1-Benzyl­idene-4-ethyl­thio­semicarbazide

Li, Y.-F.; Zhang, Y.-C.

doi:10.1107/S1600536810038444

Volume 66
Part 10
Page o2686
October 2010

Received 25 September 2010
Accepted 26 September 2010
Online 30 September 2010

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.003 Å
R = 0.051
wR = 0.152
Data-to-parameter ratio = 20.4
Details

1-Benzylidene-4-ethylthiosemicarbazide

Yu-Feng Li ^a ^* and Yun-Cheng Zhang ^b

^aMicroscale Science Institute, Department of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China, and ^bDepartment of Chemistry and Chemical Engineering, Weifang University, Weifang 261061, People's Republic of China
Correspondence e-mail: liyufeng8111@163.com

The title compound, C₁₀H₁₃N₃S, was prepared by the reaction of 4-ethylthiosemicarbazide and benzaldehyde. The dihedral angle between the benzene ring and the thiourea unit is 8.96 (7)° and an intramolecular N-HN hydrogen bond generates an S(5) ring. In the crystal, inversion dimers linked by pairs of N-HS hydrogen bonds generate R₂²(8) loops.

Related literature

For background to the coordination chemistry of Schiff bases, see: Habermehl et al. (2006). For a related structure, see: Li & Jian (2010).

Experimental

Crystal data

C₁₀H₁₃N₃S
M_r = 207.30
Monoclinic, P 2₁ /c
a = 8.4899 (17) Å
b = 13.467 (3) Å
c = 10.015 (2) Å
= 96.04 (3)°
V = 1138.7 (4) Å³
Z = 4
Mo K radiation
= 0.25 mm^-1
T = 293 K
0.22 × 0.20 × 0.18 mm

Data collection

Bruker SMART CCD diffractometer
10048 measured reflections
2596 independent reflections
2118 reflections with I > 2(I)
R_int = 0.031

Refinement

R[F² > 2(F²)] = 0.051
wR(F²) = 0.152
S = 1.09
2596 reflections
127 parameters
H-atom parameters constrained
_max = 0.30 e Å^-3
_min = -0.40 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N1-H1AN3	0.86	2.23	2.628 (2)	108
N2-H2AS1ⁱ	0.86	2.74	3.5565 (16)	158
Symmetry code: (i) -x+1, -y+1, -z.

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB5654 ).

References

Bruker (1997). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Habermehl, N. C., Angus, P. M. & Kilah, N. L. (2006). Inorg. Chem. 45, 1445-1462.
Li, Y.-F. & Jian, F.-F. (2010). Acta Cryst. E66, o1399.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds