Dataset of spectroscopic, crystallography and DFT of novel 1,2-bis[N,N’-6-(4-pyridylmethylamido)pyridyl-2-carboxyamido]butane

This paper provided the dataset obtained from spectroscopic, crystallography and DFT of a new compound namely 1,2-bis[N,N’-6-(4-pyridylmethylamido)pyridyl-2-carboxyamido]butane. This compound is prepared from the reaction between N-6-[(4-pyridylmethylamino)carbonyl]-pyridine-2-carboxylic acid methyl ester with butane-1,4-diamine. The preparation of this compound is modified from the method described in our article [1]. In this work, we present data characterization of 1,2-bis[N,N’-6-(4-pyridylmethylamido)pyridyl-2-carboxyamido]butane from Fourier Transform Infrared (FTIR), 1H Nuclear Magnetic Resonance (1 H NMR), NOESY NMR, 13C Nuclear Magnetic Resonance (13C NMR), and elemental analysis (CHNS). The structure of this molecule is also analysed by X-ray crystallography and DFT studies. A single-crystal X-ray diffraction investigation was carried out by using Bruker SMART Apex II Duo CCD area-detector diffractometers with MoKα radiation (wavelength of λ = 0.71073 Å). The optimized energy was indicated with GaussView 5.0 and Gaussian 16 software package programme.


Data collection
The spectra were acquired in the 40 0 0-40 0 cm −1 range using an ATR-FTIR spectrophotometer.The Perkin Elmer 100 model was utilized for FTIR analysis.Nuclear Magnetic Resonance spectra were recorded using a Bruker Advance II 400 spectrometer.UV-Vis spectrum was obtained using the Shimadzu UV-1800 Spectrophotometer.CHNS Analyzer Flash EA 1112 was employed to record CHN results.
X-ray diffraction data were obtained utilizing Mo-K α radiation (wavelength λ = 0.71073 Å).The data collection was performed at 150(2) K using an Oxford Diffraction X-Calibur single-crystal X-ray diffractometer.Absorption correction was applied to all datasets through a multi-scan approach.The structures were initially solved using SHELXS-97 and subsequently refined using full-matrix least-squares on F2 with SHELXL-97 [3] interfaced through the program X-Seed [4] .The molecular graphics were drawn using SHELXTL [5] .The isotropic displacement parameters are set to 1.2(C) times the equivalent isotropic U values of the parent carbon atoms.All the hydrogen atoms were physically positioned (C-H = 0.93) and refined using the riding model U iso (H) = 1.

Value of the Data
• The information derived from the integration of FTIR, NMR, and UV-Vis spectroscopic techniques is valuable for both characterizing and confirming the structures of novel compounds.• The knowledge obtained from theoretical and crystallography data can benefit researchers from physical chemistry and crystallographers in understanding the molecule stability in the solid state.• The data provided in this article can be reused by other researcher in their effort to produce new compounds potentially suitable for anion separation materials.
The FTIR spectra contain a number of significant peaks, including the ν(N -H) str , ν(C -H) str , ν(C = O), ν(N -H) bend , ν(C -H) bend , ν(C -H) str , and ν(C = C) bend peaks, which were found at 3309 cm −1 , 3047 cm −1 , 1658 cm −1 , 1527 cm −1 , 1411 cm −1 , 1327 cm −1 , and 995 cm −1 , respectively.In the 1 H NMR spectrum, the protons of the alkyl, pyridine, and amide groups were detected at 1.63-4.62ppm, 7.30-8.49ppm, and 9.39-9.90ppm, respectively.Meanwhile, in the 13 C NMR, the resonances for the carbons of alkyl, pyridine, and carbonyl groups were found in the range of 27.28-41.43ppm, 122.01-149.66ppm, and 163.08-163.94ppm, respectively.The electronic transitions revealed two chromophore absorption peaks, pyridine (C = C) and carbonyl (C = O), which have λ max absorption bands at 225 nm and 274 nm, respectively.These transitions correspond to ππ * and n-π * transitions.In the NOESY NMR spectrum, two distinct arrangements were observed, manifesting as patterns centred around the proton in the alkyl group (H2) at 3.34 ppm.Initially, the chemical shift of H2 in the spacer region at 3.34 ppm exhibited a cross-peak correlation with H7, where strong intramolecular correlations can be observed.These patterns also demonstrated cross-peak correlations with signals from the amide group (H2) and the pyridine group, specifically H9 (7.30 ppm) and H10 (8.49 ppm), respectively.The spectral information is illustrated in Figs.1-5 , respectively.Meanwhile, the summarized data were tabulated in Tables 1-4 , respectively.
Compound 1,2-bis[ N,N' -6-(4-pyridylmethylamido)pyridyl-2-carboxyamido]butane was crystallized in a monoclinic crystal system, adopting the P21/c space group.The crystal structure revealed that this compound adopted a trans conformation, attributed by rotation at butyl spacer (C14A -C15A -C15 -C14) across with torsion angles 111 °.The 2,6-pyridine dicarboxamide moieties and pyridyl of the pendant arms in the ligand were oriented in the opposite direction, as depicted in Fig. 6 .In the crystal packing, the molecules were connected by N -H O hydrogen bonds ( Fig. 7 ).Meanwhile, Tables 5 and 6 contain a tabulation of the datasets from crystal data.DFT studies supported the trans conformation and the optimization energy is −4989455.39kJ/mol ( Fig. 8 ).

DFT studies
All calculations were performed by Gaussian 16 using high performance computer (HPC) provided by CICT, Universiti Teknologi Malaysia along with Gauss View 5.0 for visualizations and using the Gaussian16 (G16) program package.Geometries were fully optimized without imposing constraints on bond lengths, bond angles, or dihedral angles.The "OPT" keyword was employed to conduct geometry optimizations using the unrestricted DFT method at the B3LYP/6-311G(d,p) level [2 , 6] .The basis set 6-311G(d,p) was applied to the C, H, N, and O atoms to optimize the molecular geometry at the B3LYP theoretical level.

Ethics Statement
This article does not contain any studies involving human subjects, animal experiments, or any data collected from social media platforms.

Fig. 7 .
Fig. 7. Packing structure when viewed from right side the c -axis.
indicated with GaussView 5.0 and Gaussian 16 software package programme.© 2023 The Authors.Published by Elsevier Inc.This is an open access article under the CC BY license ( http://creativecommons.org/licenses/by/4.0/ )