The anticonvulsant sulfamates. 2. (1,4-benzodioxin-2(3H)-yl)- and (1,2,3,4-tetrahydro-2-naphthalenyl) methyl sulfamic acid esters

The crystal structures of two sulfamates: (1,4-benzodioxin-2(3H)-yl) methyl sulfamic acid ester, C9H11NO5S (1): and (1,2,3,4-tetrahydro-2-naphthalenyl ) methyl sulfamic acid eater, C11H15NO3S (2), have been determined by singl e crystal Xray diffraction. In compound 1, the conformation of dihydrodioxi ne ring is close to an ideal half-chair conformation. In 2 the puckered tet rahydrophenyl ring is observed in two conformations: a half-chair, and a so fa lightly inclined towards a half-chair. These two forms are statistically distributed throughout the crystal, and there is a significant disorder in the crystal structure of 2. In both compounds, the methyl sulfamate groups are in equatorial positions. The N-H . . .O intermolecular hydrogen bonds involving sulfamate oxygen atoms connect molecules into infinite chains tha t are interconnected by hydrogen-bonded rings. (C) 2001 Elsevier Science B. V. All rights reserved.