Bis{μ-1-[(2-ethyl-1H-imidazol-1-yl)meth-yl]-1H-benzotriazole}bis-(iodido-cadmium).

The dinuclear title complex, [Cd(2)I(4)(C(12)H(13)N(5))(2)], lies on a crystallographic center of inversion. The Cd(II) atom is four-coordinated by two N atoms from two 1-[(2-ethyl-1H-imidazol-1-yl)meth-yl]-1H-benzotriazole (bmei) ligands and two terminal I atoms in a distorted tetra-hedral coordination environment. The Cd(II) atoms are connected to each other by two bridging bmei ligands. The benzotriazole rings in adjacent mol-ecules are almost parallel, with an average inter-planar distance of 3.3400 (2) Å and a centroid-centroid distance of 4.852 (2) Å.

Related literature

For related structures, see: Meng et al. (2009 ▶); Huang et al. (2006 ▶); Zhai et al. (2006 ▶); Wang et al. (2010 ▶).

Experimental

Crystal data

[Cd2I4(C12H13N5)2]

M = 1186.95

Triclinic,

a = 7.8323 (4) Å

b = 10.0657 (6) Å

c = 11.2335 (7) Å

α = 78.849 (5)°

β = 86.020 (5)°

γ = 77.538 (5)°

V = 848.08 (9) Å3

Z = 1

Mo Kα radiation

μ = 4.93 mm−1

T = 290 K

0.25 × 0.21 × 0.15 mm

Data collection

Agilent Xcalibur Eos Gemini diffractometer

Absorption correction: Gaussian [numerical absorption correction based on Gaussian integration over a multifaceted crystal model (CrysAlis PRO; Agilent, 2010 ▶)] T min = 0.287, T max = 0.487

13998 measured reflections

3462 independent reflections

2961 reflections with I > 2σ(I)

R int = 0.031

Refinement

R[F 2 > 2σ(F 2)] = 0.027

wR(F 2) = 0.061

S = 1.08

3462 reflections

182 parameters

H-atom parameters constrained

Δρmax = 0.82 e Å−3

Δρmin = −1.05 e Å−3

Data collection: CrysAlis PRO (Agilent, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: OLEX2 (Dolomanov et al., 2009 ▶); software used to prepare material for publication: OLEX2 and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536811021179/zq2107sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811021179/zq2107Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cd2I4(C12H13N5)2]	Z = 1
Mr = 1186.95	F(000) = 548
Triclinic, P1	Dx = 2.324 Mg m−3
a = 7.8323 (4) Å	Mo Kα radiation, λ = 0.7107 Å
b = 10.0657 (6) Å	Cell parameters from 6849 reflections
c = 11.2335 (7) Å	θ = 3.0–26.3°
α = 78.849 (5)°	µ = 4.93 mm−1
β = 86.020 (5)°	T = 290 K
γ = 77.538 (5)°	Prismatic, colourless
V = 848.08 (9) Å3	0.25 × 0.21 × 0.15 mm

Agilent Xcalibur Eos Gemini diffractometer	3462 independent reflections
Radiation source: Enhance (Mo) X-ray Source	2961 reflections with I > 2σ(I)
graphite	Rint = 0.031
Detector resolution: 16.2312 pixels mm-1	θmax = 26.3°, θmin = 3.0°
ω scans	h = −9→9
Absorption correction: gaussian [numerical absorption correction based on Gaussian integration over a multifaceted crystal model (CrysAlis PRO; Agilent, 2010)]	k = −12→12
Tmin = 0.287, Tmax = 0.487	l = −14→14
13998 measured reflections

Refinement on F2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.061	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.026P)2 + 0.3471P] where P = (Fo2 + 2Fc2)/3
3462 reflections	(Δ/σ)max = 0.002
182 parameters	Δρmax = 0.82 e Å−3
0 restraints	Δρmin = −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.

	x	y	z	Uiso*/Ueq
I1	0.49488 (4)	1.31204 (3)	0.40337 (2)	0.04897 (9)
I2	−0.04748 (4)	1.42680 (3)	0.22432 (3)	0.06153 (11)
Cd1	0.27758 (4)	1.26989 (3)	0.24333 (2)	0.03657 (9)
N1	0.2561 (4)	1.0409 (3)	0.2834 (3)	0.0385 (7)
N2	0.4017 (4)	0.9559 (3)	0.2627 (3)	0.0389 (7)
N3	0.3713 (4)	0.8276 (3)	0.2862 (3)	0.0350 (7)
N4	0.5058 (4)	0.7062 (3)	0.1294 (3)	0.0354 (7)
N5	0.5744 (4)	0.7249 (3)	−0.0641 (3)	0.0370 (7)
C1	0.2006 (5)	0.8280 (4)	0.3244 (3)	0.0343 (8)
C2	0.1274 (5)	0.9679 (4)	0.3215 (3)	0.0356 (8)
C3	−0.0491 (5)	1.0113 (4)	0.3544 (4)	0.0451 (10)
H3	−0.1003	1.1043	0.3512	0.054*
C4	−0.1422 (6)	0.9082 (5)	0.3916 (4)	0.0514 (11)
H4	−0.2598	0.9322	0.4139	0.062*
C5	−0.0643 (6)	0.7676 (5)	0.3966 (4)	0.0525 (11)
H5	−0.1322	0.7018	0.4236	0.063*
C6	0.1076 (6)	0.7234 (4)	0.3635 (4)	0.0469 (10)
H6	0.1583	0.6303	0.3670	0.056*
C7	0.5056 (5)	0.7136 (4)	0.2573 (3)	0.0421 (9)
H7A	0.4851	0.6274	0.3059	0.051*
H7B	0.6192	0.7258	0.2772	0.051*
C8	0.3756 (5)	0.6688 (4)	0.0752 (4)	0.0432 (9)
H8	0.2762	0.6414	0.1132	0.052*
C9	0.4206 (5)	0.6798 (4)	−0.0435 (4)	0.0440 (9)
H9	0.3570	0.6598	−0.1023	0.053*
C10	0.6246 (5)	0.7411 (3)	0.0414 (3)	0.0330 (8)
C11	0.7851 (5)	0.7927 (4)	0.0590 (4)	0.0442 (9)
H11B	0.8741	0.7642	−0.0007	0.053*
H11A	0.8297	0.7494	0.1388	0.053*
C12	0.7549 (6)	0.9494 (4)	0.0479 (4)	0.0564 (11)
H12B	0.7143	0.9933	−0.0316	0.085*
H12C	0.8626	0.9748	0.0607	0.085*
H12A	0.6687	0.9786	0.1078	0.085*

	U11	U22	U33	U12	U13	U23
I1	0.04834 (17)	0.06438 (19)	0.03873 (15)	−0.02051 (14)	−0.00434 (12)	−0.00950 (13)
I2	0.04034 (16)	0.04634 (17)	0.0956 (3)	−0.00025 (13)	−0.00964 (16)	−0.01437 (16)
Cd1	0.03734 (16)	0.03522 (15)	0.03821 (16)	−0.00826 (12)	0.00067 (12)	−0.00907 (12)
N1	0.0398 (18)	0.0340 (17)	0.0428 (18)	−0.0096 (14)	0.0045 (15)	−0.0097 (14)
N2	0.0433 (18)	0.0328 (17)	0.0398 (17)	−0.0086 (14)	0.0052 (15)	−0.0065 (14)
N3	0.0410 (17)	0.0326 (16)	0.0298 (15)	−0.0068 (14)	0.0026 (13)	−0.0037 (12)
N4	0.0390 (17)	0.0341 (16)	0.0343 (16)	−0.0070 (14)	0.0003 (14)	−0.0103 (13)
N5	0.0422 (18)	0.0361 (17)	0.0344 (17)	−0.0120 (14)	0.0013 (14)	−0.0074 (13)
C1	0.039 (2)	0.038 (2)	0.0278 (18)	−0.0134 (17)	−0.0008 (16)	−0.0064 (15)
C2	0.039 (2)	0.040 (2)	0.0297 (18)	−0.0114 (17)	0.0007 (16)	−0.0074 (16)
C3	0.040 (2)	0.050 (2)	0.047 (2)	−0.0078 (19)	0.0020 (19)	−0.0138 (19)
C4	0.038 (2)	0.071 (3)	0.049 (2)	−0.019 (2)	0.0026 (19)	−0.015 (2)
C5	0.053 (3)	0.061 (3)	0.053 (3)	−0.036 (2)	0.004 (2)	−0.007 (2)
C6	0.058 (3)	0.042 (2)	0.045 (2)	−0.020 (2)	0.003 (2)	−0.0083 (18)
C7	0.046 (2)	0.038 (2)	0.038 (2)	0.0005 (18)	−0.0032 (18)	−0.0041 (17)
C8	0.042 (2)	0.042 (2)	0.050 (2)	−0.0147 (18)	0.0083 (19)	−0.0142 (19)
C9	0.044 (2)	0.047 (2)	0.049 (2)	−0.0176 (19)	0.0011 (19)	−0.0195 (19)
C10	0.0353 (19)	0.0265 (17)	0.037 (2)	−0.0068 (15)	0.0012 (16)	−0.0058 (15)
C11	0.039 (2)	0.051 (2)	0.046 (2)	−0.0116 (19)	−0.0028 (18)	−0.0127 (19)
C12	0.055 (3)	0.059 (3)	0.062 (3)	−0.028 (2)	−0.001 (2)	−0.011 (2)

I1—Cd1	2.7094 (4)	C3—C4	1.379 (6)
I2—Cd1	2.6892 (4)	C4—H4	0.9300
Cd1—N1	2.302 (3)	C4—C5	1.406 (6)
Cd1—N5i	2.250 (3)	C5—H5	0.9300
N1—N2	1.306 (4)	C5—C6	1.373 (6)
N1—C2	1.371 (5)	C6—H6	0.9300
N2—N3	1.337 (4)	C7—H7A	0.9700
N3—C1	1.375 (5)	C7—H7B	0.9700
N3—C7	1.451 (5)	C8—H8	0.9300
N4—C7	1.452 (5)	C8—C9	1.345 (5)
N4—C8	1.376 (5)	C9—H9	0.9300
N4—C10	1.359 (5)	C10—C11	1.499 (5)
N5—Cd1i	2.250 (3)	C11—H11B	0.9700
N5—C9	1.367 (5)	C11—H11A	0.9700
N5—C10	1.323 (4)	C11—C12	1.525 (6)
C1—C2	1.396 (5)	C12—H12B	0.9600
C1—C6	1.393 (5)	C12—H12C	0.9600
C2—C3	1.403 (5)	C12—H12A	0.9600
C3—H3	0.9300
I2—Cd1—I1	118.809 (14)	C4—C3—C2	116.1 (4)
N1—Cd1—I1	109.18 (8)	C4—C3—H3	121.9
N1—Cd1—I2	108.30 (8)	C4—C5—H5	118.6
N1—N2—N3	107.9 (3)	C5—C4—H4	119.1
N1—C2—C1	107.6 (3)	C5—C6—C1	115.2 (4)
N1—C2—C3	131.4 (4)	C5—C6—H6	122.4
N2—N1—Cd1	113.7 (2)	C6—C1—C2	123.0 (4)
N2—N1—C2	109.7 (3)	C6—C5—C4	122.8 (4)
N2—N3—C1	111.1 (3)	C6—C5—H5	118.6
N2—N3—C7	119.6 (3)	H7A—C7—H7B	108.0
N3—C1—C2	103.7 (3)	C8—N4—C7	124.5 (3)
N3—C1—C6	133.2 (4)	C8—C9—N5	109.3 (4)
N3—C7—N4	110.9 (3)	C8—C9—H9	125.4
N3—C7—H7A	109.5	C9—N5—Cd1i	122.4 (3)
N3—C7—H7B	109.5	C9—C8—N4	106.4 (4)
N4—C7—H7A	109.5	C9—C8—H8	126.8
N4—C7—H7B	109.5	C10—N4—C7	127.6 (3)
N4—C8—H8	126.8	C10—N4—C8	107.8 (3)
N4—C10—C11	126.0 (3)	C10—N5—Cd1i	129.4 (3)
N5i—Cd1—I1	106.59 (8)	C10—N5—C9	107.5 (3)
N5i—Cd1—I2	112.86 (8)	C10—C11—H11B	108.7
N5i—Cd1—N1	99.31 (11)	C10—C11—H11A	108.7
N5—C9—H9	125.4	C10—C11—C12	114.1 (3)
N5—C10—N4	109.1 (3)	C11—C12—H12B	109.5
N5—C10—C11	124.9 (3)	C11—C12—H12C	109.5
C1—N3—C7	128.9 (3)	C11—C12—H12A	109.5
C1—C2—C3	121.0 (4)	H11B—C11—H11A	107.6
C1—C6—H6	122.4	C12—C11—H11B	108.7
C2—N1—Cd1	136.6 (2)	C12—C11—H11A	108.7
C2—C3—H3	121.9	H12B—C12—H12C	109.5
C3—C4—H4	119.1	H12B—C12—H12A	109.5
C3—C4—C5	121.9 (4)	H12C—C12—H12A	109.5
I1—Cd1—N1—N2	−66.6 (2)	N5i—Cd1—N1—C2	−133.4 (4)
I1—Cd1—N1—C2	115.3 (3)	N5—C10—C11—C12	90.2 (5)
I2—Cd1—N1—N2	162.7 (2)	C1—N3—C7—N4	90.9 (4)
I2—Cd1—N1—C2	−15.4 (4)	C1—C2—C3—C4	1.4 (6)
Cd1—N1—N2—N3	−178.4 (2)	C2—N1—N2—N3	0.2 (4)
Cd1—N1—C2—C1	178.3 (3)	C2—C1—C6—C5	1.6 (6)
Cd1—N1—C2—C3	−1.7 (6)	C2—C3—C4—C5	0.2 (6)
Cd1i—N5—C9—C8	171.0 (2)	C3—C4—C5—C6	−1.0 (7)
Cd1i—N5—C10—N4	−169.5 (2)	C4—C5—C6—C1	0.1 (6)
Cd1i—N5—C10—C11	11.7 (5)	C6—C1—C2—N1	177.6 (3)
N1—N2—N3—C1	−0.5 (4)	C6—C1—C2—C3	−2.4 (6)
N1—N2—N3—C7	172.9 (3)	C7—N3—C1—C2	−172.0 (3)
N1—C2—C3—C4	−178.6 (4)	C7—N3—C1—C6	10.3 (7)
N2—N1—C2—C1	0.1 (4)	C7—N4—C8—C9	177.7 (3)
N2—N1—C2—C3	−179.9 (4)	C7—N4—C10—N5	−177.4 (3)
N2—N3—C1—C2	0.5 (4)	C7—N4—C10—C11	1.3 (6)
N2—N3—C1—C6	−177.1 (4)	C8—N4—C7—N3	−69.3 (5)
N2—N3—C7—N4	−81.1 (4)	C8—N4—C10—N5	−0.9 (4)
N3—C1—C2—N1	−0.4 (4)	C8—N4—C10—C11	177.9 (3)
N3—C1—C2—C3	179.6 (3)	C9—N5—C10—N4	0.4 (4)
N3—C1—C6—C5	178.9 (4)	C9—N5—C10—C11	−178.4 (3)
N4—C8—C9—N5	−0.8 (4)	C10—N4—C7—N3	106.8 (4)
N4—C10—C11—C12	−88.4 (5)	C10—N4—C8—C9	1.0 (4)
N5i—Cd1—N1—N2	44.7 (3)	C10—N5—C9—C8	0.3 (4)