Date Published: March 01, 2012
Publisher: International Union of Crystallography
Author(s): Xiao-Lei Hu, Zhong-Xia Wang, Fang-Ming Wang, Guang-Fan Han.
The asymmetric unit of the title compound, C18H17ClN2O2·0.5H2O, contains two organic molecules and one solvent water molecule. In each organic molecule, the cyclohexene ring adopts an envelope conformation with the C atom connecting the two methyl groups on the flap; the 4H-pyran ring is nearly planar [maximum deviation = 0.113 (3) Å in one molecule and 0.089 (3) Å in the other molecule] and is approximately perpendicular to the chlorophenyl ring [dihedral angle = 86.43 (15)° in one molecule and 89.73 (15)° in the other molecule]. Intermolecular N—H⋯N, N—H⋯O, O—H⋯O and O—H⋯Cl hydrogen bonding is present in the crystal.
For background to 2-amino-4H-benzopyran-3-carbonitriles, see: Gao et al. (2001 ▶); Xu et al. (2011 ▶); Luan et al. (2011 ▶). For the synthesis of 2-amino-4H-benzopyran-3-carbonitriles, see: Shi et al. (2003 ▶); Bao et al. (2007 ▶).