N-[Morpholino(phenyl)methyl]benzamide

The title compound, C18H20N2O2, crystallizes with two molecules in the asymmetric unit. The morpholine rings of both molecules adopt chair conformations. The crystal structure is stabilized by intermolecular N—H⋯O hydrogen bonds. One phenyl ring is disordered over two orientations in a 0.665 (5):0.335 (5) ratio.

The title compound, C 18 H 20 N 2 O 2 , crystallizes with two molecules in the asymmetric unit. The morpholine rings of both molecules adopt chair conformations. The crystal structure is stabilized by intermolecular N-HÁ Á ÁO hydrogen bonds. One phenyl ring is disordered over two orientations in a 0.665 (5):0.335 (5) ratio.
In the title compound, (I), each of the two independent molecules contains three ring systems, one phenyl ring, one benzamide and a morpholino ring (Fig. 1).
One of the benzamide moiety in the crystal structure is disordered with an occupancy factor of 0.33 and 0.67. The phenyl moiety is planar. The crystal structure is stabilized by intermolecular N-H···O hydrogen bonds (Table 1).

Experimental
Benzamide (12.1 g, 0.1 mol) was dissolved in a minimum quantity of ethanol. To this solution, benzaldehdye (10 ml, 0.1 mol) followed by morpholine (9 ml, 0.1 mol) was added in small quantities with constant stirring in an ice bath. For about 2 hrs, the mixture was kept at ice cold temperature. After 10 days a pale yellow semi-solid was obtained. The product was purified by washing with distilled water several times and finally with 5 ml of acetone. The compound was dried in an air oven at 80° C and recrystallized from ethanol to yield colourless slabs of (I).

Refinement
One of the benzamide groups in the crystal structure is disordered with occupancy factor of 0.33 and 0.67. The H atoms were positioned geometrically and refined using riding model, with C-H = 0.93 Å and U iso (H) = 1.2U eq (C) for aromatic C-H, C-H = 0.97 Å and U iso (H) = 1.2U eq (C) for CH2. The H atoms associated with nitrogen atoms were located from difference maps and refined.