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Volume 69 
Part 3 
Page o404  
March 2013  

Received 30 January 2013
Accepted 5 February 2013
Online 20 February 2013

Key indicators
Single-crystal X-ray study
T = 113 K
Mean [sigma](C-C) = 0.002 Å
R = 0.045
wR = 0.129
Data-to-parameter ratio = 19.5
Details
Open access

(4-Methoxyphenyl)(4-propylcyclohexyl)methanone

aPharmacy Department of the Second Artillery General Hospital, Beijing 100088, People's Republic of China
Correspondence e-mail: chengmin_li@yahoo.com

The asymmetric unit of the title compound, C17H24O2, contains two independent molecules with different conformations. The least-squares plane through the cyclohexane ring makes dihedral angles of 52.9 (5) and 81.4 (4)° with the benzene ring in the two molecules. The cyclohexane ring adopts a chair conformation in both molecules. In the crystal, weak C-H...O hydrogen bonds link molecules related by translation in [100] into two crystallographically independent chains.

Related literature

For the antihyperglycemic activity of SGLT2 inhibitors, see: Washburn (2009[Washburn, W. N. (2009). J. Med. Chem. 52, 1785-1794.]); Zhao et al. (2011[Zhao, W. J., Shi, Y. H., Zhao, G. L., Wang, Y. L., Shao, H., Tang, L. D. & Wang, J. W. (2011). Chin. Chem. Lett. 22, 1215-1218.]); Shao et al. (2011[Shao, H., Gao, Y. L., Lou, Y. Y., Wang, Y. L., Liu, W., Xu, W. R., Wang, J. W., Zhao, G. L. & Tang, L. D. (2011). Chin. J. Org. Chem. 31, 836-842.]). For the structure of (5-bromo-2-methoxyphenyl)(4-ethylcyclohexyl)methanone, see: Wang et al. (2011[Wang, L., Chang, Z., Ding, C., Shao, H. & Sun, J. (2011). Acta Cryst. E67, o1173.]).

[Scheme 1]

Experimental

Crystal data
  • C17H24O2

  • Mr = 260.36

  • Triclinic, [P \overline 1]

  • a = 5.679 (1) Å

  • b = 7.3260 (12) Å

  • c = 35.020 (4) Å

  • [alpha] = 93.74 (1)°

  • [beta] = 91.877 (6)°

  • [gamma] = 94.436 (1)°

  • V = 1448.5 (4) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 113 K

  • 0.18 × 0.16 × 0.14 mm

Data collection
  • Rigaku Saturn724 CCD diffractometer

  • Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2009[Rigaku/MSC (2009). CrystalClear. Rigaku/MSC, The Woodlands, Texas, USA.]) Tmin = 0.986, Tmax = 0.989

  • 14496 measured reflections

  • 6762 independent reflections

  • 5234 reflections with I > 2[sigma](I)

  • Rint = 0.027

Refinement
  • R[F2 > 2[sigma](F2)] = 0.045

  • wR(F2) = 0.129

  • S = 1.03

  • 6762 reflections

  • 347 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.37 e Å-3

  • [Delta][rho]min = -0.21 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C9-H9...O1i 1.00 2.58 3.4661 (14) 147
C26-H26...O3ii 1.00 2.58 3.5200 (14) 156
Symmetry codes: (i) x-1, y, z; (ii) x+1, y, z.

Data collection: CrystalClear (Rigaku/MSC, 2009[Rigaku/MSC (2009). CrystalClear. Rigaku/MSC, The Woodlands, Texas, USA.]); cell refinement: CrystalClear; data reduction: CrystalClear; 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: SHELXTL.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CV5385 ).


References

Rigaku/MSC (2009). CrystalClear. Rigaku/MSC, The Woodlands, Texas, USA.
Shao, H., Gao, Y. L., Lou, Y. Y., Wang, Y. L., Liu, W., Xu, W. R., Wang, J. W., Zhao, G. L. & Tang, L. D. (2011). Chin. J. Org. Chem. 31, 836-842.  [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Wang, L., Chang, Z., Ding, C., Shao, H. & Sun, J. (2011). Acta Cryst. E67, o1173.  [CSD] [CrossRef] [details]
Washburn, W. N. (2009). J. Med. Chem. 52, 1785-1794.  [ISI] [CrossRef] [PubMed] [ChemPort]
Zhao, W. J., Shi, Y. H., Zhao, G. L., Wang, Y. L., Shao, H., Tang, L. D. & Wang, J. W. (2011). Chin. Chem. Lett. 22, 1215-1218.  [ChemPort]


Acta Cryst (2013). E69, o404  [ doi:10.1107/S1600536813003644 ]

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