Crystal structure of 5-[(benzo-yloxy)meth-yl]-5,6-dihy-droxy-4-oxo-cyclo-hex-2-en-1-yl benzoate

Acta Crystallographica. Section E, Crystallographic Communications
Theerachart LeepasertTanwawan Duangthongyou

Abstract

The crystal structure of the natural product zeylenone, C21H18O7, was confirmed by single-crystal X-ray diffraction. The crystal structure has three chiral centers at positions C1, C5 and C6 of the cyclo-hexa-none ring, but the absolute configuration could not be determined reliably. The methyl benzoate and benzo-yloxy substituents at positions C1 and C5 of the cyclo-hexenone ring are on the same side of the ring with the dihedral angle between their mean planes being 16.25 (10)°. These rings are almost perpendicular to the cyclo-hexenone ring. The benzoate groups and two hydroxyl groups on the cyclo-hexenone ring form strong hydrogen bonds to consolidate the crystal structure. In addition, weak C-H⋯O hydrogen bonds also contribute to the packing of the structure.

References

Jul 27, 2001·Bioscience, Biotechnology, and Biochemistry·Y TakeuchiT Oritani
Oct 4, 2006·Chemical & Pharmaceutical Bulletin·Yi ZhangShi Lin Yang
May 31, 2013·Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials·Simon ParsonsTrixie Wagner
Dec 30, 2014·Acta Crystallographica. Section A, Foundations and Advances·Luc J BourhisHorst Puschmann
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
Jul 14, 2018·Acta Crystallographica. Section E, Crystallographic Communications·Zeliha AtioğluHumay M Panahova
Aug 29, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Shuxian YangLi Cao

❮ Previous
Next ❯

Citations

Jul 28, 2021·Pest Management Science·Jianguo HeRanfeng Sun

❮ Previous
Next ❯

Methods Mentioned

BETA
X-ray
circular dichroism
column chromatography

Software Mentioned

Discovery Studio visualizer
GAUSSIAN

Related Concepts

Related Feeds

Alternative Complement Pathway

The Alternative Complement Pathway is part of the innate immune system, and activation generates membrane attack complexes that kill pathogenic cells. Discover the latest research on the Alternative Complement Pathway.

Related Papers

Acta Crystallographica. Section E, Structure Reports Online
Hao Zhang, Yi-Min Hu
Acta Crystallographica. Section E, Structure Reports Online
R ArchanaR J Butcher
© 2021 Meta ULC. All rights reserved