90052-23-6Relevant articles and documents
Anomeric Effects involving a Carbon-Sulphur Bond: The X-Ray Crystal Structure of Methyl (Z)-2-Methoxy-3-methyl-2-(N-methylanilino)-4-oxothiazolidin-5-ylidene-ethanoate
Orrell, Anthony P. K.,Wallis, John D.
, p. 227 - 230 (2007/10/02)
In the X-ray crystal structure of the title compound (6) the C(2)-S(1) bond is antiperiplanar to two lone pairs from the 2-methoxy- and 2-(N-methylanilino)-groups and is lengthened to 1.880(2) Angstroem.The second lone pair on the 2-methoxy oxygen atom is antiperiplanar to the endocyclic C-N bond.The crystallographic evidence for anomeric interactions between oxygen or nitrogen lone pairs and C-S bonds is discussed and the latter appear to be stronger.Crystal data for (6): C15H18N2O4S, Mr=322.4, triclinic, P1, a=8.344(1), b=10.045(5), c=10.905(2) Angstroem, α=106.52(3), β=109.99(1), γ=97.10(2) deg, Z=2, Dc=1.34 g cm-3, μ(Mo-Kα)=0.59 mm-1, final R-value=0.039 for 1981 reflections with I>/=3?(I).