supplementary materials


HTML versionpdf versioncif file3d viewstructure factorssupplementary materialsCIF check reportcited insimilar papers Open access

Acta Cryst. (2009). E65, m292    [ doi:10.1107/S1600536809005479 ]

trans,trans,trans-Diaquabis(nicotinamide-[kappa]N)bis(2-nitrobenzoato-[kappa]O)cadmium(II) dihydrate

K.-L. Zhang, B. Yang, J.-G. Lin and S. W. Ng

Abstract top

The cadmium atom in the title compound, [Cd(C7H4NO4)2(C6H6N2O)2(H2O)2]·2H2O, lies on a center of inversion in an all-trans octahedral environment. In the crystal, the complex interacts with the uncoordinated water molecules through O-H...O and N-H...O hydrogen bonds, forming a layered network.

Related literature top

There are several examples of diaquadi(arylcarboxylato)di(nicotinamide)metal(II) compounds. For recent examples, see: Hökelek & Necefoğlu (2007a,b); Hökelek et al. (2007); Koksharova et al. (2006); Şahin et al. (2007a,b); Stachova et al. (2006); Çaylak et al. (2007).

Experimental top

A water/methanol (1:1 v/v) solution (3 ml) of cadmium nitrate trihydrate (0.082 g, 0.3 mmol) was added to a water/methanol (1:1 v/v) solution (3 ml) of 2-nitrobenzoic acid (0.100 g, 0.6 mmol), sodium hydroxide (0.024 g, 0.6 mmol) and nicotinamide (0.073 g, 0.6 mmol). A white powder was obtained after several days; this was recrystallized from DMF/methanol (3:1 v/v) to give colorless crystals in 50% yield. CH&N elemental analysis. Calculated for C26H28CdN6O14: C 41.04 H 3.68 N 11.04%; found: C 40.08, H 3.87, N 10.93%.

Refinement top

Carbon-bound H atoms were placed in calculated positions and were allowed to ride on the parent atoms. N and O-bound H atoms were located in a difference Fourier map, and were refined with distance restraints N–H = O–H = 0.85±0.01 Å; for the water molecules, an additional H···H 1.39±0.01 Å restraint was used. Their temperature factors were freely refined.

The measurements are 100% at the 2θ limit of 50 °.

Computing details top

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT (Bruker, 2000); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: X-SEED (Barbour, 2001); software used to prepare material for publication: publCIF (Westrip, 2009).

Figures top
[Figure 1] Fig. 1. Thermal ellipsoid plot of Cd(H2O)2(C7H4NO4)2(C6H6N2O)2.2H2O; displacement ellipsoids are drawn at the 50% probabability level, and H atoms as spheres of arbitrary radii.
trans,trans,trans-Diaquabis(nicotinamide-κN)bis(2- nitrobenzoato-κO)cadmium(II) dihydrate top
Crystal data top
[Cd(C7H4NO4)2(C6H6N2O)2(H2O)2]·2H2OF(000) = 772
Mr = 760.94Dx = 1.660 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 3417 reflections
a = 7.9365 (8) Åθ = 2.1–25.1°
b = 19.589 (2) ŵ = 0.80 mm−1
c = 10.059 (1) ÅT = 293 K
β = 103.178 (2)°Rod, colorless
V = 1522.6 (3) Å30.50 × 0.18 × 0.18 mm
Z = 2
Data collection top
Bruker SMART area-detector
diffractometer		2651 independent reflections
Radiation source: medium-focus sealed tube2396 reflections with I > 2σ(I)
graphiteRint = 0.016
φ and ω scansθmax = 25.1°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −9→3
Tmin = 0.619, Tmax = 0.866k = −20→23
4427 measured reflectionsl = −11→11
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.034Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.093H atoms treated by a mixture of independent and constrained refinement
S = 1.13 w = 1/[σ2(Fo2) + (0.0433P)2 + 2.3534P]
where P = (Fo2 + 2Fc2)/3
2651 reflections(Δ/σ)max = 0.001
246 parametersΔρmax = 0.42 e Å−3
9 restraintsΔρmin = −1.04 e Å−3
Crystal data top
[Cd(C7H4NO4)2(C6H6N2O)2(H2O)2]·2H2OV = 1522.6 (3) Å3
Mr = 760.94Z = 2
Monoclinic, P21/nMo Kα radiation
a = 7.9365 (8) ŵ = 0.80 mm−1
b = 19.589 (2) ÅT = 293 K
c = 10.059 (1) Å0.50 × 0.18 × 0.18 mm
β = 103.178 (2)°
Data collection top
Bruker SMART area-detector
diffractometer		2651 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		2396 reflections with I > 2σ(I)
Tmin = 0.619, Tmax = 0.866Rint = 0.016
4427 measured reflectionsθmax = 25.1°
Refinement top
R[F2 > 2σ(F2)] = 0.034H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.093Δρmax = 0.42 e Å−3
S = 1.13Δρmin = −1.04 e Å−3
2651 reflectionsAbsolute structure: ?
246 parametersFlack parameter: ?
9 restraintsRogers parameter: ?
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Cd10.50000.50000.50000.02349 (13)
O10.6570 (3)0.40982 (12)0.4385 (2)0.0312 (5)
O20.4256 (3)0.36571 (14)0.2970 (3)0.0428 (7)
O30.3595 (4)0.23243 (19)0.1217 (4)0.0693 (10)
O40.4552 (5)0.2124 (2)0.3355 (4)0.0835 (12)
O50.0789 (4)0.48477 (17)0.8538 (3)0.0505 (8)
O1W0.7685 (3)0.55083 (13)0.5819 (3)0.0362 (6)
H110.842 (5)0.561 (2)0.536 (4)0.055 (14)*
H120.737 (6)0.5868 (14)0.616 (5)0.082 (19)*
O2W0.9923 (3)0.57871 (14)0.4149 (3)0.0375 (6)
H210.987 (5)0.556 (2)0.342 (3)0.079 (18)*
H221.097 (2)0.581 (2)0.460 (3)0.050 (13)*
N10.4713 (4)0.23414 (16)0.2260 (4)0.0438 (8)
N20.5129 (3)0.44979 (15)0.7119 (3)0.0291 (6)
N30.1940 (4)0.44256 (19)1.0627 (3)0.0405 (8)
H310.274 (4)0.424 (2)1.122 (3)0.055 (13)*
H320.114 (4)0.457 (2)1.098 (3)0.049 (12)*
C10.6994 (4)0.32348 (16)0.2832 (3)0.0237 (6)
C20.6421 (4)0.26190 (17)0.2198 (3)0.0282 (7)
C30.7386 (5)0.22316 (19)0.1503 (4)0.0386 (9)
H30.69420.18290.10700.047 (12)*
C40.9033 (5)0.2454 (2)0.1459 (4)0.0407 (9)
H40.97140.21960.10080.047 (12)*
C50.9655 (5)0.3057 (2)0.2087 (4)0.0430 (9)
H51.07610.32050.20630.057 (13)*
C60.8643 (4)0.34455 (19)0.2755 (4)0.0337 (8)
H60.90750.38550.31610.046 (12)*
C70.5842 (4)0.36885 (16)0.3458 (3)0.0262 (7)
C80.3792 (4)0.46351 (17)0.7674 (3)0.0256 (7)
H80.29750.49510.72380.044 (12)*
C90.3553 (4)0.43356 (17)0.8857 (3)0.0273 (7)
C100.4767 (5)0.3864 (2)0.9499 (4)0.0399 (9)
H100.46450.36481.02950.044 (11)*
C110.6165 (5)0.3721 (2)0.8941 (4)0.0461 (10)
H11A0.70040.34100.93620.055 (13)*
C120.6301 (5)0.40434 (19)0.7751 (4)0.0352 (8)
H12A0.72390.39420.73750.052 (12)*
C130.1972 (4)0.45472 (18)0.9337 (3)0.0312 (7)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.02157 (19)0.0277 (2)0.0224 (2)−0.00033 (12)0.00743 (13)0.00046 (12)
O10.0292 (12)0.0324 (13)0.0303 (12)0.0020 (10)0.0034 (10)−0.0075 (10)
O20.0268 (13)0.0550 (17)0.0443 (15)0.0049 (12)0.0033 (11)−0.0207 (13)
O30.0398 (17)0.078 (2)0.085 (3)−0.0141 (16)0.0042 (17)−0.027 (2)
O40.087 (3)0.098 (3)0.078 (3)−0.041 (2)0.044 (2)0.003 (2)
O50.0388 (16)0.084 (2)0.0318 (15)0.0297 (15)0.0135 (12)0.0122 (14)
O1W0.0273 (13)0.0406 (14)0.0416 (15)−0.0066 (11)0.0094 (11)−0.0085 (12)
O2W0.0276 (13)0.0452 (15)0.0390 (15)0.0019 (11)0.0061 (11)−0.0039 (12)
N10.0417 (19)0.0363 (18)0.057 (2)−0.0114 (14)0.0190 (17)−0.0155 (16)
N20.0251 (14)0.0348 (15)0.0274 (15)0.0037 (12)0.0059 (11)0.0027 (12)
N30.0366 (17)0.066 (2)0.0223 (15)0.0158 (16)0.0128 (13)0.0093 (15)
C10.0281 (16)0.0240 (16)0.0173 (14)0.0011 (13)0.0015 (12)−0.0017 (12)
C20.0282 (17)0.0258 (17)0.0313 (17)−0.0024 (13)0.0083 (14)−0.0016 (14)
C30.051 (2)0.0263 (18)0.041 (2)−0.0017 (16)0.0154 (17)−0.0088 (16)
C40.042 (2)0.040 (2)0.045 (2)0.0102 (17)0.0185 (17)−0.0024 (17)
C50.0305 (19)0.047 (2)0.056 (3)−0.0013 (17)0.0203 (18)−0.0033 (19)
C60.0303 (18)0.0349 (19)0.0359 (19)−0.0044 (15)0.0075 (15)−0.0083 (15)
C70.0254 (16)0.0243 (16)0.0297 (17)0.0019 (13)0.0078 (13)0.0013 (13)
C80.0246 (16)0.0309 (18)0.0201 (15)0.0033 (13)0.0025 (12)0.0029 (13)
C90.0282 (17)0.0336 (18)0.0199 (15)0.0028 (14)0.0051 (13)−0.0012 (13)
C100.042 (2)0.053 (2)0.0267 (18)0.0173 (18)0.0117 (15)0.0150 (17)
C110.041 (2)0.062 (3)0.035 (2)0.027 (2)0.0095 (17)0.0190 (19)
C120.0303 (18)0.046 (2)0.0317 (19)0.0088 (16)0.0117 (15)0.0022 (16)
C130.0304 (18)0.0375 (19)0.0274 (17)0.0051 (15)0.0098 (14)0.0027 (14)
Geometric parameters (Å, °) top
Cd1—O1i2.325 (2)C1—C21.391 (4)
Cd1—O12.325 (2)C1—C61.391 (5)
Cd1—O1Wi2.326 (2)C1—C71.512 (4)
Cd1—O1W2.326 (2)C2—C31.377 (5)
Cd1—N22.329 (3)C3—C41.388 (5)
Cd1—N2i2.329 (3)C3—H30.9300
O1—C71.266 (4)C4—C51.378 (6)
O2—C71.244 (4)C4—H40.9300
O3—N11.211 (5)C5—C61.386 (5)
O4—N11.214 (5)C5—H50.9300
O5—C131.237 (4)C6—H60.9300
O1W—H110.85 (4)C8—C91.378 (5)
O1W—H120.85 (4)C8—H80.9300
O2W—H210.85 (3)C9—C101.383 (5)
O2W—H220.85 (3)C9—C131.502 (5)
N1—C21.476 (4)C10—C111.382 (5)
N2—C81.334 (4)C10—H100.9300
N2—C121.339 (4)C11—C121.379 (5)
N3—C131.325 (4)C11—H11A0.9300
N3—H310.84 (3)C12—H12A0.9300
N3—H320.85 (3)
O1i—Cd1—O1180.000 (1)C1—C2—N1120.5 (3)
O1i—Cd1—O1Wi85.20 (9)C2—C3—C4118.7 (3)
O1—Cd1—O1Wi94.80 (9)C2—C3—H3120.7
O1i—Cd1—O1W94.80 (9)C4—C3—H3120.7
O1—Cd1—O1W85.20 (9)C5—C4—C3119.8 (3)
O1Wi—Cd1—O1W180.00 (12)C5—C4—H4120.1
O1i—Cd1—N289.52 (9)C3—C4—H4120.1
O1—Cd1—N290.48 (9)C4—C5—C6120.4 (3)
O1Wi—Cd1—N289.36 (10)C4—C5—H5119.8
O1W—Cd1—N290.64 (10)C6—C5—H5119.8
O1i—Cd1—N2i90.48 (9)C5—C6—C1121.4 (3)
O1—Cd1—N2i89.52 (9)C5—C6—H6119.3
O1Wi—Cd1—N2i90.64 (10)C1—C6—H6119.3
O1W—Cd1—N2i89.36 (10)O2—C7—O1125.0 (3)
N2—Cd1—N2i180.0O2—C7—C1117.4 (3)
C7—O1—Cd1119.7 (2)O1—C7—C1117.5 (3)
Cd1—O1W—H11126 (3)N2—C8—C9123.7 (3)
Cd1—O1W—H12100 (3)N2—C8—H8118.2
H11—O1W—H12109 (4)C9—C8—H8118.2
H21—O2W—H22109.4 (17)C8—C9—C10118.0 (3)
O3—N1—O4124.7 (4)C8—C9—C13116.7 (3)
O3—N1—C2118.2 (4)C10—C9—C13125.3 (3)
O4—N1—C2117.1 (4)C11—C10—C9118.9 (3)
C8—N2—C12117.9 (3)C11—C10—H10120.5
C8—N2—Cd1115.1 (2)C9—C10—H10120.5
C12—N2—Cd1126.6 (2)C12—C11—C10119.3 (3)
C13—N3—H31126 (3)C12—C11—H11A120.4
C13—N3—H32122 (2)C10—C11—H11A120.4
H31—N3—H32111.4 (18)N2—C12—C11122.2 (3)
C2—C1—C6116.4 (3)N2—C12—H12A118.9
C2—C1—C7122.4 (3)C11—C12—H12A118.9
C6—C1—C7121.0 (3)O5—C13—N3122.8 (3)
C3—C2—C1123.3 (3)O5—C13—C9119.2 (3)
C3—C2—N1116.2 (3)N3—C13—C9118.0 (3)
O1Wi—Cd1—O1—C722.2 (2)C4—C5—C6—C11.0 (6)
O1W—Cd1—O1—C7−157.8 (2)C2—C1—C6—C5−0.3 (5)
N2—Cd1—O1—C7111.6 (2)C7—C1—C6—C5−174.8 (3)
N2i—Cd1—O1—C7−68.4 (2)Cd1—O1—C7—O2−11.8 (5)
O1i—Cd1—N2—C829.7 (2)Cd1—O1—C7—C1163.9 (2)
O1—Cd1—N2—C8−150.3 (2)C2—C1—C7—O2−27.5 (5)
O1Wi—Cd1—N2—C8−55.5 (2)C6—C1—C7—O2146.7 (3)
O1W—Cd1—N2—C8124.5 (2)C2—C1—C7—O1156.4 (3)
O1i—Cd1—N2—C12−157.2 (3)C6—C1—C7—O1−29.4 (4)
O1—Cd1—N2—C1222.8 (3)C12—N2—C8—C90.0 (5)
O1Wi—Cd1—N2—C12117.6 (3)Cd1—N2—C8—C9173.7 (3)
O1W—Cd1—N2—C12−62.4 (3)N2—C8—C9—C10−0.3 (5)
C6—C1—C2—C3−1.2 (5)N2—C8—C9—C13−179.8 (3)
C7—C1—C2—C3173.2 (3)C8—C9—C10—C110.7 (6)
C6—C1—C2—N1178.0 (3)C13—C9—C10—C11−179.9 (4)
C7—C1—C2—N1−7.5 (5)C9—C10—C11—C12−0.8 (7)
O3—N1—C2—C3−69.1 (5)C8—N2—C12—C11−0.1 (6)
O4—N1—C2—C3108.4 (4)Cd1—N2—C12—C11−173.0 (3)
O3—N1—C2—C1111.6 (4)C10—C11—C12—N20.6 (7)
O4—N1—C2—C1−70.9 (5)C8—C9—C13—O515.8 (5)
C1—C2—C3—C41.9 (6)C10—C9—C13—O5−163.7 (4)
N1—C2—C3—C4−177.4 (3)C8—C9—C13—N3−161.5 (3)
C2—C3—C4—C5−1.1 (6)C10—C9—C13—N319.0 (6)
C3—C4—C5—C6−0.3 (6)
Symmetry codes: (i) −x+1, −y+1, −z+1.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1w—H11···O2w0.85 (4)1.92 (4)2.764 (4)174 (4)
O1w—H12···O2i0.85 (4)1.95 (5)2.718 (4)150 (4)
O2w—H21···O5i0.85 (3)2.08 (3)2.910 (4)166 (4)
O2w—H22···O1ii0.85 (3)2.00 (1)2.846 (3)177 (5)
N3—H31···O2iii0.85 (3)2.22 (2)3.038 (4)165 (4)
N3—H32···O5iv0.85 (3)2.05 (3)2.873 (4)164 (4)
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+2, −y+1, −z+1; (iii) x, y, z+1; (iv) −x, −y+1, −z+2.
Table 1
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
O1w—H11···O2w0.85 (4)1.92 (4)2.764 (4)174 (4)
O1w—H12···O2i0.85 (4)1.95 (5)2.718 (4)150 (4)
O2w—H21···O5i0.85 (3)2.08 (3)2.910 (4)166 (4)
O2w—H22···O1ii0.85 (3)2.00 (1)2.846 (3)177 (5)
N3—H31···O2iii0.85 (3)2.22 (2)3.038 (4)165 (4)
N3—H32···O5iv0.85 (3)2.05 (3)2.873 (4)164 (4)
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+2, −y+1, −z+1; (iii) x, y, z+1; (iv) −x, −y+1, −z+2.
Acknowledgements top

We thank the Foundation of Jiangsu Provincial Key Program of Physical Chemistry in Yangzhou University and the University of Malaya for supporting this study.

references
References top

Barbour, L. J. (2001). J. Supramol. Chem., 1, 189–191.

Bruker (2000). SAINT and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.

Çaylak, N., Hökelek, T. & Necefoğlu, H. (2007). Acta Cryst. E63, m1341–m1343.

Hökelek, T., Çaylak, N. & Necefoğlu, H. (2007). Acta Cryst. E63, m1873–m1874.

Hökelek, T. & Necefoğlu, H. (2007a). Acta Cryst. E63, m1078–m1080.

Hökelek, T. & Necefoğlu, H. (2007b). Acta Cryst. E63, m1279–m1281.

Koksharova, T. V., Sadikov, G. G., Antsyshkina, A. S., Gritsenko, I. S., Sergienko, V. S. & Egorova, O. A. (2006). Russ. J. Inorg. Chem. 51, 895–900.

Şahin, O., Büyükgüngör, O., Köse, D. A. & Necefoglu, H. (2007a). Acta Cryst. C63, m510–m512.

Şahin, O., Büyükgüngör, O., Köse, D. A., Ozturkkan, E. F. & Necefoglu, H. (2007b). Acta Cryst. C63, m243–m245.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122.

Stachova, P., Melnik, M., Korobik, M., Mrozinski, M., Koman, M., Glowiak, T. & Valigura, D. (2006). Inorg. Chim. Acta, 360, 1517–1522.

Westrip, S. P. (2009). publCIF. In preparation.