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

Abstract

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 2.047 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.

Crystal structure and Hirshfeld surface analysis of 10-hydroxy-2-(4-methoxyphenyl)-3-oxo-2,3,3a,4,10,10a-hexahydro-1H-9-thia-2-azacyclopenta[b]fluorene-4-carboxylic acid dimethyl sulfoxide-d 6 monosolvate

“…2; Bernstein et al, 1995). All bond lengths and angles in the main compound are comparable to those of the analogous compound ethyl 2-methyl-5,8-dioxo-6-phenyl-4a,5,6,7,7a,8-hexahydro-4H-furo[2,3-f]isoindole-4-carboxylate (CSD refcode OJIPUV; Zaytsev et al, 2021).…”

“…A search of the Cambridge Crystallographic Database (CSD version 5.40, update of September 2019; Groom et al, 2016) yielded six entries closely related to the title compound, viz. OJIPUV (Zaytsev et al, 2021), JOGYIP (Zhou et al, 2014), LESXIS (Horak et al, 2013), QAFSUO (Zubkov et al, 2016), QAFTAV (Zubkov et al, 2016) and QUKPAP (Horak et al, 2015).…”