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Crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5H-cyclo­hepta­[b]pyridine-3-carbo­nitrile

The title compound, C(25)H(25)N(3)O, comprises a 2-amino­pyridine ring fused with a cyclo­heptane ring, which adopts a chair conformation. The central pyridine ring (r.m.s. deviation = 0.013 Å) carries three substituents, viz. a benzyl­amino group, a meth­oxy­phenyl ring and a carbo­nitrile group. T...

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Autores principales: Nagalakshmi, R. A., Suresh, J., Maharani, S., Kumar, R. Ranjith, Lakshman, P. L. Nilantha
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257429/
https://www.ncbi.nlm.nih.gov/pubmed/25552983
http://dx.doi.org/10.1107/S1600536814024878
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author Nagalakshmi, R. A.
Suresh, J.
Maharani, S.
Kumar, R. Ranjith
Lakshman, P. L. Nilantha
author_facet Nagalakshmi, R. A.
Suresh, J.
Maharani, S.
Kumar, R. Ranjith
Lakshman, P. L. Nilantha
author_sort Nagalakshmi, R. A.
collection PubMed
description The title compound, C(25)H(25)N(3)O, comprises a 2-amino­pyridine ring fused with a cyclo­heptane ring, which adopts a chair conformation. The central pyridine ring (r.m.s. deviation = 0.013 Å) carries three substituents, viz. a benzyl­amino group, a meth­oxy­phenyl ring and a carbo­nitrile group. The N atom of the carbo­nitrile group is significantly displaced [by 0.2247 (1) Å] from the plane of the pyridine ring, probably due to steric crowding involving the adjacent substituents. The phenyl and benzene rings are inclined to one another by 58.91 (7)° and to the pyridine ring by 76.68 (7) and 49.80 (6)°, respectively. In the crystal, inversion dimers linked by pairs of N—H⋯N(nitrile) hydrogen bonds generate R (2) (2)(14) loops. The dimers are linked by C—H⋯π and slipped parallel π–π inter­actions [centroid–centroid distance = 3.6532 (3) Å] into a three-dimensional structure.
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spelling pubmed-42574292014-12-31 Crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5H-cyclo­hepta­[b]pyridine-3-carbo­nitrile Nagalakshmi, R. A. Suresh, J. Maharani, S. Kumar, R. Ranjith Lakshman, P. L. Nilantha Acta Crystallogr Sect E Struct Rep Online Research Communications The title compound, C(25)H(25)N(3)O, comprises a 2-amino­pyridine ring fused with a cyclo­heptane ring, which adopts a chair conformation. The central pyridine ring (r.m.s. deviation = 0.013 Å) carries three substituents, viz. a benzyl­amino group, a meth­oxy­phenyl ring and a carbo­nitrile group. The N atom of the carbo­nitrile group is significantly displaced [by 0.2247 (1) Å] from the plane of the pyridine ring, probably due to steric crowding involving the adjacent substituents. The phenyl and benzene rings are inclined to one another by 58.91 (7)° and to the pyridine ring by 76.68 (7) and 49.80 (6)°, respectively. In the crystal, inversion dimers linked by pairs of N—H⋯N(nitrile) hydrogen bonds generate R (2) (2)(14) loops. The dimers are linked by C—H⋯π and slipped parallel π–π inter­actions [centroid–centroid distance = 3.6532 (3) Å] into a three-dimensional structure. International Union of Crystallography 2014-11-19 /pmc/articles/PMC4257429/ /pubmed/25552983 http://dx.doi.org/10.1107/S1600536814024878 Text en © Nagalakshmi et al. 2014 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 Research Communications
Nagalakshmi, R. A.
Suresh, J.
Maharani, S.
Kumar, R. Ranjith
Lakshman, P. L. Nilantha
Crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5H-cyclo­hepta­[b]pyridine-3-carbo­nitrile
title Crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5H-cyclo­hepta­[b]pyridine-3-carbo­nitrile
title_full Crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5H-cyclo­hepta­[b]pyridine-3-carbo­nitrile
title_fullStr Crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5H-cyclo­hepta­[b]pyridine-3-carbo­nitrile
title_full_unstemmed Crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5H-cyclo­hepta­[b]pyridine-3-carbo­nitrile
title_short Crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5H-cyclo­hepta­[b]pyridine-3-carbo­nitrile
title_sort crystal structure of 2-benzyl­amino-4-(4-meth­oxy­phen­yl)-6,7,8,9-tetra­hydro-5h-cyclo­hepta­[b]pyridine-3-carbo­nitrile
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257429/
https://www.ncbi.nlm.nih.gov/pubmed/25552983
http://dx.doi.org/10.1107/S1600536814024878
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