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X-ray crystal structures of two solvent complexes involving positionally isomeric 9,10-anthraquinonecarboxylic acids and DMSO

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Abstract

Two constitutionally isomeric 9,10-anthraquinonecarboxylic acids 1 and 2 are reported to yield DMSO-solvated crystals (1a and 2a) on the crystallization from DMSO. The molecular and crystal structures are described and comparatively discussed with reference to the effect implicated by the different position of the carboxylic group at the anthraquinone basis and the involvement of the solvent molecule.

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References

  1. Weber E (1989) J Mol Graphics 7:12

    Article  CAS  Google Scholar 

  2. Desiraju GR (1996) In: MacNicol DD, Toda F, Bishop R (eds) Comprehensive supramolecular chemistry, vol 6. Elsevier, Oxford, pp 1–22

    Google Scholar 

  3. Weber E (1996) In: MacNicol DD, Toda F, Bishop R (eds) Comprehensive supramolecular chemistry, vol 6. Elsevier, Oxford, pp 535–592

    Google Scholar 

  4. Weber E, Czugler M (1988) In: Weber E (ed) Molecular inclusion and molecular recognition–clathrates II. Topics in current chemisty, vol 149. Springer, Berlin-Heidelberg, pp 45–135

    Google Scholar 

  5. Weber E (2004) In: Atwood JL, Steed JW (eds) Encyclopedia of supramolecular chemistry. Marcel Dekker, New York, pp 261–273

    Google Scholar 

  6. Weber E (1991) In: Atwood JL, Davies JED, MacNicol DD (eds) Inclusion compounds, vol 4. Oxford University Press, Oxford, pp 188–262

    Google Scholar 

  7. Csöregh I, Czugler M, Ertan A, Weber E, Ahrendt J (1990) J Incl Phenom 8:275

    Article  Google Scholar 

  8. Makhkamov KK, Ibragimov BT, Weber E, Beketov KM (1999) J Phys Org Chem 12:157

    Article  CAS  Google Scholar 

  9. Kobayashi Y, Kodama SK, Saigo K (2008) Tetrahedron Asymmetr 19:295

    Article  CAS  Google Scholar 

  10. Golden R, Stock LM (1972) J Am Chem Soc 94:3080

    Article  CAS  Google Scholar 

  11. Arjunan P, Berlin KD (1981) Org Prep Proced Int 13:368

    Article  CAS  Google Scholar 

  12. Sheldrick GM (2008) Acta Crytsallogr A64:112

    Article  CAS  Google Scholar 

  13. Desiraju GR, Steiner T (1999) The weak hydrogen bond in structural chemistry and biology. Oxford University Press, Oxford, pp 29–121

    Google Scholar 

  14. Dance I (2004) In: Atwood JL, Steed JW (eds) Encyclopedia of supramolecular chemistry. Marcel Dekker, New York, pp 1076–1092

    Google Scholar 

  15. Burrows AD (2004) In: Mingos DMP (ed) Supramolecular assembly via hydrogen bonds I. Structure and bonding, vol 108. Springer, Berlin-Heidelberg, pp 55–95

    Google Scholar 

  16. Fitzgerald LJ, Gerkin RE (1997) Acta Crystallogr C53:1080

    CAS  Google Scholar 

  17. Desiraju GR (1995) Angew Chem Int Ed 34:2311

    Article  CAS  Google Scholar 

  18. Eißmann F, Schindler D, Weber E (2010) Struct Chem 21:245

    Article  Google Scholar 

Download references

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Author notes

  1. Tobias Gruber

    Present address: Department of Chemistry, Chemistry Research Laboratory, University of Oxford, Mansfield Road, Oxford, OX1 3TA, United Kingdom

Authors and Affiliations

  1. Institut für Organische Chemie, Technische Universität Bergakademie Freiberg, Leipziger Str. 29, 09596, Freiberg/Sachs, Germany

    Tobias Gruber, Stefanie F. Helas, Wilhelm Seichter & Edwin Weber

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  1. Tobias Gruber
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  2. Stefanie F. Helas
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  3. Wilhelm Seichter
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  4. Edwin Weber
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Correspondence to Edwin Weber.

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Gruber, T., Helas, S.F., Seichter, W. et al. X-ray crystal structures of two solvent complexes involving positionally isomeric 9,10-anthraquinonecarboxylic acids and DMSO. Struct Chem 21, 1079–1083 (2010). https://doi.org/10.1007/s11224-010-9648-0

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  • DOI: https://doi.org/10.1007/s11224-010-9648-0

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