# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_s
_audit_block_doi                 10.5517/cc1jmnc5
_database_code_depnum_ccdc_archive 'CCDC 1419067'
_audit_update_record             
;
2015-08-17 deposited with the CCDC.
2016-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C5 H7 Bi N4 O8'
_chemical_formula_weight         460.13

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'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbcn

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

_cell_length_a                   8.8215(8)
_cell_length_b                   11.1197(10)
_cell_length_c                   21.054(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2065.2(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2381
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      27.56

_exptl_crystal_description       Block
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.960
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1696
_exptl_absorpt_coefficient_mu    17.122
_exptl_absorpt_correction_type   Empirical
_exptl_absorpt_correction_T_min  0.0524
_exptl_absorpt_correction_T_max  0.1048
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18500
_diffrn_reflns_av_R_equivalents  0.0586
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.01
_diffrn_reflns_theta_max         27.56
_reflns_number_total             2381
_reflns_number_gt                2028
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0524P)²+1.7774P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2381
_refine_ls_number_parameters     163
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0407
_refine_ls_R_factor_gt           0.0330
_refine_ls_wR_factor_ref         0.0862
_refine_ls_wR_factor_gt          0.0822
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Bi1 Bi 1.09460(2) 0.603763(16) 0.078161(9) 0.01251(11) Uani 1 1 d . . .
N1 N 0.8207(5) 0.3000(4) 0.2293(2) 0.0188(10) Uani 1 1 d . . .
C3 C 0.8946(6) 0.4638(5) 0.1571(3) 0.0174(12) Uani 1 1 d . . .
C2 C 0.7655(7) 0.3941(5) 0.1881(3) 0.0235(14) Uani 1 1 d . . .
H2A H 0.7033 0.4492 0.2126 0.028 Uiso 1 1 calc R . .
H2B H 0.7023 0.3590 0.1553 0.028 Uiso 1 1 calc R . .
C4 C 0.8499(6) 0.6997(4) -0.0251(3) 0.0135(10) Uani 1 1 d . . .
C5 C 0.8610(6) 0.7994(5) 0.0249(3) 0.0152(11) Uani 1 1 d . . .
C1 C 0.8044(7) 0.2878(5) 0.2919(3) 0.0238(13) Uani 1 1 d . . .
H1 H 0.7499 0.3394 0.3182 0.029 Uiso 1 1 calc R . .
N2 N 0.8774(6) 0.1918(4) 0.3105(2) 0.0248(11) Uani 1 1 d . . .
N4 N 0.9065(7) 0.2088(5) 0.2083(3) 0.0399(16) Uani 1 1 d . . .
N3 N 0.9418(9) 0.1440(5) 0.2578(3) 0.0406(15) Uani 1 1 d . . .
O1 O 0.8560(4) 0.5569(4) 0.1264(2) 0.0265(9) Uani 1 1 d . . .
O2 O 1.0275(5) 0.4307(3) 0.1598(2) 0.0252(9) Uani 1 1 d . . .
O3 O 0.7660(5) 0.7172(4) -0.07200(17) 0.0202(9) Uani 1 1 d . . .
O4 O 0.7778(5) 0.8886(3) 0.0187(2) 0.0250(10) Uani 1 1 d . . .
O5 O 0.9522(5) 0.7831(3) 0.07045(17) 0.0195(9) Uani 1 1 d . . .
O6 O 0.9267(5) 0.6047(3) -0.0159(2) 0.0174(9) Uani 1 1 d . . .
O1W O 1.3445(5) 0.5100(4) 0.1150(2) 0.0335(10) Uani 1 1 d . . .
O2W O 0.0922(6) 0.8781(6) 0.9344(3) 0.0477(17) 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
Bi1 O5 2.362(4) . ?
Bi1 O1 2.395(4) . ?
Bi1 O6 2.473(4) . ?
Bi1 O3 2.504(4) 4_565 ?
Bi1 N2 2.553(5) 3_755 ?
Bi1 O1W 2.559(4) . ?
Bi1 O4 2.603(4) 4_565 ?
Bi1 O2 2.647(4) . ?
Bi1 O6 2.669(4) 5_765 ?
N1 C1 1.334(7) . ?
N1 N4 1.341(7) . ?
N1 C2 1.443(7) . ?
C3 O2 1.229(6) . ?
C3 O1 1.268(7) . ?
C3 C2 1.524(8) . ?
C4 O3 1.248(6) . ?
C4 O6 1.269(6) . ?
C4 C5 1.532(8) . ?
C5 O4 1.241(6) . ?
C5 O5 1.265(7) . ?
C1 N2 1.307(7) . ?
N2 N3 1.355(7) . ?
N2 Bi1 2.553(5) 3_745 ?
N4 N3 1.306(8) . ?
O3 Bi1 2.504(4) 4_465 ?
O4 Bi1 2.603(4) 4_465 ?
O6 Bi1 2.669(4) 5_765 ?

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
O5 Bi1 O1 75.26(15) . . ?
O5 Bi1 O6 67.85(12) . . ?
O1 Bi1 O6 79.26(14) . . ?
O5 Bi1 O3 69.29(16) . 4_565 ?
O1 Bi1 O3 136.57(14) . 4_565 ?
O6 Bi1 O3 108.49(12) . 4_565 ?
O5 Bi1 N2 77.93(14) . 3_755 ?
O1 Bi1 N2 77.25(15) . 3_755 ?
O6 Bi1 N2 142.36(15) . 3_755 ?
O3 Bi1 N2 71.59(13) 4_565 3_755 ?
O5 Bi1 O1W 145.38(14) . . ?
O1 Bi1 O1W 122.69(14) . . ?
O6 Bi1 O1W 139.49(14) . . ?
O3 Bi1 O1W 79.60(14) 4_565 . ?
N2 Bi1 O1W 78.14(15) 3_755 . ?
O5 Bi1 O4 104.40(14) . 4_565 ?
O1 Bi1 O4 152.24(14) . 4_565 ?
O6 Bi1 O4 75.19(17) . 4_565 ?
O3 Bi1 O4 63.80(11) 4_565 4_565 ?
N2 Bi1 O4 130.31(14) 3_755 4_565 ?
O1W Bi1 O4 73.50(15) . 4_565 ?
O5 Bi1 O2 122.63(13) . . ?
O1 Bi1 O2 50.93(13) . . ?
O6 Bi1 O2 112.88(12) . . ?
O3 Bi1 O2 138.33(13) 4_565 . ?
N2 Bi1 O2 72.79(14) 3_755 . ?
O1W Bi1 O2 72.53(13) . . ?
O4 Bi1 O2 132.15(12) 4_565 . ?
O5 Bi1 O6 131.44(13) . 5_765 ?
O1 Bi1 O6 87.55(14) . 5_765 ?
O6 Bi1 O6 64.42(13) . 5_765 ?
O3 Bi1 O6 135.03(13) 4_565 5_765 ?
N2 Bi1 O6 142.26(14) 3_755 5_765 ?
O1W Bi1 O6 81.69(13) . 5_765 ?
O4 Bi1 O6 71.77(12) 4_565 5_765 ?
O2 Bi1 O6 70.85(13) . 5_765 ?
C1 N1 N4 108.1(5) . . ?
C1 N1 C2 129.1(5) . . ?
N4 N1 C2 122.7(5) . . ?
O2 C3 O1 121.6(5) . . ?
O2 C3 C2 122.7(5) . . ?
O1 C3 C2 115.6(5) . . ?
N1 C2 C3 111.9(5) . . ?
O3 C4 O6 124.5(5) . . ?
O3 C4 C5 117.9(5) . . ?
O6 C4 C5 117.6(5) . . ?
O4 C5 O5 124.7(5) . . ?
O4 C5 C4 118.0(5) . . ?
O5 C5 C4 117.3(5) . . ?
N2 C1 N1 109.0(5) . . ?
C1 N2 N3 106.4(5) . . ?
C1 N2 Bi1 129.4(4) . 3_745 ?
N3 N2 Bi1 124.1(4) . 3_745 ?
N3 N4 N1 106.8(5) . . ?
N4 N3 N2 109.7(5) . . ?
C3 O1 Bi1 99.1(3) . . ?
C3 O2 Bi1 88.1(3) . . ?
C4 O3 Bi1 121.5(3) . 4_465 ?
C5 O4 Bi1 118.4(4) . 4_465 ?
C5 O5 Bi1 120.7(3) . . ?
C4 O6 Bi1 116.5(3) . . ?
C4 O6 Bi1 127.6(4) . 5_765 ?
Bi1 O6 Bi1 115.58(13) . 5_765 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.56
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         2.005
_refine_diff_density_min         -2.597
_refine_diff_density_rms         0.286
####################################################################### 
# 
# 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_s
_audit_block_doi                 10.5517/cc1jmnd6
_database_code_depnum_ccdc_archive 'CCDC 1419068'
_audit_update_record             
;
2015-08-17 deposited with the CCDC.
2016-03-28 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H22 Fe3 N25 O19'
_chemical_formula_weight         1060.16

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   C2/c

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

_cell_length_a                   12.0154(13)
_cell_length_b                   20.745(2)
_cell_length_c                   16.311(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 102.087(3)
_cell_angle_gamma                90.00
_cell_volume                     3975.4(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4565
_cell_measurement_theta_min      1.96
_cell_measurement_theta_max      27.54

_exptl_crystal_description       Red
_exptl_crystal_colour            Block
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.21
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.771
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2140
_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_type   Empircal
_exptl_absorpt_correction_T_min  0.6814
_exptl_absorpt_correction_T_max  0.7886
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18716
_diffrn_reflns_av_R_equivalents  0.0469
_diffrn_reflns_av_sigmaI/netI    0.0486
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.96
_diffrn_reflns_theta_max         27.54
_reflns_number_total             4565
_reflns_number_gt                3453
_reflns_threshold_expression     >2sigma(I)

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

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0877P)²+6.6874P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4565
_refine_ls_number_parameters     293
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0499
_refine_ls_wR_factor_ref         0.1597
_refine_ls_wR_factor_gt          0.1373
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O10 O 0.5840(7) 0.9789(4) 0.2855(5) 0.152(3) Uiso 1 1 d . . .
N13 N 0.5000 0.9511(5) 0.2500 0.099(3) Uiso 1 2 d S . .
O11 O 0.5000 0.8900(3) 0.2500 0.0874(19) Uiso 1 2 d S . .
O7 O 0.5000 0.44814(17) 0.2500 0.0344(9) Uani 1 2 d S . .
O8 O 0.5000 0.63692(14) 0.2500 0.0214(7) Uani 1 2 d S . .
Fe1 Fe 0.5000 0.54544(3) 0.2500 0.02131(19) Uani 1 2 d S . .
Fe2 Fe 0.61596(4) 0.68408(2) 0.21040(3) 0.02242(17) Uani 1 1 d . . .
O3 O 0.7405(2) 0.62489(12) 0.26872(17) 0.0324(6) Uani 1 1 d . . .
O2 O 0.5138(2) 0.74821(13) 0.14060(19) 0.0385(7) Uani 1 1 d . . .
O6 O 0.5599(2) 0.53321(11) 0.14285(16) 0.0304(6) Uani 1 1 d . . .
O5 O 0.6139(2) 0.63020(11) 0.10671(16) 0.0312(6) Uani 1 1 d . . .
C9 C 0.7417(3) 0.57997(17) 0.3197(2) 0.0264(7) Uani 1 1 d . . .
C6 C 0.6016(3) 0.57101(17) 0.0980(2) 0.0264(8) Uani 1 1 d . . .
N5 N 0.7080(3) 0.58190(15) -0.0163(2) 0.0316(7) Uani 1 1 d . . .
N1 N 0.2624(3) 0.84565(17) 0.1025(2) 0.0385(8) Uani 1 1 d . . .
C3 C 0.4167(3) 0.76654(17) 0.1448(2) 0.0293(8) Uani 1 1 d . . .
N6 N 0.8143(3) 0.56528(17) -0.0209(2) 0.0425(9) Uani 1 1 d . . .
N9 N 0.9345(3) 0.61938(17) 0.3806(2) 0.0377(8) Uani 1 1 d . . .
N4 N 0.1262(4) 0.88272(17) 0.1545(3) 0.0502(10) Uani 1 1 d . . .
C2 C 0.3708(4) 0.8213(2) 0.0881(3) 0.0415(10) Uani 1 1 d . . .
H2A H 0.4259 0.8561 0.0965 0.050 Uiso 1 1 calc R . .
H2B H 0.3607 0.8072 0.0303 0.050 Uiso 1 1 calc R . .
N8 N 0.7709(3) 0.65610(19) -0.0846(3) 0.0505(10) Uani 1 1 d . . .
C7 C 0.9207(3) 0.67966(19) 0.4043(2) 0.0337(9) Uani 1 1 d . . .
H7A H 0.8602 0.6951 0.4261 0.040 Uiso 1 1 calc R . .
C5 C 0.6406(4) 0.53979(18) 0.0254(3) 0.0395(10) Uani 1 1 d . . .
H5A H 0.6854 0.5019 0.0456 0.047 Uiso 1 1 calc R . .
H5B H 0.5743 0.5256 -0.0153 0.047 Uiso 1 1 calc R . .
N10 N 1.0309(4) 0.6164(2) 0.3516(3) 0.0618(12) Uani 1 1 d . . .
N7 N 0.8516(3) 0.61039(19) -0.0622(3) 0.0495(10) Uani 1 1 d . . .
C8 C 0.8513(4) 0.5691(2) 0.3840(3) 0.0443(11) Uani 1 1 d . . .
H8A H 0.8346 0.5681 0.4396 0.053 Uiso 1 1 calc R . .
H8B H 0.8832 0.5277 0.3738 0.053 Uiso 1 1 calc R . .
N11 N 1.0760(3) 0.67410(19) 0.3588(3) 0.0482(10) Uani 1 1 d . . .
N3 N 0.0925(4) 0.8759(2) 0.0710(3) 0.0613(12) Uani 1 1 d . . .
C4 C 0.6834(4) 0.6375(2) -0.0552(3) 0.0446(11) Uani 1 1 d . . .
H4 H 0.6149 0.6596 -0.0606 0.054 Uiso 1 1 calc R . .
N12 N 1.0053(3) 0.7127(2) 0.3918(3) 0.0529(10) Uani 1 1 d . . .
N2 N 0.1734(3) 0.8529(2) 0.0391(3) 0.0565(11) Uani 1 1 d . . .
C1 C 0.2314(4) 0.8643(2) 0.1716(3) 0.0498(12) Uani 1 1 d . . .
H1 H 0.2782 0.8642 0.2248 0.060 Uiso 1 1 calc R . .
O4 O 0.6619(2) 0.54227(12) 0.32298(18) 0.0333(6) Uani 1 1 d . . .
O1 O 0.3567(3) 0.74451(14) 0.19135(19) 0.0421(7) Uani 1 1 d . . .
O9 O 0.7435(2) 0.73335(14) 0.1776(2) 0.0338(7) Uani 1 1 d . . .
H5 H 0.728(4) 0.7548(19) 0.150(3) 0.018(12) Uiso 1 1 d . . .
H2 H 0.548(4) 0.423(2) 0.229(3) 0.055(14) 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
O10 N13 1.200(8) . ?
N13 O10 1.200(8) 2_655 ?
N13 O11 1.269(10) . ?
O7 Fe1 2.018(3) . ?
O8 Fe1 1.898(3) . ?
O8 Fe2 1.9216(16) 2_655 ?
O8 Fe2 1.9216(16) . ?
Fe1 O6 2.041(2) 2_655 ?
Fe1 O6 2.041(2) . ?
Fe1 O4 2.058(3) 2_655 ?
Fe1 O4 2.058(3) . ?
Fe2 O2 1.997(3) . ?
Fe2 O9 2.006(3) . ?
Fe2 O1 2.007(3) 2_655 ?
Fe2 O3 2.014(3) . ?
Fe2 O5 2.023(2) . ?
O3 C9 1.247(4) . ?
O2 C3 1.243(5) . ?
O6 C6 1.246(4) . ?
O5 C6 1.241(4) . ?
C9 O4 1.248(4) . ?
C9 C8 1.518(6) . ?
C6 C5 1.509(5) . ?
N5 C4 1.319(5) . ?
N5 N6 1.340(5) . ?
N5 C5 1.453(5) . ?
N1 C1 1.316(6) . ?
N1 N2 1.331(5) . ?
N1 C2 1.462(5) . ?
C3 O1 1.239(5) . ?
C3 C2 1.496(5) . ?
N6 N7 1.287(5) . ?
N9 C7 1.329(5) . ?
N9 N10 1.341(5) . ?
N9 C8 1.453(5) . ?
N4 C1 1.293(6) . ?
N4 N3 1.345(6) . ?
N8 C4 1.303(5) . ?
N8 N7 1.351(5) . ?
C7 N12 1.277(5) . ?
N10 N11 1.310(6) . ?
N11 N12 1.357(5) . ?
N3 N2 1.288(6) . ?
O1 Fe2 2.007(3) 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
O10 N13 O10 122.6(12) . 2_655 ?
O10 N13 O11 118.7(6) . . ?
O10 N13 O11 118.7(6) 2_655 . ?
Fe1 O8 Fe2 120.61(8) . 2_655 ?
Fe1 O8 Fe2 120.61(8) . . ?
Fe2 O8 Fe2 118.79(15) 2_655 . ?
O8 Fe1 O7 180.000(1) . . ?
O8 Fe1 O6 97.14(7) . 2_655 ?
O7 Fe1 O6 82.86(7) . 2_655 ?
O8 Fe1 O6 97.14(7) . . ?
O7 Fe1 O6 82.86(7) . . ?
O6 Fe1 O6 165.71(14) 2_655 . ?
O8 Fe1 O4 91.83(7) . 2_655 ?
O7 Fe1 O4 88.17(7) . 2_655 ?
O6 Fe1 O4 91.78(11) 2_655 2_655 ?
O6 Fe1 O4 87.77(11) . 2_655 ?
O8 Fe1 O4 91.83(7) . . ?
O7 Fe1 O4 88.17(7) . . ?
O6 Fe1 O4 87.77(11) 2_655 . ?
O6 Fe1 O4 91.78(11) . . ?
O4 Fe1 O4 176.34(14) 2_655 . ?
O8 Fe2 O2 97.40(10) . . ?
O8 Fe2 O9 175.86(11) . . ?
O2 Fe2 O9 85.47(12) . . ?
O8 Fe2 O1 93.37(10) . 2_655 ?
O2 Fe2 O1 91.00(13) . 2_655 ?
O9 Fe2 O1 83.57(12) . 2_655 ?
O8 Fe2 O3 92.89(9) . . ?
O2 Fe2 O3 169.32(11) . . ?
O9 Fe2 O3 84.42(12) . . ?
O1 Fe2 O3 91.28(13) 2_655 . ?
O8 Fe2 O5 96.71(9) . . ?
O2 Fe2 O5 89.59(12) . . ?
O9 Fe2 O5 86.27(12) . . ?
O1 Fe2 O5 169.75(11) 2_655 . ?
O3 Fe2 O5 86.32(11) . . ?
C9 O3 Fe2 132.4(2) . . ?
C3 O2 Fe2 130.1(2) . . ?
C6 O6 Fe1 132.9(2) . . ?
C6 O5 Fe2 128.5(2) . . ?
O3 C9 O4 126.5(3) . . ?
O3 C9 C8 117.3(3) . . ?
O4 C9 C8 116.2(3) . . ?
O5 C6 O6 127.5(3) . . ?
O5 C6 C5 117.7(3) . . ?
O6 C6 C5 114.8(3) . . ?
C4 N5 N6 108.6(3) . . ?
C4 N5 C5 131.2(4) . . ?
N6 N5 C5 120.2(3) . . ?
C1 N1 N2 107.9(4) . . ?
C1 N1 C2 131.4(4) . . ?
N2 N1 C2 120.7(4) . . ?
O1 C3 O2 126.5(3) . . ?
O1 C3 C2 118.2(3) . . ?
O2 C3 C2 115.3(3) . . ?
N7 N6 N5 106.4(3) . . ?
C7 N9 N10 108.4(4) . . ?
C7 N9 C8 122.4(4) . . ?
N10 N9 C8 129.2(4) . . ?
C1 N4 N3 105.1(4) . . ?
N1 C2 C3 112.8(3) . . ?
C4 N8 N7 106.3(4) . . ?
N12 C7 N9 107.8(3) . . ?
N5 C5 C6 113.9(3) . . ?
N11 N10 N9 107.3(4) . . ?
N6 N7 N8 110.1(3) . . ?
N9 C8 C9 111.8(3) . . ?
N10 N11 N12 107.0(4) . . ?
N2 N3 N4 110.8(4) . . ?
N8 C4 N5 108.6(4) . . ?
C7 N12 N11 109.4(4) . . ?
N3 N2 N1 106.2(4) . . ?
N4 C1 N1 110.0(5) . . ?
C9 O4 Fe1 126.7(2) . . ?
C3 O1 Fe2 134.5(3) . 2_655 ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        27.54
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         1.027
_refine_diff_density_min         -1.002
_refine_diff_density_rms         0.289
