N-[3-(5-Oxo-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-2-ylamino)phenyl]furan-3-carboxamide

In the title compound, C26H20N2O3, the two aromatic rings of the tricyclic unit are oriented at a dihedral angle of 54.53 (9)°. The crystal structure displays intermolecular N—H⋯O hydrogen bonding.

In the title compound, C 26 H 20 N 2 O 3 , the two aromatic rings of the tricyclic unit are oriented at a dihedral angle of 54.53 (9) . The crystal structure displays intermolecular N-HÁ Á ÁO hydrogen bonding.  Table 1 Hydrogen-bond geometry (Å , ).  d]

cyclohepten-2-ylamino)phenyl]furan-3-carboxamide
A. Dorn, D. Schollmeyer and S. A. Laufer Comment p38 mitogen activated protein (MAP) kinase is a key enzyme in inflammatory diseases as it is involved in the biosynthesis of proinflammatory cytokines such as TNF-α and IL-1β (Laufer et al. 2006). Small molecule p38 inhibitors suppress the production of these cytokines and therefore p38 is an attractive and promising drug target for novel anti-inflammatory therapeutics (Laufer et al. 2006). Recently, we designed and synthesized a series of p38 inhibitors based on dibenzosuberones (Laufer et al. 2006). The title compound was prepared in the course of our studies on dibenzo[a,d]cycloheptan-5-ones as potent p38 MAP kinase inhibitors.

Refinement
Hydrogen atoms attached to carbons were placed at calculated positions with C-H = 0.95 Å (aromatic) or 0.98-0.99 Å (sp 3 C-atom). Hydrogen atoms attached to N17 and N24 were located in diff. Fourier maps. All H atoms were refined in the riding-model approximation with isotropic displacement parameters (set at 1.2-1.5 times of the U eq of the parent atom).

Special details
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.