#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/56/4335603.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_4335603
loop_
_publ_author_name
'Craig T. Gutman'
'Ilia A. Guzei'
'Thomas C. Brunold'
_publ_contact_author_address
;
Department of Chemistry
University of Wisconsin-Madison
1101 University Ave
Madison, WI  53706
USA
;
_publ_contact_author_email       iguzei@chem.wisc.edu
_publ_contact_author_fax         608-262-0381
_publ_contact_author_name
;
Guzei, Ilia A. 
;
_publ_contact_author_phone       608-263-4694
_publ_section_title
;
 Structural, Spectroscopic, and Computational Characterization of the
 Azide Adduct of FeIII(2,6-diacetylpyridinebis(semioxamazide)), a
 Functional Analogue of Iron Superoxide Dismutase
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8909
_journal_page_last               8918
_journal_paper_doi               10.1021/ic401098x
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C32 H40 Fe2 N28 Na2 O10'
_chemical_formula_sum            'C32 H40 Fe2 N28 Na2 O10'
_chemical_formula_weight         1134.60
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
;
manual editing of the CIF file 
created by SHELXTL Ver. 6.10
and processed with modiCIfer-03272007. 
;
_cell_angle_alpha                101.746(8)
_cell_angle_beta                 90.285(6)
_cell_angle_gamma                91.305(6)
_cell_formula_units_Z            1
_cell_length_a                   9.6720(9)
_cell_length_b                   10.2084(9)
_cell_length_c                   11.7514(10)
_cell_measurement_reflns_used    9925
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      71.8969
_cell_measurement_theta_min      4.4251
_cell_volume                     1135.64(18)
_computing_cell_refinement       'SAINT Ver. 7.24A (Bruker-AXS, 2007)'
_computing_data_collection       'APEX2 Ver. 2.1-4 (Bruker-AXS, 2007)'
_computing_data_reduction        'SAINT Ver. 7.24A'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  SHELXTL
_computing_structure_solution    'SHELXTL (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Bruker SMART APEX2 area detector'
_diffrn_measurement_method       '0.50° ω and 0.5 ° φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0165
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            21682
_diffrn_reflns_theta_full        67.00
_diffrn_reflns_theta_max         72.26
_diffrn_reflns_theta_min         3.84
_exptl_absorpt_coefficient_mu    6.082
_exptl_absorpt_correction_T_max  0.5543
_exptl_absorpt_correction_T_min  0.2220
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
SADABS  (Bruker-AXS, 2007)
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_description       block
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.551
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     368
_refine_ls_number_reflns         4252
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0256
_refine_ls_R_factor_gt           0.0251
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0438P)²+0.4944P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0679
_refine_ls_wR_factor_ref         0.0683
_reflns_number_gt                4167
_reflns_number_total             4252
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic401098x_si_001.cif
_cod_data_source_block           brunold03
_cod_original_cell_volume        1135.64(17)
_cod_original_sg_symbol_Hall     '-P 1        '
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4335603
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 0.26399(2) 0.28078(2) 0.193930(17) 0.01139(8) Uani 1 1 d . . .
Na1 Na 0.13418(6) 0.35492(6) 0.48272(5) 0.02070(14) Uani 1 1 d . . .
O1 O 0.08219(10) 0.33531(11) 0.28850(9) 0.0164(2) Uani 1 1 d . . .
O2 O -0.14387(11) 0.43524(11) 0.40340(9) 0.0169(2) Uani 1 1 d . . .
O3 O 0.32083(10) 0.30659(11) 0.36568(9) 0.0164(2) Uani 1 1 d . . .
O4 O 0.39260(11) 0.33649(11) 0.58855(9) 0.0185(2) Uani 1 1 d . . .
O5 O 0.02168(13) 0.21657(12) 0.58000(11) 0.0281(3) Uani 1 1 d . . .
N1 N -0.24335(13) 0.46744(13) 0.23596(11) 0.0164(3) Uani 1 1 d . . .
H1A H -0.3164 0.5054 0.2716 0.020 Uiso 1 1 calc R . .
H1B H -0.2364 0.4573 0.1600 0.020 Uiso 1 1 calc R . .
N2 N -0.02304(12) 0.35415(12) 0.11580(11) 0.0137(2) Uani 1 1 d . . .
N3 N 0.10284(12) 0.30603(12) 0.07225(10) 0.0132(2) Uani 1 1 d . . .
N4 N 0.34356(12) 0.23042(12) 0.01779(10) 0.0134(2) Uani 1 1 d . . .
N5 N 0.48178(12) 0.23154(12) 0.20195(10) 0.0136(2) Uani 1 1 d . . .
N6 N 0.54416(13) 0.24975(12) 0.31188(10) 0.0147(2) Uani 1 1 d . . .
N7 N 0.61775(13) 0.36453(13) 0.54450(11) 0.0179(3) Uani 1 1 d . . .
H7A H 0.6431 0.3908 0.6178 0.021 Uiso 1 1 calc R . .
H7B H 0.6796 0.3595 0.4892 0.021 Uiso 1 1 calc R . .
N8 N 0.32024(14) 0.48168(13) 0.19888(11) 0.0174(3) Uani 1 1 d . . .
N9 N 0.32190(13) 0.52233(12) 0.10927(11) 0.0172(3) Uani 1 1 d . . .
N10 N 0.32291(15) 0.56080(14) 0.02354(12) 0.0244(3) Uani 1 1 d . . .
N11 N 0.21059(13) 0.08179(13) 0.17622(12) 0.0189(3) Uani 1 1 d . . .
N12 N 0.09245(14) 0.04301(13) 0.15855(13) 0.0236(3) Uani 1 1 d . . .
N13 N -0.01931(17) 0.00234(16) 0.14057(19) 0.0431(5) Uani 1 1 d . . .
N14 N -0.16838(15) 0.08537(14) 0.51721(12) 0.0223(3) Uani 1 1 d . . .
C1 C -0.14369(15) 0.42551(14) 0.29665(12) 0.0139(3) Uani 1 1 d . . .
C2 C -0.01842(14) 0.36567(14) 0.22875(12) 0.0134(3) Uani 1 1 d . . .
C3 C 0.12162(15) 0.28755(14) -0.03836(12) 0.0137(3) Uani 1 1 d . . .
C4 C 0.01370(15) 0.31274(15) -0.12220(13) 0.0174(3) Uani 1 1 d . . .
H4A H -0.0056 0.4085 -0.1075 0.026 Uiso 1 1 calc R . .
H4B H -0.0711 0.2621 -0.1122 0.026 Uiso 1 1 calc R . .
H4C H 0.0470 0.2841 -0.2018 0.026 Uiso 1 1 calc R . .
C5 C 0.26125(15) 0.24042(14) -0.07257(12) 0.0142(3) Uani 1 1 d . . .
C6 C 0.30932(16) 0.20805(15) -0.18654(13) 0.0176(3) Uani 1 1 d . . .
H6 H 0.2526 0.2186 -0.2501 0.021 Uiso 1 1 calc R . .
C7 C 0.44188(17) 0.16016(16) -0.20434(13) 0.0202(3) Uani 1 1 d . . .
H7 H 0.4761 0.1359 -0.2812 0.024 Uiso 1 1 calc R . .
C8 C 0.52555(16) 0.14711(15) -0.11068(13) 0.0176(3) Uani 1 1 d . . .
H8 H 0.6159 0.1127 -0.1224 0.021 Uiso 1 1 calc R . .
C9 C 0.47244(15) 0.18620(14) 0.00075(13) 0.0139(3) Uani 1 1 d . . .
C10 C 0.55184(14) 0.18694(14) 0.10944(12) 0.0140(3) Uani 1 1 d . . .
C11 C 0.69740(15) 0.14272(15) 0.10432(13) 0.0170(3) Uani 1 1 d . . .
H11A H 0.7300 0.1396 0.1828 0.025 Uiso 1 1 calc R . .
H11B H 0.7556 0.2060 0.0723 0.025 Uiso 1 1 calc R . .
H11C H 0.7026 0.0535 0.0545 0.025 Uiso 1 1 calc R . .
C12 C 0.44852(15) 0.29212(14) 0.38806(12) 0.0137(3) Uani 1 1 d . . .
C13 C 0.48635(15) 0.33257(14) 0.51740(12) 0.0142(3) Uani 1 1 d . . .
C14 C -0.0797(2) 0.1456(2) 0.59791(17) 0.0226(5) Uani 0.814(3) 1 d P A 1
H14 H -0.0940 0.1342 0.6753 0.027 Uiso 0.814(3) 1 calc PR A 1
C15 C -0.2841(2) 0.0040(2) 0.54284(19) 0.0264(5) Uani 0.814(3) 1 d P A 1
H15A H -0.2784 -0.0864 0.4953 0.040 Uiso 0.814(3) 1 calc PR A 1
H15B H -0.3708 0.0440 0.5252 0.040 Uiso 0.814(3) 1 calc PR A 1
H15C H -0.2815 -0.0005 0.6253 0.040 Uiso 0.814(3) 1 calc PR A 1
C16 C -0.1518(2) 0.0943(2) 0.39559(18) 0.0274(5) Uani 0.814(3) 1 d P A 1
H16A H -0.2336 0.1350 0.3691 0.041 Uiso 0.814(3) 1 calc PR A 1
H16B H -0.1412 0.0043 0.3482 0.041 Uiso 0.814(3) 1 calc PR A 1
H16C H -0.0695 0.1494 0.3878 0.041 Uiso 0.814(3) 1 calc PR A 1
C14A C -0.0643(10) 0.1551(9) 0.4954(8) 0.026(2) Uani 0.186(3) 1 d P A 2
H14A H -0.0477 0.1636 0.4176 0.031 Uiso 0.186(3) 1 calc PR A 2
C15A C -0.2106(12) 0.1024(15) 0.6435(10) 0.044(3) Uani 0.186(3) 1 d P A 2
H15D H -0.2701 0.0265 0.6530 0.067 Uiso 0.186(3) 1 calc PR A 2
H15E H -0.2612 0.1856 0.6664 0.067 Uiso 0.186(3) 1 calc PR A 2
H15F H -0.1278 0.1062 0.6926 0.067 Uiso 0.186(3) 1 calc PR A 2
C16A C -0.2731(12) 0.0201(10) 0.4367(10) 0.037(3) Uani 0.186(3) 1 d P A 2
H16D H -0.3483 0.0820 0.4333 0.055 Uiso 0.186(3) 1 calc PR A 2
H16E H -0.3096 -0.0592 0.4626 0.055 Uiso 0.186(3) 1 calc PR A 2
H16F H -0.2329 -0.0069 0.3594 0.055 Uiso 0.186(3) 1 calc PR A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
O3 Fe1 N11 94.89(5) . . yes
O3 Fe1 N8 88.98(5) . . yes
N11 Fe1 N8 175.84(5) . . yes
O3 Fe1 O1 74.55(4) . . yes
N11 Fe1 O1 90.59(5) . . yes
N8 Fe1 O1 91.92(5) . . yes
O3 Fe1 N3 145.90(4) . . yes
N11 Fe1 N3 90.97(5) . . yes
N8 Fe1 N3 86.66(5) . . yes
O1 Fe1 N3 71.82(4) . . yes
O3 Fe1 N4 142.98(4) . . yes
N11 Fe1 N4 87.11(5) . . yes
N8 Fe1 N4 88.87(5) . . yes
O1 Fe1 N4 142.45(4) . . yes
N3 Fe1 N4 70.76(5) . . yes
O3 Fe1 N5 71.93(4) . . yes
N11 Fe1 N5 89.68(5) . . yes
N8 Fe1 N5 90.07(5) . . yes
O1 Fe1 N5 146.38(4) . . yes
N3 Fe1 N5 141.80(5) . . yes
N4 Fe1 N5 71.13(5) . . yes
O5 Na1 O3 127.04(5) . . ?
O5 Na1 O2 108.68(5) . 2_566 ?
O3 Na1 O2 113.74(5) . 2_566 ?
O5 Na1 O1 117.78(5) . . ?
O3 Na1 O1 66.80(4) . . ?
O2 Na1 O1 117.80(5) 2_566 . ?
O5 Na1 O4 95.09(4) . . ?
O3 Na1 O4 61.99(4) . . ?
O2 Na1 O4 82.25(4) 2_566 . ?
O1 Na1 O4 128.74(4) . . ?
O5 Na1 C1 90.05(4) . 2_566 ?
O3 Na1 C1 122.36(4) . 2_566 ?
O2 Na1 C1 20.96(4) 2_566 2_566 ?
O1 Na1 C1 137.91(5) . 2_566 ?
O4 Na1 C1 73.79(4) . 2_566 ?
C2 O1 Fe1 114.96(9) . . ?
C2 O1 Na1 136.45(9) . . ?
Fe1 O1 Na1 107.73(5) . . ?
C1 O2 Na1 117.76(10) . 2_566 ?
C12 O3 Fe1 117.17(9) . . ?
C12 O3 Na1 132.06(9) . . ?
Fe1 O3 Na1 110.76(5) . . ?
C13 O4 Na1 110.66(9) . . ?
C14 O5 C14A 57.1(4) . . ?
C14 O5 Na1 153.25(13) . . ?
C14A O5 Na1 99.0(4) . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
C2 N2 N3 107.61(12) . . ?
C3 N3 N2 118.25(12) . . ?
C3 N3 Fe1 123.09(10) . . ?
N2 N3 Fe1 118.47(9) . . ?
C9 N4 C5 120.90(13) . . ?
C9 N4 Fe1 119.42(10) . . ?
C5 N4 Fe1 119.64(10) . . ?
C10 N5 N6 120.50(12) . . ?
C10 N5 Fe1 121.95(10) . . ?
N6 N5 Fe1 117.55(9) . . ?
C12 N6 N5 106.91(11) . . ?
C13 N7 H7A 120.0 . . ?
C13 N7 H7B 120.0 . . ?
H7A N7 H7B 120.0 . . ?
N9 N8 Fe1 119.02(10) . . ?
N10 N9 N8 179.68(17) . . ?
N12 N11 Fe1 121.08(11) . . ?
N13 N12 N11 178.10(17) . . ?
C14A N14 C14 56.9(5) . . ?
C14A N14 C16A 127.3(7) . . ?
C14 N14 C16A 175.3(5) . . ?
C14A N14 C15 178.6(4) . . ?
C14 N14 C15 122.49(16) . . ?
C16A N14 C15 53.3(5) . . ?
C14A N14 C16 64.3(5) . . ?
C14 N14 C16 121.23(16) . . ?
C16A N14 C16 63.1(5) . . ?
C15 N14 C16 116.26(15) . . ?
C14A N14 C15A 117.0(6) . . ?
C14 N14 C15A 61.9(4) . . ?
C16A N14 C15A 113.4(7) . . ?
C15 N14 C15A 62.8(5) . . ?
C16 N14 C15A 166.2(6) . . ?
O2 C1 N1 124.82(13) . . ?
O2 C1 C2 118.56(13) . . ?
N1 C1 C2 116.59(13) . . ?
O2 C1 Na1 41.27(7) . 2_566 ?
N1 C1 Na1 101.62(9) . 2_566 ?
C2 C1 Na1 125.59(9) . 2_566 ?
O1 C2 N2 126.61(13) . . ?
O1 C2 C1 116.44(12) . . ?
N2 C2 C1 116.92(13) . . ?
N3 C3 C5 112.68(13) . . ?
N3 C3 C4 123.44(13) . . ?
C5 C3 C4 123.88(13) . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N4 C5 C6 120.87(14) . . ?
N4 C5 C3 113.76(13) . . ?
C6 C5 C3 125.37(14) . . ?
C7 C6 C5 118.21(14) . . ?
C7 C6 H6 120.9 . . ?
C5 C6 H6 120.9 . . ?
C6 C7 C8 120.65(14) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C7 C8 C9 117.87(14) . . ?
C7 C8 H8 121.1 . . ?
C9 C8 H8 121.1 . . ?
N4 C9 C8 121.42(14) . . ?
N4 C9 C10 114.26(13) . . ?
C8 C9 C10 124.30(13) . . ?
N5 C10 C9 112.81(13) . . ?
N5 C10 C11 126.77(13) . . ?
C9 C10 C11 120.41(13) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O3 C12 N6 126.09(13) . . ?
O3 C12 C13 113.90(12) . . ?
N6 C12 C13 119.99(13) . . ?
O4 C13 N7 124.68(14) . . ?
O4 C13 C12 118.00(13) . . ?
N7 C13 C12 117.29(12) . . ?
O5 C14 N14 124.79(18) . . ?
O5 C14 H14 117.6 . . ?
N14 C14 H14 117.6 . . ?
N14 C15 H15A 109.5 . . ?
N14 C15 H15B 109.5 . . ?
N14 C15 H15C 109.5 . . ?
N14 C16 H16A 109.5 . . ?
N14 C16 H16B 109.5 . . ?
N14 C16 H16C 109.5 . . ?
N14 C14A O5 121.2(7) . . ?
N14 C14A H14A 119.4 . . ?
O5 C14A H14A 119.4 . . ?
N14 C15A H15D 109.5 . . ?
N14 C15A H15E 109.5 . . ?
H15D C15A H15E 109.5 . . ?
N14 C15A H15F 109.5 . . ?
H15D C15A H15F 109.5 . . ?
H15E C15A H15F 109.5 . . ?
N14 C16A H16D 109.5 . . ?
N14 C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
N14 C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 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 O3 2.0521(10) . yes
Fe1 N11 2.0531(13) . yes
Fe1 N8 2.0990(13) . yes
Fe1 O1 2.1092(10) . yes
Fe1 N3 2.1648(12) . yes
Fe1 N4 2.1776(12) . yes
Fe1 N5 2.1828(12) . yes
Na1 O5 2.2551(14) . ?
Na1 O3 2.2767(12) . ?
Na1 O2 2.2827(12) 2_566 ?
Na1 O1 2.3023(12) . ?
Na1 O4 2.8133(12) . ?
Na1 C1 3.0621(15) 2_566 ?
O1 C2 1.2773(18) . ?
O2 C1 1.2381(18) . ?
O2 Na1 2.2827(12) 2_566 ?
O3 C12 1.2796(18) . ?
O4 C13 1.2323(18) . ?
O5 C14 1.250(2) . ?
O5 C14A 1.337(10) . ?
N1 C1 1.326(2) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N2 C2 1.3089(19) . ?
N2 N3 1.3844(17) . ?
N3 C3 1.2894(19) . ?
N4 C9 1.3375(19) . ?
N4 C5 1.3458(19) . ?
N5 C10 1.2916(19) . ?
N5 N6 1.3988(17) . ?
N6 C12 1.309(2) . ?
N7 C13 1.326(2) . ?
N7 H7A 0.8800 . ?
N7 H7B 0.8800 . ?
N8 N9 1.2079(19) . ?
N9 N10 1.1534(19) . ?
N11 N12 1.2038(19) . ?
N12 N13 1.152(2) . ?
N14 C14A 1.277(10) . ?
N14 C14 1.321(2) . ?
N14 C16A 1.438(10) . ?
N14 C15 1.448(2) . ?
N14 C16 1.460(2) . ?
N14 C15A 1.518(11) . ?
C1 C2 1.5240(19) . ?
C1 Na1 3.0620(15) 2_566 ?
C3 C5 1.474(2) . ?
C3 C4 1.494(2) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.397(2) . ?
C6 C7 1.384(2) . ?
C6 H6 0.9500 . ?
C7 C8 1.393(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.393(2) . ?
C8 H8 0.9500 . ?
C9 C10 1.486(2) . ?
C10 C11 1.486(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.5319(19) . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C14A H14A 0.9500 . ?
C15A H15D 0.9800 . ?
C15A H15E 0.9800 . ?
C15A H15F 0.9800 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 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
N1 H1A O4 0.88 2.20 2.9704(17) 146.1 2_566
N1 H1B N10 0.88 2.28 3.0957(19) 154.0 2_565
N7 H7B O2 0.88 2.19 3.0059(16) 153.6 1_655
N7 H7A N8 0.88 2.30 3.1512(18) 162.6 2_666
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
O3 Fe1 O1 C2 168.06(10) .
N11 Fe1 O1 C2 -97.03(10) .
N8 Fe1 O1 C2 79.65(10) .
N3 Fe1 O1 C2 -6.20(9) .
N4 Fe1 O1 C2 -11.00(13) .
N5 Fe1 O1 C2 172.66(9) .
O3 Fe1 O1 Na1 -3.10(5) .
N11 Fe1 O1 Na1 91.81(6) .
N8 Fe1 O1 Na1 -91.51(5) .
N3 Fe1 O1 Na1 -177.35(6) .
N4 Fe1 O1 Na1 177.84(5) .
N5 Fe1 O1 Na1 1.51(10) .
O5 Na1 O1 C2 73.61(14) .
O3 Na1 O1 C2 -165.40(14) .
O2 Na1 O1 C2 -59.78(14) 2_566
O4 Na1 O1 C2 -162.94(12) .
C1 Na1 O1 C2 -52.17(16) 2_566
O5 Na1 O1 Fe1 -118.06(6) .
O3 Na1 O1 Fe1 2.93(4) .
O2 Na1 O1 Fe1 108.55(5) 2_566
O4 Na1 O1 Fe1 5.38(7) .
C1 Na1 O1 Fe1 116.15(6) 2_566
N11 Fe1 O3 C12 93.21(11) .
N8 Fe1 O3 C12 -85.26(11) .
O1 Fe1 O3 C12 -177.53(11) .
N3 Fe1 O3 C12 -167.77(10) .
N4 Fe1 O3 C12 1.51(14) .
N5 Fe1 O3 C12 5.15(10) .
N11 Fe1 O3 Na1 -86.07(6) .
N8 Fe1 O3 Na1 95.47(6) .
O1 Fe1 O3 Na1 3.19(5) .
N3 Fe1 O3 Na1 12.96(10) .
N4 Fe1 O3 Na1 -177.76(6) .
N5 Fe1 O3 Na1 -174.13(6) .
O5 Na1 O3 C12 -74.03(14) .
O2 Na1 O3 C12 66.34(14) 2_566
O1 Na1 O3 C12 177.80(14) .
O4 Na1 O3 C12 -0.03(12) .
C1 Na1 O3 C12 44.62(14) 2_566
O5 Na1 O3 Fe1 105.10(6) .
O2 Na1 O3 Fe1 -114.53(5) 2_566
O1 Na1 O3 Fe1 -3.07(4) .
O4 Na1 O3 Fe1 179.10(6) .
C1 Na1 O3 Fe1 -136.25(5) 2_566
O5 Na1 O4 C13 140.96(10) .
O3 Na1 O4 C13 11.35(9) .
O2 Na1 O4 C13 -110.84(10) 2_566
O1 Na1 O4 C13 8.79(12) .
C1 Na1 O4 C13 -130.47(10) 2_566
O3 Na1 O5 C14 -109.6(3) .
O2 Na1 O5 C14 108.4(3) 2_566
O1 Na1 O5 C14 -28.9(3) .
O4 Na1 O5 C14 -168.1(3) .
C1 Na1 O5 C14 118.2(3) 2_566
O3 Na1 O5 C14A -85.1(4) .
O2 Na1 O5 C14A 133.0(4) 2_566
O1 Na1 O5 C14A -4.3(4) .
O4 Na1 O5 C14A -143.5(4) .
C1 Na1 O5 C14A 142.8(4) 2_566
C2 N2 N3 C3 -179.62(12) .
C2 N2 N3 Fe1 -4.50(14) .
O3 Fe1 N3 C3 170.88(10) .
N11 Fe1 N3 C3 -88.91(12) .
N8 Fe1 N3 C3 87.66(12) .
O1 Fe1 N3 C3 -179.21(12) .
N4 Fe1 N3 C3 -2.31(11) .
N5 Fe1 N3 C3 1.80(15) .
O3 Fe1 N3 N2 -3.99(14) .
N11 Fe1 N3 N2 96.22(10) .
N8 Fe1 N3 N2 -87.21(10) .
O1 Fe1 N3 N2 5.92(9) .
N4 Fe1 N3 N2 -177.18(11) .
N5 Fe1 N3 N2 -173.06(8) .
O3 Fe1 N4 C9 9.06(14) .
N11 Fe1 N4 C9 -85.24(11) .
N8 Fe1 N4 C9 95.87(11) .
O1 Fe1 N4 C9 -172.45(9) .
N3 Fe1 N4 C9 -177.28(11) .
N5 Fe1 N4 C9 5.41(10) .
O3 Fe1 N4 C5 -172.88(9) .
N11 Fe1 N4 C5 92.82(11) .
N8 Fe1 N4 C5 -86.07(11) .
O1 Fe1 N4 C5 5.61(14) .
N3 Fe1 N4 C5 0.78(10) .
N5 Fe1 N4 C5 -176.53(11) .
O3 Fe1 N5 C10 176.34(12) .
N11 Fe1 N5 C10 81.09(12) .
N8 Fe1 N5 C10 -94.75(12) .
O1 Fe1 N5 C10 171.67(10) .
N3 Fe1 N5 C10 -10.08(15) .
N4 Fe1 N5 C10 -5.97(11) .
O3 Fe1 N5 N6 -3.55(9) .
N11 Fe1 N5 N6 -98.80(10) .
N8 Fe1 N5 N6 85.36(10) .
O1 Fe1 N5 N6 -8.22(14) .
N3 Fe1 N5 N6 170.03(8) .
N4 Fe1 N5 N6 174.14(11) .
C10 N5 N6 C12 -178.46(13) .
Fe1 N5 N6 C12 1.43(14) .
O3 Fe1 N8 N9 171.84(12) .
N11 Fe1 N8 N9 13.4(7) .
O1 Fe1 N8 N9 -113.66(12) .
N3 Fe1 N8 N9 -42.00(12) .
N4 Fe1 N8 N9 28.79(12) .
N5 Fe1 N8 N9 99.92(12) .
O3 Fe1 N11 N12 113.64(13) .
N8 Fe1 N11 N12 -88.0(7) .
O1 Fe1 N11 N12 39.09(13) .
N3 Fe1 N11 N12 -32.73(14) .
N4 Fe1 N11 N12 -103.41(13) .
N5 Fe1 N11 N12 -174.54(13) .
Na1 O2 C1 N1 -65.14(17) 2_566
Na1 O2 C1 C2 112.60(12) 2_566
Fe1 O1 C2 N2 6.79(18) .
Na1 O1 C2 N2 174.52(10) .
Fe1 O1 C2 C1 -171.10(9) .
Na1 O1 C2 C1 -3.4(2) .
N3 N2 C2 O1 -1.53(19) .
N3 N2 C2 C1 176.36(11) .
O2 C1 C2 O1 -3.38(19) .
N1 C1 C2 O1 174.54(12) .
Na1 C1 C2 O1 45.11(16) 2_566
O2 C1 C2 N2 178.51(13) .
N1 C1 C2 N2 -3.56(19) .
Na1 C1 C2 N2 -132.99(11) 2_566
N2 N3 C3 C5 178.12(11) .
Fe1 N3 C3 C5 3.24(17) .
N2 N3 C3 C4 -1.3(2) .
Fe1 N3 C3 C4 -176.15(10) .
C9 N4 C5 C6 -1.6(2) .
Fe1 N4 C5 C6 -179.64(11) .
C9 N4 C5 C3 178.53(12) .
Fe1 N4 C5 C3 0.49(16) .
N3 C3 C5 N4 -2.28(18) .
C4 C3 C5 N4 177.10(13) .
N3 C3 C5 C6 177.86(14) .
C4 C3 C5 C6 -2.8(2) .
N4 C5 C6 C7 2.6(2) .
C3 C5 C6 C7 -177.52(14) .
C5 C6 C7 C8 -1.2(2) .
C6 C7 C8 C9 -1.2(2) .
C5 N4 C9 C8 -0.9(2) .
Fe1 N4 C9 C8 177.09(11) .
C5 N4 C9 C10 177.36(12) .
Fe1 N4 C9 C10 -4.61(16) .
C7 C8 C9 N4 2.4(2) .
C7 C8 C9 C10 -175.78(13) .
N6 N5 C10 C9 -174.63(11) .
Fe1 N5 C10 C9 5.48(17) .
N6 N5 C10 C11 3.7(2) .
Fe1 N5 C10 C11 -176.15(11) .
N4 C9 C10 N5 -0.47(18) .
C8 C9 C10 N5 177.78(14) .
N4 C9 C10 C11 -178.96(13) .
C8 C9 C10 C11 -0.7(2) .
Fe1 O3 C12 N6 -7.09(19) .
Na1 O3 C12 N6 172.00(11) .
Fe1 O3 C12 C13 171.64(9) .
Na1 O3 C12 C13 -9.27(19) .
N5 N6 C12 O3 3.5(2) .
N5 N6 C12 C13 -175.12(12) .
Na1 O4 C13 N7 158.31(12) .
Na1 O4 C13 C12 -19.71(15) .
O3 C12 C13 O4 20.65(19) .
N6 C12 C13 O4 -160.54(14) .
O3 C12 C13 N7 -157.52(13) .
N6 C12 C13 N7 21.3(2) .
C14A O5 C14 N14 -1.3(5) .
Na1 O5 C14 N14 28.0(4) .
C14A N14 C14 O5 1.4(5) .
C16A N14 C14 O5 -154(5) .
C15 N14 C14 O5 179.9(2) .
C16 N14 C14 O5 1.9(3) .
C15A N14 C14 O5 -162.6(7) .
C14 N14 C14A O5 -1.2(5) .
C16A N14 C14A O5 176.4(7) .
C16 N14 C14A O5 179.3(9) .
C15A N14 C14A O5 14.6(11) .
C14 O5 C14A N14 1.3(5) .
Na1 O5 C14A N14 -165.8(6) .
