#------------------------------------------------------------------------------
#$Date: 2016-03-21 17:54:35 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178796 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/50/4105090.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_4105090
loop_
_publ_author_name
'Heather R. Lucas'
'Gerald J. Meyer'
'Kenneth D. Karlin'
_publ_section_title
;
 Carbon Monoxide and Nitrogen Monoxide Ligand Dynamics in Synthetic Heme
 and Heme-Copper Complex Systems
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13924
_journal_page_last               13925
_journal_paper_doi               10.1021/ja906172c
_journal_volume                  131
_journal_year                    2009
_chemical_formula_moiety         'C74 H68 F8 Fe N8'
_chemical_formula_sum            'C74 H68 F8 Fe N8'
_chemical_formula_weight         1277.21
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 110.221(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   30.938(3)
_cell_length_b                   12.090(2)
_cell_length_c                   20.027(2)
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      24.00
_cell_measurement_theta_min      3.96
_cell_volume                     7029.2(16)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.10 beta (release 25.09.2003 CrysAlis171 VC++)
(compiled Sep 25 2003,17:01:25)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.10 beta (release 25.09.2003 CrysAlis171 VC++)
(compiled Sep 25 2003,17:01:25)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.10 beta (release 25.09.2003 CrysAlis171 VC++)
(compiled Sep 25 2003,17:01:25)
;
_computing_molecular_graphics    'Sheldrick, G.M. (2000). SHELXTL v6.10.'
_computing_publication_material  'Sheldrick, G.M. (2000). SHELXTL v6.10.'
_computing_structure_refinement  'Sheldrick, G.M. (2000). SHELXTL v6.10.'
_computing_structure_solution    'Sheldrick, G.M. (2000). SHELXTL v6.10.'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 15.9890
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type
'Goniometer KM4/Xcalibur, detector: Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_sigmaI/netI    0.0707
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17311
_diffrn_reflns_theta_full        23.26
_diffrn_reflns_theta_max         23.26
_diffrn_reflns_theta_min         4.07
_exptl_absorpt_coefficient_mu    0.282
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.937
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.10 beta (release 25.09.2003 CrysAlis171 VC++)
(compiled Sep 25 2003,17:01:25)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_description       prism
_exptl_crystal_F_000             2664
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.476
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     513
_refine_ls_number_reflns         4957
_refine_ls_number_restraints     290
_refine_ls_restrained_S_all      0.949
_refine_ls_R_factor_all          0.0806
_refine_ls_R_factor_gt           0.0546
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0919P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1399
_refine_ls_wR_factor_ref         0.1548
_reflns_number_gt                3341
_reflns_number_total             4957
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ja906172c_si_001.cif
_cod_data_source_block           x0007
_cod_original_cell_volume        7029.2(15)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4105090
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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 0.0000 0.0000 0.0000 0.0217(2) Uani 1 2 d S . .
N1 N 0.00380(9) -0.1354(2) 0.05837(14) 0.0222(7) Uani 1 1 d . . .
N2 N -0.04747(9) 0.0623(2) 0.03570(14) 0.0218(7) Uani 1 1 d . . .
N3 N 0.05026(10) 0.0739(2) 0.07871(14) 0.0239(7) Uani 1 1 d . A .
N4 N 0.08729(11) 0.1852(3) 0.16725(17) 0.0385(8) Uani 1 1 d D . .
F1 F -0.04359(8) -0.0147(2) 0.24952(12) 0.0501(7) Uani 1 1 d . . .
F2 F -0.12394(8) -0.2531(2) 0.06489(15) 0.0570(7) Uani 1 1 d . . .
F3 F -0.02026(7) 0.43210(16) 0.04666(11) 0.0390(6) Uani 1 1 d . . .
F4 F -0.15517(7) 0.27350(18) -0.11171(11) 0.0422(6) Uani 1 1 d . . .
C1 C 0.03034(11) -0.2278(3) 0.06177(18) 0.0235(8) Uani 1 1 d . . .
C2 C 0.02240(12) -0.3093(3) 0.10814(19) 0.0272(9) Uani 1 1 d . . .
H2A H 0.0367 -0.3798 0.1192 0.033 Uiso 1 1 calc R . .
C3 C -0.00933(12) -0.2662(3) 0.1330(2) 0.0284(9) Uani 1 1 d . . .
H3A H -0.0214 -0.3005 0.1655 0.034 Uiso 1 1 calc R . .
C4 C -0.02141(11) -0.1590(3) 0.10134(18) 0.0239(8) Uani 1 1 d . . .
C5 C -0.05519(12) -0.0920(3) 0.11079(18) 0.0247(8) Uani 1 1 d . . .
C6 C -0.06729(11) 0.0104(3) 0.07951(18) 0.0222(8) Uani 1 1 d . . .
C7 C -0.10298(12) 0.0799(3) 0.08783(19) 0.0293(9) Uani 1 1 d . . .
H7A H -0.1219 0.0629 0.1151 0.035 Uiso 1 1 calc R . .
C8 C -0.10471(12) 0.1721(3) 0.05050(19) 0.0272(9) Uani 1 1 d . . .
H8A H -0.1249 0.2330 0.0462 0.033 Uiso 1 1 calc R . .
C9 C -0.07003(11) 0.1614(3) 0.01805(17) 0.0228(8) Uani 1 1 d . . .
C10 C -0.06121(11) 0.2407(3) -0.02654(18) 0.0235(8) Uani 1 1 d . . .
C11 C -0.08125(12) -0.1340(3) 0.1554(2) 0.0285(9) Uani 1 1 d . . .
C12 C -0.07426(13) -0.0967(3) 0.2240(2) 0.0355(10) Uani 1 1 d . . .
C13 C -0.09753(15) -0.1374(4) 0.2662(2) 0.0448(11) Uani 1 1 d . . .
H13A H -0.0913 -0.1100 0.3130 0.054 Uiso 1 1 calc R . .
C14 C -0.12980(16) -0.2183(4) 0.2391(3) 0.0507(13) Uani 1 1 d . . .
H14A H -0.1462 -0.2474 0.2675 0.061 Uiso 1 1 calc R . .
C15 C -0.13866(15) -0.2576(4) 0.1718(3) 0.0512(12) Uani 1 1 d . . .
H15A H -0.1610 -0.3139 0.1531 0.061 Uiso 1 1 calc R . .
C16 C -0.11487(14) -0.2147(3) 0.1318(2) 0.0384(10) Uani 1 1 d . . .
C17 C -0.08642(12) 0.3480(3) -0.03327(19) 0.0266(8) Uani 1 1 d . . .
C18 C -0.06522(13) 0.4420(3) 0.00402(19) 0.0310(9) Uani 1 1 d . . .
C19 C -0.08684(15) 0.5411(3) 0.0019(2) 0.0415(10) Uani 1 1 d . . .
H19A H -0.0707 0.6031 0.0280 0.050 Uiso 1 1 calc R . .
C20 C -0.13295(15) 0.5485(3) -0.0395(2) 0.0454(11) Uani 1 1 d . . .
H20A H -0.1490 0.6160 -0.0411 0.054 Uiso 1 1 calc R . .
C21 C -0.15581(15) 0.4595(4) -0.0783(2) 0.0451(11) Uani 1 1 d . . .
H21A H -0.1874 0.4650 -0.1073 0.054 Uiso 1 1 calc R . .
C22 C -0.13214(13) 0.3621(3) -0.0744(2) 0.0325(9) Uani 1 1 d . . .
C23 C 0.04595(13) 0.1542(3) 0.12063(19) 0.0312(9) Uani 1 1 d . A .
H23A H 0.0174 0.1862 0.1183 0.037 Uiso 1 1 calc R . .
C24 C 0.12010(12) 0.1212(3) 0.1529(2) 0.0376(10) Uani 1 1 d D A .
C25 C 0.09639(12) 0.0542(3) 0.0993(2) 0.0366(10) Uani 1 1 d . . .
H25A H 0.1100 0.0000 0.0785 0.044 Uiso 1 1 calc R A .
C26 C 0.09525(14) 0.2765(3) 0.2191(2) 0.0428(10) Uani 0.866(4) 1 d PDU A 1
H26 H 0.1265 0.2658 0.2558 0.051 Uiso 0.866(4) 1 calc PR A 1
C27 C 0.09504(17) 0.3845(3) 0.1849(2) 0.0352(11) Uani 0.866(4) 1 d PDU A 1
H27A H 0.0646 0.3965 0.1475 0.042 Uiso 0.866(4) 1 calc PR A 1
H27B H 0.1186 0.3844 0.1617 0.042 Uiso 0.866(4) 1 calc PR A 1
C28 C 0.10490(19) 0.4786(4) 0.2385(3) 0.0385(12) Uani 0.866(4) 1 d PDU A 1
H28A H 0.1363 0.4700 0.2738 0.046 Uiso 0.866(4) 1 calc PR A 1
H28B H 0.1036 0.5499 0.2137 0.046 Uiso 0.866(4) 1 calc PR A 1
C29 C 0.07074(19) 0.4797(4) 0.2762(3) 0.0455(14) Uani 0.866(4) 1 d PDU A 1
H29A H 0.0397 0.4963 0.2417 0.055 Uiso 0.866(4) 1 calc PR A 1
H29B H 0.0790 0.5387 0.3128 0.055 Uiso 0.866(4) 1 calc PR A 1
C30 C 0.06973(19) 0.3684(4) 0.3117(3) 0.0469(13) Uani 0.866(4) 1 d PDU A 1
H30A H 0.0457 0.3699 0.3339 0.056 Uiso 0.866(4) 1 calc PR A 1
H30B H 0.0998 0.3555 0.3498 0.056 Uiso 0.866(4) 1 calc PR A 1
C31 C 0.05973(17) 0.2732(4) 0.2574(2) 0.0404(12) Uani 0.866(4) 1 d PDU A 1
H31A H 0.0282 0.2809 0.2222 0.048 Uiso 0.866(4) 1 calc PR A 1
H31B H 0.0617 0.2014 0.2821 0.048 Uiso 0.866(4) 1 calc PR A 1
C26' C 0.09525(14) 0.2765(3) 0.2191(2) 0.0428(10) Uani 0.134(4) 1 d PDU A 2
H26' H 0.1192 0.3104 0.2024 0.051 Uiso 0.134(4) 1 calc PR A 2
C27' C 0.1268(9) 0.2643(18) 0.2889(10) 0.043(4) Uani 0.134(4) 1 d PDU A 2
H27C H 0.1562 0.2353 0.2865 0.052 Uiso 0.134(4) 1 calc PR A 2
H27D H 0.1146 0.2090 0.3142 0.052 Uiso 0.134(4) 1 calc PR A 2
C28' C 0.1365(9) 0.370(2) 0.3313(14) 0.050(5) Uani 0.134(4) 1 d PDU A 2
H28C H 0.1510 0.3510 0.3822 0.060 Uiso 0.134(4) 1 calc PR A 2
H28D H 0.1593 0.4133 0.3175 0.060 Uiso 0.134(4) 1 calc PR A 2
C29' C 0.0966(10) 0.443(2) 0.3237(13) 0.047(4) Uani 0.134(4) 1 d PDU A 2
H29C H 0.1059 0.5071 0.3560 0.057 Uiso 0.134(4) 1 calc PR A 2
H29D H 0.0721 0.4016 0.3344 0.057 Uiso 0.134(4) 1 calc PR A 2
C30' C 0.0802(15) 0.4793(19) 0.2457(14) 0.042(4) Uani 0.134(4) 1 d PDU A 2
H30C H 0.0543 0.5321 0.2364 0.050 Uiso 0.134(4) 1 calc PR A 2
H30D H 0.1056 0.5171 0.2354 0.050 Uiso 0.134(4) 1 calc PR A 2
C31' C 0.0648(10) 0.3786(17) 0.1979(13) 0.040(3) Uani 0.134(4) 1 d PDU A 2
H31C H 0.0625 0.4000 0.1491 0.048 Uiso 0.134(4) 1 calc PR A 2
H31D H 0.0334 0.3582 0.1963 0.048 Uiso 0.134(4) 1 calc PR A 2
C32 C 0.17104(18) 0.1137(5) 0.1994(4) 0.0439(17) Uani 0.739(4) 1 d PDU A 1
H32 H 0.1729 0.1173 0.2502 0.053 Uiso 0.739(4) 1 calc PR A 1
C33 C 0.19355(18) 0.0058(5) 0.1895(3) 0.0458(15) Uani 0.739(4) 1 d PDU A 1
H33A H 0.1776 -0.0572 0.2025 0.055 Uiso 0.739(4) 1 calc PR A 1
H33B H 0.1903 -0.0026 0.1388 0.055 Uiso 0.739(4) 1 calc PR A 1
C34 C 0.24439(19) 0.0035(6) 0.2353(4) 0.0497(16) Uani 0.739(4) 1 d PDU A 1
H34A H 0.2474 0.0042 0.2861 0.060 Uiso 0.739(4) 1 calc PR A 1
H34B H 0.2583 -0.0659 0.2260 0.060 Uiso 0.739(4) 1 calc PR A 1
C35 C 0.2704(2) 0.1006(5) 0.2205(5) 0.060(2) Uani 0.739(4) 1 d PDU A 1
H35A H 0.3027 0.0983 0.2533 0.072 Uiso 0.739(4) 1 calc PR A 1
H35B H 0.2704 0.0959 0.1712 0.072 Uiso 0.739(4) 1 calc PR A 1
C36 C 0.24856(19) 0.2078(6) 0.2303(4) 0.0652(18) Uani 0.739(4) 1 d PDU A 1
H36A H 0.2644 0.2701 0.2164 0.078 Uiso 0.739(4) 1 calc PR A 1
H36B H 0.2525 0.2170 0.2812 0.078 Uiso 0.739(4) 1 calc PR A 1
C37 C 0.19739(19) 0.2116(5) 0.1861(4) 0.0554(16) Uani 0.739(4) 1 d PDU A 1
H37A H 0.1840 0.2805 0.1973 0.066 Uiso 0.739(4) 1 calc PR A 1
H37B H 0.1937 0.2137 0.1351 0.066 Uiso 0.739(4) 1 calc PR A 1
C32' C 0.1705(3) 0.1533(17) 0.1821(9) 0.051(3) Uani 0.261(4) 1 d PDU A 2
H32' H 0.1740 0.2316 0.1993 0.061 Uiso 0.261(4) 1 calc PR A 2
C33' C 0.1936(4) 0.1375(15) 0.1286(9) 0.052(3) Uani 0.261(4) 1 d PDU A 2
H33C H 0.1837 0.1956 0.0916 0.062 Uiso 0.261(4) 1 calc PR A 2
H33D H 0.1855 0.0645 0.1054 0.062 Uiso 0.261(4) 1 calc PR A 2
C34' C 0.2459(5) 0.1448(16) 0.1684(10) 0.062(3) Uani 0.261(4) 1 d PDU A 2
H34C H 0.2623 0.1299 0.1348 0.074 Uiso 0.261(4) 1 calc PR A 2
H34D H 0.2540 0.2205 0.1874 0.074 Uiso 0.261(4) 1 calc PR A 2
C35' C 0.2615(7) 0.061(2) 0.2296(11) 0.064(4) Uani 0.261(4) 1 d PDU A 2
H35C H 0.2540 -0.0145 0.2108 0.077 Uiso 0.261(4) 1 calc PR A 2
H35D H 0.2953 0.0665 0.2539 0.077 Uiso 0.261(4) 1 calc PR A 2
C36' C 0.2376(5) 0.0859(17) 0.2816(10) 0.069(4) Uani 0.261(4) 1 d PDU A 2
H36C H 0.2451 0.1619 0.3003 0.083 Uiso 0.261(4) 1 calc PR A 2
H36D H 0.2483 0.0337 0.3221 0.083 Uiso 0.261(4) 1 calc PR A 2
C37' C 0.1855(5) 0.0745(16) 0.2444(10) 0.059(3) Uani 0.261(4) 1 d PDU A 2
H37C H 0.1777 -0.0024 0.2276 0.070 Uiso 0.261(4) 1 calc PR A 2
H37D H 0.1694 0.0923 0.2781 0.070 Uiso 0.261(4) 1 calc PR A 2
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'
F F 0.0171 0.0103 '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_site_symmetry_1
_geom_angle_site_symmetry_3
N2 Fe1 N2 180.00(12) 5 .
N2 Fe1 N1 90.10(11) 5 5
N2 Fe1 N1 89.90(11) . 5
N2 Fe1 N1 89.90(11) 5 .
N2 Fe1 N1 90.10(11) . .
N1 Fe1 N1 180.0 5 .
N2 Fe1 N3 89.03(11) 5 .
N2 Fe1 N3 90.97(11) . .
N1 Fe1 N3 88.13(11) 5 .
N1 Fe1 N3 91.87(11) . .
N2 Fe1 N3 90.97(11) 5 5
N2 Fe1 N3 89.03(11) . 5
N1 Fe1 N3 91.87(11) 5 5
N1 Fe1 N3 88.13(11) . 5
N3 Fe1 N3 180.0 . 5
C1 N1 C4 105.0(3) . .
C1 N1 Fe1 127.6(2) . .
C4 N1 Fe1 127.3(2) . .
C9 N2 C6 105.2(3) . .
C9 N2 Fe1 127.7(2) . .
C6 N2 Fe1 126.9(2) . .
C23 N3 C25 105.2(3) . .
C23 N3 Fe1 127.4(2) . .
C25 N3 Fe1 127.4(2) . .
C23 N4 C24 106.8(3) . .
C23 N4 C26 125.5(3) . .
C24 N4 C26 127.5(3) . .
N1 C1 C10 125.1(3) . 5
N1 C1 C2 111.0(3) . .
C10 C1 C2 123.9(3) 5 .
C3 C2 C1 106.4(3) . .
C3 C2 H2A 126.8 . .
C1 C2 H2A 126.8 . .
C2 C3 C4 107.3(3) . .
C2 C3 H3A 126.4 . .
C4 C3 H3A 126.4 . .
N1 C4 C5 125.6(3) . .
N1 C4 C3 110.2(3) . .
C5 C4 C3 124.1(3) . .
C6 C5 C4 124.1(3) . .
C6 C5 C11 117.5(3) . .
C4 C5 C11 118.3(3) . .
C5 C6 N2 125.8(3) . .
C5 C6 C7 124.7(3) . .
N2 C6 C7 109.5(3) . .
C8 C7 C6 107.8(3) . .
C8 C7 H7A 126.1 . .
C6 C7 H7A 126.1 . .
C7 C8 C9 106.6(3) . .
C7 C8 H8A 126.7 . .
C9 C8 H8A 126.7 . .
N2 C9 C10 124.7(3) . .
N2 C9 C8 110.8(3) . .
C10 C9 C8 124.5(3) . .
C1 C10 C9 124.8(3) 5 .
C1 C10 C17 119.0(3) 5 .
C9 C10 C17 116.2(3) . .
C16 C11 C12 114.1(3) . .
C16 C11 C5 122.4(3) . .
C12 C11 C5 123.6(3) . .
F1 C12 C13 118.8(4) . .
F1 C12 C11 117.5(3) . .
C13 C12 C11 123.7(4) . .
C14 C13 C12 118.6(4) . .
C14 C13 H13A 120.7 . .
C12 C13 H13A 120.7 . .
C15 C14 C13 120.6(4) . .
C15 C14 H14A 119.7 . .
C13 C14 H14A 119.7 . .
C16 C15 C14 118.9(4) . .
C16 C15 H15A 120.6 . .
C14 C15 H15A 120.6 . .
F2 C16 C15 118.8(4) . .
F2 C16 C11 117.0(3) . .
C15 C16 C11 124.2(4) . .
C22 C17 C18 114.5(3) . .
C22 C17 C10 123.8(3) . .
C18 C17 C10 121.7(3) . .
F3 C18 C19 118.6(3) . .
F3 C18 C17 117.0(3) . .
C19 C18 C17 124.3(4) . .
C18 C19 C20 117.9(4) . .
C18 C19 H19A 121.1 . .
C20 C19 H19A 121.1 . .
C21 C20 C19 120.8(4) . .
C21 C20 H20A 119.6 . .
C19 C20 H20A 119.6 . .
C20 C21 C22 118.6(4) . .
C20 C21 H21A 120.7 . .
C22 C21 H21A 120.7 . .
F4 C22 C21 118.4(3) . .
F4 C22 C17 117.7(3) . .
C21 C22 C17 123.8(4) . .
N3 C23 N4 111.3(3) . .
N3 C23 H23A 124.3 . .
N4 C23 H23A 124.3 . .
C25 C24 N4 105.4(3) . .
C25 C24 C32' 132.0(9) . .
N4 C24 C32' 120.5(9) . .
C25 C24 C32 127.9(4) . .
N4 C24 C32 125.6(4) . .
C24 C25 N3 111.2(3) . .
C24 C25 H25A 124.4 . .
N3 C25 H25A 124.4 . .
C27 C26 N4 111.3(3) . .
C27 C26 C31 111.4(4) . .
N4 C26 C31 110.8(3) . .
C27 C26 H26 107.7 . .
N4 C26 H26 107.7 . .
C31 C26 H26 107.7 . .
C26 C27 C28 111.5(4) . .
C26 C27 H27A 109.3 . .
C28 C27 H27A 109.3 . .
C26 C27 H27B 109.3 . .
C28 C27 H27B 109.3 . .
H27A C27 H27B 108.0 . .
C29 C28 C27 111.0(4) . .
C29 C28 H28A 109.4 . .
C27 C28 H28A 109.4 . .
C29 C28 H28B 109.4 . .
C27 C28 H28B 109.4 . .
H28A C28 H28B 108.0 . .
C28 C29 C30 111.0(4) . .
C28 C29 H29A 109.4 . .
C30 C29 H29A 109.4 . .
C28 C29 H29B 109.4 . .
C30 C29 H29B 109.4 . .
H29A C29 H29B 108.0 . .
C29 C30 C31 111.2(4) . .
C29 C30 H30A 109.4 . .
C31 C30 H30A 109.4 . .
C29 C30 H30B 109.4 . .
C31 C30 H30B 109.4 . .
H30A C30 H30B 108.0 . .
C30 C31 C26 109.1(4) . .
C30 C31 H31A 109.9 . .
C26 C31 H31A 109.9 . .
C30 C31 H31B 109.9 . .
C26 C31 H31B 109.9 . .
H31A C31 H31B 108.3 . .
C28' C27' H27C 108.8 . .
C28' C27' H27D 108.8 . .
H27C C27' H27D 107.7 . .
C29' C28' C27' 117(2) . .
C29' C28' H28C 108.1 . .
C27' C28' H28C 108.1 . .
C29' C28' H28D 108.1 . .
C27' C28' H28D 108.1 . .
H28C C28' H28D 107.3 . .
C28' C29' C30' 104(2) . .
C28' C29' H29C 110.9 . .
C30' C29' H29C 110.9 . .
C28' C29' H29D 110.9 . .
C30' C29' H29D 110.9 . .
H29C C29' H29D 108.9 . .
C31' C30' C29' 109(2) . .
C31' C30' H30C 109.8 . .
C29' C30' H30C 109.8 . .
C31' C30' H30D 109.8 . .
C29' C30' H30D 109.8 . .
H30C C30' H30D 108.3 . .
C30' C31' H31C 108.2 . .
C30' C31' H31D 108.2 . .
H31C C31' H31D 107.4 . .
C37 C32 C33 110.4(5) . .
C37 C32 C24 110.6(5) . .
C33 C32 C24 113.1(4) . .
C37 C32 H32 107.5 . .
C33 C32 H32 107.5 . .
C24 C32 H32 107.5 . .
C34 C33 C32 111.1(5) . .
C34 C33 H33A 109.4 . .
C32 C33 H33A 109.4 . .
C34 C33 H33B 109.4 . .
C32 C33 H33B 109.4 . .
H33A C33 H33B 108.0 . .
C35 C34 C33 112.2(5) . .
C35 C34 H34A 109.2 . .
C33 C34 H34A 109.2 . .
C35 C34 H34B 109.2 . .
C33 C34 H34B 109.2 . .
H34A C34 H34B 107.9 . .
C36 C35 C34 110.6(6) . .
C36 C35 H35A 109.5 . .
C34 C35 H35A 109.5 . .
C36 C35 H35B 109.5 . .
C34 C35 H35B 109.5 . .
H35A C35 H35B 108.1 . .
C35 C36 C37 111.9(6) . .
C35 C36 H36A 109.2 . .
C37 C36 H36A 109.2 . .
C35 C36 H36B 109.2 . .
C37 C36 H36B 109.2 . .
H36A C36 H36B 107.9 . .
C32 C37 C36 112.9(5) . .
C32 C37 H37A 109.0 . .
C36 C37 H37A 109.0 . .
C32 C37 H37B 109.0 . .
C36 C37 H37B 109.0 . .
H37A C37 H37B 107.8 . .
C33' C32' C37' 115.3(16) . .
C33' C32' C24 112.0(12) . .
C37' C32' C24 97.9(10) . .
C33' C32' H32' 110.4 . .
C37' C32' H32' 110.4 . .
C24 C32' H32' 110.4 . .
C32' C33' C34' 107.5(12) . .
C32' C33' H33C 110.2 . .
C34' C33' H33C 110.2 . .
C32' C33' H33D 110.2 . .
C34' C33' H33D 110.2 . .
H33C C33' H33D 108.5 . .
C35' C34' C33' 111.1(14) . .
C35' C34' H34C 109.4 . .
C33' C34' H34C 109.4 . .
C35' C34' H34D 109.4 . .
C33' C34' H34D 109.4 . .
H34C C34' H34D 108.0 . .
C36' C35' C34' 109.4(15) . .
C36' C35' H35C 109.8 . .
C34' C35' H35C 109.8 . .
C36' C35' H35D 109.8 . .
C34' C35' H35D 109.8 . .
H35C C35' H35D 108.2 . .
C35' C36' C37' 109.5(15) . .
C35' C36' H36C 109.8 . .
C37' C36' H36C 109.8 . .
C35' C36' H36D 109.8 . .
C37' C36' H36D 109.8 . .
H36C C36' H36D 108.2 . .
C32' C37' C36' 108.4(12) . .
C32' C37' H37C 110.0 . .
C36' C37' H37C 110.0 . .
C32' C37' H37D 110.0 . .
C36' C37' H37D 110.0 . .
H37C C37' H37D 108.4 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 N2 1.990(3) 5
Fe1 N2 1.990(3) .
Fe1 N1 1.991(3) 5
Fe1 N1 1.991(3) .
Fe1 N3 2.002(3) .
Fe1 N3 2.002(3) 5
N1 C1 1.374(4) .
N1 C4 1.376(4) .
N2 C9 1.369(4) .
N2 C6 1.383(4) .
N3 C23 1.320(4) .
N3 C25 1.363(5) .
N4 C23 1.350(5) .
N4 C24 1.383(5) .
N4 C26 1.477(5) .
F1 C12 1.345(4) .
F2 C16 1.353(5) .
F3 C18 1.363(4) .
F4 C22 1.358(4) .
C1 C10 1.379(5) 5
C1 C2 1.433(5) .
C2 C3 1.350(5) .
C2 H2A 0.9500 .
C3 C4 1.435(5) .
C3 H3A 0.9500 .
C4 C5 1.386(5) .
C5 C6 1.380(5) .
C5 C11 1.485(5) .
C6 C7 1.442(5) .
C7 C8 1.334(5) .
C7 H7A 0.9500 .
C8 C9 1.440(5) .
C8 H8A 0.9500 .
C9 C10 1.400(5) .
C10 C1 1.379(5) 5
C10 C17 1.495(5) .
C11 C16 1.385(5) .
C11 C12 1.390(5) .
C12 C13 1.376(5) .
C13 C14 1.368(6) .
C13 H13A 0.9500 .
C14 C15 1.366(7) .
C14 H14A 0.9500 .
C15 C16 1.363(6) .
C15 H15A 0.9500 .
C17 C22 1.380(5) .
C17 C18 1.393(5) .
C18 C19 1.366(5) .
C19 C20 1.383(6) .
C19 H19A 0.9500 .
C20 C21 1.372(6) .
C20 H20A 0.9500 .
C21 C22 1.374(5) .
C21 H21A 0.9500 .
C23 H23A 0.9500 .
C24 C25 1.342(5) .
C24 C32' 1.516(10) .
C24 C32 1.531(6) .
C25 H25A 0.9500 .
C26 C27 1.473(6) .
C26 C31 1.543(6) .
C26 H26 1.0000 .
C27 C28 1.521(6) .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C28 C29 1.496(7) .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
C29 C30 1.527(7) .
C29 H29A 0.9900 .
C29 H29B 0.9900 .
C30 C31 1.540(6) .
C30 H30A 0.9900 .
C30 H30B 0.9900 .
C31 H31A 0.9900 .
C31 H31B 0.9900 .
C27' C28' 1.508(18) .
C27' H27C 0.9900 .
C27' H27D 0.9900 .
C28' C29' 1.476(19) .
C28' H28C 0.9900 .
C28' H28D 0.9900 .
C29' C30' 1.53(2) .
C29' H29C 0.9900 .
C29' H29D 0.9900 .
C30' C31' 1.520(19) .
C30' H30C 0.9900 .
C30' H30D 0.9900 .
C31' H31C 0.9900 .
C31' H31D 0.9900 .
C32 C37 1.512(8) .
C32 C33 1.525(8) .
C32 H32 1.0000 .
C33 C34 1.523(7) .
C33 H33A 0.9900 .
C33 H33B 0.9900 .
C34 C35 1.508(8) .
C34 H34A 0.9900 .
C34 H34B 0.9900 .
C35 C36 1.505(9) .
C35 H35A 0.9900 .
C35 H35B 0.9900 .
C36 C37 1.524(8) .
C36 H36A 0.9900 .
C36 H36B 0.9900 .
C37 H37A 0.9900 .
C37 H37B 0.9900 .
C32' C33' 1.490(17) .
C32' C37' 1.510(17) .
C32' H32' 1.0000 .
C33' C34' 1.540(15) .
C33' H33C 0.9900 .
C33' H33D 0.9900 .
C34' C35' 1.531(18) .
C34' H34C 0.9900 .
C34' H34D 0.9900 .
C35' C36' 1.499(17) .
C35' H35C 0.9900 .
C35' H35D 0.9900 .
C36' C37' 1.530(16) .
C36' H36C 0.9900 .
C36' H36D 0.9900 .
C37' H37C 0.9900 .
C37' H37D 0.9900 .
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
N2 Fe1 N1 C1 -2.1(3) 5 .
N2 Fe1 N1 C1 177.9(3) . .
N3 Fe1 N1 C1 -91.1(3) . .
N3 Fe1 N1 C1 88.9(3) 5 .
N2 Fe1 N1 C4 -178.5(3) 5 .
N2 Fe1 N1 C4 1.5(3) . .
N3 Fe1 N1 C4 92.5(3) . .
N3 Fe1 N1 C4 -87.5(3) 5 .
N1 Fe1 N2 C9 1.2(3) 5 .
N1 Fe1 N2 C9 -178.8(3) . .
N3 Fe1 N2 C9 89.3(3) . .
N3 Fe1 N2 C9 -90.7(3) 5 .
N1 Fe1 N2 C6 175.6(3) 5 .
N1 Fe1 N2 C6 -4.4(3) . .
N3 Fe1 N2 C6 -96.3(3) . .
N3 Fe1 N2 C6 83.8(3) 5 .
N2 Fe1 N3 C23 164.8(3) 5 .
N2 Fe1 N3 C23 -15.2(3) . .
N1 Fe1 N3 C23 74.7(3) 5 .
N1 Fe1 N3 C23 -105.3(3) . .
N2 Fe1 N3 C25 -13.3(3) 5 .
N2 Fe1 N3 C25 166.7(3) . .
N1 Fe1 N3 C25 -103.5(3) 5 .
N1 Fe1 N3 C25 76.5(3) . .
C4 N1 C1 C10 -180.0(3) . 5
Fe1 N1 C1 C10 3.0(5) . 5
C4 N1 C1 C2 -1.0(4) . .
Fe1 N1 C1 C2 -178.0(2) . .
N1 C1 C2 C3 0.1(4) . .
C10 C1 C2 C3 179.1(3) 5 .
C1 C2 C3 C4 0.8(4) . .
C1 N1 C4 C5 -175.8(3) . .
Fe1 N1 C4 C5 1.2(5) . .
C1 N1 C4 C3 1.5(4) . .
Fe1 N1 C4 C3 178.5(2) . .
C2 C3 C4 N1 -1.4(4) . .
C2 C3 C4 C5 175.9(3) . .
N1 C4 C5 C6 -2.1(6) . .
C3 C4 C5 C6 -179.0(3) . .
N1 C4 C5 C11 175.8(3) . .
C3 C4 C5 C11 -1.1(5) . .
C4 C5 C6 N2 -1.2(6) . .
C11 C5 C6 N2 -179.2(3) . .
C4 C5 C6 C7 178.7(3) . .
C11 C5 C6 C7 0.8(5) . .
C9 N2 C6 C5 -179.5(3) . .
Fe1 N2 C6 C5 5.0(5) . .
C9 N2 C6 C7 0.5(4) . .
Fe1 N2 C6 C7 -174.9(2) . .
C5 C6 C7 C8 179.6(3) . .
N2 C6 C7 C8 -0.4(4) . .
C6 C7 C8 C9 0.1(4) . .
C6 N2 C9 C10 -179.4(3) . .
Fe1 N2 C9 C10 -4.0(5) . .
C6 N2 C9 C8 -0.4(4) . .
Fe1 N2 C9 C8 175.0(2) . .
C7 C8 C9 N2 0.2(4) . .
C7 C8 C9 C10 179.1(3) . .
N2 C9 C10 C1 3.6(5) . 5
C8 C9 C10 C1 -175.2(3) . 5
N2 C9 C10 C17 -174.1(3) . .
C8 C9 C10 C17 7.1(5) . .
C6 C5 C11 C16 103.6(4) . .
C4 C5 C11 C16 -74.4(5) . .
C6 C5 C11 C12 -76.5(5) . .
C4 C5 C11 C12 105.4(4) . .
C16 C11 C12 F1 -177.1(3) . .
C5 C11 C12 F1 3.1(5) . .
C16 C11 C12 C13 1.6(5) . .
C5 C11 C12 C13 -178.3(4) . .
F1 C12 C13 C14 177.9(3) . .
C11 C12 C13 C14 -0.8(6) . .
C12 C13 C14 C15 0.0(6) . .
C13 C14 C15 C16 -0.1(6) . .
C14 C15 C16 F2 -179.5(4) . .
C14 C15 C16 C11 1.1(6) . .
C12 C11 C16 F2 178.8(3) . .
C5 C11 C16 F2 -1.4(5) . .
C12 C11 C16 C15 -1.7(6) . .
C5 C11 C16 C15 178.1(4) . .
C1 C10 C17 C22 104.9(4) 5 .
C9 C10 C17 C22 -77.2(4) . .
C1 C10 C17 C18 -76.9(4) 5 .
C9 C10 C17 C18 100.9(4) . .
C22 C17 C18 F3 178.7(3) . .
C10 C17 C18 F3 0.5(5) . .
C22 C17 C18 C19 0.5(5) . .
C10 C17 C18 C19 -177.8(3) . .
F3 C18 C19 C20 -177.5(3) . .
C17 C18 C19 C20 0.7(6) . .
C18 C19 C20 C21 -1.4(6) . .
C19 C20 C21 C22 1.0(6) . .
C20 C21 C22 F4 178.6(4) . .
C20 C21 C22 C17 0.3(6) . .
C18 C17 C22 F4 -179.3(3) . .
C10 C17 C22 F4 -1.1(5) . .
C18 C17 C22 C21 -1.0(5) . .
C10 C17 C22 C21 177.2(4) . .
C25 N3 C23 N4 -0.6(4) . .
Fe1 N3 C23 N4 -179.1(2) . .
C24 N4 C23 N3 1.1(4) . .
C26 N4 C23 N3 176.5(3) . .
C23 N4 C24 C25 -1.1(4) . .
C26 N4 C24 C25 -176.4(4) . .
C23 N4 C24 C32' 164.4(8) . .
C26 N4 C24 C32' -10.9(9) . .
C23 N4 C24 C32 -169.7(5) . .
C26 N4 C24 C32 15.0(7) . .
N4 C24 C25 N3 0.8(5) . .
C32' C24 C25 N3 -162.4(10) . .
C32 C24 C25 N3 169.0(5) . .
C23 N3 C25 C24 -0.1(4) . .
Fe1 N3 C25 C24 178.4(3) . .
C23 N4 C26 C27 -79.5(5) . .
C24 N4 C26 C27 94.9(5) . .
C23 N4 C26 C31 45.0(5) . .
C24 N4 C26 C31 -140.5(4) . .
N4 C26 C27 C28 -178.0(4) . .
C31 C26 C27 C28 57.8(5) . .
C26 C27 C28 C29 -57.4(6) . .
C27 C28 C29 C30 55.8(6) . .
C28 C29 C30 C31 -55.9(6) . .
C29 C30 C31 C26 55.0(5) . .
C27 C26 C31 C30 -56.5(5) . .
N4 C26 C31 C30 179.1(4) . .
C27' C28' C29' C30' -65(3) . .
C28' C29' C30' C31' 63(3) . .
C25 C24 C32 C37 113.6(6) . .
N4 C24 C32 C37 -80.4(7) . .
C32' C24 C32 C37 4(2) . .
C25 C24 C32 C33 -10.8(8) . .
N4 C24 C32 C33 155.1(5) . .
C32' C24 C32 C33 -121(3) . .
C37 C32 C33 C34 54.0(7) . .
C24 C32 C33 C34 178.5(5) . .
C32 C33 C34 C35 -56.3(8) . .
C33 C34 C35 C36 55.9(9) . .
C34 C35 C36 C37 -54.0(9) . .
C33 C32 C37 C36 -53.3(8) . .
C24 C32 C37 C36 -179.2(5) . .
C35 C36 C37 C32 54.0(8) . .
C25 C24 C32' C33' 22.5(19) . .
N4 C24 C32' C33' -138.6(12) . .
C32 C24 C32' C33' 111(3) . .
C25 C24 C32' C37' -98.9(13) . .
N4 C24 C32' C37' 100.0(14) . .
C32 C24 C32' C37' -10.0(17) . .
C37' C32' C33' C34' -55.7(19) . .
C24 C32' C33' C34' -166.5(13) . .
C32' C33' C34' C35' 56(2) . .
C33' C34' C35' C36' -61(2) . .
C34' C35' C36' C37' 61(2) . .
C33' C32' C37' C36' 58(2) . .
C24 C32' C37' C36' 176.6(15) . .
C35' C36' C37' C32' -58(2) . .
