Embedding 1,6-Diphenyl-1,2-Dihydronaphthalene (DHN) in 1,4-Distyrylbenzene (DSB): Arene-Arene Interactions in a "Crossed Bis-Diarene"

Yongqiang Sui and Rainer Glaser

Department of Chemistry, University of Missouri-Columbia, Columbia, Missouri, 65211 (USA)


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Figure 4. Layer in crystal of (±)-I viewed in the direction of the long molecular axes.

Figure 5. Pair interactions in crystals of (±)-I. The R-enantiomer (green) is surrounded by two R- and two S-enantiomers. Perspectives in the left and right columns are as in Figures 3 and 4, respectively. Pair 1 and pair 2 are enantiomeric dimers of the same enantiomer while pair 3 and pair 4 are diastereoisomeric dimers of opposite enantiomers.

Figure 6. Space filling models of pairs 3 and 4. The models on the left show (D, E)-pairs, they are oriented just like the side views in Figure 5, and they show that arenes D are coplanar in pair 3 and that arenes E also are nearly in the same plane in pair 4. The models on the right show one of two identical (A, D, E)-triples involving pair 3 and pair 4.

Figure 7. The only significant intrastack interaction is an "arene-biphenyl" interaction. This interaction involves one T-contact between arenes D and E as well as one T_H-contact between the same arene D and the arene A attached to arene E. Each molecule is involved in two such (A, D, E) triple interactions. The image on the left emphasizes the (D, E) T-contact and the image on the right shows the (A, D, E) triple.