Umezono Satoru, Ikeda Satoshi, Okuno Tsunehisa
Department of Material Science and Chemistry, Wakayama University, Sakaedani, Wakayama 640-8510, Japan.
Acta Crystallogr C. 2013 Dec 15;69(Pt 12):1553-6. doi: 10.1107/S0108270113031661. Epub 2013 Nov 30.
The title compounds, C14H9NOS, (1), and C14H9NO2S, (2), are oxidation products of the parent compound 10-ethynyl-10H-phenothiazine. They differ with respect to transannular interactions, the intramolecular S···N contact being shorter in (2). Intermolecular Csp-H···O hydrogen bonds were detected in both crystals, and (1) was found to form stronger hydrogen bonds. These results are in agreement with the lower acidity of Csp-H in (2), caused by an increase in π-electron density due to the transannular S···N interaction.
标题化合物C₁₄H₉NOS（1）和C₁₄H₉NO₂S（2）是母体化合物10-乙炔基-10H-吩噻嗪的氧化产物。它们在跨环相互作用方面存在差异，分子内S···N接触在（2）中较短。在两种晶体中均检测到分子间Csp-H···O氢键，并且发现（1）形成更强的氢键。这些结果与（2）中Csp-H较低的酸度一致，这是由于跨环S···N相互作用导致π电子密度增加所致。
