2019
DOI: 10.1107/s2414314619015323
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5-(3-Hydroxyphenyl)-1,3,4-oxadiazole-2(3H)-thione hemihydrate

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… Show more

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Cited by 3 publications
(3 citation statements)
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“…Among heterocyclic organic compounds, 1,3,4-oxadiazoles have become an important class of heterocycles because of their broad spectrum of biological activity (De Oliveira et al, 2012;Vaidya et al, 2020). Scientists have identified many properties of 1,3,4-oxadiazole derivatives, such as antimicrobial (Bala et al, 2014;Zachariah et al, 2015;Ahmed et al, 2017;Razzoqova et al, 2019), antituberculosis (Makane et al, 2019;Wang et al, 2022), anticancer (Alam, 2022;Vaidya et al, 2020;Zhang et al, 2005), anti-inflammatory (Abd-Ellah et al, 2017), analgesic (Husain & Ajmal, 2009), herbicidal (Sun et al, 2014;Duan et al, 2011) and antifungal (Zhang et al, 2013;Capoci et al, 2019) activities. Heterocyclic thiones are an important type of compound in coordination chemistry because of their potential multifunctional donor sites, namely either exocyclic sulfur or endocyclic nitrogen (Reddy et al, 2011;Wang et al, 2010).…”
Section: Chemical Contextmentioning
confidence: 99%
See 1 more Smart Citation
“…Among heterocyclic organic compounds, 1,3,4-oxadiazoles have become an important class of heterocycles because of their broad spectrum of biological activity (De Oliveira et al, 2012;Vaidya et al, 2020). Scientists have identified many properties of 1,3,4-oxadiazole derivatives, such as antimicrobial (Bala et al, 2014;Zachariah et al, 2015;Ahmed et al, 2017;Razzoqova et al, 2019), antituberculosis (Makane et al, 2019;Wang et al, 2022), anticancer (Alam, 2022;Vaidya et al, 2020;Zhang et al, 2005), anti-inflammatory (Abd-Ellah et al, 2017), analgesic (Husain & Ajmal, 2009), herbicidal (Sun et al, 2014;Duan et al, 2011) and antifungal (Zhang et al, 2013;Capoci et al, 2019) activities. Heterocyclic thiones are an important type of compound in coordination chemistry because of their potential multifunctional donor sites, namely either exocyclic sulfur or endocyclic nitrogen (Reddy et al, 2011;Wang et al, 2010).…”
Section: Chemical Contextmentioning
confidence: 99%
“…In this case, the bond angles of the atom forming the tetrahedral polyhedron are slightly different from the angles of the ideal tetrahedron [N1-Zn1-N1 = 111.37 (9) , S1-Zn1-S1 = 100.46 (3) and N1-Zn1-S1 = 108.51 (4) ]. It is known from the literature (Razzoqova et al, 2019) that the sulfur atom in the 1,3,4-oxadiazole-2-thione molecule is attached to the ring by a double bond. In this polymer complex synthesized based on Zn II ion, the oxadiazole derivative transforms into the thiol tautomeric form and binds to the Zn ion.…”
Section: Structural Commentarymentioning
confidence: 99%
“…The increased attention to such compounds is associated with https://doi.org/10.4236/jcpt.2021.101001 Journal of Crystallization Process and Technology their unusual structures and the possibility of obtaining multifunctional materials on their basis. The latter should include magnetoactive [1], luminescent [2], sorption [3] and bioactive [4] properties.…”
Section: Introductionmentioning
confidence: 99%