Date Published: April 01, 2011
Publisher: International Union of Crystallography
Author(s): Hoong-Kun Fun, Madhukar Hemamalini, Nithinchandra, Balakrishna Kalluraya.
In the title compound, C19H16N6O3S, the 3,6-dihydro-1,3,4-thiadiazine ring adopts a twist-boat conformation. The dihedral angle between the methoxy-substituted benzene ring and the oxadiazole ring is 71.91 (7)°. In the crystal structure, centrosymmetrically related molecules are linked into dimers via pairs of intermolecular N—H⋯N hydrogen bonds, generating R22(8) ring motifs. There is an intramolecular C—H⋯O hydrogen bond which generates an S(6) ring motif.
For applications of sydnones, see: Baker et al. (1949 ▶); Hedge et al. (2008 ▶); Rai et al. (2008 ▶); Kalluraya et al. (2003 ▶). For the definition of ring-puckering parameters, see: Cremer & Pople (1975 ▶). For the definition of graph-set notation, see: Bernstein et al. (1995 ▶).