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CRYSTAL STRUCTURES OF [N′-(2- OXIDOBENZYLIDENE)-N-(PROP-2-EN-1-YL)- CARBAMOHYDRAZONOTHIOATO(2-)](1,10- PHENANTHROLINE)COPPER AND [N′-(2- OXIDOBENZYLIDENE)-N-(PROP-2-EN-1-YL)- CARBAMOHYDRAZONOTHIOATO(2-)](2,2′- BIPYRIDINE)COPPER HEMIHYDRATES

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Abstract

The crystal structures and biological properties of [N′-(2-oxidobenzylidene)-N-(prop-2-en-1-yl)-carbamohydrazonothioato(2-)](1,10-phenanthroline)copper hemihydrate [Cu(1,10-Phen)(L)]·0.5H2O (I) and [N′-(2-oxidobenzylidene)-N-(prop-2-en-1-yl)-carbamohydrazonothioato(2-)](2,2′-bipyridine)copper hemihydrate [Cu(2,2′-BPy)(L)]·0.5H2O (II), where Н2L is 2-(2-hydroxybenzylidene)-N-(prop-2-en-1-yl)hydrazinecarbothioamide, are determined. The asymmetric unit of the unit cell in the crystal structures of I and II contains a copper complex with bidentate amine and a ligand coordinated by the azomethine nitrogen atom, the deprotonated phenolic oxygen atom, and the sulfur atom in the thiol form. The coordination polyhedron of the copper atom in compounds I and II is a distorted tetragonal pyramid. Obtained coordination compounds I and II exhibit antimicrobial and antifungal activities and have minimum inhibitory concentration and bactericidal concentration values in a range of 1.5-500 µg/mL. The study of the antioxidant activity shows that compounds I and II are less active than uncoordinated thiosemicarbazone H2L, but more active than trolox used in medical practice.

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Funding

The work was performed within State Programs of the Republic of Moldova (projects 20.80009.5007.10 and 20.80009.5007.15).

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Authors and Affiliations

  1. Institute of Applied Physics, Chisinau, Moldova

    Yu. M. Chumakov

  2. Moldova State University, Chisinau, Moldova

    V. O. Graur, Ya. I. Ulchina, A. P. Gulea, O. S. Garbuz & V. I. Tsapkov

  3. Institute of Chemistry, Chisinau, Moldova

    V. A. Smaglii

  4. Institute of Zoology, Chisinau, Moldova

    O. S. Garbuz

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  1. Yu. M. Chumakov
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  2. V. O. Graur
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  3. Ya. I. Ulchina
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  4. V. A. Smaglii
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  5. A. P. Gulea
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  6. O. S. Garbuz
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Correspondence to V. O. Graur.

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Russian Text © The Author(s), 2022, published in Zhurnal Strukturnoi Khimii, 2022, Vol. 63, No. 6, pp. 771-779.https://doi.org/10.26902/JSC_id92728

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Chumakov, Y.M., Graur, V.O., Ulchina, Y.I. et al. CRYSTAL STRUCTURES OF [N′-(2- OXIDOBENZYLIDENE)-N-(PROP-2-EN-1-YL)- CARBAMOHYDRAZONOTHIOATO(2-)](1,10- PHENANTHROLINE)COPPER AND [N′-(2- OXIDOBENZYLIDENE)-N-(PROP-2-EN-1-YL)- CARBAMOHYDRAZONOTHIOATO(2-)](2,2′- BIPYRIDINE)COPPER HEMIHYDRATES. J Struct Chem 63, 905–913 (2022). https://doi.org/10.1134/S0022476622060075

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