2-Amino-9-[(1S,3R,4S)-4-hydr­oxy-3-hydroxy­methyl-2-methyl­enecyclo­pent­yl]-1,9-dihydro-6H-purin-6-one monohydrate

Jiang, B.; Liu, Z.

doi:10.1107/S1600536809032966

Volume 65
Part 9
Page o2232
September 2009

Received 4 August 2009
Accepted 19 August 2009
Online 26 August 2009

Key indicators
Single-crystal X-ray study
T = 273 K
Mean (C-C) = 0.003 Å
R = 0.030
wR = 0.079
Data-to-parameter ratio = 6.8
Details

2-Amino-9-[(1S,3R,4S)-4-hydroxy-3-hydroxymethyl-2-methylenecyclopentyl]-1,9-dihydro-6H-purin-6-one monohydrate

Bin Jiang ^a and Zhilu Liu ^b ^*

^aDepartment of Pharmacy, Shandong Medical College, Jinan 250002, People's Republic of China, and ^bState Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 73000, People's Republic of China
Correspondence e-mail: liuzhilu2009@yahoo.com.cn

In the crystal of the title compound, C₁₂H₁₅N₅O₃·H₂O, the component species are linked by N-HN, N-HO, O-HN and O-HO hydrogen bonds, forming a three-dimesnional network.

Related literature

For background, see: Czarnik (2008).

Experimental

Crystal data

C₁₂H₁₅N₅O₃·H₂O
M_r = 295.31
Orthorhombic, C 222₁
a = 6.9986 (10) Å
b = 11.6229 (10) Å
c = 33.932 (3) Å
V = 2760.1 (5) Å³
Z = 8
Mo K radiation
= 0.11 mm^-1
T = 273 K
0.12 × 0.10 × 0.08 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2004) T_min = 0.987, T_max = 0.991
6725 measured reflections
1377 independent reflections
1270 reflections with I > 2(I)
R_int = 0.030

Refinement

R[F² > 2(F²)] = 0.030
wR(F²) = 0.079
S = 1.00
1377 reflections
204 parameters
4 restraints
H atoms treated by a mixture of independent and constrained refinement
_max = 0.16 e Å^-3
_min = -0.18 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
O1-H1N4ⁱ	0.82	2.04	2.857 (2)	172
O2-H2AO1Wⁱⁱ	0.82	1.83	2.639 (3)	169
N3-H3BO3ⁱⁱⁱ	0.86	2.24	3.039 (3)	154
N5-H5CN2ⁱⁱⁱ	0.97 (3)	1.86 (3)	2.829 (3)	177 (3)
O1W-H2WO1^iv	0.819 (19)	2.113 (10)	2.900 (3)	161 (3)
O1W-H1WO2^v	0.821 (12)	2.000 (16)	2.783 (3)	159 (4)
Symmetry codes: (i) $[x-{\script{1\over 2}}, y-{\script{1\over 2}}, z]$ ; (ii) x+1, y, z; (iii) $[-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z+{\script{3\over 2}}]$ ; (iv) x, -y, -z+1; (v) $[x-{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]$ .

Data collection: APEX2 (Bruker, 2004); cell refinement: SAINT-Plus (Bruker, 2004); data reduction: SAINT-Plus; 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: HB5032 ).

Acknowledgements

This work was supported by the Chinese Academy of Sciences (`Hundred Talents Program') and the Ministry of Science and Technology of China (project of `973' plan, No. 2007CB607606).

References

Bruker (2004). APEX2, SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Czarnik, A. W. (2008). J. Comb. Chem. 10, 1-2.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds