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Volume 64 
Part 2 
Page o527  
February 2008  

Received 17 January 2008
Accepted 23 January 2008
Online 30 January 2008

Key indicators
Single-crystal X-ray study
T = 291 K
Mean [sigma](C-C) = 0.003 Å
R = 0.044
wR = 0.126
Data-to-parameter ratio = 12.8
Details
Open access

Ethyl 7-amino-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate monohydrate

aDepartment of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, People's Republic of China, and bThe Center for Testing and Analysis, Sichuan University, Chengdu 610064, People's Republic of China
Correspondence e-mail: lingling.weng@yahoo.com.cn

In the title compound, C16H17FN2O4·H2O, the dihedral angle between the heterocyclic ring and the benzene ring is 5.77 (9)°, that between the heterocycle and the ethoxycarbonyl plane is 15.5 (1)°, and that between the heterocyclic ring and the cyclopropane ring is 67.75 (13)°. In the crystal structure, molecules are linked into a ribbon-like structure along the c axis by N-H...O and O-H...O hydrogen bonds.

Related literature

For general background, see: Fujita & Chiba (1998[Fujita, M. & Chiba, K. (1998). Chem. Pharm. Bull. 46, 631-638.]).

[Scheme 1]

Experimental

Crystal data
  • C16H17FN2O4·H2O

  • Mr = 338.33

  • Monoclinic, P 21 /n

  • a = 10.096 (4) Å

  • b = 14.699 (5) Å

  • c = 11.028 (6) Å

  • [beta] = 94.26 (4)°

  • V = 1632.0 (12) Å3

  • Z = 4

  • Mo K[alpha] radiation

  • [mu] = 0.11 mm-1

  • T = 291 (2) K

  • 0.45 × 0.42 × 0.39 mm

Data collection
  • Enraf-Nonius CAD-4 diffractometer

  • Absorption correction: none

  • 3157 measured reflections

  • 3009 independent reflections

  • 1741 reflections with I > 2[sigma](I)

  • Rint = 0.007

  • 3 standard reflections every 300 reflections intensity decay: 0.8%

Refinement
  • R[F2 > 2[sigma](F2)] = 0.043

  • wR(F2) = 0.125

  • S = 1.04

  • 3009 reflections

  • 235 parameters

  • H atoms treated by a mixture of independent and constrained refinement

  • [Delta][rho]max = 0.20 e Å-3

  • [Delta][rho]min = -0.19 e Å-3

Table 1
Hydrogen-bond geometry (Å, °)

D-H...A D-H H...A D...A D-H...A
N1-H1N1...O1Wi 0.91 (3) 2.15 (3) 2.930 (3) 143 (2)
N1-H2N1...O4ii 0.85 (3) 2.33 (3) 3.061 (3) 144 (2)
O1W-H1W...O2iii 0.84 (3) 2.13 (3) 2.916 (3) 155 (3)
O1W-H2W...O2 0.91 (3) 1.96 (3) 2.864 (3) 171 (3)
Symmetry codes: (i) -x+1, -y+1, -z+2; (ii) x, y, z+1; (iii) -x+1, -y+1, -z+1.

Data collection: DIFRAC (Gabe & White, 1993[Gabe, E. J. & White, P. S. (1993). DIFRAC. American Crystallographic Association Pittsburgh Meeting Abstract PA 104.]); cell refinement: DIFRAC; data reduction: NRCVAX (Gabe et al., 1989[Gabe, E. J., Le Page, Y., Charland, J.-P., Lee, F. L. & White, P. S. (1989). J. Appl. Cryst. 22, 384-387.]); 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 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: SHELXL97.


Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: CI2556 ).


References

Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  [CrossRef] [details]
Fujita, M. & Chiba, K. (1998). Chem. Pharm. Bull. 46, 631-638.  [ChemPort] [PubMed]
Gabe, E. J., Le Page, Y., Charland, J.-P., Lee, F. L. & White, P. S. (1989). J. Appl. Cryst. 22, 384-387.  [CrossRef] [details]
Gabe, E. J. & White, P. S. (1993). DIFRAC. American Crystallographic Association Pittsburgh Meeting Abstract PA 104.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.  [CrossRef] [details]


Acta Cryst (2008). E64, o527  [ doi:10.1107/S1600536808002547 ]

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