π-Stacking Isomerism in Polycyclic Aromatic Hydrocarbons: The 2-Naphthalenethiol Dimer
Rizalina Tama Saragi, Camilla Calabrese, Marcos Juanes, R. Pinacho, J.E. Rubio, Cristóbal Pérez, Alberto Lesarri
Abstract
symmetry, structurally analogous to the global minimum of the naphthalene dimer. The experimental data were rationalized with molecular orbital calculations, revealing a shallow potential energy surface. Noncovalent interactions are dominated by dispersion forces according to SAPT energy decomposition. In addition, the reduced electronic density shows a diffuse and extended region of inter-ring interactions, compatible with the description of π-stacking as a competition between dispersion and Pauli repulsion forces.
Topics & Concepts
StackingDimerChemistryNon-covalent interactionsAromaticityHydrogen bondComputational chemistryInteraction energyDensity functional theoryChemical physicsIntramolecular forcePotential energy surfaceDispersion (optics)CrystallographyNaphthaleneStereochemistryMoleculeOrganic chemistryPhysicsOpticsMolecular Spectroscopy and StructureCrystallography and molecular interactionsSynthesis and Properties of Aromatic Compounds