(Z)-4-Bromo-N-{(Z)-3-[(4-bromo-2,6-diisopropyl­phen­yl)imino]­butan-2-yl­idene}-2,6-diisopropyl­aniline

Zhang, C.; Wu, G.-F.; Huang, B.-M.; Lu, X.-Q.

doi:10.1107/S160053681205194X

Volume 69
Part 2
Page o216
February 2013

Received 11 December 2012
Accepted 27 December 2012
Online 9 January 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean (C-C) = 0.009 Å
R = 0.052
wR = 0.179
Data-to-parameter ratio = 17.9
Details

(Z)-4-Bromo-N-{(Z)-3-[(4-bromo-2,6-diisopropylphenyl)imino]butan-2-ylidene}-2,6-diisopropylaniline

Cun Zhang,^a Guo-Fan Wu,^a Bao-Mei Huang ^a and Xiao-Quan Lu ^a ^*

^aKey Laboratory of Bioelectrochemistry & Environmental Analysis of Gansu Province, College of Chemistry & Chemical Engineering, Northwest Normal University, Lanzhou 730070, People's Republic of China
Correspondence e-mail: luxq@nwnu.edu.cn

The title compound, C₂₈H₃₈Br₂N₂, is centrosymmetric with the mid-point of the central C-C bond of the butyl group located on an inversion center. The terminal benzene ring is approximately perpendicular to the central 1,4-diazabutadiene mean plane [dihedral angle = 78.23 (3)°]. No hydrogen bonding or aromatic stacking is observed in the crystal structure.

Related literature

For applications of diimine catalysts, see: Cotts et al. (2000); Ittel et al. (2000); Johnson et al. (1995); Zhang & Ye (2012).

Experimental

Crystal data

C₂₈H₃₈Br₂N₂
M_r = 562.42
Monoclinic, P 2₁ /n
a = 9.099 (3) Å
b = 12.199 (4) Å
c = 13.566 (5) Å
= 104.905 (5)°
V = 1455.2 (9) Å³
Z = 2
Mo K radiation
= 2.80 mm^-1
T = 296 K
0.25 × 0.23 × 0.19 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001) T_min = 0.541, T_max = 0.618
7266 measured reflections
2685 independent reflections
1460 reflections with I > 2(I)
R_int = 0.043

Refinement

R[F² > 2(F²)] = 0.052
wR(F²) = 0.179
S = 0.94
2685 reflections
150 parameters
84 restraints
H-atom parameters constrained
_max = 0.46 e Å^-3
_min = -0.40 e Å^-3

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: XU5664 ).

Acknowledgements

This work was supported by the National Natural Science Foundation of China (Nos. 20927004, 21175108 and 20875077), the Natural Science Foundation of Gansu Province (Nos. 0803RJZA105, 096RJZA121 and 096RJZA122) and the Key Laboratory of Polymer Materials of Gansu Province, China.

References

Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Cotts, P. M., Guan, Z., McCord, E. F. & McLain, S. J. (2000). Macromolecules, 33, 6945-6952.
Ittel, S. D., Johnson, L. K. & Brookhart, M. (2000). Chem. Rev. 100, 1169-1203.
Johnson, L. K., Killian, C. M. & Brookhart, M. (1995). J. Am. Chem. Soc. 117, 6414-6415.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Zhang, Z. & Ye, Z. (2012). Chem. Commun. 48, 7940-7942.

organic compounds