(1-Adamantyl)methyl esters: whole-molecule disorder in the crystal structure of (1-adamantyl)methyl-1-adamantanecarboxylate

Milić, Damir and Alešković, Marija and Matković-Čalogović, Dubravka and Mlinarić-Majerski, Kata (2009) (1-Adamantyl)methyl esters: whole-molecule disorder in the crystal structure of (1-adamantyl)methyl-1-adamantanecarboxylate. Croatica Chemica Acta, 82 (4). pp. 833-839. ISSN 0011-1643

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Abstract

Two (1-adamantyl)methyl esters, (1-adamantyl)methyl-1-adamantanecarboxylate (1) and bis[(1-adamantyl)methyl]-1,3-adamantanedicarboxylate (2) were prepared in good yields and characterized by spectroscopic methods. The structure of 1 was determined by single-crystal X-ray diffraction structural analysis. The structure shows two kinds of whole-molecule disorder: the ester molecule statistically occupies two different sites in the crystal asymmetric unit with occupancies of 95 and 5 % (positional disorder), and at each of the sites there is additional disorder over a crystallographic 2-fold rotation axis (orientational disorder). Analysis of diffuse scattering patterns in the diffraction images revealed the positional disorder as stacking disorder of molecular layers with two-dimensional translational symmetry. In the absence of other, more directional interactions, the molecules in the crystal structure of 1 are held together only by van der Waals interactions which provide the rationale for the observed whole-molecule disorder.

Item Type: Article
Keywords: adamantane; (1-adamantyl)methyl esters; X-ray diffraction analysis; whole-molecule disorder; stacking disorder; diffuse scattering
Date: 2009
Subjects: NATURAL SCIENCES > Chemistry
Divisions: Faculty of Science > Department of Chemistry
Publisher: Hrvatsko kemijsko društvo
Related URLs:
Depositing User: mag. bibl. Ana Šafran
Date Deposited: 12 May 2014 11:34
Last Modified: 12 May 2014 11:34
URI: http://digre.pmf.unizg.hr/id/eprint/1169

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