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

Abstract

In the title triazolothia-diazin compound, C24H 24N6O3S (systematic name: 4-{3-[(2-isopropyl-5- methylphen-oxy)methyl]-7H-1,2,4-triazolo[3,4-b][1,3,4]thia-diazin-6-yl} -3-(4-methyl-phenyl)-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 inter-planar angles of 73.1 (4) and 86.6 (8)°, respectively, with the attached phenyl ring. The 3,6-dihydro-1,3,4-thia-diazine ring adopts a twist-boat conformation. The inter-planar 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.