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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...

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Autores principales: Ahmad, Matloob, Siddiqui, Hamid Latif, Ahmad, Naveed, Aslam, Sana, Parvez, Masood
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
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.
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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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