Crystal structures of 1-aryl-4-(biarylmethylene)piperazine and piperidine, structurally related to adoprazine

Abstract

8-(1-([1,1′-Biphenyl]-4-ylmethyl)piperidin-4-yl)-3,4-dihydroquinolin-2(1H)-one (1) and 8-(4-([1,1′- biphenyl]-4-ylmethyl)piperazin-1-yl)quinolin-2(1H)-one (2) are prepared in the crystalline state and studied by X-ray diffraction. The crystal packing drawing of compound (1) indicates that 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. These dimers are stabilized by N–H∙∙∙O hydrogen bonds and linked via C–H∙∙∙O short contact interactions forming a two-dimensional network. In the case of compound (2), there are two independent molecules A and B linked by pairs of N–H∙∙∙O hydrogen bonds forming A–A and B–B inversion dimers, with R₂² (8) ring motifs. These dimers are stabilized by N–H∙∙∙O hydrogen bonds and linked via C–H∙∙∙O short contact interactions forming a two-dimensional network.