Velasques Jecika Maciel, Gervini Vanessa Carratu, Bortoluzzi Adaílton João, de Farias Renan Lira, de Oliveira Adriano Bof
Universidade Federal do Rio Grande (FURG), Escola de Química e Alimentos, Rio Grande, Brazil.
Universidade Federal de Santa Catarina (UFSC), Departamento de Química, Florianópolis, Brazil.
Acta Crystallogr E Crystallogr Commun. 2017 Jan 13;73(Pt 2):168-172. doi: 10.1107/S2056989016020375. eCollection 2017 Feb 1.
The reaction between 5-nitro-isatin and phenyl-hydrazine in acidic ethanol yields the title compound, CHNO, whose mol-ecular structure deviates slightly from a planar geometry (r.m.s. deviation = 0.065 Å for the mean plane through all non-H atoms). An intra-molecular N-H⋯O hydrogen bond is present, forming a ring of graph-set motif (6). In the crystal, mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen-bonding inter-actions into a two-dimensional network along (120), and rings of graph-set motif (8), (26) and (32) are observed. Additionally, a Hirshfeld surface analysis suggests that the mol-ecules are stacked along [100] through C=O⋯ inter-actions and indicates that the most important contributions for the crystal structure are O⋯H (28.5%) and H⋯H (26.7%) inter-actions. An evaluation of the title compound with the DHFR enzyme (di-hydro-folate reductase) was performed. The isatin-hydrazone derivative and the active site of the selected enzyme show N-H⋯O(), N-H⋯O() and ⋯() inter-actions.
5-硝基异吲哚酮与苯肼在酸性乙醇中反应生成标题化合物CHNO，其分子结构略微偏离平面几何形状（通过所有非H原子的平均平面的均方根偏差 = 0.065 Å）。存在分子内N-H⋯O氢键，形成了图集基序（6）的环。在晶体中，分子通过N-H⋯O和C-H⋯O氢键相互作用沿（120）连接成二维网络，并观察到图集基序（8）、（26）和（32）的环。此外， Hirshfeld表面分析表明分子通过C=O⋯相互作用沿[100]堆积，并表明对晶体结构最重要的贡献是O⋯H（28.5%）和H⋯H（26.7%）相互作用。对标题化合物与二氢叶酸还原酶（DHFR）进行了评估。异吲哚酮腙衍生物与所选酶的活性位点显示出N-H⋯O（）、N-H⋯O（）和⋯（）相互作用。
