Poly[[diaqua-bis-(2,2'-bipyridine)-bis-(μ(3)-5-hy-droxy-isophthalato)(μ(2)-5-hy-droxy-isophthalato)digadolinium(III)] trihydrate].

The asymmetric unit of the title coordination polymer, {[Gd(2)(C(8)H(4)O(5))(3)(C(10)H(8)N(2))(2)(H(2)O)(2)]·3H(2)O}(n), contains two Gd(III) cations, one of which is surrounded by three 5-hy-droxy-isophthalate anions, one 2,2'-bipyridine ligand and two water mol-ecules in a distorted N(2)O(7) tricapped trigonal-prismatic coordination geometry. The other Gd cation is coordinated by four 5-hy-droxy-isophthalate anions and one 2,2'-bipyridine ligand in a distorted N(2)O(7) tricapped trigonal-prismatic coordination geometry. The 5-hy-droxy-isophthalate anions bridge the Gd cations, forming a layer structure. The layers are further connected by extensive O-H⋯O hydrogen bonding, assembling a three-dimensional supra-molecular network.

Related literature

For metal organic frameworks (MOFs) with porous structures, see: Kitagawa et al. (2004 ▶); Kitaura et al. (2003 ▶); Chen et al. (2006 ▶); Luo et al. (2004 ▶); Xu et al. (2007 ▶). For a series of highly porous MOFs with bifunctional 1,4-benzene­dicarboxyl­ate (n class="Chemical">BDC) or trifunctional 1,3,5-benzene­tricarboxyl­ate (BTC), see: Eddaoudi et al. (2002 ▶). For complexes of d-block transition metal and f-block lanthanide ions, see: Lee et al. (2005 ▶); Sun et al. (2005 ▶).

Experimental

Crystal data

[Gd2(C8H4O5)3(C10n class="Species">H8N2)2(H2O)2]·3H2O

M = 1257.28

Triclinic,

a = 11.4196 (13) Å

b = 12.0357 (14) Å

c = 17.886 (2) Å

α = 91.008 (1)°

β = 103.204 (1)°

γ = 106.648 (1)°

V = 2283.8 (5) Å3

Z = 2

Mo Kα radiation

μ = 2.97 mm−1

T = 298 K

0.31 × 0.28 × 0.22 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.415, T max = 0.521

11916 measured reflections

8089 independent reflections

6783 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.032

wR(F 2) = 0.076

S = 1.05

8089 reflections

634 parameters

252 restraints

H-atom parameters constrained

Δρmax = 1.17 e Å−3

Δρmin = −1.33 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAIn class="Chemical">NT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEPIII (Burnett & Johnson, 1996 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811035999/xu5312sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811035999/xu5312Isup2.hkl

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

[Gd2(C8H4O5)3(C10H8N2)2(H2O)2]·3H2O	Z = 2
Mr = 1257.28	F(000) = 1236
Triclinic, P1	Dx = 1.828 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 11.4196 (13) Å	Cell parameters from 4955 reflections
b = 12.0357 (14) Å	θ = 2.4–25.2°
c = 17.886 (2) Å	µ = 2.97 mm−1
α = 91.008 (1)°	T = 298 K
β = 103.204 (1)°	Block, colourless
γ = 106.648 (1)°	0.31 × 0.28 × 0.22 mm
V = 2283.8 (5) Å3

Bruker APEXII area-detector diffractometer	8089 independent reflections
Radiation source: fine-focus sealed tube	6783 reflections with I > 2σ(I)
graphite	Rint = 0.023
φ and ω scan	θmax = 25.2°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −11→13
Tmin = 0.415, Tmax = 0.521	k = −14→13
11916 measured reflections	l = −20→21

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)] = 0.032	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.076	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0268P)2 + 4.4136P] where P = (Fo2 + 2Fc2)/3
8089 reflections	(Δ/σ)max = 0.001
634 parameters	Δρmax = 1.17 e Å−3
252 restraints	Δρmin = −1.33 e Å−3

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
C1	0.4825 (5)	0.0836 (4)	0.3988 (3)	0.0229 (8)
C2	0.4122 (5)	0.0772 (4)	0.4536 (3)	0.0237 (9)
H2	0.3348	0.0203	0.4466	0.028*
C3	0.4574 (4)	0.1555 (4)	0.5186 (3)	0.0230 (9)
C4	0.5716 (4)	0.2425 (4)	0.5289 (3)	0.0222 (9)
H4	0.5995	0.2978	0.5711	0.027*
C5	0.6437 (4)	0.2460 (4)	0.4755 (3)	0.0209 (8)
C6	0.5988 (5)	0.1667 (4)	0.4108 (3)	0.0231 (9)
H6	0.6473	0.1694	0.3752	0.028*
C7	0.4287 (5)	0.0026 (4)	0.3266 (3)	0.0249 (10)
C8	0.7700 (4)	0.3348 (4)	0.4872 (3)	0.0212 (9)
C9	1.0118 (5)	0.3921 (4)	0.1825 (3)	0.0243 (8)
C10	0.9050 (5)	0.3313 (4)	0.1278 (3)	0.0259 (9)
H10	0.8312	0.2947	0.1424	0.031*
C11	0.9081 (5)	0.3250 (4)	0.0505 (3)	0.0259 (9)
C12	1.0187 (5)	0.3779 (4)	0.0290 (3)	0.0253 (9)
H12	1.0210	0.3726	−0.0225	0.030*
C13	1.1264 (5)	0.4389 (4)	0.0845 (3)	0.0258 (9)
C14	1.1241 (5)	0.4465 (4)	0.1617 (3)	0.0265 (9)
H14	1.1959	0.4871	0.1990	0.032*
C15	1.0120 (5)	0.4014 (4)	0.2666 (3)	0.0253 (10)
C16	0.7912 (5)	0.2616 (5)	−0.0098 (3)	0.0288 (11)
C17	0.5752 (5)	−0.3885 (4)	0.2507 (3)	0.0236 (8)
C18	0.6735 (4)	−0.3617 (4)	0.3163 (3)	0.0230 (9)
H18	0.6876	−0.2962	0.3494	0.028*
C19	0.7513 (5)	−0.4335 (4)	0.3326 (3)	0.0246 (8)
C20	0.7287 (5)	−0.5311 (5)	0.2836 (3)	0.0306 (10)
H20	0.7795	−0.5797	0.2952	0.037*
C21	0.6317 (5)	−0.5578 (5)	0.2177 (3)	0.0332 (10)
C22	0.5546 (5)	−0.4859 (5)	0.2015 (3)	0.0312 (10)
H22	0.4888	−0.5034	0.1574	0.037*
C23	0.4846 (5)	−0.3179 (4)	0.2360 (3)	0.0234 (10)
C24	0.8531 (5)	−0.4071 (4)	0.4055 (3)	0.0247 (10)
C25	0.3528 (7)	0.0870 (6)	0.1175 (4)	0.0615 (16)
H25	0.4352	0.0835	0.1307	0.074*
C26	0.3300 (8)	0.1788 (6)	0.0774 (4)	0.0685 (15)
H26	0.3937	0.2330	0.0616	0.082*
C27	0.2111 (8)	0.1865 (7)	0.0623 (5)	0.0706 (15)
H27	0.1921	0.2473	0.0356	0.085*
C28	0.1188 (8)	0.1057 (7)	0.0858 (4)	0.0654 (14)
H28	0.0378	0.1127	0.0769	0.078*
C29	0.1472 (7)	0.0119 (6)	0.1236 (4)	0.0558 (13)
C30	0.0507 (7)	−0.0824 (7)	0.1467 (4)	0.0584 (13)
C31	−0.0743 (7)	−0.0819 (8)	0.1332 (5)	0.0735 (14)
H31	−0.0981	−0.0185	0.1134	0.088*
C32	−0.1609 (8)	−0.1762 (8)	0.1496 (5)	0.0803 (15)
H32	−0.2445	−0.1768	0.1413	0.096*
C33	−0.1269 (7)	−0.2695 (9)	0.1779 (5)	0.0771 (16)
H33	−0.1863	−0.3357	0.1869	0.093*
C34	−0.0001 (6)	−0.2620 (8)	0.1928 (4)	0.0693 (17)
H34	0.0251	−0.3241	0.2138	0.083*
C35	0.9127 (5)	0.0884 (5)	0.4210 (4)	0.0418 (12)
H35	0.8578	0.1117	0.4445	0.050*
C36	0.8929 (6)	−0.0290 (5)	0.4063 (4)	0.0480 (12)
H36	0.8266	−0.0834	0.4197	0.058*
C37	0.9721 (6)	−0.0639 (5)	0.3717 (4)	0.0493 (12)
H37	0.9609	−0.1427	0.3612	0.059*
C38	1.0695 (6)	0.0190 (5)	0.3523 (4)	0.0420 (11)
H38	1.1241	−0.0033	0.3280	0.050*
C39	1.0849 (5)	0.1352 (5)	0.3693 (3)	0.0326 (10)
C40	1.1930 (5)	0.2272 (5)	0.3551 (3)	0.0315 (10)
C41	1.2673 (5)	0.2066 (5)	0.3085 (3)	0.0380 (10)
H41	1.2436	0.1354	0.2794	0.046*
C42	1.3754 (6)	0.2904 (5)	0.3048 (4)	0.0432 (11)
H42	1.4249	0.2773	0.2729	0.052*
C43	1.4093 (6)	0.3935 (5)	0.3490 (4)	0.0461 (11)
H43	1.4856	0.4497	0.3512	0.055*
C44	1.3265 (6)	0.4121 (5)	0.3904 (4)	0.0450 (13)
H44	1.3466	0.4842	0.4177	0.054*
Gd1	1.04200 (2)	0.394578 (19)	0.429399 (12)	0.01701 (7)
Gd2	0.32468 (2)	−0.17119 (2)	0.199574 (13)	0.02017 (7)
N1	0.2649 (5)	0.0030 (4)	0.1387 (3)	0.0415 (12)
N2	0.0875 (4)	−0.1705 (5)	0.1784 (3)	0.0398 (12)
N3	1.0066 (4)	0.1707 (4)	0.4034 (2)	0.0257 (9)
N4	1.2204 (4)	0.3324 (4)	0.3931 (3)	0.0308 (10)
O1	0.4872 (3)	0.0106 (3)	0.27407 (19)	0.0286 (8)
O2	0.3229 (3)	−0.0732 (3)	0.31882 (19)	0.0303 (9)
O3	0.8478 (3)	0.3098 (3)	0.4555 (2)	0.0272 (8)
O4	0.7914 (3)	0.4286 (3)	0.52814 (19)	0.0269 (8)
O5	0.3858 (3)	0.1410 (4)	0.5713 (2)	0.0381 (10)
H5	0.4290	0.1759	0.6128	0.057*
O6	0.9359 (3)	0.3244 (3)	0.29311 (18)	0.0254 (8)
O7	1.0911 (3)	0.4849 (3)	0.31090 (18)	0.0316 (9)
O8	0.7983 (3)	0.2599 (3)	−0.07886 (18)	0.0303 (8)
O9	0.6932 (4)	0.2138 (5)	0.0118 (2)	0.0644 (15)
O10	1.2346 (3)	0.4877 (3)	0.0613 (2)	0.0356 (9)
H10A	1.2891	0.5270	0.0979	0.053*
O11	0.3877 (3)	−0.3498 (3)	0.18007 (19)	0.0274 (8)
O12	0.5040 (3)	−0.2276 (3)	0.27956 (19)	0.0286 (8)
O13	0.8553 (4)	−0.3317 (3)	0.4550 (2)	0.0340 (9)
O14	0.9326 (3)	−0.4648 (3)	0.4180 (2)	0.0287 (8)
O15	0.6061 (5)	−0.6548 (4)	0.1695 (3)	0.0720 (17)
H15	0.6355	−0.7026	0.1928	0.108*
O1W	0.4679 (3)	−0.1230 (3)	0.1195 (2)	0.0405 (10)
H1WA	0.5434	−0.1102	0.1158	0.061*
H1WB	0.4230	−0.1193	0.0752	0.061*
O2W	0.2359 (3)	−0.3061 (3)	0.2883 (2)	0.0354 (9)
H2WA	0.2351	−0.2565	0.3225	0.053*
H2WB	0.2019	−0.3734	0.3007	0.053*
O3W	0.6877 (4)	0.0285 (4)	0.1066 (3)	0.0650 (14)
H3WA	0.7145	0.0524	0.0674	0.097*
H3WB	0.6482	0.0736	0.1183	0.097*
O4W	0.7005 (6)	0.1565 (6)	0.2362 (3)	0.121 (3)
H4WA	0.7746	0.2012	0.2552	0.181*
H4WB	0.6638	0.1415	0.2728	0.181*
O5W	0.5593 (16)	0.4214 (15)	0.0206 (8)	0.356 (12)
H5WA	0.5768	0.4043	0.0669	0.533*
H5WB	0.6263	0.4357	0.0046	0.533*

	U11	U22	U33	U12	U13	U23
C1	0.0213 (17)	0.0219 (17)	0.0218 (17)	0.0028 (14)	0.0031 (15)	−0.0031 (14)
C2	0.0192 (18)	0.0252 (18)	0.0216 (18)	0.0005 (16)	0.0028 (16)	−0.0028 (16)
C3	0.0189 (18)	0.0272 (18)	0.0214 (18)	0.0055 (16)	0.0041 (16)	−0.0038 (16)
C4	0.0191 (18)	0.0255 (18)	0.0202 (17)	0.0068 (15)	0.0019 (16)	−0.0052 (15)
C5	0.0187 (17)	0.0225 (16)	0.0196 (16)	0.0046 (14)	0.0031 (14)	−0.0024 (14)
C6	0.0207 (18)	0.0247 (18)	0.0218 (18)	0.0028 (15)	0.0066 (16)	−0.0032 (15)
C7	0.024 (2)	0.022 (2)	0.022 (2)	0.0029 (18)	−0.0009 (19)	−0.0022 (18)
C8	0.020 (2)	0.023 (2)	0.0171 (19)	0.0051 (17)	0.0015 (18)	−0.0016 (17)
C9	0.0251 (17)	0.0281 (17)	0.0161 (16)	0.0051 (15)	0.0014 (15)	−0.0013 (14)
C10	0.0256 (19)	0.0298 (19)	0.0169 (17)	0.0034 (16)	0.0010 (16)	−0.0008 (16)
C11	0.0268 (18)	0.0295 (17)	0.0181 (16)	0.0066 (15)	0.0011 (15)	−0.0015 (15)
C12	0.0271 (19)	0.0302 (19)	0.0155 (17)	0.0059 (17)	0.0025 (16)	−0.0017 (16)
C13	0.0255 (19)	0.0299 (19)	0.0190 (18)	0.0058 (17)	0.0028 (16)	−0.0017 (16)
C14	0.0250 (19)	0.0292 (19)	0.0199 (18)	0.0052 (17)	−0.0011 (16)	−0.0040 (16)
C15	0.025 (2)	0.027 (2)	0.019 (2)	0.0050 (19)	0.0008 (19)	−0.0006 (18)
C16	0.030 (2)	0.031 (2)	0.018 (2)	0.004 (2)	−0.0010 (19)	−0.0016 (18)
C17	0.0192 (17)	0.0282 (17)	0.0210 (16)	0.0065 (15)	0.0014 (15)	−0.0018 (15)
C18	0.0216 (19)	0.0234 (18)	0.0212 (18)	0.0060 (16)	0.0007 (16)	0.0003 (16)
C19	0.0223 (17)	0.0253 (17)	0.0230 (17)	0.0058 (15)	0.0009 (15)	0.0006 (15)
C20	0.027 (2)	0.032 (2)	0.0305 (19)	0.0115 (17)	−0.0015 (17)	−0.0056 (17)
C21	0.028 (2)	0.036 (2)	0.0306 (19)	0.0107 (17)	−0.0035 (17)	−0.0122 (17)
C22	0.0241 (19)	0.036 (2)	0.0279 (19)	0.0086 (17)	−0.0036 (17)	−0.0081 (17)
C23	0.019 (2)	0.026 (2)	0.021 (2)	0.0048 (18)	0.0004 (18)	0.0000 (18)
C24	0.022 (2)	0.022 (2)	0.025 (2)	0.0029 (18)	0.0014 (18)	0.0041 (18)
C25	0.064 (3)	0.040 (3)	0.066 (3)	0.011 (3)	−0.008 (3)	0.013 (3)
C26	0.073 (3)	0.046 (3)	0.071 (3)	0.013 (2)	−0.008 (3)	0.012 (2)
C27	0.076 (3)	0.055 (3)	0.074 (3)	0.026 (2)	−0.004 (3)	0.009 (2)
C28	0.068 (3)	0.064 (3)	0.068 (3)	0.038 (2)	0.001 (2)	0.006 (2)
C29	0.058 (3)	0.068 (3)	0.054 (3)	0.044 (2)	0.006 (2)	0.004 (2)
C30	0.051 (3)	0.084 (3)	0.055 (3)	0.044 (2)	0.012 (2)	0.009 (2)
C31	0.054 (3)	0.104 (3)	0.071 (3)	0.038 (2)	0.011 (2)	0.019 (3)
C32	0.049 (3)	0.117 (4)	0.078 (3)	0.030 (3)	0.014 (2)	0.023 (3)
C33	0.043 (3)	0.118 (4)	0.073 (3)	0.026 (3)	0.017 (3)	0.024 (3)
C34	0.036 (3)	0.113 (4)	0.064 (3)	0.025 (3)	0.017 (3)	0.023 (3)
C35	0.031 (3)	0.029 (2)	0.064 (3)	0.004 (2)	0.016 (2)	−0.001 (2)
C36	0.036 (2)	0.032 (2)	0.071 (3)	0.0003 (19)	0.017 (2)	−0.001 (2)
C37	0.043 (2)	0.032 (2)	0.069 (3)	0.0029 (19)	0.017 (2)	−0.005 (2)
C38	0.041 (2)	0.031 (2)	0.056 (2)	0.0072 (18)	0.019 (2)	−0.0047 (19)
C39	0.035 (2)	0.027 (2)	0.039 (2)	0.0099 (17)	0.0149 (18)	−0.0011 (18)
C40	0.035 (2)	0.030 (2)	0.036 (2)	0.0132 (17)	0.0168 (18)	0.0051 (17)
C41	0.042 (2)	0.036 (2)	0.045 (2)	0.0151 (18)	0.0230 (19)	0.0057 (19)
C42	0.043 (2)	0.042 (2)	0.054 (2)	0.0133 (19)	0.029 (2)	0.009 (2)
C43	0.042 (2)	0.041 (2)	0.061 (3)	0.009 (2)	0.027 (2)	0.010 (2)
C44	0.040 (3)	0.038 (3)	0.062 (3)	0.008 (2)	0.027 (2)	0.004 (2)
Gd1	0.01518 (13)	0.01894 (13)	0.01425 (12)	0.00264 (10)	0.00175 (10)	−0.00201 (9)
Gd2	0.01919 (14)	0.02123 (14)	0.01529 (13)	0.00330 (10)	−0.00138 (10)	−0.00330 (9)
N1	0.051 (3)	0.032 (3)	0.034 (3)	0.013 (2)	−0.005 (2)	0.001 (2)
N2	0.028 (3)	0.060 (3)	0.031 (3)	0.013 (2)	0.007 (2)	−0.002 (2)
N3	0.023 (2)	0.025 (2)	0.030 (2)	0.0084 (19)	0.0050 (19)	−0.0025 (18)
N4	0.023 (2)	0.027 (2)	0.041 (3)	0.0024 (19)	0.011 (2)	−0.001 (2)
O1	0.027 (2)	0.030 (2)	0.0231 (18)	−0.0003 (16)	0.0068 (16)	−0.0061 (15)
O2	0.027 (2)	0.0260 (19)	0.0271 (19)	−0.0056 (16)	0.0039 (16)	−0.0111 (15)
O3	0.0204 (19)	0.0258 (19)	0.034 (2)	0.0017 (15)	0.0115 (16)	−0.0053 (15)
O4	0.0231 (19)	0.0243 (19)	0.0291 (19)	0.0000 (15)	0.0081 (16)	−0.0109 (15)
O5	0.023 (2)	0.059 (3)	0.024 (2)	−0.0033 (19)	0.0100 (17)	−0.0098 (18)
O6	0.0246 (19)	0.0271 (19)	0.0175 (17)	−0.0003 (15)	0.0022 (15)	−0.0022 (14)
O7	0.032 (2)	0.032 (2)	0.0172 (18)	−0.0090 (17)	0.0027 (16)	−0.0063 (15)
O8	0.031 (2)	0.039 (2)	0.0160 (18)	0.0063 (17)	0.0012 (16)	−0.0043 (15)
O9	0.030 (2)	0.107 (4)	0.026 (2)	−0.021 (3)	0.0001 (19)	−0.007 (2)
O10	0.027 (2)	0.045 (2)	0.029 (2)	−0.0016 (18)	0.0107 (17)	−0.0085 (17)
O11	0.0230 (19)	0.030 (2)	0.0229 (18)	0.0077 (16)	−0.0058 (16)	−0.0059 (15)
O12	0.026 (2)	0.0266 (19)	0.0258 (19)	0.0078 (16)	−0.0072 (16)	−0.0083 (15)
O13	0.044 (2)	0.032 (2)	0.0222 (19)	0.0165 (18)	−0.0050 (17)	−0.0039 (16)
O14	0.026 (2)	0.030 (2)	0.030 (2)	0.0126 (16)	0.0024 (16)	0.0076 (16)
O15	0.079 (4)	0.066 (3)	0.061 (3)	0.045 (3)	−0.029 (3)	−0.044 (3)
O1W	0.026 (2)	0.058 (3)	0.027 (2)	−0.0005 (19)	0.0020 (17)	−0.0037 (18)
O2W	0.043 (2)	0.025 (2)	0.033 (2)	0.0017 (17)	0.0119 (19)	−0.0014 (16)
O3W	0.055 (3)	0.060 (3)	0.072 (3)	0.000 (2)	0.023 (3)	0.000 (3)
O4W	0.097 (5)	0.148 (6)	0.057 (4)	−0.065 (4)	0.033 (3)	−0.033 (4)
O5W	0.52 (3)	0.55 (3)	0.292 (16)	0.45 (2)	0.309 (18)	0.275 (18)

C1—C6	1.383 (7)	C32—C33	1.359 (11)
C1—C2	1.393 (7)	C32—H32	0.9300
C1—C7	1.498 (7)	C33—C34	1.387 (10)
C2—C3	1.382 (6)	C33—H33	0.9300
C2—H2	0.9300	C34—N2	1.332 (9)
C3—O5	1.366 (6)	C34—H34	0.9300
C3—C4	1.391 (7)	C35—N3	1.337 (7)
C4—C5	1.391 (6)	C35—C36	1.376 (8)
C4—H4	0.9300	C35—H35	0.9300
C5—C6	1.387 (6)	C36—C37	1.356 (9)
C5—C8	1.495 (7)	C36—H36	0.9300
C6—H6	0.9300	C37—C38	1.381 (8)
C7—O1	1.261 (6)	C37—H37	0.9300
C7—O2	1.264 (6)	C38—C39	1.378 (7)
C8—O3	1.257 (6)	C38—H38	0.9300
C8—O4	1.266 (6)	C39—N3	1.346 (6)
C9—C10	1.378 (7)	C39—C40	1.478 (7)
C9—C14	1.398 (7)	C40—N4	1.344 (7)
C9—C15	1.506 (6)	C40—C41	1.383 (7)
C10—C11	1.392 (6)	C41—C42	1.368 (8)
C10—H10	0.9300	C41—H41	0.9300
C11—C12	1.386 (7)	C42—C43	1.365 (8)
C11—C16	1.503 (7)	C42—H42	0.9300
C12—C13	1.391 (7)	C43—C44	1.389 (8)
C12—H12	0.9300	C43—H43	0.9300
C13—O10	1.367 (6)	C44—N4	1.324 (7)
C13—C14	1.390 (7)	C44—H44	0.9300
C14—H14	0.9300	Gd1—O3	2.317 (3)
C15—O7	1.256 (6)	Gd1—O4ii	2.385 (3)
C15—O6	1.257 (6)	Gd1—O6	2.473 (3)
C16—O9	1.252 (6)	Gd1—O7	2.503 (3)
C16—O8	1.256 (6)	Gd1—O13i	2.383 (3)
C17—C22	1.383 (7)	Gd1—O14i	2.769 (4)
C17—C18	1.385 (6)	Gd1—O14iii	2.360 (3)
C17—C23	1.500 (7)	Gd1—N3	2.624 (4)
C18—C19	1.397 (7)	Gd1—N4	2.568 (4)
C18—H18	0.9300	Gd1—Gd1ii	4.0018 (5)
C19—C20	1.378 (7)	Gd2—O1	2.539 (3)
C19—C24	1.495 (7)	Gd2—O2	2.426 (3)
C20—C21	1.381 (7)	Gd2—O8iv	2.334 (3)
C20—H20	0.9300	Gd2—O11	2.496 (3)
C21—O15	1.358 (6)	Gd2—O12	2.488 (3)
C21—C22	1.392 (7)	Gd2—O1W	2.369 (4)
C22—H22	0.9300	Gd2—O2W	2.463 (4)
C23—O12	1.261 (6)	Gd2—N1	2.570 (5)
C23—O11	1.269 (6)	Gd2—N2	2.651 (5)
C24—O13	1.247 (6)	O5—H5	0.8200
C24—O14	1.277 (6)	O8—Gd2iv	2.334 (3)
C24—Gd1i	2.906 (5)	O10—H10A	0.8200
C25—N1	1.333 (8)	O13—Gd1i	2.383 (3)
C25—C26	1.382 (9)	O14—Gd1v	2.360 (3)
C25—H25	0.9300	O14—Gd1i	2.769 (4)
C26—C27	1.353 (11)	O15—H15	0.8200
C26—H26	0.9300	O1W—H1WA	0.8500
C27—C28	1.365 (10)	O1W—H1WB	0.8501
C27—H27	0.9300	O2W—H2WA	0.8500
C28—C29	1.405 (9)	O2W—H2WB	0.8500
C28—H28	0.9300	O3W—H3WA	0.8499
C29—N1	1.345 (8)	O3W—H3WB	0.8501
C29—C30	1.477 (10)	O4W—H4WA	0.8500
C30—N2	1.339 (8)	O4W—H4WB	0.8500
C30—C31	1.394 (9)	O5W—H5WA	0.8499
C31—C32	1.362 (11)	O5W—H5WB	0.8501
C31—H31	0.9300
C6—C1—C2	119.5 (4)	N4—C44—C43	123.4 (6)
C6—C1—C7	121.2 (4)	N4—C44—H44	118.3
C2—C1—C7	119.3 (4)	C43—C44—H44	118.3
C3—C2—C1	120.0 (4)	O3—Gd1—O14iii	72.23 (12)
C3—C2—H2	120.0	O3—Gd1—O13i	90.37 (13)
C1—C2—H2	120.0	O14iii—Gd1—O13i	127.51 (12)
O5—C3—C2	116.7 (4)	O3—Gd1—O4ii	135.63 (11)
O5—C3—C4	122.7 (4)	O14iii—Gd1—O4ii	77.70 (12)
C2—C3—C4	120.5 (4)	O13i—Gd1—O4ii	82.72 (12)
C3—C4—C5	119.3 (4)	O3—Gd1—O6	86.22 (11)
C3—C4—H4	120.4	O14iii—Gd1—O6	88.21 (12)
C5—C4—H4	120.4	O13i—Gd1—O6	140.96 (12)
C6—C5—C4	120.0 (4)	O4ii—Gd1—O6	125.00 (11)
C6—C5—C8	119.5 (4)	O3—Gd1—O7	129.25 (12)
C4—C5—C8	120.5 (4)	O14iii—Gd1—O7	78.52 (12)
C1—C6—C5	120.5 (4)	O13i—Gd1—O7	139.80 (13)
C1—C6—H6	119.7	O4ii—Gd1—O7	73.20 (11)
C5—C6—H6	119.7	O6—Gd1—O7	51.86 (11)
O1—C7—O2	120.5 (4)	O3—Gd1—N4	138.95 (13)
O1—C7—C1	120.6 (4)	O14iii—Gd1—N4	145.72 (13)
O2—C7—C1	118.9 (4)	O13i—Gd1—N4	75.45 (14)
O3—C8—O4	124.7 (4)	O4ii—Gd1—N4	81.37 (12)
O3—C8—C5	116.9 (4)	O6—Gd1—N4	81.91 (13)
O4—C8—C5	118.4 (4)	O7—Gd1—N4	69.55 (14)
C10—C9—C14	121.0 (4)	O3—Gd1—N3	76.48 (12)
C10—C9—C15	121.2 (4)	O14iii—Gd1—N3	141.91 (12)
C14—C9—C15	117.8 (4)	O13i—Gd1—N3	73.01 (12)
C9—C10—C11	119.7 (5)	O4ii—Gd1—N3	140.31 (12)
C9—C10—H10	120.2	O6—Gd1—N3	68.37 (12)
C11—C10—H10	120.2	O7—Gd1—N3	106.25 (12)
C12—C11—C10	120.1 (5)	N4—Gd1—N3	62.59 (13)
C12—C11—C16	119.8 (4)	O3—Gd1—O14i	73.86 (11)
C10—C11—C16	120.1 (5)	O14iii—Gd1—O14i	77.73 (12)
C11—C12—C13	120.1 (4)	O13i—Gd1—O14i	49.79 (11)
C11—C12—H12	120.0	O4ii—Gd1—O14i	68.35 (11)
C13—C12—H12	120.0	O6—Gd1—O14i	158.30 (11)
O10—C13—C14	121.2 (4)	O7—Gd1—O14i	138.12 (11)
O10—C13—C12	118.4 (4)	N4—Gd1—O14i	118.82 (12)
C14—C13—C12	120.3 (5)	N3—Gd1—O14i	113.74 (11)
C13—C14—C9	118.9 (5)	O3—Gd1—C24i	86.30 (13)
C13—C14—H14	120.5	O14iii—Gd1—C24i	103.13 (13)
C9—C14—H14	120.5	O13i—Gd1—C24i	24.86 (13)
O7—C15—O6	119.9 (4)	O4ii—Gd1—C24i	69.51 (13)
O7—C15—C9	119.7 (4)	O6—Gd1—C24i	163.79 (12)
O6—C15—C9	120.4 (4)	O7—Gd1—C24i	141.23 (12)
O9—C16—O8	124.2 (5)	N4—Gd1—C24i	94.44 (14)
O9—C16—C11	118.1 (4)	N3—Gd1—C24i	95.88 (13)
O8—C16—C11	117.7 (5)	O14i—Gd1—C24i	25.87 (12)
C22—C17—C18	120.0 (5)	O3—Gd1—Gd1ii	68.14 (8)
C22—C17—C23	119.7 (4)	O14iii—Gd1—Gd1ii	42.54 (8)
C18—C17—C23	120.2 (4)	O13i—Gd1—Gd1ii	84.98 (9)
C17—C18—C19	119.8 (5)	O4ii—Gd1—Gd1ii	67.61 (8)
C17—C18—H18	120.1	O6—Gd1—Gd1ii	128.64 (8)
C19—C18—H18	120.1	O7—Gd1—Gd1ii	113.44 (9)
C20—C19—C18	119.7 (5)	N4—Gd1—Gd1ii	145.18 (10)
C20—C19—C24	120.9 (5)	N3—Gd1—Gd1ii	137.97 (9)
C18—C19—C24	119.3 (4)	O14i—Gd1—Gd1ii	35.19 (7)
C19—C20—C21	121.0 (5)	C24i—Gd1—Gd1ii	60.76 (10)
C19—C20—H20	119.5	O8iv—Gd2—O1W	76.94 (12)
C21—C20—H20	119.5	O8iv—Gd2—O2	144.46 (12)
O15—C21—C20	121.9 (5)	O1W—Gd2—O2	130.67 (12)
O15—C21—C22	118.8 (5)	O8iv—Gd2—O2W	102.62 (12)
C20—C21—C22	119.2 (5)	O1W—Gd2—O2W	147.55 (14)
C17—C22—C21	120.5 (5)	O2—Gd2—O2W	66.80 (12)
C17—C22—H22	119.8	O8iv—Gd2—O12	126.04 (12)
C21—C22—H22	119.8	O1W—Gd2—O12	80.37 (13)
O12—C23—O11	120.0 (4)	O2—Gd2—O12	85.07 (12)
O12—C23—C17	120.1 (4)	O2W—Gd2—O12	73.88 (12)
O11—C23—C17	119.9 (4)	O8iv—Gd2—O11	74.61 (12)
O13—C24—O14	120.9 (5)	O1W—Gd2—O11	74.00 (13)
O13—C24—C19	118.8 (4)	O2—Gd2—O11	129.02 (12)
O14—C24—C19	120.2 (4)	O2W—Gd2—O11	74.68 (12)
O13—C24—Gd1i	53.4 (2)	O12—Gd2—O11	52.15 (10)
O14—C24—Gd1i	71.1 (3)	O8iv—Gd2—O1	146.11 (12)
C19—C24—Gd1i	156.1 (3)	O1W—Gd2—O1	78.37 (12)
N1—C25—C26	124.6 (7)	O2—Gd2—O1	52.34 (11)
N1—C25—H25	117.7	O2W—Gd2—O1	110.66 (11)
C26—C25—H25	117.7	O12—Gd2—O1	71.28 (11)
C27—C26—C25	117.2 (8)	O11—Gd2—O1	119.78 (11)
C27—C26—H26	121.4	O8iv—Gd2—N1	79.62 (14)
C25—C26—H26	121.4	O1W—Gd2—N1	80.19 (16)
C26—C27—C28	120.5 (7)	O2—Gd2—N1	83.76 (14)
C26—C27—H27	119.8	O2W—Gd2—N1	132.08 (15)
C28—C27—H27	119.8	O12—Gd2—N1	142.51 (14)
C27—C28—C29	119.4 (7)	O11—Gd2—N1	146.85 (14)
C27—C28—H28	120.3	O1—Gd2—N1	73.58 (13)
C29—C28—H28	120.3	O8iv—Gd2—N2	67.94 (13)
N1—C29—C28	120.7 (7)	O1W—Gd2—N2	131.70 (14)
N1—C29—C30	116.9 (6)	O2—Gd2—N2	76.52 (13)
C28—C29—C30	122.4 (7)	O2W—Gd2—N2	74.37 (14)
N2—C30—C31	121.4 (7)	O12—Gd2—N2	147.56 (14)
N2—C30—C29	117.0 (6)	O11—Gd2—N2	123.70 (14)
C31—C30—C29	121.5 (7)	O1—Gd2—N2	114.77 (14)
C32—C31—C30	118.6 (8)	N1—Gd2—N2	62.11 (16)
C32—C31—H31	120.7	C25—N1—C29	117.5 (6)
C30—C31—H31	120.7	C25—N1—Gd2	119.1 (4)
C33—C32—C31	121.0 (8)	C29—N1—Gd2	123.4 (4)
C33—C32—H32	119.5	C34—N2—C30	118.2 (6)
C31—C32—H32	119.5	C34—N2—Gd2	120.9 (5)
C32—C33—C34	117.3 (8)	C30—N2—Gd2	120.6 (4)
C32—C33—H33	121.3	C35—N3—C39	117.3 (5)
C34—C33—H33	121.3	C35—N3—Gd1	123.5 (3)
N2—C34—C33	123.3 (8)	C39—N3—Gd1	119.2 (3)
N2—C34—H34	118.3	C44—N4—C40	118.2 (5)
C33—C34—H34	118.3	C44—N4—Gd1	119.9 (4)
N3—C35—C36	123.5 (6)	C40—N4—Gd1	118.9 (3)
N3—C35—H35	118.2	C7—O1—Gd2	90.8 (3)
C36—C35—H35	118.2	C7—O2—Gd2	96.0 (3)
C37—C36—C35	118.7 (6)	C8—O3—Gd1	140.6 (3)
C37—C36—H36	120.7	C8—O4—Gd1ii	138.4 (3)
C35—C36—H36	120.7	C3—O5—H5	109.5
C36—C37—C38	119.3 (6)	C15—O6—Gd1	94.4 (3)
C36—C37—H37	120.4	C15—O7—Gd1	93.0 (3)
C38—C37—H37	120.4	C16—O8—Gd2iv	138.9 (3)
C39—C38—C37	119.2 (6)	C13—O10—H10A	109.5
C39—C38—H38	120.4	C23—O11—Gd2	93.4 (3)
C37—C38—H38	120.4	C23—O12—Gd2	94.0 (3)
N3—C39—C38	122.0 (5)	C24—O13—Gd1i	101.7 (3)
N3—C39—C40	116.4 (4)	C24—O14—Gd1v	167.9 (3)
C38—C39—C40	121.4 (5)	C24—O14—Gd1i	83.1 (3)
N4—C40—C41	120.7 (5)	Gd1v—O14—Gd1i	102.27 (12)
N4—C40—C39	116.5 (4)	C21—O15—H15	109.5
C41—C40—C39	122.7 (5)	Gd2—O1W—H1WA	147.1
C42—C41—C40	120.4 (6)	Gd2—O1W—H1WB	105.1
C42—C41—H41	119.8	H1WA—O1W—H1WB	107.7
C40—C41—H41	119.8	Gd2—O2W—H2WA	98.9
C43—C42—C41	118.7 (6)	Gd2—O2W—H2WB	153.1
C43—C42—H42	120.6	H2WA—O2W—H2WB	107.7
C41—C42—H42	120.6	H3WA—O3W—H3WB	107.7
C42—C43—C44	118.1 (6)	H4WA—O4W—H4WB	107.7
C42—C43—H43	120.9	H5WA—O5W—H5WB	107.7
C44—C43—H43	120.9

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5···O12vi	0.82	1.92	2.720 (5)	164.
O10—H10A···O11vii	0.82	1.96	2.755 (5)	163.
O15—H15···O4Wv	0.82	2.13	2.942 (10)	171.
O1W—H1WA···O3W	0.85	2.02	2.709 (6)	137.
O1W—H1WB···O9iv	0.85	1.90	2.622 (5)	142.
O2W—H2WA···O2	0.85	2.15	2.691 (5)	121.
O2W—H2WB···O7viii	0.85	1.85	2.680 (5)	165.
O3W—H3WA···O9	0.85	2.25	2.821 (7)	125.
O3W—H3WB···O4W	0.85	2.19	2.713 (7)	119.
O4W—H4WA···O6	0.85	1.97	2.813 (6)	171.
O4W—H4WB···O1	0.85	2.18	2.797 (6)	129.
O5W—H5WA···O15iii	0.85	1.97	2.817 (12)	173.
O5W—H5WB···O10ix	0.85	2.19	3.006 (13)	160.

Table 1

Selected bond lengths (Å)

Gd1—O3	2.317 (3)
Gd1—O4i	2.385 (3)
Gd1—O6	2.473 (3)
Gd1—O7	2.503 (3)
Gd1—O13ii	2.383 (3)
Gd1—O14ii	2.769 (4)
Gd1—O14iii	2.360 (3)
Gd1—N3	2.624 (4)
Gd1—N4	2.568 (4)
Gd2—O1	2.539 (3)
Gd2—O2	2.426 (3)
Gd2—O8iv	2.334 (3)
Gd2—O11	2.496 (3)
Gd2—O12	2.488 (3)
Gd2—O1W	2.369 (4)
Gd2—O2W	2.463 (4)
Gd2—N1	2.570 (5)
Gd2—N2	2.651 (5)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5⋯O12v	0.82	1.92	2.720 (5)	164
O10—H10A⋯O11vi	0.82	1.96	2.755 (5)	163
O15—H15⋯O4Wvii	0.82	2.13	2.942 (10)	171
O1W—H1WA⋯O3W	0.85	2.02	2.709 (6)	137
O1W—H1WB⋯O9iv	0.85	1.90	2.622 (5)	142
O2W—H2WA⋯O2	0.85	2.15	2.691 (5)	121
O2W—H2WB⋯O7viii	0.85	1.85	2.680 (5)	165
O3W—H3WA⋯O9	0.85	2.25	2.821 (7)	125
O3W—H3WB⋯O4W	0.85	2.19	2.713 (7)	119
O4W—H4WA⋯O6	0.85	1.97	2.813 (6)	171
O4W—H4WB⋯O1	0.85	2.18	2.797 (6)	129
O5W—H5WA⋯O15iii	0.85	1.97	2.817 (12)	173
O5W—H5WB⋯O10ix	0.85	2.19	3.006 (13)	160

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