Clathrate and channel inclusion systems co-exist in the crystal structure of a bis-C-pivot macrocycle (Z′ = 2)

Bilge S., Coles S. J., Davies D. B., Hursthouse M. B., Kilic Z., Rutherford J. S., ...More

CrystEngComm, vol.10, no.7, pp.873-878, 2008 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 10 Issue: 7
  • Publication Date: 2008
  • Doi Number: 10.1039/b716882a
  • Journal Name: CrystEngComm
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.873-878
  • Ankara University Affiliated: Yes

Abstract

15,22-Bis(dimethoxyphosphoryl)-2,5,8-trioxa-16,21-diazatricyclo [21.4.0.09,14] heptacosa-9,11,13,23,25,27(1)-hexaene (1c) crystallises from tetrahydrofuran/methanol (7:1) as an inclusion compound with one mole of each of the solvent species. The methanol occupies a clathrate inclusion site within a stacked column of host molecules, while the THF occupies channels which lie between the host columns, which are held rigidly apart by antiparallel N-H⋯O=P hydrogen bonds. The marked pseudosymmetry of the crystal structure (Z′ = 2) arises because of the twisting of the host columns about their axes to reduce the channel volumes to fit THF. The phosphorylation reaction of imines used here has the potential to provide a supramolecular synthon of a predictable fixed orientation with respect to such a host molecule. © The Royal Society of Chemistry.