Abstract
Two thiosemicarbazones, (E)-2-(2,4-dimethoxybenzylidene)thiosemicarbazone (24-MBTSC (1)) and (E)-2-(2,5-dimethoxybenzylidene)thiosemicarbazone (25-MBTSC (2)), derived from 2,4-dimethoxybenzaldehyde and 2,5-dimethoxybenzaldehyde, respectively, with thiosemicarbazide have been synthesized and their structures were characterized by elemental analyses, FT-IR, 1H NMR spectroscopy, and X-ray single-crystal diffraction analysis. Molecular orbital calculations have been carried out for 1 and 2 by using an ab initio method (HF) and also density functional method (B3LYP) at 6-31G basis set. Compound 1 crystallizes in the monoclinic system, space group P21/c, with a = 8.1342(5) Å, b = 18.1406(10) Å, c = 8.2847(6) Å, β = 109.7258(17)°, V = 1150.75(12) Å3, and Z = 4, whereas compound 2 crystallizes in the orthorhombic system, space group Pbca, with a = 11.0868(6) Å, b = 13.1332(6) Å, c = 15.9006(8) Å, V = 2315.2(2) Å3, and Z = 8. The compounds 1 and 2 displays a trans-configuration about the C=N double bond.
| Original language | English |
|---|---|
| Pages (from-to) | 995-1003 |
| Number of pages | 9 |
| Journal | Structural Chemistry |
| Volume | 21 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - 2010 |
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Keywords
- 2,4-Dimethoxybenzaldehyde
- 2,5-Dimethoxybenzaldehyde
- Configuration
- Crystal structure
- Density functional theory (DFT)
- HF
- Thiosemicarbazone
ASJC Scopus subject areas
- Condensed Matter Physics
- Physical and Theoretical Chemistry
Cite this
Synthesis, spectroscopic characterization, crystal structures, and theoretical studies of (E)-2-(2,4-dimethoxybenzylidene)thiosemicarbazone and (E)-2-(2,5-dimethoxybenzylidene)thiosemicarbazone. / Khalaji, Aliakbar Dehno; Grivani, Gholamhossein; Akerdi, Samaneh Jalali; Gotoh, Kazuma; Ishida, Hiroyuki; Mighani, Hossein.
In: Structural Chemistry, Vol. 21, No. 5, 2010, p. 995-1003.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Synthesis, spectroscopic characterization, crystal structures, and theoretical studies of (E)-2-(2,4-dimethoxybenzylidene)thiosemicarbazone and (E)-2-(2,5-dimethoxybenzylidene)thiosemicarbazone
AU - Khalaji, Aliakbar Dehno
AU - Grivani, Gholamhossein
AU - Akerdi, Samaneh Jalali
AU - Gotoh, Kazuma
AU - Ishida, Hiroyuki
AU - Mighani, Hossein
PY - 2010
Y1 - 2010
N2 - Two thiosemicarbazones, (E)-2-(2,4-dimethoxybenzylidene)thiosemicarbazone (24-MBTSC (1)) and (E)-2-(2,5-dimethoxybenzylidene)thiosemicarbazone (25-MBTSC (2)), derived from 2,4-dimethoxybenzaldehyde and 2,5-dimethoxybenzaldehyde, respectively, with thiosemicarbazide have been synthesized and their structures were characterized by elemental analyses, FT-IR, 1H NMR spectroscopy, and X-ray single-crystal diffraction analysis. Molecular orbital calculations have been carried out for 1 and 2 by using an ab initio method (HF) and also density functional method (B3LYP) at 6-31G basis set. Compound 1 crystallizes in the monoclinic system, space group P21/c, with a = 8.1342(5) Å, b = 18.1406(10) Å, c = 8.2847(6) Å, β = 109.7258(17)°, V = 1150.75(12) Å3, and Z = 4, whereas compound 2 crystallizes in the orthorhombic system, space group Pbca, with a = 11.0868(6) Å, b = 13.1332(6) Å, c = 15.9006(8) Å, V = 2315.2(2) Å3, and Z = 8. The compounds 1 and 2 displays a trans-configuration about the C=N double bond.
AB - Two thiosemicarbazones, (E)-2-(2,4-dimethoxybenzylidene)thiosemicarbazone (24-MBTSC (1)) and (E)-2-(2,5-dimethoxybenzylidene)thiosemicarbazone (25-MBTSC (2)), derived from 2,4-dimethoxybenzaldehyde and 2,5-dimethoxybenzaldehyde, respectively, with thiosemicarbazide have been synthesized and their structures were characterized by elemental analyses, FT-IR, 1H NMR spectroscopy, and X-ray single-crystal diffraction analysis. Molecular orbital calculations have been carried out for 1 and 2 by using an ab initio method (HF) and also density functional method (B3LYP) at 6-31G basis set. Compound 1 crystallizes in the monoclinic system, space group P21/c, with a = 8.1342(5) Å, b = 18.1406(10) Å, c = 8.2847(6) Å, β = 109.7258(17)°, V = 1150.75(12) Å3, and Z = 4, whereas compound 2 crystallizes in the orthorhombic system, space group Pbca, with a = 11.0868(6) Å, b = 13.1332(6) Å, c = 15.9006(8) Å, V = 2315.2(2) Å3, and Z = 8. The compounds 1 and 2 displays a trans-configuration about the C=N double bond.
KW - 2,4-Dimethoxybenzaldehyde
KW - 2,5-Dimethoxybenzaldehyde
KW - Configuration
KW - Crystal structure
KW - Density functional theory (DFT)
KW - HF
KW - Thiosemicarbazone
UR - http://www.scopus.com/inward/record.url?scp=77956878454&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=77956878454&partnerID=8YFLogxK
U2 - 10.1007/s11224-010-9637-3
DO - 10.1007/s11224-010-9637-3
M3 - Article
AN - SCOPUS:77956878454
VL - 21
SP - 995
EP - 1003
JO - Structural Chemistry
JF - Structural Chemistry
SN - 1040-0400
IS - 5
ER -