Quantitative analysis of weak non-covalent interactions in (Z)-3-(4-halophenyl)-2-(pyridin-2/3/4-yl)acrylonitriles

Abstract

A detailed experimental and theoretical investigation on the intermolecular interactions in (Z)-3-(4-halophenyl)-2-(pyridin-2/3/4-yl)acrylonitriles is reported and different π staking motifs observed in these structures.

Solvatochromism and pH effect on the emission of a triphenylimidazole-phenylacrylonitrile derivative: experimental and DFT studies

“…63 The selection of M06-2X and basis set has been made on our earlier studies. [64][65][66][67][68][69] The vibrational frequency was calculated for the optimized geometry in vacuum and solvent phases to determine the energy minima on the potential energy surface and were found to have no negative frequencies. All the solution phase calculations were carried out by using the conductor-like polarizable continuum model (CPCM).…”

A quantitative study of weak noncovalent interactions in two pyridine isomers containing nitrile and thiophene moieties: a combined X-ray and theoretical investigation

“…16 In view of this, we have studied the optical properties and crystal structures of several acrylonitrile derivatives earlier. 13,[17][18][19][20] We present herein the crystal and molecular structures of two pyridine isomers featuring cyano and thiophene moieties A detailed investigation of weak non-covalent interactions present in them is carried out using the PIXEL method [21][22][23] along with the Bader's quantum theory of atoms-in-molecules (QTAIM) approach. 24 This study helps to understand the nature of various non-covalent interactions and their roles in the solid state.…”

Quantitative analysis of weak non-covalent interactions in (Z)-3-(4-chlorophenyl)-2-phenylacrylonitrile: insights from PIXEL and Hirshfeld surface analysis

“…Owing to the versatile physicochemical and biological properties of acrylonitrile derivatives, we have been investigating the optical properties of several (Z)-3-(substituted phenyl)-2-(pyridyl)acrylonitrile compounds with different donor and acceptor moieties (Percino et al, 2010(Percino et al, , 2011(Percino et al, , 2014a(Percino et al, ,b, 2016a(Percino et al, ,b, 2017. Recently, we explored various (Z)-3-(4-halophenyl)-2-(pyridin-2/3/4-yl)acrylonitrile derivatives in order to understand the role of halogen substituents in the context of optical properties and supramolecular associations in the solid state (Venkatesan et al, 2018).…”

“…Cg1 0 and Cg2 0 are the centroids of rings C1 0 -C6 0 and C9 0 -C14 0 of the minor disordered component. Symmetry codes: (i) Àx þ 1; y; Àz þ 1 2 ; (ii) x À 1 2 ; Ày þ 1 2 ; Àz þ 1; (iii) Àx þ 1 2 ; y À 1 2 ; z; (iv) Àx þ 1 2 ; y þ 1 2 ; z; (v) Àx þ 1; Ày; Àz þ 1. replaced by a pyridine ring (Venkatesan et al, 2018), the molecular twist was reduced by at least 50%, and in pyridine containing compounds, the dihedral angles between the two rings are in a range of ca 1-27 (Cambridge Structural Database; Groom et al, 2016).…”