Acta Crystallographica Section C Structural Chemistry最新文献_第2页

Syn- and anti-rotamers of the ortho-stereoisomer [Pt{(o-BrC₆F₄)N(CH₂)₂NEt₂}Cl(py)]. 邻立体异构体[Pt{(o-BrC6F4)N(CH2)2NEt2}Cl(py)]的正旋体和反旋体。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-09-01 Epub Date: 2025-08-21 DOI: 10.1107/S2053229625006837

Ruchika Ojha, Alan M Bond, Peter C Junk, Glen B Deacon

{"title":"Syn- and anti-rotamers of the ortho-stereoisomer [Pt{(o-BrC6F4)N(CH2)2NEt2}Cl(py)].","authors":"Ruchika Ojha, Alan M Bond, Peter C Junk, Glen B Deacon","doi":"10.1107/S2053229625006837","DOIUrl":"10.1107/S2053229625006837","url":null,"abstract":"The crystal structure of the ortho-isomer trans-[N-(2-bromo-3,4,5,6-tetrafluorophenyl)-N',N'-diethylethane-1,2-diaminato(1-)]chloridopyridineplatinum(II), [PtBr0.1(C12H14BrF4N2)Cl0.9(C5H5N)][PtBr0.4(C12H14BrF4N2)Cl0.6(C5H5N)] or [Pt{(o-BrC6F4)N(CH2)2NEt2}Cl(py)], 1o, revealed syn and anti rotamers in a 1:1 ratio in the solid state. 1o crystallizes in the centrosymmetric space group P1. The Pt-coordinated Cl ligand exhibits partial occupancy with Br, predominantly in the syn-rotamer. Notably, agostic interactions are observed between the Pt centre and a H atom of one of the ethyl groups. The ortho-isomer 1o was successfully isolated as a side product from the reaction of [Pt{H2N(CH2)2NEt2}Cl2], Tl2CO3 and C6F5Br. While the para-isomer [Pt{(p-BrC6F4)N(CH2)2NEt2}Cl(py)], 1p, is the main product, the higher solubility of 1o facilitates its isolation.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":"81 Pt 9","pages":"513-518"},"PeriodicalIF":0.9,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12406265/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144938580","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

Crystal structures of selected hydroxymethyl and sulfanylmethylaryl derivatives. 选定的羟甲基和磺胺基甲基芳基衍生物的晶体结构。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-09-01 Epub Date: 2025-08-26 DOI: 10.1107/S2053229625007314

Piotr Kuś, Joachim Kusz, Maria Książek

{"title":"Crystal structures of selected hydroxymethyl and sulfanylmethylaryl derivatives.","authors":"Piotr Kuś, Joachim Kusz, Maria Książek","doi":"10.1107/S2053229625007314","DOIUrl":"10.1107/S2053229625007314","url":null,"abstract":"The crystal structures of eight compounds whose common features are an aromatic ring (naphthalene or benzene) and the presence of two hydroxymethyl groups or two sulfanylmethyl groups were examined. These are the isomers 1,2-, 1,3-, 1,5- and 1,7-bis(hydroxymethyl)naphthalene, C12H12O2; 2,3-bis(hydroxymethyl)naphthalene, C12H12O2; 2,3-bis(sulfanylmethyl)naphthalene, C12H12S2; 1,2-bis(hydroxymethyl)benzene, C8H10O2; and 1,2-bis(sulfanylmethyl)benzene, C8H10S2. Different positions of the functional groups relative to each other are of fundamental importance in the way the molecules of these compounds are packed in the unit cells and have an impact on the interactions of the molecules of the compounds with each other. The changes that occur in the crystal structures when O atoms are replaced with S atoms in the functional groups are compared. A characteristic feature of the compounds studied is the lack of intramolecular hydrogen bonds between adjacent -OH or -SH groups.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":"81 Pt 9","pages":"548-558"},"PeriodicalIF":0.9,"publicationDate":"2025-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144938534","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

Novel bioactive coumarin derivatives: structural features and predictive bioactivity evaluation. 新型生物活性香豆素衍生物：结构特征和预测性生物活性评价。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-08-01 Epub Date: 2025-07-04 DOI: 10.1107/S2053229625005583

Adriana Rios-Alegre, Ramón Guzmán-Mejía, Judit Araceli Aviña-Verduzco, Edgar Alexander Márquez-Brazón, Virginia Flores-Morales, Jesús Rivera-Islas

{"title":"Novel bioactive coumarin derivatives: structural features and predictive bioactivity evaluation.","authors":"Adriana Rios-Alegre, Ramón Guzmán-Mejía, Judit Araceli Aviña-Verduzco, Edgar Alexander Márquez-Brazón, Virginia Flores-Morales, Jesús Rivera-Islas","doi":"10.1107/S2053229625005583","DOIUrl":"10.1107/S2053229625005583","url":null,"abstract":"The synthesis and structural characterization of two coumarin derivatives, ethyl 7-(methanesulfonyloxy)-2-oxo-2H-chromene-3-carboxylate, C13H12O7S, Cou01, and ethyl 7-(benzoyloxy)-2-oxo-2H-chromene-3-carboxylate, C19H14O6, Cou02, are reported. The compounds were characterized by NMR spectroscopy, mass spectrometry and single-crystal X-ray diffraction. The X-ray diffraction analyses showed that Cou01 crystallized in the orthorhombic space group Pna21, while Cou02 crystallized in the monoclinic space group P21/c. The packing of both derivatives is controlled by C-H...O hydrogen-bond networks between the coumarin nuclei and the substituent groups at the 7-position. In silico evaluation through density functional theory (DFT) calculations afforded an investigation of the electronic properties, showing that the molecular electrostatic potential (MEP) maps correlate with the formation of hydrogen bonds in the derivatives at the highest and lowest electronic density sites (O and H atoms). The highest occupied molecular orbital (HOMO), lowest unoccupied molecular orbital (LUMO) and HOMO-LUMO gap indicate that Cou01 has good reactivity and electron-donating potential. Global reactivity analysis confirms that this derivative is more reactive (nucleophilic) and polarized. Finally, predictions of antioxidant and anti-inflammatory bioactivities reveal that the substituent group in the 7-position has a significant influence on the bioactivity score predictions and the improvement of toxicological and side effects. Results suggest that Cou01 is a novel and promising molecule with good potential as an antioxidant and anti-inflammatory agent.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":" ","pages":"435-442"},"PeriodicalIF":0.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144558780","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

Good data with `bad' reflections: the employment of non-spherical scattering factors in the redetermination of the structure of O-ethyl N-phenylcarbamate. 具有“坏”反射的好数据：在o -乙基n-苯基氨基甲酸酯结构的再测定中使用非球形散射因子。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-08-01 Epub Date: 2025-07-10 DOI: 10.1107/S2053229625005959

Peter G Jones

{"title":"Good data with `bad' reflections: the employment of non-spherical scattering factors in the redetermination of the structure of O-ethyl N-phenylcarbamate.","authors":"Peter G Jones","doi":"10.1107/S2053229625005959","DOIUrl":"10.1107/S2053229625005959","url":null,"abstract":"The structure of O-ethyl N-phenylthiocarbamate, C9H11NOS (2), has been redetermined, confirming the results obtained in three earlier structure determinations. The higher data quality provided by modern diffractomers has enabled a reliable analysis (absent from the earlier reports) of the hydrogen bonding. However, conventional refinement of the structure of 2 was unsatisfactory because of the large number of extremely badly-fitting reflections, leading to many checkCIF `ALERT A' messages that might be detrimental to ease of publication. A refinement using nonspherical scattering factors effectively eliminated this problem. There are three independent molecules of 2 in the asymmetric unit; two are directly connected by two N-H...S hydrogen bonds, forming a dimer with the well-known R22(8) motif. The other molecule forms a topologically identical but inversion-symmetric dimer. Each type of dimer occupies a different region parallel to the ac plane (molecule 1, y ≃ 0; molecules 2 and 3, y ≃ 1/3 and 2/3). All three molecules lie in planes parallel to (031). The title compound is effectively isotypic to 1-ethyl-3-phenylthiourea (another known structure for which the hydrogen bonding was not analysed) because its EtNH group, like the EtO group of 2, is not involved in hydrogen bonding.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":" ","pages":"455-461"},"PeriodicalIF":0.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12322929/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144599086","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

Supramolecular architectures in the crystal structures of six chromone derivatives: Hirshfeld surface and energy framework analyses. 六种色素衍生物晶体结构中的超分子结构：Hirshfeld表面和能量框架分析。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-08-01 Epub Date: 2025-07-07 DOI: 10.1107/S2053229625005674

Małgorzata Domagała, Andrzej Łazarenkow, Małgorzata Fabijańska, Joachim Kusz, Lilianna Chęcińska

{"title":"Supramolecular architectures in the crystal structures of six chromone derivatives: Hirshfeld surface and energy framework analyses.","authors":"Małgorzata Domagała, Andrzej Łazarenkow, Małgorzata Fabijańska, Joachim Kusz, Lilianna Chęcińska","doi":"10.1107/S2053229625005674","DOIUrl":"10.1107/S2053229625005674","url":null,"abstract":"The synthesis and characterization of six novel chromone hydrazide derivatives are described, namely, (E)-2,4-dichloro-N'-[(4-oxo-4H-chromen-3-yl)methylidene]benzohydrazide monohydrate, C17H10Cl2N2O3·H2O, (I), (E)-4-chloro-N'-[(4-oxo-4H-chromen-3-yl)methylidene]benzohydrazide hemihydrate, C17H11ClN2O3·0.5H2O, (II), (E)-2-methoxy-N'-[(4-oxo-4H-chromen-3-yl)methylidene]benzohydrazide monohydrate, C18H14N2O4·H2O, (III), tert-butyl (E)-2-[(4-oxo-4H-chromen-3-yl)methylidene]hydrazine-1-carboxylate, C15H16N2O4, (IV), tert-butyl (E)-2-[(2-amino-4-oxo-4H-chromen-3-yl)methylidene]hydrazine-1-carboxylate, C15H17N3O4, (V), and (E)-N'-[(4-oxo-4H-chromen-3-yl)methylidene]acetohydrazide, C12H10N2O3, (VI). Compounds (I)-(III) crystallize as hydrates, with water molecules playing a significant role in the hydrogen-bonding networks. The studied compounds exhibit diverse supramolecular architectures driven by various types of hydrogen bonds (N-H...O, O-H...O and O-H...N), weak C-H...O contacts and aromatic π-π stacking interactions. Energy frameworks, illustrating the distribution of the total energy and dispersive energy contributions, predominantly reveal di-periodic patterns that reflect the layered crystal structures. However, in compounds (I) and (III), tri-periodic motifs appear, primarily influenced by dispersive interactions.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":" ","pages":"443-454"},"PeriodicalIF":0.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144574627","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

Structural and supramolecular interactions of 2-aminothiazolium 3,5-dinitrobenzoate monohydrate. 2-氨基噻唑- 3,5-二硝基苯甲酸一水合物的结构和超分子相互作用。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-08-01 Epub Date: 2025-07-17 DOI: 10.1107/S2053229625006163

Marimuthu Sangavi, Marimuthu Mohana, Colin D McMillen

{"title":"Structural and supramolecular interactions of 2-aminothiazolium 3,5-dinitrobenzoate monohydrate.","authors":"Marimuthu Sangavi, Marimuthu Mohana, Colin D McMillen","doi":"10.1107/S2053229625006163","DOIUrl":"10.1107/S2053229625006163","url":null,"abstract":"The hydrated salt 2-aminothiazolium 3,5-dinitrobenzoate monohydrate, C3H5N3S+·C7H3N2O6-·H2O, was synthesized and its structure characterized with single-crystal X-ray diffraction and Hirshfeld surface analysis. In the crystal structure, proton transfer from the carboxylic acid group of the 3,5-dinitrobenzoic acid (DNBA) molecule to the thiazole N atom of the 2-aminothiazole (AT) molecule results in salt formation. The protonation is supported by a widened C-N(H)-C ring bond angle. The primary supramolecular synthon is a heterodimeric R22(8) ring motif formed via N-H...O hydrogen bonds. The lattice water molecules play a key role in assembling tetrameric [R42(9)] and hexameric [R65(17)] motifs through N-H...O, OW-HW...O, OW-HW...OW and C-H...OW interactions. These units propagate into hydrogen-bonded chains along the b axis via water-water interactions, which are further linked through C-H...O contacts to generate a 3D network incorporating a large R88(40) ring motif. The crystal structure is further stabilized by carbonyl-π interactions. Hirshfeld surface analysis reveals prominent red spots in the dnorm mapping, indicating strong O-H...O and N-H...O contacts. 2D fingerprint plots confirm the dominance of O...H/H...O interactions, supporting their important role in the cohesion and stability of the crystal structure.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":" ","pages":"467-473"},"PeriodicalIF":0.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144648244","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 hexafluoroacetylacetonate-neodymium(III) complex with solvated pyridazine linked by hydrogen bonds. 六氟乙酰丙酮-钕（III）配合物与溶剂化吡啶通过氢键连接。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-08-01 Epub Date: 2025-07-29 DOI: 10.1107/S2053229625006047

Yang Luo, Xiaofen Li, Yueyun Zou, Yu Wu, Yan Li

{"title":"A hexafluoroacetylacetonate-neodymium(III) complex with solvated pyridazine linked by hydrogen bonds.","authors":"Yang Luo, Xiaofen Li, Yueyun Zou, Yu Wu, Yan Li","doi":"10.1107/S2053229625006047","DOIUrl":"10.1107/S2053229625006047","url":null,"abstract":"The neodymium complex triaquatris(hexafluoroacetylacetonato-κ2O,O')neodymium(III) pyridazine trisolvate, [Nd(C5HF6O2)3(H2O)3]·3C4H4N2 or [Nd(hfac)3(H2O)3]·3pdz (hfac is hexafluoroacetylacetonate and pdz is pyridazine), (I), was synthesized via the reaction of [Nd(hfac)3(H2O)2] and pdz, and was characterized by IR spectroscopy and single-crystal X-ray diffraction. The crystal structure reveals that complex (I) crystallizes in the trigonal space group R3c, where the NdIII ion exhibits a nine-coordinated geometry composed of three bidentate hfac- ligands and three coordinated water molecules. The UV absorption spectrum displays a strong ligand-centred (LC) absorption band at 302 nm attributed to the π→π* or n→π* transition of the hfac- moiety. The near-IR luminescence spectrum features a dominant emission peak at 1066 nm, which corresponds to the 4F3/2→4I9/2 transition of the NdIII ion with a lifetime (τ) of 623.97 ns under excitation at 352 nm. Compared to the precursor [Nd(hfac)3(H2O)2] (τ = 49.70 ns), complex (I) shows a significant increase in luminescence lifetime, which can be attributed to the hydrogen-bonding-induced rigidity that suppresses solvent-induced non-radiative relaxation.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":" ","pages":"474-480"},"PeriodicalIF":0.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144726356","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

Concomitant colour polymorphs of (Z)-N-(4-fluorophenyl)-2-oxopropanehydrazonoyl chloride. (Z)- n -（4-氟苯基）-2-氧丙烷肼酰氯的伴随颜色多晶型。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-08-01 Epub Date: 2025-07-30 DOI: 10.1107/S2053229625006618

Lisa Müller, Richard Goddard, Petra Frohberg, Rüdiger W Seidel

{"title":"Concomitant colour polymorphs of (Z)-N-(4-fluorophenyl)-2-oxopropanehydrazonoyl chloride.","authors":"Lisa Müller, Richard Goddard, Petra Frohberg, Rüdiger W Seidel","doi":"10.1107/S2053229625006618","DOIUrl":"10.1107/S2053229625006618","url":null,"abstract":"The title compound, (Z)-N-(fluorophenyl)-2-oxopropanehydrazonoyl chloride, C9H8ClFN2O, was found to form concomitant colour polymorphs upon recrystallization from acetone. Block-shaped pale-orange crystals of form I (space group P21/n, No. 14) and prism-shaped yellow crystals of form II (space group P21/c, No. 14) both belong to the monoclinic crystal system. N-H...O hydrogen bonds resulting in zigzag chains [graph-set descriptor C(6)] are the dominating intermolecular interactions in both crystal forms. The hydrogen-bonded zigzag chains so formed extend by 21 screw symmetry in form I and by c-glide symmetry in form II, and are arranged in layers, which are more corrugated in form II than in form I. The polymorphs are virtually indistinguishable by their calculated densities, packing indices and melting points. Form I sublimes to yield crystals of form II, whereas form II sublimes to afford crystals of the same polymorph with characteristic crystal morphology.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":" ","pages":"481-487"},"PeriodicalIF":0.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12322930/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144740825","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

Synthesis, structure and blue-light emission of a zero-dimensional zinc halide with the 4-(4-chlorophenyl)pyridinium cation. 含4-（4-氯苯基）吡啶的零维卤化锌的合成、结构和蓝光发射。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-08-01 Epub Date: 2025-07-14 DOI: 10.1107/S2053229625005200

Ting Li, Hong Ru Fu

{"title":"Synthesis, structure and blue-light emission of a zero-dimensional zinc halide with the 4-(4-chlorophenyl)pyridinium cation.","authors":"Ting Li, Hong Ru Fu","doi":"10.1107/S2053229625005200","DOIUrl":"10.1107/S2053229625005200","url":null,"abstract":"Exploring blue emission lead-free halides with high photoluminescence quantum yields (PLQYs) is a significant and challenging issue for luminescent materials. Herein, a zero-dimensional (0D) organic-inorganic hybrid halide, namely, bis[4-(4-chlorophenyl)pyridinium] tetrabromidozincate, (C11H9ClN)2[ZnBr4] or [HCPP]2[ZnBr4] [CPP is 4-(4-chlorophenyl)pyridine], was synthesized through acid solution evaporation. The compound crystallizes in the monoclinic space group C2/c. The asymmetric unit consists of a [ZnBr4]2- dianion cluster and two monoprotonated [HCPP]+ cations. The [ZnBr4]2- unit presents an almost undistorted tetrahedral geometry. The [HCPP]+ cations adopt nearly coplanar conformations with small dihedral angles of 5.05 (3)°; there are relatively strong π-π interactions between adjacent [HCPP]+ cations due to slipped parallel packing, with a distance of 3.81 (1) Å. Significantly, this halide exhibits highly efficient blue-light emission (385-500 nm) with a PLQY of 56.35%.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":" ","pages":"462-466"},"PeriodicalIF":0.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC12322931/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144625259","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

Synthesis and characterization of celecoxib peroxide: crystal structure, theoretical analysis, thermochemistry and bond dissociation energy. 过氧化塞来昔布的合成与表征：晶体结构、理论分析、热化学和键解离能。

IF 0.9 4区化学

Acta Crystallographica Section C Structural Chemistry Pub Date : 2025-08-01 Epub Date: 2025-07-30 DOI: 10.1107/S2053229625006448

Yu Heng Ma, Xi Liu, Yu Huan Xie, Tong Wu, Ting Ting Yan, Li Li Cheng, Mei Qi Yan, Hao Yan Wen, Li Ya Zhang, Wei Xiang, Wen Jing Ma

{"title":"Synthesis and characterization of celecoxib peroxide: crystal structure, theoretical analysis, thermochemistry and bond dissociation energy.","authors":"Yu Heng Ma, Xi Liu, Yu Huan Xie, Tong Wu, Ting Ting Yan, Li Li Cheng, Mei Qi Yan, Hao Yan Wen, Li Ya Zhang, Wei Xiang, Wen Jing Ma","doi":"10.1107/S2053229625006448","DOIUrl":"10.1107/S2053229625006448","url":null,"abstract":"Celecoxib peroxide (systematic name: 4-{5-[4-(hydroperoxymethyl)phenyl]-3-(trifluoromethyl)-1H-pyrazol-1-yl}benzenesulfonamide), C17H14F3N3O4S, a compound identified in destruction experiments and the long-term storage of the active pharmaceutical ingredient (API) celecoxib, was synthesized and characterized using a variety of techniques, including NMR (1H and 13C), UV, IR, MS and single-crystal X-ray diffraction (SC-XRD). Powder XRD and thermal differential scanning calorimetry/thermogravimetry (DSC/TG) techniques were also employed to further elucidate the features of the crystal. The structure analysis revealed that the molecule is disordered, with the peroxide O atoms distributed over two sites with occupancies of 0.598 (6) and 0.402 (6). The crystal structure features three distinct O-H...N and N-H...O hydrogen bonds, with the latter forming a heterosynthon that results in an R42(8) ring motif. Hirshfeld surface (HS) analysis revealed that O...H/O...H interactions were dominant, accounting for 25.3% of the total HS. Energy framework studies were conducted to assess the energetic contribution of supramolecular motifs in stabilizing interaction forces, encompassing dispersion energy and Coulombic energy. The molecular electrostatic potential surfaces (MEPS) indicated a maximum energy of 53.1 kcal mol-1 and a minimum energy of -35.2 kcal mol-1. Furthermore, the bond dissociation energies (BDEs) of the peroxide bonds were calculated using the B3LYP density functional theory (DFT) functional with the 6-311+G(d,p) basis set. The results of these calculations suggested that the peroxide bonds possess relatively low energies.","PeriodicalId":7115,"journal":{"name":"Acta Crystallographica Section C Structural Chemistry","volume":" ","pages":"488-496"},"PeriodicalIF":0.9,"publicationDate":"2025-08-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144740826","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