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Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate
The asymmetric unit of the title aroyl hydrazone Schiff base salt, C(13)H(12)N(3)O(2) (+)·N O(3) (−), consists of one molecular cation in the keto tautomeric form, adopting an E configuration with respect to the azomethine bond, and one nitrate anion. The two units are linked via an N—H⋯O hydrogen...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947795/ https://www.ncbi.nlm.nih.gov/pubmed/29765715 http://dx.doi.org/10.1107/S2056989018002141 |
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author | Naziri, Mir Abolfazl Şahin, Ertan Hökelek, Tuncer |
author_facet | Naziri, Mir Abolfazl Şahin, Ertan Hökelek, Tuncer |
author_sort | Naziri, Mir Abolfazl |
collection | PubMed |
description | The asymmetric unit of the title aroyl hydrazone Schiff base salt, C(13)H(12)N(3)O(2) (+)·N O(3) (−), consists of one molecular cation in the keto tautomeric form, adopting an E configuration with respect to the azomethine bond, and one nitrate anion. The two units are linked via an N—H⋯O hydrogen bond. The molecule overall is non-planar, with the pyridinium and benzene rings being inclined to each other by 4.21 (4)°. In the crystal, cations and anions are linked via intermolecular O—H⋯O and bifurcated N—H⋯O hydrogen bonds, forming a two-dimensional network parallel to (101). These networks are further linked by C—H⋯O hydrogen bonds, forming slabs parallel to (101). The slabs are linked by offset π–π interactions, involving the benzene and pyridinium rings of adjacent slabs [intercentroid distance = 3.610 (2) Å], forming a three-dimensional structure. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯O/O⋯H (45.1%), H⋯H (19.3%), H⋯C/C⋯H (14.5%), H⋯N/N⋯H (7.9%) and C⋯C (6.0%) interactions. |
format | Online Article Text |
id | pubmed-5947795 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-59477952018-05-15 Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate Naziri, Mir Abolfazl Şahin, Ertan Hökelek, Tuncer Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title aroyl hydrazone Schiff base salt, C(13)H(12)N(3)O(2) (+)·N O(3) (−), consists of one molecular cation in the keto tautomeric form, adopting an E configuration with respect to the azomethine bond, and one nitrate anion. The two units are linked via an N—H⋯O hydrogen bond. The molecule overall is non-planar, with the pyridinium and benzene rings being inclined to each other by 4.21 (4)°. In the crystal, cations and anions are linked via intermolecular O—H⋯O and bifurcated N—H⋯O hydrogen bonds, forming a two-dimensional network parallel to (101). These networks are further linked by C—H⋯O hydrogen bonds, forming slabs parallel to (101). The slabs are linked by offset π–π interactions, involving the benzene and pyridinium rings of adjacent slabs [intercentroid distance = 3.610 (2) Å], forming a three-dimensional structure. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯O/O⋯H (45.1%), H⋯H (19.3%), H⋯C/C⋯H (14.5%), H⋯N/N⋯H (7.9%) and C⋯C (6.0%) interactions. International Union of Crystallography 2018-02-07 /pmc/articles/PMC5947795/ /pubmed/29765715 http://dx.doi.org/10.1107/S2056989018002141 Text en © Naziri 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 Naziri, Mir Abolfazl Şahin, Ertan Hökelek, Tuncer Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate |
title | Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate |
title_full | Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate |
title_fullStr | Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate |
title_short | Crystal structure and Hirshfeld surface analysis of (E)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate |
title_sort | crystal structure and hirshfeld surface analysis of (e)-4-{[2-(4-hydroxybenzoyl)hydrazin-1-ylidene]methyl}pyridin-1-ium nitrate |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5947795/ https://www.ncbi.nlm.nih.gov/pubmed/29765715 http://dx.doi.org/10.1107/S2056989018002141 |
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