Diphenyl­methyl benzoate

Kaur, M.; Jasinski, J.P.; Keeley, A.C.; Yathirajan, H.S.; Siddegowda, M.S.

doi:10.1107/S1600536812050064

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 (C-C) = 0.003 Å
R = 0.035
wR = 0.094
Data-to-parameter ratio = 13.3
Details

Diphenylmethyl benzoate

Manpreet Kaur,^a Jerry P. Jasinski,^b ^* Amanda C. Keeley,^b H. S. Yathirajan ^a and M. S. Siddegowda ^c

^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-HO hydrogen bonds link molecules along [100].

Related literature

For related structures, see: Baidya et al. (2009a,b); Gowda et al. (2007, 2009). For standard bond lengths, see: Allen et al. (1987).

Experimental

Crystal data

C₂₀H₁₆O₂
M_r = 288.33
Monoclinic, P 2₁
a = 5.75357 (19) Å
b = 16.0368 (5) Å
c = 8.3114 (3) Å
= 95.340 (3)°
V = 763.55 (4) Å³
Z = 2
Cu K radiation
= 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) T_min = 0.912, T_max = 1.000
4414 measured reflections
2659 independent reflections
2528 reflections with I > 2(I)
R_int = 0.022

Refinement

R[F² > 2(F²)] = 0.035
wR(F²) = 0.094
S = 1.06
2659 reflections
200 parameters
1 restraint
H-atom parameters constrained
_max = 0.21 e Å^-3
_min = -0.15 e Å^-3
Absolute structure: Flack (1983) 1120 Friedel pairs
Flack parameter: 0.0 (2)

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
C16-H16O2ⁱ	0.93	2.44	3.334 (2)	160
Symmetry code: (i) x+1, y, z.

Data collection: CrysAlis PRO (Agilent, 2012); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Agilent, 2012); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); 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.
Baidya, M., Mayr, H. & Mayer, P. (2009b). Acta Cryst. E65, o3224.
Flack, H. D. (1983). Acta Cryst. A39, 876-881.
Gowda, B. T., Foro, S., Nayak, R. & Fuess, H. (2007). Acta Cryst. E63, o3563.
Gowda, B. T., Tokarcík, M., Kozísek, J., Suchetan, P. A. & Fuess, H. (2009). Acta Cryst. E65, o2599.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds