Bis(2-amino-pyrimidine-κN)dibromidozinc(II).

The title compound, [ZnBr(2)(C(4)H(5)N(3))(2)], is a mononuclear complex in which the Zn(II) ions have distorted tetra-hedral coordination geometry. The Zn(II) ion binds to two N atoms from two different 2-amino-pyrimidine ligands and two bromide ions. N-H⋯N hydrogen bonds link the mol-ecules to form a one-dimensional supra-molecular structure. The supra-molecular chains are parallel to each other and N-H⋯Br hydrogen bonds link them into a two-dimensional network in the ac plane. Additionally, there are strong π-π inter-actions [centroid-centroid distance = 3.403 (3) Å].

Related literature

For related literature, see: Bourne et al. (2001 ▶); Etter et al. (1990 ▶); Lin & Zeng (2007 ▶); Pon et al. (1997 ▶).

Experimental

Crystal data

[ZnBr2(C4H5N3)2]

M = 415.41

Triclinic,

a = 6.7912 (11) Å

b = 7.2197 (12) Å

c = 15.512 (3) Å

α = 81.060 (3)°

β = 83.823 (3)°

γ = 63.132 (2)°

V = 669.61 (19) Å3

Z = 2

Mo Kα radiation

μ = 7.79 mm−1

T = 292 (2) K

0.20 × 0.16 × 0.14 mm

Data collection

Siemens SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.305, T max = 0.408 (expected range = 0.251–0.336)

5351 measured reflections

2342 independent reflections

1878 reflections with I > 2σ(I)

R int = 0.073

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.110

S = 1.02

2342 reflections

156 parameters

H-atom parameters constrained

Δρmax = 0.80 e Å−3

Δρmin = −0.69 e Å−3

Data collection: SMART (Siemens, 1996 ▶); cell refinement: SAINT (Siemens, 1996 ▶); 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 datablocks global, I. DOI: 10.1107/S1600536808006466/rn2036sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808006466/rn2036Isup2.hkl

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

[ZnBr2(C4H5N3)2]	Z = 2
Mr = 415.41	F000 = 400
Triclinic, P1	Dx = 2.060 Mg m−3
Hall symbol: -P 1	Mo Kα radiation λ = 0.71073 Å
a = 6.7912 (11) Å	Cell parameters from 2800 reflections
b = 7.2197 (12) Å	θ = 2.1–28.7º
c = 15.512 (3) Å	µ = 7.79 mm−1
α = 81.060 (3)º	T = 292 (2) K
β = 83.823 (3)º	Block, white
γ = 63.132 (2)º	0.20 × 0.16 × 0.14 mm
V = 669.61 (19) Å3

Siemens SMART CCD area-detector diffractometer	2342 independent reflections
Radiation source: fine-focus sealed tube	1878 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.074
T = 292(2) K	θmax = 25.0º
φ and ω scans	θmin = 2.7º
Absorption correction: multi-scan(SADABS; Sheldrick, 1996)	h = −8→7
Tmin = 0.305, Tmax = 0.409	k = −8→8
5351 measured reflections	l = −18→18

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)] = 0.041	H-atom parameters constrained
wR(F2) = 0.110	w = 1/[σ2(Fo2) + (0.0639P)2] where P = (Fo2 + 2Fc2)/3
S = 1.02	(Δ/σ)max < 0.001
2342 reflections	Δρmax = 0.80 e Å−3
156 parameters	Δρmin = −0.68 e Å−3
Primary atom site location: structure-invariant direct methods	Extinction correction: none

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
Br1	0.19184 (13)	0.75744 (9)	0.20800 (4)	0.0660 (2)
Br2	0.57558 (9)	0.19239 (9)	0.31136 (4)	0.0528 (2)
C1	0.2693 (11)	0.1954 (8)	0.0989 (3)	0.0472 (14)
C2	−0.0153 (14)	0.2437 (10)	0.0194 (4)	0.0631 (18)
H2	−0.0664	0.2230	−0.0298	0.076*
C3	−0.1718 (12)	0.3635 (10)	0.0799 (4)	0.0613 (17)
H3	−0.3231	0.4171	0.0737	0.074*
C4	−0.0852 (11)	0.3955 (9)	0.1486 (4)	0.0527 (15)
H4	−0.1815	0.4767	0.1901	0.063*
C5	−0.0098 (7)	0.2696 (8)	0.4074 (3)	0.0322 (10)
C6	−0.2637 (9)	0.4775 (9)	0.5028 (3)	0.0470 (14)
H6	−0.3439	0.4925	0.5559	0.056*
C7	−0.2909 (8)	0.6530 (9)	0.4488 (4)	0.0481 (14)
H7	−0.3932	0.7848	0.4622	0.058*
C8	−0.1607 (8)	0.6272 (8)	0.3737 (3)	0.0452 (13)
H8	−0.1738	0.7449	0.3357	0.054*
N1	0.1338 (8)	0.3141 (7)	0.1588 (2)	0.0412 (10)
N2	0.1963 (11)	0.1600 (8)	0.0279 (3)	0.0594 (14)
N3	0.4858 (9)	0.1121 (9)	0.1065 (3)	0.0674 (16)
H3A	0.5101	0.1135	0.1524	0.101*
H3B	0.5506	0.1597	0.0607	0.101*
N4	−0.0134 (6)	0.4360 (6)	0.3530 (2)	0.0356 (9)
N5	−0.1293 (7)	0.2848 (7)	0.4844 (3)	0.0414 (10)
N6	0.1223 (8)	0.0761 (7)	0.3887 (3)	0.0477 (11)
H6A	0.1646	0.0802	0.3421	0.071*
H6B	0.0449	0.0026	0.3950	0.071*
Zn1	0.22458 (9)	0.41974 (8)	0.25651 (3)	0.0358 (2)

	U11	U22	U33	U12	U13	U23
Br1	0.1151 (6)	0.0446 (4)	0.0495 (4)	−0.0468 (4)	0.0003 (3)	−0.0032 (3)
Br2	0.0431 (4)	0.0522 (4)	0.0541 (4)	−0.0125 (3)	0.0026 (3)	−0.0125 (3)
C1	0.082 (5)	0.042 (3)	0.033 (3)	−0.042 (3)	0.011 (3)	−0.011 (2)
C2	0.115 (6)	0.062 (4)	0.037 (3)	−0.061 (4)	−0.013 (3)	0.002 (3)
C3	0.086 (5)	0.067 (4)	0.051 (4)	−0.051 (4)	−0.017 (3)	0.005 (3)
C4	0.081 (5)	0.050 (3)	0.040 (3)	−0.040 (3)	−0.002 (3)	−0.005 (3)
C5	0.027 (2)	0.041 (3)	0.027 (2)	−0.014 (2)	0.0021 (18)	−0.007 (2)
C6	0.042 (3)	0.068 (4)	0.038 (3)	−0.028 (3)	0.009 (2)	−0.024 (3)
C7	0.032 (3)	0.050 (3)	0.058 (3)	−0.010 (3)	0.009 (2)	−0.024 (3)
C8	0.041 (3)	0.037 (3)	0.045 (3)	−0.006 (2)	0.001 (2)	−0.007 (2)
N1	0.063 (3)	0.049 (3)	0.027 (2)	−0.037 (2)	0.0078 (19)	−0.0118 (19)
N2	0.109 (5)	0.058 (3)	0.036 (3)	−0.056 (3)	0.004 (3)	−0.015 (2)
N3	0.081 (4)	0.090 (4)	0.049 (3)	−0.049 (3)	0.023 (3)	−0.041 (3)
N4	0.036 (2)	0.038 (2)	0.030 (2)	−0.0123 (18)	0.0025 (16)	−0.0095 (18)
N5	0.040 (2)	0.056 (3)	0.030 (2)	−0.023 (2)	0.0061 (18)	−0.011 (2)
N6	0.056 (3)	0.044 (3)	0.042 (3)	−0.022 (2)	0.014 (2)	−0.011 (2)
Zn1	0.0478 (4)	0.0332 (3)	0.0277 (3)	−0.0190 (3)	0.0045 (2)	−0.0081 (2)

Br1—Zn1	2.3528 (9)	C5—N5	1.360 (6)
Br2—Zn1	2.3593 (8)	C6—N5	1.330 (7)
C1—N3	1.324 (8)	C6—C7	1.354 (8)
C1—N1	1.340 (7)	C6—H6	0.9300
C1—N2	1.358 (7)	C7—C8	1.368 (8)
C2—N2	1.295 (9)	C7—H7	0.9300
C2—C3	1.401 (10)	C8—N4	1.353 (6)
C2—H2	0.9300	C8—H8	0.9300
C3—C4	1.368 (8)	N1—Zn1	2.060 (4)
C3—H3	0.9300	N3—H3A	0.7500
C4—N1	1.347 (8)	N3—H3B	0.9006
C4—H4	0.9300	N4—Zn1	2.056 (4)
C5—N6	1.333 (6)	N6—H6A	0.7500
C5—N4	1.348 (6)	N6—H6B	0.8901
N3—C1—N1	119.5 (5)	N4—C8—H8	119.0
N3—C1—N2	117.2 (5)	C7—C8—H8	119.0
N1—C1—N2	123.2 (6)	C1—N1—C4	117.6 (5)
N2—C2—C3	124.1 (6)	C1—N1—Zn1	126.4 (4)
N2—C2—H2	118.0	C4—N1—Zn1	115.4 (3)
C3—C2—H2	118.0	C2—N2—C1	117.5 (6)
C4—C3—C2	114.9 (7)	C1—N3—H3A	109.5
C4—C3—H3	122.5	C1—N3—H3B	111.2
C2—C3—H3	122.5	H3A—N3—H3B	120.6
N1—C4—C3	122.7 (6)	C5—N4—C8	116.8 (4)
N1—C4—H4	118.6	C5—N4—Zn1	124.1 (3)
C3—C4—H4	118.6	C8—N4—Zn1	118.1 (4)
N6—C5—N4	120.2 (4)	C6—N5—C5	116.2 (5)
N6—C5—N5	116.0 (5)	C5—N6—H6A	109.5
N4—C5—N5	123.8 (4)	C5—N6—H6B	109.0
N5—C6—C7	123.9 (5)	H6A—N6—H6B	108.2
N5—C6—H6	118.0	N4—Zn1—N1	101.97 (16)
C7—C6—H6	118.0	N4—Zn1—Br1	109.63 (11)
C6—C7—C8	116.9 (5)	N1—Zn1—Br1	109.06 (12)
C6—C7—H7	121.6	N4—Zn1—Br2	108.97 (11)
C8—C7—H7	121.6	N1—Zn1—Br2	114.70 (13)
N4—C8—C7	122.1 (5)	Br1—Zn1—Br2	112.00 (3)
N2—C2—C3—C4	2.8 (9)	C7—C8—N4—C5	3.9 (7)
C2—C3—C4—N1	−1.5 (9)	C7—C8—N4—Zn1	−164.7 (4)
N5—C6—C7—C8	−4.1 (8)	C7—C6—N5—C5	2.0 (7)
C6—C7—C8—N4	1.0 (8)	N6—C5—N5—C6	−179.1 (4)
N3—C1—N1—C4	−179.8 (5)	N4—C5—N5—C6	3.5 (7)
N2—C1—N1—C4	2.2 (8)	C5—N4—Zn1—N1	79.9 (4)
N3—C1—N1—Zn1	9.2 (7)	C8—N4—Zn1—N1	−112.3 (4)
N2—C1—N1—Zn1	−168.8 (4)	C5—N4—Zn1—Br1	−164.6 (3)
C3—C4—N1—C1	−0.8 (8)	C8—N4—Zn1—Br1	3.2 (4)
C3—C4—N1—Zn1	171.2 (5)	C5—N4—Zn1—Br2	−41.7 (4)
C3—C2—N2—C1	−1.5 (9)	C8—N4—Zn1—Br2	126.0 (3)
N3—C1—N2—C2	−179.1 (5)	C1—N1—Zn1—N4	−149.6 (4)
N1—C1—N2—C2	−1.1 (8)	C4—N1—Zn1—N4	39.2 (4)
N6—C5—N4—C8	176.3 (4)	C1—N1—Zn1—Br1	94.5 (4)
N5—C5—N4—C8	−6.3 (7)	C4—N1—Zn1—Br1	−76.7 (4)
N6—C5—N4—Zn1	−15.8 (6)	C1—N1—Zn1—Br2	−32.1 (5)
N5—C5—N4—Zn1	161.6 (3)	C4—N1—Zn1—Br2	156.8 (3)

D—H···A	D—H	H···A	D···A	D—H···A
C8—H8···Br2i	0.93	2.87	3.651 (5)	142
N6—H6B···N5ii	0.89	2.47	2.996 (6)	119
N3—H3A···Br2	0.75	2.74	3.480 (5)	170

Table 1

Selected bond lengths (Å)

Br1—Zn1	2.3528 (9)
Br2—Zn1	2.3593 (8)
N1—Zn1	2.060 (4)
N4—Zn1	2.056 (4)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
C8—H8⋯Br2i	0.93	2.87	3.651 (5)	142
N6—H6B⋯N5ii	0.89	2.47	2.996 (6)	119
N3—H3A⋯Br2	0.75	2.74	3.480 (5)	170

Symmetry codes: (i) ; (ii) .