Imidazolate (C<sub>3</sub>H<sub>3</sub>N) is the conjugate base of imidazole. It is a nucleophile and a strong base. The free anion has C<sub>2v</sub> symmetry. Imidazole has a pK<sub>a</sub> of 14.05, so the deprotonation of imidazole (C<sub>3</sub>H<sub>3</sub>N<sub>2</sub>H) requires a strong base.
Imidazolate is a common bridging ligand in coordination chemistry. In the zeolitic imidazolate frameworks, the metals are interconnected via imidazolates. In the enzyme superoxide dismutase, imidazolate links copper and zinc centers.