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Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(E)-2-phenylethenyl]pyridazin-3(2H)-one
The title pyridazinone derivative, C(19)H(14)Cl(2)N(2)O, an important pharmacophore with a wide variety of biological applications is not planar, the chlorophenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)°. The phenyl ring of the styryl group is co...
| Autores principales: | , , , , , , , |
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| Formato: | Online Artículo Texto |
| Lenguaje: | English |
| Publicado: |
International Union of Crystallography
2021
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| Materias: | |
| Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7784059/ https://www.ncbi.nlm.nih.gov/pubmed/33520277 http://dx.doi.org/10.1107/S205698902001573X |
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| author | Daoui, Said Cinar, Emine Berrin Dege, Necmi Chelfi, Tarik El Kalai, Fouad Abudunia, Abdulmalik Karrouchi, Khalid Benchat, Noureddine |
| author_facet | Daoui, Said Cinar, Emine Berrin Dege, Necmi Chelfi, Tarik El Kalai, Fouad Abudunia, Abdulmalik Karrouchi, Khalid Benchat, Noureddine |
| author_sort | Daoui, Said |
| collection | PubMed |
| description | The title pyridazinone derivative, C(19)H(14)Cl(2)N(2)O, an important pharmacophore with a wide variety of biological applications is not planar, the chlorophenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)°. The phenyl ring of the styryl group is coplanar with the pyridazinone ring [1.47 (12)°]. In the crystal, N—H⋯O hydrogen bonds form inversion dimers with an R (2) (2)(8) ring motif and C—H⋯Cl hydrogen bonds also occur. The roles of the intermolecular interactions in the crystal packing were clarified using Hirshfeld surface analysis, and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (37.9%), C⋯H/H⋯C (18.7%), Cl⋯H/ H⋯Cl (16.4%) and Cl⋯C/C⋯Cl (6.7%) contacts. |
| format | Online Article Text |
| id | pubmed-7784059 |
| institution | National Center for Biotechnology Information |
| language | English |
| publishDate | 2021 |
| publisher | International Union of Crystallography |
| record_format | MEDLINE/PubMed |
| spelling | pubmed-77840592021-01-29 Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(E)-2-phenylethenyl]pyridazin-3(2H)-one Daoui, Said Cinar, Emine Berrin Dege, Necmi Chelfi, Tarik El Kalai, Fouad Abudunia, Abdulmalik Karrouchi, Khalid Benchat, Noureddine Acta Crystallogr E Crystallogr Commun Research Communications The title pyridazinone derivative, C(19)H(14)Cl(2)N(2)O, an important pharmacophore with a wide variety of biological applications is not planar, the chlorophenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)°. The phenyl ring of the styryl group is coplanar with the pyridazinone ring [1.47 (12)°]. In the crystal, N—H⋯O hydrogen bonds form inversion dimers with an R (2) (2)(8) ring motif and C—H⋯Cl hydrogen bonds also occur. The roles of the intermolecular interactions in the crystal packing were clarified using Hirshfeld surface analysis, and two-dimensional fingerprint plots indicate that the most important contributions to the crystal packing are from H⋯H (37.9%), C⋯H/H⋯C (18.7%), Cl⋯H/ H⋯Cl (16.4%) and Cl⋯C/C⋯Cl (6.7%) contacts. International Union of Crystallography 2021-01-01 /pmc/articles/PMC7784059/ /pubmed/33520277 http://dx.doi.org/10.1107/S205698902001573X Text en © Daoui et al. 2021 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 Dege, Necmi Chelfi, Tarik El Kalai, Fouad Abudunia, Abdulmalik Karrouchi, Khalid Benchat, Noureddine Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(E)-2-phenylethenyl]pyridazin-3(2H)-one |
| title | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(E)-2-phenylethenyl]pyridazin-3(2H)-one |
| title_full | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(E)-2-phenylethenyl]pyridazin-3(2H)-one |
| title_fullStr | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(E)-2-phenylethenyl]pyridazin-3(2H)-one |
| title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(E)-2-phenylethenyl]pyridazin-3(2H)-one |
| title_short | Crystal structure and Hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(E)-2-phenylethenyl]pyridazin-3(2H)-one |
| title_sort | crystal structure and hirshfeld surface analysis of 4-(2,6-dichlorobenzyl)-6-[(e)-2-phenylethenyl]pyridazin-3(2h)-one |
| topic | Research Communications |
| url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7784059/ https://www.ncbi.nlm.nih.gov/pubmed/33520277 http://dx.doi.org/10.1107/S205698902001573X |
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