trans-(4-Methyl­cyclo­hexyl­carbamoyl)phosphonic acid: a representative matrix metalloproteinase (MMP) inhibitor

The title compound, C₈H₁₆NO₄P, is the first carbamoylphospho­nic acid for which the crystal structure has been solved. The –PO₃H₂ group has three distinct P—O bond distances of 1.483 (1), 1.506 (1) and 1.545 (2) Å. Hydrogen bonds of types P—O—H...O=C and N—H...O=P [2.416 (2) and 2.954 (2) Å, respectively] connect the mol­ecules to form a chain of condensed ten-membered hydrogen-bonded rings. The second P—O—H group of each phospho­nic acid is hydrogen-bonded to an O=P group of the next chain, so serving to link adjacent chains together.