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5-甲基-1-苯基-1H-1,2,3-三唑-4-羧酸

5-Methyl-1-phenyl-1H-1,2,3-triazole-4-carboxylic acid.

作者信息

Lin Jin Rui, Yao Ji Yuan, Zhao Hong

机构信息

Ordered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2008 Aug 30;64(Pt 9):o1843. doi: 10.1107/S1600536808027311.

Abstract

The title compound, C(10)H(9)N(3)O(2), was synthesized from azido-benzene and ethyl acetyl-acetate. A pair of hydrogen bonds [2.617 (2) Å] inter-connects a pair of the carboxyl groups, forming an R(2) (2)(8) inversion dimer, a frequent motif in carboxylic acids. In the title structure, the bonding H atom in the aforementioned O-H⋯O hydrogen bond is significantly shifted towards the acceptor O atom [the donor and acceptor O-H distances are 1.25 (4) and 1.38 (4) Å, respectively]. A plot of the O⋯O versus O-H distances in compounds with paired carboxyl groups shows that the title structure belongs to the group of structures with abnormally long O-H distances with regard to the O⋯O contacts. The displacement of the bonding H atom towards the centre of the hydrogen bond is concomitant with more equal C-O bonding distances in the carboxyl group.

摘要

标题化合物C(10)H(9)N(3)O(2)由叠氮苯和乙酰乙酸乙酯合成。一对氢键[2.617 (2) Å]将一对羧基相互连接,形成一个R(2) (2)(8) 反转二聚体,这是羧酸中常见的结构单元。在标题结构中,上述O-H⋯O氢键中的成键H原子明显向受体O原子偏移[供体和受体的O-H距离分别为1.25 (4) 和1.38 (4) Å]。具有成对羧基的化合物中O⋯O与O-H距离的关系图表明,就O⋯O接触而言,标题结构属于O-H距离异常长的结构类型。成键H原子向氢键中心的位移伴随着羧基中C-O键长更趋于相等。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5c83/2960561/e8791705298b/e-64-o1843-fig1.jpg

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