Cocrystallization of N-donor type compounds with 5-sulfosalicylic acid: The effect of hydrogen-bonding supramolecular architectures

Science China Chemistry

Volumn 55, Issue 1, 2012, Pages 138-144

  Wang, Lei ^a,b   Xu, Lingyan ^b   Xue, Ruifeng ^b   Lu, Xifeng ^a   Chen, Ruixin ^b   Tao, Xutang ^a  

^a SHANDONG UNIVERSITY   (China)

^b QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

5 sulfosalicylic acid; crystal engineering; N donor compounds; supramolecular synthons

Indexed keywords

3D NETWORKS; 5-SULFOSALICYLIC ACID; BENZOTRIAZOLES; CARBOXYL GROUPS; CO-CRYSTALS; COCRYSTALLIZATION; CRYSTAL PACKINGS; HOSTGUEST CHEMISTRY; HYDROGEN BONDINGS; INFINITE CHAINS; LAYERED ARCHITECTURE; N-DONOR COMPOUNDS; N-METHYLPIPERAZINE; SUPRAMOLECULAR ARCHITECTURES; SUPRAMOLECULAR SYNTHONS; SYNTHONS;

CHEMICAL ANALYSIS; COMPLEXATION; CRYSTAL ENGINEERING; NETWORK ARCHITECTURE; SUPRAMOLECULAR CHEMISTRY;

HYDROGEN BONDS;

EID: 84856325597     PISSN: 16747291     EISSN: None     Source Type: Journal    
DOI: 10.1007/s11426-011-4394-8     Document Type: Article

References (19)

1. Krishnamohan SCV. Cryatal engineering-where do we go from here? Cryst Growth Des, 2002, 2: 465-474
2. Braga D, Brammer L, Champness NR. New trends in crystal engineering. CrystEngComm, 2005, 7: 1-19 (Pubitemid 40478709)
3. Bond AD, Jones W. Supramolecular Organization And Materials Design. Cambridge: Cambridge University Press, 2002
4. Du M, Zhang ZH, Guo W, Fu XJ. Multi-component hydrogen-bonding assembly of a pharmaceutical agent pamoic acid with piperazine or 4,4′-bipyridyl: A channel hydrated salt with multiple-helical motifs vs a bimolecular cocrystal. Cryst Growth Des, 2009, 9: 1655-1657
5. Fonari MS, Ganin EV, Vologzhanina AV, Antipin MY, Kravtsov VC. Persistent CH⋯π interactions in mefenamic acid complexes with cyclic and acyclic amines. Cryst Growth Des, 2010, 10: 3647-3656
6. Wang WH, Xi PH, Su XY, Lan JB, Mao ZH, You JS, Xie RG. Supramolecular assemblies of multifunctional diimidazole and dicarboxylic acids via various hydrogen bonds and X⋯π (X = π, CH) interactions. Cryst Growth Des, 2007, 7: 741-746
7. Endo K, Koike T, Sawaki T, Hayashida O, Masuda H, Aoyama Y. Catalysia by organic solids. Stereoselective diels-alder reactions promoted by microporous molecular crystals having an extensive hydrogen-bonded network. J Am Chem Soc, 1997, 119: 4117-4122
8. Du M, Zhang ZH, Zhao XJ, Cai H. Synthons competition/prediction in cocrystallization of flexible dicarboxylic acids with bent dipyridines. Cryst Growth Des, 2006, 6: 114-121 (Pubitemid 43130533)
9. Zhang XL, Chen XM. Supramolecular architectures and helical water chains in cocrystals of melamine and aromatic carboxylic acids. Cryst Growth Des, 2005, 5: 617-622 (Pubitemid 40476638)
10. Ranganathan A, Pedireddi VR, Rao CNR. Hydrothermal synthesis of organic channel structures: 1:1 hydrogen-bonded adducts of melamine with cyanuric and trithiocyanuric acids. J Am Chem Soc, 1999, 121: 1752-1753 (Pubitemid 29124535)
11. Swift JA, Pivovar AM, Reynolds AM, Ward MD. Template-directed architectural isomerism of open molecular frameworks: Engineering of crystalline clathrates. J Am Chem Soc, 1998, 120: 5887-5894 (Pubitemid 28306972)
12. Jetti RKR, Xue F, Mak TCW, Nangia A. 4-Tritylbenzoic acid. A molecules scaffold for wheel-and-axle host-guest inclusion compounds with a supramolecular axis. J Chem Soc Perkin Trans, 2000, 2: 1223-1232
13. Gautam GR. Supramolecular synthons in crystal engineering-a new organic synthesis. Angew Chem Int Ed, 1995, 34: 2311-2327
14. Duchamp DJ, Marsh RE. The crystal structure of trimesic acid (benzene-1,3,5-tricarboxylic acid). Acta Crystallogr Sect B, 1969, 25: 5-19
15. Paleos CM, Tsiourvas D. Thermotropic liquid crystals formed by intermolecular hydrogen bonding interactions. Angew Chem Int Ed, 1995, 34: 1696-1711
16. Smith G, Wermuth UD, Healy PC. Layered structures in proton-transfer compounds of 5-sulfosalicyclic acid with the aromatic polyamines 2,6-diaminopyridine and 1,4-phenylenediamine. Acta Crystallogr Sect C, 2005, 61: 555-558 (Pubitemid 43096752)
17. Zhou CS, Ding LL, Cao MN, Meng XG. Three-dimensional networks in the 1:2 organic salts 2,2′-biimidazolium bis(3-carboxy-4-hydroxybenzenesulfonate) and 2,2′-bibenzimidazolium bis(3-carboxy-4-hydroxybenzenesulfonate) trihydrate. Acta Crystallogr Sect C, 2009, 65: 51-53
18. SAINT Software Reference Manual, Bruker AXS: Madison, WI, 1998
19. Sheldrick GM. SHELXTL NT Version 5.1. Program for solution and refinement of crystal structure. Germany: University of Gottingen, 1997