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Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate

The title compound, C(29)H(33)NO(3), crystallizes with three mol­ecules (A, B and C) in the asymmetric unit. They differ in the twist of the phenyl and benzene rings of the 1,1′-biphenyl ring with respect to the plane of the 1,4-di­hydro­pyridine ring. In all three mol­ecules, the 1,4-di­hydro­pyrid...

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Autores principales: Yıldırım, Sema Öztürk, Akkurt, Mehmet, Çetin, Gökalp, Şimşek, Rahime, Butcher, Ray J., Bhattarai, Ajaya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361379/
https://www.ncbi.nlm.nih.gov/pubmed/35974826
http://dx.doi.org/10.1107/S2056989022007022
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author Yıldırım, Sema Öztürk
Akkurt, Mehmet
Çetin, Gökalp
Şimşek, Rahime
Butcher, Ray J.
Bhattarai, Ajaya
author_facet Yıldırım, Sema Öztürk
Akkurt, Mehmet
Çetin, Gökalp
Şimşek, Rahime
Butcher, Ray J.
Bhattarai, Ajaya
author_sort Yıldırım, Sema Öztürk
collection PubMed
description The title compound, C(29)H(33)NO(3), crystallizes with three mol­ecules (A, B and C) in the asymmetric unit. They differ in the twist of the phenyl and benzene rings of the 1,1′-biphenyl ring with respect to the plane of the 1,4-di­hydro­pyridine ring. In all three mol­ecules, the 1,4-di­hydro­pyridine ring adopts a distorted boat conformation. The cyclo­hexene ring has an envelope conformation in mol­ecules A and B, while it exhibits a distorted half-chair conformation for both the major and minor components in the disordered mol­ecule C. In the crystal, mol­ecules are linked by C—H⋯O and N—H⋯O hydrogen bonds, forming layers parallel to (100) defining R (1) (4)(6) and C(7) graph-set motifs. Additional C—H⋯π inter­actions consolidate the layered structure. Between the layers, van der Waals inter­actions stabilize the packing, as revealed by Hirshfeld surface analysis. The greatest contributions to the crystal packing are from H⋯H (69.6% in A, 69.9% in B, 70.1% in C), C⋯H/H⋯C (20.3% in A, 20.6% in B, 20.3% in C) and O⋯H/H⋯O (8.6% in A, 8.6% in B, 8.4% in C) inter­actions.
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spelling pubmed-93613792022-08-15 Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate Yıldırım, Sema Öztürk Akkurt, Mehmet Çetin, Gökalp Şimşek, Rahime Butcher, Ray J. Bhattarai, Ajaya Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(29)H(33)NO(3), crystallizes with three mol­ecules (A, B and C) in the asymmetric unit. They differ in the twist of the phenyl and benzene rings of the 1,1′-biphenyl ring with respect to the plane of the 1,4-di­hydro­pyridine ring. In all three mol­ecules, the 1,4-di­hydro­pyridine ring adopts a distorted boat conformation. The cyclo­hexene ring has an envelope conformation in mol­ecules A and B, while it exhibits a distorted half-chair conformation for both the major and minor components in the disordered mol­ecule C. In the crystal, mol­ecules are linked by C—H⋯O and N—H⋯O hydrogen bonds, forming layers parallel to (100) defining R (1) (4)(6) and C(7) graph-set motifs. Additional C—H⋯π inter­actions consolidate the layered structure. Between the layers, van der Waals inter­actions stabilize the packing, as revealed by Hirshfeld surface analysis. The greatest contributions to the crystal packing are from H⋯H (69.6% in A, 69.9% in B, 70.1% in C), C⋯H/H⋯C (20.3% in A, 20.6% in B, 20.3% in C) and O⋯H/H⋯O (8.6% in A, 8.6% in B, 8.4% in C) inter­actions. International Union of Crystallography 2022-07-14 /pmc/articles/PMC9361379/ /pubmed/35974826 http://dx.doi.org/10.1107/S2056989022007022 Text en © Yıldırım et al. 2022 https://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.
spellingShingle Research Communications
Yıldırım, Sema Öztürk
Akkurt, Mehmet
Çetin, Gökalp
Şimşek, Rahime
Butcher, Ray J.
Bhattarai, Ajaya
Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate
title Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate
title_full Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate
title_fullStr Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate
title_full_unstemmed Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate
title_short Synthesis, characterization, crystal structure and Hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate
title_sort synthesis, characterization, crystal structure and hirshfeld surface analysis of a hexa­hydro­quinoline derivative: tert-butyl 4-([1,1′-biphen­yl]-4-yl)-2,6,6-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9361379/
https://www.ncbi.nlm.nih.gov/pubmed/35974826
http://dx.doi.org/10.1107/S2056989022007022
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