Poly[[(1,10-phenanthroline){μ(3)-2,2',2''-[1,3,5-triazine-2,4,6-triyltris(sulfane-diyl)]triacetato}-cadmium] 0.42-hydrate].

The asymmetric unit of the title complex, {[Cd(C(9)H(7)N(3)O(6)S(3))(C(12)H(8)N(2))]·0.42H(2)O}(n), contains a Cd(II) atom, one doubly deprotonated 2,2',2''-[1,3,5-triazine-2,4,6-triyltris(sulfanediyl)]triacetic acid ligand (HTTTA(2-)), a 1,10-phenanthroline (phen) ligand and a fractionally occupied water mol-ecule [site occupancy = 0.421 (15)]. The Cd(II) atom is six-coordinated within a distorted octa-hedral coordination geometry. Six coordination arises from four O atoms derived from three different HTTTA(2-) ligands, and two N atoms of the chelating phen mol-ecule. The incompletely deprotonated triazine ligand adopts a μ(3)-η(1):η(1):η(2) coordination mode, resulting in the formation of chains along the c axis based on Cd(2)O(2) dimeric units. Adjacent chains are stacked through π-π stacking [3.533 (2) Å between phen and triazine rings] and C-H⋯O inter-actions, forming supra-molecular sheets in the ab plane. Intra-and intermolecular O-H⋯O hydrogen bonds are also observed.

Related literature

For background to metal-organic frameworks, see: Rao et al. (2004 ▶); Rowsell & Yaghi (2005 ▶); Wu et al. (2009 ▶). For similar structures, see: Lu et al. (2010 ▶); Wang et al. (2007 ▶).

Experimental

Crystal data

[Cd(C9H7N3O6S3)(C12H8N2)]·0.42H2O

M = 649.53

Triclinic,

a = 10.618 (2) Å

b = 10.987 (2) Å

c = 12.601 (2) Å

α = 95.815 (3)°

β = 114.197 (2)°

γ = 113.909 (2)°

V = 1161.1 (4) Å3

Z = 2

Mo Kα radiation

μ = 1.26 mm−1

T = 298 K

0.30 × 0.28 × 0.26 mm

Data collection

Bruker APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.691, T max = 0.720

6114 measured reflections

4024 independent reflections

3322 reflections with I > 2σ(I)

R int = 0.018

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.071

S = 1.07

4024 reflections

343 parameters

3 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.44 e Å−3

Δρmin = −0.47 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT-Plus (Bruker, 2000 ▶); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811019210/tk2743sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811019210/tk2743Isup2.hkl

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

[Cd(C9H7N3O6S3)(C12H8N2)]·0.42H2O	Z = 2
Mr = 649.53	F(000) = 648
Triclinic, P1	Dx = 1.858 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 10.618 (2) Å	Cell parameters from 3004 reflections
b = 10.987 (2) Å	θ = 2.3–27.8°
c = 12.601 (2) Å	µ = 1.26 mm−1
α = 95.815 (3)°	T = 298 K
β = 114.197 (2)°	Block, yellow
γ = 113.909 (2)°	0.30 × 0.28 × 0.26 mm
V = 1161.1 (4) Å3

Bruker APEX CCD area-detector diffractometer	4024 independent reflections
Radiation source: fine-focus sealed tube	3322 reflections with I > 2σ(I)
graphite	Rint = 0.018
φ and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −12→6
Tmin = 0.691, Tmax = 0.720	k = −11→13
6114 measured reflections	l = −14→14

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.071	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ2(Fo2) + (0.0324P)2] where P = (Fo2 + 2Fc2)/3
4024 reflections	(Δ/σ)max = 0.001
343 parameters	Δρmax = 0.44 e Å−3
3 restraints	Δρmin = −0.47 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	Occ. (<1)
Cd1	0.42035 (3)	0.85652 (2)	1.06635 (2)	0.03328 (10)
C1	0.4810 (4)	0.6039 (3)	0.8043 (3)	0.0323 (8)
C2	0.4472 (4)	0.6269 (3)	0.6212 (3)	0.0359 (8)
C3	0.3023 (4)	0.4203 (3)	0.6345 (3)	0.0356 (8)
C4	0.7363 (4)	0.8372 (3)	0.9962 (3)	0.0331 (8)
H4A	0.8205	0.8656	1.0798	0.040*
H4B	0.7782	0.8275	0.9424	0.040*
C5	0.6972 (4)	0.9555 (3)	0.9826 (3)	0.0346 (8)
C6	0.6109 (4)	0.8984 (3)	0.6309 (3)	0.0426 (9)
H6A	0.6908	0.9023	0.7073	0.051*
H6B	0.6661	0.9586	0.5955	0.051*
C7	0.5189 (4)	0.9579 (4)	0.6602 (3)	0.0385 (8)
C8	0.1498 (4)	0.1658 (4)	0.6678 (3)	0.0418 (9)
H8A	0.1936	0.2377	0.7438	0.050*
H8B	0.0417	0.0990	0.6446	0.050*
C9	0.2466 (4)	0.0902 (3)	0.6898 (3)	0.0362 (8)
C10	0.1914 (4)	0.7138 (4)	0.7677 (3)	0.0456 (9)
H10	0.2475	0.8042	0.7672	0.055*
C11	0.0686 (5)	0.6091 (5)	0.6563 (3)	0.0555 (11)
H11	0.0439	0.6302	0.5833	0.067*
C12	−0.0148 (4)	0.4762 (4)	0.6546 (3)	0.0501 (10)
H12	−0.0969	0.4063	0.5806	0.060*
C13	0.0238 (4)	0.4452 (4)	0.7654 (3)	0.0374 (8)
C14	−0.0603 (4)	0.3101 (4)	0.7722 (4)	0.0484 (10)
H14	−0.1414	0.2364	0.7003	0.058*
C15	−0.0245 (4)	0.2871 (4)	0.8809 (4)	0.0458 (9)
H15	−0.0817	0.1981	0.8832	0.055*
C16	0.1006 (4)	0.3981 (3)	0.9934 (3)	0.0350 (8)
C17	0.1391 (4)	0.3790 (4)	1.1094 (4)	0.0418 (9)
H17	0.0825	0.2921	1.1153	0.050*
C18	0.2594 (4)	0.4883 (4)	1.2119 (3)	0.0415 (9)
H18	0.2871	0.4769	1.2890	0.050*
C19	0.3412 (4)	0.6180 (4)	1.2008 (3)	0.0385 (8)
H19	0.4236	0.6922	1.2720	0.046*
C20	0.1881 (3)	0.5322 (3)	0.9908 (3)	0.0278 (7)
C21	0.1479 (4)	0.5563 (3)	0.8738 (3)	0.0296 (7)
N1	0.5244 (3)	0.6901 (3)	0.7429 (2)	0.0339 (7)
N2	0.3350 (4)	0.4923 (3)	0.5603 (3)	0.0425 (7)
N3	0.3688 (3)	0.4680 (3)	0.7551 (2)	0.0365 (7)
N4	0.2304 (3)	0.6890 (3)	0.8734 (2)	0.0344 (6)
N5	0.3072 (3)	0.6407 (3)	1.0937 (2)	0.0311 (6)
O1	0.5578 (3)	0.9325 (2)	0.9501 (2)	0.0360 (5)
O2	0.8069 (3)	1.0707 (3)	1.0042 (3)	0.0579 (7)
O3	0.3680 (3)	0.8904 (3)	0.5892 (2)	0.0601 (8)
H3	0.3281	0.9298	0.6119	0.072*
O4	0.5906 (3)	1.0653 (3)	0.7466 (2)	0.0525 (7)
O5	0.3310 (3)	0.1012 (3)	0.7971 (2)	0.0483 (6)
O6	0.2284 (3)	0.0185 (3)	0.5955 (2)	0.0665 (8)
S1	0.57763 (10)	0.66671 (9)	0.96406 (7)	0.0340 (2)
S2	0.49678 (13)	0.72178 (10)	0.52847 (9)	0.0503 (3)
S3	0.14725 (13)	0.24605 (10)	0.55044 (9)	0.0552 (3)
O7	0.9389 (12)	0.8880 (13)	0.7511 (12)	0.098 (5)	0.421 (15)
H71	0.97 (2)	0.876 (19)	0.813 (8)	0.17 (10)*	0.421 (15)
H72	0.95 (3)	0.85 (2)	0.711 (15)	0.3 (2)*	0.421 (15)

	U11	U22	U33	U12	U13	U23
Cd1	0.03706 (16)	0.02399 (14)	0.03189 (15)	0.01304 (11)	0.01291 (11)	0.01064 (10)
C1	0.0352 (19)	0.0324 (19)	0.0380 (19)	0.0237 (16)	0.0181 (15)	0.0130 (15)
C2	0.047 (2)	0.035 (2)	0.037 (2)	0.0277 (18)	0.0229 (17)	0.0142 (16)
C3	0.040 (2)	0.0288 (18)	0.037 (2)	0.0221 (16)	0.0128 (16)	0.0106 (15)
C4	0.0322 (18)	0.0341 (19)	0.0313 (18)	0.0170 (15)	0.0137 (15)	0.0098 (15)
C5	0.047 (2)	0.0301 (19)	0.0312 (18)	0.0199 (18)	0.0213 (16)	0.0127 (15)
C6	0.052 (2)	0.034 (2)	0.047 (2)	0.0192 (18)	0.0299 (18)	0.0166 (17)
C7	0.047 (2)	0.0312 (19)	0.0337 (19)	0.0173 (18)	0.0175 (17)	0.0140 (16)
C8	0.043 (2)	0.033 (2)	0.043 (2)	0.0192 (17)	0.0150 (17)	0.0107 (16)
C9	0.0319 (19)	0.0278 (18)	0.035 (2)	0.0100 (15)	0.0105 (16)	0.0074 (15)
C10	0.050 (2)	0.046 (2)	0.039 (2)	0.0238 (19)	0.0170 (18)	0.0214 (18)
C11	0.056 (3)	0.071 (3)	0.034 (2)	0.036 (2)	0.0135 (19)	0.019 (2)
C12	0.036 (2)	0.057 (3)	0.032 (2)	0.019 (2)	0.0042 (16)	−0.0011 (18)
C13	0.0286 (18)	0.041 (2)	0.0357 (19)	0.0166 (16)	0.0120 (15)	0.0046 (16)
C14	0.031 (2)	0.033 (2)	0.051 (2)	0.0029 (17)	0.0125 (17)	−0.0060 (17)
C15	0.034 (2)	0.028 (2)	0.062 (3)	0.0072 (16)	0.0226 (18)	0.0067 (18)
C16	0.0305 (18)	0.0285 (18)	0.052 (2)	0.0161 (15)	0.0241 (16)	0.0120 (16)
C17	0.049 (2)	0.0315 (19)	0.070 (3)	0.0250 (18)	0.043 (2)	0.0268 (19)
C18	0.056 (2)	0.044 (2)	0.043 (2)	0.031 (2)	0.0327 (19)	0.0223 (18)
C19	0.050 (2)	0.034 (2)	0.0316 (19)	0.0229 (18)	0.0183 (17)	0.0114 (15)
C20	0.0267 (17)	0.0246 (17)	0.0386 (19)	0.0158 (14)	0.0185 (15)	0.0098 (14)
C21	0.0256 (17)	0.0306 (18)	0.0361 (18)	0.0160 (15)	0.0161 (14)	0.0099 (15)
N1	0.0421 (17)	0.0325 (16)	0.0294 (15)	0.0190 (14)	0.0186 (13)	0.0116 (13)
N2	0.057 (2)	0.0333 (17)	0.0352 (16)	0.0241 (15)	0.0195 (15)	0.0104 (13)
N3	0.0386 (16)	0.0305 (16)	0.0365 (17)	0.0182 (14)	0.0144 (13)	0.0100 (13)
N4	0.0360 (16)	0.0339 (16)	0.0315 (15)	0.0178 (13)	0.0142 (13)	0.0127 (13)
N5	0.0327 (15)	0.0268 (15)	0.0326 (15)	0.0152 (13)	0.0150 (12)	0.0085 (12)
O1	0.0432 (14)	0.0350 (13)	0.0465 (14)	0.0261 (12)	0.0274 (12)	0.0215 (11)
O2	0.0495 (17)	0.0328 (15)	0.084 (2)	0.0135 (13)	0.0330 (15)	0.0213 (14)
O3	0.0507 (17)	0.0477 (16)	0.0560 (17)	0.0255 (14)	0.0089 (14)	−0.0075 (13)
O4	0.0543 (16)	0.0355 (14)	0.0496 (16)	0.0102 (13)	0.0257 (13)	−0.0012 (12)
O5	0.0434 (15)	0.0679 (18)	0.0361 (14)	0.0318 (14)	0.0164 (12)	0.0213 (13)
O6	0.078 (2)	0.075 (2)	0.0409 (16)	0.0550 (18)	0.0101 (14)	0.0029 (15)
S1	0.0398 (5)	0.0301 (5)	0.0326 (5)	0.0182 (4)	0.0167 (4)	0.0131 (4)
S2	0.0826 (8)	0.0418 (5)	0.0415 (5)	0.0332 (5)	0.0399 (5)	0.0174 (4)
S3	0.0654 (7)	0.0296 (5)	0.0379 (5)	0.0169 (5)	0.0052 (5)	0.0089 (4)
O7	0.076 (6)	0.102 (8)	0.076 (8)	0.033 (5)	0.014 (5)	0.025 (6)

Cd1—O1	2.447 (2)	C9—O6	1.253 (4)
Cd1—O1i	2.274 (2)	C10—N4	1.316 (4)
Cd1—O4i	2.490 (3)	C10—C11	1.397 (5)
Cd1—O5ii	2.295 (2)	C10—H10	0.9300
Cd1—N4	2.331 (3)	C11—C12	1.359 (5)
Cd1—N5	2.320 (3)	C11—H11	0.9300
C1—N1	1.340 (4)	C12—C13	1.405 (5)
C1—N3	1.341 (4)	C12—H12	0.9300
C1—S1	1.742 (3)	C13—C21	1.405 (4)
C2—N2	1.336 (4)	C13—C14	1.422 (5)
C2—N1	1.341 (4)	C14—C15	1.344 (5)
C2—S2	1.742 (3)	C14—H14	0.9300
C3—N3	1.320 (4)	C15—C16	1.433 (5)
C3—N2	1.348 (4)	C15—H15	0.9300
C3—S3	1.761 (3)	C16—C20	1.400 (4)
C4—C5	1.522 (4)	C16—C17	1.410 (5)
C4—S1	1.800 (3)	C17—C18	1.354 (5)
C4—H4A	0.9700	C17—H17	0.9300
C4—H4B	0.9700	C18—C19	1.393 (5)
C5—O2	1.228 (4)	C18—H18	0.9300
C5—O1	1.265 (4)	C19—N5	1.325 (4)
C6—C7	1.512 (5)	C19—H19	0.9300
C6—S2	1.790 (4)	C20—N5	1.349 (4)
C6—H6A	0.9700	C20—C21	1.443 (4)
C6—H6B	0.9700	C21—N4	1.365 (4)
C7—O4	1.220 (4)	O1—Cd1i	2.274 (2)
C7—O3	1.283 (4)	O3—H3	0.8201
C8—C9	1.526 (5)	O4—Cd1i	2.490 (3)
C8—S3	1.793 (4)	O5—Cd1ii	2.295 (2)
C8—H8A	0.9700	O7—H71	0.75 (2)
C8—H8B	0.9700	O7—H72	0.75 (2)
C9—O5	1.237 (4)
O1i—Cd1—O5ii	107.00 (9)	C11—C10—H10	118.9
O1i—Cd1—N5	154.48 (9)	C12—C11—C10	120.0 (3)
O5ii—Cd1—N5	90.50 (9)	C12—C11—H11	120.0
O1i—Cd1—N4	107.24 (9)	C10—C11—H11	120.0
O5ii—Cd1—N4	131.23 (10)	C11—C12—C13	119.5 (3)
N5—Cd1—N4	71.86 (9)	C11—C12—H12	120.2
O1i—Cd1—O1	71.65 (9)	C13—C12—H12	120.2
O5ii—Cd1—O1	79.40 (8)	C12—C13—C21	117.2 (3)
N5—Cd1—O1	131.20 (8)	C12—C13—C14	123.2 (3)
N4—Cd1—O1	79.61 (9)	C21—C13—C14	119.6 (3)
O1i—Cd1—O4i	82.53 (8)	C15—C14—C13	121.1 (3)
O5ii—Cd1—O4i	84.79 (9)	C15—C14—H14	119.5
N5—Cd1—O4i	80.69 (9)	C13—C14—H14	119.5
N4—Cd1—O4i	133.26 (9)	C14—C15—C16	120.8 (3)
O1—Cd1—O4i	143.94 (8)	C14—C15—H15	119.6
N1—C1—N3	126.4 (3)	C16—C15—H15	119.6
N1—C1—S1	119.5 (2)	C20—C16—C17	117.5 (3)
N3—C1—S1	114.1 (2)	C20—C16—C15	120.0 (3)
N2—C2—N1	126.4 (3)	C17—C16—C15	122.5 (3)
N2—C2—S2	114.1 (2)	C18—C17—C16	119.4 (3)
N1—C2—S2	119.4 (2)	C18—C17—H17	120.3
N3—C3—N2	127.3 (3)	C16—C17—H17	120.3
N3—C3—S3	121.0 (3)	C17—C18—C19	119.3 (3)
N2—C3—S3	111.6 (2)	C17—C18—H18	120.4
C5—C4—S1	117.4 (2)	C19—C18—H18	120.4
C5—C4—H4A	108.0	N5—C19—C18	123.1 (3)
S1—C4—H4A	108.0	N5—C19—H19	118.4
C5—C4—H4B	108.0	C18—C19—H19	118.4
S1—C4—H4B	108.0	N5—C20—C16	122.6 (3)
H4A—C4—H4B	107.2	N5—C20—C21	118.6 (3)
O2—C5—O1	123.5 (3)	C16—C20—C21	118.8 (3)
O2—C5—C4	116.3 (3)	N4—C21—C13	122.4 (3)
O1—C5—C4	120.2 (3)	N4—C21—C20	117.9 (3)
C7—C6—S2	116.0 (3)	C13—C21—C20	119.7 (3)
C7—C6—H6A	108.3	C1—N1—C2	113.5 (3)
S2—C6—H6A	108.3	C2—N2—C3	113.0 (3)
C7—C6—H6B	108.3	C3—N3—C1	113.3 (3)
S2—C6—H6B	108.3	C10—N4—C21	118.7 (3)
H6A—C6—H6B	107.4	C10—N4—Cd1	125.7 (2)
O4—C7—O3	124.8 (4)	C21—N4—Cd1	115.45 (19)
O4—C7—C6	119.2 (3)	C19—N5—C20	118.0 (3)
O3—C7—C6	116.0 (3)	C19—N5—Cd1	125.7 (2)
C9—C8—S3	113.0 (3)	C20—N5—Cd1	116.0 (2)
C9—C8—H8A	109.0	C5—O1—Cd1i	101.51 (19)
S3—C8—H8A	109.0	C5—O1—Cd1	124.8 (2)
C9—C8—H8B	109.0	Cd1i—O1—Cd1	108.35 (9)
S3—C8—H8B	109.0	C7—O3—H3	109.3
H8A—C8—H8B	107.8	C7—O4—Cd1i	136.9 (2)
O5—C9—O6	126.1 (3)	C9—O5—Cd1ii	143.1 (2)
O5—C9—C8	118.0 (3)	C1—S1—C4	101.33 (16)
O6—C9—C8	115.9 (3)	C2—S2—C6	101.51 (17)
N4—C10—C11	122.2 (3)	C3—S3—C8	103.00 (16)
N4—C10—H10	118.9	H71—O7—H72	110 (6)
S1—C4—C5—O2	−179.5 (3)	N5—Cd1—N4—C10	178.2 (3)
S1—C4—C5—O1	0.1 (4)	O1—Cd1—N4—C10	−41.9 (3)
S2—C6—C7—O4	165.6 (3)	O4i—Cd1—N4—C10	121.1 (3)
S2—C6—C7—O3	−15.3 (4)	O1i—Cd1—N4—C21	−150.7 (2)
S3—C8—C9—O5	139.6 (3)	O5ii—Cd1—N4—C21	76.5 (2)
S3—C8—C9—O6	−42.5 (4)	N5—Cd1—N4—C21	2.5 (2)
N4—C10—C11—C12	−0.2 (6)	O1—Cd1—N4—C21	142.4 (2)
C10—C11—C12—C13	−0.2 (6)	O4i—Cd1—N4—C21	−54.7 (3)
C11—C12—C13—C21	0.7 (5)	C18—C19—N5—C20	−0.4 (5)
C11—C12—C13—C14	178.1 (4)	C18—C19—N5—Cd1	174.1 (2)
C12—C13—C14—C15	−176.4 (4)	C16—C20—N5—C19	−0.2 (5)
C21—C13—C14—C15	0.9 (6)	C21—C20—N5—C19	178.8 (3)
C13—C14—C15—C16	−0.5 (6)	C16—C20—N5—Cd1	−175.2 (2)
C14—C15—C16—C20	−0.4 (5)	C21—C20—N5—Cd1	3.8 (4)
C14—C15—C16—C17	178.4 (4)	O1i—Cd1—N5—C19	−85.7 (3)
C20—C16—C17—C18	−1.4 (5)	O5ii—Cd1—N5—C19	48.4 (3)
C15—C16—C17—C18	179.7 (3)	N4—Cd1—N5—C19	−177.9 (3)
C16—C17—C18—C19	0.9 (5)	O1—Cd1—N5—C19	124.7 (3)
C17—C18—C19—N5	0.0 (5)	O4i—Cd1—N5—C19	−36.2 (3)
C17—C16—C20—N5	1.1 (5)	O1i—Cd1—N5—C20	88.9 (3)
C15—C16—C20—N5	−180.0 (3)	O5ii—Cd1—N5—C20	−137.0 (2)
C17—C16—C20—C21	−177.9 (3)	N4—Cd1—N5—C20	−3.3 (2)
C15—C16—C20—C21	1.0 (5)	O1—Cd1—N5—C20	−60.7 (2)
C12—C13—C21—N4	−0.9 (5)	O4i—Cd1—N5—C20	138.4 (2)
C14—C13—C21—N4	−178.4 (3)	O2—C5—O1—Cd1i	4.0 (4)
C12—C13—C21—C20	177.2 (3)	C4—C5—O1—Cd1i	−175.6 (2)
C14—C13—C21—C20	−0.3 (5)	O2—C5—O1—Cd1	−118.2 (3)
N5—C20—C21—N4	−1.5 (4)	C4—C5—O1—Cd1	62.2 (4)
C16—C20—C21—N4	177.5 (3)	O1i—Cd1—O1—C5	119.1 (3)
N5—C20—C21—C13	−179.7 (3)	O5ii—Cd1—O1—C5	7.1 (2)
C16—C20—C21—C13	−0.6 (5)	N5—Cd1—O1—C5	−74.2 (3)
N3—C1—N1—C2	−2.2 (5)	N4—Cd1—O1—C5	−128.6 (3)
S1—C1—N1—C2	176.4 (2)	O4i—Cd1—O1—C5	72.6 (3)
N2—C2—N1—C1	1.0 (5)	O5ii—Cd1—O1—Cd1i	−112.05 (11)
S2—C2—N1—C1	−176.7 (2)	N5—Cd1—O1—Cd1i	166.69 (9)
N1—C2—N2—C3	0.3 (5)	N4—Cd1—O1—Cd1i	112.23 (11)
S2—C2—N2—C3	178.2 (2)	O4i—Cd1—O1—Cd1i	−46.50 (17)
N3—C3—N2—C2	−0.8 (5)	O3—C7—O4—Cd1i	54.0 (5)
S3—C3—N2—C2	177.1 (2)	C6—C7—O4—Cd1i	−127.0 (3)
N2—C3—N3—C1	−0.2 (5)	O6—C9—O5—Cd1ii	48.3 (6)
S3—C3—N3—C1	−177.8 (2)	C8—C9—O5—Cd1ii	−134.1 (3)
N1—C1—N3—C3	1.8 (5)	N1—C1—S1—C4	−7.9 (3)
S1—C1—N3—C3	−176.8 (2)	N3—C1—S1—C4	170.9 (2)
C11—C10—N4—C21	0.0 (6)	C5—C4—S1—C1	80.6 (3)
C11—C10—N4—Cd1	−175.6 (3)	N2—C2—S2—C6	167.5 (3)
C13—C21—N4—C10	0.5 (5)	N1—C2—S2—C6	−14.5 (3)
C20—C21—N4—C10	−177.6 (3)	C7—C6—S2—C2	−71.7 (3)
C13—C21—N4—Cd1	176.6 (2)	N3—C3—S3—C8	−11.5 (3)
C20—C21—N4—Cd1	−1.5 (4)	N2—C3—S3—C8	170.4 (3)
O1i—Cd1—N4—C10	25.0 (3)	C9—C8—S3—C3	−95.0 (3)
O5ii—Cd1—N4—C10	−107.7 (3)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O6iii	0.82	1.68	2.439 (4)	154
O7—H71···O2iv	0.75 (2)	2.35 (12)	2.984 (11)	142 (18)
C15—H15···O2v	0.93	2.50	3.294 (6)	143
C17—H17···O2v	0.93	2.57	3.353 (6)	142

Table 1

Selected bond lengths (Å)

Cd1—O1	2.447 (2)
Cd1—O1i	2.274 (2)
Cd1—O4i	2.490 (3)
Cd1—O5ii	2.295 (2)
Cd1—N4	2.331 (3)
Cd1—N5	2.320 (3)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H3⋯O6iii	0.82	1.68	2.439 (4)	154
O7—H71⋯O2iv	0.75 (2)	2.35 (12)	2.984 (11)	142 (18)
C15—H15⋯O2v	0.93	2.50	3.294 (6)	143
C17—H17⋯O2v	0.93	2.57	3.353 (6)	142

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