Crystal structure and Hirshfeld surface analysis of dieth-yl (3a S,3 a 1 R,4 S,5 S,6 R,6a S,7 R,9a S)-3a1,5,6,6a-tetra-hydro-1 H,3 H,4 H,7 H-3a,6:7,9a-di-epoxy-benzo[ de]isochromene-4,5-di-carboxyl-ate

Nurlana D Sadikhova; Zeliha Atioğlu; Narmina A Guliyeva; Alexandra G Podrezova; Eugeniya V Nikitina; Mehmet Akkurt; Ajaya Bhattarai

doi:10.1107/S2056989023010794

Crystal structure and Hirshfeld surface analysis of dieth-yl (3a S,3 a 1 R,4 S,5 S,6 R,6a S,7 R,9a S)-3a1,5,6,6a-tetra-hydro-1 H,3 H,4 H,7 H-3a,6:7,9a-di-epoxy-benzo[ de]isochromene-4,5-di-carboxyl-ate

Acta Crystallogr E Crystallogr Commun. 2024 Jan 1;80(Pt 1):83-87. doi: 10.1107/S2056989023010794.

Authors

Nurlana D Sadikhova¹, Zeliha Atioğlu², Narmina A Guliyeva³, Alexandra G Podrezova⁴, Eugeniya V Nikitina⁴, Mehmet Akkurt⁵, Ajaya Bhattarai⁶

Affiliations

¹ Organic Chemistry Department, Baku State University, Az 1148 Baku, Azerbaijan.
² Department of Aircraft Electrics and Electronics, School of Applied Sciences, Cappadocia University, Mustafapaşa, 50420 Ürgüp, Nevşehir, Türkiye.
³ Department of Organic Substances and Technology of High-Molecular Compounds, SRI "Geotechnological Problems of Oil, Gas and Chemistry", Azerbaijan State Oil and Industry University, Azadlig ave. 20, Az-1010 Baku, Azerbaijan.
⁴ Organic Chemistry Department, Faculty of Science, RUDN University, Miklukho-Maklaya St., 6, Moscow 117198, Russian Federation.
⁵ Department of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Türkiye.
⁶ Department of Chemistry, M.M.A.M.C (Tribhuvan University) Biratnagar, Nepal.

Abstract

In the title compound, C₁₈H₂₂O₇, two hexane rings and an oxane ring are fused together. The two hexane rings tend toward a distorted boat conformation, while the tetra-hydro-furan and di-hydro-furan rings adopt envelope conformations. The oxane ring is puckered. The crystal structure features C-H⋯O hydrogen bonds, which link the mol-ecules into a three-dimensional network. According to a Hirshfeld surface study, H⋯H (60.3%) and O⋯H/H⋯O (35.3%) inter-actions are the most significant contributors to the crystal packing.

Keywords: (1R,4S)-7-oxabicyclo[2.2.1]hept-2-ene; (1S,4S)-7-oxabicyclo[2.2.1]heptane; Hirshfeld surface analysis; crystal structure; oxane; weak interactions.

Grants and funding

Funding for this research was provided by: the Russian Science Foundation (contract No. 23–23-00577).