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Crystal structure of (R)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′H-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide

In the title compound, C(14)H(19)BrN(2)O(2)S, the 1,2,4-thia­diazinane ring adopts an envelope conformation with the N atom (attached to the sulfonyl group) as the flap, while the cyclo­hexane ring adopts a chair conformation. The mean plane of the cyclo­hexane ring is almost normal to the benzene r...

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Autores principales: Shinoj Kumar, P. P., Suchetan, P. A., Sreenivasa, S., Naveen, S., Lokanath, N. K., Aruna Kumar, D. B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257282/
https://www.ncbi.nlm.nih.gov/pubmed/25484745
http://dx.doi.org/10.1107/S1600536814022417
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author Shinoj Kumar, P. P.
Suchetan, P. A.
Sreenivasa, S.
Naveen, S.
Lokanath, N. K.
Aruna Kumar, D. B.
author_facet Shinoj Kumar, P. P.
Suchetan, P. A.
Sreenivasa, S.
Naveen, S.
Lokanath, N. K.
Aruna Kumar, D. B.
author_sort Shinoj Kumar, P. P.
collection PubMed
description In the title compound, C(14)H(19)BrN(2)O(2)S, the 1,2,4-thia­diazinane ring adopts an envelope conformation with the N atom (attached to the sulfonyl group) as the flap, while the cyclo­hexane ring adopts a chair conformation. The mean plane of the cyclo­hexane ring is almost normal to the benzene ring and the mean plane of the 1,2,4-thia­diazinane ring, making dihedral angles of 70.4 (2) and 71.43 (19)°, respectively. Furthermore, the dihedral angle between the benzene ring and the mean plane of the 1,2,4-thia­diazinane ring is 4.91 (18)°. The mol­ecular structure is stabilized by an intra­molecular C—H⋯O hydrogen bond, which encloses an S(6) ring motif. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds into chains along [10-1], forming a C(6) graph-set motif. These chains are inter­connected via C—H⋯π inter­actions, leading to chains along [-101], so finally forming sheets parallel to (010).
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spelling pubmed-42572822014-12-05 Crystal structure of (R)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′H-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide Shinoj Kumar, P. P. Suchetan, P. A. Sreenivasa, S. Naveen, S. Lokanath, N. K. Aruna Kumar, D. B. Acta Crystallogr Sect E Struct Rep Online Research Communications In the title compound, C(14)H(19)BrN(2)O(2)S, the 1,2,4-thia­diazinane ring adopts an envelope conformation with the N atom (attached to the sulfonyl group) as the flap, while the cyclo­hexane ring adopts a chair conformation. The mean plane of the cyclo­hexane ring is almost normal to the benzene ring and the mean plane of the 1,2,4-thia­diazinane ring, making dihedral angles of 70.4 (2) and 71.43 (19)°, respectively. Furthermore, the dihedral angle between the benzene ring and the mean plane of the 1,2,4-thia­diazinane ring is 4.91 (18)°. The mol­ecular structure is stabilized by an intra­molecular C—H⋯O hydrogen bond, which encloses an S(6) ring motif. In the crystal, mol­ecules are linked by N—H⋯O hydrogen bonds into chains along [10-1], forming a C(6) graph-set motif. These chains are inter­connected via C—H⋯π inter­actions, leading to chains along [-101], so finally forming sheets parallel to (010). International Union of Crystallography 2014-10-18 /pmc/articles/PMC4257282/ /pubmed/25484745 http://dx.doi.org/10.1107/S1600536814022417 Text en © Shinoj Kumar et al. 2014 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
Shinoj Kumar, P. P.
Suchetan, P. A.
Sreenivasa, S.
Naveen, S.
Lokanath, N. K.
Aruna Kumar, D. B.
Crystal structure of (R)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′H-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide
title Crystal structure of (R)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′H-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide
title_full Crystal structure of (R)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′H-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide
title_fullStr Crystal structure of (R)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′H-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide
title_full_unstemmed Crystal structure of (R)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′H-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide
title_short Crystal structure of (R)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′H-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide
title_sort crystal structure of (r)-6′-bromo-3,3-dimethyl-3′,4′-di­hydro-2′h-spiro­[cyclo­hexane-1,3′-1,2,4-benzo­thia­diazine] 1′,1′-dioxide
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4257282/
https://www.ncbi.nlm.nih.gov/pubmed/25484745
http://dx.doi.org/10.1107/S1600536814022417
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