Di-μ-chlorido-bis-[chlorido(1,4,6-trimethyl-6-nitro-1,4-diazepine)copper(II)].

The title neutral copper complex, [Cu(2)Cl(4)(C(8)H(17)N(3)O(2))(2)], shows a binuclear center with a Cu-(μ-Cl)(2)-Cu core, in which each copper ion is coordinated by the N,N,O donor atoms of the tridentate ligand 1,4,6-trimethyl-6-nitro-1,4-diazepine (meaaz-NO(2)) and three chloride exogenous ligands. Each metal ion is facially coordinated by meaaz-NO(2) through N,N,O donor atoms, whereas two bridging and one terminal chloride ions occupy the other face of the highly Jahn-Teller-distorted octa-hedron. Two N atoms from tertiary amine groups of the meaaz-NO(2) ligand and two exogenous Cl atoms with short Cu-N and Cu-Cl distances define the equatorial plane. The coordination around each Cu(II) ion is completed by another Cl atom and an O atom from the NO(2) group, in the axial positions. The binuclear complex exhibits a centrosymmetric structure with point symmetry .

Related literature

For related literature, see: Belousoff et al. (2006 ▶); Deal & Burstyn (1996 ▶); Fry et al. (2005 ▶); Hegg & Burstyn (1998 ▶); Peralta et al. (2005 ▶); Rodriguez, et al. (1999 ▶); Romba et al. (2006 ▶). For the synthesis of the meaaz-NO2 ligand see Ge et al. (2006 ▶). For related structures, see: Astner et al. (2008 ▶); Schwindinger et al. (1980 ▶); Steed et al. (2007 ▶).

Experimental

Crystal data

[Cu2Cl4(C8H17N3O2)2]

M = 643.37

Monoclinic,

a = 10.5478 (2) Å

b = 10.9251 (2) Å

c = 11.4430 (2) Å

β = 102.297 (1)°

V = 1288.39 (4) Å3

Z = 2

Mo Kα radiation

μ = 2.10 mm−1

T = 296 (2) K

0.31 × 0.14 × 0.09 mm

Data collection

Bruker APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2006 ▶) T min = 0.562, T max = 0.833

25284 measured reflections

2528 independent reflections

2080 reflections with I > 2σ(I)

R int = 0.036

Refinement

R[F 2 > 2σ(F 2)] = 0.030

wR(F 2) = 0.083

S = 1.07

2528 reflections

148 parameters

H-atom parameters constrained

Δρmax = 0.76 e Å−3

Δρmin = −0.37 e Å−3

Data collection: APEX2, BIS and COSMO (Bruker, 2006 ▶); cell refinement: SAINT (Bruker, 2006 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2003 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536808043390/pk2138sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536808043390/pk2138Isup2.hkl

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

[Cu2Cl4(C8H17N3O2)2]	F(000) = 660
Mr = 643.37	Dx = 1.658 Mg m−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 6584 reflections
a = 10.5478 (2) Å	θ = 2.6–29.9°
b = 10.9251 (2) Å	µ = 2.10 mm−1
c = 11.4430 (2) Å	T = 296 K
β = 102.297 (1)°	Block, dark green
V = 1288.39 (4) Å3	0.31 × 0.14 × 0.09 mm
Z = 2

Bruker APEXII CCD area-detector diffractometer	2528 independent reflections
Radiation source: fine-focus sealed tube	2080 reflections with I > 2σ(I)
graphite	Rint = 0.036
φ and ω scans	θmax = 26.0°, θmin = 2.7°
Absorption correction: multi-scan (SADABS; Bruker, 2006)	h = −13→12
Tmin = 0.562, Tmax = 0.833	k = −13→13
25284 measured reflections	l = −14→14

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)] = 0.030	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.083	H-atom parameters constrained
S = 1.07	w = 1/[σ2(Fo2) + (0.0432P)2 + 0.7796P] where P = (Fo2 + 2Fc2)/3
2528 reflections	(Δ/σ)max = 0.001
148 parameters	Δρmax = 0.76 e Å−3
0 restraints	Δρmin = −0.37 e Å−3

Experimental. Absorption correction: SADABS (Bruker, 2006) was used to scale the data and to perform the multi-scan semi-empirical absorption correction.

	x	y	z	Uiso*/Ueq
Cu1	0.41672 (3)	0.13540 (3)	1.03616 (3)	0.03146 (12)
Cl1	0.45369 (7)	0.11762 (7)	1.23819 (6)	0.0467 (2)
Cl2	0.62792 (6)	0.10672 (6)	1.02889 (7)	0.04311 (19)
N1	0.4017 (2)	0.4025 (2)	1.0951 (2)	0.0379 (5)
C1	0.2738 (2)	0.3853 (2)	0.9997 (2)	0.0328 (6)
C2	0.3105 (2)	0.3551 (2)	0.8818 (2)	0.0323 (5)
H2A	0.2344	0.3665	0.8182	0.039*
H2B	0.3752	0.4138	0.8689	0.039*
N3	0.3623 (2)	0.22930 (18)	0.87072 (18)	0.0305 (5)
C4	0.2543 (3)	0.1488 (2)	0.8105 (2)	0.0385 (6)
H4A	0.2887	0.0705	0.7919	0.046*
H4B	0.2099	0.1862	0.7361	0.046*
C5	0.1594 (3)	0.1294 (2)	0.8915 (2)	0.0384 (6)
H5A	0.0839	0.1809	0.8647	0.046*
H5B	0.1307	0.0448	0.8860	0.046*
N6	0.2196 (2)	0.15908 (19)	1.01947 (18)	0.0318 (5)
C7	0.1930 (3)	0.2888 (3)	1.0467 (2)	0.0392 (6)
H7A	0.2071	0.2978	1.1329	0.047*
H7B	0.1021	0.3056	1.0139	0.047*
C8	0.2051 (3)	0.5099 (3)	0.9930 (3)	0.0437 (7)
H8A	0.2607	0.5721	0.9723	0.065*
H8B	0.1857	0.5286	1.0693	0.065*
H8C	0.1260	0.5068	0.9333	0.065*
O2	0.5045 (2)	0.38177 (18)	1.0687 (2)	0.0487 (5)
O1	0.3919 (3)	0.4391 (3)	1.1928 (2)	0.0739 (8)
C11	0.4596 (3)	0.2357 (3)	0.7947 (3)	0.0458 (7)
H11A	0.4905	0.1548	0.7834	0.069*
H11B	0.5310	0.2860	0.8330	0.069*
H11C	0.4204	0.2703	0.7185	0.069*
C12	0.1585 (3)	0.0810 (3)	1.0982 (3)	0.0480 (7)
H12A	0.1948	0.1003	1.1803	0.072*
H12B	0.1745	−0.0036	1.0837	0.072*
H12C	0.0667	0.0957	1.0815	0.072*

	U11	U22	U33	U12	U13	U23
Cu1	0.02805 (18)	0.03469 (19)	0.02830 (19)	0.00043 (12)	−0.00153 (12)	0.00140 (13)
Cl1	0.0457 (4)	0.0598 (5)	0.0286 (3)	−0.0011 (3)	−0.0057 (3)	0.0030 (3)
Cl2	0.0305 (3)	0.0414 (4)	0.0548 (4)	0.0014 (3)	0.0034 (3)	−0.0005 (3)
N1	0.0431 (14)	0.0303 (12)	0.0341 (13)	0.0022 (10)	−0.0052 (10)	−0.0050 (10)
C1	0.0286 (13)	0.0343 (14)	0.0307 (13)	0.0012 (10)	−0.0043 (10)	−0.0038 (10)
C2	0.0350 (13)	0.0290 (13)	0.0291 (13)	−0.0018 (10)	−0.0014 (10)	0.0010 (10)
N3	0.0340 (11)	0.0295 (11)	0.0264 (10)	−0.0021 (8)	0.0026 (8)	−0.0009 (9)
C4	0.0474 (16)	0.0340 (15)	0.0280 (13)	−0.0064 (11)	−0.0059 (11)	−0.0032 (11)
C5	0.0362 (14)	0.0385 (15)	0.0339 (14)	−0.0074 (11)	−0.0071 (11)	−0.0005 (11)
N6	0.0291 (11)	0.0348 (12)	0.0290 (11)	−0.0026 (9)	0.0004 (9)	0.0036 (9)
C7	0.0367 (14)	0.0420 (16)	0.0389 (15)	0.0005 (11)	0.0080 (12)	−0.0009 (12)
C8	0.0431 (16)	0.0391 (15)	0.0450 (16)	0.0096 (12)	0.0008 (13)	−0.0041 (13)
O2	0.0340 (11)	0.0482 (12)	0.0561 (13)	−0.0006 (8)	−0.0078 (9)	−0.0021 (10)
O1	0.0730 (17)	0.095 (2)	0.0429 (13)	0.0211 (14)	−0.0124 (11)	−0.0325 (13)
C11	0.0544 (18)	0.0485 (17)	0.0381 (15)	0.0034 (14)	0.0176 (13)	0.0033 (13)
C12	0.0418 (16)	0.0530 (18)	0.0499 (18)	−0.0078 (13)	0.0114 (13)	0.0137 (15)

Cu1—N6	2.064 (2)	C4—H4A	0.9700
Cu1—N3	2.122 (2)	C4—H4B	0.9700
Cu1—Cl2	2.2686 (7)	C5—N6	1.502 (3)
Cu1—Cl1	2.2694 (7)	C5—H5A	0.9700
Cu1—Cl2i	2.7611 (8)	C5—H5B	0.9700
Cu1—O2	2.845 (2)	N6—C12	1.484 (3)
Cl2—Cu1i	2.7611 (8)	N6—C7	1.491 (3)
N1—O2	1.207 (3)	C7—H7A	0.9700
N1—O1	1.212 (3)	C7—H7B	0.9700
N1—C1	1.556 (3)	C8—H8A	0.9600
C1—C2	1.517 (4)	C8—H8B	0.9600
C1—C7	1.524 (4)	C8—H8C	0.9600
C1—C8	1.536 (4)	C11—H11A	0.9600
C2—N3	1.495 (3)	C11—H11B	0.9600
C2—H2A	0.9700	C11—H11C	0.9600
C2—H2B	0.9700	C12—H12A	0.9600
N3—C11	1.482 (3)	C12—H12B	0.9600
N3—C4	1.487 (3)	C12—H12C	0.9600
C4—C5	1.517 (4)
N6—Cu1—N3	77.35 (8)	N3—C4—H4B	109.7
N6—Cu1—Cl2	172.72 (6)	C5—C4—H4B	109.7
N3—Cu1—Cl2	96.62 (6)	H4A—C4—H4B	108.2
N6—Cu1—Cl1	93.22 (6)	N6—C5—C4	111.6 (2)
N3—Cu1—Cl1	154.87 (6)	N6—C5—H5A	109.3
Cl2—Cu1—Cl1	93.93 (3)	C4—C5—H5A	109.3
N6—Cu1—Cl2i	89.11 (6)	N6—C5—H5B	109.3
N3—Cu1—Cl2i	102.97 (6)	C4—C5—H5B	109.3
Cl2—Cu1—Cl2i	88.29 (2)	H5A—C5—H5B	108.0
Cl1—Cu1—Cl2i	100.08 (3)	C12—N6—C7	107.1 (2)
N6—Cu1—O2	100.77 (7)	C12—N6—C5	108.6 (2)
N3—Cu1—O2	71.22 (7)	C7—N6—C5	110.5 (2)
Cl2—Cu1—O2	80.84 (5)	C12—N6—Cu1	115.53 (16)
Cl1—Cu1—O2	88.12 (5)	C7—N6—Cu1	109.30 (15)
Cl2i—Cu1—O2	166.84 (5)	C5—N6—Cu1	105.75 (16)
Cu1—Cl2—Cu1i	91.71 (2)	N6—C7—C1	116.1 (2)
O2—N1—O1	123.4 (2)	N6—C7—H7A	108.3
O2—N1—C1	119.5 (2)	C1—C7—H7A	108.3
O1—N1—C1	117.1 (2)	N6—C7—H7B	108.3
C2—C1—C7	115.6 (2)	C1—C7—H7B	108.3
C2—C1—C8	110.8 (2)	H7A—C7—H7B	107.4
C7—C1—C8	109.7 (2)	C1—C8—H8A	109.5
C2—C1—N1	107.6 (2)	C1—C8—H8B	109.5
C7—C1—N1	107.6 (2)	H8A—C8—H8B	109.5
C8—C1—N1	104.9 (2)	C1—C8—H8C	109.5
N3—C2—C1	116.3 (2)	H8A—C8—H8C	109.5
N3—C2—H2A	108.2	H8B—C8—H8C	109.5
C1—C2—H2A	108.2	N1—O2—Cu1	85.76 (15)
N3—C2—H2B	108.2	N3—C11—H11A	109.5
C1—C2—H2B	108.2	N3—C11—H11B	109.5
H2A—C2—H2B	107.4	H11A—C11—H11B	109.5
C11—N3—C4	108.3 (2)	N3—C11—H11C	109.5
C11—N3—C2	108.6 (2)	H11A—C11—H11C	109.5
C4—N3—C2	109.0 (2)	H11B—C11—H11C	109.5
C11—N3—Cu1	117.18 (17)	N6—C12—H12A	109.5
C4—N3—Cu1	99.36 (15)	N6—C12—H12B	109.5
C2—N3—Cu1	113.78 (15)	H12A—C12—H12B	109.5
N3—C4—C5	109.8 (2)	N6—C12—H12C	109.5
N3—C4—H4A	109.7	H12A—C12—H12C	109.5
C5—C4—H4A	109.7	H12B—C12—H12C	109.5