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Journal of the Chilean Chemical Society

versión On-line ISSN 0717-9707

Resumen

BRITO, IVÁN et al. CRYSTAL STRUCTURE OF 3,4-DIHYDROXY-5-GERANYL-BENZOIC ACID. J. Chil. Chem. Soc. [online]. 2016, vol.61, n.3, pp.3136-3139. ISSN 0717-9707.  http://dx.doi.org/10.4067/S0717-97072016000300026.

The crystal structure of the aromatic compound 3,4-dihydroxy-5-geranyl-benzoic acid (5) is reported for the first time. This compound was isolated from the resinous exudate of Manto Negro (Heliotropium taltalense I. M. Johnst), an endemic species growing in The Atacama Desert using a combination of High speed counter current chromatography (HSCCC) and permeation through Sephadex LH-20. The structure was elucidated by spectroscopic means and confirmed by X-ray crystal-structure analysis. All OH groups are involved in hydrogen bonding with the average H···O distance of 2.760(3) Å and O-H···O angles in the range 125-159°, so in the crystal packing the molecules are associated by three strong intermolecular hydrogen bonds forming ring with graph-set motif R22(14) R22(6).

Palabras clave : New phenolic structure; benzoic acid derivative; flavonoids; Chilean plants; Heliotropium; NMR; X-ray diffraction.

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