#------------------------------------------------------------------------------
#$Date: 2019-11-24 07:38:15 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237149 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/43/1554352.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_1554352
loop_
_publ_author_name
'Mahoney, Janell K.'
'Regnier, Vianney'
'Romero, Erik A.'
'Molton, Florian'
'Royal, Guy'
'Jazzar, Rodolphe'
'Martin, David'
'Bertrand, Guy'
_publ_section_title
;
 The serendipitous discovery of a readily available redox-bistable
 molecule derived from cyclic(alkyl)(amino)carbenes
;
_journal_issue                   13
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              2073
_journal_paper_doi               10.1039/C8QO00447A
_journal_volume                  5
_journal_year                    2018
_chemical_formula_moiety         'C56 H78 Fe N2 O2, 2(B F4)'
_chemical_formula_sum            'C56 H78 B2 F8 Fe N2 O2'
_chemical_formula_weight         1040.67
_chemical_properties_physical
Air-sensitive,Moisture-sensitive,Heat-sensitive,Light-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2018-02-21
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-02-21 deposited with the CCDC.
2018-05-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.299(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.6194(8)
_cell_length_b                   10.6383(4)
_cell_length_c                   26.8304(10)
_cell_measurement_reflns_used    6491
_cell_measurement_temperature    100
_cell_measurement_theta_max      26.061
_cell_measurement_theta_min      2.238
_cell_volume                     6144.4(4)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'APEX3 v2016.1-0 (Bruker, 2016)'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8.258
_diffrn_detector_type            'CCD Area Detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device       'Kappa Four-Circle Diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0468
_diffrn_reflns_av_unetI/netI     0.0407
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            27629
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.427
_diffrn_reflns_theta_min         1.524
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.307
_exptl_absorpt_correction_T_max  0.4908
_exptl_absorpt_correction_T_min  0.4497
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0831 before and 0.0487 after correction. The Ratio of minimum to maximum transmission is 0.9163. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.125
_exptl_crystal_description       needle
_exptl_crystal_F_000             2208
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: CD3CN/Et2O'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.473
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         6295
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0680
_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
'w=1/[σ²(Fo²)+(0.0319P)²+17.4260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1126
_refine_ls_wR_factor_ref         0.1185
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5215
_reflns_number_total             6295
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8qo00447a2.cif
_cod_data_source_block           copy_sq
_cod_original_cell_volume        6144.5(4)
_cod_database_code               1554352
_shelx_shelxl_version_number     2016/6
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F4) = Uanis(F4A) = Uanis(F2A) = Uanis(F2) = Uanis(F3A) = Uanis(F3) =
Uanis(F1A) = Uanis(F1)
3. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C18(H18), C21(H21)
4.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C8(H8A,H8B), C10(H10A,H10B)
4.c Aromatic/amide H refined with riding coordinates:
 C14(H14), C15(H15), C16(H16), C25(H25), C26(H26), C27(H27), C28(H28)
4.d Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C),
 C19(H19A,H19B,H19C), C20(H20A,H20B,H20C), C22(H22A,H22B,H22C), C23(H23A,H23B,
 H23C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.500000 0.53632(4) 0.750000 0.01599(12) Uani 1 2 d S T P . .
O1 O 0.43229(8) 0.84453(15) 0.69984(6) 0.0295(4) Uani 1 1 d . . . . .
N1 N 0.40176(8) 0.76545(17) 0.58943(7) 0.0176(4) Uani 1 1 d . . . . .
C1 C 0.44758(10) 0.7535(2) 0.62360(8) 0.0172(4) Uani 1 1 d . . . . .
C2 C 0.43705(10) 0.7447(2) 0.67899(8) 0.0181(5) Uani 1 1 d . . . . .
C3 C 0.51089(10) 0.7677(2) 0.60383(9) 0.0226(5) Uani 1 1 d . . . . .
C4 C 0.49149(11) 0.8149(2) 0.54999(9) 0.0265(5) Uani 1 1 d . . . . .
H4A H 0.494412 0.907638 0.548556 0.032 Uiso 1 1 calc R . . . .
H4B H 0.519123 0.778724 0.526270 0.032 Uiso 1 1 calc R . . . .
C5 C 0.42460(11) 0.7727(2) 0.53631(8) 0.0242(5) Uani 1 1 d . . . . .
C6 C 0.38738(12) 0.8653(3) 0.50362(9) 0.0337(6) Uani 1 1 d . . . . .
H6A H 0.343382 0.841726 0.501353 0.051 Uiso 1 1 calc GR . . . .
H6B H 0.401901 0.864840 0.470082 0.051 Uiso 1 1 calc GR . . . .
H6C H 0.392560 0.949611 0.518088 0.051 Uiso 1 1 calc GR . . . .
C7 C 0.41967(15) 0.6419(3) 0.51328(10) 0.0412(7) Uani 1 1 d . . . . .
H7A H 0.441299 0.581410 0.536281 0.062 Uiso 1 1 calc GR . . . .
H7B H 0.438705 0.641928 0.481521 0.062 Uiso 1 1 calc GR . . . .
H7C H 0.375817 0.618167 0.507222 0.062 Uiso 1 1 calc GR . . . .
C8 C 0.54588(11) 0.8716(2) 0.63533(10) 0.0289(6) Uani 1 1 d . . . . .
H8A H 0.517501 0.943828 0.637962 0.035 Uiso 1 1 calc R . . . .
H8B H 0.556729 0.838919 0.669577 0.035 Uiso 1 1 calc R . . . .
C9 C 0.60529(12) 0.9186(3) 0.61450(14) 0.0473(8) Uani 1 1 d . . . . .
H9A H 0.596951 0.935150 0.578572 0.071 Uiso 1 1 calc GR . . . .
H9B H 0.637787 0.854511 0.619846 0.071 Uiso 1 1 calc GR . . . .
H9C H 0.619160 0.996243 0.631736 0.071 Uiso 1 1 calc GR . . . .
C10 C 0.54496(11) 0.6390(2) 0.60671(10) 0.0286(6) Uani 1 1 d . . . . .
H10A H 0.561583 0.624770 0.641884 0.034 Uiso 1 1 calc R . . . .
H10B H 0.513877 0.572392 0.597880 0.034 Uiso 1 1 calc R . . . .
C11 C 0.59785(14) 0.6228(3) 0.57378(14) 0.0507(9) Uani 1 1 d . . . . .
H11A H 0.582443 0.637168 0.538731 0.076 Uiso 1 1 calc GR . . . .
H11B H 0.614493 0.537351 0.577585 0.076 Uiso 1 1 calc GR . . . .
H11C H 0.630758 0.683605 0.583750 0.076 Uiso 1 1 calc GR . . . .
C12 C 0.33581(10) 0.7792(2) 0.59809(8) 0.0227(5) Uani 1 1 d . . . . .
C13 C 0.31387(11) 0.9021(3) 0.60415(10) 0.0304(6) Uani 1 1 d . . . . .
C14 C 0.25037(12) 0.9156(3) 0.60884(11) 0.0405(7) Uani 1 1 d . . . . .
H14 H 0.234078 0.997300 0.613425 0.049 Uiso 1 1 calc R . . . .
C15 C 0.21096(12) 0.8148(3) 0.60703(11) 0.0420(7) Uani 1 1 d . . . . .
H15 H 0.167833 0.827134 0.609509 0.050 Uiso 1 1 calc R . . . .
C16 C 0.23390(12) 0.6955(3) 0.60160(10) 0.0370(7) Uani 1 1 d . . . . .
H16 H 0.206172 0.626121 0.601082 0.044 Uiso 1 1 calc R . . . .
C17 C 0.29700(11) 0.6731(2) 0.59681(9) 0.0265(5) Uani 1 1 d . . . . .
C18 C 0.31804(11) 0.5381(2) 0.59232(9) 0.0302(6) Uani 1 1 d . . . . .
H18 H 0.364064 0.537103 0.590689 0.036 Uiso 1 1 calc R . . . .
C19 C 0.28685(14) 0.4758(3) 0.54484(11) 0.0437(7) Uani 1 1 d . . . . .
H19A H 0.307013 0.395101 0.539453 0.066 Uiso 1 1 calc GR . . . .
H19B H 0.290876 0.530795 0.515998 0.066 Uiso 1 1 calc GR . . . .
H19C H 0.242756 0.461889 0.548757 0.066 Uiso 1 1 calc GR . . . .
C20 C 0.30241(13) 0.4610(3) 0.63807(11) 0.0427(7) Uani 1 1 d . . . . .
H20A H 0.317983 0.504903 0.668812 0.064 Uiso 1 1 calc GR . . . .
H20B H 0.322027 0.378083 0.637197 0.064 Uiso 1 1 calc GR . . . .
H20C H 0.257278 0.450932 0.637324 0.064 Uiso 1 1 calc GR . . . .
C21 C 0.35303(12) 1.0200(3) 0.60809(12) 0.0407(7) Uani 1 1 d . . . . .
H21 H 0.396714 0.997479 0.602364 0.049 Uiso 1 1 calc R . . . .
C22 C 0.35274(15) 1.0782(3) 0.66045(14) 0.0615(11) Uani 1 1 d . . . . .
H22A H 0.310168 1.101330 0.666391 0.092 Uiso 1 1 calc GR . . . .
H22B H 0.379049 1.153342 0.662682 0.092 Uiso 1 1 calc GR . . . .
H22C H 0.368824 1.016935 0.685692 0.092 Uiso 1 1 calc GR . . . .
C23 C 0.32915(14) 1.1188(3) 0.56901(14) 0.0527(9) Uani 1 1 d . . . . .
H23A H 0.323459 1.079519 0.535858 0.079 Uiso 1 1 calc GR . . . .
H23B H 0.359428 1.187238 0.568546 0.079 Uiso 1 1 calc GR . . . .
H23C H 0.289361 1.152478 0.577732 0.079 Uiso 1 1 calc GR . . . .
C24 C 0.43232(10) 0.6232(2) 0.70331(8) 0.0166(4) Uani 1 1 d . . . . .
C25 C 0.44374(10) 0.4982(2) 0.68622(8) 0.0195(5) Uani 1 1 d . . . . .
H25 H 0.457595 0.476002 0.654807 0.023 Uiso 1 1 calc R . . . .
C26 C 0.43058(11) 0.4140(2) 0.72471(9) 0.0244(5) Uani 1 1 d . . . . .
H26 H 0.433766 0.325042 0.723346 0.029 Uiso 1 1 calc R . . . .
C27 C 0.41184(10) 0.4844(2) 0.76573(9) 0.0236(5) Uani 1 1 d . . . . .
H27 H 0.400206 0.450541 0.796267 0.028 Uiso 1 1 calc R . . . .
C28 C 0.41344(10) 0.6131(2) 0.75335(8) 0.0195(5) Uani 1 1 d . . . . .
H28 H 0.403809 0.681050 0.774249 0.023 Uiso 1 1 calc R . . . .
F1A F 0.4881(2) 0.1467(5) 0.5684(2) 0.0465(4) Uani 0.490(4) 1 d . . . A 2
B1 B 0.4989(2) 0.2571(3) 0.60153(16) 0.0548(12) Uani 1 1 d . . . . .
F2A F 0.4952(2) 0.2249(3) 0.65593(16) 0.0465(4) Uani 0.490(4) 1 d . . . A 2
F3A F 0.4619(2) 0.3470(4) 0.58813(17) 0.0465(4) Uani 0.490(4) 1 d . . . A 2
F4A F 0.5586(3) 0.2871(4) 0.60478(19) 0.0465(4) Uani 0.490(4) 1 d . . . A 2
F1 F 0.5064(2) 0.1524(5) 0.5756(2) 0.0465(4) Uani 0.510(4) 1 d . . . A 1
F2 F 0.4636(2) 0.2331(3) 0.63906(15) 0.0465(4) Uani 0.510(4) 1 d . . . A 1
F3 F 0.4594(2) 0.3472(4) 0.56759(17) 0.0465(4) Uani 0.510(4) 1 d . . . A 1
F4 F 0.5576(2) 0.3250(4) 0.61163(18) 0.0465(4) Uani 0.510(4) 1 d . . . A 1
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'
B B 0.0013 0.0007 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
C24 Fe1 C24 126.57(12) . 2_656
C24 Fe1 C27 127.89(9) 2_656 .
C24 Fe1 C27 127.90(9) . 2_656
C24 Fe1 C27 68.06(9) 2_656 2_656
C24 Fe1 C27 68.06(9) . .
C25 Fe1 C24 158.96(9) 2_656 .
C25 Fe1 C24 40.96(9) . .
C25 Fe1 C24 40.96(9) 2_656 2_656
C25 Fe1 C24 158.96(9) . 2_656
C25 Fe1 C25 157.14(13) . 2_656
C25 Fe1 C26 120.70(9) . 2_656
C25 Fe1 C26 120.70(9) 2_656 .
C25 Fe1 C26 40.39(9) 2_656 2_656
C25 Fe1 C26 40.39(9) . .
C25 Fe1 C27 68.24(9) . .
C25 Fe1 C27 68.24(9) 2_656 2_656
C25 Fe1 C27 105.35(9) 2_656 .
C25 Fe1 C27 105.35(9) . 2_656
C25 Fe1 C28 68.98(9) 2_656 2_656
C25 Fe1 C28 121.09(9) 2_656 .
C25 Fe1 C28 68.98(9) . .
C25 Fe1 C28 121.10(9) . 2_656
C26 Fe1 C24 160.64(9) . 2_656
C26 Fe1 C24 68.05(9) . .
C26 Fe1 C24 68.05(9) 2_656 2_656
C26 Fe1 C24 160.65(9) 2_656 .
C26 Fe1 C26 101.37(14) . 2_656
C26 Fe1 C27 40.35(9) . .
C26 Fe1 C27 115.04(10) . 2_656
C26 Fe1 C27 115.04(10) 2_656 .
C26 Fe1 C27 40.35(9) 2_656 2_656
C27 Fe1 C27 148.97(14) 2_656 .
C28 Fe1 C24 113.28(9) 2_656 .
C28 Fe1 C24 41.14(8) . .
C28 Fe1 C24 113.28(9) . 2_656
C28 Fe1 C24 41.14(8) 2_656 2_656
C28 Fe1 C26 151.58(9) . 2_656
C28 Fe1 C26 67.96(10) . .
C28 Fe1 C26 67.96(10) 2_656 2_656
C28 Fe1 C26 151.59(9) 2_656 .
C28 Fe1 C27 168.07(9) . 2_656
C28 Fe1 C27 40.05(9) . .
C28 Fe1 C27 168.06(9) 2_656 .
C28 Fe1 C27 40.05(9) 2_656 2_656
C28 Fe1 C28 133.09(13) . 2_656
C1 N1 C5 111.61(18) . .
C1 N1 C12 125.97(19) . .
C12 N1 C5 122.30(17) . .
N1 C1 C2 121.54(19) . .
N1 C1 C3 113.47(19) . .
C3 C1 C2 124.44(18) . .
O1 C2 C1 115.0(2) . .
O1 C2 C24 124.1(2) . .
C24 C2 C1 120.90(19) . .
C1 C3 C4 100.51(18) . .
C1 C3 C8 106.93(19) . .
C1 C3 C10 109.43(19) . .
C4 C3 C10 114.7(2) . .
C8 C3 C4 110.80(19) . .
C8 C3 C10 113.4(2) . .
C3 C4 H4A 110.2 . .
C3 C4 H4B 110.2 . .
H4A C4 H4B 108.5 . .
C5 C4 C3 107.35(18) . .
C5 C4 H4A 110.2 . .
C5 C4 H4B 110.2 . .
C4 C5 N1 99.69(17) . .
C6 C5 N1 111.7(2) . .
C6 C5 C4 113.1(2) . .
C6 C5 C7 110.4(2) . .
C7 C5 N1 108.10(19) . .
C7 C5 C4 113.3(2) . .
C5 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
C5 C6 H6C 109.5 . .
H6A C6 H6B 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7B 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C3 C8 H8A 108.6 . .
C3 C8 H8B 108.6 . .
H8A C8 H8B 107.6 . .
C9 C8 C3 114.7(2) . .
C9 C8 H8A 108.6 . .
C9 C8 H8B 108.6 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9B 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C3 C10 H10A 108.1 . .
C3 C10 H10B 108.1 . .
H10A C10 H10B 107.3 . .
C11 C10 C3 116.7(2) . .
C11 C10 H10A 108.1 . .
C11 C10 H10B 108.1 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11B 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C13 C12 N1 116.9(2) . .
C17 C12 N1 120.1(2) . .
C17 C12 C13 122.9(2) . .
C12 C13 C21 126.0(2) . .
C14 C13 C12 116.8(2) . .
C14 C13 C21 117.2(2) . .
C13 C14 H14 119.0 . .
C15 C14 C13 122.0(3) . .
C15 C14 H14 119.0 . .
C14 C15 H15 120.1 . .
C14 C15 C16 119.9(3) . .
C16 C15 H15 120.1 . .
C15 C16 H16 119.0 . .
C15 C16 C17 122.0(3) . .
C17 C16 H16 119.0 . .
C12 C17 C18 125.5(2) . .
C16 C17 C12 116.5(2) . .
C16 C17 C18 118.0(2) . .
C17 C18 H18 108.7 . .
C17 C18 C19 111.3(2) . .
C17 C18 C20 110.6(2) . .
C19 C18 H18 108.7 . .
C19 C18 C20 108.6(2) . .
C20 C18 H18 108.7 . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19B 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
C18 C20 H20A 109.5 . .
C18 C20 H20B 109.5 . .
C18 C20 H20C 109.5 . .
H20A C20 H20B 109.5 . .
H20A C20 H20C 109.5 . .
H20B C20 H20C 109.5 . .
C13 C21 H21 108.7 . .
C13 C21 C22 110.4(3) . .
C13 C21 C23 111.6(2) . .
C22 C21 H21 108.7 . .
C22 C21 C23 108.6(2) . .
C23 C21 H21 108.7 . .
C21 C22 H22A 109.5 . .
C21 C22 H22B 109.5 . .
C21 C22 H22C 109.5 . .
H22A C22 H22B 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C21 C23 H23A 109.5 . .
C21 C23 H23B 109.5 . .
C21 C23 H23C 109.5 . .
H23A C23 H23B 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C2 C24 Fe1 126.64(15) . .
C25 C24 Fe1 69.17(12) . .
C25 C24 C2 131.16(19) . .
C25 C24 C28 107.45(19) . .
C28 C24 Fe1 69.27(12) . .
C28 C24 C2 121.4(2) . .
Fe1 C25 H25 125.4 . .
C24 C25 Fe1 69.86(12) . .
C24 C25 H25 126.2 . .
C26 C25 Fe1 70.08(13) . .
C26 C25 C24 107.5(2) . .
C26 C25 H25 126.2 . .
Fe1 C26 H26 126.2 . .
C25 C26 Fe1 69.53(12) . .
C25 C26 H26 125.6 . .
C25 C26 C27 108.8(2) . .
C27 C26 Fe1 70.26(13) . .
C27 C26 H26 125.6 . .
Fe1 C27 H27 126.9 . .
C26 C27 Fe1 69.39(13) . .
C26 C27 H27 125.8 . .
C28 C27 Fe1 69.44(13) . .
C28 C27 C26 108.3(2) . .
C28 C27 H27 125.8 . .
Fe1 C28 H28 125.4 . .
C24 C28 Fe1 69.60(12) . .
C24 C28 H28 126.1 . .
C27 C28 Fe1 70.50(13) . .
C27 C28 C24 107.9(2) . .
C27 C28 H28 126.1 . .
F1A B1 F2A 112.4(3) . .
F3A B1 F1A 111.5(5) . .
F3A B1 F2A 110.8(3) . .
F3A B1 F4A 114.7(4) . .
F4A B1 F1A 109.2(3) . .
F4A B1 F2A 97.4(4) . .
F1 B1 F2 109.8(3) . .
F1 B1 F3 107.6(4) . .
F1 B1 F4 111.4(3) . .
F2 B1 F3 104.1(3) . .
F2 B1 F4 119.8(4) . .
F4 B1 F3 103.1(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 C24 2.056(2) 2_656
Fe1 C24 2.056(2) .
Fe1 C25 2.046(2) .
Fe1 C25 2.046(2) 2_656
Fe1 C26 2.054(2) .
Fe1 C26 2.054(2) 2_656
Fe1 C27 2.065(2) 2_656
Fe1 C27 2.065(2) .
Fe1 C28 2.051(2) .
Fe1 C28 2.051(2) 2_656
O1 C2 1.209(3) .
N1 C1 1.292(3) .
N1 C5 1.553(3) .
N1 C12 1.473(3) .
C1 C2 1.527(3) .
C1 C3 1.520(3) .
C2 C24 1.456(3) .
C3 C4 1.550(3) .
C3 C8 1.546(3) .
C3 C10 1.554(3) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C4 C5 1.526(3) .
C5 C6 1.502(3) .
C5 C7 1.522(4) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C8 C9 1.531(4) .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 H10A 0.9900 .
C10 H10B 0.9900 .
C10 C11 1.518(4) .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
C12 C13 1.405(4) .
C12 C17 1.404(3) .
C13 C14 1.398(4) .
C13 C21 1.512(4) .
C14 H14 0.9500 .
C14 C15 1.368(4) .
C15 H15 0.9500 .
C15 C16 1.375(4) .
C16 H16 0.9500 .
C16 C17 1.402(4) .
C17 C18 1.515(4) .
C18 H18 1.0000 .
C18 C19 1.536(3) .
C18 C20 1.540(3) .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 H20A 0.9800 .
C20 H20B 0.9800 .
C20 H20C 0.9800 .
C21 H21 1.0000 .
C21 C22 1.535(4) .
C21 C23 1.540(4) .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23 H23A 0.9800 .
C23 H23B 0.9800 .
C23 H23C 0.9800 .
C24 C25 1.435(3) .
C24 C28 1.443(3) .
C25 H25 0.9500 .
C25 C26 1.416(3) .
C26 H26 0.9500 .
C26 C27 1.421(3) .
C27 H27 0.9500 .
C27 C28 1.410(3) .
C28 H28 0.9500 .
F1A B1 1.477(7) .
B1 F2A 1.508(6) .
B1 F3A 1.276(6) .
B1 F4A 1.326(7) .
B1 F1 1.330(7) .
B1 F2 1.342(5) .
B1 F3 1.527(6) .
B1 F4 1.464(7) .
