Skip to main content
SpringerLink
Log in

Polymorphism of bimolecular crystals of CL-20 with tris[1,2,5]oxadiazolo[3,4-b:3´,4´-d:3″,4″-f]azepine-7-amine

  • Full Articles
  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

New bimolecular crystals (BMCs) of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazaisowurtzitane (CL-20) with tris[1,2,5]oxadiazolo[3,4-b:3´,4´-d:3″,4″-f]azepine-7-amine (AZ2) were synthesized. Four different crystal structures — two polymorphic modifications with the CL-20: AZ2 ratio of 1: 1 (BMCs 1 and 2) and two polymorphic modifications with the ratio of 1: 2 (BMCs 3 and 4) — were obtained depending on the crystallization conditions. These crystals were studied by X-ray diffraction. The results of quantum chemical calculations indicate that the new η-conformation found in crystal 1 is not a stable conformer of CL-20 and its existence is attributed to the crystal packing effects in structure 1.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. O. Bolton, A. J. Matzger, Angew. Chem., Int. Ed., 2011, 50, 8960.

    Article  CAS  Google Scholar 

  2. S. M. Aldoshin, Z. G. Aliev, T. K. Goncharov, A. I. Kazakov, Yu. M. Milekhin, N. A. Plishkin, N. I. Shishov, Russ. Chem. Bull. 2013, 62, 1354.

    Article  CAS  Google Scholar 

  3. O. Bolton, L. R. Simke, P. F. Pagoria, A. J. Matzger, Cryst. Growth Des., 2012, 12, 4311.

    Article  CAS  Google Scholar 

  4. Zongwei Yang, Hongzhen Li, Xioqing Zhou, Chaoyng Zhang, Hui Huang, Jinshan Li, Fude Nie, Cryst. Growth Des., 2012, 12, 5155.

    Article  CAS  Google Scholar 

  5. S. M. Aldoshin, Z. G. Aliev, T. K. Goncharov, Yu. M. Milёkhin, N. I. Shishov, A. A. Astrat´ev, D. V. Dashko, A. A. Vasil´eva, A. I. Stepanov, Russ. J. Struct. Chem. 2014, 55, 327.

    Article  CAS  Google Scholar 

  6. T. K. Goncharov, Z. G. Aliev, S. M. Aldoshin, D. V. Dashko, A. A. Vasil´eva, N. I. Shishov, Yu. M. Milekhin, Russ. Chem. Bull., 2015, 64, 366.

    Article  CAS  Google Scholar 

  7. I. V. Levakova, A. P. Korobko, S. V. Krasheninnikov, V. E. Zavodnik, Kristallografiya, 1996, 41, 1015 [Crystallogr. Repts. (Engl. Transl.), 1996, 41].

    CAS  Google Scholar 

  8. A. T. Nielsen, A. P. Chafin, S. L. Christian, D. W. Moore, M. P. Nadler, R. A. Nissan, D. J. Vanderah, R. D. Gilardi, C. F. George, J. L. Flippen-Anderson, Tetrahedron, 1998, 54, 11793.

    Article  CAS  Google Scholar 

  9. D. I. A. Millar, H. E. Maynard-Casely, A. K. Kleppe, W. G. Marshall, C. R. Pulham, A. S. Cumming, CrystEngComm, 2010, 12, 2524.

    Article  CAS  Google Scholar 

  10. S. M. Aldoshin, Z. G. Aliev, T. K. Goncharov, D. V. Korchagin, Yu. M. Milekhin, N. I. Shishov, Russ. Chem. Bull., 2011, 50, 1394.

    Article  Google Scholar 

  11. S. M. Aldoshin, Z. G. Aliev, T. K. Goncharov, Russ. J. Struct. Chem., 2014, 55, 709.

    Article  CAS  Google Scholar 

  12. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, Revision D.01, Gaussian, Inc., Wallingford CT, 2004.

    Google Scholar 

  13. G. M. Sheldrick, SHELXL97, Programs for Crystal Structure Analysis, University of Gottingen, Gottingen, 1998, 2332.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432, Chernogolovka, Moscow Region, Russian Federation

    Z. G. Aliev, T. K. Goncharov, E. L. Ignat´eva, D. V. Korchagin & S. M. Aldoshin

  2. Special Design and Technology Bureau (SDTB) Technolog, 33-A, Sovetskii prosp., 192076, St.-Petersburg, Russian Federation

    D. V. Dashko & A. A. Vasil´eva

  3. Federal Center for Dual-Use Technologies “Soyuz”, 42, ul. Zhukova, 140090, Dzerzhinskii, Moscow Region, Russian Federation

    N. I. Shishov & Yu. M. Milekhin

Authors
  1. Z. G. Aliev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. T. K. Goncharov
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. D. V. Dashko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. E. L. Ignat´eva
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. A. Vasil´eva
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. N. I. Shishov
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. D. V. Korchagin
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Yu. M. Milekhin
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. S. M. Aldoshin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to T. K. Goncharov.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 0694—0701, April, 2017.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Aliev, Z.G., Goncharov, T.K., Dashko, D.V. et al. Polymorphism of bimolecular crystals of CL-20 with tris[1,2,5]oxadiazolo[3,4-b:3´,4´-d:3″,4″-f]azepine-7-amine. Russ Chem Bull 66, 694–701 (2017). https://doi.org/10.1007/s11172-017-1794-8

Download citation

  • Received:

  • Revised:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11172-017-1794-8

Key words

Search

Navigation