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• W2808683493 startingPage "816" @default.
• W2808683493 abstract "To explore the operational role of noncovalent interactions in supramolecular architectures with designed topologies, a series of solid-state structures of 2- and 4-formylphenyl 4-substituted benzenesulfonates was investigated. The compounds are 2-formylphenyl 4-methylbenzenesulfonate, C 14 H 12 O 4 S, 3a , 2-formylphenyl 4-chlorobenzenesulfonate, C 13 H 9 ClO 4 S, 3b , 2-formylphenyl 4-bromobenzenesulfonate, C 13 H 9 BrO 4 S, 3c , 4-formylphenyl 4-methylbenzenesulfonate, C 14 H 12 O 4 S, 4a , 4-formylphenyl 4-chlorobenzenesulfonate, 4b , C 13 H 9 ClO 4 S, and 4-formylphenyl 4-bromobenzenesulfonate, C 13 H 9 BrO 4 S, 4c . The title compounds were synthesized under basic conditions from salicylaldehyde/4-hydroxybenzaldehydes and various aryl sulfonyl chlorides. Remarkably, halogen-bonding interactions are found to be important to rationalize the solid-state crystal structures. In particular, the formation of O... X ( X = Cl and Br) and type I X ... X halogen-bonding interactions have been analyzed by means of density functional theory (DFT) calculations and characterized using Bader's theory of `atoms in molecules' and molecular electrostatic potential (MEP) surfaces, confirming the relevance and stabilizing nature of these interactions. They have been compared to antiparallel π-stacking interactions that are formed between the arylsulfonates." @default.
• W2808683493 created "2018-06-21" @default.
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• W2808683493 date "2018-06-11" @default.
• W2808683493 modified "2023-10-16" @default.
• W2808683493 title "A comparative experimental and theoretical investigation of hydrogen-bond, halogen-bond and π–π interactions in the solid-state supramolecular assembly of 2- and 4-formylphenyl arylsulfonates" @default.
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• W2808683493 doi "https://doi.org/10.1107/s2053229618008355" @default.
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