# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 1548677'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
(S,S)-Bis(2-hydroxypropylthio)(ethylenedithio)
tetrathiafulvalene) chloride.H20
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H20 Cl O3 S8'
_chemical_formula_weight         528.23

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'
Cl Cl 0.1484 0.1585 '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'
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           1
_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'

_cell_length_a                   7.4332(12)
_cell_length_b                   12.5638(19)
_cell_length_c                   12.657(2)
_cell_angle_alpha                67.799(10)
_cell_angle_beta                 78.034(13)
_cell_angle_gamma                78.704(13)
_cell_volume                     1061.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3282
_cell_measurement_theta_min      1.77
_cell_measurement_theta_max      30.44
_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.653
_exptl_crystal_F_000             546
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    0.981
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?

_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_T_max  0.952

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.314
_diffrn_reflns_number            9051
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         2.006
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_full        26.000
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.687
_diffrn_reflns_point_group_measured_fraction_full 0.713
_reflns_number_total             6717
_reflns_number_gt                5136
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.441
_reflns_Friedel_fraction_max     0.421
_reflns_Friedel_fraction_full    0.455

_reflns_special_details          
;
 Data were apparently pre-merged, so _diffrn_reflns_number
 etc. will have to be added later.
 
 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       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
(O)H atomss were fixed and not refined.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0663P)²+0.3025P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1264 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(7)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         6717
_refine_ls_number_parameters     475
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0497
_refine_ls_wR_factor_ref         0.1401
_refine_ls_wR_factor_gt          0.1291
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_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
Cl1 Cl 0.4631(4) 1.2900(2) 0.0544(3) 0.0586(7) Uani 1 1 d . . . . .
Cl2 Cl 0.7186(4) 0.7401(3) -0.4926(2) 0.0591(7) Uani 1 1 d . . . . .
S1 S 0.5712(4) 0.1711(2) 0.8061(2) 0.0456(7) Uani 1 1 d . . . . .
S2 S 0.6705(4) -0.0094(2) 0.6395(2) 0.0451(7) Uani 1 1 d . . . . .
S3 S 0.5481(3) 0.35770(19) 0.58392(18) 0.0384(6) Uani 1 1 d . . . . .
S4 S 0.6360(4) 0.2090(2) 0.4445(2) 0.0400(6) Uani 1 1 d . . . . .
S5 S 0.5322(3) 0.58253(19) 0.35563(19) 0.0360(6) Uani 1 1 d . . . . .
S6 S 0.5964(3) 0.4370(2) 0.21486(19) 0.0374(6) Uani 1 1 d . . . . .
S7 S 0.5328(3) 0.80397(19) 0.14416(19) 0.0374(6) Uani 1 1 d . . . . .
S8 S 0.5808(3) 0.6484(2) -0.00667(18) 0.0373(6) Uani 1 1 d . . . . .
S9 S 0.0077(4) 0.7198(2) 0.2528(2) 0.0438(7) Uani 1 1 d . . . . .
S10 S 0.1272(4) 0.5387(2) 0.0839(2) 0.0441(7) Uani 1 1 d . . . . .
S11 S 0.0509(4) 0.4980(2) 0.4472(2) 0.0410(6) Uani 1 1 d . . . . .
S12 S 0.1516(4) 0.3509(2) 0.3070(2) 0.0411(7) Uani 1 1 d . . . . .
S13 S 0.0964(3) 0.26989(19) 0.67738(18) 0.0350(6) Uani 1 1 d . . . . .
S14 S 0.1586(3) 0.1246(2) 0.53609(19) 0.0375(6) Uani 1 1 d . . . . .
S15 S 0.1009(4) 0.0579(2) 0.89861(18) 0.0402(6) Uani 1 1 d . . . . .
S16 S 0.1604(3) -0.09569(18) 0.74663(19) 0.0410(6) Uani 1 1 d . . . . .
O1 O 0.4283(9) 1.0384(4) 0.1236(5) 0.0445(14) Uani 1 1 d . . . . .
O2 O 0.7506(8) 0.6787(5) -0.2427(4) 0.0427(14) Uani 1 1 d . . . . .
O3 O 0.0553(9) 0.0231(5) 1.1360(5) 0.0442(15) Uani 1 1 d . . . . .
O4 O 0.1223(9) -0.3292(5) 0.7783(4) 0.0409(13) Uani 1 1 d . . . . .
O5 O -0.0776(13) -0.0314(9) 1.3922(7) 0.092(3) Uani 1 1 d . . . . .
O6 O 0.2797(14) -0.5790(8) 0.8246(8) 0.094(3) Uani 1 1 d . . . . .
C1 C 0.6576(15) 0.0209(10) 0.8484(9) 0.052(3) Uani 1 1 d . . . . .
H1A H 0.7919 0.0136 0.8333 0.062 Uiso 1 1 calc R U . . .
H1B H 0.6223 -0.0140 0.9311 0.062 Uiso 1 1 calc R U . . .
C2 C 0.5959(15) -0.0471(9) 0.7924(9) 0.056(3) Uani 1 1 d . . . . .
H2A H 0.4614 -0.0386 0.8061 0.067 Uiso 1 1 calc R U . . .
H2B H 0.6400 -0.1283 0.8299 0.067 Uiso 1 1 calc R U . . .
C3 C 0.5895(13) 0.2092(8) 0.6576(7) 0.036(2) Uani 1 1 d . . . . .
C4 C 0.6251(13) 0.1417(9) 0.5945(8) 0.036(2) Uani 1 1 d . . . . .
C5 C 0.5811(13) 0.3486(8) 0.4494(8) 0.033(2) Uani 1 1 d . . . . .
C6 C 0.5753(13) 0.4449(8) 0.3488(7) 0.034(2) Uani 1 1 d . . . . .
C7 C 0.5455(12) 0.6536(8) 0.2093(7) 0.032(2) Uani 1 1 d . . . . .
C8 C 0.5762(12) 0.5869(7) 0.1400(8) 0.033(2) Uani 1 1 d . . . . .
C9 C 0.4733(12) 0.8530(7) 0.2653(7) 0.032(2) Uani 1 1 d . . . . .
H9A H 0.3433 0.8479 0.2967 0.038 Uiso 1 1 calc R U . . .
H9B H 0.5468 0.8045 0.3255 0.038 Uiso 1 1 calc R U . . .
C10 C 0.5105(12) 0.9759(7) 0.2256(7) 0.0344(19) Uani 1 1 d . . . . .
H10 H 0.6448 0.9776 0.2065 0.041 Uiso 1 1 calc R U . . .
C11 C 0.4338(16) 1.0300(9) 0.3198(9) 0.055(3) Uani 1 1 d . . . . .
H11A H 0.4571 1.1093 0.2908 0.083 Uiso 1 1 calc R U . . .
H11B H 0.4941 0.9875 0.3865 0.083 Uiso 1 1 calc R U . . .
H11C H 0.3027 1.0270 0.3405 0.083 Uiso 1 1 calc R U . . .
C12 C 0.7012(12) 0.5338(7) -0.0579(7) 0.0322(19) Uani 1 1 d . . . . .
H12A H 0.8312 0.5206 -0.0491 0.039 Uiso 1 1 calc R U . . .
H12B H 0.6480 0.4625 -0.0138 0.039 Uiso 1 1 calc R U . . .
C13 C 0.6818(12) 0.5703(7) -0.1831(7) 0.0322(19) Uani 1 1 d . . . . .
H13 H 0.5497 0.5811 -0.1894 0.039 Uiso 1 1 calc R U . . .
C14 C 0.7806(15) 0.4771(9) -0.2312(9) 0.055(3) Uani 1 1 d . . . . .
H14A H 0.7785 0.5048 -0.3128 0.082 Uiso 1 1 calc R U . . .
H14B H 0.7189 0.4090 -0.1945 0.082 Uiso 1 1 calc R U . . .
H14C H 0.9067 0.4583 -0.2166 0.082 Uiso 1 1 calc R U . . .
C15 C 0.0917(15) 0.7572(8) 0.1002(8) 0.045(3) Uani 1 1 d . . . . .
H15A H 0.0525 0.8390 0.0620 0.054 Uiso 1 1 calc R U . . .
H15B H 0.2262 0.7459 0.0897 0.054 Uiso 1 1 calc R U . . .
C16 C 0.0287(14) 0.6898(8) 0.0410(9) 0.045(3) Uani 1 1 d . . . . .
H16A H 0.0618 0.7261 -0.0417 0.054 Uiso 1 1 calc R U . . .
H16B H -0.1054 0.6944 0.0577 0.054 Uiso 1 1 calc R U . . .
C17 C 0.0554(12) 0.5703(7) 0.2984(8) 0.031(2) Uani 1 1 d . . . . .
C18 C 0.0986(11) 0.5010(8) 0.2319(8) 0.031(2) Uani 1 1 d . . . . .
C19 C 0.1071(13) 0.3607(8) 0.4431(8) 0.034(2) Uani 1 1 d . . . . .
C20 C 0.1217(12) 0.2636(8) 0.5398(7) 0.030(2) Uani 1 1 d . . . . .
C21 C 0.1178(11) 0.1216(8) 0.7495(7) 0.028(2) Uani 1 1 d . . . . .
C22 C 0.1430(12) 0.0531(7) 0.6854(7) 0.031(2) Uani 1 1 d . . . . .
C23 C 0.0461(13) 0.1786(8) 0.9496(8) 0.039(2) Uani 1 1 d . . . . .
H23A H 0.1576 0.2118 0.9417 0.047 Uiso 1 1 calc R U . . .
H23B H -0.0411 0.2383 0.9052 0.047 Uiso 1 1 calc R U . . .
C24 C -0.0388(12) 0.1318(8) 1.0760(7) 0.038(2) Uani 1 1 d . . . . .
H24 H -0.1666 0.1205 1.0784 0.046 Uiso 1 1 calc R U . . .
C25 C -0.0476(16) 0.2206(10) 1.1329(9) 0.058(3) Uani 1 1 d . . . . .
H25A H -0.1001 0.1897 1.2126 0.087 Uiso 1 1 calc R U . . .
H25B H -0.1233 0.2904 1.0945 0.087 Uiso 1 1 calc R U . . .
H25C H 0.0753 0.2374 1.1274 0.087 Uiso 1 1 calc R U . . .
C26 C 0.1863(13) -0.1433(9) 0.6252(8) 0.039(2) Uani 1 1 d . . . . .
H26A H 0.0719 -0.1215 0.5924 0.046 Uiso 1 1 calc R U . . .
H26B H 0.2846 -0.1081 0.5659 0.046 Uiso 1 1 calc R U . . .
C27 C 0.2340(12) -0.2744(8) 0.6712(8) 0.037(2) Uani 1 1 d . . . . .
H27 H 0.3633 -0.2918 0.6850 0.045 Uiso 1 1 calc R U . . .
C28 C 0.2214(15) -0.3229(9) 0.5814(8) 0.047(3) Uani 1 1 d . . . . .
H28A H 0.2689 -0.4039 0.6062 0.071 Uiso 1 1 calc R U . . .
H28B H 0.2929 -0.2825 0.5097 0.071 Uiso 1 1 calc R U . . .
H28C H 0.0941 -0.3134 0.5710 0.071 Uiso 1 1 calc R U . . .
H1 H 0.4391 1.1108 0.1029 0.16(3) Uiso 1 1 d . U . . .
H2 H 0.7405 0.6967 -0.3140 0.16(3) Uiso 1 1 d . U . . .
H3 H 0.1693 0.0314 1.1257 0.16(3) Uiso 1 1 d . U . . .
H4 H 0.0098 -0.3231 0.7703 0.16(3) Uiso 1 1 d . U . . .
H5A H -0.0358 -0.0250 1.3217 0.11(2) Uiso 1 1 d . U . . .
H5B H -0.1351 -0.0900 1.4191 0.11(2) Uiso 1 1 d . U . . .
H6A H 0.3292 -0.6140 0.8803 0.11(2) Uiso 1 1 d . U . . .
H6B H 0.2367 -0.4990 0.8113 0.11(2) Uiso 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 C3 1.738(9) . ?
S1 C1 1.779(11) . ?
S2 C4 1.746(10) . ?
S2 C2 1.801(11) . ?
S3 C5 1.714(9) . ?
S3 C3 1.739(9) . ?
S4 C5 1.742(10) . ?
S4 C4 1.753(10) . ?
S5 C7 1.716(9) . ?
S5 C6 1.727(10) . ?
S6 C6 1.709(9) . ?
S6 C8 1.751(9) . ?
S7 C7 1.745(9) . ?
S7 C9 1.804(9) . ?
S8 C8 1.716(10) . ?
S8 C12 1.803(9) . ?
S9 C17 1.729(9) . ?
S9 C15 1.808(10) . ?
S10 C18 1.727(9) . ?
S10 C16 1.810(10) . ?
S11 C19 1.711(10) . ?
S11 C17 1.751(9) . ?
S12 C19 1.731(10) . ?
S12 C18 1.769(10) . ?
S13 C21 1.729(9) . ?
S13 C20 1.742(9) . ?
S14 C20 1.731(9) . ?
S14 C22 1.749(9) . ?
S15 C21 1.738(8) . ?
S15 C23 1.808(9) . ?
S16 C22 1.722(9) . ?
S16 C26 1.811(9) . ?
O1 C10 1.424(9) . ?
O2 C13 1.422(9) . ?
O3 C24 1.413(10) . ?
O4 C27 1.433(10) . ?
C1 C2 1.478(15) . ?
C3 C4 1.328(13) . ?
C5 C6 1.387(11) . ?
C7 C8 1.386(11) . ?
C9 C10 1.494(11) . ?
C10 C11 1.545(12) . ?
C12 C13 1.504(11) . ?
C13 C14 1.516(13) . ?
C15 C16 1.509(12) . ?
C17 C18 1.379(12) . ?
C19 C20 1.369(10) . ?
C21 C22 1.353(12) . ?
C23 C24 1.523(12) . ?
C24 C25 1.525(13) . ?
C26 C27 1.521(13) . ?
C27 C28 1.504(12) . ?

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
C3 S1 C1 101.4(5) . . ?
C4 S2 C2 100.4(5) . . ?
C5 S3 C3 95.7(5) . . ?
C5 S4 C4 94.1(5) . . ?
C7 S5 C6 95.3(4) . . ?
C6 S6 C8 95.9(5) . . ?
C7 S7 C9 103.1(4) . . ?
C8 S8 C12 103.5(4) . . ?
C17 S9 C15 100.4(5) . . ?
C18 S10 C16 100.9(5) . . ?
C19 S11 C17 96.7(4) . . ?
C19 S12 C18 95.6(4) . . ?
C21 S13 C20 95.8(4) . . ?
C20 S14 C22 96.0(4) . . ?
C21 S15 C23 104.6(4) . . ?
C22 S16 C26 104.2(5) . . ?
C2 C1 S1 116.8(7) . . ?
C1 C2 S2 116.2(7) . . ?
C4 C3 S1 129.4(8) . . ?
C4 C3 S3 116.6(7) . . ?
S1 C3 S3 113.9(6) . . ?
C3 C4 S2 128.8(8) . . ?
C3 C4 S4 117.8(8) . . ?
S2 C4 S4 113.4(6) . . ?
C6 C5 S3 123.3(7) . . ?
C6 C5 S4 120.9(7) . . ?
S3 C5 S4 115.7(5) . . ?
C5 C6 S6 123.7(7) . . ?
C5 C6 S5 120.0(7) . . ?
S6 C6 S5 116.2(5) . . ?
C8 C7 S5 117.7(7) . . ?
C8 C7 S7 118.9(7) . . ?
S5 C7 S7 123.3(5) . . ?
C7 C8 S8 121.9(7) . . ?
C7 C8 S6 114.7(7) . . ?
S8 C8 S6 123.3(5) . . ?
C10 C9 S7 108.8(6) . . ?
O1 C10 C9 107.5(7) . . ?
O1 C10 C11 111.4(7) . . ?
C9 C10 C11 111.6(7) . . ?
C13 C12 S8 107.9(6) . . ?
O2 C13 C12 108.0(6) . . ?
O2 C13 C14 113.0(7) . . ?
C12 C13 C14 110.4(7) . . ?
C16 C15 S9 115.8(7) . . ?
C15 C16 S10 113.9(7) . . ?
C18 C17 S9 128.0(8) . . ?
C18 C17 S11 115.9(7) . . ?
S9 C17 S11 116.1(5) . . ?
C17 C18 S10 130.0(8) . . ?
C17 C18 S12 115.9(7) . . ?
S10 C18 S12 113.9(5) . . ?
C20 C19 S11 123.1(7) . . ?
C20 C19 S12 121.0(7) . . ?
S11 C19 S12 115.8(5) . . ?
C19 C20 S14 122.8(7) . . ?
C19 C20 S13 122.7(7) . . ?
S14 C20 S13 114.5(5) . . ?
C22 C21 S13 117.5(6) . . ?
C22 C21 S15 119.2(6) . . ?
S13 C21 S15 123.3(6) . . ?
C21 C22 S16 122.2(6) . . ?
C21 C22 S14 116.1(6) . . ?
S16 C22 S14 121.7(6) . . ?
C24 C23 S15 107.2(6) . . ?
O3 C24 C23 111.9(7) . . ?
O3 C24 C25 112.1(8) . . ?
C23 C24 C25 110.3(8) . . ?
C27 C26 S16 106.7(6) . . ?
O4 C27 C28 111.2(7) . . ?
O4 C27 C26 113.0(7) . . ?
C28 C27 C26 109.9(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 S1 C1 C2 -42.4(9) . . . . ?
S1 C1 C2 S2 65.1(10) . . . . ?
C4 S2 C2 C1 -45.3(9) . . . . ?
C1 S1 C3 C4 11.1(10) . . . . ?
C1 S1 C3 S3 -170.9(6) . . . . ?
C5 S3 C3 C4 -1.6(8) . . . . ?
C5 S3 C3 S1 -179.8(5) . . . . ?
S1 C3 C4 S2 -1.5(14) . . . . ?
S3 C3 C4 S2 -179.4(6) . . . . ?
S1 C3 C4 S4 -179.5(6) . . . . ?
S3 C3 C4 S4 2.6(10) . . . . ?
C2 S2 C4 C3 14.5(11) . . . . ?
C2 S2 C4 S4 -167.5(5) . . . . ?
C5 S4 C4 C3 -2.2(8) . . . . ?
C5 S4 C4 S2 179.6(5) . . . . ?
C3 S3 C5 C6 -176.5(8) . . . . ?
C3 S3 C5 S4 0.1(6) . . . . ?
C4 S4 C5 C6 177.7(8) . . . . ?
C4 S4 C5 S3 1.0(6) . . . . ?
S3 C5 C6 S6 -176.6(6) . . . . ?
S4 C5 C6 S6 7.0(12) . . . . ?
S3 C5 C6 S5 -0.3(11) . . . . ?
S4 C5 C6 S5 -176.7(6) . . . . ?
C8 S6 C6 C5 -179.8(8) . . . . ?
C8 S6 C6 S5 3.7(7) . . . . ?
C7 S5 C6 C5 179.8(8) . . . . ?
C7 S5 C6 S6 -3.6(6) . . . . ?
C6 S5 C7 C8 2.0(8) . . . . ?
C6 S5 C7 S7 -175.0(6) . . . . ?
C9 S7 C7 C8 175.4(7) . . . . ?
C9 S7 C7 S5 -7.6(7) . . . . ?
S5 C7 C8 S8 176.8(5) . . . . ?
S7 C7 C8 S8 -6.1(10) . . . . ?
S5 C7 C8 S6 0.2(9) . . . . ?
S7 C7 C8 S6 177.3(5) . . . . ?
C12 S8 C8 C7 160.8(7) . . . . ?
C12 S8 C8 S6 -22.9(7) . . . . ?
C6 S6 C8 C7 -2.3(8) . . . . ?
C6 S6 C8 S8 -178.8(6) . . . . ?
C7 S7 C9 C10 163.9(6) . . . . ?
S7 C9 C10 O1 48.5(8) . . . . ?
S7 C9 C10 C11 170.9(6) . . . . ?
C8 S8 C12 C13 169.4(6) . . . . ?
S8 C12 C13 O2 56.1(8) . . . . ?
S8 C12 C13 C14 -180.0(6) . . . . ?
C17 S9 C15 C16 48.0(8) . . . . ?
S9 C15 C16 S10 -69.0(9) . . . . ?
C18 S10 C16 C15 45.6(8) . . . . ?
C15 S9 C17 C18 -15.0(9) . . . . ?
C15 S9 C17 S11 164.3(5) . . . . ?
C19 S11 C17 C18 -0.1(7) . . . . ?
C19 S11 C17 S9 -179.4(5) . . . . ?
S9 C17 C18 S10 2.5(13) . . . . ?
S11 C17 C18 S10 -176.7(5) . . . . ?
S9 C17 C18 S12 176.8(5) . . . . ?
S11 C17 C18 S12 -2.5(9) . . . . ?
C16 S10 C18 C17 -13.9(9) . . . . ?
C16 S10 C18 S12 171.8(5) . . . . ?
C19 S12 C18 C17 3.7(7) . . . . ?
C19 S12 C18 S10 178.8(5) . . . . ?
C17 S11 C19 C20 -179.0(8) . . . . ?
C17 S11 C19 S12 2.6(6) . . . . ?
C18 S12 C19 C20 177.9(8) . . . . ?
C18 S12 C19 S11 -3.7(6) . . . . ?
S11 C19 C20 S14 174.2(5) . . . . ?
S12 C19 C20 S14 -7.6(11) . . . . ?
S11 C19 C20 S13 -3.5(11) . . . . ?
S12 C19 C20 S13 174.8(5) . . . . ?
C22 S14 C20 C19 -175.8(8) . . . . ?
C22 S14 C20 S13 2.1(6) . . . . ?
C21 S13 C20 C19 176.6(8) . . . . ?
C21 S13 C20 S14 -1.2(6) . . . . ?
C20 S13 C21 C22 -0.5(7) . . . . ?
C20 S13 C21 S15 -178.4(5) . . . . ?
C23 S15 C21 C22 -174.6(7) . . . . ?
C23 S15 C21 S13 3.2(7) . . . . ?
S13 C21 C22 S16 -178.3(5) . . . . ?
S15 C21 C22 S16 -0.3(10) . . . . ?
S13 C21 C22 S14 2.1(9) . . . . ?
S15 C21 C22 S14 -180.0(5) . . . . ?
C26 S16 C22 C21 178.5(7) . . . . ?
C26 S16 C22 S14 -1.9(7) . . . . ?
C20 S14 C22 C21 -2.5(7) . . . . ?
C20 S14 C22 S16 177.9(6) . . . . ?
C21 S15 C23 C24 159.7(6) . . . . ?
S15 C23 C24 O3 41.4(9) . . . . ?
S15 C23 C24 C25 166.9(7) . . . . ?
C22 S16 C26 C27 170.9(6) . . . . ?
S16 C26 C27 O4 44.2(8) . . . . ?
S16 C26 C27 C28 169.0(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 Cl1 0.862 2.132 2.994(6) 179.0 .
O2 H2 Cl2 0.859 2.150 3.009(6) 179.2 .
O3 H3 O1 0.851 1.939 2.784(9) 172.5 1_546
O4 H4 O2 0.849 1.962 2.809(8) 175.8 1_446
O5 H5A O3 0.860 2.186 3.036(10) 170.2 .
O5 H5B Cl2 0.844 2.364 3.207(8) 175.2 1_447
O6 H6A Cl1 0.798 2.394 3.190(8) 175.8 1_536
O6 H6B O4 0.953 2.052 3.002(11) 174.6 .

_refine_diff_density_max         0.770
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.086

_vrf_PLAT340_CLTRYFF             
; 
PROBLEM: Low Bond Precision on  C-C Bonds ............... 0.014 Ang.   
RESPONSE:  The organic donor molecules are refined in the presence
of sixteen S atoms and two chloride anions.
;
_vrf_PLAT222_CLTRYFF             
; 
PROBLEM: Non-Solvent Resd 1   H Uiso(max)/Uiso(min) Range        4.2 Ratio  
RESPONSE: The hydroxyl and water H atoms have larger Uiso than the C-H
H atoms for which the Uiso is fixed at 1.2x that of the attached C atom.
;


_shelxl_version_number           2014-3

####################################################################### 
# 
# 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_V131002b
_database_code_depnum_ccdc_archive 'CCDC 1548679'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-07-21 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C14 H18 F6 O2 P S8'
_chemical_formula_moiety         '(C14 H18 O2 S8) (F6 P) '
_chemical_formula_weight         619.74
_chemical_melting_point          ?
_chemical_absolute_configuration rmad

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C 2 2 21'
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_Int_Tables_number      20
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 +X,-Y,-Z
3 -X,+Y,1/2-Z
4 -X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2+X,1/2-Y,-Z
7 1/2-X,1/2+Y,1/2-Z
8 1/2-X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.9370(7)
_cell_length_b                   21.4936(16)
_cell_length_c                   27.622(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     4712.3(7)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3392
_cell_measurement_theta_min      1.47
_cell_measurement_theta_max      28.32
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2520.00
_exptl_absorpt_coefficient_mu    0.884
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.846
_exptl_absorpt_correction_T_max  0.915

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.314
_diffrn_reflns_number            22812
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       35
_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             5293
_reflns_number_gt                4855
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0517
_refine_ls_wR_factor_ref         0.1618
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5293
_refine_ls_number_parameters     283
_refine_ls_goodness_of_fit_ref   1.199
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1000P)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          0.001
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.560
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2296 Friedel Pairs'
_refine_ls_abs_structure_Flack   0.07(12)

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 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 0.0171 0.0103
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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 0.01396(17) 0.33383(5) 0.41136(4) 0.0601(3) Uani 1.0 8 d . . .
S2 S 0.0248(2) 0.16963(6) 0.41413(5) 0.0722(4) Uani 1.0 8 d . . .
S3 S 0.13803(13) 0.31766(4) 0.31207(4) 0.0463(3) Uani 1.0 8 d . . .
S4 S 0.13606(15) 0.18201(4) 0.31374(4) 0.0525(3) Uani 1.0 8 d . . .
S5 S 0.31371(13) 0.31088(4) 0.20314(4) 0.0467(3) Uani 1.0 8 d . . .
S6 S 0.29935(15) 0.17577(4) 0.21069(4) 0.0510(3) Uani 1.0 8 d . . .
S7 S 0.47985(16) 0.30348(5) 0.10360(4) 0.0563(3) Uani 1.0 8 d . . .
S8 S 0.45940(16) 0.15785(5) 0.11195(4) 0.0558(3) Uani 1.0 8 d . . .
P1 P 0.0253(3) 0.5000 0.0000 0.0738(6) Uani 1.0 4 d . . .
P2 P 0.5000 0.49188(7) 0.2500 0.0570(4) Uani 1.0 4 d . . .
F1 F 0.1398(14) 0.4511(6) -0.0156(4) 0.252(5) Uani 1.0 8 d . . .
F2 F -0.1011(13) 0.4480(7) -0.0140(3) 0.261(6) Uani 1.0 8 d . . .
F3 F 0.011(2) 0.4757(3) 0.05008(19) 0.265(6) Uani 1.0 8 d . . .
F4 F 0.6241(7) 0.54281(17) 0.23068(19) 0.1241(17) Uani 1.0 8 d . . .
F5 F 0.3991(8) 0.4902(4) 0.20242(19) 0.175(3) Uani 1.0 8 d . . .
F6 F 0.6129(6) 0.43902(17) 0.22735(19) 0.1199(17) Uani 1.0 8 d . . .
O1 O 0.4790(11) 0.4001(2) 0.02868(14) 0.127(3) Uani 1.0 8 d . . .
O2 O 0.5644(5) 0.07961(17) 0.20162(12) 0.0688(9) Uani 1.0 8 d . . .
C1 C 0.0125(13) 0.2825(3) 0.4628(2) 0.101(3) Uani 1.0 8 d . . .
C2 C -0.0676(10) 0.2224(3) 0.4563(2) 0.0889(19) Uani 1.0 8 d . . .
C3 C 0.0712(5) 0.28280(18) 0.36606(15) 0.0455(9) Uani 1.0 8 d . . .
C4 C 0.0702(5) 0.21948(18) 0.36635(16) 0.0484(9) Uani 1.0 8 d . . .
C5 C 0.1810(5) 0.24903(17) 0.28179(14) 0.0434(8) Uani 1.0 8 d . . .
C6 C 0.2547(5) 0.24660(18) 0.23662(14) 0.0464(8) Uani 1.0 8 d . . .
C7 C 0.3905(5) 0.26901(16) 0.15449(14) 0.0428(8) Uani 1.0 8 d . . .
C8 C 0.3859(5) 0.20523(17) 0.15809(15) 0.0442(8) Uani 1.0 8 d . . .
C9 C 0.4468(6) 0.38582(18) 0.11344(16) 0.0546(10) Uani 1.0 8 d . . .
C10 C 0.5412(7) 0.4212(2) 0.07409(19) 0.0661(13) Uani 1.0 8 d . . .
C11 C 0.5115(8) 0.4905(2) 0.0796(3) 0.0719(14) Uani 1.0 8 d . . .
C12 C 0.4017(6) 0.07925(18) 0.13051(16) 0.0509(9) Uani 1.0 8 d . . .
C13 C 0.5385(6) 0.04627(18) 0.15767(16) 0.0524(10) Uani 1.0 8 d . . .
C14 C 0.4867(9) -0.0213(2) 0.1676(3) 0.0766(15) Uani 1.0 8 d . . .
H1A H 0.1282 0.2755 0.4727 0.1209 Uiso 1.0 8 calc R . .
H1B H -0.0437 0.3037 0.4893 0.1209 Uiso 1.0 8 calc R . .
H1 H 0.3829 0.3868 0.0321 0.1528 Uiso 1.0 8 calc R . .
H2A H -0.1832 0.2296 0.4464 0.1067 Uiso 1.0 8 calc R . .
H2B H -0.0713 0.2019 0.4876 0.1067 Uiso 1.0 8 calc R . .
H2 H 0.6415 0.0635 0.2169 0.0825 Uiso 1.0 8 calc R . .
H9A H 0.3275 0.3954 0.1120 0.0655 Uiso 1.0 8 calc R . .
H9B H 0.4887 0.3977 0.1451 0.0655 Uiso 1.0 8 calc R . .
H10 H 0.6620 0.4123 0.0765 0.0793 Uiso 1.0 8 calc R . .
H11A H 0.5867 0.5128 0.0587 0.0863 Uiso 1.0 8 calc R . .
H11B H 0.5318 0.5025 0.1126 0.0863 Uiso 1.0 8 calc R . .
H11C H 0.3971 0.5001 0.0711 0.0863 Uiso 1.0 8 calc R . .
H12A H 0.3021 0.0814 0.1508 0.0611 Uiso 1.0 8 calc R . .
H12B H 0.3733 0.0552 0.1020 0.0611 Uiso 1.0 8 calc R . .
H13 H 0.6424 0.0468 0.1385 0.0628 Uiso 1.0 8 calc R . .
H14A H 0.3834 -0.0218 0.1857 0.0919 Uiso 1.0 8 calc R . .
H14B H 0.5735 -0.0416 0.1859 0.0919 Uiso 1.0 8 calc R . .
H14C H 0.4708 -0.0427 0.1374 0.0919 Uiso 1.0 8 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_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 C1 1.799(7) yes . .
S1 C3 1.725(5) yes . .
S2 C2 1.784(7) yes . .
S2 C4 1.738(5) yes . .
S3 C3 1.751(5) yes . .
S3 C5 1.730(4) yes . .
S4 C4 1.742(5) yes . .
S4 C5 1.727(4) yes . .
S5 C6 1.727(4) yes . .
S5 C7 1.728(4) yes . .
S6 C6 1.719(4) yes . .
S6 C8 1.727(5) yes . .
S7 C7 1.740(4) yes . .
S7 C9 1.810(4) yes . .
S8 C8 1.733(4) yes . .
S8 C12 1.824(4) yes . .
P1 F1 1.454(11) yes . .
P1 F1 1.454(11) yes . 2_565
P1 F2 1.550(12) yes . .
P1 F2 1.550(12) yes . 2_565
P1 F3 1.483(6) yes . .
P1 F3 1.483(6) yes . 2_565
P2 F4 1.566(5) yes . .
P2 F4 1.566(5) yes . 3_655
P2 F5 1.539(6) yes . .
P2 F5 1.539(6) yes . 3_655
P2 F6 1.576(5) yes . .
P2 F6 1.576(5) yes . 3_655
O1 C10 1.422(7) yes . .
O2 C13 1.425(6) yes . .
C1 C2 1.452(11) yes . .
C3 C4 1.361(6) yes . .
C5 C6 1.379(6) yes . .
C7 C8 1.375(5) yes . .
C9 C10 1.523(7) yes . .
C10 C11 1.516(7) yes . .
C12 C13 1.498(6) yes . .
C13 C14 1.534(6) yes . .
O1 H1 0.820 no . .
O2 H2 0.820 no . .
C1 H1A 0.970 no . .
C1 H1B 0.970 no . .
C2 H2A 0.970 no . .
C2 H2B 0.970 no . .
C9 H9A 0.970 no . .
C9 H9B 0.970 no . .
C10 H10 0.980 no . .
C11 H11A 0.960 no . .
C11 H11B 0.960 no . .
C11 H11C 0.960 no . .
C12 H12A 0.970 no . .
C12 H12B 0.970 no . .
C13 H13 0.980 no . .
C14 H14A 0.960 no . .
C14 H14B 0.960 no . .
C14 H14C 0.960 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
C1 S1 C3 100.7(3) yes . . .
C2 S2 C4 100.9(3) yes . . .
C3 S3 C5 96.12(19) yes . . .
C4 S4 C5 95.89(19) yes . . .
C6 S5 C7 95.47(18) yes . . .
C6 S6 C8 96.19(19) yes . . .
C7 S7 C9 103.65(19) yes . . .
C8 S8 C12 104.7(2) yes . . .
F1 P1 F1 102.7(7) yes . . 2_565
F1 P1 F2 79.0(6) yes . . .
F1 P1 F2 177.1(5) yes . . 2_565
F1 P1 F3 94.0(6) yes . . .
F1 P1 F3 91.6(6) yes . . 2_565
F1 P1 F2 177.1(5) yes 2_565 . .
F1 P1 F2 79.0(6) yes 2_565 . 2_565
F1 P1 F3 91.6(6) yes 2_565 . .
F1 P1 F3 94.0(6) yes 2_565 . 2_565
F2 P1 F2 99.4(6) yes . . 2_565
F2 P1 F3 85.9(6) yes . . .
F2 P1 F3 88.3(6) yes . . 2_565
F2 P1 F3 88.3(6) yes 2_565 . .
F2 P1 F3 85.9(6) yes 2_565 . 2_565
F3 P1 F3 171.0(9) yes . . 2_565
F4 P2 F4 91.3(3) yes . . 3_655
F4 P2 F5 93.0(4) yes . . .
F4 P2 F5 88.8(4) yes . . 3_655
F4 P2 F6 90.6(3) yes . . .
F4 P2 F6 175.1(3) yes . . 3_655
F4 P2 F5 88.8(4) yes 3_655 . .
F4 P2 F5 93.0(4) yes 3_655 . 3_655
F4 P2 F6 175.1(3) yes 3_655 . .
F4 P2 F6 90.6(3) yes 3_655 . 3_655
F5 P2 F5 177.4(5) yes . . 3_655
F5 P2 F6 86.6(4) yes . . .
F5 P2 F6 91.5(4) yes . . 3_655
F5 P2 F6 91.5(4) yes 3_655 . .
F5 P2 F6 86.6(4) yes 3_655 . 3_655
F6 P2 F6 87.8(3) yes . . 3_655
S1 C1 C2 116.8(5) yes . . .
S2 C2 C1 117.8(6) yes . . .
S1 C3 S3 115.2(3) yes . . .
S1 C3 C4 129.1(4) yes . . .
S3 C3 C4 115.8(4) yes . . .
S2 C4 S4 114.3(3) yes . . .
S2 C4 C3 128.5(4) yes . . .
S4 C4 C3 117.1(4) yes . . .
S3 C5 S4 115.1(3) yes . . .
S3 C5 C6 123.6(3) yes . . .
S4 C5 C6 121.2(3) yes . . .
S5 C6 S6 115.4(3) yes . . .
S5 C6 C5 124.7(3) yes . . .
S6 C6 C5 119.9(3) yes . . .
S5 C7 S7 123.4(2) yes . . .
S5 C7 C8 117.0(3) yes . . .
S7 C7 C8 119.6(3) yes . . .
S6 C8 S8 122.5(3) yes . . .
S6 C8 C7 115.9(3) yes . . .
S8 C8 C7 121.6(4) yes . . .
S7 C9 C10 108.0(3) yes . . .
O1 C10 C9 107.4(5) yes . . .
O1 C10 C11 110.4(5) yes . . .
C9 C10 C11 110.0(5) yes . . .
S8 C12 C13 113.4(3) yes . . .
O2 C13 C12 107.1(4) yes . . .
O2 C13 C14 111.3(4) yes . . .
C12 C13 C14 110.1(4) yes . . .
C10 O1 H1 109.477 no . . .
C13 O2 H2 109.462 no . . .
S1 C1 H1A 108.097 no . . .
S1 C1 H1B 108.087 no . . .
C2 C1 H1A 108.098 no . . .
C2 C1 H1B 108.087 no . . .
H1A C1 H1B 107.284 no . . .
S2 C2 H2A 107.844 no . . .
S2 C2 H2B 107.850 no . . .
C1 C2 H2A 107.853 no . . .
C1 C2 H2B 107.860 no . . .
H2A C2 H2B 107.163 no . . .
S7 C9 H9A 110.093 no . . .
S7 C9 H9B 110.101 no . . .
C10 C9 H9A 110.095 no . . .
C10 C9 H9B 110.085 no . . .
H9A C9 H9B 108.417 no . . .
O1 C10 H10 109.648 no . . .
C9 C10 H10 109.659 no . . .
C11 C10 H10 109.662 no . . .
C10 C11 H11A 109.466 no . . .
C10 C11 H11B 109.462 no . . .
C10 C11 H11C 109.475 no . . .
H11A C11 H11B 109.474 no . . .
H11A C11 H11C 109.465 no . . .
H11B C11 H11C 109.486 no . . .
S8 C12 H12A 108.890 no . . .
S8 C12 H12B 108.886 no . . .
C13 C12 H12A 108.891 no . . .
C13 C12 H12B 108.898 no . . .
H12A C12 H12B 107.718 no . . .
O2 C13 H13 109.481 no . . .
C12 C13 H13 109.474 no . . .
C14 C13 H13 109.460 no . . .
C13 C14 H14A 109.459 no . . .
C13 C14 H14B 109.466 no . . .
C13 C14 H14C 109.477 no . . .
H14A C14 H14B 109.467 no . . .
H14A C14 H14C 109.479 no . . .
H14B C14 H14C 109.479 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
C1 S1 C3 S3 -164.8(4) no . . . .
C1 S1 C3 C4 15.8(5) no . . . .
C3 S1 C1 C2 -44.6(7) no . . . .
C2 S2 C4 S4 -171.2(3) no . . . .
C2 S2 C4 C3 13.5(5) no . . . .
C4 S2 C2 C1 -43.0(5) no . . . .
C3 S3 C5 S4 2.3(3) no . . . .
C3 S3 C5 C6 -174.1(3) no . . . .
C5 S3 C3 S1 179.0(3) no . . . .
C5 S3 C3 C4 -1.6(3) no . . . .
C4 S4 C5 S3 -2.1(3) no . . . .
C4 S4 C5 C6 174.4(3) no . . . .
C5 S4 C4 S2 -174.9(3) no . . . .
C5 S4 C4 C3 1.0(3) no . . . .
C6 S5 C7 S7 -178.9(3) no . . . .
C6 S5 C7 C8 -1.9(3) no . . . .
C7 S5 C6 S6 1.8(3) no . . . .
C7 S5 C6 C5 -180.0(3) no . . . .
C6 S6 C8 S8 -178.8(3) no . . . .
C6 S6 C8 C7 0.0(3) no . . . .
C8 S6 C6 S5 -1.3(3) no . . . .
C8 S6 C6 C5 -179.6(3) no . . . .
C7 S7 C9 C10 172.6(3) no . . . .
C9 S7 C7 S5 -6.1(4) no . . . .
C9 S7 C7 C8 177.0(3) no . . . .
C8 S8 C12 C13 -93.4(3) no . . . .
C12 S8 C8 S6 5.8(4) no . . . .
C12 S8 C8 C7 -173.0(3) no . . . .
S1 C1 C2 S2 64.5(9) no . . . .
S1 C3 C4 S2 -5.0(6) no . . . .
S1 C3 C4 S4 179.8(3) no . . . .
S3 C3 C4 S2 175.6(3) no . . . .
S3 C3 C4 S4 0.4(5) no . . . .
S3 C5 C6 S5 -0.6(5) no . . . .
S3 C5 C6 S6 177.5(2) no . . . .
S4 C5 C6 S5 -176.7(3) no . . . .
S4 C5 C6 S6 1.4(5) no . . . .
S5 C7 C8 S6 1.3(5) no . . . .
S5 C7 C8 S8 -179.8(3) no . . . .
S7 C7 C8 S6 178.4(2) no . . . .
S7 C7 C8 S8 -2.7(5) no . . . .
S7 C9 C10 O1 57.5(4) no . . . .
S7 C9 C10 C11 177.7(3) no . . . .
S8 C12 C13 O2 64.4(4) no . . . .
S8 C12 C13 C14 -174.5(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 S2 3.5311(17) no . .
S3 S5 3.3195(16) no . .
S4 S6 3.1305(16) no . .
S5 C9 3.138(5) no . .
S6 O2 2.960(4) no . .
S6 C12 3.142(5) no . .
S6 C13 3.674(5) no . .
S7 S8 3.1428(16) no . .
S7 O1 2.931(5) no . .
S8 O2 3.108(4) no . .
O2 C8 3.278(6) no . .
C1 C4 3.024(8) no . .
C2 C3 3.019(8) no . .
C8 C13 3.625(6) no . .
S1 F3 3.235(6) no . 3_555
S2 O1 3.501(5) no . 8_555
S3 S5 3.6129(15) no . 3_555
S3 F6 3.449(5) no . 3_655
S3 C14 3.644(5) no . 7_555
S4 S6 3.5237(17) no . 3_555
S4 O2 3.268(4) no . 3_655
S4 C6 3.672(4) no . 3_555
S5 S3 3.6129(15) no . 3_555
S5 F6 3.697(4) no . .
S5 F6 3.408(5) no . 3_655
S5 C3 3.654(4) no . 3_555
S6 S4 3.5237(17) no . 3_555
S6 F4 3.226(5) no . 5_445
S6 O2 3.363(4) no . 3_655
S7 C3 3.687(4) no . 3_655
S8 F2 3.568(11) no . 6_555
F1 O1 3.154(13) no . .
F1 C11 3.662(12) no . 2_565
F2 S8 3.568(11) no . 6_455
F2 O1 3.683(13) no . 1_455
F2 C12 3.271(9) no . 6_455
F3 S1 3.235(6) no . 3_555
F3 C12 3.262(8) no . 5_455
F3 C13 3.344(7) no . 5_455
F3 C14 3.252(8) no . 5_455
F4 S6 3.226(5) no . 5_555
F4 O2 3.672(7) no . 5_555
F4 O2 3.199(7) no . 7_655
F4 C12 3.623(7) no . 5_555
F4 C14 3.635(8) no . 5_555
F5 O2 3.279(8) no . 5_455
F5 C9 3.350(8) no . .
F5 C11 3.507(8) no . .
F5 C13 3.342(8) no . 5_455
F5 C14 3.421(9) no . 5_455
F6 S3 3.449(5) no . 3_655
F6 S5 3.697(4) no . .
F6 S5 3.408(5) no . 3_655
F6 C9 3.598(7) no . .
F6 C14 3.501(8) no . 5_555
O1 S2 3.501(5) no . 8_554
O1 F1 3.154(13) no . .
O1 F2 3.683(13) no . 1_655
O1 C2 3.379(8) no . 8_554
O2 S4 3.268(4) no . 3_655
O2 S6 3.363(4) no . 3_655
O2 F4 3.672(7) no . 5_445
O2 F4 3.199(7) no . 7_645
O2 F5 3.279(8) no . 5_545
O2 O2 2.862(5) no . 3_655
C2 O1 3.379(8) no . 8_555
C3 S5 3.654(4) no . 3_555
C3 S7 3.687(4) no . 3_655
C4 C8 3.695(6) no . 3_555
C5 C5 3.367(5) no . 3_555
C5 C6 3.496(6) no . 3_555
C6 S4 3.672(4) no . 3_555
C6 C5 3.496(6) no . 3_555
C8 C4 3.695(6) no . 3_555
C9 F5 3.350(8) no . .
C9 F6 3.598(7) no . .
C11 F1 3.662(12) no . 2_565
C11 F5 3.507(8) no . .
C12 F2 3.271(9) no . 6_555
C12 F3 3.262(8) no . 5_545
C12 F4 3.623(7) no . 5_445
C13 F3 3.344(7) no . 5_545
C13 F5 3.342(8) no . 5_545
C14 S3 3.644(5) no . 7_545
C14 F3 3.252(8) no . 5_545
C14 F4 3.635(8) no . 5_445
C14 F5 3.421(9) no . 5_545
C14 F6 3.501(8) no . 5_445
S1 H2A 2.8994 no . .
S1 H2B 3.5960 no . .
S2 H1A 2.9095 no . .
S2 H1B 3.5935 no . .
S5 H9A 3.1076 no . .
S5 H9B 2.8253 no . .
S6 H2 3.6371 no . .
S6 H12A 2.6187 no . .
S7 H1 2.7755 no . .
S7 H10 2.8508 no . .
S8 H13 2.8885 no . .
O1 H9A 2.5979 no . .
O1 H9B 3.2174 no . .
O1 H11A 2.6996 no . .
O1 H11B 3.2238 no . .
O1 H11C 2.5337 no . .
O2 H12A 2.5115 no . .
O2 H12B 3.1869 no . .
O2 H14A 2.6477 no . .
O2 H14B 2.6429 no . .
O2 H14C 3.2563 no . .
C3 H1A 2.9830 no . .
C3 H1B 3.5523 no . .
C3 H2A 3.2115 no . .
C4 H1A 3.2068 no . .
C4 H2A 2.9975 no . .
C4 H2B 3.5528 no . .
C7 H9A 3.0023 no . .
C7 H9B 2.8858 no . .
C8 H12A 2.7519 no . .
C8 H12B 3.5798 no . .
C9 H1 2.3046 no . .
C9 H11A 3.3122 no . .
C9 H11B 2.5967 no . .
C9 H11C 2.7484 no . .
C11 H1 2.7815 no . .
C11 H9A 2.6653 no . .
C11 H9B 2.6983 no . .
C12 H2 3.0706 no . .
C12 H14A 2.6574 no . .
C12 H14B 3.3094 no . .
C12 H14C 2.6843 no . .
C14 H2 2.5852 no . .
C14 H12A 2.6888 no . .
C14 H12B 2.6079 no . .
H1A H2A 2.7586 no . .
H1A H2B 2.2759 no . .
H1B H2A 2.2734 no . .
H1B H2B 2.1997 no . .
H1 H9A 2.2583 no . .
H1 H9B 3.2422 no . .
H1 H10 2.5911 no . .
H1 H11A 3.2393 no . .
H1 H11B 3.5396 no . .
H1 H11C 2.6660 no . .
H2 H12A 3.2770 no . .
H2 H13 2.1949 no . .
H2 H14A 2.8814 no . .
H2 H14B 2.4756 no . .
H2 H14C 3.4435 no . .
H9A H10 2.8534 no . .
H9A H11A 3.5724 no . .
H9A H11B 2.8147 no . .
H9A H11C 2.5762 no . .
H9B H10 2.3636 no . .
H9B H11A 3.5249 no . .
H9B H11B 2.4483 no . .
H9B H11C 3.0896 no . .
H10 H11A 2.2940 no . .
H10 H11B 2.4119 no . .
H10 H11C 2.8284 no . .
H12A H13 2.8215 no . .
H12A H14A 2.5025 no . .
H12A H14B 3.5454 no . .
H12A H14C 3.0060 no . .
H12B H13 2.3693 no . .
H12B H14A 2.8450 no . .
H12B H14B 3.4981 no . .
H12B H14C 2.4466 no . .
H13 H14A 2.8458 no . .
H13 H14B 2.3725 no . .
H13 H14C 2.3566 no . .
S1 H1 3.6959 no . 3_555
S1 H9A 3.0847 no . 3_555
S1 H10 3.0944 no . 3_655
S1 H14C 2.9794 no . 7_555
S2 H1 3.5523 no . 8_555
S2 H11A 3.5648 no . 7_545
S2 H11B 3.6951 no . 7_545
S2 H12A 3.6804 no . 3_555
S3 H9B 3.6245 no . 3_655
S3 H14A 3.4549 no . 7_555
S3 H14B 3.4593 no . 7_555
S3 H14C 3.4209 no . 7_555
S4 H2 3.2127 no . 3_655
S4 H13 3.6441 no . 3_655
S6 H2 3.1697 no . 3_655
S7 H2A 3.1580 no . 3_555
S7 H2B 3.2872 no . 8_554
S8 H1B 3.5511 no . 8_554
S8 H2A 3.1277 no . 3_555
P1 H11C 3.5452 no . .
P1 H11C 3.5452 no . 2_565
P1 H12B 3.2854 no . 5_455
P1 H12B 3.2854 no . 6_455
P2 H2 3.3618 no . 5_455
P2 H2 3.3618 no . 7_655
P2 H9B 3.5353 no . .
P2 H9B 3.5353 no . 3_655
P2 H14A 3.5362 no . 5_555
P2 H14A 3.5362 no . 7_555
F1 H1B 3.3375 no . 3_555
F1 H1 2.7133 no . .
F1 H11C 3.3185 no . .
F1 H11C 2.7620 no . 2_565
F1 H12B 3.1921 no . 6_455
F1 H13 3.3963 no . 6_455
F2 H1B 3.3770 no . 3_555
F2 H10 3.2203 no . 1_455
F2 H11A 3.4802 no . 1_455
F2 H11A 2.8936 no . 2_465
F2 H12B 2.4386 no . 6_455
F3 H1 3.5536 no . .
F3 H9A 3.4962 no . .
F3 H10 3.1687 no . 1_455
F3 H11A 3.4664 no . 1_455
F3 H11C 3.1658 no . .
F3 H12B 2.4824 no . 5_455
F3 H13 3.0649 no . 5_455
F3 H14C 2.4655 no . 5_455
F4 H2 2.3992 no . 7_655
F4 H11B 3.4537 no . .
F4 H12A 2.7482 no . 5_555
F4 H14A 2.7768 no . 5_555
F5 H2 2.6113 no . 5_455
F5 H9A 3.2737 no . .
F5 H9B 2.6393 no . .
F5 H11B 2.7084 no . .
F5 H11C 3.6328 no . .
F5 H13 2.9579 no . 5_455
F5 H14B 2.7125 no . 5_455
F6 H2 3.6511 no . 7_655
F6 H9B 2.6306 no . .
F6 H11B 3.5104 no . .
F6 H14A 2.5775 no . 5_555
F6 H14B 3.4798 no . 7_655
O1 H2B 2.5748 no . 8_554
O1 H11A 3.1714 no . 2_565
O1 H11C 3.5537 no . 2_565
O2 H2 2.8034 no . 3_655
C1 H2A 3.4911 no . 6_556
C1 H2B 3.5917 no . 6_556
C2 H1A 3.1111 no . 6_456
C2 H1 3.4688 no . 8_555
C7 H2A 3.3456 no . 3_555
C8 H2A 3.3460 no . 3_555
C10 H2B 3.5732 no . 8_554
C11 H12A 3.6050 no . 5_555
C11 H12B 3.2495 no . 5_555
C11 H13 3.5623 no . 5_455
C12 H11A 3.4971 no . 5_445
C12 H11B 3.4040 no . 5_445
C14 H9A 3.5892 no . 5_545
H1A C2 3.1111 no . 6_556
H1A H1B 3.2845 no . 6_556
H1A H2A 2.6923 no . 6_556
H1A H2B 2.6696 no . 6_556
H1A H10 3.6417 no . 3_655
H1B S8 3.5511 no . 8_555
H1B F1 3.3375 no . 3_555
H1B F2 3.3770 no . 3_555
H1B H1A 3.2845 no . 6_456
H1B H1 3.2837 no . 3_555
H1B H2A 3.4427 no . 6_556
H1 S1 3.6959 no . 3_555
H1 S2 3.5523 no . 8_554
H1 F1 2.7133 no . .
H1 F3 3.5536 no . .
H1 C2 3.4688 no . 8_554
H1 H1B 3.2837 no . 3_555
H1 H2B 2.7167 no . 8_554
H1 H11A 3.6816 no . 2_565
H2A S7 3.1580 no . 3_555
H2A S8 3.1277 no . 3_555
H2A C1 3.4911 no . 6_456
H2A C7 3.3456 no . 3_555
H2A C8 3.3460 no . 3_555
H2A H1A 2.6923 no . 6_456
H2A H1B 3.4427 no . 6_456
H2B S7 3.2872 no . 8_555
H2B O1 2.5748 no . 8_555
H2B C1 3.5917 no . 6_456
H2B C10 3.5732 no . 8_555
H2B H1A 2.6696 no . 6_456
H2B H1 2.7167 no . 8_555
H2B H10 3.5460 no . 8_555
H2 S4 3.2127 no . 3_655
H2 S6 3.1697 no . 3_655
H2 P2 3.3618 no . 5_545
H2 F4 2.3992 no . 7_645
H2 F5 2.6113 no . 5_545
H2 F6 3.6511 no . 7_645
H2 O2 2.8034 no . 3_655
H2 H2 2.8972 no . 3_655
H2 H14A 3.2630 no . 3_655
H9A S1 3.0847 no . 3_555
H9A F3 3.4962 no . .
H9A F5 3.2737 no . .
H9A C14 3.5892 no . 5_455
H9A H13 3.6442 no . 5_455
H9A H14B 3.1729 no . 5_455
H9A H14C 3.2062 no . 5_455
H9B S3 3.6245 no . 3_655
H9B P2 3.5353 no . .
H9B F5 2.6393 no . .
H9B F6 2.6306 no . .
H10 S1 3.0944 no . 3_655
H10 F2 3.2203 no . 1_655
H10 F3 3.1687 no . 1_655
H10 H1A 3.6417 no . 3_655
H10 H2B 3.5460 no . 8_554
H10 H12B 3.5685 no . 5_555
H10 H14C 3.1272 no . 5_555
H11A S2 3.5648 no . 7_555
H11A F2 3.4802 no . 1_655
H11A F2 2.8936 no . 2_665
H11A F3 3.4664 no . 1_655
H11A O1 3.1714 no . 2_565
H11A C12 3.4971 no . 5_555
H11A H1 3.6816 no . 2_565
H11A H11A 3.2877 no . 2_565
H11A H12A 3.4010 no . 5_555
H11A H12B 2.7263 no . 5_555
H11B S2 3.6951 no . 7_555
H11B F4 3.4537 no . .
H11B F5 2.7084 no . .
H11B F6 3.5104 no . .
H11B C12 3.4040 no . 5_555
H11B H12A 2.9305 no . 5_555
H11B H12B 2.9519 no . 5_555
H11B H13 3.3128 no . 5_455
H11B H14A 3.4834 no . 5_555
H11B H14C 3.6815 no . 5_555
H11C P1 3.5452 no . .
H11C F1 3.3185 no . .
H11C F1 2.7620 no . 2_565
H11C F3 3.1658 no . .
H11C F5 3.6328 no . .
H11C O1 3.5537 no . 2_565
H11C H13 2.9253 no . 5_455
H12A S2 3.6804 no . 3_555
H12A F4 2.7482 no . 5_445
H12A C11 3.6050 no . 5_445
H12A H11A 3.4010 no . 5_445
H12A H11B 2.9305 no . 5_445
H12B P1 3.2854 no . 5_545
H12B F1 3.1921 no . 6_555
H12B F2 2.4386 no . 6_555
H12B F3 2.4824 no . 5_545
H12B C11 3.2495 no . 5_445
H12B H10 3.5685 no . 5_445
H12B H11A 2.7263 no . 5_445
H12B H11B 2.9519 no . 5_445
H13 S4 3.6441 no . 3_655
H13 F1 3.3963 no . 6_555
H13 F3 3.0649 no . 5_545
H13 F5 2.9579 no . 5_545
H13 C11 3.5623 no . 5_545
H13 H9A 3.6442 no . 5_545
H13 H11B 3.3128 no . 5_545
H13 H11C 2.9253 no . 5_545
H14A S3 3.4549 no . 7_545
H14A P2 3.5362 no . 5_445
H14A F4 2.7768 no . 5_445
H14A F6 2.5775 no . 5_445
H14A H2 3.2630 no . 3_655
H14A H11B 3.4834 no . 5_445
H14A H14B 3.5889 no . 3_655
H14B S3 3.4593 no . 7_545
H14B F5 2.7125 no . 5_545
H14B F6 3.4798 no . 7_645
H14B H9A 3.1729 no . 5_545
H14B H14A 3.5889 no . 3_655
H14C S1 2.9794 no . 7_545
H14C S3 3.4209 no . 7_545
H14C F3 2.4655 no . 5_545
H14C H9A 3.2062 no . 5_545
H14C H10 3.1272 no . 5_445
H14C H11B 3.6815 no . 5_445

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1 H1 S7 . . . 2.931(5) 0.820 2.776 92.7 no

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_V131003b
_database_code_depnum_ccdc_archive 'CCDC 1548672'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-07-21 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C14 H18 Cl O6 S8'
_chemical_formula_moiety         '(C14 H18 O2 S8), (Cl O4)'
_chemical_formula_weight         574.23
_chemical_melting_point          ?
_chemical_absolute_configuration rmad

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C 2 2 21'
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_Int_Tables_number      20
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 +X,-Y,-Z
3 -X,+Y,1/2-Z
4 -X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2+X,1/2-Y,-Z
7 1/2-X,1/2+Y,1/2-Z
8 1/2-X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.8561(6)
_cell_length_b                   21.2753(16)
_cell_length_c                   27.155(2)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     4538.6(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4733
_cell_measurement_theta_min      1.91
_cell_measurement_theta_max      29.30
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2360.00
_exptl_absorpt_coefficient_mu    0.934
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_absorpt_correction_T_min  0.865
_exptl_absorpt_correction_T_max  0.972

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

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 7.314
_diffrn_reflns_number            14526
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       35
_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             5099
_reflns_number_gt                3835
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0589
_refine_ls_wR_factor_ref         0.1424
_refine_ls_number_restraints     2
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5099
_refine_ls_number_parameters     288
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0588P)²+4.7685P] 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         0.490
_refine_diff_density_min         -0.330
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'Flack, H. D. (1983), Acta Cryst. A39, 876-881.  2223 Friedel Pairs'
_refine_ls_abs_structure_Flack   -0.09(15)

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 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)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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
Cl1 Cl -0.0415(4) 0.5000 0.0000 0.0965(11) Uani 1.0 4 d . . .
Cl2 Cl 0.0000 0.00302(12) 0.2500 0.0720(7) Uani 1.0 4 d . . .
S1 S 0.4774(3) 0.33013(8) 0.41839(6) 0.0754(6) Uani 1.0 8 d . . .
S2 S 0.4911(2) 0.16414(7) 0.41390(5) 0.0575(4) Uani 1.0 8 d . . .
S3 S 0.36694(19) 0.31900(6) 0.31582(5) 0.0509(4) Uani 1.0 8 d . . .
S4 S 0.36583(18) 0.18193(6) 0.31297(5) 0.0436(3) Uani 1.0 8 d . . .
S5 S 0.2003(2) 0.32562(6) 0.21022(5) 0.0506(4) Uani 1.0 8 d . . .
S6 S 0.18441(17) 0.18893(7) 0.20366(5) 0.0447(3) Uani 1.0 8 d . . .
S7 S 0.0326(2) 0.34256(7) 0.11003(5) 0.0555(4) Uani 1.0 8 d . . .
S8 S 0.0134(2) 0.19472(6) 0.10290(5) 0.0525(4) Uani 1.0 8 d . . .
O1 O -0.0697(6) 0.4224(2) 0.20160(14) 0.0681(12) Uani 1.0 8 d . . .
O2 O 0.0218(15) 0.0973(3) 0.02801(17) 0.151(4) Uani 1.0 8 d . . .
O3 O -0.0925(17) 0.5202(6) 0.0438(4) 0.161(6) Uani 0.731(14) 8 d . . .
O4 O 0.1081(18) 0.4737(17) -0.0063(17) 0.30(2) Uani 0.658(17) 8 d . . .
O5 O -0.1287(19) 0.5590(7) -0.0189(6) 0.169(8) Uani 0.612(18) 8 d . . .
O6 O -0.095(3) 0.0511(6) 0.2420(11) 0.283(12) Uani 0.754(15) 8 d . . .
O7 O -0.065(5) -0.0114(13) 0.2913(6) 0.30(3) Uani 0.72(4) 8 d . . .
O8 O 0.114(4) -0.0387(9) 0.2709(12) 0.201(18) Uani 0.53(4) 8 d . . .
C1 C 0.5741(14) 0.2773(4) 0.4598(3) 0.100(3) Uani 1.0 8 d . . .
C2 C 0.5021(15) 0.2164(4) 0.4662(3) 0.099(3) Uani 1.0 8 d . . .
C3 C 0.4302(7) 0.2805(3) 0.36894(19) 0.0473(13) Uani 1.0 8 d . . .
C4 C 0.4336(7) 0.2171(3) 0.36781(19) 0.0442(13) Uani 1.0 8 d . . .
C5 C 0.3210(6) 0.2513(3) 0.28325(17) 0.0433(11) Uani 1.0 8 d . . .
C6 C 0.2448(6) 0.2544(3) 0.23664(17) 0.0433(11) Uani 1.0 8 d . . .
C7 C 0.1097(7) 0.2952(3) 0.15717(18) 0.0433(12) Uani 1.0 8 d . . .
C8 C 0.1054(6) 0.2305(3) 0.15397(16) 0.0400(12) Uani 1.0 8 d . . .
C9 C 0.0906(8) 0.4214(3) 0.1285(2) 0.0533(15) Uani 1.0 8 d . . .
C10 C -0.0469(9) 0.4558(3) 0.1567(3) 0.0607(16) Uani 1.0 8 d . . .
C11 C 0.0054(12) 0.5237(3) 0.1665(3) 0.098(3) Uani 1.0 8 d . . .
C12 C 0.0490(8) 0.1117(3) 0.1132(2) 0.0547(14) Uani 1.0 8 d . . .
C13 C -0.0398(9) 0.0753(3) 0.0742(3) 0.0664(17) Uani 1.0 8 d . . .
C14 C -0.0132(10) 0.0052(3) 0.0795(3) 0.0743(19) Uani 1.0 8 d . . .
H1 H -0.1462 0.4388 0.2176 0.0817 Uiso 1.0 8 calc R . .
H1A H 0.6912 0.2717 0.4494 0.1204 Uiso 1.0 8 calc R . .
H1B H 0.5771 0.2974 0.4918 0.1204 Uiso 1.0 8 calc R . .
H2A H 0.3872 0.2219 0.4785 0.1193 Uiso 1.0 8 calc R . .
H2B H 0.5665 0.1952 0.4917 0.1193 Uiso 1.0 8 calc R . .
H2 H 0.0695 0.0684 0.0135 0.1811 Uiso 1.0 8 calc R . .
H9A H 0.1920 0.4193 0.1487 0.0640 Uiso 1.0 8 calc R . .
H9B H 0.1186 0.4455 0.0992 0.0640 Uiso 1.0 8 calc R . .
H10 H -0.1531 0.4552 0.1378 0.0728 Uiso 1.0 8 calc R . .
H11A H -0.0829 0.5446 0.1847 0.1170 Uiso 1.0 8 calc R . .
H11B H 0.0229 0.5450 0.1358 0.1170 Uiso 1.0 8 calc R . .
H11C H 0.1090 0.5243 0.1853 0.1170 Uiso 1.0 8 calc R . .
H12A H 0.1699 0.1027 0.1124 0.0657 Uiso 1.0 8 calc R . .
H12B H 0.0056 0.0998 0.1453 0.0657 Uiso 1.0 8 calc R . .
H13 H -0.1620 0.0842 0.0763 0.0797 Uiso 1.0 8 calc R . .
H14A H -0.0698 -0.0162 0.0530 0.0891 Uiso 1.0 8 calc R . .
H14B H -0.0592 -0.0087 0.1103 0.0891 Uiso 1.0 8 calc R . .
H14C H 0.1064 -0.0040 0.0783 0.0891 Uiso 1.0 8 calc R . .



#==============================================================================
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_cell_refinement       CrystalClear
_computing_data_reduction        CrystalClear
_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
Cl1 O3 1.327(10) yes . .
Cl1 O3 1.327(10) yes . 2_565
Cl1 O4 1.31(2) yes . .
Cl1 O4 1.31(2) yes . 2_565
Cl1 O5 1.519(15) yes . .
Cl1 O5 1.519(15) yes . 2_565
Cl2 O6 1.284(16) yes . .
Cl2 O6 1.284(16) yes . 3_555
Cl2 O7 1.27(2) yes . .
Cl2 O7 1.27(2) yes . 3_555
Cl2 O8 1.38(3) yes . .
Cl2 O8 1.38(3) yes . 3_555
S1 C1 1.762(9) yes . .
S1 C3 1.747(6) yes . .
S2 C2 1.805(7) yes . .
S2 C4 1.743(6) yes . .
S3 C3 1.731(6) yes . .
S3 C5 1.728(6) yes . .
S4 C4 1.749(6) yes . .
S4 C5 1.719(6) yes . .
S5 C6 1.713(6) yes . .
S5 C7 1.732(6) yes . .
S6 C6 1.722(6) yes . .
S6 C8 1.729(5) yes . .
S7 C7 1.738(6) yes . .
S7 C9 1.809(6) yes . .
S8 C8 1.740(5) yes . .
S8 C12 1.810(6) yes . .
O1 C10 1.423(7) yes . .
O2 C13 1.424(9) yes . .
O4 O4 1.17(6) yes . 2_565
O6 O6 1.55(3) yes . 3_555
O7 O8 1.62(5) yes . .
C1 C2 1.424(12) yes . .
C3 C4 1.351(8) yes . .
C5 C6 1.402(7) yes . .
C7 C8 1.379(8) yes . .
C9 C10 1.514(9) yes . .
C10 C11 1.525(9) yes . .
C12 C13 1.485(9) yes . .
C13 C14 1.513(9) yes . .
O1 H1 0.820 no . .
O2 H2 0.820 no . .
C1 H1A 0.970 no . .
C1 H1B 0.970 no . .
C2 H2A 0.970 no . .
C2 H2B 0.970 no . .
C9 H9A 0.970 no . .
C9 H9B 0.970 no . .
C10 H10 0.980 no . .
C11 H11A 0.960 no . .
C11 H11B 0.960 no . .
C11 H11C 0.960 no . .
C12 H12A 0.970 no . .
C12 H12B 0.970 no . .
C13 H13 0.980 no . .
C14 H14A 0.960 no . .
C14 H14B 0.960 no . .
C14 H14C 0.960 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
O3 Cl1 O3 144.9(9) yes . . 2_565
O3 Cl1 O4 122(2) yes . . .
O3 Cl1 O4 91(2) yes . . 2_565
O3 Cl1 O5 84.2(9) yes . . .
O3 Cl1 O5 80.2(9) yes . . 2_565
O3 Cl1 O4 91(2) yes 2_565 . .
O3 Cl1 O4 122(2) yes 2_565 . 2_565
O3 Cl1 O5 80.2(9) yes 2_565 . .
O3 Cl1 O5 84.2(9) yes 2_565 . 2_565
O4 Cl1 O4 53(2) yes . . 2_565
O4 Cl1 O5 135.4(18) yes . . .
O4 Cl1 O5 95.5(17) yes . . 2_565
O4 Cl1 O5 95.5(17) yes 2_565 . .
O4 Cl1 O5 135.4(18) yes 2_565 . 2_565
O5 Cl1 O5 126.4(8) yes . . 2_565
O6 Cl2 O6 74.4(11) yes . . 3_555
O6 Cl2 O7 96.3(19) yes . . .
O6 Cl2 O7 105.9(18) yes . . 3_555
O6 Cl2 O8 163.1(17) yes . . .
O6 Cl2 O8 93.8(13) yes . . 3_555
O6 Cl2 O7 105.9(18) yes 3_555 . .
O6 Cl2 O7 96.3(19) yes 3_555 . 3_555
O6 Cl2 O8 93.8(13) yes 3_555 . .
O6 Cl2 O8 163.1(17) yes 3_555 . 3_555
O7 Cl2 O7 152.1(18) yes . . 3_555
O7 Cl2 O8 75(2) yes . . .
O7 Cl2 O8 87.1(19) yes . . 3_555
O7 Cl2 O8 87.1(19) yes 3_555 . .
O7 Cl2 O8 75(2) yes 3_555 . 3_555
O8 Cl2 O8 100.1(14) yes . . 3_555
C1 S1 C3 101.3(3) yes . . .
C2 S2 C4 100.3(3) yes . . .
C3 S3 C5 95.3(3) yes . . .
C4 S4 C5 95.5(3) yes . . .
C6 S5 C7 95.8(3) yes . . .
C6 S6 C8 95.2(3) yes . . .
C7 S7 C9 104.2(3) yes . . .
C8 S8 C12 103.9(3) yes . . .
Cl1 O4 O4 63.5(17) yes . . 2_565
Cl2 O6 O6 52.8(9) yes . . 3_555
Cl2 O7 O8 55.6(16) yes . . .
Cl2 O8 O7 49.3(11) yes . . .
S1 C1 C2 119.1(8) yes . . .
S2 C2 C1 118.9(6) yes . . .
S1 C3 S3 114.6(4) yes . . .
S1 C3 C4 128.1(5) yes . . .
S3 C3 C4 117.3(4) yes . . .
S2 C4 S4 114.5(3) yes . . .
S2 C4 C3 129.4(5) yes . . .
S4 C4 C3 116.1(4) yes . . .
S3 C5 S4 115.6(3) yes . . .
S3 C5 C6 120.8(4) yes . . .
S4 C5 C6 123.5(4) yes . . .
S5 C6 S6 116.2(3) yes . . .
S5 C6 C5 120.4(4) yes . . .
S6 C6 C5 123.3(5) yes . . .
S5 C7 S7 122.7(4) yes . . .
S5 C7 C8 115.8(4) yes . . .
S7 C7 C8 121.5(4) yes . . .
S6 C8 S8 123.2(3) yes . . .
S6 C8 C7 116.9(4) yes . . .
S8 C8 C7 119.8(4) yes . . .
S7 C9 C10 114.2(5) yes . . .
O1 C10 C9 106.4(5) yes . . .
O1 C10 C11 111.0(6) yes . . .
C9 C10 C11 110.8(6) yes . . .
S8 C12 C13 109.0(4) yes . . .
O2 C13 C12 107.3(6) yes . . .
O2 C13 C14 111.0(6) yes . . .
C12 C13 C14 112.5(6) yes . . .
C10 O1 H1 109.467 no . . .
C13 O2 H2 109.469 no . . .
S1 C1 H1A 107.536 no . . .
S1 C1 H1B 107.546 no . . .
C2 C1 H1A 107.529 no . . .
C2 C1 H1B 107.525 no . . .
H1A C1 H1B 107.015 no . . .
S2 C2 H2A 107.591 no . . .
S2 C2 H2B 107.580 no . . .
C1 C2 H2A 107.588 no . . .
C1 C2 H2B 107.586 no . . .
H2A C2 H2B 107.024 no . . .
S7 C9 H9A 108.721 no . . .
S7 C9 H9B 108.720 no . . .
C10 C9 H9A 108.707 no . . .
C10 C9 H9B 108.705 no . . .
H9A C9 H9B 107.618 no . . .
O1 C10 H10 109.546 no . . .
C9 C10 H10 109.547 no . . .
C11 C10 H10 109.564 no . . .
C10 C11 H11A 109.476 no . . .
C10 C11 H11B 109.470 no . . .
C10 C11 H11C 109.482 no . . .
H11A C11 H11B 109.465 no . . .
H11A C11 H11C 109.471 no . . .
H11B C11 H11C 109.464 no . . .
S8 C12 H12A 109.882 no . . .
S8 C12 H12B 109.888 no . . .
C13 C12 H12A 109.880 no . . .
C13 C12 H12B 109.871 no . . .
H12A C12 H12B 108.294 no . . .
O2 C13 H13 108.639 no . . .
C12 C13 H13 108.648 no . . .
C14 C13 H13 108.646 no . . .
C13 C14 H14A 109.465 no . . .
C13 C14 H14B 109.472 no . . .
C13 C14 H14C 109.464 no . . .
H14A C14 H14B 109.477 no . . .
H14A C14 H14C 109.463 no . . .
H14B C14 H14C 109.486 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
O3 Cl1 O4 O4 -64(3) no . . . 2_565
O3 Cl1 O4 O4 130.4(16) no . . 2_565 .
O3 Cl1 O4 O4 130.4(16) no 2_565 . . 2_565
O3 Cl1 O4 O4 -64(3) no 2_565 . 2_565 .
O4 Cl1 O4 O4 0(3) no . . 2_565 .
O4 Cl1 O4 O4 0(3) no 2_565 . . 2_565
O5 Cl1 O4 O4 54(3) no . . . 2_565
O5 Cl1 O4 O4 -145.4(15) no 2_565 . . 2_565
O5 Cl1 O4 O4 -145.4(15) no . . 2_565 .
O5 Cl1 O4 O4 54(3) no 2_565 . 2_565 .
O6 Cl2 O6 O6 0.0(14) no . . 3_555 .
O6 Cl2 O6 O6 0.0(14) no 3_555 . . 3_555
O6 Cl2 O7 O8 -165.2(9) no . . . .
O7 Cl2 O6 O6 104.8(14) no . . . 3_555
O6 Cl2 O7 O8 -89.7(9) no . . 3_555 3_555
O7 Cl2 O6 O6 -92.2(16) no 3_555 . . 3_555
O6 Cl2 O8 O7 105.5(13) no . . 3_555 3_555
O8 Cl2 O6 O6 -167.7(14) no 3_555 . . 3_555
O6 Cl2 O7 O8 -89.7(9) no 3_555 . . .
O7 Cl2 O6 O6 -92.2(16) no . . 3_555 .
O6 Cl2 O7 O8 -165.2(9) no 3_555 . 3_555 3_555
O7 Cl2 O6 O6 104.8(14) no 3_555 . 3_555 .
O6 Cl2 O8 O7 105.5(13) no 3_555 . . .
O8 Cl2 O6 O6 -167.7(14) no . . 3_555 .
O7 Cl2 O7 O8 52(5) no . . 3_555 3_555
O7 Cl2 O7 O8 52(5) no 3_555 . . .
O7 Cl2 O8 O7 0.0(13) no . . . .
O8 Cl2 O7 O8 0.0(10) no . . . .
O7 Cl2 O8 O7 -158.4(15) no . . 3_555 3_555
O8 Cl2 O7 O8 101.3(10) no 3_555 . . .
O7 Cl2 O8 O7 -158.4(15) no 3_555 . . .
O8 Cl2 O7 O8 101.3(10) no . . 3_555 3_555
O7 Cl2 O8 O7 0.0(13) no 3_555 . 3_555 3_555
O8 Cl2 O7 O8 0.0(10) no 3_555 . 3_555 3_555
O8 Cl2 O8 O7 -84.2(14) no . . 3_555 3_555
O8 Cl2 O8 O7 -84.2(14) no 3_555 . . .
C1 S1 C3 S3 -168.9(5) no . . . .
C1 S1 C3 C4 12.7(6) no . . . .
C3 S1 C1 C2 -42.1(7) no . . . .
C2 S2 C4 S4 -167.1(5) no . . . .
C2 S2 C4 C3 11.1(6) no . . . .
C4 S2 C2 C1 -40.1(8) no . . . .
C3 S3 C5 S4 -3.6(4) no . . . .
C3 S3 C5 C6 173.5(4) no . . . .
C5 S3 C3 S1 -175.1(3) no . . . .
C5 S3 C3 C4 3.5(4) no . . . .
C4 S4 C5 S3 2.7(4) no . . . .
C4 S4 C5 C6 -174.4(4) no . . . .
C5 S4 C4 S2 178.1(3) no . . . .
C5 S4 C4 C3 -0.3(4) no . . . .
C6 S5 C7 S7 -179.2(4) no . . . .
C6 S5 C7 C8 -0.5(4) no . . . .
C7 S5 C6 S6 -1.0(4) no . . . .
C7 S5 C6 C5 -179.0(4) no . . . .
C6 S6 C8 S8 -178.9(4) no . . . .
C6 S6 C8 C7 -2.1(4) no . . . .
C8 S6 C6 S5 1.7(4) no . . . .
C8 S6 C6 C5 179.7(4) no . . . .
C7 S7 C9 C10 -93.6(4) no . . . .
C9 S7 C7 S5 5.4(4) no . . . .
C9 S7 C7 C8 -173.2(4) no . . . .
C8 S8 C12 C13 174.3(3) no . . . .
C12 S8 C8 S6 -6.7(4) no . . . .
C12 S8 C8 C7 176.6(4) no . . . .
Cl1 O4 O4 Cl1 0.0 no . . 2_565 .
Cl2 O6 O6 Cl2 0.0 no . . 3_555 .
Cl2 O7 O8 Cl2 0.00(11) no . . . .
S1 C1 C2 S2 61.5(11) no . . . .
S1 C3 C4 S2 -2.0(8) no . . . .
S1 C3 C4 S4 176.2(4) no . . . .
S3 C3 C4 S2 179.6(4) no . . . .
S3 C3 C4 S4 -2.2(6) no . . . .
S3 C5 C6 S5 1.7(6) no . . . .
S3 C5 C6 S6 -176.2(3) no . . . .
S4 C5 C6 S5 178.6(3) no . . . .
S4 C5 C6 S6 0.7(7) no . . . .
S5 C7 C8 S6 1.8(6) no . . . .
S5 C7 C8 S8 178.7(3) no . . . .
S7 C7 C8 S6 -179.4(3) no . . . .
S7 C7 C8 S8 -2.6(6) no . . . .
S7 C9 C10 O1 64.7(5) no . . . .
S7 C9 C10 C11 -174.6(4) no . . . .
S8 C12 C13 O2 56.3(6) no . . . .
S8 C12 C13 C14 178.7(4) 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 S2 3.535(3) no . .
S3 S5 3.155(2) no . .
S4 S6 3.296(2) no . .
S5 O1 2.965(5) no . .
S5 C9 3.135(6) no . .
S5 C10 3.682(6) no . .
S6 C12 3.141(6) no . .
S7 S8 3.155(2) no . .
S7 O1 3.116(5) no . .
S8 O2 2.905(5) no . .
O1 C7 3.280(7) no . .
C1 C4 3.016(10) no . .
C2 C3 3.025(9) no . .
C7 C10 3.632(8) no . .
S1 O2 3.354(5) no . 8_555
S2 O3 3.366(13) no . 7_545
S3 S5 3.476(3) no . 3_655
S3 O1 3.242(5) no . 3_555
S3 C6 3.637(5) no . 3_655
S4 S6 3.565(2) no . 3_655
S4 C6 3.681(5) no . 3_655
S4 C11 3.559(7) no . 7_545
S5 S3 3.476(3) no . 3_655
S5 O1 3.320(5) no . 3_555
S5 O8 3.28(2) no . 7_555
S6 S4 3.565(2) no . 3_655
S6 O6 3.357(18) no . 3_555
S6 C4 3.624(6) no . 3_655
S7 O5 3.482(16) no . 2_565
S8 C4 3.632(6) no . 3_555
O1 S3 3.242(5) no . 3_555
O1 S5 3.320(5) no . 3_555
O1 O1 2.848(6) no . 3_555
O1 O7 3.21(4) no . 7_455
O1 O8 3.23(3) no . 5_455
O2 S1 3.354(5) no . 8_554
O2 O3 3.471(17) no . 5_545
O2 O4 3.63(3) no . 6_455
O2 O5 3.134(19) no . 5_545
O2 C1 3.336(9) no . 8_554
O2 C14 3.653(8) no . 2_555
O3 S2 3.366(13) no . 7_555
O3 O2 3.471(17) no . 5_455
O3 C9 3.431(13) no . .
O3 C10 3.377(12) no . .
O3 C11 3.421(13) no . .
O3 C14 3.459(15) no . 5_455
O4 O2 3.63(3) no . 6_555
O4 C13 3.48(3) no . 6_555
O4 C14 3.61(3) no . 6_555
O5 S7 3.482(16) no . 2_565
O5 O2 3.134(19) no . 5_455
O5 C9 3.463(17) no . 2_565
O6 S6 3.357(18) no . 3_555
O7 O1 3.21(4) no . 7_445
O7 C10 3.43(4) no . 7_445
O7 C12 3.69(3) no . 3_555
O7 C14 3.579(17) no . 3_555
O8 S5 3.28(2) no . 7_545
O8 O1 3.23(3) no . 5_545
O8 C9 3.69(3) no . 7_545
O8 C11 3.69(3) no . 7_545
C1 O2 3.336(9) no . 8_555
C3 C7 3.697(8) no . 3_655
C4 S6 3.624(6) no . 3_655
C4 S8 3.632(6) no . 3_555
C4 C8 3.681(7) no . 3_655
C5 C5 3.342(7) no . 3_655
C5 C6 3.455(7) no . 3_655
C6 S3 3.637(5) no . 3_655
C6 S4 3.681(5) no . 3_655
C6 C5 3.455(7) no . 3_655
C7 C3 3.697(8) no . 3_655
C8 C4 3.681(7) no . 3_655
C9 O3 3.431(13) no . .
C9 O5 3.463(17) no . 2_565
C9 O8 3.69(3) no . 7_555
C10 O3 3.377(12) no . .
C10 O7 3.43(4) no . 7_455
C11 S4 3.559(7) no . 7_555
C11 O3 3.421(13) no . .
C11 O8 3.69(3) no . 7_555
C12 O7 3.69(3) no . 3_555
C13 O4 3.48(3) no . 6_455
C14 O2 3.653(8) no . 2_555
C14 O3 3.459(15) no . 5_545
C14 O4 3.61(3) no . 6_455
C14 O7 3.579(17) no . 3_555
S1 H2A 2.9108 no . .
S1 H2B 3.5628 no . .
S2 H1A 2.9388 no . .
S2 H1B 3.6012 no . .
S5 H1 3.6398 no . .
S5 H9A 2.6005 no . .
S6 H12A 3.0865 no . .
S6 H12B 2.8425 no . .
S7 H10 2.9045 no . .
S8 H2 3.6482 no . .
S8 H13 2.8206 no . .
O1 H9A 2.5084 no . .
O1 H9B 3.1870 no . .
O1 H11A 2.6425 no . .
O1 H11B 3.2456 no . .
O1 H11C 2.6214 no . .
O2 H12A 2.5717 no . .
O2 H12B 3.1890 no . .
O2 H14A 2.6084 no . .
O2 H14B 3.2379 no . .
O2 H14C 2.6361 no . .
C3 H1A 3.0017 no . .
C3 H1B 3.5490 no . .
C3 H2A 3.2446 no . .
C4 H1A 3.2174 no . .
C4 H2A 3.0303 no . .
C4 H2B 3.5537 no . .
C7 H9A 2.7271 no . .
C7 H9B 3.5637 no . .
C8 H12A 2.9890 no . .
C8 H12B 2.9001 no . .
C9 H1 3.0756 no . .
C9 H11A 3.3255 no . .
C9 H11B 2.6901 no . .
C9 H11C 2.6822 no . .
C11 H1 2.5708 no . .
C11 H9A 2.7054 no . .
C11 H9B 2.6266 no . .
C12 H2 2.8646 no . .
C12 H14A 3.3086 no . .
C12 H14B 2.6995 no . .
C12 H14C 2.6754 no . .
C14 H2 2.3319 no . .
C14 H12A 2.6775 no . .
C14 H12B 2.6964 no . .
H1 H9A 3.2758 no . .
H1 H10 2.1962 no . .
H1 H11A 2.4725 no . .
H1 H11B 3.4370 no . .
H1 H11C 2.8466 no . .
H1A H2A 2.7305 no . .
H1A H2B 2.2208 no . .
H1B H2A 2.2213 no . .
H1B H2B 2.1747 no . .
H2 H12A 2.8915 no . .
H2 H12B 3.6761 no . .
H2 H13 2.5152 no . .
H2 H14A 2.3636 no . .
H2 H14B 3.2600 no . .
H2 H14C 2.3571 no . .
H9A H10 2.8323 no . .
H9A H11A 3.5670 no . .
H9A H11B 3.0070 no . .
H9A H11C 2.5302 no . .
H9B H10 2.3862 no . .
H9B H11A 3.5124 no . .
H9B H11B 2.4557 no . .
H9B H11C 2.8766 no . .
H10 H11A 2.3554 no . .
H10 H11B 2.3598 no . .
H10 H11C 2.8400 no . .
H12A H13 2.8138 no . .
H12A H14A 3.5416 no . .
H12A H14B 2.9764 no . .
H12A H14C 2.5007 no . .
H12B H13 2.3158 no . .
H12B H14A 3.5674 no . .
H12B H14B 2.5471 no . .
H12B H14C 2.9682 no . .
H13 H14A 2.3414 no . .
H13 H14B 2.3260 no . .
H13 H14C 2.8226 no . .
Cl1 H2 3.4046 no . 5_455
Cl1 H2 3.4046 no . 6_455
Cl1 H9B 3.1917 no . .
Cl1 H9B 3.1917 no . 2_565
Cl1 H14C 3.4903 no . 5_455
Cl1 H14C 3.4903 no . 6_455
Cl2 H1 3.2194 no . 5_545
Cl2 H1 3.2194 no . 7_445
Cl2 H11C 3.5685 no . 5_445
Cl2 H11C 3.5685 no . 7_545
Cl2 H12B 3.5093 no . .
Cl2 H12B 3.5093 no . 3_555
S1 H2 3.3861 no . 8_555
S1 H9A 3.6970 no . 3_655
S1 H14A 3.4383 no . 7_555
S1 H14B 3.5748 no . 7_555
S1 H14C 3.5911 no . 7_555
S2 H11B 2.8731 no . 7_545
S2 H12A 3.0509 no . 3_655
S2 H13 3.1068 no . 3_555
S3 H1 3.2133 no . 3_555
S3 H10 3.5779 no . 3_555
S4 H11A 3.3837 no . 7_545
S4 H11B 3.3451 no . 7_545
S4 H11C 3.3594 no . 7_545
S4 H12B 3.5852 no . 3_555
S5 H1 3.1334 no . 3_555
S6 H11A 3.6108 no . 5_545
S7 H1A 3.0950 no . 3_655
S7 H2B 3.4018 no . 8_554
S8 H1A 3.1751 no . 3_655
S8 H1B 3.1032 no . 8_554
O1 H1 2.7951 no . 3_555
O2 H1B 2.5679 no . 8_554
O2 H14A 2.8861 no . 2_555
O2 H14C 3.5662 no . 2_555
O3 H2 2.9628 no . 5_455
O3 H2 3.6094 no . 6_455
O3 H9B 2.7467 no . .
O3 H10 2.9424 no . .
O3 H11B 2.7084 no . .
O3 H12A 3.1666 no . 5_455
O3 H14C 2.5963 no . 5_455
O4 H9B 2.9294 no . .
O4 H9B 3.0540 no . 2_565
O4 H11B 3.6001 no . 2_565
O4 H13 2.8962 no . 6_555
O4 H14A 3.0072 no . 5_555
O4 H14A 2.9711 no . 6_555
O5 H2B 3.0308 no . 7_555
O5 H2 2.5363 no . 5_455
O5 H2 3.6037 no . 6_455
O5 H9B 2.9231 no . 2_565
O5 H10 3.2483 no . 2_565
O5 H14C 3.6183 no . 5_455
O5 H14C 2.8817 no . 6_455
O6 H1 3.3243 no . 7_445
O6 H11A 3.2236 no . 7_445
O6 H11C 2.8486 no . 5_445
O6 H12B 2.9298 no . .
O6 H12B 3.3047 no . 3_555
O7 H1 2.5187 no . 7_445
O7 H9A 3.6598 no . 7_545
O7 H10 3.0219 no . 7_445
O7 H11A 3.0839 no . 7_445
O7 H12A 3.6623 no . 3_555
O7 H12B 2.9601 no . 3_555
O7 H14B 2.8428 no . 3_555
O7 H14C 3.5583 no . 3_555
O8 H1 2.4229 no . 5_545
O8 H9A 2.8091 no . 7_545
O8 H11C 2.8204 no . 7_545
O8 H14B 3.3166 no . 3_555
C1 H2A 2.9763 no . 6_556
C2 H1A 3.3603 no . 6_456
C2 H1B 3.5408 no . 6_456
C2 H2A 3.6243 no . 6_556
C4 H11B 3.6780 no . 7_545
C7 H1A 3.3262 no . 3_655
C8 H1A 3.3456 no . 3_655
C9 H14A 3.6170 no . 5_555
C9 H14B 3.1662 no . 5_555
C10 H14C 3.5605 no . 5_455
C11 H12A 3.4537 no . 5_455
C13 H1B 3.5259 no . 8_554
C13 H14A 3.6839 no . 2_555
C14 H2 3.0406 no . 2_555
C14 H9A 3.4994 no . 5_445
C14 H9B 3.2050 no . 5_445
C14 H10 3.4122 no . 5_545
C14 H14A 3.6310 no . 2_555
H1 Cl2 3.2194 no . 5_455
H1 S3 3.2133 no . 3_555
H1 S5 3.1334 no . 3_555
H1 O1 2.7951 no . 3_555
H1 O6 3.3243 no . 7_455
H1 O7 2.5187 no . 7_455
H1 O8 2.4229 no . 5_455
H1 H1 2.8938 no . 3_555
H1 H9A 3.6705 no . 3_555
H1 H11C 3.2179 no . 3_555
H1A S7 3.0950 no . 3_655
H1A S8 3.1751 no . 3_655
H1A C2 3.3603 no . 6_556
H1A C7 3.3262 no . 3_655
H1A C8 3.3456 no . 3_655
H1A H2A 2.4947 no . 6_556
H1A H2B 3.4269 no . 6_556
H1B S8 3.1032 no . 8_555
H1B O2 2.5679 no . 8_555
H1B C2 3.5408 no . 6_556
H1B C13 3.5259 no . 8_555
H1B H2A 2.5986 no . 6_556
H1B H2 3.1347 no . 8_555
H1B H13 3.4723 no . 8_555
H2A C1 2.9763 no . 6_456
H2A C2 3.6243 no . 6_456
H2A H1A 2.4947 no . 6_456
H2A H1B 2.5986 no . 6_456
H2A H2B 3.1799 no . 6_456
H2B S7 3.4018 no . 8_555
H2B O5 3.0308 no . 7_545
H2B H1A 3.4269 no . 6_456
H2B H2A 3.1799 no . 6_556
H2 Cl1 3.4046 no . 5_545
H2 S1 3.3861 no . 8_554
H2 O3 2.9628 no . 5_545
H2 O3 3.6094 no . 6_555
H2 O5 2.5363 no . 5_545
H2 O5 3.6037 no . 6_555
H2 C14 3.0406 no . 2_555
H2 H1B 3.1347 no . 8_554
H2 H2 3.0018 no . 2_555
H2 H14A 2.3856 no . 2_555
H2 H14C 2.8602 no . 2_555
H9A S1 3.6970 no . 3_655
H9A O7 3.6598 no . 7_555
H9A O8 2.8091 no . 7_555
H9A C14 3.4994 no . 5_555
H9A H1 3.6705 no . 3_555
H9A H14A 3.4854 no . 5_555
H9A H14B 2.6936 no . 5_555
H9B Cl1 3.1917 no . .
H9B O3 2.7467 no . .
H9B O4 2.9294 no . .
H9B O4 3.0540 no . 2_565
H9B O5 2.9231 no . 2_565
H9B C14 3.2050 no . 5_555
H9B H13 3.4731 no . 5_555
H9B H14A 2.8698 no . 5_555
H9B H14B 2.7293 no . 5_555
H10 S3 3.5779 no . 3_555
H10 O3 2.9424 no . .
H10 O5 3.2483 no . 2_565
H10 O7 3.0219 no . 7_455
H10 C14 3.4122 no . 5_455
H10 H12A 3.5013 no . 5_455
H10 H14B 3.3651 no . 5_455
H10 H14C 2.6326 no . 5_455
H11A S4 3.3837 no . 7_555
H11A S6 3.6108 no . 5_455
H11A O6 3.2236 no . 7_455
H11A O7 3.0839 no . 7_455
H11A H11C 3.5636 no . 3_555
H11A H12A 3.0260 no . 5_455
H11A H12B 3.6014 no . 5_455
H11B S2 2.8731 no . 7_555
H11B S4 3.3451 no . 7_555
H11B O3 2.7084 no . .
H11B O4 3.6001 no . 2_565
H11B C4 3.6780 no . 7_555
H11B H12A 3.0982 no . 5_455
H11B H13 3.0706 no . 5_555
H11B H14B 3.5440 no . 5_555
H11C Cl2 3.5685 no . 5_555
H11C S4 3.3594 no . 7_555
H11C O6 2.8486 no . 5_555
H11C O8 2.8204 no . 7_555
H11C H1 3.2179 no . 3_555
H11C H11A 3.5636 no . 3_555
H11C H12B 3.6690 no . 5_555
H11C H13 3.6898 no . 5_555
H11C H14B 3.3807 no . 5_555
H12A S2 3.0509 no . 3_655
H12A O3 3.1666 no . 5_545
H12A O7 3.6623 no . 3_555
H12A C11 3.4537 no . 5_545
H12A H10 3.5013 no . 5_545
H12A H11A 3.0260 no . 5_545
H12A H11B 3.0982 no . 5_545
H12B Cl2 3.5093 no . .
H12B S4 3.5852 no . 3_555
H12B O6 2.9298 no . .
H12B O6 3.3047 no . 3_555
H12B O7 2.9601 no . 3_555
H12B H11A 3.6014 no . 5_545
H12B H11C 3.6690 no . 5_445
H13 S2 3.1068 no . 3_555
H13 O4 2.8962 no . 6_455
H13 H1B 3.4723 no . 8_554
H13 H9B 3.4731 no . 5_445
H13 H11B 3.0706 no . 5_445
H13 H11C 3.6898 no . 5_445
H14A S1 3.4383 no . 7_545
H14A O2 2.8861 no . 2_555
H14A O4 3.0072 no . 5_445
H14A O4 2.9711 no . 6_455
H14A C9 3.6170 no . 5_445
H14A C13 3.6839 no . 2_555
H14A C14 3.6310 no . 2_555
H14A H2 2.3856 no . 2_555
H14A H9A 3.4854 no . 5_445
H14A H9B 2.8698 no . 5_445
H14A H14A 2.9586 no . 2_555
H14B S1 3.5748 no . 7_545
H14B O7 2.8428 no . 3_555
H14B O8 3.3166 no . 3_555
H14B C9 3.1662 no . 5_445
H14B H9A 2.6936 no . 5_445
H14B H9B 2.7293 no . 5_445
H14B H10 3.3651 no . 5_545
H14B H11B 3.5440 no . 5_445
H14B H11C 3.3807 no . 5_445
H14C Cl1 3.4903 no . 5_545
H14C S1 3.5911 no . 7_545
H14C O2 3.5662 no . 2_555
H14C O3 2.5963 no . 5_545
H14C O5 3.6183 no . 5_545
H14C O5 2.8817 no . 6_555
H14C O7 3.5583 no . 3_555
H14C C10 3.5605 no . 5_545
H14C H2 2.8602 no . 2_555
H14C H10 2.6326 no . 5_545

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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 1548676'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-07-21 downloaded from the CCDC.
;
_audit_creation_date             2014-04-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_shelxl_version_number           2012-9
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'Cl O4, C14 H18 O2 S8'
_chemical_formula_sum            'C14 H18 Cl O6 S8'
_chemical_formula_weight         574.21
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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'
Cl Cl 0.1420 0.1510 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1180 0.1170 '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           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, -z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   7.707(16)
_cell_length_b                   21.04(4)
_cell_length_c                   26.59(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4312(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3067
_cell_measurement_temperature    100
_cell_measurement_theta_max      24.4
_cell_measurement_theta_min      2.0
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.906
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.237
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   
;
CrystalClear-SM Expert 3.1 b26 (Rigaku, 20112)
;
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.769
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Needle
_exptl_crystal_F_000             2360
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1949
_diffrn_reflns_av_unetI/netI     0.1949
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9727
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        24.415
_diffrn_reflns_theta_max         24.563
_diffrn_reflns_theta_min         2.018
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  CrystalLogic
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.079902
_diffrn_orient_matrix_UB_12      0.102233
_diffrn_orient_matrix_UB_13      -0.000375
_diffrn_orient_matrix_UB_21      0.005955
_diffrn_orient_matrix_UB_22      0.004482
_diffrn_orient_matrix_UB_23      -0.046933
_diffrn_orient_matrix_UB_31      -0.029256
_diffrn_orient_matrix_UB_32      -0.022887
_diffrn_orient_matrix_UB_33      -0.005898
_diffrn_radiation_collimation    'Confocal mirrors'
_diffrn_radiation_monochromator  'double crystal silicon'
_diffrn_radiation_type           ?
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   synchrotron
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_type              'DLS beamline I19'
_diffrn_source_voltage           50.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.771
_reflns_Friedel_fraction_full    0.989
_reflns_Friedel_fraction_max     0.975
_reflns_number_gt                1735
_reflns_number_total             3893
_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       
;
CrystalClear-SM Expert 3.1 b26 (Rigaku, 20112)
;
_computing_data_collection       
;
CrystalClear-SM Expert 3.1 b26 (Rigaku, 20112)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b26 (Rigaku, 20112)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         1.389
_refine_diff_density_min         -0.649
_refine_diff_density_rms         0.202
_refine_ls_abs_structure_details 
;
 Flack x determined using 362 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.2(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3893
_refine_ls_number_restraints     254
_refine_ls_R_factor_all          0.2257
_refine_ls_R_factor_gt           0.1393
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.050
_refine_ls_shift/su_mean         0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.2000P)²]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3193
_refine_ls_wR_factor_ref         0.3991
_refine_special_details          
;
Disorder present in one OH group with oxygen modelled over tw
partially occupied sites and refined with isotropic adps and
distance restraints applied.
Disorder also present in ClO4. 2 half occupied sites present
in asymmetric unit,disordered across a 2-fold axis. The oxygen 
atoms were refined with isotropic adps and 
distance restraints - Cl-O and O..O.
;
_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, All O(H) groups
2. Restrained distances
 Cl1-O1A = Cl1-O3A = Cl1-O2A = Cl1-O4A = Cl2-O1B = Cl2-O2B = Cl2-O3B = Cl2-O4B
 1.43 with sigma of 0.02
 O1A-O2A \\sim O1A-O3A \\sim O1A-O4A \\sim O2A-O3A \\sim O2A-O3A \\sim O2A-O4A
\\sim O3A-O4A \\sim O1B-O2B
 \\sim O1B-O3B \\sim O2B-O3B \\sim O1B-O4B \\sim O2B-O4B \\sim O3B-O4B
 with sigma of 0.02
 O2-C13 \\sim O2X-C13 \\sim O1-C10
 with sigma of 0.02
3. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: O1A(0.5) O2A(0.5) O3A(0.5) O4A(0.5) O2B(0.5) O3B(0.5) O4B(0.5)
 O2(0.75) H2(0.75) H13(0.75) H13A(0.25) O2X(0.25) H2X(0.25)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13), C13(H13A)
5.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C9(H9A,H9B), C12(H12A,H12B)
5.c Me refined with riding coordinates:
 C11(H11A,H11B,H11C), C14(H14A,H14B,H14C)
5.d Tetrahedral OH refined with riding coordinates:
 O1(H1), O2(H2), O2X(H2X)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Cl1 Cl 1.0000 0.4949(5) 0.7500 0.083(3) Uani 1 2 d DS T P . .
O1A O 0.895(5) 0.4387(15) 0.7466(18) 0.133(18) Uiso 0.5 1 d D . . A -1
O2A O 1.162(4) 0.485(2) 0.730(2) 0.21(4) Uiso 0.5 1 d D . . A -1
O3A O 0.907(5) 0.5408(17) 0.7179(14) 0.109(15) Uiso 0.5 1 d D . . A -1
O4A O 0.996(8) 0.518(2) 0.7985(10) 0.16(2) Uiso 0.5 1 d D . . A -1
Cl2 Cl 1.070(2) 0.0000 1.0000 0.128(6) Uani 1 2 d DS T P . .
O1B O 0.893(3) 0.0000 1.0000 0.169(19) Uiso 1 2 d DS T P . .
O2B O 1.146(5) 0.0579(17) 1.012(2) 0.24(4) Uiso 0.5 1 d D . . . .
O3B O 1.122(4) -0.016(2) 0.9481(9) 0.096(13) Uiso 0.5 1 d D . . . .
O4B O 1.143(5) -0.050(2) 1.0294(17) 0.16(2) Uiso 0.5 1 d D . . . .
S1 S 0.5047(12) 0.1673(3) 0.5820(2) 0.077(2) Uani 1 1 d . . . . .
S2 S 0.4925(11) 0.3344(3) 0.5857(2) 0.0663(19) Uani 1 1 d . . . . .
S3 S 0.6312(10) 0.1793(3) 0.6850(2) 0.0632(19) Uani 1 1 d . . . . .
S4 S 0.6329(9) 0.3171(3) 0.6876(2) 0.0543(17) Uani 1 1 d . . . . .
S5 S 0.8140(11) 0.1728(3) 0.7901(2) 0.0640(19) Uani 1 1 d . . . . .
S6 S 0.8268(10) 0.3103(3) 0.7972(2) 0.0582(17) Uani 1 1 d . . . . .
S7 S 0.9881(11) 0.1555(3) 0.8910(2) 0.0686(19) Uani 1 1 d . . . . .
S8 S 0.9984(11) 0.3045(3) 0.8986(2) 0.0634(18) Uani 1 1 d . . . . .
O1 O 1.079(3) 0.0738(10) 0.7976(7) 0.099(7) Uani 1 1 d . . . . .
H1 H 1.0922 0.0475 0.7741 0.148 Uiso 1 1 calc R . . . .
O2 O 0.997(3) 0.4026(9) 0.9754(7) 0.058(5) Uiso 0.75 1 d . . . B 1
H2 H 0.8991 0.4184 0.9817 0.087 Uiso 0.75 1 calc R . . B 1
C1 C 0.404(4) 0.2216(13) 0.5424(9) 0.074(7) Uani 1 1 d . . . . .
H1A H 0.3857 0.2004 0.5096 0.089 Uiso 1 1 calc R . . . .
H1B H 0.2876 0.2306 0.5566 0.089 Uiso 1 1 calc R . . . .
C2 C 0.486(5) 0.2815(14) 0.5328(9) 0.088(9) Uani 1 1 d . . . . .
H2A H 0.4242 0.3029 0.5049 0.106 Uiso 1 1 calc R . . . .
H2B H 0.6066 0.2735 0.5215 0.106 Uiso 1 1 calc R . . . .
C3 C 0.553(3) 0.2159(11) 0.6338(8) 0.054(6) Uani 1 1 d . . . . .
C4 C 0.565(4) 0.2822(11) 0.6310(8) 0.057(6) Uani 1 1 d . . . . .
C5 C 0.686(3) 0.2499(10) 0.7160(7) 0.047(4) Uani 1 1 d . . . . .
C6 C 0.762(3) 0.2449(12) 0.7621(8) 0.060(6) Uani 1 1 d . . . . .
C7 C 0.907(4) 0.2016(11) 0.8431(8) 0.057(6) Uani 1 1 d . . . . .
C8 C 0.905(3) 0.2686(10) 0.8473(8) 0.050(5) Uani 1 1 d . . . . .
C9 C 0.912(5) 0.0782(13) 0.8713(11) 0.090(8) Uani 1 1 d . . . . .
H9A H 0.8765 0.0538 0.9015 0.108 Uiso 1 1 calc R . . . .
H9B H 0.8077 0.0839 0.8500 0.108 Uiso 1 1 calc R . . . .
C10 C 1.041(5) 0.0406(13) 0.8431(10) 0.094(8) Uani 1 1 d . . . . .
H10 H 1.1496 0.0399 0.8636 0.113 Uiso 1 1 calc R . . . .
C11 C 0.995(6) -0.0258(14) 0.8326(10) 0.101(10) Uani 1 1 d . . . . .
H11A H 0.8964 -0.0270 0.8092 0.152 Uiso 1 1 calc R . . . .
H11B H 0.9627 -0.0470 0.8641 0.152 Uiso 1 1 calc R . . . .
H11C H 1.0943 -0.0476 0.8175 0.152 Uiso 1 1 calc R . . . .
C12 C 0.970(4) 0.3879(11) 0.8869(9) 0.065(7) Uani 1 1 d . . . . .
H12A H 1.0208 0.3990 0.8538 0.079 Uiso 1 1 calc R . . . .
H12B H 0.8451 0.3983 0.8861 0.079 Uiso 1 1 calc R . . . .
C13 C 1.057(4) 0.4255(11) 0.9271(8) 0.074(8) Uani 1 1 d . . . . .
H13 H 1.1848 0.4173 0.9249 0.089 Uiso 0.75 1 calc R . . B 1
H13A H 1.1684 0.4274 0.9077 0.089 Uiso 0.25 1 calc R . . B 2
C14 C 1.029(4) 0.4951(10) 0.9219(9) 0.071(8) Uani 1 1 d . . . . .
H14A H 1.0764 0.5097 0.8897 0.106 Uiso 1 1 calc R . . . .
H14B H 1.0874 0.5174 0.9495 0.106 Uiso 1 1 calc R . . . .
H14C H 0.9043 0.5042 0.9231 0.106 Uiso 1 1 calc R . . . .
O2X O 1.140(9) 0.396(3) 0.969(2) 0.069(19) Uiso 0.25 1 d . . . B 2
H2X H 1.2103 0.4218 0.9821 0.104 Uiso 0.25 1 calc R . . B 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
Cl1 O1A 1.44(2) . ?
Cl1 O2A 1.37(2) . ?
Cl1 O3A 1.47(2) . ?
Cl1 O4A 1.38(2) . ?
Cl2 O1B 1.37(2) . ?
Cl2 O2B 1.39(2) . ?
Cl2 O2B 1.39(2) 3_557 ?
Cl2 O3B 1.48(2) 3_557 ?
Cl2 O3B 1.48(2) . ?
Cl2 O4B 1.43(2) . ?
Cl2 O4B 1.43(2) 3_557 ?
O2B O3B 1.40(6) 3_557 ?
O2B O4B 1.11(5) 3_557 ?
O3B O2B 1.40(6) 3_557 ?
O3B O4B 1.52(5) 3_557 ?
O4B O2B 1.11(5) 3_557 ?
O4B O3B 1.52(5) 3_557 ?
S1 C1 1.74(3) . ?
S1 C3 1.75(2) . ?
S2 C2 1.79(3) . ?
S2 C4 1.72(2) . ?
S3 C3 1.68(2) . ?
S3 C5 1.75(2) . ?
S4 C4 1.75(2) . ?
S4 C5 1.65(2) . ?
S5 C6 1.74(3) . ?
S5 C7 1.69(2) . ?
S6 C6 1.74(3) . ?
S6 C8 1.71(2) . ?
S7 C7 1.72(2) . ?
S7 C9 1.81(3) . ?
S8 C8 1.72(2) . ?
S8 C12 1.79(2) . ?
O1 H1 0.8400 . ?
O1 C10 1.43(2) . ?
O2 H2 0.8400 . ?
O2 C13 1.45(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.43(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.40(3) . ?
C5 C6 1.36(3) . ?
C7 C8 1.42(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.48(4) . ?
C10 H10 1.0000 . ?
C10 C11 1.47(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.49(3) . ?
C13 H13 1.0000 . ?
C13 H13A 1.0000 . ?
C13 C14 1.49(3) . ?
C13 O2X 1.43(3) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
O2X H2X 0.8400 . ?

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
O1A Cl1 O3A 103.3(16) . . ?
O2A Cl1 O1A 110.9(18) . . ?
O2A Cl1 O3A 108.8(17) . . ?
O2A Cl1 O4A 115.8(18) . . ?
O4A Cl1 O1A 110.0(17) . . ?
O4A Cl1 O3A 107.3(16) . . ?
O1B Cl2 O2B 115.1(18) . 3_557 ?
O1B Cl2 O2B 115.1(18) . . ?
O1B Cl2 O3B 105.8(13) . 3_557 ?
O1B Cl2 O3B 105.8(13) . . ?
O1B Cl2 O4B 113.2(17) . . ?
O1B Cl2 O4B 113.2(16) . 3_557 ?
O2B Cl2 O2B 130(4) . 3_557 ?
O2B Cl2 O3B 58(2) . 3_557 ?
O2B Cl2 O3B 58(2) 3_557 . ?
O2B Cl2 O3B 107.2(17) . . ?
O2B Cl2 O3B 107.2(17) 3_557 3_557 ?
O2B Cl2 O4B 46(2) . 3_557 ?
O2B Cl2 O4B 46(2) 3_557 . ?
O2B Cl2 O4B 111.0(16) 3_557 3_557 ?
O2B Cl2 O4B 111.0(16) . . ?
O3B Cl2 O3B 148(3) . 3_557 ?
O4B Cl2 O3B 63(2) . 3_557 ?
O4B Cl2 O3B 103.7(15) 3_557 3_557 ?
O4B Cl2 O3B 63(2) 3_557 . ?
O4B Cl2 O3B 103.7(15) . . ?
O4B Cl2 O4B 134(3) 3_557 . ?
Cl2 O2B O3B 64.0(16) . 3_557 ?
O4B O2B Cl2 68.6(19) 3_557 . ?
O4B O2B O3B 131(4) 3_557 3_557 ?
Cl2 O3B O4B 56.8(13) . 3_557 ?
O2B O3B Cl2 57.7(14) 3_557 . ?
O2B O3B O4B 105(3) 3_557 3_557 ?
Cl2 O4B O3B 60.0(15) . 3_557 ?
O2B O4B Cl2 65.1(19) 3_557 . ?
O2B O4B O3B 122(4) 3_557 3_557 ?
C1 S1 C3 100.7(12) . . ?
C4 S2 C2 99.3(13) . . ?
C3 S3 C5 94.5(10) . . ?
C5 S4 C4 96.2(10) . . ?
C7 S5 C6 98.2(11) . . ?
C8 S6 C6 96.6(11) . . ?
C7 S7 C9 100.0(14) . . ?
C8 S8 C12 104.0(11) . . ?
C10 O1 H1 109.5 . . ?
C13 O2 H2 109.5 . . ?
S1 C1 H1A 107.5 . . ?
S1 C1 H1B 107.5 . . ?
H1A C1 H1B 107.0 . . ?
C2 C1 S1 119(2) . . ?
C2 C1 H1A 107.5 . . ?
C2 C1 H1B 107.5 . . ?
S2 C2 H2A 108.6 . . ?
S2 C2 H2B 108.6 . . ?
C1 C2 S2 115(2) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
S3 C3 S1 116.5(13) . . ?
C4 C3 S1 123.6(18) . . ?
C4 C3 S3 118.5(18) . . ?
S2 C4 S4 115.4(13) . . ?
C3 C4 S2 130.6(19) . . ?
C3 C4 S4 113.0(18) . . ?
S4 C5 S3 116.8(12) . . ?
C6 C5 S3 117.5(17) . . ?
C6 C5 S4 125.7(18) . . ?
S6 C6 S5 113.3(13) . . ?
C5 C6 S5 123.5(19) . . ?
C5 C6 S6 123.1(19) . . ?
S5 C7 S7 124.8(15) . . ?
C8 C7 S5 114.7(17) . . ?
C8 C7 S7 120.4(17) . . ?
S6 C8 S8 122.8(13) . . ?
C7 C8 S6 117.0(17) . . ?
C7 C8 S8 119.9(17) . . ?
S7 C9 H9A 108.7 . . ?
S7 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
C10 C9 S7 114(3) . . ?
C10 C9 H9A 108.7 . . ?
C10 C9 H9B 108.7 . . ?
O1 C10 C9 108(3) . . ?
O1 C10 H10 107.1 . . ?
O1 C10 C11 111(2) . . ?
C9 C10 H10 107.1 . . ?
C11 C10 C9 116(3) . . ?
C11 C10 H10 107.1 . . ?
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 . . ?
S8 C12 H12A 109.7 . . ?
S8 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
C13 C12 S8 109.9(18) . . ?
C13 C12 H12A 109.7 . . ?
C13 C12 H12B 109.7 . . ?
O2 C13 C12 108(2) . . ?
O2 C13 H13 108.0 . . ?
O2 C13 C14 111(2) . . ?
C12 C13 H13 108.0 . . ?
C12 C13 H13A 92.1 . . ?
C14 C13 C12 113(2) . . ?
C14 C13 H13 108.0 . . ?
C14 C13 H13A 92.1 . . ?
O2X C13 C12 122(4) . . ?
O2X C13 H13A 92.2 . . ?
O2X C13 C14 124(4) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C13 O2X H2X 109.5 . . ?

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
O1B Cl2 O2B O3B 94(2) . . . 3_557 ?
O1B Cl2 O2B O4B -99(3) . . . 3_557 ?
O1B Cl2 O3B O2B -110(2) . . . 3_557 ?
O1B Cl2 O3B O4B 108.4(19) . . . 3_557 ?
O1B Cl2 O4B O2B 103(3) . . . 3_557 ?
O1B Cl2 O4B O3B -96.6(17) . . . 3_557 ?
O2B Cl2 O2B O3B -86.3(19) 3_557 . . 3_557 ?
O2B Cl2 O2B O4B 81(3) 3_557 . . 3_557 ?
O2B Cl2 O3B O2B 127(4) . . . 3_557 ?
O2B Cl2 O3B O4B -142(3) 3_557 . . 3_557 ?
O2B Cl2 O3B O4B -15(3) . . . 3_557 ?
O2B Cl2 O4B O2B -126(4) . . . 3_557 ?
O2B Cl2 O4B O3B 35(3) . . . 3_557 ?
O2B Cl2 O4B O3B 160(4) 3_557 . . 3_557 ?
O3B Cl2 O2B O3B -149(3) . . . 3_557 ?
O3B Cl2 O2B O4B 167(5) 3_557 . . 3_557 ?
O3B Cl2 O2B O4B 18(4) . . . 3_557 ?
O3B Cl2 O3B O2B 70(2) 3_557 . . 3_557 ?
O3B Cl2 O3B O4B -71.6(19) 3_557 . . 3_557 ?
O3B Cl2 O4B O2B -160(4) 3_557 . . 3_557 ?
O3B Cl2 O4B O2B -11(4) . . . 3_557 ?
O3B Cl2 O4B O3B 149(3) . . . 3_557 ?
O4B Cl2 O2B O3B -167(5) 3_557 . . 3_557 ?
O4B Cl2 O2B O3B -36(3) . . . 3_557 ?
O4B Cl2 O2B O4B 131(4) . . . 3_557 ?
O4B Cl2 O3B O2B 9(3) . . . 3_557 ?
O4B Cl2 O3B O2B 142(3) 3_557 . . 3_557 ?
O4B Cl2 O3B O4B -132(4) . . . 3_557 ?
O4B Cl2 O4B O2B -77(3) 3_557 . . 3_557 ?
O4B Cl2 O4B O3B 83.4(17) 3_557 . . 3_557 ?
S1 C1 C2 S2 -69(3) . . . . ?
S1 C3 C4 S2 17(4) . . . . ?
S1 C3 C4 S4 -174.8(14) . . . . ?
S3 C3 C4 S2 -177.6(16) . . . . ?
S3 C3 C4 S4 -9(3) . . . . ?
S3 C5 C6 S5 3(3) . . . . ?
S3 C5 C6 S6 179.0(14) . . . . ?
S4 C5 C6 S5 179.8(14) . . . . ?
S4 C5 C6 S6 -4(3) . . . . ?
S5 C7 C8 S6 -5(3) . . . . ?
S5 C7 C8 S8 -179.0(13) . . . . ?
S7 C7 C8 S6 178.6(14) . . . . ?
S7 C7 C8 S8 5(3) . . . . ?
S7 C9 C10 O1 -63(3) . . . . ?
S7 C9 C10 C11 171(2) . . . . ?
S8 C12 C13 O2 -52(3) . . . . ?
S8 C12 C13 C14 -176(2) . . . . ?
S8 C12 C13 O2X -3(5) . . . . ?
C1 S1 C3 S3 172.5(17) . . . . ?
C1 S1 C3 C4 -21(3) . . . . ?
C2 S2 C4 S4 167.6(17) . . . . ?
C2 S2 C4 C3 -24(3) . . . . ?
C3 S1 C1 C2 50(3) . . . . ?
C3 S3 C5 S4 3.7(16) . . . . ?
C3 S3 C5 C6 -179(2) . . . . ?
C4 S2 C2 C1 47(3) . . . . ?
C4 S4 C5 S3 -7.7(16) . . . . ?
C4 S4 C5 C6 175(2) . . . . ?
C5 S3 C3 S1 170.3(15) . . . . ?
C5 S3 C3 C4 3(3) . . . . ?
C5 S4 C4 S2 -179.9(16) . . . . ?
C5 S4 C4 C3 10(2) . . . . ?
C6 S5 C7 S7 178.4(19) . . . . ?
C6 S5 C7 C8 2(2) . . . . ?
C6 S6 C8 S8 178.9(16) . . . . ?
C6 S6 C8 C7 5(2) . . . . ?
C7 S5 C6 S6 1.3(17) . . . . ?
C7 S5 C6 C5 178(2) . . . . ?
C7 S7 C9 C10 96(2) . . . . ?
C8 S6 C6 S5 -3.4(16) . . . . ?
C8 S6 C6 C5 -180(2) . . . . ?
C8 S8 C12 C13 -176(2) . . . . ?
C9 S7 C7 S5 -9(2) . . . . ?
C9 S7 C7 C8 168(2) . . . . ?
C12 S8 C8 S6 5(2) . . . . ?
C12 S8 C8 C7 179(2) . . . . ?

####################################################################### 
# 
# 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 1548675'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-07-21 downloaded from the CCDC.
;
_audit_creation_date             2014-01-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.12.10 svn.r2850 for OlexSys, GUI svn.r4736)
;
_shelxl_version_number           2012-9
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C14 H18 O2 S8, 2(F3 P0.5)'
_chemical_formula_sum            'C14 H18 F6 O2 P S8'
_chemical_formula_weight         619.73

_chemical_melting_point          ?
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'
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'
S S 0.1246 0.1234 '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           20
_space_group_name_H-M_alt        'C 2 2 21'
_space_group_name_Hall           'C 2c 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, -z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   7.8564(18)
_cell_length_b                   21.389(5)
_cell_length_c                   27.036(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4543.1(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    5537
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.0
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.918
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   None
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             2520
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0719
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_number            11733
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.549
_diffrn_reflns_theta_min         2.428
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device       'four-circle κ goniometer'
_diffrn_measurement_device_type  'Rigaku AFC12 (Right)'
_diffrn_measurement_method       'profile data from ω-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroMount'
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      0.125901
_diffrn_orient_matrix_UB_12      -0.014196
_diffrn_orient_matrix_UB_13      -0.012204
_diffrn_orient_matrix_UB_21      -0.002057
_diffrn_orient_matrix_UB_22      -0.039574
_diffrn_orient_matrix_UB_23      0.024810
_diffrn_orient_matrix_UB_31      -0.005191
_diffrn_orient_matrix_UB_32      -0.019258
_diffrn_orient_matrix_UB_33      -0.031149
_diffrn_radiation_collimation    'Confocal mirrors, HF Varimax '
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_voltage           45.0
_diffrn_special_details          
;
 ?
;
_reflns_Friedel_coverage         0.757
_reflns_Friedel_fraction_full    0.979
_reflns_Friedel_fraction_max     0.952
_reflns_number_gt                4938
_reflns_number_total             5116
_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       
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_data_collection       
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_data_reduction        
;
CrystalClear-SM Expert 3.1 b25 (Rigaku, 20112)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.805
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.143
_refine_ls_abs_structure_details 
;
 Flack x determined using 1982 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.08(7)
_chemical_absolute_configuration ad
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.205
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         5116
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0700
_refine_ls_R_factor_gt           0.0678
_refine_ls_restrained_S_all      1.203
_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)+64.8100P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1568
_refine_special_details          
;
Aymmetric unit contains two half PF6 anions. Disorder present
in some F of second PF6 group, modelled as two partially
occupied groups of sites and occupancy competitively refined. F5 and F6
lie on general positions, F5a and F7a are on mirror plane. Distance
restraints were applied to all P-F distances.

OH hydrogen for O2 also included as 2 half occupied positions as otherwise
clash with symmetry equivalent site.
;
_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, All O(H) groups, All O(H,H) groups
2. Restrained distances
 P1-F1 \\sim P1-F2 \\sim P1-F3 \\sim P2-F7A \\sim P2-F5A \\sim P2-F5 \\sim
P2-F6A \\sim P2-F6 \\sim P2-F4
 with sigma of 0.02
3. Others
 Sof(F6A)=1-FVAR(1)
 Sof(F5A)=Sof(F7A)=0.5*(1-FVAR(2))
 Sof(F5)=Sof(F6)=FVAR(1)
 Fixed Sof: H2B(0.5) H2A(0.5)
4.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
4.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2C,H2D), C9(H9A,H9B), C12(H12A,H12B)
4.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C14(H14A,H14B,H14C)
4.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2B), O2(H2A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
S1 S 1.0116(3) 0.33303(11) 0.91168(8) 0.0240(5) Uani 1 1 d . . . . .
S2 S 0.9981(4) 0.16695(11) 0.91409(9) 0.0274(5) Uani 1 1 d . . . . .
S3 S 0.8695(3) 0.31743(9) 0.81156(8) 0.0178(4) Uani 1 1 d . . . . .
S4 S 0.8713(3) 0.18062(9) 0.81317(8) 0.0191(4) Uani 1 1 d . . . . .
S5 S 0.6763(3) 0.31048(9) 0.70218(8) 0.0171(4) Uani 1 1 d . . . . .
S6 S 0.6941(3) 0.17433(9) 0.71002(8) 0.0187(4) Uani 1 1 d . . . . .
S7 S 0.5024(3) 0.30294(9) 0.60133(8) 0.0209(4) Uani 1 1 d . . . . .
S8 S 0.5209(3) 0.15551(10) 0.61064(8) 0.0214(5) Uani 1 1 d . . . . .
O1 O 0.4882(12) 0.4005(3) 0.5259(2) 0.0311(16) Uani 1 1 d . . . . .
H1 H 0.5706 0.4225 0.5165 0.047 Uiso 1 1 calc GR . . . .
O2 O 0.4187(10) 0.0776(4) 0.7035(3) 0.0338(17) Uani 1 1 d . . . . .
H2B H 0.3140 0.0767 0.7098 0.051 Uiso 0.5 1 calc GR . P A 2
H2A H 0.4253 0.0535 0.7279 0.051 Uiso 0.5 1 calc GR . P A 1
C1 C 1.0054(16) 0.2813(5) 0.9650(3) 0.035(2) Uani 1 1 d . . . . .
H1A H 1.0553 0.3032 0.9938 0.041 Uiso 1 1 calc R . . . .
H1B H 0.8852 0.2717 0.9729 0.041 Uiso 1 1 calc R . . . .
C2 C 1.1022(15) 0.2195(5) 0.9567(4) 0.029(2) Uani 1 1 d . . . . .
H2C H 1.1158 0.1980 0.9889 0.035 Uiso 1 1 calc R . . . .
H2D H 1.2174 0.2291 0.9440 0.035 Uiso 1 1 calc R . . . .
C3 C 0.9461(12) 0.2816(4) 0.8656(3) 0.0193(18) Uani 1 1 d . . . . .
C4 C 0.9435(12) 0.2186(4) 0.8663(3) 0.0189(18) Uani 1 1 d . . . . .
C5 C 0.8213(11) 0.2484(4) 0.7810(3) 0.0170(16) Uani 1 1 d . . . . .
C6 C 0.7409(11) 0.2462(4) 0.7356(3) 0.0187(17) Uani 1 1 d . . . . .
C7 C 0.5924(11) 0.2676(4) 0.6536(3) 0.0159(17) Uani 1 1 d . . . . .
C8 C 0.6015(12) 0.2031(4) 0.6567(3) 0.0172(17) Uani 1 1 d . . . . .
C9 C 0.5255(13) 0.3861(4) 0.6141(3) 0.0224(19) Uani 1 1 d . . . . .
H9A H 0.4761 0.3963 0.6468 0.027 Uiso 1 1 calc R . . . .
H9B H 0.6474 0.3978 0.6143 0.027 Uiso 1 1 calc R . . . .
C10 C 0.4312(13) 0.4217(4) 0.5731(4) 0.025(2) Uani 1 1 d . . . . .
H10 H 0.3069 0.4123 0.5761 0.030 Uiso 1 1 calc R . . . .
C11 C 0.4563(15) 0.4915(4) 0.5799(4) 0.030(2) Uani 1 1 d . . . . .
H11A H 0.5781 0.5012 0.5791 0.044 Uiso 1 1 calc GR . . . .
H11B H 0.4087 0.5043 0.6119 0.044 Uiso 1 1 calc GR . . . .
H11C H 0.3983 0.5140 0.5532 0.044 Uiso 1 1 calc GR . . . .
C12 C 0.5863(12) 0.0769(4) 0.6298(4) 0.0217(19) Uani 1 1 d . . . . .
H12A H 0.6142 0.0520 0.6000 0.026 Uiso 1 1 calc R . . . .
H12B H 0.6908 0.0801 0.6501 0.026 Uiso 1 1 calc R . . . .
C13 C 0.4511(13) 0.0432(5) 0.6591(3) 0.026(2) Uani 1 1 d . . . . .
H13 H 0.3442 0.0412 0.6390 0.031 Uiso 1 1 calc R . . . .
C14 C 0.5097(15) -0.0234(4) 0.6712(4) 0.032(2) Uani 1 1 d . . . . .
H14A H 0.6116 -0.0217 0.6921 0.048 Uiso 1 1 calc GR . . . .
H14B H 0.5363 -0.0456 0.6405 0.048 Uiso 1 1 calc GR . . . .
H14C H 0.4188 -0.0455 0.6888 0.048 Uiso 1 1 calc GR . . . .
P1 P 1.0000 -0.01151(13) 0.7500 0.0205(6) Uani 1 2 d S T P . .
F1 F 0.8752(7) -0.0647(2) 0.7290(2) 0.0256(12) Uani 1 1 d . . . . .
F2 F 0.8964(8) -0.0114(3) 0.8007(2) 0.0318(13) Uani 1 1 d . . . . .
F3 F 1.1250(9) 0.0416(2) 0.7709(2) 0.0344(15) Uani 1 1 d . . . . .
P2 P 0.9353(5) 0.5000 0.5000 0.0240(8) Uani 1 2 d S T P . .
F4 F 0.9300(12) 0.4770(3) 0.5557(2) 0.054(2) Uani 1 1 d . . . . .
F5 F 1.0815(17) 0.5503(6) 0.5123(5) 0.058(4) Uiso 0.63(2) 1 d . . P B 1
F5A F 1.137(3) 0.5000 0.5000 0.14(2) Uiso 0.37(2) 2 d S T P B 2
F6 F 0.7993(16) 0.5518(6) 0.5134(5) 0.052(4) Uiso 0.63(2) 1 d . . P B 1
F6A F 0.935(3) 0.5712(8) 0.5180(8) 0.059(8) Uiso 0.37(2) 1 d . . P B 2
F7A F 0.731(3) 0.5000 0.5000 0.12(2) Uiso 0.37(2) 2 d S T P B 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
S1 C1 1.817(10) . ?
S1 C3 1.741(9) . ?
S2 C2 1.805(11) . ?
S2 C4 1.753(9) . ?
S3 C3 1.756(9) . ?
S3 C5 1.734(9) . ?
S4 C4 1.746(9) . ?
S4 C5 1.735(8) . ?
S5 C6 1.723(9) . ?
S5 C7 1.733(9) . ?
S6 C6 1.725(9) . ?
S6 C8 1.728(9) . ?
S7 C7 1.751(9) . ?
S7 C9 1.820(9) . ?
S8 C8 1.728(9) . ?
S8 C12 1.833(9) . ?
O1 H1 0.8400 . ?
O1 C10 1.427(12) . ?
O2 H2B 0.8400 . ?
O2 H2A 0.8400 . ?
O2 C13 1.431(11) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C1 C2 1.542(15) . ?
C2 H2C 0.9900 . ?
C2 H2D 0.9900 . ?
C3 C4 1.346(11) . ?
C5 C6 1.381(11) . ?
C7 C8 1.385(11) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.535(13) . ?
C10 H10 1.0000 . ?
C10 C11 1.517(13) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.509(13) . ?
C13 H13 1.0000 . ?
C13 C14 1.533(13) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
P1 F1 1.606(5) 4_756 ?
P1 F1 1.606(5) . ?
P1 F2 1.595(6) 4_756 ?
P1 F2 1.595(6) . ?
P1 F3 1.604(6) 4_756 ?
P1 F3 1.604(6) . ?
P2 F4 1.584(6) . ?
P2 F4 1.584(6) 3_566 ?
P2 F5 1.608(12) 3_566 ?
P2 F5 1.608(12) . ?
P2 F5A 1.58(2) . ?
P2 F6 1.582(11) 3_566 ?
P2 F6 1.582(11) . ?
P2 F6A 1.598(16) 3_566 ?
P2 F6A 1.598(16) . ?
P2 F7A 1.60(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
C3 S1 C1 100.1(5) . . ?
C4 S2 C2 100.9(5) . . ?
C5 S3 C3 95.6(4) . . ?
C5 S4 C4 95.6(4) . . ?
C6 S5 C7 95.1(4) . . ?
C6 S6 C8 96.2(4) . . ?
C7 S7 C9 103.2(4) . . ?
C8 S8 C12 103.5(4) . . ?
C10 O1 H1 109.5 . . ?
C13 O2 H2B 109.5 . . ?
C13 O2 H2A 109.5 . . ?
S1 C1 H1A 108.9 . . ?
S1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.8 . . ?
C2 C1 S1 113.2(7) . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 H1B 108.9 . . ?
S2 C2 H2C 108.8 . . ?
S2 C2 H2D 108.8 . . ?
C1 C2 S2 113.7(8) . . ?
C1 C2 H2C 108.8 . . ?
C1 C2 H2D 108.8 . . ?
H2C C2 H2D 107.7 . . ?
S1 C3 S3 114.9(5) . . ?
C4 C3 S1 128.7(8) . . ?
C4 C3 S3 116.4(8) . . ?
S4 C4 S2 113.1(5) . . ?
C3 C4 S2 129.7(8) . . ?
C3 C4 S4 117.2(7) . . ?
S3 C5 S4 115.1(5) . . ?
C6 C5 S3 123.5(7) . . ?
C6 C5 S4 121.3(7) . . ?
S5 C6 S6 115.9(5) . . ?
C5 C6 S5 125.0(7) . . ?
C5 C6 S6 119.0(7) . . ?
S5 C7 S7 122.5(5) . . ?
C8 C7 S5 117.4(7) . . ?
C8 C7 S7 120.0(7) . . ?
S6 C8 S8 123.1(5) . . ?
C7 C8 S6 115.3(7) . . ?
C7 C8 S8 121.6(7) . . ?
S7 C9 H9A 110.2 . . ?
S7 C9 H9B 110.2 . . ?
H9A C9 H9B 108.5 . . ?
C10 C9 S7 107.4(6) . . ?
C10 C9 H9A 110.2 . . ?
C10 C9 H9B 110.2 . . ?
O1 C10 C9 109.7(7) . . ?
O1 C10 H10 108.3 . . ?
O1 C10 C11 112.3(8) . . ?
C9 C10 H10 108.3 . . ?
C11 C10 C9 109.8(8) . . ?
C11 C10 H10 108.3 . . ?
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 . . ?
S8 C12 H12A 109.0 . . ?
S8 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 S8 112.9(7) . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
O2 C13 C12 108.6(8) . . ?
O2 C13 H13 109.1 . . ?
O2 C13 C14 110.6(8) . . ?
C12 C13 H13 109.1 . . ?
C12 C13 C14 110.2(8) . . ?
C14 C13 H13 109.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
F1 P1 F1 89.7(4) 4_756 . ?
F2 P1 F1 90.5(3) 4_756 . ?
F2 P1 F1 89.6(3) . . ?
F2 P1 F1 89.6(3) 4_756 4_756 ?
F2 P1 F1 90.5(3) . 4_756 ?
F2 P1 F2 179.9(5) . 4_756 ?
F2 P1 F3 90.5(3) 4_756 4_756 ?
F2 P1 F3 89.4(3) . 4_756 ?
F2 P1 F3 90.5(3) . . ?
F2 P1 F3 89.4(3) 4_756 . ?
F3 P1 F1 90.2(3) . 4_756 ?
F3 P1 F1 179.9(4) 4_756 4_756 ?
F3 P1 F1 90.2(3) 4_756 . ?
F3 P1 F1 179.9(4) . . ?
F3 P1 F3 89.8(5) . 4_756 ?
F4 P2 F4 177.0(7) . 3_566 ?
F4 P2 F5 90.4(6) 3_566 . ?
F4 P2 F5 91.8(6) . . ?
F4 P2 F5 91.8(6) 3_566 3_566 ?
F4 P2 F5 90.4(6) . 3_566 ?
F4 P2 F6A 89.6(9) . 3_566 ?
F4 P2 F6A 90.4(9) 3_566 3_566 ?
F4 P2 F6A 89.6(9) 3_566 . ?
F4 P2 F6A 90.4(9) . . ?
F4 P2 F7A 88.5(4) . . ?
F4 P2 F7A 88.5(4) 3_566 . ?
F5 P2 F5 88.8(10) . 3_566 ?
F5A P2 F4 91.5(4) . 3_566 ?
F5A P2 F4 91.5(4) . . ?
F5A P2 F6A 90.2(9) . 3_566 ?
F5A P2 F6A 90.2(9) . . ?
F5A P2 F7A 180.0 . . ?
F6 P2 F4 89.0(6) . 3_566 ?
F6 P2 F4 88.9(5) 3_566 3_566 ?
F6 P2 F4 88.9(5) . . ?
F6 P2 F4 89.0(6) 3_566 . ?
F6 P2 F5 88.1(7) . . ?
F6 P2 F5 176.9(8) 3_566 . ?
F6 P2 F5 176.9(8) . 3_566 ?
F6 P2 F5 88.1(7) 3_566 3_566 ?
F6 P2 F6 95.0(10) 3_566 . ?
F6A P2 F6A 179.6(18) . 3_566 ?
F6A P2 F7A 89.8(9) 3_566 . ?
F6A P2 F7A 89.8(9) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 F6 0.84 2.05 2.854(15) 161.3 3_566
O1 H1 F7A 0.84 2.13 2.943(15) 163.0 .
O2 H2B S4 0.84 2.73 3.201(8) 117.2 4_656
O2 H2B F2 0.84 2.52 3.125(10) 129.4 4_656
O2 H2B F3 0.84 2.34 3.038(11) 140.4 1_455
C2 H2C O1 0.99 2.47 3.254(12) 135.6 6_655
C2 H2D S7 0.99 2.97 3.911(11) 158.6 4_756
C2 H2D S8 0.99 2.98 3.735(12) 133.8 4_756
C9 H9A F1 0.99 2.50 3.487(11) 172.2 5_455
C9 H9A F2 0.99 2.63 3.238(11) 119.9 8_656
C11 H11A F7A 0.98 2.45 3.060(18) 119.7 .
C11 H11C F5A 0.98 2.53 3.317(19) 137.7 1_455
C12 H12A F4 0.99 2.47 3.177(12) 127.9 5_445
C12 H12A F5 0.99 2.39 3.229(16) 142.5 5_445
C12 H12B S6 0.99 2.58 3.124(10) 114.2 .
C14 H14A F1 0.98 2.48 3.387(13) 154.3 .
C14 H14B S1 0.98 2.98 3.805(11) 142.9 8_646
C14 H14B F4 0.98 2.49 3.186(13) 128.0 5_445
C14 H14C F2 0.98 2.60 3.290(13) 127.7 4_656

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
S1 C1 C2 S2 -71.0(9) . . . . ?
S1 C3 C4 S2 2.2(16) . . . . ?
S1 C3 C4 S4 -179.4(5) . . . . ?
S3 C3 C4 S2 -176.4(6) . . . . ?
S3 C3 C4 S4 2.0(12) . . . . ?
S3 C5 C6 S5 0.1(11) . . . . ?
S3 C5 C6 S6 -178.0(5) . . . . ?
S4 C5 C6 S5 176.6(5) . . . . ?
S4 C5 C6 S6 -1.5(10) . . . . ?
S5 C7 C8 S6 0.9(10) . . . . ?
S5 C7 C8 S8 179.6(5) . . . . ?
S7 C7 C8 S6 179.7(5) . . . . ?
S7 C7 C8 S8 -1.6(11) . . . . ?
S7 C9 C10 O1 -52.3(9) . . . . ?
S7 C9 C10 C11 -176.2(7) . . . . ?
S8 C12 C13 O2 -62.1(9) . . . . ?
S8 C12 C13 C14 176.6(7) . . . . ?
C1 S1 C3 S3 160.6(6) . . . . ?
C1 S1 C3 C4 -18.0(11) . . . . ?
C2 S2 C4 S4 169.5(6) . . . . ?
C2 S2 C4 C3 -12.0(11) . . . . ?
C3 S1 C1 C2 51.0(9) . . . . ?
C3 S3 C5 S4 -1.8(6) . . . . ?
C3 S3 C5 C6 174.8(7) . . . . ?
C4 S2 C2 C1 45.4(8) . . . . ?
C4 S4 C5 S3 2.7(6) . . . . ?
C4 S4 C5 C6 -174.1(7) . . . . ?
C5 S3 C3 S1 -178.9(5) . . . . ?
C5 S3 C3 C4 -0.1(9) . . . . ?
C5 S4 C4 S2 175.8(5) . . . . ?
C5 S4 C4 C3 -2.8(9) . . . . ?
C6 S5 C7 S7 -178.4(6) . . . . ?
C6 S5 C7 C8 0.4(8) . . . . ?
C6 S6 C8 S8 179.7(6) . . . . ?
C6 S6 C8 C7 -1.7(8) . . . . ?
C7 S5 C6 S6 -1.6(6) . . . . ?
C7 S5 C6 C5 -179.8(8) . . . . ?
C7 S7 C9 C10 -173.5(7) . . . . ?
C8 S6 C6 S5 2.0(6) . . . . ?
C8 S6 C6 C5 -179.7(7) . . . . ?
C8 S8 C12 C13 94.5(8) . . . . ?
C9 S7 C7 S5 0.2(7) . . . . ?
C9 S7 C7 C8 -178.5(8) . . . . ?
C12 S8 C8 S6 -7.4(7) . . . . ?
C12 S8 C8 C7 174.0(8) . . . . ?

####################################################################### 
# 
# 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_6
_database_code_depnum_ccdc_archive 'CCDC 1548680'
_audit_update_record             
;
2017-05-10 deposited with the CCDC.
2017-07-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        
;
(S,S)-Bis(2-hydroxypropylthio)(ethylenedithio)
tetrathiafulvalene)  bromide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H36 Br2 O4 S16'
_chemical_formula_weight         1109.35

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   9.8310(2)
_cell_length_b                   19.9437(4)
_cell_length_c                   10.6022(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.857(2)
_cell_angle_gamma                90
_cell_volume                     2059.22(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4596
_cell_measurement_theta_min      3
_cell_measurement_theta_max      29

_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_min          0.060
_exptl_crystal_size_mid          0.082
_exptl_crystal_size_max          0.372

_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.789
_exptl_crystal_F_000             1124
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_absorpt_coefficient_mu    2.815
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_process_details   
; 
 Analytical Absorption (De Meulenaer & Tompa, 1965) 
;

_exptl_special_details           
;
 ?
;
_diffrn_ambient_temperature      150(2)
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_method       ω/2θ
_diffrn_source                   ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10669
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_av_R_equivalents  0.0218
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.924
_diffrn_reflns_theta_max         29.029
_diffrn_reflns_theta_full        27.000
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.662
_diffrn_reflns_point_group_measured_fraction_full 0.774
_reflns_number_total             7282
_reflns_number_gt                6862
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.509
_reflns_Friedel_fraction_max     0.459
_reflns_Friedel_fraction_full    0.556

_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       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_cell_refinement       'CrysAlisPro, (Agilent, 2011)'
_computing_data_reduction        'CrysAlisPro, (Agilent, 2011)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  
;
CRYSTALS(Betteridge et al.,2003),SHELXL-2014(Sheldrick, 2014)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
(O)H atoms were located in difference maps. H(1) was restrained to be
2.1 Angstroms from H10.
There is some evidence at the C15-C16 bridge of a small percentage of an
alternative envelope conformation.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0329P)²+0.5662P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2202 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.002(6)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         7282
_refine_ls_number_parameters     471
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0375
_refine_ls_R_factor_gt           0.0342
_refine_ls_wR_factor_ref         0.0759
_refine_ls_wR_factor_gt          0.0741
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_restrained_S_all      1.039
_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
Br1 Br -0.19334(6) -0.84976(3) -0.50717(5) 0.02559(14) Uani 1 1 d . . . . .
Br2 Br -0.79595(5) -0.57204(3) -1.01467(6) 0.02808(15) Uani 1 1 d . . . . .
S1 S -1.02464(13) -0.83133(7) -0.87998(14) 0.0217(3) Uani 1 1 d . . . . .
S2 S -0.82840(15) -0.93011(8) -0.64640(15) 0.0262(3) Uani 1 1 d . . . . .
S3 S -0.81123(13) -0.72924(7) -0.80440(13) 0.0173(3) Uani 1 1 d . . . . .
S4 S -0.64687(13) -0.81491(7) -0.61899(13) 0.0182(3) Uani 1 1 d . . . . .
S5 S -0.58781(12) -0.60591(7) -0.71352(13) 0.0177(3) Uani 1 1 d . . . . .
S6 S -0.44303(14) -0.70095(7) -0.53198(14) 0.0203(3) Uani 1 1 d . . . . .
S7 S -0.39601(15) -0.49190(8) -0.61811(16) 0.0264(3) Uani 1 1 d . . . . .
S8 S -0.23110(13) -0.59977(7) -0.42683(13) 0.0195(3) Uani 1 1 d . . . . .
S9 S -0.14129(15) -0.49095(8) -0.85178(15) 0.0245(3) Uani 1 1 d . . . . .
S10 S 0.05158(13) -0.59430(7) -0.62339(15) 0.0221(3) Uani 1 1 d . . . . .
S11 S -0.31699(13) -0.60831(7) -0.89805(14) 0.0188(3) Uani 1 1 d . . . . .
S12 S -0.15949(13) -0.69497(7) -0.71096(13) 0.0173(3) Uani 1 1 d . . . . .
S13 S -0.52771(13) -0.72308(7) -0.98345(14) 0.0194(3) Uani 1 1 d . . . . .
S14 S -0.37893(13) -0.81586(7) -0.80149(13) 0.0176(3) Uani 1 1 d . . . . .
S15 S -0.73854(13) -0.82592(7) -1.08321(14) 0.0193(3) Uani 1 1 d . . . . .
S16 S -0.56739(13) -0.93129(7) -0.88458(14) 0.0199(3) Uani 1 1 d . . . . .
O1 O -0.5482(4) -0.3599(2) -0.6532(4) 0.0316(10) Uani 1 1 d D . . . .
O2 O -0.1240(4) -0.5822(2) -0.1461(4) 0.0278(9) Uani 1 1 d D . . . .
O3 O -0.9603(4) -0.8085(2) -1.2783(4) 0.0308(10) Uani 1 1 d D . . . .
O4 O -0.4811(4) -1.0778(2) -0.8407(4) 0.0280(10) Uani 1 1 d D . . . .
C1 C -1.0122(6) -0.9217(3) -0.8661(6) 0.0267(14) Uani 1 1 d . . . . .
H1B H -1.0954 -0.9420 -0.9143 0.032 Uiso 1 1 calc R U . . .
H1A H -0.9321 -0.9371 -0.9056 0.032 Uiso 1 1 calc R U . . .
C2 C -0.9977(5) -0.9462(3) -0.7319(6) 0.0242(13) Uani 1 1 d . . . . .
H2B H -1.0158 -0.9950 -0.7319 0.029 Uiso 1 1 calc R U . . .
H2A H -1.0672 -0.9238 -0.6871 0.029 Uiso 1 1 calc R U . . .
C3 C -0.8737(5) -0.8097(3) -0.7829(5) 0.0165(11) Uani 1 1 d . . . . .
C4 C -0.7996(5) -0.8485(3) -0.6947(5) 0.0177(11) Uani 1 1 d . . . . .
C5 C -0.6701(5) -0.7367(3) -0.6894(5) 0.0157(11) Uani 1 1 d . . . . .
C6 C -0.5786(5) -0.6862(3) -0.6511(5) 0.0183(12) Uani 1 1 d . . . . .
C7 C -0.4480(5) -0.5753(3) -0.6117(5) 0.0160(11) Uani 1 1 d . . . . .
C8 C -0.3814(5) -0.6189(3) -0.5264(5) 0.0167(11) Uani 1 1 d . . . . .
C9 C -0.4947(5) -0.4575(3) -0.7614(5) 0.0217(12) Uani 1 1 d . . . . .
H9A H -0.4330 -0.4312 -0.8088 0.026 Uiso 1 1 calc R U . . .
H9B H -0.5332 -0.4948 -0.8169 0.026 Uiso 1 1 calc R U . . .
C10 C -0.6106(5) -0.4131(3) -0.7309(5) 0.0214(12) Uani 1 1 d . . . . .
H10 H -0.6721 -0.4394 -0.6816 0.026 Uiso 1 1 calc DR U . . .
C11 C -0.6938(6) -0.3861(3) -0.8511(6) 0.0304(15) Uani 1 1 d . . . . .
H11A H -0.7758 -0.3633 -0.8293 0.046 Uiso 1 1 calc R U . . .
H11C H -0.7215 -0.4233 -0.9094 0.046 Uiso 1 1 calc R U . . .
H11B H -0.6379 -0.3543 -0.8922 0.046 Uiso 1 1 calc R U . . .
C12 C -0.2363(6) -0.6583(3) -0.2956(6) 0.0227(13) Uani 1 1 d . . . . .
H12A H -0.3209 -0.6511 -0.2565 0.027 Uiso 1 1 calc R U . . .
H12B H -0.2369 -0.7049 -0.3276 0.027 Uiso 1 1 calc R U . . .
C13 C -0.1106(5) -0.6470(3) -0.1970(5) 0.0208(12) Uani 1 1 d . . . . .
H13 H -0.0257 -0.6490 -0.2392 0.025 Uiso 1 1 calc R U . . .
C14 C -0.1043(6) -0.7004(3) -0.0950(6) 0.0292(14) Uani 1 1 d . . . . .
H14B H -0.0289 -0.6904 -0.0271 0.044 Uiso 1 1 calc R U . . .
H14C H -0.0886 -0.7443 -0.1322 0.044 Uiso 1 1 calc R U . . .
H14A H -0.1913 -0.7012 -0.0595 0.044 Uiso 1 1 calc R U . . .
C15 C 0.0227(8) -0.4758(4) -0.7543(8) 0.050(2) Uani 1 1 d . . . . .
H15A H 0.0963 -0.4930 -0.8007 0.060 Uiso 1 1 calc R U . . .
H15B H 0.0356 -0.4267 -0.7453 0.060 Uiso 1 1 calc R U . . .
C16 C 0.0407(8) -0.5048(4) -0.6296(8) 0.050(2) Uani 1 1 d . . . . .
H16A H -0.0370 -0.4905 -0.5855 0.060 Uiso 1 1 calc R U . . .
H16B H 0.1257 -0.4861 -0.5814 0.060 Uiso 1 1 calc R U . . .
C17 C -0.1700(5) -0.5741(3) -0.8134(5) 0.0173(11) Uani 1 1 d . . . . .
C18 C -0.0967(5) -0.6142(3) -0.7254(5) 0.0162(11) Uani 1 1 d . . . . .
C19 C -0.2989(5) -0.6859(3) -0.8280(5) 0.0159(11) Uani 1 1 d . . . . .
C20 C -0.3911(5) -0.7368(3) -0.8661(5) 0.0168(11) Uani 1 1 d . . . . .
C21 C -0.5868(5) -0.8049(3) -0.9873(5) 0.0164(11) Uani 1 1 d . . . . .
C22 C -0.5180(5) -0.8488(3) -0.9017(5) 0.0168(11) Uani 1 1 d . . . . .
C23 C -0.7389(6) -0.7653(3) -1.2117(6) 0.0255(13) Uani 1 1 d . . . . .
H23B H -0.7690 -0.7209 -1.1841 0.031 Uiso 1 1 calc R U . . .
H23A H -0.6451 -0.7606 -1.2348 0.031 Uiso 1 1 calc R U . . .
C24 C -0.8360(6) -0.7897(3) -1.3253(5) 0.0237(13) Uani 1 1 d . . . . .
H24 H -0.7956 -0.8299 -1.3626 0.028 Uiso 1 1 calc R U . . .
C25 C -0.8605(6) -0.7353(3) -1.4252(6) 0.0301(14) Uani 1 1 d . . . . .
H25C H -0.9169 -0.7531 -1.5012 0.045 Uiso 1 1 calc R U . . .
H25A H -0.7723 -0.7199 -1.4477 0.045 Uiso 1 1 calc R U . . .
H25B H -0.9083 -0.6976 -1.3914 0.045 Uiso 1 1 calc R U . . .
C26 C -0.4230(5) -0.9629(3) -0.7754(5) 0.0210(12) Uani 1 1 d . . . . .
H26B H -0.3392 -0.9633 -0.8177 0.025 Uiso 1 1 calc R U . . .
H26A H -0.4061 -0.9335 -0.6997 0.025 Uiso 1 1 calc R U . . .
C27 C -0.4561(5) -1.0342(3) -0.7350(6) 0.0224(12) Uani 1 1 d . . . . .
H27 H -0.5413 -1.0322 -0.6933 0.027 Uiso 1 1 calc R U . . .
C28 C -0.3397(6) -1.0591(3) -0.6371(6) 0.0310(15) Uani 1 1 d . . . . .
H28B H -0.3621 -1.1039 -0.6080 0.046 Uiso 1 1 calc R U . . .
H28C H -0.3272 -1.0283 -0.5645 0.046 Uiso 1 1 calc R U . . .
H28A H -0.2548 -1.0612 -0.6758 0.046 Uiso 1 1 calc R U . . .
H1 H -0.604(3) -0.3465(11) -0.604(3) 0.07(3) Uiso 1 1 d D . . . .
H2 H -0.057(3) -0.573(3) -0.089(3) 0.037(19) Uiso 1 1 d D . . . .
H3 H -1.017(5) -0.821(3) -1.342(4) 0.07(3) Uiso 1 1 d D . . . .
H4 H -0.403(2) -1.084(3) -0.865(5) 0.032(18) Uiso 1 1 d 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
S1 C3 1.740(5) . ?
S1 C1 1.812(6) . ?
S2 C4 1.741(6) . ?
S2 C2 1.811(6) . ?
S3 C5 1.724(5) . ?
S3 C3 1.745(6) . ?
S4 C5 1.730(6) . ?
S4 C4 1.737(5) . ?
S5 C6 1.729(6) . ?
S5 C7 1.738(5) . ?
S6 C6 1.732(5) . ?
S6 C8 1.744(6) . ?
S7 C7 1.744(6) . ?
S7 C9 1.822(5) . ?
S8 C8 1.737(5) . ?
S8 C12 1.821(6) . ?
S9 C17 1.740(6) . ?
S9 C15 1.817(7) . ?
S10 C18 1.738(5) . ?
S10 C16 1.789(8) . ?
S11 C19 1.714(6) . ?
S11 C17 1.734(5) . ?
S12 C19 1.728(5) . ?
S12 C18 1.740(5) . ?
S13 C20 1.724(5) . ?
S13 C21 1.731(6) . ?
S14 C20 1.717(6) . ?
S14 C22 1.742(5) . ?
S15 C21 1.738(5) . ?
S15 C23 1.821(6) . ?
S16 C22 1.731(6) . ?
S16 C26 1.817(5) . ?
O1 C10 1.428(7) . ?
O2 C13 1.413(7) . ?
O3 C24 1.431(7) . ?
O4 C27 1.414(7) . ?
C1 C2 1.492(8) . ?
C3 C4 1.348(8) . ?
C5 C6 1.375(7) . ?
C7 C8 1.356(8) . ?
C9 C10 1.514(7) . ?
C10 C11 1.515(8) . ?
C12 C13 1.522(7) . ?
C13 C14 1.515(8) . ?
C15 C16 1.432(10) . ?
C17 C18 1.357(8) . ?
C19 C20 1.383(7) . ?
C21 C22 1.371(8) . ?
C23 C24 1.511(8) . ?
C24 C25 1.513(8) . ?
C26 C27 1.532(7) . ?
C27 C28 1.519(8) . ?

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
C3 S1 C1 99.0(3) . . ?
C4 S2 C2 101.2(3) . . ?
C5 S3 C3 95.2(3) . . ?
C5 S4 C4 95.4(3) . . ?
C6 S5 C7 95.3(3) . . ?
C6 S6 C8 95.4(3) . . ?
C7 S7 C9 105.4(3) . . ?
C8 S8 C12 102.3(3) . . ?
C17 S9 C15 100.7(3) . . ?
C18 S10 C16 99.4(3) . . ?
C19 S11 C17 95.8(3) . . ?
C19 S12 C18 95.5(3) . . ?
C20 S13 C21 95.4(3) . . ?
C20 S14 C22 95.6(3) . . ?
C21 S15 C23 101.0(3) . . ?
C22 S16 C26 101.0(2) . . ?
C2 C1 S1 113.5(4) . . ?
C1 C2 S2 112.4(4) . . ?
C4 C3 S1 127.2(4) . . ?
C4 C3 S3 116.9(4) . . ?
S1 C3 S3 115.9(3) . . ?
C3 C4 S4 116.8(4) . . ?
C3 C4 S2 130.2(4) . . ?
S4 C4 S2 112.9(3) . . ?
C6 C5 S3 125.2(4) . . ?
C6 C5 S4 119.4(4) . . ?
S3 C5 S4 115.4(3) . . ?
C5 C6 S5 124.6(4) . . ?
C5 C6 S6 119.8(4) . . ?
S5 C6 S6 115.6(3) . . ?
C8 C7 S5 117.2(4) . . ?
C8 C7 S7 121.3(4) . . ?
S5 C7 S7 121.5(3) . . ?
C7 C8 S8 123.9(4) . . ?
C7 C8 S6 116.5(4) . . ?
S8 C8 S6 119.3(3) . . ?
C10 C9 S7 111.9(4) . . ?
O1 C10 C9 106.3(4) . . ?
O1 C10 C11 111.2(5) . . ?
C9 C10 C11 111.3(5) . . ?
C13 C12 S8 109.0(4) . . ?
O2 C13 C14 111.6(5) . . ?
O2 C13 C12 106.8(4) . . ?
C14 C13 C12 109.7(5) . . ?
C16 C15 S9 116.5(6) . . ?
C15 C16 S10 115.9(6) . . ?
C18 C17 S11 116.8(4) . . ?
C18 C17 S9 129.4(4) . . ?
S11 C17 S9 113.8(3) . . ?
C17 C18 S10 127.9(4) . . ?
C17 C18 S12 116.4(4) . . ?
S10 C18 S12 115.7(3) . . ?
C20 C19 S11 120.7(4) . . ?
C20 C19 S12 123.8(4) . . ?
S11 C19 S12 115.5(3) . . ?
C19 C20 S14 123.4(4) . . ?
C19 C20 S13 120.6(4) . . ?
S14 C20 S13 116.0(3) . . ?
C22 C21 S13 116.9(4) . . ?
C22 C21 S15 122.6(4) . . ?
S13 C21 S15 120.0(3) . . ?
C21 C22 S16 123.8(4) . . ?
C21 C22 S14 115.9(4) . . ?
S16 C22 S14 120.2(3) . . ?
C24 C23 S15 108.5(4) . . ?
O3 C24 C23 106.5(5) . . ?
O3 C24 C25 111.6(5) . . ?
C23 C24 C25 110.4(5) . . ?
C27 C26 S16 108.9(4) . . ?
O4 C27 C28 112.0(5) . . ?
O4 C27 C26 111.7(5) . . ?
C28 C27 C26 109.0(4) . . ?

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
C3 S1 C1 C2 55.9(5) . . . . ?
S1 C1 C2 S2 -73.5(5) . . . . ?
C4 S2 C2 C1 43.2(5) . . . . ?
C1 S1 C3 C4 -18.6(5) . . . . ?
C1 S1 C3 S3 160.4(3) . . . . ?
C5 S3 C3 C4 -0.9(5) . . . . ?
C5 S3 C3 S1 179.9(3) . . . . ?
S1 C3 C4 S4 176.1(3) . . . . ?
S3 C3 C4 S4 -3.0(6) . . . . ?
S1 C3 C4 S2 -1.2(8) . . . . ?
S3 C3 C4 S2 179.7(3) . . . . ?
C5 S4 C4 C3 5.2(5) . . . . ?
C5 S4 C4 S2 -177.1(3) . . . . ?
C2 S2 C4 C3 -7.0(6) . . . . ?
C2 S2 C4 S4 175.6(3) . . . . ?
C3 S3 C5 C6 -175.1(5) . . . . ?
C3 S3 C5 S4 4.4(3) . . . . ?
C4 S4 C5 C6 173.9(4) . . . . ?
C4 S4 C5 S3 -5.7(3) . . . . ?
S3 C5 C6 S5 -1.0(7) . . . . ?
S4 C5 C6 S5 179.5(3) . . . . ?
S3 C5 C6 S6 178.8(3) . . . . ?
S4 C5 C6 S6 -0.7(6) . . . . ?
C7 S5 C6 C5 177.0(5) . . . . ?
C7 S5 C6 S6 -2.9(4) . . . . ?
C8 S6 C6 C5 -176.5(5) . . . . ?
C8 S6 C6 S5 3.3(4) . . . . ?
C6 S5 C7 C8 1.0(5) . . . . ?
C6 S5 C7 S7 -178.7(3) . . . . ?
C9 S7 C7 C8 170.7(4) . . . . ?
C9 S7 C7 S5 -9.7(4) . . . . ?
S5 C7 C8 S8 174.1(3) . . . . ?
S7 C7 C8 S8 -6.3(7) . . . . ?
S5 C7 C8 S6 1.2(6) . . . . ?
S7 C7 C8 S6 -179.2(3) . . . . ?
C12 S8 C8 C7 155.7(5) . . . . ?
C12 S8 C8 S6 -31.6(4) . . . . ?
C6 S6 C8 C7 -2.7(5) . . . . ?
C6 S6 C8 S8 -175.9(3) . . . . ?
C7 S7 C9 C10 104.1(4) . . . . ?
S7 C9 C10 O1 60.0(5) . . . . ?
S7 C9 C10 C11 -178.7(4) . . . . ?
C8 S8 C12 C13 -179.0(4) . . . . ?
S8 C12 C13 O2 65.6(5) . . . . ?
S8 C12 C13 C14 -173.3(4) . . . . ?
C17 S9 C15 C16 -39.3(7) . . . . ?
S9 C15 C16 S10 68.4(8) . . . . ?
C18 S10 C16 C15 -52.4(7) . . . . ?
C19 S11 C17 C18 -1.6(5) . . . . ?
C19 S11 C17 S9 -179.7(3) . . . . ?
C15 S9 C17 C18 5.8(6) . . . . ?
C15 S9 C17 S11 -176.4(4) . . . . ?
S11 C17 C18 S10 -178.3(3) . . . . ?
S9 C17 C18 S10 -0.6(8) . . . . ?
S11 C17 C18 S12 0.8(6) . . . . ?
S9 C17 C18 S12 178.5(3) . . . . ?
C16 S10 C18 C17 18.9(6) . . . . ?
C16 S10 C18 S12 -160.2(4) . . . . ?
C19 S12 C18 C17 0.5(5) . . . . ?
C19 S12 C18 S10 179.7(3) . . . . ?
C17 S11 C19 C20 -177.4(4) . . . . ?
C17 S11 C19 S12 2.0(3) . . . . ?
C18 S12 C19 C20 177.7(5) . . . . ?
C18 S12 C19 S11 -1.6(3) . . . . ?
S11 C19 C20 S14 179.4(3) . . . . ?
S12 C19 C20 S14 0.1(7) . . . . ?
S11 C19 C20 S13 -0.9(6) . . . . ?
S12 C19 C20 S13 179.8(3) . . . . ?
C22 S14 C20 C19 -176.7(5) . . . . ?
C22 S14 C20 S13 3.6(3) . . . . ?
C21 S13 C20 C19 176.4(4) . . . . ?
C21 S13 C20 S14 -3.8(3) . . . . ?
C20 S13 C21 C22 2.6(4) . . . . ?
C20 S13 C21 S15 175.2(3) . . . . ?
C23 S15 C21 C22 -158.0(5) . . . . ?
C23 S15 C21 S13 29.8(4) . . . . ?
S13 C21 C22 S16 176.2(3) . . . . ?
S15 C21 C22 S16 3.7(7) . . . . ?
S13 C21 C22 S14 -0.6(6) . . . . ?
S15 C21 C22 S14 -173.0(3) . . . . ?
C26 S16 C22 C21 172.4(5) . . . . ?
C26 S16 C22 S14 -11.0(4) . . . . ?
C20 S14 C22 C21 -1.8(4) . . . . ?
C20 S14 C22 S16 -178.6(3) . . . . ?
C21 S15 C23 C24 161.3(4) . . . . ?
S15 C23 C24 O3 47.9(5) . . . . ?
S15 C23 C24 C25 169.3(4) . . . . ?
C22 S16 C26 C27 173.0(4) . . . . ?
S16 C26 C27 O4 59.4(5) . . . . ?
S16 C26 C27 C28 -176.3(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 Br1 0.8500 2.451 3.251(4) 157.1 2_454
O2 H2 Br2 0.8500 2.58 3.340(4) 149 1_656
O3 H3 Br1 0.8500 2.361 3.208(4) 174 1_454
O4 H4 Br2 0.8500 2.488 3.306(4) 162 2_443

_refine_diff_density_max         0.832
_refine_diff_density_min         -0.483
_refine_diff_density_rms         0.086

_vrf_PLAT341_BRSALTA             
; 
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00831 Ang.  
RESPONSE:  The organic donor molecules are refined in the presence
of bromide which dominates the diffraction.
;

_vrf_PLAT220_BRSALTA             
; 
PROBLEM: Non-Solvent Resd 2   C   Ueq(max)/Ueq(min) Range       = 3.1 Ratio  
RESPONSE: About 10% of the C15-C16 ethylene bridge occupies an alternative
envelope conformation.We did not include this in the refinement and this
disorder is expressed in the ADPs for these atoms. This type of disorder
is common in BEDT-TTF related molecules.
;

_vrf_PLAT360_BRSALTA             
; 
PROBLEM: Short  C(sp3)-C(sp3) Bond   C15    -   C16    ..       1.43 Ang.    
RESPONSE: About 10% of the C15-C16 ethylene bridge occupies an alternative
envelope conformation.We did not include this in the refinement.
The other ethylene bridge does not show any significant disorder.
;

_shelxl_version_number           2014-3

