#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:51:17 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178704 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/15/4081559.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_4081559
loop_
_publ_author_name
'Petrov, Alex R.'
'Jess, Kristof'
'Freytag, Matthias'
'Jones, Peter G.'
'Tamm, Matthias'
_publ_section_title
;
 Large-Scale Preparation of 1,1′-Ferrocenedicarboxylic Acid, a Key
 Compound for the Synthesis of 1,1′-Disubstituted Ferrocene
 Derivatives
;
_journal_issue                   20
_journal_name_full               Organometallics
_journal_page_first              5946
_journal_paper_doi               10.1021/om4004972
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C15 H11 Fe N2 O2'
_chemical_formula_weight         307.11
_chemical_name_systematic
; 
 ? 
;
_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                112.101(8)
_cell_angle_beta                 91.731(7)
_cell_angle_gamma                112.435(8)
_cell_formula_units_Z            2
_cell_length_a                   7.8985(7)
_cell_length_b                   9.1385(8)
_cell_length_c                   10.3167(8)
_cell_measurement_reflns_used    14722
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      75.7850
_cell_measurement_theta_min      4.6960
_cell_volume                     624.46(11)
_computing_cell_refinement
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44) 
;
_computing_data_collection
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44) 
;
_computing_data_reduction
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44) 
;
_computing_molecular_graphics    'Bruker XP'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.3543
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur, Atlas, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'Nova (Cu) X-ray Source'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0518
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            21017
_diffrn_reflns_theta_full        75.00
_diffrn_reflns_theta_max         75.75
_diffrn_reflns_theta_min         4.72
_exptl_absorpt_coefficient_mu    9.707
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.20679
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44) 
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             314
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.316
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2583
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0249
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0419P)²+0.1246P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0664
_refine_ls_wR_factor_ref         0.0667
_reflns_number_gt                2553
_reflns_number_total             2583
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om4004972_si_001.cif
_cod_data_source_block           pet49
_cod_original_cell_volume        624.46(9)
_cod_database_code               4081559
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
Fe Fe 0.27005(3) 0.66037(2) 0.76435(2) 0.01302(9) Uani 1 1 d .
O1 O 0.56201(16) 0.21188(14) 0.69442(12) 0.0243(2) Uani 1 1 d .
O2 O 0.25470(18) 0.22939(15) 0.95758(13) 0.0298(3) Uani 1 1 d .
N1 N 0.51666(19) 0.46216(17) 0.72530(14) 0.0216(3) Uani 1 1 d .
N2 N 0.28799(18) 0.50560(16) 0.97899(14) 0.0196(3) Uani 1 1 d .
C1 C 0.4461(2) 0.55292(19) 0.67503(16) 0.0171(3) Uani 1 1 d .
C2 C 0.5344(2) 0.73800(19) 0.72253(16) 0.0184(3) Uani 1 1 d .
H2 H 0.6472 0.8166 0.7913 0.022 Uiso 1 1 calc R
C3 C 0.4217(2) 0.7828(2) 0.64747(17) 0.0198(3) Uani 1 1 d .
H3 H 0.4471 0.8970 0.6568 0.024 Uiso 1 1 calc R
C4 C 0.2639(2) 0.6261(2) 0.55580(16) 0.0191(3) Uani 1 1 d .
H4 H 0.1664 0.6187 0.4939 0.023 Uiso 1 1 calc R
C5 C 0.2776(2) 0.48258(19) 0.57294(15) 0.0178(3) Uani 1 1 d .
H5 H 0.1914 0.3634 0.5256 0.021 Uiso 1 1 calc R
C6 C 0.2130(2) 0.59693(19) 0.93236(15) 0.0168(3) Uani 1 1 d .
C7 C 0.2988(2) 0.78207(19) 0.98189(16) 0.0186(3) Uani 1 1 d .
H7 H 0.4127 0.8607 1.0493 0.022 Uiso 1 1 calc R
C8 C 0.1815(2) 0.82710(19) 0.91119(16) 0.0203(3) Uani 1 1 d .
H8 H 0.2033 0.9418 0.9240 0.024 Uiso 1 1 calc R
C9 C 0.0255(2) 0.6701(2) 0.81779(17) 0.0200(3) Uani 1 1 d .
H9 H -0.0737 0.6626 0.7575 0.024 Uiso 1 1 calc R
C10 C 0.0444(2) 0.52645(19) 0.83068(16) 0.0185(3) Uani 1 1 d .
H10 H -0.0394 0.4067 0.7810 0.022 Uiso 1 1 calc R
C11 C 0.5328(2) 0.33142(19) 0.70218(15) 0.0179(3) Uani 1 1 d .
C12 C 0.2628(2) 0.3624(2) 0.96250(16) 0.0200(3) Uani 1 1 d .
C97 C 0.8470(2) 0.0392(2) 0.52328(18) 0.0241(3) Uani 1 1 d .
H97 H 0.7424 0.0660 0.5391 0.029 Uiso 1 1 calc R
C98 C 0.8975(2) 0.0042(2) 0.39052(18) 0.0246(3) Uani 1 1 d .
H98 H 0.8275 0.0071 0.3157 0.029 Uiso 1 1 calc R
C99 C 1.0510(2) -0.03495(19) 0.36785(17) 0.0230(3) Uani 1 1 d .
H99 H 1.0858 -0.0588 0.2774 0.028 Uiso 1 1 calc R
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'
N N 0.0311 0.0180 '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'
Fe Fe -1.1336 3.1974 '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
C6 Fe C10 40.98(6) .
C6 Fe C1 106.20(6) .
C10 Fe C1 121.34(6) .
C6 Fe C9 68.45(6) .
C10 Fe C9 40.87(6) .
C1 Fe C9 158.25(7) .
C6 Fe C2 121.61(6) .
C10 Fe C2 157.56(6) .
C1 Fe C2 40.84(6) .
C9 Fe C2 159.97(6) .
C6 Fe C4 158.39(6) .
C10 Fe C4 122.67(6) .
C1 Fe C4 68.22(6) .
C9 Fe C4 108.55(6) .
C2 Fe C4 68.71(6) .
C6 Fe C5 121.38(6) .
C10 Fe C5 105.84(6) .
C1 Fe C5 40.86(6) .
C9 Fe C5 122.53(6) .
C2 Fe C5 69.23(6) .
C4 Fe C5 40.80(6) .
C6 Fe C3 158.52(7) .
C10 Fe C3 159.77(7) .
C1 Fe C3 68.21(6) .
C9 Fe C3 124.36(6) .
C2 Fe C3 40.67(6) .
C4 Fe C3 40.78(6) .
C5 Fe C3 68.86(6) .
C6 Fe C7 40.82(6) .
C10 Fe C7 69.15(6) .
C1 Fe C7 121.92(6) .
C9 Fe C7 68.68(6) .
C2 Fe C7 106.69(6) .
C4 Fe C7 159.89(6) .
C5 Fe C7 157.74(6) .
C3 Fe C7 123.15(6) .
C6 Fe C8 68.19(6) .
C10 Fe C8 68.72(6) .
C1 Fe C8 158.80(7) .
C9 Fe C8 40.70(6) .
C2 Fe C8 123.30(6) .
C4 Fe C8 124.43(6) .
C5 Fe C8 159.63(7) .
C3 Fe C8 109.09(6) .
C7 Fe C8 40.56(6) .
C11 N1 C1 147.90(15) .
C12 N2 C6 142.54(15) .
N1 C1 C2 123.50(14) .
N1 C1 C5 127.33(14) .
C2 C1 C5 109.16(13) .
N1 C1 Fe 125.73(10) .
C2 C1 Fe 69.76(8) .
C5 C1 Fe 69.79(8) .
C3 C2 C1 107.23(14) .
C3 C2 Fe 69.81(8) .
C1 C2 Fe 69.40(8) .
C2 C3 C4 108.23(13) .
C2 C3 Fe 69.52(8) .
C4 C3 Fe 69.47(8) .
C5 C4 C3 108.52(13) .
C5 C4 Fe 69.64(8) .
C3 C4 Fe 69.75(8) .
C4 C5 C1 106.85(13) .
C4 C5 Fe 69.55(8) .
C1 C5 Fe 69.34(8) .
N2 C6 C7 123.46(14) .
N2 C6 C10 127.41(13) .
C7 C6 C10 109.14(13) .
N2 C6 Fe 125.87(10) .
C7 C6 Fe 70.29(8) .
C10 C6 Fe 69.83(8) .
C8 C7 C6 107.19(14) .
C8 C7 Fe 69.93(8) .
C6 C7 Fe 68.89(8) .
C7 C8 C9 108.34(13) .
C7 C8 Fe 69.51(8) .
C9 C8 Fe 69.24(8) .
C8 C9 C10 108.29(13) .
C8 C9 Fe 70.06(8) .
C10 C9 Fe 69.39(8) .
C6 C10 C9 107.04(13) .
C6 C10 Fe 69.19(8) .
C9 C10 Fe 69.74(8) .
O1 C11 N1 172.33(17) .
O2 C12 N2 172.82(18) .
C99 C97 C98 120.08(15) 2_756
C99 C98 C97 119.74(16) .
C97 C99 C98 120.18(15) 2_756
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe C6 2.0365(14) .
Fe C10 2.0451(14) .
Fe C1 2.0458(14) .
Fe C9 2.0497(15) .
Fe C2 2.0505(14) .
Fe C4 2.0506(14) .
Fe C5 2.0518(14) .
Fe C3 2.0543(14) .
Fe C7 2.0551(15) .
Fe C8 2.0607(14) .
O1 C11 1.1751(18) .
O2 C12 1.1739(19) .
N1 C11 1.185(2) .
N1 C1 1.3880(19) .
N2 C12 1.189(2) .
N2 C6 1.3935(19) .
C1 C2 1.429(2) .
C1 C5 1.430(2) .
C2 C3 1.427(2) .
C3 C4 1.430(2) .
C4 C5 1.430(2) .
C6 C7 1.427(2) .
C6 C10 1.429(2) .
C7 C8 1.427(2) .
C8 C9 1.429(2) .
C9 C10 1.430(2) .
C97 C99 1.384(2) 2_756
C97 C98 1.392(2) .
C98 C99 1.392(2) .
C99 C97 1.384(2) 2_756
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
C97 H97 O1 0.95 2.52 3.3955(19) 153.2 .
C3 H3 O1 0.95 2.53 3.4728(18) 171.9 1_565
C8 H8 O2 0.95 2.38 3.3340(18) 179.3 1_565
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_4
C11 N1 C1 C2 -149.4(2) . .
C11 N1 C1 C5 31.9(3) . .
C11 N1 C1 Fe 122.6(2) . .
C6 Fe C1 N1 -2.55(15) . .
C10 Fe C1 N1 -44.52(16) . .
C9 Fe C1 N1 -74.8(2) . .
C2 Fe C1 N1 117.35(17) . .
C4 Fe C1 N1 -160.45(15) . .
C5 Fe C1 N1 -122.08(17) . .
C3 Fe C1 N1 155.48(15) . .
C7 Fe C1 N1 39.07(16) . .
C8 Fe C1 N1 68.7(2) . .
C6 Fe C1 C2 -119.90(9) . .
C10 Fe C1 C2 -161.87(9) . .
C9 Fe C1 C2 167.80(14) . .
C4 Fe C1 C2 82.21(9) . .
C5 Fe C1 C2 120.57(12) . .
C3 Fe C1 C2 38.13(9) . .
C7 Fe C1 C2 -78.28(10) . .
C8 Fe C1 C2 -48.62(19) . .
C6 Fe C1 C5 119.53(9) . .
C10 Fe C1 C5 77.56(10) . .
C9 Fe C1 C5 47.23(19) . .
C2 Fe C1 C5 -120.57(12) . .
C4 Fe C1 C5 -38.36(8) . .
C3 Fe C1 C5 -82.44(9) . .
C7 Fe C1 C5 161.16(8) . .
C8 Fe C1 C5 -169.19(14) . .
N1 C1 C2 C3 -179.98(12) . .
C5 C1 C2 C3 -1.02(16) . .
Fe C1 C2 C3 -59.83(10) . .
N1 C1 C2 Fe -120.15(14) . .
C5 C1 C2 Fe 58.81(10) . .
C6 Fe C2 C3 -163.80(9) . .
C10 Fe C2 C3 162.52(15) . .
C1 Fe C2 C3 118.38(13) . .
C9 Fe C2 C3 -48.4(2) . .
C4 Fe C2 C3 37.48(9) . .
C5 Fe C2 C3 81.34(9) . .
C7 Fe C2 C3 -121.80(9) . .
C8 Fe C2 C3 -80.56(10) . .
C6 Fe C2 C1 77.82(10) . .
C10 Fe C2 C1 44.14(19) . .
C9 Fe C2 C1 -166.78(16) . .
C4 Fe C2 C1 -80.90(9) . .
C5 Fe C2 C1 -37.05(9) . .
C3 Fe C2 C1 -118.38(13) . .
C7 Fe C2 C1 119.82(9) . .
C8 Fe C2 C1 161.06(9) . .
C1 C2 C3 C4 0.71(16) . .
Fe C2 C3 C4 -58.86(10) . .
C1 C2 C3 Fe 59.57(9) . .
C6 Fe C3 C2 40.45(19) . .
C10 Fe C3 C2 -160.63(15) . .
C1 Fe C3 C2 -38.29(9) . .
C9 Fe C3 C2 161.93(9) . .
C4 Fe C3 C2 -119.76(12) . .
C5 Fe C3 C2 -82.34(9) . .
C7 Fe C3 C2 76.49(10) . .
C8 Fe C3 C2 119.25(9) . .
C6 Fe C3 C4 160.21(14) . .
C10 Fe C3 C4 -40.9(2) . .
C1 Fe C3 C4 81.47(9) . .
C9 Fe C3 C4 -78.31(10) . .
C2 Fe C3 C4 119.76(12) . .
C5 Fe C3 C4 37.42(8) . .
C7 Fe C3 C4 -163.75(8) . .
C8 Fe C3 C4 -120.98(9) . .
C2 C3 C4 C5 -0.14(16) . .
Fe C3 C4 C5 -59.03(10) . .
C2 C3 C4 Fe 58.89(10) . .
C6 Fe C4 C5 -40.47(19) . .
C10 Fe C4 C5 -75.73(10) . .
C1 Fe C4 C5 38.42(9) . .
C9 Fe C4 C5 -118.64(9) . .
C2 Fe C4 C5 82.47(9) . .
C3 Fe C4 C5 119.86(12) . .
C7 Fe C4 C5 162.83(16) . .
C8 Fe C4 C5 -160.95(9) . .
C6 Fe C4 C3 -160.33(14) . .
C10 Fe C4 C3 164.41(8) . .
C1 Fe C4 C3 -81.44(9) . .
C9 Fe C4 C3 121.50(9) . .
C2 Fe C4 C3 -37.39(8) . .
C5 Fe C4 C3 -119.86(12) . .
C7 Fe C4 C3 43.0(2) . .
C8 Fe C4 C3 79.18(10) . .
C3 C4 C5 C1 -0.48(15) . .
Fe C4 C5 C1 -59.58(10) . .
C3 C4 C5 Fe 59.10(10) . .
N1 C1 C5 C4 179.84(13) . .
C2 C1 C5 C4 0.93(16) . .
Fe C1 C5 C4 59.72(9) . .
N1 C1 C5 Fe 120.12(15) . .
C2 C1 C5 Fe -58.78(10) . .
C6 Fe C5 C4 163.74(9) . .
C10 Fe C5 C4 122.00(9) . .
C1 Fe C5 C4 -118.11(12) . .
C9 Fe C5 C4 80.71(10) . .
C2 Fe C5 C4 -81.09(9) . .
C3 Fe C5 C4 -37.40(9) . .
C7 Fe C5 C4 -164.47(14) . .
C8 Fe C5 C4 50.65(19) . .
C6 Fe C5 C1 -78.15(10) . .
C10 Fe C5 C1 -119.89(9) . .
C9 Fe C5 C1 -161.18(8) . .
C2 Fe C5 C1 37.03(8) . .
C4 Fe C5 C1 118.11(12) . .
C3 Fe C5 C1 80.72(9) . .
C7 Fe C5 C1 -46.35(19) . .
C8 Fe C5 C1 168.76(14) . .
C12 N2 C6 C7 -177.96(18) . .
C12 N2 C6 C10 1.8(3) . .
C12 N2 C6 Fe -89.2(2) . .
C10 Fe C6 N2 122.21(17) . .
C1 Fe C6 N2 2.78(15) . .
C9 Fe C6 N2 160.47(15) . .
C2 Fe C6 N2 -38.95(16) . .
C4 Fe C6 N2 74.4(2) . .
C5 Fe C6 N2 44.60(16) . .
C3 Fe C6 N2 -68.7(2) . .
C7 Fe C6 N2 -117.62(17) . .
C8 Fe C6 N2 -155.58(15) . .
C10 Fe C6 C7 -120.17(12) . .
C1 Fe C6 C7 120.40(9) . .
C9 Fe C6 C7 -81.91(10) . .
C2 Fe C6 C7 78.67(10) . .
C4 Fe C6 C7 -167.99(14) . .
C5 Fe C6 C7 162.22(9) . .
C3 Fe C6 C7 48.90(19) . .
C8 Fe C6 C7 -37.95(9) . .
C1 Fe C6 C10 -119.43(9) . .
C9 Fe C6 C10 38.26(8) . .
C2 Fe C6 C10 -161.17(8) . .
C4 Fe C6 C10 -47.83(19) . .
C5 Fe C6 C10 -77.61(10) . .
C3 Fe C6 C10 169.06(14) . .
C7 Fe C6 C10 120.17(12) . .
C8 Fe C6 C10 82.21(9) . .
N2 C6 C7 C8 -179.69(12) . .
C10 C6 C7 C8 0.49(16) . .
Fe C6 C7 C8 59.70(10) . .
N2 C6 C7 Fe 120.62(13) . .
C10 C6 C7 Fe -59.21(10) . .
C6 Fe C7 C8 -118.58(13) . .
C10 Fe C7 C8 -81.24(9) . .
C1 Fe C7 C8 164.03(9) . .
C9 Fe C7 C8 -37.29(9) . .
C2 Fe C7 C8 122.08(9) . .
C4 Fe C7 C8 48.5(2) . .
C5 Fe C7 C8 -162.07(14) . .
C3 Fe C7 C8 80.66(10) . .
C10 Fe C7 C6 37.35(9) . .
C1 Fe C7 C6 -77.39(10) . .
C9 Fe C7 C6 81.29(9) . .
C2 Fe C7 C6 -119.34(9) . .
C4 Fe C7 C6 167.12(15) . .
C5 Fe C7 C6 -43.48(19) . .
C3 Fe C7 C6 -160.76(9) . .
C8 Fe C7 C6 118.58(13) . .
C6 C7 C8 C9 -0.54(16) . .
Fe C7 C8 C9 58.50(10) . .
C6 C7 C8 Fe -59.04(10) . .
C6 Fe C8 C7 38.19(9) . .
C10 Fe C8 C7 82.40(9) . .
C1 Fe C8 C7 -40.23(19) . .
C9 Fe C8 C7 120.05(12) . .
C2 Fe C8 C7 -76.18(10) . .
C4 Fe C8 C7 -161.80(9) . .
C5 Fe C8 C7 160.42(15) . .
C3 Fe C8 C7 -119.04(9) . .
C6 Fe C8 C9 -81.86(9) . .
C10 Fe C8 C9 -37.66(9) . .
C1 Fe C8 C9 -160.28(14) . .
C2 Fe C8 C9 163.77(9) . .
C4 Fe C8 C9 78.15(10) . .
C5 Fe C8 C9 40.4(2) . .
C3 Fe C8 C9 120.90(9) . .
C7 Fe C8 C9 -120.05(12) . .
C7 C8 C9 C10 0.39(16) . .
Fe C8 C9 C10 59.06(10) . .
C7 C8 C9 Fe -58.67(10) . .
C6 Fe C9 C8 81.18(9) . .
C10 Fe C9 C8 119.54(13) . .
C1 Fe C9 C8 160.78(14) . .
C2 Fe C9 C8 -43.0(2) . .
C4 Fe C9 C8 -121.63(9) . .
C5 Fe C9 C8 -164.49(8) . .
C3 Fe C9 C8 -79.20(11) . .
C7 Fe C9 C8 37.17(9) . .
C6 Fe C9 C10 -38.36(9) . .
C1 Fe C9 C10 41.2(2) . .
C2 Fe C9 C10 -162.55(16) . .
C4 Fe C9 C10 118.83(9) . .
C5 Fe C9 C10 75.97(10) . .
C3 Fe C9 C10 161.26(9) . .
C7 Fe C9 C10 -82.37(10) . .
C8 Fe C9 C10 -119.54(13) . .
N2 C6 C10 C9 179.93(13) . .
C7 C6 C10 C9 -0.25(15) . .
Fe C6 C10 C9 -59.74(9) . .
N2 C6 C10 Fe -120.33(14) . .
C7 C6 C10 Fe 59.49(10) . .
C8 C9 C10 C6 -0.09(16) . .
Fe C9 C10 C6 59.39(9) . .
C8 C9 C10 Fe -59.47(10) . .
C1 Fe C10 C6 78.29(10) . .
C9 Fe C10 C6 -118.33(12) . .
C2 Fe C10 C6 46.07(19) . .
C4 Fe C10 C6 161.08(8) . .
C5 Fe C10 C6 119.91(9) . .
C3 Fe C10 C6 -168.41(15) . .
C7 Fe C10 C6 -37.21(8) . .
C8 Fe C10 C6 -80.82(9) . .
C6 Fe C10 C9 118.33(12) . .
C1 Fe C10 C9 -163.38(9) . .
C2 Fe C10 C9 164.40(15) . .
C4 Fe C10 C9 -80.59(10) . .
C5 Fe C10 C9 -121.76(9) . .
C3 Fe C10 C9 -50.1(2) . .
C7 Fe C10 C9 81.12(10) . .
C8 Fe C10 C9 37.51(9) . .
C1 N1 C11 O1 174.4(10) . .
C6 N2 C12 O2 -177.3(12) . .
C99 C97 C98 C99 0.0(3) 2_756 .
C97 C98 C99 C97 0.0(3) . 2_756
