A new monoclinic polymorph of 3-diethyl­amino-4-(4-meth­oxy­phen­yl)-1,1-dioxo-4H-1λ6,2-thia­zete-4-carbonitrile

Abstract

A new monoclinic form of the title compound, C(14)H(17)N(3)O(3)S, has been found upon slow crystallization from water. Another monoclinic form of the compound was obtained previously from a mixture of dichloro-methane and diethyl ether [Clerici et al. (2002 ▶). Tetra-hedron, 58, 5173-5178]. Both phases crystallize in space group P2(1)/n with one mol-ecule in the asymmetric unit. The formally single exocyclic C-N bond that connects the -NEt(2) unit with the thia-zete ring is considerably shorter than the adjacent, formally double, endocyclic C=N bond. This is likely to be due to the extended conjugated system between the electron-donor diethyl-ammine fragment and the electron-withdrawing sulfonyl group. In the newly discovered polymorph, the meth-oxy group is rotated by almost 180° around the phen-yl-OCH(3) bond, resulting in a different mol-ecular conformation.

DOI: 10.1107/S1600536810027558

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@inproceedings{Orlando2010ANM, title={A new monoclinic polymorph of 3-diethyl­amino-4-(4-meth­oxy­phen­yl)-1,1-dioxo-4H-1λ6,2-thia­zete-4-carbonitrile}, author={Ahmed M. Orlando and Leonardo Lo Presti and Raffaella Soave}, booktitle={Acta crystallographica. Section E, Structure reports online}, year={2010} }