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3-(1,3-Di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6H)-one

In the title compound, C(27)H(23)N(3)O(2), the geminal benzyl groups branching out from the methine adjacent to the isoxazole group are both syn-oriented to the methyl group of the pyridazinone moiety, as reflected by C—C distances of 3.812 (2) and 4.369 (2) Å between the methyl carbon and the neare...

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Autores principales: Campana, Charles F., Mirzaei, Joseph, Koerner, Chris, Gates, Christina, Natale, Nicholas R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884336/
https://www.ncbi.nlm.nih.gov/pubmed/24454112
http://dx.doi.org/10.1107/S160053681302802X
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author Campana, Charles F.
Mirzaei, Joseph
Koerner, Chris
Gates, Christina
Natale, Nicholas R.
author_facet Campana, Charles F.
Mirzaei, Joseph
Koerner, Chris
Gates, Christina
Natale, Nicholas R.
author_sort Campana, Charles F.
collection PubMed
description In the title compound, C(27)H(23)N(3)O(2), the geminal benzyl groups branching out from the methine adjacent to the isoxazole group are both syn-oriented to the methyl group of the pyridazinone moiety, as reflected by C—C distances of 3.812 (2) and 4.369 (2) Å between the methyl carbon and the nearest ring carbon of each benzyl group. This kind of conformation is retained in CDCl(3) solution, as evidenced by distinct phenyl-shielding effects on the (1)H NMR signals of the methyl H atoms. The isoxazolo[3,4-d]pyridazin ring system is virtually planar (r.m.s. deviation from planarity = 0.031 Å), but the N-bonded phenyl group is inclined to the former by an ring–ring angle of 55.05 (3)°. In the crystal, the T-shaped mol­ecules are arranged in an inter­locked fashion, forming rod-like assemblies along [10-1]. The mol­ecules are held together by unremarkable weak C—H⋯N, C—H⋯O and C—H⋯π inter­actions (C—O,N,C > 3.4 A), while significant π–π-stacking inter­actions are absent.
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spelling pubmed-38843362014-01-17 3-(1,3-Di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6H)-one Campana, Charles F. Mirzaei, Joseph Koerner, Chris Gates, Christina Natale, Nicholas R. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(27)H(23)N(3)O(2), the geminal benzyl groups branching out from the methine adjacent to the isoxazole group are both syn-oriented to the methyl group of the pyridazinone moiety, as reflected by C—C distances of 3.812 (2) and 4.369 (2) Å between the methyl carbon and the nearest ring carbon of each benzyl group. This kind of conformation is retained in CDCl(3) solution, as evidenced by distinct phenyl-shielding effects on the (1)H NMR signals of the methyl H atoms. The isoxazolo[3,4-d]pyridazin ring system is virtually planar (r.m.s. deviation from planarity = 0.031 Å), but the N-bonded phenyl group is inclined to the former by an ring–ring angle of 55.05 (3)°. In the crystal, the T-shaped mol­ecules are arranged in an inter­locked fashion, forming rod-like assemblies along [10-1]. The mol­ecules are held together by unremarkable weak C—H⋯N, C—H⋯O and C—H⋯π inter­actions (C—O,N,C > 3.4 A), while significant π–π-stacking inter­actions are absent. International Union of Crystallography 2013-10-23 /pmc/articles/PMC3884336/ /pubmed/24454112 http://dx.doi.org/10.1107/S160053681302802X Text en © Campana et al. 2013 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
Campana, Charles F.
Mirzaei, Joseph
Koerner, Chris
Gates, Christina
Natale, Nicholas R.
3-(1,3-Di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6H)-one
title 3-(1,3-Di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6H)-one
title_full 3-(1,3-Di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6H)-one
title_fullStr 3-(1,3-Di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6H)-one
title_full_unstemmed 3-(1,3-Di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6H)-one
title_short 3-(1,3-Di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6H)-one
title_sort 3-(1,3-di­phenyl­propan-2-yl)-4-methyl-6-phenyl­isoxazolo[3,4-d]pyridazin-7(6h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3884336/
https://www.ncbi.nlm.nih.gov/pubmed/24454112
http://dx.doi.org/10.1107/S160053681302802X
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