Bromo­tetrakis(1H-imidazole-κN3)copper(II) bromide

Hossaini Sadr, M.; Zare, D.; Lewis, W.; Wikaira, J.; Robinson, W.T.; Ng, S.W.

doi:10.1107/S1600536804019609

Bromotetrakis(1H-imidazole-κN³)copper(II) bromide

M. Hossaini Sadr, D. Zare, W. Lewis, J. Wikaira, W. T. Robinson and S. W. Ng

The monoclinic unit cell of the title compound, [CuBr(C₃H₄N₂)₄]Br, emulates an orthorhombic cell as its β angle is close to 90°; the crystal structure is twinned with approximately equal contributions of the two components. The Cu atom is five-coordinate in a square-pyramidal geometry. The cation interacts with the bromide anion through hydrogen bonds, which give rise to a layer structure.

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Supporting information

	Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536804019609/ci6419sup1.cif Contains datablocks I, global
	Structure factor file (CIF format) https://doi.org/10.1107/S1600536804019609/ci6419Isup2.hkl Contains datablock I

CCDC reference: 251618

checkCIF report

Key indicators

Single-crystal X-ray study
T = 113 K
Mean (C-C) = 0.009 Å
R factor = 0.053
wR factor = 0.168
Data-to-parameter ratio = 16.0

checkCIF/PLATON results

No syntax errors found



Alert level A
ABSTM02_ALERT_3_A  The ratio of expected to reported Tmax/Tmin(RR) is > 2.00
            Tmin and Tmax reported:      0.337     0.653
            Tmin and Tmax expected:      0.073     0.650
            RR =      4.565
            Please check that your absorption correction is appropriate.

Author Response: The transmission factors were given by SADABS. The range is large because of the twinned nature of the crystal. The monoclinic data emulated orthorhombic data. Also, any value of \m*2r led to an even larger range of transmission factors.

PLAT060_ALERT_3_A Ratio Tmax/Tmin (Exp-to-Rep) (too) Large .......       4.44

Author Response: See above response.


Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X)  Br1    -   Cu1     ..      19.89 su

Alert level C
PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ...          9

   2 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   1 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   3 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.

Bromotetrakis(1H-imidazole-κN³)copper(II) bromide top

Crystal data top

[CuBr(C₃H₄N₂)₄]Br	F(000) = 972
M_r = 495.69	D_x = 1.987 Mg m⁻³
Monoclinic, P2₁/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 7789 reflections
a = 8.9625 (3) Å	θ = 2.7–26.4°
b = 13.2140 (5) Å	µ = 6.15 mm⁻¹
c = 13.9889 (5) Å	T = 113 K
β = 90.052 (1)°	Plate, blue
V = 1656.7 (1) Å³	0.48 × 0.38 × 0.07 mm
Z = 4

Data collection top

Siemens P4/CCD area-detector diffractometer	3343 independent reflections
Radiation source: fine-focus sealed tube	3081 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.034
φ and ω scans	θ_max = 26.4°, θ_min = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 2001)	h = −11→11
T_min = 0.337, T_max = 0.653	k = −16→14
14285 measured reflections	l = −17→17

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)] = 0.053	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.168	H-atom parameters constrained
S = 1.07	w = 1/[σ²(F_o²) + (0.1271P)² + 5.3184P] where P = (F_o² + 2F_c²)/3
3343 reflections	(Δ/σ)_max < 0.001
209 parameters	Δρ_max = 2.30 e Å⁻³
103 restraints	Δρ_min = −2.23 e Å⁻³

Special details top

Experimental. When the data were reduced by SADABS (Bruker, 2001), the dimensionless µ*2r was set as zero; other values led to a great number of non-positive definite atoms.

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

	x	y	z	U_iso*/U_eq
Br1	0.54815 (9)	0.40315 (6)	0.37801 (7)	0.0253 (2)
Br2	−0.05553 (8)	0.08885 (6)	0.37512 (7)	0.0250 (2)
Cu1	0.29988 (8)	0.28022 (5)	0.37666 (6)	0.0077 (2)
N1	0.1367 (5)	0.3852 (4)	0.3802 (5)	0.0089 (9)
N2	−0.0863 (6)	0.4543 (4)	0.3737 (6)	0.0177 (11)
H2n	−0.1839	0.4610	0.3719	0.021*
N3	0.2914 (7)	0.2709 (4)	0.5192 (4)	0.0114 (11)
N4	0.3162 (8)	0.3116 (5)	0.6703 (4)	0.0164 (14)
H4n	0.3438	0.3445	0.7221	0.020*
N5	0.4071 (5)	0.1460 (4)	0.3724 (5)	0.0085 (9)
N6	0.5929 (6)	0.0365 (4)	0.3700 (6)	0.0136 (11)
H6n	0.6838	0.0116	0.3672	0.016*
N7	0.2896 (7)	0.2802 (4)	0.2342 (4)	0.0097 (11)
N8	0.3224 (8)	0.3165 (5)	0.0823 (4)	0.0158 (15)
H8n	0.3561	0.3458	0.0301	0.019*
C1	0.1511 (7)	0.4874 (4)	0.3834 (6)	0.0168 (13)
H1	0.2429	0.5230	0.3880	0.020*
C2	0.0142 (6)	0.5307 (5)	0.3790 (6)	0.0172 (13)
H2	−0.0072	0.6011	0.3796	0.021*
C3	−0.0102 (6)	0.3659 (5)	0.3719 (6)	0.0134 (12)
H3	−0.0535	0.3006	0.3657	0.016*
C4	0.2194 (10)	0.2016 (6)	0.5746 (5)	0.0139 (15)
H4	0.1644	0.1455	0.5508	0.017*
C5	0.2375 (10)	0.2243 (6)	0.6688 (5)	0.0176 (17)
H5	0.2024	0.1868	0.7222	0.021*
C6	0.3456 (9)	0.3402 (6)	0.5798 (4)	0.0132 (14)
H6	0.3968	0.4002	0.5618	0.016*
C7	0.3495 (7)	0.0508 (4)	0.3751 (7)	0.0149 (11)
H7	0.2463	0.0346	0.3774	0.018*
C8	0.4637 (6)	−0.0183 (5)	0.3741 (7)	0.0164 (12)
H8	0.4548	−0.0899	0.3758	0.020*
C9	0.5564 (6)	0.1362 (4)	0.3711 (6)	0.0108 (11)
H9	0.6256	0.1906	0.3709	0.013*
C10	0.2057 (11)	0.2169 (6)	0.1801 (4)	0.0152 (15)
H10	0.1436	0.1649	0.2048	0.018*
C11	0.2227 (10)	0.2382 (6)	0.0862 (4)	0.0159 (17)
H11	0.1752	0.2056	0.0338	0.019*
C12	0.3598 (9)	0.3406 (6)	0.1728 (4)	0.0114 (14)
H12	0.4267	0.3933	0.1904	0.014*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Br1	0.0234 (4)	0.0266 (4)	0.0259 (4)	−0.0024 (3)	−0.0002 (5)	−0.0018 (4)
Br2	0.0223 (4)	0.0298 (5)	0.0228 (4)	0.0027 (3)	0.0003 (5)	−0.0010 (4)
Cu1	0.0101 (3)	0.0073 (4)	0.0055 (3)	0.0033 (2)	0.0000 (5)	−0.0002 (3)
N1	0.0118 (19)	0.007 (2)	0.008 (2)	0.0012 (16)	−0.001 (3)	−0.002 (2)
N2	0.011 (2)	0.019 (3)	0.023 (3)	0.0049 (19)	0.002 (4)	0.005 (3)
N3	0.012 (3)	0.011 (3)	0.0111 (19)	0.002 (2)	−0.001 (2)	−0.0011 (18)
N4	0.010 (3)	0.030 (4)	0.009 (2)	0.001 (3)	−0.005 (3)	−0.003 (2)
N5	0.009 (2)	0.013 (2)	0.004 (2)	0.0040 (16)	−0.002 (3)	0.000 (2)
N6	0.011 (2)	0.010 (3)	0.020 (3)	0.0065 (18)	−0.004 (3)	0.002 (3)
N7	0.009 (3)	0.009 (3)	0.0121 (19)	0.002 (2)	−0.002 (2)	−0.0008 (18)
N8	0.018 (4)	0.020 (4)	0.010 (2)	0.006 (3)	−0.002 (3)	0.002 (2)
C1	0.018 (3)	0.011 (3)	0.022 (4)	−0.002 (2)	0.003 (4)	0.001 (3)
C2	0.027 (3)	0.006 (3)	0.019 (3)	0.006 (2)	0.002 (4)	−0.003 (3)
C3	0.014 (2)	0.008 (3)	0.018 (3)	0.0031 (19)	0.006 (4)	−0.004 (3)
C4	0.014 (4)	0.019 (4)	0.009 (3)	−0.003 (3)	−0.001 (3)	0.004 (2)
C5	0.012 (4)	0.031 (4)	0.010 (3)	0.000 (3)	0.000 (3)	0.000 (3)
C6	0.007 (3)	0.021 (4)	0.011 (3)	0.001 (3)	−0.002 (3)	−0.006 (2)
C7	0.009 (2)	0.013 (2)	0.022 (3)	0.004 (2)	−0.005 (4)	−0.002 (4)
C8	0.016 (3)	0.006 (2)	0.027 (3)	0.003 (2)	−0.003 (4)	0.001 (3)
C9	0.015 (2)	0.005 (2)	0.012 (3)	0.0011 (19)	−0.001 (4)	0.000 (3)
C10	0.018 (4)	0.017 (4)	0.010 (3)	−0.001 (3)	−0.001 (3)	−0.002 (2)
C11	0.024 (4)	0.015 (4)	0.009 (3)	0.007 (3)	−0.003 (3)	−0.005 (3)
C12	0.014 (4)	0.014 (4)	0.007 (2)	0.004 (3)	−0.001 (3)	0.001 (2)

Geometric parameters (Å, º) top

Br1—Cu1	2.755 (1)	N7—C10	1.355 (7)
Cu1—N1	2.016 (5)	N8—C12	1.349 (6)
Cu1—N3	2.000 (6)	N8—C11	1.368 (7)
Cu1—N5	2.018 (5)	N8—H8n	0.88
Cu1—N7	1.995 (6)	C1—C2	1.355 (6)
N1—C3	1.346 (6)	C1—H1	0.95
N1—C1	1.357 (6)	C2—H2	0.95
N2—C3	1.353 (6)	C3—H3	0.95
N2—C2	1.355 (6)	C4—C5	1.361 (7)
N2—H2n	0.88	C4—H4	0.95
N3—C6	1.339 (7)	C5—H5	0.95
N3—C4	1.362 (7)	C6—H6	0.95
N4—C6	1.347 (6)	C7—C8	1.371 (6)
N4—C5	1.352 (7)	C7—H7	0.95
N4—H4n	0.88	C8—H8	0.95
N5—C9	1.344 (6)	C9—H9	0.95
N5—C7	1.361 (6)	C10—C11	1.353 (7)
N6—C9	1.357 (6)	C10—H10	0.95
N6—C8	1.367 (6)	C11—H11	0.95
N6—H6n	0.88	C12—H12	0.95
N7—C12	1.331 (7)

N1—Cu1—N3	89.4 (3)	C2—C1—H1	125.3
N1—Cu1—N5	162.0 (2)	N1—C1—H1	125.3
N1—Cu1—N7	89.5 (3)	C1—C2—N2	106.8 (5)
N1—Cu1—Br1	100.4 (1)	C1—C2—H2	126.6
N3—Cu1—N5	89.6 (3)	N2—C2—H2	126.6
N3—Cu1—N7	174.0 (2)	N1—C3—N2	109.1 (5)
N3—Cu1—Br1	93.5 (2)	N1—C3—H3	125.4
N5—Cu1—N7	89.6 (3)	N2—C3—H3	125.4
N5—Cu1—Br1	97.7 (1)	C5—C4—N3	110.2 (6)
N7—Cu1—Br1	92.5 (2)	C5—C4—H4	124.9
C3—N1—C1	106.5 (5)	N3—C4—H4	124.9
C3—N1—Cu1	125.2 (4)	N4—C5—C4	105.3 (6)
C1—N1—Cu1	128.1 (4)	N4—C5—H5	127.3
C3—N2—C2	108.0 (5)	C4—C5—H5	127.3
C3—N2—H2n	126.0	N3—C6—N4	109.3 (6)
C2—N2—H2n	126.0	N3—C6—H6	125.3
C6—N3—C4	105.8 (6)	N4—C6—H6	125.3
C6—N3—Cu1	125.1 (4)	N5—C7—C8	109.4 (5)
C4—N3—Cu1	128.8 (4)	N5—C7—H7	125.3
C6—N4—C5	109.2 (6)	C8—C7—H7	125.3
C6—N4—H4n	125.4	N6—C8—C7	106.2 (5)
C5—N4—H4n	125.4	N6—C8—H8	126.9
C9—N5—C7	106.8 (5)	C7—C8—H8	126.9
C9—N5—Cu1	124.0 (4)	N5—C9—N6	109.5 (5)
C7—N5—Cu1	129.1 (4)	N5—C9—H9	125.3
C9—N6—C8	108.0 (5)	N6—C9—H9	125.3
C9—N6—H6n	126.0	C11—C10—N7	110.6 (6)
C8—N6—H6n	126.0	C11—C10—H10	124.7
C12—N7—C10	105.8 (6)	N7—C10—H10	124.7
C12—N7—Cu1	128.5 (4)	C10—C11—N8	105.7 (6)
C10—N7—Cu1	125.7 (4)	C10—C11—H11	127.2
C12—N8—C11	107.6 (5)	N8—C11—H11	127.2
C12—N8—H8n	126.2	N7—C12—N8	110.3 (6)
C11—N8—H8n	126.2	N7—C12—H12	124.9
C2—C1—N1	109.4 (5)	N8—C12—H12	124.9

N7—Cu1—N1—C3	81.2 (8)	C3—N1—C1—C2	1.2 (10)
N3—Cu1—N1—C3	−92.9 (8)	Cu1—N1—C1—C2	176.3 (6)
N5—Cu1—N1—C3	−5.9 (13)	N1—C1—C2—N2	0.5 (10)
Br1—Cu1—N1—C3	173.6 (7)	C3—N2—C2—C1	−1.9 (10)
N7—Cu1—N1—C1	−93.1 (7)	C1—N1—C3—N2	−2.4 (11)
N3—Cu1—N1—C1	92.7 (7)	Cu1—N1—C3—N2	−177.7 (6)
N5—Cu1—N1—C1	179.8 (8)	C2—N2—C3—N1	2.7 (11)
Br1—Cu1—N1—C1	−0.7 (8)	C6—N3—C4—C5	−4.0 (10)
N1—Cu1—N3—C6	−74.6 (6)	Cu1—N3—C4—C5	−177.9 (7)
N5—Cu1—N3—C6	123.5 (6)	C6—N4—C5—C4	−0.5 (11)
Br1—Cu1—N3—C6	25.8 (6)	N3—C4—C5—N4	2.8 (11)
N1—Cu1—N3—C4	98.2 (7)	C4—N3—C6—N4	3.7 (10)
N5—Cu1—N3—C4	−63.8 (7)	Cu1—N3—C6—N4	177.8 (6)
Br1—Cu1—N3—C4	−161.5 (7)	C5—N4—C6—N3	−2.1 (11)
N7—Cu1—N5—C9	92.5 (7)	C9—N5—C7—C8	−0.9 (10)
N3—Cu1—N5—C9	−93.5 (7)	Cu1—N5—C7—C8	−177.7 (6)
N1—Cu1—N5—C9	179.5 (8)	C9—N6—C8—C7	1.5 (10)
Br1—Cu1—N5—C9	0.0 (7)	N5—C7—C8—N6	−0.4 (10)
N7—Cu1—N5—C7	−91.1 (8)	C7—N5—C9—N6	1.8 (11)
N3—Cu1—N5—C7	82.9 (8)	Cu1—N5—C9—N6	178.9 (5)
N1—Cu1—N5—C7	−4.1 (13)	C8—N6—C9—N5	−2.1 (11)
Br1—Cu1—N5—C7	176.4 (7)	C12—N7—C10—C11	−0.4 (10)
N1—Cu1—N7—C12	86.5 (7)	Cu1—N7—C10—C11	179.0 (7)
N5—Cu1—N7—C12	−111.6 (7)	N7—C10—C11—N8	0.9 (12)
Br1—Cu1—N7—C12	−13.9 (7)	C12—N8—C11—C10	−1.0 (11)
N1—Cu1—N7—C10	−92.9 (7)	C10—N7—C12—N8	−0.2 (9)
N5—Cu1—N7—C10	69.1 (7)	Cu1—N7—C12—N8	−179.7 (6)
Br1—Cu1—N7—C10	166.7 (6)	C11—N8—C12—N7	0.8 (11)

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2n···Br1ⁱ	0.88	2.52	3.346 (6)	156
N4—H4n···Br2ⁱⁱ	0.88	2.48	3.355 (6)	170
N6—H6n···Br2ⁱⁱⁱ	0.88	2.55	3.227 (5)	134
N8—H8n···Br2^iv	0.88	2.46	3.341 (6)	174

Symmetry codes: (i) x−1, y, z; (ii) x+1/2, −y+1/2, z+1/2; (iii) x+1, y, z; (iv) x+1/2, −y+1/2, z−1/2.

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Bromotetrakis(1H-imidazole-κN³)copper(II) bromide

Supporting information

Key indicators

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Bromo­tetrakis(1H-imidazole-κN3)copper(II) bromide

Supporting information

Key indicators

checkCIF/PLATON results

Subscribe to Acta Crystallographica Section E: Crystallographic Communications

Buy online

Bromotetrakis(1H-imidazole-κN³)copper(II) bromide