[Journal logo]

Volume 69 
Part 10 
Page o1502  
October 2013  

Received 5 August 2013
Accepted 22 August 2013
Online 4 September 2013

Key indicators
Single-crystal X-ray study
T = 295 K
Mean [sigma](C-C) = 0.002 Å
R = 0.042
wR = 0.126
Data-to-parameter ratio = 17.7
Details
Open access

1-(3,5-Dimethoxyphenyl)-4,5-dimethyl-2-phenyl-1H-imidazole

aResearch Department of Physics, SDNB Vaishnav College for Women, Chennai 600 044, India, and bDepartment of Chemistry, Easwari Engineering College, Chennai, India
Correspondence e-mail: crystallographyvaishnav2012@gmail.com

In the title molecule, C19H20N2O2, the imidazole ring makes dihedral angles of 57.29 (5) and 31.54 (5)° with the attached dimethoxyphenyl residue and the phenyl ring, respectively. The dihedral angle between the dimethoxyphenyl and phenyl rings is 61.15 (5)°. In the crystal, pairs of C-H...N hydrogen bonds connect the molecules into inversion dimers.

Related literature

For the pharmacological activity of imidazole derivatives, see: Zala et al. (2012[Zala, S. P., Badmanaban, R., Sen, D. J. & Patel, C. N. (2012). J. Appl. Pharm. Sci. 2, 202-208.]). For imidazole derivatives as ligands for Ir3+ complexes, see: Saravanan et al. (2011[Saravanan, K., Sirinivasan, N., Thanikachalam, V. & Jayabharathi, J. (2011). J. Fluoresc. 21, 65-80.]); Gayathri et al. (2010[Gayathri, P., Jayabharathi, J., Saravanan, K., Thiruvalluvar, A. & Butcher, R. J. (2010). Acta Cryst. E66, o1791.]).

[Scheme 1]

Experimental

Crystal data
  • C19H20N2O2

  • Mr = 308.37

  • Triclinic, [P \overline 1]

  • a = 8.363 (5) Å

  • b = 10.267 (5) Å

  • c = 10.481 (5) Å

  • [alpha] = 75.043 (5)°

  • [beta] = 75.789 (5)°

  • [gamma] = 74.576 (5)°

  • V = 822.9 (7) Å3

  • Z = 2

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 295 K

  • 0.35 × 0.25 × 0.20 mm

Data collection
  • Bruker Kappa APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2004[Bruker (2004). APEX2, SAINT, XPREP and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.912, Tmax = 0.984

  • 16534 measured reflections

  • 3780 independent reflections

  • 2991 reflections with I > 2[sigma](I)

  • Rint = 0.028

Refinement
  • R[F2 > 2[sigma](F2)] = 0.042

  • wR(F2) = 0.126

  • S = 1.03

  • 3780 reflections

  • 213 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
C15-H15...N1i 0.93 2.62 3.516 (2) 162
Symmetry code: (i) -x, -y+1, -z+1.

Data collection: APEX2 (Bruker, 2004[Bruker (2004). APEX2, SAINT, XPREP and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: APEX2 and SAINT (Bruker, 2004[Bruker (2004). APEX2, SAINT, XPREP and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT and XPREP (Bruker, 2004[Bruker (2004). APEX2, SAINT, XPREP and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); program(s) used to solve structure: SIR92 (Altomare et al., 1993[Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343-350.]); 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.]); 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: BT6926 ).


References

Altomare, A., Cascarano, G., Giacovazzo, C. & Guagliardi, A. (1993). J. Appl. Cryst. 26, 343-350.  [CrossRef] [Web of Science] [IUCr Journals]
Bruker (2004). APEX2, SAINT, XPREP and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [Web of Science] [CrossRef] [ChemPort] [IUCr Journals]
Gayathri, P., Jayabharathi, J., Saravanan, K., Thiruvalluvar, A. & Butcher, R. J. (2010). Acta Cryst. E66, o1791.  [CSD] [CrossRef] [IUCr Journals]
Saravanan, K., Sirinivasan, N., Thanikachalam, V. & Jayabharathi, J. (2011). J. Fluoresc. 21, 65-80.  [CrossRef] [ChemPort] [PubMed]
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]
Zala, S. P., Badmanaban, R., Sen, D. J. & Patel, C. N. (2012). J. Appl. Pharm. Sci. 2, 202-208.


Acta Cryst (2013). E69, o1502  [ doi:10.1107/S1600536813023684 ]

This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.