Understanding charge transfer stacking mode in cocrystals involving Tetrachloro‐p‐benzoquinone via experimental (SXRD, DSC‐TGA, DRS) studies and hirshfeld surfaces analysis. Issue 3 (3rd March 2017)

• Record Type: Journal Article
• Authors: Du, Man; Wang, Mingliang; Zhang, Ruimin
• Is Part Of: Crystal research and technology. Volume 52:Issue 3(2017)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2017-03-03
• Subjects: charge transfer -- cocrystal -- mixed‐stack -- segregated‐stack -- hirshfeld surfaces; Crystallography -- Periodicals; 548
• DOI: 10.1002/crat.201600329
• Languages: English
• ISSNs: 0232-1300

Abstract

Abstract : Three charge transfer cocrystals involving Tetrachloro‐p‐benzoquinone were obtained via evaporation method and investigated by Experimental (SXRD, DSC‐TGA, and DRS) studies and Hirshfeld surfaces analysis, the charge transfer stacking mode between donor and acceptor can be affected by the design of electron donor. In this study, two of these cocrystals exhibit face‐to‐face mixed‐stacking mode forming DADDAD chains while the other one adopts separated‐stacking mode. Abstract : Three binary charge‐transfer cocrystals (Ι, ΙΙ, ΙΙΙ) were obtained by solvent evaporation method, involving 1‐acetyl‐3‐phenyl‐5‐(1‐pyrenyl)‐pyrazoline(APPP), 1‐(5‐(anthracen‐9‐yl)‐3‐(4‐methoxyphen‐yl)‐4, 5‐dihydropyrazol‐1‐yl)ethanone (AMPE) and 1‐phenyl‐3‐(pyren‐1‐yl)prop‐2‐en‐1‐one (PPPO) as electron donor (D), Tetrachloro‐p‐benzoquinone (TCQ) as electron acceptor (A), respectively. Single crystal X‐ray diffraction, solid‐state absorption and thermal behaviours were exploited to investigate their structures. For the different types of donors, crystal structure analysis revealed that cocrystal Ι and ΙΙΙ exhibit face‐to‐face mixed‐stacking mode forming DADDAD chains between pyrene moiety and TCQ while cocrystal ΙΙ adopts separated‐stacking mode for AMPE and TCQ molecules. Moreover, Hirshfeld surfaces analysis was utilized to investigate the intermolecular interactions in these cocrystals. The different charge‐transfer stacking modes between donor and acceptor molecules in these crystals can be affected by the design of electron donor.