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Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate

The mol­ecule of the title Schiff base, C(8)H(8)BrN(3)OS·C(2)H(6)OS, which crystallizes as a di­methyl sulfoxide (DMSO) monosolvate, displays an E configuration with respect to the C=N bond, with a dihedral angle of 14.54 (11)° between the benzene ring and the mean plane of the N—N—C(N)=S unit. In t...

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Detalles Bibliográficos
Autores principales: Sivajeyanthi, Palaniyappan, Jeevaraj, Muthaiah, Edison, Bellarmin, Balasubramani, Kasthuri
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956319/
https://www.ncbi.nlm.nih.gov/pubmed/29850036
http://dx.doi.org/10.1107/S2056989018000233
Descripción
Sumario:The mol­ecule of the title Schiff base, C(8)H(8)BrN(3)OS·C(2)H(6)OS, which crystallizes as a di­methyl sulfoxide (DMSO) monosolvate, displays an E configuration with respect to the C=N bond, with a dihedral angle of 14.54 (11)° between the benzene ring and the mean plane of the N—N—C(N)=S unit. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds, forming chains propagating along the b-axis direction. Within the chains there are R (2) (3)(11) ring motifs, which are reinforced by C—H⋯O(DMSO) hydrogen bonds enclosing secondary R (1) (2)(6) and R (2) (3)(9) loops. The chains are linked by O—H(hydrox­yl)⋯S hydrogen bonds, forming layers parallel to (011). Inversion-related layers are linked by short Br⋯Br inter­actions [3.5585 (5) Å], forming slabs parallel to (011). The inter­molecular inter­actions have been investigated using Hirshfeld surface studies and two-dimensional fingerprint plots. The crystal structure of the unsolvated form of the title compound has been reported previously [Kargar et al. (2010). Acta Cryst. E66, o2999], and its solid-state structure is compared with that of the title solvated form.