Poly[tetra-deca-aqua-tetra-kis-(μ(3)-imidazole-4,5-dicarboxyl-ato)hexa-μ(3)-sulfato-cobalt(II)hexa-samarium(III)].

In the title three-dimensional compound, [CoSm(6)(C(5)H(2)N(2)O(4))(4)(SO(4))(6)(H(2)O)(14)](n), the Co(II) ion is six-coordinated with two O atoms and two N atoms from two imidazole-4,5-dicarboxyl-ate ligands and two coordinated water mol-ecules, giving a slightly distorted octa-hedral geometry. One Sm(III) ion is eight-coordinated in a bicapped trigonal-prismatic coordination geometry by four O atoms from two imidazole-4,5-dicarboxyl-ate ligands, two O atoms from two SO(4) (2-) anions and two coordinated water mol-ecules. The other two Sm(III) ions are nine-coordinated in a tricapped trigonal-prismatic coordination geometry; one of these Sm(III) ions is bonded to four O atoms from two imidazole-4,5-dicarboxyl-ate ligands, three O atoms from three SO(4) (2-) anions and two water O atoms, and the other Sm(III) ion is coordinated by one O atom and one N atom from one imidazole-4,5-dicarboxyl-ate ligand, five O atoms from three SO(4) (2-) anions, as well as two coordinated water mol-ecules. The crystal structure is further stabilized by N-H⋯O, O-H⋯O, and C-H⋯O hydrogen-bonding inter-actions.

Related literature

For the application of lanthanide transition metal heterometallic complexes with bridging multifunctional organic ligands, see: Cheng et al. (2006 ▶); Kuang et al. (2007 ▶); Sun & Yang (2007 ▶); Zhu et al. (2010 ▶).

Experimental

Crystal data

[CoSm6(C5H2N2O4)4(SO4)6(H2O)14]

M = 2406.08

Triclinic,

a = 6.6395 (10) Å

b = 9.5090 (14) Å

c = 21.619 (3) Å

α = 97.068 (2)°

β = 94.391 (2)°

γ = 98.006 (2)°

V = 1335.2 (3) Å3

Z = 1

Mo Kα radiation

μ = 7.17 mm−1

T = 296 K

0.20 × 0.18 × 0.15 mm

Data collection

Bruker APEXII area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.260, T max = 0.341

6967 measured reflections

4716 independent reflections

3971 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.031

wR(F 2) = 0.070

S = 1.02

4716 reflections

478 parameters

23 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.00 e Å−3

Δρmin = −1.03 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811030169/om2450sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811030169/om2450Isup2.hkl

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

[CoSm6(C5H2N2O4)4(SO4)6(H2O)14]	Z = 1
Mr = 2406.08	F(000) = 1139
Triclinic, P1	Dx = 2.992 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.6395 (10) Å	Cell parameters from 2636 reflections
b = 9.5090 (14) Å	θ = 2.2–27.9°
c = 21.619 (3) Å	µ = 7.17 mm−1
α = 97.068 (2)°	T = 296 K
β = 94.391 (2)°	Block, red
γ = 98.006 (2)°	0.20 × 0.18 × 0.15 mm
V = 1335.2 (3) Å3

Bruker APEXII area-detector diffractometer	4716 independent reflections
Radiation source: fine-focus sealed tube	3971 reflections with I > 2σ(I)
graphite	Rint = 0.024
φ and ω scan	θmax = 25.2°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −7→5
Tmin = 0.260, Tmax = 0.341	k = −11→11
6967 measured reflections	l = −25→25

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)] = 0.031	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.070	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ2(Fo2) + (0.0293P)2 + 2.3668P] where P = (Fo2 + 2Fc2)/3
4716 reflections	(Δ/σ)max = 0.002
478 parameters	Δρmax = 1.00 e Å−3
23 restraints	Δρmin = −1.03 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
Sm3	0.33206 (6)	0.01643 (4)	0.860687 (16)	0.01396 (10)
Sm2	0.06536 (5)	−0.11526 (4)	0.677756 (16)	0.01039 (9)
Sm1	0.34787 (5)	0.29252 (4)	0.577813 (16)	0.01209 (10)
Co1	0.0000	−0.5000	1.0000	0.0144 (3)
S1	0.3305 (3)	0.35636 (18)	0.43568 (8)	0.0117 (3)
S2	−0.1527 (3)	0.18219 (18)	0.62306 (8)	0.0144 (4)
S3	0.7700 (3)	−0.05896 (19)	0.81404 (8)	0.0163 (4)
N1	0.4459 (9)	0.4015 (6)	0.6919 (3)	0.0158 (13)
N2	0.5267 (9)	0.5408 (6)	0.7811 (3)	0.0145 (13)
N3	−0.0134 (9)	−0.5242 (6)	0.8997 (3)	0.0139 (13)
N4	−0.0377 (9)	−0.5503 (6)	0.7965 (2)	0.0129 (12)
C1	0.3005 (10)	0.1744 (7)	0.7196 (3)	0.0110 (14)
C2	0.4007 (10)	0.3228 (7)	0.7395 (3)	0.0123 (14)
C3	0.4487 (10)	0.4087 (7)	0.7958 (3)	0.0113 (14)
C4	0.4360 (10)	0.3875 (7)	0.8624 (3)	0.0147 (15)
C5	0.5213 (11)	0.5311 (8)	0.7190 (3)	0.0176 (16)
H5	0.5655	0.6069	0.6975	0.021*
C6	0.1796 (11)	−0.2840 (7)	0.9305 (3)	0.0154 (15)
C7	0.0741 (10)	−0.3984 (7)	0.8801 (3)	0.0131 (15)
C8	0.0601 (10)	−0.4121 (7)	0.8155 (3)	0.0114 (14)
C9	0.1121 (11)	−0.3170 (7)	0.7687 (3)	0.0148 (15)
C10	−0.0769 (10)	−0.6128 (7)	0.8472 (3)	0.0144 (15)
H11	−0.1408	−0.7067	0.8459	0.017*
O1	0.1806 (7)	0.3703 (5)	0.4827 (2)	0.0177 (11)
O2	0.4117 (8)	0.4971 (5)	0.4209 (2)	0.0221 (12)
O3	0.2273 (7)	0.2689 (5)	0.3784 (2)	0.0198 (11)
O4	0.4904 (7)	0.2855 (5)	0.4640 (2)	0.0232 (12)
O5	−0.0086 (8)	0.2036 (6)	0.5754 (2)	0.0259 (12)
O6	−0.1534 (8)	0.0358 (5)	0.6398 (3)	0.0319 (14)
O7	−0.0966 (9)	0.2882 (6)	0.6773 (3)	0.0410 (16)
O8	−0.3591 (7)	0.1881 (5)	0.5942 (2)	0.0242 (12)
O9	0.2794 (7)	0.1296 (5)	0.6617 (2)	0.0152 (10)
O10	0.2340 (7)	0.0918 (5)	0.7580 (2)	0.0137 (10)
O11	0.3918 (8)	0.2647 (5)	0.8764 (2)	0.0231 (12)
O12	0.4709 (8)	0.4987 (5)	0.9016 (2)	0.0226 (12)
O13	0.2724 (8)	−0.1722 (5)	0.9173 (2)	0.0205 (12)
O14	0.1701 (8)	−0.3116 (5)	0.9862 (2)	0.0184 (11)
O15	0.2062 (7)	−0.1901 (5)	0.7844 (2)	0.0148 (11)
O16	0.0501 (8)	−0.3614 (5)	0.7124 (2)	0.0198 (11)
O17	0.6400 (8)	0.0535 (6)	0.8074 (3)	0.0347 (14)
O18	0.6559 (11)	−0.1679 (6)	0.8443 (3)	0.052 (2)
O19	0.8096 (7)	−0.1215 (5)	0.7507 (2)	0.0212 (12)
O20	0.9627 (7)	0.0049 (5)	0.8501 (2)	0.0243 (12)
H1	0.563 (12)	0.623 (5)	0.804 (3)	0.036*
H2	−0.042 (12)	−0.598 (7)	0.7595 (18)	0.036*
O1W	0.1566 (8)	0.5002 (6)	0.6016 (2)	0.0261 (13)
H1W	0.096 (10)	0.495 (9)	0.6332 (19)	0.039*
H2W	0.065 (8)	0.500 (9)	0.574 (2)	0.039*
O2W	0.2776 (10)	0.0581 (6)	0.5120 (3)	0.0341 (14)
H3W	0.218 (13)	−0.017 (5)	0.522 (3)	0.051*
H4W	0.292 (14)	0.032 (8)	0.4750 (16)	0.051*
O3W	0.1551 (8)	−0.1832 (5)	0.5707 (2)	0.0227 (12)
H5W	0.266 (5)	−0.213 (7)	0.567 (4)	0.034*
H6W	0.073 (7)	−0.249 (6)	0.550 (3)	0.034*
O4W	0.4309 (8)	−0.1323 (6)	0.6751 (2)	0.0259 (12)
H7W	0.496 (10)	−0.127 (9)	0.7089 (18)	0.039*
H8W	0.504 (10)	−0.087 (8)	0.654 (3)	0.039*
O5W	0.1776 (9)	0.0980 (6)	0.9654 (3)	0.0349 (14)
H9W	0.060 (6)	0.083 (9)	0.949 (4)	0.052*
H10W	0.184 (12)	0.170 (6)	0.991 (3)	0.052*
O6W	0.6080 (9)	0.0697 (5)	0.9447 (2)	0.0259 (13)
H11W	0.651 (12)	0.152 (3)	0.959 (3)	0.039*
H12W	0.639 (12)	0.021 (6)	0.971 (3)	0.039*
O7W	−0.2592 (8)	−0.3945 (6)	0.9992 (2)	0.0225 (12)
H13W	−0.311 (10)	−0.413 (8)	1.0306 (17)	0.034*
H14W	−0.348 (8)	−0.425 (8)	0.971 (2)	0.034*

	U11	U22	U33	U12	U13	U23
Sm3	0.0175 (2)	0.01187 (19)	0.01055 (18)	−0.00508 (15)	−0.00139 (15)	0.00379 (14)
Sm2	0.01014 (19)	0.01094 (18)	0.00963 (18)	−0.00008 (14)	0.00035 (14)	0.00181 (13)
Sm1	0.0119 (2)	0.01235 (19)	0.01166 (18)	0.00027 (14)	0.00082 (14)	0.00227 (14)
Co1	0.0199 (8)	0.0113 (7)	0.0108 (7)	−0.0047 (6)	0.0021 (6)	0.0040 (5)
S1	0.0102 (9)	0.0135 (8)	0.0101 (8)	−0.0031 (7)	0.0000 (7)	0.0024 (6)
S2	0.0132 (9)	0.0142 (9)	0.0161 (9)	0.0018 (7)	0.0027 (7)	0.0034 (7)
S3	0.0127 (9)	0.0206 (9)	0.0133 (9)	−0.0015 (7)	0.0020 (7)	−0.0023 (7)
N1	0.022 (3)	0.015 (3)	0.011 (3)	−0.001 (3)	0.005 (3)	0.003 (2)
N2	0.018 (3)	0.011 (3)	0.013 (3)	−0.001 (3)	0.003 (3)	0.000 (2)
N3	0.015 (3)	0.011 (3)	0.014 (3)	−0.007 (2)	−0.001 (3)	0.004 (2)
N4	0.021 (3)	0.011 (3)	0.007 (3)	0.001 (2)	0.004 (3)	−0.002 (2)
C1	0.011 (4)	0.011 (3)	0.013 (3)	0.002 (3)	0.004 (3)	0.002 (3)
C2	0.008 (3)	0.016 (4)	0.013 (3)	0.003 (3)	0.002 (3)	0.001 (3)
C3	0.016 (4)	0.008 (3)	0.010 (3)	−0.003 (3)	0.006 (3)	−0.001 (3)
C4	0.011 (4)	0.015 (4)	0.017 (4)	0.006 (3)	−0.002 (3)	−0.004 (3)
C5	0.020 (4)	0.020 (4)	0.013 (4)	0.001 (3)	0.003 (3)	0.006 (3)
C6	0.015 (4)	0.018 (4)	0.011 (3)	0.001 (3)	0.001 (3)	−0.001 (3)
C7	0.015 (4)	0.009 (3)	0.016 (4)	0.000 (3)	0.003 (3)	0.009 (3)
C8	0.011 (4)	0.016 (4)	0.007 (3)	0.005 (3)	−0.002 (3)	0.003 (3)
C9	0.016 (4)	0.015 (4)	0.016 (4)	0.005 (3)	0.005 (3)	0.003 (3)
C10	0.009 (4)	0.013 (3)	0.021 (4)	−0.004 (3)	0.004 (3)	0.002 (3)
O1	0.015 (3)	0.022 (3)	0.013 (2)	−0.004 (2)	0.003 (2)	0.002 (2)
O2	0.030 (3)	0.016 (3)	0.020 (3)	−0.006 (2)	0.007 (2)	0.007 (2)
O3	0.019 (3)	0.024 (3)	0.013 (2)	−0.007 (2)	0.004 (2)	−0.004 (2)
O4	0.016 (3)	0.028 (3)	0.028 (3)	0.008 (2)	0.000 (2)	0.009 (2)
O5	0.015 (3)	0.040 (3)	0.023 (3)	−0.001 (2)	0.004 (2)	0.010 (2)
O6	0.015 (3)	0.018 (3)	0.066 (4)	0.000 (2)	0.002 (3)	0.025 (3)
O7	0.044 (4)	0.045 (4)	0.026 (3)	0.003 (3)	0.001 (3)	−0.021 (3)
O8	0.015 (3)	0.033 (3)	0.028 (3)	0.011 (2)	−0.001 (2)	0.010 (2)
O9	0.021 (3)	0.012 (2)	0.011 (2)	0.000 (2)	0.001 (2)	0.0008 (19)
O10	0.016 (3)	0.013 (2)	0.013 (2)	−0.002 (2)	0.005 (2)	0.0036 (19)
O11	0.041 (3)	0.012 (3)	0.016 (3)	−0.001 (2)	0.005 (2)	0.006 (2)
O12	0.031 (3)	0.017 (3)	0.017 (3)	−0.001 (2)	0.000 (2)	−0.003 (2)
O13	0.030 (3)	0.016 (3)	0.010 (2)	−0.011 (2)	−0.004 (2)	0.001 (2)
O14	0.028 (3)	0.013 (2)	0.010 (2)	−0.012 (2)	−0.001 (2)	0.0035 (19)
O15	0.021 (3)	0.010 (2)	0.012 (2)	−0.003 (2)	0.002 (2)	0.0015 (19)
O16	0.032 (3)	0.015 (3)	0.010 (3)	0.004 (2)	−0.004 (2)	−0.001 (2)
O17	0.022 (3)	0.059 (4)	0.026 (3)	0.022 (3)	0.003 (3)	−0.001 (3)
O18	0.079 (5)	0.042 (4)	0.022 (3)	−0.031 (4)	0.019 (3)	−0.008 (3)
O19	0.013 (3)	0.033 (3)	0.016 (3)	0.001 (2)	0.003 (2)	−0.005 (2)
O20	0.014 (3)	0.029 (3)	0.025 (3)	−0.002 (2)	0.000 (2)	−0.010 (2)
O1W	0.032 (3)	0.034 (3)	0.014 (3)	0.011 (3)	0.006 (2)	0.003 (3)
O2W	0.048 (4)	0.022 (3)	0.027 (3)	−0.006 (3)	0.005 (3)	−0.002 (2)
O3W	0.015 (3)	0.025 (3)	0.024 (3)	−0.004 (2)	0.004 (2)	−0.006 (2)
O4W	0.019 (3)	0.041 (4)	0.020 (3)	0.009 (3)	0.002 (2)	0.006 (3)
O5W	0.043 (4)	0.028 (3)	0.031 (4)	0.002 (3)	0.005 (3)	−0.005 (3)
O6W	0.041 (4)	0.016 (3)	0.016 (3)	−0.002 (3)	−0.012 (3)	0.003 (2)
O7W	0.024 (3)	0.030 (3)	0.013 (3)	0.003 (2)	0.003 (2)	0.001 (2)

Sm3—O13	2.300 (5)	S3—O19	1.481 (5)
Sm3—O11	2.317 (5)	N1—C5	1.311 (9)
Sm3—O15	2.411 (4)	N1—C2	1.374 (8)
Sm3—O17	2.427 (5)	N2—C5	1.331 (8)
Sm3—O20i	2.431 (5)	N2—C3	1.375 (8)
Sm3—O6W	2.432 (5)	N2—H1	0.87 (2)
Sm3—O10	2.484 (4)	N3—C10	1.330 (8)
Sm3—O5W	2.631 (6)	N3—C7	1.384 (8)
Sm3—S3	3.2922 (19)	N4—C10	1.335 (8)
Sm2—O6	2.353 (5)	N4—C8	1.380 (8)
Sm2—O19i	2.404 (5)	N4—H2	0.86 (2)
Sm2—O3ii	2.408 (5)	C1—O9	1.262 (8)
Sm2—O4W	2.459 (5)	C1—O10	1.272 (7)
Sm2—O3W	2.465 (5)	C1—C2	1.471 (9)
Sm2—O10	2.527 (4)	C2—C3	1.368 (9)
Sm2—O16	2.535 (5)	C3—C4	1.486 (9)
Sm2—O9	2.630 (4)	C4—O11	1.243 (8)
Sm2—O15	2.636 (4)	C4—O12	1.252 (8)
Sm2—C9	2.939 (7)	C5—H5	0.9300
Sm2—C1	2.969 (6)	C6—O13	1.229 (8)
Sm1—O8iii	2.327 (5)	C6—O14	1.268 (8)
Sm1—O2iv	2.375 (5)	C6—C7	1.496 (9)
Sm1—O5	2.394 (5)	C7—C8	1.382 (9)
Sm1—O2W	2.457 (5)	C8—C9	1.467 (9)
Sm1—O1	2.502 (5)	C9—O16	1.255 (8)
Sm1—O1W	2.515 (5)	C9—O15	1.272 (8)
Sm1—N1	2.552 (6)	C10—H11	0.9300
Sm1—O9	2.553 (4)	O2—Sm1iv	2.375 (5)
Sm1—O4	2.699 (5)	O3—Sm2ii	2.408 (5)
Sm1—S1	3.2011 (17)	O8—Sm1i	2.327 (5)
Co1—O14	2.048 (4)	O19—Sm2iii	2.404 (5)
Co1—O14v	2.048 (4)	O20—Sm3iii	2.431 (5)
Co1—O7W	2.109 (5)	O1W—H1W	0.82 (2)
Co1—O7Wv	2.109 (5)	O1W—H2W	0.82 (2)
Co1—N3v	2.146 (5)	O2W—H3W	0.83 (2)
Co1—N3	2.146 (5)	O2W—H4W	0.82 (2)
S1—O2	1.454 (5)	O3W—H5W	0.83 (2)
S1—O3	1.467 (5)	O3W—H6W	0.83 (2)
S1—O4	1.469 (5)	O4W—H7W	0.81 (2)
S1—O1	1.483 (5)	O4W—H8W	0.81 (2)
S2—O7	1.438 (5)	O5W—H9W	0.82 (2)
S2—O5	1.472 (5)	O5W—H10W	0.81 (2)
S2—O8	1.473 (5)	O6W—H11W	0.81 (2)
S2—O6	1.480 (5)	O6W—H12W	0.80 (2)
S3—O18	1.449 (6)	O7W—H13W	0.81 (2)
S3—O20	1.459 (5)	O7W—H14W	0.81 (2)
S3—O17	1.478 (6)
O13—Sm3—O11	139.58 (16)	O4—Sm1—S1	27.17 (11)
O13—Sm3—O15	74.54 (15)	O14—Co1—O14v	180.000 (1)
O11—Sm3—O15	143.87 (16)	O14—Co1—O7W	88.2 (2)
O13—Sm3—O17	120.75 (19)	O14v—Co1—O7W	91.8 (2)
O11—Sm3—O17	81.19 (19)	O14—Co1—O7Wv	91.8 (2)
O15—Sm3—O17	89.23 (17)	O14v—Co1—O7Wv	88.2 (2)
O13—Sm3—O20i	85.31 (19)	O7W—Co1—O7Wv	180.000 (3)
O11—Sm3—O20i	93.60 (18)	O14—Co1—N3v	101.16 (19)
O15—Sm3—O20i	74.62 (16)	O14v—Co1—N3v	78.84 (19)
O17—Sm3—O20i	144.84 (18)	O7W—Co1—N3v	88.7 (2)
O13—Sm3—O6W	76.76 (17)	O7Wv—Co1—N3v	91.3 (2)
O11—Sm3—O6W	77.13 (18)	O14—Co1—N3	78.84 (19)
O15—Sm3—O6W	133.98 (17)	O14v—Co1—N3	101.16 (19)
O17—Sm3—O6W	75.58 (19)	O7W—Co1—N3	91.3 (2)
O20i—Sm3—O6W	137.37 (18)	O7Wv—Co1—N3	88.7 (2)
O13—Sm3—O10	141.54 (15)	N3v—Co1—N3	180.000 (2)
O11—Sm3—O10	74.32 (16)	O2—S1—O3	109.0 (3)
O15—Sm3—O10	69.57 (15)	O2—S1—O4	111.9 (3)
O17—Sm3—O10	72.68 (17)	O3—S1—O4	111.1 (3)
O20i—Sm3—O10	72.44 (16)	O2—S1—O1	110.0 (3)
O6W—Sm3—O10	139.86 (17)	O3—S1—O1	108.9 (3)
O13—Sm3—O5W	69.51 (18)	O4—S1—O1	105.9 (3)
O11—Sm3—O5W	73.27 (18)	O2—S1—Sm1	120.5 (2)
O15—Sm3—O5W	127.62 (17)	O3—S1—Sm1	130.2 (2)
O17—Sm3—O5W	142.04 (19)	O4—S1—Sm1	57.0 (2)
O20i—Sm3—O5W	65.80 (18)	O1—S1—Sm1	49.36 (19)
O6W—Sm3—O5W	71.7 (2)	O7—S2—O5	110.8 (3)
O10—Sm3—O5W	124.27 (17)	O7—S2—O8	111.8 (3)
O13—Sm3—S3	96.29 (14)	O5—S2—O8	107.8 (3)
O11—Sm3—S3	101.50 (14)	O7—S2—O6	111.0 (4)
O15—Sm3—S3	80.81 (12)	O5—S2—O6	108.4 (3)
O17—Sm3—S3	24.47 (14)	O8—S2—O6	106.9 (3)
O20i—Sm3—S3	154.02 (12)	O18—S3—O20	112.5 (4)
O6W—Sm3—S3	67.43 (14)	O18—S3—O17	107.1 (4)
O10—Sm3—S3	91.30 (11)	O20—S3—O17	109.2 (3)
O5W—Sm3—S3	138.88 (14)	O18—S3—O19	109.7 (3)
O6—Sm2—O19i	77.78 (18)	O20—S3—O19	109.8 (3)
O6—Sm2—O3ii	73.35 (18)	O17—S3—O19	108.5 (3)
O19i—Sm2—O3ii	75.41 (16)	O18—S3—Sm3	64.5 (3)
O6—Sm2—O4W	134.97 (18)	O20—S3—Sm3	120.6 (2)
O19i—Sm2—O4W	139.39 (17)	O17—S3—Sm3	42.9 (2)
O3ii—Sm2—O4W	129.63 (17)	O19—S3—Sm3	127.5 (2)
O6—Sm2—O3W	90.2 (2)	C5—N1—C2	105.9 (6)
O19i—Sm2—O3W	148.19 (16)	C5—N1—Sm1	133.2 (4)
O3ii—Sm2—O3W	72.93 (16)	C2—N1—Sm1	120.6 (4)
O4W—Sm2—O3W	67.74 (17)	C5—N2—C3	107.9 (6)
O6—Sm2—O10	88.95 (18)	C5—N2—H1	120 (6)
O19i—Sm2—O10	81.35 (15)	C3—N2—H1	131 (6)
O3ii—Sm2—O10	153.19 (15)	C10—N3—C7	104.9 (6)
O4W—Sm2—O10	77.07 (17)	C10—N3—Co1	144.9 (5)
O3W—Sm2—O10	128.31 (15)	C7—N3—Co1	110.2 (4)
O6—Sm2—O16	140.10 (17)	C10—N4—C8	108.7 (5)
O19i—Sm2—O16	75.70 (17)	C10—N4—H2	123 (6)
O3ii—Sm2—O16	71.47 (17)	C8—N4—H2	126 (5)
O4W—Sm2—O16	83.19 (18)	O9—C1—O10	119.7 (6)
O3W—Sm2—O16	96.93 (16)	O9—C1—C2	117.5 (6)
O10—Sm2—O16	115.56 (14)	O10—C1—C2	122.9 (6)
O6—Sm2—O9	70.15 (16)	O9—C1—Sm2	62.2 (3)
O19i—Sm2—O9	120.47 (16)	O10—C1—Sm2	57.6 (3)
O3ii—Sm2—O9	134.74 (16)	C2—C1—Sm2	175.1 (5)
O4W—Sm2—O9	68.06 (17)	C3—C2—N1	109.4 (6)
O3W—Sm2—O9	81.28 (15)	C3—C2—C1	135.0 (6)
O10—Sm2—O9	50.23 (14)	N1—C2—C1	115.4 (6)
O16—Sm2—O9	149.71 (16)	C2—C3—N2	105.2 (6)
O6—Sm2—O15	140.23 (18)	C2—C3—C4	135.0 (6)
O19i—Sm2—O15	69.01 (16)	N2—C3—C4	119.8 (6)
O3ii—Sm2—O15	116.59 (15)	O11—C4—O12	124.0 (7)
O4W—Sm2—O15	70.80 (16)	O11—C4—C3	119.9 (6)
O3W—Sm2—O15	129.46 (16)	O12—C4—C3	116.1 (6)
O10—Sm2—O15	65.45 (14)	N1—C5—N2	111.6 (6)
O16—Sm2—O15	50.12 (14)	N1—C5—H5	124.2
O9—Sm2—O15	108.56 (14)	N2—C5—H5	124.2
O6—Sm2—C9	143.70 (19)	O13—C6—O14	123.2 (6)
O19i—Sm2—C9	66.30 (18)	O13—C6—C7	120.7 (6)
O3ii—Sm2—C9	92.08 (18)	O14—C6—C7	116.0 (6)
O4W—Sm2—C9	79.88 (19)	C8—C7—N3	110.4 (6)
O3W—Sm2—C9	117.63 (18)	C8—C7—C6	133.2 (6)
O10—Sm2—C9	90.65 (17)	N3—C7—C6	116.1 (6)
O16—Sm2—C9	25.15 (17)	N4—C8—C7	104.3 (5)
O9—Sm2—C9	133.08 (17)	N4—C8—C9	119.9 (6)
O15—Sm2—C9	25.64 (16)	C7—C8—C9	135.7 (6)
O6—Sm2—C1	77.54 (18)	O16—C9—O15	120.3 (6)
O19i—Sm2—C1	100.65 (17)	O16—C9—C8	117.9 (6)
O3ii—Sm2—C1	150.81 (18)	O15—C9—C8	121.6 (6)
O4W—Sm2—C1	71.87 (18)	O16—C9—Sm2	59.1 (3)
O3W—Sm2—C1	105.37 (17)	O15—C9—Sm2	63.8 (3)
O10—Sm2—C1	25.15 (15)	C8—C9—Sm2	159.8 (5)
O16—Sm2—C1	136.44 (17)	N3—C10—N4	111.7 (6)
O9—Sm2—C1	25.14 (15)	N3—C10—H11	124.2
O15—Sm2—C1	87.51 (16)	N4—C10—H11	124.2
C9—Sm2—C1	113.14 (19)	S1—O1—Sm1	103.9 (2)
O8iii—Sm1—O2iv	82.97 (18)	S1—O2—Sm1iv	157.7 (3)
O8iii—Sm1—O5	132.72 (18)	S1—O3—Sm2ii	151.1 (3)
O2iv—Sm1—O5	143.93 (18)	S1—O4—Sm1	95.8 (2)
O8iii—Sm1—O2W	74.9 (2)	S2—O5—Sm1	135.0 (3)
O2iv—Sm1—O2W	134.42 (18)	S2—O6—Sm2	141.8 (3)
O5—Sm1—O2W	71.7 (2)	S2—O8—Sm1i	154.6 (3)
O8iii—Sm1—O1	132.36 (16)	C1—O9—Sm1	123.4 (4)
O2iv—Sm1—O1	84.65 (16)	C1—O9—Sm2	92.6 (4)
O5—Sm1—O1	74.15 (16)	Sm1—O9—Sm2	141.08 (19)
O2W—Sm1—O1	81.88 (18)	C1—O10—Sm3	141.3 (4)
O8iii—Sm1—O1W	149.16 (18)	C1—O10—Sm2	97.2 (4)
O2iv—Sm1—O1W	73.88 (18)	Sm3—O10—Sm2	112.87 (16)
O5—Sm1—O1W	70.95 (18)	C4—O11—Sm3	157.0 (5)
O2W—Sm1—O1W	135.9 (2)	C6—O13—Sm3	155.7 (5)
O1—Sm1—O1W	66.14 (16)	C6—O14—Co1	118.2 (4)
O8iii—Sm1—N1	82.36 (18)	C9—O15—Sm3	152.2 (4)
O2iv—Sm1—N1	72.20 (17)	C9—O15—Sm2	90.6 (4)
O5—Sm1—N1	103.37 (18)	Sm3—O15—Sm2	111.56 (17)
O2W—Sm1—N1	140.42 (19)	C9—O16—Sm2	95.7 (4)
O1—Sm1—N1	135.86 (17)	S3—O17—Sm3	112.7 (3)
O1W—Sm1—N1	71.45 (18)	S3—O19—Sm2iii	142.2 (3)
O8iii—Sm1—O9	73.54 (17)	S3—O20—Sm3iii	146.5 (3)
O2iv—Sm1—O9	130.86 (16)	Sm1—O1W—H1W	112 (6)
O5—Sm1—O9	68.57 (16)	Sm1—O1W—H2W	111 (6)
O2W—Sm1—O9	80.04 (17)	H1W—O1W—H2W	104 (3)
O1—Sm1—O9	142.05 (15)	Sm1—O2W—H3W	125 (5)
O1W—Sm1—O9	106.70 (16)	Sm1—O2W—H4W	133 (5)
N1—Sm1—O9	62.47 (16)	H3W—O2W—H4W	101 (7)
O8iii—Sm1—O4	78.70 (16)	Sm2—O3W—H5W	118 (6)
O2iv—Sm1—O4	72.14 (16)	Sm2—O3W—H6W	114 (5)
O5—Sm1—O4	114.36 (16)	H5W—O3W—H6W	102 (3)
O2W—Sm1—O4	64.80 (17)	Sm2—O4W—H7W	116 (6)
O1—Sm1—O4	53.73 (15)	Sm2—O4W—H8W	123 (6)
O1W—Sm1—O4	112.03 (16)	H7W—O4W—H8W	106 (7)
N1—Sm1—O4	141.24 (17)	Sm3—O5W—H9W	94 (6)
O9—Sm1—O4	139.76 (15)	Sm3—O5W—H10W	139 (7)
O8iii—Sm1—S1	105.85 (13)	H9W—O5W—H10W	105 (8)
O2iv—Sm1—S1	74.94 (12)	Sm3—O6W—H11W	120 (5)
O5—Sm1—S1	95.75 (12)	Sm3—O6W—H12W	129 (5)
O2W—Sm1—S1	73.64 (14)	H11W—O6W—H12W	107 (3)
O1—Sm1—S1	26.73 (11)	Co1—O7W—H13W	104 (6)
O1W—Sm1—S1	87.74 (12)	Co1—O7W—H14W	116 (6)
N1—Sm1—S1	144.82 (13)	H13W—O7W—H14W	105 (3)
O9—Sm1—S1	152.67 (11)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H1···O18vi	0.87 (6)	2.06 (5)	2.916 (8)	170 (6)
O1W—H1W···O7	0.82 (5)	2.52 (8)	3.140 (8)	133 (7)
O1W—H1W···O16vi	0.82 (5)	2.12 (6)	2.777 (6)	136 (8)
N4—H2···O7vii	0.87 (4)	1.94 (5)	2.803 (8)	171 (8)
O1W—H2W···O1viii	0.82 (5)	2.51 (6)	3.247 (7)	150 (7)
O2W—H3W···O3W	0.83 (5)	2.02 (5)	2.809 (8)	160 (6)
O2W—H4W···O6ii	0.83 (4)	2.55 (4)	3.303 (9)	152 (8)
O2W—H4W···O8ii	0.83 (4)	2.53 (7)	3.204 (8)	140 (6)
O3W—H5W···O4ix	0.83 (4)	1.98 (5)	2.789 (7)	166 (8)
O3W—H6W···O1ii	0.83 (5)	1.93 (5)	2.732 (7)	161 (5)
O4W—H7W···O17	0.81 (5)	2.59 (6)	3.270 (8)	142 (7)
O4W—H7W···O19	0.81 (5)	2.20 (6)	2.874 (7)	141 (5)
O4W—H8W···O6iii	0.81 (7)	2.47 (7)	3.186 (8)	149 (6)
O5W—H10W···O7Wx	0.82 (6)	2.10 (6)	2.794 (8)	142 (6)
O6W—H11W···O14xi	0.81 (4)	1.99 (5)	2.751 (7)	157 (5)
O6W—H12W···O5Wxi	0.81 (6)	2.27 (7)	3.053 (8)	162 (7)
O7W—H13W···O11x	0.81 (5)	2.45 (5)	3.063 (6)	133 (7)
O7W—H13W···O12x	0.81 (5)	2.06 (6)	2.855 (7)	168 (7)
O7W—H14W···O12xii	0.81 (5)	1.85 (5)	2.661 (7)	174 (7)
C5—H5···O3iv	0.93	2.52	3.388 (8)	155.
C10—H11···O17xii	0.93	2.54	3.430 (9)	161.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H1⋯O18i	0.87 (6)	2.06 (5)	2.916 (8)	170 (6)
O1W—H1W⋯O7	0.82 (5)	2.52 (8)	3.140 (8)	133 (7)
O1W—H1W⋯O16i	0.82 (5)	2.12 (6)	2.777 (6)	136 (8)
N4—H2⋯O7ii	0.87 (4)	1.94 (5)	2.803 (8)	171 (8)
O1W—H2W⋯O1iii	0.82 (5)	2.51 (6)	3.247 (7)	150 (7)
O2W—H3W⋯O3W	0.83 (5)	2.02 (5)	2.809 (8)	160 (6)
O2W—H4W⋯O6iv	0.83 (4)	2.55 (4)	3.303 (9)	152 (8)
O2W—H4W⋯O8iv	0.83 (4)	2.53 (7)	3.204 (8)	140 (6)
O3W—H5W⋯O4v	0.83 (4)	1.98 (5)	2.789 (7)	166 (8)
O3W—H6W⋯O1iv	0.83 (5)	1.93 (5)	2.732 (7)	161 (5)
O4W—H7W⋯O17	0.81 (5)	2.59 (6)	3.270 (8)	142 (7)
O4W—H7W⋯O19	0.81 (5)	2.20 (6)	2.874 (7)	141 (5)
O4W—H8W⋯O6vi	0.81 (7)	2.47 (7)	3.186 (8)	149 (6)
O5W—H10W⋯O7Wvii	0.82 (6)	2.10 (6)	2.794 (8)	142 (6)
O6W—H11W⋯O14viii	0.81 (4)	1.99 (5)	2.751 (7)	157 (5)
O6W—H12W⋯O5Wviii	0.81 (6)	2.27 (7)	3.053 (8)	162 (7)
O7W—H13W⋯O11vii	0.81 (5)	2.45 (5)	3.063 (6)	133 (7)
O7W—H13W⋯O12vii	0.81 (5)	2.06 (6)	2.855 (7)	168 (7)
O7W—H14W⋯O12ix	0.81 (5)	1.85 (5)	2.661 (7)	174 (7)
C5—H5⋯O3x	0.93	2.52	3.388 (8)	155
C10—H11⋯O17ix	0.93	2.54	3.430 (9)	161

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