Bromidotetra-kis-(2-isopropyl-1H-imidazole-κN)copper(II) bromide.

The Cu(II) atom in the title salt, [CuBr(C(6)H(10)N(2))(4)]Br, is coordinated in a square-pyramidal geometry by four imidazole N atoms and one bromide anion that is located at the apex of the pyramid. The cations and the anions form a two-dimensional network parallel to (001) through N-H⋯Br hydrogen bonds.

Related literature

For similar compounds, see: Hossaini Sadr et al. (2004 ▶); Li et al. (2007 ▶); Liu et al. (2007 ▶).

Experimental

Crystal data

[CuBr(C6H10N2)4]Br

M = 664

Monoclinic,

a = 10.7094 (7) Å

b = 19.9917 (6) Å

c = 16.7885 (19) Å

β = 121.552 (7)°

V = 3063.0 (4) Å3

Z = 4

Mo Kα radiation

μ = 3.35 mm−1

T = 120 K

0.41 × 0.25 × 0.23 mm

Data collection

Oxford Diffraction Xcalibur Sapphire2 diffractometer

Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010 ▶) T min = 0.628, T max = 1

11133 measured reflections

5710 independent reflections

4597 reflections with I > 2σ(I)

R int = 0.017

Refinement

R[F 2 > 2σ(F 2)] = 0.033

wR(F 2) = 0.092

S = 1.05

5710 reflections

324 parameters

H-atom parameters constrained

Δρmax = 1.86 e Å−3

Δρmin = −1.04 e Å−3

Data collection: CrysAlis PRO (Oxford Diffraction, 2010 ▶); cell refinement: CrysAlis PRO; data reduction: CrysAlis PRO; 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: WinGX (Farrugia, 1999 ▶).

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811035215/ng5221sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811035215/ng5221Isup2.hkl

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

[CuBr(C6H10N2)4]Br	F(000) = 1356
Mr = 664	Dx = 1.44 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4456 reflections
a = 10.7094 (7) Å	θ = 2.5–30.0°
b = 19.9917 (6) Å	µ = 3.35 mm−1
c = 16.7885 (19) Å	T = 120 K
β = 121.552 (7)°	Prism, blue
V = 3063.0 (4) Å3	0.41 × 0.25 × 0.23 mm
Z = 4

Oxford Diffraction Xcalibur Sapphire2 diffractometer	5710 independent reflections
graphite	4597 reflections with I > 2σ(I)
Detector resolution: 8.1883 pixels mm-1	Rint = 0.017
ω scans	θmax = 25.5°, θmin = 2.5°
Absorption correction: multi-scan (CrysAlis PRO; Oxford Diffraction, 2010)	h = −12→11
Tmin = 0.628, Tmax = 1	k = −14→24
11133 measured reflections	l = −18→20

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)] = 0.033	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.092	H-atom parameters constrained
S = 1.05	w = 1/[σ2(Fo2) + (0.0602P)2] where P = (Fo2 + 2Fc2)/3
5710 reflections	(Δ/σ)max = 0.001
324 parameters	Δρmax = 1.86 e Å−3
0 restraints	Δρmin = −1.04 e Å−3

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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
Br1	0.31171 (3)	0.779079 (15)	0.001639 (19)	0.02020 (10)
Cu1	0.45146 (4)	0.766296 (16)	0.18655 (2)	0.01437 (10)
N1	0.6390 (3)	0.71702 (11)	0.21910 (16)	0.0171 (5)
N2	0.8002 (3)	0.64385 (13)	0.23226 (17)	0.0223 (6)
H2A	0.8388	0.6095	0.22	0.027*
N3	0.5719 (3)	0.85202 (11)	0.22788 (16)	0.0161 (5)
N4	0.7488 (3)	0.92415 (12)	0.26694 (17)	0.0215 (6)
H4A	0.8168	0.9478	0.2654	0.026*
N5	0.3114 (2)	0.81177 (11)	0.21723 (16)	0.0157 (5)
N6	0.1974 (3)	0.88848 (12)	0.24787 (17)	0.0219 (6)
H6D	0.1516	0.926	0.2444	0.026*
N7	0.3763 (3)	0.67785 (11)	0.20488 (16)	0.0176 (5)
N8	0.2343 (3)	0.60629 (12)	0.21834 (18)	0.0247 (6)
H8A	0.1554	0.5839	0.206	0.03*
C1	0.7738 (3)	0.73116 (15)	0.2985 (2)	0.0209 (7)
H1	0.7924	0.7669	0.3406	0.025*
C2	0.8743 (3)	0.68637 (15)	0.3069 (2)	0.0233 (7)
H2	0.9752	0.6847	0.3544	0.028*
C3	0.6587 (3)	0.66308 (14)	0.1806 (2)	0.0179 (6)
C4	0.5460 (3)	0.62848 (14)	0.0936 (2)	0.0194 (6)
H4	0.4525	0.6542	0.0673	0.023*
C5	0.5900 (4)	0.62837 (17)	0.0204 (2)	0.0294 (8)
H5A	0.6099	0.6743	0.0098	0.044*
H5B	0.5099	0.6097	−0.0382	0.044*
H5C	0.6782	0.6011	0.0428	0.044*
C6	0.5164 (4)	0.55681 (15)	0.1124 (2)	0.0303 (8)
H6A	0.6051	0.5298	0.1354	0.046*
H6B	0.4365	0.5373	0.0544	0.046*
H6C	0.4885	0.5576	0.1595	0.046*
C7	0.6050 (3)	0.88407 (14)	0.3097 (2)	0.0194 (6)
H7	0.5584	0.8759	0.3438	0.023*
C8	0.7131 (3)	0.92847 (15)	0.3338 (2)	0.0229 (7)
H8	0.7562	0.9571	0.3867	0.028*
C9	0.6617 (3)	0.87732 (14)	0.2031 (2)	0.0174 (6)
C10	0.6682 (3)	0.86072 (15)	0.1187 (2)	0.0220 (7)
H10	0.6014	0.8219	0.0865	0.026*
C11	0.8215 (4)	0.84085 (19)	0.1435 (3)	0.0378 (9)
H11A	0.8889	0.8783	0.1749	0.057*
H11B	0.8203	0.8294	0.0864	0.057*
H11C	0.8543	0.802	0.1853	0.057*
C12	0.6135 (4)	0.9195 (2)	0.0515 (3)	0.0472 (11)
H12A	0.5132	0.9307	0.0342	0.071*
H12B	0.6146	0.9076	−0.0048	0.071*
H12C	0.6774	0.9582	0.0817	0.071*
C13	0.2988 (3)	0.79106 (15)	0.2919 (2)	0.0196 (6)
H13	0.3342	0.7499	0.3244	0.023*
C14	0.2289 (3)	0.83811 (15)	0.3109 (2)	0.0231 (7)
H14	0.2059	0.8368	0.3584	0.028*
C15	0.2480 (3)	0.87125 (14)	0.1918 (2)	0.0177 (6)
C16	0.2259 (3)	0.91264 (15)	0.1117 (2)	0.0217 (7)
H16	0.2855	0.8924	0.0878	0.026*
C17	0.2765 (4)	0.98551 (15)	0.1391 (2)	0.0305 (8)
H17A	0.2169	1.0072	0.1604	0.046*
H17B	0.2651	1.0096	0.0848	0.046*
H17C	0.3797	0.9862	0.1896	0.046*
C18	0.0635 (4)	0.90979 (17)	0.0320 (2)	0.0328 (8)
H18A	0.0343	0.8631	0.0144	0.049*
H18B	0.0506	0.9345	−0.0222	0.049*
H18C	0.0024	0.93	0.0532	0.049*
C19	0.4603 (3)	0.64040 (14)	0.2861 (2)	0.0225 (7)
H19	0.5627	0.6452	0.3285	0.027*
C20	0.3729 (4)	0.59637 (16)	0.2946 (2)	0.0273 (7)
H20	0.4012	0.5648	0.3434	0.033*
C21	0.2391 (3)	0.65596 (14)	0.1655 (2)	0.0184 (6)
C22	0.1103 (3)	0.67838 (15)	0.0751 (2)	0.0223 (7)
H22	0.1356	0.7223	0.0585	0.027*
C23	0.0812 (4)	0.62825 (19)	−0.0015 (2)	0.0395 (9)
H23A	0.17	0.6229	−0.0041	0.059*
H23B	0.0013	0.6447	−0.0619	0.059*
H23C	0.0536	0.585	0.0123	0.059*
C24	−0.0242 (4)	0.68883 (19)	0.0820 (3)	0.0389 (9)
H24A	−0.054	0.646	0.0955	0.058*
H24B	−0.1044	0.7066	0.0227	0.058*
H24C	−0.0011	0.7206	0.1324	0.058*
Br2	0.96167 (4)	0.511235 (15)	0.20034 (3)	0.03505 (12)

	U11	U22	U33	U12	U13	U23
Br1	0.02145 (17)	0.02243 (16)	0.01668 (16)	−0.00041 (12)	0.00995 (13)	−0.00114 (12)
Cu1	0.01376 (19)	0.01431 (18)	0.01683 (19)	−0.00066 (14)	0.00923 (16)	−0.00082 (14)
N1	0.0161 (13)	0.0162 (12)	0.0198 (13)	0.0008 (10)	0.0100 (11)	0.0018 (11)
N2	0.0202 (14)	0.0239 (13)	0.0251 (14)	0.0077 (11)	0.0134 (12)	0.0037 (11)
N3	0.0166 (13)	0.0150 (11)	0.0185 (12)	−0.0001 (10)	0.0105 (11)	−0.0006 (10)
N4	0.0186 (13)	0.0196 (13)	0.0272 (14)	−0.0056 (11)	0.0126 (12)	−0.0028 (11)
N5	0.0147 (12)	0.0163 (12)	0.0173 (12)	−0.0005 (10)	0.0092 (11)	−0.0004 (10)
N6	0.0195 (14)	0.0232 (13)	0.0267 (14)	0.0048 (11)	0.0146 (12)	−0.0015 (12)
N7	0.0159 (13)	0.0158 (12)	0.0213 (13)	−0.0006 (10)	0.0099 (11)	−0.0008 (11)
N8	0.0226 (14)	0.0224 (13)	0.0306 (15)	−0.0056 (12)	0.0150 (13)	0.0033 (12)
C1	0.0190 (16)	0.0221 (15)	0.0180 (15)	−0.0021 (13)	0.0072 (13)	0.0001 (13)
C2	0.0159 (16)	0.0271 (16)	0.0214 (15)	0.0014 (13)	0.0059 (13)	0.0038 (14)
C3	0.0191 (16)	0.0183 (14)	0.0217 (15)	0.0013 (12)	0.0144 (13)	0.0052 (13)
C4	0.0203 (16)	0.0205 (15)	0.0203 (15)	0.0027 (13)	0.0125 (13)	−0.0015 (13)
C5	0.0328 (19)	0.0355 (19)	0.0232 (17)	0.0018 (16)	0.0170 (16)	0.0001 (15)
C6	0.036 (2)	0.0236 (16)	0.0334 (18)	−0.0031 (15)	0.0194 (17)	−0.0055 (15)
C7	0.0193 (16)	0.0206 (15)	0.0193 (15)	0.0007 (13)	0.0107 (13)	−0.0015 (13)
C8	0.0195 (16)	0.0241 (16)	0.0203 (16)	−0.0013 (13)	0.0071 (14)	−0.0078 (13)
C9	0.0152 (15)	0.0146 (14)	0.0216 (15)	−0.0002 (12)	0.0091 (13)	0.0000 (12)
C10	0.0230 (16)	0.0237 (15)	0.0236 (16)	−0.0039 (13)	0.0151 (14)	−0.0014 (13)
C11	0.038 (2)	0.048 (2)	0.041 (2)	0.0064 (18)	0.0295 (18)	0.0013 (18)
C12	0.052 (3)	0.066 (3)	0.030 (2)	0.022 (2)	0.027 (2)	0.018 (2)
C13	0.0194 (16)	0.0228 (15)	0.0194 (15)	0.0000 (13)	0.0121 (13)	0.0015 (13)
C14	0.0223 (16)	0.0285 (16)	0.0216 (15)	−0.0029 (14)	0.0136 (14)	−0.0033 (14)
C15	0.0129 (14)	0.0197 (15)	0.0184 (15)	−0.0025 (12)	0.0068 (13)	−0.0043 (12)
C16	0.0212 (16)	0.0219 (15)	0.0216 (15)	0.0047 (13)	0.0109 (14)	0.0013 (13)
C17	0.033 (2)	0.0225 (17)	0.0296 (18)	0.0012 (15)	0.0117 (16)	0.0066 (14)
C18	0.0311 (19)	0.0294 (17)	0.0248 (17)	0.0028 (15)	0.0056 (16)	0.0034 (15)
C19	0.0202 (16)	0.0223 (15)	0.0236 (15)	0.0034 (13)	0.0106 (14)	0.0060 (14)
C20	0.0262 (18)	0.0272 (17)	0.0256 (17)	0.0012 (14)	0.0115 (15)	0.0094 (15)
C21	0.0201 (16)	0.0158 (14)	0.0234 (15)	−0.0011 (12)	0.0141 (14)	−0.0008 (13)
C22	0.0182 (16)	0.0210 (15)	0.0267 (16)	−0.0027 (13)	0.0111 (14)	0.0018 (14)
C23	0.028 (2)	0.045 (2)	0.0281 (19)	−0.0014 (17)	0.0028 (16)	−0.0066 (17)
C24	0.0246 (19)	0.047 (2)	0.045 (2)	0.0101 (17)	0.0181 (18)	0.0131 (19)
Br2	0.0299 (2)	0.01770 (17)	0.0730 (3)	0.00417 (13)	0.0376 (2)	0.00779 (16)

Br1—Cu1	2.6608 (6)	C7—H7	0.95
Cu1—N7	2.032 (2)	C8—H8	0.95
Cu1—N3	2.036 (2)	C9—C10	1.492 (4)
Cu1—N5	2.037 (2)	C10—C12	1.519 (5)
Cu1—N1	2.038 (2)	C10—C11	1.521 (4)
N1—C3	1.330 (4)	C10—H10	1
N1—C1	1.388 (4)	C11—H11A	0.98
N2—C3	1.350 (4)	C11—H11B	0.98
N2—C2	1.371 (4)	C11—H11C	0.98
N2—H2A	0.88	C12—H12A	0.98
N3—C9	1.332 (4)	C12—H12B	0.98
N3—C7	1.384 (3)	C12—H12C	0.98
N4—C9	1.360 (4)	C13—C14	1.340 (4)
N4—C8	1.364 (4)	C13—H13	0.95
N4—H4A	0.88	C14—H14	0.95
N5—C15	1.324 (4)	C15—C16	1.489 (4)
N5—C13	1.392 (4)	C16—C17	1.539 (4)
N6—C15	1.354 (4)	C16—C18	1.544 (4)
N6—C14	1.369 (4)	C16—H16	1
N6—H6D	0.88	C17—H17A	0.98
N7—C21	1.330 (4)	C17—H17B	0.98
N7—C19	1.394 (4)	C17—H17C	0.98
N8—C21	1.350 (4)	C18—H18A	0.98
N8—C20	1.375 (4)	C18—H18B	0.98
N8—H8A	0.88	C18—H18C	0.98
C1—C2	1.350 (4)	C19—C20	1.346 (4)
C1—H1	0.95	C19—H19	0.95
C2—H2	0.95	C20—H20	0.95
C3—C4	1.490 (4)	C21—C22	1.489 (4)
C4—C5	1.529 (4)	C22—C24	1.520 (4)
C4—C6	1.536 (4)	C22—C23	1.528 (5)
C4—H4	1	C22—H22	1
C5—H5A	0.98	C23—H23A	0.98
C5—H5B	0.98	C23—H23B	0.98
C5—H5C	0.98	C23—H23C	0.98
C6—H6A	0.98	C24—H24A	0.98
C6—H6B	0.98	C24—H24B	0.98
C6—H6C	0.98	C24—H24C	0.98
C7—C8	1.342 (4)
N7—Cu1—N3	155.70 (9)	C9—C10—C11	112.2 (3)
N7—Cu1—N5	87.00 (9)	C12—C10—C11	110.3 (3)
N3—Cu1—N5	87.54 (9)	C9—C10—H10	108.1
N7—Cu1—N1	87.23 (9)	C12—C10—H10	108.1
N3—Cu1—N1	87.47 (9)	C11—C10—H10	108.1
N5—Cu1—N1	154.22 (9)	C10—C11—H11A	109.5
N7—Cu1—Br1	103.58 (7)	C10—C11—H11B	109.5
N3—Cu1—Br1	100.72 (7)	H11A—C11—H11B	109.5
N5—Cu1—Br1	102.30 (7)	C10—C11—H11C	109.5
N1—Cu1—Br1	103.47 (7)	H11A—C11—H11C	109.5
C3—N1—C1	106.4 (2)	H11B—C11—H11C	109.5
C3—N1—Cu1	130.2 (2)	C10—C12—H12A	109.5
C1—N1—Cu1	122.86 (19)	C10—C12—H12B	109.5
C3—N2—C2	109.2 (2)	H12A—C12—H12B	109.5
C3—N2—H2A	125.4	C10—C12—H12C	109.5
C2—N2—H2A	125.4	H12A—C12—H12C	109.5
C9—N3—C7	106.4 (2)	H12B—C12—H12C	109.5
C9—N3—Cu1	130.20 (19)	C14—C13—N5	109.6 (3)
C7—N3—Cu1	121.06 (18)	C14—C13—H13	125.2
C9—N4—C8	108.7 (2)	N5—C13—H13	125.2
C9—N4—H4A	125.7	C13—C14—N6	106.0 (3)
C8—N4—H4A	125.7	C13—C14—H14	127
C15—N5—C13	106.4 (2)	N6—C14—H14	127
C15—N5—Cu1	129.80 (19)	N5—C15—N6	109.2 (3)
C13—N5—Cu1	121.74 (19)	N5—C15—C16	127.1 (3)
C15—N6—C14	108.9 (2)	N6—C15—C16	123.7 (3)
C15—N6—H6D	125.6	C15—C16—C17	113.0 (3)
C14—N6—H6D	125.6	C15—C16—C18	109.7 (3)
C21—N7—C19	106.8 (2)	C17—C16—C18	110.8 (3)
C21—N7—Cu1	129.27 (19)	C15—C16—H16	107.7
C19—N7—Cu1	120.74 (19)	C17—C16—H16	107.7
C21—N8—C20	108.9 (2)	C18—C16—H16	107.7
C21—N8—H8A	125.5	C16—C17—H17A	109.5
C20—N8—H8A	125.5	C16—C17—H17B	109.5
C2—C1—N1	109.7 (3)	H17A—C17—H17B	109.5
C2—C1—H1	125.2	C16—C17—H17C	109.5
N1—C1—H1	125.2	H17A—C17—H17C	109.5
C1—C2—N2	105.5 (3)	H17B—C17—H17C	109.5
C1—C2—H2	127.3	C16—C18—H18A	109.5
N2—C2—H2	127.3	C16—C18—H18B	109.5
N1—C3—N2	109.2 (3)	H18A—C18—H18B	109.5
N1—C3—C4	126.9 (3)	C16—C18—H18C	109.5
N2—C3—C4	124.0 (3)	H18A—C18—H18C	109.5
C3—C4—C5	110.9 (3)	H18B—C18—H18C	109.5
C3—C4—C6	112.4 (3)	C20—C19—N7	109.0 (3)
C5—C4—C6	110.3 (3)	C20—C19—H19	125.5
C3—C4—H4	107.7	N7—C19—H19	125.5
C5—C4—H4	107.7	C19—C20—N8	106.2 (3)
C6—C4—H4	107.7	C19—C20—H20	126.9
C4—C5—H5A	109.5	N8—C20—H20	126.9
C4—C5—H5B	109.5	N7—C21—N8	109.1 (3)
H5A—C5—H5B	109.5	N7—C21—C22	126.9 (3)
C4—C5—H5C	109.5	N8—C21—C22	123.9 (3)
H5A—C5—H5C	109.5	C21—C22—C24	111.9 (3)
H5B—C5—H5C	109.5	C21—C22—C23	109.4 (3)
C4—C6—H6A	109.5	C24—C22—C23	111.7 (3)
C4—C6—H6B	109.5	C21—C22—H22	107.9
H6A—C6—H6B	109.5	C24—C22—H22	107.9
C4—C6—H6C	109.5	C23—C22—H22	107.9
H6A—C6—H6C	109.5	C22—C23—H23A	109.5
H6B—C6—H6C	109.5	C22—C23—H23B	109.5
C8—C7—N3	109.7 (3)	H23A—C23—H23B	109.5
C8—C7—H7	125.1	C22—C23—H23C	109.5
N3—C7—H7	125.1	H23A—C23—H23C	109.5
C7—C8—N4	106.2 (3)	H23B—C23—H23C	109.5
C7—C8—H8	126.9	C22—C24—H24A	109.5
N4—C8—H8	126.9	C22—C24—H24B	109.5
N3—C9—N4	108.9 (2)	H24A—C24—H24B	109.5
N3—C9—C10	127.8 (3)	C22—C24—H24C	109.5
N4—C9—C10	123.3 (3)	H24A—C24—H24C	109.5
C9—C10—C12	110.0 (3)	H24B—C24—H24C	109.5

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···Br2	0.88	2.48	3.358 (2)	175.
N4—H4A···Br2i	0.88	2.48	3.342 (2)	167.
N6—H6D···Br2ii	0.88	2.53	3.351 (2)	155.
N8—H8A···Br2iii	0.88	2.49	3.362 (2)	169.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯Br2	0.88	2.48	3.358 (2)	175
N4—H4A⋯Br2i	0.88	2.48	3.342 (2)	167
N6—H6D⋯Br2ii	0.88	2.53	3.351 (2)	155
N8—H8A⋯Br2iii	0.88	2.49	3.362 (2)	169

Symmetry codes: (i) ; (ii) ; (iii) .