#------------------------------------------------------------------------------
#$Date: 2019-11-24 21:21:45 +0200 (Sun, 24 Nov 2019) $
#$Revision: 239447 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/66/4516678.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_4516678
loop_
_publ_author_name
'Lichtenberg, Crispin'
'Adelhardt, Mario'
'Gianetti, Thomas L.'
'Meyer, Karsten'
'de Bruin, Bas'
'Grützmacher, Hansjörg'
_publ_section_title
;
 Low-Valent Iron Mono-Diazadiene Compounds: Electronic Structure and
 Catalytic Application
;
_journal_issue                   10
_journal_name_full               'ACS Catalysis'
_journal_page_first              6230
_journal_paper_doi               10.1021/acscatal.5b01416
_journal_volume                  5
_journal_year                    2015
_chemical_formula_moiety
'8(C36 H32 Fe N2 O), 4(C20 H40 F6 Na O5 P), 0.17(O4)'
_chemical_formula_sum            'C368 H416 F24 Fe8 N16 Na4 O28.7 P4'
_chemical_formula_weight         6640.98
_space_group_crystal_system      tetragonal
_space_group_IT_number           128
_space_group_name_Hall           '-P 4 2n'
_space_group_name_H-M_alt        'P 4/m n c'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-04-16
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            1
_cell_length_a                   17.2377(5)
_cell_length_b                   17.2377(5)
_cell_length_c                   27.3182(8)
_cell_measurement_reflns_used    9798
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.38
_cell_measurement_theta_min      2.24
_cell_volume                     8117.3(4)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            69422
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         28.519
_diffrn_reflns_theta_min         1.397
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.456
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6977
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1286 before and 0.0442 after correction.
The Ratio of minimum to maximum transmission is 0.9356.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_description       block
_exptl_crystal_F_000             3494
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.5
_refine_diff_density_max         2.201
_refine_diff_density_min         -0.756
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5272
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0464
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0650P)²+9.9070P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1234
_refine_ls_wR_factor_ref         0.1429
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4024
_reflns_number_total             5272
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            cs5b01416_si_005.cif
_cod_data_source_block           Compound4a
_cod_original_cell_volume        8117.3(5)
_cod_original_formula_sum        'C368 H416 F24 Fe8 N16 Na4 O28.70 P4'
_cod_database_code               4516678
_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.
;
_shelx_estimated_absorpt_t_max   0.804
_shelx_estimated_absorpt_t_min   0.804
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C28) = Uanis(C27) = Uanis(C26) = Uanis(C25)
3. Rigid body (RIGU) restrains
 O2A, C21A, C22A, C23A, C24A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C22A)=Sof(H22C)=Sof(H22D)=Sof(C23A)=Sof(H23C)=Sof(H23D)=Sof(C21A)=
 Sof(H21C)=Sof(H21D)=Sof(O2A)=Sof(C24A)=Sof(H24C)=Sof(H24D)=1-FVAR(1)
 Sof(O2)=Sof(C23)=Sof(H23A)=Sof(H23B)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(C22)=
 Sof(H22A)=Sof(H22B)=Sof(C21)=Sof(H21A)=Sof(H21B)=FVAR(1)
 Fixed Sof: C20(0.5) H20A(0.5) H20B(0.5) C18(0.5) H18A(0.5) H18B(0.5) C17(0.5)
 H17A(0.5) H17B(0.5) C19(0.5) H19A(0.5) H19B(0.5) O3(0.25) C25(0.25) H25A(0.25)
 H25B(0.25) C26(0.25) H26A(0.25) H26B(0.25) C27(0.25) H27A(0.25) H27B(0.25)
 C28(0.25) H28A(0.25) H28B(0.25)
5.a Free rotating group:
 O3(C25,C26,C27,C28,O4)
5.b Ternary CH refined with riding coordinates:
 C5(H5), C4(H4), C1(H1)
5.c Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B), C18(H18A,H18B), C17(H17A,H17B), C23(H23A,H23B), C24(H24A,
 H24B), C22(H22A,H22B), C21(H21A,H21B), C19(H19A,H19B), C25(H25A,H25B),
 C26(H26A,H26B), C27(H27A,H27B), C28(H28A,H28B), C22A(H22C,H22D), C23A(H23C,
 H23D), C21A(H21C,H21D), C24A(H24C,H24D)
5.d Aromatic/amide H refined with riding coordinates:
 C16(H16), C12(H12), C15(H15), C11(H11), C13(H13), C9(H9), C14(H14), C8(H8),
 C10(H10)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x, z'
'y, -x, z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'y+1/2, x+1/2, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'x-1/2, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z-1/2'
'-y-1/2, -x-1/2, z-1/2'
'y-1/2, x-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 0.76297(2) 0.23111(2) 0.5000 0.01638(12) Uani 1 2 d S T P A .
O1 O 0.86709(12) 0.29882(12) 0.5000 0.0220(4) Uani 1 2 d S T P . .
N1 N 0.80727(10) 0.15785(10) 0.45503(6) 0.0190(4) Uani 1 1 d . . . . .
C3 C 0.77970(12) 0.30182(12) 0.39865(8) 0.0227(4) Uani 1 1 d . . . . .
C7 C 0.71230(13) 0.13394(12) 0.39290(8) 0.0224(4) Uani 1 1 d . . . . .
C5 C 0.67118(12) 0.24240(13) 0.44973(8) 0.0229(4) Uani 1 1 d . . . . .
H5 H 0.6232 0.2636 0.4653 0.028 Uiso 1 1 calc R . . A .
C4 C 0.72794(12) 0.30082(12) 0.44130(8) 0.0221(4) Uani 1 1 d . . . . .
H4 H 0.7106 0.3537 0.4516 0.026 Uiso 1 1 calc R . . A .
C1 C 0.79587(12) 0.15637(12) 0.40177(8) 0.0212(4) Uani 1 1 d . . . . .
H1 H 0.8307 0.1164 0.3870 0.025 Uiso 1 1 calc R . . . .
C2 C 0.81257(12) 0.23416(13) 0.37889(8) 0.0227(4) Uani 1 1 d . . . . .
C16 C 0.85202(12) 0.10333(12) 0.47434(8) 0.0214(4) Uani 1 1 d . . . . .
H16 H 0.8813 0.0677 0.4553 0.026 Uiso 1 1 calc R . . . .
C12 C 0.79527(14) 0.37214(14) 0.37466(9) 0.0301(5) Uani 1 1 d . . . . .
H12 H 0.7752 0.4190 0.3879 0.036 Uiso 1 1 calc R . . . .
C6 C 0.65477(12) 0.17563(12) 0.41792(8) 0.0227(4) Uani 1 1 d . . . . .
C15 C 0.85786(13) 0.23767(15) 0.33669(9) 0.0303(5) Uani 1 1 d . . . . .
H15 H 0.8801 0.1915 0.3239 0.036 Uiso 1 1 calc R . . . .
C11 C 0.57756(13) 0.15162(14) 0.41276(9) 0.0292(5) Uani 1 1 d . . . . .
H11 H 0.5379 0.1785 0.4300 0.035 Uiso 1 1 calc R . . . .
C13 C 0.83926(15) 0.37480(15) 0.33212(10) 0.0367(6) Uani 1 1 d . . . . .
H13 H 0.8476 0.4230 0.3160 0.044 Uiso 1 1 calc R . . . .
C9 C 0.61475(17) 0.04990(15) 0.35826(10) 0.0397(6) Uani 1 1 d . . . . .
H9 H 0.6012 0.0078 0.3375 0.048 Uiso 1 1 calc R . . . .
C14 C 0.87078(15) 0.30788(16) 0.31316(10) 0.0357(6) Uani 1 1 d . . . . .
H14 H 0.9012 0.3097 0.2842 0.043 Uiso 1 1 calc R . . . .
C8 C 0.69228(16) 0.07155(14) 0.36355(9) 0.0319(5) Uani 1 1 d . . . . .
H8 H 0.7316 0.0433 0.3469 0.038 Uiso 1 1 calc R . . . .
C10 C 0.55792(16) 0.08993(15) 0.38326(10) 0.0374(6) Uani 1 1 d . . . . .
H10 H 0.5051 0.0749 0.3801 0.045 Uiso 1 1 calc R . . . .
C20 C 0.8715(2) 0.3822(2) 0.5029(13) 0.026(2) Uani 0.5 1 d . . . A -1
H20A H 0.8628 0.4003 0.5368 0.031 Uiso 0.5 1 calc R . . A -1
H20B H 0.8326 0.4067 0.4812 0.031 Uiso 0.5 1 calc R . . A -1
C18 C 0.9984(2) 0.3319(3) 0.5056(9) 0.032(3) Uani 0.5 1 d . . . A -1
H18A H 1.0408 0.3180 0.4827 0.038 Uiso 0.5 1 calc R . . A -1
H18B H 1.0214 0.3443 0.5379 0.038 Uiso 0.5 1 calc R . . A -1
C17 C 0.9434(2) 0.2679(3) 0.5100(3) 0.034(2) Uani 0.5 1 d . . . A -1
H17A H 0.9563 0.2264 0.4863 0.041 Uiso 0.5 1 calc R . . A -1
H17B H 0.9453 0.2458 0.5434 0.041 Uiso 0.5 1 calc R . . A -1
P1 P 0.0000 0.0000 0.35235(4) 0.0231(2) Uani 1 4 d S T P . .
F3 F 0.0000 0.0000 0.41083(11) 0.0378(7) Uani 1 4 d S T P . .
F2 F 0.09197(8) 0.00802(10) 0.35226(6) 0.0434(4) Uani 1 1 d . . . . .
F1 F 0.0000 0.0000 0.29312(12) 0.0463(8) Uani 1 4 d S T P B .
Na1 Na 0.0000 0.0000 0.20733(7) 0.0266(4) Uani 1 4 d S T P . .
O2 O 0.04554(18) 0.12927(16) 0.20527(11) 0.0354(7) Uani 0.825(5) 1 d . . . B 1
C23 C 0.1480(2) 0.2181(3) 0.20616(19) 0.0474(10) Uani 0.825(5) 1 d . . . B 1
H23A H 0.1851 0.1954 0.2298 0.057 Uiso 0.825(5) 1 calc R . . B 1
H23B H 0.1756 0.2558 0.1851 0.057 Uiso 0.825(5) 1 calc R . . B 1
C24 C 0.1090(3) 0.1564(2) 0.17627(15) 0.0490(11) Uani 0.825(5) 1 d . . . B 1
H24A H 0.0901 0.1780 0.1449 0.059 Uiso 0.825(5) 1 calc R . . B 1
H24B H 0.1455 0.1135 0.1692 0.059 Uiso 0.825(5) 1 calc R . . B 1
C22 C 0.0808(3) 0.2550(2) 0.23165(19) 0.0497(11) Uani 0.825(5) 1 d . . . B 1
H22A H 0.0563 0.2951 0.2108 0.060 Uiso 0.825(5) 1 calc R . . B 1
H22B H 0.0971 0.2790 0.2629 0.060 Uiso 0.825(5) 1 calc R . . B 1
C21 C 0.0262(2) 0.1879(2) 0.24040(16) 0.0535(12) Uani 0.825(5) 1 d . . . B 1
H21A H 0.0325 0.1676 0.2741 0.064 Uiso 0.825(5) 1 calc R . . B 1
H21B H -0.0283 0.2047 0.2361 0.064 Uiso 0.825(5) 1 calc R . . B 1
C19 C 0.9528(3) 0.4009(3) 0.4861(3) 0.066(4) Uani 0.5 1 d . . . A -1
H19A H 0.9715 0.4502 0.5005 0.079 Uiso 0.5 1 calc R . . A -1
H19B H 0.9559 0.4041 0.4500 0.079 Uiso 0.5 1 calc R . . A -1
O3 O -0.0162(5) -0.0054(9) 0.1171(2) 0.049(3) Uani 0.25 1 d . . . B -1
C25 C -0.0129(5) 0.0635(7) 0.0871(4) 0.084(3) Uani 0.25 1 d G . . B -1
H25A H -0.0124 0.1105 0.1079 0.101 Uiso 0.25 1 calc R . . B -1
H25B H -0.0583 0.0660 0.0651 0.101 Uiso 0.25 1 calc R . . B -1
C26 C 0.0625(6) 0.0578(6) 0.0573(4) 0.084(3) Uani 0.25 1 d G . . B -1
H26A H 0.1071 0.0797 0.0755 0.101 Uiso 0.25 1 calc R . . B -1
H26B H 0.0577 0.0846 0.0254 0.101 Uiso 0.25 1 calc R . . B -1
C27 C 0.0704(7) -0.0304(7) 0.0508(3) 0.084(3) Uani 0.25 1 d G . . B -1
H27A H 0.0376 -0.0495 0.0236 0.101 Uiso 0.25 1 calc R . . B -1
H27B H 0.1250 -0.0457 0.0449 0.101 Uiso 0.25 1 calc R . . B -1
C28 C 0.0414(7) -0.0603(6) 0.1005(4) 0.084(3) Uani 0.25 1 d G . . B -1
H28A H 0.0182 -0.1126 0.0969 0.101 Uiso 0.25 1 calc R . . B -1
H28B H 0.0847 -0.0635 0.1241 0.101 Uiso 0.25 1 calc R . . B -1
O4 O 0.4997(12) -0.015(2) 0.2490(15) 0.019(10) Uiso 0.044(4) 1 d G . . . .
C22A C 0.1473(11) 0.2163(11) 0.2324(8) 0.041(4) Uani 0.175(5) 1 d . U . B 2
H22C H 0.1537 0.2397 0.2652 0.049 Uiso 0.175(5) 1 calc R . . B 2
H22D H 0.1956 0.2243 0.2134 0.049 Uiso 0.175(5) 1 calc R . . B 2
C23A C 0.0837(13) 0.2489(11) 0.2081(9) 0.043(4) Uani 0.175(5) 1 d . U . B 2
H23C H 0.0986 0.2971 0.1906 0.052 Uiso 0.175(5) 1 calc R . . B 2
H23D H 0.0409 0.2605 0.2311 0.052 Uiso 0.175(5) 1 calc R . . B 2
C21A C 0.1286(9) 0.1300(8) 0.2366(6) 0.037(3) Uani 0.175(5) 1 d . U . B 2
H21C H 0.1761 0.0983 0.2329 0.044 Uiso 0.175(5) 1 calc R . . B 2
H21D H 0.1045 0.1182 0.2686 0.044 Uiso 0.175(5) 1 calc R . . B 2
O2A O 0.0755(8) 0.1153(8) 0.1975(5) 0.030(3) Uani 0.175(5) 1 d . U . B 2
C24A C 0.0607(11) 0.1839(9) 0.1716(6) 0.037(4) Uani 0.175(5) 1 d . U . B 2
H24C H 0.0053 0.1878 0.1626 0.045 Uiso 0.175(5) 1 calc R . . B 2
H24D H 0.0926 0.1866 0.1415 0.045 Uiso 0.175(5) 1 calc R . . B 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'
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'
Na Na 0.0362 0.0249 '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'
P P 0.1023 0.0942 '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
N1 Fe1 O1 91.44(7) . .
N1 Fe1 O1 91.44(7) 10_556 .
N1 Fe1 N1 79.55(11) 10_556 .
N1 Fe1 C5 86.69(8) . .
N1 Fe1 C5 141.02(8) . 10_556
N1 Fe1 C5 86.69(8) 10_556 10_556
N1 Fe1 C5 141.02(8) 10_556 .
N1 Fe1 C4 169.29(8) 10_556 .
N1 Fe1 C4 169.28(8) . 10_556
N1 Fe1 C4 90.12(8) 10_556 10_556
N1 Fe1 C4 90.12(8) . .
C5 Fe1 O1 125.45(7) 10_556 .
C5 Fe1 O1 125.45(7) . .
C5 Fe1 C5 81.48(12) 10_556 .
C4 Fe1 O1 85.92(7) 10_556 .
C4 Fe1 O1 85.92(7) . .
C4 Fe1 C5 39.63(8) 10_556 10_556
C4 Fe1 C5 103.30(9) 10_556 .
C4 Fe1 C5 39.63(8) . .
C4 Fe1 C5 103.30(9) . 10_556
C4 Fe1 C4 100.03(12) 10_556 .
C20 O1 Fe1 126.0(2) . .
C20 O1 C17 108.1(4) . .
C17 O1 Fe1 124.2(2) . .
C1 N1 Fe1 126.30(13) . .
C16 N1 Fe1 116.31(14) . .
C16 N1 C1 117.39(17) . .
C2 C3 C4 122.7(2) . .
C12 C3 C4 119.8(2) . .
C12 C3 C2 117.4(2) . .
C6 C7 C1 117.69(18) . .
C8 C7 C1 121.9(2) . .
C8 C7 C6 120.3(2) . .
Fe1 C5 H5 112.3 . .
C4 C5 Fe1 69.76(12) . .
C4 C5 H5 112.3 . .
C4 C5 C6 126.2(2) . .
C6 C5 Fe1 117.28(15) . .
C6 C5 H5 112.3 . .
Fe1 C4 H4 113.2 . .
C3 C4 Fe1 116.08(14) . .
C3 C4 H4 113.2 . .
C5 C4 Fe1 70.61(12) . .
C5 C4 C3 123.70(19) . .
C5 C4 H4 113.2 . .
N1 C1 C7 106.92(17) . .
N1 C1 H1 109.4 . .
N1 C1 C2 111.71(17) . .
C7 C1 H1 109.4 . .
C2 C1 C7 110.08(17) . .
C2 C1 H1 109.4 . .
C3 C2 C1 120.15(19) . .
C15 C2 C3 120.5(2) . .
C15 C2 C1 119.3(2) . .
N1 C16 C16 113.45(12) . 10_556
N1 C16 H16 123.3 . .
C16 C16 H16 123.3 10_556 .
C3 C12 H12 119.2 . .
C13 C12 C3 121.6(2) . .
C13 C12 H12 119.2 . .
C7 C6 C5 123.59(19) . .
C11 C6 C7 118.1(2) . .
C11 C6 C5 118.3(2) . .
C2 C15 H15 119.6 . .
C14 C15 C2 120.7(2) . .
C14 C15 H15 119.6 . .
C6 C11 H11 119.3 . .
C10 C11 C6 121.4(2) . .
C10 C11 H11 119.3 . .
C12 C13 H13 119.9 . .
C14 C13 C12 120.2(2) . .
C14 C13 H13 119.9 . .
C8 C9 H9 120.2 . .
C10 C9 H9 120.2 . .
C10 C9 C8 119.7(2) . .
C15 C14 H14 120.2 . .
C13 C14 C15 119.5(2) . .
C13 C14 H14 120.2 . .
C7 C8 C9 120.4(2) . .
C7 C8 H8 119.8 . .
C9 C8 H8 119.8 . .
C11 C10 C9 120.1(2) . .
C11 C10 H10 119.9 . .
C9 C10 H10 119.9 . .
O1 C20 H20A 110.9 . .
O1 C20 H20B 110.9 . .
O1 C20 C19 104.1(8) . .
H20A C20 H20B 108.9 . .
C19 C20 H20A 110.9 . .
C19 C20 H20B 110.9 . .
H18A C18 H18B 108.6 . .
C17 C18 H18A 110.4 . .
C17 C18 H18B 110.4 . .
C17 C18 C19 106.5(5) . .
C19 C18 H18A 110.4 . .
C19 C18 H18B 110.4 . .
O1 C17 C18 107.2(4) . .
O1 C17 H17A 110.3 . .
O1 C17 H17B 110.3 . .
C18 C17 H17A 110.3 . .
C18 C17 H17B 110.3 . .
H17A C17 H17B 108.5 . .
F3 P1 F1 180.0 . .
F2 P1 F3 90.09(8) 4 .
F2 P1 F3 90.09(8) 2 .
F2 P1 F3 90.09(8) 3 .
F2 P1 F3 90.09(8) . .
F2 P1 F2 179.81(16) 4 3
F2 P1 F2 90.000(1) . 3
F2 P1 F2 90.0 . 4
F2 P1 F2 90.000(1) 2 4
F2 P1 F2 179.82(17) . 2
F2 P1 F2 90.0 2 3
F2 P1 F1 89.91(8) 2 .
F2 P1 F1 89.91(8) 4 .
F2 P1 F1 89.91(8) 3 .
F2 P1 F1 89.91(8) . .
P1 F1 Na1 180.0 . .
F1 Na1 O2 91.37(9) . 3
F1 Na1 O2 91.37(9) . .
F1 Na1 O2 91.37(9) . 2
F1 Na1 O2 91.37(9) . 4
F1 Na1 O3 173.2(2) . .
F1 Na1 O2A 96.4(3) . 3
F1 Na1 O2A 96.4(3) . 2
F1 Na1 O2A 96.4(3) . 4
F1 Na1 O2A 96.4(3) . .
O2 Na1 O2 177.26(18) 3 4
O2 Na1 O2 177.26(18) . 2
O2 Na1 O2 89.967(4) 2 3
O2 Na1 O2 89.967(4) . 4
O2 Na1 O2 89.967(4) 2 4
O2 Na1 O2 89.968(4) . 3
O2 Na1 O3 92.8(3) . .
O2 Na1 O3 83.3(3) 3 .
O2 Na1 O3 94.0(3) 4 .
O2 Na1 O3 84.4(3) 2 .
O2A Na1 O2A 167.2(7) 3 4
O2A Na1 O2A 89.28(8) 2 4
O2A Na1 O2A 89.28(8) . 3
O2A Na1 O2A 89.28(8) . 4
O2A Na1 O2A 167.2(7) . 2
O2A Na1 O2A 89.28(8) 2 3
C24 O2 Na1 125.1(2) . .
C24 O2 C21 108.6(3) . .
C21 O2 Na1 124.8(2) . .
H23A C23 H23B 109.2 . .
C24 C23 H23A 111.4 . .
C24 C23 H23B 111.4 . .
C22 C23 H23A 111.4 . .
C22 C23 H23B 111.4 . .
C22 C23 C24 102.0(4) . .
O2 C24 C23 105.9(3) . .
O2 C24 H24A 110.6 . .
O2 C24 H24B 110.6 . .
C23 C24 H24A 110.6 . .
C23 C24 H24B 110.6 . .
H24A C24 H24B 108.7 . .
C23 C22 H22A 111.1 . .
C23 C22 H22B 111.1 . .
C23 C22 C21 103.3(3) . .
H22A C22 H22B 109.1 . .
C21 C22 H22A 111.1 . .
C21 C22 H22B 111.1 . .
O2 C21 C22 106.8(3) . .
O2 C21 H21A 110.4 . .
O2 C21 H21B 110.4 . .
C22 C21 H21A 110.4 . .
C22 C21 H21B 110.4 . .
H21A C21 H21B 108.6 . .
C20 C19 C18 102.0(8) . .
C20 C19 H19A 111.4 . .
C20 C19 H19B 111.4 . .
C18 C19 H19A 111.4 . .
C18 C19 H19B 111.4 . .
H19A C19 H19B 109.2 . .
C25 O3 Na1 121.8(6) . .
C25 O3 C28 109.5 . .
C28 O3 Na1 105.0(6) . .
O3 C25 H25A 110.5 . .
O3 C25 H25B 110.5 . .
O3 C25 C26 106.4 . .
H25A C25 H25B 108.6 . .
C26 C25 H25A 110.5 . .
C26 C25 H25B 110.5 . .
C25 C26 H26A 111.5 . .
C25 C26 H26B 111.5 . .
C25 C26 C27 101.5 . .
H26A C26 H26B 109.3 . .
C27 C26 H26A 111.5 . .
C27 C26 H26B 111.5 . .
C26 C27 H27A 111.4 . .
C26 C27 H27B 111.4 . .
H27A C27 H27B 109.3 . .
C28 C27 C26 101.6 . .
C28 C27 H27A 111.4 . .
C28 C27 H27B 111.4 . .
O3 C28 C27 106.4 . .
O3 C28 H28A 110.5 . .
O3 C28 H28B 110.5 . .
C27 C28 H28A 110.5 . .
C27 C28 H28B 110.5 . .
H28A C28 H28B 108.6 . .
H22C C22A H22D 108.8 . .
C23A C22A H22C 110.7 . .
C23A C22A H22D 110.7 . .
C23A C22A C21A 105.2(15) . .
C21A C22A H22C 110.7 . .
C21A C22A H22D 110.7 . .
C22A C23A H23C 111.3 . .
C22A C23A H23D 111.3 . .
C22A C23A C24A 102.4(17) . .
H23C C23A H23D 109.2 . .
C24A C23A H23C 111.3 . .
C24A C23A H23D 111.3 . .
C22A C21A H21C 110.8 . .
C22A C21A H21D 110.8 . .
H21C C21A H21D 108.9 . .
O2A C21A C22A 104.7(14) . .
O2A C21A H21C 110.8 . .
O2A C21A H21D 110.8 . .
C21A O2A Na1 114.4(9) . .
C24A O2A Na1 131.2(11) . .
C24A O2A C21A 110.1(12) . .
C23A C24A H24C 111.0 . .
C23A C24A H24D 111.0 . .
O2A C24A C23A 103.8(14) . .
O2A C24A H24C 111.0 . .
O2A C24A H24D 111.0 . .
H24C C24A H24D 109.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Fe1 O1 2.141(2) .
Fe1 N1 1.9202(17) 10_556
Fe1 N1 1.9203(17) .
Fe1 C5 2.104(2) 10_556
Fe1 C5 2.104(2) .
Fe1 C4 2.093(2) 10_556
Fe1 C4 2.093(2) .
O1 C20 1.442(5) .
O1 C17 1.446(5) .
N1 C1 1.468(3) .
N1 C16 1.325(3) .
C3 C4 1.468(3) .
C3 C2 1.405(3) .
C3 C12 1.404(3) .
C7 C1 1.511(3) .
C7 C6 1.403(3) .
C7 C8 1.385(3) .
C5 H5 1.0000 .
C5 C4 1.423(3) .
C5 C6 1.470(3) .
C4 H4 1.0000 .
C1 H1 1.0000 .
C1 C2 1.507(3) .
C2 C15 1.393(3) .
C16 C16 1.402(4) 10_556
C16 H16 0.9500 .
C12 H12 0.9500 .
C12 C13 1.389(4) .
C6 C11 1.401(3) .
C15 H15 0.9500 .
C15 C14 1.388(3) .
C11 H11 0.9500 .
C11 C10 1.377(3) .
C13 H13 0.9500 .
C13 C14 1.376(4) .
C9 H9 0.9500 .
C9 C8 1.395(4) .
C9 C10 1.379(4) .
C14 H14 0.9500 .
C8 H8 0.9500 .
C10 H10 0.9500 .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C20 C19 1.509(13) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C18 C17 1.460(6) .
C18 C19 1.521(11) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
P1 F3 1.598(3) .
P1 F2 1.5915(15) 4
P1 F2 1.5915(15) 3
P1 F2 1.5914(15) .
P1 F2 1.5915(15) 2
P1 F1 1.618(3) .
F1 Na1 2.344(4) .
Na1 O2 2.363(3) .
Na1 O2 2.363(3) 2
Na1 O2 2.363(3) 3
Na1 O2 2.363(3) 4
Na1 O3 2.483(7) .
Na1 O2A 2.391(12) 2
Na1 O2A 2.391(12) 3
Na1 O2A 2.391(12) 4
Na1 O2A 2.391(12) .
O2 C24 1.429(4) .
O2 C21 1.433(4) .
C23 H23A 0.9900 .
C23 H23B 0.9900 .
C23 C24 1.500(6) .
C23 C22 1.494(6) .
C24 H24A 0.9900 .
C24 H24B 0.9900 .
C22 H22A 0.9900 .
C22 H22B 0.9900 .
C22 C21 1.511(5) .
C21 H21A 0.9900 .
C21 H21B 0.9900 .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
O3 C25 1.4437 .
O3 C28 1.4444 .
C25 H25A 0.9900 .
C25 H25B 0.9900 .
C25 C26 1.5364 .
C26 H26A 0.9900 .
C26 H26B 0.9900 .
C26 C27 1.5375 .
C27 H27A 0.9900 .
C27 H27B 0.9900 .
C27 C28 1.5347 .
C28 H28A 0.9900 .
C28 H28B 0.9900 .
O4 O4 0.51(7) 2_655
C22A H22C 0.9900 .
C22A H22D 0.9900 .
C22A C23A 1.40(3) .
C22A C21A 1.53(2) .
C23A H23C 0.9900 .
C23A H23D 0.9900 .
C23A C24A 1.55(2) .
C21A H21C 0.9900 .
C21A H21D 0.9900 .
C21A O2A 1.427(19) .
O2A C24A 1.40(2) .
C24A H24C 0.9900 .
C24A H24D 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_4
Fe1 O1 C20 C19 -163.2(7) .
Fe1 O1 C17 C18 179.0(10) .
Fe1 N1 C1 C7 -68.7(2) .
Fe1 N1 C1 C2 51.8(2) .
Fe1 N1 C16 C16 7.04(15) 10_556
Fe1 C5 C4 C3 109.0(2) .
Fe1 C5 C6 C7 -46.0(3) .
Fe1 C5 C6 C11 133.17(18) .
O1 C20 C19 C18 -34(2) .
N1 C1 C2 C3 -49.0(3) .
N1 C1 C2 C15 134.0(2) .
C3 C2 C15 C14 -0.6(3) .
C3 C12 C13 C14 -1.9(4) .
C7 C1 C2 C3 69.6(2) .
C7 C1 C2 C15 -107.4(2) .
C7 C6 C11 C10 -1.3(3) .
C5 C6 C11 C10 179.5(2) .
C4 C3 C2 C1 -0.6(3) .
C4 C3 C2 C15 176.4(2) .
C4 C3 C12 C13 -175.2(2) .
C4 C5 C6 C7 38.0(3) .
C4 C5 C6 C11 -142.8(2) .
C1 N1 C16 C16 -172.60(13) 10_556
C1 C7 C6 C5 3.8(3) .
C1 C7 C6 C11 -175.36(19) .
C1 C7 C8 C9 176.5(2) .
C1 C2 C15 C14 176.4(2) .
C2 C3 C4 Fe1 44.8(3) .
C2 C3 C4 C5 -38.5(3) .
C2 C3 C12 C13 2.1(3) .
C2 C15 C14 C13 0.8(4) .
C16 N1 C1 C7 110.9(2) .
C16 N1 C1 C2 -128.6(2) .
C12 C3 C4 Fe1 -138.06(18) .
C12 C3 C4 C5 138.7(2) .
C12 C3 C2 C1 -177.8(2) .
C12 C3 C2 C15 -0.9(3) .
C12 C13 C14 C15 0.4(4) .
C6 C7 C1 N1 51.1(2) .
C6 C7 C1 C2 -70.4(2) .
C6 C7 C8 C9 0.5(4) .
C6 C5 C4 Fe1 -109.6(2) .
C6 C5 C4 C3 -0.6(3) .
C6 C11 C10 C9 0.5(4) .
C8 C7 C1 N1 -125.1(2) .
C8 C7 C1 C2 113.4(2) .
C8 C7 C6 C5 180.0(2) .
C8 C7 C6 C11 0.8(3) .
C8 C9 C10 C11 0.9(4) .
C10 C9 C8 C7 -1.4(4) .
C20 O1 C17 C18 -15.5(18) .
C17 O1 C20 C19 32(2) .
C17 C18 C19 C20 25.2(19) .
Na1 O2 C24 C23 -145.4(3) .
Na1 O2 C21 C22 167.8(3) .
Na1 O3 C25 C26 110.4(5) .
Na1 O3 C28 C27 -144.5(5) .
Na1 O2A C24A C23A 134.4(14) .
C23 C22 C21 O2 -22.6(5) .
C24 O2 C21 C22 0.7(5) .
C24 C23 C22 C21 34.5(5) .
C22 C23 C24 O2 -35.1(5) .
C21 O2 C24 C23 21.7(5) .
C19 C18 C17 O1 -6.9(16) .
O3 C25 C26 C27 31.5 .
C25 O3 C28 C27 -12.2 .
C25 C26 C27 C28 -37.4 .
C26 C27 C28 O3 31.4 .
C28 O3 C25 C26 -12.4 .
C22A C23A C24A O2A 35(2) .
C22A C21A O2A Na1 -160.3(12) .
C22A C21A O2A C24A -0.7(19) .
C23A C22A C21A O2A 24(2) .
C21A C22A C23A C24A -36(2) .
C21A O2A C24A C23A -21(2) .
