Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-meth­oxy­benzyl­idene)benzohydrazide

The title Schiff base compound, C(15)H(13)BrN(2)O(2), displays an E configuration with respect to the C=N double bond, which forms a dihedral angle of 58.06 (9)° with the benzene ring. In the crystal, the mol­ecules are linked into chains parallel to the b axis by N—H⋯O and C—H⋯O hydrogen bonds, giv...

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Autores principales: Balasubramani, Kasthuri, Premkumar, Ganesan, Sivajeyanthi, Palaniyappan, Jeevaraj, Muthaiah, Edison, Bellarmin, Swu, Toka
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Research Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6176425/
https://www.ncbi.nlm.nih.gov/pubmed/30319810
http://dx.doi.org/10.1107/S2056989018013373
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author Balasubramani, Kasthuri
Premkumar, Ganesan
Sivajeyanthi, Palaniyappan
Jeevaraj, Muthaiah
Edison, Bellarmin
Swu, Toka
author_facet Balasubramani, Kasthuri
Premkumar, Ganesan
Sivajeyanthi, Palaniyappan
Jeevaraj, Muthaiah
Edison, Bellarmin
Swu, Toka
author_sort Balasubramani, Kasthuri
collection PubMed
description The title Schiff base compound, C(15)H(13)BrN(2)O(2), displays an E configuration with respect to the C=N double bond, which forms a dihedral angle of 58.06 (9)° with the benzene ring. In the crystal, the mol­ecules are linked into chains parallel to the b axis by N—H⋯O and C—H⋯O hydrogen bonds, giving rise to rings with an R (2) (1)(6) graph-set motif. The chains are further linked into a three-dimensional network by C—H⋯π inter­actions. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from C⋯H (33.2%), H⋯H (27.7%), Br⋯H/H⋯Br (14.2%) and O⋯H/H⋯O (13.6%) inter­actions. The title compound has also been characterized by frontier mol­ecular orbital analysis.
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spelling pubmed-61764252018-10-12 Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-meth­oxy­benzyl­idene)benzohydrazide Balasubramani, Kasthuri Premkumar, Ganesan Sivajeyanthi, Palaniyappan Jeevaraj, Muthaiah Edison, Bellarmin Swu, Toka Acta Crystallogr E Crystallogr Commun Research Communications The title Schiff base compound, C(15)H(13)BrN(2)O(2), displays an E configuration with respect to the C=N double bond, which forms a dihedral angle of 58.06 (9)° with the benzene ring. In the crystal, the mol­ecules are linked into chains parallel to the b axis by N—H⋯O and C—H⋯O hydrogen bonds, giving rise to rings with an R (2) (1)(6) graph-set motif. The chains are further linked into a three-dimensional network by C—H⋯π inter­actions. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from C⋯H (33.2%), H⋯H (27.7%), Br⋯H/H⋯Br (14.2%) and O⋯H/H⋯O (13.6%) inter­actions. The title compound has also been characterized by frontier mol­ecular orbital analysis. International Union of Crystallography 2018-09-28 /pmc/articles/PMC6176425/ /pubmed/30319810 http://dx.doi.org/10.1107/S2056989018013373 Text en © Balasubramani 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
Balasubramani, Kasthuri
Premkumar, Ganesan
Sivajeyanthi, Palaniyappan
Jeevaraj, Muthaiah
Edison, Bellarmin
Swu, Toka
Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-meth­oxy­benzyl­idene)benzohydrazide
title Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-meth­oxy­benzyl­idene)benzohydrazide
title_full Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-meth­oxy­benzyl­idene)benzohydrazide
title_fullStr Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-meth­oxy­benzyl­idene)benzohydrazide
title_full_unstemmed Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-meth­oxy­benzyl­idene)benzohydrazide
title_short Crystal structure, Hirshfeld surface analysis and HOMO–LUMO analysis of (E)-4-bromo-N′-(4-meth­oxy­benzyl­idene)benzohydrazide
title_sort crystal structure, hirshfeld surface analysis and homo–lumo analysis of (e)-4-bromo-n′-(4-meth­oxy­benzyl­idene)benzohydrazide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6176425/
https://www.ncbi.nlm.nih.gov/pubmed/30319810
http://dx.doi.org/10.1107/S2056989018013373
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