1-Bromo-2,6-bis(4-methylpiperazin-1-yl- methyl)benzene Lucian Copolovici,* Vilma Bojan, Cristian Silvestru and Richard A. Varga Faculty of Chemistry and Chemical Engineering, Babes-Bolyai University, 11 Arany Janos Street, RO-400028 Cluj-Napoca, Romania Correspondence e-mail: clucian@chem.ubbcluj.ro Received 3 October 2007; accepted 10 October 2007 Key indicators: single-crystal X-ray study; T = 297 K; mean (C–C) = 0.006 A ˚ ; R factor = 0.055; wR factor = 0.109; data-to-parameter ratio = 16.0. In the title compound, C 18 H 29 BrN 4 , both piperazine rings assume a chair conformation. Weak intermolecular C— HBr interactions result in dimeric associations in the crystal structure. There are no further interactions between neighbouring dimer units. Related literature For related literature, see: Rao & Subrahmanyam (2002); Gao et al. (2005); Watkins et al. (2007); Guo (2004); Kulcsar et al. (2007); Velmurugan et al. (1994); Shanmuga Sundara Raj et al. (1994); Bharathi et al. (2006); Bernstein et al. (1995). Experimental Crystal data C 18 H 29 BrN 4 M r = 381.36 Triclinic, P 1 a = 6.0449 (5) A ˚ b = 12.7217 (10) A ˚ c = 13.6242 (11) A ˚ = 68.414 (1) = 81.952 (1) = 81.507 (1) V = 959.37 (13) A ˚ 3 Z =2 Mo K radiation = 2.15 mm 1 T = 297 (2) K 0.35 0.22 0.11 mm Data collection Bruker SMART APEX CCD area- detector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.520, T max = 0.798 9255 measured reflections 3359 independent reflections 2832 reflections with I >2(I) R int = 0.034 Refinement R[F 2 >2(F 2 )] = 0.055 wR(F 2 ) = 0.109 S = 1.17 3359 reflections 210 parameters H-atom parameters constrained Á max = 0.60 e A ˚ 3 Á min = 0.41 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ , ). D—HA D—H HA DA D—HA C16—H16ABr1 i 0.97 3.14 3.877 (5) 134 Symmetry code: (i) x þ 2; y þ 2; z þ 1. Data collection: SMART (Bruker, 2000); cell refinement: SAINT- Plus (Bruker, 2000); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXTL (Bruker, 2001); program(s) used to refine structure: SHELXTL; molecular graphics: DIAMOND (Branden- burg, 2006); software used to prepare material for publication: publCIF (Westrip, 2007). Financial support from the National University Research Council (CEEX 18/2005) is greatly appreciated. We also thank the National Center for X-ray Diffraction, Cluj-Napoca, Romania, for support in the solid-state structure determina- tion. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BV2075). References Bernstein, J., Davis, R. E., Shimoni, L. & Chang,N. L. (1995). Angew. Chem. Int. Ed. Engl. 34, 1555–1573. Bharathi, K. S., Rahiman, A. K., Rajesh, K., Sreedaran, S., Aravindan, P. G., Velmurugan, D. & Narayanan, V. (2006). Polyhedron, 25, 2859–2868. Brandenburg, K. (2006). DIAMOND. Release 3.1d. Crystal Impact GbR, Bonn, Germany. Bruker (2000). SMART (Version 5.054) and SAINT-Plus (Version 6.22). Bruker AXS Inc., Madison, Wisconsin, USA. Bruker (2001). SHELXTL. Version 6.12. Bruker AXS Inc., Madison, Wisconsin, USA. Gao, M. Z., Mock, B. H., Hutchins, G. D. & Zheng, Q. H. (2005). Nucl. Med. Biol. 32, 543–552. Guo, M.-L. (2004). Acta Cryst. C60, o690–o692. Kulcsar, M., Beleaga, A., Silvestru, C., Nicolescu, A., Deleanu, C., Todasca, C. & Silvestru, A. (2007). Dalton Trans. pp. 2187–2196. Rao, K. V. S. & Subrahmanyam, M. (2002). Photochem. Photobiol. Sci. 1, 597– 599. Shanmuga Sundara Raj, S., Velmurugan, D., Subramanian, E. & Kandaswamy, M. (1994). Acta Cryst. C50, 2007–2009. Sheldrick, G. M. (1996). SADABS. University of Go ¨ttingen, Germany. Velmurugan, D., Govindasamy, L., Subramanian, E., Rajendran, T. M. & Kandaswamy, M. (1994). Acta Cryst. C50, 931–933. Watkins, W. J., Chong, L., Cho, A., Hilgenkamp, R., Ludwikow, M., Garizi, N., Iqbal, N., Barnard, J., Singh, R., Madsen, D., Lolans, K., Lomovskaya, O., Oza, U., Kumaraswamy, P., Blecken, A. et al. (2007). Bioorg. Med. Chem. Lett. 17, 2802–2806. Westrip, S. P. (2007). publCIF. In preparation. organic compounds Acta Cryst. (2007). E63, o4323 doi:10.1107/S1600536807049781 # 2007 International Union of Crystallography o4323 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368