Harish Chinthal Chayanna, Kavitha Channappa N, Yathirajan Hemmige S, Foro Sabine, Rathore Ravindranath S, Glidewell Christopher
Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysuru-570 006, India.
Department of Chemistry, Maharani's Science College for Women, Mysuru-570 001, India.
Acta Crystallogr E Crystallogr Commun. 2020 Oct 30;76(Pt 11):1779-1793. doi: 10.1107/S2056989020014097. eCollection 2020 Nov 1.
Fifteen 4-(2-meth-oxy-phen-yl)piperazin-1-ium salts containing organic anions have been prepared and structurally characterized. In the isostructural 4-chloro-benzoate and 4-bromo-benzoate salts, CHNO·CHClO (I) and CHNO·CHBrO (II), and the 4-iodo-benzoate salt CHNO·CHIO (III), the ions are linked by N-H⋯O hydrogen bonds, forming centrosymmetric (12) four-ion aggregates; a similar aggregate is formed in the 2-chloro-benzoate salt (V), isomeric with (I). In the 2-fluoro-benzoate salt CHNO·CHFO (IV), and the isomorphous pair of salts, the 2-bromo-benzoate (VI), isomeric with (II) and 2-iodo-benzoate (VII), isomeric with (III), N-H⋯O and C-H⋯π(arene) interactions link the components into three-dimensional arrays. Four-ion (12) aggregates are also found in the 2-methyl-benzoate, 4-amino-benzoate and 4-nitro-benzoate salts, CHNO·CHO (VIII), CHNO·CHNO (IX) and CHNO·CHNO (X), but those in (IX) are linked into complex sheets by an additional N-H⋯O hydrogen bond. In the 3,5-dinitrobenzoate salt, CHNO·CHNO ·2HO (XI), N-H⋯O and O-H⋯O hydrogen bonds link the components into a complex ribbon structure. In the picrate salt, CHNO·CHNO (XII), the four-ion aggregates are linked into chains of rings by C-H⋯O hydrogen bonds. In the hydrogen maleate salt, CHNO·CHO (XIII), two- and three-centre hydrogen bonds link the ions into a ribbon structure while both anions contain very short but asymmetric O-H⋯O hydrogen bonds, having O⋯O distances of 2.4447 (16) and 2.4707 (17) Å. O-H⋯O Hydrogen bonds link the anions in the hydrogen fumarate salt (XIV), isomeric with (XIII), into chains that are linked into sheets N-H⋯O hydrogen bonds. In the hydrogen (2,3)-tartrate salt, CHNO·CHO ·1.698HO (XV), the anions are linked into sheets by O-H⋯O hydrogen bonds. Comparisons are made with the structures of some related compounds.
已制备并对15种含有机阴离子的4-(2-甲氧基苯基)哌嗪-1-鎓盐进行了结构表征。在同构的4-氯苯甲酸盐和4-溴苯甲酸盐CHNO·CHClO (I)和CHNO·CHBrO (II)以及4-碘苯甲酸盐CHNO·CHIO (III)中，离子通过N-H⋯O氢键相连，形成中心对称的(12)四离子聚集体；在与(I)异构的2-氯苯甲酸盐(V)中形成了类似的聚集体。在2-氟苯甲酸盐CHNO·CHFO (IV)以及同构盐对、与(II)异构的2-溴苯甲酸盐(VI)和与(III)异构的2-碘苯甲酸盐(VII)中，N-H⋯O和C-H⋯π(芳烃)相互作用将各组分连接成三维阵列。在2-甲基苯甲酸盐、4-氨基苯甲酸盐和4-硝基苯甲酸盐CHNO·CHO (VIII)、CHNO·CHNO (IX)和CHNO·CHNO (X)中也发现了四离子(12)聚集体，但(IX)中的聚集体通过额外的N-H⋯O氢键连接成复杂的片层。在3,5-二硝基苯甲酸盐CHNO·CHNO ·2HO (XI)中，N-H⋯O和O-H⋯O氢键将各组分连接成复杂的带状结构。在苦味酸盐CHNO·CHNO (XII)中，四离子聚集体通过C-H⋯O氢键连接成环链。在马来酸氢盐CHNO·CHO (XIII)中，双中心和三中心氢键将离子连接成带状结构，而两个阴离子都含有非常短但不对称的O-H⋯O氢键，O⋯O距离分别为2.4447 (16)和2.4707 (17) Å。O-H⋯O氢键将与(XIII)异构的富马酸氢盐(XIV)中的阴离子连接成链，这些链通过N-H⋯O氢键连接成片层。在(2,3)-酒石酸氢盐CHNO·CHO ·1.698HO (XV)中，阴离子通过O-H⋯O氢键连接成片层。并与一些相关化合物的结构进行了比较。
