Molecular structures of adducts of benzoyl isothiocyanate and hydrazones determined by the X-ray diffraction method.

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概要

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• X-Ray diffraction analysis was used to establish the molecular structures of some adducts of benzoyl isothiocyanate with hydrazones: benzaldehyde 4-benzoyl-2-phenylthiosemicarbazone (<B>1</B>), 2-benzoylimino-3,5-diphenyl-2,3-dihydro-1,3,4-thiadiazole (<B>2</B>), and 5-benzoylimino-2,2-dimethyl-4-phenyl-1,3,4-thiadiazolidine (<B>3</B>). In adducts <B>2</B> and <B>3</B>, a strong intramolecular interaction between sulfur and carbonyl oxygen atoms has been found. The S…O distance is 2.56 Å for <B>2</B> and 2.76 Å for <B>3</B>, and the oxygen atom lies approximately in the plane defined by the sulfur atom and the two carbon atoms bonded to the sulfur atom. The absence of a characteristic absorption due to a carbonyl group in the IR spectra of <B>2</B> and <B>3</B> reflects the intramolecular interaction. The crystal of <B>1</B> is triclinic, space group P\barl, with <I>a</I>=12.041, <I>b</I>=8.414, <I>c</I>=11.298 Å, α=116.13, β=103.39, γ=103.27°; that of <B>2</B> is monoclinic, space group P2<SUB>1</SUB>/c, with <I>a</I>=20.842, <I>b</I>=3.977, <I>c</I>=21.120 Å, β=103.55°; and that of <B>3</B> is monoclinic, space group P2<SUB>1</SUB> with <I>a</I>=12.559, <I>b</I>=6.910, <I>c</I>=10.283 Å, β=115.46°. The structure has been refined by the block-diagonal least-squares method to <I>R</I>=0.089 with 2508 reflections for <B>1</B>, to <I>R</I>=0.088 with 1872 reflections for <B>2</B>, and to <I>R</I>=0.098 with 1031 reflections for <B>3</B>.

• 公益社団法人 日本化学会の論文

著者

• Fukuyama Keiichi

  Faculty Of Engineering Tottori University

• KATSUBE Yukiteru

  Faculty of Engineering, Tottori University

• Tsukihara Kumiko

  Faculty of Engineering, Tottori University

• Yamamoto Iwao

  Department of Chemistry, Shinshu University at Ueda

• Fukutani Yasuhide

  Faculty of Engineering, Tottori University

• Okuda Yukio

  Faculty of Engineering, Tottori University

• Gotoh Haruo

  Department of Chemistry, Shinshu University at Ueda

• Gotoh Haruo

  Department of Chemistry, Faculty of Textile Science and Technology, Shinshu University

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