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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

Journal logoCRYSTALLOGRAPHIC
COMMUNICATIONS
ISSN: 2056-9890
Volume 66| Part 9| September 2010| Page m1169
https://doi.org/10.1107/S160053681003391X

Aqua­chlorido(2,2′:6′,2′′-terpyrid­yl)copper(II) chloride monohydrate

Laurette Schmitt,a Gaël Labata and Helen Stoeckli-Evansa*

aInstitute of Physics, University of Neuchâtel, rue Emile-Argand 11, CH-2009 Neuchâtel, Switzerland
*Correspondence e-mail: helen.stoeckli-evans@unine.ch

(Received 17 August 2010; accepted 23 August 2010; online 28 August 2010)

The title complex, [CuCl(C15H11N3)(H2O)]Cl·H2O, is composed of a monocation that possesses mirror symmetry. The CuII atom has a distorted square-pyramidal geometry, being coordinated by the three N atoms of the terpyridine ligand and a Cl atom in the equatorial plane, and by a water mol­ecule O atom in the axial position. The charges are balanced by a chloride anion positionally disorded over two positions related by the mirror symmetry. The compound crystallizes as a monohydrate, with the water mol­ecule also being positionally disordered over two positions related by the mirror symmetry. In the crystal, the various components of the complex are linked via O—H⋯O and O—H⋯Cl hydrogen bonds, forming a two-dimensional network in the ab plane. There are also a number of C—H⋯Cl and C—H⋯O inter­actions which stabilize the crystal structure.

Related literature

For details of the Cambridge Structural Database, see: Allen (2002[Allen, F. H. (2002). Acta Cryst. B58, 380-388.]). For the structure of a related compound, see: Koo et al. (2003[Koo, B.-K., Bewley, L., Golub, V., Rarig, R. S., Burkholder, E., O'Conor, C. J. & Zubieta, J. (2003). Inorg. Chim. Acta, 351, 167-176.]). For the τ descriptor for 5-coordination, see: Addison et al. (1984[Addison, A. W., Rao, T. N., Reedijk, J., van Rijn, J. & Verschoor, G. C. (1984). J. Chem. Soc. Dalton Trans. pp. 1349-1356.]); Spek (2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]).

[Scheme 1]

Experimental

Crystal data

  • [CuCl(C15H11N3)(H2O)]Cl·H2O

  • Mr = 403.74

  • Monoclinic, C 2/m

  • a = 9.7155 (8) Å

  • b = 13.6929 (8) Å

  • c = 12.6599 (10) Å

  • β = 107.532 (6)°

  • V = 1606.0 (2) Å3

  • Z = 4

  • Mo Kα radiation

  • μ = 1.70 mm−1

  • T = 173 K

  • 0.40 × 0.40 × 0.10 mm
Data collection

  • Stoe IPDS 2 diffractometer

  • Absorption correction: multi-scan (MULscanABS in PLATON; Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]) Tmin = 0.688, Tmax = 1.000

  • 14960 measured reflections

  • 2267 independent reflections

  • 2027 reflections with I > 2σ(I)

  • Rint = 0.033
Refinement

  • R[F2 > 2σ(F2)] = 0.030

  • wR(F2) = 0.079

  • S = 1.09

  • 2267 reflections

  • 131 parameters

  • 4 restraints

  • H atoms treated by a mixture of independent and constrained refinement

  • Δρmax = 0.59 e Å−3

  • Δρmin = −0.70 e Å−3

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A D—H H⋯A D⋯A D—H⋯A
O1W—H1⋯Cl2i 0.80 (2) 2.34 (2) 3.143 (2) 175 (2)
O1W—H1⋯O2Wi 0.80 (2) 1.99 (2) 2.787 (8) 170 (2)
O2W—H2A⋯O2Wii 0.84 (2) 2.13 (3) 2.922 (15) 159 (6)
C2—H2⋯Cl2iii 0.95 2.69 3.635 (2) 172
C5—H5⋯Cl2iv 0.95 2.65 3.593 (3) 172
C5—H5⋯O2Wiv 0.95 2.50 3.429 (8) 166
C7—H7⋯Cl1v 0.95 2.82 3.765 (2) 175
Symmetry codes: (i) -x+1, -y, -z+1; (ii) -x, y, -z+1; (iii) [-x+{\script{1\over 2}}, y-{\script{1\over 2}}, -z+1]; (iv) [-x+{\script{1\over 2}}, -y+{\script{1\over 2}}, -z+1]; (v) [-x+{\script{3\over 2}}, y+{\script{1\over 2}}, -z].

Data collection: X-AREA (Stoe & Cie, 2006[Stoe & Cie (2006). X-AREA and X-RED32. Stoe & Cie GmbH, Darmstadt, Germany. ]); cell refinement: X-AREA; data reduction: X-RED32 (Stoe & Cie, 2006[Stoe & Cie (2006). X-AREA and X-RED32. Stoe & Cie GmbH, Darmstadt, Germany. ]); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008[Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.]); molecular graphics: PLATON (Spek, 2009[Spek, A. L. (2009). Acta Cryst. D65, 148-155.]) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97.

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S160053681003391X/om2357sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S160053681003391X/om2357Isup2.hkl

checkCIF report


Comment top

The title compound, (I), was prepared as a by-product of the reaction of 2,2':6',2''-terpyridine (= terpy) with CuCl2 in the presence of sodium sulphite. A search of the Cambridge Structural Database (CSD, Version 5.1, last update May 2010; Allen et al., 2002) for copper(II) terpyridine complexes with a water molecule coordinated to the copper(II) atom revealed 22 hits. With a chloride atom coordinated to the copper(II) atom 33 hits were obtained. Surprisingly, only one compound, involving bisterpy (= 2,2':4',4'':2'',2'''-quarterpyridyl, 6',6''-di-2-pyridine) was located with both a chloride and a water molecule coordinated to the copper(II) atom, namely [Cu2(bisterpy)(H2O)2Cl2]Cl2 (II) [Koo et al., 2003].

The structure of compound (I) is illustrated in Fig. 1. It is composed of a [(H2OClCu(terp)]+ cation that possesses mirror symmetry (with atoms Cu1, Cl1, N1, O1W and C3 lying in the mirror plane), and a Cl- anion. This anion, atom Cl2, is positionally disordered over two postions related by the mirror symmetry. A water molecule of crystallization, O2W, is also present and it too is positionally disordered over two postions related by the mirror symmetry. The bond distances and angles are similar to those in compound (II). For example, the Cu1—Cl1 and Cu1—O1W distances are 2.2255 (6) and 2.3372(19 Å, respectively, compared to 2.233 and 2.330 Å, respectively, in (II). The copper coordination sphere is distorted square pyramidal with a τ value of 0.17, compared to 0.18 in (II) [idealized values are 0 for square pyramidal and 1 for trigonal bipyramidal; Addison et al., 1984; Spek, 2009].

In the crystal of (I) the cations are linked to the anions and the water molecules of crystallization by O—H···O and O—H···Cl hydrogen bonds resulting in the formation of a two-dimensional network (Table 1 and Fig. 2). In the crystal C—H···O and C—H···Cl interactions are also present (Table 1).

Related literature top

For details of the Cambridge Structural Database, see: Allen (2002). For the structure of a related compound, see: Koo et al. (2003). For the τ descriptor for 5-coordination, see: Addison et al. (1984); Spek (2009).

Experimental top

An aqueous solution (20 ml) of copper(II)chloride dihydrate (0.429 mmol, 75 mg) and 2, 2':6' 2''-terpyridine (0.429 mmol, 100 mg) was heated at 353 K for 1 h. After hot filtration the green solution was cooled to RT and sodium sulfite (1.717 mmol, 216 mg) was added. The resulting solution was left in the fridge for two months and green block-like crystals were obtained together with a small quantity of greenish-blue crystals. The latter were shown by X-ray diffraction analysis to be the title compound (I).

Refinement top

The chlorine anion (Cl2) and the water molecule of crystallization (O2W) were found to be split over two positions related by the mirror plane; they were refined with occupancies of 0.5 each. The water molecule H-atoms were located in a difference electron-density map and were refined with distance restraints of 0.84 (2) Å and Uiso(H) = 1.5Ueq(O). The C-bound H-atoms were included in calculated positions and treated as riding atoms: C—H = 0.95 Å with Uiso(H) = 1.2Ueq(C).

Structure description top

The title compound, (I), was prepared as a by-product of the reaction of 2,2':6',2''-terpyridine (= terpy) with CuCl2 in the presence of sodium sulphite. A search of the Cambridge Structural Database (CSD, Version 5.1, last update May 2010; Allen et al., 2002) for copper(II) terpyridine complexes with a water molecule coordinated to the copper(II) atom revealed 22 hits. With a chloride atom coordinated to the copper(II) atom 33 hits were obtained. Surprisingly, only one compound, involving bisterpy (= 2,2':4',4'':2'',2'''-quarterpyridyl, 6',6''-di-2-pyridine) was located with both a chloride and a water molecule coordinated to the copper(II) atom, namely [Cu2(bisterpy)(H2O)2Cl2]Cl2 (II) [Koo et al., 2003].

The structure of compound (I) is illustrated in Fig. 1. It is composed of a [(H2OClCu(terp)]+ cation that possesses mirror symmetry (with atoms Cu1, Cl1, N1, O1W and C3 lying in the mirror plane), and a Cl- anion. This anion, atom Cl2, is positionally disordered over two postions related by the mirror symmetry. A water molecule of crystallization, O2W, is also present and it too is positionally disordered over two postions related by the mirror symmetry. The bond distances and angles are similar to those in compound (II). For example, the Cu1—Cl1 and Cu1—O1W distances are 2.2255 (6) and 2.3372(19 Å, respectively, compared to 2.233 and 2.330 Å, respectively, in (II). The copper coordination sphere is distorted square pyramidal with a τ value of 0.17, compared to 0.18 in (II) [idealized values are 0 for square pyramidal and 1 for trigonal bipyramidal; Addison et al., 1984; Spek, 2009].

In the crystal of (I) the cations are linked to the anions and the water molecules of crystallization by O—H···O and O—H···Cl hydrogen bonds resulting in the formation of a two-dimensional network (Table 1 and Fig. 2). In the crystal C—H···O and C—H···Cl interactions are also present (Table 1).

For details of the Cambridge Structural Database, see: Allen (2002). For the structure of a related compound, see: Koo et al. (2003). For the τ descriptor for 5-coordination, see: Addison et al. (1984); Spek (2009).

Computing details top

Data collection: X-AREA (Stoe & Cie, 2006); cell refinement: X-AREA (Stoe & Cie, 2006); data reduction: X-RED32 (Stoe & Cie, 2006); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2009) and Mercury (Macrae et al., 2006); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. A view of the molecular structure of compound (I) with the displacement ellipsoids drawn at the 50% probability level [Symmetry code: (a) = x, -y, z; the H-atoms of the disordered water molecule of crystallization (O2w), and the symmetry related Cl- anion (Cl2a) and water molecule (O2wa) are not shown].
[Figure 2] Fig. 2. A view along the c axis of the crystal packing of compound (I). The O—H···O and O—H···Cl hydrogen bonds are shown as dashed cyan lines (see Table 1 for details; H-atoms not involved in hydrogen bonding have been omitted for clarity).
Aquachlorido(2,2':6',2''-terpyridyl)copper(II) chloride monohydrate top
Crystal data top
[CuCl(C15H11N3)(H2O)]Cl·H2OF(000) = 820
Mr = 403.74Dx = 1.670 Mg m−3
Monoclinic, C2/mMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2yCell parameters from 17467 reflections
a = 9.7155 (8) Åθ = 1.7–29.6°
b = 13.6929 (8) ŵ = 1.70 mm−1
c = 12.6599 (10) ÅT = 173 K
β = 107.532 (6)°Plate, blue-green
V = 1606.0 (2) Å30.40 × 0.40 × 0.10 mm
Z = 4
Data collection top
Stoe IPDS-2
diffractometer		2267 independent reflections
Radiation source: fine-focus sealed tube2027 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.033
phi + ω scansθmax = 29.2°, θmin = 1.7°
Absorption correction: multi-scan
(MULscanABS in PLATON; Spek, 2009)		h = −13→13
Tmin = 0.688, Tmax = 1.000k = −17→18
14960 measured reflectionsl = −17→17
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.030H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.079 w = 1/[σ2(Fo2) + (0.0448P)2 + 1.3613P]
where P = (Fo2 + 2Fc2)/3
S = 1.09(Δ/σ)max < 0.001
2267 reflectionsΔρmax = 0.59 e Å−3
131 parametersΔρmin = −0.70 e Å−3
4 restraintsExtinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction coefficient: 0.0027 (7)
Crystal data top
[CuCl(C15H11N3)(H2O)]Cl·H2OV = 1606.0 (2) Å3
Mr = 403.74Z = 4
Monoclinic, C2/mMo Kα radiation
a = 9.7155 (8) ŵ = 1.70 mm−1
b = 13.6929 (8) ÅT = 173 K
c = 12.6599 (10) Å0.40 × 0.40 × 0.10 mm
β = 107.532 (6)°
Data collection top
Stoe IPDS-2
diffractometer		2267 independent reflections
Absorption correction: multi-scan
(MULscanABS in PLATON; Spek, 2009)		2027 reflections with I > 2σ(I)
Tmin = 0.688, Tmax = 1.000Rint = 0.033
14960 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0304 restraints
wR(F2) = 0.079H atoms treated by a mixture of independent and constrained refinement
S = 1.09Δρmax = 0.59 e Å−3
2267 reflectionsΔρmin = −0.70 e Å−3
131 parameters
Special details top

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Cu10.62103 (3)0.000000.15295 (2)0.0228 (1)
Cl10.71809 (7)0.000000.01460 (5)0.0313 (2)
O1W0.8290 (2)0.000000.30520 (15)0.0297 (5)
N10.5024 (2)0.000000.25225 (16)0.0220 (5)
N20.59110 (15)0.14574 (10)0.16522 (11)0.0232 (3)
C10.46408 (17)−0.08528 (12)0.28568 (13)0.0236 (4)
C20.38165 (18)−0.08804 (13)0.35839 (14)0.0285 (5)
C30.3403 (3)0.000000.3937 (2)0.0307 (7)
C40.51479 (17)0.16973 (12)0.23508 (13)0.0232 (4)
C50.48556 (19)0.26583 (13)0.25435 (15)0.0285 (5)
C60.5360 (2)0.33929 (13)0.20053 (16)0.0324 (5)
C70.6149 (2)0.31520 (13)0.12996 (16)0.0316 (5)
C80.64036 (19)0.21726 (13)0.11436 (14)0.0281 (5)
Cl20.1811 (2)0.17457 (12)0.53617 (15)0.0315 (4)0.500
O2W0.1572 (8)0.1517 (5)0.5452 (7)0.0527 (19)0.500
H10.826 (3)−0.0471 (14)0.3423 (18)0.0450*
H20.35450−0.148500.383100.0340*
H30.283000.000000.442700.0370*
H50.431800.281200.303700.0340*
H60.516400.405800.212100.0390*
H70.651100.364700.092800.0380*
H80.694600.200500.065900.0340*
H2A0.070 (2)0.168 (4)0.520 (6)0.0790*0.500
H2B0.215 (5)0.193 (4)0.534 (7)0.0790*0.500
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu10.0288 (2)0.0179 (2)0.0255 (2)0.00000.0142 (1)0.0000
Cl10.0424 (3)0.0279 (3)0.0310 (3)0.00000.0223 (2)0.0000
O1W0.0352 (9)0.0237 (8)0.0312 (9)0.00000.0114 (7)0.0000
N10.0247 (9)0.0203 (9)0.0230 (8)0.00000.0104 (7)0.0000
N20.0261 (6)0.0193 (6)0.0255 (6)−0.0001 (5)0.0096 (5)0.0007 (5)
C10.0253 (7)0.0211 (8)0.0252 (7)−0.0019 (6)0.0088 (6)0.0004 (6)
C20.0327 (8)0.0262 (8)0.0302 (8)−0.0034 (6)0.0148 (7)0.0022 (6)
C30.0351 (12)0.0320 (13)0.0311 (11)0.00000.0191 (10)0.0000
C40.0242 (7)0.0201 (7)0.0252 (7)0.0008 (6)0.0071 (6)−0.0001 (6)
C50.0302 (8)0.0226 (8)0.0331 (8)0.0015 (6)0.0101 (7)−0.0025 (6)
C60.0367 (9)0.0195 (8)0.0398 (9)0.0003 (7)0.0097 (7)−0.0007 (7)
C70.0358 (9)0.0226 (8)0.0361 (9)−0.0040 (7)0.0103 (7)0.0043 (7)
C80.0292 (8)0.0251 (8)0.0309 (8)−0.0022 (7)0.0106 (6)0.0023 (6)
Cl20.0346 (7)0.0289 (7)0.0337 (5)0.0011 (5)0.0146 (5)−0.0028 (5)
O2W0.042 (3)0.053 (4)0.065 (3)−0.001 (2)0.019 (2)0.015 (3)
Geometric parameters (Å, º) top
Cu1—Cl12.2253 (7)N2—C81.337 (2)
Cu1—Cl1i3.3383 (8)N2—C41.355 (2)
Cu1—O1W2.3348 (19)C1—C4ii1.477 (2)
Cu1—N11.945 (2)C1—C21.391 (2)
Cu1—N22.0294 (14)C2—C31.387 (2)
Cu1—N2ii2.0294 (14)C4—C51.383 (2)
Cl2—O2W0.426 (8)C5—C61.385 (3)
Cl2—H2B0.42 (6)C6—C71.381 (3)
Cl2—H2A1.04 (3)C7—C81.389 (3)
O1W—H1ii0.80 (2)C2—H20.9500
O1W—H10.80 (2)C3—H30.9500
O2W—H2B0.84 (6)C5—H50.9500
O2W—H2A0.84 (4)C6—H60.9500
N1—C11.3328 (19)C7—H70.9500
N1—C1ii1.3328 (19)C8—H80.9500
Cl1—Cu1—O1W100.56 (5)C2—C1—C4ii126.85 (15)
Cl1—Cu1—N1169.42 (6)N1—C1—C2120.37 (16)
Cl1—Cu1—N299.48 (4)C1—C2—C3118.05 (17)
Cl1—Cu1—N2ii99.48 (4)C2—C3—C2ii120.8 (2)
O1W—Cu1—N190.02 (8)N2—C4—C1ii114.40 (14)
O1W—Cu1—N292.59 (4)N2—C4—C5121.85 (15)
O1W—Cu1—N2ii92.59 (4)C1ii—C4—C5123.74 (16)
N1—Cu1—N279.87 (4)C4—C5—C6118.84 (17)
N1—Cu1—N2ii79.87 (4)C5—C6—C7119.51 (17)
N2—Cu1—N2ii159.07 (6)C6—C7—C8118.69 (17)
O2W—Cl2—H2B163 (10)N2—C8—C7122.27 (17)
H2A—Cl2—H2B145 (8)C3—C2—H2121.00
Cu1—O1W—H1ii107.9 (19)C1—C2—H2121.00
H1—O1W—H1ii107 (2)C2—C3—H3120.00
Cu1—O1W—H1107.9 (19)C2ii—C3—H3120.00
H2A—O2W—H2B114 (6)C4—C5—H5121.00
Cu1—N1—C1ii118.81 (10)C6—C5—H5121.00
Cu1—N1—C1118.81 (10)C7—C6—H6120.00
C1—N1—C1ii122.37 (18)C5—C6—H6120.00
C4—N2—C8118.84 (15)C6—C7—H7121.00
Cu1—N2—C8127.08 (12)C8—C7—H7121.00
Cu1—N2—C4114.06 (11)C7—C8—H8119.00
N1—C1—C4ii112.75 (15)N2—C8—H8119.00
O1W—Cu1—N1—C1−89.53 (15)Cu1—N2—C4—C5179.30 (13)
N2—Cu1—N1—C1177.85 (17)Cu1—N2—C4—C1ii−1.98 (18)
N2—Cu1—N1—C1ii−3.10 (15)C8—N2—C4—C50.6 (2)
N2ii—Cu1—N1—C13.10 (15)C8—N2—C4—C1ii179.29 (15)
Cl1—Cu1—N2—C4171.96 (11)Cu1—N2—C8—C7−179.12 (14)
Cl1—Cu1—N2—C8−9.43 (15)C4—N2—C8—C7−0.6 (3)
O1W—Cu1—N2—C4−86.88 (12)N1—C1—C2—C30.5 (3)
O1W—Cu1—N2—C891.73 (15)C4ii—C1—C2—C3−177.64 (19)
N1—Cu1—N2—C42.68 (12)C2—C1—C4ii—N2ii178.71 (16)
N1—Cu1—N2—C8−178.71 (16)C2—C1—C4ii—C5ii0.0 (3)
N2ii—Cu1—N2—C417.3 (2)C1—C2—C3—C2ii−0.8 (3)
N2ii—Cu1—N2—C8−164.12 (15)N2—C4—C5—C60.0 (3)
Cu1—N1—C1—C2178.75 (13)C1ii—C4—C5—C6−178.62 (17)
Cu1—N1—C1—C4ii−2.9 (2)C4—C5—C6—C7−0.5 (3)
C1ii—N1—C1—C2−0.3 (3)C5—C6—C7—C80.5 (3)
Cu1—N1—C1ii—C42.9 (2)C6—C7—C8—N20.0 (3)
C1—N1—C1ii—C4−178.13 (17)
Symmetry codes: (i) −x+1, y, −z; (ii) x, −y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1···Cl2iii0.80 (2)2.34 (2)3.143 (2)175 (2)
O1W—H1···O2Wiii0.80 (2)1.99 (2)2.787 (8)170 (2)
O2W—H2A···O2Wiv0.84 (2)2.13 (3)2.922 (15)159 (6)
C2—H2···Cl2v0.952.693.635 (2)172
C5—H5···Cl2vi0.952.653.593 (3)172
C5—H5···O2Wvi0.952.503.429 (8)166
C7—H7···Cl1vii0.952.823.765 (2)175
Symmetry codes: (iii) −x+1, −y, −z+1; (iv) −x, y, −z+1; (v) −x+1/2, y−1/2, −z+1; (vi) −x+1/2, −y+1/2, −z+1; (vii) −x+3/2, y+1/2, −z.

Experimental details

Crystal data
Chemical formula[CuCl(C15H11N3)(H2O)]Cl·H2O
Mr403.74
Crystal system, space groupMonoclinic, C2/m
Temperature (K)173
a, b, c (Å)9.7155 (8), 13.6929 (8), 12.6599 (10)
β (°) 107.532 (6)
V (Å3)1606.0 (2)
Z4
Radiation typeMo Kα
µ (mm−1)1.70
Crystal size (mm)0.40 × 0.40 × 0.10
Data collection
DiffractometerStoe IPDS2
Absorption correctionMulti-scan
(MULscanABS in PLATON; Spek, 2009)
Tmin, Tmax0.688, 1.000
No. of measured, independent and
observed [I > 2σ(I)] reflections		14960, 2267, 2027
Rint0.033
(sin θ/λ)max (Å−1)0.687
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.030, 0.079, 1.09
No. of reflections2267
No. of parameters131
No. of restraints4
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å−3)0.59, −0.70

Computer programs: X-AREA (Stoe & Cie, 2006), X-RED32 (Stoe & Cie, 2006), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and Mercury (Macrae et al., 2006).

Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O1W—H1···Cl2i0.80 (2)2.34 (2)3.143 (2)175 (2)
O1W—H1···O2Wi0.80 (2)1.99 (2)2.787 (8)170 (2)
O2W—H2A···O2Wii0.84 (2)2.13 (3)2.922 (15)159 (6)
C2—H2···Cl2iii0.952.693.635 (2)172
C5—H5···Cl2iv0.952.653.593 (3)172
C5—H5···O2Wiv0.952.503.429 (8)166
C7—H7···Cl1v0.952.823.765 (2)175
Symmetry codes: (i) −x+1, −y, −z+1; (ii) −x, y, −z+1; (iii) −x+1/2, y−1/2, −z+1; (iv) −x+1/2, −y+1/2, −z+1; (v) −x+3/2, y+1/2, −z.
 

Acknowledgements

This work was partially supported by the Swiss National Science Foundation.

References

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 First citationAllen, F. H. (2002). Acta Cryst. B58, 380–388.  Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
 First citationKoo, B.-K., Bewley, L., Golub, V., Rarig, R. S., Burkholder, E., O'Conor, C. J. & Zubieta, J. (2003). Inorg. Chim. Acta, 351, 167–176.  Web of Science CSD CrossRef CAS Google Scholar
 First citationMacrae, C. F., Edgington, P. R., McCabe, P., Pidcock, E., Shields, G. P., Taylor, R., Towler, M. & van de Streek, J. (2006). J. Appl. Cryst. 39, 453–457.  Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
 First citationSheldrick, G. M. (2008). Acta Cryst. A64, 112–122.  Web of Science CrossRef CAS IUCr Journals Google Scholar
 First citationSpek, A. L. (2009). Acta Cryst. D65, 148–155.  Web of Science CrossRef CAS IUCr Journals Google Scholar
 First citationStoe & Cie (2006). X-AREA and X-RED32. Stoe & Cie GmbH, Darmstadt, Germany.  Google Scholar

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ISSN: 2056-9890
Volume 66| Part 9| September 2010| Page m1169
https://doi.org/10.1107/S160053681003391X
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