Bis[μ-4-(methyl-amino)-benzoato]-κO,O':O;κO:O,O'-bis-{aqua-[4-(methyl-amino)-benzoato-κO,O'](nicotinamide-κN)cadmium(II)}.

In the dinuclear centrosymmetric Cd(II) compound, [Cd(2)(C(8)H(8)NO(2))(4)(C(6)H(6)N(2)O)(2)(H(2)O)(2)], the metal atom is chelated by two carboxyl-ate groups from 4-(methyl-amino)-benzoate (PMAB) anions, and coordinated by one nicotinamide and one water mol-ecule; a carboxyl-ate O atom from the adjacent PMAB anion bridges to the Cd atom, completing the irregular seven-coordination geometry. In the crystal, inter-molecular O-H⋯O, N-H⋯O and C-H⋯O hydrogen bonds link the mol-ecules into a three-dimensional network. π-π contacts between the pyridine rings [centroid-centroid distance = 3.965 (1) Å] may further stabilize the structure. A weak C-H⋯π inter-action also occurs.

Related literature

For niacin, see: Krishnamachari (1974 ▶). For N,N-diethyl­nicotinamide, see: Bigoli et al. (1972 ▶). For related structures, see: Greenaway et al. (1984 ▶); Hökelek & Necefoğlu (1996 ▶); Hökelek et al. (2009a ▶,b ▶,c ▶,d ▶, 2010 ▶).

Experimental

Crystal data

[Cd2(C8H8NO2)4(C6H6N2O)2(H2O)2]

M = 1105.72

Triclinic,

a = 9.5286 (2) Å

b = 10.1734 (2) Å

c = 13.2876 (3) Å

α = 72.831 (3)°

β = 75.741 (3)°

γ = 67.172 (2)°

V = 1121.51 (5) Å3

Z = 1

Mo Kα radiation

μ = 1.02 mm−1

T = 100 K

0.37 × 0.26 × 0.10 mm

Data collection

Bruker Kappa APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.734, T max = 0.901

20025 measured reflections

5581 independent reflections

5250 reflections with I > 2σ(I)

R int = 0.023

Refinement

R[F 2 > 2σ(F 2)] = 0.024

wR(F 2) = 0.061

S = 1.08

5581 reflections

324 parameters

1 restraint

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.77 e Å−3

Δρmin = −0.48 e Å−3

Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810046258/xu5083sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810046258/xu5083Isup2.hkl

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

[Cd2(C8H8NO2)4(C6H6N2O)2(H2O)2]	Z = 1
Mr = 1105.72	F(000) = 560
Triclinic, P1	Dx = 1.637 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.5286 (2) Å	Cell parameters from 9941 reflections
b = 10.1734 (2) Å	θ = 2.4–28.4°
c = 13.2876 (3) Å	µ = 1.02 mm−1
α = 72.831 (3)°	T = 100 K
β = 75.741 (3)°	Block, colorless
γ = 67.172 (2)°	0.37 × 0.26 × 0.10 mm
V = 1121.51 (5) Å3

Bruker Kappa APEXII CCD area-detector diffractometer	5581 independent reflections
Radiation source: fine-focus sealed tube	5250 reflections with I > 2σ(I)
graphite	Rint = 0.023
φ and ω scans	θmax = 28.4°, θmin = 1.6°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −12→12
Tmin = 0.734, Tmax = 0.901	k = −13→13
20025 measured reflections	l = −17→16

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)] = 0.024	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.061	H atoms treated by a mixture of independent and constrained refinement
S = 1.08	w = 1/[σ2(Fo2) + (0.0294P)2 + 0.9733P] where P = (Fo2 + 2Fc2)/3
5581 reflections	(Δ/σ)max < 0.001
324 parameters	Δρmax = 1.77 e Å−3
1 restraint	Δρmin = −0.48 e Å−3

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.

	x	y	z	Uiso*/Ueq
Cd1	0.183285 (14)	0.043205 (13)	0.484176 (10)	0.01391 (5)
O1	0.08486 (15)	0.16573 (15)	0.62175 (12)	0.0210 (3)
O2	0.32071 (15)	0.00805 (14)	0.62305 (11)	0.0175 (3)
O3	0.04603 (16)	0.29436 (15)	0.38267 (12)	0.0234 (3)
O4	−0.01778 (15)	0.10432 (14)	0.39110 (11)	0.0175 (3)
O5	0.37181 (18)	−0.60649 (17)	0.33609 (16)	0.0357 (4)
O6	0.37108 (16)	0.12104 (15)	0.36256 (12)	0.0188 (3)
H61	0.357 (3)	0.205 (4)	0.357 (2)	0.039 (8)*
H62	0.462 (4)	0.084 (3)	0.366 (2)	0.042 (8)*
N1	0.32666 (17)	−0.18369 (16)	0.44351 (13)	0.0157 (3)
N2	0.1327 (2)	−0.4634 (2)	0.38591 (18)	0.0281 (4)
H2A	0.071 (3)	−0.385 (3)	0.400 (2)	0.037 (7)*
H2B	0.099 (3)	−0.528 (3)	0.380 (2)	0.039 (8)*
N3	0.1429 (3)	0.0766 (2)	1.10668 (16)	0.0335 (4)
H3A	0.051 (4)	0.113 (4)	1.137 (3)	0.053 (9)*
N4	−0.3405 (3)	0.5412 (3)	−0.00800 (18)	0.0413 (5)
H4A	−0.345 (5)	0.491 (5)	−0.048 (3)	0.100 (17)*
C1	0.2004 (2)	0.09189 (19)	0.66971 (15)	0.0155 (3)
C2	0.1916 (2)	0.0959 (2)	0.78140 (15)	0.0170 (3)
C3	0.0524 (2)	0.1725 (2)	0.83657 (17)	0.0232 (4)
H3	−0.0311	0.2287	0.8004	0.028*
C4	0.0371 (2)	0.1661 (2)	0.94354 (18)	0.0276 (4)
H4	−0.0565	0.2179	0.9785	0.033*
C5	0.1613 (2)	0.0820 (2)	1.00047 (16)	0.0240 (4)
C6	0.3012 (2)	0.0073 (2)	0.94509 (17)	0.0251 (4)
H6	0.3854	−0.0478	0.9808	0.030*
C7	0.3151 (2)	0.0148 (2)	0.83732 (16)	0.0227 (4)
H7	0.4091	−0.0354	0.8017	0.027*
C8	0.2541 (4)	−0.0243 (3)	1.1746 (2)	0.0446 (6)
H8A	0.2118	−0.0199	1.2474	0.067*
H8B	0.3456	0.0014	1.1554	0.067*
H8C	0.2792	−0.1218	1.1661	0.067*
C9	−0.0265 (2)	0.23868 (19)	0.35120 (15)	0.0163 (3)
C10	−0.1183 (2)	0.32451 (19)	0.26270 (15)	0.0171 (3)
C11	−0.2098 (2)	0.2690 (2)	0.23138 (16)	0.0207 (4)
H11	−0.2212	0.1806	0.2710	0.025*
C12	−0.2835 (2)	0.3414 (2)	0.14353 (18)	0.0265 (4)
H12	−0.3439	0.3015	0.1251	0.032*
C13	−0.2687 (2)	0.4745 (2)	0.08146 (18)	0.0288 (5)
C14	−0.1827 (3)	0.5343 (2)	0.1148 (2)	0.0324 (5)
H14	−0.1749	0.6246	0.0769	0.039*
C15	−0.1087 (2)	0.4601 (2)	0.20394 (18)	0.0248 (4)
H15	−0.0520	0.5016	0.2246	0.030*
C16	−0.3123 (3)	0.6668 (3)	−0.0834 (2)	0.0487 (7)
H16A	−0.3610	0.6892	−0.1446	0.073*
H16B	−0.2034	0.6454	−0.1052	0.073*
H16C	−0.3538	0.7491	−0.0506	0.073*
C17	0.2634 (2)	−0.26755 (19)	0.42175 (15)	0.0157 (3)
H17	0.1566	−0.2411	0.4335	0.019*
C18	0.3509 (2)	−0.39229 (19)	0.38237 (15)	0.0164 (3)
C19	0.5101 (2)	−0.4288 (2)	0.36180 (18)	0.0221 (4)
H19	0.5715	−0.5092	0.3328	0.027*
C20	0.5760 (2)	−0.3436 (2)	0.38513 (19)	0.0244 (4)
H20	0.6823	−0.3663	0.3725	0.029*
C21	0.4810 (2)	−0.2241 (2)	0.42749 (17)	0.0193 (4)
H21	0.5258	−0.1694	0.4456	0.023*
C22	0.2834 (2)	−0.4945 (2)	0.36559 (16)	0.0188 (4)

	U11	U22	U33	U12	U13	U23
Cd1	0.01123 (7)	0.01258 (7)	0.01849 (7)	−0.00263 (5)	−0.00261 (5)	−0.00593 (5)
O1	0.0179 (6)	0.0192 (6)	0.0262 (7)	−0.0015 (5)	−0.0074 (5)	−0.0088 (6)
O2	0.0140 (6)	0.0195 (6)	0.0188 (6)	−0.0045 (5)	−0.0017 (5)	−0.0063 (5)
O3	0.0197 (7)	0.0205 (7)	0.0329 (8)	−0.0079 (5)	−0.0083 (6)	−0.0050 (6)
O4	0.0160 (6)	0.0144 (6)	0.0197 (7)	−0.0047 (5)	−0.0032 (5)	−0.0003 (5)
O5	0.0222 (7)	0.0254 (8)	0.0654 (12)	−0.0095 (6)	0.0063 (7)	−0.0276 (8)
O6	0.0144 (6)	0.0140 (6)	0.0246 (7)	−0.0028 (5)	−0.0022 (5)	−0.0031 (5)
N1	0.0139 (7)	0.0135 (7)	0.0195 (8)	−0.0047 (6)	−0.0023 (6)	−0.0035 (6)
N2	0.0165 (8)	0.0182 (8)	0.0551 (13)	−0.0045 (7)	−0.0054 (8)	−0.0178 (8)
N3	0.0388 (11)	0.0394 (11)	0.0193 (9)	−0.0110 (9)	0.0017 (8)	−0.0103 (8)
N4	0.0413 (12)	0.0427 (13)	0.0295 (11)	−0.0085 (10)	−0.0138 (9)	0.0059 (10)
C1	0.0152 (8)	0.0129 (7)	0.0199 (9)	−0.0072 (6)	−0.0012 (7)	−0.0037 (7)
C2	0.0170 (8)	0.0171 (8)	0.0187 (9)	−0.0080 (7)	−0.0005 (7)	−0.0054 (7)
C3	0.0185 (9)	0.0243 (9)	0.0265 (10)	−0.0051 (7)	−0.0019 (8)	−0.0092 (8)
C4	0.0214 (10)	0.0338 (11)	0.0274 (11)	−0.0078 (9)	0.0038 (8)	−0.0146 (9)
C5	0.0299 (10)	0.0247 (9)	0.0199 (10)	−0.0138 (8)	0.0017 (8)	−0.0070 (8)
C6	0.0236 (10)	0.0280 (10)	0.0213 (10)	−0.0049 (8)	−0.0052 (8)	−0.0060 (8)
C7	0.0184 (9)	0.0268 (10)	0.0211 (10)	−0.0043 (8)	−0.0016 (7)	−0.0085 (8)
C8	0.0619 (18)	0.0446 (15)	0.0201 (11)	−0.0107 (13)	−0.0055 (11)	−0.0079 (10)
C9	0.0109 (8)	0.0155 (8)	0.0193 (9)	−0.0021 (6)	0.0002 (6)	−0.0045 (7)
C10	0.0143 (8)	0.0138 (8)	0.0188 (9)	−0.0019 (6)	−0.0010 (7)	−0.0024 (7)
C11	0.0209 (9)	0.0163 (8)	0.0233 (10)	−0.0036 (7)	−0.0057 (7)	−0.0037 (7)
C12	0.0258 (10)	0.0246 (10)	0.0279 (11)	−0.0039 (8)	−0.0096 (8)	−0.0061 (8)
C13	0.0226 (10)	0.0263 (10)	0.0242 (10)	0.0016 (8)	−0.0048 (8)	0.0011 (8)
C14	0.0267 (11)	0.0198 (10)	0.0364 (13)	−0.0050 (8)	−0.0034 (9)	0.0093 (9)
C15	0.0200 (9)	0.0173 (9)	0.0328 (11)	−0.0068 (7)	−0.0034 (8)	0.0007 (8)
C16	0.0348 (14)	0.0494 (16)	0.0388 (15)	−0.0064 (12)	−0.0058 (11)	0.0129 (12)
C17	0.0125 (8)	0.0144 (8)	0.0200 (9)	−0.0045 (6)	−0.0021 (6)	−0.0039 (7)
C18	0.0157 (8)	0.0123 (8)	0.0210 (9)	−0.0056 (6)	−0.0021 (7)	−0.0029 (7)
C19	0.0161 (9)	0.0146 (8)	0.0334 (11)	−0.0036 (7)	0.0009 (8)	−0.0081 (8)
C20	0.0118 (8)	0.0186 (9)	0.0414 (12)	−0.0052 (7)	0.0001 (8)	−0.0079 (8)
C21	0.0152 (8)	0.0142 (8)	0.0292 (10)	−0.0061 (7)	−0.0047 (7)	−0.0035 (7)
C22	0.0185 (9)	0.0140 (8)	0.0245 (10)	−0.0058 (7)	−0.0035 (7)	−0.0046 (7)

Cd1—N1	2.3265 (15)	C6—H6	0.9300
Cd1—O1	2.3170 (14)	C7—C6	1.387 (3)
Cd1—O2	2.3844 (13)	C7—H7	0.9300
Cd1—O3	2.5099 (15)	C8—H8A	0.9600
Cd1—O4	2.3185 (14)	C8—H8B	0.9600
Cd1—O4i	2.5625 (13)	C8—H8C	0.9600
Cd1—O6	2.3152 (14)	C9—C10	1.489 (3)
Cd1—C1	2.7077 (18)	C10—C11	1.397 (3)
O1—C1	1.267 (2)	C10—C15	1.395 (3)
O2—C1	1.276 (2)	C11—C12	1.376 (3)
O3—C9	1.249 (2)	C11—H11	0.9300
O4—C9	1.289 (2)	C12—C13	1.402 (3)
O5—C22	1.232 (2)	C12—H12	0.9300
O6—H61	0.80 (3)	C13—N4	1.381 (3)
O6—H62	0.81 (3)	C13—C14	1.401 (4)
N1—C17	1.344 (2)	C14—H14	0.9300
N1—C21	1.343 (2)	C15—C14	1.393 (3)
N2—C22	1.319 (3)	C15—H15	0.9300
N2—H2A	0.83 (3)	C16—N4	1.444 (3)
N2—H2B	0.86 (3)	C16—H16A	0.9600
N3—C5	1.366 (3)	C16—H16B	0.9600
N3—C8	1.439 (4)	C16—H16C	0.9600
N3—H3A	0.86 (3)	C17—C18	1.391 (2)
N4—H4A	0.86 (4)	C17—H17	0.9300
C2—C1	1.478 (3)	C19—C18	1.390 (3)
C2—C3	1.400 (3)	C19—C20	1.385 (3)
C2—C7	1.390 (3)	C19—H19	0.9300
C3—H3	0.9300	C20—H20	0.9300
C4—C3	1.377 (3)	C21—C20	1.383 (3)
C4—H4	0.9300	C21—H21	0.9300
C5—C4	1.407 (3)	C22—C18	1.507 (2)
C5—C6	1.399 (3)
O1—Cd1—O2	55.71 (5)	C3—C4—H4	119.6
O1—Cd1—O3	80.21 (5)	C5—C4—H4	119.6
O1—Cd1—O4	106.64 (5)	N3—C5—C4	119.6 (2)
O1—Cd1—O4i	79.05 (5)	N3—C5—C6	122.2 (2)
O1—Cd1—N1	143.81 (5)	C6—C5—C4	118.18 (19)
O1—Cd1—C1	27.83 (5)	C5—C6—H6	119.8
O2—Cd1—O3	121.55 (5)	C7—C6—C5	120.5 (2)
O2—Cd1—O4i	91.77 (4)	C7—C6—H6	119.8
O2—Cd1—C1	28.12 (5)	C2—C7—H7	119.3
O3—Cd1—O4i	117.52 (4)	C6—C7—C2	121.35 (18)
O3—Cd1—C1	103.17 (5)	C6—C7—H7	119.3
O4—Cd1—O2	161.16 (5)	N3—C8—H8A	109.5
O4—Cd1—O3	54.22 (4)	N3—C8—H8B	109.5
O4—Cd1—O4i	77.12 (5)	N3—C8—H8C	109.5
O4—Cd1—N1	98.06 (5)	H8A—C8—H8B	109.5
O4—Cd1—C1	133.53 (5)	H8A—C8—H8C	109.5
O4i—Cd1—C1	82.17 (5)	H8B—C8—H8C	109.5
O6—Cd1—O1	112.54 (5)	O3—C9—O4	120.79 (17)
O6—Cd1—O2	88.69 (5)	O3—C9—C10	120.31 (17)
O6—Cd1—O3	73.74 (5)	O4—C9—C10	118.82 (16)
O6—Cd1—O4	105.81 (5)	C11—C10—C9	121.45 (17)
O6—Cd1—O4i	165.88 (5)	C15—C10—C9	120.91 (18)
O6—Cd1—N1	84.67 (5)	C15—C10—C11	117.54 (18)
O6—Cd1—C1	104.26 (5)	C10—C11—H11	119.1
N1—Cd1—O2	95.16 (5)	C12—C11—C10	121.82 (19)
N1—Cd1—O3	135.97 (5)	C12—C11—H11	119.1
N1—Cd1—O4i	81.23 (5)	C11—C12—C13	120.8 (2)
N1—Cd1—C1	119.34 (6)	C11—C12—H12	119.6
C1—O1—Cd1	93.51 (11)	C13—C12—H12	119.6
C1—O2—Cd1	90.17 (11)	N4—C13—C12	119.0 (2)
C9—O3—Cd1	88.13 (11)	N4—C13—C14	123.2 (2)
Cd1—O4—Cd1i	102.88 (5)	C14—C13—C12	117.8 (2)
C9—O4—Cd1	95.93 (11)	C13—C14—H14	119.6
C9—O4—Cd1i	139.46 (11)	C15—C14—C13	120.8 (2)
Cd1—O6—H61	113 (2)	C15—C14—H14	119.6
Cd1—O6—H62	124 (2)	C10—C15—H15	119.5
H61—O6—H62	102 (3)	C14—C15—C10	121.1 (2)
C17—N1—Cd1	123.06 (12)	C14—C15—H15	119.5
C21—N1—Cd1	118.29 (12)	N4—C16—H16A	109.5
C21—N1—C17	118.08 (15)	N4—C16—H16B	109.5
C22—N2—H2A	123 (2)	N4—C16—H16C	109.5
C22—N2—H2B	116.2 (19)	H16A—C16—H16B	109.5
H2A—N2—H2B	120 (3)	H16A—C16—H16C	109.5
C5—N3—C8	123.2 (2)	H16B—C16—H16C	109.5
C5—N3—H3A	117 (2)	N1—C17—C18	122.70 (16)
C8—N3—H3A	117 (2)	N1—C17—H17	118.6
C13—N4—C16	121.7 (2)	C18—C17—H17	118.6
C13—N4—H4A	122 (3)	C17—C18—C22	123.63 (16)
C16—N4—H4A	103 (3)	C19—C18—C17	118.41 (17)
O1—C1—Cd1	58.66 (9)	C19—C18—C22	117.89 (16)
O1—C1—O2	119.58 (17)	C18—C19—H19	120.5
O1—C1—C2	119.89 (16)	C20—C19—C18	119.07 (17)
O2—C1—Cd1	61.71 (10)	C20—C19—H19	120.5
O2—C1—C2	120.41 (17)	C19—C20—H20	120.6
C2—C1—Cd1	167.59 (12)	C21—C20—C19	118.87 (17)
C3—C2—C1	120.01 (17)	C21—C20—H20	120.6
C7—C2—C1	121.66 (17)	N1—C21—C20	122.78 (17)
C7—C2—C3	118.10 (18)	N1—C21—H21	118.6
C2—C3—H3	119.4	C20—C21—H21	118.6
C4—C3—C2	121.1 (2)	O5—C22—N2	122.37 (18)
C4—C3—H3	119.4	O5—C22—C18	118.50 (17)
C3—C4—C5	120.76 (19)	N2—C22—C18	119.10 (16)
O2—Cd1—O1—C1	−5.82 (10)	O6—Cd1—C1—C2	−161.5 (6)
O3—Cd1—O1—C1	−145.30 (11)	N1—Cd1—C1—O1	−156.66 (10)
O4—Cd1—O1—C1	166.82 (10)	N1—Cd1—C1—O2	33.58 (12)
O4i—Cd1—O1—C1	93.97 (11)	N1—Cd1—C1—C2	−69.7 (6)
O6—Cd1—O1—C1	−77.59 (11)	Cd1—O1—C1—O2	10.37 (17)
N1—Cd1—O1—C1	35.80 (15)	Cd1—O1—C1—C2	−165.67 (14)
O1—Cd1—O2—C1	5.76 (10)	Cd1—O2—C1—O1	−10.05 (16)
O3—Cd1—O2—C1	54.46 (11)	Cd1—O2—C1—C2	165.96 (14)
O4—Cd1—O2—C1	−16.57 (19)	Cd1—O3—C9—O4	9.37 (17)
O4i—Cd1—O2—C1	−69.69 (10)	Cd1—O3—C9—C10	−167.39 (15)
O6—Cd1—O2—C1	124.42 (10)	Cd1—O4—C9—O3	−10.20 (18)
N1—Cd1—O2—C1	−151.05 (10)	Cd1i—O4—C9—O3	107.6 (2)
O1—Cd1—O3—C9	−124.35 (11)	Cd1—O4—C9—C10	166.61 (13)
O2—Cd1—O3—C9	−163.39 (10)	Cd1i—O4—C9—C10	−75.6 (2)
O4—Cd1—O3—C9	−5.50 (10)	Cd1—N1—C17—C18	170.27 (14)
O4i—Cd1—O3—C9	−52.25 (12)	C21—N1—C17—C18	−0.8 (3)
O6—Cd1—O3—C9	118.55 (11)	Cd1—N1—C21—C20	−168.42 (16)
N1—Cd1—O3—C9	54.71 (13)	C17—N1—C21—C20	3.1 (3)
C1—Cd1—O3—C9	−140.19 (11)	C8—N3—C5—C4	169.5 (2)
O1—Cd1—O4—Cd1i	−74.23 (6)	C8—N3—C5—C6	−11.1 (4)
O1—Cd1—O4—C9	69.63 (11)	C3—C2—C1—Cd1	−75.0 (6)
O2—Cd1—O4—Cd1i	−55.11 (15)	C3—C2—C1—O1	4.7 (3)
O2—Cd1—O4—C9	88.75 (17)	C3—C2—C1—O2	−171.30 (17)
O3—Cd1—O4—Cd1i	−138.50 (7)	C7—C2—C1—Cd1	99.4 (6)
O3—Cd1—O4—C9	5.36 (10)	C7—C2—C1—O1	179.06 (17)
O4i—Cd1—O4—Cd1i	0.0	C7—C2—C1—O2	3.1 (3)
O4i—Cd1—O4—C9	143.86 (12)	C1—C2—C3—C4	173.52 (18)
O6—Cd1—O4—Cd1i	165.74 (5)	C7—C2—C3—C4	−1.0 (3)
O6—Cd1—O4—C9	−50.40 (11)	C1—C2—C7—C6	−173.35 (18)
N1—Cd1—O4—Cd1i	79.03 (5)	C3—C2—C7—C6	1.1 (3)
N1—Cd1—O4—C9	−137.11 (11)	C5—C4—C3—C2	0.0 (3)
C1—Cd1—O4—Cd1i	−65.79 (7)	N3—C5—C4—C3	−179.5 (2)
C1—Cd1—O4—C9	78.07 (12)	C6—C5—C4—C3	1.0 (3)
O1—Cd1—N1—C17	105.36 (15)	N3—C5—C6—C7	179.6 (2)
O1—Cd1—N1—C21	−83.55 (16)	C4—C5—C6—C7	−1.0 (3)
O2—Cd1—N1—C17	138.80 (14)	C2—C7—C6—C5	−0.1 (3)
O2—Cd1—N1—C21	−50.11 (15)	O3—C9—C10—C11	−175.08 (17)
O3—Cd1—N1—C17	−73.07 (16)	O3—C9—C10—C15	8.7 (3)
O3—Cd1—N1—C21	98.02 (15)	O4—C9—C10—C11	8.1 (3)
O4—Cd1—N1—C17	−27.75 (15)	O4—C9—C10—C15	−168.09 (17)
O4i—Cd1—N1—C17	47.80 (14)	C9—C10—C11—C12	−173.83 (18)
O4—Cd1—N1—C21	143.34 (14)	C15—C10—C11—C12	2.5 (3)
O4i—Cd1—N1—C21	−141.11 (15)	C9—C10—C15—C14	173.80 (19)
O6—Cd1—N1—C17	−133.01 (15)	C11—C10—C15—C14	−2.5 (3)
O6—Cd1—N1—C21	38.08 (14)	C10—C11—C12—C13	0.3 (3)
C1—Cd1—N1—C17	123.62 (14)	C11—C12—C13—N4	177.9 (2)
C1—Cd1—N1—C21	−65.29 (15)	C11—C12—C13—C14	−3.0 (3)
O1—Cd1—C1—O2	−169.76 (17)	C12—C13—N4—C16	−171.1 (2)
O1—Cd1—C1—C2	87.0 (6)	C14—C13—N4—C16	9.9 (4)
O2—Cd1—C1—O1	169.76 (17)	N4—C13—C14—C15	−178.1 (2)
O2—Cd1—C1—C2	−103.2 (6)	C12—C13—C14—C15	2.9 (3)
O3—Cd1—C1—O1	35.18 (11)	C10—C15—C14—C13	−0.1 (3)
O3—Cd1—C1—O2	−134.59 (10)	N1—C17—C18—C19	−2.0 (3)
O3—Cd1—C1—C2	122.2 (6)	N1—C17—C18—C22	174.98 (18)
O4—Cd1—C1—O1	−17.53 (13)	C20—C19—C18—C17	2.6 (3)
O4i—Cd1—C1—O1	−81.36 (11)	C20—C19—C18—C22	−174.56 (19)
O4—Cd1—C1—O2	172.70 (9)	C18—C19—C20—C21	−0.5 (3)
O4i—Cd1—C1—O2	108.88 (10)	N1—C21—C20—C19	−2.5 (3)
O4—Cd1—C1—C2	69.5 (6)	O5—C22—C18—C17	−175.9 (2)
O4i—Cd1—C1—C2	5.6 (6)	O5—C22—C18—C19	1.1 (3)
O6—Cd1—C1—O1	111.46 (11)	N2—C22—C18—C17	2.1 (3)
O6—Cd1—C1—O2	−58.31 (11)	N2—C22—C18—C19	179.1 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O1i	0.83 (3)	2.13 (3)	2.921 (2)	160 (2)
N2—H2B···O3ii	0.86 (3)	2.05 (3)	2.901 (3)	170 (3)
O6—H61···O5iii	0.79 (4)	1.91 (4)	2.692 (2)	167 (3)
O6—H62···O2iv	0.81 (4)	1.94 (4)	2.743 (2)	179 (3)
C11—H11···O2i	0.93	2.39	3.299 (2)	165
C17—H17···O1i	0.93	2.36	3.216 (3)	153
C21—H21···O2iv	0.93	2.45	3.252 (3)	145
C19—H19···Cg3v	0.93	2.74	3.537 (2)	144

Table 1

Selected bond lengths (Å)

Cd1—N1	2.3265 (15)
Cd1—O1	2.3170 (14)
Cd1—O2	2.3844 (13)
Cd1—O3	2.5099 (15)
Cd1—O4	2.3185 (14)
Cd1—O4i	2.5625 (13)
Cd1—O6	2.3152 (14)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O1i	0.83 (3)	2.13 (3)	2.921 (2)	160 (2)
N2—H2B⋯O3ii	0.86 (3)	2.05 (3)	2.901 (3)	170 (3)
O6—H61⋯O5iii	0.79 (4)	1.91 (4)	2.692 (2)	167 (3)
O6—H62⋯O2iv	0.81 (4)	1.94 (4)	2.743 (2)	179 (3)
C11—H11⋯O2i	0.93	2.39	3.299 (2)	165
C17—H17⋯O1i	0.93	2.36	3.216 (3)	153
C21—H21⋯O2iv	0.93	2.45	3.252 (3)	145
C19—H19⋯Cg3v	0.93	2.74	3.537 (2)	144

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