(4'-All-yloxy-2,2':6',2''-terpyridine)(dibenzoyl-methanido)dinitratoerbium(III) acetonitrile solvate.

The title complex, [Er(C(15)H(11)O(2))(NO(3))(2)(C(18)H(15)N(3)O)]·CH(3)CN, has been synthesized from 4'-all-yloxy-2,2':6',2''-terpyridine (altpy), dibenzoyl-methane and erbium nitrate. The distorted monocapped square anti-prismatic coordination polyhedron is formed by a bidentate dibenzoyl-methanide residue, a tridentate altpy ligand and two nitrate anions that act as bidentate ligands and occupy mutually trans sites.

Related literature

For the use of lanthanide complexes as functional materials, see: Sun et al. (2005 ▶). For antenna effects, see: Sabbatini et al. (1993 ▶). For related structures, see: Niu et al. (1997 ▶); Neelgund et al. (2007 ▶); Fukuda et al. (2002 ▶); Hunter et al. (2007 ▶).

Experimental

Crystal data

[Er(C15H11O2)(n class="Chemical">NO3)2(C18H15N3O)]·C2H3N

M = 844.90

Monoclinic,

a = 13.245 (4) Å

b = 15.871 (4) Å

c = 16.135 (5) Å

β = 103.374 (6)°

V = 3299.8 (16) Å3

Z = 4

Mo Kα radiation

μ = 2.61 mm−1

T = 173 K

0.26 × 0.24 × 0.22 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1997 ▶) T min = 0.550, T max = 0.598

15598 measured reflections

6429 independent reflections

4383 reflections with I > 2σ(I)

R int = 0.052

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.088

S = 1.04

6429 reflections

460 parameters

H-atom parameters constrained

Δρmax = 1.65 e Å−3

Δρmin = −1.14 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/S1600536809055032/si2232sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809055032/si2232Isup2.hkl

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

[Er(C15H11O2)(NO3)2(C18H15N3O)]·C2H3N	F(000) = 1684
Mr = 844.90	Dx = 1.701 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 4650 reflections
a = 13.245 (4) Å	θ = 2.6–26.6°
b = 15.871 (4) Å	µ = 2.61 mm−1
c = 16.135 (5) Å	T = 173 K
β = 103.374 (6)°	Block, yellow
V = 3299.8 (16) Å3	0.26 × 0.24 × 0.22 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	6429 independent reflections
Radiation source: fine-focus sealed tube	4383 reflections with I > 2σ(I)
graphite	Rint = 0.052
φ and ω scans	θmax = 26.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 1997)	h = −11→16
Tmin = 0.550, Tmax = 0.598	k = −19→19
15598 measured reflections	l = −19→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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.088	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0365P)2] where P = (Fo2 + 2Fc2)/3
6429 reflections	(Δ/σ)max = 0.002
460 parameters	Δρmax = 1.65 e Å−3
0 restraints	Δρmin = −1.14 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
Er1	0.756234 (17)	0.801711 (15)	0.037240 (16)	0.01847 (8)
O2	0.6625 (3)	0.6940 (2)	0.0666 (2)	0.0255 (9)
O9	0.7831 (3)	0.8367 (3)	0.1870 (3)	0.0384 (11)
N5	0.6926 (4)	0.8638 (3)	0.1844 (3)	0.0277 (12)
O3	0.8761 (3)	0.7066 (2)	0.0928 (2)	0.0278 (9)
O8	0.6304 (3)	0.8630 (3)	0.1117 (2)	0.0306 (10)
N2	0.7337 (3)	0.9511 (3)	0.0000 (3)	0.0227 (10)
C13	0.4028 (4)	0.8715 (4)	−0.1717 (4)	0.0326 (15)
H13A	0.3365	0.8842	−0.2069	0.039*
N1	0.9170 (3)	0.8903 (3)	0.0826 (3)	0.0257 (11)
N3	0.5943 (3)	0.8339 (3)	−0.0678 (3)	0.0244 (11)
C26	0.7835 (4)	0.5834 (4)	0.1087 (3)	0.0235 (13)
H26	0.7901	0.5246	0.1200	0.028*
C24	0.5947 (4)	0.5659 (3)	0.1060 (4)	0.0240 (13)
C6	0.8061 (4)	1.0085 (4)	0.0366 (4)	0.0244 (13)
C20	0.4118 (4)	0.5409 (4)	0.0781 (4)	0.0333 (15)
H20A	0.3431	0.5574	0.0511	0.040*
C23	0.6107 (4)	0.4949 (4)	0.1589 (4)	0.0280 (14)
H23A	0.6792	0.4786	0.1864	0.034*
O7	0.6658 (3)	0.8903 (3)	0.2473 (3)	0.0425 (12)
C1	1.0107 (4)	0.8569 (4)	0.1162 (4)	0.0296 (14)
H1A	1.0168	0.7973	0.1201	0.035*
C18	0.9133 (5)	1.2961 (4)	0.0249 (4)	0.0433 (16)
H18A	0.9352	1.2855	0.0843	0.052*
H18B	0.9627	1.3111	−0.0068	0.052*
C33	1.0601 (4)	0.6243 (4)	0.1839 (4)	0.0282 (14)
H33A	1.0537	0.6808	0.2013	0.034*
C27	0.8725 (4)	0.6284 (4)	0.1095 (4)	0.0254 (13)
C25	0.6834 (4)	0.6185 (4)	0.0921 (3)	0.0233 (13)
C4	0.9941 (4)	1.0266 (4)	0.1053 (4)	0.0290 (14)
H4A	0.9867	1.0861	0.1012	0.035*
C3	1.0896 (4)	0.9908 (4)	0.1391 (3)	0.0284 (14)
H3A	1.1490	1.0255	0.1579	0.034*
C19	0.4941 (4)	0.5886 (4)	0.0659 (3)	0.0272 (14)
H19A	0.4821	0.6368	0.0301	0.033*
C5	0.9095 (4)	0.9748 (3)	0.0775 (4)	0.0246 (13)
C28	0.9739 (4)	0.5836 (4)	0.1333 (4)	0.0252 (13)
C11	0.5651 (4)	0.9147 (4)	−0.0845 (3)	0.0228 (13)
C22	0.5273 (4)	0.4488 (4)	0.1709 (4)	0.0326 (15)
H22A	0.5386	0.4020	0.2087	0.039*
C14	0.4322 (4)	0.7896 (4)	−0.1555 (3)	0.0283 (14)
H14A	0.3874	0.7448	−0.1798	0.034*
C15	0.5281 (4)	0.7731 (4)	−0.1033 (3)	0.0247 (13)
H15A	0.5482	0.7161	−0.0920	0.030*
C29	0.9859 (4)	0.5007 (4)	0.1094 (4)	0.0371 (16)
H29A	0.9283	0.4713	0.0758	0.044*
C10	0.6405 (4)	0.9802 (3)	−0.0439 (3)	0.0244 (13)
C12	0.4691 (4)	0.9361 (4)	−0.1370 (4)	0.0294 (14)
H12A	0.4500	0.9933	−0.1486	0.035*
C9	0.6173 (4)	1.0647 (4)	−0.0499 (3)	0.0260 (14)
H9A	0.5514	1.0830	−0.0818	0.031*
C7	0.7868 (4)	1.0951 (3)	0.0333 (4)	0.0262 (13)
H7A	0.8392	1.1336	0.0600	0.031*
C17	0.8142 (5)	1.2901 (4)	−0.0134 (4)	0.0371 (16)
H17A	0.7946	1.3011	−0.0729	0.045*
C8	0.6904 (4)	1.1238 (4)	−0.0091 (4)	0.0277 (14)
O1	0.6601 (3)	1.2051 (2)	−0.0152 (3)	0.0344 (10)
C32	1.1545 (4)	0.5835 (4)	0.2091 (4)	0.0345 (15)
H32A	1.2123	0.6120	0.2435	0.041*
C21	0.4271 (4)	0.4697 (4)	0.1288 (4)	0.0329 (15)
H21A	0.3700	0.4359	0.1346	0.040*
C31	1.1647 (5)	0.5019 (4)	0.1844 (4)	0.0431 (17)
H31A	1.2294	0.4737	0.2017	0.052*
C34	0.9374 (6)	0.2095 (5)	0.2523 (4)	0.0456 (18)
C35	1.0307 (5)	0.2525 (5)	0.2958 (5)	0.064 (2)
H35A	1.0281	0.3112	0.2767	0.096*
H35B	1.0912	0.2246	0.2828	0.096*
H35C	1.0361	0.2508	0.3574	0.096*
N6	0.8619 (6)	0.1790 (4)	0.2183 (4)	0.069 (2)
O5	0.7447 (3)	0.6999 (3)	−0.0800 (3)	0.0328 (9)
O4	0.8224 (3)	0.8173 (3)	−0.0890 (3)	0.0379 (11)
N4	0.7853 (4)	0.7484 (3)	−0.1245 (3)	0.0319 (12)
C2	1.0982 (4)	0.9046 (4)	0.1452 (4)	0.0293 (14)
H2A	1.1631	0.8787	0.1690	0.035*
C16	0.7312 (4)	1.2670 (4)	0.0308 (4)	0.0345 (16)
H16A	0.7636	1.2446	0.0880	0.041*
H16B	0.6919	1.3184	0.0386	0.041*
C30	1.0801 (5)	0.4608 (4)	0.1338 (5)	0.051 (2)
H30A	1.0874	0.4046	0.1159	0.061*
O6	0.7867 (4)	0.7318 (3)	−0.1977 (3)	0.0538 (13)

	U11	U22	U33	U12	U13	U23
Er1	0.01372 (12)	0.01403 (13)	0.02633 (15)	0.00049 (12)	0.00190 (9)	0.00175 (13)
O2	0.0199 (19)	0.022 (2)	0.034 (2)	0.0043 (18)	0.0059 (16)	0.0071 (19)
O9	0.024 (2)	0.043 (3)	0.046 (3)	0.005 (2)	0.0030 (19)	−0.002 (2)
N5	0.026 (3)	0.029 (3)	0.026 (3)	−0.003 (2)	0.001 (2)	−0.001 (2)
O3	0.020 (2)	0.018 (2)	0.045 (3)	0.0015 (17)	0.0047 (17)	0.0048 (19)
O8	0.029 (2)	0.037 (3)	0.024 (2)	0.0065 (19)	0.0013 (18)	0.0023 (19)
N2	0.018 (2)	0.020 (3)	0.029 (3)	0.000 (2)	0.0032 (19)	0.000 (2)
C13	0.023 (3)	0.044 (4)	0.029 (4)	0.005 (3)	0.003 (3)	0.002 (3)
N1	0.020 (3)	0.025 (3)	0.031 (3)	0.003 (2)	0.004 (2)	−0.001 (2)
N3	0.026 (3)	0.019 (3)	0.029 (3)	−0.001 (2)	0.007 (2)	0.001 (2)
C26	0.019 (3)	0.020 (3)	0.031 (4)	0.005 (2)	0.004 (2)	0.005 (3)
C24	0.021 (3)	0.022 (3)	0.030 (3)	−0.002 (2)	0.008 (2)	0.002 (3)
C6	0.013 (3)	0.026 (3)	0.034 (4)	0.004 (2)	0.006 (2)	0.006 (3)
C20	0.023 (3)	0.026 (4)	0.050 (4)	−0.001 (3)	0.006 (3)	0.004 (3)
C23	0.023 (3)	0.029 (4)	0.029 (4)	−0.002 (3)	0.000 (3)	0.003 (3)
O7	0.042 (3)	0.052 (3)	0.036 (3)	−0.006 (2)	0.014 (2)	−0.014 (2)
C1	0.019 (3)	0.020 (3)	0.048 (4)	0.000 (3)	0.004 (3)	0.000 (3)
C18	0.048 (4)	0.040 (4)	0.044 (4)	−0.009 (4)	0.015 (3)	−0.003 (3)
C33	0.024 (3)	0.028 (3)	0.035 (4)	0.000 (3)	0.011 (3)	0.004 (3)
C27	0.024 (3)	0.023 (3)	0.029 (3)	0.003 (3)	0.006 (3)	0.002 (3)
C25	0.019 (3)	0.029 (3)	0.018 (3)	−0.003 (2)	−0.003 (2)	0.001 (3)
C4	0.031 (3)	0.022 (3)	0.033 (4)	−0.006 (3)	0.004 (3)	0.001 (3)
C3	0.024 (3)	0.031 (4)	0.027 (4)	−0.008 (3)	0.000 (3)	−0.003 (3)
C19	0.025 (3)	0.028 (3)	0.028 (3)	0.003 (3)	0.005 (3)	0.010 (3)
C5	0.021 (3)	0.020 (3)	0.033 (4)	0.002 (2)	0.005 (3)	0.004 (3)
C28	0.018 (3)	0.027 (3)	0.030 (4)	0.004 (3)	0.005 (2)	0.009 (3)
C11	0.020 (3)	0.027 (3)	0.022 (3)	0.001 (3)	0.005 (2)	−0.003 (3)
C22	0.037 (4)	0.028 (4)	0.034 (4)	−0.002 (3)	0.010 (3)	0.008 (3)
C14	0.022 (3)	0.037 (4)	0.023 (3)	−0.006 (3)	0.000 (2)	−0.006 (3)
C15	0.027 (3)	0.022 (3)	0.024 (3)	−0.003 (2)	0.002 (3)	−0.002 (2)
C29	0.025 (3)	0.030 (4)	0.052 (4)	0.002 (3)	0.001 (3)	−0.004 (3)
C10	0.023 (3)	0.023 (3)	0.027 (3)	−0.002 (2)	0.006 (2)	0.003 (3)
C12	0.023 (3)	0.033 (4)	0.031 (4)	0.006 (3)	0.002 (3)	−0.004 (3)
C9	0.022 (3)	0.027 (3)	0.028 (3)	0.006 (3)	0.002 (2)	0.002 (3)
C7	0.025 (3)	0.015 (3)	0.038 (4)	−0.005 (2)	0.006 (3)	−0.001 (3)
C17	0.050 (4)	0.027 (4)	0.033 (4)	−0.001 (3)	0.006 (3)	0.003 (3)
C8	0.030 (3)	0.020 (3)	0.034 (4)	−0.001 (3)	0.010 (3)	0.002 (3)
O1	0.031 (2)	0.020 (2)	0.047 (3)	0.0040 (19)	−0.0023 (19)	0.001 (2)
C32	0.017 (3)	0.045 (4)	0.036 (4)	−0.001 (3)	−0.005 (3)	0.002 (3)
C21	0.026 (3)	0.030 (4)	0.047 (4)	−0.009 (3)	0.017 (3)	−0.003 (3)
C31	0.027 (4)	0.043 (4)	0.055 (5)	0.016 (3)	0.003 (3)	−0.001 (4)
C34	0.058 (5)	0.048 (5)	0.027 (4)	0.005 (4)	0.003 (3)	0.001 (3)
C35	0.047 (5)	0.084 (6)	0.062 (6)	−0.002 (5)	0.015 (4)	−0.008 (5)
N6	0.083 (5)	0.072 (5)	0.038 (4)	−0.017 (4)	−0.012 (4)	0.001 (3)
O5	0.034 (2)	0.027 (2)	0.039 (2)	−0.004 (2)	0.0119 (18)	0.001 (2)
O4	0.039 (3)	0.029 (3)	0.051 (3)	−0.005 (2)	0.021 (2)	−0.001 (2)
N4	0.037 (3)	0.020 (3)	0.039 (4)	0.006 (2)	0.011 (3)	0.001 (3)
C2	0.016 (3)	0.030 (4)	0.037 (4)	0.000 (3)	−0.003 (3)	0.005 (3)
C16	0.040 (4)	0.014 (3)	0.047 (4)	0.006 (3)	0.005 (3)	0.002 (3)
C30	0.041 (4)	0.039 (4)	0.068 (5)	0.017 (3)	0.004 (4)	−0.012 (4)
O6	0.083 (4)	0.049 (3)	0.036 (3)	0.004 (3)	0.026 (3)	−0.008 (2)

Er1—O3	2.224 (3)	C33—H33A	0.9500
Er1—O2	2.228 (4)	C27—C28	1.490 (7)
Er1—O4	2.410 (4)	C4—C5	1.378 (7)
Er1—O9	2.425 (4)	C4—C3	1.379 (7)
Er1—N2	2.447 (4)	C4—H4A	0.9500
Er1—N3	2.460 (4)	C3—C2	1.375 (8)
Er1—O5	2.465 (4)	C3—H3A	0.9500
Er1—O8	2.468 (4)	C19—H19A	0.9500
Er1—N1	2.515 (4)	C28—C29	1.390 (8)
Er1—N4	2.853 (6)	C11—C12	1.397 (7)
Er1—N5	2.872 (5)	C11—C10	1.486 (7)
O2—C25	1.275 (6)	C22—C21	1.385 (7)
O9—N5	1.265 (6)	C22—H22A	0.9500
N5—O7	1.224 (6)	C14—C15	1.377 (7)
N5—O8	1.268 (5)	C14—H14A	0.9500
O3—C27	1.274 (6)	C15—H15A	0.9500
N2—C10	1.355 (6)	C29—C30	1.372 (8)
N2—C6	1.355 (7)	C29—H29A	0.9500
C13—C14	1.365 (8)	C10—C9	1.373 (8)
C13—C12	1.381 (8)	C12—H12A	0.9500
C13—H13A	0.9500	C9—C8	1.399 (7)
N1—C1	1.343 (6)	C9—H9A	0.9500
N1—C5	1.347 (7)	C7—C8	1.379 (7)
N3—C15	1.340 (7)	C7—H7A	0.9500
N3—C11	1.348 (7)	C17—C16	1.488 (8)
C26—C27	1.376 (7)	C17—H17A	0.9500
C26—C25	1.406 (7)	C8—O1	1.349 (6)
C26—H26	0.9500	O1—C16	1.442 (7)
C24—C19	1.387 (7)	C32—C31	1.370 (9)
C24—C23	1.398 (7)	C32—H32A	0.9500
C24—C25	1.501 (7)	C21—H21A	0.9500
C6—C7	1.396 (7)	C31—C30	1.387 (9)
C6—C5	1.476 (7)	C31—H31A	0.9500
C20—C19	1.378 (7)	C34—N6	1.132 (8)
C20—C21	1.382 (8)	C34—C35	1.443 (10)
C20—H20A	0.9500	C35—H35A	0.9800
C23—C22	1.376 (7)	C35—H35B	0.9800
C23—H23A	0.9500	C35—H35C	0.9800
C1—C2	1.373 (7)	O5—N4	1.256 (6)
C1—H1A	0.9500	O4—N4	1.279 (6)
C18—C17	1.318 (8)	N4—O6	1.214 (6)
C18—H18A	0.9500	C2—H2A	0.9500
C18—H18B	0.9500	C16—H16A	0.9900
C33—C32	1.383 (7)	C16—H16B	0.9900
C33—C28	1.399 (7)	C30—H30A	0.9500
O3—Er1—O2	76.97 (13)	C17—C18—H18B	120.0
O3—Er1—O4	92.59 (14)	H18A—C18—H18B	120.0
O2—Er1—O4	126.04 (14)	C32—C33—C28	121.1 (6)
O3—Er1—O9	80.05 (14)	C32—C33—H33A	119.5
O2—Er1—O9	85.66 (14)	C28—C33—H33A	119.5
O4—Er1—O9	145.20 (14)	O3—C27—C26	125.4 (5)
O3—Er1—N2	142.34 (13)	O3—C27—C28	116.3 (5)
O2—Er1—N2	138.91 (13)	C26—C27—C28	118.3 (5)
O4—Er1—N2	74.94 (14)	O2—C25—C26	124.0 (5)
O9—Er1—N2	90.25 (15)	O2—C25—C24	116.9 (5)
O3—Er1—N3	147.82 (14)	C26—C25—C24	119.1 (5)
O2—Er1—N3	82.30 (14)	C5—C4—C3	119.1 (5)
O4—Er1—N3	79.97 (15)	C5—C4—H4A	120.5
O9—Er1—N3	122.85 (14)	C3—C4—H4A	120.5
N2—Er1—N3	65.93 (14)	C2—C3—C4	119.4 (5)
O3—Er1—O5	77.08 (14)	C2—C3—H3A	120.3
O2—Er1—O5	73.83 (13)	C4—C3—H3A	120.3
O4—Er1—O5	52.32 (13)	C20—C19—C24	119.8 (5)
O9—Er1—O5	152.10 (14)	C20—C19—H19A	120.1
N2—Er1—O5	117.65 (14)	C24—C19—H19A	120.1
N3—Er1—O5	73.64 (14)	N1—C5—C4	122.0 (5)
O3—Er1—O8	124.80 (13)	N1—C5—C6	115.9 (5)
O2—Er1—O8	74.14 (13)	C4—C5—C6	122.0 (5)
O4—Er1—O8	142.14 (13)	C29—C28—C33	117.9 (5)
O9—Er1—O8	52.00 (13)	C29—C28—C27	122.4 (5)
N2—Er1—O8	71.35 (14)	C33—C28—C27	119.7 (5)
N3—Er1—O8	70.99 (14)	N3—C11—C12	122.1 (5)
O5—Er1—O8	134.65 (13)	N3—C11—C10	116.4 (5)
O3—Er1—N1	77.54 (14)	C12—C11—C10	121.5 (5)
O2—Er1—N1	147.48 (14)	C23—C22—C21	120.9 (6)
O4—Er1—N1	74.91 (14)	C23—C22—H22A	119.6
O9—Er1—N1	70.29 (14)	C21—C22—H22A	119.6
N2—Er1—N1	64.97 (14)	C13—C14—C15	118.7 (5)
N3—Er1—N1	128.97 (15)	C13—C14—H14A	120.7
O5—Er1—N1	119.19 (14)	C15—C14—H14A	120.7
O8—Er1—N1	105.04 (14)	N3—C15—C14	123.0 (5)
O3—Er1—N4	86.12 (14)	N3—C15—H15A	118.5
O2—Er1—N4	99.60 (14)	C14—C15—H15A	118.5
O4—Er1—N4	26.44 (13)	C30—C29—C28	120.8 (6)
O9—Er1—N4	163.74 (14)	C30—C29—H29A	119.6
N2—Er1—N4	95.58 (15)	C28—C29—H29A	119.6
N3—Er1—N4	73.29 (14)	N2—C10—C9	122.1 (5)
O5—Er1—N4	26.02 (13)	N2—C10—C11	115.5 (5)
O8—Er1—N4	144.24 (13)	C9—C10—C11	122.4 (5)
N1—Er1—N4	98.48 (15)	C13—C12—C11	118.0 (6)
O3—Er1—N5	102.61 (14)	C13—C12—H12A	121.0
O2—Er1—N5	78.62 (13)	C11—C12—H12A	121.0
O4—Er1—N5	153.86 (14)	C10—C9—C8	120.1 (5)
O9—Er1—N5	25.92 (12)	C10—C9—H9A	119.9
N2—Er1—N5	80.12 (14)	C8—C9—H9A	119.9
N3—Er1—N5	97.02 (14)	C8—C7—C6	119.0 (5)
O5—Er1—N5	151.79 (13)	C8—C7—H7A	120.5
O8—Er1—N5	26.08 (12)	C6—C7—H7A	120.5
N1—Er1—N5	87.62 (14)	C18—C17—C16	123.9 (6)
N4—Er1—N5	170.31 (13)	C18—C17—H17A	118.0
C25—O2—Er1	134.4 (3)	C16—C17—H17A	118.0
N5—O9—Er1	97.2 (3)	O1—C8—C7	125.3 (5)
O7—N5—O9	122.9 (5)	O1—C8—C9	116.4 (5)
O7—N5—O8	121.3 (5)	C7—C8—C9	118.2 (5)
O9—N5—O8	115.7 (5)	C8—O1—C16	117.8 (4)
O7—N5—Er1	179.8 (4)	C31—C32—C33	120.0 (6)
O9—N5—Er1	56.9 (3)	C31—C32—H32A	120.0
O8—N5—Er1	58.9 (3)	C33—C32—H32A	120.0
C27—O3—Er1	133.5 (3)	C20—C21—C22	118.6 (5)
N5—O8—Er1	95.0 (3)	C20—C21—H21A	120.7
C10—N2—C6	117.8 (5)	C22—C21—H21A	120.7
C10—N2—Er1	120.2 (3)	C32—C31—C30	119.7 (6)
C6—N2—Er1	120.7 (3)	C32—C31—H31A	120.2
C14—C13—C12	120.2 (5)	C30—C31—H31A	120.2
C14—C13—H13A	119.9	N6—C34—C35	176.9 (9)
C12—C13—H13A	119.9	C34—C35—H35A	109.5
C1—N1—C5	117.8 (5)	C34—C35—H35B	109.5
C1—N1—Er1	122.6 (4)	H35A—C35—H35B	109.5
C5—N1—Er1	119.5 (3)	C34—C35—H35C	109.5
C15—N3—C11	118.0 (5)	H35A—C35—H35C	109.5
C15—N3—Er1	121.7 (4)	H35B—C35—H35C	109.5
C11—N3—Er1	120.0 (3)	N4—O5—Er1	94.5 (3)
C27—C26—C25	124.3 (5)	N4—O4—Er1	96.5 (3)
C27—C26—H26	117.9	O6—N4—O5	121.9 (5)
C25—C26—H26	117.9	O6—N4—O4	122.0 (5)
C19—C24—C23	119.2 (5)	O5—N4—O4	116.0 (5)
C19—C24—C25	119.0 (5)	O6—N4—Er1	171.8 (4)
C23—C24—C25	121.7 (5)	O5—N4—Er1	59.5 (3)
N2—C6—C7	122.7 (5)	O4—N4—Er1	57.0 (3)
N2—C6—C5	116.2 (5)	C1—C2—C3	118.4 (5)
C7—C6—C5	121.0 (5)	C1—C2—H2A	120.8
C19—C20—C21	121.4 (5)	C3—C2—H2A	120.8
C19—C20—H20A	119.3	O1—C16—C17	112.8 (5)
C21—C20—H20A	119.3	O1—C16—H16A	109.0
C22—C23—C24	120.0 (5)	C17—C16—H16A	109.0
C22—C23—H23A	120.0	O1—C16—H16B	109.0
C24—C23—H23A	120.0	C17—C16—H16B	109.0
N1—C1—C2	123.2 (5)	H16A—C16—H16B	107.8
N1—C1—H1A	118.4	C29—C30—C31	120.6 (6)
C2—C1—H1A	118.4	C29—C30—H30A	119.7
C17—C18—H18A	120.0	C31—C30—H30A	119.7

Table 1

Selected bond lengths (Å)

Er1—O3	2.224 (3)
Er1—O2	2.228 (4)
Er1—O4	2.410 (4)
Er1—O9	2.425 (4)
Er1—N2	2.447 (4)
Er1—N3	2.460 (4)
Er1—O5	2.465 (4)
Er1—O8	2.468 (4)
Er1—N1	2.515 (4)