Poly[[bis­[μ2-8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydro­pyrido[2,3-d]pyrimidine-6-carboxyl­ato]manganese(II)] dihydrate]

Jing Huang; Wei-Ping Hu; Zhe An

doi:10.1107/S1600536808006533

. 2008 Mar 14;64(Pt 4):m547. doi: 10.1107/S1600536808006533

Poly[[bis[μ₂-8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylato]manganese(II)] dihydrate]

Jing Huang ^a, Wei-Ping Hu ^b, Zhe An ^a,^*

PMCID: PMC2961022 PMID: 21202004

Abstract

In the title compound, {[Mn(C₁₄H₁₆N₅O₃)₂]·2H₂O}_n, the Mn^II atom (site symmetry Inline graphic ) exhibits a distorted trans-MnN₂O₄ octahedral geometry defined by two monodentate N-bonded and two bidentate O,O′-bonded 8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate anions. An N—H⋯O hydrogen bond is present in the crystal structure. The extended two-dimensional structure is a square grid and the disordered uncoordinated water molecules occupy cavities within the grid.

Related literature

For background, see: Mizuki et al. (1996 ▶).

Experimental

Crystal data

[Mn(C₁₄H₁₆N₅O₃)₂]·2H₂O
M _r = 695.58
Monoclinic,
a = 6.0422 (2) Å
b = 21.5673 (8) Å
c = 12.7395 (5) Å
β = 99.617 (1)°
V = 1636.8 (1) Å³
Z = 2
Mo Kα radiation
μ = 0.47 mm⁻¹
T = 295 (2) K
0.34 × 0.26 × 0.18 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1998 ▶) T _min = 0.861, T _max = 0.910
10030 measured reflections
3938 independent reflections
3465 reflections with I > 2σ(I)
R _int = 0.019

Refinement

R[F ² > 2σ(F ²)] = 0.060
wR(F ²) = 0.191
S = 1.10
3938 reflections
227 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.97 e Å⁻³
Δρ_min = −0.48 e Å⁻³

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT-Plus (Bruker, 1998 ▶); 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 Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808006533/hb2703sup1.cif

e-64-0m547-sup1.cif^{(20.7KB, cif)}

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808006533/hb2703Isup2.hkl

e-64-0m547-Isup2.hkl^{(193KB, hkl)}

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

Table 1. Selected bond lengths (Å).

Mn1—O1	2.106 (2)
Mn1—O3	2.1667 (16)
Mn1—N5ⁱ	2.372 (2)

Open in a new tab

Symmetry code: (i) Inline graphic .

Table 2. Hydrogen-bond geometry (Å, °).

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N5—H5N⋯O2ⁱⁱ	0.893 (10)	2.268 (12)	3.149 (3)	169 (3)

Open in a new tab

Symmetry code: (ii) Inline graphic .

Acknowledgments

The authors thank the Innovation Science Foundation of Harbin Medical University for financial support (grant No. 060041).

supplementary crystallographic information

Comment

Pipemidic acid (Hppa, C₁₄H₁₇N₅O₃, 8-Ethyl-5,8-dihydro-5-oxo-2- (1-piperazinyl)-pyrido(2,3 - d)-pyrimidine-6-carboxylic acid) is member of a class of quinolones used to treat infections (Mizuki et al., 1996). The metal complexes of the ppa anion have not been reported; the title manganese(II) complex, (I), is reported here (Fig. 1).

The Mn^II atom in (I) with site symmetry 1 is coordinated by four oxygen atoms and two N atoms from four ppa ligands (two monodentate-N and two O,O-bidentate) (Table 1) to form a square grid propagating in (Fig. 2). An N—H···O hydrogen bond (Table 2) helps to stabilize this arrangement.

The disordered, uncoordinated, water molecules occupy cavities within the grid. In the present study, their attached H atoms could not be located.

Experimental

A mixture of Mn(CH₃COO)₂.4H₂O (0.061 g, 0.25 mmol), Hppa (0.15 g, 0.5 mmol), sodium hydroxide (0.04 g, 1 mmol) and water (12 ml) was stirred for 30 min in air. The mixture was then transferred to a 23 ml Teflon-lined hydrothermal bomb. The bomb was kept at 433 K for 72 h under autogenous pressure. Upon cooling, colourless prisms of (I) were obtained from the reaction mixture.