The structure of a new perfluoromethyl derivative, (Z)-4,4,4-trifluoro-1-(2-hydroxyphenyl)-3-(methylamino)-2-buten-1-one (1), was investigated in both crystalline state and solution since the prototropy enable the existence of three tautomeric species in equilibrium. The preference in the configurational E/Z arrangement is strongly dependent on the intramolecular hydrogen bond interactions. The vibrational and electronic spectra of 1 were discussed and assigned by using DFT calculations. The crystal, solved by single-crystal X-ray diffraction, shows the prevalence of the tautomer aminoenone over the imino-enol and imino-ketone forms. Therefore, an almost planar molecular conformation is observed due to the formation of two intramolecular amino and phenolic hydrogen bonds to the same carbonyl oxygen acceptor atom that stabilize the Z configuration. The molecular packing is held by the OH⋯O(keto) and NH⋯O hydrogen bonds, F⋯F, CH⋯π and π-stacking interactions that contribute to the crystal stabilization. The intra and intermolecular contacts were also characterized by Natural Bond Orbital (NBO) analysis and Atoms in Molecules (AIM) approach. Hirshfeld surfaces and their associated fingerprint plots were generated for 1 and for a related structure, to visualize different intermolecular interactions and their relative contributions to the total surface.

在两种晶体中研究了一种新的全氟甲基衍生物（Z） -4,4,4-三氟-1-（2-羟苯基）-3-（甲基氨基）-2-丁烯-1-酮（1）的结构状态和解，因为原生质使得三个互变异构物种处于平衡状态。E / Z构型的优先选择强烈取决于分子内氢键的相互作用。的振动和电子光谱1通过使用DFT计算来讨论和分配。通过单晶X射线衍射解析的晶体显示互变异构体氨基烯酮比亚氨基-烯醇和亚氨基-酮形式普遍。因此，观察到几乎平面的分子构象，这是由于两个分子内的氨基和酚氢键与稳定Z构型的相同羰基氧受体原子形成的缘故。分子堆积由O H⋯O（酮）和N H⋯O氢键F⋯F，C保持有助于晶体稳定的H⋯π和π堆积相互作用。还通过自然键轨道（NBO）分析和分子中的原子（AIM）方法来表征分子内和分子间的接触。为1和相关结构生成了Hirshfeld表面及其相关的指纹图，以可视化不同的分子间相互作用及其对整个表面的相对贡献。