Crystal structure and Hirshfeld surface analysis of N-[2-(5-methyl-furan-2-yl)phen-yl]-3-nitro- N-[(3-nitro-phen-yl)sulfon-yl]benzene-sulfonamide

Gunay Z Mammadova; Selbi Annadurdyyeva; Gleb M Burkin; Victor N Khrustalev; Mehmet Akkurt; Sema Öztürk Yıldırım; Ajaya Bhattarai

doi:10.1107/S2056989023003523

Crystal structure and Hirshfeld surface analysis of N-[2-(5-methyl-furan-2-yl)phen-yl]-3-nitro- N-[(3-nitro-phen-yl)sulfon-yl]benzene-sulfonamide

Acta Crystallogr E Crystallogr Commun. 2023 Apr 25;79(Pt 5):499-503. doi: 10.1107/S2056989023003523. eCollection 2023 Apr 1.

Authors

Gunay Z Mammadova¹, Selbi Annadurdyyeva², Gleb M Burkin², Victor N Khrustalev^{2

3}, Mehmet Akkurt⁴, Sema Öztürk Yıldırım^{5

4}, Ajaya Bhattarai⁶

Affiliations

¹ Excellence Center, Baku State University, Z. Xalilov Str. 23, Az 1148 Baku, Azerbaijan.
² Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., Moscow 117198, Russian Federation.
³ Zelinsky Institute of Organic Chemistry of RAS, 4, 7 Leninsky Prospect, 119991 Moscow, Russian Federation.
⁴ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Türkiye.
⁵ Department of Physics, Faculty of Science, Eskisehir Technical University, Yunus Emre Campus, 26470 Eskisehir, Türkiye.
⁶ Department of Chemistry, M.M.A.M.C. (Tribhuvan University), Biratnagar, Nepal.

Abstract

In the title compound, C₂₃H₁₇N₃O₉S₂, C-H⋯O hydrogen bonds link adjacent mol-ecules in a three-dimensional network, while π-π stacking inter-actions, with centroid-centroid distances of 3.8745 (9) Å, between the furan and an arene ring of one of the two (3-nitro-phen-yl)sulfonyl groups, result in chains parallel to the a axis. The Hirshfeld surface analysis indicates that O⋯H/H⋯O (40.1%), H⋯H (27.5%) and C⋯H/H⋯C (12.4%) inter-actions are the most significant contributors to the crystal packing.

Keywords: Hirshfeld surface analysis; crystal structure; hydrogen bonds; sulfonamides; π–π stacking interactions.