Issue 11, 2008
From the journal:

CrystEngComm

Crystal packing in some flexible carboxylic acids and esters attached to a naphthalene ring†

Pallab Mondal,a   Anirban Karmakar,a   W. Marjit Singha  and  Jubaraj B. Baruah*a  

* Corresponding authors

a Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati, Assam, India
E-mail: juba@iitg.ernet.in

Abstract

A structural study of four dicarboxylic acids and four esters attached to a naphthalene ring is presented. (4-Carboxymethoxy-naphthalen-2-yloxy)-acetic acid (1) has a chain structure in the lattice while (6-carboxymethoxy-naphthalen-1-yloxy)-acetic acid (2) and (7-carboxymethoxy-naphthalen-2-yloxy)-acetic acid (3) adopt a sheet-like structure through weak intermolecular interactions, C–H⋯O and C–H⋯π hydrogen bonds. (3-Carboxymethylsulfanyl-1,4-dihydroxy-naphthalen-2-ylsulfanyl)-acetic acid has two symmetrically non-equivalent molecules per unit cell. The asymmetry is caused by weak C–H⋯S interactions. The packing pattern of the methyl esters differs significantly from the parent carboxylic acids and the packing patterns in each case were found to be determined by the C–H⋯O and C–H⋯π interactions.

Graphical abstract: Crystal packing in some flexible carboxylic acids and esters attached to a naphthalene ring

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Article information

DOI
https://doi.org/10.1039/B808399A
Article type
Paper
Submitted
19 May 2008
Accepted
28 Jul 2008
First published
12 Aug 2008

CrystEngComm, 2008,10, 1550-1559

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Crystal packing in some flexible carboxylic acids and esters attached to a naphthalene ring

P. Mondal, A. Karmakar, W. M. Singh and J. B. Baruah, CrystEngComm, 2008, 10, 1550 DOI: 10.1039/B808399A

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