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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2018
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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. |
format | Online Article Text |
id | pubmed-5956319 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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