Tetra­aqua­bis­(2,6-dihy­droxy­benzoato-κO1)(2,6-dihy­droxy­benzoato-κ2O1,O1′)gadolinium(III) dihydrate

Wang, J.; Zhang, J.; Chen, T.

doi:10.1107/S1600536811016163

metal-organic compounds

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ISSN: 2056-9890

Volume 67| Part 6| June 2011| Page m698

doi:10.1107/S1600536811016163

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Tetraaquabis(2,6-dihydroxybenzoato-κO¹)(2,6-dihydroxybenzoato-κ²O¹,O^1′)gadolinium(III) dihydrate

Juangang Wang,^a ^* Jun Zhang ^a and Tiedan Chen ^a

^aCollege of Chemistry and Material Science, Huaibei Normal University, Xiangshan, Huaibei 235000, People's Republic of China
^*Correspondence e-mail: 363019204@qq.com

(Received 30 March 2011; accepted 28 April 2011; online 7 May 2011)

In the title compound, [Gd(C₇H₅O₄)₃(H₂O)₄]·2H₂O, the Gd^III ion shows a distorted square antiprismatic coordination formed by four aqua ligands and four O atoms from the three 2,6-dihydroxybenzoate (L) ligands. Two L ligands coordinate the Gd^III ion in a monodentate mode, while the third coordinates it in a bidentate–chelating coordination mode. An extensive three-dimensional O—H⋯O hydrogen-bonding network consolidates the crystal packing.

Related literature

The crystal structures of related complexes with Ho and Tb were reported by Glowiak et al. (1999 ).

Experimental

Crystal data

[Gd(C₇H₅O₄)₃(H₂O)₄]·2H₂O
M_r = 724.68
Triclinic, $[P \overline 1]$
a = 10.7666 (4) Å
b = 11.3289 (4) Å
c = 12.4741 (4) Å
α = 82.270 (1)°
β = 73.066 (1)°
γ = 68.178 (1)°
V = 1350.65 (8) Å³
Z = 2
Mo Kα radiation
μ = 2.54 mm⁻¹
T = 294 K
0.24 × 0.20 × 0.18 mm

Data collection

Bruker APEXII area-detector diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2007 ) T_min = 0.581, T_max = 0.658
6854 measured reflections
4691 independent reflections
4301 reflections with I > 2σ(I)
R_int = 0.014

Refinement

R[F² > 2σ(F²)] = 0.022
wR(F²) = 0.052
S = 1.04
4691 reflections
415 parameters
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.48 e Å⁻³
Δρ_min = −0.61 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O13—H13A⋯O17ⁱ	0.84 (5)	1.88 (5)	2.697 (5)	161 (4)
O14—H14A⋯O17ⁱ	0.77 (5)	1.99 (7)	2.766 (5)	172 (4)
O15—H15A⋯O4ⁱⁱ	0.83 (5)	1.90 (8)	2.739 (5)	176 (5)
O16—H16A⋯O11	0.72 (4)	2.09 (5)	2.735 (5)	151 (2)
O16—H16A⋯O12ⁱⁱⁱ	0.72 (4)	2.50 (5)	2.865 (5)	113 (7)
O17—H17A⋯O18	0.86 (5)	1.81 (5)	2.668 (5)	175 (5)
O18—H18A⋯O5ⁱⁱ	0.91 (7)	1.88 (5)	2.752 (5)	161 (4)
O13—H13B⋯O1^iv	0.88 (5)	1.94 (5)	2.808 (5)	172 (5)
O14—H14B⋯O9^v	0.84 (5)	1.90 (5)	2.739 (5)	174 (5)
O15—H15B⋯O18	0.70 (4)	2.22 (5)	2.917 (5)	176 (6)
O16—H16B⋯O2	0.88 (6)	1.89 (5)	2.672 (5)	147 (5)
O17—H17B⋯O8^vi	0.82 (5)	2.03 (5)	2.713 (5)	140 (5)
O18—H18B⋯O12ⁱⁱⁱ	0.83 (5)	2.08 (5)	2.898 (5)	172 (3)
O1—H1⋯O2	0.82	1.78	2.515 (5)	148
O4—H4⋯O3	0.82	1.82	2.549 (5)	147
O5—H5⋯O6	0.82	1.83	2.566 (5)	148
O8—H8⋯O7	0.82	1.83	2.546 (5)	145
O9—H9⋯O10	0.82	1.82	2.551 (5)	147
O12—H12⋯O11	0.82	1.78	2.512 (5)	148
Symmetry codes: (i) x+1, y, z; (ii) -x+1, -y+2, -z+1; (iii) -x+1, -y+1, -z+2; (iv) -x+1, -y+2, -z+2; (v) -x+2, -y+1, -z+1; (vi) -x+1, -y+1, -z+1.

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL and publCIF (Westrip, 2010 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536811016163/cv5069sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536811016163/cv5069Isup2.hkl

checkCIF report

Comment top

The title compound is isomorphous with the related Ho and Tb complexes (Glowiak et al., 1999). The coordinating Gd—O bond lengths are in the range 2.344 (2)–2.512 (2) Å. Intermolecular O—H···O hydrogen bonds (Table 1) form an extensive three-dimensional hydrogen-bonding network, which consolidate the crystal packing.

Related literature top

he crystal structures of related complexes with Ho and Tb were reported by Glowiak et al. (1999).

Experimental top

The title complex was synthesized by dissolving 2,6-dihydroxybenzoic acid (10 mmol, 1.54 g) in 25 ml of ethanol. This was followed by the addition of Gadolinium nitrate (3 mmol,1.35 g), dissolved in 20 ml of distilled water. The mixture was stirred at room temperature for 5 h and the resulting white precipitate was filtered, dried and recrystallized from water.

Computing details top

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010).

Figures top

Fig. 1. The molecular structure of the title compound, drawn with 50% probability displacement ellipsoids. H atoms omitted for clarity.

Tetraaquabis(2,6-dihydroxybenzoato-κO¹)(2,6-dihydroxybenzoato- κ²O¹,O^1')gadolinium(III) dihydrate top

Crystal data top

[Gd(C₇H₅O₄)₃(H₂O)₄]·2H₂O	V = 1350.65 (8) Å³
M_r = 724.68	Z = 2
Triclinic, P1	F(000) = 722
Hall symbol: -P 1	D_x = 1.782 Mg m⁻³
a = 10.7666 (4) Å	Melting point: 476 K
b = 11.3289 (4) Å	Mo Kα radiation, λ = 0.71073 Å
c = 12.4741 (4) Å	µ = 2.54 mm⁻¹
α = 82.270 (1)°	T = 294 K
β = 73.066 (1)°	Block, white
γ = 68.178 (1)°	0.24 × 0.20 × 0.18 mm

Data collection top

Bruker APEXII area-detector diffractometer	4691 independent reflections
Radiation source: fine-focus sealed tube	4301 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.014
ω scans	θ_max = 25.0°, θ_min = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −12→12
T_min = 0.581, T_max = 0.658	k = −10→13
6854 measured reflections	l = −14→14

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)] = 0.022	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.052	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ²(F_o²) + (0.0247P)² + 0.6501P] where P = (F_o² + 2F_c²)/3
4691 reflections	(Δ/σ)_max = 0.002
415 parameters	Δρ_max = 0.48 e Å⁻³
0 restraints	Δρ_min = −0.61 e Å⁻³

Crystal data top

[Gd(C₇H₅O₄)₃(H₂O)₄]·2H₂O	γ = 68.178 (1)°
M_r = 724.68	V = 1350.65 (8) Å³
Triclinic, P1	Z = 2
a = 10.7666 (4) Å	Mo Kα radiation
b = 11.3289 (4) Å	µ = 2.54 mm⁻¹
c = 12.4741 (4) Å	T = 294 K
α = 82.270 (1)°	0.24 × 0.20 × 0.18 mm
β = 73.066 (1)°

Data collection top

Bruker APEXII area-detector diffractometer	4691 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2007)	4301 reflections with I > 2σ(I)
T_min = 0.581, T_max = 0.658	R_int = 0.014
6854 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.022	0 restraints
wR(F²) = 0.052	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	Δρ_max = 0.48 e Å⁻³
4691 reflections	Δρ_min = −0.61 e Å⁻³
415 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
C1	0.5308 (3)	1.0415 (3)	0.7814 (2)	0.0340 (7)
C2	0.4935 (3)	1.1804 (3)	0.7630 (2)	0.0332 (7)
C3	0.5284 (3)	1.2357 (3)	0.6563 (3)	0.0377 (8)
C4	0.4932 (4)	1.3661 (3)	0.6407 (3)	0.0508 (9)
H4A	0.5164	1.4018	0.5695	0.061*
C5	0.4231 (4)	1.4428 (3)	0.7326 (3)	0.0542 (10)
H5A	0.4005	1.5304	0.7225	0.065*
C6	0.3861 (4)	1.3924 (3)	0.8387 (3)	0.0477 (9)
H6	0.3384	1.4454	0.8995	0.057*
C7	0.4203 (3)	1.2626 (3)	0.8539 (3)	0.0365 (7)
C8	0.7815 (4)	0.7434 (3)	0.4254 (2)	0.0365 (7)
C9	0.8391 (3)	0.7349 (3)	0.3029 (3)	0.0370 (7)
C10	0.9056 (4)	0.6168 (3)	0.2523 (3)	0.0452 (9)
C11	0.9649 (4)	0.6091 (4)	0.1376 (3)	0.0570 (10)
H11	1.0097	0.5304	0.1042	0.068*
C12	0.9566 (5)	0.7183 (5)	0.0745 (3)	0.0635 (12)
H12A	0.9973	0.7125	−0.0022	0.076*
C13	0.8907 (4)	0.8359 (4)	0.1199 (3)	0.0597 (11)
H13	0.8856	0.9089	0.0746	0.072*
C14	0.8314 (4)	0.8445 (3)	0.2349 (3)	0.0455 (9)
C15	0.7184 (3)	0.4653 (3)	0.7986 (2)	0.0350 (7)
C16	0.7694 (3)	0.3260 (3)	0.7872 (3)	0.0332 (7)
C17	0.8403 (4)	0.2674 (3)	0.6841 (3)	0.0403 (8)
C18	0.8838 (4)	0.1373 (3)	0.6746 (3)	0.0540 (10)
H18	0.9310	0.0998	0.6055	0.065*
C19	0.8556 (4)	0.0642 (4)	0.7698 (4)	0.0604 (11)
H19	0.8838	−0.0234	0.7640	0.072*
C20	0.7869 (4)	0.1174 (4)	0.8733 (4)	0.0564 (10)
H20	0.7691	0.0661	0.9364	0.068*
C21	0.7448 (4)	0.2473 (3)	0.8828 (3)	0.0404 (8)
Gd1	0.702869 (16)	0.750791 (13)	0.665777 (11)	0.02894 (6)
H13A	0.877 (5)	0.730 (4)	0.821 (4)	0.069 (15)*
H14A	0.971 (5)	0.755 (5)	0.642 (4)	0.079 (18)*
H15A	0.467 (4)	0.786 (4)	0.568 (4)	0.062 (13)*
H16A	0.535 (4)	0.704 (4)	0.867 (3)	0.046 (14)*
H17A	0.122 (5)	0.744 (4)	0.776 (4)	0.085 (17)*
H18A	0.228 (7)	0.883 (7)	0.793 (6)	0.15 (3)*
H13B	0.745 (5)	0.750 (4)	0.894 (4)	0.087 (16)*
H14B	0.991 (5)	0.729 (4)	0.543 (4)	0.087 (17)*
H15B	0.437 (5)	0.772 (4)	0.668 (4)	0.059 (16)*
H16B	0.494 (6)	0.831 (5)	0.872 (5)	0.11 (2)*
H17B	0.108 (5)	0.637 (5)	0.750 (4)	0.081 (17)*
H18B	0.265 (5)	0.779 (4)	0.868 (4)	0.081 (17)*
O1	0.3847 (3)	1.2146 (2)	0.95957 (18)	0.0484 (6)
H1	0.4128	1.1367	0.9584	0.073*
O2	0.4931 (3)	0.9972 (2)	0.87718 (18)	0.0518 (7)
O3	0.6016 (2)	0.96988 (19)	0.69634 (16)	0.0388 (5)
O4	0.5976 (3)	1.1625 (2)	0.56387 (17)	0.0483 (6)
H4	0.6186	1.0871	0.5833	0.072*
O5	0.7661 (3)	0.9615 (2)	0.2789 (2)	0.0672 (8)
H5	0.7339	0.9546	0.3466	0.101*
O6	0.7188 (3)	0.8501 (2)	0.47171 (18)	0.0468 (6)
O7	0.7986 (3)	0.6422 (2)	0.48681 (17)	0.0439 (6)
O8	0.9160 (3)	0.5071 (2)	0.3133 (2)	0.0652 (8)
H8	0.8706	0.5233	0.3783	0.098*
O9	0.8689 (3)	0.3387 (2)	0.58862 (18)	0.0538 (7)
H9	0.8325	0.4144	0.6029	0.081*
O10	0.7447 (2)	0.53404 (19)	0.71024 (16)	0.0380 (5)
O11	0.6501 (3)	0.5131 (2)	0.89201 (18)	0.0520 (7)
O12	0.6791 (3)	0.2971 (2)	0.98503 (19)	0.0577 (7)
H12	0.6592	0.3746	0.9799	0.087*
O13	0.7942 (3)	0.7430 (2)	0.8236 (2)	0.0445 (6)
O14	0.9283 (3)	0.7671 (3)	0.5988 (2)	0.0478 (6)
O15	0.4977 (3)	0.7588 (3)	0.6240 (3)	0.0486 (7)
O16	0.5253 (3)	0.7617 (3)	0.8331 (2)	0.0411 (6)
O17	0.0657 (3)	0.7124 (3)	0.7653 (2)	0.0562 (7)
O18	0.2460 (3)	0.7987 (3)	0.8066 (3)	0.0568 (7)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
C1	0.0415 (19)	0.0323 (17)	0.0258 (16)	−0.0083 (14)	−0.0103 (14)	−0.0029 (13)
C2	0.0367 (18)	0.0332 (17)	0.0284 (16)	−0.0069 (14)	−0.0130 (13)	−0.0023 (13)
C3	0.042 (2)	0.0387 (18)	0.0308 (17)	−0.0090 (15)	−0.0138 (14)	0.0003 (14)
C4	0.067 (3)	0.041 (2)	0.042 (2)	−0.0171 (19)	−0.0187 (18)	0.0097 (16)
C5	0.064 (3)	0.0315 (19)	0.063 (3)	−0.0087 (18)	−0.022 (2)	0.0003 (17)
C6	0.052 (2)	0.038 (2)	0.049 (2)	−0.0056 (17)	−0.0154 (18)	−0.0134 (16)
C7	0.042 (2)	0.0345 (18)	0.0318 (17)	−0.0081 (15)	−0.0135 (14)	−0.0057 (13)
C8	0.045 (2)	0.0417 (19)	0.0239 (15)	−0.0192 (16)	−0.0054 (14)	−0.0017 (14)
C9	0.0374 (19)	0.050 (2)	0.0244 (15)	−0.0190 (16)	−0.0058 (13)	0.0009 (14)
C10	0.054 (2)	0.056 (2)	0.0294 (17)	−0.0244 (19)	−0.0073 (16)	−0.0090 (16)
C11	0.068 (3)	0.070 (3)	0.0319 (19)	−0.027 (2)	−0.0029 (18)	−0.0148 (19)
C12	0.065 (3)	0.105 (4)	0.0235 (18)	−0.037 (3)	−0.0052 (18)	−0.005 (2)
C13	0.063 (3)	0.081 (3)	0.0317 (19)	−0.030 (2)	−0.0108 (18)	0.020 (2)
C14	0.052 (2)	0.050 (2)	0.0336 (18)	−0.0190 (18)	−0.0118 (16)	0.0075 (16)
C15	0.0389 (19)	0.0349 (17)	0.0276 (16)	−0.0133 (14)	−0.0046 (14)	0.0025 (13)
C16	0.0327 (18)	0.0315 (17)	0.0342 (17)	−0.0127 (14)	−0.0059 (14)	0.0010 (13)
C17	0.0373 (19)	0.0349 (18)	0.0434 (19)	−0.0106 (15)	−0.0044 (15)	−0.0038 (15)
C18	0.052 (2)	0.041 (2)	0.059 (2)	−0.0087 (18)	−0.0056 (19)	−0.0128 (18)
C19	0.063 (3)	0.0304 (19)	0.088 (3)	−0.0133 (19)	−0.024 (2)	−0.002 (2)
C20	0.062 (3)	0.042 (2)	0.069 (3)	−0.0244 (19)	−0.026 (2)	0.023 (2)
C21	0.046 (2)	0.042 (2)	0.0365 (18)	−0.0207 (16)	−0.0128 (16)	0.0112 (15)
Gd1	0.03710 (10)	0.02723 (9)	0.01941 (8)	−0.01211 (7)	−0.00154 (6)	−0.00127 (6)
O1	0.0634 (17)	0.0415 (14)	0.0304 (12)	−0.0094 (13)	−0.0058 (11)	−0.0097 (10)
O2	0.083 (2)	0.0354 (13)	0.0248 (12)	−0.0148 (13)	−0.0049 (12)	−0.0002 (10)
O3	0.0524 (15)	0.0315 (12)	0.0253 (11)	−0.0092 (10)	−0.0056 (10)	−0.0034 (9)
O4	0.0705 (18)	0.0412 (14)	0.0250 (11)	−0.0128 (13)	−0.0109 (11)	0.0023 (10)
O5	0.089 (2)	0.0483 (16)	0.0426 (15)	−0.0147 (15)	−0.0049 (15)	0.0146 (12)
O6	0.0646 (17)	0.0373 (13)	0.0286 (12)	−0.0137 (12)	−0.0031 (11)	−0.0006 (10)
O7	0.0685 (17)	0.0356 (13)	0.0244 (11)	−0.0211 (12)	−0.0041 (11)	0.0006 (10)
O8	0.104 (3)	0.0460 (16)	0.0382 (14)	−0.0290 (16)	−0.0009 (15)	−0.0107 (12)
O9	0.0708 (19)	0.0442 (14)	0.0305 (12)	−0.0174 (14)	0.0089 (12)	−0.0068 (11)
O10	0.0517 (14)	0.0314 (12)	0.0242 (11)	−0.0150 (10)	−0.0007 (10)	0.0020 (9)
O11	0.0757 (19)	0.0404 (14)	0.0274 (12)	−0.0186 (13)	0.0032 (12)	−0.0027 (10)
O12	0.078 (2)	0.0539 (16)	0.0328 (13)	−0.0260 (15)	−0.0044 (13)	0.0136 (11)
O13	0.0400 (15)	0.0621 (17)	0.0298 (13)	−0.0185 (13)	−0.0047 (11)	−0.0047 (11)
O14	0.0431 (16)	0.0630 (18)	0.0321 (14)	−0.0193 (13)	0.0007 (13)	−0.0057 (13)
O15	0.0488 (18)	0.0697 (19)	0.0293 (14)	−0.0218 (14)	−0.0128 (14)	0.0000 (13)
O16	0.0433 (15)	0.0522 (17)	0.0260 (12)	−0.0206 (13)	−0.0019 (10)	0.0002 (13)
O17	0.0467 (17)	0.0580 (19)	0.0679 (19)	−0.0180 (15)	−0.0125 (14)	−0.0215 (15)
O18	0.0658 (19)	0.0581 (19)	0.0603 (19)	−0.0311 (15)	−0.0308 (15)	0.0126 (15)

Geometric parameters (Å, º) top

C1—O2	1.245 (4)	C17—C18	1.381 (5)
C1—O3	1.290 (3)	C18—C19	1.378 (5)
C1—C2	1.475 (4)	C18—H18	0.9300
C2—C3	1.402 (4)	C19—C20	1.378 (6)
C2—C7	1.412 (4)	C19—H19	0.9300
C3—O4	1.367 (4)	C20—C21	1.380 (5)
C3—C4	1.383 (4)	C20—H20	0.9300
C4—C5	1.384 (5)	C21—O12	1.348 (4)
C4—H4A	0.9300	Gd1—O3	2.344 (2)
C5—C6	1.377 (5)	Gd1—O10	2.345 (2)
C5—H5A	0.9300	Gd1—O16	2.366 (2)
C6—C7	1.377 (4)	Gd1—O15	2.380 (3)
C6—H6	0.9300	Gd1—O14	2.394 (3)
C7—O1	1.360 (4)	Gd1—O13	2.422 (2)
C8—O6	1.267 (4)	Gd1—O7	2.453 (2)
C8—O7	1.275 (4)	Gd1—O6	2.515 (2)
C8—C9	1.474 (4)	O1—H1	0.8200
C9—C14	1.396 (5)	O4—H4	0.8200
C9—C10	1.398 (5)	O5—H5	0.8200
C10—O8	1.351 (4)	O8—H8	0.8200
C10—C11	1.386 (5)	O9—H9	0.8200
C11—C12	1.362 (6)	O12—H12	0.8200
C11—H11	0.9300	O13—H13A	0.84 (5)
C12—C13	1.365 (6)	O13—H13B	0.88 (5)
C12—H12A	0.9300	O14—H14A	0.77 (5)
C13—C14	1.390 (5)	O14—H14B	0.84 (5)
C13—H13	0.9300	O15—H15A	0.83 (5)
C14—O5	1.353 (4)	O15—H15B	0.70 (4)
C15—O11	1.251 (4)	O16—H16A	0.72 (4)
C15—O10	1.286 (3)	O16—H16B	0.88 (6)
C15—C16	1.478 (4)	O17—H17A	0.86 (5)
C16—C17	1.399 (4)	O17—H17B	0.82 (5)
C16—C21	1.411 (4)	O18—H18A	0.91 (7)
C17—O9	1.370 (4)	O18—H18B	0.83 (5)

O2—C1—O3	122.3 (3)	C19—C20—H20	120.2
O2—C1—C2	119.6 (3)	C21—C20—H20	120.2
O3—C1—C2	118.1 (3)	O12—C21—C20	118.5 (3)
C3—C2—C7	117.6 (3)	O12—C21—C16	120.9 (3)
C3—C2—C1	122.1 (3)	C20—C21—C16	120.6 (3)
C7—C2—C1	120.4 (3)	O3—Gd1—O10	156.25 (7)
O4—C3—C4	117.8 (3)	O3—Gd1—O16	77.50 (10)
O4—C3—C2	121.0 (3)	O10—Gd1—O16	79.15 (10)
C4—C3—C2	121.2 (3)	O3—Gd1—O15	88.85 (9)
C3—C4—C5	119.1 (3)	O10—Gd1—O15	87.16 (9)
C3—C4—H4A	120.4	O16—Gd1—O15	69.80 (10)
C5—C4—H4A	120.4	O3—Gd1—O14	90.77 (9)
C6—C5—C4	121.5 (3)	O10—Gd1—O14	104.82 (9)
C6—C5—H5A	119.2	O16—Gd1—O14	141.00 (10)
C4—C5—H5A	119.2	O15—Gd1—O14	147.97 (11)
C5—C6—C7	119.3 (3)	O3—Gd1—O13	84.56 (8)
C5—C6—H6	120.4	O10—Gd1—O13	83.92 (8)
C7—C6—H6	120.4	O16—Gd1—O13	71.30 (9)
O1—C7—C6	118.4 (3)	O15—Gd1—O13	141.05 (10)
O1—C7—C2	120.3 (3)	O14—Gd1—O13	70.64 (10)
C6—C7—C2	121.3 (3)	O3—Gd1—O7	128.31 (7)
O6—C8—O7	118.9 (3)	O10—Gd1—O7	73.64 (7)
O6—C8—C9	121.2 (3)	O16—Gd1—O7	138.91 (9)
O7—C8—C9	119.8 (3)	O15—Gd1—O7	78.57 (10)
C14—C9—C10	118.4 (3)	O14—Gd1—O7	76.67 (9)
C14—C9—C8	120.8 (3)	O13—Gd1—O7	133.70 (9)
C10—C9—C8	120.8 (3)	O3—Gd1—O6	76.04 (7)
O8—C10—C11	118.1 (3)	O10—Gd1—O6	125.25 (7)
O8—C10—C9	121.4 (3)	O16—Gd1—O6	136.37 (9)
C11—C10—C9	120.5 (3)	O15—Gd1—O6	75.59 (10)
C12—C11—C10	119.2 (4)	O14—Gd1—O6	73.26 (9)
C12—C11—H11	120.4	O13—Gd1—O6	138.47 (9)
C10—C11—H11	120.4	O7—Gd1—O6	52.28 (7)
C11—C12—C13	122.4 (3)	C7—O1—H1	109.5
C11—C12—H12A	118.8	C1—O3—Gd1	136.40 (19)
C13—C12—H12A	118.8	C3—O4—H4	109.5
C12—C13—C14	118.8 (4)	C14—O5—H5	109.5
C12—C13—H13	120.6	C8—O6—Gd1	92.90 (18)
C14—C13—H13	120.6	C8—O7—Gd1	95.61 (18)
O5—C14—C13	118.3 (3)	C10—O8—H8	109.5
O5—C14—C9	121.0 (3)	C17—O9—H9	109.5
C13—C14—C9	120.6 (4)	C15—O10—Gd1	136.89 (19)
O11—C15—O10	122.0 (3)	C21—O12—H12	109.5
O11—C15—C16	120.0 (3)	Gd1—O13—H13A	126 (3)
O10—C15—C16	118.0 (3)	Gd1—O13—H13B	124 (3)
C17—C16—C21	117.8 (3)	H13A—O13—H13B	110 (4)
C17—C16—C15	122.6 (3)	Gd1—O14—H14A	118 (4)
C21—C16—C15	119.6 (3)	Gd1—O14—H14B	126 (3)
O9—C17—C18	117.8 (3)	H14A—O14—H14B	100 (5)
O9—C17—C16	120.4 (3)	Gd1—O15—H15A	132 (3)
C18—C17—C16	121.8 (3)	Gd1—O15—H15B	118 (4)
C19—C18—C17	118.6 (4)	H15A—O15—H15B	102 (5)
C19—C18—H18	120.7	Gd1—O16—H16A	115 (3)
C17—C18—H18	120.7	Gd1—O16—H16B	117 (4)
C18—C19—C20	121.8 (3)	H16A—O16—H16B	114 (5)
C18—C19—H19	119.1	H17A—O17—H17B	109 (5)
C20—C19—H19	119.1	H18A—O18—H18B	109 (5)
C19—C20—C21	119.5 (3)

O2—C1—C2—C3	−177.4 (3)	C16—C17—C18—C19	0.1 (6)
O3—C1—C2—C3	2.3 (5)	C17—C18—C19—C20	−0.6 (6)
O2—C1—C2—C7	2.5 (5)	C18—C19—C20—C21	0.0 (6)
O3—C1—C2—C7	−177.8 (3)	C19—C20—C21—O12	−179.3 (4)
C7—C2—C3—O4	−179.1 (3)	C19—C20—C21—C16	1.1 (6)
C1—C2—C3—O4	0.8 (5)	C17—C16—C21—O12	178.9 (3)
C7—C2—C3—C4	0.5 (5)	C15—C16—C21—O12	−2.1 (5)
C1—C2—C3—C4	−179.6 (3)	C17—C16—C21—C20	−1.5 (5)
O4—C3—C4—C5	−180.0 (3)	C15—C16—C21—C20	177.6 (3)
C2—C3—C4—C5	0.4 (5)	O2—C1—O3—Gd1	−4.0 (5)
C3—C4—C5—C6	−0.9 (6)	C2—C1—O3—Gd1	176.3 (2)
C4—C5—C6—C7	0.4 (6)	O10—Gd1—O3—C1	13.5 (4)
C5—C6—C7—O1	179.0 (3)	O16—Gd1—O3—C1	24.3 (3)
C5—C6—C7—C2	0.5 (5)	O15—Gd1—O3—C1	93.8 (3)
C3—C2—C7—O1	−179.4 (3)	O14—Gd1—O3—C1	−118.2 (3)
C1—C2—C7—O1	0.7 (5)	O13—Gd1—O3—C1	−47.8 (3)
C3—C2—C7—C6	−0.9 (5)	O7—Gd1—O3—C1	168.2 (3)
C1—C2—C7—C6	179.2 (3)	O6—Gd1—O3—C1	169.2 (3)
O6—C8—C9—C14	2.9 (5)	O7—C8—O6—Gd1	5.2 (3)
O7—C8—C9—C14	−174.8 (3)	C9—C8—O6—Gd1	−172.5 (3)
O6—C8—C9—C10	−178.7 (3)	O3—Gd1—O6—C8	178.0 (2)
O7—C8—C9—C10	3.7 (5)	O10—Gd1—O6—C8	−13.7 (2)
C14—C9—C10—O8	−179.8 (3)	O16—Gd1—O6—C8	−127.7 (2)
C8—C9—C10—O8	1.8 (5)	O15—Gd1—O6—C8	−89.5 (2)
C14—C9—C10—C11	1.3 (5)	O14—Gd1—O6—C8	82.9 (2)
C8—C9—C10—C11	−177.1 (3)	O13—Gd1—O6—C8	113.4 (2)
O8—C10—C11—C12	−179.5 (4)	O7—Gd1—O6—C8	−2.98 (18)
C9—C10—C11—C12	−0.5 (6)	O6—C8—O7—Gd1	−5.3 (3)
C10—C11—C12—C13	−0.6 (6)	C9—C8—O7—Gd1	172.4 (3)
C11—C12—C13—C14	0.9 (7)	O3—Gd1—O7—C8	4.2 (2)
C12—C13—C14—O5	−179.9 (4)	O10—Gd1—O7—C8	173.9 (2)
C12—C13—C14—C9	0.0 (6)	O16—Gd1—O7—C8	123.3 (2)
C10—C9—C14—O5	178.8 (3)	O15—Gd1—O7—C8	83.5 (2)
C8—C9—C14—O5	−2.8 (5)	O14—Gd1—O7—C8	−76.0 (2)
C10—C9—C14—C13	−1.1 (5)	O13—Gd1—O7—C8	−121.8 (2)
C8—C9—C14—C13	177.4 (3)	O6—Gd1—O7—C8	2.98 (19)
O11—C15—C16—C17	176.8 (3)	O11—C15—O10—Gd1	2.3 (5)
O10—C15—C16—C17	−2.2 (5)	C16—C15—O10—Gd1	−178.7 (2)
O11—C15—C16—C21	−2.3 (5)	O3—Gd1—O10—C15	−12.1 (4)
O10—C15—C16—C21	178.8 (3)	O16—Gd1—O10—C15	−22.7 (3)
C21—C16—C17—O9	−179.1 (3)	O15—Gd1—O10—C15	−92.7 (3)
C15—C16—C17—O9	1.8 (5)	O14—Gd1—O10—C15	117.4 (3)
C21—C16—C17—C18	0.9 (5)	O13—Gd1—O10—C15	49.3 (3)
C15—C16—C17—C18	−178.2 (3)	O7—Gd1—O10—C15	−171.6 (3)
O9—C17—C18—C19	−179.9 (4)	O6—Gd1—O10—C15	−162.8 (3)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O13—H13A···O17ⁱ	0.84 (5)	1.88 (5)	2.697 (5)	161 (4)
O14—H14A···O17ⁱ	0.77 (5)	1.99 (7)	2.766 (5)	172 (4)
O15—H15A···O4ⁱⁱ	0.83 (5)	1.90 (8)	2.739 (5)	176 (5)
O16—H16A···O11	0.72 (4)	2.09 (5)	2.735 (5)	151 (2)
O16—H16A···O12ⁱⁱⁱ	0.72 (4)	2.50 (5)	2.865 (5)	113 (7)
O17—H17A···O18	0.86 (5)	1.81 (5)	2.668 (5)	175 (5)
O18—H18A···O5ⁱⁱ	0.91 (7)	1.88 (5)	2.752 (5)	161 (4)
O13—H13B···O1^iv	0.88 (5)	1.94 (5)	2.808 (5)	172 (5)
O14—H14B···O9^v	0.84 (5)	1.90 (5)	2.739 (5)	174 (5)
O15—H15B···O18	0.70 (4)	2.22 (5)	2.917 (5)	176 (6)
O16—H16B···O2	0.88 (6)	1.89 (5)	2.672 (5)	147 (5)
O17—H17B···O8^vi	0.82 (5)	2.03 (5)	2.713 (5)	140 (5)
O18—H18B···O12ⁱⁱⁱ	0.83 (5)	2.08 (5)	2.898 (5)	172 (3)
O1—H1···O2	0.82	1.78	2.515 (5)	148
O4—H4···O3	0.82	1.82	2.549 (5)	147
O5—H5···O6	0.82	1.83	2.566 (5)	148
O8—H8···O7	0.82	1.83	2.546 (5)	145
O9—H9···O10	0.82	1.82	2.551 (5)	147
O12—H12···O11	0.82	1.78	2.512 (5)	148

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

Experimental details

Crystal data
Chemical formula	[Gd(C₇H₅O₄)₃(H₂O)₄]·2H₂O
M_r	724.68
Crystal system, space group	Triclinic, P1
Temperature (K)	294
a, b, c (Å)	10.7666 (4), 11.3289 (4), 12.4741 (4)
α, β, γ (°)	82.270 (1), 73.066 (1), 68.178 (1)
V (Å³)	1350.65 (8)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	2.54
Crystal size (mm)	0.24 × 0.20 × 0.18

Data collection
Diffractometer	Bruker APEXII area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Bruker, 2007)
T_min, T_max	0.581, 0.658
No. of measured, independent and observed [I > 2σ(I)] reflections	6854, 4691, 4301
R_int	0.014
(sin θ/λ)_max (Å⁻¹)	0.595

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.022, 0.052, 1.04
No. of reflections	4691
No. of parameters	415
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.48, −0.61

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008) and publCIF (Westrip, 2010).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O13—H13A···O17ⁱ	0.84 (5)	1.88 (5)	2.697 (5)	161 (4)
O14—H14A···O17ⁱ	0.77 (5)	1.99 (7)	2.766 (5)	172 (4)
O15—H15A···O4ⁱⁱ	0.83 (5)	1.90 (8)	2.739 (5)	176 (5)
O16—H16A···O11	0.72 (4)	2.09 (5)	2.735 (5)	151 (2)
O16—H16A···O12ⁱⁱⁱ	0.72 (4)	2.50 (5)	2.865 (5)	113 (7)
O17—H17A···O18	0.86 (5)	1.81 (5)	2.668 (5)	175 (5)
O18—H18A···O5ⁱⁱ	0.91 (7)	1.88 (5)	2.752 (5)	161 (4)
O13—H13B···O1^iv	0.88 (5)	1.94 (5)	2.808 (5)	172 (5)
O14—H14B···O9^v	0.84 (5)	1.90 (5)	2.739 (5)	174 (5)
O15—H15B···O18	0.70 (4)	2.22 (5)	2.917 (5)	176 (6)
O16—H16B···O2	0.88 (6)	1.89 (5)	2.672 (5)	147 (5)
O17—H17B···O8^vi	0.82 (5)	2.03 (5)	2.713 (5)	140 (5)
O18—H18B···O12ⁱⁱⁱ	0.83 (5)	2.08 (5)	2.898 (5)	172 (3)
O1—H1···O2	0.82	1.78	2.515 (5)	148
O4—H4···O3	0.82	1.82	2.549 (5)	147
O5—H5···O6	0.82	1.83	2.566 (5)	148
O8—H8···O7	0.82	1.83	2.546 (5)	145
O9—H9···O10	0.82	1.82	2.551 (5)	147
O12—H12···O11	0.82	1.78	2.512 (5)	148

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

Acknowledgements

Financial support from Huaibei Normal University is gratefully acknowledged

References

Bruker (2007). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Glowiak, T., Brzyska, W., Kula, A. & Rzaczynska, Z. (1999). J. Coord. Chem. 48, 477–486. CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Westrip, S. P. (2010). J. Appl. Cryst. 43, 920–925. Web of Science CrossRef CAS IUCr Journals Google Scholar

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