Powder diffraction and crystal structure prediction identify four new coumarin polymorphs

Alexander G. Shtukenberg, Qiang Zhu, Damien J. Carter, Leslie Vogt, Johannes Hoja, Elia Schneider, Hongxing Song, Boaz Pokroy, Iryna Polishchuk, Alexandre Tkatchenko, Artem R. Oganov, Andrew L. Rohl, Mark Tuckerman, Bart Kahr

Research output: Contribution to journalArticle

Abstract

Coumarin, a simple, commodity chemical isolated from beans in 1820, has, to date, only yielded one solid state structure. Here, we report a rich polymorphism of coumarin grown from the melt. Four new metastable forms were identified and their crystal structures were solved using a combination of computational crystal structure prediction algorithms and X-ray powder diffraction. With five crystal structures, coumarin has become one of the few rigid molecules showing extensive polymorphism at ambient conditions. We demonstrate the crucial role of advanced electronic structure calculations including many-body dispersion effects for accurate ranking of the stability of coumarin polymorphs and the need to account for anharmonic vibrational contributions to their free energy. As such, coumarin is a model system for studying weak intermolecular interactions, crystallization mechanisms, and kinetic effects.

Original languageEnglish (US)
Pages (from-to)4926-4940
Number of pages15
JournalChemical Science
Volume8
Issue number7
DOIs
StatePublished - 2017

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Polymorphism
Crystal structure
Crystallization
X ray powder diffraction
Free energy
Electronic structure
coumarin
Powder Diffraction
Molecules
Kinetics

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Shtukenberg, A. G., Zhu, Q., Carter, D. J., Vogt, L., Hoja, J., Schneider, E., ... Kahr, B. (2017). Powder diffraction and crystal structure prediction identify four new coumarin polymorphs. Chemical Science, 8(7), 4926-4940. https://doi.org/10.1039/c7sc00168a

Powder diffraction and crystal structure prediction identify four new coumarin polymorphs. / Shtukenberg, Alexander G.; Zhu, Qiang; Carter, Damien J.; Vogt, Leslie; Hoja, Johannes; Schneider, Elia; Song, Hongxing; Pokroy, Boaz; Polishchuk, Iryna; Tkatchenko, Alexandre; Oganov, Artem R.; Rohl, Andrew L.; Tuckerman, Mark; Kahr, Bart.

In: Chemical Science, Vol. 8, No. 7, 2017, p. 4926-4940.

Research output: Contribution to journalArticle

Shtukenberg, AG, Zhu, Q, Carter, DJ, Vogt, L, Hoja, J, Schneider, E, Song, H, Pokroy, B, Polishchuk, I, Tkatchenko, A, Oganov, AR, Rohl, AL, Tuckerman, M & Kahr, B 2017, 'Powder diffraction and crystal structure prediction identify four new coumarin polymorphs', Chemical Science, vol. 8, no. 7, pp. 4926-4940. https://doi.org/10.1039/c7sc00168a
Shtukenberg AG, Zhu Q, Carter DJ, Vogt L, Hoja J, Schneider E et al. Powder diffraction and crystal structure prediction identify four new coumarin polymorphs. Chemical Science. 2017;8(7):4926-4940. https://doi.org/10.1039/c7sc00168a
Shtukenberg, Alexander G. ; Zhu, Qiang ; Carter, Damien J. ; Vogt, Leslie ; Hoja, Johannes ; Schneider, Elia ; Song, Hongxing ; Pokroy, Boaz ; Polishchuk, Iryna ; Tkatchenko, Alexandre ; Oganov, Artem R. ; Rohl, Andrew L. ; Tuckerman, Mark ; Kahr, Bart. / Powder diffraction and crystal structure prediction identify four new coumarin polymorphs. In: Chemical Science. 2017 ; Vol. 8, No. 7. pp. 4926-4940.
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