catena-Poly[[(pyrazino[2,3-f][1,10]phenanthroline)copper(I)]-μ₂-chloro]

In the title compound, [CuCl(C₁₄H₈N₄)]_n, the central Cu^I ion displays a distorted tetra­hedral geometry, coordinated by two Cl⁻ ions and two N atoms from a bidentate pyrazino[2,3-f][1,10]phenanthroline (PyPhen) ligand. Each Cl⁻ ion bridges two Cu^I atoms, forming a zigzag chain structure. Cu and Cl have site symmetry 2; the complete PyPhen molecule is generated by twofold symmetry.

Key indicators

• Single-crystal X-ray study
• T = 292 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.039
• wR factor = 0.103
• Data-to-parameter ratio = 14.8

checkCIF/PLATON results

No syntax errors found



Alert level C
PLAT480_ALERT_4_C Long H...A H-Bond Reported H2     ..  CL1     ..       2.87 Ang.

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
   1 ALERT level C = Check and explain
   0 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
   0 ALERT type 3 Indicator that the structure quality may be low
   1 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: PROCESS-AUTO (Rigaku, 1998); cell refinement: PROCESS-AUTO; data reduction: PROCESS-AUTO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-Plus (Sheldrick, 1990); software used to prepare material for publication: SHELXL97.

catena-Poly[[(pyrazino[2,3-f][1,10]phenanthroline)copper(I)]-µ₂-chloro]

Crystal data

[CuCl(C14H8N4)]	F(000) = 332
Mr = 331.23	Dx = 1.854 Mg m^−3
Monoclinic, P2/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yc	Cell parameters from 4292 reflections
a = 3.7354 (7) Å	θ = 3.0–27.5°
b = 12.099 (2) Å	µ = 2.06 mm^−1
c = 13.129 (3) Å	T = 292 K
β = 91.33 (3)°	Slab, orange
V = 593.2 (2) Å^3	0.31 × 0.28 × 0.19 mm
Z = 2

Data collection

Rigaku R-AXIS RAPID diffractometer	1358 independent reflections
Radiation source: rotor target	1067 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.042
Detector resolution: 10.0 pixels mm^-1	θmax = 27.5°, θmin = 3.1°
ω' scans	h = −4→4
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −15→15
Tmin = 0.539, Tmax = 0.679	l = −16→16
5650 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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.103	H-atom parameters constrained
S = 1.08	w = 1/[σ^2(Fo^2) + (0.0449P)^2 + 0.4657P] where P = (Fo^2 + 2Fc^2)/3
1358 reflections	(Δ/σ)max < 0.001
92 parameters	Δρmax = 0.34 e Å^−3
0 restraints	Δρmin = −0.40 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
C1	0.7365 (8)	0.1325 (3)	0.0598 (3)	0.0424 (7)
H1	0.7676	0.0644	0.0282	0.051*
C2	0.8249 (8)	0.2265 (3)	0.0066 (2)	0.0422 (7)
H2	0.9142	0.2212	−0.0588	0.051*
C3	0.7795 (8)	0.3280 (3)	0.0512 (2)	0.0381 (7)
H3	0.8372	0.3924	0.0166	0.046*
C4	0.5666 (7)	0.2332 (2)	0.1981 (2)	0.0282 (6)
C5	0.6445 (7)	0.3327 (2)	0.1497 (2)	0.0294 (6)
C6	0.5737 (7)	0.4367 (2)	0.2015 (2)	0.0298 (6)
C7	0.5758 (9)	0.6230 (2)	0.2022 (2)	0.0436 (8)
H7	0.6251	0.6905	0.1717	0.052*
Cl1	1.0000	−0.11078 (8)	0.2500	0.0414 (3)
Cu1	0.5000	0.00034 (4)	0.2500	0.0478 (2)
N1	0.6094 (6)	0.13338 (19)	0.15357 (19)	0.0349 (6)
N2	0.6522 (7)	0.5321 (2)	0.1532 (2)	0.0401 (6)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0411 (16)	0.0419 (17)	0.0446 (19)	0.0041 (14)	0.0087 (14)	−0.0138 (14)
C2	0.0391 (16)	0.0556 (19)	0.0320 (17)	0.0024 (15)	0.0071 (13)	−0.0034 (14)
C3	0.0375 (16)	0.0448 (16)	0.0322 (16)	−0.0036 (14)	0.0053 (12)	0.0047 (13)
C4	0.0244 (12)	0.0282 (13)	0.0321 (15)	0.0001 (11)	0.0008 (10)	−0.0006 (11)
C5	0.0278 (13)	0.0324 (13)	0.0279 (15)	−0.0018 (11)	−0.0023 (11)	0.0005 (11)
C6	0.0270 (13)	0.0280 (13)	0.0341 (15)	−0.0021 (11)	−0.0041 (11)	0.0029 (11)
C7	0.0502 (19)	0.0293 (15)	0.0509 (19)	−0.0070 (14)	−0.0091 (15)	0.0077 (13)
Cl1	0.0356 (5)	0.0266 (5)	0.0624 (7)	0.000	0.0080 (5)	0.000
Cu1	0.0482 (4)	0.0283 (3)	0.0672 (4)	0.000	0.0107 (3)	0.000
N1	0.0345 (12)	0.0319 (12)	0.0385 (14)	0.0014 (10)	0.0061 (10)	−0.0058 (10)
N2	0.0444 (15)	0.0338 (12)	0.0417 (15)	−0.0065 (11)	−0.0037 (12)	0.0074 (11)

Geometric parameters (Å, º)

C1—N1	1.330 (4)	C6—N2	1.353 (4)
C1—C2	1.379 (5)	C6—C6^i	1.400 (6)
C1—H1	0.9300	C7—N2	1.309 (4)
C2—C3	1.373 (4)	C7—C7^i	1.390 (7)
C2—H2	0.9300	C7—H7	0.9300
C3—C5	1.400 (4)	Cl1—Cu1^ii	2.3013 (7)
C3—H3	0.9300	Cl1—Cu1	2.3013 (7)
C4—N1	1.353 (3)	Cu1—N1^i	2.094 (2)
C4—C5	1.396 (4)	Cu1—N1	2.094 (2)
C4—C4^i	1.461 (5)	Cu1—Cl1^iii	2.3013 (7)
C5—C6	1.457 (4)
N1—C1—C2	123.8 (3)	N2—C6—C5	118.3 (3)
N1—C1—H1	118.1	C6^i—C6—C5	120.27 (15)
C2—C1—H1	118.1	N2—C7—C7^i	122.84 (18)
C3—C2—C1	119.2 (3)	N2—C7—H7	118.6
C3—C2—H2	120.4	C7^i—C7—H7	118.6
C1—C2—H2	120.4	Cu1^ii—Cl1—Cu1	108.50 (5)
C2—C3—C5	118.8 (3)	N1^i—Cu1—N1	79.52 (13)
C2—C3—H3	120.6	N1^i—Cu1—Cl1^iii	106.22 (7)
C5—C3—H3	120.6	N1—Cu1—Cl1^iii	128.23 (7)
N1—C4—C5	123.0 (2)	N1^i—Cu1—Cl1	128.23 (7)
N1—C4—C4^i	116.71 (16)	N1—Cu1—Cl1	106.22 (7)
C5—C4—C4^i	120.27 (16)	Cl1^iii—Cu1—Cl1	108.50 (5)
C4—C5—C3	118.0 (3)	C1—N1—C4	117.1 (3)
C4—C5—C6	119.4 (2)	C1—N1—Cu1	129.2 (2)
C3—C5—C6	122.6 (3)	C4—N1—Cu1	113.45 (19)
N2—C6—C6^i	121.38 (17)	C7—N2—C6	115.8 (3)

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

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C2—H2···Cl1^iv	0.93	2.87	3.720 (4)	153

Symmetry code: (iv) −x+2, −y, −z.