1(2,3),2(3,2),3(2,3),4(3,2)-Tetra-kis(1-benzothio-phena)cyclo-tetra-phane benzene sesquisolvate.

In the title compound, C(32)H(16)S(4)·1.5C(6)H(6), the substituted cyclo-octa-tetra-ene (COT) ring compound has approximate local D(2) point symmetry of the so-called 'saddle' form: the dihedral angles between neighboring benzo[b]thio-phene units are 61.33 (4), 61.61 (4), 56.443 (14) and 58.32 (4)°. The short distance [3.545 (1) Å] between an S atom and the centroid of a benzene ring in a neighboring mol-ecule may indicate S⋯π inter-actions in the crystal.

Related literature

For the synthesis, see: Kauffmann et al. (1978 ▶). For related structures, see: Krömer et al. (2000 ▶); Mak & Wong (1987 ▶); Rajca et al. (1997 ▶, 2000 ▶); Wang et al. (2007 ▶).

Experimental

Crystal data

C32H16S4·1.5C6H6

M = 645.85

Triclinic,

a = 9.5167 (10) Å

b = 13.3035 (14) Å

c = 13.9186 (15) Å

α = 65.674 (1)°

β = 84.646 (1)°

γ = 81.955 (1)°

V = 1588.7 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.33 mm−1

T = 294 K

0.41 × 0.25 × 0.15 mm

Data collection

Bruker SMART CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.877, T max = 0.952

11927 measured reflections

5873 independent reflections

4670 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.121

S = 1.04

5873 reflections

394 parameters

H-atom parameters constrained

Δρmax = 0.59 e Å−3

Δρmin = −0.41 e Å−3

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809026178/hb2996sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809026178/hb2996Isup2.hkl

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

C32H16S4·1.5C6H6	Z = 2
Mr = 645.85	F(000) = 670
Triclinic, P1	Dx = 1.350 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.5167 (10) Å	Cell parameters from 3538 reflections
b = 13.3035 (14) Å	θ = 0.00–0.00°
c = 13.9186 (15) Å	µ = 0.33 mm−1
α = 65.674 (1)°	T = 294 K
β = 84.646 (1)°	Block, yellow
γ = 81.955 (1)°	0.41 × 0.25 × 0.15 mm
V = 1588.7 (3) Å3

Bruker SMART CCD diffractometer	5873 independent reflections
Radiation source: fine-focus sealed tube	4670 reflections with I > 2σ(I)
graphite	Rint = 0.021
ω scans	θmax = 25.5°, θmin = 2.6°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −11→11
Tmin = 0.877, Tmax = 0.952	k = −16→16
11927 measured reflections	l = −16→16

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.121	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0507P)2 + 1.0002P] where P = (Fo2 + 2Fc2)/3
5873 reflections	(Δ/σ)max = 0.001
394 parameters	Δρmax = 0.59 e Å−3
0 restraints	Δρmin = −0.41 e Å−3

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)are estimated using the full covariance matrix. The cell e.s.d.'s are takeninto account individually in the estimation of e.s.d.'s in distances, anglesand torsion angles; correlations between e.s.d.'s in cell parameters are onlyused when they are defined by crystal symmetry. An approximate (isotropic)treatment of cell e.s.d.'s is used for estimating e.s.d.'s 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 > σ(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.

	x	y	z	Uiso*/Ueq
C1	0.1068 (3)	0.6386 (2)	0.2230 (2)	0.0397 (6)
C2	0.0961 (3)	0.5385 (2)	0.2153 (3)	0.0535 (7)
H2	0.0810	0.5372	0.1507	0.064*
C3	0.1082 (3)	0.4420 (2)	0.3052 (3)	0.0576 (8)
H3	0.1015	0.3747	0.3013	0.069*
C4	0.1304 (3)	0.4435 (2)	0.4019 (2)	0.0518 (7)
H4	0.1388	0.3773	0.4617	0.062*
C5	0.1400 (3)	0.5421 (2)	0.4101 (2)	0.0423 (6)
H5	0.1547	0.5423	0.4751	0.051*
C6	0.1276 (2)	0.6421 (2)	0.31980 (19)	0.0344 (5)
C7	0.1259 (2)	0.75439 (19)	0.31116 (18)	0.0319 (5)
C8	0.1456 (2)	0.78278 (18)	0.40068 (18)	0.0321 (5)
C9	0.2687 (2)	0.74267 (19)	0.46507 (18)	0.0347 (5)
C10	0.3936 (3)	0.6788 (2)	0.4529 (2)	0.0440 (6)
H10	0.4040	0.6542	0.3988	0.053*
C11	0.5009 (3)	0.6526 (2)	0.5222 (2)	0.0521 (7)
H11	0.5836	0.6094	0.5150	0.063*
C12	0.4870 (3)	0.6902 (2)	0.6029 (2)	0.0524 (7)
H12	0.5608	0.6719	0.6486	0.063*
C13	0.3664 (3)	0.7535 (2)	0.6163 (2)	0.0475 (7)
H13	0.3576	0.7785	0.6700	0.057*
C14	0.2573 (3)	0.7792 (2)	0.54677 (19)	0.0380 (6)
C15	0.0472 (3)	0.84729 (19)	0.43395 (18)	0.0332 (5)
C16	−0.0901 (2)	0.90222 (18)	0.38884 (18)	0.0323 (5)
C17	−0.1138 (2)	0.97723 (18)	0.28804 (18)	0.0326 (5)
C18	−0.2632 (3)	1.01481 (19)	0.27136 (19)	0.0358 (5)
C19	−0.3476 (3)	0.9663 (2)	0.3631 (2)	0.0398 (6)
C20	−0.4957 (3)	0.9883 (2)	0.3643 (3)	0.0529 (7)
H20	−0.5503	0.9551	0.4256	0.063*
C21	−0.5581 (3)	1.0605 (3)	0.2721 (3)	0.0611 (8)
H21	−0.6563	1.0774	0.2714	0.073*
C22	−0.4768 (3)	1.1085 (3)	0.1800 (3)	0.0592 (8)
H22	−0.5216	1.1562	0.1184	0.071*
C23	−0.3308 (3)	1.0868 (2)	0.1784 (2)	0.0469 (6)
H23	−0.2777	1.1197	0.1163	0.056*
C24	0.0004 (2)	1.01805 (19)	0.20673 (18)	0.0338 (5)
C25	0.0249 (3)	1.1333 (2)	0.15376 (18)	0.0362 (5)
C26	−0.0462 (3)	1.2254 (2)	0.1694 (2)	0.0448 (6)
H26	−0.1216	1.2167	0.2187	0.054*
C27	−0.0033 (4)	1.3285 (2)	0.1110 (2)	0.0567 (8)
H27	−0.0507	1.3899	0.1208	0.068*
C28	0.1104 (4)	1.3430 (2)	0.0372 (3)	0.0626 (9)
H28	0.1383	1.4135	−0.0007	0.075*
C29	0.1816 (3)	1.2545 (2)	0.0197 (2)	0.0532 (7)
H29	0.2564	1.2643	−0.0301	0.064*
C30	0.1387 (3)	1.1492 (2)	0.07885 (19)	0.0407 (6)
C31	0.0942 (3)	0.9515 (2)	0.17253 (18)	0.0355 (5)
C32	0.1042 (2)	0.83069 (19)	0.21043 (18)	0.0339 (5)
C33	0.2633 (3)	0.3588 (4)	0.7185 (2)	0.1020 (15)
H33	0.1831	0.3940	0.6795	0.122*
C34	0.3502 (5)	0.4197 (2)	0.7428 (3)	0.1141 (19)
H34	0.3282	0.4961	0.7200	0.137*
C35	0.4697 (4)	0.3670 (4)	0.8010 (3)	0.118 (2)
H35	0.5277	0.4081	0.8172	0.142*
C36	0.5032 (3)	0.2531 (4)	0.8351 (2)	0.1134 (18)
H36	0.5837	0.2179	0.8737	0.136*
C37	0.4159 (5)	0.1920 (2)	0.8112 (3)	0.1136 (18)
H37	0.4373	0.1155	0.8345	0.136*
C38	0.2969 (4)	0.2450 (4)	0.7526 (3)	0.1034 (16)
H38	0.2391	0.2039	0.7360	0.124*
C39	0.4111 (5)	0.4474 (5)	0.0892 (4)	0.1025 (15)
H39	0.3517	0.4117	0.1468	0.123*
C40	0.5457 (6)	0.4043 (3)	0.0777 (4)	0.0949 (14)
H40	0.5791	0.3391	0.1330	0.114*
C41	0.6349 (5)	0.4453 (5)	−0.0039 (5)	0.1049 (15)
H41	0.7238	0.4075	−0.0073	0.126*
S1	0.08749 (7)	0.77085 (6)	0.12239 (5)	0.04378 (18)
S2	0.09726 (7)	0.86121 (6)	0.54491 (5)	0.04315 (18)
S3	−0.24494 (7)	0.87555 (5)	0.46789 (5)	0.04184 (18)
S4	0.21218 (7)	1.02532 (6)	0.07232 (5)	0.04525 (18)

	U11	U22	U33	U12	U13	U23
C1	0.0360 (13)	0.0424 (14)	0.0456 (15)	−0.0014 (11)	−0.0032 (11)	−0.0235 (12)
C2	0.0588 (18)	0.0521 (18)	0.0627 (19)	−0.0048 (14)	−0.0055 (15)	−0.0361 (16)
C3	0.0627 (19)	0.0404 (16)	0.079 (2)	−0.0048 (14)	−0.0038 (16)	−0.0334 (16)
C4	0.0505 (17)	0.0332 (14)	0.0655 (19)	−0.0007 (12)	−0.0030 (14)	−0.0150 (13)
C5	0.0404 (14)	0.0366 (14)	0.0457 (15)	0.0000 (11)	−0.0030 (11)	−0.0136 (12)
C6	0.0302 (12)	0.0353 (13)	0.0400 (13)	−0.0012 (10)	−0.0030 (10)	−0.0180 (11)
C7	0.0289 (12)	0.0340 (12)	0.0335 (12)	0.0007 (9)	−0.0036 (9)	−0.0150 (10)
C8	0.0369 (13)	0.0277 (12)	0.0294 (12)	−0.0030 (10)	−0.0037 (10)	−0.0089 (10)
C9	0.0361 (13)	0.0332 (13)	0.0313 (12)	−0.0042 (10)	−0.0038 (10)	−0.0088 (10)
C10	0.0386 (14)	0.0479 (15)	0.0423 (15)	0.0001 (12)	−0.0018 (11)	−0.0167 (12)
C11	0.0365 (15)	0.0588 (18)	0.0518 (17)	0.0031 (13)	−0.0085 (12)	−0.0142 (14)
C12	0.0424 (16)	0.0625 (19)	0.0447 (16)	−0.0080 (14)	−0.0149 (12)	−0.0107 (14)
C13	0.0498 (16)	0.0538 (17)	0.0402 (15)	−0.0083 (13)	−0.0102 (12)	−0.0179 (13)
C14	0.0419 (14)	0.0351 (13)	0.0342 (13)	−0.0050 (11)	−0.0045 (11)	−0.0104 (11)
C15	0.0394 (13)	0.0300 (12)	0.0282 (12)	−0.0045 (10)	−0.0028 (10)	−0.0093 (10)
C16	0.0365 (13)	0.0274 (12)	0.0329 (12)	−0.0015 (10)	−0.0015 (10)	−0.0128 (10)
C17	0.0367 (13)	0.0256 (12)	0.0359 (13)	−0.0017 (10)	−0.0040 (10)	−0.0129 (10)
C18	0.0377 (13)	0.0281 (12)	0.0420 (14)	−0.0016 (10)	−0.0044 (11)	−0.0146 (11)
C19	0.0383 (14)	0.0335 (13)	0.0470 (15)	−0.0005 (11)	−0.0032 (11)	−0.0164 (12)
C20	0.0386 (15)	0.0533 (17)	0.0676 (19)	−0.0058 (13)	0.0030 (14)	−0.0260 (15)
C21	0.0336 (15)	0.064 (2)	0.082 (2)	0.0037 (14)	−0.0114 (15)	−0.0259 (18)
C22	0.0475 (17)	0.0550 (18)	0.068 (2)	0.0022 (14)	−0.0223 (15)	−0.0157 (16)
C23	0.0462 (16)	0.0415 (15)	0.0473 (16)	−0.0028 (12)	−0.0099 (12)	−0.0113 (12)
C24	0.0354 (13)	0.0314 (12)	0.0315 (12)	−0.0040 (10)	−0.0074 (10)	−0.0082 (10)
C25	0.0399 (13)	0.0333 (13)	0.0312 (12)	−0.0045 (10)	−0.0107 (10)	−0.0069 (10)
C26	0.0528 (16)	0.0352 (14)	0.0433 (15)	−0.0032 (12)	−0.0115 (12)	−0.0113 (12)
C27	0.074 (2)	0.0338 (15)	0.0590 (19)	−0.0044 (14)	−0.0219 (16)	−0.0124 (14)
C28	0.073 (2)	0.0376 (16)	0.065 (2)	−0.0198 (15)	−0.0213 (17)	−0.0003 (15)
C29	0.0536 (17)	0.0489 (17)	0.0443 (16)	−0.0188 (14)	−0.0070 (13)	−0.0010 (13)
C30	0.0433 (14)	0.0392 (14)	0.0325 (13)	−0.0090 (11)	−0.0094 (11)	−0.0043 (11)
C31	0.0373 (13)	0.0363 (13)	0.0301 (12)	−0.0049 (10)	−0.0038 (10)	−0.0100 (10)
C32	0.0329 (12)	0.0363 (13)	0.0342 (13)	−0.0038 (10)	−0.0003 (10)	−0.0160 (11)
C33	0.073 (3)	0.145 (5)	0.067 (3)	−0.004 (3)	0.014 (2)	−0.028 (3)
C34	0.137 (5)	0.065 (3)	0.125 (4)	−0.030 (3)	0.063 (4)	−0.032 (3)
C35	0.098 (4)	0.177 (6)	0.137 (5)	−0.086 (4)	0.048 (3)	−0.111 (5)
C36	0.057 (3)	0.182 (6)	0.090 (3)	0.013 (3)	−0.001 (2)	−0.053 (4)
C37	0.129 (4)	0.073 (3)	0.131 (4)	−0.004 (3)	0.050 (4)	−0.047 (3)
C38	0.099 (4)	0.139 (5)	0.111 (4)	−0.058 (3)	0.036 (3)	−0.084 (4)
C39	0.089 (3)	0.132 (4)	0.089 (3)	−0.032 (3)	−0.004 (3)	−0.040 (3)
C40	0.139 (4)	0.054 (2)	0.079 (3)	0.003 (3)	−0.039 (3)	−0.010 (2)
C41	0.067 (3)	0.154 (5)	0.115 (4)	0.001 (3)	−0.006 (3)	−0.079 (4)
S1	0.0533 (4)	0.0462 (4)	0.0358 (3)	−0.0035 (3)	−0.0077 (3)	−0.0201 (3)
S2	0.0516 (4)	0.0441 (4)	0.0374 (4)	0.0043 (3)	−0.0097 (3)	−0.0215 (3)
S3	0.0403 (4)	0.0389 (4)	0.0388 (4)	−0.0031 (3)	0.0036 (3)	−0.0097 (3)
S4	0.0438 (4)	0.0461 (4)	0.0380 (4)	−0.0069 (3)	0.0046 (3)	−0.0099 (3)

C1—C2	1.399 (4)	C21—H21	0.9300
C1—C6	1.400 (3)	C22—C23	1.379 (4)
C1—S1	1.737 (3)	C22—H22	0.9300
C2—C3	1.374 (4)	C23—H23	0.9300
C2—H2	0.9300	C24—C31	1.362 (3)
C3—C4	1.390 (4)	C24—C25	1.444 (3)
C3—H3	0.9300	C25—C26	1.403 (4)
C4—C5	1.379 (4)	C25—C30	1.405 (4)
C4—H4	0.9300	C26—C27	1.374 (4)
C5—C6	1.403 (3)	C26—H26	0.9300
C5—H5	0.9300	C27—C28	1.397 (5)
C6—C7	1.446 (3)	C27—H27	0.9300
C7—C32	1.364 (3)	C28—C29	1.373 (4)
C7—C8	1.477 (3)	C28—H28	0.9300
C8—C15	1.360 (3)	C29—C30	1.398 (4)
C8—C9	1.445 (3)	C29—H29	0.9300
C9—C14	1.400 (3)	C30—S4	1.733 (3)
C9—C10	1.400 (3)	C31—C32	1.462 (3)
C10—C11	1.379 (4)	C31—S4	1.749 (2)
C10—H10	0.9300	C32—S1	1.743 (2)
C11—C12	1.395 (4)	C33—C38	1.3855
C11—H11	0.9300	C33—C34	1.3860
C12—C13	1.370 (4)	C33—H33	0.9300
C12—H12	0.9300	C34—C35	1.3869
C13—C14	1.395 (3)	C34—H34	0.9300
C13—H13	0.9300	C35—C36	1.3868
C14—S2	1.741 (3)	C35—H35	0.9300
C15—C16	1.464 (3)	C36—C37	1.3868
C15—S2	1.745 (2)	C36—H36	0.9300
C16—C17	1.363 (3)	C37—C38	1.3862
C16—S3	1.741 (2)	C37—H37	0.9300
C17—C18	1.447 (3)	C38—H38	0.9300
C17—C24	1.478 (3)	C39—C40	1.352 (6)
C18—C19	1.402 (3)	C39—C41i	1.471 (7)
C18—C23	1.402 (3)	C39—H39	0.9300
C19—C20	1.399 (4)	C40—C41	1.322 (6)
C19—S3	1.739 (3)	C40—H40	0.9300
C20—C21	1.374 (4)	C41—C39i	1.471 (7)
C20—H20	0.9300	C41—H41	0.9300
C21—C22	1.388 (4)
C2—C1—C6	121.4 (3)	C23—C22—H22	119.4
C2—C1—S1	126.9 (2)	C21—C22—H22	119.4
C6—C1—S1	111.54 (18)	C22—C23—C18	119.5 (3)
C3—C2—C1	118.5 (3)	C22—C23—H23	120.3
C3—C2—H2	120.8	C18—C23—H23	120.3
C1—C2—H2	120.8	C31—C24—C25	112.1 (2)
C2—C3—C4	121.0 (3)	C31—C24—C17	123.9 (2)
C2—C3—H3	119.5	C25—C24—C17	124.0 (2)
C4—C3—H3	119.5	C26—C25—C30	118.9 (2)
C5—C4—C3	120.8 (3)	C26—C25—C24	128.9 (2)
C5—C4—H4	119.6	C30—C25—C24	112.2 (2)
C3—C4—H4	119.6	C27—C26—C25	119.2 (3)
C4—C5—C6	119.7 (3)	C27—C26—H26	120.4
C4—C5—H5	120.2	C25—C26—H26	120.4
C6—C5—H5	120.2	C26—C27—C28	121.1 (3)
C1—C6—C5	118.6 (2)	C26—C27—H27	119.4
C1—C6—C7	112.3 (2)	C28—C27—H27	119.4
C5—C6—C7	129.0 (2)	C29—C28—C27	120.9 (3)
C32—C7—C6	111.9 (2)	C29—C28—H28	119.5
C32—C7—C8	124.2 (2)	C27—C28—H28	119.5
C6—C7—C8	124.0 (2)	C28—C29—C30	118.3 (3)
C15—C8—C9	112.2 (2)	C28—C29—H29	120.9
C15—C8—C7	123.5 (2)	C30—C29—H29	120.9
C9—C8—C7	124.2 (2)	C29—C30—C25	121.5 (3)
C14—C9—C10	118.8 (2)	C29—C30—S4	126.9 (2)
C14—C9—C8	112.2 (2)	C25—C30—S4	111.60 (18)
C10—C9—C8	128.9 (2)	C24—C31—C32	127.3 (2)
C11—C10—C9	119.3 (3)	C24—C31—S4	112.96 (18)
C11—C10—H10	120.4	C32—C31—S4	119.71 (18)
C9—C10—H10	120.4	C7—C32—C31	127.2 (2)
C10—C11—C12	120.8 (3)	C7—C32—S1	113.15 (18)
C10—C11—H11	119.6	C31—C32—S1	119.69 (17)
C12—C11—H11	119.6	C38—C33—C34	119.6
C13—C12—C11	121.2 (3)	C38—C33—H33	120.2
C13—C12—H12	119.4	C34—C33—H33	120.2
C11—C12—H12	119.4	C33—C34—C35	120.1
C12—C13—C14	118.1 (3)	C33—C34—H34	119.9
C12—C13—H13	121.0	C35—C34—H34	119.9
C14—C13—H13	121.0	C36—C35—C34	120.2
C13—C14—C9	121.8 (2)	C36—C35—H35	119.9
C13—C14—S2	126.7 (2)	C34—C35—H35	119.9
C9—C14—S2	111.44 (18)	C35—C36—C37	119.7
C8—C15—C16	127.9 (2)	C35—C36—H36	120.2
C8—C15—S2	113.03 (18)	C37—C36—H36	120.2
C16—C15—S2	119.06 (17)	C38—C37—C36	120.0
C17—C16—C15	127.1 (2)	C38—C37—H37	120.0
C17—C16—S3	113.18 (18)	C36—C37—H37	120.0
C15—C16—S3	119.76 (17)	C33—C38—C37	120.4
C16—C17—C18	111.9 (2)	C33—C38—H38	119.8
C16—C17—C24	123.9 (2)	C37—C38—H38	119.8
C18—C17—C24	124.2 (2)	C40—C39—C41i	115.2 (4)
C19—C18—C23	118.4 (2)	C40—C39—H39	122.4
C19—C18—C17	112.2 (2)	C41i—C39—H39	122.4
C23—C18—C17	129.3 (2)	C41—C40—C39	126.8 (4)
C20—C19—C18	122.0 (2)	C41—C40—H40	116.6
C20—C19—S3	126.6 (2)	C39—C40—H40	116.6
C18—C19—S3	111.39 (18)	C40—C41—C39i	117.8 (4)
C21—C20—C19	118.0 (3)	C40—C41—H41	121.1
C21—C20—H20	121.0	C39i—C41—H41	121.1
C19—C20—H20	121.0	C1—S1—C32	91.15 (12)
C20—C21—C22	121.0 (3)	C14—S2—C15	91.10 (12)
C20—C21—H21	119.5	C19—S3—C16	91.25 (12)
C22—C21—H21	119.5	C30—S4—C31	91.14 (12)
C23—C22—C21	121.1 (3)
C6—C1—C2—C3	−0.8 (4)	C21—C22—C23—C18	0.1 (4)
S1—C1—C2—C3	−177.0 (2)	C19—C18—C23—C22	0.6 (4)
C1—C2—C3—C4	0.1 (4)	C17—C18—C23—C22	177.9 (3)
C2—C3—C4—C5	0.3 (5)	C16—C17—C24—C31	60.4 (3)
C3—C4—C5—C6	−0.1 (4)	C18—C17—C24—C31	−121.9 (3)
C2—C1—C6—C5	1.0 (4)	C16—C17—C24—C25	−120.1 (3)
S1—C1—C6—C5	177.75 (18)	C18—C17—C24—C25	57.7 (3)
C2—C1—C6—C7	−176.0 (2)	C31—C24—C25—C26	−178.0 (2)
S1—C1—C6—C7	0.7 (3)	C17—C24—C25—C26	2.4 (4)
C4—C5—C6—C1	−0.5 (4)	C31—C24—C25—C30	0.6 (3)
C4—C5—C6—C7	175.9 (2)	C17—C24—C25—C30	−179.0 (2)
C1—C6—C7—C32	0.0 (3)	C30—C25—C26—C27	0.2 (4)
C5—C6—C7—C32	−176.6 (2)	C24—C25—C26—C27	178.7 (2)
C1—C6—C7—C8	−179.8 (2)	C25—C26—C27—C28	−0.5 (4)
C5—C6—C7—C8	3.6 (4)	C26—C27—C28—C29	0.8 (5)
C32—C7—C8—C15	59.8 (3)	C27—C28—C29—C30	−0.9 (4)
C6—C7—C8—C15	−120.5 (3)	C28—C29—C30—C25	0.6 (4)
C32—C7—C8—C9	−122.4 (3)	C28—C29—C30—S4	−179.3 (2)
C6—C7—C8—C9	57.4 (3)	C26—C25—C30—C29	−0.3 (4)
C15—C8—C9—C14	0.3 (3)	C24—C25—C30—C29	−179.0 (2)
C7—C8—C9—C14	−177.8 (2)	C26—C25—C30—S4	179.67 (19)
C15—C8—C9—C10	−176.9 (2)	C24—C25—C30—S4	0.9 (3)
C7—C8—C9—C10	5.0 (4)	C25—C24—C31—C32	178.0 (2)
C14—C9—C10—C11	0.7 (4)	C17—C24—C31—C32	−2.5 (4)
C8—C9—C10—C11	177.8 (2)	C25—C24—C31—S4	−1.9 (3)
C9—C10—C11—C12	−0.8 (4)	C17—C24—C31—S4	177.73 (18)
C10—C11—C12—C13	0.4 (4)	C6—C7—C32—C31	179.1 (2)
C11—C12—C13—C14	0.2 (4)	C8—C7—C32—C31	−1.1 (4)
C12—C13—C14—C9	−0.3 (4)	C6—C7—C32—S1	−0.7 (3)
C12—C13—C14—S2	−177.9 (2)	C8—C7—C32—S1	179.04 (18)
C10—C9—C14—C13	−0.2 (4)	C24—C31—C32—C7	−58.1 (4)
C8—C9—C14—C13	−177.7 (2)	S4—C31—C32—C7	121.7 (2)
C10—C9—C14—S2	177.79 (19)	C24—C31—C32—S1	121.7 (2)
C8—C9—C14—S2	0.2 (3)	S4—C31—C32—S1	−58.5 (2)
C9—C8—C15—C16	−180.0 (2)	C38—C33—C34—C35	−0.1
C7—C8—C15—C16	−1.9 (4)	C33—C34—C35—C36	0.1
C9—C8—C15—S2	−0.7 (3)	C34—C35—C36—C37	−0.4
C7—C8—C15—S2	177.35 (18)	C35—C36—C37—C38	0.7
C8—C15—C16—C17	−58.0 (4)	C34—C33—C38—C37	0.4
S2—C15—C16—C17	122.8 (2)	C36—C37—C38—C33	−0.7
C8—C15—C16—S3	123.5 (2)	C41i—C39—C40—C41	−4.3 (8)
S2—C15—C16—S3	−55.7 (2)	C39—C40—C41—C39i	4.4 (8)
C15—C16—C17—C18	−179.7 (2)	C2—C1—S1—C32	175.6 (3)
S3—C16—C17—C18	−1.0 (3)	C6—C1—S1—C32	−0.98 (19)
C15—C16—C17—C24	−1.7 (4)	C7—C32—S1—C1	1.00 (19)
S3—C16—C17—C24	177.01 (18)	C31—C32—S1—C1	−178.9 (2)
C16—C17—C18—C19	0.8 (3)	C13—C14—S2—C15	177.3 (2)
C24—C17—C18—C19	−177.2 (2)	C9—C14—S2—C15	−0.55 (19)
C16—C17—C18—C23	−176.6 (2)	C8—C15—S2—C14	0.74 (19)
C24—C17—C18—C23	5.4 (4)	C16—C15—S2—C14	−179.94 (19)
C23—C18—C19—C20	−0.4 (4)	C20—C19—S3—C16	177.5 (2)
C17—C18—C19—C20	−178.1 (2)	C18—C19—S3—C16	−0.24 (19)
C23—C18—C19—S3	177.46 (19)	C17—C16—S3—C19	0.72 (19)
C17—C18—C19—S3	−0.3 (3)	C15—C16—S3—C19	179.49 (19)
C18—C19—C20—C21	−0.4 (4)	C29—C30—S4—C31	178.3 (2)
S3—C19—C20—C21	−178.0 (2)	C25—C30—S4—C31	−1.62 (19)
C19—C20—C21—C22	1.2 (5)	C24—C31—S4—C30	2.02 (19)
C20—C21—C22—C23	−1.0 (5)	C32—C31—S4—C30	−177.8 (2)