{5,5'-Dimeth-oxy-2,2'-[1,1'-(2,2-dimethyl-propane-1,3-diyldinitrilo)-diethyl-idyne]diphenolato-κO,N,N',O'}copper(II) monohydrate.

The tetra-dentate dianion in the title complex hydrate, [Cu(C(23)H(28)N(2)O(4))]·H(2)O, provides the Cu(II) atom with a cis-N(2)O(2) donor set. There is a significant twist from a regular square-planar geometry with the dihedral angle formed between the two six-membered CuOC(3)N chelate rings being 32.14 (8)°. The water mol-ecule forms hydrogen bonds to each of the coordinating O atoms of a given complex mol-ecule. Supra-molecular layers in the bc plane are formed in the crystal packing through C-H⋯O and C-H⋯π inter-actions.

Related literature

For the catalytic potential of Schiff base complexes of CuII, see: Gupta & Sutar (2008 ▶); Rayati et al. (2010 ▶). For the structure of the ligand, see: Ghaemi et al. (2011 ▶). For crystallization conditions, see: Harrowfield et al. (1996 ▶).

Experimental

Crystal data

[Cu(C23H28N2O4)]·H2O

M = 478.03

Triclinic,

a = 10.4721 (7) Å

b = 10.8023 (9) Å

c = 10.8487 (7) Å

α = 106.699 (7)°

β = 99.823 (5)°

γ = 100.035 (6)°

V = 1125.37 (14) Å3

Z = 2

Mo Kα radiation

μ = 1.01 mm−1

T = 294 K

0.40 × 0.40 × 0.20 mm

Data collection

Agilent SuperNova Dual diffractometer with Atlas detector

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010 ▶) T min = 0.643, T max = 1.000

11143 measured reflections

5034 independent reflections

4332 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.105

S = 0.99

5034 reflections

285 parameters

6 restraints

H-atom parameters constrained

Δρmax = 0.26 e Å−3

Δρmin = −0.47 e Å−3

Data collection: CrysAlis PRO (Agilent, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and DIAMOND (Brandenburg, 2006 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) general, I. DOI: 10.1107/S160053681103889X/hg5100sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681103889X/hg5100Isup2.hkl

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

[Cu(C23H28N2O4)]·H2O	Z = 2
Mr = 478.03	F(000) = 502
Triclinic, P1	Dx = 1.411 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.4721 (7) Å	Cell parameters from 5694 reflections
b = 10.8023 (9) Å	θ = 2.3–29.3°
c = 10.8487 (7) Å	µ = 1.01 mm−1
α = 106.699 (7)°	T = 294 K
β = 99.823 (5)°	Block, dark-brown
γ = 100.035 (6)°	0.40 × 0.40 × 0.20 mm
V = 1125.37 (14) Å3

Agilent SuperNova Dual diffractometer with Atlas detector	5034 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	4332 reflections with I > 2σ(I)
Mirror	Rint = 0.024
Detector resolution: 10.4041 pixels mm-1	θmax = 27.5°, θmin = 2.5°
ω scan	h = −12→13
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2010)	k = −14→13
Tmin = 0.643, Tmax = 1.000	l = −14→11
11143 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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.105	H-atom parameters constrained
S = 0.99	w = 1/[σ2(Fo2) + (0.0531P)2 + 0.3861P] where P = (Fo2 + 2Fc2)/3
5034 reflections	(Δ/σ)max = 0.002
285 parameters	Δρmax = 0.26 e Å−3
6 restraints	Δρmin = −0.47 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
Cu	0.48963 (3)	0.47337 (3)	0.24182 (2)	0.04175 (11)
O1	0.04084 (19)	−0.0426 (2)	−0.1635 (2)	0.0746 (6)
O2	0.40205 (16)	0.30214 (16)	0.12419 (15)	0.0519 (4)
O3	0.62185 (18)	0.39699 (17)	0.30882 (16)	0.0580 (5)
O4	0.96607 (19)	0.3235 (2)	0.60237 (19)	0.0702 (5)
O1w	0.5646 (3)	0.1173 (3)	0.1144 (3)	0.1143 (10)
H1w	0.4956	0.1403	0.0867	0.171*
H2w	0.6121	0.1815	0.1794	0.171*
N1	0.40191 (19)	0.55577 (19)	0.12292 (18)	0.0440 (4)
N2	0.54285 (18)	0.63414 (17)	0.39652 (18)	0.0404 (4)
C1	0.2881 (2)	0.2697 (2)	0.0363 (2)	0.0429 (5)
C2	0.2249 (2)	0.1342 (2)	−0.0152 (2)	0.0472 (5)
H2	0.2638	0.0743	0.0155	0.057*
C3	0.1068 (2)	0.0873 (3)	−0.1098 (2)	0.0553 (6)
C4	0.0476 (3)	0.1766 (3)	−0.1551 (3)	0.0685 (8)
H4	−0.0329	0.1462	−0.2182	0.082*
C5	0.1076 (3)	0.3079 (3)	−0.1070 (3)	0.0607 (7)
H5	0.0664	0.3657	−0.1392	0.073*
C6	0.2299 (2)	0.3623 (2)	−0.0100 (2)	0.0461 (5)
C7	0.0998 (3)	−0.1364 (3)	−0.1189 (3)	0.0780 (9)
H7A	0.0449	−0.2245	−0.1647	0.117*
H7B	0.1071	−0.1161	−0.0255	0.117*
H7C	0.1869	−0.1317	−0.1367	0.117*
C8	0.2965 (2)	0.5025 (3)	0.0267 (2)	0.0481 (6)
C9	0.2384 (3)	0.5809 (3)	−0.0542 (3)	0.0696 (8)
H9A	0.2902	0.6711	−0.0212	0.104*
H9B	0.1480	0.5795	−0.0475	0.104*
H9C	0.2401	0.5420	−0.1452	0.104*
C10	0.4828 (3)	0.6911 (2)	0.1535 (2)	0.0520 (6)
H10A	0.4573	0.7230	0.0801	0.062*
H10B	0.5759	0.6882	0.1623	0.062*
C11	0.4675 (3)	0.7898 (2)	0.2811 (3)	0.0511 (6)
C12	0.3407 (3)	0.8406 (3)	0.2542 (3)	0.0714 (8)
H12A	0.3482	0.8891	0.1932	0.107*
H12B	0.3301	0.8980	0.3358	0.107*
H12C	0.2646	0.7665	0.2170	0.107*
C13	0.5910 (3)	0.9054 (3)	0.3299 (3)	0.0732 (8)
H13A	0.5994	0.9441	0.2615	0.110*
H13B	0.6688	0.8732	0.3519	0.110*
H13C	0.5822	0.9713	0.4070	0.110*
C14	0.4513 (2)	0.7208 (2)	0.3848 (2)	0.0456 (5)
H14A	0.4652	0.7883	0.4703	0.055*
H14B	0.3604	0.6681	0.3623	0.055*
C15	0.6363 (2)	0.6611 (2)	0.5039 (2)	0.0434 (5)
C16	0.6651 (3)	0.7919 (2)	0.6149 (3)	0.0632 (7)
H16A	0.6322	0.8562	0.5812	0.095*
H16B	0.7596	0.8230	0.6508	0.095*
H16C	0.6218	0.7794	0.6831	0.095*
C17	0.7159 (2)	0.5667 (2)	0.5215 (2)	0.0423 (5)
C18	0.8061 (3)	0.5949 (3)	0.6445 (2)	0.0564 (6)
H18	0.8115	0.6730	0.7120	0.068*
C19	0.8854 (3)	0.5134 (3)	0.6686 (3)	0.0635 (7)
H19	0.9418	0.5351	0.7516	0.076*
C20	0.8819 (2)	0.3976 (3)	0.5691 (2)	0.0508 (6)
C21	0.7941 (2)	0.3632 (2)	0.4486 (2)	0.0459 (5)
H21	0.7917	0.2854	0.3822	0.055*
C22	0.7074 (2)	0.4443 (2)	0.4242 (2)	0.0425 (5)
C23	0.9685 (3)	0.2051 (4)	0.5051 (3)	0.0800 (9)
H23A	1.0308	0.1625	0.5422	0.120*
H23B	0.9951	0.2259	0.4315	0.120*
H23C	0.8812	0.1465	0.4754	0.120*

	U11	U22	U33	U12	U13	U23
Cu	0.04730 (18)	0.04062 (18)	0.03637 (16)	0.01857 (13)	0.00166 (12)	0.01100 (12)
O1	0.0582 (11)	0.0691 (13)	0.0700 (12)	0.0033 (10)	−0.0159 (10)	0.0074 (10)
O2	0.0550 (9)	0.0437 (9)	0.0456 (9)	0.0209 (8)	−0.0136 (7)	0.0063 (7)
O3	0.0669 (11)	0.0539 (10)	0.0417 (8)	0.0319 (9)	−0.0107 (8)	0.0014 (7)
O4	0.0647 (12)	0.0861 (14)	0.0622 (11)	0.0343 (11)	−0.0056 (9)	0.0297 (11)
O1w	0.0964 (18)	0.0788 (16)	0.153 (2)	0.0434 (14)	−0.0017 (17)	0.0207 (17)
N1	0.0504 (10)	0.0491 (11)	0.0414 (9)	0.0236 (9)	0.0130 (8)	0.0198 (8)
N2	0.0443 (10)	0.0368 (9)	0.0434 (9)	0.0130 (8)	0.0108 (8)	0.0154 (8)
C1	0.0449 (12)	0.0550 (13)	0.0294 (9)	0.0224 (10)	0.0044 (9)	0.0110 (9)
C2	0.0471 (12)	0.0536 (14)	0.0371 (11)	0.0195 (11)	0.0007 (9)	0.0099 (10)
C3	0.0486 (13)	0.0643 (16)	0.0437 (12)	0.0144 (12)	0.0010 (10)	0.0087 (12)
C4	0.0521 (15)	0.087 (2)	0.0535 (15)	0.0173 (15)	−0.0137 (12)	0.0185 (15)
C5	0.0559 (15)	0.0807 (19)	0.0504 (14)	0.0302 (14)	−0.0010 (12)	0.0283 (14)
C6	0.0480 (12)	0.0607 (15)	0.0348 (10)	0.0256 (11)	0.0063 (9)	0.0178 (10)
C7	0.0662 (18)	0.0586 (17)	0.086 (2)	0.0091 (15)	−0.0071 (16)	0.0059 (16)
C8	0.0545 (13)	0.0627 (15)	0.0400 (11)	0.0308 (12)	0.0133 (10)	0.0251 (11)
C9	0.0762 (19)	0.079 (2)	0.0666 (17)	0.0324 (16)	0.0040 (14)	0.0419 (16)
C10	0.0565 (14)	0.0581 (15)	0.0553 (14)	0.0217 (12)	0.0194 (11)	0.0313 (12)
C11	0.0610 (14)	0.0421 (12)	0.0596 (14)	0.0211 (11)	0.0165 (12)	0.0242 (11)
C12	0.087 (2)	0.0629 (17)	0.0770 (19)	0.0444 (16)	0.0179 (16)	0.0274 (15)
C13	0.084 (2)	0.0560 (16)	0.081 (2)	0.0073 (15)	0.0165 (17)	0.0320 (15)
C14	0.0522 (13)	0.0409 (12)	0.0482 (12)	0.0187 (10)	0.0169 (10)	0.0136 (10)
C15	0.0487 (12)	0.0373 (11)	0.0406 (11)	0.0041 (10)	0.0098 (10)	0.0113 (9)
C16	0.086 (2)	0.0412 (13)	0.0514 (14)	0.0139 (13)	0.0024 (13)	0.0066 (11)
C17	0.0414 (11)	0.0394 (11)	0.0411 (11)	0.0037 (9)	0.0021 (9)	0.0136 (9)
C18	0.0568 (14)	0.0482 (14)	0.0470 (13)	0.0036 (12)	−0.0092 (11)	0.0069 (11)
C19	0.0554 (15)	0.0667 (17)	0.0531 (14)	0.0070 (13)	−0.0161 (12)	0.0173 (13)
C20	0.0406 (12)	0.0599 (15)	0.0524 (13)	0.0119 (11)	0.0003 (10)	0.0252 (12)
C21	0.0434 (12)	0.0536 (14)	0.0422 (11)	0.0174 (10)	0.0060 (9)	0.0169 (10)
C22	0.0400 (11)	0.0478 (12)	0.0378 (11)	0.0098 (10)	0.0018 (9)	0.0157 (9)
C23	0.082 (2)	0.099 (2)	0.077 (2)	0.056 (2)	0.0146 (17)	0.0381 (19)

Cu—O2	1.8825 (16)	C9—H9C	0.9600
Cu—O3	1.8776 (15)	C10—C11	1.538 (3)
Cu—N1	1.9597 (17)	C10—H10A	0.9700
Cu—N2	1.9524 (18)	C10—H10B	0.9700
O1—C3	1.358 (3)	C11—C13	1.528 (4)
O1—C7	1.428 (3)	C11—C14	1.535 (3)
O2—C1	1.316 (3)	C11—C12	1.538 (3)
O3—C22	1.312 (3)	C12—H12A	0.9600
O4—C20	1.361 (3)	C12—H12B	0.9600
O4—C23	1.412 (4)	C12—H12C	0.9600
O1w—H1w	0.8400	C13—H13A	0.9600
O1w—H2w	0.8400	C13—H13B	0.9600
N1—C8	1.296 (3)	C13—H13C	0.9600
N1—C10	1.469 (3)	C14—H14A	0.9700
N2—C15	1.310 (3)	C14—H14B	0.9700
N2—C14	1.466 (3)	C15—C17	1.458 (3)
C1—C2	1.400 (3)	C15—C16	1.512 (3)
C1—C6	1.421 (3)	C16—H16A	0.9600
C2—C3	1.374 (3)	C16—H16B	0.9600
C2—H2	0.9300	C16—H16C	0.9600
C3—C4	1.390 (4)	C17—C22	1.412 (3)
C4—C5	1.353 (4)	C17—C18	1.414 (3)
C4—H4	0.9300	C18—C19	1.359 (4)
C5—C6	1.420 (3)	C18—H18	0.9300
C5—H5	0.9300	C19—C20	1.387 (4)
C6—C8	1.459 (4)	C19—H19	0.9300
C7—H7A	0.9600	C20—C21	1.373 (3)
C7—H7B	0.9600	C21—C22	1.411 (3)
C7—H7C	0.9600	C21—H21	0.9300
C8—C9	1.511 (3)	C23—H23A	0.9600
C9—H9A	0.9600	C23—H23B	0.9600
C9—H9B	0.9600	C23—H23C	0.9600
O3—Cu—O2	87.70 (7)	C13—C11—C10	107.4 (2)
O3—Cu—N2	93.30 (7)	C14—C11—C10	110.41 (18)
O2—Cu—N2	161.99 (8)	C13—C11—C12	110.3 (2)
O3—Cu—N1	156.09 (8)	C14—C11—C12	106.3 (2)
O2—Cu—N1	91.13 (7)	C10—C11—C12	110.7 (2)
N2—Cu—N1	95.08 (8)	C11—C12—H12A	109.5
C3—O1—C7	117.2 (2)	C11—C12—H12B	109.5
C1—O2—Cu	126.53 (14)	H12A—C12—H12B	109.5
C22—O3—Cu	128.03 (15)	C11—C12—H12C	109.5
C20—O4—C23	118.3 (2)	H12A—C12—H12C	109.5
H1w—O1w—H2w	107.4	H12B—C12—H12C	109.5
C8—N1—C10	123.47 (19)	C11—C13—H13A	109.5
C8—N1—Cu	128.32 (17)	C11—C13—H13B	109.5
C10—N1—Cu	108.06 (14)	H13A—C13—H13B	109.5
C15—N2—C14	121.92 (19)	C11—C13—H13C	109.5
C15—N2—Cu	127.82 (15)	H13A—C13—H13C	109.5
C14—N2—Cu	109.93 (14)	H13B—C13—H13C	109.5
O2—C1—C2	116.13 (19)	N2—C14—C11	114.24 (18)
O2—C1—C6	124.1 (2)	N2—C14—H14A	108.7
C2—C1—C6	119.7 (2)	C11—C14—H14A	108.7
C3—C2—C1	121.7 (2)	N2—C14—H14B	108.7
C3—C2—H2	119.1	C11—C14—H14B	108.7
C1—C2—H2	119.1	H14A—C14—H14B	107.6
O1—C3—C2	124.5 (2)	N2—C15—C17	121.6 (2)
O1—C3—C4	116.1 (2)	N2—C15—C16	120.9 (2)
C2—C3—C4	119.4 (3)	C17—C15—C16	117.5 (2)
C5—C4—C3	119.7 (2)	C15—C16—H16A	109.5
C5—C4—H4	120.1	C15—C16—H16B	109.5
C3—C4—H4	120.1	H16A—C16—H16B	109.5
C4—C5—C6	123.6 (2)	C15—C16—H16C	109.5
C4—C5—H5	118.2	H16A—C16—H16C	109.5
C6—C5—H5	118.2	H16B—C16—H16C	109.5
C5—C6—C1	115.8 (2)	C22—C17—C18	116.3 (2)
C5—C6—C8	120.7 (2)	C22—C17—C15	124.43 (19)
C1—C6—C8	123.2 (2)	C18—C17—C15	119.3 (2)
O1—C7—H7A	109.5	C19—C18—C17	123.1 (2)
O1—C7—H7B	109.5	C19—C18—H18	118.5
H7A—C7—H7B	109.5	C17—C18—H18	118.5
O1—C7—H7C	109.5	C18—C19—C20	119.9 (2)
H7A—C7—H7C	109.5	C18—C19—H19	120.1
H7B—C7—H7C	109.5	C20—C19—H19	120.1
N1—C8—C6	121.1 (2)	O4—C20—C21	124.7 (2)
N1—C8—C9	122.0 (2)	O4—C20—C19	115.5 (2)
C6—C8—C9	116.9 (2)	C21—C20—C19	119.7 (2)
C8—C9—H9A	109.4	C20—C21—C22	120.9 (2)
C8—C9—H9B	109.4	C20—C21—H21	119.6
H9A—C9—H9B	109.5	C22—C21—H21	119.6
C8—C9—H9C	109.6	O3—C22—C21	115.4 (2)
H9A—C9—H9C	109.5	O3—C22—C17	124.6 (2)
H9B—C9—H9C	109.5	C21—C22—C17	119.95 (19)
N1—C10—C11	113.23 (19)	O4—C23—H23A	109.5
N1—C10—H10A	108.9	O4—C23—H23B	109.5
C11—C10—H10A	108.9	H23A—C23—H23B	109.5
N1—C10—H10B	108.9	O4—C23—H23C	109.5
C11—C10—H10B	108.9	H23A—C23—H23C	109.5
H10A—C10—H10B	107.7	H23B—C23—H23C	109.5
C13—C11—C14	111.8 (2)
O3—Cu—O2—C1	178.8 (2)	C5—C6—C8—N1	174.0 (2)
N2—Cu—O2—C1	85.3 (3)	C1—C6—C8—N1	−13.1 (3)
N1—Cu—O2—C1	−25.1 (2)	C5—C6—C8—C9	−7.1 (3)
O2—Cu—O3—C22	−158.8 (2)	C1—C6—C8—C9	165.8 (2)
N2—Cu—O3—C22	3.2 (2)	C8—N1—C10—C11	108.3 (3)
N1—Cu—O3—C22	113.6 (2)	Cu—N1—C10—C11	−76.0 (2)
O3—Cu—N1—C8	104.7 (3)	N1—C10—C11—C13	158.1 (2)
O2—Cu—N1—C8	17.8 (2)	N1—C10—C11—C14	36.0 (3)
N2—Cu—N1—C8	−145.2 (2)	N1—C10—C11—C12	−81.4 (2)
O3—Cu—N1—C10	−70.8 (2)	C15—N2—C14—C11	113.8 (2)
O2—Cu—N1—C10	−157.67 (15)	Cu—N2—C14—C11	−72.3 (2)
N2—Cu—N1—C10	39.26 (15)	C13—C11—C14—N2	−75.8 (3)
O3—Cu—N2—C15	−2.6 (2)	C10—C11—C14—N2	43.7 (3)
O2—Cu—N2—C15	90.1 (3)	C12—C11—C14—N2	163.8 (2)
N1—Cu—N2—C15	−160.20 (19)	C14—N2—C15—C17	172.1 (2)
O3—Cu—N2—C14	−176.04 (14)	Cu—N2—C15—C17	−0.6 (3)
O2—Cu—N2—C14	−83.4 (2)	C14—N2—C15—C16	−7.6 (3)
N1—Cu—N2—C14	26.38 (15)	Cu—N2—C15—C16	179.70 (18)
Cu—O2—C1—C2	−163.66 (16)	N2—C15—C17—C22	4.5 (4)
Cu—O2—C1—C6	18.1 (3)	C16—C15—C17—C22	−175.7 (2)
O2—C1—C2—C3	−178.5 (2)	N2—C15—C17—C18	−173.7 (2)
C6—C1—C2—C3	−0.2 (3)	C16—C15—C17—C18	6.0 (3)
C7—O1—C3—C2	−0.8 (4)	C22—C17—C18—C19	2.6 (4)
C7—O1—C3—C4	179.8 (3)	C15—C17—C18—C19	−179.0 (2)
C1—C2—C3—O1	−180.0 (2)	C17—C18—C19—C20	1.4 (4)
C1—C2—C3—C4	−0.6 (4)	C23—O4—C20—C21	2.8 (4)
O1—C3—C4—C5	−179.7 (3)	C23—O4—C20—C19	−179.3 (3)
C2—C3—C4—C5	0.9 (4)	C18—C19—C20—O4	179.2 (2)
C3—C4—C5—C6	−0.4 (5)	C18—C19—C20—C21	−2.9 (4)
C4—C5—C6—C1	−0.3 (4)	O4—C20—C21—C22	178.0 (2)
C4—C5—C6—C8	173.1 (3)	C19—C20—C21—C22	0.3 (4)
O2—C1—C6—C5	178.8 (2)	Cu—O3—C22—C21	178.78 (16)
C2—C1—C6—C5	0.7 (3)	Cu—O3—C22—C17	−0.6 (4)
O2—C1—C6—C8	5.6 (3)	C20—C21—C22—O3	−175.6 (2)
C2—C1—C6—C8	−172.6 (2)	C20—C21—C22—C17	3.9 (4)
C10—N1—C8—C6	172.0 (2)	C18—C17—C22—O3	174.3 (2)
Cu—N1—C8—C6	−2.9 (3)	C15—C17—C22—O3	−4.0 (4)
C10—N1—C8—C9	−6.9 (4)	C18—C17—C22—C21	−5.1 (3)
Cu—N1—C8—C9	178.26 (18)	C15—C17—C22—C21	176.6 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O1w—H1w···O2	0.84	2.12	2.832 (3)	142
O1w—H2w···O3	0.84	2.32	3.035 (3)	143
C7—H7c···O1wi	0.96	2.55	3.476 (5)	163
C16—H16c···O2ii	0.96	2.52	3.409 (3)	153
C14—H14b···Cg1ii	0.97	2.62	3.426 (2)	141

Table 1

Selected bond lengths (Å)

Cu—O2	1.8825 (16)
Cu—O3	1.8776 (15)
Cu—N1	1.9597 (17)
Cu—N2	1.9524 (18)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1w—H1w⋯O2	0.84	2.12	2.832 (3)	142
O1w—H2w⋯O3	0.84	2.32	3.035 (3)	143
C7—H7c⋯O1wi	0.96	2.55	3.476 (5)	163
C16—H16c⋯O2ii	0.96	2.52	3.409 (3)	153
C14—H14b⋯Cg1ii	0.97	2.62	3.426 (2)	141

Symmetry codes: (i) ; (ii) .