Poly[diaqua-μ(2)-oxalato-di-μ(2)-pyrimidine-2-carboxyl-ato-dimanganese(II)].

In the title compound, [Mn(2)(C(2)O(4))(C(5)H(3)N(2)O(2))(2)(H(2)O)(2)](n), the Mn(II) atom exhibits a distorted octa-hedral coordination geometry, with the centrosymmetric oxalate anion and the monoanionic pyrimidine-2-carboxyl-ate ligands generating a two-dimensional honeycomb network with a (6,3)-topology.

Related literature

For the preparation of 2-cyano­pyrimidine, see: Rodríguez-Diéguez, Salinas-Castillo et al. (2007 ▶). For related literature, see: Rodríguez-Diéguez, Cano et al. (2007 ▶).

Experimental

Crystal data

[Mn2(C2O4)(C5H3N2O2)2(H2O)2]

M = 480.12

Monoclinic,

a = 7.5447 (7) Å

b = 11.1944 (11) Å

c = 9.7259 (10) Å

β = 102.4220 (10)°

V = 802.20 (14) Å3

Z = 2

Mo Kα radiation

μ = 1.64 mm−1

T = 150 (2) K

0.22 × 0.21 × 0.20 mm

Data collection

Bruker SMART APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2004 ▶) T min = 0.714, T max = 0.773 (expected range = 0.665–0.720)

5847 measured reflections

1495 independent reflections

1389 reflections with I > 2σ(I)

R int = 0.019

Refinement

R[F 2 > 2σ(F 2)] = 0.025

wR(F 2) = 0.062

S = 1.11

1495 reflections

127 parameters

H-atom parameters constrained

Δρmax = 0.41 e Å−3

Δρmin = −0.21 e Å−3

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2001 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: publCIF (Westrip, 2008 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808002687/su2042sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808002687/su2042Isup2.hkl

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

[Mn2(C2O4)(C5H3N2O2)2(H2O)2]	F000 = 480
Mr = 480.12	Dx = 1.988 Mg m−3
Monoclinic, P21/n	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 3384 reflections
a = 7.5447 (7) Å	θ = 2.8–28.9º
b = 11.1944 (11) Å	µ = 1.64 mm−1
c = 9.7259 (10) Å	T = 150 (2) K
β = 102.4220 (10)º	Prismatic, yellow
V = 802.20 (14) Å3	0.22 × 0.21 × 0.20 mm
Z = 2

Bruker SMART APEX CCD area-detector diffractometer	1389 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.019
T = 150(2) K	θmax = 25.5º
φ and ω scans	θmin = 2.8º
Absorption correction: multi-scan(SADABS; Sheldrick, 2004)	h = −9→9
Tmin = 0.714, Tmax = 0.774	k = −13→13
5847 measured reflections	l = −11→11
1495 independent reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.025	H-atom parameters constrained
wR(F2) = 0.062	w = 1/[σ2(Fo2) + (0.0274P)2 + 0.6516P] where P = (Fo2 + 2Fc2)/3
S = 1.11	(Δ/σ)max < 0.001
1495 reflections	Δρmax = 0.41 e Å−3
127 parameters	Δρmin = −0.21 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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.

	x	y	z	Uiso*/Ueq
Mn1	0.22294 (4)	0.67224 (3)	0.51301 (3)	0.01810 (12)
N1	0.2376 (2)	0.87496 (16)	0.49706 (17)	0.0170 (4)
C2	0.1555 (3)	0.94939 (19)	0.3937 (2)	0.0224 (5)
H2	0.0850	0.9174	0.3117	0.027*
C3	0.1735 (3)	1.07187 (19)	0.4065 (2)	0.0230 (5)
H3	0.1164	1.1230	0.3353	0.028*
C4	0.2805 (3)	1.1150 (2)	0.5301 (2)	0.0229 (5)
H4	0.2929	1.1972	0.5428	0.027*
N5	0.3670 (2)	1.04205 (16)	0.63259 (18)	0.0196 (4)
C6	0.3405 (3)	0.92559 (18)	0.6111 (2)	0.0166 (4)
C7	0.4354 (3)	0.83993 (18)	0.7255 (2)	0.0182 (4)
O8	0.3827 (2)	0.73395 (13)	0.71406 (16)	0.0251 (4)
O9	0.5576 (2)	0.88282 (13)	0.81900 (15)	0.0224 (3)
O1B	0.4755 (2)	0.64691 (13)	0.43885 (16)	0.0230 (3)
O2B	0.30121 (19)	0.48353 (13)	0.56335 (16)	0.0217 (3)
C3B	0.5504 (3)	0.54766 (18)	0.4641 (2)	0.0185 (4)
O1W	−0.0119 (2)	0.64879 (13)	0.60530 (15)	0.0219 (3)
H2WB	−0.0848	0.6091	0.5523	0.026*
H1WA	0.0167	0.6192	0.6778	0.026*

	U11	U22	U33	U12	U13	U23
Mn1	0.01820 (19)	0.01263 (18)	0.01991 (19)	0.00050 (12)	−0.00384 (13)	−0.00014 (12)
N1	0.0170 (9)	0.0150 (9)	0.0171 (9)	0.0001 (7)	−0.0008 (7)	−0.0001 (6)
C2	0.0235 (11)	0.0219 (11)	0.0194 (10)	−0.0003 (9)	−0.0009 (9)	0.0000 (9)
C3	0.0250 (11)	0.0198 (11)	0.0229 (11)	0.0005 (9)	0.0024 (9)	0.0033 (9)
C4	0.0259 (11)	0.0165 (11)	0.0257 (11)	−0.0010 (9)	0.0044 (9)	0.0013 (9)
N5	0.0219 (9)	0.0166 (9)	0.0187 (9)	−0.0014 (7)	0.0007 (7)	−0.0005 (7)
C6	0.0162 (10)	0.0162 (10)	0.0170 (10)	0.0002 (8)	0.0026 (8)	−0.0002 (8)
C7	0.0185 (10)	0.0184 (11)	0.0167 (10)	0.0026 (8)	0.0016 (8)	−0.0003 (8)
O8	0.0297 (9)	0.0157 (8)	0.0241 (8)	−0.0014 (6)	−0.0074 (7)	0.0027 (6)
O9	0.0222 (8)	0.0211 (8)	0.0195 (8)	−0.0023 (6)	−0.0054 (6)	0.0001 (6)
O1B	0.0223 (8)	0.0136 (7)	0.0316 (8)	0.0020 (6)	0.0028 (7)	0.0050 (6)
O2B	0.0188 (7)	0.0163 (7)	0.0282 (8)	0.0010 (6)	0.0009 (6)	0.0016 (6)
C3B	0.0172 (10)	0.0151 (10)	0.0191 (10)	−0.0009 (8)	−0.0055 (8)	−0.0017 (8)
O1W	0.0235 (8)	0.0196 (8)	0.0193 (7)	−0.0002 (6)	−0.0028 (6)	0.0028 (6)

Mn1—O9i	2.1175 (14)	C4—H4	0.9300
Mn1—O1W	2.1677 (15)	N5—C6	1.329 (3)
Mn1—O8	2.1771 (15)	C6—C7	1.526 (3)
Mn1—O1B	2.1958 (16)	C7—O9	1.244 (3)
Mn1—O2B	2.2196 (15)	C7—O8	1.248 (3)
Mn1—N1	2.2790 (18)	O9—Mn1ii	2.1175 (14)
N1—C6	1.336 (3)	O1B—C3B	1.247 (2)
N1—C2	1.349 (3)	O2B—C3Biii	1.255 (3)
C2—C3	1.381 (3)	C3B—O2Biii	1.255 (3)
C2—H2	0.9300	C3B—C3Biii	1.560 (4)
C3—C4	1.383 (3)	O1W—H2WB	0.8027
C3—H3	0.9300	O1W—H1WA	0.7669
C4—N5	1.344 (3)
O9i—Mn1—O1W	87.50 (6)	C2—C3—H3	121.5
O9i—Mn1—O8	177.38 (6)	C4—C3—H3	121.5
O1W—Mn1—O8	90.61 (6)	N5—C4—C3	122.1 (2)
O9i—Mn1—O1B	93.21 (6)	N5—C4—H4	118.9
O1W—Mn1—O1B	164.73 (6)	C3—C4—H4	118.9
O8—Mn1—O1B	89.08 (6)	C6—N5—C4	116.55 (18)
O9i—Mn1—O2B	89.85 (6)	N5—C6—N1	126.02 (19)
O1W—Mn1—O2B	89.76 (6)	N5—C6—C7	118.09 (18)
O8—Mn1—O2B	91.96 (5)	N1—C6—C7	115.90 (18)
O1B—Mn1—O2B	74.99 (5)	O9—C7—O8	127.13 (19)
O9i—Mn1—N1	104.89 (6)	O9—C7—C6	116.64 (18)
O1W—Mn1—N1	101.81 (6)	O8—C7—C6	116.22 (18)
O8—Mn1—N1	73.72 (6)	C7—O8—Mn1	119.06 (13)
O1B—Mn1—N1	92.76 (6)	C7—O9—Mn1ii	137.83 (14)
O2B—Mn1—N1	161.49 (6)	C3B—O1B—Mn1	116.05 (14)
C6—N1—C2	116.64 (18)	C3Biii—O2B—Mn1	115.15 (13)
C6—N1—Mn1	113.21 (13)	O1B—C3B—O2Biii	126.4 (2)
C2—N1—Mn1	130.12 (14)	O1B—C3B—C3Biii	117.0 (2)
N1—C2—C3	121.7 (2)	O2Biii—C3B—C3Biii	116.6 (2)
N1—C2—H2	119.2	Mn1—O1W—H2WB	108.0
C3—C2—H2	119.2	Mn1—O1W—H1WA	109.9
C2—C3—C4	117.0 (2)	H2WB—O1W—H1WA	111.7

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H2WB···O2Biv	0.80	2.05	2.847 (2)	170
O1W—H1WA···N5v	0.77	2.05	2.815 (2)	171

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H2WB⋯O2Bi	0.80	2.05	2.847 (2)	170
O1W—H1WA⋯N5ii	0.77	2.05	2.815 (2)	171

Symmetry codes: (i) ; (ii) .