metal-organic compounds
catena-Poly[[[aquacopper(II)]-bis[μ-bis(3,5-dimethyl-1H-pyrazol-4-yl) selenide-κ2N2:N2′]] dichloride monohydrate]
aDepartment of Chemistry, National Taras Shevchenko University, Volodymyrska Street 64, 01601 Kyiv, Ukraine
*Correspondence e-mail: mcs@univ.kiev.ua
In the title compound, {[Cu(C10H14N4Se)2(H2O)]Cl2·H2O}n, the CuII ion, lying on a twofold rotation axis, has a square-pyramidal geometry constituted by four N atoms of pyrazolyl groups in the basal plane and an apical O atom of a water molecule. A pair of bis(3,5-dimethyl-1H-pyrazol-4-yl) selenide ligands bridge the Cu centers into a polymeric double-chain extending along [001]. The chloride anions are involved in intermolecular N—H⋯Cl and O—H⋯Cl hydrogen bonds, which link the chains into a three-dimensional network.
Related literature
For general background to the applications of coordination polymers, see: Farha et al. (2009); Shibahara et al. (2007); Zhang et al. (2009). For our studies of similar complexes, see: Seredyuk et al. (2007, 2009).
Experimental
Crystal data
|
Data collection
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Refinement
|
Data collection: KM-4 CCD Software. (Kuma Diffraction, 1998); cell KM-4 CCD Software.; data reduction: KM-4 CCD Software.; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).
Supporting information
10.1107/S1600536810007403/hy2286sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536810007403/hy2286Isup2.hkl
The ligand L was prepared according to a previously reported method (Seredyuk et al., 2007). Copper(II) chloride dihydrate (0.034 g, 0.19 mmol) in water (5 ml) was added to 5 ml of hot methanol solution of L (0.100 g, 0.37 mmol). The solution was left for slow cooling at room temperature. After several days plate-like blue-violet crystals of the title compound suitable for X-ray analysis were isolated. Analysis, calculated for C20H32Cl2CuN8O2Se2: C 33.89, H 4.55, N 15.81%; found: C 33.67, H 4.51, N 15.60%.
C- and N-bound H atoms were placed at calculated positions and treated as riding on their parent atoms [C—H = 0.98 Å and Uiso(H) = 1.5Ueq(C); N—H = 0.88 Å and Uiso(H) = 1.2Ueq(N)]. The H atoms of water molecules were located from a difference Fourier map and were refined as riding, with Uiso(H) = 1.5Ueq(O).
Data collection: KM-4 CCD Software (Kuma Diffraction, 1998); cell
KM-4 CCD Software (Kuma Diffraction, 1998); data reduction: KM-4 CCD Software; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: ORTEP-3 (Farrugia, 1997); software used to prepare material for publication: WinGX (Farrugia, 1999).[Cu(C10H14N4Se)2(H2O)]Cl2·H2O | F(000) = 1420 |
Mr = 708.90 | Dx = 1.673 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 6625 reflections |
a = 11.332 (1) Å | θ = 3.2–28.4° |
b = 13.229 (2) Å | µ = 3.59 mm−1 |
c = 18.786 (1) Å | T = 100 K |
β = 92.45 (3)° | Plates, blue |
V = 2813.7 (5) Å3 | 0.10 × 0.05 × 0.01 mm |
Z = 4 |
Kuma KM-4 CCD diffractometer | 2217 reflections with I > 2σ(I) |
Radiation source: fine-focus sealed tube | Rint = 0.061 |
Graphite monochromator | θmax = 25.0°, θmin = 3.2° |
ω scans | h = −13→7 |
6625 measured reflections | k = −15→15 |
2377 independent reflections | l = −22→22 |
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)] = 0.026 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.072 | H-atom parameters constrained |
S = 1.10 | w = 1/[σ2(Fo2) + (0.0419P)2 + 1.7165P] where P = (Fo2 + 2Fc2)/3 |
2377 reflections | (Δ/σ)max < 0.001 |
164 parameters | Δρmax = 0.57 e Å−3 |
0 restraints | Δρmin = −0.44 e Å−3 |
[Cu(C10H14N4Se)2(H2O)]Cl2·H2O | V = 2813.7 (5) Å3 |
Mr = 708.90 | Z = 4 |
Monoclinic, C2/c | Mo Kα radiation |
a = 11.332 (1) Å | µ = 3.59 mm−1 |
b = 13.229 (2) Å | T = 100 K |
c = 18.786 (1) Å | 0.10 × 0.05 × 0.01 mm |
β = 92.45 (3)° |
Kuma KM-4 CCD diffractometer | 2217 reflections with I > 2σ(I) |
6625 measured reflections | Rint = 0.061 |
2377 independent reflections |
R[F2 > 2σ(F2)] = 0.026 | 0 restraints |
wR(F2) = 0.072 | H-atom parameters constrained |
S = 1.10 | Δρmax = 0.57 e Å−3 |
2377 reflections | Δρmin = −0.44 e Å−3 |
164 parameters |
x | y | z | Uiso*/Ueq | ||
C1 | −0.0470 (2) | −0.1461 (2) | 0.41623 (14) | 0.0171 (6) | |
H22A | 0.0111 | −0.1105 | 0.4471 | 0.026* | |
H22B | −0.0068 | −0.1790 | 0.3773 | 0.026* | |
H22C | −0.0873 | −0.1974 | 0.4440 | 0.026* | |
C2 | −0.1350 (2) | −0.07273 (19) | 0.38631 (13) | 0.0112 (5) | |
C3 | 0.2414 (2) | 0.04235 (18) | 0.58358 (13) | 0.0106 (5) | |
C4 | −0.2939 (2) | 0.02624 (19) | 0.36872 (14) | 0.0137 (5) | |
C5 | −0.4086 (2) | 0.0822 (2) | 0.36926 (16) | 0.0232 (7) | |
H9A | −0.4637 | 0.0538 | 0.3330 | 0.035* | |
H9B | −0.3950 | 0.1538 | 0.3589 | 0.035* | |
H9C | −0.4421 | 0.0758 | 0.4163 | 0.035* | |
C6 | 0.0587 (2) | 0.14112 (19) | 0.38756 (14) | 0.0124 (5) | |
H5A | 0.0236 | 0.1593 | 0.3407 | 0.019* | |
H5B | 0.1033 | 0.1988 | 0.4074 | 0.019* | |
H5C | −0.0040 | 0.1230 | 0.4196 | 0.019* | |
C7 | 0.1401 (2) | 0.05297 (19) | 0.37995 (13) | 0.0106 (5) | |
C8 | 0.2365 (2) | 0.02232 (19) | 0.42508 (13) | 0.0115 (5) | |
C9 | 0.2796 (2) | −0.0650 (2) | 0.39493 (13) | 0.0129 (5) | |
C10 | 0.3787 (2) | −0.1344 (2) | 0.41780 (15) | 0.0205 (6) | |
H14A | 0.3463 | −0.1955 | 0.4392 | 0.031* | |
H14B | 0.4311 | −0.1001 | 0.4529 | 0.031* | |
H14C | 0.4234 | −0.1532 | 0.3763 | 0.031* | |
N1 | −0.12324 (17) | −0.02426 (15) | 0.32427 (11) | 0.0112 (4) | |
N2 | −0.22165 (18) | 0.03492 (15) | 0.31502 (11) | 0.0128 (4) | |
H2N | −0.2356 | 0.0742 | 0.2778 | 0.015* | |
N3 | 0.12555 (17) | −0.01244 (16) | 0.32624 (11) | 0.0113 (4) | |
N4 | 0.21226 (19) | −0.08360 (16) | 0.33652 (12) | 0.0123 (5) | |
H4N | 0.2223 | −0.1354 | 0.3080 | 0.015* | |
O1 | 0.0000 | −0.19654 (18) | 0.2500 | 0.0154 (5) | |
H1O1 | −0.0625 | −0.2317 | 0.2606 | 0.023* | |
O1W | −0.5000 | −0.1193 (3) | 0.2500 | 0.0387 (8) | |
H1W | −0.4338 | −0.1589 | 0.2619 | 0.058* | |
Cl1 | −0.25642 (5) | −0.26253 (5) | 0.26925 (3) | 0.01824 (17) | |
Cu1 | 0.0000 | −0.02962 (3) | 0.2500 | 0.00888 (13) | |
Se1 | 0.30884 (2) | 0.097275 (18) | 0.501388 (12) | 0.01122 (11) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0139 (12) | 0.0217 (15) | 0.0161 (14) | 0.0071 (11) | 0.0043 (11) | 0.0059 (10) |
C2 | 0.0097 (11) | 0.0122 (12) | 0.0116 (13) | −0.0016 (10) | −0.0015 (10) | −0.0020 (10) |
C3 | 0.0099 (11) | 0.0106 (12) | 0.0114 (13) | −0.0014 (9) | 0.0035 (10) | −0.0007 (9) |
C4 | 0.0112 (12) | 0.0169 (14) | 0.0134 (14) | 0.0001 (10) | 0.0038 (11) | −0.0019 (10) |
C5 | 0.0174 (14) | 0.0321 (17) | 0.0204 (15) | 0.0133 (12) | 0.0048 (12) | 0.0067 (12) |
C6 | 0.0120 (12) | 0.0111 (13) | 0.0139 (13) | 0.0018 (10) | 0.0005 (10) | −0.0001 (9) |
C7 | 0.0087 (11) | 0.0117 (12) | 0.0113 (13) | −0.0023 (10) | 0.0020 (10) | 0.0011 (9) |
C8 | 0.0077 (11) | 0.0162 (13) | 0.0105 (13) | −0.0012 (10) | 0.0007 (10) | −0.0004 (9) |
C9 | 0.0091 (12) | 0.0158 (13) | 0.0138 (14) | 0.0009 (10) | 0.0004 (11) | −0.0009 (10) |
C10 | 0.0153 (13) | 0.0217 (15) | 0.0242 (15) | 0.0091 (11) | −0.0030 (12) | −0.0013 (11) |
N1 | 0.0090 (10) | 0.0106 (11) | 0.0139 (11) | 0.0019 (8) | −0.0005 (9) | −0.0001 (8) |
N2 | 0.0118 (10) | 0.0162 (11) | 0.0103 (11) | 0.0042 (9) | −0.0009 (9) | 0.0022 (8) |
N3 | 0.0069 (10) | 0.0116 (11) | 0.0154 (11) | 0.0024 (8) | 0.0013 (9) | 0.0009 (8) |
N4 | 0.0108 (10) | 0.0126 (11) | 0.0134 (11) | 0.0041 (8) | 0.0004 (9) | −0.0020 (8) |
O1 | 0.0122 (12) | 0.0104 (13) | 0.0241 (14) | 0.000 | 0.0053 (11) | 0.000 |
O1W | 0.0318 (17) | 0.0365 (19) | 0.048 (2) | 0.000 | 0.0058 (16) | 0.000 |
Cl1 | 0.0215 (3) | 0.0131 (3) | 0.0206 (4) | −0.0055 (2) | 0.0061 (3) | −0.0008 (2) |
Cu1 | 0.0069 (2) | 0.0108 (2) | 0.0089 (2) | 0.000 | 0.00069 (17) | 0.000 |
Se1 | 0.00924 (16) | 0.01421 (17) | 0.01027 (17) | −0.00342 (9) | 0.00104 (11) | −0.00041 (8) |
C1—C2 | 1.485 (3) | C7—N3 | 1.334 (3) |
C1—H22A | 0.9800 | C7—C8 | 1.413 (4) |
C1—H22B | 0.9800 | C8—C9 | 1.385 (4) |
C1—H22C | 0.9800 | C8—Se1 | 1.900 (2) |
C2—N1 | 1.342 (3) | C9—N4 | 1.332 (3) |
C2—C3i | 1.412 (3) | C9—C10 | 1.499 (3) |
C3—C4i | 1.391 (4) | C10—H14A | 0.9800 |
C3—C2i | 1.412 (3) | C10—H14B | 0.9800 |
C3—Se1 | 1.896 (2) | C10—H14C | 0.9800 |
C4—N2 | 1.331 (3) | N1—N2 | 1.368 (3) |
C4—C3i | 1.391 (4) | N2—H2N | 0.8800 |
C4—C5 | 1.496 (4) | N3—N4 | 1.368 (3) |
C5—H9A | 0.9800 | N4—H4N | 0.8800 |
C5—H9B | 0.9800 | O1—H1O1 | 0.8771 |
C5—H9C | 0.9800 | O1W—H1W | 0.9337 |
C6—C7 | 1.497 (3) | Cu1—N1ii | 2.017 (2) |
C6—H5A | 0.9800 | Cu1—N3ii | 1.988 (2) |
C6—H5B | 0.9800 | Cu1—O1 | 2.208 (3) |
C6—H5C | 0.9800 | ||
C2—C1—H22A | 109.5 | N4—C9—C8 | 106.9 (2) |
C2—C1—H22B | 109.5 | N4—C9—C10 | 121.2 (2) |
H22A—C1—H22B | 109.5 | C8—C9—C10 | 131.8 (2) |
C2—C1—H22C | 109.5 | C9—C10—H14A | 109.5 |
H22A—C1—H22C | 109.5 | C9—C10—H14B | 109.5 |
H22B—C1—H22C | 109.5 | H14A—C10—H14B | 109.5 |
N1—C2—C3i | 109.3 (2) | C9—C10—H14C | 109.5 |
N1—C2—C1 | 123.4 (2) | H14A—C10—H14C | 109.5 |
C3i—C2—C1 | 127.3 (2) | H14B—C10—H14C | 109.5 |
C4i—C3—C2i | 106.1 (2) | C2—N1—N2 | 105.85 (19) |
C4i—C3—Se1 | 126.76 (19) | C2—N1—Cu1 | 132.97 (17) |
C2i—C3—Se1 | 126.70 (19) | N2—N1—Cu1 | 121.14 (15) |
N2—C4—C3i | 106.5 (2) | C4—N2—N1 | 112.3 (2) |
N2—C4—C5 | 121.7 (2) | C4—N2—H2N | 123.9 |
C3i—C4—C5 | 131.8 (2) | N1—N2—H2N | 123.9 |
C4—C5—H9A | 109.5 | C7—N3—N4 | 105.95 (19) |
C4—C5—H9B | 109.5 | C7—N3—Cu1 | 132.87 (17) |
H9A—C5—H9B | 109.5 | N4—N3—Cu1 | 120.69 (16) |
C4—C5—H9C | 109.5 | C9—N4—N3 | 111.8 (2) |
H9A—C5—H9C | 109.5 | C9—N4—H4N | 124.1 |
H9B—C5—H9C | 109.5 | N3—N4—H4N | 124.1 |
C7—C6—H5A | 109.5 | Cu1—O1—H1O1 | 122.0 |
C7—C6—H5B | 109.5 | N3ii—Cu1—N3 | 166.88 (12) |
H5A—C6—H5B | 109.5 | N3ii—Cu1—N1ii | 89.60 (8) |
C7—C6—H5C | 109.5 | N3—Cu1—N1ii | 89.94 (8) |
H5A—C6—H5C | 109.5 | N3ii—Cu1—N1 | 89.94 (8) |
H5B—C6—H5C | 109.5 | N3—Cu1—N1 | 89.60 (8) |
N3—C7—C8 | 109.6 (2) | N1ii—Cu1—N1 | 175.97 (11) |
N3—C7—C6 | 121.4 (2) | N3ii—Cu1—O1 | 96.56 (6) |
C8—C7—C6 | 129.0 (2) | N3—Cu1—O1 | 96.56 (6) |
C9—C8—C7 | 105.7 (2) | N1ii—Cu1—O1 | 92.01 (6) |
C9—C8—Se1 | 126.54 (19) | N1—Cu1—O1 | 92.01 (6) |
C7—C8—Se1 | 126.90 (19) | C3—Se1—C8 | 103.80 (10) |
N3—C7—C8—C9 | 0.5 (3) | C10—C9—N4—N3 | 178.6 (2) |
C6—C7—C8—C9 | 178.4 (2) | C7—N3—N4—C9 | 0.4 (3) |
N3—C7—C8—Se1 | 170.61 (17) | Cu1—N3—N4—C9 | −172.60 (17) |
C6—C7—C8—Se1 | −11.5 (4) | C7—N3—Cu1—N3ii | 38.4 (2) |
C7—C8—C9—N4 | −0.2 (3) | N4—N3—Cu1—N3ii | −150.87 (17) |
Se1—C8—C9—N4 | −170.41 (18) | C7—N3—Cu1—N1ii | 126.3 (2) |
C7—C8—C9—C10 | −178.7 (3) | N4—N3—Cu1—N1ii | −62.89 (17) |
Se1—C8—C9—C10 | 11.1 (4) | C7—N3—Cu1—N1 | −49.7 (2) |
C3i—C2—N1—N2 | −0.7 (3) | N4—N3—Cu1—N1 | 121.11 (17) |
C1—C2—N1—N2 | 179.3 (2) | C7—N3—Cu1—O1 | −141.6 (2) |
C3i—C2—N1—Cu1 | −178.10 (17) | N4—N3—Cu1—O1 | 29.13 (17) |
C1—C2—N1—Cu1 | 2.0 (4) | C2—N1—Cu1—N3ii | 143.2 (2) |
C3i—C4—N2—N1 | −0.1 (3) | N2—N1—Cu1—N3ii | −33.83 (17) |
C5—C4—N2—N1 | −178.6 (2) | C2—N1—Cu1—N3 | −49.9 (2) |
C2—N1—N2—C4 | 0.5 (3) | N2—N1—Cu1—N3 | 133.06 (17) |
Cu1—N1—N2—C4 | 178.26 (17) | C2—N1—Cu1—O1 | 46.7 (2) |
C8—C7—N3—N4 | −0.5 (3) | N2—N1—Cu1—O1 | −130.39 (16) |
C6—C7—N3—N4 | −178.6 (2) | C4i—C3—Se1—C8 | 102.0 (2) |
C8—C7—N3—Cu1 | 171.23 (17) | C2i—C3—Se1—C8 | −87.0 (2) |
C6—C7—N3—Cu1 | −6.9 (4) | C9—C8—Se1—C3 | −92.4 (2) |
C8—C9—N4—N3 | −0.1 (3) | C7—C8—Se1—C3 | 99.4 (2) |
Symmetry codes: (i) −x, −y, −z+1; (ii) −x, y, −z+1/2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W···Cl1 | 0.93 | 2.43 | 3.354 (2) | 169 |
O1—H1O1···Cl1 | 0.88 | 2.25 | 3.0702 (10) | 156 |
N2—H2N···Cl1iii | 0.88 | 2.33 | 3.117 (2) | 148 |
N4—H4N···Cl1ii | 0.88 | 2.27 | 3.144 (2) | 176 |
Symmetry codes: (ii) −x, y, −z+1/2; (iii) −x−1/2, y+1/2, −z+1/2. |
Experimental details
Crystal data | |
Chemical formula | [Cu(C10H14N4Se)2(H2O)]Cl2·H2O |
Mr | 708.90 |
Crystal system, space group | Monoclinic, C2/c |
Temperature (K) | 100 |
a, b, c (Å) | 11.332 (1), 13.229 (2), 18.786 (1) |
β (°) | 92.45 (3) |
V (Å3) | 2813.7 (5) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 3.59 |
Crystal size (mm) | 0.10 × 0.05 × 0.01 |
Data collection | |
Diffractometer | Kuma KM-4 CCD diffractometer |
Absorption correction | – |
No. of measured, independent and observed [I > 2σ(I)] reflections | 6625, 2377, 2217 |
Rint | 0.061 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.026, 0.072, 1.10 |
No. of reflections | 2377 |
No. of parameters | 164 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.57, −0.44 |
Computer programs: KM-4 CCD Software (Kuma Diffraction, 1998), KM-4 CCD Software, SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), ORTEP-3 (Farrugia, 1997), WinGX (Farrugia, 1999).
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W···Cl1 | 0.93 | 2.43 | 3.354 (2) | 169 |
O1—H1O1···Cl1 | 0.88 | 2.25 | 3.0702 (10) | 156 |
N2—H2N···Cl1i | 0.88 | 2.33 | 3.117 (2) | 148 |
N4—H4N···Cl1ii | 0.88 | 2.27 | 3.144 (2) | 176 |
Symmetry codes: (i) −x−1/2, y+1/2, −z+1/2; (ii) −x, y, −z+1/2. |
Acknowledgements
The authors thank the Ministry of Education and Science of Ukraine for financial support (grant No. M/263-2008).
References
Farha, O. K., Spokoyny, A. M., Mulfort, K. L., Galli, S., Hupp, J. T. & Mirkin, C. A. (2009). Small, 5, 1727–1731. Web of Science CSD CrossRef PubMed CAS Google Scholar
Farrugia, L. J. (1997). J. Appl. Cryst. 30, 565. CrossRef IUCr Journals Google Scholar
Farrugia, L. J. (1999). J. Appl. Cryst. 32, 837–838. CrossRef CAS IUCr Journals Google Scholar
Kuma Diffraction (1998). KM-4 CCD Software. Kuma Diffraction, Wrocław, Poland. Google Scholar
Seredyuk, M., Haukka, M., Fritsky, I. O., Kozlowski, H., Krämer, R., Pavlenko, V. A. & Gütlich, P. (2007). Dalton Trans. pp. 3183–3194. Web of Science CSD CrossRef Google Scholar
Seredyuk, M., Haukka, M., Pavlenko, V. A. & Fritsky, I. O. (2009). Acta Cryst. E65, m1396. Web of Science CrossRef IUCr Journals Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Shibahara, S., Kitagawa, H., Kubo, T. & Nakasuji, K. (2007). Inorg. Chem. Commun. 10, 860–862. Web of Science CSD CrossRef CAS Google Scholar
Zhang, Y.-B., Zhang, W.-X., Feng, F.-Y., Zhang, J.-P. & Chen, X.-M. (2009). Angew. Chem. Int. Ed. 48, 5287–5290. Web of Science CSD CrossRef CAS Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
Study of metal-organic polymers is a well elaborated research area in coordination chemistry. Infinite molecular polymeric arrays are potentially applicable as specifically ordered crystalline substances with reversible selective sorption (Farha et al., 2009; Zhang et al., 2009), electrical conductivity (Zhang et al., 2009) and molecular magnetism functionality (Shibahara et al., 2007).
The title compound was prepared in a water–methanolic medium by mixing solutions of CuCl2.2H2O and the bis(3,5-dimethyl-1H-pyrazolyl)selenide (L) ligand. It is similar to the copper compounds reported recently (Seredyuk et al., 2007, 2009). A square pyramidal environment of the CuII ion is constituted by four non-coplanar N atoms of pyrazolyl rings [the Cu—N distances are 1.988 (2) and 2.017 (2) Å, the Cu—O distance is 2.208 (3) Å]. Adjacent CuII ions are linked by symmetrically equivalent ligands in a double-stranded bridge fashion (Fig. 1). Formed one-dimensional linear chain is running along the c axis, where the Cu atom deviates from the average basal plane by a value of 0.392 (1) Å (Fig. 2). The NH group of a pyrazole ring is involved in hydrogen bonding with chloride anion (Table 1), which further forms hydrogen bonds with both free and coordinated water molecules and additionally with a pyrazole ring of a neighbouring polymeric chain (Table 1). As a result, a dense network of hydrogen bonds is formed.