Predicting the Position of the Hydrogen Atom in the Short Intramolecular Hydrogen Bond of the Hydrogen Maleate Anion from Geometric Correlations

Lorraine A. Malaspina, Alison J. Edwards, Magdalena Woińska, Dylan Jayatilaka, Michael J. Turner, Jason R. Price, Regine Herbst-Irmer, Kunihisa Sugimoto, Eiji Nishibori, Simon Grabowsky

Research output: Contribution to journalArticlepeer-review

14 Citations (Scopus)

Abstract

The position of the hydrogen atom inside the strong and short intramolecular hydrogen bond of the hydrogen maleate anion strongly varies depending on the crystalline environment. Therefore, it has not been possible in the past to accurately determine it using X-ray diffraction data although there are 292 hydrogen maleate crystal structures with different cations in the literature. In this study, a geometric correlation for the accurate prediction of the hydrogen position in the short intramolecular hydrogen bond is presented. The results used to derive the correlation are obtained from low-temperature neutron-diffraction studies on nine different hydrogen maleate salts that span the whole range from perfectly symmetric to highly asymmetric intramolecular hydrogen bonds. Since the only variable in the correlation as derived from the neutron data is the O···O distance, the hydrogen atom position in question can subsequently be predicted using information that is accurately available from routine X-ray data. The procedure is tested using high-resolution low-temperature synchrotron X-ray diffraction structures of the same compounds, before it is applied to X-ray data sets found in the literature in which the hydrogen atom position was not determined accurately or not determined at all, e.g., using a riding model.

Original languageEnglish
Pages (from-to)3812-3825
Number of pages14
JournalCrystal Growth and Design
Volume17
Issue number7
DOIs
Publication statusPublished - 5 Jul 2017

Fingerprint

Dive into the research topics of 'Predicting the Position of the Hydrogen Atom in the Short Intramolecular Hydrogen Bond of the Hydrogen Maleate Anion from Geometric Correlations'. Together they form a unique fingerprint.

Cite this