Cargando…

Synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives

The title compound I, 2,2′-[(2-nitro­phen­yl)methyl­ene]bis­(3-hy­droxy-5,5-di­methyl­cyclo­hex-2-enone), C(23)H(27)NO(6), features a 1,3-ketone–enol conformation which is stabilized by two intra­molecular hydrogen bonds. The most prominent inter­molecular inter­actions in compound I are C—H⋯O hydro...

Descripción completa

Detalles Bibliográficos
Autores principales: Steiger, Scott A., Li, Chun, Gates, Christina, Natale, Nicholas R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7001840/
https://www.ncbi.nlm.nih.gov/pubmed/32071733
http://dx.doi.org/10.1107/S2056989019017018
_version_ 1783494302357258240
author Steiger, Scott A.
Li, Chun
Gates, Christina
Natale, Nicholas R.
author_facet Steiger, Scott A.
Li, Chun
Gates, Christina
Natale, Nicholas R.
author_sort Steiger, Scott A.
collection PubMed
description The title compound I, 2,2′-[(2-nitro­phen­yl)methyl­ene]bis­(3-hy­droxy-5,5-di­methyl­cyclo­hex-2-enone), C(23)H(27)NO(6), features a 1,3-ketone–enol conformation which is stabilized by two intra­molecular hydrogen bonds. The most prominent inter­molecular inter­actions in compound I are C—H⋯O hydrogen bonds, which link mol­ecules into a two-dimensional network parallel to the (001) plane and a chain perpendicular to (1[Image: see text]1). Both title compounds II, ethyl 4-(4-hy­droxy-3,5-di­meth­oxy­phen­yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carb­oxyl­ate, C(23)H(29)NO(6), and III, ethyl 4-(anthracen-9-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate, C(29)H(29)NO(3), share the same structural features, such as a shallow boat conformation of the di­hydro­pyridine group and an orthogonal aryl group attached to the di­hydro­pyridine. Inter­molecular N—H⋯O bonding is present in the crystal packing of both compound II and III.
format Online
Article
Text
id pubmed-7001840
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher International Union of Crystallography
record_format MEDLINE/PubMed
spelling pubmed-70018402020-02-18 Synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives Steiger, Scott A. Li, Chun Gates, Christina Natale, Nicholas R. Acta Crystallogr E Crystallogr Commun Research Communications The title compound I, 2,2′-[(2-nitro­phen­yl)methyl­ene]bis­(3-hy­droxy-5,5-di­methyl­cyclo­hex-2-enone), C(23)H(27)NO(6), features a 1,3-ketone–enol conformation which is stabilized by two intra­molecular hydrogen bonds. The most prominent inter­molecular inter­actions in compound I are C—H⋯O hydrogen bonds, which link mol­ecules into a two-dimensional network parallel to the (001) plane and a chain perpendicular to (1[Image: see text]1). Both title compounds II, ethyl 4-(4-hy­droxy-3,5-di­meth­oxy­phen­yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carb­oxyl­ate, C(23)H(29)NO(6), and III, ethyl 4-(anthracen-9-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexa­hydro­quinoline-3-carboxyl­ate, C(29)H(29)NO(3), share the same structural features, such as a shallow boat conformation of the di­hydro­pyridine group and an orthogonal aryl group attached to the di­hydro­pyridine. Inter­molecular N—H⋯O bonding is present in the crystal packing of both compound II and III. International Union of Crystallography 2020-01-03 /pmc/articles/PMC7001840/ /pubmed/32071733 http://dx.doi.org/10.1107/S2056989019017018 Text en © Steiger et al. 2020 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
Steiger, Scott A.
Li, Chun
Gates, Christina
Natale, Nicholas R.
Synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives
title Synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives
title_full Synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives
title_fullStr Synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives
title_full_unstemmed Synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives
title_short Synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives
title_sort synthesis and crystal structures of a bis­(3-hy­droxy-cyclo­hex-2-en-1-one) and two hexa­hydro­quinoline derivatives
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7001840/
https://www.ncbi.nlm.nih.gov/pubmed/32071733
http://dx.doi.org/10.1107/S2056989019017018
work_keys_str_mv AT steigerscotta synthesisandcrystalstructuresofabis3hydroxycyclohex2en1oneandtwohexahydroquinolinederivatives
AT lichun synthesisandcrystalstructuresofabis3hydroxycyclohex2en1oneandtwohexahydroquinolinederivatives
AT gateschristina synthesisandcrystalstructuresofabis3hydroxycyclohex2en1oneandtwohexahydroquinolinederivatives
AT natalenicholasr synthesisandcrystalstructuresofabis3hydroxycyclohex2en1oneandtwohexahydroquinolinederivatives