Abstract
In the title molecule, C9H8N4O2S, the dihedral angle between the thiadiazole and benzene rings is 73.92 (8)° and the thiadiazole group S atom is orientated towards the benzene ring, the central S—C—C—C torsion angle being 45.44 (18)°. In the crystal, supramolecular tapes mediated by N—H⋯N hydrogen bonds and comprising alternating eight-membered {⋯HNCN}2 and 10-membered {⋯HNH⋯NN}2 synthons are formed along [010]. The tapes are consolidated into a three-dimensional network by a combination of C—H⋯O, C—H⋯S and C—H⋯π interactions
Highlights
C9H8N4O2S, the dihedral angle between the thiadiazole and benzene rings is 73.92 (8) and the thiadiazole group S atom is orientated towards the benzene ring, the central S—C—C—C torsion angle being 45.44 (18)
The tapes are consolidated into a threedimensional network by a combination of C—H O, C—
Symmetry codes: (i) x, y−1, z; (ii) −x+2, −y+2, −z+1; (iii) x−1, y, z; (iv) x, y+1, z; (v) −x, −y+1, −z+2; (vi) x+1, y+1, z
Summary
Silva,a Edward R. T. Tiekink,c* James L. Wardelld‡ and Solange M. S. V. Wardelle a Fundação Oswaldo Cruz, Instituto de Tecnologia em Fármacos - Far-Manguinhos, Laboratório de Sıntese IV, 21041-250 Rio de Janeiro, RJ, Brazil, bInstituto de Quımica, Universidade Federal do Rio de Janeiro, 21949-900 Rio de Janeiro, RJ, Brazil, cDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, dCentro de Desenvolvimento Tecnológico em Saúde (CDTS), Fundação Oswaldo Cruz (FIOCRUZ), Casa Amarela, Campus de Manguinhos, Av. Brasil 4365, 21040-900, Rio de Janeiro, RJ, Brazil, and eCHEMSOL, 1 Harcourt Road, Aberdeen R factor = 0.035; wR factor = 0.086; data-to-parameter ratio = 14.9.
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