# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_c:
_audit_block_doi                 10.5517/cc14j6pk
_database_code_depnum_ccdc_archive 'CCDC 1058268'
_audit_update_record             
;
2015-04-07 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ' C6 H2 N2, Cl3 Fe H6 O3, 2(Cl)'
_chemical_formula_sum            ' C6 H8 Cl5 Fe N2 O3'
_chemical_formula_weight         389.24

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           orthorhombic
_symmetry_space_group_name_H-M   Pnma

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

_cell_length_a                   12.7268(6)
_cell_length_b                   17.1535(7)
_cell_length_c                   7.0352(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1535.85(12)
_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       cuboid
_exptl_crystal_colour            orange-yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    1.847
_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            5151
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_sigmaI/netI    0.0302
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.13
_diffrn_reflns_theta_max         26.37
_reflns_number_total             1618
_reflns_number_gt                1390
_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)+(0.0798P)²+0.9401P] 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         1618
_refine_ls_number_parameters     115
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1272
_refine_ls_wR_factor_gt          0.1188
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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 0.34795(4) 0.7500 0.94561(8) 0.0268(2) Uani 1 2 d S . .
Cl2 Cl 0.44187(9) 0.7500 0.66186(15) 0.0364(3) Uani 1 2 d S . .
Cl1 Cl 0.34001(7) 0.61470(5) 0.96963(12) 0.0407(3) Uani 1 1 d . . .
Cl3 Cl 0.66220(7) 0.62999(5) 1.02661(14) 0.0452(3) Uani 1 1 d . . .
O3 O 0.2111(2) 0.7500 0.7932(5) 0.0386(7) Uani 1 2 d S . .
O2 O 0.4864(2) 0.7500 1.0962(5) 0.0365(7) Uani 1 2 d S . .
O1 O 0.2639(3) 0.7500 1.1968(5) 0.0422(8) Uani 1 2 d S . .
C6 C 0.5351(8) 0.5013(6) 0.7206(14) 0.061(2) Uani 0.50 1 d P . .
C1 C 0.5717(11) 0.4325(8) 0.6032(15) 0.085(4) Uani 0.50 1 d P . .
C2 C 0.5275(14) 0.5845(5) 0.4369(17) 0.092(5) Uani 0.50 1 d P . .
C3 C 0.4141(8) 0.4362(9) 0.431(2) 0.105(5) Uani 0.50 1 d P . .
C4 C 0.3763(7) 0.5056(7) 0.5436(17) 0.072(3) Uani 0.50 1 d P . .
C5 C 0.5580(18) 0.5145(5) 0.311(2) 0.127(8) Uani 0.50 1 d P . .
N1 N 0.4703(3) 0.55493(15) 0.5981(4) 0.0431(7) Uani 1 1 d . . .
H1 H 0.4470 0.5929 0.6762 0.052 Uiso 1 1 d R . .
H3C H 0.2091 0.7035 0.7197 0.075(14) Uiso 1 1 d R . .
H2C H 0.5259 0.7106 1.0758 0.079(16) Uiso 1 1 d R . .
H1C H 0.2307 0.7026 1.2205 0.12(2) Uiso 1 1 d R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe1 0.0278(4) 0.0256(4) 0.0270(4) 0.000 0.0050(2) 0.000
Cl2 0.0386(6) 0.0400(6) 0.0307(5) 0.000 0.0114(4) 0.000
Cl1 0.0542(6) 0.0252(4) 0.0428(5) -0.0010(3) 0.0134(4) -0.0003(3)
Cl3 0.0514(6) 0.0317(5) 0.0523(6) -0.0030(4) -0.0069(4) 0.0012(3)
O3 0.0281(17) 0.0438(18) 0.0439(18) 0.000 -0.0009(14) 0.000
O2 0.0352(18) 0.0382(17) 0.0360(16) 0.000 -0.0034(14) 0.000
O1 0.058(2) 0.0295(16) 0.0388(17) 0.000 0.0242(16) 0.000
C6 0.066(6) 0.068(6) 0.050(5) -0.016(4) -0.027(5) 0.004(5)
C1 0.098(9) 0.100(9) 0.056(5) -0.023(6) -0.020(6) 0.056(7)
C2 0.172(14) 0.024(4) 0.081(7) -0.005(4) 0.088(9) -0.005(6)
C3 0.044(6) 0.135(12) 0.137(11) -0.094(10) -0.013(6) -0.008(6)
C4 0.038(5) 0.080(7) 0.099(8) -0.036(6) -0.013(5) 0.020(5)
C5 0.26(2) 0.029(4) 0.091(9) 0.009(5) 0.112(13) 0.007(8)
N1 0.065(2) 0.0291(14) 0.0355(14) -0.0082(11) 0.0195(14) 0.0025(13)

_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 O3 2.046(3) . ?
Fe1 O2 2.056(3) . ?
Fe1 O1 2.066(3) . ?
Fe1 Cl2 2.3267(11) . ?
Fe1 Cl1 2.3292(8) 8_575 ?
Fe1 Cl1 2.3292(8) . ?
C6 C5 1.24(2) 5_666 ?
C6 N1 1.507(10) . ?
C6 C1 1.513(13) . ?
C6 C3 1.64(2) 5_666 ?
C6 C2 2.008(16) 5_666 ?
C1 C2 1.326(19) 5_666 ?
C1 N1 1.529(10) 5_666 ?
C1 C4 1.622(19) 5_666 ?
C1 C5 1.98(2) 5_666 ?
C2 C3 1.245(19) 5_666 ?
C2 C1 1.326(19) 5_666 ?
C2 N1 1.440(9) . ?
C2 C5 1.543(12) . ?
C2 C4 1.977(17) 5_666 ?
C2 C6 2.008(16) 5_666 ?
C3 C2 1.245(19) 5_666 ?
C3 N1 1.493(11) 5_666 ?
C3 C4 1.510(14) . ?
C3 C6 1.64(2) 5_666 ?
C3 C5 2.039(19) 5_666 ?
C4 C5 1.37(2) 5_666 ?
C4 N1 1.514(11) . ?
C4 C1 1.622(19) 5_666 ?
C4 C2 1.977(17) 5_666 ?
C5 C6 1.24(2) 5_666 ?
C5 C4 1.37(2) 5_666 ?
C5 N1 1.400(9) 5_666 ?
C5 C1 1.98(2) 5_666 ?
C5 C3 2.039(19) 5_666 ?
N1 C5 1.400(9) 5_666 ?
N1 C3 1.493(11) 5_666 ?
N1 C1 1.529(10) 5_666 ?

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 Fe1 O2 179.41(13) . . ?
O3 Fe1 O1 90.42(14) . . ?
O2 Fe1 O1 90.18(14) . . ?
O3 Fe1 Cl2 89.30(10) . . ?
O2 Fe1 Cl2 90.11(10) . . ?
O1 Fe1 Cl2 179.72(11) . . ?
O3 Fe1 Cl1 90.06(3) . 8_575 ?
O2 Fe1 Cl1 89.99(3) . 8_575 ?
O1 Fe1 Cl1 85.15(2) . 8_575 ?
Cl2 Fe1 Cl1 94.85(2) . 8_575 ?
O3 Fe1 Cl1 90.06(3) . . ?
O2 Fe1 Cl1 89.99(3) . . ?
O1 Fe1 Cl1 85.15(2) . . ?
Cl2 Fe1 Cl1 94.85(2) . . ?
Cl1 Fe1 Cl1 170.30(5) 8_575 . ?
C5 C6 N1 60.4(7) 5_666 . ?
C5 C6 C1 91.5(9) 5_666 . ?
N1 C6 C1 109.4(7) . . ?
C5 C6 C3 113.9(10) 5_666 5_666 ?
N1 C6 C3 56.4(6) . 5_666 ?
C1 C6 C3 92.0(9) . 5_666 ?
C5 C6 C2 50.2(7) 5_666 5_666 ?
N1 C6 C2 85.1(6) . 5_666 ?
C1 C6 C2 41.3(6) . 5_666 ?
C3 C6 C2 106.1(6) 5_666 5_666 ?
C2 C1 C6 89.8(8) 5_666 . ?
C2 C1 N1 60.1(6) 5_666 5_666 ?
C6 C1 N1 106.8(7) . 5_666 ?
C2 C1 C4 113.4(9) 5_666 5_666 ?
C6 C1 C4 87.9(9) . 5_666 ?
N1 C1 C4 57.4(6) 5_666 5_666 ?
C2 C1 C5 51.2(8) 5_666 5_666 ?
C6 C1 C5 38.6(6) . 5_666 ?
N1 C1 C5 85.9(7) 5_666 5_666 ?
C4 C1 C5 103.6(7) 5_666 5_666 ?
C3 C2 C1 131.6(12) 5_666 5_666 ?
C3 C2 N1 67.1(8) 5_666 . ?
C1 C2 N1 66.9(7) 5_666 . ?
C3 C2 C5 93.4(12) 5_666 . ?
C1 C2 C5 86.8(12) 5_666 . ?
N1 C2 C5 107.8(6) . . ?
C3 C2 C4 49.8(7) 5_666 5_666 ?
C1 C2 C4 115.5(8) 5_666 5_666 ?
N1 C2 C4 89.0(7) . 5_666 ?
C5 C2 C4 43.6(9) . 5_666 ?
C3 C2 C6 116.1(8) 5_666 5_666 ?
C1 C2 C6 48.9(7) 5_666 5_666 ?
N1 C2 C6 88.6(7) . 5_666 ?
C5 C2 C6 38.0(9) . 5_666 ?
C4 C2 C6 73.2(5) 5_666 5_666 ?
C2 C3 N1 62.7(6) 5_666 5_666 ?
C2 C3 C4 91.2(9) 5_666 . ?
N1 C3 C4 107.8(7) 5_666 . ?
C2 C3 C6 116.0(10) 5_666 5_666 ?
N1 C3 C6 57.2(6) 5_666 5_666 ?
C4 C3 C6 87.2(10) . 5_666 ?
C2 C3 C5 49.1(7) 5_666 5_666 ?
N1 C3 C5 84.6(7) 5_666 5_666 ?
C4 C3 C5 42.1(6) . 5_666 ?
C6 C3 C5 103.8(7) 5_666 5_666 ?
C5 C4 C3 90.1(9) 5_666 . ?
C5 C4 N1 57.9(7) 5_666 . ?
C3 C4 N1 108.8(7) . . ?
C5 C4 C1 113.2(10) 5_666 5_666 ?
C3 C4 C1 92.9(10) . 5_666 ?
N1 C4 C1 58.2(6) . 5_666 ?
C5 C4 C2 51.1(7) 5_666 5_666 ?
C3 C4 C2 39.0(6) . 5_666 ?
N1 C4 C2 86.0(6) . 5_666 ?
C1 C4 C2 107.7(7) 5_666 5_666 ?
C6 C5 C4 131.6(11) 5_666 5_666 ?
C6 C5 N1 69.4(8) 5_666 5_666 ?
C4 C5 N1 66.3(8) 5_666 5_666 ?
C6 C5 C2 91.8(13) 5_666 . ?
C4 C5 C2 85.3(12) 5_666 . ?
N1 C5 C2 109.5(7) 5_666 . ?
C6 C5 C1 49.8(9) 5_666 5_666 ?
C4 C5 C1 113.3(8) 5_666 5_666 ?
N1 C5 C1 92.1(9) 5_666 5_666 ?
C2 C5 C1 42.0(8) . 5_666 ?
C6 C5 C3 114.6(9) 5_666 5_666 ?
C4 C5 C3 47.8(7) 5_666 5_666 ?
N1 C5 C3 89.3(8) 5_666 5_666 ?
C2 C5 C3 37.5(8) . 5_666 ?
C1 C5 C3 71.4(5) 5_666 5_666 ?
C5 N1 C2 142.3(6) 5_666 . ?
C5 N1 C3 113.7(11) 5_666 5_666 ?
C2 N1 C3 50.2(8) . 5_666 ?
C5 N1 C6 50.1(9) 5_666 . ?
C2 N1 C6 112.9(9) . . ?
C3 N1 C6 66.4(8) 5_666 . ?
C5 N1 C4 55.8(10) 5_666 . ?
C2 N1 C4 113.4(9) . . ?
C3 N1 C4 143.2(5) 5_666 . ?
C6 N1 C4 103.7(6) . . ?
C5 N1 C1 117.1(11) 5_666 5_666 ?
C2 N1 C1 53.0(8) . 5_666 ?
C3 N1 C1 101.8(8) 5_666 5_666 ?
C6 N1 C1 143.8(5) . 5_666 ?
C4 N1 C1 64.4(8) . 5_666 ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.766
_refine_diff_density_rms         0.189
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
_exptl_crystal_preparation       'phase transition'
####################################################################### 
# 
# 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_e:
_audit_block_doi                 10.5517/cc14j6ql
_database_code_depnum_ccdc_archive 'CCDC 1058269'
_audit_update_record             
;
2015-04-07 deposited with the CCDC.
2015-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H14 N2, Cl3 Fe H6 O3, 2(Cl)'
_chemical_formula_sum            'C6 H20 Cl5 Fe N2 O3'
_chemical_formula_weight         401.34

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           orthorhombic
_symmetry_space_group_name_H-M   P212121

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

_cell_length_a                   6.9337(2)
_cell_length_b                   12.7285(4)
_cell_length_c                   16.9517(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1496.08(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       cuboid
_exptl_crystal_colour            orange-yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             820
_exptl_absorpt_coefficient_mu    1.898
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  0.7027
_exptl_absorpt_correction_T_max  0.8329
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(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            5337
_diffrn_reflns_av_R_equivalents  0.0279
_diffrn_reflns_av_sigmaI/netI    0.0470
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.17
_diffrn_reflns_theta_max         26.36
_reflns_number_total             2885
_reflns_number_gt                2659
_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)+(0.0280P)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   0.37(2)
_refine_ls_number_reflns         2885
_refine_ls_number_parameters     157
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0354
_refine_ls_R_factor_gt           0.0301
_refine_ls_wR_factor_ref         0.0680
_refine_ls_wR_factor_gt          0.0640
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.065
_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 0.70237(6) 0.34321(3) 0.74392(3) 0.00849(12) Uani 1 1 d . . .
Cl2 Cl 0.73863(11) 0.34933(6) 0.60723(4) 0.01192(17) Uani 1 1 d . . .
Cl4 Cl 0.76168(11) 0.65879(6) 0.63908(4) 0.01443(18) Uani 1 1 d . . .
Cl5 Cl 0.71572(11) 0.35466(6) 0.38013(4) 0.01286(17) Uani 1 1 d . . .
Cl3 Cl 0.41557(10) 0.43930(6) 0.74550(5) 0.01271(17) Uani 1 1 d . . .
Cl1 Cl 0.71684(11) 0.32258(6) 0.88031(4) 0.01241(17) Uani 1 1 d . . .
O2 O 0.8561(3) 0.48021(19) 0.75228(17) 0.0128(5) Uani 1 1 d . . .
O1 O 0.95562(18) 0.25862(11) 0.74226(10) 0.0138(5) Uani 1 1 d . . .
H1C H 0.9642 0.2251 0.6989 0.021 Uiso 1 1 d R . .
H1D H 0.9560 0.2151 0.7804 0.021 Uiso 1 1 d R . .
O3 O 0.54590(18) 0.20754(11) 0.73601(11) 0.0119(5) Uani 1 1 d R . .
H3C H 0.4722 0.2089 0.6947 0.018 Uiso 1 1 d R . .
H3D H 0.4738 0.2001 0.7774 0.018 Uiso 1 1 d R . .
N2 N 0.1486(2) 0.52455(15) 0.43857(10) 0.0123(6) Uani 1 1 d R . .
H2 H 0.0693 0.5406 0.3960 0.015 Uiso 1 1 calc R . .
N1 N 0.3594(4) 0.4811(2) 0.55221(17) 0.0123(6) Uani 1 1 d . . .
H1 H 0.4386 0.4648 0.5948 0.015 Uiso 1 1 calc R . .
C1 C 0.3081(5) 0.3812(3) 0.5100(2) 0.0182(8) Uani 1 1 d . . .
H1A H 0.2370 0.3335 0.5458 0.022 Uiso 1 1 calc R . .
H1B H 0.4267 0.3449 0.4921 0.022 Uiso 1 1 calc R . .
C2 C 0.4663(5) 0.5526(3) 0.4978(2) 0.0159(7) Uani 1 1 d . . .
H2B H 0.5856 0.5180 0.4790 0.019 Uiso 1 1 calc R . .
H2A H 0.5027 0.6179 0.5259 0.019 Uiso 1 1 calc R . .
C3 C 0.1810(5) 0.5340(3) 0.58252(19) 0.0174(8) Uani 1 1 d . . .
H3B H 0.2154 0.5997 0.6105 0.021 Uiso 1 1 calc R . .
H3A H 0.1126 0.4873 0.6199 0.021 Uiso 1 1 calc R . .
C4 C 0.1838(7) 0.4094(3) 0.4399(3) 0.0380(11) Uani 1 1 d . . .
H4B H 0.2491 0.3877 0.3906 0.046 Uiso 1 1 calc R . .
H4A H 0.0593 0.3716 0.4433 0.046 Uiso 1 1 calc R . .
C6 C 0.0526(6) 0.5584(4) 0.5122(2) 0.0355(12) Uani 1 1 d . . .
H6A H -0.0721 0.5212 0.5179 0.043 Uiso 1 1 calc R . .
H6B H 0.0263 0.6347 0.5100 0.043 Uiso 1 1 calc R . .
C5 C 0.3364(5) 0.5785(4) 0.4282(2) 0.0302(10) Uani 1 1 d . . .
H5A H 0.3162 0.6554 0.4251 0.036 Uiso 1 1 calc R . .
H5B H 0.3979 0.5551 0.3785 0.036 Uiso 1 1 calc R . .
H2C H 0.830(5) 0.520(3) 0.715(2) 0.017(11) Uiso 1 1 d . . .
H2D H 0.840(6) 0.512(3) 0.790(3) 0.032(14) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Fe1 0.0091(2) 0.0080(2) 0.0084(2) -0.00067(19) -0.00026(19) 0.00037(19)
Cl2 0.0142(4) 0.0128(4) 0.0087(4) -0.0004(3) -0.0002(3) 0.0025(4)
Cl4 0.0165(4) 0.0168(4) 0.0099(4) -0.0023(3) 0.0005(3) 0.0009(4)
Cl5 0.0154(4) 0.0143(4) 0.0089(4) 0.0013(3) 0.0004(3) 0.0013(4)
Cl3 0.0119(3) 0.0136(4) 0.0126(4) 0.0009(3) 0.0007(3) 0.0038(3)
Cl1 0.0133(4) 0.0154(4) 0.0086(4) -0.0007(3) -0.0001(3) 0.0007(4)
O2 0.0153(12) 0.0120(11) 0.0110(14) 0.0001(12) -0.0016(12) -0.0024(10)
O1 0.0180(10) 0.0205(12) 0.0030(12) -0.0001(10) 0.0001(10) 0.0059(10)
O3 0.0131(10) 0.0124(11) 0.0101(13) 0.0014(10) -0.0005(9) -0.0011(10)
N2 0.0100(14) 0.0188(15) 0.0079(14) -0.0005(13) -0.0022(12) 0.0033(12)
N1 0.0110(14) 0.0174(15) 0.0084(15) 0.0031(12) -0.0012(12) 0.0030(12)
C1 0.0241(18) 0.0101(16) 0.020(2) 0.0015(14) 0.0022(16) 0.0023(17)
C2 0.0153(16) 0.0181(18) 0.014(2) 0.0014(16) -0.0028(15) -0.0079(16)
C3 0.0167(17) 0.0226(18) 0.013(2) 0.0011(15) 0.0027(14) 0.0069(17)
C4 0.043(3) 0.0160(19) 0.055(3) -0.009(2) -0.031(2) 0.002(2)
C6 0.028(2) 0.067(3) 0.012(2) 0.002(2) 0.0046(17) 0.027(2)
C5 0.019(2) 0.040(2) 0.031(2) 0.024(2) -0.0075(17) -0.0087(19)

_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 O3 2.0438(14) . ?
Fe1 O2 2.049(2) . ?
Fe1 O1 2.0600(13) . ?
Fe1 Cl1 2.3291(9) . ?
Fe1 Cl2 2.3320(9) . ?
Fe1 Cl3 2.3348(8) . ?
N2 C6 1.479(4) . ?
N2 C5 1.483(4) . ?
N2 C4 1.486(4) . ?
N1 C2 1.493(4) . ?
N1 C3 1.500(4) . ?
N1 C1 1.502(4) . ?
C1 C4 1.511(5) . ?
C2 C5 1.521(5) . ?
C3 C6 1.520(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
O3 Fe1 O2 179.28(8) . . ?
O3 Fe1 O1 90.57(6) . . ?
O2 Fe1 O1 90.13(8) . . ?
O3 Fe1 Cl1 89.59(6) . . ?
O2 Fe1 Cl1 90.28(8) . . ?
O1 Fe1 Cl1 85.29(5) . . ?
O3 Fe1 Cl2 91.16(6) . . ?
O2 Fe1 Cl2 89.09(8) . . ?
O1 Fe1 Cl2 84.95(5) . . ?
Cl1 Fe1 Cl2 170.22(3) . . ?
O3 Fe1 Cl3 89.50(4) . . ?
O2 Fe1 Cl3 89.80(7) . . ?
O1 Fe1 Cl3 179.85(6) . . ?
Cl1 Fe1 Cl3 94.84(3) . . ?
Cl2 Fe1 Cl3 94.92(3) . . ?
C6 N2 C5 111.1(3) . . ?
C6 N2 C4 110.4(3) . . ?
C5 N2 C4 108.3(3) . . ?
C2 N1 C3 110.3(3) . . ?
C2 N1 C1 109.9(3) . . ?
C3 N1 C1 110.4(3) . . ?
N1 C1 C4 108.0(3) . . ?
N1 C2 C5 108.5(3) . . ?
N1 C3 C6 107.8(3) . . ?
N2 C4 C1 109.9(3) . . ?
N2 C6 C3 109.8(3) . . ?
N2 C5 C2 109.1(3) . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        26.36
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.308
_refine_diff_density_min         -0.583
_refine_diff_density_rms         0.081
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
_exptl_crystal_preparation       'phase transition'
