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A spiral-like chain from a hydrogen-bonded cyclic dichloride containing a water dimer in a quaternary diammonium dichloride trihydrate

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Abstract

The reaction of benzyl chloride with tetramethylethylenediamine (tmen) results in the formation of the quaternary diammonium dichloride trihydrate (dbtmen)Cl2·3H2O 1 (dbtmen is N,N′-dibenzyl-N,N,N′,N′-tetramethylethylenediammonium) in good yields. 1 crystallises in the monoclinic P21/c space group and its structure consists of N,N′-dibenzyl-N,N,N′,N′-tetramethylethylenediammonium dication, two chloride anions and three crystal water molecules all of which are located in general positions. The organic dication is H-bonded to the chloride anions and the crystal waters with the help of intra-and intermolecular C-H···Cl and C-H···O interactions, while the chloride anions are linked to the crystal waters via O-H···Cl interactions. One of the crystal waters is linked through an intermolecular O-H···O bond with another water resulting in the formation of a water dimer. The O-H···Cl and O-H···O interactions between the chloride anions and water molecules lead to the formation of a five-membered {O3Cl2} cyclic dichloride containing a water dimer. The five-membered rings are linked into a chain with the aid of a O-H···Cl interaction. The organic cations are organised in zigzag fashion on either side of the chain and are further linked to the anionic water chain via weak C-H···O and C-H···Cl interactions, leading to the supramolecular organisation of the rings into a spiral-like of chain.

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Authors and Affiliations

  1. Department of Chemistry, Goa University PO, Goa, 403 206, India

    Bikshandarkoil R. Srinivasan, Rathan G. Mhalsikar & Koyar S. Rane

  2. Institut für Anorganische Chemie, Christian-Albrechts-Universität Kiel, Olshausenstraße 40, D-24098, Kiel, Germany

    Christian Näther & Wolfgang Bensch

Authors
  1. Bikshandarkoil R. Srinivasan
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  2. Rathan G. Mhalsikar
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  3. Koyar S. Rane
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  4. Christian Näther
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  5. Wolfgang Bensch
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Correspondence to Bikshandarkoil R. Srinivasan.

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Dedicated to Prof. Sabyasachi Sarkar on the occasion of his 60th birthday

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Srinivasan, B.R., Mhalsikar, R.G., Rane, K.S. et al. A spiral-like chain from a hydrogen-bonded cyclic dichloride containing a water dimer in a quaternary diammonium dichloride trihydrate. J Chem Sci 119, 21–27 (2007). https://doi.org/10.1007/s12039-007-0004-x

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  • DOI: https://doi.org/10.1007/s12039-007-0004-x

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