Diaqua-bis-{1-[(1H-benzimidazol-2-yl)meth-yl]-1H-1,2,4-triazole-κN}bis-(2,4,5-tricarb-oxy-benzoato-κO)cadmium dihydrate.

In the title complex, [Cd(C(10)H(5)O(8))(2)(C(10)H(9)N(5))(2)(H(2)O)(2)]·2H(2)O, the Cd(II) ion lies on an inversion center and is coordinated by two N atoms from two symmetry-related 1-[(1H-benzimidazol-2-yl)meth-yl]-1H-1,2,4-triazole ligands and two O atoms from two monodeprotonated 2,4,5-tricarb-oxy-benzoate anions in equatorial positions and by two water O atoms in axial positions, leading to a distorted octa-hedral environment. In the crystal, complex mol-ecules and solvent water mol-ecules are linked through inter-molecular O-H⋯O, O-H⋯N and N-H⋯O hydrogen bonds into a three-dimensional network. Intra-molecular O-H⋯O hydrogen bonds are also present.

Related literature

For background information on complexes constructed from N-heterocyclic ligands and aromatic polycarboxyl­ate anions, see: Braverman et al. (2007 ▶); Liu et al. (2010 ▶); Prajapati et al. (2009 ▶).

Experimental

Crystal data

[Cd(C10H5O8)2(C10H9N5)2(H2O)2]·2H2O

M = 1089.19

Triclinic,

a = 7.7005 (15) Å

b = 8.6131 (17) Å

c = 17.460 (3) Å

α = 75.98 (3)°

β = 82.55 (3)°

γ = 70.60 (3)°

V = 1058.2 (3) Å3

Z = 1

Mo Kα radiation

μ = 0.62 mm−1

T = 293 K

0.19 × 0.18 × 0.15 mm

Data collection

Rigaku Saturn CCD diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2004 ▶) T min = 0.892, T max = 0.913

12522 measured reflections

4987 independent reflections

4758 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.084

S = 1.05

4987 reflections

322 parameters

H-atom parameters constrained

Δρmax = 0.66 e Å−3

Δρmin = −0.65 e Å−3

Data collection: CrystalClear (Rigaku/MSC, 2004 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812000384/wm2579sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812000384/wm2579Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cd(C10H5O8)2(C10H9N5)2(H2O)2]·2H2O	Z = 1
Mr = 1089.19	F(000) = 554
Triclinic, P1	Dx = 1.709 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.7005 (15) Å	Cell parameters from 3785 reflections
b = 8.6131 (17) Å	θ = 2.4–27.9°
c = 17.460 (3) Å	µ = 0.62 mm−1
α = 75.98 (3)°	T = 293 K
β = 82.55 (3)°	Prism, colourless
γ = 70.60 (3)°	0.19 × 0.18 × 0.15 mm
V = 1058.2 (3) Å3

Rigaku Saturn CCD diffractometer	4987 independent reflections
Radiation source: fine-focus sealed tube	4758 reflections with I > 2σ(I)
graphite	Rint = 0.023
Detector resolution: 28.5714 pixels mm-1	θmax = 27.9°, θmin = 2.4°
ω scans	h = −10→10
Absorption correction: multi-scan (CrystalClear; Rigaku/MSC, 2004)	k = −11→11
Tmin = 0.892, Tmax = 0.913	l = −22→21
12522 measured reflections

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.084	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0457P)2 + 0.6556P] where P = (Fo2 + 2Fc2)/3
4987 reflections	(Δ/σ)max < 0.001
322 parameters	Δρmax = 0.66 e Å−3
0 restraints	Δρmin = −0.65 e Å−3

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.

	x	y	z	Uiso*/Ueq
Cd1	0.0000	1.0000	0.0000	0.01995 (7)
N1	0.2410 (2)	0.7537 (2)	0.04738 (11)	0.0250 (4)
N2	0.5217 (3)	0.6030 (2)	0.09222 (12)	0.0295 (4)
N3	0.4177 (2)	0.5005 (2)	0.09340 (11)	0.0238 (4)
N4	0.4526 (3)	0.3824 (2)	0.25900 (11)	0.0269 (4)
N5	0.6329 (3)	0.1335 (2)	0.24746 (12)	0.0321 (4)
H5A	0.6930	0.0485	0.2268	0.038*
O1	−0.0272 (2)	1.1045 (2)	0.11147 (9)	0.0285 (3)
O2	0.1184 (3)	1.2920 (2)	0.05454 (10)	0.0385 (4)
O3	0.3379 (3)	0.9741 (2)	0.18617 (10)	0.0397 (4)
H3	0.2496	0.9980	0.1563	0.048*
O4	0.3395 (3)	0.9197 (2)	0.31666 (10)	0.0389 (4)
O5	0.0260 (4)	1.3218 (2)	0.46604 (11)	0.0573 (6)
H5	0.0324	1.3638	0.5046	0.069*
O6	−0.0760 (3)	1.5906 (2)	0.40745 (11)	0.0558 (6)
O7	−0.3986 (2)	1.6650 (2)	0.30619 (11)	0.0410 (4)
H7	−0.4707	1.7657	0.3002	0.049*
O8	−0.2047 (2)	1.78648 (19)	0.22713 (10)	0.0308 (3)
O9	0.2285 (2)	1.1153 (2)	−0.06019 (9)	0.0309 (4)
H9A	0.2325	1.1543	−0.1098	0.037*
H9B	0.2115	1.1975	−0.0383	0.037*
O10	0.1906 (3)	0.6873 (2)	0.23452 (12)	0.0431 (4)
H10A	0.0737	0.7278	0.2353	0.052*
H10B	0.1948	0.5903	0.2295	0.052*
C1	0.0434 (3)	1.2165 (3)	0.11195 (12)	0.0216 (4)
C2	0.2772 (3)	1.0108 (3)	0.24903 (13)	0.0231 (4)
C3	−0.0278 (3)	1.4403 (3)	0.40573 (13)	0.0293 (5)
C4	−0.2513 (3)	1.6628 (3)	0.26677 (12)	0.0233 (4)
C5	0.0265 (3)	1.2716 (2)	0.18958 (11)	0.0189 (4)
C6	0.1271 (3)	1.1709 (2)	0.25503 (12)	0.0200 (4)
C7	0.0996 (3)	1.2271 (3)	0.32503 (12)	0.0230 (4)
H7A	0.1636	1.1578	0.3688	0.028*
C8	−0.0216 (3)	1.3844 (3)	0.33102 (12)	0.0219 (4)
C9	−0.1177 (3)	1.4889 (2)	0.26518 (12)	0.0201 (4)
C10	−0.0942 (3)	1.4299 (3)	0.19571 (12)	0.0205 (4)
H10	−0.1609	1.4980	0.1524	0.025*
C11	0.4094 (3)	0.7527 (3)	0.06434 (13)	0.0274 (4)
H11	0.4418	0.8504	0.0567	0.033*
C12	0.2522 (3)	0.5920 (3)	0.06641 (13)	0.0248 (4)
H12	0.1590	0.5491	0.0616	0.030*
C13	0.4912 (3)	0.3198 (3)	0.12359 (13)	0.0265 (4)
H13A	0.6060	0.2753	0.0944	0.032*
H13B	0.4048	0.2659	0.1153	0.032*
C14	0.5248 (3)	0.2790 (3)	0.20956 (13)	0.0243 (4)
C15	0.5184 (4)	0.2989 (3)	0.33352 (14)	0.0320 (5)
C16	0.4865 (5)	0.3505 (4)	0.40519 (16)	0.0488 (7)
H16	0.4082	0.4564	0.4104	0.059*
C17	0.5784 (7)	0.2342 (5)	0.46774 (18)	0.0706 (11)
H17	0.5617	0.2624	0.5169	0.085*
C18	0.6953 (7)	0.0761 (5)	0.4597 (2)	0.0862 (15)
H18	0.7548	0.0026	0.5038	0.103*
C19	0.7268 (6)	0.0237 (4)	0.3894 (2)	0.0657 (10)
H19	0.8050	−0.0824	0.3845	0.079*
C20	0.6336 (4)	0.1404 (3)	0.32615 (15)	0.0368 (6)

	U11	U22	U33	U12	U13	U23
Cd1	0.02136 (11)	0.02025 (12)	0.01892 (11)	−0.00516 (8)	−0.00346 (7)	−0.00608 (8)
N1	0.0255 (9)	0.0240 (9)	0.0242 (9)	−0.0046 (7)	−0.0072 (7)	−0.0039 (7)
N2	0.0256 (9)	0.0314 (10)	0.0325 (10)	−0.0098 (8)	−0.0068 (8)	−0.0045 (8)
N3	0.0241 (9)	0.0229 (9)	0.0233 (9)	−0.0048 (7)	−0.0042 (7)	−0.0049 (7)
N4	0.0312 (10)	0.0244 (9)	0.0232 (9)	−0.0056 (8)	−0.0024 (7)	−0.0054 (7)
N5	0.0381 (11)	0.0205 (9)	0.0326 (10)	0.0016 (8)	−0.0093 (9)	−0.0078 (8)
O1	0.0361 (8)	0.0321 (8)	0.0249 (8)	−0.0147 (7)	−0.0028 (6)	−0.0138 (7)
O2	0.0639 (12)	0.0396 (10)	0.0224 (8)	−0.0281 (9)	0.0055 (8)	−0.0134 (7)
O3	0.0416 (10)	0.0385 (10)	0.0295 (9)	0.0115 (8)	−0.0087 (7)	−0.0199 (8)
O4	0.0429 (10)	0.0274 (9)	0.0284 (9)	0.0143 (7)	−0.0057 (7)	−0.0062 (7)
O5	0.1076 (18)	0.0305 (10)	0.0227 (9)	0.0044 (11)	−0.0244 (10)	−0.0108 (8)
O6	0.1015 (18)	0.0260 (9)	0.0304 (9)	0.0067 (10)	−0.0248 (11)	−0.0153 (8)
O7	0.0338 (9)	0.0192 (8)	0.0515 (11)	0.0072 (7)	0.0105 (8)	−0.0020 (8)
O8	0.0371 (9)	0.0181 (7)	0.0327 (8)	−0.0030 (7)	−0.0017 (7)	−0.0049 (6)
O9	0.0377 (9)	0.0342 (9)	0.0268 (8)	−0.0191 (7)	0.0033 (7)	−0.0087 (7)
O10	0.0361 (10)	0.0288 (9)	0.0634 (13)	−0.0049 (8)	−0.0022 (9)	−0.0154 (9)
C1	0.0242 (10)	0.0206 (10)	0.0198 (9)	−0.0014 (8)	−0.0067 (8)	−0.0086 (8)
C2	0.0209 (9)	0.0193 (10)	0.0287 (11)	0.0001 (8)	−0.0045 (8)	−0.0116 (8)
C3	0.0406 (13)	0.0221 (10)	0.0194 (10)	0.0029 (9)	−0.0063 (9)	−0.0089 (8)
C4	0.0281 (10)	0.0173 (10)	0.0191 (9)	0.0024 (8)	−0.0060 (8)	−0.0051 (8)
C5	0.0202 (9)	0.0196 (9)	0.0186 (9)	−0.0050 (8)	−0.0025 (7)	−0.0081 (8)
C6	0.0209 (9)	0.0171 (9)	0.0214 (9)	−0.0013 (8)	−0.0038 (7)	−0.0078 (8)
C7	0.0269 (10)	0.0188 (10)	0.0190 (9)	0.0018 (8)	−0.0075 (8)	−0.0056 (8)
C8	0.0271 (10)	0.0173 (9)	0.0181 (9)	0.0006 (8)	−0.0046 (8)	−0.0067 (8)
C9	0.0205 (9)	0.0166 (9)	0.0209 (9)	−0.0003 (7)	−0.0026 (7)	−0.0065 (8)
C10	0.0217 (9)	0.0186 (9)	0.0190 (9)	−0.0009 (8)	−0.0075 (7)	−0.0040 (8)
C11	0.0275 (11)	0.0282 (11)	0.0282 (11)	−0.0101 (9)	−0.0066 (9)	−0.0045 (9)
C12	0.0246 (10)	0.0254 (10)	0.0246 (10)	−0.0064 (8)	−0.0057 (8)	−0.0055 (8)
C13	0.0280 (11)	0.0212 (10)	0.0263 (11)	−0.0009 (8)	−0.0046 (8)	−0.0060 (8)
C14	0.0248 (10)	0.0207 (10)	0.0258 (10)	−0.0041 (8)	−0.0039 (8)	−0.0050 (8)
C15	0.0439 (14)	0.0280 (12)	0.0247 (11)	−0.0144 (10)	−0.0037 (10)	−0.0015 (9)
C16	0.080 (2)	0.0409 (15)	0.0287 (13)	−0.0232 (15)	0.0006 (13)	−0.0085 (12)
C17	0.132 (4)	0.061 (2)	0.0241 (14)	−0.038 (2)	−0.0179 (18)	−0.0009 (14)
C18	0.154 (4)	0.055 (2)	0.0416 (19)	−0.024 (3)	−0.048 (2)	0.0148 (16)
C19	0.102 (3)	0.0344 (16)	0.0494 (18)	−0.0056 (17)	−0.0356 (19)	0.0053 (14)
C20	0.0507 (15)	0.0271 (12)	0.0311 (12)	−0.0107 (11)	−0.0137 (11)	0.0008 (10)

Cd1—O1i	2.2933 (15)	O10—H10A	0.8500
Cd1—O1	2.2933 (15)	O10—H10B	0.8500
Cd1—O9i	2.3154 (17)	C1—C5	1.518 (3)
Cd1—O9	2.3155 (17)	C2—C6	1.493 (3)
Cd1—N1i	2.358 (2)	C3—C8	1.486 (3)
Cd1—N1	2.358 (2)	C4—C9	1.514 (3)
N1—C12	1.327 (3)	C5—C10	1.392 (3)
N1—C11	1.364 (3)	C5—C6	1.400 (3)
N2—C11	1.308 (3)	C6—C7	1.387 (3)
N2—N3	1.371 (3)	C7—C8	1.386 (3)
N3—C12	1.332 (3)	C7—H7A	0.9300
N3—C13	1.454 (3)	C8—C9	1.399 (3)
N4—C14	1.329 (3)	C9—C10	1.394 (3)
N4—C15	1.394 (3)	C10—H10	0.9300
N5—C14	1.323 (3)	C11—H11	0.9300
N5—C20	1.390 (3)	C12—H12	0.9300
N5—H5A	0.8600	C13—C14	1.493 (3)
O1—C1	1.257 (3)	C13—H13A	0.9700
O2—C1	1.243 (3)	C13—H13B	0.9700
O3—C2	1.208 (3)	C15—C20	1.385 (4)
O3—H3	0.8501	C15—C16	1.393 (4)
O4—C2	1.299 (3)	C16—C17	1.377 (4)
O5—C3	1.278 (3)	C16—H16	0.9300
O5—H5	0.8504	C17—C18	1.389 (6)
O6—C3	1.229 (3)	C17—H17	0.9300
O7—C4	1.245 (3)	C18—C19	1.374 (5)
O7—H7	0.8500	C18—H18	0.9300
O8—C4	1.255 (3)	C19—C20	1.390 (4)
O9—H9A	0.8501	C19—H19	0.9300
O9—H9B	0.8499
O1i—Cd1—O1	180.0	C7—C6—C5	119.85 (18)
O1i—Cd1—O9i	93.80 (6)	C7—C6—C2	118.63 (18)
O1—Cd1—O9i	86.20 (6)	C5—C6—C2	121.27 (18)
O1i—Cd1—O9	86.20 (6)	C8—C7—C6	121.30 (19)
O1—Cd1—O9	93.80 (6)	C8—C7—H7A	119.3
O9i—Cd1—O9	180.000 (1)	C6—C7—H7A	119.4
O1i—Cd1—N1i	93.81 (7)	C7—C8—C9	119.42 (18)
O1—Cd1—N1i	86.19 (7)	C7—C8—C3	117.30 (18)
O9i—Cd1—N1i	86.47 (7)	C9—C8—C3	122.97 (18)
O9—Cd1—N1i	93.53 (7)	C10—C9—C8	119.14 (18)
O1i—Cd1—N1	86.19 (7)	C10—C9—C4	118.22 (18)
O1—Cd1—N1	93.81 (7)	C8—C9—C4	122.62 (18)
O9i—Cd1—N1	93.53 (7)	C5—C10—C9	121.59 (18)
O9—Cd1—N1	86.47 (7)	C5—C10—H10	119.2
N1i—Cd1—N1	180.00 (9)	C9—C10—H10	119.2
C12—N1—C11	103.37 (18)	N2—C11—N1	114.5 (2)
C12—N1—Cd1	132.41 (15)	N2—C11—H11	122.7
C11—N1—Cd1	124.19 (15)	N1—C11—H11	122.7
C11—N2—N3	102.43 (17)	N1—C12—N3	109.49 (19)
C12—N3—N2	110.17 (18)	N1—C12—H12	125.3
C12—N3—C13	129.49 (19)	N3—C12—H12	125.3
N2—N3—C13	120.31 (17)	N3—C13—C14	111.69 (18)
C14—N4—C15	108.15 (19)	N3—C13—H13A	109.3
C14—N5—C20	108.8 (2)	C14—C13—H13A	109.3
C14—N5—H5A	125.6	N3—C13—H13B	109.3
C20—N5—H5A	125.6	C14—C13—H13B	109.3
C1—O1—Cd1	120.44 (14)	H13A—C13—H13B	107.9
C2—O3—H3	109.5	N5—C14—N4	110.1 (2)
C3—O5—H5	109.4	N5—C14—C13	124.4 (2)
C4—O7—H7	109.5	N4—C14—C13	125.46 (19)
Cd1—O9—H9A	120.9	C20—C15—C16	122.0 (2)
Cd1—O9—H9B	103.5	C20—C15—N4	106.7 (2)
H9A—O9—H9B	106.5	C16—C15—N4	131.3 (2)
H10A—O10—H10B	95.5	C17—C16—C15	115.6 (3)
O2—C1—O1	126.63 (19)	C17—C16—H16	122.2
O2—C1—C5	116.63 (18)	C15—C16—H16	122.2
O1—C1—C5	116.65 (18)	C16—C17—C18	122.1 (3)
O3—C2—O4	123.89 (19)	C16—C17—H17	118.9
O3—C2—C6	122.1 (2)	C18—C17—H17	118.9
O4—C2—C6	113.95 (18)	C19—C18—C17	122.8 (3)
O6—C3—O5	123.4 (2)	C19—C18—H18	118.6
O6—C3—C8	121.3 (2)	C17—C18—H18	118.6
O5—C3—C8	115.20 (19)	C18—C19—C20	115.4 (3)
O7—C4—O8	127.6 (2)	C18—C19—H19	122.3
O7—C4—C9	115.04 (19)	C20—C19—H19	122.3
O8—C4—C9	117.30 (19)	C15—C20—N5	106.2 (2)
C10—C5—C6	118.63 (18)	C15—C20—C19	122.2 (3)
C10—C5—C1	118.31 (17)	N5—C20—C19	131.6 (3)
C6—C5—C1	123.07 (17)
O1i—Cd1—N1—C12	−65.3 (2)	C7—C8—C9—C4	−179.5 (2)
O1—Cd1—N1—C12	114.7 (2)	C3—C8—C9—C4	−6.1 (3)
O9i—Cd1—N1—C12	28.3 (2)	O7—C4—C9—C10	107.0 (2)
O9—Cd1—N1—C12	−151.7 (2)	O8—C4—C9—C10	−71.0 (3)
N1i—Cd1—N1—C12	147 (100)	O7—C4—C9—C8	−71.2 (3)
O1i—Cd1—N1—C11	117.24 (18)	O8—C4—C9—C8	110.8 (2)
O1—Cd1—N1—C11	−62.76 (18)	C6—C5—C10—C9	−0.5 (3)
O9i—Cd1—N1—C11	−149.18 (17)	C1—C5—C10—C9	179.71 (19)
O9—Cd1—N1—C11	30.82 (17)	C8—C9—C10—C5	−1.9 (3)
N1i—Cd1—N1—C11	−30 (100)	C4—C9—C10—C5	179.80 (19)
C11—N2—N3—C12	0.3 (2)	N3—N2—C11—N1	−0.1 (3)
C11—N2—N3—C13	−177.99 (19)	C12—N1—C11—N2	−0.1 (3)
O1i—Cd1—O1—C1	44 (100)	Cd1—N1—C11—N2	178.02 (15)
O9i—Cd1—O1—C1	−166.06 (16)	C11—N1—C12—N3	0.2 (2)
O9—Cd1—O1—C1	13.94 (16)	Cd1—N1—C12—N3	−177.62 (14)
N1i—Cd1—O1—C1	−79.36 (16)	N2—N3—C12—N1	−0.3 (3)
N1—Cd1—O1—C1	100.64 (16)	C13—N3—C12—N1	177.7 (2)
Cd1—O1—C1—O2	6.3 (3)	C12—N3—C13—C14	−113.5 (2)
Cd1—O1—C1—C5	−177.03 (12)	N2—N3—C13—C14	64.4 (3)
O2—C1—C5—C10	69.1 (3)	C20—N5—C14—N4	−0.3 (3)
O1—C1—C5—C10	−107.8 (2)	C20—N5—C14—C13	179.3 (2)
O2—C1—C5—C6	−110.6 (2)	C15—N4—C14—N5	0.2 (3)
O1—C1—C5—C6	72.4 (3)	C15—N4—C14—C13	−179.4 (2)
C10—C5—C6—C7	2.6 (3)	N3—C13—C14—N5	−161.6 (2)
C1—C5—C6—C7	−177.66 (19)	N3—C13—C14—N4	18.0 (3)
C10—C5—C6—C2	−171.46 (18)	C14—N4—C15—C20	0.0 (3)
C1—C5—C6—C2	8.3 (3)	C14—N4—C15—C16	179.6 (3)
O3—C2—C6—C7	−162.3 (2)	C20—C15—C16—C17	0.6 (4)
O4—C2—C6—C7	15.3 (3)	N4—C15—C16—C17	−178.9 (3)
O3—C2—C6—C5	11.8 (3)	C15—C16—C17—C18	0.1 (6)
O4—C2—C6—C5	−170.64 (19)	C16—C17—C18—C19	−0.5 (7)
C5—C6—C7—C8	−2.3 (3)	C17—C18—C19—C20	0.2 (7)
C2—C6—C7—C8	171.9 (2)	C16—C15—C20—N5	−179.8 (2)
C6—C7—C8—C9	−0.2 (3)	N4—C15—C20—N5	−0.2 (3)
C6—C7—C8—C3	−174.0 (2)	C16—C15—C20—C19	−1.0 (5)
O6—C3—C8—C7	154.1 (3)	N4—C15—C20—C19	178.6 (3)
O5—C3—C8—C7	−23.7 (3)	C14—N5—C20—C15	0.3 (3)
O6—C3—C8—C9	−19.5 (4)	C14—N5—C20—C19	−178.4 (3)
O5—C3—C8—C9	162.7 (2)	C18—C19—C20—C15	0.5 (5)
C7—C8—C9—C10	2.2 (3)	C18—C19—C20—N5	179.1 (4)
C3—C8—C9—C10	175.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O1	0.85	2.19	3.001 (3)	160
O5—H5···O6ii	0.85	1.77	2.611 (3)	168
O7—H7···O4iii	0.85	1.66	2.465 (2)	156
O9—H9A···O8iv	0.85	2.01	2.844 (2)	167
O9—H9B···O2	0.85	1.94	2.688 (2)	147
O10—H10A···O8v	0.85	2.05	2.887 (3)	169
O10—H10B···N4	0.85	2.21	2.704 (3)	117
N5—H5A···O8vi	0.86	2.13	2.922 (3)	153

Table 1

Selected bond lengths (Å)

Cd1—O1	2.2933 (15)
Cd1—O9	2.3155 (17)
Cd1—N1	2.358 (2)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O1	0.85	2.19	3.001 (3)	160
O5—H5⋯O6i	0.85	1.77	2.611 (3)	168
O7—H7⋯O4ii	0.85	1.66	2.465 (2)	156
O9—H9A⋯O8iii	0.85	2.01	2.844 (2)	167
O9—H9B⋯O2	0.85	1.94	2.688 (2)	147
O10—H10A⋯O8iv	0.85	2.05	2.887 (3)	169
O10—H10B⋯N4	0.85	2.21	2.704 (3)	117
N5—H5A⋯O8v	0.86	2.13	2.922 (3)	153

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .