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2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-N-(2-fluorobenzyl)acetamide
In the title molecule, C(20)H(19)FN(4)O(3)S, the heterocyclic thiazine ring adopts a half-chair conformation with the S atom displaced by 0.668 (4) Å from the mean plane formed by the remaining ring atoms. The mean planes of the benzene and pyrazole rings are inclined with respect to each other at...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414926/ https://www.ncbi.nlm.nih.gov/pubmed/22904913 http://dx.doi.org/10.1107/S160053681203187X |
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author | Ahmad, Matloob Siddiqui, Hamid Latif Ahmad, Naveed Aslam, Sana Parvez, Masood |
author_facet | Ahmad, Matloob Siddiqui, Hamid Latif Ahmad, Naveed Aslam, Sana Parvez, Masood |
author_sort | Ahmad, Matloob |
collection | PubMed |
description | In the title molecule, C(20)H(19)FN(4)O(3)S, the heterocyclic thiazine ring adopts a half-chair conformation with the S atom displaced by 0.668 (4) Å from the mean plane formed by the remaining ring atoms. The mean planes of the benzene and pyrazole rings are inclined with respect to each other at a dihedral angle of 17.4 (3)°. The acetamide chain (O/N/C/C/C) linking the pyrazole and 2-fluorobenzyl rings is essentially planar (r.m.s. deviation = 0.030 Å) and forms dihedral angles with the mean planes of these rings of 78.8 (2) and 78.89 (14)°, respectively. The crystal structure is stabilized by N—H⋯O and C—H⋯O hydrogen-bonding interactions, resulting in a six-membered ring with an R (2) (1)(6) motif, while C—H⋯O and C—H⋯F hydrogen-bonding interactions result in chains of molecules lying along the c axis in a zigzag fashion. |
format | Online Article Text |
id | pubmed-3414926 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-34149262012-08-17 2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-N-(2-fluorobenzyl)acetamide Ahmad, Matloob Siddiqui, Hamid Latif Ahmad, Naveed Aslam, Sana Parvez, Masood Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title molecule, C(20)H(19)FN(4)O(3)S, the heterocyclic thiazine ring adopts a half-chair conformation with the S atom displaced by 0.668 (4) Å from the mean plane formed by the remaining ring atoms. The mean planes of the benzene and pyrazole rings are inclined with respect to each other at a dihedral angle of 17.4 (3)°. The acetamide chain (O/N/C/C/C) linking the pyrazole and 2-fluorobenzyl rings is essentially planar (r.m.s. deviation = 0.030 Å) and forms dihedral angles with the mean planes of these rings of 78.8 (2) and 78.89 (14)°, respectively. The crystal structure is stabilized by N—H⋯O and C—H⋯O hydrogen-bonding interactions, resulting in a six-membered ring with an R (2) (1)(6) motif, while C—H⋯O and C—H⋯F hydrogen-bonding interactions result in chains of molecules lying along the c axis in a zigzag fashion. International Union of Crystallography 2012-07-18 /pmc/articles/PMC3414926/ /pubmed/22904913 http://dx.doi.org/10.1107/S160053681203187X Text en © Ahmad 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 Ahmad, Matloob Siddiqui, Hamid Latif Ahmad, Naveed Aslam, Sana Parvez, Masood 2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-N-(2-fluorobenzyl)acetamide |
title | 2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-N-(2-fluorobenzyl)acetamide |
title_full | 2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-N-(2-fluorobenzyl)acetamide |
title_fullStr | 2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-N-(2-fluorobenzyl)acetamide |
title_full_unstemmed | 2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-N-(2-fluorobenzyl)acetamide |
title_short | 2-(3,4-Dimethyl-5,5-dioxo-2H,4H-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-N-(2-fluorobenzyl)acetamide |
title_sort | 2-(3,4-dimethyl-5,5-dioxo-2h,4h-pyrazolo[4,3-c][1,2]benzothiazin-2-yl)-n-(2-fluorobenzyl)acetamide |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3414926/ https://www.ncbi.nlm.nih.gov/pubmed/22904913 http://dx.doi.org/10.1107/S160053681203187X |
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