Tetra-μ-benzoato-bis­[(6-methyl­quino­line)­copper(II)]

In the title compound, [Cu₂(C₇H₅O₂)₄(C₁₀H₉N)₂], the paddle-wheel-type dinuclear complex is constructed by four bridging benzoate groups and two terminal 6-methyl­quinoline ligands. The asymmetric unit contains one-half of the whole mol­ecule, and there is an inversion center at the mid-point of the Cu...Cu bond. The octa­hedral coordination of each Cu atom, with four O atoms in the equatorial plane, is completed by the N atom of the 6-methyl­quinoline mol­ecule [Cu—N = 2.212 (2) Å] and by another Cu atom [Cu...Cu = 2.6939 (13) Å]. The Cu atom lies 0.234 Å out of the plane of the four O atoms. The molecular packing is stabilized by one intramolecular C—H...O as well as C—H...π and π–π interactions.

Key indicators

• Single-crystal X-ray study
• T = 288 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.042
• wR factor = 0.101
• Data-to-parameter ratio = 14.1

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S1. Comment

Coordination polymers comprised of metal ions and bridging ligands represent one of the most active areas of material science and chemical research due to their potential applications as functional materials ranging from catalysis, gas absorption, molecular recognition, optics, and so on (Batten & Robson, 1998; Chun et al., 2005; Mines et al., 2002; Janiak, 2003; Yoo et al., 2003). The continuing interest in this area is also due to their intriguing variety of architectures and topologies through the variation of building blocks and reaction conditions. The dinuclear metal carboxylates, M₂(O₂CR)₄, are one of the important building blocks for the study of structures of coordination polymers (Cotton & Walton, 1993) and copper(II) carboxylates among them are often used as building blocks to form a pillard-grid MOF with large pores (Pichon et al., 2007). We have also used copper(II) benzoate as a building block and reported the structure of copper(II) benzoate with quinoxaline (Lee, et al., 2008). In this work, we have employed 6-methylquinoline to investigate the substituent effect of an organic ligand on the structure of copper-benzoate containing coordination complexes.We report here on the structure of new copper(II) benzoate with 6-methylquinoline.

Asymmetric unit contains half of whole molecule, and there is an inversion center in the middle of Cu—Cu bond. Symmetric operation (-x + 1,-y + 2,-z + 1) produces a paddle-wheel type dinuclear copper-benzoate complex (Fig. 1). The paddle-wheel type dinuclear complex is constructed by four bridging benzoate groups and two terminal 6-methylquinoline ligands. The octahedral coordination of each Cu atom, with four oxygen atoms in the equatorial plane, is completed by nitrogen atom of 6-methylquinoline molecule (Cu—N 2.212 (2) Å) and by another copper atom (Cu···Cu 2.6939 (13) Å). The copper atom is 0.234 Å out of the plane of the four oxygen atoms.In the crystal structure the molecular packing is stabilized by one intramolecular C—H···O as well as C—H···π and π ···π interactions, Table, 1 and 2.

Related literature

For related literature, see: Batten & Robson (1998); Chun et al. (2005); Cotton & Walton (1993); Janiak (2003); Lee et al. (2008); Mines et al. (2002); Pichon et al. (2007); Yoo et al. (2003).

S2. Experimental

19.0 mg (0.1 mmol) of Cu(NO₃)₂^.2.5H₂O and 28.0 mg (0.2 mmol) of C₆H₅COONH₄ were dissolved in 4 ml me thanol and carefully layered by 4 ml acetone solution of 6-methylquinoline ligand (29.0 mg, 0.2 mmol). Suitable crystals of the title compound for X-ray analysis were obtained in a few weeks.

S3. Refinement

(type here to add refinement details)

Computing details

Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT (Bruker, 1997); 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 (Sheldrick, 2008).

Figures

Fig. 1. The structure of the title compound showing the atom-labeling scheme. Displacement ellipsoids are shown at the 30% probability level.

Tetra-µ-benzoato-bis[(6-methylquinoline)copper(II)]

Crystal data

[Cu2(C7H5O2)4(C10H9N)2]	Z = 1
Mr = 897.88	F(000) = 462
Triclinic, P1	Dx = 1.481 Mg m^−3
a = 10.420 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 10.590 (7) Å	Cell parameters from 1441 reflections
c = 10.751 (6) Å	θ = 2.4–19.8°
α = 70.399 (11)°	µ = 1.12 mm^−1
β = 64.234 (10)°	T = 288 K
γ = 81.107 (10)°	Block, blue
V = 1006.5 (11) Å^3	0.10 × 0.08 × 0.08 mm

Data collection

Bruker SMART CCD area-detector diffractometer	3848 independent reflections
Radiation source: fine-focus sealed tube	3001 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
phi and ω scans	θmax = 26.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS: Bruker, 1997)	h = −12→12
Tmin = 0.898, Tmax = 0.915	k = −13→10
5579 measured reflections	l = −13→9

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.100	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0506P)^2] where P = (Fo^2 + 2Fc^2)/3
3848 reflections	(Δ/σ)max < 0.001
272 parameters	Δρmax = 0.31 e Å^−3
0 restraints	Δρmin = −0.33 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Cu1	0.52984 (3)	0.89016 (3)	0.59215 (4)	0.03698 (14)
N1	0.6052 (2)	0.7261 (2)	0.7373 (2)	0.0381 (6)
C1	0.6560 (3)	0.7658 (3)	0.8104 (3)	0.0443 (7)
H1	0.6566	0.8574	0.7958	0.053*
C2	0.7091 (3)	0.6802 (3)	0.9084 (3)	0.0468 (8)
H2	0.7434	0.7144	0.9572	0.056*
C3	0.7097 (3)	0.5470 (3)	0.9310 (3)	0.0442 (7)
H3	0.7447	0.4885	0.9959	0.053*
C4	0.6576 (3)	0.4967 (3)	0.8567 (3)	0.0378 (7)
C5	0.6493 (3)	0.3595 (3)	0.8781 (3)	0.0449 (7)
H5	0.6834	0.2980	0.9421	0.054*
C6	0.5935 (3)	0.3131 (3)	0.8091 (3)	0.0442 (7)
C7	0.5463 (3)	0.4077 (3)	0.7091 (3)	0.0476 (8)
H7	0.5104	0.3775	0.6587	0.057*
C8	0.5519 (3)	0.5417 (3)	0.6840 (3)	0.0433 (7)
H8	0.5203	0.6016	0.6169	0.052*
C9	0.6053 (3)	0.5905 (3)	0.7591 (3)	0.0366 (6)
C10	0.5756 (4)	0.1656 (3)	0.8414 (4)	0.0595 (9)
H10A	0.6670	0.1251	0.8005	0.089*
H10B	0.5150	0.1533	0.8001	0.089*
H10C	0.5332	0.1243	0.9444	0.089*
O11	0.6763 (2)	1.01228 (19)	0.5543 (2)	0.0489 (5)
O12	0.3714 (2)	0.8060 (2)	0.5994 (2)	0.0487 (5)
C11	0.6982 (3)	1.1320 (3)	0.4734 (3)	0.0391 (7)
C12	0.8146 (3)	1.2041 (3)	0.4667 (3)	0.0383 (7)
C13	0.8366 (3)	1.3391 (3)	0.3937 (3)	0.0469 (8)
H13	0.7792	1.3862	0.3465	0.056*
C14	0.9423 (3)	1.4042 (3)	0.3903 (3)	0.0530 (8)
H14	0.9554	1.4954	0.3417	0.064*
C15	1.0290 (3)	1.3360 (3)	0.4580 (3)	0.0549 (9)
H15	1.1012	1.3805	0.4549	0.066*
C16	1.0084 (3)	1.2030 (3)	0.5295 (4)	0.0576 (9)
H16	1.0677	1.1561	0.5744	0.069*
C17	0.9012 (3)	1.1371 (3)	0.5361 (3)	0.0516 (8)
H17	0.8867	1.0465	0.5877	0.062*
O21	0.6535 (2)	0.8478 (2)	0.4116 (2)	0.0510 (6)
O22	0.3913 (2)	0.9690 (2)	0.7424 (2)	0.0487 (5)
C21	0.6732 (3)	0.9229 (3)	0.2858 (3)	0.0391 (7)
C22	0.7844 (3)	0.8779 (3)	0.1630 (3)	0.0409 (7)
C23	0.8502 (4)	0.7562 (4)	0.1888 (4)	0.0623 (10)
H23	0.8224	0.6991	0.2831	0.075*
C24	0.9574 (4)	0.7171 (4)	0.0763 (4)	0.0760 (12)
H24	1.0019	0.6341	0.0950	0.091*
C25	0.9985 (4)	0.8004 (4)	−0.0633 (4)	0.0680 (10)
H25	1.0712	0.7743	−0.1391	0.082*
C26	0.9323 (4)	0.9216 (4)	−0.0900 (4)	0.0617 (10)
H26	0.9594	0.9780	−0.1846	0.074*
C27	0.8256 (3)	0.9609 (3)	0.0223 (3)	0.0502 (8)
H27	0.7809	1.0438	0.0032	0.060*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0383 (2)	0.0324 (2)	0.0399 (2)	0.00153 (14)	−0.01945 (16)	−0.00685 (15)
N1	0.0415 (14)	0.0358 (14)	0.0372 (13)	0.0001 (10)	−0.0181 (11)	−0.0090 (10)
C1	0.0492 (18)	0.0365 (17)	0.0453 (18)	−0.0022 (13)	−0.0206 (15)	−0.0078 (13)
C2	0.0510 (19)	0.048 (2)	0.0507 (19)	−0.0009 (14)	−0.0295 (16)	−0.0147 (15)
C3	0.0407 (17)	0.0497 (19)	0.0418 (17)	0.0048 (14)	−0.0221 (14)	−0.0085 (14)
C4	0.0337 (16)	0.0377 (16)	0.0379 (16)	0.0021 (12)	−0.0144 (13)	−0.0079 (13)
C5	0.0423 (17)	0.0361 (17)	0.0494 (19)	0.0059 (13)	−0.0197 (15)	−0.0062 (14)
C6	0.0448 (18)	0.0392 (17)	0.0448 (18)	0.0036 (13)	−0.0168 (15)	−0.0120 (14)
C7	0.0540 (19)	0.0469 (19)	0.0497 (19)	0.0033 (15)	−0.0251 (16)	−0.0206 (15)
C8	0.0528 (19)	0.0393 (17)	0.0401 (17)	−0.0006 (14)	−0.0237 (15)	−0.0085 (13)
C9	0.0367 (16)	0.0363 (16)	0.0331 (15)	−0.0026 (12)	−0.0133 (13)	−0.0068 (12)
C10	0.073 (2)	0.0393 (19)	0.070 (2)	0.0016 (16)	−0.034 (2)	−0.0151 (16)
O11	0.0497 (13)	0.0358 (12)	0.0616 (14)	−0.0046 (9)	−0.0312 (11)	−0.0022 (10)
O12	0.0491 (13)	0.0398 (12)	0.0585 (13)	−0.0039 (10)	−0.0317 (11)	−0.0017 (10)
C11	0.0379 (16)	0.0363 (17)	0.0411 (17)	0.0006 (13)	−0.0132 (14)	−0.0137 (13)
C12	0.0350 (16)	0.0367 (16)	0.0413 (17)	0.0002 (12)	−0.0135 (13)	−0.0128 (13)
C13	0.0485 (19)	0.0387 (18)	0.0525 (19)	−0.0006 (14)	−0.0221 (16)	−0.0104 (14)
C14	0.058 (2)	0.0367 (18)	0.058 (2)	−0.0102 (15)	−0.0184 (17)	−0.0102 (15)
C15	0.0415 (19)	0.066 (2)	0.058 (2)	−0.0121 (16)	−0.0134 (16)	−0.0248 (18)
C16	0.048 (2)	0.060 (2)	0.069 (2)	−0.0029 (16)	−0.0319 (18)	−0.0124 (18)
C17	0.0471 (19)	0.0436 (19)	0.061 (2)	−0.0037 (15)	−0.0251 (17)	−0.0070 (15)
O21	0.0572 (14)	0.0438 (13)	0.0428 (13)	0.0113 (10)	−0.0182 (11)	−0.0104 (10)
O22	0.0509 (13)	0.0469 (13)	0.0484 (12)	0.0108 (10)	−0.0229 (10)	−0.0161 (10)
C21	0.0363 (16)	0.0394 (17)	0.0476 (19)	−0.0013 (13)	−0.0212 (14)	−0.0145 (14)
C22	0.0366 (16)	0.0488 (19)	0.0424 (18)	0.0003 (13)	−0.0196 (14)	−0.0158 (14)
C23	0.064 (2)	0.067 (2)	0.0436 (19)	0.0204 (18)	−0.0191 (18)	−0.0152 (17)
C24	0.070 (3)	0.082 (3)	0.068 (3)	0.037 (2)	−0.027 (2)	−0.032 (2)
C25	0.055 (2)	0.094 (3)	0.055 (2)	0.006 (2)	−0.0153 (19)	−0.036 (2)
C26	0.061 (2)	0.084 (3)	0.0413 (19)	−0.017 (2)	−0.0191 (18)	−0.0156 (18)
C27	0.053 (2)	0.053 (2)	0.050 (2)	−0.0023 (15)	−0.0265 (17)	−0.0140 (16)

Geometric parameters (Å, º)

Cu1—O12	1.955 (2)	C11—O12^i	1.254 (3)
Cu1—O21	1.964 (2)	C11—C12	1.495 (4)
Cu1—O11	1.971 (2)	C12—C13	1.380 (4)
Cu1—O22	1.974 (2)	C12—C17	1.381 (4)
Cu1—N1	2.212 (2)	C13—C14	1.367 (4)
Cu1—Cu1^i	2.6939 (13)	C13—H13	0.9300
N1—C1	1.314 (4)	C14—C15	1.373 (4)
N1—C9	1.375 (4)	C14—H14	0.9300
C1—C2	1.396 (4)	C15—C16	1.359 (4)
C1—H1	0.9300	C15—H15	0.9300
C2—C3	1.347 (4)	C16—C17	1.370 (4)
C2—H2	0.9300	C16—H16	0.9300
C3—C4	1.404 (4)	C17—H17	0.9300
C3—H3	0.9300	O21—C21	1.261 (3)
C4—C5	1.403 (4)	O22—C21^i	1.250 (3)
C4—C9	1.419 (4)	C21—O22^i	1.250 (3)
C5—C6	1.355 (4)	C21—C22	1.495 (4)
C5—H5	0.9300	C22—C23	1.364 (4)
C6—C7	1.410 (4)	C22—C27	1.380 (4)
C6—C10	1.505 (4)	C23—C24	1.379 (5)
C7—C8	1.358 (4)	C23—H23	0.9300
C7—H7	0.9300	C24—C25	1.372 (5)
C8—C9	1.410 (4)	C24—H24	0.9300
C8—H8	0.9300	C25—C26	1.363 (5)
C10—H10A	0.9600	C25—H25	0.9300
C10—H10B	0.9600	C26—C27	1.377 (5)
C10—H10C	0.9600	C26—H26	0.9300
O11—C11	1.262 (3)	C27—H27	0.9300
O12—C11^i	1.254 (3)
O12—Cu1—O21	89.07 (10)	H10A—C10—H10C	109.5
O12—Cu1—O11	166.38 (8)	H10B—C10—H10C	109.5
O21—Cu1—O11	89.52 (10)	C11—O11—Cu1	127.61 (19)
O12—Cu1—O22	88.79 (10)	C11^i—O12—Cu1	121.26 (19)
O21—Cu1—O22	166.32 (8)	O12^i—C11—O11	124.7 (3)
O11—Cu1—O22	89.39 (10)	O12^i—C11—C12	118.4 (3)
O12—Cu1—N1	101.96 (9)	O11—C11—C12	116.9 (3)
O21—Cu1—N1	97.02 (9)	C13—C12—C17	118.5 (3)
O11—Cu1—N1	91.66 (9)	C13—C12—C11	121.1 (3)
O22—Cu1—N1	96.64 (10)	C17—C12—C11	120.4 (3)
O12—Cu1—Cu1^i	86.24 (7)	C14—C13—C12	120.4 (3)
O21—Cu1—Cu1^i	82.33 (7)	C14—C13—H13	119.8
O11—Cu1—Cu1^i	80.14 (7)	C12—C13—H13	119.8
O22—Cu1—Cu1^i	84.05 (7)	C13—C14—C15	120.6 (3)
N1—Cu1—Cu1^i	171.77 (6)	C13—C14—H14	119.7
C1—N1—C9	117.2 (2)	C15—C14—H14	119.7
C1—N1—Cu1	114.60 (19)	C16—C15—C14	119.3 (3)
C9—N1—Cu1	128.17 (19)	C16—C15—H15	120.4
N1—C1—C2	124.6 (3)	C14—C15—H15	120.4
N1—C1—H1	117.7	C15—C16—C17	120.7 (3)
C2—C1—H1	117.7	C15—C16—H16	119.6
C3—C2—C1	118.8 (3)	C17—C16—H16	119.6
C3—C2—H2	120.6	C16—C17—C12	120.5 (3)
C1—C2—H2	120.6	C16—C17—H17	119.8
C2—C3—C4	120.0 (3)	C12—C17—H17	119.8
C2—C3—H3	120.0	C21—O21—Cu1	125.3 (2)
C4—C3—H3	120.0	C21^i—O22—Cu1	123.10 (19)
C5—C4—C3	123.6 (3)	O22^i—C21—O21	125.0 (3)
C5—C4—C9	118.7 (3)	O22^i—C21—C22	118.6 (3)
C3—C4—C9	117.7 (3)	O21—C21—C22	116.4 (3)
C6—C5—C4	122.6 (3)	C23—C22—C27	119.1 (3)
C6—C5—H5	118.7	C23—C22—C21	120.4 (3)
C4—C5—H5	118.7	C27—C22—C21	120.5 (3)
C5—C6—C7	118.0 (3)	C22—C23—C24	120.6 (3)
C5—C6—C10	121.9 (3)	C22—C23—H23	119.7
C7—C6—C10	120.1 (3)	C24—C23—H23	119.7
C8—C7—C6	121.9 (3)	C25—C24—C23	120.1 (4)
C8—C7—H7	119.0	C25—C24—H24	119.9
C6—C7—H7	119.0	C23—C24—H24	119.9
C7—C8—C9	120.3 (3)	C26—C25—C24	119.6 (3)
C7—C8—H8	119.8	C26—C25—H25	120.2
C9—C8—H8	119.8	C24—C25—H25	120.2
N1—C9—C8	119.9 (2)	C25—C26—C27	120.3 (3)
N1—C9—C4	121.7 (3)	C25—C26—H26	119.9
C8—C9—C4	118.4 (3)	C27—C26—H26	119.9
C6—C10—H10A	109.5	C26—C27—C22	120.3 (3)
C6—C10—H10B	109.5	C26—C27—H27	119.8
H10A—C10—H10B	109.5	C22—C27—H27	119.8
C6—C10—H10C	109.5
O12—Cu1—N1—C1	−147.0 (2)	Cu1^i—Cu1—O12—C11^i	1.0 (2)
O21—Cu1—N1—C1	122.5 (2)	Cu1—O11—C11—O12^i	−0.8 (4)
O11—Cu1—N1—C1	32.8 (2)	Cu1—O11—C11—C12	178.41 (18)
O22—Cu1—N1—C1	−56.8 (2)	O12^i—C11—C12—C13	6.2 (4)
O12—Cu1—N1—C9	33.2 (2)	O11—C11—C12—C13	−173.0 (3)
O21—Cu1—N1—C9	−57.3 (2)	O12^i—C11—C12—C17	−175.0 (3)
O11—Cu1—N1—C9	−147.0 (2)	O11—C11—C12—C17	5.7 (4)
O22—Cu1—N1—C9	123.4 (2)	C17—C12—C13—C14	0.2 (5)
C9—N1—C1—C2	−0.3 (4)	C11—C12—C13—C14	179.0 (3)
Cu1—N1—C1—C2	179.9 (2)	C12—C13—C14—C15	0.7 (5)
N1—C1—C2—C3	0.2 (5)	C13—C14—C15—C16	−0.4 (5)
C1—C2—C3—C4	0.0 (5)	C14—C15—C16—C17	−0.9 (5)
C2—C3—C4—C5	−177.4 (3)	C15—C16—C17—C12	1.8 (5)
C2—C3—C4—C9	−0.1 (4)	C13—C12—C17—C16	−1.5 (5)
C3—C4—C5—C6	177.4 (3)	C11—C12—C17—C16	179.7 (3)
C9—C4—C5—C6	0.1 (4)	O12—Cu1—O21—C21	90.1 (2)
C4—C5—C6—C7	2.0 (5)	O11—Cu1—O21—C21	−76.4 (2)
C4—C5—C6—C10	−175.4 (3)	O22—Cu1—O21—C21	9.1 (5)
C5—C6—C7—C8	−1.9 (5)	N1—Cu1—O21—C21	−168.0 (2)
C10—C6—C7—C8	175.6 (3)	Cu1^i—Cu1—O21—C21	3.8 (2)
C6—C7—C8—C9	−0.3 (5)	O12—Cu1—O22—C21^i	−85.7 (2)
C1—N1—C9—C8	179.9 (3)	O21—Cu1—O22—C21^i	−4.6 (5)
Cu1—N1—C9—C8	−0.3 (4)	O11—Cu1—O22—C21^i	80.8 (2)
C1—N1—C9—C4	0.2 (4)	N1—Cu1—O22—C21^i	172.4 (2)
Cu1—N1—C9—C4	−179.98 (18)	Cu1^i—Cu1—O22—C21^i	0.6 (2)
C7—C8—C9—N1	−177.4 (3)	Cu1—O21—C21—O22^i	−5.7 (4)
C7—C8—C9—C4	2.3 (4)	Cu1—O21—C21—C22	173.24 (18)
C5—C4—C9—N1	177.5 (2)	O22^i—C21—C22—C23	−175.4 (3)
C3—C4—C9—N1	0.0 (4)	O21—C21—C22—C23	5.6 (4)
C5—C4—C9—C8	−2.2 (4)	O22^i—C21—C22—C27	6.9 (4)
C3—C4—C9—C8	−179.7 (3)	O21—C21—C22—C27	−172.1 (3)
O12—Cu1—O11—C11	−1.8 (5)	C27—C22—C23—C24	0.8 (5)
O21—Cu1—O11—C11	82.3 (3)	C21—C22—C23—C24	−177.0 (3)
O22—Cu1—O11—C11	−84.1 (3)	C22—C23—C24—C25	−0.3 (6)
N1—Cu1—O11—C11	179.3 (2)	C23—C24—C25—C26	−0.3 (6)
Cu1^i—Cu1—O11—C11	0.0 (2)	C24—C25—C26—C27	0.5 (6)
O21—Cu1—O12—C11^i	−81.4 (2)	C25—C26—C27—C22	−0.1 (5)
O11—Cu1—O12—C11^i	2.7 (5)	C23—C22—C27—C26	−0.6 (5)
O22—Cu1—O12—C11^i	85.1 (2)	C21—C22—C27—C26	177.2 (3)
N1—Cu1—O12—C11^i	−178.4 (2)

Symmetry code: (i) −x+1, −y+2, −z+1.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···O11	0.93	2.50	3.047 (4)	118
C2—H2···Cg1^ii	0.93	2.82	3.734 (3)	168

Symmetry code: (ii) x, y, z+1.