Chiral 5,17-difunctionalized-25,26,27,28-tetrapropyloxycalix[4]arene possessing (S)-mandelamide arms ((S,S)-1) afforded cocrystals (S,S)-1·(solvent) (solvent = MeOH, EtOH, 1-PrOH, 2-PrOH, and CH₃CN). X-ray diffraction analysis revealed that (S,S)-1 formed head-to-tail columnar structures. In most cocrystals (MeOH, EtOH, 1-PrOH, and CH₃CN), the columnar structures were arranged hexamerically to form a chiral hexagonal channel, which is a rare example of calix[4]arene derivatives in the solid state. The fact that the branched guest (2-PrOH) and the racemic mixture of the host formed different crystal packings wherein no hexameric structure existed indicates that both the linearity of the guest and the homochirality of the host are important factors for driving the columnar structures to form the hexameric assembly. Apohost (S,S)-1_apo showed interesting adsorption behavior; it adsorbed benzene among the organic molecules tested. The adsorption and desorption processes were repeated several times, demonstrating the sponge-like character of (S,S)-1_apo.

中文翻译：

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固态5,17-二取代杯[4]芳烃的六聚体组装

拥有（S）-扁桃酰胺臂（（S，S）-1）的手性5,17-双官能化25,26,27,28-四丙基氧基杯[4]芳烃提供共结晶（S，S）-1（溶剂）（溶剂＝ MeOH，EtOH，1-PrOH，2-PrOH和CH ₃ CN）。X射线衍射分析表明，（S，S）-1形成了从头到尾的柱状结构。在大多数共晶体中（MeOH，EtOH，1-PrOH和CH ₃CN），将柱状结构以六聚体形式排列以形成手性六边形通道，这是固态杯中杯[4]亚芳基衍生物的一个罕见例子。支化的客体（2-PrOH）与主体的外消旋混合物形成不同的晶体堆积（其中不存在六聚体结构）这一事实表明，客体的线性和主体的同手性都是驱动柱状结构转化为碳原子的重要因素形成六聚体装配体。_载脂蛋白（S，S）-1_载脂蛋白表现出有趣的吸附行为; 它在测试的有机分子中吸附了苯。重复几次吸附和解吸过程，证明了（S，S）-1个_载脂蛋白。