Perylene Diimide Triple Helix Formation in the Solid State

Sarah L. Haddow, David J. Ring, Hena Bagha, Nicholas Pearce, Harriet Nowell, Alexander J. Blake, William Lewis, Jonathan McMaster, Neil R. Champness

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)


The structural characterization of single crystals of di-4-pyridyl-substituted 3,4,9,10-perylenetetracarboxylic diimide reveals a surprising triple helical arrangement. The intermolecular interactions that lead to such an arrangement are investigated by Hirshfeld surface analysis and indicate that the supramolecular structure arises due to a combination of C–H···O interactions and π–π stacking interactions between adjacent perylene diimide (PDI) species. The interplay of these interactions leads to the formation of a tubular structure enclosed by the triple helix of PDI molecules. In contrast, the analogous phenyl-substituted molecule forms a simple one-dimensional stack of PDI molecules which is also unusual in that the perylene core adopts an essentially planar arrangement despite bay substitution.
Original languageEnglish
Pages (from-to)802-807
JournalCrystal Growth & Design
Issue number2
Publication statusPublished - 7 Feb 2018


Dive into the research topics of 'Perylene Diimide Triple Helix Formation in the Solid State'. Together they form a unique fingerprint.

Cite this