Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270102019431/av1123sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S0108270102019431/av1123Isup2.hkl |
CCDC reference: 201247
The N,N-dimethyl-1-(1-methyl-1H-tetrazol-5-yl)methanamine ligand was synthesized by aminomethylation of 1-methyltetrazole with dimethylamine hydrochloride and formaldehyde, according to the technique described by Karavai & Gaponik (1991). Green crystals of the title complex were obtained by slow evaporation in air of an equimolar solution of copper(II) chloride and N,N-dimethyl-1-(1-methyl-1H-tetrazol-5-yl)methanamine in a mixture of ethanol and butanol (v/v 3:1) [yield 91%, m.p. 548 K (decomposition)].
H atoms were included in their idealized positions, with C—H distances of 0.96 Å, and were refined using a riding model, with Uiso(H) = 1.5Ueq(C) for the methyl groups and 1.2Ueq(C) for the methylene group.
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); software used to prepare material for publication: SHELXL97.
[CuCl2(C5N5H11)] | F(000) = 1112 |
Mr = 275.63 | Dx = 1.773 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71069 Å |
Hall symbol: -P 2yn | Cell parameters from 25 reflections |
a = 18.043 (3) Å | θ = 16.9–21.9° |
b = 7.1948 (13) Å | µ = 2.60 mm−1 |
c = 18.048 (3) Å | T = 293 K |
β = 118.205 (13)° | Prism, green |
V = 2064.7 (6) Å3 | 0.60 × 0.35 × 0.10 mm |
Z = 8 |
Nicolet R3m four-circle diffractometer | 4431 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.016 |
Graphite monochromator | θmax = 30.1°, θmin = 1.3° |
ω/2θ scans | h = 0→25 |
Absorption correction: ψ scan (North et al., 1968) | k = 0→10 |
Tmin = 0.305, Tmax = 0.781 | l = −25→22 |
6427 measured reflections | 3 standard reflections every 100 reflections |
6052 independent reflections | intensity decay: none |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Secondary atom site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.043 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.122 | H-atom parameters constrained |
S = 1.19 | w = 1/[σ2(Fo2) + (0.032P)2 + 4.2852P] where P = (Fo2 + 2Fc2)/3 |
6052 reflections | (Δ/σ)max < 0.001 |
235 parameters | Δρmax = 0.49 e Å−3 |
0 restraints | Δρmin = −0.45 e Å−3 |
[CuCl2(C5N5H11)] | V = 2064.7 (6) Å3 |
Mr = 275.63 | Z = 8 |
Monoclinic, P21/n | Mo Kα radiation |
a = 18.043 (3) Å | µ = 2.60 mm−1 |
b = 7.1948 (13) Å | T = 293 K |
c = 18.048 (3) Å | 0.60 × 0.35 × 0.10 mm |
β = 118.205 (13)° |
Nicolet R3m four-circle diffractometer | 4431 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.016 |
Tmin = 0.305, Tmax = 0.781 | 3 standard reflections every 100 reflections |
6427 measured reflections | intensity decay: none |
6052 independent reflections |
R[F2 > 2σ(F2)] = 0.043 | 0 restraints |
wR(F2) = 0.122 | H-atom parameters constrained |
S = 1.19 | Δρmax = 0.49 e Å−3 |
6052 reflections | Δρmin = −0.45 e Å−3 |
235 parameters |
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 | ||
N1A | 0.25795 (19) | 0.2669 (4) | 0.61968 (17) | 0.0333 (6) | |
N2A | 0.1808 (2) | 0.2038 (5) | 0.6031 (2) | 0.0436 (8) | |
N3A | 0.1816 (2) | 0.1817 (5) | 0.6746 (2) | 0.0435 (8) | |
N4A | 0.25869 (19) | 0.2278 (5) | 0.73724 (18) | 0.0361 (7) | |
C5A | 0.3052 (2) | 0.2795 (5) | 0.7024 (2) | 0.0291 (6) | |
C6A | 0.3927 (2) | 0.3412 (6) | 0.7556 (2) | 0.0341 (7) | |
H6A1 | 0.3961 | 0.4757 | 0.7550 | 0.041* | |
H6A2 | 0.4293 | 0.2895 | 0.7351 | 0.041* | |
N5A | 0.41822 (17) | 0.2736 (4) | 0.84254 (17) | 0.0303 (6) | |
C7A | 0.4497 (3) | 0.0799 (6) | 0.8514 (3) | 0.0473 (10) | |
H7A1 | 0.4055 | 0.0010 | 0.8124 | 0.071* | |
H7A2 | 0.4675 | 0.0373 | 0.9077 | 0.071* | |
H7A3 | 0.4964 | 0.0762 | 0.8397 | 0.071* | |
C8A | 0.4870 (2) | 0.3933 (7) | 0.9030 (2) | 0.0434 (9) | |
H8A1 | 0.4672 | 0.5189 | 0.8979 | 0.065* | |
H8A2 | 0.5335 | 0.3889 | 0.8912 | 0.065* | |
H8A3 | 0.5047 | 0.3496 | 0.9592 | 0.065* | |
C9A | 0.2770 (3) | 0.3076 (7) | 0.5514 (2) | 0.0519 (11) | |
H9A1 | 0.2283 | 0.2829 | 0.4985 | 0.078* | |
H9A2 | 0.3228 | 0.2306 | 0.5568 | 0.078* | |
H9A3 | 0.2925 | 0.4360 | 0.5538 | 0.078* | |
Cl1A | 0.18621 (6) | 0.29754 (17) | 0.85725 (7) | 0.0475 (2) | |
Cl2A | 0.38137 (7) | 0.2010 (2) | 0.99607 (6) | 0.0556 (3) | |
Cu1A | 0.31100 (3) | 0.25693 (6) | 0.86078 (2) | 0.03054 (11) | |
N1B | 0.87934 (17) | 0.2382 (4) | 0.74284 (18) | 0.0324 (6) | |
N2B | 0.8954 (2) | 0.1794 (5) | 0.8202 (2) | 0.0407 (7) | |
N3B | 0.8238 (2) | 0.1599 (5) | 0.81909 (19) | 0.0418 (7) | |
N4B | 0.76154 (18) | 0.2065 (5) | 0.74183 (18) | 0.0352 (7) | |
C5B | 0.7967 (2) | 0.2520 (5) | 0.6954 (2) | 0.0294 (6) | |
C6B | 0.7438 (2) | 0.3153 (6) | 0.6077 (2) | 0.0336 (7) | |
H6B1 | 0.7641 | 0.2634 | 0.5710 | 0.040* | |
H6B2 | 0.7447 | 0.4497 | 0.6045 | 0.040* | |
N5B | 0.65677 (18) | 0.2484 (4) | 0.58234 (17) | 0.0310 (6) | |
C7B | 0.6484 (3) | 0.0533 (6) | 0.5528 (3) | 0.0466 (9) | |
H7B1 | 0.6879 | −0.0235 | 0.5976 | 0.070* | |
H7B2 | 0.6597 | 0.0470 | 0.5060 | 0.070* | |
H7B3 | 0.5923 | 0.0102 | 0.5358 | 0.070* | |
C8B | 0.5961 (3) | 0.3651 (7) | 0.5128 (2) | 0.0450 (9) | |
H8B1 | 0.6008 | 0.4915 | 0.5315 | 0.067* | |
H8B2 | 0.5400 | 0.3209 | 0.4954 | 0.067* | |
H8B3 | 0.6079 | 0.3586 | 0.4663 | 0.067* | |
C9B | 0.9485 (3) | 0.2739 (8) | 0.7243 (3) | 0.0557 (12) | |
H9B1 | 1.0010 | 0.2501 | 0.7735 | 0.084* | |
H9B2 | 0.9466 | 0.4012 | 0.7076 | 0.084* | |
H9B3 | 0.9433 | 0.1938 | 0.6795 | 0.084* | |
Cl1B | 0.64304 (6) | 0.27437 (17) | 0.81533 (6) | 0.0488 (3) | |
Cl2B | 0.50249 (6) | 0.1940 (2) | 0.62028 (7) | 0.0616 (3) | |
Cu1B | 0.63848 (2) | 0.23736 (6) | 0.68995 (2) | 0.03061 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
N1A | 0.0353 (14) | 0.0362 (16) | 0.0248 (12) | −0.0006 (12) | 0.0113 (11) | −0.0022 (12) |
N2A | 0.0427 (18) | 0.048 (2) | 0.0322 (15) | −0.0058 (15) | 0.0111 (14) | −0.0015 (14) |
N3A | 0.0336 (16) | 0.054 (2) | 0.0366 (16) | −0.0094 (15) | 0.0117 (13) | 0.0023 (15) |
N4A | 0.0294 (14) | 0.0473 (19) | 0.0301 (14) | −0.0088 (13) | 0.0128 (12) | 0.0008 (13) |
C5A | 0.0311 (15) | 0.0315 (17) | 0.0255 (14) | 0.0005 (13) | 0.0139 (12) | −0.0003 (12) |
C6A | 0.0313 (16) | 0.045 (2) | 0.0298 (16) | −0.0025 (15) | 0.0175 (14) | −0.0018 (15) |
N5A | 0.0258 (12) | 0.0390 (16) | 0.0256 (12) | 0.0009 (11) | 0.0117 (10) | −0.0030 (11) |
C7A | 0.047 (2) | 0.046 (2) | 0.050 (2) | 0.0159 (19) | 0.0236 (19) | 0.0021 (19) |
C8A | 0.0322 (17) | 0.060 (3) | 0.0362 (18) | −0.0077 (17) | 0.0143 (15) | −0.0123 (18) |
C9A | 0.062 (3) | 0.069 (3) | 0.0314 (18) | 0.008 (2) | 0.0270 (19) | 0.0028 (19) |
Cl1A | 0.0368 (4) | 0.0655 (7) | 0.0474 (5) | 0.0025 (4) | 0.0259 (4) | 0.0020 (5) |
Cl2A | 0.0472 (5) | 0.0879 (9) | 0.0290 (4) | 0.0035 (5) | 0.0158 (4) | 0.0115 (5) |
Cu1A | 0.0288 (2) | 0.0380 (2) | 0.02599 (19) | −0.00010 (17) | 0.01385 (16) | 0.00172 (17) |
N1B | 0.0258 (13) | 0.0381 (16) | 0.0323 (14) | 0.0000 (12) | 0.0130 (11) | 0.0010 (12) |
N2B | 0.0324 (15) | 0.0484 (19) | 0.0357 (16) | 0.0002 (14) | 0.0113 (13) | 0.0052 (14) |
N3B | 0.0344 (15) | 0.055 (2) | 0.0310 (15) | 0.0001 (15) | 0.0113 (13) | 0.0091 (14) |
N4B | 0.0283 (14) | 0.0506 (19) | 0.0267 (13) | 0.0023 (13) | 0.0131 (11) | 0.0076 (12) |
C5B | 0.0291 (15) | 0.0314 (16) | 0.0294 (14) | 0.0009 (13) | 0.0152 (12) | 0.0014 (13) |
C6B | 0.0311 (16) | 0.0429 (19) | 0.0297 (15) | 0.0013 (15) | 0.0168 (13) | 0.0040 (14) |
N5B | 0.0276 (13) | 0.0388 (15) | 0.0252 (12) | 0.0025 (12) | 0.0113 (11) | −0.0014 (12) |
C7B | 0.054 (2) | 0.043 (2) | 0.046 (2) | −0.0038 (19) | 0.027 (2) | −0.0116 (18) |
C8B | 0.040 (2) | 0.060 (3) | 0.0297 (17) | 0.0078 (19) | 0.0125 (15) | 0.0055 (17) |
C9B | 0.0334 (19) | 0.082 (4) | 0.060 (3) | 0.000 (2) | 0.0288 (19) | 0.007 (2) |
Cl1B | 0.0456 (5) | 0.0728 (7) | 0.0356 (4) | 0.0006 (5) | 0.0256 (4) | −0.0003 (5) |
Cl2B | 0.0298 (4) | 0.1044 (10) | 0.0483 (6) | −0.0137 (5) | 0.0166 (4) | −0.0128 (6) |
Cu1B | 0.02625 (19) | 0.0388 (2) | 0.0282 (2) | −0.00182 (17) | 0.01401 (16) | −0.00178 (17) |
N1A—C5A | 1.327 (4) | N1B—C5B | 1.326 (4) |
N1A—N2A | 1.356 (5) | N1B—N2B | 1.354 (4) |
N1A—C9A | 1.458 (5) | N1B—C9B | 1.459 (5) |
N2A—N3A | 1.295 (5) | N2B—N3B | 1.289 (4) |
N3A—N4A | 1.355 (4) | N3B—N4B | 1.356 (4) |
N4A—C5A | 1.318 (4) | N4B—C5B | 1.311 (4) |
N4A—Cu1A | 1.979 (3) | N4B—Cu1B | 1.973 (3) |
C5A—C6A | 1.475 (5) | C5B—C6B | 1.481 (5) |
C6A—N5A | 1.493 (4) | C6B—N5B | 1.492 (4) |
C6A—H6A1 | 0.9700 | C6B—H6B1 | 0.9700 |
C6A—H6A2 | 0.9700 | C6B—H6B2 | 0.9700 |
N5A—C8A | 1.480 (5) | N5B—C8B | 1.477 (5) |
N5A—C7A | 1.484 (5) | N5B—C7B | 1.483 (5) |
N5A—Cu1A | 2.114 (3) | N5B—Cu1B | 2.120 (3) |
C7A—H7A1 | 0.9600 | C7B—H7B1 | 0.9600 |
C7A—H7A2 | 0.9600 | C7B—H7B2 | 0.9600 |
C7A—H7A3 | 0.9600 | C7B—H7B3 | 0.9600 |
C8A—H8A1 | 0.9600 | C8B—H8B1 | 0.9600 |
C8A—H8A2 | 0.9600 | C8B—H8B2 | 0.9600 |
C8A—H8A3 | 0.9600 | C8B—H8B3 | 0.9600 |
C9A—H9A1 | 0.9600 | C9B—H9B1 | 0.9600 |
C9A—H9A2 | 0.9600 | C9B—H9B2 | 0.9600 |
C9A—H9A3 | 0.9600 | C9B—H9B3 | 0.9600 |
Cl1A—Cu1A | 2.2413 (11) | Cl1B—Cu1B | 2.2411 (11) |
Cl2A—Cu1A | 2.1922 (11) | Cl2B—Cu1B | 2.1869 (11) |
C5A—N1A—N2A | 108.6 (3) | C5B—N1B—N2B | 108.5 (3) |
C5A—N1A—C9A | 130.9 (3) | C5B—N1B—C9B | 131.3 (3) |
N2A—N1A—C9A | 120.5 (3) | N2B—N1B—C9B | 120.2 (3) |
N3A—N2A—N1A | 107.1 (3) | N3B—N2B—N1B | 107.1 (3) |
N2A—N3A—N4A | 108.9 (3) | N2B—N3B—N4B | 109.1 (3) |
C5A—N4A—N3A | 107.8 (3) | C5B—N4B—N3B | 107.7 (3) |
C5A—N4A—Cu1A | 115.8 (2) | C5B—N4B—Cu1B | 116.4 (2) |
N3A—N4A—Cu1A | 136.1 (2) | N3B—N4B—Cu1B | 135.7 (2) |
N4A—C5A—N1A | 107.6 (3) | N4B—C5B—N1B | 107.7 (3) |
N4A—C5A—C6A | 120.1 (3) | N4B—C5B—C6B | 119.8 (3) |
N1A—C5A—C6A | 132.3 (3) | N1B—C5B—C6B | 132.4 (3) |
C5A—C6A—N5A | 106.8 (3) | C5B—C6B—N5B | 106.4 (3) |
C5A—C6A—H6A1 | 110.4 | C5B—C6B—H6B1 | 110.4 |
N5A—C6A—H6A1 | 110.4 | N5B—C6B—H6B1 | 110.4 |
C5A—C6A—H6A2 | 110.4 | C5B—C6B—H6B2 | 110.4 |
N5A—C6A—H6A2 | 110.4 | N5B—C6B—H6B2 | 110.4 |
H6A1—C6A—H6A2 | 108.6 | H6B1—C6B—H6B2 | 108.6 |
C8A—N5A—C7A | 108.8 (3) | C8B—N5B—C7B | 108.9 (3) |
C8A—N5A—C6A | 108.7 (3) | C8B—N5B—C6B | 109.1 (3) |
C7A—N5A—C6A | 109.3 (3) | C7B—N5B—C6B | 109.2 (3) |
C8A—N5A—Cu1A | 115.3 (2) | C8B—N5B—Cu1B | 115.2 (2) |
C7A—N5A—Cu1A | 105.2 (2) | C7B—N5B—Cu1B | 105.1 (2) |
C6A—N5A—Cu1A | 109.4 (2) | C6B—N5B—Cu1B | 109.1 (2) |
N5A—C7A—H7A1 | 109.5 | N5B—C7B—H7B1 | 109.5 |
N5A—C7A—H7A2 | 109.5 | N5B—C7B—H7B2 | 109.5 |
H7A1—C7A—H7A2 | 109.5 | H7B1—C7B—H7B2 | 109.5 |
N5A—C7A—H7A3 | 109.5 | N5B—C7B—H7B3 | 109.5 |
H7A1—C7A—H7A3 | 109.5 | H7B1—C7B—H7B3 | 109.5 |
H7A2—C7A—H7A3 | 109.5 | H7B2—C7B—H7B3 | 109.5 |
N5A—C8A—H8A1 | 109.5 | N5B—C8B—H8B1 | 109.5 |
N5A—C8A—H8A2 | 109.5 | N5B—C8B—H8B2 | 109.5 |
H8A1—C8A—H8A2 | 109.5 | H8B1—C8B—H8B2 | 109.5 |
N5A—C8A—H8A3 | 109.5 | N5B—C8B—H8B3 | 109.5 |
H8A1—C8A—H8A3 | 109.5 | H8B1—C8B—H8B3 | 109.5 |
H8A2—C8A—H8A3 | 109.5 | H8B2—C8B—H8B3 | 109.5 |
N1A—C9A—H9A1 | 109.5 | N1B—C9B—H9B1 | 109.5 |
N1A—C9A—H9A2 | 109.5 | N1B—C9B—H9B2 | 109.5 |
H9A1—C9A—H9A2 | 109.5 | H9B1—C9B—H9B2 | 109.5 |
N1A—C9A—H9A3 | 109.5 | N1B—C9B—H9B3 | 109.5 |
H9A1—C9A—H9A3 | 109.5 | H9B1—C9B—H9B3 | 109.5 |
H9A2—C9A—H9A3 | 109.5 | H9B2—C9B—H9B3 | 109.5 |
N4A—Cu1A—N5A | 79.33 (11) | N4B—Cu1B—N5B | 79.12 (11) |
N4A—Cu1A—Cl2A | 162.22 (11) | N4B—Cu1B—Cl2B | 164.19 (11) |
N5A—Cu1A—Cl2A | 95.33 (8) | N5B—Cu1B—Cl2B | 95.55 (8) |
N4A—Cu1A—Cl1A | 92.52 (9) | N4B—Cu1B—Cl1B | 92.19 (9) |
N5A—Cu1A—Cl1A | 165.78 (9) | N5B—Cu1B—Cl1B | 166.76 (9) |
Cl2A—Cu1A—Cl1A | 95.79 (4) | Cl2B—Cu1B—Cl1B | 95.35 (5) |
C5A—N1A—N2A—N3A | 1.0 (4) | C5B—N1B—N2B—N3B | −0.5 (4) |
C9A—N1A—N2A—N3A | −179.4 (4) | C9B—N1B—N2B—N3B | 179.8 (4) |
N1A—N2A—N3A—N4A | −0.7 (5) | N1B—N2B—N3B—N4B | −0.3 (5) |
N2A—N3A—N4A—C5A | 0.2 (5) | N2B—N3B—N4B—C5B | 1.0 (5) |
N2A—N3A—N4A—Cu1A | 173.3 (3) | N2B—N3B—N4B—Cu1B | −173.5 (3) |
N3A—N4A—C5A—N1A | 0.4 (4) | N3B—N4B—C5B—N1B | −1.2 (4) |
Cu1A—N4A—C5A—N1A | −174.3 (2) | Cu1B—N4B—C5B—N1B | 174.5 (2) |
N3A—N4A—C5A—C6A | 178.9 (3) | N3B—N4B—C5B—C6B | −178.1 (3) |
Cu1A—N4A—C5A—C6A | 4.2 (4) | Cu1B—N4B—C5B—C6B | −2.4 (5) |
N2A—N1A—C5A—N4A | −0.8 (4) | N2B—N1B—C5B—N4B | 1.1 (4) |
C9A—N1A—C5A—N4A | 179.6 (4) | C9B—N1B—C5B—N4B | −179.2 (4) |
N2A—N1A—C5A—C6A | −179.1 (4) | N2B—N1B—C5B—C6B | 177.4 (4) |
C9A—N1A—C5A—C6A | 1.3 (7) | C9B—N1B—C5B—C6B | −2.9 (7) |
N4A—C5A—C6A—N5A | 17.8 (5) | N4B—C5B—C6B—N5B | −19.9 (5) |
N1A—C5A—C6A—N5A | −164.1 (4) | N1B—C5B—C6B—N5B | 164.2 (4) |
C5A—C6A—N5A—C8A | −155.9 (3) | C5B—C6B—N5B—C8B | 157.1 (3) |
C5A—C6A—N5A—C7A | 85.5 (3) | C5B—C6B—N5B—C7B | −84.0 (3) |
C5A—C6A—N5A—Cu1A | −29.2 (3) | C5B—C6B—N5B—Cu1B | 30.4 (3) |
C5A—N4A—Cu1A—N5A | −17.0 (3) | C5B—N4B—Cu1B—N5B | 16.3 (3) |
N3A—N4A—Cu1A—N5A | 170.3 (4) | N3B—N4B—Cu1B—N5B | −169.6 (4) |
C5A—N4A—Cu1A—Cl2A | −90.9 (4) | C5B—N4B—Cu1B—Cl2B | 87.8 (4) |
N3A—N4A—Cu1A—Cl2A | 96.5 (5) | N3B—N4B—Cu1B—Cl2B | −98.1 (5) |
C5A—N4A—Cu1A—Cl1A | 151.2 (3) | C5B—N4B—Cu1B—Cl1B | −153.6 (3) |
N3A—N4A—Cu1A—Cl1A | −21.4 (4) | N3B—N4B—Cu1B—Cl1B | 20.5 (4) |
C8A—N5A—Cu1A—N4A | 148.6 (3) | C8B—N5B—Cu1B—N4B | −149.3 (3) |
C7A—N5A—Cu1A—N4A | −91.5 (2) | C7B—N5B—Cu1B—N4B | 90.8 (3) |
C6A—N5A—Cu1A—N4A | 25.8 (2) | C6B—N5B—Cu1B—N4B | −26.2 (2) |
C8A—N5A—Cu1A—Cl2A | −48.5 (3) | C8B—N5B—Cu1B—Cl2B | 45.7 (3) |
C7A—N5A—Cu1A—Cl2A | 71.4 (2) | C7B—N5B—Cu1B—Cl2B | −74.2 (2) |
C6A—N5A—Cu1A—Cl2A | −171.3 (2) | C6B—N5B—Cu1B—Cl2B | 168.8 (2) |
C8A—N5A—Cu1A—Cl1A | 92.8 (4) | C8B—N5B—Cu1B—Cl1B | −99.6 (4) |
C7A—N5A—Cu1A—Cl1A | −147.3 (3) | C7B—N5B—Cu1B—Cl1B | 140.5 (4) |
C6A—N5A—Cu1A—Cl1A | −30.0 (5) | C6B—N5B—Cu1B—Cl1B | 23.5 (5) |
Experimental details
Crystal data | |
Chemical formula | [CuCl2(C5N5H11)] |
Mr | 275.63 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 293 |
a, b, c (Å) | 18.043 (3), 7.1948 (13), 18.048 (3) |
β (°) | 118.205 (13) |
V (Å3) | 2064.7 (6) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 2.60 |
Crystal size (mm) | 0.60 × 0.35 × 0.10 |
Data collection | |
Diffractometer | Nicolet R3m four-circle diffractometer |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.305, 0.781 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6427, 6052, 4431 |
Rint | 0.016 |
(sin θ/λ)max (Å−1) | 0.705 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.122, 1.19 |
No. of reflections | 6052 |
No. of parameters | 235 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.49, −0.45 |
Computer programs: R3m Software (Nicolet, 1980), R3m Software, SIR97 (Altomare et al., 1999), SHELXL97 (Sheldrick, 1997), ORTEP 3 for Windows (Farrugia, 1997), SHELXL97.
N4A—Cu1A | 1.979 (3) | N4B—Cu1B | 1.973 (3) |
N5A—Cu1A | 2.114 (3) | N5B—Cu1B | 2.120 (3) |
Cl1A—Cu1A | 2.2413 (11) | Cl1B—Cu1B | 2.2411 (11) |
Cl2A—Cu1A | 2.1922 (11) | Cl2B—Cu1B | 2.1869 (11) |
N4A—Cu1A—N5A | 79.33 (11) | N4B—Cu1B—N5B | 79.12 (11) |
N4A—Cu1A—Cl2A | 162.22 (11) | N4B—Cu1B—Cl2B | 164.19 (11) |
N5A—Cu1A—Cl2A | 95.33 (8) | N5B—Cu1B—Cl2B | 95.55 (8) |
N4A—Cu1A—Cl1A | 92.52 (9) | N4B—Cu1B—Cl1B | 92.19 (9) |
N5A—Cu1A—Cl1A | 165.78 (9) | N5B—Cu1B—Cl1B | 166.76 (9) |
Cl2A—Cu1A—Cl1A | 95.79 (4) | Cl2B—Cu1B—Cl1B | 95.35 (5) |
5-(α-Aminoalkyl)-1R-tetrazoles represent an interesting class of ligands which have various coordination abilities because of the presence of five N atoms. Moreover, the coordination chemistry of these ligands is of considerable interest, due to the fact that they are isosteric with peptide units (Lodyga-Chruscinska et al., 1999). However, no structures of transition metal complexes with α-aminoalkyltetrazole ligands have been described to date. In this paper, we report the molecular and crystal structures of the copper(II) chloride complex with N,N-dimethyl-1-(1-methyl-1H-tetrazol-5-yl)methanamine, (I). \sch
There are two complex molecules in the asymmetric unit of (I), and these are denoted A and B; molecule A is illustrated in Fig. 1. The N,N-dimethyl-1-(1-methyl-1H-tetrazol-5-yl)methanamine ligands are bidentate. Both Cu atoms reveal rather distorted square-planar coordination, with the coordination environment of the Cu atom being formed by atom N4 of the tetrazole ring, atom N5 of the N,N-dimethylmethanamine and the two Cl atoms (Table 1). The mean deviations from the least-squares plane for the four atoms coordinated to the Cu atoms are 0.2435 (15) Å for molecule A and 0.2113 (16) Å for molecule B. The Cu atoms are 0.0511 (13) and 0.0475 (13) Å distant from the corresponding least-squares plane in molecules A and B, respectively.
The tetrazole rings of molecules A and B have very similar geometries, close to those previously observed for 1,5-substituted tetrazole rings (Cambridge Structural Database, Version 5.23, September 2002; Allen & Kennard, 1993). The rings are essentially planar, with mean deviations from the least-squares plane for the tetrazole ring atoms of 0.004 (2) and 0.005 (2) Å for molecules A and B, respectively.
The chelate rings formed by atoms Cu, N4, C5, C6 and N5 are not planar. The Cu, N4, C5 and C6 atoms lie in the plane, with mean deviations from the least-squares plane of 0.016 (2) Å for molecule A and 0.009 (2) Å for molecule B. The dihedral angles between these planes and the C6/N5/Cu planes are 31.13 (14) and 31.91 (15)° for molecules A and B, respectively.
There are no hydrogen bonds in the structure of (I); the complex molecules are linked together only by van der Waals interactions (Fig. 2).