# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

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

data_2b
_database_code_depnum_ccdc_archive 'CCDC 1570440'
_audit_update_record             
;
2017-08-23 deposited with the CCDC.
2017-11-24 downloaded from the CCDC.
;
_audit_creation_date             2016-02-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C11 H9 Fe2 N O8 Se2'
_chemical_formula_sum            'C11 H9 Fe2 N O8 Se2'
_chemical_formula_weight         552.81
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Fe2 Se2 C11 H20 N2 O4 '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.78531(10)
_cell_length_b                   8.65801(11)
_cell_length_c                   20.60799(20)
_cell_angle_alpha                90
_cell_angle_beta                 102.8436(10)
_cell_angle_gamma                90
_cell_volume                     1702.25(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    15388
_cell_measurement_temperature    111(1)
_cell_measurement_theta_max      75.9370
_cell_measurement_theta_min      4.3770
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    18.940
_exptl_absorpt_correction_T_max  0.412
_exptl_absorpt_correction_T_min  0.078
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.157
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.1027
_exptl_crystal_size_min          0.0791
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_av_unetI/netI     0.0126
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            25880
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.407
_diffrn_reflns_theta_min         4.401
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      111(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4372
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -71.00   33.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302   57.0000   60.0000 104

#__ type_ start__ end____ width___ exp.time_
  2 omega -124.00  -79.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302  -99.0000   60.0000 45

#__ type_ start__ end____ width___ exp.time_
  3 omega -115.00  -12.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302  -57.0000  -90.0000 103

#__ type_ start__ end____ width___ exp.time_
  4 omega  -20.00   83.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.2302  -99.0000 -180.0000 103

#__ type_ start__ end____ width___ exp.time_
  5 omega   35.00  116.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  -90.0000 81

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -120.0000 34

#__ type_ start__ end____ width___ exp.time_
  7 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  150.0000 34

#__ type_ start__ end____ width___ exp.time_
  8 omega   35.00  116.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  -30.0000 81

#__ type_ start__ end____ width___ exp.time_
  9 omega   39.00  143.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000   90.0000 104

#__ type_ start__ end____ width___ exp.time_
 10 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   30.0000 34

#__ type_ start__ end____ width___ exp.time_
 11 omega   52.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000   60.0000 106

#__ type_ start__ end____ width___ exp.time_
 12 omega   35.00  116.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  120.0000 81

#__ type_ start__ end____ width___ exp.time_
 13 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -90.0000 34

#__ type_ start__ end____ width___ exp.time_
 14 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -150.0000 34

#__ type_ start__ end____ width___ exp.time_
 15 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  120.0000 34

#__ type_ start__ end____ width___ exp.time_
 16 omega   52.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   15.0000 -180.0000 106

#__ type_ start__ end____ width___ exp.time_
 17 omega   39.00  143.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000  -60.0000 104

#__ type_ start__ end____ width___ exp.time_
 18 omega -115.00  -12.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302  -57.0000  120.0000 103

#__ type_ start__ end____ width___ exp.time_
 19 omega -124.00  -79.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302  -99.0000  120.0000 45

#__ type_ start__ end____ width___ exp.time_
 20 omega -115.00  -12.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302  -57.0000 -180.0000 103

#__ type_ start__ end____ width___ exp.time_
 21 omega -115.00  -12.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302  -57.0000    0.0000 103

#__ type_ start__ end____ width___ exp.time_
 22 omega    4.00   33.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.2302   88.0000   97.1606 29

#__ type_ start__ end____ width___ exp.time_
 23 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -150.0000 75

#__ type_ start__ end____ width___ exp.time_
 24 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000  150.0000 75

#__ type_ start__ end____ width___ exp.time_
 25 omega   82.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000  -60.0000 76

#__ type_ start__ end____ width___ exp.time_
 26 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -120.0000 75

#__ type_ start__ end____ width___ exp.time_
 27 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -180.0000 75

#__ type_ start__ end____ width___ exp.time_
 28 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000  -60.0000 79

#__ type_ start__ end____ width___ exp.time_
 29 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000    0.0000 79

#__ type_ start__ end____ width___ exp.time_
 30 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   90.0000 79

#__ type_ start__ end____ width___ exp.time_
 31 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000  -90.0000 79

#__ type_ start__ end____ width___ exp.time_
 32 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000   60.0000 75

#__ type_ start__ end____ width___ exp.time_
 33 omega -120.00  -32.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302  -77.0000  -60.0000 88

#__ type_ start__ end____ width___ exp.time_
 34 omega -120.00   -8.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302  -77.0000   90.0000 112

#__ type_ start__ end____ width___ exp.time_
 35 omega -114.00  -66.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.2302 -137.0000 -170.0000 48

#__ type_ start__ end____ width___ exp.time_
 36 omega    2.00   99.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.2302 -125.0000  150.0000 97

#__ type_ start__ end____ width___ exp.time_
 37 omega    2.00   99.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.2302 -125.0000  -60.0000 97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0696429000
_diffrn_orient_matrix_UB_12      0.0413224000
_diffrn_orient_matrix_UB_13      0.0578364000
_diffrn_orient_matrix_UB_21      0.1363995000
_diffrn_orient_matrix_UB_22      -0.0419698000
_diffrn_orient_matrix_UB_23      0.0503537000
_diffrn_orient_matrix_UB_31      0.0511781000
_diffrn_orient_matrix_UB_32      0.1678423000
_diffrn_orient_matrix_UB_33      -0.0016614000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3437
_reflns_number_total             3540
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3540
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0181
_refine_ls_R_factor_gt           0.0171
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0235P)²+0.8683P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0420
_refine_ls_wR_factor_ref         0.0424
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C15(H15A,H15B), C19(H19A,H19B)
2.b Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.19225(19) 0.4353(2) 0.43532(9) 0.0260(4) Uani 1 1 d . . . . .
C3 C 0.2013(2) 0.6657(2) 0.52845(10) 0.0261(4) Uani 1 1 d . . . . .
C5 C -0.0038(2) 0.6657(2) 0.42566(10) 0.0259(4) Uani 1 1 d . . . . .
C8 C 0.37148(17) 1.0377(2) 0.37587(8) 0.0204(3) Uani 1 1 d . . . . .
C9 C 0.27978(18) 0.9856(2) 0.48844(9) 0.0213(3) Uani 1 1 d . . . . .
C11 C 0.09867(18) 1.0021(2) 0.37909(9) 0.0232(4) Uani 1 1 d . . . . .
C13 C 0.51261(17) 0.6148(2) 0.38815(9) 0.0217(3) Uani 1 1 d . . . . .
H13A H 0.6122 0.6467 0.3971 0.026 Uiso 1 1 calc R . . . .
H13B H 0.5105 0.5012 0.3931 0.026 Uiso 1 1 calc R . . . .
C15 C 0.31028(18) 0.5943(2) 0.29574(9) 0.0244(4) Uani 1 1 d . . . . .
H15A H 0.3073 0.4851 0.3096 0.029 Uiso 1 1 calc R . . . .
H15B H 0.2895 0.5967 0.2465 0.029 Uiso 1 1 calc R . . . .
C16 C 0.48738(18) 0.7799(2) 0.28809(8) 0.0211(3) Uani 1 1 d . . . . .
C19 C 0.66587(19) 0.9655(2) 0.28928(9) 0.0267(4) Uani 1 1 d . . . . .
H19A H 0.7269 1.0296 0.3237 0.032 Uiso 1 1 calc R . . . .
H19B H 0.5876 1.0309 0.2655 0.032 Uiso 1 1 calc R . . . .
C20 C 0.7485(2) 0.9070(3) 0.24101(11) 0.0405(5) Uani 1 1 d . . . . .
H20A H 0.6863 0.8499 0.2052 0.061 Uiso 1 1 calc GR . . . .
H20B H 0.8232 0.8383 0.2642 0.061 Uiso 1 1 calc GR . . . .
H20C H 0.7901 0.9945 0.2221 0.061 Uiso 1 1 calc GR . . . .
Fe1 Fe 0.18232(3) 0.64191(3) 0.44039(2) 0.01705(6) Uani 1 1 d . . . . .
Fe2 Fe 0.26145(2) 0.90276(3) 0.40734(2) 0.01464(6) Uani 1 1 d . . . . .
N14 N 0.44871(15) 0.65306(18) 0.32064(7) 0.0207(3) Uani 1 1 d . . . . .
O2 O 0.20011(19) 0.30477(17) 0.43291(9) 0.0423(4) Uani 1 1 d . . . . .
O4 O 0.2130(2) 0.6829(2) 0.58412(8) 0.0433(4) Uani 1 1 d . . . . .
O6 O -0.12240(15) 0.6812(2) 0.41613(9) 0.0407(4) Uani 1 1 d . . . . .
O7 O 0.43921(14) 1.13073(17) 0.35926(7) 0.0295(3) Uani 1 1 d . . . . .
O10 O 0.28772(16) 1.03775(17) 0.53997(7) 0.0326(3) Uani 1 1 d . . . . .
O12 O -0.00602(14) 1.06397(18) 0.36175(9) 0.0383(4) Uani 1 1 d . . . . .
O17 O 0.41774(13) 0.82901(18) 0.23616(6) 0.0274(3) Uani 1 1 d . . . . .
O18 O 0.61041(12) 0.83628(16) 0.32074(6) 0.0226(3) Uani 1 1 d . . . . .
Se1 Se 0.42430(2) 0.71045(2) 0.45750(2) 0.01745(5) Uani 1 1 d . . . . .
Se2 Se 0.16166(2) 0.71147(2) 0.32706(2) 0.01772(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 Fe1 1.796(2) . ?
C1 O2 1.134(3) . ?
C3 Fe1 1.795(2) . ?
C3 O4 1.137(3) . ?
C5 Fe1 1.7901(19) . ?
C5 O6 1.141(2) . ?
C8 Fe2 1.8043(18) . ?
C8 O7 1.143(2) . ?
C9 Fe2 1.7907(18) . ?
C9 O10 1.141(2) . ?
C11 Fe2 1.7898(18) . ?
C11 O12 1.141(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 N14 1.431(2) . ?
C13 Se1 2.0058(17) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 N14 1.431(2) . ?
C15 Se2 1.9946(18) . ?
C16 N14 1.382(2) . ?
C16 O17 1.211(2) . ?
C16 O18 1.334(2) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.503(3) . ?
C19 O18 1.457(2) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
Fe1 Fe2 2.5296(4) . ?
Fe1 Se1 2.3901(3) . ?
Fe1 Se2 2.3766(3) . ?
Fe2 Se1 2.3765(3) . ?
Fe2 Se2 2.3906(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
O2 C1 Fe1 179.00(19) . . ?
O4 C3 Fe1 179.07(19) . . ?
O6 C5 Fe1 179.8(2) . . ?
O7 C8 Fe2 175.02(16) . . ?
O10 C9 Fe2 178.18(16) . . ?
O12 C11 Fe2 178.89(19) . . ?
H13A C13 H13B 107.4 . . ?
N14 C13 H13A 108.4 . . ?
N14 C13 H13B 108.4 . . ?
N14 C13 Se1 115.65(12) . . ?
Se1 C13 H13A 108.4 . . ?
Se1 C13 H13B 108.4 . . ?
H15A C15 H15B 107.7 . . ?
N14 C15 H15A 108.8 . . ?
N14 C15 H15B 108.8 . . ?
N14 C15 Se2 113.78(12) . . ?
Se2 C15 H15A 108.8 . . ?
Se2 C15 H15B 108.8 . . ?
O17 C16 N14 123.15(17) . . ?
O17 C16 O18 125.76(18) . . ?
O18 C16 N14 111.07(15) . . ?
H19A C19 H19B 108.1 . . ?
C20 C19 H19A 109.6 . . ?
C20 C19 H19B 109.6 . . ?
O18 C19 H19A 109.6 . . ?
O18 C19 H19B 109.6 . . ?
O18 C19 C20 110.13(17) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C1 Fe1 Fe2 148.20(6) . . ?
C1 Fe1 Se1 101.02(6) . . ?
C1 Fe1 Se2 100.90(6) . . ?
C3 Fe1 C1 100.28(9) . . ?
C3 Fe1 Fe2 101.58(6) . . ?
C3 Fe1 Se1 86.91(6) . . ?
C3 Fe1 Se2 158.71(6) . . ?
C5 Fe1 C1 99.85(9) . . ?
C5 Fe1 C3 91.77(9) . . ?
C5 Fe1 Fe2 102.25(6) . . ?
C5 Fe1 Se1 158.98(6) . . ?
C5 Fe1 Se2 86.73(6) . . ?
Se1 Fe1 Fe2 57.689(9) . . ?
Se2 Fe1 Fe2 58.223(9) . . ?
Se2 Fe1 Se1 86.964(10) . . ?
C8 Fe2 Fe1 156.61(6) . . ?
C8 Fe2 Se1 102.36(5) . . ?
C8 Fe2 Se2 112.61(5) . . ?
C9 Fe2 C8 97.60(8) . . ?
C9 Fe2 Fe1 94.55(6) . . ?
C9 Fe2 Se1 87.49(6) . . ?
C9 Fe2 Se2 149.78(6) . . ?
C11 Fe2 C8 97.52(8) . . ?
C11 Fe2 C9 90.49(8) . . ?
C11 Fe2 Fe1 102.30(6) . . ?
C11 Fe2 Se1 160.11(6) . . ?
C11 Fe2 Se2 84.87(6) . . ?
Se1 Fe2 Fe1 58.208(9) . . ?
Se1 Fe2 Se2 86.953(10) . . ?
Se2 Fe2 Fe1 57.684(9) . . ?
C15 N14 C13 116.13(15) . . ?
C16 N14 C13 123.20(15) . . ?
C16 N14 C15 116.60(15) . . ?
C16 O18 C19 116.11(14) . . ?
C13 Se1 Fe1 111.23(5) . . ?
C13 Se1 Fe2 109.43(5) . . ?
Fe2 Se1 Fe1 64.103(10) . . ?
C15 Se2 Fe1 106.28(6) . . ?
C15 Se2 Fe2 111.18(5) . . ?
Fe1 Se2 Fe2 64.093(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
C20 C19 O18 C16 -86.55(19) . . . . ?
N14 C16 O18 C19 176.84(14) . . . . ?
O17 C16 N14 C13 -165.76(17) . . . . ?
O17 C16 N14 C15 -9.4(3) . . . . ?
O17 C16 O18 C19 -1.9(3) . . . . ?
O18 C16 N14 C13 15.4(2) . . . . ?
O18 C16 N14 C15 171.83(14) . . . . ?
Se1 C13 N14 C15 -67.34(18) . . . . ?
Se1 C13 N14 C16 89.15(18) . . . . ?
Se2 C15 N14 C13 77.19(18) . . . . ?
Se2 C15 N14 C16 -80.89(17) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4 -4 1 0.0795 -4.0026 -3.9964 1.0062 0.1718 -0.3276 -0.8773
4 4 -1 0.0928 4.0026 3.9964 -1.0062 -0.1718 0.3276 0.8773
-5 3 -2 0.0475 -4.9942 2.9999 -1.9991 0.3562 -0.9078 0.2512
-4 -2 11 0.0501 -3.9980 -1.9930 11.0011 0.8323 0.0923 -0.5574
4 2 -11 0.0324 3.9980 1.9930 -11.0011 -0.8323 -0.0923 0.5574
5 -3 4 0.0402 4.9946 -2.9990 3.9984 -0.2405 1.0085 -0.2544
2 -5 -2 0.0948 1.9924 -4.9996 -1.9958 -0.4608 0.3811 -0.7339
-2 5 2 0.1011 -1.9924 4.9996 1.9958 0.4608 -0.3811 0.7339
1 -5 -7 0.1133 0.9919 -5.0013 -6.9936 -0.6802 -0.0070 -0.7771
-1 3 -10 0.0405 -0.9980 2.9950 -9.9992 -0.3851 -0.7653 0.4682
-3 -3 -7 0.0997 -3.0036 -3.0006 -6.9929 -0.3193 -0.6359 -0.6457
0 4 10 0.1071 0.0071 4.0026 9.9930 0.7429 0.3362 0.6556
-6 -1 9 0.0293 -5.9961 -0.9935 9.0021 0.8972 -0.3229 -0.4886

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_2a
_database_code_depnum_ccdc_archive 'CCDC 1570441'
_audit_update_record             
;
2017-08-23 deposited with the CCDC.
2017-11-24 downloaded from the CCDC.
;
_audit_creation_date             2017-08-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5375)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H11 Fe2 N O8 Se2'
_chemical_formula_sum            'C16 H11 Fe2 N O8 Se2'
_chemical_formula_weight         614.88
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C16 H11 N1 O8 Fe2 Se2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.7943 1.1372 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8537(2)
_cell_length_b                   9.3351(2)
_cell_length_c                   14.4434(4)
_cell_angle_alpha                100.188(2)
_cell_angle_beta                 100.216(2)
_cell_angle_gamma                100.918(2)
_cell_volume                     998.70(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12916
_cell_measurement_temperature    114(4)
_cell_measurement_theta_max      76.0130
_cell_measurement_theta_min      4.9160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    16.231
_exptl_absorpt_correction_T_max  0.390
_exptl_absorpt_correction_T_min  0.195
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.045
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.1744
_exptl_crystal_size_mid          0.1349
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19974
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.180
_diffrn_reflns_theta_min         4.944
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      114(4)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.4372
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9978
_diffrn_measured_fraction_theta_max 0.9854
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -37.00   75.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.3552  -77.0000  120.0000 112

#__ type_ start__ end____ width___ exp.time_
  2 omega  -33.00   71.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.3552  -57.0000 -150.0000 104

#__ type_ start__ end____ width___ exp.time_
  3 omega  -33.00   71.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.3552  -57.0000  -30.0000 104

#__ type_ start__ end____ width___ exp.time_
  4 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  111.0000   30.0000 79

#__ type_ start__ end____ width___ exp.time_
  5 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000  -30.0000 34

#__ type_ start__ end____ width___ exp.time_
  6 omega   82.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000  120.0000 76

#__ type_ start__ end____ width___ exp.time_
  7 omega   29.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000   30.0000 80

#__ type_ start__ end____ width___ exp.time_
  8 omega   35.00  116.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000  -60.0000 81

#__ type_ start__ end____ width___ exp.time_
  9 omega   29.00  109.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -94.0000 -120.0000 80

#__ type_ start__ end____ width___ exp.time_
 10 omega   85.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000 -150.0000 73

#__ type_ start__ end____ width___ exp.time_
 11 omega   39.00  143.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -61.0000   60.0000 104

#__ type_ start__ end____ width___ exp.time_
 12 omega   35.00  150.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  178.0000   60.0000 115

#__ type_ start__ end____ width___ exp.time_
 13 omega   35.00  116.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000 -111.0000 -150.0000 81

#__ type_ start__ end____ width___ exp.time_
 14 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000    0.0000 34

#__ type_ start__ end____ width___ exp.time_
 15 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000 -120.0000 34

#__ type_ start__ end____ width___ exp.time_
 16 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000  150.0000 79

#__ type_ start__ end____ width___ exp.time_
 17 omega -115.00  -12.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  -57.0000 -150.0000 103

#__ type_ start__ end____ width___ exp.time_
 18 omega -120.00   -8.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  -77.0000  -90.0000 112

#__ type_ start__ end____ width___ exp.time_
 19 omega -120.00   -8.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  -77.0000    0.0000 112

#__ type_ start__ end____ width___ exp.time_
 20 omega -115.00  -12.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  -57.0000   90.0000 103

#__ type_ start__ end____ width___ exp.time_
 21 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   90.0000 34

#__ type_ start__ end____ width___ exp.time_
 22 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000 -120.0000 79

#__ type_ start__ end____ width___ exp.time_
 23 omega   82.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   30.0000   30.0000 76

#__ type_ start__ end____ width___ exp.time_
 24 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000  120.0000 75

#__ type_ start__ end____ width___ exp.time_
 25 omega   85.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000  -60.0000 73

#__ type_ start__ end____ width___ exp.time_
 26 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000 -150.0000 79

#__ type_ start__ end____ width___ exp.time_
 27 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   30.0000 79

#__ type_ start__ end____ width___ exp.time_
 28 omega   85.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   45.0000  -30.0000 73

#__ type_ start__ end____ width___ exp.time_
 29 omega -115.00  -12.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  -57.0000   30.0000 103

#__ type_ start__ end____ width___ exp.time_
 30 omega -120.00   -8.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  -77.0000 -120.0000 112

#__ type_ start__ end____ width___ exp.time_
 31 omega -120.00   -8.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  -77.0000  150.0000 112

#__ type_ start__ end____ width___ exp.time_
 32 omega    2.00   99.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -       41.3552 -125.0000   90.0000 97

#__ type_ start__ end____ width___ exp.time_
 33 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -120.0000 75

#__ type_ start__ end____ width___ exp.time_
 34 omega   35.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000  -30.0000   60.0000 34

#__ type_ start__ end____ width___ exp.time_
 35 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000   60.0000 75

#__ type_ start__ end____ width___ exp.time_
 36 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000  120.0000 79

#__ type_ start__ end____ width___ exp.time_
 37 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000    0.0000 79

#__ type_ start__ end____ width___ exp.time_
 38 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000 -150.0000 75

#__ type_ start__ end____ width___ exp.time_
 39 omega   79.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   77.0000   90.0000 79

#__ type_ start__ end____ width___ exp.time_
 40 omega   83.00  158.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      113.0000   61.0000  -30.0000 75

#__ type_ start__ end____ width___ exp.time_
 41 omega  -99.00   -2.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  125.0000 -180.0000 97

#__ type_ start__ end____ width___ exp.time_
 42 omega -120.00   -8.00   1.0000    2.5000
omega____ theta____ kappa____ phi______ frames
    -      -41.3552  -77.0000   30.0000 112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1882198000
_diffrn_orient_matrix_UB_12      -0.0419819000
_diffrn_orient_matrix_UB_13      0.0188173000
_diffrn_orient_matrix_UB_21      0.0049363000
_diffrn_orient_matrix_UB_22      -0.1665850000
_diffrn_orient_matrix_UB_23      -0.0220952000
_diffrn_orient_matrix_UB_31      0.0803335000
_diffrn_orient_matrix_UB_32      0.0118873000
_diffrn_orient_matrix_UB_33      0.1071869000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4007
_reflns_number_total             4101
_reflns_odcompleteness_completeness 99.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_refine_diff_density_max         0.599
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.075
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4101
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0233
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0398P)²+0.5444P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0609
_refine_ls_wR_factor_ref         0.0614
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C7(H7A,H7B), C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C13(H13), C12(H12), C16(H16), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe2 Fe 0.41056(4) 0.79801(4) 0.11903(2) 0.02199(8) Uani 1 1 d . . . . .
C2 C -0.0322(3) 0.6794(2) 0.07876(18) 0.0297(5) Uani 1 1 d . . . . .
Se2 Se 0.42812(3) 0.81005(2) 0.28631(2) 0.02110(7) Uani 1 1 d . . . . .
O2 O 0.1463(3) 0.44471(19) 0.21381(16) 0.0411(4) Uani 1 1 d . . . . .
C4 C 0.6223(3) 0.9165(3) 0.12307(19) 0.0313(5) Uani 1 1 d . . . . .
O4 O 0.2498(3) 0.7089(2) -0.08848(14) 0.0501(5) Uani 1 1 d . . . . .
O6 O 0.7595(3) 0.9898(2) 0.12859(18) 0.0477(5) Uani 1 1 d . . . . .
C6 C 0.4788(3) 0.6251(3) 0.11528(17) 0.0276(4) Uani 1 1 d . . . . .
C5 C 0.3146(4) 0.7461(3) -0.00817(18) 0.0328(5) Uani 1 1 d . . . . .
O5 O 0.5228(3) 0.5152(2) 0.11384(13) 0.0374(4) Uani 1 1 d . . . . .
C8 C 0.4975(3) 1.0270(2) 0.34955(16) 0.0243(4) Uani 1 1 d . . . . .
H8A H 0.539398 1.037367 0.419740 0.029 Uiso 1 1 calc R . . . .
H8B H 0.598090 1.075659 0.324823 0.029 Uiso 1 1 calc R . . . .
O8 O 0.1163(2) 1.17303(16) 0.37471(11) 0.0236(3) Uani 1 1 d . . . . .
C7 C 0.3161(3) 1.1414(2) 0.24259(16) 0.0247(4) Uani 1 1 d . . . . .
H7A H 0.425554 1.201836 0.231473 0.030 Uiso 1 1 calc R . . . .
H7B H 0.228744 1.204965 0.244893 0.030 Uiso 1 1 calc R . . . .
O7 O 0.2698(2) 1.04962(18) 0.46870(12) 0.0283(3) Uani 1 1 d . . . . .
O3 O -0.1068(2) 0.82697(19) 0.31256(13) 0.0315(4) Uani 1 1 d . . . . .
C3 C 0.1382(3) 0.5622(3) 0.20426(18) 0.0294(5) Uani 1 1 d . . . . .
C10 C 0.0005(3) 1.1797(2) 0.44295(16) 0.0256(4) Uani 1 1 d . . . . .
H10A H 0.072827 1.210733 0.509688 0.031 Uiso 1 1 calc R . . . .
H10B H -0.077298 1.079816 0.435444 0.031 Uiso 1 1 calc R . . . .
C9 C 0.2471(3) 1.1032(2) 0.39834(16) 0.0223(4) Uani 1 1 d . . . . .
C11 C -0.1104(3) 1.2902(2) 0.42427(16) 0.0221(4) Uani 1 1 d . . . . .
C14 C -0.3203(3) 1.4952(3) 0.3974(2) 0.0333(5) Uani 1 1 d . . . . .
H14 H -0.390536 1.566080 0.388362 0.040 Uiso 1 1 calc R . . . .
C13 C -0.2494(3) 1.4336(3) 0.32298(18) 0.0293(5) Uani 1 1 d . . . . .
H13 H -0.271891 1.461698 0.262673 0.035 Uiso 1 1 calc R . . . .
C12 C -0.1452(3) 1.3308(2) 0.33594(17) 0.0255(4) Uani 1 1 d . . . . .
H12 H -0.097790 1.288140 0.284338 0.031 Uiso 1 1 calc R . . . .
C16 C -0.1843(3) 1.3516(2) 0.49863(17) 0.0259(4) Uani 1 1 d . . . . .
H16 H -0.162693 1.323445 0.558939 0.031 Uiso 1 1 calc R . . . .
C1 C -0.0095(3) 0.7987(2) 0.26648(16) 0.0245(4) Uani 1 1 d . . . . .
Fe1 Fe 0.13490(4) 0.74769(3) 0.18821(2) 0.01986(8) Uani 1 1 d . . . . .
Se1 Se 0.21805(3) 0.96714(2) 0.12986(2) 0.02086(7) Uani 1 1 d . . . . .
O1 O -0.1382(3) 0.6349(2) 0.00967(14) 0.0441(5) Uani 1 1 d . . . . .
N1 N 0.3572(2) 1.10346(19) 0.33424(13) 0.0232(4) Uani 1 1 d . . . . .
C15 C -0.2888(3) 1.4534(3) 0.48516(18) 0.0313(5) Uani 1 1 d . . . . .
H15 H -0.338937 1.494522 0.536057 0.038 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe2 Se2 2.3768(4) . ?
Fe2 C4 1.800(3) . ?
Fe2 C6 1.790(2) . ?
Fe2 C5 1.798(3) . ?
Fe2 Fe1 2.5405(5) . ?
Fe2 Se1 2.3882(4) . ?
C2 Fe1 1.794(2) . ?
C2 O1 1.135(3) . ?
Se2 C8 1.996(2) . ?
Se2 Fe1 2.3859(4) . ?
O2 C3 1.141(3) . ?
C4 O6 1.143(3) . ?
O4 C5 1.143(3) . ?
C6 O5 1.141(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 N1 1.429(3) . ?
O8 C10 1.456(3) . ?
O8 C9 1.343(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 Se1 2.008(2) . ?
C7 N1 1.428(3) . ?
O7 C9 1.210(3) . ?
O3 C1 1.137(3) . ?
C3 Fe1 1.792(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.500(3) . ?
C9 N1 1.374(3) . ?
C11 C12 1.390(3) . ?
C11 C16 1.396(3) . ?
C14 H14 0.9500 . ?
C14 C13 1.382(4) . ?
C14 C15 1.386(4) . ?
C13 H13 0.9500 . ?
C13 C12 1.390(3) . ?
C12 H12 0.9500 . ?
C16 H16 0.9500 . ?
C16 C15 1.385(3) . ?
C1 Fe1 1.805(2) . ?
Fe1 Se1 2.3733(4) . ?
C15 H15 0.9500 . ?

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
Se2 Fe2 Fe1 57.938(12) . . ?
Se2 Fe2 Se1 86.931(13) . . ?
C4 Fe2 Se2 100.20(8) . . ?
C4 Fe2 Fe1 149.10(8) . . ?
C4 Fe2 Se1 103.68(7) . . ?
C6 Fe2 Se2 86.56(7) . . ?
C6 Fe2 C4 98.29(10) . . ?
C6 Fe2 C5 91.16(10) . . ?
C6 Fe2 Fe1 101.48(7) . . ?
C6 Fe2 Se1 157.87(8) . . ?
C5 Fe2 Se2 157.80(9) . . ?
C5 Fe2 C4 101.97(12) . . ?
C5 Fe2 Fe1 101.13(9) . . ?
C5 Fe2 Se1 86.96(7) . . ?
Se1 Fe2 Fe1 57.471(11) . . ?
O1 C2 Fe1 179.4(2) . . ?
Fe2 Se2 Fe1 64.471(13) . . ?
C8 Se2 Fe2 105.98(7) . . ?
C8 Se2 Fe1 110.57(6) . . ?
O6 C4 Fe2 177.4(2) . . ?
O5 C6 Fe2 179.3(2) . . ?
O4 C5 Fe2 177.6(3) . . ?
Se2 C8 H8A 108.8 . . ?
Se2 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
N1 C8 Se2 113.93(14) . . ?
N1 C8 H8A 108.8 . . ?
N1 C8 H8B 108.8 . . ?
C9 O8 C10 113.42(16) . . ?
H7A C7 H7B 107.5 . . ?
Se1 C7 H7A 108.4 . . ?
Se1 C7 H7B 108.4 . . ?
N1 C7 H7A 108.4 . . ?
N1 C7 H7B 108.4 . . ?
N1 C7 Se1 115.34(14) . . ?
O2 C3 Fe1 177.5(2) . . ?
O8 C10 H10A 109.9 . . ?
O8 C10 H10B 109.9 . . ?
O8 C10 C11 108.98(17) . . ?
H10A C10 H10B 108.3 . . ?
C11 C10 H10A 109.9 . . ?
C11 C10 H10B 109.9 . . ?
O8 C9 N1 111.84(18) . . ?
O7 C9 O8 124.8(2) . . ?
O7 C9 N1 123.4(2) . . ?
C12 C11 C10 122.8(2) . . ?
C12 C11 C16 119.1(2) . . ?
C16 C11 C10 118.1(2) . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.9(2) . . ?
C15 C14 H14 120.0 . . ?
C14 C13 H13 119.8 . . ?
C14 C13 C12 120.3(2) . . ?
C12 C13 H13 119.8 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C16 H16 119.7 . . ?
C15 C16 C11 120.5(2) . . ?
C15 C16 H16 119.7 . . ?
O3 C1 Fe1 176.9(2) . . ?
C2 Fe1 Fe2 99.98(8) . . ?
C2 Fe1 Se2 156.07(8) . . ?
C2 Fe1 C1 97.37(10) . . ?
C2 Fe1 Se1 87.01(8) . . ?
Se2 Fe1 Fe2 57.591(12) . . ?
C3 Fe1 Fe2 98.73(7) . . ?
C3 Fe1 C2 92.15(11) . . ?
C3 Fe1 Se2 84.06(8) . . ?
C3 Fe1 C1 100.65(10) . . ?
C3 Fe1 Se1 156.08(8) . . ?
C1 Fe1 Fe2 153.37(7) . . ?
C1 Fe1 Se2 106.56(7) . . ?
C1 Fe1 Se1 103.17(7) . . ?
Se1 Fe1 Fe2 58.040(11) . . ?
Se1 Fe1 Se2 87.064(13) . . ?
C7 Se1 Fe2 112.15(7) . . ?
C7 Se1 Fe1 108.87(6) . . ?
Fe1 Se1 Fe2 64.489(12) . . ?
C7 N1 C8 117.05(18) . . ?
C9 N1 C8 117.05(18) . . ?
C9 N1 C7 124.05(18) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 119.9(2) . . ?
C16 C15 H15 120.0 . . ?

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
Se2 C8 N1 C7 -77.3(2) . . . . ?
Se2 C8 N1 C9 87.8(2) . . . . ?
O8 C10 C11 C12 22.8(3) . . . . ?
O8 C10 C11 C16 -158.66(18) . . . . ?
O8 C9 N1 C8 -177.50(17) . . . . ?
O8 C9 N1 C7 -13.5(3) . . . . ?
O7 C9 N1 C8 4.3(3) . . . . ?
O7 C9 N1 C7 168.3(2) . . . . ?
C10 O8 C9 O7 0.2(3) . . . . ?
C10 O8 C9 N1 -177.93(16) . . . . ?
C10 C11 C12 C13 179.9(2) . . . . ?
C10 C11 C16 C15 -179.6(2) . . . . ?
C9 O8 C10 C11 166.20(17) . . . . ?
C11 C16 C15 C14 -0.2(3) . . . . ?
C14 C13 C12 C11 -0.6(3) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C12 C11 C16 C15 -0.9(3) . . . . ?
C16 C11 C12 C13 1.3(3) . . . . ?
Se1 C7 N1 C8 65.6(2) . . . . ?
Se1 C7 N1 C9 -98.4(2) . . . . ?
C15 C14 C13 C12 -0.5(4) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-4 3 -5 0.0477 -4.0027 2.9946 -4.9968 0.5336 -0.4082 -0.8215
4 -3 2 0.0403 4.0020 -2.9942 1.9961 -0.5900 0.4744 0.4999
-3 2 8 0.0518 -2.9993 1.9941 8.0048 0.6314 -0.5239 0.6408
3 3 2 0.0525 2.9987 3.0038 2.0000 -0.6529 -0.5298 0.4910
2 4 -7 0.0676 1.9962 4.0037 -7.0007 -0.6755 -0.5024 -0.5424
-2 -4 8 0.0524 -1.9960 -4.0038 8.0009 0.6943 0.4803 0.6497
-3 -2 -3 0.0565 -2.9995 -2.0037 -2.9997 0.5922 0.3853 -0.5863
3 -3 7 0.0556 3.0031 -2.9964 6.9978 -0.3078 0.3594 0.9557
1 -2 -8 0.0630 0.9994 -1.9971 -8.0034 -0.2549 0.5144 -0.8013

_olex2_submission_special_instructions 'No special instructions were received'
