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. 2008 Sep 6;64(Pt 10):o1869.
doi: 10.1107/S1600536808027542.

2,6-Dimethyl-4-m-tolyl-cyclo-hex-3-enecarboxylic acid

Songwen Xie, Holly J Stein, Maren Pink

2,6-Dimethyl-4-m-tolyl-cyclo-hex-3-enecarboxylic acid

Songwen Xie et al. Acta Crystallogr Sect E Struct Rep Online. .

Abstract

The title compound, C(16)H(20)O(2), was synthesized to study the hydrogen-bonding inter-action of the two enanti-omers in the solid state. The racemate is made up of carboxylic acid RS dimers. Inter-molecular O-H⋯O hydrogen bonds produce centrosymmetric R(2) (2)(8) rings which dimerize the two chiral enanti-omers through their carboxyl groups. The chirality of this compound is generated by the presence of the double bond in the cyclo-hexene ring and a chiral axis due to the meta-methyl substituent on the aromatic ring.

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Figures

Fig. 1.
Fig. 1.
The molecular structure and atom numbering scheme.
Fig. 2.
Fig. 2.
Hydrogen bonded dimer. Dashed lines represent hydrogen bonds. [Symmetry code: #1 -x + 1, -y, -z + 1.]
See this image and copyright information in PMC

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