DL-cysteinium semioxalate | 109735-16-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: DL-cysteinium semioxalate
• CAS: 109735-16-2
• 化学式: C₂H₂O₄*C₃H₇NO₂S
• 分子量: 211.196
• InChiKey: QURBNZSSBFYGMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.52
• 重原子数：
  13.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  137.92
• 氢给体数：
  5.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  DL-半胱氨酸 、 草酸 以 水 为溶剂， 生成 DL-cysteinium semioxalate
  参考文献：
  名称：

  Structural analysis, NLO activity and Hirshfeld surfaces of DL-cysteinium semioxalate crystal

  摘要：

  The main objective of the study is to analyze the structural behavior and NLO activity of DL-cysteinium semioxalate crystal by experimental and theoretical spectroscopic technique. The distribution of vibra- tional bands are carried out with the help of normal coordinate analysis. Hirsh feld surface analysis of DL- cysteinium semioxalate is done and the obtained fi nger print plots reveal the interactions with in the compound. The grown DL-Cysteinium semioxalate crystals belong to hard material category and it con fi rms the normal indentation size effect. The third order nonlinear optical parameters were measured experimentally by open and closed aperture z -scan technique. The optical limiting property and laser demage threshold studied recommond the crystal can be promising material for laser assisted application. (c) 2020 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2020.128278

文献信息

• Stabilizing structures of cysteine-containing crystals with respect to variations of temperature and pressure by immobilizing amino acid side chains
  作者：Vasily S. Minkov、Elena V. Boldyreva、Tatiana N. Drebushchak、Carl Henrik Görbitz

  DOI：10.1039/c2ce25241d

  日期：——

  In a series of recent publications, the crystals of L- and DL-cysteine were shown to undergo multiple phase transitions upon variation of temperature and pressure. All these transitions are related to rotation of the amino acid side chain. Accordingly, cysteine-containing crystal structures should be stabilized with respect to phase transitions by measures that reduce the mobility of the side chain in the crystalline environment. In the present work, we show that this can be achieved by increasing the significance of the side chain –SH group as a participant in intermolecular hydrogen bonds, either by N-acetylation, which removes the strong –NH3+ donor of cysteine and leaves a system without strong charge-assisted interactions, or by co-crystallization with an acid (oxalic acid) that converts the amino acid to a cation and itself forms a strong anion H-bond acceptor, thus boosting the importance of potential –SH donors. The crystal structures of the three compounds N-acetyl-L-cysteine, DL-cysteinium semioxalate, and bis(DL-cysteinium) oxalate have thus been studied with variation of temperature and pressure. Cooling down to 4 K and increasing pressure up to 9.5 GPa did not result in any structural phase transitions in N-acetyl-L-cysteine and bis(DL-cysteinium) oxalate. In case of DL-cysteinium semioxalate, increasing pressure caused a phase transition at a much higher pressure (∼6 GPa), compared to the ranges of pressure-induced phase transitions observed earlier for both monoclinic and orthorhombic L-cysteine (2.5–3.9 GPa and 1.1–2.5 GPa, respectively) or DL-cysteine (0.1–5 GPa). This phase transition had a large hysteresis, so that the reverse transformation on decompression was observed at ∼3.7 GPa only, and was accompanied by a change in molecular conformations, as well as by the reorganization in the N–H⋯O hydrogen bonds in the crystal structure.