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#$Date: 2024-10-06 10:56:37 +0300 (Sun, 06 Oct 2024) $
#$Revision: 295248 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/69/7716947.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_7716947
loop_
_publ_author_name
'Cropley, Jessica D.'
'Mitchell, Amanda C.'
'Fritsch, Nicole A.'
'Ho, Marissa'
'Wells, Timothy D.'
'Reynolds, Todd M.'
'Brennessel, William W.'
'McNamara, William R.'
_publ_section_title
;
 Mononuclear Fe(III) Schiff base antipyrine complexes for catalytic
 hydrogen generation.
;
_journal_issue                   37
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15421
_journal_page_last               15426
_journal_paper_doi               10.1039/d4dt01876a
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C26 H30 Fe N6 O4, C3.5 H5, 3(N O3)'
_chemical_formula_sum            'C29.5 H35.5 Fe N9 O13'
_chemical_formula_weight         780.02
_chemical_name_common            'FeBAME (NO3)3'
_chemical_name_systematic
'Diaqua Iron (III) N,N?- bis(4-antipyrlmethylidene)ethylenediamine trinitrate'
_chemical_properties_physical    Air-sensitive
_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_method           SHELXL-2019/3
_audit_update_record
;
2024-05-06 deposited with the CCDC.	2024-09-03 downloaded from the CCDC.
;
_cell_angle_alpha                115.034(2)
_cell_angle_beta                 94.913(2)
_cell_angle_gamma                104.992(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8121(5)
_cell_length_b                   14.4735(7)
_cell_length_c                   15.1409(7)
_cell_measurement_reflns_used    9480
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      2.20
_cell_volume                     1834.57(16)
_computing_cell_refinement       'SAINTPLUS (Bruker AXS, 2004)'
_computing_data_collection       'APEX5 (Bruker AXS, 2023)'
_computing_data_reduction        SAINTPLUS
_computing_molecular_graphics    'SHELXLE (Hubschle, 2011)'
_computing_publication_material  'Mercury 2022.2.2 (CCDC, 2022)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 Venture Photon 3'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  'multi-layer optics'
_diffrn_radiation_source         Imus
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0267
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_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       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            75172
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.024
_diffrn_reflns_theta_min         2.204
_exptl_absorpt_coefficient_mu    0.485
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.7061
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_description       needle
_exptl_crystal_F_000             811
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Methanol, Toluene'
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.645
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     523
_refine_ls_number_reflns         7168
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0352
_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)+(0.0500P)²+1.3250P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0934
_refine_ls_wR_factor_ref         0.0959
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6579
_reflns_number_total             7168
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01876a2.cif
_cod_data_source_block           mo_wrm012_0m_a_sq
_cod_depositor_comments
'Adding full bibliography for 7716945--7716947.cif.'
_cod_original_formula_sum        'C29.50 H35.50 Fe N9 O13'
_cod_database_code               7716947
_shelx_shelxl_version_number     2019/3
_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_min   0.888
_shelx_estimated_absorpt_t_max   0.981
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
Fe1 Fe 0.75018(2) 0.48902(2) 0.79842(2) 0.01963(8) Uani 1 1 d . . . . .
O1 O 0.61393(12) 0.38774(9) 0.66838(8) 0.0222(2) Uani 1 1 d . . . . .
O2 O 0.88749(12) 0.58089(10) 0.75880(9) 0.0228(2) Uani 1 1 d . . . . .
O3 O 0.88761(14) 0.40372(11) 0.78081(11) 0.0309(3) Uani 1 1 d D . . . .
H1C H 0.860(3) 0.3350(14) 0.7751(19) 0.046 Uiso 1 1 d D U . . .
H1D H 0.972(2) 0.4195(19) 0.7605(18) 0.046 Uiso 1 1 d D U . . .
O4 O 0.61439(13) 0.57799(10) 0.82118(9) 0.0242(3) Uani 1 1 d D . . . .
H1A H 0.5205(18) 0.5489(17) 0.7846(15) 0.036 Uiso 1 1 d D U . . .
H1B H 0.623(2) 0.6326(15) 0.8830(13) 0.036 Uiso 1 1 d D U . . .
O5 O 0.12683(14) 0.40305(12) 0.70765(10) 0.0362(3) Uani 1 1 d . . . . .
O6 O 0.24470(16) 0.56465(11) 0.82527(10) 0.0348(3) Uani 1 1 d . . . . .
O7 O 0.34540(13) 0.48367(11) 0.70633(9) 0.0294(3) Uani 1 1 d . . . . .
O8 O 0.36694(15) 0.27661(10) 0.99838(9) 0.0295(3) Uani 1 1 d . . . . .
O9 O 0.44519(17) 0.18500(13) 1.06137(11) 0.0407(3) Uani 1 1 d . . . . .
O10 O 0.41193(15) 0.13237(11) 0.90209(10) 0.0333(3) Uani 1 1 d . . . . .
O11 O 0.1697(2) 0.77897(12) 0.21455(11) 0.0470(4) Uani 1 1 d . . . . .
O12A O 0.2487(17) 0.8322(5) 0.3687(5) 0.267(8) Uani 0.560(7) 1 d . . P A 1
O13A O 0.2147(6) 0.9437(3) 0.3209(4) 0.0803(15) Uani 0.560(7) 1 d . . P A 1
N9A N 0.2068(8) 0.8517(3) 0.3008(4) 0.0604(15) Uani 0.560(7) 1 d . . P A 1
O12B O 0.1105(7) 0.8461(5) 0.3516(4) 0.083(2) Uani 0.440(7) 1 d . . P A 2
O13B O 0.1471(7) 0.9391(3) 0.2716(5) 0.0632(19) Uani 0.440(7) 1 d . . P A 2
N9B N 0.1429(7) 0.8566(4) 0.2764(4) 0.0390(13) Uani 0.440(7) 1 d . . P A 2
N1 N 0.38752(15) 0.26656(11) 0.57647(11) 0.0223(3) Uani 1 1 d . . . . .
N2 N 0.26856(16) 0.20549(13) 0.59372(12) 0.0290(3) Uani 1 1 d . . . . .
N3 N 0.64420(16) 0.40133(12) 0.86701(11) 0.0242(3) Uani 1 1 d . . . . .
N4 N 1.09305(15) 0.71885(11) 0.78629(11) 0.0218(3) Uani 1 1 d . . . . .
N5 N 1.20021(15) 0.79983(11) 0.86805(11) 0.0235(3) Uani 1 1 d . . . . .
N6 N 0.85562(15) 0.59047(12) 0.95191(10) 0.0236(3) Uani 1 1 d . . . . .
N7 N 0.23908(16) 0.48481(12) 0.74768(10) 0.0241(3) Uani 1 1 d . . . . .
N8 N 0.40911(16) 0.19676(12) 0.98774(11) 0.0262(3) Uani 1 1 d . . . . .
C1 C 0.38836(18) 0.26825(14) 0.48233(12) 0.0223(3) Uani 1 1 d . . . . .
C2 C 0.38136(18) 0.35933(14) 0.47530(13) 0.0240(3) Uani 1 1 d . . . . .
H2 H 0.374038 0.419537 0.531409 0.029 Uiso 1 1 calc R U . . .
C3 C 0.38530(19) 0.36062(16) 0.38426(14) 0.0295(4) Uani 1 1 d . . . . .
H3 H 0.382079 0.422639 0.377954 0.035 Uiso 1 1 calc R U . . .
C4 C 0.3939(2) 0.27161(17) 0.30270(14) 0.0333(4) Uani 1 1 d . . . . .
H4 H 0.396784 0.272916 0.240667 0.040 Uiso 1 1 calc R U . . .
C5 C 0.3984(2) 0.18138(17) 0.31102(15) 0.0383(5) Uani 1 1 d . . . . .
H5 H 0.402470 0.120228 0.254381 0.046 Uiso 1 1 calc R U . . .
C6 C 0.3968(2) 0.17911(15) 0.40182(14) 0.0327(4) Uani 1 1 d . . . . .
H6 H 0.401554 0.117425 0.408235 0.039 Uiso 1 1 calc R U . . .
C7 C 0.49236(18) 0.32270(13) 0.66147(12) 0.0214(3) Uani 1 1 d . . . . .
C8 C 0.4384(2) 0.29341(15) 0.73307(13) 0.0272(4) Uani 1 1 d . . . . .
C9 C 0.2981(2) 0.22154(17) 0.68734(14) 0.0336(4) Uani 1 1 d . . . . .
C10 C 0.5179(2) 0.32960(15) 0.83148(13) 0.0277(4) Uani 1 1 d . . . . .
H10 H 0.476296 0.299842 0.871941 0.033 Uiso 1 1 calc R U . . .
C11 C 0.1897(3) 0.1713(2) 0.73116(18) 0.0530(7) Uani 1 1 d . . . . .
H11A H 0.237169 0.183768 0.796703 0.080 Uiso 1 1 calc R U . . .
H11B H 0.148302 0.093579 0.686688 0.080 Uiso 1 1 calc R U . . .
H11C H 0.112466 0.203728 0.738861 0.080 Uiso 1 1 calc R U . . .
C12 C 0.1353(2) 0.14113(17) 0.51723(15) 0.0353(4) Uani 1 1 d . . . . .
H12A H 0.056954 0.119524 0.547708 0.053 Uiso 1 1 calc R U . . .
H12B H 0.148787 0.076617 0.465914 0.053 Uiso 1 1 calc R U . . .
H12C H 0.110442 0.183876 0.486540 0.053 Uiso 1 1 calc R U . . .
C13 C 0.99691(17) 0.66184(13) 0.81906(12) 0.0207(3) Uani 1 1 d . . . . .
C14 C 1.16996(18) 0.79661(14) 0.95097(13) 0.0239(3) Uani 1 1 d . . . . .
C15 C 1.04355(18) 0.70957(14) 0.92408(12) 0.0222(3) Uani 1 1 d . . . . .
C16 C 0.97136(18) 0.67272(14) 0.98710(13) 0.0235(3) Uani 1 1 d . . . . .
H16 H 1.010249 0.710256 1.057198 0.028 Uiso 1 1 calc R U . . .
C17 C 0.7229(2) 0.43414(16) 0.96793(13) 0.0286(4) Uani 1 1 d . . . . .
H17A H 0.800991 0.401830 0.964260 0.034 Uiso 1 1 calc R U . . .
H17B H 0.656279 0.409477 1.004954 0.034 Uiso 1 1 calc R U . . .
C18 C 0.7866(2) 0.55665(16) 1.02084(13) 0.0277(4) Uani 1 1 d . . . . .
H18A H 0.709294 0.588844 1.039414 0.033 Uiso 1 1 calc R U . . .
H18B H 0.859002 0.581122 1.082592 0.033 Uiso 1 1 calc R U . . .
C19 C 1.10613(18) 0.68745(13) 0.68488(13) 0.0221(3) Uani 1 1 d . . . . .
C20 C 1.22599(19) 0.66001(14) 0.65505(14) 0.0264(4) Uani 1 1 d . . . . .
H20 H 1.301039 0.663417 0.701504 0.032 Uiso 1 1 calc R U . . .
C21 C 1.2337(2) 0.62748(16) 0.55579(15) 0.0316(4) Uani 1 1 d . . . . .
H21 H 1.315837 0.610018 0.534097 0.038 Uiso 1 1 calc R U . . .
C22 C 1.1220(2) 0.62034(17) 0.48817(15) 0.0349(4) Uani 1 1 d . . . . .
H22 H 1.127851 0.597909 0.420288 0.042 Uiso 1 1 calc R U . . .
C23 C 1.0022(2) 0.64568(17) 0.51900(15) 0.0346(4) Uani 1 1 d . . . . .
H23 H 0.924866 0.638867 0.471905 0.042 Uiso 1 1 calc R U . . .
C24 C 0.99421(19) 0.68102(15) 0.61834(14) 0.0286(4) Uani 1 1 d . . . . .
H24 H 0.913255 0.700470 0.640292 0.034 Uiso 1 1 calc R U . . .
C25 C 1.30619(19) 0.88596(15) 0.85923(15) 0.0287(4) Uani 1 1 d . . . . .
H25A H 1.325009 0.954575 0.919364 0.043 Uiso 1 1 calc R U . . .
H25B H 1.267921 0.891610 0.800436 0.043 Uiso 1 1 calc R U . . .
H25C H 1.396506 0.869297 0.851996 0.043 Uiso 1 1 calc R U . . .
C26 C 1.2591(2) 0.88009(15) 1.05152(14) 0.0307(4) Uani 1 1 d . . . . .
H26A H 1.222721 0.862483 1.102713 0.046 Uiso 1 1 calc R U . . .
H26B H 1.253206 0.950763 1.063164 0.046 Uiso 1 1 calc R U . . .
H26C H 1.360042 0.882034 1.054962 0.046 Uiso 1 1 calc R U . . .
C31 C 1.0177(3) 1.0311(2) 0.1020(3) 0.0646(8) Uani 1 1 d . . . . .
C32 C 0.9247(3) 0.9301(2) 0.0334(3) 0.0651(9) Uani 1 1 d . . . . .
H32 H 0.873160 0.881863 0.055607 0.078 Uiso 1 1 calc R U . . .
C33 C 0.9072(3) 0.8999(2) -0.0667(3) 0.0653(9) Uani 1 1 d . . . . .
H33 H 0.842641 0.830578 -0.113376 0.078 Uiso 1 1 calc R U . . .
C27 C 1.0296(5) 1.0549(4) 0.1985(5) 0.0572(14) Uani 0.5 1 d . . P . .
H27A H 1.080240 1.132342 0.240276 0.086 Uiso 0.5 1 calc R U P . .
H27B H 1.084352 1.013908 0.214149 0.086 Uiso 0.5 1 calc R U P . .
H27C H 0.932847 1.036050 0.211727 0.086 Uiso 0.5 1 calc R U P . .
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'
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
O2 Fe1 O1 100.49(5) . . ?
O2 Fe1 O3 86.53(5) . . ?
O1 Fe1 O3 95.49(5) . . ?
O2 Fe1 O4 93.67(5) . . ?
O1 Fe1 O4 86.34(5) . . ?
O3 Fe1 O4 178.09(6) . . ?
O2 Fe1 N3 166.81(5) . . ?
O1 Fe1 N3 91.34(5) . . ?
O3 Fe1 N3 86.55(6) . . ?
O4 Fe1 N3 92.87(5) . . ?
O2 Fe1 N6 90.89(5) . . ?
O1 Fe1 N6 167.14(5) . . ?
O3 Fe1 N6 91.13(6) . . ?
O4 Fe1 N6 86.98(5) . . ?
N3 Fe1 N6 78.03(6) . . ?
C7 O1 Fe1 122.04(10) . . ?
C13 O2 Fe1 124.40(11) . . ?
Fe1 O3 H1C 122.2(15) . . ?
Fe1 O3 H1D 123.5(15) . . ?
H1C O3 H1D 112(2) . . ?
Fe1 O4 H1A 121.6(14) . . ?
Fe1 O4 H1B 120.9(14) . . ?
H1A O4 H1B 110.8(19) . . ?
O13A N9A O11 122.1(5) . . ?
O13A N9A O12A 119.0(5) . . ?
O11 N9A O12A 118.7(5) . . ?
O13B N9B O11 126.5(5) . . ?
O13B N9B O12B 119.6(5) . . ?
O11 N9B O12B 114.0(5) . . ?
C7 N1 N2 108.80(13) . . ?
C7 N1 C1 128.61(14) . . ?
N2 N1 C1 122.55(14) . . ?
C9 N2 N1 109.07(15) . . ?
C9 N2 C12 129.51(16) . . ?
N1 N2 C12 121.34(14) . . ?
C10 N3 C17 119.75(15) . . ?
C10 N3 Fe1 126.25(12) . . ?
C17 N3 Fe1 113.85(11) . . ?
C13 N4 N5 108.37(13) . . ?
C13 N4 C19 126.68(14) . . ?
N5 N4 C19 123.24(13) . . ?
C14 N5 N4 109.29(14) . . ?
C14 N5 C25 128.19(15) . . ?
N4 N5 C25 121.11(14) . . ?
C16 N6 C18 119.41(15) . . ?
C16 N6 Fe1 126.71(12) . . ?
C18 N6 Fe1 113.85(11) . . ?
O6 N7 O5 120.78(15) . . ?
O6 N7 O7 120.72(15) . . ?
O5 N7 O7 118.49(15) . . ?
O9 N8 O10 121.77(16) . . ?
O9 N8 O8 119.92(15) . . ?
O10 N8 O8 118.31(15) . . ?
C6 C1 C2 122.04(16) . . ?
C6 C1 N1 118.81(16) . . ?
C2 C1 N1 119.14(15) . . ?
C1 C2 C3 118.47(17) . . ?
C1 C2 H2 120.8 . . ?
C3 C2 H2 120.8 . . ?
C4 C3 C2 120.11(18) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 120.38(17) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 120.40(18) . . ?
C4 C5 H5 119.8 . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.58(18) . . ?
C1 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
O1 C7 N1 122.77(15) . . ?
O1 C7 C8 130.53(16) . . ?
N1 C7 C8 106.71(15) . . ?
C9 C8 C7 106.94(16) . . ?
C9 C8 C10 127.97(16) . . ?
C7 C8 C10 125.05(17) . . ?
N2 C9 C8 108.44(16) . . ?
N2 C9 C11 122.47(18) . . ?
C8 C9 C11 129.03(18) . . ?
N3 C10 C8 121.86(16) . . ?
N3 C10 H10 119.1 . . ?
C8 C10 H10 119.1 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O2 C13 N4 121.69(15) . . ?
O2 C13 C15 130.94(15) . . ?
N4 C13 C15 107.38(15) . . ?
N5 C14 C15 108.39(15) . . ?
N5 C14 C26 121.40(16) . . ?
C15 C14 C26 130.11(16) . . ?
C14 C15 C13 106.52(15) . . ?
C14 C15 C16 128.71(16) . . ?
C13 C15 C16 124.77(16) . . ?
N6 C16 C15 122.09(16) . . ?
N6 C16 H16 119.0 . . ?
C15 C16 H16 119.0 . . ?
N3 C17 C18 107.63(14) . . ?
N3 C17 H17A 110.2 . . ?
C18 C17 H17A 110.2 . . ?
N3 C17 H17B 110.2 . . ?
C18 C17 H17B 110.2 . . ?
H17A C17 H17B 108.5 . . ?
N6 C18 C17 107.99(14) . . ?
N6 C18 H18A 110.1 . . ?
C17 C18 H18A 110.1 . . ?
N6 C18 H18B 110.1 . . ?
C17 C18 H18B 110.1 . . ?
H18A C18 H18B 108.4 . . ?
C24 C19 C20 121.87(16) . . ?
C24 C19 N4 118.18(15) . . ?
C20 C19 N4 119.89(15) . . ?
C21 C20 C19 118.44(17) . . ?
C21 C20 H20 120.8 . . ?
C19 C20 H20 120.8 . . ?
C22 C21 C20 120.29(17) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C23 C22 C21 120.29(18) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C22 C23 C24 120.27(18) . . ?
C22 C23 H23 119.9 . . ?
C24 C23 H23 119.9 . . ?
C19 C24 C23 118.80(17) . . ?
C19 C24 H24 120.6 . . ?
C23 C24 H24 120.6 . . ?
N5 C25 H25A 109.5 . . ?
N5 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N5 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C14 C26 H26A 109.5 . . ?
C14 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C14 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C27 C31 C32 116.4(4) . . ?
C27 C31 C33 124.9(4) . 2_775 ?
C32 C31 C33 118.7(3) . 2_775 ?
C33 C32 C31 119.8(3) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C31 121.6(3) . 2_775 ?
C32 C33 H33 119.2 . . ?
C31 C33 H33 119.2 2_775 . ?
C31 C27 H27A 109.5 . . ?
C31 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C31 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
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 O2 1.9570(12) . ?
Fe1 O1 1.9763(12) . ?
Fe1 O3 2.0144(13) . ?
Fe1 O4 2.0355(12) . ?
Fe1 N3 2.0947(14) . ?
Fe1 N6 2.1310(15) . ?
O1 C7 1.278(2) . ?
O2 C13 1.279(2) . ?
O3 H1C 0.924(16) . ?
O3 H1D 0.913(16) . ?
O4 H1A 0.920(16) . ?
O4 H1B 0.914(15) . ?
O5 N7 1.259(2) . ?
O6 N7 1.235(2) . ?
O7 N7 1.2620(19) . ?
O8 N8 1.278(2) . ?
O9 N8 1.233(2) . ?
O10 N8 1.244(2) . ?
O11 N9A 1.227(5) . ?
O11 N9B 1.229(5) . ?
O12A N9A 1.240(7) . ?
O13A N9A 1.213(6) . ?
O12B N9B 1.267(7) . ?
O13B N9B 1.217(7) . ?
N1 C7 1.353(2) . ?
N1 N2 1.388(2) . ?
N1 C1 1.437(2) . ?
N2 C9 1.328(2) . ?
N2 C12 1.455(2) . ?
N3 C10 1.285(2) . ?
N3 C17 1.466(2) . ?
N4 C13 1.357(2) . ?
N4 N5 1.387(2) . ?
N4 C19 1.433(2) . ?
N5 C14 1.331(2) . ?
N5 C25 1.465(2) . ?
N6 C16 1.285(2) . ?
N6 C18 1.473(2) . ?
C1 C6 1.378(3) . ?
C1 C2 1.385(2) . ?
C2 C3 1.390(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.386(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.390(3) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.416(2) . ?
C8 C9 1.393(3) . ?
C8 C10 1.426(3) . ?
C9 C11 1.493(3) . ?
C10 H10 0.9500 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C15 1.413(2) . ?
C14 C15 1.401(2) . ?
C14 C26 1.487(2) . ?
C15 C16 1.431(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.522(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C24 1.381(2) . ?
C19 C20 1.388(2) . ?
C20 C21 1.387(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.386(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.381(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.386(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C31 C27 1.338(7) . ?
C31 C32 1.382(4) . ?
C31 C33 1.401(4) 2_775 ?
C32 C33 1.369(5) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O3 H1C O11 0.924(16) 1.676(17) 2.590(2) 169(2) 2_666 yes
O3 H1C O12A^a 0.924(16) 2.35(2) 3.025(6) 129(2) 2_666 yes
O3 H1C N9A^a 0.924(16) 2.319(18) 3.197(5) 158(2) 2_666 yes
O3 H1C O12B^b 0.924(16) 2.62(2) 3.317(6) 132.6(19) 2_666 yes
O3 H1C N9B^b 0.924(16) 2.534(19) 3.412(6) 159(2) 2_666 yes
O3 H1D O5 0.913(16) 1.803(18) 2.6805(18) 161(2) 1_655 yes
O3 H1D N7 0.913(16) 2.603(17) 3.4962(19) 166(2) 1_655 yes
O4 H1A O7 0.920(16) 1.764(16) 2.6822(18) 175(2) . yes
O4 H1A N7 0.920(16) 2.602(17) 3.4752(19) 158.6(18) . yes
O4 H1B O8 0.914(15) 1.693(16) 2.6029(18) 174(2) 2_667 yes
O4 H1B N8 0.914(15) 2.538(17) 3.402(2) 157.9(19) 2_667 yes
C2 H2 O7 0.95 2.48 3.288(2) 143.3 . yes
C6 H6 O13A^a 0.95 2.41 3.041(4) 123.4 1_545 yes
C10 H10 O8 0.95 2.37 3.296(2) 163.2 . yes
C10 H10 O10 0.95 2.58 3.407(2) 145.2 . yes
C11 H11C O12B^b 0.98 2.24 3.004(7) 134.0 2_566 yes
C11 H11C N9B^b 0.98 2.39 3.169(7) 136.5 2_566 yes
C12 H12A O12B^b 0.98 2.34 3.246(5) 153.2 2_566 yes
C12 H12B O13A^a 0.98 2.50 3.459(5) 166.0 1_545 yes
C16 H16 O11 0.95 2.38 3.292(2) 160.6 1_656 yes
C17 H17B O6 0.99 2.50 3.112(2) 119.6 2_667 yes
C18 H18A O8 0.99 2.51 3.253(2) 131.5 2_667 yes
C25 H25A O10 0.98 2.62 3.198(2) 117.5 1_665 yes
C25 H25C O9 0.98 2.43 3.208(2) 136.0 2_767 yes
C26 H26A O11 0.98 2.48 3.430(3) 163.0 1_656 yes
C26 H26A O13B^b 0.98 2.58 3.428(6) 144.4 1_656 yes
C26 H26C O10 0.98 2.36 3.312(2) 163.0 2_767 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 N1 N2 C9 -0.8(2) . . . . ?
C1 N1 N2 C9 -178.79(16) . . . . ?
C7 N1 N2 C12 176.44(17) . . . . ?
C1 N1 N2 C12 -1.5(3) . . . . ?
C13 N4 N5 C14 -2.13(18) . . . . ?
C19 N4 N5 C14 -168.12(15) . . . . ?
C13 N4 N5 C25 -169.66(15) . . . . ?
C19 N4 N5 C25 24.4(2) . . . . ?
C7 N1 C1 C6 109.4(2) . . . . ?
N2 N1 C1 C6 -73.0(2) . . . . ?
C7 N1 C1 C2 -70.2(2) . . . . ?
N2 N1 C1 C2 107.33(19) . . . . ?
C6 C1 C2 C3 -1.0(3) . . . . ?
N1 C1 C2 C3 178.69(15) . . . . ?
C1 C2 C3 C4 0.9(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C3 C4 C5 C6 -1.2(3) . . . . ?
C2 C1 C6 C5 0.0(3) . . . . ?
N1 C1 C6 C5 -179.68(17) . . . . ?
C4 C5 C6 C1 1.1(3) . . . . ?
Fe1 O1 C7 N1 168.19(12) . . . . ?
Fe1 O1 C7 C8 -12.1(3) . . . . ?
N2 N1 C7 O1 -178.65(15) . . . . ?
C1 N1 C7 O1 -0.8(3) . . . . ?
N2 N1 C7 C8 1.60(19) . . . . ?
C1 N1 C7 C8 179.43(16) . . . . ?
O1 C7 C8 C9 178.47(18) . . . . ?
N1 C7 C8 C9 -1.8(2) . . . . ?
O1 C7 C8 C10 -3.4(3) . . . . ?
N1 C7 C8 C10 176.28(17) . . . . ?
N1 N2 C9 C8 -0.4(2) . . . . ?
C12 N2 C9 C8 -177.32(19) . . . . ?
N1 N2 C9 C11 177.1(2) . . . . ?
C12 N2 C9 C11 0.1(4) . . . . ?
C7 C8 C9 N2 1.3(2) . . . . ?
C10 C8 C9 N2 -176.67(19) . . . . ?
C7 C8 C9 C11 -175.9(2) . . . . ?
C10 C8 C9 C11 6.1(4) . . . . ?
C17 N3 C10 C8 -178.68(17) . . . . ?
Fe1 N3 C10 C8 6.1(3) . . . . ?
C9 C8 C10 N3 -175.8(2) . . . . ?
C7 C8 C10 N3 6.5(3) . . . . ?
Fe1 O2 C13 N4 176.16(11) . . . . ?
Fe1 O2 C13 C15 -3.9(2) . . . . ?
N5 N4 C13 O2 -178.96(14) . . . . ?
C19 N4 C13 O2 -13.6(3) . . . . ?
N5 N4 C13 C15 1.11(17) . . . . ?
C19 N4 C13 C15 166.48(15) . . . . ?
N4 N5 C14 C15 2.26(19) . . . . ?
C25 N5 C14 C15 168.66(16) . . . . ?
N4 N5 C14 C26 -174.54(15) . . . . ?
C25 N5 C14 C26 -8.1(3) . . . . ?
N5 C14 C15 C13 -1.54(19) . . . . ?
C26 C14 C15 C13 174.89(17) . . . . ?
N5 C14 C15 C16 178.44(16) . . . . ?
C26 C14 C15 C16 -5.1(3) . . . . ?
O2 C13 C15 C14 -179.69(17) . . . . ?
N4 C13 C15 C14 0.23(18) . . . . ?
O2 C13 C15 C16 0.3(3) . . . . ?
N4 C13 C15 C16 -179.76(15) . . . . ?
C18 N6 C16 C15 179.97(15) . . . . ?
Fe1 N6 C16 C15 2.3(2) . . . . ?
C14 C15 C16 N6 -179.50(17) . . . . ?
C13 C15 C16 N6 0.5(3) . . . . ?
C10 N3 C17 C18 -135.17(17) . . . . ?
Fe1 N3 C17 C18 40.59(17) . . . . ?
C16 N6 C18 C17 -145.07(16) . . . . ?
Fe1 N6 C18 C17 32.89(17) . . . . ?
N3 C17 C18 N6 -46.45(18) . . . . ?
C13 N4 C19 C24 67.0(2) . . . . ?
N5 N4 C19 C24 -129.65(17) . . . . ?
C13 N4 C19 C20 -110.20(19) . . . . ?
N5 N4 C19 C20 53.1(2) . . . . ?
C24 C19 C20 C21 1.4(3) . . . . ?
N4 C19 C20 C21 178.47(16) . . . . ?
C19 C20 C21 C22 -1.5(3) . . . . ?
C20 C21 C22 C23 0.1(3) . . . . ?
C21 C22 C23 C24 1.6(3) . . . . ?
C20 C19 C24 C23 0.3(3) . . . . ?
N4 C19 C24 C23 -176.88(16) . . . . ?
C22 C23 C24 C19 -1.8(3) . . . . ?
C27 C31 C32 C33 -179.8(3) . . . . ?
C33 C31 C32 C33 -0.4(4) 2_775 . . . ?
C31 C32 C33 C31 0.4(4) . . . 2_775 ?
