[μ-N,N,N',N'-Tetra-kis(2-pyridyl-meth-yl)butane-1,4-diamine]-bis-[diacetato-cadmium(II)] nona-hydrate.

The title dinuclear complex, [Cd(2)(CH(3)CO(2))(4)(C(28)H(32)N(6))]·9H(2)O, is located on a crystallographic inversion center. The unique Cd(II) ion displays a 5 + 2 coordination. A distorted square-pyramidal geometry is formed by the dipicolyl-amine unit of the ligand via the N atoms in a meridional fashion and two O atoms of the acetate ligands with short Cd-O distances. The coordination is completed by two loosely bound O atoms of the acetate ligands. The Cd-N distances involving the pyridine N atoms differ slightly from each other and the Cd-N distance involving the tertiary N atom is the longest. In the crystal structure, complex mol-ecules and solvent water mol-ecules are connected into a three-dimensional network via inter-molecular O-H⋯O hydrogen bonds. One of the water mol-ecules lies on a twofold rotation axis.

Related literature

For related crystal structures of tetra­kis­(pyridin-2-yl-meth­yl)alkyl-diamine compounds, see: Fujihara et al. (2004 ▶); Mambanda et al. (2007 ▶). For dinuclear platinum complexes of similar ligands, see: Ertürk et al. (2007 ▶). For the superoxide dismutase activity of iron complexes, see: Tamura et al. (2000 ▶). For the use of the dipicolyl­amine moiety for binding of the M(CO)3 core (M = Re, 99Tc), see: Bartholomä et al. (2009 ▶). For crystal structures closely related to the title compound, see: Bartholomä et al. (2010a ▶,b ▶,c ▶,d ▶).

Experimental

Crystal data

[Cd2(C2H3O2)4(C28H32N6)]·9H2O

M = 1075.72

Monoclinic,

a = 15.9680 (17) Å

b = 11.4320 (12) Å

c = 26.451 (3) Å

β = 100.127 (2)°

V = 4753.3 (9) Å3

Z = 4

Mo Kα radiation

μ = 0.97 mm−1

T = 90 K

0.30 × 0.20 × 0.10 mm

Data collection

Bruker SMART APEX diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 1998 ▶) T min = 0.760, T max = 0.910

23441 measured reflections

5847 independent reflections

5621 reflections with I > 2σ(I)

R int = 0.022

Refinement

R[F 2 > 2σ(F 2)] = 0.045

wR(F 2) = 0.103

S = 1.20

5847 reflections

314 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 1.55 e Å−3

Δρmin = −0.57 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: DIAMOND (Brandenburg & Putz, 1999 ▶); software used to prepare material for publication: SHELXTL (Sheldrick, 2008 ▶).

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536810034550/lh5104sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810034550/lh5104Isup2.hkl

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

[Cd2(C2H3O2)4(C28H32N6)]·9H2O	F(000) = 2208
Mr = 1075.72	Dx = 1.503 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 5663 reflections
a = 15.9680 (17) Å	θ = 2.6–28.3°
b = 11.4320 (12) Å	µ = 0.97 mm−1
c = 26.451 (3) Å	T = 90 K
β = 100.127 (2)°	Block, colourless
V = 4753.3 (9) Å3	0.30 × 0.20 × 0.10 mm
Z = 4

Bruker SMART APEX diffractometer	5847 independent reflections
Radiation source: fine-focus sealed tube	5621 reflections with I > 2σ(I)
graphite	Rint = 0.022
Detector resolution: 512 pixels mm-1	θmax = 28.3°, θmin = 2.2°
φ and ω scans	h = −20→21
Absorption correction: multi-scan (SADABS; Bruker, 1998)	k = −15→15
Tmin = 0.760, Tmax = 0.910	l = −35→34
23441 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)] = 0.045	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.103	H atoms treated by a mixture of independent and constrained refinement
S = 1.20	w = 1/[σ2(Fo2) + (0.0355P)2 + 21.0991P] where P = (Fo2 + 2Fc2)/3
5847 reflections	(Δ/σ)max = 0.001
314 parameters	Δρmax = 1.55 e Å−3
0 restraints	Δρmin = −0.56 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	0.165978 (14)	0.604997 (19)	0.132379 (8)	0.02575 (8)
O1	0.2134 (2)	0.4939 (3)	0.21610 (10)	0.0556 (9)
O2	0.2542 (2)	0.6682 (3)	0.20295 (11)	0.0560 (8)
O3	0.2906 (2)	0.7203 (3)	0.09388 (13)	0.0616 (9)
O4	0.15464 (17)	0.7426 (2)	0.07125 (11)	0.0423 (6)
O5	0.0000	0.2308 (3)	0.2500	0.0322 (7)
O6	0.00239 (19)	0.8361 (3)	0.02426 (12)	0.0402 (6)
O7	0.85601 (17)	0.3567 (3)	0.22061 (12)	0.0377 (6)
O8	0.0253 (2)	0.0574 (3)	0.07224 (12)	0.0418 (6)
O9	0.4442 (2)	0.6321 (3)	0.15079 (13)	0.0437 (7)
N1	0.05268 (16)	0.4637 (2)	0.12010 (9)	0.0228 (5)
N2	0.04401 (19)	0.6870 (3)	0.15915 (10)	0.0300 (6)
N3	0.21759 (17)	0.4384 (2)	0.09883 (10)	0.0259 (5)
C1	0.0067 (2)	0.4816 (3)	0.16377 (12)	0.0276 (6)
H1A	0.0419	0.4517	0.1957	0.033*
H1B	−0.0471	0.4366	0.1575	0.033*
C2	−0.0127 (2)	0.6095 (3)	0.17043 (11)	0.0273 (6)
C3	−0.0848 (2)	0.6442 (3)	0.18900 (13)	0.0349 (7)
H3	−0.1241	0.5878	0.1971	0.042*
C4	−0.0988 (3)	0.7620 (4)	0.19562 (14)	0.0407 (8)
H4	−0.1474	0.7876	0.2088	0.049*
C5	−0.0413 (3)	0.8423 (3)	0.18282 (13)	0.0396 (8)
H5	−0.0500	0.9239	0.1864	0.047*
C6	0.0289 (3)	0.8011 (3)	0.16482 (13)	0.0361 (8)
H6	0.0686	0.8561	0.1560	0.043*
C7	0.0917 (2)	0.3463 (3)	0.12297 (12)	0.0270 (6)
H7A	0.0498	0.2899	0.1049	0.032*
H7B	0.1056	0.3222	0.1594	0.032*
C8	0.17205 (19)	0.3403 (3)	0.09967 (11)	0.0246 (6)
C9	0.1976 (2)	0.2339 (3)	0.08241 (12)	0.0299 (7)
H9	0.1638	0.1658	0.0832	0.036*
C10	0.2736 (2)	0.2291 (3)	0.06395 (13)	0.0339 (7)
H10	0.2928	0.1572	0.0521	0.041*
C11	0.3211 (2)	0.3300 (3)	0.06300 (13)	0.0332 (7)
H11	0.3733	0.3284	0.0505	0.040*
C12	0.2915 (2)	0.4325 (3)	0.08031 (12)	0.0301 (7)
H12	0.3240	0.5018	0.0793	0.036*
C13	−0.00785 (19)	0.4817 (3)	0.07122 (11)	0.0264 (6)
H13A	−0.0380	0.5567	0.0733	0.032*
H13B	−0.0509	0.4185	0.0675	0.032*
C14	0.03306 (18)	0.4836 (3)	0.02357 (11)	0.0246 (6)
H14A	0.0571	0.4057	0.0184	0.029*
H14B	0.0801	0.5413	0.0281	0.029*
C15	0.2586 (2)	0.5762 (3)	0.23017 (13)	0.0387 (8)
C16	0.3163 (3)	0.5767 (5)	0.28214 (16)	0.0603 (14)
H16A	0.2953	0.5199	0.3047	0.090*
H16B	0.3166	0.6550	0.2973	0.090*
H16C	0.3742	0.5555	0.2780	0.090*
C17	0.2281 (3)	0.7765 (4)	0.07178 (16)	0.0440 (9)
C18	0.2414 (3)	0.8863 (4)	0.0423 (2)	0.0635 (14)
H18A	0.2959	0.8813	0.0302	0.095*
H18B	0.2419	0.9545	0.0648	0.095*
H18C	0.1951	0.8944	0.0128	0.095*
H8B	0.017 (3)	−0.008 (4)	0.0639 (16)	0.033 (11)*
H5A	0.039 (2)	0.271 (4)	0.2553 (17)	0.035 (11)*
H6B	0.001 (3)	0.859 (4)	−0.007 (2)	0.048 (13)*
H8A	0.002 (3)	0.071 (4)	0.093 (2)	0.049 (15)*
H7C	0.835 (3)	0.395 (4)	0.2383 (19)	0.048 (14)*
H9B	0.463 (3)	0.653 (4)	0.1789 (19)	0.043 (13)*
H6A	0.047 (3)	0.812 (4)	0.0345 (19)	0.052 (15)*
H7D	0.824 (3)	0.309 (5)	0.2106 (19)	0.054 (15)*
H9A	0.400 (4)	0.665 (5)	0.141 (2)	0.069 (18)*

	U11	U22	U33	U12	U13	U23
Cd1	0.02604 (13)	0.02573 (12)	0.02352 (12)	−0.00736 (8)	−0.00101 (8)	0.00419 (8)
O1	0.0564 (18)	0.072 (2)	0.0323 (14)	−0.0304 (16)	−0.0097 (12)	0.0150 (14)
O2	0.0591 (19)	0.0571 (19)	0.0434 (16)	−0.0261 (15)	−0.0137 (14)	0.0117 (14)
O3	0.0560 (19)	0.065 (2)	0.0574 (19)	0.0113 (16)	−0.0089 (15)	0.0048 (16)
O4	0.0395 (14)	0.0400 (14)	0.0471 (15)	−0.0045 (11)	0.0070 (12)	0.0182 (12)
O5	0.0285 (18)	0.0317 (18)	0.0355 (18)	0.000	0.0031 (15)	0.000
O6	0.0330 (15)	0.0471 (16)	0.0420 (16)	0.0024 (12)	0.0104 (12)	0.0054 (13)
O7	0.0262 (13)	0.0366 (14)	0.0509 (16)	−0.0037 (11)	0.0086 (12)	−0.0113 (12)
O8	0.0517 (17)	0.0372 (16)	0.0395 (15)	−0.0072 (13)	0.0165 (13)	−0.0059 (12)
O9	0.0422 (16)	0.0450 (16)	0.0430 (17)	0.0027 (13)	0.0049 (13)	−0.0166 (13)
N1	0.0230 (12)	0.0252 (12)	0.0198 (11)	−0.0018 (10)	0.0026 (9)	0.0023 (9)
N2	0.0377 (15)	0.0313 (14)	0.0202 (12)	−0.0047 (12)	0.0033 (11)	0.0014 (10)
N3	0.0250 (13)	0.0292 (13)	0.0209 (12)	−0.0040 (10)	−0.0025 (10)	0.0043 (10)
C1	0.0308 (16)	0.0300 (16)	0.0225 (14)	−0.0035 (13)	0.0062 (12)	0.0055 (12)
C2	0.0330 (16)	0.0311 (16)	0.0172 (13)	−0.0019 (13)	0.0022 (11)	0.0031 (11)
C3	0.0371 (18)	0.0418 (19)	0.0265 (16)	0.0007 (15)	0.0072 (14)	0.0027 (14)
C4	0.045 (2)	0.047 (2)	0.0302 (17)	0.0088 (17)	0.0070 (15)	−0.0028 (15)
C5	0.055 (2)	0.0332 (18)	0.0279 (17)	0.0057 (16)	0.0014 (16)	−0.0036 (14)
C6	0.048 (2)	0.0319 (17)	0.0264 (16)	−0.0060 (15)	0.0022 (14)	−0.0021 (13)
C7	0.0287 (15)	0.0219 (14)	0.0302 (15)	−0.0033 (12)	0.0047 (12)	0.0038 (12)
C8	0.0237 (14)	0.0273 (15)	0.0210 (13)	−0.0030 (12)	−0.0014 (11)	0.0036 (11)
C9	0.0296 (16)	0.0307 (16)	0.0280 (15)	−0.0045 (13)	0.0009 (12)	0.0026 (12)
C10	0.0331 (17)	0.0369 (18)	0.0294 (16)	0.0033 (14)	−0.0007 (13)	−0.0011 (14)
C11	0.0255 (16)	0.0435 (19)	0.0298 (16)	−0.0024 (14)	0.0027 (13)	0.0017 (14)
C12	0.0246 (15)	0.0388 (17)	0.0250 (15)	−0.0062 (13)	−0.0005 (12)	0.0039 (13)
C13	0.0232 (14)	0.0348 (16)	0.0195 (13)	−0.0054 (12)	−0.0009 (11)	0.0000 (12)
C14	0.0211 (14)	0.0299 (15)	0.0211 (14)	−0.0029 (12)	−0.0007 (11)	−0.0003 (11)
C15	0.041 (2)	0.045 (2)	0.0262 (16)	−0.0158 (16)	−0.0051 (14)	0.0073 (14)
C16	0.056 (3)	0.081 (3)	0.035 (2)	−0.033 (2)	−0.0160 (19)	0.016 (2)
C17	0.047 (2)	0.041 (2)	0.041 (2)	−0.0010 (17)	−0.0010 (17)	0.0084 (16)
C18	0.055 (3)	0.053 (3)	0.085 (4)	−0.008 (2)	0.019 (3)	0.030 (3)

Cd1—O4	2.240 (2)	C3—H3	0.9500
Cd1—O4	2.240 (2)	C4—C5	1.382 (6)
Cd1—O2	2.251 (3)	C4—H4	0.9500
Cd1—N3	2.313 (3)	C5—C6	1.376 (6)
Cd1—N2	2.379 (3)	C5—H5	0.9500
Cd1—N1	2.405 (3)	C6—H6	0.9500
Cd1—O1	2.550 (3)	C7—C8	1.519 (4)
Cd1—O3	2.729 (4)	C7—H7A	0.9900
O1—C15	1.205 (5)	C7—H7B	0.9900
O2—C15	1.269 (5)	C8—C9	1.386 (5)
O3—C17	1.242 (5)	C9—C10	1.386 (5)
O4—C17	1.233 (5)	C9—H9	0.9500
O5—H5A	0.76 (4)	C10—C11	1.384 (5)
O6—H6B	0.85 (5)	C10—H10	0.9500
O6—H6A	0.77 (5)	C11—C12	1.371 (5)
O7—H7C	0.76 (5)	C11—H11	0.9500
O7—H7D	0.77 (5)	C12—H12	0.9500
O8—H8B	0.78 (5)	C13—C14	1.518 (4)
O8—H8A	0.73 (5)	C13—H13A	0.9900
O9—H9B	0.79 (5)	C13—H13B	0.9900
O9—H9A	0.80 (6)	C14—C14i	1.532 (6)
N1—C7	1.475 (4)	C14—H14A	0.9900
N1—C13	1.486 (4)	C14—H14B	0.9900
N1—C1	1.488 (4)	C15—C16	1.514 (5)
N2—C2	1.338 (4)	C16—H16A	0.9800
N2—C6	1.340 (5)	C16—H16B	0.9800
N3—C8	1.339 (4)	C16—H16C	0.9800
N3—C12	1.357 (4)	C17—O4	1.233 (5)
C1—C2	1.512 (5)	C17—O3	1.242 (5)
C1—H1A	0.9900	C17—C18	1.513 (6)
C1—H1B	0.9900	C18—H18A	0.9800
C2—C3	1.387 (5)	C18—H18B	0.9800
C3—C4	1.381 (5)	C18—H18C	0.9800
O4—Cd1—O4	0.0 (2)	C6—C5—C4	118.3 (3)
O4—Cd1—O2	109.44 (11)	C6—C5—H5	120.8
O4—Cd1—O2	109.44 (11)	C4—C5—H5	120.8
O4—Cd1—N3	106.87 (10)	N2—C6—C5	123.1 (4)
O4—Cd1—N3	106.87 (10)	N2—C6—H6	118.5
O2—Cd1—N3	111.66 (11)	C5—C6—H6	118.5
O4—Cd1—N2	88.38 (10)	N1—C7—C8	113.6 (2)
O4—Cd1—N2	88.38 (10)	N1—C7—H7A	108.9
O2—Cd1—N2	93.01 (12)	C8—C7—H7A	108.9
N3—Cd1—N2	143.54 (9)	N1—C7—H7B	108.9
O4—Cd1—N1	114.26 (9)	C8—C7—H7B	108.9
O4—Cd1—N1	114.26 (9)	H7A—C7—H7B	107.7
O2—Cd1—N1	132.37 (10)	N3—C8—C9	122.5 (3)
N3—Cd1—N1	72.86 (9)	N3—C8—C7	117.9 (3)
N2—Cd1—N1	70.68 (9)	C9—C8—C7	119.5 (3)
O4—Cd1—O1	161.92 (10)	C8—C9—C10	118.5 (3)
O4—Cd1—O1	161.92 (10)	C8—C9—H9	120.7
O2—Cd1—O1	52.59 (10)	C10—C9—H9	120.7
N3—Cd1—O1	81.46 (10)	C11—C10—C9	119.3 (3)
N2—Cd1—O1	94.11 (10)	C11—C10—H10	120.3
N1—Cd1—O1	83.35 (9)	C9—C10—H10	120.3
O4—Cd1—O3	50.44 (9)	C12—C11—C10	119.0 (3)
O4—Cd1—O3	50.44 (9)	C12—C11—H11	120.5
O2—Cd1—O3	76.31 (11)	C10—C11—H11	120.5
N3—Cd1—O3	85.54 (10)	N3—C12—C11	122.4 (3)
N2—Cd1—O3	127.56 (10)	N3—C12—H12	118.8
N1—Cd1—O3	148.74 (9)	C11—C12—H12	118.8
O1—Cd1—O3	116.10 (9)	N1—C13—C14	114.5 (2)
C15—O1—Cd1	87.1 (2)	N1—C13—H13A	108.6
C15—O2—Cd1	99.7 (2)	C14—C13—H13A	108.6
C17—O3—Cd1	81.2 (3)	N1—C13—H13B	108.6
C17—O4—Cd1	104.9 (2)	C14—C13—H13B	108.6
H6B—O6—H6A	108 (5)	H13A—C13—H13B	107.6
H7C—O7—H7D	106 (5)	C13—C14—C14i	110.1 (3)
H8B—O8—H8A	110 (5)	C13—C14—H14A	109.6
H9B—O9—H9A	109 (5)	C14i—C14—H14A	109.6
C7—N1—C13	112.0 (2)	C13—C14—H14B	109.6
C7—N1—C1	110.3 (2)	C14i—C14—H14B	109.6
C13—N1—C1	108.8 (2)	H14A—C14—H14B	108.2
C7—N1—Cd1	107.62 (18)	O1—C15—O2	120.1 (3)
C13—N1—Cd1	112.52 (18)	O1—C15—C16	121.2 (3)
C1—N1—Cd1	105.36 (18)	O2—C15—C16	118.5 (3)
C2—N2—C6	118.6 (3)	C15—C16—H16A	109.5
C2—N2—Cd1	115.3 (2)	C15—C16—H16B	109.5
C6—N2—Cd1	126.1 (2)	H16A—C16—H16B	109.5
C8—N3—C12	118.3 (3)	C15—C16—H16C	109.5
C8—N3—Cd1	116.9 (2)	H16A—C16—H16C	109.5
C12—N3—Cd1	124.8 (2)	H16B—C16—H16C	109.5
N1—C1—C2	111.3 (2)	O4—C17—O3	121.8 (4)
N1—C1—H1A	109.4	O4—C17—O3	121.8 (4)
C2—C1—H1A	109.4	O4—C17—O3	121.8 (4)
N1—C1—H1B	109.4	O4—C17—O3	121.8 (4)
C2—C1—H1B	109.4	O4—C17—C18	118.3 (4)
H1A—C1—H1B	108.0	O4—C17—C18	118.3 (4)
N2—C2—C3	121.7 (3)	O3—C17—C18	119.8 (4)
N2—C2—C1	117.0 (3)	O3—C17—C18	119.8 (4)
C3—C2—C1	121.2 (3)	C17—C18—H18A	109.5
C4—C3—C2	119.2 (4)	C17—C18—H18B	109.5
C4—C3—H3	120.4	H18A—C18—H18B	109.5
C2—C3—H3	120.4	C17—C18—H18C	109.5
C3—C4—C5	119.1 (4)	H18A—C18—H18C	109.5
C3—C4—H4	120.4	H18B—C18—H18C	109.5
C5—C4—H4	120.4
O4—Cd1—O1—C15	2.7 (5)	N3—Cd1—N2—C6	−160.9 (2)
O4—Cd1—O1—C15	2.7 (5)	N1—Cd1—N2—C6	−160.6 (3)
O2—Cd1—O1—C15	−4.0 (3)	O1—Cd1—N2—C6	117.9 (3)
N3—Cd1—O1—C15	121.8 (3)	O3—Cd1—N2—C6	−9.8 (3)
N2—Cd1—O1—C15	−94.7 (3)	O4—Cd1—N3—C8	−125.3 (2)
N1—Cd1—O1—C15	−164.7 (3)	O4—Cd1—N3—C8	−125.3 (2)
O3—Cd1—O1—C15	41.0 (3)	O2—Cd1—N3—C8	115.0 (2)
O4—Cd1—O2—C15	−173.9 (3)	N2—Cd1—N3—C8	−14.2 (3)
O4—Cd1—O2—C15	−173.9 (3)	N1—Cd1—N3—C8	−14.5 (2)
N3—Cd1—O2—C15	−55.8 (3)	O1—Cd1—N3—C8	71.1 (2)
N2—Cd1—O2—C15	96.7 (3)	O3—Cd1—N3—C8	−171.6 (2)
N1—Cd1—O2—C15	30.4 (3)	O4—Cd1—N3—C12	57.2 (3)
O1—Cd1—O2—C15	3.9 (3)	O4—Cd1—N3—C12	57.2 (3)
O3—Cd1—O2—C15	−135.3 (3)	O2—Cd1—N3—C12	−62.5 (3)
O4—Cd1—O3—O3	0.00 (18)	N2—Cd1—N3—C12	168.3 (2)
O4—Cd1—O3—O3	0.00 (18)	N1—Cd1—N3—C12	168.0 (3)
O2—Cd1—O3—O3	0.00 (11)	O1—Cd1—N3—C12	−106.4 (2)
N3—Cd1—O3—O3	0.00 (13)	O3—Cd1—N3—C12	10.9 (2)
N2—Cd1—O3—O3	0.00 (13)	C7—N1—C1—C2	164.2 (3)
N1—Cd1—O3—O3	0.00 (6)	C13—N1—C1—C2	−72.5 (3)
O1—Cd1—O3—O3	0.00 (16)	Cd1—N1—C1—C2	48.4 (3)
O4—Cd1—O3—C17	7.3 (2)	C6—N2—C2—C3	−1.8 (5)
O4—Cd1—O3—C17	7.3 (2)	Cd1—N2—C2—C3	176.7 (2)
O2—Cd1—O3—C17	−122.9 (3)	C6—N2—C2—C1	−179.7 (3)
N3—Cd1—O3—C17	123.5 (3)	Cd1—N2—C2—C1	−1.2 (3)
N2—Cd1—O3—C17	−39.8 (3)	N1—C1—C2—N2	−33.5 (4)
N1—Cd1—O3—C17	77.8 (3)	N1—C1—C2—C3	148.6 (3)
O1—Cd1—O3—C17	−158.3 (3)	N2—C2—C3—C4	0.6 (5)
O2—Cd1—O4—O4	0.0 (3)	C1—C2—C3—C4	178.4 (3)
N3—Cd1—O4—O4	0.0 (3)	C2—C3—C4—C5	1.0 (5)
N2—Cd1—O4—O4	0.0 (3)	C3—C4—C5—C6	−1.2 (5)
N1—Cd1—O4—O4	0.0 (2)	C2—N2—C6—C5	1.5 (5)
O1—Cd1—O4—O4	0.0 (4)	Cd1—N2—C6—C5	−176.8 (2)
O3—Cd1—O4—O4	0.0 (2)	C4—C5—C6—N2	0.0 (5)
O4—Cd1—O4—C17	0(19)	C13—N1—C7—C8	88.0 (3)
O2—Cd1—O4—C17	44.4 (3)	C1—N1—C7—C8	−150.7 (3)
N3—Cd1—O4—C17	−76.6 (3)	Cd1—N1—C7—C8	−36.2 (3)
N2—Cd1—O4—C17	137.0 (3)	C12—N3—C8—C9	0.0 (4)
N1—Cd1—O4—C17	−155.0 (3)	Cd1—N3—C8—C9	−177.7 (2)
O1—Cd1—O4—C17	38.8 (5)	C12—N3—C8—C7	176.9 (3)
O3—Cd1—O4—C17	−7.5 (3)	Cd1—N3—C8—C7	−0.7 (3)
O4—Cd1—N1—C7	127.65 (19)	N1—C7—C8—N3	26.7 (4)
O4—Cd1—N1—C7	127.65 (19)	N1—C7—C8—C9	−156.3 (3)
O2—Cd1—N1—C7	−77.5 (2)	N3—C8—C9—C10	0.5 (5)
N3—Cd1—N1—C7	26.46 (18)	C7—C8—C9—C10	−176.4 (3)
N2—Cd1—N1—C7	−153.4 (2)	C8—C9—C10—C11	−0.4 (5)
O1—Cd1—N1—C7	−56.62 (19)	C9—C10—C11—C12	−0.1 (5)
O3—Cd1—N1—C7	74.8 (3)	C8—N3—C12—C11	−0.5 (4)
O4—Cd1—N1—C13	3.7 (2)	Cd1—N3—C12—C11	176.9 (2)
O4—Cd1—N1—C13	3.7 (2)	C10—C11—C12—N3	0.6 (5)
O2—Cd1—N1—C13	158.6 (2)	C7—N1—C13—C14	−66.3 (3)
N3—Cd1—N1—C13	−97.5 (2)	C1—N1—C13—C14	171.5 (3)
N2—Cd1—N1—C13	82.7 (2)	Cd1—N1—C13—C14	55.2 (3)
O1—Cd1—N1—C13	179.5 (2)	N1—C13—C14—C14i	−173.6 (3)
O3—Cd1—N1—C13	−49.1 (3)	Cd1—O1—C15—O2	6.6 (4)
O4—Cd1—N1—C1	−114.65 (19)	Cd1—O1—C15—C16	−178.5 (4)
O4—Cd1—N1—C1	−114.65 (19)	Cd1—O2—C15—O1	−7.5 (5)
O2—Cd1—N1—C1	40.2 (2)	Cd1—O2—C15—C16	177.4 (4)
N3—Cd1—N1—C1	144.16 (19)	Cd1—O4—C17—O4	0(66)
N2—Cd1—N1—C1	−35.66 (18)	O4—O4—C17—O3	0.00 (9)
O1—Cd1—N1—C1	61.08 (19)	Cd1—O4—C17—O3	15.0 (5)
O3—Cd1—N1—C1	−167.51 (19)	O4—O4—C17—O3	0.00 (9)
O4—Cd1—N2—C2	137.5 (2)	Cd1—O4—C17—O3	15.0 (5)
O4—Cd1—N2—C2	137.5 (2)	O4—O4—C17—C18	0.00 (7)
O2—Cd1—N2—C2	−113.1 (2)	Cd1—O4—C17—C18	−168.0 (4)
N3—Cd1—N2—C2	20.7 (3)	O3—O3—C17—O4	0.00 (10)
N1—Cd1—N2—C2	21.0 (2)	Cd1—O3—C17—O4	−12.0 (4)
O1—Cd1—N2—C2	−60.4 (2)	O3—O3—C17—O4	0.00 (10)
O3—Cd1—N2—C2	171.8 (2)	Cd1—O3—C17—O4	−12.0 (4)
O4—Cd1—N2—C6	−44.1 (3)	Cd1—O3—C17—O3	0(100)
O4—Cd1—N2—C6	−44.1 (3)	O3—O3—C17—C18	0.0 (2)
O2—Cd1—N2—C6	65.3 (3)	Cd1—O3—C17—C18	171.1 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O9—H9A···O3	0.80 (6)	2.06 (6)	2.829 (5)	160 (6)
O6—H6A···O4	0.77 (5)	1.98 (5)	2.745 (4)	170 (5)
O9—H9B···O5ii	0.79 (5)	2.07 (5)	2.852 (3)	170 (5)
O7—H7C···O1iii	0.76 (5)	1.91 (5)	2.673 (4)	177 (5)
O8—H8A···O9iv	0.73 (5)	2.04 (5)	2.769 (4)	172 (5)
O6—H6B···O8i	0.85 (5)	1.97 (5)	2.792 (4)	164 (5)
O5—H5A···O7iii	0.76 (4)	1.96 (4)	2.708 (3)	170 (5)
O8—H8B···O6v	0.78 (5)	2.06 (5)	2.825 (4)	166 (4)

Table 1

Selected bond lengths (Å)

Cd1—O4	2.240 (2)
Cd1—O2	2.251 (3)
Cd1—N3	2.313 (3)
Cd1—N2	2.379 (3)
Cd1—N1	2.405 (3)
Cd1—O1	2.550 (3)
Cd1—O3	2.729 (4)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O9—H9A⋯O3	0.80 (6)	2.06 (6)	2.829 (5)	160 (6)
O6—H6A⋯O4	0.77 (5)	1.98 (5)	2.745 (4)	170 (5)
O9—H9B⋯O5i	0.79 (5)	2.07 (5)	2.852 (3)	170 (5)
O7—H7C⋯O1ii	0.76 (5)	1.91 (5)	2.673 (4)	177 (5)
O8—H8A⋯O9iii	0.73 (5)	2.04 (5)	2.769 (4)	172 (5)
O6—H6B⋯O8iv	0.85 (5)	1.97 (5)	2.792 (4)	164 (5)
O5—H5A⋯O7ii	0.76 (4)	1.96 (4)	2.708 (3)	170 (5)
O8—H8B⋯O6v	0.78 (5)	2.06 (5)	2.825 (4)	166 (4)

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