Synthesis, Crystal Structure, Hirshfeld Surface Analysis, And Dft Studies Of 16-Ferrocenylidene-17 Beta-Estra-1,3,5-Triene-3,17-Diol: Towards The Application Of Ferrocene-Hormone Conjugates To Target Hormone Dependent Breast Cancer

The ferrocene-hormone conjugate 16-ferrocenylidene-17 beta-estra-1,3,5-triene-3,17-diol crystallizes in a monoclinic unit cell, space group P2(1). The asymmetric unit cell contains two ferrocene-hormone conjugates, co-crystallized with two water and one acetonitrile molecules. The crystal structure shows a hydrogen bonding network within the hormone residues and the co-crystallized water and acetonitrile molecules. Hirshfeld surface and two-dimensional fingerprint plots were performed for each of the ferrocene-hormone conjugates in order to analyse weak intermolecular contacts. Particular attention is placed on hydrogen bond interactions in the crystal structure. A noncovalent OH-pi intermolecular interaction was found in the crystal structure. DFT studies were employed using the long-range functional omega B97XD and 6-311 g** basis set to study such interactions. The existence of this OH-pi intermolecular interaction contributes with -2.32 kcal/mol to the total energy of the crystalline structure. (C) 2019 Elsevier B.V. All rights reserved.