catena-Poly[[(pyrazine-2-carboxamide-κN (4))copper(I)]-μ3-iodido].

In the title metal-organic polymeric complex, [CuI(C5H5N3O)] n , the asymmetric unit is composed of one monomer unit of the polymer and one Cu(I) atom linked to one iodide anion and one pyrazine-2-carboxamide mol-ecule. The Cu(I) atom is in a distorted tetra-hedral coordination completed by one pyrazine N atom of the pyrazine-2-carboxamide ligand and three iodide anions. The polymeric structure adopts a well-known ladder-like motif of {CuNI3} tetra-hedra running in the b-axis direction. The mol-ecules of the organic ligand are connected via medium-to-strong N-H⋯O and N-H⋯N hydrogen bonds and weak π-π inter-actions [the distance between two parallel planes of the rings is 3.5476 (14) Å and the centroid-centroid contact is 4.080 (2) Å]. The title compound has a relatively high decomposition temperature (564 K) as a result of relatively strong covalent and non-covalent inter-actions inside and between the chains.

Related literature

For other CuI coordination polymers, see: Peng et al. (2006 ▶, 2010 ▶); Feng et al. (2006 ▶); Wu et al. (2005 ▶); Rath & Holt (1985 ▶); Rath et al. (1986 ▶). For complexes of pyrazine-2-carboxamide with other transition metals and studies of their biological activity, see: Somoskovi et al. (2004 ▶); Singh & Seth (1975 ▶); Azizov et al. (1978 ▶). For other CuI complexes of pyrazine-2-carboxamide, see: Munakata et al. (1997 ▶); Goher & Mautner (1999 ▶, 2000 ▶, 2001 ▶). For a description of the Cambridge Structural Database, see: Allen (2002 ▶). For non-covalent inter­actions, see: Bernstein et al. (1995 ▶); Bondi (1964 ▶); Janiak (2000 ▶); Jia et al. (2009 ▶); Wells (1975 ▶). For the riding constraints used in the refinement, see: Cooper et al. (2010 ▶).

Experimental

Crystal data

[CuI(C5H5N3O)]

M = 313.56

Monoclinic,

a = 29.5408 (7) Å

b = 4.0795 (1) Å

c = 14.3164 (3) Å

β = 111.712 (3)°

V = 1602.89 (7) Å3

Z = 8

Mo Kα radiation

μ = 6.52 mm−1

T = 100 K

0.22 × 0.06 × 0.03 mm

Data collection

Agilent SuperNova diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012 ▶) T min = 0.562, T max = 1.000

11538 measured reflections

2135 independent reflections

1339 reflections with I > 2σ(I)

R int = 0.024

Refinement

R[F 2 > 2σ(F 2)] = 0.021

wR(F 2) = 0.042

S = 1.00

1556 reflections

100 parameters

H-atom parameters constrained

Δρmax = 0.96 e Å−3

Δρmin = −0.87 e Å−3

Data collection: CrysAlis PRO (Agilent, 2012 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; program(s) used to solve structure: SUPERFLIP (Palatinus & Chapuis, 2007 ▶); program(s) used to refine structure: CRYSTALS (Betteridge et al., 2003 ▶); molecular graphics: DIAMOND (Brandenburg, 1999 ▶), Mercury (Macrae et al., 2006 ▶) and ORTEP-3 for Windows (Farrugia, 2012 ▶); software used to prepare material for publication: CRYSTALS, PLATON (Spek, 2009 ▶) and publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablock(s) I. DOI: 10.1107/S1600536814013695/vn2084sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536814013695/vn2084Isup2.hkl

Click here for additional data file.

Supporting information file. DOI: 10.1107/S1600536814013695/vn2084Isup3.mol

CCDC reference: 885829

Additional supporting information: crystallographic information; 3D view; checkCIF report

[CuI(C5H5N3O)]	F(000) = 1168
Mr = 313.56	Dx = 2.599 Mg m−3
Monoclinic, C2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yc	Cell parameters from 6637 reflections
a = 29.5408 (7) Å	θ = 2–30°
b = 4.0795 (1) Å	µ = 6.52 mm−1
c = 14.3164 (3) Å	T = 100 K
β = 111.712 (3)°	Needle, red
V = 1602.89 (7) Å3	0.22 × 0.06 × 0.03 mm
Z = 8

Agilent SuperNova diffractometer	2135 independent reflections
Radiation source: SuperNova (Mo) X-ray Source	1339 reflections with I > 2σ(I)
Mirror monochromator	Rint = 0.024
Detector resolution: 10.3801 pixels mm-1	θmax = 29.2°, θmin = 2.9°
ω scans	h = −40→37
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2012)	k = −5→5
Tmin = 0.562, Tmax = 1.000	l = −19→14
11538 measured reflections

Refinement on F2	Primary atom site location: iterative
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.021	Hydrogen site location: difference Fourier map
wR(F2) = 0.042	H-atom parameters constrained
S = 1.00	Method = Modified Sheldrick w = 1/[σ2(F2) + 6.36P] where P = (max(Fo2,0) + 2Fc2)/3
1556 reflections	(Δ/σ)max = 0.001
100 parameters	Δρmax = 0.96 e Å−3
0 restraints	Δρmin = −0.87 e Å−3

Experimental. Absorption correction: CrysAlis PRO (Agilent, 2012) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

	x	y	z	Uiso*/Ueq
I1	0.220190 (8)	0.31394 (6)	0.101635 (17)	0.0111
Cu1	0.268365 (16)	0.80730 (12)	0.20718 (3)	0.0128
N1	0.33830 (11)	0.8564 (7)	0.2104 (2)	0.0107
C2	0.37134 (13)	1.0182 (9)	0.2869 (3)	0.0127
C1	0.41814 (13)	1.0748 (9)	0.2896 (3)	0.0111
N2	0.43237 (11)	0.9779 (7)	0.2156 (2)	0.0142
C4	0.39912 (14)	0.8216 (10)	0.1390 (3)	0.0156
C3	0.35231 (13)	0.7580 (8)	0.1366 (3)	0.0117
C5	0.45324 (13)	1.2545 (8)	0.3789 (3)	0.0123
O1	0.43762 (9)	1.3879 (7)	0.4387 (2)	0.0187
N3	0.49934 (11)	1.2586 (7)	0.3874 (2)	0.0171
H21	0.3625	1.0951	0.3397	0.0157*
H41	0.4076	0.7545	0.0853	0.0177*
H31	0.3305	0.6449	0.0825	0.0152*
H311	0.5204	1.3547	0.4365	0.0212*
H312	0.5094	1.1527	0.3464	0.0198*

	U11	U22	U33	U12	U13	U23
I1	0.01335 (12)	0.00921 (12)	0.00965 (12)	−0.00022 (11)	0.00295 (9)	−0.00083 (11)
Cu1	0.0102 (2)	0.0136 (2)	0.0134 (2)	−0.0017 (2)	0.00299 (18)	−0.0011 (2)
N1	0.0123 (16)	0.0075 (16)	0.0123 (16)	−0.0001 (13)	0.0044 (13)	0.0031 (13)
C2	0.0143 (19)	0.012 (2)	0.0126 (19)	0.0009 (16)	0.0056 (16)	0.0001 (16)
C1	0.0106 (18)	0.0130 (18)	0.0091 (18)	0.0028 (15)	0.0029 (15)	0.0056 (15)
N2	0.0131 (16)	0.0161 (18)	0.0129 (16)	−0.0003 (14)	0.0042 (14)	−0.0014 (14)
C4	0.018 (2)	0.0193 (19)	0.0108 (18)	0.0037 (18)	0.0071 (16)	0.0004 (18)
C3	0.0113 (18)	0.009 (2)	0.0102 (18)	−0.0003 (14)	−0.0013 (15)	0.0010 (14)
C5	0.0119 (19)	0.011 (2)	0.0125 (19)	−0.0009 (14)	0.0023 (15)	0.0004 (15)
O1	0.0128 (14)	0.0252 (17)	0.0194 (15)	−0.0049 (12)	0.0074 (12)	−0.0105 (12)
N3	0.0142 (17)	0.021 (2)	0.0162 (17)	−0.0036 (14)	0.0056 (14)	−0.0092 (14)

I1—Cu1i	2.6437 (5)	C1—N2	1.336 (5)
I1—Cu1ii	2.6310 (5)	C1—C5	1.505 (5)
I1—Cu1	2.6016 (5)	N2—C4	1.333 (5)
Cu1—N1	2.059 (3)	C4—C3	1.394 (5)
Cu1—Cu1ii	2.7974 (6)	C4—H41	0.933
Cu1—Cu1iii	2.7974 (6)	C3—H31	0.927
N1—C2	1.341 (5)	C5—O1	1.240 (4)
N1—C3	1.331 (5)	C5—N3	1.321 (5)
C2—C1	1.388 (5)	N3—H311	0.843
C2—H21	0.939	N3—H312	0.866
Cu1i—I1—Cu1ii	64.057 (14)	C2—N1—C3	116.8 (3)
Cu1i—I1—Cu1	102.106 (17)	N1—C2—C1	121.4 (3)
Cu1ii—I1—Cu1	64.633 (14)	N1—C2—H21	119.2
Cu1ii—Cu1—Cu1iii	93.63 (3)	C1—C2—H21	119.4
Cu1ii—Cu1—I1iv	127.34 (3)	C2—C1—N2	122.1 (3)
Cu1iii—Cu1—I1iv	57.750 (12)	C2—C1—C5	118.1 (3)
Cu1ii—Cu1—I1iii	58.193 (19)	N2—C1—C5	119.8 (3)
Cu1iii—Cu1—I1iii	57.174 (19)	C1—N2—C4	116.2 (3)
I1iv—Cu1—I1iii	114.921 (19)	N2—C4—C3	122.1 (3)
Cu1ii—Cu1—I1	58.193 (12)	N2—C4—H41	118.5
Cu1iii—Cu1—I1	126.95 (3)	C3—C4—H41	119.3
I1iv—Cu1—I1	102.106 (17)	C4—C3—N1	121.4 (3)
I1iii—Cu1—I1	116.38 (2)	C4—C3—H31	119.5
Cu1ii—Cu1—N1	127.58 (8)	N1—C3—H31	119.2
Cu1iii—Cu1—N1	117.90 (8)	C1—C5—O1	119.0 (3)
I1iv—Cu1—N1	105.07 (8)	C1—C5—N3	116.6 (3)
I1iii—Cu1—N1	103.54 (8)	O1—C5—N3	124.4 (3)
I1—Cu1—N1	114.64 (8)	C5—N3—H311	120.0
Cu1—N1—C2	119.1 (2)	C5—N3—H312	122.1
Cu1—N1—C3	123.9 (2)	H311—N3—H312	117.7

D—H···A	D—H	H···A	D···A	D—H···A
N3—H311···O1v	0.84	2.05	2.883 (5)	170 (1)
N3—H312···N2vi	0.87	2.32	3.124 (5)	154 (1)

Table 1

Selected bond lengths (Å)

I1—Cu1i	2.6437 (5)
I1—Cu1ii	2.6310 (5)
I1—Cu1	2.6016 (5)
Cu1—N1	2.059 (3)
Cu1—Cu1ii	2.7974 (6)

Symmetry codes: (i) ; (ii) .

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H311⋯O1iii	0.84	2.05	2.883 (5)	170 (1)
N3—H312⋯N2iv	0.87	2.32	3.124 (5)	154 (1)

Symmetry codes: (iii) ; (iv) .