Crystal structure and Hirshfeld surface analysis of 5-(5-phenyl-1,2-oxazol-3-yl)-1,3,4-thia-diazol-2-amine

Evgeniya V Nikitina; Sevim Türktekin Çelikesir; Mehmet Akkurt; Sergey K Petkevich; Ekaterina A Akishina; Victor N Khrustalev; Sixberth Mlowe

doi:10.1107/S2056989022003450

Crystal structure and Hirshfeld surface analysis of 5-(5-phenyl-1,2-oxazol-3-yl)-1,3,4-thia-diazol-2-amine

Acta Crystallogr E Crystallogr Commun. 2022 Mar 31;78(Pt 4):453-457. doi: 10.1107/S2056989022003450. eCollection 2022 Apr 1.

Authors

Evgeniya V Nikitina¹, Sevim Türktekin Çelikesir², Mehmet Akkurt², Sergey K Petkevich³, Ekaterina A Akishina³, Victor N Khrustalev^{1

4}, Sixberth Mlowe⁵

Affiliations

¹ Department of Organic Chemistry, Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., 117198, Moscow, Russian Federation.
² Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
³ Laboratory of the Chemistry of Heterocyclic Compounds, Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, 13, Surganova Str., 220072, Minsk, Belarus.
⁴ N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Av., Moscow, Russian Federation.
⁵ University of Dar es Salaam, Dar es Salaam University College of Education, Department of Chemistry, PO Box 2329, Dar es Salaam, Tanzania.

Abstract

The title compound, C₁₁H₈N₄OS, crystallizes with two independent mol-ecules in the asymmetric unit. In the crystal, the N-H⋯N and C-H⋯N hydrogen bonds connect the mol-ecules, generating double layers parallel to the (001) plane. The layers are joined by C-H⋯π inter-actions to form a three-dimensional supra-molecular structure.

Keywords: C—H⋯π interactions; Hirshfeld surface analysis; crystal structure; hydrogen bonds; π–π stacking interactions.

Grants and funding

This work was funded by Russian Foundation for Basic Research grant 19–53-04002, Bel_mol_a to E. V. Nikitina; Belarusian Republican Foundation for Fundamental Research grant X20PM-056 to E. V. Nikitina.