Kiran Kumar Haruvegowda, Yathirajan Hemmige S, Sagar Belakavadi K, Foro Sabine, Glidewell Christopher
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570 006, India.
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570 006, India.
Acta Crystallogr E Crystallogr Commun. 2019 Jul 26;75(Pt 8):1253-1260. doi: 10.1107/S2056989019010491. eCollection 2019 Aug 1.
Six new 1-aroyl-4-(4-meth-oxy-phen-yl)piperazines have been prepared, using coupling reactions between benzoic acids and -(4-meth-oxy-phen-yl)piperazine. There are no significant hydrogen bonds in the structure of 1-benzoyl-4-(4-meth-oxy-phen-yl)piperazine, CHNO, (I). The mol-ecules of 1-(2-fluoro-benzo-yl)-4-(4-meth-oxy-phen-yl)piperazine, CHFNO, (II), are linked by two C-H⋯O hydrogen bonds to form chains of rings, which are linked into sheets by an aromatic π-π stacking inter-action. 1-(2-Chloro-benzo-yl)-4-(4-meth-oxy-phen-yl)piperazine, CHClNO, (III), 1-(2-bromo-benzo-yl)-4-(4-meth-oxy-phen-yl)piperazine, CHBrNO, (IV), and 1-(2-iodo-benzo-yl)-4-(4-meth-oxyphen-yl)piperazine, CHINO, (V), are isomorphous, but in (III) the aroyl ring is disordered over two sets of atomic sites having occupancies of 0.942 (2) and 0.058 (2). In each of (III)-(V), a combination of two C-H⋯π(arene) hydrogen bonds links the mol-ecules into sheets. A single O-H⋯O hydrogen bond links the mol-ecules of 1-(2-hy-droxy-benzo-yl)-4-(4-meth-oxy-phen-yl)piperazine, CHNO, (VI), into simple chains. Comparisons are made with the structures of some related compounds.
通过苯甲酸与4-(4-甲氧基苯基)哌嗪之间的偶联反应，制备了六种新型的1-芳酰基-4-(4-甲氧基苯基)哌嗪。在1-苯甲酰基-4-(4-甲氧基苯基)哌嗪（CHNO，(I)）的结构中不存在显著的氢键。1-(2-氟苯甲酰基)-4-(4-甲氧基苯基)哌嗪（CHFNO，(II)）的分子通过两个C-H⋯O氢键相连形成环链，这些环链通过芳香π-π堆积相互作用连接成片层。1-(2-氯苯甲酰基)-4-(4-甲氧基苯基)哌嗪（CHClNO，(III)）、1-(2-溴苯甲酰基)-4-(4-甲氧基苯基)哌嗪（CHBrNO，(IV)）和1-(2-碘苯甲酰基)-4-(4-甲氧基苯基)哌嗪（CHINO，(V)）是同构的，但在(III)中，芳酰基环在两组原子位置上无序，占有率分别为0.942 (2)和0.058 (2)。在(III)-(V)的每一种中，两个C-H⋯π(芳烃)氢键的组合将分子连接成片层。一个单一的O-H⋯O氢键将1-(2-羟基苯甲酰基)-4-(4-甲氧基苯基)哌嗪（CHNO，(VI)）的分子连接成简单的链。与一些相关化合物的结构进行了比较。
