4-Iodo-3,3′-dimethoxy­biphen­yl

Ali, Q.; Hussain, Z.; Shah, M.R.; VanDerveer, D.

doi:10.1107/S1600536808019557

Volume 64
Part 8
Page o1377
August 2008

Received 26 June 2008
Accepted 27 June 2008
Online 5 July 2008

Key indicators
Single-crystal X-ray study
T = 153 K
Mean (C-C) = 0.003 Å
R = 0.023
wR = 0.054
Data-to-parameter ratio = 15.0
Details

4-Iodo-3,3'-dimethoxybiphenyl

Qamar Ali,^a Zahid Hussain,^a Muhammad Raza Shah ^a ^* and Donald VanDerveer ^b

^aHEJ Research Institute of Chemistry, International Center for Chemical & Biological Sciences, University of Karachi, Karachi 75270, Pakistan, and ^bChemistry Department, Clemson University, Clemson, SC 29634-0973, USA
Correspondence e-mail: raza_shahm@yahoo.com

Molecules of the title compound, C₁₄H₁₃IO₂, exhibit no [pi] - [pi] interactions. The dihedral angle between the two aromatic rings is 43.72 (9)°. The shortest intermolecular IO distance is 3.408 (2) Å, which is significantly less than the sum of the van der Waals radii for I and O (3.50 Å).

Related literature

For related literature, see: Litvinchuk et al. (2004); Baudry et al. (2006); Sisson et al. (2006); Ali et al. (2008); Ibad et al. (2008); Baumeister et al. (2001).

Experimental

Crystal data

C₁₄H₁₃IO₂
M_r = 340.14
Monoclinic, P 2₁ /c
a = 11.932 (2) Å
b = 15.382 (3) Å
c = 6.9940 (14) Å
= 90.68 (3)°
V = 1283.6 (4) Å³
Z = 4
Mo K radiation
= 2.48 mm^-1
T = 153 (2) K
0.43 × 0.38 × 0.36 mm

Data collection

Rigaku Mercury CCD diffractometer
Absorption correction: multi-scan (Jacobson, 1998) T_min = 0.415, T_max = 0.469 (expected range = 0.362-0.409)
9179 measured reflections
2337 independent reflections
2206 reflections with I > 2(I)
R_int = 0.021

Refinement

R[F² > 2(F²)] = 0.022
wR(F²) = 0.053
S = 1.09
2337 reflections
156 parameters
H-atom parameters constrained
_max = 1.19 e Å^-3
_min = -0.45 e Å^-3

Data collection: CrystalClear (Molecular Structure Corporation & Rigaku, 2006); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: BT2736 ).

Acknowledgements

The authors thank the Higher Education Commission of Pakistan for financial support.

References

Ali, Q., Shah, M. R. & VanDerveer, D. (2008). Acta Cryst. E64, o910.
Baudry, Y., Litvinchuk, S., Mareda, J., Nishihara, M., Pasnin, D., Shah, M. R., Sakai, N. & Matile, S. (2006). Adv. Func. Mater. 16, 169-179.
Baumeister, B., Sakai, N. & Matile, S. (2001). Org. Lett. 3, 4229-4232.
Ibad, F., Mustafa, A., Shah, M. R. & VanDerveer, D. (2008). Acta Cryst. E64, o1130-o1131.
Jacobson, R. (1998). REQAB. Molecular Structure Corporation, The Woodlands, Texas, USA.
Litvinchuk, S., Bollot, G., Mareda, J., Som, A., Ronan, D., Shah, M. R., Perrottet, P., Sakai, N. & Matile, S. (2004). J. Am. Chem. Soc. 126, 10067-10075.
Molecular Structure Corporation & Rigaku (2006). CrystalClear MSC, The Woodlands, Texas, USA, and Rigaku Corporation, Tokyo, Japan.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Sisson, A. L., Shah, M. R., Bhosale, S. & Matile, S. (2006). Chem. Soc. Rev. 35, 1269-1286.

organic compounds