Literature DB >> 23468698

Di-μ-bromido-bis-[bromido(4,7-diphenyl-1,10-phenanthroline-κ(2) N,N')cadmium].

Sadif A Shirvan1, Sara Haydari Dezfuli, Fereydoon Khazali, Manouchehr Aghajeri, Ali Borsalani.   

Abstract

The title compound, [Cd2Br4(C24H16N2)2], consists of a centrosymmetric dimeric unit in which two Br atoms bridge two Cd(II) atoms, forming a four-membered ring. A terminal Br atom and a bidentate chelating 4,7-diphenyl-1,10-phenanthroline ligand complete a square-pyramidal geometry for the Cd(II) atom. In the crystal, C-H⋯Br hydrogen bonds and π-π contacts between the pyridine and phenyl rings [centroid-centroid distances = 3.704 (4) and 3.715 (4) Å] lead to a three-dimensional supra-molecular structure.

Entities:  

Year:  2012        PMID： 23468698      PMCID： PMC3588733          DOI： 10.1107/S1600536812045928

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


Related literature

For related structures, see: Abedi et al. (2012 ▶); Ahmadi et al. (2008 ▶); Alizadeh et al. (2010 ▶); Chesnut et al. (2001 ▶); Gaballa et al. (2003 ▶); Yousefi et al. (2008 ▶).

Experimental

Crystal data

[Cd2Br4(C24H16N2)2] M = 1209.20 Monoclinic, a = 10.1704 (4) Å b = 12.4702 (5) Å c = 17.3444 (7) Å β = 103.187 (3)° V = 2141.73 (15) Å3 Z = 2 Mo Kα radiation μ = 4.76 mm−1 T = 120 K 0.25 × 0.18 × 0.15 mm

Data collection

Bruker APEXII CCD diffractometer Absorption correction: multi-scan (SADABS; Bruker, 2001 ▶) T min = 0.385, T max = 0.502 12072 measured reflections 4200 independent reflections 3248 reflections with I > 2σ(I) R int = 0.090

Refinement

R[F 2 > 2σ(F 2)] = 0.052 wR(F 2) = 0.129 S = 1.05 4200 reflections 262 parameters H-atom parameters constrained Δρmax = 1.15 e Å−3 Δρmin = −1.05 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/S1600536812045928/hy2601sup1.cif Click here for additional data file. Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812045928/hy2601Isup2.hkl Additional supplementary materials: crystallographic information; 3D view; checkCIF report
[Cd2Br4(C24H16N2)2]F(000) = 1168
Mr = 1209.20Dx = 1.875 Mg m−3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 12072 reflections
a = 10.1704 (4) Åθ = 2.4–26.0°
b = 12.4702 (5) ŵ = 4.76 mm−1
c = 17.3444 (7) ÅT = 120 K
β = 103.187 (3)°Prism, colorless
V = 2141.73 (15) Å30.25 × 0.18 × 0.15 mm
Z = 2
Bruker APEXII CCD diffractometer4200 independent reflections
Radiation source: fine-focus sealed tube3248 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.090
φ and ω scansθmax = 26.0°, θmin = 2.4°
Absorption correction: multi-scan (SADABS; Bruker, 2001)h = −12→9
Tmin = 0.385, Tmax = 0.502k = −15→15
12072 measured reflectionsl = −21→21
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.052Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.129H-atom parameters constrained
S = 1.05w = 1/[σ2(Fo2) + (0.0692P)2] where P = (Fo2 + 2Fc2)/3
4200 reflections(Δ/σ)max = 0.005
262 parametersΔρmax = 1.15 e Å−3
0 restraintsΔρmin = −1.05 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
C10.3033 (7)0.7552 (6)0.0038 (4)0.0220 (15)
H10.21430.7327−0.01370.026*
C20.4054 (7)0.6893 (6)−0.0089 (4)0.0212 (15)
H20.38420.6233−0.03360.025*
C30.5378 (7)0.7205 (5)0.0147 (4)0.0198 (14)
C40.6478 (8)0.6468 (5)0.0047 (5)0.0230 (15)
C50.6445 (9)0.6043 (6)−0.0702 (5)0.0342 (19)
H50.57700.6250−0.11340.041*
C60.7429 (9)0.5306 (7)−0.0800 (6)0.044 (2)
H60.74350.5048−0.13020.052*
C70.8396 (9)0.4960 (6)−0.0150 (6)0.039 (2)
H70.90390.4457−0.02120.047*
C80.8401 (8)0.5363 (7)0.0590 (6)0.0329 (18)
H80.90370.51170.10280.040*
C90.7462 (8)0.6139 (6)0.0690 (5)0.0281 (17)
H90.75000.64320.11870.034*
C100.5663 (7)0.8236 (5)0.0511 (4)0.0171 (14)
C110.6978 (8)0.8691 (6)0.0725 (4)0.0206 (15)
H110.77000.83170.06080.025*
C120.7213 (7)0.9657 (6)0.1095 (4)0.0187 (14)
H120.80790.99470.12060.022*
C130.6142 (7)1.0227 (5)0.1312 (4)0.0163 (13)
C140.6353 (8)1.1181 (6)0.1777 (4)0.0226 (15)
C150.7704 (7)1.1668 (5)0.2081 (4)0.0195 (14)
C160.8805 (9)1.1070 (6)0.2449 (4)0.0303 (18)
H160.87081.03380.25230.036*
C171.0068 (8)1.1553 (7)0.2711 (5)0.0318 (19)
H171.08121.11400.29480.038*
C181.0212 (9)1.2650 (7)0.2618 (5)0.037 (2)
H181.10521.29750.27890.045*
C190.9106 (9)1.3248 (7)0.2272 (4)0.0301 (18)
H190.92031.39820.22040.036*
C200.7865 (7)1.2787 (6)0.2025 (4)0.0229 (15)
H200.71181.32140.18170.027*
C210.5205 (8)1.1675 (6)0.1945 (5)0.0261 (16)
H210.52981.22920.22540.031*
C220.3948 (7)1.1245 (6)0.1654 (4)0.0236 (16)
H220.32131.16010.17700.028*
C230.4797 (7)0.9847 (5)0.1065 (4)0.0159 (13)
C240.4563 (7)0.8838 (5)0.0639 (4)0.0172 (14)
N10.3274 (6)0.8502 (5)0.0403 (3)0.0190 (12)
N20.3701 (6)1.0356 (5)0.1218 (3)0.0197 (12)
Cd10.15894 (5)0.95338 (4)0.07604 (3)0.01781 (15)
Br10.10996 (9)0.87751 (7)0.20336 (5)0.0309 (2)
Br20.03037 (7)1.14002 (5)0.04404 (4)0.02161 (18)
U11U22U33U12U13U23
C10.020 (4)0.023 (4)0.026 (4)−0.002 (3)0.011 (3)0.000 (3)
C20.019 (3)0.024 (4)0.024 (3)−0.001 (3)0.012 (3)−0.008 (3)
C30.025 (4)0.016 (3)0.018 (3)0.000 (3)0.005 (3)0.003 (3)
C40.024 (4)0.015 (3)0.032 (4)−0.004 (3)0.011 (3)−0.004 (3)
C50.040 (5)0.024 (4)0.038 (5)−0.004 (4)0.010 (4)−0.012 (4)
C60.038 (5)0.033 (5)0.062 (6)−0.001 (4)0.017 (4)−0.022 (4)
C70.031 (4)0.018 (4)0.079 (7)−0.002 (3)0.037 (5)−0.012 (4)
C80.016 (3)0.031 (4)0.055 (5)0.001 (3)0.017 (3)0.008 (4)
C90.026 (4)0.025 (4)0.040 (4)0.002 (3)0.023 (4)0.002 (3)
C100.019 (3)0.016 (3)0.016 (3)0.002 (3)0.004 (3)0.001 (3)
C110.027 (4)0.022 (3)0.015 (3)0.002 (3)0.010 (3)−0.003 (3)
C120.018 (3)0.021 (3)0.016 (3)−0.005 (3)0.003 (3)0.001 (3)
C130.017 (3)0.021 (3)0.015 (3)0.002 (3)0.012 (3)0.004 (3)
C140.027 (4)0.017 (3)0.022 (3)−0.002 (3)0.001 (3)−0.002 (3)
C150.026 (4)0.017 (3)0.017 (3)0.001 (3)0.007 (3)−0.004 (3)
C160.044 (5)0.026 (4)0.018 (4)0.002 (4)0.002 (3)−0.005 (3)
C170.024 (4)0.047 (5)0.023 (4)0.006 (4)0.002 (3)−0.016 (4)
C180.034 (5)0.046 (5)0.034 (4)−0.016 (4)0.014 (4)−0.024 (4)
C190.038 (5)0.032 (4)0.023 (4)−0.010 (4)0.011 (3)−0.008 (3)
C200.023 (4)0.025 (4)0.022 (3)0.002 (3)0.008 (3)−0.006 (3)
C210.024 (4)0.021 (4)0.033 (4)0.006 (3)0.006 (3)−0.008 (3)
C220.020 (4)0.026 (4)0.031 (4)0.006 (3)0.020 (3)−0.001 (3)
C230.020 (3)0.016 (3)0.013 (3)0.001 (3)0.007 (3)0.002 (2)
C240.023 (4)0.014 (3)0.013 (3)0.001 (3)0.002 (3)0.001 (3)
N10.018 (3)0.022 (3)0.019 (3)−0.002 (2)0.007 (2)0.001 (2)
N20.019 (3)0.023 (3)0.023 (3)0.005 (3)0.016 (2)0.003 (3)
Cd10.0164 (3)0.0199 (3)0.0193 (2)0.0026 (2)0.00858 (18)0.0045 (2)
Br10.0369 (4)0.0325 (4)0.0291 (4)0.0053 (3)0.0195 (3)0.0146 (3)
Br20.0191 (3)0.0189 (3)0.0267 (4)0.0035 (3)0.0050 (3)0.0001 (3)
C1—N11.339 (9)C14—C211.409 (11)
C1—C21.381 (10)C14—C151.484 (10)
C1—H10.9300C15—C161.375 (11)
C2—C31.372 (10)C15—C201.411 (10)
C2—H20.9300C16—C171.398 (12)
C3—C101.432 (9)C16—H160.9300
C3—C41.489 (10)C17—C181.389 (13)
C4—C91.379 (11)C17—H170.9300
C4—C51.396 (11)C18—C191.369 (13)
C5—C61.398 (12)C18—H180.9300
C5—H50.9300C19—C201.365 (11)
C6—C71.385 (14)C19—H190.9300
C6—H60.9300C20—H200.9300
C7—C81.377 (13)C21—C221.371 (11)
C7—H70.9300C21—H210.9300
C8—C91.398 (11)C22—N21.333 (9)
C8—H80.9300C22—H220.9300
C9—H90.9300C23—N21.361 (9)
C10—C241.406 (10)C23—C241.452 (9)
C10—C111.423 (10)C24—N11.349 (9)
C11—C121.361 (9)Cd1—N12.336 (6)
C11—H110.9300Cd1—N22.349 (6)
C12—C131.421 (10)Cd1—Br12.5537 (9)
C12—H120.9300Cd1—Br22.6653 (8)
C13—C231.418 (9)Cd1—Br2i2.7518 (9)
C13—C141.426 (9)
N1—C1—C2122.6 (7)C15—C16—C17120.5 (8)
N1—C1—H1118.7C15—C16—H16119.8
C2—C1—H1118.7C17—C16—H16119.8
C3—C2—C1120.4 (7)C18—C17—C16120.1 (8)
C3—C2—H2119.8C18—C17—H17120.0
C1—C2—H2119.8C16—C17—H17120.0
C2—C3—C10118.2 (7)C19—C18—C17119.3 (8)
C2—C3—C4120.2 (6)C19—C18—H18120.4
C10—C3—C4121.6 (6)C17—C18—H18120.4
C9—C4—C5119.9 (7)C20—C19—C18121.1 (8)
C9—C4—C3121.0 (7)C20—C19—H19119.4
C5—C4—C3118.9 (7)C18—C19—H19119.4
C4—C5—C6119.8 (8)C19—C20—C15120.6 (7)
C4—C5—H5120.1C19—C20—H20119.7
C6—C5—H5120.1C15—C20—H20119.7
C7—C6—C5120.0 (9)C22—C21—C14120.0 (7)
C7—C6—H6120.0C22—C21—H21120.0
C5—C6—H6120.0C14—C21—H21120.0
C8—C7—C6119.8 (8)N2—C22—C21125.0 (7)
C8—C7—H7120.1N2—C22—H22117.5
C6—C7—H7120.1C21—C22—H22117.5
C7—C8—C9120.7 (8)N2—C23—C13124.2 (6)
C7—C8—H8119.7N2—C23—C24117.2 (6)
C9—C8—H8119.7C13—C23—C24118.6 (6)
C4—C9—C8119.7 (8)N1—C24—C10122.7 (6)
C4—C9—H9120.1N1—C24—C23117.3 (6)
C8—C9—H9120.1C10—C24—C23120.0 (6)
C24—C10—C11118.7 (6)C1—N1—C24118.6 (6)
C24—C10—C3117.4 (6)C1—N1—Cd1123.1 (5)
C11—C10—C3123.8 (7)C24—N1—Cd1118.0 (4)
C12—C11—C10122.0 (7)C22—N2—C23116.2 (6)
C12—C11—H11119.0C22—N2—Cd1126.5 (5)
C10—C11—H11119.0C23—N2—Cd1117.2 (4)
C11—C12—C13120.4 (6)N1—Cd1—N270.2 (2)
C11—C12—H12119.8N1—Cd1—Br1108.95 (14)
C13—C12—H12119.8N2—Cd1—Br1102.32 (14)
C23—C13—C12119.8 (6)N1—Cd1—Br2141.29 (14)
C23—C13—C14117.4 (6)N2—Cd1—Br293.23 (14)
C12—C13—C14122.8 (6)Br1—Cd1—Br2108.68 (3)
C21—C14—C13117.2 (7)N1—Cd1—Br2i89.71 (14)
C21—C14—C15119.5 (6)N2—Cd1—Br2i150.28 (14)
C13—C14—C15123.3 (7)Br1—Cd1—Br2i104.89 (3)
C16—C15—C20118.3 (7)Br2—Cd1—Br2i89.24 (3)
C16—C15—C14122.2 (7)Cd1—Br2—Cd1i90.76 (3)
C20—C15—C14119.5 (7)
N1—C1—C2—C3−1.2 (11)C14—C13—C23—N22.6 (10)
C1—C2—C3—C10−1.3 (10)C12—C13—C23—C244.2 (9)
C1—C2—C3—C4176.8 (7)C14—C13—C23—C24−175.7 (6)
C2—C3—C4—C9−120.8 (8)C11—C10—C24—N1175.1 (6)
C10—C3—C4—C957.2 (10)C3—C10—C24—N1−2.9 (10)
C2—C3—C4—C554.2 (10)C11—C10—C24—C23−7.1 (9)
C10—C3—C4—C5−127.8 (8)C3—C10—C24—C23174.8 (6)
C9—C4—C5—C6−1.6 (12)N2—C23—C24—N12.3 (9)
C3—C4—C5—C6−176.7 (7)C13—C23—C24—N1−179.2 (6)
C4—C5—C6—C73.1 (13)N2—C23—C24—C10−175.6 (6)
C5—C6—C7—C8−1.5 (13)C13—C23—C24—C102.9 (9)
C6—C7—C8—C9−1.6 (12)C2—C1—N1—C241.6 (10)
C5—C4—C9—C8−1.5 (11)C2—C1—N1—Cd1−172.4 (5)
C3—C4—C9—C8173.5 (7)C10—C24—N1—C10.6 (10)
C7—C8—C9—C43.1 (11)C23—C24—N1—C1−177.3 (6)
C2—C3—C10—C243.2 (9)C10—C24—N1—Cd1174.8 (5)
C4—C3—C10—C24−174.8 (6)C23—C24—N1—Cd1−3.0 (8)
C2—C3—C10—C11−174.7 (7)C21—C22—N2—C230.7 (10)
C4—C3—C10—C117.2 (10)C21—C22—N2—Cd1176.5 (6)
C24—C10—C11—C124.4 (10)C13—C23—N2—C22−2.6 (9)
C3—C10—C11—C12−177.7 (6)C24—C23—N2—C22175.7 (6)
C10—C11—C12—C132.7 (10)C13—C23—N2—Cd1−178.8 (5)
C11—C12—C13—C23−7.1 (9)C24—C23—N2—Cd1−0.5 (7)
C11—C12—C13—C14172.8 (6)C1—N1—Cd1—N2176.0 (6)
C23—C13—C14—C21−0.7 (9)C24—N1—Cd1—N22.0 (5)
C12—C13—C14—C21179.4 (7)C1—N1—Cd1—Br179.3 (5)
C23—C13—C14—C15179.6 (6)C24—N1—Cd1—Br1−94.7 (5)
C12—C13—C14—C15−0.3 (10)C1—N1—Cd1—Br2−114.7 (5)
C21—C14—C15—C16133.3 (8)C24—N1—Cd1—Br271.2 (5)
C13—C14—C15—C16−47.1 (11)C1—N1—Cd1—Br2i−26.3 (5)
C21—C14—C15—C20−44.0 (10)C24—N1—Cd1—Br2i159.7 (5)
C13—C14—C15—C20135.7 (7)C22—N2—Cd1—N1−176.5 (6)
C20—C15—C16—C17−4.2 (11)C23—N2—Cd1—N1−0.7 (4)
C14—C15—C16—C17178.5 (7)C22—N2—Cd1—Br1−70.6 (6)
C15—C16—C17—C181.5 (12)C23—N2—Cd1—Br1105.2 (4)
C16—C17—C18—C190.3 (12)C22—N2—Cd1—Br239.3 (6)
C17—C18—C19—C200.6 (12)C23—N2—Cd1—Br2−144.9 (4)
C18—C19—C20—C15−3.4 (11)C22—N2—Cd1—Br2i133.5 (5)
C16—C15—C20—C195.2 (11)C23—N2—Cd1—Br2i−50.7 (6)
C14—C15—C20—C19−177.5 (7)N1—Cd1—Br2—Cd1i88.6 (2)
C13—C14—C21—C22−1.0 (11)N2—Cd1—Br2—Cd1i150.36 (14)
C15—C14—C21—C22178.7 (7)Br1—Cd1—Br2—Cd1i−105.47 (3)
C14—C21—C22—N21.1 (12)Br2i—Cd1—Br2—Cd1i0.0
C12—C13—C23—N2−177.5 (6)
D—H···AD—HH···AD···AD—H···A
C1—H1···Br2i0.932.903.554 (7)129
C21—H21···Br1ii0.932.793.582 (8)144
Table 1

Selected bond lengths (Å)

Cd1—N12.336 (6)
Cd1—N22.349 (6)
Cd1—Br12.5537 (9)
Cd1—Br22.6653 (8)
Cd1—Br2i 2.7518 (9)

Symmetry code: (i) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A D—HH⋯A D⋯A D—H⋯A
C1—H1⋯Br2i 0.932.903.554 (7)129
C21—H21⋯Br1ii 0.932.793.582 (8)144

Symmetry codes: (i) ; (ii) .

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