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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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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). |
format | Online Article Text |
id | pubmed-4257282 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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