Crystal structure of 4-(prop-2-ynyloxy)-2,2,6,6tetramethylpiperidin-1-oxyl

The title compound, C12H20NO2, was synthesized from 4-hydroxy-2,2,6,6tetramethylpiperidin-1-oxyl (hydroxy-TEMPO) and propargyl bromide. The six-membered ring adopts a flattened chair conformation and carries a propynyloxy substituent in an equatorial orientation at the 4-position. The N-O bond length of the piperidin-1-oxyl unit is 1.289 (3) angstrom. In the crystal, CH center dot center dot center dot O hydrogen bonds combine with unusual C-H center dot center dot center dot interactions involving the alkyne unit as acceptor to generate a three-dimensional network.