Cargando…

Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate

The title pyridazinone derivative, C(21)H(19)ClN(2)O(3), is not planar. The unsubstituted phenyl ring and the pyridazine ring are inclined to each other, making a dihedral angle of 17.41 (13)° whereas the Cl-substituted phenyl ring is nearly orthogonal to the pyridazine ring [88.19 (13)°]. In the cr...

Descripción completa

Detalles Bibliográficos
Autores principales: El Kalai, Fouad, Baydere, Cemile, Daoui, Said, Saddik, Rafik, Dege, Necmi, Karrouchi, Khalid, Benchat, Noureddine
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658951/
https://www.ncbi.nlm.nih.gov/pubmed/31391989
http://dx.doi.org/10.1107/S2056989019007424
_version_ 1783439042309783552
author El Kalai, Fouad
Baydere, Cemile
Daoui, Said
Saddik, Rafik
Dege, Necmi
Karrouchi, Khalid
Benchat, Noureddine
author_facet El Kalai, Fouad
Baydere, Cemile
Daoui, Said
Saddik, Rafik
Dege, Necmi
Karrouchi, Khalid
Benchat, Noureddine
author_sort El Kalai, Fouad
collection PubMed
description The title pyridazinone derivative, C(21)H(19)ClN(2)O(3), is not planar. The unsubstituted phenyl ring and the pyridazine ring are inclined to each other, making a dihedral angle of 17.41 (13)° whereas the Cl-substituted phenyl ring is nearly orthogonal to the pyridazine ring [88.19 (13)°]. In the crystal, C—H⋯O hydrogen bonds generate dimers with R (2) (2)(10) and R (2) (2)(24) ring motifs which are linked by C—H⋯O inter­actions, forming chains extending parallel to the c-axis direction. The inter­molecular inter­actions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most significant contributions to the crystal packing are from H⋯H (44.5%), C⋯H/H⋯C (18.5%), H⋯O/H⋯O (15.6%), Cl⋯H/H⋯Cl (10.6%) and C⋯C (2.8%) contacts.
format Online
Article
Text
id pubmed-6658951
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-66589512019-08-07 Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate El Kalai, Fouad Baydere, Cemile Daoui, Said Saddik, Rafik Dege, Necmi Karrouchi, Khalid Benchat, Noureddine Acta Crystallogr E Crystallogr Commun Research Communications The title pyridazinone derivative, C(21)H(19)ClN(2)O(3), is not planar. The unsubstituted phenyl ring and the pyridazine ring are inclined to each other, making a dihedral angle of 17.41 (13)° whereas the Cl-substituted phenyl ring is nearly orthogonal to the pyridazine ring [88.19 (13)°]. In the crystal, C—H⋯O hydrogen bonds generate dimers with R (2) (2)(10) and R (2) (2)(24) ring motifs which are linked by C—H⋯O inter­actions, forming chains extending parallel to the c-axis direction. The inter­molecular inter­actions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, revealing that the most significant contributions to the crystal packing are from H⋯H (44.5%), C⋯H/H⋯C (18.5%), H⋯O/H⋯O (15.6%), Cl⋯H/H⋯Cl (10.6%) and C⋯C (2.8%) contacts. International Union of Crystallography 2019-05-24 /pmc/articles/PMC6658951/ /pubmed/31391989 http://dx.doi.org/10.1107/S2056989019007424 Text en © El Kalai et al. 2019 http://creativecommons.org/licenses/by/4.0/ 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/4.0/
spellingShingle Research Communications
El Kalai, Fouad
Baydere, Cemile
Daoui, Said
Saddik, Rafik
Dege, Necmi
Karrouchi, Khalid
Benchat, Noureddine
Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate
title Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate
title_full Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate
title_fullStr Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate
title_short Crystal structure and Hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate
title_sort crystal structure and hirshfeld surface analysis of ethyl 2-[5-(3-chloro­benz­yl)-6-oxo-3-phenyl-1,6-di­hydro­pyridazin-1-yl]acetate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6658951/
https://www.ncbi.nlm.nih.gov/pubmed/31391989
http://dx.doi.org/10.1107/S2056989019007424
work_keys_str_mv AT elkalaifouad crystalstructureandhirshfeldsurfaceanalysisofethyl253chlorobenzyl6oxo3phenyl16dihydropyridazin1ylacetate
AT bayderecemile crystalstructureandhirshfeldsurfaceanalysisofethyl253chlorobenzyl6oxo3phenyl16dihydropyridazin1ylacetate
AT daouisaid crystalstructureandhirshfeldsurfaceanalysisofethyl253chlorobenzyl6oxo3phenyl16dihydropyridazin1ylacetate
AT saddikrafik crystalstructureandhirshfeldsurfaceanalysisofethyl253chlorobenzyl6oxo3phenyl16dihydropyridazin1ylacetate
AT degenecmi crystalstructureandhirshfeldsurfaceanalysisofethyl253chlorobenzyl6oxo3phenyl16dihydropyridazin1ylacetate
AT karrouchikhalid crystalstructureandhirshfeldsurfaceanalysisofethyl253chlorobenzyl6oxo3phenyl16dihydropyridazin1ylacetate
AT benchatnoureddine crystalstructureandhirshfeldsurfaceanalysisofethyl253chlorobenzyl6oxo3phenyl16dihydropyridazin1ylacetate