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Volume 69 
Part 6 
Page o976  
June 2013  

Received 9 May 2013
Accepted 17 May 2013
Online 25 May 2013

Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.008 Å
R = 0.060
wR = 0.145
Data-to-parameter ratio = 20.8
Details
Open access

1,3,5-Tris(4-bromophenyl)-1,3,5-triazinane dichloromethane monosolvate

aLaboratoire de Chimie Appliquée et Technologie des Matériaux LCATM, Université Oum El Bouaghi, Algeria,bDépartement Sciences de la Matière, Faculté des Sciences Exactes et Sciences de la Nature et de la Vie, Université Oum El Bouaghi, Algeria, and cUnité de Recherche de Cimie de l'Environnement et Moléculaire Structurale, CHEMS, Faculté des Sciences Exactes, Université Constantine 25000, Algeria
Correspondence e-mail: bouacida_sofiane@yahoo.fr

In the main molecule of the title compound, C21H18Br3N3·CH2Cl2, the triazinane ring adopts a chair conformation with three 4-bromophenyl substituents, two in diaxial positions and the third in an equatorial arrangement (eaa). The torsion angles around the N-C bonds in the triazinane ring are in the range 55.6 (5)-60.1 (5)°. The structure can be described as being built up of alternating layers along the b axis with the CH2Cl2 solvent molecules sandwiched between these layers. No classical hydrogen-bonding interactions are observed in the crystal structure.

Related literature

For the conformations of 1,3,5-triaryl derivatives of 1,3,5-triazacyclohexane, see: Wellington & Tollens (1885[Wellington, C. & Tollens, T. (1885). Chem. Ber. 18, 3298-3311.]); Bouchemma et al. (1988[Bouchemma, A., McCabe, P. H. & Sim, G. A. (1988). Acta Cryst. C44, 1469-1472.]); Adam et al. (1993[Adam, D., McCabe, P. H., Sim, G. A. & Bouchemma, A. (1993). Acta Cryst. C49, 837-841.]); Gilardi et al. (2003[Gilardi, R., Evans, R. N. & Duddu, R. (2003). Acta Cryst. E59, o1187-o1188.]).

[Scheme 1]

Experimental

Crystal data
  • C21H18Br3N3·CH2Cl2

  • Mr = 637.04

  • Triclinic, [P \overline 1]

  • a = 6.0588 (2) Å

  • b = 14.3762 (6) Å

  • c = 15.1617 (6) Å

  • [alpha] = 65.323 (3)°

  • [beta] = 89.759 (2)°

  • [gamma] = 80.259 (2)°

  • V = 1179.46 (8) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 5.37 mm-1

  • T = 295 K

  • 0.24 × 0.24 × 0.08 mm

Data collection
  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (Blessing, 1995[Blessing, R. H. (1995). Acta Cryst. A51, 33-38.]) Tmin = 0.274, Tmax = 0.467

  • 13332 measured reflections

  • 5637 independent reflections

  • 3505 reflections with I > 2[sigma](I)

  • Rint = 0.078

Refinement
  • R[F2 > 2[sigma](F2)] = 0.060

  • wR(F2) = 0.145

  • S = 1.09

  • 5637 reflections

  • 271 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.67 e Å-3

  • [Delta][rho]min = -0.96 e Å-3

Data collection: COLLECT (Nonius, 2000)[Nonius (200). COLLECT. Nonius BV, Delft, The Netherlands.]; cell refinement: SCALEPACK (Otwinowski & Minor, 1997[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.]); data reduction: DENZO (Otwinowski & Minor, 1997[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.]) and SCALEPACK; program(s) used to solve structure: SIR2002 (Burla et al., 2005[Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and DIAMOND (Brandenburg & Berndt, 2001[Brandenburg, K. & Berndt, M. (2001). DIAMOND. Crystal Impact, Bonn, Germany.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BQ2386 ).


Acknowledgements

This work was supported by the LCATM laboratory, Université Oum El Bouaghi, Algeria. Thanks are due to MESRS and ATRST (Ministére de l'Enseignement Supérieur et de la Recherche Scientifique et l'Agence Thématique de Recherche en Sciences et Technologie - Algérie) for financial support via the PNR programme.

References

Adam, D., McCabe, P. H., Sim, G. A. & Bouchemma, A. (1993). Acta Cryst. C49, 837-841.  [CrossRef] [details]
Blessing, R. H. (1995). Acta Cryst. A51, 33-38.  [CrossRef] [details]
Bouchemma, A., McCabe, P. H. & Sim, G. A. (1988). Acta Cryst. C44, 1469-1472.  [CrossRef] [details]
Brandenburg, K. & Berndt, M. (2001). DIAMOND. Crystal Impact, Bonn, Germany.
Burla, M. C., Caliandro, R., Camalli, M., Carrozzini, B., Cascarano, G. L., De Caro, L., Giacovazzo, C., Polidori, G. & Spagna, R. (2005). J. Appl. Cryst. 38, 381-388.  [ISI] [CrossRef] [ChemPort] [details]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Gilardi, R., Evans, R. N. & Duddu, R. (2003). Acta Cryst. E59, o1187-o1188.  [CSD] [CrossRef] [ChemPort] [details]
Nonius (200). 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.  [CrossRef] [ChemPort] [details]
Wellington, C. & Tollens, T. (1885). Chem. Ber. 18, 3298-3311.


Acta Cryst (2013). E69, o976  [ doi:10.1107/S1600536813013743 ]

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