Cargando…

Crystal structure and Hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2H)-one

In this paper, we describe the synthesis of a new di­hydro-2H-pyridazin-3-one derivative. The mol­ecule, C(18)H(16)N(2)O, is not planar; the benzene and pyridazine rings are twisted with respect to each other, making a dihedral angle of 11.47 (2)°, and the toluene ring is nearly perpendicular to the...

Descripción completa

Detalles Bibliográficos
Autores principales: Daoui, Said, Cinar, Emine Berrin, El Kalai, Fouad, Saddik, Rafik, Karrouchi, Khalid, Benchat, Noureddine, Baydere, Cemile, Dege, Necmi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727051/
https://www.ncbi.nlm.nih.gov/pubmed/31523465
http://dx.doi.org/10.1107/S2056989019011551
_version_ 1783449193370615808
author Daoui, Said
Cinar, Emine Berrin
El Kalai, Fouad
Saddik, Rafik
Karrouchi, Khalid
Benchat, Noureddine
Baydere, Cemile
Dege, Necmi
author_facet Daoui, Said
Cinar, Emine Berrin
El Kalai, Fouad
Saddik, Rafik
Karrouchi, Khalid
Benchat, Noureddine
Baydere, Cemile
Dege, Necmi
author_sort Daoui, Said
collection PubMed
description In this paper, we describe the synthesis of a new di­hydro-2H-pyridazin-3-one derivative. The mol­ecule, C(18)H(16)N(2)O, is not planar; the benzene and pyridazine rings are twisted with respect to each other, making a dihedral angle of 11.47 (2)°, and the toluene ring is nearly perpendicular to the pyridazine ring, with a dihedral angle of 89.624 (1)°. The mol­ecular conformation is stabilized by weak intra­molecular C—H⋯N contacts. In the crystal, pairs of N—H⋯O hydrogen bonds link the mol­ecules into inversion dimers with an R (2) (2)(8) ring motif. The inter­molecular inter­actions were investigated using Hirshfeld surface analysis and two-dimensional (2D) fingerprint plots, revealing that the most important contributions for the crystal packing are from H⋯H (56.6%), H⋯C/C⋯H (22.6%), O⋯H/H⋯O (10.0%) and N⋯C/C⋯N (3.5%) inter­actions.
format Online
Article
Text
id pubmed-6727051
institution National Center for Biotechnology Information
language English
publishDate 2019
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-67270512019-09-13 Crystal structure and Hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2H)-one Daoui, Said Cinar, Emine Berrin El Kalai, Fouad Saddik, Rafik Karrouchi, Khalid Benchat, Noureddine Baydere, Cemile Dege, Necmi Acta Crystallogr E Crystallogr Commun Research Communications In this paper, we describe the synthesis of a new di­hydro-2H-pyridazin-3-one derivative. The mol­ecule, C(18)H(16)N(2)O, is not planar; the benzene and pyridazine rings are twisted with respect to each other, making a dihedral angle of 11.47 (2)°, and the toluene ring is nearly perpendicular to the pyridazine ring, with a dihedral angle of 89.624 (1)°. The mol­ecular conformation is stabilized by weak intra­molecular C—H⋯N contacts. In the crystal, pairs of N—H⋯O hydrogen bonds link the mol­ecules into inversion dimers with an R (2) (2)(8) ring motif. The inter­molecular inter­actions were investigated using Hirshfeld surface analysis and two-dimensional (2D) fingerprint plots, revealing that the most important contributions for the crystal packing are from H⋯H (56.6%), H⋯C/C⋯H (22.6%), O⋯H/H⋯O (10.0%) and N⋯C/C⋯N (3.5%) inter­actions. International Union of Crystallography 2019-08-23 /pmc/articles/PMC6727051/ /pubmed/31523465 http://dx.doi.org/10.1107/S2056989019011551 Text en © Daoui 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
Daoui, Said
Cinar, Emine Berrin
El Kalai, Fouad
Saddik, Rafik
Karrouchi, Khalid
Benchat, Noureddine
Baydere, Cemile
Dege, Necmi
Crystal structure and Hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2H)-one
title Crystal structure and Hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2H)-one
title_full Crystal structure and Hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2H)-one
title_fullStr Crystal structure and Hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2H)-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2H)-one
title_short Crystal structure and Hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2H)-one
title_sort crystal structure and hirshfeld surface analysis of 4-(4-methyl­benz­yl)-6-phenyl­pyridazin-3(2h)-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6727051/
https://www.ncbi.nlm.nih.gov/pubmed/31523465
http://dx.doi.org/10.1107/S2056989019011551
work_keys_str_mv AT daouisaid crystalstructureandhirshfeldsurfaceanalysisof44methylbenzyl6phenylpyridazin32hone
AT cinaremineberrin crystalstructureandhirshfeldsurfaceanalysisof44methylbenzyl6phenylpyridazin32hone
AT elkalaifouad crystalstructureandhirshfeldsurfaceanalysisof44methylbenzyl6phenylpyridazin32hone
AT saddikrafik crystalstructureandhirshfeldsurfaceanalysisof44methylbenzyl6phenylpyridazin32hone
AT karrouchikhalid crystalstructureandhirshfeldsurfaceanalysisof44methylbenzyl6phenylpyridazin32hone
AT benchatnoureddine crystalstructureandhirshfeldsurfaceanalysisof44methylbenzyl6phenylpyridazin32hone
AT bayderecemile crystalstructureandhirshfeldsurfaceanalysisof44methylbenzyl6phenylpyridazin32hone
AT degenecmi crystalstructureandhirshfeldsurfaceanalysisof44methylbenzyl6phenylpyridazin32hone