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
. 2013 Mar 1;69(Pt 3):o401.
doi: 10.1107/S1600536813004376. Epub 2013 Feb 20.

3-Amino-1-phenyl-1H-benzo[f]chromene-2-carbonitrile

Mehmet Akkurt  1 , Alan R Kennedy, Shaaban Kamel Mohamed, Sabry H H Younes, Gary J Miller
Affiliations

3-Amino-1-phenyl-1H-benzo[f]chromene-2-carbonitrile

Mehmet Akkurt et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C20H14N2O, the phenyl ring is almost normal to the naphthalene ring system with a dihedral angle of 86.72 (9)°. The 4H-pyran ring fused with the naphthalene ring system has a boat conformation. In the crystal, mol-ecules are linked into a helical supra-molecular chain along the b axis via N-H⋯N hydrogen bonds. The chains are consolidated into a three-dimensional architecture by C-H⋯π inter-actions.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
The molecular structure of (I), showing the labelling of the non-H atoms and displacement ellipsoids drawn at the 50% probability level.
Fig. 2.
Fig. 2.
View of the N—H···N hydrogen bonds, having R32(10) ring motifs, forming chains along the b axis. H atoms not involved in hydrogen bonds have been omitted for clarity.
See this image and copyright information in PMC

References

    1. Bernstein, J., Davis, R. E., Shimoni, L. & Chang, N.-L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555–1573.
    1. Cremer, D. & Pople, J. A. (1975). J. Am. Chem. Soc. 97, 1354–1358.
    1. Ellis, G. P. & Lockhart, I. M. (2007). The Chemistry of Heterocyclic Compounds, Chromenes, Chromanones, and Chromones, Vol. 31, edited by G. P. Ellis, pp. 1–1196. London: Wiley-VCH.
    1. Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849–854.
    1. Horton, D. A., Boume, G. T. & Smythe, M. L. (2003). Chem. Rev. 103, 893–930. - PubMed