1,3-Dibenzyl-2-methyl­benzimidazolium chloride

Ennajih, H.; Bouhfid, R.; Zouihri, H.; Essassi, E.M.; Ng, S.W.

doi:10.1107/S1600536810002588

Volume 66
Part 2
Page o455
February 2010

Received 20 January 2010
Accepted 20 January 2010
Online 27 January 2010

Key indicators
Single-crystal X-ray study
T = 293 K
Mean (C-C) = 0.003 Å
R = 0.038
wR = 0.124
Data-to-parameter ratio = 18.4
Details

1,3-Dibenzyl-2-methylbenzimidazolium chloride

Hamid Ennajih,^a Rachid Bouhfid,^a Hafid Zouihri,^b El Mokhtar Essassi ^c and Seik Weng Ng ^d ^*

^aInstitute of Nanomaterials and Nanotechnology, Avenue de l'Armée Royale, Madinat El Irfane, 10100 Rabat, Morocco,^bCNRST Division of UATRS Angle Allal Fassi/FAR, BP 8027 Hay Riad, 10000 Rabat, Morocco,^cLaboratoire de Chimie Organique Hétérocyclique, Pôle de Compétences Pharmacochimie, Université Mohammed V-Agdal, BP 1014 Avenue Ibn Batout, Rabat, Morocco, and ^dDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

The cation of the title salt, C₂₂H₂₁N₂⁺·Cl^-, contains a planar benzimidazolium unit (r.m.s. deviation = 0.02 Å); the phenyl rings of the benzyl substituents form dihedral angles of 68.2 (1) and 79.7 (1)° with the plane of the benzimidazolium fragment.

Related literature

For the crystal structure of the monohydrated salt, see: Jian et al. (2003).

Experimental

Crystal data

C₂₂H₂₁N₂⁺·Cl^-
M_r = 348.86
Triclinic, $[P \overline 1]$
a = 9.2539 (2) Å
b = 9.4677 (2) Å
c = 12.0984 (3) Å
= 72.139 (1)°
= 81.376 (1)°
= 64.605 (1)°
V = 911.20 (4) Å³
Z = 2
Mo K radiation
= 0.22 mm^-1
T = 293 K
0.30 × 0.30 × 0.30 mm

Data collection

Bruker APEXII diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T_min = 0.938, T_max = 0.938
24459 measured reflections
4175 independent reflections
3336 reflections with I > 2(I)
R_int = 0.028

Refinement

R[F² > 2(F²)] = 0.038
wR(F²) = 0.124
S = 1.08
4175 reflections
227 parameters
H-atom parameters constrained
_max = 0.23 e Å^-3
_min = -0.23 e Å^-3

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT5179 ).

Acknowledgements

We thank Université Mohammed V-Agdal and the University of Malaya for supporting this study.

References

Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.
Bruker (2005). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Jian, F.-F., Wang, H.-X., Xiao, H.-L. & Liu, G.-Y. (2003). Chin. J. Struct. Chem. 22, 669-672.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Westrip, S. P. (2010). publCIF. In preparation.

organic compounds