#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/88/4108819.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_4108819
loop_
_publ_author_name
'Yasuhiro Ohki'
'Tsubasa Hatanaka'
'Kazuyuki Tatsumi'
_publ_section_title
;
 C-H Bond Activation of Heteroarenes Mediated by a Half-Sandwich Iron
 Complex of N-Heterocyclic Carbene
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17174
_journal_page_last               17186
_journal_paper_doi               10.1021/ja8063028
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C21 H34 Fe N3 '
_chemical_formula_sum            'C21 H34 Fe N3'
_chemical_formula_weight         384.37
_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'
_cell_angle_alpha                101.044(6)
_cell_angle_beta                 110.649(3)
_cell_angle_gamma                109.369(8)
_cell_formula_units_Z            2
_cell_length_a                   9.257(7)
_cell_length_b                   10.883(7)
_cell_length_c                   12.182(8)
_cell_measurement_reflns_used    2876
_cell_measurement_temperature    173.1
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.3
_cell_volume                     1015.1(12)
_computing_cell_refinement       CrystalClear
_computing_data_collection       CrystalClear
_computing_data_reduction        CrystalStructure
_computing_publication_material  'CrystalStructure 3.8'
_computing_structure_refinement  CRYSTALS
_computing_structure_solution    SIR92
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.954
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.014
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7993
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_exptl_absorpt_coefficient_mu    0.750
_exptl_absorpt_correction_T_max  0.928
_exptl_absorpt_correction_T_min  0.853
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_description       block
_exptl_crystal_F_000             414.00
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.57
_refine_diff_density_min         -0.33
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    refall
_refine_ls_number_parameters     260
_refine_ls_number_reflns         4362
_refine_ls_R_factor_gt           0.0303
_refine_ls_shift/su_max          0.0000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[0.0013Fo² + 1.0000σ(Fo²)]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0470
_reflns_number_gt                3937
_reflns_number_total             4432
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ja8063028_si_002_07.cif
_cod_data_source_block           '_IPr'N2'
_cod_original_formula_sum        'C21 H34 Fe N3 '
_cod_database_code               4108819
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -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(1) Fe 0.15105(2) 0.04933(2) 0.21828(2) 0.01553(6) Uani 1.00 1 d .
N(1) N 0.03861(16) 0.01298(12) 0.05191(12) 0.0182(2) Uani 1.00 1 d .
N(2) N 0.13667(16) 0.31086(13) 0.26811(12) 0.0186(3) Uani 1.00 1 d .
N(3) N 0.35104(16) 0.34321(13) 0.22770(12) 0.0206(3) Uani 1.00 1 d .
C(1) C -0.0468(2) 0.07848(16) 0.24010(15) 0.0230(3) Uani 1.00 1 d .
C(2) C -0.01313(19) 0.23172(15) 0.28349(14) 0.0202(3) Uani 1.00 1 d .
C(3) C 0.0180(2) 0.28671(19) 0.41794(16) 0.0323(4) Uani 1.00 1 d .
C(4) C 0.23058(18) 0.24575(15) 0.24448(13) 0.0180(3) Uani 1.00 1 d .
C(5) C 0.1941(2) 0.44469(15) 0.26481(15) 0.0222(3) Uani 1.00 1 d .
C(6) C 0.3289(2) 0.46606(15) 0.23923(15) 0.0237(3) Uani 1.00 1 d .
C(7) C 0.3757(2) 0.05447(16) 0.35129(14) 0.0219(3) Uani 1.00 1 d .
C(8) C 0.2354(2) 0.00067(16) 0.37937(14) 0.0212(3) Uani 1.00 1 d .
C(10) C 0.2360(2) 0.05344(19) 0.50248(15) 0.0311(4) Uani 1.00 1 d .
C(11) C 0.1663(2) -0.14230(15) 0.18497(14) 0.0211(3) Uani 1.00 1 d .
C(13) C 0.3350(2) -0.03363(16) 0.23171(14) 0.0219(3) Uani 1.00 1 d .
C(15) C 0.1050(2) -0.12321(15) 0.27591(14) 0.0205(3) Uani 1.00 1 d .
C(16) C 0.1069(2) 0.53565(17) 0.28079(18) 0.0307(4) Uani 1.00 1 d .
C(17) C -0.0595(2) -0.21905(17) 0.27009(17) 0.0291(4) Uani 1.00 1 d .
C(19) C 0.4493(2) -0.0284(2) 0.16918(18) 0.0334(5) Uani 1.00 1 d .
C(20) C 0.4347(2) 0.59192(18) 0.2228(2) 0.0382(5) Uani 1.00 1 d .
C(21) C 0.5421(2) 0.17790(18) 0.44187(17) 0.0312(4) Uani 1.00 1 d .
C(22) C 0.4702(2) 0.30900(17) 0.18908(18) 0.0293(4) Uani 1.00 1 d .
C(23) C 0.0737(2) -0.25837(17) 0.06061(15) 0.0306(4) Uani 1.00 1 d .
C(24) C 0.4198(3) 0.2887(2) 0.0520(2) 0.0487(6) Uani 1.00 1 d .
C(25) C 0.6561(2) 0.4120(2) 0.2756(2) 0.0511(6) Uani 1.00 1 d .
H(1) H -0.1489 0.0296 0.1603 0.030 Uiso 1.00 1 c R
H(2) H -0.0660 0.0395 0.3017 0.030 Uiso 1.00 1 c R
H(3) H -0.1113 0.2417 0.2295 0.026 Uiso 1.00 1 c R
H(4) H 0.4581 0.2195 0.1969 0.038 Uiso 1.00 1 c R
H(5) H 0.1127 -0.3302 0.0679 0.037 Uiso 1.00 1 c R
H(6) H 0.4772 -0.1069 0.1679 0.049 Uiso 1.00 1 c R
H(7) H -0.0352 -0.2667 0.3291 0.038 Uiso 1.00 1 c R
H(8) H 0.2859 0.0108 0.5588 0.042 Uiso 1.00 1 c R
H(9) H 0.6040 0.1533 0.5100 0.034 Uiso 1.00 1 c R
H(10) H 0.1152 0.2763 0.4727 0.043 Uiso 1.00 1 c R
H(11) H 0.1720 0.6267 0.2816 0.041 Uiso 1.00 1 c R
H(12) H 0.3923 0.6614 0.2341 0.048 Uiso 1.00 1 c R
H(13) H 0.6831 0.4953 0.2540 0.062 Uiso 1.00 1 c R
H(14) H 0.4952 0.2592 0.0273 0.070 Uiso 1.00 1 c R
H(15) H 0.3029 0.1536 0.5388 0.042 Uiso 1.00 1 c R
H(16) H 0.1192 0.0303 0.4894 0.041 Uiso 1.00 1 c R
H(17) H -0.0075 0.4941 0.2118 0.041 Uiso 1.00 1 c R
H(18) H 0.0993 0.5450 0.3591 0.040 Uiso 1.00 1 c R
H(19) H -0.1179 -0.1658 0.2909 0.039 Uiso 1.00 1 c R
H(20) H -0.1319 -0.2868 0.1860 0.039 Uiso 1.00 1 c R
H(21) H 0.0421 0.3843 0.4406 0.043 Uiso 1.00 1 c R
H(22) H -0.0828 0.2351 0.4266 0.043 Uiso 1.00 1 c R
H(23) H 0.3909 -0.0324 0.0841 0.049 Uiso 1.00 1 c R
H(24) H 0.5539 0.0575 0.2152 0.049 Uiso 1.00 1 c R
H(25) H 0.5538 0.6295 0.2838 0.048 Uiso 1.00 1 c R
H(26) H 0.4256 0.5665 0.1390 0.048 Uiso 1.00 1 c R
H(27) H 0.6105 0.2062 0.3986 0.034 Uiso 1.00 1 c R
H(28) H 0.5194 0.2540 0.4751 0.034 Uiso 1.00 1 c R
H(29) H -0.0484 -0.2970 0.0357 0.038 Uiso 1.00 1 c R
H(30) H 0.0963 -0.2232 -0.0019 0.038 Uiso 1.00 1 c R
H(31) H 0.3024 0.2186 0.0015 0.070 Uiso 1.00 1 c R
H(32) H 0.4296 0.3760 0.0395 0.070 Uiso 1.00 1 c R
H(33) H 0.6734 0.4361 0.3616 0.063 Uiso 1.00 1 c R
H(34) H 0.7304 0.3698 0.2664 0.063 Uiso 1.00 1 c R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
Fe Fe 0.346 0.844
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.006 0.003
;
International Tables for Crystallography
(1992, 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
_geom_angle_site_symmetry_3
N(1) Fe(1) C(1) 89.33(7) yes .
N(1) Fe(1) C(4) 88.80(5) yes .
N(1) Fe(1) C(7) 140.50(7) yes .
N(1) Fe(1) C(8) 155.84(5) yes .
N(1) Fe(1) C(11) 91.34(6) yes .
N(1) Fe(1) C(13) 103.31(6) yes .
N(1) Fe(1) C(15) 116.01(5) yes .
C(1) Fe(1) C(4) 80.67(7) yes .
C(1) Fe(1) C(7) 130.08(7) yes .
C(1) Fe(1) C(8) 95.08(7) yes .
C(1) Fe(1) C(11) 124.49(6) yes .
C(1) Fe(1) C(13) 158.40(7) yes .
C(1) Fe(1) C(15) 92.37(7) yes .
C(4) Fe(1) C(7) 99.03(5) yes .
C(4) Fe(1) C(8) 115.34(5) yes .
C(4) Fe(1) C(11) 154.84(7) yes .
C(4) Fe(1) C(13) 116.52(6) yes .
C(4) Fe(1) C(15) 154.28(6) yes .
C(7) Fe(1) C(8) 39.73(7) yes .
C(7) Fe(1) C(11) 65.84(5) yes .
C(7) Fe(1) C(13) 38.95(6) yes .
C(7) Fe(1) C(15) 66.67(6) yes .
C(8) Fe(1) C(11) 66.64(6) yes .
C(8) Fe(1) C(13) 66.36(7) yes .
C(8) Fe(1) C(15) 40.20(4) yes .
C(11) Fe(1) C(13) 39.30(5) yes .
C(11) Fe(1) C(15) 39.58(7) yes .
C(13) Fe(1) C(15) 66.42(7) yes .
Fe(1) N(1) N(1) 176.80(14) yes 2_555
C(2) N(2) C(4) 118.35(13) yes .
C(2) N(2) C(5) 129.32(16) yes .
C(4) N(2) C(5) 112.15(15) yes .
C(4) N(3) C(6) 111.10(16) yes .
C(4) N(3) C(22) 120.82(15) yes .
C(6) N(3) C(22) 127.74(15) yes .
Fe(1) C(1) C(2) 113.80(11) yes .
N(2) C(2) C(1) 106.72(15) yes .
N(2) C(2) C(3) 110.51(11) yes .
C(1) C(2) C(3) 113.12(15) yes .
Fe(1) C(4) N(2) 118.92(11) yes .
Fe(1) C(4) N(3) 136.54(14) yes .
N(2) C(4) N(3) 103.68(14) yes .
N(2) C(5) C(6) 106.62(16) yes .
N(2) C(5) C(16) 122.80(17) yes .
C(6) C(5) C(16) 130.49(16) yes .
N(3) C(6) C(5) 106.43(14) yes .
N(3) C(6) C(20) 125.27(19) yes .
C(5) C(6) C(20) 128.28(18) yes .
Fe(1) C(7) C(8) 68.93(9) yes .
Fe(1) C(7) C(13) 71.90(9) yes .
Fe(1) C(7) C(21) 128.91(14) yes .
C(8) C(7) C(13) 108.86(11) yes .
C(8) C(7) C(21) 123.33(15) yes .
C(13) C(7) C(21) 127.63(18) yes .
Fe(1) C(8) C(7) 71.34(10) yes .
Fe(1) C(8) C(10) 130.29(15) yes .
Fe(1) C(8) C(15) 70.37(9) yes .
C(7) C(8) C(10) 125.34(11) yes .
C(7) C(8) C(15) 107.83(15) yes .
C(10) C(8) C(15) 126.30(16) yes .
Fe(1) C(11) C(13) 71.90(10) yes .
Fe(1) C(11) C(15) 69.68(10) yes .
Fe(1) C(11) C(23) 125.60(13) yes .
C(13) C(11) C(15) 109.01(12) yes .
C(13) C(11) C(23) 124.42(18) yes .
C(15) C(11) C(23) 126.55(14) yes .
Fe(1) C(13) C(7) 69.16(11) yes .
Fe(1) C(13) C(11) 68.80(11) yes .
Fe(1) C(13) C(19) 132.40(14) yes .
C(7) C(13) C(11) 107.01(16) yes .
C(7) C(13) C(19) 128.16(12) yes .
C(11) C(13) C(19) 124.46(14) yes .
Fe(1) C(15) C(8) 69.42(9) yes .
Fe(1) C(15) C(11) 70.74(10) yes .
Fe(1) C(15) C(17) 128.18(13) yes .
C(8) C(15) C(11) 107.27(14) yes .
C(8) C(15) C(17) 125.73(17) yes .
C(11) C(15) C(17) 126.87(12) yes .
N(3) C(22) C(24) 111.37(18) yes .
N(3) C(22) C(25) 112.10(16) yes .
C(24) C(22) C(25) 113.5(2) yes .
Fe(1) C(1) H(1) 108.3 no .
Fe(1) C(1) H(2) 108.4 no .
C(2) C(1) H(1) 108.4 no .
C(2) C(1) H(2) 108.4 no .
H(1) C(1) H(2) 109.5 no .
N(2) C(2) H(3) 108.9 no .
C(1) C(2) H(3) 108.9 no .
C(3) C(2) H(3) 108.6 no .
C(2) C(3) H(10) 109.4 no .
C(2) C(3) H(21) 109.3 no .
C(2) C(3) H(22) 109.8 no .
H(10) C(3) H(21) 109.5 no .
H(10) C(3) H(22) 109.5 no .
H(21) C(3) H(22) 109.5 no .
C(8) C(10) H(8) 109.7 no .
C(8) C(10) H(15) 109.4 no .
C(8) C(10) H(16) 109.2 no .
H(8) C(10) H(15) 109.5 no .
H(8) C(10) H(16) 109.5 no .
H(15) C(10) H(16) 109.5 no .
C(5) C(16) H(11) 109.6 no .
C(5) C(16) H(17) 109.3 no .
C(5) C(16) H(18) 109.5 no .
H(11) C(16) H(17) 109.5 no .
H(11) C(16) H(18) 109.5 no .
H(17) C(16) H(18) 109.5 no .
C(15) C(17) H(7) 109.7 no .
C(15) C(17) H(19) 109.6 no .
C(15) C(17) H(20) 109.1 no .
H(7) C(17) H(19) 109.5 no .
H(7) C(17) H(20) 109.5 no .
H(19) C(17) H(20) 109.5 no .
C(13) C(19) H(6) 109.4 no .
C(13) C(19) H(23) 109.5 no .
C(13) C(19) H(24) 109.5 no .
H(6) C(19) H(23) 109.5 no .
H(6) C(19) H(24) 109.5 no .
H(23) C(19) H(24) 109.5 no .
C(6) C(20) H(12) 109.1 no .
C(6) C(20) H(25) 110.2 no .
C(6) C(20) H(26) 109.1 no .
H(12) C(20) H(25) 109.5 no .
H(12) C(20) H(26) 109.5 no .
H(25) C(20) H(26) 109.5 no .
C(7) C(21) H(9) 109.6 no .
C(7) C(21) H(27) 109.2 no .
C(7) C(21) H(28) 109.6 no .
H(9) C(21) H(27) 109.5 no .
H(9) C(21) H(28) 109.5 no .
H(27) C(21) H(28) 109.5 no .
N(3) C(22) H(4) 106.3 no .
C(24) C(22) H(4) 106.1 no .
C(25) C(22) H(4) 106.8 no .
C(11) C(23) H(5) 109.5 no .
C(11) C(23) H(29) 109.0 no .
C(11) C(23) H(30) 109.9 no .
H(5) C(23) H(29) 109.5 no .
H(5) C(23) H(30) 109.5 no .
H(29) C(23) H(30) 109.5 no .
C(22) C(24) H(14) 109.7 no .
C(22) C(24) H(31) 109.6 no .
C(22) C(24) H(32) 109.1 no .
H(14) C(24) H(31) 109.5 no .
H(14) C(24) H(32) 109.5 no .
H(31) C(24) H(32) 109.5 no .
C(22) C(25) H(13) 109.8 no .
C(22) C(25) H(33) 109.4 no .
C(22) C(25) H(34) 109.2 no .
H(13) C(25) H(33) 109.5 no .
H(13) C(25) H(34) 109.5 no .
H(33) C(25) H(34) 109.5 no .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_2
Fe(1) N(1) 1.8109(13) yes .
Fe(1) C(1) 2.055(2) yes .
Fe(1) C(4) 1.9345(15) yes .
Fe(1) C(7) 2.1133(16) yes .
Fe(1) C(8) 2.0815(17) yes .
Fe(1) C(11) 2.1082(18) yes .
Fe(1) C(13) 2.149(2) yes .
Fe(1) C(15) 2.0942(17) yes .
N(1) N(1) 1.1322(18) yes 2_555
N(2) C(2) 1.467(2) yes .
N(2) C(4) 1.359(2) yes .
N(2) C(5) 1.389(2) yes .
N(3) C(4) 1.367(2) yes .
N(3) C(6) 1.407(2) yes .
N(3) C(22) 1.466(2) yes .
C(1) C(2) 1.536(2) yes .
C(2) C(3) 1.517(2) yes .
C(5) C(6) 1.349(2) yes .
C(5) C(16) 1.495(3) yes .
C(6) C(20) 1.493(2) yes .
C(7) C(8) 1.426(2) yes .
C(7) C(13) 1.421(2) yes .
C(7) C(21) 1.5018(17) yes .
C(8) C(10) 1.497(2) yes .
C(8) C(15) 1.4352(16) yes .
C(11) C(13) 1.432(2) yes .
C(11) C(15) 1.423(2) yes .
C(11) C(23) 1.5028(19) yes .
C(13) C(19) 1.500(3) yes .
C(15) C(17) 1.501(2) yes .
C(22) C(24) 1.515(3) yes .
C(22) C(25) 1.522(2) yes .
C(1) H(1) 0.970 no .
C(1) H(2) 0.970 no .
C(2) H(3) 0.970 no .
C(3) H(10) 0.970 no .
C(3) H(21) 0.970 no .
C(3) H(22) 0.970 no .
C(10) H(8) 0.970 no .
C(10) H(15) 0.970 no .
C(10) H(16) 0.970 no .
C(16) H(11) 0.970 no .
C(16) H(17) 0.970 no .
C(16) H(18) 0.970 no .
C(17) H(7) 0.970 no .
C(17) H(19) 0.970 no .
C(17) H(20) 0.970 no .
C(19) H(6) 0.970 no .
C(19) H(23) 0.970 no .
C(19) H(24) 0.970 no .
C(20) H(12) 0.970 no .
C(20) H(25) 0.970 no .
C(20) H(26) 0.970 no .
C(21) H(9) 0.970 no .
C(21) H(27) 0.970 no .
C(21) H(28) 0.970 no .
C(22) H(4) 0.970 no .
C(23) H(5) 0.970 no .
C(23) H(29) 0.970 no .
C(23) H(30) 0.970 no .
C(24) H(14) 0.970 no .
C(24) H(31) 0.970 no .
C(24) H(32) 0.970 no .
C(25) H(13) 0.970 no .
C(25) H(33) 0.970 no .
C(25) H(34) 0.970 no .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_2
C(16) C(17) 3.498(3) 1_565
C(17) C(16) 3.498(3) 1_545
C(1) H(24) 3.525 1_455
C(2) H(24) 3.515 1_455
C(2) H(34) 3.174 1_455
C(3) H(7) 3.083 2_556
C(3) H(27) 3.486 1_455
C(3) H(33) 3.200 2_666
C(3) H(34) 3.175 1_455
C(5) H(28) 3.486 2_666
C(7) H(8) 3.296 2_656
C(7) H(9) 3.086 2_656
C(8) H(9) 2.817 2_656
C(10) H(2) 3.421 2_556
C(10) H(9) 3.084 2_656
C(10) H(16) 3.151 2_556
C(10) H(19) 3.268 2_556
C(10) H(22) 3.402 2_556
C(10) H(25) 3.317 2_666
C(11) H(11) 2.981 1_545
C(11) H(12) 3.445 1_545
C(13) H(8) 3.428 2_656
C(13) H(9) 3.566 2_656
C(13) H(12) 3.534 1_545
C(15) H(9) 3.181 2_656
C(15) H(11) 2.993 1_545
C(16) H(5) 3.217 1_565
C(16) H(7) 2.940 1_565
C(16) H(9) 3.315 2_666
C(16) H(20) 3.441 1_565
C(16) H(28) 3.307 2_666
C(16) H(34) 3.273 1_455
C(17) H(10) 3.485 2_556
C(17) H(11) 3.114 1_545
C(17) H(13) 3.147 1_445
C(17) H(16) 3.564 2_556
C(17) H(17) 3.297 1_545
C(17) H(18) 3.518 1_545
C(17) H(22) 3.520 2_556
C(17) H(25) 3.489 1_445
C(19) H(8) 3.277 2_656
C(19) H(12) 3.526 1_545
C(19) H(14) 3.423 2_655
C(20) H(5) 3.389 1_565
C(20) H(6) 3.394 1_565
C(20) H(15) 3.080 2_666
C(20) H(28) 3.550 2_666
C(21) H(8) 2.987 2_656
C(21) H(11) 3.179 2_666
C(21) H(18) 3.298 2_666
C(21) H(22) 3.398 1_655
C(23) H(11) 3.155 1_545
C(23) H(12) 3.456 1_545
C(23) H(17) 3.571 1_545
C(24) H(26) 3.493 2_665
C(25) H(3) 3.389 1_655
C(25) H(7) 3.465 1_665
C(25) H(10) 3.473 2_666
C(25) H(17) 3.351 1_655
C(25) H(18) 3.537 1_655
C(25) H(21) 3.575 1_655
C(25) H(21) 3.289 2_666
H(1) H(6) 3.326 1_455
H(1) H(24) 3.143 1_455
H(2) C(10) 3.421 2_556
H(2) H(6) 3.571 1_455
H(2) H(8) 3.064 2_556
H(2) H(16) 2.945 2_556
H(2) H(24) 3.384 1_455
H(3) C(25) 3.389 1_455
H(3) H(24) 3.003 1_455
H(3) H(34) 2.423 1_455
H(5) C(16) 3.217 1_545
H(5) C(20) 3.389 1_545
H(5) H(5) 3.295 2_545
H(5) H(11) 2.632 1_545
H(5) H(12) 2.708 1_545
H(5) H(17) 3.035 1_545
H(5) H(26) 3.342 1_545
H(6) C(20) 3.394 1_545
H(6) H(1) 3.326 1_655
H(6) H(2) 3.571 1_655
H(6) H(8) 2.997 2_656
H(6) H(12) 2.746 1_545
H(6) H(14) 2.768 2_655
H(6) H(25) 3.595 1_545
H(6) H(26) 3.356 1_545
H(7) C(3) 3.083 2_556
H(7) C(16) 2.940 1_545
H(7) C(25) 3.465 1_445
H(7) H(9) 3.404 2_656
H(7) H(10) 2.775 2_556
H(7) H(11) 2.714 1_545
H(7) H(13) 2.697 1_445
H(7) H(16) 3.531 2_556
H(7) H(17) 2.857 1_545
H(7) H(18) 2.747 1_545
H(7) H(21) 3.311 2_556
H(7) H(22) 2.690 2_556
H(7) H(25) 3.389 1_445
H(7) H(34) 3.595 1_445
H(8) C(7) 3.296 2_656
H(8) C(13) 3.428 2_656
H(8) C(19) 3.277 2_656
H(8) C(21) 2.987 2_656
H(8) H(2) 3.064 2_556
H(8) H(6) 2.997 2_656
H(8) H(9) 2.483 2_656
H(8) H(12) 3.488 2_666
H(8) H(16) 3.442 2_556
H(8) H(19) 3.344 2_556
H(8) H(22) 2.795 2_556
H(8) H(24) 2.993 2_656
H(8) H(25) 3.531 2_666
H(8) H(27) 2.895 2_656
H(9) C(7) 3.086 2_656
H(9) C(8) 2.817 2_656
H(9) C(10) 3.084 2_656
H(9) C(13) 3.566 2_656
H(9) C(15) 3.181 2_656
H(9) C(16) 3.315 2_666
H(9) H(7) 3.404 2_656
H(9) H(8) 2.483 2_656
H(9) H(9) 3.162 2_656
H(9) H(11) 2.672 2_666
H(9) H(12) 3.355 2_666
H(9) H(18) 3.129 2_666
H(9) H(22) 3.308 1_655
H(10) C(17) 3.485 2_556
H(10) C(25) 3.473 2_666
H(10) H(7) 2.775 2_556
H(10) H(13) 3.181 2_666
H(10) H(16) 3.543 2_556
H(10) H(19) 3.323 2_556
H(10) H(25) 3.095 2_666
H(10) H(33) 2.903 2_666
H(11) C(11) 2.981 1_565
H(11) C(15) 2.993 1_565
H(11) C(17) 3.114 1_565
H(11) C(21) 3.179 2_666
H(11) C(23) 3.155 1_565
H(11) H(5) 2.632 1_565
H(11) H(7) 2.714 1_565
H(11) H(9) 2.672 2_666
H(11) H(20) 3.166 1_565
H(11) H(27) 3.444 2_666
H(11) H(28) 2.954 2_666
H(11) H(29) 3.405 1_565
H(12) C(11) 3.445 1_565
H(12) C(13) 3.534 1_565
H(12) C(19) 3.526 1_565
H(12) C(23) 3.456 1_565
H(12) H(5) 2.708 1_565
H(12) H(6) 2.746 1_565
H(12) H(8) 3.488 2_666
H(12) H(9) 3.355 2_666
H(12) H(15) 2.874 2_666
H(12) H(28) 3.206 2_666
H(13) C(17) 3.147 1_665
H(13) H(7) 2.697 1_665
H(13) H(10) 3.181 2_666
H(13) H(17) 3.087 1_655
H(13) H(18) 3.413 1_655
H(13) H(19) 3.387 1_665
H(13) H(20) 2.881 1_665
H(13) H(21) 3.358 2_666
H(14) C(19) 3.423 2_655
H(14) H(6) 2.768 2_655
H(14) H(23) 3.240 2_655
H(14) H(26) 3.136 2_665
H(15) C(20) 3.080 2_666
H(15) H(12) 2.874 2_666
H(15) H(19) 3.132 2_556
H(15) H(25) 2.439 2_666
H(16) C(10) 3.151 2_556
H(16) C(17) 3.564 2_556
H(16) H(2) 2.945 2_556
H(16) H(7) 3.531 2_556
H(16) H(8) 3.442 2_556
H(16) H(10) 3.543 2_556
H(16) H(16) 2.208 2_556
H(16) H(19) 2.804 2_556
H(16) H(22) 3.200 2_556
H(17) C(17) 3.297 1_565
H(17) C(23) 3.571 1_565
H(17) C(25) 3.351 1_455
H(17) H(5) 3.035 1_565
H(17) H(7) 2.857 1_565
H(17) H(13) 3.087 1_455
H(17) H(20) 2.994 1_565
H(17) H(29) 3.433 1_565
H(17) H(34) 2.732 1_455
H(18) C(17) 3.518 1_565
H(18) C(21) 3.298 2_666
H(18) C(25) 3.537 1_455
H(18) H(7) 2.747 1_565
H(18) H(9) 3.129 2_666
H(18) H(13) 3.413 1_455
H(18) H(21) 3.233 2_566
H(18) H(22) 3.271 2_566
H(18) H(27) 3.128 2_666
H(18) H(28) 3.080 2_666
H(18) H(33) 3.231 2_666
H(18) H(34) 2.951 1_455
H(19) C(10) 3.268 2_556
H(19) H(8) 3.344 2_556
H(19) H(10) 3.323 2_556
H(19) H(13) 3.387 1_445
H(19) H(15) 3.132 2_556
H(19) H(16) 2.804 2_556
H(19) H(25) 3.075 1_445
H(20) C(16) 3.441 1_545
H(20) H(11) 3.166 1_545
H(20) H(13) 2.881 1_445
H(20) H(17) 2.994 1_545
H(20) H(25) 3.437 1_445
H(21) C(25) 3.575 1_455
H(21) C(25) 3.289 2_666
H(21) H(7) 3.311 2_556
H(21) H(13) 3.358 2_666
H(21) H(18) 3.233 2_566
H(21) H(21) 3.121 2_566
H(21) H(33) 3.473 1_455
H(21) H(33) 2.621 2_666
H(21) H(34) 2.847 1_455
H(21) H(34) 3.412 2_666
H(22) C(10) 3.402 2_556
H(22) C(17) 3.520 2_556
H(22) C(21) 3.398 1_455
H(22) H(7) 2.690 2_556
H(22) H(8) 2.795 2_556
H(22) H(9) 3.308 1_455
H(22) H(16) 3.200 2_556
H(22) H(18) 3.271 2_566
H(22) H(24) 3.058 1_455
H(22) H(27) 2.638 1_455
H(22) H(34) 3.056 1_455
H(23) H(14) 3.240 2_655
H(23) H(23) 3.362 2_655
H(24) C(1) 3.525 1_655
H(24) C(2) 3.515 1_655
H(24) H(1) 3.143 1_655
H(24) H(2) 3.384 1_655
H(24) H(3) 3.003 1_655
H(24) H(8) 2.993 2_656
H(24) H(22) 3.058 1_655
H(25) C(10) 3.317 2_666
H(25) C(17) 3.489 1_665
H(25) H(6) 3.595 1_565
H(25) H(7) 3.389 1_665
H(25) H(8) 3.531 2_666
H(25) H(10) 3.095 2_666
H(25) H(15) 2.439 2_666
H(25) H(19) 3.075 1_665
H(25) H(20) 3.437 1_665
H(25) H(28) 3.353 2_666
H(26) C(24) 3.493 2_665
H(26) H(5) 3.342 1_565
H(26) H(6) 3.356 1_565
H(26) H(14) 3.136 2_665
H(26) H(32) 2.990 2_665
H(27) C(3) 3.486 1_655
H(27) H(8) 2.895 2_656
H(27) H(11) 3.444 2_666
H(27) H(18) 3.128 2_666
H(27) H(22) 2.638 1_655
H(28) C(5) 3.486 2_666
H(28) C(16) 3.307 2_666
H(28) C(20) 3.550 2_666
H(28) H(11) 2.954 2_666
H(28) H(12) 3.206 2_666
H(28) H(18) 3.080 2_666
H(28) H(25) 3.353 2_666
H(29) H(11) 3.405 1_545
H(29) H(17) 3.433 1_545
H(32) H(26) 2.990 2_665
H(32) H(32) 3.076 2_665
H(33) C(3) 3.200 2_666
H(33) H(10) 2.903 2_666
H(33) H(18) 3.231 2_666
H(33) H(21) 3.473 1_655
H(33) H(21) 2.621 2_666
H(34) C(2) 3.174 1_655
H(34) C(3) 3.175 1_655
H(34) C(16) 3.273 1_655
H(34) H(3) 2.423 1_655
H(34) H(7) 3.595 1_665
H(34) H(17) 2.732 1_655
H(34) H(18) 2.951 1_655
H(34) H(21) 2.847 1_655
H(34) H(21) 3.412 2_666
H(34) H(22) 3.056 1_655
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
N(1) Fe(1) C(1) C(2) -97.85(12)
N(1) Fe(1) C(4) N(2) 91.91(12)
N(1) Fe(1) C(4) N(3) -75.47(15)
N(1) Fe(1) C(7) C(8) -141.68(10)
N(1) Fe(1) C(7) C(13) -22.32(14)
N(1) Fe(1) C(7) C(21) 101.84(19)
N(1) Fe(1) C(8) C(7) 105.51(18)
N(1) Fe(1) C(8) C(10) -133.55(18)
N(1) Fe(1) C(8) C(15) -12.1(2)
N(1) Fe(1) C(11) C(13) 109.57(10)
N(1) Fe(1) C(11) C(15) -131.31(8)
N(1) Fe(1) C(11) C(23) -10.26(17)
N(1) Fe(1) C(13) C(7) 165.63(9)
N(1) Fe(1) C(13) C(11) -75.46(10)
N(1) Fe(1) C(13) C(19) 42.43(12)
N(1) Fe(1) C(15) C(8) 174.52(11)
N(1) Fe(1) C(15) C(11) 56.67(10)
N(1) Fe(1) C(15) C(17) -65.59(17)
C(1) Fe(1) C(4) N(2) 2.39(11)
C(1) Fe(1) C(4) N(3) -164.99(15)
C(4) Fe(1) C(1) C(2) -8.95(11)
C(1) Fe(1) C(7) C(8) 33.76(12)
C(1) Fe(1) C(7) C(13) 153.13(10)
C(1) Fe(1) C(7) C(21) -82.7(2)
C(7) Fe(1) C(1) C(2) 85.04(14)
C(1) Fe(1) C(8) C(7) -154.73(9)
C(1) Fe(1) C(8) C(10) -33.79(14)
C(1) Fe(1) C(8) C(15) 87.66(11)
C(8) Fe(1) C(1) C(2) 105.94(11)
C(1) Fe(1) C(11) C(13) -160.32(9)
C(1) Fe(1) C(11) C(15) -41.20(10)
C(1) Fe(1) C(11) C(23) 79.85(19)
C(11) Fe(1) C(1) C(2) 170.98(10)
C(1) Fe(1) C(13) C(7) -69.97(16)
C(1) Fe(1) C(13) C(11) 48.94(17)
C(1) Fe(1) C(13) C(19) 166.83(12)
C(13) Fe(1) C(1) C(2) 135.56(13)
C(1) Fe(1) C(15) C(8) -95.07(11)
C(1) Fe(1) C(15) C(11) 147.09(8)
C(1) Fe(1) C(15) C(17) 24.82(15)
C(15) Fe(1) C(1) C(2) 146.14(11)
C(4) Fe(1) C(7) C(8) 119.13(10)
C(4) Fe(1) C(7) C(13) -121.51(10)
C(4) Fe(1) C(7) C(21) 2.7(2)
C(7) Fe(1) C(4) N(2) -127.00(11)
C(7) Fe(1) C(4) N(3) 65.62(15)
C(4) Fe(1) C(8) C(7) -72.66(11)
C(4) Fe(1) C(8) C(10) 48.28(16)
C(4) Fe(1) C(8) C(15) 169.73(11)
C(8) Fe(1) C(4) N(2) -88.84(12)
C(8) Fe(1) C(4) N(3) 103.78(15)
C(4) Fe(1) C(11) C(13) 19.53(19)
C(4) Fe(1) C(11) C(15) 138.64(14)
C(4) Fe(1) C(11) C(23) -100.30(19)
C(11) Fe(1) C(4) N(2) -177.48(11)
C(11) Fe(1) C(4) N(3) 15.1(2)
C(4) Fe(1) C(13) C(7) 70.23(11)
C(4) Fe(1) C(13) C(11) -170.86(9)
C(4) Fe(1) C(13) C(19) -52.97(13)
C(13) Fe(1) C(4) N(2) -163.79(10)
C(13) Fe(1) C(4) N(3) 28.82(16)
C(4) Fe(1) C(15) C(8) -21.8(2)
C(4) Fe(1) C(15) C(11) -139.65(15)
C(4) Fe(1) C(15) C(17) 98.09(18)
C(15) Fe(1) C(4) N(2) -73.45(19)
C(15) Fe(1) C(4) N(3) 119.16(19)
C(7) Fe(1) C(8) C(10) 120.94(16)
C(7) Fe(1) C(8) C(15) -117.61(16)
C(8) Fe(1) C(7) C(13) 119.36(13)
C(8) Fe(1) C(7) C(21) -116.5(2)
C(7) Fe(1) C(11) C(13) -37.09(10)
C(7) Fe(1) C(11) C(15) 82.02(9)
C(7) Fe(1) C(11) C(23) -156.92(19)
C(11) Fe(1) C(7) C(8) -81.94(10)
C(11) Fe(1) C(7) C(13) 37.42(10)
C(11) Fe(1) C(7) C(21) 161.6(2)
C(7) Fe(1) C(13) C(11) 118.91(15)
C(7) Fe(1) C(13) C(19) -123.20(16)
C(13) Fe(1) C(7) C(8) -119.36(13)
C(13) Fe(1) C(7) C(21) 124.2(2)
C(7) Fe(1) C(15) C(8) 38.09(11)
C(7) Fe(1) C(15) C(11) -79.76(9)
C(7) Fe(1) C(15) C(17) 157.98(17)
C(15) Fe(1) C(7) C(8) -38.53(9)
C(15) Fe(1) C(7) C(13) 80.83(10)
C(15) Fe(1) C(7) C(21) -155.0(2)
C(8) Fe(1) C(11) C(13) -80.67(10)
C(8) Fe(1) C(11) C(15) 38.44(8)
C(8) Fe(1) C(11) C(23) 159.50(19)
C(11) Fe(1) C(8) C(7) 79.76(10)
C(11) Fe(1) C(8) C(10) -159.31(16)
C(11) Fe(1) C(8) C(15) -37.86(11)
C(8) Fe(1) C(13) C(7) -37.46(9)
C(8) Fe(1) C(13) C(11) 81.46(10)
C(8) Fe(1) C(13) C(19) -160.65(13)
C(13) Fe(1) C(8) C(7) 36.73(9)
C(13) Fe(1) C(8) C(10) 157.67(15)
C(13) Fe(1) C(8) C(15) -80.88(11)
C(8) Fe(1) C(15) C(11) -117.85(14)
C(8) Fe(1) C(15) C(17) 119.9(2)
C(15) Fe(1) C(8) C(7) 117.61(16)
C(15) Fe(1) C(8) C(10) -121.5(2)
C(11) Fe(1) C(13) C(7) -118.91(15)
C(11) Fe(1) C(13) C(19) 117.89(15)
C(13) Fe(1) C(11) C(15) 119.11(12)
C(13) Fe(1) C(11) C(23) -119.8(2)
C(11) Fe(1) C(15) C(8) 117.85(14)
C(11) Fe(1) C(15) C(17) -122.26(16)
C(15) Fe(1) C(11) C(13) -119.11(12)
C(15) Fe(1) C(11) C(23) 121.1(2)
C(13) Fe(1) C(15) C(8) 80.71(11)
C(13) Fe(1) C(15) C(11) -37.14(8)
C(13) Fe(1) C(15) C(17) -159.40(16)
C(15) Fe(1) C(13) C(7) -81.52(10)
C(15) Fe(1) C(13) C(11) 37.40(9)
C(15) Fe(1) C(13) C(19) 155.29(13)
C(2) N(2) C(4) Fe(1) 5.23(17)
C(2) N(2) C(4) N(3) 176.34(11)
C(4) N(2) C(2) C(1) -11.83(17)
C(4) N(2) C(2) C(3) 111.55(16)
C(2) N(2) C(5) C(6) -175.35(13)
C(2) N(2) C(5) C(16) 1.6(2)
C(5) N(2) C(2) C(1) 162.86(14)
C(5) N(2) C(2) C(3) -73.8(2)
C(4) N(2) C(5) C(6) -0.41(16)
C(4) N(2) C(5) C(16) 176.58(13)
C(5) N(2) C(4) Fe(1) -170.33(9)
C(5) N(2) C(4) N(3) 0.78(14)
C(4) N(3) C(6) C(5) 0.65(16)
C(4) N(3) C(6) C(20) -178.13(14)
C(6) N(3) C(4) Fe(1) 167.79(12)
C(6) N(3) C(4) N(2) -0.86(14)
C(4) N(3) C(22) C(24) 103.95(18)
C(4) N(3) C(22) C(25) -127.62(18)
C(22) N(3) C(4) Fe(1) -6.0(2)
C(22) N(3) C(4) N(2) -174.67(12)
C(6) N(3) C(22) C(24) -68.73(17)
C(6) N(3) C(22) C(25) 59.7(2)
C(22) N(3) C(6) C(5) 173.92(13)
C(22) N(3) C(6) C(20) -4.9(2)
Fe(1) C(1) C(2) N(2) 13.12(15)
Fe(1) C(1) C(2) C(3) -108.62(16)
N(2) C(5) C(6) N(3) -0.15(15)
N(2) C(5) C(6) C(20) 178.59(15)
C(16) C(5) C(6) N(3) -176.82(14)
C(16) C(5) C(6) C(20) 1.9(2)
Fe(1) C(7) C(8) C(10) -126.7(2)
Fe(1) C(7) C(8) C(15) 61.25(12)
Fe(1) C(7) C(13) C(11) -58.59(13)
Fe(1) C(7) C(13) C(19) 128.2(2)
C(8) C(7) C(13) Fe(1) 59.25(13)
C(8) C(7) C(13) C(11) 0.7(2)
C(8) C(7) C(13) C(19) -172.55(19)
C(13) C(7) C(8) Fe(1) -61.09(13)
C(13) C(7) C(8) C(10) 172.24(19)
C(13) C(7) C(8) C(15) 0.2(2)
C(21) C(7) C(8) Fe(1) 123.52(19)
C(21) C(7) C(8) C(10) -3.2(3)
C(21) C(7) C(8) C(15) -175.24(18)
C(21) C(7) C(13) Fe(1) -125.6(2)
C(21) C(7) C(13) C(11) 175.80(19)
C(21) C(7) C(13) C(19) 2.6(3)
Fe(1) C(8) C(15) C(11) 60.94(13)
Fe(1) C(8) C(15) C(17) -122.90(19)
C(7) C(8) C(15) Fe(1) -61.86(13)
C(7) C(8) C(15) C(11) -0.9(2)
C(7) C(8) C(15) C(17) 175.23(18)
C(10) C(8) C(15) Fe(1) 126.2(2)
C(10) C(8) C(15) C(11) -172.91(19)
C(10) C(8) C(15) C(17) 3.3(3)
Fe(1) C(11) C(13) C(7) 58.81(13)
Fe(1) C(11) C(13) C(19) -127.66(19)
Fe(1) C(11) C(15) C(8) -60.10(12)
Fe(1) C(11) C(15) C(17) 123.80(19)
C(13) C(11) C(15) Fe(1) 61.44(13)
C(13) C(11) C(15) C(8) 1.3(2)
C(13) C(11) C(15) C(17) -174.76(18)
C(15) C(11) C(13) Fe(1) -60.06(13)
C(15) C(11) C(13) C(7) -1.2(2)
C(15) C(11) C(13) C(19) 172.28(18)
C(23) C(11) C(13) Fe(1) 121.23(18)
C(23) C(11) C(13) C(7) -179.96(14)
C(23) C(11) C(13) C(19) -6.4(3)
C(23) C(11) C(15) Fe(1) -119.88(19)
C(23) C(11) C(15) C(8) -179.98(14)
C(23) C(11) C(15) C(17) 3.9(3)
