Castillo Juan C, Abonía Rodrigo, Cobo Justo, Glidewell Christopher
Grupo de Investigación de Compuestos Heterocíclicos, Departamento de Química, Universidad de Valle, AA 25360 Cali, Colombia.
Acta Crystallogr C. 2009 Jun;65(Pt 6):o303-10. doi: 10.1107/S0108270109018964. Epub 2009 May 27.
5-Benzylamino-3-tert-butyl-1-phenyl-1H-pyrazole, C(20)H(23)N(3), (I), and its 5-[4-(trifluoromethyl)benzyl]-, C(21)H(22)F(3)N(3), (III), and 5-(4-bromobenzyl)-, C(20)H(22)BrN(3), (V), analogues, are isomorphous in the space group C2/c, but not strictly isostructural; molecules of (I) form hydrogen-bonded chains, while those of (III) and (V) form hydrogen-bonded sheets, albeit with slightly different architectures. Molecules of 3-tert-butyl-5-(4-methylbenzylamino)-1-phenyl-1H-pyrazole, C(21)H(25)N(3), (II), are linked into hydrogen-bonded dimers by a combination of N-H...pi(arene) and C-H...pi(arene) hydrogen bonds, while those of 3-tert-butyl-5-(4-chlorobenzylamino)-1-phenyl-1H-pyrazole, C(20)H(22)ClN(3), (IV), form hydrogen-bonded chains of rings which are themselves linked into sheets by an aromatic pi-pi stacking interaction. Simple hydrogen-bonded chains built from a single N-H...O hydrogen bond are formed in 3-tert-butyl-5-(4-nitrobenzylamino)-1-phenyl-1H-pyrazole, C(20)H(22)N(4)O(2), (VI), while in 3-tert-butyl-5-(3,4,5-trimethoxybenzylamino)-1-phenyl-1H-pyrazole, C(23)H(29)N(3)O(3), (VII), which crystallizes with Z' = 2 in the space group P-1, pairs of molecules are linked into two independent centrosymmetric dimers, one generated by a three-centre N-H...(O)(2) hydrogen bond and the other by a two-centre N-H...O hydrogen bond.
5-苄基氨基-3-叔丁基-1-苯基-1H-吡唑，C(20)H(23)N(3)，（I），及其5-[4-(三氟甲基)苄基]-，C(21)H(22)F(3)N(3)，（III），和5-(4-溴苄基)-，C(20)H(22)BrN(3)，（V）类似物，在空间群C2/c中是同构的，但并非严格同结构；（I）的分子形成氢键链，而（III）和（V）的分子形成氢键片层，尽管结构略有不同。3-叔丁基-5-(4-甲基苄基氨基)-1-苯基-1H-吡唑，C(21)H(25)N(3)，（II）的分子通过N-H...π(芳烃)和C-H...π(芳烃)氢键的组合连接成氢键二聚体，而3-叔丁基-5-(4-氯苄基氨基)-1-苯基-1H-吡唑，C(20)H(22)ClN(3)，（IV）的分子形成氢键环链，这些环链本身通过芳香π-π堆积相互作用连接成片层。由单个N-H...O氢键构成的简单氢键链在3-叔丁基-5-(4-硝基苄基氨基)-1-苯基-1H-吡唑，C(20)H(22)N(4)O(2)，（VI）中形成，而在3-叔丁基-5-(3,4,5-三甲氧基苄基氨基)-1-苯基-1H-吡唑，C(23)H(29)N(3)O(3)，（VII）中，其在空间群P-1中以Z' = 2结晶，分子对连接成两个独立的中心对称二聚体，一个由三中心N-H...(O)(2)氢键生成，另一个由双中心N-H...O氢键生成。
