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(Z)-5-(3,4,5-Tri­meth­oxy­styr­yl)-2,3-di­hydro­thieno[3,4-b][1,4]dioxine

In the title compound, C(17)H(18)O(5)S, an analogue of the potent anti­cancer agent combretastatin A-4, the alkene C=C bond has a cis conformation and the C—C=C—C torsion angle is 9.0 (3)°. The dihedral angle between the benzene and thio­phene rings is 54.07 (4)°. The dioxene ring adopts a half-chai...

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Detalles Bibliográficos
Autores principales: Liu, Yu-Tao, Chu, Gang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998537/
https://www.ncbi.nlm.nih.gov/pubmed/24826109
http://dx.doi.org/10.1107/S1600536814004437
Descripción
Sumario:In the title compound, C(17)H(18)O(5)S, an analogue of the potent anti­cancer agent combretastatin A-4, the alkene C=C bond has a cis conformation and the C—C=C—C torsion angle is 9.0 (3)°. The dihedral angle between the benzene and thio­phene rings is 54.07 (4)°. The dioxene ring adopts a half-chair conformation, with the C atoms of the methyl­ene groups displaced by −0.325 (2) and 0.341 (3) Å from the plane of the other atoms. The C atoms of the two meta-meth­oxy groups are close to being coplanar with their attached benzene ring [displacements = −0.025 (2) and −0.196 (2) Å], whereas the C atom of the para-meth­oxy group is significantly displaced [by −1.107 (2) Å]. In the crystal, C—H⋯O hydrogen bonds link the mol­ecules into [0-11] chains, which feature two different types of R (2) (2)(6) loops.