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Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate

The title compound, C(26)H(32)N(2)O(4)(M)·C(2)H(4)O(2), (I), is the product of the Petrenko–Kritchenko condensation of N-propyl­piperidinone with 1,5-bis­(2-formyl­phen­oxy)-3-oxa­pentane and ammonium acetate. In M, the aza-14-crown-3-ether ring adopts a bowl conformation, with the configuration of...

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Autores principales: Hieu, Truong Hong, Anh, Le Tuan, Soldatenkov, Anatoly T., Tuyen, Nguyen Van, Khrustalev, Victor N.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908554/
https://www.ncbi.nlm.nih.gov/pubmed/27308052
http://dx.doi.org/10.1107/S2056989016007556
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author Hieu, Truong Hong
Anh, Le Tuan
Soldatenkov, Anatoly T.
Tuyen, Nguyen Van
Khrustalev, Victor N.
author_facet Hieu, Truong Hong
Anh, Le Tuan
Soldatenkov, Anatoly T.
Tuyen, Nguyen Van
Khrustalev, Victor N.
author_sort Hieu, Truong Hong
collection PubMed
description The title compound, C(26)H(32)N(2)O(4)(M)·C(2)H(4)O(2), (I), is the product of the Petrenko–Kritchenko condensation of N-propyl­piperidinone with 1,5-bis­(2-formyl­phen­oxy)-3-oxa­pentane and ammonium acetate. In M, the aza-14-crown-3-ether ring adopts a bowl conformation, with the configuration of the C—O—C—C —O—C—C—O—C polyether chain being t–g ((−))–t–t–g ((+))–t (t = trans, 180°; g = gauche, ±60°). The dihedral angle between the planes of the benzene rings fused to the aza-14-crown-4-ether moiety is 62.75 (5)°. The central piperidinone ring has a boat conformation, whereas the terminal piperidinone ring adopts a chair conformation. The boat conformation of the central piperidinone ring is supported by the bifurcated intra­molecular N—H⋯O hydrogen bond. In the crystal, each solvent mol­ecule is linked to mol­ecule M via strong O—H⋯N hydrogen bonding, forming hydrogen-bonded pairs of mol­ecules, which further inter­act through weak C—H⋯O hydrogen bonds, forming layers parallel to the ac plane.
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spelling pubmed-49085542016-06-15 Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate Hieu, Truong Hong Anh, Le Tuan Soldatenkov, Anatoly T. Tuyen, Nguyen Van Khrustalev, Victor N. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(26)H(32)N(2)O(4)(M)·C(2)H(4)O(2), (I), is the product of the Petrenko–Kritchenko condensation of N-propyl­piperidinone with 1,5-bis­(2-formyl­phen­oxy)-3-oxa­pentane and ammonium acetate. In M, the aza-14-crown-3-ether ring adopts a bowl conformation, with the configuration of the C—O—C—C —O—C—C—O—C polyether chain being t–g ((−))–t–t–g ((+))–t (t = trans, 180°; g = gauche, ±60°). The dihedral angle between the planes of the benzene rings fused to the aza-14-crown-4-ether moiety is 62.75 (5)°. The central piperidinone ring has a boat conformation, whereas the terminal piperidinone ring adopts a chair conformation. The boat conformation of the central piperidinone ring is supported by the bifurcated intra­molecular N—H⋯O hydrogen bond. In the crystal, each solvent mol­ecule is linked to mol­ecule M via strong O—H⋯N hydrogen bonding, forming hydrogen-bonded pairs of mol­ecules, which further inter­act through weak C—H⋯O hydrogen bonds, forming layers parallel to the ac plane. International Union of Crystallography 2016-05-20 /pmc/articles/PMC4908554/ /pubmed/27308052 http://dx.doi.org/10.1107/S2056989016007556 Text en © Hieu et al. 2016 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
Hieu, Truong Hong
Anh, Le Tuan
Soldatenkov, Anatoly T.
Tuyen, Nguyen Van
Khrustalev, Victor N.
Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate
title Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate
title_full Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate
title_fullStr Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate
title_full_unstemmed Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate
title_short Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate
title_sort crystal structure of (1rs,21sr,22rs,24sr)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di­aza­penta­cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa­cosa-2,4,6,15(20),16,18-hexa­ene acetic acid monosolvate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908554/
https://www.ncbi.nlm.nih.gov/pubmed/27308052
http://dx.doi.org/10.1107/S2056989016007556
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