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1 Polish Journal of Chemistry

1 2003

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Crystal and Molecular Structure of 1:1 Complex of N-Methylmorpholine Betaine with Salicyclic Acid

Bartoszak-Adamska E., Dega-Szafran Z., Przedwojska M., Jaskólski M.

Polish Journal of Chemistry

2003

Vol. 77 / nr 11

1711-1722

The structure of a 1:1 complex of N-methylmorpholine betaine (MMB) with salicylic acid (SAL) has been determined by single crystal X-ray analysis. The crystals are orthorhombic, space group Pbca, with a = 9.4702(6), b= 13.0559(7) and c = 45.226(2) A (at 140 K). The asymmetric unit is comprised of two MMB+_SAL- units (A and B), each formed by a short, nearly linear O-HźźźO hydrogen bond (2.542(2) and 2.474(2) A) between the carboxylic group of the betaine cation and the carboxylate group of the anion. The salicylate anions form short intramolecular O-HźźźO hydrogen bonds of 2.472(2) and 2.525(2) A(O-HźźźO angles 160(2) and 149(2)_) for anionAandB, respectively, between the ortho hydroxyl donor and the COO- group, but the carboxylate acceptor O atom is in each case different. The morpholine rings are in chair conformation with the -CH2COOH group in equatorial and the methyl group in axial positions. FTIR, and 1H and 13C NMR spectra of the complex are discussed.