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Author Purushothaman, Gayathri ♦ Thiruvenkatam, Vijay
Source IIT Gandhinagar
Content type Text
Publisher International Union of Crystallography
Language English
Subject Keyword 2D Fingerprint Plot ♦ Conformational Geometry ♦ Inter­molecular Inter­actions ♦ Hirshfeld Analysis ♦ Pixelc ♦ Crystal Structure
Abstract The existence of inter­molecular inter­actions and the conformational geometry adopted by mol­ecules are related to biological activity. Xanthenedione mol­e­cules are promising and emerging anti­oxidants and acetyl­cholinesterase inhibitors. To examine the role of different functional groups involved in the inter­molecular inter­actions and conformational geometries adopted in xan­thene­diones, a series of three substituted xanthenediones have been crystallized [9-(3-hy­droxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,5,6,7,9-hexa­hydro-1H-xanthene-1,8(2H)-dione, C23H26O4, 9-(5-bromo-2-meth­oxy­phen­yl)-3,3,6,6-tetra­methyl-3,4,6,7-tetra­hydro-2H-xanthene-1,8(5H,9H)-dione, C24H27BrO4, and 3,3,6,6-tetra­methyl-9-(pyridin-2-yl)-3,4,6,7-tetra­hydro-2H-xanthene-1,8(5H,9H)-dione, C22H25NO3] and their inter­molecular inter­actions analyzed via Hirshfeld analysis. The results show that all the derivatives adopt the same structural conformation, where the central ring has a shallow boat conformation and the outer rings have a twisted boat conformation. The inter­molecular inter­actions in the mol­ecules are predominantly O—H...O, C—H...O and π–π inter­actions. The optimized structures of the derivatives from theoretical B3LYP/6-311G** calculations show a good correlation with the experimental structures. The lattice energy involved in the inter­molecular inter­actions has been explored using PIXELC.
ISSN 20532296
Learning Resource Type Article
Publisher Date 2018-07-01
Journal Acta Crystallographica Section C: Structural Chemistry
Volume Number 54
Issue Number 7


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