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Synthesis of mononuclear Ni(II) and binuclear Cu(II) complexes from pyridine-2, crystal structure and Hirschfeld surface analysis, 6-dicarboxylic acid with monothenolamine and hydrochloric acid solution 吡啶-2合成单核Ni(II)和双核Cu(II)配合物,晶体结构和Hirschfeld表面分析,6-二羧酸与单酚胺和盐酸溶液
IF 2.2 4区 化学
Structural Chemistry Pub Date : 2025-03-08 DOI: 10.1007/s11224-025-02468-9
Khayit Kh. Turaev, Yusufjon E. Nazarov, Abdukadir Kh. Tashkulov, Sherzod A. Kasimov, Bekmurod Kh. Alimnazarov, Jamshid M. Ashurov, Aziz B. Ibragimov, Takashiro Akitsu, Changkun Xia, Abul Monsur Showkot Hossain
{"title":"Synthesis of mononuclear Ni(II) and binuclear Cu(II) complexes from pyridine-2, crystal structure and Hirschfeld surface analysis, 6-dicarboxylic acid with monothenolamine and hydrochloric acid solution","authors":"Khayit Kh. Turaev,&nbsp;Yusufjon E. Nazarov,&nbsp;Abdukadir Kh. Tashkulov,&nbsp;Sherzod A. Kasimov,&nbsp;Bekmurod Kh. Alimnazarov,&nbsp;Jamshid M. Ashurov,&nbsp;Aziz B. Ibragimov,&nbsp;Takashiro Akitsu,&nbsp;Changkun Xia,&nbsp;Abul Monsur Showkot Hossain","doi":"10.1007/s11224-025-02468-9","DOIUrl":"10.1007/s11224-025-02468-9","url":null,"abstract":"<div><p>Two novel complexes, [Ni(dipic)<sub>2</sub>](mea)<sub>2</sub>(<b>1</b>) and [(dipic)(Cl)(μ-Cl)Cu<sub>2</sub>(μ-Cl)(Cl)(dipic)](H<sub>2</sub>O) (<b>2</b>), were prepared from mixed ligand in which pyridine-2,6-dicarboxylic acid (PDC or dipicolinic acid, dipic) has reacted with monoethanolamine (MEA) and also hydrochloric acid, respectively. In the complex-1, the dipic ligand containing ONO' donating atoms acted as a monodentate and for complex-2, it was recognized as a neutral state, and both complexes were crystallized in the triclinic space group <i>P</i> ī. The structure of the two complexes was assigned based on elemental and spectroscopic analysis, and also X-ray crystallographic techniques, and finally, the Ni(II) complex confirmed distorted octahedral, and each of the binuclear Cu(II) complexes was also recognized as having the same structure. Hirshfeld surface analysis (HSA) was studied for both complexes as well. According to the analysis report, it expressed the significant intermolecular interactions in packing, with O••H/H••O interactions being the largest (50.9%) for complex-1 and Cl••H/H••Cl interactions (30.1%) followed by H••O/O •••H Interactions (29.8%) of complex-2.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 5","pages":"1751 - 1763"},"PeriodicalIF":2.2,"publicationDate":"2025-03-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145121696","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}
引用次数: 0
Comparison of cavitand and B4C5N3 nanosheets for MMF delivery and detection 空腔和B4C5N3纳米片用于MMF传递和检测的比较
IF 2.2 4区 化学
Structural Chemistry Pub Date : 2025-03-08 DOI: 10.1007/s11224-025-02474-x
Ali Ghalibafi, Parvaneh Pakravan
{"title":"Comparison of cavitand and B4C5N3 nanosheets for MMF delivery and detection","authors":"Ali Ghalibafi,&nbsp;Parvaneh Pakravan","doi":"10.1007/s11224-025-02474-x","DOIUrl":"10.1007/s11224-025-02474-x","url":null,"abstract":"<div><p>Monomethyl fumarate (MMF) is a harmful substance which could be toxic for healthy cells. Hence, it is a useful drug for treatment of multiple sclerosis (MS). Considering these, its safe transportation to the targeted tissues (applying a suitable carrier) is needed. Thus, in this work, the possibility of using cavitand container-shaped capsule as well as a number of nanosheets (derived from B<sub>4</sub>C<sub>5</sub>N<sub>3</sub> structure) for delivery and adsorption of MMF have been studied. The results have indicated that (except cavitand) the biggest values for <i>E</i><sub>ads</sub> and for recovery time (<i>τ</i>) belong to MMF + AlB<sub>4</sub>C<sub>5</sub>N<sub>3</sub> (− 18.04 eV, 17.68 s) and MMF + GaB<sub>4</sub>C<sub>5</sub>N<sub>3</sub> (− 17.59 eV, 8.22 s), respectively. Therefore, in opposition to the other considered derivatives, both of those two nanosheets (AlB<sub>4</sub>C<sub>5</sub>N<sub>3</sub> and GaB<sub>4</sub>C<sub>5</sub>N<sub>3</sub>) could be used as sorbents and also as carriers for delivery of the MMF drug. In addition, the results showed that the cavitand structure could be applied as a good capsule for trapping MMF, while it would not be able to sense the existence of this drug.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 4","pages":"1501 - 1512"},"PeriodicalIF":2.2,"publicationDate":"2025-03-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145163251","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}
引用次数: 0
In the shadow’s shadow: Ivan V. Stankevich and C60 在阴影的阴影里:伊凡·v·斯坦克维奇和C60
IF 2.2 4区 化学
Structural Chemistry Pub Date : 2025-03-04 DOI: 10.1007/s11224-025-02476-9
Istvan Hargittai
{"title":"In the shadow’s shadow: Ivan V. Stankevich and C60","authors":"Istvan Hargittai","doi":"10.1007/s11224-025-02476-9","DOIUrl":"10.1007/s11224-025-02476-9","url":null,"abstract":"<div><p>A 1973 paper described a stable C<sub>60</sub> molecule of truncated icosahedral shape from Elena G. Galpern’s computations. It remained in the shadow until after the discovery of buckminsterfullerene in 1985. Ivan V. Stankevich contributed substantially to the computational study but his name did not figure among its authors. He was a pioneer in researching new allotropes of carbon.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 4","pages":"1531 - 1533"},"PeriodicalIF":2.2,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145162125","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}
引用次数: 0
A comprehensive study on the synthesis, X-ray characterization, and theoretical investigation of new dimeric palladium(II) complexes of phosphonium ylides 新型二聚钯(II)配合物的合成、x射线表征及理论研究
IF 2.2 4区 化学
Structural Chemistry Pub Date : 2025-02-22 DOI: 10.1007/s11224-025-02469-8
Faezeh Moniriyan, Seyyed Javad Sabounchei, Asieh Sedghi, Robert W. Gable
{"title":"A comprehensive study on the synthesis, X-ray characterization, and theoretical investigation of new dimeric palladium(II) complexes of phosphonium ylides","authors":"Faezeh Moniriyan,&nbsp;Seyyed Javad Sabounchei,&nbsp;Asieh Sedghi,&nbsp;Robert W. Gable","doi":"10.1007/s11224-025-02469-8","DOIUrl":"10.1007/s11224-025-02469-8","url":null,"abstract":"<div><p>A new series of palladium(II) complexes with α-keto-stabilized phosphonium ylide ligands having a general formula [Pd(μ-X)(PPh<sub>3</sub>CHC(O)C<sub>6</sub>H<sub>4</sub>R)]<sub>2</sub> [X = Br, <i>R</i> = <i>m</i>-OCH<sub>3</sub> (<b>C1</b>),<i> p</i>-NO<sub>2</sub> (<b>C2</b>),<i> p</i>-F (<b>C3</b>), X = Cl, <i>R</i> = <i>m</i>-OCH<sub>3</sub> (<b>C4</b>)] was prepared. Also, a single-crystal X-ray diffraction study was performed for the compounds <b>C1</b> and <b>C4</b>, which revealed a dimeric square-planar geometry around Pd(II) ions for these complexes. The spectroscopic and crystallographic results indicate that the phosphonium ylides coordinate to palladium(II) centers through the coordinatively active ylidic carbon atom and ortho-carbon atom of PPh<sub>3</sub> phenyl ring (ortho-palladation). Using theoretical methods, density function theory (DFT) calculations at the BP86/def2-SVP level of theory, the structures of dimeric palladium(II) [Pd(μ-Br)(PPh<sub>3</sub>CHC(O)C<sub>6</sub>H<sub>4</sub>R)]<sub>2</sub> [<i>R</i> = <i>p</i>-OCH<sub>3</sub> (<b>a</b>), <i>R</i> = <i>p</i>-NO<sub>2</sub> (<b>b</b>), <i>p</i>-F (<b>c</b>)] complexes were investigated. The strength and nature of donor − acceptor bonds between the phosphonium ylide (L) and Pd fragments were analyzed using natural bond orbital analysis (NBO).</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 5","pages":"1739 - 1749"},"PeriodicalIF":2.2,"publicationDate":"2025-02-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145122270","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}
引用次数: 0
Synthesis, structural diversity, and methanol vapor adsorption properties of three Hg(II) halide complexes derived from a helical Schiff base 螺旋席夫碱衍生的三种汞(II)卤化物配合物的合成、结构多样性和甲醇蒸气吸附性能
IF 2.2 4区 化学
Structural Chemistry Pub Date : 2025-02-21 DOI: 10.1007/s11224-025-02473-y
Chao Huang, Tao Jiang, Ji-Hong Lu
{"title":"Synthesis, structural diversity, and methanol vapor adsorption properties of three Hg(II) halide complexes derived from a helical Schiff base","authors":"Chao Huang,&nbsp;Tao Jiang,&nbsp;Ji-Hong Lu","doi":"10.1007/s11224-025-02473-y","DOIUrl":"10.1007/s11224-025-02473-y","url":null,"abstract":"<p>The Schiff base condensation reaction between precursor diamine <i>N</i>,<i>N'</i>-bis(2-aminophenyl)-pyridine-2,6-dicarboxamide and 1,8-naphthyridine-2-carbaldehyde yielded a racemic compound (<b>L</b><sup><b><i>P</i></b></sup>/<b>L</b><sup><b><i>M</i></b></sup>), which was characterized by <sup>1</sup>H/<sup>13</sup>C NMR, infrared spectroscopy, elemental analysis, and single crystal X-ray diffraction. Three complexes, [Hg<sub>2</sub><b>L</b>I<sub>4</sub>] (<b>1</b>), [Hg<sub>2</sub><b>L</b>Br<sub>4</sub>] (<b>2</b>), and [Hg<sub>2</sub><b>L</b><sub>2</sub>Cl<sub>4</sub>]‧2H<sub>2</sub>O (<b>3</b>) with different coordination configurations were obtained from the reaction of this compound with HgX<sub>2</sub> (X = I<sup>−</sup>, Br<sup>−</sup>, and Cl<sup>−</sup>), respectively, and their crystal structures and coordination geometries were determined via single crystal X-ray diffraction techniques. Both <b>1</b> and <b>2</b> exist as dinuclear complexes with a 1:2 molar ratio of <b>L</b> and Hg(II), while <b>3</b> exists as a 44-membered metallamacrocycle with a 1:1 molar ratio of <b>L</b> and Hg(II). The structural diversity of these three complexes indicates that the counter anions have significant effects on the structural topology. In addition, the solid-state luminescence and the gas adsorption of these complexes towards methanol vapor at room temperature were investigated.</p>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 5","pages":"1729 - 1737"},"PeriodicalIF":2.2,"publicationDate":"2025-02-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145122162","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}
引用次数: 0
Forty years of the discovery of buckminsterfullerene 发现巴克敏斯特富勒烯四十年
IF 2.1 4区 化学
Structural Chemistry Pub Date : 2025-02-18 DOI: 10.1007/s11224-025-02471-0
Istvan Hargittai
{"title":"Forty years of the discovery of buckminsterfullerene","authors":"Istvan Hargittai","doi":"10.1007/s11224-025-02471-0","DOIUrl":"10.1007/s11224-025-02471-0","url":null,"abstract":"<div><p>The discovery of buckminsterfullerene 40 years ago was a major event in chemistry and materials science. It was also a discovery outside the “box” as Harold W. Kroto, Richard E. Smalley, Robert F. Curl, and their students assigned a structure to the species appearing as a prominent peak in the mass spectrum. Earlier, Eiji Osawa and Elena G. Galpern had suggested its existence and truncated icosahedral shape. This field of science began unprecedented progress when Donald R. Huffman, Wolfgang Krätschmer, and their associates produced the actual material.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 3","pages":"779 - 782"},"PeriodicalIF":2.1,"publicationDate":"2025-02-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143904749","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}
引用次数: 0
Reactivity, mechanism, and origin of selectivity of the [3 + 2] cycloaddition between cyclic 3,4-dihydroisoquinoline-N-oxide and N-vinylpyrrole: a computational MEDT investigation 环3,4-二氢异喹啉- n -氧化物和n -乙烯基吡咯之间的[3 + 2]环加成反应活性、机理和选择性来源:计算MEDT研究
IF 2.2 4区 化学
Structural Chemistry Pub Date : 2025-02-15 DOI: 10.1007/s11224-025-02464-z
Fehd Ghammit, Wassila Yahia, Abdelmalek Khorief Nacereddine, Ahlam Chiheb, Chafia Sobhi
{"title":"Reactivity, mechanism, and origin of selectivity of the [3 + 2] cycloaddition between cyclic 3,4-dihydroisoquinoline-N-oxide and N-vinylpyrrole: a computational MEDT investigation","authors":"Fehd Ghammit,&nbsp;Wassila Yahia,&nbsp;Abdelmalek Khorief Nacereddine,&nbsp;Ahlam Chiheb,&nbsp;Chafia Sobhi","doi":"10.1007/s11224-025-02464-z","DOIUrl":"10.1007/s11224-025-02464-z","url":null,"abstract":"<div><p>The [3 + 2] cycloaddition reaction (32CA) involving 3,4-dihydroisoquinoline-N-oxides (TAC<b> 1</b>) and N-vinylpyrrole (alkene <b>2</b>) was analyzed computationally using B3LYP/6-31G(d,p) and WB97XD/6-311G(d,p)//B3LYP/6-31G(d,p) theoretical levels within Molecular Electron Density Theory. The ELF analysis of the TCA<b> 1</b> reagent reveals that this three-atom-component possesses a <i>zwitterionic</i> behavior. The investigation of conceptual DFT reactivity indices indicates that both reagents exhibit similar electronic behaviors, which accounts for the obtained high activation energies. The analysis of local Parr functions elucidates the experimentally observed <i>ortho</i> regioselectivity. The examination of several energy profiles and transition state structures geometries show that this <i>zw-type</i> 32CA reaction proceeds through asynchronous one-step non-polar process, favoring the formation of the <i>ortho-endo</i> cycloadduct, as observed in the experiment. The solvent effects slightly increase the activation energy of the process without altering the obtained gas phase selectivities. The analysis of thermodynamic parameters revealed that this <i>zw-type</i> 32CA reaction occurs under kinetic control exhibiting <i>ortho</i> regioselectivity and <i>endo</i> stereoselectivity, with exothermic and exergonic properties. NCI and QTAIM analysis reveals the existence of several conventional such as O…H and non-conventional such as C…H and H…H favorable interactions in the structure of the most favorable <i>ortho-endo</i> approach. Mechanism’s analysis using ELF method shows that this reaction occurs through one-step <i>two-stage</i> process.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 4","pages":"1485 - 1499"},"PeriodicalIF":2.2,"publicationDate":"2025-02-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145165207","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}
引用次数: 0
Consecutive Friedel–Crafts acyl rearrangements and Scholl reactions of dinaphthyl ketones 二萘酮的连续Friedel-Crafts酰基重排和Scholl反应
IF 2.1 4区 化学
Structural Chemistry Pub Date : 2025-02-14 DOI: 10.1007/s11224-024-02445-8
Yaacov Netanel Oded, Tahani Mala’bi, Sergey Pogodin, Shmuel Cohen, Benny Bogoslavsky, P. Ulrich Biedermann, Israel Agranat
{"title":"Consecutive Friedel–Crafts acyl rearrangements and Scholl reactions of dinaphthyl ketones","authors":"Yaacov Netanel Oded,&nbsp;Tahani Mala’bi,&nbsp;Sergey Pogodin,&nbsp;Shmuel Cohen,&nbsp;Benny Bogoslavsky,&nbsp;P. Ulrich Biedermann,&nbsp;Israel Agranat","doi":"10.1007/s11224-024-02445-8","DOIUrl":"10.1007/s11224-024-02445-8","url":null,"abstract":"<div><p>The three dinaphthylketone constitutional isomers, <b>1,1′-NA</b><sub><b>2</b></sub><b>CO</b>, <b>1,2′-NA</b><sub><b>2</b></sub><b>CO</b>, and <b>2,2′-NA</b><sub><b>2</b></sub><b>CO</b>, have been subjected to Friedel–Crafts Acylation (polyphosphoric acid (PPA), 90–300°C, 12 h) and Scholl reaction (AlCl<sub>3</sub>/NaCl, 120–300°C, 4 h). The resulting product mixtures are analyzed by NMR and separated by column chromatography. The starting ketones and the products have been calculated with DFT, B3LYP/6-311G**, to support analysis of the reaction mechanisms. The three dinaphthyl ketones have three, four, and three <i>E,Z</i>-conformations, which may potentially give ten Scholl reaction products by <i>ortho-ortho</i>, <i>ortho-peri</i>, and <i>peri-peri</i> couplings. In PPA, the products formed at relatively low temperatures are due to Scholl reactions of the starting ketones. At higher temperatures, naphthalene is formed and Friedel Crafts acyl rearrangements (FCAcRs) <b>1,1′-NA</b><sub><b>2</b></sub><b>CO</b> → <b>1,2′-NA</b><sub><b>2</b></sub><b>CO</b> → <b>2,2′-NA</b><sub><b>2</b></sub><b>CO</b> are observed. At high temperatures, additional Scholl products show that complex multi-step reactions occur including FCAcRs in both directions and cyclic FCAcRs of Scholl products. The reactions in AlCl<sub>3</sub>/NaCl are highly selective, giving only the 6-ring Scholl cyclization products 13<i>H</i>-dibenzo[<i>a,i</i>]fluoren-13-one and 7<i>H</i>-benzo[<i>hi</i>]chrysen-7-one (<b>B</b><b><i>hi</i></b><b>CO</b>) and 7<i>H</i>-benzo[<i>de</i>]naphthacen-7-one (<b>B</b><b><i>de</i></b><b>NCO</b>). Up to 240°C <b>1,1′-NA</b><sub><b>2</b></sub><b>CO</b> forms <b>B</b><b><i>hi</i></b><b>CO</b> and up to 220°C <b>1,2′-NA</b><sub><b>2</b></sub><b>CO</b> forms <b>B</b><b><i>de</i></b><b>NCO</b>. At higher temperatures, both polycyclic aromatic ketones are formed from each of the three dinaphthyl ketones indicating FCAcRs. The detailed analysis of the experimental data in combination with the DFT calculations shows that FCAcRs are reactions in both directions in PPA and AlCl<sub>3</sub>/NaCl, substantiating Gore’s 1955 proposition that <i>the Friedel–Crafts acylation reaction of reactive aromatic hydrocarbons is a reversible process</i>. The lower onset temperatures and selectivity of cyclization products suggest lower activation energies for Scholl reactions as compared to FCAcRs in PPA and even more pronounced in AlCl<sub>3</sub>/NaCl. The common network of reaction pathways underlying the reactions in both media highlights the linkage between Friedel–Crafts acyl rearrangements and Scholl reactions.</p><h3>Graphical Abstract</h3>\u0000<div><figure><div><div><picture><source><img></source></picture></div></div></figure></div></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 2","pages":"401 - 432"},"PeriodicalIF":2.1,"publicationDate":"2025-02-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://link.springer.com/content/pdf/10.1007/s11224-024-02445-8.pdf","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143621774","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}
引用次数: 0
Self-assembled supramolecular frameworks via intermolecular interactions in acridine and dihydroxybenzene cocrystals: a study of structure‒property relationship 通过分子间相互作用在吖啶和二羟基苯共晶中自组装的超分子框架:结构-性能关系的研究
IF 2.2 4区 化学
Structural Chemistry Pub Date : 2025-02-12 DOI: 10.1007/s11224-025-02470-1
Jagan Rajamoni, Cynthia Dupureur, Karthikeyan Natarajan, Bishal Nepal
{"title":"Self-assembled supramolecular frameworks via intermolecular interactions in acridine and dihydroxybenzene cocrystals: a study of structure‒property relationship","authors":"Jagan Rajamoni,&nbsp;Cynthia Dupureur,&nbsp;Karthikeyan Natarajan,&nbsp;Bishal Nepal","doi":"10.1007/s11224-025-02470-1","DOIUrl":"10.1007/s11224-025-02470-1","url":null,"abstract":"<div><p>Cocrystals of acridine with 1,2-dihydroxybenzene (<b>I</b>), 1,3-dihydroxybenzene (<b>II</b>), 1,4-dihydroxybenzene (<b>III</b>), and 2,2′-dihydroxybiphenyl (<b>IV</b>) have been synthesized and characterized via single-crystal X-ray diffraction. The supramolecular self-assembly of molecules results in one-dimensional tape, two-dimensional square grids, two-dimensional sheets, and three-dimensional architectures in the crystal structures via O‒H···N, O‒H···O hydrogen bonds and C‒H···O, C‒H···N, <i>π</i>···<i>π</i>, C‒H···<i>π</i> interactions. In three-dimensional molecular packing, the acridine molecules form one-dimensional continuous <i>π</i>…<i>π</i> stacking chains in parallel and off-set manners. The charge distribution and molecular reaction mechanism of cocrystals have been studied via molecular electrostatic potential (MEP) and frontier molecular orbital (FMO) calculations. The photophysical properties of the cocrystals and pure acridine were studied via solid-state photoluminescence characterization. The photoluminescence emission maximum (<i>λ</i><sub>max</sub>) of pure acridine was at 420 nm, and for the cocrystals, it was at 446 (<b>I</b>), 481(<b>II</b>), 485(<b>III</b>), and 467(<b>IV</b>) nm, respectively. The results revealed that the acridine emission was most strongly blue-shifted, whereas the fluorescence emission maxima of the cocrystals were redshifted up to 65 nm compared with those of single-molecule acridine crystals. This discussion revealed that the photophysical properties of acridine and dihydroxybenzene cocrystals can be tuned by the position of the hydroxyl substituent and the nature of the intermolecular interactions between the molecules.</p></div>","PeriodicalId":780,"journal":{"name":"Structural Chemistry","volume":"36 4","pages":"1139 - 1161"},"PeriodicalIF":2.2,"publicationDate":"2025-02-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145164860","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}
引用次数: 0
Order vs. disorder in puninite morphotropic series: synthesis and crystal structures of Cs4Cu7+xO3+x(SO4)6 with x = 0 and x = 0.2 紫云母致晶系的有序与无序:x = 0和x = 0.2时Cs4Cu7+xO3+x(SO4)6的合成和晶体结构
IF 2.2 4区 化学
Structural Chemistry Pub Date : 2025-02-08 DOI: 10.1007/s11224-025-02450-5
Artem S. Borisov, Oleg I. Siidra, Ivan D. Pimshin, Dmitri O. Charkin, Astrid Holzheid
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