t -3-Benzyl- r -2, c -6-diphenylpiperidin-4-one
What is it about?
The asymmetric unit of the title compound, C24H23NO, contains two crystallographically independent molecules (A and B). In both molecules, the piperidine rings adopt a chair conformation and the phenyl rings and the benzyl group substituents are attached equatorially. The dihedral angle between the phenyl rings is 60.80 (10) in molecule A and 68.43 (9) in molecule B. The phenyl ring of the benzyl group makes dihedral angles of 76.95 (9) and 42.25 (10) with the phenyl rings in molecule A, and dihedral angles of 81.38 (11) and 30.19 (11) in molecule B. In the crystal, the two molecules are linked by N—H O hydrogen bonds, forming –A–B–A–B– chains along [100]. In addition, five C—H interactions are also present, linking the chains to form a three-dimensional structure.
Why is it important?
The asymmetric unit of the title compound, (Fig. 1 and Fig. 2), contains two crystallographically independent molecules (A and B). In both molecules, the piperidine ring adopts a chair conformation with puckering parameters q2 = 0.0236 (18) A ° , q3 = 0.5892 (18) A ° , Q = 0.5895 (18) A ° , = 178.12 (17) and ’ = 141 (4) for molecule A and q2 = 0.0396 (18) A ° , q3 = 0.5886 (18) A ° , Q = 0.5898 (18) A ° , = 176.34 (17) and ’ = 133 (3) for molecule B. An AutoMolFit of molecule A on molecule B gives the best fit (Fig. 3; Spek, 2009). Weighted and unit weight r.m.s. fit are 0.248 and 0.219 A ° , respectively (for all 26 non-H atoms). Comparison of the bonds of the fitted residues gives, r.m.s. bond fit = 0.0033 A ° . Comparison of the bond angles of the fitted residues gives r.m.s. angle fit = 0.683. The phenyl rings at positions 2,6 and the benzyl group at position 3 are attached equatorially. The dihedral angle between the two phenyl rings at positions 2 and 6 is 60.80 (10) in molecule A, and 68.43 (9) in molecule B. The phenyl ring of the benzyl group makes dihedral angles of 76.95 (9) and 42.25 (10) with the two phenyl rings in molecule A, and 81.38 (11) and 30.19 (11) in molecule B. In the crystal, the molecules are linked by N—H O hydrogen bonds forming –A–B–A–B– chains along the a-axis direction (Fig. 4). In addition, there are a number of C—H interactions present, linking the chains to form a threedimensional structure