4,6-Bis[4-(benzyl-sulfan-yl)styr-yl]-2-(methyl-sulfan-yl)pyrimidine.

The title compound, C(35)H(30)N(2)S(3), has been synthesized by a solvent-free reaction. The mol-ecule exhibits an E,E configuration, the benzene rings and pyrimidine rings being located on the opposite sides of the C=C bonds. The centroid-centroid separation of 3.5808 (17) Å indicates the existence of π-π stacking between nearly parallel pyrimidine and benzene rings of adjacent mol-ecules.

Related literature

For details of the applications of conjugated organic mol­ecules, see: Frederiksen et al. (2001 ▶); Zhao et al. (1995 ▶). For heterocycle-based two-photon absorbing chromophores exhibiting large TPA cross-sections, see: Huang et al. (2003 ▶).

Experimental

Crystal data

C35H30N2S3

M = 574.79

Triclinic,

a = 7.199 (1) Å

b = 10.1694 (15) Å

c = 21.161 (2) Å

α = 77.412 (1)°

β = 88.425 (3)°

γ = 81.129 (2)°

V = 1493.8 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.28 mm−1

T = 298 (2) K

0.50 × 0.38 × 0.31 mm

Data collection

Bruker SMART CCD area detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.875, T max = 0.920

7820 measured reflections

5185 independent reflections

3229 reflections with I > 2σ(I)

R int = 0.026

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.129

S = 1.04

5185 reflections

361 parameters

H-atom parameters constrained

Δρmax = 0.22 e Å−3

Δρmin = −0.21 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536807065063/xu2372sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807065063/xu2372Isup2.hkl

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

C35H30N2S3	Z = 2
Mr = 574.79	F000 = 604
Triclinic, P1	Dx = 1.278 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 7.199 (1) Å	Cell parameters from 2350 reflections
b = 10.1694 (15) Å	θ = 2.5–25.8º
c = 21.161 (2) Å	µ = 0.28 mm−1
α = 77.412 (1)º	T = 298 (2) K
β = 88.425 (3)º	Block, red
γ = 81.129 (2)º	0.50 × 0.38 × 0.31 mm
V = 1493.8 (3) Å3

Bruker SMART CCD area detector diffractometer	5185 independent reflections
Radiation source: fine-focus sealed tube	3229 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.026
T = 298(2) K	θmax = 25.0º
φ and ω scans	θmin = 2.0º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)	h = −8→8
Tmin = 0.875, Tmax = 0.920	k = −12→9
7820 measured reflections	l = −25→25

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)] = 0.046	H-atom parameters constrained
wR(F2) = 0.129	w = 1/[σ2(Fo2) + (0.0555P)2 + 0.0894P] where P = (Fo2 + 2Fc2)/3
S = 1.04	(Δ/σ)max < 0.001
5185 reflections	Δρmax = 0.22 e Å−3
361 parameters	Δρmin = −0.21 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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 taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used 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
S1	0.57325 (12)	0.40771 (8)	0.15862 (4)	0.0709 (3)
S2	−0.76178 (11)	1.09386 (8)	0.14193 (4)	0.0630 (3)
S3	1.42863 (10)	0.70995 (8)	0.54464 (4)	0.0593 (2)
N1	0.6566 (3)	0.5069 (2)	0.25966 (10)	0.0453 (5)
N2	0.3517 (3)	0.5797 (2)	0.21019 (10)	0.0477 (6)
C1	0.5236 (4)	0.5089 (3)	0.21646 (12)	0.0461 (7)
C2	0.3081 (4)	0.6646 (3)	0.25115 (12)	0.0437 (6)
C3	0.4379 (4)	0.6735 (3)	0.29656 (12)	0.0472 (7)
H3	0.4085	0.7335	0.3241	0.057*
C4	0.6107 (4)	0.5926 (3)	0.30053 (12)	0.0435 (6)
C5	0.1233 (4)	0.7484 (3)	0.24433 (13)	0.0525 (7)
H5	0.0955	0.8108	0.2708	0.063*
C6	−0.0066 (4)	0.7414 (3)	0.20317 (13)	0.0487 (7)
H6	0.0239	0.6759	0.1785	0.058*
C7	−0.1931 (4)	0.8236 (3)	0.19117 (12)	0.0449 (7)
C8	−0.2598 (4)	0.9304 (3)	0.22157 (13)	0.0553 (8)
H8	−0.1856	0.9487	0.2529	0.066*
C9	−0.4317 (4)	1.0091 (3)	0.20649 (13)	0.0535 (8)
H9	−0.4712	1.0804	0.2272	0.064*
C10	−0.5476 (4)	0.9832 (3)	0.16040 (13)	0.0468 (7)
C11	−0.4868 (4)	0.8747 (3)	0.13147 (13)	0.0496 (7)
H11	−0.5639	0.8539	0.1016	0.060*
C12	−0.3126 (4)	0.7972 (3)	0.14656 (12)	0.0487 (7)
H12	−0.2740	0.7252	0.1263	0.058*
C13	−0.8416 (4)	1.0492 (3)	0.06998 (14)	0.0627 (9)
H13A	−0.7393	1.0448	0.0393	0.075*
H13B	−0.8820	0.9604	0.0813	0.075*
C14	−1.0021 (4)	1.1548 (3)	0.03979 (13)	0.0518 (7)
C15	−1.1850 (4)	1.1341 (3)	0.05280 (14)	0.0610 (8)
H15	−1.2083	1.0543	0.0808	0.073*
C16	−1.3336 (5)	1.2288 (4)	0.02532 (19)	0.0816 (11)
H16	−1.4562	1.2134	0.0352	0.098*
C17	−1.3021 (7)	1.3434 (5)	−0.01566 (19)	0.0933 (14)
H17	−1.4033	1.4061	−0.0351	0.112*
C18	−1.1220 (8)	1.3695 (4)	−0.02939 (19)	0.1124 (15)
H18	−1.1011	1.4499	−0.0574	0.135*
C19	−0.9702 (5)	1.2737 (4)	−0.00067 (17)	0.0872 (11)
H19	−0.8477	1.2910	−0.0091	0.105*
C20	0.7619 (4)	0.5923 (3)	0.34563 (12)	0.0481 (7)
H20	0.8696	0.5292	0.3446	0.058*
C21	0.7625 (4)	0.6709 (3)	0.38730 (12)	0.0486 (7)
H21	0.6516	0.7290	0.3911	0.058*
C22	0.9207 (4)	0.6763 (3)	0.42844 (12)	0.0442 (6)
C23	0.8985 (4)	0.7586 (3)	0.47332 (13)	0.0556 (8)
H23	0.7807	0.8077	0.4779	0.067*
C24	1.0456 (4)	0.7700 (3)	0.51137 (13)	0.0553 (8)
H24	1.0254	0.8246	0.5416	0.066*
C25	1.2236 (4)	0.6999 (3)	0.50432 (12)	0.0437 (6)
C26	1.2470 (4)	0.6161 (3)	0.45996 (12)	0.0502 (7)
H26	1.3648	0.5673	0.4549	0.060*
C27	1.0977 (4)	0.6045 (3)	0.42341 (13)	0.0505 (7)
H27	1.1165	0.5468	0.3945	0.061*
C28	1.3614 (4)	0.8283 (3)	0.59547 (16)	0.0743 (10)
H28A	1.2957	0.9133	0.5703	0.089*
H28B	1.2786	0.7914	0.6295	0.089*
C29	1.5394 (4)	0.8521 (3)	0.62436 (14)	0.0545 (8)
C30	1.6381 (5)	0.7501 (4)	0.66976 (15)	0.0777 (10)
H30	1.5944	0.6669	0.6825	0.093*
C31	1.8009 (6)	0.7694 (4)	0.69664 (17)	0.0919 (12)
H31	1.8660	0.6999	0.7278	0.110*
C32	1.8670 (5)	0.8905 (4)	0.67762 (17)	0.0742 (10)
H32	1.9762	0.9038	0.6962	0.089*
C33	1.7747 (5)	0.9907 (3)	0.63203 (16)	0.0704 (9)
H33	1.8214	1.0726	0.6186	0.085*
C34	1.6106 (5)	0.9720 (3)	0.60510 (15)	0.0682 (9)
H34	1.5477	1.0417	0.5735	0.082*
C35	0.8140 (5)	0.3378 (4)	0.17513 (18)	0.0965 (13)
H35A	0.8879	0.4104	0.1698	0.145*
H35B	0.8570	0.2800	0.1457	0.145*
H35C	0.8268	0.2855	0.2188	0.145*

	U11	U22	U33	U12	U13	U23
S1	0.0735 (6)	0.0698 (6)	0.0726 (6)	0.0162 (4)	−0.0277 (5)	−0.0374 (4)
S2	0.0491 (5)	0.0758 (6)	0.0681 (5)	0.0111 (4)	−0.0168 (4)	−0.0363 (4)
S3	0.0447 (4)	0.0671 (5)	0.0722 (5)	−0.0031 (4)	−0.0138 (4)	−0.0303 (4)
N1	0.0461 (14)	0.0443 (13)	0.0459 (13)	−0.0042 (11)	−0.0087 (11)	−0.0113 (10)
N2	0.0471 (14)	0.0467 (13)	0.0490 (13)	−0.0035 (11)	−0.0109 (11)	−0.0110 (11)
C1	0.0542 (18)	0.0397 (15)	0.0435 (15)	−0.0052 (13)	−0.0100 (14)	−0.0072 (12)
C2	0.0426 (16)	0.0443 (16)	0.0426 (15)	−0.0047 (13)	−0.0023 (13)	−0.0070 (13)
C3	0.0478 (17)	0.0544 (17)	0.0422 (15)	−0.0073 (14)	−0.0027 (13)	−0.0166 (13)
C4	0.0466 (17)	0.0442 (16)	0.0394 (14)	−0.0096 (13)	−0.0053 (13)	−0.0057 (12)
C5	0.0501 (18)	0.0574 (18)	0.0514 (17)	−0.0041 (14)	−0.0055 (14)	−0.0166 (14)
C6	0.0493 (17)	0.0429 (16)	0.0535 (17)	−0.0063 (13)	−0.0037 (14)	−0.0098 (13)
C7	0.0419 (16)	0.0429 (16)	0.0487 (16)	−0.0062 (13)	−0.0044 (13)	−0.0072 (13)
C8	0.0550 (19)	0.0578 (18)	0.0567 (18)	−0.0080 (15)	−0.0181 (15)	−0.0182 (15)
C9	0.0514 (18)	0.0501 (17)	0.0628 (19)	0.0007 (14)	−0.0109 (15)	−0.0250 (14)
C10	0.0417 (16)	0.0492 (16)	0.0503 (16)	−0.0036 (13)	−0.0047 (13)	−0.0141 (13)
C11	0.0428 (17)	0.0546 (17)	0.0551 (17)	−0.0064 (14)	−0.0102 (13)	−0.0189 (14)
C12	0.0518 (18)	0.0462 (16)	0.0519 (17)	−0.0067 (14)	−0.0030 (14)	−0.0192 (13)
C13	0.0527 (19)	0.074 (2)	0.066 (2)	0.0063 (16)	−0.0156 (15)	−0.0344 (17)
C14	0.0540 (19)	0.062 (2)	0.0413 (16)	0.0007 (15)	−0.0049 (14)	−0.0207 (15)
C15	0.054 (2)	0.069 (2)	0.0616 (19)	−0.0117 (17)	−0.0106 (16)	−0.0160 (16)
C16	0.056 (2)	0.106 (3)	0.084 (3)	0.006 (2)	−0.019 (2)	−0.034 (2)
C17	0.110 (4)	0.091 (3)	0.066 (3)	0.033 (3)	−0.032 (3)	−0.020 (2)
C18	0.153 (5)	0.090 (3)	0.074 (3)	−0.005 (3)	0.002 (3)	0.015 (2)
C19	0.083 (3)	0.102 (3)	0.070 (2)	−0.015 (2)	0.012 (2)	−0.006 (2)
C20	0.0444 (17)	0.0530 (17)	0.0465 (16)	−0.0057 (13)	−0.0058 (13)	−0.0099 (13)
C21	0.0403 (16)	0.0590 (18)	0.0472 (16)	−0.0062 (14)	−0.0029 (13)	−0.0138 (14)
C22	0.0383 (15)	0.0511 (16)	0.0454 (16)	−0.0102 (13)	−0.0017 (12)	−0.0122 (13)
C23	0.0405 (17)	0.071 (2)	0.0616 (18)	−0.0047 (15)	−0.0001 (14)	−0.0299 (16)
C24	0.0461 (18)	0.071 (2)	0.0581 (18)	−0.0081 (15)	0.0002 (14)	−0.0339 (15)
C25	0.0427 (16)	0.0449 (16)	0.0439 (15)	−0.0073 (13)	−0.0057 (12)	−0.0094 (13)
C26	0.0423 (16)	0.0544 (17)	0.0535 (17)	0.0021 (14)	−0.0070 (13)	−0.0167 (14)
C27	0.0536 (18)	0.0534 (18)	0.0495 (16)	−0.0038 (14)	−0.0067 (14)	−0.0238 (14)
C28	0.055 (2)	0.094 (3)	0.088 (2)	−0.0027 (18)	−0.0088 (18)	−0.053 (2)
C29	0.0501 (18)	0.068 (2)	0.0533 (18)	−0.0103 (16)	−0.0037 (14)	−0.0294 (16)
C30	0.100 (3)	0.076 (2)	0.063 (2)	−0.042 (2)	−0.020 (2)	−0.0031 (18)
C31	0.110 (3)	0.091 (3)	0.074 (2)	−0.029 (3)	−0.044 (2)	−0.001 (2)
C32	0.066 (2)	0.094 (3)	0.075 (2)	−0.024 (2)	−0.0118 (19)	−0.036 (2)
C33	0.085 (3)	0.065 (2)	0.074 (2)	−0.034 (2)	0.005 (2)	−0.0270 (19)
C34	0.085 (3)	0.0491 (19)	0.073 (2)	−0.0029 (18)	−0.0146 (19)	−0.0211 (16)
C35	0.080 (3)	0.110 (3)	0.106 (3)	0.032 (2)	−0.030 (2)	−0.066 (2)

S1—C1	1.760 (3)	C16—H16	0.9300
S1—C35	1.782 (3)	C17—C18	1.374 (6)
S2—C10	1.761 (3)	C17—H17	0.9300
S2—C13	1.812 (3)	C18—C19	1.401 (5)
S3—C25	1.753 (3)	C18—H18	0.9300
S3—C28	1.788 (3)	C19—H19	0.9300
N1—C1	1.336 (3)	C20—C21	1.314 (3)
N1—C4	1.357 (3)	C20—H20	0.9300
N2—C1	1.327 (3)	C21—C22	1.467 (3)
N2—C2	1.350 (3)	C21—H21	0.9300
C2—C3	1.385 (3)	C22—C27	1.381 (3)
C2—C5	1.457 (3)	C22—C23	1.387 (3)
C3—C4	1.376 (3)	C23—C24	1.381 (3)
C3—H3	0.9300	C23—H23	0.9300
C4—C20	1.466 (3)	C24—C25	1.388 (3)
C5—C6	1.316 (3)	C24—H24	0.9300
C5—H5	0.9300	C25—C26	1.390 (3)
C6—C7	1.465 (3)	C26—C27	1.375 (3)
C6—H6	0.9300	C26—H26	0.9300
C7—C12	1.389 (3)	C27—H27	0.9300
C7—C8	1.397 (3)	C28—C29	1.509 (4)
C8—C9	1.370 (4)	C28—H28A	0.9700
C8—H8	0.9300	C28—H28B	0.9700
C9—C10	1.394 (3)	C29—C30	1.371 (4)
C9—H9	0.9300	C29—C34	1.371 (4)
C10—C11	1.383 (3)	C30—C31	1.376 (4)
C11—C12	1.380 (3)	C30—H30	0.9300
C11—H11	0.9300	C31—C32	1.363 (5)
C12—H12	0.9300	C31—H31	0.9300
C13—C14	1.502 (4)	C32—C33	1.345 (4)
C13—H13A	0.9700	C32—H32	0.9300
C13—H13B	0.9700	C33—C34	1.382 (4)
C14—C19	1.369 (4)	C33—H33	0.9300
C14—C15	1.376 (4)	C34—H34	0.9300
C15—C16	1.372 (4)	C35—H35A	0.9600
C15—H15	0.9300	C35—H35B	0.9600
C16—C17	1.339 (5)	C35—H35C	0.9600
C1—S1—C35	102.24 (14)	C17—C18—H18	120.3
C10—S2—C13	102.92 (12)	C19—C18—H18	120.3
C25—S3—C28	106.17 (13)	C14—C19—C18	120.0 (4)
C1—N1—C4	115.2 (2)	C14—C19—H19	120.0
C1—N2—C2	115.8 (2)	C18—C19—H19	120.0
N2—C1—N1	128.4 (2)	C21—C20—C4	127.4 (3)
N2—C1—S1	112.86 (18)	C21—C20—H20	116.3
N1—C1—S1	118.8 (2)	C4—C20—H20	116.3
N2—C2—C3	120.5 (2)	C20—C21—C22	126.5 (3)
N2—C2—C5	117.6 (2)	C20—C21—H21	116.7
C3—C2—C5	121.8 (2)	C22—C21—H21	116.7
C4—C3—C2	119.3 (2)	C27—C22—C23	117.0 (2)
C4—C3—H3	120.3	C27—C22—C21	122.5 (2)
C2—C3—H3	120.3	C23—C22—C21	120.5 (2)
N1—C4—C3	120.8 (2)	C24—C23—C22	122.2 (3)
N1—C4—C20	114.0 (2)	C24—C23—H23	118.9
C3—C4—C20	125.2 (2)	C22—C23—H23	118.9
C6—C5—C2	124.2 (2)	C23—C24—C25	119.9 (2)
C6—C5—H5	117.9	C23—C24—H24	120.1
C2—C5—H5	117.9	C25—C24—H24	120.1
C5—C6—C7	128.3 (3)	C24—C25—C26	118.4 (2)
C5—C6—H6	115.8	C24—C25—S3	126.20 (19)
C7—C6—H6	115.8	C26—C25—S3	115.4 (2)
C12—C7—C8	116.8 (2)	C27—C26—C25	120.7 (2)
C12—C7—C6	119.4 (2)	C27—C26—H26	119.7
C8—C7—C6	123.9 (2)	C25—C26—H26	119.7
C9—C8—C7	121.9 (2)	C26—C27—C22	121.8 (2)
C9—C8—H8	119.1	C26—C27—H27	119.1
C7—C8—H8	119.1	C22—C27—H27	119.1
C8—C9—C10	120.5 (2)	C29—C28—S3	107.2 (2)
C8—C9—H9	119.8	C29—C28—H28A	110.3
C10—C9—H9	119.8	S3—C28—H28A	110.3
C11—C10—C9	118.5 (2)	C29—C28—H28B	110.3
C11—C10—S2	124.3 (2)	S3—C28—H28B	110.3
C9—C10—S2	117.21 (19)	H28A—C28—H28B	108.5
C12—C11—C10	120.5 (2)	C30—C29—C34	118.2 (3)
C12—C11—H11	119.8	C30—C29—C28	119.7 (3)
C10—C11—H11	119.8	C34—C29—C28	122.1 (3)
C11—C12—C7	121.9 (2)	C29—C30—C31	120.8 (3)
C11—C12—H12	119.0	C29—C30—H30	119.6
C7—C12—H12	119.0	C31—C30—H30	119.6
C14—C13—S2	109.33 (18)	C32—C31—C30	120.0 (3)
C14—C13—H13A	109.8	C32—C31—H31	120.0
S2—C13—H13A	109.8	C30—C31—H31	120.0
C14—C13—H13B	109.8	C33—C32—C31	120.2 (3)
S2—C13—H13B	109.8	C33—C32—H32	119.9
H13A—C13—H13B	108.3	C31—C32—H32	119.9
C19—C14—C15	118.6 (3)	C32—C33—C34	120.0 (3)
C19—C14—C13	120.9 (3)	C32—C33—H33	120.0
C15—C14—C13	120.5 (3)	C34—C33—H33	120.0
C16—C15—C14	121.4 (3)	C29—C34—C33	120.8 (3)
C16—C15—H15	119.3	C29—C34—H34	119.6
C14—C15—H15	119.3	C33—C34—H34	119.6
C17—C16—C15	120.0 (4)	S1—C35—H35A	109.5
C17—C16—H16	120.0	S1—C35—H35B	109.5
C15—C16—H16	120.0	H35A—C35—H35B	109.5
C16—C17—C18	120.8 (4)	S1—C35—H35C	109.5
C16—C17—H17	119.6	H35A—C35—H35C	109.5
C18—C17—H17	119.6	H35B—C35—H35C	109.5
C17—C18—C19	119.3 (4)
C2—N2—C1—N1	2.8 (4)	C13—C14—C15—C16	−179.5 (2)
C2—N2—C1—S1	−176.85 (19)	C14—C15—C16—C17	0.8 (5)
C4—N1—C1—N2	−2.8 (4)	C15—C16—C17—C18	−1.8 (6)
C4—N1—C1—S1	176.89 (19)	C16—C17—C18—C19	0.9 (6)
C35—S1—C1—N2	175.6 (2)	C15—C14—C19—C18	−1.9 (5)
C35—S1—C1—N1	−4.1 (3)	C13—C14—C19—C18	178.6 (3)
C1—N2—C2—C3	−0.5 (4)	C17—C18—C19—C14	1.0 (6)
C1—N2—C2—C5	177.7 (2)	N1—C4—C20—C21	175.0 (3)
N2—C2—C3—C4	−1.4 (4)	C3—C4—C20—C21	−3.0 (5)
C5—C2—C3—C4	−179.5 (2)	C4—C20—C21—C22	−174.9 (2)
C1—N1—C4—C3	0.4 (4)	C20—C21—C22—C27	5.9 (5)
C1—N1—C4—C20	−177.7 (2)	C20—C21—C22—C23	−176.1 (3)
C2—C3—C4—N1	1.4 (4)	C27—C22—C23—C24	0.4 (4)
C2—C3—C4—C20	179.3 (2)	C21—C22—C23—C24	−177.7 (3)
N2—C2—C5—C6	3.6 (4)	C22—C23—C24—C25	1.4 (5)
C3—C2—C5—C6	−178.2 (3)	C23—C24—C25—C26	−1.9 (4)
C2—C5—C6—C7	−177.8 (3)	C23—C24—C25—S3	175.9 (2)
C5—C6—C7—C12	−178.0 (3)	C28—S3—C25—C24	−0.3 (3)
C5—C6—C7—C8	2.8 (5)	C28—S3—C25—C26	177.6 (2)
C12—C7—C8—C9	−2.5 (4)	C24—C25—C26—C27	0.8 (4)
C6—C7—C8—C9	176.7 (3)	S3—C25—C26—C27	−177.3 (2)
C7—C8—C9—C10	1.0 (5)	C25—C26—C27—C22	0.9 (4)
C8—C9—C10—C11	1.3 (4)	C23—C22—C27—C26	−1.5 (4)
C8—C9—C10—S2	−177.6 (2)	C21—C22—C27—C26	176.6 (3)
C13—S2—C10—C11	−10.8 (3)	C25—S3—C28—C29	−173.1 (2)
C13—S2—C10—C9	168.1 (2)	S3—C28—C29—C30	−70.1 (3)
C9—C10—C11—C12	−2.1 (4)	S3—C28—C29—C34	107.6 (3)
S2—C10—C11—C12	176.7 (2)	C34—C29—C30—C31	2.0 (5)
C10—C11—C12—C7	0.5 (4)	C28—C29—C30—C31	179.8 (3)
C8—C7—C12—C11	1.7 (4)	C29—C30—C31—C32	−0.8 (6)
C6—C7—C12—C11	−177.5 (2)	C30—C31—C32—C33	−0.8 (6)
C10—S2—C13—C14	−168.0 (2)	C31—C32—C33—C34	1.1 (5)
S2—C13—C14—C19	83.3 (3)	C30—C29—C34—C33	−1.7 (5)
S2—C13—C14—C15	−96.2 (3)	C28—C29—C34—C33	−179.5 (3)
C19—C14—C15—C16	1.1 (4)	C32—C33—C34—C29	0.2 (5)