# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054895'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 Fe N5 O2 S2'
_chemical_formula_sum            'C17 H21 Fe N5 O2 S2'
_chemical_formula_weight         447.36

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

_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                   7.0081(14)
_cell_length_b                   11.651(4)
_cell_length_c                   12.321(3)
_cell_angle_alpha                88.883(14)
_cell_angle_beta                 78.274(15)
_cell_angle_gamma                87.09(2)
_cell_volume                     983.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.510
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    1.001
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            902
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.801
_diffrn_reflns_theta_max         26.364
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.198
_diffrn_measured_fraction_theta_full 0.204
_diffrn_reflns_Laue_measured_fraction_max 0.198
_diffrn_reflns_Laue_measured_fraction_full 0.204
_diffrn_reflns_point_group_measured_fraction_max 0.198
_diffrn_reflns_point_group_measured_fraction_full 0.204
_reflns_number_total             798
_reflns_number_gt                738
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1748P)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         798
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0729
_refine_ls_wR_factor_ref         0.1776
_refine_ls_wR_factor_gt          0.1709
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_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
O01 O 0.0780(14) 0.3927(10) 0.3032(7) 0.056(3) Uani 1 1 d . . . . .
O02 O 0.4520(12) 0.3788(10) 0.1927(6) 0.046(2) Uani 1 1 d . . . . .
C012 C 0.6869(18) 0.2382(12) 0.1090(11) 0.045(3) Uani 1 1 d . . . . .
H01A H 0.7548 0.2095 0.0354 0.054 Uiso 1 1 calc R U . . .
H01B H 0.7842 0.2414 0.1568 0.054 Uiso 1 1 calc R U . . .
N01 N 0.5392(15) 0.1620(11) 0.1570(8) 0.047(3) Uani 1 1 d . . . . .
N02 N -0.0335(15) 0.1826(10) 0.3429(8) 0.043(2) Uani 1 1 d . . . . .
C05 C 0.0830(17) -0.0049(11) 0.2982(8) 0.039(2) Uani 1 1 d . . . . .
C011 C 0.765(2) -0.0011(15) 0.0876(11) 0.062(4) Uani 1 1 d . . . . .
H01C H 0.7600 -0.0850 0.0878 0.094 Uiso 1 1 calc R U . . .
H01D H 0.7952 0.0273 0.0109 0.094 Uiso 1 1 calc R U . . .
H01E H 0.8672 0.0205 0.1262 0.094 Uiso 1 1 calc R U . . .
C09 C 0.4122(17) -0.0211(13) 0.1950(9) 0.042(3) Uani 1 1 d . . . . .
C010 C 0.5745(16) 0.0499(13) 0.1447(9) 0.046(3) Uani 1 1 d . . . . .
C014 C 0.3418(16) 0.4939(11) 0.2021(8) 0.038(3) Uani 1 1 d . . . . .
H01F H 0.2791 0.5076 0.1375 0.046 Uiso 1 1 calc R U . . .
H01G H 0.4316 0.5563 0.2046 0.046 Uiso 1 1 calc R U . . .
C01 C -0.0686(17) 0.3676(14) 0.4094(9) 0.047(3) Uani 1 1 d . . . . .
H01H H 0.0007 0.3517 0.4709 0.056 Uiso 1 1 calc R U . . .
H01I H -0.1597 0.4352 0.4293 0.056 Uiso 1 1 calc R U . . .
C013 C 0.5903(18) 0.3655(13) 0.0958(9) 0.046(3) Uani 1 1 d . . . . .
H01J H 0.6891 0.4244 0.0889 0.055 Uiso 1 1 calc R U . . .
H01K H 0.5289 0.3704 0.0301 0.055 Uiso 1 1 calc R U . . .
N03 N 0.2534(15) 0.0433(11) 0.2438(8) 0.043(2) Uani 1 1 d . . . . .
C08 C 0.4044(15) -0.1251(10) 0.1884(8) 0.032(2) Uani 1 1 d . . . . .
H08 H 0.5186 -0.1669 0.1519 0.038 Uiso 1 1 calc R U . . .
C04 C -0.0659(14) 0.0693(10) 0.3483(8) 0.033(2) Uani 1 1 d . . . . .
C015 C 0.1868(14) 0.4909(9) 0.3096(7) 0.029(2) Uani 1 1 d . . . . .
H01L H 0.2495 0.4849 0.3748 0.034 Uiso 1 1 calc R U . . .
H01M H 0.1008 0.5616 0.3163 0.034 Uiso 1 1 calc R U . . .
C03 C -0.2564(19) 0.0226(14) 0.4083(10) 0.047(3) Uani 1 1 d . . . . .
H03A H -0.2497 -0.0613 0.4023 0.071 Uiso 1 1 calc R U . . .
H03B H -0.2800 0.0440 0.4866 0.071 Uiso 1 1 calc R U . . .
H03C H -0.3630 0.0550 0.3748 0.071 Uiso 1 1 calc R U . . .
C02 C -0.1748(19) 0.2703(15) 0.3927(10) 0.051(3) Uani 1 1 d . . . . .
H02A H -0.2665 0.2909 0.3432 0.061 Uiso 1 1 calc R U . . .
H02B H -0.2504 0.2427 0.4644 0.061 Uiso 1 1 calc R U . . .
C06 C 0.079(2) -0.1254(18) 0.2922(13) 0.072(5) Uani 1 1 d . . . . .
H06 H -0.0327 -0.1630 0.3305 0.086 Uiso 1 1 calc R U . . .
C07 C 0.233(2) -0.190(2) 0.2322(11) 0.069(5) Uani 1 1 d . . . . .
H07 H 0.2280 -0.2697 0.2203 0.083 Uiso 1 1 calc R U . . .
Fe1 Fe 0.2567(2) 0.22744(17) 0.24773(11) 0.0366(6) Uani 1 1 d . . . . .
S2 S 0.1313(5) 0.3494(4) -0.1134(2) 0.0494(9) Uani 1 1 d . . . . .
S3 S 0.3610(4) 0.3119(3) 0.6124(2) 0.0499(10) Uani 1 1 d . . . . .
C117 C 0.3523(16) 0.2641(11) 0.4865(8) 0.038(2) Uani 1 1 d . . . . .
N14 N 0.1718(12) 0.2637(10) 0.0993(7) 0.040(2) Uani 1 1 d . . . . .
C116 C 0.1503(12) 0.2976(9) 0.0071(7) 0.025(2) Uani 1 1 d . . . . .
N15 N 0.3488(13) 0.2321(10) 0.3977(7) 0.041(2) 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
O01 C015 1.419(16) . ?
O01 C01 1.524(13) . ?
O01 Fe1 2.281(11) . ?
O02 C013 1.383(14) . ?
O02 C014 1.508(16) . ?
O02 Fe1 2.294(10) . ?
C012 N01 1.426(16) . ?
C012 C013 1.617(19) . ?
N01 C010 1.32(2) . ?
N01 Fe1 2.175(11) . ?
N02 C04 1.349(17) . ?
N02 C02 1.441(17) . ?
N02 Fe1 2.214(11) . ?
C05 C04 1.373(16) . ?
C05 N03 1.385(15) . ?
C05 C06 1.41(3) . ?
C011 C010 1.48(2) . ?
C09 C08 1.221(19) . ?
C09 N03 1.350(17) . ?
C09 C010 1.467(15) . ?
C014 C015 1.534(12) . ?
C01 C02 1.43(2) . ?
N03 Fe1 2.149(13) . ?
C08 C07 1.453(19) . ?
C04 C03 1.510(15) . ?
C06 C07 1.37(3) . ?
Fe1 N14 2.065(8) . ?
Fe1 N15 2.080(10) . ?
S2 C116 1.620(8) . ?
S3 C117 1.672(11) . ?
C117 N15 1.168(15) . ?
N14 C116 1.230(11) . ?

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
C015 O01 C01 113.7(10) . . ?
C015 O01 Fe1 115.8(7) . . ?
C01 O01 Fe1 108.5(7) . . ?
C013 O02 C014 113.9(8) . . ?
C013 O02 Fe1 116.9(9) . . ?
C014 O02 Fe1 113.5(6) . . ?
N01 C012 C013 110.0(10) . . ?
C010 N01 C012 119.2(11) . . ?
C010 N01 Fe1 119.8(8) . . ?
C012 N01 Fe1 121.0(9) . . ?
C04 N02 C02 124.0(11) . . ?
C04 N02 Fe1 114.9(8) . . ?
C02 N02 Fe1 121.1(9) . . ?
C04 C05 N03 117.1(12) . . ?
C04 C05 C06 126.9(13) . . ?
N03 C05 C06 116.0(13) . . ?
C08 C09 N03 120.4(12) . . ?
C08 C09 C010 127.3(13) . . ?
N03 C09 C010 112.0(12) . . ?
N01 C010 C09 115.1(11) . . ?
N01 C010 C011 122.8(11) . . ?
C09 C010 C011 122.1(14) . . ?
O02 C014 C015 106.9(7) . . ?
C02 C01 O01 109.2(11) . . ?
O02 C013 C012 103.3(9) . . ?
C09 N03 C05 122.5(12) . . ?
C09 N03 Fe1 121.3(8) . . ?
C05 N03 Fe1 116.2(9) . . ?
C09 C08 C07 124.8(13) . . ?
N02 C04 C05 117.7(11) . . ?
N02 C04 C03 122.5(11) . . ?
C05 C04 C03 119.8(12) . . ?
O01 C015 C014 106.3(10) . . ?
C01 C02 N02 106.9(12) . . ?
C07 C06 C05 121.4(17) . . ?
C06 C07 C08 114(2) . . ?
N14 Fe1 N15 166.6(4) . . ?
N14 Fe1 N03 98.4(4) . . ?
N15 Fe1 N03 94.9(4) . . ?
N14 Fe1 N01 89.6(4) . . ?
N15 Fe1 N01 93.6(4) . . ?
N03 Fe1 N01 71.8(4) . . ?
N14 Fe1 N02 96.8(3) . . ?
N15 Fe1 N02 87.8(3) . . ?
N03 Fe1 N02 74.1(4) . . ?
N01 Fe1 N02 145.9(4) . . ?
N14 Fe1 O01 83.4(4) . . ?
N15 Fe1 O01 86.3(4) . . ?
N03 Fe1 O01 145.2(4) . . ?
N01 Fe1 O01 143.0(4) . . ?
N02 Fe1 O01 71.1(4) . . ?
N14 Fe1 O02 82.1(4) . . ?
N15 Fe1 O02 86.7(3) . . ?
N03 Fe1 O02 142.6(4) . . ?
N01 Fe1 O02 70.9(4) . . ?
N02 Fe1 O02 143.2(4) . . ?
O01 Fe1 O02 72.2(4) . . ?
N15 C117 S3 178.8(11) . . ?
C116 N14 Fe1 168.3(8) . . ?
N14 C116 S2 176.1(10) . . ?
C117 N15 Fe1 157.1(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C013 C012 N01 C010 159.8(11) . . . . ?
C013 C012 N01 Fe1 -19.4(14) . . . . ?
C012 N01 C010 C09 -178.8(9) . . . . ?
Fe1 N01 C010 C09 0.4(13) . . . . ?
C012 N01 C010 C011 3.1(18) . . . . ?
Fe1 N01 C010 C011 -177.7(8) . . . . ?
C08 C09 C010 N01 174.5(11) . . . . ?
N03 C09 C010 N01 1.0(14) . . . . ?
C08 C09 C010 C011 -7.3(18) . . . . ?
N03 C09 C010 C011 179.2(11) . . . . ?
C013 O02 C014 C015 176.3(9) . . . . ?
Fe1 O02 C014 C015 39.3(10) . . . . ?
C015 O01 C01 C02 177.8(10) . . . . ?
Fe1 O01 C01 C02 -51.8(11) . . . . ?
C014 O02 C013 C012 178.8(9) . . . . ?
Fe1 O02 C013 C012 -45.7(12) . . . . ?
N01 C012 C013 O02 40.3(15) . . . . ?
C08 C09 N03 C05 7.0(17) . . . . ?
C010 C09 N03 C05 -179.0(9) . . . . ?
C08 C09 N03 Fe1 -176.1(8) . . . . ?
C010 C09 N03 Fe1 -2.1(13) . . . . ?
C04 C05 N03 C09 177.5(9) . . . . ?
C06 C05 N03 C09 -5.0(18) . . . . ?
C04 C05 N03 Fe1 0.3(13) . . . . ?
C06 C05 N03 Fe1 177.9(9) . . . . ?
N03 C09 C08 C07 -1.4(17) . . . . ?
C010 C09 C08 C07 -174.4(10) . . . . ?
C02 N02 C04 C05 -179.2(9) . . . . ?
Fe1 N02 C04 C05 1.8(12) . . . . ?
C02 N02 C04 C03 -0.1(16) . . . . ?
Fe1 N02 C04 C03 -179.1(7) . . . . ?
N03 C05 C04 N02 -1.5(15) . . . . ?
C06 C05 C04 N02 -178.7(11) . . . . ?
N03 C05 C04 C03 179.5(9) . . . . ?
C06 C05 C04 C03 2.2(17) . . . . ?
C01 O01 C015 C014 173.2(7) . . . . ?
Fe1 O01 C015 C014 46.5(8) . . . . ?
O02 C014 C015 O01 -54.3(11) . . . . ?
O01 C01 C02 N02 48.2(12) . . . . ?
C04 N02 C02 C01 156.8(10) . . . . ?
Fe1 N02 C02 C01 -24.2(12) . . . . ?
C04 C05 C06 C07 174.9(12) . . . . ?
N03 C05 C06 C07 -2(2) . . . . ?
C05 C06 C07 C08 7(2) . . . . ?
C09 C08 C07 C06 -5.4(18) . . . . ?

_refine_diff_density_max         0.276
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.072

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054896'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 Fe N5 O2 S2'
_chemical_formula_sum            'C17 H21 Fe N5 O2 S2'
_chemical_formula_weight         447.36

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           13
_space_group_name_H-M_alt        'P 2/n'
_space_group_name_Hall           '-P 2yac'

_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, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   7.0540(2)
_cell_length_b                   11.7587(6)
_cell_length_c                   12.4200(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.097(3)
_cell_angle_gamma                90
_cell_volume                     1007.31(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_F_000             464
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.978
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5172
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.850
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measured_fraction_theta_full 0.942
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_Laue_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_point_group_measured_fraction_full 0.942
_reflns_number_total             1957
_reflns_number_gt                1819
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0577P)²+0.4339P] 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         1957
_refine_ls_number_parameters     124
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0388
_refine_ls_wR_factor_ref         0.1101
_refine_ls_wR_factor_gt          0.1068
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.7500 0.26752(4) 0.2500 0.03894(18) Uani 1 2 d S T P . .
S2 S 0.86004(12) 0.17842(9) -0.10997(5) 0.0757(3) Uani 1 1 d . . . . .
N400 N 1.0337(2) 0.32321(18) 0.34527(14) 0.0472(4) Uani 1 1 d . . . . .
O1 O 0.9364(3) 0.10878(16) 0.30376(14) 0.0618(5) Uani 1 1 d . . . . .
C100 C 1.0704(3) 0.4286(2) 0.35511(19) 0.0527(6) Uani 1 1 d . . . . .
C6 C 0.8494(3) 0.2200(2) 0.01304(18) 0.0467(5) Uani 1 1 d . . . . .
C7 C 0.9132(5) 0.6216(3) 0.3015(3) 0.0830(10) Uani 1 1 d . . . . .
H7 H 1.0238 0.6609 0.3358 0.100 Uiso 1 1 calc R U . . .
C8 C 1.0734(4) 0.1269(3) 0.4045(2) 0.0659(7) Uani 1 1 d . . . . .
H8A H 1.1658 0.0647 0.4179 0.079 Uiso 1 1 calc R U . . .
H8B H 1.0075 0.1308 0.4655 0.079 Uiso 1 1 calc R U . . .
N9 N 0.7500 0.4479(2) 0.2500 0.0451(6) Uani 1 2 d S T P . .
C10 C 0.9088(3) 0.5047(2) 0.3009(2) 0.0524(5) Uani 1 1 d . . . . .
C11 C 1.1746(3) 0.2351(3) 0.3943(2) 0.0620(7) Uani 1 1 d . . . . .
H11A H 1.2436 0.2597 0.4665 0.074 Uiso 1 1 calc R U . . .
H11B H 1.2686 0.2239 0.3484 0.074 Uiso 1 1 calc R U . . .
C13 C 0.8242(6) 0.0086(3) 0.3023(3) 0.0884(11) Uani 1 1 d . . . . .
H13A H 0.7617 0.0077 0.3649 0.106 Uiso 1 1 calc R U . . .
H13B H 0.9061 -0.0581 0.3062 0.106 Uiso 1 1 calc R U . . .
C14 C 1.2593(4) 0.4800(3) 0.4154(3) 0.0817(9) Uani 1 1 d . . . . .
H14A H 1.2508 0.5614 0.4111 0.123 Uiso 1 1 calc R U . . .
H14B H 1.2841 0.4569 0.4912 0.123 Uiso 1 1 calc R U . . .
H14C H 1.3629 0.4544 0.3822 0.123 Uiso 1 1 calc R U . . .
N10 N 0.8403(3) 0.25113(19) 0.09985(17) 0.0548(5) Uani 1 1 d . . . . .
C200 C 0.7500 0.6783(4) 0.2500 0.1027(18) Uani 1 2 d S T P . .
H200 H 0.7500 0.7574 0.2500 0.123 Uiso 1 2 calc R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N10 2.102(2) . ?
Fe1 N10 2.102(2) 2_655 ?
Fe1 N9 2.122(3) . ?
Fe1 N400 2.2004(17) . ?
Fe1 N400 2.2004(17) 2_655 ?
Fe1 O1 2.3003(18) . ?
Fe1 O1 2.3003(18) 2_655 ?
S2 C6 1.621(2) . ?
N400 C100 1.266(3) . ?
N400 C11 1.476(3) . ?
O1 C13 1.417(4) . ?
O1 C8 1.427(3) . ?
C100 C10 1.493(4) . ?
C100 C14 1.511(3) . ?
C6 N10 1.153(3) . ?
C7 C200 1.367(4) . ?
C7 C10 1.375(4) . ?
C8 C11 1.477(4) . ?
N9 C10 1.343(3) . ?
N9 C10 1.343(3) 2_655 ?
C13 C13 1.488(6) 2_655 ?
C200 C7 1.367(4) 2_655 ?

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
N10 Fe1 N10 169.48(12) . 2_655 ?
N10 Fe1 N9 95.26(6) . . ?
N10 Fe1 N9 95.26(6) 2_655 . ?
N10 Fe1 N400 95.38(7) . . ?
N10 Fe1 N400 87.75(7) 2_655 . ?
N9 Fe1 N400 72.69(6) . . ?
N10 Fe1 N400 87.75(7) . 2_655 ?
N10 Fe1 N400 95.39(7) 2_655 2_655 ?
N9 Fe1 N400 72.69(6) . 2_655 ?
N400 Fe1 N400 145.37(11) . 2_655 ?
N10 Fe1 O1 85.53(8) . . ?
N10 Fe1 O1 85.94(8) 2_655 . ?
N9 Fe1 O1 144.24(5) . . ?
N400 Fe1 O1 71.65(7) . . ?
N400 Fe1 O1 142.92(8) 2_655 . ?
N10 Fe1 O1 85.94(8) . 2_655 ?
N10 Fe1 O1 85.53(8) 2_655 2_655 ?
N9 Fe1 O1 144.24(5) . 2_655 ?
N400 Fe1 O1 142.92(7) . 2_655 ?
N400 Fe1 O1 71.65(7) 2_655 2_655 ?
O1 Fe1 O1 71.53(9) . 2_655 ?
C100 N400 C11 122.74(19) . . ?
C100 N400 Fe1 119.16(15) . . ?
C11 N400 Fe1 118.10(16) . . ?
C13 O1 C8 114.1(2) . . ?
C13 O1 Fe1 112.74(17) . . ?
C8 O1 Fe1 111.98(15) . . ?
N400 C100 C10 114.94(19) . . ?
N400 C100 C14 125.5(3) . . ?
C10 C100 C14 119.6(3) . . ?
N10 C6 S2 178.9(2) . . ?
C200 C7 C10 118.0(3) . . ?
O1 C8 C11 107.7(2) . . ?
C10 N9 C10 120.4(3) . 2_655 ?
C10 N9 Fe1 119.78(15) . . ?
C10 N9 Fe1 119.78(15) 2_655 . ?
N9 C10 C7 121.0(3) . . ?
N9 C10 C100 113.4(2) . . ?
C7 C10 C100 125.6(2) . . ?
N400 C11 C8 110.14(19) . . ?
O1 C13 C13 107.4(3) . 2_655 ?
C6 N10 Fe1 161.0(2) . . ?
C7 C200 C7 121.6(4) 2_655 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 N400 C100 C10 -179.3(2) . . . . ?
Fe1 N400 C100 C10 1.3(3) . . . . ?
C11 N400 C100 C14 0.9(4) . . . . ?
Fe1 N400 C100 C14 -178.5(2) . . . . ?
C13 O1 C8 C11 -178.5(3) . . . . ?
Fe1 O1 C8 C11 -48.9(2) . . . . ?
C10 N9 C10 C7 -0.5(2) 2_655 . . . ?
Fe1 N9 C10 C7 179.5(2) . . . . ?
C10 N9 C10 C100 178.8(2) 2_655 . . . ?
Fe1 N9 C10 C100 -1.2(2) . . . . ?
C200 C7 C10 N9 1.0(4) . . . . ?
C200 C7 C10 C100 -178.3(2) . . . . ?
N400 C100 C10 N9 -0.2(3) . . . . ?
C14 C100 C10 N9 179.7(2) . . . . ?
N400 C100 C10 C7 179.2(3) . . . . ?
C14 C100 C10 C7 -1.0(4) . . . . ?
C100 N400 C11 C8 159.7(2) . . . . ?
Fe1 N400 C11 C8 -20.9(3) . . . . ?
O1 C8 C11 N400 44.7(3) . . . . ?
C8 O1 C13 C13 174.1(3) . . . 2_655 ?
Fe1 O1 C13 C13 44.8(4) . . . 2_655 ?
C10 C7 C200 C7 -0.5(2) . . . 2_655 ?

_refine_diff_density_max         0.426
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.044

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054897'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H21 Fe N5 O2 Se2'
_chemical_formula_weight         541.16

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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                   7.065(5)
_cell_length_b                   11.601(5)
_cell_length_c                   12.596(5)
_cell_angle_alpha                87.073(5)
_cell_angle_beta                 78.284(5)
_cell_angle_gamma                83.751(5)
_cell_volume                     1004.4(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.789
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    4.397
_shelx_estimated_absorpt_T_min   0.406
_shelx_estimated_absorpt_T_max   0.473
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7655
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_av_R_equivalents  0.0350
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.728
_diffrn_reflns_theta_max         27.478
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             4506
_reflns_number_gt                4012
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0315P)²+3.0303P] 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         4506
_refine_ls_number_parameters     249
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.1043
_refine_ls_wR_factor_gt          0.1015
_refine_ls_goodness_of_fit_ref   1.156
_refine_ls_restrained_S_all      1.156
_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
Se1 Se 0.88089(5) 0.13689(4) 0.61709(3) 0.02193(11) Uani 1 1 d . . . . .
Se2 Se 0.63740(6) 0.20891(4) -0.11943(3) 0.02405(12) Uani 1 1 d . . . . .
Fe1 Fe 0.73230(7) 0.26912(5) 0.25376(4) 0.01588(13) Uani 1 1 d . . . . .
O2 O 0.9062(4) 0.0987(2) 0.1949(2) 0.0199(5) Uani 1 1 d . . . . .
O1 O 0.5312(4) 0.1226(2) 0.2995(2) 0.0190(5) Uani 1 1 d . . . . .
N3 N 0.4513(4) 0.3424(3) 0.3503(2) 0.0181(6) Uani 1 1 d . . . . .
N5 N 1.0208(4) 0.3096(3) 0.1613(3) 0.0185(6) Uani 1 1 d . . . . .
N4 N 0.7421(4) 0.4507(3) 0.2582(2) 0.0192(6) Uani 1 1 d . . . . .
N1 N 0.8271(5) 0.2263(3) 0.4000(3) 0.0216(7) Uani 1 1 d . . . . .
C3 C 0.6381(6) 0.0100(3) 0.2951(3) 0.0232(8) Uani 1 1 d . . . . .
H3A H 0.5499 -0.0511 0.2971 0.028 Uiso 1 1 calc R U . . .
H3B H 0.7044 -0.0033 0.3574 0.028 Uiso 1 1 calc R U . . .
C5 C 0.3992(5) 0.1426(4) 0.4014(3) 0.0222(8) Uani 1 1 d . . . . .
H5A H 0.4705 0.1351 0.4618 0.027 Uiso 1 1 calc R U . . .
H5B H 0.3013 0.0859 0.4144 0.027 Uiso 1 1 calc R U . . .
C4 C 0.7849(6) 0.0081(3) 0.1897(3) 0.0228(8) Uani 1 1 d . . . . .
H4A H 0.8635 -0.0681 0.1812 0.027 Uiso 1 1 calc R U . . .
H4B H 0.7187 0.0226 0.1274 0.027 Uiso 1 1 calc R U . . .
N2 N 0.6397(4) 0.2730(3) 0.1042(3) 0.0202(6) Uani 1 1 d . . . . .
C2 C 0.6366(5) 0.2474(3) 0.0166(3) 0.0196(7) Uani 1 1 d . . . . .
C1 C 0.8510(5) 0.1895(3) 0.4844(3) 0.0192(7) Uani 1 1 d . . . . .
C13 C 0.5903(5) 0.5178(3) 0.3147(3) 0.0190(7) Uani 1 1 d . . . . .
C14 C 0.5980(6) 0.6348(3) 0.3289(3) 0.0229(8) Uani 1 1 d . . . . .
H14 H 0.4898 0.6805 0.3690 0.027 Uiso 1 1 calc R U . . .
C12 C 1.2359(6) 0.4610(4) 0.0811(4) 0.0299(9) Uani 1 1 d . . . . .
H12A H 1.3197 0.4826 0.1284 0.045 Uiso 1 1 calc R U . . .
H12B H 1.1979 0.5292 0.0381 0.045 Uiso 1 1 calc R U . . .
H12C H 1.3066 0.4005 0.0324 0.045 Uiso 1 1 calc R U . . .
C16 C 0.9222(6) 0.6160(4) 0.2211(3) 0.0246(8) Uani 1 1 d . . . . .
H16 H 1.0376 0.6489 0.1871 0.029 Uiso 1 1 calc R U . . .
C17 C 0.9038(5) 0.4993(3) 0.2099(3) 0.0209(7) Uani 1 1 d . . . . .
C11 C 1.0572(5) 0.4158(3) 0.1491(3) 0.0207(7) Uani 1 1 d . . . . .
C6 C 0.3023(5) 0.2645(3) 0.3932(3) 0.0207(7) Uani 1 1 d . . . . .
H6A H 0.2081 0.2669 0.3445 0.025 Uiso 1 1 calc R U . . .
H6B H 0.2311 0.2895 0.4657 0.025 Uiso 1 1 calc R U . . .
C7 C 1.1574(5) 0.2126(4) 0.1126(3) 0.0229(8) Uani 1 1 d . . . . .
H7A H 1.2493 0.1868 0.1609 0.027 Uiso 1 1 calc R U . . .
H7B H 1.2332 0.2383 0.0421 0.027 Uiso 1 1 calc R U . . .
C15 C 0.7684(6) 0.6835(4) 0.2828(4) 0.0279(9) Uani 1 1 d . . . . .
H15 H 0.7796 0.7627 0.2936 0.033 Uiso 1 1 calc R U . . .
C10 C 0.4213(5) 0.4520(3) 0.3622(3) 0.0188(7) Uani 1 1 d . . . . .
C9 C 0.2364(6) 0.5181(4) 0.4171(3) 0.0266(9) Uani 1 1 d . . . . .
H9A H 0.1319 0.4669 0.4309 0.032(13) Uiso 1 1 calc R . . . .
H9B H 0.2025 0.5839 0.3704 0.025(12) Uiso 1 1 calc R . . . .
H9C H 0.2538 0.5465 0.4861 0.07(2) Uiso 1 1 calc R . . . .
C8 C 1.0463(5) 0.1133(3) 0.0961(3) 0.0206(7) Uani 1 1 d . . . . .
H8A H 0.9800 0.1312 0.0342 0.025 Uiso 1 1 calc R U . . .
H8B H 1.1356 0.0415 0.0809 0.025 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
Se1 C1 1.794(4) . ?
Se2 C2 1.791(4) . ?
Fe1 N1 2.104(3) . ?
Fe1 N2 2.113(3) . ?
Fe1 N4 2.119(3) . ?
Fe1 N3 2.213(3) . ?
Fe1 N5 2.218(3) . ?
Fe1 O2 2.284(3) . ?
Fe1 O1 2.310(3) . ?
O2 C4 1.438(5) . ?
O2 C8 1.440(4) . ?
O1 C3 1.433(5) . ?
O1 C5 1.438(4) . ?
N3 C10 1.278(5) . ?
N3 C6 1.464(5) . ?
N5 C11 1.282(5) . ?
N5 C7 1.472(5) . ?
N4 C17 1.347(5) . ?
N4 C13 1.352(5) . ?
N1 C1 1.163(5) . ?
C3 C4 1.509(5) . ?
C5 C6 1.510(6) . ?
N2 C2 1.163(5) . ?
C13 C14 1.387(6) . ?
C13 C10 1.492(5) . ?
C14 C15 1.391(6) . ?
C12 C11 1.503(5) . ?
C16 C15 1.390(6) . ?
C16 C17 1.391(6) . ?
C17 C11 1.487(5) . ?
C7 C8 1.507(5) . ?
C10 C9 1.497(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Fe1 N2 167.62(13) . . ?
N1 Fe1 N4 96.67(13) . . ?
N2 Fe1 N4 95.67(13) . . ?
N1 Fe1 N3 88.41(12) . . ?
N2 Fe1 N3 96.19(12) . . ?
N4 Fe1 N3 72.65(12) . . ?
N1 Fe1 N5 95.09(13) . . ?
N2 Fe1 N5 87.73(12) . . ?
N4 Fe1 N5 72.42(12) . . ?
N3 Fe1 N5 145.07(12) . . ?
N1 Fe1 O2 84.98(12) . . ?
N2 Fe1 O2 84.44(12) . . ?
N4 Fe1 O2 144.39(11) . . ?
N3 Fe1 O2 142.88(11) . . ?
N5 Fe1 O2 72.00(11) . . ?
N1 Fe1 O1 86.69(12) . . ?
N2 Fe1 O1 83.95(11) . . ?
N4 Fe1 O1 143.57(11) . . ?
N3 Fe1 O1 71.19(11) . . ?
N5 Fe1 O1 143.63(11) . . ?
O2 Fe1 O1 71.99(10) . . ?
C4 O2 C8 112.8(3) . . ?
C4 O2 Fe1 112.9(2) . . ?
C8 O2 Fe1 112.8(2) . . ?
C3 O1 C5 113.0(3) . . ?
C3 O1 Fe1 112.2(2) . . ?
C5 O1 Fe1 111.6(2) . . ?
C10 N3 C6 122.2(3) . . ?
C10 N3 Fe1 118.8(2) . . ?
C6 N3 Fe1 118.9(2) . . ?
C11 N5 C7 123.4(3) . . ?
C11 N5 Fe1 118.8(2) . . ?
C7 N5 Fe1 117.8(2) . . ?
C17 N4 C13 119.4(3) . . ?
C17 N4 Fe1 120.3(3) . . ?
C13 N4 Fe1 120.2(2) . . ?
C1 N1 Fe1 167.1(3) . . ?
O1 C3 C4 106.4(3) . . ?
O1 C5 C6 106.2(3) . . ?
O2 C4 C3 106.2(3) . . ?
C2 N2 Fe1 158.3(3) . . ?
N2 C2 Se2 178.7(3) . . ?
N1 C1 Se1 177.8(3) . . ?
N4 C13 C14 122.1(3) . . ?
N4 C13 C10 113.2(3) . . ?
C14 C13 C10 124.7(3) . . ?
C13 C14 C15 118.2(4) . . ?
C15 C16 C17 118.7(4) . . ?
N4 C17 C16 121.6(4) . . ?
N4 C17 C11 113.6(3) . . ?
C16 C17 C11 124.8(3) . . ?
N5 C11 C17 114.6(3) . . ?
N5 C11 C12 126.4(4) . . ?
C17 C11 C12 119.0(3) . . ?
N3 C6 C5 108.9(3) . . ?
N5 C7 C8 109.7(3) . . ?
C16 C15 C14 119.9(4) . . ?
N3 C10 C13 114.9(3) . . ?
N3 C10 C9 126.5(4) . . ?
C13 C10 C9 118.6(3) . . ?
O2 C8 C7 106.7(3) . . ?

_refine_diff_density_max         0.586
_refine_diff_density_min         -0.821
_refine_diff_density_rms         0.122

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054898'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H21 Fe N5 O2 Se2'
_chemical_formula_sum            'C17 H21 Fe N5 O2 Se2'
_chemical_formula_weight         541.16

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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                   7.1138(5)
_cell_length_b                   11.8204(8)
_cell_length_c                   12.7513(8)
_cell_angle_alpha                88.872(5)
_cell_angle_beta                 77.488(5)
_cell_angle_gamma                87.918(5)
_cell_volume                     1046.00(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.718
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    4.222
_shelx_estimated_absorpt_T_min   0.418
_shelx_estimated_absorpt_T_max   0.884
_exptl_absorpt_correction_type   none
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7609
_diffrn_reflns_av_unetI/netI     0.0755
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.391
_diffrn_reflns_theta_max         27.805
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.926
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.926
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.926
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4715
_reflns_number_gt                3048
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)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         4715
_refine_ls_number_parameters     247
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1801
_refine_ls_R_factor_gt           0.1403
_refine_ls_wR_factor_ref         0.4351
_refine_ls_wR_factor_gt          0.3974
_refine_ls_goodness_of_fit_ref   1.584
_refine_ls_restrained_S_all      1.584
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.7452(2) 0.26392(16) 0.75111(14) 0.0507(5) Uani 1 1 d . . . . .
O1 O 0.5563(15) 0.1096(10) 0.8026(8) 0.069(3) Uani 1 1 d . . . . .
O2 O 0.9235(15) 0.1022(10) 0.6951(9) 0.071(3) Uani 1 1 d . . . . .
N1 N 0.7472(18) 0.4436(9) 0.7546(10) 0.061(3) Uani 1 1 d . . . . .
C11 C 1.0675(18) 0.4168(15) 0.6460(12) 0.064(4) Uani 1 1 d . . . . .
N2 N 0.4656(15) 0.3263(12) 0.8457(9) 0.061(3) Uani 1 1 d . . . . .
C012 C 1.063(2) 0.1215(15) 0.5982(12) 0.072(4) Uani 1 1 d . . . . .
H01A H 1.0003 0.1296 0.5380 0.087 Uiso 1 1 calc R U . . .
H01B H 1.1546 0.0578 0.5846 0.087 Uiso 1 1 calc R U . . .
C13 C 1.249(2) 0.4694(18) 0.5826(16) 0.086(5) Uani 1 1 d . . . . .
H13A H 1.2774 0.5341 0.6200 0.129 Uiso 1 1 calc R U . . .
H13B H 1.2296 0.4926 0.5130 0.129 Uiso 1 1 calc R U . . .
H13C H 1.3540 0.4148 0.5746 0.129 Uiso 1 1 calc R U . . .
C8 C 0.593(3) 0.6232(18) 0.8123(19) 0.092(5) Uani 1 1 d . . . . .
H8 H 0.4876 0.6646 0.8505 0.110 Uiso 1 1 calc R U . . .
C2 C 0.810(3) 0.0055(13) 0.7004(15) 0.079(5) Uani 1 1 d . . . . .
H2A H 0.8911 -0.0627 0.6956 0.095 Uiso 1 1 calc R U . . .
H2B H 0.7446 0.0066 0.6410 0.095 Uiso 1 1 calc R U . . .
C5 C 0.910(2) 0.4977(14) 0.7004(13) 0.065(3) Uani 1 1 d . . . . .
C018 C 0.422(2) 0.1302(16) 0.8996(14) 0.076(4) Uani 1 1 d . . . . .
H01C H 0.4883 0.1317 0.9584 0.092 Uiso 1 1 calc R U . . .
H01D H 0.3307 0.0699 0.9137 0.092 Uiso 1 1 calc R U . . .
N3 N 1.0295(14) 0.3135(12) 0.6557(9) 0.061(3) Uani 1 1 d . . . . .
C022 C 1.1650(18) 0.2264(18) 0.6100(14) 0.078(5) Uani 1 1 d . . . . .
H02A H 1.2556 0.2113 0.6559 0.093 Uiso 1 1 calc R U . . .
H02B H 1.2368 0.2510 0.5403 0.093 Uiso 1 1 calc R U . . .
C024 C 0.318(2) 0.2404(18) 0.8924(14) 0.078(5) Uani 1 1 d . . . . .
H02C H 0.2480 0.2635 0.9632 0.094 Uiso 1 1 calc R U . . .
H02D H 0.2260 0.2338 0.8467 0.094 Uiso 1 1 calc R U . . .
C9 C 0.5912(19) 0.5033(14) 0.8063(12) 0.063(3) Uani 1 1 d . . . . .
C12 C 0.244(2) 0.490(2) 0.9172(18) 0.098(6) Uani 1 1 d . . . . .
H12A H 0.1648 0.4349 0.9610 0.146 Uiso 1 1 calc R U . . .
H12B H 0.1751 0.5232 0.8667 0.146 Uiso 1 1 calc R U . . .
H12C H 0.2741 0.5475 0.9621 0.146 Uiso 1 1 calc R U . . .
C10 C 0.4321(19) 0.4307(16) 0.8558(12) 0.067(4) Uani 1 1 d . . . . .
N5 N 0.8382(16) 0.2406(13) 0.8964(9) 0.065(3) Uani 1 1 d . . . . .
N4 N 0.6480(16) 0.2580(12) 0.6058(10) 0.065(3) Uani 1 1 d . . . . .
C3 C 0.8507(17) 0.2118(14) 0.9819(13) 0.064(4) Uani 1 1 d . . . . .
C1 C 0.666(3) 0.0062(16) 0.8043(19) 0.092(6) Uani 1 1 d . . . . .
H1A H 0.5834 -0.0583 0.8099 0.110 Uiso 1 1 calc R U . . .
H1B H 0.7290 0.0041 0.8645 0.110 Uiso 1 1 calc R U . . .
C6 C 0.919(3) 0.6116(19) 0.704(2) 0.100(7) Uani 1 1 d . . . . .
H6 H 1.0305 0.6475 0.6698 0.120 Uiso 1 1 calc R U . . .
C4 C 0.6481(19) 0.2305(13) 0.5186(11) 0.061(3) Uani 1 1 d . . . . .
Se1 Se 0.8670(3) 0.1681(2) 1.11442(13) 0.0819(7) Uani 1 1 d . . . . .
Se2 Se 0.6412(3) 0.1907(2) 0.38588(13) 0.0823(7) Uani 1 1 d . . . . .
C7 C 0.757(3) 0.6760(16) 0.759(2) 0.109(8) Uani 1 1 d . . . . .
H7 H 0.7621 0.7545 0.7600 0.131 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
Fe1 N5 2.108(11) . ?
Fe1 N4 2.117(12) . ?
Fe1 N1 2.126(11) . ?
Fe1 N2 2.200(11) . ?
Fe1 N3 2.216(10) . ?
Fe1 O2 2.293(11) . ?
Fe1 O1 2.305(10) . ?
O1 C018 1.409(19) . ?
O1 C1 1.43(2) . ?
O2 C2 1.42(2) . ?
O2 C012 1.428(17) . ?
N1 C9 1.345(18) . ?
N1 C5 1.386(19) . ?
C11 N3 1.26(2) . ?
C11 C5 1.50(2) . ?
C11 C13 1.512(18) . ?
N2 C10 1.25(2) . ?
N2 C024 1.51(2) . ?
C012 C022 1.48(3) . ?
C8 C7 1.38(3) . ?
C8 C9 1.42(3) . ?
C2 C1 1.49(3) . ?
C5 C6 1.35(3) . ?
C018 C024 1.49(3) . ?
N3 C022 1.43(2) . ?
C9 C10 1.47(2) . ?
C12 C10 1.55(2) . ?
N5 C3 1.16(2) . ?
N4 C4 1.164(18) . ?
C3 Se1 1.784(17) . ?
C6 C7 1.42(3) . ?
C4 Se2 1.777(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
N5 Fe1 N4 170.6(6) . . ?
N5 Fe1 N1 94.5(5) . . ?
N4 Fe1 N1 94.9(5) . . ?
N5 Fe1 N2 88.2(5) . . ?
N4 Fe1 N2 94.1(5) . . ?
N1 Fe1 N2 71.7(5) . . ?
N5 Fe1 N3 95.1(4) . . ?
N4 Fe1 N3 88.2(4) . . ?
N1 Fe1 N3 73.4(5) . . ?
N2 Fe1 N3 145.1(5) . . ?
N5 Fe1 O2 86.2(5) . . ?
N4 Fe1 O2 86.5(5) . . ?
N1 Fe1 O2 145.1(5) . . ?
N2 Fe1 O2 143.1(5) . . ?
N3 Fe1 O2 71.8(5) . . ?
N5 Fe1 O1 86.7(5) . . ?
N4 Fe1 O1 85.3(5) . . ?
N1 Fe1 O1 143.8(5) . . ?
N2 Fe1 O1 72.2(4) . . ?
N3 Fe1 O1 142.6(5) . . ?
O2 Fe1 O1 71.1(4) . . ?
C018 O1 C1 113.1(14) . . ?
C018 O1 Fe1 111.0(10) . . ?
C1 O1 Fe1 113.2(9) . . ?
C2 O2 C012 117.6(13) . . ?
C2 O2 Fe1 113.1(9) . . ?
C012 O2 Fe1 111.5(10) . . ?
C9 N1 C5 120.9(13) . . ?
C9 N1 Fe1 120.4(10) . . ?
C5 N1 Fe1 118.7(10) . . ?
N3 C11 C5 115.9(12) . . ?
N3 C11 C13 127.8(16) . . ?
C5 C11 C13 116.3(15) . . ?
C10 N2 C024 122.4(13) . . ?
C10 N2 Fe1 119.5(10) . . ?
C024 N2 Fe1 118.1(10) . . ?
O2 C012 C022 108.6(13) . . ?
C7 C8 C9 117.6(17) . . ?
O2 C2 C1 108.7(14) . . ?
C6 C5 N1 120.3(17) . . ?
C6 C5 C11 126.7(16) . . ?
N1 C5 C11 113.0(13) . . ?
O1 C018 C024 109.9(14) . . ?
C11 N3 C022 122.5(12) . . ?
C11 N3 Fe1 119.0(10) . . ?
C022 N3 Fe1 118.5(11) . . ?
N3 C022 C012 110.1(11) . . ?
C018 C024 N2 107.5(12) . . ?
N1 C9 C8 120.9(15) . . ?
N1 C9 C10 112.5(14) . . ?
C8 C9 C10 126.6(15) . . ?
N2 C10 C9 115.9(13) . . ?
N2 C10 C12 126.7(16) . . ?
C9 C10 C12 117.4(16) . . ?
C3 N5 Fe1 163.4(12) . . ?
C4 N4 Fe1 157.1(11) . . ?
N5 C3 Se1 179.3(13) . . ?
O1 C1 C2 104.9(16) . . ?
C5 C6 C7 119.7(19) . . ?
N4 C4 Se2 178.2(13) . . ?
C8 C7 C6 120.5(18) . . ?

_refine_diff_density_max         2.558
_refine_diff_density_min         -1.428
_refine_diff_density_rms         0.292

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054899'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H23 Fe N7 S2'
_chemical_formula_weight         445.39

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.02920(10)
_cell_length_b                   12.64680(10)
_cell_length_c                   16.6405(2)
_cell_angle_alpha                76.6240(10)
_cell_angle_beta                 79.8490(10)
_cell_angle_gamma                88.9120(10)
_cell_volume                     2020.72(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.970
_shelx_estimated_absorpt_T_min   0.709
_shelx_estimated_absorpt_T_max   0.793
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32747
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_av_R_equivalents  0.0189
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.263
_diffrn_reflns_theta_max         35.009
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             17674
_reflns_number_gt                14507
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0395P)²+0.5932P] 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         17674
_refine_ls_number_parameters     660
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0444
_refine_ls_R_factor_gt           0.0326
_refine_ls_wR_factor_ref         0.0850
_refine_ls_wR_factor_gt          0.0794
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.003
_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
Fe2 Fe 0.02865(2) 0.40113(2) 0.75459(2) 0.01409(3) Uani 1 1 d . . . . .
Fe1 Fe 0.47979(2) 0.91741(2) 0.77573(2) 0.01535(3) Uani 1 1 d . . . . .
S3 S 0.89277(3) 0.91940(2) 0.56707(2) 0.02397(6) Uani 1 1 d . . . . .
S4 S 0.02404(3) 0.83446(3) 0.93874(2) 0.02764(6) Uani 1 1 d . . . . .
N13 N -0.15602(9) 0.37646(8) 0.84366(6) 0.02110(17) Uani 1 1 d . . . . .
N9 N 0.52499(9) 0.75736(8) 0.86077(6) 0.02025(16) Uani 1 1 d . . . . .
N4 N 0.06456(9) 0.55266(8) 0.80505(6) 0.01857(16) Uani 1 1 d . . . . .
N11 N 0.28796(9) 0.90386(8) 0.85836(6) 0.02031(16) Uani 1 1 d . . . . .
N8 N 0.40362(10) 0.78448(8) 0.71871(6) 0.02028(16) Uani 1 1 d . . . . .
N3 N 0.12096(9) 0.33651(8) 0.87224(6) 0.01842(16) Uani 1 1 d . . . . .
C24 C 0.39070(13) 0.68031(9) 0.78118(7) 0.0237(2) Uani 1 1 d . . . . .
N2 N 0.06623(9) 0.22223(7) 0.76517(5) 0.01779(15) Uani 1 1 d . . . . .
C2 C -0.24152(11) 0.39298(8) 0.89650(7) 0.01901(18) Uani 1 1 d . . . . .
C3 C 0.75871(11) 0.91036(9) 0.64032(7) 0.01990(18) Uani 1 1 d . . . . .
N5 N -0.06636(9) 0.54426(7) 0.67827(6) 0.01745(15) Uani 1 1 d . . . . .
N1 N -0.05945(9) 0.34773(7) 0.65951(5) 0.01524(14) Uani 1 1 d . . . . .
N14 N 0.22278(9) 0.45100(8) 0.67563(6) 0.02164(17) Uani 1 1 d . . . . .
N6 N 0.50792(9) 1.09310(7) 0.75189(6) 0.01836(15) Uani 1 1 d . . . . .
C4 C 0.17870(10) 0.87418(8) 0.89294(6) 0.01741(17) Uani 1 1 d . . . . .
C1 C 0.31529(11) 0.50780(9) 0.63915(6) 0.01826(17) Uani 1 1 d . . . . .
N10 N 0.59945(9) 0.95640(8) 0.86802(6) 0.02121(17) Uani 1 1 d . . . . .
N7 N 0.37815(10) 0.99932(8) 0.66547(6) 0.01989(16) Uani 1 1 d . . . . .
C12 C -0.17777(13) 0.27913(10) 0.54140(7) 0.0242(2) Uani 1 1 d . . . . .
C6 C 0.60524(12) 1.24838(10) 0.78145(9) 0.0272(2) Uani 1 1 d . . . . .
C25 C 0.28219(12) 0.81956(10) 0.68336(8) 0.0239(2) Uani 1 1 d . . . . .
N12 N 0.66377(10) 0.90604(9) 0.69290(7) 0.0264(2) Uani 1 1 d . . . . .
C32 C 0.08385(12) 0.51915(10) 0.89283(7) 0.0230(2) Uani 1 1 d . . . . .
C17 C 0.00941(11) 0.17124(8) 0.72149(6) 0.01877(18) Uani 1 1 d . . . . .
C5 C 0.57845(11) 1.13650(9) 0.79841(7) 0.02111(19) Uani 1 1 d . . . . .
C19 C 0.62853(11) 1.05547(10) 0.86590(7) 0.0232(2) Uani 1 1 d . . . . .
C15 C -0.11768(10) 0.53294(8) 0.61540(6) 0.01638(16) Uani 1 1 d . . . . .
C13 C -0.11674(12) 0.20457(9) 0.59823(7) 0.02188(19) Uani 1 1 d . . . . .
C33 C -0.05992(12) 0.65004(9) 0.69936(7) 0.0220(2) Uani 1 1 d . . . . .
C29 C 0.13596(12) 0.16424(9) 0.83219(7) 0.02166(19) Uani 1 1 d . . . . .
C8 C 0.48913(12) 1.27133(9) 0.66495(8) 0.0244(2) Uani 1 1 d . . . . .
C26 C 0.31323(13) 0.93008(10) 0.62322(7) 0.0244(2) Uani 1 1 d . . . . .
C30 C 0.21267(11) 0.24794(10) 0.85993(7) 0.0220(2) Uani 1 1 d . . . . .
C16 C -0.17622(12) 0.62102(9) 0.55572(7) 0.0223(2) Uani 1 1 d . . . . .
C11 C -0.17912(12) 0.38809(9) 0.54397(7) 0.0220(2) Uani 1 1 d . . . . .
C34 C -0.04337(12) 0.63099(9) 0.79084(7) 0.02195(19) Uani 1 1 d . . . . .
C14 C -0.05859(10) 0.24217(8) 0.65684(6) 0.01722(17) Uani 1 1 d . . . . .
C27 C 0.64635(12) 0.86568(11) 0.92761(8) 0.0267(2) Uani 1 1 d . . . . .
C10 C -0.11888(10) 0.41948(8) 0.60432(6) 0.01613(16) Uani 1 1 d . . . . .
C7 C 0.55965(13) 1.31594(10) 0.71410(9) 0.0280(2) Uani 1 1 d . . . . .
C23 C 0.51758(13) 0.66691(9) 0.81992(8) 0.0250(2) Uani 1 1 d . . . . .
C28 C 0.65285(12) 0.76659(11) 0.89015(8) 0.0263(2) Uani 1 1 d . . . . .
C31 C 0.17951(12) 0.42418(10) 0.90061(7) 0.0237(2) Uani 1 1 d . . . . .
C21 C 0.39010(11) 1.10258(9) 0.63793(7) 0.02161(19) Uani 1 1 d . . . . .
C18 C 0.00322(17) 0.05037(10) 0.73206(9) 0.0315(3) Uani 1 1 d . . . . .
C9 C 0.46425(11) 1.15926(9) 0.68615(7) 0.01978(18) Uani 1 1 d . . . . .
C22 C 0.33913(18) 1.16905(13) 0.56305(10) 0.0375(3) Uani 1 1 d . . . . .
C20 C 0.70848(16) 1.09242(14) 0.92334(10) 0.0391(3) Uani 1 1 d . . . . .
H20A H 0.6939 1.0405 0.9780 0.059 Uiso 1 1 calc R U . . .
H20B H 0.6785 1.1643 0.9306 0.059 Uiso 1 1 calc R U . . .
H20C H 0.8051 1.0964 0.8988 0.059 Uiso 1 1 calc R U . . .
S1 S 0.44494(3) 0.58650(3) 0.58734(2) 0.02513(6) Uani 1 1 d . . . . .
S2 S -0.36288(4) 0.41737(3) 0.96859(2) 0.03144(7) Uani 1 1 d . . . . .
H301 H 0.0511(17) 0.3098(13) 0.9089(10) 0.028(4) Uiso 1 1 d . . . . .
H1 H 0.2878(15) 0.2759(12) 0.8166(9) 0.017(3) Uiso 1 1 d . . . . .
H13 H 0.5819(17) 0.8542(13) 0.9812(10) 0.029(4) Uiso 1 1 d . . . . .
H6 H 0.1166(17) 0.5779(13) 0.9132(10) 0.028(4) Uiso 1 1 d . . . . .
H5 H -0.0059(16) 0.4952(12) 0.9267(10) 0.022(4) Uiso 1 1 d . . . . .
H11 H 0.3144(17) 0.6832(13) 0.8241(10) 0.027(4) Uiso 1 1 d . . . . .
H9 H 0.0198(16) 0.6908(13) 0.6624(10) 0.024(4) Uiso 1 1 d . . . . .
H16 H -0.1141(16) 0.1274(13) 0.5980(9) 0.023(4) Uiso 1 1 d . . . . .
H8 H -0.1251(16) 0.5974(12) 0.8278(9) 0.022(4) Uiso 1 1 d . . . . .
H17 H 0.5777(18) 1.3932(15) 0.7034(11) 0.039(5) Uiso 1 1 d . . . . .
H15 H -0.2258(17) 0.4407(13) 0.5068(10) 0.030(4) Uiso 1 1 d . . . . .
H4 H 0.2636(16) 0.4429(12) 0.8647(10) 0.021(4) Uiso 1 1 d . . . . .
H7 H -0.0287(16) 0.7001(13) 0.8057(10) 0.029(4) Uiso 1 1 d . . . . .
H12 H 0.3777(17) 0.6181(14) 0.7579(11) 0.034(4) Uiso 1 1 d . . . . .
H2 H 0.2485(16) 0.2144(13) 0.9095(10) 0.023(4) Uiso 1 1 d . . . . .
H14 H 0.7347(17) 0.8834(14) 0.9392(10) 0.030(4) Uiso 1 1 d . . . . .
H3 H 0.1961(17) 0.4010(14) 0.9599(11) 0.033(4) Uiso 1 1 d . . . . .
H10 H -0.1399(17) 0.6914(13) 0.6917(10) 0.028(4) Uiso 1 1 d . . . . .
H18 H 0.6515(19) 1.2723(15) 0.8157(11) 0.038(5) Uiso 1 1 d . . . . .
H801 H 0.4669(17) 0.7788(13) 0.6797(10) 0.028(4) Uiso 1 1 d . . . . .
H401 H 0.1411(17) 0.5787(13) 0.7753(10) 0.026(4) Uiso 1 1 d . . . . .
H901 H 0.4586(17) 0.7452(13) 0.9043(10) 0.030(4) Uiso 1 1 d . . . . .
H19 H 0.2107(16) 0.8256(12) 0.7285(10) 0.024(4) Uiso 1 1 d . . . . .
H20 H 0.5962(16) 0.6712(12) 0.7775(10) 0.023(4) Uiso 1 1 d . . . . .
H28 H 0.0693(15) 0.1217(12) 0.8807(9) 0.020(3) Uiso 1 1 d . . . . .
H21 H 0.3769(17) 0.9239(13) 0.5732(10) 0.029(4) Uiso 1 1 d . . . . .
H22 H 0.2282(18) 0.9592(14) 0.6064(11) 0.032(4) Uiso 1 1 d . . . . .
H23 H 0.7240(17) 0.7771(13) 0.8440(10) 0.026(4) Uiso 1 1 d . . . . .
H25 H 0.4577(17) 1.3157(14) 0.6156(11) 0.033(4) Uiso 1 1 d . . . . .
H24 H 0.6715(18) 0.7032(15) 0.9276(11) 0.035(4) Uiso 1 1 d . . . . .
H29 H 0.1979(16) 0.1100(13) 0.8139(10) 0.027(4) Uiso 1 1 d . . . . .
H26 H 0.5152(17) 0.5966(14) 0.8604(10) 0.030(4) Uiso 1 1 d . . . . .
H27 H 0.2513(18) 0.7639(15) 0.6547(11) 0.037(5) Uiso 1 1 d . . . . .
H31 H -0.1517(17) 0.6146(14) 0.4995(11) 0.033(4) Uiso 1 1 d . . . . .
H30 H -0.2158(18) 0.2545(14) 0.5031(11) 0.034(4) Uiso 1 1 d . . . . .
H39 H 0.029(2) 0.0309(17) 0.6791(14) 0.053(6) Uiso 1 1 d . . . . .
H35 H 0.413(2) 1.2057(16) 0.5227(13) 0.046(5) Uiso 1 1 d . . . . .
H33 H -0.151(2) 0.6915(17) 0.5560(13) 0.049(5) Uiso 1 1 d . . . . .
H32 H -0.271(2) 0.6088(16) 0.5658(12) 0.045(5) Uiso 1 1 d . . . . .
H36 H 0.304(2) 1.1294(19) 0.5358(15) 0.065(7) Uiso 1 1 d . . . . .
H34 H 0.277(2) 1.2284(18) 0.5819(13) 0.057(6) Uiso 1 1 d . . . . .
H37 H 0.052(2) 0.015(2) 0.7672(15) 0.068(7) Uiso 1 1 d . . . . .
H38 H -0.084(3) 0.025(2) 0.7499(15) 0.069(7) Uiso 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
Fe2 N13 2.1365(9) . ?
Fe2 N14 2.1625(9) . ?
Fe2 N1 2.1795(9) . ?
Fe2 N5 2.2572(9) . ?
Fe2 N2 2.2581(9) . ?
Fe2 N3 2.2863(9) . ?
Fe2 N4 2.3204(9) . ?
Fe1 N12 2.1238(10) . ?
Fe1 N11 2.1430(9) . ?
Fe1 N6 2.1796(9) . ?
Fe1 N10 2.2504(9) . ?
Fe1 N9 2.2740(9) . ?
Fe1 N7 2.2845(9) . ?
Fe1 N8 2.3134(10) . ?
S3 C3 1.6340(11) . ?
S4 C4 1.6354(11) . ?
N13 C2 1.1682(14) . ?
N9 C28 1.4663(15) . ?
N9 C23 1.4688(16) . ?
N4 C34 1.4662(15) . ?
N4 C32 1.4700(14) . ?
N11 C4 1.1689(14) . ?
N8 C25 1.4619(15) . ?
N8 C24 1.4692(14) . ?
N3 C30 1.4640(15) . ?
N3 C31 1.4703(15) . ?
C24 C23 1.5146(18) . ?
N2 C17 1.2828(14) . ?
N2 C29 1.4655(14) . ?
C2 S2 1.6304(11) . ?
C3 N12 1.1668(14) . ?
N5 C15 1.2813(13) . ?
N5 C33 1.4648(14) . ?
N1 C10 1.3450(12) . ?
N1 C14 1.3457(13) . ?
N14 C1 1.1706(14) . ?
N6 C5 1.3436(14) . ?
N6 C9 1.3490(14) . ?
C1 S1 1.6376(11) . ?
N10 C19 1.2830(16) . ?
N10 C27 1.4623(15) . ?
N7 C21 1.2804(14) . ?
N7 C26 1.4672(15) . ?
C12 C11 1.3882(16) . ?
C12 C13 1.3883(16) . ?
C6 C7 1.3848(19) . ?
C6 C5 1.3989(17) . ?
C25 C26 1.5203(17) . ?
C32 C31 1.5191(18) . ?
C17 C14 1.4887(14) . ?
C17 C18 1.4989(16) . ?
C5 C19 1.4868(16) . ?
C19 C20 1.5052(17) . ?
C15 C10 1.4889(14) . ?
C15 C16 1.4969(14) . ?
C13 C14 1.3939(15) . ?
C33 C34 1.5233(16) . ?
C29 C30 1.5192(17) . ?
C8 C7 1.3857(19) . ?
C8 C9 1.3953(15) . ?
C11 C10 1.3924(14) . ?
C27 C28 1.519(2) . ?
C21 C9 1.4857(16) . ?
C21 C22 1.4981(17) . ?

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
N13 Fe2 N14 169.00(4) . . ?
N13 Fe2 N1 93.70(3) . . ?
N14 Fe2 N1 95.68(3) . . ?
N13 Fe2 N5 88.36(4) . . ?
N14 Fe2 N5 89.30(3) . . ?
N1 Fe2 N5 70.89(3) . . ?
N13 Fe2 N2 94.77(4) . . ?
N14 Fe2 N2 93.72(4) . . ?
N1 Fe2 N2 70.81(3) . . ?
N5 Fe2 N2 141.69(3) . . ?
N13 Fe2 N3 82.40(4) . . ?
N14 Fe2 N3 93.63(3) . . ?
N1 Fe2 N3 142.09(3) . . ?
N5 Fe2 N3 145.98(3) . . ?
N2 Fe2 N3 71.97(3) . . ?
N13 Fe2 N4 86.23(3) . . ?
N14 Fe2 N4 82.83(4) . . ?
N1 Fe2 N4 143.05(3) . . ?
N5 Fe2 N4 72.17(3) . . ?
N2 Fe2 N4 146.10(3) . . ?
N3 Fe2 N4 74.60(3) . . ?
N12 Fe1 N11 171.22(4) . . ?
N12 Fe1 N6 90.84(4) . . ?
N11 Fe1 N6 97.70(4) . . ?
N12 Fe1 N10 89.52(4) . . ?
N11 Fe1 N10 95.20(4) . . ?
N6 Fe1 N10 70.78(4) . . ?
N12 Fe1 N9 89.37(4) . . ?
N11 Fe1 N9 85.02(3) . . ?
N6 Fe1 N9 143.24(4) . . ?
N10 Fe1 N9 72.47(4) . . ?
N12 Fe1 N7 90.95(4) . . ?
N11 Fe1 N7 89.96(4) . . ?
N6 Fe1 N7 70.69(3) . . ?
N10 Fe1 N7 141.47(4) . . ?
N9 Fe1 N7 146.07(4) . . ?
N12 Fe1 N8 83.83(4) . . ?
N11 Fe1 N8 88.19(4) . . ?
N6 Fe1 N8 141.44(3) . . ?
N10 Fe1 N8 146.90(4) . . ?
N9 Fe1 N8 75.06(3) . . ?
N7 Fe1 N8 71.24(3) . . ?
C2 N13 Fe2 158.44(9) . . ?
C28 N9 C23 114.62(9) . . ?
C28 N9 Fe1 110.30(7) . . ?
C23 N9 Fe1 110.75(7) . . ?
C34 N4 C32 114.42(9) . . ?
C34 N4 Fe2 110.47(6) . . ?
C32 N4 Fe2 110.14(7) . . ?
C4 N11 Fe1 161.70(9) . . ?
C25 N8 C24 115.73(9) . . ?
C25 N8 Fe1 110.59(7) . . ?
C24 N8 Fe1 109.19(7) . . ?
C30 N3 C31 115.04(9) . . ?
C30 N3 Fe2 110.05(7) . . ?
C31 N3 Fe2 112.10(7) . . ?
N8 C24 C23 107.75(9) . . ?
C17 N2 C29 121.47(9) . . ?
C17 N2 Fe2 119.46(7) . . ?
C29 N2 Fe2 118.24(7) . . ?
N13 C2 S2 178.67(11) . . ?
N12 C3 S3 178.53(11) . . ?
C15 N5 C33 121.63(9) . . ?
C15 N5 Fe2 119.86(7) . . ?
C33 N5 Fe2 118.40(7) . . ?
C10 N1 C14 119.19(9) . . ?
C10 N1 Fe2 120.32(7) . . ?
C14 N1 Fe2 120.46(7) . . ?
C1 N14 Fe2 159.09(9) . . ?
C5 N6 C9 118.90(9) . . ?
C5 N6 Fe1 120.39(7) . . ?
C9 N6 Fe1 120.50(7) . . ?
N11 C4 S4 178.25(10) . . ?
N14 C1 S1 179.39(11) . . ?
C19 N10 C27 121.69(10) . . ?
C19 N10 Fe1 120.32(8) . . ?
C27 N10 Fe1 117.95(8) . . ?
C21 N7 C26 122.14(10) . . ?
C21 N7 Fe1 119.22(8) . . ?
C26 N7 Fe1 118.33(7) . . ?
C11 C12 C13 119.76(10) . . ?
C7 C6 C5 119.08(11) . . ?
N8 C25 C26 108.08(9) . . ?
C3 N12 Fe1 171.42(10) . . ?
N4 C32 C31 108.39(9) . . ?
N2 C17 C14 114.63(9) . . ?
N2 C17 C18 126.05(10) . . ?
C14 C17 C18 119.29(10) . . ?
N6 C5 C6 121.75(11) . . ?
N6 C5 C19 114.28(10) . . ?
C6 C5 C19 123.93(10) . . ?
N10 C19 C5 114.21(10) . . ?
N10 C19 C20 125.62(12) . . ?
C5 C19 C20 120.16(11) . . ?
N5 C15 C10 114.49(9) . . ?
N5 C15 C16 126.25(10) . . ?
C10 C15 C16 119.26(9) . . ?
C12 C13 C14 118.37(10) . . ?
N5 C33 C34 108.44(9) . . ?
N2 C29 C30 107.86(9) . . ?
C7 C8 C9 118.53(11) . . ?
N7 C26 C25 108.12(9) . . ?
N3 C30 C29 108.16(9) . . ?
C12 C11 C10 118.54(10) . . ?
N4 C34 C33 108.41(9) . . ?
N1 C14 C13 122.11(10) . . ?
N1 C14 C17 113.89(9) . . ?
C13 C14 C17 124.00(9) . . ?
N10 C27 C28 107.70(10) . . ?
N1 C10 C11 122.02(9) . . ?
N1 C10 C15 114.24(8) . . ?
C11 C10 C15 123.71(9) . . ?
C6 C7 C8 119.39(11) . . ?
N9 C23 C24 107.56(9) . . ?
N9 C28 C27 108.09(9) . . ?
N3 C31 C32 108.40(9) . . ?
N7 C21 C9 114.90(9) . . ?
N7 C21 C22 126.69(12) . . ?
C9 C21 C22 118.41(10) . . ?
N6 C9 C8 122.34(11) . . ?
N6 C9 C21 114.44(9) . . ?
C8 C9 C21 123.21(10) . . ?

_refine_diff_density_max         1.250
_refine_diff_density_min         -0.996
_refine_diff_density_rms         0.067

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054900'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H23 Fe N7 S2'
_chemical_formula_weight         445.39

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.0780(2)
_cell_length_b                   12.7955(4)
_cell_length_c                   16.6985(5)
_cell_angle_alpha                76.0790(10)
_cell_angle_beta                 80.178(2)
_cell_angle_gamma                89.127(2)
_cell_volume                     2058.69(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.030
_exptl_absorpt_coefficient_mu    0.952
_shelx_estimated_absorpt_T_min   0.911
_shelx_estimated_absorpt_T_max   0.972
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17366
_diffrn_reflns_av_unetI/netI     0.0728
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.640
_diffrn_reflns_theta_max         27.452
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9357
_reflns_number_gt                5803
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0347P)²+0.5037P] 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         9357
_refine_ls_number_parameters     503
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1041
_refine_ls_wR_factor_gt          0.0888
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_restrained_S_all      1.006
_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 0.8113(3) 0.5016(3) 0.14196(17) 0.0384(7) Uani 1 1 d . . . . .
C2 C 0.2546(3) 0.3898(2) 0.39433(19) 0.0411(7) Uani 1 1 d . . . . .
C3 C 0.3776(2) 0.4178(2) 0.10501(16) 0.0355(6) Uani 1 1 d . . . . .
C4 C 0.3191(3) 0.3854(3) 0.04536(18) 0.0486(8) Uani 1 1 d . . . . .
H4 H 0.2779 0.4359 0.0070 0.058 Uiso 1 1 calc R U . . .
C5 C 0.3219(3) 0.2796(3) 0.0427(2) 0.0565(9) Uani 1 1 d . . . . .
H5 H 0.2830 0.2571 0.0021 0.068 Uiso 1 1 calc R U . . .
C6 C 0.3818(3) 0.2056(3) 0.09935(19) 0.0498(8) Uani 1 1 d . . . . .
H6 H 0.3841 0.1325 0.0982 0.060 Uiso 1 1 calc R U . . .
C7 C 0.4385(3) 0.2420(2) 0.15810(17) 0.0362(6) Uani 1 1 d . . . . .
C8 C 0.5069(3) 0.1715(2) 0.22237(17) 0.0401(7) Uani 1 1 d . . . . .
C9 C 0.5042(4) 0.0522(3) 0.2326(2) 0.0670(10) Uani 1 1 d . . . . .
H9A H 0.4567 0.0346 0.1915 0.100 Uiso 1 1 calc R U . . .
H9B H 0.5957 0.0271 0.2244 0.100 Uiso 1 1 calc R U . . .
H9C H 0.4584 0.0174 0.2884 0.100 Uiso 1 1 calc R U . . .
C10 C 0.6316(3) 0.1638(3) 0.33386(19) 0.0485(8) Uani 1 1 d . . . . .
H10A H 0.6942 0.1128 0.3135 0.058 Uiso 1 1 calc R U . . .
H10B H 0.5663 0.1236 0.3812 0.058 Uiso 1 1 calc R U . . .
C11 C 0.7077(3) 0.2468(3) 0.36080(19) 0.0491(8) Uani 1 1 d . . . . .
H11A H 0.7394 0.2137 0.4132 0.059 Uiso 1 1 calc R U . . .
H11B H 0.7862 0.2749 0.3179 0.059 Uiso 1 1 calc R U . . .
C12 C 0.6760(3) 0.4210(3) 0.40005(19) 0.0538(9) Uani 1 1 d . . . . .
H12A H 0.7641 0.4438 0.3654 0.065 Uiso 1 1 calc R U . . .
H12B H 0.6885 0.3954 0.4584 0.065 Uiso 1 1 calc R U . . .
C13 C 0.5819(3) 0.5147(3) 0.39198(19) 0.0530(8) Uani 1 1 d . . . . .
H13A H 0.4955 0.4932 0.4292 0.064 Uiso 1 1 calc R U . . .
H13B H 0.6211 0.5748 0.4078 0.064 Uiso 1 1 calc R U . . .
C14 C 0.4554(3) 0.6253(3) 0.2893(2) 0.0505(8) Uani 1 1 d . . . . .
H14A H 0.4793 0.6932 0.3014 0.061 Uiso 1 1 calc R U . . .
H14B H 0.3704 0.5972 0.3258 0.061 Uiso 1 1 calc R U . . .
C15 C 0.4393(3) 0.6445(3) 0.1986(2) 0.0520(8) Uani 1 1 d . . . . .
H15A H 0.3573 0.6845 0.1896 0.062 Uiso 1 1 calc R U . . .
H15B H 0.5164 0.6871 0.1625 0.062 Uiso 1 1 calc R U . . .
C16 C 0.3786(2) 0.5290(2) 0.11633(17) 0.0380(7) Uani 1 1 d . . . . .
C17 C 0.3199(3) 0.6172(3) 0.0562(2) 0.0523(9) Uani 1 1 d . . . . .
H17A H 0.2867 0.5873 0.0150 0.078 Uiso 1 1 calc R U . . .
H17B H 0.2462 0.6491 0.0868 0.078 Uiso 1 1 calc R U . . .
H17C H 0.3889 0.6720 0.0281 0.078 Uiso 1 1 calc R U . . .
C18 C 0.2186(3) 0.1755(3) -0.1799(2) 0.0540(9) Uani 1 1 d . . . . .
H18A H 0.2447 0.2264 -0.1496 0.065 Uiso 1 1 calc R U . . .
H18B H 0.2943 0.1700 -0.2240 0.065 Uiso 1 1 calc R U . . .
C19 C 0.1848(3) 0.0668(3) -0.1207(2) 0.0561(9) Uani 1 1 d . . . . .
H19A H 0.2670 0.0330 -0.1042 0.067 Uiso 1 1 calc R U . . .
H19B H 0.1240 0.0747 -0.0702 0.067 Uiso 1 1 calc R U . . .
C20 C 0.1063(3) -0.1021(3) -0.13777(19) 0.0501(8) Uani 1 1 d . . . . .
C21 C 0.1562(4) -0.1693(3) -0.0619(2) 0.0866(14) Uani 1 1 d . . . . .
H21A H 0.1335 -0.2446 -0.0555 0.130 Uiso 1 1 calc R U . . .
H21B H 0.2531 -0.1599 -0.0691 0.130 Uiso 1 1 calc R U . . .
H21C H 0.1140 -0.1465 -0.0124 0.130 Uiso 1 1 calc R U . . .
C22 C 0.0337(3) -0.1566(3) -0.18687(19) 0.0443(7) Uani 1 1 d . . . . .
C23 C 0.0103(3) -0.2666(3) -0.1691(2) 0.0581(9) Uani 1 1 d . . . . .
H23 H 0.0408 -0.3124 -0.1233 0.070 Uiso 1 1 calc R U . . .
C24 C -0.0573(3) -0.3075(3) -0.2189(3) 0.0670(10) Uani 1 1 d . . . . .
H24 H -0.0726 -0.3823 -0.2082 0.080 Uiso 1 1 calc R U . . .
C25 C -0.1034(3) -0.2396(3) -0.2849(3) 0.0641(10) Uani 1 1 d . . . . .
H25 H -0.1503 -0.2674 -0.3196 0.077 Uiso 1 1 calc R U . . .
C26 C -0.0797(3) -0.1290(3) -0.3000(2) 0.0467(8) Uani 1 1 d . . . . .
C27 C -0.1287(3) -0.0458(3) -0.3662(2) 0.0507(8) Uani 1 1 d . . . . .
C28 C -0.2064(4) -0.0796(4) -0.4267(3) 0.0831(13) Uani 1 1 d . . . . .
H28A H -0.2139 -0.1576 -0.4139 0.125 Uiso 1 1 calc R U . . .
H28B H -0.2957 -0.0500 -0.4213 0.125 Uiso 1 1 calc R U . . .
H28C H -0.1591 -0.0528 -0.4836 0.125 Uiso 1 1 calc R U . . .
C29 C -0.1470(3) 0.1441(3) -0.4249(2) 0.0589(10) Uani 1 1 d . . . . .
H29A H -0.2371 0.1291 -0.4347 0.071 Uiso 1 1 calc R U . . .
H29B H -0.0852 0.1589 -0.4786 0.071 Uiso 1 1 calc R U . . .
C30 C -0.1498(3) 0.2392(3) -0.3873(2) 0.0585(9) Uani 1 1 d . . . . .
H30A H -0.1620 0.3052 -0.4292 0.070 Uiso 1 1 calc R U . . .
H30B H -0.2249 0.2311 -0.3403 0.070 Uiso 1 1 calc R U . . .
C31 C -0.0092(3) 0.3345(3) -0.3178(2) 0.0558(9) Uani 1 1 d . . . . .
H31A H -0.0885 0.3348 -0.2747 0.067 Uiso 1 1 calc R U . . .
H31B H -0.0025 0.4037 -0.3594 0.067 Uiso 1 1 calc R U . . .
C32 C 0.1160(3) 0.3174(3) -0.2788(2) 0.0541(8) Uani 1 1 d . . . . .
H32A H 0.1953 0.3172 -0.3219 0.065 Uiso 1 1 calc R U . . .
H32B H 0.1283 0.3755 -0.2515 0.065 Uiso 1 1 calc R U . . .
C33 C 0.3177(3) 0.1258(2) -0.39088(17) 0.0359(6) Uani 1 1 d . . . . .
C34 C -0.2575(3) 0.0917(2) -0.13959(18) 0.0404(7) Uani 1 1 d . . . . .
N1 N 0.7183(2) 0.4475(2) 0.17675(15) 0.0461(6) Uani 1 1 d . . . . .
N2 N 0.3405(2) 0.3734(2) 0.34362(16) 0.0453(6) Uani 1 1 d . . . . .
N3 N 0.4371(2) 0.34548(18) 0.16048(13) 0.0323(5) Uani 1 1 d . . . . .
N4 N 0.5615(2) 0.22202(19) 0.26646(14) 0.0384(6) Uani 1 1 d . . . . .
N5 N 0.6173(2) 0.3344(2) 0.37266(15) 0.0416(6) Uani 1 1 d . . . . .
N6 N 0.5614(3) 0.5478(2) 0.30465(15) 0.0416(6) Uani 1 1 d . . . . .
N7 N 0.4310(2) 0.54043(19) 0.17800(14) 0.0387(6) Uani 1 1 d . . . . .
N8 N 0.0999(3) 0.2133(2) -0.21685(17) 0.0459(7) Uani 1 1 d . . . . .
N9 N 0.1194(2) -0.0005(2) -0.16385(15) 0.0440(6) Uani 1 1 d . . . . .
N10 N -0.0107(2) -0.0882(2) -0.25220(15) 0.0406(6) Uani 1 1 d . . . . .
N11 N -0.1017(2) 0.0509(2) -0.36638(15) 0.0464(6) Uani 1 1 d . . . . .
N12 N -0.0212(2) 0.2460(2) -0.35784(16) 0.0435(6) Uani 1 1 d . . . . .
N13 N 0.2099(2) 0.0965(2) -0.35658(15) 0.0424(6) Uani 1 1 d . . . . .
N14 N -0.1628(3) 0.0964(2) -0.19028(17) 0.0559(7) Uani 1 1 d . . . . .
Fe1 Fe 0.52444(4) 0.39847(3) 0.25546(2) 0.03246(11) Uani 1 1 d . . . . .
Fe2 Fe 0.01928(4) 0.08534(3) -0.27364(2) 0.03458(11) Uani 1 1 d . . . . .
S1 S 0.94233(8) 0.57831(8) 0.09115(5) 0.0581(2) Uani 1 1 d . . . . .
S2 S 0.13287(10) 0.41425(9) 0.46408(6) 0.0776(3) Uani 1 1 d . . . . .
S3 S -0.39184(8) 0.08208(7) -0.06818(5) 0.0561(2) Uani 1 1 d . . . . .
S4 S 0.47011(8) 0.16654(9) -0.43637(6) 0.0649(3) Uani 1 1 d . . . . .
H8 H 0.044(3) 0.219(2) -0.1798(17) 0.031(8) Uiso 1 1 d . . . . .
H121 H 0.041(3) 0.251(2) -0.3991(18) 0.042(9) Uiso 1 1 d . . . . .
H501 H 0.551(3) 0.308(2) 0.4118(18) 0.042(9) Uiso 1 1 d . . . . .
H601 H 0.632(3) 0.571(2) 0.2732(17) 0.033(8) Uiso 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 N1 1.155(3) . ?
C1 S1 1.638(3) . ?
C2 N2 1.157(3) . ?
C2 S2 1.623(3) . ?
C3 N3 1.354(3) . ?
C3 C4 1.385(4) . ?
C3 C16 1.480(4) . ?
C4 C5 1.365(5) . ?
C4 H4 0.9400 . ?
C5 C6 1.379(4) . ?
C5 H5 0.9400 . ?
C6 C7 1.388(4) . ?
C6 H6 0.9400 . ?
C7 N3 1.334(3) . ?
C7 C8 1.486(4) . ?
C8 N4 1.281(4) . ?
C8 C9 1.495(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 N4 1.474(3) . ?
C10 C11 1.514(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C11 N5 1.462(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C12 N5 1.464(4) . ?
C12 C13 1.512(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 N6 1.467(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 N6 1.460(4) . ?
C14 C15 1.510(4) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 N7 1.460(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 N7 1.273(3) . ?
C16 C17 1.506(4) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 H17C 0.9700 . ?
C18 N8 1.462(4) . ?
C18 C19 1.504(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C19 N9 1.474(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C20 N9 1.269(4) . ?
C20 C22 1.479(4) . ?
C20 C21 1.509(4) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 H21C 0.9700 . ?
C22 N10 1.360(4) . ?
C22 C23 1.382(4) . ?
C23 C24 1.357(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.374(5) . ?
C24 H24 0.9400 . ?
C25 C26 1.393(5) . ?
C25 H25 0.9400 . ?
C26 N10 1.339(4) . ?
C26 C27 1.484(5) . ?
C27 N11 1.271(4) . ?
C27 C28 1.520(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 H28C 0.9700 . ?
C29 N11 1.469(4) . ?
C29 C30 1.496(5) . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C30 N12 1.473(4) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C31 N12 1.463(4) . ?
C31 C32 1.506(4) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C32 N8 1.469(4) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 N13 1.160(3) . ?
C33 S4 1.626(3) . ?
C34 N14 1.154(4) . ?
C34 S3 1.629(3) . ?
N1 Fe1 2.169(2) . ?
N2 Fe1 2.137(2) . ?
N3 Fe1 2.182(2) . ?
N4 Fe1 2.252(2) . ?
N5 Fe1 2.282(2) . ?
N5 H501 0.86(3) . ?
N6 Fe1 2.311(3) . ?
N6 H601 0.83(3) . ?
N7 Fe1 2.257(2) . ?
N8 Fe2 2.300(3) . ?
N8 H8 0.78(3) . ?
N9 Fe2 2.283(2) . ?
N10 Fe2 2.180(2) . ?
N11 Fe2 2.251(2) . ?
N12 Fe2 2.269(3) . ?
N12 H121 0.84(3) . ?
N13 Fe2 2.153(2) . ?
N14 Fe2 2.131(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C1 S1 179.1(3) . . ?
N2 C2 S2 178.9(3) . . ?
N3 C3 C4 120.6(3) . . ?
N3 C3 C16 114.4(2) . . ?
C4 C3 C16 125.1(3) . . ?
C5 C4 C3 119.5(3) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C7 118.2(3) . . ?
C5 C6 H6 120.9 . . ?
C7 C6 H6 120.9 . . ?
N3 C7 C6 121.9(3) . . ?
N3 C7 C8 114.2(2) . . ?
C6 C7 C8 123.9(3) . . ?
N4 C8 C7 114.2(3) . . ?
N4 C8 C9 125.8(3) . . ?
C7 C8 C9 120.0(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N4 C10 C11 107.4(2) . . ?
N4 C10 H10A 110.2 . . ?
C11 C10 H10A 110.2 . . ?
N4 C10 H10B 110.2 . . ?
C11 C10 H10B 110.2 . . ?
H10A C10 H10B 108.5 . . ?
N5 C11 C10 108.6(2) . . ?
N5 C11 H11A 110.0 . . ?
C10 C11 H11A 110.0 . . ?
N5 C11 H11B 110.0 . . ?
C10 C11 H11B 110.0 . . ?
H11A C11 H11B 108.3 . . ?
N5 C12 C13 108.7(2) . . ?
N5 C12 H12A 109.9 . . ?
C13 C12 H12A 109.9 . . ?
N5 C12 H12B 109.9 . . ?
C13 C12 H12B 109.9 . . ?
H12A C12 H12B 108.3 . . ?
N6 C13 C12 108.3(3) . . ?
N6 C13 H13A 110.0 . . ?
C12 C13 H13A 110.0 . . ?
N6 C13 H13B 110.0 . . ?
C12 C13 H13B 110.0 . . ?
H13A C13 H13B 108.4 . . ?
N6 C14 C15 108.7(2) . . ?
N6 C14 H14A 110.0 . . ?
C15 C14 H14A 110.0 . . ?
N6 C14 H14B 110.0 . . ?
C15 C14 H14B 110.0 . . ?
H14A C14 H14B 108.3 . . ?
N7 C15 C14 108.7(3) . . ?
N7 C15 H15A 110.0 . . ?
C14 C15 H15A 110.0 . . ?
N7 C15 H15B 110.0 . . ?
C14 C15 H15B 110.0 . . ?
H15A C15 H15B 108.3 . . ?
N7 C16 C3 115.0(2) . . ?
N7 C16 C17 125.9(3) . . ?
C3 C16 C17 119.1(2) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N8 C18 C19 108.4(3) . . ?
N8 C18 H18A 110.0 . . ?
C19 C18 H18A 110.0 . . ?
N8 C18 H18B 110.0 . . ?
C19 C18 H18B 110.0 . . ?
H18A C18 H18B 108.4 . . ?
N9 C19 C18 108.3(2) . . ?
N9 C19 H19A 110.0 . . ?
C18 C19 H19A 110.0 . . ?
N9 C19 H19B 110.0 . . ?
C18 C19 H19B 110.0 . . ?
H19A C19 H19B 108.4 . . ?
N9 C20 C22 115.6(3) . . ?
N9 C20 C21 125.7(3) . . ?
C22 C20 C21 118.8(3) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N10 C22 C23 121.7(3) . . ?
N10 C22 C20 113.9(3) . . ?
C23 C22 C20 124.3(3) . . ?
C24 C23 C22 119.1(3) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C23 C24 C25 120.0(4) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C24 C25 C26 119.3(3) . . ?
C24 C25 H25 120.4 . . ?
C26 C25 H25 120.4 . . ?
N10 C26 C25 121.1(3) . . ?
N10 C26 C27 113.6(3) . . ?
C25 C26 C27 125.3(3) . . ?
N11 C27 C26 115.1(3) . . ?
N11 C27 C28 125.0(3) . . ?
C26 C27 C28 119.9(3) . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N11 C29 C30 108.3(3) . . ?
N11 C29 H29A 110.0 . . ?
C30 C29 H29A 110.0 . . ?
N11 C29 H29B 110.0 . . ?
C30 C29 H29B 110.0 . . ?
H29A C29 H29B 108.4 . . ?
N12 C30 C29 108.4(3) . . ?
N12 C30 H30A 110.0 . . ?
C29 C30 H30A 110.0 . . ?
N12 C30 H30B 110.0 . . ?
C29 C30 H30B 110.0 . . ?
H30A C30 H30B 108.4 . . ?
N12 C31 C32 107.5(3) . . ?
N12 C31 H31A 110.2 . . ?
C32 C31 H31A 110.2 . . ?
N12 C31 H31B 110.2 . . ?
C32 C31 H31B 110.2 . . ?
H31A C31 H31B 108.5 . . ?
N8 C32 C31 107.8(3) . . ?
N8 C32 H32A 110.2 . . ?
C31 C32 H32A 110.2 . . ?
N8 C32 H32B 110.2 . . ?
C31 C32 H32B 110.2 . . ?
H32A C32 H32B 108.5 . . ?
N13 C33 S4 178.4(3) . . ?
N14 C34 S3 178.6(3) . . ?
C1 N1 Fe1 159.6(3) . . ?
C2 N2 Fe1 158.8(2) . . ?
C7 N3 C3 119.7(2) . . ?
C7 N3 Fe1 120.56(17) . . ?
C3 N3 Fe1 119.67(19) . . ?
C8 N4 C10 121.0(3) . . ?
C8 N4 Fe1 119.98(18) . . ?
C10 N4 Fe1 118.31(19) . . ?
C11 N5 C12 115.3(2) . . ?
C11 N5 Fe1 109.99(17) . . ?
C12 N5 Fe1 111.97(19) . . ?
C11 N5 H501 108(2) . . ?
C12 N5 H501 105.7(19) . . ?
Fe1 N5 H501 105.5(18) . . ?
C14 N6 C13 115.0(3) . . ?
C14 N6 Fe1 110.34(17) . . ?
C13 N6 Fe1 110.33(19) . . ?
C14 N6 H601 110(2) . . ?
C13 N6 H601 110.8(18) . . ?
Fe1 N6 H601 100(2) . . ?
C16 N7 C15 122.3(2) . . ?
C16 N7 Fe1 119.8(2) . . ?
C15 N7 Fe1 117.85(17) . . ?
C18 N8 C32 116.0(3) . . ?
C18 N8 Fe2 110.9(2) . . ?
C32 N8 Fe2 109.61(19) . . ?
C18 N8 H8 106(2) . . ?
C32 N8 H8 108(2) . . ?
Fe2 N8 H8 106(2) . . ?
C20 N9 C19 122.7(3) . . ?
C20 N9 Fe2 119.3(2) . . ?
C19 N9 Fe2 117.6(2) . . ?
C26 N10 C22 118.9(3) . . ?
C26 N10 Fe2 120.7(2) . . ?
C22 N10 Fe2 120.4(2) . . ?
C27 N11 C29 122.9(3) . . ?
C27 N11 Fe2 120.0(2) . . ?
C29 N11 Fe2 117.1(2) . . ?
C31 N12 C30 115.1(3) . . ?
C31 N12 Fe2 111.31(19) . . ?
C30 N12 Fe2 109.8(2) . . ?
C31 N12 H121 110(2) . . ?
C30 N12 H121 107.6(19) . . ?
Fe2 N12 H121 102(2) . . ?
C33 N13 Fe2 160.8(2) . . ?
C34 N14 Fe2 172.3(3) . . ?
N2 Fe1 N1 169.42(10) . . ?
N2 Fe1 N3 93.67(8) . . ?
N1 Fe1 N3 95.41(9) . . ?
N2 Fe1 N4 94.94(9) . . ?
N1 Fe1 N4 93.20(9) . . ?
N3 Fe1 N4 70.51(8) . . ?
N2 Fe1 N7 88.47(9) . . ?
N1 Fe1 N7 89.35(9) . . ?
N3 Fe1 N7 71.02(8) . . ?
N4 Fe1 N7 141.51(8) . . ?
N2 Fe1 N5 82.92(9) . . ?
N1 Fe1 N5 93.20(9) . . ?
N3 Fe1 N5 141.99(9) . . ?
N4 Fe1 N5 72.10(9) . . ?
N7 Fe1 N5 146.12(9) . . ?
N2 Fe1 N6 86.55(10) . . ?
N1 Fe1 N6 82.92(10) . . ?
N3 Fe1 N6 143.26(9) . . ?
N4 Fe1 N6 146.15(8) . . ?
N7 Fe1 N6 72.26(8) . . ?
N5 Fe1 N6 74.55(9) . . ?
N14 Fe2 N13 171.97(11) . . ?
N14 Fe2 N10 91.43(10) . . ?
N13 Fe2 N10 96.34(9) . . ?
N14 Fe2 N11 89.71(10) . . ?
N13 Fe2 N11 94.76(9) . . ?
N10 Fe2 N11 70.61(9) . . ?
N14 Fe2 N12 89.90(10) . . ?
N13 Fe2 N12 85.08(9) . . ?
N10 Fe2 N12 143.29(9) . . ?
N11 Fe2 N12 72.72(10) . . ?
N14 Fe2 N9 90.73(10) . . ?
N13 Fe2 N9 89.95(9) . . ?
N10 Fe2 N9 70.59(9) . . ?
N11 Fe2 N9 141.20(10) . . ?
N12 Fe2 N9 146.08(10) . . ?
N14 Fe2 N8 84.22(11) . . ?
N13 Fe2 N8 88.41(10) . . ?
N10 Fe2 N8 141.82(9) . . ?
N11 Fe2 N8 146.91(10) . . ?
N12 Fe2 N8 74.77(10) . . ?
N9 Fe2 N8 71.56(10) . . ?

_refine_diff_density_max         0.737
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.059

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054901'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H23 Fe N7 Se2'
_chemical_formula_sum            'C17 H23 Fe N7 Se2'
_chemical_formula_weight         539.19

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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                   7.2421(2)
_cell_length_b                   11.5317(4)
_cell_length_c                   12.6415(3)
_cell_angle_alpha                84.884(2)
_cell_angle_beta                 77.206(2)
_cell_angle_gamma                83.702(2)
_cell_volume                     1021.02(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.754
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    4.321
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7866
_diffrn_reflns_av_unetI/netI     0.0414
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.907
_diffrn_reflns_theta_max         27.447
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4595
_reflns_number_gt                4239
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0745P)²+0.8832P] 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         4595
_refine_ls_number_parameters     252
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0419
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1083
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
Se1 Se 0.62624(4) 0.35407(2) -0.12385(2) 0.01966(11) Uani 1 1 d . . . . .
Se2 Se 0.86698(4) 0.28950(3) 0.62061(2) 0.02461(11) Uani 1 1 d . . . . .
Fe3 Fe 0.76976(5) 0.24370(3) 0.24875(3) 0.01445(11) Uani 1 1 d . . . . .
C11 C 0.8704(4) 0.2549(2) 0.4843(2) 0.0185(5) Uani 1 1 d . . . . .
N5 N 0.9684(3) 0.3917(2) 0.19963(19) 0.0178(4) Uani 1 1 d . . . . .
N6 N 0.7624(3) 0.0558(2) 0.24186(18) 0.0166(4) Uani 1 1 d . . . . .
N7 N 0.5844(3) 0.4108(2) 0.30484(19) 0.0178(4) Uani 1 1 d . . . . .
N8 N 0.4877(3) 0.1905(2) 0.34643(19) 0.0187(5) Uani 1 1 d . . . . .
N9 N 0.6724(3) 0.2835(2) 0.10049(19) 0.0205(5) Uani 1 1 d . . . . .
N10 N 1.0494(3) 0.1677(2) 0.14912(19) 0.0175(4) Uani 1 1 d . . . . .
N01 N 0.8683(3) 0.2320(2) 0.39688(19) 0.0203(5) Uani 1 1 d . . . . .
C12 C 0.3506(4) 0.2806(3) 0.4019(2) 0.0227(6) Uani 1 1 d . . . . .
H12A H 0.2913 0.2496 0.4758 0.027 Uiso 1 1 calc R U . . .
H12B H 0.2489 0.3030 0.3610 0.027 Uiso 1 1 calc R U . . .
C13 C 0.5820(4) -0.1110(3) 0.2729(3) 0.0246(6) Uani 1 1 d . . . . .
H13 H 0.4677 -0.1453 0.3053 0.030 Uiso 1 1 calc R U . . .
C14 C 1.1973(4) 0.2465(3) 0.1052(2) 0.0210(5) Uani 1 1 d . . . . .
H14A H 1.2687 0.2233 0.0328 0.025 Uiso 1 1 calc R U . . .
H14B H 1.2877 0.2428 0.1540 0.025 Uiso 1 1 calc R U . . .
C15 C 1.1014(4) 0.3702(3) 0.0958(2) 0.0213(6) Uani 1 1 d . . . . .
H15A H 1.1978 0.4275 0.0802 0.026 Uiso 1 1 calc R U . . .
H15B H 1.0320 0.3783 0.0359 0.026 Uiso 1 1 calc R U . . .
C16 C 0.9107(4) -0.0083(2) 0.1839(2) 0.0182(5) Uani 1 1 d . . . . .
C17 C 0.6517(4) 0.3145(2) 0.0133(2) 0.0171(5) Uani 1 1 d . . . . .
C18 C 0.8563(4) 0.5073(2) 0.2020(2) 0.0218(5) Uani 1 1 d . . . . .
H18A H 0.7969 0.5211 0.1380 0.026 Uiso 1 1 calc R U . . .
H18B H 0.9397 0.5702 0.2005 0.026 Uiso 1 1 calc R U . . .
C19 C 1.0781(4) 0.0577(2) 0.1379(2) 0.0178(5) Uani 1 1 d . . . . .
C20 C 0.7036(4) 0.5065(2) 0.3064(2) 0.0217(5) Uani 1 1 d . . . . .
H20A H 0.7633 0.4939 0.3704 0.026 Uiso 1 1 calc R U . . .
H20B H 0.6247 0.5824 0.3111 0.026 Uiso 1 1 calc R U . . .
C21 C 1.2610(4) -0.0074(3) 0.0839(3) 0.0262(6) Uani 1 1 d . . . . .
H21A H 1.2440 -0.0908 0.0865 0.039 Uiso 1 1 calc R U . . .
H21B H 1.2971 0.0228 0.0080 0.039 Uiso 1 1 calc R U . . .
H21C H 1.3613 0.0033 0.1220 0.039 Uiso 1 1 calc R U . . .
C22 C 0.6009(4) 0.0045(2) 0.2882(2) 0.0192(5) Uani 1 1 d . . . . .
C23 C 0.4532(4) 0.3871(3) 0.4094(2) 0.0210(5) Uani 1 1 d . . . . .
H23A H 0.3596 0.4557 0.4265 0.025 Uiso 1 1 calc R U . . .
H23B H 0.5250 0.3721 0.4682 0.025 Uiso 1 1 calc R U . . .
C24 C 0.4501(4) 0.0841(2) 0.3525(2) 0.0204(5) Uani 1 1 d . . . . .
C25 C 0.7329(4) -0.1754(3) 0.2094(3) 0.0263(6) Uani 1 1 d . . . . .
H25 H 0.7207 -0.2536 0.1957 0.032 Uiso 1 1 calc R U . . .
C26 C 0.2721(4) 0.0349(3) 0.4174(3) 0.0312(7) Uani 1 1 d . . . . .
H26A H 0.2796 -0.0490 0.4078 0.047 Uiso 1 1 calc R U . . .
H26B H 0.2593 0.0471 0.4945 0.047 Uiso 1 1 calc R U . . .
H26C H 0.1614 0.0746 0.3922 0.047 Uiso 1 1 calc R U . . .
C27 C 0.9016(4) -0.1253(3) 0.1662(3) 0.0236(6) Uani 1 1 d . . . . .
H27 H 1.0082 -0.1695 0.1257 0.028 Uiso 1 1 calc R U . . .
H501 H 1.036(5) 0.386(3) 0.250(3) 0.012(7) Uiso 1 1 d . . . . .
H701 H 0.523(5) 0.438(3) 0.254(3) 0.021(9) Uiso 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
Se1 C17 1.798(3) . ?
Se2 C11 1.797(3) . ?
Fe3 N01 2.135(2) . ?
Fe3 N9 2.140(2) . ?
Fe3 N6 2.183(2) . ?
Fe3 N8 2.257(2) . ?
Fe3 N10 2.265(2) . ?
Fe3 N7 2.296(2) . ?
Fe3 N5 2.307(2) . ?
C11 N01 1.163(4) . ?
N5 C15 1.469(3) . ?
N5 C18 1.481(4) . ?
N6 C16 1.346(3) . ?
N6 C22 1.359(3) . ?
N7 C23 1.470(3) . ?
N7 C20 1.478(4) . ?
N8 C24 1.278(4) . ?
N8 C12 1.466(3) . ?
N9 C17 1.164(4) . ?
N10 C19 1.279(4) . ?
N10 C14 1.464(3) . ?
C12 C23 1.524(4) . ?
C13 C22 1.388(4) . ?
C13 C25 1.390(4) . ?
C14 C15 1.523(4) . ?
C16 C27 1.398(4) . ?
C16 C19 1.482(4) . ?
C18 C20 1.523(4) . ?
C19 C21 1.502(4) . ?
C22 C24 1.488(4) . ?
C24 C26 1.505(4) . ?
C25 C27 1.389(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
N01 Fe3 N9 171.29(10) . . ?
N01 Fe3 N6 95.83(9) . . ?
N9 Fe3 N6 92.88(9) . . ?
N01 Fe3 N8 88.20(9) . . ?
N9 Fe3 N8 94.79(9) . . ?
N6 Fe3 N8 70.93(8) . . ?
N01 Fe3 N10 94.56(9) . . ?
N9 Fe3 N10 88.21(9) . . ?
N6 Fe3 N10 70.52(8) . . ?
N8 Fe3 N10 141.44(8) . . ?
N01 Fe3 N7 88.26(9) . . ?
N9 Fe3 N7 84.88(9) . . ?
N6 Fe3 N7 142.78(8) . . ?
N8 Fe3 N7 72.25(8) . . ?
N10 Fe3 N7 146.18(9) . . ?
N01 Fe3 N5 83.76(9) . . ?
N9 Fe3 N5 89.27(9) . . ?
N6 Fe3 N5 142.33(8) . . ?
N8 Fe3 N5 146.34(8) . . ?
N10 Fe3 N5 71.97(8) . . ?
N7 Fe3 N5 74.88(8) . . ?
N01 C11 Se2 178.4(2) . . ?
C15 N5 C18 114.5(2) . . ?
C15 N5 Fe3 110.39(17) . . ?
C18 N5 Fe3 110.51(16) . . ?
C16 N6 C22 119.3(2) . . ?
C16 N6 Fe3 120.53(18) . . ?
C22 N6 Fe3 119.94(18) . . ?
C23 N7 C20 113.3(2) . . ?
C23 N7 Fe3 110.69(17) . . ?
C20 N7 Fe3 110.81(16) . . ?
C24 N8 C12 121.4(2) . . ?
C24 N8 Fe3 120.12(19) . . ?
C12 N8 Fe3 118.48(18) . . ?
C17 N9 Fe3 167.1(2) . . ?
C19 N10 C14 121.9(2) . . ?
C19 N10 Fe3 119.84(18) . . ?
C14 N10 Fe3 118.16(17) . . ?
C11 N01 Fe3 156.5(2) . . ?
N8 C12 C23 109.2(2) . . ?
C22 C13 C25 118.9(3) . . ?
N10 C14 C15 108.1(2) . . ?
N5 C15 C14 107.9(2) . . ?
N6 C16 C27 122.0(3) . . ?
N6 C16 C19 114.0(2) . . ?
C27 C16 C19 124.0(2) . . ?
N9 C17 Se1 176.6(2) . . ?
N5 C18 C20 107.5(2) . . ?
N10 C19 C16 114.7(2) . . ?
N10 C19 C21 126.3(3) . . ?
C16 C19 C21 119.1(2) . . ?
N7 C20 C18 108.0(2) . . ?
N6 C22 C13 121.5(3) . . ?
N6 C22 C24 113.8(2) . . ?
C13 C22 C24 124.6(3) . . ?
N7 C23 C12 108.9(2) . . ?
N8 C24 C22 114.8(2) . . ?
N8 C24 C26 126.2(3) . . ?
C22 C24 C26 119.1(2) . . ?
C27 C25 C13 119.8(3) . . ?
C25 C27 C16 118.3(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C24 N8 C12 C23 162.9(3) . . . . ?
Fe3 N8 C12 C23 -17.2(3) . . . . ?
C19 N10 C14 C15 160.0(3) . . . . ?
Fe3 N10 C14 C15 -24.0(3) . . . . ?
C18 N5 C15 C14 -177.3(2) . . . . ?
Fe3 N5 C15 C14 -51.8(2) . . . . ?
N10 C14 C15 N5 48.7(3) . . . . ?
C22 N6 C16 C27 2.5(4) . . . . ?
Fe3 N6 C16 C27 -171.7(2) . . . . ?
C22 N6 C16 C19 -179.9(2) . . . . ?
Fe3 N6 C16 C19 6.0(3) . . . . ?
C15 N5 C18 C20 170.2(2) . . . . ?
Fe3 N5 C18 C20 44.8(3) . . . . ?
C14 N10 C19 C16 -177.9(2) . . . . ?
Fe3 N10 C19 C16 6.2(3) . . . . ?
C14 N10 C19 C21 2.2(4) . . . . ?
Fe3 N10 C19 C21 -173.8(2) . . . . ?
N6 C16 C19 N10 -7.8(4) . . . . ?
C27 C16 C19 N10 169.8(3) . . . . ?
N6 C16 C19 C21 172.2(2) . . . . ?
C27 C16 C19 C21 -10.2(4) . . . . ?
C23 N7 C20 C18 169.7(2) . . . . ?
Fe3 N7 C20 C18 44.6(3) . . . . ?
N5 C18 C20 N7 -59.5(3) . . . . ?
C16 N6 C22 C13 -3.1(4) . . . . ?
Fe3 N6 C22 C13 171.1(2) . . . . ?
C16 N6 C22 C24 178.4(2) . . . . ?
Fe3 N6 C22 C24 -7.5(3) . . . . ?
C25 C13 C22 N6 0.6(4) . . . . ?
C25 C13 C22 C24 179.0(3) . . . . ?
C20 N7 C23 C12 -175.0(2) . . . . ?
Fe3 N7 C23 C12 -49.9(3) . . . . ?
N8 C12 C23 N7 43.2(3) . . . . ?
C12 N8 C24 C22 177.8(2) . . . . ?
Fe3 N8 C24 C22 -2.2(3) . . . . ?
C12 N8 C24 C26 -2.4(5) . . . . ?
Fe3 N8 C24 C26 177.6(2) . . . . ?
N6 C22 C24 N8 6.1(4) . . . . ?
C13 C22 C24 N8 -172.4(3) . . . . ?
N6 C22 C24 C26 -173.7(3) . . . . ?
C13 C22 C24 C26 7.8(4) . . . . ?
C22 C13 C25 C27 2.6(5) . . . . ?
C13 C25 C27 C16 -3.1(5) . . . . ?
N6 C16 C27 C25 0.6(4) . . . . ?
C19 C16 C27 C25 -176.8(3) . . . . ?

_refine_diff_density_max         1.523
_refine_diff_density_min         -1.372
_refine_diff_density_rms         0.144

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054902'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C17 H23 Fe N7 Se2'
_chemical_formula_sum            'C17 H23 Fe N7 Se2'
_chemical_formula_weight         539.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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                   7.275(2)
_cell_length_b                   11.692(4)
_cell_length_c                   12.760(4)
_cell_angle_alpha                85.868(2)
_cell_angle_beta                 76.764(2)
_cell_angle_gamma                85.302(2)
_cell_volume                     1051.4(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    4.196
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7341
_diffrn_reflns_av_unetI/netI     0.0301
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         5.324
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             4224
_reflns_number_gt                3583
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0476P)²+0.6616P] 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         4224
_refine_ls_number_parameters     244
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0349
_refine_ls_wR_factor_ref         0.0938
_refine_ls_wR_factor_gt          0.0885
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
C08 C 0.4011(4) 0.9912(3) 0.2082(3) 0.0503(7) Uani 1 1 d . . . . .
Se1 Se 0.36942(5) 0.65840(3) 0.62166(2) 0.05828(12) Uani 1 1 d . . . . .
Se2 Se 0.13962(6) 0.70407(4) -0.11607(3) 0.06949(14) Uani 1 1 d . . . . .
Fe3 Fe 0.23858(5) 0.75203(3) 0.25194(3) 0.03694(12) Uani 1 1 d . . . . .
N02 N 0.2427(3) 0.9382(2) 0.2563(2) 0.0443(5) Uani 1 1 d . . . . .
C116 C 0.1401(4) 0.7378(3) 0.0182(2) 0.0443(6) Uani 1 1 d . . . . .
C117 C 0.3489(4) 0.6930(3) 0.4859(2) 0.0429(6) Uani 1 1 d . . . . .
N01 N -0.0404(3) 0.8240(2) 0.3503(2) 0.0446(5) Uani 1 1 d . . . . .
N03 N 0.5195(3) 0.8082(2) 0.1551(2) 0.0457(5) Uani 1 1 d . . . . .
N04 N 0.4248(3) 0.5891(2) 0.1969(2) 0.0463(5) Uani 1 1 d . . . . .
H04 H 0.5004 0.5679 0.2507 0.056 Uiso 1 1 calc R U . . .
N16 N 0.1443(4) 0.7602(3) 0.1039(2) 0.0519(6) Uani 1 1 d . . . . .
N05 N 0.0421(3) 0.6029(2) 0.3005(2) 0.0468(5) Uani 1 1 d . . . . .
H05 H -0.0332 0.6030 0.2458 0.056 Uiso 1 1 calc R U . . .
C011 C 0.5576(4) 0.6138(3) 0.0938(3) 0.0530(7) Uani 1 1 d . . . . .
H01A H 0.4896 0.6260 0.0364 0.064 Uiso 1 1 calc R U . . .
H01B H 0.6497 0.5492 0.0771 0.064 Uiso 1 1 calc R U . . .
C013 C 0.1533(5) 0.4920(3) 0.2981(3) 0.0579(8) Uani 1 1 d . . . . .
H01C H 0.0727 0.4297 0.2990 0.069 Uiso 1 1 calc R U . . .
H01D H 0.2087 0.4809 0.3607 0.069 Uiso 1 1 calc R U . . .
C012 C 0.3078(5) 0.4933(3) 0.1957(3) 0.0577(8) Uani 1 1 d . . . . .
H01E H 0.3848 0.4213 0.1918 0.069 Uiso 1 1 calc R U . . .
H01F H 0.2521 0.5026 0.1331 0.069 Uiso 1 1 calc R U . . .
C02 C -0.0715(4) 0.9317(3) 0.3599(2) 0.0485(7) Uani 1 1 d . . . . .
C014 C -0.0905(4) 0.6242(3) 0.4036(3) 0.0559(8) Uani 1 1 d . . . . .
H01G H -0.0230 0.6184 0.4613 0.067 Uiso 1 1 calc R U . . .
H01H H -0.1845 0.5675 0.4192 0.067 Uiso 1 1 calc R U . . .
C03 C 0.0915(4) 1.0004(3) 0.3109(3) 0.0479(7) Uani 1 1 d . . . . .
N17 N 0.3325(4) 0.7192(3) 0.3996(2) 0.0546(6) Uani 1 1 d . . . . .
C010 C 0.6570(4) 0.7202(3) 0.1022(3) 0.0560(8) Uani 1 1 d . . . . .
H01I H 0.7531 0.7013 0.1434 0.067 Uiso 1 1 calc R U . . .
H01J H 0.7187 0.7492 0.0307 0.067 Uiso 1 1 calc R U . . .
C07 C 0.5555(4) 0.9138(3) 0.1482(3) 0.0507(7) Uani 1 1 d . . . . .
C015 C -0.1860(4) 0.7434(3) 0.3960(3) 0.0568(8) Uani 1 1 d . . . . .
H01K H -0.2761 0.7444 0.3505 0.068 Uiso 1 1 calc R U . . .
H01L H -0.2537 0.7655 0.4671 0.068 Uiso 1 1 calc R U . . .
C01 C -0.2560(5) 0.9917(4) 0.4158(4) 0.0739(11) Uani 1 1 d . . . . .
H01M H -0.2429 1.0731 0.4120 0.111 Uiso 1 1 calc R U . . .
H01N H -0.3544 0.9763 0.3809 0.111 Uiso 1 1 calc R U . . .
H01O H -0.2878 0.9640 0.4899 0.111 Uiso 1 1 calc R U . . .
C05 C 0.2591(6) 1.1698(3) 0.2751(5) 0.0880(14) Uani 1 1 d . . . . .
H05A H 0.2662 1.2476 0.2834 0.106 Uiso 1 1 calc R U . . .
C06 C 0.4131(6) 1.1078(3) 0.2168(4) 0.0736(11) Uani 1 1 d . . . . .
H06 H 0.5230 1.1434 0.1838 0.088 Uiso 1 1 calc R U . . .
C04 C 0.0950(6) 1.1175(3) 0.3213(4) 0.0723(11) Uani 1 1 d . . . . .
H04A H -0.0109 1.1596 0.3585 0.087 Uiso 1 1 calc R U . . .
C09 C 0.7371(5) 0.9624(4) 0.0861(4) 0.0804(12) Uani 1 1 d . . . . .
H09A H 0.7295 1.0439 0.0934 0.121 Uiso 1 1 calc R U . . .
H09B H 0.8412 0.9272 0.1140 0.121 Uiso 1 1 calc R U . . .
H09C H 0.7562 0.9471 0.0113 0.121 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
C08 N02 1.351(4) . ?
C08 C06 1.386(5) . ?
C08 C07 1.486(5) . ?
Se1 C117 1.787(3) . ?
Se2 C116 1.786(3) . ?
Fe3 N17 2.146(3) . ?
Fe3 N16 2.146(3) . ?
Fe3 N02 2.185(3) . ?
Fe3 N03 2.254(2) . ?
Fe3 N01 2.260(2) . ?
Fe3 N04 2.300(2) . ?
Fe3 N05 2.305(3) . ?
N02 C03 1.347(4) . ?
C116 N16 1.150(4) . ?
C117 N17 1.152(4) . ?
N01 C02 1.271(4) . ?
N01 C015 1.467(4) . ?
N03 C07 1.275(4) . ?
N03 C010 1.462(4) . ?
N04 C012 1.464(4) . ?
N04 C011 1.469(4) . ?
N05 C014 1.466(4) . ?
N05 C013 1.470(4) . ?
C011 C010 1.512(5) . ?
C013 C012 1.516(5) . ?
C02 C03 1.479(4) . ?
C02 C01 1.510(4) . ?
C014 C015 1.512(5) . ?
C03 C04 1.389(5) . ?
C07 C09 1.508(4) . ?
C05 C04 1.375(6) . ?
C05 C06 1.378(6) . ?

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
N02 C08 C06 121.3(3) . . ?
N02 C08 C07 114.1(3) . . ?
C06 C08 C07 124.6(3) . . ?
N17 Fe3 N16 172.26(11) . . ?
N17 Fe3 N02 93.37(11) . . ?
N16 Fe3 N02 94.37(10) . . ?
N17 Fe3 N03 94.73(10) . . ?
N16 Fe3 N03 87.80(10) . . ?
N02 Fe3 N03 70.84(9) . . ?
N17 Fe3 N01 88.06(10) . . ?
N16 Fe3 N01 94.56(10) . . ?
N02 Fe3 N01 70.32(9) . . ?
N03 Fe3 N01 141.16(9) . . ?
N17 Fe3 N04 85.10(10) . . ?
N16 Fe3 N04 88.70(10) . . ?
N02 Fe3 N04 143.00(9) . . ?
N03 Fe3 N04 72.45(9) . . ?
N01 Fe3 N04 146.25(9) . . ?
N17 Fe3 N05 89.61(10) . . ?
N16 Fe3 N05 84.27(10) . . ?
N02 Fe3 N05 142.35(9) . . ?
N03 Fe3 N05 146.29(9) . . ?
N01 Fe3 N05 72.29(9) . . ?
N04 Fe3 N05 74.65(9) . . ?
C03 N02 C08 119.4(3) . . ?
C03 N02 Fe3 120.54(19) . . ?
C08 N02 Fe3 120.0(2) . . ?
N16 C116 Se2 178.6(3) . . ?
N17 C117 Se1 177.4(3) . . ?
C02 N01 C015 121.8(2) . . ?
C02 N01 Fe3 120.3(2) . . ?
C015 N01 Fe3 117.82(19) . . ?
C07 N03 C010 121.8(3) . . ?
C07 N03 Fe3 120.2(2) . . ?
C010 N03 Fe3 117.94(19) . . ?
C012 N04 C011 114.0(3) . . ?
C012 N04 Fe3 110.70(18) . . ?
C011 N04 Fe3 110.21(19) . . ?
C116 N16 Fe3 158.0(3) . . ?
C014 N05 C013 114.6(3) . . ?
C014 N05 Fe3 109.83(19) . . ?
C013 N05 Fe3 110.59(18) . . ?
N04 C011 C010 109.0(3) . . ?
N05 C013 C012 107.9(3) . . ?
N04 C012 C013 108.4(3) . . ?
N01 C02 C03 114.8(2) . . ?
N01 C02 C01 125.7(3) . . ?
C03 C02 C01 119.5(3) . . ?
N05 C014 C015 108.6(3) . . ?
N02 C03 C04 121.7(3) . . ?
N02 C03 C02 113.8(3) . . ?
C04 C03 C02 124.4(3) . . ?
C117 N17 Fe3 166.6(3) . . ?
N03 C010 C011 109.7(2) . . ?
N03 C07 C08 114.7(3) . . ?
N03 C07 C09 125.4(3) . . ?
C08 C07 C09 119.8(3) . . ?
N01 C015 C014 108.6(2) . . ?
C04 C05 C06 120.5(4) . . ?
C05 C06 C08 118.7(3) . . ?
C05 C04 C03 118.3(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C06 C08 N02 C03 2.1(5) . . . . ?
C07 C08 N02 C03 -178.4(3) . . . . ?
C06 C08 N02 Fe3 -174.8(3) . . . . ?
C07 C08 N02 Fe3 4.7(4) . . . . ?
C012 N04 C011 C010 175.0(3) . . . . ?
Fe3 N04 C011 C010 49.8(3) . . . . ?
C014 N05 C013 C012 -169.1(3) . . . . ?
Fe3 N05 C013 C012 -44.3(3) . . . . ?
C011 N04 C012 C013 -169.1(3) . . . . ?
Fe3 N04 C012 C013 -44.2(3) . . . . ?
N05 C013 C012 N04 59.2(4) . . . . ?
C015 N01 C02 C03 178.9(3) . . . . ?
Fe3 N01 C02 C03 -5.0(4) . . . . ?
C015 N01 C02 C01 -1.1(5) . . . . ?
Fe3 N01 C02 C01 175.1(3) . . . . ?
C013 N05 C014 C015 176.8(3) . . . . ?
Fe3 N05 C014 C015 51.6(3) . . . . ?
C08 N02 C03 C04 -1.5(5) . . . . ?
Fe3 N02 C03 C04 175.4(3) . . . . ?
C08 N02 C03 C02 -179.7(3) . . . . ?
Fe3 N02 C03 C02 -2.8(3) . . . . ?
N01 C02 C03 N02 5.0(4) . . . . ?
C01 C02 C03 N02 -175.1(3) . . . . ?
N01 C02 C03 C04 -173.2(3) . . . . ?
C01 C02 C03 C04 6.8(5) . . . . ?
C07 N03 C010 C011 -162.0(3) . . . . ?
Fe3 N03 C010 C011 18.5(4) . . . . ?
N04 C011 C010 N03 -44.3(4) . . . . ?
C010 N03 C07 C08 -179.1(3) . . . . ?
Fe3 N03 C07 C08 0.4(4) . . . . ?
C010 N03 C07 C09 0.6(5) . . . . ?
Fe3 N03 C07 C09 -179.9(3) . . . . ?
N02 C08 C07 N03 -3.2(4) . . . . ?
C06 C08 C07 N03 176.3(4) . . . . ?
N02 C08 C07 C09 177.0(3) . . . . ?
C06 C08 C07 C09 -3.5(6) . . . . ?
C02 N01 C015 C014 -161.7(3) . . . . ?
Fe3 N01 C015 C014 22.1(3) . . . . ?
N05 C014 C015 N01 -47.7(4) . . . . ?
C04 C05 C06 C08 -1.8(7) . . . . ?
N02 C08 C06 C05 -0.4(6) . . . . ?
C07 C08 C06 C05 -179.9(4) . . . . ?
C06 C05 C04 C03 2.4(7) . . . . ?
N02 C03 C04 C05 -0.7(6) . . . . ?
C02 C03 C04 C05 177.3(4) . . . . ?

_refine_diff_density_max         0.708
_refine_diff_density_min         -0.954
_refine_diff_density_rms         0.068

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054903'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H25 Fe N7 S2'
_chemical_formula_weight         459.42

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'
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                   7.61060(10)
_cell_length_b                   11.3658(2)
_cell_length_c                   23.8383(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.8260(10)
_cell_angle_gamma                90
_cell_volume                     2057.43(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.955
_shelx_estimated_absorpt_T_min   0.713
_shelx_estimated_absorpt_T_max   0.927
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11544
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.292
_diffrn_reflns_theta_max         30.041
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6008
_reflns_number_gt                4978
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0186P)²+1.9874P] 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         6008
_refine_ls_number_parameters     350
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.0876
_refine_ls_wR_factor_gt          0.0835
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_restrained_S_all      1.158
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.35002(4) 0.22539(3) 0.36956(2) 0.02058(8) Uani 1 1 d . . . . .
S1 S 0.59683(6) 0.10942(5) 0.19109(2) 0.02368(11) Uani 1 1 d . . . . .
S2 S 0.09955(7) 0.32691(5) 0.54661(2) 0.02654(12) Uani 1 1 d . . . . .
N1 N 0.3458(2) 0.03459(14) 0.38804(6) 0.0178(3) Uani 1 1 d . . . . .
N3 N 0.5922(2) 0.17237(18) 0.42809(7) 0.0286(4) Uani 1 1 d . . . . .
N2 N 0.0892(2) 0.14626(18) 0.33546(7) 0.0279(4) Uani 1 1 d . . . . .
N5 N 0.2143(2) 0.28249(16) 0.43946(8) 0.0292(4) Uani 1 1 d . . . . .
C1 C 0.5296(2) 0.14857(17) 0.25249(8) 0.0189(4) Uani 1 1 d . . . . .
N4 N 0.4827(2) 0.17806(15) 0.29591(7) 0.0219(3) Uani 1 1 d . . . . .
C13A C 0.6404(7) 0.3734(5) 0.44244(18) 0.0368(11) Uani 0.7 1 d . . P A 1
H13A H 0.5527 0.3858 0.4707 0.044 Uiso 0.7 1 calc R U P A 1
H13B H 0.7313 0.4355 0.4474 0.044 Uiso 0.7 1 calc R U P A 1
C2 C 0.1650(2) 0.30204(18) 0.48359(8) 0.0222(4) Uani 1 1 d . . . . .
C7 C 0.2081(3) -0.03169(18) 0.36880(8) 0.0213(4) Uani 1 1 d . . . . .
C3 C 0.4861(3) -0.01824(19) 0.41456(8) 0.0237(4) Uani 1 1 d . . . . .
N7A N 0.2371(4) 0.3873(3) 0.31755(14) 0.0238(6) Uani 0.7 1 d D . P A 1
C6 C 0.2047(3) -0.1525(2) 0.37560(10) 0.0337(5) Uani 1 1 d . . . . .
C9 C -0.1087(3) -0.0261(3) 0.32231(10) 0.0457(7) Uani 1 1 d . . . . .
H9A H -0.2033 0.0006 0.3452 0.069 Uiso 1 1 calc R U . . .
H9B H -0.0921 -0.1111 0.3271 0.069 Uiso 1 1 calc R U . . .
H9C H -0.1401 -0.0087 0.2826 0.069 Uiso 1 1 calc R U . . .
N6A N 0.5546(4) 0.3793(3) 0.38592(13) 0.0256(6) Uani 0.7 1 d . . P A 1
C8 C 0.0600(2) 0.0370(2) 0.34073(8) 0.0261(4) Uani 1 1 d . . . . .
C15A C 0.3772(17) 0.4803(11) 0.3150(6) 0.038(3) Uani 0.7 1 d . . P A 1
H15A H 0.4626 0.4577 0.2873 0.046 Uiso 0.7 1 calc R U P A 1
H15B H 0.3232 0.5563 0.3031 0.046 Uiso 0.7 1 calc R U P A 1
C4 C 0.4917(4) -0.1403(2) 0.42173(10) 0.0375(6) Uani 1 1 d . . . . .
C5 C 0.3491(4) -0.2066(2) 0.40205(11) 0.0441(7) Uani 1 1 d . . . . .
C11 C 0.7895(3) 0.0150(3) 0.46722(10) 0.0485(7) Uani 1 1 d . . . . .
H11A H 0.8851 0.0726 0.4659 0.073 Uiso 1 1 calc R U . . .
H11B H 0.8237 -0.0582 0.4491 0.073 Uiso 1 1 calc R U . . .
H11C H 0.7666 -0.0008 0.5065 0.073 Uiso 1 1 calc R U . . .
C12A C 0.7242(6) 0.2534(5) 0.4502(2) 0.0282(9) Uani 0.7 1 d . . P A 1
H12A H 0.8319 0.2476 0.4292 0.034 Uiso 0.7 1 calc R U P A 1
H12B H 0.7555 0.2375 0.4905 0.034 Uiso 0.7 1 calc R U P A 1
C10 C 0.6253(3) 0.0635(2) 0.43667(8) 0.0294(5) Uani 1 1 d . . . . .
C17A C -0.0198(6) 0.2934(3) 0.26309(16) 0.0359(9) Uani 0.7 1 d . . P A 1
H17A H -0.1136 0.3526 0.2551 0.043 Uiso 0.7 1 calc R U P A 1
H17B H -0.0309 0.2336 0.2329 0.043 Uiso 0.7 1 calc R U P A 1
C18A C -0.0495(4) 0.2347(3) 0.31830(16) 0.0261(7) Uani 0.7 1 d . . P A 1
H18A H -0.0525 0.2956 0.3479 0.031 Uiso 0.7 1 calc R U P A 1
H18B H -0.1656 0.1951 0.3153 0.031 Uiso 0.7 1 calc R U P A 1
C16A C 0.1607(5) 0.3546(3) 0.26107(13) 0.0340(8) Uani 0.7 1 d . . P A 1
H16A H 0.2429 0.3012 0.2430 0.041 Uiso 0.7 1 calc R U P A 1
H16B H 0.1468 0.4263 0.2376 0.041 Uiso 0.7 1 calc R U P A 1
C14A C 0.4685(4) 0.4919(3) 0.37191(17) 0.0346(8) Uani 0.7 1 d . . P A 1
H14A H 0.5570 0.5558 0.3721 0.041 Uiso 0.7 1 calc R U P A 1
H14B H 0.3824 0.5111 0.3999 0.041 Uiso 0.7 1 calc R U P A 1
N7B N 0.4824(10) 0.4070(7) 0.3680(3) 0.0314(16) Uani 0.3 1 d D . P A 2
N6B N 0.1701(10) 0.3534(7) 0.3060(3) 0.0229(14) Uani 0.3 1 d D . P A 2
C14B C 0.2934(12) 0.4329(8) 0.2817(4) 0.0362(18) Uani 0.3 1 d . . P A 2
H14C H 0.3765 0.3890 0.2593 0.043 Uiso 0.3 1 calc R U P A 2
H14D H 0.2304 0.4916 0.2572 0.043 Uiso 0.3 1 calc R U P A 2
C12B C -0.0446(12) 0.1979(10) 0.2964(4) 0.038(2) Uani 0.3 1 d . . P A 2
H12C H -0.1398 0.2338 0.3170 0.045 Uiso 0.3 1 calc R U P A 2
H12D H -0.0966 0.1373 0.2704 0.045 Uiso 0.3 1 calc R U P A 2
C13B C 0.0503(12) 0.2912(8) 0.2640(4) 0.025(2) Uiso 0.3 1 d . . P A 2
H13C H 0.1184 0.2542 0.2348 0.030 Uiso 0.3 1 calc R U P A 2
H13D H -0.0353 0.3470 0.2457 0.030 Uiso 0.3 1 calc R U P A 2
C17B C 0.6071(15) 0.3850(10) 0.4657(5) 0.039(2) Uani 0.3 1 d . . P A 2
H17C H 0.6893 0.4311 0.4910 0.047 Uiso 0.3 1 calc R U P A 2
H17D H 0.5102 0.3585 0.4883 0.047 Uiso 0.3 1 calc R U P A 2
C16B C 0.5298(15) 0.4673(9) 0.4218(4) 0.056(3) Uani 0.3 1 d . . P A 2
H16C H 0.4231 0.5044 0.4356 0.067 Uiso 0.3 1 calc R U P A 2
H16D H 0.6157 0.5305 0.4154 0.067 Uiso 0.3 1 calc R U P A 2
C18B C 0.6968(18) 0.2848(12) 0.4495(6) 0.032(4) Uiso 0.3 1 d . . P A 2
H18C H 0.7761 0.2605 0.4821 0.039 Uiso 0.3 1 calc R U P A 2
H18D H 0.7729 0.3088 0.4194 0.039 Uiso 0.3 1 calc R U P A 2
C15B C 0.385(4) 0.489(3) 0.3290(13) 0.036(6) Uani 0.3 1 d . . P A 2
H15C H 0.2981 0.5327 0.3502 0.043 Uiso 0.3 1 calc R U P A 2
H15D H 0.4686 0.5469 0.3151 0.043 Uiso 0.3 1 calc R U P A 2
H2 H 0.592(3) -0.173(2) 0.4372(11) 0.035(7) Uiso 1 1 d . . . . .
H1 H 0.355(5) -0.291(3) 0.4088(15) 0.082(11) Uiso 1 1 d . . . . .
H3 H 0.116(4) -0.198(3) 0.3643(13) 0.055(9) Uiso 1 1 d . . . . .
H601 H 0.645(5) 0.368(4) 0.3624(17) 0.030 Uiso 0.7 1 d . U P B 1
H602 H 0.162(16) 0.404(11) 0.335(4) 0.030 Uiso 0.3 1 d D U P C 2
H702 H 0.583(8) 0.377(9) 0.357(4) 0.030 Uiso 0.3 1 d D U P D 2
H701 H 0.140(4) 0.419(5) 0.3319(19) 0.030 Uiso 0.7 1 d D U P E 1


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N5 2.1198(17) . ?
Fe1 N4 2.1516(16) . ?
Fe1 N1 2.2136(16) . ?
Fe1 N2 2.2793(18) . ?
Fe1 N7B 2.299(7) . ?
Fe1 N3 2.3158(18) . ?
Fe1 N7A 2.349(3) . ?
Fe1 N6A 2.357(3) . ?
S1 C1 1.6438(19) . ?
S2 C2 1.638(2) . ?
N1 C3 1.345(2) . ?
N1 C7 1.346(2) . ?
N3 C10 1.276(3) . ?
N3 C12A 1.437(5) . ?
N3 C18B 1.573(15) . ?
N2 C8 1.270(3) . ?
N2 C12B 1.457(9) . ?
N2 C18A 1.495(4) . ?
N5 C2 1.162(3) . ?
C1 N4 1.166(2) . ?
C13A N6A 1.459(6) . ?
C13A C12A 1.512(8) . ?
C7 C6 1.383(3) . ?
C7 C8 1.492(3) . ?
C3 C4 1.398(3) . ?
C3 C10 1.479(3) . ?
N7A C16A 1.478(5) . ?
N7A C15A 1.506(14) . ?
C6 C5 1.375(4) . ?
C9 C8 1.510(3) . ?
N6A C14A 1.467(4) . ?
C15A C14A 1.488(14) . ?
C4 C5 1.378(4) . ?
C11 C10 1.508(3) . ?
C17A C18A 1.506(5) . ?
C17A C16A 1.543(6) . ?
N7B C16B 1.479(12) . ?
N7B C15B 1.48(3) . ?
N6B C14B 1.451(11) . ?
N6B C13B 1.486(11) . ?
C14B C15B 1.43(3) . ?
C12B C13B 1.522(14) . ?
C17B C18B 1.395(17) . ?
C17B C16B 1.494(15) . ?

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
N5 Fe1 N4 176.24(7) . . ?
N5 Fe1 N1 97.43(6) . . ?
N4 Fe1 N1 86.06(6) . . ?
N5 Fe1 N2 86.71(7) . . ?
N4 Fe1 N2 93.17(6) . . ?
N1 Fe1 N2 70.15(6) . . ?
N5 Fe1 N7B 88.6(2) . . ?
N4 Fe1 N7B 88.9(2) . . ?
N1 Fe1 N7B 153.6(2) . . ?
N2 Fe1 N7B 136.1(2) . . ?
N5 Fe1 N3 90.92(7) . . ?
N4 Fe1 N3 91.64(6) . . ?
N1 Fe1 N3 69.31(6) . . ?
N2 Fe1 N3 138.70(7) . . ?
N7B Fe1 N3 84.9(2) . . ?
N5 Fe1 N7A 89.70(9) . . ?
N4 Fe1 N7A 86.57(9) . . ?
N1 Fe1 N7A 149.61(10) . . ?
N2 Fe1 N7A 80.88(10) . . ?
N3 Fe1 N7A 140.37(10) . . ?
N5 Fe1 N6A 89.66(9) . . ?
N4 Fe1 N6A 88.83(9) . . ?
N1 Fe1 N6A 135.42(9) . . ?
N2 Fe1 N6A 154.41(10) . . ?
N3 Fe1 N6A 66.61(10) . . ?
N7A Fe1 N6A 73.77(12) . . ?
C3 N1 C7 119.06(18) . . ?
C3 N1 Fe1 120.61(13) . . ?
C7 N1 Fe1 120.12(13) . . ?
C10 N3 C12A 115.9(3) . . ?
C10 N3 C18B 130.2(5) . . ?
C10 N3 Fe1 119.30(14) . . ?
C12A N3 Fe1 124.3(2) . . ?
C18B N3 Fe1 110.5(5) . . ?
C8 N2 C12B 109.8(5) . . ?
C8 N2 C18A 124.1(2) . . ?
C8 N2 Fe1 120.32(14) . . ?
C12B N2 Fe1 128.6(4) . . ?
C18A N2 Fe1 114.50(18) . . ?
C2 N5 Fe1 166.92(18) . . ?
N4 C1 S1 178.98(19) . . ?
C1 N4 Fe1 169.79(15) . . ?
N6A C13A C12A 108.2(3) . . ?
N5 C2 S2 178.4(2) . . ?
N1 C7 C6 122.4(2) . . ?
N1 C7 C8 114.06(18) . . ?
C6 C7 C8 123.5(2) . . ?
N1 C3 C4 121.1(2) . . ?
N1 C3 C10 114.46(19) . . ?
C4 C3 C10 124.3(2) . . ?
C16A N7A C15A 112.1(6) . . ?
C16A N7A Fe1 113.1(2) . . ?
C15A N7A Fe1 109.7(5) . . ?
C5 C6 C7 118.5(2) . . ?
C13A N6A C14A 114.6(3) . . ?
C13A N6A Fe1 111.6(3) . . ?
C14A N6A Fe1 109.2(2) . . ?
N2 C8 C7 115.10(17) . . ?
N2 C8 C9 125.9(2) . . ?
C7 C8 C9 119.0(2) . . ?
C14A C15A N7A 108.3(8) . . ?
C5 C4 C3 118.9(2) . . ?
C6 C5 C4 120.0(2) . . ?
N3 C12A C13A 104.7(4) . . ?
N3 C10 C3 115.01(18) . . ?
N3 C10 C11 125.4(2) . . ?
C3 C10 C11 119.6(2) . . ?
C18A C17A C16A 114.4(3) . . ?
N2 C18A C17A 113.1(3) . . ?
N7A C16A C17A 112.4(3) . . ?
N6A C14A C15A 107.7(6) . . ?
C16B N7B C15B 109.6(15) . . ?
C16B N7B Fe1 118.9(6) . . ?
C15B N7B Fe1 111.9(13) . . ?
C14B N6B C13B 114.3(7) . . ?
C15B C14B N6B 104.7(12) . . ?
N2 C12B C13B 105.6(7) . . ?
N6B C13B C12B 106.3(7) . . ?
C18B C17B C16B 119.7(12) . . ?
N7B C16B C17B 112.3(9) . . ?
C17B C18B N3 120.4(10) . . ?
C14B C15B N7B 114(2) . . ?

_refine_diff_density_max         0.365
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.063

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054904'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H25 Fe N7 S2'
_chemical_formula_weight         459.42

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'
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                   7.6865(2)
_cell_length_b                   11.5038(4)
_cell_length_c                   24.0051(7)
_cell_angle_alpha                90
_cell_angle_beta                 85.856(2)
_cell_angle_gamma                90
_cell_volume                     2117.08(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.928
_shelx_estimated_absorpt_T_min   0.606
_shelx_estimated_absorpt_T_max   0.873
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6059
_exptl_absorpt_correction_T_max  0.8733
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17041
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.964
_diffrn_reflns_theta_max         30.056
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6165
_reflns_number_gt                4730
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0733P)²+1.6406P] 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         6165
_refine_ls_number_parameters     291
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1666
_refine_ls_wR_factor_gt          0.1557
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.002
_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
Fe Fe 0.65055(5) 0.22818(4) 0.37122(2) 0.04598(14) Uani 1 1 d . . . . .
S2 S 0.40746(11) 0.11866(9) 0.19391(3) 0.0623(2) Uani 1 1 d . . . . .
S1 S 0.89834(12) 0.32116(10) 0.54695(3) 0.0676(3) Uani 1 1 d . . . . .
N6 N 0.7844(4) 0.2823(3) 0.44128(12) 0.0659(7) Uani 1 1 d . . . . .
C2 C 0.7886(6) -0.1456(3) 0.37341(15) 0.0681(9) Uani 1 1 d . . . . .
C8 C 0.9366(4) 0.0418(3) 0.34113(11) 0.0543(7) Uani 1 1 d . . . . .
N3 N 0.9092(3) 0.1497(3) 0.33692(11) 0.0562(6) Uani 1 1 d . . . . .
N1 N 0.6529(3) 0.0386(2) 0.38846(9) 0.0437(5) Uani 1 1 d . . . . .
N2 N 0.4109(3) 0.1752(3) 0.42961(11) 0.0590(7) Uani 1 1 d . . . . .
C11 C 0.4729(3) 0.1551(3) 0.25472(11) 0.0456(6) Uani 1 1 d . . . . .
N7 N 0.5190(3) 0.1824(3) 0.29777(11) 0.0554(6) Uani 1 1 d . . . . .
C6 C 0.3766(4) 0.0691(4) 0.43751(12) 0.0582(8) Uani 1 1 d . . . . .
C1 C 0.7879(4) -0.0265(3) 0.36843(11) 0.0485(6) Uani 1 1 d . . . . .
C5 C 0.5133(4) -0.0127(3) 0.41416(11) 0.0519(7) Uani 1 1 d . . . . .
C3 C 0.6442(7) -0.1972(4) 0.3987(2) 0.0832(13) Uani 1 1 d . . . . .
C16 C 0.5335(8) 0.4906(5) 0.3740(3) 0.123(2) Uani 1 1 d . . . . .
H16A H 0.6144 0.5096 0.4019 0.148 Uiso 1 1 calc R U . . .
H16B H 0.4454 0.5510 0.3739 0.148 Uiso 1 1 calc R U . . .
N5 N 0.7765(5) 0.3829(3) 0.31741(15) 0.0860(11) Uani 1 1 d D . . . .
N4 N 0.4583(6) 0.3843(4) 0.3846(2) 0.0937(12) Uani 1 1 d D . . . .
C4 C 0.5037(6) -0.1324(4) 0.41947(17) 0.0758(11) Uani 1 1 d . . . . .
C15 C 0.6283(7) 0.4784(4) 0.3169(3) 0.1025(18) Uani 1 1 d . . . . .
H15A H 0.6798 0.5525 0.3055 0.123 Uiso 1 1 calc R U . . .
H15B H 0.5459 0.4569 0.2899 0.123 Uiso 1 1 calc R U . . .
C7 C 0.2146(5) 0.0208(5) 0.46862(16) 0.0834(12) Uani 1 1 d . . . . .
H7A H 0.2461 -0.0180 0.5018 0.125 Uiso 1 1 calc R U . . .
H7B H 0.1593 -0.0334 0.4452 0.125 Uiso 1 1 calc R U . . .
H7C H 0.1354 0.0832 0.4786 0.125 Uiso 1 1 calc R U . . .
C18 C 0.2865(6) 0.2622(5) 0.45225(19) 0.0816(13) Uani 1 1 d . . . . .
C14 C 0.8428(9) 0.3554(6) 0.2643(2) 0.126(3) Uani 1 1 d . . . . .
H14A H 0.8592 0.4259 0.2424 0.151 Uiso 1 1 calc R U . . .
H14B H 0.7609 0.3061 0.2464 0.151 Uiso 1 1 calc R U . . .
C13 C 1.0087(9) 0.2953(5) 0.2664(2) 0.0980(16) Uani 1 1 d . . . . .
H13A H 1.1002 0.3527 0.2595 0.118 Uiso 1 1 calc R U . . .
H13B H 1.0183 0.2412 0.2354 0.118 Uiso 1 1 calc R U . . .
C12 C 1.0479(5) 0.2304(5) 0.3169(2) 0.0919(15) Uani 1 1 d . . . . .
H12A H 1.1549 0.1868 0.3090 0.110 Uiso 1 1 calc R U . . .
H12B H 1.0678 0.2854 0.3464 0.110 Uiso 1 1 calc R U . . .
C9 C 1.1026(5) -0.0216(4) 0.32291(17) 0.0800(12) Uani 1 1 d . . . . .
H9A H 1.1388 -0.0006 0.2851 0.120 Uiso 1 1 calc R U . . .
H9B H 1.0827 -0.1039 0.3250 0.120 Uiso 1 1 calc R U . . .
H9C H 1.1922 -0.0007 0.3469 0.120 Uiso 1 1 calc R U . . .
C17 C 0.3683(8) 0.3776(6) 0.4470(3) 0.1042(18) Uani 1 1 d . . . . .
C10 C 0.8328(4) 0.2995(3) 0.48481(12) 0.0518(7) Uani 1 1 d . . . . .
H3 H 0.406(5) -0.162(4) 0.4327(17) 0.071(11) Uiso 1 1 d . . . . .
H2 H 0.638(7) -0.267(5) 0.404(2) 0.099(16) Uiso 1 1 d . . . . .
H5 H 0.442(6) 0.371(4) 0.4759(18) 0.073(13) Uiso 1 1 d . . . . .
H4 H 0.288(7) 0.433(5) 0.446(2) 0.105(16) Uiso 1 1 d . . . . .
H7 H 0.170(7) 0.264(4) 0.428(2) 0.103(16) Uiso 1 1 d . . . . .
H8 H 0.252(6) 0.250(4) 0.490(2) 0.088(14) Uiso 1 1 d . . . . .
H6 H 0.883(6) -0.192(4) 0.3608(19) 0.089(14) Uiso 1 1 d . . . . .
H501 H 0.843(5) 0.416(4) 0.3419(16) 0.099(16) Uiso 1 1 d D . . . .
H401 H 0.366(5) 0.367(4) 0.3652(19) 0.109(17) 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
Fe N6 2.127(3) . ?
Fe N7 2.160(3) . ?
Fe N1 2.220(2) . ?
Fe N3 2.282(3) . ?
Fe N2 2.315(3) . ?
Fe N4 2.333(4) . ?
Fe N5 2.365(3) . ?
S2 C11 1.633(3) . ?
S1 C10 1.628(3) . ?
N6 C10 1.151(4) . ?
C2 C3 1.363(7) . ?
C2 C1 1.376(5) . ?
C8 N3 1.264(5) . ?
C8 C1 1.498(4) . ?
C8 C9 1.507(4) . ?
N3 C12 1.468(5) . ?
N1 C5 1.336(4) . ?
N1 C1 1.341(4) . ?
N2 C6 1.260(5) . ?
N2 C18 1.461(5) . ?
C11 N7 1.160(4) . ?
C6 C5 1.490(5) . ?
C6 C7 1.511(4) . ?
C5 C4 1.385(5) . ?
C3 C4 1.375(7) . ?
C16 N4 1.369(7) . ?
C16 C15 1.512(9) . ?
N5 C14 1.375(7) . ?
N5 C15 1.583(7) . ?
N4 C17 1.606(7) . ?
C18 C17 1.470(8) . ?
C14 C13 1.454(9) . ?
C13 C12 1.473(7) . ?

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
N6 Fe N7 176.74(11) . . ?
N6 Fe N1 97.43(11) . . ?
N7 Fe N1 85.60(10) . . ?
N6 Fe N3 86.70(11) . . ?
N7 Fe N3 93.21(10) . . ?
N1 Fe N3 70.13(9) . . ?
N6 Fe N2 90.45(11) . . ?
N7 Fe N2 91.77(10) . . ?
N1 Fe N2 69.22(10) . . ?
N3 Fe N2 138.49(11) . . ?
N6 Fe N4 90.19(13) . . ?
N7 Fe N4 88.34(13) . . ?
N1 Fe N4 138.08(14) . . ?
N3 Fe N4 151.72(15) . . ?
N2 Fe N4 69.57(15) . . ?
N6 Fe N5 90.52(12) . . ?
N7 Fe N5 86.27(11) . . ?
N1 Fe N5 146.37(13) . . ?
N3 Fe N5 77.82(14) . . ?
N2 Fe N5 143.65(14) . . ?
N4 Fe N5 74.10(17) . . ?
C10 N6 Fe 167.0(3) . . ?
C3 C2 C1 117.7(4) . . ?
N3 C8 C1 115.0(3) . . ?
N3 C8 C9 126.5(3) . . ?
C1 C8 C9 118.4(3) . . ?
C8 N3 C12 121.7(3) . . ?
C8 N3 Fe 120.4(2) . . ?
C12 N3 Fe 117.5(3) . . ?
C5 N1 C1 119.6(3) . . ?
C5 N1 Fe 120.2(2) . . ?
C1 N1 Fe 119.90(19) . . ?
C6 N2 C18 118.9(3) . . ?
C6 N2 Fe 119.7(2) . . ?
C18 N2 Fe 121.0(3) . . ?
N7 C11 S2 179.2(3) . . ?
C11 N7 Fe 169.9(2) . . ?
N2 C6 C5 114.9(3) . . ?
N2 C6 C7 125.9(3) . . ?
C5 C6 C7 119.2(4) . . ?
N1 C1 C2 122.2(3) . . ?
N1 C1 C8 114.2(3) . . ?
C2 C1 C8 123.6(3) . . ?
N1 C5 C4 121.2(3) . . ?
N1 C5 C6 114.5(3) . . ?
C4 C5 C6 124.2(3) . . ?
C2 C3 C4 121.2(4) . . ?
N4 C16 C15 104.8(5) . . ?
C14 N5 C15 111.8(5) . . ?
C14 N5 Fe 116.3(3) . . ?
C15 N5 Fe 105.1(3) . . ?
C16 N4 C17 111.4(5) . . ?
C16 N4 Fe 114.1(4) . . ?
C17 N4 Fe 108.5(3) . . ?
C3 C4 C5 118.1(4) . . ?
C16 C15 N5 110.9(4) . . ?
N2 C18 C17 108.8(4) . . ?
N5 C14 C13 110.2(5) . . ?
C14 C13 C12 120.1(4) . . ?
N3 C12 C13 113.8(4) . . ?
C18 C17 N4 106.0(4) . . ?
N6 C10 S1 178.6(3) . . ?

_refine_diff_density_max         0.954
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.065

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054905'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H25 Fe N7 Se2'
_chemical_formula_weight         553.22

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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                   7.6680(2)
_cell_length_b                   11.4447(2)
_cell_length_c                   24.1613(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.4600(10)
_cell_angle_gamma                90
_cell_volume                     2116.48(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.736
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    4.171
_shelx_estimated_absorpt_T_min   0.422
_shelx_estimated_absorpt_T_max   0.613
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11550
_diffrn_reflns_av_unetI/netI     0.0355
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.689
_diffrn_reflns_theta_max         30.051
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             6151
_reflns_number_gt                4874
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0353P)²+2.3708P] 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         6151
_refine_ls_number_parameters     344
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.0862
_refine_ls_wR_factor_gt          0.0801
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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
Se1 Se 0.91019(4) 0.32927(3) -0.04827(2) 0.02844(8) Uani 1 1 d . . . . .
Se2 Se 0.39386(4) 0.09869(2) 0.31210(2) 0.02667(8) Uani 1 1 d . . . . .
Fe1 Fe 0.65297(5) 0.22070(3) 0.13149(2) 0.02428(9) Uani 1 1 d . . . . .
N1 N 0.9068(3) 0.1360(2) 0.16487(10) 0.0323(5) Uani 1 1 d . . . . .
N2 N 0.6503(3) 0.03190(19) 0.11136(8) 0.0224(4) Uani 1 1 d . . . . .
N3 N 0.4126(3) 0.1750(2) 0.07285(10) 0.0320(5) Uani 1 1 d . . . . .
C11 C 0.5088(4) -0.0167(2) 0.08499(10) 0.0272(5) Uani 1 1 d . . . . .
C1 C 0.8395(4) 0.3000(2) 0.02007(10) 0.0249(5) Uani 1 1 d . . . . .
N7 N 0.5158(3) 0.1712(2) 0.20336(9) 0.0263(5) Uani 1 1 d . . . . .
C2 C 0.4687(3) 0.1413(2) 0.24567(10) 0.0224(5) Uani 1 1 d . . . . .
C5 C 0.7827(4) -0.0371(2) 0.13044(10) 0.0261(5) Uani 1 1 d . . . . .
N5A N 0.7640(7) 0.3783(5) 0.1833(2) 0.0276(10) Uani 0.6 1 d D . P A 1
C9 C 0.3756(4) 0.0680(3) 0.06341(11) 0.0335(6) Uani 1 1 d . . . . .
N6A N 0.4515(7) 0.3772(4) 0.1157(2) 0.0285(9) Uani 0.6 1 d D . P A 1
C4 C 1.0988(4) -0.0393(4) 0.17427(14) 0.0486(9) Uani 1 1 d . . . . .
H4A H 1.0838 -0.1218 0.1644 0.073 Uiso 1 1 calc R U . . .
H4B H 1.1957 -0.0064 0.1546 0.073 Uiso 1 1 calc R U . . .
H4C H 1.1246 -0.0323 0.2144 0.073 Uiso 1 1 calc R U . . .
C8 C 0.4958(5) -0.1378(3) 0.07776(13) 0.0405(7) Uani 1 1 d . . . . .
H8 H 0.3945 -0.1714 0.0596 0.049 Uiso 1 1 calc R U . . .
C6 C 0.7773(5) -0.1578(3) 0.12368(13) 0.0393(7) Uani 1 1 d . . . . .
H6 H 0.8726 -0.2051 0.1370 0.047 Uiso 1 1 calc R U . . .
N4 N 0.7924(3) 0.2779(2) 0.06313(10) 0.0337(5) Uani 1 1 d . . . . .
C12A C 0.296(4) 0.259(2) 0.0499(12) 0.041(3) Uani 0.6 1 d . . P A 1
H12A H 0.1827 0.2535 0.0670 0.049 Uiso 0.6 1 calc R U P A 1
H12B H 0.2768 0.2465 0.0095 0.049 Uiso 0.6 1 calc R U P A 1
C10 C 0.2113(4) 0.0245(4) 0.03235(13) 0.0485(9) Uani 1 1 d . . . . .
H10A H 0.2136 -0.0610 0.0306 0.073 Uiso 1 1 calc R U . . .
H10B H 0.1090 0.0499 0.0516 0.073 Uiso 1 1 calc R U . . .
H10C H 0.2047 0.0565 -0.0053 0.073 Uiso 1 1 calc R U . . .
C3 C 0.9325(4) 0.0268(3) 0.15796(10) 0.0304(6) Uani 1 1 d . . . . .
C7 C 0.6317(5) -0.2071(3) 0.09731(15) 0.0466(9) Uani 1 1 d . . . . .
C17A C 1.0184(10) 0.2829(9) 0.2370(4) 0.039(2) Uani 0.6 1 d . . P A 1
H17A H 1.0303 0.2233 0.2667 0.047 Uiso 0.6 1 calc R U P A 1
H17B H 1.1113 0.3418 0.2444 0.047 Uiso 0.6 1 calc R U P A 1
C16A C 0.8397(7) 0.3426(5) 0.23934(19) 0.0343(11) Uani 0.6 1 d . . P A 1
H16A H 0.7578 0.2885 0.2564 0.041 Uiso 0.6 1 calc R U P A 1
H16B H 0.8523 0.4127 0.2633 0.041 Uiso 0.6 1 calc R U P A 1
C18A C 1.0456(8) 0.2238(6) 0.1810(3) 0.0295(13) Uani 0.6 1 d . . P A 1
H18A H 1.0472 0.2846 0.1519 0.035 Uiso 0.6 1 calc R U P A 1
H18B H 1.1608 0.1845 0.1830 0.035 Uiso 0.6 1 calc R U P A 1
C14A C 0.5416(7) 0.4871(4) 0.1307(3) 0.0339(11) Uani 0.6 1 d . . P A 1
H14A H 0.4565 0.5520 0.1319 0.041 Uiso 0.6 1 calc R U P A 1
H14B H 0.6277 0.5065 0.1032 0.041 Uiso 0.6 1 calc R U P A 1
C13A C 0.3727(11) 0.3747(7) 0.0605(3) 0.0404(18) Uani 0.6 1 d . . P A 1
H13A H 0.4617 0.3911 0.0335 0.048 Uiso 0.6 1 calc R U P A 1
H13B H 0.2808 0.4354 0.0563 0.048 Uiso 0.6 1 calc R U P A 1
N5B N 0.5234(10) 0.4013(7) 0.1334(3) 0.0339(16) Uani 0.4 1 d D . P A 2
N6B N 0.8277(11) 0.3443(7) 0.1936(3) 0.0293(16) Uani 0.4 1 d D . P A 2
C16B C 0.4791(13) 0.4633(7) 0.0808(4) 0.050(2) Uani 0.4 1 d . . P A 2
H16C H 0.5862 0.4990 0.0673 0.060 Uiso 0.4 1 calc R U P A 2
H16D H 0.3956 0.5270 0.0875 0.060 Uiso 0.4 1 calc R U P A 2
C15A C 0.6325(18) 0.4686(11) 0.1872(6) 0.033(3) Uani 0.6 1 d . . P A 1
H15A H 0.6882 0.5423 0.2005 0.040 Uiso 0.6 1 calc R U P A 1
H15B H 0.5464 0.4449 0.2140 0.040 Uiso 0.6 1 calc R U P A 1
C14B C 0.7117(12) 0.4252(9) 0.2186(4) 0.045(2) Uani 0.4 1 d . . P A 2
H14C H 0.7796 0.4826 0.2417 0.054 Uiso 0.4 1 calc R U P A 2
H14D H 0.6323 0.3828 0.2424 0.054 Uiso 0.4 1 calc R U P A 2
C17B C 0.3991(16) 0.3815(10) 0.0366(5) 0.045(3) Uani 0.4 1 d . . P A 2
H17C H 0.4960 0.3490 0.0161 0.055 Uiso 0.4 1 calc R U P A 2
H17D H 0.3270 0.4296 0.0100 0.055 Uiso 0.4 1 calc R U P A 2
C13B C 0.9484(15) 0.2788(12) 0.2337(5) 0.031(2) Uani 0.4 1 d D . P A 2
H13C H 1.0331 0.3330 0.2527 0.037 Uiso 0.4 1 calc R U P A 2
H13D H 0.8811 0.2396 0.2621 0.037 Uiso 0.4 1 calc R U P A 2
C12B C 1.0412(13) 0.1909(10) 0.2013(4) 0.039(2) Uani 0.4 1 d . . P A 2
H12C H 1.1302 0.2290 0.1793 0.046 Uiso 0.4 1 calc R U P A 2
H12D H 1.0997 0.1323 0.2261 0.046 Uiso 0.4 1 calc R U P A 2
C15B C 0.607(3) 0.4871(19) 0.1719(9) 0.037(5) Uani 0.4 1 d D . P A 2
H15C H 0.5169 0.5369 0.1875 0.045 Uiso 0.4 1 calc R U P A 2
H15D H 0.6858 0.5381 0.1515 0.045 Uiso 0.4 1 calc R U P A 2
C18B C 0.285(6) 0.278(4) 0.0536(19) 0.041(3) Uani 0.4 1 d . . P A 2
H18C H 0.2069 0.2527 0.0218 0.049 Uiso 0.4 1 calc R U P A 2
H18D H 0.2128 0.3014 0.0843 0.049 Uiso 0.4 1 calc R U P A 2
H7 H 0.636(5) -0.288(3) 0.0955(15) 0.048(10) Uiso 1 1 d . . . . .
H601 H 0.358(5) 0.372(5) 0.1360(19) 0.030 Uiso 0.6 1 d D U P B 1
H602 H 0.892(5) 0.394(7) 0.175(3) 0.030 Uiso 0.4 1 d D U P C 2
H501 H 0.852(5) 0.403(6) 0.163(2) 0.030 Uiso 0.6 1 d D U P D 1
H502 H 0.420(6) 0.377(7) 0.144(3) 0.030 Uiso 0.4 1 d D U P E 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C1 1.800(3) . ?
Se2 C2 1.804(2) . ?
Fe1 N4 2.125(2) . ?
Fe1 N7 2.159(2) . ?
Fe1 N2 2.215(2) . ?
Fe1 N1 2.278(2) . ?
Fe1 N5B 2.296(7) . ?
Fe1 N3 2.316(2) . ?
Fe1 N5A 2.328(5) . ?
Fe1 N6A 2.380(5) . ?
Fe1 N6B 2.410(8) . ?
N1 C3 1.277(4) . ?
N1 C12B 1.456(10) . ?
N1 C18A 1.498(7) . ?
N2 C11 1.345(3) . ?
N2 C5 1.345(3) . ?
N3 C9 1.275(4) . ?
N3 C12A 1.40(3) . ?
N3 C18B 1.58(5) . ?
C11 C8 1.400(4) . ?
C11 C9 1.480(4) . ?
C1 N4 1.150(3) . ?
N7 C2 1.156(3) . ?
C5 C6 1.392(4) . ?
C5 C3 1.485(4) . ?
N5A C15A 1.450(14) . ?
N5A C16A 1.497(7) . ?
C9 C10 1.511(4) . ?
N6A C13A 1.431(8) . ?
N6A C14A 1.470(7) . ?
C4 C3 1.514(4) . ?
C8 C7 1.371(5) . ?
C6 C7 1.374(5) . ?
C12A C13A 1.46(3) . ?
C17A C16A 1.536(10) . ?
C17A C18A 1.538(12) . ?
C14A C15A 1.509(11) . ?
N5B C15B 1.47(2) . ?
N5B C16B 1.478(12) . ?
N6B C14B 1.440(12) . ?
N6B C13B 1.500(13) . ?
C16B C17B 1.522(14) . ?
C14B C15B 1.519(16) . ?
C17B C18B 1.54(5) . ?
C13B C12B 1.484(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
N4 Fe1 N7 176.83(9) . . ?
N4 Fe1 N2 97.38(9) . . ?
N7 Fe1 N2 85.55(8) . . ?
N4 Fe1 N1 86.96(9) . . ?
N7 Fe1 N1 92.93(9) . . ?
N2 Fe1 N1 70.06(9) . . ?
N4 Fe1 N5B 88.7(2) . . ?
N7 Fe1 N5B 89.3(2) . . ?
N2 Fe1 N5B 152.2(2) . . ?
N1 Fe1 N5B 137.5(2) . . ?
N4 Fe1 N3 90.77(9) . . ?
N7 Fe1 N3 91.40(8) . . ?
N2 Fe1 N3 69.44(8) . . ?
N1 Fe1 N3 138.77(9) . . ?
N5B Fe1 N3 83.5(2) . . ?
N4 Fe1 N5A 89.68(14) . . ?
N7 Fe1 N5A 87.17(14) . . ?
N2 Fe1 N5A 150.75(15) . . ?
N1 Fe1 N5A 82.09(15) . . ?
N3 Fe1 N5A 139.10(15) . . ?
N4 Fe1 N6A 89.75(13) . . ?
N7 Fe1 N6A 89.04(13) . . ?
N2 Fe1 N6A 134.53(14) . . ?
N1 Fe1 N6A 155.39(15) . . ?
N3 Fe1 N6A 65.60(14) . . ?
N5A Fe1 N6A 73.51(19) . . ?
N4 Fe1 N6B 90.9(2) . . ?
N7 Fe1 N6B 86.1(2) . . ?
N2 Fe1 N6B 135.0(2) . . ?
N1 Fe1 N6B 66.3(2) . . ?
N5B Fe1 N6B 71.5(3) . . ?
N3 Fe1 N6B 154.9(2) . . ?
C3 N1 C12B 113.1(5) . . ?
C3 N1 C18A 125.3(3) . . ?
C3 N1 Fe1 120.34(19) . . ?
C12B N1 Fe1 126.1(5) . . ?
C18A N1 Fe1 112.6(3) . . ?
C11 N2 C5 119.3(2) . . ?
C11 N2 Fe1 120.27(18) . . ?
C5 N2 Fe1 120.03(17) . . ?
C9 N3 C12A 117.5(12) . . ?
C9 N3 C18B 122.5(18) . . ?
C9 N3 Fe1 119.12(19) . . ?
C12A N3 Fe1 123.3(12) . . ?
C18B N3 Fe1 117.7(17) . . ?
N2 C11 C8 121.2(3) . . ?
N2 C11 C9 114.6(2) . . ?
C8 C11 C9 124.2(3) . . ?
N4 C1 Se1 177.9(3) . . ?
C2 N7 Fe1 169.0(2) . . ?
N7 C2 Se2 178.5(2) . . ?
N2 C5 C6 121.7(3) . . ?
N2 C5 C3 114.3(2) . . ?
C6 C5 C3 123.9(3) . . ?
C15A N5A C16A 111.7(7) . . ?
C15A N5A Fe1 110.7(6) . . ?
C16A N5A Fe1 112.6(3) . . ?
N3 C9 C11 115.1(2) . . ?
N3 C9 C10 125.1(3) . . ?
C11 C9 C10 119.8(3) . . ?
C13A N6A C14A 114.4(5) . . ?
C13A N6A Fe1 111.6(4) . . ?
C14A N6A Fe1 108.3(3) . . ?
C7 C8 C11 118.9(3) . . ?
C7 C6 C5 118.7(3) . . ?
C1 N4 Fe1 166.3(2) . . ?
N3 C12A C13A 108(2) . . ?
N1 C3 C5 114.8(2) . . ?
N1 C3 C4 126.1(3) . . ?
C5 C3 C4 119.2(3) . . ?
C8 C7 C6 120.1(3) . . ?
C16A C17A C18A 113.4(5) . . ?
N5A C16A C17A 112.7(5) . . ?
N1 C18A C17A 113.0(5) . . ?
N6A C14A C15A 106.7(7) . . ?
N6A C13A C12A 108.8(13) . . ?
C15B N5B C16B 107.0(9) . . ?
C15B N5B Fe1 116.1(9) . . ?
C16B N5B Fe1 119.5(6) . . ?
C14B N6B C13B 115.0(9) . . ?
C14B N6B Fe1 107.7(5) . . ?
C13B N6B Fe1 114.0(6) . . ?
N5B C16B C17B 111.7(8) . . ?
N5A C15A C14A 109.1(10) . . ?
N6B C14B C15B 107.4(12) . . ?
C16B C17B C18B 119.8(19) . . ?
C12B C13B N6B 107.1(9) . . ?
N1 C12B C13B 105.5(7) . . ?
N5B C15B C14B 110.4(14) . . ?
C17B C18B N3 108(3) . . ?

_refine_diff_density_max         0.794
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.092

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054906'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H25 Fe N7 Se2'
_chemical_formula_weight         553.22

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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                   7.7266(3)
_cell_length_b                   11.5898(5)
_cell_length_c                   24.3459(9)
_cell_angle_alpha                90
_cell_angle_beta                 93.458(2)
_cell_angle_gamma                90
_cell_volume                     2176.20(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_F_000             1104
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    4.057
_shelx_estimated_absorpt_T_min   0.621
_shelx_estimated_absorpt_T_max   0.823
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6206
_exptl_absorpt_correction_T_max  0.8229
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7689
_diffrn_reflns_av_unetI/netI     0.0869
_diffrn_reflns_av_R_equivalents  0.0694
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         1.676
_diffrn_reflns_theta_max         25.404
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4001
_reflns_number_gt                2139
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0506P)²] 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         4001
_refine_ls_number_parameters     259
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1165
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1191
_refine_ls_wR_factor_gt          0.0955
_refine_ls_goodness_of_fit_ref   0.959
_refine_ls_restrained_S_all      0.959
_refine_ls_shift/su_max          0.002
_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
Se1 Se 0.09044(9) 0.32501(6) 1.04829(2) 0.0687(2) Uani 1 1 d . . . . .
Se2 Se 0.60398(9) 0.10621(6) 0.69016(2) 0.0668(2) Uani 1 1 d . . . . .
Fe1 Fe 0.34567(11) 0.22264(7) 0.86966(3) 0.0518(3) Uani 1 1 d . . . . .
C11 C 0.1604(8) 0.2969(5) 0.9807(3) 0.0538(15) Uani 1 1 d . . . . .
N2 N 0.5843(6) 0.1770(5) 0.92797(19) 0.0640(14) Uani 1 1 d . . . . .
N1 N 0.3501(6) 0.0349(4) 0.88868(16) 0.0475(11) Uani 1 1 d . . . . .
N3 N 0.0952(6) 0.1362(5) 0.83640(19) 0.0610(14) Uani 1 1 d . . . . .
N5 N 0.2067(7) 0.2773(5) 0.9383(2) 0.0689(15) Uani 1 1 d . . . . .
N4 N 0.4839(6) 0.1743(4) 0.79790(19) 0.0583(13) Uani 1 1 d . . . . .
C10 C 0.5312(7) 0.1463(5) 0.7560(2) 0.0504(15) Uani 1 1 d . . . . .
N6 N 0.550(2) 0.3745(12) 0.8862(7) 0.067(4) Uiso 0.5 1 d D . P A 1
C6 C 0.6213(8) 0.0723(7) 0.9367(2) 0.0624(17) Uani 1 1 d . . . . .
C5 C 0.2198(8) -0.0326(5) 0.8689(2) 0.0539(15) Uani 1 1 d . . . . .
C1 C 0.4920(8) -0.0107(5) 0.9144(2) 0.0521(15) Uani 1 1 d . . . . .
N8 N 0.2375(15) 0.3806(10) 0.8199(4) 0.048(3) Uiso 0.5 1 d D . P A 1
C12 C 0.681(3) 0.2869(19) 0.9523(10) 0.097(8) Uiso 0.5 1 d . . P A 1
H12A H 0.6645 0.2873 0.9915 0.116 Uiso 0.5 1 calc R U P A 1
H12B H 0.8038 0.2743 0.9484 0.116 Uiso 0.5 1 calc R U P A 1
C8 C 0.0707(8) 0.0300(6) 0.8421(2) 0.0574(16) Uani 1 1 d . . . . .
C14 C -0.019(2) 0.2778(15) 0.7706(6) 0.073(5) Uiso 0.5 1 d . . P A 1
H14A H -0.1111 0.3338 0.7638 0.088 Uiso 0.5 1 calc R U P A 1
H14B H -0.0332 0.2196 0.7421 0.088 Uiso 0.5 1 calc R U P A 1
C2 C 0.5079(10) -0.1291(7) 0.9202(3) 0.080(2) Uani 1 1 d . . . . .
H2 H 0.6070 -0.1608 0.9378 0.096 Uiso 1 1 calc R U . . .
C4 C 0.2295(10) -0.1523(6) 0.8746(3) 0.076(2) Uani 1 1 d . . . . .
H4 H 0.1378 -0.1985 0.8614 0.091 Uiso 1 1 calc R U . . .
C9 C -0.0932(8) -0.0356(7) 0.8261(3) 0.087(2) Uani 1 1 d . . . . .
H9A H -0.1779 -0.0208 0.8525 0.130 Uiso 1 1 calc R U . . .
H9B H -0.0684 -0.1167 0.8252 0.130 Uiso 1 1 calc R U . . .
H9C H -0.1376 -0.0109 0.7903 0.130 Uiso 1 1 calc R U . . .
C3 C 0.3740(11) -0.2008(6) 0.8996(3) 0.086(2) Uani 1 1 d . . . . .
H3 H 0.3835 -0.2805 0.9029 0.103 Uiso 1 1 calc R U . . .
C13 C -0.045(2) 0.2237(15) 0.8214(7) 0.070(5) Uiso 0.5 1 d . . P A 1
H13A H -0.1573 0.1853 0.8193 0.083 Uiso 0.5 1 calc R U P A 1
H13B H -0.0469 0.2817 0.8501 0.083 Uiso 0.5 1 calc R U P A 1
C7 C 0.7844(8) 0.0293(7) 0.9684(3) 0.088(2) Uani 1 1 d . . . . .
H7A H 0.7794 0.0489 1.0066 0.132 Uiso 1 1 calc R U . . .
H7B H 0.8843 0.0648 0.9540 0.132 Uiso 1 1 calc R U . . .
H7C H 0.7924 -0.0529 0.9647 0.132 Uiso 1 1 calc R U . . .
C18 C 0.4529(17) 0.4885(12) 0.8702(6) 0.060(3) Uiso 0.5 1 d . . P A 1
H18A H 0.5331 0.5528 0.8694 0.072 Uiso 0.5 1 calc R U P A 1
H18B H 0.3658 0.5058 0.8961 0.072 Uiso 0.5 1 calc R U P A 1
C16 C 0.598(3) 0.3775(16) 0.9562(7) 0.092(6) Uiso 0.5 1 d . . P A 2
H16A H 0.4963 0.3547 0.9749 0.110 Uiso 0.5 1 calc R U P A 2
H16B H 0.6672 0.4245 0.9823 0.110 Uiso 0.5 1 calc R U P A 2
C17 C 0.534(3) 0.459(2) 0.9119(9) 0.140(8) Uiso 0.5 1 d . . P A 2
H17A H 0.4364 0.5021 0.9242 0.168 Uiso 0.5 1 calc R U P A 2
H17B H 0.6252 0.5127 0.9040 0.168 Uiso 0.5 1 calc R U P A 2
C15 C 0.1596(17) 0.3415(11) 0.7632(5) 0.057(3) Uiso 0.5 1 d . . P A 1
H15A H 0.2393 0.2897 0.7462 0.069 Uiso 0.5 1 calc R U P A 1
H15B H 0.1409 0.4080 0.7393 0.069 Uiso 0.5 1 calc R U P A 1
N7 N 0.4850(19) 0.3993(13) 0.8658(6) 0.080(4) Uiso 0.5 1 d D . P A 2
N9 N 0.1730(18) 0.3471(11) 0.8097(5) 0.064(3) Uiso 0.5 1 d D . P A 2
C20 C -0.038(2) 0.1981(16) 0.8026(8) 0.083(6) Uiso 0.5 1 d . . P A 2
H20A H -0.1152 0.2385 0.8261 0.099 Uiso 0.5 1 calc R U P A 2
H20B H -0.1070 0.1438 0.7802 0.099 Uiso 0.5 1 calc R U P A 2
C21 C 0.715(2) 0.2535(14) 0.9493(7) 0.060(5) Uiso 0.5 1 d . . P A 2
H21A H 0.8056 0.2636 0.9238 0.071 Uiso 0.5 1 calc R U P A 2
H21B H 0.7659 0.2270 0.9844 0.071 Uiso 0.5 1 calc R U P A 2
C22 C 0.051(2) 0.2870(13) 0.7646(6) 0.062(4) Uiso 0.5 1 d . . P A 2
H22A H 0.1162 0.2490 0.7369 0.075 Uiso 0.5 1 calc R U P A 2
H22B H -0.0312 0.3405 0.7470 0.075 Uiso 0.5 1 calc R U P A 2
C23 C 0.651(3) 0.3781(17) 0.9368(8) 0.093(6) Uiso 0.5 1 d . . P A 1
H23A H 0.7587 0.4188 0.9317 0.111 Uiso 0.5 1 calc R U P A 1
H23B H 0.5885 0.4198 0.9638 0.111 Uiso 0.5 1 calc R U P A 1
C25 C 0.278(3) 0.4197(16) 0.7836(8) 0.106(5) Uiso 0.5 1 d . . P A 2
H25A H 0.2099 0.4735 0.7607 0.128 Uiso 0.5 1 calc R U P A 2
H25B H 0.3534 0.3768 0.7606 0.128 Uiso 0.5 1 calc R U P A 2
C26 C 0.3665(19) 0.4644(14) 0.8115(6) 0.058(4) Uiso 0.5 1 d . . P A 1
H26A H 0.3152 0.5342 0.7957 0.069 Uiso 0.5 1 calc R U P A 1
H26B H 0.4511 0.4352 0.7871 0.069 Uiso 0.5 1 calc R U P A 1
C24 C 0.3897(19) 0.4873(13) 0.8313(7) 0.062(5) Uiso 0.5 1 d . . P A 2
H24A H 0.4708 0.5396 0.8152 0.074 Uiso 0.5 1 calc R U P A 2
H24B H 0.3138 0.5320 0.8534 0.074 Uiso 0.5 1 calc R U P A 2
H601 H 0.611(10) 0.359(7) 0.856(2) 0.03(2) Uiso 0.5 1 d D . P B 1
H901 H 0.122(14) 0.397(9) 0.832(5) 0.070 Uiso 0.5 1 d D U P C 2
H801 H 0.173(12) 0.429(9) 0.839(5) 0.070 Uiso 0.5 1 d D U P D 1
H701 H 0.586(14) 0.411(16) 0.886(7) 0.080 Uiso 0.5 1 d D U P E 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Se1 C11 1.793(6) . ?
Se2 C10 1.793(6) . ?
Fe1 N5 2.135(5) . ?
Fe1 N4 2.175(5) . ?
Fe1 N1 2.224(5) . ?
Fe1 N3 2.284(5) . ?
Fe1 N7 2.318(15) . ?
Fe1 N2 2.319(5) . ?
Fe1 N8 2.322(10) . ?
Fe1 N6 2.385(12) . ?
Fe1 N9 2.399(12) . ?
C11 N5 1.137(7) . ?
N2 C6 1.261(8) . ?
N2 C21 1.418(17) . ?
N2 C12 1.57(2) . ?
N1 C1 1.338(7) . ?
N1 C5 1.342(7) . ?
N3 C8 1.254(7) . ?
N3 C20 1.469(18) . ?
N3 C13 1.515(16) . ?
N4 C10 1.150(6) . ?
N6 C23 1.42(2) . ?
N6 C18 1.56(2) . ?
C6 C1 1.467(8) . ?
C6 C7 1.522(8) . ?
C5 C4 1.395(8) . ?
C5 C8 1.479(8) . ?
C1 C2 1.385(9) . ?
N8 C26 1.416(18) . ?
N8 C15 1.541(17) . ?
C12 C23 1.14(2) . ?
C8 C9 1.508(8) . ?
C14 C13 1.41(2) . ?
C14 C15 1.59(2) . ?
C2 C3 1.396(10) . ?
C4 C3 1.361(10) . ?
C18 C26 1.566(19) . ?
C16 C17 1.49(3) . ?
C16 C21 1.71(2) . ?
C17 N7 1.35(2) . ?
N7 C24 1.49(2) . ?
N9 C25 1.35(2) . ?
N9 C22 1.57(2) . ?
C20 C22 1.57(2) . ?
C25 C24 1.61(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
N5 Fe1 N4 177.4(2) . . ?
N5 Fe1 N1 97.44(18) . . ?
N4 Fe1 N1 85.01(17) . . ?
N5 Fe1 N3 87.26(19) . . ?
N4 Fe1 N3 92.80(18) . . ?
N1 Fe1 N3 69.32(18) . . ?
N5 Fe1 N7 91.5(4) . . ?
N4 Fe1 N7 86.8(4) . . ?
N1 Fe1 N7 150.6(4) . . ?
N3 Fe1 N7 139.4(4) . . ?
N5 Fe1 N2 90.43(19) . . ?
N4 Fe1 N2 91.26(18) . . ?
N1 Fe1 N2 69.37(19) . . ?
N3 Fe1 N2 137.9(2) . . ?
N7 Fe1 N2 82.7(4) . . ?
N5 Fe1 N8 89.5(3) . . ?
N4 Fe1 N8 87.9(3) . . ?
N1 Fe1 N8 151.7(3) . . ?
N3 Fe1 N8 83.7(3) . . ?
N2 Fe1 N8 138.3(3) . . ?
N5 Fe1 N6 90.5(4) . . ?
N4 Fe1 N6 88.5(4) . . ?
N1 Fe1 N6 133.2(4) . . ?
N3 Fe1 N6 157.4(4) . . ?
N2 Fe1 N6 64.5(4) . . ?
N8 Fe1 N6 73.8(5) . . ?
N5 Fe1 N9 90.6(3) . . ?
N4 Fe1 N9 87.1(3) . . ?
N1 Fe1 N9 135.7(4) . . ?
N3 Fe1 N9 67.7(4) . . ?
N7 Fe1 N9 71.8(5) . . ?
N2 Fe1 N9 154.4(4) . . ?
N5 C11 Se1 178.6(6) . . ?
C6 N2 C21 113.0(9) . . ?
C6 N2 C12 128.1(10) . . ?
C6 N2 Fe1 119.1(4) . . ?
C21 N2 Fe1 127.1(8) . . ?
C12 N2 Fe1 112.8(9) . . ?
C1 N1 C5 120.9(5) . . ?
C1 N1 Fe1 119.1(4) . . ?
C5 N1 Fe1 119.6(4) . . ?
C8 N3 C20 115.9(9) . . ?
C8 N3 C13 124.9(8) . . ?
C8 N3 Fe1 121.4(4) . . ?
C20 N3 Fe1 122.4(8) . . ?
C13 N3 Fe1 111.8(8) . . ?
C11 N5 Fe1 166.2(5) . . ?
C10 N4 Fe1 169.1(5) . . ?
N4 C10 Se2 178.6(5) . . ?
C23 N6 C18 115.1(13) . . ?
C23 N6 Fe1 119.5(11) . . ?
C18 N6 Fe1 106.1(10) . . ?
N2 C6 C1 115.3(6) . . ?
N2 C6 C7 124.9(6) . . ?
C1 C6 C7 119.8(7) . . ?
N1 C5 C4 120.7(6) . . ?
N1 C5 C8 114.8(5) . . ?
C4 C5 C8 124.5(6) . . ?
N1 C1 C2 120.3(6) . . ?
N1 C1 C6 115.7(6) . . ?
C2 C1 C6 123.9(6) . . ?
C26 N8 C15 108.2(11) . . ?
C26 N8 Fe1 112.5(8) . . ?
C15 N8 Fe1 110.2(8) . . ?
C23 C12 N2 123(2) . . ?
N3 C8 C5 114.3(6) . . ?
N3 C8 C9 126.5(6) . . ?
C5 C8 C9 119.1(6) . . ?
C13 C14 C15 118.7(13) . . ?
C1 C2 C3 119.6(7) . . ?
C3 C4 C5 119.5(7) . . ?
C4 C3 C2 119.1(7) . . ?
C14 C13 N3 111.6(12) . . ?
N6 C18 C26 104.4(11) . . ?
C17 C16 C21 127.7(17) . . ?
N7 C17 C16 110.2(19) . . ?
N8 C15 C14 109.3(11) . . ?
C17 N7 C24 103.0(16) . . ?
C17 N7 Fe1 121.6(13) . . ?
C24 N7 Fe1 114.4(10) . . ?
C25 N9 C22 107.3(13) . . ?
C25 N9 Fe1 109.4(11) . . ?
C22 N9 Fe1 116.6(8) . . ?
N3 C20 C22 109.3(13) . . ?
N2 C21 C16 101.2(12) . . ?
N9 C22 C20 98.3(11) . . ?
C12 C23 N6 110(2) . . ?
N9 C25 C24 106.0(14) . . ?
N8 C26 C18 104.8(11) . . ?
N7 C24 C25 107.4(12) . . ?

_refine_diff_density_max         0.409
_refine_diff_density_min         -0.383
_refine_diff_density_rms         0.083

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054907'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H52 Fe2 N14 O S4'
_chemical_formula_weight         936.85

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'
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'
O O 0.0106 0.0060 '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                   7.66640(10)
_cell_length_b                   11.6061(2)
_cell_length_c                   23.8228(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.2370(10)
_cell_angle_gamma                90
_cell_volume                     2107.13(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_F_000             980
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.936
_shelx_estimated_absorpt_T_min   0.717
_shelx_estimated_absorpt_T_max   0.872
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15587
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_limit_l_max       37
_diffrn_reflns_theta_min         1.720
_diffrn_reflns_theta_max         33.741
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             8312
_reflns_number_gt                6708
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0463P)²+0.6783P] 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         8312
_refine_ls_number_parameters     381
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0489
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0971
_refine_ls_wR_factor_gt          0.0902
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.83776(2) 0.23382(2) 0.37069(2) 0.02140(5) Uani 1 1 d . . . . .
S1 S 1.08548(4) 0.13064(3) 0.19501(2) 0.02456(7) Uani 1 1 d . . . . .
N5 N 1.08602(14) 0.18304(11) 0.42613(4) 0.0252(2) Uani 1 1 d . . . . .
N2 N 0.58490(14) 0.15313(11) 0.33203(4) 0.0246(2) Uani 1 1 d . . . . .
N6 N 0.97174(14) 0.19706(10) 0.29840(4) 0.0239(2) Uani 1 1 d . . . . .
N1 N 0.83821(14) 0.04559(10) 0.38875(4) 0.0236(2) Uani 1 1 d . . . . .
C1 C 1.01756(15) 0.16887(11) 0.25534(5) 0.0208(2) Uani 1 1 d . . . . .
N3 N 0.68951(15) 0.37638(10) 0.31236(4) 0.0245(2) Uani 1 1 d D . . . .
N4B N 0.9690(3) 0.40370(17) 0.40208(7) 0.0265(3) Uani 0.75 1 d D . P A 1
C14 C 1.2080(2) 0.27525(14) 0.44543(6) 0.0311(3) Uani 1 1 d D . . . .
C3 C 0.98027(17) -0.00476(12) 0.41619(5) 0.0256(2) Uani 1 1 d . . . . .
C18 C 0.8025(2) 0.45125(13) 0.28150(6) 0.0295(3) Uani 1 1 d . . . . .
C6 C 0.6964(2) -0.13797(14) 0.37827(6) 0.0333(3) Uani 1 1 d . . . . .
C17 C 0.9115(2) 0.53305(17) 0.31917(7) 0.0408(4) Uani 1 1 d . . . . .
C4 C 0.9886(2) -0.12318(14) 0.42566(6) 0.0332(3) Uani 1 1 d . . . . .
C5 C 0.8436(2) -0.18954(15) 0.40644(6) 0.0378(3) Uani 1 1 d . . . . .
C9 C 0.55042(16) 0.04742(13) 0.34008(5) 0.0255(2) Uani 1 1 d . . . . .
C8 C 0.37751(19) -0.01089(16) 0.32193(6) 0.0350(3) Uani 1 1 d . . . . .
H8A H 0.2812 0.0374 0.3324 0.052 Uiso 1 1 calc R U . . .
H8B H 0.3741 -0.0859 0.3407 0.052 Uiso 1 1 calc R U . . .
H8C H 0.3649 -0.0220 0.2809 0.052 Uiso 1 1 calc R U . . .
C11 C 1.29347(19) 0.03198(16) 0.46576(6) 0.0345(3) Uani 1 1 d . . . . .
H11A H 1.3870 0.0884 0.4626 0.052 Uiso 1 1 calc R U . . .
H11B H 1.3237 -0.0407 0.4482 0.052 Uiso 1 1 calc R U . . .
H11C H 1.2802 0.0187 0.5057 0.052 Uiso 1 1 calc R U . . .
C7 C 0.69811(17) -0.01919(12) 0.37009(5) 0.0255(2) Uani 1 1 d . . . . .
C12 C 0.45788(18) 0.23129(14) 0.30192(6) 0.0295(3) Uani 1 1 d . . . . .
C15 C 1.0977(2) 0.38224(15) 0.45236(6) 0.0393(4) Uani 1 1 d . . . . .
C10 C 1.12330(17) 0.07730(13) 0.43614(5) 0.0263(3) Uani 1 1 d . . . . .
C13 C 0.55954(18) 0.31899(13) 0.27177(5) 0.0276(3) Uani 1 1 d . . . . .
O1 O 0.6403(6) 0.5112(4) 0.43004(16) 0.0909(14) Uani 0.5 1 d D . P . .
C16B C 1.0529(3) 0.4703(2) 0.35912(7) 0.0319(4) Uani 0.75 1 d . . P A 1
H16A H 1.1206 0.4176 0.3370 0.038 Uiso 0.75 1 calc R U P A 1
H16B H 1.1353 0.5274 0.3781 0.038 Uiso 0.75 1 calc R U P A 1
N4A N 1.0338(7) 0.4038(5) 0.3890(2) 0.0243(9) Uani 0.25 1 d D . P A 2
C16A C 0.9426(8) 0.5139(5) 0.3872(2) 0.0287(10) Uani 0.25 1 d . . P A 2
H16C H 1.0164 0.5755 0.4062 0.034 Uiso 0.25 1 calc R U P A 2
H16D H 0.8304 0.5089 0.4041 0.034 Uiso 0.25 1 calc R U P A 2
S2A S 0.6288(2) 0.29345(14) 0.55381(8) 0.0304(3) Uani 0.5 1 d . . P A 4
S2B S 0.5989(2) 0.32423(13) 0.54880(7) 0.0254(2) Uani 0.5 1 d . . P A 3
C2B C 0.6620(19) 0.2989(8) 0.4854(6) 0.0240(14) Uani 0.5 1 d . . P A 3
C2A C 0.6606(16) 0.2735(8) 0.4890(6) 0.0206(12) Uani 0.5 1 d . . P A 4
N7A N 0.6949(11) 0.2543(6) 0.4449(3) 0.0351(14) Uani 0.5 1 d . . P A 4
N7B N 0.6989(13) 0.2830(6) 0.4392(3) 0.0320(12) Uani 0.5 1 d . . P A 3
H18A H 0.734(2) 0.4954(14) 0.2536(7) 0.024(4) Uiso 1 1 d . . . . .
H18B H 0.877(2) 0.4023(15) 0.2632(7) 0.026(4) Uiso 1 1 d . . . . .
H3 H 0.600(3) -0.1839(18) 0.3678(9) 0.041(5) Uiso 1 1 d . . . . .
H1 H 1.084(3) -0.1567(17) 0.4424(8) 0.037(5) Uiso 1 1 d . . . . .
H7 H 0.377(2) 0.1887(16) 0.2777(8) 0.030(4) Uiso 1 1 d . . . . .
H10 H 0.485(3) 0.3721(16) 0.2529(8) 0.031(5) Uiso 1 1 d . . . . .
H9 H 0.622(2) 0.2828(16) 0.2447(8) 0.029(4) Uiso 1 1 d . . . . .
H2 H 0.848(3) -0.2662(19) 0.4157(10) 0.048(6) Uiso 1 1 d . . . . .
H18 H 1.167(3) 0.444(2) 0.4620(10) 0.052(6) Uiso 1 1 d . . . . .
H17 H 1.015(3) 0.3693(17) 0.4840(9) 0.039(5) Uiso 1 1 d . . . . .
H20 H 1.286(3) 0.2833(18) 0.4201(8) 0.040(5) Uiso 1 1 d D . . . .
H19 H 1.272(3) 0.2582(15) 0.4802(8) 0.031(5) Uiso 1 1 d . . . . .
H8 H 0.395(3) 0.2705(17) 0.3280(9) 0.039(5) Uiso 1 1 d . . . . .
H301 H 0.636(2) 0.4249(15) 0.3320(8) 0.039(5) Uiso 1 1 d D . . . .
H103 H 0.7297 0.4575 0.4358 0.100 Uiso 0.5 1 d D U P . .
H401 H 0.882(3) 0.4475(19) 0.4122(10) 0.028(6) Uiso 0.75 1 d D . P B 1
H402 H 1.118(6) 0.406(6) 0.365(2) 0.017(14) Uiso 0.25 1 d D . P C 2
H102 H 0.6800 0.5608 0.4592 0.100 Uiso 0.5 1 d D U P . .
H17A H 0.841(3) 0.5790(17) 0.3367(8) 0.031(5) Uiso 1 1 d . . . . .
H17B H 0.981(3) 0.575(2) 0.2954(10) 0.061(7) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 N7B 2.121(9) . ?
Fe1 N6 2.1416(11) . ?
Fe1 N7A 2.191(9) . ?
Fe1 N1 2.2265(12) . ?
Fe1 N2 2.2573(11) . ?
Fe1 N5 2.2733(11) . ?
Fe1 N4B 2.3011(18) . ?
Fe1 N3 2.3700(12) . ?
S1 C1 1.6421(12) . ?
N5 C10 1.277(2) . ?
N5 C14 1.4621(17) . ?
N2 C9 1.2738(19) . ?
N2 C12 1.4607(18) . ?
N6 C1 1.1666(16) . ?
N1 C3 1.3418(17) . ?
N1 C7 1.3464(16) . ?
N3 C13 1.4705(17) . ?
N3 C18 1.4780(18) . ?
N4B C16B 1.484(3) . ?
N4B C15 1.488(2) . ?
C14 C15 1.522(3) . ?
C3 C4 1.393(2) . ?
C3 C10 1.4906(18) . ?
C18 C17 1.497(2) . ?
C6 C5 1.385(2) . ?
C6 C7 1.393(2) . ?
C17 C16B 1.545(3) . ?
C17 C16A 1.628(6) . ?
C4 C5 1.388(2) . ?
C9 C7 1.4882(19) . ?
C9 C8 1.5092(18) . ?
C11 C10 1.5088(19) . ?
C12 C13 1.510(2) . ?
C15 N4A 1.557(5) . ?
N4A C16A 1.455(8) . ?
S2A C2A 1.605(14) . ?
S2B C2B 1.662(14) . ?
C2B N7B 1.180(17) . ?
C2A N7A 1.134(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
N7B Fe1 N6 175.39(17) . . ?
N6 Fe1 N7A 174.68(19) . . ?
N7B Fe1 N1 96.08(16) . . ?
N6 Fe1 N1 88.23(4) . . ?
N7A Fe1 N1 86.63(18) . . ?
N7B Fe1 N2 86.8(3) . . ?
N6 Fe1 N2 93.15(4) . . ?
N7A Fe1 N2 83.8(2) . . ?
N1 Fe1 N2 69.82(4) . . ?
N7B Fe1 N5 94.7(2) . . ?
N6 Fe1 N5 88.34(4) . . ?
N7A Fe1 N5 91.1(2) . . ?
N1 Fe1 N5 69.50(4) . . ?
N2 Fe1 N5 139.21(4) . . ?
N6 Fe1 N4B 101.60(6) . . ?
N1 Fe1 N4B 141.86(5) . . ?
N2 Fe1 N4B 144.47(6) . . ?
N5 Fe1 N4B 74.01(6) . . ?
N7B Fe1 N3 90.8(2) . . ?
N6 Fe1 N3 84.78(4) . . ?
N7A Fe1 N3 98.46(19) . . ?
N1 Fe1 N3 142.08(4) . . ?
N2 Fe1 N3 73.42(4) . . ?
N5 Fe1 N3 147.09(4) . . ?
N4B Fe1 N3 75.95(5) . . ?
C10 N5 C14 121.48(12) . . ?
C10 N5 Fe1 120.93(8) . . ?
C14 N5 Fe1 117.35(9) . . ?
C9 N2 C12 122.27(11) . . ?
C9 N2 Fe1 121.41(9) . . ?
C12 N2 Fe1 116.09(9) . . ?
C1 N6 Fe1 168.35(10) . . ?
C3 N1 C7 119.59(12) . . ?
C3 N1 Fe1 120.37(9) . . ?
C7 N1 Fe1 119.98(9) . . ?
N6 C1 S1 178.91(12) . . ?
C13 N3 C18 109.33(10) . . ?
C13 N3 Fe1 108.47(8) . . ?
C18 N3 Fe1 115.63(8) . . ?
C16B N4B C15 110.05(16) . . ?
C16B N4B Fe1 115.44(12) . . ?
C15 N4B Fe1 110.27(12) . . ?
N5 C14 C15 106.70(12) . . ?
N1 C3 C4 121.93(12) . . ?
N1 C3 C10 114.02(12) . . ?
C4 C3 C10 124.03(12) . . ?
N3 C18 C17 113.17(12) . . ?
C5 C6 C7 118.43(14) . . ?
C18 C17 C16B 112.29(16) . . ?
C18 C17 C16A 121.5(2) . . ?
C5 C4 C3 118.23(14) . . ?
C6 C5 C4 120.07(15) . . ?
N2 C9 C7 114.40(11) . . ?
N2 C9 C8 125.37(13) . . ?
C7 C9 C8 120.23(13) . . ?
N1 C7 C6 121.73(13) . . ?
N1 C7 C9 113.99(12) . . ?
C6 C7 C9 124.28(12) . . ?
N2 C12 C13 107.53(11) . . ?
N4B C15 C14 112.15(14) . . ?
C14 C15 N4A 98.4(2) . . ?
N5 C10 C3 114.37(11) . . ?
N5 C10 C11 125.95(13) . . ?
C3 C10 C11 119.67(13) . . ?
N3 C13 C12 109.90(10) . . ?
N4B C16B C17 110.01(16) . . ?
C16A N4A C15 105.6(4) . . ?
N4A C16A C17 99.6(4) . . ?
N7B C2B S2B 176.7(12) . . ?
N7A C2A S2A 174.3(11) . . ?
C2A N7A Fe1 163.0(9) . . ?
C2B N7B Fe1 161.9(10) . . ?

_refine_diff_density_max         0.481
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.074

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054908'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H52 Fe2 N14 O S4'
_chemical_formula_weight         936.85

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                   7.7530(3)
_cell_length_b                   11.7757(5)
_cell_length_c                   24.0225(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.556(2)
_cell_angle_gamma                90
_cell_volume                     2178.84(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    300(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_F_000             980
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.850
_exptl_crystal_size_mid          0.380
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.905
_shelx_estimated_absorpt_T_min   0.513
_shelx_estimated_absorpt_T_max   0.805
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      300(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14445
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.707
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             4923
_reflns_number_gt                4294
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0711P)²+1.5564P] 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         4923
_refine_ls_number_parameters     278
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0482
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1334
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.067
_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 1.0159(3) 0.1727(2) 0.25677(10) 0.0420(5) Uani 1 1 d . . . . .
C2 C 0.6645(3) 0.2791(2) 0.48750(11) 0.0498(6) Uani 1 1 d . . . . .
C3 C 0.7988(4) 0.4488(3) 0.28268(12) 0.0596(7) Uani 1 1 d . . . . .
H3A H 0.7248 0.4924 0.2553 0.072 Uiso 1 1 calc R U . . .
H3B H 0.8736 0.4018 0.2625 0.072 Uiso 1 1 calc R U . . .
C4 C 0.9080(5) 0.5281(3) 0.31932(15) 0.0763(10) Uani 1 1 d . . . . .
H4A H 0.8341 0.5716 0.3413 0.092 Uiso 1 1 calc R U . . .
H4B H 0.9638 0.5809 0.2961 0.092 Uiso 1 1 calc R U . . .
C5 C 1.0492(5) 0.4674(4) 0.35947(17) 0.0857(11) Uani 1 1 d D . . . .
H5A H 1.1166 0.4178 0.3380 0.103 Uiso 1 1 calc R U . . .
H5B H 1.1273 0.5236 0.3780 0.103 Uiso 1 1 calc R U . . .
C6 C 0.7034(3) -0.0162(2) 0.36937(10) 0.0469(5) Uani 1 1 d . . . . .
C7 C 0.7044(5) -0.1334(3) 0.37648(12) 0.0624(8) Uani 1 1 d . . . . .
H7 H 0.6085 -0.1771 0.3632 0.075 Uiso 1 1 calc R U . . .
C8 C 0.8507(5) -0.1825(3) 0.40361(15) 0.0727(9) Uani 1 1 d . . . . .
H8 H 0.8548 -0.2609 0.4084 0.087 Uiso 1 1 calc R U . . .
C9 C 0.9915(5) -0.1175(3) 0.42383(14) 0.0655(8) Uani 1 1 d . . . . .
H9 H 1.0906 -0.1507 0.4424 0.079 Uiso 1 1 calc R U . . .
C10 C 0.9815(3) -0.0007(2) 0.41565(10) 0.0480(6) Uani 1 1 d . . . . .
C11 C 1.1211(3) 0.0819(3) 0.43623(10) 0.0491(6) Uani 1 1 d . . . . .
C12 C 1.2893(4) 0.0383(3) 0.46669(14) 0.0677(8) Uani 1 1 d . . . . .
H12A H 1.3773 0.0956 0.4665 0.101 Uiso 1 1 calc R U . . .
H12B H 1.3248 -0.0287 0.4483 0.101 Uiso 1 1 calc R U . . .
H12C H 1.2726 0.0203 0.5047 0.101 Uiso 1 1 calc R U . . .
C13 C 0.5559(3) 0.0490(3) 0.33974(10) 0.0492(6) Uani 1 1 d . . . . .
C14 C 0.3862(4) -0.0107(3) 0.32145(14) 0.0675(8) Uani 1 1 d . . . . .
H14A H 0.2913 0.0372 0.3288 0.101 Uiso 1 1 calc R U . . .
H14B H 0.3814 -0.0805 0.3418 0.101 Uiso 1 1 calc R U . . .
H14C H 0.3783 -0.0267 0.2821 0.101 Uiso 1 1 calc R U . . .
C15 C 0.4616(4) 0.2305(3) 0.30338(14) 0.0592(7) Uani 1 1 d . . . . .
H15A H 0.3950 0.2673 0.3300 0.071 Uiso 1 1 calc R U . . .
H15B H 0.3821 0.1890 0.2766 0.071 Uiso 1 1 calc R U . . .
C16 C 0.5588(4) 0.3173(3) 0.27368(12) 0.0569(7) Uani 1 1 d . . . . .
H16A H 0.6158 0.2807 0.2446 0.068 Uiso 1 1 calc R U . . .
H16B H 0.4780 0.3731 0.2561 0.068 Uiso 1 1 calc R U . . .
C17 C 1.0944(4) 0.3805(3) 0.45238(13) 0.0635(8) Uani 1 1 d . . . . .
H17A H 1.0287 0.3698 0.4840 0.076 Uiso 1 1 calc R U . . .
H17B H 1.1696 0.4458 0.4601 0.076 Uiso 1 1 calc R U . . .
C18 C 1.2028(4) 0.2766(3) 0.44508(13) 0.0584(7) Uani 1 1 d . . . . .
H18A H 1.2830 0.2910 0.4177 0.070 Uiso 1 1 calc R U . . .
H18B H 1.2691 0.2562 0.4804 0.070 Uiso 1 1 calc R U . . .
N1 N 0.9699(3) 0.1988(2) 0.29920(10) 0.0517(5) Uani 1 1 d . . . . .
N2 N 0.6982(4) 0.2639(3) 0.44279(11) 0.0686(7) Uani 1 1 d . . . . .
N3 N 0.6889(3) 0.3743(2) 0.31340(9) 0.0488(5) Uani 1 1 d D . . . .
N4 N 0.9733(4) 0.4018(2) 0.40087(11) 0.0624(6) Uani 1 1 d D . . . .
N5 N 1.0838(3) 0.1851(2) 0.42590(9) 0.0479(5) Uani 1 1 d . . . . .
N6 N 0.8405(3) 0.04828(19) 0.38856(8) 0.0434(4) Uani 1 1 d . . . . .
N7 N 0.5882(3) 0.1532(2) 0.33237(9) 0.0466(5) Uani 1 1 d . . . . .
O1 O 1.3585(10) 0.4853(7) 0.5712(3) 0.115(3) Uani 0.5 1 d D . P . .
S1 S 1.08342(10) 0.13694(7) 0.19715(3) 0.0575(2) Uani 1 1 d . . . . .
S2 S 0.61965(13) 0.29836(11) 0.55114(4) 0.0807(3) Uani 1 1 d . . . . .
Fe1 Fe 0.83714(4) 0.23402(3) 0.37096(2) 0.04017(14) Uani 1 1 d . . . . .
H102 H 1.463(7) 0.512(10) 0.578(4) 0.130 Uiso 0.5 1 d D U P . .
H101 H 1.341(12) 0.472(10) 0.5356(13) 0.130 Uiso 0.5 1 d D U P . .
H301 H 0.639(4) 0.419(2) 0.3348(12) 0.056(9) Uiso 1 1 d D . . . .
H401 H 0.880(4) 0.450(3) 0.4081(17) 0.115(17) 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 N1 1.159(3) . ?
C1 S1 1.635(2) . ?
C2 N2 1.148(4) . ?
C2 S2 1.622(3) . ?
C3 N3 1.478(4) . ?
C3 C4 1.481(5) . ?
C4 C5 1.548(6) . ?
C5 N4 1.438(5) . ?
C6 N6 1.344(3) . ?
C6 C7 1.390(4) . ?
C6 C13 1.489(4) . ?
C7 C8 1.370(5) . ?
C8 C9 1.376(5) . ?
C9 C10 1.389(4) . ?
C10 N6 1.338(3) . ?
C10 C11 1.497(4) . ?
C11 N5 1.266(4) . ?
C11 C12 1.511(4) . ?
C13 N7 1.269(4) . ?
C13 C14 1.512(4) . ?
C15 N7 1.456(4) . ?
C15 C16 1.498(5) . ?
C16 N3 1.469(4) . ?
C17 N4 1.487(4) . ?
C17 C18 1.506(5) . ?
C18 N5 1.459(3) . ?
N1 Fe1 2.147(2) . ?
N2 Fe1 2.165(3) . ?
N3 Fe1 2.367(2) . ?
N4 Fe1 2.315(3) . ?
N5 Fe1 2.270(2) . ?
N6 Fe1 2.227(2) . ?
N7 Fe1 2.255(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
N1 C1 S1 179.2(2) . . ?
N2 C2 S2 178.7(3) . . ?
N3 C3 C4 113.6(3) . . ?
C3 C4 C5 113.3(3) . . ?
N4 C5 C4 111.3(3) . . ?
N6 C6 C7 121.7(3) . . ?
N6 C6 C13 114.0(2) . . ?
C7 C6 C13 124.3(3) . . ?
C8 C7 C6 118.1(3) . . ?
C7 C8 C9 120.9(3) . . ?
C8 C9 C10 118.1(3) . . ?
N6 C10 C9 121.7(3) . . ?
N6 C10 C11 113.6(2) . . ?
C9 C10 C11 124.8(3) . . ?
N5 C11 C10 114.8(2) . . ?
N5 C11 C12 125.9(3) . . ?
C10 C11 C12 119.4(3) . . ?
N7 C13 C6 114.3(2) . . ?
N7 C13 C14 126.0(3) . . ?
C6 C13 C14 119.6(3) . . ?
N7 C15 C16 107.9(2) . . ?
N3 C16 C15 110.3(2) . . ?
N4 C17 C18 110.3(2) . . ?
N5 C18 C17 107.2(2) . . ?
C1 N1 Fe1 168.9(2) . . ?
C2 N2 Fe1 163.4(3) . . ?
C16 N3 C3 109.8(2) . . ?
C16 N3 Fe1 108.19(17) . . ?
C3 N3 Fe1 115.88(17) . . ?
C5 N4 C17 113.4(3) . . ?
C5 N4 Fe1 116.9(2) . . ?
C17 N4 Fe1 109.68(19) . . ?
C11 N5 C18 121.7(2) . . ?
C11 N5 Fe1 121.03(17) . . ?
C18 N5 Fe1 117.15(18) . . ?
C10 N6 C6 119.6(2) . . ?
C10 N6 Fe1 120.46(17) . . ?
C6 N6 Fe1 119.88(17) . . ?
C13 N7 C15 122.6(2) . . ?
C13 N7 Fe1 121.62(18) . . ?
C15 N7 Fe1 115.53(18) . . ?
N1 Fe1 N2 177.93(11) . . ?
N1 Fe1 N6 88.06(9) . . ?
N2 Fe1 N6 90.25(10) . . ?
N1 Fe1 N7 93.12(8) . . ?
N2 Fe1 N7 85.16(10) . . ?
N6 Fe1 N7 69.77(8) . . ?
N1 Fe1 N5 88.19(8) . . ?
N2 Fe1 N5 92.34(10) . . ?
N6 Fe1 N5 69.49(8) . . ?
N7 Fe1 N5 139.17(9) . . ?
N1 Fe1 N4 99.83(10) . . ?
N2 Fe1 N4 82.24(11) . . ?
N6 Fe1 N4 141.64(8) . . ?
N7 Fe1 N4 145.75(9) . . ?
N5 Fe1 N4 73.28(9) . . ?
N1 Fe1 N3 84.91(8) . . ?
N2 Fe1 N3 95.71(10) . . ?
N6 Fe1 N3 142.26(8) . . ?
N7 Fe1 N3 73.65(8) . . ?
N5 Fe1 N3 146.89(9) . . ?
N4 Fe1 N3 76.08(9) . . ?

_refine_diff_density_max         1.035
_refine_diff_density_min         -1.033
_refine_diff_density_rms         0.068

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054909'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H102 Fe4 N28 O Se8'
_chemical_formula_weight         2230.89

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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'

_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                   15.4575(2)
_cell_length_b                   11.6172(2)
_cell_length_c                   24.5781(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.4380(10)
_cell_angle_gamma                90
_cell_volume                     4309.97(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    110(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.719
_exptl_crystal_F_000             2228
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    4.098
_shelx_estimated_absorpt_T_min   0.234
_shelx_estimated_absorpt_T_max   0.427
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.2338
_exptl_absorpt_correction_T_max  0.4273
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      110(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29261
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_av_R_equivalents  0.0287
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_theta_min         1.948
_diffrn_reflns_theta_max         32.048
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             14994
_reflns_number_gt                10474
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0586P)²+2.9626P] 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         14994
_refine_ls_number_parameters     580
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0729
_refine_ls_R_factor_gt           0.0442
_refine_ls_wR_factor_ref         0.1175
_refine_ls_wR_factor_gt          0.1053
_refine_ls_goodness_of_fit_ref   1.007
_refine_ls_restrained_S_all      1.007
_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
Se4 Se 0.54520(2) 0.36396(3) 0.19393(2) 0.03030(7) Uani 1 1 d . . . . .
Se1 Se 0.96825(2) 0.30513(3) 1.05336(2) 0.04116(9) Uani 1 1 d . . . . .
Fe1 Fe 0.76742(3) 0.25599(3) 0.37107(2) 0.02632(9) Uani 1 1 d . . . . .
Fe2 Fe 0.76219(2) 0.21307(3) 0.87017(2) 0.02415(8) Uani 1 1 d . . . . .
N10 N 0.80920(15) 0.3539(2) 0.81338(9) 0.0281(5) Uani 1 1 d D . . . .
N1 N 0.76979(14) 0.0248(2) 0.88877(8) 0.0262(4) Uani 1 1 d . . . . .
N4 N 0.77638(14) 0.44361(19) 0.39035(8) 0.0245(4) Uani 1 1 d . . . . .
N11 N 0.81206(15) 0.1160(2) 0.31251(9) 0.0296(5) Uani 1 1 d D . . . .
N5 N 0.67335(16) 0.3049(2) 0.42709(8) 0.0307(5) Uani 1 1 d . . . . .
N6 N 0.87070(15) 0.3398(2) 0.33152(8) 0.0266(4) Uani 1 1 d . . . . .
N2 N 0.66491(15) 0.1640(2) 0.92373(8) 0.0294(5) Uani 1 1 d . . . . .
N3 N 0.86958(15) 0.1303(2) 0.83444(8) 0.0282(5) Uani 1 1 d . . . . .
N7 N 0.66158(15) 0.1749(2) 0.79758(9) 0.0282(5) Uani 1 1 d . . . . .
C2 C 0.61749(17) 0.1474(2) 0.75558(10) 0.0250(5) Uani 1 1 d . . . . .
N14 N 0.66318(15) 0.2939(2) 0.30046(9) 0.0307(5) Uani 1 1 d . . . . .
C4 C 0.61782(17) 0.3224(2) 0.25897(10) 0.0259(5) Uani 1 1 d . . . . .
C30 C 0.8561(2) 0.2948(3) 0.77493(11) 0.0346(6) Uani 1 1 d . . . . .
H30A H 0.8885 0.3520 0.7570 0.041 Uiso 1 1 calc R U . . .
H30B H 0.8127 0.2552 0.7453 0.041 Uiso 1 1 calc R U . . .
C19 C 0.89210(17) 0.4452(2) 0.34034(9) 0.0261(5) Uani 1 1 d . . . . .
C3 C 0.9167(2) 0.1924(3) 0.48277(10) 0.0326(6) Uani 1 1 d . . . . .
N13 N 0.8732(2) 0.2137(2) 0.43953(10) 0.0437(7) Uani 1 1 d . . . . .
C8 C 0.8308(2) -0.1602(3) 0.87714(11) 0.0386(7) Uani 1 1 d . . . . .
H8 H 0.8728 -0.2058 0.8637 0.046 Uiso 1 1 calc R U . . .
C33 C 0.7415(2) 0.0381(3) 0.28436(13) 0.0416(7) Uani 1 1 d . . . . .
H33A H 0.7613 -0.0017 0.2536 0.050 Uiso 1 1 calc R U . . .
H33B H 0.6883 0.0840 0.2680 0.050 Uiso 1 1 calc R U . . .
C21 C 0.66022(18) 0.4096(3) 0.43817(10) 0.0300(6) Uani 1 1 d . . . . .
C36 C 0.7394(2) 0.4281(3) 0.78161(11) 0.0343(6) Uani 1 1 d . . . . .
H36A H 0.6904 0.3792 0.7615 0.041 Uiso 1 1 calc R U . . .
H36B H 0.7635 0.4714 0.7535 0.041 Uiso 1 1 calc R U . . .
C1 C 0.90762(19) 0.2731(3) 0.98453(11) 0.0352(6) Uani 1 1 d . . . . .
C17 C 0.88965(17) 0.0246(3) 0.84254(10) 0.0298(6) Uani 1 1 d . . . . .
C9 C 0.82851(18) -0.0412(3) 0.87022(9) 0.0294(6) Uani 1 1 d . . . . .
C13 C 0.8415(2) 0.6275(3) 0.38146(11) 0.0336(6) Uani 1 1 d . . . . .
N8 N 0.8671(2) 0.2510(3) 0.94064(10) 0.0505(7) Uani 1 1 d . . . . .
C10 C 0.72077(17) 0.4929(2) 0.41873(10) 0.0271(5) Uani 1 1 d . . . . .
C26 C 0.8514(2) 0.1761(3) 0.27101(10) 0.0349(6) Uani 1 1 d . . . . .
H26A H 0.8042 0.2144 0.2433 0.042 Uiso 1 1 calc R U . . .
H26B H 0.8816 0.1199 0.2512 0.042 Uiso 1 1 calc R U . . .
C11 C 0.7226(2) 0.6100(3) 0.42967(11) 0.0352(6) Uani 1 1 d . . . . .
H11 H 0.6827 0.6435 0.4496 0.042 Uiso 1 1 calc R U . . .
C18 C 0.96711(19) -0.0361(3) 0.82697(12) 0.0408(7) Uani 1 1 d . . . . .
H18A H 0.9492 -0.0665 0.7890 0.061 Uiso 1 1 calc R U . . .
H18B H 0.9864 -0.0997 0.8530 0.061 Uiso 1 1 calc R U . . .
H18C H 1.0161 0.0183 0.8288 0.061 Uiso 1 1 calc R U . . .
C5 C 0.71119(18) -0.0245(2) 0.91469(10) 0.0300(6) Uani 1 1 d . . . . .
C6 C 0.7094(2) -0.1430(3) 0.92322(11) 0.0383(7) Uani 1 1 d . . . . .
H6 H 0.6676 -0.1766 0.9417 0.046 Uiso 1 1 calc R U . . .
C22 C 0.5917(2) 0.4540(3) 0.46819(12) 0.0381(7) Uani 1 1 d . . . . .
H22A H 0.5436 0.3978 0.4649 0.057 Uiso 1 1 calc R U . . .
H22B H 0.5679 0.5272 0.4516 0.057 Uiso 1 1 calc R U . . .
H22C H 0.6191 0.4659 0.5076 0.057 Uiso 1 1 calc R U . . .
C16 C 0.5828(2) 0.0149(3) 0.96397(12) 0.0402(7) Uani 1 1 d . . . . .
H16A H 0.6103 0.0021 1.0033 0.060 Uiso 1 1 calc R U . . .
H16B H 0.5582 -0.0577 0.9471 0.060 Uiso 1 1 calc R U . . .
H16C H 0.5353 0.0719 0.9611 0.060 Uiso 1 1 calc R U . . .
C23 C 0.6226(2) 0.2124(3) 0.44599(12) 0.0421(8) Uani 1 1 d . . . . .
H23A H 0.5657 0.2008 0.4191 0.051 Uiso 1 1 calc R U . . .
H23B H 0.6100 0.2317 0.4827 0.051 Uiso 1 1 calc R U . . .
C7 C 0.7705(2) -0.2104(3) 0.90394(12) 0.0442(8) Uani 1 1 d . . . . .
H7 H 0.7709 -0.2914 0.9092 0.053 Uiso 1 1 calc R U . . .
C15 C 0.65100(18) 0.0583(3) 0.93415(10) 0.0302(6) Uani 1 1 d . . . . .
C28 C 0.6724(3) 0.3637(3) 0.94859(12) 0.0460(8) Uani 1 1 d . . . . .
H28A H 0.6362 0.4314 0.9538 0.055 Uiso 1 1 calc R U . A 3
H28B H 0.7201 0.3556 0.9825 0.055 Uiso 1 1 calc R U . A 3
C24 C 0.91705(19) 0.2645(3) 0.29960(11) 0.0319(6) Uani 1 1 d . . . . .
H24A H 0.9675 0.2262 0.3247 0.038 Uiso 1 1 calc R U . . .
H24B H 0.9402 0.3097 0.2717 0.038 Uiso 1 1 calc R U . . .
C14 C 0.83556(17) 0.5095(2) 0.37188(9) 0.0253(5) Uani 1 1 d . . . . .
C27 C 0.6144(2) 0.2567(3) 0.94199(11) 0.0376(7) Uani 1 1 d . . . . .
H27A H 0.5991 0.2366 0.9779 0.045 Uiso 1 1 calc R U . . .
H27B H 0.5589 0.2704 0.9141 0.045 Uiso 1 1 calc R U . . .
C20 C 0.96706(19) 0.5048(3) 0.32162(11) 0.0351(6) Uani 1 1 d . . . . .
H20A H 1.0214 0.4595 0.3331 0.053 Uiso 1 1 calc R U . . .
H20B H 0.9758 0.5815 0.3386 0.053 Uiso 1 1 calc R U . . .
H20C H 0.9528 0.5123 0.2810 0.053 Uiso 1 1 calc R U . . .
C29 C 0.92050(19) 0.2082(3) 0.80672(12) 0.0356(6) Uani 1 1 d . . . . .
H29A H 0.9495 0.1649 0.7809 0.043 Uiso 1 1 calc R U . . .
H29B H 0.9668 0.2478 0.8346 0.043 Uiso 1 1 calc R U . . .
C12 C 0.7844(2) 0.6770(3) 0.41065(13) 0.0395(7) Uani 1 1 d . . . . .
C31B C 0.6644(4) 0.0164(6) 0.3603(2) 0.0368(13) Uani 0.5 1 d . . P B 1
H31A H 0.6215 0.0690 0.3370 0.044 Uiso 0.5 1 calc R U P B 1
H31B H 0.6312 -0.0381 0.3792 0.044 Uiso 0.5 1 calc R U P B 1
C35 C 0.7034(2) 0.5117(3) 0.81753(14) 0.0430(8) Uani 1 1 d . . . . .
C34A C 0.6522(3) 0.4504(4) 0.85629(15) 0.0342(8) Uani 0.75 1 d . . P C 3
H34A H 0.6205 0.5081 0.8743 0.041 Uiso 0.75 1 calc R U P C 3
H34B H 0.6077 0.3979 0.8342 0.041 Uiso 0.75 1 calc R U P C 3
C25 C 0.6786(3) 0.1054(3) 0.45016(13) 0.0579(11) Uani 1 1 d . . . . .
H25A H 0.6400 0.0383 0.4524 0.070 Uiso 1 1 calc R U . D 1
H25B H 0.7233 0.1087 0.4856 0.070 Uiso 1 1 calc R U . D 1
C32 C 0.7172(3) -0.0506(4) 0.32355(17) 0.0568(11) Uani 1 1 d . . . . .
O1 O 0.8863(5) 0.5018(8) 0.9350(3) 0.118(3) Uani 0.5 1 d D . P E 3
C31A C 0.7288(4) -0.0198(5) 0.3894(2) 0.0325(12) Uani 0.5 1 d . . P B 2
H31C H 0.7030 -0.0812 0.4089 0.039 Uiso 0.5 1 calc R U P B 2
H31D H 0.7922 -0.0108 0.4074 0.039 Uiso 0.5 1 calc R U P B 2
N12A N 0.7280(4) 0.0830(5) 0.40220(19) 0.0292(11) Uani 0.5 1 d D . P B 1
N12B N 0.6817(4) 0.0877(5) 0.3908(2) 0.0291(10) Uani 0.5 1 d D . P B 2
C34B C 0.7155(8) 0.4924(9) 0.8859(4) 0.029(2) Uani 0.25 1 d . . P C 4
H34C H 0.7786 0.4870 0.9050 0.035 Uiso 0.25 1 calc R U P C 4
H34D H 0.6863 0.5541 0.9032 0.035 Uiso 0.25 1 calc R U P C 4
N9B N 0.6689(6) 0.3802(9) 0.8854(4) 0.027(2) Uani 0.25 1 d D . P C 4
N9A N 0.7132(2) 0.3841(3) 0.89943(13) 0.0284(7) Uani 0.75 1 d D . P C 3
Se3 Se 0.98290(2) 0.16375(3) 0.55112(2) 0.03293(8) Uani 1 1 d . . . . .
Se2 Se 0.54696(2) 0.10579(3) 0.68985(2) 0.02796(7) Uani 1 1 d . . . . .
H1 H 0.884(2) 0.673(3) 0.3697(12) 0.031(8) Uiso 1 1 d . . . . .
H3 H 0.783(2) 0.755(3) 0.4149(13) 0.040(9) Uiso 1 1 d . . . . .
H102 H 0.9247 0.5534 0.9254 0.160 Uiso 0.5 1 d D U P F 3
H101 H 0.9177 0.4814 0.9700 0.160 Uiso 0.5 1 d D U P G 3
H100 H 0.8481 0.4021 0.8352 0.024(7) Uiso 1 1 d D . . . .
H111 H 0.8540 0.0693 0.3318 0.031(8) Uiso 1 1 d D . . . .
H122 H 0.6310 0.0849 0.3649 0.040 Uiso 0.5 1 d D U P H 2
H121 H 0.7787 0.0576 0.4289 0.040 Uiso 0.5 1 d D U P I 1
H901 H 0.7604 0.4320 0.9092 0.040 Uiso 0.75 1 d D U P J 3
H902 H 0.6145 0.3658 0.8585 0.040 Uiso 0.25 1 d D U P K 4
H35B H 0.744(2) 0.561(3) 0.8379(12) 0.020(7) Uiso 1 1 d . . . . .
H35A H 0.656(2) 0.554(3) 0.7955(14) 0.048(10) Uiso 1 1 d . . . . .
H32B H 0.766(3) -0.119(4) 0.3342(17) 0.078(14) Uiso 1 1 d . . . . .
H32A H 0.668(3) -0.095(4) 0.3085(19) 0.092(16) Uiso 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
Se4 C4 1.810(3) . ?
Se1 C1 1.788(3) . ?
Fe1 N13 2.135(3) . ?
Fe1 N14 2.144(2) . ?
Fe1 N4 2.229(2) . ?
Fe1 N6 2.260(2) . ?
Fe1 N5 2.279(2) . ?
Fe1 N12A 2.279(5) . ?
Fe1 N11 2.370(2) . ?
Fe2 N7 2.146(2) . ?
Fe2 N8 2.148(3) . ?
Fe2 N1 2.232(2) . ?
Fe2 N3 2.254(2) . ?
Fe2 N2 2.274(2) . ?
Fe2 N9A 2.296(3) . ?
Fe2 N10 2.364(2) . ?
N10 C36 1.468(4) . ?
N10 C30 1.478(3) . ?
N1 C9 1.341(3) . ?
N1 C5 1.343(3) . ?
N4 C14 1.345(3) . ?
N4 C10 1.346(3) . ?
N11 C33 1.470(4) . ?
N11 C26 1.471(4) . ?
N5 C21 1.272(4) . ?
N5 C23 1.463(3) . ?
N6 C19 1.275(4) . ?
N6 C24 1.462(3) . ?
N2 C15 1.282(4) . ?
N2 C27 1.457(3) . ?
N3 C17 1.272(4) . ?
N3 C29 1.461(4) . ?
N7 C2 1.153(3) . ?
C2 Se2 1.809(3) . ?
N14 C4 1.155(3) . ?
C30 C29 1.509(4) . ?
C19 C14 1.488(4) . ?
C19 C20 1.504(4) . ?
C3 N13 1.155(4) . ?
C3 Se3 1.800(3) . ?
C8 C7 1.380(5) . ?
C8 C9 1.393(4) . ?
C33 C32 1.512(5) . ?
C21 C10 1.495(4) . ?
C21 C22 1.506(4) . ?
C36 C35 1.498(5) . ?
C1 N8 1.154(4) . ?
C17 C9 1.489(4) . ?
C17 C18 1.508(4) . ?
C13 C12 1.378(4) . ?
C13 C14 1.391(4) . ?
C10 C11 1.386(4) . ?
C26 C24 1.506(4) . ?
C11 C12 1.389(4) . ?
C5 C6 1.393(4) . ?
C5 C15 1.487(4) . ?
C6 C7 1.387(4) . ?
C16 C15 1.495(4) . ?
C23 C25 1.506(5) . ?
C28 N9A 1.497(4) . ?
C28 C27 1.520(5) . ?
C28 N9B 1.555(10) . ?
C31B N12A 1.479(7) . ?
C31B C32 1.552(7) . ?
C35 C34A 1.537(5) . ?
C35 C34B 1.664(11) . ?
C34A N9A 1.475(5) . ?
C25 N12B 1.484(5) . ?
C25 N12A 1.558(6) . ?
C32 C31A 1.629(7) . ?
C31A N12B 1.450(8) . ?
C34B N9B 1.488(15) . ?

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
N13 Fe1 N14 177.85(10) . . ?
N13 Fe1 N4 93.18(9) . . ?
N14 Fe1 N4 88.45(9) . . ?
N13 Fe1 N6 86.92(10) . . ?
N14 Fe1 N6 92.34(8) . . ?
N4 Fe1 N6 69.69(8) . . ?
N13 Fe1 N5 93.49(9) . . ?
N14 Fe1 N5 88.39(8) . . ?
N4 Fe1 N5 69.30(8) . . ?
N6 Fe1 N5 138.95(8) . . ?
N13 Fe1 N12A 75.35(15) . . ?
N14 Fe1 N12A 104.13(15) . . ?
N4 Fe1 N12A 143.11(14) . . ?
N6 Fe1 N12A 142.04(16) . . ?
N5 Fe1 N12A 76.44(15) . . ?
N13 Fe1 N11 92.70(9) . . ?
N14 Fe1 N11 85.15(8) . . ?
N4 Fe1 N11 141.91(8) . . ?
N6 Fe1 N11 73.10(8) . . ?
N5 Fe1 N11 147.64(8) . . ?
N12A Fe1 N11 74.51(14) . . ?
N7 Fe2 N8 177.53(9) . . ?
N7 Fe2 N1 87.96(8) . . ?
N8 Fe2 N1 92.20(11) . . ?
N7 Fe2 N3 92.90(8) . . ?
N8 Fe2 N3 84.86(10) . . ?
N1 Fe2 N3 69.58(8) . . ?
N7 Fe2 N2 88.76(8) . . ?
N8 Fe2 N2 93.61(10) . . ?
N1 Fe2 N2 69.39(8) . . ?
N3 Fe2 N2 138.84(9) . . ?
N7 Fe2 N9A 102.16(11) . . ?
N8 Fe2 N9A 79.19(13) . . ?
N1 Fe2 N9A 142.19(10) . . ?
N3 Fe2 N9A 144.23(11) . . ?
N2 Fe2 N9A 74.45(11) . . ?
N7 Fe2 N10 84.95(8) . . ?
N8 Fe2 N10 93.42(10) . . ?
N1 Fe2 N10 142.14(8) . . ?
N3 Fe2 N10 73.70(8) . . ?
N2 Fe2 N10 147.23(8) . . ?
N9A Fe2 N10 75.54(10) . . ?
C36 N10 C30 109.8(2) . . ?
C36 N10 Fe2 115.86(16) . . ?
C30 N10 Fe2 108.17(17) . . ?
C9 N1 C5 119.5(2) . . ?
C9 N1 Fe2 120.03(18) . . ?
C5 N1 Fe2 120.28(18) . . ?
C14 N4 C10 119.3(2) . . ?
C14 N4 Fe1 120.06(17) . . ?
C10 N4 Fe1 120.61(17) . . ?
C33 N11 C26 110.0(2) . . ?
C33 N11 Fe1 115.11(18) . . ?
C26 N11 Fe1 108.26(17) . . ?
C21 N5 C23 120.9(2) . . ?
C21 N5 Fe1 121.29(17) . . ?
C23 N5 Fe1 117.65(19) . . ?
C19 N6 C24 121.8(2) . . ?
C19 N6 Fe1 121.46(17) . . ?
C24 N6 Fe1 116.51(18) . . ?
C15 N2 C27 121.5(2) . . ?
C15 N2 Fe2 121.07(17) . . ?
C27 N2 Fe2 117.23(19) . . ?
C17 N3 C29 122.3(2) . . ?
C17 N3 Fe2 121.76(18) . . ?
C29 N3 Fe2 115.67(18) . . ?
C2 N7 Fe2 170.0(2) . . ?
N7 C2 Se2 179.1(3) . . ?
C4 N14 Fe1 168.9(2) . . ?
N14 C4 Se4 178.6(3) . . ?
N10 C30 C29 109.7(2) . . ?
N6 C19 C14 114.3(2) . . ?
N6 C19 C20 125.4(2) . . ?
C14 C19 C20 120.4(2) . . ?
N13 C3 Se3 178.0(3) . . ?
C3 N13 Fe1 165.7(3) . . ?
C7 C8 C9 118.4(3) . . ?
N11 C33 C32 112.4(3) . . ?
N5 C21 C10 114.3(2) . . ?
N5 C21 C22 126.4(3) . . ?
C10 C21 C22 119.3(3) . . ?
N10 C36 C35 113.0(2) . . ?
N8 C1 Se1 178.4(3) . . ?
N3 C17 C9 114.2(2) . . ?
N3 C17 C18 126.3(3) . . ?
C9 C17 C18 119.5(3) . . ?
N1 C9 C8 121.8(3) . . ?
N1 C9 C17 113.8(2) . . ?
C8 C9 C17 124.3(2) . . ?
C12 C13 C14 118.2(3) . . ?
C1 N8 Fe2 164.5(3) . . ?
N4 C10 C11 122.0(2) . . ?
N4 C10 C21 113.8(2) . . ?
C11 C10 C21 124.2(2) . . ?
N11 C26 C24 109.7(2) . . ?
C10 C11 C12 118.2(3) . . ?
N1 C5 C6 122.0(3) . . ?
N1 C5 C15 114.1(2) . . ?
C6 C5 C15 123.8(3) . . ?
C7 C6 C5 118.0(3) . . ?
N5 C23 C25 106.8(3) . . ?
C8 C7 C6 120.3(3) . . ?
N2 C15 C5 114.3(2) . . ?
N2 C15 C16 125.9(3) . . ?
C5 C15 C16 119.7(3) . . ?
N9A C28 C27 112.6(3) . . ?
C27 C28 N9B 95.8(4) . . ?
N6 C24 C26 107.4(2) . . ?
N4 C14 C13 122.0(2) . . ?
N4 C14 C19 114.1(2) . . ?
C13 C14 C19 123.9(2) . . ?
N2 C27 C28 107.2(2) . . ?
N3 C29 C30 107.0(2) . . ?
C13 C12 C11 120.4(3) . . ?
N12A C31B C32 108.3(5) . . ?
C36 C35 C34A 111.8(3) . . ?
C36 C35 C34B 122.1(4) . . ?
N9A C34A C35 110.7(3) . . ?
N12B C25 C23 100.7(3) . . ?
C23 C25 N12A 117.0(3) . . ?
C33 C32 C31B 105.2(4) . . ?
C33 C32 C31A 119.6(3) . . ?
N12B C31A C32 105.4(4) . . ?
C31B N12A C25 104.6(4) . . ?
C31B N12A Fe1 114.4(4) . . ?
C25 N12A Fe1 108.5(3) . . ?
C31A N12B C25 105.4(4) . . ?
N9B C34B C35 99.2(8) . . ?
C34B N9B C28 100.8(7) . . ?
C34A N9A C28 110.3(3) . . ?
C34A N9A Fe2 115.4(2) . . ?
C28 N9A Fe2 109.9(2) . . ?

_refine_diff_density_max         1.935
_refine_diff_density_min         -1.833
_refine_diff_density_rms         0.109

_shelxl_version_number           2014/6

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

data_shelx
_database_code_depnum_ccdc_archive 'CCDC 1054910'
_audit_update_record             
;
2015-03-18 deposited with the CCDC.
2015-04-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C72 H102 Fe4 N28 O Se8'
_chemical_formula_weight         2230.89

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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 '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'

_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                   15.5939(3)
_cell_length_b                   11.7657(2)
_cell_length_c                   24.7536(5)
_cell_angle_alpha                90
_cell_angle_beta                 102.3730(10)
_cell_angle_gamma                90
_cell_volume                     4436.13(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_F_000             2228
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    3.982
_shelx_estimated_absorpt_T_min   0.199
_shelx_estimated_absorpt_T_max   0.587
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.1986
_exptl_absorpt_correction_T_max  0.5865
_exptl_absorpt_process_details   scalepack
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19152
_diffrn_reflns_av_unetI/netI     0.0473
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_theta_min         1.925
_diffrn_reflns_theta_max         27.496
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             10146
_reflns_number_gt                6050
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0602P)²+3.2653P] 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         10146
_refine_ls_number_parameters     556
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0943
_refine_ls_R_factor_gt           0.0477
_refine_ls_wR_factor_ref         0.1367
_refine_ls_wR_factor_gt          0.1176
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.027
_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
Se3 Se 0.95145(3) 0.11233(4) 0.80864(2) 0.05855(15) Uani 1 1 d . . . . .
Se1 Se 0.45362(3) 0.14214(5) 0.80450(2) 0.06208(15) Uani 1 1 d . . . . .
Se2 Se 0.01929(3) 0.33133(5) 0.44955(2) 0.06975(17) Uani 1 1 d . . . . .
Fe2 Fe 0.23286(4) 0.24549(5) 0.62869(2) 0.04551(16) Uani 1 1 d . . . . .
Fe1 Fe 0.73804(3) 0.21420(5) 0.62926(2) 0.04332(15) Uani 1 1 d . . . . .
C6 C 0.2788(3) -0.1043(4) 0.5723(2) 0.0675(13) Uani 1 1 d . . . . .
H6 H 0.3178 -0.1372 0.5533 0.081 Uiso 1 1 calc R U . . .
N7 N 0.7317(2) 0.0278(3) 0.61143(13) 0.0463(8) Uani 1 1 d . . . . .
N10 N 0.2250(2) 0.0598(3) 0.61019(13) 0.0451(8) Uani 1 1 d . . . . .
N6 N 0.6322(2) 0.1320(3) 0.66494(14) 0.0495(8) Uani 1 1 d . . . . .
N13 N 0.1875(3) 0.3839(3) 0.68634(15) 0.0520(9) Uani 1 1 d . . . . .
N14 N 0.1308(2) 0.1622(3) 0.66841(13) 0.0491(8) Uani 1 1 d . . . . .
N11 N 0.3263(2) 0.1973(3) 0.57319(14) 0.0546(9) Uani 1 1 d . . . . .
N5 N 0.6915(3) 0.3530(3) 0.68580(16) 0.0520(9) Uani 1 1 d . . . . .
N8 N 0.8346(2) 0.1654(3) 0.57639(14) 0.0516(9) Uani 1 1 d . . . . .
N3 N 0.8381(2) 0.1764(3) 0.70177(15) 0.0537(9) Uani 1 1 d . . . . .
C3 C 0.8820(2) 0.1511(3) 0.74346(17) 0.0438(9) Uani 1 1 d . . . . .
N1 N 0.3365(2) 0.2088(3) 0.69900(15) 0.0587(10) Uani 1 1 d . . . . .
N9 N 0.7927(3) 0.3822(4) 0.60178(17) 0.0734(12) Uani 1 1 d . . . . .
H9 H 0.7403 0.4287 0.5885 0.088 Uiso 1 1 calc R U . . .
C2 C 0.0852(3) 0.3042(4) 0.51757(18) 0.0542(11) Uani 1 1 d . . . . .
C1 C 0.3821(3) 0.1818(4) 0.74001(17) 0.0481(10) Uani 1 1 d . . . . .
C17 C 0.1103(2) 0.0580(4) 0.65991(16) 0.0473(10) Uani 1 1 d . . . . .
N2 N 0.1276(3) 0.2850(4) 0.56020(16) 0.0713(11) Uani 1 1 d . . . . .
C19 C 0.6130(3) 0.0272(4) 0.65771(16) 0.0513(10) Uani 1 1 d . . . . .
N4 N 0.6333(3) 0.2482(4) 0.55821(17) 0.0732(12) Uani 1 1 d . . . . .
C5 C 0.2797(3) 0.0111(4) 0.58186(17) 0.0510(10) Uani 1 1 d . . . . .
C20 C 0.5368(3) -0.0329(5) 0.6739(2) 0.0710(14) Uani 1 1 d . . . . .
H20A H 0.5372 -0.1116 0.6638 0.107 Uiso 1 1 calc R U . . .
H20B H 0.5418 -0.0266 0.7131 0.107 Uiso 1 1 calc R U . . .
H20C H 0.4828 0.0014 0.6550 0.107 Uiso 1 1 calc R U . . .
C14 C 0.6733(3) -0.0378(4) 0.62986(16) 0.0516(10) Uani 1 1 d . . . . .
C4 C 0.5933(3) 0.2693(4) 0.51497(18) 0.0533(11) Uani 1 1 d . . . . .
C24 C 0.1479(3) 0.3241(4) 0.72718(18) 0.0621(12) Uani 1 1 d . . . . .
H24A H 0.1179 0.3784 0.7461 0.074 Uiso 1 1 calc R U . . .
H24B H 0.1937 0.2880 0.7545 0.074 Uiso 1 1 calc R U . . .
C28 C 0.6439(3) 0.2956(4) 0.72326(19) 0.0634(13) Uani 1 1 d . . . . .
H28A H 0.6115 0.3512 0.7398 0.076 Uiso 1 1 calc R U . . .
H28B H 0.6854 0.2583 0.7527 0.076 Uiso 1 1 calc R U . . .
C30 C 0.2569(3) 0.4626(4) 0.7141(2) 0.0714(14) Uani 1 1 d . . . . .
H30A H 0.3088 0.4192 0.7305 0.086 Uiso 1 1 calc R U . . .
H30B H 0.2370 0.5018 0.7436 0.086 Uiso 1 1 calc R U . . .
C31 C 0.7603(3) 0.4281(4) 0.71696(19) 0.0632(12) Uani 1 1 d . . . . .
H31A H 0.8080 0.3818 0.7371 0.076 Uiso 1 1 calc R U . . .
H31B H 0.7362 0.4709 0.7438 0.076 Uiso 1 1 calc R U . . .
C9 C 0.1666(3) -0.0056(4) 0.62854(16) 0.0470(10) Uani 1 1 d . . . . .
C10 C 0.7897(3) -0.0204(4) 0.58553(17) 0.0533(11) Uani 1 1 d . . . . .
C23 C 0.0845(3) 0.2367(4) 0.69971(19) 0.0574(12) Uani 1 1 d . . . . .
H23A H 0.0625 0.1933 0.7271 0.069 Uiso 1 1 calc R U . . .
H23B H 0.0352 0.2728 0.6751 0.069 Uiso 1 1 calc R U . . .
C16 C 0.4063(3) 0.0503(5) 0.5313(2) 0.0688(13) Uani 1 1 d . . . . .
H16A H 0.4027 -0.0310 0.5285 0.103 Uiso 1 1 calc R U . . .
H16B H 0.3950 0.0829 0.4949 0.103 Uiso 1 1 calc R U . . .
H16C H 0.4640 0.0718 0.5509 0.103 Uiso 1 1 calc R U . . .
C11 C 0.7919(4) -0.1373(4) 0.5783(2) 0.0714(14) Uani 1 1 d . . . . .
H11 H 0.8324 -0.1702 0.5604 0.086 Uiso 1 1 calc R U . . .
C29 C 0.8282(5) 0.3621(5) 0.5519(2) 0.0761(17) Uani 1 1 d . . . . .
C18 C 0.0371(3) -0.0027(4) 0.6795(2) 0.0673(13) Uani 1 1 d . . . . .
H18A H 0.0351 -0.0807 0.6679 0.101 Uiso 1 1 calc R U . . .
H18B H 0.0477 0.0006 0.7192 0.101 Uiso 1 1 calc R U . . .
H18C H -0.0179 0.0334 0.6641 0.101 Uiso 1 1 calc R U . . .
C15 C 0.3391(3) 0.0933(4) 0.56219(17) 0.0515(11) Uani 1 1 d . . . . .
C22 C 0.9159(3) 0.0195(5) 0.5352(2) 0.0774(15) Uani 1 1 d . . . . .
H22A H 0.9129 -0.0619 0.5326 0.116 Uiso 1 1 calc R U . . .
H22B H 0.9046 0.0517 0.4987 0.116 Uiso 1 1 calc R U . . .
H22C H 0.9734 0.0417 0.5549 0.116 Uiso 1 1 calc R U . . .
C13 C 0.6725(4) -0.1548(4) 0.6239(2) 0.0723(14) Uani 1 1 d . . . . .
H13 H 0.6321 -0.1992 0.6371 0.087 Uiso 1 1 calc R U . . .
C25 C 0.3769(3) 0.2889(4) 0.5546(2) 0.0691(14) Uani 1 1 d . . . . .
H25A H 0.3902 0.2699 0.5192 0.083 Uiso 1 1 calc R U . . .
H25B H 0.4317 0.3007 0.5812 0.083 Uiso 1 1 calc R U . . .
C12 C 0.7326(4) -0.2033(5) 0.5981(2) 0.0817(16) Uani 1 1 d . . . . .
H12 H 0.7334 -0.2818 0.5939 0.098 Uiso 1 1 calc R U . . .
C32 C 0.7959(3) 0.5093(4) 0.6809(2) 0.0764(15) Uani 1 1 d . . . . .
H32A H 0.8354 0.5620 0.7041 0.092 Uiso 1 1 calc R U . . .
H32B H 0.7478 0.5530 0.6593 0.092 Uiso 1 1 calc R U . . .
C7 C 0.2188(4) -0.1696(4) 0.5918(2) 0.0756(15) Uani 1 1 d . . . . .
H7 H 0.2169 -0.2476 0.5854 0.091 Uiso 1 1 calc R U . . .
C8 C 0.1621(3) -0.1215(4) 0.62024(19) 0.0616(12) Uani 1 1 d . . . . .
H8 H 0.1217 -0.1656 0.6336 0.074 Uiso 1 1 calc R U . . .
C34 C 0.5819(3) 0.2096(4) 0.6923(2) 0.0627(13) Uani 1 1 d . . . . .
H34A H 0.5538 0.1679 0.7175 0.075 Uiso 1 1 calc R U . . .
H34B H 0.5367 0.2470 0.6650 0.075 Uiso 1 1 calc R U . . .
C27 C 0.8846(3) 0.2569(4) 0.5584(2) 0.0666(13) Uani 1 1 d . . . . .
H27A H 0.8996 0.2374 0.5235 0.080 Uiso 1 1 calc R U . . .
H27B H 0.9386 0.2697 0.5856 0.080 Uiso 1 1 calc R U . . .
C33 C 0.2804(5) 0.5488(6) 0.6747(3) 0.093(2) Uani 1 1 d . . . . .
C26 C 0.3213(4) 0.3934(4) 0.5497(2) 0.0806(17) Uani 1 1 d . . . . .
H26A H 0.2774 0.3891 0.5155 0.097 Uiso 1 1 calc R U . A 1
H26B H 0.3581 0.4587 0.5471 0.097 Uiso 1 1 calc R U . A 1
C21 C 0.8479(3) 0.0620(4) 0.56582(17) 0.0534(11) Uani 1 1 d . . . . .
O1 O 0.6132(6) 0.5024(9) 0.5674(4) 0.144(4) Uani 0.5 1 d D . P . .
C35 C 0.8452(4) 0.4495(6) 0.6416(3) 0.099(2) Uani 1 1 d . . . . .
H35A H 0.8734 0.5068 0.6232 0.119 Uiso 1 1 calc R U . . .
H35B H 0.8910 0.4025 0.6633 0.119 Uiso 1 1 calc R U . . .
C36A C 0.3387(8) 0.4808(12) 0.6403(5) 0.082(4) Uani 0.5 1 d . . P B 1
H36A H 0.3721 0.5327 0.6224 0.098 Uiso 0.5 1 calc R U P B 1
H36B H 0.3791 0.4303 0.6642 0.098 Uiso 0.5 1 calc R U P B 1
C36B C 0.2699(9) 0.5197(9) 0.6106(5) 0.080(3) Uani 0.5 1 d . . P B 2
H36C H 0.2085 0.5109 0.5928 0.096 Uiso 0.5 1 calc R U P B 2
H36D H 0.2952 0.5794 0.5919 0.096 Uiso 0.5 1 calc R U P B 2
N12A N 0.2740(8) 0.4135(13) 0.5976(6) 0.060(3) Uani 0.5 1 d . . P B 1
H12A H 0.2216 0.4600 0.5842 0.072 Uiso 0.5 1 calc R U P B 1
N12B N 0.3163(7) 0.4153(13) 0.6095(6) 0.057(3) Uani 0.5 1 d . . P B 2
H12B H 0.3418 0.3833 0.6399 0.069 Uiso 0.5 1 calc R U P B 2
H12C H 0.3187 0.3845 0.5783 0.069 Uiso 0.5 1 calc R U P B 2
Se4 Se 0.53353(3) 0.29937(5) 0.44674(2) 0.07125(17) Uani 1 1 d . . . . .
H101 H 0.5661 0.5102 0.5808 0.190 Uiso 0.5 1 d D U P . .
H102 H 0.5991 0.5330 0.5340 0.190 Uiso 0.5 1 d D U P . .
H131 H 0.149(2) 0.416(3) 0.6666(17) 0.040(12) Uiso 1 1 d . . . . .
H501 H 0.657(2) 0.389(3) 0.6668(17) 0.036(12) Uiso 1 1 d . . . . .
H33A H 0.326(4) 0.595(5) 0.694(2) 0.11(2) Uiso 1 1 d . . . . .
H33B H 0.230(4) 0.601(5) 0.661(2) 0.12(2) Uiso 1 1 d . . . . .
H29A H 0.860(3) 0.417(4) 0.5464(19) 0.073(16) Uiso 1 1 d . . . . .
H29B H 0.787(3) 0.348(5) 0.521(2) 0.09(2) Uiso 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
Se3 C3 1.799(4) . ?
Se1 C1 1.802(4) . ?
Se2 C2 1.803(5) . ?
Fe2 N2 2.143(4) . ?
Fe2 N1 2.150(4) . ?
Fe2 N10 2.230(3) . ?
Fe2 N12A 2.263(15) . ?
Fe2 N14 2.265(3) . ?
Fe2 N11 2.278(3) . ?
Fe2 N13 2.371(4) . ?
Fe1 N3 2.157(4) . ?
Fe1 N4 2.166(4) . ?
Fe1 N7 2.235(3) . ?
Fe1 N6 2.250(3) . ?
Fe1 N8 2.270(3) . ?
Fe1 N9 2.312(4) . ?
Fe1 N5 2.363(4) . ?
C6 C7 1.374(7) . ?
C6 C5 1.378(6) . ?
N7 C10 1.341(5) . ?
N7 C14 1.345(5) . ?
N10 C5 1.343(5) . ?
N10 C9 1.344(5) . ?
N6 C19 1.273(6) . ?
N6 C34 1.462(5) . ?
N13 C24 1.471(6) . ?
N13 C30 1.477(6) . ?
N14 C17 1.274(5) . ?
N14 C23 1.458(5) . ?
N11 C15 1.278(6) . ?
N11 C25 1.466(6) . ?
N5 C28 1.471(6) . ?
N5 C31 1.473(6) . ?
N8 C21 1.271(6) . ?
N8 C27 1.453(6) . ?
N3 C3 1.149(5) . ?
N1 C1 1.152(5) . ?
N9 C35 1.387(7) . ?
N9 C29 1.475(6) . ?
C2 N2 1.142(5) . ?
C17 C9 1.492(6) . ?
C17 C18 1.511(5) . ?
C19 C14 1.490(6) . ?
C19 C20 1.509(5) . ?
N4 C4 1.145(5) . ?
C5 C15 1.491(6) . ?
C14 C13 1.384(7) . ?
C4 Se4 1.781(5) . ?
C24 C23 1.486(6) . ?
C28 C34 1.493(7) . ?
C30 C33 1.505(9) . ?
C31 C32 1.493(7) . ?
C9 C8 1.379(6) . ?
C10 C11 1.389(7) . ?
C10 C21 1.480(6) . ?
C16 C15 1.511(6) . ?
C11 C12 1.375(7) . ?
C29 C27 1.507(8) . ?
C22 C21 1.514(6) . ?
C13 C12 1.368(7) . ?
C25 C26 1.495(7) . ?
C32 C35 1.535(7) . ?
C7 C8 1.367(7) . ?
C33 C36A 1.590(17) . ?
C33 C36B 1.598(14) . ?
C26 N12B 1.519(15) . ?
C26 N12A 1.543(15) . ?
C36A N12A 1.517(15) . ?
C36B N12B 1.428(18) . ?

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
N2 Fe2 N1 178.28(15) . . ?
N2 Fe2 N10 92.93(15) . . ?
N1 Fe2 N10 88.17(14) . . ?
N2 Fe2 N12A 76.5(3) . . ?
N1 Fe2 N12A 103.4(3) . . ?
N10 Fe2 N12A 142.5(4) . . ?
N2 Fe2 N14 86.97(14) . . ?
N1 Fe2 N14 92.19(13) . . ?
N10 Fe2 N14 69.68(12) . . ?
N12A Fe2 N14 143.3(4) . . ?
N2 Fe2 N11 93.27(14) . . ?
N1 Fe2 N11 88.34(13) . . ?
N10 Fe2 N11 69.30(12) . . ?
N12A Fe2 N11 75.4(4) . . ?
N14 Fe2 N11 138.93(14) . . ?
N2 Fe2 N13 92.89(15) . . ?
N1 Fe2 N13 85.43(14) . . ?
N10 Fe2 N13 141.81(12) . . ?
N12A Fe2 N13 75.4(4) . . ?
N14 Fe2 N13 73.00(13) . . ?
N11 Fe2 N13 147.77(14) . . ?
N3 Fe1 N4 177.37(14) . . ?
N3 Fe1 N7 87.47(13) . . ?
N4 Fe1 N7 91.53(15) . . ?
N3 Fe1 N6 92.58(13) . . ?
N4 Fe1 N6 84.79(14) . . ?
N7 Fe1 N6 69.54(12) . . ?
N3 Fe1 N8 88.68(13) . . ?
N4 Fe1 N8 93.24(14) . . ?
N7 Fe1 N8 69.21(12) . . ?
N6 Fe1 N8 138.63(14) . . ?
N3 Fe1 N9 100.04(15) . . ?
N4 Fe1 N9 82.24(17) . . ?
N7 Fe1 N9 141.67(13) . . ?
N6 Fe1 N9 146.17(15) . . ?
N8 Fe1 N9 73.41(14) . . ?
N3 Fe1 N5 84.74(14) . . ?
N4 Fe1 N5 94.58(16) . . ?
N7 Fe1 N5 142.04(12) . . ?
N6 Fe1 N5 73.77(13) . . ?
N8 Fe1 N5 147.31(13) . . ?
N9 Fe1 N5 76.29(14) . . ?
C7 C6 C5 118.3(4) . . ?
C10 N7 C14 119.6(4) . . ?
C10 N7 Fe1 120.2(3) . . ?
C14 N7 Fe1 120.1(3) . . ?
C5 N10 C9 119.0(4) . . ?
C5 N10 Fe2 120.8(3) . . ?
C9 N10 Fe2 120.2(3) . . ?
C19 N6 C34 122.5(4) . . ?
C19 N6 Fe1 122.1(3) . . ?
C34 N6 Fe1 115.2(3) . . ?
C24 N13 C30 110.7(4) . . ?
C24 N13 Fe2 108.0(3) . . ?
C30 N13 Fe2 115.3(3) . . ?
C17 N14 C23 122.1(3) . . ?
C17 N14 Fe2 121.3(3) . . ?
C23 N14 Fe2 116.4(3) . . ?
C15 N11 C25 121.2(4) . . ?
C15 N11 Fe2 121.1(3) . . ?
C25 N11 Fe2 117.6(3) . . ?
C28 N5 C31 110.8(4) . . ?
C28 N5 Fe1 108.5(3) . . ?
C31 N5 Fe1 116.3(3) . . ?
C21 N8 C27 121.6(4) . . ?
C21 N8 Fe1 121.2(3) . . ?
C27 N8 Fe1 117.1(3) . . ?
C3 N3 Fe1 170.6(3) . . ?
N3 C3 Se3 179.5(4) . . ?
C1 N1 Fe2 169.5(3) . . ?
C35 N9 C29 114.6(5) . . ?
C35 N9 Fe1 118.6(4) . . ?
C29 N9 Fe1 109.7(3) . . ?
N2 C2 Se2 178.6(5) . . ?
N1 C1 Se1 179.0(4) . . ?
N14 C17 C9 114.5(3) . . ?
N14 C17 C18 125.6(4) . . ?
C9 C17 C18 120.0(4) . . ?
C2 N2 Fe2 165.6(4) . . ?
N6 C19 C14 114.2(4) . . ?
N6 C19 C20 126.3(4) . . ?
C14 C19 C20 119.6(4) . . ?
C4 N4 Fe1 164.7(4) . . ?
N10 C5 C6 121.7(4) . . ?
N10 C5 C15 113.7(4) . . ?
C6 C5 C15 124.6(4) . . ?
N7 C14 C13 121.8(4) . . ?
N7 C14 C19 113.7(4) . . ?
C13 C14 C19 124.5(4) . . ?
N4 C4 Se4 178.0(4) . . ?
N13 C24 C23 110.6(4) . . ?
N5 C28 C34 110.3(4) . . ?
N13 C30 C33 112.2(5) . . ?
N5 C31 C32 113.2(4) . . ?
N10 C9 C8 122.2(4) . . ?
N10 C9 C17 113.9(4) . . ?
C8 C9 C17 123.8(4) . . ?
N7 C10 C11 121.2(4) . . ?
N7 C10 C21 113.9(4) . . ?
C11 C10 C21 124.9(4) . . ?
N14 C23 C24 107.6(3) . . ?
C12 C11 C10 118.4(5) . . ?
N9 C29 C27 111.0(5) . . ?
N11 C15 C5 114.5(4) . . ?
N11 C15 C16 125.8(4) . . ?
C5 C15 C16 119.7(4) . . ?
C12 C13 C14 118.2(5) . . ?
N11 C25 C26 106.8(4) . . ?
C13 C12 C11 120.7(5) . . ?
C31 C32 C35 112.7(5) . . ?
C8 C7 C6 120.9(5) . . ?
C7 C8 C9 117.9(4) . . ?
N6 C34 C28 107.9(3) . . ?
N8 C27 C29 107.5(4) . . ?
C30 C33 C36A 104.7(7) . . ?
C30 C33 C36B 120.8(6) . . ?
C25 C26 N12B 102.1(7) . . ?
C25 C26 N12A 115.3(7) . . ?
N8 C21 C10 114.8(4) . . ?
N8 C21 C22 125.6(4) . . ?
C10 C21 C22 119.6(4) . . ?
N9 C35 C32 114.4(5) . . ?
N12A C36A C33 105.4(10) . . ?
N12B C36B C33 105.1(11) . . ?
C36A N12A C26 105.0(10) . . ?
C36A N12A Fe2 114.5(10) . . ?
C26 N12A Fe2 110.1(8) . . ?
C36B N12B C26 107.3(11) . . ?

_refine_diff_density_max         1.738
_refine_diff_density_min         -1.407
_refine_diff_density_rms         0.081

_shelxl_version_number           2014/6

