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Steric influence on hapto interactions in supramolecularly linked thallium dithiocarbamates

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Abstract

Spectral and structural characterization of diallyl and dibenzyl dithiocarbamates of thallium(I) indicated increased thalliocarbon hapto interactions in dibenzyl dithiocarbamate due to increased steric effects. Proton magnetic resonance spectra of the compounds showed that the protons in the vicinity of the thioureide nitrogen are highly deshielded and the corresponding 13C spectra showed large chemical shifts of the thioureide carbons due to decreased electron density. Cyclic voltammetry and bond valence calculations established that the oxidation number of thallium was +1. The Tl–S bond distances in both compounds did not vary significantly. η1–Tl···C(S2) supramolecular interactions were observed in both compounds. A nonclassical S···H bond (2.841 Å) was also observed in the dibenzyl compound. Aside from the two noncovalent interactions mentioned, additional hapto interactions such as Tl(1)S2η1Cη1Cη2C2 and Tl(2)S2η1Cη3C3 were observed. Both compounds formed polymeric chains through hapto interactions.

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Authors and Affiliations

  1. Department of Chemistry, Annamalai University, Annamalainagar, 608 002, Chidambaram, Tamilnadu, India

    Kuppukkannu Ramalingam & Nagarajan Alexander

  2. Dipartimento di Chimica ed Inorganica Chimica Analitica Chimica Fisica, Universita di Parma, Viale G.P. Usberti 17/A, 43100, Parma, Italy

    Corrado Rizzoli

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  1. Kuppukkannu Ramalingam
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  2. Corrado Rizzoli
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  3. Nagarajan Alexander
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Correspondence to Kuppukkannu Ramalingam.

Electronic supplementary material

Below is the link to the electronic supplementary material.

706_2013_974_MOESM1_ESM.doc

Supplementary Material CCDC 833536 and 724127 contain the supplementary crystallographic data for 1 and 2. Copies of the data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge, CB2 1EZ, UK; Fax: +44 1223 336033; e-mail: deposit@ccdc.cam.ac.uk. Supplementary NMR spectral data associated with this article are available on line. (DOC 18726 kb)

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Ramalingam, K., Rizzoli, C. & Alexander, N. Steric influence on hapto interactions in supramolecularly linked thallium dithiocarbamates. Monatsh Chem 144, 1329–1334 (2013). https://doi.org/10.1007/s00706-013-0974-y

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  • DOI: https://doi.org/10.1007/s00706-013-0974-y

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