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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...

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Detalles Bibliográficos
Autores principales: Oubair, Ahmad, Daran, Jean-Claude, Fihi, Rachid, Majidi, Lhou, Azrour, Mohamed
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
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.
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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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