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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...

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Autores principales: El Kali, Fouad, Kansiz, Sevgi, 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/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.
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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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