Issue 39, 2016

C–H⋯O or N–H⋯O hydrogen bonded biomimetic dimerized rectangular secondary structural motifs formed by L-shaped fatty acid-substituted nicotinamide salts with PF6, BF4, NO3 and Br anions

Abstract

A series of 3-carbamoyl-1-(10-carboxydecyl)pyridin-1-ium salts with four anions (PF6 (1), BF4 (2), NO3 (3), and Br (4)) have been synthesized and characterized by single-crystal X-ray diffraction. All four salts have a primary L-shaped cation conformation, and each pair of cations forms a similar well-defined rectangular motif of nicotinamide cations and fatty acid groups via N–H⋯O or C–H⋯O hydrogen bonding. The effects on hydrogen-bonding motifs, building blocks and structures of the four anion species with different hydrogen-bonding acceptor abilities, sizes and shapes are discussed.

Graphical abstract: C–H⋯O or N–H⋯O hydrogen bonded biomimetic dimerized rectangular secondary structural motifs formed by L-shaped fatty acid-substituted nicotinamide salts with PF6−, BF4−, NO3− and Br− anions

Supplementary files

Article information

Article type
Paper
Submitted
07 Jul 2016
Accepted
17 Aug 2016
First published
22 Aug 2016

CrystEngComm, 2016,18, 7516-7522

C–H⋯O or N–H⋯O hydrogen bonded biomimetic dimerized rectangular secondary structural motifs formed by L-shaped fatty acid-substituted nicotinamide salts with PF6, BF4, NO3 and Br anions

P. Y. Su, C. Chang and K. Lee, CrystEngComm, 2016, 18, 7516 DOI: 10.1039/C6CE01511E

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