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

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890

Bis{μ-4,4′,6,6′-tetra­bromo-2,2′-[o-phenyl­enebis(nitrilo­methyl­­idyne)]­diphenol­ato}­bis­­[(di­methyl­formamide)cadmium(II)]

aHubei Key Laboratory of Bioanalytical Techniques, Hubei Normal University, Huangshi, Hubei 435000, People's Republic of China, bDepartment of Chemistry, Central China Normal University, Wuhan, Hubei 430079, People's Republic of China, and cDepartment of Chemistry, Yicheng No. 1 Middle School, Xiangfan Yicheng, Hubei 441400, People's Republic of China
*Correspondence e-mail: zqhu@mail.ccnu.edu.cn

(Received 6 November 2007; accepted 15 November 2007; online 6 December 2007)

The Schiff base ligand derived from the condensation of 3,5-dibromo­salicylaldehyde and 1,2-phenyl­enediamine, in the presence of dimethyl­formamide, forms the centrosymmetric title neutral binuclear distorted complex, [Cd2(C20H10Br4N2O2)2(C3H7NO)2], with the two octa­hedral Cd atoms linked by two O atoms. All bond lengths and angles show normal values.

Related literature

For related literature, see: Elzbieta et al. (1964[Elzbieta, C., Zygmunt, E. & Romuald, K. (1964). Diss. Pharm. 15, 369-378.]); Wang et al. (2003[Wang, J., Bei, F. L. & Ma, W. X. (2003). Chin. J. Inorg. Chem. 19, 609-612.]); Wu et al. (2005[Wu, Y., Hu, Z., Li, M. & Fu, X. (2005). Acta Cryst. E61, m1352-m1353.]).

[Scheme 1]

Experimental

Crystal data
  • [Cd2(C20H10Br4N2O2)2(C3H7NO)2]

  • Mr = 1630.87

  • Triclinic, [P \overline 1]

  • a = 9.6831 (8) Å

  • b = 12.0433 (10) Å

  • c = 12.4877 (10) Å

  • α = 95.942 (1)°

  • β = 108.822 (1)°

  • γ = 90.313 (1)°

  • V = 1369.82 (19) Å3

  • Z = 1

  • Mo Kα radiation

  • μ = 6.66 mm−1

  • T = 296 (2) K

  • 0.20 × 0.20 × 0.20 mm

Data collection
  • Bruker SMART CCD area-detector diffractometer

  • Absorption correction: none

  • 11120 measured reflections

  • 4716 independent reflections

  • 2815 reflections with I > 2σ(I)

  • Rint = 0.062

Refinement
  • R[F2 > 2σ(F2)] = 0.059

  • wR(F2) = 0.210

  • S = 1.04

  • 4716 reflections

  • 309 parameters

  • H-atom parameters constrained

  • Δρmax = 1.63 e Å−3

  • Δρmin = −2.23 e Å−3

Table 1
Selected geometric parameters (Å, °)

Cd1—O2 2.265 (6)
Cd1—O1 2.279 (6)
Cd1—O1i 2.341 (7)
Cd1—N2 2.352 (8)
Cd1—O3 2.371 (9)
Cd1—N1 2.391 (8)
O2—Cd1—O1 129.1 (3)
O2—Cd1—O1i 84.5 (2)
O1—Cd1—O1i 73.6 (3)
O2—Cd1—N2 80.5 (3)
O1—Cd1—N2 150.0 (3)
N2—Cd1—N1 71.6 (3)
Symmetry code: (i) -x, -y, -z+1.

Data collection: SMART (Bruker, 2001[Bruker (2001). SAINT-Plus (Version 6.45) and SMART (Version 5.628). Bruker AXS Inc., Madison, Wisconsin, USA.]); cell refinement: SAINT (Bruker, 2001[Bruker (2001). SAINT-Plus (Version 6.45) and SMART (Version 5.628). Bruker AXS Inc., Madison, Wisconsin, USA.]); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990[Sheldrick, G. M. (1990). Acta Cryst. A46, 467-473.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997[Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.]); molecular graphics: PLATON (Spek, 2003[Spek, A. L. (2003). J. Appl. Cryst. 36, 7-13.]); software used to prepare material for publication: SHELXTL (Bruker, 2001[Bruker (2001). SAINT-Plus (Version 6.45) and SMART (Version 5.628). Bruker AXS Inc., Madison, Wisconsin, USA.]).

Supporting information


Comment top

The crystal structure and some properties of 4,4',6,6'-tetrabromo- 2,2'-[1,2-phenylenebis(nitrilomethylidyne)]diphenolato Ni(II) and Zn(II) complex were previously reported by Wang et al. (2003) and Wu et al. (2005), respectively. We report here the synthesis and crystal structure of a novel binuclear complex {bis[N,N'-1,2-phenylenediaminebis(3,5-dibromosalicylideneiminato)]- bisdimethylformamide-diCadmium(II)}. In the title compound,every molecule forms a centro-symmetric dimer and each Cd atom is six-coordinated by one oxygen atom of dimethylformamide, two O and two amino N atom of the ligand 4,4',6,6'-tetrabromo-2,2'-[1,2-phenylenebis-(nitrilomethylidyne)]diphenol and the µ-O atom from another ligand,forming a distorted octahedron (Fig. 1).

Related literature top

For related literature, see: Elzbieta et al. (1964); Wang et al. (2003); Wu et al. (2005).

Experimental top

The title complex was synthesized in two stages. In the first stage, 3,5-dibromosalicylaldehyde was prepared according to Elzbieta et al. (1964). (1964). To ethanol (100 ml) containing 1,2-phenylenediamine (6 g), two mole equivalents of 3,5-dibromosalicylaldehyde in ethanol (50 ml) were slowly added with continuous stirring; the Schiff base molecule, viz. 4,4',6,6'-tetrabromo-2,2'-[1,2-phenylenebis(nitrilomethylidyne)]diphenol, precipitated immediately. In the second stage, the ligand (0.3 mmol), Cd(OAc)2 (0.6 mmol), DMF (30 ml) were refluxed for 2 h. The hot solution was filtered and allowed to stand at room temperature undisturbed for about one month, resulting in yellow crystals.

Refinement top

After their location in the difference map, all H-atoms were fixed geometrically at ideal positions and allowed to ride on the parent C or N atoms with Caromatic—H = 0.93 Å, Cmethine—H = 0.96 Å and N—H = 0.83 (3) Å and Uiso(H) = 1.2Ueq (C of aromatic and N) or Uiso(H) = 1.5Ueq(C of methine). Because the crystal approximated a sphere and the maximum transmission factor was 0.3943 an absorption correction was not considered necessary.

Structure description top

The crystal structure and some properties of 4,4',6,6'-tetrabromo- 2,2'-[1,2-phenylenebis(nitrilomethylidyne)]diphenolato Ni(II) and Zn(II) complex were previously reported by Wang et al. (2003) and Wu et al. (2005), respectively. We report here the synthesis and crystal structure of a novel binuclear complex {bis[N,N'-1,2-phenylenediaminebis(3,5-dibromosalicylideneiminato)]- bisdimethylformamide-diCadmium(II)}. In the title compound,every molecule forms a centro-symmetric dimer and each Cd atom is six-coordinated by one oxygen atom of dimethylformamide, two O and two amino N atom of the ligand 4,4',6,6'-tetrabromo-2,2'-[1,2-phenylenebis-(nitrilomethylidyne)]diphenol and the µ-O atom from another ligand,forming a distorted octahedron (Fig. 1).

For related literature, see: Elzbieta et al. (1964); Wang et al. (2003); Wu et al. (2005).

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXTL (Bruker, 2001).

Figures top
[Figure 1] Fig. 1. Molecular structure of (I) showing 30% probability displacement ellipsoids.
Bis{µ-4,4',6,6'-tetrabromo-2,2'-[o- phenylenebis(nitrilomethylidyne)]diphenolato}bis[(dimethylformamide)cadmium(II)] top
Crystal data top
[Cd2(C20H10Br4N2O2)2(C3H7NO)2]Z = 1
Mr = 1630.87F(000) = 776
Triclinic, P1Dx = 1.977 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.6831 (8) ÅCell parameters from 3027 reflections
b = 12.0433 (10) Åθ = 2.3–26.4°
c = 12.4877 (10) ŵ = 6.66 mm1
α = 95.942 (1)°T = 296 K
β = 108.822 (1)°Block, yellow
γ = 90.313 (1)°0.20 × 0.20 × 0.20 mm
V = 1369.82 (19) Å3
Data collection top
Bruker SMART CCD area-detector
diffractometer
2815 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.062
Graphite monochromatorθmax = 25.0°, θmin = 2.2°
φ and ω scansh = 1111
11120 measured reflectionsk = 1414
4716 independent reflectionsl = 1414
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)] = 0.059Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.210H-atom parameters constrained
S = 1.04 w = 1/[σ2(Fo2) + (0.1219P)2]
where P = (Fo2 + 2Fc2)/3
4716 reflections(Δ/σ)max < 0.001
309 parametersΔρmax = 1.63 e Å3
0 restraintsΔρmin = 2.23 e Å3
Crystal data top
[Cd2(C20H10Br4N2O2)2(C3H7NO)2]γ = 90.313 (1)°
Mr = 1630.87V = 1369.82 (19) Å3
Triclinic, P1Z = 1
a = 9.6831 (8) ÅMo Kα radiation
b = 12.0433 (10) ŵ = 6.66 mm1
c = 12.4877 (10) ÅT = 296 K
α = 95.942 (1)°0.20 × 0.20 × 0.20 mm
β = 108.822 (1)°
Data collection top
Bruker SMART CCD area-detector
diffractometer
2815 reflections with I > 2σ(I)
11120 measured reflectionsRint = 0.062
4716 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0590 restraints
wR(F2) = 0.210H-atom parameters constrained
S = 1.04Δρmax = 1.63 e Å3
4716 reflectionsΔρmin = 2.23 e Å3
309 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
Cd10.11948 (8)0.12544 (6)0.51678 (6)0.0395 (3)
Br10.4487 (2)0.23438 (14)1.02145 (13)0.0916 (6)
Br20.23171 (17)0.28244 (10)0.53098 (11)0.0675 (4)
Br30.44885 (19)0.53322 (12)0.20894 (13)0.0840 (5)
Br40.07472 (16)0.13462 (11)0.09195 (10)0.0688 (5)
C10.1356 (12)0.3654 (9)0.6670 (8)0.043 (3)
C20.1149 (13)0.4809 (10)0.6945 (10)0.055 (3)
H20.11840.53150.64380.066*
C30.0895 (15)0.5198 (11)0.7953 (11)0.067 (4)
H30.08130.59580.81320.080*
C40.0764 (17)0.4440 (12)0.8695 (11)0.078 (4)
H40.05410.46850.93490.093*
C50.0982 (14)0.3268 (11)0.8430 (10)0.060 (3)
H50.09480.27660.89390.072*
C60.1244 (11)0.2880 (8)0.7418 (8)0.038 (2)
C70.1996 (12)0.1034 (10)0.7944 (8)0.048 (3)
H70.21900.13570.86900.057*
C80.2330 (12)0.0143 (9)0.7800 (8)0.046 (3)
C90.1989 (11)0.0823 (9)0.6713 (9)0.043 (3)
C100.2592 (12)0.1937 (9)0.6746 (10)0.047 (3)
C110.3300 (13)0.2379 (10)0.7774 (10)0.056 (3)
H110.36160.31060.77730.068*
C120.3519 (14)0.1694 (11)0.8801 (11)0.061 (3)
C130.3081 (12)0.0600 (10)0.8842 (10)0.053 (3)
H130.32720.01650.95380.063*
C140.2264 (12)0.3819 (9)0.5122 (9)0.047 (3)
H140.26680.45050.55150.057*
C150.2428 (12)0.3542 (8)0.3983 (9)0.043 (3)
C160.1701 (11)0.2569 (8)0.3189 (8)0.040 (2)
C170.1859 (14)0.2533 (10)0.2058 (9)0.052 (3)
C180.2647 (13)0.3316 (10)0.1731 (9)0.054 (3)
H180.27040.32480.09980.065*
C190.3385 (13)0.4247 (9)0.2558 (10)0.051 (3)
C200.3231 (13)0.4366 (9)0.3635 (10)0.055 (3)
H200.36570.49910.41410.066*
C210.4950 (16)0.1462 (13)0.6135 (13)0.076 (4)
H210.50670.22110.60460.091*
C220.7544 (17)0.1575 (18)0.7356 (15)0.132 (8)
H22A0.78030.16030.81690.198*
H22B0.75120.23210.71460.198*
H22C0.82590.11730.71070.198*
C230.591 (2)0.0177 (14)0.7041 (16)0.111 (6)
H23A0.60120.01880.78300.167*
H23B0.66510.06170.68650.167*
H23C0.49650.04800.65770.167*
N10.1447 (10)0.1698 (8)0.7134 (7)0.047 (2)
N20.1608 (10)0.3198 (7)0.5632 (7)0.045 (2)
N30.6088 (12)0.0998 (10)0.6810 (9)0.069 (3)
O10.1178 (8)0.0490 (5)0.5721 (6)0.0445 (18)
O20.0985 (8)0.1756 (6)0.3426 (6)0.0477 (19)
O30.3735 (9)0.0995 (9)0.5606 (9)0.087 (3)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cd10.0502 (5)0.0319 (4)0.0337 (5)0.0075 (3)0.0083 (4)0.0092 (3)
Br10.1109 (13)0.0818 (11)0.0657 (10)0.0087 (9)0.0052 (9)0.0452 (9)
Br20.0899 (10)0.0448 (7)0.0618 (8)0.0056 (7)0.0157 (7)0.0085 (6)
Br30.1124 (12)0.0685 (9)0.0833 (10)0.0282 (9)0.0447 (10)0.0229 (8)
Br40.0918 (11)0.0691 (9)0.0404 (7)0.0234 (7)0.0162 (7)0.0018 (6)
C10.055 (7)0.040 (6)0.031 (5)0.007 (5)0.009 (5)0.003 (5)
C20.064 (8)0.045 (7)0.057 (8)0.004 (6)0.021 (6)0.007 (6)
C30.086 (10)0.058 (8)0.062 (8)0.010 (7)0.032 (8)0.005 (7)
C40.101 (11)0.087 (11)0.054 (8)0.028 (9)0.039 (8)0.000 (8)
C50.068 (8)0.057 (8)0.054 (8)0.006 (6)0.018 (7)0.009 (6)
C60.040 (6)0.039 (6)0.034 (6)0.008 (5)0.007 (5)0.008 (5)
C70.053 (7)0.063 (8)0.025 (5)0.015 (6)0.007 (5)0.016 (5)
C80.060 (7)0.041 (6)0.030 (6)0.017 (5)0.002 (5)0.007 (5)
C90.033 (6)0.050 (7)0.044 (6)0.007 (5)0.003 (5)0.017 (5)
C100.048 (7)0.036 (6)0.055 (7)0.007 (5)0.014 (6)0.008 (5)
C110.062 (8)0.040 (6)0.066 (8)0.002 (6)0.013 (7)0.029 (6)
C120.060 (8)0.062 (8)0.054 (8)0.000 (6)0.002 (6)0.044 (7)
C130.052 (7)0.051 (7)0.049 (7)0.008 (6)0.002 (6)0.023 (6)
C140.059 (7)0.029 (5)0.049 (7)0.004 (5)0.009 (6)0.010 (5)
C150.049 (6)0.034 (6)0.045 (6)0.001 (5)0.010 (5)0.017 (5)
C160.048 (6)0.035 (6)0.032 (5)0.002 (5)0.004 (5)0.011 (5)
C170.071 (8)0.053 (7)0.037 (6)0.009 (6)0.017 (6)0.023 (5)
C180.062 (8)0.062 (8)0.037 (6)0.011 (6)0.012 (6)0.012 (6)
C190.052 (7)0.048 (7)0.059 (8)0.005 (5)0.020 (6)0.025 (6)
C200.073 (8)0.031 (6)0.056 (7)0.012 (6)0.012 (7)0.012 (5)
C210.066 (10)0.071 (10)0.090 (11)0.003 (8)0.020 (9)0.022 (8)
C220.060 (11)0.20 (2)0.109 (15)0.039 (13)0.017 (10)0.049 (15)
C230.108 (14)0.094 (13)0.135 (16)0.037 (11)0.034 (12)0.045 (12)
N10.056 (6)0.054 (6)0.031 (5)0.006 (5)0.013 (4)0.002 (4)
N20.063 (6)0.031 (5)0.035 (5)0.015 (4)0.007 (4)0.006 (4)
N30.051 (7)0.083 (8)0.072 (8)0.002 (6)0.016 (6)0.015 (7)
O10.052 (5)0.032 (4)0.038 (4)0.000 (3)0.006 (3)0.020 (3)
O20.066 (5)0.046 (4)0.031 (4)0.015 (4)0.016 (4)0.006 (3)
O30.040 (5)0.098 (8)0.121 (9)0.001 (5)0.021 (6)0.013 (6)
Geometric parameters (Å, º) top
Cd1—O22.265 (6)C10—C111.406 (15)
Cd1—O12.279 (6)C11—C121.405 (17)
Cd1—O1i2.341 (7)C11—H110.9300
Cd1—N22.352 (8)C12—C131.387 (17)
Cd1—O32.371 (9)C13—H130.9300
Cd1—N12.391 (8)C14—N21.313 (12)
Br1—C121.958 (11)C14—C151.486 (15)
Br2—C101.929 (11)C14—H140.9300
Br3—C191.933 (10)C15—C201.441 (13)
Br4—C171.949 (12)C15—C161.468 (14)
C1—C61.414 (13)C16—O21.307 (11)
C1—C21.429 (15)C16—C171.465 (14)
C1—N21.449 (13)C17—C181.383 (15)
C2—C31.394 (16)C18—C191.453 (16)
C2—H20.9300C18—H180.9300
C3—C41.399 (18)C19—C201.394 (15)
C3—H30.9300C20—H200.9300
C4—C51.448 (18)C21—O31.245 (16)
C4—H40.9300C21—N31.320 (16)
C5—C61.401 (15)C21—H210.9300
C5—H50.9300C22—N31.486 (18)
C6—N11.460 (13)C22—H22A0.9600
C7—N11.331 (13)C22—H22B0.9600
C7—C81.463 (15)C22—H22C0.9600
C7—H70.9300C23—N31.492 (19)
C8—C131.438 (14)C23—H23A0.9600
C8—C91.448 (15)C23—H23B0.9600
C9—O11.339 (12)C23—H23C0.9600
C9—C101.466 (15)O1—Cd1i2.341 (7)
O2—Cd1—O1129.1 (3)C12—C13—H13120.3
O2—Cd1—O1i84.5 (2)C8—C13—H13120.3
O1—Cd1—O1i73.6 (3)N2—C14—C15126.8 (9)
O2—Cd1—N280.5 (3)N2—C14—H14116.6
O1—Cd1—N2150.0 (3)C15—C14—H14116.6
O1i—Cd1—N2120.4 (3)C20—C15—C16120.5 (10)
O2—Cd1—O392.4 (3)C20—C15—C14115.5 (9)
O1—Cd1—O383.4 (3)C16—C15—C14123.7 (9)
O1i—Cd1—O3147.1 (3)O2—C16—C17119.8 (9)
N2—Cd1—O391.1 (3)O2—C16—C15125.5 (9)
O2—Cd1—N1151.8 (3)C17—C16—C15114.6 (9)
O1—Cd1—N179.2 (3)C18—C17—C16124.8 (11)
O1i—Cd1—N1106.3 (3)C18—C17—Br4118.6 (8)
N2—Cd1—N171.6 (3)C16—C17—Br4116.4 (8)
O3—Cd1—N191.7 (3)C17—C18—C19118.5 (10)
C6—C1—C2119.1 (10)C17—C18—H18120.7
C6—C1—N2116.5 (9)C19—C18—H18120.7
C2—C1—N2124.3 (9)C20—C19—C18120.0 (9)
C3—C2—C1121.7 (11)C20—C19—Br3121.9 (9)
C3—C2—H2119.2C18—C19—Br3118.1 (8)
C1—C2—H2119.2C19—C20—C15121.5 (10)
C2—C3—C4119.8 (12)C19—C20—H20119.3
C2—C3—H3120.1C15—C20—H20119.3
C4—C3—H3120.1O3—C21—N3126.3 (14)
C3—C4—C5119.0 (11)O3—C21—H21116.8
C3—C4—H4120.5N3—C21—H21116.8
C5—C4—H4120.5N3—C22—H22A109.5
C6—C5—C4121.1 (11)N3—C22—H22B109.5
C6—C5—H5119.5H22A—C22—H22B109.5
C4—C5—H5119.5N3—C22—H22C109.5
C5—C6—C1119.2 (10)H22A—C22—H22C109.5
C5—C6—N1121.6 (9)H22B—C22—H22C109.5
C1—C6—N1119.1 (9)N3—C23—H23A109.5
N1—C7—C8127.6 (10)N3—C23—H23B109.5
N1—C7—H7116.2H23A—C23—H23B109.5
C8—C7—H7116.2N3—C23—H23C109.5
C13—C8—C9120.7 (10)H23A—C23—H23C109.5
C13—C8—C7114.5 (10)H23B—C23—H23C109.5
C9—C8—C7124.7 (9)C7—N1—C6121.1 (9)
O1—C9—C8124.0 (10)C7—N1—Cd1125.2 (7)
O1—C9—C10120.1 (10)C6—N1—Cd1112.4 (6)
C8—C9—C10115.8 (9)C14—N2—C1119.9 (9)
C11—C10—C9122.3 (11)C14—N2—Cd1123.4 (7)
C11—C10—Br2120.2 (9)C1—N2—Cd1115.6 (6)
C9—C10—Br2117.5 (8)C21—N3—C22123.9 (13)
C12—C11—C10118.4 (11)C21—N3—C23118.5 (12)
C12—C11—H11120.8C22—N3—C23117.6 (14)
C10—C11—H11120.8C9—O1—Cd1126.7 (6)
C13—C12—C11122.8 (10)C9—O1—Cd1i119.4 (5)
C13—C12—Br1120.0 (10)Cd1—O1—Cd1i106.4 (3)
C11—C12—Br1117.2 (9)C16—O2—Cd1127.4 (6)
C12—C13—C8119.4 (11)C21—O3—Cd1142.1 (10)
C6—C1—C2—C32.5 (18)O1—Cd1—N1—C724.8 (9)
N2—C1—C2—C3179.3 (11)O1i—Cd1—N1—C793.9 (9)
C1—C2—C3—C43 (2)N2—Cd1—N1—C7148.7 (9)
C2—C3—C4—C54 (2)O3—Cd1—N1—C758.2 (9)
C3—C4—C5—C63 (2)O2—Cd1—N1—C610.3 (11)
C4—C5—C6—C12.6 (18)O1—Cd1—N1—C6168.3 (7)
C4—C5—C6—N1179.2 (11)O1i—Cd1—N1—C699.1 (7)
C2—C1—C6—C52.2 (16)N2—Cd1—N1—C618.2 (6)
N2—C1—C6—C5179.2 (10)O3—Cd1—N1—C6108.8 (7)
C2—C1—C6—N1179.6 (10)C15—C14—N2—C1171.1 (10)
N2—C1—C6—N12.6 (14)C15—C14—N2—Cd121.1 (15)
N1—C7—C8—C13172.7 (10)C6—C1—N2—C14153.9 (10)
N1—C7—C8—C95.8 (18)C2—C1—N2—C1429.3 (16)
C13—C8—C9—O1173.6 (9)C6—C1—N2—Cd114.8 (12)
C7—C8—C9—O17.9 (16)C2—C1—N2—Cd1162.0 (9)
C13—C8—C9—C106.4 (14)O2—Cd1—N2—C1433.2 (8)
C7—C8—C9—C10172.0 (10)O1—Cd1—N2—C14137.8 (8)
O1—C9—C10—C11172.2 (9)O1i—Cd1—N2—C14111.0 (8)
C8—C9—C10—C117.8 (15)O3—Cd1—N2—C1459.1 (9)
O1—C9—C10—Br25.4 (12)N1—Cd1—N2—C14150.6 (9)
C8—C9—C10—Br2174.6 (7)O2—Cd1—N2—C1158.5 (8)
C9—C10—C11—C124.4 (16)O1—Cd1—N2—C130.5 (11)
Br2—C10—C11—C12178.1 (9)O1i—Cd1—N2—C180.7 (8)
C10—C11—C12—C130.7 (18)O3—Cd1—N2—C1109.2 (8)
C10—C11—C12—Br1179.3 (8)N1—Cd1—N2—C117.7 (7)
C11—C12—C13—C82.0 (18)O3—C21—N3—C22175.5 (15)
Br1—C12—C13—C8178.0 (8)O3—C21—N3—C234 (2)
C9—C8—C13—C121.9 (16)C8—C9—O1—Cd138.3 (13)
C7—C8—C13—C12176.7 (10)C10—C9—O1—Cd1141.6 (7)
N2—C14—C15—C20178.6 (11)C8—C9—O1—Cd1i107.3 (9)
N2—C14—C15—C168.2 (18)C10—C9—O1—Cd1i72.7 (11)
C20—C15—C16—O2177.7 (11)O2—Cd1—O1—C9142.4 (8)
C14—C15—C16—O29.3 (17)O1i—Cd1—O1—C9149.2 (10)
C20—C15—C16—C170.6 (15)N2—Cd1—O1—C926.1 (11)
C14—C15—C16—C17172.4 (10)O3—Cd1—O1—C954.6 (8)
O2—C16—C17—C18176.9 (11)N1—Cd1—O1—C938.4 (8)
C15—C16—C17—C181.6 (17)O2—Cd1—O1—Cd1i68.4 (4)
O2—C16—C17—Br47.9 (14)O1i—Cd1—O1—Cd1i0.0
C15—C16—C17—Br4173.7 (7)N2—Cd1—O1—Cd1i123.1 (5)
C16—C17—C18—C190.2 (19)O3—Cd1—O1—Cd1i156.2 (4)
Br4—C17—C18—C19175.4 (9)N1—Cd1—O1—Cd1i110.7 (3)
C17—C18—C19—C203.1 (18)C17—C16—O2—Cd1157.1 (8)
C17—C18—C19—Br3179.8 (9)C15—C16—O2—Cd121.2 (15)
C18—C19—C20—C154.1 (18)O1—Cd1—O2—C16140.1 (8)
Br3—C19—C20—C15178.9 (9)O1i—Cd1—O2—C16156.2 (9)
C16—C15—C20—C192.2 (17)N2—Cd1—O2—C1634.1 (9)
C14—C15—C20—C19175.7 (11)O3—Cd1—O2—C1656.6 (9)
C8—C7—N1—C6176.7 (10)N1—Cd1—O2—C1641.7 (12)
C8—C7—N1—Cd110.9 (16)N3—C21—O3—Cd1134.6 (14)
C5—C6—N1—C728.6 (15)O2—Cd1—O3—C2199.7 (17)
C1—C6—N1—C7149.5 (10)O1—Cd1—O3—C21131.3 (17)
C5—C6—N1—Cd1163.8 (9)O1i—Cd1—O3—C21176.7 (14)
C1—C6—N1—Cd118.1 (11)N2—Cd1—O3—C2119.2 (17)
O2—Cd1—N1—C7156.6 (8)N1—Cd1—O3—C2152.4 (17)
Symmetry code: (i) x, y, z+1.

Experimental details

Crystal data
Chemical formula[Cd2(C20H10Br4N2O2)2(C3H7NO)2]
Mr1630.87
Crystal system, space groupTriclinic, P1
Temperature (K)296
a, b, c (Å)9.6831 (8), 12.0433 (10), 12.4877 (10)
α, β, γ (°)95.942 (1), 108.822 (1), 90.313 (1)
V3)1369.82 (19)
Z1
Radiation typeMo Kα
µ (mm1)6.66
Crystal size (mm)0.20 × 0.20 × 0.20
Data collection
DiffractometerBruker SMART CCD area-detector
Absorption correction
No. of measured, independent and
observed [I > 2σ(I)] reflections
11120, 4716, 2815
Rint0.062
(sin θ/λ)max1)0.595
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.059, 0.210, 1.04
No. of reflections4716
No. of parameters309
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)1.63, 2.23

Computer programs: SMART (Bruker, 2001), SAINT (Bruker, 2001), SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), PLATON (Spek, 2003), SHELXTL (Bruker, 2001).

Selected geometric parameters (Å, º) top
Cd1—O22.265 (6)Cd1—O32.371 (9)
Cd1—O12.279 (6)Cd1—N12.391 (8)
Cd1—O1i2.341 (7)O1—Cd1i2.341 (7)
Cd1—N22.352 (8)
O2—Cd1—O1129.1 (3)O2—Cd1—N280.5 (3)
O2—Cd1—O1i84.5 (2)O1—Cd1—N2150.0 (3)
O1—Cd1—O1i73.6 (3)N2—Cd1—N171.6 (3)
Symmetry code: (i) x, y, z+1.
 

Acknowledgements

This work was supported by the National Education Government of China (grant No. 20772042).

References

First citationBruker (2001). SAINT-Plus (Version 6.45) and SMART (Version 5.628). Bruker AXS Inc., Madison, Wisconsin, USA.  Google Scholar
First citationElzbieta, C., Zygmunt, E. & Romuald, K. (1964). Diss. Pharm. 15, 369–378.  Google Scholar
First citationSheldrick, G. M. (1990). Acta Cryst. A46, 467–473.  CrossRef CAS Web of Science IUCr Journals Google Scholar
First citationSheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.  Google Scholar
First citationSpek, A. L. (2003). J. Appl. Cryst. 36, 7–13.  Web of Science CrossRef CAS IUCr Journals Google Scholar
First citationWang, J., Bei, F. L. & Ma, W. X. (2003). Chin. J. Inorg. Chem. 19, 609–612.  Google Scholar
First citationWu, Y., Hu, Z., Li, M. & Fu, X. (2005). Acta Cryst. E61, m1352–m1353.  Web of Science CSD CrossRef IUCr Journals Google Scholar

This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds