Hydrogen Bonding Versus π-Stacking in Charge-Transfer Co-crystals
Nathan Yee, Afshin Dadvand, Ehsan Hamzehpoor, Hatem M. Titi, Dmitrii F. Perepichka
Abstract
We report a comparative study of two structurally similar donor–acceptor complexes with (1a) and without (2a) H-bonding using X-ray crystallography, spectroscopic analysis, and density functional theory calculations. H-Bonding enhances the donor–acceptor interactions, as manifested in a narrower band gap and shorter π-stacking distance in 1a versus 2a, despite 2 being a stronger donor than 1. Thin-film transistors of 1a showed ambipolar charge transport with “double dip” characteristics, whereas no transistor behavior was observed for 2a.
Topics & Concepts
StackingCrystallographyCharge (physics)Hydrogen bondMaterials scienceCrystal structureHydrogenChemistryMoleculeOrganic chemistryPhysicsQuantum mechanicsCrystallography and molecular interactionsNonlinear Optical Materials ResearchSolid-state spectroscopy and crystallography