#------------------------------------------------------------------------------
#$Date: 2016-03-25 08:49:35 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179709 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/12/7001253.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_7001253
loop_
_publ_author_name
'Niemeyer, Jochen'
'Kehr, Gerald'
'Fröhlich, Roland'
'Erker, Gerhard'
_publ_section_title
;
 Selective synthesis of the 2-hydroxyferrocene-aldimine
 enantiomers---extended planar chiral analogues of the
 “flat” salicylaldimine ligand family
;
_journal_issue                   19
_journal_name_full               'Dalton Transactions'
_journal_page_first              3716
_journal_page_last               3730
_journal_paper_doi               10.1039/b822735g
_journal_year                    2009
_chemical_formula_sum            'C14 H15 Fe I O2'
_chemical_formula_weight         398.01
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.938(1)
_cell_length_b                   9.716(1)
_cell_length_c                   17.680(1)
_cell_measurement_reflns_used    12373
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      0.41
_cell_volume                     1363.6(2)
_computing_cell_refinement       'Collect (Nonius B.V., 1998)'
_computing_data_collection       'Collect (Nonius B.V., 1998)'
_computing_data_reduction        'Denzo-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SCHAKAL (Keller, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      198(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode Nonius FR591'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.022
_diffrn_reflns_av_sigmaI/netI    0.0219
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9338
_diffrn_reflns_theta_full        28.27
_diffrn_reflns_theta_max         28.27
_diffrn_reflns_theta_min         2.30
_exptl_absorpt_coefficient_mu    3.360
_exptl_absorpt_correction_T_max  0.5530
_exptl_absorpt_correction_T_min  0.3467
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.731
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.069
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.03(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    riding
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3270
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0215
_refine_ls_R_factor_gt           0.0205
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0148P)²+1.5797P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0479
_refine_ls_wR_factor_ref         0.0485
_reflns_number_gt                3182
_reflns_number_total             3270
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b822735g.txt
_cod_data_source_block           erk3375
_cod_original_sg_symbol_H-M      P212121
_cod_database_code               7001253
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
Fe Fe 0.68479(5) 0.55581(4) 0.312344(19) 0.02074(8) Uani 1 1 d . . .
I1 I 0.68255(3) 0.617875(19) 0.517416(10) 0.03402(6) Uani 1 1 d . . .
O1 O 0.5444(3) 0.2277(2) 0.46408(13) 0.0364(5) Uani 1 1 d . . .
O2 O 0.7195(3) 0.2134(2) 0.35914(11) 0.0308(5) Uani 1 1 d . . .
C1 C 0.5777(3) 0.4201(3) 0.38513(14) 0.0216(5) Uani 1 1 d . . .
C2 C 0.5771(3) 0.5569(3) 0.41513(14) 0.0216(5) Uani 1 1 d . . .
C3 C 0.4843(3) 0.6442(3) 0.36579(15) 0.0275(6) Uani 1 1 d . . .
H3A H 0.4647 0.7451 0.3727 0.033 Uiso 1 1 calc R . .
C4 C 0.4277(4) 0.5630(3) 0.30453(17) 0.0323(6) Uani 1 1 d . . .
H4A H 0.3619 0.5970 0.2600 0.039 Uiso 1 1 calc R . .
C5 C 0.4833(3) 0.4253(3) 0.31603(17) 0.0282(6) Uani 1 1 d . . .
H5A H 0.4630 0.3461 0.2811 0.034 Uiso 1 1 calc R . .
C6 C 0.6619(4) 0.2970(3) 0.41804(14) 0.0226(5) Uani 1 1 d . . .
H6A H 0.7598 0.3272 0.4496 0.027 Uiso 1 1 calc R . .
C7 C 0.6240(4) 0.1113(4) 0.4995(2) 0.0477(9) Uani 1 1 d . . .
H7A H 0.5406 0.0610 0.5306 0.057 Uiso 1 1 calc R . .
H7B H 0.7153 0.1435 0.5333 0.057 Uiso 1 1 calc R . .
C8 C 0.6955(5) 0.0166(3) 0.4408(2) 0.0483(9) Uani 1 1 d . . .
H8A H 0.6029 -0.0261 0.4115 0.058 Uiso 1 1 calc R . .
H8B H 0.7604 -0.0578 0.4656 0.058 Uiso 1 1 calc R . .
C9 C 0.8084(4) 0.0963(3) 0.38860(19) 0.0366(6) Uani 1 1 d . . .
H9A H 0.9097 0.1274 0.4164 0.044 Uiso 1 1 calc R . .
H9B H 0.8454 0.0365 0.3464 0.044 Uiso 1 1 calc R . .
C21 C 0.7798(4) 0.6153(4) 0.20979(17) 0.0396(7) Uani 1 1 d . . .
H21A H 0.7128 0.6409 0.1640 0.047 Uiso 1 1 calc R . .
C22 C 0.8363(5) 0.4798(4) 0.22949(17) 0.0389(7) Uani 1 1 d . . .
H22A H 0.8169 0.3938 0.1997 0.047 Uiso 1 1 calc R . .
C23 C 0.9268(4) 0.4905(4) 0.29833(17) 0.0351(7) Uani 1 1 d . . .
H23A H 0.9808 0.4123 0.3260 0.042 Uiso 1 1 calc R . .
C24 C 0.9268(4) 0.6294(4) 0.32206(19) 0.0376(7) Uani 1 1 d . . .
H24A H 0.9804 0.6668 0.3689 0.045 Uiso 1 1 calc R . .
C25 C 0.8350(4) 0.7059(3) 0.26707(19) 0.0392(7) Uani 1 1 d . . .
H25A H 0.8123 0.8071 0.2690 0.047 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 0.0033 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'
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'
I I -0.4742 1.8119 '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
C2 Fe C1 41.52(10) . . ?
C2 Fe C22 154.86(12) . . ?
C1 Fe C22 117.94(12) . . ?
C2 Fe C23 120.85(12) . . ?
C1 Fe C23 105.65(12) . . ?
C22 Fe C23 40.73(14) . . ?
C2 Fe C3 41.12(11) . . ?
C1 Fe C3 69.70(11) . . ?
C22 Fe C3 161.35(13) . . ?
C23 Fe C3 157.28(13) . . ?
C2 Fe C5 68.98(11) . . ?
C1 Fe C5 41.25(11) . . ?
C22 Fe C5 105.10(14) . . ?
C23 Fe C5 123.28(14) . . ?
C3 Fe C5 68.65(12) . . ?
C2 Fe C4 68.69(12) . . ?
C1 Fe C4 69.35(12) . . ?
C22 Fe C4 123.60(14) . . ?
C23 Fe C4 160.44(15) . . ?
C3 Fe C4 40.46(12) . . ?
C5 Fe C4 40.76(12) . . ?
C2 Fe C25 126.72(13) . . ?
C1 Fe C25 162.75(13) . . ?
C22 Fe C25 68.45(14) . . ?
C23 Fe C25 67.98(14) . . ?
C3 Fe C25 109.61(13) . . ?
C5 Fe C25 155.68(14) . . ?
C4 Fe C25 122.02(14) . . ?
C2 Fe C21 163.09(14) . . ?
C1 Fe C21 154.11(13) . . ?
C22 Fe C21 41.14(13) . . ?
C23 Fe C21 68.46(13) . . ?
C3 Fe C21 125.36(12) . . ?
C5 Fe C21 119.49(13) . . ?
C4 Fe C21 107.34(13) . . ?
C25 Fe C21 40.34(14) . . ?
C2 Fe C24 108.66(12) . . ?
C1 Fe C24 124.34(12) . . ?
C22 Fe C24 68.54(15) . . ?
C23 Fe C24 40.36(15) . . ?
C3 Fe C24 122.92(14) . . ?
C5 Fe C24 160.83(14) . . ?
C4 Fe C24 157.67(15) . . ?
C25 Fe C24 40.61(14) . . ?
C21 Fe C24 68.38(14) . . ?
C6 O1 C7 109.6(2) . . ?
C6 O2 C9 110.5(2) . . ?
C2 C1 C5 106.4(2) . . ?
C2 C1 C6 127.1(2) . . ?
C5 C1 C6 126.6(2) . . ?
C2 C1 Fe 68.47(14) . . ?
C5 C1 Fe 69.86(16) . . ?
C6 C1 Fe 125.58(18) . . ?
C3 C2 C1 109.2(2) . . ?
C3 C2 Fe 70.65(15) . . ?
C1 C2 Fe 70.01(14) . . ?
C3 C2 I1 124.9(2) . . ?
C1 C2 I1 125.85(19) . . ?
Fe C2 I1 128.13(13) . . ?
C4 C3 C2 107.6(2) . . ?
C4 C3 Fe 70.02(16) . . ?
C2 C3 Fe 68.23(15) . . ?
C3 C4 C5 108.4(3) . . ?
C3 C4 Fe 69.51(16) . . ?
C5 C4 Fe 69.43(17) . . ?
C4 C5 C1 108.5(2) . . ?
C4 C5 Fe 69.81(17) . . ?
C1 C5 Fe 68.89(14) . . ?
O2 C6 O1 111.6(2) . . ?
O2 C6 C1 108.8(2) . . ?
O1 C6 C1 108.2(2) . . ?
O1 C7 C8 110.4(3) . . ?
C7 C8 C9 109.5(3) . . ?
O2 C9 C8 109.8(3) . . ?
C25 C21 C22 107.5(3) . . ?
C25 C21 Fe 69.83(17) . . ?
C22 C21 Fe 68.94(17) . . ?
C23 C22 C21 107.4(3) . . ?
C23 C22 Fe 69.80(17) . . ?
C21 C22 Fe 69.92(17) . . ?
C24 C23 C22 109.0(3) . . ?
C24 C23 Fe 70.52(18) . . ?
C22 C23 Fe 69.47(18) . . ?
C23 C24 C25 107.2(3) . . ?
C23 C24 Fe 69.12(19) . . ?
C25 C24 Fe 69.33(17) . . ?
C21 C25 C24 108.8(3) . . ?
C21 C25 Fe 69.83(18) . . ?
C24 C25 Fe 70.06(17) . . ?
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
Fe C2 2.008(2) . ?
Fe C1 2.029(3) . ?
Fe C22 2.034(3) . ?
Fe C23 2.038(3) . ?
Fe C3 2.040(3) . ?
Fe C5 2.042(3) . ?
Fe C4 2.047(3) . ?
Fe C25 2.047(3) . ?
Fe C21 2.047(3) . ?
Fe C24 2.057(3) . ?
I1 C2 2.079(3) . ?
O1 C6 1.410(3) . ?
O1 C7 1.439(4) . ?
O2 C6 1.398(3) . ?
O2 C9 1.436(3) . ?
C1 C2 1.431(4) . ?
C1 C5 1.434(4) . ?
C1 C6 1.488(4) . ?
C2 C3 1.422(4) . ?
C3 C4 1.413(4) . ?
C4 C5 1.424(4) . ?
C7 C8 1.499(5) . ?
C8 C9 1.501(5) . ?
C21 C25 1.412(5) . ?
C21 C22 1.434(5) . ?
C22 C23 1.417(5) . ?
C23 C24 1.413(5) . ?
C24 C25 1.424(5) . ?
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
C22 Fe C1 C2 161.22(18) . . . . ?
C23 Fe C1 C2 119.14(17) . . . . ?
C3 Fe C1 C2 -37.46(16) . . . . ?
C5 Fe C1 C2 -117.8(2) . . . . ?
C4 Fe C1 C2 -80.78(17) . . . . ?
C25 Fe C1 C2 53.4(5) . . . . ?
C21 Fe C1 C2 -168.1(2) . . . . ?
C24 Fe C1 C2 79.2(2) . . . . ?
C2 Fe C1 C5 117.8(2) . . . . ?
C22 Fe C1 C5 -80.9(2) . . . . ?
C23 Fe C1 C5 -123.01(18) . . . . ?
C3 Fe C1 C5 80.39(18) . . . . ?
C4 Fe C1 C5 37.07(17) . . . . ?
C25 Fe C1 C5 171.3(4) . . . . ?
C21 Fe C1 C5 -50.2(3) . . . . ?
C24 Fe C1 C5 -162.93(19) . . . . ?
C2 Fe C1 C6 -121.0(3) . . . . ?
C22 Fe C1 C6 40.3(3) . . . . ?
C23 Fe C1 C6 -1.8(3) . . . . ?
C3 Fe C1 C6 -158.4(2) . . . . ?
C5 Fe C1 C6 121.2(3) . . . . ?
C4 Fe C1 C6 158.3(3) . . . . ?
C25 Fe C1 C6 -67.5(5) . . . . ?
C21 Fe C1 C6 71.0(4) . . . . ?
C24 Fe C1 C6 -41.7(3) . . . . ?
C5 C1 C2 C3 0.1(3) . . . . ?
C6 C1 C2 C3 179.1(2) . . . . ?
Fe C1 C2 C3 60.02(19) . . . . ?
C5 C1 C2 Fe -59.90(19) . . . . ?
C6 C1 C2 Fe 119.1(3) . . . . ?
C5 C1 C2 I1 176.88(19) . . . . ?
C6 C1 C2 I1 -4.1(4) . . . . ?
Fe C1 C2 I1 -123.2(2) . . . . ?
C1 Fe C2 C3 -119.9(2) . . . . ?
C22 Fe C2 C3 -161.9(3) . . . . ?
C23 Fe C2 C3 161.71(18) . . . . ?
C5 Fe C2 C3 -81.21(18) . . . . ?
C4 Fe C2 C3 -37.35(17) . . . . ?
C25 Fe C2 C3 77.4(2) . . . . ?
C21 Fe C2 C3 42.1(5) . . . . ?
C24 Fe C2 C3 119.03(19) . . . . ?
C22 Fe C2 C1 -42.0(4) . . . . ?
C23 Fe C2 C1 -78.4(2) . . . . ?
C3 Fe C2 C1 119.9(2) . . . . ?
C5 Fe C2 C1 38.65(16) . . . . ?
C4 Fe C2 C1 82.50(17) . . . . ?
C25 Fe C2 C1 -162.72(17) . . . . ?
C21 Fe C2 C1 161.9(4) . . . . ?
C24 Fe C2 C1 -121.11(18) . . . . ?
C1 Fe C2 I1 120.4(2) . . . . ?
C22 Fe C2 I1 78.4(4) . . . . ?
C23 Fe C2 I1 42.0(2) . . . . ?
C3 Fe C2 I1 -119.7(2) . . . . ?
C5 Fe C2 I1 159.1(2) . . . . ?
C4 Fe C2 I1 -157.0(2) . . . . ?
C25 Fe C2 I1 -42.3(2) . . . . ?
C21 Fe C2 I1 -77.6(5) . . . . ?
C24 Fe C2 I1 -0.7(2) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
Fe C2 C3 C4 59.2(2) . . . . ?
I1 C2 C3 C4 -177.26(19) . . . . ?
C1 C2 C3 Fe -59.63(18) . . . . ?
I1 C2 C3 Fe 123.6(2) . . . . ?
C2 Fe C3 C4 -119.4(2) . . . . ?
C1 Fe C3 C4 -81.62(18) . . . . ?
C22 Fe C3 C4 36.2(5) . . . . ?
C23 Fe C3 C4 -163.6(3) . . . . ?
C5 Fe C3 C4 -37.36(18) . . . . ?
C25 Fe C3 C4 116.7(2) . . . . ?
C21 Fe C3 C4 74.4(2) . . . . ?
C24 Fe C3 C4 159.89(19) . . . . ?
C1 Fe C3 C2 37.81(16) . . . . ?
C22 Fe C3 C2 155.6(4) . . . . ?
C23 Fe C3 C2 -44.2(4) . . . . ?
C5 Fe C3 C2 82.07(17) . . . . ?
C4 Fe C3 C2 119.4(2) . . . . ?
C25 Fe C3 C2 -123.85(18) . . . . ?
C21 Fe C3 C2 -166.17(18) . . . . ?
C24 Fe C3 C2 -80.7(2) . . . . ?
C2 C3 C4 C5 0.6(3) . . . . ?
Fe C3 C4 C5 58.7(2) . . . . ?
C2 C3 C4 Fe -58.05(19) . . . . ?
C2 Fe C4 C3 37.94(16) . . . . ?
C1 Fe C4 C3 82.56(17) . . . . ?
C22 Fe C4 C3 -166.90(17) . . . . ?
C23 Fe C4 C3 161.0(3) . . . . ?
C5 Fe C4 C3 120.1(2) . . . . ?
C25 Fe C4 C3 -82.9(2) . . . . ?
C21 Fe C4 C3 -124.62(19) . . . . ?
C24 Fe C4 C3 -49.4(4) . . . . ?
C2 Fe C4 C5 -82.11(19) . . . . ?
C1 Fe C4 C5 -37.49(17) . . . . ?
C22 Fe C4 C5 73.0(2) . . . . ?
C23 Fe C4 C5 41.0(4) . . . . ?
C3 Fe C4 C5 -120.1(2) . . . . ?
C25 Fe C4 C5 157.03(18) . . . . ?
C21 Fe C4 C5 115.3(2) . . . . ?
C24 Fe C4 C5 -169.5(3) . . . . ?
C3 C4 C5 C1 -0.6(3) . . . . ?
Fe C4 C5 C1 58.17(19) . . . . ?
C3 C4 C5 Fe -58.7(2) . . . . ?
C2 C1 C5 C4 0.3(3) . . . . ?
C6 C1 C5 C4 -178.7(3) . . . . ?
Fe C1 C5 C4 -58.7(2) . . . . ?
C2 C1 C5 Fe 59.00(18) . . . . ?
C6 C1 C5 Fe -120.0(3) . . . . ?
C2 Fe C5 C4 81.35(19) . . . . ?
C1 Fe C5 C4 120.2(2) . . . . ?
C22 Fe C5 C4 -124.39(19) . . . . ?
C23 Fe C5 C4 -164.77(18) . . . . ?
C3 Fe C5 C4 37.09(17) . . . . ?
C25 Fe C5 C4 -53.5(4) . . . . ?
C21 Fe C5 C4 -82.4(2) . . . . ?
C24 Fe C5 C4 167.8(4) . . . . ?
C2 Fe C5 C1 -38.90(16) . . . . ?
C22 Fe C5 C1 115.36(17) . . . . ?
C23 Fe C5 C1 75.0(2) . . . . ?
C3 Fe C5 C1 -83.15(17) . . . . ?
C4 Fe C5 C1 -120.2(2) . . . . ?
C25 Fe C5 C1 -173.7(3) . . . . ?
C21 Fe C5 C1 157.32(17) . . . . ?
C24 Fe C5 C1 47.6(4) . . . . ?
C9 O2 C6 O1 -63.2(3) . . . . ?
C9 O2 C6 C1 177.4(2) . . . . ?
C7 O1 C6 O2 62.8(3) . . . . ?
C7 O1 C6 C1 -177.5(3) . . . . ?
C2 C1 C6 O2 -145.5(3) . . . . ?
C5 C1 C6 O2 33.2(4) . . . . ?
Fe C1 C6 O2 -57.0(3) . . . . ?
C2 C1 C6 O1 93.0(3) . . . . ?
C5 C1 C6 O1 -88.3(3) . . . . ?
Fe C1 C6 O1 -178.47(18) . . . . ?
C6 O1 C7 C8 -57.6(4) . . . . ?
O1 C7 C8 C9 53.4(4) . . . . ?
C6 O2 C9 C8 57.6(3) . . . . ?
C7 C8 C9 O2 -52.9(4) . . . . ?
C2 Fe C21 C25 45.8(5) . . . . ?
C1 Fe C21 C25 -162.3(3) . . . . ?
C22 Fe C21 C25 -119.0(3) . . . . ?
C23 Fe C21 C25 -80.9(2) . . . . ?
C3 Fe C21 C25 78.5(2) . . . . ?
C5 Fe C21 C25 162.06(19) . . . . ?
C4 Fe C21 C25 119.4(2) . . . . ?
C24 Fe C21 C25 -37.4(2) . . . . ?
C2 Fe C21 C22 164.8(4) . . . . ?
C1 Fe C21 C22 -43.3(4) . . . . ?
C23 Fe C21 C22 38.1(2) . . . . ?
C3 Fe C21 C22 -162.5(2) . . . . ?
C5 Fe C21 C22 -78.9(2) . . . . ?
C4 Fe C21 C22 -121.6(2) . . . . ?
C25 Fe C21 C22 119.0(3) . . . . ?
C24 Fe C21 C22 81.7(2) . . . . ?
C25 C21 C22 C23 -0.6(4) . . . . ?
Fe C21 C22 C23 -60.0(2) . . . . ?
C25 C21 C22 Fe 59.4(2) . . . . ?
C2 Fe C22 C23 -51.3(4) . . . . ?
C1 Fe C22 C23 -81.5(2) . . . . ?
C3 Fe C22 C23 168.4(4) . . . . ?
C5 Fe C22 C23 -123.9(2) . . . . ?
C4 Fe C22 C23 -164.2(2) . . . . ?
C25 Fe C22 C23 80.8(2) . . . . ?
C21 Fe C22 C23 118.3(3) . . . . ?
C24 Fe C22 C23 37.0(2) . . . . ?
C2 Fe C22 C21 -169.7(3) . . . . ?
C1 Fe C22 C21 160.19(19) . . . . ?
C23 Fe C22 C21 -118.3(3) . . . . ?
C3 Fe C22 C21 50.1(5) . . . . ?
C5 Fe C22 C21 117.8(2) . . . . ?
C4 Fe C22 C21 77.5(2) . . . . ?
C25 Fe C22 C21 -37.5(2) . . . . ?
C24 Fe C22 C21 -81.3(2) . . . . ?
C21 C22 C23 C24 0.4(4) . . . . ?
Fe C22 C23 C24 -59.7(2) . . . . ?
C21 C22 C23 Fe 60.1(2) . . . . ?
C2 Fe C23 C24 -82.7(2) . . . . ?
C1 Fe C23 C24 -125.10(19) . . . . ?
C22 Fe C23 C24 120.0(3) . . . . ?
C3 Fe C23 C24 -50.4(4) . . . . ?
C5 Fe C23 C24 -166.50(18) . . . . ?
C4 Fe C23 C24 162.7(3) . . . . ?
C25 Fe C23 C24 37.95(19) . . . . ?
C21 Fe C23 C24 81.5(2) . . . . ?
C2 Fe C23 C22 157.27(19) . . . . ?
C1 Fe C23 C22 114.9(2) . . . . ?
C3 Fe C23 C22 -170.4(3) . . . . ?
C5 Fe C23 C22 73.5(2) . . . . ?
C4 Fe C23 C22 42.6(5) . . . . ?
C25 Fe C23 C22 -82.1(2) . . . . ?
C21 Fe C23 C22 -38.5(2) . . . . ?
C24 Fe C23 C22 -120.0(3) . . . . ?
C22 C23 C24 C25 -0.1(4) . . . . ?
Fe C23 C24 C25 -59.1(2) . . . . ?
C22 C23 C24 Fe 59.0(2) . . . . ?
C2 Fe C24 C23 116.00(19) . . . . ?
C1 Fe C24 C23 72.6(2) . . . . ?
C22 Fe C24 C23 -37.37(19) . . . . ?
C3 Fe C24 C23 159.24(17) . . . . ?
C5 Fe C24 C23 36.5(5) . . . . ?
C4 Fe C24 C23 -164.8(3) . . . . ?
C25 Fe C24 C23 -118.9(3) . . . . ?
C21 Fe C24 C23 -81.7(2) . . . . ?
C2 Fe C24 C25 -125.1(2) . . . . ?
C1 Fe C24 C25 -168.56(18) . . . . ?
C22 Fe C24 C25 81.5(2) . . . . ?
C23 Fe C24 C25 118.9(3) . . . . ?
C3 Fe C24 C25 -81.9(2) . . . . ?
C5 Fe C24 C25 155.3(4) . . . . ?
C4 Fe C24 C25 -45.9(4) . . . . ?
C21 Fe C24 C25 37.1(2) . . . . ?
C22 C21 C25 C24 0.6(4) . . . . ?
Fe C21 C25 C24 59.4(2) . . . . ?
C22 C21 C25 Fe -58.8(2) . . . . ?
C23 C24 C25 C21 -0.3(3) . . . . ?
Fe C24 C25 C21 -59.3(2) . . . . ?
C23 C24 C25 Fe 58.9(2) . . . . ?
C2 Fe C25 C21 -164.93(18) . . . . ?
C1 Fe C25 C21 153.5(4) . . . . ?
C22 Fe C25 C21 38.2(2) . . . . ?
C23 Fe C25 C21 82.2(2) . . . . ?
C3 Fe C25 C21 -122.0(2) . . . . ?
C5 Fe C25 C21 -40.6(4) . . . . ?
C4 Fe C25 C21 -78.9(2) . . . . ?
C24 Fe C25 C21 119.9(3) . . . . ?
C2 Fe C25 C24 75.1(2) . . . . ?
C1 Fe C25 C24 33.5(5) . . . . ?
C22 Fe C25 C24 -81.7(2) . . . . ?
C23 Fe C25 C24 -37.7(2) . . . . ?
C3 Fe C25 C24 118.1(2) . . . . ?
C5 Fe C25 C24 -160.6(3) . . . . ?
C4 Fe C25 C24 161.2(2) . . . . ?
C21 Fe C25 C24 -119.9(3) . . . . ?
