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Volume 69 
Part 2 
Page o220  
February 2013  

Received 4 January 2013
Accepted 5 January 2013
Online 12 January 2013

Key indicators
Single-crystal X-ray study
T = 296 K
Mean [sigma](C-C) = 0.004 Å
Disorder in main residue
R = 0.049
wR = 0.132
Data-to-parameter ratio = 15.3
Details
Open access

Ethyl N-(2-benzoyl-3-oxo-3-phenylpropanoyl)carbamate

aDepartment of Physics, Faculty of Sciences, Erciyes University, 38039 Kayseri, Turkey,bDepartment of Chemistry, Faculty of Arts and Sciences, Gaziantep University, 27310 Sehitkamil-Gaziantep, Turkey, and cDepartment of Physics, University of Sargodha, Sargodha, Pakistan
Correspondence e-mail: akkurt@erciyes.edu.tr, dmntahir_uos@yahoo.com

In the title compound, C19H17NO5, the dihedral angle between the phenyl groups is 79.55 (15)°. The terminal ethoxy group is disordered over two orientations in a 0.873 (6):0.127 (6) ratio. In the crystal, molecules are linked by N-H...O and C-H...O hydrogen bonds into [001] chains which incorporate R12(6) loops. A very weak C-H...[pi] contact also occurs.

Related literature

For background to the carboxamide [-C(O)NH-] group, see: Sönmez (2001[Sönmez, M. (2001). Turk. J. Chem. 25, 181-185.]). For further synthetic details, see: Fabian et al. (1992[Fabian, W. F., Kollenz, G., Akcamur, Y., Kök, T. R., Tezcan, M., Akkurt, M. & Hiller, W. (1992). Monatsch. Chem. 123, 265-275.]).

[Scheme 1]

Experimental

Crystal data
  • C19H17NO5

  • Mr = 339.34

  • Monoclinic, C 2/c

  • a = 33.088 (8) Å

  • b = 12.732 (3) Å

  • c = 8.7110 (18) Å

  • [beta] = 97.896 (9)°

  • V = 3635.0 (14) Å3

  • Z = 8

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 296 K

  • 0.35 × 0.18 × 0.16 mm

Data collection
  • Bruker Kappa APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 2009[Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.981, Tmax = 0.986

  • 14531 measured reflections

  • 3579 independent reflections

  • 1910 reflections with I > 2[sigma](I)

  • Rint = 0.050

Refinement
  • R[F2 > 2[sigma](F2)] = 0.049

  • wR(F2) = 0.132

  • S = 1.01

  • 3579 reflections

  • 234 parameters

  • 4 restraints

  • H-atom parameters constrained

  • [Delta][rho]max = 0.16 e Å-3

  • [Delta][rho]min = -0.13 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

Cg2 is the centroid of the C10-C15 phenyl ring.

D-H...A D-H H...A D...A D-H...A
N1-H1...O3i 0.86 2.37 3.025 (2) 133
N1-H1...O4i 0.86 2.08 2.842 (2) 147
C8-H8...O3i 0.98 2.38 3.263 (3) 150
C19B-H19F...Cg2ii 0.96 2.96 3.786 (5) 145
Symmetry codes: (i) [x, -y+1, z+{\script{1\over 2}}]; (ii) [x, -y+1, z-{\script{1\over 2}}].

Data collection: APEX2 (Bruker, 2009[Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2009[Bruker (2009). APEX2, SAINT and SADABS. 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: ORTEP-3 (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: WinGX (Farrugia, 2012[Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.]) and PLATON.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB7023 ).


Acknowledgements

The authors acknowledge the provision of funds for the purchase of a diffractometer and encouragement by Dr Muhammad Akram Chaudhary, Vice Chancellor, University of Sargodha, Pakistan.

References

Bruker (2009). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Fabian, W. F., Kollenz, G., Akcamur, Y., Kök, T. R., Tezcan, M., Akkurt, M. & Hiller, W. (1992). Monatsch. Chem. 123, 265-275.  [ChemPort]
Farrugia, L. J. (2012). J. Appl. Cryst. 45, 849-854.  [ISI] [CrossRef] [ChemPort] [details]
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Sönmez, M. (2001). Turk. J. Chem. 25, 181-185.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [details]


Acta Cryst (2013). E69, o220  [ doi:10.1107/S1600536813000445 ]

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