Crystal structure of a 2:1 co-crystal of the anticancer drug lenalidomide with 1,3-resorcinol
Year: 2026
Type: article
Abstract: A 2:1 cocrystal of lenalidomide and 1,3-resorcinol [systematic name: 3-(4-amino-1-oxo-1,3-dihydro-2 H -isoindol-2-yl)piperidine-2,6-dione–benzene-1,3-diol (2/1), 2C 13 H 13 N 3 O 3 ·C 6 H 6 O 2 ] was synthesized, and its crystal structure was elucidated by single-crystal X-ray diffraction (SCXRD). The cocrystal crystallizes in the triclinic space group P 1 . The two symmetry-independent lenalidomide molecules form a hydrogen-bonded dimeric assembly through N—H...O interactions, generating an R 2 2 (8) ring motif. In addition, O—H...O hydrogen bonds involving the hydroxyl groups of 1,3-resorcinol and the carbonyl oxygen atoms of the isoindolinone and glutarimide moieties of lenalidomide further contribute to the cohesion and organization of the crystal packing. The crystal structure is further consolidated by several close π–π stacking interactions involving the π-electrons of the isoindolinone moiety. Hirshfeld surface analysis and the corresponding two-dimensional fingerprint plots were employed to identify and quantify the principal intermolecular contacts contributing to the cohesion of the cocrystal structure.
Language: English
Subfield: Inorganic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: gold
Estimated APC paid: $500
OpenAlex ID: W7224777317