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Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2H)-one
The asymmetric unit of the title compound, C(17)H(12)Cl(2)N(2)O, contains one independent molecule. The molecule is not planar, the phenyl and pyridazine rings are twisted with respect to each other, making a dihedral angle of 29.96 (2)° and the dichlorophenyl 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/PMC6505619/ https://www.ncbi.nlm.nih.gov/pubmed/31110805 http://dx.doi.org/10.1107/S2056989019005139 |
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author | El Kali, Fouad Kansiz, Sevgi Daoui, Said Saddik, Rafik Dege, Necmi Karrouchi, Khalid Benchat, Noureddine |
author_facet | El Kali, Fouad Kansiz, Sevgi Daoui, Said Saddik, Rafik Dege, Necmi Karrouchi, Khalid Benchat, Noureddine |
author_sort | El Kali, Fouad |
collection | PubMed |
description | The asymmetric unit of the title compound, C(17)H(12)Cl(2)N(2)O, contains one independent molecule. The molecule is not planar, the phenyl and pyridazine rings are twisted with respect to each other, making a dihedral angle of 29.96 (2)° and the dichlorophenyl ring is nearly perpendicular to the pyridazine ring, with a dihedral angle of 82.38 (11)°. In the crystal, pairs of N—H⋯O hydrogen bonds link the molecules to form inversion dimers with an R (2) (2)(8) ring motif. The dimers are linked by C—H⋯O interactions, forming layers parallel to the bc plane. The intermolecular interactions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, and the molecular electrostatic potential surface was also analysed. The Hirshfeld surface analysis of the title compound suggests that the most significant contributions to the crystal packing are by H⋯H (31.4%), Cl⋯H/H⋯Cl (19.9%) and C⋯H/H⋯C (19%) contacts. |
format | Online Article Text |
id | pubmed-6505619 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-65056192019-05-20 Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2H)-one El Kali, Fouad Kansiz, Sevgi Daoui, Said Saddik, Rafik Dege, Necmi Karrouchi, Khalid Benchat, Noureddine Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title compound, C(17)H(12)Cl(2)N(2)O, contains one independent molecule. The molecule is not planar, the phenyl and pyridazine rings are twisted with respect to each other, making a dihedral angle of 29.96 (2)° and the dichlorophenyl ring is nearly perpendicular to the pyridazine ring, with a dihedral angle of 82.38 (11)°. In the crystal, pairs of N—H⋯O hydrogen bonds link the molecules to form inversion dimers with an R (2) (2)(8) ring motif. The dimers are linked by C—H⋯O interactions, forming layers parallel to the bc plane. The intermolecular interactions were investigated using Hirshfeld surface analysis and two-dimensional fingerprint plots, and the molecular electrostatic potential surface was also analysed. The Hirshfeld surface analysis of the title compound suggests that the most significant contributions to the crystal packing are by H⋯H (31.4%), Cl⋯H/H⋯Cl (19.9%) and C⋯H/H⋯C (19%) contacts. International Union of Crystallography 2019-04-18 /pmc/articles/PMC6505619/ /pubmed/31110805 http://dx.doi.org/10.1107/S2056989019005139 Text en © El Kali 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 Kali, Fouad Kansiz, Sevgi Daoui, Said Saddik, Rafik Dege, Necmi Karrouchi, Khalid Benchat, Noureddine Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2H)-one |
title | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2H)-one |
title_full | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2H)-one |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2H)-one |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2H)-one |
title_short | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2H)-one |
title_sort | crystal structure and hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-phenylpyridazin-3(2h)-one |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6505619/ https://www.ncbi.nlm.nih.gov/pubmed/31110805 http://dx.doi.org/10.1107/S2056989019005139 |
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