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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
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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. |
format | Online Article Text |
id | pubmed-4908554 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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