Crystal structure and Hirshfeld surface analysis of ethyl (4R,4aS)-2-methyl-5,8-dioxo-6-phenyl-4a,5,6,7,7a,8-hexahydro-4H-furo[2,3-f]isoindole-4-carboxylate

• Published in: Acta crystallographica. Section E, Crystallographic communications Vol. 77; no. 2; pp. 86 - 90
• Main Authors: Vladimir P. Zaytsev, Lala V. Chervyakova, Elena A. Sorokina, Kirill A. Vasilyev, Sevim Türktekin Çelikesir, Mehmet Akkurt, Ajaya Bhattarai
• Format: Journal Article
• Language: English
• Published: International Union of Crystallography 01.02.2021
• Subjects: crystal structure; furan ring; hirshfeld analysis; imdav reaction; pyrrolidine ring; six-membered ring
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989020016801

In the title compound, C20H19NO5, the central six-membered ring has a slightly distorted half-chair conformation, with puckering parameters of QT = 0.3387 (11) Å, θ = 49.11 (19)° and φ = 167.3 (2)°. The conformation of the fused pyrrolidine ring is that of an envelope. Molecules are connected by intermolecular C—H...O hydrogen bonds, C—H...π interactions and π–π stacking interactions [centroid-to-centroid distance = 3.9536 (11) Å, with a slippage of 2.047 Å], forming a three-dimensional network. The most important contributions to the surface contacts are from H...H (46.3%), O...H/H...O (31.5%) and C...H/H...C (17.3%) interactions, as concluded from a Hirshfeld surface analysis.