Mimicking cellular phospholipid bilayer packing creates predictable crystalline molecular metal-organophosphonate macrocycles and cages

• Published in: CrystEngComm
• Main Authors: Bulut, Aysun, Maares, Maria, Atak, Kaan, Zorlu, Yunus, Cosut, Bunyemin, Zubieta, Jon, Yücesan, Gundog
• Format: Article in Journal/Newspaper
• Language: English
• Published: Royal Soc Chemistry 2018
• Subjects: Molecular Metal-Organophosphon; Macrocycles; Orca
• Online Access: https://hdl.handle.net/20.500.12939/862; https://doi.org/10.1039/c8ce00072g

COSUT, Bunyemin/0000-0001-6530-0205; Haase, Hajo/0000-0002-1622-8718; Zorlu, Yunus/0000-0003-2811-1872; Yucesan, Gundog/0000-0002-5105-7280; Maares, Maria/0000-0002-9140-2448; Atak, Kaan/0000-0003-4791-9682; Beckmann, Jens/0000-0002-8548-1821 WOS:000430145500011 We report a novel mechanism to create a predictable molecular metal-organophosphonate cage [Zn-2(2,2'-bpy)(2)(H2ODP)(2)(H4ODP)]center dot 2H(2)O (1 center dot 2H(2)O) (H4ODP = 1,8-octanediphosphonic acid) and a macrocycle [Cu-2(2,2'-bpy) 2(H-2-1,4-NDPA)(2)(H2O)(2)]center dot H2O (2) (H-4 -1,4-NDPA = 1,4-naphthalene diphosphonic acid). The structures were solved using single crystal X-ray diffraction. The photoluminescence properties of 1 center dot 2H(2)O, investigated both in solution and in the solid-state at room temperature, indicated that the tighter zinc binding in the solid state leads to the augmentation of fluorescence. The ORCA molecular structure optimization calculations for 1 center dot 2H(2)O suggest a slight opening of the cage structure in non-polar solvents while in polar solvents the cage is tightened. Toxicity analysis with Caco-2 cells indicates that the molecule is readily tolerated by intestinal cells. COST actionEuropean Cooperation in Science and Technology (COST) [TD1304] Networking support from the COST action TD1304 is gratefully acknowledged.