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Abstract
The title 1,3,4-oxadiazole derivative crystallizes as a hemihydrate, C8H6N2O2S·0.5H2O, with the water molecule located on a twofold rotation axis. The 1,3,4-oxadiazole molecule is essentially planar, the r.m.s. deviation of the non-H atoms being 0.0443 Å. The dihedral angle between the mean planes of the phenyl and oxadiazole rings is 6.101 (17)°. In the crystal, molecules are linked via O—H...S and N—H...O hydrogen bonds involving the water molecule, the N—H group and the thione S atom into undulating ribbons. Additional π–π interactions generate a two-dimensional supramolecular framework extending parallel to (001).
Highlights
The title 1,3,4-oxadiazole derivative crystallizes as a hemihydrate, C8H6N2O2SÁ0.5H2O, with the water molecule located on a twofold rotation axis
Molecules are linked via O—HÁ Á ÁS and N—HÁ Á ÁO hydrogen bonds involving the water molecule, the N—H group and the thione S atom into undulating ribbons
The title 1,3,4-oxadiazole is derived from the condensation of 3-hydroxybenzoic acid hydrazide with potassium butyl xanthate and crystallizes as a hemihydrate (Fig. 1), with the water molecule situated on a twofold rotation axis
Summary
Oxadiazoles are an important class of heterocyclic compounds because of their broad biological activities. 1,3,4-Oxadiazole derivatives are known to act as antibacterial (Ahmed et al, 2018), antimicrobial (Zheng et al, 2018), anticancer (Glomb et al, 2018), anti-inflammatory (Abd-Ellah et al, 2017), analgesic (Husain & Ajmal, 2009), antitubercular (Ali & Shaharyar, 2007; Zampieri et al, 2009), and vasodilatory (Shirote & Bhatia, 2010) agents They are important as starting materials for cycloaddition reactions (Vasilev et al, 2007), and are employed in the synthesis of furans (Wolkenberg & Boger, 2002), natural products (Yuan et al, 2005) and plant-growth hormones (Won et al, 2011). The organic molecules are linked into dimers by pairs of N—HÁ Á ÁO hydrogen bonds (Table 1), with the O
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