The one-dimensional polymer poly[[aqua­(2,2′-bipyridine)cadmium(II)]-μ-trans-stilbene-4,4′-dicarboxyl­ato]

Wang, H.-Y.; Gao, S.; Huo, L.-H.; Zhao, J.-G.

doi:10.1107/S1600536807065294

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 1| January 2008| Pages m162-m163

https://doi.org/10.1107/S1600536807065294

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The one-dimensional polymer poly[[aqua(2,2′-bipyridine)cadmium(II)]-μ-trans-stilbene-4,4′-dicarboxylato]

Huan-Yu Wang,^a Shan Gao,^a ^* Li-Hua Huo ^a and Jing-Gui Zhao ^a

^aSchool of Chemistry and Materials Science, Heilongjiang University, Harbin 150080, People's Republic of China
^*Correspondence e-mail: shangao67@yahoo.com

(Received 11 November 2007; accepted 3 December 2007; online 12 December 2007)

In the title polymer, [Cd(C₁₆H₁₀O₄)(C₁₀H₈N₂)(H₂O)]_n, the Cd^II ion is in a strongly distorted octahedral geometry, being coordinated by two N atoms from a 2,2′-bipyridine ligand, three carboxylate O atoms from two symmetry-related trans-stilbene-4,4′-dicarboxylate dianions and one water molecule. The stilbene ligand lies on an inversion centre at the midpoint of the central C=C bond. This feature generates the polymeric structure: adjacent Cd^II ions are bridged by trans-stilbene-4,4′-dicarboxylate dianions, giving rise to a one-dimensional structure. The coordinated water molecule is involved in interchain O—H⋯O hydrogen bonds.

Related literature

A closely related Ni^II complex with 1,10-phenanthroline and the trans-stilbene-4,4′-dicarboxylate dianion as ligands has been characterized by X-ray diffraction (Wang et al., 2006 ).

Experimental

Crystal data

[Cd(C₁₆H₁₀O₄)(C₁₀H₈N₂)(H₂O)]
M_r = 552.84
Triclinic, $[P \overline 1]$
a = 10.543 (2) Å
b = 10.838 (2) Å
c = 11.442 (2) Å
α = 98.90 (3)°
β = 115.07 (3)°
γ = 102.95 (3)°
V = 1107.0 (6) Å³
Z = 2
Mo Kα radiation
μ = 1.03 mm⁻¹
T = 295 (2) K
0.35 × 0.26 × 0.15 mm

Data collection

Rigaku R-AXIS RAPID diffractometer
Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ) T_min = 0.715, T_max = 0.861
10929 measured reflections
5024 independent reflections
4482 reflections with I > 2σ(I)
R_int = 0.019

Refinement

R[F² > 2σ(F²)] = 0.027
wR(F²) = 0.073
S = 1.08
5024 reflections
313 parameters
3 restraints
H atoms treated by a mixture of independent and constrained refinement
Δρ_max = 0.56 e Å⁻³
Δρ_min = −0.34 e Å⁻³

Table 1
Selected geometric parameters (Å, °)

Cd1—O2	2.209 (2)
Cd1—O1	2.745 (2)
Cd1—O3	2.2129 (19)
Cd1—O1W	2.291 (2)
Cd1—N1	2.316 (3)
Cd1—N2	2.375 (2)

O1—Cd1—O1W	139.33 (8)
O1—Cd1—O2	51.29 (8)
O1—Cd1—O3	120.67 (8)
O1—Cd1—N1	94.47 (8)
O1—Cd1—N2	74.71 (8)
O2—Cd1—O3	115.76 (8)
O2—Cd1—O1W	94.06 (8)
O3—Cd1—O1W	91.48 (8)
O2—Cd1—N1	144.70 (8)
O3—Cd1—N1	87.35 (8)
O1W—Cd1—N1	112.58 (8)
O2—Cd1—N2	89.94 (8)
O3—Cd1—N2	154.30 (8)
O1W—Cd1—N2	86.30 (8)
N1—Cd1—N2	70.07 (8)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1W—H1W1⋯O2ⁱ	0.850 (10)	1.918 (18)	2.697 (3)	152 (3)
O1W—H1W2⋯O4ⁱ	0.85 (4)	1.81 (4)	2.639 (3)	167 (3)
Symmetry code: (i) -x, -y+1, -z+1.

Data collection: RAPID-AUTO (Rigaku, 1998 ); cell refinement: RAPID-AUTO; data reduction: RAPID-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg, 1998 ); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536807065294/bh2152sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536807065294/bh2152Isup2.hkl

checkCIF report

Comment top

We are interested in the solid-state coordination chemistry of trans-stilbene-4,4'-dicarboxylic acid, combined with specific transition metal ions, to fabricate versatile coordination polymers. In our previous work, a one-dimensional Ni^II-organic framework had been reported (Wang et al., 2006). In order to further explore the behavior of trans-stilbene-4,4'-dicarboxylic acid as ligand, a new one-dimensional Cd^II complex has been obtained and characterized.

The molecular structure of the title compound is illustrated in Fig. 1. The Cd^II ion is in a strongly distorted octahedral geometry and is coordinated by two N atoms of a 2,2'-bipyridine ligand, three carboxyl O atoms of two symmetry-related trans-stilbene-4,4'-dicarboxylato dianions, which adopted two different coordination modes, and one water molecule. One of the two carboxylic ligands is found in the bis-monodentate mode, and the other in the chelating bis-bidentate mode, linking the adjacent Cd^II ions into a zigzag chain structure. In addition, the chains are interconnected through intermolecular hydrogen bonds involving water molecules, and π–π interactions involving 2,2'-bipyridine ligands, [centroid-to-centroid separation: 3.8749 (10) Å], forming a three-dimensional supramolecular network (Table 2 and Fig. 2).

Related literature top

A closely related Ni^II complex with 1,10-phenanthroline and the trans-stilbene-4,4'-dicarboxylate dianion as ligands has been characterized by X-ray diffraction (Wang et al., 2006).

Experimental top

A mixture of CdCl₂.6H₂O (1 mmol), 2,2'-bipyridine (1 mmol), trans-stilbene-4,4'-dicarboxylic acid (1 mmol) and water (10 ml) was stirred for 15 min. in air, then transferred and sealed in a 23 ml Parr teflon-lined stainless steel vessel, heated to 433 K for 5 days, and then cooled to room temperature. The resulting colorrless crystals were filtered, washed, and dried in air. Analysis calculated for C₂₆H₂₀CdN₂O₅: C 56.31, H 3.64, N 5.05%; found: C 56.34, H 3.62, N 5.03%.

Structure description top

A closely related Ni^II complex with 1,10-phenanthroline and the trans-stilbene-4,4'-dicarboxylate dianion as ligands has been characterized by X-ray diffraction (Wang et al., 2006).

Computing details top

Data collection: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO (Rigaku, 1998); data reduction: RAPID-AUTO (Rigaku, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Brandenburg, 1998); software used to prepare material for publication: SHELXL97 (Sheldrick, 1997).

Figures top

	Fig. 1. The molecular structure of the title complex. C-bonded H atoms have been omitted for clarity.
	Fig. 2. The packing diagram of the title complex, with the intermolecular hydrogen bonds denoted by dashed lines.

Poly[[aqua(2,2'-bipyridine)cadmium(II)]- µ-trans-stilbene-4,4'-dicarboxylato] top

Crystal data top

[Cd(C₁₆H₁₀O₄)(C₁₀H₈N₂)(H₂O)]	Z = 2
M_r = 552.84	F(000) = 556
Triclinic, P1	D_x = 1.659 Mg m⁻³
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.543 (2) Å	Cell parameters from 9882 reflections
b = 10.838 (2) Å	θ = 3.1–27.5°
c = 11.442 (2) Å	µ = 1.03 mm⁻¹
α = 98.90 (3)°	T = 295 K
β = 115.07 (3)°	Block, colourless
γ = 102.95 (3)°	0.35 × 0.26 × 0.15 mm
V = 1107.0 (6) Å³

Data collection top

Rigaku R-AXIS RAPID diffractometer	5024 independent reflections
Radiation source: fine-focus sealed tube	4482 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.019
Detector resolution: 10.000 pixels mm^-1	θ_max = 27.5°, θ_min = 3.1°
ω scans	h = −13→13
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −14→14
T_min = 0.715, T_max = 0.861	l = −13→14
10929 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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.073	H atoms treated by a mixture of independent and constrained refinement
S = 1.08	w = 1/[σ²(F_o²) + (0.0341P)² + 0.8869P] where P = (F_o² + 2F_c²)/3
5024 reflections	(Δ/σ)_max < 0.001
313 parameters	Δρ_max = 0.56 e Å⁻³
3 restraints	Δρ_min = −0.34 e Å⁻³

Crystal data top

[Cd(C₁₆H₁₀O₄)(C₁₀H₈N₂)(H₂O)]	γ = 102.95 (3)°
M_r = 552.84	V = 1107.0 (6) Å³
Triclinic, P1	Z = 2
a = 10.543 (2) Å	Mo Kα radiation
b = 10.838 (2) Å	µ = 1.03 mm⁻¹
c = 11.442 (2) Å	T = 295 K
α = 98.90 (3)°	0.35 × 0.26 × 0.15 mm
β = 115.07 (3)°

Data collection top

Rigaku R-AXIS RAPID diffractometer	5024 independent reflections
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	4482 reflections with I > 2σ(I)
T_min = 0.715, T_max = 0.861	R_int = 0.019
10929 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.027	3 restraints
wR(F²) = 0.073	H atoms treated by a mixture of independent and constrained refinement
S = 1.08	Δρ_max = 0.56 e Å⁻³
5024 reflections	Δρ_min = −0.34 e Å⁻³
313 parameters

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

	x	y	z	U_iso*/U_eq
Cd1	0.250536 (19)	0.691211 (19)	0.648737 (17)	0.02976 (7)
O1	0.1953 (2)	0.9264 (2)	0.6820 (2)	0.0420 (5)
O1W	0.1557 (2)	0.4774 (2)	0.6441 (2)	0.0375 (4)
H1W2	0.088 (3)	0.475 (3)	0.666 (3)	0.056*
H1W1	0.121 (3)	0.419 (3)	0.570 (2)	0.056*
O2	0.0352 (2)	0.7264 (2)	0.5764 (2)	0.0448 (5)
O3	0.3107 (2)	0.6262 (2)	0.49176 (19)	0.0474 (5)
O4	0.0819 (3)	0.5544 (3)	0.3238 (2)	0.0666 (7)
N1	0.5016 (2)	0.7824 (2)	0.7968 (2)	0.0334 (5)
N2	0.2902 (2)	0.7500 (2)	0.8731 (2)	0.0339 (5)
C1	0.6036 (3)	0.7890 (3)	0.7554 (3)	0.0420 (6)
H1	0.5719	0.7596	0.6637	0.050*
C2	0.7535 (3)	0.8376 (3)	0.8427 (3)	0.0502 (8)
H2	0.8218	0.8411	0.8110	0.060*
C3	0.7991 (3)	0.8808 (4)	0.9778 (3)	0.0539 (8)
H3	0.8995	0.9138	1.0393	0.065*
C4	0.6959 (3)	0.8750 (3)	1.0219 (3)	0.0455 (7)
H4	0.7261	0.9051	1.1132	0.055*
C5	0.5465 (3)	0.8241 (2)	0.9295 (2)	0.0315 (5)
C6	0.4290 (3)	0.8130 (2)	0.9701 (2)	0.0307 (5)
C7	0.4608 (4)	0.8664 (3)	1.1016 (3)	0.0436 (7)
H7	0.5579	0.9100	1.1685	0.052*
C8	0.3456 (4)	0.8533 (3)	1.1311 (3)	0.0510 (8)
H8	0.3646	0.8883	1.2186	0.061*
C9	0.2027 (4)	0.7887 (3)	1.0315 (3)	0.0483 (7)
H9	0.1238	0.7791	1.0498	0.058*
C10	0.1799 (3)	0.7382 (3)	0.9030 (3)	0.0413 (6)
H10	0.0835	0.6942	0.8347	0.050*
C11	0.0672 (3)	0.8507 (3)	0.6204 (2)	0.0333 (5)
C12	−0.0621 (3)	0.8999 (3)	0.5960 (2)	0.0313 (5)
C13	−0.2056 (3)	0.8142 (3)	0.5195 (3)	0.0434 (7)
H13	−0.2220	0.7254	0.4846	0.052*
C14	−0.3248 (3)	0.8590 (3)	0.4943 (3)	0.0426 (7)
H15	−0.4204	0.8000	0.4418	0.051*
C15	−0.3044 (3)	0.9907 (3)	0.5460 (3)	0.0307 (5)
C16	−0.1598 (3)	1.0773 (3)	0.6219 (3)	0.0350 (6)
H16	−0.1433	1.1661	0.6574	0.042*
C17	−0.0405 (3)	1.0325 (3)	0.6451 (3)	0.0340 (5)
H12	0.0552	1.0919	0.6941	0.041*
C18	−0.4307 (3)	1.0377 (3)	0.5217 (3)	0.0327 (5)
H18	−0.4126	1.1284	0.5380	0.039*
C19	0.2159 (3)	0.5721 (3)	0.3699 (3)	0.0340 (6)
C20	0.2723 (3)	0.5366 (2)	0.2737 (2)	0.0275 (5)
C21	0.4203 (3)	0.5479 (3)	0.3167 (2)	0.0307 (5)
H21	0.4849	0.5687	0.4082	0.037*
C22	0.4726 (3)	0.5286 (3)	0.2259 (3)	0.0320 (5)
H22	0.5722	0.5378	0.2571	0.038*
C23	0.3784 (3)	0.4955 (2)	0.0874 (2)	0.0293 (5)
C24	0.2285 (3)	0.4760 (3)	0.0450 (3)	0.0362 (6)
H24	0.1622	0.4486	−0.0466	0.043*
C25	0.1767 (3)	0.4965 (3)	0.1363 (3)	0.0346 (6)
H25	0.0763	0.4833	0.1053	0.041*
C26	0.4304 (3)	0.4834 (3)	−0.0125 (3)	0.0336 (5)
H26	0.3584	0.4489	−0.1023	0.040*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cd1	0.02380 (10)	0.04032 (11)	0.02192 (9)	0.01038 (7)	0.01061 (7)	0.00110 (7)
O1	0.0278 (9)	0.0503 (12)	0.0424 (11)	0.0118 (9)	0.0134 (8)	0.0094 (9)
O1W	0.0276 (9)	0.0412 (11)	0.0387 (10)	0.0081 (8)	0.0165 (8)	0.0004 (8)
O2	0.0328 (10)	0.0434 (11)	0.0434 (11)	0.0182 (9)	0.0076 (9)	−0.0041 (9)
O3	0.0433 (11)	0.0654 (14)	0.0298 (10)	0.0133 (10)	0.0216 (9)	−0.0024 (9)
O4	0.0371 (12)	0.107 (2)	0.0525 (13)	0.0131 (13)	0.0317 (11)	−0.0010 (14)
N1	0.0301 (11)	0.0377 (12)	0.0269 (10)	0.0086 (9)	0.0120 (9)	0.0031 (9)
N2	0.0318 (11)	0.0385 (12)	0.0261 (10)	0.0087 (10)	0.0119 (9)	0.0050 (9)
C1	0.0362 (14)	0.0506 (17)	0.0383 (14)	0.0113 (13)	0.0200 (12)	0.0075 (13)
C2	0.0329 (15)	0.058 (2)	0.0551 (19)	0.0101 (14)	0.0222 (14)	0.0078 (16)
C3	0.0287 (14)	0.065 (2)	0.0487 (18)	0.0090 (14)	0.0082 (13)	0.0034 (16)
C4	0.0367 (15)	0.0524 (18)	0.0305 (14)	0.0118 (13)	0.0065 (12)	−0.0004 (13)
C5	0.0327 (13)	0.0297 (12)	0.0255 (11)	0.0112 (11)	0.0089 (10)	0.0035 (10)
C6	0.0368 (13)	0.0288 (12)	0.0230 (11)	0.0107 (11)	0.0124 (10)	0.0041 (9)
C7	0.0462 (16)	0.0462 (16)	0.0245 (12)	0.0081 (13)	0.0116 (12)	−0.0010 (12)
C8	0.067 (2)	0.0551 (19)	0.0290 (14)	0.0143 (17)	0.0279 (15)	0.0004 (13)
C9	0.0561 (19)	0.0530 (18)	0.0438 (16)	0.0145 (15)	0.0341 (15)	0.0085 (14)
C10	0.0366 (14)	0.0465 (16)	0.0376 (14)	0.0089 (13)	0.0192 (12)	0.0058 (12)
C11	0.0296 (13)	0.0454 (15)	0.0242 (11)	0.0159 (12)	0.0116 (10)	0.0063 (11)
C12	0.0280 (12)	0.0370 (13)	0.0294 (12)	0.0131 (11)	0.0139 (10)	0.0067 (10)
C13	0.0317 (14)	0.0350 (14)	0.0544 (17)	0.0127 (12)	0.0170 (13)	−0.0034 (13)
C14	0.0265 (13)	0.0371 (15)	0.0527 (17)	0.0080 (12)	0.0145 (12)	−0.0014 (13)
C15	0.0285 (12)	0.0368 (13)	0.0299 (12)	0.0140 (11)	0.0146 (10)	0.0110 (10)
C16	0.0356 (14)	0.0315 (13)	0.0356 (13)	0.0131 (11)	0.0149 (11)	0.0059 (11)
C17	0.0285 (12)	0.0362 (14)	0.0316 (13)	0.0092 (11)	0.0117 (11)	0.0046 (11)
C18	0.0326 (13)	0.0360 (14)	0.0307 (12)	0.0152 (11)	0.0143 (11)	0.0090 (10)
C19	0.0370 (14)	0.0363 (14)	0.0330 (13)	0.0058 (11)	0.0256 (12)	0.0026 (11)
C20	0.0303 (12)	0.0285 (12)	0.0269 (11)	0.0071 (10)	0.0191 (10)	0.0032 (9)
C21	0.0286 (12)	0.0361 (13)	0.0238 (11)	0.0079 (10)	0.0124 (10)	0.0025 (10)
C22	0.0269 (12)	0.0406 (14)	0.0309 (12)	0.0125 (11)	0.0168 (10)	0.0048 (11)
C23	0.0319 (12)	0.0328 (13)	0.0281 (12)	0.0110 (10)	0.0191 (10)	0.0060 (10)
C24	0.0312 (13)	0.0525 (17)	0.0236 (12)	0.0130 (12)	0.0137 (10)	0.0060 (11)
C25	0.0269 (12)	0.0508 (16)	0.0284 (12)	0.0128 (12)	0.0168 (11)	0.0064 (11)
C26	0.0345 (13)	0.0434 (15)	0.0270 (12)	0.0139 (12)	0.0187 (11)	0.0065 (11)

Geometric parameters (Å, º) top

Cd1—O2	2.209 (2)	C9—H9	0.9300
Cd1—O1	2.745 (2)	C10—H10	0.9300
Cd1—O3	2.2129 (19)	C11—C12	1.506 (3)
Cd1—O1W	2.291 (2)	C12—C13	1.383 (4)
Cd1—N1	2.316 (3)	C12—C17	1.388 (4)
Cd1—N2	2.375 (2)	C13—C14	1.382 (4)
O1—C11	1.230 (3)	C13—H13	0.9300
O1W—H1W2	0.85 (4)	C14—C15	1.388 (4)
O1W—H1W1	0.850 (10)	C14—H15	0.9300
O2—C11	1.274 (3)	C15—C16	1.394 (4)
O3—C19	1.261 (3)	C15—C18	1.465 (3)
O4—C19	1.236 (3)	C16—C17	1.385 (4)
N1—C1	1.339 (4)	C16—H16	0.9300
N1—C5	1.348 (3)	C17—H12	0.9300
N2—C10	1.330 (4)	C18—C18ⁱ	1.332 (5)
N2—C6	1.335 (3)	C18—H18	0.9300
C1—C2	1.377 (4)	C19—C20	1.496 (3)
C1—H1	0.9300	C20—C25	1.388 (3)
C2—C3	1.373 (5)	C20—C21	1.392 (3)
C2—H2	0.9300	C21—C22	1.377 (3)
C3—C4	1.373 (5)	C21—H21	0.9300
C3—H3	0.9300	C22—C23	1.399 (4)
C4—C5	1.386 (4)	C22—H22	0.9300
C4—H4	0.9300	C23—C24	1.395 (4)
C5—C6	1.484 (4)	C23—C26	1.463 (3)
C6—C7	1.389 (4)	C24—C25	1.380 (3)
C7—C8	1.376 (5)	C24—H24	0.9300
C7—H7	0.9300	C25—H25	0.9300
C8—C9	1.373 (5)	C26—C26ⁱⁱ	1.319 (5)
C8—H8	0.9300	C26—H26	0.9300
C9—C10	1.382 (4)

O1—Cd1—O1W	139.33 (8)	C10—C9—H9	121.0
O1—Cd1—O2	51.29 (8)	N2—C10—C9	122.6 (3)
O1—Cd1—O3	120.67 (8)	N2—C10—H10	118.7
O1—Cd1—N1	94.47 (8)	C9—C10—H10	118.7
O1—Cd1—N2	74.71 (8)	O1—C11—O2	122.7 (2)
O2—Cd1—O3	115.76 (8)	O1—C11—C12	121.5 (2)
O2—Cd1—O1W	94.06 (8)	O2—C11—C12	115.8 (2)
O3—Cd1—O1W	91.48 (8)	C13—C12—C17	118.5 (2)
O2—Cd1—N1	144.70 (8)	C13—C12—C11	120.5 (2)
O3—Cd1—N1	87.35 (8)	C17—C12—C11	121.0 (2)
O1W—Cd1—N1	112.58 (8)	C14—C13—C12	120.8 (3)
O2—Cd1—N2	89.94 (8)	C14—C13—H13	119.6
O3—Cd1—N2	154.30 (8)	C12—C13—H13	119.6
O1W—Cd1—N2	86.30 (8)	C13—C14—C15	121.1 (3)
N1—Cd1—N2	70.07 (8)	C13—C14—H15	119.4
Cd1—O1—C11	80.8 (2)	C15—C14—H15	119.4
Cd1—O1W—H1W2	107 (2)	C14—C15—C16	118.0 (2)
Cd1—O1W—H1W1	116 (2)	C14—C15—C18	121.2 (2)
H1W2—O1W—H1W1	109.2 (16)	C16—C15—C18	120.8 (2)
C11—O2—Cd1	105.08 (17)	C17—C16—C15	120.7 (2)
C19—O3—Cd1	122.77 (18)	C17—C16—H16	119.6
C1—N1—C5	119.0 (2)	C15—C16—H16	119.6
C1—N1—Cd1	122.10 (18)	C16—C17—C12	120.8 (3)
C5—N1—Cd1	118.82 (18)	C16—C17—H12	119.6
C10—N2—C6	119.4 (2)	C12—C17—H12	119.6
C10—N2—Cd1	122.77 (19)	C18ⁱ—C18—C15	125.8 (3)
C6—N2—Cd1	117.27 (17)	C18ⁱ—C18—H18	117.1
N1—C1—C2	122.9 (3)	C15—C18—H18	117.1
N1—C1—H1	118.6	O4—C19—O3	124.5 (2)
C2—C1—H1	118.6	O4—C19—C20	118.2 (2)
C3—C2—C1	118.1 (3)	O3—C19—C20	117.2 (2)
C3—C2—H2	121.0	C25—C20—C21	118.0 (2)
C1—C2—H2	121.0	C25—C20—C19	119.7 (2)
C4—C3—C2	119.8 (3)	C21—C20—C19	122.3 (2)
C4—C3—H3	120.1	C22—C21—C20	121.1 (2)
C2—C3—H3	120.1	C22—C21—H21	119.5
C3—C4—C5	119.6 (3)	C20—C21—H21	119.5
C3—C4—H4	120.2	C21—C22—C23	121.1 (2)
C5—C4—H4	120.2	C21—C22—H22	119.4
N1—C5—C4	120.7 (3)	C23—C22—H22	119.4
N1—C5—C6	116.8 (2)	C24—C23—C22	117.4 (2)
C4—C5—C6	122.5 (2)	C24—C23—C26	119.5 (2)
N2—C6—C7	121.3 (3)	C22—C23—C26	123.1 (2)
N2—C6—C5	116.6 (2)	C25—C24—C23	121.3 (2)
C7—C6—C5	122.1 (3)	C25—C24—H24	119.4
C8—C7—C6	118.7 (3)	C23—C24—H24	119.4
C8—C7—H7	120.7	C24—C25—C20	120.9 (2)
C6—C7—H7	120.7	C24—C25—H25	119.5
C9—C8—C7	120.0 (3)	C20—C25—H25	119.5
C9—C8—H8	120.0	C26ⁱⁱ—C26—C23	126.3 (3)
C7—C8—H8	120.0	C26ⁱⁱ—C26—H26	116.8
C8—C9—C10	118.0 (3)	C23—C26—H26	116.8
C8—C9—H9	121.0

O3—Cd1—O2—C11	−111.71 (18)	N2—C6—C7—C8	−0.1 (4)
O1W—Cd1—O2—C11	154.68 (18)	C5—C6—C7—C8	179.3 (3)
N1—Cd1—O2—C11	14.6 (3)	C6—C7—C8—C9	0.0 (5)
N2—Cd1—O2—C11	68.40 (18)	C7—C8—C9—C10	0.1 (5)
O2—Cd1—O3—C19	−22.1 (3)	C6—N2—C10—C9	−0.1 (4)
O1W—Cd1—O3—C19	73.1 (2)	Cd1—N2—C10—C9	−171.0 (2)
N1—Cd1—O3—C19	−174.3 (2)	C8—C9—C10—N2	0.0 (5)
N2—Cd1—O3—C19	157.7 (2)	Cd1—O2—C11—O1	3.9 (3)
O2—Cd1—N1—C1	−125.3 (2)	Cd1—O2—C11—C12	−174.36 (17)
O3—Cd1—N1—C1	8.2 (2)	O1—C11—C12—C13	176.0 (3)
O1W—Cd1—N1—C1	98.7 (2)	O2—C11—C12—C13	−5.6 (4)
N2—Cd1—N1—C1	175.6 (2)	O1—C11—C12—C17	−1.5 (4)
O2—Cd1—N1—C5	58.1 (3)	O2—C11—C12—C17	176.8 (2)
O3—Cd1—N1—C5	−168.5 (2)	C17—C12—C13—C14	−1.0 (5)
O1W—Cd1—N1—C5	−78.0 (2)	C11—C12—C13—C14	−178.7 (3)
N2—Cd1—N1—C5	−1.02 (18)	C12—C13—C14—C15	−0.7 (5)
O2—Cd1—N2—C10	25.7 (2)	C13—C14—C15—C16	1.3 (4)
O3—Cd1—N2—C10	−154.1 (2)	C13—C14—C15—C18	−178.7 (3)
O1W—Cd1—N2—C10	−68.4 (2)	C14—C15—C16—C17	−0.2 (4)
N1—Cd1—N2—C10	176.0 (2)	C18—C15—C16—C17	179.8 (2)
O2—Cd1—N2—C6	−145.44 (19)	C15—C16—C17—C12	−1.5 (4)
O3—Cd1—N2—C6	34.8 (3)	C13—C12—C17—C16	2.1 (4)
O1W—Cd1—N2—C6	120.49 (19)	C11—C12—C17—C16	179.8 (2)
N1—Cd1—N2—C6	4.85 (18)	C14—C15—C18—C18ⁱ	16.2 (5)
C5—N1—C1—C2	−0.4 (4)	C16—C15—C18—C18ⁱ	−163.8 (3)
Cd1—N1—C1—C2	−177.1 (2)	Cd1—O3—C19—O4	3.1 (4)
N1—C1—C2—C3	0.0 (5)	Cd1—O3—C19—C20	178.25 (17)
C1—C2—C3—C4	−0.2 (5)	O4—C19—C20—C25	5.7 (4)
C2—C3—C4—C5	0.8 (5)	O3—C19—C20—C25	−169.8 (3)
C1—N1—C5—C4	1.0 (4)	O4—C19—C20—C21	−177.2 (3)
Cd1—N1—C5—C4	177.7 (2)	O3—C19—C20—C21	7.3 (4)
C1—N1—C5—C6	−179.3 (2)	C25—C20—C21—C22	4.4 (4)
Cd1—N1—C5—C6	−2.5 (3)	C19—C20—C21—C22	−172.8 (2)
C3—C4—C5—N1	−1.2 (5)	C20—C21—C22—C23	−0.8 (4)
C3—C4—C5—C6	179.1 (3)	C21—C22—C23—C24	−3.3 (4)
C10—N2—C6—C7	0.1 (4)	C21—C22—C23—C26	175.4 (3)
Cd1—N2—C6—C7	171.6 (2)	C22—C23—C24—C25	3.9 (4)
C10—N2—C6—C5	−179.3 (2)	C26—C23—C24—C25	−174.9 (3)
Cd1—N2—C6—C5	−7.8 (3)	C23—C24—C25—C20	−0.4 (4)
N1—C5—C6—N2	6.9 (3)	C21—C20—C25—C24	−3.8 (4)
C4—C5—C6—N2	−173.3 (3)	C19—C20—C25—C24	173.5 (3)
N1—C5—C6—C7	−172.5 (3)	C24—C23—C26—C26ⁱⁱ	169.8 (4)
C4—C5—C6—C7	7.3 (4)	C22—C23—C26—C26ⁱⁱ	−8.9 (5)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W1···O2ⁱⁱⁱ	0.85 (1)	1.92 (2)	2.697 (3)	152 (3)
O1W—H1W2···O4ⁱⁱⁱ	0.85 (4)	1.81 (4)	2.639 (3)	167 (3)

Symmetry code: (iii) −x, −y+1, −z+1.

Experimental details

Crystal data
Chemical formula	[Cd(C₁₆H₁₀O₄)(C₁₀H₈N₂)(H₂O)]
M_r	552.84
Crystal system, space group	Triclinic, P1
Temperature (K)	295
a, b, c (Å)	10.543 (2), 10.838 (2), 11.442 (2)
α, β, γ (°)	98.90 (3), 115.07 (3), 102.95 (3)
V (Å³)	1107.0 (6)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	1.03
Crystal size (mm)	0.35 × 0.26 × 0.15

Data collection
Diffractometer	Rigaku R-AXIS RAPID
Absorption correction	Multi-scan (ABSCOR; Higashi, 1995)
T_min, T_max	0.715, 0.861
No. of measured, independent and observed [I > 2σ(I)] reflections	10929, 5024, 4482
R_int	0.019
(sin θ/λ)_max (Å⁻¹)	0.649

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.027, 0.073, 1.08
No. of reflections	5024
No. of parameters	313
No. of restraints	3
H-atom treatment	H atoms treated by a mixture of independent and constrained refinement
Δρ_max, Δρ_min (e Å⁻³)	0.56, −0.34

Computer programs: RAPID-AUTO (Rigaku, 1998), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), DIAMOND (Brandenburg, 1998).

Selected geometric parameters (Å, º) top

Cd1—O2	2.209 (2)	Cd1—O1W	2.291 (2)
Cd1—O1	2.745 (2)	Cd1—N1	2.316 (3)
Cd1—O3	2.2129 (19)	Cd1—N2	2.375 (2)

O1—Cd1—O1W	139.33 (8)	O2—Cd1—N1	144.70 (8)
O1—Cd1—O2	51.29 (8)	O3—Cd1—N1	87.35 (8)
O1—Cd1—O3	120.67 (8)	O1W—Cd1—N1	112.58 (8)
O1—Cd1—N1	94.47 (8)	O2—Cd1—N2	89.94 (8)
O1—Cd1—N2	74.71 (8)	O3—Cd1—N2	154.30 (8)
O2—Cd1—O3	115.76 (8)	O1W—Cd1—N2	86.30 (8)
O2—Cd1—O1W	94.06 (8)	N1—Cd1—N2	70.07 (8)
O3—Cd1—O1W	91.48 (8)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W1···O2ⁱ	0.850 (10)	1.918 (18)	2.697 (3)	152 (3)
O1W—H1W2···O4ⁱ	0.85 (4)	1.81 (4)	2.639 (3)	167 (3)

Symmetry code: (i) −x, −y+1, −z+1.

Acknowledgements

We thank the Heilongjiang Province Natural Science Foundation (No. B200501) and the Scientific Fund for Remarkable Teachers of Heilongjiang Province (No. 1054 G036), Heilongjiang University, for supporting this work.

References

Brandenburg, K. (1998). DIAMOND. Version 2.0. University of Bonn, Germany. Google Scholar
Higashi, T. (1995). ABSCOR. Rigaku Corporation, Tokyo, Japan. Google Scholar
Rigaku (1998). RAPID-AUTO. Rigaku Corporation, Tokyo, Japan. Google Scholar
Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany. Google Scholar
Wang, H.-Y., Gao, S., Huo, L.-H. & Zhao, J.-G. (2006). Acta Cryst. E62, m3395–m3397. Web of Science CSD CrossRef IUCr Journals Google Scholar

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