1:2 Complexes of chloranilic acid with pyrazole and imidazole, and the acetonitrile solvate of a 1:1 complex with imidazole
Abstract
2,5-Dichloro-3,6-dihydroxy-1,4-benzoquinone (chloranilic acid) forms X—H⃛Y (X, Y = N or O) and C—H⃛Cl hydrogen bonds with pyrazole and imidazole to afford bis(pyrazolium) dichloroanilate and bis(imidazolium) dichloroanilate, (I) and (II), both 2C3H5N2+·C6Cl2O42−, and imidazolium chloroanilate acetonitrile solvate, C3H5N2+·C6HCl2O4−·C2H3N, (III). Their crystal structures demonstrate three novel supramolecular architectures based on supramolecular synthons to build a ladder, (I), a two-dimensional network, (II), and a flat ribbon, (III).