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Acta Cryst. (2008). E64, o2153  [ doi:10.1107/S1600536808031681 ]

4,4'-Iminodipyridinium bis(hydrogen phthalate)

D. P. Martin and R. L. LaDuca

Abstract: In the title salt, C10H11N32+·2C8H5O4-, doubly protonated 4,4'-dipyridylamine (dpa) cations participate in N-H...O hydrogen bonding with two hydrogen phthalate anions to form a neutral unit. Both anions contain an intramolecular O-H...O hydrogen bond. In the crystal structure, these units form two-dimensional layers through [pi]-[pi] stacking interactions with a centroid-to-centroid distance of 3.763 (3) Å. In turn, these layers aggregate in three dimensions by additional N-H...O hydrogen bonding. The assignment to the noncentrosymmetric space group P1 is corroborated by chemically unreasonable aromatic ring bond distances and poor K scale factor distributions for a disordered model in the centrosymmetric P\\overline{1} space group.

Online 22 October 2008


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