# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_coden_Cambridge         182

loop_
_publ_author_name
'Mogens Brondsted Nielsen'

_publ_contact_author_name        'Mogens Brondsted Nielsen'
_publ_contact_author_address     
;
Department of Chemistry
University of Copenhagen
Copenhagen
DK-2100
DENMARK
;

_publ_contact_author_email       MBN@KIKU.DK

_publ_requested_journal          'Chemical Communications'

_publ_section_title              
;
Perylenediimide - Metal Ion Dyads for Photo-Induced
Electron Transfer
;
_audit_creation_method           'SHELXL-97 plus manual editing'

#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 671368'

_chemical_name_systematic        ?
_chemical_name_common            '[2.CuCl](ClO4)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C21 H24 Cl Cu N4 +, Cl O4 -'
_chemical_formula_sum            'C21 H24 Cl2 Cu N4 O4'
_chemical_formula_weight         530.88

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'

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

_cell_length_a                   8.7106(11)
_cell_length_b                   16.317(2)
_cell_length_c                   16.334(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.208(10)
_cell_angle_gamma                90.00
_cell_volume                     2250.6(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4217
_cell_measurement_theta_min      2.63
_cell_measurement_theta_max      25.94

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.567
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1092
_exptl_absorpt_coefficient_mu    1.244
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'

_exptl_special_details           ?

_diffrn_ambient_temperature      120(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  'Bruker-Nonius X8APEX-II CCD'
_diffrn_measurement_method       'thin-slice \w and \f scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay          ?
_diffrn_reflns_number            23588
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_sigmaI/netI    0.0324
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         26.37
_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 1.000
_reflns_number_total             4594
_reflns_number_gt                3622
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v.1.0-22 (Bruker Nonius, 2004)'
_computing_cell_refinement       'SAINT v.7.06a (Bruker, 2003)'
_computing_data_reduction        'SAINT v.7.06a'
_computing_structure_solution    'SHELXTL v.6.10 (Sheldrick, 2000)'
_computing_structure_refinement  'SHELXTL v.6.10'
_computing_molecular_graphics    'SHELXTL v.6.10'
_computing_publication_material  'SHELXTL v.6.10'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0515P)^2^+7.3089P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0021(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         4594
_refine_ls_number_parameters     310
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0591
_refine_ls_wR_factor_ref         0.1477
_refine_ls_wR_factor_gt          0.1372
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.471
_refine_diff_density_min         -0.908
_refine_diff_density_rms         0.107

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
Cu Cu 0.89668(6) 0.01594(4) 0.35628(3) 0.03686(19) Uani 1 1 d . . .
Cl1 Cl 1.14339(15) -0.03671(8) 0.41075(9) 0.0537(4) Uani 1 1 d . . .
N1 N 0.9681(4) 0.1278(2) 0.3230(2) 0.0342(8) Uani 1 1 d . . .
N2 N 0.8670(4) -0.0052(2) 0.2246(2) 0.0344(8) Uani 1 1 d . . .
N3 N 0.7676(4) -0.0778(2) 0.3784(2) 0.0388(9) Uani 1 1 d . . .
N4 N 0.7359(6) 0.0825(3) 0.3957(3) 0.0646(13) Uani 1 1 d . . .
H4N H 0.7629 0.0816 0.4544 0.077 Uiso 1 1 calc R . .
C1 C 1.0920(5) 0.1686(3) 0.3914(3) 0.0414(11) Uani 1 1 d . . .
H1A H 1.1868 0.1330 0.4051 0.050 Uiso 1 1 calc R . .
H1B H 1.0511 0.1725 0.4427 0.050 Uiso 1 1 calc R . .
C2 C 1.1424(5) 0.2530(3) 0.3709(3) 0.0416(11) Uani 1 1 d . . .
C3 C 1.0781(6) 0.3223(3) 0.3990(3) 0.0486(13) Uani 1 1 d . . .
H3 H 1.0052 0.3163 0.4333 0.058 Uiso 1 1 calc R . .
C4 C 1.1183(6) 0.3994(3) 0.3779(4) 0.0576(15) Uani 1 1 d . . .
H4 H 1.0734 0.4460 0.3979 0.069 Uiso 1 1 calc R . .
C5 C 1.2249(6) 0.4097(4) 0.3272(4) 0.0635(16) Uani 1 1 d . . .
H5 H 1.2505 0.4631 0.3113 0.076 Uiso 1 1 calc R . .
C6 C 1.2930(6) 0.3408(4) 0.3003(4) 0.0595(15) Uani 1 1 d . . .
H6 H 1.3673 0.3470 0.2668 0.071 Uiso 1 1 calc R . .
C7 C 1.2529(6) 0.2640(3) 0.3222(3) 0.0495(13) Uani 1 1 d . . .
H7 H 1.3010 0.2174 0.3041 0.059 Uiso 1 1 calc R . .
C8 C 1.0294(5) 0.1166(3) 0.2468(3) 0.0335(9) Uani 1 1 d . . .
H8A H 1.1413 0.0987 0.2640 0.040 Uiso 1 1 calc R . .
H8B H 1.0257 0.1697 0.2169 0.040 Uiso 1 1 calc R . .
C9 C 0.9337(5) 0.0540(3) 0.1878(3) 0.0320(9) Uani 1 1 d . . .
C10 C 0.9230(5) 0.0547(3) 0.1024(3) 0.0331(9) Uani 1 1 d . . .
H10 H 0.9686 0.0980 0.0775 0.040 Uiso 1 1 calc R . .
C11 C 0.8449(5) -0.0086(3) 0.0534(3) 0.0382(10) Uani 1 1 d . . .
H11 H 0.8365 -0.0095 -0.0057 0.046 Uiso 1 1 calc R . .
C12 C 0.7794(6) -0.0702(3) 0.0908(3) 0.0412(11) Uani 1 1 d . . .
H12 H 0.7265 -0.1148 0.0584 0.049 Uiso 1 1 calc R . .
C13 C 0.7919(5) -0.0660(3) 0.1763(3) 0.0409(11) Uani 1 1 d . . .
H13 H 0.7450 -0.1082 0.2021 0.049 Uiso 1 1 calc R . .
C15 C 0.8101(6) -0.1572(3) 0.3871(3) 0.0396(11) Uani 1 1 d . . .
H15 H 0.9137 -0.1722 0.3835 0.048 Uiso 1 1 calc R . .
C16 C 0.7087(6) -0.2177(3) 0.4010(3) 0.0445(11) Uani 1 1 d . . .
H16 H 0.7418 -0.2733 0.4071 0.053 Uiso 1 1 calc R . .
C17 C 0.5590(7) -0.1959(4) 0.4058(4) 0.0576(14) Uani 1 1 d . . .
H17 H 0.4873 -0.2363 0.4158 0.069 Uiso 1 1 calc R . .
C18 C 0.5134(7) -0.1139(4) 0.3957(4) 0.0610(16) Uani 1 1 d . . .
H18 H 0.4096 -0.0979 0.3980 0.073 Uiso 1 1 calc R . .
C19 C 0.6194(6) -0.0568(3) 0.3826(3) 0.0503(13) Uani 1 1 d . . .
C20 C 0.5928(8) 0.0371(4) 0.3677(5) 0.088(3) Uani 1 1 d . . .
H20A H 0.5487 0.0473 0.3067 0.106 Uiso 1 1 calc R . .
H20B H 0.5145 0.0565 0.3982 0.106 Uiso 1 1 calc R . .
C21 C 0.7303(7) 0.1663(3) 0.3698(3) 0.0518(14) Uani 1 1 d . . .
H21A H 0.7789 0.2015 0.4187 0.062 Uiso 1 1 calc R . .
H21B H 0.6188 0.1836 0.3480 0.062 Uiso 1 1 calc R . .
C22 C 0.8182(5) 0.1759(3) 0.3021(3) 0.0331(9) Uani 1 1 d . . .
H22A H 0.7508 0.1569 0.2475 0.040 Uiso 1 1 calc R . .
H22B H 0.8428 0.2346 0.2963 0.040 Uiso 1 1 calc R . .
Cl2 Cl 0.40603(12) 0.16367(7) 0.12925(7) 0.0384(3) Uani 1 1 d D . .
O1 O 0.4748(4) 0.2180(2) 0.1953(2) 0.0519(9) Uani 1 1 d D A .
O2 O 0.5173(5) 0.1137(3) 0.1042(3) 0.0759(13) Uani 1 1 d D A .
O3A O 0.2719(8) 0.1228(5) 0.1368(5) 0.063(3) Uani 0.647(12) 1 d PD A 1
O4A O 0.3636(9) 0.2196(4) 0.0554(3) 0.063(3) Uani 0.647(12) 1 d PD A 1
O3B O 0.3751(18) 0.0970(7) 0.1931(10) 0.076(5) Uani 0.353(12) 1 d PD A 2
O4B O 0.2483(13) 0.1768(10) 0.0838(9) 0.077(6) Uani 0.353(12) 1 d PD A 2

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
Cu 0.0380(3) 0.0430(3) 0.0274(3) -0.0031(2) 0.0040(2) 0.0173(2)
Cl1 0.0458(7) 0.0531(7) 0.0564(8) -0.0004(6) 0.0017(6) 0.0255(6)
N1 0.0298(18) 0.041(2) 0.0277(18) -0.0093(15) 0.0000(14) 0.0105(15)
N2 0.0336(19) 0.040(2) 0.0297(18) -0.0042(15) 0.0077(15) 0.0028(16)
N3 0.035(2) 0.050(2) 0.0277(18) -0.0071(16) 0.0008(15) 0.0166(17)
N4 0.067(3) 0.061(3) 0.072(3) 0.015(3) 0.029(3) 0.015(3)
C1 0.037(2) 0.048(3) 0.034(2) -0.015(2) -0.0028(19) 0.013(2)
C2 0.033(2) 0.047(3) 0.039(2) -0.017(2) -0.0031(19) 0.004(2)
C3 0.032(2) 0.049(3) 0.061(3) -0.027(2) 0.003(2) 0.004(2)
C4 0.034(3) 0.051(3) 0.084(4) -0.033(3) 0.008(3) -0.003(2)
C5 0.044(3) 0.050(3) 0.091(4) -0.018(3) 0.005(3) -0.013(2)
C6 0.040(3) 0.062(4) 0.076(4) -0.030(3) 0.015(3) -0.016(3)
C7 0.032(2) 0.058(3) 0.056(3) -0.025(3) 0.006(2) -0.005(2)
C8 0.030(2) 0.037(2) 0.032(2) -0.0096(18) 0.0035(17) 0.0014(18)
C9 0.026(2) 0.038(2) 0.031(2) -0.0065(18) 0.0063(17) 0.0051(17)
C10 0.031(2) 0.039(2) 0.030(2) -0.0049(18) 0.0081(17) -0.0020(18)
C11 0.034(2) 0.053(3) 0.028(2) -0.009(2) 0.0099(18) 0.002(2)
C12 0.041(3) 0.049(3) 0.034(2) -0.012(2) 0.0089(19) -0.010(2)
C13 0.040(3) 0.049(3) 0.034(2) -0.006(2) 0.010(2) -0.008(2)
C15 0.039(2) 0.054(3) 0.025(2) -0.0032(19) 0.0057(18) 0.013(2)
C16 0.043(3) 0.054(3) 0.034(2) -0.006(2) 0.005(2) 0.010(2)
C17 0.048(3) 0.071(4) 0.056(3) -0.018(3) 0.015(3) -0.003(3)
C18 0.040(3) 0.073(4) 0.069(4) -0.028(3) 0.010(3) 0.007(3)
C19 0.032(2) 0.064(3) 0.050(3) -0.019(3) 0.000(2) 0.014(2)
C20 0.068(4) 0.066(4) 0.093(5) -0.052(4) -0.053(4) 0.050(3)
C21 0.064(3) 0.057(3) 0.040(3) 0.009(2) 0.024(2) 0.033(3)
C22 0.032(2) 0.035(2) 0.030(2) -0.0023(17) 0.0023(17) 0.0091(18)
Cl2 0.0311(5) 0.0424(6) 0.0399(6) -0.0106(5) 0.0053(4) -0.0004(4)
O1 0.046(2) 0.063(2) 0.047(2) -0.0206(17) 0.0098(16) -0.0134(17)
O2 0.053(2) 0.075(3) 0.108(4) -0.034(3) 0.035(2) 0.007(2)
O3A 0.038(4) 0.078(5) 0.079(6) -0.023(5) 0.027(4) -0.030(4)
O4A 0.100(6) 0.049(4) 0.026(3) 0.006(2) -0.011(3) -0.012(3)
O3B 0.071(10) 0.051(7) 0.113(12) -0.008(7) 0.038(9) -0.012(6)
O4B 0.047(7) 0.108(13) 0.062(9) -0.027(9) -0.015(6) 0.021(8)

_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
Cu N3 1.984(4) . ?
Cu N4 2.000(5) . ?
Cu N1 2.044(4) . ?
Cu N2 2.131(4) . ?
Cu Cl1 2.2823(13) . ?
N1 C8 1.482(5) . ?
N1 C22 1.489(5) . ?
N1 C1 1.505(5) . ?
N2 C13 1.335(6) . ?
N2 C9 1.342(6) . ?
N3 C15 1.345(6) . ?
N3 C19 1.353(6) . ?
N4 C20 1.425(8) . ?
N4 C21 1.429(7) . ?
N4 H4N 0.930 . ?
C1 C2 1.507(7) . ?
C1 H1A 0.990 . ?
C1 H1B 0.990 . ?
C2 C3 1.390(6) . ?
C2 C7 1.402(7) . ?
C3 C4 1.371(8) . ?
C3 H3 0.950 . ?
C4 C5 1.398(8) . ?
C4 H4 0.950 . ?
C5 C6 1.392(8) . ?
C5 H5 0.950 . ?
C6 C7 1.372(8) . ?
C6 H6 0.950 . ?
C7 H7 0.950 . ?
C8 C9 1.508(6) . ?
C8 H8A 0.990 . ?
C8 H8B 0.990 . ?
C9 C10 1.376(6) . ?
C10 C11 1.379(6) . ?
C10 H10 0.950 . ?
C11 C12 1.372(7) . ?
C11 H11 0.950 . ?
C12 C13 1.375(6) . ?
C12 H12 0.950 . ?
C13 H13 0.950 . ?
C15 C16 1.380(7) . ?
C15 H15 0.950 . ?
C16 C17 1.371(7) . ?
C16 H16 0.950 . ?
C17 C18 1.394(8) . ?
C17 H17 0.950 . ?
C18 C19 1.366(8) . ?
C18 H18 0.950 . ?
C19 C20 1.559(8) . ?
C20 H20A 0.990 . ?
C20 H20B 0.990 . ?
C21 C22 1.499(6) . ?
C21 H21A 0.990 . ?
C21 H21B 0.990 . ?
C22 H22A 0.990 . ?
C22 H22B 0.990 . ?
Cl2 O3A 1.377(5) . ?
Cl2 O2 1.402(4) . ?
Cl2 O4B 1.408(10) . ?
Cl2 O1 1.411(3) . ?
Cl2 O4A 1.485(5) . ?
Cl2 O3B 1.575(12) . ?

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
N3 Cu N4 83.50(18) . . ?
N3 Cu N1 163.73(14) . . ?
N4 Cu N1 83.30(17) . . ?
N3 Cu N2 97.23(14) . . ?
N4 Cu N2 119.47(19) . . ?
N1 Cu N2 81.12(14) . . ?
N3 Cu Cl1 99.22(11) . . ?
N4 Cu Cl1 138.22(17) . . ?
N1 Cu Cl1 96.95(10) . . ?
N2 Cu Cl1 101.65(10) . . ?
C8 N1 C22 110.4(3) . . ?
C8 N1 C1 109.7(3) . . ?
C22 N1 C1 111.5(3) . . ?
C8 N1 Cu 108.0(3) . . ?
C22 N1 Cu 103.0(3) . . ?
C1 N1 Cu 114.1(3) . . ?
C13 N2 C9 118.3(4) . . ?
C13 N2 Cu 129.6(3) . . ?
C9 N2 Cu 112.1(3) . . ?
C15 N3 C19 118.8(5) . . ?
C15 N3 Cu 127.4(3) . . ?
C19 N3 Cu 113.8(3) . . ?
C20 N4 C21 116.0(5) . . ?
C20 N4 Cu 103.9(4) . . ?
C21 N4 Cu 113.6(3) . . ?
C20 N4 H4N 107.6 . . ?
C21 N4 H4N 107.6 . . ?
Cu N4 H4N 107.6 . . ?
N1 C1 C2 115.7(4) . . ?
N1 C1 H1A 108.3 . . ?
C2 C1 H1A 108.3 . . ?
N1 C1 H1B 108.3 . . ?
C2 C1 H1B 108.3 . . ?
H1A C1 H1B 107.4 . . ?
C3 C2 C7 118.1(5) . . ?
C3 C2 C1 120.5(5) . . ?
C7 C2 C1 121.4(4) . . ?
C4 C3 C2 121.0(5) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 120.5(5) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 119.0(6) . . ?
C6 C5 H5 120.5 . . ?
C4 C5 H5 120.5 . . ?
C7 C6 C5 120.0(5) . . ?
C7 C6 H6 120.0 . . ?
C5 C6 H6 120.0 . . ?
C6 C7 C2 121.3(5) . . ?
C6 C7 H7 119.4 . . ?
C2 C7 H7 119.4 . . ?
N1 C8 C9 111.3(4) . . ?
N1 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
N1 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
N2 C9 C10 122.0(4) . . ?
N2 C9 C8 115.7(4) . . ?
C10 C9 C8 122.2(4) . . ?
C9 C10 C11 118.9(4) . . ?
C9 C10 H10 120.5 . . ?
C11 C10 H10 120.5 . . ?
C12 C11 C10 119.4(4) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
C11 C12 C13 118.5(4) . . ?
C11 C12 H12 120.7 . . ?
C13 C12 H12 120.7 . . ?
N2 C13 C12 122.8(4) . . ?
N2 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
N3 C15 C16 122.3(4) . . ?
N3 C15 H15 118.9 . . ?
C16 C15 H15 118.9 . . ?
C17 C16 C15 118.7(5) . . ?
C17 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
C16 C17 C18 119.3(6) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C19 C18 C17 119.3(5) . . ?
C19 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
N3 C19 C18 121.6(5) . . ?
N3 C19 C20 110.4(5) . . ?
C18 C19 C20 127.9(5) . . ?
N4 C20 C19 112.1(4) . . ?
N4 C20 H20A 109.2 . . ?
C19 C20 H20A 109.2 . . ?
N4 C20 H20B 109.2 . . ?
C19 C20 H20B 109.2 . . ?
H20A C20 H20B 107.9 . . ?
N4 C21 C22 109.4(4) . . ?
N4 C21 H21A 109.8 . . ?
C22 C21 H21A 109.8 . . ?
N4 C21 H21B 109.8 . . ?
C22 C21 H21B 109.8 . . ?
H21A C21 H21B 108.2 . . ?
N1 C22 C21 110.7(3) . . ?
N1 C22 H22A 109.5 . . ?
C21 C22 H22A 109.5 . . ?
N1 C22 H22B 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
O3A Cl2 O2 114.0(4) . . ?
O3A Cl2 O4B 51.8(7) . . ?
O2 Cl2 O4B 126.1(5) . . ?
O3A Cl2 O1 116.5(3) . . ?
O2 Cl2 O1 113.2(2) . . ?
O4B Cl2 O1 118.9(6) . . ?
O3A Cl2 O4A 108.8(5) . . ?
O2 Cl2 O4A 99.9(4) . . ?
O4B Cl2 O4A 57.5(8) . . ?
O1 Cl2 O4A 102.1(3) . . ?
O3A Cl2 O3B 47.1(6) . . ?
O2 Cl2 O3B 92.0(5) . . ?
O4B Cl2 O3B 98.7(10) . . ?
O1 Cl2 O3B 92.1(6) . . ?
O4A Cl2 O3B 156.0(6) . . ?

#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 671369'

_chemical_name_systematic        ?
_chemical_name_common            '[3.FeCl2](FeCl4)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H28 Cl2 Fe N4 O2 +, Cl4 Fe -'
_chemical_formula_sum            'C24 H28 Cl6 Fe2 N4 O2'
_chemical_formula_weight         728.90

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'
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'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.9942(3)
_cell_length_b                   12.7166(4)
_cell_length_c                   12.7576(4)
_cell_angle_alpha                61.358(1)
_cell_angle_beta                 81.489(1)
_cell_angle_gamma                87.309(1)
_cell_volume                     1547.54(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    5322
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      22.95

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             740
_exptl_absorpt_coefficient_mu    1.484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.726
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'

_exptl_special_details           
;
Voids in structure contain diffuse electron density - probably
water molecules. Attempts to include these were unsatisfactory.
SQUEEZE suggested 14 electrons per unit cell (i.e. one water
molecule distributed through each void in the unit cell).
Thsi CIF refers to standard data (not SQUEEZED).
;

_diffrn_ambient_temperature      180(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  'Bruker-Nonius X8APEX-II CCD'
_diffrn_measurement_method       'thin-slice \w and \f scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay          ?
_diffrn_reflns_number            26279
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0596
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.63
_diffrn_reflns_theta_max         28.33
_diffrn_measured_fraction_theta_max 0.970
_diffrn_reflns_theta_full        28.33
_diffrn_measured_fraction_theta_full 0.970
_reflns_number_total             7471
_reflns_number_gt                4830
_reflns_threshold_expression     I>2\s(I)

_computing_data_collection       'APEX2 v.1.0-22 (Bruker Nonius, 2004)'
_computing_cell_refinement       'SAINT v.7.06a (Bruker, 2003)'
_computing_data_reduction        'SAINT v.7.06a'
_computing_structure_solution    'SHELXTL v.6.10 (Sheldrick, 2000)'
_computing_structure_refinement  'SHELXTL v.6.10'
_computing_molecular_graphics    'SHELXTL v.6.10'
_computing_publication_material  'SHELXTL v.6.10'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0874P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7471
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0864
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1675
_refine_ls_wR_factor_gt          0.1567
_refine_ls_goodness_of_fit_ref   1.159
_refine_ls_restrained_S_all      1.159
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.674
_refine_diff_density_min         -1.609
_refine_diff_density_rms         0.094

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 0.87279(4) 0.82846(4) 0.34390(4) 0.02313(15) Uani 1 1 d . . .
Cl1 Cl 0.94369(8) 1.00460(8) 0.18316(8) 0.0314(2) Uani 1 1 d . . .
Cl2 Cl 1.04706(8) 0.75600(8) 0.42685(8) 0.0334(2) Uani 1 1 d . . .
O1 O 0.6627(3) 0.4303(3) 0.6748(3) 0.0547(8) Uani 1 1 d . . .
O2 O 0.7283(3) 0.4850(3) 0.7997(2) 0.0572(8) Uani 1 1 d . . .
N1 N 0.8136(3) 0.9067(2) 0.4584(2) 0.0269(6) Uani 1 1 d . . .
N2 N 0.6788(2) 0.8804(2) 0.3112(2) 0.0217(6) Uani 1 1 d . . .
N3 N 0.7718(2) 0.6516(2) 0.4703(2) 0.0252(6) Uani 1 1 d . . .
N4 N 0.8985(3) 0.7280(2) 0.2484(2) 0.0268(6) Uani 1 1 d . . .
C1 C 0.8699(3) 0.8976(3) 0.5483(3) 0.0340(9) Uani 1 1 d . . .
H1A H 0.9383 0.8469 0.5697 0.041 Uiso 1 1 calc R . .
C2 C 0.8320(4) 0.9594(4) 0.6111(3) 0.0393(9) Uani 1 1 d . . .
H2A H 0.8739 0.9515 0.6744 0.047 Uiso 1 1 calc R . .
C3 C 0.7332(4) 1.0322(4) 0.5808(3) 0.0386(9) Uani 1 1 d . . .
H3A H 0.7054 1.0753 0.6230 0.046 Uiso 1 1 calc R . .
C4 C 0.6748(3) 1.0422(3) 0.4887(3) 0.0332(8) Uani 1 1 d . . .
H4A H 0.6062 1.0925 0.4665 0.040 Uiso 1 1 calc R . .
C5 C 0.7166(3) 0.9787(3) 0.4283(3) 0.0261(7) Uani 1 1 d . . .
C6 C 0.6614(3) 0.9899(3) 0.3227(3) 0.0249(7) Uani 1 1 d . . .
H6A H 0.5723 1.0048 0.3334 0.030 Uiso 1 1 calc R . .
H6B H 0.7005 1.0592 0.2478 0.030 Uiso 1 1 calc R . .
C7 C 0.5958(3) 0.7822(3) 0.4102(3) 0.0241(7) Uani 1 1 d . . .
H7A H 0.5127 0.7887 0.3867 0.029 Uiso 1 1 calc R . .
H7B H 0.5883 0.7899 0.4845 0.029 Uiso 1 1 calc R . .
C8 C 0.6479(3) 0.6614(3) 0.4340(3) 0.0245(7) Uani 1 1 d . . .
H8A H 0.5927 0.5964 0.4990 0.029 Uiso 1 1 calc R . .
H8B H 0.6536 0.6530 0.3603 0.029 Uiso 1 1 calc R . .
C9 C 0.8446(3) 0.5605(3) 0.4485(3) 0.0278(8) Uani 1 1 d . . .
H9A H 0.7921 0.4881 0.4768 0.033 Uiso 1 1 calc R . .
H9B H 0.9145 0.5370 0.4953 0.033 Uiso 1 1 calc R . .
C10 C 0.8923(3) 0.6082(3) 0.3178(3) 0.0266(7) Uani 1 1 d . . .
C11 C 0.9328(3) 0.5329(3) 0.2708(3) 0.0360(9) Uani 1 1 d . . .
H11A H 0.9275 0.4485 0.3214 0.043 Uiso 1 1 calc R . .
C12 C 0.9806(4) 0.5798(4) 0.1513(4) 0.0420(10) Uani 1 1 d . . .
H12A H 1.0095 0.5286 0.1186 0.050 Uiso 1 1 calc R . .
C13 C 0.9862(4) 0.7024(3) 0.0794(4) 0.0404(10) Uani 1 1 d . . .
H13A H 1.0186 0.7371 -0.0038 0.049 Uiso 1 1 calc R . .
C14 C 0.9437(3) 0.7743(3) 0.1307(3) 0.0332(8) Uani 1 1 d . . .
H14A H 0.9466 0.8589 0.0811 0.040 Uiso 1 1 calc R . .
C15 C 0.6522(3) 0.9026(3) 0.1889(3) 0.0258(7) Uani 1 1 d . . .
H15A H 0.7120 0.9639 0.1255 0.031 Uiso 1 1 calc R . .
H15B H 0.6655 0.8277 0.1837 0.031 Uiso 1 1 calc R . .
C16 C 0.5239(3) 0.9438(3) 0.1628(3) 0.0283(8) Uani 1 1 d . . .
C17 C 0.4958(3) 1.0644(3) 0.1136(3) 0.0347(9) Uani 1 1 d . . .
H17A H 0.5589 1.1218 0.0950 0.042 Uiso 1 1 calc R . .
C18 C 0.3782(4) 1.1026(4) 0.0912(4) 0.0505(12) Uani 1 1 d . . .
H18A H 0.3604 1.1854 0.0577 0.061 Uiso 1 1 calc R . .
C19 C 0.2866(4) 1.0189(5) 0.1183(4) 0.0586(14) Uani 1 1 d . . .
H19A H 0.2054 1.0443 0.1033 0.070 Uiso 1 1 calc R . .
C20 C 0.3122(4) 0.8990(5) 0.1668(4) 0.0524(13) Uani 1 1 d . . .
H20A H 0.2489 0.8418 0.1853 0.063 Uiso 1 1 calc R . .
C21 C 0.4311(3) 0.8620(4) 0.1885(3) 0.0379(9) Uani 1 1 d . . .
H21A H 0.4487 0.7792 0.2215 0.046 Uiso 1 1 calc R . .
C22 C 0.7649(3) 0.6233(3) 0.5987(3) 0.0304(8) Uani 1 1 d . . .
H22A H 0.7146 0.6846 0.6101 0.036 Uiso 1 1 calc R . .
H22B H 0.8489 0.6310 0.6137 0.036 Uiso 1 1 calc R . .
C23 C 0.7122(4) 0.5011(4) 0.6931(3) 0.0395(9) Uani 1 1 d . . .
C24 C 0.6716(6) 0.3738(5) 0.9031(4) 0.0815(18) Uani 1 1 d . . .
H24A H 0.6706 0.3783 0.9778 0.122 Uiso 1 1 calc R . .
H24B H 0.7195 0.3051 0.9078 0.122 Uiso 1 1 calc R . .
H24C H 0.5872 0.3643 0.8923 0.122 Uiso 1 1 calc R . .
Fe2 Fe 0.33781(6) 0.62016(6) 0.76451(6) 0.0540(2) Uani 1 1 d . . .
Cl24 Cl 0.50123(11) 0.71980(11) 0.75697(11) 0.0608(3) Uani 1 1 d . . .
Cl23 Cl 0.34059(12) 0.63754(15) 0.58486(14) 0.0823(5) Uani 1 1 d . . .
Cl22 Cl 0.16969(13) 0.70564(13) 0.80033(14) 0.0767(4) Uani 1 1 d . . .
Cl21 Cl 0.3374(2) 0.43311(17) 0.8948(3) 0.1899(16) Uani 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 0.0233(3) 0.0214(3) 0.0218(3) -0.0087(2) -0.00046(19) -0.00054(19)
Cl1 0.0316(5) 0.0245(5) 0.0302(5) -0.0081(4) 0.0022(4) -0.0047(4)
Cl2 0.0276(5) 0.0335(5) 0.0351(5) -0.0128(4) -0.0066(4) 0.0031(4)
O1 0.073(2) 0.0370(17) 0.0377(17) -0.0066(14) 0.0035(15) -0.0181(16)
O2 0.080(2) 0.052(2) 0.0239(15) -0.0043(14) -0.0076(14) -0.0101(17)
N1 0.0294(15) 0.0254(16) 0.0263(15) -0.0128(13) -0.0021(12) -0.0039(12)
N2 0.0255(14) 0.0200(14) 0.0170(13) -0.0075(12) -0.0001(11) 0.0000(11)
N3 0.0297(15) 0.0201(15) 0.0221(14) -0.0082(12) 0.0005(12) 0.0014(12)
N4 0.0279(15) 0.0243(16) 0.0236(15) -0.0093(13) 0.0018(12) -0.0004(12)
C1 0.033(2) 0.042(2) 0.030(2) -0.0195(18) -0.0036(16) -0.0021(17)
C2 0.045(2) 0.050(3) 0.031(2) -0.025(2) -0.0051(17) -0.007(2)
C3 0.045(2) 0.041(2) 0.034(2) -0.0240(19) 0.0031(18) -0.0038(19)
C4 0.038(2) 0.031(2) 0.031(2) -0.0172(17) 0.0009(16) 0.0012(16)
C5 0.0320(19) 0.0230(18) 0.0217(17) -0.0102(15) 0.0006(14) -0.0033(15)
C6 0.0287(18) 0.0205(17) 0.0237(17) -0.0095(14) -0.0030(14) 0.0022(14)
C7 0.0246(17) 0.0238(18) 0.0203(17) -0.0082(15) -0.0003(13) -0.0034(14)
C8 0.0264(17) 0.0208(17) 0.0229(17) -0.0086(14) 0.0000(14) 0.0005(14)
C9 0.0327(19) 0.0206(18) 0.0253(18) -0.0084(15) -0.0004(15) 0.0026(15)
C10 0.0247(17) 0.0248(18) 0.0277(19) -0.0116(16) -0.0004(14) 0.0031(14)
C11 0.039(2) 0.027(2) 0.038(2) -0.0142(18) 0.0002(17) 0.0025(17)
C12 0.049(2) 0.035(2) 0.042(2) -0.022(2) 0.0087(19) 0.0024(19)
C13 0.052(2) 0.035(2) 0.031(2) -0.0168(19) 0.0092(18) -0.0013(19)
C14 0.037(2) 0.030(2) 0.0267(19) -0.0111(17) 0.0033(16) 0.0004(16)
C15 0.0282(18) 0.0277(19) 0.0208(17) -0.0116(15) -0.0017(14) 0.0016(14)
C16 0.0262(18) 0.040(2) 0.0173(17) -0.0124(16) -0.0010(13) -0.0020(16)
C17 0.037(2) 0.038(2) 0.0240(19) -0.0103(17) -0.0061(16) 0.0064(17)
C18 0.052(3) 0.065(3) 0.028(2) -0.017(2) -0.0124(19) 0.024(2)
C19 0.031(2) 0.112(5) 0.030(2) -0.033(3) -0.0059(18) 0.019(3)
C20 0.030(2) 0.097(4) 0.034(2) -0.035(3) 0.0016(18) -0.012(2)
C21 0.036(2) 0.051(3) 0.027(2) -0.0186(19) -0.0005(16) -0.0101(18)
C22 0.037(2) 0.0267(19) 0.0248(18) -0.0107(16) -0.0044(15) 0.0038(16)
C23 0.043(2) 0.036(2) 0.029(2) -0.0098(18) 0.0030(17) 0.0052(19)
C24 0.106(5) 0.072(4) 0.031(3) 0.004(3) -0.004(3) -0.024(3)
Fe2 0.0509(4) 0.0384(4) 0.0555(4) -0.0110(3) 0.0021(3) -0.0037(3)
Cl24 0.0571(7) 0.0621(8) 0.0597(8) -0.0242(6) -0.0146(6) -0.0029(6)
Cl23 0.0666(8) 0.1083(12) 0.0989(11) -0.0814(10) 0.0437(8) -0.0516(8)
Cl22 0.0685(8) 0.0810(10) 0.0919(10) -0.0616(9) 0.0345(7) -0.0127(7)
Cl21 0.1066(15) 0.0634(11) 0.245(3) 0.0633(14) -0.0693(17) -0.0207(10)

_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 N4 2.134(3) . ?
Fe1 N1 2.144(3) . ?
Fe1 N2 2.242(3) . ?
Fe1 Cl1 2.2622(10) . ?
Fe1 N3 2.263(3) . ?
Fe1 Cl2 2.2671(9) . ?
O1 C23 1.203(5) . ?
O2 C23 1.313(5) . ?
O2 C24 1.475(6) . ?
N1 C1 1.338(4) . ?
N1 C5 1.347(4) . ?
N2 C6 1.470(4) . ?
N2 C7 1.497(4) . ?
N2 C15 1.517(4) . ?
N3 C8 1.484(4) . ?
N3 C9 1.488(4) . ?
N3 C22 1.489(4) . ?
N4 C10 1.344(4) . ?
N4 C14 1.344(4) . ?
C1 C2 1.381(5) . ?
C1 H1A 0.950 . ?
C2 C3 1.369(5) . ?
C2 H2A 0.950 . ?
C3 C4 1.371(5) . ?
C3 H3A 0.950 . ?
C4 C5 1.384(5) . ?
C4 H4A 0.950 . ?
C5 C6 1.501(4) . ?
C6 H6A 0.990 . ?
C6 H6B 0.990 . ?
C7 C8 1.517(4) . ?
C7 H7A 0.990 . ?
C7 H7B 0.990 . ?
C8 H8A 0.990 . ?
C8 H8B 0.990 . ?
C9 C10 1.492(5) . ?
C9 H9A 0.990 . ?
C9 H9B 0.990 . ?
C10 C11 1.380(5) . ?
C11 C12 1.370(5) . ?
C11 H11A 0.950 . ?
C12 C13 1.377(5) . ?
C12 H12A 0.950 . ?
C13 C14 1.388(5) . ?
C13 H13A 0.950 . ?
C14 H14A 0.950 . ?
C15 C16 1.508(5) . ?
C15 H15A 0.990 . ?
C15 H15B 0.990 . ?
C16 C21 1.381(5) . ?
C16 C17 1.390(5) . ?
C17 C18 1.381(5) . ?
C17 H17A 0.950 . ?
C18 C19 1.383(7) . ?
C18 H18A 0.950 . ?
C19 C20 1.376(7) . ?
C19 H19A 0.950 . ?
C20 C21 1.389(6) . ?
C20 H20A 0.950 . ?
C21 H21A 0.950 . ?
C22 C23 1.511(5) . ?
C22 H22A 0.990 . ?
C22 H22B 0.990 . ?
C24 H24A 0.980 . ?
C24 H24B 0.980 . ?
C24 H24C 0.980 . ?
Fe2 Cl21 2.1517(17) . ?
Fe2 Cl23 2.1902(16) . ?
Fe2 Cl22 2.2009(14) . ?
Fe2 Cl24 2.2109(14) . ?

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
N4 Fe1 N1 168.24(11) . . ?
N4 Fe1 N2 96.77(10) . . ?
N1 Fe1 N2 76.06(10) . . ?
N4 Fe1 Cl1 95.22(8) . . ?
N1 Fe1 Cl1 94.14(8) . . ?
N2 Fe1 Cl1 90.28(7) . . ?
N4 Fe1 N3 75.29(10) . . ?
N1 Fe1 N3 94.06(10) . . ?
N2 Fe1 N3 79.56(10) . . ?
Cl1 Fe1 N3 165.01(8) . . ?
N4 Fe1 Cl2 91.29(8) . . ?
N1 Fe1 Cl2 93.88(8) . . ?
N2 Fe1 Cl2 165.39(7) . . ?
Cl1 Fe1 Cl2 101.13(4) . . ?
N3 Fe1 Cl2 90.80(7) . . ?
C23 O2 C24 115.2(4) . . ?
C1 N1 C5 118.7(3) . . ?
C1 N1 Fe1 125.8(2) . . ?
C5 N1 Fe1 115.2(2) . . ?
C6 N2 C7 109.3(2) . . ?
C6 N2 C15 110.6(2) . . ?
C7 N2 C15 110.4(2) . . ?
C6 N2 Fe1 105.04(18) . . ?
C7 N2 Fe1 107.32(18) . . ?
C15 N2 Fe1 114.04(19) . . ?
C8 N3 C9 110.9(3) . . ?
C8 N3 C22 111.9(3) . . ?
C9 N3 C22 110.4(3) . . ?
C8 N3 Fe1 106.76(19) . . ?
C9 N3 Fe1 105.25(19) . . ?
C22 N3 Fe1 111.4(2) . . ?
C10 N4 C14 118.8(3) . . ?
C10 N4 Fe1 115.4(2) . . ?
C14 N4 Fe1 124.3(2) . . ?
N1 C1 C2 122.3(3) . . ?
N1 C1 H1A 118.9 . . ?
C2 C1 H1A 118.9 . . ?
C3 C2 C1 119.0(3) . . ?
C3 C2 H2A 120.5 . . ?
C1 C2 H2A 120.5 . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 H3A 120.4 . . ?
C4 C3 H3A 120.4 . . ?
C3 C4 C5 119.6(4) . . ?
C3 C4 H4A 120.2 . . ?
C5 C4 H4A 120.2 . . ?
N1 C5 C4 121.3(3) . . ?
N1 C5 C6 116.2(3) . . ?
C4 C5 C6 122.5(3) . . ?
N2 C6 C5 110.9(3) . . ?
N2 C6 H6A 109.5 . . ?
C5 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.0 . . ?
N2 C7 C8 109.7(3) . . ?
N2 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
N2 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
N3 C8 C7 109.6(3) . . ?
N3 C8 H8A 109.8 . . ?
C7 C8 H8A 109.8 . . ?
N3 C8 H8B 109.8 . . ?
C7 C8 H8B 109.8 . . ?
H8A C8 H8B 108.2 . . ?
N3 C9 C10 111.1(3) . . ?
N3 C9 H9A 109.4 . . ?
C10 C9 H9A 109.4 . . ?
N3 C9 H9B 109.4 . . ?
C10 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N4 C10 C11 121.3(3) . . ?
N4 C10 C9 117.1(3) . . ?
C11 C10 C9 121.5(3) . . ?
C12 C11 C10 120.0(4) . . ?
C12 C11 H11A 120.0 . . ?
C10 C11 H11A 120.0 . . ?
C11 C12 C13 119.0(4) . . ?
C11 C12 H12A 120.5 . . ?
C13 C12 H12A 120.5 . . ?
C12 C13 C14 118.8(4) . . ?
C12 C13 H13A 120.6 . . ?
C14 C13 H13A 120.6 . . ?
N4 C14 C13 122.0(3) . . ?
N4 C14 H14A 119.0 . . ?
C13 C14 H14A 119.0 . . ?
C16 C15 N2 114.8(3) . . ?
C16 C15 H15A 108.6 . . ?
N2 C15 H15A 108.6 . . ?
C16 C15 H15B 108.6 . . ?
N2 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
C21 C16 C17 118.3(3) . . ?
C21 C16 C15 120.6(3) . . ?
C17 C16 C15 121.1(3) . . ?
C18 C17 C16 121.4(4) . . ?
C18 C17 H17A 119.3 . . ?
C16 C17 H17A 119.3 . . ?
C17 C18 C19 119.2(4) . . ?
C17 C18 H18A 120.4 . . ?
C19 C18 H18A 120.4 . . ?
C20 C19 C18 120.5(4) . . ?
C20 C19 H19A 119.7 . . ?
C18 C19 H19A 119.7 . . ?
C19 C20 C21 119.6(4) . . ?
C19 C20 H20A 120.2 . . ?
C21 C20 H20A 120.2 . . ?
C16 C21 C20 120.9(4) . . ?
C16 C21 H21A 119.5 . . ?
C20 C21 H21A 119.5 . . ?
N3 C22 C23 116.7(3) . . ?
N3 C22 H22A 108.1 . . ?
C23 C22 H22A 108.1 . . ?
N3 C22 H22B 108.1 . . ?
C23 C22 H22B 108.1 . . ?
H22A C22 H22B 107.3 . . ?
O1 C23 O2 125.2(4) . . ?
O1 C23 C22 126.2(4) . . ?
O2 C23 C22 108.6(4) . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Cl21 Fe2 Cl23 109.09(11) . . ?
Cl21 Fe2 Cl22 111.32(9) . . ?
Cl23 Fe2 Cl22 106.85(7) . . ?
Cl21 Fe2 Cl24 112.50(8) . . ?
Cl23 Fe2 Cl24 107.25(5) . . ?
Cl22 Fe2 Cl24 109.58(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N4 Fe1 N1 C1 112.0(5) . . . . ?
N2 Fe1 N1 C1 165.3(3) . . . . ?
Cl1 Fe1 N1 C1 -105.4(3) . . . . ?
N3 Fe1 N1 C1 87.2(3) . . . . ?
Cl2 Fe1 N1 C1 -3.9(3) . . . . ?
N4 Fe1 N1 C5 -73.7(6) . . . . ?
N2 Fe1 N1 C5 -20.4(2) . . . . ?
Cl1 Fe1 N1 C5 68.9(2) . . . . ?
N3 Fe1 N1 C5 -98.5(2) . . . . ?
Cl2 Fe1 N1 C5 170.4(2) . . . . ?
N4 Fe1 N2 C6 -156.07(19) . . . . ?
N1 Fe1 N2 C6 33.41(19) . . . . ?
Cl1 Fe1 N2 C6 -60.78(18) . . . . ?
N3 Fe1 N2 C6 130.3(2) . . . . ?
Cl2 Fe1 N2 C6 80.9(4) . . . . ?
N4 Fe1 N2 C7 87.72(19) . . . . ?
N1 Fe1 N2 C7 -82.80(19) . . . . ?
Cl1 Fe1 N2 C7 -176.99(18) . . . . ?
N3 Fe1 N2 C7 14.09(19) . . . . ?
Cl2 Fe1 N2 C7 -35.3(4) . . . . ?
N4 Fe1 N2 C15 -34.8(2) . . . . ?
N1 Fe1 N2 C15 154.6(2) . . . . ?
Cl1 Fe1 N2 C15 60.4(2) . . . . ?
N3 Fe1 N2 C15 -108.5(2) . . . . ?
Cl2 Fe1 N2 C15 -157.9(2) . . . . ?
N4 Fe1 N3 C8 -84.0(2) . . . . ?
N1 Fe1 N3 C8 90.9(2) . . . . ?
N2 Fe1 N3 C8 15.92(19) . . . . ?
Cl1 Fe1 N3 C8 -32.1(4) . . . . ?
Cl2 Fe1 N3 C8 -175.12(19) . . . . ?
N4 Fe1 N3 C9 33.9(2) . . . . ?
N1 Fe1 N3 C9 -151.2(2) . . . . ?
N2 Fe1 N3 C9 133.8(2) . . . . ?
Cl1 Fe1 N3 C9 85.8(3) . . . . ?
Cl2 Fe1 N3 C9 -57.25(19) . . . . ?
N4 Fe1 N3 C22 153.6(2) . . . . ?
N1 Fe1 N3 C22 -31.5(2) . . . . ?
N2 Fe1 N3 C22 -106.5(2) . . . . ?
Cl1 Fe1 N3 C22 -154.5(2) . . . . ?
Cl2 Fe1 N3 C22 62.5(2) . . . . ?
N1 Fe1 N4 C10 -51.5(6) . . . . ?
N2 Fe1 N4 C10 -103.2(2) . . . . ?
Cl1 Fe1 N4 C10 165.9(2) . . . . ?
N3 Fe1 N4 C10 -25.9(2) . . . . ?
Cl2 Fe1 N4 C10 64.6(2) . . . . ?
N1 Fe1 N4 C14 142.5(5) . . . . ?
N2 Fe1 N4 C14 90.9(3) . . . . ?
Cl1 Fe1 N4 C14 -0.1(3) . . . . ?
N3 Fe1 N4 C14 168.2(3) . . . . ?
Cl2 Fe1 N4 C14 -101.4(3) . . . . ?
C5 N1 C1 C2 0.0(5) . . . . ?
Fe1 N1 C1 C2 174.1(3) . . . . ?
N1 C1 C2 C3 0.2(6) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C1 N1 C5 C4 -0.2(5) . . . . ?
Fe1 N1 C5 C4 -175.0(3) . . . . ?
C1 N1 C5 C6 177.0(3) . . . . ?
Fe1 N1 C5 C6 2.3(4) . . . . ?
C3 C4 C5 N1 0.2(5) . . . . ?
C3 C4 C5 C6 -176.9(3) . . . . ?
C7 N2 C6 C5 72.4(3) . . . . ?
C15 N2 C6 C5 -166.0(3) . . . . ?
Fe1 N2 C6 C5 -42.5(3) . . . . ?
N1 C5 C6 N2 28.9(4) . . . . ?
C4 C5 C6 N2 -153.9(3) . . . . ?
C6 N2 C7 C8 -155.7(3) . . . . ?
C15 N2 C7 C8 82.5(3) . . . . ?
Fe1 N2 C7 C8 -42.3(3) . . . . ?
C9 N3 C8 C7 -158.0(3) . . . . ?
C22 N3 C8 C7 78.3(3) . . . . ?
Fe1 N3 C8 C7 -43.9(3) . . . . ?
N2 C7 C8 N3 59.9(3) . . . . ?
C8 N3 C9 C10 76.6(3) . . . . ?
C22 N3 C9 C10 -158.9(3) . . . . ?
Fe1 N3 C9 C10 -38.5(3) . . . . ?
C14 N4 C10 C11 0.9(5) . . . . ?
Fe1 N4 C10 C11 -165.9(3) . . . . ?
C14 N4 C10 C9 178.5(3) . . . . ?
Fe1 N4 C10 C9 11.7(4) . . . . ?
N3 C9 C10 N4 20.2(4) . . . . ?
N3 C9 C10 C11 -162.2(3) . . . . ?
N4 C10 C11 C12 0.1(5) . . . . ?
C9 C10 C11 C12 -177.4(3) . . . . ?
C10 C11 C12 C13 -0.7(6) . . . . ?
C11 C12 C13 C14 0.3(6) . . . . ?
C10 N4 C14 C13 -1.3(5) . . . . ?
Fe1 N4 C14 C13 164.2(3) . . . . ?
C12 C13 C14 N4 0.7(6) . . . . ?
C6 N2 C15 C16 -58.9(4) . . . . ?
C7 N2 C15 C16 62.1(4) . . . . ?
Fe1 N2 C15 C16 -177.0(2) . . . . ?
N2 C15 C16 C21 -93.2(4) . . . . ?
N2 C15 C16 C17 86.1(4) . . . . ?
C21 C16 C17 C18 0.4(5) . . . . ?
C15 C16 C17 C18 -179.0(3) . . . . ?
C16 C17 C18 C19 -0.1(6) . . . . ?
C17 C18 C19 C20 -0.1(6) . . . . ?
C18 C19 C20 C21 -0.1(6) . . . . ?
C17 C16 C21 C20 -0.5(5) . . . . ?
C15 C16 C21 C20 178.8(3) . . . . ?
C19 C20 C21 C16 0.4(6) . . . . ?
C8 N3 C22 C23 67.2(4) . . . . ?
C9 N3 C22 C23 -56.8(4) . . . . ?
Fe1 N3 C22 C23 -173.4(2) . . . . ?
C24 O2 C23 O1 -4.7(6) . . . . ?
C24 O2 C23 C22 174.7(4) . . . . ?
N3 C22 C23 O1 -9.1(6) . . . . ?
N3 C22 C23 O2 171.5(3) . . . . ?