Eichstaedt Katarzyna, Olszewska Teresa, Gdaniec Maria
Department of Organic Chemistry, Gdańsk University of Technology, 80-233 Gdańsk, Poland.
Acta Crystallogr Sect E Struct Rep Online. 2013 Jan 1;69(Pt 1):o144-5. doi: 10.1107/S1600536812051161. Epub 2012 Dec 22.
The structure of the title mol-ecule, C16H19N5O7, is mainly determined by the steric effect of a bulky 2,4,6-trinitro-phenyl group attached to the N atom of a pyrrolidine ring. Both pyrrolidine rings adopt an envelope conformation, with one of the methylene C atoms as the flap in each case, and the N-C-C-N torsion angle along the bond connecting the two pyrrolidine rings is -174.9 (2)°. The benzene ring of the 2,3,5-trinitro-phenyl substituent is deformed and the r.m.s. deviation of its six atoms from the best plane is 0.026 Å. The N atoms of the two nitro groups in the ortho positions deviate from the best plane of the benzene ring by -0.033 (5) and 0.385 (5) Å. These groups, as well as the pyrrolidine ring, are twisted relative to the aromatic ring in the same direction, their best planes forming dihedral angles of 30.2 (2), 64.8 (1) and 46.6 (2)°, respectively, with the ring. An intra-molecular C-H⋯O hydrogen bond occurs. In the crystal, there is a short [O⋯C = 3.019 (4) Å] contact between a nitro O atom and a C atom of the benzene ring bearing the nitro group and a C-H⋯O inter-action between a methyl H atom and another nitro O atom.
标题分子C₁₆H₁₉N₅O₇的结构主要由连接在吡咯烷环N原子上的庞大的2,4,6-三硝基苯基的空间效应决定。两个吡咯烷环均采用信封式构象，每种情况下均以一个亚甲基C原子作为折叶，沿着连接两个吡咯烷环的键的N-C-C-N扭转角为-174.9 (2)°。2,3,5-三硝基苯基取代基的苯环发生变形，其六个原子与最佳平面的均方根偏差为0.026 Å。邻位两个硝基的N原子偏离苯环的最佳平面的距离分别为-0.033 (5)和0.385 (5) Å。这些基团以及吡咯烷环相对于芳环沿相同方向扭曲，它们的最佳平面与环分别形成30.2 (2)°、64.8 (1)°和46.6 (2)°的二面角。存在分子内C-H⋯O氢键。在晶体中，一个硝基O原子与带有硝基的苯环的一个C原子之间存在短的[O⋯C = 3.019 (4) Å]接触，一个甲基H原子与另一个硝基O原子之间存在C-H⋯O相互作用。
