Melamine-mediated self-assembly of a Cu(II)–methylmalonate complex assisted by π+–π+ and anti-electrostatic H-bonding interactions

Mitra, M.K.; Hossain, Anowar; Manna, Prankrishna; Choudhury, Somnath Ray; Kaenket, Surasak; Helliwell, Madeleine; Bauzá, Antonio; Frontera, Antonio; Mukhopadhyay, Subrata

doi:10.1080/00958972.2016.1277709

Cited by 10 publications

(4 citation statements)

References 43 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The range from 357-393 pm was previously reported for several compounds [38,56,57]; for example, in a zinc(II) complex containing melamine (392.8 pm) [56]. In many other studies of copper halide complexes (357.2-389.2 pm), we can see the stacking behavior of twisted melamine rings, which represents the π-π interactions [58].…”

Section: Crystal Structuressupporting

confidence: 54%

Unraveling the Synthesis of SbCl(C3N6H4): A Metal-Melaminate Obtained through Deprotonation of Melamine with Antimony(III)Chloride

2023

View full text Add to dashboard Cite

The discovery of melamine by Justus von Liebig was fundamental for the development of several fields of chemistry. The vast majority of compounds with melamine or melamine derivatives appear as adducts. Herein, we focus on the development of novel compounds containing anionic melamine species, namely the melaminates. For this purpose, we analyze the reaction of SbCl3 with melamine by differential scanning calorimetry (DSC). The whole study includes the synthesis and characterization of three antimony compounds that are obtained during the deprotonation process of melamine to melaminate with the reaction sequence from SbCl4(C9N18H19) (1) via (SbCl4(C6N12H13))2 (2) to SbCl(C3N6H4) (3). Compounds are characterized by single-crystal X-ray diffraction (SXRD), powder X-ray diffraction (PXRD), and infrared spectroscopy (IR). The results give an insight into the mechanism of deprotonation of melamine, with the replacement of one, two, or eventually three hydrogen atoms from the three amino groups of melamine. The structure of (3) suggests that metal melaminates are likely to form supramolecular structures or metal-organic frameworks (MOFs).

show abstract

Section: Crystal Structuressupporting

confidence: 54%

Unraveling the Synthesis of SbCl(C3N6H4): A Metal-Melaminate Obtained through Deprotonation of Melamine with Antimony(III)Chloride

2023

View full text Add to dashboard Cite

show abstract

“…The chemistry of such materials is of great interest to synthetic chemists because of their intriguing structural motifs as well as potential applications in areas such as catalysis, magnetism, ion exchange, drug delivery, conductance, photoluminescence and chemical sensing. [4][5][6][7][8][9][10][11][12][13][14][15] In addition to the direct role of the metal ions and organic ligands, there are many more essential conditions, including counter anions, reaction temperatures, solvent media, external stimuli, and pH of the reaction medium, which play crucial roles during compound formation. In addition, there is an eternal relationship among the structure, property and application of the compounds.…”

Section: Introductionmentioning

confidence: 99%

Selective detection of trinitrophenol by a Cd(ii)-based coordination compound

et al. 2019

View full text Add to dashboard Cite

show abstract

“…Each dicationic moiety is hydrogen‐bonded to the anionic trinuclear Cd complex via two strong hydrogen bonds (red dashed lines). Several previous works have been devoted to the analysis of the so‐called π + –π + interactions, which are similar in nature to the conventional π‐stacking interaction and the anionic counterions are needed to thermodynamically stabilize the assembly.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, X‐ray characterization and density functional theory studies of N⁶‐benzyl‐N⁶‐methyladenine–M(II) complexes (M = Zn, Cd): The prominent role of π–π, C–H···π and anion–π interactions

Pons

Ibáñez

Buades

et al. 2019

Applied Organom Chemis

Self Cite

View full text Add to dashboard Cite

We report the synthesis and X-ray characterization of the N 6 -benzyl-N 6methyladenine ligand (L) and three metal complexes, namely [Zn(HL) Cl 3 ]·H 2 O (1), [Cd(HL) 2 Cl 4 ] (2) and [H 2 L] 2 [Cd 3 (μ-L) 2 (μ-Cl) 4 Cl 6 ]·3H 2 O (3). Complex 1 consists of the 7H-adenine tautomer protonated at N3 and coordinated to a tetrahedral Zn(II) metal centre through N9. The octahedral Cd(II) in complex 2 is N 9 -coordinated to two N 6 -benzyl-N 6 -methyladeninium ligands (7H-tautomer protonated at N3) that occupy apical positions and four chlorido ligands form the basal plane. Compound 3 corresponds to a trinuclear Cd(II) complex, where the central Cd atom is six-coordinated to two bridging μ-L and four bridging μ-Cl ligands. The other two Cd atoms are six-coordinated to three terminal chlorido ligands, to two bridging μ-Cl ligands and to the bridging μ-L through N3. Essentially, the coordination patterns, degree of protonation and tautomeric forms of the nucleobase dominate the solid-state architectures of 1-3. Additionally, the hydrogen-bonding interactions produced by the endocyclic N atoms and NH groups stabilize high-dimensional-order supramolecular assemblies. Moreover, energetically strong anion-π and lone pair (lp)-π interactions are important in constructing the final solid-state architectures in 1-3. We have studied the non-covalent interactions energetically using density functional theory calculations and rationalized the interactions using molecular electrostatic potential surfaces and Bader's theory of atoms in molecules. We have particularly analysed cooperative lp-π and anion-π interactions in 1 and π + -π + interactions in 3.

show abstract

Melamine-mediated self-assembly of a Cu(II)–methylmalonate complex assisted by π⁺–π⁺ and anti-electrostatic H-bonding interactions

Cited by 10 publications

References 43 publications

Unraveling the Synthesis of SbCl(C3N6H4): A Metal-Melaminate Obtained through Deprotonation of Melamine with Antimony(III)Chloride

Unraveling the Synthesis of SbCl(C3N6H4): A Metal-Melaminate Obtained through Deprotonation of Melamine with Antimony(III)Chloride

Selective detection of trinitrophenol by a Cd(ii)-based coordination compound

Synthesis, X‐ray characterization and density functional theory studies of N⁶‐benzyl‐N⁶‐methyladenine–M(II) complexes (M = Zn, Cd): The prominent role of π–π, C–H···π and anion–π interactions

Contact Info

Product

Resources

About

Melamine-mediated self-assembly of a Cu(II)–methylmalonate complex assisted by π+–π+ and anti-electrostatic H-bonding interactions

Cited by 10 publications

References 43 publications

Unraveling the Synthesis of SbCl(C3N6H4): A Metal-Melaminate Obtained through Deprotonation of Melamine with Antimony(III)Chloride

Unraveling the Synthesis of SbCl(C3N6H4): A Metal-Melaminate Obtained through Deprotonation of Melamine with Antimony(III)Chloride

Selective detection of trinitrophenol by a Cd(ii)-based coordination compound

Synthesis, X‐ray characterization and density functional theory studies of N6‐benzyl‐N6‐methyladenine–M(II) complexes (M = Zn, Cd): The prominent role of π–π, C–H···π and anion–π interactions

Contact Info

Product

Resources

About

Melamine-mediated self-assembly of a Cu(II)–methylmalonate complex assisted by π⁺–π⁺ and anti-electrostatic H-bonding interactions

Synthesis, X‐ray characterization and density functional theory studies of N⁶‐benzyl‐N⁶‐methyladenine–M(II) complexes (M = Zn, Cd): The prominent role of π–π, C–H···π and anion–π interactions