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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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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
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author Sivajeyanthi, Palaniyappan
Jeevaraj, Muthaiah
Edison, Bellarmin
Balasubramani, Kasthuri
author_facet Sivajeyanthi, Palaniyappan
Jeevaraj, Muthaiah
Edison, Bellarmin
Balasubramani, Kasthuri
author_sort Sivajeyanthi, Palaniyappan
collection PubMed
description 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.
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spelling pubmed-59563192018-05-30 Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate Sivajeyanthi, Palaniyappan Jeevaraj, Muthaiah Edison, Bellarmin Balasubramani, Kasthuri Acta Crystallogr E Crystallogr Commun Research Communications 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. International Union of Crystallography 2018-01-09 /pmc/articles/PMC5956319/ /pubmed/29850036 http://dx.doi.org/10.1107/S2056989018000233 Text en © Sivajeyanthi et al. 2018 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Sivajeyanthi, Palaniyappan
Jeevaraj, Muthaiah
Edison, Bellarmin
Balasubramani, Kasthuri
Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate
title Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate
title_full Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate
title_fullStr Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate
title_short Crystal structure and Hirshfeld surface analysis of (E)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate
title_sort crystal structure and hirshfeld surface analysis of (e)-2-(5-bromo-2-hy­droxy­benzyl­idene)hydrazine­carbo­thio­amide di­methyl sulfoxide monosolvate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5956319/
https://www.ncbi.nlm.nih.gov/pubmed/29850036
http://dx.doi.org/10.1107/S2056989018000233
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