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(4S)-4-[(R)-氯-(4-硝基-苯基)甲基]-1,3-恶唑烷-2-酮

(4S)-4-[(R)-Chloro-(4-nitro-phen-yl)meth-yl]-1,3-oxazolidin-2-one.

作者信息

Gaumet V, Denis C, Madesclaire M, Zaitsev V P

机构信息

UMR 990, INSERM, Université d'Auvergne, Laboratoire de Chimie Physique, Faculté de Pharmacie, 63001 Clermont-Ferrand, France.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2013 Apr 24;69(Pt 5):o783. doi: 10.1107/S1600536813010398. Print 2013 May 1.

Abstract

In the title compound, C10H9ClN2O4, the oxazolidinone ring adopts a near-planar conformation, with mean and maximum deviations of 0.0204 (8) and 0.0328 (8) Å, respectively. The nitro group is twisted slightly from the plane of the benzene ring, making a dihedral angle of 6.79 (3)°. The dihedral angle between the mean oxazolidinone plane and the benzene ring is 56.21 (3)°. In the crystal, N-H⋯O hydrogen bonds and N-O⋯π inter-actions [O⋯centroid distances = 3.478 (1) and 3.238 (1) Å] dominate the packing, forming infinite zigzag chains along the b-axis direction. Neighbouring chains are linked together through C-H⋯O and C-H⋯Cl inter-actions. The absolute configuration of the two stereogenic centres was determined using the anomalous dispersion of the Cl atom.

摘要

在标题化合物C₁₀H₉ClN₂O₄中,恶唑烷酮环呈近平面构象,平均偏差和最大偏差分别为0.0204 (8) Å和0.0328 (8) Å。硝基与苯环平面略有扭曲,二面角为6.79 (3)°。恶唑烷酮平均平面与苯环之间的二面角为56.21 (3)°。在晶体中,N-H⋯O氢键和N-O⋯π相互作用[O⋯质心距离 = 3.478 (1) 和3.238 (1) Å]主导堆积,沿b轴方向形成无限之字形链。相邻链通过C-H⋯O和C-H⋯Cl相互作用连接在一起。利用Cl原子的反常色散确定了两个手性中心的绝对构型。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d219/3648307/1de4d61db3fb/e-69-0o783-fig1.jpg

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