[CuCl₃(H₂O)]⁻ complexes aggregated to form hydrate columns in methyl-substituted pyridinium or piperidinium salts

1,2,3-Trimethyl­pyridinium aqua­trichloridocuprate(II), (C₈H₁₂N)[CuCl₃(H₂O)], (I), 3,4-dimethyl­pyridinium aqua­tri­chlor­ido­cuprate(II), (C₇H₁₀N)[CuCl₃(H₂O)], (II), and 2,3-di­methyl­pyridinium aqua­trichloridocuprate(II), (C₇H₁₀N)[CuCl₃(H₂O)], (III), exhibit the same fundamental structure, with (I) and (II) isomorphous and with the unit-cell constants of (III) similar to the reduced unit-cell constants of (I) and (II). The distorted square-planar [CuCl₃(H₂O)]⁻ complex [mirror symmetric in (I) and (II)] forms two semicoordinate Cu...Cl bonds to a neighboring complex to produce a dimer with 2/m symmetry [only inversion symmetry in (III)]. The semicoordinate Cu...Cl bond length of the dimer shows significant elongation at 295 K compared with that at 100 K, while the coordinate Cu—Cl bond lengths are slightly contracted at 295 K compared with those at 100 K. The inorganic dimers are linked by eight hydrogen bonds to four neighboring dimers to establish a checkerboard network layer in the ab plane, with voids between the dimers that accommodate, on both sides, inversion-related organic cation pairs. The organic cations are required by mirror-plane symmetry to be disordered in (I) and (II). The organic cations and [CuCl₃(H₂O)]⁻ complexes are nearly coplanar and tilted out of the layer plane to establish a hybrid organic–inorganic layer structure parallel to (202) [(11) in (III)], with hydrate columns (defined by water mol­ecules) and hydro­phobic columns (defined by methyl groups) parallel to each other [and along the 2₁ axes in (I) and (II)]. In 1,1-dimethyl­piperidinium aqua­trichloridocuprate(II), (C₇H₁₆N)[CuCl₃(H₂O)], (IV), the bulkier organic cation prevents semicoordinate bonding between complexes, which are hydrogen bonded side-to-side in zigzag chains that place water mol­ecules in columns along half of the 2₁ axes.

Computing details

For all compounds, data collection: COLLECT (Nonius, 1998); cell refinement: SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO and SCALEPACK (Otwinowski & Minor, 1997); program(s) used to solve structure: SIR92 (Altomare et al., 1993); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).

(I100K) 1,2,3-trimethylpyridinium aquatrichloridocuprate(II)

Crystal data

(C8H12N)[CuCl3(H2O)]	F(000) = 628
Mr = 310.09	Dx = 1.766 Mg m^−3
Monoclinic, C2/m	Mo Kα radiation, λ = 0.71073 Å
a = 15.4606 (4) Å	Cell parameters from 1598 reflections
b = 9.2495 (3) Å	θ = 1.0–28.7°
c = 8.4159 (2) Å	µ = 2.53 mm^−1
β = 104.270 (2)°	T = 100 K
V = 1166.36 (6) Å^3	Prism, green
Z = 4	0.25 × 0.17 × 0.09 mm

Data collection

Nonius KappaCCD area-detector diffractometer	1593 independent reflections
Radiation source: Enraf–Nonius FR590	1457 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.015
Detector resolution: 9 pixels mm^-1	θmax = 28.7°, θmin = 4.1°
CCD rotation images, thick slices scans	h = −20→20
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	k = −12→12
Tmin = 0.610, Tmax = 0.704	l = −11→11
3004 measured reflections

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.027	Hydrogen site location: difference Fourier map
wR(F^2) = 0.067	H atoms treated by a mixture of independent and constrained refinement
S = 1.13	w = 1/[σ^2(Fo^2) + (0.0269P)^2 + 2.6013P] where P = (Fo^2 + 2Fc^2)/3
1593 reflections	(Δ/σ)max = 0.001
79 parameters	Δρmax = 0.58 e Å^−3
1 restraint	Δρmin = −0.56 e Å^−3

Special details

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.62472 (2)	0.0000	0.07136 (4)	0.01320 (10)
Cl1	0.51695 (4)	0.0000	0.20952 (8)	0.01731 (14)
Cl2	0.65216 (3)	0.24150 (5)	0.11326 (6)	0.01701 (12)
O1	0.71634 (14)	0.0000	−0.0592 (3)	0.0192 (4)
H1	0.747 (2)	0.072 (3)	−0.055 (5)	0.071 (12)*
N1	0.90280 (11)	0.12887 (19)	0.3490 (2)	0.0147 (3)	0.50
C11	0.87151 (14)	0.2698 (2)	0.3998 (3)	0.0211 (4)
H11A	0.8081	0.2777	0.3570	0.032*
H11B	0.9007	0.3474	0.3578	0.032*
H11C	0.8856	0.2751	0.5173	0.032*
C2	0.87097 (18)	0.0000	0.3946 (3)	0.0163 (5)
C21	0.8020 (2)	0.0000	0.4912 (4)	0.0319 (8)
H21A	0.7473	−0.0394	0.4257	0.048*	0.50
H21B	0.7919	0.0973	0.5222	0.048*	0.50
H21C	0.8224	−0.0578	0.5880	0.048*	0.50
C3	0.90280 (11)	0.12887 (19)	0.3490 (2)	0.0147 (3)	0.50
C5	0.99660 (18)	0.0000	0.2101 (3)	0.0162 (5)
H5	1.0388	0.0000	0.1481	0.019*
C6	0.96499 (12)	0.1285 (2)	0.2567 (2)	0.0155 (4)
H6	0.9858	0.2157	0.2254	0.019*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.01393 (17)	0.01022 (16)	0.01738 (17)	0.000	0.00753 (12)	0.000
Cl1	0.0194 (3)	0.0120 (3)	0.0245 (3)	0.000	0.0130 (2)	0.000
Cl2	0.0176 (2)	0.0120 (2)	0.0236 (2)	−0.00235 (16)	0.00905 (17)	−0.00223 (16)
O1	0.0212 (10)	0.0114 (9)	0.0304 (11)	0.000	0.0164 (9)	0.000
N1	0.0148 (7)	0.0148 (8)	0.0142 (7)	0.0013 (6)	0.0028 (6)	−0.0016 (6)
C11	0.0236 (10)	0.0156 (9)	0.0242 (10)	0.0043 (8)	0.0058 (8)	−0.0022 (8)
C2	0.0155 (12)	0.0186 (13)	0.0146 (12)	0.000	0.0033 (10)	0.000
C21	0.0189 (14)	0.050 (2)	0.0302 (17)	0.000	0.0121 (12)	0.000
C3	0.0148 (7)	0.0148 (8)	0.0142 (7)	0.0013 (6)	0.0028 (6)	−0.0016 (6)
C5	0.0180 (12)	0.0167 (13)	0.0148 (12)	0.000	0.0057 (10)	0.000
C6	0.0166 (8)	0.0167 (9)	0.0135 (8)	−0.0015 (7)	0.0043 (6)	0.0015 (7)

Geometric parameters (Å, º)

Cu1—Cl1	2.2547 (7)	C11—H11B	0.9600
Cu1—Cl1^i	2.7988 (8)	C11—H11C	0.9600
Cu1—Cl2	2.2848 (5)	C2—C21	1.492 (4)
Cu1—O1	1.995 (2)	C21—H21A	0.9600
O1—H1	0.812 (10)	C21—H21B	0.9600
N1—C6	1.377 (3)	C21—H21C	0.9600
N1—C2	1.380 (2)	C5—C6	1.378 (2)
N1—C11	1.489 (3)	C5—H5	0.9300
C11—H11A	0.9600	C6—H6	0.9300
Cl1—Cu1—Cl1^i	84.93 (2)	H11A—C11—H11C	109.5
Cl1—Cu1—Cl2	93.044 (14)	H11B—C11—H11C	109.5
Cl1^i—Cu1—Cl2	101.961 (14)	N1—C2—C3^ii	119.5 (2)
Cl2—Cu1—Cl2^ii	155.74 (3)	N1—C2—C21	120.25 (12)
Cl1—Cu1—O1	177.73 (7)	C2—C21—H21A	109.5
Cl1^i—Cu1—O1	92.80 (7)	C2—C21—H21B	109.5
Cl2—Cu1—O1	87.421 (19)	H21A—C21—H21B	109.5
Cu1—Cl1—Cu1^i	95.07 (2)	C2—C21—H21C	109.5
Cu1—O1—H1	117 (3)	H21A—C21—H21C	109.5
H1—O1—H1^ii	111 (5)	H21B—C21—H21C	109.5
C6—N1—C2	120.13 (18)	N1—C6—C5	120.51 (19)
C6—N1—C11	119.03 (17)	N1—C6—H6	119.7
C2—N1—C11	120.84 (18)	C5—C6—H6	119.7
N1—C11—H11A	109.5	C6—C5—C6^ii	119.2 (2)
N1—C11—H11B	109.5	C6—C5—H5	120.4
H11A—C11—H11B	109.5	C6^ii—C5—H5	120.4
N1—C11—H11C	109.5

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

(I295K) 1,2,3-trimethylpyridinium aquatrichloridocuprate(II)

Crystal data

(C8H12N)[CuCl3(H2O)]	F(000) = 628
Mr = 310.09	Dx = 1.718 Mg m^−3
Monoclinic, C2/m	Mo Kα radiation, λ = 0.71073 Å
a = 15.6883 (19) Å	Cell parameters from 1303 reflections
b = 9.2405 (10) Å	θ = 2.9–27.5°
c = 8.5073 (10) Å	µ = 2.46 mm^−1
β = 103.521 (9)°	T = 295 K
V = 1199.1 (2) Å^3	Prism, green
Z = 4	0.30 × 0.13 × 0.08 mm

Data collection

Nonius KappaCCD area-detector diffractometer	1440 independent reflections
Graphite monochromator	1184 reflections with I > 2σ(I)
Detector resolution: 9 pixels mm^-1	Rint = 0.023
CCD scans	θmax = 27.5°, θmin = 4.6°
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	h = −20→20
Tmin = 0.631, Tmax = 0.875	k = −11→11
2595 measured reflections	l = −10→11

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.042	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.112	w = 1/[σ^2(Fo^2) + (0.0491P)^2 + 2.7746P] where P = (Fo^2 + 2Fc^2)/3
S = 1.09	(Δ/σ)max = 0.001
1440 reflections	Δρmax = 1.24 e Å^−3
79 parameters	Δρmin = −0.97 e Å^−3
1 restraint	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0079 (15)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.62810 (4)	0.0000	0.08032 (7)	0.0401 (3)
Cl1	0.51917 (10)	0.0000	0.2104 (2)	0.0570 (4)
Cl2	0.65301 (6)	0.24171 (9)	0.11533 (12)	0.0485 (3)
O1	0.7185 (3)	0.0000	−0.0509 (7)	0.0621 (11)
H1	0.748 (3)	0.074 (4)	−0.042 (8)	0.12 (2)*
N1	0.9031 (2)	0.1282 (3)	0.3485 (4)	0.0399 (7)	0.50
C11	0.8720 (3)	0.2699 (5)	0.3979 (5)	0.0567 (10)
H11A	0.8093	0.2748	0.3629	0.085*
H11B	0.8976	0.3471	0.3491	0.085*
H11C	0.8890	0.2789	0.5134	0.085*
C2	0.8715 (3)	0.0000	0.3936 (6)	0.0403 (10)
C21	0.8033 (4)	0.0000	0.4903 (8)	0.0653 (17)
H21A	0.7461	0.0000	0.4186	0.098*
H21B	0.8100	0.0848	0.5572	0.098*	0.50
H21C	0.8100	−0.0848	0.5572	0.098*	0.50
C3	0.9031 (2)	0.1282 (3)	0.3485 (4)	0.0399 (7)	0.50
C5	0.9956 (3)	0.0000	0.2117 (6)	0.0455 (11)
H5	1.0373	0.0000	0.1500	0.055*
C6	0.9644 (2)	0.1276 (4)	0.2577 (4)	0.0418 (8)
H6	0.9851	0.2149	0.2270	0.050*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0484 (4)	0.0279 (3)	0.0506 (4)	0.000	0.0249 (3)	0.000
Cl1	0.0708 (9)	0.0329 (6)	0.0830 (10)	0.000	0.0500 (8)	0.000
Cl2	0.0514 (5)	0.0314 (4)	0.0688 (6)	−0.0066 (3)	0.0264 (4)	−0.0058 (4)
O1	0.072 (3)	0.034 (2)	0.098 (3)	0.000	0.055 (3)	0.000
N1	0.0391 (15)	0.0377 (16)	0.0405 (15)	0.0039 (12)	0.0046 (12)	−0.0009 (12)
C11	0.059 (2)	0.042 (2)	0.071 (3)	0.0103 (17)	0.017 (2)	−0.0049 (18)
C2	0.037 (2)	0.044 (3)	0.040 (2)	0.000	0.0083 (19)	0.000
C21	0.050 (3)	0.084 (5)	0.070 (4)	0.000	0.031 (3)	0.000
C3	0.0391 (15)	0.0377 (16)	0.0405 (15)	0.0039 (12)	0.0046 (12)	−0.0009 (12)
C5	0.046 (3)	0.051 (3)	0.042 (3)	0.000	0.015 (2)	0.000
C6	0.0447 (18)	0.0396 (18)	0.0413 (17)	−0.0016 (14)	0.0100 (14)	0.0058 (14)

Geometric parameters (Å, º)

Cu1—Cl1	2.2428 (14)	C11—H11C	0.9600
Cu1—Cl1^i	2.964 (2)	C2—C21	1.493 (6)
Cu1—Cl2	2.2750 (9)	C21—H21A	0.9600
Cu1—O1	1.999 (4)	C21—H21B	0.9600
O1—H1	0.817 (10)	C21—H21C	0.9600
N1—C6	1.367 (5)	C5—C6	1.368 (4)
N1—C2	1.373 (4)	C5—H5	0.9300
N1—C11	1.491 (4)	C5—C6^ii	1.368 (4)
C11—H11A	0.9600	C6—H6	0.9300
C11—H11B	0.9600
Cl1—Cu1—Cl1^i	82.91 (6)	H11A—C11—H11C	109.5
Cl1—Cu1—Cl2	93.60 (3)	H11B—C11—H11C	109.5
Cl1^i—Cu1—Cl2	100.71 (3)	N1—C2—C3^ii	119.3 (4)
Cl2—Cu1—Cl2^ii	158.09 (6)	N1—C2—C21	120.4 (2)
Cl1—Cu1—O1	175.81 (15)	C2—C21—H21A	109.5
Cl1^i—Cu1—O1	92.90 (17)	C2—C21—H21B	109.5
Cl2—Cu1—O1	87.16 (4)	C2—C21—H21C	109.5
Cu1—Cl1—Cu1^i	97.09 (6)	H21A—C21—H21B	109.5
Cu1—O1—H1	114 (5)	H21A—C21—H21C	109.5
H1^ii—O1—H1	112 (9)	H21B—C21—H21C	109.5
C6—N1—C2	120.1 (3)	C6—C5—C6^ii	119.0 (5)
C6—N1—C11	118.8 (3)	C6—C5—H5	120.5
C2—N1—C11	121.0 (3)	C6^ii—C5—H5	120.5
N1—C11—H11A	109.5	N1—C6—C5	120.7 (3)
N1—C11—H11B	109.5	N1—C6—H6	119.6
H11A—C11—H11B	109.5	C5—C6—H6	119.6
N1—C11—H11C	109.5

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

(II100K) 3,4-dimethylpyridinium aquatrichloridocuprate(II)

Crystal data

(C7H10N)[CuCl3(H2O)]	F(000) = 596
Mr = 296.07	Dx = 1.755 Mg m^−3
Monoclinic, C2/m	Mo Kα radiation, λ = 0.71073 Å
a = 15.1429 (4) Å	Cell parameters from 1885 reflections
b = 8.8854 (2) Å	θ = 2.9–31.0°
c = 8.5918 (2) Å	µ = 2.63 mm^−1
β = 104.262 (2)°	T = 100 K
V = 1120.40 (5) Å^3	Prism, colourless
Z = 4	0.17 × 0.08 × 0.05 mm

Data collection

Nonius KappaCCD area-detector diffractometer	1880 independent reflections
Graphite monochromator	1663 reflections with I > 2σ(I)
Detector resolution: 9 pixels mm^-1	Rint = 0.017
CCD scans	θmax = 31.0°, θmin = 4.8°
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	h = −21→21
Tmin = 0.716, Tmax = 0.884	k = −12→12
3544 measured reflections	l = −12→12

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.026	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.062	w = 1/[σ^2(Fo^2) + (0.0285P)^2 + 1.1109P] where P = (Fo^2 + 2Fc^2)/3
S = 1.08	(Δ/σ)max = 0.001
1880 reflections	Δρmax = 0.59 e Å^−3
77 parameters	Δρmin = −0.80 e Å^−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0038 (6)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.623684 (16)	0.0000	0.07381 (3)	0.01520 (9)
Cl1	0.51196 (3)	0.0000	0.20814 (6)	0.01870 (11)
Cl2	0.65045 (3)	0.25027 (4)	0.11677 (4)	0.02146 (10)
O1	0.71314 (12)	0.0000	−0.0590 (2)	0.0233 (3)
H1W	0.7393 (15)	0.070 (3)	−0.059 (3)	0.044 (7)*
N1	0.9621 (3)	−0.1477 (5)	0.2585 (4)	0.0216 (9)*	0.50
H1	0.9831	−0.2307	0.2310	0.026*	0.50
C2	0.9002 (3)	−0.1543 (5)	0.3431 (4)	0.0225 (8)*	0.50
H2	0.8801	−0.2480	0.3685	0.027*	0.50
C3	0.86505 (16)	−0.0276 (3)	0.3942 (3)	0.0183 (6)*	0.50
C31	0.7959 (2)	−0.0368 (4)	0.4921 (4)	0.0308 (9)	0.50
H31A	0.7920	−0.1387	0.5271	0.046*	0.50
H31B	0.7376	−0.0056	0.4280	0.046*	0.50
H31C	0.8139	0.0278	0.5840	0.046*	0.50
C4	0.8966 (2)	0.1106 (5)	0.3556 (4)	0.0206 (8)*	0.50
C41	0.8654 (2)	0.2564 (4)	0.4122 (4)	0.0239 (6)	0.50
H41A	0.8803	0.2578	0.5275	0.036*	0.50
H41B	0.8007	0.2659	0.3717	0.036*	0.50
H41C	0.8953	0.3387	0.3738	0.036*	0.50
C5	0.9625 (3)	0.1131 (6)	0.2582 (6)	0.0254 (11)*	0.50
H5	0.9831	0.2040	0.2267	0.030*	0.50
C6	0.99350 (16)	−0.0195 (4)	0.2138 (3)	0.0202 (6)*	0.50
H6	1.0364	−0.0205	0.1527	0.024*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.01466 (13)	0.01282 (13)	0.01963 (14)	0.000	0.00708 (9)	0.000
Cl1	0.0182 (2)	0.0179 (2)	0.0224 (2)	0.000	0.00945 (17)	0.000
Cl2	0.02428 (18)	0.01570 (16)	0.02784 (19)	−0.00520 (13)	0.01296 (14)	−0.00434 (13)
O1	0.0244 (8)	0.0130 (7)	0.0380 (9)	0.000	0.0179 (7)	0.000
C31	0.0297 (15)	0.030 (2)	0.0359 (17)	−0.0067 (12)	0.0150 (13)	0.0003 (12)
C41	0.0259 (15)	0.0187 (14)	0.0282 (15)	0.0038 (11)	0.0086 (12)	−0.0003 (11)

Geometric parameters (Å, º)

Cu1—Cl1	2.2708 (5)	C31—H31B	0.9600
Cu1—Cl1^i	2.7632 (6)	C31—H31C	0.9600
Cu1—Cl2	2.2742 (3)	C3—C4	1.387 (5)
Cu1—O1	1.9747 (16)	C4—C41	1.500 (5)
O1—H1W	0.74 (2)	C41—H41A	0.9600
N1—C2	1.321 (5)	C41—H41B	0.9600
N1—C6	1.327 (5)	C41—H41C	0.9600
N1—H1	0.8600	C4—C5	1.451 (6)
C2—H2	0.9300	C5—H5	0.9300
C2—C3	1.364 (5)	C5—C6	1.357 (6)
C3—C31	1.498 (4)	C6—H6	0.9300
C31—H31A	0.9600
Cl1—Cu1—Cl1^i	87.684 (18)	N1—C2—H2	119.1
Cl1—Cu1—Cl2	92.453 (11)	C3—C2—H2	119.1
Cl1^i—Cu1—Cl2	101.920 (12)	C2—C3—C4	118.0 (2)
Cl2—Cu1—Cl2^ii	155.83 (2)	C2—C3—C31	121.2 (3)
Cl1—Cu1—O1	175.44 (6)	C4—C3—C31	120.8 (3)
Cl1^i—Cu1—O1	87.76 (6)	C3—C4—C5	118.5 (4)
Cl2—Cu1—O1	88.489 (15)	C3—C4—C41	122.1 (3)
Cu1—Cl1—Cu1^i	92.316 (18)	C5—C4—C41	119.4 (4)
Cu1—O1—H1W	116.2 (19)	C4—C5—C6	118.9 (4)
H1W—O1—H1W^ii	115 (4)	C4—C5—H5	120.5
C2—N1—C6	123.4 (4)	C6—C5—H5	120.5
C2—N1—H1	118.3	N1—C6—C5	119.3 (3)
C6—N1—H1	118.3	C5—C6—H6	120.3
N1—C2—C3	121.7 (4)	N1—C6—H6	120.3

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

(II295K) 3,4-dimethylpyridinium aquatrichloridocuprate(II)

Crystal data

(C7H10N)[CuCl3(H2O)]	F(000) = 596
Mr = 296.07	Dx = 1.7 Mg m^−3
Monoclinic, C2/m	Mo Kα radiation, λ = 0.71073 Å
a = 15.3144 (4) Å	Cell parameters from 1723 reflections
b = 8.8708 (2) Å	θ = 2.9–29.6°
c = 8.7761 (2) Å	µ = 2.54 mm^−1
β = 103.967 (2)°	T = 295 K
V = 1156.99 (5) Å^3	Prism, green
Z = 4	0.17 × 0.08 × 0.05 mm

Data collection

Nonius KappaCCD area-detector diffractometer	1724 independent reflections
Graphite monochromator	1485 reflections with I > 2σ(I)
Detector resolution: 9 pixels mm^-1	Rint = 0.013
CCD scans	θmax = 29.6°, θmin = 4.1°
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	h = −21→21
Tmin = 0.727, Tmax = 0.880	k = −12→12
3244 measured reflections	l = −12→12

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.033	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.090	w = 1/[σ^2(Fo^2) + (0.045P)^2 + 1.2996P] where P = (Fo^2 + 2Fc^2)/3
S = 1.06	(Δ/σ)max = 0.001
1724 reflections	Δρmax = 0.71 e Å^−3
77 parameters	Δρmin = −0.57 e Å^−3
2 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0072 (12)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq	Occ. (<1)
Cu1	0.62501 (2)	0.0000	0.07768 (4)	0.03999 (16)
Cl1	0.51275 (6)	0.0000	0.20481 (11)	0.0517 (2)
Cl2	0.65076 (4)	0.25070 (6)	0.11599 (8)	0.05229 (19)
O1	0.71364 (19)	0.0000	−0.0534 (4)	0.0653 (8)
H1W	0.7439 (12)	0.0757 (6)	−0.049 (4)	0.078*
C3	0.8656 (3)	0.0000	0.3902 (5)	0.0706 (13)	0.50
C31	0.7961 (4)	0.0000	0.4863 (8)	0.126 (3)	0.50
H31A	0.7809	−0.1020	0.5057	0.190*	0.13
H31B	0.7431	0.0520	0.4298	0.190*	0.13
H31C	0.8200	0.0501	0.5845	0.190*	0.13
H31D	0.7818	0.1020	0.5076	0.190*	0.13
H31E	0.8196	−0.0520	0.5835	0.190*	0.13
H31F	0.7427	−0.0501	0.4289	0.190*	0.13
C4	0.8991 (2)	0.1290 (4)	0.3472 (3)	0.0686 (8)	0.50
C41	0.8674 (4)	0.2581 (6)	0.4090 (7)	0.0603 (13)	0.50
H41A	0.8932	0.3463	0.3739	0.090*	0.25
H41B	0.8843	0.2539	0.5216	0.090*	0.25
H41C	0.8030	0.2626	0.3738	0.090*	0.25
H41D	0.8271	0.2289	0.4723	0.090*	0.25
H41E	0.8361	0.3213	0.3246	0.090*	0.25
H41F	0.9173	0.3125	0.4724	0.090*	0.25
C5	0.96291 (18)	0.1310 (3)	0.2574 (3)	0.0630 (6)	0.50
H5	0.9837	0.2221	0.2273	0.076*	0.50
C6	0.9940 (3)	0.0000	0.2150 (4)	0.0608 (9)	0.50
H6	1.0326	0.0000	0.1478	0.073*	0.50
C3A	0.8656 (3)	0.0000	0.3902 (5)	0.0706 (13)	0.50
C31A	0.7961 (4)	0.0000	0.4863 (8)	0.126 (3)	0.50
H31G	0.7812	−0.1020	0.5064	0.190*	0.13
H31H	0.7430	0.0513	0.4295	0.190*	0.13
H31I	0.8199	0.0507	0.5842	0.190*	0.13
H31J	0.7815	0.1020	0.5070	0.190*	0.13
H31K	0.8197	−0.0513	0.5838	0.190*	0.13
H31L	0.7428	−0.0507	0.4292	0.190*	0.13
C2A	0.8991 (2)	0.1290 (4)	0.3472 (3)	0.0686 (8)	0.50
H2A	0.8790	0.2202	0.3785	0.082*	0.50
N1A	0.96291 (18)	0.1310 (3)	0.2574 (3)	0.0630 (6)	0.50
H1A	0.9821	0.2152	0.2296	0.076*	0.50
C6A	0.9940 (3)	0.0000	0.2150 (4)	0.0608 (9)	0.50
H6A	1.0326	0.0000	0.1478	0.073*	0.50

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0396 (2)	0.0303 (2)	0.0556 (3)	0.000	0.02215 (17)	0.000
Cl1	0.0548 (4)	0.0398 (4)	0.0711 (5)	0.000	0.0357 (4)	0.000
Cl2	0.0558 (3)	0.0343 (3)	0.0752 (4)	−0.0086 (2)	0.0323 (3)	−0.0081 (2)
O1	0.0662 (16)	0.0355 (11)	0.114 (2)	0.000	0.0598 (17)	0.000
C3	0.048 (2)	0.111 (4)	0.0500 (19)	0.000	0.0077 (16)	0.000
C31	0.072 (3)	0.220 (10)	0.100 (4)	0.000	0.046 (3)	0.000
C4	0.0525 (14)	0.089 (2)	0.0611 (15)	0.0114 (15)	0.0068 (12)	−0.0189 (15)
C41	0.061 (3)	0.044 (3)	0.077 (3)	0.013 (2)	0.018 (3)	−0.003 (2)
C5	0.0617 (14)	0.0673 (16)	0.0594 (13)	−0.0042 (12)	0.0135 (11)	0.0038 (11)
C6	0.057 (2)	0.079 (3)	0.0491 (18)	0.000	0.0178 (16)	0.000
C3A	0.048 (2)	0.111 (4)	0.0500 (19)	0.000	0.0077 (16)	0.000
C31A	0.072 (3)	0.220 (10)	0.100 (4)	0.000	0.046 (3)	0.000
C2A	0.0525 (14)	0.089 (2)	0.0611 (15)	0.0114 (15)	0.0068 (12)	−0.0189 (15)
N1A	0.0617 (14)	0.0673 (16)	0.0594 (13)	−0.0042 (12)	0.0135 (11)	0.0038 (11)
C6A	0.057 (2)	0.079 (3)	0.0491 (18)	0.000	0.0178 (16)	0.000

Geometric parameters (Å, º)

Cu1—Cl1	2.2642 (8)	C31—H31F	0.96
Cu1—Cl1^i	2.8412 (11)	C4—C5	1.396 (4)
Cu1—Cl2	2.2694 (5)	C4—C41	1.403 (6)
Cu1—O1	1.980 (2)	C41—H41A	0.96
O1—H1W	0.812 (9)	C41—H41B	0.96
C3—C4	1.345 (4)	C41—H41C	0.96
C3—C31	1.509 (7)	C41—H41D	0.96
C31—H31A	0.96	C41—H41E	0.96
C31—H31B	0.96	C41—H41F	0.96
C31—H31C	0.96	C5—C6	1.342 (3)
C31—H31D	0.96	C5—H5	0.93
C31—H31E	0.96	C6—H6	0.93
Cl1—Cu1—Cl1^i	86.43 (3)	H31E—C31—H31F	109.5
Cl1—Cu1—Cl2	93.006 (17)	C3—C4—C5	122.4 (3)
Cl1^i—Cu1—Cl2	101.25 (2)	C3—C4—C41	113.3 (4)
Cl2—Cu1—Cl2^ii	157.01 (4)	C5—C4—C41	124.2 (4)
Cl1—Cu1—O1	174.23 (11)	C4—C41—H41A	109.5
Cl1^i—Cu1—O1	87.80 (11)	C4—C41—H41B	109.5
Cl2—Cu1—O1	88.12 (3)	H41A—C41—H41B	109.5
Cu1—Cl1—Cu1^i	93.57 (3)	C4—C41—H41C	109.5
Cu1—O1—H1W	116.1 (19)	H41A—C41—H41C	109.5
H1W^ii—O1—H1W	112 (2)	H41B—C41—H41C	109.5
C4—C3—C31	121.7 (2)	C4—C41—H41D	109.5
C3—C31—H31A	109.5	C4—C41—H41E	109.5
C3—C31—H31B	109.5	H41D—C41—H41E	109.5
H31A—C31—H31B	109.5	C4—C41—H41F	109.5
C3—C31—H31C	109.5	H41D—C41—H41F	109.5
H31A—C31—H31C	109.5	H41E—C41—H41F	109.5
H31B—C31—H31C	109.5	C6—C5—C4	119.3 (3)
C3—C31—H31D	109.5	C6—C5—H5	120.3
C3—C31—H31E	109.5	C4—C5—H5	120.3
H31D—C31—H31E	109.5	C5—C6—H6	119.9
C3—C31—H31F	109.5	C5—C6—N1A^ii	119.9 (4)
H31D—C31—H31F	109.5

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

(III100K) 2,3-dimethylpyridinium aquatrichloridocuprate(II)

Crystal data

(C7H10N)[CuCl3(H2O)]	Z = 2
Mr = 296.07	F(000) = 298
Triclinic, P1	Dx = 1.757 Mg m^−3
a = 8.8088 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.7803 (4) Å	Cell parameters from 2526 reflections
c = 8.7570 (4) Å	θ = 2.9–27.5°
α = 74.101 (3)°	µ = 2.63 mm^−1
β = 76.513 (4)°	T = 100 K
γ = 59.895 (7)°	Plate, green
V = 559.77 (6) Å^3	0.23 × 0.12 × 0.08 mm

Data collection

Nonius KappaCCD area-detector diffractometer	2554 independent reflections
Graphite monochromator	2349 reflections with I > 2σ(I)
Detector resolution: 9 pixels mm^-1	Rint = 0.024
CCD scans	θmax = 27.5°, θmin = 4.0°
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	h = −11→11
Tmin = 0.589, Tmax = 0.826	k = −11→11
4879 measured reflections	l = −11→11

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.124	H atoms treated by a mixture of independent and constrained refinement
S = 1.16	w = 1/[σ^2(Fo^2) + (0.0417P)^2 + 2.7302P] where P = (Fo^2 + 2Fc^2)/3
2554 reflections	(Δ/σ)max < 0.001
129 parameters	Δρmax = 1.13 e Å^−3
2 restraints	Δρmin = −0.76 e Å^−3

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Cu1	0.37325 (6)	0.87179 (7)	0.07850 (6)	0.01891 (16)
Cl1	0.48941 (12)	0.97670 (13)	0.20498 (12)	0.0211 (2)
Cl2	0.09563 (13)	1.10156 (14)	0.11538 (13)	0.0224 (2)
Cl3	0.58548 (13)	0.58494 (13)	0.13918 (13)	0.0234 (2)
O1	0.2852 (4)	0.7928 (4)	−0.0571 (4)	0.0245 (6)
H1WA	0.340 (8)	0.686 (3)	−0.062 (8)	0.047 (19)*
H1WB	0.178 (2)	0.831 (11)	−0.053 (10)	0.07 (2)*
N1	−0.1125 (5)	0.6884 (5)	0.2725 (4)	0.0224 (7)
H1	−0.2216	0.7543	0.2565	0.027*
C2	−0.0458 (6)	0.7410 (6)	0.3596 (5)	0.0221 (8)
C21	−0.1638 (6)	0.9092 (6)	0.4227 (6)	0.0290 (10)
H21A	−0.1690	0.8836	0.5370	0.043*
H21B	−0.2802	0.9593	0.3929	0.043*
H21C	−0.1185	0.9933	0.3788	0.043*
C3	0.1318 (6)	0.6342 (6)	0.3863 (5)	0.0217 (8)
C31	0.2119 (6)	0.6902 (7)	0.4810 (6)	0.0292 (10)
H31A	0.1386	0.7158	0.5802	0.044*
H31B	0.2205	0.7954	0.4208	0.044*
H31C	0.3277	0.5949	0.5023	0.044*
C4	0.2295 (6)	0.4792 (6)	0.3223 (6)	0.0243 (9)
H4	0.3477	0.4069	0.3391	0.029*
C5	0.1549 (6)	0.4296 (6)	0.2339 (5)	0.0248 (9)
H5	0.2214	0.3246	0.1927	0.030*
C6	−0.0186 (6)	0.5385 (6)	0.2088 (5)	0.0236 (9)
H6	−0.0712	0.5096	0.1484	0.028*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0156 (3)	0.0205 (3)	0.0246 (3)	−0.0105 (2)	−0.00274 (18)	−0.00538 (19)
Cl1	0.0171 (4)	0.0240 (5)	0.0265 (5)	−0.0111 (4)	−0.0030 (3)	−0.0076 (4)
Cl2	0.0160 (4)	0.0236 (5)	0.0293 (5)	−0.0091 (4)	−0.0033 (4)	−0.0074 (4)
Cl3	0.0199 (5)	0.0208 (5)	0.0311 (5)	−0.0088 (4)	−0.0063 (4)	−0.0060 (4)
O1	0.0189 (15)	0.0231 (16)	0.0346 (17)	−0.0088 (13)	−0.0071 (13)	−0.0086 (13)
N1	0.0171 (16)	0.0261 (18)	0.0245 (18)	−0.0116 (15)	−0.0008 (13)	−0.0035 (14)
C2	0.025 (2)	0.025 (2)	0.020 (2)	−0.0159 (18)	0.0000 (16)	−0.0024 (16)
C21	0.029 (2)	0.026 (2)	0.029 (2)	−0.0099 (19)	−0.0015 (18)	−0.0077 (18)
C3	0.021 (2)	0.027 (2)	0.020 (2)	−0.0165 (18)	−0.0023 (15)	−0.0003 (16)
C31	0.031 (2)	0.036 (3)	0.029 (2)	−0.021 (2)	−0.0052 (18)	−0.0064 (19)
C4	0.0182 (19)	0.027 (2)	0.029 (2)	−0.0126 (17)	−0.0027 (16)	−0.0031 (17)
C5	0.024 (2)	0.023 (2)	0.026 (2)	−0.0123 (18)	0.0036 (16)	−0.0063 (17)
C6	0.026 (2)	0.031 (2)	0.0184 (19)	−0.0183 (19)	0.0000 (16)	−0.0039 (16)

Geometric parameters (Å, º)

Cu1—Cl1	2.2705 (11)	C21—H21B	0.96
Cu1—Cl1^i	2.7928 (12)	C21—H21C	0.96
Cu1—Cl2	2.2790 (11)	C3—C31	1.507 (6)
Cu1—Cl3	2.2644 (11)	C31—H31A	0.96
Cu1—O1	1.978 (3)	C31—H31B	0.96
O1—H1WA	0.818 (10)	C31—H31C	0.96
O1—H1WB	0.820 (10)	C3—C4	1.387 (6)
N1—C2	1.347 (6)	C4—H4	0.93
N1—C6	1.349 (6)	C4—C5	1.390 (6)
N1—H1	0.86	C5—H5	0.93
C2—C3	1.400 (6)	C5—C6	1.369 (6)
C2—C21	1.485 (6)	C6—H6	0.93
C21—H21A	0.96
Cl1—Cu1—Cl1^i	85.90 (4)	C2—C21—H21C	109.5
Cl1—Cu1—Cl2	92.68 (4)	H21A—C21—H21C	109.5
Cl1^i—Cu1—Cl2	101.15 (4)	H21B—C21—H21C	109.5
Cl1—Cu1—Cl3	92.99 (4)	N1—C2—C3	118.3 (4)
Cl1^i—Cu1—Cl3	105.74 (4)	C2—C3—C4	118.2 (4)
Cl2—Cu1—Cl3	152.84 (5)	C2—C3—C31	119.9 (4)
Cl1—Cu1—O1	172.77 (10)	C4—C3—C31	121.9 (4)
Cl1^i—Cu1—O1	86.87 (10)	C3—C31—H31A	109.5
Cl2—Cu1—O1	88.97 (10)	C3—C31—H31B	109.5
Cl3—Cu1—O1	88.72 (10)	H31A—C31—H31B	109.5
Cu1—Cl1—Cu1^i	94.10 (4)	C3—C31—H31C	109.5
Cu1—O1—H1WA	116 (5)	H31A—C31—H31C	109.5
Cu1—O1—H1WB	119 (6)	H31B—C31—H31C	109.5
H1WA—O1—H1WB	111 (7)	C3—C4—C5	121.5 (4)
C2—N1—C6	124.1 (4)	C3—C4—H4	119.3
C2—N1—H1	118	C5—C4—H4	119.3
C6—N1—H1	118	C4—C5—C6	118.6 (4)
N1—C2—C21	118.6 (4)	C4—C5—H5	120.7
C3—C2—C21	123.1 (4)	C6—C5—H5	120.7
C2—C21—H21A	109.5	C5—C6—N1	119.3 (4)
C2—C21—H21B	109.5	C5—C6—H6	120.3
H21A—C21—H21B	109.5	N1—C6—H6	120.3

Symmetry code: (i) −x+1, −y+2, −z.

(III295K) 2,3-dimethylpyridinium aquatrichloridocuprate(II)

Crystal data

(C7H10N)[CuCl3(H2O)]	Z = 2
Mr = 296.07	F(000) = 298
Triclinic, P1	Dx = 1.706 Mg m^−3
a = 8.8369 (4) Å	Mo Kα radiation, λ = 0.71073 Å
b = 8.8282 (4) Å	Cell parameters from 2580 reflections
c = 8.9410 (4) Å	θ = 2.9–27.5°
α = 74.628 (3)°	µ = 2.55 mm^−1
β = 77.056 (4)°	T = 295 K
γ = 59.517 (7)°	Plate, green
V = 576.23 (5) Å^3	0.23 × 0.12 × 0.08 mm

Data collection

Nonius KappaCCD area-detector diffractometer	2586 independent reflections
Graphite monochromator	2179 reflections with I > 2σ(I)
Detector resolution: 9 pixels mm^-1	Rint = 0.025
CCD scans	θmax = 27.4°, θmin = 3.1°
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	h = −11→11
Tmin = 0.607, Tmax = 0.823	k = −11→11
4951 measured reflections	l = −11→11

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.044	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.128	w = 1/[σ^2(Fo^2) + (0.0603P)^2 + 0.7064P] where P = (Fo^2 + 2Fc^2)/3
S = 1.13	(Δ/σ)max < 0.001
2584 reflections	Δρmax = 1.06 e Å^−3
130 parameters	Δρmin = −0.49 e Å^−3
2 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.014 (4)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Cu1	0.37233 (6)	0.86950 (6)	0.08312 (6)	0.04088 (19)
Cl1	0.49005 (13)	0.97491 (14)	0.20327 (13)	0.0499 (3)
Cl2	0.09581 (12)	1.09943 (14)	0.11704 (14)	0.0504 (3)
Cl3	0.58822 (13)	0.58419 (13)	0.13681 (14)	0.0529 (3)
O1	0.2844 (4)	0.7915 (4)	−0.0506 (5)	0.0598 (8)
H1WA	0.350 (8)	0.689 (4)	−0.065 (9)	0.11 (3)*
H1WB	0.178 (3)	0.834 (11)	−0.054 (11)	0.13 (3)*
N1	−0.1097 (5)	0.6883 (5)	0.2719 (4)	0.0478 (8)
H1	−0.2187	0.7546	0.2550	0.057*
C2	−0.0449 (6)	0.7399 (6)	0.3592 (5)	0.0456 (9)
C21	−0.1663 (8)	0.9078 (7)	0.4206 (6)	0.0658 (13)
H21A	−0.1761	0.8822	0.5326	0.099*
H21B	−0.2806	0.9591	0.3864	0.099*
H21C	−0.1204	0.9907	0.3827	0.099*
C3	0.1313 (5)	0.6334 (6)	0.3880 (5)	0.0466 (9)
C31	0.2102 (8)	0.6870 (9)	0.4837 (7)	0.0711 (14)
H31A	0.1290	0.7279	0.5733	0.107*
H31B	0.2336	0.7814	0.4217	0.107*
H31C	0.3186	0.5860	0.5170	0.107*
C4	0.2287 (6)	0.4792 (6)	0.3251 (6)	0.0542 (10)
H4	0.3465	0.4060	0.3432	0.065*
C5	0.1568 (6)	0.4306 (6)	0.2364 (6)	0.0535 (10)
H5	0.2244	0.3256	0.1960	0.064*
C6	−0.0150 (6)	0.5394 (6)	0.2093 (5)	0.0509 (10)
H6	−0.0663	0.5112	0.1481	0.061*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.0316 (3)	0.0385 (3)	0.0555 (3)	−0.0145 (2)	−0.00812 (19)	−0.0150 (2)
Cl1	0.0361 (5)	0.0489 (5)	0.0691 (6)	−0.0148 (4)	−0.0105 (4)	−0.0253 (5)
Cl2	0.0310 (4)	0.0487 (5)	0.0720 (7)	−0.0127 (4)	−0.0077 (4)	−0.0230 (5)
Cl3	0.0440 (5)	0.0394 (5)	0.0741 (7)	−0.0122 (4)	−0.0181 (5)	−0.0152 (4)
O1	0.0417 (17)	0.0473 (18)	0.096 (3)	−0.0118 (14)	−0.0225 (16)	−0.0290 (17)
N1	0.0383 (17)	0.0518 (19)	0.0510 (19)	−0.0182 (15)	−0.0075 (14)	−0.0102 (15)
C2	0.050 (2)	0.047 (2)	0.041 (2)	−0.0252 (18)	−0.0029 (16)	−0.0079 (16)
C21	0.071 (3)	0.055 (3)	0.064 (3)	−0.022 (2)	−0.001 (2)	−0.022 (2)
C3	0.046 (2)	0.055 (2)	0.046 (2)	−0.0303 (19)	−0.0039 (17)	−0.0056 (17)
C31	0.078 (4)	0.092 (4)	0.067 (3)	−0.055 (3)	−0.017 (3)	−0.013 (3)
C4	0.039 (2)	0.053 (2)	0.068 (3)	−0.0217 (19)	−0.0057 (19)	−0.007 (2)
C5	0.048 (2)	0.049 (2)	0.061 (3)	−0.0228 (19)	0.0080 (19)	−0.0189 (19)
C6	0.052 (2)	0.059 (2)	0.046 (2)	−0.028 (2)	−0.0019 (18)	−0.0146 (18)

Geometric parameters (Å, º)

Cu1—Cl1	2.2617 (10)	C21—H21C	0.96
Cu1—Cl1^i	2.8910 (13)	C2—C3	1.393 (6)
Cu1—Cl2	2.2683 (10)	C3—C31	1.503 (6)
Cu1—Cl3	2.2601 (11)	C31—H31A	0.96
Cu1—O1	1.976 (3)	C31—H31B	0.96
O1—H1WA	0.818 (10)	C31—H31C	0.96
O1—H1WB	0.820 (10)	C3—C4	1.382 (6)
N1—C2	1.341 (5)	C4—H4	0.93
N1—C6	1.343 (6)	C4—C5	1.378 (7)
N1—H1	0.86	C5—H5	0.93
C2—C21	1.485 (6)	C5—C6	1.360 (7)
C21—H21A	0.96	C6—H6	0.93
C21—H21B	0.96
Cl1—Cu1—Cl1^i	85.20 (4)	H21A—C21—H21B	109.5
Cl1—Cu1—Cl2	93.06 (4)	C2—C21—H21C	109.5
Cl1^i—Cu1—Cl2	100.49 (4)	H21A—C21—H21C	109.5
Cl1—Cu1—Cl3	93.37 (4)	H21B—C21—H21C	109.5
Cl1^i—Cu1—Cl3	104.83 (4)	C2—C3—C4	117.5 (4)
Cl1—Cu1—O1	171.62 (11)	C2—C3—C31	120.4 (4)
Cl1^i—Cu1—O1	86.43 (13)	C4—C3—C31	122.0 (4)
Cl2—Cu1—O1	88.78 (10)	C3—C31—H31A	109.5
Cl2—Cu1—Cl3	154.30 (5)	C3—C31—H31B	109.5
Cl3—Cu1—O1	88.45 (10)	H31A—C31—H31B	109.5
Cu1—Cl1—Cu1^i	94.80 (4)	C3—C31—H31C	109.5
Cu1—O1—H1WA	114 (6)	H31A—C31—H31C	109.5
Cu1—O1—H1WB	121 (7)	H31B—C31—H31C	109.5
H1WA—O1—H1WB	119 (8)	C3—C4—C5	122.1 (4)
C2—N1—C6	124.1 (4)	C3—C4—H4	119
C2—N1—H1	117.9	C5—C4—H4	119
C6—N1—H1	117.9	C4—C5—C6	118.5 (4)
N1—C2—C3	118.5 (4)	C4—C5—H5	120.7
N1—C2—C21	117.8 (4)	C6—C5—H5	120.7
C3—C2—C21	123.6 (4)	C5—C6—N1	119.2 (4)
C2—C21—H21A	109.5	C5—C6—H6	120.4
C2—C21—H21B	109.5	N1—C6—H6	120.4

Symmetry code: (i) −x+1, −y+2, −z.

(IV100K) 1,1-dimethylpiperidinium aquatrichloridocuprate(II)

Crystal data

(C7H16N)[CuCl3(H2O)]	F(000) = 620
Mr = 302.11	Dx = 1.626 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 10.1958 (3) Å	Cell parameters from 3373 reflections
b = 7.6080 (3) Å	θ = 2.9–28.7°
c = 16.3281 (5) Å	µ = 2.38 mm^−1
β = 102.927 (2)°	T = 100 K
V = 1234.46 (7) Å^3	Prism, light green
Z = 4	0.37 × 0.13 × 0.07 mm

Data collection

Nonius KappaCCD area-detector diffractometer	3187 independent reflections
Graphite monochromator	2587 reflections with I > 2σ(I)
Detector resolution: 9 pixels mm^-1	Rint = 0.032
CCD scans	θmax = 28.7°, θmin = 3.0°
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	h = −13→13
Tmin = 0.665, Tmax = 0.771	k = −10→10
6071 measured reflections	l = −22→21

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.036	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.081	w = 1/[σ^2(Fo^2) + (0.028P)^2 + 1.5628P] where P = (Fo^2 + 2Fc^2)/3
S = 1.10	(Δ/σ)max = 0.001
3187 reflections	Δρmax = 0.63 e Å^−3
129 parameters	Δρmin = −0.75 e Å^−3
0 restraints	Extinction correction: SHELXL97 (Sheldrick, 2008), Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0062 (7)

Special details

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 (Ų)

	x	y	z	Uiso*/Ueq
Cu1	0.65605 (3)	0.18404 (4)	0.833661 (18)	0.01801 (11)
Cl1	0.85108 (6)	0.04526 (9)	0.86647 (4)	0.02514 (16)
Cl2	0.53156 (6)	0.01194 (8)	0.89694 (4)	0.02023 (15)
Cl3	0.72649 (6)	0.46282 (9)	0.83378 (4)	0.02148 (15)
O1	0.5024 (2)	0.2259 (4)	0.73833 (14)	0.0339 (5)
H1A	0.494 (4)	0.302 (5)	0.708 (2)	0.038 (11)*
H1B	0.449 (3)	0.152 (5)	0.724 (2)	0.026 (9)*
N1	0.1981 (2)	0.1533 (3)	0.38540 (13)	0.0182 (4)
C11	0.2039 (3)	0.2419 (4)	0.46839 (16)	0.0233 (6)
H11A	0.1221	0.3062	0.4660	0.035*
H11B	0.2790	0.3212	0.4803	0.035*
H11C	0.2143	0.1547	0.5119	0.035*
C12	0.1816 (3)	0.2945 (4)	0.31940 (16)	0.0236 (6)
H12A	0.1765	0.2416	0.2654	0.035*
H12B	0.2574	0.3728	0.3321	0.035*
H12C	0.1006	0.3593	0.3186	0.035*
C2	0.0790 (3)	0.0304 (4)	0.36326 (17)	0.0232 (6)
H2A	0.0679	−0.0069	0.3053	0.028*
H2B	−0.0017	0.0932	0.3680	0.028*
C3	0.0946 (3)	−0.1307 (4)	0.41932 (17)	0.0261 (6)
H3A	0.0184	−0.2084	0.4004	0.031*
H3B	0.0950	−0.0951	0.4764	0.031*
C4	0.2247 (3)	−0.2297 (4)	0.41824 (18)	0.0279 (6)
H4A	0.2353	−0.3269	0.4576	0.033*
H4B	0.2203	−0.2772	0.3626	0.033*
C5	0.3449 (3)	−0.1058 (4)	0.44224 (17)	0.0241 (6)
H5A	0.3549	−0.0688	0.5002	0.029*
H5B	0.4262	−0.1676	0.4377	0.029*
C6	0.3269 (3)	0.0547 (4)	0.38555 (17)	0.0222 (6)
H6A	0.4027	0.1332	0.4040	0.027*
H6B	0.3267	0.0179	0.3286	0.027*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.02042 (17)	0.01887 (19)	0.01496 (16)	−0.00048 (13)	0.00441 (11)	0.00092 (12)
Cl1	0.0230 (3)	0.0243 (3)	0.0290 (3)	0.0031 (3)	0.0077 (3)	0.0027 (3)
Cl2	0.0238 (3)	0.0218 (3)	0.0161 (3)	−0.0014 (2)	0.0065 (2)	0.0013 (2)
Cl3	0.0222 (3)	0.0196 (3)	0.0213 (3)	−0.0010 (2)	0.0019 (2)	0.0018 (2)
O1	0.0336 (12)	0.0326 (13)	0.0280 (12)	−0.0141 (10)	−0.0091 (9)	0.0151 (10)
N1	0.0188 (10)	0.0199 (11)	0.0158 (10)	−0.0013 (9)	0.0038 (8)	−0.0010 (8)
C11	0.0312 (14)	0.0221 (14)	0.0168 (12)	0.0010 (11)	0.0056 (11)	−0.0033 (10)
C12	0.0270 (14)	0.0245 (15)	0.0192 (12)	−0.0020 (11)	0.0053 (10)	0.0056 (11)
C2	0.0194 (12)	0.0261 (15)	0.0225 (13)	−0.0053 (11)	0.0011 (10)	−0.0026 (11)
C3	0.0298 (14)	0.0236 (15)	0.0252 (13)	−0.0074 (12)	0.0069 (11)	−0.0011 (11)
C4	0.0412 (16)	0.0192 (14)	0.0237 (14)	0.0006 (12)	0.0082 (12)	−0.0003 (11)
C5	0.0275 (14)	0.0233 (14)	0.0220 (13)	0.0046 (11)	0.0068 (11)	0.0018 (11)
C6	0.0200 (12)	0.0252 (15)	0.0223 (13)	0.0016 (11)	0.0069 (10)	0.0001 (11)

Geometric parameters (Å, º)

Cu1—Cl1	2.2089 (7)	C12—H12C	0.9600
Cu1—Cl2	2.2315 (7)	C2—C3	1.517 (4)
Cu1—Cl3	2.2391 (7)	C2—H2A	0.9700
Cu1—O1	1.971 (2)	C2—H2B	0.9700
O1—H1A	0.75 (4)	C3—C4	1.529 (4)
O1—H1B	0.78 (4)	C3—H3A	0.9700
N1—C11	1.503 (3)	C3—H3B	0.9700
N1—C12	1.504 (3)	C4—C5	1.526 (4)
N1—C2	1.511 (3)	C4—H4A	0.9700
N1—C6	1.512 (3)	C4—H4B	0.9700
C11—H11A	0.9600	C5—C6	1.519 (4)
C11—H11B	0.9600	C5—H5A	0.9700
C11—H11C	0.9600	C5—H5B	0.9700
C12—H12A	0.9600	C6—H6A	0.9700
C12—H12B	0.9600	C6—H6B	0.9700
Cl1—Cu1—Cl2	100.47 (3)	C3—C2—H2A	109.1
Cl1—Cu1—Cl3	100.45 (3)	N1—C2—H2B	109.1
Cl1—Cu1—O1	141.42 (8)	C3—C2—H2B	109.1
Cl2—Cu1—Cl3	140.44 (3)	H2A—C2—H2B	107.8
Cl2—Cu1—O1	91.53 (7)	C2—C3—C4	111.4 (2)
Cl3—Cu1—O1	92.62 (8)	C2—C3—H3A	109.3
Cu1—O1—H1A	127 (3)	C4—C3—H3A	109.3
Cu1—O1—H1B	119 (2)	C2—C3—H3B	109.3
H1A—O1—H1B	113 (4)	C4—C3—H3B	109.3
C11—N1—C12	107.6 (2)	H3A—C3—H3B	108.0
C11—N1—C2	111.1 (2)	C5—C4—C3	110.0 (2)
C12—N1—C2	108.41 (19)	C5—C4—H4A	109.7
C11—N1—C6	111.2 (2)	C3—C4—H4A	109.7
C12—N1—C6	108.25 (19)	C5—C4—H4B	109.7
C2—N1—C6	110.1 (2)	C3—C4—H4B	109.7
N1—C11—H11A	109.5	H4A—C4—H4B	108.2
N1—C11—H11B	109.5	C6—C5—C4	111.0 (2)
H11A—C11—H11B	109.5	C6—C5—H5A	109.4
N1—C11—H11C	109.5	C4—C5—H5A	109.4
H11A—C11—H11C	109.5	C6—C5—H5B	109.4
H11B—C11—H11C	109.5	C4—C5—H5B	109.4
N1—C12—H12A	109.5	H5A—C5—H5B	108.0
N1—C12—H12B	109.5	N1—C6—C5	112.8 (2)
H12A—C12—H12B	109.5	N1—C6—H6A	109.0
N1—C12—H12C	109.5	C5—C6—H6A	109.0
H12A—C12—H12C	109.5	N1—C6—H6B	109.0
H12B—C12—H12C	109.5	C5—C6—H6B	109.0
N1—C2—C3	112.7 (2)	H6A—C6—H6B	107.8
N1—C2—H2A	109.1

(IV295K) 1,1-dimethylpiperidinium aquatrichloridocuprate(II)

Crystal data

(C7H16N)[CuCl3(H2O)]	F(000) = 620
Mr = 302.11	Dx = 1.578 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
a = 10.3459 (2) Å	Cell parameters from 3112 reflections
b = 7.6409 (2) Å	θ = 2.9–27.5°
c = 16.5616 (4) Å	µ = 2.31 mm^−1
β = 103.746 (2)°	T = 295 K
V = 1271.73 (5) Å^3	Needle, light green
Z = 4	0.37 × 0.13 × 0.07 mm

Data collection

Nonius KappaCCD area-detector diffractometer	2909 independent reflections
Graphite monochromator	2414 reflections with I > 2σ(I)
Detector resolution: 9 pixels mm^-1	Rint = 0.023
CCD scans	θmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan (DENZO/SCALEPACK; Otwinowski & Minor, 1997)	h = −13→13
Tmin = 0.680, Tmax = 0.783	k = −9→9
5547 measured reflections	l = −21→21

Refinement

Refinement on F^2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.032	H atoms treated by a mixture of independent and constrained refinement
wR(F^2) = 0.083	w = 1/[σ^2(Fo^2) + (0.0376P)^2 + 0.7546P] where P = (Fo^2 + 2Fc^2)/3
S = 1.05	(Δ/σ)max = 0.001
2909 reflections	Δρmax = 0.45 e Å^−3
128 parameters	Δρmin = −0.39 e Å^−3
2 restraints	Extinction correction: SHELXL, Fc^*=kFc[1+0.001xFc^2λ^3/sin(2θ)]^-1/4
Primary atom site location: structure-invariant direct methods	Extinction coefficient: 0.0115 (13)

Special details

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 (Ų)

	x	y	z	Uiso*/Ueq
Cu1	0.65598 (3)	0.18278 (4)	0.833461 (18)	0.03636 (12)
Cl1	0.84784 (7)	0.04347 (10)	0.86492 (5)	0.0587 (2)
Cl2	0.53476 (6)	0.01213 (8)	0.89585 (4)	0.04381 (16)
Cl3	0.72611 (6)	0.45902 (8)	0.83182 (4)	0.04893 (18)
O1	0.5028 (2)	0.2222 (3)	0.73764 (15)	0.0735 (7)
H1A	0.495 (4)	0.298 (4)	0.7025 (18)	0.079 (9)*
H1B	0.451 (3)	0.143 (3)	0.721 (2)	0.079 (9)*
N1	0.19597 (18)	0.1540 (3)	0.38669 (13)	0.0382 (4)
C11	0.2018 (3)	0.2402 (4)	0.46817 (19)	0.0574 (7)
H11A	0.2097	0.1526	0.5106	0.086*
H11B	0.1219	0.3066	0.4649	0.086*
H11C	0.2774	0.3168	0.4815	0.086*
C12	0.1799 (3)	0.2947 (4)	0.32229 (19)	0.0566 (7)
H12A	0.2554	0.3715	0.3353	0.085*
H12B	0.1004	0.3601	0.3215	0.085*
H12C	0.1735	0.2427	0.2687	0.085*
C2	0.0795 (3)	0.0318 (4)	0.36321 (19)	0.0529 (7)
H2A	−0.0006	0.0934	0.3674	0.063*
H2B	0.0689	−0.0038	0.3058	0.063*
C3	0.0949 (3)	−0.1283 (4)	0.4170 (2)	0.0656 (8)
H3A	0.0196	−0.2055	0.3972	0.079*
H3B	0.0955	−0.0944	0.4736	0.079*
C4	0.2229 (4)	−0.2258 (4)	0.4165 (2)	0.0696 (9)
H4A	0.2335	−0.3235	0.4550	0.083*
H4B	0.2183	−0.2720	0.3614	0.083*
C5	0.3404 (3)	−0.1047 (4)	0.4413 (2)	0.0601 (8)
H5A	0.3510	−0.0698	0.4989	0.072*
H5B	0.4206	−0.1658	0.4368	0.072*
C6	0.3223 (3)	0.0556 (4)	0.38695 (19)	0.0508 (6)
H6A	0.3214	0.0207	0.3305	0.061*
H6B	0.3976	0.1331	0.4061	0.061*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Cu1	0.03393 (17)	0.03631 (18)	0.03798 (18)	−0.00080 (11)	0.00683 (11)	0.00187 (11)
Cl1	0.0423 (3)	0.0554 (4)	0.0789 (5)	0.0119 (3)	0.0156 (3)	0.0091 (4)
Cl2	0.0457 (3)	0.0460 (3)	0.0411 (3)	−0.0057 (3)	0.0129 (2)	0.0029 (3)
Cl3	0.0411 (3)	0.0381 (3)	0.0610 (4)	−0.0041 (2)	−0.0009 (3)	0.0064 (3)
O1	0.0631 (13)	0.0702 (15)	0.0668 (15)	−0.0333 (12)	−0.0252 (11)	0.0325 (12)
N1	0.0337 (10)	0.0360 (10)	0.0437 (11)	−0.0005 (8)	0.0068 (8)	0.0006 (8)
C11	0.073 (2)	0.0489 (16)	0.0478 (16)	0.0022 (15)	0.0103 (14)	−0.0079 (13)
C12	0.0595 (17)	0.0523 (17)	0.0572 (18)	0.0033 (13)	0.0122 (14)	0.0134 (13)
C2	0.0345 (12)	0.0552 (16)	0.0641 (18)	−0.0081 (11)	0.0021 (12)	−0.0024 (14)
C3	0.0657 (19)	0.0522 (17)	0.079 (2)	−0.0222 (15)	0.0172 (16)	0.0047 (16)
C4	0.101 (3)	0.0385 (15)	0.068 (2)	0.0041 (16)	0.0170 (19)	0.0019 (14)
C5	0.0573 (17)	0.0551 (17)	0.0663 (19)	0.0189 (14)	0.0115 (14)	0.0059 (15)
C6	0.0381 (13)	0.0535 (16)	0.0627 (17)	0.0053 (12)	0.0159 (12)	0.0037 (13)

Geometric parameters (Å, º)

Cu1—Cl1	2.2030 (7)	C12—H12C	0.96
Cu1—Cl2	2.2263 (7)	C2—H2A	0.97
Cu1—Cl3	2.2342 (7)	C2—H2B	0.97
Cu1—O1	1.981 (2)	C2—C3	1.500 (4)
O1—H1A	0.812 (10)	C3—H3A	0.97
O1—H1B	0.814 (10)	C3—H3B	0.97
N1—C11	1.490 (3)	C3—C4	1.521 (5)
N1—C12	1.495 (3)	C4—H4A	0.97
N1—C2	1.501 (3)	C4—H4B	0.97
N1—C6	1.507 (3)	C4—C5	1.506 (5)
C11—H11A	0.96	C5—H5A	0.97
C11—H11B	0.96	C5—H5B	0.97
C11—H11C	0.96	C5—C6	1.505 (4)
C12—H12A	0.96	C6—H6A	0.97
C12—H12B	0.96	C6—H6B	0.97
Cl1—Cu1—Cl2	100.52 (3)	C3—C2—H2A	109
Cl1—Cu1—Cl3	100.51 (3)	N1—C2—H2B	109
Cl2—Cu1—Cl3	141.20 (3)	C3—C2—H2B	109
Cl1—Cu1—O1	140.10 (10)	H2A—C2—H2B	107.8
Cl2—Cu1—O1	91.68 (7)	C2—C3—C4	111.5 (3)
Cl3—Cu1—O1	92.69 (7)	C2—C3—H3A	109.3
Cu1—O1—H1A	127 (3)	C4—C3—H3A	109.3
Cu1—O1—H1B	120 (3)	C2—C3—H3B	109.3
H1A—O1—H1B	111 (4)	C4—C3—H3B	109.3
C2—N1—C11	111.5 (2)	H3A—C3—H3B	108
C2—N1—C12	108.4 (2)	C3—C4—C5	110.2 (3)
C6—N1—C11	111.7 (2)	C3—C4—H4A	109.6
C6—N1—C12	108.1 (2)	C5—C4—H4A	109.6
C11—N1—C12	107.6 (2)	C3—C4—H4B	109.6
C2—N1—C6	109.4 (2)	C5—C4—H4B	109.6
N1—C11—H11A	109.5	H4A—C4—H4B	108.1
N1—C11—H11B	109.5	C4—C5—C6	111.0 (3)
H11A—C11—H11B	109.5	C4—C5—H5A	109.4
N1—C11—H11C	109.5	C6—C5—H5A	109.4
H11A—C11—H11C	109.5	C4—C5—H5B	109.4
H11B—C11—H11C	109.5	C6—C5—H5B	109.4
N1—C12—H12A	109.5	H5A—C5—H5B	108
N1—C12—H12B	109.5	C5—C6—N1	113.1 (2)
H12A—C12—H12B	109.5	C5—C6—H6A	109
N1—C12—H12C	109.5	N1—C6—H6A	109
H12A—C12—H12C	109.5	C5—C6—H6B	109
H12B—C12—H12C	109.5	N1—C6—H6B	109
N1—C2—C3	112.9 (2)	H6A—C6—H6B	107.8
N1—C2—H2A	109