Research Article: 4-[2-(2-Benzyl­idene­hydrazin­ylidene)-3,6-dihydro-2H-1,3,4-thia­diazin-5-yl]-3-(4-meth­oxy­phen­yl)­sydnone

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.

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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 ▶).




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