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苦味酸恩诺沙星

Enrofloxacinium picrate.

作者信息

Jasinski Jerry P, Butcher Ray J, Siddegowda M S, Yathirajan H S, Siddaraju B P

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2011 Jan 22;67(Pt 2):o432-3. doi: 10.1107/S160053681100170X.

DOI:10.1107/S160053681100170X
PMID:21523099
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3051675/
Abstract

There is one cation-anion pair in the asymmetric unit of the title compound [systematic name: 4-(3-carb-oxy-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)-1-ethyl-piperazin-1-ium 2,4,6-tri-nitro-phenolate], C(19)H(23)FN(3)O(3) (+)·C(6)H(2)N(3)O(7) (-). The six-membered piperazine group in the cation adopts a slightly distorted chair conformation and contains a protonated N atom. The dihedral angles between the mean planes of the cyclo-propyl and piperazine rings in the cation with the 10-atom ring system of the quinolone group are 48.1 (1) and 69.9 (5)°, respectively. The picrate anion inter-acts with the protonated N atom of an adjacent cation through a bifurcated N-H⋯O three-center hydrogen bond, forming an R(1) (2)(6) ring motif. Furthermore, there is an intra-molecular O-H⋯O hydrogen bond. The dihedral angle between the mean planes of the anion benzene and cation piperizine, quinoline and cyclo-propyl rings are 61.3 (6), 31.1 (4) and 70.4 (9)°, respectively. The mean planes of the two o-NO(2) and single p-NO(2) groups in the picrate anion are twisted by 6.7 (6), 38.3 (9) and 12.8 (7)° with respect to the mean plane of the benzene ring. Strong N-H⋯O and weak inter-molecular C-H⋯O hydrogen bonds in concert with weak π-π stacking inter-actions [centroid-centroid distances = 3.5785 (13), 3.7451 (12) and 3.6587 (13) Å] dominate the crystal packing.

摘要

标题化合物[系统名称:4-(3-羧基-6-氟-4-氧代-1,4-二氢喹啉-7-基)-1-乙基哌嗪-1-鎓 2,4,6-三硝基苯酚盐],C(19)H(23)FN(3)O(3)(+)·C(6)H(2)N(3)O(7)(-)的不对称单元中有一对阳离子-阴离子。阳离子中的六元哌嗪基团呈略微扭曲的椅式构象,且含有一个质子化的 N 原子。阳离子中环丙基和哌嗪环的平均平面与喹啉基团的 10 原子环系统之间的二面角分别为 48.1 (1)°和 69.9 (5)°。苦味酸盐阴离子通过分叉的 N-H⋯O 三中心氢键与相邻阳离子的质子化 N 原子相互作用,形成 R(1)(2)(6)环 motif。此外,存在分子内 O-H⋯O 氢键。阴离子苯环与阳离子哌嗪、喹啉和环丙基环的平均平面之间的二面角分别为 61.3 (6)°、31.1 (4)°和 70.4 (9)°。苦味酸盐阴离子中两个邻位硝基和单个对位硝基基团的平均平面相对于苯环平均平面扭转了 6.7 (6)°、38.3 (9)°和 12.8 (7)°。强 N-H⋯O 和弱分子间 C-H⋯O 氢键与弱 π-π 堆积相互作用[质心-质心距离 = 3.5785 (13)、3.7451 (12)和 3.6587 (13) Å]主导了晶体堆积。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a97b/3051675/3941d2aef4eb/e-67-0o432-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a97b/3051675/54ecac18a108/e-67-0o432-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a97b/3051675/3941d2aef4eb/e-67-0o432-fig2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a97b/3051675/54ecac18a108/e-67-0o432-fig1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/a97b/3051675/3941d2aef4eb/e-67-0o432-fig2.jpg

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