H23A 109.6 . . ?
N2 C23 H23B 109.6 . . ?
C24 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C23 C24 C25 114.1(6) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C24 C25 C26 112.4(5) . . ?
C24 C25 H25A 109.1 . . ?
C26 C25 H25A 109.1 . . ?
C24 C25 H25B 109.1 . . ?
C26 C25 H25B 109.1 . . ?
H25A C25 H25B 107.8 . . ?
C27 C26 C25 115.4(6) . . ?
C27 C26 H26A 108.4 . . ?
C25 C26 H26A 108.4 . . ?
C27 C26 H26B 108.4 . . ?
C25 C26 H26B 108.4 . . ?
H26A C26 H26B 107.5 . . ?
C26 C27 C28 114.7(6) . . ?
C26 C27 H27A 108.6 . . ?
C28 C27 H27A 108.6 . . ?
C26 C27 H27B 108.6 . . ?
C28 C27 H27B 108.6 . . ?
H27A C27 H27B 107.6 . . ?
C29 C28 C27 115.0(6) . . ?
C29 C28 H28A 108.5 . . ?
C27 C28 H28A 108.5 . . ?
C29 C28 H28B 108.5 . . ?
C27 C28 H28B 108.5 . . ?
H28A C28 H28B 107.5 . . ?
C28 C29 C30 114.8(6) . . ?
C28 C29 H29A 108.6 . . ?
C30 C29 H29A 108.6 . . ?
C28 C29 H29B 108.6 . . ?
C30 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
C31 C30 C29 114.7(6) . . ?
C31 C30 H30A 108.6 . . ?
C29 C30 H30A 108.6 . . ?
C31 C30 H30B 108.6 . . ?
C29 C30 H30B 108.6 . . ?
H30A C30 H30B 107.6 . . ?
C30 C31 C32 115.0(6) . . ?
C30 C31 H31A 108.5 . . ?
C32 C31 H31A 108.5 . . ?
C30 C31 H31B 108.5 . . ?
C32 C31 H31B 108.5 . . ?
H31A C31 H31B 107.5 . . ?
C33 C32 C31 114.6(6) . . ?
C33 C32 H32A 108.6 . . ?
C31 C32 H32A 108.6 . . ?
C33 C32 H32B 108.6 . . ?
C31 C32 H32B 108.6 . . ?
H32A C32 H32B 107.6 . . ?
C32 C33 C34 114.3(6) . . ?
C32 C33 H33A 108.7 . . ?
C34 C33 H33A 108.7 . . ?
C32 C33 H33B 108.7 . . ?
C34 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C6 Fe1 C1 179.1(3) . . ?
C6 Fe1 C5 138.5(2) . . ?
C1 Fe1 C5 41.1(2) . . ?
C6 Fe1 C10 41.1(2) . . ?
C1 Fe1 C10 139.3(3) . . ?
C5 Fe1 C10 179.5(2) . . ?
C6 Fe1 C2 139.8(3) . . ?
C1 Fe1 C2 41.1(2) . . ?
C5 Fe1 C2 68.9(2) . . ?
C10 Fe1 C2 111.6(2) . . ?
C6 Fe1 C7 41.0(2) . . ?
C1 Fe1 C7 138.2(3) . . ?
C5 Fe1 C7 110.5(2) . . ?
C10 Fe1 C7 69.0(2) . . ?
C2 Fe1 C7 179.2(3) . . ?
C6 Fe1 C4 112.0(3) . . ?
C1 Fe1 C4 68.2(3) . . ?
C5 Fe1 C4 40.1(3) . . ?
C10 Fe1 C4 140.0(3) . . ?
C2 Fe1 C4 68.2(2) . . ?
C7 Fe1 C4 111.6(2) . . ?
C6 Fe1 C9 67.7(3) . . ?
C1 Fe1 C9 112.1(3) . . ?
C5 Fe1 C9 140.1(3) . . ?
C10 Fe1 C9 39.8(3) . . ?
C2 Fe1 C9 112.2(3) . . ?
C7 Fe1 C9 68.0(2) . . ?
C4 Fe1 C9 179.6(3) . . ?
C6 Fe1 C3 112.8(3) . . ?
C1 Fe1 C3 68.0(3) . . ?
C5 Fe1 C3 68.0(3) . . ?
C10 Fe1 C3 112.4(3) . . ?
C2 Fe1 C3 40.0(3) . . ?
C7 Fe1 C3 140.4(3) . . ?
C4 Fe1 C3 40.6(2) . . ?
C9 Fe1 C3 139.6(2) . . ?
C6 Fe1 C8 67.7(3) . . ?
C1 Fe1 C8 111.6(3) . . ?
C5 Fe1 C8 111.8(3) . . ?
C10 Fe1 C8 67.8(3) . . ?
C2 Fe1 C8 139.6(3) . . ?
C7 Fe1 C8 40.1(3) . . ?
C4 Fe1 C8 139.5(3) . . ?
C9 Fe1 C8 40.3(2) . . ?
C3 Fe1 C8 179.5(3) . . ?
C11 N1 S1 116.2(4) . . ?
C11 N1 H1 121.9 . . ?
S1 N1 H1 121.9 . . ?
C23 N2 S2 122.3(4) . . ?
C23 N2 H2A 118.9 . . ?
S2 N2 H2A 118.9 . . ?
O1 S1 O2 119.5(3) . . ?
O1 S1 N1 106.6(3) . . ?
O2 S1 N1 106.9(3) . . ?
O1 S1 C6 110.1(3) . . ?
O2 S1 C6 107.3(3) . . ?
N1 S1 C6 105.6(3) . . ?
O3 S2 O4 119.5(3) . . ?
O3 S2 N2 106.1(3) . . ?
O4 S2 N2 106.7(3) . . ?
O3 S2 C1 108.4(3) . . ?
O4 S2 C1 107.7(3) . . ?
N2 S2 C1 108.0(3) . . ?

_refine_diff_density_max         1.091
_refine_diff_density_min         -1.113
_refine_diff_density_rms         0.154

