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

#######################################################################
#
#                 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_shelx

_audit_creation_date             2013-11-09T22:52:14-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_sum            'C33 H41 Cl2 Fe N8 O9'
_chemical_formula_weight         820.49
_chemical_compound_source        'synthesis as described'

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
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                   12.1581(2)
_cell_length_b                   23.2662(3)
_cell_length_c                   13.2420(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.4240(10)
_cell_angle_gamma                90
_cell_volume                     3683.98(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    15991
_cell_measurement_theta_min      3.69
_cell_measurement_theta_max      71.42
_cell_measurement_wavelength     1.54178

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

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1708
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_type   none
_shelx_estimated_absorpt_T_min   0.941
_shelx_estimated_absorpt_T_max   0.941

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

_diffrn_source                   'sealed x-ray tube'
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'curved image-plate'
_diffrn_detector_area_resol_mean 10
_diffrn_orient_matrix_ub_11      -0.046773
_diffrn_orient_matrix_ub_12      -0.035618
_diffrn_orient_matrix_ub_13      -0.00612
_diffrn_orient_matrix_ub_21      0.069291
_diffrn_orient_matrix_ub_22      -0.023981
_diffrn_orient_matrix_ub_23      0.015066
_diffrn_orient_matrix_ub_31      -0.002242
_diffrn_orient_matrix_ub_32      0.00191
_diffrn_orient_matrix_ub_33      0.075043
_diffrn_measurement_device       'quarter Χ-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku R-Axis Rapid'
_diffrn_measurement_method       'phi or omega oscillation scans'
_diffrn_reflns_av_R_equivalents  0.045
_diffrn_reflns_number            21288
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.703
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.966
_diffrn_reflns_Laue_measured_fraction_full 0.968
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_point_group_measured_fraction_full 0.968
_diffrn_reflns_point_group_measured_fraction_max 0.966
_reflns_number_total             6520
_reflns_number_gt                2092
_reflns_threshold_expression     'I > 2σ(I)'
_diffrn_reflns_reduction_process 
;
        Scaled and merged with Sortav
        R.H. Blessing, (1987) Cryst. Rev. 1, 3-58
        R.H. Blessing, (1989) J. Appl. Cryst. 22, 396-397
;

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

_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2006)'
_computing_data_reduction        
'CrystalClear (Rigaku/MSC Inc., 2006), SORTAV (Blessing, 1995)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

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

_atom_sites_solution_hydrogens   geom

#----------------------------------------------------------------------------#
#                   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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6520
_refine_ls_number_parameters     480
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.1542
_refine_ls_R_factor_gt           0.0793
_refine_ls_wR_factor_ref         0.263
_refine_ls_wR_factor_gt          0.1904
_refine_ls_goodness_of_fit_ref   0.853
_refine_ls_restrained_S_all      0.853
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.721
_refine_diff_density_min         -0.919
_refine_diff_density_rms         0.085

#----------------------------------------------------------------------------#
#                   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'
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'

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 0.23893(7) 0.11613(4) 0.86569(7) 0.0449(4) Uani 1 d . .
Cl2 Cl -0.22055(12) 0.01167(7) 0.60758(13) 0.0451(5) Uani 1 d . .
Cl1 Cl 0.65763(12) 0.12631(6) 1.11777(13) 0.0438(5) Uani 1 d . .
N8 N 0.3662(4) 0.11484(17) 0.7968(4) 0.0379(12) Uani 1 d . .
O1 O 0.0421(3) 0.19235(17) 0.6240(3) 0.0502(12) Uani 1 d . .
N15 N 0.3065(4) 0.0582(2) 0.9600(4) 0.0427(13) Uani 1 d . .
N12 N 0.1720(3) 0.0631(2) 0.7551(4) 0.0386(12) Uani 1 d . .
N9 N 0.2876(3) 0.18159(19) 0.9552(4) 0.0359(12) Uani 1 d . .
N10 N 0.1701(3) 0.1747(2) 0.7751(4) 0.0372(12) Uani 1 d . .
N11 N 0.1011(3) 0.10115(19) 0.9172(4) 0.0361(12) Uani 1 d . .
C24 C 0.3468(4) 0.0265(2) 1.0231(5) 0.0356(14) Uani 1 d . .
O4 O 0.6272(3) 0.17116(17) 1.1798(4) 0.0661(14) Uani 1 d . .
O3 O 0.7695(3) 0.1073(2) 1.1618(3) 0.0620(14) Uani 1 d . .
N13 N -0.1351(4) 0.19483(17) 0.4705(4) 0.0394(12) Uani 1 d . .
O6 O -0.1753(3) 0.06650(18) 0.6444(3) 0.0612(13) Uani 1 d . .
C2 C 0.3721(5) 0.2335(3) 1.1097(5) 0.0495(17) Uani 1 d . .
H2 H 0.4143 0.2321 1.1775 0.059 Uiso 1 calc . .
O5 O 0.6536(4) 0.14520(19) 1.0131(3) 0.0644(13) Uani 1 d . .
C20 C 0.1008(4) 0.1618(3) 0.6875(5) 0.0426(16) Uani 1 d . .
O7 O -0.2468(3) -0.02063(18) 0.6931(3) 0.0611(13) Uani 1 d . .
C8 C 0.2482(4) 0.2349(2) 0.9139(4) 0.0360(14) Uani 1 d . .
C21 C 0.0925(4) 0.0248(2) 0.7975(5) 0.0418(15) Uani 1 d . .
H21A H 0.0355 0.0096 0.7408 0.05 Uiso 1 calc . .
H21B H 0.1335 -0.0081 0.8338 0.05 Uiso 1 calc . .
C1 C 0.3498(5) 0.1830(3) 1.0511(5) 0.0479(17) Uani 1 d . .
H1 H 0.3801 0.1479 1.0804 0.057 Uiso 1 calc . .
C7 C 0.1850(4) 0.2319(2) 0.8109(5) 0.0369(14) Uani 1 d . .
C10 C 0.0379(5) 0.0578(3) 0.8690(4) 0.0408(15) Uani 1 d . .
C14 C 0.0598(4) 0.1306(2) 0.9946(5) 0.0426(16) Uani 1 d . .
H14 H 0.1023 0.1613 1.0289 0.051 Uiso 1 calc . .
O8 O -0.1398(3) -0.01921(18) 0.5609(4) 0.0683(14) Uani 1 d . .
C3 C 0.3312(5) 0.2851(3) 1.0666(4) 0.0424(15) Uani 1 d . .
H3 H 0.3459 0.3195 1.1054 0.051 Uiso 1 calc . .
O2 O 0.5833(4) 0.07841(18) 1.1185(3) 0.0712(15) Uani 1 d . .
C32 C 0.4973(5) 0.3393(3) 0.8632(5) 0.0506(17) Uani 1 d . .
C16 C 0.4457(4) 0.0651(3) 0.6631(4) 0.0435(15) Uani 1 d . .
H16 H 0.439 0.0363 0.6115 0.052 Uiso 1 calc . .
C18 C 0.5439(5) 0.1449(2) 0.7530(4) 0.0423(15) Uani 1 d . .
H18 H 0.6063 0.1701 0.765 0.051 Uiso 1 calc . .
C9 C 0.2674(4) 0.2878(2) 0.9649(5) 0.0400(15) Uani 1 d . .
O9 O -0.3204(3) 0.0199(2) 0.5331(3) 0.0676(14) Uani 1 d . .
C25 C 0.3947(5) -0.0139(2) 1.1075(4) 0.0475(16) Uani 1 d . .
H25A H 0.4755 -0.0075 1.1265 0.071 Uiso 1 calc . .
H25B H 0.3807 -0.0536 1.0839 0.071 Uiso 1 calc . .
H25C H 0.3594 -0.0071 1.1673 0.071 Uiso 1 calc . .
C17 C 0.5382(4) 0.1024(2) 0.6809(4) 0.0370(14) Uani 1 d . .
H17 H 0.5969 0.0981 0.6429 0.044 Uiso 1 calc . .
C13 C -0.0395(5) 0.1164(2) 1.0222(5) 0.0466(17) Uani 1 d . .
H13 H -0.0645 0.1366 1.0762 0.056 Uiso 1 calc . .
C23 C 0.1040(5) 0.0975(2) 0.6643(4) 0.0371(14) Uani 1 d . .
H23A H 0.1379 0.0917 0.6024 0.045 Uiso 1 calc . .
H23B H 0.0266 0.0824 0.6491 0.045 Uiso 1 calc . .
C26 C -0.1796(5) 0.1409(2) 0.4170(5) 0.0493(16) Uani 1 d . .
H26A H -0.2317 0.1512 0.3532 0.059 Uiso 1 calc . .
H26B H -0.2225 0.1196 0.4616 0.059 Uiso 1 calc . .
N14 N 0.5037(5) 0.2899(3) 0.8701(4) 0.0695(18) Uani 1 d . .
C15 C 0.3639(4) 0.0721(2) 0.7240(4) 0.0367(14) Uani 1 d . .
C19 C 0.4568(5) 0.1511(2) 0.8097(4) 0.0396(14) Uani 1 d . .
H19 H 0.4611 0.1814 0.8584 0.047 Uiso 1 calc . .
C4 C 0.2283(5) 0.3383(2) 0.9130(5) 0.0467(16) Uani 1 d . .
H4 H 0.2408 0.3745 0.9465 0.056 Uiso 1 calc . .
C5 C 0.1718(5) 0.3353(2) 0.8135(5) 0.0423(15) Uani 1 d . .
H5 H 0.1481 0.3699 0.778 0.051 Uiso 1 calc . .
C22 C 0.2654(4) 0.0317(2) 0.7201(4) 0.0383(14) Uani 1 d . .
H22A H 0.2407 0.0176 0.6491 0.046 Uiso 1 calc . .
H22B H 0.2878 -0.0018 0.7652 0.046 Uiso 1 calc . .
C6 C 0.1481(5) 0.2823(2) 0.7627(5) 0.0429(15) Uani 1 d . .
H6 H 0.1063 0.2815 0.6947 0.052 Uiso 1 calc . .
C28 C -0.2240(5) 0.2301(2) 0.5061(5) 0.0511(17) Uani 1 d . .
H28A H -0.1891 0.2651 0.5402 0.061 Uiso 1 calc . .
H28B H -0.2789 0.2424 0.4453 0.061 Uiso 1 calc . .
C12 C -0.1042(4) 0.0723(3) 0.9710(4) 0.0439(15) Uani 1 d . .
H12 H -0.1743 0.0623 0.9882 0.053 Uiso 1 calc . .
C11 C -0.0629(4) 0.0431(2) 0.8937(4) 0.0384(14) Uani 1 d . .
H11 H -0.1052 0.0127 0.8578 0.046 Uiso 1 calc . .
C29 C -0.2843(6) 0.1995(3) 0.5781(5) 0.0555(18) Uani 1 d . .
H29A H -0.3407 0.2251 0.598 0.083 Uiso 1 calc . .
H29B H -0.231 0.188 0.6394 0.083 Uiso 1 calc . .
H29C H -0.3209 0.1653 0.5443 0.083 Uiso 1 calc . .
C30 C -0.0670(5) 0.2314(3) 0.4096(5) 0.0509(17) Uani 1 d . .
H30A H -0.0043 0.2078 0.3942 0.061 Uiso 1 calc . .
H30B H -0.0341 0.2637 0.4537 0.061 Uiso 1 calc . .
C27 C -0.0895(5) 0.1023(2) 0.3904(5) 0.0555(18) Uani 1 d . .
H27A H -0.1238 0.0678 0.3558 0.083 Uiso 1 calc . .
H27B H -0.0384 0.0913 0.4534 0.083 Uiso 1 calc . .
H27C H -0.0478 0.1228 0.3448 0.083 Uiso 1 calc . .
C31 C -0.1276(6) 0.2555(3) 0.3122(5) 0.070(2) Uani 1 d . .
H31A H -0.0761 0.2783 0.2794 0.105 Uiso 1 calc . .
H31B H -0.1886 0.2801 0.3261 0.105 Uiso 1 calc . .
H31C H -0.1586 0.2241 0.2663 0.105 Uiso 1 calc . .
C33 C 0.4936(6) 0.4000(3) 0.8539(6) 0.065(2) Uani 1 d . .
H33A H 0.5037 0.4109 0.7847 0.097 Uiso 1 calc . .
H33B H 0.5536 0.4169 0.9046 0.097 Uiso 1 calc . .
H33C H 0.4211 0.414 0.866 0.097 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   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 N15 1.918(5) . ?
Fe1 N10 1.905(5) . ?
Fe1 N8 1.934(5) . ?
Fe1 N9 1.954(5) . ?
Fe1 N11 1.952(4) . ?
Fe1 N12 1.974(5) . ?
Cl2 O7 1.443(4) . ?
Cl2 O8 1.443(4) . ?
Cl2 O6 1.439(4) . ?
Cl2 O9 1.431(4) . ?
Cl1 O3 1.449(4) . ?
Cl1 O4 1.418(4) . ?
Cl1 O5 1.446(4) . ?
Cl1 O2 1.436(4) . ?
N8 C19 1.374(6) . ?
N8 C15 1.382(6) . ?
O1 C20 1.227(6) . ?
N15 C24 1.154(7) . ?
N12 C22 1.493(6) . ?
N12 C21 1.497(6) . ?
N12 C23 1.553(7) . ?
N9 C1 1.356(7) . ?
N9 C8 1.404(6) . ?
N10 C20 1.339(7) . ?
N10 C7 1.413(6) . ?
N11 C14 1.398(7) . ?
N11 C10 1.355(7) . ?
C24 C25 1.497(7) . ?
N13 C26 1.492(7) . ?
N13 C30 1.517(6) . ?
N13 C28 1.499(6) . ?
C2 C3 1.385(7) . ?
C2 C1 1.406(7) . ?
C2 H2 0.95 . ?
C20 C23 1.530(7) . ?
C8 C9 1.404(7) . ?
C8 C7 1.441(7) . ?
C21 C10 1.468(7) . ?
C21 H21A 0.99 . ?
C21 H21B 0.99 . ?
C1 H1 0.95 . ?
C7 C6 1.372(7) . ?
C10 C11 1.367(7) . ?
C14 C13 1.364(8) . ?
C14 H14 0.95 . ?
C3 C9 1.429(7) . ?
C3 H3 0.95 . ?
C32 N14 1.154(7) . ?
C32 C33 1.417(8) . ?
C16 C15 1.399(7) . ?
C16 C17 1.407(7) . ?
C16 H16 0.95 . ?
C18 C19 1.411(7) . ?
C18 C17 1.367(7) . ?
C18 H18 0.95 . ?
C9 C4 1.399(7) . ?
C25 H25A 0.98 . ?
C25 H25B 0.98 . ?
C25 H25C 0.98 . ?
C17 H17 0.95 . ?
C13 C12 1.394(7) . ?
C13 H13 0.95 . ?
C23 H23A 0.99 . ?
C23 H23B 0.99 . ?
C26 C27 1.506(7) . ?
C26 H26A 0.99 . ?
C26 H26B 0.99 . ?
C15 C22 1.515(7) . ?
C19 H19 0.95 . ?
C4 C5 1.373(8) . ?
C4 H4 0.95 . ?
C5 C6 1.410(7) . ?
C5 H5 0.95 . ?
C22 H22A 0.99 . ?
C22 H22B 0.99 . ?
C6 H6 0.95 . ?
C28 C29 1.485(8) . ?
C28 H28A 0.99 . ?
C28 H28B 0.99 . ?
C12 C11 1.394(7) . ?
C12 H12 0.95 . ?
C11 H11 0.95 . ?
C29 H29A 0.98 . ?
C29 H29B 0.98 . ?
C29 H29C 0.98 . ?
C30 C31 1.476(8) . ?
C30 H30A 0.99 . ?
C30 H30B 0.99 . ?
C27 H27A 0.98 . ?
C27 H27B 0.98 . ?
C27 H27C 0.98 . ?
C31 H31A 0.98 . ?
C31 H31B 0.98 . ?
C31 H31C 0.98 . ?
C33 H33A 0.98 . ?
C33 H33B 0.98 . ?
C33 H33C 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
N15 Fe1 N10 178.37(19) . . ?
N15 Fe1 N8 90.66(19) . . ?
N10 Fe1 N8 90.67(18) . . ?
N15 Fe1 N9 96.1(2) . . ?
N10 Fe1 N9 82.8(2) . . ?
N8 Fe1 N9 96.76(18) . . ?
N15 Fe1 N11 86.58(18) . . ?
N10 Fe1 N11 92.34(18) . . ?
N8 Fe1 N11 166.7(2) . . ?
N9 Fe1 N11 96.45(19) . . ?
N15 Fe1 N12 96.6(2) . . ?
N10 Fe1 N12 84.5(2) . . ?
N8 Fe1 N12 84.13(18) . . ?
N9 Fe1 N12 167.33(19) . . ?
N11 Fe1 N12 83.28(19) . . ?
O7 Cl2 O8 110.0(3) . . ?
O7 Cl2 O6 108.7(3) . . ?
O8 Cl2 O6 109.8(3) . . ?
O7 Cl2 O9 109.3(3) . . ?
O8 Cl2 O9 109.2(3) . . ?
O6 Cl2 O9 109.9(3) . . ?
O3 Cl1 O4 108.4(3) . . ?
O3 Cl1 O5 110.2(3) . . ?
O4 Cl1 O5 111.4(3) . . ?
O3 Cl1 O2 107.9(3) . . ?
O4 Cl1 O2 109.7(3) . . ?
O5 Cl1 O2 109.3(3) . . ?
C19 N8 C15 116.4(5) . . ?
C19 N8 Fe1 128.6(4) . . ?
C15 N8 Fe1 115.0(4) . . ?
C24 N15 Fe1 174.4(5) . . ?
C22 N12 C21 113.9(4) . . ?
C22 N12 C23 109.9(4) . . ?
C21 N12 C23 107.9(4) . . ?
C22 N12 Fe1 107.6(3) . . ?
C21 N12 Fe1 107.5(3) . . ?
C23 N12 Fe1 110.1(3) . . ?
C1 N9 C8 115.9(5) . . ?
C1 N9 Fe1 130.0(4) . . ?
C8 N9 Fe1 114.1(4) . . ?
C20 N10 C7 121.6(5) . . ?
C20 N10 Fe1 121.4(4) . . ?
C7 N10 Fe1 116.6(4) . . ?
C14 N11 C10 117.4(5) . . ?
C14 N11 Fe1 127.8(4) . . ?
C10 N11 Fe1 114.7(4) . . ?
N15 C24 C25 177.3(5) . . ?
C26 N13 C30 113.9(5) . . ?
C26 N13 C28 112.9(4) . . ?
C30 N13 C28 110.7(4) . . ?
C3 C2 C1 118.6(6) . . ?
C3 C2 H2 120.7 . . ?
C1 C2 H2 120.7 . . ?
O1 C20 N10 131.4(6) . . ?
O1 C20 C23 117.5(5) . . ?
N10 C20 C23 111.0(5) . . ?
N9 C8 C9 124.9(5) . . ?
N9 C8 C7 114.3(5) . . ?
C9 C8 C7 120.8(5) . . ?
C10 C21 N12 109.2(4) . . ?
C10 C21 H21A 109.8 . . ?
N12 C21 H21A 109.8 . . ?
C10 C21 H21B 109.8 . . ?
N12 C21 H21B 109.8 . . ?
H21A C21 H21B 108.3 . . ?
N9 C1 C2 123.8(6) . . ?
N9 C1 H1 118.1 . . ?
C2 C1 H1 118.1 . . ?
C6 C7 N10 129.7(6) . . ?
C6 C7 C8 118.2(5) . . ?
N10 C7 C8 112.2(5) . . ?
N11 C10 C11 122.0(5) . . ?
N11 C10 C21 114.1(5) . . ?
C11 C10 C21 123.5(5) . . ?
N11 C14 C13 122.1(6) . . ?
N11 C14 H14 119 . . ?
C13 C14 H14 119 . . ?
C2 C3 C9 121.3(6) . . ?
C2 C3 H3 119.3 . . ?
C9 C3 H3 119.3 . . ?
N14 C32 C33 177.8(7) . . ?
C15 C16 C17 117.5(6) . . ?
C15 C16 H16 121.2 . . ?
C17 C16 H16 121.2 . . ?
C19 C18 C17 119.9(5) . . ?
C19 C18 H18 120.1 . . ?
C17 C18 H18 120.1 . . ?
C8 C9 C3 115.4(5) . . ?
C8 C9 C4 119.2(6) . . ?
C3 C9 C4 125.3(6) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C18 C17 C16 120.1(5) . . ?
C18 C17 H17 120 . . ?
C16 C17 H17 120 . . ?
C12 C13 C14 119.7(6) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C20 C23 N12 112.1(4) . . ?
C20 C23 H23A 109.2 . . ?
N12 C23 H23A 109.2 . . ?
C20 C23 H23B 109.2 . . ?
N12 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
N13 C26 C27 113.3(5) . . ?
N13 C26 H26A 108.9 . . ?
C27 C26 H26A 108.9 . . ?
N13 C26 H26B 108.9 . . ?
C27 C26 H26B 108.9 . . ?
H26A C26 H26B 107.7 . . ?
N8 C15 C16 124.0(5) . . ?
N8 C15 C22 112.7(5) . . ?
C16 C15 C22 123.3(5) . . ?
N8 C19 C18 122.2(5) . . ?
N8 C19 H19 118.9 . . ?
C18 C19 H19 118.9 . . ?
C5 C4 C9 119.6(5) . . ?
C5 C4 H4 120.2 . . ?
C9 C4 H4 120.2 . . ?
C4 C5 C6 121.8(5) . . ?
C4 C5 H5 119.1 . . ?
C6 C5 H5 119.1 . . ?
N12 C22 C15 109.1(4) . . ?
N12 C22 H22A 109.9 . . ?
C15 C22 H22A 109.9 . . ?
N12 C22 H22B 109.9 . . ?
C15 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
C7 C6 C5 120.3(6) . . ?
C7 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C29 C28 N13 114.0(5) . . ?
C29 C28 H28A 108.7 . . ?
N13 C28 H28A 108.7 . . ?
C29 C28 H28B 108.7 . . ?
N13 C28 H28B 108.7 . . ?
H28A C28 H28B 107.6 . . ?
C13 C12 C11 118.0(5) . . ?
C13 C12 H12 121 . . ?
C11 C12 H12 121 . . ?
C12 C11 C10 120.7(5) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N13 C30 C31 116.3(5) . . ?
N13 C30 H30A 108.2 . . ?
C31 C30 H30A 108.2 . . ?
N13 C30 H30B 108.2 . . ?
C31 C30 H30B 108.2 . . ?
H30A C30 H30B 107.4 . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?

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
C7 N10 C20 O1 1.3(9) . . . . ?
Fe1 N10 C20 O1 173.4(5) . . . . ?
C7 N10 C20 C23 177.6(4) . . . . ?
Fe1 N10 C20 C23 -10.4(6) . . . . ?
C1 N9 C8 C9 -0.9(8) . . . . ?
Fe1 N9 C8 C9 177.1(4) . . . . ?
C1 N9 C8 C7 178.4(4) . . . . ?
Fe1 N9 C8 C7 -3.6(6) . . . . ?
C22 N12 C21 C10 154.8(4) . . . . ?
C23 N12 C21 C10 -82.9(5) . . . . ?
Fe1 N12 C21 C10 35.8(5) . . . . ?
C8 N9 C1 C2 2.2(8) . . . . ?
Fe1 N9 C1 C2 -175.3(4) . . . . ?
C3 C2 C1 N9 -1.9(9) . . . . ?
C20 N10 C7 C6 -9.2(8) . . . . ?
Fe1 N10 C7 C6 178.4(5) . . . . ?
C20 N10 C7 C8 170.3(4) . . . . ?
Fe1 N10 C7 C8 -2.1(5) . . . . ?
N9 C8 C7 C6 -176.7(4) . . . . ?
C9 C8 C7 C6 2.6(8) . . . . ?
N9 C8 C7 N10 3.7(6) . . . . ?
C9 C8 C7 N10 -177.0(4) . . . . ?
C14 N11 C10 C11 0.4(8) . . . . ?
Fe1 N11 C10 C11 -177.9(4) . . . . ?
C14 N11 C10 C21 -173.2(5) . . . . ?
Fe1 N11 C10 C21 8.5(6) . . . . ?
N12 C21 C10 N11 -29.5(6) . . . . ?
N12 C21 C10 C11 157.0(5) . . . . ?
C10 N11 C14 C13 0.7(8) . . . . ?
Fe1 N11 C14 C13 178.7(4) . . . . ?
C1 C2 C3 C9 0.1(8) . . . . ?
N9 C8 C9 C3 -0.7(8) . . . . ?
C7 C8 C9 C3 -180.0(4) . . . . ?
N9 C8 C9 C4 176.6(5) . . . . ?
C7 C8 C9 C4 -2.6(8) . . . . ?
C2 C3 C9 C8 1.1(7) . . . . ?
C2 C3 C9 C4 -176.1(5) . . . . ?
C19 C18 C17 C16 0.2(8) . . . . ?
C15 C16 C17 C18 -2.4(8) . . . . ?
N11 C14 C13 C12 -1.5(9) . . . . ?
O1 C20 C23 N12 -174.6(4) . . . . ?
N10 C20 C23 N12 8.6(6) . . . . ?
C22 N12 C23 C20 -122.0(4) . . . . ?
C21 N12 C23 C20 113.3(5) . . . . ?
Fe1 N12 C23 C20 -3.8(5) . . . . ?
C30 N13 C26 C27 58.4(6) . . . . ?
C28 N13 C26 C27 -174.2(5) . . . . ?
C19 N8 C15 C16 -1.6(8) . . . . ?
Fe1 N8 C15 C16 177.5(4) . . . . ?
C19 N8 C15 C22 176.0(5) . . . . ?
Fe1 N8 C15 C22 -4.9(6) . . . . ?
C17 C16 C15 N8 3.1(8) . . . . ?
C17 C16 C15 C22 -174.2(5) . . . . ?
C15 N8 C19 C18 -0.8(8) . . . . ?
Fe1 N8 C19 C18 -179.7(4) . . . . ?
C17 C18 C19 N8 1.5(8) . . . . ?
C8 C9 C4 C5 0.1(8) . . . . ?
C3 C9 C4 C5 177.2(5) . . . . ?
C9 C4 C5 C6 2.4(8) . . . . ?
C21 N12 C22 C15 -155.1(4) . . . . ?
C23 N12 C22 C15 83.7(5) . . . . ?
Fe1 N12 C22 C15 -36.1(5) . . . . ?
N8 C15 C22 N12 27.3(6) . . . . ?
C16 C15 C22 N12 -155.1(5) . . . . ?
N10 C7 C6 C5 179.5(5) . . . . ?
C8 C7 C6 C5 -0.1(8) . . . . ?
C4 C5 C6 C7 -2.4(9) . . . . ?
C26 N13 C28 C29 58.9(7) . . . . ?
C30 N13 C28 C29 -172.1(5) . . . . ?
C14 C13 C12 C11 1.3(8) . . . . ?
C13 C12 C11 C10 -0.3(8) . . . . ?
N11 C10 C11 C12 -0.5(9) . . . . ?
C21 C10 C11 C12 172.4(5) . . . . ?
C26 N13 C30 C31 64.3(7) . . . . ?
C28 N13 C30 C31 -64.2(7) . . . . ?


# END of CIF
_database_code_depnum_ccdc_archive 'CCDC 972520'
