A solid-state oxidation of 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfinate to 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfonate

Åsmund Kaupang; Carl Henrik Görbitz; Tore Bonge-Hansen

doi:10.1107/S0108270113015011

A solid-state oxidation of 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfinate to 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfonate

Acta Crystallogr C. 2013 Jul;69(Pt 7):778-80. doi: 10.1107/S0108270113015011. Epub 2013 Jun 8.

Authors

Åsmund Kaupang¹, Carl Henrik Görbitz, Tore Bonge-Hansen

Affiliation

¹ Department of Chemistry, University of Oslo, PO Box 1033 Blindern, N-0315 Oslo, Norway.

PMID: 23832042
DOI: 10.1107/S0108270113015011

Abstract

The organic acid-base complex 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfonate, C5H14N3(+)·C7H7O3S(-), was obtained from the corresponding 1,1,3,3-tetramethylguanidinium 4-methylbenzenesulfinate complex, C5H14N3(+)·C7H7O2S(-), by solid-state oxidation in air. Comparison of the two crystal structures reveals similar packing arrangements in the monoclinic space group P2(1)/c, with centrosymmetric 2:2 tetramers being connected by four strong N-H···O=S hydrogen bonds between the imine N atoms of two 1,1,3,3-tetramethylguanidinium bases and the O atoms of two acid molecules.