Novel and Disparate Hydrogen-Bonding Associations in 13-Amino-6-hydroxy-13-methyl-1,4,8,11-tetraazacyclotetradecane Tetrahydrochloride Monohydrate
Jack M. Harrowfield A , Yang Kim B , Young Hoon Lee B , Gareth L. Nealon A , Brian W. Skelton A and Allan H. White A CA Chemistry M313, University of Western Australia, Crawley WA 6009, Australia.
B Department of Advanced Materials, Kosin University, 149-1, Dongsam-dong, Yeongdo-gu, Busan, 606-701, South Korea.
C Corresponding author. Email: ahw@chem.uwa.edu.au
Australian Journal of Chemistry 58(1) 60-62 https://doi.org/10.1071/CH04139
Submitted: 27 May 2004 Accepted: 15 October 2004 Published: 14 January 2005
Abstract
The title compound crystallizes in the monoclinic space group Pn with two independent [LH4]Cl4·H2O formula units (L = 13-amino-6-hydroxy-13-methyl-1,4,8,11-tetraazacyclotetradecane) in the asymmetric unit. Despite pseudo-symmetry, these two units exhibit subtle and interesting differences in their hydrogen-bonded association by the interchange of the water molecule site with one of the chloride anions. Although a pentamine, L crystallizes as a tetrahydrochloride in which the tetracation has a conformation similar to that of tetraprotonated cyclam (1,4,8,11-tetraazacyclotetradecane), despite a different pattern of protonation sites. Difficulties in purification are perpetuated in the crystal, the minor isomeric component co-crystallizing in one of the cation sites.
Acknowledgment
This work was supported by the Brain Busan 2002 Project.
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