catena-Poly[[dibromidozinc(II)]-μ-3-(1H-benzimidazol-2-yl)[2,6-H(2)]pyridine N-oxide].

In the crystal structure of the title compound, [ZnBr(2)(C(12)H(7)D(2)N(3)O)](n), the Zn atoms are coordinated by two Br atoms and by one N atom and one O atom of two symmetry-related 3-(1H-benzimidazol-2-yl)[2,6-(2)H(2)]pyridine N-oxide ligands in a slightly distorted tetra-hedral geometry. The ZnBr(2) units are connected by the organic ligands into chains.

Related literature

For the deuteration effect (DEF) on physical properties, see: Akutagawa et al. (2004 ▶); Ye et al. (2007 ▶).

Experimental

Crystal data

[ZnBr2(C12H7D2N3O)]

M = 438.42

Monoclinic,

a = 7.4071 (15) Å

b = 15.017 (3) Å

c = 12.174 (2) Å

β = 98.52 (3)°

V = 1339.2 (5) Å3

Z = 4

Mo Kα radiation

μ = 7.79 mm−1

T = 293 (2) K

0.2 × 0.15 × 0.1 mm

Data collection

Rigaku Mercury2 diffractometer

Absorption correction: multi-scan (CrystalClear; Rigaku, 2005 ▶) T min = 0.261, T max = 0.463

13680 measured reflections

3070 independent reflections

2538 reflections with I > 2σ(I)

R int = 0.058

Refinement

R[F 2 > 2σ(F 2)] = 0.034

wR(F 2) = 0.072

S = 1.09

3070 reflections

173 parameters

H-atom parameters constrained

Δρmax = 0.43 e Å−3

Δρmin = −0.57 e Å−3

Data collection: CrystalClear (Rigaku, 2005 ▶); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997 ▶); molecular graphics: SHELXTL (Sheldrick, 1999 ▶); software used to prepare material for publication: SHELXTL

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536807067281/nc2082sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536807067281/nc2082Isup2.hkl

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

[ZnBr2(C12H7D2N3O)]	F(000) = 840
Mr = 438.42	Dx = 2.175 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 12253 reflections
a = 7.4071 (15) Å	θ = 3.0–27.5°
b = 15.017 (3) Å	µ = 7.79 mm−1
c = 12.174 (2) Å	T = 293 K
β = 98.52 (3)°	Block, colorless
V = 1339.2 (5) Å3	0.2 × 0.15 × 0.1 mm
Z = 4

Rigaku Mercury2 diffractometer	3070 independent reflections
Radiation source: fine-focus sealed tube	2538 reflections with I > 2σ(I)
graphite	Rint = 0.058
Detector resolution: 13.6612 pixels mm-1	θmax = 27.5°, θmin = 3.0°
ω scans	h = −9→9
Absorption correction: multi-scan (CrystalClear; Rigaku, 2005)	k = −19→19
Tmin = 0.261, Tmax = 0.463	l = −15→15
13680 measured reflections

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.034	H-atom parameters constrained
wR(F2) = 0.072	w = 1/[σ2(Fo2) + (0.0204P)2 + 0.5716P] where P = (Fo2 + 2Fc2)/3
S = 1.09	(Δ/σ)max = 0.001
3070 reflections	Δρmax = 0.43 e Å−3
173 parameters	Δρmin = −0.57 e Å−3
0 restraints	Extinction correction: SHELXL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0021 (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
Zn1	0.18024 (5)	0.76280 (2)	0.56995 (3)	0.02687 (12)
Br1	0.43934 (6)	0.68154 (3)	0.53737 (4)	0.05495 (15)
Br2	0.05935 (5)	0.71851 (2)	0.73359 (3)	0.03347 (12)
C1	0.2625 (4)	1.0321 (2)	0.4904 (3)	0.0270 (7)
C2	0.2551 (5)	1.0978 (2)	0.4096 (3)	0.0348 (8)
H2B	0.2762	1.1574	0.4277	0.042*
C3	0.2151 (5)	1.0700 (3)	0.3022 (3)	0.0376 (9)
H3A	0.2073	1.1119	0.2455	0.045*
C4	0.1855 (5)	0.9800 (3)	0.2749 (3)	0.0376 (9)
H4A	0.1610	0.9638	0.2004	0.045*
C5	0.1914 (5)	0.9149 (2)	0.3545 (3)	0.0333 (8)
H5A	0.1712	0.8554	0.3357	0.040*
C6	0.2292 (4)	0.9425 (2)	0.4644 (3)	0.0255 (7)
C7	0.2883 (4)	0.9521 (2)	0.6446 (3)	0.0242 (7)
C8	0.4011 (4)	0.8528 (2)	0.8000 (3)	0.0258 (7)
D2	0.4465	0.8148	0.7503	0.031*
C9	0.3176 (4)	0.9318 (2)	0.7629 (3)	0.0235 (7)
C10	0.2589 (4)	0.9895 (2)	0.8391 (3)	0.0290 (8)
H10A	0.2069	1.0440	0.8160	0.035*
C11	0.2781 (5)	0.9656 (2)	0.9485 (3)	0.0326 (8)
H11A	0.2391	1.0038	1.0003	0.039*
C12	0.3550 (4)	0.8850 (2)	0.9822 (3)	0.0312 (8)
D1	0.3645	0.8679	1.0562	0.037*
N1	0.2441 (3)	0.89347 (17)	0.5628 (2)	0.0246 (6)
N2	0.2984 (4)	1.03547 (18)	0.6041 (2)	0.0299 (6)
H2A	0.3232	1.0828	0.6431	0.036*
N3	0.4165 (4)	0.83101 (18)	0.9080 (2)	0.0282 (6)
O1	0.4873 (3)	0.75130 (15)	0.9391 (2)	0.0386 (6)

	U11	U22	U33	U12	U13	U23
Zn1	0.0340 (2)	0.0198 (2)	0.0252 (2)	−0.00331 (15)	−0.00104 (17)	−0.00046 (15)
Br1	0.0509 (3)	0.0317 (2)	0.0885 (4)	0.00727 (18)	0.0311 (2)	0.0069 (2)
Br2	0.0438 (2)	0.0292 (2)	0.0269 (2)	−0.00230 (15)	0.00361 (15)	0.00400 (14)
C1	0.0279 (18)	0.0246 (18)	0.0273 (19)	−0.0010 (13)	0.0006 (14)	0.0017 (14)
C2	0.044 (2)	0.0230 (19)	0.038 (2)	−0.0001 (15)	0.0108 (16)	0.0038 (15)
C3	0.037 (2)	0.042 (2)	0.035 (2)	0.0040 (17)	0.0088 (16)	0.0182 (17)
C4	0.041 (2)	0.048 (3)	0.024 (2)	−0.0048 (17)	0.0054 (16)	0.0033 (17)
C5	0.041 (2)	0.030 (2)	0.028 (2)	−0.0040 (16)	0.0037 (15)	−0.0001 (15)
C6	0.0269 (17)	0.0226 (18)	0.0269 (19)	−0.0018 (13)	0.0038 (13)	0.0011 (14)
C7	0.0261 (17)	0.0191 (17)	0.0267 (18)	0.0004 (13)	0.0015 (13)	0.0009 (13)
C8	0.0300 (18)	0.0231 (18)	0.0225 (18)	−0.0030 (13)	−0.0019 (13)	−0.0046 (13)
C9	0.0239 (16)	0.0234 (18)	0.0220 (17)	−0.0039 (13)	−0.0007 (13)	−0.0014 (13)
C10	0.0313 (19)	0.0235 (19)	0.032 (2)	0.0028 (14)	0.0031 (15)	−0.0008 (14)
C11	0.038 (2)	0.032 (2)	0.027 (2)	0.0069 (15)	0.0039 (15)	−0.0022 (15)
C12	0.038 (2)	0.032 (2)	0.0216 (18)	0.0032 (15)	−0.0007 (14)	−0.0005 (15)
N1	0.0303 (15)	0.0196 (14)	0.0218 (15)	−0.0021 (11)	−0.0024 (11)	−0.0004 (11)
N2	0.0447 (18)	0.0187 (15)	0.0247 (16)	−0.0034 (12)	0.0002 (13)	−0.0023 (11)
N3	0.0295 (15)	0.0227 (15)	0.0284 (16)	0.0003 (11)	−0.0092 (12)	−0.0007 (12)
O1	0.0521 (16)	0.0247 (14)	0.0333 (15)	0.0125 (11)	−0.0125 (12)	−0.0008 (10)

Zn1—O1i	1.987 (2)	C7—N1	1.333 (4)
Zn1—N1	2.023 (3)	C7—N2	1.352 (4)
Zn1—Br1	2.3569 (7)	C7—C9	1.457 (4)
Zn1—Br2	2.3960 (7)	C8—N3	1.343 (4)
C1—N2	1.371 (4)	C8—C9	1.383 (4)
C1—C2	1.388 (5)	C8—D2	0.9300
C1—C6	1.397 (4)	C9—C10	1.385 (4)
C2—C3	1.362 (5)	C10—C11	1.367 (5)
C2—H2B	0.9300	C10—H10A	0.9300
C3—C4	1.402 (5)	C11—C12	1.373 (5)
C3—H3A	0.9300	C11—H11A	0.9300
C4—C5	1.372 (5)	C12—N3	1.343 (4)
C4—H4A	0.9300	C12—D1	0.9300
C5—C6	1.389 (4)	N2—H2A	0.8600
C5—H5A	0.9300	N3—O1	1.339 (3)
C6—N1	1.397 (4)	O1—Zn1ii	1.987 (2)
O1i—Zn1—N1	102.35 (10)	N2—C7—C9	123.1 (3)
O1i—Zn1—Br1	108.47 (8)	N3—C8—C9	119.8 (3)
N1—Zn1—Br1	107.08 (8)	N3—C8—D2	120.1
O1i—Zn1—Br2	108.89 (8)	C9—C8—D2	120.1
N1—Zn1—Br2	115.04 (8)	C8—C9—C10	119.2 (3)
Br1—Zn1—Br2	114.22 (3)	C8—C9—C7	119.7 (3)
N2—C1—C2	132.1 (3)	C10—C9—C7	121.1 (3)
N2—C1—C6	105.4 (3)	C11—C10—C9	119.3 (3)
C2—C1—C6	122.5 (3)	C11—C10—H10A	120.3
C3—C2—C1	116.3 (3)	C9—C10—H10A	120.3
C3—C2—H2B	121.9	C10—C11—C12	120.1 (3)
C1—C2—H2B	121.9	C10—C11—H11A	120.0
C2—C3—C4	121.8 (3)	C12—C11—H11A	120.0
C2—C3—H3A	119.1	N3—C12—C11	119.9 (3)
C4—C3—H3A	119.1	N3—C12—D1	120.0
C5—C4—C3	122.1 (3)	C11—C12—D1	120.0
C5—C4—H4A	119.0	C7—N1—C6	105.8 (3)
C3—C4—H4A	119.0	C7—N1—Zn1	129.9 (2)
C4—C5—C6	116.7 (3)	C6—N1—Zn1	123.9 (2)
C4—C5—H5A	121.6	C7—N2—C1	108.7 (3)
C6—C5—H5A	121.6	C7—N2—H2A	125.6
C5—C6—N1	130.5 (3)	C1—N2—H2A	125.6
C5—C6—C1	120.6 (3)	O1—N3—C12	120.5 (3)
N1—C6—C1	108.9 (3)	O1—N3—C8	117.9 (3)
N1—C7—N2	111.1 (3)	C12—N3—C8	121.6 (3)
N1—C7—C9	125.8 (3)	N3—O1—Zn1ii	121.83 (19)