Cargando…
Quetiapine N-oxide–fumaric acid (2/1)
The title compound (systematic name: 2-{2-[4-(dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl 1-oxide]ethoxy}ethanol–fumaric acid (2/1)), C(21)H(25)N(3)O(3)S·0.5C(4)H(4)O(4), is one of the oxidation products of quetiapine hemifumaric acid. In the tricyclic fragment, the central thiazepine ring di...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379340/ https://www.ncbi.nlm.nih.gov/pubmed/22719538 http://dx.doi.org/10.1107/S1600536812020818 |
_version_ | 1782236177505452032 |
---|---|
author | Shen, Jin Qian, Jing-Jing Wu, Su-Xiang Gu, Jian-Ming Hu, Xiu-Rong |
author_facet | Shen, Jin Qian, Jing-Jing Wu, Su-Xiang Gu, Jian-Ming Hu, Xiu-Rong |
author_sort | Shen, Jin |
collection | PubMed |
description | The title compound (systematic name: 2-{2-[4-(dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl 1-oxide]ethoxy}ethanol–fumaric acid (2/1)), C(21)H(25)N(3)O(3)S·0.5C(4)H(4)O(4), is one of the oxidation products of quetiapine hemifumaric acid. In the tricyclic fragment, the central thiazepine ring displays a boat conformation and the benzene rings are inclined to each other at a dihedral angle of 72.0 (2)°. The piperazine ring adopts a chair conformation with its ethoxyethanol side chain oriented equatorially. In addition to the main molecule, the asymmetric unit contains one-half molecule of fumaric acid, the complete molecule being generated by inversion symmetry. In the crystal, O—H⋯O hydrogen bonds link the components into corrugated layers parallel to bc plane. |
format | Online Article Text |
id | pubmed-3379340 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-33793402012-06-20 Quetiapine N-oxide–fumaric acid (2/1) Shen, Jin Qian, Jing-Jing Wu, Su-Xiang Gu, Jian-Ming Hu, Xiu-Rong Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound (systematic name: 2-{2-[4-(dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl 1-oxide]ethoxy}ethanol–fumaric acid (2/1)), C(21)H(25)N(3)O(3)S·0.5C(4)H(4)O(4), is one of the oxidation products of quetiapine hemifumaric acid. In the tricyclic fragment, the central thiazepine ring displays a boat conformation and the benzene rings are inclined to each other at a dihedral angle of 72.0 (2)°. The piperazine ring adopts a chair conformation with its ethoxyethanol side chain oriented equatorially. In addition to the main molecule, the asymmetric unit contains one-half molecule of fumaric acid, the complete molecule being generated by inversion symmetry. In the crystal, O—H⋯O hydrogen bonds link the components into corrugated layers parallel to bc plane. International Union of Crystallography 2012-05-16 /pmc/articles/PMC3379340/ /pubmed/22719538 http://dx.doi.org/10.1107/S1600536812020818 Text en © Shen et al. 2012 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 | Organic Papers Shen, Jin Qian, Jing-Jing Wu, Su-Xiang Gu, Jian-Ming Hu, Xiu-Rong Quetiapine N-oxide–fumaric acid (2/1) |
title | Quetiapine N-oxide–fumaric acid (2/1) |
title_full | Quetiapine N-oxide–fumaric acid (2/1) |
title_fullStr | Quetiapine N-oxide–fumaric acid (2/1) |
title_full_unstemmed | Quetiapine N-oxide–fumaric acid (2/1) |
title_short | Quetiapine N-oxide–fumaric acid (2/1) |
title_sort | quetiapine n-oxide–fumaric acid (2/1) |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3379340/ https://www.ncbi.nlm.nih.gov/pubmed/22719538 http://dx.doi.org/10.1107/S1600536812020818 |
work_keys_str_mv | AT shenjin quetiapinenoxidefumaricacid21 AT qianjingjing quetiapinenoxidefumaricacid21 AT wusuxiang quetiapinenoxidefumaricacid21 AT gujianming quetiapinenoxidefumaricacid21 AT huxiurong quetiapinenoxidefumaricacid21 |