title: Two terphenyl-based diol hosts and corresponding solvent inclusions with dimethylformamide and acetonitrile.
abstract: Having reference to an elongated structural modification of 2,2'-bis(hydroxydiphenylmethyl)biphenyl, (I), the two 1,1':4',1''-terphenyl-based diol hosts 2,2''-bis(hydroxydiphenylmethyl)-1,1':4',1''-terphenyl, C44H34O2, (II), and 2,2''-bis[hydroxybis(4-methylphenyl)methyl]-1,1':4',1''-terphenyl, C48H42O2, (III), have been synthesized and studied with regard to their crystal structures involving different inclusions, i.e. (II) with dimethylformamide (DMF), C44H34O2·C2H6NO, denoted (IIa), (III) with DMF, C48H42O2·C2H6NO, denoted (IIIa), and (III) with acetonitrile, C48H42O2·CH3CN, denoted (IIIb). In the solvent-free crystals of (II) and (III), the hydroxy H atoms are involved in intramolecular O-H···π hydrogen bonding, with the central arene ring of the terphenyl unit acting as an acceptor. The corresponding crystal structures are stabilized by intermolecular C-H···π contacts. Due to the distinctive acceptor character of the included DMF solvent species in the crystal structures of (IIa) and (IIIa), the guest molecule is coordinated to the host via O-H···O=C hydrogen bonding. In both crystal structures, infinite strands composed of alternating host and guest molecules represent the basic supramolecular aggregates. Within a given strand, the O atom of the solvent molecule acts as a bifurcated acceptor. Similar to the solvent-free cases, the hydroxy H atoms in inclusion structure (IIIb) are involved in intramolecular hydrogen bonding, and there is thus a lack of host-guest interaction. As a result, the solvent molecules are accommodated as C-H···N hydrogen-bonded inversion-symmetric dimers in the channel-like voids of the host lattice.
authors: Institut für Organische Chemie, TU Bergakademie Freiberg, Leipziger Strasse 29, D-09596 Freiberg/Sachsen, Germany.
authors: Hendrik
authors: H
authors: Klien
authors: Institut für Organische Chemie, TU Bergakademie Freiberg, Leipziger Strasse 29, D-09596 Freiberg/Sachsen, Germany.
authors: Wilhelm
authors: W
authors: Seichter
authors: Department of Chemistry, University of Ioannina, GR-45110 Ioannina, Greece.
authors: Konstantinos
authors: K
authors: Skobridis
authors: Institut für Organische Chemie, TU Bergakademie Freiberg, Leipziger Strasse 29, D-09596 Freiberg/Sachsen, Germany.
authors: Edwin
authors: E
authors: Weber
keywords: crystal structure; diol hosts; host synthesis; inclusion compounds; solvent inclusion; supramolecular interactions