Research Article: 2-Amino-4-(2-chloro­phen­yl)-7,7-di­methyl-5-oxo-5,6,7,8-tetra­hydro-4H-chromene-3-carbonitrile hemihydrate

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.

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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 ▶).