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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...

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Autores principales: Fun, Hoong-Kun, Shahani, Tara, Dinesh, Kayarmar, Reshma, Nagaraja, G. K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
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.
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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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