title: Influence of ring size on the strength of carbon bonding complexes between anions and perfluorocycloalkanes.
abstract: In this paper we combine high level theoretical calculations (RI-MP2/def2-TZVP) with Cambridge Structural Database (CSD) analysis to demonstrate the importance of carbon bonding in cyclobutane rings. The higher ability of four-membered rings to interact with electron rich molecules is rationalized using several computational tools, including molecular electrostatic potential surfaces, energetic and geometric features of the complexes and "atoms in molecules" analysis. We have found that the solid state architectures of several X-ray structures, retrieved from the CSD searches, strongly support the theoretical calculations. In particular, carbon bonding interactions are quite common in nitro-substituted cubanes.
authors.affiliation: Departament de Química, Universitat de les Illes Balears, Crta. de Valldemossa km 7.5, 07122 Palma de Mallorca (Baleares), Spain. toni.frontera@uib.es.
authors.forename: Antonio
authors.initials: A
authors.lastname: Bauzá
authors.forename: Tiddo J
authors.initials: TJ
authors.lastname: Mooibroek
authors.forename: Antonio
authors.initials: A
authors.lastname: Frontera
mesh_terms: D000838:Anions / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D003503:Cyclobutanes / Q000737:chemistry*; D005466:Fluorocarbons / Q000737:chemistry*; D010316:Particle Size; D011789:Quantum Theory; D055672:Static Electricity; D013499:Surface Properties
chemical_list: D000838:Anions; D003503:Cyclobutanes; D005466:Fluorocarbons; D002244:Carbon