#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/64/2206446.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_2206446
loop_
_publ_author_name
'Hong-Xing Wang'
'Hui-Chao Zhou'
'Hong-Fei Wu'
_publ_section_title
;
 1-{(2-Chlorophenyl)[(4-methylphenyl)imino]methyl}ferrocene
;
_journal_coeditor_code           HG6208
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1623
_journal_page_last               m1624
_journal_paper_doi               10.1107/S1600536805023299
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Fe (C5 H5) (C19 H15 Cl N)]'
_chemical_formula_moiety         'C24 H20 Cl Fe N'
_chemical_formula_sum            'C24 H20 Cl Fe N'
_chemical_formula_weight         413.71
_chemical_melting_point          452
_chemical_name_systematic
;
1-{(2-chlorophenyl)[(4-methylphenyl)imino]methyl}ferrocene
;
_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                99.096(7)
_cell_angle_beta                 98.257(7)
_cell_angle_gamma                98.981(7)
_cell_formula_units_Z            2
_cell_length_a                   7.624(5)
_cell_length_b                   10.436(6)
_cell_length_c                   12.791(8)
_cell_measurement_reflns_used    2965
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.19
_cell_measurement_theta_min      2.75
_cell_volume                     977.7(11)
_computing_cell_refinement       'SAINT (Bruker, 1997)'
_computing_data_collection       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1997'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Bruker APEX-II CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0124
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5343
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.916
_exptl_absorpt_correction_T_max  0.880
_exptl_absorpt_correction_T_min  0.619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.405
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.273
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3397
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0289
_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)+(0.0482P)²+0.1948P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0800
_reflns_number_gt                3037
_reflns_number_total             3397
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg6208.cif
_cod_data_source_block           I
_cod_original_cell_volume        977.7(10)
_cod_database_code               2206446
_cod_database_fobs_code          2206446
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_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_type_symbol
Fe1 0.24721(3) 0.73979(2) 0.56830(2) 0.03730(11) Uani d . 1 Fe
Cl1 0.23605(11) 0.47841(6) 0.17107(5) 0.0800(2) Uani d . 1 Cl
N1 0.3415(2) 0.83248(16) 0.30738(12) 0.0459(4) Uani d . 1 N
C1 0.3057(2) 0.67613(18) 0.42066(14) 0.0377(4) Uani d . 1 C
C2 0.2094(3) 0.56906(18) 0.45886(15) 0.0418(4) Uani d . 1 C
H2 0.0928 0.5148 0.4236 0.050 Uiso calc R 1 H
C3 0.3118(3) 0.5552(2) 0.55641(16) 0.0507(5) Uani d . 1 C
H3 0.2780 0.4902 0.6009 0.061 Uiso calc R 1 H
C4 0.4692(3) 0.6524(2) 0.57937(16) 0.0508(5) Uani d . 1 C
H4 0.5636 0.6665 0.6429 0.061 Uiso calc R 1 H
C5 0.4675(3) 0.7280(2) 0.49645(15) 0.0448(4) Uani d . 1 C
H5 0.5606 0.8021 0.4919 0.054 Uiso calc R 1 H
C6 0.1156(4) 0.8916(2) 0.5570(2) 0.0638(6) Uani d . 1 C
H6 0.0885 0.9292 0.4922 0.077 Uiso calc R 1 H
C7 0.0043(3) 0.7878(3) 0.5869(2) 0.0700(7) Uani d . 1 C
H7 -0.1136 0.7405 0.5473 0.084 Uiso calc R 1 H
C8 0.0927(4) 0.7656(3) 0.6844(2) 0.0737(8) Uani d . 1 C
H8 0.0481 0.6989 0.7249 0.088 Uiso calc R 1 H
C9 0.2563(4) 0.8550(3) 0.71356(19) 0.0669(7) Uani d . 1 C
H9 0.3461 0.8616 0.7781 0.080 Uiso calc R 1 H
C10 0.2692(3) 0.9333(2) 0.6352(2) 0.0611(6) Uani d . 1 C
H10 0.3694 1.0046 0.6350 0.073 Uiso calc R 1 H
C11 0.2440(2) 0.73133(18) 0.32593(14) 0.0370(4) Uani d . 1 C
C12 0.0653(3) 0.6648(2) 0.25938(15) 0.0453(5) Uani d . 1 C
C13 -0.0889(3) 0.7191(3) 0.2712(2) 0.0635(6) Uani d . 1 C
H13 -0.0796 0.7984 0.3183 0.076 Uiso calc R 1 H
C14 -0.2552(4) 0.6550(4) 0.2129(3) 0.0904(11) Uani d . 1 C
H14 -0.3583 0.6897 0.2224 0.109 Uiso calc R 1 H
C15 -0.2671(5) 0.5410(4) 0.1418(3) 0.1017(13) Uani d . 1 C
H15 -0.3790 0.4995 0.1020 0.122 Uiso calc R 1 H
C16 -0.1192(5) 0.4857(3) 0.1271(2) 0.0890(10) Uani d . 1 C
H16 -0.1294 0.4079 0.0780 0.107 Uiso calc R 1 H
C17 0.0471(3) 0.5489(2) 0.18758(17) 0.0587(6) Uani d . 1 C
C18 0.2922(3) 0.89433(19) 0.21843(15) 0.0426(4) Uani d . 1 C
C19 0.2486(3) 1.0176(2) 0.23759(17) 0.0596(6) Uani d . 1 C
H19 0.2362 1.0545 0.3066 0.071 Uiso calc R 1 H
C20 0.2228(3) 1.0877(2) 0.15480(19) 0.0616(6) Uani d . 1 C
H20 0.1912 1.1704 0.1692 0.074 Uiso calc R 1 H
C21 0.2429(3) 1.0377(2) 0.05199(17) 0.0514(5) Uani d . 1 C
C22 0.2852(3) 0.9138(2) 0.03406(18) 0.0624(6) Uani d . 1 C
H22 0.2988 0.8773 -0.0348 0.075 Uiso calc R 1 H
C23 0.3085(3) 0.8411(2) 0.11597(17) 0.0565(5) Uani d . 1 C
H23 0.3350 0.7568 0.1011 0.068 Uiso calc R 1 H
C24 0.2219(4) 1.1176(3) -0.0361(2) 0.0714(7) Uani d . 1 C
H24A 0.1069 1.1448 -0.0409 0.107 Uiso d R 1 H
H24B 0.2294 1.0647 -0.1034 0.107 Uiso d R 1 H
H24C 0.3161 1.1941 -0.0202 0.107 Uiso d R 1 H
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
C6 Fe1 C7 40.68(11) ?
C6 Fe1 C9 67.51(11) ?
C7 Fe1 C9 67.82(11) ?
C6 Fe1 C8 67.78(11) ?
C7 Fe1 C8 40.33(11) ?
C9 Fe1 C8 40.23(11) ?
C6 Fe1 C1 107.66(9) ?
C7 Fe1 C1 121.80(10) ?
C9 Fe1 C1 160.43(10) ?
C8 Fe1 C1 157.52(11) ?
C6 Fe1 C10 40.08(10) ?
C7 Fe1 C10 67.90(10) ?
C9 Fe1 C10 40.08(10) ?
C8 Fe1 C10 67.56(10) ?
C1 Fe1 C10 124.09(9) ?
C6 Fe1 C5 119.95(10) ?
C7 Fe1 C5 156.16(11) ?
C9 Fe1 C5 123.42(10) ?
C8 Fe1 C5 160.78(11) ?
C1 Fe1 C5 41.02(8) ?
C10 Fe1 C5 106.16(9) ?
C6 Fe1 C2 126.37(10) ?
C7 Fe1 C2 109.33(10) ?
C9 Fe1 C2 156.85(10) ?
C8 Fe1 C2 122.58(10) ?
C1 Fe1 C2 41.11(7) ?
C10 Fe1 C2 162.18(9) ?
C5 Fe1 C2 68.88(9) ?
C6 Fe1 C4 154.80(11) ?
C7 Fe1 C4 162.50(11) ?
C9 Fe1 C4 107.32(10) ?
C8 Fe1 C4 125.24(11) ?
C1 Fe1 C4 68.49(8) ?
C10 Fe1 C4 120.02(10) ?
C5 Fe1 C4 40.68(8) ?
C2 Fe1 C4 68.10(9) ?
C6 Fe1 C3 163.64(10) ?
C7 Fe1 C3 126.65(10) ?
C9 Fe1 C3 121.39(10) ?
C8 Fe1 C3 109.21(10) ?
C1 Fe1 C3 68.58(8) ?
C10 Fe1 C3 155.26(10) ?
C5 Fe1 C3 68.41(9) ?
C2 Fe1 C3 40.49(8) ?
C4 Fe1 C3 40.23(9) ?
C11 N1 C18 122.85(17) yes
C5 C1 C2 107.52(17) ?
C5 C1 C11 125.47(17) ?
C2 C1 C11 126.81(17) ?
C5 C1 Fe1 69.56(11) ?
C2 C1 Fe1 69.53(11) ?
C11 C1 Fe1 122.36(13) ?
C3 C2 C1 108.03(18) ?
C3 C2 Fe1 70.22(12) ?
C1 C2 Fe1 69.36(11) ?
C3 C2 H2 126.0 ?
C1 C2 H2 126.0 ?
Fe1 C2 H2 126.0 ?
C4 C3 C2 108.11(17) ?
C4 C3 Fe1 69.58(12) ?
C2 C3 Fe1 69.29(11) ?
C4 C3 H3 125.9 ?
C2 C3 H3 125.9 ?
Fe1 C3 H3 125.9 ?
C3 C4 C5 108.84(18) ?
C3 C4 Fe1 70.19(12) ?
C5 C4 Fe1 69.50(11) ?
C3 C4 H4 125.6 ?
C5 C4 H4 125.6 ?
Fe1 C4 H4 125.6 ?
C4 C5 C1 107.50(19) ?
C4 C5 Fe1 69.82(11) ?
C1 C5 Fe1 69.42(11) ?
C4 C5 H5 126.2 ?
C1 C5 H5 126.2 ?
Fe1 C5 H5 126.2 ?
C10 C6 C7 108.6(2) ?
C10 C6 Fe1 70.71(13) ?
C7 C6 Fe1 70.11(13) ?
C10 C6 H6 125.7 ?
C7 C6 H6 125.7 ?
Fe1 C6 H6 125.7 ?
C8 C7 C6 107.2(2) ?
C8 C7 Fe1 70.06(14) ?
C6 C7 Fe1 69.21(13) ?
C8 C7 H7 126.4 ?
C6 C7 H7 126.4 ?
Fe1 C7 H7 126.4 ?
C9 C8 C7 108.1(2) ?
C9 C8 Fe1 69.83(13) ?
C7 C8 Fe1 69.60(14) ?
C9 C8 H8 126.0 ?
C7 C8 H8 126.0 ?
Fe1 C8 H8 126.0 ?
C10 C9 C8 108.2(2) ?
C10 C9 Fe1 70.07(13) ?
C8 C9 Fe1 69.94(14) ?
C10 C9 H9 125.9 ?
C8 C9 H9 125.9 ?
Fe1 C9 H9 125.9 ?
C6 C10 C9 107.9(2) ?
C6 C10 Fe1 69.21(13) ?
C9 C10 Fe1 69.84(14) ?
C6 C10 H10 126.1 ?
C9 C10 H10 126.1 ?
Fe1 C10 H10 126.1 ?
N1 C11 C1 118.66(17) yes
N1 C11 C12 124.55(16) yes
C1 C11 C12 116.76(16) yes
C17 C12 C13 118.3(2) ?
C17 C12 C11 121.57(19) ?
C13 C12 C11 120.1(2) ?
C14 C13 C12 120.2(3) ?
C14 C13 H13 119.9 ?
C12 C13 H13 119.9 ?
C15 C14 C13 119.6(3) ?
C15 C14 H14 120.2 ?
C13 C14 H14 120.2 ?
C14 C15 C16 121.9(3) ?
C14 C15 H15 119.0 ?
C16 C15 H15 119.0 ?
C15 C16 C17 118.3(3) ?
C15 C16 H16 120.9 ?
C17 C16 H16 120.9 ?
C12 C17 C16 121.7(3) ?
C12 C17 Cl1 119.55(17) ?
C16 C17 Cl1 118.7(2) ?
C23 C18 C19 118.92(18) ?
C23 C18 N1 121.57(19) ?
C19 C18 N1 119.03(18) ?
C18 C19 C20 120.5(2) ?
C18 C19 H19 119.7 ?
C20 C19 H19 119.7 ?
C21 C20 C19 121.6(2) ?
C21 C20 H20 119.2 ?
C19 C20 H20 119.2 ?
C22 C21 C20 117.11(19) ?
C22 C21 C24 122.0(2) ?
C20 C21 C24 120.9(2) ?
C21 C22 C23 122.0(2) ?
C21 C22 H22 119.0 ?
C23 C22 H22 119.0 ?
C18 C23 C22 119.8(2) ?
C18 C23 H23 120.1 ?
C22 C23 H23 120.1 ?
C21 C24 H24A 109.4 ?
C21 C24 H24B 109.5 ?
H24A C24 H24B 109.5 ?
C21 C24 H24C 109.5 ?
H24A C24 H24C 109.5 ?
H24B C24 H24C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C6 2.017(2) ?
Fe1 C7 2.028(2) ?
Fe1 C9 2.033(2) ?
Fe1 C8 2.034(2) ?
Fe1 C1 2.036(2) ?
Fe1 C10 2.036(2) ?
Fe1 C5 2.038(2) ?
Fe1 C2 2.038(2) ?
Fe1 C4 2.042(2) ?
Fe1 C3 2.050(2) ?
Cl1 C17 1.741(3) yes
N1 C11 1.268(2) yes
N1 C18 1.428(2) yes
C1 C5 1.427(3) ?
C1 C2 1.430(3) ?
C1 C11 1.471(2) yes
C2 C3 1.414(3) ?
C2 H2 0.9800 ?
C3 C4 1.407(3) ?
C3 H3 0.9800 ?
C4 C5 1.418(3) ?
C4 H4 0.9800 ?
C5 H5 0.9800 ?
C6 C10 1.389(3) ?
C6 C7 1.406(4) ?
C6 H6 0.9800 ?
C7 C8 1.401(4) ?
C7 H7 0.9800 ?
C8 C9 1.399(4) ?
C8 H8 0.9800 ?
C9 C10 1.394(3) ?
C9 H9 0.9800 ?
C10 H10 0.9800 ?
C11 C12 1.500(3) yes
C12 C17 1.373(3) ?
C12 C13 1.399(3) ?
C13 C14 1.385(4) ?
C13 H13 0.9300 ?
C14 C15 1.361(5) ?
C14 H14 0.9300 ?
C15 C16 1.367(5) ?
C15 H15 0.9300 ?
C16 C17 1.392(4) ?
C16 H16 0.9300 ?
C18 C23 1.371(3) ?
C18 C19 1.372(3) ?
C19 C20 1.387(3) ?
C19 H19 0.9300 ?
C20 C21 1.375(3) ?
C20 H20 0.9300 ?
C21 C22 1.373(3) ?
C21 C24 1.510(3) ?
C22 C23 1.394(3) ?
C22 H22 0.9300 ?
C23 H23 0.9300 ?
C24 H24A 0.9600 ?
C24 H24B 0.9600 ?
C24 H24C 0.9600 ?
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_publ_flag
C6 Fe1 C1 C5 115.62(14) ?
C7 Fe1 C1 C5 157.97(13) ?
C9 Fe1 C1 C5 43.3(3) ?
C8 Fe1 C1 C5 -169.9(2) ?
C10 Fe1 C1 C5 74.57(14) ?
C2 Fe1 C1 C5 -118.82(16) ?
C4 Fe1 C1 C5 -37.92(12) ?
C3 Fe1 C1 C5 -81.29(13) ?
C6 Fe1 C1 C2 -125.56(13) ?
C7 Fe1 C1 C2 -83.21(15) ?
C9 Fe1 C1 C2 162.1(2) ?
C8 Fe1 C1 C2 -51.1(3) ?
C10 Fe1 C1 C2 -166.61(12) ?
C5 Fe1 C1 C2 118.82(16) ?
C4 Fe1 C1 C2 80.90(13) ?
C3 Fe1 C1 C2 37.53(12) ?
C6 Fe1 C1 C11 -4.19(18) ?
C7 Fe1 C1 C11 38.16(19) ?
C9 Fe1 C1 C11 -76.6(3) ?
C8 Fe1 C1 C11 70.2(3) ?
C10 Fe1 C1 C11 -45.24(19) ?
C5 Fe1 C1 C11 -119.8(2) ?
C2 Fe1 C1 C11 121.4(2) ?
C4 Fe1 C1 C11 -157.73(18) ?
C3 Fe1 C1 C11 158.90(18) ?
C5 C1 C2 C3 -0.4(2) ?
C11 C1 C2 C3 -175.55(17) ?
Fe1 C1 C2 C3 -59.81(13) ?
C5 C1 C2 Fe1 59.42(13) ?
C11 C1 C2 Fe1 -115.73(18) ?
C6 Fe1 C2 C3 -166.57(14) ?
C7 Fe1 C2 C3 -124.28(15) ?
C9 Fe1 C2 C3 -45.7(3) ?
C8 Fe1 C2 C3 -81.55(17) ?
C1 Fe1 C2 C3 119.13(17) ?
C10 Fe1 C2 C3 157.9(3) ?
C5 Fe1 C2 C3 81.08(13) ?
C4 Fe1 C2 C3 37.20(12) ?
C6 Fe1 C2 C1 74.29(15) ?
C7 Fe1 C2 C1 116.58(14) ?
C9 Fe1 C2 C1 -164.8(2) ?
C8 Fe1 C2 C1 159.32(13) ?
C10 Fe1 C2 C1 38.8(3) ?
C5 Fe1 C2 C1 -38.06(11) ?
C4 Fe1 C2 C1 -81.93(12) ?
C3 Fe1 C2 C1 -119.13(17) ?
C1 C2 C3 C4 0.3(2) ?
Fe1 C2 C3 C4 -58.93(14) ?
C1 C2 C3 Fe1 59.28(13) ?
C6 Fe1 C3 C4 161.3(3) ?
C7 Fe1 C3 C4 -163.96(14) ?
C9 Fe1 C3 C4 -79.55(15) ?
C8 Fe1 C3 C4 -122.28(15) ?
C1 Fe1 C3 C4 81.60(12) ?
C10 Fe1 C3 C4 -44.4(3) ?
C5 Fe1 C3 C4 37.35(12) ?
C2 Fe1 C3 C4 119.69(17) ?
C6 Fe1 C3 C2 41.6(4) ?
C7 Fe1 C3 C2 76.35(16) ?
C9 Fe1 C3 C2 160.77(13) ?
C8 Fe1 C3 C2 118.03(15) ?
C1 Fe1 C3 C2 -38.09(12) ?
C10 Fe1 C3 C2 -164.06(19) ?
C5 Fe1 C3 C2 -82.34(13) ?
C4 Fe1 C3 C2 -119.69(17) ?
C2 C3 C4 C5 -0.2(2) ?
Fe1 C3 C4 C5 -58.92(14) ?
C2 C3 C4 Fe1 58.76(14) ?
C6 Fe1 C4 C3 -167.74(19) ?
C7 Fe1 C4 C3 47.5(4) ?
C9 Fe1 C4 C3 118.44(14) ?
C8 Fe1 C4 C3 77.81(16) ?
C1 Fe1 C4 C3 -81.84(12) ?
C10 Fe1 C4 C3 160.25(12) ?
C5 Fe1 C4 C3 -120.07(18) ?
C2 Fe1 C4 C3 -37.44(12) ?
C6 Fe1 C4 C5 -47.7(3) ?
C7 Fe1 C4 C5 167.6(3) ?
C9 Fe1 C4 C5 -121.49(15) ?
C8 Fe1 C4 C5 -162.12(14) ?
C1 Fe1 C4 C5 38.23(12) ?
C10 Fe1 C4 C5 -79.68(15) ?
C2 Fe1 C4 C5 82.63(14) ?
C3 Fe1 C4 C5 120.07(18) ?
C3 C4 C5 C1 -0.1(2) ?
Fe1 C4 C5 C1 -59.43(13) ?
C3 C4 C5 Fe1 59.35(15) ?
C2 C1 C5 C4 0.3(2) ?
C11 C1 C5 C4 175.52(17) ?
Fe1 C1 C5 C4 59.68(14) ?
C2 C1 C5 Fe1 -59.39(13) ?
C11 C1 C5 Fe1 115.84(18) ?
C6 Fe1 C5 C4 158.70(14) ?
C7 Fe1 C5 C4 -170.8(2) ?
C9 Fe1 C5 C4 77.26(17) ?
C8 Fe1 C5 C4 49.6(3) ?
C1 Fe1 C5 C4 -118.70(18) ?
C10 Fe1 C5 C4 117.51(15) ?
C2 Fe1 C5 C4 -80.56(14) ?
C3 Fe1 C5 C4 -36.95(13) ?
C6 Fe1 C5 C1 -82.59(14) ?
C7 Fe1 C5 C1 -52.1(3) ?
C9 Fe1 C5 C1 -164.04(12) ?
C8 Fe1 C5 C1 168.3(3) ?
C10 Fe1 C5 C1 -123.79(12) ?
C2 Fe1 C5 C1 38.14(11) ?
C4 Fe1 C5 C1 118.70(18) ?
C3 Fe1 C5 C1 81.75(12) ?
C7 Fe1 C6 C10 119.1(2) ?
C9 Fe1 C6 C10 37.43(15) ?
C8 Fe1 C6 C10 81.09(18) ?
C1 Fe1 C6 C10 -122.36(15) ?
C5 Fe1 C6 C10 -79.28(17) ?
C2 Fe1 C6 C10 -163.98(13) ?
C4 Fe1 C6 C10 -45.5(3) ?
C3 Fe1 C6 C10 163.7(3) ?
C9 Fe1 C6 C7 -81.65(18) ?
C8 Fe1 C6 C7 -38.00(16) ?
C1 Fe1 C6 C7 118.56(16) ?
C10 Fe1 C6 C7 -119.1(2) ?
C5 Fe1 C6 C7 161.64(15) ?
C2 Fe1 C6 C7 76.93(18) ?
C4 Fe1 C6 C7 -164.57(19) ?
C3 Fe1 C6 C7 44.6(4) ?
C10 C6 C7 C8 -0.4(3) ?
Fe1 C6 C7 C8 60.05(16) ?
C10 C6 C7 Fe1 -60.50(16) ?
C6 Fe1 C7 C8 -118.3(2) ?
C9 Fe1 C7 C8 -37.47(16) ?
C1 Fe1 C7 C8 161.71(14) ?
C10 Fe1 C7 C8 -80.90(17) ?
C5 Fe1 C7 C8 -160.8(2) ?
C2 Fe1 C7 C8 117.93(16) ?
C4 Fe1 C7 C8 39.6(4) ?
C3 Fe1 C7 C8 75.97(18) ?
C9 Fe1 C7 C6 80.82(17) ?
C8 Fe1 C7 C6 118.3(2) ?
C1 Fe1 C7 C6 -79.99(17) ?
C10 Fe1 C7 C6 37.39(15) ?
C5 Fe1 C7 C6 -42.5(3) ?
C2 Fe1 C7 C6 -123.77(15) ?
C4 Fe1 C7 C6 157.9(3) ?
C3 Fe1 C7 C6 -165.74(14) ?
C6 C7 C8 C9 -0.1(3) ?
Fe1 C7 C8 C9 59.45(17) ?
C6 C7 C8 Fe1 -59.51(16) ?
C6 Fe1 C8 C9 -80.96(17) ?
C7 Fe1 C8 C9 -119.3(2) ?
C1 Fe1 C8 C9 -163.50(19) ?
C10 Fe1 C8 C9 -37.48(15) ?
C5 Fe1 C8 C9 36.9(4) ?
C2 Fe1 C8 C9 159.09(14) ?
C4 Fe1 C8 C9 74.29(18) ?
C3 Fe1 C8 C9 116.24(16) ?
C6 Fe1 C8 C7 38.32(16) ?
C9 Fe1 C8 C7 119.3(2) ?
C1 Fe1 C8 C7 -44.2(3) ?
C10 Fe1 C8 C7 81.80(17) ?
C5 Fe1 C8 C7 156.1(3) ?
C2 Fe1 C8 C7 -81.63(17) ?
C4 Fe1 C8 C7 -166.43(15) ?
C3 Fe1 C8 C7 -124.48(16) ?
C7 C8 C9 C10 0.5(3) ?
Fe1 C8 C9 C10 59.84(16) ?
C7 C8 C9 Fe1 -59.31(17) ?
C6 Fe1 C9 C10 -37.42(16) ?
C7 Fe1 C9 C10 -81.57(17) ?
C8 Fe1 C9 C10 -119.1(2) ?
C1 Fe1 C9 C10 42.0(3) ?
C5 Fe1 C9 C10 74.55(17) ?
C2 Fe1 C9 C10 -169.0(2) ?
C4 Fe1 C9 C10 116.31(16) ?
C3 Fe1 C9 C10 158.01(15) ?
C6 Fe1 C9 C8 81.71(18) ?
C7 Fe1 C9 C8 37.57(16) ?
C1 Fe1 C9 C8 161.1(2) ?
C10 Fe1 C9 C8 119.1(2) ?
C5 Fe1 C9 C8 -166.31(15) ?
C2 Fe1 C9 C8 -49.9(3) ?
C4 Fe1 C9 C8 -124.55(16) ?
C3 Fe1 C9 C8 -82.85(18) ?
C7 C6 C10 C9 0.8(3) ?
Fe1 C6 C10 C9 -59.35(16) ?
C7 C6 C10 Fe1 60.12(16) ?
C8 C9 C10 C6 -0.8(3) ?
Fe1 C9 C10 C6 58.95(16) ?
C8 C9 C10 Fe1 -59.76(16) ?
C7 Fe1 C10 C6 -37.94(16) ?
C9 Fe1 C10 C6 -119.3(2) ?
C8 Fe1 C10 C6 -81.68(18) ?
C1 Fe1 C10 C6 76.39(17) ?
C5 Fe1 C10 C6 117.59(16) ?
C2 Fe1 C10 C6 46.5(3) ?
C4 Fe1 C10 C6 159.48(14) ?
C3 Fe1 C10 C6 -169.08(19) ?
C6 Fe1 C10 C9 119.3(2) ?
C7 Fe1 C10 C9 81.36(18) ?
C8 Fe1 C10 C9 37.61(16) ?
C1 Fe1 C10 C9 -164.31(14) ?
C5 Fe1 C10 C9 -123.11(16) ?
C2 Fe1 C10 C9 165.8(3) ?
C4 Fe1 C10 C9 -81.22(17) ?
C3 Fe1 C10 C9 -49.8(3) ?
C18 N1 C11 C1 -179.13(17) yes
C18 N1 C11 C12 -1.0(3) yes
C5 C1 C11 N1 1.0(3) ?
C2 C1 C11 N1 175.31(18) ?
Fe1 C1 C11 N1 87.8(2) ?
C5 C1 C11 C12 -177.31(17) ?
C2 C1 C11 C12 -3.0(3) ?
Fe1 C1 C11 C12 -90.5(2) ?
N1 C11 C12 C17 103.3(2) yes
C1 C11 C12 C17 -78.5(2) ?
N1 C11 C12 C13 -78.1(3) yes
C1 C11 C12 C13 100.1(2) ?
C17 C12 C13 C14 1.3(3) ?
C11 C12 C13 C14 -177.43(19) ?
C12 C13 C14 C15 -2.0(4) ?
C13 C14 C15 C16 1.2(5) ?
C14 C15 C16 C17 0.2(4) ?
C13 C12 C17 C16 0.2(3) ?
C11 C12 C17 C16 178.86(19) ?
C13 C12 C17 Cl1 -179.88(15) ?
C11 C12 C17 Cl1 -1.2(3) ?
C15 C16 C17 C12 -0.9(4) ?
C15 C16 C17 Cl1 179.1(2) ?
C11 N1 C18 C23 -76.5(3) ?
C11 N1 C18 C19 111.6(2) ?
C23 C18 C19 C20 -0.5(3) ?
N1 C18 C19 C20 171.6(2) ?
C18 C19 C20 C21 -1.1(4) ?
C19 C20 C21 C22 1.6(4) ?
C19 C20 C21 C24 -177.4(2) ?
C20 C21 C22 C23 -0.4(4) ?
C24 C21 C22 C23 178.6(2) ?
C19 C18 C23 C22 1.6(3) ?
N1 C18 C23 C22 -170.3(2) ?
C21 C22 C23 C18 -1.2(4) ?
