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Volume 69 
Part 7 
Page o1006  
July 2013  

Received 4 May 2013
Accepted 25 May 2013
Online 8 May 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.006 Å
R = 0.070
wR = 0.175
Data-to-parameter ratio = 14.7
Details
Open access

4-(4,5-Diphenyl-1H-imidazol-2-yl)-N,N-dimethylaniline

aDepartment of Studies in Physics, University of Mysore, Mysore 570 006, India, and bDepartment of Chemistry, Mangalore University, Mangalore 574 199, India
Correspondence e-mail: lokanath@physics.uni-mysore.ac.in

The asymmetric unit of the title compound, C23H21N3, consists of two symmetry-independent and conformationally different molecules [the comparable dihedral angles between the imidazole ring and the three benzene rings being 38.5 (2)/61.5 (3)/3.37 (17) and 45.8 (2)/36.01 (19)/46.94 (17)°]. In the crystal, intermolecular imidazole N-H...N hydrogen-bonding interactions give a one-dimensional chain extending along [101].

Related literature

For background on imidazoles, see: Ucucu et al. (2001[Ucucu, U., Karaburun, N. G. & Iskdag, I. (2001). Il Farmaco, 56, 285-290.]). For similar structures, see: Yanover & Kaftory (2009[Yanover, D. & Kaftory, M. (2009). Acta Cryst. E65, o711.]); Akkurt et al. (2013[Akkurt, M., Fronczek, F. R., Mohamed, S. K., Talybov, A. H., Marzouk, A. A. E. & Abdelhamid, A. A. (2013). Acta Cryst. E69, o527-o528.]); Prabhuswamy et al. (2013[Prabhuswamy, M., Madan Kumar, S., Muneer, C. P., Shafi, P. M. & Lokanath, N. K. (2013). Acta Cryst. E69, o174.]).

[Scheme 1]

Experimental

Crystal data
  • C23H21N3

  • Mr = 339.43

  • Monoclinic, P 21 /n

  • a = 15.228 (4) Å

  • b = 15.215 (4) Å

  • c = 17.641 (4) Å

  • [beta] = 110.974 (4)°

  • V = 3816.5 (17) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.07 mm-1

  • T = 296 K

  • 0.24 × 0.19 × 0.17 mm

Data collection
  • Oxford Xcalibur Eos (Nova) CCD diffractometer

  • 36558 measured reflections

  • 6983 independent reflections

  • 3921 reflections with I > 2[sigma](I)

  • Rint = 0.063

Refinement
  • R[F2 > 2[sigma](F2)] = 0.070

  • wR(F2) = 0.175

  • S = 1.02

  • 6983 reflections

  • 475 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.22 e Å-3

  • [Delta][rho]min = -0.17 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1B-H1B...N1Ai 1.01 1.92 2.899 (3) 163
N3A-H3A...N3B 1.02 1.92 2.890 (3) 157
Symmetry code: (i) [x-{\script{1\over 2}}, -y+{\script{3\over 2}}, z-{\script{1\over 2}}].

Data collection: CrysAlis PRO (Oxford Diffraction, 2009[Oxford Diffraction (2009). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, Oxfordshire, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: Mercury (Macrae et al., 2008[Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., Streek, J. & Wood, P. A. (2008). J. Appl.Cryst. 41, 466.]); software used to prepare material for publication: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZS2260 ).


References

Akkurt, M., Fronczek, F. R., Mohamed, S. K., Talybov, A. H., Marzouk, A. A. E. & Abdelhamid, A. A. (2013). Acta Cryst. E69, o527-o528.  [CrossRef] [ChemPort] [IUCr Journals]
Macrae, C. F., Bruno, I. J., Chisholm, J. A., Edgington, P. R., McCabe, P., Pidcock, E., Rodriguez-Monge, L., Taylor, R., Streek, J. & Wood, P. A. (2008). J. Appl.Cryst. 41, 466.
Oxford Diffraction (2009). CrysAlis PRO and CrysAlis RED. Oxford Diffraction Ltd, Yarnton, Oxfordshire, England.
Prabhuswamy, M., Madan Kumar, S., Muneer, C. P., Shafi, P. M. & Lokanath, N. K. (2013). Acta Cryst. E69, o174.  [CSD] [CrossRef] [IUCr Journals]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [IUCr Journals]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Ucucu, U., Karaburun, N. G. & Iskdag, I. (2001). Il Farmaco, 56, 285-290.  [PubMed] [ChemPort]
Yanover, D. & Kaftory, M. (2009). Acta Cryst. E65, o711.  [CSD] [CrossRef] [IUCr Journals]


Acta Cryst (2013). E69, o1006  [ doi:10.1107/S160053681301444X ]

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