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4-Benzyl-6-p-tolylpyridazin-3(2H)-one
The title compound, C(18)H(16)N(2)O, is a new dihydropyridazin-3(2H)-one derivative synthesized in one step by condensation of α-benzylidene-γ-tolylbutenolide with hydrazine. The molecule is not planar; the tolyl and pyridazine rings are twisted with respect to each other making a dihedral angle...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2009
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969805/ https://www.ncbi.nlm.nih.gov/pubmed/21583202 http://dx.doi.org/10.1107/S1600536809018376 |
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author | Oubair, Ahmad Daran, Jean-Claude Fihi, Rachid Majidi, Lhou Azrour, Mohamed |
author_facet | Oubair, Ahmad Daran, Jean-Claude Fihi, Rachid Majidi, Lhou Azrour, Mohamed |
author_sort | Oubair, Ahmad |
collection | PubMed |
description | The title compound, C(18)H(16)N(2)O, is a new dihydropyridazin-3(2H)-one derivative synthesized in one step by condensation of α-benzylidene-γ-tolylbutenolide with hydrazine. The molecule is not planar; the tolyl and pyridazine rings are twisted with respect to each other making a dihedral angle of 27.35 (9)° and the benzyl ring is nearly perpendicular to the pyridazine ring with a dihedral angle of 85.24 (5)°. In the crystal structure, inversion dimers arise, being linked by pairs of N—H⋯O hydrogen bonds. Weak C—H⋯O hydrogen bonds and weak offset π–π stacking stabilize the packing. The π–π stacking occurs between the pyridazine rings of symmetry-related molecules, with a centroid–centroid distance of 3.748 Å, an interplanar distance of 3.605 Å and a slippage of 1.024 Å. |
format | Text |
id | pubmed-2969805 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2009 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29698052010-12-30 4-Benzyl-6-p-tolylpyridazin-3(2H)-one Oubair, Ahmad Daran, Jean-Claude Fihi, Rachid Majidi, Lhou Azrour, Mohamed Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(16)N(2)O, is a new dihydropyridazin-3(2H)-one derivative synthesized in one step by condensation of α-benzylidene-γ-tolylbutenolide with hydrazine. The molecule is not planar; the tolyl and pyridazine rings are twisted with respect to each other making a dihedral angle of 27.35 (9)° and the benzyl ring is nearly perpendicular to the pyridazine ring with a dihedral angle of 85.24 (5)°. In the crystal structure, inversion dimers arise, being linked by pairs of N—H⋯O hydrogen bonds. Weak C—H⋯O hydrogen bonds and weak offset π–π stacking stabilize the packing. The π–π stacking occurs between the pyridazine rings of symmetry-related molecules, with a centroid–centroid distance of 3.748 Å, an interplanar distance of 3.605 Å and a slippage of 1.024 Å. International Union of Crystallography 2009-05-20 /pmc/articles/PMC2969805/ /pubmed/21583202 http://dx.doi.org/10.1107/S1600536809018376 Text en © Oubair et al. 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Organic Papers Oubair, Ahmad Daran, Jean-Claude Fihi, Rachid Majidi, Lhou Azrour, Mohamed 4-Benzyl-6-p-tolylpyridazin-3(2H)-one |
title | 4-Benzyl-6-p-tolylpyridazin-3(2H)-one |
title_full | 4-Benzyl-6-p-tolylpyridazin-3(2H)-one |
title_fullStr | 4-Benzyl-6-p-tolylpyridazin-3(2H)-one |
title_full_unstemmed | 4-Benzyl-6-p-tolylpyridazin-3(2H)-one |
title_short | 4-Benzyl-6-p-tolylpyridazin-3(2H)-one |
title_sort | 4-benzyl-6-p-tolylpyridazin-3(2h)-one |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2969805/ https://www.ncbi.nlm.nih.gov/pubmed/21583202 http://dx.doi.org/10.1107/S1600536809018376 |
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