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.

The 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 as PowerPoint slide