Poly[[nona­aqua­bis­(μ-5-hy­droxy­benzene-1,3-di­carboxyl­ato)(5-hy­droxy­benzene-1,3-di­carboxyl­ato)dicerium(III)] hexa­hydrate]

Fan, X.; Daiguebonne, C.; Guillou, O.; Camara, M.

doi:10.1107/S1600536814007727

metal-organic compounds

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ISSN: 2056-9890

Volume 70| Part 5| May 2014| Pages m181-m182

doi:10.1107/S1600536814007727

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Poly[[nonaaquabis(μ-5-hydroxybenzene-1,3-dicarboxylato)(5-hydroxybenzene-1,3-dicarboxylato)dicerium(III)] hexahydrate]

Xiao Fan,^a Carole Daiguebonne,^a Olivier Guillou ^a and Magatte Camara ^b ^*

^aINSA, UMR 6226, Institut des Sciences Chimiques de Rennes, 35 708 Rennes, France, and ^bUniversit Assane Seck de Ziguinchor, LCPM, BP 523 Ziguinchor, Senegal
^*Correspondence e-mail: magatte.camara@univ-zig.sn

(Received 12 March 2014; accepted 7 April 2014; online 16 April 2014)

In the title coordination polymer, {[Ce₂(C₈H₄O₅)₃(H₂O)₉]·6H₂O}_n, the asymmetric unit is formed by two Ce^III atoms, three 5-hydroxybenzene-1,3-dicarboxylate ligands, nine coordinating water molecules and six water molecules of crystallization. The two Ce^III atoms are bridged by 5-hydroxybenzene-1,3-dicarboxylate ligands acting in a bis-bidentate coordination mode, generating infinite chains along [101]. Both independent metal atoms are nine-coordinated, one by four O atoms from the carboxylate groups of two bridging 5-hydroxybenzene-1,3-dicarboxylate ligands and five O atoms from water molecules, generating a tricapped trigonal–prismatic geometry. The coordination around the second Ce^III atom is similar, except that one of the water molecules is replaced by an O atom from an additional 5-hydroxybenzene-1,3-dicarboxylate ligand acting in a monodentate coordination mode and forming a capped square-antiprismatic geometry.

CCDC reference: 995942

Related literature

For background to this field of research, see: Daiguebonne et al. (1998 ); Qiu et al. (2007 ); Eddaoudi et al. (2002 ); Kerbellec et al. (2008 ); Jeon & Clérac (2012 ); Calvez et al. (2008 ); Binnemans (2009 ); Daiguebonne et al. (2008 ); Freslon et al. (2014 ). For previously reported crystal structures that involve 5-hydroxybenzene-1,3-dicarboxylate, see: Ermer & Neudörfl (2001 ); Lin et al. (2010 ); Xu & Li (2004 ); Chen et al. (2012 ); Huang et al. (2008 ). For details concerning the synthesis, see: Henisch & Rustum (1970 ); Henisch (1988 ); Daiguebonne et al. (2003 ).

Experimental

Crystal data

[Ce₂(C₈H₄O₅)₃(H₂O)₉]·6H₂O
M_r = 1090.82
Monoclinic, P 2₁
a = 10.7150 (3) Å
b = 11.1039 (2) Å
c = 16.3611 (4) Å
β = 100.975 (2)°
V = 1911.01 (8) Å³
Z = 2
Mo Kα radiation
μ = 2.46 mm⁻¹
T = 293 K
0.14 × 0.05 × 0.04 mm

Data collection

Kappa CCD diffractometer
Absorption correction: multi-scan (Blessing, 1995 ) T_min = 0.763, T_max = 0.866
26639 measured reflections
8644 independent reflections
7711 reflections with I > 2σ(I)
R_int = 0.040

Refinement

R[F² > 2σ(F²)] = 0.035
wR(F²) = 0.088
S = 1.06
8644 reflections
506 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 1.46 e Å⁻³
Δρ_min = −1.28 e Å⁻³
Absolute structure: Flack (1983 ), 4150 Friedel pairs
Absolute structure parameter: 0.166 (19)

Data collection: COLLECT (Nonius, 1998 ); cell refinement: COLLECT; data reduction: EVALCCD (Duisenberg et al., 2003 ); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2001 ); software used to prepare material for publication: publCIF (Westrip, 2010 ).

Supporting information

CCDC reference: 995942

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536814007727/lr2124sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536814007727/lr2124Isup2.hkl

checkCIF report

Introduction top

For more than a decade, our group has been involved in the synthesis of benzene-poly-carboxylate lanthanide-based coordination polymers: (Daiguebonne et al., 1998), (Qiu et al., 2007); because of their great interest in gas storage: (Eddaoudi et al. 2002), (Kerbellec et al., 2008); molecular magnetism: (Jeon et al., 2012), (Calvez et al., 2008) or luminescence: (Binnemans, 2009), (Daiguebonne et al., 2008). In the frame of this work we have recently proved that lanthanide-based coordination polymers can exhibit original luminescence properties when a donor group is present in the vicinity of the lanthanide ion: (Freslon et al., 2014). Therefore we have undertaken the study of lanthanide-based coordination polymers that involves 5-hydroxybenzene-1,3-dicarboxylate as ligand. This ligand has previously led to extended molecular networks in association with organic molecules: (Ermer & Neudörfl, 2001), transition metal ions: ( Lin et al., 2010) or lanthanide ions: (Xu & Li , 2004), (Chen et al., 2012), (Huang et al. , 2008). Previously reported lanthanide-based coordination polymers have been obtained by hydrothermal methods. The structure described here has been obtained on the basis of single crystals that have grown in gel medium.

Experimental top

Synthesis and crystallization top

5-Hydroxybenzene-1,3-dicarboxylic acid was purchased from Alfa Aesar and used without further purification. Its di-sodium salt was prepared by addition of two equivalent of sodium hydroxide to an aqueous suspension of the acid. Then the obtained clear solution was evaporated to dryness. The resulting solid was suspended in a small amount of ethanol. The mixture was stirred and refluxed for 1 hour. Upon addition of ethoxyethane, precipitation occurred. After filtration and drying the white powder of the di-sodium salt was obtained in 90% yield.

Hydrated cerium chloride was purchased from A.M.P.E.R.E Industrie and used without further purification. Tetramethylorthosilicate (TMOS) was purchased from Acros Organics and jellified according to established procedures: (Henisch, 1988),( Henisch & Rustum, 1970), (Daiguebonne et al. ,2003). Dilute aqueous solutions (0.1 mol.L^-1) of cerium (III) chloride and di-sodium 5-hydroxybenzene-1,3-di-carboxylate were allowed to slowly diffuse through gel media in U-shaped tubes. After few weeks needle-like single crystals were obtained in the tubes that have been filled with a 7.5% gel (expressed in weight percent).

Refinement top

Crystal data, data collection and structure refinement details are summarized in Table 1.

H-atoms from water molecules have not been assigned and were thus not included in the refinement, but they were taken into account for the chemical formula sum, moiety, weight, as well as for the absorption coefficient and the number of electrons in the unit cell.

Results and discussion top

The crystal structure of [Ce₂(C₈H₄O₅)₃(H₂O)₉,6H₂O]_∞ can be described on the basis of chains molecular motifs that spread in the (a+c) direction. Each chain is constituted by an alternation of cerium ions bridged by 5-hydroxybenzene-1,3-di-carboxylate ligands. There are two crystallographically independent cerium (III) ions in the asymmetric unit. Both are nine-coordinated. Ce1 is bound by four oxygen atoms from carboxylate groups and five oxygen atoms from water molecules that form a tricapped trigonal prism. On the other hand, Ce2 is bound by five oxygen atoms from carboxylate groups and four oxygen atoms from water molecules that form a capped square antiprism. There are three crystallographically independent ligands in the asymmetric unit. Two out of the three bridge the metal ions in a bis-bidentate manner. A third ligand is only linked to the Ce2 atom in a monodentate fashion. Its second carboxylate clip is not bound and point toward the inter-molecular motifs space (Figure 1). This is in agreement with the IR spectrum that shows no characteristic peak of any protonated carboxylate group.

The short distances ( in the range 2.7–2.8 Å) between some oxygen atoms allow to assume that neighboring chains are held together by strong intermolecular hydrogen bond interactions forming a double-chains molecular motif (Figure 2). Ligands that are bound in a unidentate fashion are pointing between the double-chains molecular motifs. Oxygen atoms from the free carboxylate clip are involved, with coordination and crystallization water molecules, in a complex Hydrogen-bonds network that ensure the stability of the crystal packing.

Related literature top

For literature concerning this field of research see: Daiguebonne et al. (1998); Qiu et al. (2007); Eddaoudi et al. (2002); Kerbellec et al. (2008); Jeon et al. (2012); Calvez et al. (2008); Binnemans (2009); Daiguebonne et al. (2008); Freslon et al. (2014). For previously reported crystal structures that involve 5-hydroxybenzene-1,3-dicarboxylate see: Ermer & Neudörfl (2001); Lin et al. (2010); Xu & Li (2004); Chen et al. (2012); Huang et al. (2008). For details concerning the synthesis see: Henisch & Rustum (1970); Henisch (1988); Daiguebonne et al. (2003).

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: COLLECT (Nonius, 1998); data reduction: EVALCCD (Duisenberg et al., 2003); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2001); software used to prepare material for publication: publCIF (Westrip, 2010).

Figures top

	Fig. 1. Extended asymmetric unit of the title compound. Displacement ellipsoids are drawn at a 50% probability level.
	Fig. 2. Projection view of molecular chains motif of {[Ce₂(C₈H₄O₅)₃(H₂O)₉].6H₂O}_n. Yellow dotted lines symbolize assumed hydrogen-bonds (with inter-atomic distances between involved O atoms in the range 2.7–2.8 Å)
	Fig. 3. Projection view along the b axis of two neighboring double-chains molecular motifs of {[Ce₂(C₈H₄O₅)₃(H₂O)₉].6H₂O}_n.

Poly[[nonaaquabis(µ-5-hydroxybenzene-1,3-dicarboxylato)(5-hydroxybenzene-1,3-dicarboxylato)dicerium(III)] hexahydrate] top

Crystal data top

[Ce₂(C₈H₄O₅)₃(H₂O)₉]·6H₂O	F(000) = 1084
M_r = 1090.82	D_x = 1.896 Mg m⁻³
Monoclinic, P2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 22389 reflections
a = 10.7150 (3) Å	θ = 2.9–27.5°
b = 11.1039 (2) Å	µ = 2.46 mm⁻¹
c = 16.3611 (4) Å	T = 293 K
β = 100.975 (2)°	Needle, colourless
V = 1911.01 (8) Å³	0.14 × 0.05 × 0.04 mm
Z = 2

Data collection top

Kappa CCD diffractometer	8644 independent reflections
Radiation source: Mo	7711 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.040
ϕ– and ω– scans	θ_max = 27.5°, θ_min = 3.1°
Absorption correction: multi-scan (Blessing,1995)	h = −13→13
T_min = 0.763, T_max = 0.866	k = −14→14
26639 measured reflections	l = −21→21

Refinement top

Refinement on F²	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F² > 2σ(F²)] = 0.035	H-atom parameters constrained
wR(F²) = 0.088	w = 1/[σ²(F_o²) + (0.0416P)² + 2.8811P] where P = (F_o² + 2F_c²)/3
S = 1.06	(Δ/σ)_max = 0.001
8644 reflections	Δρ_max = 1.46 e Å⁻³
506 parameters	Δρ_min = −1.28 e Å⁻³
1 restraint	Absolute structure: Flack (1983), 4150 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.166 (19)

Crystal data top

[Ce₂(C₈H₄O₅)₃(H₂O)₉]·6H₂O	V = 1911.01 (8) Å³
M_r = 1090.82	Z = 2
Monoclinic, P2₁	Mo Kα radiation
a = 10.7150 (3) Å	µ = 2.46 mm⁻¹
b = 11.1039 (2) Å	T = 293 K
c = 16.3611 (4) Å	0.14 × 0.05 × 0.04 mm
β = 100.975 (2)°

Data collection top

Kappa CCD diffractometer	8644 independent reflections
Absorption correction: multi-scan (Blessing,1995)	7711 reflections with I > 2σ(I)
T_min = 0.763, T_max = 0.866	R_int = 0.040
26639 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.035	H-atom parameters constrained
wR(F²) = 0.088	Δρ_max = 1.46 e Å⁻³
S = 1.06	Δρ_min = −1.28 e Å⁻³
8644 reflections	Absolute structure: Flack (1983), 4150 Friedel pairs
506 parameters	Absolute structure parameter: 0.166 (19)
1 restraint

Special details top

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 > 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Ce01	0.41401 (3)	0.24388 (2)	0.933831 (18)	0.02183 (10)
Ce02	−0.09386 (3)	−0.17680 (2)	0.436383 (18)	0.01951 (9)
O1	−0.2917 (4)	−0.1863 (6)	0.4899 (3)	0.0289 (10)
O2	−0.1739 (6)	−0.3897 (5)	0.4199 (4)	0.0294 (13)
O3	−0.0651 (4)	−0.2416 (6)	0.2877 (3)	0.0297 (11)
O4	0.1035 (5)	−0.3002 (4)	0.4468 (3)	0.0284 (11)
O5	−0.1871 (5)	0.0358 (5)	0.4380 (3)	0.0273 (12)
O6	0.0564 (5)	−0.0265 (5)	0.3904 (4)	0.0352 (13)
O7	0.0223 (5)	−0.0881 (5)	0.5719 (3)	0.0288 (12)
O8	−0.0331 (4)	−0.2759 (5)	0.5849 (3)	0.0240 (11)
O9	−0.3621 (7)	−0.3564 (5)	0.5332 (3)	0.076 (2)
O10	−0.1659 (5)	0.1474 (5)	0.7003 (3)	0.0383 (11)
O11	−0.2278 (5)	0.1263 (5)	0.8207 (3)	0.0458 (12)
O12	−0.2563 (6)	−0.3228 (6)	0.8491 (3)	0.0482 (15)
HO12	−0.2724	−0.3917	0.8324	0.072*
O13	0.3158 (5)	0.0346 (5)	0.9375 (3)	0.0313 (13)
O14	0.2395 (5)	0.1407 (5)	0.8273 (3)	0.0317 (12)
O15	0.2116 (5)	0.2613 (7)	0.9923 (3)	0.0389 (14)
O16	0.5582 (5)	0.0896 (5)	0.8858 (3)	0.0355 (13)
O17	0.4364 (5)	0.3130 (7)	0.7868 (3)	0.0346 (12)
O18	0.6140 (5)	0.3617 (5)	0.9463 (3)	0.0369 (13)
O19	0.3268 (6)	0.4551 (6)	0.9146 (4)	0.0363 (15)
O20	0.5302 (5)	0.1566 (5)	1.0706 (3)	0.0321 (12)
O21	0.4675 (5)	0.3431 (5)	1.0802 (3)	0.0275 (12)
O22	0.7420 (5)	−0.0683 (5)	1.3243 (3)	0.0334 (13)
O23	0.5883 (5)	0.4408 (5)	1.3876 (3)	0.0323 (11)
HO23	0.5524	0.4941	1.3573	0.048*
O24	0.0790 (6)	−0.3571 (6)	0.8987 (3)	0.0546 (18)
HO24	0.0427	−0.4137	0.8720	0.082*
C1	−0.2907 (5)	−0.2074 (5)	0.6356 (3)	0.0264 (11)
C2	−0.2621 (6)	−0.0885 (7)	0.6513 (4)	0.0267 (13)
H2	−0.2582	−0.0364	0.6073	0.032*
C3	−0.2387 (5)	−0.0449 (5)	0.7330 (4)	0.0287 (12)
C4	−0.2354 (7)	−0.1267 (7)	0.7985 (5)	0.0329 (16)
H4	−0.2159	−0.0998	0.8533	0.039*
C5	−0.2607 (6)	−0.2469 (6)	0.7822 (4)	0.0321 (12)
C6	−0.2887 (7)	−0.2889 (7)	0.7012 (4)	0.0299 (16)
H6	−0.3060	−0.3700	0.6905	0.036*
C7	−0.3179 (6)	−0.2537 (6)	0.5475 (4)	0.0343 (13)
C8	−0.2092 (5)	0.0862 (5)	0.7522 (4)	0.0296 (12)
C9	0.0619 (5)	−0.1745 (9)	0.7086 (4)	0.0236 (12)
C10	0.1232 (6)	−0.0678 (7)	0.7441 (4)	0.0221 (15)
H10	0.1332	−0.0023	0.7105	0.026*
C11	0.1682 (7)	−0.0623 (7)	0.8300 (4)	0.0252 (15)
C12	0.1521 (6)	−0.1620 (8)	0.8803 (4)	0.0292 (16)
H12	0.1823	−0.1588	0.9375	0.035*
C13	0.0919 (7)	−0.2634 (9)	0.8451 (4)	0.0306 (15)
C14	0.0474 (6)	−0.2704 (8)	0.7594 (4)	0.0270 (15)
H14	0.0076	−0.3403	0.7364	0.032*
C15	0.0151 (5)	−0.1807 (8)	0.6173 (3)	0.0198 (11)
C16	0.2435 (6)	0.0420 (7)	0.8667 (4)	0.0236 (14)
C17	0.5721 (5)	0.2448 (8)	1.2077 (4)	0.0210 (12)
C18	0.5608 (6)	0.3459 (6)	1.2559 (4)	0.0247 (15)
H18	0.5258	0.4165	1.2310	0.030*
C19	0.6018 (6)	0.3407 (7)	1.3407 (4)	0.0248 (14)
C20	0.6592 (6)	0.2376 (8)	1.3782 (4)	0.0251 (13)
H20	0.6879	0.2348	1.4355	0.030*
C21	0.6734 (6)	0.1383 (6)	1.3289 (4)	0.0218 (14)
C22	0.6282 (7)	0.1436 (7)	1.2435 (5)	0.0279 (17)
H22	0.6365	0.0769	1.2106	0.033*
C23	0.7462 (6)	0.0291 (6)	1.3655 (4)	0.0228 (14)
C24	0.5212 (5)	0.2489 (8)	1.1145 (4)	0.0226 (12)
O031	0.5264 (5)	0.4338 (5)	0.5427 (3)	0.0466 (12)
O039	0.4961 (6)	0.1825 (6)	0.6563 (4)	0.0587 (16)
O040	0.9555 (7)	0.2265 (8)	0.9363 (4)	0.085 (2)
O041	0.7364 (5)	0.3758 (5)	0.6657 (3)	0.0506 (13)
O043	0.0116 (9)	0.4262 (7)	0.8386 (5)	0.087 (3)
O062	0.6940 (12)	0.4496 (7)	0.8113 (5)	0.129 (5)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Ce01	0.0301 (2)	0.0174 (2)	0.01549 (19)	−0.00197 (15)	−0.00223 (15)	0.00039 (15)
Ce02	0.02548 (18)	0.01640 (19)	0.01496 (18)	0.00154 (14)	−0.00042 (14)	−0.00006 (14)
O1	0.034 (2)	0.033 (3)	0.021 (2)	0.003 (2)	0.0084 (19)	0.005 (3)
O2	0.038 (3)	0.018 (3)	0.031 (3)	0.001 (2)	0.004 (2)	−0.001 (2)
O3	0.034 (2)	0.034 (3)	0.018 (2)	0.001 (3)	−0.0010 (19)	−0.004 (3)
O4	0.033 (2)	0.032 (3)	0.020 (2)	0.0107 (18)	0.004 (2)	0.0049 (19)
O5	0.032 (3)	0.024 (3)	0.021 (3)	0.003 (2)	−0.006 (2)	0.001 (2)
O6	0.042 (3)	0.026 (3)	0.042 (3)	−0.001 (2)	0.016 (3)	−0.001 (2)
O7	0.041 (3)	0.024 (3)	0.018 (2)	−0.005 (2)	−0.001 (2)	0.004 (2)
O8	0.033 (2)	0.018 (3)	0.019 (2)	−0.003 (2)	−0.0007 (19)	−0.002 (2)
O9	0.139 (6)	0.057 (4)	0.039 (3)	−0.063 (4)	0.034 (3)	−0.019 (3)
O10	0.044 (3)	0.038 (3)	0.034 (2)	−0.013 (2)	0.012 (2)	−0.002 (2)
O11	0.059 (3)	0.050 (3)	0.033 (2)	−0.021 (2)	0.021 (2)	−0.015 (2)
O12	0.078 (4)	0.038 (3)	0.030 (3)	−0.001 (3)	0.013 (3)	0.012 (2)
O13	0.043 (3)	0.025 (3)	0.020 (3)	−0.006 (2)	−0.011 (2)	0.007 (2)
O14	0.042 (3)	0.026 (3)	0.022 (3)	−0.005 (2)	−0.008 (2)	0.006 (2)
O15	0.043 (3)	0.045 (4)	0.029 (3)	−0.003 (3)	0.008 (2)	−0.002 (3)
O16	0.048 (3)	0.026 (3)	0.036 (3)	0.002 (2)	0.016 (3)	−0.002 (2)
O17	0.046 (3)	0.036 (3)	0.020 (2)	−0.003 (3)	0.000 (2)	0.001 (3)
O18	0.039 (3)	0.039 (3)	0.033 (3)	−0.012 (2)	0.006 (2)	−0.010 (2)
O19	0.036 (3)	0.028 (3)	0.044 (4)	0.009 (2)	0.006 (3)	0.010 (3)
O20	0.052 (3)	0.019 (3)	0.021 (3)	0.010 (2)	−0.003 (2)	−0.003 (2)
O21	0.036 (3)	0.023 (3)	0.021 (2)	0.005 (2)	−0.002 (2)	0.002 (2)
O22	0.046 (3)	0.026 (3)	0.023 (3)	0.009 (2)	−0.008 (2)	−0.007 (2)
O23	0.047 (3)	0.025 (2)	0.023 (2)	0.010 (2)	0.003 (2)	−0.0036 (19)
O24	0.085 (4)	0.044 (4)	0.029 (3)	−0.033 (3)	−0.005 (3)	0.015 (3)
C1	0.028 (3)	0.028 (3)	0.024 (3)	−0.001 (2)	0.009 (2)	0.000 (2)
C2	0.028 (3)	0.033 (4)	0.018 (3)	−0.007 (3)	0.003 (2)	−0.007 (2)
C3	0.030 (3)	0.029 (3)	0.028 (3)	−0.002 (2)	0.008 (2)	0.000 (2)
C4	0.037 (4)	0.035 (4)	0.027 (3)	−0.005 (3)	0.008 (3)	−0.002 (3)
C5	0.038 (3)	0.035 (3)	0.024 (3)	0.000 (3)	0.009 (2)	0.006 (2)
C6	0.038 (4)	0.028 (4)	0.025 (3)	−0.004 (3)	0.010 (3)	0.000 (3)
C7	0.043 (3)	0.030 (3)	0.031 (3)	−0.002 (3)	0.010 (3)	−0.005 (3)
C8	0.030 (3)	0.030 (3)	0.031 (3)	−0.006 (2)	0.011 (2)	−0.007 (2)
C9	0.025 (3)	0.025 (3)	0.019 (3)	−0.003 (3)	0.001 (2)	−0.004 (4)
C10	0.026 (3)	0.023 (4)	0.014 (3)	−0.007 (3)	−0.005 (3)	−0.002 (3)
C11	0.028 (3)	0.025 (4)	0.022 (3)	−0.005 (3)	0.001 (3)	0.001 (3)
C12	0.036 (3)	0.034 (4)	0.015 (3)	−0.012 (3)	−0.002 (3)	−0.008 (3)
C13	0.040 (4)	0.034 (4)	0.016 (3)	−0.012 (4)	0.000 (3)	0.006 (3)
C14	0.026 (3)	0.033 (4)	0.019 (3)	−0.005 (3)	−0.005 (2)	−0.002 (3)
C15	0.017 (2)	0.025 (3)	0.016 (3)	0.000 (3)	−0.001 (2)	0.000 (3)
C16	0.028 (3)	0.024 (4)	0.017 (3)	−0.003 (3)	−0.001 (3)	0.000 (3)
C17	0.023 (3)	0.025 (3)	0.014 (3)	0.000 (3)	0.001 (2)	0.001 (3)
C18	0.030 (3)	0.016 (4)	0.028 (3)	0.003 (2)	0.005 (3)	0.003 (3)
C19	0.032 (3)	0.016 (3)	0.026 (3)	−0.001 (3)	0.004 (3)	0.000 (3)
C20	0.031 (3)	0.028 (3)	0.015 (3)	−0.001 (3)	0.003 (2)	−0.011 (3)
C21	0.024 (3)	0.021 (4)	0.020 (3)	−0.001 (2)	0.003 (3)	0.005 (3)
C22	0.037 (4)	0.021 (4)	0.026 (4)	0.002 (3)	0.008 (3)	−0.005 (3)
C23	0.028 (3)	0.019 (4)	0.020 (3)	0.002 (3)	0.002 (3)	0.003 (3)
C24	0.030 (3)	0.021 (3)	0.015 (3)	0.000 (3)	0.001 (2)	0.002 (3)
O031	0.053 (3)	0.040 (3)	0.048 (3)	−0.014 (2)	0.011 (2)	−0.002 (2)
O039	0.073 (4)	0.048 (4)	0.050 (3)	−0.007 (3)	−0.001 (3)	−0.003 (3)
O040	0.071 (4)	0.132 (7)	0.054 (4)	−0.040 (5)	0.018 (3)	−0.030 (4)
O041	0.056 (3)	0.044 (3)	0.054 (3)	−0.004 (2)	0.018 (3)	−0.006 (3)
O043	0.145 (7)	0.058 (5)	0.062 (4)	−0.016 (4)	0.028 (5)	−0.019 (4)
O062	0.292 (14)	0.054 (5)	0.071 (5)	−0.026 (6)	0.112 (7)	−0.005 (4)

Geometric parameters (Å, º) top

Ce01—O18	2.486 (5)	O23—HO23	0.8200
Ce01—O19	2.522 (6)	O24—C13	1.385 (9)
Ce01—O16	2.530 (5)	O24—HO24	0.8200
Ce01—O20	2.537 (5)	C1—C2	1.368 (9)
Ce01—O15	2.539 (5)	C1—C6	1.401 (9)
Ce01—O13	2.556 (6)	C1—C7	1.506 (8)
Ce01—O14	2.570 (5)	C2—C3	1.400 (8)
Ce01—O17	2.579 (5)	C2—H2	0.9300
Ce01—O21	2.598 (5)	C3—C4	1.400 (9)
Ce01—C24	2.961 (6)	C3—C8	1.510 (8)
Ce01—C16	2.967 (7)	C4—C5	1.378 (10)
Ce02—O1	2.445 (4)	C4—H4	0.9300
Ce02—O4	2.498 (5)	C5—C6	1.382 (10)
Ce02—O2	2.512 (6)	C6—H6	0.9300
Ce02—O7	2.527 (5)	C9—C14	1.378 (11)
Ce02—O6	2.531 (5)	C9—C10	1.425 (11)
Ce02—O5	2.566 (6)	C9—C15	1.484 (8)
Ce02—O22ⁱ	2.584 (5)	C10—C11	1.397 (9)
Ce02—O3	2.610 (5)	C10—H10	0.9300
Ce02—O8	2.633 (5)	C11—C12	1.410 (11)
Ce02—C23ⁱ	2.958 (7)	C11—C16	1.473 (10)
Ce02—C15	2.968 (6)	C12—C13	1.369 (11)
O1—C7	1.276 (8)	C12—H12	0.9300
O5—C23ⁱ	1.265 (8)	C13—C14	1.394 (8)
O7—C15	1.279 (9)	C14—H14	0.9300
O8—C15	1.250 (10)	C17—C22	1.353 (11)
O9—C7	1.240 (8)	C17—C18	1.391 (10)
O10—C8	1.243 (7)	C17—C24	1.519 (8)
O11—C8	1.257 (7)	C18—C19	1.374 (9)
O12—C5	1.375 (8)	C18—H18	0.9300
O12—HO12	0.8200	C19—C20	1.386 (11)
O13—C16	1.268 (8)	C20—C21	1.391 (10)
O14—C16	1.267 (9)	C20—H20	0.9300
O20—C24	1.265 (10)	C21—C22	1.391 (10)
O21—C24	1.272 (9)	C21—C23	1.503 (9)
O22—C23	1.271 (8)	C22—H22	0.9300
O22—Ce02ⁱⁱ	2.584 (5)	C23—O5ⁱⁱ	1.265 (8)
O23—C19	1.375 (9)	C23—Ce02ⁱⁱ	2.958 (7)

O18—Ce01—O19	79.28 (19)	O7—Ce02—C15	25.3 (2)
O18—Ce01—O16	79.28 (18)	O6—Ce02—C15	98.89 (19)
O19—Ce01—O16	145.56 (18)	O5—Ce02—C15	94.8 (2)
O18—Ce01—O20	81.84 (18)	O22ⁱ—Ce02—C15	143.09 (18)
O19—Ce01—O20	125.0 (2)	O3—Ce02—C15	146.23 (16)
O16—Ce01—O20	77.81 (17)	O8—Ce02—C15	24.9 (2)
O18—Ce01—O15	135.56 (19)	C23ⁱ—Ce02—C15	119.4 (2)
O19—Ce01—O15	69.7 (2)	C7—O1—Ce02	128.1 (4)
O16—Ce01—O15	141.7 (2)	C23ⁱ—O5—Ce02	95.0 (4)
O20—Ce01—O15	90.47 (18)	C15—O7—Ce02	97.0 (4)
O18—Ce01—O13	145.98 (19)	C15—O8—Ce02	92.7 (4)
O19—Ce01—O13	134.74 (16)	C5—O12—HO12	109.5
O16—Ce01—O13	70.74 (18)	C16—O13—Ce01	95.9 (4)
O20—Ce01—O13	76.54 (18)	C16—O14—Ce01	95.2 (4)
O15—Ce01—O13	71.1 (2)	C24—O20—Ce01	96.5 (4)
O18—Ce01—O14	142.62 (17)	C24—O21—Ce01	93.4 (4)
O19—Ce01—O14	97.2 (2)	C23—O22—Ce02ⁱⁱ	94.0 (4)
O16—Ce01—O14	84.03 (18)	C19—O23—HO23	109.5
O20—Ce01—O14	126.83 (18)	C13—O24—HO24	109.5
O15—Ce01—O14	74.10 (18)	C2—C1—C6	120.6 (6)
O13—Ce01—O14	50.29 (16)	C2—C1—C7	120.3 (5)
O18—Ce01—O17	71.82 (18)	C6—C1—C7	119.0 (5)
O19—Ce01—O17	72.9 (2)	C1—C2—C3	120.4 (6)
O16—Ce01—O17	75.00 (19)	C1—C2—H2	119.8
O20—Ce01—O17	144.98 (17)	C3—C2—H2	119.8
O15—Ce01—O17	124.49 (18)	C2—C3—C4	118.7 (6)
O13—Ce01—O17	113.84 (19)	C2—C3—C8	121.6 (6)
O14—Ce01—O17	71.64 (16)	C4—C3—C8	119.6 (6)
O18—Ce01—O21	70.48 (16)	C5—C4—C3	120.4 (7)
O19—Ce01—O21	74.45 (19)	C5—C4—H4	119.8
O16—Ce01—O21	122.17 (18)	C3—C4—H4	119.8
O20—Ce01—O21	50.52 (16)	O12—C5—C4	117.7 (6)
O15—Ce01—O21	71.05 (16)	O12—C5—C6	121.6 (6)
O13—Ce01—O21	112.54 (17)	C4—C5—C6	120.7 (7)
O14—Ce01—O21	144.92 (16)	C5—C6—C1	119.0 (6)
O17—Ce01—O21	133.6 (2)	C5—C6—H6	120.5
O18—Ce01—C24	75.15 (18)	C1—C6—H6	120.5
O19—Ce01—C24	99.8 (2)	O9—C7—O1	122.0 (6)
O16—Ce01—C24	100.3 (2)	O9—C7—C1	119.5 (6)
O20—Ce01—C24	25.1 (2)	O1—C7—C1	118.5 (6)
O15—Ce01—C24	79.62 (16)	O10—C8—O11	123.9 (6)
O13—Ce01—C24	94.4 (2)	O10—C8—C3	118.4 (5)
O14—Ce01—C24	141.20 (18)	O11—C8—C3	117.6 (5)
O17—Ce01—C24	146.94 (18)	C14—C9—C10	119.5 (6)
O21—Ce01—C24	25.4 (2)	C14—C9—C15	121.1 (7)
O18—Ce01—C16	152.66 (17)	C10—C9—C15	119.4 (7)
O19—Ce01—C16	118.0 (2)	C11—C10—C9	119.4 (7)
O16—Ce01—C16	75.10 (19)	C11—C10—H10	120.3
O20—Ce01—C16	101.68 (19)	C9—C10—H10	120.3
O15—Ce01—C16	71.77 (19)	C10—C11—C12	119.7 (7)
O13—Ce01—C16	25.16 (18)	C10—C11—C16	120.1 (6)
O14—Ce01—C16	25.18 (17)	C12—C11—C16	119.9 (6)
O17—Ce01—C16	92.26 (19)	C13—C12—C11	120.0 (6)
O21—Ce01—C16	132.36 (17)	C13—C12—H12	120.0
C24—Ce01—C16	118.6 (2)	C11—C12—H12	120.0
O1—Ce02—O4	137.07 (18)	C12—C13—O24	116.6 (6)
O1—Ce02—O2	72.3 (2)	C12—C13—C14	120.9 (7)
O4—Ce02—O2	76.04 (18)	O24—C13—C14	122.6 (7)
O1—Ce02—O7	91.05 (17)	C9—C14—C13	120.5 (7)
O4—Ce02—O7	83.36 (17)	C9—C14—H14	119.8
O2—Ce02—O7	124.20 (19)	C13—C14—H14	119.8
O1—Ce02—O6	141.2 (2)	O8—C15—O7	120.0 (5)
O4—Ce02—O6	78.68 (17)	O8—C15—C9	119.9 (7)
O2—Ce02—O6	144.32 (17)	O7—C15—C9	120.1 (7)
O7—Ce02—O6	76.65 (17)	O8—C15—Ce02	62.4 (3)
O1—Ce02—O5	70.7 (2)	O7—C15—Ce02	57.7 (3)
O4—Ce02—O5	146.11 (17)	C9—C15—Ce02	175.2 (6)
O2—Ce02—O5	137.85 (14)	O14—C16—O13	118.4 (6)
O7—Ce02—O5	76.11 (18)	O14—C16—C11	120.6 (6)
O6—Ce02—O5	70.57 (17)	O13—C16—C11	120.9 (6)
O1—Ce02—O22ⁱ	75.81 (17)	O14—C16—Ce01	59.6 (4)
O4—Ce02—O22ⁱ	139.21 (15)	O13—C16—Ce01	59.0 (4)
O2—Ce02—O22ⁱ	100.97 (19)	C11—C16—Ce01	174.9 (5)
O7—Ce02—O22ⁱ	126.57 (17)	C22—C17—C18	120.3 (6)
O6—Ce02—O22ⁱ	82.36 (19)	C22—C17—C24	120.3 (7)
O5—Ce02—O22ⁱ	50.55 (16)	C18—C17—C24	119.5 (7)
O1—Ce02—O3	125.89 (16)	C19—C18—C17	119.5 (6)
O4—Ce02—O3	70.36 (16)	C19—C18—H18	120.2
O2—Ce02—O3	74.88 (19)	C17—C18—H18	120.2
O7—Ce02—O3	143.05 (16)	C18—C19—O23	118.8 (6)
O6—Ce02—O3	73.14 (18)	C18—C19—C20	120.7 (6)
O5—Ce02—O3	112.25 (18)	O23—C19—C20	120.4 (6)
O22ⁱ—Ce02—O3	69.68 (16)	C19—C20—C21	119.1 (6)
O1—Ce02—O8	74.37 (15)	C19—C20—H20	120.4
O4—Ce02—O8	69.52 (14)	C21—C20—H20	120.4
O2—Ce02—O8	74.04 (18)	C20—C21—C22	119.6 (7)
O7—Ce02—O8	50.16 (16)	C20—C21—C23	120.9 (6)
O6—Ce02—O8	119.37 (18)	C22—C21—C23	119.3 (6)
O5—Ce02—O8	113.79 (16)	C17—C22—C21	120.7 (7)
O22ⁱ—Ce02—O8	149.85 (16)	C17—C22—H22	119.6
O3—Ce02—O8	133.78 (18)	C21—C22—H22	119.6
O1—Ce02—C23ⁱ	72.35 (19)	O5ⁱⁱ—C23—O22	120.3 (6)
O4—Ce02—C23ⁱ	150.49 (16)	O5ⁱⁱ—C23—C21	118.9 (6)
O2—Ce02—C23ⁱ	121.66 (19)	O22—C23—C21	120.8 (6)
O7—Ce02—C23ⁱ	101.21 (19)	O5ⁱⁱ—C23—Ce02ⁱⁱ	59.8 (4)
O6—Ce02—C23ⁱ	74.19 (18)	O22—C23—Ce02ⁱⁱ	60.6 (4)
O5—Ce02—C23ⁱ	25.21 (18)	C21—C23—Ce02ⁱⁱ	176.0 (4)
O22ⁱ—Ce02—C23ⁱ	25.37 (17)	O20—C24—O21	119.5 (5)
O3—Ce02—C23ⁱ	90.60 (18)	O20—C24—C17	119.6 (7)
O8—Ce02—C23ⁱ	135.04 (16)	O21—C24—C17	120.9 (7)
O1—Ce02—C15	81.10 (14)	O20—C24—Ce01	58.3 (3)
O4—Ce02—C15	75.91 (17)	O21—C24—Ce01	61.2 (3)
O2—Ce02—C15	98.9 (2)	C17—C24—Ce01	176.7 (6)

Symmetry codes: (i) x−1, y, z−1; (ii) x+1, y, z+1.

Experimental details

Crystal data
Chemical formula	[Ce₂(C₈H₄O₅)₃(H₂O)₉]·6H₂O
M_r	1090.82
Crystal system, space group	Monoclinic, P2₁
Temperature (K)	293
a, b, c (Å)	10.7150 (3), 11.1039 (2), 16.3611 (4)
β (°)	100.975 (2)
V (Å³)	1911.01 (8)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	2.46
Crystal size (mm)	0.14 × 0.05 × 0.04

Data collection
Diffractometer	Kappa CCD diffractometer
Absorption correction	Multi-scan (Blessing,1995)
T_min, T_max	0.763, 0.866
No. of measured, independent and observed [I > 2σ(I)] reflections	26639, 8644, 7711
R_int	0.040
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.035, 0.088, 1.06
No. of reflections	8644
No. of parameters	506
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.46, −1.28
Absolute structure	Flack (1983), 4150 Friedel pairs
Absolute structure parameter	0.166 (19)

Computer programs: COLLECT (Nonius, 1998), EVALCCD (Duisenberg et al., 2003), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2001), publCIF (Westrip, 2010).

Acknowledgements

The French Cooperation Agency in Senegal and the China Scholarship Council in China are acknowledged for financial support. The Centre de Diffractométrie X of the University of Rennes 1 is acknowledged for the data collection.

References

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Volume 70| Part 5| May 2014| Pages m181-m182

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Poly[[nona­aqua­bis­­(μ-5-hy­dr­oxy­benzene-1,3-di­carboxyl­ato)(5-hy­dr­oxy­benzene-1,3-di­carboxyl­ato)dicerium(III)] hexa­hydrate]

Related literature

Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

Poly[[nonaaquabis(μ-5-hydroxybenzene-1,3-dicarboxylato)(5-hydroxybenzene-1,3-dicarboxylato)dicerium(III)] hexahydrate]