Abstract
The molecular structures of methyl 2-(4-nitrophenylthio)benzoate and 2-diazoacetyl-4′-nitrodiphenyl sulphide have been determined by X-ray diffraction. The skew conformation observed for the ester is favourable to the formation of a sulphur(II)—oxygen(carbonyl) close contact, but unfavourable to sulphur(II)—aryl(nitro) conjugation, as shown by S(II)⋯O (2.701 Å) and S(II)⋯C ar(nitro) (1.780 Å) distances. For the diazo compound exhibiting a distorted twist conformation S(II)…O (2.778 Å) and S(II)C ar(nitro) (1.765 Å) were measured. In the latter case, the extremely long CO distance (1.234 Å) and the very low ν(CO) frequency (1600 cm −1) may be due to both the enolate structure of the COCHN 2 group, and the donor—acceptor interaction between carbonyl—oxygen and sulphur(II) atoms. NoS(II)⋯C −C (diazomethyl) close contact was observed.
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