Synthesis and crystal structures of two coordination polymers and a binuclear cadmium(II) complex containing 3- and 4-amino­benzoate ligands

Due to their wide range of coordination modes and versatile conformations when binding to metal atoms, multi­carboxyl­ate ligands are of inter­est in the design of metal–organic frameworks (MOFs). Three Cd^II complexes, namely catena-poly[di­ammonium [[chlorido­cadmium(II)]-di-μ-chlorido-[chlorido­cad­mium(II)]-bis­(μ-3-amino­benzoato)-κ³N:O,O′;κ³O,O′:N]], {(NH₄)[CdCl₂(C₇H₆NO₂)]}_n, (I), catena-poly[[[aqua­cadmium(II)]-bis­(μ-4-amino­benzoato)-κ³N:O,O′;κ³O,O′:N] monohydrate], {[Cd(C₇H₆NO₂)₂(H₂O)]·H₂O}_n, (II), and di-μ-acetato-κ⁴O:O′-bis­[(4-amino­benzoato-κ²O,O′)(2,2′-bi­pyridine-κ²N,N′)cadmium(II)], [Cd₂(CH₃COO)₂(C₇H₆NO₂)₂(C₁₀H₈N₂)₂], (III), with different stuctural forms are reported. Complex (I) has a one-dimensional ladder structure, with strong N—H...O and weak N—H...Cl hydrogen bonds linking the cations and anions in the three-dimensional supra­molecular structure. Complex (II) has a one-dimensional chain structure. Extensive O—H...O and N—H...O hydrogen bonds between the anionic ligands and the solvent water mol­ecules and π–π stacking inter­actions between the centroids of the benzene rings lead to the three-dimensional supra­molecular structure. Complex (III) is a binuclear mol­ecule which is extended into a three-dimensional supra­molecular structure via strong N—H...O and weak C—H...O hydrogen bonds.

Computing details

For all compounds, data collection: CrystalStructure (Rigaku/MSC, 2006); cell refinement: CrystalStructure (Rigaku/MSC, 2006); data reduction: CrystalStructure (Rigaku/MSC, 2006). Program(s) used to solve structure: SHELXTL (Sheldrick, 2008) for (I), (III); SHELXS97 (Sheldrick, 2008) for (II). For all compounds, program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

(I) catena-Poly[diammonium [[chloridocadmium(II)]-di-µ-chlorido-[chloridocadmium(II)]-bis(µ-3-aminobenzoato)-κ³N:O,O';κ³O,O':N]]

Crystal data

(NH4)[CdCl2(C7H6NO2)]	F(000) = 656
Mr = 337.47	Dx = 2.095 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 10528 reflections
a = 6.9826 (14) Å	θ = 3.3–27.5°
b = 14.909 (3) Å	µ = 2.51 mm^−1
c = 10.417 (2) Å	T = 293 K
β = 99.30 (3)°	Block, reddish
V = 1070.1 (4) Å^3	0.30 × 0.28 × 0.25 mm
Z = 4

Data collection

Rigaku Saturn 724+ diffractometer with MM007-HF CCD area-detector	2444 independent reflections
Radiation source: rotating anode	2200 reflections with I > 2σ(I)
Confocal monochromator	Rint = 0.028
ω scans at fixed χ = 45°	θmax = 27.5°, θmin = 3.3°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −8→9
Tmin = 0.519, Tmax = 0.572	k = −19→19
10305 measured reflections	l = −13→13

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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.053	H-atom parameters constrained
S = 1.10	w = 1/[σ^2(Fo^2) + (0.0276P)^2 + 0.2826P] where P = (Fo^2 + 2Fc^2)/3
2444 reflections	(Δ/σ)max = 0.002
127 parameters	Δρmax = 0.58 e Å^−3
0 restraints	Δρmin = −0.53 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq
Cd1	1.09837 (2)	0.419420 (9)	0.885556 (13)	0.02718 (7)
O1	0.8988 (2)	0.34246 (10)	0.70747 (14)	0.0384 (4)
O2	0.9189 (2)	0.48880 (10)	0.70522 (13)	0.0297 (3)
N1	0.6301 (3)	0.57986 (12)	0.24347 (18)	0.0335 (4)
H1A	0.5419	0.5845	0.1887	0.040*
H1B	0.7467	0.5788	0.2476	0.040*
N2	0.9857 (3)	0.66845 (12)	0.73207 (18)	0.0391 (4)
H2A	0.9638	0.6106	0.7263	0.047*
H2D	0.9365	0.6853	0.8009	0.047*
H2C	1.1022	0.6776	0.7489	0.047*
H2B	0.9346	0.6972	0.6663	0.047*
C1	0.7421 (3)	0.41798 (13)	0.51757 (19)	0.0239 (4)
C2	0.7286 (3)	0.49751 (13)	0.44631 (18)	0.0250 (4)
H2	0.7863	0.5495	0.4838	0.030*
C3	0.6293 (3)	0.49936 (14)	0.31959 (19)	0.0263 (4)
C4	0.5377 (3)	0.42283 (15)	0.2655 (2)	0.0335 (5)
H4	0.4691	0.4241	0.1812	0.040*
C5	0.5484 (3)	0.34416 (16)	0.3374 (2)	0.0384 (5)
H5	0.4851	0.2930	0.3011	0.046*
C6	0.6526 (3)	0.34069 (15)	0.46300 (19)	0.0321 (5)
H6	0.6620	0.2873	0.5098	0.039*
C7	0.8586 (3)	0.41576 (12)	0.65194 (19)	0.0236 (4)
Cl1	1.22899 (8)	0.28509 (3)	1.01487 (5)	0.03369 (12)
Cl2	1.21971 (7)	0.56519 (3)	1.00010 (5)	0.03000 (11)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.03539 (10)	0.02349 (9)	0.02100 (9)	0.00251 (6)	−0.00044 (6)	0.00113 (5)
O1	0.0604 (10)	0.0225 (8)	0.0279 (8)	0.0034 (7)	−0.0063 (7)	0.0024 (6)
O2	0.0392 (8)	0.0238 (7)	0.0235 (7)	−0.0020 (6)	−0.0028 (6)	0.0005 (5)
N1	0.0299 (9)	0.0408 (11)	0.0287 (9)	0.0066 (7)	0.0008 (8)	0.0115 (7)
N2	0.0587 (13)	0.0218 (9)	0.0361 (10)	0.0003 (9)	0.0049 (9)	0.0033 (8)
C1	0.0236 (9)	0.0272 (10)	0.0211 (9)	0.0003 (7)	0.0038 (8)	0.0005 (7)
C2	0.0248 (9)	0.0265 (10)	0.0233 (9)	−0.0008 (7)	0.0024 (8)	0.0002 (8)
C3	0.0229 (9)	0.0322 (10)	0.0243 (9)	0.0027 (8)	0.0054 (8)	0.0045 (8)
C4	0.0283 (10)	0.0462 (14)	0.0240 (10)	−0.0075 (9)	−0.0018 (8)	−0.0009 (9)
C5	0.0405 (12)	0.0384 (13)	0.0335 (11)	−0.0161 (10)	−0.0028 (10)	−0.0028 (10)
C6	0.0384 (11)	0.0296 (11)	0.0276 (10)	−0.0094 (9)	0.0033 (9)	0.0019 (8)
C7	0.0257 (9)	0.0258 (10)	0.0197 (9)	0.0018 (7)	0.0049 (8)	0.0005 (7)
Cl1	0.0437 (3)	0.0282 (3)	0.0277 (2)	0.0088 (2)	0.0013 (2)	0.00184 (19)
Cl2	0.0303 (2)	0.0312 (3)	0.0279 (2)	−0.00242 (19)	0.0028 (2)	−0.00384 (19)

Geometric parameters (Å, º)

Cd1—O2	2.3257 (15)	N2—H2C	0.8158
Cd1—O1	2.4218 (17)	N2—H2B	0.8370
Cd1—N1^i	2.495 (2)	C1—C6	1.388 (3)
Cd1—Cl1	2.5020 (7)	C1—C2	1.394 (3)
Cd1—Cl2	2.5570 (7)	C1—C7	1.501 (3)
Cd1—Cl2^ii	2.6942 (8)	C2—C3	1.389 (3)
O1—C7	1.247 (2)	C2—H2	0.9300
O2—C7	1.263 (2)	C3—C4	1.383 (3)
N1—C3	1.439 (3)	C4—C5	1.387 (3)
N1—Cd1^i	2.495 (2)	C4—H4	0.9300
N1—H1A	0.7716	C5—C6	1.391 (3)
N1—H1B	0.8085	C5—H5	0.9300
N2—H2A	0.8761	C6—H6	0.9300
N2—H2D	0.8799	Cl2—Cd1^ii	2.6942 (8)
O2—Cd1—O1	54.80 (6)	H2A—N2—H2B	113.7
O2—Cd1—N1^i	85.43 (6)	H2D—N2—H2B	110.5
O1—Cd1—N1^i	89.02 (6)	H2C—N2—H2B	111.6
O2—Cd1—Cl1	153.23 (4)	C6—C1—C2	120.04 (19)
O1—Cd1—Cl1	98.50 (4)	C6—C1—C7	120.25 (18)
N1^i—Cd1—Cl1	92.91 (4)	C2—C1—C7	119.68 (17)
O2—Cd1—Cl2	95.37 (4)	C3—C2—C1	120.24 (19)
O1—Cd1—Cl2	150.05 (4)	C3—C2—H2	119.9
N1^i—Cd1—Cl2	91.39 (5)	C1—C2—H2	119.9
Cl1—Cd1—Cl2	111.38 (3)	C4—C3—C2	119.86 (19)
O2—Cd1—Cl2^ii	86.79 (4)	C4—C3—N1	120.43 (19)
O1—Cd1—Cl2^ii	88.02 (5)	C2—C3—N1	119.65 (19)
N1^i—Cd1—Cl2^ii	172.00 (4)	C3—C4—C5	119.8 (2)
Cl1—Cd1—Cl2^ii	94.88 (2)	C3—C4—H4	120.1
Cl2—Cd1—Cl2^ii	87.480 (19)	C5—C4—H4	120.1
C7—O1—Cd1	89.92 (12)	C4—C5—C6	120.9 (2)
C7—O2—Cd1	93.97 (12)	C4—C5—H5	119.6
C3—N1—Cd1^i	111.79 (12)	C6—C5—H5	119.6
C3—N1—H1A	114.1	C1—C6—C5	119.1 (2)
Cd1^i—N1—H1A	100.7	C1—C6—H6	120.4
C3—N1—H1B	92.7	C5—C6—H6	120.4
Cd1^i—N1—H1B	35.2	O1—C7—O2	121.18 (19)
H1A—N1—H1B	135.9	O1—C7—C1	119.94 (17)
H2A—N2—H2D	104.5	O2—C7—C1	118.85 (17)
H2A—N2—H2C	109.7	Cd1—Cl2—Cd1^ii	92.520 (19)
H2D—N2—H2C	106.5
O2—Cd1—O1—C7	2.00 (11)	C3—C4—C5—C6	−0.9 (3)
N1^i—Cd1—O1—C7	−83.10 (13)	C2—C1—C6—C5	−0.6 (3)
Cl1—Cd1—O1—C7	−175.90 (12)	C7—C1—C6—C5	−178.84 (19)
Cl2—Cd1—O1—C7	7.99 (18)	C4—C5—C6—C1	1.7 (3)
Cl2^ii—Cd1—O1—C7	89.47 (12)	Cd1—O1—C7—O2	−3.5 (2)
O1—Cd1—O2—C7	−1.98 (11)	Cd1—O1—C7—C1	174.45 (16)
N1^i—Cd1—O2—C7	90.05 (12)	Cd1—O2—C7—O1	3.7 (2)
Cl1—Cd1—O2—C7	2.64 (16)	Cd1—O2—C7—C1	−174.32 (15)
Cl2—Cd1—O2—C7	−178.98 (11)	C6—C1—C7—O1	10.4 (3)
Cl2^ii—Cd1—O2—C7	−91.82 (11)	C2—C1—C7—O1	−167.88 (19)
C6—C1—C2—C3	−1.4 (3)	C6—C1—C7—O2	−171.60 (18)
C7—C1—C2—C3	176.84 (16)	C2—C1—C7—O2	10.1 (3)
C1—C2—C3—C4	2.3 (3)	O2—Cd1—Cl2—Cd1^ii	86.53 (4)
C1—C2—C3—N1	−174.85 (18)	O1—Cd1—Cl2—Cd1^ii	81.62 (9)
Cd1^i—N1—C3—C4	−85.6 (2)	N1^i—Cd1—Cl2—Cd1^ii	172.07 (4)
Cd1^i—N1—C3—C2	91.58 (18)	Cl1—Cd1—Cl2—Cd1^ii	−94.25 (3)
C2—C3—C4—C5	−1.1 (3)	Cl2^ii—Cd1—Cl2—Cd1^ii	0.0
N1—C3—C4—C5	176.0 (2)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···Cl2^iii	0.77	2.75	3.512 (2)	169
N2—H2B···Cl1^iv	0.84	2.43	3.262 (2)	176
N2—H2D···Cl1^ii	0.88	2.44	3.309 (2)	172
N2—H2A···O2	0.88	1.85	2.725 (2)	177
N2—H2C···O1^iv	0.82	2.50	2.759 (2)	100

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

(II) catena-poly[[[aquacadmium(II)]-bis(µ-4-aminobenzoato)-κ³N:O,O';κ³O,O':N] monohydrate]

Crystal data

[Cd(C7H6NO2)2(H2O)]·H2O	F(000) = 840
Mr = 420.70	Dx = 1.717 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 7693 reflections
a = 15.338 (3) Å	θ = 3.6–27.5°
b = 6.1963 (12) Å	µ = 1.37 mm^−1
c = 20.000 (8) Å	T = 293 K
β = 121.09 (2)°	Block, colourless
V = 1627.7 (8) Å^3	0.31 × 0.28 × 0.26 mm
Z = 4

Data collection

Rigaku Saturn 724+ diffractometer with MM007-HF CCD area-detector	1828 independent reflections
Radiation source: rotating anode	1729 reflections with I > 2σ(I)
Confocal monochromator	Rint = 0.030
ω scans at fixed χ = 45°	θmax = 27.5°, θmin = 3.6°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −19→19
Tmin = 0.676, Tmax = 0.717	k = −7→8
7211 measured reflections	l = −25→25

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.081	H-atom parameters constrained
S = 1.01	w = 1/[σ^2(Fo^2) + (0.0601P)^2 + 1.2127P] where P = (Fo^2 + 2Fc^2)/3
1828 reflections	(Δ/σ)max = 0.001
116 parameters	Δρmax = 0.86 e Å^−3
91 restraints	Δρmin = −0.56 e Å^−3

Special details

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.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cd1	0.5000	0.92333 (4)	0.2500	0.03136 (12)
N1	−0.04115 (18)	0.5428 (4)	−0.14811 (14)	0.0392 (5)
H1A	−0.0832	0.6422	−0.1765	0.047*
H1B	−0.0486	0.4135	−0.1659	0.047*
O1	0.32597 (14)	0.9706 (3)	0.15796 (11)	0.0355 (4)
O2	0.37991 (16)	0.6367 (4)	0.17934 (12)	0.0468 (5)
O3W	0.4922 (6)	1.2956 (6)	0.2652 (4)	0.0545 (18)	0.50
H3WA	0.4308	1.3685	0.2357	0.065*	0.50
H3WB	0.5505	1.3707	0.3008	0.065*	0.50
O4W	0.2754 (3)	0.3187 (8)	0.7822 (2)	0.0501 (11)	0.50
H4WA	0.2481	0.3818	0.8052	0.075*	0.50
H4WB	0.2336	0.2221	0.7514	0.075*	0.50
C1	0.31132 (16)	0.7719 (4)	0.14050 (13)	0.0295 (4)
C2	0.21319 (17)	0.7039 (4)	0.07042 (13)	0.0283 (4)
C3	0.1989 (2)	0.4916 (4)	0.04318 (15)	0.0338 (5)
H3	0.2469	0.3866	0.0726	0.041*
C4	0.1132 (2)	0.4372 (4)	−0.02763 (17)	0.0362 (6)
H4	0.1044	0.2958	−0.0455	0.043*
C5	0.04037 (19)	0.5920 (4)	−0.07216 (15)	0.0319 (5)
C6	0.05241 (19)	0.8009 (4)	−0.04340 (15)	0.0377 (5)
H6	0.0027	0.9043	−0.0715	0.045*
C7	0.13865 (19)	0.8554 (4)	0.02732 (15)	0.0346 (5)
H7	0.1464	0.9959	0.0460	0.041*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.02560 (16)	0.02659 (16)	0.02660 (16)	0.000	0.00262 (11)	0.000
N1	0.0274 (10)	0.0443 (12)	0.0324 (11)	−0.0033 (9)	0.0058 (9)	−0.0024 (9)
O1	0.0298 (9)	0.0350 (9)	0.0317 (9)	−0.0013 (7)	0.0088 (7)	−0.0056 (7)
O2	0.0361 (10)	0.0381 (9)	0.0395 (10)	0.0051 (9)	0.0005 (9)	0.0038 (9)
O3W	0.042 (3)	0.0233 (15)	0.069 (5)	0.0021 (18)	0.007 (2)	0.0060 (18)
O4W	0.055 (2)	0.068 (3)	0.0342 (19)	0.045 (2)	0.0276 (18)	0.0086 (17)
C1	0.0247 (10)	0.0361 (12)	0.0226 (9)	0.0001 (9)	0.0086 (8)	0.0024 (9)
C2	0.0254 (10)	0.0322 (12)	0.0223 (9)	−0.0008 (9)	0.0088 (9)	0.0018 (8)
C3	0.0331 (12)	0.0285 (11)	0.0295 (11)	0.0022 (10)	0.0088 (10)	0.0027 (10)
C4	0.0370 (13)	0.0295 (12)	0.0319 (13)	−0.0025 (9)	0.0106 (11)	−0.0008 (9)
C5	0.0229 (11)	0.0404 (14)	0.0263 (11)	−0.0042 (9)	0.0084 (10)	−0.0012 (9)
C6	0.0257 (11)	0.0397 (13)	0.0338 (12)	0.0077 (10)	0.0055 (10)	0.0007 (10)
C7	0.0292 (12)	0.0309 (11)	0.0337 (12)	0.0019 (10)	0.0092 (10)	−0.0027 (10)

Geometric parameters (Å, º)

Cd1—O3W	2.338 (4)	O3W—H3WA	0.9300
Cd1—O3W^i	2.338 (4)	O3W—H3WB	0.9300
Cd1—O1	2.351 (2)	O4W—H4WA	0.8603
Cd1—O1^i	2.351 (2)	O4W—H4WB	0.8609
Cd1—O2	2.420 (2)	C1—C2	1.493 (3)
Cd1—O2^i	2.420 (2)	C2—C7	1.383 (4)
Cd1—N1^ii	2.434 (3)	C2—C3	1.397 (4)
Cd1—N1^iii	2.434 (3)	C3—C4	1.387 (4)
Cd1—C1^i	2.740 (2)	C3—H3	0.9300
N1—C5	1.415 (3)	C4—C5	1.390 (4)
N1—Cd1^iii	2.434 (3)	C4—H4	0.9300
N1—H1A	0.8600	C5—C6	1.389 (4)
N1—H1B	0.8600	C6—C7	1.390 (4)
O1—C1	1.268 (3)	C6—H6	0.9300
O2—C1	1.252 (3)	C7—H7	0.9300
O3W—Cd1—O3W^i	18.7 (2)	N1^iii—Cd1—C1^i	94.31 (8)
O3W—Cd1—O1	82.26 (19)	C5—N1—Cd1^iii	114.38 (17)
O3W^i—Cd1—O1	83.63 (19)	C5—N1—H1A	120.0
O3W—Cd1—O1^i	83.63 (19)	Cd1^iii—N1—H1A	79.4
O3W^i—Cd1—O1^i	82.26 (19)	C5—N1—H1B	120.0
O1—Cd1—O1^i	165.70 (10)	Cd1^iii—N1—H1B	76.7
O3W—Cd1—O2	136.51 (19)	H1A—N1—H1B	120.0
O3W^i—Cd1—O2	136.29 (19)	C1—O1—Cd1	93.60 (14)
O1—Cd1—O2	54.54 (7)	C1—O2—Cd1	90.79 (17)
O1^i—Cd1—O2	139.72 (7)	Cd1—O3W—H3WA	120.0
O3W—Cd1—O2^i	136.29 (19)	Cd1—O3W—H3WB	120.0
O3W^i—Cd1—O2^i	136.51 (19)	H3WA—O3W—H3WB	120.0
O1—Cd1—O2^i	139.72 (7)	H4WA—O4W—H4WB	108.0
O1^i—Cd1—O2^i	54.54 (7)	O2—C1—O1	120.4 (2)
O2—Cd1—O2^i	85.57 (10)	O2—C1—C2	120.7 (2)
O3W—Cd1—N1^ii	75.71 (14)	O1—C1—C2	118.8 (2)
O3W^i—Cd1—N1^ii	94.39 (14)	C7—C2—C3	118.9 (2)
O1—Cd1—N1^ii	87.96 (8)	C7—C2—C1	120.1 (2)
O1^i—Cd1—N1^ii	90.81 (8)	C3—C2—C1	120.7 (2)
O2—Cd1—N1^ii	95.97 (9)	C4—C3—C2	120.1 (2)
O2^i—Cd1—N1^ii	91.30 (8)	C4—C3—H3	119.9
O3W—Cd1—N1^iii	94.39 (14)	C2—C3—H3	119.9
O3W^i—Cd1—N1^iii	75.71 (14)	C3—C4—C5	120.7 (2)
O1—Cd1—N1^iii	90.81 (8)	C3—C4—H4	119.6
O1^i—Cd1—N1^iii	87.96 (8)	C5—C4—H4	119.6
O2—Cd1—N1^iii	91.30 (8)	C6—C5—C4	119.1 (2)
O2^i—Cd1—N1^iii	95.97 (9)	C6—C5—N1	120.0 (2)
N1^ii—Cd1—N1^iii	170.10 (12)	C4—C5—N1	120.7 (2)
O3W—Cd1—C1^i	109.75 (19)	C5—C6—C7	120.1 (2)
O3W^i—Cd1—C1^i	109.76 (19)	C5—C6—H6	120.0
O1—Cd1—C1^i	166.48 (8)	C7—C6—H6	120.0
O1^i—Cd1—C1^i	27.50 (7)	C2—C7—C6	121.0 (2)
O2—Cd1—C1^i	112.75 (7)	C2—C7—H7	119.5
O2^i—Cd1—C1^i	27.19 (7)	C6—C7—H7	119.5
N1^ii—Cd1—C1^i	89.08 (8)
O3W—Cd1—O1—C1	−179.24 (18)	Cd1—O1—C1—O2	8.4 (2)
O3W^i—Cd1—O1—C1	161.97 (19)	Cd1—O1—C1—C2	−168.37 (17)
O1^i—Cd1—O1—C1	171.35 (14)	O2—C1—C2—C7	−179.0 (2)
O2—Cd1—O1—C1	−4.57 (14)	O1—C1—C2—C7	−2.3 (3)
O2^i—Cd1—O1—C1	−13.8 (2)	O2—C1—C2—C3	−5.0 (3)
N1^ii—Cd1—O1—C1	−103.38 (15)	O1—C1—C2—C3	171.7 (2)
N1^iii—Cd1—O1—C1	86.45 (15)	C7—C2—C3—C4	2.7 (4)
C1^i—Cd1—O1—C1	−25.9 (4)	C1—C2—C3—C4	−171.3 (2)
O3W—Cd1—O2—C1	12.3 (3)	C2—C3—C4—C5	−0.3 (4)
O3W^i—Cd1—O2—C1	−14.9 (3)	C3—C4—C5—C6	−2.5 (4)
O1—Cd1—O2—C1	4.62 (14)	C3—C4—C5—N1	173.0 (3)
O1^i—Cd1—O2—C1	−173.82 (13)	Cd1^iii—N1—C5—C6	91.7 (3)
O2^i—Cd1—O2—C1	178.7 (2)	Cd1^iii—N1—C5—C4	−83.8 (3)
N1^ii—Cd1—O2—C1	87.82 (16)	C4—C5—C6—C7	2.9 (4)
N1^iii—Cd1—O2—C1	−85.45 (16)	N1—C5—C6—C7	−172.6 (3)
C1^i—Cd1—O2—C1	179.33 (10)	C3—C2—C7—C6	−2.3 (4)
Cd1—O2—C1—O1	−8.1 (2)	C1—C2—C7—C6	171.8 (2)
Cd1—O2—C1—C2	168.56 (18)	C5—C6—C7—C2	−0.5 (4)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1B···O3W^iv	0.86	2.20	2.929 (5)	142
N1—H1A···O4W^v	0.86	2.17	2.954 (4)	151
O3W—H3WB···O2^vi	0.93	1.89	2.702 (6)	144
O3W—H3WA···O2^vii	0.93	1.93	2.707 (6)	140
O4W—H4WB···O4W^viii	0.86	2.57	3.290 (3)	141
O4W—H4WA···O1^ix	0.86	1.88	2.736 (4)	172

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

(III) Di-µ-acetato-κ⁴O:O'-bis[(4-aminobenzoato-κ²O,O')(2,2'-bipyridine-κ²N,N')cadmium(II)]

Crystal data

[Cd2(C2H3O2)2(C7H6NO2)2(C10H8N2)2]	F(000) = 1856
Mr = 927.51	Dx = 1.682 Mg m^−3
Orthorhombic, Pca21	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P 2c -2ac	Cell parameters from 32215 reflections
a = 21.143 (4) Å	θ = 25.0°
b = 8.0696 (16) Å	µ = 1.22 mm^−1
c = 21.473 (4) Å	T = 293 K
V = 3663.7 (13) Å^3	Block, colourless
Z = 4	0.31 × 0.29 × 0.26 mm

Data collection

Rigaku Saturn 724+ diffractometer with MM007-HF CCD area-detector	6329 independent reflections
Radiation source: rotating anode	5565 reflections with I > 2σ(I)
Confocal monochromator	Rint = 0.047
ω scans at fixed χ = 45°	θmax = 25.0°, θmin = 3.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −24→25
Tmin = 0.703, Tmax = 0.742	k = −9→9
24681 measured reflections	l = −25→25

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.030	H-atom parameters constrained
wR(F^2) = 0.068	w = 1/[σ^2(Fo^2) + (0.0236P)^2 + 2.705P] where P = (Fo^2 + 2Fc^2)/3
S = 1.04	(Δ/σ)max = 0.002
6329 reflections	Δρmax = 0.64 e Å^−3
489 parameters	Δρmin = −0.69 e Å^−3
15 restraints	Absolute structure: Flack (1983), with 3018 Friedel pairs
Primary atom site location: structure-invariant direct methods	Absolute structure parameter: 0.49 (3)

Special details

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.

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

	x	y	z	Uiso*/Ueq
Cd1	0.304095 (13)	0.87599 (4)	0.460968 (15)	0.03396 (9)
Cd2	0.438375 (13)	0.62483 (4)	0.552308 (15)	0.03467 (9)
N1	0.23624 (18)	0.9477 (5)	0.5457 (2)	0.0378 (10)
N2	0.2097 (2)	0.9870 (6)	0.4233 (2)	0.0383 (11)
N3	0.5379 (2)	0.5508 (7)	0.5896 (2)	0.0473 (12)
N4	0.5038 (2)	0.5346 (6)	0.4703 (2)	0.0422 (11)
N5	0.5766 (2)	0.9576 (7)	0.1789 (3)	0.0569 (14)
H5A	0.5977	1.0472	0.1726	0.068*
H5B	0.5872	0.8677	0.1601	0.068*
N6	0.1749 (2)	0.4297 (7)	0.8329 (2)	0.0529 (12)
H6A	0.1601	0.5125	0.8534	0.063*
H6B	0.1581	0.3332	0.8370	0.063*
O1	0.35676 (18)	1.0770 (5)	0.3811 (2)	0.0527 (10)
O2	0.35674 (17)	0.8066 (5)	0.37314 (19)	0.0515 (10)
O3	0.38922 (17)	0.6802 (5)	0.64580 (18)	0.0467 (9)
O4	0.39341 (19)	0.4127 (5)	0.62463 (19)	0.0515 (10)
O5	0.48003 (18)	0.8791 (5)	0.5353 (3)	0.0674 (16)
O6	0.38095 (19)	0.9525 (7)	0.5282 (2)	0.0729 (15)
O7	0.3555 (2)	0.5802 (6)	0.4905 (2)	0.0572 (8)
O8	0.25692 (18)	0.6149 (5)	0.4708 (3)	0.0610 (12)
C1	0.4259 (2)	0.9519 (7)	0.3063 (3)	0.0355 (12)
C2	0.4442 (2)	0.8108 (7)	0.2737 (3)	0.0437 (13)
H2	0.4228	0.7119	0.2808	0.052*
C3	0.4929 (3)	0.8131 (7)	0.2316 (3)	0.0465 (13)
H3	0.5039	0.7157	0.2111	0.056*
C4	0.5266 (2)	0.9582 (8)	0.2187 (3)	0.0440 (13)
C5	0.5077 (3)	1.1014 (7)	0.2503 (3)	0.0458 (14)
H5	0.5283	1.2011	0.2424	0.055*
C6	0.4586 (3)	1.0966 (7)	0.2932 (3)	0.0460 (14)
H6	0.4474	1.1935	0.3139	0.055*
C7	0.3763 (2)	0.9457 (8)	0.3559 (2)	0.0386 (12)
C8	0.3232 (2)	0.5022 (6)	0.7062 (3)	0.0332 (12)
C9	0.3012 (2)	0.6288 (7)	0.7424 (3)	0.0436 (14)
H9	0.3185	0.7339	0.7377	0.052*
C10	0.2534 (3)	0.6047 (7)	0.7861 (2)	0.0444 (13)
H10	0.2401	0.6932	0.8105	0.053*
C11	0.2254 (2)	0.4513 (7)	0.7937 (3)	0.0381 (12)
C12	0.2474 (3)	0.3200 (7)	0.7564 (3)	0.0476 (14)
H12	0.2294	0.2154	0.7604	0.057*
C13	0.2961 (3)	0.3453 (6)	0.7135 (3)	0.0430 (13)
H13	0.3106	0.2571	0.6895	0.052*
C14	0.3717 (2)	0.5297 (7)	0.6560 (3)	0.0382 (13)
C15	0.1987 (3)	1.0096 (8)	0.3634 (4)	0.0524 (18)
H15	0.2319	0.9912	0.3359	0.063*
C16	0.1414 (3)	1.0586 (9)	0.3386 (3)	0.0623 (18)
H16	0.1357	1.0711	0.2959	0.075*
C17	0.0926 (2)	1.0885 (8)	0.3806 (3)	0.0543 (16)
H17	0.0529	1.1199	0.3663	0.065*
C18	0.1036 (2)	1.0713 (7)	0.4435 (3)	0.0466 (14)
H18	0.0718	1.0946	0.4721	0.056*
C19	0.1630 (2)	1.0185 (6)	0.4640 (4)	0.0361 (12)
C20	0.1768 (3)	0.9950 (6)	0.5313 (3)	0.0365 (15)
C21	0.1326 (3)	1.0254 (8)	0.5779 (3)	0.0491 (15)
H21	0.0923	1.0621	0.5675	0.059*
C22	0.1487 (3)	1.0010 (8)	0.6401 (3)	0.0562 (18)
H22	0.1195	1.0184	0.6718	0.067*
C23	0.2105 (3)	0.9491 (9)	0.6530 (3)	0.0581 (17)
H23	0.2234	0.9335	0.6941	0.070*
C24	0.2517 (3)	0.9215 (7)	0.6055 (3)	0.0468 (13)
H24	0.2921	0.8830	0.6148	0.056*
C25	0.5530 (3)	0.5677 (9)	0.6505 (3)	0.0518 (15)
H25	0.5219	0.6034	0.6781	0.062*
C26	0.6121 (3)	0.5345 (9)	0.6733 (3)	0.0584 (16)
H26	0.6212	0.5497	0.7153	0.070*
C27	0.6565 (3)	0.4794 (9)	0.6339 (3)	0.0658 (19)
H27	0.6967	0.4534	0.6486	0.079*
C28	0.6428 (3)	0.4612 (8)	0.5713 (3)	0.0567 (17)
H28	0.6735	0.4244	0.5436	0.068*
C29	0.5825 (2)	0.4988 (6)	0.5508 (4)	0.0430 (14)
C30	0.5636 (2)	0.4894 (7)	0.4829 (3)	0.0388 (15)
C31	0.6063 (3)	0.4429 (9)	0.4377 (3)	0.0612 (18)
H31	0.6476	0.4139	0.4478	0.073*
C32	0.5855 (4)	0.4411 (11)	0.3773 (4)	0.075 (2)
H32	0.6127	0.4084	0.3456	0.090*
C33	0.5261 (4)	0.4863 (9)	0.3635 (4)	0.068 (2)
H33	0.5125	0.4857	0.3224	0.082*
C34	0.4855 (3)	0.5334 (8)	0.4102 (3)	0.0512 (14)
H34	0.4445	0.5652	0.4001	0.061*
C35	0.4392 (2)	0.9815 (7)	0.5242 (3)	0.0326 (12)
C36	0.4575 (4)	1.1553 (8)	0.5070 (4)	0.0691 (19)
H36A	0.4659	1.1610	0.4631	0.104*
H36B	0.4949	1.1865	0.5296	0.104*
H36C	0.4236	1.2296	0.5173	0.104*
C37	0.3002 (3)	0.5235 (9)	0.4876 (4)	0.0559 (9)
C38	0.2867 (4)	0.3466 (8)	0.5027 (4)	0.069 (2)
H38A	0.3025	0.2771	0.4699	0.103*
H38B	0.2419	0.3310	0.5067	0.103*
H38C	0.3071	0.3178	0.5411	0.103*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.02493 (15)	0.04003 (19)	0.03691 (18)	0.00165 (14)	0.00181 (15)	0.0029 (2)
Cd2	0.02506 (15)	0.0414 (2)	0.03759 (18)	0.00058 (14)	0.00268 (15)	0.0044 (2)
N1	0.030 (2)	0.048 (2)	0.035 (3)	−0.0038 (18)	−0.006 (2)	−0.002 (2)
N2	0.031 (2)	0.051 (3)	0.033 (3)	0.0072 (19)	−0.001 (2)	0.005 (2)
N3	0.035 (2)	0.058 (3)	0.049 (4)	0.005 (2)	0.003 (2)	0.010 (3)
N4	0.038 (2)	0.045 (3)	0.043 (3)	0.004 (2)	−0.003 (2)	−0.005 (2)
N5	0.054 (3)	0.060 (3)	0.056 (3)	0.005 (3)	0.025 (3)	0.008 (3)
N6	0.053 (3)	0.059 (3)	0.047 (3)	−0.013 (3)	0.016 (2)	−0.001 (3)
O1	0.050 (2)	0.051 (2)	0.057 (3)	0.0097 (18)	0.0139 (19)	−0.004 (2)
O2	0.050 (2)	0.057 (3)	0.047 (2)	−0.0048 (19)	0.0130 (19)	0.004 (2)
O3	0.048 (2)	0.042 (2)	0.050 (2)	−0.0091 (17)	0.0157 (18)	−0.0013 (18)
O4	0.053 (2)	0.050 (2)	0.051 (2)	−0.0011 (18)	0.0183 (19)	−0.005 (2)
O5	0.044 (2)	0.050 (3)	0.108 (5)	0.0038 (19)	0.029 (2)	0.021 (3)
O6	0.038 (2)	0.129 (4)	0.052 (3)	−0.030 (3)	−0.0069 (19)	0.025 (3)
O7	0.0517 (10)	0.0634 (12)	0.0565 (12)	−0.0094 (9)	−0.0092 (8)	0.0044 (9)
O8	0.044 (2)	0.051 (2)	0.088 (4)	0.0032 (18)	0.014 (2)	0.014 (2)
C1	0.034 (2)	0.036 (3)	0.036 (3)	−0.004 (2)	0.003 (2)	0.005 (2)
C2	0.048 (3)	0.046 (3)	0.037 (3)	−0.012 (2)	0.004 (2)	−0.005 (3)
C3	0.054 (3)	0.044 (3)	0.042 (3)	−0.002 (3)	0.007 (3)	−0.005 (3)
C4	0.034 (2)	0.058 (4)	0.040 (3)	0.008 (3)	0.005 (2)	0.009 (3)
C5	0.045 (3)	0.036 (3)	0.057 (4)	−0.003 (2)	0.005 (3)	0.011 (3)
C6	0.041 (3)	0.044 (3)	0.052 (4)	0.008 (2)	0.006 (3)	−0.007 (3)
C7	0.031 (3)	0.056 (4)	0.028 (3)	−0.009 (3)	−0.005 (2)	0.001 (3)
C8	0.030 (2)	0.042 (3)	0.028 (3)	0.003 (2)	0.000 (2)	0.002 (2)
C9	0.042 (3)	0.039 (3)	0.050 (3)	−0.004 (2)	−0.003 (3)	−0.002 (3)
C10	0.049 (3)	0.049 (3)	0.036 (3)	−0.007 (3)	0.012 (3)	−0.008 (2)
C11	0.037 (2)	0.049 (3)	0.028 (3)	−0.001 (2)	−0.001 (2)	0.001 (3)
C12	0.052 (3)	0.034 (3)	0.056 (3)	−0.004 (2)	0.011 (3)	0.011 (3)
C13	0.052 (3)	0.031 (3)	0.046 (3)	0.005 (2)	0.012 (3)	0.001 (2)
C14	0.029 (2)	0.051 (3)	0.034 (3)	0.004 (2)	−0.001 (2)	0.006 (3)
C15	0.038 (3)	0.063 (4)	0.056 (4)	0.003 (3)	0.005 (3)	0.004 (3)
C16	0.056 (4)	0.080 (5)	0.051 (4)	0.013 (4)	−0.007 (3)	0.016 (4)
C17	0.032 (3)	0.071 (4)	0.060 (4)	0.008 (3)	−0.013 (3)	0.003 (3)
C18	0.031 (3)	0.058 (4)	0.051 (4)	0.010 (2)	−0.001 (2)	−0.003 (3)
C19	0.034 (2)	0.034 (3)	0.040 (3)	−0.0007 (19)	0.006 (3)	0.003 (3)
C20	0.026 (2)	0.033 (3)	0.051 (4)	0.002 (2)	0.000 (3)	0.001 (2)
C21	0.038 (3)	0.064 (4)	0.046 (4)	0.006 (3)	0.010 (3)	0.001 (3)
C22	0.050 (3)	0.073 (5)	0.046 (4)	0.007 (3)	0.017 (3)	0.001 (3)
C23	0.069 (4)	0.071 (4)	0.034 (4)	0.011 (4)	0.001 (3)	0.005 (3)
C24	0.046 (3)	0.049 (3)	0.046 (3)	0.007 (3)	−0.005 (3)	−0.003 (3)
C25	0.046 (3)	0.075 (5)	0.034 (3)	0.004 (3)	−0.005 (3)	−0.005 (3)
C26	0.056 (4)	0.068 (4)	0.051 (4)	0.001 (3)	−0.012 (3)	0.004 (3)
C27	0.046 (3)	0.086 (5)	0.066 (5)	0.005 (3)	−0.022 (3)	0.002 (4)
C28	0.041 (3)	0.057 (4)	0.072 (5)	0.012 (3)	−0.003 (3)	−0.005 (3)
C29	0.035 (3)	0.037 (3)	0.057 (4)	−0.002 (2)	0.000 (3)	0.000 (3)
C30	0.033 (3)	0.043 (4)	0.040 (4)	−0.005 (2)	0.001 (2)	0.002 (2)
C31	0.042 (3)	0.078 (5)	0.063 (5)	0.023 (3)	0.012 (3)	−0.008 (4)
C32	0.060 (4)	0.106 (6)	0.060 (5)	0.019 (4)	0.020 (4)	−0.012 (5)
C33	0.081 (5)	0.075 (5)	0.049 (4)	0.006 (4)	−0.004 (4)	−0.007 (4)
C34	0.054 (3)	0.055 (4)	0.045 (3)	0.002 (3)	−0.005 (3)	−0.004 (3)
C35	0.027 (3)	0.041 (3)	0.030 (3)	−0.002 (2)	0.0083 (19)	−0.005 (2)
C36	0.080 (5)	0.042 (4)	0.085 (5)	0.001 (3)	0.013 (4)	0.002 (3)
C37	0.0505 (13)	0.0622 (16)	0.0550 (15)	−0.0095 (12)	−0.0076 (12)	0.0045 (13)
C38	0.081 (5)	0.035 (4)	0.091 (6)	0.008 (3)	0.007 (4)	0.006 (4)

Geometric parameters (Å, º)

Cd1—O6	2.260 (4)	C9—H9	0.9300
Cd1—O2	2.260 (4)	C10—C11	1.382 (7)
Cd1—N2	2.333 (4)	C10—H10	0.9300
Cd1—O8	2.341 (4)	C11—C12	1.408 (8)
Cd1—N1	2.389 (5)	C12—C13	1.396 (7)
Cd1—O1	2.610 (4)	C12—H12	0.9300
Cd2—O7	2.229 (4)	C13—H13	0.9300
Cd2—O5	2.263 (4)	C15—C16	1.381 (9)
Cd2—O3	2.304 (4)	C15—H15	0.9300
Cd2—N3	2.330 (5)	C16—C17	1.392 (9)
Cd2—N4	2.355 (5)	C16—H16	0.9300
Cd2—O4	2.499 (4)	C17—C18	1.377 (8)
N1—C24	1.342 (7)	C17—H17	0.9300
N1—C20	1.350 (6)	C18—C19	1.397 (7)
N2—C15	1.318 (9)	C18—H18	0.9300
N2—C19	1.343 (8)	C19—C20	1.488 (10)
N3—C29	1.326 (9)	C20—C21	1.389 (8)
N3—C25	1.353 (8)	C21—C22	1.392 (9)
N4—C30	1.343 (7)	C21—H21	0.9300
N4—C34	1.347 (8)	C22—C23	1.400 (9)
N5—C4	1.361 (7)	C22—H22	0.9300
N5—H5A	0.8600	C23—C24	1.360 (9)
N5—H5B	0.8600	C23—H23	0.9300
N6—C11	1.370 (7)	C24—H24	0.9300
N6—H6A	0.8600	C25—C26	1.367 (8)
N6—H6B	0.8600	C25—H25	0.9300
O1—C7	1.260 (7)	C26—C27	1.341 (9)
O2—C7	1.252 (7)	C26—H26	0.9300
O3—C14	1.289 (7)	C27—C28	1.381 (9)
O4—C14	1.247 (7)	C27—H27	0.9300
O5—C35	1.219 (6)	C28—C29	1.383 (8)
O6—C35	1.256 (6)	C28—H28	0.9300
O7—C37	1.257 (7)	C29—C30	1.515 (11)
O8—C37	1.229 (8)	C30—C31	1.377 (9)
C1—C6	1.386 (8)	C31—C32	1.369 (10)
C1—C2	1.391 (8)	C31—H31	0.9300
C1—C7	1.496 (7)	C32—C33	1.340 (10)
C2—C3	1.371 (7)	C32—H32	0.9300
C2—H2	0.9300	C33—C34	1.374 (9)
C3—C4	1.398 (8)	C33—H33	0.9300
C3—H3	0.9300	C34—H34	0.9300
C4—C5	1.398 (8)	C35—C36	1.501 (8)
C5—C6	1.389 (8)	C36—H36A	0.9600
C5—H5	0.9300	C36—H36B	0.9600
C6—H6	0.9300	C36—H36C	0.9600
C8—C9	1.366 (8)	C37—C38	1.491 (9)
C8—C13	1.398 (7)	C38—H38A	0.9600
C8—C14	1.503 (8)	C38—H38B	0.9600
C9—C10	1.392 (8)	C38—H38C	0.9600
O6—Cd1—O2	104.27 (16)	C10—C11—C12	117.7 (5)
O6—Cd1—N2	137.07 (19)	C13—C12—C11	120.6 (5)
O2—Cd1—N2	103.11 (16)	C13—C12—H12	119.7
O6—Cd1—O8	119.66 (16)	C11—C12—H12	119.7
O2—Cd1—O8	93.56 (16)	C12—C13—C8	120.6 (5)
N2—Cd1—O8	90.71 (15)	C12—C13—H13	119.7
O6—Cd1—N1	83.05 (15)	C8—C13—H13	119.7
O2—Cd1—N1	172.53 (14)	O4—C14—O3	121.0 (5)
N2—Cd1—N1	69.98 (16)	O4—C14—C8	121.8 (5)
O8—Cd1—N1	83.89 (15)	O3—C14—C8	117.2 (5)
O6—Cd1—O1	86.74 (15)	N2—C15—C16	124.8 (6)
O2—Cd1—O1	52.82 (13)	N2—C15—H15	117.6
N2—Cd1—O1	84.16 (14)	C16—C15—H15	117.6
O8—Cd1—O1	143.18 (17)	C15—C16—C17	116.7 (7)
N1—Cd1—O1	127.32 (14)	C15—C16—H16	121.7
O7—Cd2—O5	110.89 (17)	C17—C16—H16	121.7
O7—Cd2—O3	101.29 (15)	C18—C17—C16	119.6 (5)
O5—Cd2—O3	98.06 (16)	C18—C17—H17	120.2
O7—Cd2—N3	150.93 (18)	C16—C17—H17	120.2
O5—Cd2—N3	86.36 (17)	C17—C18—C19	119.4 (6)
O3—Cd2—N3	99.05 (16)	C17—C18—H18	120.3
O7—Cd2—N4	88.09 (16)	C19—C18—H18	120.3
O5—Cd2—N4	86.05 (16)	N2—C19—C18	120.9 (7)
O3—Cd2—N4	167.52 (15)	N2—C19—C20	117.7 (5)
N3—Cd2—N4	69.33 (17)	C18—C19—C20	121.4 (5)
O7—Cd2—O4	87.73 (15)	N1—C20—C21	120.7 (6)
O5—Cd2—O4	150.40 (17)	N1—C20—C19	116.2 (5)
O3—Cd2—O4	54.53 (13)	C21—C20—C19	123.1 (5)
N3—Cd2—O4	87.38 (16)	C20—C21—C22	120.1 (6)
N4—Cd2—O4	118.45 (15)	C20—C21—H21	119.9
C24—N1—C20	119.4 (5)	C22—C21—H21	119.9
C24—N1—Cd1	123.0 (3)	C21—C22—C23	117.4 (6)
C20—N1—Cd1	116.9 (4)	C21—C22—H22	121.3
C15—N2—C19	118.6 (5)	C23—C22—H22	121.3
C15—N2—Cd1	122.9 (4)	C24—C23—C22	119.8 (6)
C19—N2—Cd1	118.4 (4)	C24—C23—H23	120.1
C29—N3—C25	118.1 (6)	C22—C23—H23	120.1
C29—N3—Cd2	120.5 (5)	N1—C24—C23	122.4 (5)
C25—N3—Cd2	121.3 (4)	N1—C24—H24	118.8
C30—N4—C34	117.5 (5)	C23—C24—H24	118.8
C30—N4—Cd2	119.1 (4)	N3—C25—C26	122.8 (6)
C34—N4—Cd2	123.3 (4)	N3—C25—H25	118.6
C4—N5—H5A	120.0	C26—C25—H25	118.6
C4—N5—H5B	120.0	C27—C26—C25	118.6 (7)
H5A—N5—H5B	120.0	C27—C26—H26	120.7
C11—N6—H6A	120.0	C25—C26—H26	120.7
C11—N6—H6B	120.0	C26—C27—C28	120.2 (6)
H6A—N6—H6B	120.0	C26—C27—H27	119.9
C7—O1—Cd1	84.2 (3)	C28—C27—H27	119.9
C7—O2—Cd1	100.8 (3)	C27—C28—C29	118.6 (7)
C14—O3—Cd2	95.5 (3)	C27—C28—H28	120.7
C14—O4—Cd2	87.6 (3)	C29—C28—H28	120.7
C35—O5—Cd2	111.7 (3)	N3—C29—C28	121.7 (8)
C35—O6—Cd1	135.4 (4)	N3—C29—C30	115.7 (5)
C37—O7—Cd2	145.1 (5)	C28—C29—C30	122.6 (6)
C37—O8—Cd1	104.4 (4)	N4—C30—C31	123.3 (6)
C6—C1—C2	116.7 (5)	N4—C30—C29	115.3 (5)
C6—C1—C7	121.5 (5)	C31—C30—C29	121.3 (5)
C2—C1—C7	121.7 (5)	C32—C31—C30	117.3 (6)
C3—C2—C1	122.0 (5)	C32—C31—H31	121.3
C3—C2—H2	119.0	C30—C31—H31	121.3
C1—C2—H2	119.0	C33—C32—C31	120.5 (7)
C2—C3—C4	121.6 (5)	C33—C32—H32	119.7
C2—C3—H3	119.2	C31—C32—H32	119.7
C4—C3—H3	119.2	C32—C33—C34	119.9 (7)
N5—C4—C5	121.9 (6)	C32—C33—H33	120.0
N5—C4—C3	121.1 (6)	C34—C33—H33	120.0
C5—C4—C3	116.9 (5)	N4—C34—C33	121.5 (6)
C6—C5—C4	120.8 (5)	N4—C34—H34	119.3
C6—C5—H5	119.6	C33—C34—H34	119.3
C4—C5—H5	119.6	O5—C35—O6	123.7 (6)
C1—C6—C5	122.1 (5)	O5—C35—C36	119.9 (5)
C1—C6—H6	119.0	O6—C35—C36	116.4 (5)
C5—C6—H6	119.0	C35—C36—H36A	109.5
O2—C7—O1	121.3 (5)	C35—C36—H36B	109.5
O2—C7—C1	118.2 (5)	H36A—C36—H36B	109.5
O1—C7—C1	120.5 (5)	C35—C36—H36C	109.5
C9—C8—C13	118.2 (5)	H36A—C36—H36C	109.5
C9—C8—C14	122.0 (5)	H36B—C36—H36C	109.5
C13—C8—C14	119.6 (5)	O8—C37—O7	119.2 (6)
C8—C9—C10	121.8 (5)	O8—C37—C38	119.8 (6)
C8—C9—H9	119.1	O7—C37—C38	121.0 (6)
C10—C9—H9	119.1	C37—C38—H38A	109.5
C11—C10—C9	121.1 (5)	C37—C38—H38B	109.5
C11—C10—H10	119.5	H38A—C38—H38B	109.5
C9—C10—H10	119.5	C37—C38—H38C	109.5
N6—C11—C10	121.4 (5)	H38A—C38—H38C	109.5
N6—C11—C12	120.8 (5)	H38B—C38—H38C	109.5
O6—Cd1—N1—C24	−35.5 (4)	C7—C1—C6—C5	175.6 (5)
O2—Cd1—N1—C24	155.8 (10)	C4—C5—C6—C1	−0.6 (9)
N2—Cd1—N1—C24	178.4 (5)	Cd1—O2—C7—O1	−10.6 (6)
O8—Cd1—N1—C24	85.4 (4)	Cd1—O2—C7—C1	166.7 (4)
O1—Cd1—N1—C24	−116.0 (4)	Cd1—O1—C7—O2	9.0 (5)
O6—Cd1—N1—C20	153.8 (4)	Cd1—O1—C7—C1	−168.2 (5)
O2—Cd1—N1—C20	−14.9 (14)	C6—C1—C7—O2	−167.3 (5)
N2—Cd1—N1—C20	7.8 (4)	C2—C1—C7—O2	8.7 (8)
O8—Cd1—N1—C20	−85.2 (4)	C6—C1—C7—O1	9.9 (8)
O1—Cd1—N1—C20	73.3 (4)	C2—C1—C7—O1	−174.0 (5)
O6—Cd1—N2—C15	123.4 (5)	C13—C8—C9—C10	0.6 (8)
O2—Cd1—N2—C15	−5.1 (5)	C14—C8—C9—C10	175.8 (5)
O8—Cd1—N2—C15	−98.9 (5)	C8—C9—C10—C11	−1.3 (9)
N1—Cd1—N2—C15	177.8 (5)	C9—C10—C11—N6	−174.7 (5)
O1—Cd1—N2—C15	44.5 (5)	C9—C10—C11—C12	0.9 (8)
O6—Cd1—N2—C19	−61.4 (5)	N6—C11—C12—C13	175.8 (5)
O2—Cd1—N2—C19	170.2 (4)	C10—C11—C12—C13	0.2 (8)
O8—Cd1—N2—C19	76.3 (4)	C11—C12—C13—C8	−0.8 (8)
N1—Cd1—N2—C19	−6.9 (4)	C9—C8—C13—C12	0.5 (8)
O1—Cd1—N2—C19	−140.2 (4)	C14—C8—C13—C12	−174.9 (5)
O7—Cd2—N3—C29	42.3 (6)	Cd2—O4—C14—O3	−11.6 (5)
O5—Cd2—N3—C29	−86.1 (5)	Cd2—O4—C14—C8	167.1 (5)
O3—Cd2—N3—C29	176.3 (4)	Cd2—O3—C14—O4	12.6 (6)
N4—Cd2—N3—C29	1.1 (4)	Cd2—O3—C14—C8	−166.2 (4)
O4—Cd2—N3—C29	122.9 (4)	C9—C8—C14—O4	177.3 (5)
O7—Cd2—N3—C25	−141.2 (5)	C13—C8—C14—O4	−7.5 (8)
O5—Cd2—N3—C25	90.4 (5)	C9—C8—C14—O3	−3.9 (8)
O3—Cd2—N3—C25	−7.2 (5)	C13—C8—C14—O3	171.2 (5)
N4—Cd2—N3—C25	177.5 (6)	C19—N2—C15—C16	−2.3 (10)
O4—Cd2—N3—C25	−60.7 (5)	Cd1—N2—C15—C16	173.0 (5)
O7—Cd2—N4—C30	−162.5 (4)	N2—C15—C16—C17	1.1 (11)
O5—Cd2—N4—C30	86.4 (4)	C15—C16—C17—C18	1.1 (10)
O3—Cd2—N4—C30	−23.3 (9)	C16—C17—C18—C19	−2.2 (9)
N3—Cd2—N4—C30	−1.2 (4)	C15—N2—C19—C18	1.1 (8)
O4—Cd2—N4—C30	−76.1 (4)	Cd1—N2—C19—C18	−174.4 (4)
O7—Cd2—N4—C34	21.0 (5)	C15—N2—C19—C20	−178.9 (5)
O5—Cd2—N4—C34	−90.1 (5)	Cd1—N2—C19—C20	5.6 (6)
O3—Cd2—N4—C34	160.1 (6)	C17—C18—C19—N2	1.1 (8)
N3—Cd2—N4—C34	−177.7 (5)	C17—C18—C19—C20	−178.9 (5)
O4—Cd2—N4—C34	107.4 (5)	C24—N1—C20—C21	3.5 (8)
O6—Cd1—O1—C7	105.3 (3)	Cd1—N1—C20—C21	174.6 (4)
O2—Cd1—O1—C7	−5.3 (3)	C24—N1—C20—C19	−178.9 (5)
N2—Cd1—O1—C7	−116.7 (3)	Cd1—N1—C20—C19	−7.8 (6)
O8—Cd1—O1—C7	−33.3 (4)	N2—C19—C20—N1	1.7 (7)
N1—Cd1—O1—C7	−176.0 (3)	C18—C19—C20—N1	−178.4 (5)
O6—Cd1—O2—C7	−69.1 (4)	N2—C19—C20—C21	179.2 (5)
N2—Cd1—O2—C7	77.5 (3)	C18—C19—C20—C21	−0.8 (8)
O8—Cd1—O2—C7	169.1 (3)	N1—C20—C21—C22	−2.5 (9)
N1—Cd1—O2—C7	99.4 (12)	C19—C20—C21—C22	−179.9 (5)
O1—Cd1—O2—C7	5.4 (3)	C20—C21—C22—C23	1.4 (10)
O7—Cd2—O3—C14	72.3 (3)	C21—C22—C23—C24	−1.3 (11)
O5—Cd2—O3—C14	−174.4 (3)	C20—N1—C24—C23	−3.5 (9)
N3—Cd2—O3—C14	−86.8 (3)	Cd1—N1—C24—C23	−174.0 (5)
N4—Cd2—O3—C14	−65.8 (8)	C22—C23—C24—N1	2.4 (10)
O4—Cd2—O3—C14	−6.6 (3)	C29—N3—C25—C26	0.4 (10)
O7—Cd2—O4—C14	−98.8 (3)	Cd2—N3—C25—C26	−176.1 (5)
O5—Cd2—O4—C14	31.9 (5)	N3—C25—C26—C27	−1.5 (11)
O3—Cd2—O4—C14	6.8 (3)	C25—C26—C27—C28	1.6 (11)
N3—Cd2—O4—C14	109.8 (3)	C26—C27—C28—C29	−0.8 (11)
N4—Cd2—O4—C14	174.6 (3)	C25—N3—C29—C28	0.5 (9)
O7—Cd2—O5—C35	36.6 (5)	Cd2—N3—C29—C28	177.0 (4)
O3—Cd2—O5—C35	−68.8 (5)	C25—N3—C29—C30	−177.5 (5)
N3—Cd2—O5—C35	−167.5 (5)	Cd2—N3—C29—C30	−0.9 (6)
N4—Cd2—O5—C35	123.0 (5)	C27—C28—C29—N3	−0.3 (9)
O4—Cd2—O5—C35	−89.3 (5)	C27—C28—C29—C30	177.5 (6)
O2—Cd1—O6—C35	10.5 (7)	C34—N4—C30—C31	0.1 (9)
N2—Cd1—O6—C35	−117.6 (6)	Cd2—N4—C30—C31	−176.7 (5)
O8—Cd1—O6—C35	113.1 (6)	C34—N4—C30—C29	177.9 (5)
N1—Cd1—O6—C35	−168.0 (7)	Cd2—N4—C30—C29	1.1 (6)
O1—Cd1—O6—C35	−39.8 (6)	N3—C29—C30—N4	−0.2 (7)
O5—Cd2—O7—C37	−137.1 (8)	C28—C29—C30—N4	−178.1 (5)
O3—Cd2—O7—C37	−33.8 (8)	N3—C29—C30—C31	177.7 (6)
N3—Cd2—O7—C37	99.8 (8)	C28—C29—C30—C31	−0.2 (9)
N4—Cd2—O7—C37	137.9 (8)	N4—C30—C31—C32	−1.0 (11)
O4—Cd2—O7—C37	19.3 (8)	C29—C30—C31—C32	−178.7 (6)
O6—Cd1—O8—C37	−35.8 (6)	C30—C31—C32—C33	1.2 (12)
O2—Cd1—O8—C37	72.8 (5)	C31—C32—C33—C34	−0.6 (13)
N2—Cd1—O8—C37	176.0 (5)	C30—N4—C34—C33	0.6 (9)
N1—Cd1—O8—C37	−114.2 (5)	Cd2—N4—C34—C33	177.2 (5)
O1—Cd1—O8—C37	94.8 (6)	C32—C33—C34—N4	−0.4 (11)
C6—C1—C2—C3	1.2 (8)	Cd2—O5—C35—O6	6.9 (8)
C7—C1—C2—C3	−175.0 (5)	Cd2—O5—C35—C36	−175.5 (5)
C1—C2—C3—C4	−0.5 (9)	Cd1—O6—C35—O5	−95.4 (8)
C2—C3—C4—N5	177.0 (6)	Cd1—O6—C35—C36	87.1 (7)
C2—C3—C4—C5	−0.8 (8)	Cd1—O8—C37—O7	−5.4 (9)
N5—C4—C5—C6	−176.4 (6)	Cd1—O8—C37—C38	176.1 (6)
C3—C4—C5—C6	1.3 (8)	Cd2—O7—C37—O8	121.7 (8)
C2—C1—C6—C5	−0.6 (8)	Cd2—O7—C37—C38	−59.8 (12)

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N6—H6B···O1^i	0.86	2.30	3.101 (6)	156
N6—H6A···O2^ii	0.86	2.44	3.232 (7)	154
N5—H5B···O4^iii	0.86	2.42	3.270 (7)	169
N5—H5A···O3^iv	0.86	2.29	3.093 (7)	155
C18—H18···O5^v	0.93	2.38	3.298 (7)	170
C21—H21···O5^v	0.93	2.52	3.441 (7)	172
C28—H28···O8^vi	0.93	2.38	3.295 (8)	169
C31—H31···O8^vi	0.93	2.37	3.295 (8)	171

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