none 10.1039/D0CC02418J Royal Society of Chemistry (RSC) The Royal Society of Chemistry 292 116039069 3457 20200611121355 10.1039 2024-04-18T02:11:24Z 2020-05-01T13:23:40Z 6 Chemical Communications Chem. Commun. 1359-7345 1364-548X CHCOFS 06 11 2020 56 47 Alloxan under pressure–squeezing an extremely dense molecular crystal structure Nicholas P. Funnell ISIS Neutron and Muon Facility Rutherford Appleton Laboratory Chilton UK http://orcid.org/0000-0001-6280-036X Craig L. Bull ISIS Neutron and Muon Facility Rutherford Appleton Laboratory Chilton UK http://orcid.org/0000-0002-5170-6674 Christopher J. Ridley ISIS Neutron and Muon Facility Rutherford Appleton Laboratory Chilton UK http://orcid.org/0000-0002-3060-9656 Simon Parsons EaStCHEM School of Chemistry and Centre for Science at Extreme Conditions University of Edinburgh The King's Buildings Edinburgh UK http://orcid.org/0000-0002-7708-5597 James P. Tellam ISIS Neutron and Muon Facility Rutherford Appleton Laboratory Chilton UK http://orcid.org/0000-0001-9243-1323

At high pressure, the crystal structure of alloxan reaches an abnormally large density for a C, H, N, O-containing organic.

The crystal structure of the small organic molecule, alloxan, has been explored using high-pressure neutron diffraction; its already efficiently-packed structure provides a ‘chemical head-start’ on the pressure experiment. At the highest pressure measured, alloxan reaches a density of 2.36 g cm −3 —unprecedented for a C, H(D), N, O-containing organic material of appreciable molecular weight. Its crystal structure is stable until ca. 6.5 GPa above which the sample starts to undergo amorphisation.

2020 6428 6431 1 10.1039/rsc_crossmark_policy rsc.org true This document is Similarity Check deposited Supplementary Information Crystal Structure Data Nicholas P. Funnell (ORCID) Craig L. Bull (ORCID) Craig L. Bull (ResearcherID) Christopher J. Ridley (ORCID) Simon Parsons (ORCID) James P. Tellam (ORCID) Authors can choose between single-blind and double-blind peer review Received 3 April 2020; Accepted 1 May 2020; Accepted Manuscript published 1 May 2020; Advance Article published 11 May 2020; Version of Record published 11 June 2020 http://rsc.li/journals-terms-of-use 10.1039/D0CC02418J 20200611121355 https://xlink.rsc.org/?DOI=D0CC02418J http://pubs.rsc.org/en/content/articlepdf/2020/CC/D0CC02418J CrystEngComm Moggach 17 5315 2015 10.1039/C5CE00327J Chem. Soc. Rev. Dunitz 38 2622 2009 10.1039/b822963p Acc. Chem. Res. Price 42 117 2009 10.1021/ar800147t Chem. Commun. Price 52 7065 2016 10.1039/C6CC00721J Molecular Aggregation: Structure Analysis and Molecular Simulation of Crystals and Liquids Gavezzotti 2007 A. Gavezzotti , Molecular Aggregation: Structure Analysis and Molecular Simulation of Crystals and Liquids , Oxford University Press , Oxford, UK , 2007 Acta Crystallogr., Sect. B: Struct. Sci. Moggach 62 815 2006 10.1107/S010876810601799X Cryst. Growth Des. Eikeland 17 3834 2017 10.1021/acs.cgd.7b00408 Acta Crystallogr., Sect. B: Struct. Sci. Wood 62 1099 2006 10.1107/S0108768106031752 Chem. Commun. Fabbiani 50 1817 2014 10.1039/C3CC48466A CrystEngComm Smith 21 4422 2019 10.1039/C9CE00870E J. Phys. D: Appl. Phys. Klotz 42 075413 2009 10.1088/0022-3727/42/7/075413 Acta Crystallogr. Bolton 17 147 1964 10.1107/S0365110X6400041X Acta Crystallogr., Sect. B: Struct. Sci. Swaminathan 41 113 1985 10.1107/S0108768185001732 CrystEngComm Dunitz 9 266 2007 10.1039/b700475c CrystEngComm Ibberson 10 465 2008 10.1039/b716960d CrystEngComm Thakur 12 2079 2010 10.1039/b925082d Acta Crystallogr., Sect. B: Struct. Sci., Cryst. Eng. Mater. Groom 72 171 2016 10.1107/S2052520616003954 Organic Chemical Crystallography Kitaigorodskii 1961 A. I. Kitaigorodskii , Organic Chemical Crystallography , Consultants Bureau , New York , 1961 Helv. Chim. Acta Dunitz 83 2317 2000 10.1002/1522-2675(20000906)83:9<2317::AID-HLCA2317>3.0.CO;2-R High Pressure Res. Bull 36 493 2016 10.1080/08957959.2016.1214730 Phys. Rev. Birch 71 809 1947 10.1103/PhysRev.71.809 J. Appl. Crystallogr. Cliffe 45 1321 2012 10.1107/S0021889812043026 CrystEngComm Funnell 13 5841 2011 10.1039/c1ce05487b Cryst. Growth Des. Chanyshev 18 3016 2018 10.1021/acs.cgd.8b00125 CrystEngComm Giordano 21 4444 2019 10.1039/C9CE00388F Nature Trucano 258 136 1975 10.1038/258136a0 Chem. Commun. Kettner 50 2268 2014 10.1039/C3CC49879D Phys. Rev. B: Condens. Matter Mater. Phys. Yoo 65 104103 2002 10.1103/PhysRevB.65.104103 J. Phys. Chem. Gavezzotti B107 2344 2003 10.1021/jp022288f Mol. Phys. Gavezzotti 106 1473 2008 10.1080/00268970802060674 CrystEngComm Spackman 10 377 2008 IUCrJ Mackenzie 4 575 2017 10.1107/S205225251700848X J. Chem. Phys. Hohenstein 133 104107 2010 10.1063/1.3479400 Z. Kristallogr. Clark 220 567 2005 10.1524/zkri.220.5.567.65075 J. Phys.: Condens. Matter Funnell 25 454204 2013 Phys. Rev. Lett. Donev 92 255506 2004 10.1103/PhysRevLett.92.255506 Angew. Chem., Int. Ed. Crawford 48 755 2009 10.1002/anie.200803589 IUCrJ Giordano 7 58 2020 10.1107/S2052252519015616