Journal of Chemical Crystallography

, Volume 49, Issue 1, pp 1–7 | Cite as

Syntheses and Crystal Structures of Copper(II) Bis(pyrazolyl)acetic Acid Complexes

  • Brandon Quillian
  • Will E. LynchEmail author
  • Clifford W. Padgett
  • Alexis Lorbecki
  • Anthony Petrillo
  • Michael Tran
Brief Communication


The reaction of bis(pyrazol-1-yl)acetic acid (L) with copper(II) bromide provides two new complexes: [Cu(L-H)Br(µ-Br)]2 (1) and [Cu(L)2]⋅4H2O (2). Complex 1 is prepared by the stoichiometric reaction of L-H with copper(II) bromide in tetrahydrofuran. Dissolution of 1 in methanol causes its conversion into the bis-ligated complex (2), a highly hygroscopic material. Complex 2 can also be synthesized directly by the stoichiometric reaction of L-H with CuBr2 in methanol. Complex 1 is dimeric, interlinked by two bridging bromide ligands, and possesses terminal bromide ligands on each copper atom. The two pyrazolyl ligands in 1 coordinate with the nitrogen atoms to complete the coordination sphere of copper, resulting in a highly distorted geometry that lies between a trigonal bipyramidal or square pyramidal geometry with wide bond angles between the trans-oriented pyrazolyl nitrogen atoms and bromide ligands. Complex 2 assumes a pseudo-trigonal prismatic geometry with the deprotonated carboxylic acid that interacts weakly with copper.

Graphical Abstract

Reaction of bis(pyrazol-1-yl)acetic acid (L-H) with copper(II) bromide provides two new complexes: [Cu(L-H)Br(µ-Br)]2 (1) and [Cu(L)2]⋅4H2O (2), these compounds represent the first, well-defined, independent copper(II) compounds supported by the base bis(pyrazolyl)acetic acid ligand.


Crystal structures Synthesis Pyrazole Copper(II) complexes Scorpionate ligands 



BQ would like to acknowledge the American Chemical Society Petroleum Research Fund for support or partial support of this research (PRF# 53848-UNI3).

Compliance with Ethical Standards

Conflict of interest

The authors declare no competing financial interest.


  1. 1.
    Otero A, Fernandez-Baeza J, Tejeda J, Carrillo-Hermosilla F, Diez-Barra E, Lara-Sanchez A, Fernandez-Lopez M, Lanfranchi M, Pellinghelli MA (1999) J Chem Soc Dalton Trans. Scholar
  2. 2.
    Pettinari C, Pettinari R (2005) Coord Chem Rev 249:663–691CrossRefGoogle Scholar
  3. 3.
    Burzlaff N (2008) Adv Inorg Chem 60:101–165CrossRefGoogle Scholar
  4. 4.
    Burzlaff N, Beck A, Muller R (2003) J Inorg Biochem 96:110–110CrossRefGoogle Scholar
  5. 5.
    Kozlevcar B, Gamez P, de Gelder R, Driessen WL, Reedijk J (2003) Eur J Inorg Chem 2003:47–50CrossRefGoogle Scholar
  6. 6.
    Chandrasekhar V, Thilagar P, Senapati T (2007) Eur J Inorg Chem 2007:1004–1009CrossRefGoogle Scholar
  7. 7.
    Porchia M, Dolmella A, Gandin V, Marzano C, Pellei M, Peruzzo V, Refosco F, Santini C, Tisato F (2013) Eur J Med Chem 59:218–226CrossRefGoogle Scholar
  8. 8.
    Santini C, Pellei M, Gandin V, Porchia M, Tisato F, Marzano C (2014) Chem Rev 114:815–862CrossRefGoogle Scholar
  9. 9.
    Lupidi G, Marchetti F, Masciocchi N, Reger DL, Tabassum S, Astolfi P, Damiani E, Pettinari C (2010) J Inorg Biochem 104:820–830CrossRefGoogle Scholar
  10. 10.
    Turkoglu G, Ulldemolins CP, Muller R, Hubner E, Heinemann FW, Wolf M, Burzlaff N (2010) Eur J Inorg Chem 2010:2962–2974CrossRefGoogle Scholar
  11. 11.
    Kozlevcar B, Pregelj T, Pevec A, Kitanovski N, Costa JS, van Albada G, Gamez P, Reedijk J (2008) Eur J Inorg Chem 2008:4977–4982CrossRefGoogle Scholar
  12. 12.
    Kozlevcar B, Jakomin K, Pockaj M, Jaglicic Z, Beyer A, Burzlaff N, Kitanovski N (2015) Eur J Inorg Chem 2015:3688–3693CrossRefGoogle Scholar
  13. 13.
    Burzlaff N, Hegelmann I, Weibert B (2001) J Organomet Chem 626:16–23CrossRefGoogle Scholar
  14. 14.
    Corporation R (1999) Software user’s guide. Rigaku Molecular Structure Corporation, ©2000, Utah.Google Scholar
  15. 15.
    Pflugrath JW (1999) Acta Crystallogr D 55:1718–1715CrossRefGoogle Scholar
  16. 16.
    Sheldrick GM (2015) Acta Crystallogr A A71:3–8CrossRefGoogle Scholar
  17. 17.
    Sheldrick GM (2015) Acta Crystallogr C C71:1–3Google Scholar
  18. 18.
    Dolomanov OV, Bourhis LJ, Gildea RJ, Howard JAK, Puschmann H (2009) J Appl Cryst 42:339–341CrossRefGoogle Scholar
  19. 19.
    Cordero B, Gomez V, Platero-Prats AE, Reves M, Echeverria J, Cremades E, Barragan F, Alvarez S (2008) Dalton Trans 21:2832–2838CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Brandon Quillian
    • 1
  • Will E. Lynch
    • 1
    Email author
  • Clifford W. Padgett
    • 1
  • Alexis Lorbecki
    • 1
  • Anthony Petrillo
    • 1
  • Michael Tran
    • 1
  1. 1.Department of Chemistry and BiochemistryGeorgia Southern UniversitySavannahUSA

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