[Journal logo]

Volume 69 
Part 1 
Page o81  
January 2013  

Received 30 November 2012
Accepted 6 December 2012
Online 12 December 2012

Key indicators
Single-crystal X-ray study
T = 173 K
Mean [sigma](C-C) = 0.003 Å
R = 0.035
wR = 0.094
Data-to-parameter ratio = 13.3
Details
Open access

Diphenylmethyl benzoate

aDepartment of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore 570 006, India,bDepartment of Chemistry, Keene State College, 229 Main Street, Keene, NH 03435-2001, USA, and cR. L. Fine Chem, Bengaluru, 560 064, India
Correspondence e-mail: jjasinski@keene.edu

In the title molecule, C20H16O2, the dihedral angle between the phenyl rings of the diphenylmethyl group is 68.3 (2)°. The benzoate group is essentially planar, with a maximum deviation of 0.017 (2) Å for the carbonyl O atom, and the two phenyl rings are twisted by 27.5 (4) and 85.6 (9)° from this plane. In the crystal, weak C-H...O hydrogen bonds link molecules along [100].

Related literature

For related structures, see: Baidya et al. (2009a[Baidya, M., Mayr, H. & Mayer, P. (2009a). Acta Cryst. E65, o3035.],b[Baidya, M., Mayr, H. & Mayer, P. (2009b). Acta Cryst. E65, o3224.]); Gowda et al. (2007[Gowda, B. T., Foro, S., Nayak, R. & Fuess, H. (2007). Acta Cryst. E63, o3563.], 2009[Gowda, B. T., Tokarcík, M., Kozísek, J., Suchetan, P. A. & Fuess, H. (2009). Acta Cryst. E65, o2599.]). For standard bond lengths, see: Allen et al. (1987[Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.]).

[Scheme 1]

Experimental

Crystal data
  • C20H16O2

  • Mr = 288.33

  • Monoclinic, P 21

  • a = 5.75357 (19) Å

  • b = 16.0368 (5) Å

  • c = 8.3114 (3) Å

  • [beta] = 95.340 (3)°

  • V = 763.55 (4) Å3

  • Z = 2

  • Cu K[alpha] radiation

  • [mu] = 0.63 mm-1

  • T = 173 K

  • 0.38 × 0.26 × 0.24 mm

Data collection
  • Agilent Xcalibur (Eos, Gemini) diffractometer

  • Absorption correction: multi-scan (CrysAlis PRO and CrysAlis RED; Agilent, 2012[Agilent (2012). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.]) Tmin = 0.912, Tmax = 1.000

  • 4414 measured reflections

  • 2659 independent reflections

  • 2528 reflections with I > 2[sigma](I)

  • Rint = 0.022

Refinement
  • R[F2 > 2[sigma](F2)] = 0.035

  • wR(F2) = 0.094

  • S = 1.06

  • 2659 reflections

  • 200 parameters

  • 1 restraint

  • H-atom parameters constrained

  • [Delta][rho]max = 0.21 e Å-3

  • [Delta][rho]min = -0.15 e Å-3

  • Absolute structure: Flack (1983[Flack, H. D. (1983). Acta Cryst. A39, 876-881.]) 1120 Friedel pairs

  • Flack parameter: 0.0 (2)

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
C16-H16...O2i 0.93 2.44 3.334 (2) 160
Symmetry code: (i) x+1, y, z.

Data collection: CrysAlis PRO (Agilent, 2012[Agilent (2012). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.]); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Agilent, 2012[Agilent (2012). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.]); 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: LH5566 ).


Acknowledgements

MK thanks the UOM for research facilities. JPJ acknowledges the NSF-MRI program (grant No. CHE-1039027) for funds to purchase the X-ray diffractometer.

References

Agilent (2012). CrysAlis PRO and CrysAlis RED. Agilent Technologies, Yarnton, England.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Baidya, M., Mayr, H. & Mayer, P. (2009a). Acta Cryst. E65, o3035.  [CSD] [CrossRef] [details]
Baidya, M., Mayr, H. & Mayer, P. (2009b). Acta Cryst. E65, o3224.  [CSD] [CrossRef] [details]
Flack, H. D. (1983). Acta Cryst. A39, 876-881.  [CrossRef] [details]
Gowda, B. T., Foro, S., Nayak, R. & Fuess, H. (2007). Acta Cryst. E63, o3563.  [CSD] [CrossRef] [details]
Gowda, B. T., Tokarcík, M., Kozísek, J., Suchetan, P. A. & Fuess, H. (2009). Acta Cryst. E65, o2599.  [CSD] [CrossRef] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2013). E69, o81  [ doi:10.1107/S1600536812050064 ]

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.