Poly[[aqua­(μ2-4,4′-bipyridine-κ2N:N′)[μ3-3-bromo-2-(carboxyl­atometh­yl)­benzoato-κ3O1:O1′:O2]cadmium] monohydrate]

Liu, Y.; Cao, K.; Wang, F.

doi:10.1107/S1600536812031297

metal-organic compounds

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ISSN: 2056-9890

Volume 68| Part 8| August 2012| Page m1071

https://doi.org/10.1107/S1600536812031297

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Poly[[aqua(μ₂-4,4′-bipyridine-κ²N:N′)[μ₃-3-bromo-2-(carboxylatomethyl)benzoato-κ³O¹:O^1′:O²]cadmium] monohydrate]

Yangmei Liu,^a,^b Kai Cao ^a ^* and Fenglin Wang ^a

^aNational Food Packaging Products Quality Supervision and Inspection Center, Jiangsu Provincial Supervising and Testing Research Institute for Products Quality, Nanjing 210007, Jiangsu, People's Republic of China, and ^bSchool of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, Jiangsu, People's Republic of China
^*Correspondence e-mail: hare1014@163.com

(Received 11 June 2012; accepted 10 July 2012; online 14 July 2012)

In the title compound, {[Cd(C₉H₅BrO₄)(C₁₀H₈N₂)(H₂O)]·H₂O}_n, the Cd^II atom has a distorted octahedral coordination geometry. Two N atoms from two 4,4′-bipyridine (bipy) ligands occupy the axial positions, while the equatorial positions are furnished by three carboxylate O atoms from three 3-bromo-2-(carboxylatomethyl)benzoate (bcb) ligands and one O atom from a water molecule. The bipy and bcb ligands link the Cd^II atoms into a three-dimensional network. O—H⋯O hydrogen bonds and π–π interactions between the pyridine and benzene rings [centroid–centroid distance = 3.736 (4) Å] are present in the crystal.

Related literature

For related structures, see: Liu et al. (2010 ).

Experimental

Crystal data

[Cd(C₉H₅BrO₄)(C₁₀H₈N₂)(H₂O)]·H₂O
M_r = 561.66
Monoclinic, P 2₁
a = 9.3257 (19) Å
b = 9.1312 (18) Å
c = 11.652 (2) Å
β = 101.344 (4)°
V = 972.8 (3) Å³
Z = 2
Mo Kα radiation
μ = 3.22 mm⁻¹
T = 291 K
0.29 × 0.26 × 0.23 mm

Data collection

Bruker APEXII CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 2001 ) T_min = 0.466, T_max = 0.538
5248 measured reflections
3122 independent reflections
2807 reflections with I > 2σ(I)
R_int = 0.033

Refinement

R[F² > 2σ(F²)] = 0.049
wR(F²) = 0.118
S = 1.05
3122 reflections
251 parameters
1 restraint
H-atom parameters constrained
Δρ_max = 0.49 e Å⁻³
Δρ_min = −0.93 e Å⁻³
Absolute structure: Flack (1983 ), 1096 Friedel pairs
Flack parameter: 0.07 (2)

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O5—H5X⋯O3ⁱ	0.85	2.47	2.963 (8)	118
O5—H5Y⋯O2ⁱ	0.85	2.22	2.731 (9)	119
O6—H6X⋯O1	0.85	2.51	3.201 (9)	139
O6—H6Y⋯O2	0.85	2.14	2.643 (9)	117
Symmetry code: (i) $[-x+1, y-{\script{1\over 2}}, -z+2]$ .

Data collection: APEX2 (Bruker, 2007 ); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ); program(s) used to refine structure: SHELXTL; molecular graphics: XP in SHELXTL and DIAMOND (Brandenburg, 1999 ); software used to prepare material for publication: SHELXTL.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536812031297/hy2559sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536812031297/hy2559Isup2.hkl

checkCIF report

Comment top

In the title complex (Fig. 1), the carboxylate group containing O1 and O2 is monocoordinated and the other carboxylate group containing O3 and O4 is bidentate and bridging. Therefore, the 3-bromo-2-(carboxymethyl)benzoate (bcb) ligand coordinates with three Cd atoms. The Cd atom is coordinated by three bcb ligands, forming a two-dimensional polymeric layer parallel to (1 1 0). Since each Cd atom is coordinated by three bcb ligands, from a topology viewpoint the Cd atom can be considered as a 3-connecting node and the center of benzene ring of the bcb ligand also acts as a 3-connecting node. In this way, the polymeric layer can be simplified to a 6³ network (Fig. 2). The 4,4'-bipyridine ligands act as bridges to connect the neighboring Cd atoms which come from different layers, forming a three-dimensional rigid porous network. This three-dimensional topology can be defined with Schläfli symbol (6³)(6⁹.8) (Fig. 3).

Related literature top

For related structures, see: Liu et al. (2010).

Experimental top

A mixture of 3-bromo-2-(carboxymethyl)benzoic acid (0.1 mmol, 25.9 mg), 4,4'-bipyridine (0.1 mmol, 19.5 mg), Cd(NO₃)₂.4H₂O (0.1 mmol, 30.9 mg) and 8 ml water was sealed in a 23 ml Teflon-lined autoclave. The pH value of the mixture was adjusted to 7.0 with NaOH solution. The autoclave was kept at 393 K for 3 days. After the mixture was slowly cooled to room temperature, colorless crystals of the title compound were obtained.

Structure description top

For related structures, see: Liu et al. (2010).

Computing details top

Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The aymmetric unit of the title compound, with 50% probability displacement ellipsoids. [Symmetry codes: (i) -1+x, y, z; (ii) 1-x, 1/2+y, 2-z; (iii) x, y, 1+z; (iv) x, y, -1+z; (v) 1+x, y, z; (vi) 1-x, -1/2+y, 2-z.]
	Fig. 2. The two-dimensional polymeric layer in the ab plane, which can be simplified to a 6³ network. Black balls denote the centroids of the benzene rings.
	Fig. 3. Schematic view of the three-dimensional network of the title compound. Black balls denote the centroids of the benzene rings.

Poly[[aqua(µ₂-4,4'-bipyridine-κ²N:N')[µ₃-3-bromo-2- (carboxylatomethyl)benzoato-κ³O¹:O^1':O²]cadmium] monohydrate] top

Crystal data top

[Cd(C₉H₅BrO₄)(C₁₀H₈N₂)(H₂O)]·H₂O	F(000) = 552
M_r = 561.66	D_x = 1.918 Mg m⁻³
Monoclinic, P2₁	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2yb	Cell parameters from 1319 reflections
a = 9.3257 (19) Å	θ = 2.6–21.3°
b = 9.1312 (18) Å	µ = 3.22 mm⁻¹
c = 11.652 (2) Å	T = 291 K
β = 101.344 (4)°	Block, colorless
V = 972.8 (3) Å³	0.29 × 0.26 × 0.23 mm
Z = 2

Data collection top

Bruker APEXII CCD diffractometer	3122 independent reflections
Radiation source: sealed tube	2807 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.033
φ and ω scans	θ_max = 26.0°, θ_min = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −11→8
T_min = 0.466, T_max = 0.538	k = −11→10
5248 measured reflections	l = −14→13

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)] = 0.049	H-atom parameters constrained
wR(F²) = 0.118	w = 1/[σ²(F_o²) + (0.07P)² + 1.99P] where P = (F_o² + 2F_c²)/3
S = 1.05	(Δ/σ)_max < 0.001
3122 reflections	Δρ_max = 0.49 e Å⁻³
251 parameters	Δρ_min = −0.93 e Å⁻³
1 restraint	Absolute structure: Flack (1983), 1096 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.07 (2)

Crystal data top

[Cd(C₉H₅BrO₄)(C₁₀H₈N₂)(H₂O)]·H₂O	V = 972.8 (3) Å³
M_r = 561.66	Z = 2
Monoclinic, P2₁	Mo Kα radiation
a = 9.3257 (19) Å	µ = 3.22 mm⁻¹
b = 9.1312 (18) Å	T = 291 K
c = 11.652 (2) Å	0.29 × 0.26 × 0.23 mm
β = 101.344 (4)°

Data collection top

Bruker APEXII CCD diffractometer	3122 independent reflections
Absorption correction: multi-scan (SADABS; Bruker, 2001)	2807 reflections with I > 2σ(I)
T_min = 0.466, T_max = 0.538	R_int = 0.033
5248 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.049	H-atom parameters constrained
wR(F²) = 0.118	Δρ_max = 0.49 e Å⁻³
S = 1.05	Δρ_min = −0.93 e Å⁻³
3122 reflections	Absolute structure: Flack (1983), 1096 Friedel pairs
251 parameters	Absolute structure parameter: 0.07 (2)
1 restraint

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
Br1	0.78647 (11)	0.15671 (12)	1.36696 (9)	0.0477 (3)
C1	0.9844 (6)	0.3672 (6)	1.1234 (3)	0.038 (2)
C2	0.9014 (6)	0.2688 (5)	1.1738 (4)	0.040 (2)
C3	0.8909 (6)	0.2844 (6)	1.2905 (4)	0.043 (2)
C4	0.9634 (6)	0.3984 (7)	1.3568 (3)	0.0325 (18)
H4	0.9595	0.4095	1.4322	0.039*
C5	1.0464 (6)	0.4968 (6)	1.3064 (4)	0.037 (2)
H5	1.0956	0.5725	1.3513	0.045*
C6	1.0569 (6)	0.4812 (6)	1.1896 (4)	0.044 (2)
H6	1.1103	0.5453	1.1582	0.053*
C7	0.9925 (10)	0.3554 (11)	0.9975 (8)	0.043 (2)
C8	0.8249 (10)	0.1429 (14)	1.0972 (8)	0.048 (2)
H8A	0.8339	0.0584	1.1486	0.058*
H8B	0.8795	0.1215	1.0365	0.058*
C9	0.6697 (10)	0.1577 (12)	1.0473 (8)	0.039 (2)
C10	0.4900 (9)	0.3415 (11)	0.7781 (7)	0.042 (3)
H10	0.5714	0.3723	0.8322	0.050*
C11	0.4933 (11)	0.3408 (11)	0.6554 (8)	0.047 (3)
H11	0.5784	0.3712	0.6321	0.056*
C12	0.3785 (8)	0.2859 (10)	0.5800 (7)	0.0316 (17)
C13	0.2515 (10)	0.2495 (11)	0.6235 (8)	0.040 (2)
H13	0.1689	0.2156	0.5723	0.048*
C14	0.2516 (11)	0.2538 (12)	0.7434 (7)	0.043 (2)
H14	0.1700	0.2206	0.7705	0.051*
C15	0.3746 (8)	0.2923 (14)	0.4498 (6)	0.039 (2)
C16	0.4478 (10)	0.4038 (11)	0.4039 (8)	0.040 (2)
H16	0.5014	0.4746	0.4514	0.048*
C17	0.4438 (11)	0.4024 (11)	0.2825 (8)	0.043 (2)
H17	0.4953	0.4739	0.2506	0.051*
C18	0.2976 (10)	0.2033 (13)	0.2613 (9)	0.048 (3)
H18	0.2452	0.1331	0.2123	0.057*
C19	0.3039 (11)	0.1901 (11)	0.3853 (9)	0.046 (2)
H19	0.2529	0.1157	0.4142	0.055*
Cd1	0.35516 (6)	0.30525 (7)	1.01349 (5)	0.03236 (17)
N1	0.3714 (7)	0.3032 (12)	0.8186 (5)	0.0387 (15)
N2	0.3662 (8)	0.3106 (13)	0.2123 (6)	0.0440 (16)
O1	1.1007 (6)	0.3167 (10)	0.9680 (5)	0.0450 (15)
O2	0.8816 (8)	0.3873 (8)	0.9228 (6)	0.0454 (16)
O3	0.6015 (7)	0.2669 (7)	1.0621 (5)	0.0374 (15)
O4	0.6104 (7)	0.0555 (8)	0.9904 (5)	0.0385 (15)
O5	0.3078 (7)	0.0660 (7)	0.9920 (6)	0.0367 (15)
H5Y	0.2159	0.0524	0.9757	0.055*
H5X	0.3462	0.0320	0.9372	0.055*
O6	0.9272 (8)	0.3735 (8)	0.7062 (5)	0.0464 (17)
H6X	0.9963	0.3969	0.7624	0.056*
H6Y	0.8510	0.3716	0.7360	0.056*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Br1	0.0485 (6)	0.0441 (6)	0.0474 (5)	−0.0073 (4)	0.0018 (4)	0.0159 (5)
C1	0.029 (4)	0.049 (5)	0.030 (4)	0.003 (3)	−0.008 (3)	0.013 (4)
C2	0.048 (5)	0.026 (5)	0.042 (4)	−0.005 (3)	−0.003 (4)	−0.002 (4)
C3	0.037 (4)	0.037 (6)	0.047 (4)	0.002 (4)	−0.010 (3)	0.010 (4)
C4	0.030 (4)	0.037 (5)	0.026 (4)	0.006 (3)	−0.004 (3)	0.012 (4)
C5	0.042 (4)	0.031 (5)	0.032 (4)	−0.008 (4)	−0.010 (4)	−0.014 (4)
C6	0.049 (5)	0.048 (6)	0.033 (4)	−0.002 (4)	−0.001 (4)	0.008 (4)
C7	0.037 (5)	0.052 (6)	0.042 (5)	−0.022 (4)	0.014 (4)	−0.004 (4)
C8	0.036 (5)	0.064 (7)	0.037 (5)	−0.013 (5)	−0.014 (4)	0.009 (5)
C9	0.037 (4)	0.043 (5)	0.040 (5)	−0.006 (4)	0.011 (4)	−0.004 (5)
C10	0.032 (4)	0.059 (8)	0.032 (4)	−0.010 (4)	−0.001 (3)	−0.016 (4)
C11	0.045 (5)	0.049 (7)	0.045 (5)	−0.005 (4)	0.007 (4)	0.018 (5)
C12	0.034 (4)	0.023 (5)	0.036 (4)	−0.002 (3)	0.002 (3)	0.003 (4)
C13	0.031 (4)	0.044 (5)	0.042 (5)	−0.004 (4)	0.002 (4)	−0.006 (4)
C14	0.046 (5)	0.055 (6)	0.025 (4)	−0.022 (4)	0.001 (4)	0.014 (4)
C15	0.035 (4)	0.051 (6)	0.026 (3)	0.021 (5)	−0.007 (3)	0.006 (5)
C16	0.030 (4)	0.043 (6)	0.046 (5)	−0.013 (4)	0.001 (4)	−0.012 (4)
C17	0.064 (6)	0.032 (5)	0.035 (4)	−0.025 (4)	0.014 (4)	0.004 (4)
C18	0.029 (4)	0.063 (7)	0.050 (6)	−0.011 (4)	0.004 (4)	−0.019 (5)
C19	0.044 (5)	0.037 (5)	0.057 (6)	−0.018 (4)	0.008 (4)	0.013 (5)
Cd1	0.0292 (3)	0.0353 (3)	0.0319 (3)	−0.0075 (3)	0.00435 (19)	−0.0014 (3)
N1	0.048 (4)	0.038 (4)	0.033 (3)	−0.019 (5)	0.016 (3)	−0.013 (5)
N2	0.043 (4)	0.038 (4)	0.046 (4)	0.002 (5)	−0.004 (3)	0.005 (5)
O1	0.038 (3)	0.049 (4)	0.052 (3)	−0.007 (4)	0.017 (3)	−0.013 (4)
O2	0.054 (4)	0.044 (4)	0.041 (3)	0.011 (3)	0.015 (3)	0.000 (3)
O3	0.041 (3)	0.035 (4)	0.034 (3)	−0.003 (3)	0.000 (2)	0.003 (3)
O4	0.032 (3)	0.048 (4)	0.033 (3)	−0.004 (3)	−0.001 (3)	−0.008 (3)
O5	0.026 (3)	0.037 (4)	0.048 (3)	0.014 (3)	0.007 (3)	−0.019 (3)
O6	0.060 (4)	0.048 (4)	0.029 (3)	−0.015 (3)	0.004 (3)	−0.008 (3)

Geometric parameters (Å, º) top

Br1—C3	1.855 (4)	C13—H13	0.9299
C1—C2	1.3900	C14—N1	1.355 (11)
C1—C6	1.3900	C14—H14	0.9299
C1—C7	1.487 (10)	C15—C19	1.294 (15)
C2—C3	1.3900	C15—C16	1.390 (15)
C2—C8	1.541 (11)	C16—C17	1.408 (13)
C3—C4	1.3900	C16—H16	0.9300
C4—C5	1.3900	C17—N2	1.290 (13)
C4—H4	0.8922	C17—H17	0.9300
C5—C6	1.3900	C18—N2	1.356 (15)
C5—H5	0.9318	C18—C19	1.440 (15)
C6—H6	0.8918	C18—H18	0.9300
C7—O1	1.182 (11)	C19—H19	0.9300
C7—O2	1.248 (12)	Cd1—O5	2.233 (7)
C8—C9	1.455 (13)	Cd1—O3	2.282 (6)
C8—H8A	0.9700	Cd1—N2ⁱ	2.298 (7)
C8—H8B	0.9700	Cd1—N1	2.305 (6)
C9—O4	1.213 (12)	Cd1—O4ⁱⁱ	2.309 (8)
C9—O3	1.213 (12)	Cd1—O1ⁱⁱⁱ	2.330 (6)
C10—N1	1.332 (11)	N2—Cd1^iv	2.298 (7)
C10—C11	1.435 (13)	O1—Cd1^v	2.330 (6)
C10—H10	0.9300	O4—Cd1^vi	2.309 (8)
C11—C12	1.341 (13)	O5—H5Y	0.8500
C11—H11	0.9299	O5—H5X	0.8500
C12—C13	1.417 (12)	O6—H6X	0.8500
C12—C15	1.511 (11)	O6—H6Y	0.8500
C13—C14	1.396 (13)

C2—C1—C6	120.0	C13—C14—H14	119.4
C2—C1—C7	120.7 (5)	C19—C15—C16	122.5 (8)
C6—C1—C7	119.2 (5)	C19—C15—C12	117.7 (9)
C1—C2—C3	120.0	C16—C15—C12	119.8 (9)
C1—C2—C8	118.1 (5)	C15—C16—C17	117.5 (8)
C3—C2—C8	121.9 (5)	C15—C16—H16	121.9
C4—C3—C2	120.0	C17—C16—H16	120.6
C4—C3—Br1	116.6 (3)	N2—C17—C16	123.0 (8)
C2—C3—Br1	123.4 (3)	N2—C17—H17	118.1
C3—C4—C5	120.0	C16—C17—H17	118.8
C3—C4—H4	121.5	N2—C18—C19	123.6 (9)
C5—C4—H4	118.5	N2—C18—H18	118.3
C6—C5—C4	120.0	C19—C18—H18	118.1
C6—C5—H5	120.3	C15—C19—C18	116.0 (9)
C4—C5—H5	119.7	C15—C19—H19	123.7
C5—C6—C1	120.0	C18—C19—H19	120.1
C5—C6—H6	119.1	O5—Cd1—O3	92.6 (2)
C1—C6—H6	120.9	O5—Cd1—N2ⁱ	95.9 (3)
O1—C7—O2	120.3 (9)	O3—Cd1—N2ⁱ	84.8 (2)
O1—C7—C1	121.3 (9)	O5—Cd1—N1	86.1 (3)
O2—C7—C1	118.4 (8)	O3—Cd1—N1	89.1 (2)
C9—C8—C2	118.2 (10)	N2ⁱ—Cd1—N1	173.8 (2)
C9—C8—H8A	106.2	O5—Cd1—O4ⁱⁱ	172.3 (2)
C2—C8—H8A	105.2	O3—Cd1—O4ⁱⁱ	91.1 (2)
C9—C8—H8B	110.5	N2ⁱ—Cd1—O4ⁱⁱ	91.2 (3)
C2—C8—H8B	108.9	N1—Cd1—O4ⁱⁱ	87.3 (3)
H8A—C8—H8B	107.2	O5—Cd1—O1ⁱⁱⁱ	81.3 (3)
O4—C9—O3	120.9 (9)	O3—Cd1—O1ⁱⁱⁱ	173.6 (3)
O4—C9—C8	117.2 (10)	N2ⁱ—Cd1—O1ⁱⁱⁱ	94.0 (2)
O3—C9—C8	121.8 (10)	N1—Cd1—O1ⁱⁱⁱ	92.1 (2)
N1—C10—C11	122.2 (8)	O4ⁱⁱ—Cd1—O1ⁱⁱⁱ	95.2 (3)
N1—C10—H10	117.6	C10—N1—C14	119.6 (7)
C11—C10—H10	120.2	C10—N1—Cd1	124.5 (5)
C12—C11—C10	118.9 (8)	C14—N1—Cd1	115.8 (5)
C12—C11—H11	122.5	C17—N2—C18	117.0 (8)
C10—C11—H11	118.4	C17—N2—Cd1^iv	124.2 (7)
C11—C12—C13	117.9 (8)	C18—N2—Cd1^iv	118.5 (7)
C11—C12—C15	120.2 (8)	C7—O1—Cd1^v	146.8 (6)
C13—C12—C15	120.7 (7)	C9—O3—Cd1	128.4 (6)
C14—C13—C12	121.0 (8)	C9—O4—Cd1^vi	136.2 (7)
C14—C13—H13	119.2	Cd1—O5—H5Y	109.7
C12—C13—H13	119.6	Cd1—O5—H5X	109.7
N1—C14—C13	119.7 (8)	H5Y—O5—H5X	109.5
N1—C14—H14	120.9	H6X—O6—H6Y	105.0

C6—C1—C2—C3	0.0	C19—C15—C16—C17	−0.3 (15)
C7—C1—C2—C3	−177.8 (7)	C12—C15—C16—C17	178.4 (9)
C6—C1—C2—C8	−179.2 (7)	C15—C16—C17—N2	5.9 (16)
C7—C1—C2—C8	3.1 (8)	C16—C15—C19—C18	−3.8 (15)
C1—C2—C3—C4	0.0	C12—C15—C19—C18	177.5 (8)
C8—C2—C3—C4	179.1 (7)	N2—C18—C19—C15	3.3 (16)
C1—C2—C3—Br1	−178.6 (5)	C11—C10—N1—C14	3.9 (17)
C8—C2—C3—Br1	0.5 (7)	C11—C10—N1—Cd1	−178.8 (8)
C2—C3—C4—C5	0.0	C13—C14—N1—C10	−2.8 (17)
Br1—C3—C4—C5	178.7 (4)	C13—C14—N1—Cd1	179.7 (8)
C3—C4—C5—C6	0.0	O5—Cd1—N1—C10	−120.4 (10)
C4—C5—C6—C1	0.0	O3—Cd1—N1—C10	−27.7 (10)
C2—C1—C6—C5	0.0	O4ⁱⁱ—Cd1—N1—C10	63.4 (10)
C7—C1—C6—C5	177.8 (7)	O1ⁱⁱⁱ—Cd1—N1—C10	158.5 (10)
C2—C1—C7—O1	−109.3 (9)	O5—Cd1—N1—C14	57.1 (9)
C6—C1—C7—O1	73.0 (11)	O3—Cd1—N1—C14	149.7 (9)
C2—C1—C7—O2	70.6 (10)	O4ⁱⁱ—Cd1—N1—C14	−119.1 (9)
C6—C1—C7—O2	−107.1 (8)	O1ⁱⁱⁱ—Cd1—N1—C14	−24.0 (9)
C1—C2—C8—C9	−100.5 (9)	C16—C17—N2—C18	−6.4 (16)
C3—C2—C8—C9	80.4 (9)	C16—C17—N2—Cd1^iv	179.6 (8)
C2—C8—C9—O4	−177.7 (8)	C19—C18—N2—C17	1.8 (16)
C2—C8—C9—O3	1.9 (14)	C19—C18—N2—Cd1^iv	176.2 (8)
N1—C10—C11—C12	−6.9 (16)	O2—C7—O1—Cd1^v	151.1 (10)
C10—C11—C12—C13	8.3 (14)	C1—C7—O1—Cd1^v	−29 (2)
C10—C11—C12—C15	176.2 (9)	O4—C9—O3—Cd1	8.0 (13)
C11—C12—C13—C14	−7.6 (14)	C8—C9—O3—Cd1	−171.6 (6)
C15—C12—C13—C14	−175.3 (9)	O5—Cd1—O3—C9	16.6 (8)
C12—C13—C14—N1	4.6 (16)	N2ⁱ—Cd1—O3—C9	112.2 (8)
C11—C12—C15—C19	150.4 (10)	N1—Cd1—O3—C9	−69.5 (8)
C13—C12—C15—C19	−42.1 (13)	O4ⁱⁱ—Cd1—O3—C9	−156.7 (8)
C11—C12—C15—C16	−28.3 (13)	O3—C9—O4—Cd1^vi	−152.0 (7)
C13—C12—C15—C16	139.1 (9)	C8—C9—O4—Cd1^vi	27.7 (13)

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

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5X···O3^vi	0.85	2.47	2.963 (8)	118
O5—H5Y···O2^vi	0.85	2.22	2.731 (9)	119
O6—H6X···O1	0.85	2.51	3.201 (9)	139
O6—H6Y···O2	0.85	2.14	2.643 (9)	117

Symmetry code: (vi) −x+1, y−1/2, −z+2.

Experimental details

Crystal data
Chemical formula	[Cd(C₉H₅BrO₄)(C₁₀H₈N₂)(H₂O)]·H₂O
M_r	561.66
Crystal system, space group	Monoclinic, P2₁
Temperature (K)	291
a, b, c (Å)	9.3257 (19), 9.1312 (18), 11.652 (2)
β (°)	101.344 (4)
V (Å³)	972.8 (3)
Z	2
Radiation type	Mo Kα
µ (mm⁻¹)	3.22
Crystal size (mm)	0.29 × 0.26 × 0.23

Data collection
Diffractometer	Bruker APEXII CCD
Absorption correction	Multi-scan (SADABS; Bruker, 2001)
T_min, T_max	0.466, 0.538
No. of measured, independent and observed [I > 2σ(I)] reflections	5248, 3122, 2807
R_int	0.033
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.049, 0.118, 1.05
No. of reflections	3122
No. of parameters	251
No. of restraints	1
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.49, −0.93
Absolute structure	Flack (1983), 1096 Friedel pairs
Absolute structure parameter	0.07 (2)

Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), XP in SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O5—H5X···O3ⁱ	0.85	2.47	2.963 (8)	118
O5—H5Y···O2ⁱ	0.85	2.22	2.731 (9)	119
O6—H6X···O1	0.85	2.51	3.201 (9)	139
O6—H6Y···O2	0.85	2.14	2.643 (9)	117

Symmetry code: (i) −x+1, y−1/2, −z+2.

Acknowledgements

This work was financially supported by the Science and Technology Project of the State General Administration of Quality Supervision, Inspection and Quarantine (grant Nos. 2011QK121 and 2011QK122).

References

Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Bruker (2001). SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2007). APEX2 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Flack, H. D. (1983). Acta Cryst. A39, 876–881. CrossRef CAS Web of Science IUCr Journals Google Scholar
Liu, Y., He, R., Wang, F., Lu, C. & Meng, Q. (2010). Inorg. Chem. Commun. 13, 1375–1379. Web of Science CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar

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