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

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ISSN: 2056-9890

Di­chlorido(10,11,12,13-tetra­hydro-4,5,9,14-tetra­azabenzo[b]tri­phenyl­ene)cadmium(II) hemihydrate

aSchool of Chemistry and Chemical Engineering, Jiangsu University, Zhenjiang 212013, People's Republic of China, and bDepartment of Chemistry, Jilin Normal University, Siping 136000, People's Republic of China
*Correspondence e-mail: guangbochejl@yahoo.com

(Received 27 November 2008; accepted 6 December 2008; online 13 December 2008)

In the title compound, [CdCl2(C18H14N4)2]·0.5H2O, the Cd atom assumes a distorted octa­hedral trans-CdCl2N4 geometry arising from its coordination by two N,N′-bidentate 10,11,12,13-tetra­hydro-4,5,9,14-tetra­azabenzo[b]triphenyl­ene (TBBT) mol­ecules and two chloride ions. In the crystal, ππ aromatic stacking inter­actions between adjacent TTBT rings are seen, with a centroid–centroid distance of 3.604 (3) Å. An O—H⋯Cl hydrogen bond between the half-occupied water molecule and one chloride ion also occurs.

Related literature

For the synthesis of the ligand, see: Che et al. (2006[Che, G.-B., Li, W.-L., Kong, Z.-G., Su, Z.-S., Chu, B., Li, B., Zhang, Z.-Q., Hu, Z.-Z. & Chi, H.-J. (2006). Synth. Commun. 36, 2519-2524.]). For related structures and background, see: Wei et al. (2007[Wei, Y.-Q., Yu, Y.-F. & Wu, K.-C. (2007). Cryst. Growth Des. 7, 2262-2264.]); Che et al. (2008[Che, G.-B., Liu, C.-B., Liu, B., Wang, Q.-W. & Xu, Z.-L. (2008). CrystEngComm, 10, 184-191.]); Xu et al. (2008[Xu, Z.-L., Li, X.-Y., Che, G.-B., Liu, C.-B. & Wang, Q.-W. (2008). Chin. J. Struct. Chem. 27, 593-597.]).

[Scheme 1]

Experimental

Crystal data
  • [CdCl2(C18H14N4)2]·0.5H2O

  • Mr = 764.97

  • Monoclinic, P 21 /c

  • a = 15.369 (4) Å

  • b = 14.237 (3) Å

  • c = 16.506 (4) Å

  • β = 116.561 (3)°

  • V = 3230.4 (13) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 0.88 mm−1

  • T = 292 (2) K

  • 0.29 × 0.20 × 0.09 mm

Data collection
  • Bruker SMART APEX CCD diffractometer

  • Absorption correction: multi-scan (SADABS; Bruker, 1998[Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]) Tmin = 0.811, Tmax = 0.924

  • 17793 measured reflections

  • 6343 independent reflections

  • 4692 reflections with I > 2σ(I)

  • Rint = 0.045

Refinement
  • R[F2 > 2σ(F2)] = 0.046

  • wR(F2) = 0.106

  • S = 1.01

  • 6343 reflections

  • 439 parameters

  • 3 restraints

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

  • Δρmax = 0.64 e Å−3

  • Δρmin = −0.36 e Å−3

Table 1
Selected geometric parameters (Å, °)

Cd—N1 2.390 (3)
Cd—N2 2.445 (3)
Cd—N5 2.367 (3)
Cd—N6 2.532 (3)
Cd—Cl1 2.4886 (12)
Cd—Cl2 2.5067 (11)
N5—Cd—N1 146.20 (10)
N5—Cd—N2 86.77 (10)
N5—Cd—Cl1 101.33 (8)
N1—Cd—Cl1 96.70 (8)
N1—Cd—Cl2 107.93 (8)
Cl1—Cd—Cl2 104.21 (4)

Table 2
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A DA D—H⋯A
O1W—H1WB⋯Cl2i 0.81 (2) 2.79 (7) 3.326 (7) 126 (7)
Symmetry code: (i) -x+1, -y+1, -z.

Data collection: SMART (Bruker, 1998[Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 1998[Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; 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: SHELXTL-Plus (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); software used to prepare material for publication: SHELXL97.

Supporting information


Comment top

The rational design and construction of new coordination supramolecular compounds based on assembly of metal ions and multifunctional organic ligands are of great current interest (Wei et al., 2007). 1,10-Phenanthroline and its derivatives, as a series of important ligands with numerous uses, have been extensively studied in the chemistry of coordination polymers (Che et al., 2008; Xu et al., 2008). Hereby, we have prepared the title compound, (I), (Fig. 1) or [Cd(TTBT)2Cl2].0.5H2O (I), where TTBT = 10,11,12,13-tetrahydro-4,5,9,14-tetraazabenzo[b]triphenylene.

The CdII atom is coordinated by four N atoms from two bidentate TTBT molecules, and two Cl- anions, resulting in a distorted octahedral coordination geometry (Table 1). Neighbouring mononuclear units contact through π-π interaction between two TTBT ligands (centroid separation = 3.604 (3) Å) and intermolecular hydrogen bonds (Table 2), leading to a network structure (Fig. 2).

Related literature top

For the synthesis of the ligand, see: Che et al. (2006). For related structures and background, see: Wei et al. (2007); Che et al. (2008); Xu et al. (2008).

Experimental top

The TTBT ligand was synthesized according to the literature method of Che et al. (2006). Compound (I) was hydrothermally synthesized under autogenous pressure: a mixture of TTBT, CdCl2 and water in a molar ratio of 2:1:5000 was sealed in a Teflon-lined autoclave and heated to 423 K for 3 d. Upon cooling and opening the bomb, yellow blocks of (I) were obtained (79% yield based on Cd).

Refinement top

The water molecule is disordered with a site-occupancy factor of 0.5. A l l H atoms on C atoms were positioned geometrically (C—H = 0.93 Å) and refined as riding with Uiso(H)= 1.2Ueq(C).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL-Plus (Sheldrick, 2008); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. The molecular structure of (I). Displacement ellipsoids are drawn at the 30% probability level (arbitrary spheres for the H atoms).
[Figure 2] Fig. 2. A view of the crystal packing, showing the π-π stacking and intermolecular hydrogen bonds interaction. H atoms have been omitted. [Symmetry codes: (A) x, -y + 5/2, z - 1/2; (B) x, y, z + 1; (C) x, -y + 5/2, z - 3/2; (AA) x, -y + 5/2, z - 3/2; (D) -x + 1, -y + 1, -z; (E) -x + 1, y + 3/2, -z + 1/2; (F) -x + 1, -y + 1, -z + 1; (G) -x + 1, y + 3/2, -z + 3/2]
Dichlorido(10,11,12,13-tetrahydro-4,5,9,14- tetraazabenzo[b]triphenylene)cadmium(II) hemihydrate top
Crystal data top
[CdCl2(C18H14N4)2]·0.5H2OF(000) = 1548
Mr = 764.97Dx = 1.573 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 3827 reflections
a = 15.369 (4) Åθ = 1.5–26.1°
b = 14.237 (3) ŵ = 0.88 mm1
c = 16.506 (4) ÅT = 292 K
β = 116.561 (3)°Block, yellow
V = 3230.4 (13) Å30.29 × 0.20 × 0.09 mm
Z = 4
Data collection top
Bruker SMART APEX CCD
diffractometer
6343 independent reflections
Radiation source: fine-focus sealed tube4692 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.045
ω scanθmax = 26.1°, θmin = 2.0°
Absorption correction: multi-scan
(SADABS; Bruker, 1998)
h = 1916
Tmin = 0.811, Tmax = 0.924k = 1717
17793 measured reflectionsl = 1720
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)] = 0.046Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.106H atoms treated by a mixture of independent and constrained refinement
S = 1.01 w = 1/[σ2(Fo2) + (0.0498P)2]
where P = (Fo2 + 2Fc2)/3
6343 reflections(Δ/σ)max = 0.002
439 parametersΔρmax = 0.64 e Å3
3 restraintsΔρmin = 0.36 e Å3
Crystal data top
[CdCl2(C18H14N4)2]·0.5H2OV = 3230.4 (13) Å3
Mr = 764.97Z = 4
Monoclinic, P21/cMo Kα radiation
a = 15.369 (4) ŵ = 0.88 mm1
b = 14.237 (3) ÅT = 292 K
c = 16.506 (4) Å0.29 × 0.20 × 0.09 mm
β = 116.561 (3)°
Data collection top
Bruker SMART APEX CCD
diffractometer
6343 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 1998)
4692 reflections with I > 2σ(I)
Tmin = 0.811, Tmax = 0.924Rint = 0.045
17793 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0463 restraints
wR(F2) = 0.106H atoms treated by a mixture of independent and constrained refinement
S = 1.01Δρmax = 0.64 e Å3
6343 reflectionsΔρmin = 0.36 e Å3
439 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*/UeqOcc. (<1)
C10.7654 (3)0.7883 (3)0.4325 (3)0.0486 (11)
H10.78890.75340.39890.058*
C20.7844 (3)0.7566 (3)0.5187 (3)0.0533 (12)
H20.81750.70040.54070.064*
C30.7538 (3)0.8086 (3)0.5702 (3)0.0484 (11)
H30.76720.78930.62840.058*
C40.7019 (3)0.8921 (3)0.5343 (3)0.0369 (9)
C50.6722 (3)0.9545 (3)0.5867 (3)0.0359 (9)
C60.6797 (3)0.9972 (3)0.7240 (3)0.0433 (10)
C70.7191 (4)0.9787 (4)0.8231 (3)0.0611 (13)
H7A0.78920.98590.85090.073*
H7B0.70520.91400.83170.073*
C80.6783 (4)1.0427 (4)0.8718 (3)0.0681 (15)
H8A0.61511.01960.86240.082*
H8B0.72111.04150.93630.082*
C90.6683 (4)1.1413 (3)0.8380 (3)0.0619 (13)
H9A0.73161.16470.84780.074*
H9B0.64471.18090.87180.074*
C100.5988 (3)1.1464 (3)0.7385 (3)0.0512 (11)
H10A0.53331.13440.73050.061*
H10B0.60021.20940.71660.061*
C110.6228 (3)1.0775 (3)0.6829 (3)0.0402 (10)
C120.6174 (3)1.0346 (3)0.5469 (3)0.0334 (9)
C130.5908 (3)1.0569 (3)0.4530 (3)0.0336 (9)
C140.5329 (3)1.1345 (3)0.4085 (3)0.0374 (9)
H140.50851.17340.43880.045*
C150.5125 (3)1.1527 (3)0.3205 (3)0.0417 (10)
H150.47291.20300.28950.050*
C160.5526 (3)1.0941 (3)0.2781 (3)0.0412 (10)
H160.53971.10740.21860.049*
C170.6251 (3)1.0006 (2)0.4041 (2)0.0314 (8)
C180.6816 (3)0.9167 (2)0.4450 (3)0.0340 (9)
C190.6633 (3)1.0949 (3)0.1052 (3)0.0381 (9)
H190.61891.04850.07240.046*
C200.6692 (3)1.1744 (3)0.0594 (3)0.0423 (10)
H200.62891.18120.00230.051*
C210.7352 (3)1.2427 (3)0.1064 (2)0.0393 (9)
H210.74161.29570.07650.047*
C220.7929 (3)1.2323 (3)0.1993 (2)0.0324 (8)
C230.8625 (3)1.3037 (3)0.2537 (3)0.0347 (9)
C240.9349 (3)1.4456 (3)0.2630 (3)0.0431 (10)
C250.9495 (4)1.5326 (3)0.2194 (3)0.0556 (12)
H25A0.99691.51950.19710.067*
H25B0.88861.54850.16780.067*
C260.9830 (4)1.6144 (3)0.2810 (4)0.0764 (16)
H26A0.92841.63970.28860.092*
H26B1.00551.66290.25360.092*
C271.0627 (5)1.5906 (4)0.3716 (4)0.099 (2)
H27A1.12251.58780.36550.119*
H27B1.06911.64280.41170.119*
C281.0573 (4)1.5080 (4)0.4159 (4)0.092 (2)
H28A1.03831.52520.46260.110*
H28B1.12211.48120.44600.110*
C290.9892 (3)1.4328 (3)0.3584 (3)0.0471 (11)
C300.9170 (3)1.2911 (3)0.3473 (3)0.0360 (9)
C310.9058 (3)1.2065 (3)0.3907 (2)0.0336 (9)
C320.9576 (3)1.1909 (3)0.4843 (3)0.0435 (10)
H321.00171.23540.52130.052*
C330.9430 (3)1.1105 (3)0.5203 (3)0.0508 (12)
H330.97601.09970.58240.061*
C340.8784 (3)1.0450 (3)0.4638 (3)0.0480 (11)
H340.87040.98960.48960.058*
C350.8396 (3)1.1366 (3)0.3384 (2)0.0326 (9)
C360.7818 (2)1.1504 (2)0.2411 (2)0.0296 (8)
N10.7157 (2)0.8656 (2)0.3962 (2)0.0389 (8)
N20.6075 (2)1.0210 (2)0.3179 (2)0.0357 (7)
N30.7024 (2)0.9358 (2)0.6756 (2)0.0424 (8)
N40.5910 (2)1.0950 (2)0.5956 (2)0.0382 (8)
N50.7177 (2)1.0813 (2)0.1935 (2)0.0350 (7)
N60.8272 (2)1.0554 (2)0.3753 (2)0.0376 (8)
N70.8720 (2)1.3817 (2)0.2118 (2)0.0393 (8)
N80.9807 (2)1.3570 (2)0.3997 (2)0.0443 (9)
O1W0.4540 (7)0.1941 (8)0.0710 (4)0.104 (3)0.50
Cd0.71099 (2)0.938412 (19)0.263814 (19)0.03564 (11)
Cl10.85128 (8)0.85170 (8)0.26317 (8)0.0598 (3)
Cl20.56616 (8)0.87531 (8)0.12900 (7)0.0582 (3)
H1WA0.432 (8)0.137 (3)0.057 (6)0.070*0.50
H1WB0.453 (7)0.218 (5)0.026 (4)0.070*0.50
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.059 (3)0.034 (2)0.056 (3)0.003 (2)0.029 (2)0.005 (2)
C20.066 (3)0.037 (2)0.055 (3)0.012 (2)0.026 (3)0.007 (2)
C30.058 (3)0.042 (2)0.044 (3)0.005 (2)0.022 (2)0.006 (2)
C40.040 (2)0.031 (2)0.038 (2)0.0003 (17)0.0160 (19)0.0055 (18)
C50.036 (2)0.037 (2)0.033 (2)0.0046 (17)0.0145 (18)0.0004 (17)
C60.045 (3)0.051 (3)0.036 (2)0.004 (2)0.020 (2)0.002 (2)
C70.059 (3)0.083 (3)0.038 (3)0.008 (3)0.018 (2)0.003 (2)
C80.071 (4)0.095 (4)0.039 (3)0.016 (3)0.025 (3)0.001 (3)
C90.071 (3)0.074 (3)0.049 (3)0.005 (3)0.035 (3)0.015 (3)
C100.063 (3)0.055 (3)0.045 (3)0.002 (2)0.034 (2)0.007 (2)
C110.042 (2)0.045 (2)0.036 (2)0.0040 (19)0.020 (2)0.0037 (19)
C120.036 (2)0.033 (2)0.033 (2)0.0056 (16)0.0169 (19)0.0023 (16)
C130.032 (2)0.034 (2)0.033 (2)0.0075 (17)0.0129 (17)0.0027 (17)
C140.038 (2)0.035 (2)0.041 (2)0.0020 (17)0.0183 (19)0.0033 (18)
C150.041 (2)0.040 (2)0.040 (2)0.0067 (18)0.015 (2)0.0067 (19)
C160.043 (2)0.043 (2)0.035 (2)0.000 (2)0.015 (2)0.0060 (19)
C170.031 (2)0.032 (2)0.031 (2)0.0031 (16)0.0133 (17)0.0038 (17)
C180.034 (2)0.029 (2)0.040 (2)0.0020 (16)0.0178 (19)0.0009 (17)
C190.037 (2)0.044 (2)0.030 (2)0.0112 (18)0.0113 (18)0.0072 (18)
C200.040 (2)0.053 (3)0.029 (2)0.001 (2)0.0109 (19)0.003 (2)
C210.043 (2)0.041 (2)0.031 (2)0.0065 (19)0.0146 (19)0.0010 (18)
C220.033 (2)0.033 (2)0.029 (2)0.0030 (16)0.0120 (17)0.0023 (16)
C230.036 (2)0.033 (2)0.036 (2)0.0006 (17)0.0174 (19)0.0036 (17)
C240.043 (2)0.033 (2)0.054 (3)0.0021 (19)0.022 (2)0.001 (2)
C250.063 (3)0.039 (2)0.061 (3)0.007 (2)0.023 (3)0.008 (2)
C260.094 (4)0.037 (3)0.095 (4)0.015 (3)0.039 (4)0.002 (3)
C270.137 (6)0.056 (3)0.075 (4)0.043 (4)0.020 (4)0.006 (3)
C280.094 (5)0.061 (4)0.077 (4)0.038 (3)0.001 (3)0.002 (3)
C290.047 (3)0.038 (2)0.049 (3)0.009 (2)0.014 (2)0.005 (2)
C300.037 (2)0.030 (2)0.038 (2)0.0032 (17)0.0140 (19)0.0029 (17)
C310.033 (2)0.034 (2)0.030 (2)0.0045 (17)0.0102 (18)0.0050 (17)
C320.039 (2)0.045 (2)0.031 (2)0.0077 (19)0.0024 (19)0.0081 (19)
C330.054 (3)0.054 (3)0.032 (2)0.013 (2)0.008 (2)0.006 (2)
C340.052 (3)0.044 (3)0.036 (2)0.009 (2)0.009 (2)0.0073 (19)
C350.033 (2)0.034 (2)0.029 (2)0.0012 (16)0.0122 (17)0.0037 (17)
C360.028 (2)0.0298 (19)0.032 (2)0.0002 (16)0.0145 (17)0.0029 (16)
N10.047 (2)0.0304 (18)0.041 (2)0.0023 (15)0.0219 (17)0.0038 (15)
N20.0369 (19)0.0365 (18)0.0322 (18)0.0009 (15)0.0141 (15)0.0008 (15)
N30.044 (2)0.046 (2)0.0354 (19)0.0031 (16)0.0165 (16)0.0031 (16)
N40.040 (2)0.0393 (18)0.038 (2)0.0070 (15)0.0195 (16)0.0039 (15)
N50.0335 (18)0.0403 (19)0.0281 (18)0.0082 (14)0.0111 (15)0.0077 (14)
N60.0413 (19)0.0359 (18)0.0301 (18)0.0055 (15)0.0110 (15)0.0005 (15)
N70.043 (2)0.0303 (18)0.044 (2)0.0038 (15)0.0193 (17)0.0005 (15)
N80.049 (2)0.0352 (19)0.042 (2)0.0151 (16)0.0144 (17)0.0048 (16)
O1W0.085 (6)0.196 (10)0.033 (4)0.071 (7)0.028 (4)0.037 (5)
Cd0.03979 (18)0.03392 (17)0.03215 (17)0.00684 (13)0.01514 (13)0.00596 (13)
Cl10.0488 (7)0.0659 (8)0.0593 (7)0.0030 (6)0.0192 (6)0.0220 (6)
Cl20.0531 (7)0.0642 (8)0.0449 (7)0.0240 (6)0.0109 (5)0.0129 (6)
Geometric parameters (Å, º) top
C1—N11.320 (5)C20—H200.9300
C1—C21.393 (6)C21—C221.395 (5)
C1—H10.9300C21—H210.9300
C2—C31.360 (6)C22—C361.404 (5)
C2—H20.9300C22—C231.458 (5)
C3—C41.406 (5)C23—N71.350 (5)
C3—H30.9300C23—C301.401 (5)
C4—C181.408 (5)C24—N71.321 (5)
C4—C51.449 (5)C24—C291.426 (6)
C5—N31.353 (5)C24—C251.499 (5)
C5—C121.395 (5)C25—C261.480 (6)
C6—N31.331 (5)C25—H25A0.9700
C6—C111.415 (6)C25—H25B0.9700
C6—C71.492 (6)C26—C271.488 (7)
C7—C81.523 (6)C26—H26A0.9700
C7—H7A0.9700C26—H26B0.9700
C7—H7B0.9700C27—C281.407 (7)
C8—C91.493 (6)C27—H27A0.9700
C8—H8A0.9700C27—H27B0.9700
C8—H8B0.9700C28—C291.501 (6)
C9—C101.509 (6)C28—H28A0.9700
C9—H9A0.9700C28—H28B0.9700
C9—H9B0.9700C29—N81.314 (5)
C10—C111.497 (5)C30—N81.352 (5)
C10—H10A0.9700C30—C311.452 (5)
C10—H10B0.9700C31—C321.403 (5)
C11—N41.322 (5)C31—C351.409 (5)
C12—N41.357 (5)C32—C331.354 (6)
C12—C131.451 (5)C32—H320.9300
C13—C171.397 (5)C33—C341.378 (6)
C13—C141.403 (5)C33—H330.9300
C14—C151.367 (5)C34—N61.321 (5)
C14—H140.9300C34—H340.9300
C15—C161.396 (5)C35—N61.361 (4)
C15—H150.9300C35—C361.459 (5)
C16—N21.315 (5)C36—N51.365 (4)
C16—H160.9300Cd—N12.390 (3)
C17—N21.356 (4)Cd—N22.445 (3)
C17—C181.453 (5)Cd—N52.367 (3)
C18—N11.353 (5)Cd—N62.532 (3)
C19—N51.330 (5)Cd—Cl12.4886 (12)
C19—C201.386 (5)Cd—Cl22.5067 (11)
C19—H190.9300O1W—H1WA0.87 (2)
C20—C211.368 (5)O1W—H1WB0.81 (2)
N1—C1—C2123.3 (4)N7—C24—C25119.1 (4)
N1—C1—H1118.4C29—C24—C25119.7 (4)
C2—C1—H1118.4C26—C25—C24113.7 (4)
C3—C2—C1119.3 (4)C26—C25—H25A108.8
C3—C2—H2120.4C24—C25—H25A108.8
C1—C2—H2120.4C26—C25—H25B108.8
C2—C3—C4119.0 (4)C24—C25—H25B108.8
C2—C3—H3120.5H25A—C25—H25B107.7
C4—C3—H3120.5C25—C26—C27112.9 (4)
C3—C4—C18118.1 (4)C25—C26—H26A109.0
C3—C4—C5122.5 (4)C27—C26—H26A109.0
C18—C4—C5119.4 (3)C25—C26—H26B109.0
N3—C5—C12120.8 (4)C27—C26—H26B109.0
N3—C5—C4118.7 (3)H26A—C26—H26B107.8
C12—C5—C4120.4 (3)C28—C27—C26119.9 (5)
N3—C6—C11120.9 (4)C28—C27—H27A107.3
N3—C6—C7117.1 (4)C26—C27—H27A107.3
C11—C6—C7121.9 (4)C28—C27—H27B107.3
C6—C7—C8114.3 (4)C26—C27—H27B107.3
C6—C7—H7A108.7H27A—C27—H27B106.9
C8—C7—H7A108.7C27—C28—C29117.0 (5)
C6—C7—H7B108.7C27—C28—H28A108.0
C8—C7—H7B108.7C29—C28—H28A108.0
H7A—C7—H7B107.6C27—C28—H28B108.0
C9—C8—C7111.3 (4)C29—C28—H28B108.0
C9—C8—H8A109.4H28A—C28—H28B107.3
C7—C8—H8A109.4N8—C29—C24122.2 (4)
C9—C8—H8B109.4N8—C29—C28117.4 (4)
C7—C8—H8B109.4C24—C29—C28120.4 (4)
H8A—C8—H8B108.0N8—C30—C23121.5 (3)
C8—C9—C10110.8 (4)N8—C30—C31118.1 (3)
C8—C9—H9A109.5C23—C30—C31120.4 (3)
C10—C9—H9A109.5C32—C31—C35117.5 (3)
C8—C9—H9B109.5C32—C31—C30122.8 (3)
C10—C9—H9B109.5C35—C31—C30119.7 (3)
H9A—C9—H9B108.1C33—C32—C31119.6 (4)
C11—C10—C9112.8 (4)C33—C32—H32120.2
C11—C10—H10A109.0C31—C32—H32120.2
C9—C10—H10A109.0C32—C33—C34119.0 (4)
C11—C10—H10B109.0C32—C33—H33120.5
C9—C10—H10B109.0C34—C33—H33120.5
H10A—C10—H10B107.8N6—C34—C33124.4 (4)
N4—C11—C6121.5 (4)N6—C34—H34117.8
N4—C11—C10118.2 (4)C33—C34—H34117.8
C6—C11—C10120.3 (4)N6—C35—C31122.2 (3)
N4—C12—C5121.2 (3)N6—C35—C36117.9 (3)
N4—C12—C13118.6 (3)C31—C35—C36119.9 (3)
C5—C12—C13120.2 (3)N5—C36—C22122.0 (3)
C17—C13—C14117.7 (3)N5—C36—C35117.7 (3)
C17—C13—C12119.5 (3)C22—C36—C35120.3 (3)
C14—C13—C12122.7 (3)C1—N1—C18118.4 (4)
C15—C14—C13119.7 (4)C1—N1—Cd123.5 (3)
C15—C14—H14120.1C18—N1—Cd116.7 (2)
C13—C14—H14120.1C16—N2—C17118.4 (3)
C14—C15—C16118.4 (4)C16—N2—Cd125.1 (3)
C14—C15—H15120.8C17—N2—Cd115.0 (2)
C16—C15—H15120.8C6—N3—C5117.9 (3)
N2—C16—C15123.5 (4)C11—N4—C12117.6 (3)
N2—C16—H16118.3C19—N5—C36117.7 (3)
C15—C16—H16118.3C19—N5—Cd121.3 (2)
N2—C17—C13122.2 (3)C36—N5—Cd121.0 (2)
N2—C17—C18117.5 (3)C34—N6—C35117.2 (3)
C13—C17—C18120.3 (3)C34—N6—Cd127.4 (3)
N1—C18—C4121.8 (3)C35—N6—Cd115.3 (2)
N1—C18—C17118.4 (3)C24—N7—C23117.0 (3)
C4—C18—C17119.8 (3)C29—N8—C30116.7 (3)
N5—C19—C20123.7 (4)H1WA—O1W—H1WB108 (3)
N5—C19—H19118.2N5—Cd—N1146.20 (10)
C20—C19—H19118.2N5—Cd—N286.77 (10)
C21—C20—C19118.9 (4)N1—Cd—N268.51 (11)
C21—C20—H20120.6N5—Cd—Cl1101.33 (8)
C19—C20—H20120.6N1—Cd—Cl196.70 (8)
C20—C21—C22119.6 (4)N2—Cd—Cl1161.14 (8)
C20—C21—H21120.2N5—Cd—Cl295.08 (8)
C22—C21—H21120.2N1—Cd—Cl2107.93 (8)
C21—C22—C36118.2 (3)N2—Cd—Cl291.85 (8)
C21—C22—C23122.2 (3)Cl1—Cd—Cl2104.21 (4)
C36—C22—C23119.6 (3)N5—Cd—N667.68 (10)
N7—C23—C30121.4 (3)N1—Cd—N684.11 (10)
N7—C23—C22118.4 (3)N2—Cd—N677.31 (11)
C30—C23—C22120.1 (3)Cl1—Cd—N689.93 (8)
N7—C24—C29121.2 (4)Cl2—Cd—N6159.84 (8)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WB···Cl2i0.81 (2)2.79 (7)3.326 (7)126 (7)
Symmetry code: (i) x+1, y+1, z.

Experimental details

Crystal data
Chemical formula[CdCl2(C18H14N4)2]·0.5H2O
Mr764.97
Crystal system, space groupMonoclinic, P21/c
Temperature (K)292
a, b, c (Å)15.369 (4), 14.237 (3), 16.506 (4)
β (°) 116.561 (3)
V3)3230.4 (13)
Z4
Radiation typeMo Kα
µ (mm1)0.88
Crystal size (mm)0.29 × 0.20 × 0.09
Data collection
DiffractometerBruker SMART APEX CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 1998)
Tmin, Tmax0.811, 0.924
No. of measured, independent and
observed [I > 2σ(I)] reflections
17793, 6343, 4692
Rint0.045
(sin θ/λ)max1)0.619
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.046, 0.106, 1.01
No. of reflections6343
No. of parameters439
No. of restraints3
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.64, 0.36

Computer programs: SMART (Bruker, 1998), SAINT (Bruker, 1998), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL-Plus (Sheldrick, 2008).

Selected geometric parameters (Å, º) top
Cd—N12.390 (3)Cd—N62.532 (3)
Cd—N22.445 (3)Cd—Cl12.4886 (12)
Cd—N52.367 (3)Cd—Cl22.5067 (11)
N5—Cd—N1146.20 (10)N1—Cd—Cl196.70 (8)
N5—Cd—N286.77 (10)N1—Cd—Cl2107.93 (8)
N5—Cd—Cl1101.33 (8)Cl1—Cd—Cl2104.21 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1WB···Cl2i0.81 (2)2.79 (7)3.326 (7)126 (7)
Symmetry code: (i) x+1, y+1, z.
 

Acknowledgements

The authors thank the Natural Science Foundation of Jiangsu University and the Natural Science Foundation of Jilin Normal University for support.

References

First citationBruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
First citationChe, G.-B., Li, W.-L., Kong, Z.-G., Su, Z.-S., Chu, B., Li, B., Zhang, Z.-Q., Hu, Z.-Z. & Chi, H.-J. (2006). Synth. Commun. 36, 2519–2524.  Web of Science CrossRef CAS
First citationChe, G.-B., Liu, C.-B., Liu, B., Wang, Q.-W. & Xu, Z.-L. (2008). CrystEngComm, 10, 184–191.  Web of Science CSD CrossRef CAS
First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals
First citationWei, Y.-Q., Yu, Y.-F. & Wu, K.-C. (2007). Cryst. Growth Des. 7, 2262–2264.  Web of Science CSD CrossRef CAS
First citationXu, Z.-L., Li, X.-Y., Che, G.-B., Liu, C.-B. & Wang, Q.-W. (2008). Chin. J. Struct. Chem. 27, 593–597.  CAS

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