#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:48:41 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179264 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/84/4318487.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_4318487
loop_
_publ_author_name
'Yoshiki Ohgo'
'Saburo Neya'
'Takahisa Ikeue'
'Masashi Takahashi'
'Masuo Takeda'
'Noriaki Funasaki'
'Mikio Nakamura'
_publ_contact_author_address
;
Department of Chemistry
Toho University 
5-21-16 Omorinishi Ota-ku Tokyo 143 Japan
;
_publ_contact_author_email       yohgo@med.toho-u.ac.jp
_publ_contact_author_fax         '81 3 5493 5430'
_publ_contact_author_name        'Ohgo, Yoshiki'
_publ_contact_author_phone       '81 3 3762 4151 x2551'
_publ_section_title
;
 Molecular Structures of Five-Coordinated Halide Ligated Iron(III)
 Porphyrin, Porphycene, and Corrphycene Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4627
_journal_page_last               4629
_journal_paper_doi               10.1021/ic0256866
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C33 H37 Cl3 F Fe N4'
_chemical_formula_weight         670.87
_chemical_name_common            porphycene
_chemical_name_systematic
; 
Fluoro[(3,6,13,16-Tetraethyl-2,7,12,17-
tetramethylporphycenato)iron(III)] 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 100.770(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.5522(7)
_cell_length_b                   10.2165(4)
_cell_length_c                   22.0725(13)
_cell_measurement_reflns_used    44926
_cell_measurement_temperature    298
_cell_measurement_theta_max      54.9
_cell_measurement_theta_min      2.8
_cell_volume                     3223.8(3)
_computing_cell_refinement
;
MSC/AFC Diffractometer Control Software
;
_computing_data_collection
;
MSC/AFC Diffractometer Control Software 
(Molecular Structure Corporation, 1992a)
;
_computing_data_reduction
;
MSC/AFC Diffractometer Control Software. Data Reduction: 
TEXSAN (Molecular Structure Corporation, 1992b)
;
_computing_molecular_graphics    'SV (Nemoto & Ohashi, 1993)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97(Altomare, A. et al., 1999)'
_diffrn_ambient_temperature      298
_diffrn_detector_area_resol_mean 10
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'RIGAKU RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω-scan
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_sigmaI/netI    0.0496
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            12559
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.751
_exptl_absorpt_correction_T_max  0.861
_exptl_absorpt_correction_T_min  0.857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
ABSCOR(Higashi et al., 1968)
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1396
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.942
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       0.0088(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.964
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         7001
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      0.964
_refine_ls_R_factor_all          0.0963
_refine_ls_R_factor_gt           0.0715
_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)+(0.1298P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1779
_refine_ls_wR_factor_ref         0.1918
_reflns_number_gt                4733
_reflns_number_total             7001
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0256866_s1_06.cif
_cod_data_source_block           '[Fe(EtioPc)F]'
_cod_database_code               4318487
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Fe1 Fe 0.26296(3) 0.38730(4) 0.416271(18) 0.05440(18) Uani 1 1 d . . .
F1 F 0.28425(7) 0.29232(11) 0.51029(4) 0.0294(3) Uani 1 1 d . . .
N1 N 0.13107(18) 0.4565(2) 0.40305(12) 0.0583(6) Uani 1 1 d . . .
N2 N 0.28538(19) 0.5823(3) 0.42779(12) 0.0592(6) Uani 1 1 d . . .
N3 N 0.38321(17) 0.3570(3) 0.38500(11) 0.0585(6) Uani 1 1 d . . .
N4 N 0.22804(18) 0.2325(2) 0.36008(11) 0.0585(6) Uani 1 1 d . . .
C1 C 0.0434(2) 0.3996(4) 0.39732(15) 0.0655(8) Uani 1 1 d . . .
C2 C -0.0212(2) 0.4947(4) 0.41239(16) 0.0722(9) Uani 1 1 d . . .
C3 C 0.0263(3) 0.6084(4) 0.42664(16) 0.0721(9) Uani 1 1 d . . .
C4 C 0.1221(2) 0.5840(3) 0.42133(14) 0.0613(7) Uani 1 1 d . . .
C5 C 0.2071(3) 0.6547(3) 0.43270(14) 0.0637(7) Uani 1 1 d . . .
C6 C 0.2344(3) 0.7865(3) 0.44930(16) 0.0749(9) Uani 1 1 d . . .
C7 C 0.3298(3) 0.7895(3) 0.45638(16) 0.0780(10) Uani 1 1 d . . .
C8 C 0.3616(3) 0.6630(3) 0.44193(15) 0.0677(8) Uani 1 1 d . . .
C9 C 0.4550(3) 0.6356(4) 0.44261(18) 0.0801(10) Uani 1 1 d . . .
H9 H 0.4949 0.7031 0.4588 0.096 Uiso 1 1 calc R . .
C10 C 0.5012(2) 0.5289(4) 0.42422(16) 0.0761(10) Uani 1 1 d . . .
H10 H 0.5656 0.5402 0.4304 0.091 Uiso 1 1 calc R . .
C11 C 0.4722(2) 0.4080(4) 0.39842(15) 0.0652(8) Uani 1 1 d . . .
C12 C 0.5346(2) 0.3166(4) 0.37775(17) 0.0773(10) Uani 1 1 d . . .
C13 C 0.4834(3) 0.2156(4) 0.35098(15) 0.0722(9) Uani 1 1 d . . .
C14 C 0.3878(2) 0.2405(3) 0.35539(13) 0.0604(7) Uani 1 1 d . . .
C15 C 0.3018(2) 0.1748(3) 0.33838(13) 0.0607(7) Uani 1 1 d . . .
C16 C 0.2669(3) 0.0614(3) 0.30247(15) 0.0735(9) Uani 1 1 d . . .
C17 C 0.1767(3) 0.0489(4) 0.30587(17) 0.0795(10) Uani 1 1 d . . .
C18 C 0.1508(2) 0.1558(3) 0.34159(15) 0.0654(8) Uani 1 1 d . . .
C19 C 0.0612(3) 0.1732(3) 0.35327(17) 0.0705(8) Uani 1 1 d . . .
H19 H 0.0228 0.1010 0.3424 0.085 Uiso 1 1 calc R . .
C20 C 0.0171(2) 0.2734(4) 0.37720(17) 0.0744(9) Uani 1 1 d . . .
H20 H -0.0439 0.2529 0.3809 0.089 Uiso 1 1 calc R . .
C21 C -0.1241(3) 0.4705(5) 0.4101(2) 0.0932(12) Uani 1 1 d . . .
H21A H -0.1567 0.5526 0.4072 0.140 Uiso 1 1 calc R . .
H21B H -0.1326 0.4257 0.4469 0.140 Uiso 1 1 calc R . .
H21C H -0.1485 0.4177 0.3747 0.140 Uiso 1 1 calc R . .
C22 C -0.0193(4) 0.7322(5) 0.4438(2) 0.0984(13) Uani 1 1 d . . .
H22A H 0.0273 0.7873 0.4687 0.118 Uiso 1 1 calc R . .
H22B H -0.0662 0.7104 0.4681 0.118 Uiso 1 1 calc R . .
C23 C -0.0658(5) 0.8075(6) 0.3852(3) 0.124(2) Uani 1 1 d . . .
H23A H -0.0183 0.8392 0.3640 0.186 Uiso 1 1 calc R . .
H23B H -0.1007 0.8801 0.3967 0.186 Uiso 1 1 calc R . .
H23C H -0.1071 0.7500 0.3585 0.186 Uiso 1 1 calc R . .
C24 C 0.1746(4) 0.9041(4) 0.4575(2) 0.0986(14) Uani 1 1 d . . .
H24A H 0.2005 0.9807 0.4409 0.118 Uiso 1 1 calc R . .
H24B H 0.1122 0.8903 0.4337 0.118 Uiso 1 1 calc R . .
C25 C 0.1672(5) 0.9308(6) 0.5231(3) 0.140(2) Uani 1 1 d . . .
H25A H 0.1502 0.8518 0.5418 0.210 Uiso 1 1 calc R . .
H25B H 0.1203 0.9964 0.5243 0.210 Uiso 1 1 calc R . .
H25C H 0.2264 0.9614 0.5453 0.210 Uiso 1 1 calc R . .
C26 C 0.3925(4) 0.9068(4) 0.4743(2) 0.1049(15) Uani 1 1 d . . .
H26A H 0.3548 0.9840 0.4742 0.157 Uiso 1 1 calc R . .
H26B H 0.4336 0.9172 0.4453 0.157 Uiso 1 1 calc R . .
H26C H 0.4289 0.8936 0.5148 0.157 Uiso 1 1 calc R . .
C27 C 0.6396(3) 0.3355(6) 0.3862(2) 0.0974(13) Uani 1 1 d . . .
H27A H 0.6695 0.2517 0.3864 0.146 Uiso 1 1 calc R . .
H27B H 0.6619 0.3790 0.4247 0.146 Uiso 1 1 calc R . .
H27C H 0.6539 0.3876 0.3530 0.146 Uiso 1 1 calc R . .
C28 C 0.5236(4) 0.0979(5) 0.3225(2) 0.0936(13) Uani 1 1 d . . .
H28A H 0.5823 0.0729 0.3484 0.112 Uiso 1 1 calc R . .
H28B H 0.4807 0.0248 0.3210 0.112 Uiso 1 1 calc R . .
C29 C 0.5398(5) 0.1264(6) 0.2583(3) 0.126(2) Uani 1 1 d . . .
H29A H 0.4818 0.1514 0.2325 0.189 Uiso 1 1 calc R . .
H29B H 0.5638 0.0496 0.2417 0.189 Uiso 1 1 calc R . .
H29C H 0.5841 0.1965 0.2598 0.189 Uiso 1 1 calc R . .
C30 C 0.3174(4) -0.0289(4) 0.26527(19) 0.0952(13) Uani 1 1 d . . .
H30A H 0.3718 0.0163 0.2561 0.114 Uiso 1 1 calc R . .
H30B H 0.2764 -0.0479 0.2264 0.114 Uiso 1 1 calc R . .
C31 C 0.3489(5) -0.1570(5) 0.2971(3) 0.1173(18) Uani 1 1 d . . .
H31A H 0.3866 -0.1393 0.3368 0.176 Uiso 1 1 calc R . .
H31B H 0.3849 -0.2055 0.2725 0.176 Uiso 1 1 calc R . .
H31C H 0.2951 -0.2071 0.3022 0.176 Uiso 1 1 calc R . .
C32 C 0.1096(5) -0.0533(5) 0.2745(3) 0.1203(19) Uani 1 1 d . . .
H32A H 0.1414 -0.1357 0.2748 0.180 Uiso 1 1 calc R . .
H32B H 0.0862 -0.0273 0.2327 0.180 Uiso 1 1 calc R . .
H32C H 0.0584 -0.0620 0.2960 0.180 Uiso 1 1 calc R . .
C33 C 0.7054(8) -0.2576(11) 0.2388(5) 0.74(5) Uani 1 1 d D . .
H33 H 0.6789 -0.2183 0.1988 0.894 Uiso 1 1 calc R . .
Cl1 Cl 0.6763(3) -0.4246(6) 0.2469(3) 0.289(2) Uani 1 1 d D . .
Cl2 Cl 0.6703(8) -0.1832(11) 0.3033(7) 0.709(15) Uani 1 1 d D . .
Cl3 Cl 0.8305(9) -0.2575(17) 0.2578(13) 1.30(3) Uani 1 1 d D . .
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'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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
N1 Fe1 N4 93.58(11) . . ?
N1 Fe1 N3 150.03(10) . . ?
N4 Fe1 N3 78.73(10) . . ?
N1 Fe1 N2 78.46(11) . . ?
N4 Fe1 N2 149.83(11) . . ?
N3 Fe1 N2 93.66(11) . . ?
N1 Fe1 F1 104.31(8) . . ?
N4 Fe1 F1 101.75(8) . . ?
N3 Fe1 F1 105.61(8) . . ?
N2 Fe1 F1 108.40(8) . . ?
C4 N1 C1 106.7(3) . . ?
C4 N1 Fe1 115.4(2) . . ?
C1 N1 Fe1 134.6(2) . . ?
C8 N2 C5 107.8(3) . . ?
C8 N2 Fe1 136.4(2) . . ?
C5 N2 Fe1 114.9(2) . . ?
C14 N3 C11 107.7(3) . . ?
C14 N3 Fe1 114.8(2) . . ?
C11 N3 Fe1 135.1(2) . . ?
C18 N4 C15 107.4(3) . . ?
C18 N4 Fe1 137.0(2) . . ?
C15 N4 Fe1 115.1(2) . . ?
N1 C1 C20 127.6(3) . . ?
N1 C1 C2 109.1(3) . . ?
C20 C1 C2 123.3(3) . . ?
C3 C2 C1 107.8(3) . . ?
C3 C2 C21 127.3(4) . . ?
C1 C2 C21 124.8(4) . . ?
C2 C3 C4 106.9(3) . . ?
C2 C3 C22 123.1(4) . . ?
C4 C3 C22 130.0(4) . . ?
N1 C4 C5 114.1(3) . . ?
N1 C4 C3 109.5(3) . . ?
C5 C4 C3 136.4(3) . . ?
N2 C5 C4 114.8(3) . . ?
N2 C5 C6 109.2(3) . . ?
C4 C5 C6 135.9(3) . . ?
C7 C6 C5 106.1(3) . . ?
C7 C6 C24 124.2(4) . . ?
C5 C6 C24 129.6(4) . . ?
C6 C7 C8 108.6(3) . . ?
C6 C7 C26 126.7(4) . . ?
C8 C7 C26 124.7(4) . . ?
N2 C8 C9 129.2(3) . . ?
N2 C8 C7 108.2(3) . . ?
C9 C8 C7 122.6(3) . . ?
C10 C9 C8 133.4(3) . . ?
C10 C9 H9 113.3 . . ?
C8 C9 H9 113.3 . . ?
C9 C10 C11 133.9(3) . . ?
C9 C10 H10 113.0 . . ?
C11 C10 H10 113.0 . . ?
N3 C11 C10 128.7(3) . . ?
N3 C11 C12 108.1(3) . . ?
C10 C11 C12 123.1(3) . . ?
C13 C12 C11 107.9(3) . . ?
C13 C12 C27 127.9(4) . . ?
C11 C12 C27 124.1(4) . . ?
C12 C13 C14 107.4(3) . . ?
C12 C13 C28 124.4(4) . . ?
C14 C13 C28 128.2(4) . . ?
N3 C14 C15 115.0(3) . . ?
N3 C14 C13 108.7(3) . . ?
C15 C14 C13 136.2(3) . . ?
N4 C15 C14 114.3(3) . . ?
N4 C15 C16 108.4(3) . . ?
C14 C15 C16 137.3(3) . . ?
C17 C16 C15 107.2(3) . . ?
C17 C16 C30 123.7(4) . . ?
C15 C16 C30 129.1(4) . . ?
C16 C17 C18 108.7(3) . . ?
C16 C17 C32 126.9(4) . . ?
C18 C17 C32 124.3(4) . . ?
N4 C18 C19 128.3(3) . . ?
N4 C18 C17 108.3(3) . . ?
C19 C18 C17 123.5(3) . . ?
C20 C19 C18 133.9(3) . . ?
C20 C19 H19 113.0 . . ?
C18 C19 H19 113.0 . . ?
C19 C20 C1 134.1(3) . . ?
C19 C20 H20 112.9 . . ?
C1 C20 H20 112.9 . . ?
C2 C21 H21A 109.5 . . ?
C2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C3 C22 C23 110.6(4) . . ?
C3 C22 H22A 109.5 . . ?
C23 C22 H22A 109.5 . . ?
C3 C22 H22B 109.5 . . ?
C23 C22 H22B 109.5 . . ?
H22A C22 H22B 108.1 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 C6 114.0(4) . . ?
C25 C24 H24A 108.8 . . ?
C6 C24 H24A 108.8 . . ?
C25 C24 H24B 108.8 . . ?
C6 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C7 C26 H26A 109.5 . . ?
C7 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C7 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C12 C27 H27A 109.5 . . ?
C12 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C12 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C29 C28 C13 112.0(4) . . ?
C29 C28 H28A 109.2 . . ?
C13 C28 H28A 109.2 . . ?
C29 C28 H28B 109.2 . . ?
C13 C28 H28B 109.2 . . ?
H28A C28 H28B 107.9 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C16 C30 C31 114.2(4) . . ?
C16 C30 H30A 108.7 . . ?
C31 C30 H30A 108.7 . . ?
C16 C30 H30B 108.7 . . ?
C31 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C17 C32 H32A 109.5 . . ?
C17 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C17 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
Cl2 C33 Cl1 102.7(6) . . ?
Cl2 C33 Cl3 104.1(7) . . ?
Cl1 C33 Cl3 103.2(7) . . ?
Cl2 C33 H33 115.1 . . ?
Cl1 C33 H33 115.1 . . ?
Cl3 C33 H33 115.1 . . ?
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
Fe1 N1 2.015(3) . ?
Fe1 N4 2.016(2) . ?
Fe1 N3 2.021(2) . ?
Fe1 N2 2.027(3) . ?
Fe1 F1 2.2592(11) . ?
N1 C4 1.376(4) . ?
N1 C1 1.386(4) . ?
N2 C8 1.371(4) . ?
N2 C5 1.379(4) . ?
N3 C14 1.366(4) . ?
N3 C11 1.376(4) . ?
N4 C18 1.368(4) . ?
N4 C15 1.387(4) . ?
C1 C20 1.393(5) . ?
C1 C2 1.433(5) . ?
C2 C3 1.358(6) . ?
C2 C21 1.510(5) . ?
C3 C4 1.444(5) . ?
C3 C22 1.509(5) . ?
C4 C5 1.413(5) . ?
C5 C6 1.433(5) . ?
C6 C7 1.368(6) . ?
C6 C24 1.514(6) . ?
C7 C8 1.429(5) . ?
C7 C26 1.513(5) . ?
C8 C9 1.384(6) . ?
C9 C10 1.381(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.392(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.435(5) . ?
C12 C13 1.343(6) . ?
C12 C27 1.517(5) . ?
C13 C14 1.436(5) . ?
C13 C28 1.523(5) . ?
C14 C15 1.408(5) . ?
C15 C16 1.441(5) . ?
C16 C17 1.334(6) . ?
C16 C30 1.514(5) . ?
C17 C18 1.438(5) . ?
C17 C32 1.507(6) . ?
C18 C19 1.387(5) . ?
C19 C20 1.366(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.547(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.497(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 C29 1.508(7) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 C31 1.514(7) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C33 Cl2 1.772(9) . ?
C33 Cl1 1.776(9) . ?
C33 Cl3 1.789(9) . ?
C33 H33 0.9800 . ?
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
N4 Fe1 N1 C4 -164.6(2) . . . . ?
N3 Fe1 N1 C4 -91.0(3) . . . . ?
N2 Fe1 N1 C4 -14.0(2) . . . . ?
F1 Fe1 N1 C4 92.3(2) . . . . ?
N4 Fe1 N1 C1 39.2(3) . . . . ?
N3 Fe1 N1 C1 112.7(3) . . . . ?
N2 Fe1 N1 C1 -170.2(3) . . . . ?
F1 Fe1 N1 C1 -63.9(3) . . . . ?
N1 Fe1 N2 C8 178.6(3) . . . . ?
N4 Fe1 N2 C8 -104.4(3) . . . . ?
N3 Fe1 N2 C8 -30.6(3) . . . . ?
F1 Fe1 N2 C8 77.1(3) . . . . ?
N1 Fe1 N2 C5 11.5(2) . . . . ?
N4 Fe1 N2 C5 88.5(3) . . . . ?
N3 Fe1 N2 C5 162.3(2) . . . . ?
F1 Fe1 N2 C5 -89.9(2) . . . . ?
N1 Fe1 N3 C14 -90.4(3) . . . . ?
N4 Fe1 N3 C14 -13.0(2) . . . . ?
N2 Fe1 N3 C14 -163.6(2) . . . . ?
F1 Fe1 N3 C14 86.2(2) . . . . ?
N1 Fe1 N3 C11 109.4(3) . . . . ?
N4 Fe1 N3 C11 -173.1(3) . . . . ?
N2 Fe1 N3 C11 36.3(3) . . . . ?
F1 Fe1 N3 C11 -73.9(3) . . . . ?
N1 Fe1 N4 C18 -29.0(3) . . . . ?
N3 Fe1 N4 C18 -179.8(3) . . . . ?
N2 Fe1 N4 C18 -102.1(3) . . . . ?
F1 Fe1 N4 C18 76.4(3) . . . . ?
N1 Fe1 N4 C15 160.3(2) . . . . ?
N3 Fe1 N4 C15 9.5(2) . . . . ?
N2 Fe1 N4 C15 87.2(3) . . . . ?
F1 Fe1 N4 C15 -94.3(2) . . . . ?
C4 N1 C1 C20 176.8(3) . . . . ?
Fe1 N1 C1 C20 -25.5(5) . . . . ?
C4 N1 C1 C2 0.1(3) . . . . ?
Fe1 N1 C1 C2 157.7(2) . . . . ?
N1 C1 C2 C3 0.5(4) . . . . ?
C20 C1 C2 C3 -176.4(3) . . . . ?
N1 C1 C2 C21 178.5(3) . . . . ?
C20 C1 C2 C21 1.6(6) . . . . ?
C1 C2 C3 C4 -0.8(4) . . . . ?
C21 C2 C3 C4 -178.8(4) . . . . ?
C1 C2 C3 C22 178.8(3) . . . . ?
C21 C2 C3 C22 0.8(6) . . . . ?
C1 N1 C4 C5 176.7(3) . . . . ?
Fe1 N1 C4 C5 14.1(3) . . . . ?
C1 N1 C4 C3 -0.6(3) . . . . ?
Fe1 N1 C4 C3 -163.1(2) . . . . ?
C2 C3 C4 N1 0.9(4) . . . . ?
C22 C3 C4 N1 -178.7(4) . . . . ?
C2 C3 C4 C5 -175.5(4) . . . . ?
C22 C3 C4 C5 4.9(7) . . . . ?
C8 N2 C5 C4 -178.1(3) . . . . ?
Fe1 N2 C5 C4 -7.5(3) . . . . ?
C8 N2 C5 C6 1.2(3) . . . . ?
Fe1 N2 C5 C6 171.9(2) . . . . ?
N1 C4 C5 N2 -4.2(4) . . . . ?
C3 C4 C5 N2 172.0(4) . . . . ?
N1 C4 C5 C6 176.6(3) . . . . ?
C3 C4 C5 C6 -7.1(7) . . . . ?
N2 C5 C6 C7 -2.3(4) . . . . ?
C4 C5 C6 C7 176.9(4) . . . . ?
N2 C5 C6 C24 177.0(4) . . . . ?
C4 C5 C6 C24 -3.8(7) . . . . ?
C5 C6 C7 C8 2.4(4) . . . . ?
C24 C6 C7 C8 -177.0(4) . . . . ?
C5 C6 C7 C26 -179.5(4) . . . . ?
C24 C6 C7 C26 1.1(6) . . . . ?
C5 N2 C8 C9 -179.1(4) . . . . ?
Fe1 N2 C8 C9 13.3(6) . . . . ?
C5 N2 C8 C7 0.3(4) . . . . ?
Fe1 N2 C8 C7 -167.4(2) . . . . ?
C6 C7 C8 N2 -1.7(4) . . . . ?
C26 C7 C8 N2 -179.8(4) . . . . ?
C6 C7 C8 C9 177.7(3) . . . . ?
C26 C7 C8 C9 -0.5(6) . . . . ?
N2 C8 C9 C10 7.8(7) . . . . ?
C7 C8 C9 C10 -171.4(4) . . . . ?
C8 C9 C10 C11 -0.5(8) . . . . ?
C14 N3 C11 C10 174.9(3) . . . . ?
Fe1 N3 C11 C10 -24.0(5) . . . . ?
C14 N3 C11 C12 -1.8(3) . . . . ?
Fe1 N3 C11 C12 159.3(3) . . . . ?
C9 C10 C11 N3 -2.3(7) . . . . ?
C9 C10 C11 C12 173.9(4) . . . . ?
N3 C11 C12 C13 1.8(4) . . . . ?
C10 C11 C12 C13 -175.1(3) . . . . ?
N3 C11 C12 C27 -177.8(3) . . . . ?
C10 C11 C12 C27 5.2(6) . . . . ?
C11 C12 C13 C14 -1.1(4) . . . . ?
C27 C12 C13 C14 178.6(4) . . . . ?
C11 C12 C13 C28 179.5(3) . . . . ?
C27 C12 C13 C28 -0.8(6) . . . . ?
C11 N3 C14 C15 179.9(3) . . . . ?
Fe1 N3 C14 C15 14.5(3) . . . . ?
C11 N3 C14 C13 1.2(3) . . . . ?
Fe1 N3 C14 C13 -164.3(2) . . . . ?
C12 C13 C14 N3 0.0(4) . . . . ?
C28 C13 C14 N3 179.4(3) . . . . ?
C12 C13 C14 C15 -178.3(3) . . . . ?
C28 C13 C14 C15 1.0(6) . . . . ?
C18 N4 C15 C14 -178.1(3) . . . . ?
Fe1 N4 C15 C14 -4.8(3) . . . . ?
C18 N4 C15 C16 2.9(3) . . . . ?
Fe1 N4 C15 C16 176.3(2) . . . . ?
N3 C14 C15 N4 -6.3(4) . . . . ?
C13 C14 C15 N4 171.9(3) . . . . ?
N3 C14 C15 C16 172.2(3) . . . . ?
C13 C14 C15 C16 -9.6(6) . . . . ?
N4 C15 C16 C17 -3.3(4) . . . . ?
C14 C15 C16 C17 178.2(4) . . . . ?
N4 C15 C16 C30 175.1(4) . . . . ?
C14 C15 C16 C30 -3.5(7) . . . . ?
C15 C16 C17 C18 2.3(4) . . . . ?
C30 C16 C17 C18 -176.2(3) . . . . ?
C15 C16 C17 C32 178.3(4) . . . . ?
C30 C16 C17 C32 -0.1(7) . . . . ?
C15 N4 C18 C19 178.9(3) . . . . ?
Fe1 N4 C18 C19 7.8(6) . . . . ?
C15 N4 C18 C17 -1.6(4) . . . . ?
Fe1 N4 C18 C17 -172.7(2) . . . . ?
C16 C17 C18 N4 -0.5(4) . . . . ?
C32 C17 C18 N4 -176.7(4) . . . . ?
C16 C17 C18 C19 179.1(4) . . . . ?
C32 C17 C18 C19 2.9(6) . . . . ?
N4 C18 C19 C20 10.8(7) . . . . ?
C17 C18 C19 C20 -168.7(4) . . . . ?
C18 C19 C20 C1 2.8(8) . . . . ?
N1 C1 C20 C19 -6.0(7) . . . . ?
C2 C1 C20 C19 170.3(4) . . . . ?
C2 C3 C22 C23 -83.9(6) . . . . ?
C4 C3 C22 C23 95.6(6) . . . . ?
C7 C6 C24 C25 -83.2(6) . . . . ?
C5 C6 C24 C25 97.6(6) . . . . ?
C12 C13 C28 C29 -81.1(6) . . . . ?
C14 C13 C28 C29 99.6(5) . . . . ?
C17 C16 C30 C31 -80.8(6) . . . . ?
C15 C16 C30 C31 101.0(5) . . . . ?
