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Volume 69 
Part 11 
Page o1663  
November 2013  

Received 19 September 2013
Accepted 4 October 2013
Online 19 October 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.009 Å
R = 0.078
wR = 0.236
Data-to-parameter ratio = 15.3
Details
Open access

1,5-Bis(4-iso­propyl­benzyl­idene)thio­carbonohydrazide

aLiaocheng Technician College, Shandong 252059, People's Republic of China, and bCollege of Chemistry and Chemical Engineering, Liaocheng University, Shandong 252059, People's Republic of China
Correspondence e-mail: yongwang@lcu.edu.cn

The title compound, C21H26N4S, was synthesized by the condensation reaction of 4-iso­propyl­benzaldehyde with thio­carbohydrazide in ethanol. The planes of the two benzene rings in the mol­ecule are inclined at 22.6 (1)°. In the crystal, pairs of inter­molecular N-H...S hydrogen bonds link the mol­ecules into inversion dimers.

Related literature

For applications of thio­carbonohydrazide derivatives, see: Bacchi et al. (2005[Bacchi, A., Carcelli, M., Pelagatti, P., Pelizzi, G., Rodriguez-Arguelles, M. C., Rogolino, D., Solinas, C. & Zani, F. (2005). J. Inorg. Biochem. 99, 397-408.]); Han et al. (2007[Han, F., Bao, Y., Yang, Z., Fyles, T. M., Zhao, J., Peng, X., Fan, J., Wu, Y. & Sun, S. (2007). Chem. Eur. J. 13, 2880-2892.]). For the crystal structures of related compounds, see: Gao (2013[Gao, Z. (2013). Acta Cryst. E69, o723.]); Yu et al. (2013[Yu, J., Tang, S., Zeng, J. & Yan, Z. (2013). Acta Cryst. E69, o1147.]).

[Scheme 1]

Experimental

Crystal data
  • C21H26N4S

  • Mr = 366.52

  • Monoclinic, P 21 /c

  • a = 18.082 (6) Å

  • b = 11.129 (4) Å

  • c = 10.617 (3) Å

  • [beta] = 95.330 (6)°

  • V = 2127.2 (12) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.16 mm-1

  • T = 296 K

  • 0.21 × 0.18 × 0.15 mm

Data collection
  • Bruker SMART APEX diffrac­tom­eter with a CCD area detector

  • Absorption correction: multi-scan (SADABS; Bruker, 2007[Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.967, Tmax = 0.976

  • 10028 measured reflections

  • 3659 independent reflections

  • 1635 reflections with I > 2[sigma](I)

  • Rint = 0.065

Refinement
  • R[F2 > 2[sigma](F2)] = 0.078

  • wR(F2) = 0.236

  • S = 1.08

  • 3659 reflections

  • 239 parameters

  • 410 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.38 e Å-3

  • [Delta][rho]min = -0.47 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N3-H3...S1i 0.86 2.58 3.381 (4) 155
Symmetry code: (i) -x, -y+2, -z.

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5428 ).


Acknowledgements

The authors gratefully acknowledge the financial support of the Students Technology Innovation Fund of Liaocheng University.

References

Bacchi, A., Carcelli, M., Pelagatti, P., Pelizzi, G., Rodriguez-Arguelles, M. C., Rogolino, D., Solinas, C. & Zani, F. (2005). J. Inorg. Biochem. 99, 397-408.  [Web of Science] [CSD] [CrossRef] [PubMed] [ChemPort]
Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Gao, Z. (2013). Acta Cryst. E69, o723.  [CSD] [CrossRef] [IUCr Journals]
Han, F., Bao, Y., Yang, Z., Fyles, T. M., Zhao, J., Peng, X., Fan, J., Wu, Y. & Sun, S. (2007). Chem. Eur. J. 13, 2880-2892.  [CSD] [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Yu, J., Tang, S., Zeng, J. & Yan, Z. (2013). Acta Cryst. E69, o1147.  [CSD] [CrossRef] [IUCr Journals]


Acta Cryst (2013). E69, o1663  [ doi:10.1107/S1600536813027293 ]

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