Powder X-ray study of racemic (2RS,3RS)-5-amino-3-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-ol.

Abstract

The title compound, C(20)H(25)N(3)O, an important precursor for the preparation of benzovesamicol analogues for the diagnosis of Alzheimer's disease, has been synthesized and characterized by FT-IR, and (1)H and (13)C NMR spectroscopic analyses. The crystal structure was analysed using powder diffraction as no suitable single crystal was obtained. The piperazine ring has a chair conformation, while the cyclohexene ring assumes a half-chair conformation. The crystal packing is mediated by weak contacts, principally by complementary intermolecular N-H···O hydrogen bonds that connect successive molecules into a chain. Further stabilization is provided by weak C-H···N contacts and by a weak intermolecular C-H···π interaction.

• Authors: Thaer Assaad, Mwaffak Rukiah
• Journal: Acta crystallographica. Section C, Crystal structure communications (Acta Crystallogr C) Vol. 67 Issue Pt 10 Pg. o378-81 (Oct 2011) ISSN: 1600-5759 [Electronic] United States
• PMID: 21979971 (Publication Type: Journal Article)

Chemical References

• (2RS,3RS)-5-amino-3-(4-phenylpiperazin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-ol
• Cyclohexenes
• Naphthalenes
• Piperazines

Topics

• Crystallography, X-Ray
• Cyclohexenes (chemistry)
• Hydrogen Bonding
• Magnetic Resonance Spectroscopy
• Molecular Structure
• Naphthalenes (chemistry)
• Piperazines (chemistry)
• Spectroscopy, Fourier Transform Infrared
• Stereoisomerism