(E)-2-(1,1-Dicyclohexyl-3-phenylallyl)- 5,5-dimethyl-1,3,2-dioxaborinane Gamal A. El-Hiti, a * Keith Smith, b Mark C. Elliott, b Dyfyr Heulyn Jones b and Benson M. Kariuki b * a Department of Optometry, College of Applied Medical Sciences, King Saud University, PO Box 10219, Riyadh 11433, Saudi Arabia, and b School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff CF10 3AT, Wales Correspondence e-mail: gelhiti@ksu.edu.sa, kariukib@cardiff.ac.uk Received 29 July 2013; accepted 3 August 2013 Key indicators: single-crystal X-ray study; T = 150 K; mean (C–C) = 0.002 A ˚; R factor = 0.050; wR factor = 0.128; data-to-parameter ratio = 20.0. The crystal structure of the title compound, C 26 H 39 BO 2 , which contains no strong hydrogen bond donors, displays only long C—HO contacts between inversion-related pairs of mol- ecules. The structure contains layers rich in oxygen and boron parallel to the ac plane. The dioxaborinane ring adopts an envelope conformation with the C atom attached to the two methyl groups as the flap . Related literature For the synthesis and applications of allylboronic esters, see: Lombardo et al. (2002); Carosi & Hall (2007); Althaus et al. (2010); Fandrick et al. (2010); Clary et al. (2011); Hesse et al. (2012); Incerti-Pradillos et al. (2013). For the X-ray structure of a boronic ester, see: Sopkova ´-de Oliveira Santos et al. (2003). Experimental Crystal data C 26 H 39 BO 2 M r = 394.38 Triclinic, P 1 a = 9.4967 (3) A ˚ b = 11.2837 (2) A ˚ c = 12.0297 (4) A ˚ = 109.897 (2) = 96.388 (2) = 102.048 (2) V = 1161.90 (6) A ˚ 3 Z =2 Mo K radiation = 0.07 mm 1 T = 150 K 0.38 0.30 0.28 mm Data collection Nonius KappaCCD diffractometer Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997) T min = 0.975, T max = 0.981 8277 measured reflections 5287 independent reflections 4303 reflections with I >2(I) R int = 0.027 Refinement R[F 2 >2(F 2 )] = 0.050 wR(F 2 ) = 0.128 S = 1.03 5287 reflections 264 parameters H-atom parameters constrained Á max = 0.32 e A ˚ 3 Á min = 0.20 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ , ). D—HA D—H HA DA D—HA C22—H22BO2 i 0.99 2.69 3.5773 (18) 150 Symmetry code: (i) x þ 1; y; z. Data collection: COLLECT (Nonius, 2000); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO (Otwinowski & Minor, 1997) and SCALEPACK; program(s) used to solve structure: SIR92 (Altomare et al. , 1994); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP99 for Windows (Farrugia, 2012); soft- ware used to prepare material for publication: WinGX (Farrugia, 2012) and CHEMDRAW Ultra (Cambridge Soft, 2001). The authors would like to extend their appreciation to the Deanship of Scientific Research at King Saud University for its funding for this research through the research group project RGP-VPP-239. Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: GO2094). References Althaus, M., Mahmood, A., Sua ´rez, J. R., Thomas, S. P. & Aggarwal, V. K. (2010). J. Am. Chem. Soc. 132, 4025–4028. Altomare, A., Cascarano, G., Giacovazzo, C., Guagliardi, A., Burla, M. C., Polidori, G. & Camalli, M. (1994). J. Appl. Cryst. 27, 435. Cambridge Soft (2001). CHEMDRAW Ultra. Cambridge Soft Corporation, Cambridge, Massachusetts, USA. Carosi, L. & Hall, D. G. (2007). Angew. Chem. Int. Ed. 46, 5913–5915. Clary, J. W., Rettenmaier, T. J., Snelling, R., Bryks, W., Banwell, J., Wipke, W. T. & Singaram, B. (2011). J. Org. Chem. 76, 9602–9610. Fandrick, K. R., Fandrick, D. R., Gao, J. J., Reeves, J. T., Tan, Z., Li, W., Song, J. J., Lu, B., Yee, N. K. & Senanayake, C. H. (2010). Org. Lett. 12, 3748–3751. Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849–854. Hesse, M. J., Butts, C. P., Willis, C. L. & Aggarwal, V. K. (2012). Angew. Chem. Int. Ed. 51, 12444–12448. Incerti-Pradillos, C. A., Kabeshov, M. A. & Malkov, A. V. (2013). Angew. Chem. Int. Ed. 52, 5338–5341. Lombardo, M., Morganti, S., Tozzi, M. & Trombini, C. (2002). Eur. J. Org. Chem. pp. 2823–2830. Nonius (2000). COLLECT. Nonius BV, Delft, The Netherlands. Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307–326. New York: Academic Press. Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Sopkova ´-de Oliveira Santos, J., Lancelot, J.-C., Bouillon, A. & Rault, S. (2003). Acta Cryst. C59, o111–o113. organic compounds Acta Cryst. (2013). E69, o1403 doi:10.1107/S1600536813021739 El-Hiti et al. o1403 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368 electronic reprint