The Crystal Structure and Theoretical Study of Styphnic/14-dioxane Solvate

doi:10.3969/j.issn.1000-1093.2014.10.008

Abstract

Abstract: In order to explore the mechanism of co-crystal explosive formation, styphnic/1,4-dioxane solvate was prepared by solvent evaporation method. This solvate structure was characterized by single crystal X-ray diffraction. Structural analysis shows that O in 1,4-dioxane forms —OH…O strong hydrogen bond with OH in styphnic. Moreover, H in 1,4-dioxane forms CH…O—NO weak intermolecular interaction with nitro group in styphnic. These two kinds of interactions are the main driving force for solvate composing. The Mulliken charge and density of state of both styphnic and styphnic/1,4-dioxane solvate are calculated. The result shows that the nitro group has more negative charge in the solvate than that in the pure styphnate. P orbital plays an important role in the buildup of the solvate and H in styphnate hybridizes with O in 1,4-dioxane.

Key words: ordnance science and technology, solvate, crystal, intermolecular interaction, hydrogen bond

CLC Number:

TG156

CHEN Peng-yuan, ZHANG Lin, ZHU Shun-guan, CHENG Guang-bin. The Crystal Structure and Theoretical Study of Styphnic/14-dioxane Solvate[J]. Acta Armamentarii, 2014, 35(10): 1569-1574.

References

［1］林鹤，张琳，朱顺官,等. HMX/FOX-7共晶炸药分子动力学[J]．兵工学报，2012，33(9)：1025-1030.
LIN He，ZHANG Lin，ZHU Shu-guan，et al. Molecular dynamic simulation of cyclotetramethylene tetranitramine/1, 1-diamino-2,2-dinitroethylene cocrystal explosives[J]. Acta Armamentarii，2012，33(9)：1025-1030.(in Chinese)
[2] 郭长艳，张浩斌，王晓川,等. 共晶炸药研究进展[J]．材料导

报，2012，26(10)：49-53.
GUO Chang-yan，ZHANG Hao-bing，WANG Xiao-chuan， et al. Research progress of cocrystal explosive[J]. Materials Review，2012，26(10)：49-53. (in Chinese)
[3] Landenberger K B，Matzger A J. Cocrystal engineering of a prototype energetic material：supramolecular chemistry of 2，4，6-trinitrotoluene[J]. Crystal Growth & Design，2012，10(12)：5341-5347.
[4] Bolton O，Matzger A J. Improved stability and smart-material functionality realized in an energetic cocrystal[J]. Angewandte Chemie Intermational Edition，2011，50(38)：8960-8963.
[5] Millar D I A， Maynard-Caely H E，Allam D R, et al. Crystal engineering of energetic materials：cocrystals of CL-20[J]. Cryst Eng Comm，2012，14(10)：3742-3749.
[6] Bolton O，Matzger A J，Pagoria P E, et al. High power explosive with good sensitivity：A 2：1 cocrystal of CL-20：HMX[J]. Crystal Growth & Design，2012，12(9)：4311-4314.
[7] Lin H，Zhang L，Zhu S G，et al. Synthesis，characterization，AIM and NBO analysis of HMX/DMI cocrystal explosive[J]. Journal of Molecular Structure，2013，1048：339-348.
[8] Lin H，Zhang L，Zhu S G，et al. Synthesis and first principles investigation of HMX/NMP cocrystal explosive[J]. Journal of Energetic Materials，2013，31(4)：261-272.
[9] Kohler J，Meyer R. Explosive[M]. New York：VCH，2007.
[10] Segall M，Probert M，Pickard C，et al. First principles methods using CASTEP[J]. Zeitschrift fuer Kristallographie，2005，220：567-570.
[11] Sheldrick G M. Foundations of crystallography[J]. Acta Crystallographica Section A，2008，64：112-122.
[12] Spackman M A，Jayatilaka D. Hirshfeld surface analysis[J]. Cryst Eng Comm，2009，11：19-32.
[13] Pierce-Butler M A. Structures of 2，4，6-trinitro-1，3-benzenediol 2/3-hydrate and 2，4，6-trinitro-1，3，5-benzenediol 2/3-hydrate[J]. Acta Crystallogr: Sect B，1982，38：3097-3100.
[14] Zhang C Y. Review of the establishment of nitro group charge method and its applications[J]. J Hazard Mater，2009，161(1)：21-28.
[15] Zhu W H，Zhang X W，Wei T，et al. First-principles study of crystalline mono-amino-2，4，6-trinitrobenzene, 1，3-diamino-2，4，6-trinitrobenzene，and 1，3，5-triamino-2，4，6-trinitrobenzene[J]. Journal of Molecular Structure：THEOCHEM，2009，900(1)：84- 89.

[1]	YE Wenyu, WANG Chunyang, YU Jinyang, TUO Mingkan, WANG Zishuo. Multi-beam Scanning of Liquid Crystal Optical Phased Array Based on Greedy Algorithm [J]. Acta Armamentarii, 2023, 44(9): 2650-2660.
[2]	SHANG Shiyuan, TONG Yi, WANG Zhichao, HUANG Fenglei. Synthesis of Polycrystalline Diamond from Carbon Nanotubes Using Direct Detonation Method [J]. Acta Armamentarii, 2023, 44(7): 1993-2001.
[3]	HUANG Longjie, LIU Rui, GAO Feiyan, CHEN Pengwan. Dynamic Tensile Deformation and Failure Mechanism of β-HMX Single Crystal With Defect Distribution [J]. Acta Armamentarii, 2023, 44(12): 3872-3883.
[4]	LI Renbin， GUO Jiong， QIAO Yu， MENG Zihui. Properties of Three-dimensional Photonic Crystals as Infrared Stealth Materials [J]. Acta Armamentarii, 2022, 43(8): 1892-1901.
[5]	QIAO Yu, ZHANG Feng, MENG Zihui, WANG Piaopiao, QIU Lili. Adjusment and Control of Structural Color of Thermochromic Photonic Crystal Material [J]. Acta Armamentarii, 2020, 41(8): 1573-1580.
[6]	QIN Jinfeng， ZHAO Xue， QIAN Hua， RUI Jiuhou. Effect of Crystal Structure of High Density Spherical RDX on Safety Performance of PBX [J]. Acta Armamentarii, 2020, 41(3): 481-487.
[7]	HANG Guiyun, YU Wenli, WANG Tao, WANG Jintao, MIAO Shuang. Molecular Dynamics Investigation on Crystal Defect of HMX/NTO Cocrystal Explosive [J]. Acta Armamentarii, 2019, 40(1): 49-57.
[8]	MENG Zihui, LI Renbin, QIU Lili, WANG Shushan , QIAO Yu. Research Progress on Photonic Crystal Multiband Stealth Material [J]. Acta Armamentarii, 2019, 40(1): 198-207.
[9]	WANG Chao， LI Shu-juan， CHAI Peng， YAN Jun-chao， LI Yan. Modeling and Simulation of Micro-cutting Mechanism of Single Crystal SiC by Molecular Dynamics [J]. Acta Armamentarii, 2018, 39(8): 1648-1654.
[10]	YAN Bing-hui， WEI Guang-ning， LI Chen-xia， LI Xue-song. Influence of Process Parameters on Composition and Wear Resistance of Electrodeposited Cobalt Nickel Alloy Plating [J]. Acta Armamentarii, 2018, 39(4): 753-762.
[11]	SONG Peng-fei, DONG Xin-long, FU Ying-qian, SUO Tao. Experimental Research on Dynamic Shear Behavior of Ultrafine-grained Copper Prepared by Equal Channel Angular Pressing [J]. Acta Armamentarii, 2018, 39(4): 763-771.
[12]	XIN Bin， LI Shu-juan， LI Yu-xi. Experimental Research and Optimization of Process Parameters in the Electrical Discharge Machining of Monocrystalline Silicon [J]. Acta Armamentarii, 2017, 38(9): 1854-1861.
[13]	SHA Gui-ying， YIN Miao， HAN En-hou ， XU Dao-kui， XU Yong-bo， YU Shuang. Microstructure and Plastic Instability of Mg-4.3Li-1.08Y-5.83Zn Alloy [J]. Acta Armamentarii, 2017, 38(3): 534-539.
[14]	MAO Ming, WANG Jian-bing. Research on Influence of Breakwater on Hydrodynamic Characterisitics of Displacement Amphibious Vehicles [J]. Acta Armamentarii, 2016, 37(9): 1553-1560.
[15]	GAO Jun-qiang, TANG Xia-qing, HUANG Xiang-yuan, CHENG Xu-wei. FEA Method for Analysis of SINS Error Caused by Vibration Isolation System [J]. Acta Armamentarii, 2016, 37(9): 1570-1577.