Intermolecular friction symbol derived from crystal information

Zhang, Chaoyang; Xue, Xiangxin; Cao, Yong; Zhou, Yang; Li, Hongzhen; Zhou, Junhong; Gao, Tao

doi:10.1039/c3ce40817e

Cited by 79 publications

(98 citation statements)

References 35 publications

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“…Compounds 3 a and 3 b are more platelike compared with 5 a and 5 b , which is in agreement with experimental thermal stability and sensitivity (Figure a and Figure a). From the 2D fingerprint plots (Figure b and Figure b), it was observed that a pair of remarkable spikes on the bottom left denote hydrogen bonds of O⋅⋅⋅H and N⋅⋅⋅H . The interaction of N⋅⋅⋅H (7.1–12.2 %) was much lower than that of O⋅⋅⋅H (35.8–40.2 %) interaction in 3 a and 3 b , which may be explained by the extensive intermolecular hydrogen bonds interactions between energetic molecules and solvent molecules.…”

Section: Resultsmentioning

confidence: 94%

“…By definition, the red and blue on the Hirshfeld surfaces denotes the high and low close contact populations, respectively. Most red dots located on the edges primarily denote the intermolecular hydrogen bonds interactions such as O−H⋅⋅⋅N and N−H⋅⋅⋅O, whereas those on the plate faces usually denote intermolecular π‐π interactions including C−N and C−O interactions . Recent research has demonstrated that plate‐shaped surface representing planar conjugated molecular structures contributes efficiently to π‐π stacking and lead to better stability .…”

Section: Resultsmentioning

confidence: 99%

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1,2,4‐Oxadiazole‐Bridged Polynitropyrazole Energetic Materials with Enhanced Thermal Stability and Low Sensitivity

Yan

2019

ChemPlusChem

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A family of mono or di(1,2,4‐oxadiazole)‐bridged polynitropyrazole derivatives with C‐nitro/N‐nitro functionalities is reported. All compounds were fully characterized by IR, NMR (1H, 13C), elemental analysis and differential scanning calorimetry (DSC). The solid‐state structure features were further investigated with X‐ray diffraction. Of these, compounds 3,5‐bis(3,4‐dinitro‐1H‐pyrazol‐5‐yl)‐1,2,4‐oxadiazole (3 a) and 5,5′‐bis(3,4‐dinitro‐1H‐pyrazol‐5‐yl)‐3,3′‐bi(1,2,4‐oxadiazole) (3 b) possess high thermal stability (3 a: Tdec=274 °C; 3 b: Tdec=272 °C), sensitivity (IS >30 J, FS >360 N) and comparable detonation properties (3 a: Dv=8741 m s−1, P=34.0 GPa; 3 b: Dv=8685 m s−1, P=33.4 Gpa) to RDX. In addition, 3,5‐bis(4‐nitro‐1H‐pyrazol‐3‐yl)‐1,2,4‐oxadiazole (4 a) and 5,5′‐bis(4‐nitro‐1H‐pyrazol‐3‐yl)‐3,3′‐bi(1,2,4‐oxadiazole) (4 b) have high decomposition temperature (4 a: Tdec=314 °C; 4 b: Tdec=317 °C), low sensitivity (IS >40 J; FS>360 N) and superior detonation performances (4 a: Dv=8027 m s−1, P=26.4 GPa; 4 b: Dv=7991 m s−1, P=25.2 Gpa) than conventional heat‐resistant explosive hexanitrostilbene (HNS: Tdec=318 °C; IS=5 J; FS=240 N; Dv=7612 m s−1, P=24.3 GPa), thus suggesting their potential application as heat‐resistant explosives.

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Section: Resultsmentioning

confidence: 94%

Section: Resultsmentioning

confidence: 99%

1,2,4‐Oxadiazole‐Bridged Polynitropyrazole Energetic Materials with Enhanced Thermal Stability and Low Sensitivity

Yan

2019

ChemPlusChem

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“…Compounds exhibiting strong OÁ Á ÁO interactions are associated with shock-and friction-sensitive materials (Ma, Zhang, Xue et al, 2014;Manner et al, 2014). The presence of hydrogen bonding in energetic materials is mostly associated with reduced sensitivity Zhang et al, 2013). Therefore, although sensitivity studies were not performed on these compounds, it can be postulated that compounds I and II would possess reduced sensitivity to shock and friction from the number of hydrogen bonds present.…”

Section: Figurementioning

confidence: 99%

Energetic propane-1,3-diaminium and butane-1,4-diaminium salts of N,N′-dinitroethylenediazanide: syntheses, crystal structures and thermal properties

et al. 2019

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research papers 60 Roodt et al. Propane-1,3-diaminium and butane-1,4-diaminium salts Acta Cryst. (2019). C75, 54-60 supporting information sup-1 Acta Cryst. (2019). C75, 54-60 supporting information Acta Cryst. (2019). C75, 54-60 [https://doi.Data collection: APEX2 (Bruker, 2016) for mo_17ca_grcc5a_0ma; APEX2 (Bruker, 2015) for mo_17ca_grcc6_0m. Cell refinement: SAINT (Bruker, 2016) for mo_17ca_grcc5a_0ma; SAINT (Bruker, 2015) for mo_17ca_grcc6_0m. Data reduction: SAINT (Bruker, 2016) for mo_17ca_grcc5a_0ma; SAINT (Bruker, 2015) for mo_17ca_grcc6_0m. For both structures, program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).

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“…No notable hydrogen bonding was found, Van der Waals force is the main intermolecular interaction. The layered structure like FOX-7 (1,1-diamino-2,2-dinitroethene) and TATB (1,3,5-triamino-2,4,6-trinitrobenzene) is helpful to dilute the external force [21]. Therefore, it can be deduced that the cocrystal is much more insensitive than pure picric acid.…”

Section: Crystal Structurementioning

confidence: 99%

A Comparative Theoretical Study of Picric Acid and Its Cocrystals

et al. 2015

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A novel cocrystal of picric acid/acetophenone was prepared by solvent evaporation method and the crystal structure was characterized by single crystal X-ray diffraction. Analysis of the crystal structure shows that the hydrogen bonding, van der Waals and π-π stacking are the main driving forces for the cocrystal formation. Density functional theory (DFT) calculation was performed to better understand the formation mechanism and properties of the cocrystal. The results suggest that π-π stacking is more important than hydrogen bonding considering their interaction energies. Furthermore, Mulliken charge analysis shows picric acid becomes less sensitive after cocrystallization with other compounds because of the electron transfer.

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Intermolecular friction symbol derived from crystal information

Cited by 79 publications

References 35 publications

1,2,4‐Oxadiazole‐Bridged Polynitropyrazole Energetic Materials with Enhanced Thermal Stability and Low Sensitivity

1,2,4‐Oxadiazole‐Bridged Polynitropyrazole Energetic Materials with Enhanced Thermal Stability and Low Sensitivity

Energetic propane-1,3-diaminium and butane-1,4-diaminium salts of N,N′-dinitroethylenediazanide: syntheses, crystal structures and thermal properties

A Comparative Theoretical Study of Picric Acid and Its Cocrystals

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