1-Benzyl-2-(4-chloro­phen­yl)-4,5-di­phenyl-1H-imidazole

Ghoranneviss, M.; Mohammadi Ziarani, G.; Abbasi, A.; Hantehzadeh, M.R.; Farahani, Z.

doi:10.1107/S1600536808016802

Volume 64
Part 7
Page o1233
July 2008

Received 20 May 2008
Accepted 2 June 2008
Online 7 June 2008

Key indicators
Single-crystal X-ray study
T = 290 K
Mean (C-C) = 0.003 Å
R = 0.042
wR = 0.091
Data-to-parameter ratio = 14.7
Details

1-Benzyl-2-(4-chlorophenyl)-4,5-diphenyl-1H-imidazole

Mahmood Ghoranneviss,^a Ghodsi Mohammadi Ziarani,^b Alireza Abbasi,^c ^* Mohammad Reza Hantehzadeh ^a and Zahra Farahani ^b

^aPlasma Physics Research Center, Science & Reseach Campus, Islamic Azad University, Tehran, Iran,^bDepartment of Chemistry, University of Alzahra, Tehran, Iran, and ^cSchool of Chemistry, University College of Science, University of Tehran, Tehran, Iran
Correspondence e-mail: aabbasi@khayam.ut.ac.ir

The molecular conformation of the title compound, C₂₈H₂₁ClN₂, is stabilized by an intramolecular C-HN hydrogen bond. It has many pharmacological properties, such as being an inhibitor of P38 MAP Kinase, and can play an important role in biochemical processes.

Related literature

For related structures and properties, see: Balalaie et al. (2003); Nagarapu et al. (2007); Kidwai et al. (2007).

Experimental

Crystal data

C₂₈H₂₁ClN₂
M_r = 420.92
Triclinic, $[P \overline 1]$
a = 7.4880 (11) Å
b = 9.2711 (16) Å
c = 16.049 (3) Å
= 87.169 (13)°
= 76.704 (12)°
= 87.842 (13)°
V = 1082.6 (3) Å³
Z = 2
Mo K radiation
= 0.19 mm^-1
T = 290 (2) K
0.3 × 0.2 × 0.2 mm

Data collection

STOE IPDS-II diffractometer
Absorption correction: none
8769 measured reflections
4246 independent reflections
2814 reflections with I > 2(I)
R_int = 0.034

Refinement

R[F² > 2(F²)] = 0.041
wR(F²) = 0.090
S = 0.94
4246 reflections
288 parameters
H atoms treated by a mixture of independent and constrained refinement
_max = 0.13 e Å^-3
_min = -0.20 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C3-H3N1	0.93	2.56	2.874 (2)	100

Data collection: X-AREA (Stoe & Cie, 1997); cell refinement: X-AREA; data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2001); software used to prepare material for publication: SHELXL97.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT2715 ).

Acknowledgements

This work was supported by a grant from the University of Tehran and the University of Alzahra.

References

Balalaie, S., Hashemi, M. M. & Akhbari, M. (2003). Tetrahedron Lett. 44, 1709-1711.
Brandenburg, K. (2001). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Kidwai, M., Mothsra, P., Bansal, V., Somvanshi, R. K., Ethayathulla, A. S., Dey, S. & Singh, T. P. (2007). J. Mol. Catal. A Chem. 265, 177-182.
Nagarapu, L., Apuri, S. & Kantevari, S. (2007). J. Mol. Catal. A Chem. 266, 104-108.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Stoe & Cie (1997). X-AREA. Stoe & Cie GmbH, Darmstadt, Germany.

organic compounds