Crystal Structure Explains Crystal Habit for the Antiviral Drug Rimantadine Hydrochloride
Zeitschrift für Naturforschung B 2014
Anatolijs Mišņovs, Dmitrijs Stepanovs

The crystal structure of the antiviral drug rimantadine hydrochloride, C12H22N+ Cl−, has been elucidated by a single-crystal X-ray structure analysis. The structure consists of 1-(1-adamantyl)ethanamine (rimantadinium) cations and chloride anions. The Cl− anions link the rimantadinium cations via N–H···Cl hydrogen bonds into infinite rectangular chord-like structural units with charged groups in the inner channel and aliphatic groups on the surface, and oriented along the unit cell c axis. In contrast to strong electrostatic and hydrogen bonding inner interactions the chords in the crystal are held together by weak van der Waals forces only. A two-fold symmetry axis passes through the center of the chord. By indexing of the crystal faces it has been shown that the maximal dimension of the needle-like crystals coincides with the direction of the unit cell c axis. These structural features explain the crystal habit and the anisotropy of the mechanical properties of rimantadine hydrochloride crystals observed upon slicing and cleavage.


Keywords
Rimantadine Hydrochloride, Antiviral Drug, X-Ray Diffractometry, Crystallinity, Crystal Shape, Aspect Ratio
DOI
10.5560/ZNB.2014-4075
Hyperlink
http://www.znaturforsch.com/ab/v69b/69b0823.htm

Mišņovs, A., Stepanovs, D. Crystal Structure Explains Crystal Habit for the Antiviral Drug Rimantadine Hydrochloride. Zeitschrift für Naturforschung B, 2014, 69b, pp.823-828. ISSN 0932-0776. Available from: doi:10.5560/ZNB.2014-4075

Publication language
English (en)
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