TRÁVNÍČEK, Zdeněk, POPA, I., DOLEŽAL, Karel. 6-(4-methoxybenzylamino)purin-3-ium chloride. Acta Crystallographica Section C-Crystal Structure Communications. 2004, 60(9), o662-o664. ISSN 0108-2701. E-ISSN 2053-2296.
The title compound, C13H14N5O+.Cl-, belongs to the group of aromatic cytokinins. These compounds affect a variety of important physiological processes in plants and animals as well as in bacteria, including cell division, differentiation and senescence. The structure consists of a 6-(4-methoxybenzylamino)purinium cation and a Cl. anion. The cation moiety exists as the N3-protonated N7 tautomer. The cation contains nearly planar benzene and purine ring systems, with a dihedral angle of 77.46 (5)degrees. The crystal structure is stabilized by N-amino-H...N-purine hydrogen bonds connecting two adjacent molecules, thus forming centrosymmetric dimers.