2-(2-{[4-Oxo-3-(2-phenylethyl)-3,4-dihydroquinazolin-2-yl]sulfanyl}ethyl)-2,3-dihydro-1H-isoindole-1,3-dione

In the title compound, C26H21N3O3S, the quinazolinyl group is essentially planar [r.m.s. deviation for the 10 non-H atoms = 0.057 Å]. The isoindoline-1,3-dione group is linked by an SCH2CH2 chain to the pyrimidinyl C atom that lies between the two N atoms. Also, the phenyl group is linked by a CH2CH2 chain at the N atom adjacent to the carbonyl group. This results in a conformation with these substituents lying to either side of the central quinazolinyl unit, with the former being approximately parallel [dihedral angle = 4.93 (7)°], and the phenyl group being inclined [dihedral angle = 71.61 (9)°] to the central quinazolinyl fused-ring system. In the crystal, molecules are consolidated into a three-dimensional architecture by C—H⋯O interactions, involving all three carbonyl-O atoms, and π–π interactions occurring between the pyrimidinyl and isoindole-benzene rings [inter-centroid distance = 3.5330 (13) Å].

In the title compound, C 26 H 21 N 3 O 3 S, the quinazolinyl group is essentially planar [r.m.s. deviation for the 10 non-H atoms = 0.057 Å ]. The isoindoline-1,3-dione group is linked by an SCH 2 CH 2 chain to the pyrimidinyl C atom that lies between the two N atoms. Also, the phenyl group is linked by a CH 2 CH 2 chain at the N atom adjacent to the carbonyl group. This results in a conformation with these substituents lying to either side of the central quinazolinyl unit, with the former being approximately parallel [dihedral angle = 4.93 (7) ], and the phenyl group being inclined [dihedral angle = 71.61 (9) ] to the central quinazolinyl fused-ring system. In the crystal, molecules are consolidated into a three-dimensional architecture by C-HÁ Á ÁO interactions, involving all three carbonyl-O atoms, andinteractions occurring between the pyrimidinyl and isoindole-benzene rings [inter-centroid distance = 3.5330 (13) Å ].
In (I), Fig. 1, the quinazolinyl group is planar with the r.m.s. deviation for the 10 non-hydrogen atoms = 0.057 Å and maximum deviations of 0.062 (2) for the C5 atom and -0.068 (2) for the C7 atom. The isoindole (r.m.s. deviation for the nine non-hydrogen atoms = 0.018 Å), being linked by a SCH 2 CH 2 chain at the C16 atom, and phenyl, linked by a CH 2 CH 2 chain at the N2 atom, groups lie to either side of the molecule with the former being approximately parallel, dihedral angle = 4.93 (7)°, and the phenyl group being inclined, dihedral angle = 71.61 (9)°, with respect to the central quinazolinyl group.
The reaction mixture was filtered, the solvent removed under reduced pressure and the solid obtained was dried and

Figure 1
The molecular structure of (I) showing the atom-labelling scheme and displacement ellipsoids at the 50% probability level.

Figure 2
A view in projection down the b axis of the unit-cell contents for (I). The C-H···O and π-π contacts are shown as orange and purple dashed lines respectively.