Bis(μ-4-methyl-benzoato)-κ(3) O,O':O;κ(3) O:O,O'-bis-[aqua-(4-methyl-benzoato-κ(2) O,O')(nicotinamide-κN (1))cadmium].

In the dinuclear centrosymmetric title compound, [Cd2(C8H7O2)4(C6H6N2O)2(H2O)2], the Cd(II) ion is chelated by two carboxyl-ate groups from 4-methyl-benzoate anions, and is further coordinated by one nicotinamide and one water mol-ecule; a carboxyl-ate O atom from an adjacent 4-methyl-benzoate anion bridges to the Cd(II) ion, completing the irregular coordination sphere of the seven ligand atoms. In the crystal, inter-molecular O-H⋯O, N-H⋯O and weak C-H⋯O hydrogen bonds link the mol-ecules into a three-dimensional network. The methyl-benzene moiety of one bridging 4-methyl-benzoate anion is disordered over two orientations of equal occupancy.

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 ▶, 2010a ▶,b ▶); Zaman et al. (2012 ▶).

Experimental

Crystal data

[Cd2(C8H7O2)4(C6H6N2O)2(H2O)2]

M = 1045.65

Triclinic,

a = 9.5935 (2) Å

b = 10.3084 (2) Å

c = 12.6606 (3) Å

α = 68.326 (3)°

β = 74.999 (3)°

γ = 66.916 (2)°

V = 1060.81 (5) Å3

Z = 1

Mo Kα radiation

μ = 1.07 mm−1

T = 100 K

0.36 × 0.31 × 0.28 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.687, T max = 0.741

16908 measured reflections

4169 independent reflections

4085 reflections with I > 2σ(I)

R int = 0.021

Refinement

R[F 2 > 2σ(F 2)] = 0.019

wR(F 2) = 0.048

S = 1.05

4169 reflections

256 parameters

H-atom parameters constrained

Δρmax = 1.08 e Å−3

Δρmin = −0.72 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, 2012 ▶).

Click here for additional data file.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812047046/xu5651sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812047046/xu5651Isup2.hkl

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

[Cd2(C8H7O2)4(C6H6N2O)2(H2O)2]	Z = 1
Mr = 1045.65	F(000) = 528
Triclinic, P1	Dx = 1.637 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.5935 (2) Å	Cell parameters from 9926 reflections
b = 10.3084 (2) Å	θ = 2.3–28.5°
c = 12.6606 (3) Å	µ = 1.07 mm−1
α = 68.326 (3)°	T = 100 K
β = 74.999 (3)°	Block, colorless
γ = 66.916 (2)°	0.36 × 0.31 × 0.28 mm
V = 1060.81 (5) Å3

Bruker Kappa APEXII CCD area-detector diffractometer	4169 independent reflections
Radiation source: fine-focus sealed tube	4085 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.021
φ and ω scans	θmax = 26.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −11→11
Tmin = 0.687, Tmax = 0.741	k = −12→12
16908 measured reflections	l = −15→15

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)] = 0.019	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.048	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0193P)2 + 1.1679P] where P = (Fo2 + 2Fc2)/3
4169 reflections	(Δ/σ)max = 0.002
256 parameters	Δρmax = 1.08 e Å−3
0 restraints	Δρmin = −0.72 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	Occ. (<1)
Cd1	0.817156 (14)	0.963852 (13)	0.512013 (10)	0.01282 (5)
O1	0.96132 (15)	0.68775 (14)	0.62253 (11)	0.0203 (3)
O2	1.01690 (14)	0.88132 (13)	0.61152 (10)	0.0160 (3)
O3	0.66922 (14)	1.01399 (14)	0.36876 (11)	0.0172 (3)
O4	0.90596 (15)	0.86161 (14)	0.36017 (11)	0.0181 (3)
O5	0.64150 (14)	0.86318 (13)	0.64128 (11)	0.0169 (3)
H5A	0.5440	0.8987	0.6376	0.025*
H5B	0.6577	0.7756	0.6444	0.025*
O6	0.63943 (16)	1.59642 (15)	0.65749 (14)	0.0291 (3)
N1	0.67632 (17)	1.17891 (16)	0.56260 (13)	0.0151 (3)
N2	0.87749 (18)	1.44037 (18)	0.62850 (15)	0.0220 (3)
H2A	0.9187	1.4975	0.6345	0.026*
H2B	0.9342	1.3578	0.6157	0.026*
C1	1.02645 (19)	0.74445 (19)	0.65768 (15)	0.0140 (3)
C2A	1.1134 (3)	0.6536 (3)	0.7611 (2)	0.0220 (5)	0.50
C3A	1.2108 (4)	0.7037 (3)	0.7882 (3)	0.0220 (5)	0.50
H3A	1.2330	0.7878	0.7384	0.026*	0.50
C4A	1.2749 (3)	0.6283 (4)	0.8898 (3)	0.0220 (5)	0.50
H4A	1.3400	0.6618	0.9079	0.026*	0.50
C5A	1.2417 (3)	0.5027 (3)	0.9642 (2)	0.0220 (5)	0.50
C6A	1.1444 (4)	0.4525 (3)	0.9370 (2)	0.0220 (5)	0.50
H6A	1.1222	0.3685	0.9868	0.026*	0.50
C7A	1.0803 (3)	0.5280 (3)	0.8355 (2)	0.0220 (5)	0.50
H7A	1.0151	0.4945	0.8173	0.026*	0.50
C8A	1.305 (3)	0.422 (4)	1.079 (3)	0.042 (3)	0.50
H8A1	1.3720	0.4670	1.0844	0.064*	0.50
H8A2	1.3608	0.3199	1.0830	0.064*	0.50
H8A3	1.2221	0.4272	1.1403	0.064*	0.50
C2B	1.1134 (3)	0.6556 (3)	0.7575 (2)	0.0196 (5)	0.50
C3B	1.1715 (4)	0.7249 (2)	0.8029 (3)	0.0196 (5)	0.50
H3B	1.1594	0.8249	0.7691	0.024*	0.50
C4B	1.2478 (3)	0.6447 (3)	0.8986 (3)	0.0196 (5)	0.50
H4B	1.2867	0.6911	0.9289	0.024*	0.50
C5B	1.2659 (3)	0.4953 (3)	0.9490 (2)	0.0196 (5)	0.50
C6B	1.2078 (4)	0.4260 (2)	0.9036 (2)	0.0196 (5)	0.50
H6B	1.2199	0.3260	0.9373	0.024*	0.50
C7B	1.1315 (3)	0.5061 (3)	0.8079 (2)	0.0196 (5)	0.50
H7B	1.0927	0.4597	0.7776	0.024*	0.50
C8B	1.340 (3)	0.414 (4)	1.059 (3)	0.042 (3)	0.50
H8B1	1.2836	0.3522	1.1132	0.064*	0.50
H8B2	1.3403	0.4842	1.0919	0.064*	0.50
H8B3	1.4436	0.3532	1.0422	0.064*	0.50
C9	0.7838 (2)	0.93699 (19)	0.31593 (15)	0.0147 (3)
C10	0.7771 (2)	0.9423 (2)	0.19762 (15)	0.0167 (4)
C11	0.6466 (2)	1.0303 (2)	0.14489 (17)	0.0236 (4)
H11	0.5596	1.0809	0.1854	0.028*
C12	0.6455 (3)	1.0431 (2)	0.03214 (18)	0.0266 (4)
H12	0.5574	1.1024	−0.0022	0.032*
C13	0.7736 (3)	0.9690 (2)	−0.03055 (16)	0.0244 (4)
C14	0.9032 (3)	0.8808 (2)	0.02313 (18)	0.0269 (4)
H14	0.9898	0.8298	−0.0172	0.032*
C15	0.9059 (2)	0.8675 (2)	0.13545 (17)	0.0222 (4)
H15	0.9941	0.8083	0.1696	0.027*
C16	0.7713 (3)	0.9837 (3)	−0.15339 (18)	0.0347 (5)
H16A	0.7736	0.8918	−0.1577	0.052*
H16B	0.8589	1.0080	−0.2006	0.052*
H16C	0.6798	1.0605	−0.1799	0.052*
C17	0.7412 (2)	1.25977 (19)	0.58365 (15)	0.0149 (3)
H17	0.8471	1.2344	0.5697	0.018*
C18	0.6572 (2)	1.37934 (19)	0.62518 (16)	0.0168 (4)
C19	0.4990 (2)	1.4139 (2)	0.64957 (19)	0.0250 (4)
H19	0.4395	1.4915	0.6796	0.030*
C20	0.4319 (2)	1.3308 (2)	0.6283 (2)	0.0277 (5)
H20	0.3265	1.3514	0.6443	0.033*
C21	0.5235 (2)	1.2166 (2)	0.58314 (17)	0.0203 (4)
H21	0.4772	1.1637	0.5663	0.024*
C22	0.7261 (2)	1.4797 (2)	0.63911 (16)	0.0186 (4)

	U11	U22	U33	U12	U13	U23
Cd1	0.01161 (7)	0.01484 (7)	0.01396 (7)	−0.00428 (5)	−0.00216 (5)	−0.00624 (5)
O1	0.0207 (7)	0.0209 (7)	0.0224 (7)	−0.0098 (5)	−0.0069 (5)	−0.0040 (5)
O2	0.0167 (6)	0.0148 (6)	0.0150 (6)	−0.0054 (5)	−0.0026 (5)	−0.0022 (5)
O3	0.0158 (6)	0.0205 (6)	0.0163 (6)	−0.0058 (5)	−0.0022 (5)	−0.0070 (5)
O4	0.0169 (6)	0.0194 (6)	0.0190 (6)	−0.0036 (5)	−0.0053 (5)	−0.0075 (5)
O5	0.0152 (6)	0.0131 (6)	0.0217 (7)	−0.0044 (5)	−0.0018 (5)	−0.0052 (5)
O6	0.0198 (7)	0.0197 (7)	0.0533 (10)	−0.0052 (6)	−0.0021 (7)	−0.0203 (7)
N1	0.0155 (7)	0.0142 (7)	0.0155 (7)	−0.0054 (6)	−0.0033 (6)	−0.0030 (6)
N2	0.0172 (8)	0.0180 (8)	0.0365 (10)	−0.0057 (6)	−0.0044 (7)	−0.0142 (7)
C1	0.0095 (8)	0.0157 (8)	0.0147 (8)	−0.0035 (7)	0.0021 (6)	−0.0054 (7)
C2A	0.0206 (9)	0.0223 (10)	0.0217 (10)	−0.0072 (7)	−0.0045 (7)	−0.0038 (8)
C3A	0.0206 (9)	0.0223 (10)	0.0217 (10)	−0.0072 (7)	−0.0045 (7)	−0.0038 (8)
C4A	0.0206 (9)	0.0223 (10)	0.0217 (10)	−0.0072 (7)	−0.0045 (7)	−0.0038 (8)
C5A	0.0206 (9)	0.0223 (10)	0.0217 (10)	−0.0072 (7)	−0.0045 (7)	−0.0038 (8)
C6A	0.0206 (9)	0.0223 (10)	0.0217 (10)	−0.0072 (7)	−0.0045 (7)	−0.0038 (8)
C7A	0.0206 (9)	0.0223 (10)	0.0217 (10)	−0.0072 (7)	−0.0045 (7)	−0.0038 (8)
C8A	0.045 (9)	0.042 (4)	0.036 (8)	−0.020 (7)	−0.026 (6)	0.012 (5)
C2B	0.0151 (8)	0.0173 (10)	0.0238 (10)	−0.0035 (6)	−0.0062 (7)	−0.0027 (8)
C3B	0.0151 (8)	0.0173 (10)	0.0238 (10)	−0.0035 (6)	−0.0062 (7)	−0.0027 (8)
C4B	0.0151 (8)	0.0173 (10)	0.0238 (10)	−0.0035 (6)	−0.0062 (7)	−0.0027 (8)
C5B	0.0151 (8)	0.0173 (10)	0.0238 (10)	−0.0035 (6)	−0.0062 (7)	−0.0027 (8)
C6B	0.0151 (8)	0.0173 (10)	0.0238 (10)	−0.0035 (6)	−0.0062 (7)	−0.0027 (8)
C7B	0.0151 (8)	0.0173 (10)	0.0238 (10)	−0.0035 (6)	−0.0062 (7)	−0.0027 (8)
C8B	0.045 (9)	0.042 (4)	0.036 (8)	−0.020 (7)	−0.026 (6)	0.012 (5)
C9	0.0188 (9)	0.0142 (8)	0.0145 (8)	−0.0106 (7)	−0.0021 (7)	−0.0023 (7)
C10	0.0223 (9)	0.0166 (8)	0.0148 (9)	−0.0112 (7)	−0.0028 (7)	−0.0033 (7)
C11	0.0226 (10)	0.0288 (10)	0.0200 (10)	−0.0069 (8)	−0.0040 (8)	−0.0090 (8)
C12	0.0306 (11)	0.0297 (11)	0.0206 (10)	−0.0097 (9)	−0.0094 (8)	−0.0051 (8)
C13	0.0385 (12)	0.0239 (10)	0.0152 (9)	−0.0165 (9)	−0.0040 (8)	−0.0039 (8)
C14	0.0320 (11)	0.0288 (10)	0.0208 (10)	−0.0107 (9)	0.0012 (8)	−0.0109 (8)
C15	0.0243 (10)	0.0229 (9)	0.0201 (10)	−0.0084 (8)	−0.0034 (8)	−0.0063 (8)
C16	0.0517 (15)	0.0386 (12)	0.0174 (10)	−0.0179 (11)	−0.0054 (10)	−0.0086 (9)
C17	0.0149 (9)	0.0154 (8)	0.0143 (8)	−0.0061 (7)	−0.0021 (7)	−0.0029 (7)
C18	0.0159 (9)	0.0137 (8)	0.0208 (9)	−0.0059 (7)	−0.0024 (7)	−0.0042 (7)
C19	0.0169 (10)	0.0172 (9)	0.0415 (12)	−0.0037 (8)	−0.0008 (9)	−0.0137 (9)
C20	0.0129 (9)	0.0203 (9)	0.0503 (14)	−0.0045 (8)	−0.0028 (9)	−0.0131 (9)
C21	0.0172 (9)	0.0156 (8)	0.0298 (10)	−0.0073 (7)	−0.0056 (8)	−0.0050 (8)
C22	0.0199 (9)	0.0153 (8)	0.0214 (9)	−0.0063 (7)	−0.0028 (7)	−0.0060 (7)

Cd1—O1	2.6353 (13)	C2B—C7B	1.3900
Cd1—O2	2.2722 (13)	C3B—C4B	1.3900
Cd1—O2i	2.5273 (12)	C3B—H3B	0.9300
Cd1—O3	2.3739 (13)	C4B—C5B	1.3900
Cd1—O4	2.3403 (13)	C4B—H4B	0.9300
Cd1—O5	2.2987 (13)	C5B—C6B	1.3900
Cd1—N1	2.3243 (15)	C5B—C8B	1.53 (3)
Cd1—C9	2.7076 (17)	C6B—C7B	1.3900
N1—C17	1.345 (2)	C6B—H6B	0.9300
N1—C21	1.341 (2)	C7B—H7B	0.9300
N2—C22	1.330 (2)	C8B—H8B1	0.9600
N2—H2A	0.8600	C8B—H8B2	0.9600
N2—H2B	0.8600	C8B—H8B3	0.9600
O1—C1	1.246 (2)	C9—C10	1.496 (2)
O2—C1	1.288 (2)	C10—C11	1.390 (3)
O2—Cd1i	2.5273 (12)	C10—C15	1.392 (3)
O3—C9	1.270 (2)	C11—C12	1.387 (3)
O4—C9	1.263 (2)	C11—H11	0.9300
O5—H5A	0.8678	C12—C13	1.389 (3)
O5—H5B	0.8411	C12—H12	0.9300
O6—C22	1.231 (2)	C13—C14	1.389 (3)
C1—C2B	1.491 (3)	C13—C16	1.511 (3)
C1—C2A	1.528 (3)	C14—C15	1.383 (3)
C2A—C3A	1.3900	C14—H14	0.9300
C2A—C7A	1.3900	C15—H15	0.9300
C3A—C4A	1.3900	C16—H16A	0.9600
C3A—H3A	0.9300	C16—H16B	0.9600
C4A—C5A	1.3900	C16—H16C	0.9600
C4A—H4A	0.9300	C17—C18	1.388 (2)
C5A—C6A	1.3900	C17—H17	0.9300
C5A—C8A	1.53 (3)	C18—C19	1.393 (3)
C6A—C7A	1.3900	C18—C22	1.506 (2)
C6A—H6A	0.9300	C19—C20	1.383 (3)
C7A—H7A	0.9300	C19—H19	0.9300
C8A—H8A1	0.9600	C20—C21	1.382 (3)
C8A—H8A2	0.9600	C20—H20	0.9300
C8A—H8A3	0.9600	C21—H21	0.9300
C2B—C3B	1.3900
O1—Cd1—C9	101.80 (5)	C4B—C3B—C2B	120.0
O2—Cd1—O1	52.85 (4)	C4B—C3B—H3B	120.0
O2i—Cd1—O1	116.34 (4)	C2B—C3B—H3B	120.0
O2—Cd1—O2i	76.22 (5)	C5B—C4B—C3B	120.0
O2—Cd1—O3	162.16 (4)	C5B—C4B—H4B	120.0
O2—Cd1—O4	106.73 (4)	C3B—C4B—H4B	120.0
O2—Cd1—O5	103.70 (4)	C4B—C5B—C6B	120.0
O2—Cd1—N1	99.20 (5)	C4B—C5B—C8B	118.4 (14)
O2—Cd1—C9	134.23 (5)	C6B—C5B—C8B	121.5 (14)
O2i—Cd1—C9	86.97 (5)	C7B—C6B—C5B	120.0
O3—Cd1—O1	119.67 (4)	C7B—C6B—H6B	120.0
O3—Cd1—O2i	96.74 (4)	C5B—C6B—H6B	120.0
O3—Cd1—C9	27.97 (5)	C6B—C7B—C2B	120.0
O4—Cd1—O1	80.08 (4)	C6B—C7B—H7B	120.0
O4—Cd1—O2i	81.30 (4)	C2B—C7B—H7B	120.0
O4—Cd1—O3	55.62 (4)	C5B—C8B—H8B1	109.5
O4—Cd1—C9	27.78 (5)	C5B—C8B—H8B2	109.5
O5—Cd1—O1	71.23 (4)	H8B1—C8B—H8B2	109.5
O5—Cd1—O2i	167.88 (4)	C5B—C8B—H8B3	109.5
O5—Cd1—O3	86.63 (4)	H8B1—C8B—H8B3	109.5
O5—Cd1—O4	109.99 (5)	H8B2—C8B—H8B3	109.5
O5—Cd1—N1	86.22 (5)	O4—C9—O3	120.53 (16)
O5—Cd1—C9	101.04 (5)	O4—C9—C10	119.65 (16)
N1—Cd1—O1	135.38 (5)	O3—C9—C10	119.74 (16)
N1—Cd1—O2i	81.86 (5)	O4—C9—Cd1	59.71 (9)
N1—Cd1—O3	95.92 (5)	O3—C9—Cd1	61.25 (9)
N1—Cd1—O4	144.53 (5)	C10—C9—Cd1	170.35 (12)
N1—Cd1—C9	120.41 (5)	C11—C10—C15	118.92 (17)
C1—O1—Cd1	84.10 (10)	C11—C10—C9	120.69 (17)
Cd1—O2—Cd1i	103.78 (5)	C15—C10—C9	120.21 (17)
C1—O2—Cd1	99.86 (11)	C12—C11—C10	120.23 (19)
C1—O2—Cd1i	139.66 (11)	C12—C11—H11	119.9
C9—O3—Cd1	90.78 (10)	C10—C11—H11	119.9
C9—O4—Cd1	92.51 (10)	C11—C12—C13	121.2 (2)
Cd1—O5—H5A	124.2	C11—C12—H12	119.4
Cd1—O5—H5B	113.2	C13—C12—H12	119.4
H5A—O5—H5B	99.0	C14—C13—C12	118.05 (18)
C17—N1—Cd1	123.00 (12)	C14—C13—C16	121.1 (2)
C21—N1—Cd1	118.75 (12)	C12—C13—C16	120.8 (2)
C21—N1—C17	117.90 (16)	C15—C14—C13	121.3 (2)
C22—N2—H2A	120.0	C15—C14—H14	119.4
C22—N2—H2B	120.0	C13—C14—H14	119.4
H2A—N2—H2B	120.0	C14—C15—C10	120.27 (19)
O1—C1—O2	121.27 (16)	C14—C15—H15	119.9
O1—C1—C2B	120.30 (18)	C10—C15—H15	119.9
O2—C1—C2B	118.40 (18)	C13—C16—H16A	109.5
O1—C1—C2A	120.12 (19)	C13—C16—H16B	109.5
O2—C1—C2A	118.55 (18)	H16A—C16—H16B	109.5
C3A—C2A—C7A	120.0	C13—C16—H16C	109.5
C3A—C2A—C1	121.0 (2)	H16A—C16—H16C	109.5
C7A—C2A—C1	118.6 (2)	H16B—C16—H16C	109.5
C4A—C3A—C2A	120.0	N1—C17—C18	122.98 (17)
C4A—C3A—H3A	120.0	N1—C17—H17	118.5
C2A—C3A—H3A	120.0	C18—C17—H17	118.5
C3A—C4A—C5A	120.0	C17—C18—C19	118.31 (17)
C3A—C4A—H4A	120.0	C17—C18—C22	123.76 (16)
C5A—C4A—H4A	120.0	C19—C18—C22	117.83 (16)
C6A—C5A—C4A	120.0	C20—C19—C18	118.87 (18)
C6A—C5A—C8A	118.9 (13)	C20—C19—H19	120.6
C4A—C5A—C8A	121.0 (13)	C18—C19—H19	120.6
C7A—C6A—C5A	120.0	C21—C20—C19	119.12 (18)
C7A—C6A—H6A	120.0	C21—C20—H20	120.4
C5A—C6A—H6A	120.0	C19—C20—H20	120.4
C6A—C7A—C2A	120.0	N1—C21—C20	122.76 (17)
C6A—C7A—H7A	120.0	N1—C21—H21	118.6
C2A—C7A—H7A	120.0	C20—C21—H21	118.6
C3B—C2B—C7B	120.0	O6—C22—N2	122.79 (17)
C3B—C2B—C1	119.3 (2)	O6—C22—C18	118.32 (17)
C7B—C2B—C1	120.6 (2)	N2—C22—C18	118.87 (16)
O2—Cd1—O1—C1	7.87 (10)	Cd1—O2—C1—C2B	−162.66 (17)
O2i—Cd1—O1—C1	52.76 (11)	Cd1i—O2—C1—C2B	72.0 (2)
O3—Cd1—O1—C1	168.40 (10)	Cd1—O3—C9—O4	7.53 (16)
O4—Cd1—O1—C1	127.81 (10)	Cd1—O3—C9—C10	−168.99 (14)
O5—Cd1—O1—C1	−116.97 (11)	Cd1—O4—C9—O3	−7.64 (16)
N1—Cd1—O1—C1	−53.31 (12)	Cd1—O4—C9—C10	168.88 (13)
C9—Cd1—O1—C1	145.24 (10)	Cd1—N1—C17—C18	−173.17 (13)
O1—Cd1—O2—Cd1i	139.37 (7)	C21—N1—C17—C18	−0.1 (3)
O1—Cd1—O2—C1	−7.69 (9)	Cd1—N1—C21—C20	171.10 (16)
O2i—Cd1—O2—Cd1i	0.0	C17—N1—C21—C20	−2.3 (3)
O2i—Cd1—O2—C1	−147.05 (12)	O1—C1—C2A—C3A	167.42 (17)
O3—Cd1—O2—Cd1i	68.42 (15)	O1—C1—C2A—C7A	−19.9 (3)
O3—Cd1—O2—C1	−78.64 (18)	O2—C1—C2A—C3A	−15.5 (3)
O4—Cd1—O2—Cd1i	76.33 (5)	O2—C1—C2A—C7A	157.16 (18)
O4—Cd1—O2—C1	−70.73 (11)	C2B—C1—C2A—C3A	64 (16)
O5—Cd1—O2—Cd1i	−167.52 (4)	C2B—C1—C2A—C7A	−124 (16)
O5—Cd1—O2—C1	45.42 (11)	C1—C2A—C3A—C4A	172.5 (3)
N1—Cd1—O2—Cd1i	−79.20 (5)	C7A—C2A—C3A—C4A	0.0
N1—Cd1—O2—C1	133.75 (10)	C1—C2A—C7A—C6A	−172.7 (3)
C9—Cd1—O2—Cd1i	71.66 (7)	C3A—C2A—C7A—C6A	0.0
C9—Cd1—O2—C1	−75.39 (12)	C2A—C3A—C4A—C5A	0.0
O1—Cd1—O3—C9	−55.17 (11)	C3A—C4A—C5A—C6A	0.0
O2—Cd1—O3—C9	5.0 (2)	C3A—C4A—C5A—C8A	−177.3 (11)
O2i—Cd1—O3—C9	70.38 (10)	C4A—C5A—C6A—C7A	0.0
O4—Cd1—O3—C9	−4.23 (9)	C8A—C5A—C6A—C7A	177.4 (11)
O5—Cd1—O3—C9	−121.31 (10)	C5A—C6A—C7A—C2A	0.0
N1—Cd1—O3—C9	152.85 (10)	O1—C1—C2B—C3B	−173.29 (17)
O1—Cd1—O4—C9	141.03 (10)	O1—C1—C2B—C7B	4.2 (3)
O2—Cd1—O4—C9	−172.81 (10)	O2—C1—C2B—C3B	4.7 (3)
O2i—Cd1—O4—C9	−100.13 (10)	O2—C1—C2B—C7B	−177.77 (17)
O3—Cd1—O4—C9	4.26 (9)	C2A—C1—C2B—C3B	−97 (16)
O5—Cd1—O4—C9	75.32 (10)	C2A—C1—C2B—C7B	81 (16)
N1—Cd1—O4—C9	−37.61 (14)	C1—C2B—C3B—C4B	177.6 (2)
O1—Cd1—N1—C17	77.16 (15)	C7B—C2B—C3B—C4B	0.0
O1—Cd1—N1—C21	−95.89 (14)	C1—C2B—C7B—C6B	−177.5 (3)
O2—Cd1—N1—C17	32.13 (14)	C3B—C2B—C7B—C6B	0.0
O2i—Cd1—N1—C17	−42.39 (13)	C2B—C3B—C4B—C5B	0.0
O2—Cd1—N1—C21	−140.92 (13)	C3B—C4B—C5B—C6B	0.0
O2i—Cd1—N1—C21	144.57 (14)	C3B—C4B—C5B—C8B	−175.6 (9)
O3—Cd1—N1—C17	−138.37 (13)	C4B—C5B—C6B—C7B	0.0
O3—Cd1—N1—C21	48.58 (14)	C8B—C5B—C6B—C7B	175.5 (9)
O4—Cd1—N1—C17	−104.74 (14)	C5B—C6B—C7B—C2B	0.0
O4—Cd1—N1—C21	82.21 (16)	O3—C9—C10—C11	−0.2 (3)
O5—Cd1—N1—C17	135.41 (14)	O3—C9—C10—C15	174.98 (16)
O5—Cd1—N1—C21	−37.63 (14)	O4—C9—C10—C11	−176.73 (17)
C9—Cd1—N1—C17	−124.00 (13)	O4—C9—C10—C15	−1.6 (3)
C9—Cd1—N1—C21	62.95 (15)	C9—C10—C11—C12	175.15 (18)
O1—Cd1—C9—O3	133.23 (9)	C15—C10—C11—C12	−0.1 (3)
O1—Cd1—C9—O4	−39.26 (10)	C9—C10—C15—C14	−175.38 (17)
O2—Cd1—C9—O3	−177.88 (8)	C11—C10—C15—C14	−0.1 (3)
O2i—Cd1—C9—O3	−110.49 (10)	C10—C11—C12—C13	0.0 (3)
O2—Cd1—C9—O4	9.63 (13)	C11—C12—C13—C14	0.2 (3)
O2i—Cd1—C9—O4	77.02 (10)	C11—C12—C13—C16	180.00 (19)
O3—Cd1—C9—O4	−172.49 (16)	C12—C13—C14—C15	−0.4 (3)
O4—Cd1—C9—O3	172.49 (16)	C16—C13—C14—C15	179.8 (2)
O5—Cd1—C9—O3	60.34 (10)	C13—C14—C15—C10	0.4 (3)
O5—Cd1—C9—O4	−112.15 (10)	N1—C17—C18—C19	2.1 (3)
N1—Cd1—C9—O3	−31.76 (11)	N1—C17—C18—C22	−174.19 (16)
N1—Cd1—C9—O4	155.75 (9)	C17—C18—C19—C20	−1.9 (3)
Cd1—O1—C1—O2	−13.02 (15)	C22—C18—C19—C20	174.68 (19)
Cd1—O1—C1—C2A	164.00 (18)	C17—C18—C22—O6	167.60 (18)
Cd1—O1—C1—C2B	164.90 (18)	C17—C18—C22—N2	−10.9 (3)
Cd1—O2—C1—O1	15.30 (18)	C19—C18—C22—O6	−8.8 (3)
Cd1i—O2—C1—O1	−110.02 (19)	C19—C18—C22—N2	172.76 (19)
Cd1—O2—C1—C2A	−161.77 (16)	C18—C19—C20—C21	−0.3 (3)
Cd1i—O2—C1—C2A	72.9 (2)	C19—C20—C21—N1	2.5 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O1ii	0.86	2.10	2.931 (2)	162
N2—H2B···O4i	0.86	2.14	2.963 (2)	161
O5—H5A···O3iii	0.87	1.89	2.761 (2)	177
O5—H5B···O6iv	0.84	1.87	2.689 (2)	165
C3A—H3A···O3i	0.93	2.39	3.303 (3)	169
C11—H11···O5iii	0.93	2.60	3.481 (2)	159
C17—H17···O4i	0.93	2.45	3.286 (2)	150
C21—H21···O3iii	0.93	2.51	3.352 (3)	150

Table 1

Selected bond lengths (Å)

Cd1—O1	2.6353 (13)
Cd1—O2	2.2722 (13)
Cd1—O2i	2.5273 (12)
Cd1—O3	2.3739 (13)
Cd1—O4	2.3403 (13)
Cd1—O5	2.2987 (13)
Cd1—N1	2.3243 (15)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O1ii	0.86	2.10	2.931 (2)	162
N2—H2B⋯O4i	0.86	2.14	2.963 (2)	161
O5—H5A⋯O3iii	0.87	1.89	2.761 (2)	177
O5—H5B⋯O6iv	0.84	1.87	2.689 (2)	165
C3A—H3A⋯O3i	0.93	2.39	3.303 (3)	169
C11—H11⋯O5iii	0.93	2.60	3.481 (2)	159
C17—H17⋯O4i	0.93	2.45	3.286 (2)	150
C21—H21⋯O3iii	0.93	2.51	3.352 (3)	150

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