Poly[[aqua­(μ5-3,4,5,6-tetra­carb­oxy­cyclo­hexane-1,2-dicarboxyl­ato)strontium] monohydrate]

Cheng, P.-C.; Zhan, J.-X.; Wu, C.-Y.; Lin, C.-H.

doi:10.1107/S1600536811050811

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 67| Part 12| December 2011| Pages m1899-m1900

https://doi.org/10.1107/S1600536811050811

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Poly[[aqua(μ₅-3,4,5,6-tetracarboxycyclohexane-1,2-dicarboxylato)strontium] monohydrate]

Pei-Chi Cheng,^a Jun-Xiang Zhan,^b Cheng-You Wu ^b and Chia-Her Lin ^b ^*

^aDepartment of Chemistry, R&D Center for Membrane Technology, Center for Nanotechnology, Chung-Yuan Christian University, Chung-Li 320, Taiwan, and ^bDepartment of Chemistry, Chung-Yuan Christian University, Chung-Li 320, Taiwan
^*Correspondence e-mail: chiaher@cycu.edu.tw

(Received 4 November 2011; accepted 26 November 2011; online 30 November 2011)

In the title compound, {[Sr(C₁₂H₁₀O₁₂)(H₂O)]·H₂O}_n, the Sr^II ion is coordinated by six O atoms of five symmetry-related 3,4,5,6-tetracarboxycyclohexane-1,2-dicarboxylate ligands and one water molecule in a slightly distorted monocapped trigonal–prismatic environment. The ligands bridge the Sr^II ions, forming a two-dimensional structure. In the crystal, O—H⋯O hydrogen bonds further connect the structure into a three-dimensional network. The H atoms of two of the carboxyl groups were refined as half-occupancy.

Related literature

For general background to coordination polymers, see: Liu et al. (2009 ); Liang et al. (2011 ); Kitagawa et al. (2004 ); Jiang & Xu (2011 ). For details of compounds based on cyclohexane-1,2,3,4,5,6-hexacarboxylic acid, see: Canadillas-Delgado et al. (2010 ). For related structures, see: Che et al. (2006 ); Yu et al. (2007 ); Chen & Meng (2010 ).

Experimental

Crystal data

[Sr(C₁₂H₁₀O₁₂)(H₂O)]·H₂O
M_r = 469.85
Triclinic, $[P \overline 1]$
a = 6.1583 (3) Å
b = 9.4491 (3) Å
c = 13.6710 (5) Å
α = 77.614 (2)°
β = 80.746 (2)°
γ = 77.041 (2)°
V = 751.89 (5) Å³
Z = 2
Mo Kα radiation
μ = 3.67 mm⁻¹
T = 296 K
0.15 × 0.12 × 0.10 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2010 ) T_min = 0.609, T_max = 0.710
8798 measured reflections
3616 independent reflections
3184 reflections with I > 2σ(I)
R_int = 0.027

Refinement

R[F² > 2σ(F²)] = 0.028
wR(F²) = 0.065
S = 1.04
3616 reflections
244 parameters
H-atom parameters constrained
Δρ_max = 0.45 e Å⁻³
Δρ_min = −0.55 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O4—H4A⋯O4ⁱ	0.82	1.68	2.493 (3)	172
O5—H11⋯O1	0.82	1.79	2.596 (2)	167
O8—H7⋯O12	0.82	1.75	2.549 (2)	163
O9—H9A⋯O9ⁱⁱ	0.82	1.65	2.457 (3)	168.6
O10—H9⋯O1Wⁱⁱⁱ	0.82	1.72	2.533 (2)	174
O13—H13A⋯O11^iv	0.85	1.97	2.820 (2)	175
O13—H13B⋯O2^v	0.85	2.22	3.035 (3)	160
O1W—H1WB⋯O7^vi	0.85	2.03	2.836 (3)	159
O1W—H1WB⋯O7^vi	0.85	2.03	2.836 (3)	159
Symmetry codes: (i) -x, -y+2, -z+1; (ii) -x+1, -y+1, -z; (iii) x-1, y+1, z; (iv) x+1, y-1, z; (v) x, y-1, z; (vi) x+1, y, z.

Data collection: APEX2 (Bruker, 2010); cell refinement: SAINT (Bruker, 2010); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2010 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536811050811/lh5373sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536811050811/lh5373Isup2.hkl

checkCIF report

Comment top

The synthesis of coordination polymers via multidentate ligands have received considerable attention, owing to their novel structures and special functional properties (Liu et al., 2009; Liang et al., 2011; Kitagawa et al., 2004; Jiang & Xu, 2011). cyclohexane-1,2,3,4,5,6-hexacarboxylate acid is a flexible ligand for constructing new coordination compounds (Canadillas-Delgado et al., 2010). The structure of the title complex formed from the reaction of this acid with Sr^II ion is reported herein. Some related structures have already appeared in the literature (Che et al., 2006; Yu et al. 2007; Chen et al., 2010).

The asymmetric unit of the title compound is shown in Fig. 1. The Sr^II ion atom is seven-coordinated by six oxygen atoms of five carboxylate ligands and one oxygen atom of coordinated water molecules. The Sr—O distances from 2.4614 (19) to 2.7043 (17) Å. The Sr^II ions are connected via the ligands into a extended two-dimensional layer (Fig. 2). There are hydrogen bonding interactions involving the water molecules and some carboxyl O atoms.

Related literature top

For general background to coordination polymers, see: Liu et al. (2009); Liang et al. (2011); Kitagawa et al. (2004); Jiang & Xu (2011). For details of compounds based on cyclohexane-1,2,3,4,5,6-hexacarboxylate acid, see: Canadillas-Delgado et al. (2010). For related structures, see: Che et al. (2006); Yu et al.(2007); Chen & Meng (2010).

Experimental top

Solvothermal reactions were carried out at 363 K for 2 d in a Teflon-lined acid digestion bomb with an internal volume of 23 ml followed by slow cooling at 6 K/h to room temperature. A single-phase product consisting of colorless crystals of was obtained from a mixture of cyclohexane-1,2,3,4,5,6-hexacarboxylate acid (C₁₂H₁₂O₁₂, 0.0348 g, 0.1 mmol), Sr(NO₃)₂ (0.0635 g, 0.3 mmol), and ethanol (5.0 ml) and H₂O (1.0 ml).

Structure description top

For general background to coordination polymers, see: Liu et al. (2009); Liang et al. (2011); Kitagawa et al. (2004); Jiang & Xu (2011). For details of compounds based on cyclohexane-1,2,3,4,5,6-hexacarboxylate acid, see: Canadillas-Delgado et al. (2010). For related structures, see: Che et al. (2006); Yu et al.(2007); Chen & Meng (2010).

Computing details top

Data collection: APEX2 (Bruker, 2010); cell refinement: SAINT (Bruker, 2010); data reduction: SAINT (Bruker, 2010); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 2010); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. A view of the title compound, showing 50% probability displacement ellipsoids. [symmetry codes: (i) -x + 2, -y + 1, -z + 1;(ii) x + 1, y - 1, z; (iii) -x + 1, -y + 1, -z + 1; (iv) x + 1, y, z].
	Fig. 2. The layer structure of the title compound viewed along the b axis.

Poly[[aqua(µ₅-3,4,5,6-tetracarboxycyclohexane-1,2- dicarboxylato)strontium] monohydrate] top

Crystal data top

[Sr(C₁₂H₁₀O₁₂)(H₂O)]·H₂O	Z = 2
M_r = 469.85	F(000) = 472
Triclinic, P1	D_x = 2.075 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.1583 (3) Å	Cell parameters from 5438 reflections
b = 9.4491 (3) Å	θ = 2.5–28.4°
c = 13.6710 (5) Å	µ = 3.67 mm⁻¹
α = 77.614 (2)°	T = 296 K
β = 80.746 (2)°	Columnar, colourless
γ = 77.041 (2)°	0.15 × 0.12 × 0.10 mm
V = 751.89 (5) Å³

Data collection top

Bruker APEXII CCD diffractometer	3616 independent reflections
Radiation source: fine-focus sealed tube	3184 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.027
Detector resolution: 8.3333 pixels mm^-1	θ_max = 28.4°, θ_min = 1.5°
φ and ω scans	h = −7→7
Absorption correction: multi-scan (SADABS; Bruker, 2010)	k = −12→12
T_min = 0.609, T_max = 0.710	l = −18→18
8798 measured reflections

Refinement top

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.065	H-atom parameters constrained
S = 1.04	w = 1/[σ²(F_o²) + (0.0333P)² + 0.1009P] where P = (F_o² + 2F_c²)/3
3616 reflections	(Δ/σ)_max = 0.001
244 parameters	Δρ_max = 0.45 e Å⁻³
0 restraints	Δρ_min = −0.55 e Å⁻³

Crystal data top

[Sr(C₁₂H₁₀O₁₂)(H₂O)]·H₂O	γ = 77.041 (2)°
M_r = 469.85	V = 751.89 (5) Å³
Triclinic, P1	Z = 2
a = 6.1583 (3) Å	Mo Kα radiation
b = 9.4491 (3) Å	µ = 3.67 mm⁻¹
c = 13.6710 (5) Å	T = 296 K
α = 77.614 (2)°	0.15 × 0.12 × 0.10 mm
β = 80.746 (2)°

Data collection top

Bruker APEXII CCD diffractometer	3616 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2010)	3184 reflections with I > 2σ(I)
T_min = 0.609, T_max = 0.710	R_int = 0.027
8798 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.028	0 restraints
wR(F²) = 0.065	H-atom parameters constrained
S = 1.04	Δρ_max = 0.45 e Å⁻³
3616 reflections	Δρ_min = −0.55 e Å⁻³
244 parameters

Special details top

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.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
Sr1	1.02988 (3)	0.31958 (2)	0.409253 (15)	0.01534 (7)
O1	0.7024 (3)	0.53526 (16)	0.41114 (12)	0.0235 (4)
O2	0.3026 (3)	1.24350 (16)	0.26117 (12)	0.0216 (4)
O3	0.1971 (3)	0.78708 (16)	0.43110 (12)	0.0226 (4)
O4	0.1356 (3)	1.02924 (16)	0.42401 (12)	0.0221 (4)
H4A	0.0559	1.0101	0.4772	0.033*	0.50
O5	0.3286 (3)	0.50144 (16)	0.36308 (12)	0.0246 (4)
H11	0.4481	0.4983	0.3833	0.037*
O6	0.7105 (3)	0.74239 (18)	0.46176 (13)	0.0294 (4)
O7	0.1292 (3)	0.63238 (18)	0.24436 (13)	0.0276 (4)
O8	−0.0422 (3)	0.90185 (17)	0.09955 (12)	0.0233 (4)
H7	0.0502	0.8645	0.0574	0.035*
O9	0.5394 (3)	0.56570 (17)	0.06154 (13)	0.0264 (4)
H9A	0.5248	0.5275	0.0151	0.025*	0.50
O10	0.1959 (3)	1.22482 (17)	0.11758 (13)	0.0273 (4)
H9	0.1282	1.3095	0.1200	0.041*
O11	−0.0412 (3)	0.98476 (18)	0.23773 (13)	0.0250 (4)
O12	0.2765 (3)	0.7502 (2)	−0.00060 (14)	0.0360 (5)
O13	0.7610 (3)	0.2429 (2)	0.31616 (18)	0.0494 (6)
H13A	0.8148	0.1626	0.2948	0.074*
H13B	0.6253	0.2656	0.3039	0.074*
C1	0.2938 (4)	1.1700 (2)	0.19893 (16)	0.0150 (4)
C2	0.4656 (4)	0.7781 (2)	0.13407 (15)	0.0130 (4)
H2	0.6144	0.7997	0.1072	0.016*
C3	0.2404 (4)	0.9094 (2)	0.39319 (15)	0.0142 (4)
C4	0.5861 (4)	0.7676 (2)	0.30273 (15)	0.0125 (4)
H5	0.7244	0.7907	0.2621	0.015*
C5	0.4433 (3)	0.9213 (2)	0.31267 (15)	0.0121 (4)
H1	0.5384	0.9716	0.3387	0.015*
C6	0.4077 (3)	1.0093 (2)	0.20485 (15)	0.0125 (4)
H6	0.5604	1.0140	0.1722	0.015*
C7	0.3150 (4)	0.9317 (2)	0.13770 (15)	0.0132 (4)
H4	0.3348	0.9892	0.0693	0.016*
C8	0.0628 (4)	0.9391 (2)	0.16407 (16)	0.0164 (4)
C9	0.4994 (4)	0.6810 (2)	0.23850 (15)	0.0137 (4)
H3	0.6245	0.5998	0.2260	0.016*
C10	0.3007 (4)	0.6079 (2)	0.28292 (16)	0.0173 (5)
C11	0.6685 (4)	0.6760 (2)	0.40099 (16)	0.0162 (4)
C12	0.4151 (4)	0.6951 (2)	0.05943 (17)	0.0198 (5)
O1W	0.9816 (4)	0.4880 (2)	0.11301 (19)	0.0547 (6)
H1WA	0.8583	0.4974	0.0897	0.082*
H1WB	1.0208	0.5503	0.1398	0.082*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Sr1	0.01520 (12)	0.01490 (10)	0.01647 (11)	−0.00211 (7)	−0.00322 (7)	−0.00400 (7)
O1	0.0279 (10)	0.0149 (7)	0.0235 (9)	0.0039 (6)	−0.0068 (7)	−0.0004 (6)
O2	0.0268 (10)	0.0165 (7)	0.0224 (8)	−0.0022 (6)	−0.0029 (7)	−0.0078 (6)
O3	0.0235 (9)	0.0176 (7)	0.0239 (8)	−0.0062 (7)	0.0073 (7)	−0.0030 (6)
O4	0.0257 (10)	0.0160 (7)	0.0210 (8)	−0.0014 (6)	0.0082 (7)	−0.0066 (6)
O5	0.0317 (10)	0.0218 (8)	0.0235 (9)	−0.0150 (7)	−0.0070 (7)	0.0020 (6)
O6	0.0419 (12)	0.0280 (9)	0.0238 (9)	−0.0112 (8)	−0.0203 (8)	−0.0004 (7)
O7	0.0199 (10)	0.0337 (9)	0.0324 (10)	−0.0093 (7)	−0.0059 (8)	−0.0067 (7)
O8	0.0179 (9)	0.0312 (9)	0.0231 (9)	−0.0029 (7)	−0.0061 (7)	−0.0090 (7)
O9	0.0321 (11)	0.0214 (8)	0.0297 (9)	0.0048 (7)	−0.0133 (7)	−0.0164 (7)
O10	0.0382 (11)	0.0152 (7)	0.0274 (9)	0.0043 (7)	−0.0144 (8)	−0.0039 (7)
O11	0.0172 (9)	0.0312 (9)	0.0285 (9)	−0.0048 (7)	0.0031 (7)	−0.0138 (7)
O12	0.0388 (12)	0.0400 (10)	0.0320 (10)	0.0139 (9)	−0.0240 (9)	−0.0210 (8)
O13	0.0267 (12)	0.0530 (13)	0.0824 (17)	0.0043 (9)	−0.0197 (11)	−0.0454 (12)
C1	0.0118 (11)	0.0153 (9)	0.0168 (10)	−0.0035 (8)	0.0013 (8)	−0.0018 (8)
C2	0.0145 (11)	0.0127 (9)	0.0115 (9)	−0.0004 (8)	−0.0019 (8)	−0.0035 (7)
C3	0.0125 (11)	0.0169 (9)	0.0131 (10)	−0.0012 (8)	−0.0024 (8)	−0.0035 (8)
C4	0.0124 (11)	0.0117 (9)	0.0137 (10)	−0.0016 (8)	−0.0025 (8)	−0.0030 (7)
C5	0.0103 (11)	0.0122 (9)	0.0146 (10)	−0.0022 (7)	−0.0020 (8)	−0.0037 (7)
C6	0.0102 (11)	0.0134 (9)	0.0130 (10)	−0.0015 (8)	−0.0005 (8)	−0.0020 (7)
C7	0.0151 (12)	0.0132 (9)	0.0116 (9)	−0.0030 (8)	−0.0017 (8)	−0.0025 (7)
C8	0.0166 (12)	0.0137 (9)	0.0178 (11)	−0.0010 (8)	−0.0041 (9)	−0.0012 (8)
C9	0.0133 (11)	0.0141 (9)	0.0136 (10)	−0.0018 (8)	0.0000 (8)	−0.0046 (7)
C10	0.0228 (13)	0.0142 (9)	0.0169 (11)	−0.0058 (9)	−0.0012 (9)	−0.0056 (8)
C11	0.0115 (11)	0.0194 (10)	0.0167 (10)	−0.0016 (8)	−0.0036 (8)	−0.0012 (8)
C12	0.0210 (13)	0.0241 (11)	0.0161 (11)	−0.0028 (9)	−0.0019 (9)	−0.0098 (9)
O1W	0.0434 (14)	0.0313 (11)	0.0981 (19)	0.0114 (9)	−0.0392 (13)	−0.0280 (11)

Geometric parameters (Å, º) top

Sr1—O6ⁱ	2.4601 (17)	O10—H9	0.8200
Sr1—O1	2.5267 (15)	O11—C8	1.210 (3)
Sr1—O2ⁱⁱ	2.5348 (15)	O12—C12	1.231 (3)
Sr1—O3ⁱⁱⁱ	2.5378 (14)	O13—H13A	0.8499
Sr1—O13	2.549 (2)	O13—H13B	0.8497
Sr1—O4ⁱⁱ	2.6448 (14)	C1—C6	1.513 (3)
Sr1—O5^iv	2.7043 (15)	C2—C12	1.519 (3)
O1—C11	1.280 (2)	C2—C9	1.540 (3)
O2—C1	1.223 (3)	C2—C7	1.543 (3)
O2—Sr1^v	2.5348 (15)	C2—H2	0.9800
O3—C3	1.229 (2)	C3—C5	1.534 (3)
O3—Sr1ⁱⁱⁱ	2.5378 (14)	C4—C11	1.528 (3)
O4—C3	1.291 (2)	C4—C5	1.541 (3)
O4—Sr1^v	2.6448 (14)	C4—C9	1.543 (3)
O4—H4A	0.8194	C4—H5	0.9800
O5—C10	1.324 (3)	C5—C6	1.552 (3)
O5—Sr1^vi	2.7043 (15)	C5—H1	0.9800
O5—H11	0.8197	C6—C7	1.534 (3)
O6—C11	1.231 (3)	C6—H6	0.9800
O6—Sr1ⁱ	2.4600 (17)	C7—C8	1.526 (3)
O7—C10	1.210 (3)	C7—H4	0.9800
O8—C8	1.319 (3)	C9—C10	1.518 (3)
O8—H7	0.8199	C9—H3	0.9800
O9—C12	1.286 (3)	O1W—H1WA	0.8494
O9—H9A	0.8204	O1W—H1WB	0.8507
O10—C1	1.303 (3)

O6ⁱ—Sr1—O1	120.71 (6)	C12—C2—H2	104.0
O6ⁱ—Sr1—O2ⁱⁱ	99.27 (6)	C9—C2—H2	104.0
O1—Sr1—O2ⁱⁱ	129.08 (5)	C7—C2—H2	104.0
O6ⁱ—Sr1—O3ⁱⁱⁱ	75.76 (6)	O3—C3—O4	123.21 (19)
O1—Sr1—O3ⁱⁱⁱ	82.17 (5)	O3—C3—C5	119.48 (18)
O2ⁱⁱ—Sr1—O3ⁱⁱⁱ	141.73 (5)	O4—C3—C5	117.00 (17)
O6ⁱ—Sr1—O13	149.80 (7)	C11—C4—C5	114.33 (16)
O1—Sr1—O13	78.85 (6)	C11—C4—C9	114.86 (16)
O2ⁱⁱ—Sr1—O13	80.94 (6)	C5—C4—C9	115.82 (18)
O3ⁱⁱⁱ—Sr1—O13	85.48 (7)	C11—C4—H5	103.1
O6ⁱ—Sr1—O4ⁱⁱ	80.20 (5)	C5—C4—H5	103.1
O1—Sr1—O4ⁱⁱ	143.19 (5)	C9—C4—H5	103.1
O2ⁱⁱ—Sr1—O4ⁱⁱ	67.90 (5)	C3—C5—C4	111.23 (15)
O3ⁱⁱⁱ—Sr1—O4ⁱⁱ	73.88 (5)	C3—C5—C6	119.73 (18)
O13—Sr1—O4ⁱⁱ	71.87 (6)	C4—C5—C6	107.85 (15)
O6ⁱ—Sr1—O5^iv	69.92 (5)	C3—C5—H1	105.7
O1—Sr1—O5^iv	91.80 (5)	C4—C5—H1	105.7
O2ⁱⁱ—Sr1—O5^iv	72.48 (5)	C6—C5—H1	105.7
O3ⁱⁱⁱ—Sr1—O5^iv	135.64 (5)	C1—C6—C7	112.61 (18)
O13—Sr1—O5^iv	136.54 (7)	C1—C6—C5	115.32 (16)
O4ⁱⁱ—Sr1—O5^iv	124.84 (5)	C7—C6—C5	115.75 (16)
O6ⁱ—Sr1—Sr1ⁱ	65.88 (4)	C1—C6—H6	103.7
O1—Sr1—Sr1ⁱ	56.51 (4)	C7—C6—H6	103.7
O2ⁱⁱ—Sr1—Sr1ⁱ	132.72 (4)	C5—C6—H6	103.7
O3ⁱⁱⁱ—Sr1—Sr1ⁱ	80.63 (3)	C8—C7—C6	111.99 (16)
O13—Sr1—Sr1ⁱ	134.51 (4)	C8—C7—C2	117.48 (16)
O4ⁱⁱ—Sr1—Sr1ⁱ	141.65 (4)	C6—C7—C2	109.12 (18)
O5^iv—Sr1—Sr1ⁱ	60.24 (3)	C8—C7—H4	105.8
C11—O1—Sr1	138.52 (15)	C6—C7—H4	105.8
C1—O2—Sr1^v	132.64 (14)	C2—C7—H4	105.8
C3—O3—Sr1ⁱⁱⁱ	135.56 (13)	O11—C8—O8	120.5 (2)
C3—O4—Sr1^v	153.52 (13)	O11—C8—C7	122.3 (2)
C3—O4—H4A	110.5	O8—C8—C7	117.08 (18)
Sr1^v—O4—H4A	95.9	C10—C9—C2	111.94 (19)
C10—O5—Sr1^vi	116.67 (14)	C10—C9—C4	119.05 (16)
C10—O5—H11	109.5	C2—C9—C4	108.95 (16)
Sr1^vi—O5—H11	133.1	C10—C9—H3	105.2
C11—O6—Sr1ⁱ	134.49 (15)	C2—C9—H3	105.2
C8—O8—H7	109.5	C4—C9—H3	105.2
C12—O9—H9A	112.4	O7—C10—O5	119.0 (2)
C1—O10—H9	109.5	O7—C10—C9	123.8 (2)
Sr1—O13—H13A	113.5	O5—C10—C9	116.8 (2)
Sr1—O13—H13B	140.9	O6—C11—O1	124.7 (2)
H13A—O13—H13B	105.1	O6—C11—C4	117.76 (18)
O2—C1—O10	123.08 (19)	O1—C11—C4	117.38 (18)
O2—C1—C6	123.6 (2)	O12—C12—O9	123.6 (2)
O10—C1—C6	113.16 (18)	O12—C12—C2	122.80 (19)
C12—C2—C9	113.13 (16)	O9—C12—C2	113.5 (2)
C12—C2—C7	115.66 (19)	H1WA—O1W—H1WB	126.9
C9—C2—C7	114.16 (16)

Symmetry codes: (i) −x+2, −y+1, −z+1; (ii) x+1, y−1, z; (iii) −x+1, −y+1, −z+1; (iv) x+1, y, z; (v) x−1, y+1, z; (vi) x−1, y, z.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4A···O4^vii	0.82	1.68	2.493 (3)	172
O5—H11···O1	0.82	1.79	2.596 (2)	167
O8—H7···O12	0.82	1.75	2.549 (2)	163
O9—H9A···O9^viii	0.82	1.65	2.457 (3)	168.6
O10—H9···O1W^v	0.82	1.72	2.533 (2)	174
O13—H13A···O11ⁱⁱ	0.85	1.97	2.820 (2)	175
O13—H13B···O2^ix	0.85	2.22	3.035 (3)	160
O1W—H1WB···O7^iv	0.85	2.03	2.836 (3)	159
O1W—H1WB···O7^iv	0.85	2.03	2.836 (3)	159

Symmetry codes: (ii) x+1, y−1, z; (iv) x+1, y, z; (v) x−1, y+1, z; (vii) −x, −y+2, −z+1; (viii) −x+1, −y+1, −z; (ix) x, y−1, z.

Experimental details

Crystal data
Chemical formula	[Sr(C₁₂H₁₀O₁₂)(H₂O)]·H₂O
M_r	469.85
Crystal system, space group	Triclinic, P1
Temperature (K)	296
a, b, c (Å)	6.1583 (3), 9.4491 (3), 13.6710 (5)
α, β, γ (°)	77.614 (2), 80.746 (2), 77.041 (2)
V (Å³)	751.89 (5)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	3.67
Crystal size (mm)	0.15 × 0.12 × 0.10

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2010)
T_min, T_max	0.609, 0.710
No. of measured, independent and observed [I > 2σ(I)] reflections	8798, 3616, 3184
R_int	0.027
(sin θ/λ)_max (Å⁻¹)	0.669

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.028, 0.065, 1.04
No. of reflections	3616
No. of parameters	244
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.45, −0.55

Computer programs: APEX2 (Bruker, 2010), SAINT (Bruker, 2010), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 2010), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O4—H4A···O4ⁱ	0.82	1.68	2.493 (3)	171.8
O5—H11···O1	0.82	1.79	2.596 (2)	166.5
O8—H7···O12	0.82	1.75	2.549 (2)	163.0
O9—H9A···O9ⁱⁱ	0.82	1.65	2.457 (3)	168.6
O10—H9···O1Wⁱⁱⁱ	0.82	1.72	2.533 (2)	174.3
O13—H13A···O11^iv	0.85	1.97	2.820 (2)	175.2
O13—H13B···O2^v	0.85	2.22	3.035 (3)	159.6
O1W—H1WB···O7^vi	0.85	2.03	2.836 (3)	158.9
O1W—H1WB···O7^vi	0.85	2.03	2.836 (3)	158.9

Symmetry codes: (i) −x, −y+2, −z+1; (ii) −x+1, −y+1, −z; (iii) x−1, y+1, z; (iv) x+1, y−1, z; (v) x, y−1, z; (vi) x+1, y, z.

Acknowledgements

This research was supported by the National Science Council, Taiwan (NSC99–2113-M-033–005-MY2) and the Center-of-Excellence (COE) Program on Membrane Technology from the Ministry of Education (MOE).

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