trans-Di-aqua-bis-(pyridazine-3-carboxyl-ato-κ(2) N (2),O)copper(II).

In the title compound, [Cu(C5H3N2O2)2(H2O)2], the Cu(II) ion, located on an inversion center, exhibits an octa-hedral coordination geometry. The equatorial plane is defined by two trans-related N,O-bidentate pyridazine-3-carboxyl-ate ligands and the axial positions are occupied by two water mol-ecules. In the crystal, mol-ecules are connected by O-H⋯O hydrogen bonds between the water mol-ecules and the noncoordinating carboxyl-ate O atoms, forming layers parallel to the bc plane. The layers are stacked along the a axis by further O-H⋯O hydrogen bonds between the water mol-ecules and the coordinating carboxyl-ate O atoms. Weak C-H⋯O hydrogen bonds are also observed between the pyridazine rings and the water mol-ecules and between the pyridazine rings and the non-coordinating carboxyl-ate O atoms.

Related literature

For the isotypic zinc complex, see: Gryz et al. (2004 ▶). For a related cobalt(II) complex which contains two non-coordin­ating water mol­ecules, see: Artetxe et al. (2013 ▶).

Experimental

Crystal data

[Cu(C5H3N2O2)2(H2O)2]

M = 345.76

Monoclinic,

a = 5.4014 (1) Å

b = 11.5633 (3) Å

c = 9.6283 (2) Å

β = 101.837 (3)°

V = 588.58 (2) Å3

Z = 2

Mo Kα radiation

μ = 1.89 mm−1

T = 100 K

0.19 × 0.09 × 0.06 mm

Data collection

Agilent SuperNova diffractometer

Absorption correction: numerical (CrysAlis PRO; Agilent, 2012 ▶) T min = 0.772, T max = 0.898

2532 measured reflections

1216 independent reflections

1077 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.027

wR(F 2) = 0.065

S = 1.06

1216 reflections

105 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.44 e Å−3

Δρmin = −0.45 e Å−3

Data collection: CrysAlis PRO (Agilent, 2012 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis RED (Agilent, 2012 ▶); program(s) used to solve structure: OLEX2 (Dolomanov et al., 2009 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012 ▶) and DIAMOND (Brandenburg, 2010 ▶); software used to prepare material for publication: WinGX (Farrugia, 2012 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536814004334/is5342sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814004334/is5342Isup2.hkl

CCDC reference: 988680

Additional supporting information: crystallographic information; 3D view; checkCIF report

[Cu(C5H3N2O2)2(H2O)2]	F(000) = 350
Mr = 345.76	Dx = 1.951 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1663 reflections
a = 5.4014 (1) Å	θ = 2.8–28.4°
b = 11.5633 (3) Å	µ = 1.89 mm−1
c = 9.6283 (2) Å	T = 100 K
β = 101.837 (3)°	Prism, blue
V = 588.58 (2) Å3	0.19 × 0.09 × 0.06 mm
Z = 2

Agilent SuperNova diffractometer	1216 independent reflections
Radiation source: Nova (Mo) X-ray micro-source	1077 reflections with I > 2σ(I)
Multilayer optics monochromator	Rint = 0.022
Detector resolution: 16.2439 pixels mm-1	θmax = 26.5°, θmin = 2.8°
ω scans	h = −6→6
Absorption correction: numerical (CrysAlis PRO; Agilent, 2012)	k = −13→14
Tmin = 0.772, Tmax = 0.898	l = −12→9
2532 measured reflections

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) = 0.065	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ2(Fo2) + (0.0235P)2 + 0.6643P] where P = (Fo2 + 2Fc2)/3
1216 reflections	(Δ/σ)max < 0.001
105 parameters	Δρmax = 0.44 e Å−3
3 restraints	Δρmin = −0.45 e Å−3

Experimental. IR (cm-1): 3554(s), 3315(s), 3233(s), 1628(s), 1571(m), 1578(s), 1365(w), 1231(w), 1152(w), 1091(w), 1072(w), 1039(w), 978(m), 851(m), 785(m), 722(m), 669(w), 536(w), 440(w).

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
C3	0.4961 (4)	0.27046 (19)	0.4096 (2)	0.0083 (4)
C4	0.4421 (4)	0.15278 (19)	0.3920 (2)	0.0107 (4)
H4	0.5153	0.1071	0.3318	0.013*
C5	0.2754 (4)	0.10781 (19)	0.4680 (2)	0.0106 (5)
H5	0.2313	0.03	0.4606	0.013*
C6	0.1737 (4)	0.18136 (19)	0.5564 (2)	0.0111 (5)
H6	0.0632	0.1503	0.6089	0.013*
C7	0.6781 (4)	0.33471 (19)	0.3358 (2)	0.0097 (4)
Cu1	0.5	0.5	0.5	0.00820 (13)
N1	0.2267 (3)	0.29375 (16)	0.5696 (2)	0.0101 (4)
N2	0.3890 (3)	0.33637 (16)	0.49462 (18)	0.0084 (4)
O1	0.7022 (3)	0.44303 (13)	0.36438 (16)	0.0100 (3)
O2	0.7873 (3)	0.28108 (13)	0.25561 (17)	0.0135 (4)
O1W	0.1555 (3)	0.53934 (14)	0.30161 (17)	0.0121 (3)
H1WA	0.014 (3)	0.514 (2)	0.321 (3)	0.024 (8)*
H1WB	0.149 (6)	0.6143 (9)	0.292 (4)	0.051 (11)*

	U11	U22	U33	U12	U13	U23
C3	0.0088 (10)	0.0095 (11)	0.0063 (10)	0.0001 (8)	0.0005 (8)	0.0003 (8)
C4	0.0128 (11)	0.0094 (11)	0.0094 (10)	0.0035 (9)	0.0014 (9)	−0.0004 (8)
C5	0.0107 (10)	0.0082 (11)	0.0117 (11)	−0.0007 (8)	−0.0007 (9)	0.0019 (8)
C6	0.0106 (10)	0.0125 (11)	0.0106 (11)	−0.0011 (9)	0.0028 (9)	0.0014 (9)
C7	0.0091 (10)	0.0120 (11)	0.0080 (10)	−0.0007 (8)	0.0018 (9)	0.0001 (9)
Cu1	0.0111 (2)	0.0052 (2)	0.0101 (2)	−0.00061 (14)	0.00618 (15)	−0.00061 (14)
N1	0.0107 (9)	0.0099 (9)	0.0104 (9)	−0.0019 (7)	0.0039 (8)	−0.0002 (7)
N2	0.0091 (9)	0.0092 (9)	0.0072 (9)	0.0007 (7)	0.0021 (7)	0.0013 (7)
O1	0.0112 (7)	0.0071 (8)	0.0128 (8)	−0.0012 (6)	0.0052 (6)	0.0004 (6)
O2	0.0158 (8)	0.0120 (8)	0.0152 (8)	−0.0009 (6)	0.0094 (7)	−0.0033 (6)
O1W	0.0101 (8)	0.0105 (8)	0.0161 (8)	0.0006 (6)	0.0037 (7)	0.0023 (7)

C3—N2	1.334 (3)	C7—C3	1.520 (3)
C3—C4	1.395 (3)	Cu1—O1i	1.9792 (15)
C3—C7	1.520 (3)	Cu1—O1	1.9792 (15)
C4—C5	1.374 (3)	Cu1—N2	1.9822 (18)
C4—H4	0.93	Cu1—N2i	1.9822 (18)
C5—C6	1.393 (3)	Cu1—O1W	2.4207 (16)
C5—H5	0.93	Cu1—O1Wi	2.4207 (16)
C6—N1	1.331 (3)	N1—N2	1.339 (3)
C6—H6	0.93	O1W—H1WA	0.872 (10)
C7—O2	1.231 (3)	O1W—H1WB	0.872 (10)
C7—O1	1.283 (3)
N2—C3—C4	121.7 (2)	O1i—Cu1—N2i	82.52 (7)
N2—C3—C7	114.28 (19)	N2—Cu1—N2i	180
C4—C3—C7	124.0 (2)	O1—Cu1—O1W	88.90 (6)
C5—C4—C3	116.6 (2)	O1i—Cu1—O1W	91.10 (6)
C5—C4—H4	121.7	N2—Cu1—O1W	88.82 (6)
C3—C4—H4	121.7	N2i—Cu1—O1W	91.18 (6)
C4—C5—C6	118.6 (2)	O1—Cu1—O1Wi	91.10 (6)
C4—C5—H5	120.7	O1i—Cu1—O1Wi	88.90 (6)
C6—C5—H5	120.7	N2—Cu1—O1Wi	91.18 (6)
N1—C6—C5	123.4 (2)	N2i—Cu1—O1Wi	88.82 (6)
N1—C6—H6	118.3	O1W—Cu1—O1Wi	180
C5—C6—H6	118.3	C6—N1—N2	117.37 (19)
O2—C7—O1	125.8 (2)	C3—N2—N1	122.33 (19)
O2—C7—C3	119.1 (2)	C3—N2—Cu1	113.24 (15)
O1—C7—C3	115.06 (19)	N1—N2—Cu1	124.43 (14)
O1i—Cu1—O1	180	C7—O1—Cu1	114.89 (13)
O1—Cu1—N2	82.52 (7)	Cu1—O1W—H1WA	109.8 (19)
O1i—Cu1—N2	97.48 (7)	Cu1—O1W—H1WB	106 (2)
O1—Cu1—N2i	97.48 (7)	H1WA—O1W—H1WB	109 (2)
N2—C3—C4—C5	−0.8 (3)	O1W—Cu1—N2—C3	89.46 (15)
C7—C3—C4—C5	179.22 (19)	O1Wi—Cu1—N2—C3	−90.54 (15)
C3—C4—C5—C6	−0.2 (3)	O1—Cu1—N2—N1	179.32 (17)
C4—C5—C6—N1	1.1 (3)	O1i—Cu1—N2—N1	−0.68 (17)
C5—C6—N1—N2	−0.9 (3)	O1W—Cu1—N2—N1	−91.63 (16)
C4—C3—N2—N1	1.0 (3)	O1Wi—Cu1—N2—N1	88.37 (16)
C7—C3—N2—N1	−179.04 (18)	O2—C7—O1—Cu1	−179.34 (18)
C4—C3—N2—Cu1	179.92 (16)	C3—C7—O1—Cu1	0.8 (2)
C7—C3—N2—Cu1	−0.1 (2)	N2—Cu1—O1i—C7i	−179.30 (15)
C6—N1—N2—C3	−0.1 (3)	N2—Cu1—O1—C7	−0.70 (15)
C6—N1—N2—Cu1	−178.91 (15)	O1W—Cu1—O1—C7	−89.65 (15)
O1—Cu1—N2—C3	0.41 (14)	O1Wi—Cu1—O1—C7	90.35 (15)
O1i—Cu1—N2—C3	−179.59 (14)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1WA···O1ii	0.87 (2)	1.99 (2)	2.865 (2)	175 (2)
O1W—H1WB···O2iii	0.87 (1)	2.03 (2)	2.878 (2)	165 (3)
C4—H4···O1Wiv	0.93	2.52	3.403 (3)	158
C6—H6···O2v	0.93	2.39	3.141 (3)	138

Table 1

Selected bond lengths (Å)

Cu1—O1	1.9792 (15)
Cu1—N2	1.9822 (18)
Cu1—O1W	2.4207 (16)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1WA⋯O1i	0.87 (2)	1.99 (2)	2.865 (2)	175 (2)
O1W—H1WB⋯O2ii	0.87 (1)	2.03 (2)	2.878 (2)	165 (3)
C4—H4⋯O1W iii	0.93	2.52	3.403 (3)	158
C6—H6⋯O2iv	0.93	2.39	3.141 (3)	138

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