Solid-state binding of dimethyl sulphoxide involving carboxylic host molecules. X-ray crystal structures of four inclusion species View Full Text


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Article Info

DATE

1990-04

AUTHORS

Ingeborg Csöregh, Mátyás Czugler, Anne Ertan, Edwin Weber, Jochen Ahrendt

ABSTRACT

The crystal structures of four dimethyl sulphoxide (DMSO) inclusion compounds with different carboxylic acid hosts,1–4, have been studied by single crystal X-ray analysis. Crystals of thetrans-9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid inclusion compound (1a), [1 · DMSO (1: 1)] show monoclinic (P21/n) symmetry with the unit cell dimensionsa = 11.522(4),b = 18.658(2),c = 8.709(1) Å and β = 98.92(2)°. The clathrate of the 9,10-dihydro-9,10-ethanoanthracene-11,12-dicarboxylic acid (2a), [2 · DMSO (1: 2)] is triclinic (PĪ) with the cell dimensionsa = 15.043(7),b =9.657(4),c = 8.118(7) Å, α = 101.81(5), β = 96.05(4) and γ = 100.04(4)°. Triclinic (PĪ) symmetry is shown also by the inclusion compound of 9,10-dihydro-9,10-ethanoanthracene-11-monocarboxylic acid (3a) [3 · DMSO (1:1)] with the cell dimensionsa=6.3132(1),b=7.9846(2),c=17.5314(4) Å, α = 96.46(2), β = 87.08(2) and γ = 106.02(2)°. The 9,9′-bianthryl-2-monocarboxylic acid clathrate (4a) [4 · DMSO (1:1)] is monoclinic (P21/n) and the cell dimensions area = 19.625(18),b = 8.817(1),c = 14.076(8) Å and β = 97.92(6)°. In all these structures, the hosts show the same basic recognition pattern for the DMSO guest, involving a strong O-H ... O bond from the COON to the S=O group, and a possible C-H ... O type interaction between the carbonyl O atom of the host and a CH3 group of the guest. The crystals consist of discrete host-guest aggregates which are mainly held together by weak intermolecular interactions of the Van der Waals' type. The stoichiometries of the aggregates are, however, different. More... »

PAGES

275-287

References to SciGraph publications

  • 1983-03. A proposal for the classification and nomenclature of host-guest-type compounds in JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
  • Identifiers

    URI

    http://scigraph.springernature.com/pub.10.1007/bf01041884

    DOI

    http://dx.doi.org/10.1007/bf01041884

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