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Crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate

In the title compound, C(22)H(23)F(2)N(3)O(2), the bicyclic ring system exists in a twin-chair conformation with an equatorial disposition of the 4-fluoro­phenyl groups on the heterocycle. These aromatic rings are inclined to one another by 19.4 (1)°. In the crystal, mol­ecules are linked by pairs o...

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Autores principales: Kamaraj, A., Rajkumar, R., Krishnasamy, K., Murugavel, S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186194/
https://www.ncbi.nlm.nih.gov/pubmed/25309164
http://dx.doi.org/10.1107/S1600536814018935
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author Kamaraj, A.
Rajkumar, R.
Krishnasamy, K.
Murugavel, S.
author_facet Kamaraj, A.
Rajkumar, R.
Krishnasamy, K.
Murugavel, S.
author_sort Kamaraj, A.
collection PubMed
description In the title compound, C(22)H(23)F(2)N(3)O(2), the bicyclic ring system exists in a twin-chair conformation with an equatorial disposition of the 4-fluoro­phenyl groups on the heterocycle. These aromatic rings are inclined to one another by 19.4 (1)°. In the crystal, mol­ecules are linked by pairs of N—H⋯O and C—H⋯O hydrogen bonds into inversion dimers, incorporating R (1) (2)(7) and R (2) (2)(8) ring motifs; the same O atom accepts both hydrogen bonds. These dimers are further linked by a pair of C—H⋯F hydrogen bonds, enclosing R (2) (2)(28) ring motifs, forming supra­molecular chains along [010]. The NH group of the pyridine ring is not involved in hydrogen bonding, probably due to the steric hindrance of the fluoro­phenyl groups.
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spelling pubmed-41861942014-10-12 Crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate Kamaraj, A. Rajkumar, R. Krishnasamy, K. Murugavel, S. Acta Crystallogr Sect E Struct Rep Online Research Communications In the title compound, C(22)H(23)F(2)N(3)O(2), the bicyclic ring system exists in a twin-chair conformation with an equatorial disposition of the 4-fluoro­phenyl groups on the heterocycle. These aromatic rings are inclined to one another by 19.4 (1)°. In the crystal, mol­ecules are linked by pairs of N—H⋯O and C—H⋯O hydrogen bonds into inversion dimers, incorporating R (1) (2)(7) and R (2) (2)(8) ring motifs; the same O atom accepts both hydrogen bonds. These dimers are further linked by a pair of C—H⋯F hydrogen bonds, enclosing R (2) (2)(28) ring motifs, forming supra­molecular chains along [010]. The NH group of the pyridine ring is not involved in hydrogen bonding, probably due to the steric hindrance of the fluoro­phenyl groups. International Union of Crystallography 2014-08-30 /pmc/articles/PMC4186194/ /pubmed/25309164 http://dx.doi.org/10.1107/S1600536814018935 Text en © Kamaraj 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
Kamaraj, A.
Rajkumar, R.
Krishnasamy, K.
Murugavel, S.
Crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate
title Crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate
title_full Crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate
title_fullStr Crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate
title_full_unstemmed Crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate
title_short Crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate
title_sort crystal structure of methyl 2-[2,4-bis­(4-fluoro­phen­yl)-3-aza­bicyclo­[3.3.1]nonan-9-yl­idene]hydrazine­carboxyl­ate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186194/
https://www.ncbi.nlm.nih.gov/pubmed/25309164
http://dx.doi.org/10.1107/S1600536814018935
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