Title of article :
Crystal structure and Hirshfeld surface analysis of (RS)-3-hy­dr­oxy-2-{[(3aRS,6RS,7aRS)-2-(4-methyl­phenyl­sulfon­yl)-2,3,3a,6,7,7a-hexa­hydro-3a,6-ep­­oxy-1H-isoindol-6-yl]meth­yl}isoindolin-1-on
Author/Authors :
Mertsalov, Dmitriy F. Department of Organic Chemistry - Peoples' Friendship University of Russia - (RUDN University), Russian Federation , Nadirova, Maryana A. Department of Organic Chemistry - Peoples' Friendship University of Russia - (RUDN University), Russian Federation , Sorokina, Elena A. Department of Organic Chemistry - Peoples' Friendship University of Russia - (RUDN University), Russian Federation , Vinokurova, Marina A. Department of Organic Chemistry - Peoples' Friendship University of Russia - (RUDN University), Russian Federation , Çelikesir, Sevim Türktekin Department of Physics - Faculty of Sciences - Erciyes University, Turkey , Akkurt, Mehmet Department of Physics- Faculty of Sciences - Erciyes University, Turkey , Kolesnik, Irina A. Department of Physics- Faculty of Sciences - Erciyes University, Turkey , Bhattarai, Ajaya Department of Chemistry - M.M.A.M.C (Tribhuvan University), Biratnagar, Nepal
Pages :
16
From page :
1
To page :
16
Abstract :
The title compound, C24H24N2O5S, crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. In the central ring systems of both mol­ecules, the tetra­hydro­furan rings adopt envelope conformations, the pyrrolidine rings adopt a twisted-envelope conformation and the six-membered ring is in a boat conformation. In mol­ecules A and B, the nine-membered groups attached to the central ring system are essentially planar (r.m.s. deviations of 0.002 and 0.003 Å, respectively). They form dihedral angles of 64.97 (9) and 56.06 (10)°, respectively, with the phenyl rings. In the crystal, strong inter­molecular O—H⋯O hydrogen bonds and weak inter­molecular C—H⋯O contacts link the mol­ecules, forming a three-dimensional network. In addition weak π–π stacking inter­actions [centroid-to centroid distance = 3.7124 (13) Å] between the pyrrolidine rings of the nine-membered groups of A mol­ecules are observed. Hirshfeld surface analysis and two-dimensional fingerprint plots were used to qu­antify the inter­molecular inter­actions present in the crystal, indicating that the environments of the two mol­ecules are very similar. The most important contributions for the crystal packing are from H⋯H (55.8% for mol­ecule A and 53.5% for mol­ecule B), O⋯H/H⋯O (24.5% for mol­ecule A and 26.3% for mol­ecule B) and C⋯H/H⋯C (12.6% for mol­ecule A and 15.7% for mol­ecule B) inter­actions.
Keywords :
crystal structure , ep­oxy­iso­indole group , tetra­hydro­furan ring , pyrrolidine ring , envelope conformation , boat conformation , Hirshfeld surface analysis , IMDAF reaction
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
Serial Year :
2021
Full Text URL :
Record number :
2622220
Link To Document :
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