Naslov
The exciting life of a small adenine molecule

Autori
Šišak Jung, Dubravka ; Stolar, Tomislav ; Lukin, Stipe ; Horvat, Gordan ; Požar Josip ; M. Day, Graeme ; Rubčić, Mirta ; Biljan Ivana ; Halasz, Ivan

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
30th European Crystallographic Meeting : abstracts ; u: Acta Crystallographiva Section A: Foundations and Advances 72A Part a1 (2016) (S) ; MS32-P16 / - : John Wiley & Sons, 2016, S363-s363

Skup
European Crystallographic Meeting (30 ; 2016)

Mjesto i datum
Basel, Švicarska, 28.08.2016. - 01.09.2016

Vrsta sudjelovanja
Poster

Vrsta recenzije
Nije recenziran

Ključne riječi
adenine, polymorphism, structure determination, powder

Sažetak
Once known only as a component of DNA, modern chemistry successfully exploits nucleobase adenine for preparation of supramolecular and metallo- organic systems [1, 2]. Although commercially available as a solid and widely used in synthesis of targeted entities, the characterization of adenine is still very limited, due to tautomersim, inability to grow single crystals and the poor quality of polycrystalline materials [3]. In our attempt to overcome these hindrances we have found out that the problem is far more complex, and that the solution surpasses the simple solid-state characterization. In order to untangle the somewhat conflicting results obtained during the study, a variety of experimental and theoretical techniques had to be used. The characterization started with a commercial adenine, which proved to be a mixture of two polymorphs, one known (I, P2 1 /c, Z’=2, [3]) and one unknown (II). In order to solve the structure of polymorph II, a strategy to purify the commercial batch had to be developed first. Subsequent structural analysis, against all odds, showed that the same tautomer as I, but with the symmetry was Fdd2 with Z’=1. According to some authors, this suggests that the new form should be more stable. This seemed to comply with the quantitative analysis of several commercial batches, where most showed presence of polymorph II in excess. However, a series of experiments on polymorph occurrence conditions, interconversion and thermodynamic relationship recognized polymorph I with Z′ = 2 as the more stable form at room temperature, while polymorph II is favored at higher temperatures. Extensive theoretical calculations not only supported these experimental results, but also gave an insight into fine structural details that contribute to stability of a certain form. Although this study covered a good share of solid-state characterization, there are still questions open. Disordered structures and possible new polymorphs are a few that will be discussed to illustrate that isolation and identification of polymorphs continues to be a vital area of research in solid-state chemistry.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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