Original scientific paper

Intramolecular Hydrogen Bonding in Guanidinium and Potassium Hydrogen Malonates - an Infrared and X-Ray Diffraction Study

K. Đinović ; Department of Chemistry, University of Ljubljana, and Boris Kidrič Institute of Chemistry, 61115 Ljubljana, POB 30, Yugoslavia
L. Golič ; Department of Chemistry, University of Ljubljana, and Boris Kidrič Institute of Chemistry, 61115 Ljubljana, POB 30, Yugoslavia
D. Hadži ; Department of Chemistry, University of Ljubljana, and Boris Kidrič Institute of Chemistry, 61115 Ljubljana, POB 30, Yugoslavia
B. Orel ; Department of Chemistry, University of Ljubljana, and Boris Kidrič Institute of Chemistry, 61115 Ljubljana, POB 30, Yugoslavia

Abstract

A new modification of potassium hydrogen malonate was
obtained by crystallization from dimethylsulphoxide (DMSO)'
solution. Its infrared spectrum differs in its essential features
from the spectra of the known modification crystallizing from
water!-" but resemble those of guanidinium hydrogen malonate.
Both spectra are interpreted in terms of strong, intramolecular hydrogen bonding, This is supported by the fact that the main
features (CO and OH stretching) remain essentially unchanged on
dissolution in DMSO and by the X-ray diffraction on guanidinium
hydrogen malonate. The structure of its crystals was solved by
the direct method and refined by full matrix least squares to R value of 0.044 for 453 observed reflections. The structure consists of planar guanidinium ions and hydrogen maleate residues containing short intramolecular, but asymmetric bonds of 2.407(3)A.

Keywords

Hrčak ID:

175919

URI

https://hrcak.srce.hr/175919

Publication date:

30.9.1988.

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