On the importance of non covalent interactions in the structure of coordination Cu(<scp>ii</scp>) and Co(<scp>ii</scp>) complexes of pyrazine- and pyridine-dicarboxylic acid derivatives: experimental and theoretical views

Mirzaei, Masoud; Eshtiagh‐Hosseini, Hossein; Bauzá, Antonio; Zarghami, Sara; Ballester, Pablo; Mague, Joel T.

doi:10.1039/c4ce00003j

Cited by 73 publications

(20 citation statements)

References 52 publications

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“…Although C=O••• interactions are rarer than - interactions in [M(dipic)2] ncomplexes, they have been reported by Mirzaei and Frontera and are found to be attractive. 30,47 This change in the type of interactions which link the dipic ligands in the 1D chain result in a quasi-linear disposition of the metal centers in 1 and 2, and a square cross-section, while a zig-zag disposition and rectangular cross-section is observed for 3 and 4 (Figure S3).…”

Section: Structural Packingmentioning

confidence: 99%

Interplay of Halogen and Hydrogen Bonding in a Series of Heteroleptic iron(III) Complexes

Díaz-Torres¹,

Echeverría²,

Loveday³

et al. 2021

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<div>The influence of the halogen substituent on crystal packing and redox properties is investigated in a series of heteroleptic complexes [Fe(qsal-X)(dipic)]MeOH (qsal-X = 4-halogen-2-[(8-quinolylimino)methyl]phenolate; dipic = 2,6-pyridinedicarboxylate; X = F 1, Cl 2, Br 3 and I 4).</div><div>Compounds 1 and 2 exhibit triclinic symmetry (P1̅), whereas 3 and 4 crystallise in monoclinic P21/n. The crystal packing shows self-sorting of the ligands with - interactions between the qsal-X ligands and overlap of the dipic ligands to form a 1D chain, that is supported by C-H···O interactions. In 1 and 2, the cross-section of the 1D chain is square, while for 3 and 4, it is rectangular. In the former, the dipic ligands interact through C=O··· interactions, while - interactions are found in 3 and 4. Neighbouring chains are connected via - interactions involving the quinoline rings, but their relative position is driven by the preference of 1 and 2, for C-H···X interactions, whereas 3 and 4 form O···X halogen bonds. The nature and topology of the electron density of these interactions have been investigated using molecular electrostatic potential (MEP) mapping, quantum theory of atoms in molecules (QTAIM) and ‘non-covalent interactions’ (NCI) analysis. UV-Visible experiments show MLCT bands associated with the qsal-X ligands, confirming the structure is stable in solution. Electrochemical studies reveal slight tuning of the Fe3+/Fe2+ redox couple showing a linear relationship between E° and the Hammett parameter σp.</div><div><br></div>

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Section: Structural Packingmentioning

confidence: 99%

Interplay of Halogen and Hydrogen Bonding in a Series of Heteroleptic iron(III) Complexes

Díaz-Torres¹,

Echeverría²,

Loveday³

et al. 2021

Preprint

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“…In the first model, which has been retrieved from the crystal structure, the interaction energy is positive (+32.7 kcal/mol). In order to evaluate the π−π and C−H•••O contributions, the two ligands and the central metals were eliminated and two hydrogen atoms were added to the carboxylate groups [26]. In this case, the π−π stacking interaction was -5.…”

Section: Theoretical Study Of Non-covalent Interactionsmentioning

confidence: 99%

The effect of ligand substituent on crystal packing: Structural and theoretical studies of two Ga(III) supramolecular compounds

Soleimannejad

Nazarnia²

2016

Journal of Molecular Structure

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A new Ga(III) supramolecular compound (4,4´-bipyH 2)[Ga(hpydc) 2 ] 2 .7H 2 O (2) (where H 2 hpydc = 4hydroxy-pyridine-2,6-dicarboxylic acid and 4,4´-bipy = 4,4´-bipyridine) was synthesized using the proton transfer reaction. Compound 2 was structurally characterized using single crystal X-ray diffraction, and it was shown that its asymmetric unit consists of two independent anionic Ga(III) complexes, one fully protonated 4,4´-bipyridine and seven uncoordinated water molecules. In order to understand the effect of pyridine OH substituent on supramolecular interactions and crystal packing, compound 2 was compared with (bipyH 2)[Ga(pydc) 2 ].(H 2 pydc).4H 2 O (1) (where H 2 pydc = pyridine-2,6-dicarboxylic acid), that does not have an OH group on the pyridine ligand. The Density Functional Theory (DFT) and Natural Bond Orbital (NBO) calculations and also Atoms in Molecules (AIM) analysis were used to analyze the non-covalent interactions in both complexes. The calculation of non-covalent interactions' energy provides a useful means to investigate their effects in the crystal packing.

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“…A variety of non-covalent interactions including hydrogen bonding, p/p stacking, C-H/p and other interactions produce many interesting structures with 1D (pillar, chain or band), 2D (layer) and 3D (network) topologies. [1][2][3] Intermolecular forces are considerably weaker than covalent bonds, so that supramolecular species are thermodynamically less stable, kinetically more labile and dynamically more exible than molecules. Supramolecular chemistry is therefore concerned with weak bonds.…”

Section: Introductionmentioning

confidence: 99%

Effects of N-oxidation on the molecular and crystal structures and properties of isocinchomeronic acid, its metal complexes and their supramolecular architectures: experimental, CSD survey, solution and theoretical approaches

et al. 2019

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On the importance of non covalent interactions in the structure of coordination Cu(ii) and Co(ii) complexes of pyrazine- and pyridine-dicarboxylic acid derivatives: experimental and theoretical views

Abstract: We synthesized and X-ray characterized four complexes based on pyrazine- and pyridine-dicarboxylic acid ligands. One of them exhibited a relevant lp–π-hole interaction.

Cited by 73 publications

References 52 publications

Interplay of Halogen and Hydrogen Bonding in a Series of Heteroleptic iron(III) Complexes

Interplay of Halogen and Hydrogen Bonding in a Series of Heteroleptic iron(III) Complexes

The effect of ligand substituent on crystal packing: Structural and theoretical studies of two Ga(III) supramolecular compounds

Effects of N-oxidation on the molecular and crystal structures and properties of isocinchomeronic acid, its metal complexes and their supramolecular architectures: experimental, CSD survey, solution and theoretical approaches

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