(±)-N-[4-Acetyl-5-methyl-5-(4-methyl-cyclohex-3-enyl)-4,5-dihydro-1, 3,4-thiadiazol-2-yl]acetamide

Abstract

The new title thiadiazole compound, C14H21N3O2S, was semi-synthesized starting from 1-(4-methyl-cyclo-hex-3-en-yl)ethanone, a natural product isolated from Cedrus atlantica essential oil. The stereochemistry has been confirmed by single-crystal X-ray diffraction. The thia-diazo-line ring is roughly planar, although it may be regarded as having a half-chair conformation. The cyclo-hexenyl ring has a half-chair conformation. The most inter-esting feature is the formation of a pseudo-ring formed by four mol-ecules associated through N - H⋯O hydrogen bonds around a fourfold inversion axis, forming an R 4 4(28) motif.