Crystal engineering with pyrazolyl-thiazole derivatives: Structure-directing role of π-stacking and σ-hole interactions

AHMED, MUHAMMAD NAEEM; ANDLEEB, SAIQA; ASHFAQ, MUHAMMAD; GIL, DIEGO MAURICIO; MADNI, MURTAZA; HAMEED, SHAHID; TAHIR, MUHAMMAD NAWAZ; ANJUM, SHAISTA; KHAN, ABDUL MAJEED; FRONTERA, ANTONIO

CRYSTENGCOMM

ROYAL SOC CHEMISTRY

Lugar: CAMBRIDGE; Año: 2021

1466-8033

The synthesis and X-ray characterization of 1-(2-(3-(4-bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazol-5-yl)ethanone (7), ethyl 2-(5-(4-bromophenyl)-3-(4-chlorophenyl)-4,5-dihydropyrazol-1-yl)thiazole-4-carboxylate (8) and 2-(5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)-N'-(2-hydroxy-3-methoxybenzylidene)thiazole-4-carbohydrazide (10) is described in this manuscript. The structure-directing role of a variety of noncovalent interactions have been analyzed energetically using DFT calculations and by means of Hirshfeld-surface analysis. Moreover, the existence and importance of halogen and chalcogen bonding interactions have been analyzed by using the quantum theory of ?atoms-in-molecules? and the noncovalent interaction index (NCIplot)