Solution of an elusive pigment crystal structure from a thin film: a combined X-ray diffraction and computational study

Andrew O F Jones, Christian Röthel, Roman Lassnig, O. N. Bedoya-Martínez, Paul Christian, Ingo Salzmann, Birgit Kunert, Adolf Winkler, Roland Resel

Research output: Contribution to journalArticleResearchpeer-review

Abstract

Epindolidione, a hydrogen-bonded derivative of the organic semiconductor tetracene, is an organic pigment which has previously been used to produce stable OFETs with relatively high hole mobilities. Despite its use as an inkjet pigment and organic semiconductor, the crystal structure of epindolidione has proved elusive and is currently unknown. In this work, we report a crystal structure solution of epindolidione determined from vapor deposited thin films using a combined experimental and theoretical approach. The structure is found to be similar to one of the previously reported epindolidione derivatives and is most likely a surface-mediated polymorph, with a slightly different crystal packing compared to the bulk powder. The effect of substrate temperature on film morphology and structure is also investigated, where it is found that the crystallite orientation can be tuned by deposition at different substrate temperatures. The results also illustrate the possibilities for crystal structures to be solved from thin films.

Original languageEnglish
Pages (from-to)1902-1911
Number of pages10
JournalCrystEngComm
Volume19
Issue number14
DOIs
Publication statusPublished - 2017

Fingerprint

pigments
Pigments
Semiconducting organic compounds
Crystal structure
organic semiconductors
X ray diffraction
Thin films
crystal structure
thin films
diffraction
Derivatives
Organic field effect transistors
Hole mobility
x rays
hole mobility
Substrates
Polymorphism
Powders
Hydrogen
Coloring Agents

ASJC Scopus subject areas

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

Jones, A. O. F., Röthel, C., Lassnig, R., Bedoya-Martínez, O. N., Christian, P., Salzmann, I., ... Resel, R. (2017). Solution of an elusive pigment crystal structure from a thin film: a combined X-ray diffraction and computational study. CrystEngComm , 19(14), 1902-1911. https://doi.org/10.1039/c7ce00227k

Solution of an elusive pigment crystal structure from a thin film : a combined X-ray diffraction and computational study. / Jones, Andrew O F; Röthel, Christian; Lassnig, Roman; Bedoya-Martínez, O. N.; Christian, Paul; Salzmann, Ingo; Kunert, Birgit; Winkler, Adolf; Resel, Roland.

In: CrystEngComm , Vol. 19, No. 14, 2017, p. 1902-1911.

Research output: Contribution to journalArticleResearchpeer-review

Jones AOF, Röthel C, Lassnig R, Bedoya-Martínez ON, Christian P, Salzmann I et al. Solution of an elusive pigment crystal structure from a thin film: a combined X-ray diffraction and computational study. CrystEngComm . 2017;19(14):1902-1911. https://doi.org/10.1039/c7ce00227k
Jones, Andrew O F ; Röthel, Christian ; Lassnig, Roman ; Bedoya-Martínez, O. N. ; Christian, Paul ; Salzmann, Ingo ; Kunert, Birgit ; Winkler, Adolf ; Resel, Roland. / Solution of an elusive pigment crystal structure from a thin film : a combined X-ray diffraction and computational study. In: CrystEngComm . 2017 ; Vol. 19, No. 14. pp. 1902-1911.
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