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Synthesis and crystal structure of 1-hy­droxy-8-methyl-9H-carbazole-2-carbaldehyde

Two crystallographically independent mol­ecules are present in the asymmetric unit of the title compound, C(14)H(11)NO(2), with virtually identical geometries. The carbazole units are planar. The hy­droxy group at position 1, carbaldehyde group at position 2, and methyl group at position 8 (with the...

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Autores principales: Thiruvalluvar, Aravazhi Amalan, Sridharan, M., Rajendra Prasad, K. J., Zeller, M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423023/
https://www.ncbi.nlm.nih.gov/pubmed/34584751
http://dx.doi.org/10.1107/S2056989021007210
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author Thiruvalluvar, Aravazhi Amalan
Sridharan, M.
Rajendra Prasad, K. J.
Zeller, M.
author_facet Thiruvalluvar, Aravazhi Amalan
Sridharan, M.
Rajendra Prasad, K. J.
Zeller, M.
author_sort Thiruvalluvar, Aravazhi Amalan
collection PubMed
description Two crystallographically independent mol­ecules are present in the asymmetric unit of the title compound, C(14)H(11)NO(2), with virtually identical geometries. The carbazole units are planar. The hy­droxy group at position 1, carbaldehyde group at position 2, and methyl group at position 8 (with the exception of two H atoms) are coplanar with the attached benzene rings. The dihedral angle between the two benzene rings is 2.20 (9)° in mol­ecule A and 2.01 (9)° in mol­ecule B. The pyrrole ring makes dihedral angles of 0.82 (10) and 1.40 (10)° [0.84 (10) and 1.18 (10)° in mol­ecule B] with the (–CH(3))-substituted and (–OH and –CHO) substituted benzene rings, respectively. The mol­ecular structure is stabilized by the intra­molecular O—H⋯O hydrogen bonds, while the crystal structure features N—H⋯O and C—H⋯O hydrogen bonds. A range of π–π contacts further stabilizes the crystal structure.
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spelling pubmed-84230232021-09-27 Synthesis and crystal structure of 1-hy­droxy-8-methyl-9H-carbazole-2-carbaldehyde Thiruvalluvar, Aravazhi Amalan Sridharan, M. Rajendra Prasad, K. J. Zeller, M. Acta Crystallogr E Crystallogr Commun Jerry P. Jasinski tribute Two crystallographically independent mol­ecules are present in the asymmetric unit of the title compound, C(14)H(11)NO(2), with virtually identical geometries. The carbazole units are planar. The hy­droxy group at position 1, carbaldehyde group at position 2, and methyl group at position 8 (with the exception of two H atoms) are coplanar with the attached benzene rings. The dihedral angle between the two benzene rings is 2.20 (9)° in mol­ecule A and 2.01 (9)° in mol­ecule B. The pyrrole ring makes dihedral angles of 0.82 (10) and 1.40 (10)° [0.84 (10) and 1.18 (10)° in mol­ecule B] with the (–CH(3))-substituted and (–OH and –CHO) substituted benzene rings, respectively. The mol­ecular structure is stabilized by the intra­molecular O—H⋯O hydrogen bonds, while the crystal structure features N—H⋯O and C—H⋯O hydrogen bonds. A range of π–π contacts further stabilizes the crystal structure. International Union of Crystallography 2021-07-16 /pmc/articles/PMC8423023/ /pubmed/34584751 http://dx.doi.org/10.1107/S2056989021007210 Text en © Thiruvalluvar et al. 2021 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Jerry P. Jasinski tribute
Thiruvalluvar, Aravazhi Amalan
Sridharan, M.
Rajendra Prasad, K. J.
Zeller, M.
Synthesis and crystal structure of 1-hy­droxy-8-methyl-9H-carbazole-2-carbaldehyde
title Synthesis and crystal structure of 1-hy­droxy-8-methyl-9H-carbazole-2-carbaldehyde
title_full Synthesis and crystal structure of 1-hy­droxy-8-methyl-9H-carbazole-2-carbaldehyde
title_fullStr Synthesis and crystal structure of 1-hy­droxy-8-methyl-9H-carbazole-2-carbaldehyde
title_full_unstemmed Synthesis and crystal structure of 1-hy­droxy-8-methyl-9H-carbazole-2-carbaldehyde
title_short Synthesis and crystal structure of 1-hy­droxy-8-methyl-9H-carbazole-2-carbaldehyde
title_sort synthesis and crystal structure of 1-hy­droxy-8-methyl-9h-carbazole-2-carbaldehyde
topic Jerry P. Jasinski tribute
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8423023/
https://www.ncbi.nlm.nih.gov/pubmed/34584751
http://dx.doi.org/10.1107/S2056989021007210
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