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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...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2019
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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 |
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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 |
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