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(4R,4aR,6S,7S,7aS)-6-Hydroxy-7-hy- droxymethyl-4-methylperhydrocyclo- penta[c]pyran-1-one chloroform solvate from Valeriana laxiflora
Khera, Smriti Carducci, Michael D. Gu, Jian-Qiao Timmermann, Barbara N.
Khera, Smriti
Carducci, Michael D.
Gu, Jian-Qiao
Timmermann, Barbara N.
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Abstract
The structure of an iridolactone isolated from Valeriana laxiflora was established as (4R,4aR,6S,7S,7aS)-6-hydroxy-7-hydroxymethyl-4-methylperhydrocyclopenta[c]pyran-1-one chloroform solvate, C10H16O4·CHCl3. The two rings are cis-fused. The [delta]-lactone ring adopts a slightly twisted half-chair conformation with approximate planarity of the lactone group and the cyclopentane ring adopts an envelope conformation. The hydroxy group, the hydroxymethyl group and the methyl group all have [beta] orientations. The absolute configuration was determined using anomalous dispersion data enhanced by the adventitious inclusion of a chloroform solvent molecule. Hydrogen bonding, crystal packing and ring conformations are discussed in detail.
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Date
2004
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International Union of Crystallography
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Khera, S., M. D. Carducci, J.-Q. Gu, and B. N. Timmermann. "(4R,4aR,6S,7S,7aS)-6-Hydroxy-7-hydroxymethyl-4-methylperhydrocyclopenta[c]pyran-1-one chloroform solvate from Valeriana laxiflora." Acta Cryst. (2004). C60, o773-o775 [http://dx.doi.org./10.1107/S0108270104021511