Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615004258/qs3042sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229615004258/qs3042Isup2.hkl |
CCDC reference: 1051577
Data collection: CrystalClear (Rigaku, 2002); cell refinement: CrystalClear (Rigaku, 2002); data reduction: CrystalClear (Rigaku, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: DIAMOND (Brandenburg, 2004); software used to prepare material for publication: publCIF (Westrip, 2010).
[Cd2(C7H5N6O)2(C2H3O2)(OH)]·0.75H2O | F(000) = 2025 |
Mr = 690.70 | Dx = 1.795 Mg m−3 |
Hexagonal, P61 | Mo Kα radiation, λ = 0.71073 Å |
a = 13.3384 (19) Å | µ = 1.71 mm−1 |
c = 24.957 (5) Å | T = 293 K |
V = 3845.3 (13) Å3 | Block, colourless |
Z = 6 | 0.15 × 0.13 × 0.12 mm |
Rigaku Saturn 724 CCD area-detector diffractometer | 5779 reflections with I > 2σ(I) |
ω scans | Rint = 0.073 |
Absorption correction: numerical (RAPID-AUTO; Rigaku, 1998) | θmax = 27.5°, θmin = 3.5° |
Tmin = 0.821, Tmax = 0.924 | h = −12→17 |
32583 measured reflections | k = −17→17 |
5837 independent reflections | l = −31→32 |
Refinement on F2 | Hydrogen site location: mixed |
Least-squares matrix: full | H atoms treated by a mixture of independent and constrained refinement |
R[F2 > 2σ(F2)] = 0.046 | w = 1/[σ2(Fo2) + (0.0417P)2 + 13.0243P] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.105 | (Δ/σ)max = 0.001 |
S = 1.09 | Δρmax = 0.81 e Å−3 |
5837 reflections | Δρmin = −0.95 e Å−3 |
329 parameters | Absolute structure: Flack x determined using 2636 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons et al., 2013) |
2 restraints | Absolute structure parameter: 0.057 (18) |
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. |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cd1 | 0.11549 (5) | 0.71693 (5) | 0.11990 (3) | 0.01890 (15) | |
Cd2 | 0.00945 (5) | 0.38612 (5) | 0.07650 (3) | 0.01994 (15) | |
N1 | 0.2764 (6) | 0.8412 (7) | 0.1656 (3) | 0.0236 (17) | |
N2 | 0.2657 (7) | 0.9096 (7) | 0.2023 (3) | 0.0231 (16) | |
N3 | 0.3654 (7) | 0.9740 (7) | 0.2245 (3) | 0.0224 (17) | |
N4 | 0.4461 (6) | 0.9513 (7) | 0.2043 (3) | 0.0196 (15) | |
N5 | 0.4320 (7) | 0.8202 (8) | 0.1319 (4) | 0.0289 (19) | |
H5A | 0.3886 | 0.7764 | 0.1065 | 0.035* | |
N6 | 0.6592 (7) | 0.6863 (8) | 0.0199 (4) | 0.0260 (17) | |
N7 | 0.1698 (7) | 1.4394 (7) | 0.0258 (3) | 0.0233 (16) | |
N8 | 0.2213 (7) | 1.5383 (7) | −0.0030 (4) | 0.0298 (19) | |
N9 | 0.2928 (7) | 1.5355 (7) | −0.0375 (4) | 0.0266 (18) | |
N10 | 0.2896 (7) | 1.4319 (7) | −0.0326 (3) | 0.0239 (18) | |
N11 | 0.1916 (8) | 1.2693 (7) | 0.0246 (4) | 0.032 (2) | |
H11A | 0.2365 | 1.2456 | 0.0125 | 0.038* | |
N12 | 0.1006 (7) | 0.8805 (7) | 0.0980 (4) | 0.0266 (17) | |
C1 | 0.3896 (8) | 0.8702 (8) | 0.1666 (4) | 0.0229 (19) | |
C2 | 0.5379 (8) | 0.8385 (9) | 0.1369 (4) | 0.027 (2) | |
C3 | 0.5770 (9) | 0.7818 (9) | 0.0956 (4) | 0.028 (2) | |
C4 | 0.5168 (11) | 0.7345 (13) | 0.0487 (5) | 0.048 (3) | |
H4 | 0.4473 | 0.7327 | 0.0421 | 0.058* | |
C5 | 0.5612 (10) | 0.6900 (13) | 0.0120 (5) | 0.047 (3) | |
H5 | 0.5213 | 0.6609 | −0.0200 | 0.056* | |
C6 | 0.7129 (11) | 0.7292 (13) | 0.0652 (5) | 0.050 (4) | |
H6 | 0.7800 | 0.7260 | 0.0716 | 0.060* | |
C7 | 0.6785 (11) | 0.7789 (13) | 0.1045 (5) | 0.046 (3) | |
H7 | 0.7216 | 0.8093 | 0.1356 | 0.055* | |
C8 | 0.2137 (9) | 1.3768 (8) | 0.0067 (4) | 0.024 (2) | |
C9 | 0.1094 (10) | 1.1984 (9) | 0.0580 (4) | 0.027 (2) | |
C10 | 0.1086 (8) | 1.0878 (8) | 0.0713 (4) | 0.026 (2) | |
C11 | 0.0161 (9) | 1.0024 (9) | 0.1000 (5) | 0.035 (2) | |
H11 | −0.0446 | 1.0128 | 0.1112 | 0.042* | |
C12 | 0.0168 (9) | 0.9017 (9) | 0.1113 (5) | 0.036 (3) | |
H12 | −0.0464 | 0.8442 | 0.1298 | 0.043* | |
C13 | 0.1942 (12) | 1.0661 (12) | 0.0555 (7) | 0.063 (5) | |
H13 | 0.2564 | 1.1201 | 0.0352 | 0.076* | |
C14 | 0.1867 (13) | 0.9614 (12) | 0.0703 (7) | 0.064 (5) | |
H14 | 0.2462 | 0.9485 | 0.0599 | 0.077* | |
C15 | 0.1475 (9) | 0.5021 (9) | 0.1669 (5) | 0.038 (3) | |
C16 | 0.2206 (16) | 0.5707 (12) | 0.2148 (6) | 0.074 (6) | |
H16A | 0.2420 | 0.5233 | 0.2353 | 0.111* | |
H16B | 0.2892 | 0.6383 | 0.2024 | 0.111* | |
H16C | 0.1767 | 0.5937 | 0.2370 | 0.111* | |
O1 | 0.6132 (7) | 0.8948 (8) | 0.1730 (4) | 0.043 (2) | |
OW1 | 0.748 (5) | 0.787 (5) | 0.238 (2) | 0.087 (9)* | 0.25 |
O2 | 0.0352 (7) | 1.2171 (6) | 0.0777 (4) | 0.0361 (18) | |
OW2 | 0.467 (5) | 0.524 (5) | 0.195 (2) | 0.087 (9)* | 0.25 |
O3 | 0.2528 (7) | 0.7475 (7) | 0.0528 (3) | 0.0304 (16) | |
H3 | 0.244 (11) | 0.688 (6) | 0.037 (4) | 0.036* | |
OW3 | 0.424 (5) | 0.458 (5) | 0.142 (2) | 0.087 (9)* | 0.25 |
O4 | 0.1113 (6) | 0.5452 (6) | 0.1358 (3) | 0.0298 (15) | |
O5 | 0.1242 (7) | 0.3964 (6) | 0.1613 (4) | 0.044 (2) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.0161 (3) | 0.0174 (3) | 0.0226 (3) | 0.0079 (2) | −0.0018 (2) | −0.0021 (3) |
Cd2 | 0.0197 (3) | 0.0178 (3) | 0.0244 (3) | 0.0109 (3) | 0.0029 (2) | 0.0031 (3) |
N1 | 0.014 (3) | 0.025 (4) | 0.029 (4) | 0.008 (3) | −0.008 (3) | −0.017 (3) |
N2 | 0.019 (4) | 0.023 (4) | 0.026 (4) | 0.009 (3) | −0.004 (3) | −0.010 (3) |
N3 | 0.019 (4) | 0.022 (4) | 0.026 (4) | 0.010 (3) | −0.001 (3) | −0.008 (3) |
N4 | 0.016 (3) | 0.020 (4) | 0.025 (4) | 0.010 (3) | −0.001 (3) | −0.002 (3) |
N5 | 0.020 (4) | 0.037 (5) | 0.031 (5) | 0.016 (4) | −0.003 (3) | −0.010 (4) |
N6 | 0.019 (4) | 0.034 (5) | 0.031 (5) | 0.018 (4) | 0.000 (3) | −0.002 (4) |
N7 | 0.024 (4) | 0.016 (4) | 0.033 (4) | 0.013 (3) | 0.007 (3) | 0.002 (3) |
N8 | 0.032 (4) | 0.022 (4) | 0.040 (5) | 0.016 (4) | 0.015 (4) | 0.007 (4) |
N9 | 0.028 (4) | 0.018 (4) | 0.039 (5) | 0.015 (3) | 0.005 (4) | 0.004 (3) |
N10 | 0.028 (4) | 0.018 (4) | 0.030 (5) | 0.015 (3) | 0.014 (3) | 0.009 (3) |
N11 | 0.036 (5) | 0.024 (4) | 0.045 (5) | 0.022 (4) | 0.022 (4) | 0.014 (4) |
N12 | 0.026 (4) | 0.026 (4) | 0.032 (4) | 0.016 (4) | 0.000 (3) | 0.002 (3) |
C1 | 0.014 (4) | 0.028 (5) | 0.030 (5) | 0.012 (4) | −0.001 (4) | −0.004 (4) |
C2 | 0.019 (4) | 0.027 (5) | 0.036 (5) | 0.014 (4) | 0.003 (4) | −0.003 (4) |
C3 | 0.023 (5) | 0.033 (5) | 0.027 (5) | 0.013 (4) | 0.002 (4) | −0.003 (4) |
C4 | 0.032 (6) | 0.073 (9) | 0.049 (7) | 0.033 (7) | −0.009 (5) | −0.027 (7) |
C5 | 0.032 (6) | 0.080 (10) | 0.042 (7) | 0.039 (6) | −0.011 (5) | −0.028 (7) |
C6 | 0.042 (7) | 0.083 (10) | 0.051 (8) | 0.050 (7) | −0.018 (6) | −0.037 (7) |
C7 | 0.052 (8) | 0.081 (10) | 0.031 (6) | 0.053 (8) | −0.013 (5) | −0.027 (6) |
C8 | 0.031 (5) | 0.014 (4) | 0.030 (5) | 0.015 (4) | 0.014 (4) | 0.006 (4) |
C9 | 0.039 (6) | 0.023 (5) | 0.023 (5) | 0.019 (4) | 0.008 (4) | 0.005 (4) |
C10 | 0.028 (5) | 0.019 (4) | 0.034 (5) | 0.013 (4) | 0.007 (4) | 0.006 (4) |
C11 | 0.025 (5) | 0.026 (5) | 0.058 (7) | 0.015 (4) | 0.021 (5) | 0.014 (5) |
C12 | 0.027 (5) | 0.025 (5) | 0.057 (8) | 0.014 (4) | 0.018 (5) | 0.015 (5) |
C13 | 0.059 (8) | 0.048 (8) | 0.108 (13) | 0.045 (7) | 0.056 (9) | 0.049 (8) |
C14 | 0.061 (9) | 0.052 (8) | 0.100 (13) | 0.043 (7) | 0.051 (9) | 0.048 (9) |
C15 | 0.025 (5) | 0.020 (5) | 0.054 (7) | 0.001 (4) | 0.004 (5) | 0.004 (5) |
C16 | 0.098 (13) | 0.035 (7) | 0.066 (10) | 0.017 (8) | −0.056 (10) | 0.003 (7) |
O1 | 0.031 (4) | 0.057 (5) | 0.050 (5) | 0.029 (4) | −0.012 (4) | −0.031 (4) |
O2 | 0.037 (4) | 0.030 (4) | 0.051 (5) | 0.024 (3) | 0.018 (4) | 0.012 (4) |
O3 | 0.029 (4) | 0.029 (4) | 0.034 (4) | 0.016 (3) | 0.007 (3) | −0.006 (3) |
O4 | 0.029 (4) | 0.025 (3) | 0.034 (4) | 0.013 (3) | −0.006 (3) | −0.007 (3) |
O5 | 0.031 (4) | 0.023 (4) | 0.073 (7) | 0.010 (3) | −0.002 (4) | 0.010 (4) |
Cd1—N1 | 2.258 (7) | N11—C8 | 1.386 (11) |
Cd1—O4 | 2.299 (7) | N11—H11A | 0.8600 |
Cd1—N3i | 2.307 (8) | N12—C14 | 1.312 (15) |
Cd1—N6ii | 2.347 (8) | N12—C12 | 1.326 (13) |
Cd1—N12 | 2.352 (8) | C2—O1 | 1.278 (13) |
Cd1—O3 | 2.361 (7) | C2—C3 | 1.517 (13) |
Cd2—N7iii | 2.273 (8) | C3—C4 | 1.380 (16) |
Cd2—N10iv | 2.283 (8) | C3—C7 | 1.391 (15) |
Cd2—O1i | 2.284 (8) | C4—C5 | 1.377 (15) |
Cd2—N4i | 2.302 (7) | C4—H4 | 0.9300 |
Cd2—O4 | 2.378 (7) | C5—H5 | 0.9300 |
Cd2—O2iii | 2.445 (7) | C6—C7 | 1.385 (15) |
Cd2—O5 | 2.575 (9) | C6—H6 | 0.9300 |
N1—N2 | 1.350 (10) | C7—H7 | 0.9300 |
N1—C1 | 1.359 (11) | C9—O2 | 1.236 (12) |
N2—N3 | 1.294 (11) | C9—C10 | 1.507 (13) |
N3—N4 | 1.354 (10) | C10—C13 | 1.368 (15) |
N3—Cd1v | 2.307 (8) | C10—C11 | 1.389 (13) |
N4—C1 | 1.343 (12) | C11—C12 | 1.377 (14) |
N4—Cd2v | 2.302 (7) | C11—H11 | 0.9300 |
N5—C2 | 1.314 (12) | C12—H12 | 0.9300 |
N5—C1 | 1.376 (12) | C13—C14 | 1.399 (16) |
N5—H5A | 0.8600 | C13—H13 | 0.9300 |
N6—C6 | 1.308 (15) | C14—H14 | 0.9300 |
N6—C5 | 1.348 (13) | C15—O4 | 1.201 (14) |
N6—Cd1vi | 2.347 (8) | C15—O5 | 1.290 (13) |
N7—C8 | 1.324 (11) | C15—C16 | 1.525 (18) |
N7—N8 | 1.349 (11) | C16—H16A | 0.9600 |
N7—Cd2vii | 2.273 (8) | C16—H16B | 0.9600 |
N8—N9 | 1.301 (12) | C16—H16C | 0.9600 |
N9—N10 | 1.366 (10) | O1—Cd2v | 2.284 (8) |
N10—C8 | 1.336 (12) | O2—Cd2vii | 2.445 (7) |
N10—Cd2viii | 2.283 (8) | OW2—OW3 | 1.54 (7) |
N11—C9 | 1.325 (13) | O3—H3 | 0.841 (15) |
N1—Cd1—O4 | 100.6 (3) | C8—N11—H11A | 116.1 |
N1—Cd1—N3i | 168.2 (3) | C14—N12—C12 | 116.2 (9) |
O4—Cd1—N3i | 83.5 (3) | C14—N12—Cd1 | 116.1 (7) |
N1—Cd1—N6ii | 101.5 (3) | C12—N12—Cd1 | 127.7 (7) |
O4—Cd1—N6ii | 86.5 (3) | N4—C1—N1 | 109.8 (8) |
N3i—Cd1—N6ii | 89.7 (3) | N4—C1—N5 | 129.1 (8) |
N1—Cd1—N12 | 85.8 (3) | N1—C1—N5 | 121.2 (8) |
O4—Cd1—N12 | 173.6 (3) | O1—C2—N5 | 129.3 (10) |
N3i—Cd1—N12 | 90.2 (3) | O1—C2—C3 | 114.0 (8) |
N6ii—Cd1—N12 | 92.2 (3) | N5—C2—C3 | 116.6 (9) |
N1—Cd1—O3 | 82.0 (3) | C4—C3—C7 | 118.3 (10) |
O4—Cd1—O3 | 85.7 (3) | C4—C3—C2 | 122.5 (10) |
N3i—Cd1—O3 | 87.3 (3) | C7—C3—C2 | 119.1 (9) |
N6ii—Cd1—O3 | 171.9 (3) | C5—C4—C3 | 119.0 (11) |
N12—Cd1—O3 | 95.3 (3) | C5—C4—H4 | 120.5 |
N7iii—Cd2—N10iv | 163.2 (3) | C3—C4—H4 | 120.5 |
N7iii—Cd2—O1i | 90.1 (3) | N6—C5—C4 | 123.5 (11) |
N10iv—Cd2—O1i | 90.2 (3) | N6—C5—H5 | 118.2 |
N7iii—Cd2—N4i | 97.9 (3) | C4—C5—H5 | 118.2 |
N10iv—Cd2—N4i | 98.3 (3) | N6—C6—C7 | 125.6 (10) |
O1i—Cd2—N4i | 75.2 (3) | N6—C6—H6 | 117.2 |
N7iii—Cd2—O4 | 92.2 (3) | C7—C6—H6 | 117.2 |
N10iv—Cd2—O4 | 93.5 (3) | C6—C7—C3 | 117.4 (11) |
O1i—Cd2—O4 | 158.7 (3) | C6—C7—H7 | 121.3 |
N4i—Cd2—O4 | 83.5 (3) | C3—C7—H7 | 121.3 |
N7iii—Cd2—O2iii | 75.6 (3) | N7—C8—N10 | 111.7 (8) |
N10iv—Cd2—O2iii | 88.0 (3) | N7—C8—N11 | 127.2 (9) |
O1i—Cd2—O2iii | 78.8 (3) | N10—C8—N11 | 121.0 (8) |
N4i—Cd2—O2iii | 153.2 (3) | O2—C9—N11 | 124.5 (9) |
O4—Cd2—O2iii | 122.3 (3) | O2—C9—C10 | 119.7 (9) |
N7iii—Cd2—O5 | 90.0 (3) | N11—C9—C10 | 115.8 (9) |
N10iv—Cd2—O5 | 81.3 (3) | C13—C10—C11 | 117.9 (9) |
O1i—Cd2—O5 | 149.5 (3) | C13—C10—C9 | 123.1 (9) |
N4i—Cd2—O5 | 134.9 (3) | C11—C10—C9 | 119.0 (9) |
O4—Cd2—O5 | 51.8 (2) | C12—C11—C10 | 118.0 (9) |
O2iii—Cd2—O5 | 71.6 (3) | C12—C11—H11 | 121.0 |
N2—N1—C1 | 105.9 (7) | C10—C11—H11 | 121.0 |
N2—N1—Cd1 | 117.1 (5) | N12—C12—C11 | 125.0 (10) |
C1—N1—Cd1 | 137.0 (6) | N12—C12—H12 | 117.5 |
N3—N2—N1 | 108.5 (7) | C11—C12—H12 | 117.5 |
N2—N3—N4 | 111.1 (7) | C10—C13—C14 | 118.9 (11) |
N2—N3—Cd1v | 122.9 (6) | C10—C13—H13 | 120.5 |
N4—N3—Cd1v | 125.8 (6) | C14—C13—H13 | 120.5 |
C1—N4—N3 | 104.6 (7) | N12—C14—C13 | 123.8 (11) |
C1—N4—Cd2v | 129.4 (6) | N12—C14—H14 | 118.1 |
N3—N4—Cd2v | 124.4 (6) | C13—C14—H14 | 118.1 |
C2—N5—C1 | 120.9 (9) | O4—C15—O5 | 121.2 (11) |
C2—N5—H5A | 119.5 | O4—C15—C16 | 120.6 (11) |
C1—N5—H5A | 119.5 | O5—C15—C16 | 118.2 (12) |
C6—N6—C5 | 116.1 (9) | C15—C16—H16A | 109.5 |
C6—N6—Cd1vi | 125.7 (7) | C15—C16—H16B | 109.5 |
C5—N6—Cd1vi | 118.2 (7) | H16A—C16—H16B | 109.5 |
C8—N7—N8 | 104.9 (8) | C15—C16—H16C | 109.5 |
C8—N7—Cd2vii | 130.2 (6) | H16A—C16—H16C | 109.5 |
N8—N7—Cd2vii | 122.8 (6) | H16B—C16—H16C | 109.5 |
N9—N8—N7 | 110.3 (7) | C2—O1—Cd2v | 134.5 (6) |
N8—N9—N10 | 108.5 (8) | C9—O2—Cd2vii | 132.5 (7) |
C8—N10—N9 | 104.7 (7) | Cd1—O3—H3 | 117 (9) |
C8—N10—Cd2viii | 132.8 (6) | C15—O4—Cd1 | 140.7 (7) |
N9—N10—Cd2viii | 122.2 (6) | C15—O4—Cd2 | 99.3 (7) |
C9—N11—C8 | 127.8 (9) | Cd1—O4—Cd2 | 120.0 (3) |
C9—N11—H11A | 116.1 | C15—O5—Cd2 | 87.7 (7) |
Symmetry codes: (i) y−1, −x+y, z−1/6; (ii) x−y, x, z+1/6; (iii) x, y−1, z; (iv) x−y+1, x, z+1/6; (v) x−y+1, x+1, z+1/6; (vi) y, −x+y, z−1/6; (vii) x, y+1, z; (viii) y, −x+y+1, z−1/6. |
D—H···A | D—H | H···A | D···A | D—H···A |
N5—H5A···O3 | 0.86 | 2.13 | 2.868 (11) | 144 |
N11—H11A···O5viii | 0.86 | 2.03 | 2.814 (11) | 151 |
N11—H11A···O2i | 0.86 | 2.64 | 3.146 (13) | 119 |
O3—H3···N8iii | 0.84 (7) | 2.11 (6) | 2.955 (11) | 179 (13) |
Symmetry codes: (i) y−1, −x+y, z−1/6; (iii) x, y−1, z; (viii) y, −x+y+1, z−1/6. |