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 May 25;69(Pt 6):o963.
doi: 10.1107/S1600536813013779. Print 2013 Jun 1.

2-(9H-Fluoren-9-yl)-4-(4-fluoro-anilino)-4-oxo-butanoic acid

Affiliations

2-(9H-Fluoren-9-yl)-4-(4-fluoro-anilino)-4-oxo-butanoic acid

Tetiana Matviiuk et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

In the title compound, C23H18FNO3, the tricyclic 9-fluorenyl system is approximately planar (r.m.s. deviation = 0.0279 Å). The N-C(=O) bond length is comparatively short [1.359 (3) Å], which is typical for such conjugated systems. The N atom has a planar configuration [sum of bond angles= 359.8°] due to conjugation of its lone pair with the π-system of the carbonyl group. In the crystal, a three-dimensional network is formed through N-H⋯O and O-H⋯O hydrogen bonds between the amide and carb-oxy-lic acid groups and carbonyl O-atom acceptors.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
The molecular structure and atom numbering scheme for the title compound, showing 50% probability displacement ellipsoids.
Fig. 2.
Fig. 2.
The synthetic route to the title compound (II).

References

    1. Bruker (2007). APEX2 and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Bruker (2008). SADABS Bruker AXS Inc., Madison, Wisconsin, USA.
    1. Carroll, I. F., Ma, W., Navarro, H. A., Abraham, P., Wolckenhauer, S. A., Damaj, M. I. & Martin, B. R. (2007). Bioorg. Med. Chem. 15, 678–685. - PMC - PubMed
    1. Clar, E. (1942). Reichsamt Wirtschaftsausbau Chem. Ber., Pruf-Nr. 015(PB52017), pp. 859–878.
    1. Galustyan, G. G., Levkovich, M. G. & Abdullaev, N. D. (2000). Chem. Heterocycl. Compd, 36, 1402–1408.