Crystal structure determination as part of an ongoing undergraduate organic laboratory project: 5-[(<i>E</i>)-styryl]-1,3,4-oxathiazol-2-one

Abstract

The title compound, C¹⁰H⁷NO²S, provides the first structure of an &alpha;-alkenyl oxathiazolone ring. The phenyl ring and the oxa&shy;thia&shy;zolone groups make dihedral angles of 0.3 (3) and &minus;2.8 (3)&deg;, respectively, with the plane of the central alkene group; the dihedral angle between the rings is 2.68 (8)&deg;. A careful consideration of bond lengths provides insight into the electronic structure and reactivity of the title compound. In the crystal, extended &Pi;-stacking is observed parallel to the <em>a</em>-axis direction, consisting of cofacial head-to-tail dimeric units [centroid&ndash;centroid distance of 3.6191 (11) &Aring;]. These dimeric units are separated by a slightly longer centroid&ndash;centroid distance of 3.8383 (12) &Aring;, generating infinite stacks of mol&shy;ecules.