N,N,N 0 ,N 0 -Tetraisobutylpyridine-2,6- dicarboxamide Michaela Pojarova ´, a * Michal Dus ˇek, a Emanuel Makrlı ´k, b Vasily A. Babain c and Petr Van ˇura d a Institute of Physics, AS CR, v.v.i., Na Slovance 2, 182 21 Praha 8, Czech Republic, b Faculty of Environmental Sciences, Czech University of Life Sciences, Prague, Kamy ´cka ´ 129, 165 21 Prague 6, Czech Republic, c Khlopin Radium Institute, Research and Production Association, 2nd Murinskiy Prospect b. 28, 194021 St Petersburg, Russian Federation, and d Department of Analytical Chemistry, Institute of Chemical Technology, Prague, Technicka ´ 5, 166 28 Prague 6, Czech Republic Correspondence e-mail: pojarova@fzu.cz Received 26 September 2011; accepted 3 October 2011 Key indicators: single-crystal X-ray study; T = 120 K; mean (C–C) = 0.002 A ˚ ; R factor = 0.040; wR factor = 0.112; data-to-parameter ratio = 16.4. In the title compound, C 23 H 39 N 3 O 2 , the amide O atoms are displaced by 1.020 (1) and 1.211 (1) A ˚ from the mean plane of the central pyridine ring. In the crystal, molecules are connected by weak C—HO hydrogen bonds between methylene groups in the isobutyl substituents and the amide O atoms. Related literature The title compound has been investigated for its extractive properties towards trivalent metals in a synergistic mixture with chlorinated cobalt dicarbollide. For further information, see: Alyapyshev et al. (2004, 2006); Romanovskiy et al. (2006); Babain et al. (2007); Makrlı´k et al. (2009, 2011). For further synthetic details, see: Nikitskaya et al. (1958); Shimada et al. (2004). Experimental Crystal data C 23 H 39 N 3 O 2 M r = 389.57 Monoclinic, P2 1 =c a = 10.5247 (2) A ˚ b = 17.7765 (3) A ˚ c = 12.8773 (2) A ˚ = 96.877 (2) V = 2391.91 (7) A ˚ 3 Z =4 Cu K radiation = 0.54 mm 1 T = 120 K 0.49 0.42 0.23 mm Data collection Agilent Xcalibur Atlas Gemini ultra diffractometer Absorption correction: analytical (CrysAlis PRO; Agilent, 2011) T min = 0.929, T max = 0.962 31214 measured reflections 4272 independent reflections 3867 reflections with I >2(I) R int = 0.039 Refinement R[F 2 >2(F 2 )] = 0.040 wR(F 2 ) = 0.112 S = 1.05 4272 reflections 261 parameters H-atom parameters constrained Á max = 0.20 e A ˚ 3 Á min = 0.14 e A ˚ 3 Table 1 Hydrogen-bond geometry (A ˚ , ). D—HA D—H HA DA D—HA C7—H7AO2 i 0.97 2.57 3.5226 (15) 166 C11—H11AO1 ii 0.97 2.55 3.4790 (15) 160 Symmetry codes: (i) x 1; y; z; (ii) x; y þ 1 2 ; z þ 1 2 . Data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al. , 2006) and DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: publCIF (Westrip, 2010). This study was supported financially by the Institutional Research Plan No. AVOZ10100521 of the Institute of Physics, the project Praemium Academiae of the Academy of Science of the Czech Republic and by the Grant Agency of Faculty of Environmental Sciences, Czech University of Life Sciences, Prague (project No. 42900/1312/3114 "Environmental Aspects of Sustainable Developement of Society") and by the Czech Ministry of Education, Youth and Sports (project MSM 6046137307). Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6423). References Agilent (2011). CrysAlis PRO. Agilent Technologies, Yarnton, England. Alyapyshev, M. Y., Babain, V. A. & Smirnov, I. V. (2004). Radiochemistry, 46, 270–271. Alyapyshev, M. Y., Babain, V. A., Smirnov, I. V. & Shadrin, A. Y. (2006). Radiochemistry, 48, 369–373. Babain, V. A., Alyapyshev, M. Y. & Kiseleva, R. N. (2007). Radiochim. Acta, 95, 217–223. Brandenburg, K. & Putz, H. (2005). DIAMOND. Crystal Impact GbR, Bonn, Germany. Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453–457. Makrlı ´k, E., Van ˇura, P., Selucky ´, P., Babain, V. A. & Smirnov, I. V. (2009). J. Radioanal. Nucl. Chem. 279, 743–747. Makrlı ´k, E., Van ˇura, P., Selucky ´, P., Babain, V. A. & Smirnov, I. V. (2011). J. Radioanal. Nucl. Chem. 288, 233–238. organic compounds o2896 Pojarova ´ et al. doi:10.1107/S1600536811040608 Acta Cryst. (2011). E67, o2896–o2897 Acta Crystallographica Section E Structure Reports Online ISSN 1600-5368