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2-羟基-4-(丙-2-炔基氧基)苯甲醛

2-Hy-droxy-4-(prop-2-yn-yloxy)benz-alde-hyde.

作者信息

Selvarani V, Neelakantan M A, Silambarasan V, Velmurugan D

机构信息

Chemistry Research Centre, National Engineering College, K.R. Nagar, Kovilpatti 628 503, India.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2013 Jan 1;69(Pt 1):o64. doi: 10.1107/S1600536812049598. Epub 2012 Dec 8.

Abstract

The asymmetric unit of the title compound, C10H8O3, contains two independent mol-ecules, both of which are almost planar (r.m.s deviations for all non-H atoms of 0.044 and 0.053 Å). The dihedral angles between the benzene ring and the prop-1-yne group are 3.47 (1) and 3.07 (1)° in the two mol-ecules, and the prop-1-yne groups adopt extended conformations. In each mol-ecule, an intra-molecular O-H⋯O hydrogen bond involving the OH and aldehyde substituents forms an S(6) ring. In the crystal, mol-ecules are linked into cyclic centrosymmetric dimers via C-H⋯O hydrogen bonds, generating R2(2)(14) ring motifs. The crystal structure is further stabilized by aromatic π-π stacking inter-actions between the benzene rings [centroid-centroid distances = 3.813 (2) and 3.843 (2) Å].

摘要

标题化合物C10H8O3的不对称单元包含两个独立分子,二者均近乎平面(所有非H原子的均方根偏差分别为0.044和0.053 Å)。在这两个分子中,苯环与丙-1-炔基之间的二面角分别为3.47(1)°和3.07(1)°,且丙-1-炔基呈伸展构象。在每个分子中,涉及OH和醛取代基的分子内O—H⋯O氢键形成一个S(6)环。在晶体中,分子通过C—H⋯O氢键连接成中心对称的环状二聚体,形成R2(2)(14)环模式。晶体结构通过苯环之间的芳香π-π堆积相互作用[质心-质心距离 = 3.813(2)和3.843(2)Å]进一步稳定。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3ec7/3588223/505a98687e58/e-69-00o64-fig1.jpg

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