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3-(p-Tol-yl)-4-{3-[(phenyl-amino)-meth-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thia-diazin-6-yl}sydnone.

ABSTRACT: In the title compound, C(20)H(17)N(7)O(2)S (systematic name: 3-(4-methyl-phen-yl)-4-{3-[(phenyl-amino)-meth-yl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thia-diazin-6-yl}-1,2,3-oxadiazol-3-ium-5-olate), the 3,6-dihydro-2H-1,3,4-thia-diazine 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 mol-ecules are linked via inter-molecular 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?? inter-actions. An intra-molecular C-H?O hydrogen bond is also observed, which generates an S(6) ring motif.

SUBMITTER: Fun HK

PROVIDER: S-EPMC3099773 | biostudies-literature | 2011 Apr

REPOSITORIES: biostudies-literature

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3-(p-Tol-yl)-4-{3-[(phenyl-amino)-meth-yl]-7H-[1,2,4]triazolo[3,4-b][1,3,4]thia-diazin-6-yl}sydnone.

Fun Hoong-Kun HK Quah Ching Kheng CK Nithinchandra Kalluraya Balakrishna B

Acta crystallographica. Section E, Structure reports online 20110331 Pt 4

In the title compound, C(20)H(17)N(7)O(2)S (systematic name: 3-(4-methyl-phen-yl)-4-{3-[(phenyl-amino)-meth-yl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thia-diazin-6-yl}-1,2,3-oxadiazol-3-ium-5-olate), the 3,6-dihydro-2H-1,3,4-thia-diazine 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 be ...[more]

PMID: 21754026

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Project description:In the title compound, C(11)H(9)BrN(4)S, the 1,2,4-triazole ring is essentially planar (r.m.s. deviation = 0.020?Å) and makes a dihedral angle of 29.1?(5)° with the bromo-benzene ring. The 3,6-dihydro-1,3,4-thia-diazine ring adopts a twist-boat conformation. In the crystal, mol-ecules are linked by C-H?N inter-actions into sheets lying parallel to the (010) plane. The same N atom accepts two such hydrogen bonds.

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