Authors: Gomes, L.R.; Low, J.N.; Wardell, J.L.; Pinheiro, A.C.; Nogueira, T.C.M.; De Souza, M.V.N.
Source: Acta Crystallographica. Section C, Crystal Structure Communications, v. 69, p. 293-298, 2013
Publisher: International Union of Crystallography (IUCr)
Abstract
The molecular conformations of three N-alkyl-2-(methylsulfanyl)nicotinamide derivatives, namely N-cyclohexyl-2-(methylsulfanyl)nicotinamide, C13H18N2OS, (I), N-isopropyl-2-(methylsulfanyl)nicotinamide, C10H14N2OS, (II), in which there are two molecules in the asymmetric unit which were chosen to form a hydrogen-bonded pair, and N-(2-hydroxyethyl)-2-(methylsulfanyl)nicotinamide dihydrate, C9H12N2O2S·2H2O, (III), are compared with those of four unsubstituted N-alkylnicotinamide compounds. The substituted compounds show a higher degree of torsion of the pyridine ring with respect to the amide group than do the unsubstituted compounds, with dihedral angles in the range 40-60° for the former and 20-35° for the latter. In (I) and (II), the supramolecular structure is defined by amide-N to carbonyl-O chains. In (III), the nicotinamide molecules are linked by hydrogen bonds to two water molecules resulting in two linked chains of rings which form the three-dimensional network.Keywords: Document Type: Research Article DOI: http://dx.doi.org/10.1107/S0108270113004344 Publication date: 16 de Fevereiro de 2013
