Face-to-face stacking in sulfonamide based bis-ethylene bridged heteroaromatic dimersElectronic supplementary information (ESI) available: Crystallographic details, 1H and 13C NMR of compounds, and computational details. CCDC 1427105 and 1024186-1024188. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5ra12230a

• Main Authors: Kumar, Ranjeet, Rai, Sunil K, Singh, Praveen, Gaurav, Archana, Yadav, Pratima, Khanna, Ranjana S, Gupta, Hariom, Tewari, Ashish K
• Format: Journal Article
• Language: English
• Published: 12.11.2015
• ISSN: 2046-2069
• DOI: 10.1039/c5ra12230a

Four sulfonamide based bis-ethylene bridged heteroaromatic dimers were synthesized for analysis of their structural and conformational properties. Interestingly, all models showed intramolecular offset face-to-face stacking between the tosyl group and heteroaromatic system in their solid state conformations. 1 H NMR of the solutions revealed that the conformations were not far off from the solid state stacked geometry. However, gaseous state optimizations of different conformers divulged that the crystal structures were the lowest energy conformers. Four sulfonamide based bis-ethylene bridged heteroaromatic dimers were crystallized in offset face-to-face stacked geometry. Further, density functional theory revealed that crystallized structures were the most stable conformers.