Skip to main content
SpringerLink
Log in

Synthesis, Crystal and Molecular Structure of 1,1ʹ-Methylenedipyridinium [Hexachlorodimercurate(II)]

  • Original Paper
  • Published:
Journal of Chemical Crystallography Aims and scope Submit manuscript

Abstract

The novel organic–inorganic hybrid salt [(C5H5N)2CH2][Hg2Cl6] was synthesized, isolated as pure white powder and fully characterized by FTIR, multinuclear NMR, UV–Vis spectroscopy and powder-X-ray diffraction studies. The molecular structure displays organic dicaions [(C5H5N)2CH2]2+ and distinctive dimeric anions [Hg2Cl6]2−. Within any indivisual [Hg2Cl6]2− unit, each Hg center is souronded by four Cl atoms (two terminal and two bridging Cl ones) adopting a distorted tetrahedral geometry. The terminal Cl atoms are covalently bonded to Hg with an average bond disntance of 2.32(5) Å and Cl–Hg–Cl angle of 138.14(5)°. In contrast the two bridging Cl ligands to Hg centers have relatively longer mean bond length of 2.51(5) Å and smaller Cl–Hg–Cl bond angle of 93.68(5)°. The edge Cl–Cl are shared by the two roughly tetrahedra to form the dimeric [Hg2Cl6]2−. The relatively large mean Cl–Hg–Cl angle of the terminal Cl atoms (138.14°) and small angle of the bridging ligands (93.68°) indicate a considerable deviation from the ideal tetrahedral geometry. Noteworthy, within each [Hg2Cl6]2− unit, the Hg1…Hg2 distance [3.41(3) Å] is slightly shorter than the sum of the van der Waals radii for Hg(II) indicating a rather weak mercurophilic interaction.

Graphical Abstract

The novel organic-inorganic hybrid salt [(C5H5N)2CH2][Hg2Cl6] was synthesized, isolated as pure white powder and fully characterized by FTIR, multinuclear NMR, UV-vis spectroscopy and powder-X-ray diffraction studies.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7

Similar content being viewed by others

References

  1. House DA, Robinson WT (1994) Chloromercury(II) anions. Coord Chem Rev 155:533–586

    Article  Google Scholar 

  2. Bowmaker GA, Harris RK, Oh S (1997) Solid-state NMR spectroscopy of mercury compounds. Coorination Chem Rev 167:49–94

    Article  CAS  Google Scholar 

  3. Bowmaker GA, Churakov AV, Harris RK, Oh S (1998) Vibrational spectroscopy and solid-state MAS NMR studies of mercury(II) acetate complexes [Hg(X)OAc] Crystal structure of [Hg(CN)OAc]. J Organomet Chem 550:89–99

    Article  CAS  Google Scholar 

  4. Milia F, Giannacopoulos E (1985) Proton NMR of the ferroelectric phase transition in (CH3NH3)HgCl3. Jpn J Appl Phys 24:637–639

    Article  CAS  Google Scholar 

  5. Liesegang J, James BD, Jiang ZT (1995) Ferroelectricity in inorganic-organic ionic crystals. Integr Ferroelectr 9:189–198

    Article  CAS  Google Scholar 

  6. Jiang ZT, James BD, Liesegang J, Tan KL, Gopalakrishnan R, Novak I (1995) Investigation of the ferroelectric phase transition in (CH3NH3)HgCl3. J Phys Chem Solids 56:277–283

    Article  CAS  Google Scholar 

  7. Linden A, James BD, Liesegang J, Gonis N (1999) Polynuclear chloromercurate(II) systems in their chloropyridinium salts. Acta Cryst B55:396–409

    Article  CAS  Google Scholar 

  8. Al-Ktaifani MM, Rukiah MK (2011) Synthesis and crystal and molecular structures of N, N′-methylenedipyridinium tetrachlorozincate(II) and N, N′-methylenedipyridinium tetrachlorocadmate(II). Chem Pap 65:469–476. https://doi.org/10.2478/s11696-011-0031-4

    Article  CAS  Google Scholar 

  9. Al-Ktaifani MM, Rukiah MK (2012) 1,1’-Methylenedipyridinium tetrachloridocuprate(II) and bis[tetrachloridoaurate(III)] hybrid salts by X-ray powder diffraction. Acta Cryst C68:m246–m250. https://doi.org/10.1107/S0108270112031885

    Article  CAS  Google Scholar 

  10. Al-Ktaifani MM, Rukiah MK (2012) N, N′-methylenedipyridinium Pt(II) and Pt(IV) hybrid salts: synthesis, crystal and molecular structures of [(C5H5N)2CH2] · [PtCl4] and [(C5H5N)2CH2] · [PtCl6]. Chem Pap 66:1032–1038. https://doi.org/10.2478/s11696-012-0221-8

    Article  CAS  Google Scholar 

  11. Al-Ktaifani MM, Sabra MK (2019) 1,1`-Methylenedipyridinium tetranitratocuprate(II): a rare example of organic-inorganic hybrid salt of form [organic dication][Cu(NO3)4]. synthesis, spectroscopic characterizations and molecular structural investigations. Rev Roum Chim 64:469–477

    Article  Google Scholar 

  12. Zidan MD, Al-Ktaifani MM, Allahham A (2016) Optical nonlinearity investigation of the novel organic-inorganic hybrid salt:1,1′-methylenedipyridiniumpentacyanidonitrosoferrate(II)pentahydrate. Acta Phys Pol, A 130:1326–1331. https://doi.org/10.12693/APhysPolA.130.1326

    Article  CAS  Google Scholar 

  13. Zidan MD, Al-Ktaifani MM, Allahham A (2016) Third-order nonlinear optical investigations of the 1,1′-methylenedipyridinium tetrachloridocuprate(II) using Z-scan technique. Optik Int J Light Electron Optics 127:4443–4446

    Article  CAS  Google Scholar 

  14. Zidan MD, Al-Ktaifani MM, Allahham A (2017) Nonlinear optical study of 1,1’-methylenedipyridiniumbis[tetrachloride gold(III)] hybrid salt. Acta Phys Pol, A 132:1379–1382

    Article  CAS  Google Scholar 

  15. Fu W, Wang W, Niu Y, Ng SW (2010) 1,1’-Methylenedipyridinium dichloride monohydrate. Acta Cryst E66:o1211–o1211

    Google Scholar 

  16. Altomare A, Cuocci C, Giacovazzo C, Moliterni A, Rizzi R, Corriero N, Falcicchio A (2013) EXPO2013: a kit of tools for phasing crystal structures from powder data. J Appl Cryst 46:1231–1235. https://doi.org/10.1107/S0021889813013113

    Article  CAS  Google Scholar 

  17. Toby BH, Von Dreele RB (2013) GSAS-II: the genesis of a modern open-source all purpose crystallography software package. J Appl Cryst 46:544–549. https://doi.org/10.1107/S0021889813003531

    Article  CAS  Google Scholar 

  18. Garci F, Ferjani H, Chebbi H, Ben Jomaaa M, Zida MF (2019) Crystal structure, Hirshfeld surface analysis and physicochemical characterization of bis[4-(dimethylamino) pyridinium] di-l-chlorido-bis[dichloridomercurate(II)]. Acta Cryst E75:1600–1606

    Google Scholar 

  19. Schmidbaur H (2000) The aurophilicity phenomenon: a decade of experimental findings, theoretical concepts and emerging applications. Gold Bulletin 33:3–10

    Article  CAS  Google Scholar 

  20. Pyykkö P, Straka M (2000) Ab initio studies of the dimers (HgH2)2 and (HgMe2)2. Metallophilic attraction and the van der Waals radii of mercury. Phys Chem Chem Phys 2:2489–2493

    Article  Google Scholar 

  21. Pandey AK, Usman M, Rath SP (2020) Hg···Hg···Hg interaction stabilizes unusual trinuclear double sandwich structure of mercury(II) porphyrins. Inorg Chem 59:12988–12993

    Article  CAS  Google Scholar 

  22. Bondi A (1964) van der Waals volumes and radii. J Phys Chem 68:441–451

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors would thank Professor I. Othman, Director General, Professor A. H. Al-Rayyes, Head of the Radioisotope department, for their support of this work.

Funding

Atomic Energy Commission of Syria

Author information

Authors and Affiliations

  1. Department of Radioisotopes, Atomic Energy Commission, P.O. Box 6091, Damascus, Syrian Arab Republic

    Mahmoud M. Al-Ktaifani & Abd Alaziz Alsharif

  2. Department of Physics, Atomic Energy Commission, P.O. Box 6091, Damascus, Syrian Arab Republic

    Mohammad K. Sabra & Fatemh Maksoud

Authors
  1. Mahmoud M. Al-Ktaifani
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Mohammad K. Sabra
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Abd Alaziz Alsharif
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Fatemh Maksoud
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Mahmoud M. Al-Ktaifani.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file 1 (DOCX 16 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Al-Ktaifani, M.M., Sabra, M.K., Alsharif, A.A. et al. Synthesis, Crystal and Molecular Structure of 1,1ʹ-Methylenedipyridinium [Hexachlorodimercurate(II)]. J Chem Crystallogr 52, 297–303 (2022). https://doi.org/10.1007/s10870-021-00915-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10870-021-00915-z

Keywords

Search

Navigation