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For rubrene the energetic analysis evidences lower crystal packing efficiency, strong molecular destabilization and confirms the non\u2010planar twisted equilibrium structure in the gas phase. The results also indicate that phenyl internal rotation in rubrene is highly hindered. The intra\u2010 and intermolecular interactions in crystal tetracene and rubrene were evaluated by computational methods. The representative stacked dimer of the tetracene\u22c5\u22c5\u22c5tetracene interaction in rubrene has lower ionization energy than the one modelling the same interaction in tetracene, due to stronger cation\u22c5\u22c5\u22c5\u03c0 interactions in the cation\u2010radical of rubrene. Charge distribution in the cation dimer is symmetrical in rubrene, whereas in tetracene it is largely localized on the C\u2212H\u22c5\u22c5\u22c5\u03c0 donor partner of the herringbone dimer. These findings highlight the impact of cation\u22c5\u22c5\u22c5\u03c0 interactions on the semiconducting properties of OSCs.<\/jats:p>","DOI":"10.1002\/slct.201601636","type":"journal-article","created":{"date-parts":[[2017,2,17]],"date-time":"2017-02-17T02:12:46Z","timestamp":1487297566000},"page":"1759-1769","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Energetic and Structural Insights into the Molecular and Supramolecular Properties of Rubrene"],"prefix":"10.1002","volume":"2","author":[{"given":"Carlos F. R. A. C.","family":"Lima","sequence":"first","affiliation":[{"name":"CIQ, Departamento de Qu\u00edmica e Bioqu\u00edmica Faculdade de Ci\u00eancias da Universidade do Porto  Porto Portugal"},{"name":"Department of Chemistry &amp; QOPNA University of Aveiro  Aveiro Portugal"}]},{"given":"Jos\u00e9 C. 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