Journal of Chemical Crystallography

, Volume 37, Issue 7, pp 473–477 | Cite as

Solvent-induced Polymorphism of 2-[(2-Amino-phenylimino)-phenyl-methyl]-phenol

  • Anita Blagus
  • Branko Kaitner
Original Paper


The title compound C19H16N2O crystallize as either triclinic or monoclinic polymorph depending on the solvent used. Polymorph [1] crystallizes from methanol in the space group P \( \mathop 1\limits^ - \) with unit cell dimensions: a = 8.723(2), b = 9.344(2), c = 10.544(2) Å, α = 71.54(2), ß = 78.74(2), γ = 74.15(2)°, and Z = 2. Polymorph [2] crystallizes from benzene with space group P21/n with unit cell dimensions: a = 10.230(3), b = 20.536(7), c = 14.563(4) Å, ß = 97.14(3)°, and Z = 8. The only similarity between molecules of [1] and two independent molecules of [2] can be found in almost co-planar phenyl moiety with chelate ring. Both structures are characterized with strong intramolecular O-H···N hydrogen bond. Whereas the molecular interconnections in [2] are based on van der Waals attractions between discrete molecules, molecules of [1] associate in dimers via intermolecular N-H···O hydrogen bonding by the operation of crystallographic centre of inversion.


Solvent-induced polymorphism Schiff bases X-ray analysis Hydrogen bond Dimmer 



The authors are grateful for funding from the Ministry of Science, Education and Sports, Republic of Croatia (Grant No. 119-1193079-3069).


  1. 1.
    Mederos A, Domínguez S, Hernández-Molina R, Sanchiz J, Brito F (1999) Coord Chem Rev 193–195:857CrossRefGoogle Scholar
  2. 2.
    Nathan LC, Traina CA (2003) Polyhedron 22:3213CrossRefGoogle Scholar
  3. 3.
    Boghaei DM, Mohebi SJ (2001) Chem Res (S) 2001:224Google Scholar
  4. 4.
    Kwiatkowski E, Klein M, Romanowsli G (1999) Inorg Chem Acta 293:115CrossRefGoogle Scholar
  5. 5.
    Garoufis A, Kasselouri S, Mitsopoulou C-A, Sletten J, Papadimitriou C, Hadjiliadis N (1999) Polyhedron 18:39CrossRefGoogle Scholar
  6. 6.
    Lewínski J, Zachara J, Justyniak I, Dranka M (2005) Coord Chem Rev 249:1185CrossRefGoogle Scholar
  7. 7.
    Dey DK, Saha MK, Das MK, Bhartiya N, Bansal RK, Rosair G, Mitra S (1999) Polyhedron 18:2687CrossRefGoogle Scholar
  8. 8.
    Li L-Z, Zhao C, Xu T, Ji H-W, Yu Y-H, Guo G-Q, Chao HJ (2005) Inorg Biochem 99:1076CrossRefGoogle Scholar
  9. 9.
    Parashar RK, Sharma RC, Kumar A, Mohan G (1988) Inorg. Chem. Acta 151:201CrossRefGoogle Scholar
  10. 10.
    (a) Opozda EM, Łasocha W, Włodarczyk-Gajda B (2006) J Mol Struc 784:149 (b) Opozda EM, Łasocha W, Włodarczyk-Gajda B (2003) J Mol Struc 657:199Google Scholar
  11. 11.
    (a) Boghaei DM, Mohebi S (2002) Tetrahedron 58:5357 (b) Boghaei DM, Sabounchei SJS, Rayati S (2000) Synh React Inorg Met-Org Chem 30(8):1535Google Scholar
  12. 12.
    Wang J, Cheng DJ (2000) Lanzhou U (Nat Sci) 36:61Google Scholar
  13. 13.
    Cambridge Structural Database and Cambridge Structural Database System, version 5.27, 2006, Cambridge Crystallographic Data Centre, University Chemical Laboratory Cambridge, England,
  14. 14.
    Sheldrick GM (1997) SHELXS-97, Program for the Solution of Crystal Structures. University of Göttingen, GermanyGoogle Scholar
  15. 15.
    Sheldrick GM (1997) SHELXL-97, Program for Crystal Structure Refinement. University of Göttingen, GermanyGoogle Scholar
  16. 16.
    Farrugia LJ ORTEP-3 for Windows, version 1.05. University of Glasgow, Glasgow, UK, (1999). J Appl Crystallogr 30:565 (1997)Google Scholar
  17. 17.
    Nardelli MJ (1995) Appl Crystallogr 28:659CrossRefGoogle Scholar
  18. 18.
    Farrugia LJ (1999) J Appl Crystallogr 32:837CrossRefGoogle Scholar
  19. 19.
    Friščić T, Kaitner B, Meštrović E (1998) Croat Chem Acta 71:87Google Scholar

Copyright information

© Springer Science+Business Media, LLC 2007

Authors and Affiliations

  1. 1.Department of ChemistryJ.J. Strossmayer UniversityOsijekCroatia
  2. 2.Department of Chemistry, Laboratory of General & Inorganic Chemistry, Faculty of ScienceUniversity of ZagrebZagrebCroatia

Personalised recommendations