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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...

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Autores principales: Shen, Jin, Qian, Jing-Jing, Wu, Su-Xiang, Gu, Jian-Ming, Hu, Xiu-Rong
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
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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.
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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
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