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Acta Crystallogr Sect E Struct Rep Online. 2010 October 1; 66(Pt 10): m1228.
Published online 2010 September 8. doi:  10.1107/S1600536810034835
PMCID: PMC2983285

Bis(3-amino­pyrazine-2-carboxyl­ato-κ2 N 1,O)diaqua­manganese(II)

Abstract

The MnII atom in the title compound, [Mn(C5H4N3O2)2(H2O)2], exhibits an octa­hedral geometry comprising the two O atoms and two N atoms from two 3-amino­pyrazine-2-carboxyl­ate ligands, which act as chelating ligands, and two water mol­ecules. An intra­molecular N—H(...)O hydrogen bond occurs. In the crystal, N—H(...)O, O—H(...)N and O—H(...)O hydrogen bonds link adjacent mol­ecules into a three-dimensional network. The mol­ecule lies on a twofold rotation axis.

Related literature

For the nickel(II) analog, see: Ptasiewicz-Bak & Leciejewicz (1999 [triangle]).

An external file that holds a picture, illustration, etc.
Object name is e-66-m1228-scheme1.jpg

Experimental

Crystal data

  • [Mn(C5H4N3O2)2(H2O)2]
  • M r = 367.20
  • Monoclinic, An external file that holds a picture, illustration, etc.
Object name is e-66-m1228-efi1.jpg
  • a = 7.9257 (11) Å
  • b = 12.6994 (18) Å
  • c = 13.663 (2) Å
  • β = 91.903 (2)°
  • V = 1374.4 (3) Å3
  • Z = 4
  • Mo Kα radiation
  • μ = 1.01 mm−1
  • T = 296 K
  • 0.12 × 0.10 × 0.08 mm

Data collection

  • Bruker SMART APEX diffractometer
  • Absorption correction: multi-scan (SADABS; Sheldrick, 1996 [triangle]) T min = 0.889, T max = 0.924
  • 3373 measured reflections
  • 1221 independent reflections
  • 1114 reflections with I > 2σ(I)
  • R int = 0.021

Refinement

  • R[F 2 > 2σ(F 2)] = 0.031
  • wR(F 2) = 0.096
  • S = 1.09
  • 1221 reflections
  • 112 parameters
  • 2 restraints
  • H atoms treated by a mixture of independent and constrained refinement
  • Δρmax = 0.36 e Å−3
  • Δρmin = −0.22 e Å−3

Data collection: SMART (Bruker, 2000 [triangle]); cell refinement: SAINT (Bruker, 2000 [triangle]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 [triangle]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 [triangle]); molecular graphics: SHELXTL (Sheldrick, 2008 [triangle]); software used to prepare material for publication: SHELXL97.

Table 1
Hydrogen-bond geometry (Å, °)

Supplementary Material

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810034835/ng5015sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810034835/ng5015Isup2.hkl

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

Acknowledgments

We gratefully acknowledge the Natural Science Foundation of Shaanxi Province (2009JQ2015, 2010JM2009), the Special Foundation of the Education Department of Shaanxi Province (09 J K798) and the Special Research Fund of Xianyang Normal University for Talent Introduction (08XSYK305, 09XSYK208).

supplementary crystallographic information

Experimental

The title complex was obtained as the main phase from the hydrothermal reaction of manganese sulfate tetrahydrate (0.0189 g) and 3-aminopyrazine-2-carboxylic acid (0.0913 g) in a 1:2 molar ratio. The reactants along with water were placed in a Teflon-lined stainless steel Parr bomb; the bomb was held at 413 K for three days. After cooling to room temperature, pink crystals were obtained.

Refinement

All H atoms attached to C atoms and O atom from organic ligand were generated in idealized positions and constrained to ride on their parental C atoms, with C—H=0.93 Å, N—H=0.86 Å and and Uiso(H) = 1.5U(C). The water H-atoms were located in a difference Fouier map, and were refined with a distance restraint of O–H 0.88+0.01 Å; their temperature factors were also tied to those of the O-atom.

Figures

Fig. 1.
A view of the molecular structure with the atom-labling scheme. Displacement ellipsoids are drawn at the 30% probability level and H atoms are shown as small spheres of arbitrary radii.
Fig. 2.
Three dimensional network of the title complex connected through hydrogen bonding.

Crystal data

[Mn(C5H4N3O2)2(H2O)2]F(000) = 748
Mr = 367.20Dx = 1.775 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
a = 7.9257 (11) ÅCell parameters from 117 reflections
b = 12.6994 (18) Åθ = 2.5–18.9°
c = 13.663 (2) ŵ = 1.01 mm1
β = 91.903 (2)°T = 296 K
V = 1374.4 (3) Å3Block, pink
Z = 40.12 × 0.10 × 0.08 mm

Data collection

Bruker SMART APEX diffractometer1221 independent reflections
Radiation source: fine-focus sealed tube1114 reflections with I > 2σ(I)
graphiteRint = 0.021
[var phi] and ω scansθmax = 25.1°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)h = −7→9
Tmin = 0.889, Tmax = 0.924k = −15→15
3373 measured reflectionsl = −16→12

Refinement

Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.031H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.096w = 1/[σ2(Fo2) + (0.0509P)2 + 1.9431P] where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max < 0.001
1221 reflectionsΔρmax = 0.36 e Å3
112 parametersΔρmin = −0.22 e Å3
2 restraintsExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0048 (10)

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2)

xyzUiso*/Ueq
Mn10.50000.30461 (4)0.25000.0254 (2)
O10.6806 (3)0.42418 (16)0.23675 (14)0.0466 (5)
O20.8132 (3)0.52317 (18)0.12895 (17)0.0645 (7)
O30.6893 (3)0.19335 (16)0.26050 (16)0.0475 (5)
N10.5308 (3)0.31144 (16)0.09621 (16)0.0332 (5)
N20.5990 (3)0.3363 (2)−0.09977 (17)0.0425 (6)
N30.7654 (4)0.4795 (2)−0.0636 (2)0.0573 (8)
H3C0.78290.4858−0.12510.069*
H3D0.81130.5231−0.02250.069*
C10.4598 (3)0.2483 (2)0.0281 (2)0.0396 (7)
H10.38550.19570.04630.048*
C20.4971 (4)0.2615 (2)−0.0691 (2)0.0430 (7)
H20.44850.2158−0.11510.052*
C30.6674 (4)0.4023 (2)−0.0320 (2)0.0386 (6)
C40.6355 (3)0.3870 (2)0.0689 (2)0.0342 (6)
C50.7160 (4)0.4498 (2)0.1509 (2)0.0406 (7)
H3B0.764 (3)0.181 (2)0.2150 (18)0.049*
H3A0.678 (4)0.1343 (15)0.295 (2)0.049*

Atomic displacement parameters (Å2)

U11U22U33U12U13U23
Mn10.0323 (3)0.0239 (3)0.0203 (3)0.0000.0081 (2)0.000
O10.0624 (13)0.0430 (11)0.0349 (11)−0.0126 (10)0.0109 (9)−0.0046 (9)
O20.0916 (18)0.0529 (14)0.0506 (14)−0.0358 (13)0.0258 (13)−0.0123 (11)
O30.0556 (13)0.0492 (13)0.0389 (12)0.0155 (10)0.0185 (10)0.0073 (9)
N10.0350 (12)0.0326 (12)0.0324 (12)−0.0001 (9)0.0070 (9)0.0017 (9)
N20.0480 (14)0.0488 (14)0.0314 (12)0.0033 (11)0.0100 (10)0.0017 (11)
N30.083 (2)0.0478 (15)0.0422 (15)−0.0173 (14)0.0232 (14)0.0036 (12)
C10.0380 (15)0.0445 (16)0.0364 (15)−0.0049 (12)0.0022 (11)−0.0001 (13)
C20.0429 (16)0.0516 (17)0.0347 (15)−0.0040 (14)0.0034 (12)−0.0018 (13)
C30.0444 (16)0.0358 (14)0.0363 (15)0.0057 (12)0.0127 (12)0.0038 (12)
C40.0380 (14)0.0307 (13)0.0346 (14)0.0032 (11)0.0113 (11)0.0014 (11)
C50.0501 (17)0.0339 (14)0.0386 (16)−0.0052 (13)0.0162 (13)−0.0027 (12)

Geometric parameters (Å, °)

Mn1—O3i2.062 (2)N1—C11.337 (3)
Mn1—O32.062 (2)N2—C21.324 (4)
Mn1—O12.099 (2)N2—C31.350 (4)
Mn1—O1i2.099 (2)N3—C31.332 (4)
Mn1—N12.125 (2)N3—H3C0.8600
Mn1—N1i2.125 (2)N3—H3D0.8600
O1—C51.257 (3)C1—C21.381 (4)
O2—C51.252 (3)C1—H10.9300
O3—H3B0.887 (10)C2—H20.9300
O3—H3A0.891 (10)C3—C41.422 (4)
N1—C41.330 (3)C4—C51.501 (4)
O3i—Mn1—O393.50 (13)C1—N1—Mn1127.13 (18)
O3i—Mn1—O1170.52 (8)C2—N2—C3117.6 (2)
O3—Mn1—O190.29 (9)C3—N3—H3C120.0
O3i—Mn1—O1i90.29 (9)C3—N3—H3D120.0
O3—Mn1—O1i170.52 (8)H3C—N3—H3D120.0
O1—Mn1—O1i87.32 (12)N1—C1—C2119.9 (3)
O3i—Mn1—N193.80 (8)N1—C1—H1120.1
O3—Mn1—N189.40 (8)C2—C1—H1120.1
O1—Mn1—N177.54 (8)N2—C2—C1123.0 (3)
O1i—Mn1—N199.02 (8)N2—C2—H2118.5
O3i—Mn1—N1i89.40 (8)C1—C2—H2118.5
O3—Mn1—N1i93.80 (8)N3—C3—N2117.4 (3)
O1—Mn1—N1i99.02 (8)N3—C3—C4122.6 (3)
O1i—Mn1—N1i77.54 (8)N2—C3—C4120.0 (3)
N1—Mn1—N1i175.33 (11)N1—C4—C3120.2 (2)
C5—O1—Mn1116.20 (18)N1—C4—C5115.3 (2)
Mn1—O3—H3B125 (2)C3—C4—C5124.5 (2)
Mn1—O3—H3A122 (2)O2—C5—O1125.1 (3)
H3B—O3—H3A107 (3)O2—C5—C4117.8 (2)
C4—N1—C1119.3 (2)O1—C5—C4117.2 (2)
C4—N1—Mn1113.60 (17)

Symmetry codes: (i) −x+1, y, −z+1/2.

Hydrogen-bond geometry (Å, °)

D—H···AD—HH···AD···AD—H···A
N3—H3C···O1ii0.862.333.044 (3)141
N3—H3D···O20.862.072.703 (4)130
O3—H3B···N2iii0.89 (1)1.95 (1)2.833 (3)170 (3)
O3—H3A···O2iv0.89 (1)1.75 (1)2.637 (3)171 (3)

Symmetry codes: (ii) x, −y+1, z−1/2; (iii) −x+3/2, −y+1/2, −z; (iv) −x+3/2, y−1/2, −z+1/2.

Footnotes

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: NG5015).

References

  • Bruker (2000). SMART and SAINT Bruker AXS Inc., Madison, Wisconsin, USA.
  • Ptasiewicz-Bak, H. & Leciejewicz, J. (1999). Pol. J. Chem.73, 717–725.
  • Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.
  • Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. [PubMed]

Articles from Acta Crystallographica Section E: Structure Reports Online are provided here courtesy of International Union of Crystallography