Quantum chemical conformational analysis and X-ray structure of 4-methyl-3-thiosemicarbazide

Candee C. Chambers; Edet F. Archibong; Sam M. Mazhari; Ali Jabalameli; Jeffrey D. Zubkowski; Richard H. Sullivan; Edward J. Valente; Christopher J. Cramer; Donald G. Truhlar

doi:10.1016/s0166-1280(96)80029-7

Quantum chemical conformational analysis and X-ray structure of 4-methyl-3-thiosemicarbazide

Candee C. Chambers, Edet F. Archibong, Sam M. Mazhari, Ali Jabalameli, Jeffrey D. Zubkowski, Richard H. Sullivan, Edward J. Valente, Christopher J. Cramer, Donald G. Truhlar

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

8 Scopus citations

Abstract

We present X-ray crystallographic results and gas-phase electronic structure calculations of the geometry of 4-methyl-3-thiosemicarbazide. Using the Hartree-Fock theory with a 6-31G* basis set, we calculated relative energies for eight different conformations. For the lowest-energy conformations of each of the four possible combinations of rotamers about the two C-N bonds, we also included electron correlation by Møller-Plesset second-order (MP2) perturbation theory with the same basis set. From these calculations, we selected the lowest-energy structure and calculated structural parameters at the MP2 level of theory with the larger correlation-consistent cc-pVDZ basis set. The geometry of the minimum-energy gas-phase structure is in good agreement with the structure observed experimentally in the crystal.

Original language	English (US)
Pages (from-to)	161-167
Number of pages	7
Journal	Journal of Molecular Structure: THEOCHEM
Volume	388
Issue number	1-3
DOIs	https://doi.org/10.1016/s0166-1280(96)80029-7
State	Published - Dec 11 1996

Bibliographical note

Funding Information:
The authors are grateful to Kiet Nguyen for assistance with some of the calculations and to Doyle Brit-ton and Thomas Hoye for helpful discussions. This work was sponsored in part by the Army High Performance Computing Research Center under the auspices of the Department of the Army, Army Research Laboratory cooperative agreement number DAAH04-95-2-0003/contract number DAAH04-95-C-0008. The content does not necessarily reflect the

Funding Information:
position or the policy of the government, and no official endorsement should be inferred. This work was also supported in part by the National Science Foundation. Authors EJV and JDZ acknowledge the support of the Office of Naval Research.

Keywords

Crystal
Potential energy surface
Rotamers
Thiourea

Publisher link

10.1016/s0166-1280(96)80029-7

Find It

Find It at U of M Libraries

Cite this

@article{54b2b552de8c4ef280294663b42066dc,

title = "Quantum chemical conformational analysis and X-ray structure of 4-methyl-3-thiosemicarbazide",

abstract = "We present X-ray crystallographic results and gas-phase electronic structure calculations of the geometry of 4-methyl-3-thiosemicarbazide. Using the Hartree-Fock theory with a 6-31G* basis set, we calculated relative energies for eight different conformations. For the lowest-energy conformations of each of the four possible combinations of rotamers about the two C-N bonds, we also included electron correlation by M{\o}ller-Plesset second-order (MP2) perturbation theory with the same basis set. From these calculations, we selected the lowest-energy structure and calculated structural parameters at the MP2 level of theory with the larger correlation-consistent cc-pVDZ basis set. The geometry of the minimum-energy gas-phase structure is in good agreement with the structure observed experimentally in the crystal.",

keywords = "Crystal, Potential energy surface, Rotamers, Thiourea",

author = "Chambers, {Candee C.} and Archibong, {Edet F.} and Mazhari, {Sam M.} and Ali Jabalameli and Zubkowski, {Jeffrey D.} and Sullivan, {Richard H.} and Valente, {Edward J.} and Cramer, {Christopher J.} and Truhlar, {Donald G.}",

note = "Funding Information: The authors are grateful to Kiet Nguyen for assistance with some of the calculations and to Doyle Brit-ton and Thomas Hoye for helpful discussions. This work was sponsored in part by the Army High Performance Computing Research Center under the auspices of the Department of the Army, Army Research Laboratory cooperative agreement number DAAH04-95-2-0003/contract number DAAH04-95-C-0008. The content does not necessarily reflect the Funding Information: position or the policy of the government, and no official endorsement should be inferred. This work was also supported in part by the National Science Foundation. Authors EJV and JDZ acknowledge the support of the Office of Naval Research.",

year = "1996",

month = dec,

day = "11",

doi = "10.1016/s0166-1280(96)80029-7",

language = "English (US)",

volume = "388",

pages = "161--167",

journal = "Journal of Molecular Structure: THEOCHEM",

issn = "0166-1280",

publisher = "Elsevier B.V.",

number = "1-3",

}

TY - JOUR

T1 - Quantum chemical conformational analysis and X-ray structure of 4-methyl-3-thiosemicarbazide

AU - Chambers, Candee C.

AU - Archibong, Edet F.

AU - Mazhari, Sam M.

AU - Jabalameli, Ali

AU - Zubkowski, Jeffrey D.

AU - Sullivan, Richard H.

AU - Valente, Edward J.

AU - Cramer, Christopher J.

AU - Truhlar, Donald G.

N1 - Funding Information: The authors are grateful to Kiet Nguyen for assistance with some of the calculations and to Doyle Brit-ton and Thomas Hoye for helpful discussions. This work was sponsored in part by the Army High Performance Computing Research Center under the auspices of the Department of the Army, Army Research Laboratory cooperative agreement number DAAH04-95-2-0003/contract number DAAH04-95-C-0008. The content does not necessarily reflect the Funding Information: position or the policy of the government, and no official endorsement should be inferred. This work was also supported in part by the National Science Foundation. Authors EJV and JDZ acknowledge the support of the Office of Naval Research.

PY - 1996/12/11

Y1 - 1996/12/11

N2 - We present X-ray crystallographic results and gas-phase electronic structure calculations of the geometry of 4-methyl-3-thiosemicarbazide. Using the Hartree-Fock theory with a 6-31G* basis set, we calculated relative energies for eight different conformations. For the lowest-energy conformations of each of the four possible combinations of rotamers about the two C-N bonds, we also included electron correlation by Møller-Plesset second-order (MP2) perturbation theory with the same basis set. From these calculations, we selected the lowest-energy structure and calculated structural parameters at the MP2 level of theory with the larger correlation-consistent cc-pVDZ basis set. The geometry of the minimum-energy gas-phase structure is in good agreement with the structure observed experimentally in the crystal.

AB - We present X-ray crystallographic results and gas-phase electronic structure calculations of the geometry of 4-methyl-3-thiosemicarbazide. Using the Hartree-Fock theory with a 6-31G* basis set, we calculated relative energies for eight different conformations. For the lowest-energy conformations of each of the four possible combinations of rotamers about the two C-N bonds, we also included electron correlation by Møller-Plesset second-order (MP2) perturbation theory with the same basis set. From these calculations, we selected the lowest-energy structure and calculated structural parameters at the MP2 level of theory with the larger correlation-consistent cc-pVDZ basis set. The geometry of the minimum-energy gas-phase structure is in good agreement with the structure observed experimentally in the crystal.

KW - Crystal

KW - Potential energy surface

KW - Rotamers

KW - Thiourea

UR - http://www.scopus.com/inward/record.url?scp=0042539015&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0042539015&partnerID=8YFLogxK

U2 - 10.1016/s0166-1280(96)80029-7

DO - 10.1016/s0166-1280(96)80029-7

M3 - Article

AN - SCOPUS:0042539015

SN - 0166-1280

VL - 388

SP - 161

EP - 167

JO - Journal of Molecular Structure: THEOCHEM

JF - Journal of Molecular Structure: THEOCHEM

IS - 1-3

ER -

Quantum chemical conformational analysis and X-ray structure of 4-methyl-3-thiosemicarbazide

Abstract

Bibliographical note

Keywords

Publisher link

Find It

Other files and links

Fingerprint

Cite this