A NEW CLASS OF SUBSTITUTED 1,2,4-TRIAZOLO-1,3,4-THIADIAZEPINES

A series of (5-nitro-2-furyl)-6-phenyl-1,2,4-triazolo[3,4-b]?? [1,3,4] thiadiazepine compounds have been synthesized recently by a new route. Reported here are the structures of two such compounds with para-subs tituted aryloxymethyl groups: one has a chloro group, phenyl-1,2,4-tri -azolo[3,4-b][1,3,4]thiadiazepine, C22H14ClN5O4S, TD1, and the other a methyl group, phenyl-1,2,4-triazolo-[3,4-b][1,3,4]thiadiazepine, C23H 17N5O4S, TD7. The nitrofuryl and phenyl groups on the thiadiazepine ri ng are each found to adopt a similar conformation in the two structure s, whereas the aryloxymethyl substitutents on the triazole rings are c onformationally different from each other. Each thiadiazepine ring ado pts a boat conformation with the S atom at the apex. The interplanar a ngle between the triazole ring and the thiadiazepine ring is 30-degree s for both compounds. The conformation of the aryloxymethyl group is d ependent on the intermolecular interactions that arise as a result of the polarity of the para substituent. The Cl group in TD1 is involved in a C-Cl...O non-bonded interaction with a Cl...O distance of 3.100 ( 3) angstrom and a C-Cl...O angle of 138.4 (1)-degrees. TD7 has a stack ing interaction involving the nitrofuryl groups.