Halogen bonding is emerging as a powerful non-covalent interaction in the context of supramolecular photoresponsive materials design, particularly due to its high directionality. In order to obtain further insight into the solid-state features of halogen-bonded photoactive molecules, three halogen-bonded co-crystals containing an azobenzene-based difunctional halogen-bond donor molecule, (E)-bis(4-iodo-2,3,5,6-tetrafluorophenyl)diazene, C12F8I2N2, have been synthesized and structurally characterized by single-crystal X-ray diffraction. The crystal structure of the non-iodinated homologue (E)-bis(2,3,5,6- tetrafluorophenyl)diazene, C12H2F8N2, is also reported. It is demonstrated that the studied halogen-bond donor molecule is a reliable tecton for assembling halogen-bonded co-crystals with potential photoresponsive behaviour. The azo group is not involved in any specific intermolecular interactions in any of the co-crystals studied, which is an interesting feature in the context of enhanced photoisomerization behaviour and photoactive properties of the material systems. © 2014 International Union of Crystallography.

Saccone M., Terraneo G., Pilati T., Cavallo G., Priimagi A., Metrangolo P., et al. (2014). Azobenzene-based difunctional halogen-bond donor: Towards the engineering of photoresponsive co-crystals. ACTA CRYSTALLOGRAPHICA. SECTION B, STRUCTURAL SCIENCE, CRYSTAL ENGINEERING AND MATERIALS, 70(1), 149-156 [10.1107/S205252061302622X].

Azobenzene-based difunctional halogen-bond donor: Towards the engineering of photoresponsive co-crystals

Saccone M.
Supervision
;
2014-01-01

Abstract

Halogen bonding is emerging as a powerful non-covalent interaction in the context of supramolecular photoresponsive materials design, particularly due to its high directionality. In order to obtain further insight into the solid-state features of halogen-bonded photoactive molecules, three halogen-bonded co-crystals containing an azobenzene-based difunctional halogen-bond donor molecule, (E)-bis(4-iodo-2,3,5,6-tetrafluorophenyl)diazene, C12F8I2N2, have been synthesized and structurally characterized by single-crystal X-ray diffraction. The crystal structure of the non-iodinated homologue (E)-bis(2,3,5,6- tetrafluorophenyl)diazene, C12H2F8N2, is also reported. It is demonstrated that the studied halogen-bond donor molecule is a reliable tecton for assembling halogen-bonded co-crystals with potential photoresponsive behaviour. The azo group is not involved in any specific intermolecular interactions in any of the co-crystals studied, which is an interesting feature in the context of enhanced photoisomerization behaviour and photoactive properties of the material systems. © 2014 International Union of Crystallography.
Settore CHIM/07 - Fondamenti Chimici Delle Tecnologie
http://journals.iucr.org/b/services/authorbdy.html
Saccone M., Terraneo G., Pilati T., Cavallo G., Priimagi A., Metrangolo P., et al. (2014). Azobenzene-based difunctional halogen-bond donor: Towards the engineering of photoresponsive co-crystals. ACTA CRYSTALLOGRAPHICA. SECTION B, STRUCTURAL SCIENCE, CRYSTAL ENGINEERING AND MATERIALS, 70(1), 149-156 [10.1107/S205252061302622X].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10447/398656
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