Christopher P. Landee , Diane A. Dickie , Mark M. Turnbull
{"title":"CuBr2 complexes with 3,5-disubstituted pyridine ligands","authors":"Christopher P. Landee , Diane A. Dickie , Mark M. Turnbull","doi":"10.1107/S2056989025001343","DOIUrl":"10.1107/S2056989025001343","url":null,"abstract":"<div><div>Compounds <strong>1</strong> and <strong>2</strong> are similar coordination polymers of bibromide bridged chains of Cu<sup>II</sup> ions with 3,5-disubstituted pyridine molecules in the axial sites. The chains lie parallel to the <em>a</em> axis and are linked into a tri-periodic network <em>via</em> non-classical hydrogen bonds.</div></div><div><div>Reaction of copper(II) bromide with 3,5-dichloropyridine (3,5-Cl<sub>2</sub>py) or 3,5-dimethylpyridine (3,5-Me<sub>2</sub>py) led to the isolation of the coordination polymers <em>catena</em>-poly[[bis(3,5-dichloropyridine)copper(II)]-di-μ-bromido], [CuBr<sub>2</sub>(C<sub>5</sub>H<sub>3</sub>Cl<sub>2</sub>N)<sub>2</sub>]<sub><em>n</em></sub> or [CuBr<sub>2</sub>(3,5-Cl<sub>2</sub>py)<sub>2</sub>]<sub><em>n</em></sub> (<strong>1</strong>), and <em>catena</em>-poly[[bis(3,5-dimethylpyridine)copper(II)]-di-μ-bromido], [CuBr<sub>2</sub>(C<sub>7</sub>H<sub>9</sub>N)<sub>2</sub>]<sub><em>n</em></sub> or [CuBr<sub>2</sub>(3,5-Me<sub>2</sub>py)<sub>2</sub>]<sub><em>n</em></sub> (<strong>2</strong>), respectively. The structures are characterized by bibromide-bridged chains [<em>d</em>(av.)<sub>Cu⋯Cu</sub> = 3.93 (9) Å]. In <strong>1</strong>, the chains are linked perpendicular to the <em>a</em> axis by non-classical hydrogen bonds and halogen bonds, while in <strong>2</strong>, only non-classical hydrogen bonds are observed.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 243-247"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891580/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603208","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis and structure of 1,1′,1′′-[(2-bromoethoxy)methanetriyl]tribenzene and 1,1′,1′′-[(2-iodoethoxy)methanetriyl]tribenzene","authors":"Julian Fischer , Marian Hebenbrock","doi":"10.1107/S2056989025001124","DOIUrl":"10.1107/S2056989025001124","url":null,"abstract":"<div><div>Both compounds crystallized from a saturated solution in THF by slow vapour diffusion of <em>n</em>-hexane in the monoclinic space group <em>P</em>2<sub>1</sub>/<em>c</em>. While the two independent molecules in the asymmetric unit of 1,1′,1′′-[(2-iodoethoxy)methanetriyl]tribenzene show no close contacts to other molecules, in the structure of 1,1′,1′′-[(2-bromoethoxy)methanetriyl]tribenzene the molecules interact with each other by C—H⋯π contacts.</div></div><div><div>The present study reports on the molecular structures and syntheses of 1,1′,1′′-[(2-bromoethoxy)methanetriyl]tribenzene, C<sub>21</sub>H<sub>19</sub>BrO, and 1,1′,1′′-[(2-iodoethoxy)methanetriyl]tribenzene, C<sub>21</sub>H<sub>19</sub>IO. Both compounds crystallized from a saturated solution in THF by slow vapour diffusion of <em>n</em>-hexane in the monoclinic space group <em>P</em>2<sub>1</sub>/<em>c</em>. While the two independent molecules in the asymmetric unit of 1,1′,1′′-[(2-iodoethoxy)methanetriyl]tribenzene show no close contacts to other molecules, in the structure of 1,1′,1′′-[(2-bromoethoxy)methanetriyl]tribenzene the molecules interact with each other <em>via</em> C—H⋯π contacts.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 214-218"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891592/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603323","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Chaluvarangaiah Sowbhagya , Thaluru M. Mohan Kumar , Hemmige S. Yathirajan , Sean Parkin
{"title":"Crystal structure and Hirshfeld-surface analysis of the pesticide etoxazole","authors":"Chaluvarangaiah Sowbhagya , Thaluru M. Mohan Kumar , Hemmige S. Yathirajan , Sean Parkin","doi":"10.1107/S2056989025001173","DOIUrl":"10.1107/S2056989025001173","url":null,"abstract":"<div><div>The crystal structure of the insecticide/acaricide etoxazole is presented along with a Hirshfeld surface analysis of intermolecular interactions present in the crystal structure.</div></div><div><div>Etoxazole (C<sub>21</sub>H<sub>23</sub>F<sub>2</sub>NO<sub>2</sub>), systematic name 4-(4-<em>tert</em>-butyl-2-ethoxyphenyl)-2-(2,6-difluorophenyl)-4,5-dihydro-1,3-oxazole, is a fluorinated insecticide and acaricide that inhibits chitin biosynthesis, disrupting insect development by preventing proper exoskeleton formation. Widely used in agriculture since 1998, it is readily absorbed by plant tissues and translocates within leaves. Metabolic studies have identified several oxidative degradation products, while toxicological assessments have examined potential effects, including oxidative stress. This study presents a detailed crystallographic and Hirshfeld surface analysis of etoxazole. The molecule consists of a central dihydro-oxazole ring flanked by 2,6-difluorophenyl and 4-<em>tert</em>-butyl-2-ethoxyphenyl groups, each twisted relative to the oxazole core. The dihydro-oxazole ring is nearly planar, with the substituted phenyl rings forming dihedral angles of 44.20 (4)° and 47.87 (4)° with the mean plane of the dihydro-oxazole. The ethoxy group exhibits a dihedral angle of 15.04 (11)° to the <em>tert</em>-butylphenyl ring, while the <em>tert</em>-butyl group itself shows minor torsional disorder [major:minor occupancies are 0.760 (6):0.240 (6)]. The molecular packing is dominated by van der Waals-type interactions, though weak C—H⋯F and C—H⋯O interactions lead to pleated layers parallel to the <em>ab</em> plane, which further stack along the <em>c</em>-axis direction. A Hirshfeld surface analysis confirms the prevalence of van der Waals interactions in crystal stabilization.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 239-242"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891584/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603376","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Crystal structures of six complexes of phosphane chalcogenides R1R2R3PE (R = tert-butyl or isopropyl, E = S or Se) with the metal halides MX2 (M = Pd or Pt, X = Cl or Br), two halochalcogenylphosphonium derivatives (tBu2iPrPEBr)2[Pd2Br6] and one hydrolysis product","authors":"Daniel Upmann , Peter G. Jones","doi":"10.1107/S2056989025000805","DOIUrl":"10.1107/S2056989025000805","url":null,"abstract":"<div><div>Various compounds involving trialkylphosphane chalcogenides (or their derivatives) and palladium or platinum dihalides were structurally characterized and their intra- and intermolecular interactions and metrical parameters were analysed. General comments on the SFAC command are also included.</div></div><div><div>The <em>L</em><sub>2</sub><em>MX</em><sub>2</sub> complexes <strong>1</strong>–<strong>5</strong> (<strong>1</strong>: <em>L</em> = <sup><em>t</em></sup>Bu<sup>i</sup>Pr<sub>2</sub>PSe, <em>M</em> = Pd, <em>X</em> = Cl; <strong>2</strong>: <em>L</em> = <sup><em>t</em></sup>Bu<sub>2</sub><sup>i</sup>PrPSe, <em>M</em> = Pd, <em>X</em> = Cl; <strong>3</strong>: <em>L</em> = <sup><em>t</em></sup>Bu<sub>2</sub><sup>i</sup>PrPSe, <em>M</em> = Pd, <em>X</em> = Br; <strong>4</strong>: <em>L</em> = <sup><em>t</em></sup>Bu<sub>2</sub><sup>i</sup>PrPS, <em>M</em> = Pd, <em>X</em> = Br; <strong>5</strong>: <em>L</em> = <sup><em>t</em></sup>Bu<sub>2</sub><sup>i</sup>PrPS, <em>M</em> = Pt, <em>X</em> = Cl) {systematic names: (<em>tert</em>-butyldiisopropylphosphine selenide-κ<em>Se</em>)dichloridopalladium(II), [PdCl<sub>2</sub>(C<sub>10</sub>H<sub>23</sub>PSe)<sub>2</sub>] (<strong>1</strong>), (di-<em>tert</em>-butylisopropylphosphine selenide-κ<em>Se</em>)dichloridopalladium(II), [PdCl<sub>2</sub>(C<sub>11</sub>H<sub>25</sub>PSe)<sub>2</sub>] (<strong>2</strong>), dibromido(di-<em>tert</em>-butylisopropylphosphine selenide-κ<em>Se</em>)palladium(II), [PdBr<sub>2</sub>(C<sub>11</sub>H<sub>25</sub>PSe)<sub>2</sub>] (<strong>3</strong>), dibromido(di-<em>tert</em>-butylisopropylphosphine sulfide-κ<em>S</em>)palladium(II), [PdBr<sub>2</sub>(C<sub>11</sub>H<sub>25</sub>PS)<sub>2</sub>] (<strong>4</strong>), dichlorido(di-<em>tert</em>-butylisopropylphosphine sulfide-κ<em>S</em>)palladium(II), [PdCl<sub>2</sub>(C<sub>11</sub>H<sub>25</sub>PS)<sub>2</sub>] (<strong>5</strong>)} all display a <em>trans</em> configuration with square-planar geometry at the metal atom. Compounds <strong>2</strong> and <strong>3</strong> are isotypic. The molecules of <strong>1</strong> and <strong>4</strong> display crystallographic inversion symmetry; compound <strong>5</strong> involves two independent molecules, each with inversion symmetry but with differing orientations of the trialkylphosphane groups. Chemically equivalent bond lengths all lie in narrow ranges, whereby the values for palladium and platinum compounds scarcely differ. Compound <strong>6</strong>, (<sup><em>t</em></sup>Bu<sup>i</sup>Pr<sub>2</sub>PS)<sub>2</sub>Pd<sub>2</sub>Cl<sub>4</sub> {systematic name: di-μ-chlorido-bis[(<em>tert</em>-butyldiisopropylphosphine sulfide-κ<em>S</em>)chloridopalladium(II)], [PdCl<sub>2</sub>(C<sub>10</sub>H<sub>23</sub>PS)<sub>2</sub>]}, is dinuclear with a central Pd<sub>2</sub>Cl<sub>2</sub> ring, and displays crystallographic inversion symmetry. The bonds to the bridging are longer than those to the terminal chlorine atom","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 183-194"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891585/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603199","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Alexander A. Sapronov , Evgeny A. Dukhnovsky , Alexey S. Kubasov , Alexander S. Novikov , Maria M. Grishina , Ekaterina V. Dobrokhotova , Milena R. Komarovskikh , Namiq Q. Shikhaliyev , Mehmet Akkurt , Ajaya Bhattarai , Alexander G. Tskhovrebov
{"title":"Synthesis, structural characterization, Hirshfeld surface analysis and QTAIM analysis of 3-(4-cyanothiophen-3-yl)-[1,2,4]selenadiazolo[4,5-a]pyridin-4-ium chloride","authors":"Alexander A. Sapronov , Evgeny A. Dukhnovsky , Alexey S. Kubasov , Alexander S. Novikov , Maria M. Grishina , Ekaterina V. Dobrokhotova , Milena R. Komarovskikh , Namiq Q. Shikhaliyev , Mehmet Akkurt , Ajaya Bhattarai , Alexander G. Tskhovrebov","doi":"10.1107/S205698902500115X","DOIUrl":"10.1107/S205698902500115X","url":null,"abstract":"<div><div>The title compound was produced by the reaction between 3,4-dicyanothiophene and 2-pyridylselenyl chloride and isolated as a salt that crystallizes in the triclinic space group <em>P</em>1. Notable features include strong chalcogen interactions (Se⋯Cl and Se⋯S), as revealed through Hirshfeld surface analysis, which also highlights significant contributions from N⋯H/H⋯N, C⋯H/H⋯C and H⋯H contacts in the crystal packing.</div></div><div><div>The title compound, C<sub>11</sub>H<sub>6</sub>N<sub>3</sub>SSe<sup>+</sup>·Cl<sup>−</sup>, produced by the reaction between 3,4-dicyanothiophene and 2-pyridylselenyl chloride was isolated as a salt that crystallizes in the triclinic space group <em>P</em>1. Notable features include strong chalcogen interactions (Se⋯Cl and Se⋯S), as revealed through Hirshfeld surface analysis, which also highlights significant contributions from N⋯H/H⋯N, C⋯H/H⋯C and H⋯H contacts in the crystal packing. Supramolecular interactions were further analysed using density functional theory (DFT) and quantum theory of atoms in molecules (QTAIM) at the ωB97XD/6–311++G** level of theory.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 224-228"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891582/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603308","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Eduardo L. Gutiérrez , Marcos G. Russo , Griselda E. Narda , Elena V. Brusau , Alejandro P. Ayala , Javier Ellena
{"title":"Supramolecular assembly of mebendazolium and dihydrogen phosphate ions in a new anthelmintic salt","authors":"Eduardo L. Gutiérrez , Marcos G. Russo , Griselda E. Narda , Elena V. Brusau , Alejandro P. Ayala , Javier Ellena","doi":"10.1107/S2056989025000714","DOIUrl":"10.1107/S2056989025000714","url":null,"abstract":"<div><div>A new mebendazolium dihydrogen phosphate phosphoric acid solid compound was obtained. As expected, the mebendazolium cation and the dihydrogen phosphate anion assemble in the solid state in an <em>R</em><sub>2</sub><sup>2</sup>(8) hydrogen-bond-driven supramolecular motif.</div></div><div><div>A new mebendazolium dihydrogen phosphate phosphoric acid solid material was obtained and characterized by single-crystal X-ray diffraction and complementary solid-state techniques {systematic name: 5-benzoyl-2-[(methoxycarbonyl)amino]-1<em>H</em>-1,3-benzodiazol-3-ium dihydrogen phosphate–phosphoric acid (1/1), C<sub>16</sub>H<sub>14</sub>N<sub>3</sub>O<sub>3</sub><sup>+</sup>·H<sub>2</sub>PO<sub>4</sub><sup>−</sup>·H<sub>3</sub>PO<sub>4</sub>}. Structure solution confirmed proton transfer from phosphoric acid towards the basic imidazole ring of mebendazole. The mebendazolium cation and the dihydrogen phosphate anion assemble in the solid state in a cyclic hydrogen-bond-driven supramolecular motif, as observed in all mebendazolium/oxyanions structures reported in the literature. This salt crystallizes in the monoclinic <em>P</em>2<sub>1</sub>/<em>c</em> (No. 14) space group. A detailed study of the crystal structure performed by atom-to-atom and global Hirshfeld surface analysis indicates that several hydrogen bonds act as the main intermolecular interactions stabillizing the material. The new material is stable up to 458 K.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 195-199"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891589/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603301","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Firudin I. Guseinov , Ksenia A. Afanaseva , Vera A.Vil , Bogdan I. Ugrak , Aida I. Samigullina , Ennio Zangrando , Alebel N. Belay
{"title":"Crystal structure of 1-[(4-chlorophenyl)diphenylylmethyl]-3-(trifluoromethyl)-1H-pyrazole","authors":"Firudin I. Guseinov , Ksenia A. Afanaseva , Vera A.Vil , Bogdan I. Ugrak , Aida I. Samigullina , Ennio Zangrando , Alebel N. Belay","doi":"10.1107/S2056989025001185","DOIUrl":"10.1107/S2056989025001185","url":null,"abstract":"<div><div>The title pyrazole derivative, which exhibits multiple intermolecular non-covalent interactions, was synthesized by the reaction of 3-(trifluoromethyl)-1<em>H</em>-pyrazole with chloro(4-chlorophenyl)methylene)dibenzene in the presence of K<sub>2</sub>CO<sub>3</sub> in tetrahydrofuran.</div></div><div><div>The title compound, C<sub>23</sub>H<sub>16</sub>ClF<sub>3</sub>N<sub>2</sub>, was synthesized from 3-(trifluoromethyl)-1<em>H</em>-pyrazole and chloro(4-chlorophenyl)methylene)dibenzene. The structure features intramolecular (Ph)C—H⋯N and intermolecular (Ph)C—H⋯F hydrogen bonds, as well as C—H⋯π-ring interactions between the phenyl and pyrazole rings.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 235-238"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891583/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603108","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Valentin Bationo , Konan René Kambo , Brahima Sorgho , Charles Bavouma Sombié , El Walda Thiam , Rasmané Semdé , Abdoulaye Djandé , Claude Lecomte , Emmanuel Wenger
{"title":"Synthesis and structure of 2-oxo-2H-chromen-4-yl 4-bromobenzoate: work carried out as part of the CNRS AFRAMED project","authors":"Valentin Bationo , Konan René Kambo , Brahima Sorgho , Charles Bavouma Sombié , El Walda Thiam , Rasmané Semdé , Abdoulaye Djandé , Claude Lecomte , Emmanuel Wenger","doi":"10.1107/S2056989025000246","DOIUrl":"10.1107/S2056989025000246","url":null,"abstract":"<div><div>In the title compound, the dihedral angle between the chromen-2-one ring system and the bromobenzene ring is 10.29 (6)°. In the crystal, the molecules are connected through C—H⋯O hydrogen bonds and π–π stacking interactions.</div></div><div><div>In the title compound, C<sub>16</sub>H<sub>9</sub>BrO<sub>4</sub>, the dihedral angle between the chromen-2-one ring system (r.m.s. deviation = 0.006 Å) and the bromobenzene ring is 10.29 (6)°. In the crystal, the molecules are connected through C—H⋯O hydrogen bonds and π–π stacking interactions. According to a Hirshfeld surface analysis, H⋯H (22.4%), O⋯H/H⋯O (23.6%) and C⋯H/H⋯C (21%) interactions are the most significant contributors to the crystal packing.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 200-203"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891593/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603326","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis and crystal structure of 5,10-dihydroxy-9-methoxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)-2H,6H-pyrano[3,2-b]xanthen-6-one","authors":"Amporn Saekee , Chutima Kuhakarn , Khetpakorn Chakarawet , Sakchai Hongthong","doi":"10.1107/S2056989025001070","DOIUrl":"10.1107/S2056989025001070","url":null,"abstract":"<div><div>Methylation of the natural product macluraxanthone yielded its methoxy analog, which was characterized by a suite of spectroscopic and crystallographic techniques.</div></div><div><div>5,10-Dihydroxy-9-methoxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)-2<em>H</em>,6<em>H</em>-pyrano[3,2-<em>b</em>]xanthen-6-one, C<sub>24</sub>H<sub>24</sub>O<sub>6</sub> (<strong>2</strong>), is a prenylated xanthone that was synthesized from 5,9,10-trihydroxy-2,2-dimethyl-12-(2-methylbut-3-en-2-yl)-2<em>H</em>,6<em>H</em>-pyrano[3,2-<em>b</em>]xanthen-6-one or macluraxanthone (<strong>1</strong>), a known compound isolated from <em>Garcinia schomburgkiana</em> Pierre. The present study describes the synthesis of compound <strong>2</strong> by methylation reaction of <strong>1</strong>, and its crystallographic characterization. Compound 2 features a planar xanthone core and a bent pyrano ring adopting a half-boat conformation. An intermolecular O—H⋯O hydrogen bond between the hydroxyl hydrogen donor and the ketone acceptor organizes the molecules into a one-dimensional network along the <em>b</em>-axis direction. Perpendicular to this network, π–π stacking interactions form the three-dimensional supramolecular architecture. These two key intermolecular interactions are distinctly revealed in the Hirshfeld surface analysis.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 219-223"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891587/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603305","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Crystal structure of catena-poly[[[tetraaquacobalt(II)]-μ2-1,5-dihydroxynaphthalene-2,6-dicarboxylato] dimethylformamide disolvate]","authors":"Hitoshi Kumagai , Satoshi Kawata , Nobuhiro Ogihara","doi":"10.1107/S2056989025000982","DOIUrl":"10.1107/S2056989025000982","url":null,"abstract":"<div><div>The asymmetric unit of the title compound, {[Co(C<sub>12</sub>H<sub>6</sub>O<sub>6</sub>)(H<sub>2</sub>O)<sub>4</sub>]·2C<sub>3</sub>H<sub>7</sub>NO}<sub><em>n</em></sub> or {[Co(H<sub>2</sub>dondc)(H<sub>2</sub>O)<sub>4</sub>]·2DMF}<sub><em>n</em></sub>, comprises half of a Co<sup>II</sup> ion, half of a 1,5-dihydroxynaphthalene-2,6-dicarboxylate dianion (H<sub>2</sub>dondc<sup>2−</sup>), two water molecules and a dimethylformamide (DMF) molecule. The key feature of the structure is a three-dimensional hydrogen-bonding network that consists of one-dimensional (1D) coordination chains built up by CoO<sub>6</sub> octahedra bridged by H<sub>2</sub>dondc<sup>2−</sup> ligands and interchain O–H⋯O hydrogen-bonding interactions.</div></div><div><div>The asymmetric unit of the title compound, {[Co(C<sub>12</sub>H<sub>6</sub>O<sub>6</sub>)(H<sub>2</sub>O)<sub>4</sub>]·2C<sub>3</sub>H<sub>7</sub>NO}<sub><em>n</em></sub> or {[Co(H<sub>2</sub>dondc)(H<sub>2</sub>O)<sub>4</sub>]·2DMF}<sub><em>n</em></sub>, comprises half of a Co<sup>II</sup> ion, half of a 1,5-dihydroxynaphthalene-2,6-dicarboxylate dianion (H<sub>2</sub>dondc<sup>2−</sup>), two water molecules and a dimethylformamide (DMF) molecule. The Co<sup>II</sup> ion, which is located on a crystallographic inversion center, exhibits a distorted six-coordinated octahedral geometry with two oxygen atoms of the H<sub>2</sub>dondc<sup>2−</sup> ligand and four oxygen atoms of the water molecules. The carboxylate group is almost coplanar with the naphthalene moiety and shows monodentate coordination to the Co<sup>II</sup> ion. The Co<sup>II</sup> ions are bridged by the H<sub>2</sub>dondc<sup>2−</sup> ligand to form a one-dimensional chain. The hydroxy groups of the ligand have intra-chain hydrogen bonding interactions with coordinated water molecules. The coordinated water molecules exhibit not only intra-chain hydrogen bonding interactions, but also inter-chain hydrogen-bonding interactions. The chains are connected by inter-chain hydrogen-bonding interactions and are arranged in parallel to form a two-dimensional network. The chains are further connected by inter-chain hydrogen-bonding interactions <em>via</em> the DMF molecules and C—H⋯π interactions to give a three-dimensional network.</div></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"81 3","pages":"Pages 204-207"},"PeriodicalIF":0.5,"publicationDate":"2025-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11891581/pdf/","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143603378","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}