Crystal structure and Hirshfeld surface analysis of (3 Z)-7-meth-oxy-3-(2-phenyl-hydrazinyl-idene)-1-benzo-furan-2(3 H)-one

Zeliha Atioğlu; Mehmet Akkurt; Ulviyya F Askerova; Sevinc H Mukhtarova; Rizvan K Askerov; Sixberth Mlowe

doi:10.1107/S2056989021007891

Crystal structure and Hirshfeld surface analysis of (3 Z)-7-meth-oxy-3-(2-phenyl-hydrazinyl-idene)-1-benzo-furan-2(3 H)-one

Acta Crystallogr E Crystallogr Commun. 2021 Aug 6;77(Pt 9):907-911. doi: 10.1107/S2056989021007891. eCollection 2021 Sep 1.

Authors

Zeliha Atioğlu¹, Mehmet Akkurt², Ulviyya F Askerova³, Sevinc H Mukhtarova³, Rizvan K Askerov³, Sixberth Mlowe⁴

Affiliations

¹ Department of Aircraft Electrics and Electronics, School of Applied Sciences, Cappadocia University, Mustafapaşa, 50420 Ürgüp, Nevşehir, Turkey.
² Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey.
³ Organic Chemistry Department, Baku State University, Z. Xalilov str. 23, Az, 1148 Baku, Azerbaijan.
⁴ University of Dar es Salaam, Dar es Salaam University College of Education, Department of Chemistry, PO Box 2329, Dar es Salaam, Tanzania.

Abstract

In the title compound, C₁₅H₁₂N₂O₃, pairs of mol-ecules are linked into dimers by N-H⋯O hydrogen bonds, forming an R ² ₂(12) ring motif, with the dimers stacked along the a axis. These dimers are connected through π-π stacking inter-actions between the centroids of the benzene and furan rings of their 2,3-di-hydro-1-benzo-furan ring systems. Furthermore, there exists a C-H⋯π inter-action that consolidates the crystal packing. A Hirshfeld surface analysis indicates that the most important contacts are H⋯H (40.7%), O⋯H/H⋯O (24.7%), C⋯H/H⋯C (16.1%) and C⋯C (8.8%).

Keywords: 2,3-dihydro-1-benzofuran ring system; Hirshfeld surface analysis; crystal structure; dimers; hydrogen bonds.

Grants and funding

This work was funded by Science Development Foundation under the President of the Republic of Azerbaijan grant EIF-BGM-4- RFTF-1/2017–21/13/4.