Show simple item record

Two Isostructural Explosive Cocrystals with Significantly Different Thermodynamic Stabilities

dc.contributor.authorLandenberger, Kira B.en_US
dc.contributor.authorBolton, Onasen_US
dc.contributor.authorMatzger, Adam J.en_US
dc.date.accessioned2013-06-18T18:33:35Z
dc.date.available2014-08-01T19:11:35Zen_US
dc.date.issued2013-06-17en_US
dc.identifier.citationLandenberger, Kira B.; Bolton, Onas; Matzger, Adam J. (2013). "Two Isostructural Explosive Cocrystals with Significantly Different Thermodynamic Stabilities ." Angewandte Chemie 125(25): 6596-6599. <http://hdl.handle.net/2027.42/98413>en_US
dc.identifier.issn0044-8249en_US
dc.identifier.issn1521-3757en_US
dc.identifier.urihttps://hdl.handle.net/2027.42/98413
dc.publisherWILEY‐VCH Verlagen_US
dc.subject.otherPeroxideen_US
dc.subject.otherCokristallisationen_US
dc.subject.otherExplosivstoffeen_US
dc.subject.otherKristalldesignen_US
dc.subject.otherSupramolekulare Synthoneen_US
dc.titleTwo Isostructural Explosive Cocrystals with Significantly Different Thermodynamic Stabilitiesen_US
dc.typeArticleen_US
dc.rights.robotsIndexNoFollowen_US
dc.subject.hlbsecondlevelChemistryen_US
dc.subject.hlbsecondlevelChemical Engineeringen_US
dc.subject.hlbsecondlevelMaterials Science and Engineeringen_US
dc.subject.hlbtoplevelScienceen_US
dc.subject.hlbtoplevelEngineeringen_US
dc.description.peerreviewedPeer Revieweden_US
dc.contributor.affiliationumDepartment of Chemistry and the Macromolecular Engineering Program, University of Michigan, Ann Arbor, MI 48109‐1055 (USA)en_US
dc.contributor.affiliationumDepartment of Chemistry and the Macromolecular Engineering Program, University of Michigan, Ann Arbor, MI 48109‐1055 (USA)en_US
dc.description.bitstreamurlhttp://deepblue.lib.umich.edu/bitstream/2027.42/98413/1/ange_201302814_sm_miscellaneous_information.pdf
dc.description.bitstreamurlhttp://deepblue.lib.umich.edu/bitstream/2027.42/98413/2/6596_ftp.pdf
dc.identifier.doi10.1002/ange.201302814en_US
dc.identifier.sourceAngewandte Chemieen_US
dc.identifier.citedreferenceN. Takata, K. Shiraki, R. Takano, Y. Hayashi, K. Terada, Cryst. Growth Des. 2008, 8, 3032 – 3037;en_US
dc.identifier.citedreferenceM. E. Hill, F. J. Taylor, J. Org. Chem. 1960, 25, 1037 – 1038.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceG. R. Desiraju, Angew. Chem. 1995, 107, 2541 – 2558; Angew. Chem. Int. Ed. Engl. 1995, 34, 2311 – 2327;en_US
dc.identifier.citedreferenceF. H. Allen, J. P. M. Lommerse, V. J. Hoy, J. A. K. Howard, G. R. Desiraju, Acta Crystallogr. Sect. B 1997, 53, 1006 – 1016;en_US
dc.identifier.citedreferenceP. K. Thallapally, S. Basavoju, G. R. Desiraju, M. Bagieu‐Beucher, R. Masse, J.‐F. Nicoud, Curr. Sci. 2003, 85, 995 – 1001.en_US
dc.identifier.citedreferenceCrystal data for DADP/TCTNB: C 12 H 12 N 3 O 10 Cl 3, M r =464.60, crystal dimensions 0.19×0.13×0.05 mm, monoclinic, space group C2/c (#15), a =14.4125(10), b =15.2577(2), c =9.0616(2) Å, α =90°, β =91.429(6)°, γ =90°, V =1992.04(15) Å 3, Z =4, ρ calc =1.549 g cm −3, T =room temperature, 21368 measured, 1829 independent, 1829 observed [( I )>2 σ ( I )] reflections, R int =0.066, R 1 =0.0543, wR 2 =0.1425 [for ( I )>2 σ ( I )], S=1.158.en_US
dc.identifier.citedreferenceF. Gerard, A. Hardy, A. Becuwe, Acta Crystallogr. Sect. C 1993, 49, 1215 – 1218.en_US
dc.identifier.citedreferenceCrystal data for DADP/TBTNB: C 12 H 12 N 3 O 10 Br 3, M r =597.95, crystal dimensions 0.29×0.03×0.02 mm, monoclinic, space group C2/c (#15), a =14.6110(15), b =15.4570(14), c =9.0938(8) Å, α =90°, β =92.496(6)°, γ =90°, V =2051.8(3) Å 3, Z =4, ρ calc =1.936 g cm −3, T =room temperature, 9596 measured, 1793 independent, 1793 observed [( I )>2 σ ( I )] reflections, R int =0.100, R 1 =0.0523, wR 2 =0.1465 [for ( I )>2 σ ( I )], S=1.025. CCDC 929857 (DADP/TCTNB) and 929858 (DADP/TBTNB) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.en_US
dc.identifier.citedreferenceA. Alhalaweh, S. P. Velaga, Cryst. Growth Des. 2010, 10, 3302 – 3305.en_US
dc.identifier.citedreferenceR. A. Chiarella, R. J. Davey, M. L. Peterson, Cryst. Growth Des. 2007, 7, 1223 – 1226.en_US
dc.identifier.citedreferenceIn this context it should be noted that examples of cocrystals that are metastable to other cocrystal forms have been reported. See for example:en_US
dc.identifier.citedreferenceW. W. Porter   III, S. C. Elie, A. J. Matzger, Cryst. Growth Des. 2008, 8, 14 – 16;en_US
dc.identifier.citedreferenceA. Alhalaweh, S. George, D. Boström, S. P. Velaga, Cryst. Growth Des. 2010, 10, 4847 – 4855;en_US
dc.identifier.citedreferenceM. D. Eddleston, S. Sivachelvam, W. Jones, CrystEngComm 2013, 15, 175 – 181.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceG. G. Z. Zhang, R. F. Henry, T. B. Borchardt, X. Lou, J. Pharm. Sci. 2007, 96, 990 – 995;en_US
dc.identifier.citedreferenceJ. H. ter Horst, P. W. Cains, Cryst. Growth Des. 2008, 8, 2537 – 2542;en_US
dc.identifier.citedreferenceR. Matyáš, J. Pachman, Propellants Explos. Pyrotech. 2010, 35, 31 – 37.en_US
dc.identifier.citedreferenceK. Greco, R. Bogner, J. Pharm. Sci. 2012, 101, 2996 – 3018.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceP. T. Cardew, R. J. Davey, Proc. R. Soc. London Ser. A 1985, 398, 415 – 428;en_US
dc.identifier.citedreferenceG. Nichols, C. S. Frampton, J. Pharm. Sci. 1998, 87, 684 – 693.en_US
dc.identifier.citedreferenceFrom the Greek: “that which loves to split”.en_US
dc.identifier.citedreferenceH. Zhang, C. Guo, X. Wang, J. Xu, X. He, Y. Liu, X. Liu, H. Huang, J. Sun, Cryst. Growth Des. 2013, 13, 679 – 687.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceS. G. Fleischman, S. S. Kuduva, J. A. McMahon, B. Moulton, R. D. B. Walsh, N. Rodríguez‐Hornedo, M. J. Zaworotko, Cryst. Growth Des. 2003, 3, 909 – 919;en_US
dc.identifier.citedreferenceA. V. Trask, W. D. S. Motherwell, W. Jones, Cryst. Growth Des. 2005, 5, 1013 – 1021;en_US
dc.identifier.citedreferenceN. Shan, M. J. Zaworotko, Drug Discovery Today 2008, 13, 440 – 446;en_US
dc.identifier.citedreferenceH. G. Brittain, Cryst. Growth Des. 2012, 12, 5823 – 5832.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceK. B. Landenberger, A. J. Matzger, Cryst. Growth Des. 2010, 10, 5341 – 5347;en_US
dc.identifier.citedreferenceV. Thottempudi, J. M. Shreeve, J. Am. Chem. Soc. 2011, 133, 19982 – 19992;en_US
dc.identifier.citedreferenceD. I. A. Millar, H. E. Maynard‐Casely, D. R. Allan, A. S. Cumming, A. R. Lennie, A. J. Mackay, I. D. H. Oswald, C. C. Tang, C. R. Pulham, CrystEngComm 2012, 14, 3742 – 3749;en_US
dc.identifier.citedreferenceK. B. Landenberger, A. J. Matzger, Cryst. Growth Des. 2012, 12, 3603 – 3609.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceS. R. Marder, J. W. Perry, W. P. Schaefer, Science 1989, 245, 626 – 628;en_US
dc.identifier.citedreferenceF. Pan, M. S. Wong, V. Gramlich, C. Bosshard, P. Gunter, J. Am. Chem. Soc. 1996, 118, 6315 – 6316;en_US
dc.identifier.citedreferenceE. Y. Choi, M. Jazbinsek, S. H. Lee, P. Gunter, H. Yun, S. W. Lee, O. P. Kwon, CrystEngComm 2012, 14, 4306 – 4311.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceS. Horiuchi, Y. Tokura, Nat. Mater. 2008, 7, 357 – 366;en_US
dc.identifier.citedreferenceA. S. Tayi, A. K. Shveyd, A. C.‐H. Sue, J. M. Szarko, B. S. Rolczynski, D. Cao, T. J. Kennedy, A. A. Sarjeant, C. L. Stern, W. F. Paxton, W. Wu, S. K. Dey, A. C. Fahrenbach, J. R. Guest, H. Mohseni, L. X. Chen, K. L. Wang, J. F. Stoddart, S. I. Stupp, Nature 2012, 488, 485 – 489.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceS. Horiuchi, T. Hasegawa, Y. Tokura, J. Phys. Soc. Jpn. 2006, 75, 051016;en_US
dc.identifier.citedreferenceL. Y. Zhu, et al., J. Am. Chem. Soc. 2012, 134, 2340 – 2347.en_US
dc.identifier.citedreference en_US
dc.identifier.citedreferenceO. Bolton, A. J. Matzger, Angew. Chem. 2011, 123, 9122 – 9125; Angew. Chem. Int. Ed. 2011, 50, 8960 – 8963;en_US
dc.identifier.citedreferenceZ. Yang, H. Li, X. Zhou, C. Zhang, H. Huang, J. Li, F. Nie, Cryst. Growth Des. 2012, 12, 5155 – 5158;en_US
dc.identifier.citedreferenceO. Bolton, L. R. Simke, P. F. Pagoria, A. J. Matzger, Cryst. Growth Des. 2012, 12, 4311 – 4314;en_US
dc.owningcollnameInterdisciplinary and Peer-Reviewed


Files in this item

Show simple item record

Remediation of Harmful Language

The University of Michigan Library aims to describe library materials in a way that respects the people and communities who create, use, and are represented in our collections. Report harmful or offensive language in catalog records, finding aids, or elsewhere in our collections anonymously through our metadata feedback form. More information at Remediation of Harmful Language.

Accessibility

If you are unable to use this file in its current format, please select the Contact Us link and we can modify it to make it more accessible to you.