Molecular Cocrystals of Carboxylic Acids. XII. Structures of the 1 : 1 Adducts of 4-Nitrobenzoic Acid and 3,5-Dinitrobenzoic Acid With N,N'-Bis(1-methylethyl)-6-methylthio-1,3,5-triazine-2,4-diamine (Prometryn)

Publisher Website
Google Scholar
Abstract
Two 1:1 molecular adducts of the s- triazine herbicide prometryn [N,N′- bis (1-methylethyl)-6-methylthio-1,3,5-triazine-2,4-diamine] with 4-nitrobenzoic acid, [(C7H4NO4)-(C10H20N5S)+.H2O] (1), and with 3,5-dinitrobenzoic acid, [(C7H3N2O6)-(C10H20N5S)+] (2), have been prepared and characterized. The structure of (1) has been determined by X-ray methods and refined to a residual R 0.055 for 2072 observed reflections. Crystals are monoclinic, space group P21/c with Z 4 in a cell of dimensions a 7.191(4), b 28.359(8), c 10.990(6) Ǻ, β 104.75(3)°. The carboxylic acid group protonates a nitrogen of the triazine ring and is involved in a cyclic hydrogen-bonding association with this and with a secondary amine of the side chain [N…O, 2.76, 2.78(1)Ǻ], while the second amine is associated with the lattice water [N…O, 2.90(1)Ǻ]. Spectroscopic methods have been used to confirm the similarity of the molecular associations involving the carboxylic acid groups of the aromatic acids and prometryn in both (1) and (2).

This publication has 0 references indexed in Scilit: