metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 67| Part 6| June 2011| Pages m805-m806

Bis[4-amino-N-(pyrimidin-2-yl)benzene­sulfonamidato]-κ2N,N′;κN-aqua­bis­­(di­methyl­formamide-κO)cadmium(II) monohydrate

aDepartment of Chemistry, University of Dhaka, Dhaka 1000, Bangladesh
*Correspondence e-mail: acsbd@yahoo.com

(Received 21 May 2011; accepted 24 May 2011; online 28 May 2011)

In the title compound, [Cd(C10H9N4O2S)2(C3H7NO)2(H2O)]·H2O, the CdII ion displays a grossly distorted octa­hedral (or irregular) mer-CdN3O3 coodination polyhdron arising from its coordination by one N,N′-bidentate sulfadiazinate anion, one monodentate sulfadiazinate anion, two O-bonded dimethyl­formamide molecules and one water mol­ecule. A short Cd⋯N contact [2.890 (3) Å] to the monodentate sulfadiazinate ion also occurs. The dihedral angles between the planes of the aromatic rings of the anions are 86.81 (14) and 68.65 (14)°. The crystal structure features inter­molecular N—H⋯O, O—H⋯O and O—H⋯N hydrogen bonds.

Related literature

For the geometric analysis of related structures, see: Heren et al. (2006[Heren, Z., Paşaoğlu, H. & Kaştaş, G. (2006). Acta Cryst. E62, o3437-o3439.]); Hossain & Amoroso (2007[Hossain, G. M. G. & Amoroso, A. J. (2007). Acta Cryst. E63, m759-m760.]); Paşaoğlu et al. (2008[Paşaoğlu, H., Kaştaş, G., Heren, Z. & Büyükgüngör, O. (2008). Acta Cryst. E64, m1192.]); Hossain (2011[Hossain, G. M. G. (2011). Acta Cryst. E67, m505-m506.]).

[Scheme 1]

Experimental

Crystal data
  • [Cd(C10H9N4O2S)2(C3H7NO)2(H2O)]·H2O

  • Mr = 793.17

  • Monoclinic, P 21 /n

  • a = 13.9012 (3) Å

  • b = 9.9763 (2) Å

  • c = 23.8147 (5) Å

  • β = 103.203 (1)°

  • V = 3215.38 (12) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 0.87 mm−1

  • T = 150 K

  • 0.10 × 0.10 × 0.04 mm

Data collection
  • Nonius KappaCCD diffractometer

  • Absorption correction: multi-scan (SORTAV; Blessing, 1995[Blessing, R. H. (1995). Acta Cryst. A51, 33-38.]) Tmin = 0.918, Tmax = 0.966

  • 24302 measured reflections

  • 7313 independent reflections

  • 5720 reflections with I > 2σ(I)

  • Rint = 0.080

Refinement
  • R[F2 > 2σ(F2)] = 0.042

  • wR(F2) = 0.099

  • S = 1.03

  • 7313 reflections

  • 460 parameters

  • 12 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • Δρmax = 0.63 e Å−3

  • Δρmin = −1.06 e Å−3

Table 1
Selected bond lengths (Å)

Cd1—O1 2.284 (2)
Cd1—O2 2.343 (2)
Cd1—O3 2.334 (2)
Cd1—N11 2.473 (2)
Cd1—N12 2.361 (2)
Cd1—N21 2.257 (2)
Cd1—N22 2.890 (3)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
N14—H14B⋯O12i 0.82 (2) 2.39 (3) 3.104 (4) 146 (4)
N14—H14A⋯O21ii 0.81 (2) 2.47 (2) 3.267 (4) 167 (4)
N24—H24B⋯O4iii 0.84 (2) 2.27 (2) 3.061 (4) 157 (3)
N24—H24A⋯O3iii 0.79 (2) 2.52 (2) 3.272 (4) 160 (3)
O3—H3E⋯O11 0.79 (2) 1.97 (2) 2.754 (3) 172 (4)
O3—H3D⋯O11iv 0.81 (2) 2.04 (3) 2.810 (3) 159 (3)
O4—H4B⋯O21 0.85 (3) 2.02 (4) 2.855 (3) 166 (12)
O4—H4A⋯N23v 0.85 (3) 2.30 (5) 3.051 (4) 148 (7)
Symmetry codes: (i) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z-{\script{1\over 2}}]; (ii) -x, -y+1, -z; (iii) x, y-1, z; (iv) -x+1, -y+1, -z; (v) [-x+{\script{1\over 2}}, y+{\script{1\over 2}}, -z+{\script{1\over 2}}].

Data collection: DENZO (Otwinowski & Minor, 1997[Otwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307-326. New York: Academic Press.]) and COLLECT (Hooft, 1998[Hooft, R. W. W. (1998). COLLECT. Nonius BV, Delft, The Netherlands.]); cell refinement: DENZO and COLLECT; data reduction: DENZO and COLLECT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997[Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565.]); software used to prepare material for publication: WinGX (Farrugia, 1999[Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837-838.]).

Supporting information


Comment top

The Cd ion in the title compound, (I), is attached with two sulfadiazine, two dimethylformamide and one water molecules. In addition there is one more solvated water molecule in the lattice. The Cd ion displays a hepta-coordinated complex but one of the pyrimido nitrogen atoms from the second sulfadiazinate anion has weak interaction with Cd(II) ion.

The hepta-coordinated cadmium complex is monocapped trigonal prismatic rather than the pentagonal bipyramidal structure as the angles around the cadmium centre are very much reduced from the ideal behavior since there exist different types of coordinated molecules.

The bond angles around the S atom correspond to a distorted tetrahedral geometry. The bond distance C—N (Terminal amino group) of 1.369 (4) and 1.375 (4)Å and the torsion angle C–S–N–C of 66.2 (3)° and -54.7 (3)° are comparable to those observed in the related structures (Heren et al., 2006; Hossain & Amoroso, 2007; Hossain, 2011).

The dihedral angle between the aromatic rings of the chelated anion of 88.82 (7)° is larger than value of 68.66 (9)° of the non-chelated anion. The later one is comparable with the value of 71.10 (14)° (Hossain & Amoroso, 2007) in the sulfadiazinate anion. The packing of (I) (Fig. 2) is stabilized by intermolecular N—H···O, O—H···O and O—H···N hydrogen bonds (Table 2) and exists among sdz anions, coordinated and solvated water molecules (Hossain, 2011).

Related literature top

For the geometric analysis of related structures, see: Heren et al. (2006); Hossain & Amoroso (2007); Paşaoğlu et al. (2008); Hossain (2011).

Experimental top

The sodium salt of sulfadiazine (Nasdz, 5.446 g, 2 mmol) was dissolved in hot methanol (50 ml) and a methanol solution (10 ml) of (CH3COO)2Cd.2H2O (2.6647 g, 1 mmol) was added slowly with constant stirring on a hot plate. A white precipitate was formed and the mixture was stirred for a further 2 h. The precipitate was filtered off and dried over silica gel; it was then dissolved in dimethylformamide solution (50 ml), and the mixture stirred for 10 min., filtered and left for crystallisaton. A week later, white block-shaped crystals of (I) were filtered off and dried over silica gel.

Refinement top

The H atoms were positioned geometrically and refined using a riding model [except that for terminal amino groups N14 and N24 and water molecules which were located from the difference map and fixed to 0.79 (2)–0.85 (3) Å], with C—H = 0.95–0.98 Å and with Uiso(H) = 1.2 (1.5 for methyl groups) times Ueq(C).

Computing details top

Data collection: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998); data reduction: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), with 50% probability displacement ellipsoids for non-H atoms.
[Figure 2] Fig. 2. The packing of (I), viewed down the a-axis, showing one layer of molecules connected by N—H···N, N—H···O and O—H···O hydrogen bonds (dashed lines).
Bis[4-amino-N-(pyrimidin-2- yl)benzenesulfonamidato]-κ2N,N';κN- aquabis(dimethylformamide-κO)cadmium(II) monohydrate top
Crystal data top
[Cd(C10H9N4O2S)2(C3H7NO)2(H2O)]·H2OF(000) = 1624
Mr = 793.17Dx = 1.638 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 7313 reflections
a = 13.9012 (3) Åθ = 2.9–27.5°
b = 9.9763 (2) ŵ = 0.87 mm1
c = 23.8147 (5) ÅT = 150 K
β = 103.203 (1)°Block, colourless
V = 3215.38 (12) Å30.10 × 0.10 × 0.04 mm
Z = 4
Data collection top
Nonius KappaCCD
diffractometer
7313 independent reflections
Radiation source: fine-focus sealed tube5720 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.080
ω scansθmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan
(SORTAV; Blessing, 1995)
h = 1817
Tmin = 0.918, Tmax = 0.966k = 1212
24302 measured reflectionsl = 3030
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)] = 0.042Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.099H atoms treated by a mixture of independent and constrained refinement
S = 1.03 w = 1/[σ2(Fo2) + (0.0412P)2 + 1.8016P]
where P = (Fo2 + 2Fc2)/3
7313 reflections(Δ/σ)max = 0.001
460 parametersΔρmax = 0.63 e Å3
12 restraintsΔρmin = 1.06 e Å3
Crystal data top
[Cd(C10H9N4O2S)2(C3H7NO)2(H2O)]·H2OV = 3215.38 (12) Å3
Mr = 793.17Z = 4
Monoclinic, P21/nMo Kα radiation
a = 13.9012 (3) ŵ = 0.87 mm1
b = 9.9763 (2) ÅT = 150 K
c = 23.8147 (5) Å0.10 × 0.10 × 0.04 mm
β = 103.203 (1)°
Data collection top
Nonius KappaCCD
diffractometer
7313 independent reflections
Absorption correction: multi-scan
(SORTAV; Blessing, 1995)
5720 reflections with I > 2σ(I)
Tmin = 0.918, Tmax = 0.966Rint = 0.080
24302 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.04212 restraints
wR(F2) = 0.099H atoms treated by a mixture of independent and constrained refinement
S = 1.03Δρmax = 0.63 e Å3
7313 reflectionsΔρmin = 1.06 e Å3
460 parameters
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
xyzUiso*/Ueq
Cd10.290291 (16)0.29728 (2)0.034509 (9)0.01727 (8)
S110.33422 (5)0.41881 (7)0.11138 (3)0.01623 (16)
S210.18412 (5)0.12716 (7)0.12871 (3)0.01808 (17)
O110.39815 (15)0.5141 (2)0.07301 (9)0.0205 (5)
O120.38338 (16)0.3485 (2)0.14979 (9)0.0240 (5)
O210.15043 (16)0.1606 (2)0.18039 (9)0.0238 (5)
O220.11094 (16)0.1429 (2)0.07524 (9)0.0272 (5)
N110.29064 (18)0.3272 (2)0.06853 (10)0.0167 (5)
N120.19324 (18)0.1714 (2)0.04169 (10)0.0174 (5)
N130.1916 (2)0.1903 (2)0.14243 (11)0.0216 (6)
N140.0348 (2)0.7936 (3)0.24158 (14)0.0330 (7)
N210.27561 (18)0.2170 (2)0.12076 (10)0.0176 (5)
N220.43358 (19)0.2942 (2)0.14358 (11)0.0197 (6)
N230.38318 (19)0.1370 (2)0.20728 (10)0.0208 (6)
N240.3315 (2)0.4299 (3)0.16052 (14)0.0304 (7)
C110.2235 (2)0.2273 (3)0.08703 (12)0.0169 (6)
C120.1256 (2)0.0745 (3)0.05344 (14)0.0221 (7)
H120.10240.03500.02270.027*
C130.0887 (2)0.0302 (3)0.10880 (14)0.0247 (7)
H130.04080.03920.11710.030*
C140.1249 (2)0.0914 (3)0.15177 (14)0.0251 (7)
H140.10090.06150.19030.030*
C150.2381 (2)0.5159 (3)0.15305 (12)0.0162 (6)
C160.2380 (2)0.5497 (3)0.20973 (13)0.0210 (7)
H160.28440.50950.22830.025*
C170.1704 (2)0.6418 (3)0.23916 (13)0.0229 (7)
H170.17180.66550.27760.028*
C180.1002 (2)0.7003 (3)0.21307 (14)0.0231 (7)
C190.0994 (2)0.6630 (3)0.15630 (13)0.0218 (7)
H190.05090.69950.13830.026*
C200.1687 (2)0.5733 (3)0.12621 (13)0.0190 (6)
H200.16890.55100.08740.023*
C210.3658 (2)0.2140 (3)0.15960 (12)0.0169 (6)
C220.5243 (2)0.2924 (3)0.17670 (14)0.0256 (7)
H220.57340.34750.16650.031*
C230.5504 (3)0.2135 (3)0.22563 (14)0.0261 (7)
H230.61590.21160.24860.031*
C240.4763 (2)0.1382 (3)0.23904 (13)0.0252 (7)
H240.49180.08380.27260.030*
C250.2238 (2)0.0401 (3)0.13588 (12)0.0181 (6)
C260.1971 (2)0.1222 (3)0.17657 (13)0.0211 (7)
H260.15480.08880.19950.025*
C270.2315 (2)0.2522 (3)0.18403 (13)0.0227 (7)
H270.21230.30810.21190.027*
C280.2945 (2)0.3021 (3)0.15076 (14)0.0207 (7)
C290.3201 (2)0.2190 (3)0.10946 (15)0.0259 (7)
H290.36150.25230.08600.031*
C300.2860 (2)0.0889 (3)0.10219 (13)0.0240 (7)
H300.30480.03270.07430.029*
C10.1274 (2)0.4958 (3)0.05636 (13)0.0192 (6)
H10.12620.43290.08620.023*
C20.0778 (3)0.7114 (3)0.01313 (16)0.0313 (8)
H2A0.12560.68770.00980.047*
H2B0.09680.79700.03280.047*
H2C0.01190.71980.01230.047*
C30.0160 (2)0.6297 (3)0.09716 (14)0.0282 (7)
H3A0.03300.71640.11610.042*
H3B0.02810.55820.12620.042*
H3C0.05390.62950.07710.042*
C40.4966 (2)0.1672 (3)0.03565 (14)0.0245 (7)
H40.50770.24420.01450.029*
C50.5645 (3)0.0106 (4)0.10096 (16)0.0415 (10)
H5A0.49490.02140.10220.062*
H5B0.60440.00230.14020.062*
H5C0.58700.09090.08410.062*
C60.6737 (3)0.1498 (4)0.0652 (2)0.0611 (14)
H6A0.66950.23360.04330.092*
H6B0.70680.08140.04690.092*
H6C0.71150.16510.10480.092*
N10.07654 (18)0.6072 (2)0.05576 (10)0.0199 (5)
N20.5748 (2)0.1044 (3)0.06631 (13)0.0310 (7)
O10.17698 (16)0.4670 (2)0.02063 (9)0.0246 (5)
O20.40965 (16)0.1327 (2)0.03247 (9)0.0232 (5)
O30.39437 (17)0.4831 (2)0.04135 (10)0.0223 (5)
O40.1616 (2)0.4417 (3)0.20345 (11)0.0363 (6)
H14A0.016 (2)0.811 (4)0.2316 (16)0.049 (14)*
H14B0.030 (3)0.812 (4)0.2758 (11)0.044 (13)*
H24A0.355 (2)0.465 (3)0.1372 (13)0.031 (11)*
H24B0.295 (2)0.485 (3)0.1728 (13)0.020 (9)*
H4A0.157 (6)0.467 (7)0.2366 (18)0.15 (3)*
H4B0.157 (15)0.356 (3)0.202 (6)0.50 (12)*
H3D0.451 (2)0.478 (4)0.0587 (13)0.040 (12)*
H3E0.394 (3)0.499 (4)0.0086 (10)0.041 (12)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.01636 (13)0.01826 (13)0.01795 (13)0.00356 (8)0.00549 (9)0.00285 (8)
S110.0137 (4)0.0187 (4)0.0166 (4)0.0014 (3)0.0041 (3)0.0005 (3)
S210.0150 (4)0.0191 (4)0.0207 (4)0.0016 (3)0.0053 (3)0.0018 (3)
O110.0167 (11)0.0240 (11)0.0202 (11)0.0053 (9)0.0030 (9)0.0005 (8)
O120.0208 (12)0.0300 (12)0.0234 (12)0.0021 (10)0.0096 (10)0.0010 (9)
O210.0195 (12)0.0241 (11)0.0318 (12)0.0025 (9)0.0141 (10)0.0010 (9)
O220.0175 (12)0.0323 (12)0.0290 (12)0.0007 (10)0.0007 (10)0.0057 (10)
N110.0156 (13)0.0190 (12)0.0155 (12)0.0018 (10)0.0033 (10)0.0005 (9)
N120.0149 (13)0.0171 (12)0.0212 (13)0.0032 (10)0.0063 (11)0.0046 (10)
N130.0190 (14)0.0239 (14)0.0212 (14)0.0031 (11)0.0034 (11)0.0034 (10)
N140.0244 (18)0.0426 (19)0.0319 (18)0.0101 (14)0.0061 (14)0.0136 (14)
N210.0151 (13)0.0211 (13)0.0169 (13)0.0002 (10)0.0043 (11)0.0009 (10)
N220.0204 (14)0.0206 (13)0.0185 (13)0.0029 (10)0.0051 (11)0.0017 (10)
N230.0212 (14)0.0223 (13)0.0188 (13)0.0014 (11)0.0043 (11)0.0018 (10)
N240.0348 (18)0.0231 (15)0.0359 (18)0.0035 (13)0.0137 (15)0.0022 (13)
C110.0123 (15)0.0188 (15)0.0191 (15)0.0054 (12)0.0027 (12)0.0008 (11)
C120.0175 (16)0.0145 (15)0.0370 (19)0.0036 (12)0.0119 (14)0.0054 (13)
C130.0163 (17)0.0195 (16)0.0385 (19)0.0033 (13)0.0067 (15)0.0033 (13)
C140.0196 (17)0.0263 (17)0.0276 (17)0.0031 (13)0.0017 (14)0.0060 (13)
C150.0131 (15)0.0171 (14)0.0182 (15)0.0031 (11)0.0030 (12)0.0016 (11)
C160.0199 (17)0.0241 (16)0.0201 (15)0.0040 (13)0.0070 (13)0.0018 (12)
C170.0244 (18)0.0271 (17)0.0171 (15)0.0023 (14)0.0042 (14)0.0026 (12)
C180.0211 (17)0.0217 (16)0.0242 (17)0.0053 (13)0.0005 (14)0.0027 (12)
C190.0175 (16)0.0259 (16)0.0235 (16)0.0012 (13)0.0078 (13)0.0011 (13)
C200.0162 (16)0.0213 (15)0.0197 (15)0.0048 (12)0.0045 (13)0.0026 (12)
C210.0199 (16)0.0146 (14)0.0172 (15)0.0032 (12)0.0061 (13)0.0009 (11)
C220.0233 (18)0.0260 (17)0.0286 (18)0.0065 (13)0.0081 (15)0.0021 (13)
C230.0212 (18)0.0300 (18)0.0259 (17)0.0026 (14)0.0029 (14)0.0010 (13)
C240.0275 (19)0.0274 (17)0.0180 (16)0.0005 (14)0.0002 (14)0.0029 (13)
C250.0147 (15)0.0188 (15)0.0201 (15)0.0010 (12)0.0030 (13)0.0039 (12)
C260.0198 (17)0.0240 (16)0.0221 (16)0.0020 (13)0.0104 (13)0.0018 (12)
C270.0253 (18)0.0228 (15)0.0214 (16)0.0033 (14)0.0080 (14)0.0032 (13)
C280.0175 (16)0.0169 (15)0.0264 (17)0.0006 (12)0.0025 (13)0.0045 (12)
C290.0270 (19)0.0203 (16)0.0350 (19)0.0009 (13)0.0166 (15)0.0055 (13)
C300.0270 (18)0.0237 (16)0.0243 (16)0.0041 (13)0.0123 (14)0.0018 (13)
C10.0149 (15)0.0208 (15)0.0210 (16)0.0015 (12)0.0019 (13)0.0030 (12)
C20.031 (2)0.0256 (18)0.039 (2)0.0124 (14)0.0120 (17)0.0102 (14)
C30.0226 (18)0.0338 (19)0.0301 (18)0.0086 (14)0.0099 (15)0.0015 (14)
C40.0198 (18)0.0236 (16)0.0318 (18)0.0069 (14)0.0096 (15)0.0019 (13)
C50.041 (2)0.042 (2)0.038 (2)0.0222 (18)0.0033 (18)0.0071 (17)
C60.017 (2)0.047 (2)0.117 (4)0.0050 (18)0.012 (2)0.016 (3)
N10.0162 (14)0.0206 (13)0.0216 (13)0.0038 (10)0.0017 (11)0.0006 (10)
N20.0184 (15)0.0265 (15)0.0456 (18)0.0070 (12)0.0022 (13)0.0086 (13)
O10.0235 (12)0.0270 (12)0.0243 (11)0.0100 (9)0.0077 (10)0.0027 (9)
O20.0184 (12)0.0225 (11)0.0291 (12)0.0036 (9)0.0064 (10)0.0012 (9)
O30.0174 (13)0.0292 (12)0.0191 (12)0.0008 (10)0.0020 (10)0.0017 (10)
O40.0427 (16)0.0327 (14)0.0338 (15)0.0031 (12)0.0094 (13)0.0016 (11)
Geometric parameters (Å, º) top
Cd1—O12.284 (2)C19—H190.9500
Cd1—O22.343 (2)C20—H200.9500
Cd1—O32.334 (2)C22—C231.385 (5)
Cd1—N112.473 (2)C22—H220.9500
Cd1—N122.361 (2)C23—C241.369 (5)
Cd1—N212.257 (2)C23—H230.9500
Cd1—N222.890 (3)C24—H240.9500
S11—O111.469 (2)C25—C261.383 (4)
S11—O121.443 (2)C25—C301.394 (4)
S11—N111.589 (2)C26—C271.379 (4)
S11—C151.762 (3)C26—H260.9500
S21—O211.452 (2)C27—C281.400 (4)
S21—O221.445 (2)C27—H270.9500
S21—N211.602 (3)C28—C291.393 (4)
S21—C251.754 (3)C29—C301.379 (4)
N11—C111.368 (4)C29—H290.9500
N12—C121.332 (4)C30—H300.9500
N12—C111.364 (4)C1—O11.245 (3)
N13—C141.337 (4)C1—N11.316 (4)
N13—C111.344 (4)C1—H10.9500
N14—C181.369 (4)C2—N11.456 (4)
N14—H14A0.81 (2)C2—H2A0.9800
N14—H14B0.82 (2)C2—H2B0.9800
N21—C211.379 (4)C2—H2C0.9800
N22—C221.326 (4)C3—N11.452 (4)
N22—C211.355 (4)C3—H3A0.9800
N23—C241.342 (4)C3—H3B0.9800
N23—C211.346 (4)C3—H3C0.9800
N24—C281.375 (4)C4—O21.243 (4)
N24—H24A0.79 (2)C4—N21.320 (4)
N24—H24B0.84 (2)C4—H40.9500
C12—C131.374 (5)C5—N21.439 (5)
C12—H120.9500C5—H5A0.9800
C13—C141.381 (4)C5—H5B0.9800
C13—H130.9500C5—H5C0.9800
C14—H140.9500C6—N21.454 (5)
C15—C161.391 (4)C6—H6A0.9800
C15—C201.396 (4)C6—H6B0.9800
C16—C171.385 (4)C6—H6C0.9800
C16—H160.9500O3—H3D0.81 (2)
C17—C181.399 (5)O3—H3E0.79 (2)
C17—H170.9500O4—H4A0.85 (3)
C18—C191.405 (4)O4—H4B0.85 (3)
C19—C201.388 (4)
N11—Cd1—N1255.37 (8)C20—C19—H19119.7
N11—Cd1—N21165.24 (8)C18—C19—H19119.7
N11—Cd1—N22137.39 (8)C19—C20—C15119.9 (3)
N11—Cd1—O185.67 (8)C19—C20—H20120.0
N11—Cd1—O284.38 (8)C15—C20—H20120.0
N11—Cd1—O380.31 (8)N23—C21—N22124.9 (3)
N12—Cd1—N21110.87 (8)N23—C21—N21122.6 (3)
N12—Cd1—N22147.24 (7)N22—C21—N21112.5 (2)
N12—Cd1—O191.66 (8)N22—C22—C23122.6 (3)
N12—Cd1—O283.93 (8)N22—C22—H22118.7
N12—Cd1—O3135.44 (8)C23—C22—H22118.7
N21—Cd1—N2250.60 (8)C24—C23—C22116.3 (3)
N21—Cd1—O1101.06 (8)C24—C23—H23121.9
N21—Cd1—O288.97 (8)C22—C23—H23121.9
N21—Cd1—O3113.68 (8)N23—C24—C23123.6 (3)
N22—Cd1—O1116.67 (7)N23—C24—H24118.2
N22—Cd1—O270.44 (7)C23—C24—H24118.2
N22—Cd1—O369.92 (7)C26—C25—C30119.9 (3)
O1—Cd1—O2169.94 (7)C26—C25—S21120.2 (2)
O1—Cd1—O379.49 (8)C30—C25—S21119.9 (2)
O2—Cd1—O397.32 (8)C27—C26—C25120.4 (3)
O11—S11—O12113.72 (13)C27—C26—H26119.8
O12—S11—N11115.62 (13)C25—C26—H26119.8
O11—S11—N11103.77 (12)C26—C27—C28120.3 (3)
O11—S11—C15105.54 (13)C26—C27—H27119.9
O12—S11—C15108.57 (13)C28—C27—H27119.9
N11—S11—C15109.06 (13)N24—C28—C29121.7 (3)
O21—S21—O22115.05 (13)N24—C28—C27119.5 (3)
O22—S21—N21104.66 (13)C29—C28—C27118.7 (3)
O21—S21—N21112.96 (13)C30—C29—C28120.9 (3)
O21—S21—C25106.93 (13)C30—C29—H29119.6
O22—S21—C25109.36 (13)C28—C29—H29119.6
N21—S21—C25107.66 (13)C29—C30—C25119.8 (3)
C11—N11—S11123.0 (2)C29—C30—H30120.1
C11—N11—Cd194.35 (17)C25—C30—H30120.1
S11—N11—Cd1142.55 (13)O1—C1—N1124.6 (3)
C12—N12—C11117.4 (3)O1—C1—H1117.7
C12—N12—Cd1143.1 (2)N1—C1—H1117.7
C11—N12—Cd199.53 (18)N1—C2—H2A109.5
C14—N13—C11115.3 (3)N1—C2—H2B109.5
C18—N14—H14A122 (3)H2A—C2—H2B109.5
C18—N14—H14B123 (3)N1—C2—H2C109.5
H14A—N14—H14B111 (3)H2A—C2—H2C109.5
C21—N21—S21122.2 (2)H2B—C2—H2C109.5
C21—N21—Cd1111.16 (18)N1—C3—H3A109.5
S21—N21—Cd1123.05 (13)N1—C3—H3B109.5
C22—N22—C21116.9 (3)H3A—C3—H3B109.5
C22—N22—Cd1154.3 (2)N1—C3—H3C109.5
C21—N22—Cd183.03 (17)H3A—C3—H3C109.5
C24—N23—C21115.7 (3)H3B—C3—H3C109.5
C28—N24—H24A120 (3)O2—C4—N2124.6 (3)
C28—N24—H24B116 (2)O2—C4—H4117.7
H24A—N24—H24B110 (3)N2—C4—H4117.7
N13—C11—N12124.9 (3)N2—C5—H5A109.5
N13—C11—N11124.3 (3)N2—C5—H5B109.5
N12—C11—N11110.7 (2)H5A—C5—H5B109.5
N12—C12—C13121.7 (3)N2—C5—H5C109.5
N12—C12—H12119.1H5A—C5—H5C109.5
C13—C12—H12119.1H5B—C5—H5C109.5
C12—C13—C14116.7 (3)N2—C6—H6A109.5
C12—C13—H13121.6N2—C6—H6B109.5
C14—C13—H13121.6H6A—C6—H6B109.5
N13—C14—C13124.0 (3)N2—C6—H6C109.5
N13—C14—H14118.0H6A—C6—H6C109.5
C13—C14—H14118.0H6B—C6—H6C109.5
C16—C15—C20119.8 (3)C1—N1—C3121.1 (3)
C16—C15—S11120.8 (2)C1—N1—C2121.3 (3)
C20—C15—S11118.8 (2)C3—N1—C2117.7 (3)
C17—C16—C15120.1 (3)C4—N2—C5121.2 (3)
C17—C16—H16119.9C4—N2—C6120.3 (3)
C15—C16—H16119.9C5—N2—C6118.5 (3)
C16—C17—C18120.9 (3)C1—O1—Cd1122.91 (19)
C16—C17—H17119.5C4—O2—Cd1119.23 (19)
C18—C17—H17119.5Cd1—O3—H3D120 (3)
N14—C18—C17121.1 (3)Cd1—O3—H3E103 (3)
N14—C18—C19120.4 (3)H3D—O3—H3E108 (3)
C17—C18—C19118.5 (3)H4A—O4—H4B108 (7)
C20—C19—C18120.7 (3)
O12—S11—N11—C1157.5 (3)C11—N12—C12—C131.2 (4)
O11—S11—N11—C11177.3 (2)Cd1—N12—C12—C13179.2 (2)
C15—S11—N11—C1165.2 (3)N12—C12—C13—C140.3 (4)
O12—S11—N11—Cd1127.7 (2)C11—N13—C14—C130.7 (4)
O11—S11—N11—Cd12.5 (3)C12—C13—C14—N130.8 (5)
C15—S11—N11—Cd1109.6 (2)O12—S11—C15—C1620.0 (3)
N21—Cd1—N11—C1122.0 (4)O11—S11—C15—C16102.3 (2)
O1—Cd1—N11—C1195.87 (17)N11—S11—C15—C16146.8 (2)
O3—Cd1—N11—C11175.93 (18)O12—S11—C15—C20168.3 (2)
O2—Cd1—N11—C1185.64 (17)O11—S11—C15—C2069.5 (2)
N12—Cd1—N11—C110.85 (15)N11—S11—C15—C2041.5 (3)
N22—Cd1—N11—C11138.50 (15)C20—C15—C16—C171.2 (4)
N21—Cd1—N11—S11162.3 (3)S11—C15—C16—C17170.5 (2)
O1—Cd1—N11—S1179.8 (2)C15—C16—C17—C181.2 (5)
O3—Cd1—N11—S110.3 (2)C16—C17—C18—N14178.5 (3)
O2—Cd1—N11—S1198.7 (2)C16—C17—C18—C190.3 (4)
N12—Cd1—N11—S11174.8 (3)N14—C18—C19—C20176.9 (3)
N22—Cd1—N11—S1145.9 (3)C17—C18—C19—C202.0 (4)
N21—Cd1—N12—C127.3 (3)C18—C19—C20—C152.1 (4)
O1—Cd1—N12—C1295.2 (3)C16—C15—C20—C190.5 (4)
O3—Cd1—N12—C12171.8 (3)S11—C15—C20—C19172.3 (2)
O2—Cd1—N12—C1293.9 (3)C24—N23—C21—N222.8 (4)
N11—Cd1—N12—C12178.8 (4)C24—N23—C21—N21175.9 (3)
N22—Cd1—N12—C1255.8 (4)C22—N22—C21—N232.3 (4)
N21—Cd1—N12—C11173.05 (16)Cd1—N22—C21—N23165.3 (3)
O1—Cd1—N12—C1184.45 (17)C22—N22—C21—N21176.5 (3)
O3—Cd1—N12—C117.8 (2)Cd1—N22—C21—N2113.5 (2)
O2—Cd1—N12—C1186.48 (17)S21—N21—C21—N231.0 (4)
N11—Cd1—N12—C110.87 (15)Cd1—N21—C21—N23160.3 (2)
N22—Cd1—N12—C11124.55 (18)S21—N21—C21—N22177.9 (2)
O22—S21—N21—C21171.0 (2)Cd1—N21—C21—N2218.6 (3)
O21—S21—N21—C2163.2 (3)C21—N22—C22—C230.2 (4)
C25—S21—N21—C2154.7 (3)Cd1—N22—C22—C23138.0 (4)
O22—S21—N21—Cd114.09 (18)N22—C22—C23—C241.3 (5)
O21—S21—N21—Cd1139.98 (14)C21—N23—C24—C231.1 (4)
C25—S21—N21—Cd1102.20 (16)C22—C23—C24—N230.8 (5)
O1—Cd1—N21—C21125.84 (18)O22—S21—C25—C26109.1 (3)
O3—Cd1—N21—C2142.6 (2)O21—S21—C25—C2616.0 (3)
O2—Cd1—N21—C2154.96 (18)N21—S21—C25—C26137.7 (2)
N12—Cd1—N21—C21138.07 (17)O22—S21—C25—C3073.6 (3)
N11—Cd1—N21—C21118.0 (3)O21—S21—C25—C30161.2 (2)
N22—Cd1—N21—C2110.30 (15)N21—S21—C25—C3039.5 (3)
O1—Cd1—N21—S2175.04 (16)C30—C25—C26—C270.1 (5)
O3—Cd1—N21—S21158.30 (13)S21—C25—C26—C27177.3 (2)
O2—Cd1—N21—S21104.16 (15)C25—C26—C27—C280.5 (5)
N12—Cd1—N21—S2121.05 (18)C26—C27—C28—N24177.1 (3)
N11—Cd1—N21—S2141.1 (4)C26—C27—C28—C291.2 (5)
N22—Cd1—N21—S21169.4 (2)N24—C28—C29—C30176.9 (3)
N21—Cd1—N22—C22152.7 (5)C27—C28—C29—C301.5 (5)
O1—Cd1—N22—C22125.0 (4)C28—C29—C30—C251.0 (5)
O3—Cd1—N22—C2258.7 (4)C26—C25—C30—C290.3 (5)
O2—Cd1—N22—C2247.2 (4)S21—C25—C30—C29177.6 (2)
N12—Cd1—N22—C2287.8 (5)O1—C1—N1—C3176.4 (3)
N11—Cd1—N22—C2210.1 (5)O1—C1—N1—C22.7 (5)
N21—Cd1—N22—C219.83 (15)O2—C4—N2—C51.9 (5)
O1—Cd1—N22—C2192.09 (16)O2—C4—N2—C6177.5 (3)
O3—Cd1—N22—C21158.45 (17)N1—C1—O1—Cd1165.9 (2)
O2—Cd1—N22—C2195.66 (16)N21—Cd1—O1—C11.1 (2)
N12—Cd1—N22—C2155.1 (2)O3—Cd1—O1—C1111.2 (2)
N11—Cd1—N22—C21153.00 (15)O2—Cd1—O1—C1176.5 (4)
C14—N13—C11—N120.3 (4)N12—Cd1—O1—C1112.7 (2)
C14—N13—C11—N11179.3 (3)N11—Cd1—O1—C1167.8 (2)
C12—N12—C11—N131.3 (4)N22—Cd1—O1—C150.2 (2)
Cd1—N12—C11—N13179.0 (2)N2—C4—O2—Cd1138.8 (3)
C12—N12—C11—N11178.4 (2)N21—Cd1—O2—C4113.0 (2)
Cd1—N12—C11—N111.4 (2)O1—Cd1—O2—C471.6 (5)
S11—N11—C11—N134.1 (4)O3—Cd1—O2—C40.8 (2)
Cd1—N11—C11—N13179.1 (3)N12—Cd1—O2—C4135.9 (2)
S11—N11—C11—N12175.53 (19)N11—Cd1—O2—C480.2 (2)
Cd1—N11—C11—N121.3 (2)N22—Cd1—O2—C464.8 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N14—H14B···O12i0.82 (2)2.39 (3)3.104 (4)146 (4)
N14—H14A···O21ii0.81 (2)2.47 (2)3.267 (4)167 (4)
N24—H24B···O4iii0.84 (2)2.27 (2)3.061 (4)157 (3)
N24—H24A···O3iii0.79 (2)2.52 (2)3.272 (4)160 (3)
O3—H3E···O110.79 (2)1.97 (2)2.754 (3)172 (4)
O3—H3D···O11iv0.81 (2)2.04 (3)2.810 (3)159 (3)
O4—H4B···O210.85 (3)2.02 (4)2.855 (3)166 (12)
O4—H4A···N23v0.85 (3)2.30 (5)3.051 (4)148 (7)
Symmetry codes: (i) x+1/2, y+1/2, z1/2; (ii) x, y+1, z; (iii) x, y1, z; (iv) x+1, y+1, z; (v) x+1/2, y+1/2, z+1/2.

Experimental details

Crystal data
Chemical formula[Cd(C10H9N4O2S)2(C3H7NO)2(H2O)]·H2O
Mr793.17
Crystal system, space groupMonoclinic, P21/n
Temperature (K)150
a, b, c (Å)13.9012 (3), 9.9763 (2), 23.8147 (5)
β (°) 103.203 (1)
V3)3215.38 (12)
Z4
Radiation typeMo Kα
µ (mm1)0.87
Crystal size (mm)0.10 × 0.10 × 0.04
Data collection
DiffractometerNonius KappaCCD
diffractometer
Absorption correctionMulti-scan
(SORTAV; Blessing, 1995)
Tmin, Tmax0.918, 0.966
No. of measured, independent and
observed [I > 2σ(I)] reflections
24302, 7313, 5720
Rint0.080
(sin θ/λ)max1)0.649
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.042, 0.099, 1.03
No. of reflections7313
No. of parameters460
No. of restraints12
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.63, 1.06

Computer programs: DENZO (Otwinowski & Minor, 1997) and COLLECT (Hooft, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 for Windows (Farrugia, 1997), WinGX (Farrugia, 1999).

Selected bond lengths (Å) top
Cd1—O12.284 (2)Cd1—N212.257 (2)
Cd1—O22.343 (2)Cd1—N222.890 (3)
Cd1—O32.334 (2)N14—C181.369 (4)
Cd1—N112.473 (2)N24—C281.375 (4)
Cd1—N122.361 (2)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N14—H14B···O12i0.82 (2)2.39 (3)3.104 (4)146 (4)
N14—H14A···O21ii0.81 (2)2.47 (2)3.267 (4)167 (4)
N24—H24B···O4iii0.84 (2)2.27 (2)3.061 (4)157 (3)
N24—H24A···O3iii0.79 (2)2.52 (2)3.272 (4)160 (3)
O3—H3E···O110.79 (2)1.97 (2)2.754 (3)172 (4)
O3—H3D···O11iv0.81 (2)2.04 (3)2.810 (3)159 (3)
O4—H4B···O210.85 (3)2.02 (4)2.855 (3)166 (12)
O4—H4A···N23v0.85 (3)2.30 (5)3.051 (4)148 (7)
Symmetry codes: (i) x+1/2, y+1/2, z1/2; (ii) x, y+1, z; (iii) x, y1, z; (iv) x+1, y+1, z; (v) x+1/2, y+1/2, z+1/2.
 

Acknowledgements

The author is grateful to the Ministry of Science and Information & Communication Technology for financial support and to the School of Chemistry, Cardiff University, Wales, for the crystallographic services.

References

First citationBlessing, R. H. (1995). Acta Cryst. A51, 33–38.  CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationFarrugia, L. J. (1997). J. Appl. Cryst. 30, 565.  CrossRef IUCr Journals Google Scholar
First citationFarrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838.  CrossRef CAS IUCr Journals Google Scholar
First citationHeren, Z., Paşaoğlu, H. & Kaştaş, G. (2006). Acta Cryst. E62, o3437–o3439.  Web of Science CSD CrossRef IUCr Journals Google Scholar
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First citationOtwinowski, Z. & Minor, W. (1997). Methods in Enzymology, Vol. 276, Macromolecular Crystallography, Part A, edited by C. W. Carter Jr & R. M. Sweet, pp. 307–326. New York: Academic Press.  Google Scholar
First citationPaşaoğlu, H., Kaştaş, G., Heren, Z. & Büyükgüngör, O. (2008). Acta Cryst. E64, m1192.  Web of Science CrossRef IUCr Journals Google Scholar
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar

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Volume 67| Part 6| June 2011| Pages m805-m806
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