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3-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid
In the title compound, C(21)H(20)N(4)O(2), the statistically planar 1H-limidazole ring [maximum deviation = 0.003 (1) Å] makes dihedral angles of 1.33 (9) and 8.23 (7)°, respectively, with the essentially planar fused pyridine ring [maximum devation = 0.018 (1) Å] and the pendant benzene ring, which...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213588/ https://www.ncbi.nlm.nih.gov/pubmed/22091165 http://dx.doi.org/10.1107/S1600536811028765 |
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author | Fun, Hoong-Kun Shahani, Tara Dinesh, Kayarmar, Reshma Nagaraja, G. K. |
author_facet | Fun, Hoong-Kun Shahani, Tara Dinesh, Kayarmar, Reshma Nagaraja, G. K. |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | In the title compound, C(21)H(20)N(4)O(2), the statistically planar 1H-limidazole ring [maximum deviation = 0.003 (1) Å] makes dihedral angles of 1.33 (9) and 8.23 (7)°, respectively, with the essentially planar fused pyridine ring [maximum devation = 0.018 (1) Å] and the pendant benzene ring, which is attached to the pyridine ring by an —NH— group. An intramolecular C—H⋯N interaction, which generates an S(6) ring, helps to estalish the molecular conformation. In the crystal, the molecules are linked by N—H⋯O, C—H⋯O and O—H—N hydrogen bonds, which generate bifurcated R (1) (2)(6) and R (2) (2)(9) ring motifs, resulting in supramolecular [001] chains. The crystal structure also features weak π–π stacking [centroid–centroid distance = 3.5943 (9) Å] and C—H⋯π interactions. |
format | Online Article Text |
id | pubmed-3213588 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32135882011-11-16 3-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid Fun, Hoong-Kun Shahani, Tara Dinesh, Kayarmar, Reshma Nagaraja, G. K. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(21)H(20)N(4)O(2), the statistically planar 1H-limidazole ring [maximum deviation = 0.003 (1) Å] makes dihedral angles of 1.33 (9) and 8.23 (7)°, respectively, with the essentially planar fused pyridine ring [maximum devation = 0.018 (1) Å] and the pendant benzene ring, which is attached to the pyridine ring by an —NH— group. An intramolecular C—H⋯N interaction, which generates an S(6) ring, helps to estalish the molecular conformation. In the crystal, the molecules are linked by N—H⋯O, C—H⋯O and O—H—N hydrogen bonds, which generate bifurcated R (1) (2)(6) and R (2) (2)(9) ring motifs, resulting in supramolecular [001] chains. The crystal structure also features weak π–π stacking [centroid–centroid distance = 3.5943 (9) Å] and C—H⋯π interactions. International Union of Crystallography 2011-07-30 /pmc/articles/PMC3213588/ /pubmed/22091165 http://dx.doi.org/10.1107/S1600536811028765 Text en © Fun 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 Fun, Hoong-Kun Shahani, Tara Dinesh, Kayarmar, Reshma Nagaraja, G. K. 3-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid |
title | 3-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid |
title_full | 3-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid |
title_fullStr | 3-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid |
title_full_unstemmed | 3-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid |
title_short | 3-[(1-Isobutyl-1H-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid |
title_sort | 3-[(1-isobutyl-1h-imidazo[4,5-c]quinolin-4-yl)amino]benzoic acid |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3213588/ https://www.ncbi.nlm.nih.gov/pubmed/22091165 http://dx.doi.org/10.1107/S1600536811028765 |
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