catena-Poly­[[(2-hexyl-2H-tetrazole-κN⁴)copper(II)]-di-μ-chloro]

In the title polymeric complex, [CuCl₂(C₇H₁₄N₄)]_n, the Cu coordination polyhedron adopts the form of a distorted square pyramid. Basal sites of the pyramid are occupied by three Cl atoms [Cu—Cl = 2.2519 (7), 2.2842 (7) and 2.3114 (7) Å] and by the N atom of the 2-hexyl-2H-tetrazole ligand [Cu—N = 2.0068 (17) Å]. A Cl atom lies in the apical position, 2.6091 (6) Å from the Cu atom. Neighbouring polyhedra are linked by sharing their edges with Cl atoms to form polymeric chains running along the a axis. The CH₃CH₂– group at the end of the hexyl chain is positionally disordered.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.006 Å
• R factor = 0.033
• wR factor = 0.095
• Data-to-parameter ratio = 24.9

checkCIF/PLATON results

No syntax errors found



Alert level B
PLAT241_ALERT_2_B Check High      Ueq as Compared to Neighbors for         C9
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for       C10A
PLAT242_ALERT_2_B Check Low       Ueq as Compared to Neighbors for       C10B

Alert level C
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.99 Ratio
PLAT222_ALERT_3_C Large Non-Solvent    H     Ueq(max)/Ueq(min) ...       3.73 Ratio
PLAT241_ALERT_2_C Check High      Ueq as Compared to Neighbors for         N1
PLAT242_ALERT_2_C Check Low       Ueq as Compared to Neighbors for         C7
PLAT301_ALERT_3_C Main Residue  Disorder .........................      12.00 Perc.
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.11 Ratio

   0 ALERT level A = In general: serious problem
   3 ALERT level B = Potentially serious problem
   6 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
   6 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 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: R3m Software (Nicolet, 1980); cell refinement: R3m Software; data reduction: R3m Software; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997) and PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97.

catena-Poly[[(2-hexyl-2H-tetrazole-κN⁴)copper(II)]-di-µ-chloro]

Crystal data

[CuCl2(C7H14N4)]	F(000) = 588
Mr = 288.66	Dx = 1.551 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 5.9958 (13) Å	θ = 15.5–20.0°
b = 15.891 (3) Å	µ = 2.17 mm^−1
c = 13.085 (3) Å	T = 293 K
β = 97.49 (2)°	Prism, dark green
V = 1236.1 (5) Å^3	0.50 × 0.38 × 0.22 mm
Z = 4

Data collection

Nicolet R3m four-circle diffractometer	2979 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.014
Graphite monochromator	θmax = 30.1°, θmin = 2.0°
ω/2θ scans	h = 0→8
Absorption correction: ψ scan (North et al., 1968)	k = 0→22
Tmin = 0.394, Tmax = 0.621	l = −18→18
4072 measured reflections	3 standard reflections every 100 reflections
3639 independent reflections	intensity decay: none

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.095	H-atom parameters constrained
S = 1.05	w = 1/[σ^2(Fo^2) + (0.0545P)^2 + 0.229P] where P = (Fo^2 + 2Fc^2)/3
3639 reflections	(Δ/σ)max < 0.001
146 parameters	Δρmax = 0.30 e Å^−3
20 restraints	Δρmin = −0.74 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	Occ. (<1)
Cu1	0.76217 (3)	0.044398 (13)	0.030530 (17)	0.04229 (9)
Cl1	0.44828 (8)	0.09494 (3)	−0.06247 (4)	0.05115 (12)
Cl2	1.09158 (8)	−0.00491 (3)	0.11722 (4)	0.04929 (12)
N1	0.5838 (5)	0.19677 (18)	0.2654 (2)	0.0921 (8)
N2	0.7980 (4)	0.21071 (12)	0.26275 (17)	0.0681 (5)
N3	0.8879 (4)	0.16618 (12)	0.19521 (16)	0.0616 (5)
N4	0.7206 (3)	0.12066 (11)	0.14882 (14)	0.0529 (4)
C5	0.5397 (5)	0.14017 (19)	0.1916 (2)	0.0809 (9)
H5	0.3983	0.1169	0.1721	0.097*
C6	0.9282 (7)	0.27235 (19)	0.3307 (2)	0.0924 (10)
H6A	1.0740	0.2803	0.3076	0.111*
H6B	0.8503	0.3260	0.3252	0.111*
C7	0.9607 (6)	0.2456 (2)	0.4393 (2)	0.0858 (9)
H7A	0.8145	0.2338	0.4603	0.103*
H7B	1.0262	0.2920	0.4811	0.103*
C8	1.1063 (10)	0.1702 (3)	0.4614 (4)	0.1379 (19)
H8A	1.0369	0.1231	0.4222	0.165*
H8B	1.2499	0.1809	0.4372	0.165*
C9	1.1475 (16)	0.1461 (4)	0.5700 (6)	0.206 (4)
H9A	1.0014	0.1486	0.5941	0.248*	0.583 (14)
H9B	1.2342	0.1921	0.6039	0.248*	0.583 (14)
H9C	1.0192	0.1180	0.5929	0.248*	0.417 (14)
H9D	1.1922	0.1936	0.6146	0.248*	0.417 (14)
C10A	1.260 (2)	0.0645 (8)	0.6191 (10)	0.157 (4)	0.583 (14)
H10A	1.2174	0.0550	0.6871	0.188*	0.583 (14)
H10B	1.2170	0.0159	0.5762	0.188*	0.583 (14)
C11A	1.506 (2)	0.0810 (12)	0.6250 (12)	0.186 (6)	0.583 (14)
H11A	1.5472	0.0840	0.5566	0.280*	0.583 (14)
H11B	1.5879	0.0363	0.6622	0.280*	0.583 (14)
H11C	1.5414	0.1334	0.6599	0.280*	0.583 (14)
C10B	1.349 (4)	0.0839 (14)	0.5606 (13)	0.188 (8)	0.417 (14)
H10C	1.3097	0.0424	0.5068	0.225*	0.417 (14)
H10D	1.4831	0.1138	0.5475	0.225*	0.417 (14)
C11B	1.377 (5)	0.0446 (19)	0.6650 (18)	0.241 (14)	0.417 (14)
H11D	1.4128	0.0873	0.7163	0.362*	0.417 (14)
H11E	1.4970	0.0041	0.6696	0.362*	0.417 (14)
H11F	1.2400	0.0170	0.6762	0.362*	0.417 (14)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.03549 (13)	0.04172 (13)	0.04983 (14)	0.00026 (8)	0.00617 (9)	−0.00647 (9)
Cl1	0.0397 (2)	0.0453 (2)	0.0679 (3)	0.00233 (17)	0.00505 (19)	0.0060 (2)
Cl2	0.0391 (2)	0.0602 (3)	0.0483 (2)	0.00368 (18)	0.00475 (17)	−0.00540 (19)
N1	0.0815 (16)	0.0954 (18)	0.1043 (19)	−0.0048 (13)	0.0305 (14)	−0.0518 (15)
N2	0.0819 (14)	0.0549 (10)	0.0689 (12)	−0.0110 (10)	0.0146 (11)	−0.0232 (9)
N3	0.0666 (11)	0.0570 (10)	0.0626 (11)	−0.0137 (9)	0.0140 (9)	−0.0197 (9)
N4	0.0500 (9)	0.0487 (9)	0.0607 (10)	−0.0031 (7)	0.0098 (7)	−0.0161 (8)
C5	0.0576 (13)	0.0893 (18)	0.099 (2)	−0.0070 (13)	0.0223 (13)	−0.0458 (17)
C6	0.129 (3)	0.0713 (17)	0.0792 (19)	−0.0353 (18)	0.0218 (18)	−0.0361 (15)
C7	0.091 (2)	0.0845 (19)	0.0810 (19)	−0.0106 (16)	0.0072 (16)	−0.0270 (16)
C8	0.138 (4)	0.121 (3)	0.146 (4)	0.018 (3)	−0.013 (3)	−0.050 (3)
C9	0.238 (8)	0.164 (6)	0.185 (6)	0.054 (6)	−0.094 (6)	−0.016 (5)
C10A	0.179 (9)	0.195 (9)	0.091 (7)	0.038 (8)	0.000 (6)	0.023 (7)
C11A	0.168 (8)	0.222 (16)	0.155 (13)	0.019 (10)	−0.034 (9)	−0.019 (12)
C10B	0.220 (19)	0.231 (18)	0.103 (10)	0.062 (14)	−0.010 (12)	0.003 (11)
C11B	0.25 (3)	0.28 (3)	0.184 (18)	0.07 (2)	−0.02 (2)	0.095 (17)

Geometric parameters (Å, º)

Cu1—N4	2.0068 (17)	C8—H8A	0.9700
Cu1—Cl1	2.2519 (7)	C8—H8B	0.9700
Cu1—Cl2	2.2842 (7)	C9—C10A	1.560 (12)
Cu1—Cl2^i	2.3114 (7)	C9—C10B	1.577 (15)
Cu1—Cl1^ii	2.6091 (6)	C9—H9A	0.9700
Cu1—Cu1^i	3.3700 (7)	C9—H9B	0.9700
Cu1—Cu1^ii	3.4436 (8)	C9—H9C	0.9700
N1—N2	1.308 (3)	C9—H9D	0.9700
N1—C5	1.321 (3)	C10A—C11A	1.491 (14)
N2—N3	1.303 (3)	C10A—H10A	0.9700
N2—C6	1.476 (3)	C10A—H10B	0.9700
N3—N4	1.319 (2)	C11A—H11A	0.9600
N4—C5	1.320 (3)	C11A—H11B	0.9600
C5—H5	0.9300	C11A—H11C	0.9600
C6—C7	1.472 (4)	C10B—C11B	1.492 (18)
C6—H6A	0.9700	C10B—H10C	0.9700
C6—H6B	0.9700	C10B—H10D	0.9700
C7—C8	1.489 (6)	C11B—H11D	0.9600
C7—H7A	0.9700	C11B—H11E	0.9600
C7—H7B	0.9700	C11B—H11F	0.9600
C8—C9	1.462 (8)
N4—Cu1—Cl1	91.28 (6)	C8—C9—C10A	128.8 (8)
N4—Cu1—Cl2	90.60 (6)	C8—C9—C10B	97.0 (8)
Cl1—Cu1—Cl2	176.72 (2)	C8—C9—H9A	105.1
N4—Cu1—Cl2^i	155.22 (5)	C10A—C9—H9A	105.1
Cl1—Cu1—Cl2^i	91.51 (3)	C10B—C9—H9A	141.6
Cl2—Cu1—Cl2^i	85.67 (3)	C8—C9—H9B	105.1
N4—Cu1—Cl1^ii	106.12 (6)	C10A—C9—H9B	105.1
Cl1—Cu1—Cl1^ii	90.10 (2)	C10B—C9—H9B	97.9
Cl2—Cu1—Cl1^ii	91.96 (2)	H9A—C9—H9B	105.9
Cl2^i—Cu1—Cl1^ii	98.49 (2)	C8—C9—H9C	112.4
Cu1—Cl1—Cu1^ii	89.90 (2)	C10A—C9—H9C	78.9
Cu1—Cl2—Cu1^i	94.33 (3)	C10B—C9—H9C	112.4
N2—N1—C5	101.5 (2)	C8—C9—H9D	112.4
N3—N2—N1	114.86 (19)	C10A—C9—H9D	109.1
N3—N2—C6	122.4 (2)	C10B—C9—H9D	112.4
N1—N2—C6	122.7 (2)	H9C—C9—H9D	109.9
N2—N3—N4	104.64 (19)	C11A—C10A—C9	104.3 (12)
N3—N4—C5	107.09 (18)	C11A—C10A—H10A	110.9
N3—N4—Cu1	121.50 (14)	C9—C10A—H10A	110.9
C5—N4—Cu1	131.31 (17)	C11A—C10A—H10B	110.9
N4—C5—N1	111.9 (2)	C9—C10A—H10B	110.9
N4—C5—H5	124.1	H10A—C10A—H10B	108.9
N1—C5—H5	124.1	C10A—C11A—H11A	109.5
C7—C6—N2	112.5 (2)	C10A—C11A—H11B	109.5
C7—C6—H6A	109.1	H11A—C11A—H11B	109.5
N2—C6—H6A	109.1	C10A—C11A—H11C	109.5
C7—C6—H6B	109.1	H11A—C11A—H11C	109.5
N2—C6—H6B	109.1	H11B—C11A—H11C	109.5
H6A—C6—H6B	107.8	C11B—C10B—C9	100.8 (16)
C6—C7—C8	114.8 (3)	C11B—C10B—H10C	111.6
C6—C7—H7A	108.6	C9—C10B—H10C	111.6
C8—C7—H7A	108.6	C11B—C10B—H10D	111.6
C6—C7—H7B	108.6	C9—C10B—H10D	111.6
C8—C7—H7B	108.6	H10C—C10B—H10D	109.4
H7A—C7—H7B	107.5	C10B—C11B—H11D	109.5
C9—C8—C7	114.8 (5)	C10B—C11B—H11E	109.5
C9—C8—H8A	108.6	H11D—C11B—H11E	109.5
C7—C8—H8A	108.6	C10B—C11B—H11F	109.5
C9—C8—H8B	108.6	H11D—C11B—H11F	109.5
C7—C8—H8B	108.6	H11E—C11B—H11F	109.5
H8A—C8—H8B	107.5
N4—Cu1—Cl1—Cu1^ii	−106.13 (6)	Cl2—Cu1—N4—C5	−139.1 (3)
Cl2^i—Cu1—Cl1—Cu1^ii	98.50 (2)	Cl2^i—Cu1—N4—C5	139.9 (2)
Cl1^ii—Cu1—Cl1—Cu1^ii	0.0	Cl1^ii—Cu1—N4—C5	−46.9 (3)
N4—Cu1—Cl2—Cu1^i	−155.48 (6)	N3—N4—C5—N1	−0.5 (4)
Cl2^i—Cu1—Cl2—Cu1^i	0.0	Cu1—N4—C5—N1	−176.8 (2)
Cl1^ii—Cu1—Cl2—Cu1^i	98.37 (2)	N2—N1—C5—N4	1.1 (4)
C5—N1—N2—N3	−1.3 (4)	N3—N2—C6—C7	−110.9 (3)
C5—N1—N2—C6	178.4 (3)	N1—N2—C6—C7	69.3 (4)
N1—N2—N3—N4	1.1 (3)	N2—C6—C7—C8	67.0 (4)
C6—N2—N3—N4	−178.7 (2)	C6—C7—C8—C9	177.2 (6)
N2—N3—N4—C5	−0.3 (3)	C7—C8—C9—C10A	170.1 (9)
N2—N3—N4—Cu1	176.42 (16)	C7—C8—C9—C10B	−165.9 (10)
Cl1—Cu1—N4—N3	−132.28 (17)	C8—C9—C10A—C11A	81.6 (14)
Cl2—Cu1—N4—N3	45.03 (17)	C10B—C9—C10A—C11A	41.1 (15)
Cl2^i—Cu1—N4—N3	−35.9 (3)	C8—C9—C10B—C11B	−171 (2)
Cl1^ii—Cu1—N4—N3	137.25 (16)	C10A—C9—C10B—C11B	−21.4 (16)
Cl1—Cu1—N4—C5	43.6 (3)

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