Order-disorder phase transition induced by proton transfer in a co-crystal of 2,4-dichlorobenzoic acid and trimethylamine N-oxide

R.F. D'Vries, R. Moreno-Fuquen, I. Camps, A. P. Ayala, A. R. Kennedy, E. W. Reinheimer, J. Ellena

Research output: Contribution to journalArticle

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Abstract

The crystalline binary adduct between the trimethylamine N-oxide (TMANO) and 2,4-dichlorobenzoic acid (2,4-DCBA) molecules was obtained by slow evaporation from acetonitrile. The obtained molecular complex is formed by a racemic mixture of molecular complexes crystallizing in the orthorhombic space group Pbca. An exhaustive analysis of the temperature dependence of the cell parameters and the behavior of the acidic hydrogen position and carboxilate group were studied by single crystal and powder X-ray diffraction, FT-IR spectroscopy and theoretical calculations. The molecular system was thermally characterized, subsequently demonstrating a order-disorder transition. Finally, the intermolecular interactions were analyzed via Hirshfeld surface analysis.
Original languageEnglish
Number of pages8
JournalCrystEngComm
Publication statusAccepted/In press - 1 Jun 2017

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Proton transfer
Order disorder transitions
Surface analysis
Acetonitrile
X ray powder diffraction
Hydrogen
Infrared spectroscopy
Evaporation
Phase transitions
Single crystals
disorders
Crystalline materials
Crystals
acids
Molecules
Oxides
protons
oxides
Acids
adducts

Keywords

  • trimethylamine N-oxide
  • crystalline complex
  • molecular cocrystals

Cite this

D'Vries, R. F., Moreno-Fuquen, R., Camps, I., Ayala, A. P., Kennedy, A. R., Reinheimer, E. W., & Ellena, J. (Accepted/In press). Order-disorder phase transition induced by proton transfer in a co-crystal of 2,4-dichlorobenzoic acid and trimethylamine N-oxide. CrystEngComm.
D'Vries, R.F. ; Moreno-Fuquen, R. ; Camps, I. ; Ayala, A. P. ; Kennedy, A. R. ; Reinheimer, E. W. ; Ellena, J. / Order-disorder phase transition induced by proton transfer in a co-crystal of 2,4-dichlorobenzoic acid and trimethylamine N-oxide. In: CrystEngComm. 2017.
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Order-disorder phase transition induced by proton transfer in a co-crystal of 2,4-dichlorobenzoic acid and trimethylamine N-oxide. / D'Vries, R.F.; Moreno-Fuquen, R.; Camps, I.; Ayala, A. P.; Kennedy, A. R.; Reinheimer, E. W.; Ellena, J.

In: CrystEngComm, 01.06.2017.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Order-disorder phase transition induced by proton transfer in a co-crystal of 2,4-dichlorobenzoic acid and trimethylamine N-oxide

AU - D'Vries, R.F.

AU - Moreno-Fuquen, R.

AU - Camps, I.

AU - Ayala, A. P.

AU - Kennedy, A. R.

AU - Reinheimer, E. W.

AU - Ellena, J.

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Y1 - 2017/6/1

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