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Crystal structure of a photobiologically active furanocoumarin from Artemisia reticulata
The title furanocoumarin, C(14)H(12)O(4) [systematic name: 9-hydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one], crystallizes with two independent molecules (A and B) in the asymmetric unit. The two molecules differ essentially in the orientation of the propenyl group with resp...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4910321/ https://www.ncbi.nlm.nih.gov/pubmed/27375865 http://dx.doi.org/10.1107/S2056989016003303 |
Sumario: | The title furanocoumarin, C(14)H(12)O(4) [systematic name: 9-hydroxy-2-(prop-1-en-2-yl)-2,3-dihydro-7H-furo[3,2-g]chromen-7-one], crystallizes with two independent molecules (A and B) in the asymmetric unit. The two molecules differ essentially in the orientation of the propenyl group with respect to the mean plane of the furanocoumarin moiety; the O—C(H)—C=C torsion angle is 122.2 (7)° in molecule A and −10.8 (11)° in molecule B. In the crystal, the A and B molecules are linked via O—H⋯O hydrogen bonds, forming zigzag –A–B–A–B– chains propagating along [001]. The chains are reinforced by bifurcated C—H⋯(O,O) hydrogen bonds, forming ribbons which are linked via C—H⋯π and π–π interactions [intercentroid distance = 3.602 (2) Å], forming a three-dimensional structure. |
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