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. 2023 Jul 4;8(Pt 7):x230553.
doi: 10.1107/S2414314623005539. eCollection 2023 Jul.

9,10-Bis(iodo-ethyn-yl)anthracene

Affiliations

9,10-Bis(iodo-ethyn-yl)anthracene

Nehemiah Antoine et al. IUCrdata. .

Abstract

The title compound, C18H8I2, is an ethynyl-substituted anthracene. The C-C-I bond angles deviate from 180°, being affected by inter-molecular I⋯π inter-actions. These inter-actions form a two-dimensional supra-molecular structure further supported by offset π-π stacking of neighboring anthracene moieties.

Keywords: 9,10-bis­(iodo­ethyn­yl); anthracene; crystal structure; halogen bonding; π-stacking.

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Figures

Figure 1
Figure 1
The title mol­ecule, showing the atom-labeling scheme and with displacement ellipsoids drawn at the 50% probability level.
Figure 2
Figure 2
I⋯π inter­actions (blue dashed lines) occurring to and from a central mol­ecule of the title compound.
Figure 3
Figure 3
The two-dimensional supra­molecular motif formed via I⋯π inter­actions in the title compound.
Figure 4
Figure 4
Top (left) and side (right) views of the offset stacking of neighboring mol­ecules in the title compound.

References

    1. Barrès, A.-L., El-Ghayoury, A., Zorina, L. V., Canadell, E., Auban-Senzier, P. & Batail, P. (2008). Chem. Commun. pp. 2194–2196. - PubMed
    1. Batsanov, A. S., Collings, J. C. & Marder, T. B. (2013). Private communication (deposition number 855467). CCDC, Cambridge, England.
    1. Bruker (2016). SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Bruker (2017). APEX3. Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Dumele, O., Wu, D., Trapp, N., Goroff, N. & Diederich, F. (2014). Org. Lett. 16, 4722–4725. - PubMed

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