Acta Cryst. (2004). E60, o1589-o1592  [ doi:10.1107/S1600536804020434 ]

Phenylboronate of an N-hydroxy-N-(2-hydroxyalkyl)pyridoxamine

W. Kliegel, M. Barakat and P. G. Jones

Abstract: The title compound, 4-{[3-hydroxy-5-(hydroxymethyl)-2-methyl-4-pyridyl]phenylmethyl}-6,6-pentamethylene-2-phenyl-1,3-dioxa-4-aza-2-boracyclohexane, C₂₇H₃₁BN₂O₄, is formed by thermally induced rearrangement of the diphenylboron chelate of a pyridoxal nitrone derivative and contains a six-membered BONCCO heterocycle in which all atoms except for one carbon are approximately coplanar. The B-O bonds are short, consistent with a degree of O-B p back donation. An intramolecular hydrogen bond is formed between the phenolic OH of the pyridoxyl residue and the nitrogen of the BONCCO ring. Three intermolecular hydrogen bonds (one O-HN and two C-HO), all involving the hydroxymethyl O atom, link the molecules into chains parallel to the c axis.

Online 21 August 2004

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