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


data_c57h15f30fe3n3o13ch2cl2

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C57 H15 F30 Fe3 N3 O13, 0.735(C H2 Cl2)'
_chemical_formula_sum            'C57.74 H16.47 Cl1.47 F30 Fe3 N3 O13'
_chemical_formula_weight         1749.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_H-M_alt        'P 63/m'
_space_group_name_Hall           '-P 6c'

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

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

_cell_length_a                   13.458(1)
_cell_length_b                   13.458(1)
_cell_length_c                   20.967(1)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3288.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    1643
_cell_measurement_theta_min      1.94
_cell_measurement_theta_max      28.99

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.767
_exptl_crystal_F_000             1722
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    0.862
_shelx_estimated_absorpt_T_min   0.847
_shelx_estimated_absorpt_T_max   0.958
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8970
_exptl_absorpt_correction_T_max  0.9337
_exptl_absorpt_process_details   'PLATON MULABS'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'rotating anode X-ray tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       'oscillation method, ω and π scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15970
_diffrn_reflns_av_unetI/netI     0.0338
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.943
_diffrn_reflns_theta_max         28.986
_diffrn_reflns_theta_full        25.250
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2775
_reflns_number_gt                2114
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
'Crystal Clear (Molecular Struture Corporation,2001)'
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_structure_solution    
'SIR92 (Altomare, Cascarano, Giacovazzo & Guagliardi, 1993)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    
;DIAMOND 3.2i (Brandenburg, 2011),
 ORTEP for Windows (Farrugia, 2012),
 and Mercury 3.1 (Macrae et al, 2008)
;
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0941P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2775
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1349
_refine_ls_wR_factor_gt          0.1280
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.15049(16) 0.22583(17) 0.33881(9) 0.0280(4) Uani 1 1 d . . . . .
C2 C 0.20954(17) 0.31496(18) 0.39013(10) 0.0312(4) Uani 1 1 d . . . . .
C3 C 0.15361(19) 0.31462(18) 0.44605(10) 0.0350(5) Uani 1 1 d . . . . .
C4 C 0.2090(2) 0.3953(2) 0.49335(10) 0.0424(5) Uani 1 1 d . . . . .
C5 C 0.3204(2) 0.4788(2) 0.48499(12) 0.0475(6) Uani 1 1 d . . . . .
C6 C 0.3784(2) 0.4827(2) 0.43034(13) 0.0527(7) Uani 1 1 d . . . . .
C7 C 0.32266(19) 0.4008(2) 0.38386(11) 0.0452(6) Uani 1 1 d . . . . .
C8 C 0.40062(17) 0.12333(16) 0.30485(10) 0.0305(4) Uani 1 1 d . . . . .
H8 H 0.3620 0.1162 0.3440 0.037 Uiso 1 1 calc R U . . .
C9 C 0.51257(17) 0.14556(17) 0.30667(10) 0.0331(4) Uani 1 1 d . . . . .
H9 H 0.5501 0.1541 0.3463 0.040 Uiso 1 1 calc R U . . .
C10 C 0.5691(3) 0.1551(2) 0.2500 0.0351(7) Uani 1 2 d S T P . .
H10 H 0.6453 0.1681 0.2500 0.042 Uiso 1 2 calc R U P . .
N1 N 0.34442(19) 0.11139(19) 0.2500 0.0274(5) Uani 1 2 d S T P . .
O1 O 0.0000 0.0000 0.2500 0.0235(6) Uani 1 6 d S T P . .
O2 O 0.20234(12) 0.17601(13) 0.32008(7) 0.0359(4) Uani 1 1 d . . . . .
O3 O 0.05626(13) 0.21130(13) 0.32015(7) 0.0355(4) Uani 1 1 d . . . . .
F1 F 0.04516(12) 0.23297(12) 0.45583(7) 0.0522(4) Uani 1 1 d . . . . .
F2 F 0.15380(16) 0.39105(14) 0.54723(7) 0.0637(5) Uani 1 1 d . . . . .
F3 F 0.37475(15) 0.55874(15) 0.53063(8) 0.0673(5) Uani 1 1 d . . . . .
F4 F 0.48814(14) 0.56577(17) 0.42243(10) 0.0888(7) Uani 1 1 d . . . . .
F5 F 0.38003(13) 0.40733(15) 0.33072(8) 0.0756(6) Uani 1 1 d . . . . .
Cl1 Cl 0.3333 0.6667 0.3189(3) 0.271(4) Uani 0.735(7) 3 d S T P . .
Fe1 Fe 0.16102(3) 0.05455(3) 0.2500 0.02863(16) Uani 1 2 d S T P . .
C11 C 0.249(3) 0.571(3) 0.2500 0.152(15) Uani 0.245(2) 2 d S T P . .
H11A H 0.2496 0.4981 0.2500 0.183 Uiso 0.245(2) 2 calc R U P . .
H11B H 0.1682 0.5547 0.2500 0.183 Uiso 0.245(2) 2 calc R U P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O3 1.246(2) . ?
C1 O2 1.248(2) . ?
C1 C2 1.508(3) . ?
C2 C7 1.382(3) . ?
C2 C3 1.392(3) . ?
C3 F1 1.333(3) . ?
C3 C4 1.382(3) . ?
C4 F2 1.337(3) . ?
C4 C5 1.362(4) . ?
C5 F3 1.349(3) . ?
C5 C6 1.373(4) . ?
C6 F4 1.345(3) . ?
C6 C7 1.378(3) . ?
C7 F5 1.333(3) . ?
C8 N1 1.341(2) . ?
C8 C9 1.382(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.382(3) . ?
C9 H9 0.9500 . ?
C10 C9 1.382(3) 8_556 ?
C10 H10 0.9500 . ?
N1 C8 1.341(2) 8_556 ?
N1 Fe1 2.188(2) . ?
O1 Fe1 1.9088(4) 3 ?
O1 Fe1 1.9089(4) 4 ?
O1 Fe1 1.9089(4) . ?
O2 Fe1 2.0569(14) . ?
O3 Fe1 2.0674(14) 3 ?
Cl1 C11 1.89(2) . ?
Cl1 C11 1.89(2) 4_565 ?
Cl1 C11 1.89(2) 3_665 ?
Fe1 O2 2.0570(14) 8_556 ?
Fe1 O3 2.0674(14) 11_556 ?
Fe1 O3 2.0674(14) 4 ?
C11 Cl1 1.89(2) 8_556 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?

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
O3 C1 O2 127.99(19) . . ?
O3 C1 C2 116.05(17) . . ?
O2 C1 C2 115.97(16) . . ?
C7 C2 C3 116.77(19) . . ?
C7 C2 C1 121.27(18) . . ?
C3 C2 C1 121.96(18) . . ?
F1 C3 C4 118.4(2) . . ?
F1 C3 C2 119.99(19) . . ?
C4 C3 C2 121.6(2) . . ?
F2 C4 C5 120.2(2) . . ?
F2 C4 C3 120.2(2) . . ?
C5 C4 C3 119.6(2) . . ?
F3 C5 C4 120.0(2) . . ?
F3 C5 C6 119.4(2) . . ?
C4 C5 C6 120.6(2) . . ?
F4 C6 C5 120.1(2) . . ?
F4 C6 C7 120.7(2) . . ?
C5 C6 C7 119.2(2) . . ?
F5 C7 C6 118.2(2) . . ?
F5 C7 C2 119.60(19) . . ?
C6 C7 C2 122.2(2) . . ?
N1 C8 C9 122.55(19) . . ?
N1 C8 H8 118.7 . . ?
C9 C8 H8 118.7 . . ?
C10 C9 C8 119.1(2) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
C9 C10 C9 118.6(3) 8_556 . ?
C9 C10 H10 120.7 8_556 . ?
C9 C10 H10 120.7 . . ?
C8 N1 C8 118.1(2) 8_556 . ?
C8 N1 Fe1 120.78(12) 8_556 . ?
C8 N1 Fe1 120.78(12) . . ?
Fe1 O1 Fe1 120.0 3 4 ?
Fe1 O1 Fe1 120.0 3 . ?
Fe1 O1 Fe1 120.0 4 . ?
C1 O2 Fe1 130.53(13) . . ?
C1 O3 Fe1 131.37(13) . 3 ?
C11 Cl1 C11 67.9(13) . 4_565 ?
C11 Cl1 C11 67.9(13) . 3_665 ?
C11 Cl1 C11 67.9(13) 4_565 3_665 ?
O1 Fe1 O2 96.29(4) . . ?
O1 Fe1 O2 96.29(4) . 8_556 ?
O2 Fe1 O2 91.18(9) . 8_556 ?
O1 Fe1 O3 95.47(4) . 11_556 ?
O2 Fe1 O3 168.24(6) . 11_556 ?
O2 Fe1 O3 87.85(7) 8_556 11_556 ?
O1 Fe1 O3 95.47(4) . 4 ?
O2 Fe1 O3 87.85(7) . 4 ?
O2 Fe1 O3 168.24(6) 8_556 4 ?
O3 Fe1 O3 90.71(9) 11_556 4 ?
O1 Fe1 N1 178.16(6) . . ?
O2 Fe1 N1 84.99(6) . . ?
O2 Fe1 N1 84.99(6) 8_556 . ?
O3 Fe1 N1 83.25(6) 11_556 . ?
O3 Fe1 N1 83.25(6) 4 . ?
Cl1 C11 Cl1 99.7(16) 8_556 . ?
Cl1 C11 H11A 111.8 8_556 . ?
Cl1 C11 H11A 111.8 . . ?
Cl1 C11 H11B 111.8 8_556 . ?
Cl1 C11 H11B 111.8 . . ?
H11A C11 H11B 109.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 C1 C2 C7 -128.9(2) . . . . ?
O2 C1 C2 C7 50.8(3) . . . . ?
O3 C1 C2 C3 51.5(3) . . . . ?
O2 C1 C2 C3 -128.8(2) . . . . ?
C7 C2 C3 F1 -178.7(2) . . . . ?
C1 C2 C3 F1 0.9(3) . . . . ?
C7 C2 C3 C4 -0.8(3) . . . . ?
C1 C2 C3 C4 178.8(2) . . . . ?
F1 C3 C4 F2 -0.4(3) . . . . ?
C2 C3 C4 F2 -178.3(2) . . . . ?
F1 C3 C4 C5 179.1(2) . . . . ?
C2 C3 C4 C5 1.2(4) . . . . ?
F2 C4 C5 F3 -1.2(4) . . . . ?
C3 C4 C5 F3 179.3(2) . . . . ?
F2 C4 C5 C6 178.8(3) . . . . ?
C3 C4 C5 C6 -0.7(4) . . . . ?
F3 C5 C6 F4 -0.4(4) . . . . ?
C4 C5 C6 F4 179.6(3) . . . . ?
F3 C5 C6 C7 179.9(2) . . . . ?
C4 C5 C6 C7 -0.1(4) . . . . ?
F4 C6 C7 F5 -0.8(4) . . . . ?
C5 C6 C7 F5 178.9(3) . . . . ?
F4 C6 C7 C2 -179.3(3) . . . . ?
C5 C6 C7 C2 0.4(4) . . . . ?
C3 C2 C7 F5 -178.4(2) . . . . ?
C1 C2 C7 F5 2.0(4) . . . . ?
C3 C2 C7 C6 0.0(4) . . . . ?
C1 C2 C7 C6 -179.6(2) . . . . ?
N1 C8 C9 C10 -0.5(3) . . . . ?
C8 C9 C10 C9 1.9(4) . . . 8_556 ?
C9 C8 N1 C8 -1.0(4) . . . 8_556 ?
C9 C8 N1 Fe1 172.05(15) . . . . ?
O3 C1 O2 Fe1 2.2(3) . . . . ?
C2 C1 O2 Fe1 -177.45(13) . . . . ?
O2 C1 O3 Fe1 -2.3(3) . . . 3 ?
C2 C1 O3 Fe1 177.42(13) . . . 3 ?
C11 Cl1 C11 Cl1 37.1(3) 4_565 . . 8_556 ?
C11 Cl1 C11 Cl1 -37.1(3) 3_665 . . 8_556 ?

_refine_diff_density_max         0.911
_refine_diff_density_min         -0.758
_refine_diff_density_rms         0.080

_shelxl_version_number           2013-3



_database_code_depnum_ccdc_archive 'CCDC 975326'
