26f9a24bb4092d64955aef56f1c118af pmc_34639004.pdf 7fe51127ee3398dde59fb2765551e295f1246549 pmc_34639004.pdf 83517211d8416d4050704f884d4c5f95228afa120ce1467c68fab1e9d147f724 pmc_34639004.pdf Title: Uracil Derivatives for Halogen-Bonded Cocrystals Subject: Among non-covalent interactions, halogen bonding is emerging as a new powerful tool for supramolecular self-assembly. Here, along with a green and effective method, we report three new halogen-bonded cocrystals containing uracil derivatives and 1,2,4,5-tetrafluoro-3,6-diiodobenzene as X-bond donor coformer. These multicomponent solids were prepared both by solvent-drop grinding and solution methods and further characterized by powder and single-crystal X-ray diffraction, Fourier-transformed infrared spectroscopy, and thermal methods (TGA-DSC). In order to study the relative importance of hydrogen versus halogen bonds in the crystal packing, computational methods were applied. Keywords: nucleobases; cocrystal; crystal engineering; mechanochemistry; noncovalent interactions; DFT Author: Mónica Benito, Yannick Roselló, Miquel Barceló-Oliver, Antonio Frontera and Elies Molins Creator: LaTeX with hyperref Producer: pdfTeX-1.40.21 CreationDate: Fri Oct 1 10:21:55 2021 CEST ModDate: Fri Oct 1 10:26:03 2021 CEST Tagged: no UserProperties: no Suspects: no Form: none JavaScript: no Pages: 15 Encrypted: no Page size: 595.276 x 841.89 pts (A4) Page rot: 0 File size: 3539310 bytes Optimized: no PDF version: 1.7 name type encoding emb sub uni object ID ------------------------------------ ----------------- ---------------- --- --- --- --------- IBTYZX+VnURWPalladioL Type 1 Custom yes yes no 10 0 GOYURI+URWPalladioL-Ital Type 1 Custom yes yes no 15 0 BVUQFE+URWPalladioL-Bold Type 1 Custom yes yes no 20 0 NMIHHR+URWPalladioL-Roma Type 1 Custom yes yes no 24 0 SOZKOC+VnURWPalladioL-Bold Type 1 Custom yes yes no 28 0 IRWHZX+TimesNewRomanPSMT Type 1C WinAnsi yes yes no 36 0 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Title: Introduction Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@7b69c6ba Item: Title: Results and Discussion Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@46daef40 Children: Item: Title: Spectroscopic Characterization Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@12f41634 Item: Title: Thermal Analysis Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@13c27452 Item: Title: Crystal Structure Analysis Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@262b2c86 Children: Item: Title: Thymine TFDIB (2:1) Cocrystal Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@371a67ec Item: Title: 1-Ethyluracil TFDIB (2:1) Cocrystal Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@5ed828d Item: Title: 5-Fluorouracil TFDIB (4:1) Cocrystal Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@50d0686 Item: Title: Theoretical Study Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@7a3d45bd Item: Title: Materials and Methods Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@1e7c7811 Children: Item: Title: Materials Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@77ec78b9 Item: Title: Methods Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@1a3869f4 Children: Item: Title: Synthesis of the Cocrystal thymine 1,2,4,5-tetrafluoro-3,6-diiodobenzene (2:1) Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@a38d7a3 Item: Title: Synthesis of the Cocrystal 1-Ethyluracil 1,2,4,5-tetrafluoro-3,6-diiodobenzene (2:1) Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@77f99a05 Item: Title: Synthesis of the Cocrystal 5-Fluorouracil 1,2,4,5-tetrafluoro-3,6-diiodobenzene (4:1) Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@63440df3 Item: Title: Characterization Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@3aeaafa6 Item: Title: Computational Methods Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@76a3e297 Item: Title: Conclusions Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@4d3167f4 Item: Title: References Destination: edu.harvard.hul.ois.jhove.module.pdf.PdfSimpleObject@ed9d034 Info: Title: Uracil Derivatives for Halogen-Bonded Cocrystals Author: Mónica Benito, Yannick Roselló, Miquel Barceló-Oliver, Antonio Frontera and Elies Molins Subject: Among non-covalent interactions, halogen bonding is emerging as a new powerful tool for supramolecular self-assembly. Here, along with a green and effective method, we report three new halogen-bonded cocrystals containing uracil derivatives and 1,2,4,5-tetrafluoro-3,6-diiodobenzene as X-bond donor coformer. These multicomponent solids were prepared both by solvent-drop grinding and solution methods and further characterized by powder and single-crystal X-ray diffraction, Fourier-transformed infrared spectroscopy, and thermal methods (TGA-DSC). In order to study the relative importance of hydrogen versus halogen bonds in the crystal packing, computational methods were applied. 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