Abstract
8-(1-((5-Cyclopentenylpyridin-3-yl)methyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one (1) and 8-(1-(3- cyclopentenylbenzyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one (2) are synthesized and obtained in the crystalline state for X-ray diffraction studies. In the asymmetric unit of compound 1, there are two independent molecules (A and B) having similar conformations. In the crystals of compounds 1 and 2, individual molecules are linked by pairs of N–H•••O hydrogen bonds forming A–A and B–B inversion dimers with R22 (8) ring motifs. The dimers are stabilized by N–H•••O hydrogen bonds and are linked via C–H•••O short contact interactions, forming a three-dimensional and two-dimensional networks in 1 and 2 respectively. The network in 2 is further stabilized by a number of C–H•••π interactions. Compounds 1 and 2 have a dual dopamine D2 and serotonin 5-HT1A receptor profile.
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