Tris(1,10-phenanthroline)copper(II) tri­cyano­methanide

Potočňák, I.; Pohlová, M.; Wagner, C.; Jäger, L.

doi:10.1107/S1600536802017610

Buy article online - an online subscription or single-article purchase is required to access this article.

Tris(1,10-phenanthroline)copper(II) tricyanomethanide

I. Potocnák, M. Pohlová, C. Wagner and L. Jäger

The crystal structure of [Cu(C₁₂H₈N₂)₃][C(CN)₃]₂ is composed of discrete [Cu(phen)₃]²⁺ cations (phen is 1,10-phenanthroline) and [C(CN)₃]^- anions. The Cu^II atom is octahedrally coordinated by the three phen ligands. As a consequence of the Jahn-Teller effect, the two axial Cu-N bonds of 2.219 (3) and 2.238 (3) Å are longer than the equatorial Cu-N bonds, which are in trans positions, paired in two couples of almost equal distance [2.066 (3)/2.050 (3) and 2.121 (3)/2.121 (3) Å].

Read article Similar articles

Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536802017610/bt6193sup1.cif Contains datablocks I, global
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536802017610/bt6193Isup2.hkl Contains datablock I

CCDC reference: 198320

checkCIF report

Key indicators

Single-crystal X-ray study
T = 220 K
Mean (C-C) = 0.006 Å
R factor = 0.044
wR factor = 0.152
Data-to-parameter ratio = 13.4

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level A:



DIFF_020  Alert A _diffrn_standards_interval_count and
          _diffrn_standards_interval_time are missing. Number of measurements
          between standards or time (min) between standards.

Author response: At IPDS area detector systems no standard reflections are measured. The mean intensities of the records showed no significant decay.

DIFF_022  Alert A _diffrn_standards_decay_% is missing
          Percentage decrease in standards intensity.

Author response: See above.


 Alert Level C:



REFLT_03
         From the CIF: _diffrn_reflns_theta_max           26.00
         From the CIF: _reflns_number_total               6872
         TEST2: Reflns within _diffrn_reflns_theta_max
         Count of symmetry unique reflns         7364
         Completeness (_total/calc)             93.32%
          Alert C: < 95% complete

PLAT_371  Alert C Long   C(sp2)-C(sp1) Bond  C(6)   -   C(8)   =       1.42 Ang.


 2 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 2 Alert Level C = Please check

Comment top

The structure of the five-coordinated Cu^II complex [Cu(L)₂C(CN)₃]C(CN)₃ (L = 2,2'-bipyridine) is known (Potočňák et al., 1997). During an attempt to prepare the analogous complex with L = 1,10-phenanthroline (phen), the hexacoordinated Cu^II complex [Cu(phen)₃][C(CN)₃]₂, (I), was isolated. We present here the structure of (I).

Experimental top

Crystals of (I) were prepared by mixing a 0.1 M aqueous solution of Cu(NO₃)₂ (5 ml) with 0.1 M ethanol solution of phen (10 ml). To the resulting blue solution, a 0.1 M aqueous ethanol solution of KC(CN)₃ (5 ml) was added (all solutions were warmed up before mixing). Light-green dendritic crystals appeared within one week. The crystals were filtered off and dissolved in a warm mixture of ethanol and water (1:1). After one week, light-green prismatic crystals of (I) were filtered off and dried in air.

Computing details top

Data collection: EXPOSE in IPDS (Stoe & Cie, 1999); cell refinement: CELL in IPDS; data reduction: INTEGRATE in IPDS; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: DIAMOND (Crystal Impact, 1999); software used to prepare material for publication: SHELXL97.

Figures top

Fig. 1. The structure of (I) with the atom-labelling scheme. Displacement ellipsoids are drawn at the 40% probability level. H atoms have ben omitted for clarity.

Tris(2,2'-bipyridine)copper(II) tricyanomethanide top

Crystal data top

[Cu(C₁₂H₈N₂)₃](C₄N₃)₂	F(000) = 1604
M_r = 784.29	D_x = 1.391 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
a = 9.3854 (12) Å	Cell parameters from 8000 reflections
b = 31.179 (5) Å	θ = 1.7–26.0°
c = 12.7972 (18) Å	µ = 0.63 mm⁻¹
β = 91.084 (16)°	T = 220 K
V = 3744.2 (9) Å³	Prism, light green
Z = 4	0.30 × 0.21 × 0.09 mm

Data collection top

Stoe IPDS diffractometer	6872 independent reflections
Radiation source: fine-focus sealed tube	4834 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.050
D = 70mm, Φ 0–199.5°, ΔΦ 1.5°, 7 min/rec scans	θ_max = 26.0°, θ_min = 2.5°
Absorption correction: numerical (FACE in IPDS; Stoe & Cie, 1999)	h = −11→10
T_min = 0.885, T_max = 0.949	k = −38→38
19431 measured reflections	l = −15→15

Refinement top

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)] = 0.044	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.152	H-atom parameters constrained
S = 0.82	w = 1/[σ²(F_o²) + (0.113P)² + 2.769P] where P = (F_o² + 2F_c²)/3
6872 reflections	(Δ/σ)_max < 0.001
514 parameters	Δρ_max = 0.31 e Å⁻³
0 restraints	Δρ_min = −0.62 e Å⁻³

Crystal data top

[Cu(C₁₂H₈N₂)₃](C₄N₃)₂	V = 3744.2 (9) Å³
M_r = 784.29	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 9.3854 (12) Å	µ = 0.63 mm⁻¹
b = 31.179 (5) Å	T = 220 K
c = 12.7972 (18) Å	0.30 × 0.21 × 0.09 mm
β = 91.084 (16)°

Data collection top

Stoe IPDS diffractometer	6872 independent reflections
Absorption correction: numerical (FACE in IPDS; Stoe & Cie, 1999)	4834 reflections with I > 2σ(I)
T_min = 0.885, T_max = 0.949	R_int = 0.050
19431 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.044	0 restraints
wR(F²) = 0.152	H-atom parameters constrained
S = 0.82	Δρ_max = 0.31 e Å⁻³
6872 reflections	Δρ_min = −0.62 e Å⁻³
514 parameters

Special details top

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 (Å²) top

	x	y	z	U_iso*/U_eq
Cu1	0.44541 (4)	0.119748 (12)	0.76875 (3)	0.03013 (14)
N10	0.3267 (3)	0.10209 (9)	0.6235 (2)	0.0361 (7)
C11	0.3361 (4)	0.05927 (10)	0.6026 (2)	0.0324 (7)
C12	0.2512 (4)	0.12650 (11)	0.5574 (3)	0.0440 (9)
H12	0.2436	0.1557	0.5715	0.053*
C13	0.1833 (5)	0.11039 (13)	0.4682 (3)	0.0483 (9)
H13	0.1328	0.1286	0.4234	0.058*
C14	0.1915 (5)	0.06733 (13)	0.4471 (3)	0.0487 (9)
H14	0.1462	0.0561	0.3878	0.058*
C15	0.2683 (4)	0.04015 (11)	0.5152 (3)	0.0401 (8)
C16	0.2802 (5)	−0.00561 (12)	0.5009 (3)	0.0471 (9)
H16	0.2347	−0.0184	0.4437	0.057*
C21	0.4175 (4)	0.03290 (10)	0.6752 (2)	0.0329 (7)
C22	0.5561 (4)	0.02874 (12)	0.8261 (3)	0.0466 (9)
H22	0.5983	0.0419	0.8842	0.056*
C23	0.5736 (5)	−0.01566 (14)	0.8137 (3)	0.0578 (11)
H23	0.6276	−0.0313	0.8620	0.069*
C24	0.5105 (5)	−0.03578 (12)	0.7297 (3)	0.0507 (10)
H24	0.5215	−0.0652	0.7204	0.061*
C25	0.4285 (4)	−0.01157 (11)	0.6573 (3)	0.0385 (8)
C26	0.3559 (4)	−0.03020 (11)	0.5685 (3)	0.0449 (9)
H26	0.3612	−0.0596	0.5575	0.054*
N20	0.4824 (3)	0.05278 (9)	0.7591 (2)	0.0363 (7)
N30	0.5430 (4)	0.13074 (9)	0.9274 (2)	0.0437 (7)
C31	0.4416 (4)	0.12791 (10)	1.0028 (3)	0.0363 (8)
C32	0.6729 (5)	0.14309 (14)	0.9570 (3)	0.0543 (10)
H32	0.7425	0.1455	0.9066	0.065*
C33	0.7091 (5)	0.15262 (15)	1.0605 (4)	0.0616 (12)
H33	0.8014	0.1613	1.0777	0.074*
C34	0.6099 (5)	0.14928 (13)	1.1369 (3)	0.0570 (11)
H34	0.6341	0.1551	1.2063	0.068*
C35	0.4708 (4)	0.13682 (11)	1.1085 (3)	0.0420 (9)
C36	0.3569 (5)	0.13166 (12)	1.1831 (3)	0.0454 (9)
H36	0.3744	0.1381	1.2531	0.055*
C41	0.3006 (4)	0.11503 (9)	0.9697 (3)	0.0344 (7)
C42	0.1457 (4)	0.09612 (12)	0.8347 (3)	0.0415 (8)
H42	0.1276	0.0920	0.7638	0.050*
C43	0.0358 (4)	0.08816 (13)	0.9047 (3)	0.0493 (10)
H43	−0.0525	0.0785	0.8804	0.059*
C44	0.0595 (4)	0.09474 (12)	1.0087 (3)	0.0479 (10)
H44	−0.0129	0.0898	1.0559	0.057*
C45	0.1934 (4)	0.10891 (11)	1.0443 (3)	0.0385 (8)
C46	0.2269 (5)	0.11779 (11)	1.1528 (3)	0.0438 (9)
H46	0.1572	0.1138	1.2026	0.053*
N40	0.2747 (3)	0.10927 (9)	0.8651 (2)	0.0371 (7)
N50	0.4161 (3)	0.18702 (10)	0.7561 (2)	0.0436 (7)
C51	0.5298 (4)	0.20586 (11)	0.7088 (3)	0.0403 (8)
C52	0.3156 (5)	0.21187 (15)	0.7938 (4)	0.0623 (12)
H52	0.2386	0.1991	0.8263	0.075*
C53	0.3200 (7)	0.25641 (18)	0.7872 (4)	0.0780 (15)
H53	0.2476	0.2728	0.8155	0.094*
C54	0.4306 (7)	0.27568 (15)	0.7391 (4)	0.0760 (16)
H54	0.4336	0.3054	0.7343	0.091*
C55	0.5418 (5)	0.25079 (12)	0.6960 (4)	0.0552 (11)
C56	0.6618 (6)	0.26739 (14)	0.6414 (5)	0.0755 (15)
H56	0.6692	0.2968	0.6313	0.091*
C61	0.6402 (4)	0.17860 (10)	0.6713 (3)	0.0379 (8)
C62	0.7279 (4)	0.10951 (12)	0.6566 (3)	0.0431 (9)
H62	0.7191	0.0803	0.6697	0.052*
C63	0.8470 (5)	0.12363 (14)	0.6023 (4)	0.0581 (11)
H63	0.9154	0.1043	0.5800	0.070*
C64	0.8606 (5)	0.16669 (16)	0.5827 (4)	0.0650 (12)
H64	0.9380	0.1767	0.5455	0.078*
C65	0.7568 (5)	0.19587 (13)	0.6189 (3)	0.0515 (10)
C66	0.7638 (6)	0.24151 (15)	0.6045 (4)	0.0740 (15)
H66	0.8400	0.2533	0.5691	0.089*
N60	0.6265 (3)	0.13556 (9)	0.6904 (2)	0.0355 (6)
C1	0.4404 (6)	0.27457 (19)	0.4003 (6)	0.093 (2)
N1	0.4885 (7)	0.30702 (18)	0.3790 (8)	0.165 (4)
C2	0.4598 (6)	0.19691 (18)	0.4206 (3)	0.0613 (12)
N2	0.5258 (5)	0.16503 (17)	0.4164 (3)	0.0770 (12)
C3	0.2365 (6)	0.23314 (16)	0.4546 (4)	0.0694 (13)
N3	0.1188 (6)	0.23246 (18)	0.4802 (5)	0.112 (2)
C4	0.3799 (5)	0.23502 (15)	0.4247 (3)	0.0596 (11)
C5	0.1150 (4)	−0.07402 (15)	0.7441 (3)	0.0519 (10)
N5	0.1147 (5)	−0.10879 (14)	0.7113 (3)	0.0671 (10)
C6	0.1870 (5)	−0.02272 (17)	0.8810 (3)	0.0641 (12)
N6	0.2477 (6)	−0.01587 (19)	0.9576 (4)	0.1031 (18)
C7	0.0299 (5)	−0.00017 (14)	0.7358 (3)	0.0573 (12)
N7	−0.0344 (5)	0.02602 (13)	0.6935 (3)	0.0804 (14)
C8	0.1117 (4)	−0.03234 (14)	0.7865 (3)	0.0507 (10)

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Cu1	0.0301 (3)	0.0296 (2)	0.0309 (2)	−0.00178 (16)	0.00420 (15)	−0.00165 (15)
N10	0.0397 (19)	0.0326 (14)	0.0361 (15)	−0.0019 (13)	0.0085 (12)	0.0007 (11)
C11	0.032 (2)	0.0324 (16)	0.0333 (16)	−0.0035 (14)	0.0076 (13)	−0.0027 (13)
C12	0.050 (3)	0.0362 (18)	0.046 (2)	0.0025 (16)	0.0122 (17)	0.0036 (15)
C13	0.048 (3)	0.053 (2)	0.044 (2)	0.0067 (18)	0.0005 (17)	0.0077 (16)
C14	0.049 (3)	0.056 (2)	0.041 (2)	0.0022 (19)	−0.0058 (17)	0.0000 (16)
C15	0.046 (2)	0.0417 (18)	0.0325 (17)	−0.0013 (16)	0.0041 (15)	−0.0042 (14)
C16	0.062 (3)	0.0424 (19)	0.0373 (19)	−0.0062 (18)	−0.0029 (17)	−0.0117 (15)
C21	0.032 (2)	0.0363 (16)	0.0309 (16)	−0.0043 (14)	0.0062 (13)	−0.0023 (13)
C22	0.054 (3)	0.052 (2)	0.0334 (18)	−0.0021 (18)	−0.0045 (16)	−0.0018 (15)
C23	0.070 (3)	0.062 (2)	0.042 (2)	0.013 (2)	−0.0096 (19)	0.0076 (18)
C24	0.063 (3)	0.040 (2)	0.049 (2)	0.0092 (18)	−0.0022 (19)	0.0055 (16)
C25	0.039 (2)	0.0379 (17)	0.0388 (18)	−0.0021 (15)	0.0029 (15)	0.0002 (14)
C26	0.056 (3)	0.0345 (18)	0.044 (2)	−0.0043 (17)	0.0018 (17)	−0.0081 (15)
N20	0.0356 (18)	0.0420 (16)	0.0314 (14)	−0.0076 (13)	0.0014 (12)	−0.0028 (11)
N30	0.041 (2)	0.0384 (15)	0.0519 (18)	−0.0016 (13)	0.0101 (14)	−0.0069 (13)
C31	0.038 (2)	0.0297 (16)	0.0415 (18)	0.0043 (14)	0.0032 (15)	−0.0010 (13)
C32	0.038 (3)	0.058 (2)	0.067 (3)	−0.0035 (19)	0.0095 (19)	−0.006 (2)
C33	0.039 (3)	0.069 (3)	0.077 (3)	−0.004 (2)	−0.007 (2)	−0.008 (2)
C34	0.056 (3)	0.057 (2)	0.058 (3)	0.007 (2)	−0.011 (2)	−0.0080 (19)
C35	0.049 (3)	0.0351 (17)	0.0416 (19)	0.0093 (16)	−0.0047 (16)	−0.0026 (14)
C36	0.059 (3)	0.0432 (19)	0.0346 (18)	0.0141 (18)	0.0005 (16)	−0.0006 (14)
C41	0.038 (2)	0.0274 (16)	0.0376 (17)	0.0044 (14)	0.0053 (14)	−0.0002 (13)
C42	0.035 (2)	0.048 (2)	0.0412 (19)	−0.0079 (16)	0.0005 (15)	−0.0049 (15)
C43	0.037 (3)	0.059 (2)	0.053 (2)	−0.0117 (18)	0.0078 (17)	−0.0028 (18)
C44	0.044 (3)	0.054 (2)	0.047 (2)	−0.0061 (18)	0.0170 (17)	0.0035 (17)
C45	0.044 (2)	0.0344 (17)	0.0372 (18)	0.0042 (15)	0.0086 (15)	0.0043 (13)
C46	0.051 (3)	0.0445 (19)	0.0360 (18)	0.0082 (18)	0.0091 (16)	0.0051 (15)
N40	0.045 (2)	0.0350 (14)	0.0320 (14)	−0.0012 (13)	0.0071 (12)	−0.0014 (11)
N50	0.039 (2)	0.0506 (17)	0.0408 (17)	0.0037 (14)	−0.0009 (13)	−0.0098 (13)
C51	0.045 (2)	0.0356 (17)	0.0406 (19)	−0.0034 (15)	−0.0076 (16)	−0.0057 (14)
C52	0.051 (3)	0.072 (3)	0.064 (3)	0.018 (2)	0.008 (2)	−0.009 (2)
C53	0.076 (4)	0.075 (3)	0.082 (4)	0.032 (3)	−0.001 (3)	−0.017 (3)
C54	0.091 (5)	0.043 (2)	0.093 (4)	0.021 (3)	−0.026 (3)	−0.010 (2)
C55	0.058 (3)	0.0369 (19)	0.070 (3)	0.0032 (18)	−0.016 (2)	−0.0022 (18)
C56	0.085 (4)	0.032 (2)	0.108 (4)	−0.014 (2)	−0.007 (3)	0.012 (2)
C61	0.042 (2)	0.0343 (17)	0.0368 (17)	−0.0075 (15)	−0.0006 (15)	−0.0033 (13)
C62	0.039 (2)	0.0408 (19)	0.050 (2)	−0.0050 (16)	0.0063 (16)	−0.0056 (15)
C63	0.041 (3)	0.059 (2)	0.075 (3)	0.000 (2)	0.021 (2)	−0.001 (2)
C64	0.043 (3)	0.073 (3)	0.079 (3)	−0.014 (2)	0.023 (2)	0.007 (2)
C65	0.042 (3)	0.049 (2)	0.064 (3)	−0.0108 (18)	0.0032 (19)	0.0055 (18)
C66	0.064 (4)	0.051 (3)	0.107 (4)	−0.023 (2)	0.006 (3)	0.018 (3)
N60	0.0369 (18)	0.0345 (14)	0.0352 (15)	−0.0074 (12)	0.0061 (12)	−0.0049 (11)
C1	0.056 (4)	0.072 (3)	0.154 (6)	−0.009 (3)	0.042 (4)	0.004 (3)
N1	0.097 (5)	0.075 (3)	0.326 (11)	−0.012 (3)	0.111 (6)	0.012 (5)
C2	0.055 (3)	0.081 (3)	0.048 (2)	−0.021 (3)	0.006 (2)	−0.006 (2)
N2	0.068 (3)	0.095 (3)	0.068 (3)	−0.005 (3)	0.004 (2)	−0.010 (2)
C3	0.050 (3)	0.071 (3)	0.087 (4)	−0.011 (2)	0.006 (2)	0.026 (3)
N3	0.059 (4)	0.105 (4)	0.174 (6)	−0.014 (3)	0.026 (3)	0.050 (4)
C4	0.048 (3)	0.071 (3)	0.059 (3)	−0.014 (2)	0.009 (2)	0.003 (2)
C5	0.033 (2)	0.070 (3)	0.052 (2)	0.000 (2)	0.0007 (17)	0.021 (2)
N5	0.062 (3)	0.067 (3)	0.072 (3)	0.010 (2)	0.002 (2)	0.008 (2)
C6	0.047 (3)	0.089 (3)	0.056 (3)	−0.015 (2)	−0.013 (2)	0.017 (2)
N6	0.105 (4)	0.135 (5)	0.068 (3)	−0.014 (3)	−0.043 (3)	0.011 (3)
C7	0.070 (3)	0.050 (2)	0.051 (2)	−0.014 (2)	−0.018 (2)	−0.0059 (19)
N7	0.105 (4)	0.053 (2)	0.081 (3)	0.002 (2)	−0.049 (3)	−0.005 (2)
C8	0.041 (3)	0.065 (3)	0.045 (2)	−0.0111 (19)	−0.0082 (17)	0.0127 (18)

Geometric parameters (Å, º) top

Cu1—N60	2.050 (3)	C42—N40	1.330 (5)
Cu1—N40	2.066 (3)	C42—C43	1.401 (5)
Cu1—N50	2.121 (3)	C42—H42	0.9300
Cu1—N20	2.121 (3)	C43—C44	1.360 (6)
Cu1—N10	2.219 (3)	C43—H43	0.9300
Cu1—N30	2.238 (3)	C44—C45	1.401 (6)
N10—C12	1.332 (5)	C44—H44	0.9300
N10—C11	1.364 (4)	C45—C46	1.444 (5)
C11—C15	1.409 (5)	C46—H46	0.9300
C11—C21	1.448 (5)	N50—C52	1.319 (5)
C12—C13	1.391 (6)	N50—C51	1.370 (5)
C12—H12	0.9300	C51—C55	1.415 (5)
C13—C14	1.372 (6)	C51—C61	1.430 (5)
C13—H13	0.9300	C52—C53	1.392 (7)
C14—C15	1.405 (5)	C52—H52	0.9300
C14—H14	0.9300	C53—C54	1.356 (8)
C15—C16	1.443 (5)	C53—H53	0.9300
C16—C26	1.348 (5)	C54—C55	1.421 (7)
C16—H16	0.9300	C54—H54	0.9300
C21—N20	1.373 (4)	C55—C56	1.433 (7)
C21—C25	1.409 (5)	C56—C66	1.345 (7)
C22—N20	1.324 (5)	C56—H56	0.9300
C22—C23	1.403 (6)	C61—N60	1.370 (4)
C22—H22	0.9300	C61—C65	1.402 (5)
C23—C24	1.370 (6)	C62—N60	1.330 (5)
C23—H23	0.9300	C62—C63	1.398 (6)
C24—C25	1.411 (5)	C62—H62	0.9300
C24—H24	0.9300	C63—C64	1.372 (6)
C25—C26	1.437 (5)	C63—H63	0.9300
C26—H26	0.9300	C64—C65	1.418 (6)
N30—C32	1.326 (5)	C64—H64	0.9300
N30—C31	1.371 (5)	C65—C66	1.437 (6)
C31—C35	1.403 (5)	C66—H66	0.9300
C31—C41	1.439 (5)	C1—N1	1.143 (7)
C32—C33	1.393 (6)	C1—C4	1.395 (7)
C32—H32	0.9300	C2—N2	1.173 (6)
C33—C34	1.367 (6)	C2—C4	1.406 (7)
C33—H33	0.9300	C3—N3	1.158 (7)
C34—C35	1.403 (6)	C3—C4	1.408 (7)
C34—H34	0.9300	C5—N5	1.162 (6)
C35—C36	1.455 (5)	C5—C8	1.409 (6)
C36—C46	1.345 (6)	C6—N6	1.144 (6)
C36—H36	0.9300	C6—C8	1.421 (6)
C41—N40	1.367 (4)	C7—N7	1.146 (6)
C41—C45	1.413 (5)	C7—C8	1.413 (6)

N60—Cu1—N40	171.67 (11)	C35—C36—H36	119.3
N60—Cu1—N50	80.36 (12)	N40—C41—C45	121.9 (3)
N40—Cu1—N50	95.79 (11)	N40—C41—C31	118.1 (3)
N60—Cu1—N20	94.03 (11)	C45—C41—C31	120.1 (3)
N40—Cu1—N20	90.50 (11)	N40—C42—C43	123.0 (3)
N50—Cu1—N20	172.01 (11)	N40—C42—H42	118.5
N60—Cu1—N10	93.31 (11)	C43—C42—H42	118.5
N40—Cu1—N10	94.49 (11)	C44—C43—C42	119.3 (4)
N50—Cu1—N10	96.84 (11)	C44—C43—H43	120.3
N20—Cu1—N10	77.71 (10)	C42—C43—H43	120.3
N60—Cu1—N30	94.49 (11)	C43—C44—C45	119.7 (3)
N40—Cu1—N30	77.94 (12)	C43—C44—H44	120.2
N50—Cu1—N30	88.17 (11)	C45—C44—H44	120.2
N20—Cu1—N30	97.98 (11)	C44—C45—C41	118.0 (3)
N10—Cu1—N30	171.35 (11)	C44—C45—C46	123.4 (3)
C12—N10—C11	118.1 (3)	C41—C45—C46	118.6 (4)
C12—N10—Cu1	130.0 (2)	C36—C46—C45	121.2 (3)
C11—N10—Cu1	111.9 (2)	C36—C46—H46	119.4
N10—C11—C15	122.6 (3)	C45—C46—H46	119.4
N10—C11—C21	117.8 (3)	C42—N40—C41	118.1 (3)
C15—C11—C21	119.6 (3)	C42—N40—Cu1	125.9 (2)
N10—C12—C13	123.0 (3)	C41—N40—Cu1	116.0 (2)
N10—C12—H12	118.5	C52—N50—C51	118.6 (4)
C13—C12—H12	118.5	C52—N50—Cu1	130.2 (3)
C14—C13—C12	119.3 (4)	C51—N50—Cu1	110.9 (2)
C14—C13—H13	120.4	N50—C51—C55	122.7 (4)
C12—C13—H13	120.4	N50—C51—C61	118.0 (3)
C13—C14—C15	119.9 (4)	C55—C51—C61	119.3 (4)
C13—C14—H14	120.1	N50—C52—C53	122.8 (5)
C15—C14—H14	120.1	N50—C52—H52	118.6
C11—C15—C14	117.1 (3)	C53—C52—H52	118.6
C11—C15—C16	119.0 (3)	C54—C53—C52	119.6 (5)
C14—C15—C16	123.9 (3)	C54—C53—H53	120.2
C26—C16—C15	121.4 (3)	C52—C53—H53	120.2
C26—C16—H16	119.3	C53—C54—C55	120.5 (4)
C15—C16—H16	119.3	C53—C54—H54	119.7
N20—C21—C25	122.6 (3)	C55—C54—H54	119.7
N20—C21—C11	117.8 (3)	C51—C55—C56	118.6 (4)
C25—C21—C11	119.6 (3)	C51—C55—C54	115.8 (4)
N20—C22—C23	123.1 (3)	C56—C55—C54	125.6 (4)
N20—C22—H22	118.5	C66—C56—C55	121.7 (4)
C23—C22—H22	118.5	C66—C56—H56	119.1
C24—C23—C22	119.4 (4)	C55—C56—H56	119.1
C24—C23—H23	120.3	N60—C61—C65	122.6 (3)
C22—C23—H23	120.3	N60—C61—C51	116.8 (3)
C23—C24—C25	119.5 (4)	C65—C61—C51	120.6 (3)
C23—C24—H24	120.3	N60—C62—C63	123.6 (3)
C25—C24—H24	120.3	N60—C62—H62	118.2
C21—C25—C24	117.4 (3)	C63—C62—H62	118.2
C21—C25—C26	119.4 (3)	C64—C63—C62	118.5 (4)
C24—C25—C26	123.2 (3)	C64—C63—H63	120.7
C16—C26—C25	120.9 (3)	C62—C63—H63	120.7
C16—C26—H26	119.5	C63—C64—C65	120.1 (4)
C25—C26—H26	119.5	C63—C64—H64	120.0
C22—N20—C21	118.0 (3)	C65—C64—H64	120.0
C22—N20—Cu1	127.2 (2)	C61—C65—C64	117.2 (4)
C21—N20—Cu1	114.8 (2)	C61—C65—C66	118.7 (4)
C32—N30—C31	117.7 (3)	C64—C65—C66	124.1 (4)
C32—N30—Cu1	131.4 (3)	C56—C66—C65	120.9 (4)
C31—N30—Cu1	110.5 (3)	C56—C66—H66	119.5
N30—C31—C35	122.7 (4)	C65—C66—H66	119.5
N30—C31—C41	117.2 (3)	C62—N60—C61	118.0 (3)
C35—C31—C41	120.1 (3)	C62—N60—Cu1	128.1 (2)
N30—C32—C33	122.6 (4)	C61—N60—Cu1	113.9 (2)
N30—C32—H32	118.7	N1—C1—C4	178.9 (10)
C33—C32—H32	118.7	N2—C2—C4	179.5 (6)
C34—C33—C32	120.4 (4)	N3—C3—C4	178.5 (7)
C34—C33—H33	119.8	C1—C4—C3	119.5 (5)
C32—C33—H33	119.8	C1—C4—C2	121.2 (5)
C33—C34—C35	118.6 (4)	C3—C4—C2	119.2 (4)
C33—C34—H34	120.7	N5—C5—C8	177.9 (5)
C35—C34—H34	120.7	N6—C6—C8	178.6 (6)
C34—C35—C31	117.9 (4)	N7—C7—C8	178.7 (6)
C34—C35—C36	123.5 (3)	C7—C8—C5	119.6 (4)
C31—C35—C36	118.5 (4)	C7—C8—C6	119.9 (4)
C46—C36—C35	121.4 (3)	C5—C8—C6	120.5 (4)
C46—C36—H36	119.3

Experimental details

Crystal data
Chemical formula	[Cu(C₁₂H₈N₂)₃](C₄N₃)₂
M_r	784.29
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	220
a, b, c (Å)	9.3854 (12), 31.179 (5), 12.7972 (18)
β (°)	91.084 (16)
V (Å³)	3744.2 (9)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.63
Crystal size (mm)	0.30 × 0.21 × 0.09

Data collection
Diffractometer	Stoe IPDS diffractometer
Absorption correction	Numerical (FACE in IPDS; Stoe & Cie, 1999)
T_min, T_max	0.885, 0.949
No. of measured, independent and observed [I > 2σ(I)] reflections	19431, 6872, 4834
R_int	0.050
(sin θ/λ)_max (Å⁻¹)	0.617

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.044, 0.152, 0.82
No. of reflections	6872
No. of parameters	514
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.31, −0.62

Computer programs: EXPOSE in IPDS (Stoe & Cie, 1999), CELL in IPDS, INTEGRATE in IPDS, SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), DIAMOND (Crystal Impact, 1999), SHELXL97.

Selected geometric parameters (Å, º) top

Cu1—N60	2.050 (3)	C2—C4	1.406 (7)
Cu1—N40	2.066 (3)	C3—N3	1.158 (7)
Cu1—N50	2.121 (3)	C3—C4	1.408 (7)
Cu1—N20	2.121 (3)	C5—N5	1.162 (6)
Cu1—N10	2.219 (3)	C5—C8	1.409 (6)
Cu1—N30	2.238 (3)	C6—N6	1.144 (6)
C1—N1	1.143 (7)	C6—C8	1.421 (6)
C1—C4	1.395 (7)	C7—N7	1.146 (6)
C2—N2	1.173 (6)	C7—C8	1.413 (6)

N60—Cu1—N40	171.67 (11)	N10—Cu1—N30	171.35 (11)
N60—Cu1—N50	80.36 (12)	N1—C1—C4	178.9 (10)
N40—Cu1—N50	95.79 (11)	N2—C2—C4	179.5 (6)
N60—Cu1—N20	94.03 (11)	N3—C3—C4	178.5 (7)
N40—Cu1—N20	90.50 (11)	C1—C4—C3	119.5 (5)
N50—Cu1—N20	172.01 (11)	C1—C4—C2	121.2 (5)
N60—Cu1—N10	93.31 (11)	C3—C4—C2	119.2 (4)
N40—Cu1—N10	94.49 (11)	N5—C5—C8	177.9 (5)
N50—Cu1—N10	96.84 (11)	N6—C6—C8	178.6 (6)
N20—Cu1—N10	77.71 (10)	N7—C7—C8	178.7 (6)
N60—Cu1—N30	94.49 (11)	C7—C8—C5	119.6 (4)
N40—Cu1—N30	77.94 (12)	C7—C8—C6	119.9 (4)
N50—Cu1—N30	88.17 (11)	C5—C8—C6	120.5 (4)
N20—Cu1—N30	97.98 (11)

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.

E-mail address*
Repeat e-mail address* (for error checking)

Format*	PDF (US $40)
	HTML (US $40)
	PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number (non-UK EC countries only)
Country*

Terms and conditions of use
Contact us

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Format		BIBTeX
		EndNote
		RefMan
		Refer
		Medline
		CIF
		SGML
		Text
		Plain Text

Search IUCr Journals		doi		Advanced search
Author		volume	page