Tuning proton disorder in 3,5-dinitrobenzoic acid dimers

The effect of local environment

Andrew O F Jones, N. Blagden, G.J. McIntyre, A. Parkin, C.C. Seaton, L.H. Thomas, C.C. Wilson

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

The carboxylic acid dimer is a frequently observed intermolecular association used in crystal engineering and design, which can show proton disorder across its hydrogen bonds. Proton disorder in benzoic acid dimers is a dynamic, temperature-dependent process whose reported occurrence is still relatively rare. A combination of variable temperature X-ray and neutron diffraction has been applied to demonstrate the effect of local crystalline environment on both the degree and onset of proton disorder in 3,5-dinitrobenzoic acid dimers. Dimers which have significantly asymmetric local intermolecular interactions are found to have a higher onset temperature for occupation of a second hydrogen atom site to be observed, indicating a greater energy asymmetry between the two configurations. Direct visualization of the electron density of hydrogen atoms within these dimers using high resolution X-ray diffraction data to characterize this disorder is shown to provide remarkably good agreement with that derived from neutron data.
Original languageEnglish
Pages (from-to)497-509
Number of pages13
JournalCrystal Growth and Design
Volume13
Issue number2
Early online date4 Jan 2013
DOIs
Publication statusPublished - 6 Feb 2013

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Dimers
Protons
Tuning
tuning
dimers
disorders
acids
protons
Acids
Hydrogen
hydrogen atoms
Crystal engineering
X ray diffraction
Atoms
Benzoic Acid
Benzoic acid
benzoic acid
Neutron diffraction
Carboxylic Acids
Carboxylic acids

Cite this

Jones, A. O. F., Blagden, N., McIntyre, G. J., Parkin, A., Seaton, C. C., Thomas, L. H., & Wilson, C. C. (2013). Tuning proton disorder in 3,5-dinitrobenzoic acid dimers: The effect of local environment. Crystal Growth and Design, 13(2), 497-509. https://doi.org/10.1021/cg300906j

Tuning proton disorder in 3,5-dinitrobenzoic acid dimers : The effect of local environment. / Jones, Andrew O F; Blagden, N.; McIntyre, G.J.; Parkin, A.; Seaton, C.C.; Thomas, L.H.; Wilson, C.C.

In: Crystal Growth and Design, Vol. 13, No. 2, 06.02.2013, p. 497-509.

Research output: Contribution to journalArticle

Jones, AOF, Blagden, N, McIntyre, GJ, Parkin, A, Seaton, CC, Thomas, LH & Wilson, CC 2013, 'Tuning proton disorder in 3,5-dinitrobenzoic acid dimers: The effect of local environment', Crystal Growth and Design, vol. 13, no. 2, pp. 497-509. https://doi.org/10.1021/cg300906j
Jones AOF, Blagden N, McIntyre GJ, Parkin A, Seaton CC, Thomas LH et al. Tuning proton disorder in 3,5-dinitrobenzoic acid dimers: The effect of local environment. Crystal Growth and Design. 2013 Feb 6;13(2):497-509. https://doi.org/10.1021/cg300906j
Jones, Andrew O F ; Blagden, N. ; McIntyre, G.J. ; Parkin, A. ; Seaton, C.C. ; Thomas, L.H. ; Wilson, C.C. / Tuning proton disorder in 3,5-dinitrobenzoic acid dimers : The effect of local environment. In: Crystal Growth and Design. 2013 ; Vol. 13, No. 2. pp. 497-509.
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