Schiff bases and hydrazides are groups of compounds with important biological activities. In this contribution, (E)-N'-(2,5-dimethoxybenzylidene)picolinohydrazide (DBP) was synthesized and characterized by X-ray crystallography, IR, Raman, UV-Vis, and NMR spectroscopies. The Hirshfeld surface analysis was performed to investigate the interactions within the crystal package. The structure of DBP was optimized by several functionals (B3LYP, CAM-B3LYP, B3PW91, M05-2X, and M06-2X) in conjunction with the 6-311++G(d,p) basis set. The suitable level of theory was determined based on the comparison between experimental and theoretical bond lengths and angles (M06-2X/6-311++G(d,p)). The Natural Bond Orbital (NBO) and Quantum Theory of Atoms in Molecules (QTAIM) approaches were used for the quantification of the interaction strengths within a structure. The experimental IR and Raman peaks were assigned based on the calculated one, with the aid of the Potential Energy Distribution (PED) analysis. The ¹H and ¹³C NMR signals were also assigned when compared to the calculated ones. The reproducibility of the experimental results proved that a suitable level of theory was obtained. The experimental UV-VIS spectra consisted of a wide peak between 200 and 450 nm, while the most prominent theoretical transitions were located at 324, 231, and 213 nm. The nonlinear optical (NLO) studies Z-scan experiment allowed the determination of the nonlinear absorption coefficient and nonlinear refractive index, thus proving that DBP can be used as NLO material. Various reactivity descriptors of DBP and its analogs were computed and the reactivity was checked towards Cyclin-Dependent Kinase 2 protein, with the influence of structural parameters explained.

席夫碱和酰肼是具有重要生物活性的化合物组。在这项贡献中，合成了(E)-N'-(2,5-二甲氧基亚苄基) 吡啶甲酰肼 ( DBP )，并通过 X 射线晶体学、IR、拉曼、UV-Vis 和 NMR 光谱进行了表征。进行 Hirshfeld 表面分析以研究晶体封装内的相互作用。DBP的结构通过几个泛函（B3LYP、CAM-B3LYP、B3PW91、M05-2X 和 M06-2X）结合 6-311++G(d,p) 基组进行了优化。基于实验和理论键长和角度之间的比较(M06-2X/6-311++G(d,p))确定合适的理论水平。自然键轨道 (NBO) 和分子中原子的量子理论 (QTAIM) 方法用于量化结构内的相互作用强度。借助势能分布 (PED) 分析，基于计算得出的实验 IR 和拉曼峰被指定。的¹ H和¹³与计算的信号相比，还指定了 C NMR 信号。实验结果的再现性证明获得了合适的理论水平。实验 UV-VIS 光谱由 200 到 450 nm 之间的宽峰组成，而最突出的理论跃迁位于 324、231 和 213 nm。非线性光学 (NLO) 研究 Z 扫描实验允许确定非线性吸收系数和非线性折射率，从而证明DBP可以用作 NLO 材料。计算了DBP及其类似物的各种反应性描述符，并检查了对细胞周期蛋白依赖性激酶 2 蛋白的反应性，并解释了结构参数的影响。