Molecular Cocrystals of Aromatic Carboxylic Acids with Unsymmetrically Substituted Ureas. The Structures of Phenylurea and the 1 : 1 Adducts of Phenylurea with a Series of Nitro-Substituted Acids
Molecular Cocrystals of Aromatic Carboxylic Acids with Unsymmetrically Substituted Ureas. The Structures of Phenylurea and the 1 : 1 Adducts of Phenylurea with a Series of Nitro-Substituted Acids
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芳香族羧酸与不对称取代脲的分子共晶体。
DOI：
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发表时间：
2000
期刊：
影响因子：
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通讯作者：
Nathan C. Dwyer
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作者：
R. C. Bott;Graham Smith;U. Wermuth;Nathan C. Dwyer
苯基脲（1）[（C_7H_8N_2O）]的晶体结构已被确定，并揭示了一个简单的环状二聚体，其中一个分子的两个氮原子与另一个分子的氧原子之间存在氢键。该体系通过第三分子的未取代氮原子和第二分子的氧原子之间的氢键形成链状聚合物而完成。第一：1苯基脲与2-硝基苯甲酸，[（C7 H5 NO 4）（C7 H8 N2 O）]（2），3-硝基苯甲酸，[（C7 H5 NO 4）（C7 H8 N2 O）]（3），3，5-二硝基苯甲酸，[（C7 H4 N2 O 6）（C7 H8 N2 O）]（4），2，4，6-三硝基苯甲酸，[（C7 H3 N3 O 8）（C7 H8 N2 O）]（5）、5-硝基水杨酸[（C7 H5 NO 5）（C7 H8 N2 O）]（6）和3，5-二硝基水杨酸[[（C_7H_4N_2O_7）（C_7H_8N_2O）]（7）的合成和结构表征，化合物（2）、（4）、（5）和（6）的晶体结构表征。该体系不能分离出苯基脲与4-硝基苯甲酸的加合物。在所有实施例中，在苯基脲和羧酸基团之间发现环状氢键相互作用。所有显示进一步的外围氢键协会，导致主要是简单的链聚合物结构的形成。
The crystal structure of phenylurea (1), [(C7H8N2O)], has been determined and revealed a simple cyclic dimer involving hydrogen bonding between the two nitrogen atoms of one molecule and the oxygen atom of a second molecule. The system is completed by a hydrogen bond between the non-substituted nitrogen atom of a third molecule and the oxygen atom of the second molecule to form a chain polymer. The 1 : 1 molecular adducts of phenylurea with 2-nitrobenzoic acid, [(C7H5NO4)(C7H8N2O)] (2), 3-nitrobenzoic acid, [(C7H5NO4)(C7H8N2O)] (3), 3,5-dinitrobenzoic acid, [(C7H4N2O6)(C7H8N2O)] (4), 2,4,6-trinitrobenzoic acid, [(C7H3N3O8)(C7H8N2O)] (5), 5-nitrosalicylic acid, [(C7H5NO5)(C7H8N2O)] (6), and 3,5-dinitrosalicylic acid, [(C7H4N2O7)(C7H8N2O)] (7) have been prepared and characterized by infrared spectroscopy and, for compounds (2), (4), (5) and (6), by single crystal X-ray diffraction methods. The adduct involving phenylurea and 4-nitrobenzoic acid could not be isolated from this system. In all examples, cyclic hydrogen-bonding interactions are found between the phenylurea and the carboxylic acid groups. All display further peripheral hydrogen bond associations that result in the formation of predominantly simple chain polymeric structures.