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Updated: Jun 1, 2026

Preparation of Stable Bicyclic Aziridinium Ions and Their Ring-Opening for the Synthesis of Azaheterocycles
Published on: August 22, 2018
1-Chloro-acetyl-2,6-bis-(3-fluoro-phen-yl)piperidin-4-one
Abstract:
In the title compound C(19)H(16)ClF(2)NO(2), 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 inter-molecular 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 inter-molecular π-π inter-action [centroid-centroid separation of 3.783 (1) Å]. Alternating C-H⋯O and C-H⋯F inter-molecular inter-actions generate chains running along the a axis, while a centrosymmetric R(2) (2)(16) ring involving C-H⋯O inter-actions is formed centred at (1/2, 1/2, 0).
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