CoII-catalysed synthesis of N-(4-meth-oxy-phen-yl)-5-(pyridin-4-yl)-1,3,4-oxa-diazol-2-amine hemi-hydro-chloride monohydrate

Ram N Gautam; Sankatha P Sonkar; Shailendra Yadav; Paras Nath; Manoj K Bharty

doi:10.1107/S2056989024002044

Co^II-catalysed synthesis of N-(4-meth-oxy-phen-yl)-5-(pyridin-4-yl)-1,3,4-oxa-diazol-2-amine hemi-hydro-chloride monohydrate

Acta Crystallogr E Crystallogr Commun. 2024 Mar 12;80(Pt 4):351-354. doi: 10.1107/S2056989024002044. eCollection 2024 Mar 1.

Authors

Ram N Gautam¹, Sankatha P Sonkar², Shailendra Yadav², Paras Nath³, Manoj K Bharty¹

Affiliations

¹ Department of Chemistry, Banaras Hindu University, Varanasi-221005, India.
² Department of Chemistry, AKS University, Satna-485001, India.
³ Buddha PG College, Kushinagar - 274403, India.

Abstract

The title compound, C₁₄H₁₂N₄O₂·0.5HCl·H₂O or H(C₁₄H₁₂N₄O₂)₂ ⁺·Cl^-·2H₂O, arose from the unexpected cyclization of isonicotinoyl-N-phenyl hydrazine carbo-thio-amide catalysed by cobalt(II) acetate. The organic mol-ecule is almost planar and a symmetric N⋯H⁺⋯N hydrogen bond links two of them together, with the H atom lying on a crystallographic twofold axis. The extended structure features N-H⋯O and O-H⋯Cl hydrogen bonds, which generate [001] chains. Weak C-H⋯Cl inter-actions cross-link the chains. The chloride ion has site symmetry 2. The major contributions to the Hirshfeld surface are from H⋯H (47.1%), Cl⋯H/H⋯Cl (total 10.8%), O⋯H/H⋯O (7.4%) and N⋯H/H⋯N (6.7%) inter-actions.

Keywords: 1,3,4-oxadiazole; Hirshfeld surface analysis; crystal structure; cyclo-desulfurization.