4-{3-[(2-Isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(p-tolyl)sydnone
In the title triazolothiadiazin compound, C24H24N6O3S (systematic name: 4-{3-[(2-isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(4-methylphenyl)-1,2,3-oxadiazol-3-ium-5-olate), an intramolecular C—H...O hydrogen bond generates an S(6) ring motif. Th...
| Main Authors: | , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
International Union of Crystallography
2010-09-01
|
| Series: | Acta Crystallographica Section E |
| Online Access: | http://scripts.iucr.org/cgi-bin/paper?S1600536810030205 |
| _version_ | 1818791670482731008 |
|---|---|
| author | Jia Hao Goh Hoong-Kun Fun Nithinchandra B. Kalluraya |
| author_facet | Jia Hao Goh Hoong-Kun Fun Nithinchandra B. Kalluraya |
| author_sort | Jia Hao Goh |
| collection | DOAJ |
| description | In the title triazolothiadiazin compound, C24H24N6O3S (systematic name: 4-{3-[(2-isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(4-methylphenyl)-1,2,3-oxadiazol-3-ium-5-olate), an intramolecular C—H...O hydrogen bond generates an S(6) ring motif. The two terminal methyl groups of the isopropyl unit are disordered over two sets of positions in a 0.715 (4):0.285 (4) ratio. The mean planes formed through the major and minor disordered isopropyl units are inclined at interplanar angles of 73.1 (4) and 86.6 (8)°, respectively, with the attached phenyl ring. The 3,6-dihydro-1,3,4-thiadiazine ring adopts a twist-boat conformation. The interplanar angle formed between 1,2,3-oxadiazole and 1,2,4-triazole rings is 18.80 (11)°. In the crystal, neighbouring molecules are linked into sheets lying parallel to the bc plane by C—H...N hydrogen bonds. Weak intermolecular π–π interactions [centroid–centroid distances = 3.2935 (11) and 3.5590 (12) Å] further stabilize the crystal structure. |
| first_indexed | 2024-12-18T15:15:03Z |
| format | Article |
| id | doaj.art-40f524d2a194475eb32bb252f2a05bee |
| institution | Directory Open Access Journal |
| issn | 1600-5368 |
| language | English |
| last_indexed | 2024-12-18T15:15:03Z |
| publishDate | 2010-09-01 |
| publisher | International Union of Crystallography |
| record_format | Article |
| series | Acta Crystallographica Section E |
| spelling | doaj.art-40f524d2a194475eb32bb252f2a05bee2022-12-21T21:03:32ZengInternational Union of CrystallographyActa Crystallographica Section E1600-53682010-09-01669o2198o219910.1107/S16005368100302054-{3-[(2-Isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(p-tolyl)sydnoneJia Hao GohHoong-Kun FunNithinchandraB. KallurayaIn the title triazolothiadiazin compound, C24H24N6O3S (systematic name: 4-{3-[(2-isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(4-methylphenyl)-1,2,3-oxadiazol-3-ium-5-olate), an intramolecular C—H...O hydrogen bond generates an S(6) ring motif. The two terminal methyl groups of the isopropyl unit are disordered over two sets of positions in a 0.715 (4):0.285 (4) ratio. The mean planes formed through the major and minor disordered isopropyl units are inclined at interplanar angles of 73.1 (4) and 86.6 (8)°, respectively, with the attached phenyl ring. The 3,6-dihydro-1,3,4-thiadiazine ring adopts a twist-boat conformation. The interplanar angle formed between 1,2,3-oxadiazole and 1,2,4-triazole rings is 18.80 (11)°. In the crystal, neighbouring molecules are linked into sheets lying parallel to the bc plane by C—H...N hydrogen bonds. Weak intermolecular π–π interactions [centroid–centroid distances = 3.2935 (11) and 3.5590 (12) Å] further stabilize the crystal structure.http://scripts.iucr.org/cgi-bin/paper?S1600536810030205 |
| spellingShingle | Jia Hao Goh Hoong-Kun Fun Nithinchandra B. Kalluraya 4-{3-[(2-Isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(p-tolyl)sydnone Acta Crystallographica Section E |
| title | 4-{3-[(2-Isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(p-tolyl)sydnone |
| title_full | 4-{3-[(2-Isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(p-tolyl)sydnone |
| title_fullStr | 4-{3-[(2-Isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(p-tolyl)sydnone |
| title_full_unstemmed | 4-{3-[(2-Isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(p-tolyl)sydnone |
| title_short | 4-{3-[(2-Isopropyl-5-methylphenoxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazin-6-yl}-3-(p-tolyl)sydnone |
| title_sort | 4 3 2 isopropyl 5 methylphenoxy methyl 7h 1 2 4 triazolo 3 4 b 1 3 4 thiadiazin 6 yl 3 p tolyl sydnone |
| url | http://scripts.iucr.org/cgi-bin/paper?S1600536810030205 |
| work_keys_str_mv | AT jiahaogoh 432isopropyl5methylphenoxymethyl7h124triazolo34b134thiadiazin6yl3ptolylsydnone AT hoongkunfun 432isopropyl5methylphenoxymethyl7h124triazolo34b134thiadiazin6yl3ptolylsydnone AT nithinchandra 432isopropyl5methylphenoxymethyl7h124triazolo34b134thiadiazin6yl3ptolylsydnone AT bkalluraya 432isopropyl5methylphenoxymethyl7h124triazolo34b134thiadiazin6yl3ptolylsydnone |