Trans-(4-Methylcyclohexylcarbamoyl)phosphonic acid: A representative matrix metalloproteinase (MMP) inhibitor

Shmuel Cohen*, Yiffat Katz, Reuven Reich, Eli Breuer

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

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.

Original languageEnglish
Pages (from-to)o3008-o3010
JournalActa Crystallographica Section E: Structure Reports Online
Volume61
Issue number9
DOIs
StatePublished - 1 Sep 2005

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