Intermolecular Hydrogen Research Articles

Inclusion Complexes of Ethanamizuril with β- and Hydroxypropyl-β-Cyclodextrin in Aqueous Solution and in Solid State: A Comparison Study.

Ethanamizuril (EZL) is a new anticoccidial drug developed by our Shanghai Veterinary Research Institute. Since EZL is almost insoluble in water, we conducted a study to improve the solubility of EZL by forming inclusion complexes with β-cyclodextrin (β-CD) and hydroxypropyl-β-cyclodextrin (HP-β-CD). In this study, we performed molecular docking and then systematically compared the interactions of EZL with β-CD and HP-β-CD in both aqueous solution and the solid state, aiming to elucidate the solubilization effect and mechanism of cyclodextrins (CDs). The interactions were also examined in the solid state using DSC, PXRD, and FT-IR. The interactions of EZL with CDs in an aqueous solution were investigated using PSA, UV-vis spectroscopy, MS, 1H NMR, and 2D ROESY. The results of phase solubility experiments revealed that both β-CD and HP-β-CD formed inclusion complexes with EZL in a 1:1 molar ratio. Among them, HP-β-CD exhibited higher Kf (stability constant) and CE (complexation efficiency) values as well as a stronger solubilization effect. Furthermore, the two cyclodextrins were found to interact with EZL in a similar manner. The results of our FT-IR and 2D ROESY experiments are in agreement with the theoretical results derived from molecular simulations. These results indicated that intermolecular hydrogen bonds existing between the C=O group on the triazine ring of EZL and the O-H group of CDs, as well as the hydrophobic interactions between the hydrogen on the benzene ring of EZL and the hydrogen of CDs, played crucial roles in the formation of EZL/CD inclusion complexes. The results of this study can lay the foundation for the future development of high-concentration drinking water delivery formulations for EZL.

PVA/gelatin hydrogel loaded with propolis for the treatment of myocardial infarction

Recently, propolis has shown potential cardioprotective effects against myocardial infarction. However, challenges in its clinical application have arisen, primarily due to concerns regarding dosage and potential adverse effects. To address this, we suggest integrating propolis into polyvinyl alcohol (PVA)/gelatin hydrogel to regulate the localized release of propolis at infarcted sites. PVA/gelatin hydrogels with varying propolis concentrations (3%, 7%, and 10%) were fabricated using a freeze–thawing method, and we characterized their microstructure, mechanical properties, and swelling behavior. Additionally, we examined propolis release profiles and assessed the cytotoxicity of the hydrogels. The presence of propolis in the PVA/gelatin hydrogel interfered with PVA and gelatin chains through intermolecular hydrogen bonding, consequently restricting chain movement and enhancing mechanical strength with increasing propolis concentration. The swelling ratio decreased by at least 40% upon the addition of propolis to the PVA/gelatin hydrogel. The PVA/gelatin hydrogels with different concentrations of propolis exhibited sustained release of propolis characterized by a burst release in the initial hour followed by a release at a constant rate up to 120 min, 240 min, and over 360 min for 3%, 7%, and 10% propolis, respectively. Moreover, the cytotoxicity test of the hydrogels’ degradation products against HEK 293 cells revealed cell viability within the range of 80–90%, indicating that the hydrogels were non-toxic and safe for cell growth. The incorporation of propolis into PVA/gelatin hydrogels not only allows for controlled localized release but also presents a promising therapeutic approach for myocardial infarction.

Asymmetric Three-Component Radical Alkene Carboazidation by Direct Activation of Aliphatic C-H Bonds.

Azide compounds are widely present in natural products and drug molecules, and their easy-to-transform characteristics make them widely used in the field of organic synthesis. The merging of transition-metal catalysis with radical chemistry offers a versatile platform for radical carboazidation of alkenes, allowing the rapid assembly of highly functionalized organic azides. However, the direct use of readily available hydrocarbon feedstocks as sp3-hybridized carbon radical precursors to participate in catalytic enantioselective carboazidation of alkenes remains a significant challenge that has yet to be addressed. Herein, we describe an iron-catalyzed asymmetric three-component radical carboazidation of electron-deficient alkenes by direct activation of aliphatic C-H bonds. This approach involves intermolecular hydrogen atom transfer between a hydrocarbon and an alkoxy/aryl carboxyl radical, leading to the formation of a carbon-centered radical. The resulting radical then reacts with electron-deficient alkenes to generate a new radical species that undergoes chiral iron-complex-mediated C-N3 bond coupling. An array of valuable chiral azides bearing a quaternary stereocenter were directly accessed from widely available chemical feedstocks, and their synthetic potential is further demonstrated through more facile transformations to give other valuable enantioenriched building blocks.

Transferable Anisotropic Mie Potential Force Field for Alkanediols.

The development of force fields for polyfunctional molecules, such as alkanediols, requires a careful account of different average intramolecular conformations for gas states compared to dense liquid states, where intra- and intermolecular hydrogen bonds compete. In the present work, the transferable anisotropic Mie (TAMie) potential is extended to 1,n-alkanediols. Using the convention that intramolecular nonbonded interactions up to and including the third neighbor are excluded, all force field parameters developed previously for 1-alcohols were transferred to 1,5-pentanediol and beyond, with good agreement with experimental phase equilibrium data. To obtain trans-gauche ratios of 1,2-ethanediol and 1,3-propanediol that are consistent with experimental results, the propensities for intra- and intermolecular hydrogen bonds had to be balanced. This was achieved by parameterizing the intramolecular dihedral energy functions governing the O-C-C-O and O-C-C-C angles while intramolecular charge-charge interactions were active. All partial charges belonging to a functional group are collected in a charge group and all interactions among two charge groups are evaluated even if they are separated by less than three bonds. With this approach, it is possible to apply the nonbonded parameters from 1-alcohols to alkanediols without further refinement. The agreement with experimental phase equilibrium and shear viscosity data is of similar quality as for the 1-alcohols and the trans-gauche ratio agrees with literature results from spectroscopic measurements and ab initio calculations.

Probing the stability and quality of the cellulose-based Pickering emulsion containing sesamolin-enriched sesame oil by chemometrics-assisted ATR-FTIR spectroscopy

This study presents the employment of Fourier transform infrared (FTIR) spectroscopy with attenuated total reflection and principal component analysis (PCA) to analyze the stability of a Pickering emulsion stabilized by carboxylated-cellulose nanocrystal (cCNC) comprising sesame oil phases with or without sesamolin. FTIR measurements identified an intermolecular hydrogen bond between the ester group of the triglyceride and the carboxyl group of the cCNC to create the emulsion droplet. The spectral bands from the hydroxyl group vibration (3700–3050 cm−1), carbonyl (1744 cm−1), CO groups of the ester triglyceride and cCNC (1160–998 cm−1) markedly discriminated between stabilized and destabilized emulsions. The PCA of FTIR spectra detected the change of molecular interaction during storage according to creaming, aggregation, and coalescence and changes in physicochemical parameters such as droplet size, refractive index, and zeta potential. Hence, PCA enabled the observation of the destabilization of emulsion in real-time.

Experimental and theoretical investigation of an ionic liquid-based biphasic solvent for post-combustion CO2 Capture: Breaking through the “Trade-off” effect of viscosity and loading

To break through the “trade-off” effect of biphasic solvents between rich-phase viscosity and CO2 loading, we synthesized a novel ionic liquid (diethylenetriamine-3-hydroxypyridine, [DETA][3HPyr]) with multiple active sites and combined it with the organic solvent diethylene glycol monobutyl ether (DGME) and water to prepare a biphasic solvent for CO2 absorption, the best absorption condition was optimized. The results demonstrated that after absorption, the solvent transformed from homogeneous to biphasic with highly self-concentrated absorption products in the rich phase. The volume of the rich phase accounted for only 36.3 % of the total solvent, while its viscosity decreased significantly to 28.1 mPa·s, with a high blend absorption capacity of 2.67 mol·kg−1. The species of absorption product and absorption mechanism was investigated using 13C NMR. The stable presence of carbamic acid in the system was confirmed, contributing to enhanced absorption capacity. Density functional theory calculations revealed that DGME stabilized carbamic acid through intermolecular hydrogen bonding interactions, and highly polar ions generated during absorption and uneven charge distribution between ions dominated the phase-change process and increased the water content in the rich phase. Thermodynamic energy barrier calculation showed that the solvent effect of DGME reduced the Gibbs free energy barriers of proton transfer and facilitated reaction progress. 3IL4D3H exhibited excellent cyclic performance with low regeneration energy consumption at 1.77 GJ·t−1. This is the first work to revealing the intrinsic dynamics of carbamic acid formation, and provides a new perspective for the phase-change mechanism of ionic liquid-based biphasic solvent.

UiO-66(Zr) as drug delivery system for non-steroidal anti-inflammatory drugs

The toxicity for the human body of non-steroidal anti-inflammatory drugs (NSAIDs) overdoses is a consequence of their low water solubility, high doses, and facile accessibility to the population. New drug delivery systems (DDS) are necessary to overcome the bioavailability and toxicity related to NSAIDs. In this context, UiO-66(Zr) metal-organic framework (MOF) shows high porosity, stability, and load capacity, thus being a promising DDS. However, the adsorption and release capability for different NSAIDs is scarcely described. In this work, the biocompatible UiO-66(Zr) MOF was used to study the adsorption and release conditions of ibuprofen, naproxen, and diclofenac using a theoretical and experimental approximation. DFT results showed that the MOF-drug interaction was due to an intermolecular hydrogen bond between protons of the groups in the defect sites, (μ3 − OH, and − OH2) and a lone pair of oxygen carboxyl functional group of the NSAIDs. Also, the experimental results suggest that the solvent where the drug is dissolved affects the adsorption process. The adsorption kinetics are similar between the drugs, but the maximum load capacity differs for each drug. The release kinetics assay showed a solvent dependence kinetics whose maximum liberation capacity is affected by the interaction between the drug and the material. Finally, the biological assays show that none of the systems studied are cytotoxic for HMVEC. Additionally, the wound healing assay suggests that the UiO-66(Zr) material has potential application on the wound healing process. However, further studies should be done.

Synthesis and Crystal Structure Studies of a New Complex of Co (III)-Schiff Base Derivative Derived from Isonicotinohydrazide

A new Co(III) complex prepared by the reaction of N'–(1–(pyridin–2 yl)ethylidene) isonicotinohydrazide (H2L) with Co(II) ion is reported in this paper. The H2L ligand is structurally characterized by elemental analysis, NMR, and infrared spectroscopies. The mononuclear complex [Co(HL)2]·Cl·3H2O (1), is characterized by infrared spectroscopy, elemental analysis, conductance, magnetic room temperature measurement and single X-ray diffraction. The complex crystallizes in the monoclinic system with space group P21/c. The parameters of the unit cell are a = 9.6818(3) Å; b = 25.1587(6) Å; c = 11.5481(3) Å; β = 101.797(3) °; Z = 4; Rint = 0.0313 and wR(F2) = 0.0812. The asymmetric unit of the compound contains a discrete [Co(HL)2]+ cation one free chloride anion and three uncoordinated water molecules. In the discrete cation one Co3+ ion two organic ligand molecules are present. The coordination polyhedron around the Co3+ center is best described as a distorted octahedral with CoN4O2 chromophore. The crystal structure of the complex is stabilized by intramolecular and intermolecular hydrogen bonds.

Quantitative analysis of molecular interactions in κ-carrageenan-Isovanillin biocomposite for biodegradable packaging and pharmaceutical applications using NMR, TOF-SIMS, and XPS approach

This study explores the molecular interactions and structural changes in κ-carrageenan crosslinked with isovanillin to create a biocomposite material suitable for hard capsule and bio-degradable packaging applications. Proton Nuclear Magnetic Resonance (1H NMR) spectroscopy revealed chemical changes in the conjugate molecule, indicating improved electronegativity due to intermolecular hydrogen bonding between κ-carrageenan and isovanillin. Time-of-flight Secondary Ion Mass Spectrometry (ToF-SIMS) analysis revealed enhanced ion intensity due to intermolecular interactions, particularly between sulphate and hydrogen ions. X-ray Photoelectron Spectroscopy (XPS) study demonstrated that κ-carrageenan and isovanillin form stronger hydrogen bonds, with a shift in binding energy indicating higher electronegativity. These findings shed light on the molecular mechanisms that underpin the formation of the biocomposite material, as well as its potential for use in hard capsule and biodegradable packaging materials, addressing the need for sustainable alternatives in the pharmaceutical and packaging industries while also contributing to environmental conservation.

Effect of Hydrogen Bonding and Chirality in Star-Shaped Molecules with Peripheral Triphenylamines: Liquid Crystal Semiconductors and Gels.

Organic semiconductors with well-defined architectures pose a suitable alternative to amorphous silicon-based inorganic semiconductors. Encouraged by the development of organic semiconductors based on columnar liquid crystals, herein, we report on a family of C3-symmetric star-shaped mesogens based on triphenylamine (TPA), a functional unit with strong electron donor character. Highly stable columnar phases with high hole mobility values were obtained out of this nonplanar functional unit, and this was achieved by using flexible amide spacers to join the TPA units to a tris(triazolyl)triazine (T) star-shaped core, allowing the formation of intermolecular hydrogen bonds. The presence of hydrogen bonds results in a stabilization of the columnar architectures either in bulk or in the presence of solvents by reinforcing π-stacking and van der Waals interactions, as deduced by Fourier-transform infrared (FTIR) and X-ray diffraction (XRD) studies. Furthermore, the introduction of a stereogenic center in the flexible spacer prompts the formation of chiral aggregates in the liquid crystal state and in the organogel formed in 1-octanol, as demonstrated by circular dichroism spectroscopy.

Synthesis, structure, hirshfeld surface analysis and antibacterial activities of [Cd(2-ampy)3(NCS)(μ1,5-SCN)]2 and [Cd(4-ampy)2(μ1,5-dca)2]n complexes (2-ampy = 2-aminopyridine, 4-ampy = 4-aminopyridine, NCS = thiocyanate, dca = dicyanamide)

The complexes [Cd(2-ampy)3(NCS)(μ-SCN)]2 (1) and [Cd(4-ampy)2(μ1,5-dca)2]n (2) were synthesized and characterized using single crystal XRD. Complex 1 has a dimer structure with a triclinic crystal system and space group P1¯, whereas complex 2 has a polymer structure with a monoclinic crystal system and space group P21/c. Hirshfeld surface analysis of complex 1 showed the presence of S⋯N–H and N–H–S interactions between dimer molecules and intramolecular hydrogen bonds N–H⋯N. In complex 2, the analysis showed the polymer coordination chain bonds between Cd(II) ions with N atoms from dicyanamide and intermolecular hydrogen bonds of N–H⋯N. In vitro antibacterial testing for both complexes against Escherichia coli (gram-negative) and Staphylococus aureus (gram-positive) showed a higher inhibition zone diameter than the constituent reactants, where complex 2 had the a higher antibacterial activity.

Hydrogen bond analysis of the p-coumaric acid-nicotinamide cocrystal using the DFT and AIM method

Background: The molecular geometric structure of p-coumaric acid-nicotinamide has been optimised using Density Functional Theory (DFT) and Atom In Molecule (AIM). Objective: To analyse the hydrogen bond of the p-coumaric acid–nicotinamide cocrystal. Method: Structural optimisation using DFT was carried out on the basis set B3LYP/6-311G++ (d, p). The electron density topology from the optimisation results obtained was then validated using the Non-Covalent Interaction (NCI) method. Result: Optimisation results showed that there are intermolecular hydrogen bonds in the carbonyl group of p-coumaric acid and the amine group of nicotinamide, namely C1=O11∙∙∙O34 with length 1.804 Å. On the other hand, the results of the topology test with AIM showed a value of ∇2ρ = 0.1196 a.u; G = 0.0393 a.u; H = 0.0946 a.u; V = -0.0488 a.u which means there was an intermolecular Hydrogen bond with EH∙∙∙O = -64.05 a.u. Conclusion: A hydrogen bond in the cocrystal of p-coumaric acid-nicotinamide is classified as an intermolecular hydrogen bond between the carbonyl group of p-coumaric acid and the amine group in the carboxyl group.

Aramid nanofiber as a polyfunctional crosslinker for epoxidized natural rubber with robust and recyclable properties

Facilitating biobased rubber with excellent reprocessability is a facile strategy to save resources and protect the environment evoked by the waste vulcanizates. Herein, a novel worm-like structure of aramid nanofibers (ANFs) was designed and served as both reinforcing agent and crosslinker for the biobased epoxidized natural rubber (ENR). The worm-like ANFs which covered a layer of nanoparticles could significantly hinder the strong orientation under intermolecular hydrogen bonds of the pristine ANFs, meanwhile hybrid interactions were created by forming hydrogen bonds and dynamic di-/polysulfide crosslinking between ANFs and ENR. Therefore, a well dispersed ANFs in the ENR matrix was established by the green aqueous compounding method and achieved advanced stress and modulus as well as the desirable recycling and self-healing ability. This strategy opens up new avenues for the design of rubber composites with enhanced strength, recyclable and repairable properties.

Inserting intermolecular hydrogen bonds to achieve dimensional regulation and phase transition temperature enhancement

Organic-inorganic hybrid materials have become potential candidates in fields of light emitting diodes (LEDs), mechanical switches, energy conversion due to their excellent magneto-opto-electronic properties. Further improving the performance of materials is a prerequisite for achieving their commercial application. Currently, many effective strategies have been proposed and validated to enhance the properties of materials, but both simultaneously realizing the improvement phase transition temperature and dimensional regulation of materials remains a huge challenge. Here, we successfully synthesized two hybrid materials, (pyrrolidinium)PbI3 (Com-1) and (3-hydroxypyrrolium)6Pb5I16 (Com-2). In this work, the strategy of inserting intermolecular hydrogen bonds cleverly achieves a significant increase in phase transition temperature (ΔT = 81 K) and dimensional regulation (1D to 2D). Moreover, semiconductor properties of two compounds are investigated to be direct bandgap semiconductor. In short, inserting intermolecular hydrogen bonds between molecules is an effective strategy to improve physical performance.

The enzymatic synthesis of theaflavin-3-gallate oxidation product and its determination

In this work, the oxidation of theaflavin-3-gallate (TF-3-G) was investigated using (−)-epicatechin (EC) and (−)-epigallocatechin gallate (EGCG) as substrates in a one-pot reaction. The resulting TF-3-G oxidation product was acquired by employing acetonitrile/water and ethanol/water as eluents, respectively, which was identified as theanaphthoquinone-3′-gallate (TNQ-3′-G). Surprisingly, we discovered that TNQ-3′-G could react with certain protic solvents to form new and unstable complexes through intermolecular hydrogen bond. This reactivity was also confirmed by the presence of irregular peaks in reverse-phase high-performance liquid chromatography (RP-HPLC) besides spectroscopic data. Therefore, we inferred that the number of carboxyl groups may increase through the successive oxidative polymerization of the TFs oxidation products. The high-molecular polymer could also interact with biomacromolecules in a similar manner to their interaction with protic solvents. This interaction might be one of the main factors contributing to the broad hump of thearubigins (TRs) on the RP-HPLC baseline. Additionally, these findings lay a solid foundation for interpreting the structures of TRs and understanding their generation mechanism.

Layered rare-earth stabilized Bi2O3: Organic amines intercalation under ambient conditions and their role as a solid adsorbent for iodine

Intercalation chemistry is pivotal in discovering the dimension-dependent properties of 2D materials and expanding their applications. Layered bismuth oxide with composition Bi0.775Ln0.225O1.5 (Ln = La, Pr, Nd, Sm, and Eu) has been demonstrated to intercalate both aliphatic and aromatic amines, resulting in the unit cell expansion along the c-axis. Aliphatic amines were present in a vertical orientation, whereas aromatic amines preferred a horizontal orientation. The intercalated amine concentrations ranged from 0.15 to 0.54 mole per mole of the host. Among the chosen amines, ethylenediamine intercalation enhanced the c-axis of Bi0.775Pr0.225O1.5 by 20 Å, justified by the high amounts of intercalant and intermolecular hydrogen bonding between them, resulting in a bilayer arrangement. The lamellar-plate-like morphology filled with intercalants and twinning collapse was noticed in the FESEM and SAED patterns after the intercalation process. The ethylenediamine intercalated Bi0.775Pr0.225O1.5 was further evaluated for iodine adsorption from non-aqueous solutions through chemisorption following pseudo-second-order kinetics. The X-ray diffraction peaks after adsorption suggested bilayer to monolayer transformation aided by chemical alterations within the host's van der Waals gaps. The N–I vibration mode, observed in the FTIR spectrum of the iodine-adsorbed sample, further augmented the interaction between the two during adsorption.

Mesoporous silica entrapped alpha-mangostin constructed tough, high strength, and mildew resistant soybean protein adhesives by organic–inorganic strategy

The production of value-added products from agricultural raw materials has been deemed a cutting-edge approach to attaining an uncontaminated geosphere globally. Thus, soybeans have recently attracted several wood-bonding capability studies due to their biobased, high-performance, and sustainable attributes. However, simultaneously achieving high-performance, mechanical, and anti-mildew properties in soybean protein (SBP) adhesive remains an enormous quest. Herein, an organic–inorganic strategy is reported to formulate SBP adhesive via adipic acid hydrazide strengthened α-mangostin (Sα-M) entrapped by mesoporous silica nanoparticles (MSN), yielding a highly biocompatible dense network (MSN/Sα-M). Afterward, the MSN/Sα-M was incorporated into SBP molecular chains through the enhanced dynamic covalent conjugation and intermolecular sacrificial hydrogen bonds to form SBP@MSN/Sα-M adhesive. Consequently, the multiple synergistic interactions resulted in tough adhesive layers, exhibiting high wood-bonding strength of 2.59 and 1.50 MPa at dry and wet conditions, increasing 66% and 206%, respectively. The SBP@MSN/Sα-M adhesive also offers excellent anti-mildew properties, with an extended wood bonding capability beyond 20 days of storage. This unique, versatile, and sustainable strategy provides new headway for developing bio-based wood adhesives from agricultural raw materials.

Studying how changes in the structure caused by hydrogen bonding affect the corrosion resistance of polybenzoxazine-based coatings using molecular dynamics simulations

Polybenzoxazine (PBz) based coatings were prepared using designed PBz monomers for corrosion protection. The structure and properties of poly(MPM) and poly(POPM) coatings deriving from PBz monomer with methyl group and phenoxy group, respectively, were fully investigated by Fourier transform infrared spectroscopy, water contact angle measurements and electrochemical impedance spectroscopy. For the two crosslinking coating systems, the poly(POPM) coating, with a lower intermolecular hydrogen bonding ratio of 9.7 %, exhibited better hydrophobicity, stability, and corrosion resistance. This is evidenced by a water contact angle (WCA) exceeding 94° (90° for poly(MPM) system) and a charge-transfer resistance surpassing 1 GΩ cm2 (1 MΩ cm2 for poly(MPM) system) even after 30 days of immersion in a 3.5 wt% NaCl solution. The distinct performance in corrosion resistance performance between the two systems can be attributed to structural changes arising from hydrogen bonding, which were extensively investigated through solubility parameters calculation and molecular dynamics simulations in this study. The results show that the prevalence of intra‑hydrogen bonding in the poly(POPM) coating lead to a more compact structure and enhanced hydrophobicity against water, thereby enhancing the barrier ability of PBz based coatings against the penetration of corrosive substances.

Comparative analysis of the crystal structures of hydrates and sodium salts of monensin and its new C-26 succinate ester

Monensin succinate ester hydrate (2-H2O) has been synthesized by the succinylation of C-26 hydroxyl group of monensin (1) using a simple reaction with succinic anhydride. Additionally, the sodium salt (2-Na) of monensin succinate ester has been obtained. Molecular structures of both compounds (2-H2O and 2-Na) were studied using X-ray diffraction of single crystals and spectroscopic methods. According the crystallographic studies of 2-H2O and 2-Na, the molecules are held together as dimers linked by the centrosymmetric pairs of intermolecular hydrogen bonds between the carboxylic groups. The crystal structures of compounds 2-H2O and 2-Na are compared to those of the known monensin acid hydrate (1-H2O) and 1:1 inclusion complex of monensin A sodium salt with acetonitrile (1-Na-CH3CN) and that of newly obtained monensin sodium salt monohydrate (1-Na-H2O). Comparison of these structures showed a significant impact of C-26 succinate ester moiety on the coordination of the Na+ cation and hydrogen bond.

Exploring nonlinear optical properties in a hybrid dihydrogen phosphate system: an experimental and theoretical approach.

The controlled slow evaporation process conducted at room temperature has produced a novel hybridmaterial denoted as (2-hydroxyethyl) trimethylammonium dihydrogen phosphate [2-HDETDHP](C5H14NO+, H2PO4-), synthesized through the solution growth method. X-ray crystallographyanalysis reveals a triclinic structure with a filling rate of P and a Z value of 2. This hybrid materialdisplays noteworthy absorption characteristics in the middle and far ultraviolet regions. UV-visiblespectroscopy further establishes its transparency in the visible and near-visible ultraviolet domains.FT-IR spectroscopy examines various vibration modes, elucidating their relationships with thefunctional groups within the structure. Two- and three-dimensional fingerprint maps, coupled withthree-dimensional crystal structures through Hirshfeld Surface Analysis, unveil the dominance of O•••Hand H•••H interactions in the structure, comprising 49.40% and 50.40%, respectively. Fingerprint plotsderived from the Hirshfeld surface assess the percentages of hydrogen bonding interactions, with80.6% attributed to a fragment patch. The experiment of antimicrobial efficacy of a synthesizedproduct, conducted in triplicate, demonstrated the synthesized product's potential antimicrobial activity. Hirshfeld surfaces are employed to investigate intermolecular hydrogen bonding, specifically withinsingle phosphate groups. The molecular structure of 2-HDETDHP was refined using single-crystal X-ray analysis, while itsoptical characteristics were examined through UV-visible spectroscopy. FT-IR spectroscopy isemployed for the assignment of molecular vibrations of functional groups in the affined structure. Quantum calculations were executed with the GAUSSIAN 09 software package at B3LYP/6-311Glevel of theory, to optimize the molecular geometries. The antimicrobial efficacy of a synthesized product was evaluated using the disc diffusion methodagainst antibiotic-resistant Candida albicans, Candida tropicalis, Aspergillus niger, Staphylococcusaureus, and Escherichia coli. Microorganisms were cultured on nutrient agar, and inhibition zoneswere measured after incubation, with streptomycin and amphotericin as positive controls.