Toward high-yielding supramolecular synthesis: Directed assembly of ditopic imidazoles/benzimidazoles and dicarboxylic acids into cocrystals via selective O-H center dot center dot center dot N hydrogen bonds

Aakeroy CB; Desper J; Leonard B; Urbina JF

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Toward high-yielding supramolecular synthesis: Directed assembly of ditopic imidazoles/benzimidazoles and dicarboxylic acids into cocrystals via selective O-H center dot center dot center dot N hydrogen bonds

机译：迈向高产超分子合成：通过选择性的O-H中心点中心点中心点N氢键将对位咪唑/苯并咪唑和二羧酸定向组装为共晶体

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The supramolecular reactions between symmetric ditopic imidazoles/benzimidazoles and a variety of aliphatic and aromatic dicarboxylic acids produced molecular cocrystals 1-8 in high yields. Despite variations in molecular shape and substituent groups on the ditopic bases, each structure contained infinite 1-D molecular chains held together by robust, primary O-H&BULL;&BULL;&BULL; N hydrogen bonds. Secondary C-H&BULL;&BULL;&BULL; O interactions existed within these motifs as well as between neighboring chains, and it seems that intra- and interchain interactions are of equal structural importance based upon an analysis of the metrics displayed by each set of interactions. This study demonstrates that neutral hydrogen-bond interactions between imidazole/benzimidazoles (acting as the acceptor sites) and carboxylic acids (acting as the donor sites) provide sufficient driving force for the directed assembly of a wide range of binary cocrystals.

机译：对称的对位咪唑/苯并咪唑与各种脂族和芳族二羧酸之间的超分子反应以高收率产生了分子共晶体1-8。尽管二位碱基上的分子形状和取代基基团有所变化，但每个结构均包含由坚固的一级O-H＆BULL;＆BULL;＆BULL;连接在一起的无限一维分子链。 N个氢键。次要C-H＆BULL;＆BULL;＆BULL;在这些基序内以及在相邻链之间存在O相互作用，并且基于对每组相互作用所显示的度量的分析，似乎链内和链间相互作用具有同等的结构重要性。这项研究表明，咪唑/苯并咪唑（充当受体位点）和羧酸（充当施主位点）之间的中性氢键相互作用为各种二元共晶体的定向组装提供了足够的驱动力。

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《Crystal growth & design》 |2005年第3期|共9页
作者
Aakeroy CB; Desper J; Leonard B; Urbina JF;
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正文语种 eng
中图分类晶体学;
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CYTOCHROME-C PEROXIDASE; AXIAL HISTIDINE LIGAND; CRYSTAL-STRUCTURES; 1; 3; 5-CYCLOHEXANETRICARBOXYLIC ACID; CARBOXYLIC-ACIDS; IMIDAZOLE; DESIGN; DERIVATIVES; ENZYME; 4; 4'-BIPYRIDINE;

机译：细胞色素C过氧化物酶;轴向组氨酸配体;晶体结构;1;3;5-环己三羧酸;羧酸;咪唑;设计;衍生物;酶;4;4'-联吡啶;

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1. Toward high-yielding supramolecular synthesis: Directed assembly of ditopic imidazoles/benzimidazoles and dicarboxylic acids into cocrystals via selective O-H center dot center dot center dot N hydrogen bonds [J] . Aakeroy CB, Desper J, Leonard B, Crystal growth & design . 2005,第3期

机译：迈向高产超分子合成：通过选择性的O-H中心点中心点中心点N氢键将对位咪唑/苯并咪唑和二羧酸定向组装为共晶体
2. N-H center dot center dot center dot O, O-H center dot center dot center dot O hydrogen bonded supramolecular formation in the cocrystal of salicylic acid with N-containing bases [J] . Lee KyeongSill, Kim Kwang-Joo, Ulrich Joachim Crystal Research and Technology: Journal of Experimental and Industrial Crystallography . 2016,第3期

机译：N-H中心点中心点中心点O，O-H中心点中心点中心点O在水杨酸与含N碱的共晶体中氢键合的超分子形成
3. Charge-assisted N-H(+)center dot center dot center dot O(-) and O-H center dot center dot center dot O(-) hydrogen bonds control the supramolecular aggregation of ferrocenedicarboxylic acid and bis-amidines [J] . Braga D., Grepioni F., De Cian A., New Journal of Chemistry . 2000,第7期

机译：电荷辅助的N-H（+）中心点中心点中心点O（-）和O-H中心点中心点中心点O（-）氢键控制二茂铁羧酸和双-的超分子聚集
4. Comparative investigation of quantum-dot-like localization centers in InGaN quantum well and quantum dot structures [C] . K. Sebald, H. Lohmeyer, J. Gutowski, Symposium on GaN, AIN, InN and Related Materials . 2006

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5. Synthesis of multi-arm metal-centered DNA conjugates and their use towards the assembly of supramolecular DNA-metal lattices. [D] . Stewart, Kristen Marie. 2003

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7. C-H center dot center dot center dot O hydrogen bond mediated chain reversal in a peptide containing a gamma-amino acid residue, determined directly from powder X-ray diffraction data [O] . Cheung EY, McCabe EE, Harris KDM, 2002

机译：直接从粉末X射线衍射数据确定的包含γ-氨基酸残基的肽中C-H中心点中心点中心点O氢键介导的链反转

Toward high-yielding supramolecular synthesis: Directed assembly of ditopic imidazoles/benzimidazoles and dicarboxylic acids into cocrystals via selective O-H center dot center dot center dot N hydrogen bonds

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