Simple, nitrogen-rich, energetic salts of 5-nitrotetrazole

Inorganic Chemistry

Volumn 47, Issue 13, 2008, Pages 6014-6027

  Klapötke, Thomas M ^a   Mayer, Peter ^a   Sabaté, Carles Miró ^a   Welch, Jan M ^a   Wiegand, Nikolai ^a  

^a UNIVERSITY OF MUNICH   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 47949110270     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic800353y     Document Type: Article

References (65)

1. Latypov, N. V.; Bergman, J.; Langtet, A.; Wellmar, U.; Bemm, U. Tetrahedron 1998, 54, 11525-11536.
2. Bemm, U.; Östmark, H. Acta Crystallogr. 1998, C54, 1997-1999.
3. Evers, J.; Klapötke, T. M.; Mayer, P.; Oehlinger, G.; Welch, J. Inorg. Chem. 2006, 45, 4996-5007.
4. Bellamy, A. J. FOX-7 (1,1-Diamino-2,2-dinitroethene). In High Energy Density Materials, 1st ed.; Klapötke, T. M., Ed.; Springer-Verlag- Berlin, 2007; 125, 1-33; Structure & Bonding.
5. Cady, H. H.; Larson, A. C. Acta Crystallogr. 1965, 18, 485-496.
6. Xue, H.; Shreeve, J. M. Adv. Mater. (Weinheim, Ger.) 2005, 17, 2142-2146.
7. Sikder, A. K.; Sikder, N. J. Hazard. Mater. 2004, 112, 1-15.
8. Xue, H.; Twamley, B.; Shreeve, J. M. Inorg. Chem. 2005, 44, 7009-7013.
9. Redman, L. D.; Spear, R. J. Report MRL-R-901; Materials Research Laboratory: Australia, 1983; pp 1-27.
10. von Herz, E. U.S. Patent 2066954, 1937.
11. Gilligan, W. H.; Kamlet, M. J. Report NSWC/WOL/TR 76-146; White Oak Laboratory: Silver Spring, MD, 1976; pp 1-15.
12. Gilligan, W. H. U.S. Patent 4093623, 1977.
13. Spear, R. J.; Elischer, P. P. Aust. J. Chem. 1982, 35, 1-13.
14. Huynh, M. H. V.; Hiskey, M. A.; Meyer, T. J.; Wetzler, M. Proc. Natl. Acad. Sci. U.S.A. 2006, 103, 5409-5412.
15. Koldobskii, G. I.; Soldatenko, D. S.; Gerasimova, E. S.; Khokhryakova, N. R.; Shcherbinin, M. B.; Lebedev, V. P.; Ostrovskii, V. A. Russ. J. Org. Chem. (Engl. Trans.) 1997, 33, 1771-1783.
16. Boese, R.; Klapötke, T. M.; Mayer, P.; Verma, V. Propellants, Explos., Pyrotech. 2006, 31, 263-268.
17. Gao, H.; Ye, C.; Piekarski, C. M.; Shreeve, J. M. J. Phys. Chem. 2007, C111, 10718-10731.
18. Xue, H.; Gao, H.; Twamley, B.; Shreeve, J. M. Chem. Mater. 2007, 19, 1731-1739.
19. Xue, H.; Gao, H.; Twamley, B.; Shreeve, J. M. Eur. J. Inorg. Chem. 2006, 15, 2959-2965.
20. Xue, H.; Gao, Y.; Twamley, B.; Shreeve, J. M. Inorg. Chem. 2005, 44, 5068-5072.
21. http://www.parrinst.com.
22. Lee, K. Y.; Coburn, M. D. J. Energ. Mater. 1983, 1, 109-122.
23. ABSPACK, CrysAlis CCD and CrysAlis RED, 1.171; Oxford Diffraction Ltd: Abingdon, Oxfordshire, England, 2006.
24. Sheldrick, G. M. Programs for Crystal Structure Analysis (Release 97-2); Goettingen, Germany, 1998.
25. Altomare, A.; Burla, M. C.; Camalli, M.; Cascarano, G. L.; Giacovazzo, C.; Guagliardi, A.; Moliterni, A. G. G.; Polidori, G.; Spagna, R. J. Appl. Crystallogr. 1999, 32, 115-119.
26. Frisch, M. J.; Tracks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Montgomery, J. J. A.; Vreven, T.; Kudin, K. N.; Burant, J. C.; Millam, J. M.; Iyengar, S. S.; Tomasi, J.; Barone, V.; Mennucci, B.; Cossi, M.; Scalmani, G.; Rega, N.; Petersson, G. A.; Nakatsuji, H.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Klene, M.; Li, X.; Knox, J. E.; Hratchian, H. P.; Cross, J. B.; Bakken, V.; Adamo, C.; Jaramillo, J.; Gomperts, R.; Stratmann, R. E.; Yazyev, O.; Austin, A. J.; Cammi, R.; Pomelli, C.; Ochterski, J. W.; Ayala, P. Y.; Morokuma, K.; Voth, G. A.; Salvador, P.; Dannenberg, J. J.; Zakrzewski, V. G.; Dapprich, S.; Daniels, A. D.; Strain, M. C.; Farkas, O.; Malick, D. K.; Rabuck, A. D.; Raghavachari, K.; Foresman, J. B.; Ortiz, J. V.; Cui, Q.; Baboul, A. G.; Clifford, S.; Cioslowski, J.; Stefanov, B. B.; Liu, G.; Liashenko, A.; Piskorz, P.; Komaromi, I.; Martin, R. L.; Fox, D. J.; Keith, T.; Al-Laham, M. A.; Peng, C. Y.; Nanayakkara, A.; Challacombe, M.; Gill, P. M. W.; Johnson, B.; Chen, W.; Wong, M. W.; Gonzalez, C.; Pople, J. A. Gaussian 03, Revision C.02; Gaussian, Inc.: Wallingford, CT, 2004.
27. Miehlich, B.; Savin, A.; Stoll, H.; Preuss, H. Chem. Phys. Lett. 1989, 157, 200-206.
28. Scott, A. P.; Radom, L. J. Phys. Chem. 1996, 100, 16502-16513.
29. Pople, J. A.; Seeger, R.; Krishnan, R. Int. J. Quantum Chem., Symp. 1977, 11, 149-163.
30. Rick, A. K.; Dunning, T. H.; Robert, J. H. J. Chem. Phys. 1992, 96, 6796-6806.
31. Kirk, A. P.; David, E. W.; Dunning, T. H. J. Chem. Phys. 1994, 100, 7410-7415.
32. Stierstorfer, J. Unpublished Results. Diploma, LMU, Munich, 2006.
33. Colthup, N. B.; Daly, L. H.; Wiberley, S. E. Introduction to infrared and Raman spectroscopy, 3rd ed.; Academic Press: Boston, 1990.
34. Goebel, M.; Klapötke, T. M. Z. Anorg. Allg. Chem. 2007, 633, 1006-1017.
35. Bernhardt, S., Crawford, M.-J., Klapötke, T. M., Radies, H. Proceedings of The 10th New Trends in Research of Energetic Materials Seminar, Pardubice, Czech Republic, Apr. 25-27, 2007; Ottis, J., Krupka, M., Eds.; University of Pardubice, Pardubice, Czech Republic, 2007; Vol. 2, pp 532-540.
36. Hammerl, A.; Hiskey, M. A.; Holl, G.; Klapötke, T. M.; Polborn, K.; Stierstorfer, J.; Weigand, J. J. Chem. Mater. 2005, 17, 3784-3793.
37. Darwich, C.; Klapötke, T. M.; Welch, J. M.; Suceska, M. Propellants, Expias., Pyrotech. 2007, 32, 235-243.
38. Klapötke, T. M.; Karaghiosoff, K.; Mayer, P.; Penger, A.; Welch, J. M. Propellants, Explos., Pyrotech. 2006, 31, 188-195.
39. Grigoriev, M. S.; Moisy, P.; Den Auwer, C.; Charushnikova, I. A. Acta Crystallogr. 2005, E61, i216-i217.
40. Katrusiak, A.; Szafranski, M. J. Mol. Struct. 1996, 378, 205-223.
41. Katrusiak, A.; Szafranski, M. Ada Crystallogr. 1994, C50, 1161-1163.
42. Steinhauser, G.; Crawford, M.-J.; Darwich, C.; Klapötke, T. M.; Miro Sabate, C.; Welch, J. M. Acta Crystallogr. 2007, E63, o3100-o3101.
43. Jin, X.; Shao, M.; Huang, H.; Wang, J.; Zhu, Y. Huaxue Tongbao 1982, 336-337.
44. Gaponik, P. N.; Ivashkevich, O. A.; Krasitskii, V. A.; Tuzik, A. A.; Lesnikovich, A. I. Russ. J. Gen. Chem. 2002, 72, 1457-1462.
45. Klapötke, T. M.; Karaghiosoff, K.; Mayer, P.; Penger, A.; Welch, J. M. Propellants, Explos., Pyrotech. 2006, 31, 188.
46. Morosin, B.; Dunn, R. G.; Assink, R.; Massis, T. M.; Fronabarger, J.; Duesler, E. N. Acta Crystallogr. 1997, C53, 1609-1611.
47. Charalambous, J.; Georgiou, G. C.; Henrick, K.; Bates, L. R.; Healey, M. Acta Crystallogr. 1987, C43, 659-661.
48. John, E. O.; Willett, R. D.; Scott, B.; Kirchmeier, R. L.; Shreeve, J. M. Inorg. Chem. 1989, 28, 893-897.
49. Becker, T. M.; Krause-Bauer, J. A.; Homrighausen, C. L.; Orchin, M. Polyhedron 1999, 18, 2563-2571.
50. Arp, H. P. H.; Decken, A.; Passmore, J.; Wood, D. J. Inorg. Chem. 2000, 39, 1840-1848.
51. Graeber, E. J.; Morosin, B. Acta Crystallogr. 1983, C39, 567-570.
52. Ernst, V.; Klapötke, T. M.; Stierstorfer, J. Z. Anorg. Allg. Chem. 2007, 633, 879-887.
53. Miró Sabaté, C., Klapötke, T. M., Proceedings of The 10th New Trends in Research of Energetic Materials Seminar, Pardubice, Czech Republic, Apr. 25-27, 2007; Ottis, J., Krupka, M., Eds.; University of Pardubice: Pardubice, Czech Republic, 2007; Vol. 2, pp 230-239.
54. Bernstein, J. Polymorphism in Molecular Crystals, 1st ed.; Clarendon Press: Oxford, U.K., 2002.
55. Motherwell, W. D. S.; Shields, G. P.; Allen, F. H. Acta Crystallogr. 2000, B56, 466-473.
56. RPLUTO, http://www.ccdc.cam.ac.uk/free_services/free_downloads/ (accessed Nov 24, 2007).
57. Motherwell, W. D. S.; Shields, G. P.; Allen, F. H. Acta Crystallogr. 1999, B55, 1044-1056.
58. Jenkins, H. D. B.; Tudela, D.; Glasser, L. Inorg. Chem. 2002, 41, 2364-2367.
59. Jenkins, H. D. B.; Roobottom, H. K.; Passmore, J.; Glasser, L. Inorg. Chem. 1999, 38, 3609-3620.
60. Suceska, M. Propellants, Explos., Pyrotech. 1991, 16, 197-202.
61. Talawar, M. B.; Chhabra, J. S.; Agrawal, A. P.; Asthana, S. N.; Rao, K. U. B.; Singh, H. J. Hazard. Mater. 2004, 113, 27-33.
62. Koehler, J.; Mayer, R. Explosivstoffe, 9th ed.; Wiley-VCH: Weinheim, Germany, 1998.
63. Brown, M. E.; Swallowe, G. M. Thermochim. Acta 1981, 49, 333-349.
64. http://webbook.nist.gov.
65. UN Recommendations on the Transport of Dangerous Goods, Manual of Tests and Criteria., 4th ed.; United Nations: New York, 2003.