Dibromidobis(pyrazine-2-carboxamide-κN(4))zinc.

The title complex, [ZnBr(2)(C(5)H(5)N(3)O)(2)], shows crystallographic mirror symmetry with the Zn atom and the two bromine ligands located on the mirror plane. The Zn atom is four-coordinated in a distorted tetra-hedral fashion by two N atoms from two pyrazine-2-carboxamide ligands and two Br atoms. Only one of the amino H atoms is involved in an N-H⋯O hydrogen bond. The crystal packing is further stabilized by weak N-H⋯N and C-H⋯O inter-actions.

Related literature

For related structures, see: Abu-Youssef et al. (2006 ▶); Azhdari Tehrani et al. (2010 ▶); Goher & Mautner (2000 ▶); Kristiansson (2002 ▶); Mir Mohammad Sadegh et al. (2010 ▶); Munakata et al. (1997 ▶); Pacigova et al. (2008 ▶).

Experimental

Crystal data

[ZnBr2(C5H5N3O)2]

M = 471.43

Monoclinic,

a = 5.6042 (4) Å

b = 19.5147 (19) Å

c = 7.0656 (5) Å

β = 106.835 (5)°

V = 739.61 (10) Å3

Z = 2

Mo Kα radiation

μ = 7.08 mm−1

T = 298 K

0.25 × 0.24 × 0.20 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2007 ▶) T min = 0.205, T max = 0.250

3935 measured reflections

1495 independent reflections

1247 reflections with I > 2σ(I)

R int = 0.053

Refinement

R[F 2 > 2σ(F 2)] = 0.046

wR(F 2) = 0.111

S = 1.10

1495 reflections

100 parameters

H-atom parameters constrained

Δρmax = 0.77 e Å−3

Δρmin = −1.19 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: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812013335/bt5863sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812013335/bt5863Isup2.hkl

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

[ZnBr2(C5H5N3O)2]	F(000) = 456
Mr = 471.43	Dx = 2.117 Mg m−3
Monoclinic, P21/m	Mo Kα radiation, λ = 0.71073 Å
a = 5.6042 (4) Å	Cell parameters from 3935 reflections
b = 19.5147 (19) Å	θ = 3.0–26.0°
c = 7.0656 (5) Å	µ = 7.08 mm−1
β = 106.835 (5)°	T = 298 K
V = 739.61 (10) Å3	Block, colorless
Z = 2	0.25 × 0.24 × 0.20 mm

Bruker APEXII CCD area-detector diffractometer	1495 independent reflections
Radiation source: fine-focus sealed tube	1247 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.053
ω scans	θmax = 26.0°, θmin = 3.0°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −6→6
Tmin = 0.205, Tmax = 0.250	k = −21→24
3935 measured reflections	l = −8→8

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)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.111	H-atom parameters constrained
S = 1.10	w = 1/[σ2(Fo2) + (0.0663P)2] where P = (Fo2 + 2Fc2)/3
1495 reflections	(Δ/σ)max = 0.003
100 parameters	Δρmax = 0.77 e Å−3
0 restraints	Δρmin = −1.19 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
C1	0.5931 (9)	0.6363 (3)	1.0284 (7)	0.0268 (10)
H1	0.7306	0.6466	1.1350	0.032*
C2	0.3658 (9)	0.6512 (3)	0.7068 (8)	0.0322 (11)
H2	0.3429	0.6717	0.5839	0.039*
C3	0.1931 (10)	0.6034 (3)	0.7302 (8)	0.0360 (12)
H3	0.0550	0.5936	0.6237	0.043*
C4	0.4230 (9)	0.5883 (3)	1.0503 (7)	0.0264 (10)
C5	0.4616 (10)	0.5526 (3)	1.2446 (8)	0.0320 (11)
N1	0.5632 (7)	0.6684 (2)	0.8557 (6)	0.0256 (9)
N2	0.2205 (7)	0.5714 (2)	0.9018 (7)	0.0334 (10)
N3	0.2721 (10)	0.5171 (3)	1.2679 (8)	0.0532 (15)
H3B	0.2850	0.4963	1.3778	0.064*
H3C	0.1355	0.5147	1.1732	0.064*
O1	0.6621 (7)	0.5585 (2)	1.3724 (6)	0.0469 (11)
Zn1	0.79117 (14)	0.7500	0.82766 (12)	0.0244 (2)
Br1	0.79321 (15)	0.7500	0.49867 (12)	0.0392 (2)
Br2	1.13911 (12)	0.7500	1.10460 (11)	0.0351 (2)

	U11	U22	U33	U12	U13	U23
C1	0.025 (2)	0.029 (3)	0.023 (2)	−0.0022 (18)	0.0017 (19)	0.001 (2)
C2	0.035 (3)	0.035 (3)	0.023 (3)	−0.001 (2)	0.002 (2)	0.002 (2)
C3	0.033 (3)	0.043 (3)	0.026 (3)	−0.011 (2)	−0.001 (2)	0.003 (2)
C4	0.025 (2)	0.026 (2)	0.027 (3)	−0.0027 (19)	0.0062 (19)	0.001 (2)
C5	0.036 (3)	0.032 (3)	0.026 (3)	−0.009 (2)	0.006 (2)	0.001 (2)
N1	0.0247 (18)	0.028 (2)	0.024 (2)	−0.0028 (17)	0.0075 (16)	−0.0010 (17)
N2	0.027 (2)	0.037 (3)	0.033 (2)	−0.0069 (18)	0.0033 (18)	0.001 (2)
N3	0.044 (3)	0.074 (4)	0.034 (3)	−0.028 (3)	0.000 (2)	0.017 (3)
O1	0.043 (2)	0.055 (3)	0.032 (2)	−0.0183 (19)	−0.0068 (17)	0.0147 (19)
Zn1	0.0224 (4)	0.0275 (4)	0.0247 (4)	0.000	0.0088 (3)	0.000
Br1	0.0424 (4)	0.0536 (5)	0.0242 (4)	0.000	0.0138 (3)	0.000
Br2	0.0222 (4)	0.0511 (5)	0.0302 (4)	0.000	0.0049 (3)	0.000

C1—N1	1.338 (6)	C4—C5	1.499 (7)
C1—C4	1.377 (7)	C5—O1	1.226 (6)
C1—H1	0.9300	C5—N3	1.317 (7)
C2—N1	1.331 (7)	N1—Zn1	2.086 (4)
C2—C3	1.388 (8)	N3—H3B	0.8600
C2—H2	0.9300	N3—H3C	0.8600
C3—N2	1.333 (7)	Zn1—N1i	2.086 (4)
C3—H3	0.9300	Zn1—Br1	2.3278 (11)
C4—N2	1.345 (6)	Zn1—Br2	2.3283 (11)
N1—C1—C4	120.8 (5)	N3—C5—C4	116.8 (5)
N1—C1—H1	119.6	C2—N1—C1	117.3 (4)
C4—C1—H1	119.6	C2—N1—Zn1	120.6 (4)
N1—C2—C3	121.6 (5)	C1—N1—Zn1	121.7 (3)
N1—C2—H2	119.2	C3—N2—C4	116.3 (4)
C3—C2—H2	119.2	C5—N3—H3B	120.0
N2—C3—C2	121.6 (5)	C5—N3—H3C	120.0
N2—C3—H3	119.2	H3B—N3—H3C	120.0
C2—C3—H3	119.2	N1—Zn1—N1i	99.5 (2)
N2—C4—C1	122.4 (5)	N1—Zn1—Br1	105.96 (12)
N2—C4—C5	117.7 (4)	N1i—Zn1—Br1	105.96 (12)
C1—C4—C5	119.9 (4)	N1—Zn1—Br2	107.88 (12)
O1—C5—N3	123.9 (5)	N1i—Zn1—Br2	107.88 (12)
O1—C5—C4	119.3 (5)	Br1—Zn1—Br2	126.45 (4)
N1—C2—C3—N2	−1.7 (9)	C4—C1—N1—Zn1	172.0 (4)
N1—C1—C4—N2	−0.1 (8)	C2—C3—N2—C4	0.5 (8)
N1—C1—C4—C5	179.4 (5)	C1—C4—N2—C3	0.4 (8)
N2—C4—C5—O1	168.4 (5)	C5—C4—N2—C3	−179.2 (5)
C1—C4—C5—O1	−11.2 (8)	C2—N1—Zn1—N1i	75.8 (4)
N2—C4—C5—N3	−12.6 (8)	C1—N1—Zn1—N1i	−97.0 (4)
C1—C4—C5—N3	167.8 (5)	C2—N1—Zn1—Br1	−33.9 (4)
C3—C2—N1—C1	1.9 (8)	C1—N1—Zn1—Br1	153.3 (4)
C3—C2—N1—Zn1	−171.2 (4)	C2—N1—Zn1—Br2	−171.8 (4)
C4—C1—N1—C2	−1.0 (7)	C1—N1—Zn1—Br2	15.4 (4)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3B···O1ii	0.86	2.01	2.869 (7)	175
N3—H3C···N2	0.86	2.38	2.732 (7)	105
N3—H3C···N2iii	0.86	2.54	3.182 (7)	132
C3—H3···O1iv	0.93	2.49	3.414 (7)	172

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3B⋯O1i	0.86	2.01	2.869 (7)	175
N3—H3C⋯N2	0.86	2.38	2.732 (7)	105
N3—H3C⋯N2ii	0.86	2.54	3.182 (7)	132
C3—H3⋯O1iii	0.93	2.49	3.414 (7)	172

Symmetry codes: (i) ; (ii) ; (iii) .