Acetonitrile-bis-(2-methyl-1,10-phenanthroline)copper(II) tetra-fluoridoborate.

In the title compound, [Cu(CH(3)CN)(C(13)H(10)N(2))(2)](BF(4))(2), the fivefold-coordinate Cu(II) atom is located on a twofold rotation axis, imposing twofold symmetry to the complete cation. The structure exhibits disorder of the anion, which was successfully refined using a two-site model with 0.810 (3):0.190 (3) occupancy. The methyl group of the acetonitrile ligand is likewise disordered, here about the twofold rotation axis in a 1:1 ratio.

Related literature

For related structures, see: Watton (2009 ▶).

Experimental

Crystal data

[Cu(C2H3N)(C13H10N2)2](BF4)2

M = 666.67

Monoclinic,

a = 25.0665 (11) Å

b = 8.8120 (1) Å

c = 16.8419 (14) Å

β = 131.824 (8)°

V = 2772.2 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.87 mm−1

T = 293 K

0.25 × 0.20 × 0.15 mm

Data collection

Oxford Diffraction Sapphire 3 CCD diffractometer

Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006 ▶) T min = 0.784, T max = 1

30296 measured reflections

5578 independent reflections

4442 reflections with I > 2σ(I)

R int = 0.016

Refinement

R[F 2 > 2σ(F 2)] = 0.040

wR(F 2) = 0.120

S = 1.08

5578 reflections

219 parameters

6 restraints

H-atom parameters constrained

Δρmax = 1.07 e Å−3

Δρmin = −0.81 e Å−3

Data collection: CrysAlis CCD (Oxford Diffraction, 2006 ▶); cell refinement: CrysAlis RED (Oxford Diffraction, 2006 ▶); data reduction: CrysAlis RED; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶); software used to prepare material for publication: publCIF (Westrip, 2010 ▶).

Crystal structure: contains datablocks I, global, New_Global_Publ_Block. DOI: 10.1107/S1600536810038845/fj2341sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810038845/fj2341Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cu(C2H3N)(C13H10N2)2](BF4)2	F(000) = 1348
Mr = 666.67	Dx = 1.597 Mg m−3
Monoclinic, C2/c	Melting point: 573 K
Hall symbol: -C2yc	Mo Kα radiation, λ = 0.71073 Å
a = 25.0665 (11) Å	Cell parameters from 18534 reflections
b = 8.8120 (1) Å	θ = 3.8–34.6°
c = 16.8419 (14) Å	µ = 0.87 mm−1
β = 131.824 (8)°	T = 293 K
V = 2772.2 (3) Å3	Block, green
Z = 4	0.25 × 0.2 × 0.15 mm

Oxford Diffraction Sapphire 3 CCD diffractometer	5578 independent reflections
Radiation source: fine-focus sealed tube	4442 reflections with I > 2σ(I)
graphite	Rint = 0.016
ω scans	θmax = 34.7°, θmin = 4.0°
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006)	h = −39→40
Tmin = 0.784, Tmax = 1	k = −14→13
30296 measured reflections	l = −26→26

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)] = 0.040	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.120	H-atom parameters constrained
S = 1.08	w = 1/[σ2(Fo2) + (0.0639P)2 + 2.765P] where P = (Fo2 + 2Fc2)/3
5578 reflections	(Δ/σ)max < 0.001
219 parameters	Δρmax = 1.07 e Å−3
6 restraints	Δρmin = −0.81 e Å−3

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	Occ. (<1)
C1	0.13529 (8)	1.05662 (18)	0.79172 (12)	0.0273 (3)
C2	0.17740 (9)	1.0448 (2)	0.76412 (15)	0.0338 (3)
H2	0.2207	1.0967	0.8041	0.041*
C3	0.15571 (9)	0.9591 (2)	0.68020 (15)	0.0338 (3)
H3	0.1844	0.9503	0.6638	0.041*
C4	0.08932 (8)	0.88348 (17)	0.61807 (13)	0.0268 (3)
C5	0.06222 (10)	0.7871 (2)	0.52973 (15)	0.0335 (3)
H5	0.0894	0.7721	0.5111	0.040*
C6	−0.00201 (10)	0.7173 (2)	0.47264 (14)	0.0325 (3)
H6	−0.0181	0.6543	0.4162	0.039*
C7	−0.04559 (8)	0.73991 (17)	0.49864 (12)	0.0257 (3)
C8	−0.11375 (9)	0.6737 (2)	0.44131 (13)	0.0332 (3)
H8	−0.1322	0.6085	0.3847	0.040*
C9	−0.15234 (9)	0.7061 (2)	0.46972 (14)	0.0340 (3)
H9	−0.1975	0.6637	0.4322	0.041*
C10	−0.12360 (8)	0.80361 (17)	0.55573 (12)	0.0267 (3)
H10	−0.1506	0.8253	0.5740	0.032*
C11	−0.02038 (7)	0.83494 (15)	0.58437 (10)	0.0198 (2)
C12	0.04852 (7)	0.90451 (15)	0.64633 (11)	0.0205 (2)
C13	0.16252 (10)	1.1435 (2)	0.88823 (14)	0.0377 (4)
H13A	0.1605	1.2502	0.8748	0.057*
H13B	0.2112	1.1148	0.9471	0.057*
H13C	0.1335	1.1217	0.9050	0.057*
C14	0.0000	1.3587 (2)	0.7500	0.0282 (4)
C15	0.0000	1.5232 (3)	0.7500	0.0525 (9)
H15A	−0.0443	1.5595	0.7279	0.079*	0.50
H15B	0.0051	1.5595	0.7016	0.079*	0.50
H15C	0.0392	1.5595	0.8205	0.079*	0.50
Cu1	0.0000	0.99458 (2)	0.7500	0.01924 (7)
N1	0.07141 (6)	0.98891 (12)	0.73210 (10)	0.0208 (2)
N2	−0.05911 (6)	0.86627 (13)	0.61224 (9)	0.0207 (2)
N3	0.0000	1.2302 (2)	0.7500	0.0303 (4)
B1	0.18636 (13)	0.4493 (3)	0.30558 (19)	0.0314 (4)	0.810 (3)
F1	0.19869 (8)	0.38867 (18)	0.24324 (13)	0.0455 (4)	0.810 (3)
F2	0.1938 (6)	0.3381 (6)	0.3661 (9)	0.1162 (15)	0.810 (3)
F3	0.2324 (2)	0.5670 (4)	0.3570 (3)	0.0722 (10)	0.810 (3)
F4	0.1172 (3)	0.5089 (5)	0.2417 (3)	0.0696 (13)	0.810 (3)
B1B	0.1736 (6)	0.4482 (13)	0.3248 (8)	0.0314 (4)	0.190 (3)
F1B	0.1694 (4)	0.4945 (7)	0.4000 (6)	0.0455 (4)	0.190 (3)
F2B	0.193 (3)	0.306 (3)	0.363 (4)	0.1162 (15)	0.190 (3)
F3B	0.2359 (10)	0.532 (2)	0.3811 (16)	0.0722 (10)	0.190 (3)
F4B	0.1126 (13)	0.463 (3)	0.2259 (18)	0.0696 (13)	0.190 (3)

	U11	U22	U33	U12	U13	U23
C1	0.0216 (6)	0.0254 (6)	0.0285 (7)	−0.0038 (5)	0.0140 (5)	0.0041 (5)
C2	0.0228 (6)	0.0349 (8)	0.0405 (9)	−0.0028 (6)	0.0198 (6)	0.0081 (7)
C3	0.0280 (7)	0.0370 (8)	0.0432 (9)	0.0026 (6)	0.0265 (7)	0.0097 (7)
C4	0.0284 (6)	0.0272 (6)	0.0321 (7)	0.0056 (5)	0.0233 (6)	0.0083 (5)
C5	0.0408 (8)	0.0371 (8)	0.0385 (8)	0.0077 (7)	0.0331 (8)	0.0055 (7)
C6	0.0425 (9)	0.0337 (8)	0.0309 (7)	0.0045 (6)	0.0284 (7)	−0.0005 (6)
C7	0.0298 (6)	0.0244 (6)	0.0234 (6)	0.0008 (5)	0.0179 (6)	−0.0015 (5)
C8	0.0348 (8)	0.0312 (7)	0.0282 (7)	−0.0057 (6)	0.0188 (6)	−0.0093 (6)
C9	0.0271 (7)	0.0333 (8)	0.0340 (8)	−0.0096 (6)	0.0173 (6)	−0.0112 (6)
C10	0.0222 (6)	0.0266 (6)	0.0303 (7)	−0.0040 (5)	0.0171 (6)	−0.0049 (5)
C11	0.0214 (5)	0.0176 (5)	0.0208 (5)	0.0013 (4)	0.0143 (5)	0.0014 (4)
C12	0.0208 (5)	0.0194 (5)	0.0230 (6)	0.0018 (4)	0.0153 (5)	0.0041 (4)
C13	0.0314 (8)	0.0371 (8)	0.0319 (8)	−0.0150 (7)	0.0158 (7)	−0.0063 (6)
C14	0.0373 (11)	0.0202 (8)	0.0382 (11)	0.000	0.0298 (10)	0.000
C15	0.068 (2)	0.0182 (10)	0.100 (3)	0.000	0.068 (2)	0.000
Cu1	0.01965 (11)	0.01729 (11)	0.02048 (11)	0.000	0.01326 (9)	0.000
N1	0.0189 (5)	0.0198 (5)	0.0218 (5)	−0.0012 (4)	0.0128 (4)	0.0020 (4)
N2	0.0198 (5)	0.0192 (5)	0.0235 (5)	−0.0016 (4)	0.0146 (4)	−0.0016 (4)
N3	0.0415 (10)	0.0213 (8)	0.0366 (10)	0.000	0.0296 (9)	0.000
B1	0.0278 (10)	0.0394 (11)	0.0316 (10)	0.0043 (8)	0.0217 (8)	0.0098 (9)
F1	0.0439 (7)	0.0483 (8)	0.0544 (9)	−0.0133 (6)	0.0370 (7)	−0.0170 (6)
F2	0.1160 (18)	0.129 (3)	0.153 (2)	0.061 (3)	0.1105 (19)	0.109 (3)
F3	0.0757 (12)	0.081 (2)	0.098 (2)	−0.0216 (14)	0.0735 (16)	−0.0299 (17)
F4	0.0408 (10)	0.124 (4)	0.0501 (17)	0.040 (2)	0.0330 (13)	0.0346 (19)
B1B	0.0278 (10)	0.0394 (11)	0.0316 (10)	0.0043 (8)	0.0217 (8)	0.0098 (9)
F1B	0.0439 (7)	0.0483 (8)	0.0544 (9)	−0.0133 (6)	0.0370 (7)	−0.0170 (6)
F2B	0.1160 (18)	0.129 (3)	0.153 (2)	0.061 (3)	0.1105 (19)	0.109 (3)
F3B	0.0757 (12)	0.081 (2)	0.098 (2)	−0.0216 (14)	0.0735 (16)	−0.0299 (17)
F4B	0.0408 (10)	0.124 (4)	0.0501 (17)	0.040 (2)	0.0330 (13)	0.0346 (19)

C1—N1	1.3356 (18)	C12—N1	1.3652 (18)
C1—C2	1.413 (2)	C13—H13A	0.9600
C1—C13	1.488 (2)	C13—H13B	0.9600
C2—C3	1.356 (3)	C13—H13C	0.9600
C2—H2	0.9300	C14—N3	1.133 (3)
C3—C4	1.409 (2)	C14—C15	1.449 (3)
C3—H3	0.9300	C15—H15A	0.9600
C4—C12	1.3985 (19)	C15—H15B	0.9600
C4—C5	1.431 (2)	C15—H15C	0.9600
C5—C6	1.353 (3)	Cu1—N1i	2.0042 (12)
C5—H5	0.9300	Cu1—N1	2.0043 (12)
C6—C7	1.436 (2)	Cu1—N2	2.0669 (12)
C6—H6	0.9300	Cu1—N2i	2.0669 (12)
C7—C11	1.4030 (19)	Cu1—N3	2.0759 (19)
C7—C8	1.411 (2)	B1—F2	1.334 (6)
C8—C9	1.365 (3)	B1—F3	1.351 (4)
C8—H8	0.9300	B1—F1	1.384 (3)
C9—C10	1.401 (2)	B1—F4	1.397 (5)
C9—H9	0.9300	B1B—F4B	1.32 (3)
C10—N2	1.3312 (18)	B1B—F2B	1.344 (16)
C10—H10	0.9300	B1B—F3B	1.381 (15)
C11—N2	1.3589 (17)	B1B—F1B	1.399 (11)
C11—C12	1.4297 (18)
N1—C1—C2	120.27 (15)	C1—C13—H13C	109.5
N1—C1—C13	119.85 (14)	H13A—C13—H13C	109.5
C2—C1—C13	119.87 (14)	H13B—C13—H13C	109.5
C3—C2—C1	121.05 (15)	N3—C14—C15	180.000 (3)
C3—C2—H2	119.5	C14—C15—H15A	109.5
C1—C2—H2	119.5	C14—C15—H15B	109.5
C2—C3—C4	119.43 (15)	H15A—C15—H15B	109.5
C2—C3—H3	120.3	C14—C15—H15C	109.5
C4—C3—H3	120.3	H15A—C15—H15C	109.5
C12—C4—C3	117.02 (15)	H15B—C15—H15C	109.5
C12—C4—C5	118.98 (14)	N1i—Cu1—N1	177.15 (6)
C3—C4—C5	124.00 (14)	N1i—Cu1—N2	96.41 (5)
C6—C5—C4	121.56 (14)	N1—Cu1—N2	82.02 (5)
C6—C5—H5	119.2	N1i—Cu1—N2i	82.02 (5)
C4—C5—H5	119.2	N1—Cu1—N2i	96.41 (5)
C5—C6—C7	120.47 (15)	N2—Cu1—N2i	113.67 (7)
C5—C6—H6	119.8	N1i—Cu1—N3	91.43 (3)
C7—C6—H6	119.8	N1—Cu1—N3	91.43 (3)
C11—C7—C8	117.39 (13)	N2—Cu1—N3	123.16 (3)
C11—C7—C6	118.96 (14)	N2i—Cu1—N3	123.16 (3)
C8—C7—C6	123.65 (14)	C1—N1—C12	119.08 (13)
C9—C8—C7	119.42 (14)	C1—N1—Cu1	128.24 (11)
C9—C8—H8	120.3	C12—N1—Cu1	112.67 (9)
C7—C8—H8	120.3	C10—N2—C11	118.39 (12)
C8—C9—C10	119.64 (15)	C10—N2—Cu1	130.48 (10)
C8—C9—H9	120.2	C11—N2—Cu1	110.88 (9)
C10—C9—H9	120.2	C14—N3—Cu1	180.000 (1)
N2—C10—C9	122.38 (14)	F2—B1—F3	116.7 (6)
N2—C10—H10	118.8	F2—B1—F1	107.9 (5)
C9—C10—H10	118.8	F3—B1—F1	104.8 (2)
N2—C11—C7	122.78 (13)	F2—B1—F4	109.5 (5)
N2—C11—C12	117.02 (12)	F3—B1—F4	107.2 (3)
C7—C11—C12	120.20 (12)	F1—B1—F4	110.5 (2)
N1—C12—C4	123.06 (13)	F4B—B1B—F2B	116 (3)
N1—C12—C11	117.17 (11)	F4B—B1B—F3B	130.2 (18)
C4—C12—C11	119.77 (13)	F2B—B1B—F3B	107 (2)
C1—C13—H13A	109.5	F4B—B1B—F1B	113.1 (12)
C1—C13—H13B	109.5	F2B—B1B—F1B	94 (2)
H13A—C13—H13B	109.5	F3B—B1B—F1B	87.4 (9)