catena-Poly[[(2,2'-bipyridine)copper(II)]-μ-5-tert-butyl-isophthalato].

In the crystal structure of the title polymeric compound, [Cu(C(12)H(12)O(4))(C(10)H(8)N(2))](n), the asymmetric unit consists of one Cu(II) ion, one 5-tert-butyl-isophthalate (tbip) and one 2,2'-bipyridine (bpy) ligand. The copper(II) ion is four-coordin-ated by two N atoms from bipy and two O atoms from two tbip ligands, leading to a distorted tetrahedral coordination. Each tbip ligand adopts a bis-monodentate coordination mode to connect two symmetry-related copper(II) ions, so forming a zigzag polymer chain parallel to [001]. The tert-butyl methyl groups are disordered over two positions with occupancies of 0.506 (6)/0.494 (6).

Related literature

For related literature on the synthesis of flexible organic ligands, see: Chang et al. (2005 ▶); Ma, Chen et al. (2008 ▶); Xu et al. (2006 ▶). For related literature on coordination polymers, see: Ma, Wang, Huo et al. (2008 ▶); Ma, Wang, Wang et al. (2008 ▶); Pan et al. (2006 ▶); Yang et al. (2002 ▶). For bond-length data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

[Cu(C12H12O4)(C10H8N2)]

M = 439.94

Monoclinic,

a = 8.905 (2) Å

b = 20.875 (5) Å

c = 11.564 (3) Å

β = 98.188 (3)°

V = 2127.8 (9) Å3

Z = 4

Mo Kα radiation

μ = 1.06 mm−1

T = 296 (2) K

0.29 × 0.22 × 0.16 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1997 ▶) T min = 0.716, T max = 0.845

15716 measured reflections

3949 independent reflections

3021 reflections with I > 2σ(I)

R int = 0.040

Refinement

R[F 2 > 2σ(F 2)] = 0.045

wR(F 2) = 0.130

S = 1.05

3949 reflections

260 parameters

91 restraints

H-atom parameters constrained

Δρmax = 0.64 e Å−3

Δρmin = −0.55 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; 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 I, global. DOI: 10.1107/S1600536808035484/su2072sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808035484/su2072Isup2.hkl

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

[Cu(C12H12O4)(C10H8N2)]	F000 = 908
Mr = 439.94	Dx = 1.373 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3455 reflections
a = 8.905 (2) Å	θ = 2.5–22.5º
b = 20.875 (5) Å	µ = 1.06 mm−1
c = 11.564 (3) Å	T = 296 (2) K
β = 98.188 (3)º	Block, blue
V = 2127.8 (9) Å3	0.29 × 0.22 × 0.16 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	3949 independent reflections
Radiation source: fine-focus sealed tube	3021 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.040
T = 296(2) K	θmax = 25.5º
φ and ω scans	θmin = 2.5º
Absorption correction: multi-scan(SADABS; Bruker, 1997)	h = −10→10
Tmin = 0.716, Tmax = 0.845	k = −25→25
15716 measured reflections	l = −13→13

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.045	H-atom parameters constrained
wR(F2) = 0.130	w = 1/[σ2(Fo2) + (0.065P)2 + 1.7017P] where P = (Fo2 + 2Fc2)/3
S = 1.05	(Δ/σ)max = 0.001
3949 reflections	Δρmax = 0.64 e Å−3
260 parameters	Δρmin = −0.54 e Å−3
91 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 > 2sigma(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	Occ. (<1)
C10	−0.2988 (8)	0.7849 (4)	0.0801 (8)	0.0991 (17)	0.50
H10A	−0.3808	0.7876	0.1255	0.149*	0.50
H10B	−0.2580	0.7422	0.0851	0.149*	0.50
H10C	−0.3355	0.7948	0.0000	0.149*	0.50
C11	−0.1382 (9)	0.8222 (4)	0.2581 (6)	0.1033 (17)	0.50
H11A	−0.0577	0.8506	0.2893	0.155*	0.50
H11B	−0.1070	0.7786	0.2736	0.155*	0.50
H11C	−0.2266	0.8310	0.2943	0.155*	0.50
C12	−0.2268 (8)	0.9003 (3)	0.1063 (7)	0.1019 (19)	0.50
H12A	−0.3113	0.9085	0.1473	0.153*	0.50
H12B	−0.2570	0.9071	0.0242	0.153*	0.50
H12C	−0.1450	0.9288	0.1341	0.153*	0.50
C10'	−0.2432 (9)	0.7777 (3)	0.1868 (8)	0.0991 (17)	0.50
H10D	−0.2073	0.7791	0.2691	0.149*	0.50
H10E	−0.2138	0.7378	0.1553	0.149*	0.50
H10F	−0.3518	0.7813	0.1743	0.149*	0.50
C11'	−0.1082 (9)	0.8784 (4)	0.2317 (7)	0.1033 (17)	0.50
H11D	−0.0967	0.9208	0.2021	0.155*	0.50
H11E	−0.0112	0.8626	0.2671	0.155*	0.50
H11F	−0.1764	0.8796	0.2890	0.155*	0.50
C12'	−0.2878 (8)	0.8749 (4)	0.0548 (7)	0.1019 (19)	0.50
H12D	−0.3658	0.8871	0.0998	0.153*	0.50
H12E	−0.3324	0.8523	−0.0138	0.153*	0.50
H12F	−0.2371	0.9125	0.0323	0.153*	0.50
Cu1	0.30126 (5)	0.570966 (18)	0.17572 (3)	0.03784 (16)
O1	0.1606 (3)	0.63474 (11)	0.1038 (2)	0.0497 (6)
O2	0.3724 (3)	0.67027 (13)	0.0490 (3)	0.0598 (7)
O3	0.3259 (3)	0.87708 (12)	−0.1821 (2)	0.0507 (6)
O4	0.1347 (3)	0.94173 (12)	−0.1635 (2)	0.0542 (7)
N1	0.2646 (3)	0.50997 (13)	0.0430 (2)	0.0368 (6)
N2	0.4556 (3)	0.50539 (13)	0.2322 (2)	0.0371 (6)
C1	0.2394 (5)	0.67826 (18)	0.0641 (3)	0.0510 (8)
C2	0.1631 (4)	0.74186 (15)	0.0367 (3)	0.0397 (8)
C3	0.2214 (4)	0.78533 (16)	−0.0351 (3)	0.0394 (8)
H3	0.3084	0.7756	−0.0676	0.047*
C4	0.1487 (4)	0.84380 (15)	−0.0584 (3)	0.0378 (8)
C5	0.0213 (4)	0.85804 (16)	−0.0065 (3)	0.0430 (8)
H5	−0.0261	0.8974	−0.0220	0.052*
C6	−0.0377 (4)	0.81567 (17)	0.0678 (3)	0.0460 (9)
C7	0.0343 (4)	0.75671 (16)	0.0860 (3)	0.0448 (9)
H7	−0.0050	0.7264	0.1325	0.054*
C8	0.2057 (4)	0.89150 (16)	−0.1391 (3)	0.0422 (8)
C9	−0.1753 (6)	0.8323 (2)	0.1271 (5)	0.0809 (12)
C13	0.1605 (4)	0.51736 (18)	−0.0526 (3)	0.0469 (9)
H13	0.1031	0.5547	−0.0608	0.056*
C14	0.1365 (4)	0.4717 (2)	−0.1382 (3)	0.0541 (10)
H14	0.0625	0.4775	−0.2026	0.065*
C15	0.2233 (5)	0.4176 (2)	−0.1271 (4)	0.0575 (11)
H15	0.2087	0.3860	−0.1842	0.069*
C16	0.3328 (4)	0.40997 (18)	−0.0308 (3)	0.0485 (9)
H16	0.3938	0.3736	−0.0230	0.058*
C17	0.3503 (4)	0.45690 (16)	0.0533 (3)	0.0352 (7)
C18	0.4614 (4)	0.45458 (16)	0.1610 (3)	0.0353 (7)
C19	0.5640 (4)	0.40508 (18)	0.1901 (3)	0.0478 (9)
H19	0.5675	0.3703	0.1402	0.057*
C20	0.6603 (5)	0.4085 (2)	0.2941 (4)	0.0556 (10)
H20	0.7289	0.3755	0.3156	0.067*
C21	0.6549 (5)	0.4606 (2)	0.3664 (3)	0.0548 (10)
H21	0.7203	0.4638	0.4364	0.066*
C22	0.5505 (4)	0.50766 (18)	0.3323 (3)	0.0475 (9)
H22	0.5457	0.5428	0.3811	0.057*

	U11	U22	U33	U12	U13	U23
C10	0.081 (4)	0.096 (3)	0.134 (4)	0.009 (3)	0.061 (3)	0.009 (3)
C11	0.101 (4)	0.102 (4)	0.118 (4)	0.020 (3)	0.058 (3)	−0.004 (3)
C12	0.087 (4)	0.084 (3)	0.144 (5)	0.035 (3)	0.048 (3)	0.007 (3)
C10'	0.081 (4)	0.096 (3)	0.134 (4)	0.009 (3)	0.061 (3)	0.009 (3)
C11'	0.101 (4)	0.102 (4)	0.118 (4)	0.020 (3)	0.058 (3)	−0.004 (3)
C12'	0.087 (4)	0.084 (3)	0.144 (5)	0.035 (3)	0.048 (3)	0.007 (3)
Cu1	0.0495 (3)	0.0268 (2)	0.0376 (3)	0.00568 (18)	0.00751 (18)	0.00124 (16)
O1	0.0618 (16)	0.0312 (13)	0.0578 (16)	0.0093 (12)	0.0143 (13)	0.0113 (11)
O2	0.0639 (14)	0.0477 (13)	0.0722 (16)	0.0222 (12)	0.0247 (13)	0.0112 (12)
O3	0.0599 (17)	0.0424 (14)	0.0514 (16)	−0.0017 (12)	0.0132 (13)	0.0113 (12)
O4	0.0725 (18)	0.0373 (14)	0.0517 (16)	0.0066 (13)	0.0042 (13)	0.0124 (12)
N1	0.0414 (16)	0.0347 (15)	0.0340 (15)	0.0035 (12)	0.0042 (12)	0.0052 (12)
N2	0.0448 (16)	0.0336 (15)	0.0322 (14)	−0.0010 (12)	0.0029 (12)	0.0018 (12)
C1	0.0611 (16)	0.0381 (16)	0.0573 (18)	0.0190 (15)	0.0207 (15)	0.0079 (14)
C2	0.051 (2)	0.0288 (17)	0.0407 (19)	0.0085 (15)	0.0102 (16)	0.0041 (14)
C3	0.046 (2)	0.0351 (18)	0.0373 (18)	0.0047 (15)	0.0085 (15)	0.0008 (15)
C4	0.046 (2)	0.0293 (16)	0.0363 (18)	0.0006 (14)	0.0008 (15)	0.0015 (14)
C5	0.046 (2)	0.0299 (18)	0.051 (2)	0.0079 (15)	−0.0001 (16)	0.0030 (15)
C6	0.047 (2)	0.0335 (18)	0.059 (2)	0.0083 (16)	0.0106 (17)	0.0025 (17)
C7	0.051 (2)	0.0324 (18)	0.055 (2)	0.0062 (16)	0.0187 (17)	0.0105 (16)
C8	0.058 (2)	0.0337 (18)	0.0317 (17)	−0.0047 (17)	−0.0048 (16)	0.0022 (14)
C9	0.075 (3)	0.062 (2)	0.118 (3)	0.021 (2)	0.054 (3)	0.011 (2)
C13	0.047 (2)	0.049 (2)	0.043 (2)	0.0062 (17)	0.0025 (16)	0.0034 (17)
C14	0.047 (2)	0.070 (3)	0.043 (2)	−0.009 (2)	−0.0010 (17)	−0.0015 (19)
C15	0.062 (3)	0.060 (3)	0.049 (2)	−0.009 (2)	0.0051 (19)	−0.020 (2)
C16	0.052 (2)	0.042 (2)	0.052 (2)	0.0024 (17)	0.0075 (18)	−0.0099 (17)
C17	0.0374 (18)	0.0351 (17)	0.0343 (17)	−0.0003 (14)	0.0090 (14)	0.0010 (14)
C18	0.0388 (18)	0.0322 (17)	0.0367 (18)	0.0022 (14)	0.0112 (14)	0.0039 (14)
C19	0.053 (2)	0.043 (2)	0.048 (2)	0.0117 (18)	0.0132 (17)	0.0019 (17)
C20	0.055 (2)	0.058 (2)	0.053 (2)	0.020 (2)	0.0061 (19)	0.012 (2)
C21	0.057 (2)	0.061 (3)	0.044 (2)	0.004 (2)	−0.0044 (18)	0.0116 (19)
C22	0.057 (2)	0.043 (2)	0.041 (2)	−0.0016 (18)	0.0012 (17)	0.0005 (16)

C10—C9	1.521 (9)	N1—C17	1.341 (4)
C10—H10A	0.9600	N1—C13	1.347 (4)
C10—H10B	0.9600	N2—C22	1.333 (4)
C10—H10C	0.9600	N2—C18	1.348 (4)
C11—C9	1.519 (9)	C1—C2	1.505 (5)
C11—H11A	0.9600	C2—C3	1.381 (5)
C11—H11B	0.9600	C2—C7	1.386 (5)
C11—H11C	0.9600	C3—C4	1.390 (5)
C12—C9	1.501 (7)	C3—H3	0.9300
C12—H12A	0.9600	C4—C5	1.389 (5)
C12—H12B	0.9600	C4—C8	1.502 (5)
C12—H12C	0.9600	C5—C6	1.387 (5)
C10'—C9	1.504 (8)	C5—H5	0.9300
C10'—H10D	0.9600	C6—C7	1.390 (5)
C10'—H10E	0.9600	C6—C9	1.527 (6)
C10'—H10F	0.9600	C7—H7	0.9300
C11'—C9	1.595 (9)	C8—Cu1ii	2.538 (4)
C11'—H11D	0.9600	C13—C14	1.368 (5)
C11'—H11E	0.9600	C13—H13	0.9300
C11'—H11F	0.9600	C14—C15	1.365 (6)
C12'—C9	1.502 (8)	C14—H14	0.9300
C12'—H12D	0.9600	C15—C16	1.382 (6)
C12'—H12E	0.9600	C15—H15	0.9300
C12'—H12F	0.9600	C16—C17	1.373 (5)
Cu1—O1	1.933 (2)	C16—H16	0.9300
Cu1—O3i	1.956 (2)	C17—C18	1.477 (5)
Cu1—N1	1.985 (3)	C18—C19	1.388 (5)
Cu1—N2	1.983 (3)	C19—C20	1.376 (5)
Cu1—C8i	2.538 (4)	C19—H19	0.9300
O1—C1	1.273 (4)	C20—C21	1.377 (6)
O2—C1	1.233 (5)	C20—H20	0.9300
O3—C8	1.279 (5)	C21—C22	1.372 (5)
O3—Cu1ii	1.956 (2)	C21—H21	0.9300
O4—C8	1.236 (4)	C22—H22	0.9300
C9—C10—H10A	109.5	C6—C5—C4	122.4 (3)
C9—C10—H10B	109.5	C6—C5—H5	118.8
H10A—C10—H10B	109.5	C4—C5—H5	118.8
C9—C10—H10C	109.5	C5—C6—C7	116.8 (3)
H10A—C10—H10C	109.5	C5—C6—C9	122.1 (3)
H10B—C10—H10C	109.5	C7—C6—C9	121.0 (4)
C9—C11—H11A	109.5	C2—C7—C6	121.8 (3)
C9—C11—H11B	109.5	C2—C7—H7	119.1
H11A—C11—H11B	109.5	C6—C7—H7	119.1
C9—C11—H11C	109.5	O4—C8—O3	122.7 (3)
H11A—C11—H11C	109.5	O4—C8—C4	119.8 (4)
H11B—C11—H11C	109.5	O3—C8—C4	117.5 (3)
C9—C12—H12A	109.5	O4—C8—Cu1ii	76.6 (2)
C9—C12—H12B	109.5	O3—C8—Cu1ii	49.07 (17)
H12A—C12—H12B	109.5	C4—C8—Cu1ii	155.9 (2)
C9—C12—H12C	109.5	C12—C9—C10'	131.1 (4)
H12A—C12—H12C	109.5	C12'—C9—C10'	115.1 (5)
H12B—C12—H12C	109.5	C12—C9—C11	108.0 (5)
C9—C10'—H10D	109.5	C12'—C9—C11	132.1 (5)
C9—C10'—H10E	109.5	C10'—C9—C11	58.7 (3)
H10D—C10'—H10E	109.5	C12—C9—C10	111.7 (5)
C9—C10'—H10F	109.5	C12'—C9—C10	78.2 (4)
H10D—C10'—H10F	109.5	C10'—C9—C10	49.7 (2)
H10E—C10'—H10F	109.5	C11—C9—C10	108.0 (4)
C9—C11'—H11D	109.5	C12—C9—C6	112.9 (4)
C9—C11'—H11E	109.5	C12'—C9—C6	113.5 (5)
H11D—C11'—H11E	109.5	C10'—C9—C6	115.8 (4)
C9—C11'—H11F	109.5	C11—C9—C6	110.0 (5)
H11D—C11'—H11F	109.5	C10—C9—C6	106.1 (5)
H11E—C11'—H11F	109.5	C12—C9—C11'	67.9 (3)
C9—C12'—H12D	109.5	C12'—C9—C11'	102.3 (4)
C9—C12'—H12E	109.5	C10'—C9—C11'	103.9 (5)
H12D—C12'—H12E	109.5	C11—C9—C11'	47.3 (2)
C9—C12'—H12F	109.5	C10—C9—C11'	146.9 (5)
H12D—C12'—H12F	109.5	C6—C9—C11'	103.9 (5)
H12E—C12'—H12F	109.5	N1—C13—C14	122.2 (4)
O1—Cu1—O3i	88.17 (11)	N1—C13—H13	118.9
O1—Cu1—N1	94.83 (11)	C14—C13—H13	118.9
O3i—Cu1—N1	172.79 (11)	C15—C14—C13	118.7 (4)
O1—Cu1—N2	173.34 (11)	C15—C14—H14	120.6
O3i—Cu1—N2	96.69 (11)	C13—C14—H14	120.6
N1—Cu1—N2	80.88 (11)	C14—C15—C16	119.8 (4)
O1—Cu1—C8i	82.87 (11)	C14—C15—H15	120.1
O3i—Cu1—C8i	29.60 (11)	C16—C15—H15	120.1
N2—Cu1—C8i	103.60 (11)	C17—C16—C15	119.0 (4)
N1—Cu1—C8i	144.33 (12)	C17—C16—H16	120.5
C1—O1—Cu1	106.8 (2)	C15—C16—H16	120.5
C8—O3—Cu1ii	101.3 (2)	N1—C17—C16	121.4 (3)
C17—N1—C13	118.9 (3)	N1—C17—C18	114.0 (3)
C17—N1—Cu1	115.6 (2)	C16—C17—C18	124.6 (3)
C13—N1—Cu1	125.4 (2)	N2—C18—C19	121.3 (3)
C22—N2—C18	118.9 (3)	N2—C18—C17	114.2 (3)
C22—N2—Cu1	125.8 (2)	C19—C18—C17	124.5 (3)
C18—N2—Cu1	115.3 (2)	C20—C19—C18	118.7 (4)
O2—C1—O1	123.0 (3)	C20—C19—H19	120.7
O2—C1—C2	120.3 (3)	C18—C19—H19	120.7
O1—C1—C2	116.7 (3)	C19—C20—C21	120.0 (4)
C3—C2—C7	120.3 (3)	C19—C20—H20	120.0
C3—C2—C1	120.6 (3)	C21—C20—H20	120.0
C7—C2—C1	119.1 (3)	C22—C21—C20	118.2 (4)
C2—C3—C4	119.3 (3)	C22—C21—H21	120.9
C2—C3—H3	120.4	C20—C21—H21	120.9
C4—C3—H3	120.4	N2—C22—C21	123.0 (4)
C5—C4—C3	119.4 (3)	N2—C22—H22	118.5
C5—C4—C8	119.7 (3)	C21—C22—H22	118.5
C3—C4—C8	120.9 (3)
O3i—Cu1—O1—C1	84.9 (3)	C3—C4—C8—Cu1ii	47.6 (8)
N1—Cu1—O1—C1	−101.7 (3)	C5—C6—C9—C12	−6.0 (7)
C8i—Cu1—O1—C1	114.1 (3)	C7—C6—C9—C12	174.1 (5)
O1—Cu1—N1—C17	176.4 (2)	C5—C6—C9—C12'	32.7 (7)
N2—Cu1—N1—C17	1.5 (2)	C7—C6—C9—C12'	−147.2 (5)
C8i—Cu1—N1—C17	−99.1 (3)	C5—C6—C9—C10'	169.2 (6)
N2—Cu1—N1—C13	−180.0 (3)	C7—C6—C9—C10'	−10.7 (8)
C8i—Cu1—N1—C13	79.4 (3)	C5—C6—C9—C11	−126.8 (5)
O3i—Cu1—N2—C22	−7.2 (3)	C7—C6—C9—C11	53.3 (7)
N1—Cu1—N2—C22	179.6 (3)	C5—C6—C9—C10	116.6 (5)
C8i—Cu1—N2—C22	−36.5 (3)	C7—C6—C9—C10	−63.3 (6)
O3i—Cu1—N2—C18	172.5 (2)	C5—C6—C9—C11'	−77.6 (6)
N1—Cu1—N2—C18	−0.6 (2)	C7—C6—C9—C11'	102.6 (5)
C8i—Cu1—N2—C18	143.3 (2)	C17—N1—C13—C14	1.8 (5)
Cu1—O1—C1—O2	17.2 (5)	Cu1—N1—C13—C14	−176.7 (3)
Cu1—O1—C1—C2	−162.2 (3)	N1—C13—C14—C15	−1.4 (6)
O2—C1—C2—C3	18.7 (6)	C13—C14—C15—C16	−0.1 (6)
O1—C1—C2—C3	−162.0 (3)	C14—C15—C16—C17	1.1 (6)
O2—C1—C2—C7	−160.4 (4)	C13—N1—C17—C16	−0.7 (5)
O1—C1—C2—C7	19.0 (5)	Cu1—N1—C17—C16	178.0 (3)
C7—C2—C3—C4	−0.7 (5)	C13—N1—C17—C18	179.3 (3)
C1—C2—C3—C4	−179.7 (3)	Cu1—N1—C17—C18	−2.1 (4)
C2—C3—C4—C5	1.7 (5)	C15—C16—C17—N1	−0.7 (6)
C2—C3—C4—C8	−178.1 (3)	C15—C16—C17—C18	179.3 (3)
C3—C4—C5—C6	−0.5 (5)	C22—N2—C18—C19	−0.1 (5)
C8—C4—C5—C6	179.3 (3)	Cu1—N2—C18—C19	−179.8 (3)
C4—C5—C6—C7	−1.7 (6)	C22—N2—C18—C17	179.5 (3)
C4—C5—C6—C9	178.4 (4)	Cu1—N2—C18—C17	−0.3 (4)
C3—C2—C7—C6	−1.7 (6)	N1—C17—C18—N2	1.5 (4)
C1—C2—C7—C6	177.4 (4)	C16—C17—C18—N2	−178.5 (3)
C5—C6—C7—C2	2.8 (6)	N1—C17—C18—C19	−178.9 (3)
C9—C6—C7—C2	−177.3 (4)	C16—C17—C18—C19	1.1 (5)
Cu1ii—O3—C8—O4	−22.7 (4)	N2—C18—C19—C20	0.4 (5)
Cu1ii—O3—C8—C4	155.6 (2)	C17—C18—C19—C20	−179.2 (3)
C5—C4—C8—O4	−3.7 (5)	C18—C19—C20—C21	−0.8 (6)
C3—C4—C8—O4	176.1 (3)	C19—C20—C21—C22	0.9 (6)
C5—C4—C8—O3	178.0 (3)	C18—N2—C22—C21	0.2 (5)
C3—C4—C8—O3	−2.2 (5)	Cu1—N2—C22—C21	180.0 (3)
C5—C4—C8—Cu1ii	−132.2 (6)	C20—C21—C22—N2	−0.6 (6)

Cu1—O1	1.933 (2)
Cu1—O3i	1.956 (2)
Cu1—N1	1.985 (3)
Cu1—N2	1.983 (3)

O1—Cu1—O3i	88.17 (11)
O1—Cu1—N1	94.83 (11)
O3i—Cu1—N1	172.79 (11)
O1—Cu1—N2	173.34 (11)
O3i—Cu1—N2	96.69 (11)
N1—Cu1—N2	80.88 (11)

Symmetry code: (i) .