Issue 15, 2018

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

Abstract

We report a novel mechanism to create a predictable molecular metal–organophosphonate cage [Zn2(2,2′-bpy)2(H2ODP)2(H4ODP)]·2H2O (1·2H2O) (H4ODP = 1,8-octanediphosphonic acid) and a macrocycle [Cu2(2,2′-bpy)2(H2-1,4-NDPA)2(H2O)2]·H2O (2) (H4-1,4-NDPA = 1,4-naphthalene diphosphonic acid). The structures were solved using single crystal X-ray diffraction. The photoluminescence properties of 1·2H2O, 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 1·2H2O 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.

Graphical abstract: Mimicking cellular phospholipid bilayer packing creates predictable crystalline molecular metal–organophosphonate macrocycles and cages

Supplementary files

Article information

Article type
Paper
Submitted
16 Jan 2018
Accepted
13 Mar 2018
First published
13 Mar 2018

CrystEngComm, 2018,20, 2152-2158

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

A. Bulut, M. Maares, K. Atak, Y. Zorlu, B. Çoşut, J. Zubieta, J. Beckmann, H. Haase and G. Yücesan, CrystEngComm, 2018, 20, 2152 DOI: 10.1039/C8CE00072G

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