Crystal structure and luminescent properties of novel coordination polymers constructed with bifurandicarboxylic acid

Four novel coordination polymers (CPs) assembled with [2,2′-bifuran]-5,5′-dicarboxylic acid (H₂L) and metal ions Zn^II, Cd^II or Co^II have been successfully synthesized. Their molecular structures have been determined to be Zn(L)(H₂O)₂ (1), [Zn(L)(DMF)]₂ (2), [Cd(L)(EtOH)(DMF)₂]₂ (3) and Co(L)(H₂O)₄·(H₂O)₂ (4) by crystallographic analysis. It is found that (2) exhibits a two-dimensional infinite framework, whereas the others exhibit a one-dimensional framework. Both (2) and (3) exhibit ligand-based emission which is blue-shifted compared with the emission from the H₂L ligand. Time-resolved spectroscopic measurement reveals that the complexes exhibit a similar lifetime with that of the ligand, which confirms that the emission of the complexes originates from the ligand.

Computing details

Data collection: Bruker APEX2 for (1), (3), (4); Bruker SMART for (2). Cell refinement: Bruker SAINT for (1), (3), (4); Bruker SMART for (2). Data reduction: Bruker SAINT for (1), (3), (4). Program(s) used to solve structure: SHELXS97 (Sheldrick, 2008) for (1), (3), (4); SHELXS97 (Sheldrick, 1990) for (2). Program(s) used to refine structure: SHELXL97 (Sheldrick, 2008) for (1), (3), (4); SHELXL97 (Sheldrick, 1997) for (2). Molecular graphics: Bruker SHELXTL for (1), (3), (4); Bruker SAINT for (2). For all structures, software used to prepare material for publication: Bruker SHELXTL.

(1)

Crystal data

C10H8O8Zn	F(000) = 648
Mr = 321.53	Dx = 2.005 Mg m^−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
a = 15.3546 (7) Å	Cell parameters from 6685 reflections
b = 5.8885 (3) Å	θ = 2.7–27.1°
c = 11.9905 (5) Å	µ = 2.34 mm^−1
β = 100.762 (1)°	T = 100 K
V = 1065.06 (9) Å^3	Stick, colourless
Z = 4	0.45 × 0.16 × 0.12 mm

Data collection

Bruker APEX-II CCD diffractometer	1145 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.023
Graphite monochromator	θmax = 27.1°, θmin = 2.7°
φ and ω scans	h = −19→19
8963 measured reflections	k = −7→7
1175 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)] = 0.020	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.052	H atoms treated by a mixture of independent and constrained refinement
S = 1.10	w = 1/[σ^2(Fo^2) + (0.0287P)^2 + 1.8093P] where P = (Fo^2 + 2Fc^2)/3
1175 reflections	(Δ/σ)max < 0.001
95 parameters	Δρmax = 0.35 e Å^−3
0 restraints	Δρmin = −0.51 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
Zn1	0.5000	0.64656 (4)	0.2500	0.00564 (9)
O1	0.39117 (7)	0.48095 (18)	0.19363 (9)	0.0078 (2)
O2	0.46989 (7)	0.26740 (19)	0.09408 (9)	0.0086 (2)
O3	0.33211 (7)	−0.03306 (18)	0.04275 (9)	0.0068 (2)
O9	0.53621 (8)	0.84768 (19)	0.13412 (10)	0.0094 (2)
C1	0.40058 (10)	0.3082 (3)	0.13314 (12)	0.0065 (3)
C2	0.32518 (10)	0.1513 (2)	0.11137 (12)	0.0066 (3)
C3	0.19913 (10)	−0.0464 (3)	0.09595 (12)	0.0076 (3)
H3A	0.1428	−0.0941	0.1036	0.009*
C4	0.25434 (10)	−0.1494 (2)	0.03452 (13)	0.0064 (3)
C7	0.24529 (10)	0.1488 (2)	0.14592 (13)	0.0077 (3)
H3	0.2250	0.2542	0.1929	0.009*
H1	0.5368 (15)	0.795 (4)	0.074 (2)	0.020 (6)*
H2	0.5121 (16)	0.985 (5)	0.123 (2)	0.030 (6)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.00534 (13)	0.00458 (14)	0.00681 (14)	0.000	0.00068 (9)	0.000
O1	0.0083 (5)	0.0067 (5)	0.0083 (5)	−0.0010 (4)	0.0010 (4)	−0.0028 (4)
O2	0.0074 (5)	0.0077 (5)	0.0111 (5)	−0.0007 (4)	0.0032 (4)	−0.0012 (4)
O3	0.0067 (5)	0.0053 (5)	0.0086 (5)	−0.0018 (4)	0.0017 (4)	−0.0021 (4)
O9	0.0126 (6)	0.0080 (5)	0.0082 (5)	0.0025 (4)	0.0039 (4)	0.0013 (4)
C1	0.0081 (6)	0.0062 (6)	0.0045 (6)	0.0007 (5)	−0.0004 (5)	0.0023 (5)
C2	0.0093 (7)	0.0041 (7)	0.0059 (6)	0.0003 (5)	0.0003 (5)	−0.0019 (5)
C3	0.0076 (7)	0.0080 (7)	0.0072 (7)	−0.0012 (6)	0.0009 (5)	−0.0001 (5)
C4	0.0063 (7)	0.0053 (7)	0.0069 (6)	−0.0013 (5)	−0.0005 (5)	0.0009 (5)
C7	0.0087 (7)	0.0070 (7)	0.0072 (7)	−0.0003 (5)	0.0014 (5)	−0.0009 (5)

Geometric parameters (Å, º)

Zn1—O1^i	1.9437 (11)	O9—H2	0.89 (3)
Zn1—O1	1.9438 (11)	C1—C2	1.466 (2)
Zn1—O9	1.9827 (11)	C2—C7	1.366 (2)
Zn1—O9^i	1.9827 (11)	C3—C4	1.365 (2)
O1—C1	1.2731 (18)	C3—C7	1.423 (2)
O2—C1	1.2633 (18)	C3—H3A	0.9300
O3—C4	1.3641 (18)	C4—C4^ii	1.438 (3)
O3—C2	1.3782 (17)	C7—H3	0.9300
O9—H1	0.79 (2)
O1^i—Zn1—O1	119.78 (6)	O1—C1—C2	115.80 (13)
O1^i—Zn1—O9	102.01 (4)	C7—C2—O3	110.27 (12)
O1—Zn1—O9	113.04 (5)	C7—C2—C1	132.58 (13)
O1^i—Zn1—O9^i	113.04 (5)	O3—C2—C1	117.15 (13)
O1—Zn1—O9^i	102.01 (4)	C4—C3—C7	105.99 (13)
O9—Zn1—O9^i	106.64 (7)	C4—C3—H3A	127.0
C1—O1—Zn1	114.67 (9)	C7—C3—H3A	127.0
C4—O3—C2	105.93 (11)	O3—C4—C3	111.20 (12)
Zn1—O9—H1	117.5 (18)	O3—C4—C4^ii	116.19 (17)
Zn1—O9—H2	119.0 (16)	C3—C4—C4^ii	132.61 (18)
H1—O9—H2	107 (2)	C2—C7—C3	106.60 (13)
O2—C1—O1	123.80 (14)	C2—C7—H3	126.7
O2—C1—C2	120.40 (13)	C3—C7—H3	126.7
O1^i—Zn1—O1—C1	−41.40 (9)	O2—C1—C2—O3	−3.1 (2)
O9—Zn1—O1—C1	78.84 (11)	O1—C1—C2—O3	177.73 (12)
O9^i—Zn1—O1—C1	−167.04 (10)	C2—O3—C4—C3	−0.48 (16)
Zn1—O1—C1—O2	−12.65 (18)	C2—O3—C4—C4^ii	179.58 (16)
Zn1—O1—C1—C2	166.48 (10)	C7—C3—C4—O3	0.24 (17)
C4—O3—C2—C7	0.53 (16)	C7—C3—C4—C4^ii	−179.8 (2)
C4—O3—C2—C1	−179.24 (12)	O3—C2—C7—C3	−0.39 (17)
O2—C1—C2—C7	177.17 (15)	C1—C2—C7—C3	179.34 (15)
O1—C1—C2—C7	−2.0 (2)	C4—C3—C7—C2	0.09 (17)

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

(2)

Crystal data

C26H22N2O14Zn2	Dx = 1.685 Mg m^−3 Dm = 1.685 Mg m^−3 Dm measured by not measured
Mr = 717.24	Melting point: none K
Orthorhombic, Pbca	Mo Kα radiation, λ = 0.71073 Å
a = 16.1578 (11) Å	Cell parameters from 9956 reflections
b = 16.5129 (9) Å	θ = 2.6–26.7°
c = 21.4877 (13) Å	µ = 1.75 mm^−1
V = 5733.2 (6) Å^3	T = 100 K
Z = 8	Needle, colourless
F(000) = 2912	0.38 × 0.22 × 0.12 mm

Data collection

Mult-scan diffractometer	6100 independent reflections
Radiation source: fine-focus sealed tube	5194 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.055
phi and ω scans	θmax = 26.8°, θmin = 2.3°
Absorption correction: multi-scan	h = −20→20
Tmin = 0.556, Tmax = 0.818	k = −20→19
119299 measured reflections	l = −27→27

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) = 0.068	H atoms treated by a mixture of independent and constrained refinement
S = 1.04	w = 1/[σ^2(Fo^2) + (0.0274P)^2 + 8.7022P] where P = (Fo^2 + 2Fc^2)/3
6100 reflections	(Δ/σ)max = 0.001
461 parameters	Δρmax = 0.57 e Å^−3
36 restraints	Δρmin = −0.53 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
Zn1	0.805436 (15)	0.208108 (14)	0.634130 (11)	0.01183 (7)
Zn2	0.758209 (15)	0.455379 (13)	0.723230 (10)	0.01052 (7)
O1	0.74183 (9)	0.46036 (8)	0.63201 (6)	0.0123 (3)
O7	0.82180 (10)	0.21419 (8)	0.72565 (7)	0.0150 (3)
O8	0.82873 (9)	0.29307 (9)	0.56099 (7)	0.0135 (3)
O2	0.81018 (9)	0.34725 (8)	0.71860 (7)	0.0136 (3)
O3	0.86013 (9)	0.52026 (9)	0.74136 (7)	0.0174 (3)
O4	0.69328 (9)	0.50686 (9)	0.79201 (7)	0.0163 (3)
O5	0.79172 (11)	0.08921 (9)	0.64029 (7)	0.0199 (4)
O9	0.68259 (10)	0.23120 (10)	0.63385 (7)	0.0214 (4)
O6	0.92828 (10)	0.21764 (9)	0.59986 (7)	0.0199 (3)
O10	0.62669 (11)	0.40332 (9)	0.75067 (8)	0.0228 (4)
C1	0.63163 (14)	0.45882 (13)	0.78985 (10)	0.0156 (4)
C2	0.56432 (13)	0.47069 (13)	0.83486 (9)	0.0134 (4)
C5	0.81174 (12)	0.28312 (12)	0.74963 (9)	0.0100 (4)
C6	0.80283 (13)	0.28306 (12)	0.81762 (9)	0.0105 (4)
C4	0.50095 (13)	0.53406 (13)	0.91078 (9)	0.0129 (4)
C3	0.44883 (13)	0.47477 (13)	0.89144 (10)	0.0139 (4)
C7	0.80184 (13)	0.22177 (13)	0.85966 (10)	0.0135 (4)
C8	0.79302 (14)	0.25826 (13)	0.91924 (10)	0.0139 (4)
C10	0.77824 (13)	0.40872 (12)	0.94917 (9)	0.0122 (4)
C9	0.78895 (13)	0.33966 (12)	0.90912 (9)	0.0119 (4)
C12	0.96594 (13)	0.31267 (13)	0.52422 (9)	0.0138 (4)
C11	0.90382 (13)	0.27226 (12)	0.56324 (9)	0.0133 (4)
C13	0.77153 (13)	0.46831 (12)	1.04012 (9)	0.0109 (4)
C15	0.75601 (14)	0.48697 (13)	0.93805 (10)	0.0157 (4)
C14	0.75111 (14)	0.52491 (13)	0.99717 (10)	0.0142 (4)
O11	0.79493 (9)	0.35668 (8)	0.84690 (6)	0.0113 (3)
O12	0.78865 (9)	0.39545 (8)	1.01164 (6)	0.0108 (3)
C17	1.07769 (14)	0.36833 (14)	0.48127 (11)	0.0180 (5)
C16	1.04973 (14)	0.30969 (14)	0.52441 (11)	0.0182 (5)
O13	0.93876 (9)	0.37049 (9)	0.48263 (6)	0.0120 (3)
C18	0.65358 (15)	0.29444 (15)	0.61108 (12)	0.0244 (5)
C20	0.51354 (19)	0.2622 (2)	0.64171 (16)	0.0417 (7)
C19	0.5443 (2)	0.38852 (19)	0.5847 (2)	0.0579 (10)
H19A	0.4841	0.3916	0.5897	0.087*
H19B	0.5583	0.3901	0.5404	0.087*
H19C	0.5703	0.4345	0.6059	0.087*
N1	0.57450 (13)	0.31317 (13)	0.61178 (11)	0.0307 (5)
C21	0.77468 (12)	0.02859 (12)	0.60846 (9)	0.0111 (4)
C22	0.85916 (14)	0.59391 (13)	0.75493 (10)	0.0160 (4)
C23	0.49006 (14)	0.43392 (13)	0.84236 (10)	0.0148 (4)
O14	0.57275 (9)	0.53341 (9)	0.87681 (7)	0.0134 (3)
C24	0.91823 (17)	0.71780 (14)	0.79568 (13)	0.0284 (6)
H24A	0.9712	0.7352	0.8134	0.043*
H24B	0.8740	0.7263	0.8262	0.043*
H24C	0.9065	0.7494	0.7581	0.043*
C25	0.99971 (17)	0.58957 (17)	0.79466 (16)	0.0330 (7)
N2	0.92269 (12)	0.63185 (11)	0.77966 (9)	0.0186 (4)
C26	1.00865 (13)	0.40337 (13)	0.45704 (10)	0.0133 (4)
H14	0.8085 (16)	0.6259 (15)	0.7487 (12)	0.017 (6)*
H7	0.3979 (17)	0.4645 (15)	0.9088 (12)	0.020 (7)*
H12	0.8056 (15)	0.1631 (16)	0.8508 (12)	0.021 (7)*
H8	0.4716 (15)	0.3915 (15)	0.8192 (11)	0.015 (6)*
H10	0.7437 (17)	0.5089 (17)	0.8999 (13)	0.025 (7)*
H9	0.7344 (16)	0.5773 (17)	1.0050 (12)	0.020 (7)*
H1	1.1334 (17)	0.3801 (16)	0.4697 (13)	0.028 (7)*
H11	0.7889 (16)	0.2336 (16)	0.9583 (12)	0.020 (6)*
H2	1.0826 (16)	0.2757 (15)	0.5479 (12)	0.022 (7)*
H15	0.9920 (17)	0.5311 (18)	0.7853 (13)	0.032 (8)*
H13	0.690 (2)	0.335 (2)	0.5855 (15)	0.048 (9)*
H5	0.536 (2)	0.211 (2)	0.6565 (15)	0.043 (9)*
H16	1.010 (2)	0.597 (2)	0.8369 (17)	0.048 (10)*
H17	1.043 (2)	0.611 (2)	0.7659 (17)	0.059 (11)*
H6	0.470 (2)	0.247 (2)	0.6097 (18)	0.064 (11)*
H21	0.491 (3)	0.294 (2)	0.6776 (19)	0.071 (12)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.01752 (13)	0.01107 (12)	0.00689 (12)	−0.00373 (9)	0.00059 (9)	0.00019 (9)
Zn2	0.01564 (12)	0.00938 (12)	0.00654 (11)	0.00037 (9)	0.00072 (9)	−0.00058 (9)
O1	0.0195 (8)	0.0103 (7)	0.0072 (7)	0.0005 (6)	0.0000 (6)	0.0013 (5)
O7	0.0266 (8)	0.0108 (7)	0.0077 (7)	0.0013 (6)	−0.0002 (6)	−0.0023 (6)
O8	0.0146 (7)	0.0156 (7)	0.0103 (7)	−0.0010 (6)	0.0018 (6)	−0.0010 (6)
O2	0.0202 (8)	0.0111 (7)	0.0097 (7)	0.0019 (6)	0.0021 (6)	0.0013 (6)
O3	0.0166 (8)	0.0150 (7)	0.0207 (8)	−0.0014 (6)	0.0019 (6)	−0.0058 (6)
O4	0.0164 (8)	0.0205 (8)	0.0120 (7)	0.0006 (6)	0.0026 (6)	0.0024 (6)
O5	0.0385 (10)	0.0126 (7)	0.0086 (7)	−0.0080 (7)	−0.0003 (7)	−0.0010 (6)
O9	0.0180 (8)	0.0281 (9)	0.0181 (8)	−0.0052 (7)	0.0002 (7)	0.0017 (7)
O6	0.0200 (8)	0.0218 (8)	0.0179 (8)	−0.0010 (7)	0.0000 (7)	0.0097 (7)
O10	0.0301 (9)	0.0211 (8)	0.0173 (8)	0.0017 (7)	0.0056 (7)	−0.0063 (7)
C1	0.0192 (11)	0.0173 (11)	0.0103 (10)	0.0051 (9)	0.0018 (8)	0.0051 (8)
C2	0.0177 (11)	0.0142 (10)	0.0081 (9)	0.0001 (8)	−0.0003 (8)	−0.0015 (8)
C5	0.0089 (9)	0.0131 (10)	0.0079 (9)	−0.0007 (8)	−0.0009 (8)	−0.0007 (8)
C6	0.0125 (10)	0.0095 (9)	0.0094 (10)	0.0005 (8)	−0.0012 (8)	−0.0028 (8)
C4	0.0116 (10)	0.0165 (10)	0.0105 (10)	0.0012 (8)	0.0012 (8)	0.0010 (8)
C3	0.0128 (10)	0.0151 (10)	0.0138 (10)	−0.0014 (8)	−0.0001 (8)	0.0015 (8)
C7	0.0186 (11)	0.0123 (10)	0.0095 (10)	−0.0007 (8)	−0.0014 (8)	−0.0002 (8)
C8	0.0184 (11)	0.0148 (10)	0.0086 (10)	0.0005 (8)	−0.0001 (8)	0.0009 (8)
C10	0.0150 (10)	0.0154 (10)	0.0063 (9)	−0.0005 (8)	−0.0002 (8)	−0.0001 (8)
C9	0.0137 (10)	0.0151 (10)	0.0069 (9)	0.0004 (8)	−0.0011 (8)	0.0001 (8)
C12	0.0165 (11)	0.0152 (10)	0.0098 (9)	0.0002 (8)	−0.0003 (8)	0.0029 (8)
C11	0.0181 (11)	0.0139 (10)	0.0078 (9)	−0.0030 (8)	−0.0002 (8)	−0.0024 (8)
C13	0.0129 (10)	0.0096 (9)	0.0104 (10)	0.0007 (8)	0.0004 (8)	−0.0031 (8)
C15	0.0227 (12)	0.0154 (10)	0.0090 (10)	0.0029 (9)	0.0000 (9)	0.0016 (8)
C14	0.0210 (11)	0.0113 (10)	0.0104 (10)	0.0012 (9)	−0.0005 (8)	−0.0017 (8)
O11	0.0176 (8)	0.0098 (7)	0.0066 (7)	0.0012 (6)	−0.0002 (6)	−0.0018 (5)
O12	0.0168 (7)	0.0094 (7)	0.0062 (7)	0.0015 (5)	−0.0006 (6)	−0.0019 (5)
C17	0.0124 (11)	0.0235 (12)	0.0183 (11)	−0.0015 (9)	0.0006 (9)	0.0053 (9)
C16	0.0160 (11)	0.0220 (11)	0.0166 (11)	0.0018 (9)	−0.0021 (9)	0.0069 (9)
O13	0.0113 (7)	0.0137 (7)	0.0110 (7)	−0.0007 (6)	−0.0004 (6)	0.0032 (6)
C18	0.0169 (12)	0.0227 (12)	0.0336 (14)	−0.0056 (10)	−0.0007 (10)	−0.0097 (11)
C20	0.0225 (14)	0.064 (2)	0.0385 (16)	−0.0045 (14)	0.0064 (12)	−0.0075 (15)
C19	0.0333 (16)	0.0361 (16)	0.104 (3)	0.0057 (13)	−0.0087 (17)	−0.0006 (18)
N1	0.0189 (11)	0.0296 (11)	0.0435 (14)	−0.0013 (9)	−0.0024 (10)	−0.0136 (10)
C21	0.0108 (10)	0.0120 (10)	0.0105 (10)	0.0005 (8)	−0.0003 (8)	0.0008 (8)
C22	0.0183 (11)	0.0161 (10)	0.0136 (10)	0.0009 (9)	−0.0003 (9)	−0.0012 (8)
C23	0.0197 (11)	0.0132 (10)	0.0115 (10)	−0.0011 (9)	−0.0017 (8)	−0.0025 (8)
O14	0.0132 (7)	0.0149 (7)	0.0120 (7)	−0.0022 (6)	0.0024 (6)	−0.0029 (6)
C24	0.0313 (14)	0.0171 (12)	0.0368 (15)	0.0002 (10)	−0.0097 (12)	−0.0079 (10)
C25	0.0218 (13)	0.0278 (14)	0.0493 (19)	0.0051 (11)	−0.0119 (13)	−0.0187 (13)
N2	0.0209 (10)	0.0148 (9)	0.0200 (10)	−0.0002 (8)	−0.0038 (8)	−0.0053 (8)
C26	0.0117 (10)	0.0164 (10)	0.0117 (10)	−0.0038 (8)	0.0024 (8)	−0.0004 (8)

Geometric parameters (Å, º)

Zn1—O5	1.9802 (15)	C4—O14	1.371 (2)
Zn1—O7	1.9867 (14)	C4—C26^ii	1.442 (3)
Zn1—O9	2.0213 (16)	C3—C23	1.418 (3)
Zn1—O6	2.1230 (16)	C7—C8	1.422 (3)
Zn1—O8	2.1400 (15)	C8—C9	1.363 (3)
Zn1—C11	2.443 (2)	C10—C15	1.362 (3)
Zn2—O2	1.9757 (14)	C10—O12	1.370 (2)
Zn2—O1	1.9795 (14)	C10—C9	1.439 (3)
Zn2—O4	2.0019 (15)	C9—O11	1.370 (2)
Zn2—O3	2.0029 (15)	C12—C16	1.355 (3)
Zn2—O10	2.3669 (17)	C12—O13	1.380 (2)
Zn2—C1	2.497 (2)	C12—C11	1.468 (3)
O1—C21^i	1.264 (2)	C13—C14	1.354 (3)
O7—C5	1.260 (2)	C13—O12	1.378 (2)
O8—C11	1.262 (3)	C13—C21^iii	1.470 (3)
O2—C5	1.252 (2)	C15—C14	1.419 (3)
O3—C22	1.251 (3)	C17—C26	1.360 (3)
O4—C1	1.274 (3)	C17—C16	1.415 (3)
O5—C21	1.243 (3)	O13—C26	1.368 (2)
O9—C18	1.245 (3)	C18—N1	1.315 (3)
O6—C11	1.261 (3)	C20—N1	1.446 (4)
O10—C1	1.247 (3)	C19—N1	1.457 (4)
C1—C2	1.468 (3)	C21—O1^iv	1.264 (2)
C2—C23	1.354 (3)	C21—C13^v	1.470 (3)
C2—O14	1.380 (2)	C22—N2	1.315 (3)
C5—C6	1.468 (3)	C24—N2	1.462 (3)
C6—C7	1.357 (3)	C25—N2	1.463 (3)
C6—O11	1.375 (2)	C26—C4^vi	1.442 (3)
C4—C3	1.356 (3)
O5—Zn1—O7	89.93 (6)	O7—C5—C6	114.78 (17)
O5—Zn1—O9	94.44 (7)	C7—C6—O11	110.72 (17)
O7—Zn1—O9	97.13 (7)	C7—C6—C5	131.63 (19)
O5—Zn1—O6	101.61 (7)	O11—C6—C5	117.64 (17)
O7—Zn1—O6	102.42 (6)	C3—C4—O14	110.90 (18)
O9—Zn1—O6	154.57 (6)	C3—C4—C26^ii	131.4 (2)
O5—Zn1—O8	135.95 (6)	O14—C4—C26^ii	117.62 (18)
O7—Zn1—O8	132.09 (6)	C4—C3—C23	106.23 (19)
O9—Zn1—O8	92.69 (6)	C6—C7—C8	106.54 (18)
O6—Zn1—O8	62.11 (6)	C9—C8—C7	106.20 (19)
O5—Zn1—C11	122.98 (7)	C15—C10—O12	110.84 (18)
O7—Zn1—C11	120.57 (7)	C15—C10—C9	132.72 (19)
O9—Zn1—C11	123.73 (7)	O12—C10—C9	116.38 (17)
O6—Zn1—C11	31.05 (6)	C8—C9—O11	110.78 (18)
O8—Zn1—C11	31.07 (6)	C8—C9—C10	133.76 (19)
O2—Zn2—O1	92.55 (6)	O11—C9—C10	115.44 (17)
O2—Zn2—O4	130.07 (6)	C16—C12—O13	110.20 (18)
O1—Zn2—O4	130.04 (6)	C16—C12—C11	131.7 (2)
O2—Zn2—O3	98.27 (6)	O13—C12—C11	117.83 (18)
O1—Zn2—O3	106.28 (6)	O6—C11—O8	121.35 (19)
O4—Zn2—O3	93.45 (6)	O6—C11—C12	117.85 (19)
O2—Zn2—O10	93.78 (6)	O8—C11—C12	120.78 (19)
O1—Zn2—O10	98.14 (6)	O6—C11—Zn1	60.31 (11)
O4—Zn2—O10	59.99 (6)	O8—C11—Zn1	61.08 (11)
O3—Zn2—O10	152.13 (6)	C12—C11—Zn1	176.25 (15)
O2—Zn2—C1	113.43 (6)	C14—C13—O12	110.42 (18)
O1—Zn2—C1	117.20 (7)	C14—C13—C21^iii	131.68 (19)
O4—Zn2—C1	30.45 (7)	O12—C13—C21^iii	117.85 (17)
O3—Zn2—C1	123.35 (7)	C10—C15—C14	106.06 (19)
O10—Zn2—C1	29.56 (6)	C13—C14—C15	106.96 (19)
C21^i—O1—Zn2	117.51 (13)	C9—O11—C6	105.77 (15)
C5—O7—Zn1	115.68 (13)	C10—O12—C13	105.71 (15)
C11—O8—Zn1	87.85 (12)	C26—C17—C16	106.3 (2)
C5—O2—Zn2	138.27 (13)	C12—C16—C17	107.0 (2)
C22—O3—Zn2	123.72 (15)	C26—O13—C12	105.79 (16)
C1—O4—Zn2	96.80 (13)	O9—C18—N1	124.0 (2)
C21—O5—Zn1	141.83 (14)	C18—N1—C20	122.0 (3)
C18—O9—Zn1	121.96 (15)	C18—N1—C19	121.4 (2)
C11—O6—Zn1	88.64 (13)	C20—N1—C19	116.5 (3)
C1—O10—Zn2	81.02 (13)	O5—C21—O1^iv	122.97 (19)
O10—C1—O4	122.1 (2)	O5—C21—C13^v	121.95 (18)
O10—C1—C2	119.7 (2)	O1^iv—C21—C13^v	115.08 (18)
O4—C1—C2	118.15 (19)	O3—C22—N2	123.2 (2)
O10—C1—Zn2	69.43 (12)	C2—C23—C3	106.94 (19)
O4—C1—Zn2	52.75 (10)	C4—O14—C2	105.67 (16)
C2—C1—Zn2	170.80 (16)	C22—N2—C24	121.3 (2)
C23—C2—O14	110.26 (18)	C22—N2—C25	121.7 (2)
C23—C2—C1	132.4 (2)	C24—N2—C25	116.9 (2)
O14—C2—C1	117.22 (18)	C17—C26—O13	110.75 (18)
O2—C5—O7	123.29 (19)	C17—C26—C4^vi	131.1 (2)
O2—C5—C6	121.93 (18)	O13—C26—C4^vi	118.20 (18)

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

(3)

Crystal data

C36H48Cd2N4O18	F(000) = 1064
Mr = 1049.58	Dx = 1.620 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 10.9131 (5) Å	Cell parameters from 9265 reflections
b = 11.3385 (5) Å	θ = 2.8–26.8°
c = 17.4385 (8) Å	µ = 1.07 mm^−1
β = 94.215 (2)°	T = 100 K
V = 2151.97 (17) Å^3	Stick, colourless
Z = 2	0.56 × 0.14 × 0.13 mm

Data collection

Bruker APEX-II CCD diffractometer	4180 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.030
Graphite monochromator	θmax = 26.8°, θmin = 2.3°
φ and ω scans	h = −13→13
47959 measured reflections	k = −14→14
4573 independent reflections	l = −22→22

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)] = 0.017	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.041	H atoms treated by a mixture of independent and constrained refinement
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0207P)^2 + 1.0353P] where P = (Fo^2 + 2Fc^2)/3
4573 reflections	(Δ/σ)max = 0.003
367 parameters	Δρmax = 0.34 e Å^−3
0 restraints	Δρmin = −0.39 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	0.686197 (8)	0.678838 (8)	0.080103 (5)	0.01004 (4)
C5	0.47386 (12)	0.75271 (12)	−0.00017 (8)	0.0117 (3)
C2	0.28199 (13)	0.90359 (13)	−0.15359 (8)	0.0158 (3)
C4	0.38866 (12)	0.80312 (12)	−0.06091 (8)	0.0121 (3)
C1	0.24212 (13)	0.78988 (12)	−0.15394 (8)	0.0126 (3)
C3	0.37709 (13)	0.91174 (13)	−0.09301 (8)	0.0155 (3)
C6	0.87643 (12)	0.75199 (12)	0.17493 (7)	0.0109 (3)
O1	0.47543 (9)	0.64243 (9)	0.00960 (6)	0.0146 (2)
O3	0.88420 (9)	0.65169 (8)	0.14489 (6)	0.0149 (2)
O2	0.54526 (9)	0.82254 (8)	0.03719 (6)	0.0161 (2)
O4	0.78556 (9)	0.82024 (8)	0.16216 (6)	0.0137 (2)
O7	0.79008 (10)	0.76838 (9)	−0.01862 (6)	0.0213 (2)
O6	0.71321 (10)	0.51558 (9)	0.00675 (6)	0.0176 (2)
O5	0.60916 (9)	0.56931 (9)	0.17571 (6)	0.0189 (2)
C7	0.79818 (14)	0.87728 (14)	−0.01605 (9)	0.0191 (3)
N1	0.84592 (13)	0.94336 (12)	−0.06866 (8)	0.0252 (3)
C9	0.85381 (19)	1.07125 (15)	−0.06203 (11)	0.0287 (4)
C8	0.8979 (4)	0.8906 (2)	−0.13447 (16)	0.0650 (9)
C10	0.97720 (12)	0.79452 (12)	0.22918 (8)	0.0116 (3)
O8	1.06797 (9)	0.71548 (8)	0.25362 (5)	0.01136 (19)
C11	0.99848 (13)	0.90054 (12)	0.26351 (8)	0.0137 (3)
C12	1.10773 (14)	0.88926 (13)	0.31217 (8)	0.0158 (3)
C13	1.14525 (13)	0.77565 (12)	0.30509 (8)	0.0126 (3)
O9	0.30648 (8)	0.72618 (8)	−0.09784 (5)	0.0123 (2)
N2	0.49931 (13)	0.40944 (11)	0.20938 (7)	0.0214 (3)
C15	0.52931 (14)	0.49254 (13)	0.16097 (8)	0.0169 (3)
C16	0.40717 (19)	0.32010 (16)	0.18717 (12)	0.0317 (4)
C17	0.5642 (2)	0.39796 (19)	0.28506 (10)	0.0356 (4)
C18	0.82746 (14)	0.47257 (15)	−0.01896 (9)	0.0213 (3)
C19	0.81154 (19)	0.4190 (2)	−0.09733 (12)	0.0396 (5)
H8	0.2527 (16)	0.9630 (15)	−0.1842 (10)	0.021 (4)*
H16	0.4829 (15)	0.4893 (14)	0.1126 (10)	0.016 (4)*
H9	0.4227 (16)	0.9773 (15)	−0.0765 (10)	0.020 (4)*
H2	0.9492 (16)	0.9656 (16)	0.2568 (10)	0.020 (4)*
H1	1.1450 (16)	0.9467 (16)	0.3405 (10)	0.023 (5)*
H19	0.6645 (18)	0.4614 (17)	0.0064 (11)	0.028 (5)*
H6	0.838 (2)	0.912 (2)	−0.1767 (14)	0.054 (7)*
H17	0.8786 (18)	0.5387 (18)	−0.0205 (11)	0.033 (5)*
H7	0.7702 (17)	0.9231 (17)	0.0260 (11)	0.033 (5)*
H15	0.342 (2)	0.3229 (16)	0.2226 (12)	0.036 (6)*
H3	0.936 (2)	1.0955 (19)	−0.0605 (12)	0.043 (6)*
H18	0.8644 (18)	0.4132 (18)	0.0175 (11)	0.035 (5)*
H14	0.4475 (19)	0.242 (2)	0.1891 (12)	0.043 (6)*
H4	0.8185 (19)	1.0962 (18)	−0.0170 (12)	0.040 (6)*
H13	0.371 (2)	0.3371 (18)	0.1341 (13)	0.043 (6)*
H5	0.807 (2)	1.106 (2)	−0.1063 (14)	0.052 (7)*
H10	0.612 (2)	0.469 (2)	0.2973 (13)	0.053 (7)*
H11	0.504 (2)	0.384 (2)	0.3221 (13)	0.048 (6)*
H20	0.774 (2)	0.473 (2)	−0.1337 (15)	0.066 (8)*
H12	0.617 (3)	0.330 (2)	0.2856 (16)	0.067 (8)*
H21	0.896 (2)	0.3925 (19)	−0.1132 (12)	0.043 (6)*
H23	0.899 (2)	0.805 (2)	−0.1285 (15)	0.069 (8)*
H22	0.755 (3)	0.354 (3)	−0.0977 (16)	0.079 (9)*
H24	0.981 (3)	0.918 (3)	−0.1405 (19)	0.103 (12)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cd1	0.00956 (6)	0.01042 (6)	0.00966 (6)	0.00042 (4)	−0.00252 (4)	−0.00057 (4)
C5	0.0087 (6)	0.0148 (7)	0.0117 (6)	0.0017 (5)	0.0007 (5)	−0.0006 (5)
C2	0.0164 (7)	0.0128 (7)	0.0174 (7)	0.0006 (6)	−0.0052 (6)	0.0029 (6)
C4	0.0093 (6)	0.0128 (7)	0.0139 (6)	−0.0015 (5)	−0.0021 (5)	−0.0034 (5)
C1	0.0122 (7)	0.0128 (6)	0.0124 (6)	0.0032 (5)	−0.0030 (5)	0.0010 (5)
C3	0.0142 (7)	0.0128 (7)	0.0187 (7)	−0.0014 (6)	−0.0044 (6)	−0.0008 (6)
C6	0.0115 (7)	0.0119 (6)	0.0091 (6)	−0.0020 (5)	−0.0010 (5)	0.0025 (5)
O1	0.0145 (5)	0.0128 (5)	0.0158 (5)	−0.0004 (4)	−0.0042 (4)	0.0012 (4)
O3	0.0152 (5)	0.0108 (5)	0.0178 (5)	0.0008 (4)	−0.0053 (4)	−0.0031 (4)
O2	0.0143 (5)	0.0154 (5)	0.0173 (5)	−0.0007 (4)	−0.0068 (4)	−0.0012 (4)
O4	0.0130 (5)	0.0135 (5)	0.0141 (5)	0.0025 (4)	−0.0036 (4)	−0.0008 (4)
O7	0.0294 (6)	0.0170 (5)	0.0185 (5)	0.0014 (5)	0.0078 (5)	0.0016 (4)
O6	0.0127 (5)	0.0155 (5)	0.0250 (6)	−0.0032 (4)	0.0048 (4)	−0.0086 (4)
O5	0.0203 (5)	0.0223 (5)	0.0138 (5)	−0.0036 (4)	−0.0002 (4)	0.0023 (4)
C7	0.0205 (8)	0.0203 (8)	0.0172 (7)	−0.0007 (6)	0.0056 (6)	−0.0001 (6)
N1	0.0350 (8)	0.0188 (7)	0.0238 (7)	0.0041 (6)	0.0158 (6)	0.0032 (5)
C9	0.0360 (10)	0.0198 (8)	0.0317 (9)	−0.0021 (7)	0.0124 (8)	0.0019 (7)
C8	0.129 (3)	0.0255 (11)	0.0490 (14)	0.0110 (14)	0.0613 (17)	0.0049 (10)
C10	0.0112 (7)	0.0115 (6)	0.0120 (6)	0.0019 (5)	−0.0002 (5)	0.0029 (5)
O8	0.0112 (5)	0.0100 (4)	0.0121 (5)	0.0003 (4)	−0.0046 (4)	−0.0011 (4)
C11	0.0149 (7)	0.0108 (7)	0.0149 (7)	0.0009 (5)	−0.0032 (5)	0.0010 (5)
C12	0.0177 (7)	0.0114 (7)	0.0173 (7)	−0.0019 (6)	−0.0064 (6)	−0.0006 (6)
C13	0.0129 (7)	0.0123 (7)	0.0120 (6)	−0.0030 (5)	−0.0033 (5)	−0.0008 (5)
O9	0.0114 (5)	0.0107 (5)	0.0139 (5)	0.0003 (4)	−0.0058 (4)	0.0000 (4)
N2	0.0275 (7)	0.0197 (6)	0.0179 (6)	0.0013 (5)	0.0080 (5)	0.0044 (5)
C15	0.0188 (7)	0.0192 (7)	0.0130 (7)	0.0028 (6)	0.0040 (6)	0.0023 (6)
C16	0.0397 (11)	0.0216 (9)	0.0361 (10)	−0.0082 (8)	0.0195 (9)	−0.0004 (8)
C17	0.0501 (12)	0.0383 (11)	0.0189 (9)	0.0069 (10)	0.0059 (8)	0.0120 (8)
C18	0.0138 (7)	0.0226 (8)	0.0278 (8)	0.0024 (6)	0.0040 (6)	−0.0053 (7)
C19	0.0299 (11)	0.0588 (14)	0.0312 (10)	0.0084 (10)	0.0103 (8)	−0.0129 (10)

Geometric parameters (Å, º)

Cd1—O6	2.2815 (10)	C6—O4	1.2647 (17)
Cd1—O5	2.2880 (10)	C6—C10	1.4778 (18)
Cd1—O2	2.3263 (10)	O7—C7	1.2385 (19)
Cd1—O4	2.3592 (10)	O6—C18	1.4407 (18)
Cd1—O7	2.3594 (10)	O5—C15	1.2451 (18)
Cd1—O3	2.3835 (10)	C7—N1	1.3208 (19)
Cd1—O1	2.5607 (10)	N1—C8	1.447 (2)
Cd1—C6	2.6885 (13)	N1—C9	1.457 (2)
Cd1—C5	2.7484 (13)	C10—C11	1.3552 (19)
C5—O2	1.2585 (17)	C10—O8	1.3798 (16)
C5—O1	1.2619 (17)	O8—C13	1.3679 (16)
C5—C4	1.4725 (19)	C11—C12	1.4175 (19)
C2—C1	1.361 (2)	C12—C13	1.360 (2)
C2—C3	1.428 (2)	C13—C1^ii	1.438 (2)
C4—C3	1.355 (2)	N2—C15	1.3222 (19)
C4—O9	1.3766 (16)	N2—C17	1.457 (2)
C1—O9	1.3679 (16)	N2—C16	1.460 (2)
C1—C13^i	1.438 (2)	C18—C19	1.494 (2)
C6—O3	1.2576 (17)
O6—Cd1—O5	92.16 (4)	C4—C5—Cd1	161.58 (9)
O6—Cd1—O2	119.84 (4)	C1—C2—C3	106.22 (12)
O5—Cd1—O2	110.18 (4)	C3—C4—O9	110.18 (12)
O6—Cd1—O4	144.97 (4)	C3—C4—C5	133.22 (13)
O5—Cd1—O4	95.97 (4)	O9—C4—C5	116.47 (12)
O2—Cd1—O4	89.01 (3)	C2—C1—O9	110.48 (12)
O6—Cd1—O7	81.44 (4)	C2—C1—C13^i	135.63 (13)
O5—Cd1—O7	170.85 (4)	O9—C1—C13^i	113.73 (12)
O2—Cd1—O7	78.79 (4)	C4—C3—C2	106.69 (12)
O4—Cd1—O7	85.76 (4)	O3—C6—O4	123.77 (12)
O6—Cd1—O3	90.63 (4)	O3—C6—C10	119.47 (12)
O5—Cd1—O3	87.33 (4)	O4—C6—C10	116.75 (12)
O2—Cd1—O3	142.93 (3)	O3—C6—Cd1	62.44 (7)
O4—Cd1—O3	55.95 (3)	O4—C6—Cd1	61.34 (7)
O7—Cd1—O3	86.21 (4)	C10—C6—Cd1	177.55 (10)
O6—Cd1—O1	75.44 (3)	C5—O1—Cd1	84.71 (8)
O5—Cd1—O1	84.10 (3)	C6—O3—Cd1	89.67 (8)
O2—Cd1—O1	53.78 (3)	C5—O2—Cd1	95.47 (8)
O4—Cd1—O1	139.23 (3)	C6—O4—Cd1	90.60 (8)
O7—Cd1—O1	100.48 (4)	C7—O7—Cd1	116.07 (9)
O3—Cd1—O1	163.30 (3)	C18—O6—Cd1	126.84 (9)
O6—Cd1—C6	118.00 (4)	C15—O5—Cd1	121.20 (9)
O5—Cd1—C6	91.59 (4)	O7—C7—N1	124.83 (14)
O2—Cd1—C6	116.37 (4)	C7—N1—C8	120.96 (15)
O4—Cd1—C6	28.06 (4)	C7—N1—C9	122.25 (14)
O7—Cd1—C6	85.72 (4)	C8—N1—C9	116.74 (15)
O3—Cd1—C6	27.89 (4)	C11—C10—O8	110.11 (12)
O1—Cd1—C6	166.13 (4)	C11—C10—C6	131.87 (13)
O6—Cd1—C5	95.77 (4)	O8—C10—C6	117.99 (12)
O5—Cd1—C5	101.26 (4)	C13—O8—C10	105.83 (10)
O2—Cd1—C5	27.12 (4)	C10—C11—C12	107.08 (12)
O4—Cd1—C5	115.76 (4)	C13—C12—C11	106.06 (12)
O7—Cd1—C5	85.96 (4)	C12—C13—O8	110.90 (12)
O3—Cd1—C5	169.05 (4)	C12—C13—C1^ii	131.25 (13)
O1—Cd1—C5	27.20 (4)	O8—C13—C1^ii	117.61 (12)
C6—Cd1—C5	143.45 (4)	C1—O9—C4	106.42 (10)
O2—C5—O1	123.49 (12)	C15—N2—C17	121.02 (15)
O2—C5—C4	117.53 (12)	C15—N2—C16	121.55 (14)
O1—C5—C4	118.90 (12)	C17—N2—C16	117.25 (15)
O2—C5—Cd1	57.41 (7)	O5—C15—N2	124.66 (14)
O1—C5—Cd1	68.08 (7)	O6—C18—C19	112.17 (14)

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

(4)

Crystal data

C10H16CoN0O12	Z = 1
Mr = 387.16	F(000) = 199
Triclinic, P1	Dx = 1.806 Mg m^−3
a = 5.5872 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 6.6969 (5) Å	Cell parameters from 4940 reflections
c = 10.5753 (8) Å	θ = 3.6–26.7°
α = 77.217 (2)°	µ = 1.27 mm^−1
β = 74.884 (2)°	T = 100 K
γ = 70.434 (2)°	Stick, colourless
V = 356.02 (5) Å^3	0.48 × 0.22 × 0.14 mm

Data collection

Bruker APEX-II CCD diffractometer	1429 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.063
Graphite monochromator	θmax = 26.8°, θmin = 3.6°
φ and ω scans	h = −6→7
6011 measured reflections	k = −8→8
1495 independent 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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.111	H atoms treated by a mixture of independent and constrained refinement
S = 1.07	w = 1/[σ^2(Fo^2) + (0.0699P)^2 + 0.2561P] where P = (Fo^2 + 2Fc^2)/3
1495 reflections	(Δ/σ)max < 0.001
106 parameters	Δρmax = 0.90 e Å^−3
0 restraints	Δρmin = −1.37 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
Co1	0.0000	0.5000	0.5000	0.00736 (19)
O2	0.2337 (3)	0.2082 (2)	0.44019 (16)	0.0121 (4)
H2A	0.2274	0.0892	0.4962	0.015*
H2B	0.4048	0.1789	0.4225	0.015*
O4	0.2831 (3)	0.6562 (3)	0.39961 (16)	0.0116 (4)
H4A	0.4654	0.6028	0.3833	0.014*
H4B	0.2532	0.7099	0.3293	0.014*
O6	−0.3583 (3)	0.5383 (2)	0.12408 (16)	0.0088 (4)
O12	0.0168 (3)	0.8094 (2)	0.20648 (16)	0.0107 (4)
O30	−0.1630 (3)	0.5560 (3)	0.33082 (16)	0.0095 (4)
C2	−0.4284 (4)	0.5688 (3)	0.0051 (2)	0.0095 (5)
C4	−0.3436 (5)	0.7259 (4)	−0.0807 (2)	0.0115 (5)
H4	−0.3685	0.7757	−0.1671	0.014*
C5	−0.2092 (5)	0.7988 (3)	−0.0121 (2)	0.0109 (5)
H5	−0.1282	0.9059	−0.0448	0.013*
C6	−0.2221 (4)	0.6815 (3)	0.1107 (2)	0.0089 (4)
C7	−0.1156 (4)	0.6828 (3)	0.2240 (2)	0.0080 (4)
O22	0.7561 (3)	0.1388 (3)	0.35646 (17)	0.0140 (4)
H22A	0.8020	0.2376	0.3565	0.017*
H22B	0.8143	0.0487	0.3010	0.017*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Co1	0.0059 (3)	0.0105 (3)	0.0053 (3)	−0.00335 (17)	−0.00016 (17)	−0.00009 (16)
O2	0.0096 (8)	0.0122 (8)	0.0115 (8)	−0.0020 (6)	0.0007 (6)	−0.0007 (6)
O4	0.0094 (8)	0.0172 (8)	0.0071 (8)	−0.0063 (6)	−0.0004 (6)	0.0027 (6)
O6	0.0091 (8)	0.0118 (7)	0.0063 (8)	−0.0047 (6)	−0.0011 (6)	−0.0007 (6)
O12	0.0120 (8)	0.0118 (8)	0.0100 (8)	−0.0066 (6)	−0.0019 (6)	−0.0006 (6)
O30	0.0087 (8)	0.0131 (8)	0.0072 (8)	−0.0054 (6)	−0.0014 (6)	0.0007 (6)
C2	0.0075 (10)	0.0126 (10)	0.0077 (11)	−0.0013 (9)	−0.0009 (8)	−0.0039 (8)
C4	0.0130 (11)	0.0128 (11)	0.0086 (11)	−0.0035 (9)	−0.0033 (9)	−0.0003 (8)
C5	0.0127 (11)	0.0112 (10)	0.0091 (11)	−0.0047 (9)	−0.0021 (9)	−0.0001 (8)
C6	0.0074 (10)	0.0094 (10)	0.0098 (11)	−0.0031 (8)	−0.0007 (8)	−0.0016 (8)
C7	0.0057 (10)	0.0095 (10)	0.0063 (10)	−0.0008 (8)	0.0011 (8)	−0.0011 (8)
O22	0.0144 (9)	0.0122 (8)	0.0160 (9)	−0.0065 (7)	0.0014 (7)	−0.0045 (7)

Geometric parameters (Å, º)

Co1—O2^i	2.0812 (16)	O12—C7	1.257 (3)
Co1—O2	2.0812 (16)	O30—C7	1.279 (3)
Co1—O4^i	2.1130 (16)	C2—C4	1.357 (3)
Co1—O4	2.1130 (16)	C2—C2^ii	1.443 (4)
Co1—O30^i	2.1200 (16)	C4—C5	1.420 (3)
Co1—O30	2.1200 (16)	C4—H4	0.9300
O2—H2A	0.8864	C5—C6	1.359 (3)
O2—H2B	0.8857	C5—H5	0.9300
O4—H4A	0.9418	C6—C7	1.473 (3)
O4—H4B	0.7852	O22—H22A	0.7856
O6—C2	1.367 (3)	O22—H22B	0.8603
O6—C6	1.375 (3)
O2^i—Co1—O2	180.0	H4A—O4—H4B	103.5
O2^i—Co1—O4^i	92.55 (6)	C2—O6—C6	105.65 (17)
O2—Co1—O4^i	87.45 (6)	C7—O30—Co1	125.83 (14)
O2^i—Co1—O4	87.45 (6)	C4—C2—O6	111.12 (19)
O2—Co1—O4	92.55 (6)	C4—C2—C2^ii	133.3 (3)
O4^i—Co1—O4	180.0	O6—C2—C2^ii	115.6 (2)
O2^i—Co1—O30^i	86.98 (6)	C2—C4—C5	106.2 (2)
O2—Co1—O30^i	93.02 (6)	C2—C4—H4	126.9
O4^i—Co1—O30^i	93.29 (6)	C5—C4—H4	126.9
O4—Co1—O30^i	86.71 (6)	C6—C5—C4	106.6 (2)
O2^i—Co1—O30	93.02 (6)	C6—C5—H5	126.7
O2—Co1—O30	86.98 (6)	C4—C5—H5	126.7
O4^i—Co1—O30	86.71 (6)	C5—C6—O6	110.50 (19)
O4—Co1—O30	93.29 (6)	C5—C6—C7	131.4 (2)
O30^i—Co1—O30	180.0000 (10)	O6—C6—C7	118.11 (19)
Co1—O2—H2A	118.3	O12—C7—O30	125.5 (2)
Co1—O2—H2B	120.1	O12—C7—C6	116.4 (2)
H2A—O2—H2B	96.2	O30—C7—C6	118.14 (19)
Co1—O4—H4A	130.0	H22A—O22—H22B	128.5
Co1—O4—H4B	108.1
O2^i—Co1—O30—C7	75.44 (18)	C4—C5—C6—O6	−0.2 (3)
O2—Co1—O30—C7	−104.56 (18)	C4—C5—C6—C7	178.9 (2)
O4^i—Co1—O30—C7	167.82 (18)	C2—O6—C6—C5	0.5 (2)
O4—Co1—O30—C7	−12.18 (18)	C2—O6—C6—C7	−178.78 (18)
O30^i—Co1—O30—C7	3E1 (10)	Co1—O30—C7—O12	−6.9 (3)
C6—O6—C2—C4	−0.6 (2)	Co1—O30—C7—C6	172.65 (14)
C6—O6—C2—C2^ii	178.9 (2)	C5—C6—C7—O12	−1.9 (4)
O6—C2—C4—C5	0.5 (3)	O6—C6—C7—O12	177.18 (18)
C2^ii—C2—C4—C5	−178.9 (3)	C5—C6—C7—O30	178.5 (2)
C2—C4—C5—C6	−0.1 (3)	O6—C6—C7—O30	−2.4 (3)

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