Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2010 Nov 24;66(Pt 12):o3289.
doi: 10.1107/S1600536810042108.

4-(1-Naphth-yl)benzonitrile

4-(1-Naphth-yl)benzonitrile

Carlos F Lima et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The title compound, C(17)H(11)N, crystallizes with two mol-ecules in the asymmetric unit which are linked by a weak C-H⋯N hydrogen bond. The dihedral angles between the benzene ring and the naphthalene ring system in the two mol-ecules are 60.28 (3) and 60.79 (3)°. In the crystal, mol-ecules are linked into a three-dimensional network by weak C-H⋯π inter-actions.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
A view of (1) with our numbering scheme. Displacement ellipsoids are drawn at the 30% probability level.
Fig. 2.
Fig. 2.
Stereoview of the chain running parallel to [10–1] formed by C—H···π dimers linked by the C—H···N hydrogen bond. Hydrogen atoms not involved in the motifs are not included.
Fig. 3.
Fig. 3.
Stereoview of the ladder formed by C—H···π chains linking molecules 1 and 2. These chains are linked by the C—H···N hydrogen bond. The ladder runs parallel to the a axis. Hydrogen atoms not involved in the motifs are not included.
Fig. 4.
Fig. 4.
View of part of a chain of linked centrosymmetric C—H···π dimers of molecule 1 and of molecule 2. These dimers are linked by the C—H···N hydrogen bond and the chain runs parallel to the b axis. The molecule labelled *is at (-x,2 - y,1 - z) and that labelled # is at (1 - x,y,2 - z). Hydrogen atoms not involved in the motifs are not included.
Fig. 5.
Fig. 5.
Stereoview of the chain parallel to [1–11] made up of an alternating C—H···π interaction and the C—H···N hydrogen bond. Hydrogen atoms not involved in the motifs are not included.

References

    1. Bruker (2004). APEX2, SAINT and SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
    1. McArdle, P., Gilligan, K., Cunningham, D., Dark, R. & Mahon, M. (2004). CrystEngComm, 6, 303–309.
    1. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. - PubMed
    1. Spek, A. L. (2009). Acta Cryst. D65, 148–155. - PMC - PubMed
    1. Suthar, B., Fowler, A., Jones, D. S. & Ogle, C. A. (2005). Acta Cryst. E61, o607–o608.