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Crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile

In the title compounds C(23)H(21)ClN(2)O(3) [I, namely 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-3,8-dioxo-1,2,5,6,7,8-hexa­hydro­quine-3-carb­oxy­lic acid] and C(24)H(22)N(2)O(3) [II, namely 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile], eac...

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Autores principales: Allah, Omyma A. Abd, Kaur, Manpreet, Akkurt, Mehmet, Mohamed, Shaaban K., Tamam, Asmaa H. A., Elgarhy, Sahar M. I., Jasinski, Jerry P.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8025871/
https://www.ncbi.nlm.nih.gov/pubmed/33936756
http://dx.doi.org/10.1107/S2056989021002140
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author Allah, Omyma A. Abd
Kaur, Manpreet
Akkurt, Mehmet
Mohamed, Shaaban K.
Tamam, Asmaa H. A.
Elgarhy, Sahar M. I.
Jasinski, Jerry P.
author_facet Allah, Omyma A. Abd
Kaur, Manpreet
Akkurt, Mehmet
Mohamed, Shaaban K.
Tamam, Asmaa H. A.
Elgarhy, Sahar M. I.
Jasinski, Jerry P.
author_sort Allah, Omyma A. Abd
collection PubMed
description In the title compounds C(23)H(21)ClN(2)O(3) [I, namely 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-3,8-dioxo-1,2,5,6,7,8-hexa­hydro­quine-3-carb­oxy­lic acid] and C(24)H(22)N(2)O(3) [II, namely 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile], each of the cyclo­hexene and di­hydro­pyridine rings of the 1,2,5,6,7,8-hexa­hydro­quinoline moieties adopts a twisted-boat conformation. The asymmetric units of both compounds I and II consist of two independent mol­ecules (A and B). In II A, three carbon atoms of the cyclo­hexene ring are disordered over two sets of sites in a 0.670 (11):0.330 (11) occupancy ratio. In the crystal of I, mol­ecules are linked through classical N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(8) ring motif and with their mol­ecular planes parallel to the crystallographic (020) plane. Non-classical C—H⋯O hydrogen-bonding inter­actions connect the dimers, resulting in a three-dimensional network. In the crystal of II, mol­ecules are linked by C—H⋯N, C—H⋯O and C—H⋯π inter­actions, forming a three-dimensional network.
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spelling pubmed-80258712021-04-30 Crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile Allah, Omyma A. Abd Kaur, Manpreet Akkurt, Mehmet Mohamed, Shaaban K. Tamam, Asmaa H. A. Elgarhy, Sahar M. I. Jasinski, Jerry P. Acta Crystallogr E Crystallogr Commun Research Communications In the title compounds C(23)H(21)ClN(2)O(3) [I, namely 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-3,8-dioxo-1,2,5,6,7,8-hexa­hydro­quine-3-carb­oxy­lic acid] and C(24)H(22)N(2)O(3) [II, namely 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile], each of the cyclo­hexene and di­hydro­pyridine rings of the 1,2,5,6,7,8-hexa­hydro­quinoline moieties adopts a twisted-boat conformation. The asymmetric units of both compounds I and II consist of two independent mol­ecules (A and B). In II A, three carbon atoms of the cyclo­hexene ring are disordered over two sets of sites in a 0.670 (11):0.330 (11) occupancy ratio. In the crystal of I, mol­ecules are linked through classical N—H⋯O hydrogen bonds, forming inversion dimers with an R (2) (2)(8) ring motif and with their mol­ecular planes parallel to the crystallographic (020) plane. Non-classical C—H⋯O hydrogen-bonding inter­actions connect the dimers, resulting in a three-dimensional network. In the crystal of II, mol­ecules are linked by C—H⋯N, C—H⋯O and C—H⋯π inter­actions, forming a three-dimensional network. International Union of Crystallography 2021-03-05 /pmc/articles/PMC8025871/ /pubmed/33936756 http://dx.doi.org/10.1107/S2056989021002140 Text en © Allah et al. 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
Allah, Omyma A. Abd
Kaur, Manpreet
Akkurt, Mehmet
Mohamed, Shaaban K.
Tamam, Asmaa H. A.
Elgarhy, Sahar M. I.
Jasinski, Jerry P.
Crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile
title Crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile
title_full Crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile
title_fullStr Crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile
title_full_unstemmed Crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile
title_short Crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile
title_sort crystal structures of 1-(4-chloro­phen­yl)-4-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carb­oxy­lic acid and 4-(4-meth­oxy­phen­yl)-1-(4-methyl­phen­yl)-2,5-dioxo-1,2,5,6,7,8-hexa­hydro­quinoline-3-carbo­nitrile
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8025871/
https://www.ncbi.nlm.nih.gov/pubmed/33936756
http://dx.doi.org/10.1107/S2056989021002140
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