Bis(diallyl­benzimidazolium) tetra­bromidocuprate(II)

Mys'kiv, M.; Goreshnik, E.

doi:10.1107/S1600536808023039

metal-organic compounds

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ISSN: 2056-9890

Volume 64| Part 8| August 2008| Page m1075

doi:10.1107/S1600536808023039

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Bis(diallylbenzimidazolium) tetrabromidocuprate(II)

Marian Mys'kiv ^a ^* and Evgeny Goreshnik ^b

^aDepartment of Inorganic Chemistry, Ivan Franko National University, Cyryla and Mefodia 6, L'viv, Ukraine, and ^bDepartment of Inorganic Chemistry and Technology, Jožef Stefan Institute, Jamova 39, 1000 Ljubljana, Slovenia
^*Correspondence e-mail: myskiv@franko.lviv.ua

(Received 11 July 2008; accepted 22 July 2008; online 26 July 2008)

The structure of the title ionic copper(II) compound, (C₁₃H₁₅N₂)₂[CuBr₄], is built up of isolated 1,3-diallylbenzimidazolium cations and [CuBr₄]²⁻ anions which are interconnected by electrostatic interactions. Differences in packing of the heterocyclic cores results in a different structure compared with earlier investigated chloride and bromide analogues.

Related literature

For related literature, see: Goreshnik et al. (1999 , 2000 ); Hathaway (1982 ).

Experimental

Crystal data

(C₁₃H₁₅N₂)₂[CuBr₄]
M_r = 781.69
Monoclinic, P 2₁ /n
a = 10.8619 (7) Å
b = 15.3447 (7) Å
c = 18.3282 (10) Å
β = 105.451 (2)°
V = 2944.4 (3) Å³
Z = 4
Mo Kα radiation
μ = 6.19 mm⁻¹
T = 200 K
0.12 × 0.09 × 0.07 mm

Data collection

Rigaku Mercury CCD diffractometer
Absorption correction: multi-scan (Blessing, 1995 ) T_min = 0.522, T_max = 0.639
24051 measured reflections
6609 independent reflections
4956 reflections with I > 2σ(I)
R_int = 0.052

Refinement

R[F² > 2σ(F²)] = 0.065
wR(F²) = 0.136
S = 1.21
6609 reflections
316 parameters
H-atom parameters constrained
Δρ_max = 1.02 e Å⁻³
Δρ_min = −0.54 e Å⁻³

Data collection: CrystalClear (Rigaku, 2001 ); cell refinement: CrystalClear data reduction: CrystalClear; program(s) used to solve structure: SIR92 (Altomare et al., 1993 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ); molecular graphics: DIAMOND (Brandenburg & Berndt, 1999 ); software used to prepare material for publication: WinGX (Farrugia, 1999 ) and enCIFer (Allen et al., 2004 ).

Supporting information

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536808023039/dn2367sup1.cif

Structure factors: contains datablock I. DOI: 10.1107/S1600536808023039/dn2367Isup2.hkl

checkCIF report

Comment top

The structure of the title compound (I) is built by isolated 1,3-diallylbenzimidazolium cations and CuBr₄^2- anions which are interconnected by electrostatic interaction (Fig. 1). The copper(II) atom possesses a less common distorted tetrahedral coordination. The flattened tetrahedron of the Cu^II atom can be considered as a result of the Jahn–Teller effect similarly as it takes place in the structure of CsCuCl₃ (Hathaway, 1982).

Compound I noticeably differs from earlier investigated chloride [C₁₃H₁₅N₂]⁺₂[Cu^IICl₄]^2- (Goreshnik et al., 1999) and chloride–bromide [C₁₃H₁₅N₂]⁺₂[CuCl_2.58Br_1.42]^2- (Goreshnik et al., 2000) derivatives. Last two compounds are isostructural and crystallize, contrary to compound I, in an orthorhombic Fddd space group. The main difference between two structural types is the packing of the closest benimidazole rings. In chloride and chloride–bromide derivatives two closest heterocyclic cores are oriented in a 'head-to-tail' manner with the location of benzene ring of one organic molecule opposite the imidazole ring of another one (Fig. 2 left). The planes of the closest benzimidazole rings are slightly tilted. In compound I benzene ring of one organic moiety is oriented strictly opposite the benzene ring of another one (Fig. 2 right). Two closest benzimidazole cores appear to be strictly parallel, and the ring–ring distanse of 3.752 (9) Å indicates the presence of π–π stacking interaction.

Related literature top

For related literature, see: Goreshnik et al. (1999, 2000); Hathaway (1982).

Experimental top

Compound I was synthesized from Cu(CF₃COO)₂H₂O and 1,3-diallylbezimidazolium bromide in ethanol solution.

Computing details top

Data collection: CrystalClear (Rigaku, 2001); cell refinement: CrystalClear (Rigaku, 2001); data reduction: CrystalClear (Rigaku, 2001); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg & Berndt, 1999); software used to prepare material for publication: WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).

Figures top

	Fig. 1. View of (I) (30% probability displacement ellipsoids)
	Fig. 2. Difference in a packing of heterocyclic cores in [C₁₃H₁₅N₂]⁺₂[CuBr₄]^2- and [C₁₃H₁₅N₂]⁺₂[CuCl₄]^2- compounds

Bis(diallylbenzimidazolium) tetrabromidocuprate(II) top

Crystal data top

(C₁₃H₁₅N₂)₂[CuBr₄]	F(000) = 1532
M_r = 781.69	D_x = 1.763 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2yn	Cell parameters from 8643 reflections
a = 10.8619 (7) Å	θ = 1.8–28.9°
b = 15.3447 (7) Å	µ = 6.19 mm⁻¹
c = 18.3282 (10) Å	T = 200 K
β = 105.451 (2)°	Chunk, black
V = 2944.4 (3) Å³	0.12 × 0.09 × 0.07 mm
Z = 4

Data collection top

Rigaku Mercury CCD diffractometer	4956 reflections with I > 2σ(I)
dtprofit.ref scans	R_int = 0.052
Absorption correction: multi-scan (Blessing, 1995)	θ_max = 29.5°, θ_min = 1.8°
T_min = 0.522, T_max = 0.639	h = −15→15
24051 measured reflections	k = −21→21
6609 independent reflections	l = −25→25

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)] = 0.065	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.136	H-atom parameters constrained
S = 1.21	w = 1/[σ²(F_o²) + (0.0337P)² + 3.822P] where P = (F_o² + 2F_c²)/3
6609 reflections	(Δ/σ)_max < 0.001
316 parameters	Δρ_max = 1.03 e Å⁻³
0 restraints	Δρ_min = −0.54 e Å⁻³

Crystal data top

(C₁₃H₁₅N₂)₂[CuBr₄]	V = 2944.4 (3) Å³
M_r = 781.69	Z = 4
Monoclinic, P2₁/n	Mo Kα radiation
a = 10.8619 (7) Å	µ = 6.19 mm⁻¹
b = 15.3447 (7) Å	T = 200 K
c = 18.3282 (10) Å	0.12 × 0.09 × 0.07 mm
β = 105.451 (2)°

Data collection top

Rigaku Mercury CCD diffractometer	6609 independent reflections
Absorption correction: multi-scan (Blessing, 1995)	4956 reflections with I > 2σ(I)
T_min = 0.522, T_max = 0.639	R_int = 0.052
24051 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.065	0 restraints
wR(F²) = 0.136	H-atom parameters constrained
S = 1.21	Δρ_max = 1.03 e Å⁻³
6609 reflections	Δρ_min = −0.54 e Å⁻³
316 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Br1	−0.00902 (7)	0.69985 (4)	0.39870 (4)	0.0588 (2)
Br2	0.08214 (7)	0.78208 (5)	0.22471 (4)	0.05540 (19)
Br3	0.28719 (7)	0.88041 (5)	0.39572 (4)	0.0670 (2)
Br4	−0.04726 (7)	0.93993 (5)	0.37629 (4)	0.0606 (2)
Cu1	0.08067 (7)	0.82226 (5)	0.34949 (4)	0.0479 (2)
N1	0.1331 (5)	1.0593 (3)	0.1875 (3)	0.0506 (13)
N2	−0.0731 (5)	1.0430 (3)	0.1659 (3)	0.0450 (12)
N3	0.6672 (5)	0.6752 (3)	0.1157 (3)	0.0500 (13)
N4	0.4599 (5)	0.6754 (4)	0.0790 (3)	0.0596 (15)
C1	0.0793 (7)	1.0878 (4)	0.1133 (4)	0.0498 (15)
C2	0.1342 (7)	1.1211 (4)	0.0586 (4)	0.0595 (18)
H2	0.2218	1.1294	0.0679	0.071*
C3	0.0514 (8)	1.1407 (4)	−0.0092 (4)	0.0654 (19)
H3	0.0841	1.1630	−0.0473	0.078*
C4	−0.0790 (8)	1.1290 (4)	−0.0241 (4)	0.0633 (19)
H4	−0.1306	1.1428	−0.0719	0.076*
C5	−0.1354 (7)	1.0974 (4)	0.0303 (4)	0.0578 (17)
H5	−0.2232	1.0906	0.0211	0.069*
C6	−0.0509 (6)	1.0766 (4)	0.0994 (3)	0.0472 (14)
C7	0.0392 (6)	1.0332 (4)	0.2152 (4)	0.0501 (15)
H7	0.0507	1.0106	0.2636	0.060*
C8	−0.1982 (6)	1.0191 (4)	0.1768 (4)	0.0524 (15)
H8A	−0.2591	1.0653	0.1573	0.063*
H8B	−0.1908	1.0128	0.2304	0.063*
C9	−0.2457 (7)	0.9362 (4)	0.1373 (4)	0.0599 (17)
H9	−0.2002	0.8855	0.1547	0.072*
C10	−0.3459 (8)	0.9295 (6)	0.0805 (5)	0.084 (3)
H10A	−0.3936	0.9789	0.0618	0.101*
H10B	−0.3702	0.8755	0.0585	0.101*
C11	0.2709 (7)	1.0506 (5)	0.2243 (4)	0.0643 (18)
H11A	0.2847	1.0497	0.2788	0.077*
H11B	0.3159	1.1005	0.2115	0.077*
C12	0.3226 (7)	0.9698 (5)	0.2000 (4)	0.0636 (18)
H12	0.2953	0.9167	0.2144	0.076*
C13	0.4048 (8)	0.9693 (5)	0.1592 (5)	0.090 (3)
H13A	0.4336	1.0216	0.1440	0.108*
H13B	0.4345	0.9166	0.1454	0.108*
C14	0.6251 (6)	0.7068 (4)	0.1764 (3)	0.0474 (14)
C15	0.6927 (7)	0.7363 (4)	0.2464 (4)	0.0602 (18)
H15	0.7815	0.7380	0.2613	0.072*
C16	0.6190 (9)	0.7634 (5)	0.2931 (4)	0.070 (2)
H16	0.6601	0.7836	0.3413	0.085*
C17	0.4853 (9)	0.7619 (4)	0.2712 (4)	0.064 (2)
H17	0.4406	0.7801	0.3052	0.077*
C18	0.4193 (7)	0.7341 (4)	0.2007 (4)	0.0624 (19)
H18	0.3305	0.7338	0.1856	0.075*
C19	0.4916 (7)	0.7064 (4)	0.1530 (4)	0.0526 (16)
C20	0.5660 (6)	0.6565 (4)	0.0598 (3)	0.0524 (15)
H20	0.5688	0.6333	0.0134	0.063*
C21	0.7995 (6)	0.6605 (5)	0.1136 (4)	0.0594 (17)
H21A	0.8490	0.7126	0.1315	0.071*
H21B	0.8010	0.6510	0.0615	0.071*
C22	0.8619 (8)	0.5839 (6)	0.1607 (6)	0.081 (2)
H22	0.8817	0.5904	0.2130	0.098*
C23	0.8892 (9)	0.5139 (7)	0.1368 (7)	0.118 (4)
H23A	0.8713	0.5043	0.0849	0.142*
H23B	0.9277	0.4704	0.1705	0.142*
C24	0.3253 (8)	0.6751 (6)	0.0274 (4)	0.086 (3)
H24A	0.2850	0.7308	0.0305	0.103*
H24B	0.3280	0.6664	−0.0246	0.103*
C25	0.2548 (10)	0.6089 (6)	0.0486 (4)	0.094 (3)
H25	0.2907	0.5541	0.0613	0.112*
C26	0.1296 (8)	0.6254 (7)	0.0506 (6)	0.105 (3)
H26A	0.0941	0.6803	0.0379	0.126*
H26B	0.0816	0.5815	0.0647	0.126*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Br1	0.0615 (4)	0.0512 (4)	0.0634 (5)	−0.0018 (3)	0.0158 (3)	0.0067 (3)
Br2	0.0578 (4)	0.0624 (4)	0.0460 (4)	−0.0059 (3)	0.0139 (3)	−0.0070 (3)
Br3	0.0574 (4)	0.0742 (5)	0.0679 (5)	−0.0087 (4)	0.0143 (4)	−0.0175 (4)
Br4	0.0731 (5)	0.0568 (4)	0.0580 (4)	0.0202 (3)	0.0283 (4)	0.0101 (3)
Cu1	0.0519 (5)	0.0441 (4)	0.0485 (5)	0.0020 (3)	0.0150 (4)	−0.0008 (3)
N1	0.051 (3)	0.046 (3)	0.056 (3)	−0.003 (2)	0.016 (3)	−0.006 (2)
N2	0.048 (3)	0.045 (3)	0.045 (3)	0.000 (2)	0.019 (2)	0.003 (2)
N3	0.049 (3)	0.057 (3)	0.043 (3)	−0.003 (2)	0.010 (2)	0.001 (2)
N4	0.047 (3)	0.090 (4)	0.043 (3)	−0.006 (3)	0.012 (3)	−0.004 (3)
C1	0.066 (4)	0.036 (3)	0.049 (4)	0.001 (3)	0.019 (3)	−0.001 (3)
C2	0.069 (5)	0.048 (4)	0.073 (5)	0.002 (3)	0.040 (4)	0.002 (3)
C3	0.087 (6)	0.051 (4)	0.068 (5)	0.005 (4)	0.037 (4)	0.013 (3)
C4	0.092 (6)	0.050 (4)	0.050 (4)	0.011 (4)	0.022 (4)	0.010 (3)
C5	0.065 (4)	0.051 (4)	0.058 (4)	0.002 (3)	0.017 (4)	0.004 (3)
C6	0.062 (4)	0.039 (3)	0.044 (4)	0.003 (3)	0.018 (3)	0.003 (3)
C7	0.060 (4)	0.046 (3)	0.045 (4)	0.004 (3)	0.016 (3)	−0.001 (3)
C8	0.048 (4)	0.062 (4)	0.050 (4)	0.001 (3)	0.019 (3)	0.006 (3)
C9	0.061 (4)	0.052 (4)	0.070 (5)	−0.003 (3)	0.025 (4)	0.000 (3)
C10	0.082 (6)	0.095 (7)	0.081 (6)	−0.023 (5)	0.034 (5)	−0.015 (5)
C11	0.061 (4)	0.064 (5)	0.067 (5)	−0.006 (4)	0.015 (4)	0.000 (4)
C12	0.054 (4)	0.055 (4)	0.083 (5)	−0.002 (3)	0.022 (4)	0.011 (4)
C13	0.095 (7)	0.062 (5)	0.132 (8)	0.006 (5)	0.062 (6)	0.022 (5)
C14	0.054 (4)	0.042 (3)	0.046 (4)	0.002 (3)	0.014 (3)	0.005 (3)
C15	0.073 (5)	0.059 (4)	0.045 (4)	−0.008 (4)	0.010 (4)	−0.001 (3)
C16	0.106 (7)	0.054 (4)	0.046 (4)	−0.001 (4)	0.010 (4)	−0.007 (3)
C17	0.105 (6)	0.043 (4)	0.052 (5)	0.010 (4)	0.034 (4)	0.000 (3)
C18	0.071 (5)	0.062 (4)	0.060 (5)	0.019 (4)	0.027 (4)	0.012 (3)
C19	0.060 (4)	0.051 (4)	0.046 (4)	−0.001 (3)	0.013 (3)	0.005 (3)
C20	0.050 (4)	0.068 (4)	0.038 (3)	−0.004 (3)	0.009 (3)	−0.006 (3)
C21	0.045 (4)	0.065 (4)	0.071 (5)	−0.008 (3)	0.020 (3)	0.008 (3)
C22	0.066 (5)	0.076 (6)	0.116 (7)	0.005 (4)	0.048 (5)	0.010 (5)
C23	0.070 (6)	0.089 (7)	0.184 (11)	−0.007 (6)	0.013 (7)	−0.002 (7)
C24	0.089 (7)	0.108 (7)	0.064 (5)	−0.010 (5)	0.025 (5)	−0.002 (5)
C25	0.120 (8)	0.082 (6)	0.067 (6)	−0.016 (6)	0.004 (5)	−0.015 (5)
C26	0.056 (5)	0.120 (8)	0.145 (9)	−0.019 (5)	0.039 (6)	−0.031 (7)

Geometric parameters (Å, º) top

Br1—Cu1	2.3999 (10)	C10—H10B	0.9300
Br2—Cu1	2.3728 (9)	C11—C12	1.477 (9)
Br3—Cu1	2.3524 (11)	C11—H11A	0.9700
Br4—Cu1	2.4074 (10)	C11—H11B	0.9700
N1—C7	1.317 (8)	C12—C13	1.308 (10)
N1—C1	1.400 (8)	C12—H12	0.9300
N1—C11	1.474 (8)	C13—H13A	0.9300
N2—C7	1.319 (8)	C13—H13B	0.9300
N2—C6	1.402 (7)	C14—C15	1.375 (9)
N2—C8	1.472 (7)	C14—C19	1.399 (9)
N3—C20	1.319 (7)	C15—C16	1.382 (10)
N3—C14	1.397 (8)	C15—H15	0.9300
N3—C21	1.465 (8)	C16—C17	1.400 (11)
N4—C20	1.323 (8)	C16—H16	0.9300
N4—C19	1.392 (8)	C17—C18	1.368 (10)
N4—C24	1.515 (10)	C17—H17	0.9300
C1—C6	1.379 (9)	C18—C19	1.389 (9)
C1—C2	1.392 (8)	C18—H18	0.9300
C2—C3	1.360 (10)	C20—H20	0.9300
C2—H2	0.9300	C21—C22	1.510 (10)
C3—C4	1.381 (10)	C21—H21A	0.9700
C3—H3	0.9300	C21—H21B	0.9700
C4—C5	1.389 (9)	C22—C23	1.226 (12)
C4—H4	0.9300	C22—H22	0.9300
C5—C6	1.388 (9)	C23—H23A	0.9300
C5—H5	0.9300	C23—H23B	0.9300
C7—H7	0.9300	C24—C25	1.388 (11)
C8—C9	1.486 (9)	C24—H24A	0.9700
C8—H8A	0.9700	C24—H24B	0.9700
C8—H8B	0.9700	C25—C26	1.393 (12)
C9—C10	1.294 (10)	C25—H25	0.9300
C9—H9	0.9300	C26—H26A	0.9300
C10—H10A	0.9300	C26—H26B	0.9300

Br3—Cu1—Br2	101.25 (4)	N1—C11—H11B	109.4
Br3—Cu1—Br1	127.24 (4)	C12—C11—H11B	109.4
Br2—Cu1—Br1	105.46 (4)	H11A—C11—H11B	108.0
Br3—Cu1—Br4	100.89 (4)	C13—C12—C11	123.4 (7)
Br2—Cu1—Br4	122.96 (4)	C13—C12—H12	118.3
Br1—Cu1—Br4	101.31 (4)	C11—C12—H12	118.3
C7—N1—C1	107.7 (5)	C12—C13—H13A	120.0
C7—N1—C11	126.3 (6)	C12—C13—H13B	120.0
C1—N1—C11	125.7 (6)	H13A—C13—H13B	120.0
C7—N2—C6	107.2 (5)	C15—C14—N3	130.6 (6)
C7—N2—C8	126.7 (5)	C15—C14—C19	122.7 (6)
C6—N2—C8	126.1 (5)	N3—C14—C19	106.7 (5)
C20—N3—C14	108.2 (5)	C14—C15—C16	115.1 (7)
C20—N3—C21	124.5 (5)	C14—C15—H15	122.5
C14—N3—C21	127.3 (5)	C16—C15—H15	122.5
C20—N4—C19	109.1 (6)	C15—C16—C17	123.0 (7)
C20—N4—C24	126.7 (6)	C15—C16—H16	118.5
C19—N4—C24	123.8 (6)	C17—C16—H16	118.5
C6—C1—C2	121.8 (6)	C18—C17—C16	121.3 (7)
C6—C1—N1	106.5 (5)	C18—C17—H17	119.4
C2—C1—N1	131.7 (7)	C16—C17—H17	119.4
C3—C2—C1	115.7 (7)	C17—C18—C19	116.6 (7)
C3—C2—H2	122.2	C17—C18—H18	121.7
C1—C2—H2	122.2	C19—C18—H18	121.7
C2—C3—C4	123.1 (7)	C18—C19—N4	133.2 (7)
C2—C3—H3	118.4	C18—C19—C14	121.3 (6)
C4—C3—H3	118.4	N4—C19—C14	105.5 (6)
C3—C4—C5	121.9 (7)	N3—C20—N4	110.5 (6)
C3—C4—H4	119.1	N3—C20—H20	124.7
C5—C4—H4	119.1	N4—C20—H20	124.7
C6—C5—C4	115.1 (7)	N3—C21—C22	113.5 (5)
C6—C5—H5	122.4	N3—C21—H21A	108.9
C4—C5—H5	122.4	C22—C21—H21A	108.9
C1—C6—C5	122.4 (6)	N3—C21—H21B	108.9
C1—C6—N2	106.9 (5)	C22—C21—H21B	108.9
C5—C6—N2	130.7 (6)	H21A—C21—H21B	107.7
N1—C7—N2	111.8 (6)	C23—C22—C21	126.3 (10)
N1—C7—H7	124.1	C23—C22—H22	116.8
N2—C7—H7	124.1	C21—C22—H22	116.8
N2—C8—C9	111.1 (5)	C22—C23—H23A	120.0
N2—C8—H8A	109.4	C22—C23—H23B	120.0
C9—C8—H8A	109.4	H23A—C23—H23B	120.0
N2—C8—H8B	109.4	C25—C24—N4	109.9 (8)
C9—C8—H8B	109.4	C25—C24—H24A	109.7
H8A—C8—H8B	108.0	N4—C24—H24A	109.7
C10—C9—C8	124.5 (7)	C25—C24—H24B	109.7
C10—C9—H9	117.7	N4—C24—H24B	109.7
C8—C9—H9	117.7	H24A—C24—H24B	108.2
C9—C10—H10A	120.0	C24—C25—C26	119.4 (10)
C9—C10—H10B	120.0	C24—C25—H25	120.3
H10A—C10—H10B	120.0	C26—C25—H25	120.3
N1—C11—C12	111.1 (6)	C25—C26—H26A	120.0
N1—C11—H11A	109.4	C25—C26—H26B	120.0
C12—C11—H11A	109.4	H26A—C26—H26B	120.0

Experimental details

Crystal data
Chemical formula	(C₁₃H₁₅N₂)₂[CuBr₄]
M_r	781.69
Crystal system, space group	Monoclinic, P2₁/n
Temperature (K)	200
a, b, c (Å)	10.8619 (7), 15.3447 (7), 18.3282 (10)
β (°)	105.451 (2)
V (Å³)	2944.4 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	6.19
Crystal size (mm)	0.12 × 0.09 × 0.07

Data collection
Diffractometer	Rigaku Mercury CCD diffractometer
Absorption correction	Multi-scan (Blessing, 1995)
T_min, T_max	0.522, 0.639
No. of measured, independent and observed [I > 2σ(I)] reflections	24051, 6609, 4956
R_int	0.052
(sin θ/λ)_max (Å⁻¹)	0.692

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.065, 0.136, 1.21
No. of reflections	6609
No. of parameters	316
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	1.03, −0.54

Computer programs: CrystalClear (Rigaku, 2001), SIR92 (Altomare et al., 1993), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg & Berndt, 1999), WinGX (Farrugia, 1999) and enCIFer (Allen et al., 2004).

Acknowledgements

The authors gratefully acknowledge the Slovenian Research Agency (ARRS) and the Ukrainian Ministry for Science and Higher Education for financial support (bilateral project BI-UA/07-08-003, M/107-2007).

References

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