title: Weak C-H/pi interaction participates in the diastereoselectivity of a host-guest complex in the presence of six strong hydrogen bonds.
abstract: [structure: see text] We report a study of the interaction between methylmethanetriacetic acid (MMTA) and a tripodal amidopyridine receptor 1, where the geometry of the binding is in part governed by a weak C-H/pi interaction in the presence of six strong N(O)-H.O(N) hydrogen bonds. There are two possible binding geometries for the 1:1 complex 1.MMTA; combining computational and experimental evidence we demonstrate that the endo binding mode is more favorable as the result of a C-H/pi interaction.
authors.affiliation: Departament de Química, Universitat de les Illes Balears, Crta. de Valldemossa km 7.5, 07122 Palma de Mallorca, Spain. tonif@soller.uib.es
authors.forename: Antonio
authors.initials: A
authors.lastname: Frontera
authors.forename: Carolina
authors.initials: C
authors.lastname: Garau
authors.forename: David
authors.initials: D
authors.lastname: Quiñonero
authors.forename: Pablo
authors.initials: P
authors.lastname: Ballester
authors.forename: Antoni
authors.initials: A
authors.lastname: Costa
authors.forename: Pere M
authors.initials: PM
authors.lastname: Deyà