Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615001692/lg3154sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S2053229615001692/lg3154Isup2.hkl |
CCDC reference: 1045587
In recent years, the design and synthesis of copper complexes have attracted increasing attention for their fascinating structural diversities and potential applications in many fields, such as metal-ion drugs, protein–metal binding sites and magnetic-exchange models (Duraisamy et al., 2011; Dey et al., 2002). For metal–organic hybrid complexes, non-covalent interactions, including classical hydrogen bonds and π–π stacking, may play an important role in the construction of intriguing topologies (Ramírez de Arellano et al., 2013; Bianketti et al., 2009). [Bis(2-arylcarbonyl)amido]copper(II) species, [Cu(bpca)]+, can be exploited as building blocks for self-assembly, with bpca acting as a tridentate ligand towards the CuII cation through its amidate and two pyridyl N atoms (Casellas et al., 2005; Cangussu et al., 2005). For example, mono- and polynuclear bpca-containing copper(II) complexes have been obtained and reported, such as [Cu(bpca)(X)] (X = Cl, Br or CH3COO) and [Cu2(bpca)2(L)(H2O)2] (L = oxalate, succinate or other bridging ligands). Among those complexes, hydrogen-bonding and π–π stacking interactions play important roles in the design of their supramolecular structures (Simões et al., 2013; Calatayud et al., 2000; Xu et al., 2013).
CHN elemental analyses were carried out with a Perkin–Elmer analyser, model 240. Electronic spectra were recorded with a Shimadzu UV-2101PC spectrophotometer in the 200–2000 nm range at room temperature. The FT–IR spectra were recorded with KBr pellets in the range 4000–400cm-1 with a Bio-Rad FTS 135 spectrometer.
[Cu(bpca)(H2O)(NO3)]·H2O and K2[Ni(CN)4] were synthesized according to the literature methods of Folgado et al. (1989) and Cao (1988). An aqueous solution (10 ml) of [Cu(bpca)(H2O)(NO3)]·H2O (0.4 mmol) was added to one arm of an H-tube and an aqueous solution (10 ml) of K2[Ni(CN)4] (0.1 mmol) was added to the other arm. Propan-2-ol was added to the top of the tube as the diffusing agent. Deep-blue single crystals of (I) suitable for X-ray diffraction were obtained after one month by slow diffusion. Elemental analysis, calculated for C13H10CuN4O3: C 57.91, H 3.61, N 20.60%; found: C 57.78, H 3.73, N 20.73%. IR (KBr disc, ν, cm-1): 3428 (s), 1702 (m), 2171 (s).
Crystal data, data collection and structure refinement details are summarized in Table 1. All H atoms were placed in geometrically idealized positions, with C—H = 0.93 Å for aromatic H atoms. Water H atoms were located in a difference Fourier map, and were refined with an O—H distance restraint of 0.85 (1) Å and an H···H distance restraint of 1.39 (1) Å, and with additional contraints Uiso(H) = 1.5Ueq(O).
The molecular structure of [Cu(CN)(bpca)(H2O)], (I), is shown in Fig. 1 and selected bond lengths and angles are listed in Table 2. The CuII cation is five-coordinated by three N atoms from the bpca group (N1, N2 and N3), one O atom from the water molecule (O3) and one C atom from the cyanide group (C13). Atoms N1, N2, N3 and C13 form the basal plane and atom O3 occupies the apical position. The bond lengths in the basal plane range from 1.9525 (19) to 2.030 (2) Å, which are shorter than the bond length at the vertex [2.373 (2) Å]. The CuII cation is in a distorted square-pyramidal environment and is displaced by 0.1461 (4) Å from the mean basal plane towards atom O3. The two five-membered chelate rings formed by the bpca ligands and the central CuII cation are almost planar, with a dihedral angle of 3.61 (12)°. The two pyridine rings of the bpca ligand are planar and the dihedral angle between them is 4.96 (17)°. The values of the bond angles at the carbonyl C atoms [111.1 (2)° for C5—C6—N2 and 110.8 (2)° for C8—C7—N2] exhibit significant deviations from the expected value of 120° for sp2 hybridization. The Addison τ parameter (Addison et al., 1984) for the CuN3OC group has a value of 0.14, where the two largest basal angles are N2—Cu1—C13 = 169.60 (11) and N3—Cu1—N1 = 161.22 (8)°; the τ value indicates that the coordination is closer to square-pyramidal geometry (τ = 0) than to trigonal–bipyramidal geometry (τ = 1).
As shown in Fig. 2 and Table 3, intermolecular hydrogen bonds between the coordinated water molecule (O3) and the three carbonyl O atoms (O1i, O2i and O2ii; all symmetry codes as in Table 3) of adjacent bpca groups afford a supramolecular two-dimensional layered structure. There are three kinds of hydrogen-bonded ring in the structure. The first is described by the graph set (Etter, 1990) R24(8) and is formed by two O3—H3B···O2i and two O3—H3A···O2ii hydrogen bonds. The second kind of ring, graph set R21(6), is completed by one O3—H3B···O1i and one O3—H3B···O2i hydrogen bond. The third type of ring, graph set R22(12), has three examples, i.e. one formed by two O3—H3B···O1i hydrogen bonds, another by two O3—H3B···O2i hydrogen bonds and the third by a combination of one O3—H3B···O1i and one O3—H3B···O2ii hydrogen bond. Furthermore, there are hydrogen-bonding chains in the structure, graph set C(6), formed by O3—H3A···O2ii hydrogen bonds. Additional weak π–π stacking between pyridine rings of adjacent bpca ligands (symmetry code: -x + 1, -y + 1, -z + 2), with a centroid-to-centroid distance of 3.872 (2) Å, stabilizes the whole structure.
As reported previously, the similar copper complex [Cu(bpca)(CN)] has been synthesized by the reaction of Cu(bpca)2·H2O and NaCN (Casellas et al., 2005). For this complex, the CuII centre is coordinated by three N atoms of the bpca ligand and by one C atom of the cyanide group, similar to the situation in complex (I), but the fifth coordinated position is occupied by the N atom of a cyanide group from a neighbouring [Cu(bpca)(CN)] unit, instead of water as in (I), and so a one-dimensional zigzag chain is formed along the (001) direction. In other words, the cyanide group acts as a µ2-bridging ligand towards the CuII centre for [Cu(bpca)(CN)] but as a terminal ligand in (I). Such a difference may suggest that the reactant [reaction conditions?] may greatly affect the coordination mode of a cyanide group.
The UV–vis spectrum of (I) in dimethyl sulfoxide (DMSO) was measured at room temperature and the spectrum shows a weak absorption band at 638 nm (Fig. 3), which can presumably be assigned to the d–d transition of CuII. The UV–vis spectra also shows two weakly resolved bands (582 and 663 nm), which may correspond to 2B12B2 and 2B12A1 transitions (Ballhausen, 1962).
The electron paramagnetic resonance (EPR) spectrum of (I) at X-band microwave frequencies at room temperature in DMSO is shown in Fig. 4. The values of the g tensor, gx = 2.08, gy = 2.08 and gz = 2.20, suggest that the CuII cation is in an axial-symmetry coordinated environment and the unpaired electrons occupy the dx2–y2 orbital (Athappan & Rajagopal, 1996).
A cyclic voltammogram of (I) (0.001 M) in DMSO was carried out at a platinum disc working electrode, using [Bu4N][ClO4] (TBAP, 0.1 M) as supporting electrolyte (NB perchlorate salts are explosives and should be used with caution) and Ag/AgCl as reference electrode (Fig. 5). The scanning range was from -2 to 2 V at a rate of 0.1 V s-1. The results show that there are two irreversible oxidation peaks corresponding to the oxidizing steps of the bpca ligand and CuI/CuII (Epa1 = -67 mV, Epa2 = -334 mV), and two irreversible reduction peaks corresponding to the reductive steps of the bpca ligand and CuI/CuII (Epc1 = -261 mV, Epc2 = -769 mV).
Data collection: SMART (Bruker, 2000); cell refinement: SMART (Bruker, 2000); data reduction: SMART (Bruker, 2000); program(s) used to solve structure: SIR2004 (Burla et al., 2007); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: OLEX2 (Dolomanov et al., 2009); software used to prepare material for publication: OLEX2 (Dolomanov et al., 2009).
[Cu(C12H8N3O2)(CN)(H2O)] | Z = 2 |
Mr = 333.79 | F(000) = 338 |
Triclinic, P1 | Dx = 1.710 Mg m−3 |
a = 7.3171 (13) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.8692 (18) Å | Cell parameters from 1997 reflections |
c = 10.2416 (18) Å | θ = 2.4–26.4° |
α = 68.401 (3)° | µ = 1.70 mm−1 |
β = 84.964 (3)° | T = 294 K |
γ = 70.617 (3)° | Prism, blue |
V = 648.2 (2) Å3 | 0.3 × 0.18 × 0.16 mm |
Bruker APEXII CCD area-detector diffractometer | 2231 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.017 |
ϕ and ω scans | θmax = 26.4°, θmin = 2.1° |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | h = −7→9 |
Tmin = 0.582, Tmax = 1.000 | k = −11→12 |
3682 measured reflections | l = −8→12 |
2605 independent reflections |
Refinement on F2 | Primary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: other |
R[F2 > 2σ(F2)] = 0.032 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.081 | w = 1/[σ2(Fo2) + (0.0405P)2 + 0.2346P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max = 0.001 |
2605 reflections | Δρmax = 0.31 e Å−3 |
196 parameters | Δρmin = −0.29 e Å−3 |
3 restraints |
[Cu(C12H8N3O2)(CN)(H2O)] | γ = 70.617 (3)° |
Mr = 333.79 | V = 648.2 (2) Å3 |
Triclinic, P1 | Z = 2 |
a = 7.3171 (13) Å | Mo Kα radiation |
b = 9.8692 (18) Å | µ = 1.70 mm−1 |
c = 10.2416 (18) Å | T = 294 K |
α = 68.401 (3)° | 0.3 × 0.18 × 0.16 mm |
β = 84.964 (3)° |
Bruker APEXII CCD area-detector diffractometer | 2605 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2000) | 2231 reflections with I > 2σ(I) |
Tmin = 0.582, Tmax = 1.000 | Rint = 0.017 |
3682 measured reflections |
R[F2 > 2σ(F2)] = 0.032 | 3 restraints |
wR(F2) = 0.081 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | Δρmax = 0.31 e Å−3 |
2605 reflections | Δρmin = −0.29 e Å−3 |
196 parameters |
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. |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.60371 (4) | 0.76908 (4) | 0.59014 (3) | 0.02966 (12) | |
O1 | 0.3725 (3) | 0.6810 (2) | 0.29753 (19) | 0.0406 (5) | |
O2 | 0.1901 (3) | 0.5917 (2) | 0.55606 (19) | 0.0368 (4) | |
O3 | 0.8448 (3) | 0.5231 (2) | 0.6740 (2) | 0.0345 (4) | |
H3A | 0.949 (3) | 0.533 (4) | 0.636 (3) | 0.052* | |
H3B | 0.814 (4) | 0.458 (3) | 0.653 (3) | 0.052* | |
C13 | 0.7333 (4) | 0.8695 (3) | 0.6675 (3) | 0.0403 (7) | |
N1 | 0.7051 (3) | 0.8215 (3) | 0.3929 (2) | 0.0317 (5) | |
N2 | 0.4349 (3) | 0.7034 (2) | 0.5062 (2) | 0.0276 (5) | |
N3 | 0.4310 (3) | 0.7145 (3) | 0.7534 (2) | 0.0307 (5) | |
N4 | 0.8022 (5) | 0.9232 (4) | 0.7220 (4) | 0.0681 (9) | |
C1 | 0.8486 (4) | 0.8816 (3) | 0.3425 (3) | 0.0389 (6) | |
H1 | 0.9105 | 0.9066 | 0.4017 | 0.047* | |
C2 | 0.9067 (4) | 0.9073 (4) | 0.2063 (3) | 0.0469 (7) | |
H2 | 1.0081 | 0.9469 | 0.1749 | 0.056* | |
C3 | 0.8137 (5) | 0.8740 (4) | 0.1178 (3) | 0.0482 (8) | |
H3 | 0.8497 | 0.8921 | 0.0252 | 0.058* | |
C4 | 0.6647 (4) | 0.8127 (4) | 0.1683 (3) | 0.0412 (7) | |
H4 | 0.5993 | 0.7893 | 0.1099 | 0.049* | |
C5 | 0.6154 (4) | 0.7873 (3) | 0.3057 (3) | 0.0292 (5) | |
C6 | 0.4578 (4) | 0.7179 (3) | 0.3682 (3) | 0.0290 (5) | |
C7 | 0.3023 (3) | 0.6442 (3) | 0.5876 (2) | 0.0272 (5) | |
C8 | 0.3054 (3) | 0.6505 (3) | 0.7324 (3) | 0.0282 (5) | |
C9 | 0.1851 (4) | 0.5971 (4) | 0.8342 (3) | 0.0393 (7) | |
H9 | 0.0998 | 0.5531 | 0.8169 | 0.047* | |
C10 | 0.1937 (5) | 0.6103 (4) | 0.9639 (3) | 0.0472 (8) | |
H10 | 0.1146 | 0.5743 | 1.0351 | 0.057* | |
C11 | 0.3190 (5) | 0.6764 (4) | 0.9862 (3) | 0.0464 (7) | |
H11 | 0.3251 | 0.6872 | 1.0720 | 0.056* | |
C12 | 0.4364 (4) | 0.7267 (4) | 0.8794 (3) | 0.0406 (7) | |
H12 | 0.5226 | 0.7708 | 0.8951 | 0.049* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.03311 (19) | 0.0386 (2) | 0.02796 (18) | −0.02132 (14) | 0.00155 (12) | −0.01537 (14) |
O1 | 0.0497 (12) | 0.0635 (14) | 0.0279 (9) | −0.0377 (11) | 0.0067 (8) | −0.0220 (9) |
O2 | 0.0373 (10) | 0.0574 (13) | 0.0318 (10) | −0.0322 (9) | 0.0083 (8) | −0.0207 (9) |
O3 | 0.0336 (10) | 0.0439 (11) | 0.0385 (10) | −0.0230 (9) | 0.0060 (8) | −0.0205 (9) |
C13 | 0.0397 (15) | 0.0413 (17) | 0.0487 (17) | −0.0184 (13) | −0.0020 (13) | −0.0207 (14) |
N1 | 0.0321 (11) | 0.0361 (12) | 0.0316 (11) | −0.0191 (10) | 0.0009 (9) | −0.0102 (10) |
N2 | 0.0299 (11) | 0.0395 (13) | 0.0217 (10) | −0.0211 (10) | 0.0038 (8) | −0.0121 (9) |
N3 | 0.0343 (11) | 0.0398 (13) | 0.0252 (10) | −0.0168 (10) | 0.0006 (9) | −0.0151 (10) |
N4 | 0.0671 (19) | 0.064 (2) | 0.095 (2) | −0.0273 (16) | −0.0186 (17) | −0.0428 (19) |
C1 | 0.0366 (15) | 0.0388 (16) | 0.0443 (16) | −0.0236 (13) | −0.0006 (12) | −0.0076 (13) |
C2 | 0.0427 (17) | 0.0489 (19) | 0.0485 (18) | −0.0282 (15) | 0.0094 (14) | −0.0066 (15) |
C3 | 0.0539 (19) | 0.058 (2) | 0.0387 (16) | −0.0326 (16) | 0.0184 (14) | −0.0150 (15) |
C4 | 0.0509 (17) | 0.0522 (18) | 0.0311 (14) | −0.0301 (15) | 0.0103 (13) | −0.0169 (13) |
C5 | 0.0308 (13) | 0.0333 (14) | 0.0272 (12) | −0.0169 (11) | 0.0026 (10) | −0.0096 (11) |
C6 | 0.0325 (13) | 0.0367 (14) | 0.0247 (12) | −0.0187 (11) | 0.0016 (10) | −0.0120 (11) |
C7 | 0.0264 (12) | 0.0361 (14) | 0.0249 (12) | −0.0140 (11) | 0.0019 (10) | −0.0140 (11) |
C8 | 0.0279 (12) | 0.0351 (14) | 0.0250 (12) | −0.0119 (11) | 0.0007 (10) | −0.0128 (11) |
C9 | 0.0381 (15) | 0.0572 (19) | 0.0308 (14) | −0.0264 (14) | 0.0064 (11) | −0.0163 (13) |
C10 | 0.0485 (18) | 0.070 (2) | 0.0284 (14) | −0.0267 (16) | 0.0130 (13) | −0.0200 (15) |
C11 | 0.0535 (18) | 0.063 (2) | 0.0285 (14) | −0.0193 (16) | 0.0020 (13) | −0.0232 (14) |
C12 | 0.0460 (16) | 0.0561 (19) | 0.0347 (14) | −0.0224 (14) | 0.0028 (12) | −0.0280 (14) |
Cu1—O3 | 2.373 (2) | C1—C2 | 1.378 (4) |
Cu1—C13 | 1.960 (3) | C2—H2 | 0.9300 |
Cu1—N1 | 2.030 (2) | C2—C3 | 1.367 (4) |
Cu1—N2 | 1.9525 (19) | C3—H3 | 0.9300 |
Cu1—N3 | 2.025 (2) | C3—C4 | 1.389 (4) |
O1—C6 | 1.212 (3) | C4—H4 | 0.9300 |
O2—C7 | 1.225 (3) | C4—C5 | 1.374 (4) |
O3—H3A | 0.842 (10) | C5—C6 | 1.510 (3) |
O3—H3B | 0.844 (10) | C7—C8 | 1.509 (3) |
C13—N4 | 1.136 (4) | C8—C9 | 1.372 (4) |
N1—C1 | 1.347 (3) | C9—H9 | 0.9300 |
N1—C5 | 1.347 (3) | C9—C10 | 1.390 (4) |
N2—C6 | 1.368 (3) | C10—H10 | 0.9300 |
N2—C7 | 1.362 (3) | C10—C11 | 1.364 (4) |
N3—C8 | 1.346 (3) | C11—H11 | 0.9300 |
N3—C12 | 1.344 (3) | C11—C12 | 1.378 (4) |
C1—H1 | 0.9300 | C12—H12 | 0.9300 |
C13—Cu1—O3 | 95.40 (10) | C2—C3—C4 | 119.1 (3) |
C13—Cu1—N1 | 99.84 (11) | C4—C3—H3 | 120.4 |
C13—Cu1—N3 | 97.04 (10) | C3—C4—H4 | 120.5 |
N1—Cu1—O3 | 93.16 (8) | C5—C4—C3 | 118.9 (3) |
N2—Cu1—O3 | 94.84 (8) | C5—C4—H4 | 120.5 |
N2—Cu1—C13 | 169.60 (11) | N1—C5—C4 | 122.2 (2) |
N2—Cu1—N1 | 81.37 (8) | N1—C5—C6 | 116.1 (2) |
N2—Cu1—N3 | 80.55 (8) | C4—C5—C6 | 121.7 (2) |
N3—Cu1—O3 | 93.37 (8) | O1—C6—N2 | 128.6 (2) |
N3—Cu1—N1 | 161.22 (8) | O1—C6—C5 | 120.2 (2) |
Cu1—O3—H3A | 107 (2) | N2—C6—C5 | 111.1 (2) |
Cu1—O3—H3B | 111 (2) | O2—C7—N2 | 128.3 (2) |
H3A—O3—H3B | 110.3 (16) | O2—C7—C8 | 120.9 (2) |
N4—C13—Cu1 | 174.7 (3) | N2—C7—C8 | 110.8 (2) |
C1—N1—Cu1 | 128.32 (19) | N3—C8—C7 | 115.4 (2) |
C5—N1—Cu1 | 113.39 (16) | N3—C8—C9 | 122.6 (2) |
C5—N1—C1 | 118.3 (2) | C9—C8—C7 | 122.0 (2) |
C6—N2—Cu1 | 117.99 (16) | C8—C9—H9 | 120.8 |
C7—N2—Cu1 | 118.71 (15) | C8—C9—C10 | 118.4 (3) |
C7—N2—C6 | 123.3 (2) | C10—C9—H9 | 120.8 |
C8—N3—Cu1 | 114.11 (15) | C9—C10—H10 | 120.2 |
C12—N3—Cu1 | 127.77 (19) | C11—C10—C9 | 119.6 (3) |
C12—N3—C8 | 118.0 (2) | C11—C10—H10 | 120.2 |
N1—C1—H1 | 118.9 | C10—C11—H11 | 120.6 |
N1—C1—C2 | 122.2 (3) | C10—C11—C12 | 118.9 (3) |
C2—C1—H1 | 118.9 | C12—C11—H11 | 120.6 |
C1—C2—H2 | 120.4 | N3—C12—C11 | 122.5 (3) |
C3—C2—C1 | 119.3 (3) | N3—C12—H12 | 118.7 |
C3—C2—H2 | 120.4 | C11—C12—H12 | 118.7 |
C2—C3—H3 | 120.4 | ||
Cu1—N1—C1—C2 | 178.0 (2) | C1—N1—C5—C6 | 179.1 (2) |
Cu1—N1—C5—C4 | −179.3 (2) | C1—C2—C3—C4 | −1.0 (5) |
Cu1—N1—C5—C6 | 0.2 (3) | C2—C3—C4—C5 | −0.1 (5) |
Cu1—N2—C6—O1 | 178.0 (2) | C3—C4—C5—N1 | 0.8 (5) |
Cu1—N2—C6—C5 | −0.8 (3) | C3—C4—C5—C6 | −178.7 (3) |
Cu1—N2—C7—O2 | −176.8 (2) | C4—C5—C6—O1 | 1.0 (4) |
Cu1—N2—C7—C8 | 3.5 (3) | C4—C5—C6—N2 | 179.9 (3) |
Cu1—N3—C8—C7 | −5.4 (3) | C5—N1—C1—C2 | −0.7 (4) |
Cu1—N3—C8—C9 | 175.8 (2) | C6—N2—C7—O2 | 2.4 (4) |
Cu1—N3—C12—C11 | −175.7 (2) | C6—N2—C7—C8 | −177.2 (2) |
O2—C7—C8—N3 | −178.2 (2) | C7—N2—C6—O1 | −1.3 (4) |
O2—C7—C8—C9 | 0.5 (4) | C7—N2—C6—C5 | 179.9 (2) |
N1—C1—C2—C3 | 1.4 (5) | C7—C8—C9—C10 | −178.5 (3) |
N1—C5—C6—O1 | −178.5 (2) | C8—N3—C12—C11 | 0.0 (4) |
N1—C5—C6—N2 | 0.4 (3) | C8—C9—C10—C11 | 0.5 (5) |
N2—C7—C8—N3 | 1.4 (3) | C9—C10—C11—C12 | −0.9 (5) |
N2—C7—C8—C9 | −179.8 (2) | C10—C11—C12—N3 | 0.6 (5) |
N3—C8—C9—C10 | 0.1 (4) | C12—N3—C8—C7 | 178.3 (2) |
C1—N1—C5—C4 | −0.4 (4) | C12—N3—C8—C9 | −0.4 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3B···O1i | 0.85 (3) | 2.15 (3) | 2.878 (3) | 144 (3) |
O3—H3B···O2i | 0.85 (3) | 2.37 (3) | 3.027 (3) | 135 (3) |
O3—H3A···O2ii | 0.84 (3) | 2.05 (3) | 2.881 (3) | 169 (3) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x+1, y, z. |
Experimental details
Crystal data | |
Chemical formula | [Cu(C12H8N3O2)(CN)(H2O)] |
Mr | 333.79 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 294 |
a, b, c (Å) | 7.3171 (13), 9.8692 (18), 10.2416 (18) |
α, β, γ (°) | 68.401 (3), 84.964 (3), 70.617 (3) |
V (Å3) | 648.2 (2) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.70 |
Crystal size (mm) | 0.3 × 0.18 × 0.16 |
Data collection | |
Diffractometer | Bruker APEXII CCD area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Bruker, 2000) |
Tmin, Tmax | 0.582, 1.000 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 3682, 2605, 2231 |
Rint | 0.017 |
(sin θ/λ)max (Å−1) | 0.625 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.032, 0.081, 1.04 |
No. of reflections | 2605 |
No. of parameters | 196 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.31, −0.29 |
Computer programs: SMART (Bruker, 2000), SIR2004 (Burla et al., 2007), SHELXL97 (Sheldrick, 2008), OLEX2 (Dolomanov et al., 2009).
Cu1—O3 | 2.373 (2) | Cu1—N2 | 1.9525 (19) |
Cu1—C13 | 1.960 (3) | Cu1—N3 | 2.025 (2) |
Cu1—N1 | 2.030 (2) | ||
C13—Cu1—O3 | 95.40 (10) | N2—Cu1—C13 | 169.60 (11) |
C13—Cu1—N1 | 99.84 (11) | N2—Cu1—N1 | 81.37 (8) |
C13—Cu1—N3 | 97.04 (10) | N2—Cu1—N3 | 80.55 (8) |
N1—Cu1—O3 | 93.16 (8) | N3—Cu1—O3 | 93.37 (8) |
N2—Cu1—O3 | 94.84 (8) | N3—Cu1—N1 | 161.22 (8) |
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3B···O1i | 0.85 (3) | 2.15 (3) | 2.878 (3) | 144 (3) |
O3—H3B···O2i | 0.85 (3) | 2.37 (3) | 3.027 (3) | 135 (3) |
O3—H3A···O2ii | 0.84 (3) | 2.05 (3) | 2.881 (3) | 169 (3) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x+1, y, z. |