ABSTRACT Co-crystallization frequently employs forces such as hydrogen bonds, halogen bonds, and π-π stacking to assemble molecules in a multi-component crystal. In an effort to increase the strength of the intermolecular interaction between the anti-cholesterol drug bezafibrate (BEZA), a wastewater contaminant, and hydrogen-bond-acceptor molecules, we modified the pKa values of the acceptors. Here, we describe the first series of salts incorporating BEZA and achieve a variety of supramolecular architectures including discrete assemblies, 1D chains, tapes, and 2D sheets. We discuss exceptions to the pKa rule, and demonstrate that the presence of hydrogen-bond-donor atoms on the acceptor molecule supports salt formation. Graphical Abstract

中文翻译：

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pKa法则在苯扎贝特盐类合成中的应用

摘要 共结晶经常使用氢键、卤素键和 π-π 堆积等力来组装多组分晶体中的分子。为了增加抗胆固醇药物苯扎贝特 (BEZA)、废水污染物和氢键受体分子之间的分子间相互作用的强度，我们修改了受体的 pKa 值。在这里，我们描述了第一个包含 BEZA 的盐系列，并实现了各种超分子结构，包括离散组件、一维链、胶带和二维片。我们讨论了 pKa 规则的例外情况，并证明了受体分子上氢键供体原子的存在支持盐的形成。图形概要