title: N-H···O and C-H···F hydrogen bonds in the incommensurately modulated crystal structure of adamantan-1-ammonium 4-fluorobenzoate.
abstract: At low temperatures the organic salt adamantan-1-ammonium 4-fluorobenzoate, C10H18N(+)·C7H4FO2(-), possesses an incommensurately modulated crystal structure. The effect of the modulation on the atomic arrangement and intermolecular interactions is studied by analysing single-crystal X-ray diffraction data within the (3 + 1)-dimensional superspace approach and superspace group P2(1)/n(α0γ)00. The modulation strongly affects the position of the atoms as well as their atomic displacement parameters. Nevertheless, the molecular cations and anions are built by rigid moieties, which vary their orientation with respect to each other as a function of the phase of the modulation t. Cations and anions are connected into slabs by dense N-H···O and C-H···F hydrogen-bonded networks, which are characterized by being rather rigid and which show only a little variation as a function of the phase of the modulation t.
authors: Laboratory of Crystallography, University of Bayreuth, 95440 Bayreuth, Germany.
authors: Andreas
authors: A
authors: Schönleber
authors: Laboratory of Crystallography, University of Bayreuth, 95440 Bayreuth, Germany.
authors: Sander
authors: S
authors: van Smaalen
authors: Currenta GmbH & Co. OHG, 51368 Leverkusen, Germany.
authors: Hans Christoph
authors: HC
authors: Weiss
authors: Chammünsterstr. 47, 81827 München, Germany.
authors: Andreas J
authors: AJ
authors: Kesel
mesh_terms: D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry; D000998:Antiviral Agents / Q000737:chemistry*; D001565:Benzoates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D008968:Molecular Conformation
chemical_list: D000998:Antiviral Agents; D001565:Benzoates; D000218:Adamantane
keywords: amantadine congeners; incommensurately modulated structure; pharmaceutical