Structural motifs in acetoacetanilides: the effect of a fluorine substituent

G Chisholm, AR Kennedy, L Beaton…

Index: Chisholm, Greig; Kennedy, Alan R.; Beaton, Laura; Brook, Eve Acta Crystallographica Section C: Crystal Structure Communications, 2002 , vol. 58, # 11 p. o645-o648

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Citation Number: 3

Abstract

The structures of three fluoro-substituted acetoacetanilides, namely 2′-, 3′-and 4′- fluoroacetoacetanilide, all C10H10FNO2, are presented and discussed. We observe a planar structure with intramolecular hydrogen bonding when the F atom is in the ortho position of the aromatic ring, and a twisted structure with intermolecular hydrogen bonding when the F atom is in the meta or para positions. It can be predicted which of these two ...