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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 ?-? 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).

SUBMITTER: Aridoss G 

PROVIDER: S-EPMC2977122 | biostudies-literature | 2009 Jul

REPOSITORIES: biostudies-literature

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1-Chloro-acetyl-2,6-bis-(3-fluoro-phen-yl)piperidin-4-one.

Aridoss G G   Gayathri D D   Velmurugan D D   Kim M S MS   Jeong Yeon Tae YT  

Acta crystallographica. Section E, Structure reports online 20090725 Pt 8

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]. Altern  ...[more]

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