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1-(1-Hydr­oxy-9H-carbazol-2-yl)-3-methyl­but-2-en-1-one

The title compound, C(17)H(15)NO(2), was prepared as one of two products of the AlCl(3)/POCl(3)-catalysed reaction of 9-carbazol-1-ol with 3,3-dimethyacrylic acid. It crystallizes with two crystallographically independent mol­ecules, A and B, which are virtually superimposable but not related by any...

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Autores principales: Zeller, Matthias, Sridharan, Makuteswaran, Rajendra Prasad, Karnam J., Ngendahimana, Aimable
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979736/
https://www.ncbi.nlm.nih.gov/pubmed/21579731
http://dx.doi.org/10.1107/S1600536810000322
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author Zeller, Matthias
Sridharan, Makuteswaran
Rajendra Prasad, Karnam J.
Ngendahimana, Aimable
author_facet Zeller, Matthias
Sridharan, Makuteswaran
Rajendra Prasad, Karnam J.
Ngendahimana, Aimable
author_sort Zeller, Matthias
collection PubMed
description The title compound, C(17)H(15)NO(2), was prepared as one of two products of the AlCl(3)/POCl(3)-catalysed reaction of 9-carbazol-1-ol with 3,3-dimethyacrylic acid. It crystallizes with two crystallographically independent mol­ecules, A and B, which are virtually superimposable but not related by any translational or other pseudosymmetry. Both independent mol­ecules are almost planar [r.m.s. deviations from planarity = 0.053 (1) and 0.079 (1) Å in A and B, respectively] and contain an intramolecular O—H⋯O hydrogen bond. Each type of mol­ecules is connected via pairs of N—H⋯O hydrogen bonds, forming centrosymmetric A (2) and B (2) dimers which are, in turn, arranged in offset π-stacks extending along the a-axis direction. The offset of the dimers and the tilt angle of the mol­ecules allows the formation of alternating C—H⋯π inter­actions between A and B mol­ecules of parallel stacks.
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spelling pubmed-29797362010-12-30 1-(1-Hydr­oxy-9H-carbazol-2-yl)-3-methyl­but-2-en-1-one Zeller, Matthias Sridharan, Makuteswaran Rajendra Prasad, Karnam J. Ngendahimana, Aimable Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(17)H(15)NO(2), was prepared as one of two products of the AlCl(3)/POCl(3)-catalysed reaction of 9-carbazol-1-ol with 3,3-dimethyacrylic acid. It crystallizes with two crystallographically independent mol­ecules, A and B, which are virtually superimposable but not related by any translational or other pseudosymmetry. Both independent mol­ecules are almost planar [r.m.s. deviations from planarity = 0.053 (1) and 0.079 (1) Å in A and B, respectively] and contain an intramolecular O—H⋯O hydrogen bond. Each type of mol­ecules is connected via pairs of N—H⋯O hydrogen bonds, forming centrosymmetric A (2) and B (2) dimers which are, in turn, arranged in offset π-stacks extending along the a-axis direction. The offset of the dimers and the tilt angle of the mol­ecules allows the formation of alternating C—H⋯π inter­actions between A and B mol­ecules of parallel stacks. International Union of Crystallography 2010-01-09 /pmc/articles/PMC2979736/ /pubmed/21579731 http://dx.doi.org/10.1107/S1600536810000322 Text en © Zeller et al. 2010 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
Zeller, Matthias
Sridharan, Makuteswaran
Rajendra Prasad, Karnam J.
Ngendahimana, Aimable
1-(1-Hydr­oxy-9H-carbazol-2-yl)-3-methyl­but-2-en-1-one
title 1-(1-Hydr­oxy-9H-carbazol-2-yl)-3-methyl­but-2-en-1-one
title_full 1-(1-Hydr­oxy-9H-carbazol-2-yl)-3-methyl­but-2-en-1-one
title_fullStr 1-(1-Hydr­oxy-9H-carbazol-2-yl)-3-methyl­but-2-en-1-one
title_full_unstemmed 1-(1-Hydr­oxy-9H-carbazol-2-yl)-3-methyl­but-2-en-1-one
title_short 1-(1-Hydr­oxy-9H-carbazol-2-yl)-3-methyl­but-2-en-1-one
title_sort 1-(1-hydr­oxy-9h-carbazol-2-yl)-3-methyl­but-2-en-1-one
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2979736/
https://www.ncbi.nlm.nih.gov/pubmed/21579731
http://dx.doi.org/10.1107/S1600536810000322
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