catena-Poly[[aqua-[1,4-bis-(1H-imidazol-4-yl)benzene]cadmium]-μ(3)-5-methyl-isophthalato].

In the title coordination polymer, [Cd(C(9)H(6)O(4))(C(12)H(10)N(4))(H(2)O)](n), the Cd(II) atom has a NO(6) donor set and is coord-inated by five carboxyl-ate O atoms from three different 5-methyl-1,3-phenyl-enediacetate (pda(2-)) anions, one O atom from a water mol-ecule and one N atom from a 1,4-bis-(1H-imidazol-4-yl)benzene (L) ligand, displaying a highly distorted penta-gonal-bipyramidal geometry. Each pda(2-) anion acts as a μ(3)-bridge, linking Cd(II) atoms to form one-dimensional slabs extending parallel to [010]. In the crystal, adjacent mol-ecules are linked through N-H⋯N and N-H⋯O hydrogen bonds into a three-dimensional network.

Related literature

For background to class="Chemical">metal-organic hybrid materials, see: Bradshaw et al. (2005 ▶); Ockwig et al. (2005 ▶). For structures containing mixed ligands, see: Liu et al. (2007 ▶); Chen et al. (2006 ▶); Choi & Jeon (2003 ▶). For related structures, see: Chen et al. (2010 ▶; 2011 ▶).

Experimental

Crystal data

[class="Chemical">Cd(C9H6O4)(C12n class="Species">H10N4)(H2O)]

M = 518.80

Triclinic,

a = 6.9407 (9) Å

b = 9.8231 (13) Å

c = 15.506 (2) Å

α = 74.091 (2)°

β = 85.963 (2)°

γ = 70.707 (2)°

V = 959.4 (2) Å3

Z = 2

Mo Kα radiation

μ = 1.18 mm−1

T = 296 K

0.18 × 0.16 × 0.12 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.815, T max = 0.871

15863 measured reflections

4376 independent reflections

4161 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.026

wR(F 2) = 0.128

S = 1.09

4376 reflections

281 parameters

H-atom parameters constrained

Δρmax = 0.86 e Å−3

Δρmin = −0.80 e Å−3

Data collection: APEX2 (Bruker, 2008 ▶); cell refinement: SAINT (Bruker, 2008 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: XP in SHELXTL (Sheldrick, 2008 ▶) and class="Disease">DIAMOND (Brandenburg, 2000 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811030509/wm2517sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811030509/wm2517Isup2.hkl

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

[Cd(C9H6O4)(C12H10N4)(H2O)]	Z = 2
Mr = 518.80	F(000) = 516
Triclinic, P1	Dx = 1.789 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.9407 (9) Å	Cell parameters from 9986 reflections
b = 9.8231 (13) Å	θ = 2.7–27.6°
c = 15.506 (2) Å	µ = 1.18 mm−1
α = 74.091 (2)°	T = 296 K
β = 85.963 (2)°	Block, colorless
γ = 70.707 (2)°	0.18 × 0.16 × 0.12 mm
V = 959.4 (2) Å3

Bruker APEXII CCD diffractometer	4376 independent reflections
Radiation source: fine-focus sealed tube	4161 reflections with I > 2σ(I)
graphite	Rint = 0.022
φ and ω scans	θmax = 27.6°, θmin = 1.4°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −5→9
Tmin = 0.815, Tmax = 0.871	k = −12→12
15863 measured reflections	l = −20→20

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)] = 0.026	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.128	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.098P)2 + 0.8397P] where P = (Fo2 + 2Fc2)/3
4376 reflections	(Δ/σ)max = 0.002
281 parameters	Δρmax = 0.86 e Å−3
0 restraints	Δρmin = −0.80 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	0.70159 (3)	−0.20380 (2)	1.035182 (12)	0.02480 (12)
C1	0.9950 (5)	0.1669 (4)	0.5262 (2)	0.0261 (6)
H1	1.0841	0.1400	0.4815	0.031*
C2	0.9908 (5)	0.0593 (4)	0.6057 (2)	0.0267 (6)
H2	1.0746	−0.0391	0.6127	0.032*
C3	0.8630 (5)	0.0969 (3)	0.6747 (2)	0.0241 (6)
C4	0.7404 (5)	0.2448 (4)	0.6627 (2)	0.0311 (7)
H4	0.6565	0.2726	0.7087	0.037*
C5	0.7415 (6)	0.3520 (4)	0.5827 (2)	0.0328 (7)
H5	0.6569	0.4503	0.5756	0.039*
C6	0.8676 (5)	0.3143 (3)	0.5130 (2)	0.0243 (6)
C7	0.8556 (4)	−0.0187 (3)	0.7570 (2)	0.0226 (5)
C8	0.7980 (5)	−0.0084 (3)	0.8415 (2)	0.0262 (6)
H8	0.7546	0.0796	0.8597	0.031*
C9	0.8833 (5)	−0.2419 (3)	0.8451 (2)	0.0254 (6)
H9	0.9102	−0.3448	0.8648	0.031*
C10	0.8657 (5)	0.4250 (3)	0.4273 (2)	0.0246 (6)
C11	0.7830 (6)	0.5769 (4)	0.4057 (2)	0.0338 (7)
H11	0.7115	0.6347	0.4433	0.041*
C12	0.9308 (6)	0.5092 (4)	0.2888 (2)	0.0350 (7)
H12	0.9784	0.5146	0.2308	0.042*
C13	0.3642 (4)	−0.1324 (3)	0.83307 (19)	0.0197 (5)
C14	0.3608 (4)	−0.2719 (3)	0.88386 (19)	0.0213 (5)
H14	0.3291	−0.2864	0.9443	0.026*
C15	0.4045 (4)	−0.3895 (3)	0.8449 (2)	0.0212 (5)
C16	0.4601 (5)	−0.3674 (3)	0.7544 (2)	0.0248 (6)
H16	0.4972	−0.4477	0.7290	0.030*
C17	0.4607 (5)	−0.2279 (3)	0.7021 (2)	0.0236 (6)
C18	0.4118 (4)	−0.1095 (3)	0.7421 (2)	0.0216 (5)
H18	0.4110	−0.0152	0.7081	0.026*
C19	0.3244 (4)	−0.0102 (3)	0.8788 (2)	0.0219 (5)
C20	0.3822 (5)	−0.5364 (3)	0.8978 (2)	0.0263 (6)
C21	0.5132 (6)	−0.2039 (4)	0.6041 (2)	0.0337 (7)
H21A	0.5255	−0.1060	0.5810	0.050*
H21B	0.4073	−0.2125	0.5714	0.050*
H21C	0.6403	−0.2780	0.5977	0.050*
N1	0.8142 (4)	−0.1499 (3)	0.89632 (18)	0.0255 (5)
N2	0.9098 (4)	−0.1684 (3)	0.76096 (17)	0.0245 (5)
H2A	0.9531	−0.2078	0.7172	0.029*
N3	0.8263 (5)	0.6276 (3)	0.3174 (2)	0.0344 (6)
H3	0.7919	0.7195	0.2862	0.041*
N4	0.9599 (5)	0.3820 (3)	0.35234 (18)	0.0317 (6)
O1	0.4754 (5)	−0.6519 (3)	0.87238 (19)	0.0408 (6)
O2	0.2711 (4)	−0.5384 (3)	0.9641 (2)	0.0344 (6)
O3	0.3531 (4)	−0.0476 (3)	0.96292 (17)	0.0282 (5)
O4	0.2703 (4)	0.1241 (3)	0.83420 (17)	0.0345 (5)
O5	1.0670 (4)	−0.3593 (3)	1.07976 (18)	0.0375 (6)

	U11	U22	U33	U12	U13	U23
Cd1	0.04272 (18)	0.01512 (16)	0.01673 (15)	−0.01121 (11)	0.00698 (10)	−0.00380 (10)
C1	0.0299 (14)	0.0252 (15)	0.0192 (13)	−0.0072 (12)	0.0048 (11)	−0.0026 (11)
C2	0.0300 (14)	0.0203 (14)	0.0218 (14)	−0.0019 (11)	0.0034 (11)	−0.0013 (11)
C3	0.0292 (14)	0.0218 (14)	0.0177 (13)	−0.0080 (11)	0.0024 (11)	−0.0004 (11)
C4	0.0399 (17)	0.0245 (15)	0.0242 (15)	−0.0078 (13)	0.0128 (13)	−0.0051 (12)
C5	0.0430 (17)	0.0196 (14)	0.0275 (16)	−0.0039 (13)	0.0088 (13)	−0.0028 (12)
C6	0.0289 (14)	0.0229 (14)	0.0190 (13)	−0.0095 (11)	−0.0005 (11)	−0.0007 (11)
C7	0.0247 (13)	0.0199 (13)	0.0205 (13)	−0.0078 (10)	0.0034 (10)	−0.0013 (11)
C8	0.0343 (15)	0.0197 (14)	0.0225 (14)	−0.0081 (11)	0.0046 (11)	−0.0042 (11)
C9	0.0303 (14)	0.0192 (13)	0.0212 (14)	−0.0040 (11)	0.0037 (11)	−0.0022 (11)
C10	0.0309 (14)	0.0219 (14)	0.0207 (14)	−0.0108 (11)	0.0008 (11)	−0.0023 (11)
C11	0.0473 (19)	0.0228 (15)	0.0242 (15)	−0.0069 (13)	0.0038 (13)	−0.0013 (12)
C12	0.053 (2)	0.0300 (17)	0.0193 (15)	−0.0135 (15)	0.0011 (14)	−0.0014 (13)
C13	0.0239 (12)	0.0148 (12)	0.0210 (13)	−0.0068 (10)	−0.0010 (10)	−0.0047 (10)
C14	0.0256 (13)	0.0186 (13)	0.0170 (12)	−0.0055 (10)	0.0010 (10)	−0.0027 (10)
C15	0.0270 (13)	0.0142 (12)	0.0230 (14)	−0.0098 (10)	−0.0012 (10)	−0.0017 (10)
C16	0.0302 (14)	0.0202 (14)	0.0239 (14)	−0.0060 (11)	0.0038 (11)	−0.0088 (11)
C17	0.0280 (13)	0.0233 (14)	0.0192 (13)	−0.0074 (11)	0.0011 (10)	−0.0063 (11)
C18	0.0271 (13)	0.0170 (12)	0.0205 (13)	−0.0090 (10)	0.0001 (10)	−0.0021 (10)
C19	0.0268 (13)	0.0170 (13)	0.0237 (14)	−0.0083 (10)	0.0015 (10)	−0.0071 (11)
C20	0.0380 (16)	0.0144 (13)	0.0265 (15)	−0.0121 (11)	−0.0059 (12)	0.0006 (11)
C21	0.0416 (17)	0.0353 (18)	0.0250 (16)	−0.0131 (14)	0.0069 (13)	−0.0104 (13)
N1	0.0338 (13)	0.0205 (12)	0.0194 (12)	−0.0088 (10)	0.0043 (10)	−0.0019 (10)
N2	0.0289 (12)	0.0222 (12)	0.0177 (11)	−0.0036 (10)	0.0036 (9)	−0.0043 (9)
N3	0.0479 (16)	0.0234 (13)	0.0248 (14)	−0.0109 (12)	−0.0001 (12)	0.0040 (11)
N4	0.0429 (15)	0.0265 (14)	0.0190 (12)	−0.0070 (11)	0.0041 (11)	−0.0014 (11)
O1	0.0698 (18)	0.0153 (11)	0.0350 (13)	−0.0136 (11)	0.0124 (13)	−0.0058 (10)
O2	0.0423 (13)	0.0209 (12)	0.0370 (14)	−0.0133 (10)	0.0063 (11)	−0.0004 (10)
O3	0.0406 (13)	0.0226 (11)	0.0226 (12)	−0.0102 (9)	0.0013 (9)	−0.0081 (9)
O4	0.0589 (15)	0.0151 (10)	0.0270 (12)	−0.0103 (10)	0.0033 (11)	−0.0042 (9)
O5	0.0406 (13)	0.0366 (14)	0.0313 (13)	−0.0107 (11)	0.0052 (10)	−0.0063 (11)

Cd1—N1	2.222 (3)	C11—H11	0.9300
Cd1—O1i	2.315 (3)	C12—N3	1.325 (5)
Cd1—O3ii	2.380 (3)	C12—N4	1.326 (4)
Cd1—O4ii	2.404 (2)	C12—H12	0.9300
Cd1—O2i	2.473 (3)	C13—C14	1.388 (4)
Cd1—O5	2.520 (3)	C13—C18	1.399 (4)
Cd1—O3	2.539 (3)	C13—C19	1.497 (4)
Cd1—C20i	2.716 (3)	C14—C15	1.384 (4)
Cd1—C19ii	2.735 (3)	C14—H14	0.9300
C1—C6	1.392 (4)	C15—C16	1.407 (4)
C1—C2	1.392 (4)	C15—C20	1.503 (4)
C1—H1	0.9300	C16—C17	1.389 (4)
C2—C3	1.391 (4)	C16—H16	0.9300
C2—H2	0.9300	C17—C18	1.399 (4)
C3—C4	1.388 (4)	C17—C21	1.510 (4)
C3—C7	1.469 (4)	C18—H18	0.9300
C4—C5	1.391 (5)	C19—O4	1.252 (4)
C4—H4	0.9300	C19—O3	1.266 (4)
C5—C6	1.394 (5)	C19—Cd1ii	2.735 (3)
C5—H5	0.9300	C20—O2	1.241 (5)
C6—C10	1.465 (4)	C20—O1	1.260 (4)
C7—C8	1.364 (4)	C20—Cd1i	2.716 (3)
C7—N2	1.377 (4)	C21—H21A	0.9600
C8—N1	1.389 (4)	C21—H21B	0.9600
C8—H8	0.9300	C21—H21C	0.9600
C9—N1	1.315 (4)	N2—H2A	0.8600
C9—N2	1.340 (4)	N3—H3	0.8600
C9—H9	0.9300	O1—Cd1i	2.315 (3)
C10—C11	1.362 (5)	O2—Cd1i	2.473 (3)
C10—N4	1.392 (4)	O3—Cd1ii	2.380 (3)
C11—N3	1.371 (5)	O4—Cd1ii	2.404 (2)
N1—Cd1—O1i	142.24 (10)	N2—C9—H9	124.3
N1—Cd1—O3ii	88.65 (10)	C11—C10—N4	109.0 (3)
O1i—Cd1—O3ii	121.73 (9)	C11—C10—C6	129.7 (3)
N1—Cd1—O4ii	133.01 (10)	N4—C10—C6	121.3 (3)
O1i—Cd1—O4ii	84.74 (9)	C10—C11—N3	106.4 (3)
O3ii—Cd1—O4ii	54.72 (8)	C10—C11—H11	126.8
N1—Cd1—O2i	93.84 (10)	N3—C11—H11	126.8
O1i—Cd1—O2i	54.45 (9)	N3—C12—N4	112.3 (3)
O3ii—Cd1—O2i	175.37 (8)	N3—C12—H12	123.8
O4ii—Cd1—O2i	125.04 (9)	N4—C12—H12	123.8
N1—Cd1—O5	86.01 (9)	C14—C13—C18	120.3 (3)
O1i—Cd1—O5	101.86 (10)	C14—C13—C19	118.4 (3)
O3ii—Cd1—O5	109.61 (10)	C18—C13—C19	121.2 (3)
O4ii—Cd1—O5	81.20 (9)	C15—C14—C13	120.2 (3)
O2i—Cd1—O5	74.49 (10)	C15—C14—H14	119.9
N1—Cd1—O3	84.46 (9)	C13—C14—H14	119.9
O1i—Cd1—O3	84.22 (10)	C14—C15—C16	119.2 (3)
O3ii—Cd1—O3	72.80 (10)	C14—C15—C20	120.1 (3)
O4ii—Cd1—O3	107.31 (9)	C16—C15—C20	120.6 (3)
O2i—Cd1—O3	103.55 (9)	C17—C16—C15	121.3 (3)
O5—Cd1—O3	170.12 (9)	C17—C16—H16	119.4
N1—Cd1—C20i	119.82 (10)	C15—C16—H16	119.4
O1i—Cd1—C20i	27.56 (10)	C16—C17—C18	118.7 (3)
O3ii—Cd1—C20i	149.23 (10)	C16—C17—C21	120.9 (3)
O4ii—Cd1—C20i	104.05 (9)	C18—C17—C21	120.5 (3)
O2i—Cd1—C20i	27.15 (10)	C13—C18—C17	120.2 (3)
O5—Cd1—C20i	85.50 (10)	C13—C18—H18	119.9
O3—Cd1—C20i	96.99 (9)	C17—C18—H18	119.9
N1—Cd1—C19ii	112.60 (10)	O4—C19—O3	121.7 (3)
O1i—Cd1—C19ii	103.13 (9)	O4—C19—C13	120.5 (3)
O3ii—Cd1—C19ii	27.54 (9)	O3—C19—C13	117.8 (3)
O4ii—Cd1—C19ii	27.23 (9)	O4—C19—Cd1ii	61.48 (16)
O2i—Cd1—C19ii	151.79 (10)	O3—C19—Cd1ii	60.39 (17)
O5—Cd1—C19ii	96.88 (9)	C13—C19—Cd1ii	173.5 (2)
O3—Cd1—C19ii	89.19 (8)	O2—C20—O1	122.8 (3)
C20i—Cd1—C19ii	127.55 (10)	O2—C20—C15	118.6 (3)
C6—C1—C2	120.8 (3)	O1—C20—C15	118.6 (3)
C6—C1—H1	119.6	O2—C20—Cd1i	65.48 (18)
C2—C1—H1	119.6	O1—C20—Cd1i	58.25 (17)
C3—C2—C1	120.9 (3)	C15—C20—Cd1i	168.7 (2)
C3—C2—H2	119.5	C17—C21—H21A	109.5
C1—C2—H2	119.5	C17—C21—H21B	109.5
C4—C3—C2	118.4 (3)	H21A—C21—H21B	109.5
C4—C3—C7	121.3 (3)	C17—C21—H21C	109.5
C2—C3—C7	120.3 (3)	H21A—C21—H21C	109.5
C3—C4—C5	120.7 (3)	H21B—C21—H21C	109.5
C3—C4—H4	119.6	C9—N1—C8	105.8 (3)
C5—C4—H4	119.6	C9—N1—Cd1	127.0 (2)
C4—C5—C6	121.0 (3)	C8—N1—Cd1	126.6 (2)
C4—C5—H5	119.5	C9—N2—C7	107.9 (3)
C6—C5—H5	119.5	C9—N2—H2A	126.1
C1—C6—C5	118.1 (3)	C7—N2—H2A	126.1
C1—C6—C10	120.3 (3)	C12—N3—C11	107.5 (3)
C5—C6—C10	121.6 (3)	C12—N3—H3	126.3
C8—C7—N2	105.6 (3)	C11—N3—H3	126.3
C8—C7—C3	131.0 (3)	C12—N4—C10	104.8 (3)
N2—C7—C3	123.3 (3)	C20—O1—Cd1i	94.2 (2)
C7—C8—N1	109.3 (3)	C20—O2—Cd1i	87.4 (2)
C7—C8—H8	125.4	C19—O3—Cd1ii	92.07 (19)
N1—C8—H8	125.4	C19—O3—Cd1	121.7 (2)
N1—C9—N2	111.4 (3)	Cd1ii—O3—Cd1	107.20 (10)
N1—C9—H9	124.3	C19—O4—Cd1ii	91.29 (19)
C6—C1—C2—C3	−1.6 (5)	O3ii—Cd1—N1—C9	178.6 (3)
C1—C2—C3—C4	−0.4 (5)	O4ii—Cd1—N1—C9	142.9 (2)
C1—C2—C3—C7	178.2 (3)	O2i—Cd1—N1—C9	−5.3 (3)
C2—C3—C4—C5	1.6 (5)	O5—Cd1—N1—C9	68.9 (3)
C7—C3—C4—C5	−176.9 (3)	O3—Cd1—N1—C9	−108.5 (3)
C3—C4—C5—C6	−0.9 (6)	C20i—Cd1—N1—C9	−13.6 (3)
C2—C1—C6—C5	2.3 (5)	C19ii—Cd1—N1—C9	164.7 (3)
C2—C1—C6—C10	−176.8 (3)	O1i—Cd1—N1—C8	134.4 (3)
C4—C5—C6—C1	−1.1 (5)	O3ii—Cd1—N1—C8	−11.6 (3)
C4—C5—C6—C10	178.0 (3)	O4ii—Cd1—N1—C8	−47.3 (3)
C4—C3—C7—C8	−24.4 (5)	O2i—Cd1—N1—C8	164.5 (3)
C2—C3—C7—C8	157.1 (3)	O5—Cd1—N1—C8	−121.4 (3)
C4—C3—C7—N2	155.1 (3)	O3—Cd1—N1—C8	61.3 (3)
C2—C3—C7—N2	−23.4 (5)	C20i—Cd1—N1—C8	156.2 (3)
N2—C7—C8—N1	−0.8 (4)	C19ii—Cd1—N1—C8	−25.5 (3)
C3—C7—C8—N1	178.8 (3)	N1—C9—N2—C7	0.3 (4)
C1—C6—C10—C11	−167.0 (4)	C8—C7—N2—C9	0.3 (3)
C5—C6—C10—C11	13.8 (6)	C3—C7—N2—C9	−179.3 (3)
C1—C6—C10—N4	12.0 (5)	N4—C12—N3—C11	0.2 (5)
C5—C6—C10—N4	−167.2 (3)	C10—C11—N3—C12	−0.1 (4)
N4—C10—C11—N3	0.0 (4)	N3—C12—N4—C10	−0.2 (4)
C6—C10—C11—N3	179.1 (3)	C11—C10—N4—C12	0.1 (4)
C18—C13—C14—C15	0.0 (4)	C6—C10—N4—C12	−179.0 (3)
C19—C13—C14—C15	−177.5 (3)	O2—C20—O1—Cd1i	11.8 (4)
C13—C14—C15—C16	2.5 (4)	C15—C20—O1—Cd1i	−167.5 (2)
C13—C14—C15—C20	−174.4 (3)	O1—C20—O2—Cd1i	−11.0 (3)
C14—C15—C16—C17	−3.7 (5)	C15—C20—O2—Cd1i	168.3 (2)
C20—C15—C16—C17	173.2 (3)	O4—C19—O3—Cd1ii	−5.0 (3)
C15—C16—C17—C18	2.3 (5)	C13—C19—O3—Cd1ii	172.9 (2)
C15—C16—C17—C21	−177.8 (3)	O4—C19—O3—Cd1	−116.8 (3)
C14—C13—C18—C17	−1.4 (4)	C13—C19—O3—Cd1	61.2 (3)
C19—C13—C18—C17	176.1 (3)	Cd1ii—C19—O3—Cd1	−111.7 (2)
C16—C17—C18—C13	0.2 (4)	N1—Cd1—O3—C19	13.3 (2)
C21—C17—C18—C13	−179.7 (3)	O1i—Cd1—O3—C19	−130.6 (2)
C14—C13—C19—O4	−160.2 (3)	O3ii—Cd1—O3—C19	103.6 (3)
C18—C13—C19—O4	22.3 (4)	O4ii—Cd1—O3—C19	146.8 (2)
C14—C13—C19—O3	21.8 (4)	O2i—Cd1—O3—C19	−79.3 (3)
C18—C13—C19—O3	−155.7 (3)	C20i—Cd1—O3—C19	−106.1 (2)
C14—C15—C20—O2	20.9 (4)	C19ii—Cd1—O3—C19	126.1 (2)
C16—C15—C20—O2	−156.0 (3)	N1—Cd1—O3—Cd1ii	−90.31 (11)
C14—C15—C20—O1	−159.8 (3)	O1i—Cd1—O3—Cd1ii	125.78 (11)
C16—C15—C20—O1	23.3 (4)	O3ii—Cd1—O3—Cd1ii	0.0
C14—C15—C20—Cd1i	129.5 (11)	O4ii—Cd1—O3—Cd1ii	43.14 (12)
C16—C15—C20—Cd1i	−47.4 (13)	O2i—Cd1—O3—Cd1ii	177.06 (8)
N2—C9—N1—C8	−0.8 (4)	C20i—Cd1—O3—Cd1ii	150.26 (11)
N2—C9—N1—Cd1	170.7 (2)	C19ii—Cd1—O3—Cd1ii	22.49 (11)
C7—C8—N1—C9	1.0 (4)	O3—C19—O4—Cd1ii	5.0 (3)
C7—C8—N1—Cd1	−170.6 (2)	C13—C19—O4—Cd1ii	−172.9 (2)
O1i—Cd1—N1—C9	−35.4 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···N4iii	0.86	2.17	2.975 (4)	157.
N3—H3···O4iv	0.86	2.03	2.815 (4)	151.

Table 1

Selected bond lengths (Å)

Cd1—N1	2.222 (3)
Cd1—O1i	2.315 (3)
Cd1—O3ii	2.380 (3)
Cd1—O4ii	2.404 (2)
Cd1—O2i	2.473 (3)
Cd1—O5	2.520 (3)
Cd1—O3	2.539 (3)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯N4iii	0.86	2.17	2.975 (4)	157
N3—H3⋯O4iv	0.86	2.03	2.815 (4)	151

Symmetry codes: (iii) ; (iv) .