#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/66/2226680.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2226680
loop_
_publ_author_name
'Alagha, Ahmed B. M.'
'Gaynor, Declan'
'Müller-Bunz, Helge'
'Nolan, Kevin B.'
'Parthasarathi, Laavanya'
_publ_section_title
;
 fac-Tris(4-aminobenzohydroxamato)iron(III) ethanol solvate
;
_journal_coeditor_code           SJ5023
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m853
_journal_page_last               m854
_journal_paper_doi               10.1107/S160053681002413X
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Fe (C7 H7 N2 O2)3], C2 H6 O'
_chemical_formula_moiety         'C21 H21 Fe N6 O6, C2 H6 O'
_chemical_formula_sum            'C23 H27 Fe N6 O7'
_chemical_formula_weight         555.36
_chemical_name_systematic
;
fac-Tris(4-aminobenzohydroxamato)iron(III) ethanol solvate
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.550(3)
_cell_angle_beta                 91.085(4)
_cell_angle_gamma                112.217(3)
_cell_formula_units_Z            2
_cell_length_a                   10.6232(18)
_cell_length_b                   10.6455(18)
_cell_length_c                   13.225(2)
_cell_measurement_reflns_used    4743
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.92
_cell_measurement_theta_min      2.19
_cell_volume                     1305.1(4)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2003)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'SHELXL-97(Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0380
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            24614
_diffrn_reflns_theta_full        27.11
_diffrn_reflns_theta_max         27.11
_diffrn_reflns_theta_min         1.63
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.631
_exptl_absorpt_correction_T_max  0.9813
_exptl_absorpt_correction_T_min  0.8825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             578
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.425
_refine_diff_density_min         -0.311
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     433
_refine_ls_number_reflns         5739
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0438P)²+0.6552P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0905
_refine_ls_wR_factor_ref         0.0940
_reflns_number_gt                5065
_reflns_number_total             5739
_reflns_threshold_expression     'I >2σ(I)'
_cod_data_source_file            sj5023.cif
_cod_data_source_block           I
_cod_database_code               2226680
_cod_database_fobs_code          2226680
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe Fe 0.13879(3) 0.36163(3) 0.16284(2) 0.01220(9) Uani d . 1 . .
O O2 0.06647(14) 0.16143(14) 0.06621(11) 0.0180(3) Uani d . 1 . .
N N1 -0.05305(18) 0.07800(18) 0.09477(14) 0.0187(4) Uani d . 1 . .
H H1N1 -0.087(3) -0.007(3) 0.052(2) 0.035(7) Uiso d . 1 . .
C C1 -0.0862(2) 0.1334(2) 0.18804(16) 0.0161(4) Uani d . 1 . .
O O1 -0.01237(14) 0.26557(14) 0.24206(11) 0.0162(3) Uani d . 1 . .
C C2 -0.2049(2) 0.0445(2) 0.22618(16) 0.0179(4) Uani d . 1 . .
C C3 -0.2669(2) 0.1117(2) 0.30398(18) 0.0239(5) Uani d . 1 . .
H H3 -0.231(3) 0.211(3) 0.331(2) 0.039(7) Uiso d . 1 . .
C C4 -0.3816(2) 0.0325(3) 0.3394(2) 0.0279(5) Uani d . 1 . .
H H4 -0.425(3) 0.078(3) 0.391(2) 0.031(7) Uiso d . 1 . .
C C5 -0.4376(2) -0.1172(2) 0.29942(18) 0.0243(5) Uani d . 1 . .
N N2 -0.5509(2) -0.1970(3) 0.3375(2) 0.0340(5) Uani d . 1 . .
H H1N2 -0.595(3) -0.277(3) 0.296(2) 0.040(9) Uiso d . 1 . .
H H2N2 -0.602(3) -0.147(3) 0.364(2) 0.048(9) Uiso d . 1 . .
C C6 -0.3739(3) -0.1848(2) 0.2234(2) 0.0317(5) Uani d . 1 . .
H H6 -0.410(3) -0.288(3) 0.198(2) 0.043(8) Uiso d . 1 . .
C C7 -0.2604(2) -0.1056(2) 0.1865(2) 0.0286(5) Uani d . 1 . .
H H7 -0.219(3) -0.152(3) 0.136(2) 0.037(7) Uiso d . 1 . .
O O4 0.04007(15) 0.41933(14) 0.06861(11) 0.0175(3) Uani d . 1 . .
N N3 0.03983(18) 0.55267(18) 0.11997(14) 0.0188(4) Uani d . 1 . .
H H1N3 0.008(3) 0.585(3) 0.078(2) 0.029(7) Uiso d . 1 . .
C C8 0.1040(2) 0.6232(2) 0.21800(15) 0.0146(4) Uani d . 1 . .
O O3 0.15716(14) 0.56033(14) 0.26357(10) 0.0149(3) Uani d . 1 . .
C C9 0.1150(2) 0.7704(2) 0.27167(16) 0.0154(4) Uani d . 1 . .
C C10 0.1173(2) 0.8613(2) 0.21373(17) 0.0196(4) Uani d . 1 . .
H H10 0.116(2) 0.832(2) 0.1403(18) 0.014(5) Uiso d . 1 . .
C C11 0.1315(2) 1.0008(2) 0.26579(17) 0.0205(4) Uani d . 1 . .
H H11 0.135(2) 1.060(2) 0.2244(17) 0.015(5) Uiso d . 1 . .
C C12 0.1403(2) 1.0527(2) 0.37769(17) 0.0184(4) Uani d . 1 . .
N N4 0.1479(2) 1.1887(2) 0.42768(17) 0.0238(4) Uani d . 1 . .
H H1N4 0.165(3) 1.217(3) 0.494(2) 0.027(7) Uiso d . 1 . .
H H2N4 0.161(3) 1.247(3) 0.388(2) 0.042(8) Uiso d . 1 . .
C C13 0.1409(2) 0.9625(2) 0.43591(17) 0.0182(4) Uani d . 1 . .
H H13 0.148(2) 0.995(3) 0.508(2) 0.024(6) Uiso d . 1 . .
C C14 0.1295(2) 0.8241(2) 0.38380(16) 0.0168(4) Uani d . 1 . .
H H14 0.129(2) 0.765(2) 0.4247(17) 0.010(5) Uiso d . 1 . .
O O6 0.30277(14) 0.41024(15) 0.09015(11) 0.0178(3) Uani d . 1 . .
N N5 0.41597(18) 0.41538(19) 0.14684(14) 0.0173(4) Uani d . 1 . .
H H1N5 0.480(2) 0.412(2) 0.1112(18) 0.016(6) Uiso d . 1 . .
C C15 0.4028(2) 0.3985(2) 0.24097(15) 0.0145(4) Uani d . 1 . .
O O5 0.28464(14) 0.37299(14) 0.27232(11) 0.0157(3) Uani d . 1 . .
C C16 0.5226(2) 0.4146(2) 0.30955(15) 0.0154(4) Uani d . 1 . .
C C17 0.5013(2) 0.3612(2) 0.39495(16) 0.0178(4) Uani d . 1 . .
H H17 0.408(2) 0.311(2) 0.4045(18) 0.021(6) Uiso d . 1 . .
C C18 0.6104(2) 0.3822(2) 0.46526(16) 0.0175(4) Uani d . 1 . .
H H18 0.592(2) 0.346(3) 0.5211(19) 0.024(6) Uiso d . 1 . .
C C19 0.7457(2) 0.4587(2) 0.45299(15) 0.0158(4) Uani d . 1 . .
N N6 0.8551(2) 0.4808(2) 0.52404(15) 0.0198(4) Uani d . 1 . .
H H1N6 0.835(2) 0.467(2) 0.5823(18) 0.008(5) Uiso d . 1 . .
H H2N6 0.927(3) 0.549(3) 0.529(2) 0.037(8) Uiso d . 1 . .
C C20 0.7675(2) 0.5081(2) 0.36565(17) 0.0186(4) Uani d . 1 . .
H H20 0.854(2) 0.559(2) 0.3568(17) 0.015(5) Uiso d . 1 . .
C C21 0.6581(2) 0.4880(2) 0.29572(17) 0.0187(4) Uani d . 1 . .
H H21 0.677(2) 0.527(2) 0.2400(17) 0.012(5) Uiso d . 1 . .
O O7 0.62865(18) 0.41913(19) 0.03203(14) 0.0300(4) Uani d . 1 A .
H H1O7 0.651(3) 0.473(3) 0.000(2) 0.030(7) Uiso d . 1 . .
C C22 0.6632(3) 0.2992(3) -0.0101(2) 0.0450(7) Uani d . 1 . .
H H22A 0.7633 0.3304 0.0097 0.054 Uiso calc PR 0.626(13) A 1
H H22B 0.6425 0.2649 -0.0893 0.054 Uiso calc PR 0.626(13) A 1
H H22C 0.5911 0.2283 -0.0711 0.054 Uiso d PR 0.374(13) A 2
H H22D 0.7502 0.3321 -0.0395 0.054 Uiso d PR 0.374(13) A 2
C C23A 0.5904(9) 0.1809(6) 0.0278(5) 0.048(2) Uani d P 0.626(13) A 1
H H23A 0.5992 0.2168 0.1062 0.073 Uiso calc PR 0.626(13) A 1
H H23B 0.6297 0.1088 0.0061 0.073 Uiso calc PR 0.626(13) A 1
H H23C 0.4929 0.1371 -0.0032 0.073 Uiso calc PR 0.626(13) A 1
C C23B 0.6799(14) 0.2255(11) 0.0608(8) 0.052(3) Uani d P 0.374(13) A 2
H H23D 0.7001 0.1432 0.0207 0.077 Uiso calc PR 0.374(13) A 2
H H23E 0.5950 0.1914 0.0912 0.077 Uiso calc PR 0.374(13) A 2
H H23F 0.7561 0.2917 0.1189 0.077 Uiso calc PR 0.374(13) 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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Fe O6 . . 90.72(6) ?
O2 Fe O4 . . 92.73(6) ?
O6 Fe O4 . . 91.70(6) ?
O2 Fe O5 . . 104.13(6) ?
O6 Fe O5 . . 78.92(5) ?
O4 Fe O5 . . 160.68(6) ?
O2 Fe O1 . . 79.40(5) ?
O6 Fe O1 . . 162.99(6) ?
O4 Fe O1 . . 102.49(6) ?
O5 Fe O1 . . 90.01(6) ?
O2 Fe O3 . . 163.96(6) ?
O6 Fe O3 . . 102.91(6) ?
O4 Fe O3 . . 78.63(5) ?
O5 Fe O3 . . 86.98(5) ?
O1 Fe O3 . . 89.21(5) ?
N1 O2 Fe . . 111.18(11) ?
C1 N1 O2 . . 117.85(16) ?
C1 N1 H1N1 . . 129.3(18) ?
O2 N1 H1N1 . . 112.1(18) ?
O1 C1 N1 . . 117.72(18) ?
O1 C1 C2 . . 122.48(17) ?
N1 C1 C2 . . 119.79(17) ?
C1 O1 Fe . . 112.64(12) ?
C3 C2 C7 . . 118.2(2) ?
C3 C2 C1 . . 119.10(18) ?
C7 C2 C1 . . 122.69(19) ?
C4 C3 C2 . . 121.1(2) ?
C4 C3 H3 . . 119.6(17) ?
C2 C3 H3 . . 119.3(17) ?
C3 C4 C5 . . 120.8(2) ?
C3 C4 H4 . . 121.3(16) ?
C5 C4 H4 . . 117.9(16) ?
N2 C5 C4 . . 120.7(2) ?
N2 C5 C6 . . 121.0(2) ?
C4 C5 C6 . . 118.3(2) ?
C5 N2 H1N2 . . 114(2) ?
C5 N2 H2N2 . . 112.1(19) ?
H1N2 N2 H2N2 . . 114(3) ?
C7 C6 C5 . . 121.0(2) ?
C7 C6 H6 . . 120.4(17) ?
C5 C6 H6 . . 118.6(17) ?
C6 C7 C2 . . 120.6(2) ?
C6 C7 H7 . . 120.1(17) ?
C2 C7 H7 . . 119.2(17) ?
N3 O4 Fe . . 111.77(11) ?
C8 N3 O4 . . 118.68(16) ?
C8 N3 H1N3 . . 127.3(17) ?
O4 N3 H1N3 . . 113.2(17) ?
O3 C8 N3 . . 117.74(17) ?
O3 C8 C9 . . 122.39(17) ?
N3 C8 C9 . . 119.87(17) ?
C8 O3 Fe . . 113.04(12) ?
C10 C9 C14 . . 118.69(18) ?
C10 C9 C8 . . 121.53(18) ?
C14 C9 C8 . . 119.73(17) ?
C11 C10 C9 . . 120.73(19) ?
C11 C10 H10 . . 118.5(13) ?
C9 C10 H10 . . 120.7(13) ?
C10 C11 C12 . . 120.61(19) ?
C10 C11 H11 . . 118.6(13) ?
C12 C11 H11 . . 120.8(13) ?
N4 C12 C13 . . 121.5(2) ?
N4 C12 C11 . . 119.96(19) ?
C13 C12 C11 . . 118.58(18) ?
C12 N4 H1N4 . . 114.5(18) ?
C12 N4 H2N4 . . 117.8(18) ?
H1N4 N4 H2N4 . . 125(3) ?
C14 C13 C12 . . 120.63(19) ?
C14 C13 H13 . . 119.5(15) ?
C12 C13 H13 . . 119.8(15) ?
C13 C14 C9 . . 120.68(18) ?
C13 C14 H14 . . 119.0(13) ?
C9 C14 H14 . . 120.3(13) ?
N5 O6 Fe . . 112.13(11) ?
C15 N5 O6 . . 117.38(16) ?
C15 N5 H1N5 . . 127.0(15) ?
O6 N5 H1N5 . . 114.4(15) ?
O5 C15 N5 . . 118.19(17) ?
O5 C15 C16 . . 121.59(17) ?
N5 C15 C16 . . 120.18(17) ?
C15 O5 Fe . . 113.19(12) ?
C17 C16 C21 . . 118.42(18) ?
C17 C16 C15 . . 119.09(18) ?
C21 C16 C15 . . 122.41(18) ?
C18 C17 C16 . . 121.01(19) ?
C18 C17 H17 . . 120.6(14) ?
C16 C17 H17 . . 118.4(14) ?
C17 C18 C19 . . 120.58(19) ?
C17 C18 H18 . . 118.3(15) ?
C19 C18 H18 . . 121.1(15) ?
N6 C19 C20 . . 120.91(19) ?
N6 C19 C18 . . 120.57(19) ?
C20 C19 C18 . . 118.49(18) ?
C19 N6 H1N6 . . 115.4(14) ?
C19 N6 H2N6 . . 117(2) ?
H1N6 N6 H2N6 . . 115(2) ?
C21 C20 C19 . . 120.82(19) ?
C21 C20 H20 . . 119.1(14) ?
C19 C20 H20 . . 119.9(14) ?
C20 C21 C16 . . 120.62(19) ?
C20 C21 H21 . . 118.1(13) ?
C16 C21 H21 . . 121.3(13) ?
C22 O7 H1O7 . . 113(2) ?
O7 C22 C23B . . 118.2(4) ?
O7 C22 C23A . . 113.5(3) ?
C23B C22 C23A . . 37.0(4) ?
O7 C22 H22A . . 108.9 ?
C23B C22 H22A . . 73.0 ?
C23A C22 H22A . . 108.9 ?
O7 C22 H22B . . 108.9 ?
C23B C22 H22B . . 129.9 ?
C23A C22 H22B . . 108.9 ?
H22A C22 H22B . . 107.7 ?
O7 C22 H22C . . 107.7 ?
C23B C22 H22C . . 107.9 ?
C23A C22 H22C . . 75.6 ?
H22A C22 H22C . . 136.9 ?
H22B C22 H22C . . 37.7 ?
O7 C22 H22D . . 107.7 ?
C23B C22 H22D . . 107.6 ?
C23A C22 H22D . . 135.6 ?
H22A C22 H22D . . 39.5 ?
H22B C22 H22D . . 71.1 ?
H22C C22 H22D . . 107.1 ?
C22 C23A H22C . . 38.6 ?
C22 C23A H23A . . 109.5 ?
H22C C23A H23A . . 142.0 ?
C22 C23A H23B . . 109.5 ?
H22C C23A H23B . . 102.8 ?
C22 C23A H23C . . 109.5 ?
H22C C23A H23C . . 76.8 ?
C22 C23B H23D . . 109.5 ?
C22 C23B H23E . . 109.5 ?
H23D C23B H23E . . 109.5 ?
C22 C23B H23F . . 109.5 ?
H23D C23B H23F . . 109.5 ?
H23E C23B H23F . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe O2 . 1.9615(14) y
Fe O6 . 1.9769(14) y
Fe O4 . 1.9822(14) y
Fe O5 . 2.0444(14) y
Fe O1 . 2.0470(14) y
Fe O3 . 2.0654(13) y
O2 N1 . 1.383(2) ?
N1 C1 . 1.315(3) ?
N1 H1N1 . 0.84(3) ?
C1 O1 . 1.282(2) ?
C1 C2 . 1.466(3) ?
C2 C3 . 1.394(3) ?
C2 C7 . 1.396(3) ?
C3 C4 . 1.378(3) ?
C3 H3 . 0.93(3) ?
C4 C5 . 1.391(3) ?
C4 H4 . 0.94(3) ?
C5 N2 . 1.390(3) ?
C5 C6 . 1.395(3) ?
N2 H1N2 . 0.80(3) ?
N2 H2N2 . 0.90(3) ?
C6 C7 . 1.380(3) ?
C6 H6 . 0.96(3) ?
C7 H7 . 0.92(3) ?
O4 N3 . 1.378(2) ?
N3 C8 . 1.304(3) ?
N3 H1N3 . 0.86(3) ?
C8 O3 . 1.283(2) ?
C8 C9 . 1.470(3) ?
C9 C10 . 1.398(3) ?
C9 C14 . 1.401(3) ?
C10 C11 . 1.382(3) ?
C10 H10 . 0.92(2) ?
C11 C12 . 1.402(3) ?
C11 H11 . 0.95(2) ?
C12 N4 . 1.368(3) ?
C12 C13 . 1.402(3) ?
N4 H1N4 . 0.83(3) ?
N4 H2N4 . 0.90(3) ?
C13 C14 . 1.382(3) ?
C13 H13 . 0.90(2) ?
C14 H14 . 0.94(2) ?
O6 N5 . 1.379(2) ?
N5 C15 . 1.313(3) ?
N5 H1N5 . 0.84(2) ?
C15 O5 . 1.285(2) ?
C15 C16 . 1.474(3) ?
C16 C17 . 1.396(3) ?
C16 C21 . 1.400(3) ?
C17 C18 . 1.377(3) ?
C17 H17 . 0.96(2) ?
C18 C19 . 1.400(3) ?
C18 H18 . 0.92(2) ?
C19 N6 . 1.381(3) ?
C19 C20 . 1.396(3) ?
N6 H1N6 . 0.84(2) ?
N6 H2N6 . 0.82(3) ?
C20 C21 . 1.380(3) ?
C20 H20 . 0.90(2) ?
C21 H21 . 0.94(2) ?
O7 C22 . 1.417(3) ?
O7 H1O7 . 0.78(3) ?
C22 C23B . 1.438(8) ?
C22 C23A . 1.446(5) ?
C22 H22A . 0.9900 ?
C22 H22B . 0.9900 ?
C22 H22C . 0.9900 ?
C22 H22D . 0.9900 ?
C23A H23A . 0.9800 ?
C23A H23B . 0.9800 ?
C23A H23C . 0.9800 ?
C23B H23D . 0.9800 ?
C23B H23E . 0.9800 ?
C23B H23F . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O7 H1O7 O6 2_665 0.78(3) 1.91(3) 2.694(2) 175(3) y
N6 H1N6 O3 2_666 0.84(2) 2.15(2) 2.968(2) 163.9(19) y
N5 H1N5 O7 . 0.84(2) 1.91(2) 2.740(2) 176(2) y
N3 H1N3 O4 2_565 0.86(3) 1.98(3) 2.755(2) 150(2) y
N1 H1N1 O2 2 0.84(3) 1.99(3) 2.737(2) 149(2) y
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O6 Fe O2 N1 . . . . 175.55(12) ?
O4 Fe O2 N1 . . . . -92.72(12) ?
O5 Fe O2 N1 . . . . 96.80(12) ?
O1 Fe O2 N1 . . . . 9.49(11) ?
O3 Fe O2 N1 . . . . -36.0(3) ?
Fe O2 N1 C1 . . . . -11.7(2) ?
O2 N1 C1 O1 . . . . 6.1(3) ?
O2 N1 C1 C2 . . . . -174.36(16) ?
N1 C1 O1 Fe . . . . 2.5(2) ?
C2 C1 O1 Fe . . . . -176.99(14) ?
O2 Fe O1 C1 . . . . -6.88(13) ?
O6 Fe O1 C1 . . . . -62.3(2) ?
O4 Fe O1 C1 . . . . 83.59(13) ?
O5 Fe O1 C1 . . . . -111.26(13) ?
O3 Fe O1 C1 . . . . 161.76(13) ?
O1 C1 C2 C3 . . . . 20.6(3) ?
N1 C1 C2 C3 . . . . -158.8(2) ?
O1 C1 C2 C7 . . . . -160.5(2) ?
N1 C1 C2 C7 . . . . 20.0(3) ?
C7 C2 C3 C4 . . . . -1.3(3) ?
C1 C2 C3 C4 . . . . 177.7(2) ?
C2 C3 C4 C5 . . . . 0.9(4) ?
C3 C4 C5 N2 . . . . 178.1(2) ?
C3 C4 C5 C6 . . . . 0.6(4) ?
N2 C5 C6 C7 . . . . -179.2(2) ?
C4 C5 C6 C7 . . . . -1.7(4) ?
C5 C6 C7 C2 . . . . 1.3(4) ?
C3 C2 C7 C6 . . . . 0.2(4) ?
C1 C2 C7 C6 . . . . -178.7(2) ?
O2 Fe O4 N3 . . . . 166.76(12) ?
O6 Fe O4 N3 . . . . -102.43(12) ?
O5 Fe O4 N3 . . . . -42.2(2) ?
O1 Fe O4 N3 . . . . 87.02(12) ?
O3 Fe O4 N3 . . . . 0.40(11) ?
Fe O4 N3 C8 . . . . 1.7(2) ?
O4 N3 C8 O3 . . . . -4.0(3) ?
O4 N3 C8 C9 . . . . 175.04(16) ?
N3 C8 O3 Fe . . . . 4.1(2) ?
C9 C8 O3 Fe . . . . -174.89(14) ?
O2 Fe O3 C8 . . . . -60.9(3) ?
O6 Fe O3 C8 . . . . 86.72(13) ?
O4 Fe O3 C8 . . . . -2.41(12) ?
O5 Fe O3 C8 . . . . 164.62(13) ?
O1 Fe O3 C8 . . . . -105.33(13) ?
O3 C8 C9 C10 . . . . 149.8(2) ?
N3 C8 C9 C10 . . . . -29.2(3) ?
O3 C8 C9 C14 . . . . -27.4(3) ?
N3 C8 C9 C14 . . . . 153.54(19) ?
C14 C9 C10 C11 . . . . -1.0(3) ?
C8 C9 C10 C11 . . . . -178.25(19) ?
C9 C10 C11 C12 . . . . -1.7(3) ?
C10 C11 C12 N4 . . . . -177.0(2) ?
C10 C11 C12 C13 . . . . 2.9(3) ?
N4 C12 C13 C14 . . . . 178.27(19) ?
C11 C12 C13 C14 . . . . -1.6(3) ?
C12 C13 C14 C9 . . . . -1.0(3) ?
C10 C9 C14 C13 . . . . 2.3(3) ?
C8 C9 C14 C13 . . . . 179.61(18) ?
O2 Fe O6 N5 . . . . -100.53(12) ?
O4 Fe O6 N5 . . . . 166.72(12) ?
O5 Fe O6 N5 . . . . 3.73(11) ?
O1 Fe O6 N5 . . . . -46.5(3) ?
O3 Fe O6 N5 . . . . 88.00(12) ?
Fe O6 N5 C15 . . . . -4.7(2) ?
O6 N5 C15 O5 . . . . 2.6(3) ?
O6 N5 C15 C16 . . . . -175.01(16) ?
N5 C15 O5 Fe . . . . 0.8(2) ?
C16 C15 O5 Fe . . . . 178.37(13) ?
O2 Fe O5 C15 . . . . 85.37(13) ?
O6 Fe O5 C15 . . . . -2.56(12) ?
O4 Fe O5 C15 . . . . -64.7(2) ?
O1 Fe O5 C15 . . . . 164.44(12) ?
O3 Fe O5 C15 . . . . -106.35(12) ?
O5 C15 C16 C17 . . . . 18.8(3) ?
N5 C15 C16 C17 . . . . -163.68(18) ?
O5 C15 C16 C21 . . . . -157.92(18) ?
N5 C15 C16 C21 . . . . 19.6(3) ?
C21 C16 C17 C18 . . . . 1.2(3) ?
C15 C16 C17 C18 . . . . -175.66(18) ?
C16 C17 C18 C19 . . . . 0.4(3) ?
C17 C18 C19 N6 . . . . 179.44(18) ?
C17 C18 C19 C20 . . . . -2.4(3) ?
N6 C19 C20 C21 . . . . -178.92(19) ?
C18 C19 C20 C21 . . . . 3.0(3) ?
C19 C20 C21 C16 . . . . -1.4(3) ?
C17 C16 C21 C20 . . . . -0.6(3) ?
C15 C16 C21 C20 . . . . 176.07(18) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139079194
