Poly[[(2-amino-5-bromo­pyridine-κN)copper(I)]-μ₃-iodo]

In the crystal structure of the title compound, [CuI(C₅H₅BrN₂)]_n, the Cu and I atoms form Cu–I polymeric double chains in which each Cu atom is coordinated by three I atoms and one N atom of a 2-amino-5-bromo­pyridine ligand in a distorted tetra­hedral geometry. The chains are linked by N—H...N hydrogen bonds, forming layers parallel to the (001) plane.

Key indicators

• Single-crystal X-ray study
• T = 180 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.022
• wR factor = 0.052
• Data-to-parameter ratio = 21.7

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.17 Ratio

Alert level G
ABSTM02_ALERT_3_G  The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
            Tmin and Tmax reported:      0.057     0.154
            Tmin and Tmax expected:      0.032     0.106
            RR =      1.218
            Please check that your absorption correction is appropriate.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   1 ALERT level C = Check and explain
   1 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   0 ALERT type 2 Indicator that the structure model may be wrong or deficient
   1 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion
   0 ALERT type 5 Informative message, check

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Computing details

Data collection: CrysAlis CCD (Oxford Diffraction, 2006); cell refinement: CrysAlis RED (Oxford Diffraction, 2006); data reduction: CrysAlis RED; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: WinGX (Farrugia, 1999).

Poly[[(2-amino-5-bromopyridine-κN)copper(I)]-µ₃-iodo]

Crystal data

[CuI(C5H5BrN2)]	F(000) = 664
Mr = 363.46	Dx = 3.034 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4518 reflections
a = 8.7391 (5) Å	θ = 2.8–32.0°
b = 4.2118 (3) Å	µ = 11.57 mm^−1
c = 21.8958 (13) Å	T = 180 K
β = 99.135 (5)°	Block, colourless
V = 795.70 (9) Å^3	0.41 × 0.28 × 0.19 mm
Z = 4

Data collection

Oxford Diffraction XCALIBUR diffractometer	1979 independent reflections
Radiation source: fine-focus sealed tube	1819 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.017
Detector resolution: 8.2632 pixels mm^-1	θmax = 28.3°, θmin = 3.3°
ω and φ scans	h = −11→11
Absorption correction: analytical (Katayama, 1986)	k = −5→5
Tmin = 0.057, Tmax = 0.154	l = −29→25
6460 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.022	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.052	H-atom parameters constrained
S = 1.17	w = 1/[σ^2(Fo^2) + (0.0252P)^2 + 1.2505P] where P = (Fo^2 + 2Fc^2)/3
1979 reflections	(Δ/σ)max = 0.002
91 parameters	Δρmax = 0.74 e Å^−3
3 restraints	Δρmin = −1.00 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
I1	1.14463 (2)	0.34079 (4)	0.322517 (8)	0.01513 (7)
Br5	0.77913 (4)	0.36242 (8)	0.516325 (15)	0.02391 (9)
Cu1	0.95898 (5)	−0.16968 (10)	0.298857 (19)	0.02374 (10)
N2	0.6143 (3)	−0.4248 (6)	0.28835 (13)	0.0204 (5)
H22	0.6912	−0.5185	0.2709	0.024*
H21	0.5409	−0.5815	0.2839	0.024*
N1	0.7932 (3)	−0.1228 (6)	0.35400 (11)	0.0152 (5)
C4	0.5652 (4)	0.0445 (8)	0.42377 (14)	0.0196 (6)
H4	0.4872	0.1093	0.4468	0.024*
C5	0.7191 (4)	0.1392 (7)	0.44128 (13)	0.0165 (6)
C3	0.5298 (4)	−0.1437 (7)	0.37273 (15)	0.0190 (6)
H3	0.4263	−0.2139	0.3600	0.023*
C6	0.8268 (3)	0.0562 (7)	0.40544 (13)	0.0163 (6)
H6	0.9304	0.1278	0.4172	0.020*
C2	0.6472 (3)	−0.2329 (7)	0.33914 (13)	0.0144 (5)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
I1	0.01415 (10)	0.01521 (10)	0.01572 (10)	−0.00106 (7)	0.00138 (7)	−0.00303 (7)
Br5	0.02768 (18)	0.02789 (17)	0.01661 (16)	−0.00431 (13)	0.00489 (13)	−0.00394 (12)
Cu1	0.0164 (2)	0.0303 (2)	0.0248 (2)	0.00015 (15)	0.00419 (16)	−0.00734 (16)
N1	0.0123 (11)	0.0183 (12)	0.0143 (12)	0.0006 (9)	−0.0001 (9)	0.0011 (9)
N2	0.0198 (13)	0.0192 (12)	0.0210 (13)	−0.0060 (10)	−0.0006 (10)	−0.0035 (10)
C2	0.0147 (13)	0.0135 (12)	0.0140 (13)	−0.0014 (10)	−0.0009 (10)	0.0046 (10)
C3	0.0146 (14)	0.0230 (15)	0.0189 (15)	−0.0040 (11)	0.0016 (11)	0.0046 (11)
C4	0.0159 (14)	0.0248 (15)	0.0190 (15)	0.0008 (12)	0.0055 (11)	0.0040 (12)
C5	0.0190 (15)	0.0186 (13)	0.0122 (13)	−0.0013 (11)	0.0033 (11)	0.0022 (11)
C6	0.0126 (13)	0.0210 (13)	0.0147 (13)	−0.0032 (11)	0.0002 (10)	0.0020 (11)

Geometric parameters (Å, º)

I1—Cu1^i	2.6239 (5)	N1—C2	1.347 (4)
I1—Cu1^ii	2.6684 (5)	N1—C6	1.348 (4)
I1—Cu1	2.6937 (5)	C4—C3	1.365 (4)
Br5—C5	1.894 (3)	C4—C5	1.397 (4)
Cu1—N1	2.038 (3)	C4—H4	0.9500
Cu1—I1^iii	2.6239 (5)	C5—C6	1.363 (4)
Cu1—I1^iv	2.6684 (5)	C3—C2	1.406 (4)
N2—C2	1.368 (4)	C3—H3	0.9500
N2—H22	0.9140	C6—H6	0.9500
N2—H21	0.9147
Cu1^i—I1—Cu1^ii	73.438 (13)	C3—C4—C5	118.3 (3)
Cu1^i—I1—Cu1	104.748 (16)	C3—C4—H4	120.9
Cu1^ii—I1—Cu1	72.332 (13)	C5—C4—H4	120.9
N1—Cu1—I1^iii	115.76 (7)	C6—C5—C4	119.4 (3)
N1—Cu1—I1^iv	115.33 (7)	C6—C5—Br5	120.4 (2)
I1^iii—Cu1—I1^iv	108.121 (15)	C4—C5—Br5	120.1 (2)
N1—Cu1—I1	105.79 (7)	C4—C3—C2	119.6 (3)
I1^iii—Cu1—I1	104.748 (16)	C4—C3—H3	120.2
I1^iv—Cu1—I1	106.088 (16)	C2—C3—H3	120.2
C2—N2—H22	121.4	N1—C6—C5	123.0 (3)
C2—N2—H21	124.5	N1—C6—H6	118.5
H22—N2—H21	101.2	C5—C6—H6	118.5
C2—N1—C6	117.8 (3)	N1—C2—N2	118.0 (3)
C2—N1—Cu1	123.9 (2)	N1—C2—C3	121.6 (3)
C6—N1—Cu1	117.9 (2)	N2—C2—C3	120.4 (3)

Symmetry codes: (i) x, y+1, z; (ii) −x+2, y+1/2, −z+1/2; (iii) x, y−1, z; (iv) −x+2, y−1/2, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H21···N2^v	0.91	2.40	3.191 (4)	145

Symmetry code: (v) −x+1, y−1/2, −z+1/2.