3-Iodo-1H-pyrazolo­[3,4-b]pyridine

The title compound, C₆H₄IN₃, is essentially planar, with a dihedral angle of 0.82 (3)° between the planes of the pyridine and pyrazole rings. In the crystal, pairs of mol­ecules are connected into inversion dimers through N—H...N hydrogen bonds. C—I...N halogen bonds link the dimers into zigzag chains parallel to the b-axis direction. The packing also features π–π stacking inter­actions along (110) with inter­planar distances of 3.292 (1) and 3.343 (1) Å, and centroid–centroid distances of 3.308 (1) and 3.430 (1) Å.