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Crystals 2012, 2(2), 349-361; doi:10.3390/cryst2020349

Crystal Structure of the 5-Chloro Salicylamides: Three Different Types of the H-bonding Influenced Linear Chain Formation in the Solid State

1
Institute of Organic Chemistry and Technology, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10 Pardubice, The Czech Republic
2
Department of General and Inorganic Chemistry, Faculty of Chemical Technology, University of Pardubice, Studentská 573, 532 10 Pardubice, The Czech Republic
*
Author to whom correspondence should be addressed.
Received: 18 January 2012 / Revised: 16 April 2012 / Accepted: 17 April 2012 / Published: 3 May 2012
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Abstract

Three N-substituted 5-chlorosalicylamides (4-chlorophenyl, 2a; benzyl, 2b; phenethyl 2c) differing in the length of the 'linker' between the benzene ring and the amide moiety were prepared in order to compare their supramolecular architecture. The intramolecular NH···O(H) hydrogen bond and the intermolecular C=O···H–O hydrogen bond were found in the crystal structure of 2a and 2c thus forming an infinite linear chain. Compound 2b had a different arrangement with the intramolecular C=O···H–O hydrogen bond and another intermolecular NH···O(H) hydrogen forming a linear infinite chain.
Keywords: salicylic amides; X-ray; H-bond; microwave synthesis salicylic amides; X-ray; H-bond; microwave synthesis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Imramovský, A.; Pauk, K.; Padělková, Z.; Hanusek, J. Crystal Structure of the 5-Chloro Salicylamides: Three Different Types of the H-bonding Influenced Linear Chain Formation in the Solid State. Crystals 2012, 2, 349-361.

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