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1,3,7-三甲基-2,4-二氧代-1,2,3,4-四氢蝶啶-6-羧酸半水合物

1,3,7-Trimethyl-2,4-dioxo-1,2,3,4-tetra-hydro-pteridine-6-carboxylic acid hemihydrate.

作者信息

Faure René, Illán-Cabeza Nuria A, Jiménez-Pulido Sonia B, Linares-Ordóñez Fátima M, Moreno-Carretero Miguel N

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2010 Feb 27;66(Pt 3):o719-20. doi: 10.1107/S1600536810007166.

Abstract

In the title compound, C(10)H(10)N(4)O(4)·0.5H(2)O, the two rings of the pteridine system are nearly coplanar [dihedral angle = 4.25 (9)°]. The atoms of the carboxyl group are also coplanar with the pteridine unit [r.m.s. deviation from the mean plane of the pteridine skeleton = 0.092 (2) Å]. In the crystal, the presence of the water molecule of crystallization (O atom site symmetry 2) leads to a hydrogen-bonding pattern different from the one shown by many carboxylic acid compounds (dimers formed through O-H⋯O hydrogen bonds between neighbouring carboxyl groups): in the present structure, the water mol-ecule, which lies on a binary axis, acts as a bridge between two mol-ecules, forming a hydrogen-bonded dimer. In addition to the hydrogen bonds, there are π-π ring stacking inter-actions involving the pyrimidine and pyrazine rings [centroid-centroid distance = 3.689 (1)Å], and two different pyrazine rings [centroid-centroid distance = 3.470 (1)Å]. Finally, there is a C-O⋯π contact involving a carboxyl-ate C-O and the pyrimidine ring with a short O⋯Cg distance of 2.738 (2) Å.

摘要

在标题化合物C(10)H(10)N(4)O(4)·0.5H(2)O中,蝶啶体系的两个环几乎共面[二面角 = 4.25 (9)°]。羧基的原子也与蝶啶单元共面[相对于蝶啶骨架平均平面的均方根偏差 = 0.092 (2) Å]。在晶体中,结晶水分子(O原子的位点对称性为2)的存在导致形成了一种不同于许多羧酸化合物所呈现的氢键模式(通过相邻羧基之间的O—H⋯O氢键形成二聚体):在当前结构中,位于二重轴上的水分子充当两个分子之间的桥梁,形成氢键二聚体。除了氢键外,还存在涉及嘧啶环和吡嗪环的π-π环堆积相互作用[质心-质心距离 = 3.689 (1)Å],以及两个不同的吡嗪环之间的相互作用[质心-质心距离 = 3.470 (1)Å]。最后,存在一个涉及羧酸根C—O与嘧啶环的C—O⋯π接触,O⋯Cg短距离为2.738 (2) Å。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e01a/2983745/82f6647f568d/e-66-0o719-fig1.jpg

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