N-[(6-Bromo-2-methoxy-3-quinolyl)phenylmethyl]-2-morpholino-N-(1-phenylethyl)acetamide

In the title compound, C31H32BrN3O3, the morpholine ring adopts a chair conformation, and the planar quinoline system is twisted with respect to the phenyl rings, with dihedral angles of 17.6 (4) and 75.1 (3)°. Intramolecular C—H⋯O and C—H⋯N hydrogen bonds are present. The crystal packing is stabilized by weak C—H⋯O hydrogen bonding and C—H⋯π interactions.

In the title compound, C 31 H 32 BrN 3 O 3 , the morpholine ring adopts a chair conformation, and the planar quinoline system is twisted with respect to the phenyl rings, with dihedral angles of 17.6 (4) and 75.1 (3) . Intramolecular C-HÁ Á ÁO and C-HÁ Á ÁN hydrogen bonds are present. The crystal packing is stabilized by weak C-HÁ Á ÁO hydrogen bonding and C-HÁ Á Á interactions.

Comment
The quinolines and their derivatives as a class of extremely important heterocyclic compounds are used in a wide array of synthetic and medcinal applications. Some quinoline derivatives can give effective and good quality drugs treating many cancers (Dalla Via et al., 2008), and also used as antifungals and antituberculostatics drugs (Andries et al., 2005;Mao et al., 2007;Gaurrand et al., 2006). We report herein the crystal structure of the title compound.
In the molecule of the title compound (Fig 1), the morpholine system exists in a chair conformation. The dihedral angles of aromatic rings are different from related structure TMC-207 (Petit et al., 2007;Rahmani et al., 2009), which has been completed Phase II clinical, and will be marked in 2012 as a kind of antituberculostatics drug. The dihedral angle between phenyl ring [C9-C14] and substituted quinolinyl groups is 17.6 (4)°, the dihedral angle between phenyl ring [C27-C32] and substituted quinolinyl groups is 75.1 (3)°, and the dihedral angle between phenyl ring [C9-C14] and phenyl ring[C27-C32] is 68.3 (4)°; while the dihedral angles between phenyl and substituted quinolinyl groups in related structure TMC-207 is 97.4°, and naphthalenyl and substituted quinolinyl groups is nearly coplanar. The distance of the centroids between the phenyl ring [C9-C14] and the ring containing N of the substituted quinolinyl groups is 3.598 Å. The results suggest that the differences between them are caused by steric three-dimensional space. The structural cohesion of the title compound is ensured by weaker contacts. The C-H···O and C-H···N hydrogen bonding is present in the crystal structure (Table 1).
Crystals suitable for X-ray analysis were obtained from acetonitrile solution by slow evaporation.

Refinement
All H atoms were geometrically positioned (C-H 0.93-0.98 Å) and treated as riding, with U iso (H) = 1.5U eq (C) for methyl H atoms and 1.2U eq (C) for the others.
Figures Fig. 1. The structure of the title compound with all non-H atom-labeling scheme and ellipsoids drawn at the 30% probability level.