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Abstrakty
Binary co-crystals of 2,4,6-trihydroxybenzoic acid with pyrazine (1:1), quinoxaline (1:1) and phenazine (1:2) were prepared and their structure determined by X-ray crystallography. In the complex with pyrazine the carboxylic group of the acid is in the syn configuration and is connected via strong hydrogen bond to the N atom of the heterocyclic base. In the complex with phenazine the carboxylic group adopts the anti form and the acid molecule binds, via the phenolic groups, to two molecules of the base, in a manner typical for interaction of resorcinol with azaheterocycles. In the complex with quinoxaline the asymmetric part of the unit cell consists of two pairs of acid-base hydrogen- bonded units. In the first pair, 2,4,6-trihydroxybenzoic acid binds to quinoxaline via the carboxylic group, which is in the syn form. In the second pair, proton is transferred from the carboxylic group to the heterocyclic base, and the ions join via N-H+źźźO–(carboxylate) interaction. In both units acidic hydrogen atom is significantly shifted towards the center of hydrogen bond. Hydrogen bonds between the carboxyl group and the pyrazine and quinoxaline N-atoms are linear and short [OźźźN distances in the range 2.570(2)–2.630(2) capital A, ring].
Wydawca
Czasopismo
Rocznik
Tom
Strony
1095--1108
Opis fizyczny
Bibliogr. 31 poz., rys.
Twórcy
autor
autor
autor
- Faculty of Chemistry, Adam Mickiewicz University, 60-780 Poznań, Grunwaldzka 6, Poland, magdan@amu.edu.pl
Bibliografia
- 1. Pedireddi V.R., Jones W., Chorlton A.P. and Docherty R., Chem. Commun., 997 (1996).
- 2. Batchelor E., Klinowski J. and Jones W., J. Mater. Chem., 10, 839 (2000).
- 3. Smółka T., Schaller T., Sustmann R., Blaser D. and Boese R., J. Prakt. Chem., 342, 465 (2000).
- 4. Koshima H., Nakagawa T., Matsuura T., Miyamoto H. and Toda R, J. Org Chem., 62, 6322 (1997).
- 5. Shaameri Z. and Jones W., Mol. Cryst. Liq. Cryst., 356, 131 (2001).
- 6. Bachelor E., Klinowski J. and Jones W., Mol Cryst. Lią. Cryst., 356, 263 (2001).
- 7. Kumar Y.S.S., Kuduva S.S. and Desiraju G.R., Acta Crystallogr., E58, o865 (2002).
- 8. Bhogala B.R., Basavoju S. and Nangia A., CrystEngComm, 7, 551 (2005).
- 9. Smółka T., Boese R. and Sustmann R., Struct. Chem., 10, 429 (1999).
- 10. Thalladi V. R., Smółka T., Boese R. and Sustmann R., Cryst.Eng. Comm., 2, 96 (2000).
- 11. Horiuchi S., Kumai R. and Tokura Y., J. Am. Chem. Soc., 127, 5010 (2005).
- 12. Tomura M. and Yamashita Y., Cryst. Eng. Comm, 2, 92 (2000).
- 13. Thalladi V.R., Smółka T., Gehrke A., Boese R. and Sustmann R., New. J. Chem., 24, 143 (2000).
- 14. Gdaniec M., Bensemann I. and Połoński T., CrystEngComm, 7, 433 (2005).
- 15. Gdaniec M., Gilski M. and Denisov G.S., Acta Crystallogr., C50, 1622 (1994).
- 16. MacGillivray L.R. and Zaworotko M.J., J. Chem. Cryst., 24, 703 (1994).
- 17. EtterM.C.,4rc. Chem. Res., 23, 120(1990).
- 18. Dega-Szafran Z., Gdaniec M., Grunwald-Wyspiańska M., Kosturkiewicz Z., Koput J., Krzyżanowski P. and Szafran M., J. Mol. Struct., 270, 99 (1992).
- 19. Sharma C.Y.K. and Zaworotko M.J., Chem. Commun., 2655 (1996).
- 20. Palmore G.T.R. and McBride M.T., Chem. Commun., 145 (1998).
- 21. Vishweshwar R, Nangia A. and Lynch Y.M., J. Org. Chem., 67, 556 (2002).
- 22. Aakeróy C.B. and Salmon D.J., CrystEngComm, 7, 439 (2005).
- 23. Shattock T.R., Vishweshwar R, Wang Z. and Zaworotko M.J., Cryst. Growth Des., 5, 2046 (2005).
- 24. Bond A.D., Chem. Commun., 250 (2003).
- 25. Ishida H., Rahman B. and Kashino S., Acta Crystallogr., C57, 876 (2001).
- 26. Valiyaveettil S., Enkelmann Y. and Mullen K., Chem. Commun., 2097 (1994).
- 27. Olenik B., Smółka T., Boese R. and Sustmann R., Cryst. Growth Des., 3, 183 (2003).
- 28. Oxford Diffraction, CrysAlis CCD and CrysAlis RED. Version 1.171. Oxford Diffraction, Oxfordshire,U.K. (2004).
- 29. Sheldrick G.M., SHELXS-97. Program for the solution of crystal structures. University of Göttingen, Germany (1997).
- 30. Sheldrick G.M., SHELXL-97. Program for the refinement of crystal structures, University of Göttingen, Germany (1997).
- 31. Macrae C.F., Edgington RR., McCabe R, Pidcock E., Shields G.P, Taylor R., Towler M. and van de Streek J., J. Appl. Cryst., 39, 453 (2006).
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BUJ5-0014-0066