Supramolecular assembly based on “emerging” intermolecular interactions of particular interest to coordination chemists

Tiekink, Edward R. T.

doi:10.1016/j.ccr.2017.01.009

Cited by 193 publications

(124 citation statements)

References 258 publications

Supporting

Mentioning

114

Contrasting

Order By: Relevance

“…With regard to this the high relevance of London dispersion type interactions in molecular organometallic chemistry was recently summarized by Liptrot and Power [9]. It should be noted that in this context and more generally organometallic bismuth compounds are witnessing growing attention since applications in the field of supramolecular chemistry [10–12] and pharmacology are of interest [13–15]. …”

Section: Introductionmentioning

confidence: 99%

Evaluation of dispersion type metal···π arene interaction in arylbismuth compounds – an experimental and theoretical study

Preda¹,

Krasowska²,

Wrobel³

et al. 2018

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

The dispersion type Bi···π arene interaction is one of the important structural features in the assembly process of arylbismuth compounds. Several triarylbismuth compounds and polymorphs are discussed and compared based on the analysis of single crystal X-ray diffraction data and computational studies. First, the crystal structures of polymorphs of Ph3Bi (1) are described emphasizing on the description of London dispersion type bismuth···π arene interactions and other van der Waals interactions in the solid state and the effect of it on polymorphism. For comparison we have chosen the substituted arylbismuth compounds (C6H4-CH═CH2-4)3Bi (2), (C6H4-OMe-4)3Bi (3), (C6H3-t-Bu2-3,5)3Bi (4) and (C6H3-t-Bu2-3,5)2BiCl (5). The structural analyses revealed that only two of them show London dispersion type bismuth···π arene interactions. One of them is the styryl derivative 2, for which two polymorphs were isolated. Polymorph 2a crystallizes in the orthorhombic space group P212121, while polymorph 2b exhibits the monoclinic space group P21/c. The general structure of 2a is similar to the monoclinic C2/c modification of Ph3Bi (1a), which leads to the formation of zig-zag Bi–arenecentroid ribbons formed as a result of bismuth···π arene interactions and π···π intermolecular contacts. In the crystal structures of the polymorph 2b as well as for 4 bismuth···π arene interactions are not observed, but both compounds revealed C–HPh···π intermolecular contacts, as likewise observed in all of the three described polymorphs of Ph3Bi. For compound 3 intermolecular contacts as a result of coordination of the methoxy group to neighboring bismuth atoms are observed overruling Bi···π arene contacts. Compound 5 shows a combination of donor acceptor Bi···Cl and Bi···π arene interactions, resulting in an intermolecular pincer-type coordination at the bismuth atom. A detailed analysis of three polymorphs of Ph3Bi (1), which were chosen as model systems, at the DFT-D level of theory supported by DLPNO-CCSD(T) calculations reveals how van der Waals interactions between different structural features balance in order to stabilize molecular arrangements present in the crystal structure. Furthermore, the computational results allow to group this class of compounds into the range of heavy main group element compounds which have been characterized as dispersion energy donors in previous work.

show abstract

Section: Introductionmentioning

confidence: 99%

Evaluation of dispersion type metal···π arene interaction in arylbismuth compounds – an experimental and theoretical study

Preda¹,

Krasowska²,

Wrobel³

et al. 2018

Beilstein J. Org. Chem.

View full text Add to dashboard Cite

show abstract

“…iii atom approaches the tellurium centre from the unoccupied face and therefore, might be considered a weak chalcogen (secondary) bonding interaction [64]. The layers stack along the b-axis without directional interactions between them, Figure 3b.…”

Section: Experimental Molecular Structuresmentioning

confidence: 99%

Crystallographic and docking (Cathepsins B, K, L and S) studies on bioactive halotelluroxetanes

Caracelli

Maganhi

Cardoso

et al. 2017

Zeitschrift Für Kristallographie - Crystalline Materials

Self Cite

View full text Add to dashboard Cite

Abstract. The molecular structures of the halotelluroxetanes pMeOC6H4Te(X)[C(=C(H)Xꞌ)C(CH2)nO], X = Xꞌ = Cl and n = 6 (1) and X = Cl, Xꞌ = Br and n = 5 (4), show similar binuclear aggregates sustained by { … Te-O}2 cores comprising covalent Te-O and secondary Te⋯O interactions. The resulting C2ClO2(lone-pair) sets define pseudo-octahedral geometries. In each structure, C-X⋯(arene) interactions lead to supramolecular layers. Literature studies have shown these and related compounds (i.e. 2: X = Xꞌ = Cl and n = 5; 3: X = Xꞌ = Br and n = 5) to inhibit Cathepsins B, K, L and S to varying extents. Molecular docking calculations have been conducted on ligands (i.e. cations derived by removal of the telluriumbound X atoms) 1ꞌ-3ꞌ (note 3ꞌ = 4ꞌ) enabling correlations between affinity for sub-sites and inhibition. The common feature of all docked complexes was the formation of a Te-S covalent bond with cysteine residues, the relative stability of the ligands with an E-configuration and the formation of a C-O … π interaction with the phenyl ring; for 1ꞌ the Te-S covalent bond was weak, a result correlating with its low inhibition profile. At the next level differences are apparent, especially with respect to the interactions formed by the organic-ligand-bound halides.

show abstract

“…In this paper, we select dicyanamide (dca) to react with Zn(II) ions and 4-amino-3,5-bis(3-pyridyl)-1,2,4-triazole (3-pytz) to obtain a new mononuclear complex. The asymmetric unit of the title structure consists of one half of a Zn [7,8].…”

Section: Discussionmentioning

confidence: 99%

Crystal structure of (OC-6-13)-diaqua-bis(3,5-di(pyridin-3-yl)-4H-1,2,4-triazol-4-amine-κ¹ N)-bis(dicyanamido-κ¹ N)zinc(II) tetrahydrate, ZnC₂₈H₃₂N₁₈O₆

Wang

Zhu

et al. 2017

Zeitschrift Für Kristallographie - New Crystal Structures

View full text Add to dashboard Cite

ZnC 28 H 32 N 18 O 6 , monoclinic, P2 1 /c (no. 14), a = 10.472(2) Å, CCDC no.: 1584948The crystal structure is shown in the figure. Hydrogen atoms are omitted for clarity. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. Source of materialA methanolic solution (10 mL) of 4-amino-3,5-bis(3-pyridyl)-1,2,4-triazole (3-pytz) (1.0 mmol) was added slowly to an aqueous solution (10 mL) of Zn(NO 3 ) 2 ·6H 2 O (0.5 mmol) and Na[N(CN) 2 ] (1.0 mmol) with stirring. The mixture was stirred at room temperature and the resultant solution was filtered. After the filtrate was allowed to stand for several days, colorless crystals of the title compound were obtained. Experimental detailsHydrogen atoms were placed in their geometrically idealized positions and constrained to ride on their parent atoms.

show abstract

Supramolecular assembly based on “emerging” intermolecular interactions of particular interest to coordination chemists

Cited by 193 publications

References 258 publications

Evaluation of dispersion type metal···π arene interaction in arylbismuth compounds – an experimental and theoretical study

Evaluation of dispersion type metal···π arene interaction in arylbismuth compounds – an experimental and theoretical study

Crystallographic and docking (Cathepsins B, K, L and S) studies on bioactive halotelluroxetanes

Crystal structure of (OC-6-13)-diaqua-bis(3,5-di(pyridin-3-yl)-4H-1,2,4-triazol-4-amine-κ¹ N)-bis(dicyanamido-κ¹ N)zinc(II) tetrahydrate, ZnC₂₈H₃₂N₁₈O₆

Contact Info

Product

Resources

About

Supramolecular assembly based on “emerging” intermolecular interactions of particular interest to coordination chemists

Cited by 193 publications

References 258 publications

Evaluation of dispersion type metal···π arene interaction in arylbismuth compounds – an experimental and theoretical study

Evaluation of dispersion type metal···π arene interaction in arylbismuth compounds – an experimental and theoretical study

Crystallographic and docking (Cathepsins B, K, L and S) studies on bioactive halotelluroxetanes

Crystal structure of (OC-6-13)-diaqua-bis(3,5-di(pyridin-3-yl)-4H-1,2,4-triazol-4-amine-κ1 N)-bis(dicyanamido-κ1 N)zinc(II) tetrahydrate, ZnC28H32N18O6

Contact Info

Product

Resources

About

Crystal structure of (OC-6-13)-diaqua-bis(3,5-di(pyridin-3-yl)-4H-1,2,4-triazol-4-amine-κ¹ N)-bis(dicyanamido-κ¹ N)zinc(II) tetrahydrate, ZnC₂₈H₃₂N₁₈O₆