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
. 2008 Dec 10;65(Pt 1):o79.
doi: 10.1107/S1600536808041068.

1,2,3,4-Tetra-hydro-1,4-methano-naphthalene-2,3-diol

Jian Xu  1 , Hao Xu, Ji-Cai Quan, Fei Sha, Cheng Yao
Affiliations

1,2,3,4-Tetra-hydro-1,4-methano-naphthalene-2,3-diol

Jian Xu et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The title compound, C(11)H(12)O(2), is an inter-mediate in the synthesis of Varenicline, a nicotinic receptor partial agonist used to treat smoking addiction. In the crystal structure, there is an intra-molecular O-H⋯O hydrogen bond that generates an S(5) ring motif. Inter-molecular O-H⋯O hydrogen bonds form centrosymmetric dimers and also link these dimers into chains along the a axis.

PubMed Disclaimer

Figures

Fig. 1.
Fig. 1.
The molecular structure of (I), showing the atom-numbering scheme and displacement ellipsoids at the 30% probability level.
Fig. 2.
Fig. 2.
Crystal packing of (I) viewed down the c axis with hydrogen bonds drawn as dashed lines.
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. Coe, J. W. (2005). J. Med. Chem.48, 3474–3477. - PubMed
    1. Enraf–Nonius (1989). CAD-4 Software Enraf–Nonius, Delft, The Netherlands.
    1. Harms, K. & Wocadlo, S. (1995). XCAD4 University of Marburg, Germany.
    1. North, A. C. T., Phillips, D. C. & Mathews, F. S. (1968). Acta Cryst. A24, 351–359.