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Volume 65 
Part 3 
Page o534  
March 2009  

Received 25 December 2008
Accepted 7 February 2009
Online 18 February 2009

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.006 Å
R = 0.084
wR = 0.285
Data-to-parameter ratio = 12.5
Details
Open access

2-Benzyloxy-1-naphthaldehyde

aDepartment of Chemical Engineering, Northwest University, Taibai North Road 229, 710069 Xi-An, People's Republic of China, and bDepartment of Chemistry, School of Pharmacy, Fourth Military Medical University, Changle West Road 17, 710032 Xi-An, People's Republic of China
Correspondence e-mail: ping_an1718@yahoo.com.cn

In the title compound, C18H14O2, the dihedral angle between the phenyl and naphthyl ring systems is 21.8 (3)°. The packing of molecules in the crystal structure is stabilized by weak intermolecular C-H...O hydrogen bonds.

Related literature

For the preparation of 2-benzyloxy-1-naphthaldehyde, see: Quideau et al. (2001[Quideau, S., Pouységu, L., Oxoby, M. & Looney, M. A. (2001). Tetrahedron, 57, 319-329.]). For synthetic use of the title compound, see: Knight & Little (2001[Knight, D. W. & Little, P. B. (2001). J. Chem. Soc. Perkin Trans. 1, pp. 1771-1777.]).

[Scheme 1]

Experimental

Crystal data
  • C18H14O2

  • Mr = 262.29

  • Monoclinic, P 21 /c

  • a = 10.427 (7) Å

  • b = 8.128 (6) Å

  • c = 15.787 (11) Å

  • [beta] = 94.746 (11)°

  • V = 1333.3 (16) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 296 K

  • 0.39 × 0.26 × 0.16 mm

Data collection
  • Bruker SMART APEX CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2005[Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.968, Tmax = 0.987

  • 5088 measured reflections

  • 2262 independent reflections

  • 1354 reflections with I > 2[sigma](I)

  • Rint = 0.038

Refinement
  • R[F2 > 2[sigma](F2)] = 0.084

  • wR(F2) = 0.285

  • S = 1.04

  • 2262 reflections

  • 181 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.41 e Å-3

  • [Delta][rho]min = -0.53 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C12-H12A...O1i 0.97 2.48 3.381 (4) 155
C14-H14...O1i 0.93 2.72 3.544 (5) 148
Symmetry code: (i) [x, -y+{\script{1\over 2}}, z-{\script{1\over 2}}].

Data collection: SMART (Bruker, 2002[Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2002[Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: Mercury (Macrae et al., 2006[Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.]) and CAMERON (Watkin et al., 1996[Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON. Chemical Crystallography Laboratory, Oxford, England.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: WN2303 ).


Acknowledgements

We thank the Natural Science Foundation of China (grant No. 20802092) for financial support.

References

Bruker (2005). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2002). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Knight, D. W. & Little, P. B. (2001). J. Chem. Soc. Perkin Trans. 1, pp. 1771-1777.  [CrossRef]
Macrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453-457.  [ISI] [CrossRef] [ChemPort] [details]
Quideau, S., Pouységu, L., Oxoby, M. & Looney, M. A. (2001). Tetrahedron, 57, 319-329.  [ISI] [CSD] [CrossRef] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Watkin, D. J., Prout, C. K. & Pearce, L. J. (1996). CAMERON. Chemical Crystallography Laboratory, Oxford, England.


Acta Cryst (2009). E65, o534  [ doi:10.1107/S1600536809004486 ]

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