# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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 1452129'
_audit_update_record             
;
2016-02-26 deposited with the CCDC.
2016-03-14 downloaded from the CCDC.
;
# SHELX code: RB06002

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
;
 4-(4-trifluormethylphenyl)-1,2,3,5-dithiadiazolyl
;
_chemical_name_common            pCF3DTDA
_chemical_melting_point          416
_chemical_formula_moiety         'C8 H4 F3 N2 S2'
_chemical_formula_sum            'C8 H4 F3 N2 S2'
_chemical_formula_weight         249.25

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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4916(9)
_cell_length_b                   18.1887(17)
_cell_length_c                   22.275(2)
_cell_angle_alpha                91.5790(10)
_cell_angle_beta                 97.3290(10)
_cell_angle_gamma                102.7550(10)
_cell_volume                     3713.8(6)
_cell_formula_units_Z            16
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6940
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      26.20
_exptl_crystal_description       needle
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.783
_exptl_crystal_F_000             2000
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.583
_shelx_estimated_absorpt_T_min   0.902
_shelx_estimated_absorpt_T_max   0.977
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.811
_exptl_absorpt_correction_T_max  0.900
_exptl_absorpt_process_details   
; 
SADABS (Sheldrick, 2004)
;
_exptl_special_details           
;
 A crystal coated in Paratone (TM) oil was mounted on the end of a fine
 glass capillary and cooled in the gas stream of the diffractometer
 Kryoflex device. Despite difficulties with phase changes typical for
 dithiadiazolyls, carefull cooling to 173 K resulted in a well-diffracting
 crystal.
;


_diffrn_ambient_temperature      173(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker D8'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker ApexII CCD area-detector diffractometer
;
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 66.06
_diffrn_reflns_number            39140
_diffrn_reflns_av_unetI/netI     0.1217
_diffrn_reflns_av_R_equivalents  0.0812
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         1.847
_diffrn_reflns_theta_max         26.220
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             14828
_reflns_number_gt                7671
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       'SAINT-Plus (Bruker, 2008)'
_computing_data_reduction        SAINT-Plus
_computing_structure_solution    'SHELXS (Sheldrick, 2008)'
# if use Dual Space, write: 'SHELXD (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'

_refine_special_details          
;
Rotational disorder in C(36)F3 and C(46)F3 CF3 groups was modeled (employing 
SADI restraints) as one major and one minor set of three F atoms. To get good 
behaviour, it was found necessary to include the carbon atom in the model. 
However, EADP restraints were required to keep the displacement ellipsoids of 
these two C atoms well behaved. In addition, a strong tendency for the fluorine
atoms to go oblate or NPD was solved using the new RIGU restraints, which have
been applied globally to this structure Refined occupancies for the C(36)
set is 0.70 (major) and 0.30 (minor); for C(46) is 0.60 (major) and 0.40
(minor).
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0388P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         14828
_refine_ls_number_parameters     1137
_refine_ls_number_restraints     1034
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.0540
_refine_ls_wR_factor_ref         0.1185
_refine_ls_wR_factor_gt          0.0930
_refine_ls_goodness_of_fit_ref   0.973
_refine_ls_restrained_S_all      0.960
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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
S1 S 0.54980(13) 0.22984(7) 0.45618(5) 0.0179(3) Uani 1 1 d . U . . .
S2 S 0.61174(12) 0.12668(7) 0.45347(5) 0.0154(3) Uani 1 1 d . U . . .
N1 N 0.5510(4) 0.2409(2) 0.38415(17) 0.0167(9) Uani 1 1 d . U . . .
N2 N 0.6146(4) 0.1237(2) 0.38053(16) 0.0142(9) Uani 1 1 d . U . . .
C1 C 0.5847(4) 0.1845(3) 0.3532(2) 0.0139(10) Uani 1 1 d . U . . .
C10 C 0.5825(4) 0.1904(3) 0.2873(2) 0.0125(10) Uani 1 1 d . U . . .
C11 C 0.5856(5) 0.2598(3) 0.2625(2) 0.0164(10) Uani 1 1 d . U . . .
H11 H 0.5943 0.3034 0.2884 0.020 Uiso 1 1 calc R U . . .
C12 C 0.5761(4) 0.2661(3) 0.2005(2) 0.0157(10) Uani 1 1 d . U . . .
H12 H 0.5775 0.3138 0.1838 0.019 Uiso 1 1 calc R U . . .
C13 C 0.5646(5) 0.2029(3) 0.1628(2) 0.0142(10) Uani 1 1 d . U . . .
C14 C 0.5654(5) 0.1339(3) 0.1870(2) 0.0161(10) Uani 1 1 d . U . . .
H14 H 0.5595 0.0908 0.1609 0.019 Uiso 1 1 calc R U . . .
C15 C 0.5749(5) 0.1273(3) 0.2490(2) 0.0147(10) Uani 1 1 d . U . . .
H15 H 0.5763 0.0798 0.2654 0.018 Uiso 1 1 calc R U . . .
C16 C 0.5469(5) 0.2092(3) 0.0958(2) 0.0205(11) Uani 1 1 d . U . . .
F11 F 0.4070(3) 0.20096(18) 0.07189(12) 0.0370(8) Uani 1 1 d . U . . .
F10 F 0.6143(3) 0.27760(16) 0.07980(12) 0.0334(8) Uani 1 1 d . U . . .
F12 F 0.5988(4) 0.15932(18) 0.06661(13) 0.0493(9) Uani 1 1 d . U . . .
S3 S 0.23141(13) 0.14354(7) 0.43951(5) 0.0194(3) Uani 1 1 d . U . . .
S4 S 0.29583(13) 0.04116(7) 0.44026(5) 0.0177(3) Uani 1 1 d . U . . .
N3 N 0.2132(4) 0.1460(2) 0.36585(17) 0.0184(9) Uani 1 1 d . U . . .
N4 N 0.2902(4) 0.0321(2) 0.36677(16) 0.0158(9) Uani 1 1 d . U . . .
C2 C 0.2450(5) 0.0872(3) 0.3372(2) 0.0164(10) Uani 1 1 d . U . . .
C20 C 0.2253(4) 0.0828(3) 0.2703(2) 0.0133(10) Uani 1 1 d . U . . .
C21 C 0.2040(5) 0.1451(3) 0.2389(2) 0.0144(10) Uani 1 1 d . U . . .
H21 H 0.2095 0.1915 0.2606 0.017 Uiso 1 1 calc R U . . .
C22 C 0.1748(5) 0.1405(3) 0.1760(2) 0.0144(10) Uani 1 1 d . U . . .
H22 H 0.1597 0.1832 0.1546 0.017 Uiso 1 1 calc R U . . .
C24 C 0.1934(5) 0.0105(3) 0.1762(2) 0.0189(11) Uani 1 1 d . U . . .
H24 H 0.1899 -0.0358 0.1545 0.023 Uiso 1 1 calc R U . . .
C23 C 0.1682(5) 0.0726(3) 0.1450(2) 0.0176(10) Uani 1 1 d . U . . .
C25 C 0.2235(5) 0.0162(3) 0.2385(2) 0.0174(11) Uani 1 1 d . U . . .
H25 H 0.2430 -0.0258 0.2598 0.021 Uiso 1 1 calc R U . . .
C26 C 0.1267(5) 0.0628(3) 0.0781(2) 0.0230(11) Uani 1 1 d . U . . .
F20 F 0.2298(3) 0.04212(17) 0.04982(12) 0.0348(8) Uani 1 1 d . U . . .
F21 F 0.1015(3) 0.12494(16) 0.05242(12) 0.0343(8) Uani 1 1 d . U . . .
F22 F 0.0054(3) 0.00884(19) 0.06299(12) 0.0505(10) Uani 1 1 d . U . . .
S5 S -0.15074(13) 1.02643(7) 0.43386(5) 0.0169(3) Uani 1 1 d . U . . .
S6 S -0.16833(13) 1.02951(7) 0.33961(5) 0.0167(3) Uani 1 1 d . U . . .
N5 N -0.0750(4) 0.9538(2) 0.43696(17) 0.0162(9) Uani 1 1 d . U . . .
N6 N -0.0861(4) 0.9612(2) 0.33179(16) 0.0150(9) Uani 1 1 d . U . . .
C3 C -0.0481(5) 0.9297(3) 0.3832(2) 0.0146(10) Uani 1 1 d . U . . .
C30 C 0.0266(5) 0.8675(2) 0.3803(2) 0.0136(10) Uani 1 1 d . U . . .
C34 C 0.1108(5) 0.7628(3) 0.4239(2) 0.0196(11) Uani 1 1 d . U . . .
H34 H 0.1205 0.7314 0.4569 0.023 Uiso 1 1 calc R U . . .
C32 C 0.1475(5) 0.7935(3) 0.3222(2) 0.0202(11) Uani 1 1 d . U . . .
H32 H 0.1831 0.7835 0.2856 0.024 Uiso 1 1 calc R U . . .
C33 C 0.1634(5) 0.7487(3) 0.3709(2) 0.0173(10) Uani 1 1 d D U . . .
C31 C 0.0803(5) 0.8518(3) 0.3273(2) 0.0176(11) Uani 1 1 d . U . . .
H31 H 0.0700 0.8825 0.2939 0.021 Uiso 1 1 calc R U . . .
C35 C 0.0437(5) 0.8228(3) 0.4292(2) 0.0173(11) Uani 1 1 d . U . . .
H35 H 0.0096 0.8333 0.4660 0.021 Uiso 1 1 calc R U . . .
C36 C 0.2331(8) 0.6838(4) 0.3611(3) 0.0240(9) Uani 0.702(7) 1 d D U P A 1
F30 F 0.1398(5) 0.6254(3) 0.3298(3) 0.0447(16) Uani 0.702(7) 1 d D U P A 1
F31 F 0.3436(5) 0.6986(2) 0.3283(2) 0.0391(16) Uani 0.702(7) 1 d D U P A 1
F32 F 0.2835(7) 0.6575(3) 0.4120(2) 0.059(2) Uani 0.702(7) 1 d D U P A 1
C36A C 0.2258(15) 0.6802(8) 0.3700(6) 0.0240(9) Uani 0.298(7) 1 d D U P A 2
F30A F 0.2155(15) 0.6535(7) 0.3130(5) 0.041(4) Uani 0.298(7) 1 d D U P A 2
F31A F 0.3670(10) 0.7012(5) 0.3918(5) 0.034(3) Uani 0.298(7) 1 d D U P A 2
F32A F 0.1675(10) 0.6234(5) 0.4012(5) 0.028(3) Uani 0.298(7) 1 d D U P A 2
S7 S 0.52508(13) 0.92778(7) 0.41690(5) 0.0172(3) Uani 1 1 d . U . . .
S8 S 0.52799(13) 0.92809(7) 0.32368(5) 0.0172(3) Uani 1 1 d . U . . .
N7 N 0.5918(4) 0.8522(2) 0.42556(17) 0.0170(9) Uani 1 1 d . U . . .
N8 N 0.5933(4) 0.8531(2) 0.32018(16) 0.0165(9) Uani 1 1 d . U . . .
C4 C 0.6183(5) 0.8229(3) 0.3735(2) 0.0143(10) Uani 1 1 d . U . . .
C43 C 0.7730(5) 0.6209(3) 0.3697(2) 0.0198(11) Uani 1 1 d D U . . .
C40 C 0.6747(5) 0.7531(2) 0.3740(2) 0.0133(10) Uani 1 1 d . U . . .
C45 C 0.7169(5) 0.7284(3) 0.3210(2) 0.0199(11) Uani 1 1 d . U . . .
H45 H 0.7129 0.7573 0.2862 0.024 Uiso 1 1 calc R U . . .
C42 C 0.7347(5) 0.6460(3) 0.4231(2) 0.0171(11) Uani 1 1 d . U . . .
H42 H 0.7420 0.6178 0.4582 0.021 Uiso 1 1 calc R U . . .
C44 C 0.7649(5) 0.6619(3) 0.3187(2) 0.0216(11) Uani 1 1 d . U . . .
H44 H 0.7921 0.6446 0.2821 0.026 Uiso 1 1 calc R U . . .
C41 C 0.6859(5) 0.7120(3) 0.4255(2) 0.0175(11) Uani 1 1 d . U . . .
H41 H 0.6599 0.7294 0.4623 0.021 Uiso 1 1 calc R U . . .
C46 C 0.8221(10) 0.5480(5) 0.3708(4) 0.0240(9) Uani 0.605(16) 1 d D U P B 1
F40 F 0.8545(11) 0.5295(6) 0.3158(4) 0.032(2) Uani 0.605(16) 1 d D U P B 1
F41 F 0.9412(10) 0.5489(5) 0.4104(3) 0.035(2) Uani 0.605(16) 1 d D U P B 1
F42 F 0.7212(8) 0.4895(3) 0.3839(6) 0.050(3) Uani 0.605(16) 1 d D U P B 1
C46A C 0.8131(14) 0.5464(7) 0.3607(6) 0.0240(9) Uani 0.395(16) 1 d D U P B 2
F40A F 0.9090(15) 0.5465(11) 0.3217(6) 0.034(3) Uani 0.395(16) 1 d D U P B 2
F41A F 0.8715(17) 0.5259(8) 0.4127(5) 0.036(3) Uani 0.395(16) 1 d D U P B 2
F42A F 0.6987(9) 0.4914(5) 0.3396(8) 0.038(3) Uani 0.395(16) 1 d D U P B 2
S9 S 0.71040(13) 0.48244(7) 0.17604(5) 0.0181(3) Uani 1 1 d . U . . .
S10 S 0.67613(13) 0.47350(7) 0.08137(5) 0.0181(3) Uani 1 1 d . U . . .
N9 N 0.6330(4) 0.5533(2) 0.18063(17) 0.0185(9) Uani 1 1 d . U . . .
N10 N 0.5972(4) 0.5441(2) 0.07487(17) 0.0165(9) Uani 1 1 d . U . . .
C5 C 0.5829(5) 0.5759(3) 0.1275(2) 0.0132(10) Uani 1 1 d . U . . .
C51 C 0.4931(5) 0.6735(3) 0.1817(2) 0.0207(11) Uani 1 1 d . U . . .
H51 H 0.5302 0.6558 0.2188 0.025 Uiso 1 1 calc R U . . .
C52 C 0.4240(5) 0.7333(3) 0.1824(2) 0.0229(11) Uani 1 1 d . U . . .
H52 H 0.4139 0.7564 0.2199 0.027 Uiso 1 1 calc R U . . .
C50 C 0.5083(5) 0.6397(3) 0.1274(2) 0.0154(10) Uani 1 1 d . U . . .
C53 C 0.3702(5) 0.7587(3) 0.1285(2) 0.0172(10) Uani 1 1 d . U . . .
C54 C 0.3832(5) 0.7241(3) 0.0735(2) 0.0183(11) Uani 1 1 d . U . . .
H54 H 0.3445 0.7412 0.0363 0.022 Uiso 1 1 calc R U . . .
C55 C 0.4525(5) 0.6649(3) 0.0730(2) 0.0168(11) Uani 1 1 d . U . . .
H55 H 0.4620 0.6414 0.0356 0.020 Uiso 1 1 calc R U . . .
C56 C 0.2989(5) 0.8235(3) 0.1277(2) 0.0234(11) Uani 1 1 d . U . . .
F51 F 0.3721(3) 0.88286(16) 0.10300(16) 0.0449(9) Uani 1 1 d . U . . .
F50 F 0.2782(4) 0.8461(2) 0.18194(14) 0.0629(11) Uani 1 1 d . U . . .
F52 F 0.1671(3) 0.80777(17) 0.09399(15) 0.0438(9) Uani 1 1 d . U . . .
S11 S 1.01946(13) 0.58081(7) 0.17767(5) 0.0182(3) Uani 1 1 d . U . . .
S12 S 0.98793(13) 0.57403(7) 0.08356(5) 0.0164(3) Uani 1 1 d . U . . .
N11 N 0.9582(4) 0.6572(2) 0.18325(17) 0.0180(9) Uani 1 1 d . U . . .
N12 N 0.9211(4) 0.6494(2) 0.07698(16) 0.0154(9) Uani 1 1 d . U . . .
C6 C 0.9147(5) 0.6836(3) 0.1302(2) 0.0141(10) Uani 1 1 d . U . . .
C63 C 0.7705(5) 0.8893(3) 0.1409(2) 0.0154(10) Uani 1 1 d . U . . .
C60 C 0.8625(4) 0.7545(2) 0.1326(2) 0.0119(10) Uani 1 1 d . U . . .
C61 C 0.8695(5) 0.7912(3) 0.1887(2) 0.0234(12) Uani 1 1 d . U . . .
H61 H 0.9058 0.7703 0.2245 0.028 Uiso 1 1 calc R U . . .
C62 C 0.8241(5) 0.8579(3) 0.1928(2) 0.0222(11) Uani 1 1 d . U . . .
H62 H 0.8294 0.8827 0.2314 0.027 Uiso 1 1 calc R U . . .
C64 C 0.7662(5) 0.8528(3) 0.0850(2) 0.0210(11) Uani 1 1 d . U . . .
H64 H 0.7324 0.8744 0.0492 0.025 Uiso 1 1 calc R U . . .
C66 C 0.7254(5) 0.9617(3) 0.1482(2) 0.0196(11) Uani 1 1 d . U . . .
C65 C 0.8104(5) 0.7857(3) 0.0806(2) 0.0168(11) Uani 1 1 d . U . . .
H65 H 0.8051 0.7610 0.0420 0.020 Uiso 1 1 calc R U . . .
F60 F 0.6275(3) 0.95710(16) 0.18683(13) 0.0304(7) Uani 1 1 d . U . . .
F61 F 0.6665(3) 0.98435(16) 0.09652(12) 0.0323(7) Uani 1 1 d . U . . .
F62 F 0.8373(3) 1.01779(15) 0.17185(14) 0.0388(8) Uani 1 1 d . U . . .
S13 S 0.76793(13) 0.53523(7) 0.94625(5) 0.0181(3) Uani 1 1 d . U . . .
S14 S 0.70634(13) 0.63803(7) 0.94480(5) 0.0191(3) Uani 1 1 d . U . . .
N13 N 0.7534(4) 0.5226(2) 0.87284(16) 0.0169(9) Uani 1 1 d . U . . .
N14 N 0.6797(4) 0.6382(2) 0.87137(16) 0.0176(9) Uani 1 1 d . U . . .
C7 C 0.7081(4) 0.5783(3) 0.8431(2) 0.0128(10) Uani 1 1 d . U . . .
C70 C 0.6842(4) 0.5715(3) 0.7762(2) 0.0133(10) Uani 1 1 d . U . . .
C73 C 0.6366(5) 0.5592(3) 0.6506(2) 0.0163(10) Uani 1 1 d . U . . .
C71 C 0.6700(5) 0.5019(3) 0.7454(2) 0.0158(10) Uani 1 1 d . U . . .
H71 H 0.6775 0.4587 0.7674 0.019 Uiso 1 1 calc R U . . .
C74 C 0.6520(5) 0.6288(3) 0.6808(2) 0.0166(10) Uani 1 1 d . U . . .
H74 H 0.6466 0.6722 0.6585 0.020 Uiso 1 1 calc R U . . .
C72 C 0.6449(5) 0.4962(3) 0.6832(2) 0.0168(10) Uani 1 1 d . U . . .
H72 H 0.6332 0.4486 0.6622 0.020 Uiso 1 1 calc R U . . .
C75 C 0.6749(4) 0.6345(3) 0.7427(2) 0.0159(10) Uani 1 1 d . U . . .
H75 H 0.6847 0.6821 0.7633 0.019 Uiso 1 1 calc R U . . .
C76 C 0.6128(5) 0.5494(3) 0.5827(2) 0.0243(11) Uani 1 1 d . U . . .
F70 F 0.5719(3) 0.60877(17) 0.55688(12) 0.0350(8) Uani 1 1 d . U . . .
F71 F 0.7341(3) 0.54370(16) 0.56034(12) 0.0319(7) Uani 1 1 d . U . . .
F72 F 0.5139(3) 0.48742(18) 0.56289(12) 0.0477(10) Uani 1 1 d . U . . .
S15 S 0.08500(12) 0.61910(7) 0.95126(5) 0.0153(3) Uani 1 1 d . U . . .
S16 S 0.02401(13) 0.72227(7) 0.95462(5) 0.0180(3) Uani 1 1 d . U . . .
N15 N 0.0845(4) 0.6155(2) 0.87756(16) 0.0152(9) Uani 1 1 d . U . . .
N16 N 0.0212(4) 0.7327(2) 0.88254(16) 0.0165(9) Uani 1 1 d . U . . .
C8 C 0.0521(5) 0.6759(3) 0.8511(2) 0.0151(10) Uani 1 1 d . U . . .
C80 C 0.0489(4) 0.6820(3) 0.7847(2) 0.0133(10) Uani 1 1 d . U . . .
C83 C 0.0310(4) 0.6951(3) 0.6610(2) 0.0147(10) Uani 1 1 d . U . . .
C81 C 0.0342(4) 0.6185(3) 0.7462(2) 0.0145(10) Uani 1 1 d . U . . .
H81 H 0.0301 0.5705 0.7625 0.017 Uiso 1 1 calc R U . . .
C84 C 0.0468(5) 0.7583(3) 0.6988(2) 0.0172(10) Uani 1 1 d . U . . .
H84 H 0.0507 0.8062 0.6821 0.021 Uiso 1 1 calc R U . . .
C85 C 0.0569(5) 0.7525(3) 0.7605(2) 0.0145(10) Uani 1 1 d . U . . .
H85 H 0.0693 0.7964 0.7866 0.017 Uiso 1 1 calc R U . . .
C86 C 0.0127(5) 0.7027(3) 0.5935(2) 0.0204(11) Uani 1 1 d . U . . .
C82 C 0.0254(4) 0.6249(3) 0.6844(2) 0.0151(10) Uani 1 1 d . U . . .
H82 H 0.0157 0.5815 0.6581 0.018 Uiso 1 1 calc R U . . .
F80 F -0.1256(3) 0.70208(15) 0.57079(11) 0.0269(7) Uani 1 1 d . U . . .
F82 F 0.0505(3) 0.64853(18) 0.56272(12) 0.0397(8) Uani 1 1 d . U . . .
F81 F 0.0900(3) 0.76890(16) 0.57777(12) 0.0317(8) Uani 1 1 d . 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
S1 N1 1.623(4) . ?
S1 S2 2.0880(17) . ?
S2 N2 1.628(4) . ?
N1 C1 1.338(5) . ?
N2 C1 1.343(5) . ?
C1 C10 1.474(6) . ?
C10 C11 1.387(6) . ?
C10 C15 1.396(6) . ?
C11 C12 1.384(6) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(6) . ?
C12 H12 0.9500 . ?
C13 C14 1.380(6) . ?
C13 C16 1.491(6) . ?
C14 C15 1.382(6) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 F12 1.317(5) . ?
C16 F11 1.340(5) . ?
C16 F10 1.348(5) . ?
S3 N3 1.631(4) . ?
S3 S4 2.0841(18) . ?
S4 N4 1.634(4) . ?
N3 C2 1.339(6) . ?
N4 C2 1.332(5) . ?
C2 C20 1.477(6) . ?
C20 C25 1.382(6) . ?
C20 C21 1.387(6) . ?
C21 C22 1.390(6) . ?
C21 H21 0.9500 . ?
C22 C23 1.383(6) . ?
C22 H22 0.9500 . ?
C24 C25 1.378(6) . ?
C24 C23 1.392(6) . ?
C24 H24 0.9500 . ?
C23 C26 1.488(6) . ?
C25 H25 0.9500 . ?
C26 F21 1.335(5) . ?
C26 F22 1.336(5) . ?
C26 F20 1.342(5) . ?
S5 N5 1.637(4) . ?
S5 S6 2.0881(17) . ?
S6 N6 1.623(4) . ?
N5 C3 1.337(5) . ?
N6 C3 1.339(5) . ?
C3 C30 1.467(6) . ?
C30 C35 1.390(6) . ?
C30 C31 1.391(6) . ?
C34 C33 1.377(6) . ?
C34 C35 1.390(6) . ?
C34 H34 0.9500 . ?
C32 C31 1.363(6) . ?
C32 C33 1.387(6) . ?
C32 H32 0.9500 . ?
C33 C36A 1.494(16) . ?
C33 C36 1.498(9) . ?
C31 H31 0.9500 . ?
C35 H35 0.9500 . ?
C36 F32 1.318(8) . ?
C36 F30 1.337(8) . ?
C36 F31 1.337(8) . ?
C36A F32A 1.319(13) . ?
C36A F30A 1.331(14) . ?
C36A F31A 1.332(14) . ?
S7 N7 1.641(4) . ?
S7 S8 2.0803(17) . ?
S8 N8 1.622(4) . ?
N7 C4 1.338(5) . ?
N8 C4 1.338(5) . ?
C4 C40 1.484(6) . ?
C43 C44 1.380(6) . ?
C43 C42 1.382(6) . ?
C43 C46 1.499(10) . ?
C43 C46A 1.502(14) . ?
C40 C45 1.387(6) . ?
C40 C41 1.391(6) . ?
C45 C44 1.386(6) . ?
C45 H45 0.9500 . ?
C42 C41 1.382(6) . ?
C42 H42 0.9500 . ?
C44 H44 0.9500 . ?
C41 H41 0.9500 . ?
C46 F42 1.332(10) . ?
C46 F41 1.339(9) . ?
C46 F40 1.351(10) . ?
C46A F41A 1.317(13) . ?
C46A F42A 1.329(13) . ?
C46A F40A 1.336(13) . ?
S9 N9 1.626(4) . ?
S9 S10 2.0884(18) . ?
S10 N10 1.625(4) . ?
N9 C5 1.329(5) . ?
N10 C5 1.328(5) . ?
C5 C50 1.486(6) . ?
C51 C50 1.380(6) . ?
C51 C52 1.389(6) . ?
C51 H51 0.9500 . ?
C52 C53 1.377(6) . ?
C52 H52 0.9500 . ?
C50 C55 1.391(6) . ?
C53 C54 1.395(6) . ?
C53 C56 1.482(6) . ?
C54 C55 1.380(6) . ?
C54 H54 0.9500 . ?
C55 H55 0.9500 . ?
C56 F50 1.318(5) . ?
C56 F51 1.323(5) . ?
C56 F52 1.342(5) . ?
S11 N11 1.628(4) . ?
S11 S12 2.0758(17) . ?
S12 N12 1.636(4) . ?
N11 C6 1.339(5) . ?
N12 C6 1.338(5) . ?
C6 C60 1.482(6) . ?
C63 C64 1.386(6) . ?
C63 C62 1.389(6) . ?
C63 C66 1.484(6) . ?
C60 C65 1.387(6) . ?
C60 C61 1.387(6) . ?
C61 C62 1.379(6) . ?
C61 H61 0.9500 . ?
C62 H62 0.9500 . ?
C64 C65 1.379(6) . ?
C64 H64 0.9500 . ?
C66 F61 1.331(5) . ?
C66 F60 1.336(5) . ?
C66 F62 1.340(5) . ?
C65 H65 0.9500 . ?
S13 N13 1.629(4) . ?
S13 S14 2.0785(18) . ?
S14 N14 1.623(4) . ?
N13 C7 1.344(5) . ?
N14 C7 1.337(5) . ?
C7 C70 1.477(6) . ?
C70 C71 1.394(6) . ?
C70 C75 1.397(6) . ?
C73 C72 1.384(6) . ?
C73 C74 1.387(6) . ?
C73 C76 1.501(6) . ?
C71 C72 1.374(6) . ?
C71 H71 0.9500 . ?
C74 C75 1.366(6) . ?
C74 H74 0.9500 . ?
C72 H72 0.9500 . ?
C75 H75 0.9500 . ?
C76 F72 1.321(5) . ?
C76 F71 1.334(5) . ?
C76 F70 1.346(6) . ?
S15 N15 1.641(4) . ?
S15 S16 2.0846(17) . ?
S16 N16 1.619(4) . ?
N15 C8 1.337(6) . ?
N16 C8 1.337(6) . ?
C8 C80 1.484(6) . ?
C80 C81 1.391(6) . ?
C80 C85 1.395(6) . ?
C83 C84 1.376(6) . ?
C83 C82 1.385(6) . ?
C83 C86 1.505(6) . ?
C81 C82 1.377(6) . ?
C81 H81 0.9500 . ?
C84 C85 1.376(6) . ?
C84 H84 0.9500 . ?
C85 H85 0.9500 . ?
C86 F82 1.323(5) . ?
C86 F80 1.342(5) . ?
C86 F81 1.345(5) . ?
C82 H82 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
N1 S1 S2 94.35(15) . . ?
N2 S2 S1 94.57(14) . . ?
C1 N1 S1 114.9(3) . . ?
C1 N2 S2 114.4(3) . . ?
N1 C1 N2 121.7(4) . . ?
N1 C1 C10 117.2(4) . . ?
N2 C1 C10 121.1(4) . . ?
C11 C10 C15 119.2(4) . . ?
C11 C10 C1 119.5(4) . . ?
C15 C10 C1 121.3(4) . . ?
C12 C11 C10 120.6(4) . . ?
C12 C11 H11 119.7 . . ?
C10 C11 H11 119.7 . . ?
C13 C12 C11 119.7(4) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C14 C13 C12 120.2(4) . . ?
C14 C13 C16 120.2(4) . . ?
C12 C13 C16 119.5(4) . . ?
C13 C14 C15 120.3(4) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C10 119.9(4) . . ?
C14 C15 H15 120.1 . . ?
C10 C15 H15 120.1 . . ?
F12 C16 F11 106.9(4) . . ?
F12 C16 F10 106.3(4) . . ?
F11 C16 F10 104.7(4) . . ?
F12 C16 C13 113.5(4) . . ?
F11 C16 C13 112.4(4) . . ?
F10 C16 C13 112.4(4) . . ?
N3 S3 S4 94.18(15) . . ?
N4 S4 S3 94.89(15) . . ?
C2 N3 S3 114.5(3) . . ?
C2 N4 S4 113.8(3) . . ?
N4 C2 N3 122.6(4) . . ?
N4 C2 C20 119.1(4) . . ?
N3 C2 C20 118.3(4) . . ?
C25 C20 C21 119.6(4) . . ?
C25 C20 C2 120.4(4) . . ?
C21 C20 C2 120.0(4) . . ?
C20 C21 C22 120.9(4) . . ?
C20 C21 H21 119.6 . . ?
C22 C21 H21 119.6 . . ?
C23 C22 C21 118.8(4) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
C25 C24 C23 119.9(4) . . ?
C25 C24 H24 120.1 . . ?
C23 C24 H24 120.1 . . ?
C22 C23 C24 120.6(4) . . ?
C22 C23 C26 121.1(4) . . ?
C24 C23 C26 118.2(4) . . ?
C24 C25 C20 120.3(4) . . ?
C24 C25 H25 119.9 . . ?
C20 C25 H25 119.9 . . ?
F21 C26 F22 106.5(4) . . ?
F21 C26 F20 106.1(4) . . ?
F22 C26 F20 106.2(4) . . ?
F21 C26 C23 113.8(4) . . ?
F22 C26 C23 111.3(4) . . ?
F20 C26 C23 112.4(4) . . ?
N5 S5 S6 94.68(15) . . ?
N6 S6 S5 94.13(14) . . ?
C3 N5 S5 113.9(3) . . ?
C3 N6 S6 115.1(3) . . ?
N5 C3 N6 122.0(4) . . ?
N5 C3 C30 119.3(4) . . ?
N6 C3 C30 118.7(4) . . ?
C35 C30 C31 118.9(4) . . ?
C35 C30 C3 121.5(4) . . ?
C31 C30 C3 119.6(4) . . ?
C33 C34 C35 120.1(5) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C31 C32 C33 119.5(5) . . ?
C31 C32 H32 120.2 . . ?
C33 C32 H32 120.2 . . ?
C34 C33 C32 120.3(4) . . ?
C34 C33 C36A 114.7(7) . . ?
C32 C33 C36A 124.9(7) . . ?
C34 C33 C36 123.2(5) . . ?
C32 C33 C36 116.4(5) . . ?
C32 C31 C30 121.4(4) . . ?
C32 C31 H31 119.3 . . ?
C30 C31 H31 119.3 . . ?
C30 C35 C34 119.8(5) . . ?
C30 C35 H35 120.1 . . ?
C34 C35 H35 120.1 . . ?
F32 C36 F30 106.3(6) . . ?
F32 C36 F31 106.5(6) . . ?
F30 C36 F31 103.3(6) . . ?
F32 C36 C33 113.2(6) . . ?
F30 C36 C33 112.0(6) . . ?
F31 C36 C33 114.8(6) . . ?
F32A C36A F30A 107.1(11) . . ?
F32A C36A F31A 107.4(11) . . ?
F30A C36A F31A 107.7(11) . . ?
F32A C36A C33 117.0(11) . . ?
F30A C36A C33 109.4(11) . . ?
F31A C36A C33 107.8(10) . . ?
N7 S7 S8 94.95(15) . . ?
N8 S8 S7 94.51(14) . . ?
C4 N7 S7 113.2(3) . . ?
C4 N8 S8 114.5(3) . . ?
N7 C4 N8 122.8(4) . . ?
N7 C4 C40 119.3(4) . . ?
N8 C4 C40 117.9(4) . . ?
C44 C43 C42 120.5(4) . . ?
C44 C43 C46 122.9(6) . . ?
C42 C43 C46 116.5(5) . . ?
C44 C43 C46A 115.2(6) . . ?
C42 C43 C46A 124.0(7) . . ?
C45 C40 C41 119.6(4) . . ?
C45 C40 C4 118.3(4) . . ?
C41 C40 C4 122.1(4) . . ?
C44 C45 C40 120.3(4) . . ?
C44 C45 H45 119.9 . . ?
C40 C45 H45 119.9 . . ?
C41 C42 C43 120.0(4) . . ?
C41 C42 H42 120.0 . . ?
C43 C42 H42 120.0 . . ?
C43 C44 C45 119.6(5) . . ?
C43 C44 H44 120.2 . . ?
C45 C44 H44 120.2 . . ?
C42 C41 C40 119.9(4) . . ?
C42 C41 H41 120.0 . . ?
C40 C41 H41 120.0 . . ?
F42 C46 F41 105.7(7) . . ?
F42 C46 F40 105.7(8) . . ?
F41 C46 F40 106.1(8) . . ?
F42 C46 C43 113.6(7) . . ?
F41 C46 C43 114.5(7) . . ?
F40 C46 C43 110.7(8) . . ?
F41A C46A F42A 107.3(10) . . ?
F41A C46A F40A 106.8(11) . . ?
F42A C46A F40A 105.3(10) . . ?
F41A C46A C43 110.2(10) . . ?
F42A C46A C43 112.6(10) . . ?
F40A C46A C43 114.2(13) . . ?
N9 S9 S10 94.02(15) . . ?
N10 S10 S9 94.60(15) . . ?
C5 N9 S9 114.5(3) . . ?
C5 N10 S10 114.0(3) . . ?
N10 C5 N9 122.8(4) . . ?
N10 C5 C50 119.0(4) . . ?
N9 C5 C50 118.2(4) . . ?
C50 C51 C52 120.5(5) . . ?
C50 C51 H51 119.8 . . ?
C52 C51 H51 119.8 . . ?
C53 C52 C51 119.6(5) . . ?
C53 C52 H52 120.2 . . ?
C51 C52 H52 120.2 . . ?
C51 C50 C55 119.9(4) . . ?
C51 C50 C5 119.7(4) . . ?
C55 C50 C5 120.4(4) . . ?
C52 C53 C54 120.2(4) . . ?
C52 C53 C56 120.9(5) . . ?
C54 C53 C56 118.8(4) . . ?
C55 C54 C53 119.9(4) . . ?
C55 C54 H54 120.1 . . ?
C53 C54 H54 120.1 . . ?
C54 C55 C50 119.9(5) . . ?
C54 C55 H55 120.0 . . ?
C50 C55 H55 120.0 . . ?
F50 C56 F51 107.5(4) . . ?
F50 C56 F52 105.9(4) . . ?
F51 C56 F52 103.9(4) . . ?
F50 C56 C53 113.4(4) . . ?
F51 C56 C53 113.0(4) . . ?
F52 C56 C53 112.5(4) . . ?
N11 S11 S12 94.27(15) . . ?
N12 S12 S11 95.15(14) . . ?
C6 N11 S11 114.7(3) . . ?
C6 N12 S12 113.6(3) . . ?
N12 C6 N11 122.2(4) . . ?
N12 C6 C60 120.8(4) . . ?
N11 C6 C60 116.9(4) . . ?
C64 C63 C62 118.6(4) . . ?
C64 C63 C66 123.2(4) . . ?
C62 C63 C66 118.1(4) . . ?
C65 C60 C61 119.5(4) . . ?
C65 C60 C6 122.0(4) . . ?
C61 C60 C6 118.6(4) . . ?
C62 C61 C60 120.3(4) . . ?
C62 C61 H61 119.9 . . ?
C60 C61 H61 119.9 . . ?
C61 C62 C63 120.7(5) . . ?
C61 C62 H62 119.7 . . ?
C63 C62 H62 119.7 . . ?
C65 C64 C63 121.1(5) . . ?
C65 C64 H64 119.5 . . ?
C63 C64 H64 119.5 . . ?
F61 C66 F60 107.0(4) . . ?
F61 C66 F62 107.3(4) . . ?
F60 C66 F62 105.1(4) . . ?
F61 C66 C63 113.5(4) . . ?
F60 C66 C63 111.4(4) . . ?
F62 C66 C63 112.0(4) . . ?
C64 C65 C60 119.9(4) . . ?
C64 C65 H65 120.0 . . ?
C60 C65 H65 120.0 . . ?
N13 S13 S14 95.20(15) . . ?
N14 S14 S13 94.61(15) . . ?
C7 N13 S13 113.1(3) . . ?
C7 N14 S14 114.0(3) . . ?
N14 C7 N13 123.0(4) . . ?
N14 C7 C70 118.8(4) . . ?
N13 C7 C70 118.2(4) . . ?
C71 C70 C75 119.0(4) . . ?
C71 C70 C7 120.4(4) . . ?
C75 C70 C7 120.7(4) . . ?
C72 C73 C74 120.1(4) . . ?
C72 C73 C76 117.9(4) . . ?
C74 C73 C76 122.0(4) . . ?
C72 C71 C70 119.7(4) . . ?
C72 C71 H71 120.1 . . ?
C70 C71 H71 120.1 . . ?
C75 C74 C73 119.4(4) . . ?
C75 C74 H74 120.3 . . ?
C73 C74 H74 120.3 . . ?
C71 C72 C73 120.6(4) . . ?
C71 C72 H72 119.7 . . ?
C73 C72 H72 119.7 . . ?
C74 C75 C70 121.2(4) . . ?
C74 C75 H75 119.4 . . ?
C70 C75 H75 119.4 . . ?
F72 C76 F71 106.2(4) . . ?
F72 C76 F70 108.6(4) . . ?
F71 C76 F70 105.6(4) . . ?
F72 C76 C73 112.1(4) . . ?
F71 C76 C73 112.1(4) . . ?
F70 C76 C73 111.9(4) . . ?
N15 S15 S16 94.81(14) . . ?
N16 S16 S15 94.24(15) . . ?
C8 N15 S15 113.5(3) . . ?
C8 N16 S16 115.1(3) . . ?
N15 C8 N16 122.3(4) . . ?
N15 C8 C80 120.4(4) . . ?
N16 C8 C80 117.3(4) . . ?
C81 C80 C85 119.6(4) . . ?
C81 C80 C8 121.1(4) . . ?
C85 C80 C8 119.2(4) . . ?
C84 C83 C82 120.7(4) . . ?
C84 C83 C86 118.9(4) . . ?
C82 C83 C86 120.4(4) . . ?
C82 C81 C80 120.3(4) . . ?
C82 C81 H81 119.9 . . ?
C80 C81 H81 119.9 . . ?
C83 C84 C85 120.2(4) . . ?
C83 C84 H84 119.9 . . ?
C85 C84 H84 119.9 . . ?
C84 C85 C80 119.7(4) . . ?
C84 C85 H85 120.2 . . ?
C80 C85 H85 120.2 . . ?
F82 C86 F80 106.5(4) . . ?
F82 C86 F81 107.2(4) . . ?
F80 C86 F81 104.3(4) . . ?
F82 C86 C83 113.6(4) . . ?
F80 C86 C83 112.2(4) . . ?
F81 C86 C83 112.4(4) . . ?
C81 C82 C83 119.5(4) . . ?
C81 C82 H82 120.3 . . ?
C83 C82 H82 120.3 . . ?

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
S2 S1 N1 C1 1.3(3) . . . . ?
S1 S2 N2 C1 2.3(3) . . . . ?
S1 N1 C1 N2 0.1(5) . . . . ?
S1 N1 C1 C10 178.0(3) . . . . ?
S2 N2 C1 N1 -2.0(5) . . . . ?
S2 N2 C1 C10 -179.8(3) . . . . ?
N1 C1 C10 C11 17.2(6) . . . . ?
N2 C1 C10 C11 -164.9(4) . . . . ?
N1 C1 C10 C15 -161.7(4) . . . . ?
N2 C1 C10 C15 16.2(6) . . . . ?
C15 C10 C11 C12 2.3(6) . . . . ?
C1 C10 C11 C12 -176.7(4) . . . . ?
C10 C11 C12 C13 -0.5(7) . . . . ?
C11 C12 C13 C14 -1.3(7) . . . . ?
C11 C12 C13 C16 176.9(4) . . . . ?
C12 C13 C14 C15 1.3(7) . . . . ?
C16 C13 C14 C15 -176.9(4) . . . . ?
C13 C14 C15 C10 0.5(7) . . . . ?
C11 C10 C15 C14 -2.3(6) . . . . ?
C1 C10 C15 C14 176.7(4) . . . . ?
C14 C13 C16 F12 -29.7(6) . . . . ?
C12 C13 C16 F12 152.1(4) . . . . ?
C14 C13 C16 F11 91.8(5) . . . . ?
C12 C13 C16 F11 -86.4(5) . . . . ?
C14 C13 C16 F10 -150.3(4) . . . . ?
C12 C13 C16 F10 31.4(6) . . . . ?
S4 S3 N3 C2 -0.6(3) . . . . ?
S3 S4 N4 C2 -2.4(3) . . . . ?
S4 N4 C2 N3 2.6(6) . . . . ?
S4 N4 C2 C20 -175.8(3) . . . . ?
S3 N3 C2 N4 -1.1(6) . . . . ?
S3 N3 C2 C20 177.3(3) . . . . ?
N4 C2 C20 C25 13.5(6) . . . . ?
N3 C2 C20 C25 -164.9(4) . . . . ?
N4 C2 C20 C21 -168.4(4) . . . . ?
N3 C2 C20 C21 13.1(6) . . . . ?
C25 C20 C21 C22 2.7(7) . . . . ?
C2 C20 C21 C22 -175.3(4) . . . . ?
C20 C21 C22 C23 -0.4(7) . . . . ?
C21 C22 C23 C24 -1.4(7) . . . . ?
C21 C22 C23 C26 175.5(4) . . . . ?
C25 C24 C23 C22 0.8(7) . . . . ?
C25 C24 C23 C26 -176.1(4) . . . . ?
C23 C24 C25 C20 1.5(7) . . . . ?
C21 C20 C25 C24 -3.3(7) . . . . ?
C2 C20 C25 C24 174.8(4) . . . . ?
C22 C23 C26 F21 1.6(7) . . . . ?
C24 C23 C26 F21 178.5(4) . . . . ?
C22 C23 C26 F22 -118.7(5) . . . . ?
C24 C23 C26 F22 58.2(6) . . . . ?
C22 C23 C26 F20 122.3(5) . . . . ?
C24 C23 C26 F20 -60.8(6) . . . . ?
S6 S5 N5 C3 3.6(3) . . . . ?
S5 S6 N6 C3 2.7(3) . . . . ?
S5 N5 C3 N6 -2.6(6) . . . . ?
S5 N5 C3 C30 176.8(3) . . . . ?
S6 N6 C3 N5 -0.7(6) . . . . ?
S6 N6 C3 C30 179.9(3) . . . . ?
N5 C3 C30 C35 13.3(6) . . . . ?
N6 C3 C30 C35 -167.3(4) . . . . ?
N5 C3 C30 C31 -167.5(4) . . . . ?
N6 C3 C30 C31 11.9(6) . . . . ?
C35 C34 C33 C32 -1.1(7) . . . . ?
C35 C34 C33 C36A -176.9(7) . . . . ?
C35 C34 C33 C36 -178.2(5) . . . . ?
C31 C32 C33 C34 0.4(7) . . . . ?
C31 C32 C33 C36A 175.8(8) . . . . ?
C31 C32 C33 C36 177.7(5) . . . . ?
C33 C32 C31 C30 -0.3(7) . . . . ?
C35 C30 C31 C32 0.7(7) . . . . ?
C3 C30 C31 C32 -178.5(4) . . . . ?
C31 C30 C35 C34 -1.4(6) . . . . ?
C3 C30 C35 C34 177.9(4) . . . . ?
C33 C34 C35 C30 1.6(7) . . . . ?
C34 C33 C36 F32 -21.5(9) . . . . ?
C32 C33 C36 F32 161.4(6) . . . . ?
C34 C33 C36 F30 98.6(7) . . . . ?
C32 C33 C36 F30 -78.5(7) . . . . ?
C34 C33 C36 F31 -144.0(6) . . . . ?
C32 C33 C36 F31 38.8(8) . . . . ?
C34 C33 C36A F32A 31.7(13) . . . . ?
C32 C33 C36A F32A -143.9(9) . . . . ?
C34 C33 C36A F30A 153.7(9) . . . . ?
C32 C33 C36A F30A -21.8(14) . . . . ?
C34 C33 C36A F31A -89.4(10) . . . . ?
C32 C33 C36A F31A 95.1(10) . . . . ?
S8 S7 N7 C4 -0.4(3) . . . . ?
S7 S8 N8 C4 -0.3(3) . . . . ?
S7 N7 C4 N8 0.4(6) . . . . ?
S7 N7 C4 C40 -178.2(3) . . . . ?
S8 N8 C4 N7 0.0(6) . . . . ?
S8 N8 C4 C40 178.5(3) . . . . ?
N7 C4 C40 C45 -172.9(4) . . . . ?
N8 C4 C40 C45 8.5(6) . . . . ?
N7 C4 C40 C41 7.3(6) . . . . ?
N8 C4 C40 C41 -171.3(4) . . . . ?
C41 C40 C45 C44 2.3(7) . . . . ?
C4 C40 C45 C44 -177.5(4) . . . . ?
C44 C43 C42 C41 0.9(7) . . . . ?
C46 C43 C42 C41 -178.8(5) . . . . ?
C46A C43 C42 C41 -173.7(7) . . . . ?
C42 C43 C44 C45 -0.5(7) . . . . ?
C46 C43 C44 C45 179.3(6) . . . . ?
C46A C43 C44 C45 174.6(7) . . . . ?
C40 C45 C44 C43 -1.1(7) . . . . ?
C43 C42 C41 C40 0.2(7) . . . . ?
C45 C40 C41 C42 -1.9(7) . . . . ?
C4 C40 C41 C42 178.0(4) . . . . ?
C44 C43 C46 F42 -119.1(8) . . . . ?
C42 C43 C46 F42 60.6(9) . . . . ?
C44 C43 C46 F41 119.4(9) . . . . ?
C42 C43 C46 F41 -60.8(10) . . . . ?
C44 C43 C46 F40 -0.5(11) . . . . ?
C42 C43 C46 F40 179.3(7) . . . . ?
C44 C43 C46A F41A 156.0(10) . . . . ?
C42 C43 C46A F41A -29.1(14) . . . . ?
C44 C43 C46A F42A -84.3(11) . . . . ?
C42 C43 C46A F42A 90.7(11) . . . . ?
C44 C43 C46A F40A 35.8(14) . . . . ?
C42 C43 C46A F40A -149.3(10) . . . . ?
S10 S9 N9 C5 -0.1(3) . . . . ?
S9 S10 N10 C5 -1.6(3) . . . . ?
S10 N10 C5 N9 2.0(6) . . . . ?
S10 N10 C5 C50 -178.2(3) . . . . ?
S9 N9 C5 N10 -1.1(6) . . . . ?
S9 N9 C5 C50 179.1(3) . . . . ?
C50 C51 C52 C53 0.1(7) . . . . ?
C52 C51 C50 C55 -0.8(7) . . . . ?
C52 C51 C50 C5 179.9(4) . . . . ?
N10 C5 C50 C51 -179.7(4) . . . . ?
N9 C5 C50 C51 0.0(6) . . . . ?
N10 C5 C50 C55 1.0(6) . . . . ?
N9 C5 C50 C55 -179.3(4) . . . . ?
C51 C52 C53 C54 0.8(7) . . . . ?
C51 C52 C53 C56 -178.6(4) . . . . ?
C52 C53 C54 C55 -1.1(7) . . . . ?
C56 C53 C54 C55 178.4(4) . . . . ?
C53 C54 C55 C50 0.4(7) . . . . ?
C51 C50 C55 C54 0.6(7) . . . . ?
C5 C50 C55 C54 179.9(4) . . . . ?
C52 C53 C56 F50 -7.7(7) . . . . ?
C54 C53 C56 F50 172.8(4) . . . . ?
C52 C53 C56 F51 114.9(5) . . . . ?
C54 C53 C56 F51 -64.6(6) . . . . ?
C52 C53 C56 F52 -127.9(5) . . . . ?
C54 C53 C56 F52 52.6(6) . . . . ?
S12 S11 N11 C6 0.2(3) . . . . ?
S11 S12 N12 C6 0.6(3) . . . . ?
S12 N12 C6 N11 -0.6(6) . . . . ?
S12 N12 C6 C60 177.5(3) . . . . ?
S11 N11 C6 N12 0.2(6) . . . . ?
S11 N11 C6 C60 -178.0(3) . . . . ?
N12 C6 C60 C65 3.9(7) . . . . ?
N11 C6 C60 C65 -177.9(4) . . . . ?
N12 C6 C60 C61 -174.6(4) . . . . ?
N11 C6 C60 C61 3.6(6) . . . . ?
C65 C60 C61 C62 0.5(7) . . . . ?
C6 C60 C61 C62 179.0(4) . . . . ?
C60 C61 C62 C63 0.1(7) . . . . ?
C64 C63 C62 C61 -1.2(7) . . . . ?
C66 C63 C62 C61 -179.1(4) . . . . ?
C62 C63 C64 C65 1.7(7) . . . . ?
C66 C63 C64 C65 179.5(4) . . . . ?
C64 C63 C66 F61 6.5(7) . . . . ?
C62 C63 C66 F61 -175.6(4) . . . . ?
C64 C63 C66 F60 127.3(5) . . . . ?
C62 C63 C66 F60 -54.8(6) . . . . ?
C64 C63 C66 F62 -115.2(5) . . . . ?
C62 C63 C66 F62 62.6(6) . . . . ?
C63 C64 C65 C60 -1.2(7) . . . . ?
C61 C60 C65 C64 0.1(7) . . . . ?
C6 C60 C65 C64 -178.4(4) . . . . ?
S14 S13 N13 C7 -1.3(3) . . . . ?
S13 S14 N14 C7 -1.2(3) . . . . ?
S14 N14 C7 N13 0.6(6) . . . . ?
S14 N14 C7 C70 178.5(3) . . . . ?
S13 N13 C7 N14 0.7(6) . . . . ?
S13 N13 C7 C70 -177.3(3) . . . . ?
N14 C7 C70 C71 -160.8(4) . . . . ?
N13 C7 C70 C71 17.2(6) . . . . ?
N14 C7 C70 C75 18.9(6) . . . . ?
N13 C7 C70 C75 -163.1(4) . . . . ?
C75 C70 C71 C72 -1.0(7) . . . . ?
C7 C70 C71 C72 178.7(4) . . . . ?
C72 C73 C74 C75 -0.2(7) . . . . ?
C76 C73 C74 C75 -179.3(4) . . . . ?
C70 C71 C72 C73 1.3(7) . . . . ?
C74 C73 C72 C71 -0.7(7) . . . . ?
C76 C73 C72 C71 178.5(4) . . . . ?
C73 C74 C75 C70 0.5(7) . . . . ?
C71 C70 C75 C74 0.1(7) . . . . ?
C7 C70 C75 C74 -179.6(4) . . . . ?
C72 C73 C76 F72 42.8(6) . . . . ?
C74 C73 C76 F72 -138.1(5) . . . . ?
C72 C73 C76 F71 -76.6(5) . . . . ?
C74 C73 C76 F71 102.6(5) . . . . ?
C72 C73 C76 F70 165.0(4) . . . . ?
C74 C73 C76 F70 -15.9(6) . . . . ?
S16 S15 N15 C8 1.7(3) . . . . ?
S15 S16 N16 C8 1.5(3) . . . . ?
S15 N15 C8 N16 -1.0(6) . . . . ?
S15 N15 C8 C80 179.2(3) . . . . ?
S16 N16 C8 N15 -0.7(6) . . . . ?
S16 N16 C8 C80 179.1(3) . . . . ?
N15 C8 C80 C81 20.1(6) . . . . ?
N16 C8 C80 C81 -159.7(4) . . . . ?
N15 C8 C80 C85 -161.7(4) . . . . ?
N16 C8 C80 C85 18.5(6) . . . . ?
C85 C80 C81 C82 -0.9(6) . . . . ?
C8 C80 C81 C82 177.3(4) . . . . ?
C82 C83 C84 C85 -0.1(7) . . . . ?
C86 C83 C84 C85 177.0(4) . . . . ?
C83 C84 C85 C80 -1.0(7) . . . . ?
C81 C80 C85 C84 1.5(6) . . . . ?
C8 C80 C85 C84 -176.8(4) . . . . ?
C84 C83 C86 F82 156.9(4) . . . . ?
C82 C83 C86 F82 -26.0(6) . . . . ?
C84 C83 C86 F80 -82.2(5) . . . . ?
C82 C83 C86 F80 94.9(5) . . . . ?
C84 C83 C86 F81 35.0(6) . . . . ?
C82 C83 C86 F81 -147.9(4) . . . . ?
C80 C81 C82 C83 -0.2(6) . . . . ?
C84 C83 C82 C81 0.7(7) . . . . ?
C86 C83 C82 C81 -176.3(4) . . . . ?

_refine_diff_density_max         0.470
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.097

# start Validation Reply Form
_vrf_PLAT112_1                   
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem.        I         87 %Fit  
RESPONSE: This was tested in PLATON with ADDSYM and NEWSYM. These report no
difficulties with the P-1 space group choice and no alternatives of higher 
symmetry.
;

_shelxl_version_number           2014/6


_exptl_crystal_recrystallization_method Sublimation
_chemical_compound_source        No.
####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1452130'
_audit_update_record             
;
2016-02-07 deposited with the CCDC.
2016-03-14 downloaded from the CCDC.
;
#  Shelx code:  rb06003

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
"2,7-bis[4-(trifluoromethyl)phenyl]-4/l4,5/l4,9/l4,10/l4-tetrathieto[1,2-a:3,4-a']bis[1,2,3,5]dithiadiazole triphenylstibine"
_chemical_name_common            
;
 4-(4-Trifluoromethylphenyl)-1,2,3,5-dithiadiazolyl triphenylstibine 2:1
;
_chemical_melting_point          .
_chemical_formula_moiety         '2(C8 H4 F3 N2 S2), C18 H15 Sb'
_chemical_formula_sum            'C34 H23 F6 N4 S4 Sb'
_chemical_formula_weight         851.55

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'
N N 0.0061 0.0033 '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'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4543(10)
_cell_length_b                   11.7399(10)
_cell_length_c                   13.9480(12)
_cell_angle_alpha                73.3640(10)
_cell_angle_beta                 73.2470(10)
_cell_angle_gamma                82.5790(10)
_cell_volume                     1718.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    263(2)
_cell_measurement_reflns_used    14025
_cell_measurement_theta_min      2.76
_cell_measurement_theta_max      26.37

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_diffrn_ambient_pressure         101
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.28
_exptl_absorpt_coefficient_mu    1.110
_shelx_estimated_absorpt_T_min   0.682
_shelx_estimated_absorpt_T_max   0.746
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.71700
_exptl_absorpt_correction_T_max  0.90000
_exptl_absorpt_process_details   
; 
SADABS (Bruker, 2008)
;
_exptl_special_details           
; 
 A crystal coated in Paratone (TM) oil was mounted on the end of a fine
 glass capillary and cooled in the gas stream of the diffractometer
 Kryoflex device. To avoid difficulties with phase changes typical for
 dithiadiazolyls, only a moderate temperature was employed, enough to
 fix the crystal in location but so low as to risk phase change.
;


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1.00 -1.00 0.00 0.2400
-1.00 1.00 0.00 0.1300
0.00 -1.00 0.00 0.2100
0.00 1.00 0.00 0.1100
1.00 1.00 0.00 0.1500
-1.00 -1.00 0.00 0.1700
0.00 -1.00 -1.00 0.2000
0.00 1.00 1.00 0.1400
1.00 1.00 1.00 0.2000
-1.00 -1.00 -1.00 0.1600
1.00 0.00 -1.00 0.2200
-1.00 0.00 1.00 0.1800
-1.00 0.00 -1.00 0.1100
1.00 0.00 1.00 0.2000
1.00 0.00 0.00 0.2200
-1.00 0.00 0.00 0.1400
0.00 0.00 -1.00 0.1700
0.00 -1.00 1.00 0.1400
0.00 1.00 -1.00 0.1300
2.00 1.00 -1.00 0.1800
-2.00 -1.00 1.00 0.1700

_diffrn_ambient_temperature      263(2)
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker D8'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  
;
 Bruker ApexII CCD area-detector diffractometer
;
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 66.06
_diffrn_reflns_number            19773
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.813
_diffrn_reflns_theta_max         28.578
_diffrn_reflns_theta_full        25.250
_diffrn_measured_fraction_theta_max 0.914
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.914
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.914
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             8041
_reflns_number_gt                6733
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
 There is a negative K value in the analysis of variance of -0.254 but only
 for Fc/Fc(max) between 0 and 0.007. K is smooth and close to 1 for the full
 resolution range.
 Two strong reflections were omitted due to especially poor agreement.
;

_computing_data_collection       'APEX2 (Bruker, 2008)'
_computing_cell_refinement       'SAINT-Plus (Bruker, 2008)'
_computing_data_reduction        SAINT-Plus
_computing_structure_solution    'SHELXT (Sheldrick, 2014)'
# if use Dual Space, write: 'SHELXD (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2015)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2006)'
_computing_publication_material  'publCIF (Westrip, 2010)'
# Bruker (2008). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc., Madison
# Wisconsin, USA.
# Sheldrick, G. M. (2015). Acta Cryst. C71, 3-8.
# Sheldrick, G. M. (2013). University of Gottingen.
# Macrae, D. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P.,
# Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39,
# 453-457.
# Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.


_refine_special_details          
;
 There is typical rotational disorder of the F atoms of the CF3 groups. A two-
 part disorder model was developed and the occupancies refined. It was found
 necessary to include the CF3 carbon atom in the disorder, and to use 
 constraints on the C-F and F...F' distances. Thereupon the occupancies refined
 close to 50:50 for both independent CF3 groups as isotropic atoms. The
 occupancies were then fixed at 50:50 and anisotropic refinement using RIGU
 and ISOR constraints were required to get good-behaving CF3 groups. Note that
 the diffraction temperature was not very low, which also affects the size of
 the F displacement ellipsoids. 
 The restraints reported on validation were found necessary to deal with the
 CF3 disorder. All other parts of the geometry were well-behaved.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0418P)²+0.8007P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     itterative
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8041
_refine_ls_number_parameters     516
_refine_ls_number_restraints     594
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0313
_refine_ls_wR_factor_ref         0.0864
_refine_ls_wR_factor_gt          0.0789
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.249
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
S1 S 0.47312(7) 0.38405(7) 0.44609(5) 0.05929(16) Uani 1 1 d . U . . .
S2 S 0.52631(7) 0.26927(6) 0.34956(5) 0.05647(16) Uani 1 1 d . U . . .
N1 N 0.3712(2) 0.4590(2) 0.38851(17) 0.0544(5) Uani 1 1 d . U . . .
N2 N 0.42844(19) 0.32842(18) 0.28216(17) 0.0513(5) Uani 1 1 d . U . . .
C1 C 0.3610(2) 0.4204(2) 0.31011(18) 0.0460(5) Uani 1 1 d . U . . .
C2 C 0.2732(2) 0.4841(2) 0.25073(18) 0.0466(5) Uani 1 1 d . U . . .
C3 C 0.2450(3) 0.4361(2) 0.1803(2) 0.0570(6) Uani 1 1 d . U . . .
H3 H 0.2794 0.3620 0.1725 0.068 Uiso 1 1 calc R U . . .
C4 C 0.1668(3) 0.4969(3) 0.1221(2) 0.0639(7) Uani 1 1 d . U . . .
H4 H 0.1481 0.4638 0.0756 0.077 Uiso 1 1 calc R U . . .
C5 C 0.1160(2) 0.6074(3) 0.1329(2) 0.0584(6) Uani 1 1 d . U . . .
C6 C 0.1429(3) 0.6559(3) 0.2022(2) 0.0635(7) Uani 1 1 d . U . . .
H6 H 0.1085 0.7302 0.2094 0.076 Uiso 1 1 calc R U . . .
C7 C 0.2205(2) 0.5949(2) 0.2613(2) 0.0573(6) Uani 1 1 d . U . . .
H7 H 0.2377 0.6282 0.3084 0.069 Uiso 1 1 calc R U . . .
C8 C 0.0329(12) 0.6808(11) 0.0698(10) 0.078(3) Uani 0.5 1 d D U P A 1
F1 F 0.0310(7) 0.7942(5) 0.0596(7) 0.124(3) Uani 0.5 1 d D U P A 1
F2 F -0.0749(6) 0.6417(9) 0.1061(7) 0.157(4) Uani 0.5 1 d D U P A 1
F3 F 0.0673(9) 0.6713(8) -0.0265(6) 0.117(3) Uani 0.5 1 d D U P A 1
C8A C 0.0328(11) 0.6674(10) 0.0663(9) 0.073(3) Uani 0.5 1 d D U P A 2
F1A F -0.0392(7) 0.7517(9) 0.1000(6) 0.141(3) Uani 0.5 1 d D U P A 2
F2A F -0.0357(8) 0.5980(7) 0.0489(7) 0.127(2) Uani 0.5 1 d D U P A 2
F3A F 0.0939(7) 0.7216(7) -0.0279(5) 0.098(2) Uani 0.5 1 d D U P A 2
S11 S 0.66726(7) 0.55629(6) 0.30501(6) 0.06198(17) Uani 1 1 d . U . . .
S12 S 0.71713(6) 0.44830(6) 0.20162(6) 0.06131(17) Uani 1 1 d . U . . .
N11 N 0.5768(2) 0.64620(19) 0.24310(18) 0.0581(5) Uani 1 1 d . U . . .
N12 N 0.6319(2) 0.52534(19) 0.12771(17) 0.0572(5) Uani 1 1 d . U . . .
C11 C 0.5709(2) 0.6195(2) 0.15757(19) 0.0501(5) Uani 1 1 d . U . . .
C12 C 0.4962(2) 0.7002(2) 0.09222(18) 0.0489(5) Uani 1 1 d . U . . .
C13 C 0.4760(3) 0.6690(2) 0.0096(2) 0.0600(7) Uani 1 1 d . U . . .
H13 H 0.5075 0.5962 -0.0034 0.072 Uiso 1 1 calc R U . . .
C14 C 0.4099(3) 0.7449(3) -0.0529(2) 0.0644(7) Uani 1 1 d . U . . .
H14 H 0.3960 0.7229 -0.1075 0.077 Uiso 1 1 calc R U . . .
C15 C 0.3645(3) 0.8528(3) -0.0350(2) 0.0596(6) Uani 1 1 d . U . . .
C16 C 0.3834(3) 0.8845(3) 0.0472(2) 0.0689(8) Uani 1 1 d . U . . .
H16 H 0.3520 0.9576 0.0597 0.083 Uiso 1 1 calc R U . . .
C17 C 0.4487(3) 0.8083(2) 0.1108(2) 0.0629(7) Uani 1 1 d . U . . .
H17 H 0.4607 0.8298 0.1663 0.075 Uiso 1 1 calc R U . . .
C18 C 0.3050(10) 0.9376(11) -0.1103(9) 0.073(3) Uani 0.5 1 d D U P B 1
F11 F 0.2242(8) 1.0124(7) -0.0703(5) 0.136(3) Uani 0.5 1 d D U P B 1
F12 F 0.2420(6) 0.8910(9) -0.1547(7) 0.101(2) Uani 0.5 1 d D U P B 1
F13 F 0.3864(6) 0.9984(7) -0.1901(4) 0.114(2) Uani 0.5 1 d D U P B 1
C18A C 0.2942(13) 0.9399(12) -0.1037(10) 0.088(3) Uani 0.5 1 d D U P B 2
F11A F 0.1805(8) 0.9552(7) -0.0580(7) 0.120(2) Uani 0.5 1 d D U P B 2
F12A F 0.2964(7) 0.8987(9) -0.1844(6) 0.105(2) Uani 0.5 1 d D U P B 2
F13A F 0.3414(8) 1.0439(5) -0.1414(8) 0.150(3) Uani 0.5 1 d D U P B 2
Sb1 Sb 0.65841(2) 0.03013(2) 0.58082(2) 0.05276(7) Uani 1 1 d . U . . .
C20 C 0.7487(2) -0.0974(2) 0.49659(18) 0.0459(5) Uani 1 1 d . U . . .
C21 C 0.8361(2) -0.1831(2) 0.5274(2) 0.0554(6) Uani 1 1 d . U . . .
H21 H 0.8610 -0.1841 0.5855 0.067 Uiso 1 1 calc R U . . .
C22 C 0.8864(3) -0.2670(3) 0.4723(2) 0.0631(7) Uani 1 1 d . U . . .
H22 H 0.9445 -0.3240 0.4938 0.076 Uiso 1 1 calc R U . . .
C23 C 0.8505(3) -0.2662(3) 0.3856(2) 0.0624(7) Uani 1 1 d . U . . .
H23 H 0.8847 -0.3222 0.3485 0.075 Uiso 1 1 calc R U . . .
C24 C 0.7644(3) -0.1827(3) 0.3546(2) 0.0618(7) Uani 1 1 d . U . . .
H24 H 0.7400 -0.1822 0.2964 0.074 Uiso 1 1 calc R U . . .
C25 C 0.7137(2) -0.0993(2) 0.4093(2) 0.0559(6) Uani 1 1 d . U . . .
H25 H 0.6551 -0.0432 0.3875 0.067 Uiso 1 1 calc R U . . .
C30 C 0.7609(2) -0.0147(2) 0.69527(19) 0.0473(5) Uani 1 1 d . U . . .
C31 C 0.8667(2) 0.0394(2) 0.6833(2) 0.0553(6) Uani 1 1 d . U . . .
H31 H 0.8966 0.0985 0.6231 0.066 Uiso 1 1 calc R U . . .
C32 C 0.9284(3) 0.0066(3) 0.7598(2) 0.0612(7) Uani 1 1 d . U . . .
H32 H 0.9987 0.0444 0.7511 0.073 Uiso 1 1 calc R U . . .
C33 C 0.8863(3) -0.0817(3) 0.8486(2) 0.0653(7) Uani 1 1 d . U . . .
H33 H 0.9283 -0.1039 0.8996 0.078 Uiso 1 1 calc R U . . .
C34 C 0.7818(3) -0.1372(3) 0.8617(2) 0.0640(7) Uani 1 1 d . U . . .
H34 H 0.7537 -0.1975 0.9213 0.077 Uiso 1 1 calc R U . . .
C35 C 0.7188(3) -0.1033(2) 0.7862(2) 0.0547(6) Uani 1 1 d . U . . .
H35 H 0.6474 -0.1400 0.7962 0.066 Uiso 1 1 calc R U . . .
C40 C 0.7636(2) 0.1798(2) 0.48039(18) 0.0473(5) Uani 1 1 d . U . . .
C41 C 0.8515(2) 0.1743(2) 0.3888(2) 0.0552(6) Uani 1 1 d . U . . .
H41 H 0.8639 0.1048 0.3671 0.066 Uiso 1 1 calc R U . . .
C42 C 0.9207(3) 0.2708(2) 0.3299(2) 0.0601(6) Uani 1 1 d . U . . .
H42 H 0.9787 0.2662 0.2687 0.072 Uiso 1 1 calc R U . . .
C43 C 0.9036(3) 0.3745(2) 0.3619(2) 0.0598(6) Uani 1 1 d . U . . .
H43 H 0.9509 0.4391 0.3228 0.072 Uiso 1 1 calc R U . . .
C44 C 0.8159(3) 0.3815(2) 0.4524(2) 0.0568(6) Uani 1 1 d . U . . .
H44 H 0.8043 0.4508 0.4743 0.068 Uiso 1 1 calc R U . . .
C45 C 0.7457(2) 0.2856(2) 0.50997(19) 0.0512(5) Uani 1 1 d . U . . .
H45 H 0.6853 0.2919 0.5696 0.061 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
S1 N1 1.629(2) . ?
S1 S2 2.0865(9) . ?
S2 N2 1.629(2) . ?
N1 C1 1.336(3) . ?
N2 C1 1.330(3) . ?
C1 C2 1.479(3) . ?
C2 C3 1.390(3) . ?
C2 C7 1.391(4) . ?
C3 C4 1.376(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.373(4) . ?
C5 C8A 1.494(15) . ?
C5 C8 1.504(16) . ?
C6 C7 1.379(4) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 F2 1.282(11) . ?
C8 F1 1.295(11) . ?
C8 F3 1.320(11) . ?
C8A F1A 1.309(11) . ?
C8A F2A 1.313(11) . ?
C8A F3A 1.314(10) . ?
S11 N11 1.626(2) . ?
S11 S12 2.0972(10) . ?
S12 N12 1.629(2) . ?
N11 C11 1.339(3) . ?
N12 C11 1.334(3) . ?
C11 C12 1.485(4) . ?
C12 C17 1.380(4) . ?
C12 C13 1.390(3) . ?
C13 C14 1.375(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.368(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.382(4) . ?
C15 C18 1.483(16) . ?
C15 C18A 1.510(17) . ?
C16 C17 1.379(4) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 F11 1.308(10) . ?
C18 F13 1.318(10) . ?
C18 F12 1.325(11) . ?
C18A F11A 1.289(11) . ?
C18A F13A 1.303(11) . ?
C18A F12A 1.339(11) . ?
Sb1 C20 2.145(2) . ?
Sb1 C30 2.155(2) . ?
Sb1 C40 2.160(3) . ?
C20 C21 1.392(3) . ?
C20 C25 1.393(3) . ?
C21 C22 1.386(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.382(4) . ?
C22 H22 0.9300 . ?
C23 C24 1.369(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.380(4) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C30 C31 1.386(3) . ?
C30 C35 1.394(3) . ?
C31 C32 1.385(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.375(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.377(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.383(4) . ?
C34 H34 0.9300 . ?
C35 H35 0.9300 . ?
C40 C45 1.391(3) . ?
C40 C41 1.392(3) . ?
C41 C42 1.382(4) . ?
C41 H41 0.9300 . ?
C42 C43 1.385(4) . ?
C42 H42 0.9300 . ?
C43 C44 1.384(4) . ?
C43 H43 0.9300 . ?
C44 C45 1.380(4) . ?
C44 H44 0.9300 . ?
C45 H45 0.9300 . ?

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
N1 S1 S2 94.40(8) . . ?
N2 S2 S1 94.42(8) . . ?
C1 N1 S1 114.27(18) . . ?
C1 N2 S2 114.39(17) . . ?
N2 C1 N1 122.5(2) . . ?
N2 C1 C2 118.7(2) . . ?
N1 C1 C2 118.7(2) . . ?
C3 C2 C7 118.6(2) . . ?
C3 C2 C1 120.5(2) . . ?
C7 C2 C1 120.9(2) . . ?
C4 C3 C2 120.8(3) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 119.9(3) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 120.0(3) . . ?
C6 C5 C8A 123.7(5) . . ?
C4 C5 C8A 116.3(5) . . ?
C6 C5 C8 117.0(5) . . ?
C4 C5 C8 123.0(5) . . ?
C5 C6 C7 120.3(3) . . ?
C5 C6 H6 119.8 . . ?
C7 C6 H6 119.8 . . ?
C6 C7 C2 120.4(3) . . ?
C6 C7 H7 119.8 . . ?
C2 C7 H7 119.8 . . ?
F2 C8 F1 111.5(11) . . ?
F2 C8 F3 104.5(11) . . ?
F1 C8 F3 104.0(10) . . ?
F2 C8 C5 110.3(9) . . ?
F1 C8 C5 114.3(10) . . ?
F3 C8 C5 111.7(10) . . ?
F1A C8A F2A 107.4(10) . . ?
F1A C8A F3A 104.2(10) . . ?
F2A C8A F3A 102.7(10) . . ?
F1A C8A C5 113.3(9) . . ?
F2A C8A C5 116.4(9) . . ?
F3A C8A C5 111.7(9) . . ?
N11 S11 S12 94.56(8) . . ?
N12 S12 S11 94.12(8) . . ?
C11 N11 S11 114.21(19) . . ?
C11 N12 S12 114.57(19) . . ?
N12 C11 N11 122.5(2) . . ?
N12 C11 C12 119.1(2) . . ?
N11 C11 C12 118.4(2) . . ?
C17 C12 C13 119.1(3) . . ?
C17 C12 C11 120.6(2) . . ?
C13 C12 C11 120.3(2) . . ?
C14 C13 C12 120.5(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C15 C14 C13 120.1(3) . . ?
C15 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
C14 C15 C16 119.9(3) . . ?
C14 C15 C18 118.7(5) . . ?
C16 C15 C18 121.2(5) . . ?
C14 C15 C18A 121.7(5) . . ?
C16 C15 C18A 118.4(5) . . ?
C17 C16 C15 120.3(3) . . ?
C17 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
C16 C17 C12 120.1(3) . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
F11 C18 F13 108.8(10) . . ?
F11 C18 F12 102.3(11) . . ?
F13 C18 F12 103.0(9) . . ?
F11 C18 C15 113.9(9) . . ?
F13 C18 C15 111.2(9) . . ?
F12 C18 C15 116.6(10) . . ?
F11A C18A F13A 108.1(11) . . ?
F11A C18A F12A 105.9(11) . . ?
F13A C18A F12A 107.1(11) . . ?
F11A C18A C15 113.6(10) . . ?
F13A C18A C15 112.3(10) . . ?
F12A C18A C15 109.5(10) . . ?
C20 Sb1 C30 97.46(9) . . ?
C20 Sb1 C40 96.88(9) . . ?
C30 Sb1 C40 95.76(9) . . ?
C21 C20 C25 117.8(2) . . ?
C21 C20 Sb1 123.60(18) . . ?
C25 C20 Sb1 118.48(18) . . ?
C22 C21 C20 120.7(2) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 C21 120.2(3) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C22 119.8(3) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.3(3) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 121.2(2) . . ?
C24 C25 H25 119.4 . . ?
C20 C25 H25 119.4 . . ?
C31 C30 C35 118.2(2) . . ?
C31 C30 Sb1 123.56(19) . . ?
C35 C30 Sb1 118.21(18) . . ?
C32 C31 C30 120.8(3) . . ?
C32 C31 H31 119.6 . . ?
C30 C31 H31 119.6 . . ?
C33 C32 C31 120.3(3) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 119.8(3) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C33 C34 C35 120.1(3) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C34 C35 C30 120.8(3) . . ?
C34 C35 H35 119.6 . . ?
C30 C35 H35 119.6 . . ?
C45 C40 C41 118.3(2) . . ?
C45 C40 Sb1 118.64(18) . . ?
C41 C40 Sb1 123.04(18) . . ?
C42 C41 C40 120.8(2) . . ?
C42 C41 H41 119.6 . . ?
C40 C41 H41 119.6 . . ?
C41 C42 C43 120.1(2) . . ?
C41 C42 H42 119.9 . . ?
C43 C42 H42 119.9 . . ?
C44 C43 C42 119.7(3) . . ?
C44 C43 H43 120.2 . . ?
C42 C43 H43 120.2 . . ?
C45 C44 C43 120.0(2) . . ?
C45 C44 H44 120.0 . . ?
C43 C44 H44 120.0 . . ?
C44 C45 C40 121.1(2) . . ?
C44 C45 H45 119.4 . . ?
C40 C45 H45 119.4 . . ?

_refine_diff_density_max         0.664
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.058

_shelxl_version_number           2014/6

