Probing non-covalent interactions driving molecular assembly in organo-electronic building blocks. Issue 20 (20th March 2019)

• Record Type: Journal Article
• Authors: Johnson, Sarah N.; Ellington, Thomas L.; Ngo, Duong T.; Nevarez, Jorge L.; Sparks, Nicholas; Rheingold, Arnold L.; Watkins, Davita L.; Tschumper, Gregory S.
• Is Part Of: CrystEngComm. Volume 21:Issue 20(2019)
• Page Start: 3151
• Page End: 3157
• Publication Date: 2019-03-20
• Subjects: Crystals -- Periodicals; Crystal growth -- Periodicals; Crystallography -- Periodicals; Cristaux -- Périodiques; Cristaux -- Croissance -- Périodiques; Cristallographie -- Périodiques; 548
• DOI: 10.1039/c9ce00219g
• Languages: English
• ISSNs: 1466-8033

Abstract

Abstract : One co-crystal structure characterized to identify and quantify various non-covalent interactions with spectroscopy, X-ray crystallography and density functional theory computations. Abstract : Recent advancements in material science exploit non-covalent interactions, such as halogen bonding (XB) or π-stacking within solid-state molecular frameworks for application in organic electronic devices. Herein, we focus on these and other non-covalent interactions and the effect that furan and thiophene substituents play on the solid-state properties of co-crystals formed between pentafluoro(iodoethynyl)benzene (F 5 BAI ; XB donor) and a pyridine disubstituted with either furans or thiophenes (PyrFur 2 andPyrThio 2 ; XB acceptors). Spectroscopic and thermal analyses of 1 : 1 mixtures provide indirect evidence of XB interactions, whereas X-ray crystallography provides direct evidence that XB and π-stacking are present in both co-crystals. Density functional theory (DFT) computations provide insight into the relative electronic energetics of each pair-wise contact observed in the experimentalF 5 BAI-PyrFur 2 andF 5 BAI-PyrThio 2 co-crystals.