Four-Fold Inclined Interpenetrated and Three-Fold Parallel Interpenetrated Hydrogen Bond Networks in 1,3,5-Cyclohexanetricarboxylic Acid Hydrate and Its Molecular Complex with 4,4‘-Bipyridine

作者: Balakrishna R. Bhogala , Peddy Vishweshwar , Ashwini Nangia

DOI: 10.1021/CG025537Y

关键词: CrystallizationTricarboxylic acid4,4'-BipyridineCrystallographyHydrateBipyridineChemistryHydrogen bondCrystal structureTrimesic acidStereochemistry

摘要: Crystallization of 1,3,5-cyclohexanetricarboxylic acid (CTA) from EtOH affords the 1:1 hydrate, CTA.H 2 O, with 4-fold inclined interpenetrated (6,3) hydrogen-bonded networks. CTA 4,4'-bipyridine (bipy) furnishes complex, CTA.bipy.H O (2:3:1), that has 3-fold interweaving networks parallel interpenetration. The striking similarity these hydrogen bond to those found in crystal structure trimesic and its complex bipy suggests such may be engineered using retrosynthetic strategies.

参考文章(19)
Filipe A. Almeida Paz, Andrew D. Bond, Yaroslav Z. Khimyak, Jacek Klinowski, Synthesis and characterization of a new layered compound of trimesic acid New Journal of Chemistry. ,vol. 26, pp. 381- 383 ,(2002) , 10.1039/B108083K
Srinivasulu Aitipamula, Praveen K. Thallapally, Ram Thaimattam, Mariusz Jaskólski, Gautam R. Desiraju, Topological Equivalences between Organic and Coordination Polymer Crystal Structures:  An Organic Ladder Formed with Three-Connected Molecular and Supramolecular Synthons Organic Letters. ,vol. 4, pp. 921- 924 ,(2002) , 10.1021/OL017284S
Stuart R. Batten, Richard Robson, Interpenetrating Nets: Ordered, Periodic Entanglement Angewandte Chemie International Edition. ,vol. 37, pp. 1460- 1494 ,(1998) , 10.1002/(SICI)1521-3773(19980619)37:11<1460::AID-ANIE1460>3.0.CO;2-Z
Pablo Ballester, Magdalena Capó, Antoni Costa, Pere M. Deyà, Rosa Gomila, Andreas Decken, Ghislain Deslongchamps, Selective Binding of cis-1,3,5-Cyclohexane Tricarboxylic Acid vs Its Epimeric trans Isomer by a Tripodal Amidopyridine Receptor; Crystal Structures of the 1:1 Complexes Organic Letters. ,vol. 3, pp. 267- 270 ,(2001) , 10.1021/OL0069148
Gautam R. Desiraju, Supramolecular Synthons in Crystal Engineering—A New Organic Synthesis Angewandte Chemie. ,vol. 34, pp. 2311- 2327 ,(1995) , 10.1002/ANIE.199523111
Dario Braga, Fabrizia Grepioni, Intermolecular interactions in nonorganic crystal engineering. Accounts of Chemical Research. ,vol. 33, pp. 601- 608 ,(2000) , 10.1021/AR990143U
Peddy Vishweshwar, Ashwini Nangia, Vincent M. Lynch, Recurrence of carboxylic acid-pyridine supramolecular synthon in the crystal structures of some pyrazinecarboxylic acids. Journal of Organic Chemistry. ,vol. 67, pp. 556- 565 ,(2002) , 10.1021/JO0162484
Terence L. Threlfall, Analysis of organic polymorphs. A review Analyst. ,vol. 120, pp. 2435- 2460 ,(1995) , 10.1039/AN9952002435