Issue 8, 2004
From the journal:

Chemical Communications

Solid-state versus solution preparation of two crystal forms of [HN(CH2CH2)3NH][OOC(CH2)COOH]2. Polymorphs or hydrogen bond isomers?

Dario Braga*a  and  Lucia Maini*a  

* Corresponding authors

a Dipartimento di Chimica “G. Ciamician”, Via Selmi 2, 40126 Bologna, Italy
E-mail: dario.braga@unibo.it, lmaini@ciam.unibo.it

Abstract

The reaction of [N(CH2CH2)3N] with malonic acid [HOOC(CH2)COOH] in the molar 1∶2 ratio yields two different crystal forms of the salt [HN(CH2CH2)3NH][OOC(CH2)COOH]2 depending on the preparation technique and crystallization speed: form I, containing malonate anions with intramolecular hydrogen bonds, is obtained by solid-state co-grinding or by rapid crystallization, whereas form II containing intermolecular hydrogen bonds is obtained by slow crystallization. Form I and II do not interconvert, and form I undergoes an order–disorder phase transition on cooling.

Graphical abstract: Solid-state versus solution preparation of two crystal forms of [HN(CH2CH2)3NH][OOC(CH2)COOH]2. Polymorphs or hydrogen bond isomers?

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Article information

DOI
https://doi.org/10.1039/B400901K
Article type
Communication
Submitted
20 Jan 2004
Accepted
23 Feb 2004
First published
16 Mar 2004

Chem. Commun., 2004, 976-977

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Solid-state versus solution preparation of two crystal forms of [HN(CH2CH2)3NH][OOC(CH2)COOH]2. Polymorphs or hydrogen bond isomers?

D. Braga and L. Maini, Chem. Commun., 2004, 976 DOI: 10.1039/B400901K

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