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

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

data_D1
_database_code_depnum_ccdc_archive 'CCDC 1551891'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2017-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H43 Fe4 N3 O22.50'
_chemical_formula_weight         1173.19

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

_space_group_crystal_system      trigonal
_space_group_IT_number           155
_space_group_name_H-M_alt        'R 3 2 :H'
_space_group_name_Hall           'R 3 2"'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'

_cell_length_a                   16.210(8)
_cell_length_b                   16.210(8)
_cell_length_c                   18.208(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4143(6)
_cell_formula_units_Z            3
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4015
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      25.94

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_F_000             1800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    1.105
_shelx_estimated_absorpt_T_min   0.834
_shelx_estimated_absorpt_T_max   0.879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.834
_exptl_absorpt_correction_T_max  0.879
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            7813
_diffrn_reflns_av_unetI/netI     0.0630
_diffrn_reflns_av_R_equivalents  0.1126
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.832
_diffrn_reflns_theta_max         25.980
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1797
_reflns_number_gt                1736
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.786
_reflns_Friedel_fraction_max     0.985
_reflns_Friedel_fraction_full    0.999

_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.1046P)²+33.9496P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 698 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(7)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1797
_refine_ls_number_parameters     137
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0650
_refine_ls_R_factor_gt           0.0636
_refine_ls_wR_factor_ref         0.1795
_refine_ls_wR_factor_gt          0.1782
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.003

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.54868(9) -0.6667 0.8333 0.0188(4) Uani 1 2 d S T P . .
Fe2 Fe 0.0000 -1.0000 1.0000 0.0363(9) Uani 1 6 d S T P . .
O1 O 0.5688(4) -0.8507(5) 0.9186(4) 0.0330(14) Uani 1 1 d . . . . .
O2 O 0.4821(5) -0.7786(5) 0.9048(3) 0.0333(14) Uani 1 1 d . . . . .
O3 O 0.1367(5) -0.9542(6) 0.9511(5) 0.053(2) Uani 1 1 d . . . . .
O4 O 0.6667 -0.6667 0.8333 0.018(3) Uani 1 6 d S T P . .
O5 O 0.4192(5) -0.6667 0.8333 0.038(2) Uani 1 2 d S T P . .
C1 C 0.4939(6) -0.8457(6) 0.9272(4) 0.0229(16) Uani 1 1 d . . . . .
C2 C 0.4108(6) -0.9270(6) 0.9653(4) 0.0261(16) Uani 1 1 d . . . . .
C3 C 0.4174(7) -1.0000 1.0000 0.023(2) Uani 1 2 d S T P . .
H3A H 0.4747 -1.0000 1.0000 0.027 Uiso 1 2 calc R U P . .
C4 C 0.3240(6) -0.9272(6) 0.9649(5) 0.032(2) Uani 1 1 d . . . . .
H4A H 0.3199 -0.8786 0.9411 0.038 Uiso 1 1 calc R U . . .
C5 C 0.2437(7) -1.0000 1.0000 0.034(3) Uani 1 2 d S T P . .
C6 C 0.1520(9) -1.0000 1.0000 0.040(3) Uani 1 2 d S T P . .
C7 C 0.4067(16) -0.6009(17) 0.8508(11) 0.042(5) Uani 0.5 1 d . . P . .
H7A H 0.4516 -0.5414 0.8328 0.051 Uiso 0.5 1 calc R U P . .
C8 C 0.333(3) -0.512(3) 0.903(2) 0.089(11) Uani 0.5 1 d . . P . .
H8A H 0.3346 -0.5038 0.9560 0.107 Uiso 0.5 1 calc R U P . .
H8B H 0.3926 -0.4607 0.8848 0.107 Uiso 0.5 1 calc R U P . .
C9 C 0.274(4) -0.496(4) 0.882(3) 0.14(2) Uani 0.5 1 d . . P . .
H9A H 0.2885 -0.4332 0.8977 0.208 Uiso 0.5 1 calc R U P . .
H9B H 0.2714 -0.4983 0.8291 0.208 Uiso 0.5 1 calc R U P . .
H9C H 0.2127 -0.5420 0.9013 0.208 Uiso 0.5 1 calc R U P . .
C10 C 0.275(2) -0.695(2) 0.9323(16) 0.065(7) Uani 0.5 1 d . . P . .
H10A H 0.2107 -0.7044 0.9359 0.078 Uiso 0.5 1 calc R U P . .
H10B H 0.2714 -0.7482 0.9058 0.078 Uiso 0.5 1 calc R U P . .
C11 C 0.310(2) -0.690(2) 1.0000 0.136(16) Uani 1 2 d S T P . .
H11A H 0.2707 -0.7449 1.0272 0.203 Uiso 0.5 1 d R U P . .
H11B H 0.3730 -0.6782 0.9955 0.203 Uiso 0.5 1 d R U P . .
H11C H 0.3125 -0.6343 1.0253 0.203 Uiso 0.5 1 d R U P . .
N1 N 0.3387(17) -0.6024(17) 0.8914(13) 0.057(5) Uani 0.5 1 d . . P . .
O1W O 0.3333 -0.3333 0.874(11) 0.21(3) Uani 0.25 3 d S TU 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
Fe1 O4 1.9126(17) . ?
Fe1 O2 2.048(6) 17_436 ?
Fe1 O2 2.048(6) . ?
Fe1 O1 2.092(6) 3_755 ?
Fe1 O1 2.092(6) 16_636 ?
Fe1 O5 2.100(9) . ?
Fe2 O3 2.147(8) . ?
Fe2 O3 2.147(8) 3_645 ?
Fe2 O3 2.147(8) 4_647 ?
Fe2 O3 2.147(8) 6_557 ?
Fe2 O3 2.147(8) 5_437 ?
Fe2 O3 2.147(8) 2_435 ?
Fe2 C6 2.463(14) 3_645 ?
Fe2 C6 2.463(14) 2_435 ?
Fe2 C6 2.463(14) . ?
O1 C1 1.265(11) . ?
O1 Fe1 2.092(6) 2_535 ?
O2 C1 1.264(11) . ?
O3 C6 1.259(10) . ?
O4 Fe1 1.9126(17) 2_535 ?
O4 Fe1 1.9126(18) 3_755 ?
O5 C7 1.22(2) 17_436 ?
O5 C7 1.22(2) . ?
C1 C2 1.502(11) . ?
C2 C3 1.393(10) . ?
C2 C4 1.404(13) . ?
C3 C2 1.393(10) 5_437 ?
C3 H3A 0.9300 . ?
C4 C5 1.400(10) . ?
C4 H4A 0.9300 . ?
C5 C4 1.400(10) 5_437 ?
C5 C6 1.487(18) . ?
C6 O3 1.259(10) 5_437 ?
C7 N1 1.32(3) . ?
C7 C7 1.95(5) 17_436 ?
C7 H7A 0.9300 . ?
C8 C9 1.19(5) . ?
C8 N1 1.53(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.34(3) . ?
C10 N1 1.52(4) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C10 1.34(3) 4_647 ?
C11 H11A 0.9337 . ?
C11 H11B 0.9449 . ?
C11 H11C 0.9971 . ?

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
O4 Fe1 O2 94.82(19) . 17_436 ?
O4 Fe1 O2 94.83(19) . . ?
O2 Fe1 O2 170.3(4) 17_436 . ?
O4 Fe1 O1 97.60(19) . 3_755 ?
O2 Fe1 O1 87.5(3) 17_436 3_755 ?
O2 Fe1 O1 91.2(3) . 3_755 ?
O4 Fe1 O1 97.60(19) . 16_636 ?
O2 Fe1 O1 91.2(3) 17_436 16_636 ?
O2 Fe1 O1 87.5(3) . 16_636 ?
O1 Fe1 O1 164.8(4) 3_755 16_636 ?
O4 Fe1 O5 180.0 . . ?
O2 Fe1 O5 85.18(19) 17_436 . ?
O2 Fe1 O5 85.17(19) . . ?
O1 Fe1 O5 82.40(18) 3_755 . ?
O1 Fe1 O5 82.40(18) 16_636 . ?
O3 Fe2 O3 104.0(3) . 3_645 ?
O3 Fe2 O3 92.9(5) . 4_647 ?
O3 Fe2 O3 160.3(4) 3_645 4_647 ?
O3 Fe2 O3 160.3(4) . 6_557 ?
O3 Fe2 O3 61.5(4) 3_645 6_557 ?
O3 Fe2 O3 104.0(3) 4_647 6_557 ?
O3 Fe2 O3 61.5(4) . 5_437 ?
O3 Fe2 O3 92.9(5) 3_645 5_437 ?
O3 Fe2 O3 104.0(3) 4_647 5_437 ?
O3 Fe2 O3 104.0(3) 6_557 5_437 ?
O3 Fe2 O3 104.0(3) . 2_435 ?
O3 Fe2 O3 104.0(3) 3_645 2_435 ?
O3 Fe2 O3 61.5(4) 4_647 2_435 ?
O3 Fe2 O3 92.9(5) 6_557 2_435 ?
O3 Fe2 O3 160.3(4) 5_437 2_435 ?
O3 Fe2 C6 133.5(3) . 3_645 ?
O3 Fe2 C6 30.7(2) 3_645 3_645 ?
O3 Fe2 C6 133.5(3) 4_647 3_645 ?
O3 Fe2 C6 30.7(2) 6_557 3_645 ?
O3 Fe2 C6 99.8(2) 5_437 3_645 ?
O3 Fe2 C6 99.8(2) 2_435 3_645 ?
O3 Fe2 C6 99.8(2) . 2_435 ?
O3 Fe2 C6 133.5(3) 3_645 2_435 ?
O3 Fe2 C6 30.7(2) 4_647 2_435 ?
O3 Fe2 C6 99.8(2) 6_557 2_435 ?
O3 Fe2 C6 133.5(3) 5_437 2_435 ?
O3 Fe2 C6 30.7(2) 2_435 2_435 ?
C6 Fe2 C6 120.000(1) 3_645 2_435 ?
O3 Fe2 C6 30.7(2) . . ?
O3 Fe2 C6 99.8(2) 3_645 . ?
O3 Fe2 C6 99.8(2) 4_647 . ?
O3 Fe2 C6 133.5(3) 6_557 . ?
O3 Fe2 C6 30.7(2) 5_437 . ?
O3 Fe2 C6 133.5(3) 2_435 . ?
C6 Fe2 C6 120.000(2) 3_645 . ?
C6 Fe2 C6 120.000(3) 2_435 . ?
C1 O1 Fe1 124.4(5) . 2_535 ?
C1 O2 Fe1 136.7(6) . . ?
C6 O3 Fe2 88.6(7) . . ?
Fe1 O4 Fe1 120.000(2) 2_535 3_755 ?
Fe1 O4 Fe1 119.999(1) 2_535 . ?
Fe1 O4 Fe1 120.001(2) 3_755 . ?
C7 O5 C7 106(2) 17_436 . ?
C7 O5 Fe1 126.9(11) 17_436 . ?
C7 O5 Fe1 127.0(11) . . ?
O2 C1 O1 125.3(8) . . ?
O2 C1 C2 116.6(7) . . ?
O1 C1 C2 118.1(7) . . ?
C3 C2 C4 120.1(8) . . ?
C3 C2 C1 122.5(8) . . ?
C4 C2 C1 117.3(7) . . ?
C2 C3 C2 119.8(11) 5_437 . ?
C2 C3 H3A 120.1 5_437 . ?
C2 C3 H3A 120.1 . . ?
C5 C4 C2 120.6(8) . . ?
C5 C4 H4A 119.7 . . ?
C2 C4 H4A 119.7 . . ?
C4 C5 C4 118.8(11) 5_437 . ?
C4 C5 C6 120.6(5) 5_437 . ?
C4 C5 C6 120.6(5) . . ?
O3 C6 O3 121.3(13) 5_437 . ?
O3 C6 C5 119.4(7) 5_437 . ?
O3 C6 C5 119.4(7) . . ?
O3 C6 Fe2 60.6(7) 5_437 . ?
O3 C6 Fe2 60.6(7) . . ?
C5 C6 Fe2 180.0 . . ?
O5 C7 N1 129(2) . . ?
O5 C7 C7 36.9(11) . 17_436 ?
N1 C7 C7 99.6(16) . 17_436 ?
O5 C7 H7A 115.4 . . ?
N1 C7 H7A 115.5 . . ?
C7 C7 H7A 137.4 17_436 . ?
C9 C8 N1 128(5) . . ?
C9 C8 H8A 105.3 . . ?
N1 C8 H8A 105.3 . . ?
C9 C8 H8B 105.3 . . ?
N1 C8 H8B 105.3 . . ?
H8A C8 H8B 106.0 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.4 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 N1 109(3) . . ?
C11 C10 H10A 109.8 . . ?
N1 C10 H10A 109.8 . . ?
C11 C10 H10B 109.8 . . ?
N1 C10 H10B 109.8 . . ?
H10A C10 H10B 108.3 . . ?
C10 C11 C10 152(4) . 4_647 ?
C10 C11 H11A 111.4 . . ?
C10 C11 H11A 40.8 4_647 . ?
C10 C11 H11B 108.5 . . ?
C10 C11 H11B 89.6 4_647 . ?
H11A C11 H11B 113.1 . . ?
C10 C11 H11C 107.4 . . ?
C10 C11 H11C 85.9 4_647 . ?
H11A C11 H11C 108.5 . . ?
H11B C11 H11C 107.6 . . ?
C7 N1 C10 117(2) . . ?
C7 N1 C8 121(2) . . ?
C10 N1 C8 122(2) . . ?

_refine_diff_density_max         0.573
_refine_diff_density_min         -0.502
_refine_diff_density_rms         0.119

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

data_L1
_database_code_depnum_ccdc_archive 'CCDC 1551892'
_audit_update_record             
;
2017-10-10 deposited with the CCDC.
2017-11-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H43 Fe4 N3 O22.50'
_chemical_formula_weight         1173.19

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

_space_group_crystal_system      trigonal
_space_group_IT_number           155
_space_group_name_H-M_alt        'R 3 2 :H'
_space_group_name_Hall           'R 3 2"'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'y+2/3, x+1/3, -z+1/3'
'x-y+2/3, -y+1/3, -z+1/3'
'-x+2/3, -x+y+1/3, -z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'y+1/3, x+2/3, -z+2/3'
'x-y+1/3, -y+2/3, -z+2/3'
'-x+1/3, -x+y+2/3, -z+2/3'

_cell_length_a                   16.343(20)
_cell_length_b                   16.343(20)
_cell_length_c                   18.41(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     4258(13)
_cell_formula_units_Z            3
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3031
_cell_measurement_theta_min      2.363
_cell_measurement_theta_max      24.807

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_F_000             1800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.075
_shelx_estimated_absorpt_T_min   0.882
_shelx_estimated_absorpt_T_max   0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.882
_exptl_absorpt_correction_T_max  0.891
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4821
_diffrn_reflns_av_unetI/netI     0.0787
_diffrn_reflns_av_R_equivalents  0.0964
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.815
_diffrn_reflns_theta_max         25.013
_diffrn_reflns_theta_full        25.013
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.894
_diffrn_reflns_point_group_measured_fraction_full 0.894
_reflns_number_total             1505
_reflns_number_gt                1408
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.613
_reflns_Friedel_fraction_max     0.767
_reflns_Friedel_fraction_full    0.767

_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0748P)²+1.8403P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0038(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 487 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(3)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         1505
_refine_ls_number_parameters     138
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0493
_refine_ls_wR_factor_ref         0.1257
_refine_ls_wR_factor_gt          0.1228
_refine_ls_goodness_of_fit_ref   1.101
_refine_ls_restrained_S_all      1.100
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.21535(7) 0.54869(7) -0.8333 0.0215(4) Uani 1 2 d S T P . .
Fe2 Fe -0.3333 0.3333 -0.6667 0.0370(7) Uani 1 6 d S T P . .
O1 O 0.2353(3) 0.7526(4) -0.7477(2) 0.0367(12) Uani 1 1 d . . . . .
O2 O 0.1491(4) 0.5947(3) -0.7620(2) 0.0364(12) Uani 1 1 d . . . . .
O3 O -0.1960(4) 0.4249(4) -0.7157(3) 0.0532(16) Uani 1 1 d . . . . .
O4 O 0.3333 0.6667 -0.8333 0.019(2) Uani 1 6 d S T P . .
O5 O 0.0856(4) 0.4189(4) -0.8333 0.0403(18) Uani 1 2 d S T P . .
C1 C 0.1598(4) 0.6725(5) -0.7394(3) 0.0229(14) Uani 1 1 d . . . . .
C2 C 0.0785(5) 0.6712(5) -0.7015(3) 0.0299(14) Uani 1 1 d . . . . .
C3 C 0.0836(6) 0.7503(6) -0.6667 0.0269(19) Uani 1 2 d S T P . .
H3A H 0.1405 0.8072 -0.6667 0.032 Uiso 1 2 calc R U P . .
C4 C -0.0097(5) 0.5857(5) -0.7022(3) 0.0342(16) Uani 1 1 d . . . . .
H4A H -0.0149 0.5337 -0.7269 0.041 Uiso 1 1 calc R U . . .
C5 C -0.0890(6) 0.5777(6) -0.6667 0.035(2) Uani 1 2 d S T P . .
C6 C -0.1809(7) 0.4858(7) -0.6667 0.041(2) Uani 1 2 d S T P . .
C7 C 0.0075(11) 0.4065(12) -0.8509(8) 0.043(4) Uani 0.5 1 d . . P . .
H7A H -0.0067 0.4519 -0.8349 0.052 Uiso 0.5 1 calc R U P . .
C8 C -0.1530(15) 0.3289(19) -0.9031(14) 0.094(8) Uani 0.5 1 d D . P . .
H8A H -0.1505 0.3844 -0.8816 0.113 Uiso 0.5 1 calc R U P . .
H8B H -0.1592 0.3335 -0.9552 0.113 Uiso 0.5 1 calc R U P . .
C9 C -0.239(2) 0.248(3) -0.8780(14) 0.134(13) Uani 0.5 1 d D . P . .
H9A H -0.2924 0.2546 -0.8910 0.201 Uiso 0.5 1 calc R U P . .
H9B H -0.2459 0.1914 -0.9002 0.201 Uiso 0.5 1 calc R U P . .
H9C H -0.2371 0.2426 -0.8262 0.201 Uiso 0.5 1 calc R U P . .
C10 C -0.0337(14) 0.2750(14) -0.9302(10) 0.060(5) Uani 0.5 1 d . . P . .
H10A H 0.0143 0.2694 -0.9033 0.072 Uiso 0.5 1 calc R U P . .
H10B H -0.0889 0.2124 -0.9337 0.072 Uiso 0.5 1 calc R U P . .
C11 C 0.0000 0.3075(13) -1.0000 0.119(9) Uani 1 2 d S T P . .
H11A H 0.0153 0.2644 -1.0235 0.178 Uiso 0.5 1 calc R U P . .
H11B H -0.0477 0.3117 -1.0275 0.178 Uiso 0.5 1 calc R U P . .
H11C H 0.0556 0.3688 -0.9971 0.178 Uiso 0.5 1 calc R U P . .
N1 N -0.0590(10) 0.3364(11) -0.8900(8) 0.052(3) Uani 0.5 1 d D . P . .
O1W O -0.3333 0.3333 -0.315(10) 0.33(3) Uani 0.25 3 d S TU 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
Fe1 O4 1.928(3) . ?
Fe1 O2 2.069(5) 10_453 ?
Fe1 O2 2.069(5) . ?
Fe1 O1 2.118(5) 2_665 ?
Fe1 O1 2.118(5) 11_563 ?
Fe1 O5 2.121(8) . ?
Fe2 O3 2.175(6) 18_443 ?
Fe2 O3 2.175(6) 16_453 ?
Fe2 O3 2.175(6) 3_455 ?
Fe2 O3 2.175(6) . ?
Fe2 O3 2.175(6) 2_565 ?
Fe2 O3 2.175(6) 17_553 ?
Fe2 C6 2.491(11) 3_455 ?
Fe2 C6 2.491(11) 2_565 ?
Fe2 C6 2.491(11) . ?
O1 C1 1.282(9) . ?
O1 Fe1 2.118(5) 3_565 ?
O2 C1 1.265(8) . ?
O3 C6 1.272(7) . ?
O4 Fe1 1.928(3) 3_565 ?
O4 Fe1 1.928(3) 2_665 ?
O5 C7 1.230(16) 10_453 ?
O5 C7 1.230(16) . ?
C1 C2 1.490(9) . ?
C2 C3 1.407(8) . ?
C2 C4 1.420(10) . ?
C3 C2 1.407(8) 16_453 ?
C3 H3A 0.9300 . ?
C4 C5 1.397(8) . ?
C4 H4A 0.9300 . ?
C5 C4 1.397(8) 16_453 ?
C5 C6 1.503(14) . ?
C6 O3 1.272(7) 16_453 ?
C7 N1 1.33(2) . ?
C7 C7 1.97(3) 10_453 ?
C7 H7A 0.9300 . ?
C8 C9 1.45(2) . ?
C8 N1 1.50(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 C11 1.39(2) . ?
C10 N1 1.46(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C10 1.39(2) 6_553 ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?

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
O4 Fe1 O2 94.60(14) . 10_453 ?
O4 Fe1 O2 94.60(14) . . ?
O2 Fe1 O2 170.8(3) 10_453 . ?
O4 Fe1 O1 97.51(14) . 2_665 ?
O2 Fe1 O1 87.6(2) 10_453 2_665 ?
O2 Fe1 O1 91.2(2) . 2_665 ?
O4 Fe1 O1 97.51(14) . 11_563 ?
O2 Fe1 O1 91.2(2) 10_453 11_563 ?
O2 Fe1 O1 87.6(2) . 11_563 ?
O1 Fe1 O1 165.0(3) 2_665 11_563 ?
O4 Fe1 O5 180.0 . . ?
O2 Fe1 O5 85.40(14) 10_453 . ?
O2 Fe1 O5 85.40(14) . . ?
O1 Fe1 O5 82.49(14) 2_665 . ?
O1 Fe1 O5 82.49(14) 11_563 . ?
O3 Fe2 O3 104.01(19) 18_443 16_453 ?
O3 Fe2 O3 93.1(4) 18_443 3_455 ?
O3 Fe2 O3 160.1(3) 16_453 3_455 ?
O3 Fe2 O3 160.2(3) 18_443 . ?
O3 Fe2 O3 61.4(3) 16_453 . ?
O3 Fe2 O3 104.01(19) 3_455 . ?
O3 Fe2 O3 61.4(3) 18_443 2_565 ?
O3 Fe2 O3 93.1(4) 16_453 2_565 ?
O3 Fe2 O3 104.01(19) 3_455 2_565 ?
O3 Fe2 O3 104.01(19) . 2_565 ?
O3 Fe2 O3 104.01(19) 18_443 17_553 ?
O3 Fe2 O3 104.01(19) 16_453 17_553 ?
O3 Fe2 O3 61.4(3) 3_455 17_553 ?
O3 Fe2 O3 93.1(4) . 17_553 ?
O3 Fe2 O3 160.1(3) 2_565 17_553 ?
O3 Fe2 C6 99.92(16) 18_443 3_455 ?
O3 Fe2 C6 133.44(18) 16_453 3_455 ?
O3 Fe2 C6 30.69(14) 3_455 3_455 ?
O3 Fe2 C6 99.93(16) . 3_455 ?
O3 Fe2 C6 133.44(18) 2_565 3_455 ?
O3 Fe2 C6 30.68(14) 17_553 3_455 ?
O3 Fe2 C6 30.69(14) 18_443 2_565 ?
O3 Fe2 C6 99.93(16) 16_453 2_565 ?
O3 Fe2 C6 99.93(16) 3_455 2_565 ?
O3 Fe2 C6 133.44(18) . 2_565 ?
O3 Fe2 C6 30.69(14) 2_565 2_565 ?
O3 Fe2 C6 133.44(18) 17_553 2_565 ?
C6 Fe2 C6 120.000(3) 3_455 2_565 ?
O3 Fe2 C6 133.44(18) 18_443 . ?
O3 Fe2 C6 30.68(14) 16_453 . ?
O3 Fe2 C6 133.44(18) 3_455 . ?
O3 Fe2 C6 30.69(14) . . ?
O3 Fe2 C6 99.93(16) 2_565 . ?
O3 Fe2 C6 99.93(16) 17_553 . ?
C6 Fe2 C6 120.001(1) 3_455 . ?
C6 Fe2 C6 119.999(1) 2_565 . ?
C1 O1 Fe1 124.4(4) . 3_565 ?
C1 O2 Fe1 137.8(4) . . ?
C6 O3 Fe2 88.5(5) . . ?
Fe1 O4 Fe1 120.0 3_565 . ?
Fe1 O4 Fe1 120.000(1) 3_565 2_665 ?
Fe1 O4 Fe1 119.999(1) . 2_665 ?
C7 O5 C7 106.2(17) 10_453 . ?
C7 O5 Fe1 126.9(8) 10_453 . ?
C7 O5 Fe1 126.9(8) . . ?
O2 C1 O1 124.4(6) . . ?
O2 C1 C2 117.7(6) . . ?
O1 C1 C2 117.8(6) . . ?
C3 C2 C4 118.2(6) . . ?
C3 C2 C1 123.9(7) . . ?
C4 C2 C1 118.0(6) . . ?
C2 C3 C2 121.5(9) 16_453 . ?
C2 C3 H3A 119.2 16_453 . ?
C2 C3 H3A 119.2 . . ?
C5 C4 C2 121.7(6) . . ?
C5 C4 H4A 119.1 . . ?
C2 C4 H4A 119.1 . . ?
C4 C5 C4 118.6(9) 16_453 . ?
C4 C5 C6 120.7(4) 16_453 . ?
C4 C5 C6 120.7(4) . . ?
O3 C6 O3 121.6(10) 16_453 . ?
O3 C6 C5 119.2(5) 16_453 . ?
O3 C6 C5 119.2(5) . . ?
O3 C6 Fe2 60.8(5) 16_453 . ?
O3 C6 Fe2 60.8(5) . . ?
C5 C6 Fe2 180.0 . . ?
O5 C7 N1 128.2(15) . . ?
O5 C7 C7 36.9(8) . 10_453 ?
N1 C7 C7 98.2(11) . 10_453 ?
O5 C7 H7A 115.9 . . ?
N1 C7 H7A 115.9 . . ?
C7 C7 H7A 138.8 10_453 . ?
C9 C8 N1 121(2) . . ?
C9 C8 H8A 107.1 . . ?
N1 C8 H8A 107.1 . . ?
C9 C8 H8B 107.1 . . ?
N1 C8 H8B 107.1 . . ?
H8A C8 H8B 106.8 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 N1 113.4(17) . . ?
C11 C10 H10A 108.9 . . ?
N1 C10 H10A 108.9 . . ?
C11 C10 H10B 108.9 . . ?
N1 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
C10 C11 C10 159(2) . 6_553 ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11A 49.4 6_553 . ?
C10 C11 H11B 109.5 . . ?
C10 C11 H11B 80.9 6_553 . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
C10 C11 H11C 82.9 6_553 . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 N1 C10 118.4(15) . . ?
C7 N1 C8 121.3(16) . . ?
C10 N1 C8 119.5(16) . . ?

_refine_diff_density_max         0.974
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.100

