catena-Poly[[[[3-(2-pyrid-yl)-1H-pyrazole]manganese(II)]-μ-oxalato] sesquihydrate].

In the title compound, {[Mn(C(2)O(4))(C(8)H(7)N(3))]·1.5H(2)O}(n), the Mn(II) ion is chelated by two O,O'-bidentate oxalate ions and an N,N'-bidentate 3-(2-pyrid-yl)pyrazole mol-ecule, resulting in a distorted cis-MnN(2)O(4) octa-hedral geometry for the metal ion. The bridging oxalate ions generate wave-like polymeric chains propagating in [001]. The packing is consolidated by N-H⋯O and O-H⋯O hydrogen bonds. One of the water O atoms lies on a crystallographic twofold axis.

Related literature

For coordination compounds with pyridyl-pyrazolide ligands, see: Ward et al. (1998 ▶, 2001 ▶).

Experimental

Crystal data

[Mn(C2O4)(C8H7N3)]·1.5H2O

M = 315.15

Monoclinic,

a = 29.460 (8) Å

b = 9.236 (3) Å

c = 9.875 (3) Å

β = 102.706 (5)°

V = 2621.0 (13) Å3

Z = 8

Mo Kα radiation

μ = 1.03 mm−1

T = 296 K

0.43 × 0.28 × 0.22 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.665, T max = 0.805

6809 measured reflections

2438 independent reflections

2004 reflections with I > 2σ(I)

R int = 0.020

Refinement

R[F 2 > 2σ(F 2)] = 0.027

wR(F 2) = 0.078

S = 1.00

2438 reflections

186 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.22 e Å−3

Δρmin = −0.17 e Å−3

Data collection: SMART or APEX2? (Bruker, 2005 ▶); cell refinement: SAINT (Bruker, 2005 ▶); data reduction: SAINT; 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: SHELXL97.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809044298/hb5162sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809044298/hb5162Isup2.hkl

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

[Mn(C2O4)(C8H7N3)]·1.5H2O	F(000) = 1280
Mr = 315.15	Dx = 1.597 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 2634 reflections
a = 29.460 (8) Å	θ = 2.8–25.4°
b = 9.236 (3) Å	µ = 1.03 mm−1
c = 9.875 (3) Å	T = 296 K
β = 102.706 (5)°	Block, pink
V = 2621.0 (13) Å3	0.43 × 0.28 × 0.22 mm
Z = 8

Bruker APEXII CCD diffractometer	2438 independent reflections
Radiation source: fine-focus sealed tube	2004 reflections with I > 2σ(I)
graphite	Rint = 0.020
φ and ω scans	θmax = 25.5°, θmin = 2.3°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −35→35
Tmin = 0.665, Tmax = 0.805	k = −10→11
6809 measured reflections	l = −9→11

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.078	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ2(Fo2) + (0.045P)2 + 0.7224P] where P = (Fo2 + 2Fc2)/3
2438 reflections	(Δ/σ)max = 0.001
186 parameters	Δρmax = 0.22 e Å−3
0 restraints	Δρmin = −0.16 e Å−3

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
C1	0.2903 (2)	0.3204 (7)	0.3530 (6)	0.0620 (16)
H1	0.2780	0.2284	0.3594	0.074*
C2	0.2697 (2)	0.4365 (8)	0.4029 (7)	0.0732 (19)
H2	0.2441	0.4229	0.4423	0.088*
C3	0.2872 (2)	0.5721 (8)	0.3938 (7)	0.077 (2)
H3	0.2740	0.6518	0.4279	0.092*
C4	0.3246 (2)	0.5889 (7)	0.3340 (7)	0.0685 (17)
H4	0.3367	0.6806	0.3257	0.082*
C5	0.34421 (19)	0.4681 (6)	0.2858 (5)	0.0483 (13)
C6	0.3844 (2)	0.4772 (6)	0.2209 (6)	0.0506 (13)
C7	0.4082 (3)	0.5950 (7)	0.1822 (8)	0.079 (2)
H7	0.4024	0.6926	0.1940	0.095*
C8	0.4416 (3)	0.5372 (7)	0.1235 (8)	0.085 (2)
H8	0.4632	0.5886	0.0868	0.102*
C9	0.39499 (16)	0.0253 (5)	0.5065 (5)	0.0374 (11)
C10	0.34569 (16)	−0.0362 (5)	0.4432 (5)	0.0367 (11)
N1	0.32730 (15)	0.3343 (5)	0.2955 (5)	0.0472 (11)
N2	0.40299 (15)	0.3533 (4)	0.1877 (5)	0.0470 (11)
N3	0.43793 (17)	0.3939 (6)	0.1279 (5)	0.0628 (13)
H3A	0.4556	0.3346	0.0965	0.075*
Mn1	0.36805 (2)	0.14892 (8)	0.22637 (7)	0.0395 (3)
O1	0.41292 (12)	0.1050 (4)	0.4304 (4)	0.0476 (9)
O2	0.32916 (13)	−0.0076 (4)	0.3189 (4)	0.0514 (9)
O3	0.41261 (12)	−0.0083 (4)	0.6295 (3)	0.0477 (9)
O4	0.32667 (11)	−0.1102 (4)	0.5215 (3)	0.0433 (8)
O1W	0.49441 (17)	0.2150 (6)	0.0153 (6)	0.0849 (14)
O2W	0.5000	0.8860 (7)	0.2500	0.0754 (19)
H1W	0.5197 (14)	0.181 (7)	0.056 (5)	0.080*
H2W	0.485 (2)	0.183 (7)	−0.063 (4)	0.080*
H3W	0.4792 (17)	0.944 (6)	0.222 (7)	0.080*

	U11	U22	U33	U12	U13	U23
C1	0.055 (3)	0.068 (4)	0.070 (4)	0.001 (3)	0.027 (3)	−0.007 (3)
C2	0.054 (4)	0.092 (5)	0.080 (5)	0.015 (4)	0.028 (3)	−0.012 (4)
C3	0.074 (4)	0.079 (5)	0.078 (5)	0.028 (4)	0.019 (4)	−0.021 (4)
C4	0.079 (4)	0.049 (3)	0.076 (4)	0.008 (3)	0.016 (4)	−0.018 (3)
C5	0.054 (3)	0.043 (3)	0.046 (3)	0.004 (2)	0.007 (2)	−0.007 (2)
C6	0.057 (3)	0.040 (3)	0.055 (3)	−0.003 (2)	0.012 (3)	−0.002 (2)
C7	0.101 (5)	0.041 (3)	0.104 (6)	−0.009 (3)	0.039 (5)	0.007 (3)
C8	0.091 (5)	0.065 (4)	0.112 (6)	−0.022 (4)	0.047 (5)	0.013 (4)
C9	0.042 (3)	0.035 (3)	0.037 (3)	−0.002 (2)	0.013 (2)	−0.003 (2)
C10	0.043 (3)	0.032 (2)	0.038 (3)	−0.003 (2)	0.013 (2)	−0.004 (2)
N1	0.048 (2)	0.046 (3)	0.051 (3)	0.0022 (19)	0.017 (2)	−0.0065 (19)
N2	0.051 (3)	0.041 (2)	0.053 (3)	−0.0033 (19)	0.021 (2)	0.0016 (19)
N3	0.061 (3)	0.063 (3)	0.074 (3)	−0.006 (2)	0.035 (3)	0.008 (3)
Mn1	0.0490 (5)	0.0355 (5)	0.0370 (5)	0.0002 (3)	0.0160 (3)	−0.0001 (3)
O1	0.046 (2)	0.055 (2)	0.043 (2)	−0.0140 (16)	0.0116 (16)	0.0073 (16)
O2	0.056 (2)	0.059 (2)	0.037 (2)	−0.0187 (18)	0.0051 (16)	0.0048 (16)
O3	0.046 (2)	0.057 (2)	0.039 (2)	−0.0124 (16)	0.0069 (16)	0.0062 (16)
O4	0.0449 (19)	0.0467 (19)	0.0401 (19)	−0.0105 (15)	0.0132 (16)	0.0017 (15)
O1W	0.060 (3)	0.103 (4)	0.097 (4)	0.016 (3)	0.027 (3)	−0.002 (3)
O2W	0.047 (4)	0.069 (4)	0.102 (5)	0.000	−0.002 (4)	0.000

C1—N1	1.342 (7)	C9—O3	1.250 (6)
C1—C2	1.376 (8)	C9—C10	1.557 (7)
C1—H1	0.9300	C10—O2	1.245 (6)
C2—C3	1.365 (10)	C10—O4	1.253 (5)
C2—H2	0.9300	N2—N3	1.348 (6)
C3—C4	1.367 (9)	N3—H3A	0.8600
C3—H3	0.9300	Mn1—N1	2.280 (4)
C4—C5	1.388 (8)	Mn1—N2	2.223 (4)
C4—H4	0.9300	Mn1—O4i	2.150 (3)
C5—N1	1.344 (6)	Mn1—O2	2.168 (3)
C5—C6	1.468 (8)	Mn1—O1	2.191 (4)
C6—N2	1.339 (7)	Mn1—O3i	2.208 (3)
C6—C7	1.392 (8)	O3—Mn1ii	2.208 (3)
C7—C8	1.357 (10)	O4—Mn1ii	2.150 (3)
C7—H7	0.9300	O1W—H1W	0.83 (5)
C8—N3	1.329 (8)	O1W—H2W	0.82 (4)
C8—H8	0.9300	O2W—H3W	0.82 (5)
C9—O1	1.250 (6)
N1—C1—C2	122.7 (6)	C1—N1—C5	117.8 (5)
N1—C1—H1	118.7	C1—N1—Mn1	125.8 (4)
C2—C1—H1	118.7	C5—N1—Mn1	116.2 (3)
C3—C2—C1	119.2 (6)	C6—N2—N3	105.2 (4)
C3—C2—H2	120.4	C6—N2—Mn1	117.0 (3)
C1—C2—H2	120.4	N3—N2—Mn1	137.6 (4)
C2—C3—C4	119.0 (6)	C8—N3—N2	111.5 (5)
C2—C3—H3	120.5	C8—N3—H3A	124.2
C4—C3—H3	120.5	N2—N3—H3A	124.2
C3—C4—C5	119.5 (6)	O4i—Mn1—O2	92.44 (13)
C3—C4—H4	120.3	O4i—Mn1—O1	159.58 (14)
C5—C4—H4	120.3	O2—Mn1—O1	75.93 (13)
N1—C5—C4	121.7 (5)	O4i—Mn1—O3i	76.27 (12)
N1—C5—C6	115.5 (4)	O2—Mn1—O3i	102.10 (16)
C4—C5—C6	122.8 (5)	O1—Mn1—O3i	89.63 (13)
N2—C6—C7	110.1 (5)	O4i—Mn1—N2	99.67 (15)
N2—C6—C5	118.1 (4)	O2—Mn1—N2	161.17 (16)
C7—C6—C5	131.8 (5)	O1—Mn1—N2	96.12 (15)
C8—C7—C6	105.4 (6)	O3i—Mn1—N2	94.79 (14)
C8—C7—H7	127.3	O4i—Mn1—N1	100.36 (14)
C6—C7—H7	127.3	O2—Mn1—N1	90.74 (16)
N3—C8—C7	107.8 (6)	O1—Mn1—N1	96.58 (15)
N3—C8—H8	126.1	O3i—Mn1—N1	166.79 (15)
C7—C8—H8	126.1	N2—Mn1—N1	73.01 (16)
O1—C9—O3	126.2 (4)	C9—O1—Mn1	114.4 (3)
O1—C9—C10	117.0 (4)	C10—O2—Mn1	115.4 (3)
O3—C9—C10	116.8 (4)	C9—O3—Mn1ii	114.0 (3)
O2—C10—O4	126.4 (4)	C10—O4—Mn1ii	115.7 (3)
O2—C10—C9	116.5 (4)	H1W—O1W—H2W	114 (4)
O4—C10—C9	117.1 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···O1W	0.86	1.89	2.748 (7)	175
O1W—H1W···O1iii	0.83 (5)	2.08 (4)	2.851 (6)	155 (6)
O1W—H2W···O2Wiv	0.82 (4)	2.10 (5)	2.819 (6)	148 (6)
O2W—H3W···O3v	0.82 (5)	2.06 (4)	2.823 (4)	156 (6)

Mn1—N1	2.280 (4)
Mn1—N2	2.223 (4)
Mn1—O4i	2.150 (3)
Mn1—O2	2.168 (3)
Mn1—O1	2.191 (4)
Mn1—O3i	2.208 (3)

N2—Mn1—N1

73.01 (16)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯O1W	0.86	1.89	2.748 (7)	175
O1W—H1W⋯O1ii	0.83 (5)	2.08 (4)	2.851 (6)	155 (6)
O1W—H2W⋯O2Wiii	0.82 (4)	2.10 (5)	2.819 (6)	148 (6)
O2W—H3W⋯O3iv	0.82 (5)	2.06 (4)	2.823 (4)	156 (6)

Symmetry codes: (ii) ; (iii) ; (iv) .