catena-Poly[[[tetra-aqua-erbium(III)]-μ-oxalato-κO,O:O,O] [bromidobis(pyrazine-2-carboxyl-ato-κN,O)cuprate(II)] tetra-hydrate].

In the title heterometallic complex, {[Er(C(2)O(4))(H(2)O)(4)][CuBr(C(5)H(3)N(2)O(2))(2)]·4H(2)O}(n), the Er(III) atom is eight-coordin-ated by four O atoms from two centrosymmetric oxalate ligands and four water mol-ecules, displaying a bicapped trigonal-prismatic geometry. The oxalate ligands bridge the Er atoms into a polymeric cationic chain along [110]. The Cu(II) atom is five-coordinated in a square-pyramidal geometry by two pyrazine-2-carboxyl-ate ligands and a Br atom, forming a discrete anion. The polymeric cations, complex anions and uncoordinated water mol-ecules are self-assembled into a three-dimensional supra-molecular network through O-H⋯N, O-H⋯O and O-H⋯Br hydrogen bonds.

Related literature

For general background to the topologies and potential applications of transition metal–lanthanide complexes, see: Barbour (2006 ▶); Kong et al. (2008 ▶); Rao et al. (2004 ▶); Zhang et al. (2005 ▶); Zhao et al. (2003 ▶). For general background to transition metal–lanthanide complexes with organic ligands containing mixed-donor atoms, see: Costes et al. (2004 ▶); Deng et al. (1996 ▶); He et al. (2005 ▶); Liang et al. (2001 ▶); Mahata et al. (2005 ▶); Ma, Liu et al. (2009 ▶); Zhang et al. (2004 ▶). For heterometallic complexes constructed from pyrazine-2-carb­oxy­lic acid, see: Deng et al. (2008 ▶); Feng & Wen (2009 ▶). For general background to in situ reactions, see: Li et al. (2006 ▶); Ma, Zeng et al. (2009 ▶).

Experimental

Crystal data

[Er(C2O4)(H2O)4][Cun class="Chemical">Br(C5H3N2O2)2]·4H2O

M = 789.05

Triclinic,

a = 8.6678 (3) Å

b = 10.2623 (4) Å

c = 13.8748 (2) Å

α = 96.872 (1)°

β = 99.419 (1)°

γ = 99.748 (1)°

V = 1186.10 (6) Å3

Z = 2

Mo Kα radiation

μ = 6.18 mm−1

T = 295 K

0.26 × 0.25 × 0.19 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.232, T max = 0.324

14850 measured reflections

5260 independent reflections

4480 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.027

wR(F 2) = 0.072

S = 1.01

5260 reflections

316 parameters

24 restraints

H-atom parameters constrained

Δρmax = 1.59 e Å−3

Δρmin = −0.88 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (n class="Chemical">Bruker, 2007 ▶); 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/S1600536810025274/hy2323sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810025274/hy2323Isup2.hkl

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

[Er(C2O4)(H2O)4][CuBr(C5H3N2O2)2]·4H2O	Z = 2
Mr = 789.05	F(000) = 764
Triclinic, P1	Dx = 2.209 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.6678 (3) Å	Cell parameters from 5837 reflections
b = 10.2623 (4) Å	θ = 2.8–27.9°
c = 13.8748 (2) Å	µ = 6.18 mm−1
α = 96.872 (1)°	T = 295 K
β = 99.419 (1)°	Block, purple
γ = 99.748 (1)°	0.26 × 0.25 × 0.19 mm
V = 1186.10 (6) Å3

Bruker APEXII CCD diffractometer	5260 independent reflections
Radiation source: fine-focus sealed tube	4480 reflections with I > 2σ(I)
graphite	Rint = 0.023
φ and ω scan	θmax = 27.5°, θmin = 1.5°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→11
Tmin = 0.232, Tmax = 0.324	k = −13→13
14850 measured reflections	l = −18→17

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.072	H-atom parameters constrained
S = 1.01	w = 1/[σ2(Fo2) + (0.0399P)2 + 0.5356P] where P = (Fo2 + 2Fc2)/3
5260 reflections	(Δ/σ)max = 0.001
316 parameters	Δρmax = 1.59 e Å−3
24 restraints	Δρmin = −0.88 e Å−3

	x	y	z	Uiso*/Ueq
Er1	0.242464 (16)	0.750762 (12)	0.496898 (10)	0.02163 (6)
Br1	0.63182 (5)	0.80237 (4)	−0.05645 (3)	0.04494 (11)
Cu1	0.86112 (6)	0.70254 (4)	0.05289 (3)	0.03103 (11)
O1	0.8075 (3)	0.5245 (2)	−0.02710 (18)	0.0358 (6)
O2	0.8561 (4)	0.4105 (3)	−0.1609 (2)	0.0546 (8)
O3	0.9505 (3)	0.8638 (2)	0.14745 (18)	0.0371 (6)
O4	0.9256 (4)	0.9694 (3)	0.29159 (19)	0.0465 (7)
O5	0.5154 (3)	0.8333 (2)	0.49529 (17)	0.0275 (5)
O6	0.7024 (3)	1.0134 (2)	0.49841 (18)	0.0288 (5)
O7	0.0196 (3)	0.5961 (2)	0.40579 (16)	0.0305 (6)
O8	−0.1564 (3)	0.4115 (2)	0.40878 (17)	0.0310 (6)
N1	1.0142 (3)	0.7379 (3)	−0.03731 (19)	0.0270 (6)
N2	1.1892 (4)	0.7526 (3)	−0.1867 (2)	0.0360 (7)
N3	0.7441 (4)	0.6513 (3)	0.1585 (2)	0.0289 (6)
N4	0.5947 (4)	0.6246 (3)	0.3185 (2)	0.0413 (8)
C1	0.8766 (5)	0.5131 (3)	−0.1011 (2)	0.0320 (8)
C2	0.9942 (4)	0.6345 (3)	−0.1109 (2)	0.0271 (7)
C3	1.0800 (4)	0.6438 (4)	−0.1856 (3)	0.0326 (8)
H3	1.0617	0.5725	−0.2369	0.039*
C4	1.2098 (5)	0.8521 (4)	−0.1124 (3)	0.0358 (9)
H4	1.2867	0.9281	−0.1101	0.043*
C5	1.1210 (4)	0.8469 (3)	−0.0382 (3)	0.0317 (8)
H5	1.1361	0.9199	0.0113	0.038*
C6	0.8932 (4)	0.8711 (3)	0.2268 (3)	0.0310 (8)
C7	0.7757 (4)	0.7492 (3)	0.2364 (2)	0.0282 (7)
C8	0.6999 (5)	0.7350 (4)	0.3157 (3)	0.0353 (8)
H8	0.7226	0.8043	0.3687	0.042*
C9	0.5669 (5)	0.5284 (4)	0.2412 (3)	0.0433 (10)
H9	0.4962	0.4495	0.2417	0.052*
C10	0.6391 (5)	0.5408 (4)	0.1601 (3)	0.0384 (9)
H10	0.6144	0.4720	0.1067	0.046*
C11	0.5638 (4)	0.9558 (3)	0.4983 (2)	0.0228 (7)
C12	−0.0399 (4)	0.5024 (3)	0.4461 (2)	0.0241 (7)
O1W	0.3563 (3)	0.8151 (3)	0.66122 (17)	0.0430 (7)
H1W	0.4129	0.8882	0.6845	0.064*
H2W	0.3144	0.7877	0.7057	0.064*
O2W	0.0271 (3)	0.8392 (2)	0.5368 (2)	0.0409 (7)
H3W	0.0474	0.9082	0.5768	0.061*
H4W	−0.0580	0.7965	0.5443	0.061*
O3W	0.2166 (3)	0.7760 (2)	0.33238 (17)	0.0375 (6)
H5W	0.1866	0.7138	0.2865	0.056*
H6W	0.2701	0.8366	0.3118	0.056*
O4W	0.3673 (3)	0.5775 (2)	0.4469 (2)	0.0384 (6)
H7W	0.3347	0.4964	0.4398	0.058*
H8W	0.4410	0.5907	0.4168	0.058*
O5W	0.5945 (3)	0.0292 (3)	0.7338 (2)	0.0478 (7)
H9W	0.5749	0.0653	0.7851	0.072*
H10W	0.6603	−0.0171	0.7494	0.072*
O6W	0.8142 (4)	0.8544 (3)	0.7569 (2)	0.0604 (9)
H12W	0.8929	0.9105	0.7552	0.091*
H11W	0.8110	0.8507	0.8152	0.091*
O7W	0.7480 (3)	0.6941 (2)	0.5762 (2)	0.0387 (6)
H13W	0.6919	0.7345	0.5421	0.058*
H14W	0.7622	0.7313	0.6336	0.058*
O8W	0.5890 (4)	0.2199 (3)	0.8812 (2)	0.0631 (9)
H15W	0.6508	0.2917	0.8877	0.095*
H16W	0.5431	0.2229	0.9284	0.095*

	U11	U22	U33	U12	U13	U23
Er1	0.02294 (10)	0.01592 (8)	0.02381 (9)	−0.00464 (6)	0.00914 (6)	−0.00033 (6)
Br1	0.0424 (2)	0.0477 (2)	0.0447 (2)	0.00720 (19)	0.00907 (19)	0.00745 (19)
Cu1	0.0406 (3)	0.0249 (2)	0.0266 (2)	−0.00133 (19)	0.0166 (2)	−0.00292 (17)
O1	0.0452 (16)	0.0277 (12)	0.0329 (13)	−0.0031 (11)	0.0188 (12)	−0.0028 (10)
O2	0.081 (2)	0.0332 (14)	0.0424 (16)	−0.0094 (15)	0.0276 (16)	−0.0142 (12)
O3	0.0457 (16)	0.0303 (13)	0.0318 (14)	−0.0056 (12)	0.0169 (12)	−0.0033 (11)
O4	0.0581 (19)	0.0359 (14)	0.0379 (15)	−0.0042 (13)	0.0151 (14)	−0.0137 (12)
O5	0.0262 (12)	0.0159 (10)	0.0394 (14)	−0.0024 (9)	0.0106 (11)	0.0025 (10)
O6	0.0252 (13)	0.0185 (10)	0.0421 (14)	−0.0032 (10)	0.0138 (11)	0.0019 (10)
O7	0.0358 (14)	0.0237 (11)	0.0257 (12)	−0.0112 (10)	0.0053 (11)	0.0037 (10)
O8	0.0319 (13)	0.0282 (12)	0.0262 (12)	−0.0127 (10)	0.0053 (11)	0.0038 (10)
N1	0.0311 (16)	0.0243 (14)	0.0237 (14)	0.0014 (12)	0.0066 (12)	−0.0002 (11)
N2	0.0399 (18)	0.0391 (17)	0.0304 (16)	0.0028 (15)	0.0147 (14)	0.0063 (13)
N3	0.0342 (16)	0.0237 (14)	0.0293 (15)	0.0023 (12)	0.0133 (13)	−0.0002 (12)
N4	0.048 (2)	0.0419 (18)	0.0375 (18)	0.0063 (16)	0.0211 (16)	0.0071 (15)
C1	0.044 (2)	0.0243 (16)	0.0255 (17)	0.0000 (16)	0.0110 (16)	−0.0007 (14)
C2	0.0344 (19)	0.0274 (16)	0.0204 (16)	0.0061 (15)	0.0082 (14)	0.0024 (13)
C3	0.039 (2)	0.0337 (18)	0.0246 (17)	0.0051 (17)	0.0110 (16)	−0.0001 (15)
C4	0.035 (2)	0.0352 (19)	0.036 (2)	−0.0019 (17)	0.0102 (17)	0.0057 (16)
C5	0.0326 (19)	0.0286 (17)	0.0312 (19)	0.0014 (15)	0.0071 (16)	−0.0004 (14)
C6	0.0318 (19)	0.0271 (17)	0.0326 (19)	0.0021 (15)	0.0093 (16)	−0.0005 (15)
C7	0.0325 (19)	0.0268 (17)	0.0258 (17)	0.0069 (15)	0.0082 (15)	0.0009 (14)
C8	0.045 (2)	0.0345 (19)	0.0285 (19)	0.0096 (17)	0.0132 (17)	0.0025 (15)
C9	0.047 (2)	0.034 (2)	0.052 (2)	0.0019 (18)	0.025 (2)	0.0071 (18)
C10	0.044 (2)	0.0285 (18)	0.041 (2)	0.0000 (17)	0.0159 (18)	−0.0013 (16)
C11	0.0250 (17)	0.0201 (15)	0.0221 (16)	−0.0002 (14)	0.0081 (14)	−0.0002 (12)
C12	0.0269 (18)	0.0205 (15)	0.0227 (17)	−0.0021 (14)	0.0106 (14)	−0.0033 (13)
O1W	0.0475 (17)	0.0427 (15)	0.0261 (13)	−0.0250 (13)	0.0108 (12)	−0.0022 (11)
O2W	0.0306 (14)	0.0292 (13)	0.0579 (17)	−0.0072 (11)	0.0199 (13)	−0.0102 (12)
O3W	0.0540 (17)	0.0287 (12)	0.0239 (12)	−0.0092 (12)	0.0094 (12)	0.0016 (10)
O4W	0.0421 (15)	0.0188 (11)	0.0575 (17)	0.0002 (11)	0.0276 (13)	0.0015 (11)
O5W	0.0489 (18)	0.0379 (15)	0.0496 (17)	−0.0084 (13)	0.0054 (14)	0.0076 (13)
O6W	0.060 (2)	0.061 (2)	0.0511 (19)	−0.0132 (17)	0.0087 (16)	0.0095 (16)
O7W	0.0362 (15)	0.0275 (12)	0.0513 (16)	0.0036 (11)	0.0088 (13)	0.0043 (12)
O8W	0.061 (2)	0.059 (2)	0.067 (2)	−0.0046 (17)	0.0265 (18)	0.0014 (17)

Er1—O1W	2.300 (2)	C1—C2	1.504 (5)
Er1—O3W	2.307 (2)	C2—C3	1.375 (5)
Er1—O2W	2.326 (2)	C3—H3	0.9300
Er1—O4W	2.327 (2)	C4—C5	1.384 (5)
Er1—O8i	2.337 (2)	C4—H4	0.9300
Er1—O7	2.352 (2)	C5—H5	0.9300
Er1—O6ii	2.377 (2)	C6—C7	1.508 (5)
Er1—O5	2.379 (2)	C7—C8	1.382 (5)
Br1—Cu1	2.7158 (7)	C8—H8	0.9300
Cu1—O3	1.943 (2)	C9—C10	1.383 (5)
Cu1—O1	1.961 (2)	C9—H9	0.9300
Cu1—N3	1.985 (3)	C10—H10	0.9300
Cu1—N1	1.987 (3)	C11—C11ii	1.547 (6)
O1—C1	1.274 (4)	C12—C12i	1.553 (6)
O2—C1	1.228 (4)	O1W—H1W	0.8200
O3—C6	1.278 (4)	O1W—H2W	0.8200
O4—C6	1.229 (4)	O2W—H3W	0.8200
O5—C11	1.250 (4)	O2W—H4W	0.8200
O6—C11	1.245 (4)	O3W—H5W	0.8200
O6—Er1ii	2.377 (2)	O3W—H6W	0.8200
O7—C12	1.248 (4)	O4W—H7W	0.8200
O8—C12	1.246 (4)	O4W—H8W	0.8200
O8—Er1i	2.337 (2)	O5W—H9W	0.8200
N1—C5	1.328 (4)	O5W—H10W	0.8200
N1—C2	1.349 (4)	O6W—H12W	0.8200
N2—C4	1.329 (5)	O6W—H11W	0.8200
N2—C3	1.340 (5)	O7W—H13W	0.8200
N3—C10	1.334 (5)	O7W—H14W	0.8200
N3—C7	1.342 (4)	O8W—H15W	0.8200
N4—C9	1.328 (5)	O8W—H16W	0.8200
N4—C8	1.337 (5)
O1W—Er1—O3W	152.60 (9)	O2—C1—O1	124.3 (3)
O1W—Er1—O2W	85.77 (10)	O2—C1—C2	119.9 (3)
O3W—Er1—O2W	100.11 (10)	O1—C1—C2	115.8 (3)
O1W—Er1—O4W	103.65 (10)	N1—C2—C3	120.4 (3)
O3W—Er1—O4W	82.75 (9)	N1—C2—C1	114.4 (3)
O2W—Er1—O4W	153.97 (9)	C3—C2—C1	125.1 (3)
O1W—Er1—O8i	68.99 (8)	N2—C3—C2	121.9 (3)
O3W—Er1—O8i	138.02 (8)	N2—C3—H3	119.1
O2W—Er1—O8i	83.33 (9)	C2—C3—H3	119.1
O4W—Er1—O8i	77.78 (9)	N2—C4—C5	122.4 (3)
O1W—Er1—O7	136.09 (9)	N2—C4—H4	118.8
O3W—Er1—O7	70.96 (8)	C5—C4—H4	118.8
O2W—Er1—O7	76.34 (8)	N1—C5—C4	120.3 (3)
O4W—Er1—O7	80.30 (9)	N1—C5—H5	119.9
O8i—Er1—O7	69.32 (8)	C4—C5—H5	119.9
O1W—Er1—O6ii	80.45 (9)	O4—C6—O3	124.5 (3)
O3W—Er1—O6ii	76.48 (8)	O4—C6—C7	120.2 (3)
O2W—Er1—O6ii	70.57 (8)	O3—C6—C7	115.3 (3)
O4W—Er1—O6ii	134.44 (9)	N3—C7—C8	120.3 (3)
O8i—Er1—O6ii	141.07 (8)	N3—C7—C6	114.6 (3)
O7—Er1—O6ii	127.85 (8)	C8—C7—C6	125.1 (3)
O1W—Er1—O5	75.95 (9)	N4—C8—C7	121.9 (3)
O3W—Er1—O5	81.80 (9)	N4—C8—H8	119.1
O2W—Er1—O5	136.79 (8)	C7—C8—H8	119.1
O4W—Er1—O5	69.22 (8)	N4—C9—C10	122.5 (4)
O8i—Er1—O5	123.61 (8)	N4—C9—H9	118.7
O7—Er1—O5	141.32 (8)	C10—C9—H9	118.7
O6ii—Er1—O5	67.99 (7)	N3—C10—C9	120.0 (3)
O3—Cu1—O1	167.79 (12)	N3—C10—H10	120.0
O3—Cu1—N3	83.39 (11)	C9—C10—H10	120.0
O1—Cu1—N3	95.48 (11)	O6—C11—O5	127.1 (3)
O3—Cu1—N1	95.47 (11)	O6—C11—C11ii	117.2 (3)
O1—Cu1—N1	83.09 (10)	O5—C11—C11ii	115.8 (4)
N3—Cu1—N1	167.97 (12)	O7—C12—O8	127.0 (3)
O3—Cu1—Br1	97.11 (8)	O7—C12—C12i	116.8 (3)
O1—Cu1—Br1	95.08 (8)	O8—C12—C12i	116.3 (4)
N3—Cu1—Br1	98.49 (9)	Er1—O1W—H1W	124.5
N1—Cu1—Br1	93.53 (8)	Er1—O1W—H2W	122.6
C1—O1—Cu1	114.6 (2)	H1W—O1W—H2W	106.9
C6—O3—Cu1	115.0 (2)	Er1—O2W—H3W	116.9
C11—O5—Er1	119.8 (2)	Er1—O2W—H4W	126.3
C11—O6—Er1ii	119.3 (2)	H3W—O2W—H4W	107.1
C12—O7—Er1	118.4 (2)	Er1—O3W—H5W	124.0
C12—O8—Er1i	119.3 (2)	Er1—O3W—H6W	123.9
C5—N1—C2	118.2 (3)	H5W—O3W—H6W	107.0
C5—N1—Cu1	130.1 (2)	Er1—O4W—H7W	129.1
C2—N1—Cu1	111.5 (2)	Er1—O4W—H8W	120.7
C4—N2—C3	116.7 (3)	H7W—O4W—H8W	107.7
C10—N3—C7	118.4 (3)	H9W—O5W—H10W	107.1
C10—N3—Cu1	129.9 (2)	H12W—O6W—H11W	107.2
C7—N3—Cu1	111.6 (2)	H13W—O7W—H14W	107.4
C9—N4—C8	116.8 (3)	H15W—O8W—H16W	106.9
O3—Cu1—O1—C1	−89.6 (6)	C5—N1—C2—C3	−1.5 (5)
N3—Cu1—O1—C1	−173.7 (3)	Cu1—N1—C2—C3	174.7 (3)
N1—Cu1—O1—C1	−5.7 (3)	C5—N1—C2—C1	177.2 (3)
Br1—Cu1—O1—C1	87.2 (3)	Cu1—N1—C2—C1	−6.6 (4)
O1—Cu1—O3—C6	−89.5 (6)	O2—C1—C2—N1	−175.8 (3)
N3—Cu1—O3—C6	−4.1 (3)	O1—C1—C2—N1	2.1 (5)
N1—Cu1—O3—C6	−172.1 (3)	O2—C1—C2—C3	2.8 (6)
Br1—Cu1—O3—C6	93.7 (2)	O1—C1—C2—C3	−179.3 (3)
O1W—Er1—O5—C11	−84.7 (2)	C4—N2—C3—C2	−0.6 (5)
O3W—Er1—O5—C11	79.2 (2)	N1—C2—C3—N2	2.2 (5)
O2W—Er1—O5—C11	−16.8 (3)	C1—C2—C3—N2	−176.3 (3)
O4W—Er1—O5—C11	164.5 (3)	C3—N2—C4—C5	−1.7 (5)
O8i—Er1—O5—C11	−137.1 (2)	C2—N1—C5—C4	−0.7 (5)
O7—Er1—O5—C11	124.2 (2)	Cu1—N1—C5—C4	−176.1 (3)
O6ii—Er1—O5—C11	0.6 (2)	N2—C4—C5—N1	2.4 (6)
O1W—Er1—O7—C12	−19.6 (3)	Cu1—O3—C6—O4	−174.1 (3)
O3W—Er1—O7—C12	165.7 (3)	Cu1—O3—C6—C7	4.4 (4)
O2W—Er1—O7—C12	−88.3 (2)	C10—N3—C7—C8	−0.4 (5)
O4W—Er1—O7—C12	80.1 (2)	Cu1—N3—C7—C8	177.0 (3)
O8i—Er1—O7—C12	−0.4 (2)	C10—N3—C7—C6	−178.8 (3)
O6ii—Er1—O7—C12	−139.9 (2)	Cu1—N3—C7—C6	−1.4 (4)
O5—Er1—O7—C12	118.0 (2)	O4—C6—C7—N3	176.7 (3)
O3—Cu1—N1—C5	−9.8 (3)	O3—C6—C7—N3	−1.9 (5)
O1—Cu1—N1—C5	−177.6 (3)	O4—C6—C7—C8	−1.7 (6)
N3—Cu1—N1—C5	−93.8 (6)	O3—C6—C7—C8	179.8 (3)
Br1—Cu1—N1—C5	87.7 (3)	C9—N4—C8—C7	0.3 (6)
O3—Cu1—N1—C2	174.5 (2)	N3—C7—C8—N4	0.6 (6)
O1—Cu1—N1—C2	6.7 (2)	C6—C7—C8—N4	178.9 (3)
N3—Cu1—N1—C2	90.5 (6)	C8—N4—C9—C10	−1.4 (6)
Br1—Cu1—N1—C2	−88.0 (2)	C7—N3—C10—C9	−0.7 (5)
O3—Cu1—N3—C10	179.9 (3)	Cu1—N3—C10—C9	−177.5 (3)
O1—Cu1—N3—C10	−12.3 (3)	N4—C9—C10—N3	1.7 (6)
N1—Cu1—N3—C10	−94.9 (6)	Er1ii—O6—C11—O5	179.5 (3)
Br1—Cu1—N3—C10	83.7 (3)	Er1ii—O6—C11—C11ii	−0.3 (5)
O3—Cu1—N3—C7	2.9 (2)	Er1—O5—C11—O6	179.6 (3)
O1—Cu1—N3—C7	170.6 (2)	Er1—O5—C11—C11ii	−0.6 (4)
N1—Cu1—N3—C7	88.1 (6)	Er1—O7—C12—O8	−179.4 (3)
Br1—Cu1—N3—C7	−93.4 (2)	Er1—O7—C12—C12i	0.2 (5)
Cu1—O1—C1—O2	−178.5 (3)	Er1i—O8—C12—O7	−179.6 (3)
Cu1—O1—C1—C2	3.6 (4)	Er1i—O8—C12—C12i	0.8 (5)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O5Wiii	0.82	1.92	2.712 (3)	163
O1W—H2W···N2iv	0.82	2.01	2.823 (4)	168
O2W—H3W···O4ii	0.82	2.04	2.825 (3)	159
O2W—H4W···O7Wv	0.82	1.97	2.788 (4)	174
O3W—H5W···O2vi	0.82	1.97	2.781 (3)	167
O3W—H6W···O5Wvii	0.82	1.89	2.710 (4)	176
O4W—H7W···O7Wvii	0.82	1.94	2.758 (3)	178
O4W—H8W···N4	0.82	2.08	2.886 (4)	169
O5W—H9W···O8W	0.82	1.92	2.670 (4)	152
O5W—H10W···O6Wviii	0.82	2.03	2.835 (4)	168
O6W—H11W···Br1ix	0.82	2.59	3.299 (3)	146
O6W—H12W···O3x	0.82	2.57	3.238 (4)	139
O6W—H12W···O4x	0.82	2.07	2.866 (4)	164
O7W—H13W···O5	0.82	2.04	2.826 (3)	161
O7W—H14W···O6W	0.82	1.94	2.746 (4)	167
O8W—H15W···O1ix	0.82	2.58	3.351 (4)	157
O8W—H15W···O2ix	0.82	2.23	2.951 (4)	147
O8W—H16W···Br1vii	0.82	2.53	3.337 (3)	170

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W⋯O5Wi	0.82	1.92	2.712 (3)	163
O1W—H2W⋯N2ii	0.82	2.01	2.823 (4)	168
O2W—H3W⋯O4iii	0.82	2.04	2.825 (3)	159
O2W—H4W⋯O7Wiv	0.82	1.97	2.788 (4)	174
O3W—H5W⋯O2v	0.82	1.97	2.781 (3)	167
O3W—H6W⋯O5Wvi	0.82	1.89	2.710 (4)	176
O4W—H7W⋯O7Wvi	0.82	1.94	2.758 (3)	178
O4W—H8W⋯N4	0.82	2.08	2.886 (4)	169
O5W—H9W⋯O8W	0.82	1.92	2.670 (4)	152
O5W—H10W⋯O6Wvii	0.82	2.03	2.835 (4)	168
O6W—H11W⋯Br1viii	0.82	2.59	3.299 (3)	146
O6W—H12W⋯O3ix	0.82	2.57	3.238 (4)	139
O6W—H12W⋯O4ix	0.82	2.07	2.866 (4)	164
O7W—H13W⋯O5	0.82	2.04	2.826 (3)	161
O7W—H14W⋯O6W	0.82	1.94	2.746 (4)	167
O8W—H15W⋯O1viii	0.82	2.58	3.351 (4)	157
O8W—H15W⋯O2viii	0.82	2.23	2.951 (4)	147
O8W—H16W⋯Br1vi	0.82	2.53	3.337 (3)	170

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