#------------------------------------------------------------------------------
#$Date: 2023-12-08 16:16:31 +0200 (Fri, 08 Dec 2023) $
#$Revision: 288183 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/36/4313627.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4313627
loop_
_publ_author_name
'Ana Tesouro Vallina'
'Helen Stoeckli-Evans'
'Antonia Neels'
'Jürgen Ensling'
'Silvio Decurtins'
_publ_section_title
;
 Iron-Promoted Nucleophilic Additions to Diimine-Type Ligands: A Synthetic
 and Structural Study
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3374
_journal_page_last               3382
_journal_paper_doi               10.1021/ic026079l
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C40 H35 Cl3 Fe N13 O14'
_chemical_formula_weight         1084.01
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                112.13(2)
_cell_angle_beta                 95.04(3)
_cell_angle_gamma                96.83(3)
_cell_formula_units_Z            2
_cell_length_a                   12.116(3)
_cell_length_b                   12.873(3)
_cell_length_c                   15.656(3)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      25.91
_cell_measurement_theta_min      2.06
_cell_volume                     2222.4(10)
_computing_cell_refinement       'CELL (Stoe IPDS Software, 2000)'
_computing_data_collection       'EXPOSE (Stoe IPDS Software, 2000)'
_computing_data_reduction        'INTEGRATE (Stoe IPDS Software, 2000)'
_computing_molecular_graphics    'PLATON99 (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean 0.81\%A
_diffrn_measured_fraction_theta_full 0.927
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_device_type  'STOE IPDS'
_diffrn_measurement_method       'phi oscillation'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0389
_diffrn_reflns_av_sigmaI/netI    0.0790
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17455
_diffrn_reflns_theta_full        25.91
_diffrn_reflns_theta_max         25.91
_diffrn_reflns_theta_min         2.06
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.620
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1110
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.314
_refine_diff_density_min         -0.936
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.877
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     771
_refine_ls_number_reflns         8027
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.877
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0886P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1258
_refine_ls_wR_factor_ref         0.1370
_reflns_number_gt                4963
_reflns_number_total             8027
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ic026079lsi20021002_050055_2.cif
_cod_data_source_block           complex_2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

data name '_atom_site_symetry_multiplicity' was replaced with
'_atom_site_symmetry_multiplicity' as specified in the replacement
file 'data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 9268 2022-04-12 08:56:07Z antanas 
;
_cod_original_cell_volume        2222.4(9)
_cod_database_code               4313627
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.63134(4) 0.73122(4) 0.26421(4) 0.02076(15) Uani 1 1 d . . .
O1 O 0.49654(18) 0.6453(2) 0.26240(17) 0.0203(5) Uani 1 1 d . . .
O2 O 0.75604(19) 0.8329(2) 0.26780(18) 0.0247(6) Uani 1 1 d . . .
N1 N 0.3654(3) 0.6184(3) 0.3562(2) 0.0240(7) Uani 1 1 d . . .
H1N H 0.322(3) 0.651(3) 0.340(3) 0.022(11) Uiso 1 1 d . . .
N2 N 0.5095(3) 0.4708(3) 0.3764(2) 0.0275(7) Uani 1 1 d . . .
N3 N 0.2362(3) 0.3199(3) 0.3725(3) 0.0351(8) Uani 1 1 d . . .
H3N H 0.215(5) 0.247(6) 0.375(4) 0.09(2) Uiso 1 1 d . . .
N4 N 0.6057(2) 0.8254(3) 0.3902(2) 0.0225(7) Uani 1 1 d . . .
N5 N 0.7202(2) 0.6518(3) 0.3276(2) 0.0239(7) Uani 1 1 d . . .
N21 N 0.8179(3) 0.9663(3) 0.2064(3) 0.0290(8) Uani 1 1 d . . .
H21N H 0.800(4) 1.022(4) 0.247(3) 0.036(13) Uiso 1 1 d . . .
N22 N 0.8707(2) 0.7698(3) 0.0710(2) 0.0256(7) Uani 1 1 d . . .
N23 N 1.0958(3) 0.9884(3) 0.0808(3) 0.0291(8) Uani 1 1 d . . .
H23N H 1.153(4) 0.992(4) 0.054(4) 0.052(14) Uiso 1 1 d . . .
N24 N 0.5539(2) 0.8160(2) 0.2036(2) 0.0207(7) Uani 1 1 d . . .
N25 N 0.6511(2) 0.6210(2) 0.1379(2) 0.0216(7) Uani 1 1 d . . .
C1 C 0.4839(3) 0.6484(3) 0.3510(3) 0.0226(8) Uani 1 1 d . . .
C2 C 0.5507(3) 0.5622(3) 0.3669(3) 0.0224(8) Uani 1 1 d . . .
C3 C 0.3209(3) 0.5204(3) 0.3603(3) 0.0246(8) Uani 1 1 d . . .
C4 C 0.3926(3) 0.4478(3) 0.3731(3) 0.0262(8) Uani 1 1 d . . .
C5 C 0.3479(3) 0.3477(4) 0.3790(3) 0.0311(9) Uani 1 1 d . . .
H5 H 0.395(3) 0.289(3) 0.380(3) 0.027(10) Uiso 1 1 d . . .
C6 C 0.1645(4) 0.3870(4) 0.3585(3) 0.0337(10) Uani 1 1 d . . .
H6 H 0.087(4) 0.366(4) 0.352(4) 0.050(13) Uiso 1 1 d . . .
C7 C 0.2036(3) 0.4860(4) 0.3515(3) 0.0284(9) Uani 1 1 d . . .
H7 H 0.157(3) 0.536(3) 0.344(3) 0.020(9) Uiso 1 1 d . . .
C8 C 0.5300(3) 0.7682(3) 0.4222(3) 0.0237(8) Uani 1 1 d . . .
C9 C 0.5048(3) 0.8154(4) 0.5118(3) 0.0289(9) Uani 1 1 d . . .
H9 H 0.459(4) 0.775(4) 0.529(3) 0.044(14) Uiso 1 1 d . . .
C10 C 0.5600(4) 0.9225(4) 0.5707(3) 0.0353(10) Uani 1 1 d . . .
H10 H 0.543(3) 0.962(3) 0.632(3) 0.030(11) Uiso 1 1 d . . .
C11 C 0.6384(3) 0.9802(4) 0.5375(3) 0.0337(10) Uani 1 1 d . . .
H11 H 0.683(3) 1.054(4) 0.580(3) 0.027(10) Uiso 1 1 d . . .
C12 C 0.6587(3) 0.9298(3) 0.4464(3) 0.0284(9) Uani 1 1 d . . .
H12 H 0.705(4) 0.964(4) 0.418(3) 0.039(12) Uiso 1 1 d . . .
C13 C 0.6747(3) 0.5814(3) 0.3665(3) 0.0238(8) Uani 1 1 d . . .
C14 C 0.7422(3) 0.5257(3) 0.4058(3) 0.0282(9) Uani 1 1 d . . .
H14 H 0.708(4) 0.478(4) 0.429(3) 0.034(12) Uiso 1 1 d . . .
C15 C 0.8573(4) 0.5444(4) 0.4080(3) 0.0380(11) Uani 1 1 d . . .
H15 H 0.893(4) 0.509(4) 0.430(3) 0.037(13) Uiso 1 1 d . . .
C16 C 0.9033(3) 0.6183(4) 0.3713(3) 0.0381(11) Uani 1 1 d . . .
H16 H 0.981(4) 0.628(3) 0.372(3) 0.031(11) Uiso 1 1 d . . .
C17 C 0.8332(3) 0.6688(3) 0.3311(3) 0.0293(9) Uani 1 1 d . . .
H17 H 0.860(4) 0.713(4) 0.302(3) 0.036(12) Uiso 1 1 d . . .
C21 C 0.7464(3) 0.8594(3) 0.1888(3) 0.0253(8) Uani 1 1 d . . .
C22 C 0.7824(3) 0.7630(3) 0.1100(3) 0.0229(8) Uani 1 1 d . . .
C23 C 0.9360(3) 0.8768(3) 0.0976(3) 0.0246(8) Uani 1 1 d . . .
C24 C 0.9089(3) 0.9751(3) 0.1650(3) 0.0266(9) Uani 1 1 d . . .
C25 C 0.9778(3) 1.0810(3) 0.1871(3) 0.0293(9) Uani 1 1 d . . .
H25 H 0.956(3) 1.146(4) 0.223(3) 0.027(11) Uiso 1 1 d . . .
C26 C 1.0695(3) 1.0844(3) 0.1434(3) 0.0316(9) Uani 1 1 d . . .
H26 H 1.122(3) 1.153(3) 0.152(3) 0.022(9) Uiso 1 1 d . . .
C27 C 1.0311(3) 0.8858(3) 0.0567(3) 0.0274(9) Uani 1 1 d . . .
H27 H 1.052(4) 0.821(4) 0.013(3) 0.038(12) Uiso 1 1 d . . .
C28 C 0.6237(3) 0.8721(3) 0.1675(3) 0.0230(8) Uani 1 1 d . . .
C29 C 0.5865(3) 0.9369(3) 0.1212(3) 0.0265(9) Uani 1 1 d . . .
H55 H 0.635(4) 0.974(4) 0.092(3) 0.036(11) Uiso 1 1 d . . .
C30 C 0.4733(3) 0.9444(3) 0.1126(3) 0.0297(9) Uani 1 1 d . . .
H30 H 0.447(3) 0.984(3) 0.080(3) 0.022(10) Uiso 1 1 d . . .
C31 C 0.4011(3) 0.8872(3) 0.1499(3) 0.0285(9) Uani 1 1 d . . .
H31 H 0.324(3) 0.891(3) 0.144(3) 0.021(9) Uiso 1 1 d . . .
C32 C 0.4437(3) 0.8236(3) 0.1951(3) 0.0226(8) Uani 1 1 d . . .
H32 H 0.399(3) 0.787(3) 0.224(3) 0.028(10) Uiso 1 1 d . . .
C33 C 0.7157(3) 0.6468(3) 0.0793(3) 0.0214(8) Uani 1 1 d . . .
C34 C 0.7227(3) 0.5669(3) -0.0081(3) 0.0267(9) Uani 1 1 d . . .
H34 H 0.767(3) 0.595(3) -0.046(3) 0.029(10) Uiso 1 1 d . . .
C35 C 0.6682(3) 0.4569(4) -0.0362(3) 0.0312(9) Uani 1 1 d . . .
H54 H 0.672(4) 0.401(4) -0.091(3) 0.037(12) Uiso 1 1 d . . .
C36 C 0.6065(3) 0.4286(3) 0.0247(3) 0.0284(9) Uani 1 1 d . . .
H36 H 0.565(3) 0.349(4) 0.006(3) 0.037(12) Uiso 1 1 d . . .
C37 C 0.5983(3) 0.5119(3) 0.1088(3) 0.0251(8) Uani 1 1 d . . .
H37 H 0.559(4) 0.496(4) 0.149(3) 0.042(13) Uiso 1 1 d . . .
N41 N 0.9664(4) 0.3601(4) 0.2050(4) 0.0658(13) Uani 1 1 d . . .
C41 C 0.9651(4) 0.3987(4) 0.1508(4) 0.0503(12) Uani 1 1 d . . .
C42 C 0.9614(6) 0.4447(6) 0.0793(5) 0.086(2) Uani 1 1 d . . .
H42A H 1.0266 0.4291 0.0464 0.129 Uiso 1 1 calc R . .
H42B H 0.9630 0.5270 0.1082 0.129 Uiso 1 1 calc R . .
H42C H 0.8923 0.4090 0.0350 0.129 Uiso 1 1 calc R . .
N51 N 0.7581(3) 0.1418(3) 0.0539(3) 0.0421(9) Uani 1 1 d . . .
C51 C 0.7258(3) 0.2010(4) 0.1175(3) 0.0335(10) Uani 1 1 d . . .
C52 C 0.6845(4) 0.2764(4) 0.2003(4) 0.0506(12) Uani 1 1 d . . .
H52A H 0.6023 0.2593 0.1919 0.076 Uiso 1 1 calc R . .
H52B H 0.7079 0.3557 0.2092 0.076 Uiso 1 1 calc R . .
H52C H 0.7156 0.2645 0.2552 0.076 Uiso 1 1 calc R . .
N61 N 0.1383(4) 0.1336(4) 0.4033(4) 0.0554(13) Uani 1 1 d . . .
C61 C 0.0853(9) 0.0754(10) 0.4152(9) 0.149(4) Uani 1 1 d . . .
C62 C -0.0025(11) -0.0154(17) 0.4282(18) 0.352(16) Uani 1 1 d . . .
Cl1 Cl 0.34611(8) 0.22449(8) 0.12433(7) 0.0303(2) Uani 1 1 d . . .
O11 O 0.2692(2) 0.3017(2) 0.1616(2) 0.0401(7) Uani 1 1 d . . .
O12 O 0.4294(3) 0.2757(3) 0.0864(3) 0.0532(9) Uani 1 1 d . . .
O13 O 0.3974(3) 0.1943(3) 0.1956(2) 0.0555(9) Uani 1 1 d . . .
O14 O 0.2843(2) 0.1226(2) 0.0507(2) 0.0453(8) Uani 1 1 d . . .
Cl2 Cl 0.18138(13) 0.77714(11) 0.57246(9) 0.0570(4) Uani 1 1 d . . .
O21 O 0.0963(4) 0.7259(5) 0.6033(5) 0.121(2) Uani 1 1 d . . .
O22 O 0.2615(4) 0.8607(4) 0.6444(3) 0.0878(14) Uani 1 1 d . . .
O23 O 0.2809(9) 0.6940(8) 0.5618(8) 0.053(3) Uani 0.40 1 d P . .
O24 O 0.1869(12) 0.7688(13) 0.4793(10) 0.063(4) Uani 0.40 1 d P . .
O25 O 0.2149(10) 0.6941(9) 0.5124(10) 0.101(4) Uani 0.50 1 d P . .
O26 O 0.0992(14) 0.8615(16) 0.5666(16) 0.070(5) Uani 0.30 1 d P . .
O27 O 0.1508(19) 0.8317(18) 0.5151(15) 0.115(7) Uani 0.40 1 d P . .
Cl3 Cl 0.13979(10) 0.7596(2) 0.23410(12) 0.0864(6) Uani 1 1 d . . .
O31 O 0.1558(3) 0.7274(4) 0.1413(3) 0.0696(11) Uani 1 1 d . . .
O32 O 0.2285(4) 0.7627(4) 0.2971(3) 0.0881(14) Uani 1 1 d . . .
O33 O 0.0342(4) 0.7368(9) 0.2448(5) 0.190(4) Uani 1 1 d . . .
O34 O 0.1693(10) 0.8947(8) 0.2611(7) 0.216(4) Uani 1 1 d . . .
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'
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
O1 Fe1 O2 172.47(11) . . ?
O1 Fe1 N24 91.25(11) . . ?
O2 Fe1 N24 82.39(11) . . ?
O1 Fe1 N4 83.32(12) . . ?
O2 Fe1 N4 93.14(12) . . ?
N24 Fe1 N4 94.81(12) . . ?
O1 Fe1 N5 92.55(11) . . ?
O2 Fe1 N5 93.77(12) . . ?
N24 Fe1 N5 176.15(12) . . ?
N4 Fe1 N5 85.09(12) . . ?
O1 Fe1 N25 92.04(12) . . ?
O2 Fe1 N25 91.88(12) . . ?
N24 Fe1 N25 88.88(12) . . ?
N4 Fe1 N25 174.13(12) . . ?
N5 Fe1 N25 91.54(12) . . ?
C1 O1 Fe1 111.1(2) . . ?
C21 O2 Fe1 110.8(2) . . ?
C3 N1 C1 123.8(3) . . ?
C3 N1 H1N 115(3) . . ?
C1 N1 H1N 118(3) . . ?
C2 N2 C4 117.7(3) . . ?
C5 N3 C6 121.8(4) . . ?
C5 N3 H3N 112(4) . . ?
C6 N3 H3N 126(4) . . ?
C12 N4 C8 119.8(3) . . ?
C12 N4 Fe1 128.4(3) . . ?
C8 N4 Fe1 111.6(2) . . ?
C17 N5 C13 117.8(3) . . ?
C17 N5 Fe1 117.6(3) . . ?
C13 N5 Fe1 124.6(2) . . ?
C24 N21 C21 123.9(3) . . ?
C24 N21 H21N 122(3) . . ?
C21 N21 H21N 114(3) . . ?
C22 N22 C23 117.7(3) . . ?
C26 N23 C27 122.0(3) . . ?
C26 N23 H23N 120(3) . . ?
C27 N23 H23N 118(3) . . ?
C28 N24 C32 119.0(3) . . ?
C28 N24 Fe1 112.7(2) . . ?
C32 N24 Fe1 128.4(2) . . ?
C37 N25 C33 117.0(3) . . ?
C37 N25 Fe1 118.1(3) . . ?
C33 N25 Fe1 124.9(2) . . ?
O1 C1 N1 110.0(3) . . ?
O1 C1 C8 108.4(3) . . ?
N1 C1 C8 110.1(3) . . ?
O1 C1 C2 107.4(3) . . ?
N1 C1 C2 110.1(3) . . ?
C8 C1 C2 110.8(3) . . ?
N2 C2 C13 116.3(3) . . ?
N2 C2 C1 126.1(3) . . ?
C13 C2 C1 117.5(3) . . ?
N1 C3 C4 119.2(3) . . ?
N1 C3 C7 122.6(3) . . ?
C4 C3 C7 118.3(3) . . ?
C5 C4 C3 119.7(4) . . ?
C5 C4 N2 117.8(3) . . ?
C3 C4 N2 122.5(3) . . ?
N3 C5 C4 120.0(4) . . ?
N3 C5 H5 117(2) . . ?
C4 C5 H5 122(2) . . ?
C7 C6 N3 120.8(4) . . ?
C7 C6 H6 118(3) . . ?
N3 C6 H6 121(3) . . ?
C6 C7 C3 119.4(4) . . ?
C6 C7 H7 123(2) . . ?
C3 C7 H7 117(2) . . ?
N4 C8 C9 121.5(4) . . ?
N4 C8 C1 112.4(3) . . ?
C9 C8 C1 126.0(3) . . ?
C8 C9 C10 119.2(4) . . ?
C8 C9 H9 118(3) . . ?
C10 C9 H9 123(3) . . ?
C9 C10 C11 119.0(4) . . ?
C9 C10 H10 123(2) . . ?
C11 C10 H10 118(2) . . ?
C12 C11 C10 119.4(4) . . ?
C12 C11 H11 121(2) . . ?
C10 C11 H11 120(2) . . ?
N4 C12 C11 121.2(4) . . ?
N4 C12 H12 114(3) . . ?
C11 C12 H12 124(3) . . ?
N5 C13 C14 120.9(3) . . ?
N5 C13 C2 120.1(3) . . ?
C14 C13 C2 119.0(3) . . ?
C15 C14 C13 119.9(4) . . ?
C15 C14 H14 123(3) . . ?
C13 C14 H14 117(3) . . ?
C16 C15 C14 119.0(4) . . ?
C16 C15 H15 125(3) . . ?
C14 C15 H15 116(3) . . ?
C17 C16 C15 119.0(4) . . ?
C17 C16 H16 123(2) . . ?
C15 C16 H16 118(2) . . ?
N5 C17 C16 123.3(4) . . ?
N5 C17 H17 116(3) . . ?
C16 C17 H17 121(3) . . ?
O2 C21 N21 110.5(3) . . ?
O2 C21 C22 107.2(3) . . ?
N21 C21 C22 110.1(3) . . ?
O2 C21 C28 107.8(3) . . ?
N21 C21 C28 108.6(3) . . ?
C22 C21 C28 112.6(3) . . ?
N22 C22 C33 115.6(3) . . ?
N22 C22 C21 126.2(3) . . ?
C33 C22 C21 118.0(3) . . ?
C27 C23 N22 118.6(4) . . ?
C27 C23 C24 119.1(3) . . ?
N22 C23 C24 122.3(3) . . ?
N21 C24 C23 119.3(3) . . ?
N21 C24 C25 121.6(4) . . ?
C23 C24 C25 119.2(3) . . ?
C26 C25 C24 118.9(4) . . ?
C26 C25 H25 120(2) . . ?
C24 C25 H25 120(2) . . ?
N23 C26 C25 121.0(4) . . ?
N23 C26 H26 113(2) . . ?
C25 C26 H26 126(2) . . ?
N23 C27 C23 119.9(4) . . ?
N23 C27 H27 120(3) . . ?
C23 C27 H27 120(3) . . ?
N24 C28 C29 122.3(3) . . ?
N24 C28 C21 111.8(3) . . ?
C29 C28 C21 125.9(3) . . ?
C28 C29 C30 118.5(3) . . ?
C28 C29 H55 123(2) . . ?
C30 C29 H55 118(2) . . ?
C31 C30 C29 119.5(4) . . ?
C31 C30 H30 121(2) . . ?
C29 C30 H30 119(2) . . ?
C30 C31 C32 119.1(4) . . ?
C30 C31 H31 121(2) . . ?
C32 C31 H31 120(2) . . ?
N24 C32 C31 121.7(3) . . ?
N24 C32 H32 116(2) . . ?
C31 C32 H32 122(2) . . ?
N25 C33 C34 121.6(3) . . ?
N25 C33 C22 119.7(3) . . ?
C34 C33 C22 118.7(3) . . ?
C35 C34 C33 120.2(4) . . ?
C35 C34 H34 125(2) . . ?
C33 C34 H34 115(2) . . ?
C34 C35 C36 118.5(4) . . ?
C34 C35 H54 124(3) . . ?
C36 C35 H54 117(3) . . ?
C37 C36 C35 118.9(4) . . ?
C37 C36 H36 121(3) . . ?
C35 C36 H36 120(3) . . ?
N25 C37 C36 123.6(4) . . ?
N25 C37 H37 116(3) . . ?
C36 C37 H37 121(3) . . ?
N41 C41 C42 178.2(6) . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N51 C51 C52 179.1(5) . . ?
C51 C52 H52A 109.5 . . ?
C51 C52 H52B 109.5 . . ?
H52A C52 H52B 109.5 . . ?
C51 C52 H52C 109.5 . . ?
H52A C52 H52C 109.5 . . ?
H52B C52 H52C 109.5 . . ?
N61 C61 C62 176.3(11) . . ?
O13 Cl1 O12 110.7(2) . . ?
O13 Cl1 O11 109.9(2) . . ?
O12 Cl1 O11 109.91(19) . . ?
O13 Cl1 O14 108.6(2) . . ?
O12 Cl1 O14 108.77(19) . . ?
O11 Cl1 O14 108.81(19) . . ?
O25 Cl2 O21 103.5(6) . . ?
O25 Cl2 O27 98.2(13) . . ?
O21 Cl2 O27 117.3(10) . . ?
O25 Cl2 O22 118.9(6) . . ?
O21 Cl2 O22 114.6(4) . . ?
O27 Cl2 O22 103.8(8) . . ?
O25 Cl2 O24 58.1(8) . . ?
O21 Cl2 O24 127.1(7) . . ?
O27 Cl2 O24 40.4(10) . . ?
O22 Cl2 O24 117.4(7) . . ?
O25 Cl2 O26 134.0(11) . . ?
O21 Cl2 O26 86.5(7) . . ?
O27 Cl2 O26 40.8(11) . . ?
O22 Cl2 O26 95.5(8) . . ?
O24 Cl2 O26 79.9(8) . . ?
O25 Cl2 O23 39.1(7) . . ?
O21 Cl2 O23 104.2(4) . . ?
O27 Cl2 O23 127.7(13) . . ?
O22 Cl2 O23 84.8(5) . . ?
O24 Cl2 O23 89.4(6) . . ?
O26 Cl2 O23 168.2(8) . . ?
O25 O23 Cl2 48.7(7) . . ?
O27 O24 O25 121.6(17) . . ?
O27 O24 Cl2 67.3(12) . . ?
O25 O24 Cl2 54.8(7) . . ?
O23 O25 Cl2 92.2(11) . . ?
O23 O25 O24 134.8(13) . . ?
Cl2 O25 O24 67.2(8) . . ?
O27 O26 Cl2 59.5(11) . . ?
O24 O27 O26 147(2) . . ?
O24 O27 Cl2 72.3(13) . . ?
O26 O27 Cl2 79.7(15) . . ?
O33 Cl3 O32 122.5(4) . . ?
O33 Cl3 O31 113.4(4) . . ?
O32 Cl3 O31 117.7(3) . . ?
O33 Cl3 O34 107.5(7) . . ?
O32 Cl3 O34 92.0(5) . . ?
O31 Cl3 O34 95.9(4) . . ?
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 O1 1.852(2) . ?
Fe1 O2 1.860(2) . ?
Fe1 N24 1.959(3) . ?
Fe1 N4 1.963(3) . ?
Fe1 N5 2.007(3) . ?
Fe1 N25 2.008(3) . ?
O1 C1 1.395(4) . ?
O2 C21 1.401(5) . ?
N1 C3 1.338(5) . ?
N1 C1 1.460(4) . ?
N1 H1N 0.80(4) . ?
N2 C2 1.288(5) . ?
N2 C4 1.404(5) . ?
N3 C5 1.343(5) . ?
N3 C6 1.356(6) . ?
N3 H3N 0.96(6) . ?
N4 C12 1.340(5) . ?
N4 C8 1.354(5) . ?
N5 C17 1.354(5) . ?
N5 C13 1.361(5) . ?
N21 C24 1.341(5) . ?
N21 C21 1.453(5) . ?
N21 H21N 0.83(5) . ?
N22 C22 1.288(4) . ?
N22 C23 1.395(5) . ?
N23 C26 1.351(5) . ?
N23 C27 1.352(5) . ?
N23 H23N 0.84(5) . ?
N24 C28 1.343(4) . ?
N24 C32 1.348(4) . ?
N25 C37 1.357(5) . ?
N25 C33 1.363(4) . ?
C1 C8 1.525(5) . ?
C1 C2 1.528(5) . ?
C2 C13 1.495(5) . ?
C3 C4 1.404(5) . ?
C3 C7 1.417(5) . ?
C4 C5 1.376(5) . ?
C5 H5 1.00(4) . ?
C6 C7 1.353(6) . ?
C6 H6 0.93(5) . ?
C7 H7 0.94(4) . ?
C8 C9 1.381(5) . ?
C9 C10 1.383(6) . ?
C9 H9 0.85(5) . ?
C10 C11 1.391(6) . ?
C10 H10 0.96(4) . ?
C11 C12 1.384(6) . ?
C11 H11 0.99(4) . ?
C12 H12 0.92(4) . ?
C13 C14 1.394(5) . ?
C14 C15 1.382(6) . ?
C14 H14 0.90(4) . ?
C15 C16 1.375(7) . ?
C15 H15 0.81(4) . ?
C16 C17 1.374(6) . ?
C16 H16 0.93(4) . ?
C17 H17 0.90(4) . ?
C21 C22 1.524(5) . ?
C21 C28 1.535(5) . ?
C22 C33 1.492(5) . ?
C23 C27 1.379(5) . ?
C23 C24 1.406(5) . ?
C24 C25 1.414(5) . ?
C25 C26 1.359(5) . ?
C25 H25 0.91(4) . ?
C26 H26 0.98(4) . ?
C27 H27 0.93(5) . ?
C28 C29 1.383(5) . ?
C29 C30 1.385(5) . ?
C29 H55 0.97(4) . ?
C30 C31 1.381(6) . ?
C30 H30 0.91(4) . ?
C31 C32 1.381(5) . ?
C31 H31 0.94(4) . ?
C32 H32 0.93(4) . ?
C33 C34 1.385(5) . ?
C34 C35 1.375(6) . ?
C34 H34 0.97(4) . ?
C35 C36 1.387(6) . ?
C35 H54 0.90(5) . ?
C36 C37 1.370(6) . ?
C36 H36 1.01(4) . ?
C37 H37 0.88(5) . ?
N41 C41 1.133(7) . ?
C41 C42 1.450(8) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
N51 C51 1.137(6) . ?
C51 C52 1.469(6) . ?
C52 H52A 0.9800 . ?
C52 H52B 0.9800 . ?
C52 H52C 0.9800 . ?
N61 C61 1.011(12) . ?
C61 C62 1.568(15) . ?
Cl1 O13 1.429(3) . ?
Cl1 O12 1.430(3) . ?
Cl1 O11 1.441(3) . ?
Cl1 O14 1.444(3) . ?
Cl2 O25 1.266(10) . ?
Cl2 O21 1.377(5) . ?
Cl2 O27 1.383(14) . ?
Cl2 O22 1.420(5) . ?
Cl2 O24 1.429(13) . ?
Cl2 O26 1.580(15) . ?
Cl2 O23 1.683(10) . ?
O23 O25 1.063(15) . ?
O24 O27 0.97(2) . ?
O24 O25 1.316(19) . ?
O26 O27 1.05(2) . ?
Cl3 O33 1.318(5) . ?
Cl3 O32 1.380(4) . ?
Cl3 O31 1.391(4) . ?
Cl3 O34 1.614(9) . ?
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
O2 Fe1 O1 C1 -94.7(9) . . . . ?
N24 Fe1 O1 C1 -127.1(2) . . . . ?
N4 Fe1 O1 C1 -32.4(2) . . . . ?
N5 Fe1 O1 C1 52.3(2) . . . . ?
N25 Fe1 O1 C1 144.0(2) . . . . ?
O1 Fe1 O2 C21 -67.1(10) . . . . ?
N24 Fe1 O2 C21 -34.4(2) . . . . ?
N4 Fe1 O2 C21 -128.8(2) . . . . ?
N5 Fe1 O2 C21 145.9(2) . . . . ?
N25 Fe1 O2 C21 54.2(2) . . . . ?
O1 Fe1 N4 C12 -167.3(3) . . . . ?
O2 Fe1 N4 C12 6.1(3) . . . . ?
N24 Fe1 N4 C12 -76.6(3) . . . . ?
N5 Fe1 N4 C12 99.6(3) . . . . ?
N25 Fe1 N4 C12 154.8(11) . . . . ?
O1 Fe1 N4 C8 18.4(2) . . . . ?
O2 Fe1 N4 C8 -168.3(2) . . . . ?
N24 Fe1 N4 C8 109.1(2) . . . . ?
N5 Fe1 N4 C8 -74.8(2) . . . . ?
N25 Fe1 N4 C8 -19.6(13) . . . . ?
O1 Fe1 N5 C17 167.8(3) . . . . ?
O2 Fe1 N5 C17 -16.3(3) . . . . ?
N24 Fe1 N5 C17 -20(2) . . . . ?
N4 Fe1 N5 C17 -109.1(3) . . . . ?
N25 Fe1 N5 C17 75.7(3) . . . . ?
O1 Fe1 N5 C13 -11.7(3) . . . . ?
O2 Fe1 N5 C13 164.2(3) . . . . ?
N24 Fe1 N5 C13 160.0(18) . . . . ?
N4 Fe1 N5 C13 71.4(3) . . . . ?
N25 Fe1 N5 C13 -103.8(3) . . . . ?
O1 Fe1 N24 C28 -163.4(3) . . . . ?
O2 Fe1 N24 C28 20.6(2) . . . . ?
N4 Fe1 N24 C28 113.2(3) . . . . ?
N5 Fe1 N24 C28 25(2) . . . . ?
N25 Fe1 N24 C28 -71.4(3) . . . . ?
O1 Fe1 N24 C32 16.7(3) . . . . ?
O2 Fe1 N24 C32 -159.2(3) . . . . ?
N4 Fe1 N24 C32 -66.7(3) . . . . ?
N5 Fe1 N24 C32 -155.0(18) . . . . ?
N25 Fe1 N24 C32 108.7(3) . . . . ?
O1 Fe1 N25 C37 -24.1(3) . . . . ?
O2 Fe1 N25 C37 162.3(3) . . . . ?
N24 Fe1 N25 C37 -115.3(3) . . . . ?
N4 Fe1 N25 C37 13.6(13) . . . . ?
N5 Fe1 N25 C37 68.5(3) . . . . ?
O1 Fe1 N25 C33 157.3(3) . . . . ?
O2 Fe1 N25 C33 -16.3(3) . . . . ?
N24 Fe1 N25 C33 66.1(3) . . . . ?
N4 Fe1 N25 C33 -165.0(11) . . . . ?
N5 Fe1 N25 C33 -110.1(3) . . . . ?
Fe1 O1 C1 N1 159.0(2) . . . . ?
Fe1 O1 C1 C8 38.5(3) . . . . ?
Fe1 O1 C1 C2 -81.2(3) . . . . ?
C3 N1 C1 O1 108.8(4) . . . . ?
C3 N1 C1 C8 -131.7(4) . . . . ?
C3 N1 C1 C2 -9.3(5) . . . . ?
C4 N2 C2 C13 -177.3(3) . . . . ?
C4 N2 C2 C1 -0.9(5) . . . . ?
O1 C1 C2 N2 -114.5(4) . . . . ?
N1 C1 C2 N2 5.2(5) . . . . ?
C8 C1 C2 N2 127.2(4) . . . . ?
O1 C1 C2 C13 61.9(4) . . . . ?
N1 C1 C2 C13 -178.4(3) . . . . ?
C8 C1 C2 C13 -56.3(4) . . . . ?
C1 N1 C3 C4 9.2(5) . . . . ?
C1 N1 C3 C7 -170.4(4) . . . . ?
N1 C3 C4 C5 178.9(4) . . . . ?
C7 C3 C4 C5 -1.5(6) . . . . ?
N1 C3 C4 N2 -3.9(6) . . . . ?
C7 C3 C4 N2 175.8(4) . . . . ?
C2 N2 C4 C5 177.1(4) . . . . ?
C2 N2 C4 C3 -0.2(5) . . . . ?
C6 N3 C5 C4 1.1(6) . . . . ?
C3 C4 C5 N3 0.0(6) . . . . ?
N2 C4 C5 N3 -177.4(4) . . . . ?
C5 N3 C6 C7 -0.6(6) . . . . ?
N3 C6 C7 C3 -0.9(6) . . . . ?
N1 C3 C7 C6 -178.4(4) . . . . ?
C4 C3 C7 C6 2.0(6) . . . . ?
C12 N4 C8 C9 0.7(5) . . . . ?
Fe1 N4 C8 C9 175.6(3) . . . . ?
C12 N4 C8 C1 -176.4(3) . . . . ?
Fe1 N4 C8 C1 -1.5(3) . . . . ?
O1 C1 C8 N4 -23.3(4) . . . . ?
N1 C1 C8 N4 -143.6(3) . . . . ?
C2 C1 C8 N4 94.3(3) . . . . ?
O1 C1 C8 C9 159.8(3) . . . . ?
N1 C1 C8 C9 39.5(5) . . . . ?
C2 C1 C8 C9 -82.6(4) . . . . ?
N4 C8 C9 C10 -1.5(5) . . . . ?
C1 C8 C9 C10 175.2(3) . . . . ?
C8 C9 C10 C11 0.7(6) . . . . ?
C9 C10 C11 C12 0.6(6) . . . . ?
C8 N4 C12 C11 0.7(5) . . . . ?
Fe1 N4 C12 C11 -173.2(3) . . . . ?
C10 C11 C12 N4 -1.4(6) . . . . ?
C17 N5 C13 C14 -2.2(5) . . . . ?
Fe1 N5 C13 C14 177.2(3) . . . . ?
C17 N5 C13 C2 178.3(3) . . . . ?
Fe1 N5 C13 C2 -2.2(5) . . . . ?
N2 C2 C13 N5 158.5(3) . . . . ?
C1 C2 C13 N5 -18.3(5) . . . . ?
N2 C2 C13 C14 -21.0(5) . . . . ?
C1 C2 C13 C14 162.2(3) . . . . ?
N5 C13 C14 C15 2.0(6) . . . . ?
C2 C13 C14 C15 -178.5(4) . . . . ?
C13 C14 C15 C16 0.2(6) . . . . ?
C14 C15 C16 C17 -1.9(7) . . . . ?
C13 N5 C17 C16 0.4(6) . . . . ?
Fe1 N5 C17 C16 -179.1(3) . . . . ?
C15 C16 C17 N5 1.7(7) . . . . ?
Fe1 O2 C21 N21 158.6(2) . . . . ?
Fe1 O2 C21 C22 -81.4(3) . . . . ?
Fe1 O2 C21 C28 40.1(3) . . . . ?
C24 N21 C21 O2 112.1(4) . . . . ?
C24 N21 C21 C22 -6.2(5) . . . . ?
C24 N21 C21 C28 -129.9(4) . . . . ?
C23 N22 C22 C33 -179.9(3) . . . . ?
C23 N22 C22 C21 -5.2(6) . . . . ?
O2 C21 C22 N22 -112.5(4) . . . . ?
N21 C21 C22 N22 7.8(5) . . . . ?
C28 C21 C22 N22 129.1(4) . . . . ?
O2 C21 C22 C33 62.0(4) . . . . ?
N21 C21 C22 C33 -177.7(3) . . . . ?
C28 C21 C22 C33 -56.3(4) . . . . ?
C22 N22 C23 C27 179.9(4) . . . . ?
C22 N22 C23 C24 0.5(5) . . . . ?
C21 N21 C24 C23 2.7(6) . . . . ?
C21 N21 C24 C25 -177.8(4) . . . . ?
C27 C23 C24 N21 -178.6(4) . . . . ?
N22 C23 C24 N21 0.8(6) . . . . ?
C27 C23 C24 C25 1.8(6) . . . . ?
N22 C23 C24 C25 -178.8(4) . . . . ?
N21 C24 C25 C26 179.5(4) . . . . ?
C23 C24 C25 C26 -1.0(6) . . . . ?
C27 N23 C26 C25 2.0(6) . . . . ?
C24 C25 C26 N23 -0.9(6) . . . . ?
C26 N23 C27 C23 -1.1(6) . . . . ?
N22 C23 C27 N23 179.7(3) . . . . ?
C24 C23 C27 N23 -0.8(6) . . . . ?
C32 N24 C28 C29 -0.5(5) . . . . ?
Fe1 N24 C28 C29 179.7(3) . . . . ?
C32 N24 C28 C21 176.6(3) . . . . ?
Fe1 N24 C28 C21 -3.2(4) . . . . ?
O2 C21 C28 N24 -23.1(4) . . . . ?
N21 C21 C28 N24 -142.8(3) . . . . ?
C22 C21 C28 N24 95.0(4) . . . . ?
O2 C21 C28 C29 153.9(4) . . . . ?
N21 C21 C28 C29 34.1(5) . . . . ?
C22 C21 C28 C29 -88.0(4) . . . . ?
N24 C28 C29 C30 0.5(6) . . . . ?
C21 C28 C29 C30 -176.2(4) . . . . ?
C28 C29 C30 C31 -0.2(6) . . . . ?
C29 C30 C31 C32 0.0(6) . . . . ?
C28 N24 C32 C31 0.3(5) . . . . ?
Fe1 N24 C32 C31 -179.9(3) . . . . ?
C30 C31 C32 N24 0.0(6) . . . . ?
C37 N25 C33 C34 3.3(5) . . . . ?
Fe1 N25 C33 C34 -178.1(3) . . . . ?
C37 N25 C33 C22 -175.6(3) . . . . ?
Fe1 N25 C33 C22 3.0(5) . . . . ?
N22 C22 C33 N25 154.0(3) . . . . ?
C21 C22 C33 N25 -21.1(5) . . . . ?
N22 C22 C33 C34 -25.0(5) . . . . ?
C21 C22 C33 C34 159.9(3) . . . . ?
N25 C33 C34 C35 -3.2(6) . . . . ?
C22 C33 C34 C35 175.8(4) . . . . ?
C33 C34 C35 C36 0.0(6) . . . . ?
C34 C35 C36 C37 2.7(6) . . . . ?
C33 N25 C37 C36 -0.4(5) . . . . ?
Fe1 N25 C37 C36 -179.1(3) . . . . ?
C35 C36 C37 N25 -2.6(6) . . . . ?
O21 Cl2 O23 O25 94.1(11) . . . . ?
O27 Cl2 O23 O25 -48.4(15) . . . . ?
O22 Cl2 O23 O25 -151.8(11) . . . . ?
O24 Cl2 O23 O25 -34.2(11) . . . . ?
O26 Cl2 O23 O25 -60(5) . . . . ?
O25 Cl2 O24 O27 172.6(19) . . . . ?
O21 Cl2 O24 O27 89.9(17) . . . . ?
O22 Cl2 O24 O27 -78.8(16) . . . . ?
O26 Cl2 O24 O27 12.2(17) . . . . ?
O23 Cl2 O24 O27 -162.6(16) . . . . ?
O21 Cl2 O24 O25 -82.7(8) . . . . ?
O27 Cl2 O24 O25 -172.6(19) . . . . ?
O22 Cl2 O24 O25 108.6(8) . . . . ?
O26 Cl2 O24 O25 -160.4(11) . . . . ?
O23 Cl2 O24 O25 24.7(7) . . . . ?
Cl2 O23 O25 O24 59.4(14) . . . . ?
O21 Cl2 O25 O23 -95.9(9) . . . . ?
O27 Cl2 O25 O23 143.3(13) . . . . ?
O22 Cl2 O25 O23 32.5(13) . . . . ?
O24 Cl2 O25 O23 138.5(12) . . . . ?
O26 Cl2 O25 O23 165.8(11) . . . . ?
O21 Cl2 O25 O24 125.6(8) . . . . ?
O27 Cl2 O25 O24 4.8(13) . . . . ?
O22 Cl2 O25 O24 -106.0(10) . . . . ?
O26 Cl2 O25 O24 27.3(14) . . . . ?
O23 Cl2 O25 O24 -138.5(12) . . . . ?
O27 O24 O25 O23 -77(3) . . . . ?
Cl2 O24 O25 O23 -68.9(17) . . . . ?
O27 O24 O25 Cl2 -8(2) . . . . ?
O25 Cl2 O26 O27 -35(2) . . . . ?
O21 Cl2 O26 O27 -140.8(17) . . . . ?
O22 Cl2 O26 O27 104.8(16) . . . . ?
O24 Cl2 O26 O27 -12.1(17) . . . . ?
O23 Cl2 O26 O27 14(5) . . . . ?
O25 O24 O27 O26 -28(6) . . . . ?
Cl2 O24 O27 O26 -35(4) . . . . ?
O25 O24 O27 Cl2 7.0(18) . . . . ?
Cl2 O26 O27 O24 33(4) . . . . ?
O25 Cl2 O27 O24 -6.3(16) . . . . ?
O21 Cl2 O27 O24 -116.2(16) . . . . ?
O22 Cl2 O27 O24 116.3(14) . . . . ?
O26 Cl2 O27 O24 -161(3) . . . . ?
O23 Cl2 O27 O24 22.1(19) . . . . ?
O25 Cl2 O27 O26 155.1(16) . . . . ?
O21 Cl2 O27 O26 45.2(19) . . . . ?
O22 Cl2 O27 O26 -82.3(17) . . . . ?
O24 Cl2 O27 O26 161(3) . . . . ?
O23 Cl2 O27 O26 -176.5(14) . . . . ?
