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Conformation and supramolecular architecture of novel 1,1’-disubstituted ferrocene–quinoline hybrids (CROSBI ID 722647)

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Cetina, Mario ; Maračić, Silvija ; Lapić, Jasmina ; Djaković, Senka ; Raić-Malić, Silvana Conformation and supramolecular architecture of novel 1,1’-disubstituted ferrocene–quinoline hybrids // The Twenty-eighth Croatian-Slovenian Crystallographic Meeting. 2022. str. 38-38

Podaci o odgovornosti

Cetina, Mario ; Maračić, Silvija ; Lapić, Jasmina ; Djaković, Senka ; Raić-Malić, Silvana

engleski

Conformation and supramolecular architecture of novel 1,1’-disubstituted ferrocene–quinoline hybrids

Ferrocenes conjugated with biologically active heterocycles, such as those that have a triazole ring, have shown promising cytostatic activities [1]. Besides, quinoline derivatives containing additional aromatic rings have been also reported to possess potent anticancer properties [2]. In this contribution, we present the conformation and supramolecular structures of two 1, 1’-disubstituted O-alkylated ferrocene-quinoline hybrids containing triazole rings. X-ray structural studies of both compounds show that the Fe atom of the ferrocene skeleton is positioned on a symmetry element (a 2-fold axis in 1 and an inversion centre in 2), so that the asymmetric unit contains one half of the molecule. Besides, structure of 1 crystallised as a solvate with two dichloromethane molecules per one molecule of ferrocene-quinoline hybrid. Cyclopentadienyl (Cp) rings in 1 deviate by about 10o from an eclipsed conformation, while the conformation of Cp rings in 2 is staggered. The molecules of 1 are self-assembled by only one intermolecular interaction, a C-H···N hydrogen bond, while three additional C-H···N hydrogen bonds link the molecules of the ferrocene-quinoline derivative to dichloromethane molecules, forming a two-dimensional network. The same type of network is also built in 2 by one C-H···N and one C-H···F hydrogen bond. Interestingly, although aromatic rings are present in both structures, neither C−H···Pi nor Pi···Pi interactions participate in the construction of supramolecular architectures. References [1] S.B. Deepthi, R. Trivedi, L. Giribabu, P. Sujitha and C.G. Kumar, Dalton Trans. 42 (2013) 1180-1190. [2] L.B. de Freitas, T.F. Borgati, R.P. de Freitas, A.L.T.G. Ruiz, G.M. Marchetti, J.E. de Carvalho, E.F.F. da Cunha, T.C. Ramalho and R.B. Alves, Eur. J. Med. Chem. 84 (2014) 595-604.

ferrocene-quinoline hybrids, conformation, supramolecular assembling

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Podaci o prilogu

38-38.

2022.

objavljeno

Podaci o matičnoj publikaciji

The Twenty-eighth Croatian-Slovenian Crystallographic Meeting

Podaci o skupu

28th Croatian-Slovenian Crystallographic Meeting

predavanje

07.09.2022-11.09.2022

Poreč, Hrvatska

Povezanost rada

Kemija