Structural Chemistry最新文献

{"title":"Synthesis, characterization, solvatochromic, and electrochemical investigation of novel 4-methyl coumarin fused azo dyes as an NLO material and their biological studies","authors":"Surendranaik. Y, Talavara Venkatesh, Eresha naik","doi":"10.1007/s11224-024-02359-5","DOIUrl":"https://doi.org/10.1007/s11224-024-02359-5","url":null,"abstract":"<p>Herein, we synthesized novel 4-methyl coumarin-incorporated heterocyclic azo dyes, and structures were confirmed by analytical and spectroscopic approaches. Computational studies were performed using the DFT method with a B3LYP/ 6–31 G (d, p) basis set used to explore the molecular geometry, Mullikan atomic charges, global reactive descriptors, MEP, and RDG. Nonlinear optical (NLO) analysis revealed that the first-order hyperpolarizability of 1d was 18 times greater than that of urea. Natural bond orbital (NBO) analysis showed that all the compounds had greater stability due to internal charge transfer. Solvatochromic behavior was analyzed using UV–Vis spectroscopy, and the absorbance was observed in the range of 380–445 nm. The electrochemical behavior was determined by cyclic voltammetry, which exhibited two reduction peaks and was used to calculate the energy of the molecules (E_HOMO-E_LUMO). The antimicrobial activity was studied against different pathogens Viz<i>., E. coli, S. aureus,</i> and <i>A. flavus</i>, and the results showed that the compounds had good antimicrobial efficacy. “Furthermore, in silico molecular docking results revealed that compounds 1b and 1a have good binding site energies against the target enzymes DNA gyrase and O-methyltransferase, respectively”.</p>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"8 1","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141571135","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal structure, supramolecular framework, hirshfeld surface analysis, and photophysical studies of some acridinium/acridine derivatives prepared by mechanochemical synthesis","authors":"Jagan Rajamoni, Saptarshi Datta, Jinjia Xu","doi":"10.1007/s11224-024-02355-9","DOIUrl":"https://doi.org/10.1007/s11224-024-02355-9","url":null,"abstract":"<p>Four acridinium/acridine derivatives have been prepared by mechanochemical synthesis and their crystal structure, supramolecular framework, interaction energy calculation, thermal analysis, and photophysical properties are studied and presented in this manuscript. In the crystal structure, the one- and two-dimensional supramolecular framework is constructed via various strong and weak intermolecular interactions such as N‒H…Cl, O‒H…N, O‒H…Cl, C‒H…Cl, C‒H…O, C‒H…π, and π…π, respectively. The contribution of intermolecular interaction in the three-dimensional molecular packing is studied by the Hirshfeld surface analysis. The calculated total energy value of intermolecular interaction/contacts observed between the molecular pairs in the acridine compound is stronger than the energy value of intermolecular interaction/contacts of acridinium derivatives. The energy value of π…π contacts exhibited between the molecular pairs is significantly stronger than other weak interactions. The thermogravimetric analysis reveals that the acridinium derivatives degrade in three steps whereas the acridine compound undergoes a single-step degradation. Studies show that the acridinium derivatives exhibit a better photoluminescence quantum yield when compared to the acridine compound, and the acridine compound experiences a photoluminescence quenching due to charge transfer interactions.</p>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"19 1","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-07-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141571018","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Using the vector of the ideality of correlation to simulate the zeta potential of nanoparticles under different experimental conditions, represented by quasi-SMILES","authors":"Alla P. Toropova,&nbsp;Andrey A. Toropov,&nbsp;Natalia Sizochenko","doi":"10.1007/s11224-024-02357-7","DOIUrl":"10.1007/s11224-024-02357-7","url":null,"abstract":"<div><p>The modified version of quasi-SMILES is studied. Unlike the previous ones, the new version allows building codes of experimental conditions in a user-friendly (easily interpreted) form. The quasi-SMILES can be a convenient basis for discussion between experimentalists and developers of models. The optimal descriptors for regression one-parameter models were calculated with the Monte Carlo method, using the vector of ideality of correlation. The vector of the ideality of correlation has two components: (i) the index of ideality of correlation (<i>IIC</i>) and (ii) the correlation intensity index (<i>CII</i>). Both the indices are components of the stochastic Monte Carlo process. The contribution of these indices is paradoxical: they improve the statistical quality of a model on the external validation set but to the detriment of the statistical quality of the model for the training set. Taking into account <i>IIC</i> and <i>CII</i> values for the Monte Carlo optimization gives an improvement of models of zeta potential of considered nanoparticles. The described approach is convenient for modelling the zeta potential of the considered nanoparticles. No less important is the universality of the use of quasi-SMILES as a means for studying the values of endpoints in the form of mathematical functions of not only the structures of the simulated objects (nanoparticles) but also the experimental conditions.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"35 6","pages":"1925 - 1935"},"PeriodicalIF":2.1,"publicationDate":"2024-06-28","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141508894","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Cu(II)-bis(benzoylacetonate) complexes as potential inhibitors for tubulin polymerization: synthesis, crystal structure, spectral characterization, HSA, DFT, molecular docking studies, and antioxidant activity","authors":"Abdenour Guerraoui, Meriem Goudjil, Amel Djedouani, Amani Direm, Abdelhalim Boussaa, Douniazed Hannachi, Elvira Fantechi, Giampiero Ruani, Abdecharif Boumaza","doi":"10.1007/s11224-024-02354-w","DOIUrl":"https://doi.org/10.1007/s11224-024-02354-w","url":null,"abstract":"<p>The reaction of 1-phenyl-1,3-butanedione, also known as benzoylacetone (bzac), with adequate copper salts (sulfate/acetate) at a molar ratio of 2:1 in methanol led to two mononuclear complexes, <i>trans</i>-[Cu(bzac)₂] (<b>I</b>) and <i>cis</i>-[Cu(bzac)₂(CH₃OH)] (<b>II</b>). Both complexes crystallize in the monoclinic <i>P2</i>_<i>1</i><i>/c</i> symmetry. The copper is four- and five-coordinate, exhibiting a square planar geometry and a distorted square-based pyramid in <b>I</b> and <b>II</b>, respectively. Their crystal structures form discrete supramolecular packing. Indeed, <i>Hirshfeld</i> surface analysis (HSA) with 2D fingerprint plots revealed short-range intermolecular contacts involving O—H···Ο hydrogen bonds and C—H<i>···π</i> interactions in both complexes, in addition to <i>π···π</i> interactions in <b>I</b>. The complexes were characterized by IR and UV‒Vis spectroscopic methods. Moreover, a thorough examination of <b>I</b> and <b>II</b> was conducted, focusing on their structural attributes, electronic characteristics, and both linear and nonlinear optical (NLO) responses through density functional theory (DFT) and time-dependent density functional theory (TD-DFT) calculations. These quantum calculations were executed utilizing uωwb97xd/6-311G**/SDD. The results revealed that the <i>β</i>₀ value for <b>II</b> was approximately 23 times greater than that of urea. On the other hand, the static and dynamic second hyperpolarizabilities (<i>γ</i>(0; 0,0,0), <i>γ</i>(− 2<i>ω</i>; <i>ω</i>,0,0), and <i>γ</i>(− 2<i>ω</i>; <i>ω</i>,<i>ω</i>,0)) of <b>I</b> are approximately 33% higher than those of <b>II</b>. From this, we infer that the complexes under investigation have potential as outstanding materials for second- and third-order NLO applications. The interactions of <b>I</b> and <b>II</b> with tubulin (PDB ID: 4O2B) were evaluated by molecular docking studies. The results showed that both complexes can bind to many sites on the target and may inhibit its polymerization process. Furthermore, the antioxidant activity of both complexes was also determined and fully discussed.</p>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"172 1","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141508895","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Exploring the potential of magnesium clusters as effective adsorbents for gaseous radioactive iodine in nuclear energy applications","authors":"Na Wang, Jie Zhou, Xiangjun Kuang, Jianqi Qi, Jun Zhou, Shijie Wang, Tingting Song, Peng Sun","doi":"10.1007/s11224-024-02346-w","DOIUrl":"https://doi.org/10.1007/s11224-024-02346-w","url":null,"abstract":"<p>The interaction of molecular iodine on Mg_n (<i>n</i> = 2–18) clusters has been investigated using first-principles calculations. Structural, adsorption energy and electronic properties of these systems are reported. After structure optimization, the iodine molecule undergoes dissociative adsorption, where the I–I covalent bond of molecular iodine is broken and the dissociative iodine atoms adsorb on the surfaces of the magnesium clusters. The adsorption energy ranging from − 4.335 to − 5.740 eV indicates the chemisorption of I on Mg_n clusters. In the same way, for <i>n</i> &gt; 4, Mg-I compounds have bond lengths of 2.694 to 2.937 Å forming ionic bonds and the values of charge transfer in Mg_nI₂ reach − 0.829 to − 0.977 e. The projected density of states (PDOS) of Mg₇I₂, which has the highest absolute adsorption energy, and Mg₁₆I₂, which has the highest amount of charge transfer, demonstrate the strong hybridization between the Mg 3s and the I 5p orbitals. Overall, the change in electronic structure suggests that Mg_n clusters might serve as promising adsorbents for the removal of gaseous radioactive iodine.</p>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"32 1","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-06-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141508896","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Molecular insights into enantioselective separation of λ-cyhalothrin: a theoretical investigation","authors":"Vitória S. Reis, Luciana Guimarães, Clebio S. Nascimento","doi":"10.1007/s11224-024-02356-8","DOIUrl":"https://doi.org/10.1007/s11224-024-02356-8","url":null,"abstract":"<p>λ-Cyhalothrin (CLT), a widely employed pyrethroid insecticide for pest control, is typically marketed as a racemate, akin to many other pesticides. It has been recognized that optical isomers may exhibit distinct biological activity and toxicity, prompting the burgeoning demand for more efficient separation methods to isolate these isomers. In this study, we employed a theoretical approach to unravel the chiral recognition mechanisms governing the interaction between a polysaccharide-derived stationary phase and the λ-cyhalothrin. Density functional theory calculations were utilized to glean structural and energetic information, enabling the elucidation of the observed chiral discrimination and enantiomeric elution order from prior HPLC experiments. Our analysis pinpointed the critical role of hydrogen bonding and π-π stacking interactions in dictating the relative stability of the diastereomeric complexes formed between the λ-cyhalothrin enantiomers and the chiral selector.</p>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"34 1","pages":""},"PeriodicalIF":1.7,"publicationDate":"2024-06-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141529795","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Ingemar Ernberg, Göran Johansson, Tomas Lindbad, Joar Svanik, Göran Wendin, Quantum Physics and Life","authors":"Istvan Hargittai","doi":"10.1007/s11224-024-02352-y","DOIUrl":"10.1007/s11224-024-02352-y","url":null,"abstract":"","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"35 4","pages":"1345 - 1347"},"PeriodicalIF":2.1,"publicationDate":"2024-06-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141508897","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Structural Chemistry, a brief memory","authors":"Joel F. Liebman","doi":"10.1007/s11224-024-02350-0","DOIUrl":"10.1007/s11224-024-02350-0","url":null,"abstract":"","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"35 4","pages":"1035 - 1035"},"PeriodicalIF":2.1,"publicationDate":"2024-06-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141336849","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"Crystal structure, packing features, DFT evaluation of intermolecular hydrogen bonds, and crystal lattice energy of a polymorph of 4-oxo-4-phenylbutanoic acid","authors":"Vyacheslav S. Grinev,&nbsp;Anna E. Sklyar,&nbsp;Ilya A. Demeshko,&nbsp;Anastasia A. Lobankova,&nbsp;Nikita A. Barabanov,&nbsp;Alevtina Yu. Yegorova","doi":"10.1007/s11224-024-02351-z","DOIUrl":"10.1007/s11224-024-02351-z","url":null,"abstract":"<div><p>Different crystal forms of pharmaceutically important compounds demonstrate non-equivalent physical properties and, thus, bioactivity. Taking into consideration the polymorphism is crucial for many applications due to the prominent variation in properties of solids of the same chemical substance but with different crystal packing. The structure of 4-oxo-4-phenylbutanoic acid, C₁₀H₁₀O₃, at 120 K has monoclinic (<i>P</i>2₁<i>/c</i>) symmetry and is a <i>Z</i> = 8, <i>Z</i>′ = 2 polymorph (γ-form). The previously published two polymorphs with CCDC codes VERMAG (α-form) and VERMAG01 (β-form) crystallize with <i>Z</i> = 4, <i>Z</i>′ = 1 in the monoclinic space groups <i>P</i>2₁<i>/c</i> [<i>a</i> = 15.071 (10), <i>b</i> = 5.435 (9), <i>c</i> = 16.058 (10), <i>β</i> = 129.57 (10)°] and <i>P</i>2₁<i>/n</i> [<i>a</i> = 12.728 (6), <i>b</i> = 5.200 (3), <i>c</i> = 14.426 (6), <i>β</i> = 111.33 (3)°], respectively. Reported herein polymorph has a significantly larger cell volume of 1754.51 ų [<i>a</i> = 15.2673 (6), <i>b</i> = 5.2028 (2), <i>c</i> = 22.3063 (8), <i>β</i> = 98.0217 (7)°]. Structurally, the γ-form differs from the two other known (RMSD does not exceed 0.2 Å). Only reported herein polymorph contains weak attractive C7—H7A···O3A close contacts between two neighboring molecules, giving some structural variety of the two crystallographically independent molecules as well as slight non-coplanarity between their phenyl rings. The previously reported polymorphs demonstrate carbonyl groups at position 4 unaffected. All polymorphs contain dimers of molecules bounded by two equivalent intermolecular hydrogen bonds. Investigation of three polymorphs of 4-oxo-4-phenylbutanoic acid highlights the importance of understanding the relationship between various parameters such as packing density, presence of different interactions within the crystal, and energy of the crystal lattice. This is of great importance for the development of new materials with specific physical properties and applications in various fields of science and technology, such as dyes and pigments, high-energy materials, and pharmaceuticals.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"35 6","pages":"2045 - 2053"},"PeriodicalIF":2.1,"publicationDate":"2024-06-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141343607","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

{"title":"On substituent effect in 1,n–homodisubstituted polyenes","authors":"Marek Graff,&nbsp;Sawomir Ostrowski,&nbsp;Jan Cz. Dobrowolski","doi":"10.1007/s11224-024-02349-7","DOIUrl":"10.1007/s11224-024-02349-7","url":null,"abstract":"<div><p>The all-<i>trans</i> and all-<i>cis</i> polyenes homodisubstituted at the ends were calculated at the B3LYP/6-31G** level. The disubstitution gives rise to three end-types of the conformers: <i>trans-trans</i>, <i>trans-cis</i>, and <i>cis-cis</i>, denoted as <i>EE</i>, <i>EZ</i>, and <i>ZZ</i>. The symmetry of the <i>EE</i> or <i>ZZ</i> all-<i>cis</i> isomers depended on the double bond parity. Twelve substituents used: H, BeH, BH₂, BF₂, Br, CH₃, Cl, CN, F, NH₂, NO₂, OH, and SiH₃ were chosen to exhibit different σ- and π-electron donating and electron withdrawing properties. For polyenes composed up to ca. 20 C-atoms, the π-electron donating and withdrawing character of the end groups matters and differently acting substituents play significantly different roles. Unexpectedly, the intramolecular interactions between the substituents and the neighboring chain CH groups near appeared more decisive for the compound’s stability than the substituent electron donating/withdrawing properties. The substituent-chain interplay was consonant in the all-<i>trans</i> and all-<i>cis</i> polyenes. Still, they were always more destabilizing in the latter than in all-<i>trans</i> isomers.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"35 6","pages":"2033 - 2044"},"PeriodicalIF":2.1,"publicationDate":"2024-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11224-024-02349-7.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141363776","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}