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Carbon and Nitrogen K-Edge NEXAFS Spectra of Indole, 2,3-Dihydro-7-azaindole, and 3-Formylindole

Aurora Ponzi, Elisa Bernes, Daniele Toffoli, G. Fronzoni, Carlo Callegari, Alessandra Ciavardini, Michele Di Fraia, Robert Richter, Kevin C. Prince, Hanan Sa’adeh, Michele Devetta, Davide Faccialà, C. Vozzi, L. Avaldi, P. Bolognesi, Mattea Carmen Castrovilli, Daniele Catone, Marcello Coreno, Oksana Plekan

2021The Journal of Physical Chemistry A11 citationsDOIOpen Access PDF

Abstract

The near-edge X-ray absorption fine structure (NEXAFS) spectra of indole, 2,3-dihydro-7-azaindole, and 3-formylindole in the gas phase have been measured at the carbon and nitrogen K-edges. The spectral features have been interpreted based on density functional theory (DFT) calculations within the transition potential (TP) scheme, which is accurate enough for a general description of the measured C 1s NEXAFS spectra as well as for the assignment of the most relevant features. For the nitrogen K-edge, the agreement between experimental data and theoretical spectra calculated with TP-DFT was not quite satisfactory. This discrepancy was mainly attributed to the many-body effects associated with the excitation of the core electron, which are better described using the time-dependent density functional theory (TDDFT) with the range-separated hybrid functional CAM-B3LYP. An assignment of the measured N 1s NEXAFS spectral features has been proposed together with a complete description of the observed resonances. Intense transitions from core levels to unoccupied antibonding π* states as well as several transitions with mixed-valence/Rydberg or pure Rydberg character have been observed in the C and N K-edge spectra of all investigated indoles.

Topics & Concepts

ChemistryXANESDensity functional theorySpectral lineTime-dependent density functional theoryAntibonding molecular orbitalRydberg formulaValence (chemistry)Absorption spectroscopyAtomic physicsComputational chemistryElectronIonizationPhysicsOrganic chemistryAtomic orbitalAstronomyQuantum mechanicsIonPhotochemistry and Electron Transfer StudiesAdvanced Chemical Physics StudiesFree Radicals and Antioxidants