Cargando…
3-(p-Tolyl)-4-{3-[(phenylamino)methyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone
In the title compound, C(20)H(17)N(7)O(2)S (systematic name: 3-(4-methylphenyl)-4-{3-[(phenylamino)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-1,2,3-oxadiazol-3-ium-5-olate), the 3,6-dihydro-2H-1,3,4-thiadiazine ring adopts a half-boat conformation. The oxadiazol-3-ium ring makes...
Autores principales: | , , , |
---|---|
Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3099773/ https://www.ncbi.nlm.nih.gov/pubmed/21754026 http://dx.doi.org/10.1107/S1600536811010786 |
_version_ | 1782204081363746816 |
---|---|
author | Fun, Hoong-Kun Quah, Ching Kheng Nithinchandra, Kalluraya, Balakrishna |
author_facet | Fun, Hoong-Kun Quah, Ching Kheng Nithinchandra, Kalluraya, Balakrishna |
author_sort | Fun, Hoong-Kun |
collection | PubMed |
description | In the title compound, C(20)H(17)N(7)O(2)S (systematic name: 3-(4-methylphenyl)-4-{3-[(phenylamino)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-1,2,3-oxadiazol-3-ium-5-olate), the 3,6-dihydro-2H-1,3,4-thiadiazine ring adopts a half-boat conformation. The oxadiazol-3-ium ring makes dihedral angles of 57.99 (6) and 54.48 (6)° with the phenyl and benzene rings, respectively, while the 1,2,4-triazole ring forms corresponding angles of 37.35 (6) and 73.89 (6)°. The dihedral angle between the oxadiazol-3-ium and 1,2,4-triazole rings is 21.12 (6)°. In the crystal, the molecules are linked via intermolecular N—H⋯O and C—H⋯N hydrogen bonds into a layer parallel to the (100) plane. The crystal structure is further consolidated by C—H⋯π interactions. An intramolecular C—H⋯O hydrogen bond is also observed, which generates an S(6) ring motif. |
format | Text |
id | pubmed-3099773 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30997732011-07-13 3-(p-Tolyl)-4-{3-[(phenylamino)methyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone Fun, Hoong-Kun Quah, Ching Kheng Nithinchandra, Kalluraya, Balakrishna Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(20)H(17)N(7)O(2)S (systematic name: 3-(4-methylphenyl)-4-{3-[(phenylamino)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-1,2,3-oxadiazol-3-ium-5-olate), the 3,6-dihydro-2H-1,3,4-thiadiazine ring adopts a half-boat conformation. The oxadiazol-3-ium ring makes dihedral angles of 57.99 (6) and 54.48 (6)° with the phenyl and benzene rings, respectively, while the 1,2,4-triazole ring forms corresponding angles of 37.35 (6) and 73.89 (6)°. The dihedral angle between the oxadiazol-3-ium and 1,2,4-triazole rings is 21.12 (6)°. In the crystal, the molecules are linked via intermolecular N—H⋯O and C—H⋯N hydrogen bonds into a layer parallel to the (100) plane. The crystal structure is further consolidated by C—H⋯π interactions. An intramolecular C—H⋯O hydrogen bond is also observed, which generates an S(6) ring motif. International Union of Crystallography 2011-03-31 /pmc/articles/PMC3099773/ /pubmed/21754026 http://dx.doi.org/10.1107/S1600536811010786 Text en © Fun et al. 2011 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 Fun, Hoong-Kun Quah, Ching Kheng Nithinchandra, Kalluraya, Balakrishna 3-(p-Tolyl)-4-{3-[(phenylamino)methyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone |
title | 3-(p-Tolyl)-4-{3-[(phenylamino)methyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone |
title_full | 3-(p-Tolyl)-4-{3-[(phenylamino)methyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone |
title_fullStr | 3-(p-Tolyl)-4-{3-[(phenylamino)methyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone |
title_full_unstemmed | 3-(p-Tolyl)-4-{3-[(phenylamino)methyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone |
title_short | 3-(p-Tolyl)-4-{3-[(phenylamino)methyl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone |
title_sort | 3-(p-tolyl)-4-{3-[(phenylamino)methyl]-7h-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl}sydnone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3099773/ https://www.ncbi.nlm.nih.gov/pubmed/21754026 http://dx.doi.org/10.1107/S1600536811010786 |
work_keys_str_mv | AT funhoongkun 3ptolyl43phenylaminomethyl7h124triazolo34b134thiadiazin6ylsydnone AT quahchingkheng 3ptolyl43phenylaminomethyl7h124triazolo34b134thiadiazin6ylsydnone AT nithinchandra 3ptolyl43phenylaminomethyl7h124triazolo34b134thiadiazin6ylsydnone AT kallurayabalakrishna 3ptolyl43phenylaminomethyl7h124triazolo34b134thiadiazin6ylsydnone |