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Crystal structures of anhydro-bases of 1- and 2-(ethoxycarbonylmethylo)-4-hydroxycinnolinium hydroxides

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Abstract

C12H12N2O3,M r=232.24. (1): C2/c,Z=8,a=14.658(1),b=4.9375(4),c=31.859(4) Å, β=91.710(6)°. (2): P21/c,Z=4,a=11.422(2),b=4.8864(2),c=21.176(3)Å, β=103.29(3)°. The study confirms significant contribution of quinoid diazine ring form in anhydrobase of 1-substituted 4-hydroxycinnolinium hydroxides. The phenomenon corresponds with a negative net charge at formerly positively charged N(1) atom, with fewer hydrogen contacts of less negatively charged O(4) and with increased stacking in 1-substituted derivative, in comparison with 2-substituted structure.

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References

  1. Achari, A., and Neidle, S. (1976)Acta Cryst. B 32, 600.

    Google Scholar 

  2. Huber, C. P., Godwa, D. S. S., and Acharya, K. R. (1980)Acta Cryst. B 36, 497.

    Google Scholar 

  3. Miyamoto, T., and Matsumoto, J. (1988)Chem. Pharm. Bull. 36, 1321.

    Google Scholar 

  4. Miyamoto, T., and Matsumoto, J. (1989)Chem. Pharm. Bull. 37, 93.

    Google Scholar 

  5. Stańczak, A. (1990) unpublished results.

  6. Ames, D. E., Chapman, R. F., Kucharska, H. Z., and Waite, D. (1965)J. Chem. Soc. 5391.

  7. Cambridge Structural Database. Version 4.6 (1992) Allen, F. H., Davies, J. E., Galloy, J. J., Johnson, O., Kennard, O., Macrae, C. F., Mitchel, G. F., Smith, J. M., and Watson, D. G. (1991)J. Chem. Inf. Comp. Sci. 31, 187, University Chemical Laboratory, Lensfield Road, Cambridge, England.

    Google Scholar 

  8. Gŀówka, M. L., and Iwanicka, I. (1991)Acta Cryst. C 47, 196.

    Google Scholar 

  9. Gŀówka, M. L., Iwanicka, I., and Stańczak, A. (1991)Acta Cryst. C 47, 668.

    Google Scholar 

  10. Walker, N., and Stuart, D. (1983)Acta Cryst. A 39, 158.

    Google Scholar 

  11. Sheldrick, G. M. (1990)SHELXTL PC, Version 4.1.An integrated system for solving, refining and displaying crystal structures from diffraction data, Siemens Analytical X-ray Instruments, Inc. Madison, WI.

    Google Scholar 

  12. Huiszoon, C., van de Waal, B. W., van Egmond, A. B., and Harkema, S. (1972)Acta Cryst. B 28, 3415.

    Google Scholar 

  13. MOPAC.6 (1990)QCPE Bull. 10, 52.

    Google Scholar 

Download references

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Authors and Affiliations

  1. Institute of General and Ecological Chemistry, Technical University of Łódź, 90-924, Łódź, Poland

    Marek L. Gŀówka & Iwona Iwanicka

  2. Department of Pharmaceutical Chemistry and Analysis of Drugs, Medical Academy, 90-145, Łódź, Poland

    Andrzej Stańczak

Authors
  1. Marek L. Gŀówka
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  2. Iwona Iwanicka
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  3. Andrzej Stańczak
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Gŀówka, M.L., Iwanicka, I. & Stańczak, A. Crystal structures of anhydro-bases of 1- and 2-(ethoxycarbonylmethylo)-4-hydroxycinnolinium hydroxides. J Chem Crystallogr 24, 397–400 (1994). https://doi.org/10.1007/BF01665893

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