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Volume 69 
Part 6 
Page o918  
June 2013  

Received 18 February 2013
Accepted 12 May 2013
Online 18 May 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.003 Å
R = 0.045
wR = 0.128
Data-to-parameter ratio = 13.9
Details
Open access

1-[2-(Trityloxy)phenyl]ethanone

aDepartment of Basic Science, Tianjin Agricultural University, Tianjin 300384, People's Republic of China
Correspondence e-mail: zhaopengying@eyou.com

In the title compound, C27H22O2, the acetyl group is nearly coplanar with the the ring to which it attacted [O-C-C-C torsion angle = -5.5 (3)°]. The three phenyl groups of the triphenylmethyl substituent are mutually nearly perpendicular, making dihedral angles of 89.87 (11) and 78.29 (11) and 60.34 (11)°. Two intramolecular C-H... O hydrogen bonds occur. In the crystal, C-H... O hydrogen bonds link the moleclues into chains along the b-axis direction.

Related literature

For general background to triphenylmethyl, see: Casanova et al. (2006[Casanova, E., Hernandez, A.-I., Priego, E.-M., Liekens, S., Camarasa, M.-J., Balzarini, J. & Perez-Perez, M.-J. (2006). J. Med. Chem. 49, 5562-5570.]); Aldaye & Sleiman (2007[Aldaye, F. A. & Sleiman, H. F. (2007). J. Am. Chem. Soc. 129, 10070-10071.]).

[Scheme 1]

Experimental

Crystal data
  • C27H22O2

  • Mr = 378.45

  • Orthorhombic, P b c a

  • a = 15.6996 (17) Å

  • b = 8.8767 (9) Å

  • c = 29.591 (3) Å

  • V = 4123.8 (7) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.08 mm-1

  • T = 296 K

  • 0.26 × 0.24 × 0.20 mm

Data collection
  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 1996[Bruker (1996). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.674, Tmax = 0.745

  • 21669 measured reflections

  • 3653 independent reflections

  • 2496 reflections with I > 2[sigma](I)

  • Rint = 0.053

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

  • wR(F2) = 0.128

  • S = 1.02

  • 3653 reflections

  • 263 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.13 e Å-3

  • [Delta][rho]min = -0.16 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C14-H14...O1i 0.93 2.56 3.444 (3) 158
C21-H21...O2 0.93 2.46 2.810 (3) 103
C5-H5...O1 0.93 2.36 2.701 (3) 101
Symmetry code: (i) [-x+2, y-{\script{1\over 2}}, -z+{\script{3\over 2}}].

Data collection: SMART (Bruker, 2007[Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2007[Bruker (2007). 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: DIAMOND (Brandenburg, 1999[Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.]); software used to prepare material for publication: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]).


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: DS2228 ).


References

Aldaye, F. A. & Sleiman, H. F. (2007). J. Am. Chem. Soc. 129, 10070-10071.  [ISI] [CrossRef] [PubMed] [ChemPort]
Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany.
Bruker (1996). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Bruker (2007). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Casanova, E., Hernandez, A.-I., Priego, E.-M., Liekens, S., Camarasa, M.-J., Balzarini, J. & Perez-Perez, M.-J. (2006). J. Med. Chem. 49, 5562-5570.  [ISI] [CrossRef] [PubMed] [ChemPort]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]


Acta Cryst (2013). E69, o918  [ doi:10.1107/S1600536813012956 ]

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