Understanding the structure of salicyl hydrazone metallocomplexes: crystal structure, AIM and Hirshfeld surface analysis of trichloro-(N-salicylidenebenzoylhydrazinato-N,O,O′)-tin(IV)

Abstract

The results of detailed experimental and theoretical study of chemical intra-and intermolecular bonding of salicyl hydrazone complex with SnCl 3 are described. The chemical bonding pattern in the crystal and isolated molecule is described in terms of Bader's "Atoms in Molecules" (AIM) theory. Analysis of AIM charges has revealed that amount of charge transferred from ligand to SnCl 3 moiety is equal to ≈ 0.3 e that leads to significant redistribution of bond lengths as compared to other tin(IV) salicyl hydrazonates. Comparison of geometry and characteristics of electron density distribution indicates the weakening of coordination Sn-O and Sn-N bonds in isolated molecule in comparison with crystal up to 10 kcal/mol. This effect was explained by the intermolecular H···Cl bonding. According to the Hirshfeld surface analysis, these interactions have the most pronounced contribution to the crystal packing energy. The significance of the present article lies in both the detailed inspection of the crystal packing effect on the coordination bonds of the tin(IV) atom and intermolecular interactions governing the supramolecular self-assembly of hydrogen-bonded chains by means of specific interactions and π···π stacking.

Combined analysis of chemical bonding in a CuIIdimer using QTAIM, Voronoi tessellation and Hirshfeld surface approaches

“…For example, 45% of the molecular surface contributes to the dispersion C-HÁ Á ÁH-C interactions, and less than 15% to the C-HÁ Á ÁCl bonds, whilst their contributions to the packing energy are similar. This fact is in good agreement with the significant impact of hydrogen bonds and the small impact of HÁ Á ÁH interactions on the lattice energy (Dean et al, 2008;Di Salvo et al, 2011;Grabowsky et al, 2012;Korlyukov et al, 2015) of molecular compounds. Besides, Grabowsky et al (2012) mentioned that the contribution of C-HÁ Á Á and Á Á Á contacts to the lattice energies should be estimated as the sum of CÁ Á ÁH and CÁ Á ÁC Selected QTAIM parameters of weak intermolecular interactions in the crystal of (I).…”

Charge density analysis of abiraterone acetate

“…Thus, it is not surprising that modification of abiraterone H-donor groups on its B ring (oxime, amide and nitrile) increases the selectivity of CYP17A1 inhibition due to the additional interactions with the polar residues in the binding pocket of CYP17A1 (Fehl et al, 2018). A significant advantage of Voronoi analysis of intermolecular interactions is that the results of these calculations are in agreement with analysis of bond types obtained by QTAIM theory and their energies estimated using EML correlation (Vologzhanina & Lyssenko, 2013;Korlyukov et al, 2016Vologzhanina et al, 2015Smol'yakov et al, 2015). For example, in Fig.…”