The title compound C13H12N4OS (I) is synthetized from nicotinic hydrazide and isothiocynate. Compound C13H10N4O (II) is obtained upon reaction of (I) with Mn (II) salt. Compound I crystallizes in the triclinic space group Pī with the following unit cell parameters: a = 9.5667 (2) Å, b = 11.5464 (2) Å, c = 12.6658 (2) Å, a = 78.320 (1)°, b = 83.319 (1)°, g = 88.079 (2)°, V = 1360.73 (4) Å3, Z = 4, R1 = 0.040 and wR2 = 0.112 and compound II crystallizes in the monoclinic space group P21/n with the following unit cell parameters: a = 5.4055 (2) Å, b = 19.686 (1) Å, c = 10.5015 (4) Å, b = 92.402 (2)°, V = 1116.51 (8) Å3, Z = 4, R1 = 0.070 and wR2 = 0.212. The asymmetric unit contains two molecules of I. For both molecules, the carbonyl oxygen atom and the sulfur atom are, respectively, in syn and trans conformation with respect to their related amino nitrogen atoms. Strong intermolecular bonds of type N—H···N, N—H···S, and N—H···O, and weak intermolecular bonds of type C—H···O and C—H···S form chains superimposed on each other which are linked, resulting in a three-dimensional network architecture. The heterocyclic compound (II) 1,3,4-oxadiazol derivative is not planar with dihedral angle of 17.725 (14)° and 4.550 (15)° between 1,3,4-oxadiazole ring and phenyl and pyridine rings respectively. The dihedral angle between the phenyl and pyridine rings is 22.260 (12)°. In the compound II, intramolecular hydrogen bonds of type C—H···N resulting in S(6) ring stabilize the structure. One intermolecular hydrogen bonds of type N—H···N links the molecules thus forming a chain parallel to the c-axis.
| Published in | Modern Chemistry (Volume 10, Issue 4) |
| DOI | 10.11648/j.mc.20221004.12 |
| Page(s) | 113-120 |
| Creative Commons |
This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited. |
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Copyright © The Author(s), 2022. Published by Science Publishing Group |
Phenyl Isothiocyanate, Thiosemicarbazide, Hydrazide, Oxadiazole, Antioxidant, Activity
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APA Style
Ndama Faye, Aissatou Alioune Gaye, Alioune Fall, Cheikh Ndoye, Mayoro Diop, et al. (2022). Syntheses, Antioxidant Activity and Crystal Structures of 1-Nicotinoyl-4-Phenylthiosemicarbazide and Its Derivative N-Phenyl-5-(Pyridin-3-yl)-1,3,4-Oxadiazol-2-amine. Modern Chemistry, 10(4), 113-120. https://doi.org/10.11648/j.mc.20221004.12
ACS Style
Ndama Faye; Aissatou Alioune Gaye; Alioune Fall; Cheikh Ndoye; Mayoro Diop, et al. Syntheses, Antioxidant Activity and Crystal Structures of 1-Nicotinoyl-4-Phenylthiosemicarbazide and Its Derivative N-Phenyl-5-(Pyridin-3-yl)-1,3,4-Oxadiazol-2-amine. Mod. Chem. 2022, 10(4), 113-120. doi: 10.11648/j.mc.20221004.12
AMA Style
Ndama Faye, Aissatou Alioune Gaye, Alioune Fall, Cheikh Ndoye, Mayoro Diop, et al. Syntheses, Antioxidant Activity and Crystal Structures of 1-Nicotinoyl-4-Phenylthiosemicarbazide and Its Derivative N-Phenyl-5-(Pyridin-3-yl)-1,3,4-Oxadiazol-2-amine. Mod Chem. 2022;10(4):113-120. doi: 10.11648/j.mc.20221004.12
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author = {Ndama Faye and Aissatou Alioune Gaye and Alioune Fall and Cheikh Ndoye and Mayoro Diop and Gregory Excoffier and Mohamed Gaye},
title = {Syntheses, Antioxidant Activity and Crystal Structures of 1-Nicotinoyl-4-Phenylthiosemicarbazide and Its Derivative N-Phenyl-5-(Pyridin-3-yl)-1,3,4-Oxadiazol-2-amine},
journal = {Modern Chemistry},
volume = {10},
number = {4},
pages = {113-120},
doi = {10.11648/j.mc.20221004.12},
url = {https://doi.org/10.11648/j.mc.20221004.12},
eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.mc.20221004.12},
abstract = {The title compound C13H12N4OS (I) is synthetized from nicotinic hydrazide and isothiocynate. Compound C13H10N4O (II) is obtained upon reaction of (I) with Mn (II) salt. Compound I crystallizes in the triclinic space group Pī with the following unit cell parameters: a = 9.5667 (2) Å, b = 11.5464 (2) Å, c = 12.6658 (2) Å, a = 78.320 (1)°, b = 83.319 (1)°, g = 88.079 (2)°, V = 1360.73 (4) Å3, Z = 4, R1 = 0.040 and wR2 = 0.112 and compound II crystallizes in the monoclinic space group P21/n with the following unit cell parameters: a = 5.4055 (2) Å, b = 19.686 (1) Å, c = 10.5015 (4) Å, b = 92.402 (2)°, V = 1116.51 (8) Å3, Z = 4, R1 = 0.070 and wR2 = 0.212. The asymmetric unit contains two molecules of I. For both molecules, the carbonyl oxygen atom and the sulfur atom are, respectively, in syn and trans conformation with respect to their related amino nitrogen atoms. Strong intermolecular bonds of type N—H···N, N—H···S, and N—H···O, and weak intermolecular bonds of type C—H···O and C—H···S form chains superimposed on each other which are linked, resulting in a three-dimensional network architecture. The heterocyclic compound (II) 1,3,4-oxadiazol derivative is not planar with dihedral angle of 17.725 (14)° and 4.550 (15)° between 1,3,4-oxadiazole ring and phenyl and pyridine rings respectively. The dihedral angle between the phenyl and pyridine rings is 22.260 (12)°. In the compound II, intramolecular hydrogen bonds of type C—H···N resulting in S(6) ring stabilize the structure. One intermolecular hydrogen bonds of type N—H···N links the molecules thus forming a chain parallel to the c-axis.},
year = {2022}
}
TY - JOUR T1 - Syntheses, Antioxidant Activity and Crystal Structures of 1-Nicotinoyl-4-Phenylthiosemicarbazide and Its Derivative N-Phenyl-5-(Pyridin-3-yl)-1,3,4-Oxadiazol-2-amine AU - Ndama Faye AU - Aissatou Alioune Gaye AU - Alioune Fall AU - Cheikh Ndoye AU - Mayoro Diop AU - Gregory Excoffier AU - Mohamed Gaye Y1 - 2022/12/15 PY - 2022 N1 - https://doi.org/10.11648/j.mc.20221004.12 DO - 10.11648/j.mc.20221004.12 T2 - Modern Chemistry JF - Modern Chemistry JO - Modern Chemistry SP - 113 EP - 120 PB - Science Publishing Group SN - 2329-180X UR - https://doi.org/10.11648/j.mc.20221004.12 AB - The title compound C13H12N4OS (I) is synthetized from nicotinic hydrazide and isothiocynate. Compound C13H10N4O (II) is obtained upon reaction of (I) with Mn (II) salt. Compound I crystallizes in the triclinic space group Pī with the following unit cell parameters: a = 9.5667 (2) Å, b = 11.5464 (2) Å, c = 12.6658 (2) Å, a = 78.320 (1)°, b = 83.319 (1)°, g = 88.079 (2)°, V = 1360.73 (4) Å3, Z = 4, R1 = 0.040 and wR2 = 0.112 and compound II crystallizes in the monoclinic space group P21/n with the following unit cell parameters: a = 5.4055 (2) Å, b = 19.686 (1) Å, c = 10.5015 (4) Å, b = 92.402 (2)°, V = 1116.51 (8) Å3, Z = 4, R1 = 0.070 and wR2 = 0.212. The asymmetric unit contains two molecules of I. For both molecules, the carbonyl oxygen atom and the sulfur atom are, respectively, in syn and trans conformation with respect to their related amino nitrogen atoms. Strong intermolecular bonds of type N—H···N, N—H···S, and N—H···O, and weak intermolecular bonds of type C—H···O and C—H···S form chains superimposed on each other which are linked, resulting in a three-dimensional network architecture. The heterocyclic compound (II) 1,3,4-oxadiazol derivative is not planar with dihedral angle of 17.725 (14)° and 4.550 (15)° between 1,3,4-oxadiazole ring and phenyl and pyridine rings respectively. The dihedral angle between the phenyl and pyridine rings is 22.260 (12)°. In the compound II, intramolecular hydrogen bonds of type C—H···N resulting in S(6) ring stabilize the structure. One intermolecular hydrogen bonds of type N—H···N links the molecules thus forming a chain parallel to the c-axis. VL - 10 IS - 4 ER -
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