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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-one

The title compound, C(24)H(24)N(2)O(5)S, 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-me...

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Detalles Bibliográficos
Autores principales: Mertsalov, Dmitriy F., Nadirova, Maryana A., Sorokina, Elena A., Vinokurova, Marina A., Çelikesir, Sevim Türktekin, Akkurt, Mehmet, Kolesnik, Irina A., Bhattarai, Ajaya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8061098/
https://www.ncbi.nlm.nih.gov/pubmed/33953948
http://dx.doi.org/10.1107/S2056989021001626
Descripción
Sumario:The title compound, C(24)H(24)N(2)O(5)S, 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.