Home Preparation and X-ray structures of selected aminium thiosulfates
Article
Licensed
Unlicensed Requires Authentication

Preparation and X-ray structures of selected aminium thiosulfates

  • Agnieszka Dąbrowska and Jarosław Chojnacki EMAIL logo
Published/Copyright: June 25, 2014

Abstract

Various types of aminium thiosulfates (16), including hydrates and mixed salts, have been obtained by the reaction of ammonium thiosulfate with amines. Tert-butylamine, cyclo-hexylamine and 1,6-diaminohexane gave crystals of (t-BuNH3)2S2O3·H2O (1), (c-C6H11NH3)2S2O3 (3) and {(NH4)2(H3NC6H12NH3)(S2O3)2} (6), respectively, which were investigated by X-ray structural analysis. Extensive hydrogen bonding of the N-H…O and N-H…S type is responsible for formation of alternating hydrophilic and hydrophobic layers in the solid-state. In the case of (1), the layers are separated by strata of weak van der Waals interactions, while (3) consists of hydrogen-bonding stabilized rods along the b direction. The structure of (6) contains 3D covalent bonding plus hydrogen bonding networks with no separable substructures. Solubility and thermal decomposition are also briefly discussed.


Corresponding author: Jarosław Chojnacki, Department of Inorganic Chemistry, Gdansk University of Technology, G. Narutowicza St. 11/12, 80-233 Gdańsk, Poland, Phone: +48 58 3472776, Fax: +48 58 3472694, E-mail:

References

[1] B. M. Maubert, J. Nelson, V. McKee, R. M. Town, I. Pál, Selectivity for dinegative versus mononegative oxoanionic guests within a cryptand host. J. Chem. Soc., Dalton Trans.2001, 9, 1395.Search in Google Scholar

[2] J. Nelson, M. Nieuwenhuyzen, I. Pál, R. M. Town, Dinegative tetrahedral oxoanion complexation; structural and solution phase observations. Dalton Trans.2004, 15, 2303.Search in Google Scholar

[3] B. R. Srinivasan, A. R. Naik, S. N. Dhuri, C. Näther, W. Bensch, Synthesis, properties and supramolecular structureof piperazinediium thiosulfate monohydrate. J. Chem. Sci.2011, 123, 55.Search in Google Scholar

[4] T. Jiang, A. Lough, G. A. Ozin, R. L. Bedard, Intermediates in the formation of microporous layered tin(IV) sulfide materials. J. Mater. Chem.1998, 8, 733.Search in Google Scholar

[5] A. Okuniewski, J. Chojnacki, K. Baranowska, B. Becker, Bis(diisopropylammonium) thiosulfate and bis(tert -butylammonium) thiosulfate. Acta Cryst.2013, C69, 195.Search in Google Scholar

[6] B. R. Srinivasan, S. S. Khandolkar, R. N. Jyai, K. Ravikumar, B. Sridhar, S. Natarajan, Structural and spectral characterization of a new non-centrosymmetric organic thiosulfate. Spectrochim. Acta A2013, 102, 235.10.1016/j.saa.2012.09.103Search in Google Scholar PubMed

[7] E. Roos, Amine thiosulfates. Patent DE 1960615A1. 1971.Search in Google Scholar

[8] H. Kobs, The method of formation of (Me4N)2S2O3 and (Me4N)2S6. Z. Anorg. Chem.1943, 252, 119.Search in Google Scholar

[9] A. Ara-Blesa, Preparation and properties of strychnine thiosulfate. Revista de la Universidad Industrial de Santander1968, 10, 21.Search in Google Scholar

[10] A. Ara-Blesa, Preparation and properties of brucine thiosulfate. Revista de la Universidad Industrial de Santander1966, 8, 71.Search in Google Scholar

[11] E. M. Peters, W. T. Smith, The formation of morpholine thiosulfate from morpholine and sulfur. Proceedings of the Iowa Academy of Science1950, 57, 211.Search in Google Scholar

[12] A. Pladzyk, N. Daca, Ł. Ponikiewski, The first dinuclear nickel(II) thiosulfate obtained from oxidation of tri-tert-butoxysilanethiol. Contributions to the chemistry of silicon-sulfur compounds. Z. Anorg. Allg. Chem.2012, 638, 1497.Search in Google Scholar

[13] Y. X. Yang, S. W. Ng, Bis(tetramethylammonium) thiosulfate Tetrahydrate. Acta Cryst.2011, E67, o1664.Search in Google Scholar

[14] W. Leyten, S. J. Rettig, J. Trotter, Structure of tetraethylammonium thiosulfate dihydrate. Acta Cryst.1988, C44, 1749.Search in Google Scholar

[15] Oxford Diffraction CrysAlis PRO. Oxford Diffraction Ltd., Yarnton, England, 2010.Search in Google Scholar

[16] G. M. Sheldrick, A short history of SHELX. Acta Cryst.2008, A64, 112.Search in Google Scholar

[17] C. F. Macrae, I. J. Bruno, J. A. Chisholm, P. R. Edgington, P. McCabe, E. Pidcock, L. Rodriguez-Monge, R. Taylor, J. van de Streek, P. A. Wood, Mercury CSD 2.0 – new features for thevisualization and investigation of crystal structures. J. Appl. Cryst.2008, 41, 466.Search in Google Scholar

[18] L. J. Farrugia, WinGX and ORTEP for Windows: an update. J. Appl. Cryst.2012, 45, 849.Search in Google Scholar

[19] V. Kopský, D. B. Litvin, (Eds.): International Tables for Crystallography Vol. E. Subperiodic Groups, Kluver Academic Publishers, Dordrecht/Boston/London, 2002.Search in Google Scholar

[20] M. C. Etter, Encoding and decoding hydrogen-bond patterns of organic compounds. Acc. Chem. Res.1990, 23, 120.Search in Google Scholar

[21] K. V. Bineesh, D.-K. Kim, M.-I. Kim, D.-W. Park, Selective catalytic oxidation of H2S over V2O5 supported on TiO2-pillared claycatalysts in the presence of water and ammonia. Appl. Clay Sci.2011, 53, 204.Search in Google Scholar

[22] D. -W. Park, B. -G. Kim, M. -I. Kim, I. Kim, H. -C. Woo, Production of ammonium thiosulfate by the oxidation ofhydrogen sulfide over Nb-Fe mixed oxide catalysts. Catal. Today2004, 93–95, 235.10.1016/j.cattod.2004.06.047Search in Google Scholar

[23] J. Voss, A. Sawluk, G. Lange, G. Adiwidjaja, Alkyl 2-Aryl-2-thioxoethanoates and-thioates: Preparation, dimerization, and EPR spectra of the corresponding radical anions. Phosphorus Sulfur2009, 184, 1206.10.1080/10426500902855240Search in Google Scholar

[24] R. Eberstaller, G. Hintermeier, Flame-retardant expandable polymers. Patent WO 2012142634A1. 2012.Search in Google Scholar


Supplemental Material

The online version of this article (DOI 10.1515/zkri-2014-1727) offers supplementary material, available to authorized users.


Received: 2014-1-17
Accepted: 2014-5-25
Published Online: 2014-6-25
Published in Print: 2014-8-1

©2014 by De Gruyter

Downloaded on 8.9.2025 from https://www.degruyterbrill.com/document/doi/10.1515/zkri-2014-1727/html
Scroll to top button