Naslov
Isostructural halogen-bonded cocrystals via structurally equivalent donors and acceptors

Autori
Cinčić, Dominik ; Friščić, Tomislav ; Jones, William

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Sixteenth Croatian-Slovenian Crystallographic Meeting / Cetina, Mario ; Popović, Stanko ; Skoko, Željko ; Šantić, Ana ; Štefanić, Zoran - Zagreb : Hrvatska akademija znanosti i umjetnosti (HAZU) ; Hrvatska Kristalografska Zajednica, 2007, 62-62

Skup
Sixteenth Croatian-Slovenian Crystallographic Meeting

Mjesto i datum
Petrčane, Hrvatska, 13.06.2007. - 17.06.2007

Vrsta sudjelovanja
Predavanje

Vrsta recenzije
Nije recenziran

Ključne riječi
Halogen bond ; Cocrystals ; Supramolecular chemistry

Sažetak
Halogen bonds, involving an electron-defficient halogen atom (I, Br) and an electron donor (e.g. N, O or S atoms) have recently been recognised as alternatives to hydrogen bonds in the planned construction of supramolecular architectures [1]. Typical halogen bonds are similar to hydrogen bonds both in terms of length (2.7-3.0 A) and directionality. We have recently begun exploring halogen bonds as design elements for the synthesis of cocrystals: crystalline solids consisting of more than one sort of chemical species. With our interest in the interplay of different halogen bond acceptors in the solid state, we have synthesized cocrystals of para- diiodotetrafluorobenzene and para- dibromotetrafluorobenzene with thiomorpholine, morpholine, 1, 4-thioxane, 1, 4-dioxane and 1, 4- dithiane, 1, 8-diazabicyclooctane and piperazine. For preparation of cocrystals, both neat and liquid-assisted grinding, as well as solution phase cocrystallisation were explored. For single crystal growth we have also used a combination of slow evaporation and seeding methods. We have recognised three distinct halogen bonding acceptors: oxo, thio and imino groups, which can exhibit equivalent supramolecular behaviour. In combination with the iodine and bromine atoms that act as two structurally equivalent halogen bond donors, these three acceptors have provided at least seven isostructural solids. Such a variety of components producing isostructural materials has not yet been observed, except for lattice host frameworks [2, 3]. The observed isostructurality is even more surprising bearing in mind that the differing molecular fragments participate in a strong non-covalent interaction. As a result, the physical properties of the obtained solids could be deliberately modified by varying the halogen bond strength, demonstrated by the melting point that varied between 55 to 195 ^oC for a particular cocrystal. [1] P. Metrangolo, H. Neukirch, T. Pilati, G. Resnati, Acc. Chem. Res. 2005, 38, 386- 395. [2] A. Dey, G. R. Desiraju, CrystEngComm 2004, 6, 642-646. [3] T. Friščić, A. V. Trask, W. Jones, W. D. S. Motherwell, Angew. Chem. Int. Ed. 2006, 45, 7546-7550.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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