# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 1431247'
_audit_update_record             
;
2015-10-14 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C8 H14 Fe2 N O12'
_chemical_formula_weight         427.90

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'

_space_group_crystal_system      trigonal
_space_group_IT_number           163
_space_group_name_H-M_alt        'P -3 1 c'
_space_group_name_Hall           '-P 3 2c'

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

_cell_length_a                   8.2294(2)
_cell_length_b                   8.2294(2)
_cell_length_c                   14.1221(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     828.26(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4286
_cell_measurement_theta_min      2.8524
_cell_measurement_theta_max      27.5869

_exptl_crystal_description       rhomboidal
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_F_000             434
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.809
_exptl_absorpt_correction_T_min  0.87434
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.7107
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire1, long nozzle'
_diffrn_detector_area_resol_mean 8.4350
_diffrn_reflns_number            8996
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.858
_diffrn_reflns_theta_max         25.671
_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             527
_reflns_number_gt                459
_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0600P)²+2.3000P] 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         527
_refine_ls_number_parameters     39
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0379
_refine_ls_wR_factor_ref         0.1128
_refine_ls_wR_factor_gt          0.1059
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.108
_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 0.6667 0.3333 0.2500 0.0169(4) Uani 1 6 d S T P . .
Fe2 Fe 1.0000 0.0000 0.0000 0.0153(4) Uani 1 6 d S T P . .
O1 O 0.6620(4) 0.1154(4) 0.16758(19) 0.0342(7) Uani 1 1 d . . . . .
O2 O 0.7947(4) -0.0083(4) 0.08033(18) 0.0277(6) Uani 1 1 d . . . . .
C1 C 0.7912(6) 0.1265(6) 0.1188(3) 0.0289(9) Uani 1 1 d . . . . .
H1 H 0.8949 0.2453 0.1098 0.035 Uiso 1 1 calc R U . . .
C4 C 0.2680(16) 0.7320(16) 0.2500 0.066(4) Uiso 0.3333 2 d DS . P A 1
H4A H 0.3686 0.8487 0.2733 0.098 Uiso 0.1667 1 calc R U P A 1
H4B H 0.2201 0.6419 0.3005 0.098 Uiso 0.1667 1 calc R U P A 1
H4C H 0.1696 0.7510 0.2261 0.098 Uiso 0.1667 1 calc R U P A 1
C3 C 0.3333 0.6667 0.1786(11) 0.066(4) Uiso 0.5 3 d DS . P A 1
H3A H 0.2784 0.5346 0.1938 0.079 Uiso 0.1667 1 calc R U P A 1
H3B H 0.4654 0.7216 0.1938 0.079 Uiso 0.1667 1 calc R U P A 1
N1 N 0.3333 0.6667 0.0800(8) 0.042(3) Uiso 0.5 3 d DS . P A 1
H1A H 0.2256 0.5716 0.0590 0.063 Uiso 0.1667 1 calc R U P A 1
H1B H 0.4284 0.6540 0.0590 0.063 Uiso 0.1667 1 calc R U P A 1
H1C H 0.3460 0.7744 0.0590 0.063 Uiso 0.1667 1 calc R U P A 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 O1 2.122(3) . ?
Fe1 O1 2.122(3) 4_665 ?
Fe1 O1 2.122(3) 5_655 ?
Fe1 O1 2.122(3) 2_655 ?
Fe1 O1 2.122(3) 3_665 ?
Fe1 O1 2.122(3) 6 ?
Fe2 O2 2.008(2) . ?
Fe2 O2 2.008(2) 9_545 ?
Fe2 O2 2.008(2) 3_765 ?
Fe2 O2 2.008(2) 7_755 ?
Fe2 O2 2.008(2) 8_665 ?
Fe2 O2 2.008(2) 2_645 ?
O1 C1 1.232(5) . ?
O2 C1 1.248(5) . ?
C1 H1 0.9300 . ?
C4 C3 1.372(15) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C3 N1 1.392(16) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?

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
O1 Fe1 O1 88.52(16) . 4_665 ?
O1 Fe1 O1 85.92(15) . 5_655 ?
O1 Fe1 O1 92.80(11) 4_665 5_655 ?
O1 Fe1 O1 92.80(11) . 2_655 ?
O1 Fe1 O1 85.92(15) 4_665 2_655 ?
O1 Fe1 O1 178.20(16) 5_655 2_655 ?
O1 Fe1 O1 92.80(11) . 3_665 ?
O1 Fe1 O1 178.20(16) 4_665 3_665 ?
O1 Fe1 O1 88.52(17) 5_655 3_665 ?
O1 Fe1 O1 92.80(11) 2_655 3_665 ?
O1 Fe1 O1 178.20(16) . 6 ?
O1 Fe1 O1 92.80(11) 4_665 6 ?
O1 Fe1 O1 92.80(11) 5_655 6 ?
O1 Fe1 O1 88.52(16) 2_655 6 ?
O1 Fe1 O1 85.92(15) 3_665 6 ?
O2 Fe2 O2 88.79(11) . 9_545 ?
O2 Fe2 O2 91.21(11) . 3_765 ?
O2 Fe2 O2 180.0(3) 9_545 3_765 ?
O2 Fe2 O2 180.0 . 7_755 ?
O2 Fe2 O2 91.21(11) 9_545 7_755 ?
O2 Fe2 O2 88.79(11) 3_765 7_755 ?
O2 Fe2 O2 88.79(11) . 8_665 ?
O2 Fe2 O2 91.21(11) 9_545 8_665 ?
O2 Fe2 O2 88.79(11) 3_765 8_665 ?
O2 Fe2 O2 91.21(11) 7_755 8_665 ?
O2 Fe2 O2 91.21(11) . 2_645 ?
O2 Fe2 O2 88.79(11) 9_545 2_645 ?
O2 Fe2 O2 91.21(11) 3_765 2_645 ?
O2 Fe2 O2 88.79(11) 7_755 2_645 ?
O2 Fe2 O2 180.00(15) 8_665 2_645 ?
C1 O1 Fe1 126.4(3) . . ?
C1 O2 Fe2 127.5(3) . . ?
O1 C1 O2 125.4(4) . . ?
O1 C1 H1 117.3 . . ?
O2 C1 H1 117.3 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C4 C3 N1 137.3(9) . . ?
C4 C3 H3A 102.8 . . ?
N1 C3 H3A 102.8 . . ?
C4 C3 H3B 102.8 . . ?
N1 C3 H3B 102.8 . . ?
H3A C3 H3B 105.0 . . ?
C3 N1 H1A 109.5 . . ?
C3 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C3 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?

_refine_diff_density_max         1.004
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.105



####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1431248'
_audit_update_record             
;
2015-10-14 deposited with the CCDC.
2016-01-04 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H18 Fe2 N O12'
_chemical_formula_weight         455.95

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           163
_space_group_name_H-M_alt        'P -3 1 c'
_space_group_name_Hall           '-P 3 2c'

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

_cell_length_a                   8.4483(2)
_cell_length_b                   8.4483(2)
_cell_length_c                   13.7058(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     847.18(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    260(2)
_cell_measurement_reflns_used    4877
_cell_measurement_theta_min      4.0570
_cell_measurement_theta_max      27.8230

_exptl_crystal_description       'rhomboidal prism'
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_F_000             466
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_exptl_absorpt_coefficient_mu    1.774
_exptl_absorpt_correction_T_min  0.92521
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      260(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Atlas'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            Atlas
_diffrn_detector_area_resol_mean 10.6249
_diffrn_reflns_number            10788
_diffrn_reflns_av_unetI/netI     0.0119
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.074
_diffrn_reflns_theta_max         25.673
_diffrn_reflns_theta_full        25.673
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             542
_reflns_number_gt                482
_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-2014/7 (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)+(0.0390P)²+1.2000P] 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         542
_refine_ls_number_parameters     43
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0793
_refine_ls_wR_factor_gt          0.0771
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.258
_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 0.3333 0.6667 0.2500 0.0193(3) Uani 1 6 d S T P . .
Fe2 Fe 0.0000 0.0000 0.0000 0.0177(3) Uani 1 6 d S T P . .
O1 O 0.1225(3) 0.4538(3) 0.16587(15) 0.0396(5) Uani 1 1 d . . . . .
O2 O 0.0009(3) 0.1961(3) 0.08268(15) 0.0326(5) Uani 1 1 d . . . . .
C3 C 0.1321(4) 0.3337(4) 0.12049(19) 0.0312(6) Uani 1 1 d . . . . .
H3 H 0.2473 0.3462 0.1136 0.037 Uiso 1 1 calc R U . . .
C2 C -0.312(4) 0.306(5) 0.0773(8) 0.088(6) Uiso 0.3333 1 d D . P A 1
H2A H -0.1969 0.3945 0.0501 0.132 Uiso 0.3333 1 calc R U P A 1
H2B H -0.4035 0.3375 0.0603 0.132 Uiso 0.3333 1 calc R U P A 1
H2C H -0.3471 0.1871 0.0517 0.132 Uiso 0.3333 1 calc R U P A 1
C1 C -0.397(3) 0.299(3) 0.1690(6) 0.140(9) Uiso 0.3333 1 d D . P A 1
H1A H -0.5192 0.1940 0.1705 0.168 Uiso 0.3333 1 calc R U P A 1
H1B H -0.4059 0.4083 0.1771 0.168 Uiso 0.3333 1 calc R U P A 1
N1 N -0.2858(9) 0.2858(9) 0.2500 0.061(4) Uiso 0.3333 2 d DS . P A 1
H1C H -0.3307 0.1701 0.2684 0.073 Uiso 0.1667 1 calc DR U P A 1
H1D H -0.1701 0.3307 0.2316 0.073 Uiso 0.1667 1 calc R U P A 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 O1 2.1292(19) . ?
Fe1 O1 2.1292(19) 6_565 ?
Fe1 O1 2.1292(19) 3_565 ?
Fe1 O1 2.1292(19) 4_665 ?
Fe1 O1 2.1292(19) 2_665 ?
Fe1 O1 2.1292(19) 5 ?
Fe2 O2 2.0039(18) 7 ?
Fe2 O2 2.0040(18) . ?
Fe2 O2 2.0040(18) 8 ?
Fe2 O2 2.0040(18) 2 ?
Fe2 O2 2.0040(18) 9 ?
Fe2 O2 2.0040(18) 3 ?
O1 C3 1.227(3) . ?
O2 C3 1.249(3) . ?
C3 H3 0.9300 . ?
C2 C1 1.262(12) 2_565 ?
C2 C1 1.431(9) . ?
C2 C1 1.46(2) 3_455 ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C1 N1 1.493(10) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
N1 C1 1.493(10) 4 ?
N1 H1C 0.8900 . ?
N1 H1D 0.8900 . ?

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

O1 Fe1 O1 87.15(12) . 6_565 ?
O1 Fe1 O1 93.45(8) . 3_565 ?
O1 Fe1 O1 85.96(12) 6_565 3_565 ?
O1 Fe1 O1 179.18(12) . 4_665 ?
O1 Fe1 O1 93.45(8) 6_565 4_665 ?
O1 Fe1 O1 87.15(12) 3_565 4_665 ?
O1 Fe1 O1 93.45(8) . 2_665 ?
O1 Fe1 O1 179.18(12) 6_565 2_665 ?
O1 Fe1 O1 93.45(8) 3_565 2_665 ?
O1 Fe1 O1 85.96(12) 4_665 2_665 ?
O1 Fe1 O1 85.96(12) . 5 ?
O1 Fe1 O1 93.45(8) 6_565 5 ?
O1 Fe1 O1 179.18(12) 3_565 5 ?
O1 Fe1 O1 93.45(8) 4_665 5 ?
O1 Fe1 O1 87.15(12) 2_665 5 ?
O2 Fe2 O2 180.0 7 . ?
O2 Fe2 O2 91.16(8) 7 8 ?
O2 Fe2 O2 88.84(8) . 8 ?
O2 Fe2 O2 88.84(8) 7 2 ?
O2 Fe2 O2 91.16(8) . 2 ?
O2 Fe2 O2 180.00(14) 8 2 ?
O2 Fe2 O2 91.16(8) 7 9 ?
O2 Fe2 O2 88.84(8) . 9 ?
O2 Fe2 O2 91.16(8) 8 9 ?
O2 Fe2 O2 88.84(8) 2 9 ?
O2 Fe2 O2 88.84(8) 7 3 ?
O2 Fe2 O2 91.16(8) . 3 ?
O2 Fe2 O2 88.84(8) 8 3 ?
O2 Fe2 O2 91.16(8) 2 3 ?
O2 Fe2 O2 180.00(13) 9 3 ?
C3 O1 Fe1 126.9(2) . . ?
C3 O2 Fe2 129.72(18) . . ?
O1 C3 O2 125.8(3) . . ?
O1 C3 H3 117.1 . . ?
O2 C3 H3 117.1 . . ?
C1 C2 H2A 109.5 2_565 . ?
C1 C2 H2A 131.6 . . ?
C1 C2 H2A 99.3 3_455 . ?
C1 C2 H2B 109.5 2_565 . ?
C1 C2 H2B 76.9 . . ?
C1 C2 H2B 84.1 3_455 . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 2_565 . ?
C1 C2 H2C 113.1 . . ?
C1 C2 H2C 140.8 3_455 . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C2 C1 N1 109.8(11) . . ?
C2 C1 C1 151.9(12) . 6_565 ?
C2 C1 H1A 109.7 . . ?
N1 C1 H1A 109.7 . . ?
C1 C1 H1A 89.2 6_565 . ?
C2 C1 H1B 109.7 . . ?
N1 C1 H1B 109.7 . . ?
C1 C1 H1B 82.3 6_565 . ?
H1A C1 H1B 108.2 . . ?
C1 N1 C1 105.0(10) 4 . ?
C1 N1 H1C 110.7 4 . ?
C1 N1 H1C 110.7 . . ?
C1 N1 H1D 110.7 4 . ?
C1 N1 H1D 110.7 . . ?
H1C N1 H1D 108.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1C O1 0.89 2.33 3.217(8) 173.4 4
N1 H1D O1 0.89 2.33 3.217(8) 173.4 .

_refine_diff_density_max         0.553
_refine_diff_density_min         -0.349
_refine_diff_density_rms         0.060



