Construction and photocatalytic properties of two metal-mediated coordination polymers based on benzene-1,3,5-tri­carb­oxy­lic acid and trans-1-(pyridin-3-yl)-2-(pyridin-4-yl)ethene

With the rapid development of modern industry, water pollution has become an intra­ctable environmental issue facing humans worldwide. In particular, the organic dyes discharged into natural water from dyestuffs, dyeing and the textile industry are the main sources of pollution in wastewater. To eliminate these types of pollutants, degradation of organic contaminants through a photocata­lytic technique is an effective methodology. To exploit more crystalline photocatalysts for the degradation of organic dyes, two coordination polymers, namely catena-poly[[(3,5-di­carb­oxy­benzene-1-carboxyl­ato-κO¹)silver(I)]-μ-trans-1-(pyridin-3-yl)-2-(pyridin-4-yl)ethene-κ²N:N′], [Ag(C₉H₅O₆)(C₁₂H₁₀N₂)]_n or [Ag(H₂BTC)(3,4′-bpe)]_n, (I), and poly[[(μ₃-5-carb­oxy­benzene-1,3-dicarboxyl­ato-κ⁴O¹,O^1′:O³:O³)[μ-trans-1-(pyridin-3-yl)-2-(pyridin-4-yl)ethene-κ²N:N′]cadmium(II)] monohydrate], {[Cd(C₉H₄O₆)(C₁₂H₁₀N₂)]·H₂O}_n or {[Cd(HBTC)(3,4′-bpe)]·H₂O}_n, (II), have been prepared by the hydro­thermal reactions of benzene-1,3,5-tri­carb­oxy­lic acid (H₃BTC) and trans-1-(pyridin-3-yl)-2-(pyridin-4-yl)ethene (3,4′-bpe) in the presence of AgNO₃ or Cd(NO₃)₂·4H₂O, respectively. These two title compounds have been structurally characterized by IR spectroscopy, elemental analysis, single-crystal X-ray diffraction and powder X-ray diffraction. In (I), the Ag^I ions and organic ligands form a one-dimensional coordination chain, and adjacent coordination chains are connected by Ag...O inter­actions to give rise to a two-dimensional supra­molecular network. Each two-dimensional network is entangled with other equivalent networks to generate an infrequent inter­locked 2D→3D (2D and 3D are two- and three-dimensional, respectively) supra­molecular framework. In (II), the Cd^II ions are bridged by the HBTC²⁻ and 3,4′-bpe ligands, which lie across centres of inversion, to give a two-dimensional coordination network. The thermal stabilities and photocatalytic properties of the title compounds have also been studied.

Computing details

For both structures, data collection: SMART (Bruker, 2001); cell refinement: SMART (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2009); program(s) used to solve structure: SHELXT (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg, 2010); software used to prepare material for publication: publCIF (Westrip, 2010).

catena-Poly[[(3,5-dicarboxybenzene-1-carboxylato-κO¹)silver(I)]-µ-trans-1-(pyridin-3-yl)-2-(pyridin-4-yl)ethene-κ²N:N'] (I)

Crystal data

[Ag(C9H5O6)(C12H10N2)]	F(000) = 1000
Mr = 499.22	Dx = 1.777 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
a = 8.4981 (17) Å	Cell parameters from 33713 reflections
b = 17.669 (4) Å	θ = 3.1–27.6°
c = 12.658 (3) Å	µ = 1.12 mm^−1
β = 100.95 (3)°	T = 223 K
V = 1866.0 (7) Å^3	Block, colorless
Z = 4	0.13 × 0.12 × 0.08 mm

Data collection

Bruker SMART CCD area detector diffractometer	3868 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.022
phi and ω scans	θmax = 27.6°, θmin = 2.8°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −11→11
Tmin = 0.853, Tmax = 0.921	k = −22→22
33713 measured reflections	l = −16→16
4283 independent reflections

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.027	H-atom parameters constrained
wR(F^2) = 0.069	w = 1/[σ^2(Fo^2) + (0.033P)^2 + 1.3733P] where P = (Fo^2 + 2Fc^2)/3
S = 1.08	(Δ/σ)max = 0.002
4283 reflections	Δρmax = 0.35 e Å^−3
271 parameters	Δρmin = −1.03 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.

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

	x	y	z	Uiso*/Ueq
Ag1	0.69242 (2)	0.51125 (2)	0.34059 (2)	0.03833 (7)
N1	0.8462 (2)	0.55750 (9)	0.49490 (13)	0.0292 (3)
N2	0.7333 (2)	0.54826 (11)	1.17663 (14)	0.0396 (4)
O1	0.4231 (2)	0.59315 (10)	0.30877 (13)	0.0457 (4)
O2	0.30027 (18)	0.66664 (9)	0.41052 (11)	0.0369 (3)
H2	0.3415	0.6367	0.4584	0.055*
O3	−0.06608 (17)	0.90519 (8)	0.08239 (10)	0.0298 (3)
O4	−0.03971 (19)	0.87945 (9)	0.25531 (11)	0.0368 (3)
O5	0.4297 (2)	0.67765 (10)	−0.06143 (12)	0.0429 (4)
H5	0.4512	0.6738	−0.1225	0.064*
O6	0.2343 (2)	0.75224 (11)	−0.14626 (12)	0.0507 (4)
C1	0.9646 (2)	0.60664 (12)	0.49016 (16)	0.0315 (4)
H1	0.9877	0.6187	0.4224	0.038*
C2	1.0544 (2)	0.64051 (13)	0.58011 (17)	0.0347 (4)
H2A	1.1363	0.6749	0.5732	0.042*
C3	1.0224 (2)	0.62323 (13)	0.68003 (17)	0.0355 (4)
H3	1.0832	0.6452	0.7423	0.043*
C4	0.8991 (2)	0.57287 (12)	0.68796 (15)	0.0301 (4)
C5	0.8154 (2)	0.54115 (11)	0.59242 (15)	0.0283 (4)
H5A	0.7330	0.5065	0.5968	0.034*
C6	0.8480 (3)	0.55460 (12)	0.78932 (16)	0.0343 (4)
H6	0.7839	0.5114	0.7904	0.041*
C7	0.8850 (3)	0.59412 (13)	0.87951 (17)	0.0374 (5)
H7	0.9524	0.6363	0.8790	0.045*
C8	0.8297 (3)	0.57777 (12)	0.98015 (16)	0.0347 (4)
C9	0.8579 (4)	0.62780 (17)	1.0650 (2)	0.0633 (9)
H9	0.9123	0.6734	1.0583	0.076*
C10	0.8072 (4)	0.61179 (18)	1.1597 (2)	0.0635 (9)
H10	0.8260	0.6479	1.2152	0.076*
C11	0.7022 (5)	0.50112 (15)	1.0938 (2)	0.0619 (9)
H11	0.6456	0.4565	1.1021	0.074*
C12	0.7474 (5)	0.51355 (15)	0.9969 (2)	0.0619 (9)
H12	0.7218	0.4777	0.9414	0.074*
C13	0.2722 (2)	0.69797 (10)	0.22736 (14)	0.0248 (4)
C14	0.1633 (2)	0.75485 (10)	0.23823 (14)	0.0244 (3)
H14	0.1315	0.7621	0.3047	0.029*
C15	0.1009 (2)	0.80133 (10)	0.15102 (14)	0.0225 (3)
C16	0.1489 (2)	0.78953 (10)	0.05301 (14)	0.0238 (3)
H16	0.1072	0.8203	−0.0063	0.029*
C17	0.2580 (2)	0.73257 (10)	0.04198 (14)	0.0248 (4)
C18	0.3207 (2)	0.68716 (11)	0.12920 (15)	0.0269 (4)
H18	0.3956	0.6492	0.1222	0.032*
C19	0.3409 (2)	0.64724 (11)	0.31878 (15)	0.0279 (4)
C20	−0.0105 (2)	0.86569 (10)	0.16465 (14)	0.0234 (3)
C21	0.3045 (2)	0.72263 (11)	−0.06527 (15)	0.0300 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Ag1	0.04604 (11)	0.04309 (11)	0.02635 (10)	−0.00776 (7)	0.00806 (7)	0.00118 (6)
N1	0.0340 (8)	0.0304 (8)	0.0243 (8)	0.0050 (7)	0.0085 (6)	−0.0001 (6)
N2	0.0510 (11)	0.0422 (10)	0.0279 (9)	−0.0100 (8)	0.0131 (8)	−0.0007 (7)
O1	0.0572 (10)	0.0451 (9)	0.0372 (8)	0.0212 (8)	0.0151 (7)	0.0099 (7)
O2	0.0447 (8)	0.0464 (9)	0.0209 (7)	0.0120 (7)	0.0090 (6)	0.0085 (6)
O3	0.0381 (7)	0.0292 (7)	0.0218 (6)	0.0045 (6)	0.0048 (5)	−0.0001 (5)
O4	0.0484 (9)	0.0415 (8)	0.0253 (7)	0.0106 (7)	0.0188 (6)	0.0026 (6)
O5	0.0521 (9)	0.0550 (10)	0.0264 (7)	0.0113 (8)	0.0196 (7)	−0.0033 (7)
O6	0.0723 (11)	0.0596 (11)	0.0218 (7)	0.0168 (9)	0.0134 (7)	0.0032 (7)
C1	0.0327 (10)	0.0354 (10)	0.0289 (10)	0.0048 (8)	0.0124 (8)	0.0028 (8)
C2	0.0273 (9)	0.0409 (11)	0.0378 (11)	−0.0004 (8)	0.0109 (8)	0.0001 (9)
C3	0.0298 (10)	0.0473 (12)	0.0283 (10)	−0.0007 (8)	0.0032 (8)	−0.0039 (8)
C4	0.0325 (10)	0.0338 (10)	0.0246 (9)	0.0063 (8)	0.0071 (7)	0.0021 (7)
C5	0.0312 (9)	0.0277 (9)	0.0270 (9)	0.0031 (7)	0.0082 (7)	0.0010 (7)
C6	0.0386 (11)	0.0387 (11)	0.0263 (10)	0.0000 (8)	0.0077 (8)	0.0024 (8)
C7	0.0415 (11)	0.0436 (12)	0.0279 (10)	−0.0067 (9)	0.0087 (8)	0.0014 (9)
C8	0.0404 (11)	0.0390 (11)	0.0254 (10)	−0.0050 (9)	0.0080 (8)	0.0004 (8)
C9	0.101 (2)	0.0590 (16)	0.0361 (13)	−0.0464 (16)	0.0282 (14)	−0.0135 (11)
C10	0.104 (2)	0.0579 (17)	0.0341 (13)	−0.0398 (16)	0.0269 (14)	−0.0175 (11)
C11	0.104 (2)	0.0483 (15)	0.0395 (14)	−0.0359 (15)	0.0303 (15)	−0.0083 (11)
C12	0.113 (3)	0.0451 (14)	0.0342 (13)	−0.0337 (15)	0.0302 (15)	−0.0141 (10)
C13	0.0295 (9)	0.0262 (9)	0.0195 (8)	−0.0019 (7)	0.0064 (7)	0.0007 (7)
C14	0.0292 (9)	0.0275 (9)	0.0180 (8)	−0.0031 (7)	0.0078 (7)	−0.0012 (6)
C15	0.0248 (8)	0.0231 (8)	0.0204 (8)	−0.0031 (7)	0.0063 (6)	−0.0018 (6)
C16	0.0287 (9)	0.0258 (9)	0.0175 (8)	−0.0047 (7)	0.0058 (6)	0.0004 (6)
C17	0.0304 (9)	0.0269 (9)	0.0186 (8)	−0.0048 (7)	0.0082 (7)	−0.0029 (6)
C18	0.0305 (9)	0.0275 (9)	0.0247 (9)	0.0006 (7)	0.0100 (7)	−0.0016 (7)
C19	0.0277 (9)	0.0311 (10)	0.0252 (9)	−0.0013 (7)	0.0057 (7)	0.0031 (7)
C20	0.0244 (8)	0.0239 (9)	0.0228 (8)	−0.0049 (7)	0.0068 (7)	−0.0025 (6)
C21	0.0394 (10)	0.0303 (10)	0.0225 (9)	−0.0058 (8)	0.0113 (8)	−0.0043 (7)

Geometric parameters (Å, º)

Ag1—N2^i	2.2649 (18)	C5—H5A	0.9400
Ag1—N1	2.2848 (18)	C6—C7	1.324 (3)
Ag1—O3^ii	2.4522 (14)	C6—H6	0.9400
Ag1—O1	2.6729 (16)	C7—C8	1.468 (3)
N1—C1	1.339 (3)	C7—H7	0.9400
N1—C5	1.341 (2)	C8—C12	1.370 (3)
N2—C10	1.323 (3)	C8—C9	1.376 (3)
N2—C11	1.325 (3)	C9—C10	1.378 (3)
N2—Ag1^iii	2.2650 (18)	C9—H9	0.9400
O1—C19	1.205 (3)	C10—H10	0.9400
O2—C19	1.318 (2)	C11—C12	1.372 (4)
O2—H2	0.8300	C11—H11	0.9400
O3—C20	1.268 (2)	C12—H12	0.9400
O3—Ag1^iv	2.4522 (14)	C13—C14	1.390 (3)
O4—C20	1.243 (2)	C13—C18	1.394 (2)
O5—C21	1.321 (3)	C13—C19	1.492 (3)
O5—H5	0.8300	C14—C15	1.397 (2)
O6—C21	1.204 (3)	C14—H14	0.9400
C1—C2	1.381 (3)	C15—C16	1.393 (2)
C1—H1	0.9400	C15—C20	1.510 (2)
C2—C3	1.378 (3)	C16—C17	1.393 (3)
C2—H2A	0.9400	C16—H16	0.9400
C3—C4	1.393 (3)	C17—C18	1.387 (3)
C3—H3	0.9400	C17—C21	1.495 (2)
C4—C5	1.399 (3)	C18—H18	0.9400
C4—C6	1.466 (3)
N2^i—Ag1—N1	121.18 (7)	C8—C9—C10	120.7 (2)
N2^i—Ag1—O3^ii	137.73 (6)	C8—C9—H9	119.7
N1—Ag1—O3^ii	98.97 (5)	C10—C9—H9	119.7
N2^i—Ag1—O1	88.95 (7)	N2—C10—C9	123.5 (2)
N1—Ag1—O1	105.63 (6)	N2—C10—H10	118.3
O3^ii—Ag1—O1	92.67 (5)	C9—C10—H10	118.3
C1—N1—C5	117.42 (17)	N2—C11—C12	124.0 (2)
C1—N1—Ag1	120.41 (13)	N2—C11—H11	118.0
C5—N1—Ag1	122.01 (13)	C12—C11—H11	118.0
C10—N2—C11	115.7 (2)	C8—C12—C11	120.6 (2)
C10—N2—Ag1^iii	123.61 (15)	C8—C12—H12	119.7
C11—N2—Ag1^iii	120.05 (16)	C11—C12—H12	119.7
C19—O1—Ag1	155.62 (16)	C14—C13—C18	120.14 (17)
C19—O2—H2	109.5	C14—C13—C19	121.81 (16)
C20—O3—Ag1^iv	102.54 (11)	C18—C13—C19	118.05 (17)
C21—O5—H5	109.5	C13—C14—C15	120.43 (16)
N1—C1—C2	123.13 (18)	C13—C14—H14	119.8
N1—C1—H1	118.4	C15—C14—H14	119.8
C2—C1—H1	118.4	C16—C15—C14	118.97 (16)
C3—C2—C1	119.1 (2)	C16—C15—C20	120.68 (16)
C3—C2—H2A	120.5	C14—C15—C20	120.29 (15)
C1—C2—H2A	120.5	C17—C16—C15	120.67 (16)
C2—C3—C4	119.36 (19)	C17—C16—H16	119.7
C2—C3—H3	120.3	C15—C16—H16	119.7
C4—C3—H3	120.3	C18—C17—C16	120.04 (16)
C3—C4—C5	117.38 (18)	C18—C17—C21	121.81 (17)
C3—C4—C6	123.74 (19)	C16—C17—C21	118.15 (17)
C5—C4—C6	118.81 (18)	C17—C18—C13	119.75 (17)
N1—C5—C4	123.60 (19)	C17—C18—H18	120.1
N1—C5—H5A	118.2	C13—C18—H18	120.1
C4—C5—H5A	118.2	O1—C19—O2	123.58 (18)
C7—C6—C4	125.2 (2)	O1—C19—C13	122.98 (18)
C7—C6—H6	117.4	O2—C19—C13	113.43 (16)
C4—C6—H6	117.4	O4—C20—O3	122.81 (17)
C6—C7—C8	125.6 (2)	O4—C20—C15	119.47 (16)
C6—C7—H7	117.2	O3—C20—C15	117.67 (15)
C8—C7—H7	117.2	O6—C21—O5	123.95 (18)
C12—C8—C9	115.4 (2)	O6—C21—C17	123.25 (19)
C12—C8—C7	123.6 (2)	O5—C21—C17	112.79 (17)
C9—C8—C7	120.9 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O2—H2···O3^v	0.83	1.78	2.587 (2)	165
O5—H5···O4^vi	0.83	1.82	2.588 (2)	152

Symmetry codes: (v) x+1/2, −y+3/2, z+1/2; (vi) x+1/2, −y+3/2, z−1/2.

Poly[[(µ₃-5-carboxybenzene-1,3-dicarboxylato-κ⁴O¹,O^1':O³:O³)[µ-trans-1-(pyridin-3-yl)-2-(pyridin-4-yl)ethene-κ⁴N:N']cadmium(II)] monohydrate] (II)

Crystal data

[Cd(C9H4O6)(C12H10N2)]·H2O	Z = 2
Mr = 520.77	F(000) = 520
Triclinic, P1	Dx = 1.773 Mg m^−3
a = 9.4176 (19) Å	Mo Kα radiation, λ = 0.71073 Å
b = 9.861 (2) Å	Cell parameters from 17273 reflections
c = 12.269 (3) Å	θ = 3.1–27.5°
α = 91.11 (3)°	µ = 1.17 mm^−1
β = 103.34 (3)°	T = 223 K
γ = 117.23 (3)°	Block, colorless
V = 975.5 (5) Å^3	0.15 × 0.11 × 0.09 mm

Data collection

Bruker SMART CCD area detector diffractometer	4191 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.017
phi and ω scans	θmax = 27.5°, θmin = 3.2°
Absorption correction: multi-scan (SADABS; Bruker, 2008)	h = −12→12
Tmin = 0.822, Tmax = 0.911	k = −12→11
17273 measured reflections	l = −15→15
4354 independent reflections

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: mixed
R[F^2 > 2σ(F^2)] = 0.020	H-atom parameters constrained
wR(F^2) = 0.051	w = 1/[σ^2(Fo^2) + (0.0198P)^2 + 0.6956P] where P = (Fo^2 + 2Fc^2)/3
S = 1.14	(Δ/σ)max = 0.003
4354 reflections	Δρmax = 0.44 e Å^−3
280 parameters	Δρmin = −0.42 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.

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

	x	y	z	Uiso*/Ueq
Cd1	0.18503 (2)	0.47128 (2)	1.02501 (2)	0.02171 (5)
N1	0.2649 (2)	0.33539 (19)	1.15914 (12)	0.0291 (3)
N2	0.20648 (18)	0.37413 (18)	1.86369 (12)	0.0258 (3)
O1	0.04075 (15)	0.59234 (13)	0.90026 (10)	0.0252 (2)
O2	0.08832 (19)	0.80423 (17)	1.00181 (12)	0.0398 (3)
O3	0.57300 (18)	1.29657 (15)	0.97134 (11)	0.0350 (3)
O4	0.67078 (18)	1.31340 (16)	0.82358 (13)	0.0410 (4)
O5	0.3064 (3)	0.8971 (2)	0.48613 (15)	0.0810 (8)
O6	0.1442 (3)	0.6688 (2)	0.52117 (14)	0.0695 (7)
H6O	0.1302	0.6445	0.4529	0.104*
O7	0.1085 (2)	0.6190 (2)	0.30481 (12)	0.0465 (4)
H1W	0.1716	0.7051	0.2875	0.070*
H2W	0.0426	0.5530	0.2469	0.070*
C1	0.2776 (3)	0.2103 (3)	1.13196 (16)	0.0359 (4)
H1	0.2778	0.1870	1.0573	0.043*
C2	0.2906 (3)	0.1144 (3)	1.20923 (18)	0.0420 (5)
H2	0.3002	0.0277	1.1873	0.050*
C3	0.2894 (3)	0.1462 (3)	1.31917 (17)	0.0375 (4)
H3	0.2988	0.0821	1.3730	0.045*
C4	0.2740 (2)	0.2751 (2)	1.34881 (15)	0.0299 (4)
C5	0.2650 (2)	0.3668 (2)	1.26571 (15)	0.0296 (4)
H5	0.2587	0.4561	1.2855	0.035*
C6	0.2652 (3)	0.3198 (3)	1.46119 (16)	0.0359 (4)
H6	0.2846	0.4212	1.4777	0.043*
C7	0.2327 (3)	0.2311 (2)	1.54117 (15)	0.0341 (4)
H7	0.2136	0.1294	1.5262	0.041*
C8	0.2246 (2)	0.2819 (2)	1.65229 (14)	0.0284 (4)
C9	0.1363 (3)	0.1754 (2)	1.71588 (15)	0.0323 (4)
H9	0.0821	0.0695	1.6886	0.039*
C10	0.1282 (2)	0.2255 (2)	1.81934 (15)	0.0309 (4)
H10	0.0652	0.1520	1.8600	0.037*
C11	0.2939 (2)	0.4774 (2)	1.80351 (16)	0.0318 (4)
H11	0.3507	0.5823	1.8341	0.038*
C12	0.3037 (2)	0.4359 (2)	1.69875 (16)	0.0331 (4)
H12	0.3642	0.5122	1.6587	0.040*
C13	0.21581 (19)	0.83603 (18)	0.85215 (13)	0.0203 (3)
C14	0.1885 (2)	0.77840 (18)	0.74084 (14)	0.0243 (3)
H14	0.1064	0.6766	0.7112	0.029*
C15	0.2823 (2)	0.87100 (19)	0.67294 (14)	0.0246 (3)
C16	0.4076 (2)	1.02010 (19)	0.71711 (14)	0.0237 (3)
H16	0.4729	1.0813	0.6718	0.028*
C17	0.43577 (19)	1.07831 (18)	0.82857 (13)	0.0203 (3)
C18	0.33803 (19)	0.98685 (18)	0.89495 (13)	0.0194 (3)
H18	0.3548	1.0274	0.9695	0.023*
C19	0.1105 (2)	0.74091 (19)	0.92507 (14)	0.0231 (3)
C20	0.5679 (2)	1.23992 (19)	0.87741 (15)	0.0248 (3)
C21	0.2479 (3)	0.8146 (2)	0.55083 (15)	0.0350 (4)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.02418 (7)	0.01777 (7)	0.01543 (7)	0.00166 (5)	0.00963 (4)	0.00098 (4)
N1	0.0351 (8)	0.0350 (8)	0.0183 (7)	0.0159 (7)	0.0109 (6)	0.0042 (6)
N2	0.0289 (7)	0.0293 (7)	0.0163 (6)	0.0101 (6)	0.0095 (5)	0.0005 (5)
O1	0.0250 (6)	0.0175 (5)	0.0223 (6)	0.0003 (5)	0.0082 (5)	0.0055 (4)
O2	0.0475 (8)	0.0331 (7)	0.0315 (7)	0.0065 (6)	0.0254 (6)	−0.0007 (6)
O3	0.0376 (7)	0.0223 (6)	0.0266 (7)	−0.0010 (5)	0.0091 (6)	−0.0040 (5)
O4	0.0361 (7)	0.0255 (7)	0.0415 (8)	−0.0064 (6)	0.0207 (6)	0.0003 (6)
O5	0.1267 (19)	0.0486 (10)	0.0280 (8)	0.0028 (11)	0.0343 (11)	0.0052 (8)
O6	0.1053 (16)	0.0358 (9)	0.0266 (8)	−0.0027 (9)	0.0244 (9)	−0.0084 (7)
O7	0.0457 (9)	0.0507 (9)	0.0271 (7)	0.0098 (7)	0.0111 (6)	−0.0096 (6)
C1	0.0489 (11)	0.0477 (11)	0.0202 (8)	0.0290 (10)	0.0127 (8)	0.0018 (8)
C2	0.0654 (14)	0.0487 (12)	0.0300 (10)	0.0406 (12)	0.0162 (10)	0.0041 (9)
C3	0.0558 (13)	0.0439 (11)	0.0267 (9)	0.0323 (10)	0.0169 (9)	0.0106 (8)
C4	0.0372 (9)	0.0374 (10)	0.0186 (8)	0.0187 (8)	0.0118 (7)	0.0047 (7)
C5	0.0397 (10)	0.0323 (9)	0.0200 (8)	0.0184 (8)	0.0112 (7)	0.0032 (7)
C6	0.0540 (12)	0.0418 (11)	0.0211 (8)	0.0279 (10)	0.0154 (8)	0.0048 (8)
C7	0.0483 (11)	0.0399 (10)	0.0205 (8)	0.0243 (9)	0.0131 (8)	0.0032 (7)
C8	0.0346 (9)	0.0379 (10)	0.0177 (8)	0.0200 (8)	0.0097 (7)	0.0042 (7)
C9	0.0457 (11)	0.0289 (9)	0.0223 (8)	0.0164 (8)	0.0126 (8)	0.0010 (7)
C10	0.0400 (10)	0.0282 (9)	0.0226 (8)	0.0119 (8)	0.0144 (7)	0.0042 (7)
C11	0.0339 (9)	0.0304 (9)	0.0244 (9)	0.0067 (8)	0.0148 (7)	0.0007 (7)
C12	0.0376 (10)	0.0353 (10)	0.0235 (8)	0.0107 (8)	0.0170 (7)	0.0056 (7)
C13	0.0210 (7)	0.0175 (7)	0.0191 (7)	0.0049 (6)	0.0082 (6)	0.0042 (6)
C14	0.0262 (8)	0.0162 (7)	0.0200 (8)	0.0013 (6)	0.0065 (6)	−0.0007 (6)
C15	0.0299 (8)	0.0213 (8)	0.0167 (7)	0.0063 (7)	0.0086 (6)	0.0016 (6)
C16	0.0252 (8)	0.0199 (7)	0.0201 (7)	0.0041 (6)	0.0097 (6)	0.0058 (6)
C17	0.0187 (7)	0.0159 (7)	0.0209 (7)	0.0039 (6)	0.0050 (6)	0.0024 (6)
C18	0.0216 (7)	0.0179 (7)	0.0155 (7)	0.0065 (6)	0.0055 (6)	0.0011 (5)
C19	0.0215 (7)	0.0227 (8)	0.0175 (7)	0.0031 (6)	0.0077 (6)	0.0044 (6)
C20	0.0222 (8)	0.0184 (7)	0.0248 (8)	0.0037 (6)	0.0035 (6)	0.0024 (6)
C21	0.0454 (11)	0.0311 (9)	0.0190 (8)	0.0095 (8)	0.0106 (8)	0.0004 (7)

Geometric parameters (Å, º)

Cd1—N2^i	2.2724 (15)	C3—C4	1.395 (3)
Cd1—O1^ii	2.3361 (14)	C3—H3	0.9400
Cd1—N1	2.3464 (17)	C4—C5	1.389 (3)
Cd1—O3^iii	2.3686 (17)	C4—C6	1.471 (2)
Cd1—O4^iii	2.4182 (19)	C5—H5	0.9400
Cd1—O1	2.4919 (14)	C6—C7	1.322 (3)
Cd1—O2^ii	2.7001 (19)	C6—H6	0.9400
Cd1—C20^iii	2.734 (2)	C7—C8	1.474 (2)
Cd1—C19^ii	2.8297 (19)	C7—H7	0.9400
Cd1—Cd1^ii	3.6982 (8)	C8—C12	1.386 (3)
N1—C1	1.336 (3)	C8—C9	1.391 (3)
N1—C5	1.337 (2)	C9—C10	1.384 (2)
N2—C10	1.335 (2)	C9—H9	0.9400
N2—C11	1.342 (2)	C10—H10	0.9400
N2—Cd1^iv	2.2724 (15)	C11—C12	1.377 (3)
O1—C19	1.296 (2)	C11—H11	0.9400
O1—Cd1^ii	2.3360 (14)	C12—H12	0.9400
O2—C19	1.228 (2)	C13—C14	1.389 (2)
O2—Cd1^ii	2.7002 (19)	C13—C18	1.392 (2)
O3—C20	1.252 (2)	C13—C19	1.501 (2)
O3—Cd1^iii	2.3686 (17)	C14—C15	1.393 (2)
O4—C20	1.253 (2)	C14—H14	0.9400
O4—Cd1^iii	2.4182 (19)	C15—C16	1.391 (2)
O5—C21	1.189 (3)	C15—C21	1.496 (2)
O6—C21	1.297 (3)	C16—C17	1.390 (2)
O6—H6O	0.8300	C16—H16	0.9400
O7—H1W	0.8499	C17—C18	1.392 (2)
O7—H2W	0.8500	C17—C20	1.500 (2)
C1—C2	1.377 (3)	C18—H18	0.9400
C1—H1	0.9400	C19—Cd1^ii	2.8298 (19)
C2—C3	1.383 (3)	C20—Cd1^iii	2.734 (2)
C2—H2	0.9400
N2^i—Cd1—O1^ii	131.80 (6)	C3—C2—H2	120.2
N2^i—Cd1—N1	102.15 (6)	C2—C3—C4	118.79 (19)
O1^ii—Cd1—N1	86.29 (5)	C2—C3—H3	120.6
N2^i—Cd1—O3^iii	89.01 (6)	C4—C3—H3	120.6
O1^ii—Cd1—O3^iii	134.22 (5)	C5—C4—C3	117.41 (17)
N1—Cd1—O3^iii	106.90 (6)	C5—C4—C6	117.93 (17)
N2^i—Cd1—O4^iii	142.99 (5)	C3—C4—C6	124.66 (18)
O1^ii—Cd1—O4^iii	84.43 (6)	N1—C5—C4	123.77 (17)
N1—Cd1—O4^iii	85.17 (6)	N1—C5—H5	118.1
O3^iii—Cd1—O4^iii	54.49 (5)	C4—C5—H5	118.1
N2^i—Cd1—O1	86.22 (5)	C7—C6—C4	126.36 (19)
O1^ii—Cd1—O1	80.06 (5)	C7—C6—H6	116.8
N1—Cd1—O1	166.28 (5)	C4—C6—H6	116.8
O3^iii—Cd1—O1	83.85 (5)	C6—C7—C8	124.02 (19)
O4^iii—Cd1—O1	94.70 (6)	C6—C7—H7	118.0
N2^i—Cd1—O2^ii	84.52 (6)	C8—C7—H7	118.0
O1^ii—Cd1—O2^ii	51.55 (5)	C12—C8—C9	116.81 (16)
N1—Cd1—O2^ii	75.07 (6)	C12—C8—C7	122.36 (18)
O3^iii—Cd1—O2^ii	173.51 (4)	C9—C8—C7	120.84 (18)
O4^iii—Cd1—O2^ii	131.99 (5)	C10—C9—C8	119.99 (18)
O1—Cd1—O2^ii	95.20 (6)	C10—C9—H9	120.0
N2^i—Cd1—C20^iii	116.10 (6)	C8—C9—H9	120.0
O1^ii—Cd1—C20^iii	109.56 (6)	N2—C10—C9	122.58 (17)
N1—Cd1—C20^iii	97.17 (6)	N2—C10—H10	118.7
O3^iii—Cd1—C20^iii	27.21 (5)	C9—C10—H10	118.7
O4^iii—Cd1—C20^iii	27.28 (5)	N2—C11—C12	122.70 (18)
O1—Cd1—C20^iii	88.66 (6)	N2—C11—H11	118.7
O2^ii—Cd1—C20^iii	159.27 (5)	C12—C11—H11	118.7
N2^i—Cd1—C19^ii	109.68 (6)	C11—C12—C8	120.15 (18)
O1^ii—Cd1—C19^ii	26.96 (5)	C11—C12—H12	119.9
N1—Cd1—C19^ii	74.58 (6)	C8—C12—H12	119.9
O3^iii—Cd1—C19^ii	160.72 (5)	C14—C13—C18	119.28 (15)
O4^iii—Cd1—C19^ii	107.25 (6)	C14—C13—C19	121.08 (15)
O1—Cd1—C19^ii	92.45 (5)	C18—C13—C19	119.58 (14)
O2^ii—Cd1—C19^ii	25.52 (5)	C13—C14—C15	120.20 (15)
C20^iii—Cd1—C19^ii	134.18 (6)	C13—C14—H14	119.9
N2^i—Cd1—Cd1^ii	112.12 (5)	C15—C14—H14	119.9
O1^ii—Cd1—Cd1^ii	41.58 (3)	C16—C15—C14	120.28 (15)
N1—Cd1—Cd1^ii	127.86 (4)	C16—C15—C21	118.64 (16)
O3^iii—Cd1—Cd1^ii	111.62 (4)	C14—C15—C21	121.05 (16)
O4^iii—Cd1—Cd1^ii	89.65 (5)	C17—C16—C15	119.75 (15)
O1—Cd1—Cd1^ii	38.48 (3)	C17—C16—H16	120.1
O2^ii—Cd1—Cd1^ii	70.63 (4)	C15—C16—H16	120.1
C20^iii—Cd1—Cd1^ii	101.29 (5)	C16—C17—C18	119.67 (15)
C19^ii—Cd1—Cd1^ii	57.70 (4)	C16—C17—C20	120.73 (15)
C1—N1—C5	117.93 (16)	C18—C17—C20	119.59 (15)
C1—N1—Cd1	123.61 (12)	C13—C18—C17	120.76 (15)
C5—N1—Cd1	117.09 (13)	C13—C18—H18	119.6
C10—N2—C11	117.74 (15)	C17—C18—H18	119.6
C10—N2—Cd1^iv	125.62 (12)	O2—C19—O1	122.62 (15)
C11—N2—Cd1^iv	116.36 (12)	O2—C19—C13	120.02 (16)
C19—O1—Cd1^ii	98.26 (11)	O1—C19—C13	117.30 (15)
C19—O1—Cd1	113.85 (11)	O2—C19—Cd1^ii	71.33 (10)
Cd1^ii—O1—Cd1	99.94 (5)	O1—C19—Cd1^ii	54.78 (8)
C19—O2—Cd1^ii	83.15 (11)	C13—C19—Cd1^ii	156.25 (11)
C20—O3—Cd1^iii	92.88 (11)	O3—C20—O4	122.05 (16)
C20—O4—Cd1^iii	90.54 (11)	O3—C20—C17	118.89 (16)
C21—O6—H6O	109.5	O4—C20—C17	119.05 (16)
H1W—O7—H2W	112.5	O3—C20—Cd1^iii	59.91 (9)
N1—C1—C2	122.40 (17)	O4—C20—Cd1^iii	62.18 (10)
N1—C1—H1	118.8	C17—C20—Cd1^iii	177.17 (12)
C2—C1—H1	118.8	O5—C21—O6	123.10 (19)
C1—C2—C3	119.67 (19)	O5—C21—C15	122.86 (19)
C1—C2—H2	120.2	O6—C21—C15	114.00 (17)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6O···O7	0.83	1.78	2.605 (2)	172
O7—H1W···O4^v	0.85	2.29	2.744 (2)	113
O7—H2W···O1^vi	0.85	2.04	2.852 (2)	161

Symmetry codes: (v) −x+1, −y+2, −z+1; (vi) −x, −y+1, −z+1.