Two new two-dimensional coordination polymers based on isophthalate and a flexible N-donor ligand containing benzimidazole and pyridine rings: synthesis, crystal structures and a solid-state UV–Vis study

In coordination chemistry and crystal engineering, many factors influence the construction of coordination polymers and the final frameworks depend greatly on the organic ligands used. N-Donor ligands with diverse coordination modes and conformations have been employed to assemble metal–organic frameworks. Carb­oxy­lic acid ligands can deprotonate completely or partially when bonding to metal ions and can also act as donors or acceptors of hydrogen bonds and are thus good candidates for the construction of supra­molecular archi­tectures. Two new transition metal complexes, namely poly[diaqua­(μ₄-1,4-bis­{[1-(pyridin-3-ylmeth­yl)-1H-benz[d]imidazol-2-yl]meth­oxy}benzene)bis(μ₂-isophthalato)dicobalt(II)], [Co(C₈H₄O₄)(C₃₄H₂₈N₆O₂)_0.5(H₂O)]_n, (1), and poly[diaqua­(μ₄-1,4-bis­{[1-(pyridin-3-ylmeth­yl)-1H-benz[d]imidazol-2-yl]meth­oxy}benzene)bis(μ₂-isophthalato)dicadmium(II)], [Cd(C₈H₄O₄)(C₃₄H₂₈N₆O₂)_0.5(H₂O)]_n, have been constructed using a symmetric N-donor ligand and a carboxyl­ate ligand under hydro­thermal conditions. X-ray crystallographic studies reveal that complexes (1) and (2) are isostructural, both of them exhibiting three-dimensional supra­molecular architectures built by hydrogen bonds in which the coordinated water mol­ecules serve as donors, while the O atoms of the carboxyl­ate groups act as acceptors. Furthermore, (1) and (2) have been characterized by elemental, IR spectroscopic, powder X-ray diffraction (PXRD) and thermogravimetric analyses. The UV–Vis absorption spectrum of complex (1) has also been investigated.

Computing details

For both compounds, data collection: CrysAlis PRO (Agilent, 2013); cell refinement: CrysAlis PRO (Agilent, 2013); data reduction: CrysAlis PRO (Agilent, 2013); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008). Molecular graphics: DIAMOND (Brandenburg & Putz, 2005) for (1); PROGRAM FOR ARTWORK? for (2). For both compounds, software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

(1) Poly[diaqua(µ₄-1,4-bis{[1-(pyridin-3-ylmethyl)-1H-benz[d]imidazol-2-yl]methoxy}benzene)bis(µ₂-isophthalato)dicobalt(II)]

Crystal data

[Co(C34H28N6O2)0.5(C8H4O4)(H2O)]	Z = 2
Mr = 517.37	F(000) = 532
Triclinic, P1	Dx = 1.677 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.995 (2) Å	Cell parameters from 2529 reflections
b = 10.294 (2) Å	θ = 3.9–27.8°
c = 10.796 (2) Å	µ = 0.89 mm^−1
α = 108.73 (3)°	T = 150 K
β = 99.81 (3)°	Block, purple
γ = 94.99 (3)°	0.20 × 0.18 × 0.15 mm
V = 1024.6 (3) Å^3

Data collection

Agilent SuperNova Dual Source diffractometer with an Eos detector	3546 independent reflections
Radiation source: fine-focus sealed tube	2943 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.041
ω scans	θmax = 25.0°, θmin = 3.1°
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2013)	h = −11→11
Tmin = 0.842, Tmax = 0.878	k = −11→12
6021 measured reflections	l = −12→12

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.104	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0338P)^2 + 0.3444P] where P = (Fo^2 + 2Fc^2)/3
3546 reflections	(Δ/σ)max = 0.001
316 parameters	Δρmax = 0.41 e Å^−3
0 restraints	Δρmin = −0.43 e Å^−3

Special details

Experimental. Absorption correction: CrysAlisPro, Agilent Technologies, Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) (compiled Feb 1 2013,16:14:44) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
C1	0.7144 (4)	0.2012 (3)	0.1951 (3)	0.0188 (8)
C2	0.7998 (3)	0.1083 (3)	0.2455 (3)	0.0158 (7)
C3	0.9340 (4)	0.1590 (4)	0.3174 (3)	0.0210 (8)
H3	0.9706	0.2531	0.3359	0.025*
C4	1.0147 (4)	0.0741 (4)	0.3623 (3)	0.0246 (8)
H4	1.1056	0.1101	0.4126	0.030*
C5	0.9620 (3)	−0.0646 (4)	0.3333 (3)	0.0214 (8)
H5	1.0181	−0.1236	0.3623	0.026*
C6	0.8276 (3)	−0.1175 (3)	0.2619 (3)	0.0163 (7)
C7	0.7472 (3)	−0.0296 (3)	0.2197 (3)	0.0169 (7)
H7	0.6550	−0.0643	0.1724	0.020*
C8	0.7784 (3)	−0.2679 (3)	0.2234 (3)	0.0175 (7)
C9	0.7013 (3)	0.3025 (3)	−0.1494 (3)	0.0155 (7)
C10	0.6270 (3)	0.1802 (3)	−0.1536 (3)	0.0196 (7)
H10	0.5959	0.1734	−0.0772	0.024*
C11	0.5996 (3)	0.0689 (4)	−0.2717 (3)	0.0226 (8)
H11	0.5496	−0.0157	−0.2758	0.027*
C12	0.6434 (3)	0.0772 (3)	−0.3859 (3)	0.0223 (8)
H12	0.6238	−0.0022	−0.4650	0.027*
C13	0.7145 (3)	0.1987 (4)	−0.3857 (3)	0.0206 (8)
H13	0.7429	0.2059	−0.4632	0.025*
C14	0.7421 (3)	0.3094 (3)	−0.2660 (3)	0.0152 (7)
C15	0.8259 (3)	0.5041 (3)	−0.0954 (3)	0.0159 (7)
C16	0.9170 (3)	0.6393 (3)	−0.0225 (3)	0.0176 (7)
H16A	0.9390	0.6547	0.0745	0.021*
H16B	1.0039	0.6393	−0.0548	0.021*
C17	0.9272 (3)	0.8717 (3)	−0.0209 (3)	0.0167 (7)
C18	0.8641 (3)	0.9665 (3)	−0.0673 (3)	0.0194 (7)
H18	0.7708	0.9433	−0.1137	0.023*
C19	1.0636 (3)	0.9056 (3)	0.0462 (3)	0.0203 (8)
H19	1.1072	0.8404	0.0777	0.024*
C20	0.8796 (3)	0.4939 (4)	−0.3194 (3)	0.0191 (8)
H20A	0.9227	0.4212	−0.3768	0.023*
H20B	0.9525	0.5733	−0.2663	0.023*
C21	0.7726 (3)	0.5416 (3)	−0.4082 (3)	0.0163 (7)
C22	0.6805 (3)	0.6286 (4)	−0.3597 (3)	0.0210 (8)
H22	0.6794	0.6609	−0.2670	0.025*
C23	0.5907 (4)	0.6670 (4)	−0.4488 (3)	0.0240 (8)
H23	0.5276	0.7275	−0.4179	0.029*
C24	0.7673 (3)	0.4956 (3)	0.4549 (3)	0.0186 (7)
H24	0.8298	0.4355	0.4216	0.022*
C25	0.5930 (3)	0.6169 (4)	0.4161 (3)	0.0218 (8)
H25	0.5309	0.6447	0.3560	0.026*
Co1	0.70319 (4)	0.47561 (4)	0.15670 (4)	0.01500 (15)
N1	0.6793 (3)	0.5307 (3)	0.3668 (2)	0.0179 (6)
N2	0.7541 (3)	0.4274 (3)	−0.0431 (2)	0.0146 (6)
N3	0.8197 (3)	0.4392 (3)	−0.2287 (2)	0.0157 (6)
O1	0.5865 (2)	0.1724 (2)	0.1703 (2)	0.0249 (6)
O2	0.7807 (2)	0.3067 (2)	0.18253 (19)	0.0161 (5)
O3	0.6574 (2)	−0.3225 (2)	0.1564 (2)	0.0168 (5)
O4	0.8602 (2)	−0.3462 (2)	0.2546 (2)	0.0191 (5)
O5	0.5007 (2)	0.3793 (2)	0.09958 (19)	0.0183 (5)
H5B	0.4742	0.3600	0.0187	0.027*
H5A	0.5119	0.3021	0.1132	0.022*
O6	0.8466 (2)	0.7463 (2)	−0.0465 (2)	0.0198 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.028 (2)	0.0139 (18)	0.0144 (16)	0.0025 (15)	0.0042 (13)	0.0044 (13)
C2	0.0218 (18)	0.0129 (17)	0.0137 (15)	0.0034 (14)	0.0027 (13)	0.0061 (13)
C3	0.026 (2)	0.0155 (18)	0.0227 (17)	0.0022 (15)	0.0061 (14)	0.0079 (14)
C4	0.021 (2)	0.020 (2)	0.0305 (19)	0.0005 (15)	−0.0029 (15)	0.0100 (15)
C5	0.0203 (19)	0.0209 (19)	0.0264 (18)	0.0068 (15)	0.0026 (14)	0.0128 (15)
C6	0.0217 (19)	0.0144 (17)	0.0163 (15)	0.0053 (14)	0.0046 (13)	0.0091 (13)
C7	0.0200 (19)	0.0153 (18)	0.0168 (16)	0.0050 (14)	0.0044 (13)	0.0064 (13)
C8	0.0215 (19)	0.0162 (18)	0.0184 (16)	0.0041 (15)	0.0052 (13)	0.0101 (14)
C9	0.0154 (18)	0.0137 (17)	0.0175 (16)	0.0028 (14)	−0.0010 (13)	0.0074 (13)
C10	0.0158 (18)	0.0201 (19)	0.0238 (17)	0.0029 (15)	0.0050 (13)	0.0084 (14)
C11	0.021 (2)	0.0167 (19)	0.0282 (18)	0.0022 (15)	0.0003 (14)	0.0078 (15)
C12	0.0201 (19)	0.0159 (18)	0.0223 (17)	0.0042 (15)	−0.0018 (14)	−0.0020 (14)
C13	0.0228 (19)	0.023 (2)	0.0174 (16)	0.0096 (15)	0.0059 (13)	0.0064 (14)
C14	0.0138 (17)	0.0144 (17)	0.0195 (16)	0.0055 (13)	0.0024 (13)	0.0083 (13)
C15	0.0177 (18)	0.0140 (17)	0.0171 (16)	0.0057 (14)	0.0014 (13)	0.0073 (13)
C16	0.0186 (18)	0.0166 (18)	0.0177 (16)	0.0022 (14)	0.0002 (13)	0.0080 (13)
C17	0.0209 (18)	0.0141 (18)	0.0168 (16)	0.0011 (14)	0.0078 (13)	0.0061 (13)
C18	0.0179 (18)	0.0177 (18)	0.0251 (17)	0.0053 (14)	0.0034 (13)	0.0104 (14)
C19	0.0223 (19)	0.0162 (18)	0.0260 (17)	0.0045 (15)	0.0028 (14)	0.0130 (14)
C20	0.0204 (19)	0.0236 (19)	0.0164 (16)	0.0039 (15)	0.0048 (13)	0.0104 (14)
C21	0.0164 (18)	0.0157 (18)	0.0173 (16)	0.0001 (14)	0.0027 (13)	0.0075 (13)
C22	0.024 (2)	0.0228 (19)	0.0171 (16)	0.0037 (15)	0.0055 (14)	0.0076 (14)
C23	0.024 (2)	0.020 (2)	0.0275 (18)	0.0067 (15)	0.0057 (14)	0.0075 (15)
C24	0.0182 (19)	0.0173 (18)	0.0207 (17)	0.0024 (14)	0.0047 (13)	0.0067 (14)
C25	0.0206 (19)	0.023 (2)	0.0250 (18)	0.0059 (15)	0.0027 (14)	0.0133 (15)
Co1	0.0183 (3)	0.0122 (3)	0.0163 (2)	0.00362 (18)	0.00265 (17)	0.00745 (18)
N1	0.0216 (16)	0.0169 (15)	0.0180 (14)	0.0041 (12)	0.0051 (11)	0.0087 (11)
N2	0.0173 (15)	0.0125 (14)	0.0164 (13)	0.0034 (11)	0.0042 (11)	0.0077 (11)
N3	0.0173 (15)	0.0170 (15)	0.0160 (13)	0.0021 (12)	0.0035 (11)	0.0102 (11)
O1	0.0189 (14)	0.0209 (14)	0.0391 (14)	0.0018 (11)	0.0012 (10)	0.0187 (11)
O2	0.0232 (13)	0.0107 (12)	0.0183 (11)	0.0046 (10)	0.0062 (9)	0.0089 (9)
O3	0.0184 (13)	0.0127 (12)	0.0212 (11)	0.0036 (10)	0.0032 (9)	0.0086 (9)
O4	0.0216 (13)	0.0133 (12)	0.0246 (12)	0.0074 (10)	0.0024 (9)	0.0094 (10)
O5	0.0203 (13)	0.0182 (13)	0.0180 (11)	0.0061 (10)	0.0007 (9)	0.0092 (9)
O6	0.0183 (13)	0.0128 (12)	0.0285 (12)	0.0008 (10)	0.0008 (9)	0.0099 (10)

Geometric parameters (Å, º)

C1—O1	1.249 (4)	C17—O6	1.381 (4)
C1—O2	1.279 (4)	C17—C18	1.383 (5)
C1—C2	1.503 (4)	C17—C19	1.387 (4)
C2—C7	1.390 (4)	C18—C19^ii	1.376 (4)
C2—C3	1.392 (4)	C18—H18	0.9500
C3—C4	1.382 (5)	C19—C18^ii	1.376 (4)
C3—H3	0.9500	C19—H19	0.9500
C4—C5	1.393 (5)	C20—N3	1.459 (4)
C4—H4	0.9500	C20—C21	1.532 (4)
C5—C6	1.395 (4)	C20—H20A	0.9900
C5—H5	0.9500	C20—H20B	0.9900
C6—C7	1.393 (4)	C21—C22	1.389 (5)
C6—C8	1.481 (4)	C21—C24^iii	1.390 (4)
C7—H7	0.9500	C22—C23	1.378 (4)
C8—O3	1.274 (4)	C22—H22	0.9500
C8—O4	1.276 (4)	C23—C25^iii	1.387 (4)
C8—Co1^i	2.511 (3)	C23—H23	0.9500
C9—C10	1.388 (4)	C24—N1	1.342 (4)
C9—N2	1.405 (4)	C24—C21^iv	1.390 (4)
C9—C14	1.409 (4)	C24—H24	0.9500
C10—C11	1.379 (5)	C25—N1	1.341 (4)
C10—H10	0.9500	C25—C23^iv	1.387 (4)
C11—C12	1.401 (5)	C25—H25	0.9500
C11—H11	0.9500	Co1—O2	2.044 (2)
C12—C13	1.383 (5)	Co1—O5	2.072 (2)
C12—H12	0.9500	Co1—O4^v	2.153 (2)
C13—C14	1.387 (4)	Co1—O3^v	2.168 (2)
C13—H13	0.9500	Co1—N2	2.211 (2)
C14—N3	1.385 (4)	Co1—N1	2.215 (3)
C15—N2	1.335 (4)	Co1—C8^v	2.511 (3)
C15—N3	1.366 (4)	O3—Co1^i	2.168 (2)
C15—C16	1.489 (4)	O4—Co1^i	2.153 (2)
C16—O6	1.425 (4)	O5—H5B	0.8200
C16—H16A	0.9900	O5—H5A	0.8665
C16—H16B	0.9900
O1—C1—O2	124.9 (3)	C18^ii—C19—H19	119.9
O1—C1—C2	119.0 (3)	C17—C19—H19	119.9
O2—C1—C2	116.1 (3)	N3—C20—C21	112.3 (3)
C7—C2—C3	119.0 (3)	N3—C20—H20A	109.1
C7—C2—C1	120.9 (3)	C21—C20—H20A	109.1
C3—C2—C1	120.2 (3)	N3—C20—H20B	109.1
C4—C3—C2	120.9 (3)	C21—C20—H20B	109.1
C4—C3—H3	119.6	H20A—C20—H20B	107.9
C2—C3—H3	119.6	C22—C21—C24^iii	118.0 (3)
C3—C4—C5	119.6 (3)	C22—C21—C20	123.8 (3)
C3—C4—H4	120.2	C24^iii—C21—C20	118.3 (3)
C5—C4—H4	120.2	C23—C22—C21	118.7 (3)
C4—C5—C6	120.5 (3)	C23—C22—H22	120.7
C4—C5—H5	119.8	C21—C22—H22	120.7
C6—C5—H5	119.8	C22—C23—C25^iii	119.5 (3)
C7—C6—C5	118.9 (3)	C22—C23—H23	120.2
C7—C6—C8	121.8 (3)	C25^iii—C23—H23	120.2
C5—C6—C8	119.1 (3)	N1—C24—C21^iv	124.0 (3)
C2—C7—C6	121.1 (3)	N1—C24—H24	118.0
C2—C7—H7	119.5	C21^iv—C24—H24	118.0
C6—C7—H7	119.5	N1—C25—C23^iv	122.8 (3)
O3—C8—O4	118.7 (3)	N1—C25—H25	118.6
O3—C8—C6	121.9 (3)	C23^iv—C25—H25	118.6
O4—C8—C6	119.4 (3)	O2—Co1—O5	94.52 (9)
O3—C8—Co1^i	59.68 (16)	O2—Co1—O4^v	107.91 (9)
O4—C8—Co1^i	59.01 (16)	O5—Co1—O4^v	152.60 (9)
C6—C8—Co1^i	178.0 (2)	O2—Co1—O3^v	168.82 (8)
C10—C9—N2	131.4 (3)	O5—Co1—O3^v	95.69 (9)
C10—C9—C14	119.0 (3)	O4^v—Co1—O3^v	61.03 (8)
N2—C9—C14	109.5 (3)	O2—Co1—N2	91.67 (9)
C11—C10—C9	118.2 (3)	O5—Co1—N2	99.13 (9)
C11—C10—H10	120.9	O4^v—Co1—N2	95.81 (9)
C9—C10—H10	120.9	O3^v—Co1—N2	91.19 (9)
C10—C11—C12	121.8 (3)	O2—Co1—N1	86.02 (10)
C10—C11—H11	119.1	O5—Co1—N1	87.58 (10)
C12—C11—H11	119.1	O4^v—Co1—N1	78.73 (9)
C13—C12—C11	121.3 (3)	O3^v—Co1—N1	89.87 (9)
C13—C12—H12	119.3	N2—Co1—N1	173.07 (10)
C11—C12—H12	119.3	O2—Co1—C8^v	138.41 (9)
C12—C13—C14	116.2 (3)	O5—Co1—C8^v	124.88 (10)
C12—C13—H13	121.9	O4^v—Co1—C8^v	30.53 (9)
C14—C13—H13	121.9	O3^v—Co1—C8^v	30.50 (9)
N3—C14—C13	130.9 (3)	N2—Co1—C8^v	94.21 (10)
N3—C14—C9	105.5 (3)	N1—Co1—C8^v	83.27 (10)
C13—C14—C9	123.4 (3)	C25—N1—C24	117.0 (3)
N2—C15—N3	112.6 (3)	C25—N1—Co1	122.4 (2)
N2—C15—C16	127.2 (3)	C24—N1—Co1	119.9 (2)
N3—C15—C16	119.9 (3)	C15—N2—C9	104.9 (2)
O6—C16—C15	108.1 (2)	C15—N2—Co1	131.5 (2)
O6—C16—H16A	110.1	C9—N2—Co1	123.4 (2)
C15—C16—H16A	110.1	C15—N3—C14	107.5 (2)
O6—C16—H16B	110.1	C15—N3—C20	127.7 (3)
C15—C16—H16B	110.1	C14—N3—C20	124.7 (3)
H16A—C16—H16B	108.4	C1—O2—Co1	127.0 (2)
O6—C17—C18	115.9 (3)	C8—O3—Co1^i	89.83 (19)
O6—C17—C19	124.2 (3)	C8—O4—Co1^i	90.46 (18)
C18—C17—C19	119.9 (3)	Co1—O5—H5B	109.5
C19^ii—C18—C17	120.0 (3)	Co1—O5—H5A	99.3
C19^ii—C18—H18	120.0	H5B—O5—H5A	106.9
C17—C18—H18	120.0	C17—O6—C16	116.0 (2)
C18^ii—C19—C17	120.1 (3)
O1—C1—C2—C7	23.7 (5)	O2—Co1—N1—C24	30.9 (2)
O2—C1—C2—C7	−157.1 (3)	O5—Co1—N1—C24	125.6 (2)
O1—C1—C2—C3	−157.2 (3)	O4^v—Co1—N1—C24	−78.3 (2)
O2—C1—C2—C3	22.0 (4)	O3^v—Co1—N1—C24	−138.7 (2)
C7—C2—C3—C4	0.3 (5)	N2—Co1—N1—C24	−39.9 (9)
C1—C2—C3—C4	−178.8 (3)	C8^v—Co1—N1—C24	−108.8 (2)
C2—C3—C4—C5	1.1 (5)	N3—C15—N2—C9	1.8 (3)
C3—C4—C5—C6	−1.4 (5)	C16—C15—N2—C9	−172.0 (3)
C4—C5—C6—C7	0.3 (5)	N3—C15—N2—Co1	−173.0 (2)
C4—C5—C6—C8	175.1 (3)	C16—C15—N2—Co1	13.2 (5)
C3—C2—C7—C6	−1.5 (5)	C10—C9—N2—C15	175.1 (4)
C1—C2—C7—C6	177.6 (3)	C14—C9—N2—C15	−1.1 (3)
C5—C6—C7—C2	1.1 (5)	C10—C9—N2—Co1	−9.7 (5)
C8—C6—C7—C2	−173.5 (3)	C14—C9—N2—Co1	174.2 (2)
C7—C6—C8—O3	−4.3 (5)	O2—Co1—N2—C15	−126.4 (3)
C5—C6—C8—O3	−178.9 (3)	O5—Co1—N2—C15	138.7 (3)
C7—C6—C8—O4	173.8 (3)	O4^v—Co1—N2—C15	−18.2 (3)
C5—C6—C8—O4	−0.8 (4)	O3^v—Co1—N2—C15	42.8 (3)
C7—C6—C8—Co1^i	138 (6)	N1—Co1—N2—C15	−56.0 (9)
C5—C6—C8—Co1^i	−36 (6)	C8^v—Co1—N2—C15	12.4 (3)
N2—C9—C10—C11	−174.1 (3)	O2—Co1—N2—C9	59.7 (2)
C14—C9—C10—C11	1.8 (5)	O5—Co1—N2—C9	−35.2 (2)
C9—C10—C11—C12	−0.6 (5)	O4^v—Co1—N2—C9	167.9 (2)
C10—C11—C12—C13	−1.0 (5)	O3^v—Co1—N2—C9	−131.1 (2)
C11—C12—C13—C14	1.4 (5)	N1—Co1—N2—C9	130.1 (8)
C12—C13—C14—N3	173.7 (3)	C8^v—Co1—N2—C9	−161.5 (2)
C12—C13—C14—C9	−0.2 (5)	N2—C15—N3—C14	−1.8 (4)
C10—C9—C14—N3	−176.7 (3)	C16—C15—N3—C14	172.5 (3)
N2—C9—C14—N3	0.0 (3)	N2—C15—N3—C20	176.8 (3)
C10—C9—C14—C13	−1.4 (5)	C16—C15—N3—C20	−8.9 (5)
N2—C9—C14—C13	175.3 (3)	C13—C14—N3—C15	−173.7 (3)
N2—C15—C16—O6	−104.6 (4)	C9—C14—N3—C15	1.0 (3)
N3—C15—C16—O6	82.0 (4)	C13—C14—N3—C20	7.6 (5)
O6—C17—C18—C19^ii	179.9 (3)	C9—C14—N3—C20	−177.6 (3)
C19—C17—C18—C19^ii	−0.3 (6)	C21—C20—N3—C15	−102.0 (4)
O6—C17—C19—C18^ii	−179.9 (3)	C21—C20—N3—C14	76.4 (4)
C18—C17—C19—C18^ii	0.3 (6)	O1—C1—O2—Co1	13.3 (4)
N3—C20—C21—C22	49.7 (4)	C2—C1—O2—Co1	−165.79 (19)
N3—C20—C21—C24^iii	−130.4 (3)	O5—Co1—O2—C1	−17.2 (2)
C24^iii—C21—C22—C23	−1.3 (5)	O4^v—Co1—O2—C1	146.9 (2)
C20—C21—C22—C23	178.6 (3)	O3^v—Co1—O2—C1	138.7 (4)
C21—C22—C23—C25^iii	0.9 (5)	N2—Co1—O2—C1	−116.5 (2)
C23^iv—C25—N1—C24	−1.2 (5)	N1—Co1—O2—C1	70.1 (2)
C23^iv—C25—N1—Co1	−170.9 (2)	C8^v—Co1—O2—C1	145.3 (2)
C21^iv—C24—N1—C25	0.8 (4)	O4—C8—O3—Co1^i	0.5 (3)
C21^iv—C24—N1—Co1	170.8 (2)	C6—C8—O3—Co1^i	178.6 (3)
O2—Co1—N1—C25	−159.6 (3)	O3—C8—O4—Co1^i	−0.5 (3)
O5—Co1—N1—C25	−64.9 (2)	C6—C8—O4—Co1^i	−178.7 (2)
O4^v—Co1—N1—C25	91.2 (3)	C18—C17—O6—C16	168.3 (3)
O3^v—Co1—N1—C25	30.8 (2)	C19—C17—O6—C16	−11.4 (4)
N2—Co1—N1—C25	129.6 (8)	C15—C16—O6—C17	−161.7 (2)
C8^v—Co1—N1—C25	60.6 (3)

Symmetry codes: (i) x, y−1, z; (ii) −x+2, −y+2, −z; (iii) x, y, z−1; (iv) x, y, z+1; (v) x, y+1, z.

(2) Poly[diaqua(µ₄-1,4-bis{[1-(pyridin-3-ylmethyl)-1H-benz[d]imidazol-2-yl]methoxy}benzene)bis(µ₂-isophthalato)dicadmium(II)]

Crystal data

[Cd(C34H28N6O2)0.5(C8H4O4)(H2O)]	Z = 2
Mr = 570.84	F(000) = 574
Triclinic, P1	Dx = 1.763 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 9.9608 (8) Å	Cell parameters from 3099 reflections
b = 10.548 (1) Å	θ = 3.3–26.7°
c = 11.1137 (13) Å	µ = 1.07 mm^−1
α = 108.408 (10)°	T = 295 K
β = 99.712 (8)°	Block, yellow
γ = 96.218 (7)°	0.21 × 0.18 × 0.15 mm
V = 1075.63 (18) Å^3

Data collection

Agilent SuperNova Dual Source diffractometer with an Eos detector	4225 independent reflections
Radiation source: fine-focus sealed tube	3581 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.045
ω scans	θmax = 26.0°, θmin = 3.2°
Absorption correction: multi-scan (SADABS; Bruker, 2005)	h = −12→10
Tmin = 0.807, Tmax = 0.856	k = −11→13
6926 measured reflections	l = −13→12

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.042	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.093	H atoms treated by a mixture of independent and constrained refinement
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0215P)^2] where P = (Fo^2 + 2Fc^2)/3
4225 reflections	(Δ/σ)max < 0.001
324 parameters	Δρmax = 0.50 e Å^−3
3 restraints	Δρmin = −0.86 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Cd1	0.20027 (3)	0.47447 (3)	−0.34838 (3)	0.02585 (11)
O1	0.2938 (3)	0.3056 (3)	−0.3109 (3)	0.0324 (7)
O2	0.0964 (3)	0.1703 (3)	−0.3308 (4)	0.0509 (9)
O3	0.1638 (3)	−0.3079 (3)	−0.3392 (3)	0.0295 (7)
O4	0.3703 (3)	−0.3291 (3)	−0.2447 (3)	0.0326 (7)
O5	0.3495 (3)	0.7442 (3)	0.4431 (3)	0.0336 (7)
O6	−0.0197 (3)	0.3582 (3)	−0.4081 (3)	0.0359 (7)
H6A	−0.062 (7)	0.348 (5)	−0.486 (3)	0.16 (4)*
H6B	−0.008 (4)	0.284 (2)	−0.395 (4)	0.040 (14)*
N1	0.1777 (4)	0.5373 (3)	−0.1233 (3)	0.0315 (8)
N2	0.3224 (3)	0.4441 (3)	0.2666 (3)	0.0258 (7)
N3	0.2603 (3)	0.4284 (3)	0.4456 (3)	0.0235 (7)
C1	0.2243 (4)	0.2018 (4)	−0.3023 (4)	0.0313 (10)
C2	0.3073 (4)	0.1123 (4)	−0.2493 (4)	0.0268 (9)
C3	0.2554 (4)	−0.0238 (4)	−0.2775 (4)	0.0266 (9)
H3	0.1655	−0.0596	−0.3250	0.032*
C4	0.3364 (4)	−0.1067 (4)	−0.2356 (4)	0.0260 (9)
C5	0.4687 (4)	−0.0521 (4)	−0.1616 (4)	0.0311 (10)
H5	0.5233	−0.1077	−0.1334	0.037*
C6	0.5207 (4)	0.0836 (4)	−0.1294 (4)	0.0389 (11)
H6	0.6089	0.1203	−0.0780	0.047*
C7	0.4395 (4)	0.1646 (4)	−0.1747 (4)	0.0324 (10)
H7	0.4747	0.2559	−0.1545	0.039*
C8	0.2878 (4)	−0.2566 (4)	−0.2744 (4)	0.0260 (9)
C9	0.0959 (4)	0.6216 (4)	−0.0742 (4)	0.0358 (11)
H9	0.0359	0.6496	−0.1305	0.043*
C10	0.0956 (4)	0.6697 (5)	0.0562 (4)	0.0394 (11)
H10	0.0360	0.7283	0.0868	0.047*
C11	0.1849 (4)	0.6298 (4)	0.1410 (4)	0.0345 (10)
H11	0.1854	0.6598	0.2293	0.041*
C12	0.2741 (4)	0.5438 (4)	0.0918 (4)	0.0273 (9)
C13	0.2656 (4)	0.4996 (4)	−0.0396 (4)	0.0308 (10)
H13	0.3236	0.4405	−0.0730	0.037*
C14	0.3811 (4)	0.5007 (4)	0.1793 (4)	0.0302 (9)
H14A	0.4253	0.4337	0.1255	0.036*
H14B	0.4517	0.5788	0.2305	0.036*
C15	0.2469 (4)	0.3161 (4)	0.2318 (4)	0.0268 (9)
C16	0.2170 (4)	0.2077 (4)	0.1144 (4)	0.0357 (11)
H16	0.2433	0.2153	0.0402	0.043*
C17	0.1458 (4)	0.0886 (4)	0.1157 (4)	0.0379 (11)
H17	0.1255	0.0127	0.0405	0.045*
C18	0.1037 (4)	0.0781 (4)	0.2256 (4)	0.0368 (11)
H18	0.0543	−0.0038	0.2213	0.044*
C19	0.1330 (4)	0.1862 (4)	0.3412 (4)	0.0308 (10)
H19	0.1047	0.1787	0.4146	0.037*
C20	0.2067 (4)	0.3067 (4)	0.3427 (4)	0.0243 (9)
C21	0.3293 (4)	0.5069 (4)	0.3958 (4)	0.0225 (8)
C22	0.4179 (4)	0.6411 (4)	0.4678 (4)	0.0263 (9)
H22A	0.4369	0.6558	0.5601	0.032*
H22B	0.5053	0.6439	0.4404	0.032*
C23	0.4289 (4)	0.8712 (4)	0.4739 (4)	0.0236 (8)
C24	0.3670 (4)	0.9621 (4)	0.4287 (4)	0.0321 (10)
H24	0.2766	0.9367	0.3804	0.039*
C25	0.5623 (4)	0.9090 (4)	0.5457 (4)	0.0311 (10)
H25	0.6048	0.8480	0.5770	0.037*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.03281 (19)	0.02062 (17)	0.02539 (18)	0.00348 (12)	0.00532 (12)	0.01044 (12)
O1	0.0410 (17)	0.0235 (15)	0.0389 (18)	0.0085 (13)	0.0110 (13)	0.0170 (13)
O2	0.0332 (18)	0.044 (2)	0.083 (3)	0.0059 (15)	0.0016 (16)	0.0384 (19)
O3	0.0323 (16)	0.0232 (15)	0.0314 (16)	0.0038 (12)	0.0001 (12)	0.0107 (12)
O4	0.0399 (17)	0.0230 (15)	0.0386 (18)	0.0100 (13)	0.0066 (13)	0.0152 (13)
O5	0.0261 (15)	0.0217 (15)	0.050 (2)	−0.0009 (12)	−0.0012 (13)	0.0154 (14)
O6	0.0307 (17)	0.0341 (18)	0.044 (2)	0.0030 (14)	0.0006 (14)	0.0195 (15)
N1	0.039 (2)	0.035 (2)	0.0246 (19)	0.0067 (17)	0.0099 (15)	0.0147 (16)
N2	0.0292 (18)	0.0276 (18)	0.0211 (18)	0.0017 (15)	0.0050 (13)	0.0102 (14)
N3	0.0277 (17)	0.0232 (17)	0.0222 (18)	0.0032 (14)	0.0076 (13)	0.0107 (14)
C1	0.040 (3)	0.025 (2)	0.031 (2)	0.009 (2)	0.0063 (18)	0.0115 (18)
C2	0.035 (2)	0.022 (2)	0.026 (2)	0.0057 (18)	0.0081 (17)	0.0113 (17)
C3	0.029 (2)	0.025 (2)	0.026 (2)	0.0004 (17)	0.0026 (16)	0.0113 (17)
C4	0.034 (2)	0.021 (2)	0.024 (2)	0.0038 (17)	0.0065 (17)	0.0095 (17)
C5	0.028 (2)	0.029 (2)	0.039 (3)	0.0070 (18)	0.0027 (18)	0.0163 (19)
C6	0.033 (2)	0.032 (2)	0.049 (3)	0.000 (2)	−0.005 (2)	0.018 (2)
C7	0.038 (2)	0.022 (2)	0.035 (3)	−0.0046 (18)	0.0058 (19)	0.0113 (18)
C8	0.041 (2)	0.020 (2)	0.020 (2)	0.0035 (18)	0.0120 (17)	0.0087 (16)
C9	0.036 (2)	0.037 (3)	0.037 (3)	0.008 (2)	0.0030 (19)	0.018 (2)
C10	0.038 (3)	0.041 (3)	0.040 (3)	0.016 (2)	0.011 (2)	0.011 (2)
C11	0.038 (2)	0.037 (3)	0.028 (2)	0.008 (2)	0.0100 (18)	0.0094 (19)
C12	0.032 (2)	0.027 (2)	0.021 (2)	0.0006 (17)	0.0029 (16)	0.0086 (17)
C13	0.035 (2)	0.029 (2)	0.031 (2)	0.0071 (19)	0.0110 (18)	0.0120 (19)
C14	0.033 (2)	0.036 (2)	0.025 (2)	0.0037 (19)	0.0110 (17)	0.0145 (19)
C15	0.024 (2)	0.025 (2)	0.032 (2)	0.0035 (17)	0.0060 (17)	0.0112 (18)
C16	0.033 (2)	0.039 (3)	0.029 (2)	0.004 (2)	0.0040 (18)	0.004 (2)
C17	0.030 (2)	0.029 (2)	0.039 (3)	0.0019 (19)	0.0009 (19)	−0.005 (2)
C18	0.033 (2)	0.025 (2)	0.045 (3)	0.0011 (19)	0.005 (2)	0.005 (2)
C19	0.027 (2)	0.028 (2)	0.038 (3)	0.0028 (18)	0.0084 (18)	0.0129 (19)
C20	0.0195 (19)	0.022 (2)	0.028 (2)	0.0041 (16)	−0.0007 (16)	0.0071 (17)
C21	0.0230 (19)	0.022 (2)	0.025 (2)	0.0049 (16)	0.0021 (15)	0.0112 (16)
C22	0.033 (2)	0.022 (2)	0.027 (2)	0.0050 (17)	0.0059 (17)	0.0131 (17)
C23	0.024 (2)	0.0192 (19)	0.028 (2)	−0.0006 (16)	0.0082 (16)	0.0086 (16)
C24	0.027 (2)	0.025 (2)	0.042 (3)	0.0013 (18)	0.0008 (18)	0.0129 (19)
C25	0.037 (2)	0.025 (2)	0.035 (2)	0.0073 (18)	0.0015 (18)	0.0160 (19)

Geometric parameters (Å, º)

Cd1—O1	2.216 (3)	C6—C7	1.387 (5)
Cd1—O6	2.271 (3)	C6—H6	0.9300
Cd1—O3^i	2.336 (3)	C7—H7	0.9300
Cd1—O4^i	2.359 (3)	C8—Cd1^iii	2.689 (4)
Cd1—N3^ii	2.379 (3)	C9—C10	1.377 (6)
Cd1—N1	2.434 (3)	C9—H9	0.9300
Cd1—C8^i	2.689 (4)	C10—C11	1.380 (5)
O1—C1	1.270 (5)	C10—H10	0.9300
O2—C1	1.241 (5)	C11—C12	1.392 (5)
O3—C8	1.283 (5)	C11—H11	0.9300
O3—Cd1^iii	2.336 (3)	C12—C13	1.370 (5)
O4—C8	1.254 (4)	C12—C14	1.524 (5)
O4—Cd1^iii	2.359 (3)	C13—H13	0.9300
O5—C23	1.389 (4)	C14—H14A	0.9700
O5—C22	1.416 (4)	C14—H14B	0.9700
O6—H6A	0.863 (10)	C15—C20	1.387 (6)
O6—H6B	0.861 (10)	C15—C16	1.397 (5)
N1—C9	1.323 (5)	C16—C17	1.380 (6)
N1—C13	1.351 (5)	C16—H16	0.9300
N2—C21	1.364 (5)	C17—C18	1.388 (7)
N2—C15	1.375 (5)	C17—H17	0.9300
N2—C14	1.456 (5)	C18—C19	1.383 (5)
N3—C21	1.326 (5)	C18—H18	0.9300
N3—C20	1.400 (5)	C19—C20	1.391 (6)
N3—Cd1^iv	2.379 (3)	C19—H19	0.9300
C1—C2	1.508 (5)	C21—C22	1.483 (5)
C2—C7	1.383 (5)	C22—H22A	0.9700
C2—C3	1.389 (5)	C22—H22B	0.9700
C3—C4	1.384 (5)	C23—C24	1.371 (5)
C3—H3	0.9300	C23—C25	1.374 (5)
C4—C5	1.385 (5)	C24—C25^v	1.380 (6)
C4—C8	1.501 (5)	C24—H24	0.9300
C5—C6	1.378 (6)	C25—C24^v	1.380 (6)
C5—H5	0.9300	C25—H25	0.9300
O1—Cd1—O6	94.39 (10)	O4—C8—Cd1^iii	61.3 (2)
O1—Cd1—O3^i	161.92 (9)	O3—C8—Cd1^iii	60.28 (19)
O6—Cd1—O3^i	101.68 (10)	C4—C8—Cd1^iii	179.0 (3)
O1—Cd1—O4^i	105.99 (9)	N1—C9—C10	123.1 (4)
O6—Cd1—O4^i	153.74 (10)	N1—C9—H9	118.5
O3^i—Cd1—O4^i	56.27 (8)	C10—C9—H9	118.5
O1—Cd1—N3^ii	92.97 (10)	C9—C10—C11	119.1 (4)
O6—Cd1—N3^ii	100.65 (11)	C9—C10—H10	120.5
O3^i—Cd1—N3^ii	92.15 (10)	C11—C10—H10	120.5
O4^i—Cd1—N3^ii	94.74 (11)	C10—C11—C12	118.7 (4)
O1—Cd1—N1	84.84 (11)	C10—C11—H11	120.6
O6—Cd1—N1	88.41 (12)	C12—C11—H11	120.6
O3^i—Cd1—N1	87.36 (11)	C13—C12—C11	118.0 (4)
O4^i—Cd1—N1	77.38 (11)	C13—C12—C14	119.8 (4)
N3^ii—Cd1—N1	170.83 (11)	C11—C12—C14	122.2 (4)
O1—Cd1—C8^i	133.70 (11)	N1—C13—C12	123.6 (4)
O6—Cd1—C8^i	128.85 (11)	N1—C13—H13	118.2
O3^i—Cd1—C8^i	28.47 (10)	C12—C13—H13	118.2
O4^i—Cd1—C8^i	27.79 (10)	N2—C14—C12	113.3 (3)
N3^ii—Cd1—C8^i	94.00 (11)	N2—C14—H14A	108.9
N1—Cd1—C8^i	81.23 (12)	C12—C14—H14A	108.9
C1—O1—Cd1	123.5 (3)	N2—C14—H14B	108.9
C8—O3—Cd1^iii	91.2 (2)	C12—C14—H14B	108.9
C8—O4—Cd1^iii	90.9 (2)	H14A—C14—H14B	107.7
C23—O5—C22	117.4 (3)	N2—C15—C20	106.3 (3)
Cd1—O6—H6A	115 (5)	N2—C15—C16	130.8 (4)
Cd1—O6—H6B	102 (3)	C20—C15—C16	122.8 (4)
H6A—O6—H6B	114.9 (19)	C17—C16—C15	115.6 (4)
C9—N1—C13	117.5 (4)	C17—C16—H16	122.2
C9—N1—Cd1	123.2 (3)	C15—C16—H16	122.2
C13—N1—Cd1	118.7 (3)	C16—C17—C18	122.2 (4)
C21—N2—C15	107.3 (3)	C16—C17—H17	118.9
C21—N2—C14	127.2 (3)	C18—C17—H17	118.9
C15—N2—C14	125.5 (3)	C19—C18—C17	121.8 (4)
C21—N3—C20	105.5 (3)	C19—C18—H18	119.1
C21—N3—Cd1^iv	131.6 (3)	C17—C18—H18	119.1
C20—N3—Cd1^iv	122.4 (3)	C18—C19—C20	116.9 (4)
O2—C1—O1	125.8 (4)	C18—C19—H19	121.5
O2—C1—C2	118.4 (4)	C20—C19—H19	121.5
O1—C1—C2	115.8 (4)	C15—C20—C19	120.6 (4)
C7—C2—C3	118.7 (3)	C15—C20—N3	109.0 (4)
C7—C2—C1	119.9 (4)	C19—C20—N3	130.3 (4)
C3—C2—C1	121.3 (3)	N3—C21—N2	111.9 (3)
C4—C3—C2	120.6 (3)	N3—C21—C22	126.8 (4)
C4—C3—H3	119.7	N2—C21—C22	121.0 (4)
C2—C3—H3	119.7	O5—C22—C21	109.4 (3)
C3—C4—C5	119.5 (4)	O5—C22—H22A	109.8
C3—C4—C8	121.8 (3)	C21—C22—H22A	109.8
C5—C4—C8	118.6 (3)	O5—C22—H22B	109.8
C6—C5—C4	120.8 (4)	C21—C22—H22B	109.8
C6—C5—H5	119.6	H22A—C22—H22B	108.2
C4—C5—H5	119.6	C24—C23—C25	119.7 (4)
C5—C6—C7	119.0 (4)	C24—C23—O5	116.3 (3)
C5—C6—H6	120.5	C25—C23—O5	124.0 (3)
C7—C6—H6	120.5	C23—C24—C25^v	120.6 (4)
C2—C7—C6	121.3 (4)	C23—C24—H24	119.7
C2—C7—H7	119.3	C25^v—C24—H24	119.7
C6—C7—H7	119.3	C23—C25—C24^v	119.7 (4)
O4—C8—O3	121.6 (4)	C23—C25—H25	120.1
O4—C8—C4	119.1 (3)	C24^v—C25—H25	120.1
O3—C8—C4	119.3 (3)
O6—Cd1—O1—C1	−13.3 (3)	C9—C10—C11—C12	1.1 (7)
O3^i—Cd1—O1—C1	139.5 (4)	C10—C11—C12—C13	−2.0 (6)
O4^i—Cd1—O1—C1	150.0 (3)	C10—C11—C12—C14	176.7 (4)
N3^ii—Cd1—O1—C1	−114.3 (3)	C9—N1—C13—C12	0.1 (6)
N1—Cd1—O1—C1	74.7 (3)	Cd1—N1—C13—C12	171.3 (3)
C8^i—Cd1—O1—C1	147.3 (3)	C11—C12—C13—N1	1.5 (6)
O1—Cd1—N1—C9	−163.7 (3)	C14—C12—C13—N1	−177.3 (4)
O6—Cd1—N1—C9	−69.1 (3)	C21—N2—C14—C12	−102.6 (4)
O3^i—Cd1—N1—C9	32.7 (3)	C15—N2—C14—C12	76.2 (5)
O4^i—Cd1—N1—C9	88.6 (3)	C13—C12—C14—N2	−128.7 (4)
N3^ii—Cd1—N1—C9	119.8 (6)	C11—C12—C14—N2	52.6 (5)
C8^i—Cd1—N1—C9	60.6 (3)	C21—N2—C15—C20	1.5 (4)
O1—Cd1—N1—C13	25.6 (3)	C14—N2—C15—C20	−177.5 (3)
O6—Cd1—N1—C13	120.1 (3)	C21—N2—C15—C16	−175.2 (4)
O3^i—Cd1—N1—C13	−138.1 (3)	C14—N2—C15—C16	5.9 (6)
O4^i—Cd1—N1—C13	−82.1 (3)	N2—C15—C16—C17	175.3 (4)
N3^ii—Cd1—N1—C13	−51.0 (8)	C20—C15—C16—C17	−0.9 (6)
C8^i—Cd1—N1—C13	−110.1 (3)	C15—C16—C17—C18	1.6 (6)
Cd1—O1—C1—O2	10.6 (6)	C16—C17—C18—C19	−1.3 (6)
Cd1—O1—C1—C2	−167.8 (2)	C17—C18—C19—C20	0.2 (6)
O2—C1—C2—C7	−156.8 (4)	N2—C15—C20—C19	−177.1 (3)
O1—C1—C2—C7	21.7 (6)	C16—C15—C20—C19	−0.2 (6)
O2—C1—C2—C3	25.4 (6)	N2—C15—C20—N3	−1.1 (4)
O1—C1—C2—C3	−156.1 (4)	C16—C15—C20—N3	175.8 (3)
C7—C2—C3—C4	−2.3 (6)	C18—C19—C20—C15	0.5 (5)
C1—C2—C3—C4	175.5 (4)	C18—C19—C20—N3	−174.5 (4)
C2—C3—C4—C5	1.9 (6)	C21—N3—C20—C15	0.4 (4)
C2—C3—C4—C8	−174.5 (4)	Cd1^iv—N3—C20—C15	172.8 (2)
C3—C4—C5—C6	0.0 (7)	C21—N3—C20—C19	175.8 (4)
C8—C4—C5—C6	176.6 (4)	Cd1^iv—N3—C20—C19	−11.7 (5)
C4—C5—C6—C7	−1.5 (7)	C20—N3—C21—N2	0.6 (4)
C3—C2—C7—C6	0.7 (7)	Cd1^iv—N3—C21—N2	−170.9 (2)
C1—C2—C7—C6	−177.1 (4)	C20—N3—C21—C22	−172.9 (3)
C5—C6—C7—C2	1.2 (7)	Cd1^iv—N3—C21—C22	15.6 (6)
Cd1^iii—O4—C8—O3	−0.3 (4)	C15—N2—C21—N3	−1.3 (4)
Cd1^iii—O4—C8—C4	−178.9 (3)	C14—N2—C21—N3	177.6 (3)
Cd1^iii—O3—C8—O4	0.3 (4)	C15—N2—C21—C22	172.6 (3)
Cd1^iii—O3—C8—C4	178.9 (3)	C14—N2—C21—C22	−8.5 (5)
C3—C4—C8—O4	172.8 (4)	C23—O5—C22—C21	−163.7 (3)
C5—C4—C8—O4	−3.6 (6)	N3—C21—C22—O5	−107.2 (4)
C3—C4—C8—O3	−5.8 (6)	N2—C21—C22—O5	79.8 (4)
C5—C4—C8—O3	177.7 (4)	C22—O5—C23—C24	168.9 (4)
C3—C4—C8—Cd1^iii	59 (16)	C22—O5—C23—C25	−11.4 (6)
C5—C4—C8—Cd1^iii	−117 (16)	C25—C23—C24—C25^v	0.3 (7)
C13—N1—C9—C10	−1.1 (7)	O5—C23—C24—C25^v	−180.0 (4)
Cd1—N1—C9—C10	−171.9 (3)	C24—C23—C25—C24^v	−0.3 (7)
N1—C9—C10—C11	0.5 (7)	O5—C23—C25—C24^v	−180.0 (4)

Symmetry codes: (i) x, y+1, z; (ii) x, y, z−1; (iii) x, y−1, z; (iv) x, y, z+1; (v) −x+1, −y+2, −z+1.