Bis(μ-3-hy-droxy-benzoato)-κO,O:O;κO:O,O-bis-[(3-hy-droxy-benzoato-κO,O')(iso-nicotinamide-κN)cadmium] tetra-hydrate.

In the title centrosymmetric binuclear Cd(II) compound, [Cd(2)(C(7)H(5)O(3))(4)(C(6)H(6)N(2)O)(2)]·4H(2)O, the six-coordinated Cd(II) atom is chelated by the carboxyl-ate groups of the two 3-hy-droxy-benzoate (HB) anions; the two monomeric units are bridged through the two O atoms of the two carboxyl-ate groups. In the crystal, 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 and between the benzene rings [centroid-centroid distances = 3.770 (1), 3.769 (1) and 3.632 (1) Å] may further stabilize the structure.

Related literature

For coordination complexes of niacin, see: Krishnamachari (1974 ▶) and for coordination complexes of 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 ▶).

Experimental

Crystal data

[Cd2(C7H5O3)4(C6H6N2O)2]·4H2O

M = 1333.82

Triclinic,

a = 9.1131 (3) Å

b = 11.5757 (4) Å

c = 13.6810 (4) Å

α = 94.032 (2)°

β = 97.762 (2)°

γ = 109.190 (3)°

V = 1340.35 (8) Å3

Z = 1

Mo Kα radiation

μ = 0.88 mm−1

T = 100 K

0.37 × 0.29 × 0.19 mm

Data collection

Bruker Kappa APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2005 ▶) T min = 0.744, T max = 0.846

20433 measured reflections

4842 independent reflections

4689 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.017

wR(F 2) = 0.043

S = 1.07

4842 reflections

385 parameters

4 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.38 e Å−3

Δρmin = −0.38 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: ORTEP-3 for Windows (Farrugia, 1997 ▶); software used to prepare material for publication: WinGX (Farrugia, 1999 ▶) and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S160053681200219X/su2364sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S160053681200219X/su2364Isup2.hkl

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

[Cd2(C7H5O3)4(C6H6N2O)2]·4H2O	Z = 1
Mr = 1333.82	F(000) = 676
Triclinic, P1	Dx = 1.652 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.1131 (3) Å	Cell parameters from 9327 reflections
b = 11.5757 (4) Å	θ = 2.4–28.5°
c = 13.6810 (4) Å	µ = 0.88 mm−1
α = 94.032 (2)°	T = 100 K
β = 97.762 (2)°	Block, colorless
γ = 109.190 (3)°	0.37 × 0.29 × 0.19 mm
V = 1340.35 (8) Å3

Bruker Kappa APEXII CCD area-detector diffractometer	4842 independent reflections
Radiation source: fine-focus sealed tube	4689 reflections with I > 2σ(I)
graphite	Rint = 0.024
φ and ω scans	θmax = 25.3°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −10→10
Tmin = 0.744, Tmax = 0.846	k = −13→13
20433 measured reflections	l = −16→16

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)] = 0.017	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.043	w = 1/[σ2(Fo2) + (0.0176P)2 + 0.8878P] where P = (Fo2 + 2Fc2)/3
S = 1.07	(Δ/σ)max = 0.001
4842 reflections	Δρmax = 0.38 e Å−3
385 parameters	Δρmin = −0.38 e Å−3
4 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0220 (6)

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	0.119418 (12)	0.446033 (9)	0.100945 (8)	0.00971 (5)
O1	0.09141 (13)	0.24933 (10)	0.13704 (8)	0.0150 (2)
O2	0.27476 (13)	0.38791 (10)	0.24766 (8)	0.0146 (2)
O3	0.51014 (14)	0.13170 (11)	0.46289 (9)	0.0180 (2)
H3O	0.5619	0.2055	0.4714	0.027*
O4	0.11035 (13)	0.62981 (10)	0.02257 (8)	0.0154 (2)
O5	0.29795 (13)	0.64381 (10)	0.14674 (8)	0.0154 (2)
O6	0.62271 (15)	1.09932 (11)	0.21834 (9)	0.0241 (3)
H6O	0.6453	1.0594	0.2615	0.036*
O7	0.27397 (14)	0.21759 (11)	−0.35970 (9)	0.0195 (3)
O8	−0.33406 (13)	0.37934 (10)	0.50232 (8)	0.0165 (2)
O9	1.00445 (16)	0.17721 (12)	0.47999 (10)	0.0247 (3)
H91	0.925 (2)	0.1261 (18)	0.4526 (16)	0.034*
H92	1.057 (2)	0.153 (2)	0.5173 (16)	0.034*
O10	0.29077 (15)	−0.00976 (12)	0.61445 (10)	0.0227 (3)
H101	0.353 (2)	−0.021 (2)	0.5812 (16)	0.034*
H102	0.298 (3)	0.0623 (16)	0.6162 (17)	0.034*
N1	0.24228 (15)	0.40441 (12)	−0.02882 (10)	0.0137 (3)
N2	0.48486 (16)	0.39211 (13)	−0.33960 (10)	0.0192 (3)
H2A	0.5065	0.3769	−0.3974	0.023*
H2B	0.5429	0.4581	−0.3015	0.023*
N3	−0.02547 (15)	0.46803 (12)	0.22393 (10)	0.0124 (3)
N4	−0.19976 (16)	0.58150 (13)	0.54420 (10)	0.0156 (3)
H4A	−0.2399	0.5830	0.5975	0.019*
H4B	−0.1338	0.6478	0.5297	0.019*
C1	0.19456 (18)	0.27725 (14)	0.21455 (11)	0.0119 (3)
C2	0.22146 (18)	0.17564 (14)	0.26777 (11)	0.0130 (3)
C3	0.35124 (18)	0.20337 (14)	0.34290 (11)	0.0130 (3)
H3	0.4177	0.2846	0.3613	0.016*
C4	0.38114 (19)	0.10955 (15)	0.39013 (12)	0.0147 (3)
C5	0.2811 (2)	−0.01149 (16)	0.36388 (13)	0.0205 (4)
H5	0.3013	−0.0744	0.3957	0.025*
C6	0.1510 (2)	−0.03792 (16)	0.29011 (13)	0.0230 (4)
H6	0.0831	−0.1189	0.2730	0.028*
C7	0.1206 (2)	0.05483 (15)	0.24141 (13)	0.0188 (4)
H7	0.0334	0.0363	0.1915	0.023*
C8	0.23227 (18)	0.69426 (14)	0.08443 (11)	0.0121 (3)
C9	0.29777 (18)	0.83055 (14)	0.08443 (12)	0.0132 (3)
C10	0.43016 (19)	0.89953 (15)	0.15359 (12)	0.0154 (3)
H10	0.4770	0.8608	0.1992	0.018*
C11	0.4919 (2)	1.02655 (15)	0.15411 (12)	0.0177 (3)
C12	0.4219 (2)	1.08404 (15)	0.08613 (13)	0.0200 (4)
H12	0.4629	1.1691	0.0867	0.024*
C13	0.2912 (2)	1.01491 (15)	0.01772 (13)	0.0195 (4)
H13	0.2447	1.0539	−0.0278	0.023*
C14	0.22815 (19)	0.88799 (15)	0.01573 (12)	0.0163 (3)
H14	0.1404	0.8420	−0.0309	0.020*
C15	0.33791 (18)	0.49239 (15)	−0.07239 (12)	0.0140 (3)
H15	0.3742	0.5730	−0.0413	0.017*
C16	0.38521 (18)	0.46906 (15)	−0.16129 (12)	0.0139 (3)
H16	0.4532	0.5324	−0.1887	0.017*
C17	0.32938 (18)	0.34920 (15)	−0.20895 (12)	0.0129 (3)
C18	0.23250 (19)	0.25737 (15)	−0.16302 (12)	0.0155 (3)
H18	0.1951	0.1759	−0.1922	0.019*
C19	0.19232 (19)	0.28830 (15)	−0.07373 (12)	0.0162 (3)
H19	0.1279	0.2261	−0.0434	0.019*
C20	0.36275 (19)	0.31412 (15)	−0.30949 (12)	0.0142 (3)
C21	−0.13929 (18)	0.36943 (15)	0.24411 (12)	0.0146 (3)
H21	−0.1718	0.2970	0.2005	0.018*
C22	−0.21039 (19)	0.37093 (15)	0.32724 (12)	0.0149 (3)
H22	−0.2885	0.3005	0.3390	0.018*
C23	−0.16404 (18)	0.47843 (14)	0.39282 (11)	0.0120 (3)
C24	−0.04688 (19)	0.58130 (15)	0.37131 (12)	0.0143 (3)
H24	−0.0134	0.6553	0.4130	0.017*
C25	0.01886 (19)	0.57159 (15)	0.28711 (12)	0.0144 (3)
H25	0.0978	0.6404	0.2737	0.017*
C26	−0.23947 (17)	0.47723 (14)	0.48447 (11)	0.0122 (3)

	U11	U22	U33	U12	U13	U23
Cd1	0.01097 (7)	0.00929 (7)	0.00898 (7)	0.00322 (5)	0.00236 (4)	0.00160 (4)
O1	0.0165 (6)	0.0152 (6)	0.0126 (6)	0.0056 (5)	−0.0011 (5)	0.0028 (4)
O2	0.0152 (6)	0.0119 (5)	0.0155 (6)	0.0033 (4)	0.0013 (5)	0.0026 (4)
O3	0.0189 (6)	0.0138 (6)	0.0182 (6)	0.0048 (5)	−0.0057 (5)	0.0024 (5)
O4	0.0140 (6)	0.0125 (5)	0.0166 (6)	0.0023 (4)	−0.0011 (5)	−0.0001 (4)
O5	0.0167 (6)	0.0126 (5)	0.0152 (6)	0.0036 (5)	−0.0007 (5)	0.0034 (4)
O6	0.0250 (7)	0.0150 (6)	0.0216 (7)	−0.0035 (5)	−0.0053 (5)	0.0003 (5)
O7	0.0201 (6)	0.0170 (6)	0.0177 (6)	0.0025 (5)	0.0033 (5)	−0.0030 (5)
O8	0.0175 (6)	0.0149 (6)	0.0151 (6)	0.0017 (5)	0.0069 (5)	0.0005 (4)
O9	0.0226 (7)	0.0173 (7)	0.0280 (7)	0.0016 (5)	−0.0025 (6)	0.0006 (5)
O10	0.0239 (7)	0.0191 (6)	0.0239 (7)	0.0078 (6)	0.0005 (5)	−0.0005 (5)
N1	0.0130 (6)	0.0154 (7)	0.0139 (7)	0.0059 (5)	0.0030 (5)	0.0027 (5)
N2	0.0180 (7)	0.0228 (8)	0.0112 (7)	0.0000 (6)	0.0052 (6)	−0.0042 (6)
N3	0.0127 (6)	0.0135 (7)	0.0114 (6)	0.0052 (5)	0.0021 (5)	0.0013 (5)
N4	0.0174 (7)	0.0157 (7)	0.0126 (7)	0.0028 (6)	0.0068 (6)	−0.0003 (5)
C1	0.0119 (7)	0.0147 (8)	0.0112 (7)	0.0055 (6)	0.0055 (6)	0.0026 (6)
C2	0.0137 (8)	0.0143 (8)	0.0120 (8)	0.0052 (6)	0.0039 (6)	0.0030 (6)
C3	0.0133 (8)	0.0122 (8)	0.0129 (8)	0.0032 (6)	0.0026 (6)	0.0010 (6)
C4	0.0155 (8)	0.0172 (8)	0.0119 (8)	0.0068 (7)	0.0006 (6)	0.0023 (6)
C5	0.0263 (9)	0.0142 (8)	0.0199 (9)	0.0064 (7)	−0.0009 (7)	0.0059 (7)
C6	0.0244 (9)	0.0120 (8)	0.0259 (10)	0.0005 (7)	−0.0045 (8)	0.0039 (7)
C7	0.0169 (8)	0.0173 (8)	0.0178 (8)	0.0028 (7)	−0.0042 (7)	0.0022 (7)
C8	0.0117 (7)	0.0133 (8)	0.0112 (7)	0.0030 (6)	0.0049 (6)	−0.0002 (6)
C9	0.0137 (8)	0.0128 (8)	0.0125 (8)	0.0034 (6)	0.0040 (6)	0.0007 (6)
C10	0.0172 (8)	0.0152 (8)	0.0130 (8)	0.0046 (7)	0.0021 (6)	0.0028 (6)
C11	0.0184 (8)	0.0148 (8)	0.0156 (8)	0.0005 (7)	0.0032 (7)	−0.0013 (6)
C12	0.0260 (9)	0.0098 (8)	0.0221 (9)	0.0024 (7)	0.0061 (7)	0.0025 (7)
C13	0.0248 (9)	0.0158 (8)	0.0191 (9)	0.0080 (7)	0.0030 (7)	0.0053 (7)
C14	0.0158 (8)	0.0154 (8)	0.0159 (8)	0.0039 (7)	0.0012 (6)	0.0004 (6)
C15	0.0126 (8)	0.0129 (8)	0.0158 (8)	0.0042 (6)	0.0011 (6)	0.0003 (6)
C16	0.0113 (7)	0.0148 (8)	0.0148 (8)	0.0027 (6)	0.0034 (6)	0.0035 (6)
C17	0.0109 (7)	0.0158 (8)	0.0131 (8)	0.0064 (6)	0.0011 (6)	0.0020 (6)
C18	0.0164 (8)	0.0121 (8)	0.0181 (8)	0.0051 (6)	0.0031 (7)	0.0011 (6)
C19	0.0168 (8)	0.0148 (8)	0.0185 (8)	0.0053 (6)	0.0065 (7)	0.0057 (7)
C20	0.0138 (8)	0.0168 (8)	0.0133 (8)	0.0075 (6)	0.0011 (6)	0.0018 (6)
C21	0.0138 (8)	0.0130 (8)	0.0153 (8)	0.0030 (6)	0.0023 (6)	−0.0015 (6)
C22	0.0135 (8)	0.0132 (8)	0.0160 (8)	0.0015 (6)	0.0036 (6)	0.0017 (6)
C23	0.0112 (7)	0.0139 (8)	0.0117 (7)	0.0057 (6)	0.0012 (6)	0.0014 (6)
C24	0.0149 (8)	0.0128 (8)	0.0143 (8)	0.0041 (6)	0.0022 (6)	−0.0003 (6)
C25	0.0149 (8)	0.0117 (8)	0.0163 (8)	0.0037 (6)	0.0037 (6)	0.0025 (6)
C26	0.0103 (7)	0.0157 (8)	0.0113 (7)	0.0059 (6)	0.0001 (6)	0.0018 (6)

Cd1—O1	2.3029 (11)	C3—H3	0.9300
Cd1—O2	2.5562 (11)	C4—C5	1.387 (2)
Cd1—O4	2.4687 (11)	C5—C6	1.383 (2)
Cd1—O4i	2.3744 (11)	C5—H5	0.9300
Cd1—O5	2.3141 (11)	C6—C7	1.385 (2)
Cd1—N1	2.3256 (13)	C6—H6	0.9300
Cd1—N3	2.3238 (13)	C7—H7	0.9300
Cd1—C8	2.7525 (16)	C8—C9	1.492 (2)
O1—C1	1.2632 (19)	C9—C10	1.393 (2)
O2—C1	1.2624 (19)	C9—C14	1.390 (2)
O3—C4	1.374 (2)	C10—C11	1.390 (2)
O3—H3O	0.8200	C10—H10	0.9300
O4—Cd1i	2.3744 (11)	C11—C12	1.386 (3)
O4—C8	1.273 (2)	C12—C13	1.379 (2)
O5—C8	1.260 (2)	C12—H12	0.9300
O6—C11	1.362 (2)	C13—C14	1.387 (2)
O6—H6O	0.8200	C13—H13	0.9300
O7—C20	1.234 (2)	C14—H14	0.9300
O8—C26	1.2411 (19)	C15—C16	1.382 (2)
O9—H91	0.793 (16)	C15—H15	0.9300
O9—H92	0.783 (16)	C16—C17	1.389 (2)
O10—H101	0.806 (16)	C16—H16	0.9300
O10—H102	0.813 (16)	C17—C18	1.390 (2)
N1—C15	1.340 (2)	C17—C20	1.505 (2)
N1—C19	1.341 (2)	C18—C19	1.378 (2)
N2—C20	1.319 (2)	C18—H18	0.9300
N2—H2A	0.8600	C19—H19	0.9300
N2—H2B	0.8600	C21—C22	1.385 (2)
N3—C21	1.341 (2)	C21—H21	0.9300
N3—C25	1.338 (2)	C22—C23	1.388 (2)
N4—C26	1.323 (2)	C22—H22	0.9300
N4—H4A	0.8600	C23—C24	1.394 (2)
N4—H4B	0.8600	C23—C26	1.508 (2)
C1—C2	1.495 (2)	C24—C25	1.382 (2)
C2—C3	1.391 (2)	C24—H24	0.9300
C2—C7	1.387 (2)	C25—H25	0.9300
C3—C4	1.384 (2)
O1—Cd1—O2	53.71 (4)	C5—C6—H6	119.6
O1—Cd1—O4	165.84 (4)	C7—C6—H6	119.6
O1—Cd1—O4i	91.05 (4)	C2—C7—H7	120.3
O1—Cd1—O5	138.24 (4)	C6—C7—C2	119.42 (16)
O1—Cd1—N1	86.48 (4)	C6—C7—H7	120.3
O1—Cd1—N3	89.70 (4)	O4—C8—Cd1	63.72 (8)
O1—Cd1—C8	164.83 (4)	O4—C8—C9	120.21 (14)
O2—Cd1—C8	112.50 (4)	O5—C8—O4	120.37 (14)
O4—Cd1—O2	139.97 (4)	O5—C8—Cd1	56.69 (8)
O4i—Cd1—O2	143.60 (4)	O5—C8—C9	119.41 (14)
O4i—Cd1—O4	75.96 (4)	C9—C8—Cd1	175.33 (11)
O4—Cd1—C8	27.53 (4)	C10—C9—C8	119.28 (14)
O4i—Cd1—C8	103.46 (4)	C14—C9—C8	120.38 (14)
O5—Cd1—O2	85.54 (4)	C14—C9—C10	120.34 (15)
O5—Cd1—O4	54.59 (4)	C9—C10—H10	120.2
O5—Cd1—O4i	130.53 (4)	C11—C10—C9	119.65 (15)
O5—Cd1—N1	94.01 (4)	C11—C10—H10	120.2
O5—Cd1—N3	92.07 (4)	O6—C11—C10	122.77 (16)
O5—Cd1—C8	27.07 (4)	O6—C11—C12	117.16 (15)
N1—Cd1—O2	101.27 (4)	C12—C11—C10	120.05 (15)
N1—Cd1—O4	86.39 (4)	C11—C12—H12	120.1
N1—Cd1—O4i	83.17 (4)	C13—C12—C11	119.87 (15)
N1—Cd1—C8	90.85 (4)	C13—C12—H12	120.1
N3—Cd1—O2	80.25 (4)	C12—C13—C14	120.96 (16)
N3—Cd1—O4	96.29 (4)	C12—C13—H13	119.5
N3—Cd1—O4i	92.07 (4)	C14—C13—H13	119.5
N3—Cd1—N1	173.83 (4)	C9—C14—H14	120.4
N3—Cd1—C8	94.08 (4)	C13—C14—C9	119.12 (15)
C1—O1—Cd1	98.12 (9)	C13—C14—H14	120.4
C1—O2—Cd1	86.39 (9)	N1—C15—C16	123.15 (15)
C4—O3—H3O	109.5	N1—C15—H15	118.4
C8—O4—Cd1i	166.94 (11)	C16—C15—H15	118.4
C8—O4—Cd1	88.75 (9)	C15—C16—C17	118.76 (14)
Cd1i—O4—Cd1	104.04 (4)	C15—C16—H16	120.6
C8—O5—Cd1	96.24 (9)	C17—C16—H16	120.6
C11—O6—H6O	109.5	C16—C17—C18	118.20 (14)
H91—O9—H92	115 (2)	C16—C17—C20	123.58 (14)
H101—O10—H102	108 (2)	C18—C17—C20	118.18 (14)
C15—N1—Cd1	123.35 (11)	C17—C18—H18	120.3
C15—N1—C19	117.84 (14)	C19—C18—C17	119.34 (15)
C19—N1—Cd1	117.64 (10)	C19—C18—H18	120.3
C20—N2—H2A	120.0	N1—C19—C18	122.68 (15)
C20—N2—H2B	120.0	N1—C19—H19	118.7
H2A—N2—H2B	120.0	C18—C19—H19	118.7
C25—N3—Cd1	121.36 (10)	O7—C20—N2	123.91 (15)
C25—N3—C21	117.79 (13)	O7—C20—C17	119.22 (14)
C21—N3—Cd1	119.83 (10)	N2—C20—C17	116.84 (14)
C26—N4—H4A	120.0	N3—C21—C22	122.72 (15)
C26—N4—H4B	120.0	N3—C21—H21	118.6
H4A—N4—H4B	120.0	C22—C21—H21	118.6
O1—C1—C2	118.58 (14)	C21—C22—C23	119.42 (14)
O2—C1—O1	121.78 (14)	C21—C22—H22	120.3
O2—C1—C2	119.64 (14)	C23—C22—H22	120.3
C3—C2—C1	119.07 (14)	C22—C23—C24	117.88 (14)
C7—C2—C1	120.68 (14)	C22—C23—C26	118.64 (14)
C7—C2—C3	120.24 (15)	C24—C23—C26	123.46 (14)
C2—C3—H3	120.1	C23—C24—H24	120.5
C4—C3—C2	119.70 (15)	C25—C24—C23	118.98 (14)
C4—C3—H3	120.1	C25—C24—H24	120.5
O3—C4—C3	121.96 (14)	N3—C25—C24	123.21 (15)
O3—C4—C5	117.70 (14)	N3—C25—H25	118.4
C3—C4—C5	120.34 (15)	C24—C25—H25	118.4
C4—C5—H5	120.2	O8—C26—N4	122.24 (14)
C6—C5—C4	119.53 (16)	O8—C26—C23	119.56 (14)
C6—C5—H5	120.2	N4—C26—C23	118.19 (14)
C5—C6—C7	120.76 (16)
O2—Cd1—O1—C1	0.07 (8)	N3—Cd1—C8—O5	86.55 (9)
O4—Cd1—O1—C1	166.71 (14)	Cd1—O1—C1—O2	−0.14 (16)
O4i—Cd1—O1—C1	−170.08 (9)	Cd1—O1—C1—C2	179.96 (11)
O5—Cd1—O1—C1	14.75 (12)	Cd1—O2—C1—O1	0.13 (14)
N1—Cd1—O1—C1	106.82 (9)	Cd1—O2—C1—C2	−179.97 (13)
N3—Cd1—O1—C1	−78.02 (9)	Cd1i—O4—C8—Cd1	168.5 (5)
C8—Cd1—O1—C1	26.6 (2)	Cd1—O4—C8—O5	2.25 (14)
O1—Cd1—O2—C1	−0.07 (8)	Cd1i—O4—C8—O5	170.7 (4)
O4—Cd1—O2—C1	−175.03 (8)	Cd1—O4—C8—C9	−177.15 (13)
O4i—Cd1—O2—C1	16.67 (12)	Cd1i—O4—C8—C9	−8.7 (5)
O5—Cd1—O2—C1	−170.33 (9)	Cd1—O5—C8—O4	−2.41 (15)
N1—Cd1—O2—C1	−77.12 (9)	Cd1—O5—C8—C9	176.99 (12)
N3—Cd1—O2—C1	96.80 (9)	Cd1—N1—C15—C16	−166.50 (12)
C8—Cd1—O2—C1	−172.80 (8)	C19—N1—C15—C16	0.8 (2)
O1—Cd1—O4—Cd1i	23.96 (17)	Cd1—N1—C19—C18	166.50 (13)
O1—Cd1—O4—C8	−158.70 (14)	C15—N1—C19—C18	−1.5 (2)
O2—Cd1—O4—Cd1i	−172.88 (4)	Cd1—N3—C21—C22	168.08 (12)
O2—Cd1—O4—C8	4.46 (11)	C25—N3—C21—C22	−0.5 (2)
O4i—Cd1—O4—Cd1i	0.0	Cd1—N3—C25—C24	−168.47 (12)
O4i—Cd1—O4—C8	177.33 (11)	C21—N3—C25—C24	0.0 (2)
O5—Cd1—O4—Cd1i	−178.63 (6)	O1—C1—C2—C3	169.40 (14)
O5—Cd1—O4—C8	−1.29 (8)	O1—C1—C2—C7	−9.2 (2)
N1—Cd1—O4—Cd1i	83.86 (5)	O2—C1—C2—C3	−10.5 (2)
N1—Cd1—O4—C8	−98.81 (9)	O2—C1—C2—C7	170.87 (15)
N3—Cd1—O4—Cd1i	−90.57 (5)	C1—C2—C3—C4	−177.44 (14)
N3—Cd1—O4—C8	86.77 (9)	C7—C2—C3—C4	1.2 (2)
C8—Cd1—O4—Cd1i	−177.33 (11)	C1—C2—C7—C6	178.17 (15)
O1—Cd1—O5—C8	173.20 (8)	C3—C2—C7—C6	−0.4 (3)
O2—Cd1—O5—C8	−174.98 (9)	C2—C3—C4—O3	178.19 (14)
O4—Cd1—O5—C8	1.31 (8)	C2—C3—C4—C5	−1.0 (2)
O4i—Cd1—O5—C8	−0.43 (11)	O3—C4—C5—C6	−179.20 (16)
N1—Cd1—O5—C8	84.00 (9)	C3—C4—C5—C6	0.0 (3)
N3—Cd1—O5—C8	−94.93 (9)	C4—C5—C6—C7	0.8 (3)
O1—Cd1—N1—C15	−159.66 (12)	C5—C6—C7—C2	−0.6 (3)
O1—Cd1—N1—C19	33.01 (12)	O4—C8—C9—C10	179.21 (14)
O2—Cd1—N1—C15	−107.75 (12)	O4—C8—C9—C14	−1.2 (2)
O2—Cd1—N1—C19	84.92 (12)	O5—C8—C9—C10	−0.2 (2)
O4—Cd1—N1—C15	32.58 (12)	O5—C8—C9—C14	179.36 (14)
O4i—Cd1—N1—C15	108.86 (12)	C8—C9—C10—C11	180.00 (14)
O4—Cd1—N1—C19	−134.74 (12)	C14—C9—C10—C11	0.4 (2)
O4i—Cd1—N1—C19	−58.47 (12)	C8—C9—C14—C13	179.76 (14)
O5—Cd1—N1—C15	−21.51 (12)	C10—C9—C14—C13	−0.7 (2)
O5—Cd1—N1—C19	171.16 (12)	C9—C10—C11—O6	−178.74 (15)
C8—Cd1—N1—C15	5.40 (12)	C9—C10—C11—C12	0.1 (2)
C8—Cd1—N1—C19	−161.93 (12)	O6—C11—C12—C13	178.56 (16)
O1—Cd1—N3—C21	−31.57 (12)	C10—C11—C12—C13	−0.3 (3)
O1—Cd1—N3—C25	136.62 (12)	C11—C12—C13—C14	0.0 (3)
O2—Cd1—N3—C21	−84.73 (12)	C12—C13—C14—C9	0.4 (3)
O2—Cd1—N3—C25	83.47 (12)	N1—C15—C16—C17	1.1 (2)
O4—Cd1—N3—C21	135.57 (12)	C15—C16—C17—C18	−2.2 (2)
O4i—Cd1—N3—C21	59.47 (12)	C15—C16—C17—C20	175.29 (15)
O4—Cd1—N3—C25	−56.24 (12)	C16—C17—C18—C19	1.5 (2)
O4i—Cd1—N3—C25	−132.34 (12)	C20—C17—C18—C19	−176.10 (15)
O5—Cd1—N3—C21	−169.84 (12)	C16—C17—C20—O7	−157.95 (16)
O5—Cd1—N3—C25	−1.64 (12)	C16—C17—C20—N2	20.1 (2)
C8—Cd1—N3—C21	163.13 (12)	C18—C17—C20—O7	19.5 (2)
C8—Cd1—N3—C25	−28.68 (12)	C18—C17—C20—N2	−162.40 (15)
O1—Cd1—C8—O4	160.15 (13)	C17—C18—C19—N1	0.4 (3)
O1—Cd1—C8—O5	−17.5 (2)	N3—C21—C22—C23	0.4 (3)
O2—Cd1—C8—O4	−176.90 (8)	C21—C22—C23—C24	0.2 (2)
O2—Cd1—C8—O5	5.42 (10)	C21—C22—C23—C26	−178.24 (14)
O4i—Cd1—C8—O4	−2.66 (11)	C22—C23—C24—C25	−0.8 (2)
O4—Cd1—C8—O5	−177.68 (15)	C26—C23—C24—C25	177.64 (15)
O4i—Cd1—C8—O5	179.66 (9)	C22—C23—C26—O8	4.0 (2)
O5—Cd1—C8—O4	177.68 (15)	C22—C23—C26—N4	−177.01 (15)
N1—Cd1—C8—O4	80.52 (9)	C24—C23—C26—O8	−174.35 (15)
N1—Cd1—C8—O5	−97.16 (9)	C24—C23—C26—N4	4.6 (2)
N3—Cd1—C8—O4	−95.77 (9)	C23—C24—C25—N3	0.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O8ii	0.86	2.12	2.9158 (19)	153
N2—H2B···O2iii	0.86	2.00	2.8290 (18)	160
O3—H3O···O8iv	0.82	1.91	2.7248 (16)	173
N4—H4A···O2v	0.86	2.20	3.0404 (18)	164
N4—H4B···O9vi	0.86	2.01	2.846 (2)	166
O6—H6O···O10vi	0.82	1.91	2.7043 (18)	163
O9—H91···O10vii	0.79 (2)	2.03 (2)	2.819 (2)	173 (2)
O9—H92···O7viii	0.78 (2)	2.29 (2)	2.9508 (19)	143 (2)
O10—H101···O3vii	0.81 (2)	2.17 (2)	2.8976 (19)	150 (2)
O10—H102···O7ix	0.81 (2)	1.89 (2)	2.6876 (18)	165 (3)
C14—H14···O1i	0.93	2.28	3.197 (2)	171
C19—H19···O1	0.93	2.54	3.161 (2)	124
C21—H21···O6x	0.93	2.49	3.128 (2)	126
C22—H22···O6x	0.93	2.58	3.163 (2)	121
C24—H24···O9vi	0.93	2.32	3.222 (2)	164

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O8i	0.86	2.12	2.9158 (19)	153
N2—H2B⋯O2ii	0.86	2.00	2.8290 (18)	160
O3—H3O⋯O8iii	0.82	1.91	2.7248 (16)	173
N4—H4A⋯O2iv	0.86	2.20	3.0404 (18)	164
N4—H4B⋯O9v	0.86	2.01	2.846 (2)	166
O6—H6O⋯O10v	0.82	1.91	2.7043 (18)	163
O9—H91⋯O10vi	0.79 (2)	2.03 (2)	2.819 (2)	173 (2)
O9—H92⋯O7vii	0.78 (2)	2.29 (2)	2.9508 (19)	143 (2)
O10—H101⋯O3vi	0.81 (2)	2.17 (2)	2.8976 (19)	150 (2)
O10—H102⋯O7viii	0.81 (2)	1.89 (2)	2.6876 (18)	165 (3)
C14—H14⋯O1ix	0.93	2.28	3.197 (2)	171
C19—H19⋯O1	0.93	2.54	3.161 (2)	124
C21—H21⋯O6x	0.93	2.49	3.128 (2)	126
C22—H22⋯O6x	0.93	2.58	3.163 (2)	121
C24—H24⋯O9v	0.93	2.32	3.222 (2)	164

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) ; (vi) ; (vii) ; (viii) ; (ix) ; (x) .