Acta Crystallographica Section E (Sep 2014)

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

  • Shailesh K. Goswami,
  • Lyall R. Hanton,
  • C. John McAdam,
  • Stephen C. Moratti,
  • Jim Simpson

DOI
https://doi.org/10.1107/S1600536814017991
Journal volume & issue
Vol. 70, no. 9
pp. 130 – 133

Abstract

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The title compound, C12H20NO2, was synthesized from 4-hydroxy-2,2,6,6-tetramethylpiperidin-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) Å. In the crystal, C—H...O hydrogen bonds combine with unusual C—H...π interactions involving the alkyne unit as acceptor to generate a three-dimensional network.

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