#------------------------------------------------------------------------------
#$Date: 2017-04-05 12:42:09 +0300 (Wed, 05 Apr 2017) $
#$Revision: 195061 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/20/7042043.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_7042043
loop_
_publ_author_name
'Alič, Blaž'
'Štefančič, Aleš'
'Tavčar, Gašper'
_publ_section_title
;
 Small molecule activation: SbF3 auto-ionization supported by transfer and
 mesoionic NHC rearrangement.
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3338
_journal_page_last               3346
_journal_paper_doi               10.1039/c6dt04909e
_journal_volume                  46
_journal_year                    2017
_chemical_formula_moiety         'C27 H37 N2, 0.5(F8 Sb2), 0.5(C4 H6 N2)'
_chemical_formula_sum            'C29 H40 F4 N3 Sb'
_chemical_formula_weight         628.39
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2016-10-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_audit_update_record
;
2016-12-21 deposited with the CCDC.
2017-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   21.3988(4)
_cell_length_b                   13.5732(3)
_cell_length_c                   10.4153(2)
_cell_measurement_reflns_used    22189
_cell_measurement_temperature    150
_cell_measurement_theta_max      73.2590
_cell_measurement_theta_min      3.8340
_cell_volume                     3025.13(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 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      150
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6426
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -118.00 -72.00   1.00    9.43    --  -39.93 -77.00 -90.00   46
  2  ω   -105.00 -16.00   1.00    9.43    --  -39.93 -38.00 -90.00   89
  3  ω    -71.00  -6.00   1.00    9.43    --  -39.93 -77.00-150.00   65
  4  ω   -118.00  -6.00   1.00    9.43    --  -39.93 -77.00 150.00  112
  5  ω    -59.00  -7.00   1.00    9.43    --  -39.93 -77.00   0.00   52
  6  ω   -105.00  -7.00   1.00    9.43    --  -39.93 -77.00  90.00   98
  7  ω   -106.00 -18.00   1.00    9.43    --  -39.93 -38.00   0.00   88
  8  ω    -96.00  -4.00   1.00    9.43    --  -39.93 125.00-180.00   92
  9  ω    -63.00  -6.00   1.00    9.43    --  -39.93 -77.00 -90.00   57
 10  ω    -33.00  70.00   1.00    9.43    --   39.93 -57.00   0.00  103
 11  ω     68.00 117.00   1.00    9.43    --   39.93 167.00  58.00   49
 12  ω    -18.00  37.00   1.00    9.43    --   39.93 -77.00 150.00   55
 13  ω     73.00  98.00   1.00   37.73    --  106.51  77.00  90.00   25
 14  ω     76.00 103.00   1.00   37.73    --  106.51  61.00  90.00   27
 15  ω     52.00  93.00   1.00   37.73    --  106.51-111.00   0.00   41
 16  ω     23.00 107.00   1.00   37.73    --  106.51 -94.00 -90.00   84
 17  ω     73.00 136.00   1.00   37.73    --  106.51  77.00-180.00   63
 18  ω     76.00 113.00   1.00   37.73    --  106.51  61.00-180.00   37
 19  ω     73.00 100.00   1.00   37.73    --  106.51  77.00-150.00   27
 20  ω     32.00 107.00   1.00   37.73    --  106.51 -94.00  90.00   75
 21  ω     73.00 178.00   1.00   37.73    --  106.51  77.00-120.00  105
 22  ω     76.00 139.00   1.00   37.73    --  106.51  61.00 -30.00   63
 23  ω     76.00 109.00   1.00   37.73    --  106.51  61.00 -60.00   33
 24  ω     73.00 178.00   1.00   37.73    --  106.51  77.00 -30.00  105
 25  ω     73.00  98.00   1.00   37.73    --  106.51  77.00 -90.00   25
 26  ω    114.00 178.00   1.00   37.73    --  106.51  77.00 -90.00   64
 27  ω     73.00 142.00   1.00   37.73    --  106.51  77.00  30.00   69
 28  ω     73.00 178.00   1.00   37.73    --  106.51  77.00  60.00  105
 29  ω     76.00 113.00   1.00   37.73    --  106.51  61.00-120.00   37
 30  ω     77.00 116.00   1.00   37.73    --  106.51  61.00  30.00   39
 31  ω    119.00 178.00   1.00   37.73    --  106.51  77.00   0.00   59
 32  ω     73.00  98.00   1.00   37.73    --  106.51  77.00 150.00   25
 33  ω     73.00  99.00   1.00   37.73    --  106.51  77.00   0.00   26
 34  ω     76.00 162.00   1.00   37.73    --  106.51  61.00-150.00   86
 35  ω     76.00 102.00   1.00   37.73    --  106.51  61.00  60.00   26
 36  ω     76.00 103.00   1.00   37.73    --  106.51  61.00 -90.00   27
 37  ω     76.00 103.00   1.00   37.73    --  106.51  61.00   0.00   27
 38  ω     76.00 110.00   1.00   37.73    --  106.51  61.00 120.00   34
 39  ω     73.00 127.00   1.00   37.73    --  106.51  77.00 -60.00   54
 40  ω    117.00 177.00   1.00   37.73    --  106.51  77.00  90.00   60
 41  ω     28.00 115.00   1.00   37.73    --  106.51-111.00  60.00   87
 42  ω     73.00 104.00   1.00   37.73    --  106.51  77.00 120.00   31
 43  ω     22.00 105.00   1.00   37.73    --  106.51 -94.00-180.00   83
 44  ω     73.00 177.00   1.00   37.73    --  106.51  76.00 135.86  104
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0474028000
_diffrn_orient_matrix_UB_12      0.0743934000
_diffrn_orient_matrix_UB_13      0.0547107000
_diffrn_orient_matrix_UB_21      0.0529901000
_diffrn_orient_matrix_UB_22      -0.0753399000
_diffrn_orient_matrix_UB_23      -0.0194616000
_diffrn_orient_matrix_UB_31      0.0114648000
_diffrn_orient_matrix_UB_32      0.0405727000
_diffrn_orient_matrix_UB_33      -0.1361458000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0877
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            40036
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        67.070
_diffrn_reflns_theta_max         67.070
_diffrn_reflns_theta_min         4.132
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.622
_exptl_absorpt_correction_T_max  0.147
_exptl_absorpt_correction_T_min  0.039
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear brownish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.380
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.751
_exptl_crystal_size_mid          0.605
_exptl_crystal_size_min          0.596
_refine_diff_density_max         1.023
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.213
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2830
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.213
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0593
_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)+(0.0268P)²+16.7990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1478
_refine_ls_wR_factor_ref         0.1480
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2752
_reflns_number_total             2830
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6dt04909e2.cif
_cod_data_source_block           chsbf4-_1
_cod_depositor_comments
'Adding full bibliography for 7042042--7042045.cif.'
_cod_database_code               7042043
_chemical_oxdiff_formula         'C27 H37 N2 Sb F4'
_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.
;
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: Sb1(0.5) F1(0.5) N4(0.5) C21(0.5) H20B(0.5) H20C(0.5)
 Fixed X: H20A(0.46026) H20B(0.39766) H20C(0.39766)
 Fixed Y: H20A(0.25) H20B(0.30775) H20C(0.19225)
 Fixed Z: H20A(0.622231) H20B(0.64347) H20C(0.64347)
3.a Ternary CH refined with riding coordinates:
 C10(H10), C17(H17)
3.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C8(H8), C9(H9), C15(H15), C16(H16)
3.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C18(H18A,H18B,H18C), C19(H19A,H19B,
 H19C)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-08-25
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_diffrn_reflns_filtered   1788
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 28.148
_oxdiff_exptl_absorpt_empirical_full_min 0.316
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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
N1 N 0.3535(3) 0.2500 0.2501(6) 0.0331(13) Uani 1 2 d S T P . .
C2 C 0.3069(3) 0.2500 0.3350(7) 0.0314(16) Uani 1 2 d S T P . .
H2 H 0.3112 0.2500 0.4238 0.038 Uiso 1 2 calc RS T P . .
N3 N 0.2533(3) 0.2500 0.2714(6) 0.0330(13) Uani 1 2 d S T P . .
C4 C 0.2654(3) 0.2500 0.1408(7) 0.0367(17) Uani 1 2 d S T P . .
H4 H 0.2360 0.2500 0.0750 0.044 Uiso 1 2 calc RS T P . .
C5 C 0.3288(3) 0.2500 0.1276(7) 0.0382(18) Uani 1 2 d S T P . .
H5 H 0.3511 0.2500 0.0509 0.046 Uiso 1 2 calc RS T P . .
C6 C 0.4191(3) 0.2500 0.2872(7) 0.0349(17) Uani 1 2 d S T P . .
C7 C 0.4479(2) 0.1594(4) 0.3074(5) 0.0362(12) Uani 1 1 d . . . . .
C8 C 0.5093(2) 0.1617(5) 0.3544(5) 0.0413(13) Uani 1 1 d . . . . .
H8 H 0.5303 0.1029 0.3692 0.050 Uiso 1 1 calc R . . . .
C9 C 0.5388(3) 0.2500 0.3790(8) 0.044(2) Uani 1 2 d S T P . .
H9 H 0.5791 0.2500 0.4125 0.053 Uiso 1 2 calc RS T P . .
C10 C 0.4156(3) 0.0617(5) 0.2839(6) 0.0442(14) Uani 1 1 d . . . . .
H10 H 0.3776 0.0755 0.2344 0.053 Uiso 1 1 calc R . . . .
C11 C 0.3953(4) 0.0173(6) 0.4101(8) 0.078(2) Uani 1 1 d . . . . .
H11A H 0.3723 0.0653 0.4585 0.117 Uiso 1 1 calc GR . . . .
H11B H 0.4315 -0.0027 0.4580 0.117 Uiso 1 1 calc GR . . . .
H11C H 0.3693 -0.0390 0.3941 0.117 Uiso 1 1 calc GR . . . .
C12 C 0.4546(3) -0.0089(6) 0.2057(10) 0.084(3) Uani 1 1 d . . . . .
H12A H 0.4913 -0.0267 0.2534 0.126 Uiso 1 1 calc GR . . . .
H12B H 0.4667 0.0221 0.1267 0.126 Uiso 1 1 calc GR . . . .
H12C H 0.4306 -0.0670 0.1874 0.126 Uiso 1 1 calc GR . . . .
C13 C 0.1924(3) 0.2500 0.3329(7) 0.0317(16) Uani 1 2 d S T P . .
C14 C 0.1653(2) 0.3410(4) 0.3622(5) 0.0356(12) Uani 1 1 d . . . . .
C15 C 0.1072(2) 0.3380(4) 0.4212(6) 0.0402(13) Uani 1 1 d . . . . .
H15 H 0.0873 0.3968 0.4421 0.048 Uiso 1 1 calc R . . . .
C16 C 0.0784(4) 0.2500 0.4495(9) 0.049(2) Uani 1 2 d S T P . .
H16 H 0.0392 0.2500 0.4880 0.059 Uiso 1 2 calc RS T P . .
C17 C 0.1967(3) 0.4388(5) 0.3333(6) 0.0430(14) Uani 1 1 d . . . . .
H17 H 0.2383 0.4239 0.2991 0.052 Uiso 1 1 calc R . . . .
C18 C 0.1618(4) 0.4941(6) 0.2306(8) 0.076(2) Uani 1 1 d . . . . .
H18A H 0.1205 0.5096 0.2607 0.114 Uiso 1 1 calc GR . . . .
H18B H 0.1589 0.4540 0.1548 0.114 Uiso 1 1 calc GR . . . .
H18C H 0.1837 0.5539 0.2107 0.114 Uiso 1 1 calc GR . . . .
C19 C 0.2058(4) 0.4994(6) 0.4528(7) 0.078(3) Uani 1 1 d . . . . .
H19A H 0.2236 0.4591 0.5190 0.117 Uiso 1 1 calc GR . . . .
H19B H 0.1662 0.5245 0.4811 0.117 Uiso 1 1 calc GR . . . .
H19C H 0.2334 0.5534 0.4345 0.117 Uiso 1 1 calc GR . . . .
Sb1 Sb 0.29062(3) 0.7395(7) 0.24241(7) 0.0463(12) Uani 0.5 1 d . . . A -1
F1 F 0.3031(4) 0.6222(6) 0.2302(8) 0.066(2) Uani 0.5 1 d . . . A -1
F2 F 0.3334(2) 0.7500 0.4134(5) 0.0581(14) Uani 1 2 d S T P . .
F3 F 0.2171(2) 0.7500 0.3463(5) 0.0504(13) Uani 1 2 d S T P . .
F4 F 0.2261(3) 0.7500 0.1020(5) 0.078(2) Uani 1 2 d S T P . .
N4 N 0.4384(5) 0.2958(13) 0.9052(13) 0.090(6) Uani 0.5 1 d . . . B -1
C21 C 0.4312(6) 0.2748(10) 0.7980(15) 0.060(5) Uani 0.5 1 d . . . B -1
C20 C 0.4216(5) 0.2500 0.6698(13) 0.072(3) Uani 1 2 d S T P . .
H20A H 0.4603 0.2500 0.6222 0.108 Uiso 1 2 d RS T P . .
H20B H 0.3977 0.3077 0.6435 0.108 Uiso 0.5 1 d R . . . .
H20C H 0.3977 0.1923 0.6435 0.108 Uiso 0.5 1 d R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sb Sb -0.0562 5.8946 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-12 4 0 0.2091
12 -4 0 0.3870
7 1 -6 0.3798
11 -2 -4 0.3460
-2 -3 6 0.3870
-6 -7 -3 0.2380
2 3 -6 0.3421
6 7 -3 0.2788
6 7 3 0.3673
-11 -4 -2 0.2219
10 5 -3 0.3170
5 -6 -4 0.2818
5 -8 -2 0.3260
-3 8 -1 0.2737
-13 -1 -2 0.2123
-13 -2 0 0.2602
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
C2 N1 C5 109.0(6) . .
C2 N1 C6 123.1(6) . .
C5 N1 C6 127.9(6) . .
N1 C2 H2 125.7 . .
N3 C2 N1 108.5(7) . .
N3 C2 H2 125.7 . .
C2 N3 C4 109.2(6) . .
C2 N3 C13 123.8(6) . .
C4 N3 C13 127.0(6) . .
N3 C4 H4 126.7 . .
C5 C4 N3 106.6(7) . .
C5 C4 H4 126.7 . .
N1 C5 H5 126.6 . .
C4 C5 N1 106.7(7) . .
C4 C5 H5 126.6 . .
C7 C6 N1 117.8(3) . .
C7 C6 N1 117.8(3) 7_565 .
C7 C6 C7 124.3(7) . 7_565
C6 C7 C8 116.5(5) . .
C6 C7 C10 123.2(5) . .
C8 C7 C10 120.2(5) . .
C7 C8 H8 119.5 . .
C9 C8 C7 121.0(6) . .
C9 C8 H8 119.5 . .
C8 C9 C8 120.6(7) 7_565 .
C8 C9 H9 119.7 . .
C8 C9 H9 119.7 7_565 .
C7 C10 H10 107.2 . .
C11 C10 C7 109.9(5) . .
C11 C10 H10 107.2 . .
C12 C10 C7 113.0(5) . .
C12 C10 H10 107.2 . .
C12 C10 C11 112.0(7) . .
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 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12B 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C14 C13 N3 117.9(3) . .
C14 C13 N3 117.9(3) 7_565 .
C14 C13 C14 124.2(7) . 7_565
C13 C14 C17 123.1(5) . .
C15 C14 C13 116.2(5) . .
C15 C14 C17 120.7(5) . .
C14 C15 H15 119.3 . .
C16 C15 C14 121.4(6) . .
C16 C15 H15 119.3 . .
C15 C16 C15 120.5(7) . 7_565
C15 C16 H16 119.8 . .
C15 C16 H16 119.8 7_565 .
C14 C17 H17 107.2 . .
C18 C17 C14 110.9(5) . .
C18 C17 H17 107.2 . .
C19 C17 C14 111.8(5) . .
C19 C17 H17 107.2 . .
C19 C17 C18 112.3(6) . .
C17 C18 H18A 109.5 . .
C17 C18 H18B 109.5 . .
C17 C18 H18C 109.5 . .
H18A C18 H18B 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
C17 C19 H19A 109.5 . .
C17 C19 H19B 109.5 . .
C17 C19 H19C 109.5 . .
H19A C19 H19B 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
F1 Sb1 F2 93.7(4) . .
F1 Sb1 F3 104.6(4) . .
F1 Sb1 F4 97.2(4) . .
F2 Sb1 F4 162.0(3) . .
F3 Sb1 F2 82.4(2) . .
F3 Sb1 F4 80.9(2) . .
N4 C21 C20 179.0(14) . .
C21 C20 H20A 111.4(10) . .
C21 C20 H20B 98.8(9) . .
C21 C20 H20C 122.8(12) . .
H20A C20 H20B 107.8(9) . .
H20A C20 H20C 107.8(9) . .
H20B C20 H20C 107.0(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C2 1.333(9) .
N1 C5 1.382(10) .
N1 C6 1.455(9) .
C2 H2 0.9300 .
C2 N3 1.324(9) .
N3 C4 1.384(10) .
N3 C13 1.453(9) .
C4 H4 0.9300 .
C4 C5 1.365(10) .
C5 H5 0.9300 .
C6 C7 1.391(6) 7_565
C6 C7 1.391(6) .
C7 C8 1.403(7) .
C7 C10 1.514(8) .
C8 H8 0.9300 .
C8 C9 1.379(7) .
C9 C8 1.379(7) 7_565
C9 H9 0.9300 .
C10 H10 0.9800 .
C10 C11 1.510(9) .
C10 C12 1.510(9) .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 C14 1.398(6) .
C13 C14 1.398(6) 7_565
C14 C15 1.387(7) .
C14 C17 1.517(8) .
C15 H15 0.9300 .
C15 C16 1.376(7) .
C16 C15 1.376(7) 7_565
C16 H16 0.9300 .
C17 H17 0.9800 .
C17 C18 1.505(9) .
C17 C19 1.505(9) .
C18 H18A 0.9600 .
C18 H18B 0.9600 .
C18 H18C 0.9600 .
C19 H19A 0.9600 .
C19 H19B 0.9600 .
C19 H19C 0.9600 .
Sb1 F1 1.619(12) .
Sb1 F2 2.008(5) .
Sb1 F3 1.914(5) .
Sb1 F4 2.016(5) .
N4 C21 1.163(18) .
C21 C20 1.392(19) .
C20 H20A 0.965(12) .
C20 H20B 0.975(7) .
C20 H20C 0.975(7) .
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
N1 C2 N3 C4 0.000(1) . .
N1 C2 N3 C13 180.000(1) . .
N1 C6 C7 C8 -174.3(6) . .
N1 C6 C7 C10 4.3(9) . .
C2 N1 C5 C4 0.000(0) . .
C2 N1 C6 C7 88.2(6) . .
C2 N1 C6 C7 -88.2(6) . 7_565
C2 N3 C4 C5 0.000(0) . .
C2 N3 C13 C14 -89.1(6) . 7_565
C2 N3 C13 C14 89.1(6) . .
N3 C4 C5 N1 0.000(1) . .
N3 C13 C14 C15 -179.8(5) . .
N3 C13 C14 C17 -0.3(9) . .
C4 N3 C13 C14 -90.9(6) . .
C4 N3 C13 C14 90.9(6) . 7_565
C5 N1 C2 N3 0.000(1) . .
C5 N1 C6 C7 91.8(6) . 7_565
C5 N1 C6 C7 -91.8(6) . .
C6 N1 C2 N3 180.000(0) . .
C6 N1 C5 C4 180.000(0) . .
C6 C7 C8 C9 0.1(9) . .
C6 C7 C10 C11 -102.6(7) . .
C6 C7 C10 C12 131.5(7) . .
C7 C6 C7 C8 1.8(11) 7_565 .
C7 C6 C7 C10 -179.6(5) 7_565 .
C7 C8 C9 C8 -1.8(12) . 7_565
C8 C7 C10 C11 75.9(7) . .
C8 C7 C10 C12 -50.0(8) . .
C10 C7 C8 C9 -178.5(6) . .
C13 N3 C4 C5 180.000(0) . .
C13 C14 C15 C16 0.3(9) . .
C13 C14 C17 C18 112.2(7) . .
C13 C14 C17 C19 -121.6(7) . .
C14 C13 C14 C15 -1.7(11) 7_565 .
C14 C13 C14 C17 177.9(5) 7_565 .
C14 C15 C16 C15 0.9(13) . 7_565
C15 C14 C17 C18 -68.3(8) . .
C15 C14 C17 C19 57.9(8) . .
C17 C14 C15 C16 -179.2(6) . .
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-12.0432 4.0090 0.0020 -0.2725 -0.9402 0.0243
12.0432 -4.0090 -0.0020 0.2725 0.9402 -0.0243
7.0094 1.0283 -6.0435 0.0781 0.4116 0.9449
11.0291 -1.9884 -4.0300 0.1544 0.8127 0.5944
-1.9914 -3.0335 6.0427 0.0105 0.0054 -0.9686
-6.0287 -7.0269 -3.0194 -0.9737 0.2687 0.0569
1.9914 3.0335 -6.0427 -0.0105 -0.0054 0.9686
6.0132 7.0454 -3.0227 0.6438 -0.1533 0.7663
6.0287 7.0269 3.0194 0.9737 -0.2687 -0.0569
-11.0443 -4.0202 -2.0117 -0.9327 -0.2432 -0.0158
10.0276 5.0394 -3.0233 0.6848 0.2105 0.7310
5.0080 -6.0110 -4.0286 -0.4302 0.7966 0.3620
5.0133 -8.0262 -2.0144 -0.4697 0.9096 0.0061
-3.0139 8.0370 -1.0070 0.3999 -0.7456 0.4286
-13.0516 -1.0082 -2.0115 -0.8037 -0.5765 0.0833
-13.0464 -2.0189 0.0026 -0.7685 -0.5393 -0.2318
