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Crystal structure and Hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one

The amine 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one was crystallized as the hydro­chloride salt, 4-(2-oxo-1,2,3,4-tetra­hydro­quinolin-8-yl)-1-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-ium chloride, C(25)H(27)N(4) (+)·Cl(−) (I·HCl). The conformation of th...

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Autores principales: Ullah, Nisar, Stoeckli-Evans, Helen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869540/
https://www.ncbi.nlm.nih.gov/pubmed/33614156
http://dx.doi.org/10.1107/S2056989021000979
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author Ullah, Nisar
Stoeckli-Evans, Helen
author_facet Ullah, Nisar
Stoeckli-Evans, Helen
author_sort Ullah, Nisar
collection PubMed
description The amine 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one was crystallized as the hydro­chloride salt, 4-(2-oxo-1,2,3,4-tetra­hydro­quinolin-8-yl)-1-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-ium chloride, C(25)H(27)N(4) (+)·Cl(−) (I·HCl). The conformation of the organic cation is half-moon in shape enclosing the chloride anion. The piperidine ring of the 3,4-di­hydro­quinolin-2(1H)-one moiety has a screw-boat conformation, while the piperazine ring has a chair conformation. In the biaryl group, the pyridine ring is inclined to the phenyl ring by 40.17 (7) and by 36.86 (8)° to the aromatic ring of the quinoline moiety. In the crystal, the cations are linked by pairwise N—H⋯O hydrogen bonds, forming inversion dimers enclosing an R (2) (2)(8) ring motif. The Cl(−) anion is linked to the cation by an N—H⋯Cl hydrogen bond. These units are linked by a series of C—H⋯O, C—H⋯N and C—H⋯Cl hydrogen bonds, forming layers lying parallel to the ab plane.
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spelling pubmed-78695402021-02-19 Crystal structure and Hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one Ullah, Nisar Stoeckli-Evans, Helen Acta Crystallogr E Crystallogr Commun Research Communications The amine 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one was crystallized as the hydro­chloride salt, 4-(2-oxo-1,2,3,4-tetra­hydro­quinolin-8-yl)-1-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-ium chloride, C(25)H(27)N(4) (+)·Cl(−) (I·HCl). The conformation of the organic cation is half-moon in shape enclosing the chloride anion. The piperidine ring of the 3,4-di­hydro­quinolin-2(1H)-one moiety has a screw-boat conformation, while the piperazine ring has a chair conformation. In the biaryl group, the pyridine ring is inclined to the phenyl ring by 40.17 (7) and by 36.86 (8)° to the aromatic ring of the quinoline moiety. In the crystal, the cations are linked by pairwise N—H⋯O hydrogen bonds, forming inversion dimers enclosing an R (2) (2)(8) ring motif. The Cl(−) anion is linked to the cation by an N—H⋯Cl hydrogen bond. These units are linked by a series of C—H⋯O, C—H⋯N and C—H⋯Cl hydrogen bonds, forming layers lying parallel to the ab plane. International Union of Crystallography 2021-01-29 /pmc/articles/PMC7869540/ /pubmed/33614156 http://dx.doi.org/10.1107/S2056989021000979 Text en © Ullah and Stoeckli-Evans 2021 http://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.http://creativecommons.org/licenses/by/4.0/
spellingShingle Research Communications
Ullah, Nisar
Stoeckli-Evans, Helen
Crystal structure and Hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one
title Crystal structure and Hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one
title_full Crystal structure and Hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one
title_fullStr Crystal structure and Hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one
title_full_unstemmed Crystal structure and Hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one
title_short Crystal structure and Hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1H)-one
title_sort crystal structure and hirshfeld surface analysis of the hydro­chloride salt of 8-{4-[(6-phenyl­pyridin-3-yl)meth­yl]piperazin-1-yl}-3,4-di­hydro­quinolin-2(1h)-one
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7869540/
https://www.ncbi.nlm.nih.gov/pubmed/33614156
http://dx.doi.org/10.1107/S2056989021000979
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