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

In the title compound, C20H19NO5, the central six-membered ring has a slightly distorted half-chair conformation, with puckering parameters of Q T = 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 2.047Å], 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. © 2021.

Authors
Zaytsev V.P. 1 , Chervyakova L.V. 1 , Sorokina E.A. 1 , Vasilyev K.A. 1 , Çelikesir S.T.2 , Akkurt M.2 , Bhattarai A.3
Publisher
International Union of Crystallography
Language
English
Pages
86-90
Status
Published
Volume
77
Year
2021
Organizations
  • 1 Department of Organic Chemistry, Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya St., Moscow, 117198, Russian Federation
  • 2 Department of Physics, Faculty of Sciences, Erciyes University, Kayseri, 38039, Turkey
  • 3 Department of Chemistry, M.M.A.M.C (Tribhuvan University), Biratnagar, Nepal
Keywords
crystal structure; furan ring; Hirshfeld analysis; IMDAV reaction; pyrrolidine ring; six-membered ring
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