A theoretical investigation into the strength of N-NO2 bonds, ring strain and electrostatic potential upon formation of intermolecular H-bonds between HF and the nitro group in nitrogen heterocyclic rings C n H2 n N-NO2 ( n = 2-5), RDX and HMX
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| 024 | 7 | 0 | |a 10.1007/s00894-015-2842-7 |2 doi |
| 035 | |a (NATIONALLICENCE)springer-10.1007/s00894-015-2842-7 | ||
| 245 | 0 | 2 | |a A theoretical investigation into the strength of N-NO2 bonds, ring strain and electrostatic potential upon formation of intermolecular H-bonds between HF and the nitro group in nitrogen heterocyclic rings C n H2 n N-NO2 ( n = 2-5), RDX and HMX |h [Elektronische Daten] |c [Bao-guo Wang, Fu-de Ren, Wen-jing Shi] |
| 520 | 3 | |a Changes in N-NO2 bond strength, ring strain energy and electrostatic potential upon formation of intermolecular H-bonds between HF and the nitro group in nitrogen heterocyclic rings C n H2n N-NO2 (n = 2-5), RDX and HMX were investigated using DFT-B3LYP and MP2(full) methods with the 6-311++G(2df,2p) and aug-cc-pVTZ basis sets. Analysis of electron density shifts was also carried out. The results indicate that H-bonding energy correlates well with the increment of ring strain energy. Upon complex formation, the strength of the N-NO2 trigger-bond is enhanced, suggesting reduced sensitivity, while judged by the increased ring strain energy, sensitivity is increased. However, some features of the molecular surface electrostatic potential, such as a local maximum above the N−NO2 bond and ring, σ + 2 and electrostatic balance parameter ν, remain essentially unchanged upon complex formation, and only a small change in the impact sensitivity h 50 is suggested. It is not sufficient to determine sensitivity solely on the basis of trigger bond or ring strain; as a global feature of a molecule, the molecular surface electrostatic potential is available to help judge the change of sensitivity in H-bonded complexes. Graphical Abstract The strengthened N-NO2 bond suggests reduced sensitivity, while it is reverse by theincreased ring strain energy upon the complex formation. However, the molecular surfaceelectrostatic potential (V S) shows the little change of h 50. The V S should be taken into accountin the analysis of explosive sensitivity in the H-bonded complex. | |
| 540 | |a Springer-Verlag Berlin Heidelberg, 2015 | ||
| 690 | 7 | |a Intermolecular H-bond |2 nationallicence | |
| 690 | 7 | |a Ring strain |2 nationallicence | |
| 690 | 7 | |a Bond dissociation energy |2 nationallicence | |
| 690 | 7 | |a Sensitivity |2 nationallicence | |
| 690 | 7 | |a Electrostatic potential |2 nationallicence | |
| 690 | 7 | |a MP2(full) |2 nationallicence | |
| 700 | 1 | |a Wang |D Bao-guo |u College of Chemical Engineering and Environment, North University of China, 030051, Taiyuan, China |4 aut | |
| 700 | 1 | |a Ren |D Fu-de |u College of Chemical Engineering and Environment, North University of China, 030051, Taiyuan, China |4 aut | |
| 700 | 1 | |a Shi |D Wen-jing |u The Third Hospital of Shanxi Medical University, 030053, Taiyuan, China |4 aut | |
| 773 | 0 | |t Journal of Molecular Modeling |d Springer Berlin Heidelberg |g 21/11(2015-11-01), 1-11 |x 1610-2940 |q 21:11<1 |1 2015 |2 21 |o 894 | |
| 856 | 4 | 0 | |u https://doi.org/10.1007/s00894-015-2842-7 |q text/html |z Onlinezugriff via DOI |
| 898 | |a BK010053 |b XK010053 |c XK010000 | ||
| 900 | 7 | |a Metadata rights reserved |b Springer special CC-BY-NC licence |2 nationallicence | |
| 908 | |D 1 |a research-article |2 jats | ||
| 949 | |B NATIONALLICENCE |F NATIONALLICENCE |b NL-springer | ||
| 950 | |B NATIONALLICENCE |P 856 |E 40 |u https://doi.org/10.1007/s00894-015-2842-7 |q text/html |z Onlinezugriff via DOI | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Wang |D Bao-guo |u College of Chemical Engineering and Environment, North University of China, 030051, Taiyuan, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Ren |D Fu-de |u College of Chemical Engineering and Environment, North University of China, 030051, Taiyuan, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 700 |E 1- |a Shi |D Wen-jing |u The Third Hospital of Shanxi Medical University, 030053, Taiyuan, China |4 aut | ||
| 950 | |B NATIONALLICENCE |P 773 |E 0- |t Journal of Molecular Modeling |d Springer Berlin Heidelberg |g 21/11(2015-11-01), 1-11 |x 1610-2940 |q 21:11<1 |1 2015 |2 21 |o 894 | ||