Synthesis and Crystal Structure of Chiral Substituted (S)-2-[(4-Methoxyphenoxy) Methyl]-15-Crown-5 Ether with Sodium Perchlorate Complex

DOGAN N. , Ozbey S., Karakaplan M., Aral T.

JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, vol.38, no.12, pp.943-947, 2008 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 38 Issue: 12
  • Publication Date: 2008
  • Doi Number: 10.1007/s10870-008-9417-8
  • Page Numbers: pp.943-947


The crystal and molecular structure of chiral crown ether, (S)-2-[(4-methoxyphenoxy)methyl]-15-crown-5 center dot NaClO(4), has been determined by single-crystal X-ray diffraction. The complex crystallizes in the orthorombic space group Pbca with Z = 8. Lattice parameters are a = 11.451(2), b = 12.842(3), c = 31.330(7) angstrom. The structure was refined to R factor of 0.0547. The Na ion is heptacoordinated. The Na-O(ether) distances range from 2.363(4) to 2.433(4) degrees and average 2.404(5) degrees. Perchlorate anion is bounded to sodium ion asymmetrically; the Na-O8 and Na-O9 distances are 2.444(5) degrees and 2.607(5) degrees. The C-O and C-C distances of the 15-membered ring average 1.419(9) and 1.478(12) degrees while the O-C-C and C-O-C angles average 108.2(6)degrees and 115.4(6)degrees.