catena-Poly[[[aqua­(1,10-phenanthro­line)zinc(II)]-μ-3,3′-(p-phenyl­ene)di­acrylato] hemihydrate]

Li, Y.-P.; Sun, D.-J.; Zang, H.; Su, G.-F.; Li, Y.-L.

doi:10.1107/S1600536809025665

metal-organic compounds

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ISSN: 2056-9890

Volume 65| Part 8| August 2009| Page m944

doi:10.1107/S1600536809025665

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catena-Poly[[[aqua(1,10-phenanthroline)zinc(II)]-μ-3,3′-(p-phenylene)diacrylato] hemihydrate]

Ya-Ping Li,^a Da-Jun Sun,^b ^* Hu Zang,^c Guan-Fang Su ^a and Yu-Lin Li ^d

^aDepartment of Ophthalmology, Second Hospital of Jilin University, Changchun 130041, People's Republic of China, ^bDepartment of Vascular Surgery, China–Japan Union Hospital of Jilin University, Changchun 130033, People's Republic of China, ^cDepartment of Orthopaedics, China–Japan Union Hospital of Jilin University, Changchun 130033, People's Republic of China, and ^dTeaching Laboratory of Pathology, Norman Bethune College of Medicine, Jilin University, Changchun 130041, People's Republic of China
^*Correspondence e-mail: li_yp2002@yahoo.com.cn

(Received 1 July 2009; accepted 2 July 2009; online 18 July 2009)

In the title compound, {[Zn(C₁₂H₈O₄)(C₁₂H₈N₂)(H₂O)]·0.5H₂O}_n, each Zn^II atom is six-coordinated by two N atoms from one 1,10-phenanthroline (phen), three carboxylate O atoms from two different L ligands [H₂L = 3,3′-(p-phenylene)diacrylic acid] and one water molecule in a distorted octahedral environment. The two L dianions are situated across inversion centres and bridge neighbouring Zn^II centres, yielding a chain propagating parallel to [100]. O—H⋯O hydrogen bonds between the coordinated water molecule, the solvent water molecule (half-occupied) and the carboxylate O atoms further stabilize the structure.

Related literature

For general background and related structures see: Wang et al. (2008 ). For related literature, see: Batten & Robson (1998 ).

Experimental

Crystal data

[Zn(C₁₂H₈O₄)(C₁₂H₈N₂)(H₂O)]·0.5H₂O
M_r = 488.78
Triclinic, $[P \overline 1]$
a = 8.959 (5) Å
b = 11.505 (5) Å
c = 11.691 (5) Å
α = 67.219 (5)°
β = 76.434 (5)°
γ = 89.555 (5)°
V = 1075.4 (9) Å³
Z = 2
Mo Kα radiation
μ = 1.18 mm⁻¹
T = 293 K
0.30 × 0.22 × 0.19 mm

Data collection

Bruker APEX CCD area-detector diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.701, T_max = 0.792
6674 measured reflections
3887 independent reflections
3193 reflections with I > 2σ(I)
R_int = 0.019

Refinement

R[F² > 2σ(F²)] = 0.036
wR(F²) = 0.101
S = 0.98
3887 reflections
312 parameters
6 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.90 e Å⁻³
Δρ_min = −0.24 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—HW12⋯O2ⁱ	0.85 (3)	1.87 (3)	2.687 (3)	158 (4)
O1W—HW11⋯O3ⁱ	0.86 (2)	1.88 (3)	2.685 (3)	155 (3)
O2W—HW21⋯O2	0.816 (10)	2.044 (14)	2.856 (5)	173 (5)
Symmetry code: (i) -x, -y, -z+2.

Data collection: SMART (Bruker, 1998 ); cell refinement: SAINT (Bruker, 1998); 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.

Supporting information

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809025665/at2836sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536809025665/at2836Isup2.hkl

checkCIF report

Comment top

Recently, chain structures have received much attention in coordination chemistry and medical chemistry (Batten & Robson, 1998). An appropriate bidentate organic acid bridge could be useful in the formation of chains in the presence of secondary ligands, such as 2,2'-bipyridine (bipy) and 1,10-phenanthroline (phen) (Wang et al., 2008). The N atoms from the secondary ligand may occupy two coordination positions of the metal ions. The rest of the coordination positions are available for other carboxylate ligands to allow the formation of a chain. In this regard, 3,3'-(p-phenylene)diacrylic acid (H₂L) is a good ligand in coordination chemistry because of its strong coordination ability and versatile coordination modes, so much attention has been paid to it in recent decades. In the present study, we selected H₂L as a linker and phen as a secondary chelating ligand, forming a unique zigzag chain coordination polymer [Zn(phen)(L)(H₂O)]^.0.5H₂O.

As shown in Fig. 1, each Zn^II atom is six-coordinated by two N atoms from one phen, three carboxylate O atoms from two different L ligands, and one water molecule in a distorted octahedral sphere. The two L dianions are situated across inversion centres. The bpea dianions bridge two neighboring Zn^II centres to form a one-dimensional chain (Fig. 2). The O—H···O_carboxylate H-bonding interactions further stabilize the structure of the title compound (Table 1).

Related literature top

For general background and related structures see: Wang et al. (2008). For related literature, see: Batten & Robson (1998).

Experimental top

A mixture of 3,3'-(p-phenylene)diacrylic acid (0.5 mmol), 1,10-phenanthroline (0.5 mmol), NaOH (1 mmol) and ZnCl₂.2H₂O (0.5 mmol) was suspended in deionized water (12 ml) and sealed in a 20 ml Teflon-lined autoclave. After heating at 438 K for one week, the autoclave was cooled slowly to room temperature. Crystals were collected, washed with deionized water and dried.

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); 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).

Figures top

	Fig. 1. The asymmetric unit in the polymeric structure of the title compound, showing the atomic numbering scheme. Displacement ellipsoids are drawn at the 20% probability level [symmetry operations: (i) 1-x, -y, 3-z; (ii) -x-1, 1-y, 2-z].
	Fig. 2. View of the one-dimensional chain of the title compound.

catena-Poly[[[aqua(1,10-phenanthroline)zinc(II)]-µ-3,3'-(p- phenylene)diacrylato] hemihydrate] top

Crystal data top

[Zn(C₁₂H₈O₄)(C₁₂H₈N₂)(H₂O)]·0.5H₂O	Z = 2
M_r = 488.78	F(000) = 502
Triclinic, P1	D_x = 1.509 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.959 (5) Å	Cell parameters from 3887 reflections
b = 11.505 (5) Å	θ = 3.0–25.4°
c = 11.691 (5) Å	µ = 1.18 mm⁻¹
α = 67.219 (5)°	T = 293 K
β = 76.434 (5)°	Block, colourless
γ = 89.555 (5)°	0.30 × 0.22 × 0.19 mm
V = 1075.4 (9) Å³

Data collection top

Bruker APEX CCD area-detector diffractometer	3887 independent reflections
Radiation source: fine-focus sealed tube	3193 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.019
ϕ and ω scans	θ_max = 25.4°, θ_min = 4.2°
Absorption correction: multi-scan (SADABS; Sheldrick 1996)	h = −10→9
T_min = 0.701, T_max = 0.792	k = −11→13
6674 measured reflections	l = −12→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)] = 0.036	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.101	H atoms treated by a mixture of independent and constrained refinement
S = 0.98	w = 1/[σ²(F_o²) + (0.0712P)²] where P = (F_o² + 2F_c²)/3
3887 reflections	(Δ/σ)_max < 0.001
312 parameters	Δρ_max = 0.90 e Å⁻³
6 restraints	Δρ_min = −0.24 e Å⁻³

Crystal data top

[Zn(C₁₂H₈O₄)(C₁₂H₈N₂)(H₂O)]·0.5H₂O	γ = 89.555 (5)°
M_r = 488.78	V = 1075.4 (9) Å³
Triclinic, P1	Z = 2
a = 8.959 (5) Å	Mo Kα radiation
b = 11.505 (5) Å	µ = 1.18 mm⁻¹
c = 11.691 (5) Å	T = 293 K
α = 67.219 (5)°	0.30 × 0.22 × 0.19 mm
β = 76.434 (5)°

Data collection top

Bruker APEX CCD area-detector diffractometer	3887 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick 1996)	3193 reflections with I > 2σ(I)
T_min = 0.701, T_max = 0.792	R_int = 0.019
6674 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.036	6 restraints
wR(F²) = 0.101	H atoms treated by a mixture of independent and constrained refinement
S = 0.98	Δρ_max = 0.90 e Å⁻³
3887 reflections	Δρ_min = −0.24 e Å⁻³
312 parameters

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 > 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.

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

	x	y	z	U_iso*/U_eq	Occ. (<1)
Zn1	0.22324 (4)	0.16358 (3)	0.84090 (3)	0.02776 (13)
O1W	0.1608 (2)	−0.02160 (18)	0.87917 (19)	0.0326 (4)
O2	0.1060 (3)	0.0767 (2)	1.1643 (2)	0.0512 (6)
O3	−0.0271 (2)	0.20043 (17)	0.88909 (18)	0.0391 (5)
O4	0.1579 (2)	0.3439 (2)	0.8484 (2)	0.0469 (5)
O1	0.3082 (3)	0.1033 (2)	0.99979 (18)	0.0429 (5)
N2	0.1984 (3)	0.2138 (2)	0.6449 (2)	0.0311 (5)
N1	0.4515 (3)	0.2360 (2)	0.7226 (2)	0.0310 (5)
C24	0.0755 (4)	0.1957 (3)	0.6072 (3)	0.0397 (7)
H24	−0.0132	0.1519	0.6694	0.048*
C4	0.4100 (3)	0.0176 (2)	1.4115 (3)	0.0312 (6)
C12	−0.4743 (3)	0.6175 (2)	0.9997 (3)	0.0302 (6)
H12	−0.4565	0.6976	0.9986	0.036*
C18	0.3274 (3)	0.2775 (2)	0.5531 (2)	0.0293 (6)
C16	0.5967 (4)	0.3587 (3)	0.5039 (3)	0.0398 (7)
C21	0.3323 (4)	0.3264 (3)	0.4225 (3)	0.0385 (7)
C10	−0.3744 (3)	0.4296 (2)	0.9805 (2)	0.0262 (6)
C14	0.7138 (4)	0.3119 (3)	0.6779 (4)	0.0529 (9)
H14	0.7988	0.3171	0.7092	0.064*
C3	0.3115 (4)	0.0349 (3)	1.3225 (3)	0.0338 (6)
H3	0.2058	0.0276	1.3575	0.041*
C2	0.3556 (4)	0.0593 (3)	1.1999 (3)	0.0350 (7)
H2	0.4604	0.0638	1.1629	0.042*
C9	−0.2477 (3)	0.3549 (2)	0.9552 (3)	0.0298 (6)
H9	−0.2753	0.2706	0.9736	0.036*
C5	0.5685 (4)	0.0473 (3)	1.3708 (3)	0.0398 (7)
H5	0.6161	0.0793	1.2835	0.048*
C6	0.6565 (4)	0.0305 (3)	1.4563 (3)	0.0387 (7)
H6	0.7624	0.0515	1.4259	0.046*
C11	−0.3509 (3)	0.5488 (2)	0.9820 (2)	0.0303 (6)
H11	−0.2517	0.5818	0.9709	0.036*
C17	0.4611 (3)	0.2916 (2)	0.5953 (2)	0.0297 (6)
C15	0.7236 (4)	0.3696 (3)	0.5503 (4)	0.0506 (9)
H15	0.8145	0.4161	0.4941	0.061*
C8	−0.0978 (3)	0.3927 (3)	0.9090 (3)	0.0333 (6)
H8	−0.0641	0.4748	0.8939	0.040*
C22	0.2003 (4)	0.3045 (3)	0.3869 (3)	0.0466 (8)
H22	0.1996	0.3345	0.3009	0.056*
C23	0.0726 (4)	0.2386 (3)	0.4800 (3)	0.0467 (8)
H23	−0.0160	0.2227	0.4578	0.056*
C1	0.2466 (4)	0.0804 (2)	1.1161 (3)	0.0345 (7)
C7	0.0161 (3)	0.3079 (3)	0.8811 (3)	0.0335 (6)
C19	0.5968 (4)	0.4111 (3)	0.3712 (3)	0.0491 (9)
H19	0.6851	0.4579	0.3107	0.059*
C20	0.4736 (4)	0.3944 (3)	0.3323 (3)	0.0499 (9)
H20	0.4788	0.4273	0.2450	0.060*
C13	0.5761 (4)	0.2450 (3)	0.7616 (3)	0.0412 (7)
H13	0.5717	0.2052	0.8486	0.049*
O2W	−0.0410 (4)	0.2769 (3)	1.2193 (3)	0.0270 (8)	0.50
HW22	−0.121 (4)	0.275 (5)	1.198 (6)	0.040*	0.50
HW21	0.008 (5)	0.223 (4)	1.202 (6)	0.040*	0.50
HW12	0.073 (4)	−0.019 (4)	0.863 (4)	0.090 (16)*
HW11	0.144 (4)	−0.074 (3)	0.958 (2)	0.057 (11)*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Zn1	0.0284 (2)	0.03257 (19)	0.02057 (18)	0.00310 (12)	−0.00688 (12)	−0.00830 (13)
O1W	0.0300 (12)	0.0337 (10)	0.0290 (11)	−0.0016 (8)	−0.0075 (9)	−0.0067 (9)
O2	0.0353 (13)	0.0729 (15)	0.0441 (13)	−0.0072 (11)	−0.0161 (10)	−0.0180 (11)
O3	0.0455 (13)	0.0329 (11)	0.0309 (10)	0.0078 (9)	0.0001 (9)	−0.0098 (8)
O4	0.0272 (12)	0.0614 (13)	0.0518 (13)	0.0078 (10)	−0.0054 (10)	−0.0248 (11)
O1	0.0513 (14)	0.0539 (12)	0.0247 (10)	0.0023 (10)	−0.0200 (9)	−0.0108 (9)
N2	0.0305 (13)	0.0360 (12)	0.0228 (11)	−0.0001 (10)	−0.0064 (9)	−0.0075 (10)
N1	0.0310 (13)	0.0360 (12)	0.0299 (12)	0.0063 (10)	−0.0095 (10)	−0.0163 (10)
C24	0.0337 (17)	0.0485 (17)	0.0344 (16)	0.0003 (13)	−0.0104 (13)	−0.0127 (14)
C4	0.0380 (16)	0.0340 (14)	0.0255 (14)	0.0037 (12)	−0.0135 (12)	−0.0127 (11)
C12	0.0329 (15)	0.0255 (13)	0.0314 (14)	0.0005 (11)	−0.0048 (12)	−0.0121 (11)
C18	0.0350 (16)	0.0266 (13)	0.0222 (13)	0.0042 (11)	−0.0046 (11)	−0.0068 (11)
C16	0.0352 (17)	0.0350 (15)	0.0423 (17)	−0.0020 (13)	0.0037 (13)	−0.0156 (13)
C21	0.0473 (19)	0.0384 (15)	0.0242 (14)	0.0083 (13)	−0.0073 (13)	−0.0076 (12)
C10	0.0280 (14)	0.0278 (13)	0.0205 (12)	0.0010 (11)	−0.0044 (11)	−0.0080 (10)
C14	0.0295 (17)	0.077 (2)	0.068 (2)	0.0018 (16)	−0.0132 (16)	−0.044 (2)
C3	0.0356 (16)	0.0383 (15)	0.0292 (15)	0.0011 (12)	−0.0137 (12)	−0.0120 (12)
C2	0.0378 (17)	0.0386 (15)	0.0290 (15)	0.0000 (13)	−0.0164 (13)	−0.0093 (12)
C9	0.0318 (15)	0.0277 (13)	0.0287 (14)	0.0045 (11)	−0.0086 (12)	−0.0091 (11)
C5	0.0402 (18)	0.0584 (18)	0.0192 (13)	0.0004 (14)	−0.0079 (12)	−0.0131 (13)
C6	0.0285 (15)	0.0572 (18)	0.0306 (15)	0.0006 (13)	−0.0088 (12)	−0.0168 (14)
C11	0.0246 (14)	0.0360 (14)	0.0287 (14)	−0.0022 (11)	−0.0028 (11)	−0.0133 (12)
C17	0.0324 (15)	0.0270 (13)	0.0272 (14)	0.0011 (11)	−0.0030 (12)	−0.0105 (11)
C15	0.0322 (18)	0.0564 (19)	0.061 (2)	−0.0060 (15)	0.0019 (15)	−0.0283 (17)
C8	0.0313 (16)	0.0324 (14)	0.0348 (15)	0.0032 (12)	−0.0077 (12)	−0.0121 (12)
C22	0.057 (2)	0.0567 (19)	0.0252 (15)	0.0122 (16)	−0.0152 (15)	−0.0119 (14)
C23	0.046 (2)	0.065 (2)	0.0369 (17)	0.0091 (16)	−0.0225 (15)	−0.0210 (15)
C1	0.0420 (19)	0.0300 (14)	0.0300 (15)	−0.0061 (12)	−0.0169 (13)	−0.0056 (12)
C7	0.0347 (17)	0.0369 (16)	0.0229 (14)	0.0073 (12)	−0.0059 (12)	−0.0065 (12)
C19	0.044 (2)	0.0462 (18)	0.0369 (17)	−0.0047 (15)	0.0089 (15)	−0.0064 (14)
C20	0.059 (2)	0.0505 (18)	0.0210 (14)	0.0018 (16)	0.0035 (15)	−0.0014 (13)
C13	0.0371 (17)	0.0548 (18)	0.0437 (17)	0.0104 (14)	−0.0172 (14)	−0.0282 (15)
O2W	0.029 (2)	0.0325 (19)	0.0288 (19)	0.0005 (15)	−0.0180 (16)	−0.0163 (16)

Geometric parameters (Å, º) top

Zn1—O1	2.041 (2)	C21—C20	1.442 (5)
Zn1—O1W	2.053 (2)	C10—C11	1.396 (4)
Zn1—N1	2.144 (3)	C10—C12ⁱⁱ	1.397 (4)
Zn1—O4	2.180 (2)	C10—C9	1.462 (4)
Zn1—N2	2.202 (2)	C14—C15	1.359 (5)
Zn1—O3	2.260 (2)	C14—C13	1.392 (5)
Zn1—C7	2.563 (3)	C14—H14	0.9300
O1W—HW12	0.85 (3)	C3—C2	1.309 (4)
O1W—HW11	0.86 (2)	C3—H3	0.9300
O2—C1	1.246 (4)	C2—C1	1.494 (4)
O3—C7	1.260 (4)	C2—H2	0.9300
O4—C7	1.261 (4)	C9—C8	1.331 (4)
O1—C1	1.263 (4)	C9—H9	0.9300
N2—C24	1.324 (4)	C5—C6	1.369 (4)
N2—C18	1.360 (4)	C5—H5	0.9300
N1—C13	1.320 (4)	C6—C4ⁱ	1.401 (4)
N1—C17	1.355 (4)	C6—H6	0.9300
C24—C23	1.380 (4)	C11—H11	0.9300
C24—H24	0.9300	C15—H15	0.9300
C4—C5	1.388 (4)	C8—C7	1.475 (4)
C4—C6ⁱ	1.401 (4)	C8—H8	0.9300
C4—C3	1.472 (4)	C22—C23	1.363 (5)
C12—C11	1.378 (4)	C22—H22	0.9300
C12—C10ⁱⁱ	1.397 (4)	C23—H23	0.9300
C12—H12	0.9300	C19—C20	1.329 (5)
C18—C21	1.398 (4)	C19—H19	0.9300
C18—C17	1.431 (4)	C20—H20	0.9300
C16—C15	1.395 (5)	C13—H13	0.9300
C16—C17	1.407 (4)	O2W—HW22	0.815 (10)
C16—C19	1.431 (5)	O2W—HW21	0.816 (10)
C21—C22	1.396 (5)

O1—Zn1—O1W	89.22 (9)	C15—C14—H14	120.1
O1—Zn1—N1	89.76 (9)	C13—C14—H14	120.1
O1W—Zn1—N1	115.47 (8)	C2—C3—C4	127.5 (3)
O1—Zn1—O4	96.13 (9)	C2—C3—H3	116.2
O1W—Zn1—O4	149.07 (9)	C4—C3—H3	116.2
N1—Zn1—O4	95.05 (8)	C3—C2—C1	123.6 (3)
O1—Zn1—N2	162.97 (9)	C3—C2—H2	118.2
O1W—Zn1—N2	88.25 (8)	C1—C2—H2	118.2
N1—Zn1—N2	76.20 (9)	C8—C9—C10	128.0 (3)
O4—Zn1—N2	94.67 (9)	C8—C9—H9	116.0
O1—Zn1—O3	111.13 (9)	C10—C9—H9	116.0
O1W—Zn1—O3	90.77 (8)	C6—C5—C4	121.4 (3)
N1—Zn1—O3	147.13 (8)	C6—C5—H5	119.3
O4—Zn1—O3	58.87 (8)	C4—C5—H5	119.3
N2—Zn1—O3	85.75 (8)	C5—C6—C4ⁱ	121.3 (3)
O1—Zn1—C7	104.70 (9)	C5—C6—H6	119.3
O1W—Zn1—C7	119.90 (9)	C4ⁱ—C6—H6	119.3
N1—Zn1—C7	122.57 (9)	C12—C11—C10	120.2 (3)
O4—Zn1—C7	29.45 (9)	C12—C11—H11	119.9
N2—Zn1—C7	91.12 (9)	C10—C11—H11	119.9
O3—Zn1—C7	29.44 (8)	N1—C17—C16	123.0 (3)
Zn1—O1W—HW12	104 (3)	N1—C17—C18	117.7 (2)
Zn1—O1W—HW11	116 (2)	C16—C17—C18	119.2 (3)
HW12—O1W—HW11	104 (3)	C14—C15—C16	119.7 (3)
C7—O3—Zn1	88.74 (18)	C14—C15—H15	120.1
C7—O4—Zn1	92.34 (18)	C16—C15—H15	120.1
C1—O1—Zn1	132.4 (2)	C9—C8—C7	121.7 (3)
C24—N2—C18	117.9 (2)	C9—C8—H8	119.1
C24—N2—Zn1	128.96 (19)	C7—C8—H8	119.1
C18—N2—Zn1	113.08 (18)	C23—C22—C21	119.1 (3)
C13—N1—C17	118.0 (3)	C23—C22—H22	120.4
C13—N1—Zn1	126.8 (2)	C21—C22—H22	120.4
C17—N1—Zn1	114.67 (18)	C22—C23—C24	119.6 (3)
N2—C24—C23	123.2 (3)	C22—C23—H23	120.2
N2—C24—H24	118.4	C24—C23—H23	120.2
C23—C24—H24	118.4	O2—C1—O1	125.7 (3)
C5—C4—C6ⁱ	117.2 (3)	O2—C1—C2	118.7 (3)
C5—C4—C3	123.0 (3)	O1—C1—C2	115.5 (3)
C6ⁱ—C4—C3	119.8 (3)	O3—C7—O4	120.0 (3)
C11—C12—C10ⁱⁱ	121.8 (2)	O3—C7—C8	120.6 (3)
C11—C12—H12	119.1	O4—C7—C8	119.4 (3)
C10ⁱⁱ—C12—H12	119.1	O3—C7—Zn1	61.82 (15)
N2—C18—C21	122.3 (3)	O4—C7—Zn1	58.21 (16)
N2—C18—C17	117.1 (2)	C8—C7—Zn1	176.5 (2)
C21—C18—C17	120.6 (3)	C20—C19—C16	121.5 (3)
C15—C16—C17	116.9 (3)	C20—C19—H19	119.2
C15—C16—C19	124.2 (3)	C16—C19—H19	119.2
C17—C16—C19	118.9 (3)	C19—C20—C21	121.4 (3)
C22—C21—C18	117.9 (3)	C19—C20—H20	119.3
C22—C21—C20	123.8 (3)	C21—C20—H20	119.3
C18—C21—C20	118.3 (3)	N1—C13—C14	122.6 (3)
C11—C10—C12ⁱⁱ	118.0 (2)	N1—C13—H13	118.7
C11—C10—C9	122.8 (2)	C14—C13—H13	118.7
C12ⁱⁱ—C10—C9	119.1 (2)	HW22—O2W—HW21	105.6 (18)
C15—C14—C13	119.8 (3)

Symmetry codes: (i) −x+1, −y, −z+3; (ii) −x−1, −y+1, −z+2.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—HW12···O2ⁱⁱⁱ	0.85 (3)	1.87 (3)	2.687 (3)	158 (4)
O1W—HW11···O3ⁱⁱⁱ	0.86 (2)	1.88 (3)	2.685 (3)	155 (3)
O2W—HW21···O2	0.82 (1)	2.04 (1)	2.856 (5)	173 (5)

Symmetry code: (iii) −x, −y, −z+2.

Experimental details

Crystal data
Chemical formula	[Zn(C₁₂H₈O₄)(C₁₂H₈N₂)(H₂O)]·0.5H₂O
M_r	488.78
Crystal system, space group	Triclinic, P1
Temperature (K)	293
a, b, c (Å)	8.959 (5), 11.505 (5), 11.691 (5)
α, β, γ (°)	67.219 (5), 76.434 (5), 89.555 (5)
V (Å³)	1075.4 (9)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.18
Crystal size (mm)	0.30 × 0.22 × 0.19

Data collection
Diffractometer	Bruker APEX CCD area-detector diffractometer
Absorption correction	Multi-scan (SADABS; Sheldrick 1996)
T_min, T_max	0.701, 0.792
No. of measured, independent and observed [I > 2σ(I)] reflections	6674, 3887, 3193
R_int	0.019
(sin θ/λ)_max (Å⁻¹)	0.602

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.036, 0.101, 0.98
No. of reflections	3887
No. of parameters	312
No. of restraints	6
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.90, −0.24

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—HW12···O2ⁱ	0.85 (3)	1.87 (3)	2.687 (3)	158 (4)
O1W—HW11···O3ⁱ	0.86 (2)	1.88 (3)	2.685 (3)	155 (3)
O2W—HW21···O2	0.816 (10)	2.044 (14)	2.856 (5)	173 (5)

Symmetry code: (i) −x, −y, −z+2.

Acknowledgements

The authors thank the China–Japan Union Hospital of Jilin University for generously supporting this study.

References

Batten, S. R. & Robson, R. (1998). Angew. Chem. Int. Ed. 37, 1460–1494. Web of Science CrossRef Google Scholar
Bruker (1998). SMART and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Wang, X.-Y., Wang, J.-J. & Ng, S. W. (2008). Acta Cryst. C64, m401–m404. Web of Science CSD CrossRef IUCr Journals Google Scholar

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Volume 65| Part 8| August 2009| Page m944

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

catena-Poly[[[aqua­(1,10-phenanthro­line)zinc(II)]-μ-3,3′-(p-phenyl­ene)di­acrylato] hemihydrate]

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Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

catena-Poly[[[aqua(1,10-phenanthroline)zinc(II)]-μ-3,3′-(p-phenylene)diacrylato] hemihydrate]