Rationalization of the Color Properties of Fluorescein in the Solid State: A Combined Computational and Experimental Study.
Rationalization of the Color Properties of Fluorescein in the Solid State: A Combined Computational and Experimental Study.
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DOI：
10.1002/chem.201601340
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发表时间：
2016-07-11
期刊：
影响因子：
--
通讯作者：
Jones W
中科院分区：
文献类型：
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作者：
Arhangelskis M;Eddleston MD;Reid DG;Day GM;Bučar DK;Morris AJ;Jones W
已知荧光素以三种互变异构体的形式存在，分别是类奎宁、两性离子和类乳素。在固体状态下，奎宁和两性离子分别产生红色和黄色物质。乳状物并不是纯净的结晶，尽管它的共晶型和溶剂型表现出从黄色到绿色的各种颜色。结合UV/Vis光谱和平面波DFT计算，找到了观察到的晶体颜色的解释。确定了共晶异构体在修饰晶体颜色中的作用。用X射线和电子衍射、固体核磁共振光谱和晶体结构预测(CSP)相结合的方法确定了几个新的晶体结构。在此提出的方案可用于在材料合成之前预测材料的颜色属性。
Fluorescein is known to exist in three tautomeric forms defined as quinoid, zwitterionic, and lactoid. In the solid state, the quinoid and zwitterionic forms give rise to red and yellow materials, respectively. The lactoid form has not been crystallized pure, although its cocrystal and solvate forms exhibit colors ranging from yellow to green. An explanation for the observed colors of the crystals is found using a combination of UV/Vis spectroscopy and plane‐wave DFT calculations. The role of cocrystal coformers in modifying crystal color is also established. Several new crystal structures are determined using a combination of X‐ray and electron diffraction, solid‐state NMR spectroscopy, and crystal structure prediction (CSP). The protocol presented herein may be used to predict color properties of materials prior to their synthesis.