# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_triflone-25

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C25 H18 F3 O3 P S'
_chemical_formula_moiety         'C25 H18 F3 O3 P S'
_chemical_formula_weight         486.44
_chemical_melting_point          261-262

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   9.5279(12)
_cell_length_b                   17.804(3)
_cell_length_c                   13.7942(18)
_cell_angle_alpha                90.0000
_cell_angle_beta                 104.385(9)
_cell_angle_gamma                90.0000
_cell_volume                     2266.6(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    24643
_cell_measurement_theta_min      3.31
_cell_measurement_theta_max      68.17
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.425
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1000.00
_exptl_absorpt_coefficient_mu    2.386
_exptl_absorpt_correction_type   none

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.000
_diffrn_reflns_number            29025
_diffrn_reflns_av_R_equivalents  0.0329
_diffrn_reflns_theta_max         68.25
_diffrn_reflns_theta_full        68.26
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             4137
_reflns_number_gt                3272
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0316
_refine_ls_wR_factor_ref         0.0836
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4137
_refine_ls_number_parameters     298
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0523P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.410
_refine_diff_density_min         -0.260
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.2955 0.4335
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.10171(5) 0.15241(2) 0.80795(3) 0.01816(12) Uani 1.0 4 d . . .
P1 P 0.15047(5) 0.04680(2) 0.72629(3) 0.01517(12) Uani 1.0 4 d . . .
F1 F -0.28029(12) 0.20559(6) 0.64023(8) 0.0317(3) Uani 1.0 4 d . . .
F2 F -0.33894(12) 0.24062(7) 0.77464(8) 0.0346(3) Uani 1.0 4 d . . .
F3 F -0.15297(12) 0.28827(6) 0.73771(9) 0.0366(3) Uani 1.0 4 d . . .
O1 O -0.38290(13) 0.08654(7) 0.75819(9) 0.0265(4) Uani 1.0 4 d . . .
O2 O -0.12778(13) 0.15268(7) 0.90579(9) 0.0256(4) Uani 1.0 4 d . . .
O3 O 0.03789(12) 0.17692(7) 0.79757(9) 0.0210(3) Uani 1.0 4 d . . .
C1 C -0.14420(18) 0.06866(10) 0.74415(12) 0.0153(4) Uani 1.0 4 d . . .
C2 C -0.04017(18) 0.02446(10) 0.70992(12) 0.0153(4) Uani 1.0 4 d . . .
C3 C -0.08609(19) -0.04312(10) 0.66235(13) 0.0187(4) Uani 1.0 4 d . . .
C4 C -0.2311(2) -0.06695(11) 0.64815(13) 0.0214(5) Uani 1.0 4 d . . .
C5 C -0.3293(2) -0.02547(10) 0.68054(13) 0.0226(5) Uani 1.0 4 d . . .
C6 C -0.29266(19) 0.04596(10) 0.72987(13) 0.0187(4) Uani 1.0 4 d . . .
C7 C 0.17019(19) 0.12456(10) 0.64697(13) 0.0157(4) Uani 1.0 4 d . . .
C8 C 0.04651(19) 0.15323(10) 0.58147(13) 0.0195(4) Uani 1.0 4 d . . .
C9 C 0.0578(2) 0.21175(10) 0.51727(14) 0.0240(5) Uani 1.0 4 d . . .
C10 C 0.1920(2) 0.24214(11) 0.51906(14) 0.0252(5) Uani 1.0 4 d . . .
C11 C 0.3160(2) 0.21258(11) 0.58253(14) 0.0259(5) Uani 1.0 4 d . . .
C12 C 0.3065(2) 0.15312(10) 0.64565(14) 0.0230(5) Uani 1.0 4 d . . .
C13 C 0.23618(19) 0.05529(10) 0.85749(13) 0.0165(4) Uani 1.0 4 d . . .
C14 C 0.3690(2) 0.09108(11) 0.89214(14) 0.0272(5) Uani 1.0 4 d . . .
C15 C 0.4331(3) 0.09345(11) 0.99426(15) 0.0329(5) Uani 1.0 4 d . . .
C16 C 0.3671(3) 0.06008(12) 1.06149(15) 0.0335(6) Uani 1.0 4 d . . .
C17 C 0.2369(3) 0.02277(14) 1.02669(15) 0.0411(6) Uani 1.0 4 d . . .
C18 C 0.1712(2) 0.02073(12) 0.92551(14) 0.0321(6) Uani 1.0 4 d . . .
C19 C 0.23320(18) -0.03308(10) 0.68220(13) 0.0167(4) Uani 1.0 4 d . . .
C20 C 0.26675(19) -0.09749(10) 0.74157(14) 0.0227(5) Uani 1.0 4 d . . .
C21 C 0.3210(2) -0.16055(11) 0.70538(14) 0.0258(5) Uani 1.0 4 d . . .
C22 C 0.3437(2) -0.16030(11) 0.60947(14) 0.0249(5) Uani 1.0 4 d . . .
C23 C 0.31369(19) -0.09641(10) 0.55081(14) 0.0216(5) Uani 1.0 4 d . . .
C24 C 0.25752(19) -0.03297(10) 0.58618(13) 0.0189(4) Uani 1.0 4 d . . .
C25 C -0.2290(2) 0.22536(11) 0.73545(14) 0.0238(5) Uani 1.0 4 d . . .
H3 H -0.0193 -0.0736 0.6392 0.0225 Uiso 1.0 4 calc R . .
H4 H -0.2604 -0.1133 0.6150 0.0257 Uiso 1.0 4 calc R . .
H5 H -0.4254 -0.0439 0.6705 0.0272 Uiso 1.0 4 calc R . .
H8 H -0.0458 0.1327 0.5807 0.0233 Uiso 1.0 4 calc R . .
H9 H -0.0267 0.2309 0.4721 0.0288 Uiso 1.0 4 calc R . .
H10 H 0.1993 0.2833 0.4768 0.0303 Uiso 1.0 4 calc R . .
H11 H 0.4080 0.2332 0.5828 0.0311 Uiso 1.0 4 calc R . .
H12 H 0.3918 0.1320 0.6876 0.0276 Uiso 1.0 4 calc R . .
H14 H 0.4156 0.1138 0.8462 0.0326 Uiso 1.0 4 calc R . .
H15 H 0.5233 0.1183 1.0179 0.0395 Uiso 1.0 4 calc R . .
H16 H 0.4106 0.0627 1.1313 0.0401 Uiso 1.0 4 calc R . .
H17 H 0.1924 -0.0016 1.0727 0.0494 Uiso 1.0 4 calc R . .
H18 H 0.0812 -0.0044 0.9023 0.0385 Uiso 1.0 4 calc R . .
H20 H 0.2521 -0.0978 0.8072 0.0272 Uiso 1.0 4 calc R . .
H21 H 0.3428 -0.2042 0.7460 0.0309 Uiso 1.0 4 calc R . .
H22 H 0.3799 -0.2040 0.5843 0.0299 Uiso 1.0 4 calc R . .
H23 H 0.3316 -0.0959 0.4861 0.0259 Uiso 1.0 4 calc R . .
H24 H 0.2356 0.0105 0.5452 0.0227 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 O2 1.4317(14) yes . .
S1 O3 1.4404(14) yes . .
S1 C1 1.7276(18) yes . .
S1 C25 1.8856(19) yes . .
P1 C2 1.8179(18) yes . .
P1 C7 1.8031(19) yes . .
P1 C13 1.7974(18) yes . .
P1 C19 1.8033(19) yes . .
F1 C25 1.330(2) yes . .
F2 C25 1.321(3) yes . .
F3 C25 1.330(3) yes . .
O1 C6 1.257(3) yes . .
C1 C2 1.434(3) yes . .
C1 C6 1.437(3) yes . .
C2 C3 1.388(3) yes . .
C3 C4 1.412(3) yes . .
C4 C5 1.352(3) yes . .
C5 C6 1.444(3) yes . .
C7 C8 1.392(3) yes . .
C7 C12 1.399(3) yes . .
C8 C9 1.389(3) yes . .
C9 C10 1.383(3) yes . .
C10 C11 1.388(3) yes . .
C11 C12 1.388(3) yes . .
C13 C14 1.391(3) yes . .
C13 C18 1.390(3) yes . .
C14 C15 1.390(3) yes . .
C15 C16 1.378(4) yes . .
C16 C17 1.384(3) yes . .
C17 C18 1.381(3) yes . .
C19 C20 1.399(3) yes . .
C19 C24 1.400(3) yes . .
C20 C21 1.380(3) yes . .
C21 C22 1.393(3) yes . .
C22 C23 1.384(3) yes . .
C23 C24 1.389(3) yes . .
C3 H3 0.950 no . .
C4 H4 0.950 no . .
C5 H5 0.950 no . .
C8 H8 0.950 no . .
C9 H9 0.950 no . .
C10 H10 0.950 no . .
C11 H11 0.950 no . .
C12 H12 0.950 no . .
C14 H14 0.950 no . .
C15 H15 0.950 no . .
C16 H16 0.950 no . .
C17 H17 0.950 no . .
C18 H18 0.950 no . .
C20 H20 0.950 no . .
C21 H21 0.950 no . .
C22 H22 0.950 no . .
C23 H23 0.950 no . .
C24 H24 0.950 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
O2 S1 O3 118.26(8) yes . . .
O2 S1 C1 114.18(9) yes . . .
O2 S1 C25 104.97(9) yes . . .
O3 S1 C1 108.43(9) yes . . .
O3 S1 C25 103.11(9) yes . . .
C1 S1 C25 106.61(8) yes . . .
C2 P1 C7 110.13(8) yes . . .
C2 P1 C13 109.48(9) yes . . .
C2 P1 C19 107.01(8) yes . . .
C7 P1 C13 117.17(8) yes . . .
C7 P1 C19 106.30(9) yes . . .
C13 P1 C19 106.18(8) yes . . .
S1 C1 C2 123.20(13) yes . . .
S1 C1 C6 114.25(14) yes . . .
C2 C1 C6 122.54(16) yes . . .
P1 C2 C1 126.15(13) yes . . .
P1 C2 C3 115.86(14) yes . . .
C1 C2 C3 117.95(16) yes . . .
C2 C3 C4 120.58(18) yes . . .
C3 C4 C5 121.58(18) yes . . .
C4 C5 C6 122.07(18) yes . . .
O1 C6 C1 121.45(16) yes . . .
O1 C6 C5 123.28(17) yes . . .
C1 C6 C5 115.27(17) yes . . .
P1 C7 C8 118.46(15) yes . . .
P1 C7 C12 121.60(13) yes . . .
C8 C7 C12 119.82(17) yes . . .
C7 C8 C9 120.15(18) yes . . .
C8 C9 C10 119.97(17) yes . . .
C9 C10 C11 120.10(19) yes . . .
C10 C11 C12 120.47(19) yes . . .
C7 C12 C11 119.40(16) yes . . .
P1 C13 C14 122.11(16) yes . . .
P1 C13 C18 118.39(13) yes . . .
C14 C13 C18 119.38(16) yes . . .
C13 C14 C15 119.7(2) yes . . .
C14 C15 C16 120.65(19) yes . . .
C15 C16 C17 119.56(19) yes . . .
C16 C17 C18 120.3(3) yes . . .
C13 C18 C17 120.33(19) yes . . .
P1 C19 C20 120.29(15) yes . . .
P1 C19 C24 120.45(14) yes . . .
C20 C19 C24 119.17(17) yes . . .
C19 C20 C21 120.44(19) yes . . .
C20 C21 C22 120.11(18) yes . . .
C21 C22 C23 119.97(19) yes . . .
C22 C23 C24 120.31(19) yes . . .
C19 C24 C23 119.99(17) yes . . .
S1 C25 F1 111.81(14) yes . . .
S1 C25 F2 113.31(14) yes . . .
S1 C25 F3 107.02(12) yes . . .
F1 C25 F2 108.94(14) yes . . .
F1 C25 F3 108.08(16) yes . . .
F2 C25 F3 107.45(16) yes . . .
C2 C3 H3 119.707 no . . .
C4 C3 H3 119.716 no . . .
C3 C4 H4 119.210 no . . .
C5 C4 H4 119.211 no . . .
C4 C5 H5 118.966 no . . .
C6 C5 H5 118.965 no . . .
C7 C8 H8 119.925 no . . .
C9 C8 H8 119.927 no . . .
C8 C9 H9 120.020 no . . .
C10 C9 H9 120.008 no . . .
C9 C10 H10 119.952 no . . .
C11 C10 H10 119.947 no . . .
C10 C11 H11 119.759 no . . .
C12 C11 H11 119.776 no . . .
C7 C12 H12 120.306 no . . .
C11 C12 H12 120.298 no . . .
C13 C14 H14 120.146 no . . .
C15 C14 H14 120.150 no . . .
C14 C15 H15 119.673 no . . .
C16 C15 H15 119.679 no . . .
C15 C16 H16 120.217 no . . .
C17 C16 H16 120.220 no . . .
C16 C17 H17 119.825 no . . .
C18 C17 H17 119.833 no . . .
C13 C18 H18 119.829 no . . .
C17 C18 H18 119.841 no . . .
C19 C20 H20 119.784 no . . .
C21 C20 H20 119.779 no . . .
C20 C21 H21 119.950 no . . .
C22 C21 H21 119.944 no . . .
C21 C22 H22 120.023 no . . .
C23 C22 H22 120.006 no . . .
C22 C23 H23 119.841 no . . .
C24 C23 H23 119.851 no . . .
C19 C24 H24 120.010 no . . .
C23 C24 H24 120.001 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 S1 C1 C2 -120.19(13) no . . . .
O2 S1 C1 C6 58.59(13) no . . . .
O2 S1 C25 F1 -144.33(12) no . . . .
O2 S1 C25 F2 -20.76(14) no . . . .
O2 S1 C25 F3 97.50(13) no . . . .
O3 S1 C1 C2 13.97(15) no . . . .
O3 S1 C1 C6 -167.25(10) no . . . .
O3 S1 C25 F1 91.23(13) no . . . .
O3 S1 C25 F2 -145.19(12) no . . . .
O3 S1 C25 F3 -26.94(14) no . . . .
C1 S1 C25 F1 -22.86(16) no . . . .
C1 S1 C25 F2 100.72(13) no . . . .
C1 S1 C25 F3 -141.03(12) no . . . .
C25 S1 C1 C2 124.39(13) no . . . .
C25 S1 C1 C6 -56.83(13) no . . . .
C2 P1 C7 C8 -4.24(16) no . . . .
C2 P1 C7 C12 179.75(12) no . . . .
C7 P1 C2 C1 -71.56(15) no . . . .
C7 P1 C2 C3 110.55(12) no . . . .
C2 P1 C13 C14 -162.39(13) no . . . .
C2 P1 C13 C18 21.70(15) no . . . .
C13 P1 C2 C1 58.65(15) no . . . .
C13 P1 C2 C3 -119.24(12) no . . . .
C2 P1 C19 C20 -77.54(13) no . . . .
C2 P1 C19 C24 99.04(13) no . . . .
C19 P1 C2 C1 173.31(12) no . . . .
C19 P1 C2 C3 -4.58(14) no . . . .
C7 P1 C13 C14 -36.10(17) no . . . .
C7 P1 C13 C18 147.99(12) no . . . .
C13 P1 C7 C8 -130.21(13) no . . . .
C13 P1 C7 C12 53.78(17) no . . . .
C7 P1 C19 C20 164.79(11) no . . . .
C7 P1 C19 C24 -18.63(14) no . . . .
C19 P1 C7 C8 111.35(13) no . . . .
C19 P1 C7 C12 -64.67(14) no . . . .
C13 P1 C19 C20 39.33(14) no . . . .
C13 P1 C19 C24 -144.09(12) no . . . .
C19 P1 C13 C14 82.42(15) no . . . .
C19 P1 C13 C18 -93.49(14) no . . . .
S1 C1 C2 P1 0.1(3) no . . . .
S1 C1 C2 C3 177.91(11) no . . . .
S1 C1 C6 O1 3.1(3) no . . . .
S1 C1 C6 C5 -177.44(10) no . . . .
C2 C1 C6 O1 -178.12(15) no . . . .
C2 C1 C6 C5 1.3(3) no . . . .
C6 C1 C2 P1 -178.62(13) no . . . .
C6 C1 C2 C3 -0.8(3) no . . . .
P1 C2 C3 C4 178.30(11) no . . . .
C1 C2 C3 C4 0.2(3) no . . . .
C2 C3 C4 C5 -0.4(3) no . . . .
C3 C4 C5 C6 1.1(3) no . . . .
C4 C5 C6 O1 177.97(16) no . . . .
C4 C5 C6 C1 -1.5(3) no . . . .
P1 C7 C8 C9 -178.25(12) no . . . .
P1 C7 C12 C11 179.37(12) no . . . .
C8 C7 C12 C11 3.4(3) no . . . .
C12 C7 C8 C9 -2.2(3) no . . . .
C7 C8 C9 C10 -0.6(3) no . . . .
C8 C9 C10 C11 2.2(3) no . . . .
C9 C10 C11 C12 -0.9(3) no . . . .
C10 C11 C12 C7 -1.9(3) no . . . .
P1 C13 C14 C15 -177.47(12) no . . . .
P1 C13 C18 C17 176.91(13) no . . . .
C14 C13 C18 C17 0.9(3) no . . . .
C18 C13 C14 C15 -1.6(3) no . . . .
C13 C14 C15 C16 0.6(3) no . . . .
C14 C15 C16 C17 1.1(3) no . . . .
C15 C16 C17 C18 -1.8(4) no . . . .
C16 C17 C18 C13 0.8(4) no . . . .
P1 C19 C20 C21 175.60(11) no . . . .
P1 C19 C24 C23 -176.34(11) no . . . .
C20 C19 C24 C23 0.3(3) no . . . .
C24 C19 C20 C21 -1.0(3) no . . . .
C19 C20 C21 C22 0.5(3) no . . . .
C20 C21 C22 C23 0.8(3) no . . . .
C21 C22 C23 C24 -1.6(3) no . . . .
C22 C23 C24 C19 1.0(3) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 P1 3.4528(8) no . .
S1 O1 2.8479(14) no . .
S1 C13 3.5676(19) no . .
S1 C18 3.577(2) no . .
P1 O3 2.8298(14) no . .
F1 O1 2.9810(18) no . .
F1 O3 3.3004(15) no . .
F1 C1 2.959(2) no . .
F1 C6 3.113(3) no . .
F1 C8 3.532(3) no . .
F2 O1 2.7757(18) no . .
F2 O2 2.8220(16) no . .
F2 C6 3.567(3) no . .
F3 O2 3.3142(18) no . .
F3 O3 2.6782(16) no . .
O1 O2 2.9969(16) no . .
O1 C4 3.599(3) no . .
O1 C25 2.930(3) no . .
O2 C6 3.174(2) no . .
O3 C2 2.989(3) no . .
O3 C7 2.842(3) no . .
O3 C8 3.032(3) no . .
O3 C13 2.858(3) no . .
O3 C14 3.456(3) no . .
O3 C18 3.368(3) no . .
C1 C4 2.779(3) no . .
C1 C8 3.554(3) no . .
C1 C13 3.581(3) no . .
C1 C18 3.505(3) no . .
C2 C5 2.826(3) no . .
C2 C8 3.131(3) no . .
C2 C18 3.151(3) no . .
C2 C20 3.581(3) no . .
C3 C6 2.858(3) no . .
C3 C19 2.991(3) no . .
C3 C20 3.407(3) no . .
C6 C25 3.248(3) no . .
C7 C10 2.779(3) no . .
C7 C14 3.492(3) no . .
C7 C24 3.100(3) no . .
C8 C11 2.773(3) no . .
C9 C12 2.785(3) no . .
C12 C14 3.483(3) no . .
C12 C19 3.451(3) no . .
C12 C24 3.417(3) no . .
C13 C16 2.782(3) no . .
C13 C20 3.205(3) no . .
C14 C17 2.769(4) no . .
C15 C18 2.761(3) no . .
C18 C20 3.584(3) no . .
C19 C22 2.788(3) no . .
C20 C23 2.777(3) no . .
C21 C24 2.781(3) no . .
F1 C22 3.442(3) no . 3_556
F1 C23 3.226(3) no . 3_556
F2 C10 3.325(3) no . 4_455
F3 C4 3.348(3) no . 2_456
F3 C5 3.520(3) no . 2_456
F3 C21 3.197(3) no . 2_556
F3 C22 3.298(2) no . 2_556
O1 C12 3.208(3) no . 1_455
O1 C14 3.344(3) no . 1_455
O1 C16 3.583(3) no . 3_557
O1 C17 3.532(3) no . 3_557
O2 C10 3.199(3) no . 4_455
O2 C11 3.554(3) no . 4_455
O2 C17 3.491(3) no . 3_557
O3 C21 3.195(3) no . 2_556
O3 C22 3.255(3) no . 2_556
C4 F3 3.348(3) no . 2_446
C5 F3 3.520(3) no . 2_446
C6 C17 3.488(3) no . 3_557
C10 F2 3.325(3) no . 4_554
C10 O2 3.199(3) no . 4_554
C11 O2 3.554(3) no . 4_554
C12 O1 3.208(3) no . 1_655
C14 O1 3.344(3) no . 1_655
C15 C15 3.553(3) no . 3_657
C15 C16 3.524(3) no . 3_657
C16 O1 3.583(3) no . 3_557
C16 C15 3.524(3) no . 3_657
C17 O1 3.532(3) no . 3_557
C17 O2 3.491(3) no . 3_557
C17 C6 3.488(3) no . 3_557
C21 F3 3.197(3) no . 2_546
C21 O3 3.195(3) no . 2_546
C22 F1 3.442(3) no . 3_556
C22 F3 3.298(2) no . 2_546
C22 O3 3.255(3) no . 2_546
C23 F1 3.226(3) no . 3_556
S1 H8 3.3266 no . .
S1 H18 3.3764 no . .
P1 H3 2.7733 no . .
P1 H8 2.8295 no . .
P1 H12 2.9124 no . .
P1 H14 2.9094 no . .
P1 H18 2.8209 no . .
P1 H20 2.8769 no . .
P1 H24 2.8847 no . .
F1 H8 2.8743 no . .
O1 H5 2.6031 no . .
O2 H18 3.4406 no . .
O3 H8 3.0038 no . .
O3 H18 3.5192 no . .
C1 H3 3.2839 no . .
C1 H5 3.2975 no . .
C1 H8 2.8836 no . .
C1 H18 2.9555 no . .
C2 H4 3.2807 no . .
C2 H8 2.6170 no . .
C2 H18 2.6679 no . .
C2 H20 3.5268 no . .
C3 H5 3.2628 no . .
C3 H8 3.3810 no . .
C3 H18 3.3686 no . .
C3 H20 3.4822 no . .
C5 H3 3.2587 no . .
C6 H4 3.2983 no . .
C7 H9 3.2669 no . .
C7 H11 3.2647 no . .
C7 H14 3.1409 no . .
C7 H24 2.6303 no . .
C8 H10 3.2576 no . .
C8 H12 3.2733 no . .
C8 H24 3.2253 no . .
C9 H11 3.2562 no . .
C10 H8 3.2568 no . .
C10 H12 3.2670 no . .
C11 H9 3.2583 no . .
C12 H8 3.2724 no . .
C12 H10 3.2650 no . .
C12 H14 2.7921 no . .
C12 H24 2.8913 no . .
C13 H12 3.3590 no . .
C13 H15 3.2611 no . .
C13 H17 3.2592 no . .
C13 H20 2.8260 no . .
C14 H12 2.9741 no . .
C14 H16 3.2624 no . .
C14 H18 3.2588 no . .
C15 H17 3.2438 no . .
C16 H14 3.2603 no . .
C16 H18 3.2541 no . .
C17 H15 3.2439 no . .
C18 H14 3.2604 no . .
C18 H16 3.2558 no . .
C18 H20 2.8871 no . .
C19 H3 2.4398 no . .
C19 H12 3.2972 no . .
C19 H21 3.2694 no . .
C19 H23 3.2727 no . .
C20 H3 2.7737 no . .
C20 H18 3.5684 no . .
C20 H22 3.2591 no . .
C20 H24 3.2741 no . .
C21 H3 3.5033 no . .
C21 H23 3.2615 no . .
C22 H20 3.2596 no . .
C22 H24 3.2616 no . .
C23 H21 3.2610 no . .
C24 H3 2.9955 no . .
C24 H12 3.3661 no . .
C24 H20 3.2729 no . .
C24 H22 3.2622 no . .
C25 H8 3.4897 no . .
H3 H4 2.3465 no . .
H3 H20 3.0448 no . .
H3 H24 3.3740 no . .
H4 H5 2.2755 no . .
H8 H9 2.3379 no . .
H8 H24 3.5799 no . .
H9 H10 2.3327 no . .
H10 H11 2.3336 no . .
H11 H12 2.3391 no . .
H12 H14 2.1675 no . .
H12 H24 3.0495 no . .
H14 H15 2.3374 no . .
H15 H16 2.3265 no . .
H16 H17 2.3346 no . .
H17 H18 2.3262 no . .
H18 H20 2.8630 no . .
H20 H21 2.3263 no . .
H21 H22 2.3424 no . .
H22 H23 2.3318 no . .
H23 H24 2.3371 no . .
S1 H10 3.5388 no . 4_455
S1 H17 3.3732 no . 3_557
S1 H22 3.4138 no . 2_556
F1 H11 2.9187 no . 1_455
F1 H12 3.5944 no . 1_455
F1 H22 3.0059 no . 3_556
F1 H23 2.5810 no . 3_556
F2 H4 3.0438 no . 2_456
F2 H10 2.7539 no . 4_455
F2 H11 3.1087 no . 1_455
F2 H12 3.1990 no . 1_455
F2 H14 3.5622 no . 1_455
F3 H4 2.9517 no . 2_456
F3 H5 3.2586 no . 2_456
F3 H16 3.1633 no . 4_454
F3 H21 2.9104 no . 2_556
F3 H22 3.1053 no . 2_556
O1 H12 2.2747 no . 1_455
O1 H14 2.5599 no . 1_455
O1 H16 3.1069 no . 3_557
O1 H17 2.9872 no . 3_557
O1 H23 3.5267 no . 3_556
O2 H10 2.4031 no . 4_455
O2 H11 3.1290 no . 4_455
O2 H17 2.7922 no . 3_557
O2 H22 3.4572 no . 2_556
O3 H21 2.5438 no . 2_556
O3 H22 2.6705 no . 2_556
C1 H17 2.9327 no . 3_557
C1 H23 3.2696 no . 3_556
C2 H23 3.5926 no . 3_556
C3 H24 2.9221 no . 3_556
C4 H23 3.4457 no . 3_556
C4 H24 2.8409 no . 3_556
C5 H16 2.9628 no . 3_557
C5 H17 3.3642 no . 3_557
C5 H23 3.1511 no . 3_556
C5 H24 3.4565 no . 3_556
C6 H12 3.2949 no . 1_455
C6 H16 3.1214 no . 3_557
C6 H17 2.7685 no . 3_557
C6 H23 3.0418 no . 3_556
C7 H21 3.4033 no . 2_556
C8 H3 3.3086 no . 3_556
C8 H21 3.4604 no . 2_556
C9 H3 3.2321 no . 3_556
C9 H4 3.4478 no . 3_556
C9 H15 3.0432 no . 4_454
C9 H21 3.5025 no . 2_556
C10 H4 3.1166 no . 3_556
C10 H15 2.9564 no . 4_454
C10 H21 3.4733 no . 2_556
C11 H4 3.1810 no . 3_556
C11 H21 3.4440 no . 2_556
C12 H4 3.5839 no . 3_556
C12 H21 3.4306 no . 2_556
C14 H9 3.4212 no . 4_555
C14 H16 3.5136 no . 3_657
C15 H9 3.1743 no . 4_555
C15 H10 3.4070 no . 4_555
C15 H20 3.5242 no . 3_657
C16 H15 3.5984 no . 3_657
C17 H15 3.5510 no . 3_657
C17 H18 3.4240 no . 3_557
C18 H17 3.4876 no . 3_557
C19 H5 3.3022 no . 1_655
C20 H5 3.4500 no . 1_655
C20 H15 3.4418 no . 3_657
C20 H16 3.1985 no . 3_657
C21 H5 3.3107 no . 1_655
C21 H9 3.4663 no . 3_556
C21 H16 3.4336 no . 3_657
C22 H5 2.9869 no . 1_655
C22 H8 3.3879 no . 3_556
C22 H9 3.2066 no . 3_556
C23 H5 2.7823 no . 1_655
C23 H8 2.8144 no . 3_556
C23 H9 3.5890 no . 3_556
C24 H5 2.9618 no . 1_655
C24 H8 3.1956 no . 3_556
C25 H4 3.5527 no . 2_456
C25 H10 3.5640 no . 4_455
C25 H11 3.5770 no . 1_455
H3 C8 3.3086 no . 3_556
H3 C9 3.2321 no . 3_556
H3 H8 3.4091 no . 3_556
H3 H9 3.2753 no . 3_556
H3 H24 3.0615 no . 3_556
H4 F2 3.0438 no . 2_446
H4 F3 2.9517 no . 2_446
H4 C9 3.4478 no . 3_556
H4 C10 3.1166 no . 3_556
H4 C11 3.1810 no . 3_556
H4 C12 3.5839 no . 3_556
H4 C25 3.5527 no . 2_446
H4 H10 3.3878 no . 3_556
H4 H11 3.4753 no . 3_556
H4 H24 2.9242 no . 3_556
H5 F3 3.2586 no . 2_446
H5 C19 3.3022 no . 1_455
H5 C20 3.4500 no . 1_455
H5 C21 3.3107 no . 1_455
H5 C22 2.9869 no . 1_455
H5 C23 2.7823 no . 1_455
H5 C24 2.9618 no . 1_455
H5 H16 2.7232 no . 3_557
H5 H22 3.4468 no . 1_455
H5 H23 3.1253 no . 1_455
H5 H23 3.5528 no . 3_556
H5 H24 3.4034 no . 1_455
H8 C22 3.3879 no . 3_556
H8 C23 2.8144 no . 3_556
H8 C24 3.1956 no . 3_556
H8 H3 3.4091 no . 3_556
H8 H23 2.7281 no . 3_556
H8 H24 3.3502 no . 3_556
H9 C14 3.4212 no . 4_454
H9 C15 3.1743 no . 4_454
H9 C21 3.4663 no . 3_556
H9 C22 3.2066 no . 3_556
H9 C23 3.5890 no . 3_556
H9 H3 3.2753 no . 3_556
H9 H14 3.2388 no . 4_454
H9 H15 2.7715 no . 4_454
H9 H22 3.2950 no . 3_556
H10 S1 3.5388 no . 4_554
H10 F2 2.7539 no . 4_554
H10 O2 2.4031 no . 4_554
H10 C15 3.4070 no . 4_454
H10 C25 3.5640 no . 4_554
H10 H4 3.3878 no . 3_556
H10 H14 3.3889 no . 4_454
H10 H15 2.5830 no . 4_454
H10 H20 3.5896 no . 2_556
H11 F1 2.9187 no . 1_655
H11 F2 3.1087 no . 1_655
H11 O2 3.1290 no . 4_554
H11 C25 3.5770 no . 1_655
H11 H4 3.4753 no . 3_556
H11 H22 3.4614 no . 3_656
H12 F1 3.5944 no . 1_655
H12 F2 3.1990 no . 1_655
H12 O1 2.2747 no . 1_655
H12 C6 3.2949 no . 1_655
H14 F2 3.5622 no . 1_655
H14 O1 2.5599 no . 1_655
H14 H9 3.2388 no . 4_555
H14 H10 3.3889 no . 4_555
H14 H16 3.5288 no . 3_657
H15 C9 3.0432 no . 4_555
H15 C10 2.9564 no . 4_555
H15 C16 3.5984 no . 3_657
H15 C17 3.5510 no . 3_657
H15 C20 3.4418 no . 3_657
H15 H9 2.7715 no . 4_555
H15 H10 2.5830 no . 4_555
H15 H20 2.8220 no . 3_657
H15 H21 3.5366 no . 3_657
H16 F3 3.1633 no . 4_555
H16 O1 3.1069 no . 3_557
H16 C5 2.9628 no . 3_557
H16 C6 3.1214 no . 3_557
H16 C14 3.5136 no . 3_657
H16 C20 3.1985 no . 3_657
H16 C21 3.4336 no . 3_657
H16 H5 2.7232 no . 3_557
H16 H14 3.5288 no . 3_657
H16 H20 3.1754 no . 3_657
H16 H21 3.5718 no . 3_657
H17 S1 3.3732 no . 3_557
H17 O1 2.9872 no . 3_557
H17 O2 2.7922 no . 3_557
H17 C1 2.9327 no . 3_557
H17 C5 3.3642 no . 3_557
H17 C6 2.7685 no . 3_557
H17 C18 3.4876 no . 3_557
H17 H18 2.7154 no . 3_557
H18 C17 3.4240 no . 3_557
H18 H17 2.7154 no . 3_557
H18 H18 3.4290 no . 3_557
H20 C15 3.5242 no . 3_657
H20 H10 3.5896 no . 2_546
H20 H15 2.8220 no . 3_657
H20 H16 3.1754 no . 3_657
H21 F3 2.9104 no . 2_546
H21 O3 2.5438 no . 2_546
H21 C7 3.4033 no . 2_546
H21 C8 3.4604 no . 2_546
H21 C9 3.5025 no . 2_546
H21 C10 3.4733 no . 2_546
H21 C11 3.4440 no . 2_546
H21 C12 3.4306 no . 2_546
H21 H15 3.5366 no . 3_657
H21 H16 3.5718 no . 3_657
H22 S1 3.4138 no . 2_546
H22 F1 3.0059 no . 3_556
H22 F3 3.1053 no . 2_546
H22 O2 3.4572 no . 2_546
H22 O3 2.6705 no . 2_546
H22 H5 3.4468 no . 1_655
H22 H9 3.2950 no . 3_556
H22 H11 3.4614 no . 3_656
H23 F1 2.5810 no . 3_556
H23 O1 3.5267 no . 3_556
H23 C1 3.2696 no . 3_556
H23 C2 3.5926 no . 3_556
H23 C4 3.4457 no . 3_556
H23 C5 3.1511 no . 3_556
H23 C6 3.0418 no . 3_556
H23 H5 3.1253 no . 1_655
H23 H5 3.5528 no . 3_556
H23 H8 2.7281 no . 3_556
H24 C3 2.9221 no . 3_556
H24 C4 2.8409 no . 3_556
H24 C5 3.4565 no . 3_556
H24 H3 3.0615 no . 3_556
H24 H4 2.9242 no . 3_556
H24 H5 3.4034 no . 1_655
H24 H8 3.3502 no . 3_556

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================
_database_code_depnum_ccdc_archive 'CCDC 1014336'
