# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

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#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
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#  fide research purposes only. It may contain copyright material
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data_compound8

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H32 Cl Fe N24 O14'
_chemical_formula_sum            'C18 H32 Cl Fe N24 O14'
_chemical_formula_weight         899.98

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P2(1)/c

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

_cell_length_a                   11.597(4)
_cell_length_b                   22.299(7)
_cell_length_c                   13.655(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 94.344(6)
_cell_angle_gamma                90.00
_cell_volume                     3521(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1852
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            22281
_diffrn_reflns_av_R_equivalents  0.0711
_diffrn_reflns_av_sigmaI/netI    0.0633
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.76
_diffrn_reflns_theta_max         28.39
_reflns_number_total             8543
_reflns_number_gt                5783
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0799P)²+0.0000P] 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         8543
_refine_ls_number_parameters     535
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1497
_refine_ls_wR_factor_gt          0.1376
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_restrained_S_all      0.993
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.59261(3) 0.242060(16) 0.08769(3) 0.03571(13) Uani 1 1 d . . .
O12 O 0.72000(14) 0.18161(8) 0.10715(15) 0.0447(5) Uani 1 1 d . . .
O1 O 0.68465(15) 0.27989(8) -0.01992(15) 0.0455(5) Uani 1 1 d . . .
O9 O 0.50782(14) 0.16890(7) 0.03813(14) 0.0399(4) Uani 1 1 d . . .
O5 O 0.69250(15) 0.29761(8) 0.17773(15) 0.0450(5) Uani 1 1 d . . .
N9 N 0.92285(17) 0.31373(8) 0.13981(16) 0.0353(5) Uani 1 1 d . . .
H9 H 0.8500 0.3066 0.1404 0.042 Uiso 1 1 calc R . .
N7 N 1.11316(17) 0.27739(8) 0.14467(17) 0.0376(5) Uani 1 1 d . . .
O8 O 0.50165(16) 0.24300(8) 0.20568(15) 0.0454(5) Uani 1 1 d . . .
N6 N 1.28208(18) 0.17583(9) 0.18611(17) 0.0406(5) Uani 1 1 d . . .
H6A H 1.2361 0.2060 0.1788 0.049 Uiso 1 1 calc R . .
H6B H 1.3546 0.1814 0.2014 0.049 Uiso 1 1 calc R . .
O4 O 0.47264(14) 0.29650(8) 0.02304(15) 0.0419(5) Uani 1 1 d . . .
O11 O 0.76464(16) 0.08798(8) 0.06933(19) 0.0620(6) Uani 1 1 d . . .
N2 N 1.31611(16) 0.07370(8) 0.18533(15) 0.0321(5) Uani 1 1 d . . .
H2 H 1.3887 0.0799 0.1994 0.039 Uiso 1 1 calc R . .
N3 N 1.12927(16) 0.11241(8) 0.15017(16) 0.0319(5) Uani 1 1 d . . .
O10 O 0.53672(16) 0.07415(8) -0.00749(16) 0.0532(5) Uani 1 1 d . . .
N8 N 1.07407(17) 0.38392(8) 0.14055(16) 0.0327(5) Uani 1 1 d . . .
N1 N 1.16379(17) 0.00566(8) 0.15069(16) 0.0335(5) Uani 1 1 d . . .
C5 C 1.1459(2) 0.33595(10) 0.1453(2) 0.0347(6) Uani 1 1 d . . .
O6 O 0.70418(18) 0.33785(10) 0.32765(17) 0.0577(6) Uani 1 1 d . . .
C3 C 1.0950(2) 0.05431(10) 0.13969(18) 0.0296(5) Uani 1 1 d . . .
O3 O 0.43742(16) 0.35706(9) -0.10567(16) 0.0552(6) Uani 1 1 d . . .
C2 C 1.2413(2) 0.12074(10) 0.17377(18) 0.0291(5) Uani 1 1 d . . .
N10 N 0.96004(18) 0.21205(9) 0.13977(18) 0.0440(6) Uani 1 1 d . . .
H10A H 1.0072 0.1823 0.1400 0.053 Uiso 1 1 calc R . .
H10B H 0.8868 0.2057 0.1380 0.053 Uiso 1 1 calc R . .
N4 N 0.98388(18) 0.04438(9) 0.11733(18) 0.0430(6) Uani 1 1 d . . .
H4A H 0.9587 0.0082 0.1105 0.052 Uiso 1 1 calc R . .
H4B H 0.9367 0.0741 0.1096 0.052 Uiso 1 1 calc R . .
N12 N 0.88421(18) 0.41459(9) 0.12807(18) 0.0438(6) Uani 1 1 d . . .
H12A H 0.9061 0.4513 0.1248 0.053 Uiso 1 1 calc R . .
H12B H 0.8117 0.4061 0.1257 0.053 Uiso 1 1 calc R . .
C4 C 1.0000(2) 0.26719(10) 0.14199(19) 0.0324(5) Uani 1 1 d . . .
N11 N 1.25815(18) 0.34630(10) 0.1493(2) 0.0598(8) Uani 1 1 d . . .
H11A H 1.2834 0.3825 0.1489 0.072 Uiso 1 1 calc R . .
H11B H 1.3061 0.3168 0.1524 0.072 Uiso 1 1 calc R . .
C6 C 0.9617(2) 0.37138(10) 0.13675(18) 0.0306(5) Uani 1 1 d . . .
O2 O 0.67085(16) 0.34833(10) -0.13760(16) 0.0578(6) Uani 1 1 d . . .
N5 N 1.34853(19) -0.02813(9) 0.18870(19) 0.0476(6) Uani 1 1 d . . .
H5A H 1.3246 -0.0646 0.1827 0.057 Uiso 1 1 calc R . .
H5B H 1.4205 -0.0209 0.2041 0.057 Uiso 1 1 calc R . .
C15 C 0.5012(2) 0.32640(11) -0.0517(2) 0.0393(6) Uani 1 1 d . . .
C16 C 0.6302(2) 0.31846(11) -0.0723(2) 0.0391(6) Uani 1 1 d . . .
C18 C 0.6964(2) 0.12903(11) 0.0719(2) 0.0405(6) Uani 1 1 d . . .
C1 C 1.2747(2) 0.01671(10) 0.17438(18) 0.0311(5) Uani 1 1 d . . .
C14 C 0.6542(2) 0.30920(11) 0.2625(2) 0.0386(6) Uani 1 1 d . . .
C17 C 0.5696(2) 0.12165(11) 0.0292(2) 0.0383(6) Uani 1 1 d . . .
O7 O 0.4760(2) 0.29514(11) 0.33994(18) 0.0696(7) Uani 1 1 d . . .
C13 C 0.5320(2) 0.28115(12) 0.2731(2) 0.0413(6) Uani 1 1 d . . .
N20 N 0.09266(17) 0.18224(8) 0.90019(16) 0.0335(5) Uani 1 1 d . . .
N19 N 0.12268(16) 0.07534(8) 0.90369(15) 0.0308(4) Uani 1 1 d . . .
N21 N 0.27933(16) 0.14170(8) 0.92801(16) 0.0349(5) Uani 1 1 d . . .
H21 H 0.3524 0.1474 0.9396 0.042 Uiso 1 1 calc R . .
N23 N -0.05727(17) 0.11601(9) 0.87999(17) 0.0412(6) Uani 1 1 d . . .
H23A H -0.0849 0.0802 0.8761 0.049 Uiso 1 1 calc R . .
H23B H -0.1030 0.1464 0.8741 0.049 Uiso 1 1 calc R . .
N22 N 0.30879(18) 0.04015(9) 0.93497(17) 0.0401(5) Uani 1 1 d . . .
H22A H 0.2840 0.0038 0.9325 0.048 Uiso 1 1 calc R . .
H22B H 0.3815 0.0472 0.9463 0.048 Uiso 1 1 calc R . .
C8 C 0.2360(2) 0.08460(10) 0.92145(17) 0.0285(5) Uani 1 1 d . . .
N24 N 0.2511(2) 0.24386(9) 0.9215(2) 0.0542(7) Uani 1 1 d . . .
H24A H 0.2067 0.2747 0.9148 0.065 Uiso 1 1 calc R . .
H24B H 0.3246 0.2485 0.9318 0.065 Uiso 1 1 calc R . .
C7 C 0.05571(19) 0.12439(10) 0.89510(18) 0.0292(5) Uani 1 1 d . . .
C9 C 0.2064(2) 0.18957(10) 0.91610(19) 0.0333(6) Uani 1 1 d . . .
N15 N 0.08569(17) 0.14948(8) 0.39791(16) 0.0326(5) Uani 1 1 d . . .
N13 N 0.04238(17) 0.04340(9) 0.38655(17) 0.0354(5) Uani 1 1 d . . .
C11 C 0.1165(2) 0.09059(10) 0.39775(18) 0.0298(5) Uani 1 1 d . . .
N16 N 0.22771(17) 0.07777(9) 0.41061(17) 0.0400(5) Uani 1 1 d . . .
H16A H 0.2501 0.0410 0.4116 0.048 Uiso 1 1 calc R . .
H16B H 0.2778 0.1062 0.4180 0.048 Uiso 1 1 calc R . .
N14 N -0.10531(17) 0.11481(9) 0.37355(17) 0.0378(5) Uani 1 1 d . . .
H14 H -0.1779 0.1228 0.3642 0.045 Uiso 1 1 calc R . .
N18 N -0.06812(19) 0.21540(9) 0.39372(18) 0.0450(6) Uani 1 1 d . . .
H18A H -0.0175 0.2404 0.3754 0.054 Uiso 1 1 d R . .
H18B H -0.1307 0.2188 0.3561 0.054 Uiso 1 1 d R . .
N17 N -0.14645(19) 0.01395(10) 0.36055(19) 0.0513(7) Uani 1 1 d . . .
H17A H -0.1252 -0.0230 0.3601 0.062 Uiso 1 1 calc R . .
H17B H -0.2186 0.0230 0.3523 0.062 Uiso 1 1 calc R . .
C12 C -0.0270(2) 0.16023(10) 0.38800(19) 0.0324(5) Uani 1 1 d . . .
C10 C -0.0683(2) 0.05676(11) 0.3739(2) 0.0350(6) Uani 1 1 d . . .
O13 O 0.54731(18) 0.08359(10) 0.22243(15) 0.0529(5) Uani 1 1 d G . .
H13A H 0.5698 0.0503 0.2475 0.079 Uiso 1 1 d G . .
H13B H 0.5640 0.1117 0.2631 0.079 Uiso 1 1 d G . .
O14 O 0.65109(14) 0.04519(13) 0.5548(2) 0.0682(7) Uani 1 1 d G . .
Cl1 Cl 0.40996(6) 0.03158(3) 0.65344(6) 0.0547(2) Uani 1 1 d G . .
H14A H 0.638(3) 0.0403(16) 0.504(2) 0.050(12) Uiso 1 1 d . . .
H14B H 0.588(3) 0.0415(14) 0.580(2) 0.050(9) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O8 1.992(2) . ?
Fe1 O9 1.9963(17) . ?
Fe1 O4 2.0006(18) . ?
Fe1 O12 2.0026(18) . ?
Fe1 O5 2.0426(18) . ?
Fe1 O1 2.0610(19) . ?
O12 C18 1.289(3) . ?
O1 C16 1.258(3) . ?
O9 C17 1.285(3) . ?
O5 C14 1.297(3) . ?
N9 C6 1.364(3) . ?
N9 C4 1.369(3) . ?
N7 C4 1.329(3) . ?
N7 C5 1.360(3) . ?
O8 C13 1.282(3) . ?
N6 C2 1.323(3) . ?
O4 C15 1.284(3) . ?
O11 C18 1.212(3) . ?
N2 C1 1.363(3) . ?
N2 C2 1.363(3) . ?
N3 C2 1.327(3) . ?
N3 C3 1.360(3) . ?
O10 C17 1.221(3) . ?
N8 C6 1.330(3) . ?
N8 C5 1.354(3) . ?
N1 C1 1.325(3) . ?
N1 C3 1.348(3) . ?
C5 N11 1.319(3) . ?
O6 C14 1.207(3) . ?
C3 N4 1.320(3) . ?
O3 C15 1.214(3) . ?
N10 C4 1.314(3) . ?
N12 C6 1.317(3) . ?
O2 C16 1.235(3) . ?
N5 C1 1.321(3) . ?
C15 C16 1.554(4) . ?
C18 C17 1.549(3) . ?
C14 C13 1.566(4) . ?
O7 C13 1.201(3) . ?
N20 C9 1.331(3) . ?
N20 C7 1.359(3) . ?
N19 C8 1.334(3) . ?
N19 C7 1.341(3) . ?
N21 C9 1.364(3) . ?
N21 C8 1.369(3) . ?
N23 C7 1.324(3) . ?
N22 C8 1.306(3) . ?
N24 C9 1.317(3) . ?
N15 C12 1.326(3) . ?
N15 C11 1.361(3) . ?
N13 C10 1.316(3) . ?
N13 C11 1.360(3) . ?
C11 N16 1.319(3) . ?
N14 C10 1.364(3) . ?
N14 C12 1.365(3) . ?
N18 C12 1.324(3) . ?
N17 C10 1.320(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
O8 Fe1 O9 90.31(7) . . ?
O8 Fe1 O4 87.56(8) . . ?
O9 Fe1 O4 92.18(7) . . ?
O8 Fe1 O12 109.29(9) . . ?
O9 Fe1 O12 80.47(7) . . ?
O4 Fe1 O12 161.50(8) . . ?
O8 Fe1 O5 79.49(8) . . ?
O9 Fe1 O5 160.38(8) . . ?
O4 Fe1 O5 103.97(8) . . ?
O12 Fe1 O5 87.09(8) . . ?
O8 Fe1 O1 155.11(7) . . ?
O9 Fe1 O1 111.17(8) . . ?
O4 Fe1 O1 79.48(7) . . ?
O12 Fe1 O1 87.33(8) . . ?
O5 Fe1 O1 83.12(8) . . ?
C18 O12 Fe1 115.42(15) . . ?
C16 O1 Fe1 114.89(16) . . ?
C17 O9 Fe1 115.97(15) . . ?
C14 O5 Fe1 116.19(16) . . ?
C6 N9 C4 119.9(2) . . ?
C4 N7 C5 116.1(2) . . ?
C13 O8 Fe1 117.00(16) . . ?
C15 O4 Fe1 116.97(15) . . ?
C1 N2 C2 119.26(19) . . ?
C2 N3 C3 115.59(19) . . ?
C6 N8 C5 115.67(19) . . ?
C1 N1 C3 115.64(19) . . ?
N11 C5 N8 117.7(2) . . ?
N11 C5 N7 116.3(2) . . ?
N8 C5 N7 126.0(2) . . ?
N4 C3 N1 116.7(2) . . ?
N4 C3 N3 117.2(2) . . ?
N1 C3 N3 126.1(2) . . ?
N6 C2 N3 119.7(2) . . ?
N6 C2 N2 118.8(2) . . ?
N3 C2 N2 121.6(2) . . ?
N10 C4 N7 120.4(2) . . ?
N10 C4 N9 118.7(2) . . ?
N7 C4 N9 120.9(2) . . ?
N12 C6 N8 120.6(2) . . ?
N12 C6 N9 117.9(2) . . ?
N8 C6 N9 121.5(2) . . ?
O3 C15 O4 126.4(2) . . ?
O3 C15 C16 120.3(3) . . ?
O4 C15 C16 113.3(2) . . ?
O2 C16 O1 125.3(2) . . ?
O2 C16 C15 119.6(2) . . ?
O1 C16 C15 115.1(2) . . ?
O11 C18 O12 125.3(2) . . ?
O11 C18 C17 120.8(2) . . ?
O12 C18 C17 113.9(2) . . ?
N5 C1 N1 120.1(2) . . ?
N5 C1 N2 118.1(2) . . ?
N1 C1 N2 121.8(2) . . ?
O6 C14 O5 125.9(3) . . ?
O6 C14 C13 122.1(3) . . ?
O5 C14 C13 112.1(2) . . ?
O10 C17 O9 126.2(2) . . ?
O10 C17 C18 120.4(2) . . ?
O9 C17 C18 113.4(2) . . ?
O7 C13 O8 125.7(3) . . ?
O7 C13 C14 120.7(3) . . ?
O8 C13 C14 113.6(2) . . ?
C9 N20 C7 115.45(19) . . ?
C8 N19 C7 116.45(19) . . ?
C9 N21 C8 119.9(2) . . ?
N22 C8 N19 121.7(2) . . ?
N22 C8 N21 117.8(2) . . ?
N19 C8 N21 120.5(2) . . ?
N23 C7 N19 117.3(2) . . ?
N23 C7 N20 116.5(2) . . ?
N19 C7 N20 126.2(2) . . ?
N24 C9 N20 120.2(2) . . ?
N24 C9 N21 118.4(2) . . ?
N20 C9 N21 121.4(2) . . ?
C12 N15 C11 115.57(19) . . ?
C10 N13 C11 116.2(2) . . ?
N16 C11 N13 116.8(2) . . ?
N16 C11 N15 117.6(2) . . ?
N13 C11 N15 125.6(2) . . ?
C10 N14 C12 119.9(2) . . ?
N18 C12 N15 121.2(2) . . ?
N18 C12 N14 117.4(2) . . ?
N15 C12 N14 121.4(2) . . ?
N13 C10 N17 120.5(2) . . ?
N13 C10 N14 121.3(2) . . ?
N17 C10 N14 118.2(2) . . ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_measured_fraction_theta_full 'ACTA 50'
_refine_diff_density_max         1.255
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.076
_database_code_depnum_ccdc_archive 'CCDC 983359'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound1

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H22 Fe K N4 O14'
_chemical_formula_sum            'C22 H22 Fe K N4 O14'
_chemical_formula_weight         661.39

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Ccca

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

_cell_length_a                   13.4174(6)
_cell_length_b                   18.1772(7)
_cell_length_c                   22.3340(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5447.1(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            emerald
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2712
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10387
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_sigmaI/netI    0.0479
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         2.10
_diffrn_reflns_theta_max         29.44
_reflns_number_total             3352
_reflns_number_gt                2203
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0398P)²+4.4091P] 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         3352
_refine_ls_number_parameters     203
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1041
_refine_ls_wR_factor_gt          0.0900
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.0000 0.05295(3) 0.2500 0.02331(14) Uani 1 2 d S . .
K1 K 0.13789(6) -0.2500 0.2500 0.0330(2) Uani 1 2 d S . .
O6 O -0.01655(14) -0.15407(10) 0.31048(7) 0.0312(4) Uani 1 1 d . . .
O2 O -0.06604(14) 0.12388(10) 0.30609(7) 0.0327(4) Uani 1 1 d . . .
O1 O -0.13191(13) 0.06309(10) 0.20989(7) 0.0306(4) Uani 1 1 d . . .
O5 O -0.02598(14) -0.03149(9) 0.30616(7) 0.0295(4) Uani 1 1 d . . .
O4 O -0.27603(15) 0.12325(12) 0.21419(9) 0.0474(6) Uani 1 1 d . . .
C8 C 0.12403(19) -0.02765(15) 0.44646(11) 0.0287(6) Uani 1 1 d . . .
N1 N 0.12966(17) 0.03375(13) 0.40974(9) 0.0333(6) Uani 1 1 d . . .
H1 H 0.1310 0.0328 0.3712 0.040 Uiso 1 1 calc R . .
N2 N 0.13090(17) 0.07455(13) 0.50044(10) 0.0338(5) Uani 1 1 d . . .
H2 H 0.1329 0.1045 0.5302 0.041 Uiso 1 1 calc R . .
C9 C -0.01234(19) -0.09504(14) 0.28397(10) 0.0251(5) Uani 1 1 d . . .
O3 O -0.20653(16) 0.18681(11) 0.32028(8) 0.0453(6) Uani 1 1 d . . .
C4 C 0.1206(2) -0.04827(17) 0.55342(12) 0.0373(7) Uani 1 1 d . . .
H4 H 0.1210 -0.0306 0.5925 0.045 Uiso 1 1 calc R . .
C3 C 0.12536(18) -0.00098(16) 0.50475(11) 0.0296(6) Uani 1 1 d . . .
C11 C -0.1943(2) 0.10824(14) 0.23398(11) 0.0295(6) Uani 1 1 d . . .
C5 C 0.1152(2) -0.12200(18) 0.54139(13) 0.0409(7) Uani 1 1 d . . .
H5 H 0.1125 -0.1553 0.5730 0.049 Uiso 1 1 calc R . .
C10 C -0.1543(2) 0.14393(15) 0.29233(11) 0.0294(6) Uani 1 1 d . . .
C2 C 0.1326(2) 0.09377(16) 0.44290(12) 0.0348(6) Uani 1 1 d . . .
C7 C 0.1179(2) -0.10164(16) 0.43389(12) 0.0369(7) Uani 1 1 d . . .
H7 H 0.1169 -0.1192 0.3948 0.044 Uiso 1 1 calc R . .
C1 C 0.1363(3) 0.16960(18) 0.42010(15) 0.0511(8) Uani 1 1 d . . .
H1A H 0.1913 0.1746 0.3929 0.077 Uiso 1 1 calc R . .
H1B H 0.1447 0.2031 0.4530 0.077 Uiso 1 1 calc R . .
H1C H 0.0752 0.1806 0.3995 0.077 Uiso 1 1 calc R . .
C6 C 0.1135(2) -0.14835(17) 0.48248(13) 0.0410(7) Uani 1 1 d . . .
H6 H 0.1094 -0.1988 0.4759 0.049 Uiso 1 1 calc R . .
O7 O 0.6406(2) 0.17266(13) 0.40838(9) 0.0473(6) Uani 1 1 d G . .
H7A H 0.596(2) 0.1673(19) 0.3836(14) 0.050(11) Uiso 1 1 d . . .
H7B H 0.701(2) 0.1690(17) 0.3818(14) 0.050(10) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O1 1.9922(17) 3 ?
Fe1 O1 1.9922(17) . ?
Fe1 O2 2.0042(17) . ?
Fe1 O2 2.0042(17) 3 ?
Fe1 O5 2.0126(17) . ?
Fe1 O5 2.0126(17) 3 ?
K1 O4 2.698(2) 4 ?
K1 O4 2.698(2) 5_545 ?
K1 O6 2.7415(18) 6_445 ?
K1 O6 2.7415(18) 3 ?
K1 O3 2.853(2) 5_545 ?
K1 O3 2.853(2) 4 ?
K1 O6 3.0264(19) . ?
K1 O6 3.0264(19) 8_445 ?
K1 C9 3.369(2) 6_445 ?
K1 C9 3.369(2) 3 ?
K1 C11 3.441(3) 4 ?
K1 C11 3.441(3) 5_545 ?
O6 C9 1.227(3) . ?
O6 K1 2.7415(18) 6_445 ?
O2 C10 1.276(3) . ?
O1 C11 1.290(3) . ?
O5 C9 1.270(3) . ?
O4 C11 1.214(3) . ?
O4 K1 2.698(2) 5_455 ?
C8 C7 1.376(4) . ?
C8 N1 1.387(3) . ?
C8 C3 1.389(3) . ?
N1 C2 1.319(4) . ?
N2 C2 1.332(3) . ?
N2 C3 1.378(3) . ?
C9 C9 1.553(5) 3 ?
C9 K1 3.369(2) 6_445 ?
O3 C10 1.220(3) . ?
O3 K1 2.853(2) 5_455 ?
C4 C5 1.369(4) . ?
C4 C3 1.387(4) . ?
C11 C10 1.552(4) . ?
C11 K1 3.441(3) 5_455 ?
C5 C6 1.400(4) . ?
C10 K1 3.520(3) 5_455 ?
C2 C1 1.470(4) . ?
C7 C6 1.379(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 O1 169.38(11) 3 . ?
O1 Fe1 O2 92.99(8) 3 . ?
O1 Fe1 O2 80.14(7) . . ?
O1 Fe1 O2 80.14(7) 3 3 ?
O1 Fe1 O2 92.99(8) . 3 ?
O2 Fe1 O2 99.92(11) . 3 ?
O1 Fe1 O5 86.80(7) 3 . ?
O1 Fe1 O5 101.36(8) . . ?
O2 Fe1 O5 91.40(7) . . ?
O2 Fe1 O5 163.08(7) 3 . ?
O1 Fe1 O5 101.36(8) 3 3 ?
O1 Fe1 O5 86.80(7) . 3 ?
O2 Fe1 O5 163.08(7) . 3 ?
O2 Fe1 O5 91.40(7) 3 3 ?
O5 Fe1 O5 80.61(9) . 3 ?
O4 K1 O4 129.32(9) 4 5_545 ?
O4 K1 O6 130.63(5) 4 6_445 ?
O4 K1 O6 81.79(6) 5_545 6_445 ?
O4 K1 O6 81.79(6) 4 3 ?
O4 K1 O6 130.63(5) 5_545 3 ?
O6 K1 O6 107.14(8) 6_445 3 ?
O4 K1 O3 82.39(7) 4 5_545 ?
O4 K1 O3 60.41(6) 5_545 5_545 ?
O6 K1 O3 84.69(6) 6_445 5_545 ?
O6 K1 O3 164.07(6) 3 5_545 ?
O4 K1 O3 60.41(6) 4 4 ?
O4 K1 O3 82.39(7) 5_545 4 ?
O6 K1 O3 164.07(6) 6_445 4 ?
O6 K1 O3 84.69(6) 3 4 ?
O3 K1 O3 85.95(9) 5_545 4 ?
O4 K1 O6 70.66(5) 4 . ?
O4 K1 O6 156.53(6) 5_545 . ?
O6 K1 O6 74.93(6) 6_445 . ?
O6 K1 O6 56.41(6) 3 . ?
O3 K1 O6 119.17(5) 5_545 . ?
O3 K1 O6 120.97(5) 4 . ?
O4 K1 O6 156.53(6) 4 8_445 ?
O4 K1 O6 70.66(5) 5_545 8_445 ?
O6 K1 O6 56.41(6) 6_445 8_445 ?
O6 K1 O6 74.93(6) 3 8_445 ?
O3 K1 O6 120.97(5) 5_545 8_445 ?
O3 K1 O6 119.17(5) 4 8_445 ?
O6 K1 O6 93.58(7) . 8_445 ?
O4 K1 C9 149.45(6) 4 6_445 ?
O4 K1 C9 64.33(7) 5_545 6_445 ?
O6 K1 C9 19.98(5) 6_445 6_445 ?
O6 K1 C9 110.23(6) 3 6_445 ?
O3 K1 C9 84.57(6) 5_545 6_445 ?
O3 K1 C9 145.73(6) 4 6_445 ?
O6 K1 C9 92.23(6) . 6_445 ?
O6 K1 C9 43.64(5) 8_445 6_445 ?
O4 K1 C9 64.33(7) 4 3 ?
O4 K1 C9 149.45(6) 5_545 3 ?
O6 K1 C9 110.23(6) 6_445 3 ?
O6 K1 C9 19.98(5) 3 3 ?
O3 K1 C9 145.73(6) 5_545 3 ?
O3 K1 C9 84.57(6) 4 3 ?
O6 K1 C9 43.64(5) . 3 ?
O6 K1 C9 92.23(6) 8_445 3 ?
C9 K1 C9 119.99(9) 6_445 3 ?
O4 K1 C11 18.13(6) 4 4 ?
O4 K1 C11 112.96(7) 5_545 4 ?
O6 K1 C11 144.47(5) 6_445 4 ?
O6 K1 C11 87.91(6) 3 4 ?
O3 K1 C11 76.44(6) 5_545 4 ?
O3 K1 C11 43.69(6) 4 4 ?
O6 K1 C11 88.29(6) . 4 ?
O6 K1 C11 157.82(5) 8_445 4 ?
C9 K1 C11 158.45(6) 6_445 4 ?
C9 K1 C11 74.01(6) 3 4 ?
O4 K1 C11 112.96(7) 4 5_545 ?
O4 K1 C11 18.13(6) 5_545 5_545 ?
O6 K1 C11 87.91(6) 6_445 5_545 ?
O6 K1 C11 144.47(5) 3 5_545 ?
O3 K1 C11 43.69(6) 5_545 5_545 ?
O3 K1 C11 76.44(6) 4 5_545 ?
O6 K1 C11 157.82(5) . 5_545 ?
O6 K1 C11 88.29(6) 8_445 5_545 ?
C9 K1 C11 74.01(6) 6_445 5_545 ?
C9 K1 C11 158.45(6) 3 5_545 ?
C11 K1 C11 98.25(9) 4 5_545 ?
C9 O6 K1 110.23(15) . 6_445 ?
C9 O6 K1 104.89(15) . . ?
K1 O6 K1 79.64(5) 6_445 . ?
C10 O2 Fe1 116.32(16) . . ?
C11 O1 Fe1 116.60(16) . . ?
C9 O5 Fe1 115.18(14) . . ?
C11 O4 K1 118.09(18) . 5_455 ?
C7 C8 N1 132.0(2) . . ?
C7 C8 C3 122.2(3) . . ?
N1 C8 C3 105.8(2) . . ?
C2 N1 C8 109.6(2) . . ?
C2 N2 C3 109.2(2) . . ?
O6 C9 O5 126.9(2) . . ?
O6 C9 C9 118.77(14) . 3 ?
O5 C9 C9 114.32(13) . 3 ?
O6 C9 K1 49.78(12) . 6_445 ?
O5 C9 K1 140.92(17) . 6_445 ?
C9 C9 K1 83.49(10) 3 6_445 ?
C10 O3 K1 113.34(16) . 5_455 ?
C5 C4 C3 117.1(3) . . ?
N2 C3 C4 132.4(2) . . ?
N2 C3 C8 106.4(2) . . ?
C4 C3 C8 121.2(3) . . ?
O4 C11 O1 125.3(2) . . ?
O4 C11 C10 121.7(3) . . ?
O1 C11 C10 113.1(2) . . ?
O4 C11 K1 43.78(14) . 5_455 ?
O1 C11 K1 160.84(17) . 5_455 ?
C10 C11 K1 79.98(15) . 5_455 ?
C4 C5 C6 121.3(3) . . ?
O3 C10 O2 126.3(2) . . ?
O3 C10 C11 119.9(2) . . ?
O2 C10 C11 113.8(2) . . ?
O3 C10 K1 48.10(14) . 5_455 ?
O2 C10 K1 162.96(18) . 5_455 ?
C11 C10 K1 74.29(14) . 5_455 ?
N1 C2 N2 108.9(2) . . ?
N1 C2 C1 125.6(3) . . ?
N2 C2 C1 125.5(3) . . ?
C8 C7 C6 116.3(3) . . ?
C7 C6 C5 121.9(3) . . ?

_diffrn_measured_fraction_theta_max 0.884
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_measured_fraction_theta_full 'ACTA 50'
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.066
_database_code_depnum_ccdc_archive 'CCDC 983360'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound2

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H23 Fe N4 O11'
_chemical_formula_sum            'C28 H23 Fe N4 O11'
_chemical_formula_weight         647.35

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.5990(5)
_cell_length_b                   11.7318(7)
_cell_length_c                   16.7071(10)
_cell_angle_alpha                88.5820(10)
_cell_angle_beta                 88.2020(10)
_cell_angle_gamma                71.4000(10)
_cell_volume                     1410.78(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            emerald
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             666
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9093
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_sigmaI/netI    0.0513
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         28.36
_reflns_number_total             6465
_reflns_number_gt                5091
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0776P)²+0.0000P] 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         6465
_refine_ls_number_parameters     408
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0435
_refine_ls_wR_factor_ref         0.1298
_refine_ls_wR_factor_gt          0.1233
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_restrained_S_all      1.013
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.63876(4) 0.19703(2) 0.305450(16) 0.03870(11) Uani 1 1 d . . .
O5 O 0.3750(2) 0.26009(13) 0.34182(9) 0.0462(3) Uani 1 1 d . . .
O1 O 0.89543(19) 0.13827(13) 0.25851(9) 0.0446(3) Uani 1 1 d . . .
O4 O 0.5919(2) 0.10296(14) 0.21747(9) 0.0470(3) Uani 1 1 d . . .
O8 O 0.5789(2) 0.36001(13) 0.25885(9) 0.0481(4) Uani 1 1 d . . .
N2 N 0.6819(2) 0.04637(15) 0.38677(10) 0.0414(4) Uani 1 1 d . . .
O7 O 0.3635(2) 0.54018(13) 0.26385(11) 0.0588(4) Uani 1 1 d . . .
O6 O 0.1376(2) 0.43030(15) 0.34785(10) 0.0586(4) Uani 1 1 d . . .
N1 N 0.7350(2) 0.25645(17) 0.41190(11) 0.0481(4) Uani 1 1 d . . .
C21 C 1.1970(3) -0.44317(18) 0.04605(12) 0.0411(4) Uani 1 1 d . . .
C4 C 0.2928(3) 0.37229(19) 0.32681(12) 0.0422(4) Uani 1 1 d . . .
O3 O 0.7356(3) -0.02330(17) 0.12270(12) 0.0732(5) Uani 1 1 d . . .
C1 C 0.7358(3) 0.04294(18) 0.17660(13) 0.0444(5) Uani 1 1 d . . .
N4 N 1.1518(3) -0.59313(19) 0.13605(11) 0.0567(5) Uani 1 1 d . . .
C22 C 1.2086(3) -0.56586(18) 0.06282(12) 0.0414(4) Uani 1 1 d . . .
C3 C 0.4180(3) 0.43287(18) 0.27856(12) 0.0422(4) Uani 1 1 d . . .
C2 C 0.9183(3) 0.05962(17) 0.20398(13) 0.0434(5) Uani 1 1 d . . .
N3 N 1.1283(2) -0.35862(16) 0.10252(12) 0.0511(4) Uani 1 1 d . . .
H3 H 1.0888 -0.3794 0.1476 0.061 Uiso 1 1 calc R . .
C9 C 0.7305(3) 0.0652(2) 0.46121(12) 0.0446(5) Uani 1 1 d . . .
C5 C 0.6653(3) -0.0610(2) 0.37153(14) 0.0504(5) Uani 1 1 d . . .
H5 H 0.6313 -0.0746 0.3205 0.060 Uiso 1 1 calc R . .
C20 C 1.2572(3) -0.4096(2) -0.02808(13) 0.0488(5) Uani 1 1 d . . .
C10 C 0.7531(3) 0.1795(2) 0.47552(12) 0.0479(5) Uani 1 1 d . . .
O2 O 1.0659(2) -0.00025(15) 0.17467(12) 0.0693(5) Uani 1 1 d . . .
C8 C 0.7600(3) -0.0230(2) 0.52298(13) 0.0562(6) Uani 1 1 d . . .
C23 C 1.2786(3) -0.64970(19) 0.00217(14) 0.0486(5) Uani 1 1 d . . .
C11 C 0.7954(3) 0.2064(3) 0.55228(14) 0.0640(7) Uani 1 1 d . . .
C7 C 0.7427(3) -0.1334(2) 0.50394(17) 0.0648(7) Uani 1 1 d . . .
H7 H 0.7625 -0.1941 0.5427 0.078 Uiso 1 1 calc R . .
C24 C 1.3354(4) -0.6124(2) -0.07338(14) 0.0607(6) Uani 1 1 d . . .
H24 H 1.3801 -0.6687 -0.1135 0.073 Uiso 1 1 calc R . .
C25 C 1.3253(4) -0.4985(2) -0.08746(14) 0.0617(6) Uani 1 1 d . . .
H25 H 1.3638 -0.4766 -0.1372 0.074 Uiso 1 1 calc R . .
C6 C 0.6966(3) -0.1529(2) 0.42838(16) 0.0618(7) Uani 1 1 d . . .
H6 H 0.6863 -0.2270 0.4152 0.074 Uiso 1 1 calc R . .
C17 C 1.1199(4) -0.2452(2) 0.0907(2) 0.0687(7) Uani 1 1 d . . .
H17 H 1.0730 -0.1898 0.1311 0.082 Uiso 1 1 calc R . .
C13 C 0.8042(3) 0.0089(4) 0.60065(15) 0.0771(9) Uani 1 1 d . . .
H13 H 0.8233 -0.0476 0.6423 0.093 Uiso 1 1 calc R . .
C16 C 0.7616(4) 0.3612(2) 0.42237(18) 0.0659(7) Uani 1 1 d . . .
H16 H 0.7535 0.4132 0.3787 0.079 Uiso 1 1 calc R . .
C19 C 1.2475(4) -0.2889(2) -0.03940(18) 0.0672(7) Uani 1 1 d . . .
H19 H 1.2881 -0.2640 -0.0878 0.081 Uiso 1 1 calc R . .
C28 C 1.1653(4) -0.7075(3) 0.14846(17) 0.0734(8) Uani 1 1 d . . .
H28 H 1.1275 -0.7292 0.1984 0.088 Uiso 1 1 calc R . .
C14 C 0.8163(4) 0.3198(3) 0.56136(19) 0.0854(10) Uani 1 1 d . . .
H14 H 0.8403 0.3432 0.6115 0.102 Uiso 1 1 calc R . .
C12 C 0.8186(3) 0.1160(4) 0.61475(15) 0.0771(9) Uani 1 1 d . . .
H12 H 0.8444 0.1335 0.6662 0.093 Uiso 1 1 calc R . .
C26 C 1.2882(4) -0.7691(2) 0.01997(19) 0.0678(7) Uani 1 1 d . . .
H26 H 1.3334 -0.8286 -0.0181 0.081 Uiso 1 1 calc R . .
C27 C 1.2308(4) -0.7961(3) 0.0932(2) 0.0792(9) Uani 1 1 d . . .
H27 H 1.2357 -0.8746 0.1059 0.095 Uiso 1 1 calc R . .
C15 C 0.8016(4) 0.3957(3) 0.4975(2) 0.0826(9) Uani 1 1 d . . .
H15 H 0.8181 0.4702 0.5036 0.099 Uiso 1 1 calc R . .
C18 C 1.1797(4) -0.2085(2) 0.0193(2) 0.0769(9) Uani 1 1 d . . .
H18 H 1.1735 -0.1286 0.0113 0.092 Uiso 1 1 calc R . .
O11 O 0.9627(2) 0.6525(2) 0.25111(13) 0.0728(6) Uani 1 1 d G . .
O9 O 0.5857(2) 0.68908(18) 0.28287(13) 0.0782(5) Uani 1 1 d G . .
H9A H 0.5322 0.6367 0.2756 0.117 Uiso 1 1 d G . .
H9B H 0.5459 0.7470 0.2496 0.117 Uiso 1 1 d G . .
O10 O 0.4437(3) 0.88207(18) 0.18159(18) 0.0921(7) Uani 1 1 d G . .
H10A H 0.4970 0.9157 0.1474 0.138 Uiso 1 1 d G . .
H10B H 0.3365 0.9299 0.1935 0.138 Uiso 1 1 d G . .
H11A H 0.856(4) 0.662(2) 0.2593(15) 0.050(7) Uiso 1 1 d . . .
H11B H 1.008(4) 0.600(2) 0.2726(17) 0.050(9) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O8 1.9654(14) . ?
Fe1 O4 1.9669(14) . ?
Fe1 O5 1.9835(14) . ?
Fe1 O1 1.9919(14) . ?
Fe1 N2 2.1487(17) . ?
Fe1 N1 2.1570(17) . ?
O5 C4 1.286(2) . ?
O1 C2 1.281(2) . ?
O4 C1 1.282(3) . ?
O8 C3 1.287(2) . ?
N2 C5 1.336(3) . ?
N2 C9 1.351(3) . ?
O7 C3 1.215(2) . ?
O6 C4 1.205(2) . ?
N1 C16 1.324(3) . ?
N1 C10 1.359(3) . ?
C21 N3 1.353(3) . ?
C21 C20 1.397(3) . ?
C21 C22 1.435(3) . ?
C4 C3 1.554(3) . ?
O3 C1 1.204(3) . ?
C1 C2 1.546(3) . ?
N4 C28 1.324(3) . ?
N4 C22 1.350(3) . ?
C22 C23 1.400(3) . ?
C2 O2 1.213(2) . ?
N3 C17 1.322(3) . ?
C9 C8 1.413(3) . ?
C9 C10 1.432(3) . ?
C5 C6 1.387(3) . ?
C20 C19 1.404(3) . ?
C20 C25 1.419(3) . ?
C10 C11 1.400(3) . ?
C8 C7 1.389(4) . ?
C8 C13 1.438(4) . ?
C23 C26 1.404(3) . ?
C23 C24 1.425(3) . ?
C11 C14 1.401(5) . ?
C11 C12 1.443(4) . ?
C7 C6 1.365(4) . ?
C24 C25 1.330(3) . ?
C17 C18 1.371(4) . ?
C13 C12 1.323(4) . ?
C16 C15 1.399(4) . ?
C19 C18 1.348(4) . ?
C28 C27 1.367(5) . ?
C14 C15 1.357(5) . ?
C26 C27 1.349(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O8 Fe1 O4 103.15(6) . . ?
O8 Fe1 O5 81.47(6) . . ?
O4 Fe1 O5 94.89(6) . . ?
O8 Fe1 O1 95.35(6) . . ?
O4 Fe1 O1 81.54(6) . . ?
O5 Fe1 O1 174.61(6) . . ?
O8 Fe1 N2 163.99(6) . . ?
O4 Fe1 N2 91.10(6) . . ?
O5 Fe1 N2 90.17(6) . . ?
O1 Fe1 N2 93.93(6) . . ?
O8 Fe1 N1 90.16(7) . . ?
O4 Fe1 N1 165.53(7) . . ?
O5 Fe1 N1 92.65(6) . . ?
O1 Fe1 N1 91.71(6) . . ?
N2 Fe1 N1 76.53(7) . . ?
C4 O5 Fe1 115.63(12) . . ?
C2 O1 Fe1 114.33(12) . . ?
C1 O4 Fe1 115.58(13) . . ?
C3 O8 Fe1 115.49(12) . . ?
C5 N2 C9 117.93(19) . . ?
C5 N2 Fe1 127.27(15) . . ?
C9 N2 Fe1 114.80(14) . . ?
C16 N1 C10 118.7(2) . . ?
C16 N1 Fe1 127.03(18) . . ?
C10 N1 Fe1 113.98(14) . . ?
N3 C21 C20 119.29(19) . . ?
N3 C21 C22 119.98(18) . . ?
C20 C21 C22 120.73(19) . . ?
O6 C4 O5 126.57(19) . . ?
O6 C4 C3 120.48(19) . . ?
O5 C4 C3 112.93(17) . . ?
O3 C1 O4 125.1(2) . . ?
O3 C1 C2 121.1(2) . . ?
O4 C1 C2 113.73(17) . . ?
C28 N4 C22 115.6(2) . . ?
N4 C22 C23 124.2(2) . . ?
N4 C22 C21 117.98(19) . . ?
C23 C22 C21 117.84(19) . . ?
O7 C3 O8 125.53(19) . . ?
O7 C3 C4 120.57(19) . . ?
O8 C3 C4 113.88(17) . . ?
O2 C2 O1 126.0(2) . . ?
O2 C2 C1 120.02(19) . . ?
O1 C2 C1 114.00(17) . . ?
C17 N3 C21 122.2(2) . . ?
N2 C9 C8 122.5(2) . . ?
N2 C9 C10 116.99(19) . . ?
C8 C9 C10 120.5(2) . . ?
N2 C5 C6 122.9(2) . . ?
C21 C20 C19 117.6(2) . . ?
C21 C20 C25 118.8(2) . . ?
C19 C20 C25 123.5(2) . . ?
N1 C10 C11 123.1(2) . . ?
N1 C10 C9 117.14(18) . . ?
C11 C10 C9 119.8(2) . . ?
C7 C8 C9 117.3(2) . . ?
C7 C8 C13 125.1(3) . . ?
C9 C8 C13 117.6(3) . . ?
C22 C23 C26 116.8(2) . . ?
C22 C23 C24 120.2(2) . . ?
C26 C23 C24 123.1(2) . . ?
C10 C11 C14 116.3(3) . . ?
C10 C11 C12 118.4(3) . . ?
C14 C11 C12 125.2(3) . . ?
C6 C7 C8 120.1(2) . . ?
C25 C24 C23 121.1(2) . . ?
C24 C25 C20 121.3(2) . . ?
C7 C6 C5 119.2(2) . . ?
N3 C17 C18 120.6(3) . . ?
C12 C13 C8 122.0(3) . . ?
N1 C16 C15 121.7(3) . . ?
C18 C19 C20 120.6(3) . . ?
N4 C28 C27 124.8(2) . . ?
C15 C14 C11 120.5(2) . . ?
C13 C12 C11 121.7(2) . . ?
C27 C26 C23 118.9(3) . . ?
C26 C27 C28 119.8(2) . . ?
C14 C15 C16 119.6(3) . . ?
C19 C18 C17 119.7(2) . . ?

_diffrn_measured_fraction_theta_max 0.916
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_measured_fraction_theta_full 'ACTA 50'
_refine_diff_density_max         0.499
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.059
_database_code_depnum_ccdc_archive 'CCDC 983361'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound3

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H32 Cl4 Fe2 N8 O12'
_chemical_formula_weight         998.18

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   p-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.6758(8)
_cell_length_b                   10.7457(8)
_cell_length_c                   10.8774(9)
_cell_angle_alpha                113.219(8)
_cell_angle_beta                 109.138(7)
_cell_angle_gamma                99.294(6)
_cell_volume                     1020.84(14)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            emerald
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             508
_exptl_absorpt_coefficient_mu    1.043
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8984
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_sigmaI/netI    0.0615
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.19
_diffrn_reflns_theta_max         29.51
_reflns_number_total             4752
_reflns_number_gt                3078
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0577P)²+0.0000P] 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         4752
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0877
_refine_ls_R_factor_gt           0.0498
_refine_ls_wR_factor_ref         0.1294
_refine_ls_wR_factor_gt          0.1086
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_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
Fe1 Fe 0.47474(4) 0.30412(5) 1.10471(5) 0.03912(16) Uani 1 1 d . . .
O2 O 0.5863(2) 0.5311(2) 1.1810(2) 0.0393(5) Uani 1 1 d . . .
O3 O 0.6439(2) 0.2832(2) 1.0532(2) 0.0437(5) Uani 1 1 d . . .
O6 O 0.6165(2) 0.3339(2) 1.2965(2) 0.0437(5) Uani 1 1 d . . .
O1 O 0.6067(2) 0.6774(2) 1.0829(2) 0.0444(6) Uani 1 1 d . . .
N2 N 0.9734(3) 0.3215(3) 0.7687(3) 0.0385(6) Uani 1 1 d . . .
O5 O 0.8398(2) 0.3538(3) 1.4131(3) 0.0641(7) Uani 1 1 d . . .
C5 C 1.0282(3) 0.1466(3) 0.5845(3) 0.0350(7) Uani 1 1 d . . .
C6 C 1.1194(3) 0.0797(3) 0.6307(4) 0.0484(9) Uani 1 1 d . . .
H6 H 1.2005 0.1330 0.7194 0.058 Uiso 1 1 calc R . .
C14 C 0.4872(3) 0.9749(4) 0.6115(4) 0.0495(9) Uani 1 1 d . . .
H14 H 0.4780 0.9589 0.6866 0.059 Uiso 1 1 calc R . .
N1 N 0.9007(3) 0.3159(3) 0.9289(3) 0.0502(7) Uani 1 1 d . . .
H1 H 0.8970 0.3094 1.0041 0.060 Uiso 1 1 calc R . .
O4 O 0.8722(2) 0.3116(3) 1.1613(3) 0.0560(6) Uani 1 1 d . . .
N4 N 0.7182(3) 0.7865(3) 0.6048(3) 0.0432(7) Uani 1 1 d . . .
C3 C 0.8440(4) 0.3366(4) 0.7282(4) 0.0519(9) Uani 1 1 d . . .
H3A H 0.7959 0.3468 0.6463 0.062 Uiso 1 1 calc R . .
C17 C 0.5547(3) 0.5592(3) 1.0761(3) 0.0332(7) Uani 1 1 d . . .
N3 N 0.9113(3) 0.7429(4) 0.6626(4) 0.0599(9) Uani 1 1 d . . .
C4 C 1.0560(3) 0.3045(3) 0.6810(4) 0.0425(8) Uani 1 1 d . . .
H4A H 1.1555 0.3519 0.7473 0.051 Uiso 1 1 calc R . .
H4B H 1.0305 0.3494 0.6190 0.051 Uiso 1 1 calc R . .
C16 C 0.7389(3) 0.3316(3) 1.3035(4) 0.0399(8) Uani 1 1 d . . .
C12 C 0.5335(3) 0.8857(3) 0.5177(4) 0.0415(8) Uani 1 1 d . . .
C13 C 0.5459(3) 0.9108(4) 0.4066(4) 0.0490(9) Uani 1 1 d . . .
H13 H 0.5767 0.8510 0.3430 0.059 Uiso 1 1 calc R . .
C15 C 0.7540(3) 0.3052(3) 1.1604(4) 0.0373(7) Uani 1 1 d . . .
C7 C 1.0917(3) -0.0650(3) 0.5467(4) 0.0479(9) Uani 1 1 d . . .
H7 H 1.1547 -0.1081 0.5790 0.057 Uiso 1 1 calc R . .
C1 C 1.0048(4) 0.3100(3) 0.8903(4) 0.0464(8) Uani 1 1 d . . .
H1A H 1.0878 0.2993 0.9411 0.056 Uiso 1 1 calc R . .
C2 C 0.7996(4) 0.3340(4) 0.8288(4) 0.0576(10) Uani 1 1 d . . .
H2 H 0.7148 0.3429 0.8302 0.069 Uiso 1 1 calc R . .
C8 C 0.7778(4) 0.6871(4) 0.5683(4) 0.0516(9) Uani 1 1 d . . .
H8 H 0.7329 0.5940 0.4895 0.062 Uiso 1 1 calc R . .
C10 C 0.8176(4) 0.9075(4) 0.7276(5) 0.0614(11) Uani 1 1 d . . .
H10 H 0.8042 0.9933 0.7777 0.074 Uiso 1 1 calc R . .
C9 C 0.9393(4) 0.8788(5) 0.7626(5) 0.0698(12) Uani 1 1 d . . .
H9 H 1.0259 0.9413 0.8411 0.084 Uiso 1 1 calc R . .
C11 C 0.5658(3) 0.7597(4) 0.5355(5) 0.0558(10) Uani 1 1 d . . .
H11A H 0.5240 0.7408 0.5960 0.067 Uiso 1 1 calc R . .
H11B H 0.5233 0.6748 0.4388 0.067 Uiso 1 1 calc R . .
Cl1 Cl 0.32648(9) 0.39107(10) 1.20331(12) 0.0570(3) Uani 1 1 d . . .
H3 H 0.981(4) 0.709(4) 0.666(4) 0.073(13) Uiso 1 1 d . . .
Cl2 Cl 0.34815(10) 0.06957(10) 0.98881(13) 0.0697(3) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O6 1.997(2) . ?
Fe1 O1 2.043(2) 2_667 ?
Fe1 O3 2.079(2) . ?
Fe1 O2 2.208(2) . ?
Fe1 Cl2 2.2462(10) . ?
Fe1 Cl1 2.3085(10) . ?
O2 C17 1.248(3) . ?
O3 C15 1.261(3) . ?
O6 C16 1.288(4) . ?
O1 C17 1.264(3) . ?
O1 Fe1 2.043(2) 2_667 ?
N2 C1 1.315(4) . ?
N2 C3 1.363(4) . ?
N2 C4 1.479(4) . ?
O5 C16 1.221(4) . ?
C5 C7 1.378(4) 2_756 ?
C5 C6 1.381(4) . ?
C5 C4 1.515(4) . ?
C6 C7 1.376(4) . ?
C14 C12 1.385(5) . ?
C14 C13 1.399(4) 2_676 ?
N1 C1 1.313(4) . ?
N1 C2 1.361(4) . ?
O4 C15 1.249(4) . ?
N4 C8 1.324(4) . ?
N4 C10 1.362(4) . ?
N4 C11 1.474(4) . ?
C3 C2 1.335(5) . ?
C17 C17 1.521(6) 2_667 ?
N3 C8 1.313(5) . ?
N3 C9 1.341(5) . ?
C16 C15 1.537(5) . ?
C12 C13 1.379(5) . ?
C12 C11 1.517(4) . ?
C13 C14 1.399(4) 2_676 ?
C7 C5 1.378(4) 2_756 ?
C10 C9 1.352(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Fe1 O1 159.07(9) . 2_667 ?
O6 Fe1 O3 79.57(8) . . ?
O1 Fe1 O3 85.25(9) 2_667 . ?
O6 Fe1 O2 85.86(8) . . ?
O1 Fe1 O2 77.30(8) 2_667 . ?
O3 Fe1 O2 79.86(8) . . ?
O6 Fe1 Cl2 103.06(7) . . ?
O1 Fe1 Cl2 93.20(7) 2_667 . ?
O3 Fe1 Cl2 98.02(7) . . ?
O2 Fe1 Cl2 170.37(6) . . ?
O6 Fe1 Cl1 94.46(7) . . ?
O1 Fe1 Cl1 96.47(7) 2_667 . ?
O3 Fe1 Cl1 164.48(7) . . ?
O2 Fe1 Cl1 85.46(6) . . ?
Cl2 Fe1 Cl1 97.28(4) . . ?
C17 O2 Fe1 111.23(18) . . ?
C15 O3 Fe1 114.1(2) . . ?
C16 O6 Fe1 116.4(2) . . ?
C17 O1 Fe1 117.37(18) . 2_667 ?
C1 N2 C3 108.2(3) . . ?
C1 N2 C4 126.0(3) . . ?
C3 N2 C4 125.4(3) . . ?
C7 C5 C6 118.5(3) 2_756 . ?
C7 C5 C4 121.1(3) 2_756 . ?
C6 C5 C4 120.4(3) . . ?
C7 C6 C5 120.7(3) . . ?
C12 C14 C13 120.1(3) . 2_676 ?
C1 N1 C2 107.9(3) . . ?
C8 N4 C10 108.4(3) . . ?
C8 N4 C11 124.2(3) . . ?
C10 N4 C11 126.8(3) . . ?
C2 C3 N2 106.8(3) . . ?
O2 C17 O1 126.2(3) . . ?
O2 C17 C17 118.0(3) . 2_667 ?
O1 C17 C17 115.8(3) . 2_667 ?
C8 N3 C9 109.8(3) . . ?
N2 C4 C5 110.4(2) . . ?
O5 C16 O6 125.5(3) . . ?
O5 C16 C15 120.1(3) . . ?
O6 C16 C15 114.3(3) . . ?
C13 C12 C14 119.2(3) . . ?
C13 C12 C11 120.9(3) . . ?
C14 C12 C11 119.8(3) . . ?
C12 C13 C14 120.7(3) . 2_676 ?
O4 C15 O3 126.2(3) . . ?
O4 C15 C16 118.3(3) . . ?
O3 C15 C16 115.4(3) . . ?
C6 C7 C5 120.8(3) . 2_756 ?
N1 C1 N2 109.3(3) . . ?
C3 C2 N1 107.7(3) . . ?
N3 C8 N4 108.1(3) . . ?
C9 C10 N4 106.8(3) . . ?
N3 C9 C10 106.9(4) . . ?
N4 C11 C12 112.3(3) . . ?

_diffrn_measured_fraction_theta_max 0.834
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_measured_fraction_theta_full 'ACTA 50'
_refine_diff_density_max         0.422
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.071
_database_code_depnum_ccdc_archive 'CCDC 983362'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound4

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C88 H96 Fe4 K4 N16 O56'
_chemical_formula_weight         2653.61

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'

_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                   14.7637(12)
_cell_length_b                   20.5458(15)
_cell_length_c                   9.5211(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.412(9)
_cell_angle_gamma                90.00
_cell_volume                     2755.7(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            emerald
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1364
_exptl_absorpt_coefficient_mu    0.775
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5284
_diffrn_reflns_av_R_equivalents  0.0133
_diffrn_reflns_av_sigmaI/netI    0.0223
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.31
_diffrn_reflns_theta_max         29.13
_reflns_number_total             3103
_reflns_number_gt                2736
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0368P)²+2.8996P] 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         3103
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0801
_refine_ls_wR_factor_gt          0.0771
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.0000 0.172311(16) -0.7500 0.02228(10) Uani 1 2 d S . .
K1 K 0.0000 0.12581(3) -0.2500 0.03424(15) Uani 1 2 d S . .
O1 O -0.10406(10) 0.23951(7) -0.79960(14) 0.0373(3) Uani 1 1 d . . .
O2 O -0.18479(13) 0.30368(9) -0.69047(18) 0.0584(5) Uani 1 1 d . . .
O3 O -0.10988(10) 0.23290(7) -0.43558(15) 0.0370(3) Uani 1 1 d . . .
O4 O -0.02407(9) 0.17936(6) -0.55264(13) 0.0288(3) Uani 1 1 d . . .
O5 O -0.08634(8) 0.09890(6) -0.83873(13) 0.0263(3) Uani 1 1 d . . .
O6 O -0.08787(10) -0.00865(7) -0.85840(18) 0.0458(4) Uani 1 1 d . . .
O7 O 0.17330(13) 0.10971(9) -0.33650(19) 0.0499(4) Uani 1 1 d . . .
C1 C -0.05030(11) 0.04201(8) -0.80744(18) 0.0249(3) Uani 1 1 d . . .
C2 C -0.13013(13) 0.25931(9) -0.6906(2) 0.0319(4) Uani 1 1 d . . .
C3 C -0.08554(12) 0.22150(8) -0.54553(19) 0.0251(3) Uani 1 1 d . . .
N1 N -0.29553(10) 0.15488(8) -0.60636(16) 0.0297(3) Uani 1 1 d . . .
H1 H -0.3079 0.1876 -0.5588 0.036 Uiso 1 1 d R . .
N2 N -0.29149(10) 0.09193(7) -0.78345(16) 0.0259(3) Uani 1 1 d . . .
C4 C -0.38075(19) 0.19694(12) -0.8582(3) 0.0525(6) Uani 1 1 d . . .
H4A H -0.4460 0.1834 -0.8909 0.079 Uiso 1 1 calc R . .
H4B H -0.3568 0.2000 -0.9412 0.079 Uiso 1 1 calc R . .
H4C H -0.3762 0.2387 -0.8112 0.079 Uiso 1 1 calc R . .
C5 C -0.32419(12) 0.14869(9) -0.7522(2) 0.0286(4) Uani 1 1 d . . .
C6 C -0.24354(12) 0.10161(9) -0.5432(2) 0.0300(4) Uani 1 1 d . . .
H6 H -0.2157 0.0943 -0.4432 0.036 Uiso 1 1 calc R . .
C7 C -0.24062(12) 0.06212(9) -0.6536(2) 0.0294(4) Uani 1 1 d . . .
H7 H -0.2100 0.0221 -0.6447 0.035 Uiso 1 1 calc R . .
C8 C -0.31518(13) 0.06204(11) -0.9309(2) 0.0363(4) Uani 1 1 d . . .
H8A H -0.2670 0.0303 -0.9331 0.044 Uiso 1 1 calc R . .
H8B H -0.3159 0.0953 -1.0036 0.044 Uiso 1 1 calc R . .
C9 C -0.41109(13) 0.02919(10) -0.9688(2) 0.0338(4) Uani 1 1 d . . .
C10 C -0.42136(14) -0.02949(11) -0.9058(2) 0.0416(5) Uani 1 1 d . . .
H10 H -0.3686 -0.0497 -0.8421 0.050 Uiso 1 1 calc R . .
C11 C -0.49034(15) 0.05861(11) -1.0633(2) 0.0417(5) Uani 1 1 d . . .
H11 H -0.4842 0.0983 -1.1065 0.050 Uiso 1 1 calc R . .
H7A H 0.213(2) 0.1376(14) -0.314(3) 0.062(9) Uiso 1 1 d . . .
H7B H 0.147(2) 0.1109(14) -0.427(4) 0.067(9) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O5 1.9922(12) . ?
Fe1 O5 1.9922(12) 2_553 ?
Fe1 O1 2.0138(13) 2_553 ?
Fe1 O1 2.0138(13) . ?
Fe1 O4 2.0194(12) 2_553 ?
Fe1 O4 2.0194(12) . ?
O1 C2 1.277(2) . ?
O2 C2 1.218(2) . ?
O3 C3 1.227(2) . ?
O4 C3 1.271(2) . ?
O5 C1 1.282(2) . ?
O6 C1 1.211(2) . ?
O7 H7A 0.81(3) . ?
O7 H7B 0.83(3) . ?
C1 C1 1.559(3) 2_553 ?
C2 C3 1.549(2) . ?
N1 C5 1.331(2) . ?
N1 C6 1.368(2) . ?
N1 H1 0.8605 . ?
N2 C5 1.330(2) . ?
N2 C7 1.383(2) . ?
N2 C8 1.475(2) . ?
C4 C5 1.481(3) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C6 C7 1.339(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C9 1.512(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.375(3) . ?
C9 C11 1.384(3) . ?
C10 C11 1.384(3) 5_453 ?
C10 H10 0.9300 . ?
C11 C10 1.384(3) 5_453 ?
C11 H11 0.9300 . ?

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 Fe1 O5 81.58(7) . 2_553 ?
O5 Fe1 O1 164.78(5) . 2_553 ?
O5 Fe1 O1 94.20(5) 2_553 2_553 ?
O5 Fe1 O1 94.20(5) . . ?
O5 Fe1 O1 164.78(5) 2_553 . ?
O1 Fe1 O1 93.43(9) 2_553 . ?
O5 Fe1 O4 85.88(5) . 2_553 ?
O5 Fe1 O4 100.40(5) 2_553 2_553 ?
O1 Fe1 O4 80.49(5) 2_553 2_553 ?
O1 Fe1 O4 93.84(5) . 2_553 ?
O5 Fe1 O4 100.40(5) . . ?
O5 Fe1 O4 85.88(5) 2_553 . ?
O1 Fe1 O4 93.84(5) 2_553 . ?
O1 Fe1 O4 80.49(5) . . ?
O4 Fe1 O4 171.77(7) 2_553 . ?
C2 O1 Fe1 114.97(11) . . ?
C3 O4 Fe1 115.20(11) . . ?
C1 O5 Fe1 115.05(10) . . ?
H7A O7 H7B 109(3) . . ?
O6 C1 O5 125.61(15) . . ?
O6 C1 C1 120.48(10) . 2_553 ?
O5 C1 C1 113.90(9) . 2_553 ?
O2 C2 O1 126.88(18) . . ?
O2 C2 C3 118.67(17) . . ?
O1 C2 C3 114.45(15) . . ?
O3 C3 O4 124.88(17) . . ?
O3 C3 C2 120.66(15) . . ?
O4 C3 C2 114.46(15) . . ?
C5 N1 C6 110.09(15) . . ?
C5 N1 H1 124.9 . . ?
C6 N1 H1 125.0 . . ?
C5 N2 C7 108.95(15) . . ?
C5 N2 C8 125.44(16) . . ?
C7 N2 C8 125.24(16) . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C5 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 N1 107.11(15) . . ?
N2 C5 C4 127.05(18) . . ?
N1 C5 C4 125.84(18) . . ?
C7 C6 N1 106.58(16) . . ?
C7 C6 H6 126.7 . . ?
N1 C6 H6 126.7 . . ?
C6 C7 N2 107.28(16) . . ?
C6 C7 H7 126.4 . . ?
N2 C7 H7 126.4 . . ?
N2 C8 C9 110.57(15) . . ?
N2 C8 H8A 109.5 . . ?
C9 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
C9 C8 H8B 109.5 . . ?
H8A C8 H8B 108.1 . . ?
C10 C9 C11 118.99(19) . . ?
C10 C9 C8 120.35(19) . . ?
C11 C9 C8 120.6(2) . . ?
C9 C10 C11 120.4(2) . 5_453 ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 5_453 . ?
C9 C11 C10 120.6(2) . 5_453 ?
C9 C11 H11 119.7 . . ?
C10 C11 H11 119.7 5_453 . ?

_diffrn_measured_fraction_theta_max 0.836
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_measured_fraction_theta_full 'ACTA 50'
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.050
_database_code_depnum_ccdc_archive 'CCDC 983363'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound5

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H18 Fe K N4 O13'
_chemical_formula_weight         569.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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'

_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                   14.7204(5)
_cell_length_b                   16.3987(6)
_cell_length_c                   18.7939(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.2590(10)
_cell_angle_gamma                90.00
_cell_volume                     4415.8(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            emerald
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.713
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2328
_exptl_absorpt_coefficient_mu    0.949
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            13944
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_sigmaI/netI    0.0291
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         28.34
_reflns_number_total             5289
_reflns_number_gt                4687
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0495P)²+2.4650P] 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         5289
_refine_ls_number_parameters     318
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0339
_refine_ls_wR_factor_ref         0.0932
_refine_ls_wR_factor_gt          0.0906
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.0000 0.030124(19) 0.2500 0.02277(9) Uani 1 2 d S . .
Fe2 Fe -0.5000 0.189073(19) 0.2500 0.02494(9) Uani 1 2 d S . .
K1 K -0.12594(3) 0.36827(2) 0.27991(2) 0.03453(10) Uani 1 1 d . . .
O5 O 0.02267(9) 0.12316(7) 0.32077(6) 0.0320(3) Uani 1 1 d . . .
O10 O -0.44950(8) 0.09470(7) 0.31641(6) 0.0298(2) Uani 1 1 d . . .
O9 O -0.45123(9) -0.04124(7) 0.32235(7) 0.0355(3) Uani 1 1 d . . .
O4 O -0.13552(8) 0.01104(8) 0.25022(6) 0.0309(3) Uani 1 1 d . . .
O8 O -0.41694(9) 0.26639(7) 0.31649(7) 0.0351(3) Uani 1 1 d . . .
O1 O 0.01572(8) -0.04502(8) 0.33680(7) 0.0340(3) Uani 1 1 d . . .
O11 O -0.60910(9) 0.19259(7) 0.29936(7) 0.0332(3) Uani 1 1 d . . .
C5 C -0.47124(10) 0.02362(9) 0.29043(8) 0.0244(3) Uani 1 1 d . . .
C1 C -0.05922(11) -0.06578(11) 0.35376(9) 0.0302(3) Uani 1 1 d . . .
C4 C -0.33704(13) 0.28076(10) 0.30266(9) 0.0321(4) Uani 1 1 d . . .
O2 O -0.06576(9) -0.10604(10) 0.40802(8) 0.0474(4) Uani 1 1 d . . .
O3 O -0.22485(8) -0.05750(10) 0.31144(7) 0.0438(3) Uani 1 1 d . . .
O6 O 0.01745(12) 0.25870(9) 0.32561(9) 0.0557(4) Uani 1 1 d . . .
C3 C 0.01169(12) 0.19443(10) 0.29243(10) 0.0316(4) Uani 1 1 d . . .
C2 C -0.14945(11) -0.03611(11) 0.30116(9) 0.0290(3) Uani 1 1 d . . .
O7 O -0.27642(11) 0.32535(10) 0.33707(8) 0.0519(4) Uani 1 1 d . . .
O12 O -0.75465(11) 0.23976(10) 0.28236(9) 0.0565(4) Uani 1 1 d . . .
C6 C -0.67941(13) 0.23476(10) 0.26570(10) 0.0326(4) Uani 1 1 d . . .
N2 N 0.33973(10) 0.16873(9) 0.49741(8) 0.0288(3) Uani 1 1 d . . .
N3 N 0.74730(9) 0.09065(9) 0.47878(8) 0.0309(3) Uani 1 1 d . . .
C9 C 0.32022(13) 0.14722(12) 0.56022(10) 0.0363(4) Uani 1 1 d . . .
H9 H 0.3614 0.1484 0.6058 0.044 Uiso 1 1 calc R . .
N4 N 0.89421(11) 0.11457(11) 0.50186(9) 0.0406(4) Uani 1 1 d . . .
H4 H 0.9513 0.1209 0.5252 0.049 Uiso 1 1 calc R . .
C12 C 0.59522(12) 0.14681(11) 0.48941(10) 0.0334(4) Uani 1 1 d . . .
H12A H 0.5926 0.1778 0.4450 0.040 Uiso 1 1 calc R . .
H12B H 0.6230 0.1810 0.5308 0.040 Uiso 1 1 calc R . .
C10 C 0.43229(12) 0.19460(11) 0.48935(11) 0.0365(4) Uani 1 1 d . . .
H10A H 0.4585 0.2334 0.5275 0.044 Uiso 1 1 calc R . .
H10B H 0.4265 0.2215 0.4425 0.044 Uiso 1 1 calc R . .
N1 N 0.23198(11) 0.12376(10) 0.54683(9) 0.0391(4) Uani 1 1 d . . .
H1 H 0.2032 0.1071 0.5791 0.047 Uiso 1 1 calc R . .
C11 C 0.49697(12) 0.12177(11) 0.49411(11) 0.0351(4) Uani 1 1 d . . .
H11A H 0.4717 0.0842 0.4546 0.042 Uiso 1 1 calc R . .
H11B H 0.5000 0.0935 0.5399 0.042 Uiso 1 1 calc R . .
C13 C 0.65396(12) 0.07107(12) 0.48929(10) 0.0348(4) Uani 1 1 d . . .
H13A H 0.6599 0.0425 0.5353 0.042 Uiso 1 1 calc R . .
H13B H 0.6227 0.0350 0.4504 0.042 Uiso 1 1 calc R . .
C16 C 0.82427(12) 0.09506(13) 0.53149(10) 0.0375(4) Uani 1 1 d . . .
H16 H 0.8282 0.0859 0.5809 0.045 Uiso 1 1 calc R . .
C8 C 0.19387(14) 0.13016(12) 0.47365(12) 0.0419(4) Uani 1 1 d . . .
H8 H 0.1329 0.1174 0.4499 0.050 Uiso 1 1 calc R . .
C7 C 0.26093(13) 0.15833(12) 0.44241(10) 0.0367(4) Uani 1 1 d . . .
H7 H 0.2552 0.1688 0.3930 0.044 Uiso 1 1 calc R . .
C15 C 0.86153(15) 0.12318(15) 0.42796(12) 0.0470(5) Uani 1 1 d . . .
H15 H 0.8964 0.1370 0.3943 0.056 Uiso 1 1 calc R . .
C14 C 0.76954(14) 0.10788(14) 0.41341(11) 0.0436(5) Uani 1 1 d . . .
H14 H 0.7286 0.1088 0.3677 0.052 Uiso 1 1 calc R . .
O13 O 0.33444(11) 0.02393(9) 0.33471(9) 0.0484(4) Uani 1 1 d . . .
H13C H 0.2751 0.0357 0.3200 0.073 Uiso 1 1 d R . .
H13D H 0.3667 0.0620 0.3191 0.073 Uiso 1 1 d 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
Fe1 O5 2.0011(12) . ?
Fe1 O5 2.0011(12) 2 ?
Fe1 O1 2.0150(12) 2 ?
Fe1 O1 2.0150(12) . ?
Fe1 O4 2.0202(11) . ?
Fe1 O4 2.0202(11) 2 ?
Fe2 O8 1.9907(12) . ?
Fe2 O8 1.9907(12) 2_455 ?
Fe2 O10 2.0199(11) 2_455 ?
Fe2 O10 2.0199(11) . ?
Fe2 O11 2.0315(12) . ?
Fe2 O11 2.0315(12) 2_455 ?
K1 O3 2.7429(14) 4_455 ?
K1 O6 2.7550(16) . ?
K1 O7 2.7656(15) . ?
K1 O12 2.8208(15) 2_455 ?
K1 O9 2.8613(14) 4_455 ?
K1 O13 2.8621(15) 3_455 ?
K1 O9 2.9174(14) 3 ?
K1 C5 3.3392(16) 4_455 ?
K1 O6 3.341(2) 2 ?
K1 C5 3.3923(16) 3 ?
K1 C3 3.4739(17) . ?
K1 C4 3.5367(17) . ?
O5 C3 1.279(2) . ?
O10 C5 1.2758(19) . ?
O9 C5 1.2234(19) . ?
O9 K1 2.8613(14) 4_445 ?
O9 K1 2.9174(14) 3_445 ?
O4 C2 1.283(2) . ?
O8 C4 1.283(2) . ?
O1 C1 1.2632(19) . ?
O11 C6 1.284(2) . ?
C5 C5 1.561(3) 2_455 ?
C5 K1 3.3392(16) 4_445 ?
C5 K1 3.3923(16) 3_445 ?
C1 O2 1.237(2) . ?
C1 C2 1.541(2) . ?
C4 O7 1.218(2) . ?
C4 C6 1.556(2) 2_455 ?
O3 C2 1.221(2) . ?
O3 K1 2.7429(14) 4_445 ?
O6 C3 1.218(2) . ?
O6 K1 3.341(2) 2 ?
C3 C3 1.552(4) 2 ?
O12 C6 1.221(2) . ?
O12 K1 2.8208(15) 2_455 ?
C6 C4 1.556(2) 2_455 ?
N2 C9 1.325(2) . ?
N2 C7 1.376(2) . ?
N2 C10 1.468(2) . ?
N3 C16 1.325(2) . ?
N3 C14 1.372(2) . ?
N3 C13 1.468(2) . ?
C9 N1 1.322(2) . ?
N4 C16 1.317(2) . ?
N4 C15 1.369(3) . ?
C12 C13 1.514(3) . ?
C12 C11 1.525(2) . ?
C10 C11 1.517(2) . ?
N1 C8 1.365(3) . ?
C8 C7 1.341(3) . ?
C15 C14 1.342(3) . ?
O13 K1 2.8621(15) 3_545 ?

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 Fe1 O5 80.64(7) . 2 ?
O5 Fe1 O1 167.17(5) . 2 ?
O5 Fe1 O1 87.56(5) 2 2 ?
O5 Fe1 O1 87.57(5) . . ?
O5 Fe1 O1 167.17(5) 2 . ?
O1 Fe1 O1 104.59(8) 2 . ?
O5 Fe1 O4 97.53(5) . . ?
O5 Fe1 O4 96.04(5) 2 . ?
O1 Fe1 O4 88.67(5) 2 . ?
O1 Fe1 O4 80.43(5) . . ?
O5 Fe1 O4 96.04(5) . 2 ?
O5 Fe1 O4 97.53(5) 2 2 ?
O1 Fe1 O4 80.43(5) 2 2 ?
O1 Fe1 O4 88.67(5) . 2 ?
O4 Fe1 O4 162.17(7) . 2 ?
O8 Fe2 O8 100.88(8) . 2_455 ?
O8 Fe2 O10 164.12(5) . 2_455 ?
O8 Fe2 O10 90.81(5) 2_455 2_455 ?
O8 Fe2 O10 90.81(5) . . ?
O8 Fe2 O10 164.12(5) 2_455 . ?
O10 Fe2 O10 79.97(6) 2_455 . ?
O8 Fe2 O11 97.55(5) . . ?
O8 Fe2 O11 80.36(5) 2_455 . ?
O10 Fe2 O11 94.96(5) 2_455 . ?
O10 Fe2 O11 87.54(5) . . ?
O8 Fe2 O11 80.36(5) . 2_455 ?
O8 Fe2 O11 97.55(5) 2_455 2_455 ?
O10 Fe2 O11 87.54(5) 2_455 2_455 ?
O10 Fe2 O11 94.96(5) . 2_455 ?
O11 Fe2 O11 176.75(7) . 2_455 ?
O3 K1 O6 158.56(5) 4_455 . ?
O3 K1 O7 76.01(5) 4_455 . ?
O6 K1 O7 109.73(6) . . ?
O3 K1 O12 74.84(5) 4_455 2_455 ?
O6 K1 O12 90.12(5) . 2_455 ?
O7 K1 O12 59.51(4) . 2_455 ?
O3 K1 O9 74.56(4) 4_455 4_455 ?
O6 K1 O9 98.85(5) . 4_455 ?
O7 K1 O9 150.42(5) . 4_455 ?
O12 K1 O9 114.48(4) 2_455 4_455 ?
O3 K1 O13 68.25(4) 4_455 3_455 ?
O6 K1 O13 132.40(4) . 3_455 ?
O7 K1 O13 80.78(5) . 3_455 ?
O12 K1 O13 131.04(5) 2_455 3_455 ?
O9 K1 O13 85.65(4) 4_455 3_455 ?
O3 K1 O9 118.33(4) 4_455 3 ?
O6 K1 O9 71.47(4) . 3 ?
O7 K1 O9 139.26(4) . 3 ?
O12 K1 O9 156.89(4) 2_455 3 ?
O9 K1 O9 57.25(5) 4_455 3 ?
O13 K1 O9 71.80(4) 3_455 3 ?
O3 K1 C5 76.58(4) 4_455 4_455 ?
O6 K1 C5 104.71(5) . 4_455 ?
O7 K1 C5 143.32(5) . 4_455 ?
O12 K1 C5 133.51(5) 2_455 4_455 ?
O9 K1 C5 20.99(4) 4_455 4_455 ?
O13 K1 C5 66.62(4) 3_455 4_455 ?
O9 K1 C5 44.71(4) 3 4_455 ?
O3 K1 O6 106.87(4) 4_455 2 ?
O6 K1 O6 52.99(6) . 2 ?
O7 K1 O6 128.91(4) . 2 ?
O12 K1 O6 71.89(4) 2_455 2 ?
O9 K1 O6 64.08(4) 4_455 2 ?
O13 K1 O6 149.06(4) 3_455 2 ?
O9 K1 O6 85.67(4) 3 2 ?
C5 K1 O6 82.46(4) 4_455 2 ?
O3 K1 C5 97.68(4) 4_455 3 ?
O6 K1 C5 90.89(4) . 3 ?
O7 K1 C5 139.05(4) . 3 ?
O12 K1 C5 158.64(4) 2_455 3 ?
O9 K1 C5 44.36(4) 4_455 3 ?
O13 K1 C5 59.92(4) 3_455 3 ?
O9 K1 C5 20.65(3) 3 3 ?
C5 K1 C5 26.80(5) 4_455 3 ?
O6 K1 C5 91.87(4) 2 3 ?
O3 K1 C3 141.02(4) 4_455 . ?
O6 K1 C3 18.28(4) . . ?
O7 K1 C3 105.75(5) . . ?
O12 K1 C3 73.34(5) 2_455 . ?
O9 K1 C3 98.97(4) 4_455 . ?
O13 K1 C3 150.61(4) 3_455 . ?
O9 K1 C3 86.28(4) 3 . ?
C5 K1 C3 110.90(4) 4_455 . ?
O6 K1 C3 41.25(4) 2 . ?
C5 K1 C3 103.83(4) 3 . ?
O3 K1 C4 69.88(4) 4_455 . ?
O6 K1 C4 109.22(5) . . ?
O7 K1 C4 17.35(4) . . ?
O12 K1 C4 42.76(4) 2_455 . ?
O9 K1 C4 141.89(4) 4_455 . ?
O13 K1 C4 93.51(4) 3_455 . ?
O9 K1 C4 156.53(4) 3 . ?
C5 K1 C4 145.63(4) 4_455 . ?
O6 K1 C4 113.97(4) 2 . ?
C5 K1 C4 153.43(4) 3 . ?
C3 K1 C4 100.01(4) . . ?
C3 O5 Fe1 115.72(11) . . ?
C5 O10 Fe2 116.05(10) . . ?
C5 O9 K1 102.10(10) . 4_445 ?
C5 O9 K1 102.13(10) . 3_445 ?
K1 O9 K1 90.77(4) 4_445 3_445 ?
C2 O4 Fe1 114.94(10) . . ?
C4 O8 Fe2 116.70(10) . . ?
C1 O1 Fe1 115.11(11) . . ?
C6 O11 Fe2 114.99(10) . . ?
O9 C5 O10 126.55(15) . . ?
O9 C5 C5 119.56(9) . 2_455 ?
O10 C5 C5 113.90(8) . 2_455 ?
O9 C5 K1 56.91(9) . 4_445 ?
O10 C5 K1 139.10(11) . 4_445 ?
C5 C5 K1 78.50(7) 2_455 4_445 ?
O9 C5 K1 57.23(9) . 3_445 ?
O10 C5 K1 144.54(11) . 3_445 ?
C5 C5 K1 74.71(7) 2_455 3_445 ?
K1 C5 K1 75.34(3) 4_445 3_445 ?
O2 C1 O1 126.12(16) . . ?
O2 C1 C2 118.60(14) . . ?
O1 C1 C2 115.28(14) . . ?
O7 C4 O8 126.61(16) . . ?
O7 C4 C6 119.71(16) . 2_455 ?
O8 C4 C6 113.68(14) . 2_455 ?
O7 C4 K1 42.60(9) . . ?
O8 C4 K1 166.07(12) . . ?
C6 C4 K1 77.85(9) 2_455 . ?
C2 O3 K1 130.92(12) . 4_445 ?
C3 O6 K1 116.52(12) . . ?
C3 O6 K1 98.51(14) . 2 ?
K1 O6 K1 84.29(5) . 2 ?
O6 C3 O5 126.17(18) . . ?
O6 C3 C3 119.95(12) . 2 ?
O5 C3 C3 113.88(9) . 2 ?
O6 C3 K1 45.21(10) . . ?
O5 C3 K1 142.56(12) . . ?
C3 C3 K1 86.67(7) 2 . ?
O3 C2 O4 126.71(16) . . ?
O3 C2 C1 119.26(15) . . ?
O4 C2 C1 114.02(13) . . ?
C4 O7 K1 120.06(12) . . ?
C6 O12 K1 117.34(12) . 2_455 ?
O12 C6 O11 125.85(16) . . ?
O12 C6 C4 120.09(16) . 2_455 ?
O11 C6 C4 114.04(14) . 2_455 ?
C9 N2 C7 108.58(15) . . ?
C9 N2 C10 124.40(16) . . ?
C7 N2 C10 126.94(15) . . ?
C16 N3 C14 108.63(15) . . ?
C16 N3 C13 125.30(15) . . ?
C14 N3 C13 126.07(15) . . ?
N1 C9 N2 108.18(16) . . ?
C16 N4 C15 109.09(16) . . ?
C13 C12 C11 109.19(15) . . ?
N2 C10 C11 110.56(14) . . ?
C9 N1 C8 109.16(15) . . ?
C10 C11 C12 112.04(15) . . ?
N3 C13 C12 111.93(15) . . ?
N4 C16 N3 108.33(17) . . ?
C7 C8 N1 107.09(17) . . ?
C8 C7 N2 106.99(16) . . ?
C14 C15 N4 106.91(17) . . ?
C15 C14 N3 107.04(17) . . ?

_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_measured_fraction_theta_full 'ACTA 50'
_refine_diff_density_max         0.361
_refine_diff_density_min         -0.872
_refine_diff_density_rms         0.107
_database_code_depnum_ccdc_archive 'CCDC 983364'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound6

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H9 Fe N6 O4'
_chemical_formula_weight         381.12

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   Cc

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'

_cell_length_a                   14.5197(10)
_cell_length_b                   12.4744(8)
_cell_length_c                   9.3796(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.260(8)
_cell_angle_gamma                90.00
_cell_volume                     1603.79(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            emerald
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.578
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    0.974
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  'multiwire proportional'
_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            3320
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0666
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.27
_diffrn_reflns_theta_max         28.84
_reflns_number_total             2286
_reflns_number_gt                2035
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker FRAMBO'
_computing_cell_refinement       'Bruker FRAMBO'
_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)+(0.0345P)²+0.0000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.06(2)
_refine_ls_number_reflns         2286
_refine_ls_number_parameters     226
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0492
_refine_ls_R_factor_gt           0.0420
_refine_ls_wR_factor_ref         0.0921
_refine_ls_wR_factor_gt          0.0862
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.011
_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
Fe1 Fe 0.11236(6) 0.37872(4) 0.46823(8) 0.02252(16) Uani 1 1 d . . .
O1 O 0.1879(3) 0.3911(3) 0.7055(5) 0.0284(10) Uani 1 1 d . . .
O3 O 0.0293(3) 0.4056(3) 0.2362(4) 0.0263(8) Uani 1 1 d . . .
O2 O 0.0249(3) 0.4917(3) 0.5395(4) 0.0306(9) Uani 1 1 d . . .
O4 O 0.1884(3) 0.5131(3) 0.4070(4) 0.0316(9) Uani 1 1 d . . .
N5 N -0.0718(3) 0.2505(4) 0.3771(5) 0.0339(12) Uani 1 1 d . . .
N2 N 0.2910(3) 0.2413(4) 0.5608(5) 0.0343(12) Uani 1 1 d . . .
C2 C 0.0613(4) 0.4784(4) 0.1735(6) 0.0214(11) Uani 1 1 d . . .
C1 C 0.1546(4) 0.4619(5) 0.7724(6) 0.0268(12) Uani 1 1 d . . .
N6 N 0.0181(3) 0.2470(4) 0.4713(5) 0.0294(10) Uani 1 1 d . . .
N4 N -0.1175(3) 0.1613(4) 0.3928(5) 0.0357(12) Uani 1 1 d . . .
H4 H -0.1772 0.1468 0.3421 0.043 Uiso 1 1 calc R . .
N3 N 0.2244(3) 0.2754(4) 0.4360(5) 0.0304(11) Uani 1 1 d . . .
N1 N 0.3561(3) 0.1818(4) 0.5218(5) 0.0359(12) Uani 1 1 d . . .
C14 C 0.1130(4) 0.1083(4) 0.6601(6) 0.0414(13) Uani 1 1 d . . .
H14 H 0.1724 0.1442 0.6936 0.050 Uiso 1 1 calc R . .
C4 C 0.3305(4) 0.1765(4) 0.3684(6) 0.0358(12) Uani 1 1 d . . .
C10 C -0.0574(4) 0.0956(4) 0.4996(6) 0.0348(12) Uani 1 1 d . . .
C9 C 0.0309(4) 0.1524(4) 0.5492(5) 0.0296(11) Uani 1 1 d . . .
C12 C 0.0122(5) -0.0454(5) 0.6631(8) 0.0632(19) Uani 1 1 d . . .
H12 H 0.0081 -0.1123 0.7044 0.076 Uiso 1 1 calc R . .
C7 C 0.2404(5) 0.1997(5) 0.0654(7) 0.0570(18) Uani 1 1 d . . .
H7 H 0.2118 0.2077 -0.0385 0.068 Uiso 1 1 calc R . .
C13 C 0.1011(6) 0.0111(6) 0.7152(10) 0.0563(17) Uani 1 1 d . . .
H13 H 0.1534 -0.0196 0.7902 0.068 Uiso 1 1 calc R . .
C11 C -0.0672(4) -0.0062(5) 0.5554(7) 0.0514(16) Uani 1 1 d . . .
H11 H -0.1252 -0.0447 0.5203 0.062 Uiso 1 1 calc R . .
C3 C 0.2464(3) 0.2369(4) 0.3144(5) 0.0325(11) Uani 1 1 d . . .
C8 C 0.1984(4) 0.2484(5) 0.1580(6) 0.0490(15) Uani 1 1 d . . .
H8 H 0.1409 0.2874 0.1200 0.059 Uiso 1 1 calc R . .
C6 C 0.3245(5) 0.1384(6) 0.1207(7) 0.065(2) Uani 1 1 d . . .
H6 H 0.3498 0.1062 0.0523 0.078 Uiso 1 1 calc R . .
C5 C 0.3711(5) 0.1237(5) 0.2702(7) 0.0561(18) Uani 1 1 d . . .
H5 H 0.4266 0.0812 0.3060 0.067 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
Fe1 O1 2.137(4) . ?
Fe1 O3 2.138(4) . ?
Fe1 N6 2.144(5) . ?
Fe1 O2 2.146(4) . ?
Fe1 N3 2.172(4) . ?
Fe1 O4 2.186(4) . ?
O1 C1 1.267(6) . ?
O3 C2 1.252(6) . ?
O2 C2 1.249(6) 2_565 ?
O4 C1 1.234(7) 2_564 ?
N5 N6 1.314(6) . ?
N5 N4 1.328(6) . ?
N2 N3 1.319(6) . ?
N2 N1 1.344(6) . ?
C2 O2 1.249(6) 2_564 ?
C2 C1 1.556(5) 2_564 ?
C1 O4 1.234(7) 2_565 ?
C1 C2 1.556(5) 2_565 ?
N6 C9 1.367(6) . ?
N4 C10 1.364(6) . ?
N3 C3 1.370(6) . ?
N1 C4 1.364(7) . ?
C14 C13 1.352(9) . ?
C14 C9 1.410(7) . ?
C4 C3 1.381(6) . ?
C4 C5 1.410(7) . ?
C10 C11 1.399(7) . ?
C10 C9 1.403(7) . ?
C12 C11 1.349(8) . ?
C12 C13 1.409(10) . ?
C7 C8 1.357(8) . ?
C7 C6 1.389(8) . ?
C3 C8 1.408(7) . ?
C6 C5 1.353(8) . ?

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 O3 166.33(12) . . ?
O1 Fe1 N6 98.74(16) . . ?
O3 Fe1 N6 89.18(16) . . ?
O1 Fe1 O2 77.35(15) . . ?
O3 Fe1 O2 91.20(15) . . ?
N6 Fe1 O2 93.03(17) . . ?
O1 Fe1 N3 92.14(16) . . ?
O3 Fe1 N3 98.54(16) . . ?
N6 Fe1 N3 93.31(18) . . ?
O2 Fe1 N3 168.45(16) . . ?
O1 Fe1 O4 95.04(15) . . ?
O3 Fe1 O4 77.08(15) . . ?
N6 Fe1 O4 166.18(16) . . ?
O2 Fe1 O4 88.88(13) . . ?
N3 Fe1 O4 87.27(16) . . ?
C1 O1 Fe1 114.7(4) . . ?
C2 O3 Fe1 114.8(4) . . ?
C2 O2 Fe1 114.3(3) 2_565 . ?
C1 O4 Fe1 113.4(4) 2_564 . ?
N6 N5 N4 108.7(4) . . ?
N3 N2 N1 108.2(5) . . ?
O2 C2 O3 126.2(5) 2_564 . ?
O2 C2 C1 116.9(4) 2_564 2_564 ?
O3 C2 C1 116.9(4) . 2_564 ?
O4 C1 O1 126.5(6) 2_565 . ?
O4 C1 C2 117.6(4) 2_565 2_565 ?
O1 C1 C2 115.9(4) . 2_565 ?
N5 N6 C9 108.5(4) . . ?
N5 N6 Fe1 117.6(3) . . ?
C9 N6 Fe1 133.9(3) . . ?
N5 N4 C10 111.3(4) . . ?
N2 N3 C3 108.7(4) . . ?
N2 N3 Fe1 115.6(3) . . ?
C3 N3 Fe1 135.6(3) . . ?
N2 N1 C4 110.0(4) . . ?
C13 C14 C9 116.7(6) . . ?
N1 C4 C3 105.1(4) . . ?
N1 C4 C5 133.2(5) . . ?
C3 C4 C5 121.6(5) . . ?
N4 C10 C11 134.5(5) . . ?
N4 C10 C9 103.5(4) . . ?
C11 C10 C9 122.0(5) . . ?
N6 C9 C10 108.1(4) . . ?
N6 C9 C14 131.6(5) . . ?
C10 C9 C14 120.3(5) . . ?
C11 C12 C13 122.5(6) . . ?
C8 C7 C6 122.1(5) . . ?
C14 C13 C12 122.3(7) . . ?
C12 C11 C10 116.2(5) . . ?
N3 C3 C4 107.9(4) . . ?
N3 C3 C8 131.4(5) . . ?
C4 C3 C8 120.7(4) . . ?
C7 C8 C3 116.7(5) . . ?
C5 C6 C7 122.7(6) . . ?
C6 C5 C4 116.1(5) . . ?

_diffrn_measured_fraction_theta_max 0.860
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_measured_fraction_theta_full 'ACTA 50'
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.071

_database_code_depnum_ccdc_archive 'CCDC 983365'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_compound7

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H26 Fe2 N4 O20'
_chemical_formula_weight         658.07

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

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.6299(6)
_cell_length_b                   8.1873(7)
_cell_length_c                   10.0309(9)
_cell_angle_alpha                107.527(8)
_cell_angle_beta                 100.261(7)
_cell_angle_gamma                95.270(7)
_cell_volume                     580.85(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            emerald
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.881
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             338
_exptl_absorpt_coefficient_mu    1.354
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_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  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4237
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0388
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.12
_diffrn_reflns_theta_max         29.20
_reflns_number_total             2621
_reflns_number_gt                2286
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.0388P)²+0.4769P] 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         2621
_refine_ls_number_parameters     184
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0434
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0940
_refine_ls_wR_factor_gt          0.0889
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.005
_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
Fe1 Fe 0.42983(5) 0.59145(5) 0.13257(4) 0.02150(12) Uani 1 1 d . . .
O9 O 0.3787(2) 0.3692(2) -0.0287(2) 0.0249(4) Uani 1 1 d D . .
O4 O 0.5597(2) 0.4764(2) 0.2645(2) 0.0260(4) Uani 1 1 d . . .
O5 O 0.2045(2) 0.5467(3) 0.2057(2) 0.0302(4) Uani 1 1 d . . .
O8 O 0.2717(2) 0.7411(2) 0.0543(2) 0.0283(4) Uani 1 1 d . . .
O1 O 0.5404(2) 0.8019(2) 0.3055(2) 0.0274(4) Uani 1 1 d . . .
O2 O 0.7002(3) 0.8814(2) 0.5291(2) 0.0314(4) Uani 1 1 d . . .
O3 O 0.7138(3) 0.5314(3) 0.4886(2) 0.0315(4) Uani 1 1 d . . .
N1 N -0.0965(3) 0.7796(3) 0.7569(2) 0.0248(5) Uani 1 1 d . . .
H1A H -0.1314 0.7055 0.7997 0.080 Uiso 1 1 calc . . .
H1B H -0.1801 0.7678 0.6790 0.080 Uiso 1 1 calc . . .
H1C H -0.0821 0.8875 0.8168 0.080 Uiso 1 1 calc . . .
O7 O 0.0144(3) 0.8490(3) 0.0691(2) 0.0373(5) Uani 1 1 d . . .
C1 C 0.6378(3) 0.5766(3) 0.3902(3) 0.0218(5) Uani 1 1 d . . .
C2 C 0.6289(3) 0.7710(3) 0.4139(3) 0.0217(5) Uani 1 1 d . . .
C4 C 0.1234(3) 0.7576(3) 0.0969(3) 0.0254(5) Uani 1 1 d . . .
C3 C 0.0855(3) 0.6456(4) 0.1918(3) 0.0288(6) Uani 1 1 d . . .
C6 C 0.0769(4) 0.7432(4) 0.7155(3) 0.0290(6) Uani 1 1 d . . .
H6A H 0.0614 0.6255 0.6504 0.035 Uiso 1 1 calc R . .
H6B H 0.1673 0.7533 0.8000 0.035 Uiso 1 1 calc R . .
O6 O -0.0470(3) 0.6555(3) 0.2431(3) 0.0566(7) Uani 1 1 d . . .
N2 N 0.3154(3) 0.8322(3) 0.6075(3) 0.0430(7) Uani 1 1 d . . .
H2A H 0.3516 0.9060 0.5648 0.080 Uiso 1 1 calc . . .
H2B H 0.3031 0.7241 0.5485 0.080 Uiso 1 1 calc . . .
H2C H 0.3968 0.8455 0.6869 0.080 Uiso 1 1 calc . . .
C5 C 0.1393(4) 0.8674(4) 0.6447(4) 0.0416(8) Uani 1 1 d . . .
H5A H 0.0507 0.8551 0.5585 0.050 Uiso 1 1 calc R . .
H5B H 0.1520 0.9853 0.7086 0.050 Uiso 1 1 calc R . .
O10 O 0.4303(5) 1.1051(5) 0.1364(5) 0.0647(9) Uani 1 1 d . . .
H9 H 0.279(3) 0.343(4) -0.073(3) 0.032(9) Uiso 1 1 d D . .
H10A H 0.411(7) 1.141(7) 0.080(6) 0.07(2) Uiso 1 1 d . . .
H10B H 0.422(7) 1.021(8) 0.093(6) 0.09(2) Uiso 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O9 1.9883(19) . ?
Fe1 O9 1.9952(19) 2_665 ?
Fe1 O4 2.0192(17) . ?
Fe1 O8 2.0217(18) . ?
Fe1 O1 2.0250(19) . ?
Fe1 O5 2.0306(18) . ?
O9 Fe1 1.9952(19) 2_665 ?
O4 C1 1.280(3) . ?
O5 C3 1.287(3) . ?
O8 C4 1.284(3) . ?
O1 C2 1.280(3) . ?
O2 C2 1.227(3) . ?
O3 C1 1.226(3) . ?
N1 C6 1.485(3) . ?
O7 C4 1.219(3) . ?
C1 C2 1.547(3) . ?
C4 C3 1.551(4) . ?
C3 O6 1.212(3) . ?
C6 C5 1.494(4) . ?
N2 C5 1.487(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O9 Fe1 O9 79.55(8) . 2_665 ?
O9 Fe1 O4 90.54(8) . . ?
O9 Fe1 O4 100.34(8) 2_665 . ?
O9 Fe1 O8 102.67(8) . . ?
O9 Fe1 O8 93.38(8) 2_665 . ?
O4 Fe1 O8 162.51(8) . . ?
O9 Fe1 O1 166.49(7) . . ?
O9 Fe1 O1 92.80(8) 2_665 . ?
O4 Fe1 O1 79.81(7) . . ?
O8 Fe1 O1 88.79(8) . . ?
O9 Fe1 O5 95.28(8) . . ?
O9 Fe1 O5 169.99(8) 2_665 . ?
O4 Fe1 O5 88.21(8) . . ?
O8 Fe1 O5 79.30(7) . . ?
O1 Fe1 O5 93.86(8) . . ?
Fe1 O9 Fe1 100.45(8) . 2_665 ?
C1 O4 Fe1 115.96(15) . . ?
C3 O5 Fe1 115.89(17) . . ?
C4 O8 Fe1 116.18(16) . . ?
C2 O1 Fe1 115.77(16) . . ?
O3 C1 O4 126.1(2) . . ?
O3 C1 C2 119.7(2) . . ?
O4 C1 C2 114.1(2) . . ?
O2 C2 O1 124.9(2) . . ?
O2 C2 C1 120.9(2) . . ?
O1 C2 C1 114.2(2) . . ?
O7 C4 O8 126.6(3) . . ?
O7 C4 C3 119.4(2) . . ?
O8 C4 C3 114.1(2) . . ?
O6 C3 O5 126.6(3) . . ?
O6 C3 C4 120.0(2) . . ?
O5 C3 C4 113.3(2) . . ?
N1 C6 C5 110.5(2) . . ?
N2 C5 C6 109.8(2) . . ?

_diffrn_measured_fraction_theta_max 0.830
_diffrn_reflns_theta_full        'ACTA 50'
_diffrn_measured_fraction_theta_full 'ACTA 50'
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.076
_database_code_depnum_ccdc_archive 'CCDC 983366'
