1,3-Dicyclohexyl-3-[(pyridin-2-yl)carbonyl]urea monohydrate from synchrotron radiation

Abstract

The title urea derivative crystallizes as a monohydrate, C19H27N3O2·H2O. The central C3N grouping is almost planar (r.m.s. deviation = 0.0092 Å), and the amide and pyridine groups are substanti­ally twisted out this plane [dihedral angles = 62.80 (12) and 34.98 (10)°, respectively]. Supra­molecular double chains propagating along the b-axis direction feature in the crystal packing whereby linear chains sustained by N—H⋯O hydrogen bonds formed between the amide groups are linked by helical chains of water mol­ecules (linked by O—H⋯O hydrogen bonds). The H atom that participates in these water chains is disordered over two positions of equal occupancy. The double chains are connected into a two-dimensional array by C—H⋯O contacts and the layers stack along the a axis.

Crystal structure of 1,3-dicyclohexyl-1-[3-(pyren-1-yl)propanoyl]urea

“…When arenecarboxylic acids are used, the yield reaction can be modulated by electronic effects of the substituents (Slebioda, 1995). Several crystal structures of N-(arenecarbonyl)-N,N′-dicyclohexylurea derivatives have been reported (Chérioux et al, 2002;Cai et al, 2009;Imhof 2007;Dhinaa et al, 2010;Pinheiro et al, 2011). Herein, we now report the crystal structure of 1,3-dicyclohexyl-1-[(1-pyrenepropyl)carbonyl]urea (I).…”

“…For the syntheses of N,N 0 -dicyclohexylcarbodiimide and N-acyl-N,N 0 -dicyclohexylurea, see: Zhu et al (2008); Gonçalves & Balogh (2006); Kaiser et al (2008); Slebioda (1995). For related crystal structures, see: Ché rioux et al (2002); Cai et al (2009); Imhof (2007); Dhinaa et al (2010); Pinheiro et al (2011 Symmetry codes: (i) Àx; Ày þ 1; Àz þ 1; (ii) Àx þ 1; Ày þ 1; Àz þ 1.…”