Synthesis of Organic Chloride Nitrate (C6H8N)2ClNO3, Molecular Structure, and Impact of Anion Disorder on Theoretical Studies

A new organic chloride nitrate compound, (C6H8N)2ClNO3 (1) was obtained from reacting Bi(NO3)3·2H2O with aniline and HCl. Crystals of X‐ray diffraction quality were grown from aqueous solution. The molecular structure [space group P1; unit cell constants: a = 8.4176(14) Å, b = 9.6482(18) Å, c = 10.0363(16) Å, α = 62.993(7)°, β = 86.798(7)°, γ = 72.999(8)°], derived by single‐crystal X‐ray diffraction, comprises of two aniline protonated cations, one chlorine anion, and one disordered nitrate anion. The study of intermolecular interactions using Hirshfeld Surface analysis confirmed that the hydrogen bonds: Cl···H, O···H/O···H, O···O and H···H contacts play dominant role in the formation of the crystal structure. The analysis of electronic structure and the molecular modelling of four different disorder configurations classify this compound as semiconductors and confirms its good nucleophilic reactivity.