Abstract

In the title compound, C17H18O5S, 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.

Highlights

  • In the title compound, C17H18O5S, 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 dioxene ring adopts a halfchair conformation, with the C atoms of the methylene groups displaced by À0.325 (2) and 0.341 (3) Afrom 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 = À0.025 (2) and À0.196 (2) A ], whereas the C

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Summary

Bruker SMART CCD diffractometer

C17H18O5S, 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 halfchair conformation, with the C atoms of the methylene groups displaced by À0.325 (2) and 0.341 (3) Afrom 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 = À0.025 (2) and À0.196 (2) A ], whereas the C atom of the para-methoxy group is significantly displaced [by À1.107 (2) A ]. C—HÁ Á ÁO hydrogen bonds link the molecules into [011] chains, which feature two different types of R22(6) loops

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