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Licensed Unlicensed Requires Authentication Published by De Gruyter (O) March 10, 2015

Bipodal benzoylthiocarbamic acid esters: crystal and molecular structures of R = Et (a polymorph), and of a binuclear Cu(I) complex, R = iPr

Nabihah Al Muna Mohd Nor, Jimmy Ahmad, Zanariah Abdullah, Siti Nadiah Abdul Halim, Alberto Otero-de-la-Roza and Edward R.T. Tiekink

Abstract

The crystal and molecular structure of a second polymorph (P21/n) of [1,4-ROC(=S)N(H)C(=O)C6H4C(=O)N(H)C(=S)OR], R = Et, is shown to have inversion symmetry and to have a more twisted conformation than the previously reported P43212 form which has 2-fold symmetry. Despite utilising equivalent atoms in forming intermolecular interactions, very distinct crystal packing patterns are observed. Crystal characteristics and theory (DFT) are consistent with the P43212 form being more stable, a conclusion correlated with the observation that this form is the overwhelming majority of the sample (PXRD). An analysis of a binuclear copper(I) complex containing the R = iPr analogue, reveals the neutral ligand to bind via the thione-S atom resulting in a distorted ClP2S tetrahedral geometry.


Corresponding authors: Alberto Otero-de-la-Roza, National Research Council of Canada, National Institute for Nanotechnology, 11421 Saskatchewa Drive, Edmonton, Alberta, Canada T6G 2M9, E-mail: ; and Edward R.T. Tiekink, Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia, E-mail:

Acknowledgments

The support from the Ministry of Higher Education, Malaysia, High-Impact Research scheme (UM.C/HIR-MOHE/SC/12) is gratefully acknowledged. AOR thanks the Spanish Malta/Consolider initiative (no. CSD2007-00045) and Alberta Innovates Technology Futures (AITF) for funding.

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Supplemental Material

The online version of this article (DOI: 10.1515/zkri-2014-1820) offers supplementary material, available to authorized users.


Received: 2014-11-19
Accepted: 2015-1-21
Published Online: 2015-3-10
Published in Print: 2015-6-1

©2015 by De Gruyter

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