1-Chloroacetyl-2,6-bis(3-fluorophenyl)piperidin-4-one

Abstract

In the title compound C19H16ClF2NO2, the piperidone ring adopts a twist-boat conformation with the two out-of-plane atoms deviating by 0.544 (1) and 0.511 (1) Å from the plane through the remaining atoms in the ring. Sterically favoured non-H-atom C...O intermolecular contacts are observed in the structure, within a 3.00 Å range. The crystal packing is stabilized by C—H...O and C—H...F hydrogen bonds and an intermolecular π–π interaction [centroid-centroid separation of 3.783 (1) Å]. Alternating C—H...O and C—H...F intermolecular interactions generate chains running along the a axis, while a centrosymmetric R22(16) ring involving C—H...O interactions is formed centred at (1/2, 1/2, 0).