





Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536810034616/hy2347sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536810034616/hy2347Isup2.hkl |
CCDC reference: 797601
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean
(C-C) = 0.006 Å
- R factor = 0.033
- wR factor = 0.064
- Data-to-parameter ratio = 12.5
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L= 0.595 42
Alert level G PLAT154_ALERT_1_G The su's on the Cell Angles are Equal (x 10000) 100 Deg.
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
The title complex was obtained by the reaction of Cd(CH3CO2)2.2H2O, 3-(2-pyridyl)pyrazole and benzene-1,2-dicarboxylic acid in a molar ratio of 1:1:1, mixed with water (10 ml) under hydrothermal conditions at 413 K for 3 d. After cooled to room temperature at a rate of 5 K h-1, colorless block crystals suitable for X-ray analysis were obtained in a 60% yield. Analysis, calculated for C24H20CdN6O5: C 49.29, H 3.45, N 14.37%; found: C 49.33, H 3.35, N 14.44%.
Although all H atoms were visible in difference Fourier maps, they were placed in geometrically calculated positions and refined as riding atoms, with C—H = 0.93, N—H = 0.86 and O—H = 0.85 Å and with Uiso(H) = 1.2Ueq(C, N) and Uiso(H) = 1.5Ueq(O).
Data collection: APEX2 (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); 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).
[Cd(C8H4O4)(C8H7N3)2(H2O)] | Z = 2 |
Mr = 584.86 | F(000) = 588 |
Triclinic, P1 | Dx = 1.657 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 10.1546 (7) Å | Cell parameters from 2320 reflections |
b = 10.7709 (7) Å | θ = 2.4–26.3° |
c = 12.4900 (9) Å | µ = 0.98 mm−1 |
α = 64.986 (1)° | T = 296 K |
β = 71.209 (1)° | Block, colorless |
γ = 81.618 (1)° | 0.28 × 0.22 × 0.20 mm |
V = 1171.90 (14) Å3 |
Bruker APEXII CCD diffractometer | 4075 independent reflections |
Radiation source: fine-focus sealed tube | 3194 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.020 |
ϕ and ω scans | θmax = 25.0°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −12→12 |
Tmin = 0.771, Tmax = 0.828 | k = −11→12 |
5869 measured reflections | l = −14→12 |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.033 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.064 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0213P)2 + 0.3676P] where P = (Fo2 + 2Fc2)/3 |
4075 reflections | (Δ/σ)max < 0.001 |
325 parameters | Δρmax = 0.63 e Å−3 |
0 restraints | Δρmin = −0.60 e Å−3 |
[Cd(C8H4O4)(C8H7N3)2(H2O)] | γ = 81.618 (1)° |
Mr = 584.86 | V = 1171.90 (14) Å3 |
Triclinic, P1 | Z = 2 |
a = 10.1546 (7) Å | Mo Kα radiation |
b = 10.7709 (7) Å | µ = 0.98 mm−1 |
c = 12.4900 (9) Å | T = 296 K |
α = 64.986 (1)° | 0.28 × 0.22 × 0.20 mm |
β = 71.209 (1)° |
Bruker APEXII CCD diffractometer | 4075 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 3194 reflections with I > 2σ(I) |
Tmin = 0.771, Tmax = 0.828 | Rint = 0.020 |
5869 measured reflections |
R[F2 > 2σ(F2)] = 0.033 | 0 restraints |
wR(F2) = 0.064 | H-atom parameters constrained |
S = 1.06 | Δρmax = 0.63 e Å−3 |
4075 reflections | Δρmin = −0.60 e Å−3 |
325 parameters |
x | y | z | Uiso*/Ueq | ||
Cd1 | 0.24772 (3) | 0.29292 (3) | 0.32881 (3) | 0.03231 (10) | |
O1 | 0.1867 (3) | 0.2927 (3) | 0.5234 (2) | 0.0476 (7) | |
O2 | 0.3783 (3) | 0.3400 (3) | 0.5504 (2) | 0.0436 (7) | |
O3 | 0.3964 (3) | 0.0332 (3) | 0.6592 (3) | 0.0526 (7) | |
O4 | 0.4584 (3) | −0.0169 (3) | 0.8281 (2) | 0.0553 (8) | |
O5 | 0.4235 (3) | 0.1523 (3) | 0.3978 (2) | 0.0518 (7) | |
H5A | 0.4793 | 0.0992 | 0.3694 | 0.078* | |
H5B | 0.4031 | 0.1299 | 0.4751 | 0.078* | |
N1 | 0.0044 (3) | 0.2749 (3) | 0.3848 (3) | 0.0356 (7) | |
N2 | 0.1955 (3) | 0.1179 (3) | 0.2898 (3) | 0.0335 (7) | |
N3 | 0.2667 (3) | 0.0223 (3) | 0.2516 (3) | 0.0414 (8) | |
H3A | 0.3558 | 0.0203 | 0.2226 | 0.050* | |
N4 | 0.2559 (3) | 0.4476 (3) | 0.1084 (3) | 0.0391 (8) | |
N5 | 0.3742 (3) | 0.4808 (3) | 0.2559 (3) | 0.0337 (7) | |
N6 | 0.4404 (3) | 0.5217 (3) | 0.3126 (3) | 0.0428 (8) | |
H6 | 0.4467 | 0.4744 | 0.3861 | 0.051* | |
C1 | −0.0887 (4) | 0.3532 (4) | 0.4319 (4) | 0.0483 (11) | |
H1 | −0.0561 | 0.4242 | 0.4401 | 0.058* | |
C2 | −0.2294 (5) | 0.3350 (5) | 0.4689 (4) | 0.0587 (12) | |
H2 | −0.2909 | 0.3935 | 0.4993 | 0.070* | |
C3 | −0.2772 (4) | 0.2280 (5) | 0.4598 (4) | 0.0601 (13) | |
H3 | −0.3722 | 0.2125 | 0.4851 | 0.072* | |
C4 | −0.1854 (4) | 0.1449 (4) | 0.4138 (3) | 0.0453 (11) | |
H4 | −0.2169 | 0.0719 | 0.4077 | 0.054* | |
C5 | −0.0440 (4) | 0.1701 (4) | 0.3760 (3) | 0.0330 (9) | |
C6 | 0.0611 (4) | 0.0854 (4) | 0.3267 (3) | 0.0324 (9) | |
C7 | 0.0489 (4) | −0.0336 (4) | 0.3124 (3) | 0.0452 (11) | |
H7 | −0.0324 | −0.0786 | 0.3316 | 0.054* | |
C8 | 0.1816 (5) | −0.0697 (4) | 0.2642 (4) | 0.0462 (11) | |
H8 | 0.2082 | −0.1450 | 0.2437 | 0.055* | |
C9 | 0.1999 (5) | 0.4256 (5) | 0.0353 (4) | 0.0578 (12) | |
H9 | 0.1482 | 0.3466 | 0.0681 | 0.069* | |
C10 | 0.2141 (5) | 0.5130 (5) | −0.0862 (4) | 0.0635 (13) | |
H10 | 0.1728 | 0.4939 | −0.1340 | 0.076* | |
C11 | 0.2908 (4) | 0.6286 (5) | −0.1340 (4) | 0.0579 (12) | |
H11 | 0.3027 | 0.6895 | −0.2158 | 0.069* | |
C12 | 0.3501 (4) | 0.6549 (4) | −0.0614 (3) | 0.0431 (10) | |
H12 | 0.4024 | 0.7333 | −0.0931 | 0.052* | |
C13 | 0.3305 (3) | 0.5622 (3) | 0.0601 (3) | 0.0312 (9) | |
C14 | 0.3906 (4) | 0.5814 (3) | 0.1437 (3) | 0.0313 (8) | |
C15 | 0.4666 (4) | 0.6870 (4) | 0.1304 (4) | 0.0485 (11) | |
H15 | 0.4923 | 0.7688 | 0.0615 | 0.058* | |
C16 | 0.4951 (4) | 0.6451 (4) | 0.2400 (4) | 0.0529 (12) | |
H16 | 0.5442 | 0.6941 | 0.2604 | 0.064* | |
C17 | 0.2603 (4) | 0.2903 (3) | 0.5888 (3) | 0.0330 (9) | |
C18 | 0.1943 (3) | 0.2270 (3) | 0.7271 (3) | 0.0284 (8) | |
C19 | 0.0726 (4) | 0.2855 (4) | 0.7768 (3) | 0.0423 (10) | |
H19 | 0.0285 | 0.3548 | 0.7243 | 0.051* | |
C20 | 0.0159 (4) | 0.2427 (4) | 0.9027 (4) | 0.0514 (11) | |
H20 | −0.0655 | 0.2833 | 0.9347 | 0.062* | |
C21 | 0.0796 (4) | 0.1403 (4) | 0.9804 (4) | 0.0523 (11) | |
H21 | 0.0423 | 0.1121 | 1.0655 | 0.063* | |
C22 | 0.1987 (4) | 0.0793 (4) | 0.9329 (3) | 0.0434 (10) | |
H22 | 0.2414 | 0.0099 | 0.9866 | 0.052* | |
C23 | 0.2569 (3) | 0.1189 (3) | 0.8060 (3) | 0.0288 (8) | |
C24 | 0.3806 (4) | 0.0414 (4) | 0.7593 (4) | 0.0365 (9) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cd1 | 0.03555 (16) | 0.02947 (15) | 0.03196 (15) | −0.00863 (11) | −0.01207 (12) | −0.00811 (11) |
O1 | 0.0392 (16) | 0.0718 (19) | 0.0339 (15) | −0.0109 (14) | −0.0121 (13) | −0.0188 (14) |
O2 | 0.0391 (15) | 0.0525 (17) | 0.0334 (14) | −0.0165 (13) | −0.0063 (12) | −0.0098 (13) |
O3 | 0.0638 (19) | 0.0536 (18) | 0.0454 (17) | 0.0198 (14) | −0.0187 (15) | −0.0289 (15) |
O4 | 0.0462 (17) | 0.068 (2) | 0.0481 (17) | 0.0108 (15) | −0.0218 (15) | −0.0174 (15) |
O5 | 0.0597 (18) | 0.0574 (18) | 0.0525 (17) | 0.0234 (14) | −0.0305 (15) | −0.0327 (15) |
N1 | 0.0378 (18) | 0.0329 (18) | 0.0318 (17) | −0.0021 (15) | −0.0107 (15) | −0.0080 (15) |
N2 | 0.0373 (18) | 0.0305 (17) | 0.0340 (18) | −0.0020 (15) | −0.0107 (15) | −0.0134 (15) |
N3 | 0.043 (2) | 0.042 (2) | 0.041 (2) | 0.0027 (16) | −0.0156 (17) | −0.0165 (17) |
N4 | 0.0442 (19) | 0.0408 (19) | 0.0325 (18) | −0.0096 (16) | −0.0151 (16) | −0.0092 (15) |
N5 | 0.0397 (18) | 0.0361 (17) | 0.0258 (16) | −0.0100 (14) | −0.0106 (14) | −0.0089 (15) |
N6 | 0.053 (2) | 0.045 (2) | 0.0325 (18) | −0.0139 (17) | −0.0164 (16) | −0.0110 (16) |
C1 | 0.057 (3) | 0.036 (2) | 0.043 (2) | 0.001 (2) | −0.012 (2) | −0.010 (2) |
C2 | 0.050 (3) | 0.058 (3) | 0.054 (3) | 0.016 (2) | −0.008 (2) | −0.020 (2) |
C3 | 0.032 (2) | 0.083 (4) | 0.052 (3) | 0.001 (3) | −0.013 (2) | −0.014 (3) |
C4 | 0.037 (2) | 0.055 (3) | 0.040 (2) | −0.010 (2) | −0.016 (2) | −0.010 (2) |
C5 | 0.038 (2) | 0.032 (2) | 0.0241 (19) | −0.0078 (18) | −0.0155 (17) | 0.0004 (17) |
C6 | 0.037 (2) | 0.033 (2) | 0.0236 (19) | −0.0105 (18) | −0.0107 (17) | −0.0037 (17) |
C7 | 0.059 (3) | 0.040 (2) | 0.041 (2) | −0.020 (2) | −0.019 (2) | −0.011 (2) |
C8 | 0.068 (3) | 0.033 (2) | 0.042 (2) | −0.005 (2) | −0.022 (2) | −0.014 (2) |
C9 | 0.067 (3) | 0.064 (3) | 0.048 (3) | −0.022 (2) | −0.021 (2) | −0.017 (2) |
C10 | 0.072 (3) | 0.087 (4) | 0.045 (3) | −0.011 (3) | −0.030 (3) | −0.026 (3) |
C11 | 0.063 (3) | 0.068 (3) | 0.030 (2) | 0.004 (3) | −0.020 (2) | −0.006 (2) |
C12 | 0.046 (2) | 0.042 (2) | 0.032 (2) | −0.0029 (19) | −0.0107 (19) | −0.0053 (19) |
C13 | 0.0270 (19) | 0.032 (2) | 0.0267 (19) | 0.0024 (16) | −0.0052 (16) | −0.0075 (17) |
C14 | 0.033 (2) | 0.030 (2) | 0.027 (2) | −0.0046 (17) | −0.0037 (17) | −0.0100 (17) |
C15 | 0.058 (3) | 0.039 (2) | 0.042 (2) | −0.022 (2) | −0.009 (2) | −0.007 (2) |
C16 | 0.063 (3) | 0.047 (3) | 0.051 (3) | −0.028 (2) | −0.008 (2) | −0.019 (2) |
C17 | 0.042 (2) | 0.029 (2) | 0.028 (2) | −0.0002 (18) | −0.0095 (19) | −0.0121 (17) |
C18 | 0.030 (2) | 0.030 (2) | 0.0287 (19) | −0.0084 (16) | −0.0068 (17) | −0.0146 (17) |
C19 | 0.046 (2) | 0.037 (2) | 0.037 (2) | 0.0019 (19) | −0.010 (2) | −0.0114 (19) |
C20 | 0.048 (3) | 0.056 (3) | 0.045 (3) | 0.006 (2) | 0.000 (2) | −0.028 (2) |
C21 | 0.062 (3) | 0.059 (3) | 0.027 (2) | −0.005 (2) | 0.001 (2) | −0.017 (2) |
C22 | 0.051 (3) | 0.043 (2) | 0.028 (2) | 0.000 (2) | −0.010 (2) | −0.0078 (19) |
C23 | 0.031 (2) | 0.0283 (19) | 0.030 (2) | −0.0057 (16) | −0.0089 (17) | −0.0122 (17) |
C24 | 0.041 (2) | 0.028 (2) | 0.035 (2) | −0.0080 (18) | −0.006 (2) | −0.0080 (18) |
Cd1—N5 | 2.241 (3) | C4—H4 | 0.9300 |
Cd1—N2 | 2.304 (3) | C5—C6 | 1.456 (5) |
Cd1—O1 | 2.306 (3) | C6—C7 | 1.394 (5) |
Cd1—O5 | 2.306 (2) | C7—C8 | 1.360 (5) |
Cd1—N1 | 2.355 (3) | C7—H7 | 0.9300 |
Cd1—N4 | 2.525 (3) | C8—H8 | 0.9300 |
O1—C17 | 1.263 (4) | C9—C10 | 1.378 (6) |
O2—C17 | 1.246 (4) | C9—H9 | 0.9300 |
O3—C24 | 1.248 (4) | C10—C11 | 1.367 (6) |
O4—C24 | 1.262 (4) | C10—H10 | 0.9300 |
O5—H5A | 0.8500 | C11—C12 | 1.372 (5) |
O5—H5B | 0.8500 | C11—H11 | 0.9300 |
N1—C1 | 1.334 (5) | C12—C13 | 1.387 (5) |
N1—C5 | 1.352 (4) | C12—H12 | 0.9300 |
N2—N3 | 1.336 (4) | C13—C14 | 1.461 (5) |
N2—C6 | 1.340 (4) | C14—C15 | 1.389 (5) |
N3—C8 | 1.336 (4) | C15—C16 | 1.363 (5) |
N3—H3A | 0.8600 | C15—H15 | 0.9300 |
N4—C9 | 1.331 (5) | C16—H16 | 0.9300 |
N4—C13 | 1.345 (4) | C17—C18 | 1.513 (5) |
N5—C14 | 1.336 (4) | C18—C19 | 1.385 (5) |
N5—N6 | 1.343 (4) | C18—C23 | 1.395 (5) |
N6—C16 | 1.329 (4) | C19—C20 | 1.377 (5) |
N6—H6 | 0.8600 | C19—H19 | 0.9300 |
C1—C2 | 1.369 (5) | C20—C21 | 1.367 (5) |
C1—H1 | 0.9300 | C20—H20 | 0.9300 |
C2—C3 | 1.373 (6) | C21—C22 | 1.372 (5) |
C2—H2 | 0.9300 | C21—H21 | 0.9300 |
C3—C4 | 1.360 (6) | C22—C23 | 1.394 (5) |
C3—H3 | 0.9300 | C22—H22 | 0.9300 |
C4—C5 | 1.389 (5) | C23—C24 | 1.500 (5) |
N5—Cd1—N2 | 146.39 (10) | C8—C7—C6 | 105.2 (3) |
N5—Cd1—O1 | 89.21 (9) | C8—C7—H7 | 127.4 |
N2—Cd1—O1 | 123.55 (9) | C6—C7—H7 | 127.4 |
N5—Cd1—O5 | 91.79 (10) | N3—C8—C7 | 107.9 (4) |
N2—Cd1—O5 | 86.61 (10) | N3—C8—H8 | 126.1 |
O1—Cd1—O5 | 81.39 (9) | C7—C8—H8 | 126.1 |
N5—Cd1—N1 | 128.46 (10) | N4—C9—C10 | 123.9 (4) |
N2—Cd1—N1 | 70.85 (11) | N4—C9—H9 | 118.1 |
O1—Cd1—N1 | 79.65 (10) | C10—C9—H9 | 118.1 |
O5—Cd1—N1 | 134.70 (10) | C11—C10—C9 | 117.8 (4) |
N5—Cd1—N4 | 67.54 (10) | C11—C10—H10 | 121.1 |
N2—Cd1—N4 | 86.92 (10) | C9—C10—H10 | 121.1 |
O1—Cd1—N4 | 141.67 (10) | C10—C11—C12 | 120.0 (4) |
O5—Cd1—N4 | 127.21 (10) | C10—C11—H11 | 120.0 |
N1—Cd1—N4 | 91.24 (10) | C12—C11—H11 | 120.0 |
C17—O1—Cd1 | 131.2 (2) | C11—C12—C13 | 118.7 (4) |
Cd1—O5—H5A | 130.4 | C11—C12—H12 | 120.7 |
Cd1—O5—H5B | 107.9 | C13—C12—H12 | 120.7 |
H5A—O5—H5B | 116.4 | N4—C13—C12 | 122.0 (3) |
C1—N1—C5 | 117.7 (3) | N4—C13—C14 | 115.6 (3) |
C1—N1—Cd1 | 125.5 (3) | C12—C13—C14 | 122.4 (3) |
C5—N1—Cd1 | 116.6 (2) | N5—C14—C15 | 110.1 (3) |
N3—N2—C6 | 105.9 (3) | N5—C14—C13 | 117.4 (3) |
N3—N2—Cd1 | 136.5 (2) | C15—C14—C13 | 132.5 (3) |
C6—N2—Cd1 | 117.0 (2) | C16—C15—C14 | 105.1 (3) |
C8—N3—N2 | 111.2 (3) | C16—C15—H15 | 127.4 |
C8—N3—H3A | 124.4 | C14—C15—H15 | 127.4 |
N2—N3—H3A | 124.4 | N6—C16—C15 | 108.0 (3) |
C9—N4—C13 | 117.6 (3) | N6—C16—H16 | 126.0 |
C9—N4—Cd1 | 127.5 (3) | C15—C16—H16 | 126.0 |
C13—N4—Cd1 | 114.9 (2) | O2—C17—O1 | 126.4 (3) |
C14—N5—N6 | 105.8 (3) | O2—C17—C18 | 117.4 (3) |
C14—N5—Cd1 | 124.4 (2) | O1—C17—C18 | 116.1 (3) |
N6—N5—Cd1 | 129.7 (2) | C19—C18—C23 | 119.4 (3) |
C16—N6—N5 | 111.1 (3) | C19—C18—C17 | 118.2 (3) |
C16—N6—H6 | 124.5 | C23—C18—C17 | 122.3 (3) |
N5—N6—H6 | 124.5 | C20—C19—C18 | 121.0 (4) |
N1—C1—C2 | 123.7 (4) | C20—C19—H19 | 119.5 |
N1—C1—H1 | 118.2 | C18—C19—H19 | 119.5 |
C2—C1—H1 | 118.2 | C21—C20—C19 | 119.9 (4) |
C1—C2—C3 | 118.1 (4) | C21—C20—H20 | 120.1 |
C1—C2—H2 | 121.0 | C19—C20—H20 | 120.1 |
C3—C2—H2 | 121.0 | C20—C21—C22 | 119.9 (4) |
C4—C3—C2 | 119.9 (4) | C20—C21—H21 | 120.0 |
C4—C3—H3 | 120.1 | C22—C21—H21 | 120.0 |
C2—C3—H3 | 120.1 | C21—C22—C23 | 121.4 (4) |
C3—C4—C5 | 119.2 (4) | C21—C22—H22 | 119.3 |
C3—C4—H4 | 120.4 | C23—C22—H22 | 119.3 |
C5—C4—H4 | 120.4 | C22—C23—C18 | 118.3 (3) |
N1—C5—C4 | 121.4 (4) | C22—C23—C24 | 119.2 (3) |
N1—C5—C6 | 115.9 (3) | C18—C23—C24 | 122.5 (3) |
C4—C5—C6 | 122.6 (3) | O3—C24—O4 | 124.5 (4) |
N2—C6—C7 | 109.8 (3) | O3—C24—C23 | 118.6 (3) |
N2—C6—C5 | 119.2 (3) | O4—C24—C23 | 116.8 (3) |
C7—C6—C5 | 131.0 (3) | ||
N5—Cd1—O1—C17 | −56.3 (3) | C3—C4—C5—N1 | 0.5 (5) |
N2—Cd1—O1—C17 | 115.7 (3) | C3—C4—C5—C6 | 179.5 (3) |
O5—Cd1—O1—C17 | 35.6 (3) | N3—N2—C6—C7 | 0.7 (4) |
N1—Cd1—O1—C17 | 174.3 (3) | Cd1—N2—C6—C7 | −171.7 (2) |
N4—Cd1—O1—C17 | −107.0 (3) | N3—N2—C6—C5 | 178.9 (3) |
N5—Cd1—N1—C1 | −31.9 (3) | Cd1—N2—C6—C5 | 6.6 (4) |
N2—Cd1—N1—C1 | 179.9 (3) | N1—C5—C6—N2 | −2.3 (5) |
O1—Cd1—N1—C1 | 48.7 (3) | C4—C5—C6—N2 | 178.6 (3) |
O5—Cd1—N1—C1 | 115.5 (3) | N1—C5—C6—C7 | 175.5 (4) |
N4—Cd1—N1—C1 | −93.8 (3) | C4—C5—C6—C7 | −3.6 (6) |
N5—Cd1—N1—C5 | 152.8 (2) | N2—C6—C7—C8 | −0.6 (4) |
N2—Cd1—N1—C5 | 4.6 (2) | C5—C6—C7—C8 | −178.6 (4) |
O1—Cd1—N1—C5 | −126.5 (2) | N2—N3—C8—C7 | 0.1 (4) |
O5—Cd1—N1—C5 | −59.8 (3) | C6—C7—C8—N3 | 0.3 (4) |
N4—Cd1—N1—C5 | 90.9 (2) | C13—N4—C9—C10 | 0.0 (7) |
N5—Cd1—N2—N3 | 53.0 (4) | Cd1—N4—C9—C10 | −177.2 (3) |
O1—Cd1—N2—N3 | −112.4 (3) | N4—C9—C10—C11 | 0.3 (7) |
O5—Cd1—N2—N3 | −35.1 (3) | C9—C10—C11—C12 | −0.3 (7) |
N1—Cd1—N2—N3 | −175.1 (3) | C10—C11—C12—C13 | 0.0 (6) |
N4—Cd1—N2—N3 | 92.5 (3) | C9—N4—C13—C12 | −0.3 (5) |
N5—Cd1—N2—C6 | −137.6 (2) | Cd1—N4—C13—C12 | 177.2 (3) |
O1—Cd1—N2—C6 | 56.9 (3) | C9—N4—C13—C14 | −179.6 (3) |
O5—Cd1—N2—C6 | 134.2 (2) | Cd1—N4—C13—C14 | −2.1 (4) |
N1—Cd1—N2—C6 | −5.8 (2) | C11—C12—C13—N4 | 0.3 (6) |
N4—Cd1—N2—C6 | −98.2 (2) | C11—C12—C13—C14 | 179.5 (4) |
C6—N2—N3—C8 | −0.5 (4) | N6—N5—C14—C15 | −0.7 (4) |
Cd1—N2—N3—C8 | 169.6 (3) | Cd1—N5—C14—C15 | 175.8 (2) |
N5—Cd1—N4—C9 | 177.2 (4) | N6—N5—C14—C13 | 178.7 (3) |
N2—Cd1—N4—C9 | 19.5 (3) | Cd1—N5—C14—C13 | −4.8 (4) |
O1—Cd1—N4—C9 | −126.0 (3) | N4—C13—C14—N5 | 4.3 (5) |
O5—Cd1—N4—C9 | 102.9 (3) | C12—C13—C14—N5 | −175.0 (3) |
N1—Cd1—N4—C9 | −51.2 (4) | N4—C13—C14—C15 | −176.5 (4) |
N5—Cd1—N4—C13 | −0.1 (2) | C12—C13—C14—C15 | 4.3 (6) |
N2—Cd1—N4—C13 | −157.7 (3) | N5—C14—C15—C16 | 0.0 (5) |
O1—Cd1—N4—C13 | 56.8 (3) | C13—C14—C15—C16 | −179.2 (4) |
O5—Cd1—N4—C13 | −74.3 (3) | N5—N6—C16—C15 | −1.1 (5) |
N1—Cd1—N4—C13 | 131.5 (2) | C14—C15—C16—N6 | 0.6 (5) |
N2—Cd1—N5—C14 | 46.0 (4) | Cd1—O1—C17—O2 | 30.6 (6) |
O1—Cd1—N5—C14 | −146.1 (3) | Cd1—O1—C17—C18 | −152.7 (2) |
O5—Cd1—N5—C14 | 132.5 (3) | O2—C17—C18—C19 | 116.8 (4) |
N1—Cd1—N5—C14 | −70.0 (3) | O1—C17—C18—C19 | −60.2 (4) |
N4—Cd1—N5—C14 | 2.6 (3) | O2—C17—C18—C23 | −58.5 (5) |
N2—Cd1—N5—N6 | −138.4 (3) | O1—C17—C18—C23 | 124.5 (4) |
O1—Cd1—N5—N6 | 29.5 (3) | C23—C18—C19—C20 | 2.8 (5) |
O5—Cd1—N5—N6 | −51.8 (3) | C17—C18—C19—C20 | −172.6 (4) |
N1—Cd1—N5—N6 | 105.6 (3) | C18—C19—C20—C21 | −0.4 (6) |
N4—Cd1—N5—N6 | 178.2 (3) | C19—C20—C21—C22 | −0.9 (7) |
C14—N5—N6—C16 | 1.1 (4) | C20—C21—C22—C23 | −0.2 (6) |
Cd1—N5—N6—C16 | −175.2 (3) | C21—C22—C23—C18 | 2.6 (5) |
C5—N1—C1—C2 | −1.5 (6) | C21—C22—C23—C24 | −175.2 (3) |
Cd1—N1—C1—C2 | −176.7 (3) | C19—C18—C23—C22 | −3.8 (5) |
N1—C1—C2—C3 | 1.7 (6) | C17—C18—C23—C22 | 171.4 (3) |
C1—C2—C3—C4 | −0.7 (7) | C19—C18—C23—C24 | 173.9 (3) |
C2—C3—C4—C5 | −0.3 (6) | C17—C18—C23—C24 | −10.8 (5) |
C1—N1—C5—C4 | 0.4 (5) | C22—C23—C24—O3 | 149.6 (3) |
Cd1—N1—C5—C4 | 176.0 (3) | C18—C23—C24—O3 | −28.2 (5) |
C1—N1—C5—C6 | −178.7 (3) | C22—C23—C24—O4 | −27.2 (5) |
Cd1—N1—C5—C6 | −3.1 (4) | C18—C23—C24—O4 | 155.1 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O3i | 0.85 | 1.84 | 2.672 (4) | 168 |
O5—H5B···O3 | 0.85 | 2.07 | 2.892 (4) | 164 |
N3—H3A···O4i | 0.86 | 1.79 | 2.646 (4) | 176 |
N6—H6···O2 | 0.86 | 1.91 | 2.700 (4) | 152 |
Symmetry code: (i) −x+1, −y, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Cd(C8H4O4)(C8H7N3)2(H2O)] |
Mr | 584.86 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 296 |
a, b, c (Å) | 10.1546 (7), 10.7709 (7), 12.4900 (9) |
α, β, γ (°) | 64.986 (1), 71.209 (1), 81.618 (1) |
V (Å3) | 1171.90 (14) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 0.98 |
Crystal size (mm) | 0.28 × 0.22 × 0.20 |
Data collection | |
Diffractometer | Bruker APEXII CCD diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.771, 0.828 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 5869, 4075, 3194 |
Rint | 0.020 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.033, 0.064, 1.06 |
No. of reflections | 4075 |
No. of parameters | 325 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.63, −0.60 |
Computer programs: APEX2 (Bruker, 2007), SAINT (Bruker, 2007), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5A···O3i | 0.85 | 1.84 | 2.672 (4) | 168.0 |
O5—H5B···O3 | 0.85 | 2.07 | 2.892 (4) | 163.7 |
N3—H3A···O4i | 0.86 | 1.79 | 2.646 (4) | 176.0 |
N6—H6···O2 | 0.86 | 1.91 | 2.700 (4) | 151.9 |
Symmetry code: (i) −x+1, −y, −z+1. |
The strategies for the construction of functional systems depend on the nature of the interactions responsible for creating networks. Aromatic ring stacking and hydrogen bonds are two important types of intermolecular non-covalent interactions, which play vital roles in highly efficient and specific biological reactions and are essential for molecular recognition and self-organization (Borrows et al., 1995; Hunter, 1994). Benzene-1,2-dicarboxylic acid (1,2-H2bdc) exhibits rich coordination modes to metal centers owing to its rigidity and polycarboxylate groups. Therefore, its metal complexes often show two- or three-dimensional structures (Cheng et al., 2006; Wan et al., 2003). 3-(2-Pyridyl)pyrazole (L) can act as a simple bidentate chelating ligand, similar to 2,2'-bipyridine (or 1,10-phenanthroline) (Hu et al., 2008). In the present paper, we report the crystal structure of the title compound, a new CdII complex based on the mixed ligands L and 1,2-bdc, in which interesting hydrogen-bonding and π–π stacking interactions are observed.
In the title mononuclear compound, as shown in Fig. 1, the CdII atom is coordinated by four N atoms from two L ligands, with Cd—N bond lengths in the range of 2.241 (3)–2.525 (3) Å, one O atom from the carboxylate group of a 1,2-bdc ligand, with a Cd—O bond distance of 2.306 (3)Å and one O atom from a water molecule, with a Cd—O bond distance of 2.306 (2) Å. Thus, the coordination polyhedron around the CdII atom can be best described as distorted octahedral. The complex molecule involves intramolecular O—H···O and N—H···O hydrogen bonds (Table 1). Analysis of the crystal packing indicates that intermolecular O—H···O and N—H···O hydrogen bonds link two complex molecules, producing a dimeric unit. The dimeric units are arranged in a parallel fashion, which makes the aromatic stacking available to afford a two-dimensional supramolecular layer (Fig. 2). The centroid–centroid distances between the pyridyl and pyrazolyl rings are 3.544 (2)Å and 3.722 (3) Å and their corresponding dihedral angles are 3.40 (2) and 4.68 (1)°, respectively.