4-Hydroxy3-nitrobenzoic acid/benzamide co-crystal | 1288338-86-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Hydroxy3-nitrobenzoic acid/benzamide co-crystal
• 英文别名: benzamide;4-hydroxy-3-nitrobenzoic acid
• CAS: 1288338-86-2
• 化学式: C₇H₅NO₅*C₇H₇NO
• 分子量: 304.259
• InChiKey: WKPONTWYHMTCQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.78
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  146
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-羟基-3-硝基苯甲酸 、 苯甲酰胺 以 甲醇 为溶剂， 生成 4-Hydroxy3-nitrobenzoic acid/benzamide co-crystal
  参考文献：
  名称：

  Making Benzamide Cocrystals with Benzoic Acids: The Influence of Chemical Structure.

  摘要：

  An investigation into the creation of cocrystals of benzamide and substituted benzoic acids was undertaken and four new cocrystals were structurally characterized by single-crystal X-ray diffraction. The attempted cocrystallizations were only successful in those cases where electron-withdrawing functional groups were present as substituents on the benzoic acid. This experimental observation was supported by computational studies, which indicated that in these cases the intermolecular acid ... amide interaction between the acid and benzamide was strengthened. A correlation between the interaction energy and the Hammett substitution constant in the applicable cases was displayed. The calculated energy of interaction between benzamide/salicylic acid dimers and benzamide/benzoic acid dimer are the same, yet only benzamide/salicylic acid forms a cocrystal. Lattice energy calculations on the salicylic acid/benzamide crystal structure and hypothetical benzoic acid/benzamide cocrystal structures indicate a difference of approximately 50 kJ mol(-1) in energy between these systems, suggesting that the other crystal packing forces are not sufficient to stabilize the benzoic acid/benzamide cocrystal.

  DOI：

  10.1021/cg101403j