Chlorido[2,2'-(oxydimethyl-ene)-dipyridine]copper(II) perchlorate-aqua-chlorido[2,2'-(oxydimethyl-ene)-dipyridine]copper(II) perchlorate (1/1).

The asymmetric unit of the title compound, [CuCl(C(12)H(12)N(2)O)][CuCl(C(12)H(12)N(2)O)(H(2)O)](ClO(4))(2), contains two different discrete cations. In one cation, the Cu(II) ion is coordinated in a slightly distorted square-planar geometry, while in the other the Cu(II) ion is in a slightly distorted square-pyramidal environment. In the crystal structure, there are O-H⋯O hydrogen bonds between coordinated water mol-ecules and perchlorate anions. Both types of cations are linked into one-dimensional chains along the b axis by weak electrostatic Cu⋯Cl inter-actions, with Cu⋯Cl distances of 2.8088 (16) and 3.2074 (17) Å.

Related literature

For related structures, see: Li (2007 ▶, 2008a ▶,b ▶).

Experimental

Crystal data

[CuCl(C12H12N2O)][CuCl(C12H12N2O)(H2O)](ClO4)2

M = 815.37

Triclinic,

a = 10.997 (2) Å

b = 12.882 (3) Å

c = 12.913 (3) Å

α = 97.174 (3)°

β = 112.031 (3)°

γ = 106.851 (3)°

V = 1565.7 (5) Å3

Z = 2

Mo Kα radiation

μ = 1.76 mm−1

T = 298 K

0.42 × 0.23 × 0.21 mm

Data collection

Bruker SMART APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.525, T max = 0.709

8530 measured reflections

6009 independent reflections

4063 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.062

wR(F 2) = 0.185

S = 1.05

6009 reflections

411 parameters

3 restraints

H-atom parameters constrained

Δρmax = 1.01 e Å−3

Δρmin = −0.60 e Å−3

Data collection: SMART (Bruker, 1997 ▶); cell refinement: SAINT (Bruker, 1997 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL and PLATON (Spek, 2009 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809027123/lh2860sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809027123/lh2860Isup2.hkl

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

[CuCl(C12H12N2O)][CuCl(C12H12N2O)(H2O)](ClO4)2	Z = 2
Mr = 815.37	F(000) = 824
Triclinic, P1	Dx = 1.730 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.997 (2) Å	Cell parameters from 2082 reflections
b = 12.882 (3) Å	θ = 2.2–23.8°
c = 12.913 (3) Å	µ = 1.76 mm−1
α = 97.174 (3)°	T = 298 K
β = 112.031 (3)°	Block, blue
γ = 106.851 (3)°	0.42 × 0.23 × 0.21 mm
V = 1565.7 (5) Å3

Bruker SMART APEX CCD diffractometer	6009 independent reflections
Radiation source: fine-focus sealed tube	4063 reflections with I > 2σ(I)
graphite	Rint = 0.024
φ and ω scans	θmax = 26.0°, θmin = 1.7°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→10
Tmin = 0.525, Tmax = 0.709	k = −15→15
8530 measured reflections	l = −15→15

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)] = 0.062	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.185	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.1088P)2] where P = (Fo2 + 2Fc2)/3
6009 reflections	(Δ/σ)max < 0.001
411 parameters	Δρmax = 1.01 e Å−3
3 restraints	Δρmin = −0.60 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
C1	0.6320 (7)	0.2031 (5)	1.2505 (5)	0.0595 (16)
H1	0.7080	0.2218	1.2317	0.071*
C2	0.6551 (8)	0.2240 (6)	1.3637 (6)	0.078 (2)
H2	0.7464	0.2573	1.4224	0.093*
C3	0.5399 (10)	0.1947 (7)	1.3902 (6)	0.085 (2)
H3	0.5543	0.2069	1.4671	0.102*
C4	0.4070 (9)	0.1483 (6)	1.3042 (6)	0.073 (2)
H4	0.3296	0.1303	1.3211	0.088*
C5	0.3891 (7)	0.1283 (5)	1.1908 (5)	0.0507 (14)
C6	0.2451 (6)	0.0723 (5)	1.0915 (5)	0.0567 (15)
H6A	0.2091	−0.0075	1.0855	0.068*
H6B	0.1803	0.1047	1.1031	0.068*
C7	0.1462 (6)	0.0206 (5)	0.8805 (5)	0.0583 (15)
H7A	0.0685	0.0471	0.8607	0.070*
H7B	0.1126	−0.0563	0.8852	0.070*
C8	0.2003 (6)	0.0257 (5)	0.7912 (5)	0.0499 (13)
C9	0.1103 (7)	−0.0147 (6)	0.6740 (6)	0.0661 (17)
H9	0.0131	−0.0438	0.6492	0.079*
C10	0.1668 (8)	−0.0112 (7)	0.5942 (6)	0.074 (2)
H10	0.1084	−0.0395	0.5153	0.089*
C11	0.3108 (8)	0.0351 (6)	0.6341 (5)	0.0664 (17)
H11	0.3509	0.0395	0.5821	0.080*
C12	0.3942 (6)	0.0742 (5)	0.7500 (5)	0.0514 (14)
H12	0.4914	0.1050	0.7763	0.062*
C13	0.1523 (7)	0.3151 (6)	0.6299 (5)	0.0659 (17)
H13	0.1544	0.2623	0.5751	0.079*
C14	0.2190 (6)	0.3236 (5)	0.7442 (5)	0.0572 (15)
H14	0.2672	0.2757	0.7668	0.069*
C15	0.0808 (7)	0.3866 (6)	0.5959 (5)	0.073 (2)
H15	0.0355	0.3836	0.5180	0.088*
C16	0.0780 (7)	0.4616 (6)	0.6790 (5)	0.0682 (18)
H16	0.0288	0.5091	0.6576	0.082*
C17	0.1485 (6)	0.4672 (5)	0.7953 (5)	0.0500 (13)
C18	0.1488 (7)	0.5490 (5)	0.8875 (5)	0.0558 (14)
H18A	0.2063	0.6247	0.8940	0.067*
H18B	0.0536	0.5460	0.8689	0.067*
C19	0.2582 (7)	0.6040 (5)	1.0978 (5)	0.0579 (15)
H19A	0.1815	0.6096	1.1152	0.069*
H19B	0.3072	0.6762	1.0898	0.069*
C20	0.3576 (6)	0.5727 (5)	1.1929 (5)	0.0489 (13)
C21	0.4126 (7)	0.6304 (6)	1.3080 (5)	0.0646 (17)
H21	0.3854	0.6890	1.3279	0.077*
C22	0.5060 (7)	0.6021 (6)	1.3923 (6)	0.0704 (18)
H22	0.5467	0.6431	1.4693	0.084*
C23	0.5389 (7)	0.5114 (6)	1.3611 (5)	0.0645 (17)
H23	0.5995	0.4882	1.4172	0.077*
C24	0.4815 (6)	0.4558 (5)	1.2464 (5)	0.0555 (15)
H24	0.5037	0.3944	1.2257	0.067*
Cl1	0.19499 (15)	0.84371 (14)	0.29265 (13)	0.0570 (4)
Cl2	0.89001 (17)	0.69411 (16)	0.70403 (14)	0.0648 (4)
Cl3	0.47655 (15)	0.34451 (11)	0.99732 (12)	0.0504 (4)
Cl4	0.65816 (14)	0.13410 (12)	1.00771 (12)	0.0496 (3)
Cu1	0.44927 (6)	0.12094 (6)	0.99775 (5)	0.0443 (2)
Cu2	0.31420 (7)	0.41888 (6)	0.99518 (5)	0.0482 (2)
N1	0.3943 (5)	0.4871 (4)	1.1630 (4)	0.0453 (10)
N2	0.2185 (5)	0.3987 (4)	0.8269 (4)	0.0483 (11)
N3	0.3399 (5)	0.0696 (4)	0.8284 (4)	0.0455 (10)
N4	0.4983 (5)	0.1550 (4)	1.1649 (4)	0.0492 (11)
O1	0.2589 (4)	0.0900 (3)	0.9887 (3)	0.0487 (9)
O2	0.2049 (4)	0.5195 (3)	0.9940 (3)	0.0533 (10)
O3	1.0211 (5)	0.7169 (5)	0.6997 (5)	0.0934 (16)
O4	0.8206 (10)	0.7530 (10)	0.6406 (10)	0.221 (5)
O5	0.9105 (10)	0.7257 (15)	0.8086 (7)	0.335 (10)
O6	0.8156 (9)	0.5888 (7)	0.6593 (12)	0.253 (7)
O7	0.1715 (12)	0.7738 (12)	0.3473 (14)	0.304 (9)
O8	0.3380 (7)	0.8819 (6)	0.3202 (8)	0.157 (3)
O9	0.1338 (12)	0.7967 (16)	0.1870 (8)	0.356 (12)
O10	0.1404 (10)	0.9200 (9)	0.3042 (11)	0.218 (5)
O11	0.1331 (5)	0.2760 (4)	0.9973 (4)	0.0675 (11)
H11A	0.1292	0.3169	1.0566	0.101*
H11B	0.0516	0.2676	0.9381	0.101*

	U11	U22	U33	U12	U13	U23
C1	0.065 (4)	0.061 (4)	0.047 (3)	0.026 (3)	0.018 (3)	0.009 (3)
C2	0.082 (5)	0.078 (5)	0.053 (4)	0.030 (4)	0.012 (4)	0.004 (3)
C3	0.125 (7)	0.099 (6)	0.048 (4)	0.060 (6)	0.042 (5)	0.017 (4)
C4	0.102 (6)	0.080 (5)	0.072 (5)	0.050 (5)	0.057 (5)	0.031 (4)
C5	0.071 (4)	0.045 (3)	0.057 (3)	0.033 (3)	0.039 (3)	0.019 (3)
C6	0.065 (4)	0.056 (4)	0.072 (4)	0.030 (3)	0.046 (3)	0.023 (3)
C7	0.042 (3)	0.061 (4)	0.070 (4)	0.021 (3)	0.019 (3)	0.018 (3)
C8	0.047 (3)	0.048 (3)	0.056 (3)	0.024 (3)	0.018 (3)	0.018 (3)
C9	0.045 (3)	0.071 (4)	0.064 (4)	0.023 (3)	0.005 (3)	0.016 (3)
C10	0.077 (5)	0.088 (5)	0.049 (4)	0.039 (4)	0.012 (3)	0.017 (4)
C11	0.083 (5)	0.072 (5)	0.052 (4)	0.033 (4)	0.032 (3)	0.018 (3)
C12	0.054 (3)	0.060 (4)	0.046 (3)	0.024 (3)	0.024 (3)	0.020 (3)
C13	0.079 (5)	0.060 (4)	0.053 (4)	0.015 (4)	0.033 (3)	0.008 (3)
C14	0.066 (4)	0.052 (4)	0.047 (3)	0.016 (3)	0.024 (3)	0.008 (3)
C15	0.078 (5)	0.085 (5)	0.041 (4)	0.016 (4)	0.021 (3)	0.014 (3)
C16	0.073 (4)	0.078 (5)	0.048 (4)	0.030 (4)	0.017 (3)	0.025 (3)
C17	0.047 (3)	0.052 (4)	0.047 (3)	0.013 (3)	0.020 (3)	0.017 (3)
C18	0.061 (4)	0.054 (4)	0.054 (3)	0.027 (3)	0.022 (3)	0.018 (3)
C19	0.080 (4)	0.053 (4)	0.056 (4)	0.037 (3)	0.037 (3)	0.015 (3)
C20	0.055 (3)	0.046 (3)	0.050 (3)	0.017 (3)	0.029 (3)	0.009 (3)
C21	0.086 (5)	0.062 (4)	0.049 (4)	0.032 (4)	0.031 (3)	0.009 (3)
C22	0.081 (5)	0.076 (5)	0.049 (4)	0.022 (4)	0.032 (3)	0.002 (3)
C23	0.063 (4)	0.072 (5)	0.046 (3)	0.021 (3)	0.013 (3)	0.016 (3)
C24	0.070 (4)	0.048 (3)	0.051 (3)	0.023 (3)	0.027 (3)	0.016 (3)
Cl1	0.0530 (9)	0.0720 (11)	0.0519 (9)	0.0266 (8)	0.0252 (7)	0.0185 (8)
Cl2	0.0521 (9)	0.0780 (12)	0.0550 (9)	0.0191 (8)	0.0207 (7)	0.0063 (8)
Cl3	0.0574 (8)	0.0420 (8)	0.0598 (8)	0.0232 (6)	0.0293 (7)	0.0150 (6)
Cl4	0.0424 (7)	0.0506 (8)	0.0599 (8)	0.0209 (6)	0.0233 (6)	0.0149 (6)
Cu1	0.0410 (4)	0.0507 (4)	0.0428 (4)	0.0176 (3)	0.0196 (3)	0.0103 (3)
Cu2	0.0602 (5)	0.0470 (4)	0.0409 (4)	0.0263 (3)	0.0209 (3)	0.0102 (3)
N1	0.054 (3)	0.041 (3)	0.041 (2)	0.016 (2)	0.021 (2)	0.010 (2)
N2	0.057 (3)	0.041 (3)	0.043 (3)	0.014 (2)	0.021 (2)	0.010 (2)
N3	0.046 (3)	0.045 (3)	0.043 (3)	0.017 (2)	0.017 (2)	0.010 (2)
N4	0.063 (3)	0.048 (3)	0.047 (3)	0.027 (2)	0.030 (2)	0.016 (2)
O1	0.049 (2)	0.051 (2)	0.057 (2)	0.0208 (18)	0.0314 (19)	0.0182 (19)
O2	0.066 (3)	0.054 (2)	0.045 (2)	0.033 (2)	0.0210 (18)	0.0109 (18)
O3	0.061 (3)	0.107 (4)	0.113 (4)	0.026 (3)	0.042 (3)	0.029 (3)
O4	0.147 (8)	0.260 (12)	0.351 (15)	0.151 (9)	0.128 (9)	0.141 (11)
O5	0.136 (8)	0.70 (3)	0.089 (6)	0.059 (12)	0.076 (6)	−0.015 (10)
O6	0.111 (6)	0.093 (6)	0.52 (2)	−0.001 (5)	0.152 (10)	0.014 (9)
O7	0.200 (10)	0.398 (19)	0.52 (2)	0.167 (12)	0.248 (14)	0.384 (19)
O8	0.078 (4)	0.124 (6)	0.285 (10)	0.039 (4)	0.084 (5)	0.091 (6)
O9	0.201 (11)	0.66 (3)	0.104 (7)	0.225 (16)	−0.020 (7)	−0.122 (12)
O10	0.153 (7)	0.171 (9)	0.366 (14)	0.118 (7)	0.112 (8)	0.048 (9)
O11	0.071 (3)	0.066 (3)	0.066 (3)	0.019 (2)	0.035 (2)	0.019 (2)

C1—N4	1.360 (7)	C17—C18	1.486 (8)
C1—C2	1.364 (8)	C18—O2	1.430 (6)
C1—H1	0.9300	C18—H18A	0.9700
C2—C3	1.394 (11)	C18—H18B	0.9700
C2—H2	0.9300	C19—O2	1.415 (6)
C3—C4	1.356 (10)	C19—C20	1.496 (8)
C3—H3	0.9300	C19—H19A	0.9700
C4—C5	1.381 (8)	C19—H19B	0.9700
C4—H4	0.9300	C20—N1	1.340 (7)
C5—N4	1.328 (7)	C20—C21	1.385 (8)
C5—C6	1.502 (9)	C21—C22	1.360 (9)
C6—O1	1.430 (6)	C21—H21	0.9300
C6—H6A	0.9700	C22—C23	1.377 (9)
C6—H6B	0.9700	C22—H22	0.9300
C7—O1	1.426 (7)	C23—C24	1.370 (8)
C7—C8	1.483 (8)	C23—H23	0.9300
C7—H7A	0.9700	C24—N1	1.342 (7)
C7—H7B	0.9700	C24—H24	0.9300
C8—N3	1.335 (7)	Cl1—O7	1.239 (8)
C8—C9	1.386 (8)	Cl1—O9	1.244 (8)
C9—C10	1.388 (10)	Cl1—O10	1.313 (7)
C9—H9	0.9300	Cl1—O8	1.389 (6)
C10—C11	1.376 (9)	Cl2—O5	1.273 (7)
C10—H10	0.9300	Cl2—O6	1.285 (8)
C11—C12	1.360 (8)	Cl2—O4	1.360 (8)
C11—H11	0.9300	Cl2—O3	1.409 (5)
C12—N3	1.353 (7)	Cl3—Cu2	2.2511 (15)
C12—H12	0.9300	Cl4—Cu1	2.2067 (14)
C13—C14	1.353 (8)	Cu1—N3	1.968 (4)
C13—C15	1.386 (9)	Cu1—O1	1.970 (3)
C13—H13	0.9300	Cu1—N4	1.973 (4)
C14—N2	1.352 (7)	Cu2—N2	1.970 (4)
C14—H14	0.9300	Cu2—N1	1.972 (4)
C15—C16	1.367 (9)	Cu2—O2	2.005 (4)
C15—H15	0.9300	Cu2—O11	2.298 (4)
C16—C17	1.389 (8)	O11—H11A	0.8969
C16—H16	0.9300	O11—H11B	0.8995
C17—N2	1.336 (7)
N4—C1—C2	120.2 (6)	C20—C19—H19B	110.1
N4—C1—H1	119.9	H19A—C19—H19B	108.4
C2—C1—H1	119.9	N1—C20—C21	120.4 (5)
C1—C2—C3	119.1 (7)	N1—C20—C19	117.7 (5)
C1—C2—H2	120.5	C21—C20—C19	121.9 (5)
C3—C2—H2	120.5	C22—C21—C20	120.6 (6)
C4—C3—C2	120.2 (6)	C22—C21—H21	119.7
C4—C3—H3	119.9	C20—C21—H21	119.7
C2—C3—H3	119.9	C21—C22—C23	118.5 (6)
C3—C4—C5	118.6 (7)	C21—C22—H22	120.8
C3—C4—H4	120.7	C23—C22—H22	120.8
C5—C4—H4	120.7	C24—C23—C22	119.2 (6)
N4—C5—C4	121.6 (6)	C24—C23—H23	120.4
N4—C5—C6	117.1 (5)	C22—C23—H23	120.4
C4—C5—C6	121.3 (6)	N1—C24—C23	122.1 (6)
O1—C6—C5	107.2 (5)	N1—C24—H24	119.0
O1—C6—H6A	110.3	C23—C24—H24	119.0
C5—C6—H6A	110.3	O7—Cl1—O9	109.6 (11)
O1—C6—H6B	110.3	O7—Cl1—O10	111.8 (7)
C5—C6—H6B	110.3	O9—Cl1—O10	104.2 (8)
H6A—C6—H6B	108.5	O7—Cl1—O8	108.2 (6)
O1—C7—C8	108.0 (5)	O9—Cl1—O8	105.6 (7)
O1—C7—H7A	110.1	O10—Cl1—O8	117.1 (6)
C8—C7—H7A	110.1	O5—Cl2—O6	111.9 (9)
O1—C7—H7B	110.1	O5—Cl2—O4	108.8 (9)
C8—C7—H7B	110.1	O6—Cl2—O4	108.4 (7)
H7A—C7—H7B	108.4	O5—Cl2—O3	109.3 (5)
N3—C8—C9	121.3 (5)	O6—Cl2—O3	109.4 (5)
N3—C8—C7	117.1 (5)	O4—Cl2—O3	108.9 (5)
C9—C8—C7	121.6 (6)	N3—Cu1—O1	80.97 (17)
C8—C9—C10	119.2 (6)	N3—Cu1—N4	161.79 (19)
C8—C9—H9	120.4	O1—Cu1—N4	81.04 (17)
C10—C9—H9	120.4	N3—Cu1—Cl4	98.72 (13)
C11—C10—C9	118.8 (6)	O1—Cu1—Cl4	173.09 (12)
C11—C10—H10	120.6	N4—Cu1—Cl4	98.80 (14)
C9—C10—H10	120.6	N2—Cu2—N1	159.85 (19)
C12—C11—C10	119.5 (6)	N2—Cu2—O2	80.78 (17)
C12—C11—H11	120.2	N1—Cu2—O2	80.45 (16)
C10—C11—H11	120.2	N2—Cu2—Cl3	98.32 (14)
N3—C12—C11	122.0 (6)	N1—Cu2—Cl3	98.09 (13)
N3—C12—H12	119.0	O2—Cu2—Cl3	165.86 (13)
C11—C12—H12	119.0	N2—Cu2—O11	93.89 (17)
C14—C13—C15	118.8 (6)	N1—Cu2—O11	92.93 (17)
C14—C13—H13	120.6	O2—Cu2—O11	88.68 (16)
C15—C13—H13	120.6	Cl3—Cu2—O11	105.46 (12)
N2—C14—C13	122.7 (6)	C20—N1—C24	119.1 (5)
N2—C14—H14	118.6	C20—N1—Cu2	115.3 (4)
C13—C14—H14	118.6	C24—N1—Cu2	125.5 (4)
C16—C15—C13	118.8 (6)	C17—N2—C14	119.1 (5)
C16—C15—H15	120.6	C17—N2—Cu2	115.1 (4)
C13—C15—H15	120.6	C14—N2—Cu2	125.8 (4)
C15—C16—C17	120.2 (6)	C8—N3—C12	119.2 (5)
C15—C16—H16	119.9	C8—N3—Cu1	115.0 (4)
C17—C16—H16	119.9	C12—N3—Cu1	125.8 (4)
N2—C17—C16	120.4 (6)	C5—N4—C1	120.3 (5)
N2—C17—C18	118.3 (5)	C5—N4—Cu1	115.0 (4)
C16—C17—C18	121.3 (6)	C1—N4—Cu1	124.6 (4)
O2—C18—C17	107.8 (5)	C7—O1—C6	117.4 (5)
O2—C18—H18A	110.2	C7—O1—Cu1	115.1 (3)
C17—C18—H18A	110.2	C6—O1—Cu1	115.1 (3)
O2—C18—H18B	110.2	C19—O2—C18	117.2 (4)
C17—C18—H18B	110.2	C19—O2—Cu2	115.9 (3)
H18A—C18—H18B	108.5	C18—O2—Cu2	115.2 (3)
O2—C19—C20	107.9 (4)	Cu2—O11—H11A	94.6
O2—C19—H19A	110.1	Cu2—O11—H11B	109.4
C20—C19—H19A	110.1	H11A—O11—H11B	101.6
O2—C19—H19B	110.1
N4—C1—C2—C3	0.5 (10)	O11—Cu2—N2—C17	96.4 (4)
C1—C2—C3—C4	−1.4 (11)	N1—Cu2—N2—C14	166.6 (5)
C2—C3—C4—C5	1.7 (11)	O2—Cu2—N2—C14	−171.9 (5)
C3—C4—C5—N4	−1.1 (10)	Cl3—Cu2—N2—C14	22.4 (5)
C3—C4—C5—C6	177.2 (6)	O11—Cu2—N2—C14	−83.8 (5)
N4—C5—C6—O1	−16.3 (7)	C9—C8—N3—C12	−0.3 (8)
C4—C5—C6—O1	165.4 (5)	C7—C8—N3—C12	178.8 (5)
O1—C7—C8—N3	13.7 (7)	C9—C8—N3—Cu1	−179.5 (4)
O1—C7—C8—C9	−167.1 (5)	C7—C8—N3—Cu1	−0.3 (6)
N3—C8—C9—C10	1.2 (9)	C11—C12—N3—C8	−0.2 (8)
C7—C8—C9—C10	−177.9 (6)	C11—C12—N3—Cu1	178.9 (4)
C8—C9—C10—C11	−1.6 (10)	O1—Cu1—N3—C8	−9.1 (4)
C9—C10—C11—C12	1.2 (10)	N4—Cu1—N3—C8	−0.1 (8)
C10—C11—C12—N3	−0.3 (10)	Cl4—Cu1—N3—C8	163.9 (4)
C15—C13—C14—N2	0.2 (10)	O1—Cu1—N3—C12	171.7 (5)
C14—C13—C15—C16	−1.2 (10)	N4—Cu1—N3—C12	−179.2 (5)
C13—C15—C16—C17	1.4 (10)	Cl4—Cu1—N3—C12	−15.2 (5)
C15—C16—C17—N2	−0.6 (9)	C4—C5—N4—C1	0.1 (8)
C15—C16—C17—C18	179.2 (6)	C6—C5—N4—C1	−178.2 (5)
N2—C17—C18—O2	−11.5 (7)	C4—C5—N4—Cu1	−179.3 (5)
C16—C17—C18—O2	168.8 (5)	C6—C5—N4—Cu1	2.3 (6)
O2—C19—C20—N1	10.1 (7)	C2—C1—N4—C5	0.1 (9)
O2—C19—C20—C21	−171.0 (5)	C2—C1—N4—Cu1	179.6 (5)
N1—C20—C21—C22	0.8 (9)	N3—Cu1—N4—C5	−0.5 (8)
C19—C20—C21—C22	−178.0 (6)	O1—Cu1—N4—C5	8.5 (4)
C20—C21—C22—C23	−3.2 (10)	Cl4—Cu1—N4—C5	−164.5 (4)
C21—C22—C23—C24	2.7 (10)	N3—Cu1—N4—C1	−180.0 (5)
C22—C23—C24—N1	0.3 (10)	O1—Cu1—N4—C1	−170.9 (5)
C21—C20—N1—C24	2.1 (8)	Cl4—Cu1—N4—C1	16.1 (5)
C19—C20—N1—C24	−179.0 (5)	C8—C7—O1—C6	−161.6 (4)
C21—C20—N1—Cu2	−177.1 (4)	C8—C7—O1—Cu1	−21.1 (6)
C19—C20—N1—Cu2	1.8 (6)	C5—C6—O1—C7	163.5 (4)
C23—C24—N1—C20	−2.7 (8)	C5—C6—O1—Cu1	23.1 (5)
C23—C24—N1—Cu2	176.4 (4)	N3—Cu1—O1—C7	17.4 (4)
N2—Cu2—N1—C20	12.5 (8)	N4—Cu1—O1—C7	−159.8 (4)
O2—Cu2—N1—C20	−9.0 (4)	Cl4—Cu1—O1—C7	−70.6 (10)
Cl3—Cu2—N1—C20	156.7 (4)	N3—Cu1—O1—C6	158.8 (4)
O11—Cu2—N1—C20	−97.2 (4)	N4—Cu1—O1—C6	−18.4 (4)
N2—Cu2—N1—C24	−166.6 (5)	Cl4—Cu1—O1—C6	70.8 (11)
O2—Cu2—N1—C24	171.8 (5)	C20—C19—O2—C18	−158.7 (5)
Cl3—Cu2—N1—C24	−22.4 (5)	C20—C19—O2—Cu2	−17.4 (6)
O11—Cu2—N1—C24	83.7 (5)	C17—C18—O2—C19	159.6 (5)
C16—C17—N2—C14	−0.5 (8)	C17—C18—O2—Cu2	18.0 (6)
C18—C17—N2—C14	179.8 (5)	N2—Cu2—O2—C19	−157.4 (4)
C16—C17—N2—Cu2	179.3 (4)	N1—Cu2—O2—C19	15.3 (4)
C18—C17—N2—Cu2	−0.4 (7)	Cl3—Cu2—O2—C19	−69.9 (6)
C13—C14—N2—C17	0.6 (9)	O11—Cu2—O2—C19	108.5 (4)
C13—C14—N2—Cu2	−179.1 (5)	N2—Cu2—O2—C18	−15.2 (4)
N1—Cu2—N2—C17	−13.2 (8)	N1—Cu2—O2—C18	157.4 (4)
O2—Cu2—N2—C17	8.4 (4)	Cl3—Cu2—O2—C18	72.2 (6)
Cl3—Cu2—N2—C17	−157.4 (4)	O11—Cu2—O2—C18	−109.4 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O11—H11A···O5i	0.90	2.05	2.725 (8)	131
O11—H11B···O9ii	0.90	1.92	2.787 (10)	163

Cl3—Cu2	2.2511 (15)
Cl4—Cu1	2.2067 (14)
Cu1—N3	1.968 (4)
Cu1—O1	1.970 (3)
Cu1—N4	1.973 (4)
Cu2—N2	1.970 (4)
Cu2—N1	1.972 (4)
Cu2—O2	2.005 (4)
Cu2—O11	2.298 (4)

N3—Cu1—O1	80.97 (17)
N3—Cu1—N4	161.79 (19)
O1—Cu1—N4	81.04 (17)
N3—Cu1—Cl4	98.72 (13)
O1—Cu1—Cl4	173.09 (12)
N4—Cu1—Cl4	98.80 (14)
N2—Cu2—N1	159.85 (19)
N2—Cu2—O2	80.78 (17)
N1—Cu2—O2	80.45 (16)
N2—Cu2—Cl3	98.32 (14)
N1—Cu2—Cl3	98.09 (13)
O2—Cu2—Cl3	165.86 (13)
N2—Cu2—O11	93.89 (17)
N1—Cu2—O11	92.93 (17)
O2—Cu2—O11	88.68 (16)
Cl3—Cu2—O11	105.46 (12)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O11—H11A⋯O5i	0.90	2.05	2.725 (8)	131
O11—H11B⋯O9ii	0.90	1.92	2.787 (10)	163

Symmetry codes: (i) ; (ii) .