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rac-(6S)-6-Hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6H)-one

The chiral title compound, C(21)H(20)N(4)O(2), crystallizes as a racemic mixture. In the crystal, mol­ecules form centrosymmetric π-overlapping dimers [inter­planar distance = 3.338 (6) Å], which are further connected along the a axis forming centrosymmetric dimers via O—H⋯N hydrogen bonds. C—H⋯O in...

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Detalles Bibliográficos
Autores principales: Rodstein, Matthew E., Steffen, Paul D., Krivogorsky, Bogdana, Grundt, Peter
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201358/
https://www.ncbi.nlm.nih.gov/pubmed/22065467
http://dx.doi.org/10.1107/S1600536811037408
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author Rodstein, Matthew E.
Steffen, Paul D.
Krivogorsky, Bogdana
Grundt, Peter
author_facet Rodstein, Matthew E.
Steffen, Paul D.
Krivogorsky, Bogdana
Grundt, Peter
author_sort Rodstein, Matthew E.
collection PubMed
description The chiral title compound, C(21)H(20)N(4)O(2), crystallizes as a racemic mixture. In the crystal, mol­ecules form centrosymmetric π-overlapping dimers [inter­planar distance = 3.338 (6) Å], which are further connected along the a axis forming centrosymmetric dimers via O—H⋯N hydrogen bonds. C—H⋯O inter­actions are also observed. The indolo[2,1-b]quinazoline group is somewhat bent, with a small dihedral angle of 6.3 (4)° between the plane of the quinazoline system and the plane of the benzene ring of the indole moiety. The C=N—N=C atoms of the azine group is oriented almost perpendicular [84.1 (2)°] to the mean plane of the quinazoline system.
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spelling pubmed-32013582011-11-06 rac-(6S)-6-Hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6H)-one Rodstein, Matthew E. Steffen, Paul D. Krivogorsky, Bogdana Grundt, Peter Acta Crystallogr Sect E Struct Rep Online Organic Papers The chiral title compound, C(21)H(20)N(4)O(2), crystallizes as a racemic mixture. In the crystal, mol­ecules form centrosymmetric π-overlapping dimers [inter­planar distance = 3.338 (6) Å], which are further connected along the a axis forming centrosymmetric dimers via O—H⋯N hydrogen bonds. C—H⋯O inter­actions are also observed. The indolo[2,1-b]quinazoline group is somewhat bent, with a small dihedral angle of 6.3 (4)° between the plane of the quinazoline system and the plane of the benzene ring of the indole moiety. The C=N—N=C atoms of the azine group is oriented almost perpendicular [84.1 (2)°] to the mean plane of the quinazoline system. International Union of Crystallography 2011-09-30 /pmc/articles/PMC3201358/ /pubmed/22065467 http://dx.doi.org/10.1107/S1600536811037408 Text en © Rodstein et al. 2011 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
Rodstein, Matthew E.
Steffen, Paul D.
Krivogorsky, Bogdana
Grundt, Peter
rac-(6S)-6-Hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6H)-one
title rac-(6S)-6-Hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6H)-one
title_full rac-(6S)-6-Hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6H)-one
title_fullStr rac-(6S)-6-Hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6H)-one
title_full_unstemmed rac-(6S)-6-Hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6H)-one
title_short rac-(6S)-6-Hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6H)-one
title_sort rac-(6s)-6-hy­droxy-6-{2-[2-(propan-2-yl­idene)hydrazinyl­idene]prop­yl}indolo[2,1-b]quinazolin-12(6h)-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201358/
https://www.ncbi.nlm.nih.gov/pubmed/22065467
http://dx.doi.org/10.1107/S1600536811037408
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