Two modes of peri-interaction between an aldehyde group and a carboxylate anion in naphthalaldehydate salts

Saritemur, G, Nomen Miralles, L, Husson, D, Pitak, MB, Coles, SJ and Wallis, JD ORCID logoORCID: https://orcid.org/0000-0001-7259-8783, 2016. Two modes of peri-interaction between an aldehyde group and a carboxylate anion in naphthalaldehydate salts. CrystEngComm, 18 (6), pp. 948-961. ISSN 1466-8033

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Abstract

Crystal structures of the salts of 1,8-naphthalaldehydic acid (8-formyl-1-naphthoic acid) show one of two types of interaction between the functional groups. In the more commonly observed case, a carboxylate oxygen lies close to the aldehyde carbonyl carbon atom (O⋯C: 2.445–2.630 Å) and makes an n–pi* interaction. However, in two other cases the carboxylate group has rotated so that the aldehyde now directs its hydrogen atom at the face of the carboxylate group and forms a surprisingly short contact with the carbon atom (H⋯C: 2.29 and 2.42 Å). This interaction is likely to be electrostatic in nature.

Item Type: Journal article
Publication Title: CrystEngComm
Creators: Saritemur, G., Nomen Miralles, L., Husson, D., Pitak, M.B., Coles, S.J. and Wallis, J.D.
Publisher: Royal Society of Chemistry
Date: 2016
Volume: 18
Number: 6
ISSN: 1466-8033
Identifiers:
Number
Type
10.1039/c5ce02282g
DOI
Rights: Open access article licensed under a Creative Commons Attribution 3.0 Unported Licence. © The Royal Society of Chemistry.
Divisions: Schools > School of Science and Technology
Record created by: Jill Tomkinson
Date Added: 08 Mar 2016 10:48
Last Modified: 09 Jun 2017 13:59
Related URLs:
URI: https://irep.ntu.ac.uk/id/eprint/27095

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