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2-Chlorobenzoate Complex of Cu(II): Unexpected Appearance of Halogen···Halogen Contacts in Solid State

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Abstract

Complex of copper [Cu2(2-ClBenz)4((acetone)2] (2-ClBenz = 2-chlorobenzoate) was prepared and characterized by X-ray diffractometry. In the crystal structure, the binuclear complex fragments are connected via Cl···Cl contacts (3.440 Å); their energies were estimated by theoretical methods.

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Notes

  1. 100 mg of [Cu2(2-ClBenz)4(H2O)2] were dissolved in 10 ml of boiling acetone. The solution was slowly cooled to room temperature; partial evaporation resulted in precipitation of blue crystals of 1. Yield 95%. For C34H28O10Cu2Cl4 calcd,  %: C, 47.3; H, 3.3; found,  %: C, 47.5; H, 3.4.

References

  1. A. E. Goldberg, M. A. Kiskin, S. A. Nikolaevskii, E. N. Zorina-Tikhonova, G. G. Aleksandrov, A. A. Sidorov, and I. L. Eremenko (2015). Russ. J. Coord. Chem. 41, 182–188.

    Article  CAS  Google Scholar 

  2. A. A. Sidorov, M. A. Kiskin, G. G. Aleksandrov, N. V. Gogoleva, S. A. Nikolaevskii, and I. L. Eremenko (2016). Russ. J. Coord. Chem. 42, 621–634.

    Article  CAS  Google Scholar 

  3. M. Sanchez-Sala, J. Pons, A. Alvarez-Larena, L. Bayés-García, M. Font-Bardia, and J. A. Ayllón (2018). Polyhedron 151, 545–553.

    Article  CAS  Google Scholar 

  4. J. Soldevila-Sanmartín, M. Sanchez-Sala, T. Calvet, M. Font-Bardia, J. A. Ayllón, and J. Pons (2018). J. Mol. Struct. 1171, 808–814.

    Article  CAS  Google Scholar 

  5. I. G. Fomina, A. B. Ilyukhin, A. V. Gavrikov, G. G. Aleksandrov, E. V. Fatyushina, S. Y. Gavrilkin, A. S. Bogomyakov, and I. L. Eremenko (2018). Inorg. Chim. Acta 482, 8–15.

    Article  CAS  Google Scholar 

  6. S. A. Nikolaevskii, I. S. Evstifeev, M. A. Kiskin, A. A. Starikova, A. S. Goloveshkin, V. V. Novikov, N. V. Gogoleva, A. A. Sidorov, and I. L. Eremenko (2018). Polyhedron 152, 61–72.

    Article  CAS  Google Scholar 

  7. P. Rajakannu, D. Kaleeswaran, S. Banerjee, R. J. Butcher, and R. Murugavel (2019). Inorg. Chim. Acta 486, 283–293.

    Article  CAS  Google Scholar 

  8. M. Das, S. R. Chaudhuri, D. Basak, S. Dasgupta, and D. Ray (2019). Inorg. Chim. Acta 485, 140–154.

    Article  CAS  Google Scholar 

  9. J. Li and G.-X. Liu (2019). Polyhedron 157, 284–291.

    Article  CAS  Google Scholar 

  10. Y. Wang, L. Wang, X. Zhou, Y. Li, and J. Li (2018). J. Mol. Struct. 1173, 612–619.

    Article  CAS  Google Scholar 

  11. F. Sánchez-Férez, J. Soldevila-Sanmartín, J. A. Ayllón, T. Calvet, M. Font-Bardia, and J. Pons (2019). Polyhedron 164, 64–73.

    Article  CAS  Google Scholar 

  12. J. Soldevila-Sanmartín, T. Calvet, M. Font-Bardia, C. Domingo, J. A. Ayllón, and J. Pons (2018). Dalton Trans. 47, 6479–6493.

    Article  PubMed  Google Scholar 

  13. J. Soldevila-Sanmartín, J. A. Ayllón, T. Calvet, M. Font-Bardia, and J. Pons (2017). Polyhedron 135, 36–40.

    Article  CAS  Google Scholar 

  14. M. Guerrero, J. A. Ayllón, T. Calvet, M. Font-Bardia, and J. Pons (2017). Polyhedron 134, 107–113.

    Article  CAS  Google Scholar 

  15. N. V. Gogoleva, G. G. Aleksandrov, A. A. Pavlov, M. A. Kiskin, A. A. Sidorov, and I. L. Eremenko (2018). Russ. J. Coord. Chem. 44, 91–102.

    Article  CAS  Google Scholar 

  16. S. I. Levchenkov, L. D. Popov, Y. P. Tupolova, A. N. Morozov, E. A. Raspopova, Z. A. Starikova, and I. N. Shcherbakov (2017). Russ. J. Coord. Chem. 43, 630–634.

    Article  CAS  Google Scholar 

  17. I. V. Esarev, A. V. Eremin, V. V. Gurzhii, E. B. Erkhitueva, N. L. Medvedskii, and A. N. Belyaev (2017). Russ. J. Gen. Chem. 87, 1887–1889.

    Article  CAS  Google Scholar 

  18. L. S. Polyakova, A. V. Eremin, V. V. Gurzhii, A. I. Ponyaev, N. L. Medvedskii, and A. N. Belyaev (2016). Russ. J. Gen. Chem. 86, 202–204.

    Article  CAS  Google Scholar 

  19. A. M. Bukonjić, D. L. Tomović, M. V. Nikolić, M. Ž. Mijajlović, V. V. Jevtić, Z. R. Ratković, S. B. Novaković, G. A. Bogdanović, I. D. Radojević, J. Z. Maksimović, S. M. Vasić, L. R. Čomić, S. R. Trifunović, and G. P. Radić (2017). J. Mol. Struct. 1128, 330–337.

    Article  CAS  Google Scholar 

  20. A. Mushtaq, S. Ali, M. Iqbal, S. Shahzadi, M. N. Tahir, and H. Ismail (2018). Russ. J. Coord. Chem. 44, 187–197.

    Article  CAS  Google Scholar 

  21. M. V. Nikolić, M. Ž. Mijajlović, V. V. Jevtić, Z. R. Ratković, S. B. Novaković, G. A. Bogdanović, J. Milovanović, A. Arsenijević, B. Stojanović, S. R. Trifunović, and G. P. Radić (2016). J. Mol. Struct. 1116, 264–271.

    Article  CAS  Google Scholar 

  22. M. Iqbal, S. Ali, and M. N. Tahir (2018). Z. Anorg. Allg. Chem. 644, 172–179.

    Article  CAS  Google Scholar 

  23. M. H. Sadhu, C. Mathoniere, Y. P. Patil, and S. B. Kumar (2017). Polyhedron 122, 210–218.

    Article  CAS  Google Scholar 

  24. G. Cavallo, P. Metrangolo, R. Milani, T. Pilati, A. Priimagi, G. Resnati, and G. Terraneo (2016). Chem. Rev. 116, 2478–2601.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  25. R. Bertani, P. Sgarbossa, A. Venzo, F. Lelj, M. Amati, G. Resnati, T. Pilati, P. Metrangolo, and G. Terraneo (2010). Coord. Chem. Rev. 254, 677–695.

    Article  CAS  Google Scholar 

  26. G. Cavallo, P. Metrangolo, T. Pilati, G. Resnati, M. Sansotera, and G. Terraneo (2010). Chem. Soc. Rev. 39, 3772–3783.

    Article  CAS  PubMed  Google Scholar 

  27. M. C. Pfrunder, A. S. Micallef, L. Rintoul, D. P. Arnold, and J. McMurtrie (2016). Cryst. Growth Des. 16, 681–695.

    Article  CAS  Google Scholar 

  28. J. J. Brown, A. J. Brock, M. C. Pfrunder, J. P. Sarju, A. Z. Perry, A. C. Whitwood, D. W. Bruce, J. C. McMurtrie, and J. K. Clegg (2017). Aust. J. Chem. 70, 594–600.

    Article  CAS  Google Scholar 

  29. M. C. Pfrunder, A. S. Micallef, L. Rintoul, D. P. Arnold, K. J. P. Davy, and J. McMurtrie (2012). Cryst. Growth Des. 12, 714–724.

    Article  CAS  Google Scholar 

  30. D. M. Ivanov, A. S. Novikov, I. V. Ananyev, Y. V. Kirina, and V. Y. Kukushkin (2016). Chem. Commun. 52, 5565–5568.

    Article  CAS  Google Scholar 

  31. D. M. Ivanov, M. A. Kinzhalov, A. S. Novikov, I. V. Ananyev, A. A. Romanova, V. P. Boyarskiy, M. Haukka, and V. Y. Kukushkin (2017). Cryst. Growth Des. 17, 1353–1362.

    Article  CAS  Google Scholar 

  32. A. S. Novikov, D. M. Ivanov, M. S. Avdontceva, and V. Y. Kukushkin (2017). CrystEngComm 19, 2517–2525.

    Article  CAS  Google Scholar 

  33. M. A. Kinzhalov, A. A. Eremina, D. M. Ivanov, A. S. Novikov, E. A. Katlenok, K. P. Balashev, and V. V. Suslonov (2017). Z. Krist. Cryst. Mater. 232, 797–805.

    CAS  Google Scholar 

  34. J. Moncol, K. Jomová, and M. Porubská (2012). Acta Crystallogr. Sect. C Cryst. Struct. Commun. 68, m85–m89.

    Article  CAS  Google Scholar 

  35. M.-Y. He, S.-C. Chen, Z.-H. Zhang, K.-L. Huang, F.-H. Yin, and Q. Chen (2009). Inorg. Chim. Acta 362, 2569–2576.

    Article  CAS  Google Scholar 

  36. S.-L. Huang, W.-H. Zhang, Y. Ling, S. W. Ng, H.-K. Luo, and T. S. A. Hor (2015). Chem. An Asian J. 10, 2117–2120.

    Article  CAS  Google Scholar 

  37. S. Kumar, R. P. Sharma, A. Saini, P. Venugopalan, and V. Ferretti (2015). J. Mol. Struct. 1083, 398–404.

    Article  CAS  Google Scholar 

  38. Ö. Aydın, N. Çaylak Delibaş, H. Necefoğlu, T. Hökelek, Acta Crystallogr. Sect. E Struct. Reports Online, 2012, 68, m1162–m1163.

  39. F. Valach, M. Tokarčı&́k, T. Maris, D. J. Watkin and C. K. Prout, J. Organomet. Chem., 2001, 622, 166–171.

  40. P. Smart, Á. Bejarano-Villafuerte, R. M. Hendry, and L. Brammer (2013). CrystEngComm 15, 3160–3167.

    Article  CAS  Google Scholar 

  41. B. Li, M.-M. Dong, H.-T. Fan, C.-Q. Feng, S.-Q. Zang, and L.-Y. Wang (2014). Cryst. Growth Des. 14, 6325–6336.

    Article  CAS  Google Scholar 

  42. T. Kawata, S. Ohba, T. Tokii, Y. Muto, and M. Kato (1992). Acta Crystallogr. Sect. C Cryst. Struct. Commun. 48, 1590–1594.

    Article  Google Scholar 

  43. M. Mantina, A. C. Chamberlin, R. Valero, C. J. Cramer, and D. G. Truhlar (2009). J. Phys. Chem. A 113, 5806–5812.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  44. J. Zhao (2008). Acta Crystallogr. Sect. E Struct. Reports Online 64, m1336.

    Article  CAS  Google Scholar 

  45. N. Bozkurt, T. Tunç, N. Çaylak Delibaş, H. Necefoğlu, T. Hökelek, Acta Crystallogr. Sect. E Struct. Reports Online, 2013, 69, m431–m432.

  46. K. Takahashi, N. Hoshino, T. Takeda, S. Noro, T. Nakamura, S. Takeda, and T. Akutagawa (2014). Dalton Trans. 43, 9081–9089.

    Article  CAS  PubMed  Google Scholar 

  47. S. J. Jenniefer and P. T. Muthiah (2013). Chem. Cent. J. 7, 35.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  48. V. Mollica Nardo, F. Nicoló, A. Saccà, G. Bruno, I. Ielo, Acta Crystallogr. Sect. E Struct. Reports Online, 2013, 69, m221–m221.

  49. R. F. W. Bader (1991). Chem. Rev. 91, 893–928.

    Article  CAS  Google Scholar 

  50. Z. M. Bikbaeva, D. M. Ivanov, A. S. Novikov, I. V. Ananyev, N. A. Bokach, and V. Y. Kukushkin (2017). Inorg. Chem. 56, 13562–13578.

    Article  CAS  PubMed  Google Scholar 

  51. A. S. Mikherdov, A. S. Novikov, M. A. Kinzhalov, V. P. Boyarskiy, G. L. Starova, A. Y. Ivanov, and V. Y. Kukushkin (2018). Inorg. Chem. 57, 3420–3433.

    Article  CAS  PubMed  Google Scholar 

  52. M. Bulatova, A. A. Melekhova, A. S. Novikov, D. M. Ivanov, and N. A. Bokach (2018). Z. Krist. Cryst. Mater. 233, 371–377.

    Article  CAS  Google Scholar 

  53. E. R. Johnson, S. Keinan, P. Mori-Sánchez, J. Contreras-García, A. J. Cohen, and W. Yang (2010). J. Am. Chem. Soc. 132, 6498–6506.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  54. E. Espinosa, E. Molins, and C. Lecomte (1998). Chem. Phys. Lett. 285, 170–173.

    Article  CAS  Google Scholar 

  55. M. V. Vener, A. N. Egorova, A. V. Churakov, and V. G. Tsirelson (2012). J. Comput. Chem. 33, 2303–2309.

    Article  CAS  PubMed  Google Scholar 

  56. E. Espinosa, I. Alkorta, J. Elguero, and E. Molins (2002). J. Chem. Phys. 117, 5529–5542.

    Article  CAS  Google Scholar 

  57. A. Bondi (1966). J. Phys. Chem. 70, 3006–3007.

    Article  CAS  Google Scholar 

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Adonin, S.A., Petrov, M.D., Novikov, A.S. et al. 2-Chlorobenzoate Complex of Cu(II): Unexpected Appearance of Halogen···Halogen Contacts in Solid State. J Clust Sci 30, 857–861 (2019). https://doi.org/10.1007/s10876-019-01574-z

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