Lin Jin Rui, Yao Ji Yuan, Zhao Hong
Ordered Matter Science Research Center, College of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096, People's Republic of China.
Acta Crystallogr Sect E Struct Rep Online. 2008 Aug 30;64(Pt 9):o1843. doi: 10.1107/S1600536808027311.
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.
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。