3',4'-Dichloro-biphenyl-4-yl 2,2,2-trichloro-ethyl sulfate.

The four independent mol-ecules in the asymmetric unit of the title compound, C(14)H(9)Cl(5)O(4)S, are related by pseudo-inversion centres. The mol-ecules have C(aromatic)-O bond lengths ranging from 1.426 (10) to 1.449 (9) Å and biphenyl-4-yl sulfate ester bond lengths ranging from 1.563 (6) to 1.586 (6) Å, which is comparable to structurally related sulfuric acid diesters. The dihedral angles between the benzene rings range from 22.5 (4) to 29.1 (4)° and are significantly smaller than the calculated dihedral angle of 41.2°.

Related literature

For the structures of similar sulfuric acid biphenyl-4-yl ester 2,2,2-trichloro-ethyl esters, see: Li et al. (2008 ▶, 2010a ▶,b ▶). For a review of the structures of sulfuric acid aryl mono esters, see: Brandao et al. (2005 ▶). For further discussion of dihedral angles in chlorinated biphenyl derivatives, see: Lehmler et al. (2002 ▶); Shaikh et al. (2008 ▶); Vyas et al. (2006 ▶). For additional background on polychlorinated biphenyls, see: Letcher et al. (2000 ▶); Robertson & Hansen (2001 ▶); Liu et al. (2004a ▶,b ▶); Liu et al. (2006 ▶, 2009 ▶); Sacco & James (2005 ▶); Tampal et al. (2002 ▶). For software used to caculate dihedral angles, see: Carpenter et al. (1980 ▶).

Experimental

Crystal data

C14H9Cl5O4S

M = 450.52

Monoclinic,

a = 7.2491 (1) Å

b = 40.5988 (7) Å

c = 12.1145 (2) Å

β = 106.1551 (7)°

V = 3424.57 (9) Å3

Z = 8

Mo Kα radiation

μ = 0.99 mm−1

T = 90 K

0.40 × 0.34 × 0.18 mm

Data collection

Nonius KappaCCD diffractometer

Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997 ▶) T min = 0.658, T max = 0.843

44794 measured reflections

14652 independent reflections

8149 reflections with I > 2σ(I)

R int = 0.110

Refinement

R[F 2 > 2σ(F 2)] = 0.062

wR(F 2) = 0.156

S = 1.00

14652 reflections

769 parameters

249 restraints

H-atom parameters constrained

Δρmax = 1.11 e Å−3

Δρmin = −0.59 e Å−3

Absolute structure: Flack (1983 ▶), 6676 Friedel pairs

Flack parameter: 0.10 (9)

Data collection: COLLECT (Nonius, 1998 ▶); cell refinement: SCALEPACK (Otwinowski & Minor, 1997 ▶); data reduction: DENZO-SMN (Otwinowski & Minor, 1997 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97 and local procedures.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810020362/lh5052sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810020362/lh5052Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

C14H9Cl5O4S	F(000) = 1808
Mr = 450.52	Dx = 1.748 Mg m−3
Monoclinic, P21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 47065 reflections
a = 7.2491 (1) Å	θ = 1.0–27.5°
b = 40.5988 (7) Å	µ = 0.99 mm−1
c = 12.1145 (2) Å	T = 90 K
β = 106.1551 (7)°	Block, colourless
V = 3424.57 (9) Å3	0.40 × 0.34 × 0.18 mm
Z = 8

Nonius KappaCCD diffractometer	14652 independent reflections
Radiation source: fine-focus sealed tube	8149 reflections with I > 2σ(I)
graphite	Rint = 0.110
Detector resolution: 18 pixels mm-1	θmax = 27.5°, θmin = 1.8°
ω scans at fixed χ = 55°	h = −9→9
Absorption correction: multi-scan (SCALEPACK; Otwinowski & Minor, 1997)	k = −52→52
Tmin = 0.658, Tmax = 0.843	l = 0→15
44794 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.062	H-atom parameters constrained
wR(F2) = 0.156	w = 1/[σ2(Fo2) + (0.0685P)2] where P = (Fo2 + 2Fc2)/3
S = 1.00	(Δ/σ)max = 0.001
14652 reflections	Δρmax = 1.11 e Å−3
769 parameters	Δρmin = −0.59 e Å−3
249 restraints	Absolute structure: Flack (1983), 6676 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.10 (9)

Geometry. 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.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > 2σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.There is a pseudo inversion at (0.75070 0.50000 0.62576), but it does seem as if the space group really is P21. This came as a great surprise because there seems to be no obvious reason why this structure would be non-centrosymmetric. All indications are that the crystals themselves are non even inversion twins because the Flack (and Hooft 'y') parameters are both zero within a couple of SUs. Although these SUs are a bit larger than the recommendation suggested by Flack. Further tests with various procedures in PLATON (including ADDSYM) suggest "No Obvious Spacegroup Change Needed/Suggested", but the checkCIF implementation of ADDSYM does suggest "ADDSYM Detects Additional (Pseudo) Symm. Elem··· m", but on inspection the structure does not seem to have any kind of mirror plane. Further, the checkCIF implementation of ADDSYM/MISSYM suggests "Potential lattice centering or halving", but again, on inspection of the model and the diffraction data this does not appear to be the case.

	x	y	z	Uiso*/Ueq
S1A	0.0897 (3)	0.41379 (5)	0.3801 (2)	0.0212 (6)
O1A	0.2072 (8)	0.38089 (14)	0.4093 (5)	0.0201 (14)
O2A	0.2419 (9)	0.44128 (15)	0.4286 (6)	0.0215 (14)
O3A	0.0317 (9)	0.41873 (16)	0.2587 (6)	0.0263 (15)
O4A	−0.0441 (8)	0.41263 (15)	0.4467 (6)	0.0284 (16)
Cl1A	0.5435 (3)	0.24939 (5)	−0.10621 (17)	0.0304 (5)
Cl2A	0.8863 (3)	0.28876 (5)	−0.1569 (2)	0.0305 (6)
Cl3A	0.4320 (3)	0.50544 (5)	0.5117 (2)	0.0244 (6)
Cl4A	0.5427 (3)	0.47314 (5)	0.7332 (2)	0.0261 (6)
Cl5A	0.6711 (3)	0.44744 (5)	0.5439 (2)	0.0227 (6)
C1A	0.4851 (13)	0.3429 (2)	0.1757 (9)	0.0197 (19)
C2A	0.5790 (11)	0.36492 (19)	0.2620 (7)	0.023 (2)
H2A	0.7079	0.3711	0.2681	0.027*
C3A	0.4877 (12)	0.37792 (19)	0.3385 (7)	0.0238 (19)
H3A	0.5529	0.3928	0.3969	0.029*
C4A	0.3030 (13)	0.3690 (2)	0.3287 (8)	0.020 (2)
C5A	0.2038 (12)	0.34682 (18)	0.2459 (7)	0.0267 (19)
H5A	0.0751	0.3408	0.2410	0.032*
C6A	0.2961 (11)	0.33403 (19)	0.1724 (7)	0.0230 (18)
H6A	0.2305	0.3185	0.1165	0.028*
C7A	0.3002 (12)	0.44536 (19)	0.5532 (8)	0.0217 (10)
H7A1	0.3292	0.4237	0.5915	0.026*
H7A2	0.1960	0.4559	0.5788	0.026*
C8A	0.4790 (12)	0.46710 (18)	0.5830 (8)	0.0180 (10)
C1'A	0.5824 (11)	0.32855 (19)	0.0935 (8)	0.0194 (10)
C2'A	0.5326 (11)	0.29847 (19)	0.0421 (6)	0.0220 (10)
H2'A	0.4350	0.2859	0.0609	0.026*
C3'A	0.6208 (11)	0.28622 (17)	−0.0356 (6)	0.0191 (9)
C4'A	0.7679 (10)	0.30432 (19)	−0.0626 (7)	0.0207 (10)
C5'A	0.8189 (10)	0.33416 (18)	−0.0107 (7)	0.0239 (11)
H5'A	0.9202	0.3463	−0.0270	0.029*
C6'A	0.7259 (10)	0.34709 (18)	0.0654 (7)	0.0222 (11)
H6'A	0.7591	0.3683	0.0981	0.027*
S1B	0.4062 (3)	0.59117 (5)	0.3690 (2)	0.0230 (6)
O1B	0.2827 (8)	0.62391 (15)	0.3453 (5)	0.0212 (14)
O2B	0.2532 (9)	0.56336 (14)	0.3155 (6)	0.0197 (14)
O3B	0.4676 (9)	0.58420 (16)	0.4878 (6)	0.0292 (16)
O4B	0.5361 (9)	0.59447 (15)	0.3028 (6)	0.0271 (16)
Cl1B	−0.0381 (3)	0.73774 (5)	0.90518 (18)	0.0349 (6)
Cl2B	−0.4422 (3)	0.70796 (5)	0.9015 (2)	0.0340 (6)
Cl3B	0.0707 (3)	0.49999 (5)	0.2225 (2)	0.0258 (6)
Cl4B	−0.0582 (4)	0.53617 (6)	0.0088 (2)	0.0300 (6)
Cl5B	−0.1718 (3)	0.55696 (6)	0.2089 (2)	0.0275 (6)
C1B	−0.0147 (13)	0.6568 (2)	0.5751 (9)	0.0200 (19)
C2B	−0.0462 (11)	0.62525 (19)	0.5291 (7)	0.0215 (19)
H2B	−0.1336	0.6112	0.5523	0.026*
C3B	0.0429 (12)	0.6137 (2)	0.4523 (7)	0.025 (2)
H3B	0.0134	0.5926	0.4183	0.030*
C4B	0.1814 (13)	0.6343 (2)	0.4246 (8)	0.0186 (19)
C5B	0.2204 (12)	0.66517 (18)	0.4713 (7)	0.025 (2)
H5B	0.3160	0.6785	0.4536	0.030*
C6B	0.1199 (10)	0.67649 (19)	0.5436 (7)	0.0224 (19)
H6B	0.1422	0.6983	0.5731	0.027*
C7B	0.1908 (12)	0.56185 (19)	0.1911 (8)	0.0216 (10)
H7B1	0.2934	0.5527	0.1608	0.026*
H7B2	0.1566	0.5841	0.1580	0.026*
C8B	0.0133 (13)	0.53908 (19)	0.1617 (8)	0.0214 (10)
C1'B	−0.1193 (11)	0.66870 (19)	0.6604 (8)	0.0186 (10)
C2'B	−0.0398 (11)	0.69443 (17)	0.7376 (6)	0.0211 (10)
H2'B	0.0813	0.7036	0.7387	0.025*
C3'B	−0.1394 (12)	0.70619 (17)	0.8115 (7)	0.0217 (10)
C4'B	−0.3189 (11)	0.6936 (2)	0.8076 (7)	0.0230 (11)
C5'B	−0.3956 (11)	0.66792 (19)	0.7326 (7)	0.0264 (11)
H5'B	−0.5161	0.6586	0.7321	0.032*
C6'B	−0.2966 (10)	0.65610 (18)	0.6594 (7)	0.0224 (11)
H6'B	−0.3511	0.6390	0.6072	0.027*
S1C	1.3915 (3)	0.58721 (5)	0.8798 (2)	0.0214 (6)
O1C	1.2647 (9)	0.61955 (15)	0.8500 (5)	0.0242 (15)
O2C	1.2418 (8)	0.55900 (14)	0.8285 (6)	0.0177 (13)
O3C	1.4484 (9)	0.58174 (15)	0.9986 (6)	0.0258 (15)
O4C	1.5231 (9)	0.58960 (16)	0.8136 (6)	0.0276 (16)
Cl1C	0.9555 (3)	0.75553 (5)	1.35532 (17)	0.0298 (5)
Cl2C	0.6170 (3)	0.71937 (5)	1.4213 (2)	0.0291 (6)
Cl3C	1.0490 (3)	0.49568 (5)	0.7412 (2)	0.0263 (6)
Cl4C	0.9415 (3)	0.52908 (6)	0.5218 (2)	0.0272 (6)
Cl5C	0.8154 (3)	0.55435 (5)	0.7123 (2)	0.0234 (6)
C1C	0.9952 (13)	0.6580 (2)	1.0860 (8)	0.0180 (18)
C2C	0.8978 (12)	0.6360 (2)	1.0020 (7)	0.0213 (19)
H2C	0.7686	0.6302	0.9967	0.026*
C3C	0.9883 (11)	0.6224 (2)	0.9259 (8)	0.021 (2)
H3C	0.9225	0.6070	0.8695	0.025*
C4C	1.1745 (13)	0.6314 (2)	0.9331 (9)	0.020 (2)
C5C	1.2746 (11)	0.65297 (18)	1.0156 (7)	0.0226 (19)
H5C	1.4025	0.6591	1.0189	0.027*
C6C	1.1847 (11)	0.66571 (18)	1.0941 (7)	0.0245 (19)
H6C	1.2542	0.6798	1.1539	0.029*
C7C	1.1868 (12)	0.55543 (19)	0.7048 (8)	0.0217 (10)
H7C1	1.2900	0.5444	0.6795	0.026*
H7C2	1.1613	0.5772	0.6671	0.026*
C8C	1.0047 (12)	0.53442 (19)	0.6746 (8)	0.0180 (10)
C1'C	0.9007 (11)	0.6729 (2)	1.1687 (8)	0.0194 (10)
C2'C	0.9571 (11)	0.70446 (18)	1.2150 (7)	0.0220 (10)
H2'C	1.0530	0.7163	1.1920	0.026*
C3'C	0.8720 (11)	0.71828 (17)	1.2947 (7)	0.0191 (9)
C4'C	0.7265 (10)	0.70184 (19)	1.3256 (7)	0.0207 (10)
C5'C	0.6697 (10)	0.67109 (18)	1.2808 (7)	0.0239 (11)
H5'C	0.5705	0.6597	1.3022	0.029*
C6'C	0.7582 (10)	0.65668 (18)	1.2039 (6)	0.0222 (11)
H6'C	0.7198	0.6353	1.1749	0.027*
S1D	1.1226 (3)	0.40890 (5)	0.8723 (2)	0.0231 (6)
O1D	1.2492 (9)	0.37714 (14)	0.8970 (6)	0.0249 (15)
O2D	1.2695 (9)	0.43669 (15)	0.9271 (6)	0.0236 (14)
O3D	1.0666 (9)	0.41554 (16)	0.7527 (6)	0.0258 (15)
O4D	0.9884 (9)	0.40510 (15)	0.9376 (6)	0.0302 (17)
Cl1D	1.5275 (3)	0.25787 (5)	0.33982 (19)	0.0384 (6)
Cl2D	1.9395 (4)	0.28238 (6)	0.3372 (2)	0.0377 (6)
Cl3D	1.4471 (3)	0.50056 (6)	1.0258 (2)	0.0277 (6)
Cl4D	1.5717 (4)	0.46324 (6)	1.2378 (2)	0.0313 (6)
Cl5D	1.6925 (3)	0.44383 (6)	1.0375 (2)	0.0271 (6)
C1D	1.5371 (12)	0.3415 (2)	0.6623 (8)	0.0188 (19)
C2D	1.5793 (11)	0.3726 (2)	0.7139 (7)	0.0188 (18)
H2D	1.6748	0.3858	0.6954	0.023*
C3D	1.4871 (12)	0.3845 (2)	0.7900 (7)	0.025 (2)
H3D	1.5191	0.4056	0.8244	0.030*
C4D	1.3491 (13)	0.3658 (2)	0.8158 (8)	0.020 (2)
C5D	1.3035 (10)	0.33494 (18)	0.7725 (7)	0.0214 (18)
H5D	1.2096	0.3221	0.7941	0.026*
C6D	1.3979 (11)	0.32293 (19)	0.6966 (7)	0.0242 (19)
H6D	1.3680	0.3014	0.6662	0.029*
C7D	1.3283 (12)	0.43822 (19)	1.0533 (8)	0.0216 (10)
H7D1	1.3613	0.4160	1.0866	0.026*
H7D2	1.2240	0.4474	1.0820	0.026*
C8D	1.5031 (13)	0.4606 (2)	1.0844 (8)	0.0214 (10)
C1'D	1.6335 (11)	0.32815 (19)	0.5800 (8)	0.0186 (10)
C2'D	1.5501 (11)	0.30334 (18)	0.5052 (6)	0.0211 (10)
H2'D	1.4264	0.2956	0.5052	0.025*
C3'D	1.6406 (12)	0.28921 (18)	0.4299 (7)	0.0217 (10)
C4'D	1.8203 (11)	0.30051 (19)	0.4282 (7)	0.0230 (11)
C5'D	1.9067 (11)	0.32561 (18)	0.5010 (7)	0.0264 (11)
H5'D	2.0292	0.3336	0.4995	0.032*
C6'D	1.8147 (10)	0.33916 (18)	0.5761 (6)	0.0224 (11)
H6'D	1.8759	0.3563	0.6263	0.027*

	U11	U22	U33	U12	U13	U23
S1A	0.0144 (12)	0.0222 (12)	0.0243 (15)	0.0009 (9)	0.0012 (11)	−0.0047 (10)
O1A	0.022 (3)	0.018 (3)	0.019 (4)	0.003 (2)	0.005 (3)	−0.001 (2)
O2A	0.019 (3)	0.025 (3)	0.017 (3)	−0.004 (2)	−0.001 (3)	−0.003 (3)
O3A	0.022 (4)	0.033 (4)	0.019 (3)	0.009 (3)	−0.003 (3)	−0.007 (3)
O4A	0.016 (3)	0.037 (4)	0.035 (4)	−0.001 (3)	0.011 (3)	−0.014 (3)
Cl1A	0.0348 (13)	0.0293 (12)	0.0293 (13)	−0.0069 (9)	0.0126 (10)	−0.0087 (10)
Cl2A	0.0346 (13)	0.0305 (12)	0.0323 (13)	0.0078 (9)	0.0188 (11)	0.0069 (10)
Cl3A	0.0275 (13)	0.0194 (11)	0.0251 (14)	0.0000 (9)	0.0055 (10)	0.0018 (10)
Cl4A	0.0261 (13)	0.0303 (13)	0.0211 (13)	−0.0051 (9)	0.0055 (10)	−0.0025 (10)
Cl5A	0.0165 (12)	0.0257 (12)	0.0257 (15)	0.0004 (9)	0.0056 (11)	−0.0017 (10)
C1A	0.020 (5)	0.012 (4)	0.026 (5)	0.004 (3)	0.005 (4)	−0.001 (3)
C2A	0.015 (4)	0.023 (4)	0.028 (5)	−0.006 (3)	0.002 (4)	−0.001 (4)
C3A	0.032 (4)	0.013 (4)	0.025 (5)	−0.001 (3)	0.005 (4)	0.000 (3)
C4A	0.023 (5)	0.019 (4)	0.017 (5)	0.009 (3)	0.006 (4)	0.005 (3)
C5A	0.023 (4)	0.019 (4)	0.037 (5)	0.000 (3)	0.005 (4)	0.001 (4)
C6A	0.023 (4)	0.022 (4)	0.020 (5)	−0.004 (3)	0.000 (4)	0.000 (3)
C7A	0.022 (2)	0.021 (2)	0.020 (2)	−0.0052 (18)	0.0028 (19)	−0.0055 (19)
C8A	0.011 (2)	0.022 (2)	0.019 (2)	−0.0015 (17)	0.0019 (18)	−0.0006 (18)
C1'A	0.015 (2)	0.020 (2)	0.022 (3)	0.0018 (18)	0.0032 (19)	0.0026 (18)
C2'A	0.020 (2)	0.022 (2)	0.026 (3)	0.0031 (19)	0.009 (2)	0.0043 (19)
C3'A	0.021 (2)	0.015 (2)	0.018 (2)	−0.0054 (18)	0.0011 (18)	−0.0016 (18)
C4'A	0.020 (2)	0.017 (2)	0.028 (3)	0.0067 (18)	0.011 (2)	0.004 (2)
C5'A	0.020 (3)	0.020 (2)	0.033 (3)	0.0026 (19)	0.011 (2)	0.010 (2)
C6'A	0.023 (3)	0.017 (2)	0.025 (3)	−0.0019 (19)	0.004 (2)	0.002 (2)
S1B	0.0190 (13)	0.0205 (11)	0.0275 (15)	−0.0011 (9)	0.0034 (11)	−0.0024 (10)
O1B	0.023 (3)	0.021 (3)	0.019 (4)	0.001 (2)	0.004 (3)	0.000 (3)
O2B	0.023 (3)	0.019 (3)	0.014 (3)	−0.006 (2)	0.001 (3)	−0.001 (3)
O3B	0.030 (4)	0.027 (4)	0.024 (4)	0.001 (3)	−0.003 (3)	0.001 (3)
O4B	0.019 (3)	0.021 (3)	0.043 (4)	−0.006 (2)	0.012 (3)	−0.008 (3)
Cl1B	0.0393 (13)	0.0315 (12)	0.0332 (14)	−0.0022 (10)	0.0089 (11)	−0.0108 (10)
Cl2B	0.0449 (15)	0.0324 (12)	0.0309 (14)	0.0079 (10)	0.0208 (11)	0.0038 (11)
Cl3B	0.0262 (13)	0.0218 (11)	0.0287 (14)	−0.0015 (9)	0.0061 (10)	0.0000 (10)
Cl4B	0.0325 (14)	0.0342 (13)	0.0203 (13)	−0.0054 (10)	0.0024 (11)	−0.0041 (10)
Cl5B	0.0193 (13)	0.0335 (13)	0.0289 (16)	0.0020 (10)	0.0052 (11)	−0.0034 (11)
C1B	0.017 (4)	0.024 (4)	0.017 (5)	0.003 (3)	0.002 (4)	0.007 (3)
C2B	0.014 (4)	0.022 (4)	0.028 (5)	−0.004 (3)	0.006 (4)	0.000 (4)
C3B	0.036 (5)	0.017 (4)	0.021 (5)	−0.001 (3)	0.008 (4)	−0.001 (4)
C4B	0.022 (5)	0.018 (4)	0.017 (5)	0.006 (3)	0.007 (4)	0.003 (3)
C5B	0.033 (5)	0.018 (4)	0.026 (5)	−0.006 (3)	0.010 (4)	0.002 (4)
C6B	0.022 (5)	0.017 (4)	0.024 (5)	−0.003 (3)	0.001 (4)	−0.004 (4)
C7B	0.023 (3)	0.023 (2)	0.018 (2)	−0.0027 (19)	0.0032 (19)	0.0011 (19)
C8B	0.020 (3)	0.023 (2)	0.020 (2)	0.0023 (18)	0.004 (2)	−0.0017 (19)
C1'B	0.015 (2)	0.017 (2)	0.021 (3)	0.0037 (18)	0.0005 (18)	0.0009 (18)
C2'B	0.023 (2)	0.015 (2)	0.024 (3)	−0.0031 (18)	0.005 (2)	0.0013 (18)
C3'B	0.028 (3)	0.015 (2)	0.020 (3)	0.0018 (19)	0.005 (2)	0.0003 (19)
C4'B	0.026 (3)	0.025 (3)	0.018 (3)	0.009 (2)	0.006 (2)	0.005 (2)
C5'B	0.023 (3)	0.029 (3)	0.027 (3)	0.001 (2)	0.007 (2)	0.009 (2)
C6'B	0.021 (2)	0.021 (3)	0.022 (3)	−0.004 (2)	0.002 (2)	0.000 (2)
S1C	0.0168 (12)	0.0220 (12)	0.0247 (15)	−0.0005 (9)	0.0047 (11)	−0.0026 (10)
O1C	0.026 (3)	0.024 (3)	0.022 (4)	0.006 (2)	0.005 (3)	−0.002 (3)
O2C	0.015 (3)	0.020 (3)	0.017 (3)	0.000 (2)	0.004 (3)	0.001 (3)
O3C	0.024 (4)	0.024 (3)	0.023 (3)	0.000 (3)	−0.004 (3)	−0.004 (3)
O4C	0.019 (3)	0.034 (4)	0.034 (4)	−0.006 (3)	0.014 (3)	−0.004 (3)
Cl1C	0.0302 (12)	0.0263 (11)	0.0381 (14)	−0.0078 (9)	0.0179 (11)	−0.0122 (10)
Cl2C	0.0332 (13)	0.0271 (11)	0.0329 (14)	0.0021 (9)	0.0191 (11)	0.0018 (10)
Cl3C	0.0246 (13)	0.0213 (11)	0.0334 (15)	−0.0017 (9)	0.0086 (11)	−0.0008 (10)
Cl4C	0.0261 (13)	0.0366 (14)	0.0185 (13)	−0.0075 (10)	0.0055 (10)	−0.0055 (10)
Cl5C	0.0182 (13)	0.0247 (12)	0.0269 (15)	0.0012 (9)	0.0056 (11)	−0.0010 (11)
C1C	0.015 (4)	0.022 (4)	0.014 (5)	0.003 (3)	−0.001 (3)	0.007 (3)
C2C	0.015 (4)	0.024 (4)	0.023 (5)	−0.001 (3)	0.002 (4)	−0.001 (3)
C3C	0.010 (4)	0.023 (4)	0.030 (5)	−0.003 (3)	0.004 (4)	−0.007 (4)
C4C	0.021 (4)	0.016 (4)	0.026 (5)	−0.001 (3)	0.012 (4)	0.001 (3)
C5C	0.014 (4)	0.020 (4)	0.032 (5)	−0.003 (3)	0.003 (4)	−0.008 (4)
C6C	0.025 (4)	0.023 (4)	0.028 (5)	−0.001 (3)	0.012 (4)	−0.002 (4)
C7C	0.022 (2)	0.021 (2)	0.020 (2)	−0.0052 (18)	0.0028 (19)	−0.0055 (19)
C8C	0.011 (2)	0.022 (2)	0.019 (2)	−0.0015 (17)	0.0019 (18)	−0.0006 (18)
C1'C	0.015 (2)	0.020 (2)	0.022 (3)	0.0018 (18)	0.0032 (19)	0.0026 (18)
C2'C	0.020 (2)	0.022 (2)	0.026 (3)	0.0031 (19)	0.009 (2)	0.0043 (19)
C3'C	0.021 (2)	0.015 (2)	0.018 (2)	−0.0054 (18)	0.0011 (18)	−0.0016 (18)
C4'C	0.020 (2)	0.017 (2)	0.028 (3)	0.0067 (18)	0.011 (2)	0.004 (2)
C5'C	0.020 (3)	0.020 (2)	0.033 (3)	0.0026 (19)	0.011 (2)	0.010 (2)
C6'C	0.023 (3)	0.017 (2)	0.025 (3)	−0.0019 (19)	0.004 (2)	0.002 (2)
S1D	0.0183 (12)	0.0207 (11)	0.0268 (15)	−0.0013 (9)	0.0003 (11)	−0.0027 (10)
O1D	0.035 (4)	0.018 (3)	0.026 (4)	0.003 (2)	0.016 (3)	0.000 (3)
O2D	0.024 (3)	0.028 (3)	0.017 (3)	−0.003 (2)	0.002 (3)	−0.004 (3)
O3D	0.020 (3)	0.030 (4)	0.022 (3)	0.004 (3)	−0.002 (3)	0.000 (3)
O4D	0.025 (4)	0.033 (4)	0.035 (4)	−0.001 (3)	0.012 (3)	0.000 (3)
Cl1D	0.0458 (14)	0.0328 (13)	0.0382 (15)	−0.0103 (10)	0.0146 (12)	−0.0116 (11)
Cl2D	0.0480 (15)	0.0372 (13)	0.0348 (14)	0.0042 (11)	0.0231 (12)	0.0000 (11)
Cl3D	0.0303 (13)	0.0209 (11)	0.0291 (14)	0.0023 (9)	0.0038 (11)	−0.0007 (10)
Cl4D	0.0328 (14)	0.0374 (14)	0.0209 (14)	−0.0032 (10)	0.0030 (11)	−0.0035 (11)
Cl5D	0.0212 (13)	0.0306 (13)	0.0284 (16)	0.0038 (10)	0.0053 (12)	−0.0064 (11)
C1D	0.015 (4)	0.025 (4)	0.013 (5)	−0.001 (3)	−0.003 (3)	−0.002 (3)
C2D	0.013 (4)	0.029 (4)	0.012 (4)	−0.007 (3)	−0.001 (3)	0.000 (3)
C3D	0.037 (5)	0.014 (4)	0.024 (5)	−0.003 (3)	0.007 (4)	−0.003 (4)
C4D	0.019 (5)	0.027 (4)	0.011 (5)	0.001 (3)	0.002 (4)	0.000 (4)
C5D	0.016 (4)	0.023 (4)	0.024 (5)	0.008 (3)	0.003 (3)	0.005 (3)
C6D	0.029 (5)	0.017 (4)	0.028 (5)	−0.002 (3)	0.010 (4)	0.001 (4)
C7D	0.023 (3)	0.023 (2)	0.018 (2)	−0.0027 (19)	0.0032 (19)	0.0011 (19)
C8D	0.020 (3)	0.023 (2)	0.020 (2)	0.0023 (18)	0.004 (2)	−0.0017 (19)
C1'D	0.015 (2)	0.017 (2)	0.021 (3)	0.0037 (18)	0.0005 (18)	0.0009 (18)
C2'D	0.023 (2)	0.015 (2)	0.024 (3)	−0.0031 (18)	0.005 (2)	0.0013 (18)
C3'D	0.028 (3)	0.015 (2)	0.020 (3)	0.0018 (19)	0.005 (2)	0.0003 (19)
C4'D	0.026 (3)	0.025 (3)	0.018 (3)	0.009 (2)	0.006 (2)	0.005 (2)
C5'D	0.023 (3)	0.029 (3)	0.027 (3)	0.001 (2)	0.007 (2)	0.009 (2)
C6'D	0.021 (2)	0.021 (3)	0.022 (3)	−0.004 (2)	0.002 (2)	0.000 (2)

S1A—O4A	1.425 (6)	S1C—O3C	1.399 (8)
S1A—O3A	1.428 (7)	S1C—O4C	1.410 (6)
S1A—O2A	1.564 (6)	S1C—O2C	1.581 (7)
S1A—O1A	1.571 (6)	S1C—O1C	1.586 (6)
O1A—C4A	1.431 (10)	O1C—C4C	1.427 (10)
O2A—C7A	1.459 (11)	O2C—C7C	1.447 (11)
Cl1A—C3'A	1.736 (7)	Cl1C—C3'C	1.716 (7)
Cl2A—C4'A	1.729 (8)	Cl2C—C4'C	1.730 (8)
Cl3A—C8A	1.767 (8)	Cl3C—C8C	1.756 (8)
Cl4A—C8A	1.765 (10)	Cl4C—C8C	1.792 (9)
Cl5A—C8A	1.780 (8)	Cl5C—C8C	1.759 (8)
C1A—C2A	1.401 (12)	C1C—C6C	1.385 (11)
C1A—C6A	1.406 (11)	C1C—C2C	1.391 (12)
C1A—C1'A	1.490 (11)	C1C—C1'C	1.490 (12)
C2A—C3A	1.385 (11)	C2C—C3C	1.385 (11)
C2A—H2A	0.9500	C2C—H2C	0.9500
C3A—C4A	1.360 (11)	C3C—C4C	1.378 (11)
C3A—H3A	0.9500	C3C—H3C	0.9500
C4A—C5A	1.389 (12)	C4C—C5C	1.375 (12)
C5A—C6A	1.358 (10)	C5C—C6C	1.394 (10)
C5A—H5A	0.9500	C5C—H5C	0.9500
C6A—H6A	0.9500	C6C—H6C	0.9500
C7A—C8A	1.527 (11)	C7C—C8C	1.528 (11)
C7A—H7A1	0.9900	C7C—H7C1	0.9900
C7A—H7A2	0.9900	C7C—H7C2	0.9900
C1'A—C2'A	1.372 (11)	C1'C—C6'C	1.388 (10)
C1'A—C6'A	1.400 (10)	C1'C—C2'C	1.413 (11)
C2'A—C3'A	1.370 (10)	C2'C—C3'C	1.399 (10)
C2'A—H2'A	0.9500	C2'C—H2'C	0.9500
C3'A—C4'A	1.407 (10)	C3'C—C4'C	1.385 (10)
C4'A—C5'A	1.368 (10)	C4'C—C5'C	1.378 (10)
C5'A—C6'A	1.387 (10)	C5'C—C6'C	1.399 (10)
C5'A—H5'A	0.9500	C5'C—H5'C	0.9500
C6'A—H6'A	0.9500	C6'C—H6'C	0.9500
S1B—O4B	1.403 (6)	S1D—O3D	1.417 (7)
S1B—O3B	1.411 (8)	S1D—O4D	1.423 (6)
S1B—O1B	1.584 (6)	S1D—O1D	1.563 (6)
S1B—O2B	1.589 (6)	S1D—O2D	1.567 (7)
O1B—C4B	1.426 (10)	O1D—C4D	1.449 (9)
O2B—C7B	1.449 (11)	O2D—C7D	1.469 (11)
Cl1B—C3'B	1.733 (8)	Cl1D—C3'D	1.727 (8)
Cl2B—C4'B	1.731 (8)	Cl2D—C4'D	1.741 (8)
Cl3B—C8B	1.750 (9)	Cl3D—C8D	1.774 (8)
Cl4B—C8B	1.782 (10)	Cl4D—C8D	1.788 (10)
Cl5B—C8B	1.756 (9)	Cl5D—C8D	1.761 (9)
C1B—C2B	1.392 (12)	C1D—C2D	1.407 (11)
C1B—C6B	1.393 (11)	C1D—C6D	1.411 (11)
C1B—C1'B	1.520 (12)	C1D—C1'D	1.471 (11)
C2B—C3B	1.354 (10)	C2D—C3D	1.368 (11)
C2B—H2B	0.9500	C2D—H2D	0.9500
C3B—C4B	1.416 (11)	C3D—C4D	1.360 (11)
C3B—H3B	0.9500	C3D—H3D	0.9500
C4B—C5B	1.372 (11)	C4D—C5D	1.363 (11)
C5B—C6B	1.365 (10)	C5D—C6D	1.380 (10)
C5B—H5B	0.9500	C5D—H5D	0.9500
C6B—H6B	0.9500	C6D—H6D	0.9500
C7B—C8B	1.543 (12)	C7D—C8D	1.518 (12)
C7B—H7B1	0.9900	C7D—H7D1	0.9900
C7B—H7B2	0.9900	C7D—H7D2	0.9900
C1'B—C6'B	1.381 (10)	C1'D—C2'D	1.376 (11)
C1'B—C2'B	1.413 (11)	C1'D—C6'D	1.401 (10)
C2'B—C3'B	1.382 (10)	C2'D—C3'D	1.388 (10)
C2'B—H2'B	0.9500	C2'D—H2'D	0.9500
C3'B—C4'B	1.387 (10)	C3'D—C4'D	1.387 (10)
C4'B—C5'B	1.393 (10)	C4'D—C5'D	1.379 (11)
C5'B—C6'B	1.373 (10)	C5'D—C6'D	1.383 (10)
C5'B—H5'B	0.9500	C5'D—H5'D	0.9500
C6'B—H6'B	0.9500	C6'D—H6'D	0.9500
O4A—S1A—O3A	122.5 (4)	O3C—S1C—O4C	122.9 (4)
O4A—S1A—O2A	109.4 (4)	O3C—S1C—O2C	105.2 (4)
O3A—S1A—O2A	105.1 (4)	O4C—S1C—O2C	109.0 (4)
O4A—S1A—O1A	104.9 (4)	O3C—S1C—O1C	110.6 (4)
O3A—S1A—O1A	109.7 (4)	O4C—S1C—O1C	104.7 (4)
O2A—S1A—O1A	103.9 (3)	O2C—S1C—O1C	102.7 (3)
C4A—O1A—S1A	118.0 (6)	C4C—O1C—S1C	117.9 (6)
C7A—O2A—S1A	116.1 (5)	C7C—O2C—S1C	116.2 (5)
C2A—C1A—C6A	116.9 (8)	C6C—C1C—C2C	119.2 (8)
C2A—C1A—C1'A	121.8 (7)	C6C—C1C—C1'C	119.5 (8)
C6A—C1A—C1'A	121.3 (8)	C2C—C1C—C1'C	121.2 (7)
C3A—C2A—C1A	121.3 (8)	C3C—C2C—C1C	120.3 (8)
C3A—C2A—H2A	119.3	C3C—C2C—H2C	119.8
C1A—C2A—H2A	119.3	C1C—C2C—H2C	119.8
C4A—C3A—C2A	118.8 (8)	C4C—C3C—C2C	119.3 (8)
C4A—C3A—H3A	120.6	C4C—C3C—H3C	120.3
C2A—C3A—H3A	120.6	C2C—C3C—H3C	120.3
C3A—C4A—C5A	122.4 (8)	C5C—C4C—C3C	121.6 (8)
C3A—C4A—O1A	120.2 (8)	C5C—C4C—O1C	118.3 (7)
C5A—C4A—O1A	117.3 (8)	C3C—C4C—O1C	120.0 (8)
C6A—C5A—C4A	118.1 (8)	C4C—C5C—C6C	118.7 (7)
C6A—C5A—H5A	121.0	C4C—C5C—H5C	120.6
C4A—C5A—H5A	121.0	C6C—C5C—H5C	120.6
C5A—C6A—C1A	122.5 (8)	C1C—C6C—C5C	120.7 (8)
C5A—C6A—H6A	118.7	C1C—C6C—H6C	119.7
C1A—C6A—H6A	118.7	C5C—C6C—H6C	119.7
O2A—C7A—C8A	107.0 (7)	O2C—C7C—C8C	106.0 (7)
O2A—C7A—H7A1	110.3	O2C—C7C—H7C1	110.5
C8A—C7A—H7A1	110.3	C8C—C7C—H7C1	110.5
O2A—C7A—H7A2	110.3	O2C—C7C—H7C2	110.5
C8A—C7A—H7A2	110.3	C8C—C7C—H7C2	110.5
H7A1—C7A—H7A2	108.6	H7C1—C7C—H7C2	108.7
C7A—C8A—Cl4A	106.6 (6)	C7C—C8C—Cl3C	110.8 (6)
C7A—C8A—Cl3A	111.0 (6)	C7C—C8C—Cl5C	111.4 (6)
Cl4A—C8A—Cl3A	109.9 (4)	Cl3C—C8C—Cl5C	110.4 (5)
C7A—C8A—Cl5A	110.7 (5)	C7C—C8C—Cl4C	105.7 (6)
Cl4A—C8A—Cl5A	109.7 (5)	Cl3C—C8C—Cl4C	109.1 (4)
Cl3A—C8A—Cl5A	108.9 (5)	Cl5C—C8C—Cl4C	109.3 (5)
C2'A—C1'A—C6'A	119.2 (7)	C6'C—C1'C—C2'C	117.7 (7)
C2'A—C1'A—C1A	122.5 (7)	C6'C—C1'C—C1C	122.4 (7)
C6'A—C1'A—C1A	118.3 (7)	C2'C—C1'C—C1C	119.9 (7)
C3'A—C2'A—C1'A	121.4 (7)	C3'C—C2'C—C1'C	120.2 (7)
C3'A—C2'A—H2'A	119.3	C3'C—C2'C—H2'C	119.9
C1'A—C2'A—H2'A	119.3	C1'C—C2'C—H2'C	119.9
C2'A—C3'A—C4'A	120.0 (7)	C4'C—C3'C—C2'C	120.5 (7)
C2'A—C3'A—Cl1A	120.2 (6)	C4'C—C3'C—Cl1C	120.9 (6)
C4'A—C3'A—Cl1A	119.8 (6)	C2'C—C3'C—Cl1C	118.5 (6)
C5'A—C4'A—C3'A	118.7 (7)	C5'C—C4'C—C3'C	119.8 (7)
C5'A—C4'A—Cl2A	120.5 (6)	C5'C—C4'C—Cl2C	119.6 (6)
C3'A—C4'A—Cl2A	120.8 (6)	C3'C—C4'C—Cl2C	120.6 (6)
C4'A—C5'A—C6'A	121.4 (7)	C4'C—C5'C—C6'C	119.9 (7)
C4'A—C5'A—H5'A	119.3	C4'C—C5'C—H5'C	120.0
C6'A—C5'A—H5'A	119.3	C6'C—C5'C—H5'C	120.0
C5'A—C6'A—C1'A	119.3 (7)	C1'C—C6'C—C5'C	121.7 (7)
C5'A—C6'A—H6'A	120.4	C1'C—C6'C—H6'C	119.2
C1'A—C6'A—H6'A	120.4	C5'C—C6'C—H6'C	119.2
O4B—S1B—O3B	122.1 (4)	O3D—S1D—O4D	122.9 (4)
O4B—S1B—O1B	104.6 (4)	O3D—S1D—O1D	109.8 (4)
O3B—S1B—O1B	110.8 (4)	O4D—S1D—O1D	105.1 (4)
O4B—S1B—O2B	109.8 (4)	O3D—S1D—O2D	105.3 (4)
O3B—S1B—O2B	105.1 (4)	O4D—S1D—O2D	109.3 (4)
O1B—S1B—O2B	103.1 (3)	O1D—S1D—O2D	102.7 (4)
C4B—O1B—S1B	119.8 (6)	C4D—O1D—S1D	120.7 (6)
C7B—O2B—S1B	115.8 (5)	C7D—O2D—S1D	116.0 (5)
C2B—C1B—C6B	117.8 (8)	C2D—C1D—C6D	115.7 (7)
C2B—C1B—C1'B	120.5 (7)	C2D—C1D—C1'D	123.1 (7)
C6B—C1B—C1'B	121.7 (8)	C6D—C1D—C1'D	121.1 (7)
C3B—C2B—C1B	122.5 (8)	C3D—C2D—C1D	122.0 (8)
C3B—C2B—H2B	118.8	C3D—C2D—H2D	119.0
C1B—C2B—H2B	118.8	C1D—C2D—H2D	119.0
C2B—C3B—C4B	117.7 (8)	C4D—C3D—C2D	119.1 (8)
C2B—C3B—H3B	121.2	C4D—C3D—H3D	120.5
C4B—C3B—H3B	121.2	C2D—C3D—H3D	120.5
C5B—C4B—C3B	121.2 (8)	C3D—C4D—C5D	122.7 (8)
C5B—C4B—O1B	117.5 (8)	C3D—C4D—O1D	121.1 (8)
C3B—C4B—O1B	121.2 (8)	C5D—C4D—O1D	116.1 (7)
C6B—C5B—C4B	119.1 (8)	C4D—C5D—C6D	118.0 (8)
C6B—C5B—H5B	120.4	C4D—C5D—H5D	121.0
C4B—C5B—H5B	120.4	C6D—C5D—H5D	121.0
C5B—C6B—C1B	121.5 (8)	C5D—C6D—C1D	122.4 (7)
C5B—C6B—H6B	119.2	C5D—C6D—H6D	118.8
C1B—C6B—H6B	119.2	C1D—C6D—H6D	118.8
O2B—C7B—C8B	105.3 (7)	O2D—C7D—C8D	105.4 (7)
O2B—C7B—H7B1	110.7	O2D—C7D—H7D1	110.7
C8B—C7B—H7B1	110.7	C8D—C7D—H7D1	110.7
O2B—C7B—H7B2	110.7	O2D—C7D—H7D2	110.7
C8B—C7B—H7B2	110.7	C8D—C7D—H7D2	110.7
H7B1—C7B—H7B2	108.8	H7D1—C7D—H7D2	108.8
C7B—C8B—Cl3B	111.1 (6)	C7D—C8D—Cl5D	111.2 (6)
C7B—C8B—Cl5B	109.9 (6)	C7D—C8D—Cl3D	111.4 (6)
Cl3B—C8B—Cl5B	110.6 (5)	Cl5D—C8D—Cl3D	109.6 (5)
C7B—C8B—Cl4B	105.2 (6)	C7D—C8D—Cl4D	105.4 (6)
Cl3B—C8B—Cl4B	110.1 (5)	Cl5D—C8D—Cl4D	110.0 (5)
Cl5B—C8B—Cl4B	109.8 (5)	Cl3D—C8D—Cl4D	109.1 (5)
C6'B—C1'B—C2'B	119.1 (7)	C2'D—C1'D—C6'D	117.1 (7)
C6'B—C1'B—C1B	121.1 (7)	C2'D—C1'D—C1D	120.7 (7)
C2'B—C1'B—C1B	119.7 (7)	C6'D—C1'D—C1D	122.2 (7)
C3'B—C2'B—C1'B	119.6 (7)	C1'D—C2'D—C3'D	122.3 (7)
C3'B—C2'B—H2'B	120.2	C1'D—C2'D—H2'D	118.9
C1'B—C2'B—H2'B	120.2	C3'D—C2'D—H2'D	118.9
C2'B—C3'B—C4'B	120.3 (7)	C4'D—C3'D—C2'D	119.4 (7)
C2'B—C3'B—Cl1B	118.5 (6)	C4'D—C3'D—Cl1D	121.1 (6)
C4'B—C3'B—Cl1B	121.1 (6)	C2'D—C3'D—Cl1D	119.5 (6)
C3'B—C4'B—C5'B	119.9 (7)	C5'D—C4'D—C3'D	119.8 (7)
C3'B—C4'B—Cl2B	120.3 (6)	C5'D—C4'D—Cl2D	120.0 (6)
C5'B—C4'B—Cl2B	119.7 (6)	C3'D—C4'D—Cl2D	120.2 (6)
C6'B—C5'B—C4'B	119.8 (7)	C4'D—C5'D—C6'D	119.9 (7)
C6'B—C5'B—H5'B	120.1	C4'D—C5'D—H5'D	120.1
C4'B—C5'B—H5'B	120.1	C6'D—C5'D—H5'D	120.1
C5'B—C6'B—C1'B	121.2 (7)	C5'D—C6'D—C1'D	121.6 (7)
C5'B—C6'B—H6'B	119.4	C5'D—C6'D—H6'D	119.2
C1'B—C6'B—H6'B	119.4	C1'D—C6'D—H6'D	119.2
O4A—S1A—O1A—C4A	158.0 (6)	O3C—S1C—O1C—C4C	−20.6 (7)
O3A—S1A—O1A—C4A	24.7 (7)	O4C—S1C—O1C—C4C	−154.9 (6)
O2A—S1A—O1A—C4A	−87.2 (7)	O2C—S1C—O1C—C4C	91.3 (7)
O4A—S1A—O2A—C7A	36.5 (7)	O3C—S1C—O2C—C7C	−169.1 (6)
O3A—S1A—O2A—C7A	169.7 (6)	O4C—S1C—O2C—C7C	−35.6 (7)
O1A—S1A—O2A—C7A	−75.1 (6)	O1C—S1C—O2C—C7C	75.1 (6)
C6A—C1A—C2A—C3A	−1.5 (12)	C6C—C1C—C2C—C3C	−1.3 (13)
C1'A—C1A—C2A—C3A	−179.5 (8)	C1'C—C1C—C2C—C3C	−179.9 (8)
C1A—C2A—C3A—C4A	−0.2 (12)	C1C—C2C—C3C—C4C	−1.1 (13)
C2A—C3A—C4A—C5A	1.2 (13)	C2C—C3C—C4C—C5C	1.4 (14)
C2A—C3A—C4A—O1A	177.4 (7)	C2C—C3C—C4C—O1C	−175.2 (8)
S1A—O1A—C4A—C3A	91.2 (9)	S1C—O1C—C4C—C5C	89.0 (9)
S1A—O1A—C4A—C5A	−92.4 (8)	S1C—O1C—C4C—C3C	−94.3 (9)
C3A—C4A—C5A—C6A	−0.5 (13)	C3C—C4C—C5C—C6C	0.7 (14)
O1A—C4A—C5A—C6A	−176.8 (7)	O1C—C4C—C5C—C6C	177.4 (7)
C4A—C5A—C6A—C1A	−1.3 (13)	C2C—C1C—C6C—C5C	3.4 (13)
C2A—C1A—C6A—C5A	2.2 (13)	C1'C—C1C—C6C—C5C	−177.9 (8)
C1'A—C1A—C6A—C5A	−179.7 (8)	C4C—C5C—C6C—C1C	−3.1 (13)
S1A—O2A—C7A—C8A	167.0 (5)	S1C—O2C—C7C—C8C	−164.1 (5)
O2A—C7A—C8A—Cl4A	177.8 (5)	O2C—C7C—C8C—Cl3C	−60.2 (7)
O2A—C7A—C8A—Cl3A	58.1 (7)	O2C—C7C—C8C—Cl5C	63.1 (8)
O2A—C7A—C8A—Cl5A	−62.9 (7)	O2C—C7C—C8C—Cl4C	−178.3 (5)
C2A—C1A—C1'A—C2'A	152.5 (8)	C6C—C1C—C1'C—C6'C	−148.8 (8)
C6A—C1A—C1'A—C2'A	−25.4 (13)	C2C—C1C—C1'C—C6'C	29.8 (13)
C2A—C1A—C1'A—C6'A	−29.5 (12)	C6C—C1C—C1'C—C2'C	30.5 (12)
C6A—C1A—C1'A—C6'A	152.5 (8)	C2C—C1C—C1'C—C2'C	−150.9 (8)
C6'A—C1'A—C2'A—C3'A	0.2 (12)	C6'C—C1'C—C2'C—C3'C	0.8 (12)
C1A—C1'A—C2'A—C3'A	178.2 (8)	C1C—C1'C—C2'C—C3'C	−178.6 (8)
C1'A—C2'A—C3'A—C4'A	1.1 (12)	C1'C—C2'C—C3'C—C4'C	−2.6 (12)
C1'A—C2'A—C3'A—Cl1A	−175.7 (7)	C1'C—C2'C—C3'C—Cl1C	176.0 (6)
C2'A—C3'A—C4'A—C5'A	−0.5 (12)	C2'C—C3'C—C4'C—C5'C	2.4 (12)
Cl1A—C3'A—C4'A—C5'A	176.3 (6)	Cl1C—C3'C—C4'C—C5'C	−176.2 (6)
C2'A—C3'A—C4'A—Cl2A	177.9 (6)	C2'C—C3'C—C4'C—Cl2C	−178.3 (6)
Cl1A—C3'A—C4'A—Cl2A	−5.3 (10)	Cl1C—C3'C—C4'C—Cl2C	3.0 (10)
C3'A—C4'A—C5'A—C6'A	−1.5 (12)	C3'C—C4'C—C5'C—C6'C	−0.4 (12)
Cl2A—C4'A—C5'A—C6'A	−179.9 (6)	Cl2C—C4'C—C5'C—C6'C	−179.7 (6)
C4'A—C5'A—C6'A—C1'A	2.9 (12)	C2'C—C1'C—C6'C—C5'C	1.2 (12)
C2'A—C1'A—C6'A—C5'A	−2.2 (12)	C1C—C1'C—C6'C—C5'C	−179.4 (8)
C1A—C1'A—C6'A—C5'A	179.8 (8)	C4'C—C5'C—C6'C—C1'C	−1.4 (12)
O4B—S1B—O1B—C4B	−159.3 (7)	O3D—S1D—O1D—C4D	21.9 (8)
O3B—S1B—O1B—C4B	−26.0 (8)	O4D—S1D—O1D—C4D	155.9 (7)
O2B—S1B—O1B—C4B	85.9 (7)	O2D—S1D—O1D—C4D	−89.7 (7)
O4B—S1B—O2B—C7B	−37.4 (7)	O3D—S1D—O2D—C7D	171.3 (6)
O3B—S1B—O2B—C7B	−170.4 (6)	O4D—S1D—O2D—C7D	37.4 (7)
O1B—S1B—O2B—C7B	73.5 (6)	O1D—S1D—O2D—C7D	−73.8 (6)
C6B—C1B—C2B—C3B	−2.6 (13)	C6D—C1D—C2D—C3D	−1.8 (12)
C1'B—C1B—C2B—C3B	179.6 (8)	C1'D—C1D—C2D—C3D	179.8 (8)
C1B—C2B—C3B—C4B	4.0 (13)	C1D—C2D—C3D—C4D	−0.6 (13)
C2B—C3B—C4B—C5B	−1.8 (13)	C2D—C3D—C4D—C5D	2.8 (14)
C2B—C3B—C4B—O1B	179.5 (7)	C2D—C3D—C4D—O1D	179.2 (7)
S1B—O1B—C4B—C5B	123.2 (8)	S1D—O1D—C4D—C3D	62.7 (11)
S1B—O1B—C4B—C3B	−58.1 (11)	S1D—O1D—C4D—C5D	−120.7 (8)
C3B—C4B—C5B—C6B	−1.6 (13)	C3D—C4D—C5D—C6D	−2.3 (14)
O1B—C4B—C5B—C6B	177.1 (8)	O1D—C4D—C5D—C6D	−178.8 (7)
C4B—C5B—C6B—C1B	3.0 (13)	C4D—C5D—C6D—C1D	−0.4 (12)
C2B—C1B—C6B—C5B	−1.0 (13)	C2D—C1D—C6D—C5D	2.4 (12)
C1'B—C1B—C6B—C5B	176.8 (8)	C1'D—C1D—C6D—C5D	−179.2 (8)
S1B—O2B—C7B—C8B	−167.3 (5)	S1D—O2D—C7D—C8D	166.1 (5)
O2B—C7B—C8B—Cl3B	−59.0 (7)	O2D—C7D—C8D—Cl5D	−62.1 (7)
O2B—C7B—C8B—Cl5B	63.8 (7)	O2D—C7D—C8D—Cl3D	60.5 (7)
O2B—C7B—C8B—Cl4B	−178.1 (5)	O2D—C7D—C8D—Cl4D	178.7 (5)
C2B—C1B—C1'B—C6'B	−27.4 (13)	C2D—C1D—C1'D—C2'D	−159.1 (8)
C6B—C1B—C1'B—C6'B	154.9 (8)	C6D—C1D—C1'D—C2'D	22.6 (13)
C2B—C1B—C1'B—C2'B	156.4 (8)	C2D—C1D—C1'D—C6'D	22.8 (13)
C6B—C1B—C1'B—C2'B	−21.3 (13)	C6D—C1D—C1'D—C6'D	−155.4 (8)
C6'B—C1'B—C2'B—C3'B	0.8 (12)	C6'D—C1'D—C2'D—C3'D	0.9 (12)
C1B—C1'B—C2'B—C3'B	177.1 (7)	C1D—C1'D—C2'D—C3'D	−177.2 (8)
C1'B—C2'B—C3'B—C4'B	−2.0 (12)	C1'D—C2'D—C3'D—C4'D	−0.7 (12)
C1'B—C2'B—C3'B—Cl1B	180.0 (6)	C1'D—C2'D—C3'D—Cl1D	179.3 (6)
C2'B—C3'B—C4'B—C5'B	2.9 (12)	C2'D—C3'D—C4'D—C5'D	−0.1 (12)
Cl1B—C3'B—C4'B—C5'B	−179.1 (6)	Cl1D—C3'D—C4'D—C5'D	179.9 (6)
C2'B—C3'B—C4'B—Cl2B	179.1 (6)	C2'D—C3'D—C4'D—Cl2D	178.2 (6)
Cl1B—C3'B—C4'B—Cl2B	−2.9 (10)	Cl1D—C3'D—C4'D—Cl2D	−1.8 (10)
C3'B—C4'B—C5'B—C6'B	−2.7 (12)	C3'D—C4'D—C5'D—C6'D	0.7 (12)
Cl2B—C4'B—C5'B—C6'B	−178.9 (6)	Cl2D—C4'D—C5'D—C6'D	−177.7 (6)
C4'B—C5'B—C6'B—C1'B	1.5 (12)	C4'D—C5'D—C6'D—C1'D	−0.4 (12)
C2'B—C1'B—C6'B—C5'B	−0.6 (12)	C2'D—C1'D—C6'D—C5'D	−0.3 (12)
C1B—C1'B—C6'B—C5'B	−176.8 (8)	C1D—C1'D—C6'D—C5'D	177.7 (8)