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Racemic 5-ethyl-2,6-dimethyl-4-p-tolyl-3-cyclohexenecarboxylic acid: an RS dimer

✍ Scribed by Xie, Songwen ;Kenny, Colin ;Robinson, Paul D.

Publisher: International Union of Crystallography
Year: 2007
Tongue: English
Weight: 977 KB
Volume: 63
Category: Article
ISSN: 1600-5368
DOI: 10.1107/s1600536807041098

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✦ Synopsis

The title compound, C 18 H 24 O 2 , was synthesized to study the interaction of the two enantiomers in the solid state. The resultant racemate is made up of carboxylic acid RS molecules which are dimerized through their carboxyl groups by O-HÁ Á ÁO hydrogen bonds, forming R 2 2 (8) rings. The dimers are interconnected via weak C-HÁ Á Á(arene) interactions, resulting in thick two-dimensional layers.

Related literature

In the 4-p-methoxyphenyl analog (Xie et al., 2002a), the racemate also consists of carboxylic acid RS dimers. For additional related literature, see:

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✍ Suresh, J. ;Kumar, R. Suresh ;Perumal, S. ;Natarajan, S. 📂 Article 📅 2007 🏛 International Union of Crystallography 🌐 English ⚖ 161 KB

The polysubstituted piperidine enol ring in the title compound, C~29~H~31~NO~3~S, adopts a twisted half-chair conformation. The crystal structure is stabilized by van der Waals and weak C—H...π interactions. An intramolecular O—H...O interaction generates an __S__(6) graph-set motif.