Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229616010603/yf3105sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229616010603/yf3105dj3530sup2.hkl | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229616010603/yf3105dj3531sup3.hkl |
CCDC references: 1488874; 1488873
For both compounds, data collection: APEX2 (Bruker, 2012); cell refinement: APEX2 (Bruker, 2012); data reduction: SAINT (Bruker, 2012); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009).
[Zn2(C6H8O4)2(C14H14N4)] | F(000) = 1352 |
Mr = 657.28 | Dx = 1.646 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.059 (6) Å | Cell parameters from 3260 reflections |
b = 20.839 (13) Å | θ = 2.3–28.0° |
c = 13.198 (8) Å | µ = 1.87 mm−1 |
β = 106.567 (9)° | T = 296 K |
V = 2652 (3) Å3 | Block, colorless |
Z = 4 | 0.26 × 0.25 × 0.21 mm |
Bruker APEXII CCD area-detector diffractometer | 3263 independent reflections |
Radiation source: fine-focus sealed tube | 2617 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.046 |
phi and ω scans | θmax = 28.4°, θmin = 2.3° |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | h = −13→12 |
Tmin = 0.643, Tmax = 0.695 | k = −20→27 |
8289 measured reflections | l = −17→17 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.039 | H-atom parameters constrained |
wR(F2) = 0.098 | w = 1/[σ2(Fo2) + (0.0561P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max = 0.001 |
3263 reflections | Δρmax = 0.88 e Å−3 |
182 parameters | Δρmin = −0.70 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0216 (8) |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.2417 (2) | 0.89105 (12) | 0.72458 (18) | 0.0265 (5) | |
C2 | 0.1554 (2) | 0.88417 (12) | 0.60894 (17) | 0.0257 (5) | |
C3 | 0.1814 (3) | 0.93929 (11) | 0.54097 (19) | 0.0271 (5) | |
H3A | 0.1194 | 0.9339 | 0.4703 | 0.033* | |
H3B | 0.1553 | 0.9789 | 0.5689 | 0.033* | |
C4 | 0.3263 (3) | 0.94752 (11) | 0.53172 (18) | 0.0256 (5) | |
C5 | 0.1838 (4) | 0.81974 (13) | 0.5637 (2) | 0.0466 (8) | |
H5A | 0.1290 | 0.8164 | 0.4913 | 0.070* | |
H5B | 0.1600 | 0.7855 | 0.6038 | 0.070* | |
H5C | 0.2804 | 0.8169 | 0.5675 | 0.070* | |
C6 | 0.0026 (3) | 0.88723 (18) | 0.6077 (2) | 0.0508 (8) | |
H6A | −0.0553 | 0.8831 | 0.5363 | 0.076* | |
H6B | −0.0154 | 0.9276 | 0.6362 | 0.076* | |
H6C | −0.0170 | 0.8529 | 0.6498 | 0.076* | |
C7 | 0.3469 (2) | 0.90206 (12) | 1.11939 (18) | 0.0260 (5) | |
H7 | 0.3438 | 0.9450 | 1.1375 | 0.031* | |
C8 | 0.3431 (3) | 0.79762 (12) | 1.1277 (2) | 0.0337 (6) | |
H8 | 0.3367 | 0.7559 | 1.1507 | 0.040* | |
C9 | 0.3647 (3) | 0.81574 (12) | 1.0352 (2) | 0.0333 (6) | |
H9 | 0.3767 | 0.7880 | 0.9833 | 0.040* | |
C10 | 0.2962 (2) | 0.85880 (13) | 1.28073 (19) | 0.0307 (5) | |
H10A | 0.3337 | 0.8987 | 1.3150 | 0.037* | |
H10B | 0.3387 | 0.8238 | 1.3272 | 0.037* | |
C11 | 0.1424 (2) | 0.85765 (12) | 1.26456 (17) | 0.0255 (5) | |
C12 | 0.0702 (2) | 0.80013 (12) | 1.25671 (19) | 0.0302 (5) | |
H12 | 0.1173 | 0.7614 | 1.2606 | 0.036* | |
C13 | 0.0704 (3) | 0.91564 (12) | 1.25725 (19) | 0.0285 (5) | |
H13 | 0.1180 | 0.9543 | 1.2622 | 0.034* | |
Zn1 | 0.38320 (3) | 0.933764 (12) | 0.906393 (19) | 0.02351 (13) | |
O1 | 0.2788 (2) | 0.84343 (9) | 0.78101 (15) | 0.0447 (5) | |
O2 | 0.26604 (19) | 0.94784 (9) | 0.76064 (14) | 0.0347 (4) | |
O3 | 0.42509 (19) | 0.92307 (9) | 0.60092 (15) | 0.0367 (5) | |
O4 | 0.3406 (2) | 0.97935 (9) | 0.45507 (14) | 0.0414 (5) | |
N1 | 0.36634 (19) | 0.88157 (9) | 1.03007 (15) | 0.0265 (4) | |
N2 | 0.33239 (19) | 0.85287 (9) | 1.18050 (15) | 0.0249 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0207 (12) | 0.0412 (14) | 0.0194 (11) | 0.0023 (10) | 0.0085 (9) | −0.0014 (10) |
C2 | 0.0218 (12) | 0.0342 (13) | 0.0194 (11) | −0.0070 (9) | 0.0033 (9) | 0.0001 (9) |
C3 | 0.0225 (12) | 0.0360 (13) | 0.0207 (11) | 0.0015 (10) | 0.0028 (9) | 0.0052 (9) |
C4 | 0.0279 (13) | 0.0283 (12) | 0.0220 (11) | −0.0078 (9) | 0.0093 (9) | −0.0030 (9) |
C5 | 0.070 (2) | 0.0335 (14) | 0.0351 (15) | −0.0112 (14) | 0.0129 (14) | −0.0075 (11) |
C6 | 0.0230 (14) | 0.089 (2) | 0.0386 (16) | −0.0137 (14) | 0.0051 (12) | 0.0072 (15) |
C7 | 0.0226 (12) | 0.0299 (12) | 0.0262 (12) | 0.0015 (9) | 0.0081 (9) | 0.0020 (9) |
C8 | 0.0351 (14) | 0.0292 (13) | 0.0363 (14) | −0.0030 (11) | 0.0093 (11) | 0.0004 (10) |
C9 | 0.0347 (14) | 0.0346 (14) | 0.0308 (13) | −0.0031 (11) | 0.0095 (11) | −0.0063 (10) |
C10 | 0.0219 (12) | 0.0472 (15) | 0.0222 (12) | −0.0009 (11) | 0.0052 (9) | 0.0033 (10) |
C11 | 0.0224 (12) | 0.0377 (13) | 0.0172 (10) | −0.0001 (10) | 0.0066 (9) | 0.0019 (9) |
C12 | 0.0274 (13) | 0.0308 (13) | 0.0341 (13) | 0.0049 (10) | 0.0113 (10) | 0.0023 (10) |
C13 | 0.0306 (13) | 0.0295 (12) | 0.0244 (12) | −0.0049 (10) | 0.0060 (10) | −0.0001 (9) |
Zn1 | 0.01921 (18) | 0.0334 (2) | 0.01853 (17) | 0.00077 (10) | 0.00643 (11) | −0.00087 (10) |
O1 | 0.0543 (13) | 0.0521 (12) | 0.0265 (10) | 0.0087 (10) | 0.0095 (9) | 0.0137 (8) |
O2 | 0.0324 (10) | 0.0427 (10) | 0.0240 (9) | 0.0072 (8) | 0.0002 (7) | −0.0090 (7) |
O3 | 0.0198 (9) | 0.0593 (12) | 0.0326 (10) | 0.0003 (8) | 0.0098 (8) | 0.0108 (8) |
O4 | 0.0548 (12) | 0.0417 (11) | 0.0305 (10) | −0.0182 (9) | 0.0163 (9) | 0.0060 (8) |
N1 | 0.0199 (10) | 0.0356 (11) | 0.0239 (10) | −0.0011 (8) | 0.0061 (8) | 0.0004 (8) |
N2 | 0.0183 (10) | 0.0339 (11) | 0.0233 (10) | −0.0017 (8) | 0.0071 (8) | 0.0034 (8) |
C1—O1 | 1.233 (3) | C8—C9 | 1.353 (4) |
C1—O2 | 1.273 (3) | C8—N2 | 1.366 (3) |
C1—C2 | 1.532 (3) | C8—H8 | 0.9300 |
C1—Zn1 | 2.575 (3) | C9—N1 | 1.374 (3) |
C2—C3 | 1.525 (3) | C9—H9 | 0.9300 |
C2—C5 | 1.529 (4) | C10—N2 | 1.474 (3) |
C2—C6 | 1.533 (4) | C10—C11 | 1.501 (3) |
C3—C4 | 1.506 (4) | C10—H10A | 0.9700 |
C3—H3A | 0.9700 | C10—H10B | 0.9700 |
C3—H3B | 0.9700 | C11—C12 | 1.390 (4) |
C4—O3 | 1.251 (3) | C11—C13 | 1.398 (4) |
C4—O4 | 1.252 (3) | C12—C12i | 1.372 (5) |
C5—H5A | 0.9600 | C12—H12 | 0.9300 |
C5—H5B | 0.9600 | C13—C13i | 1.374 (5) |
C5—H5C | 0.9600 | C13—H13 | 0.9300 |
C6—H6A | 0.9600 | Zn1—O2 | 1.970 (2) |
C6—H6B | 0.9600 | Zn1—O3ii | 1.971 (2) |
C6—H6C | 0.9600 | Zn1—O4iii | 2.008 (2) |
C7—N1 | 1.320 (3) | Zn1—N1 | 2.008 (2) |
C7—N2 | 1.338 (3) | O3—Zn1ii | 1.971 (2) |
C7—H7 | 0.9300 | O4—Zn1iv | 2.008 (2) |
O1—C1—O2 | 122.0 (2) | N2—C8—H8 | 126.8 |
O1—C1—C2 | 121.0 (2) | C8—C9—N1 | 109.3 (2) |
O2—C1—C2 | 117.0 (2) | C8—C9—H9 | 125.3 |
O1—C1—Zn1 | 73.95 (15) | N1—C9—H9 | 125.3 |
O2—C1—Zn1 | 48.22 (11) | N2—C10—C11 | 112.30 (19) |
C2—C1—Zn1 | 165.08 (17) | N2—C10—H10A | 109.1 |
C3—C2—C5 | 110.4 (2) | C11—C10—H10A | 109.1 |
C3—C2—C1 | 111.84 (19) | N2—C10—H10B | 109.1 |
C5—C2—C1 | 110.8 (2) | C11—C10—H10B | 109.1 |
C3—C2—C6 | 107.6 (2) | H10A—C10—H10B | 107.9 |
C5—C2—C6 | 109.3 (2) | C12—C11—C13 | 119.4 (2) |
C1—C2—C6 | 106.7 (2) | C12—C11—C10 | 121.3 (2) |
C4—C3—C2 | 117.75 (19) | C13—C11—C10 | 119.3 (2) |
C4—C3—H3A | 107.9 | C12i—C12—C11 | 120.42 (14) |
C2—C3—H3A | 107.9 | C12i—C12—H12 | 119.8 |
C4—C3—H3B | 107.9 | C11—C12—H12 | 119.8 |
C2—C3—H3B | 107.9 | C13i—C13—C11 | 120.18 (14) |
H3A—C3—H3B | 107.2 | C13i—C13—H13 | 119.9 |
O3—C4—O4 | 123.7 (2) | C11—C13—H13 | 119.9 |
O3—C4—C3 | 118.7 (2) | O2—Zn1—O3ii | 106.87 (9) |
O4—C4—C3 | 117.6 (2) | O2—Zn1—O4iii | 93.18 (8) |
C2—C5—H5A | 109.5 | O3ii—Zn1—O4iii | 114.74 (8) |
C2—C5—H5B | 109.5 | O2—Zn1—N1 | 135.11 (9) |
H5A—C5—H5B | 109.5 | O3ii—Zn1—N1 | 106.80 (8) |
C2—C5—H5C | 109.5 | O4iii—Zn1—N1 | 98.81 (9) |
H5A—C5—H5C | 109.5 | O2—Zn1—C1 | 28.81 (8) |
H5B—C5—H5C | 109.5 | O3ii—Zn1—C1 | 101.78 (8) |
C2—C6—H6A | 109.5 | O4iii—Zn1—C1 | 119.89 (8) |
C2—C6—H6B | 109.5 | N1—Zn1—C1 | 114.70 (9) |
H6A—C6—H6B | 109.5 | C1—O2—Zn1 | 102.97 (15) |
C2—C6—H6C | 109.5 | C4—O3—Zn1ii | 120.23 (16) |
H6A—C6—H6C | 109.5 | C4—O4—Zn1iv | 145.14 (17) |
H6B—C6—H6C | 109.5 | C7—N1—C9 | 105.8 (2) |
N1—C7—N2 | 111.1 (2) | C7—N1—Zn1 | 128.25 (17) |
N1—C7—H7 | 124.4 | C9—N1—Zn1 | 125.87 (17) |
N2—C7—H7 | 124.4 | C7—N2—C8 | 107.5 (2) |
C9—C8—N2 | 106.3 (2) | C7—N2—C10 | 125.0 (2) |
C9—C8—H8 | 126.8 | C8—N2—C10 | 127.2 (2) |
O1—C1—C2—C3 | −151.1 (2) | O2—C1—Zn1—N1 | 141.44 (16) |
O2—C1—C2—C3 | 32.7 (3) | C2—C1—Zn1—N1 | 148.8 (6) |
Zn1—C1—C2—C3 | 26.6 (7) | O1—C1—O2—Zn1 | 6.0 (3) |
O1—C1—C2—C5 | −27.4 (3) | C2—C1—O2—Zn1 | −177.87 (17) |
O2—C1—C2—C5 | 156.4 (2) | O3ii—Zn1—O2—C1 | 83.74 (16) |
Zn1—C1—C2—C5 | 150.2 (6) | O4iii—Zn1—O2—C1 | −159.21 (16) |
O1—C1—C2—C6 | 91.5 (3) | N1—Zn1—O2—C1 | −53.4 (2) |
O2—C1—C2—C6 | −84.6 (3) | O4—C4—O3—Zn1ii | 0.2 (3) |
Zn1—C1—C2—C6 | −90.8 (6) | C3—C4—O3—Zn1ii | −178.96 (16) |
C5—C2—C3—C4 | −62.2 (3) | O3—C4—O4—Zn1iv | −83.7 (4) |
C1—C2—C3—C4 | 61.7 (3) | C3—C4—O4—Zn1iv | 95.4 (3) |
C6—C2—C3—C4 | 178.6 (2) | N2—C7—N1—C9 | −0.3 (3) |
C2—C3—C4—O3 | −20.7 (3) | N2—C7—N1—Zn1 | 176.15 (15) |
C2—C3—C4—O4 | 160.0 (2) | C8—C9—N1—C7 | 0.5 (3) |
N2—C8—C9—N1 | −0.5 (3) | C8—C9—N1—Zn1 | −176.07 (17) |
N2—C10—C11—C12 | 84.2 (3) | O2—Zn1—N1—C7 | −109.6 (2) |
N2—C10—C11—C13 | −95.7 (3) | O3ii—Zn1—N1—C7 | 113.3 (2) |
C13—C11—C12—C12i | −0.8 (4) | O4iii—Zn1—N1—C7 | −6.0 (2) |
C10—C11—C12—C12i | 179.2 (3) | C1—Zn1—N1—C7 | −134.76 (19) |
C12—C11—C13—C13i | 0.2 (4) | O2—Zn1—N1—C9 | 66.3 (2) |
C10—C11—C13—C13i | −179.8 (3) | O3ii—Zn1—N1—C9 | −70.9 (2) |
O1—C1—Zn1—O2 | −174.7 (2) | O4iii—Zn1—N1—C9 | 169.9 (2) |
C2—C1—Zn1—O2 | 7.4 (6) | C1—Zn1—N1—C9 | 41.1 (2) |
O1—C1—Zn1—O3ii | 81.61 (16) | N1—C7—N2—C8 | 0.0 (3) |
O2—C1—Zn1—O3ii | −103.66 (16) | N1—C7—N2—C10 | −173.93 (19) |
C2—C1—Zn1—O3ii | −96.3 (6) | C9—C8—N2—C7 | 0.3 (3) |
O1—C1—Zn1—O4iii | −150.59 (14) | C9—C8—N2—C10 | 174.1 (2) |
O2—C1—Zn1—O4iii | 24.13 (18) | C11—C10—N2—C7 | 89.6 (3) |
C2—C1—Zn1—O4iii | 31.5 (7) | C11—C10—N2—C8 | −83.2 (3) |
O1—C1—Zn1—N1 | −33.28 (17) |
Symmetry codes: (i) −x, y, −z+5/2; (ii) −x+1, y, −z+3/2; (iii) x, −y+2, z+1/2; (iv) x, −y+2, z−1/2. |
[Cd2(C6H8O4)2(C14H14N4)] | F(000) = 1496 |
Mr = 751.34 | Dx = 1.835 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
a = 10.575 (3) Å | Cell parameters from 4764 reflections |
b = 20.477 (5) Å | θ = 2.4–28.6° |
c = 13.938 (3) Å | µ = 1.62 mm−1 |
β = 115.703 (14)° | T = 296 K |
V = 2719.6 (12) Å3 | Block, colorless |
Z = 4 | 0.26 × 0.21 × 0.17 mm |
Bruker APEXII CCD area-detector diffractometer | 3381 independent reflections |
Radiation source: fine-focus sealed tube | 2963 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.042 |
phi and ω scans | θmax = 28.5°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2012) | h = −13→14 |
Tmin = 0.678, Tmax = 0.770 | k = −27→26 |
8603 measured reflections | l = −18→10 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.034 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.092 | w = 1/[σ2(Fo2) + (0.0533P)2 + 0.0557P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.012 |
3381 reflections | Δρmax = 1.05 e Å−3 |
184 parameters | Δρmin = −1.36 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0034 (2) |
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. |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.773049 (19) | 0.177121 (9) | 0.923802 (13) | 0.02770 (11) | |
O1 | 0.7807 (2) | 0.10343 (10) | 0.79074 (15) | 0.0394 (5) | |
O2 | 0.7278 (2) | 0.20682 (9) | 0.75732 (15) | 0.0372 (5) | |
O3 | 0.5599 (2) | 0.13698 (13) | 0.9058 (2) | 0.0559 (6) | |
O4 | 0.6247 (2) | 0.22514 (11) | 0.9983 (2) | 0.0575 (7) | |
N1 | 0.9369 (2) | 0.12452 (11) | 1.05943 (17) | 0.0299 (5) | |
N2 | 1.1256 (2) | 0.09868 (10) | 1.20142 (16) | 0.0269 (4) | |
C1 | 0.7430 (3) | 0.14979 (13) | 0.72774 (19) | 0.0261 (5) | |
C2 | 0.7199 (3) | 0.14116 (13) | 0.6126 (2) | 0.0288 (5) | |
C3 | 0.6051 (3) | 0.18709 (13) | 0.5407 (2) | 0.0305 (6) | |
H3A | 0.6391 | 0.2315 | 0.5579 | 0.037* | |
H3B | 0.5886 | 0.1789 | 0.4677 | 0.037* | |
C4 | 0.5334 (3) | 0.18223 (13) | 0.9529 (2) | 0.0317 (6) | |
C5 | 0.6856 (4) | 0.07069 (15) | 0.5756 (2) | 0.0462 (8) | |
H5A | 0.7557 | 0.0423 | 0.6253 | 0.069* | |
H5B | 0.6843 | 0.0659 | 0.5066 | 0.069* | |
H5C | 0.5953 | 0.0594 | 0.5715 | 0.069* | |
C6 | 0.8570 (4) | 0.1594 (2) | 0.6071 (3) | 0.0487 (8) | |
H6A | 0.8828 | 0.2033 | 0.6326 | 0.073* | |
H6B | 0.8442 | 0.1566 | 0.5347 | 0.073* | |
H6C | 0.9299 | 0.1299 | 0.6506 | 0.073* | |
C7 | 1.0450 (3) | 0.14716 (13) | 1.1438 (2) | 0.0292 (5) | |
H7 | 1.0624 | 0.1912 | 1.1608 | 0.035* | |
C8 | 1.0673 (3) | 0.04124 (13) | 1.1521 (2) | 0.0353 (6) | |
H8 | 1.1007 | −0.0007 | 1.1742 | 0.042* | |
C9 | 0.9504 (3) | 0.05839 (14) | 1.0643 (2) | 0.0362 (6) | |
H9 | 0.8888 | 0.0293 | 1.0148 | 0.043* | |
C10 | 1.2580 (3) | 0.10580 (16) | 1.2965 (2) | 0.0342 (6) | |
H10A | 1.2668 | 0.0707 | 1.3456 | 0.041* | |
H10B | 1.2572 | 0.1467 | 1.3313 | 0.041* | |
C11 | 1.3831 (3) | 0.10469 (13) | 1.27156 (19) | 0.0286 (5) | |
C12 | 1.4418 (3) | 0.04608 (13) | 1.2605 (2) | 0.0354 (6) | |
H12 | 1.4020 | 0.0067 | 1.2668 | 0.042* | |
C13 | 1.4413 (3) | 0.16262 (14) | 1.2602 (2) | 0.0320 (6) | |
H13 | 1.4027 | 0.2021 | 1.2676 | 0.038* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.02447 (15) | 0.03472 (15) | 0.01904 (14) | −0.00038 (6) | 0.00488 (10) | 0.00079 (6) |
O1 | 0.0466 (12) | 0.0422 (11) | 0.0241 (9) | 0.0139 (9) | 0.0105 (9) | 0.0099 (8) |
O2 | 0.0530 (13) | 0.0323 (10) | 0.0244 (9) | −0.0021 (9) | 0.0149 (9) | −0.0015 (8) |
O3 | 0.0362 (12) | 0.0746 (16) | 0.0618 (15) | −0.0112 (11) | 0.0259 (11) | −0.0277 (13) |
O4 | 0.0390 (13) | 0.0442 (12) | 0.0766 (17) | −0.0176 (10) | 0.0133 (12) | −0.0101 (12) |
N1 | 0.0260 (11) | 0.0362 (11) | 0.0240 (10) | 0.0039 (9) | 0.0076 (9) | 0.0001 (9) |
N2 | 0.0222 (10) | 0.0359 (11) | 0.0202 (10) | 0.0022 (9) | 0.0070 (8) | 0.0014 (8) |
C1 | 0.0195 (12) | 0.0343 (13) | 0.0206 (11) | 0.0011 (10) | 0.0049 (9) | 0.0023 (10) |
C2 | 0.0300 (14) | 0.0364 (13) | 0.0208 (12) | 0.0042 (10) | 0.0117 (10) | 0.0036 (10) |
C3 | 0.0326 (15) | 0.0365 (13) | 0.0202 (13) | 0.0047 (11) | 0.0096 (11) | 0.0065 (10) |
C4 | 0.0270 (14) | 0.0385 (15) | 0.0214 (13) | −0.0050 (10) | 0.0028 (11) | 0.0060 (10) |
C5 | 0.064 (2) | 0.0387 (16) | 0.0335 (16) | 0.0079 (15) | 0.0191 (14) | −0.0023 (12) |
C6 | 0.0310 (16) | 0.080 (2) | 0.0383 (18) | 0.0061 (17) | 0.0183 (14) | 0.0065 (17) |
C7 | 0.0275 (13) | 0.0337 (13) | 0.0237 (12) | 0.0012 (10) | 0.0085 (10) | 0.0019 (10) |
C8 | 0.0363 (15) | 0.0306 (13) | 0.0330 (14) | 0.0019 (11) | 0.0094 (12) | −0.0005 (11) |
C9 | 0.0360 (15) | 0.0360 (13) | 0.0314 (14) | 0.0000 (12) | 0.0099 (12) | −0.0037 (11) |
C10 | 0.0262 (13) | 0.0524 (16) | 0.0205 (12) | 0.0020 (12) | 0.0069 (10) | 0.0009 (11) |
C11 | 0.0237 (12) | 0.0402 (14) | 0.0166 (11) | 0.0022 (10) | 0.0039 (9) | 0.0022 (10) |
C12 | 0.0343 (15) | 0.0328 (13) | 0.0399 (15) | −0.0034 (11) | 0.0169 (12) | 0.0003 (11) |
C13 | 0.0362 (16) | 0.0332 (12) | 0.0241 (13) | 0.0021 (11) | 0.0108 (11) | −0.0021 (10) |
Cd1—N1 | 2.212 (2) | C3—H3A | 0.9700 |
Cd1—O2 | 2.2406 (19) | C3—H3B | 0.9700 |
Cd1—O3 | 2.309 (2) | C4—C3ii | 1.508 (4) |
Cd1—O4i | 2.310 (2) | C5—H5A | 0.9600 |
Cd1—O1 | 2.419 (2) | C5—H5B | 0.9600 |
Cd1—O4 | 2.433 (3) | C5—H5C | 0.9600 |
Cd1—C1 | 2.670 (3) | C6—H6A | 0.9600 |
Cd1—C4 | 2.737 (3) | C6—H6B | 0.9600 |
O1—C1 | 1.236 (3) | C6—H6C | 0.9600 |
O2—C1 | 1.272 (3) | C7—H7 | 0.9300 |
O3—C4 | 1.236 (4) | C8—C9 | 1.355 (4) |
O4—C4 | 1.255 (3) | C8—H8 | 0.9300 |
O4—Cd1i | 2.310 (2) | C9—H9 | 0.9300 |
N1—C7 | 1.319 (3) | C10—C11 | 1.506 (4) |
N1—C9 | 1.360 (4) | C10—H10A | 0.9700 |
N2—C7 | 1.328 (3) | C10—H10B | 0.9700 |
N2—C8 | 1.367 (3) | C11—C13 | 1.377 (4) |
N2—C10 | 1.459 (3) | C11—C12 | 1.390 (4) |
C1—C2 | 1.525 (3) | C12—C12iii | 1.384 (6) |
C2—C5 | 1.522 (4) | C12—H12 | 0.9304 |
C2—C3 | 1.519 (4) | C13—C13iii | 1.388 (6) |
C2—C6 | 1.531 (4) | C13—H13 | 0.9306 |
C3—C4ii | 1.508 (4) | ||
N1—Cd1—O2 | 138.88 (8) | C1—C2—C6 | 107.5 (2) |
N1—Cd1—O3 | 106.58 (9) | C3—C2—C6 | 108.6 (2) |
O2—Cd1—O3 | 102.97 (9) | C4ii—C3—C2 | 116.1 (2) |
N1—Cd1—O4i | 89.25 (9) | C4ii—C3—H3A | 108.3 |
O2—Cd1—O4i | 95.60 (9) | C2—C3—H3A | 108.3 |
O3—Cd1—O4i | 126.55 (9) | C4ii—C3—H3B | 108.3 |
N1—Cd1—O1 | 94.43 (7) | C2—C3—H3B | 108.3 |
O2—Cd1—O1 | 55.84 (7) | H3A—C3—H3B | 107.4 |
O3—Cd1—O1 | 92.89 (8) | O3—C4—O4 | 119.4 (3) |
O4i—Cd1—O1 | 137.42 (9) | O3—C4—C3ii | 122.0 (2) |
N1—Cd1—O4 | 104.06 (9) | O4—C4—C3ii | 118.6 (3) |
O2—Cd1—O4 | 116.41 (8) | O3—C4—Cd1 | 56.96 (16) |
O3—Cd1—O4 | 53.87 (8) | O4—C4—Cd1 | 62.74 (18) |
O4i—Cd1—O4 | 72.91 (9) | C3ii—C4—Cd1 | 175.12 (19) |
O1—Cd1—O4 | 145.23 (8) | C2—C5—H5A | 109.5 |
N1—Cd1—C1 | 118.30 (8) | C2—C5—H5B | 109.5 |
O2—Cd1—C1 | 28.33 (8) | H5A—C5—H5B | 109.5 |
O3—Cd1—C1 | 97.88 (8) | C2—C5—H5C | 109.5 |
O4i—Cd1—C1 | 119.10 (9) | H5A—C5—H5C | 109.5 |
O1—Cd1—C1 | 27.55 (7) | H5B—C5—H5C | 109.5 |
O4—Cd1—C1 | 135.16 (8) | C2—C6—H6A | 109.5 |
N1—Cd1—C4 | 108.93 (8) | C2—C6—H6B | 109.5 |
O2—Cd1—C4 | 110.33 (8) | H6A—C6—H6B | 109.5 |
O3—Cd1—C4 | 26.66 (8) | C2—C6—H6C | 109.5 |
O4i—Cd1—C4 | 99.91 (9) | H6A—C6—H6C | 109.5 |
O1—Cd1—C4 | 118.58 (8) | H6B—C6—H6C | 109.5 |
O4—Cd1—C4 | 27.30 (8) | N1—C7—N2 | 110.9 (2) |
C1—Cd1—C4 | 116.91 (8) | N1—C7—H7 | 124.5 |
C1—O1—Cd1 | 87.57 (16) | N2—C7—H7 | 124.5 |
C1—O2—Cd1 | 94.95 (15) | C9—C8—N2 | 105.5 (2) |
C4—O3—Cd1 | 96.38 (18) | C9—C8—H8 | 127.3 |
C4—O4—Cd1i | 160.8 (2) | N2—C8—H8 | 127.3 |
C4—O4—Cd1 | 90.0 (2) | C8—C9—N1 | 109.8 (2) |
Cd1i—O4—Cd1 | 107.09 (9) | C8—C9—H9 | 125.1 |
C7—N1—C9 | 105.9 (2) | N1—C9—H9 | 125.1 |
C7—N1—Cd1 | 130.22 (18) | N2—C10—C11 | 112.5 (2) |
C9—N1—Cd1 | 123.63 (18) | N2—C10—H10A | 109.1 |
C7—N2—C8 | 108.0 (2) | C11—C10—H10A | 109.1 |
C7—N2—C10 | 125.9 (2) | N2—C10—H10B | 109.1 |
C8—N2—C10 | 126.0 (2) | C11—C10—H10B | 109.1 |
O1—C1—O2 | 121.5 (2) | H10A—C10—H10B | 107.8 |
O1—C1—C2 | 120.9 (2) | C13—C11—C12 | 119.2 (3) |
O2—C1—C2 | 117.6 (2) | C13—C11—C10 | 119.6 (2) |
O1—C1—Cd1 | 64.88 (14) | C12—C11—C10 | 121.1 (2) |
O2—C1—Cd1 | 56.73 (12) | C12iii—C12—C11 | 120.28 (16) |
C2—C1—Cd1 | 174.20 (18) | C12iii—C12—H12 | 120.0 |
C5—C2—C1 | 111.9 (2) | C11—C12—H12 | 119.7 |
C5—C2—C3 | 111.0 (2) | C11—C13—C13iii | 120.50 (16) |
C1—C2—C3 | 109.8 (2) | C11—C13—H13 | 119.7 |
C5—C2—C6 | 107.8 (3) | C13iii—C13—H13 | 119.8 |
N1—Cd1—O1—C1 | −151.59 (16) | O2—Cd1—C1—C2 | −9.7 (17) |
O2—Cd1—O1—C1 | −2.20 (15) | O3—Cd1—C1—C2 | 93.1 (18) |
O3—Cd1—O1—C1 | 101.53 (17) | O4i—Cd1—C1—C2 | −46.8 (18) |
O4i—Cd1—O1—C1 | −57.9 (2) | O1—Cd1—C1—C2 | 174.1 (19) |
O4—Cd1—O1—C1 | 85.8 (2) | O4—Cd1—C1—C2 | 47.9 (18) |
C4—Cd1—O1—C1 | 94.03 (17) | C4—Cd1—C1—C2 | 73.4 (18) |
N1—Cd1—O2—C1 | 52.7 (2) | O1—C1—C2—C5 | 24.9 (4) |
O3—Cd1—O2—C1 | −82.47 (16) | O2—C1—C2—C5 | −158.1 (3) |
O4i—Cd1—O2—C1 | 147.99 (15) | Cd1—C1—C2—C5 | −148.9 (17) |
O1—Cd1—O2—C1 | 2.15 (14) | O1—C1—C2—C3 | 148.6 (3) |
O4—Cd1—O2—C1 | −138.33 (15) | O2—C1—C2—C3 | −34.3 (3) |
C4—Cd1—O2—C1 | −109.26 (15) | Cd1—C1—C2—C3 | −25.2 (19) |
N1—Cd1—O3—C4 | 99.30 (19) | O1—C1—C2—C6 | −93.3 (3) |
O2—Cd1—O3—C4 | −109.63 (19) | O2—C1—C2—C6 | 83.7 (3) |
O4i—Cd1—O3—C4 | −2.4 (2) | Cd1—C1—C2—C6 | 92.8 (18) |
O1—Cd1—O3—C4 | −165.21 (19) | C5—C2—C3—C4ii | 69.4 (3) |
O4—Cd1—O3—C4 | 3.77 (17) | C1—C2—C3—C4ii | −54.8 (3) |
C1—Cd1—O3—C4 | −137.98 (19) | C6—C2—C3—C4ii | −172.2 (3) |
N1—Cd1—O4—C4 | −104.13 (18) | Cd1—O3—C4—O4 | −6.8 (3) |
O2—Cd1—O4—C4 | 83.32 (19) | Cd1—O3—C4—C3ii | 174.3 (2) |
O3—Cd1—O4—C4 | −3.68 (16) | Cd1i—O4—C4—O3 | 159.6 (6) |
O4i—Cd1—O4—C4 | 171.1 (2) | Cd1—O4—C4—O3 | 6.4 (3) |
O1—Cd1—O4—C4 | 15.9 (3) | Cd1i—O4—C4—C3ii | −21.5 (9) |
C1—Cd1—O4—C4 | 56.7 (2) | Cd1—O4—C4—C3ii | −174.7 (2) |
N1—Cd1—O4—Cd1i | 84.77 (11) | Cd1i—O4—C4—Cd1 | 153.2 (8) |
O2—Cd1—O4—Cd1i | −87.78 (11) | N1—Cd1—C4—O3 | −89.4 (2) |
O3—Cd1—O4—Cd1i | −174.78 (17) | O2—Cd1—C4—O3 | 78.2 (2) |
O4i—Cd1—O4—Cd1i | 0.0 | O4i—Cd1—C4—O3 | 178.0 (2) |
O1—Cd1—O4—Cd1i | −155.21 (8) | O1—Cd1—C4—O3 | 16.9 (2) |
C1—Cd1—O4—Cd1i | −114.35 (11) | O4—Cd1—C4—O3 | −173.4 (3) |
C4—Cd1—O4—Cd1i | −171.1 (2) | C1—Cd1—C4—O3 | 48.0 (2) |
O2—Cd1—N1—C7 | 96.3 (3) | N1—Cd1—C4—O4 | 83.99 (19) |
O3—Cd1—N1—C7 | −129.5 (2) | O2—Cd1—C4—O4 | −108.44 (18) |
O4i—Cd1—N1—C7 | −1.3 (2) | O3—Cd1—C4—O4 | 173.4 (3) |
O1—Cd1—N1—C7 | 136.2 (2) | O4i—Cd1—C4—O4 | −8.6 (2) |
O4—Cd1—N1—C7 | −73.5 (2) | O1—Cd1—C4—O4 | −169.76 (17) |
C1—Cd1—N1—C7 | 121.7 (2) | C1—Cd1—C4—O4 | −138.60 (18) |
C4—Cd1—N1—C7 | −101.6 (2) | N1—Cd1—C4—C3ii | −169 (2) |
O2—Cd1—N1—C9 | −76.8 (3) | O2—Cd1—C4—C3ii | −1 (2) |
O3—Cd1—N1—C9 | 57.4 (2) | O3—Cd1—C4—C3ii | −80 (2) |
O4i—Cd1—N1—C9 | −174.5 (2) | O4i—Cd1—C4—C3ii | 98 (2) |
O1—Cd1—N1—C9 | −37.0 (2) | O1—Cd1—C4—C3ii | −63 (2) |
O4—Cd1—N1—C9 | 113.3 (2) | O4—Cd1—C4—C3ii | 107 (2) |
C1—Cd1—N1—C9 | −51.5 (3) | C1—Cd1—C4—C3ii | −32 (2) |
C4—Cd1—N1—C9 | 85.3 (2) | C9—N1—C7—N2 | 0.0 (3) |
Cd1—O1—C1—O2 | 3.8 (2) | Cd1—N1—C7—N2 | −174.09 (17) |
Cd1—O1—C1—C2 | −179.3 (2) | C8—N2—C7—N1 | 0.0 (3) |
Cd1—O2—C1—O1 | −4.1 (3) | C10—N2—C7—N1 | 176.2 (2) |
Cd1—O2—C1—C2 | 178.9 (2) | C7—N2—C8—C9 | 0.0 (3) |
N1—Cd1—C1—O1 | 32.60 (19) | C10—N2—C8—C9 | −176.2 (2) |
O2—Cd1—C1—O1 | 176.2 (3) | N2—C8—C9—N1 | 0.0 (4) |
O3—Cd1—C1—O1 | −81.08 (17) | C7—N1—C9—C8 | 0.0 (3) |
O4i—Cd1—C1—O1 | 139.02 (16) | Cd1—N1—C9—C8 | 174.58 (19) |
O4—Cd1—C1—O1 | −126.24 (16) | C7—N2—C10—C11 | −93.5 (3) |
C4—Cd1—C1—O1 | −100.76 (17) | C8—N2—C10—C11 | 82.0 (3) |
N1—Cd1—C1—O2 | −143.55 (15) | N2—C10—C11—C13 | 96.7 (3) |
O3—Cd1—C1—O2 | 102.77 (16) | N2—C10—C11—C12 | −83.8 (3) |
O4i—Cd1—C1—O2 | −37.14 (17) | C13—C11—C12—C12iii | 0.7 (5) |
O1—Cd1—C1—O2 | −176.2 (3) | C10—C11—C12—C12iii | −178.9 (3) |
O4—Cd1—C1—O2 | 57.60 (19) | C12—C11—C13—C13iii | −1.2 (5) |
C4—Cd1—C1—O2 | 83.08 (17) | C10—C11—C13—C13iii | 178.4 (3) |
N1—Cd1—C1—C2 | −153.3 (18) |
Symmetry codes: (i) −x+3/2, −y+1/2, −z+2; (ii) −x+1, y, −z+3/2; (iii) −x+3, y, −z+5/2. |