Evaluation of the interchangeability of C–H and C–F groups: insights from crystal packing in a series of isomeric fluorinated benzanilidesElectronic supplementary information (ESI) available: Synthetic procedure (Scheme S1); amounts of reactants taken for the synthesis of benzanilides (Table S1); description of various measuring techniques applied; important vibrational spectroscopic assignments (Table S2); melting point of the prepared compounds (Table S3). See DOI: 10.1039/b709938j

Autor:	Deepak Chopra, T. N. Guru Row
Předmět:	FLUORINE HALOGENS NONMETALS ASTATINE
Zdroj:	CrystEngComm; Dec2007, Vol. 10 Issue 1, p54-67, 14p
Abstrakt:	A series of mono- and difluorinated benzanilides have been synthesized and characterized to unravel the importance of interactions involving organic fluorine. The effect of fluorine substitution on the molecular conformation and the solid-state organization of the molecules in the crystalline lattice have been discussed in terms of changes in molecular conformation and the supramolecular aggregation. It is noteworthy that the meta- and para-isomers (mono and difluorinated) are isostructural, with the ortho-isomers possessing minor conformational variations. Furthermore, the molecular conformation as obtained by theoretical DFT calculations is different from the solid-state conformation highlighting the importance of co-operative features brought by N–H⋯O and C–H⋯O hydrogen bonds, along with weak intermolecular interactions involving organic fluorine and aromatic C–H⋯π contacts in the solid state. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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