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Crystal structure of N-(4-hy­droxy­benz­yl)acetone thio­semicarbazone

The structure of the title compound, C(11)H(15)N(3)OS, shows the flexibility due to the methyl­ene group at the thio­amide N atom in the side chain, resulting in the mol­ecule being non-planar. The dihedral angle between the plane of the benzene ring and that defined by the atoms of the thio­semicar...

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Detalles Bibliográficos
Autores principales: Argibay-Otero, Saray, Vázquez-López, Ezequiel M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588586/
https://www.ncbi.nlm.nih.gov/pubmed/28932480
http://dx.doi.org/10.1107/S2056989017012129
Descripción
Sumario:The structure of the title compound, C(11)H(15)N(3)OS, shows the flexibility due to the methyl­ene group at the thio­amide N atom in the side chain, resulting in the mol­ecule being non-planar. The dihedral angle between the plane of the benzene ring and that defined by the atoms of the thio­semicarbazide arm is 79.847 (4)°. In the crystal, the donor–acceptor hydrogen-bond character of the –OH group dominates the inter­molecular associations, acting as a donor in an O—H⋯S hydrogen bond, as well as being a double acceptor in a centrosymmetric cyclic bridging N—H⋯O,O′ inter­action [graph set R (2) (2)(4)]. The result is a one-dimensional duplex chain structure, extending along [111]. The usual N—H⋯S hydrogen-bonding association common in thio­semicarbazone crystal structures is not observed.