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Volume 69 
Part 9 
Page o1372  
September 2013  

Received 6 July 2013
Accepted 17 July 2013
Online 3 August 2013

Key indicators
Single-crystal X-ray study
T = 100 K
Mean [sigma](C-C) = 0.002 Å
R = 0.039
wR = 0.102
Data-to-parameter ratio = 19.1
Details
Open access

Methyl 2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanoate

aCollege of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, People's Republic of China
Correspondence e-mail: li96052122@126.com

In the title molecule, C15H21NO5, the dihedral angle between the mean plane of the -N-C(=O)-O- group [maximum deviation = 0.002 (1) Å for the C atom] and the benzene ring is 82.2 (2)°. In the crystal, O-H...O and N-H...O hydrogen bonds connect the molecules, forming a two-dimensional network parallel to (001).

Related literature

For the biological activity of related compounds, see: Sykes et al. (1999[Sykes, B. M., Atwell, G. J., Hogg, A., Wilson, W. R., O'Connor, C. J. & Denny, W. A. (1999). J. Med. Chem. 42, 346-355.]).

[Scheme 1]

Experimental

Crystal data
  • C15H21NO5

  • Mr = 295.33

  • Orthorhombic, P 21 21 21

  • a = 8.7879 (8) Å

  • b = 9.4844 (9) Å

  • c = 18.9207 (18) Å

  • V = 1577.0 (3) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.09 mm-1

  • T = 100 K

  • 0.55 × 0.49 × 0.45 mm

Data collection
  • Bruker APEXII CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996[Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.]) Tmin = 0.962, Tmax = 0.989

  • 9339 measured reflections

  • 3636 independent reflections

  • 3469 reflections with I > 2[sigma](I)

  • Rint = 0.072

Refinement
  • R[F2 > 2[sigma](F2)] = 0.039

  • wR(F2) = 0.102

  • S = 1.03

  • 3636 reflections

  • 190 parameters

  • H-atom parameters constrained

  • [Delta][rho]max = 0.32 e Å-3

  • [Delta][rho]min = -0.20 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1B...O3i 0.86 2.27 3.0583 (16) 153
O1-H1C...O5ii 0.82 1.92 2.7356 (15) 180
Symmetry codes: (i) [x+{\script{1\over 2}}, -y+{\script{3\over 2}}, -z]; (ii) x, y+1, z.

Data collection: APEX2 (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: APEX2; data reduction: SAINT (Bruker, 2007[Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.])'; program(s) used to solve structure: SHELXTL (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]); software used to prepare material for publication: SHELXTL and 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: LH5632 ).


Acknowledgements

The author thanks Henan University of Traditional Chinese Medicine for supporting this study.

References

Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [ChemPort] [details]
Spek, A. L. (2009). Acta Cryst. D65, 148-155.  [ISI] [CrossRef] [ChemPort] [details]
Sykes, B. M., Atwell, G. J., Hogg, A., Wilson, W. R., O'Connor, C. J. & Denny, W. A. (1999). J. Med. Chem. 42, 346-355.  [ISI] [CrossRef] [ChemPort] [PubMed]
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920-925.  [ISI] [CrossRef] [ChemPort] [details]


Acta Cryst (2013). E69, o1372  [ doi:10.1107/S160053681301979X ]

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