Crystal structure of usnic acid sodium salt 2 1/2 hydrate

B. Ribár, A. Kapor, G. Argay, P. Engel, Z. Djarmati, R. M. Jankov

Research output: Contribution to journalArticle

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Abstract

Usnic acid, 1,3(2H,9bH)-dibenzofurandione-2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl, (1) was isolated from the lichen Usnea barbata by supercritical CO2 extraction. The corresponding sodium salt 2 1/2 hydrate was obtained by reacting the acid with sodium carbonate. (C18H15O7Na·2.5 H2O) × 2, Mr=822.68, triclinic, P1, a=14.179(8), b=7.369(4), c=9.109(6)Å, α=88.47(2), β=105.35(2), γ=92.27(2)°, V=917(2)Å3, Z=1, Dx=1.490 g cm-3, λ(Mo Kα)=0.71073 Å, μ=1.32 cm-1, F(000)=430, T=293(2)K. The structure was solved by direct methods and refined to R=0.038 for 3229 observed reflections. Both Na ions are pentacoordinated. Their coordination polyhedra are distorted square pyramids bound together by a common water molecule (OW1). The molecules are also joined together by a common water oxygen (OW2) in an infinite chain which lies parallel to the b-axis. The chains are held together by hydrogen bonds. The conformation of usnic acid in the complex differs from that found previously by a rotation of the acetyl group bound to the cyclohexadienone ring.

Original languageEnglish
Pages (from-to)107-111
Number of pages5
JournalJournal of Crystallographic and Spectroscopic Research
Volume23
Issue number2
DOIs
Publication statusPublished - Feb 1993

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Hydrates
hydrates
Salts
Crystal structure
Sodium
sodium
salts
acids
crystal structure
Usnea
lichens
sodium carbonates
Lichens
Molecules
Water
pyramids
polyhedrons
water
Conformations
molecules

ASJC Scopus subject areas

  • Condensed Matter Physics
  • Spectroscopy
  • Structural Biology

Cite this

Crystal structure of usnic acid sodium salt 2 1/2 hydrate. / Ribár, B.; Kapor, A.; Argay, G.; Engel, P.; Djarmati, Z.; Jankov, R. M.

In: Journal of Crystallographic and Spectroscopic Research, Vol. 23, No. 2, 02.1993, p. 107-111.

Research output: Contribution to journalArticle

Ribár, B. ; Kapor, A. ; Argay, G. ; Engel, P. ; Djarmati, Z. ; Jankov, R. M. / Crystal structure of usnic acid sodium salt 2 1/2 hydrate. In: Journal of Crystallographic and Spectroscopic Research. 1993 ; Vol. 23, No. 2. pp. 107-111.
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abstract = "Usnic acid, 1,3(2H,9bH)-dibenzofurandione-2,6-diacetyl-7,9-dihydroxy-8,9b-dimethyl, (1) was isolated from the lichen Usnea barbata by supercritical CO2 extraction. The corresponding sodium salt 2 1/2 hydrate was obtained by reacting the acid with sodium carbonate. (C18H15O7Na·2.5 H2O) × 2, Mr=822.68, triclinic, P1, a=14.179(8), b=7.369(4), c=9.109(6){\AA}, α=88.47(2), β=105.35(2), γ=92.27(2)°, V=917(2){\AA}3, Z=1, Dx=1.490 g cm-3, λ(Mo Kα)=0.71073 {\AA}, μ=1.32 cm-1, F(000)=430, T=293(2)K. The structure was solved by direct methods and refined to R=0.038 for 3229 observed reflections. Both Na ions are pentacoordinated. Their coordination polyhedra are distorted square pyramids bound together by a common water molecule (OW1). The molecules are also joined together by a common water oxygen (OW2) in an infinite chain which lies parallel to the b-axis. The chains are held together by hydrogen bonds. The conformation of usnic acid in the complex differs from that found previously by a rotation of the acetyl group bound to the cyclohexadienone ring.",
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