Heat of formation predictions of various nitro-substituted azoles by G4MP2-SFM scheme

Md Al Mamunur Rashid; Soo Gyeong Cho; Tae Hoon Choi; Cheol Ho Choi

doi:10.1007/s00214-015-1733-4

Heat of formation predictions of various nitro-substituted azoles by G4MP2-SFM scheme

Md Al Mamunur Rashid, Soo Gyeong Cho, Tae Hoon Choi, Cheol Ho Choi

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

Abstract

Heats of formation (∆H_f) of various nitro-substituted azoles were predicted by Gaussian-4 MP2 combining with systematic fragmentation method (SFM), G4MP2-SFM. The overall mean absolute deviations and root-mean-square deviations of the particular opt-G4SFM(1,2) scheme are 2.0 and 2.6 kcal/mol, respectively, on the predictions of 48 molecules. Overall, each additional nitrogen in the azole ring increases ∆H_f by 10–30 kcal/mol. While the effect of the NO₂ substitution to carbon (NO₂(C)) is minor, that to nitrogen (NO₂(N)) increases ∆H_f by 15–32 kcal/mol. In addition, we found that second-neighbor contribution is also significant for nonbonding interactions between NO₂ groups, which increase ∆H_f by 3–4 kcal/mol.

Original language	English
Article number	126
Journal	Theoretical Chemistry Accounts
Volume	134
Issue number	11
DOIs	https://doi.org/10.1007/s00214-015-1733-4
State	Published - 1 Nov 2015

Keywords

Azoles
G4MP2-SFM
Heat of formation
Nonbonded interactions

Access to Document

10.1007/s00214-015-1733-4

Cite this

@article{2261ac946f774b218f2f50c737a41bfb,

title = "Heat of formation predictions of various nitro-substituted azoles by G4MP2-SFM scheme",

abstract = "Heats of formation (∆Hf) of various nitro-substituted azoles were predicted by Gaussian-4 MP2 combining with systematic fragmentation method (SFM), G4MP2-SFM. The overall mean absolute deviations and root-mean-square deviations of the particular opt-G4SFM(1,2) scheme are 2.0 and 2.6 kcal/mol, respectively, on the predictions of 48 molecules. Overall, each additional nitrogen in the azole ring increases ∆Hf by 10–30 kcal/mol. While the effect of the NO2 substitution to carbon (NO2(C)) is minor, that to nitrogen (NO2(N)) increases ∆Hf by 15–32 kcal/mol. In addition, we found that second-neighbor contribution is also significant for nonbonding interactions between NO2 groups, which increase ∆Hf by 3–4 kcal/mol.",

keywords = "Azoles, G4MP2-SFM, Heat of formation, Nonbonded interactions",

author = "Rashid, \{Md Al Mamunur\} and Cho, \{Soo Gyeong\} and Choi, \{Tae Hoon\} and Choi, \{Cheol Ho\}",

note = "Publisher Copyright: {\textcopyright} 2015, Springer-Verlag Berlin Heidelberg.",

year = "2015",

month = nov,

day = "1",

doi = "10.1007/s00214-015-1733-4",

language = "English",

volume = "134",

journal = "Theoretical Chemistry Accounts",

issn = "1432-881X",

publisher = "Springer New York",

number = "11",

}

TY - JOUR

T1 - Heat of formation predictions of various nitro-substituted azoles by G4MP2-SFM scheme

AU - Rashid, Md Al Mamunur

AU - Cho, Soo Gyeong

AU - Choi, Tae Hoon

AU - Choi, Cheol Ho

PY - 2015/11/1

Y1 - 2015/11/1

N2 - Heats of formation (∆Hf) of various nitro-substituted azoles were predicted by Gaussian-4 MP2 combining with systematic fragmentation method (SFM), G4MP2-SFM. The overall mean absolute deviations and root-mean-square deviations of the particular opt-G4SFM(1,2) scheme are 2.0 and 2.6 kcal/mol, respectively, on the predictions of 48 molecules. Overall, each additional nitrogen in the azole ring increases ∆Hf by 10–30 kcal/mol. While the effect of the NO2 substitution to carbon (NO2(C)) is minor, that to nitrogen (NO2(N)) increases ∆Hf by 15–32 kcal/mol. In addition, we found that second-neighbor contribution is also significant for nonbonding interactions between NO2 groups, which increase ∆Hf by 3–4 kcal/mol.

AB - Heats of formation (∆Hf) of various nitro-substituted azoles were predicted by Gaussian-4 MP2 combining with systematic fragmentation method (SFM), G4MP2-SFM. The overall mean absolute deviations and root-mean-square deviations of the particular opt-G4SFM(1,2) scheme are 2.0 and 2.6 kcal/mol, respectively, on the predictions of 48 molecules. Overall, each additional nitrogen in the azole ring increases ∆Hf by 10–30 kcal/mol. While the effect of the NO2 substitution to carbon (NO2(C)) is minor, that to nitrogen (NO2(N)) increases ∆Hf by 15–32 kcal/mol. In addition, we found that second-neighbor contribution is also significant for nonbonding interactions between NO2 groups, which increase ∆Hf by 3–4 kcal/mol.

KW - Azoles

KW - G4MP2-SFM

KW - Heat of formation

KW - Nonbonded interactions

UR - http://www.scopus.com/inward/record.url?scp=84944030676&partnerID=8YFLogxK

U2 - 10.1007/s00214-015-1733-4

DO - 10.1007/s00214-015-1733-4

M3 - Article

AN - SCOPUS:84944030676

SN - 1432-881X

VL - 134

JO - Theoretical Chemistry Accounts

JF - Theoretical Chemistry Accounts

IS - 11

M1 - 126

ER -

Heat of formation predictions of various nitro-substituted azoles by G4MP2-SFM scheme

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this