[μ-1,4-Bis(1,2,4-triazol-1-ylmeth-yl)benzene]-bis-[aqua-(pyridine-2,6-dicarboxyl-ato)copper(II)] monohydrate.

The title compound, [Cu(2)(C(7)H(3)NO(4))(2)(C(12)H(12)N(6))(H(2)O)(2)]·H(2)O, displays a discrete dinuclear structure, in which the central Cu(II) atom is five-coordinated in a distorted square-based pyramidal coordination geometry and the flexible ligand 1,4-bis-(1,2,4-triazol-1-ylmeth-yl)benzene adopts a bis-monodentate bridging mode linking the Cu(II) atoms. It is further assembled by O-H⋯O hydrogen-bond inter-actions involving both the coordinated and uncoordinated water molecules. The latter exhibits half-occupancy.

Related literature

For the versatile conformations of the flexible 1,4-bis­(1,2,4- triazol-1-yl-meth­yl)benzene ligand and related complexes, see: Arion et al. (2003 ▶); Peng et al. (2004 ▶, 2006 ▶); Meng et al. (2004 ▶); Li et al. (2005 ▶); Lin & Dong (2007 ▶); Ding et al. (2009 ▶).

Experimental

Crystal data

[Cu2(C7H3NO4)2(C12H12N6)(H2O)2]·H2O

M = 751.63

Monoclinic,

a = 4.9017 (4) Å

b = 10.3022 (9) Å

c = 30.178 (3) Å

β = 93.541 (1)°

V = 1521.0 (2) Å3

Z = 2

Mo Kα radiation

μ = 1.47 mm−1

T = 298 K

0.20 × 0.15 × 0.11 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.881, T max = 0.901

7340 measured reflections

2678 independent reflections

2256 reflections with I > 2σ(I)

R int = 0.029

Refinement

R[F 2 > 2σ(F 2)] = 0.047

wR(F 2) = 0.161

S = 1.06

2678 reflections

217 parameters

H-atom parameters constrained

Δρmax = 1.40 e Å−3

Δρmin = −0.40 e Å−3

Data collection: SMART (Bruker, 1998 ▶); cell refinement: SAINT (Bruker, 1998 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536811022756/jh2295sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536811022756/jh2295Isup2.hkl

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

[Cu2(C7H3NO4)2(C12H12N6)(H2O)2]·H2O	F(000) = 764
Mr = 751.63	Dx = 1.641 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3568 reflections
a = 4.9017 (4) Å	θ = 22.3–3.6°
b = 10.3022 (9) Å	µ = 1.47 mm−1
c = 30.178 (3) Å	T = 298 K
β = 93.541 (1)°	Prism, blue
V = 1521.0 (2) Å3	0.20 × 0.15 × 0.11 mm
Z = 2

Bruker SMART CCD area-detector diffractometer	2678 independent reflections
Radiation source: fine–focus sealed tube	2256 reflections with I > 2σ(I)
graphite	Rint = 0.029
φ and ω scans	θmax = 25.0°, θmin = 2.1°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −5→5
Tmin = 0.881, Tmax = 0.901	k = −12→12
7340 measured reflections	l = −35→27

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)] = 0.047	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.161	H-atom parameters constrained
S = 1.06	w = 1/[σ2(Fo2) + (0.1045P)2 + 1.8845P] where P = (Fo2 + 2Fc2)/3
2678 reflections	(Δ/σ)max < 0.001
217 parameters	Δρmax = 1.40 e Å−3
0 restraints	Δρmin = −0.40 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)
Cu1	0.08344 (10)	0.98034 (5)	0.149509 (16)	0.0318 (2)
O3	−0.1809 (6)	0.9403 (3)	0.19769 (10)	0.0376 (7)
O1	0.3528 (6)	0.9508 (3)	0.10311 (10)	0.0392 (7)
N1	0.1905 (7)	0.8071 (3)	0.16460 (11)	0.0300 (8)
C7	−0.1409 (9)	0.8318 (4)	0.21771 (14)	0.0328 (9)
O4	−0.2555 (7)	0.7960 (3)	0.25024 (11)	0.0469 (8)
N4	−0.0779 (7)	1.1422 (3)	0.12697 (12)	0.0346 (8)
C2	0.3801 (9)	0.7519 (4)	0.14164 (14)	0.0335 (9)
C3	0.4592 (10)	0.6261 (4)	0.15103 (16)	0.0419 (11)
H3	0.5917	0.5859	0.1350	0.050*
C6	0.0697 (8)	0.7462 (4)	0.19736 (13)	0.0309 (9)
O2	0.6818 (8)	0.8113 (4)	0.08671 (12)	0.0565 (10)
C11	−0.1952 (9)	1.4310 (5)	0.02197 (15)	0.0415 (11)
C1	0.4833 (9)	0.8436 (4)	0.10695 (14)	0.0358 (10)
C5	0.1422 (10)	0.6216 (4)	0.20832 (16)	0.0417 (11)
H5	0.0613	0.5787	0.2312	0.050*
C12	−0.0882 (11)	1.3819 (5)	−0.01557 (17)	0.0486 (12)
H12	−0.1473	1.3016	−0.0266	0.058*
C4	0.3384 (10)	0.5605 (5)	0.18465 (17)	0.0453 (11)
H4	0.3890	0.4754	0.1914	0.054*
O1W	0.3552 (8)	1.0793 (4)	0.20033 (14)	0.0698 (13)
N2	−0.2780 (8)	1.2853 (4)	0.08451 (13)	0.0439 (10)
C13	−0.1072 (11)	1.5492 (5)	0.03729 (17)	0.0492 (12)
H13	−0.1788	1.5841	0.0625	0.059*
C10	−0.4037 (11)	1.3552 (6)	0.04620 (19)	0.0576 (15)
H10A	−0.5411	1.4144	0.0562	0.069*
H10B	−0.4942	1.2936	0.0259	0.069*
C9	−0.1903 (11)	1.1643 (5)	0.08746 (16)	0.0465 (12)
H9	−0.2064	1.1037	0.0646	0.056*
N3	−0.2233 (16)	1.3460 (5)	0.12323 (17)	0.092 (2)
C8	−0.1028 (17)	1.2542 (6)	0.14744 (19)	0.080 (2)
H8	−0.0398	1.2672	0.1768	0.096*
O2W	0.746 (3)	0.9295 (7)	0.0049 (2)	0.092 (4)	0.50
H2WA	0.9152	0.9472	0.0077	0.137*	0.50
H2WB	0.5966	0.9714	0.0018	0.137*	0.50
H1WA	0.3201	1.1370	0.2183	0.137*
H1WB	0.5177	1.0475	0.2023	0.137*

	U11	U22	U33	U12	U13	U23
Cu1	0.0373 (4)	0.0240 (3)	0.0348 (4)	0.0079 (2)	0.0068 (2)	0.00618 (19)
O3	0.0425 (17)	0.0334 (16)	0.0376 (16)	0.0129 (14)	0.0083 (13)	0.0073 (14)
O1	0.0469 (18)	0.0330 (16)	0.0390 (17)	0.0053 (14)	0.0130 (14)	0.0077 (13)
N1	0.0351 (19)	0.0255 (17)	0.0296 (18)	0.0040 (14)	0.0026 (14)	0.0005 (14)
C7	0.037 (2)	0.030 (2)	0.033 (2)	0.0001 (18)	0.0042 (18)	0.0012 (17)
O4	0.063 (2)	0.0381 (18)	0.0418 (18)	0.0049 (16)	0.0205 (16)	0.0073 (15)
N4	0.042 (2)	0.0274 (18)	0.035 (2)	0.0085 (15)	0.0039 (15)	0.0055 (15)
C2	0.038 (2)	0.030 (2)	0.032 (2)	0.0025 (18)	0.0025 (17)	−0.0045 (17)
C3	0.047 (3)	0.031 (2)	0.048 (3)	0.013 (2)	0.009 (2)	−0.003 (2)
C6	0.036 (2)	0.026 (2)	0.030 (2)	0.0017 (17)	−0.0005 (17)	0.0018 (17)
O2	0.063 (2)	0.054 (2)	0.056 (2)	0.0176 (18)	0.0296 (18)	0.0073 (17)
C11	0.043 (3)	0.038 (3)	0.043 (3)	0.010 (2)	−0.006 (2)	0.015 (2)
C1	0.044 (3)	0.031 (2)	0.033 (2)	0.0020 (19)	0.0056 (19)	−0.0015 (17)
C5	0.051 (3)	0.030 (2)	0.044 (3)	0.004 (2)	0.008 (2)	0.008 (2)
C12	0.062 (3)	0.031 (2)	0.051 (3)	0.004 (2)	−0.003 (2)	−0.003 (2)
C4	0.056 (3)	0.024 (2)	0.056 (3)	0.010 (2)	0.008 (2)	0.006 (2)
O1W	0.049 (2)	0.074 (3)	0.083 (3)	0.026 (2)	−0.0229 (19)	−0.046 (2)
N2	0.046 (2)	0.041 (2)	0.045 (2)	0.0095 (18)	−0.0008 (17)	0.0148 (18)
C13	0.066 (3)	0.045 (3)	0.037 (3)	0.013 (3)	0.007 (2)	−0.003 (2)
C10	0.049 (3)	0.060 (3)	0.063 (3)	0.010 (3)	−0.004 (2)	0.034 (3)
C9	0.068 (3)	0.031 (2)	0.040 (3)	0.005 (2)	−0.005 (2)	0.006 (2)
N3	0.173 (6)	0.051 (3)	0.049 (3)	0.057 (4)	−0.007 (3)	0.000 (2)
C8	0.155 (7)	0.043 (3)	0.039 (3)	0.042 (4)	−0.015 (3)	−0.001 (2)
O2W	0.235 (12)	0.026 (4)	0.017 (3)	0.038 (5)	0.034 (5)	0.010 (3)

Cu1—N1	1.908 (3)	C11—C10	1.510 (7)
Cu1—N4	1.950 (3)	C5—C4	1.384 (7)
Cu1—O1	2.006 (3)	C5—H5	0.9300
Cu1—O3	2.048 (3)	C12—C13i	1.389 (7)
Cu1—O1W	2.217 (4)	C12—H12	0.9300
O3—C7	1.280 (5)	C4—H4	0.9300
O1—C1	1.278 (5)	O1W—H1WA	0.8301
N1—C2	1.322 (5)	O1W—H1WB	0.8599
N1—C6	1.339 (5)	N2—C9	1.319 (6)
C7—O4	1.218 (5)	N2—N3	1.338 (6)
C7—C6	1.517 (6)	N2—C10	1.466 (6)
N4—C9	1.302 (6)	C13—C12i	1.389 (7)
N4—C8	1.318 (7)	C13—H13	0.9300
C2—C3	1.377 (6)	C10—H10A	0.9700
C2—C1	1.520 (6)	C10—H10B	0.9700
C3—C4	1.382 (7)	C9—H9	0.9300
C3—H3	0.9300	N3—C8	1.313 (7)
C6—C5	1.367 (6)	C8—H8	0.9300
O2—C1	1.226 (5)	O2W—H2WA	0.8500
C11—C13	1.364 (8)	O2W—H2WB	0.8482
C11—C12	1.374 (7)
N1—Cu1—N4	169.43 (16)	O2—C1—C2	118.8 (4)
N1—Cu1—O1	80.88 (13)	O1—C1—C2	114.4 (4)
N4—Cu1—O1	99.00 (14)	C6—C5—C4	118.7 (4)
N1—Cu1—O3	79.57 (13)	C6—C5—H5	120.6
N4—Cu1—O3	99.15 (13)	C4—C5—H5	120.6
O1—Cu1—O3	159.60 (14)	C11—C12—C13i	120.7 (5)
N1—Cu1—O1W	96.92 (16)	C11—C12—H12	119.7
N4—Cu1—O1W	93.53 (15)	C13i—C12—H12	119.7
O1—Cu1—O1W	99.18 (15)	C3—C4—C5	120.0 (4)
O3—Cu1—O1W	88.91 (16)	C3—C4—H4	120.0
C7—O3—Cu1	115.2 (3)	C5—C4—H4	120.0
C1—O1—Cu1	114.5 (3)	Cu1—O1W—H1WA	129.9
C2—N1—C6	122.9 (4)	Cu1—O1W—H1WB	112.7
C2—N1—Cu1	118.0 (3)	H1WA—O1W—H1WB	117.2
C6—N1—Cu1	119.1 (3)	C9—N2—N3	109.6 (4)
O4—C7—O3	125.5 (4)	C9—N2—C10	129.6 (5)
O4—C7—C6	120.6 (4)	N3—N2—C10	120.7 (4)
O3—C7—C6	113.9 (3)	C11—C13—C12i	120.6 (5)
C9—N4—C8	103.3 (4)	C11—C13—H13	119.7
C9—N4—Cu1	127.5 (3)	C12i—C13—H13	119.7
C8—N4—Cu1	129.2 (3)	N2—C10—C11	111.8 (4)
N1—C2—C3	119.7 (4)	N2—C10—H10A	109.2
N1—C2—C1	111.6 (4)	C11—C10—H10A	109.2
C3—C2—C1	128.7 (4)	N2—C10—H10B	109.2
C2—C3—C4	118.9 (4)	C11—C10—H10B	109.2
C2—C3—H3	120.6	H10A—C10—H10B	107.9
C4—C3—H3	120.6	N4—C9—N2	110.2 (4)
N1—C6—C5	119.9 (4)	N4—C9—H9	124.9
N1—C6—C7	111.7 (3)	N2—C9—H9	124.9
C5—C6—C7	128.5 (4)	C8—N3—N2	102.0 (5)
C13—C11—C12	118.7 (5)	N3—C8—N4	114.9 (5)
C13—C11—C10	120.4 (5)	N3—C8—H8	122.5
C12—C11—C10	120.9 (5)	N4—C8—H8	122.5
O2—C1—O1	126.7 (4)	H2WA—O2W—H2WB	137.0

D—H···A	D—H	H···A	D···A	D—H···A
O2W—H2WA···O2Wii	0.85	2.15	2.920 (5)	151.
O2W—H2WB···O2Wiii	0.85	1.96	2.807 (5)	179.
O1W—H1WA···O4iv	0.83	1.93	2.746 (5)	168.
O1W—H1WB···O3v	0.86	1.86	2.692 (5)	164.

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O2W—H2WA⋯O2Wi	0.85	2.15	2.920 (5)	151
O2W—H2WB⋯O2Wii	0.85	1.96	2.807 (5)	179
O1W—H1WA⋯O4iii	0.83	1.93	2.746 (5)	168
O1W—H1WB⋯O3iv	0.86	1.86	2.692 (5)	164

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