Poly[[tetra-aqua-tetra-kis-[μ3-5-(pyridine-4-carboxamido)-isophthalato]nickel(II)diterbium(III)] tetra-hydrate].

In the title compound, {[NiTb2(C14H8N2O5)4(H2O)4]·4H2O} n , the Tb(III) ion is coordinated by one water mol-ecule and seven O atoms from four 5-(pyridine-4-carboxamido)-isophthalate (L) ligands in a distorted square-anti-prismatic arrangement, while the Ni(II) ion, lying on an inversion center, is six-coordinated in an octa-hedral geometry by two pyridine N atoms, two carboxyl-ate O atoms and two water mol-ecules. One L ligand bridges two Tb(III) ions and one Ni(II) ion through two carboxyl-ate groups and one pyridine N atom. The other L ligand bridges two Tb(III) ions and one Ni(II) ion through two carboxyl-ate groups, while the uncoordinating pyridine N atom is hydrogen bonded to an adjacent coordinating water mol-ecule. Extensive O-H⋯O, N-H⋯O and O-H⋯N hydrogen bonds play an important role in stabilizing the crystal structure.

Related literature

For background to hetero-metallic complexes, see: Gu & Xue (2006 ▶); Liang et al. (2000 ▶); Prasad et al. (2007 ▶); Zhao et al. (2003 ▶, 2004 ▶). For related structures, see: Chen et al. (2011 ▶); Deng et al. (2011 ▶).

Experimental

Crystal data

[NiTb2(C14n class="Species">H8N2O5)4(H2O)4]·4H2O

M = 1657.57

Triclinic,

a = 10.2347 (12) Å

b = 10.8608 (13) Å

c = 13.7452 (17) Å

α = 79.053 (2)°

β = 78.745 (1)°

γ = 86.326 (2)°

V = 1470.7 (3) Å3

Z = 1

Mo Kα radiation

μ = 2.80 mm−1

T = 293 K

0.22 × 0.16 × 0.08 mm

Data collection

Bruker APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.578, T max = 0.807

7345 measured reflections

5088 independent reflections

4486 reflections with I > 2σ(I)

R int = 0.045

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.074

S = 1.03

5088 reflections

434 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.24 e Å−3

Δρmin = −0.85 e Å−3

Data collection: SMART (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAIn class="Chemical">NT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: XP in SHELXTL and DIAMOND (Brandenburg, 1999 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536813014876/hy2627sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813014876/hy2627Isup2.hkl

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

[NiTb2(C14H8N2O5)4(H2O)4]·4H2O	Z = 1
Mr = 1657.57	F(000) = 822
Triclinic, P1	Dx = 1.872 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.2347 (12) Å	Cell parameters from 3746 reflections
b = 10.8608 (13) Å	θ = 2.1–24.8°
c = 13.7452 (17) Å	µ = 2.80 mm−1
α = 79.053 (2)°	T = 293 K
β = 78.745 (1)°	Block, green
γ = 86.326 (2)°	0.22 × 0.16 × 0.08 mm
V = 1470.7 (3) Å3

Bruker APEX CCD diffractometer	5088 independent reflections
Radiation source: fine-focus sealed tube	4486 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.045
φ and ω scans	θmax = 25.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −12→10
Tmin = 0.578, Tmax = 0.807	k = −12→12
7345 measured reflections	l = −15→16

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.074	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ2(Fo2) + (0.0233P)2] where P = (Fo2 + 2Fc2)/3
5088 reflections	(Δ/σ)max = 0.013
434 parameters	Δρmax = 1.24 e Å−3
1 restraint	Δρmin = −0.85 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
Ni1	1.0000	0.5000	0.5000	0.0250 (2)
Tb1	0.68072 (2)	0.07753 (2)	0.702898 (17)	0.01601 (8)
C1	0.7020 (4)	0.4733 (4)	0.7262 (3)	0.0183 (11)
C2	0.6789 (4)	0.4175 (4)	0.8277 (3)	0.0183 (11)
H2	0.6736	0.3308	0.8459	0.022*
C3	0.6638 (4)	0.4905 (4)	0.9018 (3)	0.0175 (11)
C4	0.6652 (4)	0.6204 (4)	0.8744 (3)	0.0178 (10)
H4	0.6536	0.6703	0.9236	0.021*
C5	0.6839 (4)	0.6748 (4)	0.7733 (3)	0.0158 (10)
C6	0.7036 (4)	0.6024 (4)	0.6993 (3)	0.0193 (11)
H6	0.7179	0.6402	0.6317	0.023*
C7	0.6867 (4)	0.8146 (4)	0.7468 (3)	0.0175 (10)
C8	0.7334 (5)	0.3941 (4)	0.6453 (4)	0.0204 (11)
C9	0.6652 (5)	0.4829 (5)	1.0811 (4)	0.0273 (12)
C10	0.6518 (5)	0.4003 (5)	1.1831 (4)	0.0236 (12)
C11	0.6510 (5)	0.2706 (5)	1.2016 (4)	0.0289 (13)
H11	0.6537	0.2274	1.1489	0.035*
C12	0.6461 (5)	0.2065 (5)	1.2977 (4)	0.0335 (14)
H12	0.6461	0.1194	1.3084	0.040*
C13	0.6395 (6)	0.3855 (6)	1.3606 (4)	0.0377 (14)
H13	0.6341	0.4257	1.4154	0.045*
C14	0.6452 (5)	0.4584 (5)	1.2657 (4)	0.0338 (13)
H14	0.6446	0.5454	1.2574	0.041*
C15	1.0258 (4)	0.1208 (4)	0.8319 (3)	0.0182 (11)
C16	1.1580 (5)	0.1051 (4)	0.7839 (3)	0.0202 (11)
H16	1.1759	0.0885	0.7186	0.024*
C17	1.2619 (4)	0.1142 (4)	0.8325 (3)	0.0188 (11)
C18	1.2340 (5)	0.1428 (4)	0.9301 (3)	0.0199 (11)
H18	1.3034	0.1484	0.9636	0.024*
C19	1.1034 (5)	0.1627 (4)	0.9764 (3)	0.0202 (11)
C20	0.9994 (5)	0.1486 (4)	0.9280 (3)	0.0202 (11)
H20	0.9116	0.1578	0.9605	0.024*
C21	0.9089 (5)	0.1091 (4)	0.7832 (4)	0.0190 (11)
C22	1.4064 (5)	0.0981 (4)	0.7846 (4)	0.0209 (11)
C23	0.9939 (5)	0.2964 (5)	1.0918 (4)	0.0243 (12)
C24	0.9908 (5)	0.3390 (5)	1.1902 (4)	0.0239 (12)
C25	0.9825 (5)	0.2574 (5)	1.2813 (4)	0.0249 (12)
H25	0.9818	0.1711	1.2847	0.030*
C26	0.9751 (5)	0.3078 (5)	1.3671 (4)	0.0259 (12)
H26	0.9668	0.2531	1.4287	0.031*
C27	0.9848 (5)	0.5064 (5)	1.2781 (4)	0.0260 (12)
H27	0.9863	0.5924	1.2762	0.031*
C28	0.9886 (5)	0.4653 (5)	1.1899 (4)	0.0254 (12)
H28	0.9897	0.5224	1.1301	0.031*
N1	0.6471 (4)	0.4307 (4)	1.0036 (3)	0.0198 (9)
H1	0.6233	0.3539	1.0175	0.024*
N2	0.6415 (4)	0.2613 (4)	1.3772 (3)	0.0351 (12)
N3	1.0796 (4)	0.2002 (4)	1.0719 (3)	0.0215 (9)
H3	1.1205	0.1609	1.1182	0.026*
N4	0.9792 (4)	0.4297 (4)	1.3670 (3)	0.0230 (10)
O1	0.8077 (3)	0.4367 (3)	0.5645 (2)	0.0279 (8)
O2	0.6811 (3)	0.2878 (3)	0.6642 (2)	0.0299 (9)
O3	0.6713 (4)	0.8705 (3)	0.6617 (2)	0.0331 (9)
O4	0.7068 (4)	0.8772 (3)	0.8101 (2)	0.0339 (9)
O5	0.6912 (5)	0.5911 (4)	1.0737 (3)	0.0543 (13)
O6	0.9267 (3)	0.0947 (3)	0.6916 (2)	0.0292 (9)
O7	0.7926 (3)	0.1150 (3)	0.8333 (2)	0.0223 (8)
O8	1.4397 (3)	0.0991 (3)	0.6916 (2)	0.0279 (8)
O9	1.4954 (3)	0.0850 (4)	0.8377 (2)	0.0389 (10)
O10	0.9241 (4)	0.3510 (4)	1.0333 (3)	0.0367 (10)
O1W	0.9258 (3)	0.6831 (3)	0.4332 (2)	0.0304 (9)
H1WB	0.8653	0.7199	0.4703	0.036*
H1WA	0.9887	0.7246	0.3992	0.036*
O2W	0.7196 (4)	0.0949 (4)	0.5260 (3)	0.0384 (10)
H2WA	0.762 (6)	0.038 (5)	0.497 (5)	0.08 (3)*
H2WB	0.6846	0.1625	0.4985	0.046*
O3W	0.2999 (4)	0.1656 (5)	0.5331 (3)	0.0711 (15)
H3WC	0.3276	0.1462	0.4754	0.085*
H3WD	0.3569	0.1383	0.5705	0.085*
O4W	0.4141 (5)	0.8386 (4)	0.9854 (3)	0.0655 (15)
H4WA	0.4330	0.9020	0.9390	0.079*
H4WB	0.4387	0.8527	1.0378	0.079*

	U11	U22	U33	U12	U13	U23
Ni1	0.0299 (6)	0.0268 (5)	0.0192 (5)	−0.0041 (4)	−0.0022 (4)	−0.0074 (4)
Tb1	0.01649 (14)	0.01550 (13)	0.01686 (13)	−0.00072 (9)	−0.00436 (9)	−0.00362 (9)
C1	0.018 (3)	0.017 (3)	0.019 (3)	−0.001 (2)	−0.004 (2)	−0.002 (2)
C2	0.019 (3)	0.015 (3)	0.017 (3)	−0.002 (2)	0.001 (2)	0.001 (2)
C3	0.011 (2)	0.023 (3)	0.016 (3)	0.001 (2)	−0.001 (2)	0.002 (2)
C4	0.015 (3)	0.020 (3)	0.019 (3)	0.001 (2)	−0.006 (2)	−0.004 (2)
C5	0.014 (2)	0.014 (2)	0.019 (3)	−0.0025 (19)	−0.003 (2)	−0.001 (2)
C6	0.019 (3)	0.020 (3)	0.017 (3)	−0.002 (2)	−0.001 (2)	0.000 (2)
C7	0.016 (3)	0.017 (3)	0.021 (3)	0.000 (2)	−0.005 (2)	−0.005 (2)
C8	0.021 (3)	0.018 (3)	0.024 (3)	0.004 (2)	−0.010 (2)	−0.003 (2)
C9	0.026 (3)	0.031 (3)	0.023 (3)	−0.002 (2)	−0.002 (2)	−0.001 (2)
C10	0.016 (3)	0.030 (3)	0.023 (3)	−0.002 (2)	−0.004 (2)	−0.001 (2)
C11	0.034 (3)	0.028 (3)	0.025 (3)	−0.006 (2)	−0.009 (3)	−0.002 (2)
C12	0.038 (3)	0.030 (3)	0.032 (3)	−0.011 (3)	−0.011 (3)	0.005 (3)
C13	0.046 (4)	0.052 (4)	0.018 (3)	0.005 (3)	−0.008 (3)	−0.012 (3)
C14	0.040 (4)	0.034 (3)	0.027 (3)	−0.002 (3)	−0.007 (3)	−0.004 (3)
C15	0.017 (3)	0.019 (3)	0.020 (3)	0.001 (2)	−0.006 (2)	−0.004 (2)
C16	0.022 (3)	0.024 (3)	0.015 (2)	0.001 (2)	−0.003 (2)	−0.006 (2)
C17	0.013 (3)	0.024 (3)	0.020 (3)	−0.001 (2)	−0.005 (2)	−0.002 (2)
C18	0.017 (3)	0.022 (3)	0.024 (3)	−0.003 (2)	−0.011 (2)	−0.007 (2)
C19	0.020 (3)	0.024 (3)	0.020 (3)	−0.001 (2)	−0.003 (2)	−0.010 (2)
C20	0.016 (3)	0.024 (3)	0.022 (3)	0.001 (2)	−0.002 (2)	−0.010 (2)
C21	0.022 (3)	0.016 (3)	0.022 (3)	−0.001 (2)	−0.008 (2)	−0.006 (2)
C22	0.022 (3)	0.017 (3)	0.024 (3)	0.000 (2)	−0.004 (2)	−0.003 (2)
C23	0.020 (3)	0.032 (3)	0.023 (3)	−0.005 (2)	−0.002 (2)	−0.012 (2)
C24	0.014 (3)	0.039 (3)	0.020 (3)	0.000 (2)	−0.004 (2)	−0.010 (2)
C25	0.024 (3)	0.032 (3)	0.022 (3)	−0.002 (2)	−0.005 (2)	−0.011 (2)
C26	0.028 (3)	0.029 (3)	0.019 (3)	−0.009 (2)	−0.003 (2)	−0.001 (2)
C27	0.027 (3)	0.025 (3)	0.026 (3)	−0.002 (2)	−0.002 (2)	−0.006 (2)
C28	0.029 (3)	0.032 (3)	0.016 (3)	0.001 (2)	−0.005 (2)	−0.005 (2)
N1	0.024 (2)	0.016 (2)	0.017 (2)	−0.0011 (17)	−0.0026 (18)	0.0018 (17)
N2	0.041 (3)	0.040 (3)	0.023 (3)	−0.010 (2)	−0.009 (2)	0.004 (2)
N3	0.020 (2)	0.030 (2)	0.016 (2)	0.0027 (18)	−0.0079 (18)	−0.0040 (18)
N4	0.020 (2)	0.034 (3)	0.017 (2)	−0.0042 (19)	−0.0025 (18)	−0.0100 (19)
O1	0.028 (2)	0.037 (2)	0.0188 (19)	−0.0097 (17)	0.0015 (16)	−0.0089 (16)
O2	0.046 (2)	0.0134 (19)	0.030 (2)	−0.0048 (16)	−0.0039 (18)	−0.0058 (15)
O3	0.068 (3)	0.0138 (19)	0.0196 (19)	−0.0010 (17)	−0.0143 (19)	−0.0012 (15)
O4	0.067 (3)	0.0150 (19)	0.028 (2)	0.0044 (17)	−0.027 (2)	−0.0068 (15)
O5	0.111 (4)	0.026 (2)	0.031 (2)	−0.024 (2)	−0.023 (2)	−0.0010 (18)
O6	0.019 (2)	0.050 (2)	0.023 (2)	−0.0029 (17)	−0.0051 (16)	−0.0159 (17)
O7	0.0126 (18)	0.035 (2)	0.0232 (19)	−0.0012 (15)	−0.0038 (15)	−0.0134 (15)
O8	0.0151 (19)	0.050 (2)	0.022 (2)	0.0009 (16)	−0.0038 (15)	−0.0162 (17)
O9	0.0142 (19)	0.082 (3)	0.021 (2)	0.0050 (19)	−0.0062 (16)	−0.0094 (19)
O10	0.038 (2)	0.050 (3)	0.029 (2)	0.0195 (19)	−0.0152 (19)	−0.0220 (18)
O1W	0.035 (2)	0.031 (2)	0.0230 (19)	0.0021 (17)	0.0013 (17)	−0.0064 (16)
O2W	0.064 (3)	0.030 (2)	0.018 (2)	0.004 (2)	−0.009 (2)	0.0003 (17)
O3W	0.059 (3)	0.124 (5)	0.027 (2)	0.027 (3)	−0.013 (2)	−0.012 (3)
O4W	0.137 (5)	0.035 (3)	0.027 (2)	−0.031 (3)	−0.014 (3)	−0.0027 (19)

Ni1—O1	2.096 (3)	C15—C20	1.383 (6)
Ni1—N4i	2.161 (4)	C15—C16	1.399 (6)
Ni1—O1W	2.181 (3)	C15—C21	1.504 (6)
Tb1—O2	2.245 (3)	C16—C17	1.379 (6)
Tb1—O2W	2.359 (4)	C16—H16	0.9300
Tb1—O9ii	2.388 (3)	C17—C18	1.405 (6)
Tb1—O7	2.413 (3)	C17—C22	1.511 (6)
Tb1—O4iii	2.416 (3)	C18—C19	1.386 (6)
Tb1—O3iii	2.433 (3)	C18—H18	0.9300
Tb1—O8ii	2.495 (3)	C19—C20	1.392 (6)
Tb1—O6	2.509 (3)	C19—N3	1.418 (6)
C1—C6	1.381 (6)	C20—H20	0.9300
C1—C2	1.392 (6)	C21—O7	1.257 (5)
C1—C8	1.506 (6)	C21—O6	1.275 (5)
C2—C3	1.385 (6)	C22—O8	1.255 (5)
C2—H2	0.9300	C22—O9	1.259 (6)
C3—C4	1.389 (6)	C23—O10	1.225 (6)
C3—N1	1.409 (6)	C23—N3	1.354 (6)
C4—C5	1.384 (6)	C23—C24	1.505 (7)
C4—H4	0.9300	C24—C28	1.370 (7)
C5—C6	1.377 (6)	C24—C25	1.381 (7)
C5—C7	1.493 (6)	C25—C26	1.379 (6)
C6—H6	0.9300	C25—H25	0.9300
C7—O3	1.246 (5)	C26—N4	1.327 (6)
C7—O4	1.255 (5)	C26—H26	0.9300
C8—O1	1.243 (5)	C27—N4	1.336 (6)
C8—O2	1.264 (5)	C27—C28	1.361 (7)
C9—O5	1.203 (6)	C27—H27	0.9300
C9—N1	1.345 (6)	C28—H28	0.9300
C9—C10	1.500 (7)	N1—H1	0.8600
C10—C11	1.384 (7)	N3—H3	0.8600
C10—C14	1.389 (7)	O1W—H1WB	0.8524
C11—C12	1.365 (7)	O1W—H1WA	0.8227
C11—H11	0.9300	O2W—H2WA	0.849 (5)
C12—N2	1.331 (7)	O2W—H2WB	0.8506
C12—H12	0.9300	O3W—H3WC	0.8494
C13—N2	1.324 (7)	O3W—H3WD	0.8540
C13—C14	1.384 (7)	O4W—H4WA	0.8486
C13—H13	0.9300	O4W—H4WB	0.8510
C14—H14	0.9300
O1—Ni1—O1iv	180.000 (1)	O5—C9—C10	118.2 (5)
O1—Ni1—N4i	87.40 (13)	N1—C9—C10	117.6 (5)
O1iv—Ni1—N4i	92.60 (13)	C11—C10—C14	117.0 (5)
O1—Ni1—N4v	92.60 (13)	C11—C10—C9	125.5 (5)
O1iv—Ni1—N4v	87.40 (13)	C14—C10—C9	117.4 (5)
N4i—Ni1—N4v	180.000 (1)	C12—C11—C10	119.5 (5)
O1—Ni1—O1W	92.84 (13)	C12—C11—H11	120.3
O1iv—Ni1—O1W	87.16 (13)	C10—C11—H11	120.3
N4i—Ni1—O1W	88.99 (14)	N2—C12—C11	123.9 (5)
N4v—Ni1—O1W	91.01 (14)	N2—C12—H12	118.0
O1—Ni1—O1Wiv	87.16 (13)	C11—C12—H12	118.0
O1iv—Ni1—O1Wiv	92.84 (13)	N2—C13—C14	123.1 (5)
N4i—Ni1—O1Wiv	91.01 (14)	N2—C13—H13	118.4
N4v—Ni1—O1Wiv	88.99 (14)	C14—C13—H13	118.4
O1W—Ni1—O1Wiv	180.00 (17)	C13—C14—C10	119.4 (5)
O2—Tb1—O2W	82.73 (13)	C13—C14—H14	120.3
O2—Tb1—O9ii	90.98 (13)	C10—C14—H14	120.3
O2W—Tb1—O9ii	138.08 (13)	C20—C15—C16	119.6 (4)
O2—Tb1—O7	81.89 (12)	C20—C15—C21	117.5 (4)
O2W—Tb1—O7	139.50 (13)	C16—C15—C21	122.8 (4)
O9ii—Tb1—O7	79.42 (11)	C17—C16—C15	120.7 (4)
O2—Tb1—O4iii	154.16 (12)	C17—C16—H16	119.7
O2W—Tb1—O4iii	120.54 (13)	C15—C16—H16	119.7
O9ii—Tb1—O4iii	78.80 (13)	C16—C17—C18	119.3 (4)
O7—Tb1—O4iii	72.98 (11)	C16—C17—C22	123.0 (4)
O2—Tb1—O3iii	152.82 (12)	C18—C17—C22	117.7 (4)
O2W—Tb1—O3iii	70.93 (12)	C19—C18—C17	120.2 (4)
O9ii—Tb1—O3iii	103.96 (13)	C19—C18—H18	119.9
O7—Tb1—O3iii	122.74 (11)	C17—C18—H18	119.9
O4iii—Tb1—O3iii	52.81 (11)	C18—C19—C20	119.8 (4)
O2—Tb1—O8ii	85.77 (12)	C18—C19—N3	118.6 (4)
O2W—Tb1—O8ii	85.49 (13)	C20—C19—N3	121.5 (4)
O9ii—Tb1—O8ii	52.66 (11)	C15—C20—C19	120.3 (4)
O7—Tb1—O8ii	130.18 (10)	C15—C20—H20	119.8
O4iii—Tb1—O8ii	105.78 (12)	C19—C20—H20	119.8
O3iii—Tb1—O8ii	85.57 (12)	O7—C21—O6	119.9 (4)
O2—Tb1—O6	84.52 (12)	O7—C21—C15	119.5 (4)
O2W—Tb1—O6	88.54 (13)	O6—C21—C15	120.6 (4)
O9ii—Tb1—O6	132.24 (11)	O8—C22—O9	119.1 (4)
O7—Tb1—O6	52.86 (10)	O8—C22—C17	120.7 (4)
O4iii—Tb1—O6	85.04 (12)	O9—C22—C17	120.1 (4)
O3iii—Tb1—O6	101.01 (12)	O8—C22—Tb1vii	62.0 (2)
O8ii—Tb1—O6	169.17 (11)	O9—C22—Tb1vii	57.1 (2)
O2—Tb1—C7iii	178.33 (13)	C17—C22—Tb1vii	176.4 (3)
O2W—Tb1—C7iii	96.05 (14)	O10—C23—N3	123.5 (5)
O9ii—Tb1—C7iii	90.69 (14)	O10—C23—C24	119.8 (5)
O7—Tb1—C7iii	98.38 (12)	N3—C23—C24	116.6 (5)
O4iii—Tb1—C7iii	26.52 (12)	C28—C24—C25	118.6 (5)
O3iii—Tb1—C7iii	26.32 (12)	C28—C24—C23	118.2 (4)
O8ii—Tb1—C7iii	95.29 (12)	C25—C24—C23	123.1 (5)
O6—Tb1—C7iii	94.32 (12)	C26—C25—C24	117.9 (5)
O2—Tb1—C22ii	87.76 (13)	C26—C25—H25	121.0
O2W—Tb1—C22ii	111.81 (15)	C24—C25—H25	121.0
O9ii—Tb1—C22ii	26.29 (12)	N4—C26—C25	124.0 (5)
O7—Tb1—C22ii	104.77 (12)	N4—C26—H26	118.0
O4iii—Tb1—C22ii	92.83 (13)	C25—C26—H26	118.0
O3iii—Tb1—C22ii	95.67 (13)	N4—C27—C28	123.4 (5)
O8ii—Tb1—C22ii	26.37 (12)	N4—C27—H27	118.3
O6—Tb1—C22ii	157.14 (13)	C28—C27—H27	118.3
C7iii—Tb1—C22ii	93.76 (13)	C27—C28—C24	119.4 (5)
C6—C1—C2	119.8 (4)	C27—C28—H28	120.3
C6—C1—C8	119.5 (4)	C24—C28—H28	120.3
C2—C1—C8	120.6 (4)	C9—N1—C3	125.9 (4)
C3—C2—C1	120.4 (4)	C9—N1—H1	117.1
C3—C2—H2	119.8	C3—N1—H1	117.1
C1—C2—H2	119.8	C13—N2—C12	117.1 (5)
C2—C3—C4	119.5 (4)	C23—N3—C19	121.5 (4)
C2—C3—N1	118.9 (4)	C23—N3—H3	119.3
C4—C3—N1	121.6 (4)	C19—N3—H3	119.3
C5—C4—C3	119.5 (4)	C26—N4—C27	116.7 (4)
C5—C4—H4	120.3	C26—N4—Ni1viii	121.8 (3)
C3—C4—H4	120.3	C27—N4—Ni1viii	121.1 (3)
C6—C5—C4	121.1 (4)	C8—O1—Ni1	144.0 (3)
C6—C5—C7	121.0 (4)	C8—O2—Tb1	154.9 (3)
C4—C5—C7	117.9 (4)	C7—O3—Tb1vi	93.7 (3)
C5—C6—C1	119.6 (4)	C7—O4—Tb1vi	94.2 (3)
C5—C6—H6	120.2	C21—O6—Tb1	91.1 (3)
C1—C6—H6	120.2	C21—O7—Tb1	96.0 (3)
O3—C7—O4	119.1 (4)	C22—O8—Tb1vii	91.6 (3)
O3—C7—C5	120.9 (4)	C22—O9—Tb1vii	96.6 (3)
O4—C7—C5	120.0 (4)	Ni1—O1W—H1WB	117.5
O3—C7—Tb1vi	60.0 (2)	Ni1—O1W—H1WA	109.4
O4—C7—Tb1vi	59.2 (2)	H1WB—O1W—H1WA	118.0
C5—C7—Tb1vi	177.4 (3)	Tb1—O2W—H2WA	122 (5)
O1—C8—O2	124.1 (4)	Tb1—O2W—H2WB	111.0
O1—C8—C1	118.7 (4)	H2WA—O2W—H2WB	127.1
O2—C8—C1	117.2 (4)	H3WC—O3W—H3WD	108.6
O5—C9—N1	124.2 (5)	H4WA—O4W—H4WB	107.8
C6—C1—C2—C3	−3.1 (7)	O5—C9—N1—C3	4.3 (8)
C8—C1—C2—C3	173.3 (4)	C10—C9—N1—C3	−175.7 (4)
C1—C2—C3—C4	3.2 (7)	C2—C3—N1—C9	161.9 (5)
C1—C2—C3—N1	−176.9 (4)	C4—C3—N1—C9	−18.2 (7)
C2—C3—C4—C5	−1.1 (7)	C14—C13—N2—C12	−1.5 (8)
N1—C3—C4—C5	179.0 (4)	C11—C12—N2—C13	1.0 (8)
C3—C4—C5—C6	−1.2 (7)	O10—C23—N3—C19	5.8 (7)
C3—C4—C5—C7	−179.1 (4)	C24—C23—N3—C19	−171.8 (4)
C4—C5—C6—C1	1.3 (7)	C18—C19—N3—C23	133.0 (5)
C7—C5—C6—C1	179.2 (4)	C20—C19—N3—C23	−45.5 (7)
C2—C1—C6—C5	0.8 (7)	C25—C26—N4—C27	3.1 (7)
C8—C1—C6—C5	−175.6 (4)	C25—C26—N4—Ni1viii	−169.7 (4)
C6—C5—C7—O3	19.3 (7)	C28—C27—N4—C26	−1.1 (7)
C4—C5—C7—O3	−162.8 (4)	C28—C27—N4—Ni1viii	171.7 (4)
C6—C5—C7—O4	−159.6 (4)	O2—C8—O1—Ni1	−119.0 (5)
C4—C5—C7—O4	18.3 (7)	C1—C8—O1—Ni1	61.6 (7)
C6—C1—C8—O1	27.8 (7)	N4i—Ni1—O1—C8	148.5 (6)
C2—C1—C8—O1	−148.5 (5)	N4v—Ni1—O1—C8	−31.5 (6)
C6—C1—C8—O2	−151.7 (4)	O1W—Ni1—O1—C8	−122.6 (6)
C2—C1—C8—O2	32.0 (7)	O1Wiv—Ni1—O1—C8	57.4 (6)
O5—C9—C10—C11	−165.2 (5)	O1—C8—O2—Tb1	74.5 (9)
N1—C9—C10—C11	14.7 (8)	C1—C8—O2—Tb1	−106.0 (7)
O5—C9—C10—C14	12.0 (8)	O2W—Tb1—O2—C8	−92.7 (8)
N1—C9—C10—C14	−168.1 (5)	O9ii—Tb1—O2—C8	128.9 (8)
C14—C10—C11—C12	−1.1 (8)	O7—Tb1—O2—C8	49.7 (7)
C9—C10—C11—C12	176.1 (5)	O4iii—Tb1—O2—C8	63.1 (8)
C10—C11—C12—N2	0.3 (8)	O3iii—Tb1—O2—C8	−107.0 (8)
N2—C13—C14—C10	0.7 (9)	O8ii—Tb1—O2—C8	−178.7 (8)
C11—C10—C14—C13	0.6 (8)	O6—Tb1—O2—C8	−3.5 (7)
C9—C10—C14—C13	−176.8 (5)	C22ii—Tb1—O2—C8	154.9 (8)
C20—C15—C16—C17	1.6 (7)	O4—C7—O3—Tb1vi	−3.9 (5)
C21—C15—C16—C17	−178.7 (4)	C5—C7—O3—Tb1vi	177.1 (4)
C15—C16—C17—C18	−1.7 (7)	O3—C7—O4—Tb1vi	4.0 (5)
C15—C16—C17—C22	179.9 (4)	C5—C7—O4—Tb1vi	−177.1 (4)
C16—C17—C18—C19	−0.6 (7)	O7—C21—O6—Tb1	−3.3 (4)
C22—C17—C18—C19	177.9 (4)	C15—C21—O6—Tb1	177.3 (4)
C17—C18—C19—C20	3.0 (7)	O2—Tb1—O6—C21	85.9 (3)
C17—C18—C19—N3	−175.6 (4)	O2W—Tb1—O6—C21	168.7 (3)
C16—C15—C20—C19	0.9 (7)	O9ii—Tb1—O6—C21	−0.5 (3)
C21—C15—C20—C19	−178.9 (4)	O7—Tb1—O6—C21	1.9 (2)
C18—C19—C20—C15	−3.2 (7)	O4iii—Tb1—O6—C21	−70.5 (3)
N3—C19—C20—C15	175.3 (4)	O3iii—Tb1—O6—C21	−121.1 (3)
C20—C15—C21—O7	−5.5 (7)	O8ii—Tb1—O6—C21	112.2 (6)
C16—C15—C21—O7	174.7 (4)	C7iii—Tb1—O6—C21	−95.3 (3)
C20—C15—C21—O6	173.8 (4)	C22ii—Tb1—O6—C21	15.1 (5)
C16—C15—C21—O6	−6.0 (7)	O6—C21—O7—Tb1	3.5 (5)
C16—C17—C22—O8	13.6 (7)	C15—C21—O7—Tb1	−177.2 (4)
C18—C17—C22—O8	−164.8 (4)	O2—Tb1—O7—C21	−91.2 (3)
C16—C17—C22—O9	−167.3 (5)	O2W—Tb1—O7—C21	−22.5 (4)
C18—C17—C22—O9	14.3 (7)	O9ii—Tb1—O7—C21	176.3 (3)
O10—C23—C24—C28	−41.8 (7)	O4iii—Tb1—O7—C21	94.9 (3)
N3—C23—C24—C28	136.0 (5)	O3iii—Tb1—O7—C21	76.4 (3)
O10—C23—C24—C25	134.5 (5)	O8ii—Tb1—O7—C21	−168.6 (3)
N3—C23—C24—C25	−47.8 (7)	O6—Tb1—O7—C21	−1.9 (3)
C28—C24—C25—C26	−1.3 (7)	C7iii—Tb1—O7—C21	87.1 (3)
C23—C24—C25—C26	−177.5 (4)	C22ii—Tb1—O7—C21	−176.7 (3)
C24—C25—C26—N4	−1.9 (8)	O9—C22—O8—Tb1vii	−1.7 (5)
N4—C27—C28—C24	−2.0 (8)	C17—C22—O8—Tb1vii	177.4 (4)
C25—C24—C28—C27	3.2 (7)	O8—C22—O9—Tb1vii	1.8 (5)
C23—C24—C28—C27	179.5 (4)	C17—C22—O9—Tb1vii	−177.3 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1···O4Wix	0.86	2.16	3.000 (6)	166
N3—H3···O4v	0.86	2.17	2.958 (6)	153
O1W—H1WA···O6iv	0.82	2.24	2.988 (4)	151
O1W—H1WB···O3Wx	0.85	2.04	2.763 (6)	143
O2W—H2WA···O3Wxi	0.85 (6)	2.47 (6)	3.117 (7)	134 (5)
O2W—H2WB···N2i	0.85	1.92	2.672 (6)	147
O3W—H3WC···O3x	0.85	1.92	2.736 (5)	159
O3W—H3WD···O8ii	0.85	1.98	2.793 (5)	160
O4W—H4WA···O9xii	0.85	2.25	3.088 (6)	170
O4W—H4WB···O9v	0.85	2.19	3.034 (5)	172

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1⋯O4W i	0.86	2.16	3.000 (6)	166
N3—H3⋯O4ii	0.86	2.17	2.958 (6)	153
O1W—H1WA⋯O6iii	0.82	2.24	2.988 (4)	151
O1W—H1WB⋯O3W iv	0.85	2.04	2.763 (6)	143
O2W—H2WA⋯O3W v	0.85 (6)	2.47 (6)	3.117 (7)	134 (5)
O2W—H2WB⋯N2vi	0.85	1.92	2.672 (6)	147
O3W—H3WC⋯O3iv	0.85	1.92	2.736 (5)	159
O3W—H3WD⋯O8vii	0.85	1.98	2.793 (5)	160
O4W—H4WA⋯O9viii	0.85	2.25	3.088 (6)	170
O4W—H4WB⋯O9ii	0.85	2.19	3.034 (5)	172

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