# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_lb_2598
_database_code_depnum_ccdc_archive 'CCDC 1060677'
_audit_update_record             
;
2015-04-20 deposited with the CCDC.
2015-08-12 downloaded from the CCDC.
;

_audit_creation_date             2015-01-02T19:03:12-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#----------------------------------------------------------------------------#
#                   CHEMICAL INFORMATION                                     #
#----------------------------------------------------------------------------#

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C23 H32 Fe N4 O5, C H Cl3'
_chemical_formula_sum            'C24 H33 Cl3 Fe N4 O5'
_chemical_formula_weight         619.74
_chemical_melting_point          414-416

#----------------------------------------------------------------------------#
#                   UNIT CELL INFORMATION                                    #
#----------------------------------------------------------------------------#

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_Int_Tables_number      19

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                   8.9475(4)
_cell_length_b                   16.3934(11)
_cell_length_c                   20.8167(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3053.4(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    2371
_cell_measurement_theta_min      4.51
_cell_measurement_theta_max      24.8

#----------------------------------------------------------------------------#
#                   CRYSTAL INFORMATION                                      #
#----------------------------------------------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.79
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.14
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             1288

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.794
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
        (compiled Feb  1 2013,16:14:44)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.59401
_exptl_absorpt_correction_T_max  1.00000

#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean 16.3426
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0583
_diffrn_reflns_number            12638
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         4.37
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_reflns_number_total             6637
_reflns_number_gt                4443
_reflns_threshold_expression     'I > 2σ(I)'

#----------------------------------------------------------------------------#
#                   COMPUTER PROGRAMS USED                                   #
#----------------------------------------------------------------------------#

_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2013)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2013)'
_computing_structure_solution    'SIR-2004 (Burla et al., 2005)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'WinGX (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

#----------------------------------------------------------------------------#
#                   REFINEMENT INFORMATION                                   #
#----------------------------------------------------------------------------#

_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)+(0.1051P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6637
_refine_ls_number_parameters     356
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0630
_refine_ls_wR_factor_ref         0.1803
_refine_ls_wR_factor_gt          0.1550
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.981
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Flack x determined using 1482 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.010(12)
_chemical_absolute_configuration rmad
_refine_diff_density_max         0.680
_refine_diff_density_min         -0.690
_refine_diff_density_rms         0.074

#----------------------------------------------------------------------------#
#                   ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS         #
#----------------------------------------------------------------------------#

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 0 '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 0.006 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 1.02818(9) 0.51276(5) 0.46453(5) 0.0551(3) Uani 1 d . .
N1 N 0.7199(5) 0.5734(3) 0.4157(3) 0.0454(11) Uani 1 d . .
H1N H 0.649(5) 0.539(3) 0.410(3) 0.055(18) Uiso 1 d . .
N2 N 0.4730(6) 0.6779(3) 0.5194(2) 0.0515(12) Uani 1 d . .
H2N H 0.408(5) 0.716(3) 0.522(3) 0.059(19) Uiso 1 d . .
N3 N 0.7779(5) 0.4420(3) 0.5491(3) 0.0496(13) Uani 1 d . .
H3N H 0.720(6) 0.482(3) 0.558(3) 0.063(19) Uiso 1 d . .
N4 N 0.4823(7) 0.3263(3) 0.4825(3) 0.0628(15) Uani 1 d . .
H4N H 0.437(7) 0.281(2) 0.490(4) 0.08(2) Uiso 1 d . .
O1 O 0.7579(5) 0.6959(3) 0.4624(3) 0.0707(14) Uani 1 d . .
O2 O 0.5871(6) 0.5747(3) 0.5708(2) 0.0677(13) Uani 1 d . .
O3 O 0.4743(7) 0.6779(3) 0.6246(2) 0.0796(15) Uani 1 d . .
O4 O 0.7954(6) 0.3141(2) 0.5088(3) 0.0801(17) Uani 1 d . .
O5 O 0.5441(7) 0.4278(3) 0.4164(3) 0.0863(17) Uani 1 d . .
C1 C 0.8698(7) 0.5510(4) 0.4013(3) 0.0521(15) Uani 1 d . .
C2 C 0.9981(7) 0.6022(4) 0.3966(4) 0.0664(18) Uani 1 d . .
H2 H 1.0015 0.6582 0.4036 0.08 Uiso 1 calc . .
C3 C 1.1186(9) 0.5514(6) 0.3794(5) 0.084(3) Uani 1 d . .
H3 H 1.2163 0.5689 0.3728 0.101 Uiso 1 calc . .
C4 C 1.0696(9) 0.4703(6) 0.3736(4) 0.081(2) Uani 1 d . .
H4 H 1.1282 0.4253 0.3634 0.097 Uiso 1 calc . .
C5 C 0.9095(7) 0.4701(4) 0.3867(4) 0.0597(18) Uani 1 d . .
H5 H 0.846 0.4252 0.3855 0.072 Uiso 1 calc . .
C6 C 0.9276(6) 0.4683(4) 0.5449(4) 0.0529(15) Uani 1 d . .
C7 C 0.9682(8) 0.5513(4) 0.5544(3) 0.0586(16) Uani 1 d . .
H7 H 0.9031 0.5939 0.5638 0.07 Uiso 1 calc . .
C8 C 1.1252(8) 0.5578(5) 0.5470(4) 0.073(2) Uani 1 d . .
H8 H 1.1813 0.6054 0.5506 0.087 Uiso 1 calc . .
C9 C 1.1806(7) 0.4795(6) 0.5334(5) 0.084(2) Uani 1 d . .
H9 H 1.2805 0.4668 0.5263 0.101 Uiso 1 calc . .
C10 C 1.0607(7) 0.4230(5) 0.5320(4) 0.0701(19) Uani 1 d . .
H10 H 1.0674 0.3673 0.5242 0.084 Uiso 1 calc . .
C11 C 0.6758(6) 0.6408(3) 0.4459(3) 0.0455(14) Uani 1 d . .
C12 C 0.5054(6) 0.6472(3) 0.4560(3) 0.0493(14) Uani 1 d . .
H12 H 0.4605 0.593 0.4511 0.059 Uiso 1 calc . .
C13 C 0.4403(9) 0.7043(4) 0.4060(4) 0.074(2) Uani 1 d . .
H13A H 0.3367 0.7139 0.4153 0.11 Uiso 1 calc . .
H13B H 0.4495 0.6801 0.3642 0.11 Uiso 1 calc . .
H13C H 0.4936 0.7552 0.4068 0.11 Uiso 1 calc . .
C14 C 0.5174(8) 0.6385(3) 0.5714(3) 0.0508(14) Uani 1 d . .
C15 C 0.5031(11) 0.6442(5) 0.6897(4) 0.081(2) Uani 1 d . .
C16 C 0.6670(15) 0.6426(9) 0.7023(6) 0.138(5) Uani 1 d . .
H16A H 0.7104 0.5959 0.6817 0.207 Uiso 1 calc . .
H16B H 0.6843 0.6396 0.7478 0.207 Uiso 1 calc . .
H16C H 0.7119 0.6914 0.6856 0.207 Uiso 1 calc . .
C17 C 0.4281(18) 0.5621(7) 0.6959(5) 0.134(5) Uani 1 d . .
H17A H 0.3216 0.5692 0.6964 0.201 Uiso 1 calc . .
H17B H 0.4594 0.5364 0.7351 0.201 Uiso 1 calc . .
H17C H 0.4556 0.5283 0.6601 0.201 Uiso 1 calc . .
C18 C 0.4265(19) 0.7060(8) 0.7325(5) 0.152(6) Uani 1 d . .
H18A H 0.4802 0.7567 0.731 0.227 Uiso 1 calc . .
H18B H 0.4246 0.6861 0.7758 0.227 Uiso 1 calc . .
H18C H 0.326 0.7145 0.7177 0.227 Uiso 1 calc . .
C19 C 0.7198(7) 0.3711(3) 0.5299(4) 0.0523(15) Uani 1 d . .
C20 C 0.5517(6) 0.3637(4) 0.5377(4) 0.0581(15) Uani 1 d . .
H20 H 0.5098 0.4185 0.5431 0.07 Uiso 1 calc . .
C21 C 0.5156(11) 0.3135(6) 0.5977(5) 0.092(3) Uani 1 d . .
H21A H 0.4104 0.3018 0.5989 0.138 Uiso 1 calc . .
H21B H 0.5429 0.3438 0.6354 0.138 Uiso 1 calc . .
H21C H 0.5707 0.2632 0.5966 0.138 Uiso 1 calc . .
C22 C 0.4874(8) 0.3597(4) 0.4254(4) 0.0659(18) Uani 1 d . .
C23 C 0.4196(11) 0.3140(5) 0.3714(5) 0.096(3) Uani 1 d . .
H23A H 0.3794 0.3518 0.3406 0.144 Uiso 1 calc . .
H23B H 0.341 0.2797 0.3873 0.144 Uiso 1 calc . .
H23C H 0.4946 0.281 0.3511 0.144 Uiso 1 calc . .
C24 C 1.0080(15) 0.4315(6) 0.7129(5) 0.111(3) Uani 1 d . .
H24 H 1.0064 0.4592 0.6712 0.133 Uiso 1 calc . .
Cl1 Cl 1.0191(5) 0.5049(2) 0.7741(2) 0.1505(13) Uani 1 d . .
Cl2 Cl 1.1619(5) 0.3699(3) 0.7166(2) 0.1527(14) Uani 1 d . .
Cl3 Cl 0.8428(5) 0.3796(3) 0.7231(3) 0.1701(17) Uani 1 d . .


#----------------------------------------------------------------------------#
#                   MOLECULAR GEOMETRY                                       #
#----------------------------------------------------------------------------#

_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 C1 2.033(7) . ?
Fe1 C6 2.035(7) . ?
Fe1 C3 2.048(9) . ?
Fe1 C7 2.046(7) . ?
Fe1 C9 2.052(8) . ?
Fe1 C4 2.050(8) . ?
Fe1 C10 2.054(8) . ?
Fe1 C2 2.054(7) . ?
Fe1 C5 2.060(7) . ?
Fe1 C8 2.061(8) . ?
N1 C11 1.332(7) . ?
N1 C1 1.424(8) . ?
N1 H1N 0.86(5) . ?
N2 C14 1.322(8) . ?
N2 C12 1.442(8) . ?
N2 H2N 0.86(5) . ?
N3 C19 1.334(8) . ?
N3 C6 1.410(8) . ?
N3 H3N 0.86(5) . ?
N4 C22 1.309(10) . ?
N4 C20 1.443(9) . ?
N4 H4N 0.859(14) . ?
O1 C11 1.213(7) . ?
O2 C14 1.216(7) . ?
O3 C14 1.340(7) . ?
O3 C15 1.485(9) . ?
O4 C19 1.236(7) . ?
O5 C22 1.240(8) . ?
C1 C5 1.407(9) . ?
C1 C2 1.425(9) . ?
C2 C3 1.409(11) . ?
C2 H2 0.93 . ?
C3 C4 1.404(13) . ?
C3 H3 0.93 . ?
C4 C5 1.458(11) . ?
C4 H4 0.93 . ?
C5 H5 0.93 . ?
C6 C7 1.421(9) . ?
C6 C10 1.429(9) . ?
C7 C8 1.417(10) . ?
C7 H7 0.93 . ?
C8 C9 1.405(11) . ?
C8 H8 0.93 . ?
C9 C10 1.418(10) . ?
C9 H9 0.93 . ?
C10 H10 0.93 . ?
C11 C12 1.542(8) . ?
C12 C13 1.517(9) . ?
C12 H12 0.98 . ?
C13 H13A 0.96 . ?
C13 H13B 0.96 . ?
C13 H13C 0.96 . ?
C15 C16 1.490(16) . ?
C15 C17 1.510(13) . ?
C15 C18 1.514(13) . ?
C16 H16A 0.96 . ?
C16 H16B 0.96 . ?
C16 H16C 0.96 . ?
C17 H17A 0.96 . ?
C17 H17B 0.96 . ?
C17 H17C 0.96 . ?
C18 H18A 0.96 . ?
C18 H18B 0.96 . ?
C18 H18C 0.96 . ?
C19 C20 1.518(8) . ?
C20 C21 1.532(11) . ?
C20 H20 0.98 . ?
C21 H21A 0.96 . ?
C21 H21B 0.96 . ?
C21 H21C 0.96 . ?
C22 C23 1.482(11) . ?
C23 H23A 0.96 . ?
C23 H23B 0.96 . ?
C23 H23C 0.96 . ?
C24 Cl2 1.709(13) . ?
C24 Cl3 1.719(13) . ?
C24 Cl1 1.756(10) . ?
C24 H24 0.98 . ?

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
C1 Fe1 C6 109.6(2) . . ?
C1 Fe1 C3 67.6(3) . . ?
C6 Fe1 C3 175.4(4) . . ?
C1 Fe1 C7 108.3(3) . . ?
C6 Fe1 C7 40.8(3) . . ?
C3 Fe1 C7 143.1(4) . . ?
C1 Fe1 C9 175.8(3) . . ?
C6 Fe1 C9 68.0(3) . . ?
C3 Fe1 C9 115.1(4) . . ?
C7 Fe1 C9 67.5(3) . . ?
C1 Fe1 C4 68.4(3) . . ?
C6 Fe1 C4 135.9(4) . . ?
C3 Fe1 C4 40.1(4) . . ?
C7 Fe1 C4 175.0(3) . . ?
C9 Fe1 C4 115.8(4) . . ?
C1 Fe1 C10 139.7(3) . . ?
C6 Fe1 C10 40.9(3) . . ?
C3 Fe1 C10 139.2(3) . . ?
C7 Fe1 C10 68.5(3) . . ?
C9 Fe1 C10 40.4(3) . . ?
C4 Fe1 C10 111.2(4) . . ?
C1 Fe1 C2 40.8(3) . . ?
C6 Fe1 C2 139.8(3) . . ?
C3 Fe1 C2 40.2(3) . . ?
C7 Fe1 C2 112.0(3) . . ?
C9 Fe1 C2 139.2(3) . . ?
C4 Fe1 C2 68.3(3) . . ?
C10 Fe1 C2 179.3(3) . . ?
C1 Fe1 C5 40.2(3) . . ?
C6 Fe1 C5 107.3(3) . . ?
C3 Fe1 C5 68.2(4) . . ?
C7 Fe1 C5 133.6(3) . . ?
C9 Fe1 C5 143.3(3) . . ?
C4 Fe1 C5 41.5(3) . . ?
C10 Fe1 C5 111.6(3) . . ?
C2 Fe1 C5 68.5(3) . . ?
C1 Fe1 C8 136.3(3) . . ?
C6 Fe1 C8 68.2(3) . . ?
C3 Fe1 C8 116.3(3) . . ?
C7 Fe1 C8 40.4(3) . . ?
C9 Fe1 C8 40.0(3) . . ?
C4 Fe1 C8 144.6(3) . . ?
C10 Fe1 C8 68.1(3) . . ?
C2 Fe1 C8 111.9(3) . . ?
C5 Fe1 C8 173.9(3) . . ?
C11 N1 C1 126.4(5) . . ?
C11 N1 H1N 113(4) . . ?
C1 N1 H1N 120(4) . . ?
C14 N2 C12 121.2(4) . . ?
C14 N2 H2N 120(5) . . ?
C12 N2 H2N 117(5) . . ?
C19 N3 C6 128.2(5) . . ?
C19 N3 H3N 120(4) . . ?
C6 N3 H3N 111(4) . . ?
C22 N4 C20 121.9(5) . . ?
C22 N4 H4N 122(6) . . ?
C20 N4 H4N 116(6) . . ?
C14 O3 C15 121.6(5) . . ?
C5 C1 N1 121.8(6) . . ?
C5 C1 C2 109.7(6) . . ?
N1 C1 C2 128.4(6) . . ?
C5 C1 Fe1 70.9(4) . . ?
N1 C1 Fe1 126.8(5) . . ?
C2 C1 Fe1 70.4(4) . . ?
C3 C2 C1 106.6(6) . . ?
C3 C2 Fe1 69.7(5) . . ?
C1 C2 Fe1 68.8(4) . . ?
C3 C2 H2 126.7 . . ?
C1 C2 H2 126.7 . . ?
Fe1 C2 H2 126.3 . . ?
C4 C3 C2 110.0(7) . . ?
C4 C3 Fe1 70.0(5) . . ?
C2 C3 Fe1 70.1(5) . . ?
C4 C3 H3 125 . . ?
C2 C3 H3 125 . . ?
Fe1 C3 H3 126.4 . . ?
C3 C4 C5 107.1(7) . . ?
C3 C4 Fe1 69.9(5) . . ?
C5 C4 Fe1 69.6(4) . . ?
C3 C4 H4 126.4 . . ?
C5 C4 H4 126.4 . . ?
Fe1 C4 H4 125.6 . . ?
C1 C5 C4 106.6(7) . . ?
C1 C5 Fe1 68.9(4) . . ?
C4 C5 Fe1 68.9(4) . . ?
C1 C5 H5 126.7 . . ?
C4 C5 H5 126.7 . . ?
Fe1 C5 H5 127.1 . . ?
N3 C6 C7 121.8(5) . . ?
N3 C6 C10 130.1(6) . . ?
C7 C6 C10 108.1(6) . . ?
N3 C6 Fe1 125.5(5) . . ?
C7 C6 Fe1 70.0(4) . . ?
C10 C6 Fe1 70.3(5) . . ?
C8 C7 C6 108.1(7) . . ?
C8 C7 Fe1 70.4(5) . . ?
C6 C7 Fe1 69.2(4) . . ?
C8 C7 H7 125.9 . . ?
C6 C7 H7 125.9 . . ?
Fe1 C7 H7 126 . . ?
C9 C8 C7 107.6(7) . . ?
C9 C8 Fe1 69.7(5) . . ?
C7 C8 Fe1 69.2(4) . . ?
C9 C8 H8 126.2 . . ?
C7 C8 H8 126.2 . . ?
Fe1 C8 H8 126.5 . . ?
C8 C9 C10 109.5(6) . . ?
C8 C9 Fe1 70.4(5) . . ?
C10 C9 Fe1 69.9(4) . . ?
C8 C9 H9 125.2 . . ?
C10 C9 H9 125.2 . . ?
Fe1 C9 H9 126.1 . . ?
C9 C10 C6 106.7(6) . . ?
C9 C10 Fe1 69.7(5) . . ?
C6 C10 Fe1 68.8(4) . . ?
C9 C10 H10 126.7 . . ?
C6 C10 H10 126.7 . . ?
Fe1 C10 H10 126.4 . . ?
O1 C11 N1 124.9(5) . . ?
O1 C11 C12 120.7(5) . . ?
N1 C11 C12 114.4(5) . . ?
N2 C12 C13 109.6(5) . . ?
N2 C12 C11 110.3(5) . . ?
C13 C12 C11 109.1(6) . . ?
N2 C12 H12 109.3 . . ?
C13 C12 H12 109.3 . . ?
C11 C12 H12 109.3 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O2 C14 N2 124.4(6) . . ?
O2 C14 O3 124.8(6) . . ?
N2 C14 O3 110.8(5) . . ?
C16 C15 O3 109.8(8) . . ?
C16 C15 C17 114.0(10) . . ?
O3 C15 C17 109.4(8) . . ?
C16 C15 C18 110.7(11) . . ?
O3 C15 C18 102.0(7) . . ?
C17 C15 C18 110.2(10) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O4 C19 N3 123.6(6) . . ?
O4 C19 C20 121.4(5) . . ?
N3 C19 C20 115.1(5) . . ?
N4 C20 C19 112.0(6) . . ?
N4 C20 C21 109.3(5) . . ?
C19 C20 C21 109.9(7) . . ?
N4 C20 H20 108.5 . . ?
C19 C20 H20 108.5 . . ?
C21 C20 H20 108.5 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O5 C22 N4 121.9(7) . . ?
O5 C22 C23 120.5(8) . . ?
N4 C22 C23 117.6(6) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Cl2 C24 Cl3 113.2(6) . . ?
Cl2 C24 Cl1 109.1(7) . . ?
Cl3 C24 Cl1 107.4(7) . . ?
Cl2 C24 H24 109 . . ?
Cl3 C24 H24 109 . . ?
Cl1 C24 H24 109 . . ?

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
C11 N1 C1 C5 161.1(7) . . . . ?
C11 N1 C1 C2 -21.4(11) . . . . ?
C11 N1 C1 Fe1 72.0(8) . . . . ?
C5 C1 C2 C3 -0.5(9) . . . . ?
N1 C1 C2 C3 -178.3(7) . . . . ?
Fe1 C1 C2 C3 59.7(6) . . . . ?
C5 C1 C2 Fe1 -60.3(5) . . . . ?
N1 C1 C2 Fe1 122.0(7) . . . . ?
C1 C2 C3 C4 -0.4(10) . . . . ?
Fe1 C2 C3 C4 58.8(7) . . . . ?
C1 C2 C3 Fe1 -59.2(5) . . . . ?
C2 C3 C4 C5 1.1(11) . . . . ?
Fe1 C3 C4 C5 59.9(6) . . . . ?
C2 C3 C4 Fe1 -58.9(7) . . . . ?
N1 C1 C5 C4 179.1(7) . . . . ?
C2 C1 C5 C4 1.2(9) . . . . ?
Fe1 C1 C5 C4 -58.8(6) . . . . ?
N1 C1 C5 Fe1 -122.1(6) . . . . ?
C2 C1 C5 Fe1 59.9(5) . . . . ?
C3 C4 C5 C1 -1.4(10) . . . . ?
Fe1 C4 C5 C1 58.8(5) . . . . ?
C3 C4 C5 Fe1 -60.1(7) . . . . ?
C19 N3 C6 C7 166.2(7) . . . . ?
C19 N3 C6 C10 -14.2(13) . . . . ?
C19 N3 C6 Fe1 79.1(8) . . . . ?
N3 C6 C7 C8 -180.0(7) . . . . ?
C10 C6 C7 C8 0.4(10) . . . . ?
Fe1 C6 C7 C8 -59.9(6) . . . . ?
N3 C6 C7 Fe1 -120.1(7) . . . . ?
C10 C6 C7 Fe1 60.2(6) . . . . ?
C6 C7 C8 C9 -0.2(11) . . . . ?
Fe1 C7 C8 C9 -59.3(7) . . . . ?
C6 C7 C8 Fe1 59.1(5) . . . . ?
C7 C8 C9 C10 -0.1(11) . . . . ?
Fe1 C8 C9 C10 -59.1(7) . . . . ?
C7 C8 C9 Fe1 59.0(6) . . . . ?
C8 C9 C10 C6 0.3(11) . . . . ?
Fe1 C9 C10 C6 -59.1(6) . . . . ?
C8 C9 C10 Fe1 59.4(7) . . . . ?
N3 C6 C10 C9 180.0(8) . . . . ?
C7 C6 C10 C9 -0.4(10) . . . . ?
Fe1 C6 C10 C9 59.7(6) . . . . ?
N3 C6 C10 Fe1 120.3(8) . . . . ?
C7 C6 C10 Fe1 -60.1(5) . . . . ?
C1 N1 C11 O1 4.5(11) . . . . ?
C1 N1 C11 C12 -178.7(6) . . . . ?
C14 N2 C12 C13 179.6(6) . . . . ?
C14 N2 C12 C11 -60.2(7) . . . . ?
O1 C11 C12 N2 -44.7(8) . . . . ?
N1 C11 C12 N2 138.3(5) . . . . ?
O1 C11 C12 C13 75.8(8) . . . . ?
N1 C11 C12 C13 -101.2(6) . . . . ?
C12 N2 C14 O2 -0.1(10) . . . . ?
C12 N2 C14 O3 -179.7(6) . . . . ?
C15 O3 C14 O2 -2.8(11) . . . . ?
C15 O3 C14 N2 176.8(7) . . . . ?
C14 O3 C15 C16 66.2(10) . . . . ?
C14 O3 C15 C17 -59.6(11) . . . . ?
C14 O3 C15 C18 -176.4(9) . . . . ?
C6 N3 C19 O4 5.4(12) . . . . ?
C6 N3 C19 C20 -176.5(7) . . . . ?
C22 N4 C20 C19 -62.5(8) . . . . ?
C22 N4 C20 C21 175.5(7) . . . . ?
O4 C19 C20 N4 -44.5(9) . . . . ?
N3 C19 C20 N4 137.4(6) . . . . ?
O4 C19 C20 C21 77.2(9) . . . . ?
N3 C19 C20 C21 -101.0(7) . . . . ?
C20 N4 C22 O5 -4.5(11) . . . . ?
C20 N4 C22 C23 176.7(7) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform'
