Research Article: 1,4-Phenyl­enebis(methyl­ene) dicarbamate

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Zhi Li.


The title compound, C10H12N2O4, is a phenyl dicarbamate with crystallographically imposed inversion symmetry. The dihedral angle between the carbamo­yloxy plane [i.e. the plane of the N—C(O)—O fragment; r.m.s. deviation = 0.002 (3) Å] and the plane of the aryl ring is 29.2 (1)°. In the crystal, two different centrosymmetric N—H⋯O hydrogen-bond inter­actions are observed; these are described as R22(8) and R24(8) in graph-set notation. The rings form an alternating sequence, linking the mol­ecules into a sheet structure parallel to (011).

Partial Text

For self-assembled monolayers of alkyl carbamate and alkyl dicarbamate, see: Kim et al. (2003 ▶); Kim et al. (2005a ▶,b ▶). For the synthesis of the title compound, see: Takeuchi et al. (1971 ▶, 1974 ▶).