# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_1
_database_code_depnum_ccdc_archive 'CCDC 2350371'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

# was krieft15

_audit_creation_date             2021-05-25
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H20 F10 P Sb'
_chemical_formula_sum            'C13 H20 F10 P Sb'
_chemical_formula_weight         519.01
_chemical_melting_point          ?
_chemical_oxdiff_formula         C13H20F10PSb
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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   16.0957(2)
_cell_length_b                   11.68730(10)
_cell_length_c                   20.2429(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3808.00(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    69051
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      36.4540
_cell_measurement_theta_min      2.4950
_shelx_estimated_absorpt_T_max   0.697
_shelx_estimated_absorpt_T_min   0.433
_exptl_absorpt_coefficient_mu    1.619
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.227
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.811
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       cylindrically
_exptl_crystal_F_000             2032
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-3 -16 0 0.3065
3 16 0 0.3065
22 -2 -8 0.1278
-22 2 8 0.1278
-6 0 -28 0.1349
6 0 28 0.1329
12 -1 -24 0.1344
-12 1 24 0.1344
-20 2 -13 0.1180
20 -2 13 0.1180

_exptl_crystal_size_max          0.62
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.24
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
-3.3478 -16.2944 0.2898 0.0020 0.0014 1.0000
3.3478 16.2944 -0.2898 -0.0020 -0.0014 -1.0000
21.6562 -2.2153 -7.6009 -0.1297 -0.9915 -0.0091
-21.6562 2.2153 7.6009 0.1297 0.9915 0.0091
-6.0458 0.2975 -27.5084 -0.9915 0.1297 0.0134
6.0458 -0.2975 27.5084 0.9915 -0.1297 -0.0134
12.0850 -1.2630 -24.0585 -0.7599 -0.6500 -0.0091
-12.0850 1.2630 24.0585 0.7599 0.6500 0.0091
-20.0575 2.2493 -12.7645 -0.5670 0.8236 -0.0091
20.0575 -2.2493 12.7645 0.5670 -0.8236 0.0091

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            186026
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.905
_diffrn_reflns_theta_min         2.948
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -28.00  32.00   1.00   16.00    --   36.00 -38.00 -60.00   60
  2  ω      0.00  29.00   1.00   16.00    --   36.00  90.00 177.91   29
  3  ω     10.00  35.00   1.00   16.00    --   36.00  72.00 -94.22   25
  4  ω     14.00 104.00   1.00   16.00    --   36.00  38.00 120.00   90
  5  ω     27.00  94.00   1.00   16.00    --   36.00-133.00 153.00   67
  6  ω      7.00  42.00   1.00   16.00    --   36.00  77.00  27.65   35
  7  ω     15.00 103.00   1.00   16.00    --   36.00  38.00-120.00   88
  8  ω     14.00 104.00   1.00   16.00    --   36.00  38.00  30.00   90
  9  ω     42.00 104.00   1.00   16.00    --   36.00 178.00 -90.00   62
 10  ω     42.00 110.00   1.00   16.00    --   36.00 178.00 120.00   68
 11  ω     17.00  43.00   1.00   16.00    --   36.00  57.00 150.00   26
 12  ω     52.00  86.00   1.00   16.00    --   36.00  57.00 150.00   34
 13  ω    -29.00  27.00   1.00   16.00    --   36.00 -77.00-120.00   56
 14  ω      3.00  28.00   1.00   16.00    --   36.00  86.00 112.61   25
 15  ω     12.00  93.00   1.00   16.00    --   36.00-136.00 -24.00   81
 16  ω      8.00  42.00   1.00   16.00    --   36.00  76.00 -46.21   34
 17  ω      6.00  31.00   1.00   16.00    --   36.00  86.00 -79.59   25
 18  ω    -31.00  76.00   1.00   16.00    --   36.00   0.00  30.00  107
 19  ω     14.00 103.00   1.00   16.00    --   35.84  65.00  -5.20   89
 20  ω     17.00 104.00   1.00   16.00    --   35.84  57.00-120.00   87
 21  ω     -2.00 108.00   1.00   16.00    --   35.84  19.00-180.00  110
 22  ω     39.00 110.00   1.00   16.00    --   35.84 178.00-180.00   71
 23  ω      3.00  33.00   1.00   16.00    --   35.84  84.00 165.68   30
 24  ω    -15.00  76.00   1.00   16.00    --   35.84 -99.00-180.00   91
 25  ω     16.00  68.00   1.00   16.00    --   35.84  48.00  35.64   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0061075000
_diffrn_orient_matrix_UB_12      -0.0007610000
_diffrn_orient_matrix_UB_13      0.0346917000
_diffrn_orient_matrix_UB_21      -0.0431677000
_diffrn_orient_matrix_UB_22      0.0088715000
_diffrn_orient_matrix_UB_23      0.0048688000
_diffrn_orient_matrix_UB_31      -0.0064608000
_diffrn_orient_matrix_UB_32      -0.0600381000
_diffrn_orient_matrix_UB_33      0.0002839000
_diffrn_oxdiff_digest_frames     
;
016f5f24993ed5b04500cba3dd31fc55e5015328946
;
_diffrn_oxdiff_digest_hkl        
;
01a70d54875a810817963b991fa443adcd578c
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8176
_reflns_number_total             9432
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_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)'
_refine_diff_density_max         0.849
_refine_diff_density_min         -1.206
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         9432
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0272
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0208P)²+2.8579P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0589
_refine_ls_wR_factor_ref         0.0616
_refine_special_details          
;
Crystal was in situ grown by manually generating a seed 
at 283.9 K and subsequent chilling to 260 K with
1 K/h and with 50 K/h to 100 K.
One C2F5 is disordered with ratio 77:23. The pairs F8/F8B and F10/F10 are nearer
than the resolution of 0.59 Ang., therefore, their thermal parameters were constrained
to be same.
;
_olex2_refinement_description    
;
1. Uiso/Uaniso restraints and constraints
Uanis(F8B) = Uanis(F8)
Uanis(F10) = Uanis(F10B)
2. Others
 Sof(F6B)=Sof(F7B)=Sof(F8B)=Sof(F9B)=Sof(F10B)=Sof(C4B)=Sof(C5B)=1-FVAR(1)
 Sof(F6)=Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(C4)=Sof(C5)=FVAR(1)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.40525(2) 0.45007(2) 0.63590(2) 0.02296(3) Uani 1 1 d . . . . .
P1 P 0.35531(2) 0.36812(3) 0.78711(2) 0.02112(6) Uani 1 1 d . . . . .
F1 F 0.44166(7) 0.38491(11) 0.49556(5) 0.0440(3) Uani 1 1 d . . . . .
F2 F 0.40761(7) 0.23356(10) 0.55318(6) 0.0461(3) Uani 1 1 d . . . . .
F3 F 0.58716(7) 0.39705(11) 0.56537(8) 0.0591(4) Uani 1 1 d . . . . .
F4 F 0.55461(8) 0.24536(11) 0.61798(5) 0.0486(3) Uani 1 1 d . . . . .
F5 F 0.56936(8) 0.23935(12) 0.51316(6) 0.0525(3) Uani 1 1 d . . . . .
F6 F 0.24650(14) 0.3271(2) 0.60388(16) 0.0476(6) Uani 0.775(2) 1 d . . P A 1
F6B F 0.2272(5) 0.3492(10) 0.6278(6) 0.064(3) Uani 0.225(2) 1 d . . P A 2
F7 F 0.22876(9) 0.48091(19) 0.66305(7) 0.0544(5) Uani 0.775(2) 1 d . . P A 1
F7B F 0.2782(3) 0.3615(6) 0.5288(3) 0.062(2) Uani 0.225(2) 1 d . . P A 2
F8 F 0.2643(2) 0.61175(14) 0.55294(15) 0.0580(6) Uani 0.775(2) 1 d . . P A 1
F8B F 0.2683(8) 0.5825(6) 0.5388(6) 0.0580(6) Uani 0.225(2) 1 d . . P A 2
F9 F 0.27476(10) 0.45817(16) 0.49597(7) 0.0508(5) Uani 0.775(2) 1 d . . P A 1
F9B F 0.2210(4) 0.5785(5) 0.6354(3) 0.0555(18) Uani 0.225(2) 1 d . . P A 2
F10 F 0.1550(2) 0.4953(4) 0.5462(3) 0.0430(5) Uani 0.775(2) 1 d . . P A 1
F10B F 0.1681(8) 0.5119(16) 0.5483(11) 0.0430(5) Uani 0.225(2) 1 d . . P A 2
C1 C 0.39501(8) 0.31316(11) 0.70687(6) 0.0235(2) Uani 1 1 d . . . . .
H1A H 0.3537(12) 0.2613(17) 0.6880(9) 0.031(5) Uiso 1 1 d . . . . .
H1B H 0.4484(12) 0.2773(16) 0.7088(9) 0.028(5) Uiso 1 1 d . . . . .
C2 C 0.44983(9) 0.33343(13) 0.55569(6) 0.0265(2) Uani 1 1 d . . . . .
C3 C 0.54171(9) 0.30298(13) 0.56235(7) 0.0298(3) Uani 1 1 d . . . . .
C4 C 0.27152(14) 0.4362(2) 0.61095(12) 0.0272(4) Uani 0.775(2) 1 d . . P A 1
C4B C 0.2762(5) 0.4134(7) 0.5883(4) 0.0270(14) Uani 0.225(2) 1 d . . P A 2
C5 C 0.24116(13) 0.50137(18) 0.55054(12) 0.0309(4) Uani 0.775(2) 1 d . . P A 1
C5B C 0.2287(4) 0.5243(6) 0.5791(4) 0.0275(12) Uani 0.225(2) 1 d . . P A 2
C6 C 0.29590(8) 0.23858(12) 0.81707(7) 0.0245(2) Uani 1 1 d . . . . .
C7 C 0.21526(9) 0.23898(16) 0.77613(8) 0.0329(3) Uani 1 1 d . . . . .
H7A H 0.1800(13) 0.1789(19) 0.7906(10) 0.038(5) Uiso 1 1 d . . . . .
H7B H 0.1867(13) 0.3117(19) 0.7803(10) 0.037(5) Uiso 1 1 d . . . . .
H7C H 0.2260(13) 0.2279(18) 0.7286(11) 0.040(6) Uiso 1 1 d . . . . .
C8 C 0.27260(10) 0.25733(16) 0.88983(8) 0.0331(3) Uani 1 1 d . . . . .
H8A H 0.2333(14) 0.2015(19) 0.9025(11) 0.041(6) Uiso 1 1 d . . . . .
H8B H 0.3212(13) 0.2458(18) 0.9178(10) 0.034(5) Uiso 1 1 d . . . . .
H8C H 0.2498(14) 0.331(2) 0.8971(11) 0.043(6) Uiso 1 1 d . . . . .
C9 C 0.33798(11) 0.12177(13) 0.80882(10) 0.0343(3) Uani 1 1 d . . . . .
H9A H 0.3001(15) 0.0633(18) 0.8178(11) 0.042(6) Uiso 1 1 d . . . . .
H9B H 0.3557(14) 0.109(2) 0.7607(12) 0.048(6) Uiso 1 1 d . . . . .
H9C H 0.3859(15) 0.118(2) 0.8347(12) 0.047(6) Uiso 1 1 d . . . . .
C10 C 0.45470(9) 0.38804(12) 0.83505(6) 0.0250(2) Uani 1 1 d . . . . .
C11 C 0.43310(12) 0.44577(15) 0.90139(8) 0.0355(3) Uani 1 1 d . . . . .
H11A H 0.3976(13) 0.517(2) 0.8929(12) 0.040(6) Uiso 1 1 d . . . . .
H11B H 0.4855(16) 0.473(2) 0.9227(12) 0.049(6) Uiso 1 1 d . . . . .
H11C H 0.4052(13) 0.392(2) 0.9331(11) 0.040(6) Uiso 1 1 d . . . . .
C12 C 0.50748(10) 0.28124(14) 0.84788(8) 0.0304(3) Uani 1 1 d . . . . .
H12A H 0.4803(13) 0.2275(18) 0.8791(10) 0.034(5) Uiso 1 1 d . . . . .
H12B H 0.5604(15) 0.306(2) 0.8682(10) 0.043(6) Uiso 1 1 d . . . . .
H12C H 0.5193(14) 0.241(2) 0.8065(12) 0.047(6) Uiso 1 1 d . . . . .
C13 C 0.50715(11) 0.47409(15) 0.79511(8) 0.0332(3) Uani 1 1 d . . . . .
H13A H 0.5540(14) 0.5019(19) 0.8200(10) 0.038(5) Uiso 1 1 d . . . . .
H13B H 0.4737(14) 0.5430(18) 0.7831(10) 0.037(5) Uiso 1 1 d . . . . .
H13C H 0.5308(13) 0.4395(17) 0.7564(11) 0.036(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 C1 2.1567(13) . ?
Sb1 C2 2.2382(14) . ?
Sb1 C4 2.217(2) . ?
Sb1 C4B 2.329(8) . ?
P1 C1 1.8599(13) . ?
P1 C6 1.8907(13) . ?
P1 C10 1.8855(14) . ?
F1 C2 1.3641(16) . ?
F2 C2 1.3515(17) . ?
F3 C3 1.322(2) . ?
F4 C3 1.3285(17) . ?
F5 C3 1.3200(18) . ?
F6 C4 1.344(4) . ?
F6B C4B 1.351(13) . ?
F7 C4 1.363(3) . ?
F7B C4B 1.350(9) . ?
F8 C5 1.344(3) . ?
F8B C5B 1.238(15) . ?
F9 C5 1.330(3) . ?
F9B C5B 1.309(9) . ?
F10 C5 1.391(4) . ?
F10B C5B 1.166(14) . ?
C1 H1A 0.98(2) . ?
C1 H1B 0.957(19) . ?
C2 C3 1.527(2) . ?
C4 C5 1.521(3) . ?
C4B C5B 1.516(10) . ?
C6 C7 1.540(2) . ?
C6 C8 1.536(2) . ?
C6 C9 1.533(2) . ?
C7 H7A 0.95(2) . ?
C7 H7B 0.97(2) . ?
C7 H7C 0.99(2) . ?
C8 H8A 0.94(2) . ?
C8 H8B 0.98(2) . ?
C8 H8C 0.95(2) . ?
C9 H9A 0.93(2) . ?
C9 H9B 1.03(2) . ?
C9 H9C 0.93(2) . ?
C10 C11 1.543(2) . ?
C10 C12 1.532(2) . ?
C10 C13 1.542(2) . ?
C11 H11A 1.03(2) . ?
C11 H11B 1.00(2) . ?
C11 H11C 1.00(2) . ?
C12 H12A 0.99(2) . ?
C12 H12B 0.99(2) . ?
C12 H12C 0.98(2) . ?
C13 H13A 0.96(2) . ?
C13 H13B 1.00(2) . ?
C13 H13C 0.96(2) . ?

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
_geom_angle_publ_flag
C1 Sb1 C2 93.20(5) . . ?
C1 Sb1 C4 91.33(7) . . ?
C1 Sb1 C4B 94.1(2) . . ?
C2 Sb1 C4B 82.8(2) . . ?
C4 Sb1 C2 95.82(8) . . ?
C1 P1 C6 100.22(6) . . ?
C1 P1 C10 101.57(6) . . ?
C10 P1 C6 111.28(6) . . ?
Sb1 C1 H1A 104.5(11) . . ?
Sb1 C1 H1B 106.5(11) . . ?
P1 C1 Sb1 110.59(6) . . ?
P1 C1 H1A 108.8(11) . . ?
P1 C1 H1B 115.0(11) . . ?
H1A C1 H1B 110.8(17) . . ?
F1 C2 Sb1 110.35(10) . . ?
F1 C2 C3 105.96(11) . . ?
F2 C2 Sb1 113.09(9) . . ?
F2 C2 F1 107.39(12) . . ?
F2 C2 C3 106.80(13) . . ?
C3 C2 Sb1 112.85(9) . . ?
F3 C3 F4 107.21(15) . . ?
F3 C3 C2 110.26(13) . . ?
F4 C3 C2 110.13(12) . . ?
F5 C3 F3 108.47(14) . . ?
F5 C3 F4 107.53(13) . . ?
F5 C3 C2 113.03(13) . . ?
F6 C4 Sb1 112.61(17) . . ?
F6 C4 F7 107.1(2) . . ?
F6 C4 C5 107.0(2) . . ?
F7 C4 Sb1 106.61(15) . . ?
F7 C4 C5 105.54(19) . . ?
C5 C4 Sb1 117.28(15) . . ?
F6B C4B Sb1 112.3(7) . . ?
F6B C4B C5B 104.7(7) . . ?
F7B C4B Sb1 115.5(5) . . ?
F7B C4B F6B 107.0(9) . . ?
F7B C4B C5B 106.6(7) . . ?
C5B C4B Sb1 110.1(5) . . ?
F8 C5 F10 109.1(3) . . ?
F8 C5 C4 111.2(2) . . ?
F9 C5 F8 106.4(2) . . ?
F9 C5 F10 109.5(3) . . ?
F9 C5 C4 110.31(19) . . ?
F10 C5 C4 110.2(3) . . ?
F8B C5B F9B 110.8(8) . . ?
F8B C5B C4B 107.0(8) . . ?
F9B C5B C4B 110.7(6) . . ?
F10B C5B F8B 98.4(12) . . ?
F10B C5B F9B 116.5(13) . . ?
F10B C5B C4B 112.4(12) . . ?
C7 C6 P1 104.55(9) . . ?
C8 C6 P1 108.48(10) . . ?
C8 C6 C7 108.06(12) . . ?
C9 C6 P1 117.05(10) . . ?
C9 C6 C7 108.44(13) . . ?
C9 C6 C8 109.84(12) . . ?
C6 C7 H7A 109.6(13) . . ?
C6 C7 H7B 110.8(13) . . ?
C6 C7 H7C 112.1(13) . . ?
H7A C7 H7B 109.7(17) . . ?
H7A C7 H7C 108.0(18) . . ?
H7B C7 H7C 106.5(17) . . ?
C6 C8 H8A 109.0(13) . . ?
C6 C8 H8B 110.0(12) . . ?
C6 C8 H8C 111.9(14) . . ?
H8A C8 H8B 106.5(18) . . ?
H8A C8 H8C 109.0(19) . . ?
H8B C8 H8C 110.2(18) . . ?
C6 C9 H9A 110.0(14) . . ?
C6 C9 H9B 110.8(14) . . ?
C6 C9 H9C 110.3(15) . . ?
H9A C9 H9B 105.0(19) . . ?
H9A C9 H9C 113(2) . . ?
H9B C9 H9C 107(2) . . ?
C11 C10 P1 108.11(11) . . ?
C12 C10 P1 117.20(10) . . ?
C12 C10 C11 109.49(12) . . ?
C12 C10 C13 108.46(13) . . ?
C13 C10 P1 105.97(10) . . ?
C13 C10 C11 107.14(12) . . ?
C10 C11 H11A 109.7(13) . . ?
C10 C11 H11B 108.9(14) . . ?
C10 C11 H11C 112.8(13) . . ?
H11A C11 H11B 106.6(18) . . ?
H11A C11 H11C 111.3(18) . . ?
H11B C11 H11C 107.3(18) . . ?
C10 C12 H12A 112.3(13) . . ?
C10 C12 H12B 108.1(14) . . ?
C10 C12 H12C 110.9(14) . . ?
H12A C12 H12B 107.4(18) . . ?
H12A C12 H12C 108.9(18) . . ?
H12B C12 H12C 109.2(19) . . ?
C10 C13 H13A 112.0(13) . . ?
C10 C13 H13B 111.0(13) . . ?
C10 C13 H13C 111.7(12) . . ?
H13A C13 H13B 106.1(18) . . ?
H13A C13 H13C 105.0(18) . . ?
H13B C13 H13C 110.8(17) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sb1 C2 C3 F3 -54.89(15) . . . . ?
Sb1 C2 C3 F4 63.22(15) . . . . ?
Sb1 C2 C3 F5 -176.48(10) . . . . ?
Sb1 C4 C5 F8 -51.7(3) . . . . ?
Sb1 C4 C5 F9 66.1(2) . . . . ?
Sb1 C4 C5 F10 -172.8(3) . . . . ?
Sb1 C4B C5B F8B 64.4(9) . . . . ?
Sb1 C4B C5B F9B -56.4(7) . . . . ?
Sb1 C4B C5B F10B 171.4(12) . . . . ?
F1 C2 C3 F3 65.97(16) . . . . ?
F1 C2 C3 F4 -175.92(13) . . . . ?
F1 C2 C3 F5 -55.62(17) . . . . ?
F2 C2 C3 F3 -179.77(13) . . . . ?
F2 C2 C3 F4 -61.66(16) . . . . ?
F2 C2 C3 F5 58.64(16) . . . . ?
F6 C4 C5 F8 -179.3(2) . . . . ?
F6 C4 C5 F9 -61.5(2) . . . . ?
F6 C4 C5 F10 59.6(3) . . . . ?
F6B C4B C5B F8B -174.7(9) . . . . ?
F6B C4B C5B F9B 64.5(10) . . . . ?
F6B C4B C5B F10B -67.8(15) . . . . ?
F7 C4 C5 F8 66.9(3) . . . . ?
F7 C4 C5 F9 -175.35(19) . . . . ?
F7 C4 C5 F10 -54.3(3) . . . . ?
F7B C4B C5B F8B -61.6(9) . . . . ?
F7B C4B C5B F9B 177.6(7) . . . . ?
F7B C4B C5B F10B 45.3(14) . . . . ?
C1 P1 C6 C7 -76.40(10) . . . . ?
C1 P1 C6 C8 168.49(10) . . . . ?
C1 P1 C6 C9 43.56(13) . . . . ?
C1 P1 C10 C11 174.23(10) . . . . ?
C1 P1 C10 C12 -61.52(11) . . . . ?
C1 P1 C10 C13 59.65(11) . . . . ?
C6 P1 C1 Sb1 148.33(6) . . . . ?
C6 P1 C10 C11 -79.86(11) . . . . ?
C6 P1 C10 C12 44.39(12) . . . . ?
C6 P1 C10 C13 165.55(10) . . . . ?
C10 P1 C1 Sb1 -97.26(7) . . . . ?
C10 P1 C6 C7 176.80(9) . . . . ?
C10 P1 C6 C8 61.69(11) . . . . ?
C10 P1 C6 C9 -63.23(13) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.381
_oxdiff_exptl_absorpt_empirical_full_min 0.620
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2
_database_code_depnum_ccdc_archive 'CCDC 2350372'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

# was krieft16

_audit_creation_date             2021-07-23
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H20 F10 P S2 Sb'
_chemical_formula_sum            'C14 H20 F10 P S2 Sb'
_chemical_formula_weight         595.14
_chemical_melting_point          ?
_chemical_oxdiff_formula         C14H20F10PS2Sb
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6271(6)
_cell_length_b                   11.2928(9)
_cell_length_c                   12.0061(10)
_cell_angle_alpha                74.243(7)
_cell_angle_beta                 74.812(7)
_cell_angle_gamma                70.602(7)
_cell_volume                     1042.64(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9281
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      32.5440
_cell_measurement_theta_min      3.6100
_shelx_estimated_absorpt_T_max   0.921
_shelx_estimated_absorpt_T_min   0.798
_exptl_absorpt_coefficient_mu    1.685
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.921
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.104a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.896
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0561
0 0 -1 0.0561
-1 -1 0 0.0564
1 1 0 0.0564
0 -1 0 0.0235
0 1 0 0.0235
-1 0 -2 0.0582
1 0 2 0.0582
-1 0 0 0.0430
1 0 0 0.0430

_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
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
0.0014 -0.0099 1.0017 0.0040 0.0621 -0.0079
-0.0014 0.0099 -1.0017 -0.0040 -0.0621 0.0079
-0.9968 -0.9973 -0.0013 0.0012 0.0418 0.0855
0.9968 0.9973 0.0013 -0.0012 -0.0418 -0.0855
-0.0004 -1.0012 -0.0026 0.0611 0.0139 0.0265
0.0004 1.0012 0.0026 -0.0611 -0.0139 -0.0265
-0.9992 0.0238 -2.0020 -0.0679 -0.0964 0.0747
0.9992 -0.0238 2.0020 0.0679 0.0964 -0.0747
-0.9964 0.0039 0.0014 -0.0599 0.0278 0.0590
0.9964 -0.0039 -0.0014 0.0599 -0.0278 -0.0590

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0443
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.860
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13487
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.860
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.808
_diffrn_reflns_theta_min         2.754
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.860
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  13.00   1.00   13.28    --  -17.14 -77.00 120.00   55
  2  ω    -87.00 -39.00   1.00   13.28    --  -17.14 149.00 -86.78   48
  3  ω    -42.00  13.00   1.00   13.28    --  -17.14 -77.00 -90.00   55
  4  ω    -68.00  94.00   1.00   13.28    --   17.14   0.00-120.00  162
  5  ω     -1.00  85.00   1.00   13.28    --   17.14  38.00 -60.00   86
  6  ω      7.00  17.00   1.00   13.28    --   17.14  38.00 120.00   10
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0598846000
_diffrn_orient_matrix_UB_12      -0.0610527000
_diffrn_orient_matrix_UB_13      0.0033226000
_diffrn_orient_matrix_UB_21      -0.0278911000
_diffrn_orient_matrix_UB_22      -0.0140819000
_diffrn_orient_matrix_UB_23      0.0619049000
_diffrn_orient_matrix_UB_31      -0.0592951000
_diffrn_orient_matrix_UB_32      -0.0264300000
_diffrn_orient_matrix_UB_33      -0.0080513000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6207
_reflns_number_total             6656
_reflns_odcompleteness_completeness 98.31
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.104a (Rigaku OD, 2021)'
_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)'
_refine_diff_density_max         0.725
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.123
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     333
_refine_ls_number_reflns         6656
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0292
_refine_ls_restrained_S_all      1.069
_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)+(0.0343P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0696
_refine_ls_wR_factor_ref         0.0723
_refine_special_details          'Hydrogens were refined isotropically.'
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.48418(2) 0.56651(2) 0.27492(2) 0.01203(4) Uani 1 1 d . . . . .
S1 S 0.37595(6) 0.36517(5) 0.46673(4) 0.01792(10) Uani 1 1 d . . . . .
S2 S 0.65549(6) 0.16716(5) 0.57309(4) 0.01836(10) Uani 1 1 d . . . . .
P1 P 0.69829(6) 0.25329(4) 0.31251(4) 0.01090(9) Uani 1 1 d . . . . .
F1 F 0.26858(17) 0.65036(13) 0.08632(11) 0.0279(3) Uani 1 1 d . . . . .
F2 F 0.22241(15) 0.48283(12) 0.21367(11) 0.0225(3) Uani 1 1 d . . . . .
F3 F 0.05881(18) 0.6280(2) 0.37746(15) 0.0534(5) Uani 1 1 d . . . . .
F4 F -0.03724(17) 0.69930(17) 0.21748(16) 0.0439(4) Uani 1 1 d . . . . .
F5 F 0.1149(2) 0.79486(17) 0.2561(2) 0.0565(5) Uani 1 1 d . . . . .
F6 F 0.59085(17) 0.63363(12) -0.00141(10) 0.0238(3) Uani 1 1 d . . . . .
F7 F 0.77607(15) 0.62099(12) 0.09763(11) 0.0229(3) Uani 1 1 d . . . . .
F8 F 0.60681(18) 0.84649(13) 0.15516(11) 0.0278(3) Uani 1 1 d . . . . .
F9 F 0.40101(18) 0.86126(13) 0.07782(15) 0.0384(4) Uani 1 1 d . . . . .
F10 F 0.6427(2) 0.86002(13) -0.03119(11) 0.0349(3) Uani 1 1 d . . . . .
C1 C 0.2527(2) 0.59648(19) 0.20339(17) 0.0170(4) Uani 1 1 d . . . . .
C2 C 0.0940(3) 0.6804(3) 0.2646(2) 0.0332(6) Uani 1 1 d . . . . .
C3 C 0.6077(2) 0.66477(17) 0.09639(16) 0.0155(3) Uani 1 1 d . . . . .
C4 C 0.5649(3) 0.80990(19) 0.07343(18) 0.0201(4) Uani 1 1 d . . . . .
C5 C 0.6039(2) 0.38813(17) 0.20892(16) 0.0137(3) Uani 1 1 d . . . . .
H5A H 0.518(3) 0.371(2) 0.189(2) 0.020(6) Uiso 1 1 d . . . . .
H5B H 0.674(3) 0.405(3) 0.142(2) 0.027(7) Uiso 1 1 d . . . . .
C6 C 0.9144(2) 0.26258(19) 0.30142(17) 0.0157(3) Uani 1 1 d . . . . .
C7 C 0.8963(3) 0.3665(2) 0.3683(2) 0.0231(4) Uani 1 1 d . . . . .
H7A H 1.002(4) 0.376(3) 0.359(2) 0.034(7) Uiso 1 1 d . . . . .
H7B H 0.828(4) 0.449(3) 0.335(3) 0.048(9) Uiso 1 1 d . . . . .
H7C H 0.851(3) 0.344(3) 0.447(3) 0.033(7) Uiso 1 1 d . . . . .
C8 C 0.9959(3) 0.3020(2) 0.17285(19) 0.0206(4) Uani 1 1 d . . . . .
H8A H 0.940(3) 0.388(3) 0.137(2) 0.025(6) Uiso 1 1 d . . . . .
H8B H 1.107(3) 0.300(3) 0.173(2) 0.025(6) Uiso 1 1 d . . . . .
H8C H 0.997(3) 0.242(3) 0.130(2) 0.024(6) Uiso 1 1 d . . . . .
C9 C 1.0275(3) 0.1347(2) 0.3558(2) 0.0248(4) Uani 1 1 d . . . . .
H9A H 1.052(3) 0.073(3) 0.305(2) 0.033(7) Uiso 1 1 d . . . . .
H9B H 1.138(4) 0.150(3) 0.350(3) 0.043(8) Uiso 1 1 d . . . . .
H9C H 0.978(4) 0.101(3) 0.438(3) 0.038(8) Uiso 1 1 d . . . . .
C10 C 0.6850(2) 0.10588(17) 0.27642(16) 0.0144(3) Uani 1 1 d . . . . .
C11 C 0.4997(3) 0.1281(2) 0.2728(2) 0.0204(4) Uani 1 1 d . . . . .
H11A H 0.472(3) 0.189(3) 0.208(2) 0.025(6) Uiso 1 1 d . . . . .
H11B H 0.487(3) 0.052(3) 0.260(2) 0.025(7) Uiso 1 1 d . . . . .
H11C H 0.424(4) 0.148(3) 0.341(3) 0.039(8) Uiso 1 1 d . . . . .
C12 C 0.7934(3) 0.0891(2) 0.15507(18) 0.0211(4) Uani 1 1 d . . . . .
H12A H 0.904(3) 0.067(2) 0.158(2) 0.016(6) Uiso 1 1 d . . . . .
H12B H 0.765(3) 0.021(3) 0.138(2) 0.023(6) Uiso 1 1 d . . . . .
H12C H 0.760(3) 0.164(3) 0.097(2) 0.027(7) Uiso 1 1 d . . . . .
C13 C 0.7370(3) -0.01555(19) 0.36851(19) 0.0195(4) Uani 1 1 d . . . . .
H13A H 0.848(3) -0.038(3) 0.379(2) 0.026(6) Uiso 1 1 d . . . . .
H13B H 0.666(3) -0.004(3) 0.445(2) 0.033(7) Uiso 1 1 d . . . . .
H13C H 0.726(3) -0.088(2) 0.341(2) 0.016(6) Uiso 1 1 d . . . . .
C14 C 0.5701(2) 0.26400(17) 0.46067(16) 0.0137(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 C1 2.2651(18) . ?
Sb1 C3 2.2931(19) . ?
Sb1 C5 2.1928(18) . ?
S1 C14 1.681(2) . ?
S2 C14 1.657(2) . ?
P1 C5 1.7910(19) . ?
P1 C6 1.8697(18) . ?
P1 C10 1.8752(17) . ?
P1 C14 1.8437(19) . ?
F1 C1 1.362(2) . ?
F2 C1 1.360(2) . ?
F3 C2 1.322(3) . ?
F4 C2 1.325(2) . ?
F5 C2 1.337(3) . ?
F6 C3 1.368(2) . ?
F7 C3 1.373(2) . ?
F8 C4 1.330(2) . ?
F9 C4 1.331(3) . ?
F10 C4 1.332(2) . ?
C1 C2 1.517(3) . ?
C3 C4 1.518(3) . ?
C5 H5A 0.93(2) . ?
C5 H5B 0.89(3) . ?
C6 C7 1.540(3) . ?
C6 C8 1.530(3) . ?
C6 C9 1.533(3) . ?
C7 H7A 0.93(3) . ?
C7 H7B 0.97(4) . ?
C7 H7C 0.93(3) . ?
C8 H8A 0.97(3) . ?
C8 H8B 0.95(2) . ?
C8 H8C 0.94(2) . ?
C9 H9A 0.98(3) . ?
C9 H9B 1.00(3) . ?
C9 H9C 0.99(3) . ?
C10 C11 1.544(3) . ?
C10 C12 1.534(3) . ?
C10 C13 1.527(3) . ?
C11 H11A 0.91(3) . ?
C11 H11B 0.95(3) . ?
C11 H11C 0.93(3) . ?
C12 H12A 0.91(3) . ?
C12 H12B 0.96(2) . ?
C12 H12C 0.95(3) . ?
C13 H13A 0.94(3) . ?
C13 H13B 0.98(3) . ?
C13 H13C 0.99(2) . ?

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
_geom_angle_publ_flag
C1 Sb1 C3 91.13(7) . . ?
C5 Sb1 C1 90.37(7) . . ?
C5 Sb1 C3 85.85(7) . . ?
C5 P1 C6 106.45(9) . . ?
C5 P1 C10 107.27(8) . . ?
C5 P1 C14 108.43(9) . . ?
C6 P1 C10 115.79(9) . . ?
C14 P1 C6 112.08(8) . . ?
C14 P1 C10 106.54(8) . . ?
F1 C1 Sb1 112.59(12) . . ?
F1 C1 C2 106.49(18) . . ?
F2 C1 Sb1 111.09(13) . . ?
F2 C1 F1 105.34(14) . . ?
F2 C1 C2 106.47(17) . . ?
C2 C1 Sb1 114.26(12) . . ?
F3 C2 F4 107.8(2) . . ?
F3 C2 F5 108.4(2) . . ?
F3 C2 C1 110.7(2) . . ?
F4 C2 F5 107.9(2) . . ?
F4 C2 C1 112.39(17) . . ?
F5 C2 C1 109.4(2) . . ?
F6 C3 Sb1 116.47(11) . . ?
F6 C3 F7 105.18(15) . . ?
F6 C3 C4 107.00(15) . . ?
F7 C3 Sb1 104.88(12) . . ?
F7 C3 C4 105.66(14) . . ?
C4 C3 Sb1 116.50(13) . . ?
F8 C4 F9 107.83(17) . . ?
F8 C4 F10 107.47(16) . . ?
F8 C4 C3 110.40(17) . . ?
F9 C4 F10 107.71(19) . . ?
F9 C4 C3 110.12(16) . . ?
F10 C4 C3 113.12(17) . . ?
Sb1 C5 H5A 104.4(15) . . ?
Sb1 C5 H5B 107.6(17) . . ?
P1 C5 Sb1 115.18(9) . . ?
P1 C5 H5A 108.8(16) . . ?
P1 C5 H5B 113.4(18) . . ?
H5A C5 H5B 107(2) . . ?
C7 C6 P1 106.64(14) . . ?
C8 C6 P1 110.99(13) . . ?
C8 C6 C7 108.82(17) . . ?
C8 C6 C9 108.59(17) . . ?
C9 C6 P1 112.06(13) . . ?
C9 C6 C7 109.68(17) . . ?
C6 C7 H7A 107.5(17) . . ?
C6 C7 H7B 112.5(18) . . ?
C6 C7 H7C 110.9(16) . . ?
H7A C7 H7B 106(2) . . ?
H7A C7 H7C 111(2) . . ?
H7B C7 H7C 109(2) . . ?
C6 C8 H8A 112.8(15) . . ?
C6 C8 H8B 106.7(15) . . ?
C6 C8 H8C 108.7(15) . . ?
H8A C8 H8B 107(2) . . ?
H8A C8 H8C 111(2) . . ?
H8B C8 H8C 111(2) . . ?
C6 C9 H9A 108.7(18) . . ?
C6 C9 H9B 106.7(19) . . ?
C6 C9 H9C 112.7(18) . . ?
H9A C9 H9B 105(2) . . ?
H9A C9 H9C 112(2) . . ?
H9B C9 H9C 112(2) . . ?
C11 C10 P1 106.70(13) . . ?
C12 C10 P1 109.24(12) . . ?
C12 C10 C11 109.69(16) . . ?
C13 C10 P1 113.32(12) . . ?
C13 C10 C11 107.80(16) . . ?
C13 C10 C12 109.99(17) . . ?
C10 C11 H11A 109.3(15) . . ?
C10 C11 H11B 108.7(15) . . ?
C10 C11 H11C 114.8(18) . . ?
H11A C11 H11B 105(2) . . ?
H11A C11 H11C 111(3) . . ?
H11B C11 H11C 107(2) . . ?
C10 C12 H12A 110.4(15) . . ?
C10 C12 H12B 103.8(14) . . ?
C10 C12 H12C 110.5(16) . . ?
H12A C12 H12B 111(2) . . ?
H12A C12 H12C 114(2) . . ?
H12B C12 H12C 107(2) . . ?
C10 C13 H13A 115.2(17) . . ?
C10 C13 H13B 109.2(17) . . ?
C10 C13 H13C 107.0(14) . . ?
H13A C13 H13B 106(2) . . ?
H13A C13 H13C 107(2) . . ?
H13B C13 H13C 112.3(19) . . ?
S1 C14 P1 116.56(11) . . ?
S2 C14 S1 127.06(12) . . ?
S2 C14 P1 116.30(11) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sb1 C1 C2 F3 -61.6(2) . . . . ?
Sb1 C1 C2 F4 177.75(18) . . . . ?
Sb1 C1 C2 F5 57.9(2) . . . . ?
Sb1 C3 C4 F8 58.7(2) . . . . ?
Sb1 C3 C4 F9 -60.23(19) . . . . ?
Sb1 C3 C4 F10 179.20(13) . . . . ?
F1 C1 C2 F3 173.42(16) . . . . ?
F1 C1 C2 F4 52.8(3) . . . . ?
F1 C1 C2 F5 -67.1(2) . . . . ?
F2 C1 C2 F3 61.4(2) . . . . ?
F2 C1 C2 F4 -59.2(3) . . . . ?
F2 C1 C2 F5 -179.14(18) . . . . ?
F6 C3 C4 F8 -168.95(15) . . . . ?
F6 C3 C4 F9 72.1(2) . . . . ?
F6 C3 C4 F10 -48.5(2) . . . . ?
F7 C3 C4 F8 -57.2(2) . . . . ?
F7 C3 C4 F9 -176.19(16) . . . . ?
F7 C3 C4 F10 63.2(2) . . . . ?
C5 P1 C6 C7 77.30(15) . . . . ?
C5 P1 C6 C8 -41.08(16) . . . . ?
C5 P1 C6 C9 -162.68(14) . . . . ?
C5 P1 C10 C11 -52.90(15) . . . . ?
C5 P1 C10 C12 65.61(15) . . . . ?
C5 P1 C10 C13 -171.39(14) . . . . ?
C5 P1 C14 S1 15.88(12) . . . . ?
C5 P1 C14 S2 -167.18(9) . . . . ?
C6 P1 C5 Sb1 -85.83(11) . . . . ?
C6 P1 C10 C11 -171.56(13) . . . . ?
C6 P1 C10 C12 -53.05(16) . . . . ?
C6 P1 C10 C13 69.96(16) . . . . ?
C6 P1 C14 S1 133.09(10) . . . . ?
C6 P1 C14 S2 -49.97(13) . . . . ?
C10 P1 C5 Sb1 149.64(9) . . . . ?
C10 P1 C6 C7 -163.59(14) . . . . ?
C10 P1 C6 C8 78.03(16) . . . . ?
C10 P1 C6 C9 -43.57(17) . . . . ?
C10 P1 C14 S1 -99.30(11) . . . . ?
C10 P1 C14 S2 77.64(12) . . . . ?
C14 P1 C5 Sb1 34.94(12) . . . . ?
C14 P1 C6 C7 -41.09(17) . . . . ?
C14 P1 C6 C8 -159.47(13) . . . . ?
C14 P1 C6 C9 78.93(16) . . . . ?
C14 P1 C10 C11 63.06(15) . . . . ?
C14 P1 C10 C12 -178.43(14) . . . . ?
C14 P1 C10 C13 -55.43(16) . . . . ?

_olex2_date_sample_data_collection 2021-07-23
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.121
_oxdiff_exptl_absorpt_empirical_full_min 0.911
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3
_database_code_depnum_ccdc_archive 'CCDC 2350373'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT230_3                   
;
PROBLEM: Hirshfeld Test Diff for    S1       --P1       .       11.8 s.u.  
RESPONSE: As a potentially serious problem, we have considered this alert with 
level B carefully. In principle, the Hirshfeld Rigid-Bond test might indicate 
contamination of anisotropic displacement parameters with other (unresolved) 
effects  such as (substitutional) disorder, model or data errors and/or 
over-refinement. None of these could be found here. If there is a very small 
positional disorder of these atoms, it can not be refined reasonably.
;
# end Validation Reply Form

# was krieft17_b

_audit_creation_date             2021-08-25
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H20 F10 O2 P S Sb'
_chemical_formula_sum            'C13 H20 F10 O2 P S Sb'
_chemical_formula_weight         583.07
_chemical_melting_point          ?
_chemical_oxdiff_formula         C13H20F10O2PSSb
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'
O O 0.0106 0.0060 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   17.0497(5)
_cell_length_b                   11.9276(3)
_cell_length_c                   20.3495(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4138.3(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    22394
_cell_measurement_temperature    100.00(11)
_cell_measurement_theta_max      31.7580
_cell_measurement_theta_min      1.9860
_shelx_estimated_absorpt_T_max   0.939
_shelx_estimated_absorpt_T_min   0.653
_exptl_absorpt_coefficient_mu    1.605
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.551
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.105a (Rigaku Oxford Diffraction, 2021)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.872
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2288
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.0181
0 0 -1 0.0181
-3 -17 -1 0.0199
3 17 1 0.0199
-23 3 -5 0.1393
23 -3 5 0.1393

_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
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
0.0000 -0.0000 1.0000 0.0100 0.0333 -0.0026
-0.0000 0.0000 -1.0000 -0.0100 -0.0333 0.0026
-3.0000 -17.0000 -1.0001 0.1859 -0.0141 1.0024
3.0000 17.0000 1.0001 -0.1859 0.0141 -1.0024
-23.0003 3.0000 -4.9986 -0.9731 0.1199 0.1274
23.0003 -3.0000 4.9986 0.9731 -0.1199 -0.1274

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            77118
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.080
_diffrn_reflns_theta_min         2.002
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_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    -46.00  52.00   1.00   38.50    --   26.03 -38.00  30.00   98
  2  ω     17.00  96.00   1.00   38.50    --   26.03-145.00-132.00   79
  3  ω    -13.00  68.00   1.00   38.50    --   26.03 -99.00   0.00   81
  4  ω      6.00  95.00   1.00   38.50    --   26.03  57.00 -60.00   89
  5  ω    -12.00  96.00   1.00   38.50    --   26.03  19.00-180.00  108
  6  ω     33.00  90.00   1.00   38.50    --   26.03  57.00-150.00   57
  7  ω     -4.00  42.00   1.00   38.50    --   26.03  77.00  90.00   46
  8  ω      6.00  85.00   1.00   38.50    --   26.03  57.00  30.00   79
  9  ω    -42.00  55.00   1.00   38.50    --   26.03 -77.00-120.00   97
 10  ω     -4.00  42.00   1.00   38.50    --   26.03  77.00-180.00   46
 11  ω    -47.00  17.00   1.00   38.50    --   26.03 -19.00 120.00   64
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0377671000
_diffrn_orient_matrix_UB_12      -0.0181888000
_diffrn_orient_matrix_UB_13      0.0099725000
_diffrn_orient_matrix_UB_21      -0.0123084000
_diffrn_orient_matrix_UB_22      0.0010451000
_diffrn_orient_matrix_UB_23      0.0332849000
_diffrn_orient_matrix_UB_31      -0.0123650000
_diffrn_orient_matrix_UB_32      -0.0566281000
_diffrn_orient_matrix_UB_33      -0.0025808000
_diffrn_oxdiff_digest_frames     
;
01747171b75cc2a57308bc6dd197df4d9300850df07
;
_diffrn_oxdiff_digest_hkl        
;
015f85afb02ae973ff31560410a95185c7164b
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4917
_reflns_number_total             6082
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.105a (Rigaku OD, 2021)'
_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)'
_refine_diff_density_max         1.258
_refine_diff_density_min         -0.597
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         6082
_refine_ls_number_restraints     99
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0320
_refine_ls_restrained_S_all      1.085
_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)+(0.0290P)²+5.3181P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0699
_refine_ls_wR_factor_ref         0.0751
_refine_special_details          
'Disorder of one C2F5 group over two sites (55:45).'
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 Sb1, F1A, F2, F3A, F4A, F5A, C1, C2A, F1B, F3B, F4B, F5B, C2B
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Sof(F1A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(C2A)=1-FVAR(1)
 Sof(F1B)=Sof(F3B)=Sof(F4B)=Sof(F5B)=Sof(C2B)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
4.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.59154(2) 0.44591(2) 0.63410(2) 0.02305(5) Uani 1 1 d . U . . .
S1 S 0.64701(5) 0.54243(5) 0.78226(3) 0.03247(15) Uani 1 1 d . . . . .
P1 P 0.59496(4) 0.36697(5) 0.79363(3) 0.01961(11) Uani 1 1 d . . . . .
F1A F 0.7003(5) 0.2964(7) 0.5529(4) 0.0457(14) Uani 0.55(2) 1 d . U P A 1
F2 F 0.75606(10) 0.34938(16) 0.63993(8) 0.0395(4) Uani 1 1 d . U . . .
F3A F 0.7727(6) 0.5592(7) 0.5924(7) 0.073(2) Uani 0.55(2) 1 d . U P A 1
F4A F 0.7087(3) 0.5096(14) 0.5065(5) 0.082(3) Uani 0.55(2) 1 d . U P A 1
F5A F 0.8187(4) 0.4321(9) 0.5285(4) 0.0529(18) Uani 0.55(2) 1 d . U P A 1
F6 F 0.55471(11) 0.35269(17) 0.49997(7) 0.0454(5) Uani 1 1 d . . . . .
F7 F 0.55809(11) 0.21310(14) 0.56939(9) 0.0423(4) Uani 1 1 d . . . . .
F8 F 0.41350(11) 0.2558(2) 0.52107(9) 0.0551(5) Uani 1 1 d . . . . .
F9 F 0.42302(11) 0.2886(3) 0.62371(9) 0.0662(7) Uani 1 1 d . . . . .
F10 F 0.42051(13) 0.4247(2) 0.55491(15) 0.0748(8) Uani 1 1 d . . . . .
O1 O 0.68495(12) 0.51928(17) 0.71725(10) 0.0366(5) Uani 1 1 d . . . . .
O2 O 0.57702(14) 0.61339(17) 0.77521(11) 0.0450(6) Uani 1 1 d . . . . .
C1 C 0.70837(16) 0.3934(3) 0.59401(13) 0.0347(5) Uani 1 1 d . U . . .
C2A C 0.7541(5) 0.4729(9) 0.5560(5) 0.0469(15) Uani 0.55(2) 1 d . U P A 1
C3 C 0.53556(16) 0.3218(2) 0.56285(11) 0.0263(5) Uani 1 1 d . . . . .
C4 C 0.44738(17) 0.3223(3) 0.56495(13) 0.0352(6) Uani 1 1 d . . . . .
C5 C 0.58633(14) 0.31587(19) 0.71056(11) 0.0215(4) Uani 1 1 d . . . . .
H5A H 0.535924 0.275316 0.706309 0.026 Uiso 1 1 calc R . . . .
H5B H 0.628963 0.261207 0.702511 0.026 Uiso 1 1 calc R . . . .
C6 C 0.49745(15) 0.3781(2) 0.83317(12) 0.0257(5) Uani 1 1 d . . . . .
C7 C 0.44085(17) 0.4271(3) 0.78161(14) 0.0357(6) Uani 1 1 d . . . . .
H7A H 0.463368 0.495847 0.763126 0.054 Uiso 1 1 calc GR . . . .
H7B H 0.390500 0.444470 0.802501 0.054 Uiso 1 1 calc GR . . . .
H7C H 0.432691 0.372289 0.746420 0.054 Uiso 1 1 calc GR . . . .
C8 C 0.46657(16) 0.2647(2) 0.85626(13) 0.0318(6) Uani 1 1 d . . . . .
H8A H 0.467690 0.211426 0.819591 0.048 Uiso 1 1 calc GR . . . .
H8B H 0.412557 0.273103 0.871974 0.048 Uiso 1 1 calc GR . . . .
H8C H 0.499640 0.236588 0.892052 0.048 Uiso 1 1 calc GR . . . .
C9 C 0.50244(19) 0.4590(2) 0.89225(15) 0.0390(7) Uani 1 1 d . . . . .
H9A H 0.538643 0.428409 0.925085 0.058 Uiso 1 1 calc GR . . . .
H9B H 0.450293 0.467697 0.911859 0.058 Uiso 1 1 calc GR . . . .
H9C H 0.521549 0.532168 0.877328 0.058 Uiso 1 1 calc GR . . . .
C10 C 0.67024(14) 0.2822(2) 0.83700(12) 0.0242(5) Uani 1 1 d . . . . .
C11 C 0.74866(16) 0.3024(2) 0.80151(14) 0.0328(6) Uani 1 1 d . . . . .
H11A H 0.744668 0.276253 0.755984 0.049 Uiso 1 1 calc GR . . . .
H11B H 0.790462 0.261221 0.824064 0.049 Uiso 1 1 calc GR . . . .
H11C H 0.760809 0.382755 0.801863 0.049 Uiso 1 1 calc GR . . . .
C12 C 0.65064(16) 0.1565(2) 0.83479(14) 0.0317(6) Uani 1 1 d . . . . .
H12A H 0.601038 0.143024 0.857804 0.047 Uiso 1 1 calc GR . . . .
H12B H 0.692648 0.113934 0.856201 0.047 Uiso 1 1 calc GR . . . .
H12C H 0.645743 0.132322 0.788940 0.047 Uiso 1 1 calc GR . . . .
C13 C 0.67808(18) 0.3230(3) 0.90815(13) 0.0369(6) Uani 1 1 d . . . . .
H13A H 0.685818 0.404387 0.908533 0.055 Uiso 1 1 calc GR . . . .
H13B H 0.723179 0.286298 0.928877 0.055 Uiso 1 1 calc GR . . . .
H13C H 0.630266 0.304288 0.932528 0.055 Uiso 1 1 calc GR . . . .
F1B F 0.7006(6) 0.3379(14) 0.5400(5) 0.063(3) Uani 0.45(2) 1 d . U P A 2
F3B F 0.7812(6) 0.5663(9) 0.6185(5) 0.0586(19) Uani 0.45(2) 1 d . U P A 2
F4B F 0.7090(5) 0.5717(13) 0.5331(7) 0.078(3) Uani 0.45(2) 1 d . U P A 2
F5B F 0.8158(6) 0.4771(13) 0.5333(6) 0.062(2) Uani 0.45(2) 1 d . U P A 2
C2B C 0.7537(7) 0.5084(14) 0.5680(6) 0.0470(17) Uani 0.45(2) 1 d . U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 O1 2.483(2) . ?
Sb1 C1 2.242(3) . ?
Sb1 C3 2.281(3) . ?
Sb1 C5 2.199(2) . ?
S1 P1 2.2849(9) . ?
S1 O1 1.498(2) . ?
S1 O2 1.470(2) . ?
P1 C5 1.803(2) . ?
P1 C6 1.852(3) . ?
P1 C10 1.857(2) . ?
F1A C1 1.435(7) . ?
F2 C1 1.345(3) . ?
F3A C2A 1.307(10) . ?
F4A C2A 1.343(10) . ?
F5A C2A 1.328(8) . ?
F6 C3 1.371(3) . ?
F7 C3 1.359(3) . ?
F8 C4 1.327(3) . ?
F9 C4 1.328(3) . ?
F10 C4 1.320(4) . ?
C1 C2A 1.451(9) . ?
C1 F1B 1.290(8) . ?
C1 C2B 1.662(13) . ?
C3 C4 1.504(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.541(4) . ?
C6 C8 1.527(4) . ?
C6 C9 1.544(4) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.539(4) . ?
C10 C12 1.537(3) . ?
C10 C13 1.533(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
F3B C2B 1.324(12) . ?
F4B C2B 1.287(13) . ?
F5B C2B 1.327(13) . ?

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
_geom_angle_publ_flag
C1 Sb1 O1 77.09(9) . . ?
C1 Sb1 C3 87.65(10) . . ?
C3 Sb1 O1 158.45(8) . . ?
C5 Sb1 O1 78.01(7) . . ?
C5 Sb1 C1 95.52(10) . . ?
C5 Sb1 C3 88.57(9) . . ?
O1 S1 P1 95.06(8) . . ?
O2 S1 P1 102.82(10) . . ?
O2 S1 O1 111.75(13) . . ?
C5 P1 S1 104.27(8) . . ?
C5 P1 C6 111.01(11) . . ?
C5 P1 C10 108.54(11) . . ?
C6 P1 S1 109.07(9) . . ?
C6 P1 C10 116.95(11) . . ?
C10 P1 S1 106.16(8) . . ?
S1 O1 Sb1 112.94(11) . . ?
F1A C1 Sb1 110.7(4) . . ?
F1A C1 C2A 105.5(5) . . ?
F2 C1 Sb1 113.17(17) . . ?
F2 C1 F1A 98.5(4) . . ?
F2 C1 C2A 107.5(4) . . ?
F2 C1 C2B 105.2(4) . . ?
C2A C1 Sb1 119.2(4) . . ?
F1B C1 Sb1 111.3(5) . . ?
F1B C1 F2 117.0(8) . . ?
F1B C1 C2B 101.5(6) . . ?
C2B C1 Sb1 107.4(6) . . ?
F3A C2A F4A 108.0(7) . . ?
F3A C2A F5A 109.0(7) . . ?
F3A C2A C1 110.0(7) . . ?
F4A C2A C1 107.7(6) . . ?
F5A C2A F4A 106.3(7) . . ?
F5A C2A C1 115.5(6) . . ?
F6 C3 Sb1 108.60(16) . . ?
F6 C3 C4 105.3(2) . . ?
F7 C3 Sb1 116.03(16) . . ?
F7 C3 F6 106.3(2) . . ?
F7 C3 C4 106.5(2) . . ?
C4 C3 Sb1 113.40(18) . . ?
F8 C4 F9 106.8(2) . . ?
F8 C4 C3 114.4(3) . . ?
F9 C4 C3 109.7(2) . . ?
F10 C4 F8 107.3(2) . . ?
F10 C4 F9 108.1(3) . . ?
F10 C4 C3 110.3(2) . . ?
Sb1 C5 H5A 108.5 . . ?
Sb1 C5 H5B 108.5 . . ?
P1 C5 Sb1 114.94(11) . . ?
P1 C5 H5A 108.5 . . ?
P1 C5 H5B 108.5 . . ?
H5A C5 H5B 107.5 . . ?
C7 C6 P1 107.08(18) . . ?
C7 C6 C9 109.1(2) . . ?
C8 C6 P1 112.31(18) . . ?
C8 C6 C7 109.3(2) . . ?
C8 C6 C9 109.5(2) . . ?
C9 C6 P1 109.51(19) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 P1 106.99(17) . . ?
C12 C10 P1 111.53(17) . . ?
C12 C10 C11 109.1(2) . . ?
C13 C10 P1 109.67(18) . . ?
C13 C10 C11 108.5(2) . . ?
C13 C10 C12 110.9(2) . . ?
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 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
F3B C2B C1 110.4(8) . . ?
F3B C2B F5B 106.1(9) . . ?
F4B C2B C1 112.6(8) . . ?
F4B C2B F3B 109.4(10) . . ?
F4B C2B F5B 110.1(9) . . ?
F5B C2B C1 108.0(10) . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sb1 C1 C2A F3A 62.6(8) . . . . ?
Sb1 C1 C2A F4A -54.9(8) . . . . ?
Sb1 C1 C2A F5A -173.5(6) . . . . ?
Sb1 C1 C2B F3B 75.9(9) . . . . ?
Sb1 C1 C2B F4B -46.7(10) . . . . ?
Sb1 C1 C2B F5B -168.5(7) . . . . ?
Sb1 C3 C4 F8 176.04(19) . . . . ?
Sb1 C3 C4 F9 -64.0(3) . . . . ?
Sb1 C3 C4 F10 55.0(3) . . . . ?
S1 P1 C5 Sb1 -17.67(13) . . . . ?
S1 P1 C6 C7 72.67(19) . . . . ?
S1 P1 C6 C8 -167.38(16) . . . . ?
S1 P1 C6 C9 -45.6(2) . . . . ?
S1 P1 C10 C11 -48.40(18) . . . . ?
S1 P1 C10 C12 -167.69(17) . . . . ?
S1 P1 C10 C13 69.12(19) . . . . ?
P1 S1 O1 Sb1 54.15(9) . . . . ?
F1A C1 C2A F3A -172.3(7) . . . . ?
F1A C1 C2A F4A 70.2(7) . . . . ?
F1A C1 C2A F5A -48.4(9) . . . . ?
F2 C1 C2A F3A -67.9(8) . . . . ?
F2 C1 C2A F4A 174.6(6) . . . . ?
F2 C1 C2A F5A 56.0(9) . . . . ?
F2 C1 C2B F3B -44.9(10) . . . . ?
F2 C1 C2B F4B -167.5(8) . . . . ?
F2 C1 C2B F5B 70.7(8) . . . . ?
F6 C3 C4 F8 57.5(3) . . . . ?
F6 C3 C4 F9 177.4(2) . . . . ?
F6 C3 C4 F10 -63.6(3) . . . . ?
F7 C3 C4 F8 -55.1(3) . . . . ?
F7 C3 C4 F9 64.8(3) . . . . ?
F7 C3 C4 F10 -176.2(2) . . . . ?
O2 S1 O1 Sb1 -51.83(15) . . . . ?
C5 P1 C6 C7 -41.7(2) . . . . ?
C5 P1 C6 C8 78.3(2) . . . . ?
C5 P1 C6 C9 -159.89(18) . . . . ?
C5 P1 C10 C11 63.18(19) . . . . ?
C5 P1 C10 C12 -56.1(2) . . . . ?
C5 P1 C10 C13 -179.30(18) . . . . ?
C6 P1 C5 Sb1 99.64(14) . . . . ?
C6 P1 C10 C11 -170.33(17) . . . . ?
C6 P1 C10 C12 70.4(2) . . . . ?
C6 P1 C10 C13 -52.8(2) . . . . ?
C10 P1 C5 Sb1 -130.51(12) . . . . ?
C10 P1 C6 C7 -166.93(18) . . . . ?
C10 P1 C6 C8 -47.0(2) . . . . ?
C10 P1 C6 C9 74.8(2) . . . . ?
F1B C1 C2B F3B -167.2(9) . . . . ?
F1B C1 C2B F4B 70.2(11) . . . . ?
F1B C1 C2B F5B -51.6(10) . . . . ?

_olex2_date_sample_data_collection 2021-08-23
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.267
_oxdiff_exptl_absorpt_empirical_full_min 0.805
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_4
_database_code_depnum_ccdc_archive 'CCDC 2350374'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

# was krieft29

_audit_creation_date             2022-10-27
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H25 F10 N O P Sb'
_chemical_formula_sum            'C20 H25 F10 N O P Sb'
_chemical_formula_weight         638.13
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H25F10NOPSb
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'
P P 0.1023 0.0942 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.3875(2)
_cell_length_b                   11.51690(10)
_cell_length_c                   14.6407(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.7040(10)
_cell_angle_gamma                90
_cell_volume                     2485.09(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    63902
_cell_measurement_temperature    100.01(13)
_cell_measurement_theta_max      34.0540
_cell_measurement_theta_min      2.2650
_shelx_estimated_absorpt_T_max   0.963
_shelx_estimated_absorpt_T_min   0.833
_exptl_absorpt_coefficient_mu    1.262
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.742
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.72a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.706
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1264
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 0 0 0.0147
1 0 0 0.0147
-3 5 2 0.0719
-2 -1 5 0.0608
2 1 -5 0.0608
-2 -5 -1 0.0498

_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
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
-0.9954 -0.0007 -0.0061 -0.0448 -0.0037 -0.0169
0.9954 0.0007 0.0061 0.0448 0.0037 0.0169
-2.9998 4.9901 1.9936 -0.0126 0.1224 -0.3193
-2.0217 -1.0115 4.9895 -0.0702 0.2307 0.0691
2.0217 1.0115 -4.9895 0.0702 -0.2307 -0.0691
-1.9832 -4.9958 -1.0235 -0.2032 -0.0918 0.2440

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0667
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            147790
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         34.392
_diffrn_reflns_theta_min         2.244
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0951
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -42.00  -1.00   1.00   29.00    --  -30.87 -76.00-167.55   41
  2  ω   -100.00  -9.00   1.00   29.00    --  -30.87 -57.00 -90.00   91
  3  ω   -103.00  -5.00   1.00   29.00    --  -30.87 -38.00 -60.00   98
  4  ω   -100.00  -9.00   1.00   29.00    --  -30.87 -57.00  60.00   91
  5  ω   -107.00 -37.00   1.00   29.00    --  -30.87 178.00   0.00   70
  6  ω    -15.00  11.00   1.00   29.00    --  -30.87-101.00 118.95   26
  7  ω    -16.00  10.00   1.00   29.00    --  -30.87 -98.00-117.61   26
  8  ω    -18.00   9.00   1.00   29.00    --  -30.87 -97.00   0.25   27
  9  ω   -103.00  -5.00   1.00   29.00    --  -30.87 -38.00 120.00   98
 10  ω    -15.00  72.00   1.00   29.00    --   31.03 -99.00  30.00   87
 11  ω    -38.00  52.00   1.00   29.00    --   31.03 -57.00 -90.00   90
 12  ω    -15.00  72.00   1.00   29.00    --   31.03 -99.00-150.00   87
 13  ω    -42.00 104.00   1.00   29.00    --   31.03   0.00 -60.00  146
 14  ω    -41.00  57.00   1.00   29.00    --   31.03 -38.00 150.00   98
 15  ω    -15.00  11.00   1.00   29.00    --  -30.87-100.00  91.51   26
 16  ω   -100.00  -9.00   1.00   29.00    --  -30.87 -57.00  30.00   91
 17  ω   -103.00  -5.00   1.00   29.00    --  -30.87 -38.00-120.00   98
 18  ω   -107.00 -37.00   1.00   29.00    --  -30.87 178.00  30.00   70
 19  ω   -107.00 -37.00   1.00   29.00    --  -30.87 178.00-180.00   70
 20  ω    -12.00  14.00   1.00   29.00    --   31.03 104.00 -15.19   26
 21  ω    -41.00  57.00   1.00   29.00    --   31.03 -38.00 -30.00   98
 22  ω    -15.00  72.00   1.00   29.00    --   31.03 -99.00  60.00   87
 23  ω     11.00 100.00   1.00   29.00    --   31.03  57.00  90.00   89
 24  ω     -9.00  20.00   1.00   29.00    --   31.03  95.00 171.02   29
 25  ω    -12.00  14.00   1.00   29.00    --   31.03 103.00 -63.15   26
 26  ω    -15.00  72.00   1.00   29.00    --   31.03 -99.00 -60.00   87
 27  ω     -8.00  22.00   1.00   29.00    --   31.03  93.00  45.35   30
 28  ω    -42.00  68.00   1.00   29.00    --   31.03   0.00-150.00  110
 29  ω    -42.00 104.00   1.00   29.00    --   31.03   0.00-180.00  146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0449333000
_diffrn_orient_matrix_UB_12      0.0211150000
_diffrn_orient_matrix_UB_13      0.0084270000
_diffrn_orient_matrix_UB_21      0.0033886000
_diffrn_orient_matrix_UB_22      0.0069825000
_diffrn_orient_matrix_UB_23      0.0490254000
_diffrn_orient_matrix_UB_31      0.0169374000
_diffrn_orient_matrix_UB_32      -0.0574261000
_diffrn_orient_matrix_UB_33      0.0090703000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                9052
_reflns_number_total             10161
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.72a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.642
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.108
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         10161
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0287
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0352P)²+1.1370P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0709
_refine_ls_wR_factor_ref         0.0739
_refine_special_details          ?
_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.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.64497(2) 0.67547(2) 0.56822(2) 0.01451(3) Uani 1 1 d . . . . .
P1 P 0.82777(2) 0.84373(3) 0.60390(2) 0.01379(6) Uani 1 1 d . . . . .
F1 F 0.69074(7) 0.53358(9) 0.75027(6) 0.0273(2) Uani 1 1 d . . . . .
F2 F 0.79224(6) 0.50892(9) 0.67477(7) 0.02638(19) Uani 1 1 d . . . . .
F3 F 0.67475(9) 0.37962(9) 0.54101(8) 0.0355(3) Uani 1 1 d . . . . .
F4 F 0.68709(9) 0.31869(9) 0.68303(9) 0.0350(3) Uani 1 1 d . . . . .
F5 F 0.56752(7) 0.41218(10) 0.60562(9) 0.0349(2) Uani 1 1 d . . . . .
F6 F 0.50549(7) 0.62067(9) 0.67784(9) 0.0334(2) Uani 1 1 d . . . . .
F7 F 0.60839(7) 0.73905(9) 0.76586(7) 0.0283(2) Uani 1 1 d . . . . .
F8 F 0.44335(9) 0.80103(12) 0.55189(9) 0.0432(3) Uani 1 1 d . . . . .
F9 F 0.44164(9) 0.83545(11) 0.69594(11) 0.0426(3) Uani 1 1 d . . . . .
F10 F 0.54321(8) 0.91404(9) 0.64122(9) 0.0336(2) Uani 1 1 d . . . . .
O1 O 0.90703(8) 0.73930(10) 0.48665(8) 0.0240(2) Uani 1 1 d . . . . .
N1 N 0.77871(8) 0.64774(10) 0.50896(8) 0.0160(2) Uani 1 1 d . . . . .
C1 C 0.70142(10) 0.52151(13) 0.66133(10) 0.0189(2) Uani 1 1 d . . . . .
C2 C 0.65707(12) 0.40579(13) 0.62224(11) 0.0234(3) Uani 1 1 d . . . . .
C3 C 0.55994(10) 0.71373(14) 0.67344(11) 0.0211(3) Uani 1 1 d . . . . .
C4 C 0.49564(11) 0.81661(14) 0.64100(13) 0.0255(3) Uani 1 1 d . . . . .
C5 C 0.74215(9) 0.79681(12) 0.65672(9) 0.0161(2) Uani 1 1 d . . . . .
H5A H 0.708961 0.865700 0.669484 0.019 Uiso 1 1 calc R U . . .
H5B H 0.771915 0.759361 0.718688 0.019 Uiso 1 1 calc R U . . .
C6 C 0.78720(10) 0.97659(12) 0.53264(10) 0.0188(2) Uani 1 1 d . . . . .
C7 C 0.69060(11) 0.94896(14) 0.46940(11) 0.0229(3) Uani 1 1 d . . . . .
H7A H 0.691413 0.876359 0.434747 0.034 Uiso 1 1 calc R U . . .
H7B H 0.669177 1.012260 0.423735 0.034 Uiso 1 1 calc R U . . .
H7C H 0.649792 0.940707 0.509525 0.034 Uiso 1 1 calc R U . . .
C8 C 0.78405(13) 1.08121(14) 0.59648(12) 0.0278(3) Uani 1 1 d . . . . .
H8A H 0.748776 1.061054 0.640312 0.042 Uiso 1 1 calc R U . . .
H8B H 0.755430 1.147053 0.556727 0.042 Uiso 1 1 calc R U . . .
H8C H 0.845920 1.102350 0.633191 0.042 Uiso 1 1 calc R U . . .
C9 C 0.84707(13) 1.00519(16) 0.46757(12) 0.0288(3) Uani 1 1 d . . . . .
H9A H 0.908221 1.025696 0.506813 0.043 Uiso 1 1 calc R U . . .
H9B H 0.820759 1.070756 0.426170 0.043 Uiso 1 1 calc R U . . .
H9C H 0.850357 0.937342 0.428304 0.043 Uiso 1 1 calc R U . . .
C10 C 0.93682(10) 0.85274(13) 0.69926(10) 0.0180(2) Uani 1 1 d . . . . .
C11 C 0.92387(11) 0.91973(15) 0.78515(11) 0.0243(3) Uani 1 1 d . . . . .
H11A H 0.904948 0.999472 0.765924 0.036 Uiso 1 1 calc R U . . .
H11B H 0.981226 0.921015 0.836327 0.036 Uiso 1 1 calc R U . . .
H11C H 0.877187 0.881424 0.807975 0.036 Uiso 1 1 calc R U . . .
C12 C 1.01091(11) 0.91007(15) 0.66318(12) 0.0256(3) Uani 1 1 d . . . . .
H12A H 1.014060 0.871341 0.604613 0.038 Uiso 1 1 calc R U . . .
H12B H 1.069571 0.903103 0.711943 0.038 Uiso 1 1 calc R U . . .
H12C H 0.996365 0.992345 0.649966 0.038 Uiso 1 1 calc R U . . .
C13 C 0.96522(11) 0.72697(14) 0.72933(12) 0.0269(3) Uani 1 1 d . . . . .
H13A H 0.916782 0.688393 0.749091 0.040 Uiso 1 1 calc R U . . .
H13B H 1.020957 0.727494 0.782667 0.040 Uiso 1 1 calc R U . . .
H13C H 0.975979 0.684988 0.675378 0.040 Uiso 1 1 calc R U . . .
C14 C 0.84192(9) 0.72852(12) 0.52030(9) 0.0165(2) Uani 1 1 d . . . . .
C15 C 0.78703(9) 0.54662(11) 0.45570(9) 0.0160(2) Uani 1 1 d . . . . .
C16 C 0.86515(10) 0.47782(12) 0.48399(10) 0.0190(2) Uani 1 1 d . . . . .
H16 H 0.915165 0.502462 0.535150 0.023 Uiso 1 1 calc R U . . .
C17 C 0.87007(11) 0.37379(13) 0.43781(10) 0.0222(3) Uani 1 1 d . . . . .
H17 H 0.923114 0.327198 0.457814 0.027 Uiso 1 1 calc R U . . .
C18 C 0.79732(12) 0.33770(13) 0.36217(11) 0.0234(3) Uani 1 1 d . . . . .
H18 H 0.800658 0.266506 0.330576 0.028 Uiso 1 1 calc R U . . .
C19 C 0.71958(11) 0.40628(13) 0.33293(10) 0.0214(3) Uani 1 1 d . . . . .
H19 H 0.670089 0.381834 0.281127 0.026 Uiso 1 1 calc R U . . .
C20 C 0.71409(10) 0.51096(12) 0.37952(10) 0.0180(2) Uani 1 1 d . . . . .
H20 H 0.661040 0.557536 0.359462 0.022 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 N1 2.4731(12) . ?
Sb1 C1 2.2530(14) . ?
Sb1 C3 2.3318(14) . ?
Sb1 C5 2.1803(14) . ?
P1 C5 1.7920(14) . ?
P1 C6 1.8561(14) . ?
P1 C10 1.8517(14) . ?
P1 C14 1.8599(13) . ?
F1 C1 1.3655(16) . ?
F2 C1 1.3619(17) . ?
F3 C2 1.3286(18) . ?
F4 C2 1.3325(18) . ?
F5 C2 1.331(2) . ?
F6 C3 1.3733(18) . ?
F7 C3 1.3754(18) . ?
F8 C4 1.333(2) . ?
F9 C4 1.330(2) . ?
F10 C4 1.339(2) . ?
O1 C14 1.2432(17) . ?
N1 C14 1.3215(18) . ?
N1 C15 1.4278(17) . ?
C1 C2 1.531(2) . ?
C3 C4 1.529(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.542(2) . ?
C6 C8 1.534(2) . ?
C6 C9 1.539(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.536(2) . ?
C10 C12 1.537(2) . ?
C10 C13 1.540(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C15 C16 1.3993(19) . ?
C15 C20 1.3974(19) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(2) . ?
C17 H17 0.9500 . ?
C17 C18 1.393(2) . ?
C18 H18 0.9500 . ?
C18 C19 1.394(2) . ?
C19 H19 0.9500 . ?
C19 C20 1.400(2) . ?
C20 H20 0.9500 . ?

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
_geom_angle_publ_flag
C1 Sb1 N1 84.01(5) . . ?
C1 Sb1 C3 86.62(5) . . ?
C3 Sb1 N1 159.66(5) . . ?
C5 Sb1 N1 78.08(4) . . ?
C5 Sb1 C1 93.76(5) . . ?
C5 Sb1 C3 84.58(5) . . ?
C5 P1 C6 108.72(7) . . ?
C5 P1 C10 108.11(6) . . ?
C5 P1 C14 107.97(6) . . ?
C6 P1 C14 107.59(6) . . ?
C10 P1 C6 117.59(7) . . ?
C10 P1 C14 106.50(6) . . ?
C14 N1 Sb1 121.45(9) . . ?
C14 N1 C15 117.68(12) . . ?
C15 N1 Sb1 120.75(9) . . ?
F1 C1 Sb1 111.45(9) . . ?
F1 C1 C2 106.39(12) . . ?
F2 C1 Sb1 111.86(9) . . ?
F2 C1 F1 105.83(11) . . ?
F2 C1 C2 106.85(12) . . ?
C2 C1 Sb1 113.95(9) . . ?
F3 C2 F4 107.83(13) . . ?
F3 C2 F5 108.46(14) . . ?
F3 C2 C1 110.37(12) . . ?
F4 C2 C1 111.95(13) . . ?
F5 C2 F4 107.80(13) . . ?
F5 C2 C1 110.31(13) . . ?
F6 C3 Sb1 110.44(10) . . ?
F6 C3 F7 106.54(12) . . ?
F6 C3 C4 105.67(12) . . ?
F7 C3 Sb1 116.21(9) . . ?
F7 C3 C4 105.11(12) . . ?
C4 C3 Sb1 112.15(10) . . ?
F8 C4 F10 106.90(15) . . ?
F8 C4 C3 110.75(13) . . ?
F9 C4 F8 107.91(15) . . ?
F9 C4 F10 107.33(13) . . ?
F9 C4 C3 113.55(15) . . ?
F10 C4 C3 110.12(13) . . ?
Sb1 C5 H5A 108.8 . . ?
Sb1 C5 H5B 108.8 . . ?
P1 C5 Sb1 113.62(6) . . ?
P1 C5 H5A 108.8 . . ?
P1 C5 H5B 108.8 . . ?
H5A C5 H5B 107.7 . . ?
C7 C6 P1 106.14(10) . . ?
C8 C6 P1 111.68(10) . . ?
C8 C6 C7 109.51(13) . . ?
C8 C6 C9 109.77(13) . . ?
C9 C6 P1 111.10(10) . . ?
C9 C6 C7 108.53(12) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 P1 110.04(10) . . ?
C11 C10 C12 110.44(12) . . ?
C11 C10 C13 109.34(13) . . ?
C12 C10 P1 111.47(10) . . ?
C12 C10 C13 108.95(13) . . ?
C13 C10 P1 106.50(10) . . ?
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 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 C14 P1 116.72(10) . . ?
O1 C14 N1 131.95(13) . . ?
N1 C14 P1 111.33(10) . . ?
C16 C15 N1 120.30(12) . . ?
C20 C15 N1 119.87(12) . . ?
C20 C15 C16 119.63(12) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 C15 120.46(13) . . ?
C17 C16 H16 119.8 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.06(14) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.85(14) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.33(14) . . ?
C20 C19 H19 119.8 . . ?
C15 C20 C19 119.66(13) . . ?
C15 C20 H20 120.2 . . ?
C19 C20 H20 120.2 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sb1 N1 C14 P1 11.28(13) . . . . ?
Sb1 N1 C14 O1 -169.55(13) . . . . ?
Sb1 N1 C15 C16 -126.56(12) . . . . ?
Sb1 N1 C15 C20 48.36(16) . . . . ?
Sb1 C1 C2 F3 65.02(15) . . . . ?
Sb1 C1 C2 F4 -174.85(10) . . . . ?
Sb1 C1 C2 F5 -54.81(14) . . . . ?
Sb1 C3 C4 F8 53.93(16) . . . . ?
Sb1 C3 C4 F9 175.51(12) . . . . ?
Sb1 C3 C4 F10 -64.10(15) . . . . ?
F1 C1 C2 F3 -171.77(12) . . . . ?
F1 C1 C2 F4 -51.64(17) . . . . ?
F1 C1 C2 F5 68.39(15) . . . . ?
F2 C1 C2 F3 -59.05(16) . . . . ?
F2 C1 C2 F4 61.07(16) . . . . ?
F2 C1 C2 F5 -178.89(12) . . . . ?
F6 C3 C4 F8 -66.47(17) . . . . ?
F6 C3 C4 F9 55.12(18) . . . . ?
F6 C3 C4 F10 175.50(13) . . . . ?
F7 C3 C4 F8 -178.93(13) . . . . ?
F7 C3 C4 F9 -57.34(17) . . . . ?
F7 C3 C4 F10 63.04(16) . . . . ?
N1 C15 C16 C17 174.00(13) . . . . ?
N1 C15 C20 C19 -174.33(13) . . . . ?
C5 P1 C6 C7 -49.25(11) . . . . ?
C5 P1 C6 C8 70.03(13) . . . . ?
C5 P1 C6 C9 -167.04(11) . . . . ?
C5 P1 C10 C11 -48.41(12) . . . . ?
C5 P1 C10 C12 -171.29(11) . . . . ?
C5 P1 C10 C13 69.99(11) . . . . ?
C5 P1 C14 O1 -170.74(11) . . . . ?
C5 P1 C14 N1 8.57(12) . . . . ?
C6 P1 C5 Sb1 90.22(8) . . . . ?
C6 P1 C10 C11 75.08(12) . . . . ?
C6 P1 C10 C12 -47.80(13) . . . . ?
C6 P1 C10 C13 -166.51(10) . . . . ?
C6 P1 C14 O1 72.08(13) . . . . ?
C6 P1 C14 N1 -108.61(11) . . . . ?
C10 P1 C5 Sb1 -141.08(7) . . . . ?
C10 P1 C6 C7 -172.44(9) . . . . ?
C10 P1 C6 C8 -53.15(13) . . . . ?
C10 P1 C6 C9 69.77(13) . . . . ?
C10 P1 C14 O1 -54.83(13) . . . . ?
C10 P1 C14 N1 124.48(10) . . . . ?
C14 P1 C5 Sb1 -26.22(9) . . . . ?
C14 P1 C6 C7 67.44(11) . . . . ?
C14 P1 C6 C8 -173.28(11) . . . . ?
C14 P1 C6 C9 -50.35(13) . . . . ?
C14 P1 C10 C11 -164.23(10) . . . . ?
C14 P1 C10 C12 72.89(12) . . . . ?
C14 P1 C10 C13 -45.82(12) . . . . ?
C14 N1 C15 C16 57.43(18) . . . . ?
C14 N1 C15 C20 -127.66(14) . . . . ?
C15 N1 C14 P1 -172.74(9) . . . . ?
C15 N1 C14 O1 6.4(2) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C16 C15 C20 C19 0.6(2) . . . . ?
C16 C17 C18 C19 0.0(2) . . . . ?
C17 C18 C19 C20 -0.3(2) . . . . ?
C18 C19 C20 C15 0.0(2) . . . . ?
C20 C15 C16 C17 -0.9(2) . . . . ?

_olex2_date_sample_data_collection 2022-10-25
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.576
_oxdiff_exptl_absorpt_empirical_full_min 0.682
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_5a
_database_code_depnum_ccdc_archive 'CCDC 2350375'
loop_
_audit_author_name
_audit_author_address
'Hans-Georg Stammler'
;University of Bielefeld, Department of Chemistry, Inorganic and Structural Chemistry, Germany
Germany
;
_audit_update_record             
;
2024-04-23 deposited with the CCDC.	2024-07-01 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT910_5a                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         11 Note  
RESPONSE: Can be expected if a beam catcher is used.
;
# end Validation Reply Form

# was krieft28

_audit_creation_date             2022-10-17
_audit_creation_method           
;
Olex2 1.5-alpha
(compiled 2022.06.10 svn.r3fa896fb for OlexSys, GUI svn.r6535)
;
_shelx_SHELXL_version_number     2018/3
loop_
_audit_author_email
''
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H25 F10 N P S Sb'
_chemical_formula_sum            'C20 H25 F10 N P S Sb'
_chemical_formula_weight         654.19
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H25F10NPSSb
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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'

_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.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.9191(2)
_cell_length_b                   16.6017(3)
_cell_length_c                   17.2503(3)
_cell_angle_alpha                64.175(2)
_cell_angle_beta                 85.3920(10)
_cell_angle_gamma                85.3580(10)
_cell_volume                     2545.37(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    55579
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      32.4320
_cell_measurement_theta_min      2.8440
_shelx_estimated_absorpt_T_max   0.962
_shelx_estimated_absorpt_T_min   0.848
_exptl_absorpt_coefficient_mu    1.311
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.789
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.70a (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.707
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1296
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 -3 -5 0.0174
-1 3 5 0.0174
0 -1 5 0.0235
0 1 -5 0.0235
-2 -3 -5 0.0346
2 3 5 0.0346
4 -5 -3 0.0328
-4 5 3 0.0328

_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
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
1.0430 -2.9737 -4.9738 -0.1741 -0.0175 -0.1475
-1.0430 2.9737 4.9738 0.1741 0.0175 0.1475
-0.0178 -1.0020 4.9973 0.0102 0.1180 0.2234
0.0178 1.0020 -4.9973 -0.0102 -0.1180 -0.2234
-1.9689 -3.0347 -5.0385 -0.0170 0.1143 -0.2156
1.9689 3.0347 5.0385 0.0170 -0.1143 0.2156
4.0563 -4.9120 -2.9095 -0.3717 -0.0444 0.0314
-4.0563 4.9120 2.9095 0.3717 0.0444 -0.0314

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            142479
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.888
_diffrn_reflns_theta_min         2.531
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3114
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     15.00  83.00   1.00   64.00    --   16.99-144.00 104.14   68
  2  ω    -54.00  38.00   1.00   64.00    --   16.99 -38.00 -60.00   92
  3  ω     21.00  91.00   1.00   64.00    --   16.99-154.00   6.81   70
  4  ω     -8.00  85.00   1.00   64.00    --   16.99  57.00  30.00   93
  5  ω     21.00  91.00   1.00   64.00    --   16.99-154.00 -63.73   70
  6  ω     -4.00  88.00   1.00   64.00    --   16.99  38.00 120.00   92
  7  ω     -8.00  85.00   1.00   64.00    --   16.99  57.00 -90.00   93
  8  ω    -51.00  42.00   1.00   64.00    --   16.99 -57.00 120.00   93
  9  ω    -42.00  13.00   1.00   64.00    --  -17.14 -77.00  90.00   55
 10  ω    -88.00   4.00   1.00   64.00    --  -17.14 -38.00 120.00   92
 11  ω     20.00  89.00   1.00   64.00    --   16.99-152.00  51.34   69
 12  ω     -4.00  88.00   1.00   64.00    --   16.99  38.00 -60.00   92
 13  ω    -91.00 -43.00   1.00   64.00    --  -17.14 154.00  -1.06   48
 14  ω    -91.00 -43.00   1.00   64.00    --  -17.14 154.00-178.98   48
 15  ω    -92.00 -44.00   1.00   64.00    --  -17.14 156.00  95.75   48
 16  ω    -42.00  13.00   1.00   64.00    --  -17.14 -77.00  30.00   55
 17  ω    -59.00 -14.00   1.00   64.00    --  -17.14 109.00-124.89   45
 18  ω    -91.00 -43.00   1.00   64.00    --  -17.14 154.00  52.99   48
 19  ω    -42.00  47.00   1.00   64.00    --   16.99 -77.00-150.00   89
 20  ω    -15.00  10.00   1.00   64.00    --   16.99 -99.00   0.00   25
 21  ω    -15.00  55.00   1.00   64.00    --   16.99 -99.00  90.00   70
 22  ω     39.00 101.00   1.00   64.00    --   16.99 178.00 -90.00   62
 23  ω     -8.00  85.00   1.00   64.00    --   16.99  57.00 -60.00   93
 24  ω    -47.00  21.00   1.00   64.00    --  -17.14  77.00-180.00   68
 25  ω    -91.00 -43.00   1.00   64.00    --  -17.14 154.00 -55.33   48
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0528748000
_diffrn_orient_matrix_UB_12      0.0276334000
_diffrn_orient_matrix_UB_13      0.0073957000
_diffrn_orient_matrix_UB_21      -0.0433676000
_diffrn_orient_matrix_UB_22      -0.0363496000
_diffrn_orient_matrix_UB_23      0.0161625000
_diffrn_orient_matrix_UB_31      0.0219929000
_diffrn_orient_matrix_UB_32      -0.0131882000
_diffrn_orient_matrix_UB_33      0.0421430000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                14475
_reflns_number_total             17900
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.70a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.987
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     656
_refine_ls_number_reflns         17900
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0300
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0263P)²+1.4110P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0622
_refine_ls_wR_factor_ref         0.0680
_refine_special_details          
'Disorder of one CF3-group over two sites in ratio 52:48.'
_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
F16 \\sim F17 \\sim F18A \\sim F19A \\sim F20A \\sim C14A \\sim C23: within 2A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
F16 \\sim F17 \\sim F18B \\sim F19B \\sim F20B \\sim C14B \\sim C23: within 2A
with sigma of 0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(C14A) = Uanis(C14B)
3. Others
 Sof(F18B)=Sof(F19B)=Sof(F20B)=Sof(C14B)=1-FVAR(1)
 Sof(F18A)=Sof(F19A)=Sof(F20A)=Sof(C14A)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C25(H25A,H25B)
4.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C17(H17), C18(H18), C19(H19), C20(H20), C36(H36), C37(H37),
 C38(H38), C39(H39), C40(H40)
4.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C11(H11A,H11B,H11C),
 C12(H12A,H12B,H12C), C13(H13A,H13B,H13C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C33(H33A,
 H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 -0.01737(2) -0.35937(2) 0.72764(2) 0.01900(3) Uani 1 1 d . . . . .
Sb2 Sb 0.51329(2) 0.17188(2) 0.66342(2) 0.01985(3) Uani 1 1 d . . . . .
S1 S 0.08353(5) -0.30949(4) 0.85183(3) 0.02807(10) Uani 1 1 d . . . . .
S2 S 0.41248(5) 0.17352(4) 0.81944(3) 0.02735(10) Uani 1 1 d . . . . .
P1 P 0.29592(4) -0.43010(3) 0.81064(3) 0.01809(8) Uani 1 1 d . . . . .
P2 P 0.19397(5) 0.10741(3) 0.74816(3) 0.01660(8) Uani 1 1 d . . . . .
F1 F 0.02830(16) -0.20789(8) 0.54975(7) 0.0401(3) Uani 1 1 d . . . . .
F2 F 0.12504(12) -0.18617(8) 0.64632(8) 0.0301(2) Uani 1 1 d . . . . .
F3 F -0.12952(15) -0.15638(10) 0.71129(10) 0.0450(3) Uani 1 1 d . . . . .
F4 F -0.08280(18) -0.06839(9) 0.57885(11) 0.0551(4) Uani 1 1 d . . . . .
F5 F -0.21765(15) -0.17464(10) 0.61039(11) 0.0531(4) Uani 1 1 d . . . . .
F6 F -0.15296(13) -0.34396(8) 0.56872(8) 0.0338(3) Uani 1 1 d . . . . .
F7 F 0.06478(13) -0.37224(9) 0.55196(8) 0.0321(3) Uani 1 1 d . . . . .
F8 F -0.16901(15) -0.51520(9) 0.69749(10) 0.0456(3) Uani 1 1 d . . . . .
F9 F -0.09116(16) -0.50899(10) 0.57581(10) 0.0479(4) Uani 1 1 d . . . . .
F10 F 0.04389(15) -0.54017(9) 0.67791(11) 0.0470(4) Uani 1 1 d . . . . .
F11 F 0.46215(14) 0.35811(8) 0.52251(7) 0.0335(3) Uani 1 1 d . . . . .
F12 F 0.37809(12) 0.34894(8) 0.64584(8) 0.0321(3) Uani 1 1 d . . . . .
F13 F 0.63385(15) 0.33773(9) 0.69905(8) 0.0408(3) Uani 1 1 d . . . . .
F14 F 0.59167(14) 0.45510(8) 0.58217(8) 0.0359(3) Uani 1 1 d . . . . .
F15 F 0.71739(13) 0.34538(9) 0.57733(10) 0.0413(3) Uani 1 1 d . . . . .
F16 F 0.64529(13) 0.24709(8) 0.47818(8) 0.0335(3) Uani 1 1 d . U . . .
F17 F 0.43435(15) 0.22046(12) 0.47350(8) 0.0499(4) Uani 1 1 d . U . . .
F18A F 0.7269(11) 0.0713(10) 0.5673(10) 0.057(2) Uani 0.48(2) 1 d . U P A 1
F18B F 0.687(2) 0.0689(9) 0.5529(10) 0.078(4) Uani 0.52(2) 1 d . U P A 2
F19A F 0.6317(16) 0.0971(9) 0.4498(10) 0.060(3) Uani 0.48(2) 1 d . U P A 1
F19B F 0.5972(18) 0.1171(8) 0.4315(8) 0.066(3) Uani 0.52(2) 1 d . U P A 2
F20A F 0.5251(12) 0.0324(8) 0.5702(8) 0.058(2) Uani 0.48(2) 1 d . U P A 1
F20B F 0.4729(18) 0.0511(8) 0.5508(8) 0.072(3) Uani 0.52(2) 1 d . U P A 2
N1 N 0.33634(16) -0.36296(11) 0.91614(10) 0.0216(3) Uani 1 1 d . . . . .
N2 N 0.17659(16) 0.10074(11) 0.90162(10) 0.0236(3) Uani 1 1 d . . . . .
C1 C 0.0116(2) -0.21704(12) 0.63179(12) 0.0245(4) Uani 1 1 d . . . . .
C2 C -0.1063(2) -0.15246(14) 0.63281(15) 0.0355(5) Uani 1 1 d . . . . .
C3 C -0.04050(19) -0.39156(13) 0.61198(12) 0.0242(4) Uani 1 1 d . . . . .
C4 C -0.0654(2) -0.48951(15) 0.63963(15) 0.0321(4) Uani 1 1 d . . . . .
C5 C 0.19632(17) -0.39652(12) 0.71833(11) 0.0191(3) Uani 1 1 d . . . . .
H5A H 0.203334 -0.446246 0.700913 0.023 Uiso 1 1 calc R U . . .
H5B H 0.239208 -0.344888 0.670699 0.023 Uiso 1 1 calc R U . . .
C6 C 0.2629(2) -0.54830(12) 0.88488(12) 0.0237(4) Uani 1 1 d . . . . .
C7 C 0.1091(2) -0.55803(14) 0.89539(13) 0.0296(4) Uani 1 1 d . . . . .
H7A H 0.065304 -0.512170 0.911681 0.044 Uiso 1 1 calc R U . . .
H7B H 0.088774 -0.617621 0.940437 0.044 Uiso 1 1 calc R U . . .
H7C H 0.074919 -0.550509 0.840755 0.044 Uiso 1 1 calc R U . . .
C8 C 0.3286(3) -0.61255(15) 0.84832(14) 0.0354(5) Uani 1 1 d . . . . .
H8A H 0.298375 -0.594254 0.790043 0.053 Uiso 1 1 calc R U . . .
H8B H 0.301907 -0.673679 0.885488 0.053 Uiso 1 1 calc R U . . .
H8C H 0.427375 -0.610639 0.846143 0.053 Uiso 1 1 calc R U . . .
C9 C 0.3148(2) -0.57269(14) 0.97461(13) 0.0295(4) Uani 1 1 d . . . . .
H9A H 0.411356 -0.561325 0.969016 0.044 Uiso 1 1 calc R U . . .
H9B H 0.301858 -0.636219 1.011923 0.044 Uiso 1 1 calc R U . . .
H9C H 0.264268 -0.536035 0.999972 0.044 Uiso 1 1 calc R U . . .
C10 C 0.47369(19) -0.40753(16) 0.76810(12) 0.0294(4) Uani 1 1 d . . . . .
C11 C 0.5035(2) -0.43677(18) 0.69478(13) 0.0351(5) Uani 1 1 d . . . . .
H11A H 0.491323 -0.501165 0.717144 0.053 Uiso 1 1 calc R U . . .
H11B H 0.596993 -0.424076 0.671907 0.053 Uiso 1 1 calc R U . . .
H11C H 0.441167 -0.403669 0.648663 0.053 Uiso 1 1 calc R U . . .
C12 C 0.5767(2) -0.4570(2) 0.83817(14) 0.0425(6) Uani 1 1 d . . . . .
H12A H 0.552634 -0.443873 0.887877 0.064 Uiso 1 1 calc R U . . .
H12B H 0.667598 -0.436796 0.814901 0.064 Uiso 1 1 calc R U . . .
H12C H 0.575224 -0.521644 0.856279 0.064 Uiso 1 1 calc R U . . .
C13 C 0.4868(2) -0.30604(17) 0.73204(14) 0.0387(5) Uani 1 1 d . . . . .
H13A H 0.411433 -0.274707 0.695119 0.058 Uiso 1 1 calc R U . . .
H13B H 0.572704 -0.289636 0.698145 0.058 Uiso 1 1 calc R U . . .
H13C H 0.484742 -0.288932 0.779808 0.058 Uiso 1 1 calc R U . . .
C14 C 0.24201(18) -0.36146(11) 0.86827(10) 0.0184(3) Uani 1 1 d . . . . .
C14A C 0.612(2) 0.0924(11) 0.5310(10) 0.043(3) Uani 0.48(2) 1 d . U P A 1
C14B C 0.580(2) 0.1095(11) 0.5106(10) 0.043(3) Uani 0.52(2) 1 d . U P A 2
C15 C 0.31954(18) -0.31859(12) 0.97070(11) 0.0203(3) Uani 1 1 d . . . . .
C16 C 0.41855(19) -0.26133(12) 0.96508(11) 0.0226(3) Uani 1 1 d . . . . .
H16 H 0.491024 -0.249598 0.922742 0.027 Uiso 1 1 calc R U . . .
C17 C 0.4118(2) -0.22121(13) 1.02126(13) 0.0274(4) Uani 1 1 d . . . . .
H17 H 0.478165 -0.180816 1.016236 0.033 Uiso 1 1 calc R U . . .
C18 C 0.3086(2) -0.24001(14) 1.08432(13) 0.0310(4) Uani 1 1 d . . . . .
H18 H 0.304548 -0.213059 1.123088 0.037 Uiso 1 1 calc R U . . .
C19 C 0.2115(2) -0.29800(15) 1.09104(13) 0.0323(4) Uani 1 1 d . . . . .
H19 H 0.141093 -0.311137 1.134858 0.039 Uiso 1 1 calc R U . . .
C20 C 0.2155(2) -0.33742(14) 1.03432(12) 0.0278(4) Uani 1 1 d . . . . .
H20 H 0.147820 -0.376853 1.038949 0.033 Uiso 1 1 calc R U . . .
C21 C 0.48587(19) 0.32212(12) 0.60783(11) 0.0219(3) Uani 1 1 d . . . . .
C22 C 0.6085(2) 0.36670(13) 0.61619(13) 0.0259(4) Uani 1 1 d . . . . .
C23 C 0.5448(2) 0.18936(15) 0.52253(13) 0.0316(4) Uani 1 1 d . U . . .
C25 C 0.29944(18) 0.15919(12) 0.65185(11) 0.0207(3) Uani 1 1 d . . . . .
H25A H 0.259330 0.220095 0.617903 0.025 Uiso 1 1 calc R U . . .
H25B H 0.294170 0.124975 0.617478 0.025 Uiso 1 1 calc R U . . .
C26 C 0.2039(2) -0.01541(12) 0.78081(12) 0.0236(4) Uani 1 1 d . . . . .
C27 C 0.3536(2) -0.04431(13) 0.77641(14) 0.0313(4) Uani 1 1 d . . . . .
H27A H 0.389586 -0.015958 0.716516 0.047 Uiso 1 1 calc R U . . .
H27B H 0.363125 -0.109606 0.797855 0.047 Uiso 1 1 calc R U . . .
H27C H 0.404153 -0.025888 0.812040 0.047 Uiso 1 1 calc R U . . .
C28 C 0.1266(3) -0.03712(14) 0.71947(15) 0.0373(5) Uani 1 1 d . . . . .
H28A H 0.029869 -0.021860 0.724972 0.056 Uiso 1 1 calc R U . . .
H28B H 0.139772 -0.101185 0.734186 0.056 Uiso 1 1 calc R U . . .
H28C H 0.160625 -0.002204 0.660002 0.056 Uiso 1 1 calc R U . . .
C29 C 0.1469(2) -0.06774(13) 0.87374(14) 0.0334(5) Uani 1 1 d . . . . .
H29A H 0.201660 -0.058324 0.913630 0.050 Uiso 1 1 calc R U . . .
H29B H 0.149659 -0.131745 0.887833 0.050 Uiso 1 1 calc R U . . .
H29C H 0.053045 -0.046484 0.878990 0.050 Uiso 1 1 calc R U . . .
C30 C 0.02309(18) 0.16447(12) 0.72481(11) 0.0213(3) Uani 1 1 d . . . . .
C31 C -0.0176(2) 0.17537(14) 0.63622(13) 0.0294(4) Uani 1 1 d . . . . .
H31A H 0.048841 0.210609 0.591462 0.044 Uiso 1 1 calc R U . . .
H31B H -0.107289 0.206251 0.623952 0.044 Uiso 1 1 calc R U . . .
H31C H -0.020346 0.116159 0.636958 0.044 Uiso 1 1 calc R U . . .
C32 C -0.0847(2) 0.11420(15) 0.79401(13) 0.0297(4) Uani 1 1 d . . . . .
H32A H -0.096574 0.056475 0.793369 0.045 Uiso 1 1 calc R U . . .
H32B H -0.170612 0.149888 0.782302 0.045 Uiso 1 1 calc R U . . .
H32C H -0.055876 0.104009 0.850733 0.045 Uiso 1 1 calc R U . . .
C33 C 0.0340(2) 0.25818(13) 0.72080(14) 0.0290(4) Uani 1 1 d . . . . .
H33A H 0.056272 0.252269 0.777417 0.043 Uiso 1 1 calc R U . . .
H33B H -0.052700 0.292364 0.704639 0.043 Uiso 1 1 calc R U . . .
H33C H 0.105222 0.289562 0.677772 0.043 Uiso 1 1 calc R U . . .
C34 C 0.25908(18) 0.12637(11) 0.83511(11) 0.0183(3) Uani 1 1 d . . . . .
C35 C 0.21554(18) 0.10304(12) 0.97793(11) 0.0214(3) Uani 1 1 d . . . . .
C36 C 0.1537(2) 0.16511(13) 1.00466(12) 0.0265(4) Uani 1 1 d . . . . .
H36 H 0.088135 0.208202 0.970333 0.032 Uiso 1 1 calc R U . . .
C37 C 0.1874(2) 0.16448(15) 1.08196(14) 0.0315(4) Uani 1 1 d . . . . .
H37 H 0.145577 0.207569 1.099826 0.038 Uiso 1 1 calc R U . . .
C38 C 0.2812(2) 0.10149(15) 1.13233(12) 0.0295(4) Uani 1 1 d . . . . .
H38 H 0.305046 0.101585 1.184538 0.035 Uiso 1 1 calc R U . . .
C39 C 0.3407(2) 0.03810(14) 1.10679(12) 0.0292(4) Uani 1 1 d . . . . .
H39 H 0.403712 -0.006261 1.142344 0.035 Uiso 1 1 calc R U . . .
C40 C 0.3090(2) 0.03884(13) 1.02947(12) 0.0256(4) Uani 1 1 d . . . . .
H40 H 0.351075 -0.004404 1.011879 0.031 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Sb1 S1 2.8812(5) . ?
Sb1 C1 2.2428(19) . ?
Sb1 C3 2.3111(18) . ?
Sb1 C5 2.1722(17) . ?
Sb2 S2 2.8056(5) . ?
Sb2 C21 2.2502(18) . ?
Sb2 C23 2.317(2) . ?
Sb2 C25 2.1820(18) . ?
S1 C14 1.7132(18) . ?
S2 C34 1.7156(18) . ?
P1 C5 1.7923(17) . ?
P1 C6 1.8562(19) . ?
P1 C10 1.8568(19) . ?
P1 C14 1.8373(17) . ?
P2 C25 1.7931(18) . ?
P2 C26 1.8603(18) . ?
P2 C30 1.8574(18) . ?
P2 C34 1.8348(17) . ?
F1 C1 1.354(2) . ?
F2 C1 1.357(2) . ?
F3 C2 1.329(3) . ?
F4 C2 1.325(3) . ?
F5 C2 1.328(3) . ?
F6 C3 1.379(2) . ?
F7 C3 1.363(2) . ?
F8 C4 1.331(3) . ?
F9 C4 1.323(2) . ?
F10 C4 1.342(2) . ?
F11 C21 1.358(2) . ?
F12 C21 1.355(2) . ?
F13 C22 1.333(2) . ?
F14 C22 1.323(2) . ?
F15 C22 1.331(2) . ?
F16 C23 1.375(2) . ?
F17 C23 1.364(3) . ?
F18A C14A 1.295(19) . ?
F18B C14B 1.303(15) . ?
F19A C14A 1.37(2) . ?
F19B C14B 1.313(19) . ?
F20A C14A 1.28(2) . ?
F20B C14B 1.41(2) . ?
N1 C14 1.289(2) . ?
N1 C15 1.419(2) . ?
N2 C34 1.283(2) . ?
N2 C35 1.418(2) . ?
C1 C2 1.526(3) . ?
C3 C4 1.518(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.535(3) . ?
C6 C8 1.539(3) . ?
C6 C9 1.541(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.541(3) . ?
C10 C12 1.542(3) . ?
C10 C13 1.534(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14A C23 1.640(18) . ?
C14B C23 1.439(17) . ?
C15 C16 1.390(3) . ?
C15 C20 1.392(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.390(3) . ?
C17 H17 0.9500 . ?
C17 C18 1.380(3) . ?
C18 H18 0.9500 . ?
C18 C19 1.380(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.391(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.521(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.530(3) . ?
C26 C28 1.531(3) . ?
C26 C29 1.538(3) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 C31 1.542(2) . ?
C30 C32 1.528(3) . ?
C30 C33 1.539(3) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C35 C36 1.385(3) . ?
C35 C40 1.390(3) . ?
C36 H36 0.9500 . ?
C36 C37 1.396(3) . ?
C37 H37 0.9500 . ?
C37 C38 1.377(3) . ?
C38 H38 0.9500 . ?
C38 C39 1.383(3) . ?
C39 H39 0.9500 . ?
C39 C40 1.389(3) . ?
C40 H40 0.9500 . ?

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
_geom_angle_publ_flag
C1 Sb1 S1 86.11(5) . . ?
C1 Sb1 C3 87.46(7) . . ?
C3 Sb1 S1 164.72(5) . . ?
C5 Sb1 S1 80.09(4) . . ?
C5 Sb1 C1 92.32(7) . . ?
C5 Sb1 C3 86.34(6) . . ?
C21 Sb2 S2 85.57(5) . . ?
C21 Sb2 C23 86.77(7) . . ?
C23 Sb2 S2 165.57(6) . . ?
C25 Sb2 S2 81.56(5) . . ?
C25 Sb2 C21 91.65(7) . . ?
C25 Sb2 C23 86.46(7) . . ?
C14 S1 Sb1 102.78(6) . . ?
C34 S2 Sb2 102.26(6) . . ?
C5 P1 C6 108.49(8) . . ?
C5 P1 C10 106.06(8) . . ?
C5 P1 C14 109.41(8) . . ?
C6 P1 C10 115.90(10) . . ?
C14 P1 C6 107.55(8) . . ?
C14 P1 C10 109.32(9) . . ?
C25 P2 C26 108.00(9) . . ?
C25 P2 C30 106.96(8) . . ?
C25 P2 C34 109.54(8) . . ?
C30 P2 C26 116.24(9) . . ?
C34 P2 C26 107.94(8) . . ?
C34 P2 C30 108.04(8) . . ?
C14 N1 C15 122.16(16) . . ?
C34 N2 C35 119.13(15) . . ?
F1 C1 Sb1 112.48(12) . . ?
F1 C1 F2 105.61(16) . . ?
F1 C1 C2 106.37(16) . . ?
F2 C1 Sb1 111.04(12) . . ?
F2 C1 C2 107.25(15) . . ?
C2 C1 Sb1 113.61(14) . . ?
F3 C2 C1 110.61(17) . . ?
F4 C2 F3 107.87(18) . . ?
F4 C2 F5 108.34(18) . . ?
F4 C2 C1 112.1(2) . . ?
F5 C2 F3 108.2(2) . . ?
F5 C2 C1 109.63(17) . . ?
F6 C3 Sb1 108.95(12) . . ?
F6 C3 C4 105.80(15) . . ?
F7 C3 Sb1 116.76(12) . . ?
F7 C3 F6 106.43(15) . . ?
F7 C3 C4 105.60(16) . . ?
C4 C3 Sb1 112.60(13) . . ?
F8 C4 F10 106.92(19) . . ?
F8 C4 C3 110.65(17) . . ?
F9 C4 F8 107.44(17) . . ?
F9 C4 F10 107.78(18) . . ?
F9 C4 C3 114.38(19) . . ?
F10 C4 C3 109.37(16) . . ?
Sb1 C5 H5A 107.5 . . ?
Sb1 C5 H5B 107.5 . . ?
P1 C5 Sb1 119.32(9) . . ?
P1 C5 H5A 107.5 . . ?
P1 C5 H5B 107.5 . . ?
H5A C5 H5B 107.0 . . ?
C7 C6 P1 108.17(13) . . ?
C7 C6 C8 108.93(17) . . ?
C7 C6 C9 107.72(16) . . ?
C8 C6 P1 111.02(14) . . ?
C8 C6 C9 110.43(16) . . ?
C9 C6 P1 110.47(13) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 P1 109.60(14) . . ?
C11 C10 C12 108.83(18) . . ?
C12 C10 P1 112.41(15) . . ?
C13 C10 P1 106.86(15) . . ?
C13 C10 C11 109.33(18) . . ?
C13 C10 C12 109.77(18) . . ?
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 . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
S1 C14 P1 118.03(9) . . ?
N1 C14 S1 131.75(14) . . ?
N1 C14 P1 110.22(13) . . ?
F18A C14A F19A 108.5(17) . . ?
F18A C14A C23 113.0(15) . . ?
F19A C14A C23 108.1(8) . . ?
F20A C14A F18A 112.4(11) . . ?
F20A C14A F19A 105.8(15) . . ?
F20A C14A C23 108.7(13) . . ?
F18B C14B F19B 109.1(16) . . ?
F18B C14B F20B 106.0(12) . . ?
F18B C14B C23 109.2(14) . . ?
F19B C14B F20B 106.8(14) . . ?
F19B C14B C23 118.2(10) . . ?
F20B C14B C23 106.8(12) . . ?
C16 C15 N1 117.96(16) . . ?
C16 C15 C20 119.69(17) . . ?
C20 C15 N1 122.05(17) . . ?
C15 C16 H16 119.9 . . ?
C17 C16 C15 120.17(18) . . ?
C17 C16 H16 119.9 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.03(19) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.96(18) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.7 . . ?
C18 C19 C20 120.7(2) . . ?
C20 C19 H19 119.7 . . ?
C15 C20 H20 120.3 . . ?
C19 C20 C15 119.44(19) . . ?
C19 C20 H20 120.3 . . ?
F11 C21 Sb2 111.22(11) . . ?
F11 C21 C22 106.74(15) . . ?
F12 C21 Sb2 111.99(12) . . ?
F12 C21 F11 106.04(14) . . ?
F12 C21 C22 107.07(15) . . ?
C22 C21 Sb2 113.35(12) . . ?
F13 C22 C21 110.11(16) . . ?
F14 C22 F13 107.97(16) . . ?
F14 C22 F15 108.31(16) . . ?
F14 C22 C21 112.70(16) . . ?
F15 C22 F13 107.55(17) . . ?
F15 C22 C21 110.04(16) . . ?
F16 C23 Sb2 111.58(12) . . ?
F16 C23 C14A 102.9(7) . . ?
F16 C23 C14B 105.6(8) . . ?
F17 C23 Sb2 116.07(14) . . ?
F17 C23 F16 106.07(17) . . ?
F17 C23 C14A 115.0(7) . . ?
F17 C23 C14B 99.4(8) . . ?
C14A C23 Sb2 104.6(6) . . ?
C14B C23 Sb2 116.8(6) . . ?
Sb2 C25 H25A 107.6 . . ?
Sb2 C25 H25B 107.6 . . ?
P2 C25 Sb2 118.88(8) . . ?
P2 C25 H25A 107.6 . . ?
P2 C25 H25B 107.6 . . ?
H25A C25 H25B 107.0 . . ?
C27 C26 P2 107.36(13) . . ?
C27 C26 C28 109.65(17) . . ?
C27 C26 C29 108.30(16) . . ?
C28 C26 P2 110.45(13) . . ?
C28 C26 C29 109.38(17) . . ?
C29 C26 P2 111.64(13) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C31 C30 P2 109.89(13) . . ?
C32 C30 P2 112.45(13) . . ?
C32 C30 C31 109.58(16) . . ?
C32 C30 C33 109.57(16) . . ?
C33 C30 P2 106.63(12) . . ?
C33 C30 C31 108.62(16) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C30 C32 H32A 109.5 . . ?
C30 C32 H32B 109.5 . . ?
C30 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
S2 C34 P2 119.44(10) . . ?
N2 C34 S2 129.26(13) . . ?
N2 C34 P2 111.30(13) . . ?
C36 C35 N2 120.19(17) . . ?
C36 C35 C40 119.62(17) . . ?
C40 C35 N2 120.03(17) . . ?
C35 C36 H36 119.9 . . ?
C35 C36 C37 120.13(19) . . ?
C37 C36 H36 119.9 . . ?
C36 C37 H37 120.0 . . ?
C38 C37 C36 120.09(19) . . ?
C38 C37 H37 120.0 . . ?
C37 C38 H38 120.1 . . ?
C37 C38 C39 119.88(18) . . ?
C39 C38 H38 120.1 . . ?
C38 C39 H39 119.8 . . ?
C38 C39 C40 120.45(19) . . ?
C40 C39 H39 119.8 . . ?
C35 C40 H40 120.1 . . ?
C39 C40 C35 119.81(19) . . ?
C39 C40 H40 120.1 . . ?

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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sb1 S1 C14 P1 -1.63(11) . . . . ?
Sb1 S1 C14 N1 179.07(17) . . . . ?
Sb1 C1 C2 F3 56.2(2) . . . . ?
Sb1 C1 C2 F4 176.59(14) . . . . ?
Sb1 C1 C2 F5 -63.1(2) . . . . ?
Sb1 C3 C4 F8 52.77(19) . . . . ?
Sb1 C3 C4 F9 174.26(14) . . . . ?
Sb1 C3 C4 F10 -64.8(2) . . . . ?
Sb2 S2 C34 P2 -9.60(11) . . . . ?
Sb2 S2 C34 N2 170.69(16) . . . . ?
Sb2 C21 C22 F13 -60.26(18) . . . . ?
Sb2 C21 C22 F14 179.12(12) . . . . ?
Sb2 C21 C22 F15 58.12(18) . . . . ?
F1 C1 C2 F3 -179.53(17) . . . . ?
F1 C1 C2 F4 -59.1(2) . . . . ?
F1 C1 C2 F5 61.2(2) . . . . ?
F2 C1 C2 F3 -66.9(2) . . . . ?
F2 C1 C2 F4 53.5(2) . . . . ?
F2 C1 C2 F5 173.84(17) . . . . ?
F6 C3 C4 F8 -66.1(2) . . . . ?
F6 C3 C4 F9 55.4(2) . . . . ?
F6 C3 C4 F10 176.33(17) . . . . ?
F7 C3 C4 F8 -178.73(15) . . . . ?
F7 C3 C4 F9 -57.2(2) . . . . ?
F7 C3 C4 F10 63.7(2) . . . . ?
F11 C21 C22 F13 176.96(15) . . . . ?
F11 C21 C22 F14 56.3(2) . . . . ?
F11 C21 C22 F15 -64.67(19) . . . . ?
F12 C21 C22 F13 63.74(19) . . . . ?
F12 C21 C22 F14 -56.9(2) . . . . ?
F12 C21 C22 F15 -177.88(15) . . . . ?
F18A C14A C23 Sb2 -60.8(14) . . . . ?
F18A C14A C23 F16 55.9(14) . . . . ?
F18A C14A C23 F17 170.7(11) . . . . ?
F18B C14B C23 Sb2 -54.9(16) . . . . ?
F18B C14B C23 F16 69.7(14) . . . . ?
F18B C14B C23 F17 179.4(13) . . . . ?
F19A C14A C23 Sb2 179.1(11) . . . . ?
F19A C14A C23 F16 -64.2(14) . . . . ?
F19A C14A C23 F17 50.6(15) . . . . ?
F19B C14B C23 Sb2 179.5(12) . . . . ?
F19B C14B C23 F16 -55.8(16) . . . . ?
F19B C14B C23 F17 53.9(16) . . . . ?
F20A C14A C23 Sb2 64.7(11) . . . . ?
F20A C14A C23 F16 -178.6(9) . . . . ?
F20A C14A C23 F17 -63.7(11) . . . . ?
F20B C14B C23 Sb2 59.2(10) . . . . ?
F20B C14B C23 F16 -176.1(6) . . . . ?
F20B C14B C23 F17 -66.4(7) . . . . ?
N1 C15 C16 C17 -175.47(16) . . . . ?
N1 C15 C20 C19 174.05(18) . . . . ?
N2 C35 C36 C37 176.89(18) . . . . ?
N2 C35 C40 C39 -176.13(17) . . . . ?
C5 P1 C6 C7 -47.29(15) . . . . ?
C5 P1 C6 C8 72.18(15) . . . . ?
C5 P1 C6 C9 -164.96(13) . . . . ?
C5 P1 C10 C11 -42.22(18) . . . . ?
C5 P1 C10 C12 -163.38(16) . . . . ?
C5 P1 C10 C13 76.14(14) . . . . ?
C5 P1 C14 S1 21.34(13) . . . . ?
C5 P1 C14 N1 -159.22(13) . . . . ?
C6 P1 C5 Sb1 79.27(11) . . . . ?
C6 P1 C10 C11 78.22(17) . . . . ?
C6 P1 C10 C12 -42.94(19) . . . . ?
C6 P1 C10 C13 -163.42(12) . . . . ?
C6 P1 C14 S1 -96.31(11) . . . . ?
C6 P1 C14 N1 83.13(14) . . . . ?
C10 P1 C5 Sb1 -155.59(11) . . . . ?
C10 P1 C6 C7 -166.41(13) . . . . ?
C10 P1 C6 C8 -46.94(16) . . . . ?
C10 P1 C6 C9 75.92(15) . . . . ?
C10 P1 C14 S1 137.08(11) . . . . ?
C10 P1 C14 N1 -43.48(15) . . . . ?
C14 P1 C5 Sb1 -37.79(12) . . . . ?
C14 P1 C6 C7 70.95(14) . . . . ?
C14 P1 C6 C8 -169.58(14) . . . . ?
C14 P1 C6 C9 -46.72(15) . . . . ?
C14 P1 C10 C11 -160.08(15) . . . . ?
C14 P1 C10 C12 78.76(18) . . . . ?
C14 P1 C10 C13 -41.72(15) . . . . ?
C14 N1 C15 C16 -128.78(19) . . . . ?
C14 N1 C15 C20 57.6(3) . . . . ?
C15 N1 C14 S1 2.1(3) . . . . ?
C15 N1 C14 P1 -177.28(13) . . . . ?
C15 C16 C17 C18 1.7(3) . . . . ?
C16 C15 C20 C19 0.5(3) . . . . ?
C16 C17 C18 C19 -0.6(3) . . . . ?
C17 C18 C19 C20 -0.5(3) . . . . ?
C18 C19 C20 C15 0.6(3) . . . . ?
C20 C15 C16 C17 -1.7(3) . . . . ?
C25 P2 C26 C27 47.03(15) . . . . ?
C25 P2 C26 C28 -72.48(17) . . . . ?
C25 P2 C26 C29 165.58(14) . . . . ?
C25 P2 C30 C31 45.10(15) . . . . ?
C25 P2 C30 C32 167.44(13) . . . . ?
C25 P2 C30 C33 -72.45(14) . . . . ?
C25 P2 C34 S2 -8.35(13) . . . . ?
C25 P2 C34 N2 171.41(13) . . . . ?
C26 P2 C25 Sb2 -87.95(11) . . . . ?
C26 P2 C30 C31 -75.60(15) . . . . ?
C26 P2 C30 C32 46.75(16) . . . . ?
C26 P2 C30 C33 166.86(12) . . . . ?
C26 P2 C34 S2 109.01(11) . . . . ?
C26 P2 C34 N2 -71.23(15) . . . . ?
C30 P2 C25 Sb2 146.24(9) . . . . ?
C30 P2 C26 C27 167.17(13) . . . . ?
C30 P2 C26 C28 47.66(18) . . . . ?
C30 P2 C26 C29 -74.28(16) . . . . ?
C30 P2 C34 S2 -124.53(11) . . . . ?
C30 P2 C34 N2 55.23(15) . . . . ?
C34 P2 C25 Sb2 29.38(12) . . . . ?
C34 P2 C26 C27 -71.32(15) . . . . ?
C34 P2 C26 C28 169.17(15) . . . . ?
C34 P2 C26 C29 47.23(16) . . . . ?
C34 P2 C30 C31 162.95(13) . . . . ?
C34 P2 C30 C32 -74.71(15) . . . . ?
C34 P2 C30 C33 45.40(15) . . . . ?
C34 N2 C35 C36 109.7(2) . . . . ?
C34 N2 C35 C40 -74.9(2) . . . . ?
C35 N2 C34 S2 -5.7(3) . . . . ?
C35 N2 C34 P2 174.55(13) . . . . ?
C35 C36 C37 C38 -0.7(3) . . . . ?
C36 C35 C40 C39 -0.7(3) . . . . ?
C36 C37 C38 C39 -0.8(3) . . . . ?
C37 C38 C39 C40 1.6(3) . . . . ?
C38 C39 C40 C35 -0.8(3) . . . . ?
C40 C35 C36 C37 1.5(3) . . . . ?

