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Volume 66 
Part 8 
Page o2070  
August 2010  

Received 7 July 2010
Accepted 15 July 2010
Online 21 July 2010

[zs2051sup1]
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Key indicators
Single-crystal X-ray study
T = 293 K
Mean [sigma](C-C) = 0.002 Å
R = 0.037
wR = 0.114
Data-to-parameter ratio = 14.0
Details
Open access

Ethyl 2-(2-oxo-4-phenyl-2,3-dihydro-1H-1,5-benzodiazepin-1-yl)acetate

Daouda Ballo,a Noureddine Hamou Ahabchane,a Hafid Zouihri,b El Mokhtar Essassia and Seik Weng Ngc*

aLaboratoire de Chimie Organique Hétérocyclique, Pôle de Compétences Pharmacochimie, Université Mohammed V-Agdal, BP 1014 Avenue Ibn Batout, Rabat, Morocco,bCNRST Division UATRS, Angle Allal Fassi/FAR, BP 8027 Hay Riad, Rabat, Morocco, and cDepartment of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia
Correspondence e-mail: seikweng@um.edu.my

The seven-membered ring in the title compound, C19H18N2O3, adopts a boat conformation with the two phenylene C atoms representing the stern and the methylene C atom the prow. The dihedral angle between the best plane through the seven-membered ring (r.m.s deviation = 0.343 Å) and the phenyl substituent is 31.9 (1)°. The dihedral angle between this best plane and the best plane through the ethoxycarbonylmethyl substituent (r.m.s. deviation = 0.058 Å) is 72.2 (1)°.

Related literature

For the background to 2,3-dihydro-1H-1,5-benzodiazepin-2-ones, see: Ahabchane et al. (1999[Ahabchane, N. H., Keita, A. & Essassi, E. M. (1999). C. R. Ser. IIC, 2, 519-523.]). For a related structure, see: Ballo et al. (2010[Ballo, D., Ahabchane, N. H., Zouihri, H., Essassi, E. M. & Ng, S. W. (2010). Acta Cryst. E66, o1277.]).

[Scheme 1]

Experimental

Crystal data

  • C19H18N2O3

  • Mr = 322.35

  • Monoclinic, P 21 /c

  • a = 12.5198 (4) Å

  • b = 11.7911 (3) Å

  • c = 11.2058 (3) Å

  • [beta] = 97.843 (2)°

  • V = 1638.75 (8) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 293 K

  • 0.30 × 0.15 × 0.10 mm
Data collection

  • Bruker X8 APEXII diffractometer

  • 13943 measured reflections

  • 3029 independent reflections

  • 2195 reflections with I > 2[sigma](I)

  • Rint = 0.033
Refinement

  • R[F2 > 2[sigma](F2)] = 0.037

  • wR(F2) = 0.114

  • S = 1.00

  • 3029 reflections

  • 217 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.12 e Å-3

  • [Delta][rho]min = -0.15 e Å-3

Data collection: APEX2 (Bruker, 2008[Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2008[Bruker (2008). APEX2 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: X-SEED (Barbour, 2001[Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.]); software used to prepare material for publication: publCIF (Westrip, 2010[Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.]).

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: ZS2051 ).

Acknowledgements

We thank Université Mohammed V-Agdal and the University of Malaya for supporting this study.

References

Ahabchane, N. H., Keita, A. & Essassi, E. M. (1999). C. R. Ser. IIC, 2, 519-523.  [ChemPort]
Ballo, D., Ahabchane, N. H., Zouihri, H., Essassi, E. M. & Ng, S. W. (2010). Acta Cryst. E66, o1277.  [CrossRef] [details]
Barbour, L. J. (2001). J. Supramol. Chem. 1, 189-191.  [CrossRef] [ChemPort]
Bruker (2008). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]

Acta Cryst (2010). E66, o2070  [ doi:10.1107/S1600536810028278 ]

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