#------------------------------------------------------------------------------
#$Date: 2019-11-02 05:38:08 +0200 (Sat, 02 Nov 2019) $
#$Revision: 220725 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/74/4127452.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_4127452
loop_
_publ_author_name
'Antoni, Patrick W.'
'Bruckhoff, Tim'
'Hansmann, Max M.'
_publ_section_title
;
 Organic Redox Systems Based on Pyridinium-Carbene Hybrids.
;
_journal_issue                   24
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              9701
_journal_page_last               9711
_journal_paper_doi               10.1021/jacs.9b04249
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         '2(F6 Sb), 4(C4 H8 O), C29 H35 N3'
_chemical_formula_sum            'C45 H67 F12 N3 O4 Sb2'
_chemical_formula_weight         1185.51
_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'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2019-04-11
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.3720(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.1588(7)
_cell_length_b                   13.8404(6)
_cell_length_c                   22.8193(12)
_cell_measurement_reflns_used    9497
_cell_measurement_temperature    100.03
_cell_measurement_theta_max      30.52
_cell_measurement_theta_min      2.96
_cell_volume                     5143.0(4)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_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    'XT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100.03
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_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  0.0194
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            55169
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.536
_diffrn_reflns_theta_min         2.405
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.136
_exptl_absorpt_correction_T_max  0.2269
_exptl_absorpt_correction_T_min  0.1878
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0773 before and 0.0416 after correction. The Ratio of minimum to maximum transmission is 0.8277. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_description       block
_exptl_crystal_F_000             2400
_exptl_crystal_recrystallization_method
'The material was recrystallised from thf by slow evaporation'
_exptl_crystal_size_max          0.489
_exptl_crystal_size_mid          0.314
_exptl_crystal_size_min          0.313
_refine_diff_density_max         0.929
_refine_diff_density_min         -0.505
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     351
_refine_ls_number_reflns         7846
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.075
_refine_ls_R_factor_all          0.0236
_refine_ls_R_factor_gt           0.0226
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0287P)²+6.5380P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0601
_refine_ls_wR_factor_ref         0.0609
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7537
_reflns_number_total             7846
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b04249_si_014.cif
_cod_data_source_block           c2c
_cod_database_code               4127452
_shelx_shelxl_version_number     2018/3
_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   0.718
_shelx_estimated_absorpt_t_min   0.607
_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. Rigid body (RIGU) restrains
 O2B, C21B, C22B, C23B, C24B
 with sigma for 1-2 distances of 0.0001 and sigma for 1-3 distances of 0.0001
3. Others
 Sof(O2B)=Sof(C21B)=Sof(H21C)=Sof(H21D)=Sof(C22B)=Sof(H22D)=Sof(H22C)=
 Sof(C23B)=Sof(H23C)=Sof(H23D)=Sof(C24B)=Sof(H24C)=Sof(H24D)=1-FVAR(1)
 Sof(O2A)=Sof(C21A)=Sof(H21B)=Sof(H21A)=Sof(C22A)=Sof(H22A)=Sof(H22B)=
 Sof(C23A)=Sof(H23A)=Sof(H23B)=Sof(C24A)=Sof(H24A)=Sof(H24B)=FVAR(1)
 Fixed Sof: H5A(0.5) H5B(0.5) H5C(0.5)
4.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B), C20(H20A,H20B), C21A(H21B,
 H21A), C22A(H22A,H22B), C23A(H23A,H23B), C24A(H24A,H24B), C21B(H21C,H21D),
 C22B(H22D,H22C), C23B(H23C,H23D), C24B(H24C,H24D)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C11(H11), C16(H16)
4.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C),
 C15(H15A,H15B,H15C)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems Cryostream 800'
_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
Sb1 Sb 0.65579(2) 0.81067(2) 0.65584(2) 0.02241(3) Uani 1 1 d . . . . .
F1 F 0.55714(6) 0.87106(8) 0.61228(6) 0.0453(3) Uani 1 1 d . . . . .
F2 F 0.66987(7) 0.76658(8) 0.58240(5) 0.0423(2) Uani 1 1 d . . . . .
F3 F 0.71244(6) 0.92478(7) 0.65151(5) 0.0380(2) Uani 1 1 d . . . . .
F4 F 0.75476(6) 0.75161(8) 0.70107(5) 0.0407(2) Uani 1 1 d . . . . .
F5 F 0.64305(7) 0.85416(8) 0.73036(5) 0.0392(2) Uani 1 1 d . . . . .
F6 F 0.59881(7) 0.69762(7) 0.66152(6) 0.0431(3) Uani 1 1 d . . . . .
O1 O 0.92962(11) 0.60170(17) 0.61314(7) 0.0707(5) Uani 1 1 d . . . . .
C17 C 0.84580(16) 0.5993(2) 0.60795(11) 0.0605(6) Uani 1 1 d . . . . .
H17A H 0.829104 0.660626 0.622832 0.073 Uiso 1 1 calc R . . . .
H17B H 0.834470 0.545448 0.632675 0.073 Uiso 1 1 calc R . . . .
C18 C 0.7999(2) 0.5849(3) 0.54057(12) 0.0932(13) Uani 1 1 d . . . . .
H18A H 0.750146 0.544991 0.534730 0.112 Uiso 1 1 calc R . . . .
H18B H 0.783950 0.647473 0.519161 0.112 Uiso 1 1 calc R . . . .
C19 C 0.8618(3) 0.5333(2) 0.51804(11) 0.1003(15) Uani 1 1 d . . . . .
H19A H 0.850844 0.543237 0.473188 0.120 Uiso 1 1 calc R . . . .
H19B H 0.862608 0.463192 0.526734 0.120 Uiso 1 1 calc R . . . .
C20 C 0.9408(2) 0.5809(2) 0.55500(12) 0.0754(9) Uani 1 1 d . . . . .
H20A H 0.987948 0.536835 0.560230 0.090 Uiso 1 1 calc R . . . .
H20B H 0.950238 0.640891 0.534648 0.090 Uiso 1 1 calc R . . . .
N1 N 0.48667(7) 0.54077(8) 0.29344(5) 0.0233(2) Uani 1 1 d . . . . .
N2 N 0.500000 0.90263(11) 0.250000 0.0206(3) Uani 1 2 d S T P . .
C1 C 0.500000 0.59825(13) 0.250000 0.0192(3) Uani 1 2 d S T P . .
C2 C 0.500000 0.70392(13) 0.250000 0.0177(3) Uani 1 2 d S T P . .
C3 C 0.55785(8) 0.75473(9) 0.23138(6) 0.0200(2) Uani 1 1 d . . . . .
H3 H 0.598089 0.720758 0.218912 0.024 Uiso 1 1 calc R . . . .
C4 C 0.55712(8) 0.85505(9) 0.23091(6) 0.0209(2) Uani 1 1 d . . . . .
C5 C 0.500000 1.00953(14) 0.250000 0.0307(4) Uani 1 2 d S T P . .
H5A H 0.550534 1.033135 0.280388 0.046 Uiso 0.5 1 calc GR . . A -1
H5B H 0.452390 1.033135 0.260741 0.046 Uiso 0.5 1 calc GR . . A -1
H5C H 0.497076 1.033135 0.208871 0.046 Uiso 0.5 1 calc GR . . A -1
C6 C 0.61805(9) 0.91041(10) 0.20992(8) 0.0285(3) Uani 1 1 d . . . . .
H6A H 0.589227 0.948289 0.173201 0.043 Uiso 1 1 calc GR . . . .
H6B H 0.656003 0.865348 0.199839 0.043 Uiso 1 1 calc GR . . . .
H6C H 0.648960 0.953960 0.242941 0.043 Uiso 1 1 calc GR . . . .
C7 C 0.47723(8) 0.57043(9) 0.35166(6) 0.0216(2) Uani 1 1 d . . . . .
C8 C 0.54621(9) 0.60389(11) 0.39788(7) 0.0271(3) Uani 1 1 d . . . . .
C9 C 0.53601(10) 0.62855(13) 0.45406(7) 0.0330(3) Uani 1 1 d . . . . .
H9 H 0.581619 0.652684 0.486311 0.040 Uiso 1 1 calc R . . . .
C10 C 0.46065(11) 0.61870(13) 0.46415(7) 0.0345(3) Uani 1 1 d . . . . .
C11 C 0.39385(10) 0.58466(13) 0.41666(7) 0.0324(3) Uani 1 1 d . . . . .
H11 H 0.342364 0.578018 0.423614 0.039 Uiso 1 1 calc R . . . .
C12 C 0.40003(8) 0.55993(10) 0.35908(6) 0.0238(2) Uani 1 1 d . . . . .
C13 C 0.32640(9) 0.52502(12) 0.30793(7) 0.0310(3) Uani 1 1 d . . . . .
H13A H 0.327242 0.552767 0.268625 0.046 Uiso 1 1 calc GR . . . .
H13B H 0.276157 0.545186 0.316252 0.046 Uiso 1 1 calc GR . . . .
H13C H 0.327836 0.454373 0.305598 0.046 Uiso 1 1 calc GR . . . .
C14 C 0.62882(10) 0.61138(16) 0.38793(9) 0.0417(4) Uani 1 1 d . . . . .
H14A H 0.640928 0.550756 0.370358 0.063 Uiso 1 1 calc GR . . . .
H14B H 0.671245 0.623602 0.427525 0.063 Uiso 1 1 calc GR . . . .
H14C H 0.627961 0.664640 0.359434 0.063 Uiso 1 1 calc GR . . . .
C15 C 0.45210(16) 0.64486(19) 0.52594(9) 0.0544(5) Uani 1 1 d . . . . .
H15A H 0.489108 0.604535 0.558132 0.082 Uiso 1 1 calc GR . . . .
H15B H 0.395302 0.634007 0.525054 0.082 Uiso 1 1 calc GR . . . .
H15C H 0.466329 0.713063 0.534812 0.082 Uiso 1 1 calc GR . . . .
C16 C 0.49188(12) 0.44561(11) 0.27711(8) 0.0370(4) Uani 1 1 d . . . . .
H16 H 0.485264 0.390338 0.299766 0.044 Uiso 1 1 calc R . . . .
O2A O 0.7179(2) 0.2092(3) 0.4313(2) 0.0910(14) Uani 0.631(4) 1 d . . . B 1
C21A C 0.7580(3) 0.2972(4) 0.4160(3) 0.0862(17) Uani 0.631(4) 1 d . . . B 1
H21B H 0.815755 0.284105 0.418790 0.103 Uiso 0.631(4) 1 calc R . . B 1
H21A H 0.756411 0.351517 0.443853 0.103 Uiso 0.631(4) 1 calc R . . B 1
C22A C 0.7045(3) 0.3197(4) 0.3478(2) 0.0671(12) Uani 0.631(4) 1 d . . . B 1
H22A H 0.700670 0.390078 0.339851 0.081 Uiso 0.631(4) 1 calc R . . B 1
H22B H 0.727293 0.287908 0.317913 0.081 Uiso 0.631(4) 1 calc R . . B 1
C23A C 0.6242(3) 0.2788(4) 0.3446(2) 0.0590(11) Uani 0.631(4) 1 d . . . B 1
H23A H 0.592899 0.322699 0.363163 0.071 Uiso 0.631(4) 1 calc R . . B 1
H23B H 0.590930 0.263780 0.301567 0.071 Uiso 0.631(4) 1 calc R . . B 1
C24A C 0.6488(4) 0.1936(4) 0.3802(3) 0.0773(15) Uani 0.631(4) 1 d . . . B 1
H24A H 0.603058 0.170729 0.394358 0.093 Uiso 0.631(4) 1 calc R . . B 1
H24B H 0.660998 0.142525 0.354049 0.093 Uiso 0.631(4) 1 calc R . . B 1
O2B O 0.6390(3) 0.3504(3) 0.3696(2) 0.0513(10) Uani 0.369(4) 1 d . U . B 2
C21B C 0.7170(5) 0.3592(6) 0.3742(7) 0.088(3) Uani 0.369(4) 1 d . U . B 2
H21C H 0.747159 0.389872 0.414077 0.106 Uiso 0.369(4) 1 calc R . . B 2
H21D H 0.722575 0.401101 0.340539 0.106 Uiso 0.369(4) 1 calc R . . B 2
C22B C 0.7537(4) 0.2595(5) 0.3700(4) 0.0552(14) Uani 0.369(4) 1 d . U . B 2
H22D H 0.758922 0.248004 0.328563 0.066 Uiso 0.369(4) 1 calc R . . B 2
H22C H 0.808151 0.251558 0.401645 0.066 Uiso 0.369(4) 1 calc R . . B 2
C23B C 0.6909(5) 0.1944(5) 0.3821(3) 0.0478(11) Uani 0.369(4) 1 d . U . B 2
H23C H 0.688026 0.132155 0.360202 0.057 Uiso 0.369(4) 1 calc R . . B 2
H23D H 0.704147 0.181568 0.426886 0.057 Uiso 0.369(4) 1 calc R . . B 2
C24B C 0.6144(5) 0.2469(6) 0.3588(4) 0.0494(12) Uani 0.369(4) 1 d . U . B 2
H24C H 0.575997 0.228800 0.381523 0.059 Uiso 0.369(4) 1 calc R . . B 2
H24D H 0.587838 0.233959 0.314290 0.059 Uiso 0.369(4) 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'
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'
Sb Sb -0.5866 1.5461 '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
F1 Sb1 F2 91.17(5) . .
F1 Sb1 F3 89.60(5) . .
F1 Sb1 F4 178.76(5) . .
F1 Sb1 F5 89.65(5) . .
F1 Sb1 F6 90.31(5) . .
F2 Sb1 F3 90.69(5) . .
F2 Sb1 F4 90.03(5) . .
F2 Sb1 F5 179.18(5) . .
F2 Sb1 F6 90.41(5) . .
F3 Sb1 F4 90.09(5) . .
F3 Sb1 F5 89.31(5) . .
F4 Sb1 F5 89.15(5) . .
F6 Sb1 F3 178.90(5) . .
F6 Sb1 F4 89.98(5) . .
F6 Sb1 F5 89.59(5) . .
C17 O1 C20 110.5(2) . .
O1 C17 H17A 110.5 . .
O1 C17 H17B 110.5 . .
O1 C17 C18 106.3(2) . .
H17A C17 H17B 108.7 . .
C18 C17 H17A 110.5 . .
C18 C17 H17B 110.5 . .
C17 C18 H18A 111.3 . .
C17 C18 H18B 111.3 . .
H18A C18 H18B 109.2 . .
C19 C18 C17 102.4(3) . .
C19 C18 H18A 111.3 . .
C19 C18 H18B 111.3 . .
C18 C19 H19A 111.3 . .
C18 C19 H19B 111.3 . .
C18 C19 C20 102.1(2) . .
H19A C19 H19B 109.2 . .
C20 C19 H19A 111.3 . .
C20 C19 H19B 111.3 . .
O1 C20 C19 104.4(3) . .
O1 C20 H20A 110.9 . .
O1 C20 H20B 110.9 . .
C19 C20 H20A 110.9 . .
C19 C20 H20B 110.9 . .
H20A C20 H20B 108.9 . .
C1 N1 C7 127.06(11) . .
C1 N1 C16 108.96(12) . .
C16 N1 C7 123.66(11) . .
C4 N2 C4 122.15(16) . 2_655
C4 N2 C5 118.93(8) 2_655 .
C4 N2 C5 118.93(8) . .
N1 C1 N1 107.52(16) . 2_655
N1 C1 C2 126.24(8) 2_655 .
N1 C1 C2 126.24(8) . .
C3 C2 C1 120.44(8) . .
C3 C2 C1 120.44(8) 2_655 .
C3 C2 C3 119.11(16) 2_655 .
C2 C3 H3 119.9 . .
C2 C3 C4 120.23(12) . .
C4 C3 H3 119.9 . .
N2 C4 C3 119.13(12) . .
N2 C4 C6 120.16(12) . .
C3 C4 C6 120.70(12) . .
N2 C5 H5A 109.5 . .
N2 C5 H5B 109.5 . .
N2 C5 H5C 109.5 . .
H5A C5 H5B 109.5 . .
H5A C5 H5C 109.5 . .
H5B C5 H5C 109.5 . .
C4 C6 H6A 109.5 . .
C4 C6 H6B 109.5 . .
C4 C6 H6C 109.5 . .
H6A C6 H6B 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C8 C7 N1 118.35(12) . .
C8 C7 C12 123.74(12) . .
C12 C7 N1 117.85(12) . .
C7 C8 C14 121.56(14) . .
C9 C8 C7 117.13(13) . .
C9 C8 C14 121.30(14) . .
C8 C9 H9 119.2 . .
C10 C9 C8 121.53(14) . .
C10 C9 H9 119.2 . .
C9 C10 C15 120.10(16) . .
C11 C10 C9 119.10(14) . .
C11 C10 C15 120.80(16) . .
C10 C11 H11 119.0 . .
C10 C11 C12 121.99(14) . .
C12 C11 H11 119.0 . .
C7 C12 C13 122.46(12) . .
C11 C12 C7 116.50(13) . .
C11 C12 C13 121.03(13) . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13B 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C8 C14 H14A 109.5 . .
C8 C14 H14B 109.5 . .
C8 C14 H14C 109.5 . .
H14A C14 H14B 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C10 C15 H15A 109.5 . .
C10 C15 H15B 109.5 . .
C10 C15 H15C 109.5 . .
H15A C15 H15B 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N1 C16 H16 126.4 . .
C16 C16 N1 107.28(8) 2_655 .
C16 C16 H16 126.4 2_655 .
C24A O2A C21A 105.2(4) . .
O2A C21A H21B 111.2 . .
O2A C21A H21A 111.2 . .
O2A C21A C22A 103.0(4) . .
H21B C21A H21A 109.1 . .
C22A C21A H21B 111.2 . .
C22A C21A H21A 111.2 . .
C21A C22A H22A 111.2 . .
C21A C22A H22B 111.2 . .
H22A C22A H22B 109.1 . .
C23A C22A C21A 102.7(4) . .
C23A C22A H22A 111.2 . .
C23A C22A H22B 111.2 . .
C22A C23A H23A 111.6 . .
C22A C23A H23B 111.6 . .
H23A C23A H23B 109.4 . .
C24A C23A C22A 100.7(4) . .
C24A C23A H23A 111.6 . .
C24A C23A H23B 111.6 . .
O2A C24A C23A 111.9(5) . .
O2A C24A H24A 109.2 . .
O2A C24A H24B 109.2 . .
C23A C24A H24A 109.2 . .
C23A C24A H24B 109.2 . .
H24A C24A H24B 107.9 . .
C21B O2B C24B 109.3(6) . .
O2B C21B H21C 109.7 . .
O2B C21B H21D 109.7 . .
O2B C21B C22B 109.9(7) . .
H21C C21B H21D 108.2 . .
C22B C21B H21C 109.7 . .
C22B C21B H21D 109.7 . .
C21B C22B H22D 111.5 . .
C21B C22B H22C 111.5 . .
H22D C22B H22C 109.3 . .
C23B C22B C21B 101.3(5) . .
C23B C22B H22D 111.5 . .
C23B C22B H22C 111.5 . .
C22B C23B H23C 110.8 . .
C22B C23B H23D 110.8 . .
H23C C23B H23D 108.9 . .
C24B C23B C22B 104.7(6) . .
C24B C23B H23C 110.8 . .
C24B C23B H23D 110.8 . .
O2B C24B H24C 110.9 . .
O2B C24B H24D 110.9 . .
C23B C24B O2B 104.2(6) . .
C23B C24B H24C 110.9 . .
C23B C24B H24D 110.9 . .
H24C C24B H24D 108.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sb1 F1 1.8685(10) .
Sb1 F2 1.8695(10) .
Sb1 F3 1.8734(9) .
Sb1 F4 1.8741(10) .
Sb1 F5 1.8804(10) .
Sb1 F6 1.8711(10) .
O1 C17 1.406(3) .
O1 C20 1.428(3) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C17 C18 1.503(3) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C18 C19 1.499(6) .
C19 H19A 0.9900 .
C19 H19B 0.9900 .
C19 C20 1.503(5) .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
N1 C1 1.3456(15) .
N1 C7 1.4475(16) .
N1 C16 1.3793(18) .
N2 C4 1.3613(15) 2_655
N2 C4 1.3613(15) .
N2 C5 1.480(2) .
C1 C2 1.462(2) .
C2 C3 1.3880(15) .
C2 C3 1.3880(15) 2_655
C3 H3 0.9500 .
C3 C4 1.3885(18) .
C4 C6 1.4917(18) .
C5 H5A 0.9800 .
C5 H5B 0.9800 .
C5 H5C 0.9800 .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 C8 1.3932(19) .
C7 C12 1.3949(18) .
C8 C9 1.390(2) .
C8 C14 1.508(2) .
C9 H9 0.9500 .
C9 C10 1.390(2) .
C10 C11 1.388(2) .
C10 C15 1.507(2) .
C11 H11 0.9500 .
C11 C12 1.3938(19) .
C12 C13 1.504(2) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
C14 H14A 0.9800 .
C14 H14B 0.9800 .
C14 H14C 0.9800 .
C15 H15A 0.9800 .
C15 H15B 0.9800 .
C15 H15C 0.9800 .
C16 C16 1.351(3) 2_655
C16 H16 0.9500 .
O2A C21A 1.494(7) .
O2A C24A 1.393(7) .
C21A H21B 0.9900 .
C21A H21A 0.9900 .
C21A C22A 1.567(8) .
C22A H22A 0.9900 .
C22A H22B 0.9900 .
C22A C23A 1.470(7) .
C23A H23A 0.9900 .
C23A H23B 0.9900 .
C23A C24A 1.418(6) .
C24A H24A 0.9900 .
C24A H24B 0.9900 .
O2B C21B 1.316(9) .
O2B C24B 1.492(9) .
C21B H21C 0.9900 .
C21B H21D 0.9900 .
C21B C22B 1.533(10) .
C22B H22D 0.9900 .
C22B H22C 0.9900 .
C22B C23B 1.496(9) .
C23B H23C 0.9900 .
C23B H23D 0.9900 .
C23B C24B 1.448(10) .
C24B H24C 0.9900 .
C24B H24D 0.9900 .
