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The Amide Group as Modulator of Crystalline and Liquid Crystalline Structures in Isocyano-Alkylanilide Silver(I) Complexes

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journal contribution
posted on 2015-04-01, 00:00 authored by María J. Baena, Silverio Coco, Pablo Espinet
Silver­(I) complexes [AgX­(CNR] and [Ag­(CNR)2]­X (X = anionic ligand), containing an amide-functionalized isocyanide, CNR = CN–C6H4–NHCOR, have been synthesized and their X-ray structures have been determined for [Ag­(X)­(CN–C6H4–NHCOCH3)] (X = NO3, CF3SO3) and [Ag­(CN–C6H4–NHCOCH3)2]­X (X = NO3, CF3SO3, BF4). All the crystal structures show a packing of polymeric chains formed through Ag–OCamide interactions. These chains associate in layers through hydrogen bonds involving the amide group, and by further interactions of the metal ion with oxygen-donor moieties. Substitution of the Me group in the amide by a nonyl chain (R = C9H19) leads to neutral [Ag­(NO3)­(CN–C6H4–NHCOC9H19)] and ionic [Ag­(CN–C6H4–NHCOC9H19)2]­X (X = NO3, CF3SO3, H25C12OSO3, BF4) mesomorphic complexes. All of them display smectic liquid crystalline phases compatible with the crystal structures found for the methyl derivatives, and FTIR/ATR spectroscopy confirms that the intermolecular interactions observed in the solid state are preserved in the mesophase.