Home Physical Sciences The crystal structure (E)-4-methyl-N′-(2-nitrobenzylidene)benzenesulfonohydrazide, C14H13N3O4S
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The crystal structure (E)-4-methyl-N′-(2-nitrobenzylidene)benzenesulfonohydrazide, C14H13N3O4S

  • Tai Xi-Shi EMAIL logo and Li Peng-Fei
Published/Copyright: October 12, 2017

Abstract

C14H13N3O4S, triclinic, P1̅ (no. 2), a = 5.6735(11) Å, b = 10.509(2) Å, c = 12.180(2) Å, α = 93.76(3)°, β = 95.11(3)°, γ = 98.13(3)°, V = 713.8(2) Å3, Z = 2, Rgt(F) = 0.0446, wRref(F2) = 0.1179, T = 293(2) K.

CCDC no.:: 1577203

The asymmetric unit of the title crystal structure is shown in the figure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters.

Table 1

Data collection and handling.

Crystal:Yellow block
Size:0.19 × 0.18 × 0.17 mm
Wavelength:Mo Kα radiation (0.71073 Å)
μ:2.5 cm−1
Diffractometer, scan mode:Bruker CCD, φ and ω
2θmax, completeness:50°, >99%
N(hkl)measured, N(hkl)unique, Rint:5557, 2512, 0.025
Criterion for Iobs, N(hkl)gt:Iobs > 2 σ(Iobs), 2311
N(param)refined:200
Programs:Bruker programs [1], SHELX [2], DIAMOND [3]
Table 2

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2).

AtomxyzUiso*/Ueq
S10.70829(8)0.42320(4)0.22390(3)0.03462(18)
O10.8788(2)0.34382(13)0.19220(11)0.0453(4)
O3−0.2013(3)0.36571(14)−0.09461(13)0.0531(4)
O20.7823(3)0.55675(13)0.25716(12)0.0471(4)
O4−0.3181(3)0.27957(17)−0.25834(15)0.0714(5)
N20.4140(3)0.30581(13)0.06373(12)0.0338(3)
N10.5105(3)0.42405(14)0.11722(12)0.0364(4)
H10.46890.49470.09570.044*
C90.1351(3)0.18814(16)−0.07501(14)0.0318(4)
N3−0.2066(3)0.28007(15)−0.16797(14)0.0404(4)
C80.2397(3)0.30833(16)−0.00892(14)0.0332(4)
H80.17930.3848−0.02010.040*
C10.5522(3)0.35074(17)0.32779(14)0.0349(4)
C14−0.0730(3)0.17280(17)−0.14840(15)0.0337(4)
C30.4878(5)0.1826(2)0.44779(19)0.0562(6)
H30.52920.10690.47430.067*
C60.3710(4)0.4081(2)0.37138(17)0.0460(5)
H60.33230.48490.34610.055*
C100.2514(3)0.07967(18)−0.06853(16)0.0404(4)
H100.39440.0863−0.02340.049*
C13−0.1632(3)0.05667(19)−0.20792(16)0.0413(4)
H13−0.30200.0500−0.25600.050*
C110.1622(4)−0.03612(18)−0.12640(17)0.0450(5)
H110.2433−0.1065−0.11880.054*
C40.3038(4)0.2364(2)0.49166(16)0.0467(5)
C12−0.0475(4)−0.04888(19)−0.19584(17)0.0448(5)
H12−0.1095−0.1278−0.23390.054*
C70.1694(5)0.1744(2)0.5799(2)0.0645(7)
H7A0.17290.08320.57350.097*
H7B0.00640.19020.57120.097*
H7C0.24290.21020.65140.097*
C50.2493(4)0.3506(2)0.45212(18)0.0507(5)
H50.12790.38920.48090.061*
C20.6117(4)0.2378(2)0.36596(18)0.0486(5)
H20.73320.19930.33720.058*

Source of materials

The title compound was synthesized according to the literature [4]. 0.186 g (1 mmol) 4-toluenesulfonyl hydrazide was dissolved in 15 mL ethanol solution. An amount of 0.151 g (1 mmol) of 2-nitrobenzaldehyde was added to the above mentioned solution. This mixture was refluxed at 80 °C for 4 h and filtered. The resulting solution was evaporated at room temperature. Light yellow crystals of the title compound were obtained after a week.

Experimental details

H atoms were added using riding models. Their Uiso values were set to 1.2Ueq of the parent atoms.

Comment

Schiff base compounds have been one of the focuses of chemists for many years. These compounds may show excellent properties, such as antitumor and antibacterial activity [5, 6] , catalytic property [7, 8] , as fluorescent sensor [9] and so on. As part of our interest in synthesis, structure and property of Schiff base compounds, in this paper, a new Schiff base compound is reported.

The asymmetric unit contains one molecule. The dihedral angle between two benzene rings (ring 1: C1—C2—C3—C4—C5, ring 2: C9—C10—C11—C12—C13—C14) is 86.2°, which shows that the title compound molecule is not planar. The bond length of C8—N2 is 1.272(2) Å, which shows that this bond is a double bond. The molecules form 1D chains by π-π stacking.

Acknowledgement

This project was supported by the National Natural Science Foundation of China (No. 21171132), the Natural Science Foundation of Shandong (ZR2014BL003), the project of Shandong Province Higher Educational Science and Technology Program (J14LC01) and Science Foundation of Weifang.

References

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Received: 2017-6-19
Accepted: 2017-9-29
Published Online: 2017-10-12
Published in Print: 2017-11-27

©2017 Tai Xi-Shi et al., published by De Gruyter, Berlin/Boston

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

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