Single crystal X-ray diffraction and Hirshfeld surface analyses of supramolecular assemblies in certain hydrogen bonded heterocyclic organic crystals

•Organic compounds having non covalent interactions were synthesised.•All the compounds possess excessive hydrogen bonding.•Hirshfeld surface analysis was carried out.

A set of four nitrogen containing heterocyclic organic compounds was synthesised in which enormous non-covalent interactions along with intensive hydrogen bonding were present. The crystal structures of four crystals, namely, 1H-2-3H-triazolium picrate (TZ-PA), 1H-2,3-triazole-3,5-dinitrobenzoic acid (TZ-DNB), N-p-tolyl-5-oxo pyrrolidine-3-carboxylic acid (TOPC) and itaconic acid-2-amino-4,6-dimethyl pyrimidine (IA-ADP) have been determined by single crystal X-ray diffraction at 296 K. The nature of intermolecular interactions has been analysed through Hirshfeld surfaces and 2D fingerprint plots. It is explicit that in TZ-PA and TZ-DNB, presence of nitro groups diminishes H⋯H contacts whereas the absence of nitro groups and presence of methyl group in IA-ADP and TOPC enhances H⋯H contacts. The intimate O⋯H contacts in all the compounds reveal excessive hydrogen bonding.

Graphical abstractThe nature of intermolecular interactions has been analysed through Hirshfeld surfaces. It is found that presence of nitro groups diminishes H⋯H contacts whereas the absence of nitro groups and presence of methyl group enhances H⋯H contacts. The intimate O⋯H contacts in all the compounds reveal excessive hydrogen bonding.Figure optionsDownload full-size imageDownload as PowerPoint slide