Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Naziri, Mir Abolfazl, Şahin, Ertan, Hökelek, Tuncer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
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
_version_ 1783322441803628544
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
work_keys_str_mv AT nazirimirabolfazl crystalstructureandhirshfeldsurfaceanalysisofe424hydroxybenzoylhydrazin1ylidenemethylpyridin1iumnitrate
AT sahinertan crystalstructureandhirshfeldsurfaceanalysisofe424hydroxybenzoylhydrazin1ylidenemethylpyridin1iumnitrate
AT hokelektuncer crystalstructureandhirshfeldsurfaceanalysisofe424hydroxybenzoylhydrazin1ylidenemethylpyridin1iumnitrate