#------------------------------------------------------------------------------
#$Date: 2022-08-24 00:33:25 +0200 (Wed 24 de Aug de 2022) $
#$Revision: 277360 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/53/7245363.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_7245363
loop_
_publ_author_name
'Peloquin, Andrew J.'
'McMillen, Colin'
'Pennington, William'
_publ_section_title
;
 Isolation of unique heterocycles formed from pyridine-thiocarboxamides as
 diiodine, iodide, or polyiodide salts
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00904H
_journal_year                    2022
_chemical_formula_moiety         '10.667(I3), 2(C30 H23 Fe N10 O), 4(H2 O)'
_chemical_formula_sum            'C60 H54 Fe2 I32 N20 O6'
_chemical_formula_weight         5323.73
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2022-03-14
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2022-06-27 deposited with the CCDC.	2022-08-18 downloaded from the CCDC.
;
_cell_angle_alpha                97.0570(10)
_cell_angle_beta                 94.9320(10)
_cell_angle_gamma                110.7400(10)
_cell_formula_units_Z            1
_cell_length_a                   10.36580(10)
_cell_length_b                   13.9906(2)
_cell_length_c                   21.5956(3)
_cell_measurement_reflns_used    72888
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.370
_cell_measurement_theta_min      1.578
_cell_volume                     2878.31(7)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'APEX3 v2017.3-0 (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015b)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2015a)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            72888
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         1.578
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.882
_exptl_absorpt_correction_T_max  0.528
_exptl_absorpt_correction_T_min  0.291
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.58a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    3.071
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2350
_exptl_crystal_size_max          0.237
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.099
_exptl_transmission_factor_max   'not measured'
_exptl_transmission_factor_min   'not measured'
_refine_diff_density_max         4.467
_refine_diff_density_min         -2.047
_refine_diff_density_rms         0.247
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     557
_refine_ls_number_reflns         11738
_refine_ls_number_restraints     13
_refine_ls_restrained_S_all      1.090
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0472
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0608P)²+23.6516P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1210
_refine_ls_wR_factor_ref         0.1303
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9201
_reflns_number_total             11738
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00904h2.cif
_cod_data_source_block           27jul20_ajp3_xprep_a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_database_code               7245363
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.473
_shelx_estimated_absorpt_t_min   0.227
_olex2_refinement_description
;
1. Restrained distances
 N10-HN10
 0.86 with sigma of 0.02
 H1O1-O1 = H2O1-O1
 0.87 with sigma of 0.02
 H1O2-O2 = H2O2-O2
 0.87 with sigma of 0.01
 H1O1-H2O1
 1.38 with sigma of 0.04
 H1O2-H2O2
 1.38 with sigma of 0.04
2. Uiso/Uaniso restraints and constraints
C7 \\sim C8: within 2A with sigma of 0.005 and sigma for terminal atoms of 0.01
within 2A
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C16(H16), C17(H17), C21(H26), C22(H27), C23(H28), C24(H29),
  C27(H20), C28(H21), C29(H22), C30(H23)
3.b X=CH2 refined with riding coordinates:
 N4(HN4A,HN4B)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I3 I 0.71125(7) 0.61404(5) 0.31820(3) 0.03854(17) Uani 1 1 d . . . . .
I4 I 0.43086(7) 0.47513(5) 0.27667(3) 0.03349(16) Uani 1 1 d . . . . .
I5 I 0.13211(7) 0.34290(5) 0.21916(3) 0.04182(18) Uani 1 1 d . . . . .
I6 I 0.19315(7) 0.45308(5) 0.09856(3) 0.03499(16) Uani 1 1 d . . . . .
I7 I 0.23900(8) 0.56279(6) -0.00009(3) 0.0517(2) Uani 1 1 d . . . . .
I8 I -0.36764(8) 0.35044(5) 0.16270(4) 0.04677(19) Uani 1 1 d . . . . .
I9 I -0.22877(7) 0.22967(6) 0.09533(3) 0.04325(19) Uani 1 1 d . . . . .
I10 I -0.08997(8) 0.12184(7) 0.01877(3) 0.0490(2) Uani 1 1 d . . . . .
I11 I -0.06186(7) -0.02154(6) 0.12516(3) 0.04498(19) Uani 1 1 d . . . . .
I12 I -0.04685(8) -0.13522(6) 0.21859(4) 0.04733(19) Uani 1 1 d . . . . .
I13 I -0.32429(8) 0.18978(6) 0.40426(4) 0.04625(19) Uani 1 1 d . . . . .
I14 I -0.32738(7) 0.27632(5) 0.29725(4) 0.04224(18) Uani 1 1 d . . . . .
I15 I 0.14028(9) 0.30840(6) 0.38725(4) 0.0523(2) Uani 1 1 d . . . . .
I16 I 0.06030(7) 0.24576(5) 0.50228(3) 0.03962(17) Uani 1 1 d . . . . .
I17 I -0.05286(6) 0.17926(5) 0.62208(3) 0.03678(16) Uani 1 1 d . . . . .
I18 I -0.36506(8) 0.05021(6) 0.53255(3) 0.04552(19) Uani 1 1 d . . . . .
Fe1 Fe 0.44258(13) 0.86214(10) 0.21066(6) 0.0251(3) Uani 1 1 d . . . . .
O4 O 0.5284(8) 0.9302(6) 0.0388(3) 0.0453(18) Uani 1 1 d . . . . .
N1 N 0.5193(8) 0.7752(6) 0.1590(4) 0.0315(18) Uani 1 1 d . . . . .
N2 N 0.4575(8) 0.9322(6) 0.1378(4) 0.0335(19) Uani 1 1 d . . . . .
N3 N 0.3727(7) 0.9728(6) 0.2391(4) 0.0270(17) Uani 1 1 d . . . . .
N4 N 0.4006(8) 1.0568(6) 0.0904(4) 0.0354(19) Uani 1 1 d . . . . .
HN4A H 0.432459 1.041141 0.055624 0.043 Uiso 1 1 calc R U . . .
HN4B H 0.365337 1.105601 0.093371 0.043 Uiso 1 1 calc R U . . .
N5 N 0.2507(7) 0.7580(6) 0.1848(3) 0.0254(16) Uani 1 1 d . . . . .
N6 N 0.4221(7) 0.7958(5) 0.2795(3) 0.0229(15) Uani 1 1 d . . . . .
N7 N 0.6285(7) 0.9430(6) 0.2610(3) 0.0258(16) Uani 1 1 d . . . . .
N8 N 0.2844(7) 0.6734(6) 0.3354(3) 0.0246(16) Uani 1 1 d . . . . .
N9 N 0.5217(8) 0.7791(6) 0.3792(3) 0.0250(16) Uani 1 1 d . . . . .
N10 N 0.2520(9) 0.5948(6) 0.4440(4) 0.0348(19) Uani 1 1 d D . . . .
HN10 H 0.186(10) 0.573(11) 0.413(4) 0.08(5) Uiso 1 1 d D . . . .
C1 C 0.5471(9) 0.8067(8) 0.1016(5) 0.037(2) Uani 1 1 d . . . . .
C2 C 0.6033(10) 0.7554(8) 0.0603(5) 0.039(2) Uani 1 1 d . . . . .
H2 H 0.622515 0.777130 0.020977 0.047 Uiso 1 1 calc R U . . .
C3 C 0.6312(10) 0.6726(9) 0.0763(5) 0.041(3) Uani 1 1 d . . . . .
H3 H 0.672658 0.638154 0.048295 0.049 Uiso 1 1 calc R U . . .
C4 C 0.5999(11) 0.6373(9) 0.1335(5) 0.044(3) Uani 1 1 d . . . . .
H4 H 0.615639 0.578194 0.144293 0.052 Uiso 1 1 calc R U . . .
C5 C 0.5436(9) 0.6951(7) 0.1740(5) 0.033(2) Uani 1 1 d . . . . .
H5 H 0.522828 0.674805 0.213502 0.039 Uiso 1 1 calc R U . . .
C6 C 0.5110(10) 0.8946(8) 0.0894(5) 0.036(2) Uani 1 1 d . . . . .
C7 C 0.4058(9) 1.0080(7) 0.1373(5) 0.0319(19) Uani 1 1 d . U . . .
C8 C 0.3595(9) 1.0339(7) 0.1971(5) 0.0319(19) Uani 1 1 d . U . . .
C9 C 0.3074(9) 1.1133(7) 0.2121(5) 0.035(2) Uani 1 1 d . . . . .
H9 H 0.296754 1.153922 0.181285 0.042 Uiso 1 1 calc R U . . .
C10 C 0.2728(11) 1.1317(8) 0.2698(5) 0.038(2) Uani 1 1 d . . . . .
H10 H 0.237904 1.185050 0.280215 0.045 Uiso 1 1 calc R U . . .
C11 C 0.2892(11) 1.0714(8) 0.3136(6) 0.041(3) Uani 1 1 d . . . . .
H11 H 0.266088 1.082833 0.354802 0.049 Uiso 1 1 calc R U . . .
C12 C 0.3400(9) 0.9937(7) 0.2966(5) 0.034(2) Uani 1 1 d . . . . .
H12 H 0.352100 0.953377 0.327295 0.041 Uiso 1 1 calc R U . . .
C13 C 0.1996(9) 0.6972(7) 0.2295(4) 0.0267(19) Uani 1 1 d . . . . .
C14 C 0.0688(9) 0.6211(7) 0.2204(5) 0.029(2) Uani 1 1 d . . . . .
H14 H 0.036925 0.580561 0.252148 0.035 Uiso 1 1 calc R U . . .
C15 C -0.0170(10) 0.6049(7) 0.1626(5) 0.035(2) Uani 1 1 d . . . . .
H15 H -0.108212 0.553298 0.154663 0.041 Uiso 1 1 calc R U . . .
C16 C 0.0343(10) 0.6654(8) 0.1181(5) 0.033(2) Uani 1 1 d . . . . .
H16 H -0.021696 0.655116 0.078788 0.040 Uiso 1 1 calc R U . . .
C17 C 0.1673(10) 0.7416(8) 0.1300(4) 0.033(2) Uani 1 1 d . . . . .
H17 H 0.200180 0.783027 0.098810 0.039 Uiso 1 1 calc R U . . .
C18 C 0.3032(9) 0.7205(7) 0.2855(4) 0.0241(19) Uani 1 1 d . . . . .
C19 C 0.5309(9) 0.8240(7) 0.3277(4) 0.0228(18) Uani 1 1 d . . . . .
C20 C 0.6512(9) 0.9078(7) 0.3170(4) 0.0254(19) Uani 1 1 d . . . . .
C21 C 0.7749(9) 0.9529(7) 0.3576(4) 0.0272(19) Uani 1 1 d . . . . .
H26 H 0.787092 0.927803 0.395741 0.033 Uiso 1 1 calc R U . . .
C22 C 0.8806(10) 1.0351(7) 0.3419(5) 0.034(2) Uani 1 1 d . . . . .
H27 H 0.967933 1.065300 0.368140 0.040 Uiso 1 1 calc R U . . .
C23 C 0.8575(10) 1.0736(8) 0.2865(5) 0.034(2) Uani 1 1 d . . . . .
H28 H 0.927414 1.132113 0.275863 0.041 Uiso 1 1 calc R U . . .
C24 C 0.7292(9) 1.0242(7) 0.2471(5) 0.030(2) Uani 1 1 d . . . . .
H29 H 0.714061 1.049603 0.209395 0.035 Uiso 1 1 calc R U . . .
C25 C 0.3956(9) 0.7036(7) 0.3787(4) 0.0255(19) Uani 1 1 d . . . . .
C26 C 0.3831(10) 0.6544(7) 0.4359(5) 0.032(2) Uani 1 1 d . . . . .
C27 C 0.4943(11) 0.6644(8) 0.4792(5) 0.036(2) Uani 1 1 d . . . . .
H20 H 0.586649 0.706433 0.474760 0.044 Uiso 1 1 calc R U . . .
C28 C 0.4666(14) 0.6105(9) 0.5300(5) 0.049(3) Uani 1 1 d . . . . .
H21 H 0.542104 0.615874 0.560233 0.058 Uiso 1 1 calc R U . . .
C29 C 0.3368(13) 0.5517(9) 0.5374(5) 0.047(3) Uani 1 1 d . . . . .
H22 H 0.320233 0.515330 0.572037 0.056 Uiso 1 1 calc R U . . .
C30 C 0.2277(12) 0.5450(8) 0.4934(5) 0.043(3) Uani 1 1 d . . . . .
H23 H 0.134805 0.504873 0.498226 0.052 Uiso 1 1 calc R U . . .
O1 O -0.0204(8) 0.5186(7) 0.3884(4) 0.052(2) Uani 1 1 d D . . . .
H1O1 H -0.042(12) 0.456(4) 0.367(5) 0.062 Uiso 1 1 d D U . . .
H2O1 H -0.073(10) 0.546(7) 0.369(5) 0.062 Uiso 1 1 d D U . . .
O2 O 0.2789(8) 1.2105(6) 0.0762(4) 0.0424(18) Uani 1 1 d D . . . .
H1O2 H 0.195(4) 1.201(7) 0.060(5) 0.051 Uiso 1 1 d D U . . .
H2O2 H 0.328(8) 1.2765(18) 0.084(5) 0.051 Uiso 1 1 d D U . . .
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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.01 1.98 -5.01 0.0668
0.98 0.04 5.01 0.0328
-1.99 1.96 -5.03 0.1173
0.03 -2.03 -4.99 0.0885
-3.94 -5.08 -4.01 0.1218
0.01 -1.01 -1.00 0.0964
0.02 -5.01 1.02 0.1007
-1.00 -1.99 5.00 0.0587
1.00 -3.97 5.03 0.0859
-0.98 -0.04 -5.01 0.1103
-0.02 1.03 5.00 0.0314
-0.03 2.03 4.99 0.0379
-1.03 5.01 2.97 0.0770
0.96 5.03 1.99 0.0495
0.99 1.02 0.00 0.0663
1.99 4.01 -5.00 0.0553
-0.01 4.99 -4.02 0.0649
-0.01 -0.98 5.01 0.0374
-2.02 4.98 -1.04 0.1077
1.01 0.99 -5.00 0.0654
-1.01 -0.99 5.00 0.0689
-3.98 -4.04 4.98 0.1229
0.00 0.00 -1.00 0.0741
0.01 1.98 -5.01 0.0668
0.98 0.04 5.01 0.0328
-1.99 1.96 -5.03 0.1173
0.03 -2.03 -4.99 0.0885
-3.94 -5.08 -4.01 0.1218
0.01 -1.01 -1.00 0.0964
0.02 -5.01 1.02 0.1007
-1.00 -1.99 5.00 0.0587
1.00 -3.97 5.03 0.0859
-0.98 -0.04 -5.01 0.1103
-0.02 1.03 5.00 0.0314
-0.03 2.03 4.99 0.0379
-1.03 5.01 2.97 0.0770
0.96 5.03 1.99 0.0495
0.99 1.02 0.00 0.0663
1.99 4.01 -5.00 0.0553
-0.01 4.99 -4.02 0.0649
-0.01 -0.98 5.01 0.0374
-2.02 4.98 -1.04 0.1077
1.01 0.99 -5.00 0.0654
-1.01 -0.99 5.00 0.0689
-3.98 -4.04 4.98 0.1229
0.00 0.00 -1.00 0.0741
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
I3 I4 I5 172.79(3) . . ?
I10 I9 I8 174.40(3) . . ?
I15 I16 I17 174.51(4) . . ?
N1 Fe1 N3 161.6(3) . . ?
N1 Fe1 N5 91.0(3) . . ?
N1 Fe1 N7 91.7(3) . . ?
N2 Fe1 N1 82.5(3) . . ?
N2 Fe1 N3 79.2(3) . . ?
N2 Fe1 N5 98.4(3) . . ?
N2 Fe1 N7 100.5(3) . . ?
N3 Fe1 N5 92.3(3) . . ?
N3 Fe1 N7 91.0(3) . . ?
N5 Fe1 N7 161.2(3) . . ?
N6 Fe1 N1 98.9(3) . . ?
N6 Fe1 N2 178.0(3) . . ?
N6 Fe1 N3 99.5(3) . . ?
N6 Fe1 N5 80.1(3) . . ?
N6 Fe1 N7 81.1(3) . . ?
C1 N1 Fe1 113.0(7) . . ?
C5 N1 Fe1 126.4(7) . . ?
C5 N1 C1 120.6(9) . . ?
C6 N2 Fe1 116.1(7) . . ?
C7 N2 Fe1 118.1(7) . . ?
C7 N2 C6 125.6(8) . . ?
C8 N3 Fe1 117.0(7) . . ?
C12 N3 Fe1 125.9(6) . . ?
C12 N3 C8 117.0(8) . . ?
HN4A N4 HN4B 120.0 . . ?
C7 N4 HN4A 120.0 . . ?
C7 N4 HN4B 120.0 . . ?
C13 N5 Fe1 114.4(6) . . ?
C17 N5 Fe1 127.7(6) . . ?
C17 N5 C13 117.9(8) . . ?
C18 N6 Fe1 122.4(6) . . ?
C18 N6 C19 117.6(7) . . ?
C19 N6 Fe1 120.0(6) . . ?
C20 N7 Fe1 114.0(6) . . ?
C24 N7 Fe1 127.6(6) . . ?
C24 N7 C20 118.4(8) . . ?
C18 N8 C25 114.7(7) . . ?
C19 N9 C25 113.4(7) . . ?
C26 N10 HN10 121(10) . . ?
C30 N10 HN10 115(10) . . ?
C30 N10 C26 121.6(10) . . ?
N1 C1 C6 115.3(9) . . ?
C2 C1 N1 120.4(10) . . ?
C2 C1 C6 124.3(10) . . ?
C1 C2 H2 120.4 . . ?
C3 C2 C1 119.2(11) . . ?
C3 C2 H2 120.4 . . ?
C2 C3 H3 119.3 . . ?
C2 C3 C4 121.3(10) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 121.9 . . ?
C3 C4 C5 116.2(10) . . ?
C5 C4 H4 121.9 . . ?
N1 C5 C4 122.3(10) . . ?
N1 C5 H5 118.9 . . ?
C4 C5 H5 118.9 . . ?
O4 C6 N2 124.9(10) . . ?
O4 C6 C1 122.1(10) . . ?
N2 C6 C1 113.1(9) . . ?
N2 C7 C8 113.0(8) . . ?
N4 C7 N2 124.9(10) . . ?
N4 C7 C8 122.1(9) . . ?
N3 C8 C7 112.3(9) . . ?
N3 C8 C9 121.5(10) . . ?
C9 C8 C7 126.2(9) . . ?
C8 C9 H9 119.8 . . ?
C10 C9 C8 120.4(10) . . ?
C10 C9 H9 119.8 . . ?
C9 C10 H10 120.7 . . ?
C9 C10 C11 118.6(10) . . ?
C11 C10 H10 120.7 . . ?
C10 C11 H11 120.5 . . ?
C10 C11 C12 119.0(11) . . ?
C12 C11 H11 120.5 . . ?
N3 C12 C11 123.4(10) . . ?
N3 C12 H12 118.3 . . ?
C11 C12 H12 118.3 . . ?
N5 C13 C18 112.0(7) . . ?
C14 C13 N5 123.0(8) . . ?
C14 C13 C18 124.9(8) . . ?
C13 C14 H14 120.9 . . ?
C13 C14 C15 118.3(9) . . ?
C15 C14 H14 120.9 . . ?
C14 C15 H15 120.7 . . ?
C16 C15 C14 118.6(8) . . ?
C16 C15 H15 120.7 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.6(9) . . ?
C17 C16 H16 119.7 . . ?
N5 C17 C16 121.7(9) . . ?
N5 C17 H17 119.2 . . ?
C16 C17 H17 119.2 . . ?
N6 C18 C13 110.9(8) . . ?
N8 C18 N6 123.6(8) . . ?
N8 C18 C13 125.5(8) . . ?
N6 C19 C20 112.5(7) . . ?
N9 C19 N6 122.7(8) . . ?
N9 C19 C20 124.8(8) . . ?
N7 C20 C19 112.3(7) . . ?
C21 C20 N7 122.4(8) . . ?
C21 C20 C19 125.3(8) . . ?
C20 C21 H26 120.5 . . ?
C22 C21 C20 118.9(9) . . ?
C22 C21 H26 120.5 . . ?
C21 C22 H27 120.4 . . ?
C21 C22 C23 119.3(8) . . ?
C23 C22 H27 120.4 . . ?
C22 C23 H28 120.5 . . ?
C22 C23 C24 119.0(9) . . ?
C24 C23 H28 120.5 . . ?
N7 C24 C23 122.0(9) . . ?
N7 C24 H29 119.0 . . ?
C23 C24 H29 119.0 . . ?
N8 C25 N9 128.0(8) . . ?
N8 C25 C26 117.9(8) . . ?
N9 C25 C26 114.0(8) . . ?
N10 C26 C25 116.1(9) . . ?
N10 C26 C27 119.8(9) . . ?
C27 C26 C25 124.1(9) . . ?
C26 C27 H20 121.2 . . ?
C26 C27 C28 117.7(10) . . ?
C28 C27 H20 121.2 . . ?
C27 C28 H21 119.0 . . ?
C29 C28 C27 122.0(11) . . ?
C29 C28 H21 119.0 . . ?
C28 C29 H22 120.7 . . ?
C28 C29 C30 118.5(11) . . ?
C30 C29 H22 120.7 . . ?
N10 C30 C29 120.4(10) . . ?
N10 C30 H23 119.8 . . ?
C29 C30 H23 119.8 . . ?
H1O1 O1 H2O1 106(5) . . ?
H1O2 O2 H2O2 109(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
I3 I4 2.8551(9) . ?
I4 I5 3.0449(9) . ?
I6 I7 2.7534(10) . ?
I8 I9 2.9192(11) . ?
I9 I10 2.9006(11) . ?
I11 I12 2.7449(11) . ?
I13 I14 2.7405(11) . ?
I15 I16 2.8286(10) . ?
I16 I17 3.0456(10) . ?
I18 I18 2.7985(16) 2_456 ?
Fe1 N1 1.965(8) . ?
Fe1 N2 1.943(8) . ?
Fe1 N3 1.984(8) . ?
Fe1 N5 1.987(7) . ?
Fe1 N6 1.837(7) . ?
Fe1 N7 1.993(7) . ?
O4 C6 1.257(12) . ?
N1 C1 1.386(13) . ?
N1 C5 1.303(13) . ?
N2 C6 1.358(13) . ?
N2 C7 1.347(13) . ?
N3 C8 1.352(11) . ?
N3 C12 1.339(13) . ?
N4 HN4A 0.8800 . ?
N4 HN4B 0.8800 . ?
N4 C7 1.296(12) . ?
N5 C13 1.382(11) . ?
N5 C17 1.347(11) . ?
N6 C18 1.336(11) . ?
N6 C19 1.376(11) . ?
N7 C20 1.392(11) . ?
N7 C24 1.330(11) . ?
N8 C18 1.325(11) . ?
N8 C25 1.325(12) . ?
N9 C19 1.335(11) . ?
N9 C25 1.357(11) . ?
N10 HN10 0.86(2) . ?
N10 C26 1.358(13) . ?
N10 C30 1.338(13) . ?
C1 C2 1.370(14) . ?
C1 C6 1.452(15) . ?
C2 H2 0.9500 . ?
C2 C3 1.365(15) . ?
C3 H3 0.9500 . ?
C3 C4 1.406(15) . ?
C4 H4 0.9500 . ?
C4 C5 1.418(15) . ?
C5 H5 0.9500 . ?
C7 C8 1.464(15) . ?
C8 C9 1.412(14) . ?
C9 H9 0.9500 . ?
C9 C10 1.347(15) . ?
C10 H10 0.9500 . ?
C10 C11 1.379(15) . ?
C11 H11 0.9500 . ?
C11 C12 1.391(14) . ?
C12 H12 0.9500 . ?
C13 C14 1.375(12) . ?
C13 C18 1.467(12) . ?
C14 H14 0.9500 . ?
C14 C15 1.414(13) . ?
C15 H15 0.9500 . ?
C15 C16 1.377(14) . ?
C16 H16 0.9500 . ?
C16 C17 1.390(13) . ?
C17 H17 0.9500 . ?
C19 C20 1.436(12) . ?
C20 C21 1.382(12) . ?
C21 H26 0.9500 . ?
C21 C22 1.380(13) . ?
C22 H27 0.9500 . ?
C22 C23 1.406(14) . ?
C23 H28 0.9500 . ?
C23 C24 1.407(13) . ?
C24 H29 0.9500 . ?
C25 C26 1.478(13) . ?
C26 C27 1.375(14) . ?
C27 H20 0.9500 . ?
C27 C28 1.400(15) . ?
C28 H21 0.9500 . ?
C28 C29 1.341(17) . ?
C29 H22 0.9500 . ?
C29 C30 1.382(16) . ?
C30 H23 0.9500 . ?
O1 H1O1 0.87(2) . ?
O1 H2O1 0.87(2) . ?
O2 H1O2 0.868(10) . ?
O2 H2O2 0.868(10) . ?
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
Fe1 N1 C1 C2 178.9(7) . . . . ?
Fe1 N1 C1 C6 -1.9(10) . . . . ?
Fe1 N1 C5 C4 -179.7(7) . . . . ?
Fe1 N2 C6 O4 -179.9(8) . . . . ?
Fe1 N2 C6 C1 0.3(10) . . . . ?
Fe1 N2 C7 N4 -175.5(7) . . . . ?
Fe1 N2 C7 C8 6.8(10) . . . . ?
Fe1 N3 C8 C7 -2.2(9) . . . . ?
Fe1 N3 C8 C9 178.4(7) . . . . ?
Fe1 N3 C12 C11 -178.9(7) . . . . ?
Fe1 N5 C13 C14 179.8(7) . . . . ?
Fe1 N5 C13 C18 -2.9(9) . . . . ?
Fe1 N5 C17 C16 -180.0(7) . . . . ?
Fe1 N6 C18 N8 -178.1(6) . . . . ?
Fe1 N6 C18 C13 2.7(10) . . . . ?
Fe1 N6 C19 N9 179.5(6) . . . . ?
Fe1 N6 C19 C20 1.2(10) . . . . ?
Fe1 N7 C20 C19 -3.4(9) . . . . ?
Fe1 N7 C20 C21 178.8(7) . . . . ?
Fe1 N7 C24 C23 -178.9(7) . . . . ?
N1 Fe1 N6 C18 -92.9(7) . . . . ?
N1 Fe1 N6 C19 87.9(7) . . . . ?
N1 C1 C2 C3 0.1(14) . . . . ?
N1 C1 C6 O4 -178.8(9) . . . . ?
N1 C1 C6 N2 1.1(12) . . . . ?
N2 C7 C8 N3 -2.8(11) . . . . ?
N2 C7 C8 C9 176.5(8) . . . . ?
N3 Fe1 N6 C18 87.2(7) . . . . ?
N3 Fe1 N6 C19 -92.0(7) . . . . ?
N3 C8 C9 C10 1.7(14) . . . . ?
N4 C7 C8 N3 179.4(8) . . . . ?
N4 C7 C8 C9 -1.2(14) . . . . ?
N5 Fe1 N6 C18 -3.5(7) . . . . ?
N5 Fe1 N6 C19 177.4(7) . . . . ?
N5 C13 C14 C15 -0.2(14) . . . . ?
N5 C13 C18 N6 0.4(11) . . . . ?
N5 C13 C18 N8 -178.8(8) . . . . ?
N6 C19 C20 N7 1.6(11) . . . . ?
N6 C19 C20 C21 179.3(8) . . . . ?
N7 Fe1 N6 C18 176.7(7) . . . . ?
N7 Fe1 N6 C19 -2.4(6) . . . . ?
N7 C20 C21 C22 -0.7(14) . . . . ?
N8 C25 C26 N10 -10.7(12) . . . . ?
N8 C25 C26 C27 168.3(9) . . . . ?
N9 C19 C20 N7 -176.6(8) . . . . ?
N9 C19 C20 C21 1.0(15) . . . . ?
N9 C25 C26 N10 166.5(8) . . . . ?
N9 C25 C26 C27 -14.6(13) . . . . ?
N10 C26 C27 C28 0.9(14) . . . . ?
C1 N1 C5 C4 0.5(14) . . . . ?
C1 C2 C3 C4 1.8(15) . . . . ?
C2 C1 C6 O4 0.4(15) . . . . ?
C2 C1 C6 N2 -179.8(9) . . . . ?
C2 C3 C4 C5 -2.5(15) . . . . ?
C3 C4 C5 N1 1.3(14) . . . . ?
C5 N1 C1 C2 -1.3(14) . . . . ?
C5 N1 C1 C6 177.9(8) . . . . ?
C6 N2 C7 N4 -0.6(15) . . . . ?
C6 N2 C7 C8 -178.3(8) . . . . ?
C6 C1 C2 C3 -179.0(9) . . . . ?
C7 N2 C6 O4 5.1(15) . . . . ?
C7 N2 C6 C1 -174.8(8) . . . . ?
C7 C8 C9 C10 -177.6(9) . . . . ?
C8 N3 C12 C11 2.4(13) . . . . ?
C8 C9 C10 C11 -0.1(15) . . . . ?
C9 C10 C11 C12 -0.3(15) . . . . ?
C10 C11 C12 N3 -0.9(15) . . . . ?
C12 N3 C8 C7 176.6(8) . . . . ?
C12 N3 C8 C9 -2.8(12) . . . . ?
C13 N5 C17 C16 -0.6(14) . . . . ?
C13 C14 C15 C16 0.3(14) . . . . ?
C14 C13 C18 N6 177.6(9) . . . . ?
C14 C13 C18 N8 -1.6(15) . . . . ?
C14 C15 C16 C17 -0.6(15) . . . . ?
C15 C16 C17 N5 0.8(16) . . . . ?
C17 N5 C13 C14 0.3(14) . . . . ?
C17 N5 C13 C18 177.6(8) . . . . ?
C18 N6 C19 N9 0.3(12) . . . . ?
C18 N6 C19 C20 -178.0(8) . . . . ?
C18 N8 C25 N9 3.4(13) . . . . ?
C18 N8 C25 C26 -179.9(8) . . . . ?
C18 C13 C14 C15 -177.1(9) . . . . ?
C19 N6 C18 N8 1.1(13) . . . . ?
C19 N6 C18 C13 -178.1(7) . . . . ?
C19 N9 C25 N8 -2.2(13) . . . . ?
C19 N9 C25 C26 -179.0(7) . . . . ?
C19 C20 C21 C22 -178.2(9) . . . . ?
C20 N7 C24 C23 1.2(14) . . . . ?
C20 C21 C22 C23 2.8(14) . . . . ?
C21 C22 C23 C24 -2.9(15) . . . . ?
C22 C23 C24 N7 0.9(15) . . . . ?
C24 N7 C20 C19 176.4(8) . . . . ?
C24 N7 C20 C21 -1.3(13) . . . . ?
C25 N8 C18 N6 -2.7(12) . . . . ?
C25 N8 C18 C13 176.3(8) . . . . ?
C25 N9 C19 N6 0.2(12) . . . . ?
C25 N9 C19 C20 178.2(8) . . . . ?
C25 C26 C27 C28 -178.0(9) . . . . ?
C26 N10 C30 C29 -1.1(15) . . . . ?
C26 C27 C28 C29 -0.6(16) . . . . ?
C27 C28 C29 C30 -0.4(17) . . . . ?
C28 C29 C30 N10 1.3(16) . . . . ?
C30 N10 C26 C25 179.0(9) . . . . ?
C30 N10 C26 C27 0.0(14) . . . . ?
