The title compound, [Cd(C9H8O2)2(C6H12N2)(H2O)]n, forms a one-dimensional polymeric chain. Both cinnamate ligands are bidentate anions and the 1,4-diazbicyclo[2.2.2]octane (dabco) molecule acts as an end-to-end bridging ligand. The Cd atom, located at a position of site symmetry m, has a slightly distorted pentagonal bipyramidal coordination environment consisting of two N atoms of dabco ligands, four cinnamate O atoms and one water ligand, with the dabco N atoms in the axial positions. The chains are cross-linked by hydrogen bonds involving the coordinated water molecules, forming a two-dimensional network.
Supporting information
CCDC reference: 269563
Key indicators
- Single-crystal X-ray study
- T = 298 K
- Mean (C-C) = 0.007 Å
- R factor = 0.044
- wR factor = 0.116
- Data-to-parameter ratio = 14.3
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT241_ALERT_2_B Check High Ueq as Compared to Neighbors for C13
Alert level C
PLAT029_ALERT_3_C _diffrn_measured_fraction_theta_full Low ....... 0.96
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O1
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O2
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for N2
PLAT301_ALERT_3_C Main Residue Disorder ......................... 16.00 Perc.
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
5 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
4 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL.
Catena-poly [aqua dicinnamate cadmium-u-1,4-diazabicyclo[2.2.2]octane]
top
Crystal data top
[Cd(C9H8O2)2(C6H12N2)(H2O)] | F(000) = 548 |
Mr = 536.88 | Dx = 1.544 Mg m−3 |
Monoclinic, P21/m | Melting point: 453 K |
Hall symbol: -P 2yb | Mo Kα radiation, λ = 0.71073 Å |
a = 6.143 (1) Å | Cell parameters from 800 reflections |
b = 25.340 (5) Å | θ = 2.4–26.0° |
c = 7.483 (1) Å | µ = 0.98 mm−1 |
β = 97.58 (3)° | T = 298 K |
V = 1154.7 (3) Å3 | Block, colorless |
Z = 2 | 0.43 × 0.34 × 0.26 mm |
Data collection top
Bruker SMART CCD diffractometer | 2113 independent reflections |
Radiation source: fine-focus sealed tube | 1943 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.044 |
Detector resolution: 0 pixels mm-1 | θmax = 25.5°, θmin = 2.8° |
φ and ω scans | h = −7→7 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −30→24 |
Tmin = 0.708, Tmax = 0.774 | l = −8→9 |
5681 measured reflections | |
Refinement top
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)] = 0.044 | Hydrogen site location: difmap (O-H) and geom (C-H) |
wR(F2) = 0.116 | H-atom parameters constrained |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0653P)2 + 0.4917P] where P = (Fo2 + 2Fc2)/3 |
2113 reflections | (Δ/σ)max = 0.001 |
148 parameters | Δρmax = 0.82 e Å−3 |
0 restraints | Δρmin = −0.85 e Å−3 |
Special details top
Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell e.s.d.'s are taken
into account individually in the estimation of e.s.d.'s in distances, angles
and torsion angles; correlations between e.s.d.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s.
planes. |
Refinement. Refinement of F2 against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F2, conventional
R-factors R are based on F, with F set to zero for
negative F2. The threshold expression of F2 >
σ(F2) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F2 are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | Occ. (<1) |
Cd1 | 1.09927 (6) | 0.2500 | 0.32894 (5) | 0.02526 (18) | |
N1 | 1.1116 (8) | 0.2500 | 0.0066 (7) | 0.0294 (11) | |
N2 | 1.1084 (8) | 0.2500 | −0.3416 (6) | 0.0288 (10) | |
O1 | 0.8042 (5) | 0.31261 (12) | 0.2889 (5) | 0.0478 (9) | |
O2 | 1.1378 (5) | 0.34325 (14) | 0.3390 (5) | 0.0477 (9) | |
O1W | 1.4747 (7) | 0.2500 | 0.3731 (6) | 0.0410 (11) | |
H1 | 1.5618 | 0.2750 | 0.3547 | 0.049* | |
C1 | 0.5555 (7) | 0.47261 (18) | 0.2574 (7) | 0.0397 (10) | |
C2 | 0.3420 (9) | 0.4804 (2) | 0.1788 (7) | 0.0517 (13) | |
H2 | 0.2595 | 0.4518 | 0.1306 | 0.062* | |
C3 | 0.2488 (10) | 0.5303 (3) | 0.1706 (8) | 0.0667 (17) | |
H3 | 0.1053 | 0.5353 | 0.1159 | 0.080* | |
C4 | 0.3710 (12) | 0.5723 (2) | 0.2443 (9) | 0.0701 (18) | |
H4 | 0.3098 | 0.6059 | 0.2393 | 0.084* | |
C5 | 0.5793 (10) | 0.5651 (2) | 0.3238 (8) | 0.0640 (17) | |
H5 | 0.6594 | 0.5937 | 0.3749 | 0.077* | |
C6 | 0.6747 (10) | 0.5157 (2) | 0.3301 (8) | 0.0515 (13) | |
H6 | 0.8192 | 0.5113 | 0.3832 | 0.062* | |
C7 | 0.6471 (8) | 0.41886 (18) | 0.2649 (7) | 0.0411 (11) | |
H7 | 0.5481 | 0.3914 | 0.2359 | 0.049* | |
C8 | 0.8535 (8) | 0.40557 (17) | 0.3081 (7) | 0.0415 (11) | |
H8 | 0.9551 | 0.4324 | 0.3382 | 0.050* | |
C9 | 0.9345 (8) | 0.35101 (17) | 0.3119 (6) | 0.0358 (10) | |
C10 | 0.8949 (14) | 0.2619 (4) | −0.0857 (12) | 0.047 (3)* | 0.50 |
H10A | 0.8495 | 0.2965 | −0.0489 | 0.056* | 0.50 |
H10B | 0.7906 | 0.2362 | −0.0522 | 0.056* | 0.50 |
C11 | 0.8941 (13) | 0.2611 (4) | −0.2918 (11) | 0.044 (3)* | 0.50 |
H11A | 0.7914 | 0.2344 | −0.3439 | 0.053* | 0.50 |
H11B | 0.8440 | 0.2950 | −0.3412 | 0.053* | 0.50 |
C12 | 1.277 (2) | 0.2879 (5) | −0.0462 (18) | 0.059 (3)* | 0.50 |
H12A | 1.4213 | 0.2788 | 0.0147 | 0.070* | 0.50 |
H12B | 1.2415 | 0.3233 | −0.0102 | 0.070* | 0.50 |
C13 | 1.278 (3) | 0.2859 (6) | −0.259 (2) | 0.080 (5)* | 0.50 |
H13A | 1.2522 | 0.3210 | −0.3086 | 0.096* | 0.50 |
H13B | 1.4207 | 0.2741 | −0.2847 | 0.096* | 0.50 |
C14 | 1.1992 (18) | 0.3007 (4) | −0.0556 (14) | 0.038 (2)* | 0.50 |
H14A | 1.3473 | 0.3061 | 0.0044 | 0.046* | 0.50 |
H14B | 1.1090 | 0.3297 | −0.0230 | 0.046* | 0.50 |
C15 | 1.2013 (17) | 0.3007 (4) | −0.2605 (14) | 0.037 (2)* | 0.50 |
H15A | 1.1151 | 0.3301 | −0.3138 | 0.044* | 0.50 |
H15B | 1.3508 | 0.3050 | −0.2866 | 0.044* | 0.50 |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cd1 | 0.0259 (3) | 0.0289 (3) | 0.0208 (3) | 0.000 | 0.00218 (16) | 0.000 |
N1 | 0.027 (2) | 0.033 (3) | 0.027 (3) | 0.000 | −0.001 (2) | 0.000 |
N2 | 0.030 (3) | 0.031 (2) | 0.026 (3) | 0.000 | 0.006 (2) | 0.000 |
O1 | 0.0471 (19) | 0.0294 (16) | 0.070 (2) | −0.0025 (14) | 0.0181 (17) | −0.0020 (16) |
O2 | 0.045 (2) | 0.0418 (19) | 0.055 (2) | 0.0026 (14) | 0.0009 (17) | −0.0049 (15) |
O1W | 0.025 (2) | 0.048 (3) | 0.050 (3) | 0.000 | 0.0036 (19) | 0.000 |
C1 | 0.043 (3) | 0.040 (3) | 0.037 (3) | 0.004 (2) | 0.008 (2) | 0.003 (2) |
C2 | 0.050 (3) | 0.055 (3) | 0.049 (3) | 0.004 (2) | 0.005 (2) | 0.000 (2) |
C3 | 0.063 (4) | 0.075 (4) | 0.061 (4) | 0.031 (3) | 0.002 (3) | 0.015 (3) |
C4 | 0.104 (5) | 0.045 (3) | 0.064 (4) | 0.030 (3) | 0.020 (4) | 0.010 (3) |
C5 | 0.083 (5) | 0.042 (3) | 0.066 (4) | 0.000 (3) | 0.010 (4) | −0.004 (3) |
C6 | 0.052 (3) | 0.042 (3) | 0.060 (4) | 0.004 (2) | 0.006 (2) | 0.004 (2) |
C7 | 0.045 (3) | 0.038 (2) | 0.040 (3) | −0.001 (2) | 0.007 (2) | −0.006 (2) |
C8 | 0.049 (3) | 0.030 (2) | 0.046 (3) | −0.001 (2) | 0.006 (2) | −0.002 (2) |
C9 | 0.050 (3) | 0.032 (2) | 0.027 (2) | 0.002 (2) | 0.0101 (19) | −0.0001 (18) |
Geometric parameters (Å, º) top
Cd1—O1W | 2.286 (4) | C2—C3 | 1.385 (8) |
Cd1—O2 | 2.375 (4) | C2—H2 | 0.9300 |
Cd1—O2i | 2.375 (4) | C3—C4 | 1.377 (9) |
Cd1—O1i | 2.398 (3) | C3—H3 | 0.9300 |
Cd1—O1 | 2.398 (3) | C4—C5 | 1.351 (8) |
Cd1—N1 | 2.424 (5) | C4—H4 | 0.9300 |
Cd1—N2ii | 2.459 (5) | C5—C6 | 1.380 (8) |
Cd1—C9i | 2.749 (4) | C5—H5 | 0.9300 |
Cd1—C9 | 2.749 (4) | C6—H6 | 0.9300 |
N1—C10i | 1.448 (10) | C7—C8 | 1.311 (6) |
N1—C10 | 1.448 (10) | C7—H7 | 0.9300 |
N1—C12 | 1.488 (13) | C8—C9 | 1.468 (6) |
N1—C12i | 1.488 (13) | C8—H8 | 0.9300 |
N1—C14i | 1.491 (10) | C10—C11 | 1.542 (12) |
N1—C14 | 1.491 (10) | C10—H10A | 0.9700 |
N2—C11i | 1.442 (9) | C10—H10B | 0.9700 |
N2—C11 | 1.442 (9) | C11—H11A | 0.9700 |
N2—C13 | 1.459 (16) | C11—H11B | 0.9700 |
N2—C13i | 1.459 (16) | C12—C13 | 1.59 (2) |
N2—C15 | 1.501 (10) | C12—H12A | 0.9700 |
N2—C15i | 1.501 (10) | C12—H12B | 0.9700 |
N2—Cd1iii | 2.459 (5) | C13—H13A | 0.9700 |
O1—C9 | 1.257 (6) | C13—H13B | 0.9700 |
O2—C9 | 1.255 (5) | C14—C15 | 1.535 (15) |
O1W—H1 | 0.8522 | C14—H14A | 0.9700 |
C1—C2 | 1.379 (7) | C14—H14B | 0.9700 |
C1—C6 | 1.385 (7) | C15—H15A | 0.9700 |
C1—C7 | 1.472 (6) | C15—H15B | 0.9700 |
| | | |
O1W—Cd1—O2 | 84.31 (8) | C15i—N2—Cd1iii | 111.3 (4) |
O1W—Cd1—O2i | 84.31 (8) | C9—O1—Cd1 | 92.2 (3) |
O2—Cd1—O2i | 168.45 (16) | C9—O2—Cd1 | 93.3 (3) |
O1W—Cd1—O1i | 138.56 (7) | Cd1—O1W—H1 | 128.3 |
O2—Cd1—O1i | 137.13 (11) | C2—C1—C6 | 118.6 (5) |
O2i—Cd1—O1i | 54.29 (11) | C2—C1—C7 | 119.1 (4) |
O1W—Cd1—O1 | 138.56 (7) | C6—C1—C7 | 122.3 (5) |
O2—Cd1—O1 | 54.29 (11) | C1—C2—C3 | 120.9 (6) |
O2i—Cd1—O1 | 137.13 (11) | C1—C2—H2 | 119.5 |
O1i—Cd1—O1 | 82.86 (15) | C3—C2—H2 | 119.5 |
O1W—Cd1—N1 | 88.88 (16) | C4—C3—C2 | 119.2 (6) |
O2—Cd1—N1 | 90.89 (9) | C4—C3—H3 | 120.4 |
O2i—Cd1—N1 | 90.89 (9) | C2—C3—H3 | 120.4 |
O1i—Cd1—N1 | 89.88 (13) | C5—C4—C3 | 120.4 (5) |
O1—Cd1—N1 | 89.88 (13) | C5—C4—H4 | 119.8 |
O1W—Cd1—N2ii | 88.05 (16) | C3—C4—H4 | 119.8 |
O2—Cd1—N2ii | 88.81 (9) | C4—C5—C6 | 120.8 (6) |
O2i—Cd1—N2ii | 88.81 (8) | C4—C5—H5 | 119.6 |
O1i—Cd1—N2ii | 92.42 (13) | C6—C5—H5 | 119.6 |
O1—Cd1—N2ii | 92.42 (13) | C5—C6—C1 | 120.1 (5) |
N1—Cd1—N2ii | 176.93 (15) | C5—C6—H6 | 120.0 |
O1W—Cd1—C9i | 111.41 (10) | C1—C6—H6 | 120.0 |
O2—Cd1—C9i | 164.22 (14) | C8—C7—C1 | 126.9 (4) |
O2i—Cd1—C9i | 27.10 (12) | C8—C7—H7 | 116.6 |
O1i—Cd1—C9i | 27.19 (13) | C1—C7—H7 | 116.6 |
O1—Cd1—C9i | 110.03 (13) | C7—C8—C9 | 124.1 (4) |
N1—Cd1—C9i | 90.78 (10) | C7—C8—H8 | 117.9 |
N2ii—Cd1—C9i | 90.34 (10) | C9—C8—H8 | 117.9 |
O1W—Cd1—C9 | 111.41 (10) | O2—C9—O1 | 120.2 (4) |
O2—Cd1—C9 | 27.10 (12) | O2—C9—C8 | 118.6 (4) |
O2i—Cd1—C9 | 164.22 (14) | O1—C9—C8 | 121.2 (4) |
O1i—Cd1—C9 | 110.03 (12) | O2—C9—Cd1 | 59.6 (2) |
O1—Cd1—C9 | 27.19 (13) | O1—C9—Cd1 | 60.6 (2) |
N1—Cd1—C9 | 90.78 (10) | C8—C9—Cd1 | 177.8 (4) |
N2ii—Cd1—C9 | 90.34 (10) | N1—C10—C11 | 110.8 (7) |
C9i—Cd1—C9 | 137.2 (2) | N1—C10—H10A | 109.5 |
C10i—N1—C12 | 128.7 (7) | C11—C10—H10A | 109.5 |
C10—N1—C12 | 110.8 (7) | N1—C10—H10B | 109.5 |
C10i—N1—C12i | 110.8 (7) | C11—C10—H10B | 109.5 |
C10—N1—C12i | 128.7 (7) | H10A—C10—H10B | 108.1 |
C12—N1—C12i | 80.3 (11) | N2—C11—C10 | 112.3 (6) |
C10i—N1—C14i | 91.1 (6) | N2—C11—H11A | 109.2 |
C10—N1—C14i | 112.2 (6) | C10—C11—H11A | 109.2 |
C12—N1—C14i | 100.7 (8) | N2—C11—H11B | 109.2 |
C10i—N1—C14 | 112.2 (6) | C10—C11—H11B | 109.2 |
C10—N1—C14 | 91.1 (6) | H11A—C11—H11B | 107.9 |
C12i—N1—C14 | 100.7 (8) | N1—C12—C13 | 109.7 (10) |
C14i—N1—C14 | 119.0 (9) | N1—C12—H12A | 109.7 |
C10i—N1—Cd1 | 109.1 (4) | C13—C12—H12A | 109.7 |
C10—N1—Cd1 | 109.1 (4) | N1—C12—H12B | 109.7 |
C12—N1—Cd1 | 112.1 (6) | C13—C12—H12B | 109.7 |
C12i—N1—Cd1 | 112.1 (6) | H12A—C12—H12B | 108.2 |
C14i—N1—Cd1 | 111.7 (4) | N2—C13—C12 | 110.4 (12) |
C14—N1—Cd1 | 111.7 (4) | N2—C13—H13A | 109.6 |
C11i—N2—C13 | 129.5 (9) | C12—C13—H13A | 109.6 |
C11—N2—C13 | 113.2 (8) | N2—C13—H13B | 109.6 |
C11i—N2—C13i | 113.2 (8) | C12—C13—H13B | 109.6 |
C11—N2—C13i | 129.5 (9) | H13A—C13—H13B | 108.1 |
C13—N2—C13i | 77.1 (14) | N1—C14—C15 | 111.2 (7) |
C11i—N2—C15 | 111.9 (6) | N1—C14—H14A | 109.4 |
C11—N2—C15 | 92.3 (6) | C15—C14—H14A | 109.4 |
C13i—N2—C15 | 98.6 (9) | N1—C14—H14B | 109.4 |
C11i—N2—C15i | 92.3 (6) | C15—C14—H14B | 109.4 |
C11—N2—C15i | 111.9 (6) | H14A—C14—H14B | 108.0 |
C13—N2—C15i | 98.6 (9) | N2—C15—C14 | 110.6 (7) |
C15—N2—C15i | 117.7 (9) | N2—C15—H15A | 109.5 |
C11i—N2—Cd1iii | 111.0 (4) | C14—C15—H15A | 109.5 |
C11—N2—Cd1iii | 111.0 (4) | N2—C15—H15B | 109.5 |
C13—N2—Cd1iii | 110.3 (7) | C14—C15—H15B | 109.5 |
C13i—N2—Cd1iii | 110.3 (7) | H15A—C15—H15B | 108.1 |
C15—N2—Cd1iii | 111.3 (4) | | |
Symmetry codes: (i) x, −y+1/2, z; (ii) x, y, z+1; (iii) x, y, z−1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1···O1iv | 0.85 | 1.89 | 2.711 (5) | 162 |
Symmetry code: (iv) x+1, y, z. |