An alternating chain of spider-like tris(peptides) stabilized by stacking and by N–H⋯N and N–H⋯OC hydrogen bonding

Abstract

The X-ray crystal structure of the novel spider-like trispeptide N,N 0 ,N 00 -tris(2-aminopyridine)benzene-1,3,5-tricarboxamide shows the unexpected formation of a new extended polymeric architecture. The structure is characterized by cooperative hydrogen bonding generating neighbouring pairs by self-assembly, and stacking between rings. Pairs of amide groups related by an inversion centre are connected into dimers via two N-H/O carbonyl and two N-H/N pyridyl intermolecular hydrogen bonds. The offset-stacked layers are tightly inter-linked (spacing of 3.477 Å ) by hydrogen bonding and aromatic p-p stacking interactions. These dimers are further linked into polymeric chains by hydrogen bonding through bridging methanol solvent molecules. The central aromatic rings of molecules in adjacent dimers are once again related by inversion symmetry, with a perpendicular separation of 3.619 Å .

Spectral, structural and energetic study of acephate, glyphosate, monocrotophos and phorate: an experimental and computational approach

“…At pH 10, it was observed that molecule 1 was involved in H-bonding leading to the formation of six-membered ring(s) and increases the conjugation. As a result of conjugation, increase in the π − π* transition was observed, which leads to the higher molar absorptivity (ε) ( Figure 1) [21][22][23][24][25][26][27]. A similar fact was applicable for molecule 2 and molecule 3 due to the formation of five-and four-membered chelation rings through H- bonding.…”

“…The comparative FTIR analyses showed that the difference between the computational and experimental analysis was between 71-10 cm The major differences in the C9O and N-H frequencies of molecules 1 and 2 were observed, which was greater than 40 cm −1 . In addition to the above-mentioned fact (computational data in the gaseous phase and experimental in the solid/liquid phase), the other most effective reason behind it was the H-bonding [21][22][23][24]. H-bonding was not counted or optimized in computational analysis.…”

Benzene-1,3,5-tricarboxamide: a versatile ordering moiety for supramolecular chemistry

“…Later, crystal structures of BTAs 4-14 (Scheme 4) were reported. 26,27,56,[64][65][66][67][68] The crystal structure of N,N 0 ,N 00 -tris(carboxymethyl)-1,3,5-benzenetricarboxamide trihydrate (4) was studied by Gong et al 26 The triacid molecule 4 crystallizes in a centrosymmetric space group and a three-dimensional H-bonding network is observed.…”

Transition-metal norharmane compounds as possible cytotoxic agents: New insights based on a coordination chemistry perspective

“…It has a remote H-bond donor group, in addition to the metal binding site, and so far it has only been used to coordinate Ru(II) ions [49] and more recently silver(I) ions [50]. In addition to coordination, also other weak forces, like hydrogen bonding and intermolecular non-covalent interactions should be taken into account [51][52][53][54][55]. In this respect Hnor appears to have a suitable structure to bind metal compounds, where coordination, H-bonding and π-π stacking may act in synergy.…”