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The title compound, [Cu(C7H5O3)2(C6H6N2O)2(H2O)2], is a two-dimensional hydrogen-bonded supra­molecular complex. The CuII ion resides on a centre of symmetry and is in an octa­hedral coordination environment comprising two pyridine N atoms, two carboxyl­ate O atoms and two O atoms from water mol­ecules. Inter­molecular N—H...O and O—H...O hydrogen bonds produce R22(4), R22(8) and R22(15) rings which lead to one-dimensional polymeric chains. An extensive two-dimensional network of N—H...O and O—H...O hydrogen bonds and C—H...π inter­actions are responsible for crystal stabilization.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270107047142/fa3124sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270107047142/fa3124Isup2.hkl
Contains datablock I

CCDC reference: 669161

Comment top

Investigation of coordination polymers has attracted increasing interest over the past decade (Moulton & Zaworotko, 2001) because of the intriguing structural motifs of these compounds and their potential applications in catalysis, host–guest chemistry and magnetism (Leininger et al., 2000; Feng & Xu, 2001; Yuan et al., 2002). The rational design and synthesis of coordination polymers have focused on the use of benzene di- and polycarboxylates as rigid bridging spacers (Li et al., 1999; Chui et al., 1999). The utilization of aliphatic α,ω-dicarboxylates to construct supramolecular aggregates is also of growing interest (Rao et al., 2004; Kitagawa et al., 2004). Recent research has concentrated on the construction of coordination polymers with specific topologies based on co-bridging of rigid 4,4'-bipyridine and α,ω-dicarboxylates (Zheng et al., 2004; Zheng & Ying, 2005). Some interesting coordination polymers assembled with 4,4'-bipyridine (bipy) have been reported, showing various structural motifs, including two-dimensional layers (Carlucci et al., 1997; Tong et al., 1998) and three-dimensional nets (Lu et al., 1998; Hagrman et al., 1998; Kondo et al., 1999; Zhang et al., 1999; Greve et al. 2003; Şahin et al., 2007). We report here the structure of the title compound, (I), in which hydrogen bonds and C—H···π interactions lead to a two-dimensional supramolecular network.

The molecular structure of (I) and the atom-labelling scheme are shown in Fig. 1. The compound crystallizes in the space group P21/c with Z' = 1/2. The CuII atom is located on a centre of symmetry and is coordinated by two O atoms from two equivalent carboxylate groups, two O atoms from aqua ligands and two pyridyl N atoms. The geometry around the CuII ion (Table 1) is that of a distorted octahedron, the equatorial plane of which (O2/O5/O2iv/O5iv) is formed by two carboxylate O atoms (O2 and O2iv) and two aqua O atoms (O5 and O5iv) [symmetry code: (iv) 1 − x, 1 − y, 1 − z]. The axial positions are occupied by two pyridyl N atoms (N1 and N1iv). The significant difference between the Cu—L bond distances in the equatorial plane [Cu—O2/O2iv = 1.9714 (12) Å and Cu—O5/O5iv = 2.569 (2) Å] and those in the axial positions [Cu—N1/N1iv = 2.0117 (14) Å] has also been observed in other copper complexes (Uçar et al., 2005). The Cu—O5 distance is longer than corresponding values in related structures (Wen et al., 2004; Lu et al., 2006). This elongation can be attributed to the static Jahn–Teller effect. Carboxylate atom O3 is pendant, with a longer Cu1···O3 distance [3.161 (2) Å] and larger Cu1—O2—C7 angle, consistent with the absence of bonding between atoms Cu1 and O3. The carboxylate group is not coplanar with the attached benzene ring, the dihedral angle between the planes being 15.8 (2)°.

Molecules are linked by intermolecular hydrogen bonding, and we employ graph-set notation (Bernstein et al., 1995) to describe the patterns formed. Molecules of (I) are linked into sheets by a combination of O—H···O and N—H···O hydrogen bonds (Table 2). Thus, the O5—H5A···O3 hydrogen bond produces an S(6) motif (Fig. 1). Amino atom N2 in the reference molecule at (x, y, z) acts as a hydrogen-bond donor, via atom H2A, to atom O1 in the molecule at (−x + 3, −y + 1, −z + 2), so forming a C(12)[R22(8)] chain of rings running parallel to the [201] direction and a centrosymmetric R22(8) ring centred at (−1/2, 1/2, 0) (Fig. 2). Fig. 3 shows the way in which hydroxyl atom O4, a water ligand and carboxylate atom O3 are involved in intermolecular hydrogen-bonding interactions. Water atom O5 in the reference molecule at (x, y, z) acts as a hydrogen-bond donor, via atom H5B, to atom O5 in the molecule at (−x, −y + 1, −z + 1), so forming a C(4)[R22(4)] chain of rings running parallel to the [100] direction and centrosymmetric R22(4) rings centred at (0, 1/2, 1/2). At the same time, atom O4 in the reference molecule at (x, y, z) acts as a hydrogen-bond donor, via atom H4, to atom O3 of the molecule at (x + 1, y, z), so forming a C(7) chain running parallel to the [100] direction. The combination of the C(4) and C(7) chains along [100] generates a chain of edge-fused R22(15) rings (Fig. 3).

In the structure of (I), there is also a strong C—H···Cgv interaction between C3—H3 (of a pyridine ring) and the centroid Cg of a phenyl ring. Interlinked C3—H3···Cgv and C3v—H3v···Cg [symmetry code: (v) 2 − x, 1 − y, 2 − z] interactions define an R22(20) ring pattern (Fig. 4). The C—H···Cgv contact distance between the centroid of a pyridine [Should this be phenyl?] ring and the H atoms nearest that phenyl ring is 2.63 Å. The perpendicular distance between atom H3 and the centre of the phenyl ring is 2.616 Å and the C—H···Cgv angle is 153°. This C—H···π interaction produces a chain running parallel to the [101] direction.

These intermolecular interactions, namely an extensive network of hydrogen bonds and π-ring interactions, play a key role in assembling the supramolecular structure of (I).

Experimental top

The preparation of p-hydroxybenzoate complexes was carried out as follows. First, sodium 3-hydroxybenzoate was prepared according to the equation 2(3-hba) + 2NaHCO3 2Na(3-hba) + 2CO2 + 2H2O (3-hba is 3-hydroxybenzoic acid). In the second step, CuII-3-hba salts were synthesized from the Na(3-hba) salt by the substitution reaction 2Na(3-hba) + CuSO4·5H2O Cu(3-hba)2.nH2O + Na2SO4. The Cu(3-hba)2.nH2O salts were prepared in aqueous media. The synthesis of the mixed-ligand complexes was carried out as follows. A solution of na (nicotinamide) (2 mmol) in distilled water (30 ml) was added dropwise with stirring to a solution of Cu(3-hba)2.nH2O (1 mmol) in hot distilled water (50 ml). The solution was heated to 323 K in a temperature-controlled bath and stirred for 4 h, then cooled to room temperature and left for 10–12 d for crystallization. The crystals formed were filtered, washed with cold water and acetone, and dried in vacuo. The mixed-ligand complexes were prepared according to the equation Cu(3-hba)2.nH2O + 2na Cu(3-hba)2(na)2(H2O)2

Refinement top

H atoms bonded to C and N were included in their expected positions and allowed to ride, with C—H and N—H distances restrained to 0.93 and 0.86 Å, respectively. Water H atoms were located in difference maps and refined subject to a restraint of O—H = 0.83 (2) Å. H atoms were assigned a Uiso(H) value of 1.2Ueq of the parent atom. The H atoms of hydroxyl O atoms were refined with fixed O—H = 0.82 Å [Uiso(H) = 1.5Ueq of the parent atom].

Computing details top

Data collection: X-AREA (Stoe & Cie, 2002); cell refinement: X-AREA (Stoe & Cie, 2002); data reduction: X-RED (Stoe & Cie, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. A molecular view of (I), with the atom-numbering scheme. Displacement ellipsoids are drawn at the 30% probability level and H atoms are shown as small spheres of arbitrary radii. Hydrogen bonds are indicated by dashed lines. [Symmetry code: (iv) 1 − x, 1 − y, 1 − z.]
[Figure 2] Fig. 2. Part of the crystal structure of (I), showing the formation of a centrosymmetric R22(8) ring centred at (−1/2, 1/2, 0). Dashed lines indicate hydrogen bonds. H atoms not involved in these interactions have been omitted for clarity. [Symmetry code: (i) −x + 3, −y + 1, −z + 2.]
[Figure 3] Fig. 3. Part of the crystal structure of (I), showing the formation of R22(4) and R22(15) rings. H atoms not involved in these interactions have been omitted for clarity. [Symmety codes: (ii) x + 1, y, z; (iii) −x, −y + 1, −z + 1.]
[Figure 4] Fig. 4. Part of the crystal structure of (I), showing the formation of a chain along [101] generated by the C—H···π interaction. For the sake of clarity, H atoms not involved in the motif shown have been omitted. [Symmetry code: (v) 2 − x, 1 − y, 2 − z.]
trans-Diaquabis(3-hydroxybenzoato-κO1)bis(nicotinamide-κN1)copper(II) top
Crystal data top
[Cu(C7H5O3)2(C6H6N2O)2(H2O)2]F(000) = 638
Mr = 618.05Dx = 1.602 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2ybcCell parameters from 8248 reflections
a = 7.2667 (7) Åθ = 2.1–28.0°
b = 17.8020 (14) ŵ = 0.92 mm1
c = 10.8166 (10) ÅT = 296 K
β = 113.706 (7)°Prism, blue
V = 1281.2 (2) Å30.74 × 0.52 × 0.40 mm
Z = 2
Data collection top
Stoe IPDS2
diffractometer
2562 independent reflections
Radiation source: fine-focus sealed tube2296 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.026
Detector resolution: 6.67 pixels mm-1θmax = 26.3°, θmin = 2.3°
ω scansh = 78
Absorption correction: integration
(X-RED32; Stoe & Cie, 2002)
k = 2022
Tmin = 0.413, Tmax = 0.563l = 1313
8248 measured reflections
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.029Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.081H atoms treated by a mixture of independent and constrained refinement
S = 1.03 w = 1/[σ2(Fo2) + (0.0457P)2 + 0.5351P]
where P = (Fo2 + 2Fc2)/3
2562 reflections(Δ/σ)max < 0.001
193 parametersΔρmax = 0.35 e Å3
4 restraintsΔρmin = 0.41 e Å3
Crystal data top
[Cu(C7H5O3)2(C6H6N2O)2(H2O)2]V = 1281.2 (2) Å3
Mr = 618.05Z = 2
Monoclinic, P21/cMo Kα radiation
a = 7.2667 (7) ŵ = 0.92 mm1
b = 17.8020 (14) ÅT = 296 K
c = 10.8166 (10) Å0.74 × 0.52 × 0.40 mm
β = 113.706 (7)°
Data collection top
Stoe IPDS2
diffractometer
2562 independent reflections
Absorption correction: integration
(X-RED32; Stoe & Cie, 2002)
2296 reflections with I > 2σ(I)
Tmin = 0.413, Tmax = 0.563Rint = 0.026
8248 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0294 restraints
wR(F2) = 0.081H atoms treated by a mixture of independent and constrained refinement
S = 1.03Δρmax = 0.35 e Å3
2562 reflectionsΔρmin = 0.41 e Å3
193 parameters
Special details top

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) top
xyzUiso*/Ueq
C10.5924 (3)0.40542 (11)0.74090 (18)0.0358 (4)
H10.45580.39450.70050.043*
C20.7072 (3)0.37191 (12)0.8620 (2)0.0430 (5)
H20.64840.33960.90320.052*
C30.9093 (3)0.38669 (12)0.92141 (18)0.0391 (4)
H30.98970.36381.00250.047*
C40.9920 (3)0.43616 (10)0.85896 (16)0.0305 (4)
C50.8654 (3)0.46828 (10)0.73849 (16)0.0291 (3)
H50.91950.50220.69680.035*
C61.2084 (3)0.45897 (12)0.91378 (18)0.0376 (4)
C70.6147 (3)0.63826 (9)0.64905 (16)0.0289 (4)
C80.7823 (3)0.69129 (9)0.72717 (16)0.0275 (3)
C90.9748 (3)0.68005 (10)0.73330 (16)0.0300 (4)
H90.99910.64190.68300.036*
C101.1307 (3)0.72583 (11)0.81471 (18)0.0333 (4)
C111.0937 (3)0.78369 (11)0.88709 (19)0.0373 (4)
H111.19820.81470.94090.045*
C120.9030 (3)0.79530 (11)0.8795 (2)0.0386 (4)
H120.87840.83470.92730.046*
C130.7467 (3)0.74893 (10)0.80145 (19)0.0346 (4)
H130.61840.75630.79860.042*
N10.6697 (2)0.45309 (8)0.67899 (14)0.0287 (3)
N21.3346 (3)0.42477 (13)1.02307 (19)0.0574 (5)
H2A1.45920.43751.05780.069*
H2B1.29230.38971.05970.069*
O11.2629 (2)0.50901 (11)0.85896 (18)0.0649 (6)
O20.64485 (19)0.59518 (7)0.56628 (12)0.0335 (3)
O30.4597 (2)0.63788 (9)0.67152 (16)0.0497 (4)
O41.3251 (2)0.71641 (10)0.83315 (17)0.0528 (4)
H41.33350.68120.78690.079*
O50.2080 (3)0.52026 (12)0.57284 (19)0.0622 (5)
H5A0.264 (5)0.5607 (13)0.605 (3)0.093*
H5B0.115 (4)0.5071 (18)0.585 (4)0.093*
Cu10.50000.50000.50000.03004 (11)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0255 (9)0.0402 (10)0.0360 (9)0.0069 (7)0.0065 (7)0.0033 (7)
C20.0363 (11)0.0494 (11)0.0389 (10)0.0089 (9)0.0105 (8)0.0127 (8)
C30.0343 (10)0.0472 (11)0.0285 (9)0.0011 (8)0.0050 (7)0.0111 (8)
C40.0240 (9)0.0374 (9)0.0252 (8)0.0009 (7)0.0049 (6)0.0001 (7)
C50.0247 (9)0.0329 (8)0.0262 (8)0.0024 (7)0.0066 (6)0.0024 (6)
C60.0250 (9)0.0526 (12)0.0289 (9)0.0008 (8)0.0044 (7)0.0046 (8)
C70.0244 (9)0.0270 (8)0.0270 (8)0.0005 (6)0.0019 (6)0.0021 (6)
C80.0260 (9)0.0269 (8)0.0240 (7)0.0017 (6)0.0042 (6)0.0010 (6)
C90.0316 (9)0.0295 (8)0.0289 (8)0.0007 (7)0.0122 (7)0.0017 (6)
C100.0255 (9)0.0385 (9)0.0357 (9)0.0030 (7)0.0120 (7)0.0024 (7)
C110.0324 (10)0.0351 (9)0.0386 (9)0.0095 (8)0.0083 (8)0.0065 (7)
C120.0375 (11)0.0327 (9)0.0428 (10)0.0011 (8)0.0132 (8)0.0107 (8)
C130.0265 (9)0.0334 (9)0.0418 (10)0.0016 (7)0.0114 (8)0.0036 (7)
N10.0232 (7)0.0309 (7)0.0262 (7)0.0032 (6)0.0039 (5)0.0005 (5)
N20.0266 (9)0.0773 (14)0.0505 (11)0.0048 (9)0.0031 (7)0.0273 (10)
O10.0293 (8)0.0973 (14)0.0505 (9)0.0191 (8)0.0023 (7)0.0326 (9)
O20.0334 (7)0.0311 (6)0.0290 (6)0.0062 (5)0.0053 (5)0.0051 (5)
O30.0321 (8)0.0540 (9)0.0633 (9)0.0120 (6)0.0194 (7)0.0183 (7)
O40.0293 (8)0.0626 (10)0.0691 (10)0.0082 (7)0.0224 (7)0.0167 (8)
O50.0484 (10)0.0794 (13)0.0534 (10)0.0183 (9)0.0150 (8)0.0084 (9)
Cu10.02809 (18)0.02744 (17)0.02281 (16)0.00376 (11)0.00204 (12)0.00015 (10)
Geometric parameters (Å, º) top
C1—N11.337 (2)C9—C101.386 (3)
C1—C21.374 (3)C9—H90.9300
C1—H10.9300C10—O41.356 (2)
C2—C31.371 (3)C10—C111.384 (3)
C2—H20.9300C11—C121.371 (3)
C3—C41.385 (3)C11—H110.9300
C3—H30.9300C12—C131.383 (3)
C4—C51.381 (2)C12—H120.9300
C4—C61.497 (3)C13—H130.9300
C5—N11.332 (2)N1—Cu12.0117 (14)
C5—H50.9300N2—H2A0.8600
C6—O11.221 (3)N2—H2B0.8600
C6—N21.318 (2)O2—Cu11.9714 (12)
C7—O31.245 (2)O4—H40.8200
C7—O21.263 (2)O5—Cu12.569 (2)
C7—C81.503 (2)O5—H5A0.831 (17)
C8—C91.389 (3)O5—H5B0.775 (17)
C8—C131.390 (2)
N1—C1—C2122.46 (17)O4—C10—C9123.92 (17)
N1—C1—H1118.8C11—C10—C9120.13 (17)
C2—C1—H1118.8C12—C11—C10120.03 (17)
C3—C2—C1119.26 (18)C12—C11—H11120.0
C3—C2—H2120.4C10—C11—H11120.0
C1—C2—H2120.4C11—C12—C13120.56 (17)
C2—C3—C4119.10 (17)C11—C12—H12119.7
C2—C3—H3120.5C13—C12—H12119.7
C4—C3—H3120.5C12—C13—C8119.73 (17)
C5—C4—C3117.93 (16)C12—C13—H13120.1
C5—C4—C6117.16 (16)C8—C13—H13120.1
C3—C4—C6124.89 (16)C5—N1—C1117.98 (15)
N1—C5—C4123.26 (16)C5—N1—Cu1120.20 (11)
N1—C5—H5118.4C1—N1—Cu1121.82 (12)
C4—C5—H5118.4C6—N2—H2A120.0
O1—C6—N2121.90 (18)C6—N2—H2B120.0
O1—C6—C4119.98 (16)H2A—N2—H2B120.0
N2—C6—C4118.11 (18)C7—O2—Cu1124.08 (12)
O3—C7—O2124.31 (16)C10—O4—H4109.5
O3—C7—C8119.06 (16)Cu1—O5—H5A85 (2)
O2—C7—C8116.60 (16)Cu1—O5—H5B153 (2)
C9—C8—C13119.78 (16)H5A—O5—H5B121 (3)
C9—C8—C7120.61 (15)O2—Cu1—N1i91.39 (5)
C13—C8—C7119.46 (16)O2—Cu1—N188.61 (5)
C10—C9—C8119.74 (16)O2—Cu1—O598.86 (6)
C10—C9—H9120.1O2i—Cu1—O581.14 (6)
C8—C9—H9120.1N1i—Cu1—O588.54 (6)
O4—C10—C11115.92 (17)N1—Cu1—O591.46 (6)
N1—C1—C2—C31.0 (3)C10—C11—C12—C130.9 (3)
C1—C2—C3—C41.2 (3)C11—C12—C13—C81.7 (3)
C2—C3—C4—C50.2 (3)C9—C8—C13—C120.9 (3)
C2—C3—C4—C6178.4 (2)C7—C8—C13—C12176.39 (17)
C3—C4—C5—N11.1 (3)C4—C5—N1—C11.3 (3)
C6—C4—C5—N1179.77 (17)C4—C5—N1—Cu1177.76 (14)
C5—C4—C6—O16.5 (3)C2—C1—N1—C50.2 (3)
C3—C4—C6—O1172.0 (2)C2—C1—N1—Cu1178.81 (16)
C5—C4—C6—N2174.9 (2)O3—C7—O2—Cu120.1 (2)
C3—C4—C6—N26.5 (3)C8—C7—O2—Cu1157.98 (11)
O3—C7—C8—C9162.30 (17)C7—O2—Cu1—N1i104.17 (13)
O2—C7—C8—C915.9 (2)C7—O2—Cu1—N175.83 (13)
O3—C7—C8—C1313.2 (2)C7—O2—Cu1—O515.43 (14)
O2—C7—C8—C13168.61 (16)C5—N1—Cu1—O241.38 (14)
C13—C8—C9—C100.8 (3)C1—N1—Cu1—O2139.58 (15)
C7—C8—C9—C10174.72 (16)C5—N1—Cu1—O2i138.62 (14)
C8—C9—C10—O4176.05 (17)C1—N1—Cu1—O2i40.42 (15)
C8—C9—C10—C111.6 (3)C5—N1—Cu1—O5140.20 (14)
O4—C10—C11—C12177.07 (18)C1—N1—Cu1—O540.76 (15)
C9—C10—C11—C120.7 (3)
Symmetry code: (i) x+1, y+1, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2A···O1ii0.862.082.928 (2)168
O4—H4···O3iii0.821.982.709 (2)148
O5—H5A···O30.83 (2)1.90 (2)2.702 (2)162 (3)
O5—H5B···O5iv0.78 (2)2.33 (3)2.883 (4)129 (3)
Symmetry codes: (ii) x+3, y+1, z+2; (iii) x+1, y, z; (iv) x, y+1, z+1.

Experimental details

Crystal data
Chemical formula[Cu(C7H5O3)2(C6H6N2O)2(H2O)2]
Mr618.05
Crystal system, space groupMonoclinic, P21/c
Temperature (K)296
a, b, c (Å)7.2667 (7), 17.8020 (14), 10.8166 (10)
β (°) 113.706 (7)
V3)1281.2 (2)
Z2
Radiation typeMo Kα
µ (mm1)0.92
Crystal size (mm)0.74 × 0.52 × 0.40
Data collection
DiffractometerStoe IPDS2
diffractometer
Absorption correctionIntegration
(X-RED32; Stoe & Cie, 2002)
Tmin, Tmax0.413, 0.563
No. of measured, independent and
observed [I > 2σ(I)] reflections
8248, 2562, 2296
Rint0.026
(sin θ/λ)max1)0.622
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.029, 0.081, 1.03
No. of reflections2562
No. of parameters193
No. of restraints4
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.35, 0.41

Computer programs: X-AREA (Stoe & Cie, 2002), X-RED (Stoe & Cie, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).

Selected geometric parameters (Å, º) top
N1—Cu12.0117 (14)O5—Cu12.569 (2)
O2—Cu11.9714 (12)
C7—O2—Cu1124.08 (12)O2—Cu1—O598.86 (6)
O2—Cu1—N188.61 (5)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N2—H2A···O1i0.862.082.928 (2)168.0
O4—H4···O3ii0.821.982.709 (2)148.2
O5—H5A···O30.831 (17)1.898 (18)2.702 (2)162 (3)
O5—H5B···O5iii0.775 (17)2.33 (3)2.883 (4)129 (3)
Symmetry codes: (i) x+3, y+1, z+2; (ii) x+1, y, z; (iii) x, y+1, z+1.
 

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