Graham Smith, Urs D. Wermuth, Jonathan M. White
Dec 1, 2007
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Influential Citations
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Journal
Acta Crystallographica Section E-structure Reports Online
Abstract
4-(2,4,6-trinitroanilino)benzoic acid (p-picraminobenzoic acid), C13H8N3O8, obtained by the reaction of 2,4,6-trinitrobenzenesulfonic acid (picrylsulfonic acid) with 4-aminobenzoic acid in 2-propanol-water, forms a two-dimensional hydrogen-bonded network based on centrosymmetric cyclic R2/2(8) carboxylic acid dimers which are extended through lateral N-H...O(carboxyl) interactions. The amino group also makes an intramoleclar N-H...O(nitro) hydrogen bond, while the two aromatic ring systems are, as expected, non-coplanar, the C-C-N-C torsion angles being 152.0(2)(picryl) and 136.1(2)deg. (benzoic acid).