Novel Purine Alkaloid Cocrystals with Trimesic and Hemimellitic Acids as Coformers: Synthetic Approach and Supramolecular Analysis

M. R.  Go?dyn; D.  Larowska; E.  Bartoszak-Adamska

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Novel Purine Alkaloid Cocrystals with Trimesic and Hemimellitic Acids as Coformers: Synthetic Approach and Supramolecular Analysis

机译：新型嘌呤生物碱酰基与创纪元和半茂酸作为COFORMERS：合成方法和超分子分析

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In this work, benzene-1,3,5-tricarboxylic (trimesic acid, TMSA) and benzene-1,2,3-tricarboxylic acid (hemimellitic acid, HMLA) were used as coformers for cocrystal synthesis with chosen purine alkaloids. Theobromine (TBR) forms cocrystals TBR·TMSA and TBR·HMLA with these acids. Theophylline (TPH) forms cocrystals TPH·TMSA and TPH·HMLA, the cocrystal hydrate TPH·TMSA·2H_(2)O and the salt hydrate (TPH)~(+)·(HMLA)~(?)·2H_(2)O. Caffeine (CAF) forms the cocrystal CAF·TMSA and the cocrystal hydrate CAF·HMLA·H_(2)O. The purine alkaloid derivatives were obtained by solution crystallization and by neat or liquid-assisted grinding. The powder X-ray diffraction method was used to confirm the synthesis of the novel substances. All of these solids were structurally characterized, and all synthons formed by purine alkaloids and carboxylic acids were recognized using a single-crystal X-ray diffraction method. The Cambridge Structural Database was used to determine the frequency of occurrence of analyzed supramolecular synthons, which is essential at the crystal structure design stage. Determining the influence of structural causes on the various synthon formations and molecular arrangements in the crystal lattice was possible using structurally similar purine alkaloids and two isomers of benzenetricarboxylic acid. Additionally, UV–vis measurements were made to determine the effect of cocrystallization on purine alkaloid solubility.

机译：在这项工作中，苯-1,3,5-三羧酸（三苯磺酸，TMSA）和苯-1,2,3-三羧酸（半均四烯酸，HMLA）被用作与所选嘌呤生物碱共晶合成的共形物。可可碱（TBR）与这些酸形成共晶体TBR·TMSA和TBR·HMLA。茶碱（TPH）形成共晶TPH·TMSA和TPH·HMLA，共晶水合物TPH·TMSA·2H_2）O和盐水合物（TPH）~（+）·HMLA）~（？）·2H_2）O.咖啡因（CAF）形成共晶CAF·TMSA和共晶水合物CAF·HMLA·H_2）O。嘌呤生物碱衍生物通过溶液结晶和纯研磨或液体辅助研磨获得。用粉末X射线衍射法确认了新物质的合成。所有这些固体都进行了结构表征，所有由嘌呤生物碱和羧酸形成的合成子都用单晶X射线衍射法进行了识别。剑桥结构数据库用于确定分析超分子合成子的出现频率，这在晶体结构设计阶段至关重要。利用结构相似的嘌呤生物碱和苯三羧酸的两种异构体，可以确定结构原因对晶格中各种合成子形成和分子排列的影响。此外，还进行了紫外-可见光谱测量，以确定共结晶对嘌呤生物碱溶解度的影响。

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《Crystal growth & design》 |2021年第1期|共18页
作者
M. R. Go?dyn; D. Larowska; E. Bartoszak-Adamska;
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Faculty of Chemistry Adam Mickiewicz University Uniwersytetu Poznańskiego;

Faculty of Chemistry Adam Mickiewicz University Uniwersytetu Poznańskiego;

Faculty of Chemistry Adam Mickiewicz University Uniwersytetu Poznańskiego;

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正文语种 eng
中图分类晶体学;
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机译：新型嘌呤生物碱烯库与创纪元和半环酸作为COFORMERS：合成方法和超分子分析

Novel Purine Alkaloid Cocrystals with Trimesic and Hemimellitic Acids as Coformers: Synthetic Approach and Supramolecular Analysis

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