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Structural Characterization of New Compound from the Ring-Opening Reaction of 3-(1H-1,2,4-triazol-1-yl)-1,5-Benzothiazepine with Phenylonitrile Oxide

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Abstract

The crystal structure of the product (Z)-2-((Z)-((Z)-1,3-diphenyl-2-(1H-1,2,4-triazol-1-yl)allylidene)amino)phenyl N-hydroxybenzimidothioate (4) was obtained by single crystal X-ray diffraction. The title compound, C30H23N5OS (4), crystallizes in the triclinic space group, P-1, with unit cell parameters a = 8.3306(17) Å, b = 11.394(2) Å, c = 14.560(3) Å, α = 78.75(3)º, β = 89.96(3)º, γ = 70.56(3)º, Z = 2. In the crystal structure, adjacent molecules are linked by O–H···N hydrogen bonds. H-bonds and π–π stacking are the main non-bonding interactions in the molecular structure and give support to molecular packing stability. In addition, the structure is supported by a weak intermolecular C–H···Cg π-ring interaction. Detail of the synthesis, structures, and spectroscopic properties of the title compound is discussed.

Graphical Abstract

The crystal structure of the product (Z)-2-((Z)-((Z)-1,3-diphenyl-2-(1H-1,2,4-triazol-1-yl)allylidene)amino)phenyl N-hydroxybenzimidothioate (4) was obtained by single crystal X-ray diffraction. The title compound, C30H23N5OS (4), crystallizes in the triclinic space group, P-1, with unit cell parameters a = 8.3306(17) Å, b = 11.394(2) Å, c = 14.560(3) Å, α = 78.75(3)º, β = 89.96(3)º, γ = 70.56(3)º, Z = 2. In the crystal structure, adjacent molecules are linked by O–H···N hydrogen bonds. H-bonds and π–π stacking are the main non-bonding interactions in the molecular structure and give support to molecular packing stability. In addition, the structure is supported by a weak intermolecular C–H···Cg π-ring interaction. Detail of the synthesis, structures, and spectroscopic properties of the title compound is discussed.

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Acknowledgments

The authors specially thank the financial support of National Natural Science Foundation of China (No: 20562011, 20662009).

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Authors and Affiliations

  1. College of Materials and Chemical Engineering, Hangzhou Normal University, Hangzhou, 310036, People’s Republic of China

    Sheng-Qin Chen & Fang-Ming Liu

  2. Technology Center of Juhua Group, Quzhou, 324004, People’s Republic of China

    Fei Ding

  3. WuXi PharmaTech Co., Ltd, Shanghai, 200131, People’s Republic of China

    Yi-Chao Zhang

  4. College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi, 830046, People’s Republic of China

    Fang-Ming Liu

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  1. Sheng-Qin Chen
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  2. Fei Ding
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Correspondence to Fang-Ming Liu.

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Chen, SQ., Ding, F., Zhang, YC. et al. Structural Characterization of New Compound from the Ring-Opening Reaction of 3-(1H-1,2,4-triazol-1-yl)-1,5-Benzothiazepine with Phenylonitrile Oxide. J Chem Crystallogr 41, 514–518 (2011). https://doi.org/10.1007/s10870-010-9911-7

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  • DOI: https://doi.org/10.1007/s10870-010-9911-7

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