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Acta Cryst. (2001). E57, o652-o654  [ doi:10.1107/S1600536801010248 ]

7-Chloro-2-methyl-3-methylamino-2H-1,2,4-benzothiadiazine 1,1-dioxide

L. Dupont, F. Somers, S. Boverie, B. Pirotte, B. Tinant and P. De Tullio

Abstract: The title compound, C9H10ClN3O2S, was prepared for structural comparison with analogous products known as myorelaxants and inhibitors of insulin release. The 2H-tautomeric form is imposed by the presence of a methyl group in the 2-position. There are four independent molecules (A, B, C and D) in the asymmetric unit which have almost the same geometry. The C-N distances in the four thiadiazine rings [C-N single- and double-bond mean values of 1.405 (3) and 1.304 (3) Å, respectively] may serve as reference to characterize the 2H-tautomeric form in analogous structures. The NH group of the methylamino substituent of each molecule participates in an intermolecular hydrogen bond with a sulfoxide O atom acting as acceptor. These four independent hydrogen bonds give rise to two types of infinite chains, both stretching along the a axis and having molecular compositions of ...ABABAB... and ...CDCDCD...


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