The unusual molecular organization of 2,3-bis(n-hexyloxy)anthracene in the crystal. A hint to the origin of the gelifying properties of 2,3-bis(n-alkyloxy)anthracenes?
Pozzo, Jean-Luc; Desvergne, Jean-Pierre; Clavier, Gilles M.; Bouas-Laurent, Henri; Jones, Peter G.; Perlstein, Jerry; Pozzo Jean-Luc; Université Bordeaux 1, CNRS UMR 5802, Photochimie Organique; Desvergne Jean-Pierre; Université Bordeaux 1, CNRS UMR 5802, Photochimie Organique; Clavier Gilles M.; Université Bordeaux 1, CNRS UMR 5802, Photochimie Organique; Bouas-Laurent Henri; Université Bordeaux 1, CNRS UMR 5802, Photochimie Organique; Jones Peter G.; Institut für Anorganische und Analytische Chemie der Technische Universität Braunschweig; Perlstein Jerry; Center for Photoinduced Charge Transfer, Department of Chemistry, University of Rochester
Журнал:
Journal of the Chemical Society, Perkin Transactions 2
Дата:
2001
Аннотация:
Unlike most anthracene derivatives and other oblong shaped aromatics, 2,3-bis(n-hexyloxy)anthracene (DHOA) crystallizes in the space group R(â 3) with unit cell parameters aâ =â bâ =â 14.639, câ =â 54.435 Ã . The molecular packing is composed of arrays of molecular triads. By computing the interaction potential of all the molecules with one another in space group R(â 3), the lowest energy structure is found to be a triad and the lowest energy layer a coplanar head-to-tail packing of these triads; most of the crystal energy is associated with the layer formation and the binding energy of the various structures is calculated to depend essentially on the non-bonded van der Waals interactions. They might prefigure the arrangement of the anthracene nuclei in the gel network nodes formed by 2,3-di-n-alkoxyanthracenes whose alkyl chains possess six or more carbon atoms.
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