A new three-dimensional cad­mium(II) coordination polymer based on bis­[4-(2-methyl­imidazol-1-yl)phen­yl]methanone: synthesis, structure and properties

A novel three-dimensional Cd^II coordination polymer, namely, poly[[(μ₃-ben­zene-1,4-di­acetato)(μ₂-ben­zene-1,4-di­acetato)bis­{μ₂-bis­[4-(2-methyl­imidazol-1-yl)phen­yl]methanone}­dicad­mium(II)] tetartohydrate], {[Cd(C₁₀H₈O₄)(C₂₁H₁₈N₄O)]·0.25H₂O}_n or {[Cd(PBEA)(MIPMO)]·0.25H₂O}_n, (I), was synthesized by the hydro­thermal method using benzene-1,4-di­acetic acid (H₂PBEA), bis­[4-(2-methyl­imidazol-1-yl)phen­yl]methanone (MIPMO) and Cd(NO₃)₂·6H₂O. The title com­pound was structurally characterized by single-crystal X-ray diffraction, elemental analysis, IR spectroscopy and thermogravimetric analysis, and exhibits a three-dimensional pillar–layer framework based on Cd^II–PBEA layers and MIPMO pillars, which can be simplified into a pcu topological net­work. The title com­pound displays a highly selective and sensitive sensing for Fe³⁺ ions in aqueous solution. In addition, it displays a high photocatalytic activity for the degradation of methyl­ene blue (MB) in water under UV light irradiation.

Computing details

Data collection: APEX3 (Bruker, 2016); cell refinement: SAINT (Bruker, 2016); data reduction: SAINT (Bruker, 2016); program(s) used to solve structure: SHELXT2014 (Sheldrick, 2015a); program(s) used to refine structure: SHELXL2018 (Sheldrick, 2015b); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: SHELXL2018 (Sheldrick, 2015b).

Poly[[(µ₃-benzene-1,4-diacetato)(µ₂-benzene-1,4-diacetato)bis{µ₂-bis[4-(2-methylimidazol-1-yl)phenyl]methanone}dicadmium(II)] hemihydrate]

Crystal data

[Cd(C10H8O4)(C21H18N4O)]·0.25H2O	Z = 2
Mr = 651.47	F(000) = 661.0
Triclinic, P1	Dx = 1.514 Mg m^−3
a = 11.490 (7) Å	Mo Kα radiation, λ = 0.71073 Å
b = 11.549 (7) Å	Cell parameters from 9960 reflections
c = 12.216 (7) Å	θ = 2.8–27.6°
α = 99.74 (2)°	µ = 0.81 mm^−1
β = 114.46 (3)°	T = 293 K
γ = 95.49 (3)°	Block, colorless
V = 1429.3 (15) Å^3	0.20 × 0.19 × 0.18 mm

Data collection

Bruker APEXII CCD diffractometer	5813 reflections with I > 2σ(I)
φ and ω scans	Rint = 0.024
Absorption correction: multi-scan (SADABS; Bruker, 2016)	θmax = 27.6°, θmin = 3.3°
Tmin = 0.664, Tmax = 0.746	h = −14→14
38613 measured reflections	k = −15→15
6296 independent reflections	l = −15→15

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)] = 0.028	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.071	H-atom parameters constrained
S = 1.09	w = 1/[σ^2(Fo^2) + (0.0273P)^2 + 1.3181P] where P = (Fo^2 + 2Fc^2)/3
6296 reflections	(Δ/σ)max = 0.001
381 parameters	Δρmax = 0.65 e Å^−3
0 restraints	Δρmin = −0.33 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	Occ. (<1)
Cd1	0.60340 (2)	1.01397 (2)	0.17931 (2)	0.03372 (6)
O1	0.79030 (17)	1.19056 (16)	0.30161 (18)	0.0512 (4)
O2	0.58411 (16)	1.20167 (15)	0.24004 (16)	0.0441 (4)
O3	0.58838 (16)	1.07637 (17)	−0.01896 (16)	0.0459 (4)
O4	0.6347 (2)	1.0688 (3)	−0.17574 (18)	0.0722 (6)
O5	0.6403 (2)	0.45529 (18)	0.7903 (2)	0.0628 (6)
N1	1.28239 (19)	0.11667 (17)	0.87351 (18)	0.0386 (4)
N2	1.15424 (19)	0.24454 (17)	0.87699 (18)	0.0383 (4)
N3	0.6729 (2)	0.87046 (18)	0.51549 (18)	0.0397 (4)
N4	0.65369 (19)	0.96818 (18)	0.37125 (18)	0.0397 (4)
C1	0.7037 (2)	1.2483 (2)	0.2954 (2)	0.0387 (5)
C2	0.7316 (3)	1.3800 (3)	0.3544 (4)	0.0693 (10)
H2A	0.6912	1.4216	0.2895	0.083*
H2B	0.6892	1.3910	0.4086	0.083*
C3	0.8720 (2)	1.4396 (2)	0.4278 (2)	0.0447 (6)
C4	0.9180 (3)	1.5428 (2)	0.4041 (2)	0.0451 (6)
H4	0.8629	1.5725	0.3392	0.054*
C5	0.9557 (3)	1.3975 (2)	0.5247 (3)	0.0480 (6)
H5	0.9266	1.3281	0.5421	0.058*
C6	0.6683 (2)	1.0910 (2)	−0.0638 (2)	0.0367 (5)
C7	0.8095 (2)	1.1382 (2)	0.0262 (2)	0.0444 (6)
H7A	0.8331	1.2185	0.0190	0.053*
H7B	0.8179	1.1438	0.1093	0.053*
C8	0.9054 (2)	1.0654 (2)	0.0099 (2)	0.0351 (5)
C9	0.8700 (2)	0.9518 (2)	−0.0651 (2)	0.0462 (6)
H9	0.7823	0.9176	−0.1097	0.055*
C10	0.9627 (2)	0.8880 (2)	−0.0751 (2)	0.0452 (6)
H10	0.9358	0.8119	−0.1268	0.054*
C11	1.0625 (3)	0.0616 (3)	0.6986 (3)	0.0588 (8)
H11A	1.1020	0.0126	0.6575	0.088*
H11B	1.0149	0.1106	0.6462	0.088*
H11C	1.0042	0.0115	0.7165	0.088*
C12	1.1649 (2)	0.1388 (2)	0.8155 (2)	0.0371 (5)
C13	1.3492 (3)	0.2093 (2)	0.9755 (2)	0.0463 (6)
H13	1.4346	0.2158	1.0339	0.056*
C14	1.2720 (3)	0.2889 (2)	0.9777 (2)	0.0481 (6)
H14	1.2941	0.3603	1.0361	0.058*
C15	1.0457 (2)	0.3048 (2)	0.8478 (2)	0.0358 (5)
C16	0.9216 (2)	0.2427 (2)	0.8074 (2)	0.0427 (5)
H16	0.9070	0.1603	0.7988	0.051*
C17	0.8190 (2)	0.3036 (2)	0.7797 (2)	0.0427 (5)
H17	0.7350	0.2618	0.7525	0.051*
C18	0.8398 (2)	0.4269 (2)	0.7920 (2)	0.0364 (5)
C19	0.9657 (2)	0.4880 (2)	0.8372 (2)	0.0407 (5)
H19	0.9811	0.5707	0.8487	0.049*
C20	1.0689 (2)	0.4280 (2)	0.8655 (2)	0.0406 (5)
H20	1.1534	0.4699	0.8962	0.049*
C21	0.7258 (2)	0.4884 (2)	0.7624 (2)	0.0400 (5)
C22	0.7174 (2)	0.5898 (2)	0.6997 (2)	0.0362 (5)
C23	0.6287 (2)	0.6639 (2)	0.7008 (2)	0.0386 (5)
H23	0.5787	0.6505	0.7425	0.046*
C24	0.6140 (2)	0.7563 (2)	0.6414 (2)	0.0401 (5)
H24	0.5550	0.8054	0.6432	0.048*
C25	0.6879 (2)	0.7753 (2)	0.5789 (2)	0.0389 (5)
C26	0.7780 (3)	0.7046 (2)	0.5787 (2)	0.0472 (6)
H26	0.8293	0.7195	0.5385	0.057*
C27	0.7919 (3)	0.6117 (2)	0.6382 (2)	0.0452 (6)
H27	0.8519	0.5635	0.6370	0.054*
C28	0.6274 (4)	0.7471 (2)	0.3071 (3)	0.0639 (8)
H28A	0.7078	0.7280	0.3097	0.096*
H28B	0.5718	0.7541	0.2254	0.096*
H28C	0.5853	0.6849	0.3286	0.096*
C29	0.6539 (2)	0.8618 (2)	0.3963 (2)	0.0400 (5)
C30	0.6829 (3)	0.9889 (2)	0.5666 (2)	0.0444 (6)
H30	0.6945	1.0216	0.6462	0.053*
C31	0.6724 (3)	1.0477 (2)	0.4777 (2)	0.0454 (6)
H31	0.6770	1.1298	0.4867	0.054*
O6	0.3642 (9)	0.6146 (9)	0.9839 (9)	0.077 (3)	0.25

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.03176 (9)	0.03266 (9)	0.03311 (9)	0.01099 (6)	0.01077 (7)	0.00475 (6)
O1	0.0438 (10)	0.0408 (9)	0.0643 (12)	0.0098 (8)	0.0250 (9)	−0.0040 (8)
O2	0.0361 (9)	0.0392 (9)	0.0471 (10)	0.0037 (7)	0.0138 (8)	−0.0019 (7)
O3	0.0296 (8)	0.0616 (11)	0.0476 (10)	0.0066 (7)	0.0194 (7)	0.0101 (8)
O4	0.0477 (11)	0.123 (2)	0.0404 (11)	0.0146 (12)	0.0151 (9)	0.0161 (12)
O5	0.0616 (12)	0.0531 (11)	0.1026 (17)	0.0242 (10)	0.0548 (13)	0.0336 (11)
N1	0.0400 (10)	0.0405 (10)	0.0356 (10)	0.0168 (8)	0.0151 (8)	0.0082 (8)
N2	0.0427 (11)	0.0396 (10)	0.0344 (10)	0.0191 (8)	0.0160 (9)	0.0092 (8)
N3	0.0462 (11)	0.0447 (11)	0.0346 (10)	0.0187 (9)	0.0197 (9)	0.0145 (8)
N4	0.0406 (11)	0.0413 (10)	0.0348 (10)	0.0105 (8)	0.0131 (8)	0.0102 (8)
C1	0.0428 (13)	0.0351 (11)	0.0380 (12)	0.0064 (10)	0.0211 (10)	−0.0005 (9)
C2	0.0396 (14)	0.0403 (14)	0.101 (3)	0.0043 (11)	0.0185 (16)	−0.0185 (15)
C3	0.0389 (12)	0.0334 (12)	0.0548 (15)	0.0056 (10)	0.0213 (11)	−0.0093 (11)
C4	0.0485 (14)	0.0442 (13)	0.0440 (13)	0.0155 (11)	0.0222 (11)	0.0049 (11)
C5	0.0500 (15)	0.0364 (12)	0.0647 (17)	0.0061 (11)	0.0336 (13)	0.0082 (12)
C6	0.0305 (11)	0.0372 (11)	0.0420 (13)	0.0072 (9)	0.0151 (10)	0.0102 (10)
C7	0.0315 (12)	0.0524 (14)	0.0462 (14)	0.0022 (10)	0.0182 (11)	0.0029 (11)
C8	0.0269 (10)	0.0441 (12)	0.0351 (11)	0.0014 (9)	0.0150 (9)	0.0100 (10)
C9	0.0249 (11)	0.0473 (14)	0.0540 (15)	−0.0047 (10)	0.0121 (10)	0.0002 (11)
C10	0.0318 (12)	0.0426 (13)	0.0479 (14)	−0.0028 (10)	0.0118 (11)	−0.0033 (11)
C11	0.0452 (15)	0.0531 (16)	0.0576 (17)	0.0182 (12)	0.0089 (13)	−0.0082 (13)
C12	0.0393 (12)	0.0380 (12)	0.0361 (11)	0.0147 (9)	0.0170 (10)	0.0085 (9)
C13	0.0453 (14)	0.0506 (14)	0.0338 (12)	0.0196 (11)	0.0085 (10)	0.0038 (10)
C14	0.0517 (15)	0.0498 (14)	0.0324 (12)	0.0212 (12)	0.0091 (11)	0.0016 (10)
C15	0.0440 (12)	0.0372 (11)	0.0331 (11)	0.0183 (10)	0.0196 (10)	0.0122 (9)
C16	0.0505 (14)	0.0332 (11)	0.0534 (14)	0.0152 (10)	0.0272 (12)	0.0164 (11)
C17	0.0436 (13)	0.0373 (12)	0.0560 (15)	0.0130 (10)	0.0267 (12)	0.0169 (11)
C18	0.0430 (12)	0.0364 (11)	0.0380 (12)	0.0168 (10)	0.0221 (10)	0.0124 (9)
C19	0.0491 (14)	0.0318 (11)	0.0445 (13)	0.0149 (10)	0.0217 (11)	0.0098 (10)
C20	0.0416 (13)	0.0401 (12)	0.0410 (12)	0.0112 (10)	0.0173 (10)	0.0111 (10)
C21	0.0433 (13)	0.0360 (12)	0.0462 (13)	0.0142 (10)	0.0236 (11)	0.0088 (10)
C22	0.0397 (12)	0.0383 (11)	0.0342 (11)	0.0164 (9)	0.0177 (10)	0.0084 (9)
C23	0.0372 (12)	0.0465 (13)	0.0401 (12)	0.0171 (10)	0.0213 (10)	0.0136 (10)
C24	0.0383 (12)	0.0485 (13)	0.0424 (13)	0.0238 (10)	0.0207 (10)	0.0157 (11)
C25	0.0442 (13)	0.0442 (13)	0.0346 (11)	0.0188 (10)	0.0194 (10)	0.0137 (10)
C26	0.0556 (15)	0.0611 (16)	0.0481 (14)	0.0305 (13)	0.0366 (13)	0.0235 (12)
C27	0.0552 (15)	0.0518 (14)	0.0463 (13)	0.0327 (12)	0.0322 (12)	0.0168 (11)
C28	0.101 (3)	0.0418 (14)	0.0413 (15)	0.0019 (15)	0.0282 (16)	0.0058 (12)
C29	0.0412 (12)	0.0436 (13)	0.0352 (12)	0.0094 (10)	0.0160 (10)	0.0105 (10)
C30	0.0538 (15)	0.0453 (13)	0.0376 (12)	0.0195 (11)	0.0216 (11)	0.0088 (10)
C31	0.0558 (15)	0.0392 (12)	0.0423 (13)	0.0164 (11)	0.0210 (12)	0.0092 (10)
O6	0.061 (5)	0.086 (6)	0.069 (6)	−0.031 (5)	0.024 (5)	0.014 (5)

Geometric parameters (Å, º)

Cd1—O2	2.232 (2)	C9—C10	1.386 (4)
Cd1—O3^i	2.253 (2)	C9—H9	0.9300
Cd1—N1^ii	2.273 (2)	C10—C8^iv	1.385 (3)
Cd1—N4	2.338 (2)	C10—H10	0.9300
Cd1—O1	2.545 (2)	C11—C12	1.482 (4)
Cd1—O3	2.585 (2)	C11—H11A	0.9600
Cd1—C1	2.723 (3)	C11—H11B	0.9600
O1—C1	1.234 (3)	C11—H11C	0.9600
O2—C1	1.265 (3)	C13—C14	1.342 (3)
O3—C6	1.262 (3)	C13—H13	0.9300
O3—Cd1^i	2.253 (2)	C14—H14	0.9300
O4—C6	1.228 (3)	C15—C16	1.376 (4)
O5—C21	1.216 (3)	C15—C20	1.384 (3)
N1—C12	1.314 (3)	C16—C17	1.382 (3)
N1—C13	1.374 (3)	C16—H16	0.9300
N1—Cd1^ii	2.273 (2)	C17—C18	1.393 (3)
N2—C14	1.372 (3)	C17—H17	0.9300
N2—C12	1.365 (3)	C18—C19	1.381 (4)
N2—C15	1.431 (3)	C18—C21	1.491 (3)
N3—C29	1.365 (3)	C19—C20	1.381 (3)
N3—C30	1.377 (3)	C19—H19	0.9300
N3—C25	1.432 (3)	C20—H20	0.9300
N4—C29	1.315 (3)	C21—C22	1.494 (3)
N4—C31	1.381 (3)	C22—C27	1.384 (3)
C1—C2	1.511 (3)	C22—C23	1.395 (3)
C2—C3	1.504 (4)	C23—C24	1.374 (3)
C2—H2A	0.9700	C23—H23	0.9300
C2—H2B	0.9700	C24—C25	1.382 (3)
C3—C4	1.380 (4)	C24—H24	0.9300
C3—C5	1.380 (4)	C25—C26	1.380 (3)
C4—C5^iii	1.378 (4)	C26—C27	1.380 (4)
C4—H4	0.9300	C26—H26	0.9300
C5—C4^iii	1.378 (4)	C27—H27	0.9300
C5—H5	0.9300	C28—C29	1.481 (4)
C6—C7	1.513 (3)	C28—H28A	0.9600
C7—C8	1.504 (3)	C28—H28B	0.9600
C7—H7A	0.9700	C28—H28C	0.9600
C7—H7B	0.9700	C30—C31	1.345 (4)
C8—C9	1.381 (3)	C30—H30	0.9300
C8—C10^iv	1.385 (3)	C31—H31	0.9300
O2—Cd1—O3^i	106.70 (8)	C10—C9—H9	119.4
O2—Cd1—N1^ii	149.71 (7)	C9—C10—C8^iv	121.7 (2)
O3^i—Cd1—N1^ii	94.25 (8)	C9—C10—H10	119.2
O2—Cd1—N4	94.63 (8)	C8^iv—C10—H10	119.2
O3^i—Cd1—N4	118.60 (8)	C12—C11—H11A	109.5
N1^ii—Cd1—N4	94.16 (8)	C12—C11—H11B	109.5
O2—Cd1—O1	54.18 (7)	H11A—C11—H11B	109.5
O3^i—Cd1—O1	152.76 (7)	C12—C11—H11C	109.5
N1^ii—Cd1—O1	97.98 (8)	H11A—C11—H11C	109.5
N4—Cd1—O1	84.75 (8)	H11B—C11—H11C	109.5
O2—Cd1—O3	85.20 (7)	N1—C12—N2	109.7 (2)
O3^i—Cd1—O3	70.24 (8)	N1—C12—C11	124.3 (2)
N1^ii—Cd1—O3	81.55 (7)	N2—C12—C11	126.0 (2)
N4—Cd1—O3	170.61 (6)	C14—C13—N1	109.3 (2)
O1—Cd1—O3	87.56 (7)	C14—C13—H13	125.4
O2—Cd1—C1	27.37 (7)	N1—C13—H13	125.4
O3^i—Cd1—C1	131.69 (8)	C13—C14—N2	106.7 (2)
N1^ii—Cd1—C1	124.04 (8)	C13—C14—H14	126.6
N4—Cd1—C1	89.42 (8)	N2—C14—H14	126.6
O1—Cd1—C1	26.82 (7)	C16—C15—C20	120.5 (2)
O3—Cd1—C1	86.14 (8)	C16—C15—N2	121.0 (2)
C1—O1—Cd1	84.63 (15)	C20—C15—N2	118.5 (2)
C1—O2—Cd1	98.44 (14)	C15—C16—C17	119.5 (2)
C6—O3—Cd1^i	106.25 (16)	C15—C16—H16	120.3
C6—O3—Cd1	133.59 (15)	C17—C16—H16	120.3
Cd1^i—O3—Cd1	109.76 (8)	C16—C17—C18	120.7 (2)
C12—N1—C13	107.1 (2)	C16—C17—H17	119.6
C12—N1—Cd1^ii	133.53 (16)	C18—C17—H17	119.6
C13—N1—Cd1^ii	118.10 (16)	C19—C18—C17	118.8 (2)
C14—N2—C12	107.19 (19)	C19—C18—C21	122.6 (2)
C14—N2—C15	123.3 (2)	C17—C18—C21	118.5 (2)
C12—N2—C15	129.5 (2)	C20—C19—C18	120.8 (2)
C29—N3—C30	107.6 (2)	C20—C19—H19	119.6
C29—N3—C25	126.4 (2)	C18—C19—H19	119.6
C30—N3—C25	125.9 (2)	C19—C20—C15	119.5 (2)
C29—N4—C31	106.3 (2)	C19—C20—H20	120.2
C29—N4—Cd1	127.56 (16)	C15—C20—H20	120.2
C31—N4—Cd1	125.63 (16)	O5—C21—C18	119.2 (2)
O1—C1—O2	122.7 (2)	O5—C21—C22	120.5 (2)
O1—C1—C2	122.8 (2)	C18—C21—C22	120.2 (2)
O2—C1—C2	114.4 (2)	C27—C22—C23	118.6 (2)
O1—C1—Cd1	68.55 (14)	C27—C22—C21	122.8 (2)
O2—C1—Cd1	54.20 (12)	C23—C22—C21	118.6 (2)
C2—C1—Cd1	168.56 (18)	C24—C23—C22	121.0 (2)
C3—C2—C1	117.2 (2)	C24—C23—H23	119.5
C3—C2—H2A	108.0	C22—C23—H23	119.5
C1—C2—H2A	108.0	C23—C24—C25	119.3 (2)
C3—C2—H2B	108.0	C23—C24—H24	120.3
C1—C2—H2B	108.0	C25—C24—H24	120.3
H2A—C2—H2B	107.2	C26—C25—C24	120.6 (2)
C4—C3—C5	118.4 (2)	C26—C25—N3	119.4 (2)
C4—C3—C2	120.2 (3)	C24—C25—N3	120.0 (2)
C5—C3—C2	121.3 (3)	C25—C26—C27	119.8 (2)
C3—C4—C5^iii	121.0 (3)	C25—C26—H26	120.1
C3—C4—H4	119.5	C27—C26—H26	120.1
C5^iii—C4—H4	119.5	C22—C27—C26	120.6 (2)
C4^iii—C5—C3	120.7 (2)	C22—C27—H27	119.7
C4^iii—C5—H5	119.7	C26—C27—H27	119.7
C3—C5—H5	119.7	C29—C28—H28A	109.5
O4—C6—O3	122.3 (2)	C29—C28—H28B	109.5
O4—C6—C7	120.5 (2)	H28A—C28—H28B	109.5
O3—C6—C7	117.3 (2)	C29—C28—H28C	109.5
C8—C7—C6	115.8 (2)	H28A—C28—H28C	109.5
C8—C7—H7A	108.3	H28B—C28—H28C	109.5
C6—C7—H7A	108.3	N4—C29—N3	110.1 (2)
C8—C7—H7B	108.3	N4—C29—C28	125.8 (2)
C6—C7—H7B	108.3	N3—C29—C28	123.9 (2)
H7A—C7—H7B	107.4	C31—C30—N3	105.9 (2)
C9—C8—C10^iv	117.1 (2)	C31—C30—H30	127.0
C9—C8—C7	123.7 (2)	N3—C30—H30	127.0
C10^iv—C8—C7	119.2 (2)	C30—C31—N4	110.1 (2)
C8—C9—C10	121.2 (2)	C30—C31—H31	125.0
C8—C9—H9	119.4	N4—C31—H31	125.0
Cd1—O1—C1—O2	−0.7 (2)	C15—C16—C17—C18	0.1 (4)
Cd1—O1—C1—C2	178.6 (3)	C16—C17—C18—C19	−2.5 (4)
Cd1—O2—C1—O1	0.8 (3)	C16—C17—C18—C21	−179.2 (2)
Cd1—O2—C1—C2	−178.5 (2)	C17—C18—C19—C20	2.3 (4)
O1—C1—C2—C3	−2.6 (5)	C21—C18—C19—C20	178.9 (2)
O2—C1—C2—C3	176.7 (3)	C18—C19—C20—C15	0.3 (4)
Cd1—C1—C2—C3	170.7 (9)	C16—C15—C20—C19	−2.8 (4)
C1—C2—C3—C4	128.2 (3)	N2—C15—C20—C19	179.6 (2)
C1—C2—C3—C5	−55.9 (4)	C19—C18—C21—O5	−138.7 (3)
C5—C3—C4—C5^iii	0.0 (4)	C17—C18—C21—O5	37.8 (4)
C2—C3—C4—C5^iii	176.0 (2)	C19—C18—C21—C22	41.1 (3)
C4—C3—C5—C4^iii	0.0 (4)	C17—C18—C21—C22	−142.4 (2)
C2—C3—C5—C4^iii	−176.0 (2)	O5—C21—C22—C27	−163.1 (3)
Cd1^i—O3—C6—O4	6.7 (3)	C18—C21—C22—C27	17.2 (4)
Cd1—O3—C6—O4	146.5 (2)	O5—C21—C22—C23	15.6 (4)
Cd1^i—O3—C6—C7	−173.51 (17)	C18—C21—C22—C23	−164.2 (2)
Cd1—O3—C6—C7	−33.7 (3)	C27—C22—C23—C24	0.6 (4)
O4—C6—C7—C8	−53.4 (3)	C21—C22—C23—C24	−178.0 (2)
O3—C6—C7—C8	126.8 (2)	C22—C23—C24—C25	0.4 (4)
C6—C7—C8—C9	−11.8 (4)	C23—C24—C25—C26	−1.7 (4)
C6—C7—C8—C10^iv	169.8 (2)	C23—C24—C25—N3	179.4 (2)
C10^iv—C8—C9—C10	−0.5 (4)	C29—N3—C25—C26	51.2 (4)
C7—C8—C9—C10	−178.9 (2)	C30—N3—C25—C26	−124.6 (3)
C8—C9—C10—C8^iv	0.5 (5)	C29—N3—C25—C24	−129.8 (3)
C13—N1—C12—N2	0.6 (3)	C30—N3—C25—C24	54.4 (4)
Cd1^ii—N1—C12—N2	−165.87 (16)	C24—C25—C26—C27	1.9 (4)
C13—N1—C12—C11	178.6 (3)	N3—C25—C26—C27	−179.1 (2)
Cd1^ii—N1—C12—C11	12.1 (4)	C23—C22—C27—C26	−0.4 (4)
C14—N2—C12—N1	0.1 (3)	C21—C22—C27—C26	178.2 (3)
C15—N2—C12—N1	179.3 (2)	C25—C26—C27—C22	−0.9 (4)
C14—N2—C12—C11	−177.8 (3)	C31—N4—C29—N3	−0.3 (3)
C15—N2—C12—C11	1.4 (4)	Cd1—N4—C29—N3	−172.59 (15)
C12—N1—C13—C14	−1.1 (3)	C31—N4—C29—C28	175.1 (3)
Cd1^ii—N1—C13—C14	167.79 (19)	Cd1—N4—C29—C28	2.9 (4)
N1—C13—C14—N2	1.2 (3)	C30—N3—C29—N4	1.0 (3)
C12—N2—C14—C13	−0.8 (3)	C25—N3—C29—N4	−175.4 (2)
C15—N2—C14—C13	179.9 (2)	C30—N3—C29—C28	−174.6 (3)
C14—N2—C15—C16	−138.5 (3)	C25—N3—C29—C28	9.0 (4)
C12—N2—C15—C16	42.4 (4)	C29—N3—C30—C31	−1.2 (3)
C14—N2—C15—C20	39.1 (3)	C25—N3—C30—C31	175.2 (2)
C12—N2—C15—C20	−140.0 (3)	N3—C30—C31—N4	1.0 (3)
C20—C15—C16—C17	2.6 (4)	C29—N4—C31—C30	−0.5 (3)
N2—C15—C16—C17	−179.9 (2)	Cd1—N4—C31—C30	171.98 (17)

Symmetry codes: (i) −x+1, −y+2, −z; (ii) −x+2, −y+1, −z+1; (iii) −x+2, −y+3, −z+1; (iv) −x+2, −y+2, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C30—H30···O4^v	0.93	2.53	3.409 (4)	158
C28—H28C···O5^vi	0.96	2.59	3.315 (4)	132
C24—H24···O2^vii	0.93	2.55	3.197 (3)	127
C20—H20···O6^viii	0.93	2.51	3.426 (9)	170
C14—H14···O5^ix	0.93	2.54	3.466 (4)	175
C13—H13···O2^x	0.93	2.43	3.264 (3)	149
C7—H7B···O1	0.97	2.48	3.419 (4)	164
C30—H30···O4^v	0.93	2.53	3.409 (4)	158
C28—H28C···O5^vi	0.96	2.59	3.315 (4)	132
C24—H24···O2^vii	0.93	2.55	3.197 (3)	127
C14—H14···O5^ix	0.93	2.54	3.466 (4)	175
C13—H13···O2^x	0.93	2.43	3.264 (3)	149
C7—H7B···O1	0.97	2.48	3.419 (4)	164
C30—H30···O4^v	0.93	2.53	3.409 (4)	158
C28—H28C···O5^vi	0.96	2.59	3.315 (4)	132
C24—H24···O2^vii	0.93	2.55	3.197 (3)	127
C14—H14···O5^ix	0.93	2.54	3.466 (4)	175
C13—H13···O2^x	0.93	2.43	3.264 (3)	149
C7—H7B···O1	0.97	2.48	3.419 (4)	164
C30—H30···O4^v	0.93	2.53	3.409 (4)	158
C28—H28C···O5^vi	0.96	2.59	3.315 (4)	132
C24—H24···O2^vii	0.93	2.55	3.197 (3)	127
C14—H14···O5^ix	0.93	2.54	3.466 (4)	175
C13—H13···O2^x	0.93	2.43	3.264 (3)	149
C7—H7B···O1	0.97	2.48	3.419 (4)	164
C7—H7B···O1	0.97	2.48	3.419 (4)	164
C13—H13···O2^x	0.93	2.43	3.264 (3)	149
C14—H14···O5^ix	0.93	2.54	3.466 (4)	175
C20—H20···O6^viii	0.93	2.51	3.426 (9)	170
C24—H24···O2^vii	0.93	2.55	3.197 (3)	127
C28—H28C···O5^vi	0.96	2.59	3.315 (4)	132
C30—H30···O4^v	0.93	2.53	3.409 (4)	158
C7—H7B···O1	0.97	2.48	3.419 (4)	164
C13—H13···O2^x	0.93	2.43	3.264 (3)	149
C14—H14···O5^ix	0.93	2.54	3.466 (4)	175
C20—H20···O6^viii	0.93	2.51	3.426 (9)	170
C24—H24···O2^vii	0.93	2.55	3.197 (3)	127
C28—H28C···O5^vi	0.96	2.59	3.315 (4)	132
C30—H30···O4^v	0.93	2.53	3.409 (4)	158

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