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The title compound, [Cu(C5H9N)4]Cl·H2O, was obtained from the reaction of copper(II) chloride hydrate with KCN in the presence of two equivalents of tert-butyl­isocyanide. The reaction proceeds via the reduction of copper and the formation of (CN)2. The compound shows a tetra­hedrally surrounded CuI centre, with the CuI ion and the water O atom being situated on crystallographic twofold axes. The crystal structure contains infinite chains of alternating solvent mol­ecules and Cl anions, with additional weak C—H...Cl or C—H...O inter­actions with the [Cu(CNtBu)4] cations.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805028606/bt6729sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805028606/bt6729Isup2.hkl
Contains datablock I

CCDC reference: 287468

Key indicators

  • Single-crystal X-ray study
  • T = 183 K
  • Mean [sigma](N-C) = 0.006 Å
  • Disorder in main residue
  • R factor = 0.070
  • wR factor = 0.231
  • Data-to-parameter ratio = 26.1

checkCIF/PLATON results

No syntax errors found



Datablock: I


Alert level A PLAT432_ALERT_2_A Short Inter X...Y Contact C3A .. C3A .. 2.81 Ang.
Author Response: These short intermolecular contacts are due to the disorder of the tert. butyl groups. The same is true for all level B alerts.
PLAT432_ALERT_2_A Short Inter X...Y Contact  C10A   ..  C10A    ..       2.86 Ang.
Author Response: These short intermolecular contacts are due to the disorder of the tert. butyl groups. The same is true for all level B alerts.
PLAT726_ALERT_1_A H...A   Calc    11.23000, Rep     2.55000 Dev...       8.68 Ang.
              H14# -O1W     1.555   5.656
PLAT727_ALERT_1_A D...A   Calc    10.66(3), Rep     3.46700 Dev...       7.19 Ang.
              C9A  -O1W     1.555   5.656
PLAT728_ALERT_1_A D-H..A  Calc       53.00, Rep      156.00 Dev...     103.00 Deg.
              C9A  -H14# -O1W     1.555   1.555   5.656

Alert level B PLAT201_ALERT_2_B Isotropic non-H Atoms in Main Residue(s) ....... 6 PLAT220_ALERT_2_B Large Non-Solvent C Ueq(max)/Ueq(min) ... 4.33 Ratio PLAT242_ALERT_2_B Check Low Ueq as Compared to Neighbors for C2 PLAT301_ALERT_3_B Main Residue Disorder ......................... 32.00 Perc.
Alert level C RINTA01_ALERT_3_C The value of Rint is greater than 0.10 Rint given 0.108 PLAT020_ALERT_3_C The value of Rint is greater than 0.10 ......... 0.11 PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C7 PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 16 PLAT746_ALERT_1_C H...A Calc 2.39(6), Rep 2.38500 ...... Missing su H16# -CL1 1.555 8.635 PLAT747_ALERT_1_C D...A Calc 3.264(2), Rep 3.26300 ...... Missing su O1W -CL1 1.555 8.635 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 36.90 Deg. C3 -C2 -C5A 1.555 1.555 1.555 PLAT779_ALERT_2_C Suspect or Irrelevant (Bond) Angle in CIF ...... 39.20 Deg. C10 -C7 -C8A 1.555 1.555 1.555 PLAT790_ALERT_4_C Centre of Gravity not Within Unit Cell: Resd. # 2 H2 O
5 ALERT level A = In general: serious problem 4 ALERT level B = Potentially serious problem 10 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 8 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 2 ALERT type 4 Improvement, methodology, query or suggestion

Comment top

In connection with our studies of cyanide bridged coordination polymers, we recently reported the facile synthesis of cis- and trans-[Ru(CNtBu)4(CN)2] from Ru3(CO)12 and tert-butylisocyanide (Imhof & Dönnecke, 2003). Unfortunately, this reaction principle is limited to a small number of transition metal carbonyls. In order to enlarge our repertoire of cyano complexes which may be utilized in the synthesis of cyanide-bridged coordination polymers with a well defined steric arrangement of the metal centres with respect to each other, we are currently looking for a generalizable methodology to obtain trans-[M(CNR)4(CN)2] complexes.

The reaction of CuCl2.xH2O with tert-butylisocyanide in the presence of stoichiometric amounts of KCN leads to the almost quantitative formation of the title compound, (I), and the concomitant production of (CN)2. The reduction of CuII in solutions containing cyanide ions is a well known phenomenon, which we unsuccessfully tried to avoid by adding the isocyanide before the corresponding amount of KCN.

The molecular structure of the [Cu(CNtBu)4] cation of (I) is presented in Fig. 1, and the most important bond lengths and angles are summarized in Table 1. The CuI atom and the water O atom are situated on a crystallographic twofold axis, resulting in a virtually ideal tetrahedral coordination sphere around the CuI ion. Bond lengths and angles are typical for tetrahedrally coordinated transition metal isocyanide complexes (Standard reference?). The isocyanide moieties show only a slight deviation from linearity. A search of the Cambridge Structural Database (CSD, Version 5.26, November 2004; Allen, 2002) found 36 structures in which a transition metal is surrounded by four isonitrile ligands. Most of these structurally characterized compounds are mononuclear complexes similar to (I) (Gordon et al., 1978; Spek, 1982; Matsubayashi et al., 1982; Plummer et al., 1984; Yamamoto & Yamazaki, 1984; Ashworth et al., 1984; Krause, 1979; Goldberg et al., 1976; Kanters et al., 1989; Bois et al., 1998; Connelly et al., 1992; Ojima et al., 1991; Leach et al., 1994; Deicas et al., 1997; Crossley & Orpen, 1995), but there are also reports of transition metal complexes of diisocyanides yielding either discrete dinuclear compounds (Mann 1981; Exstrom et al., 1996) or coordination polymers (Fortin et al., 1998). Three complexes are also copper(I) compounds, with methylisocyanide (Spek, 1982), 2-methoxyisobutylisocyanide or 2-methoxycarbonyl-2-methylethylisocyanide (Deicas et al., 1997) coordinating the central metal ion. The latter compounds also show a nearly undistorted tetrahedral ligand environment of the Cu atoms. The methylisocyanide derivative (Spek, 1982) with three independent molecules in the asymmetric unit of the unit cell shows Cu—C bond lengths from 1.941 to 2.014 Å, whereas the compounds published by Deicas et al. (1997) exhibit Cu—C bond lengths from 1.940 to 1.972 Å. Thus, the Cu—C bond lengths observed in the molecular structure of the title compound [1.952 (4) and 1.950 (4) Å] are in the same range as those reported previously. The same is true for the Cu—C—N bond angles, although values down to 169° have been observed earlier (Deicas et al., 1997), most probably due to steric interactions of the 2-methoxycarbonyl-2-methylethylisocyanide ligands, which are even bulkier than the tert-butyl groups of the title compound.

The crystal structure of the title compound is depicted in Fig. 2 and the shortest intermolecular contacts are presented in Table 2. Along the b axis of the unit cell, infinite chains consisting of Cl anions and solvent molecules are observed. These chains are held together by quite strong hydrogen bonds between the water H atoms and the Cl anions. In addition, the Cl–water chains are connected by weak C—H···O and C—H···Cl contacts (Desiraju & Steiner, 1999) from methyl groups of the isocyanide ligands, building up an infinite three-dimensional network. In Fig. 2, only one plane of the network is shown for clarity.

Experimental top

CuCl2.xH2O (100 mg, 0.587 mmol) was dissolved in anhydrous ethanol (Volume?), resulting in a green solution. tert-Butylisocyanide (0.27 ml (2.348 mmol) was added to the solution using a syringe. After adding KCN (76 mg, 1.174 mmol), the colour of the solution slowly changed from green to colourless and a white precipitate of KCl was formed. The suspension was stirred for 4 h at room temperature. Filtration from the precipitated KCl and evaporation of the solvent in vacuo yielded a white solid. Recrystallization of the crude reaction product from acetone produced colourless prisms of (I) which were suitable for this X-ray diffraction study. Spectroscopic analysis: IR (KBr, cm−1): ν(CH) 2984 (s), 2936 (m), ν(CN) 2177 (vs), δ(CH) 1467 (m), δ(CCH3) 1395 (w), 1370 (s), 1240 (m), 1193 (s); MS (FAB in nitrobenzylalcohol, m/z, %): 413 {32, [Cu(CNtBu)4]H2O}, 395 {10, [Cu(CNtBu)4]}, 330 {9, [Cu(CNtBu)3]H2O}, 312 {62, [Cu(CNtBu)3]}, 229 {100, [Cu(CNtBu)2]}.

Refinement top

The water H atom was refined freely. All other H atoms were placed in idealized positions, with C—H = 0.98 Å [Please check added text], and were refined using a riding model, with Uiso(H) = 1.5Ueq(C). The C atoms of the disordered methyl groups were refined isotropically.

Computing details top

Data collection: COLLECT (Nonius, 1998); cell refinement: DENZO (Otwinowski & Minor, 1997); data reduction: DENZO; program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: XP (Siemens, 1990); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. The molecular structure of the [Cu(CNtBu)4]+ cation of (I). Displacement ellipsoids are drawn at the 40% probability level.
[Figure 2] Fig. 2. A packing diagram for (I).
tetrakis(tert-butylisocyanide)copper(I) chloride monohydrate top
Crystal data top
[Cu(C5H9N)4]Cl·H2OF(000) = 960
Mr = 449.53Dx = 1.064 Mg m3
Orthorhombic, PccaMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P2a2acCell parameters from 1947 reflections
a = 22.3933 (9) Åθ = 1.8–27.5°
b = 5.6174 (2) ŵ = 0.89 mm1
c = 22.3033 (8) ÅT = 183 K
V = 2805.58 (18) Å3Prism, colourless
Z = 40.05 × 0.05 × 0.03 mm
Data collection top
Nonius KappaCCD area-detector
diffractometer
1947 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.108
Graphite monochromatorθmax = 27.5°, θmin = 1.8°
ϕ and ω scansh = 2923
25405 measured reflectionsk = 77
3233 independent reflectionsl = 2828
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.070Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.231H atoms treated by a mixture of independent and constrained refinement
S = 1.03 w = 1/[σ2(Fo2) + (0.1248P)2 + 3.6821P]
where P = (Fo2 + 2Fc2)/3
3233 reflections(Δ/σ)max = 0.004
124 parametersΔρmax = 0.98 e Å3
0 restraintsΔρmin = 0.59 e Å3
Crystal data top
[Cu(C5H9N)4]Cl·H2OV = 2805.58 (18) Å3
Mr = 449.53Z = 4
Orthorhombic, PccaMo Kα radiation
a = 22.3933 (9) ŵ = 0.89 mm1
b = 5.6174 (2) ÅT = 183 K
c = 22.3033 (8) Å0.05 × 0.05 × 0.03 mm
Data collection top
Nonius KappaCCD area-detector
diffractometer
1947 reflections with I > 2σ(I)
25405 measured reflectionsRint = 0.108
3233 independent reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0700 restraints
wR(F2) = 0.231H atoms treated by a mixture of independent and constrained refinement
S = 1.03Δρmax = 0.98 e Å3
3233 reflectionsΔρmin = 0.59 e Å3
124 parameters
Special details top

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/UeqOcc. (<1)
Cu0.50000.23848 (10)0.75000.0265 (3)
Cl10.25001.00000.96677 (6)0.0429 (4)
N10.41741 (16)0.5455 (6)0.83054 (15)0.0427 (9)
N20.41861 (17)0.0642 (6)0.66713 (16)0.0446 (9)
C10.44895 (18)0.4359 (7)0.80045 (17)0.0359 (9)
C20.3763 (2)0.6776 (9)0.8696 (2)0.0481 (12)
C30.3484 (5)0.5067 (18)0.9118 (5)0.075 (3)*0.614 (9)
H3A0.37440.48530.94680.112*0.614 (9)
H3B0.34270.35330.89170.112*0.614 (9)
H3C0.30960.56870.92500.112*0.614 (9)
C40.3365 (5)0.8233 (19)0.8286 (4)0.068 (3)*0.614 (9)
H4A0.35730.96940.81680.102*0.614 (9)
H4B0.29960.86450.84970.102*0.614 (9)
H4C0.32690.73010.79270.102*0.614 (9)
C50.4146 (4)0.8707 (16)0.9049 (4)0.063 (3)*0.614 (9)
H5A0.45680.85540.89370.094*0.614 (9)
H5B0.41030.84510.94820.094*0.614 (9)
H5C0.40041.03050.89460.094*0.614 (9)
C3A0.3111 (7)0.555 (3)0.8558 (8)0.084 (6)*0.386 (9)
H3AA0.31620.42450.82690.125*0.386 (9)
H3AB0.28400.67430.83900.125*0.386 (9)
H3AC0.29430.49160.89310.125*0.386 (9)
C4A0.3803 (12)0.894 (5)0.8562 (12)0.136 (10)*0.386 (9)
H4AA0.42020.95280.86670.204*0.386 (9)
H4AB0.35020.98480.87840.204*0.386 (9)
H4AC0.37370.91410.81310.204*0.386 (9)
C5A0.3831 (9)0.566 (3)0.9314 (8)0.081 (5)*0.386 (9)
H5AA0.42080.61780.94940.122*0.386 (9)
H5AB0.38300.39210.92770.122*0.386 (9)
H5AC0.34980.61600.95700.122*0.386 (9)
C60.44974 (18)0.0415 (8)0.69848 (17)0.0370 (9)
C70.3778 (3)0.1888 (10)0.6260 (2)0.0581 (14)
C80.4173 (5)0.3892 (19)0.5916 (5)0.071 (3)*0.548 (9)
H8A0.45890.37960.60510.107*0.548 (9)
H8B0.41550.36150.54820.107*0.548 (9)
H8C0.40130.54760.60070.107*0.548 (9)
C90.3365 (6)0.340 (2)0.6637 (5)0.074 (3)*0.548 (9)
H9A0.35870.47640.67990.112*0.548 (9)
H9B0.30350.39800.63890.112*0.548 (9)
H9C0.32070.24490.69690.112*0.548 (9)
C100.3539 (6)0.020 (2)0.5841 (6)0.083 (4)*0.548 (9)
H10A0.38200.00160.55090.125*0.548 (9)
H10B0.34760.13300.60440.125*0.548 (9)
H10C0.31570.07870.56860.125*0.548 (9)
C8A0.3897 (7)0.087 (3)0.5636 (6)0.077 (4)*0.452 (9)
H8AA0.42830.14530.54890.116*0.452 (9)
H8AB0.39050.08730.56570.116*0.452 (9)
H8AC0.35800.13760.53620.116*0.452 (9)
C9A0.3749 (11)0.421 (5)0.6402 (11)0.156 (10)*0.452 (9)
H9AA0.41390.49560.63340.235*0.452 (9)
H9AB0.34480.49940.61500.235*0.452 (9)
H9AC0.36380.43830.68240.235*0.452 (9)
C10A0.3119 (5)0.061 (2)0.6375 (6)0.063 (4)*0.452 (9)
H10D0.31620.06580.66730.094*0.452 (9)
H10E0.28350.18020.65210.094*0.452 (9)
H10F0.29720.00670.59980.094*0.452 (9)
O1W0.25000.50000.5413 (2)0.0594 (14)
H1OW0.253 (3)0.622 (12)0.516 (2)0.10 (2)*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Cu0.0238 (4)0.0328 (4)0.0227 (4)0.0000.0005 (3)0.000
Cl10.0560 (9)0.0347 (7)0.0380 (8)0.0129 (7)0.0000.000
N10.047 (2)0.042 (2)0.0393 (19)0.0037 (17)0.0140 (17)0.0003 (16)
N20.052 (2)0.042 (2)0.040 (2)0.0077 (18)0.0189 (18)0.0000 (16)
C10.035 (2)0.043 (2)0.030 (2)0.0038 (18)0.0055 (17)0.0007 (17)
C20.051 (3)0.048 (3)0.045 (3)0.015 (2)0.024 (2)0.000 (2)
C60.036 (2)0.044 (2)0.031 (2)0.0032 (19)0.0022 (17)0.0030 (18)
C70.071 (4)0.054 (3)0.049 (3)0.019 (3)0.028 (3)0.002 (3)
O1W0.095 (4)0.044 (3)0.039 (3)0.022 (3)0.0000.000
Geometric parameters (Å, º) top
Cu—C11.950 (4)C5A—H5AA0.9800
Cu—C1i1.950 (4)C5A—H5AB0.9800
Cu—C6i1.952 (4)C5A—H5AC0.9800
Cu—C61.952 (4)C7—C9A1.35 (2)
N1—C11.152 (5)C7—C101.435 (13)
N1—C21.468 (5)C7—C91.513 (13)
N2—C61.152 (5)C7—C8A1.528 (15)
N2—C71.472 (6)C7—C81.624 (12)
C2—C4A1.26 (3)C7—C10A1.661 (13)
C2—C31.484 (11)C8—H8A0.9800
C2—C41.518 (11)C8—H8B0.9800
C2—C5A1.522 (17)C8—H8C0.9800
C2—C51.591 (10)C9—H9A0.9800
C2—C3A1.646 (17)C9—H9B0.9800
C3—H3A0.9800C9—H9C0.9800
C3—H3B0.9800C10—H10A0.9800
C3—H3C0.9800C10—H10B0.9800
C4—H4A0.9800C10—H10C0.9800
C4—H4B0.9800C8A—H8AA0.9800
C4—H4C0.9800C8A—H8AB0.9800
C5—H5A0.9800C8A—H8AC0.9800
C5—H5B0.9800C9A—H9AA0.9800
C5—H5C0.9800C9A—H9AB0.9800
C3A—H3AA0.9800C9A—H9AC0.9800
C3A—H3AB0.9800C10A—H10D0.9800
C3A—H3AC0.9800C10A—H10E0.9800
C4A—H4AA0.9800C10A—H10F0.9800
C4A—H4AB0.9800O1W—H1OW0.90 (6)
C4A—H4AC0.9800
C1—Cu—C1i110.7 (2)H5AA—C5A—H5AB109.5
C1—Cu—C6i108.71 (18)C2—C5A—H5AC109.5
C1i—Cu—C6i108.90 (19)H5AA—C5A—H5AC109.5
C1—Cu—C6108.90 (19)H5AB—C5A—H5AC109.5
C1i—Cu—C6108.71 (18)N2—C6—Cu176.5 (4)
C6i—Cu—C6110.9 (2)C9A—C7—C10140.9 (12)
C1—N1—C2178.1 (4)C9A—C7—N2110.2 (11)
C6—N2—C7177.4 (5)C10—C7—N2108.9 (6)
N1—C1—Cu177.5 (4)C9A—C7—C945.0 (11)
C4A—C2—N1107.7 (12)C10—C7—C9120.4 (8)
C4A—C2—C3143.9 (13)N2—C7—C9107.4 (6)
N1—C2—C3108.3 (5)C9A—C7—C8A125.9 (13)
C4A—C2—C451.4 (12)C10—C7—C8A39.2 (7)
N1—C2—C4106.4 (5)N2—C7—C8A106.3 (7)
C3—C2—C4118.9 (7)C9—C7—C8A145.5 (8)
C4A—C2—C5A127.4 (15)C9A—C7—C857.6 (12)
N1—C2—C5A105.5 (8)C10—C7—C8110.8 (8)
C3—C2—C5A36.9 (7)N2—C7—C8106.7 (5)
C4—C2—C5A145.8 (9)C9—C7—C8101.8 (7)
C4A—C2—C554.5 (13)C8A—C7—C874.6 (8)
N1—C2—C5107.5 (5)C9A—C7—C10A109.9 (13)
C3—C2—C5110.7 (6)C10—C7—C10A58.8 (7)
C4—C2—C5104.3 (6)N2—C7—C10A104.4 (6)
C5A—C2—C577.3 (9)C9—C7—C10A67.3 (7)
C4A—C2—C3A115.2 (14)C8A—C7—C10A97.7 (8)
N1—C2—C3A103.4 (7)C8—C7—C10A148.9 (6)
C3—C2—C3A58.2 (8)C7—C8—H8A109.5
C4—C2—C3A65.9 (8)C7—C8—H8B109.5
C5A—C2—C3A94.9 (10)H8A—C8—H8B109.5
C5—C2—C3A149.1 (7)C7—C8—H8C109.5
C2—C3—H3A109.5H8A—C8—H8C109.5
C2—C3—H3B109.5H8B—C8—H8C109.5
H3A—C3—H3B109.5C7—C9—H9A109.5
C2—C3—H3C109.5C7—C9—H9B109.5
H3A—C3—H3C109.5H9A—C9—H9B109.5
H3B—C3—H3C109.5C7—C9—H9C109.5
C2—C4—H4A109.5H9A—C9—H9C109.5
C2—C4—H4B109.5H9B—C9—H9C109.5
H4A—C4—H4B109.5C7—C10—H10A109.5
C2—C4—H4C109.5C7—C10—H10B109.5
H4A—C4—H4C109.5H10A—C10—H10B109.5
H4B—C4—H4C109.5C7—C10—H10C109.5
C2—C5—H5A109.5H10A—C10—H10C109.5
C2—C5—H5B109.5H10B—C10—H10C109.5
H5A—C5—H5B109.5C7—C8A—H8AA109.5
C2—C5—H5C109.5C7—C8A—H8AB109.5
H5A—C5—H5C109.5H8AA—C8A—H8AB109.5
H5B—C5—H5C109.5C7—C8A—H8AC109.5
C2—C3A—H3AA109.5H8AA—C8A—H8AC109.5
C2—C3A—H3AB109.5H8AB—C8A—H8AC109.5
H3AA—C3A—H3AB109.5C7—C9A—H9AA109.5
C2—C3A—H3AC109.5C7—C9A—H9AB109.5
H3AA—C3A—H3AC109.5H9AA—C9A—H9AB109.5
H3AB—C3A—H3AC109.5C7—C9A—H9AC109.5
C2—C4A—H4AA109.5H9AA—C9A—H9AC109.5
C2—C4A—H4AB109.5H9AB—C9A—H9AC109.5
H4AA—C4A—H4AB109.5C7—C10A—H10D109.5
C2—C4A—H4AC109.5C7—C10A—H10E109.5
H4AA—C4A—H4AC109.5H10D—C10A—H10E109.5
H4AB—C4A—H4AC109.5C7—C10A—H10F109.5
C2—C5A—H5AA109.5H10D—C10A—H10F109.5
C2—C5A—H5AB109.5H10E—C10A—H10F109.5
Symmetry code: (i) x+1, y, z+3/2.
Hydrogen-bond geometry (Å, º) top
D—H···AH···AD···AD—H···A
C9A—H9AB···O1Wii2.553.467156
C10—H10C···Cl1iii2.743.503135
O1W—H1OW···Cl1iv2.3853.263166
Symmetry codes: (ii) x+1, y, z+1; (iii) x+1/2, y1, z1/2; (iv) x+1/2, y2, z1/2.

Experimental details

Crystal data
Chemical formula[Cu(C5H9N)4]Cl·H2O
Mr449.53
Crystal system, space groupOrthorhombic, Pcca
Temperature (K)183
a, b, c (Å)22.3933 (9), 5.6174 (2), 22.3033 (8)
V3)2805.58 (18)
Z4
Radiation typeMo Kα
µ (mm1)0.89
Crystal size (mm)0.05 × 0.05 × 0.03
Data collection
DiffractometerNonius KappaCCD area-detector
diffractometer
Absorption correction
No. of measured, independent and
observed [I > 2σ(I)] reflections
25405, 3233, 1947
Rint0.108
(sin θ/λ)max1)0.650
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.070, 0.231, 1.03
No. of reflections3233
No. of parameters124
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.98, 0.59

Computer programs: COLLECT (Nonius, 1998), DENZO (Otwinowski & Minor, 1997), DENZO, SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), XP (Siemens, 1990), SHELXL97.

Selected geometric parameters (Å, º) top
Cu—C11.950 (4)N1—C21.468 (5)
Cu—C61.952 (4)N2—C61.152 (5)
N1—C11.152 (5)N2—C71.472 (6)
C1—Cu—C1i110.7 (2)C6i—Cu—C6110.9 (2)
C1—Cu—C6i108.71 (18)C1—N1—C2178.1 (4)
C1i—Cu—C6i108.90 (19)C6—N2—C7177.4 (5)
C1—Cu—C6108.90 (19)N1—C1—Cu177.5 (4)
C1i—Cu—C6108.71 (18)N2—C6—Cu176.5 (4)
Symmetry code: (i) x+1, y, z+3/2.
Hydrogen-bond geometry (Å, º) top
D—H···AH···AD···AD—H···A
C9A—H9AB···O1Wii2.5503.467156
C10—H10C···Cl1iii2.7413.503135
O1W—H1OW···Cl1iv2.3853.263166
Symmetry codes: (ii) x+1, y, z+1; (iii) x+1/2, y1, z1/2; (iv) x+1/2, y2, z1/2.
 

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