Literature DB >> 23476344

Dibromido(2,9-dimethyl-1,10-phenanthroline-κ(2) N,N')(dimethyl sulfoxide-κO)cadmium.

Khadijeh Moghanlou1.   

Abstract

In the mol-ecule of the title compound, [CdBr2(C14H12N2)(C2H6OS)], the Cd(II) atom is five-coordinated in a distorted trigonal-bipyramidal configuration by two N atoms from a 2,9-dimethyl-1,10-phenanthroline ligand, one O atom from a dimethyl sulfoxide ligand and two Br atoms. In the crystal, π-π contacts between the pyridine and benzene rings [centroid-centroid distances = 3.710 (5), 3.711 (6) and 3.627 (5) Å] stabilize the structure.

Entities:  

Year:  2012        PMID： 23476344      PMCID： PMC3588265          DOI： 10.1107/S1600536812050106

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN： 1600-5368


Related literature

For related structures, see: Akbarzadeh Torbati et al. (2010 ▶); Alizadeh et al. (2009 ▶); Armentano et al. (2006 ▶); Ding et al. (2006 ▶); Fanizzi et al. (1991 ▶); Lemoine et al. (2003 ▶); Robinson & Sinn (1975 ▶).

Experimental

Crystal data

[CdBr2(C14H12N2)(C2H6OS)] M = 558.60 Monoclinic, a = 8.1468 (9) Å b = 17.3814 (15) Å c = 13.6369 (13) Å β = 95.724 (9)° V = 1921.4 (3) Å3 Z = 4 Mo Kα radiation μ = 5.42 mm−1 T = 298 K 0.42 × 0.22 × 0.17 mm

Data collection

Bruker APEXII CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.222, T max = 0.325 15831 measured reflections 3766 independent reflections 2196 reflections with I > 2σ(I) R int = 0.108

Refinement

R[F 2 > 2σ(F 2)] = 0.057 wR(F 2) = 0.127 S = 0.94 3766 reflections 208 parameters H-atom parameters constrained Δρmax = 1.02 e Å−3 Δρmin = −1.06 e Å−3 Data collection: APEX2 (Bruker, 2007 ▶); cell refinement: SAINT (Bruker, 2007 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 2012 ▶) and Mercury (Macrae et al., 2006 ▶); software used to prepare material for publication: SHELXL97. Click here for additional data file. Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812050106/hy2608sup1.cif Click here for additional data file. Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812050106/hy2608Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[CdBr2(C14H12N2)(C2H6OS)]F(000) = 1080
Mr = 558.60Dx = 1.936 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 15831 reflections
a = 8.1468 (9) Åθ = 1.9–26.0°
b = 17.3814 (15) ŵ = 5.42 mm−1
c = 13.6369 (13) ÅT = 298 K
β = 95.724 (9)°Block, colorless
V = 1921.4 (3) Å30.42 × 0.22 × 0.17 mm
Z = 4
Bruker APEXII CCD diffractometer3766 independent reflections
Radiation source: fine-focus sealed tube2196 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.108
φ and ω scansθmax = 26.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Bruker, 2001)h = −10→10
Tmin = 0.222, Tmax = 0.325k = −21→21
15831 measured reflectionsl = −15→16
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.057Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.127H-atom parameters constrained
S = 0.94w = 1/[σ2(Fo2) + (0.062P)2] where P = (Fo2 + 2Fc2)/3
3766 reflections(Δ/σ)max = 0.004
208 parametersΔρmax = 1.02 e Å−3
0 restraintsΔρmin = −1.06 e Å−3
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.
xyzUiso*/Ueq
C1−0.0593 (14)0.2673 (6)0.8844 (10)0.096 (4)
H1A0.02190.24630.84560.115*
H1B−0.14210.29380.84230.115*
H1C−0.10970.22630.91800.115*
C20.0215 (11)0.3221 (5)0.9583 (8)0.064 (3)
C30.0114 (13)0.3105 (7)1.0594 (10)0.085 (4)
H3−0.04310.26771.08100.102*
C40.0811 (14)0.3619 (8)1.1251 (9)0.085 (3)
H40.07480.35451.19210.102*
C50.1625 (11)0.4262 (6)1.0924 (7)0.062 (2)
C60.2357 (14)0.4818 (7)1.1589 (7)0.075 (3)
H60.23070.47591.22630.090*
C70.3105 (13)0.5414 (7)1.1252 (7)0.076 (3)
H70.35840.57731.16990.091*
C80.3216 (9)0.5535 (5)1.0220 (6)0.051 (2)
C90.3992 (11)0.6171 (6)0.9837 (8)0.068 (3)
H90.45160.65321.02640.082*
C100.3987 (11)0.6265 (5)0.8869 (9)0.070 (3)
H100.44900.66920.86170.084*
C110.3206 (11)0.5706 (5)0.8227 (7)0.059 (2)
C120.3144 (15)0.5823 (6)0.7120 (8)0.089 (4)
H12A0.20160.58310.68390.107*
H12B0.37170.54100.68340.107*
H12C0.36600.63040.69870.107*
C130.2514 (9)0.4992 (4)0.9535 (6)0.0415 (18)
C140.1699 (9)0.4338 (5)0.9909 (6)0.048 (2)
C150.5347 (12)0.3392 (7)0.5318 (8)0.091 (4)
H15A0.59420.31880.59040.110*
H15B0.58880.38480.51180.110*
H15C0.53180.30150.48010.110*
C160.2687 (17)0.4141 (8)0.4484 (8)0.105 (4)
H16A0.35150.45130.43650.126*
H16B0.16700.44000.45680.126*
H16C0.25240.37960.39330.126*
N10.0990 (8)0.3812 (4)0.9263 (5)0.0505 (17)
N20.2556 (7)0.5071 (3)0.8554 (4)0.0434 (15)
O10.3558 (8)0.4221 (4)0.6386 (4)0.0707 (17)
Cd10.18778 (7)0.39536 (3)0.76580 (4)0.04942 (19)
Br1−0.07113 (13)0.39818 (7)0.64445 (8)0.0862 (4)
Br20.36845 (12)0.27030 (5)0.79524 (7)0.0636 (3)
S10.3331 (3)0.36172 (15)0.55550 (18)0.0659 (6)
U11U22U33U12U13U23
C10.072 (7)0.067 (7)0.154 (12)−0.016 (6)0.041 (7)0.003 (7)
C20.055 (5)0.044 (5)0.093 (8)0.007 (4)0.017 (5)0.013 (5)
C30.070 (7)0.075 (8)0.118 (10)0.024 (6)0.052 (7)0.047 (7)
C40.086 (8)0.104 (9)0.068 (7)0.038 (7)0.025 (6)0.032 (7)
C50.062 (6)0.075 (6)0.052 (6)0.029 (5)0.021 (5)0.019 (5)
C60.091 (8)0.088 (8)0.047 (6)0.038 (7)0.011 (5)0.014 (6)
C70.081 (7)0.093 (9)0.050 (6)0.038 (6)−0.010 (5)−0.025 (5)
C80.042 (4)0.049 (5)0.061 (6)0.010 (4)0.005 (4)−0.013 (4)
C90.055 (5)0.069 (7)0.080 (7)0.010 (5)0.004 (5)−0.028 (5)
C100.057 (6)0.051 (6)0.106 (9)−0.001 (4)0.025 (6)−0.021 (5)
C110.064 (6)0.043 (5)0.076 (6)0.007 (4)0.033 (5)−0.007 (4)
C120.140 (10)0.049 (6)0.087 (8)−0.008 (6)0.050 (8)0.014 (5)
C130.035 (4)0.042 (5)0.048 (5)0.009 (3)0.004 (3)−0.006 (3)
C140.037 (4)0.055 (5)0.052 (5)0.023 (4)0.011 (4)0.002 (4)
C150.072 (7)0.109 (10)0.091 (8)0.012 (6)0.003 (6)−0.037 (7)
C160.123 (10)0.116 (11)0.073 (8)0.033 (8)−0.006 (7)0.006 (7)
N10.040 (4)0.050 (4)0.062 (5)0.007 (3)0.011 (3)0.008 (3)
N20.049 (4)0.041 (4)0.043 (4)0.001 (3)0.018 (3)−0.004 (3)
O10.090 (5)0.066 (4)0.058 (4)−0.004 (3)0.016 (3)−0.011 (3)
Cd10.0506 (3)0.0497 (3)0.0470 (3)0.0041 (3)0.0002 (2)−0.0050 (3)
Br10.0643 (6)0.0998 (9)0.0882 (8)0.0266 (6)−0.0238 (5)−0.0290 (6)
Br20.0725 (6)0.0576 (6)0.0593 (6)0.0198 (5)−0.0008 (4)−0.0025 (4)
S10.0765 (16)0.0627 (15)0.0587 (15)−0.0006 (12)0.0080 (12)−0.0057 (11)
C1—C21.491 (15)C11—N21.321 (10)
C1—H1A0.9600C11—C121.519 (13)
C1—H1B0.9600C12—H12A0.9600
C1—H1C0.9600C12—H12B0.9600
C2—N11.304 (10)C12—H12C0.9600
C2—C31.404 (14)C13—N21.349 (9)
C3—C41.349 (16)C13—C141.435 (11)
C3—H30.9300C14—N11.358 (11)
C4—C51.395 (15)C15—S11.750 (10)
C4—H40.9300C15—H15A0.9600
C5—C141.398 (11)C15—H15B0.9600
C5—C61.415 (15)C15—H15C0.9600
C6—C71.309 (14)C16—S11.757 (11)
C6—H60.9300C16—H16A0.9600
C7—C81.435 (13)C16—H16B0.9600
C7—H70.9300C16—H16C0.9600
C8—C91.399 (13)Cd1—N12.386 (6)
C8—C131.409 (11)Cd1—N22.331 (6)
C9—C101.330 (14)O1—S11.542 (6)
C9—H90.9300Cd1—O12.361 (6)
C10—C111.416 (13)Cd1—Br12.5483 (11)
C10—H100.9300Cd1—Br22.6335 (11)
C2—C1—H1A109.5H12A—C12—H12C109.5
C2—C1—H1B109.5H12B—C12—H12C109.5
H1A—C1—H1B109.5N2—C13—C8122.7 (7)
C2—C1—H1C109.5N2—C13—C14119.4 (7)
H1A—C1—H1C109.5C8—C13—C14117.8 (7)
H1B—C1—H1C109.5N1—C14—C5121.4 (8)
N1—C2—C3121.3 (10)N1—C14—C13119.0 (7)
N1—C2—C1118.3 (9)C5—C14—C13119.7 (8)
C3—C2—C1120.4 (10)S1—C15—H15A109.5
C4—C3—C2119.7 (10)S1—C15—H15B109.5
C4—C3—H3120.2H15A—C15—H15B109.5
C2—C3—H3120.2S1—C15—H15C109.5
C3—C4—C5120.0 (10)H15A—C15—H15C109.5
C3—C4—H4120.0H15B—C15—H15C109.5
C5—C4—H4120.0S1—C16—H16A109.5
C4—C5—C14117.5 (10)S1—C16—H16B109.5
C4—C5—C6121.7 (10)H16A—C16—H16B109.5
C14—C5—C6120.8 (9)S1—C16—H16C109.5
C7—C6—C5119.8 (9)H16A—C16—H16C109.5
C7—C6—H6120.1H16B—C16—H16C109.5
C5—C6—H6120.1C2—N1—C14120.2 (8)
C6—C7—C8122.5 (10)C2—N1—Cd1126.1 (6)
C6—C7—H7118.7C14—N1—Cd1112.2 (5)
C8—C7—H7118.7C11—N2—C13118.0 (7)
C9—C8—C13116.8 (8)C11—N2—Cd1127.0 (5)
C9—C8—C7123.8 (9)C13—N2—Cd1114.0 (5)
C13—C8—C7119.4 (9)S1—O1—Cd1111.7 (3)
C10—C9—C8120.7 (9)N2—Cd1—O195.5 (2)
C10—C9—H9119.6N2—Cd1—N171.5 (2)
C8—C9—H9119.6O1—Cd1—N1161.0 (2)
C9—C10—C11119.0 (9)N2—Cd1—Br1117.50 (16)
C9—C10—H10120.5O1—Cd1—Br191.26 (17)
C11—C10—H10120.5N1—Cd1—Br1106.91 (16)
N2—C11—C10122.4 (9)N2—Cd1—Br2120.54 (16)
N2—C11—C12118.2 (8)O1—Cd1—Br285.32 (17)
C10—C11—C12119.3 (9)N1—Cd1—Br289.49 (15)
C11—C12—H12A109.5Br1—Cd1—Br2121.92 (4)
C11—C12—H12B109.5O1—S1—C15104.0 (5)
H12A—C12—H12B109.5O1—S1—C16105.2 (5)
C11—C12—H12C109.5C15—S1—C1699.8 (6)
N1—C2—C3—C40.9 (14)C5—C14—N1—Cd1−166.5 (6)
C1—C2—C3—C4−178.1 (10)C13—C14—N1—Cd114.6 (8)
C2—C3—C4—C50.1 (15)C10—C11—N2—C136.0 (11)
C3—C4—C5—C14−0.8 (14)C12—C11—N2—C13−175.7 (8)
C3—C4—C5—C6179.4 (9)C10—C11—N2—Cd1−162.1 (6)
C4—C5—C6—C7−179.8 (9)C12—C11—N2—Cd116.2 (11)
C14—C5—C6—C70.4 (14)C8—C13—N2—C11−3.7 (10)
C5—C6—C7—C80.2 (15)C14—C13—N2—C11175.0 (7)
C6—C7—C8—C9179.3 (9)C8—C13—N2—Cd1165.9 (5)
C6—C7—C8—C13−0.7 (13)C14—C13—N2—Cd1−15.3 (8)
C13—C8—C9—C103.0 (12)C11—N2—Cd1—O119.0 (7)
C7—C8—C9—C10−177.0 (8)C13—N2—Cd1—O1−149.5 (5)
C8—C9—C10—C11−1.0 (13)C11—N2—Cd1—N1−175.2 (7)
C9—C10—C11—N2−3.7 (13)C13—N2—Cd1—N116.3 (5)
C9—C10—C11—C12177.9 (9)C11—N2—Cd1—Br1−75.4 (7)
C9—C8—C13—N2−0.6 (11)C13—N2—Cd1—Br1116.1 (5)
C7—C8—C13—N2179.4 (7)C11—N2—Cd1—Br2106.8 (7)
C9—C8—C13—C14−179.5 (7)C13—N2—Cd1—Br2−61.7 (5)
C7—C8—C13—C140.5 (10)S1—O1—Cd1—N2−175.0 (4)
C4—C5—C14—N10.7 (11)S1—O1—Cd1—N1139.3 (6)
C6—C5—C14—N1−179.5 (8)S1—O1—Cd1—Br1−57.2 (4)
C4—C5—C14—C13179.6 (8)S1—O1—Cd1—Br264.7 (4)
C6—C5—C14—C13−0.6 (11)C2—N1—Cd1—N2178.3 (7)
N2—C13—C14—N10.2 (10)C14—N1—Cd1—N2−15.9 (5)
C8—C13—C14—N1179.0 (6)C2—N1—Cd1—O1−133.1 (8)
N2—C13—C14—C5−178.8 (7)C14—N1—Cd1—O132.7 (10)
C8—C13—C14—C50.1 (10)C2—N1—Cd1—Br164.2 (7)
C3—C2—N1—C14−1.0 (12)C14—N1—Cd1—Br1−130.0 (5)
C1—C2—N1—C14177.9 (8)C2—N1—Cd1—Br2−59.1 (7)
C3—C2—N1—Cd1163.7 (6)C14—N1—Cd1—Br2106.7 (5)
C1—C2—N1—Cd1−17.3 (11)Cd1—O1—S1—C15−134.0 (5)
C5—C14—N1—C20.2 (11)Cd1—O1—S1—C16121.6 (5)
C13—C14—N1—C2−178.7 (7)
Table 1

Selected bond lengths (Å)

Cd1—N12.386 (6)
Cd1—N22.331 (6)
Cd1—O12.361 (6)
Cd1—Br12.5483 (11)
Cd1—Br22.6335 (11)
  4 in total

1.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

2.  Ligand effects on the structures of extended networks of dicyanamide-containing transition-metal ions.

Authors:  Donatella Armentano; Giovanni De Munno; Francesca Guerra; Miguel Julve; Francesc Lloret
Journal:  Inorg Chem       Date:  2006-06-12       Impact factor: 5.165

3.  Dichlorido(6,6'-dimethyl-2,2'-bipyridine-κN,N')cobalt(II).

Authors:  Niloufar Akbarzadeh Torbati; Ali Reza Rezvani; Nasser Safari; Hamideh Saravani; Vahid Amani
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-09-18

4.  Dibromido(2,9-dimethyl-1,10-phenanthroline-κN,N')mercury(II).

Authors:  Robabeh Alizadeh; Amene Heidari; Roya Ahmadi; Vahid Amani
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-04-02
  4 in total

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