Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536801009138/cf6071sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536801009138/cf6071Isup2.hkl |
CCDC reference: 170731
Light-blue pillar-shaped crystals of the title compound were obtained at room temperature by the slow evaporation of a mixture of an ethanol–water solution (ca 50%) of 2-quinolinecarboxylic acid and nickel(II) acetate tetrahydrate (molar ratio 4:1).
H atoms were placed in calculated ideal positions, with the exception of those involved in hydrogen bonding, which were located in a difference Fourier map and were not refined.
Data collection: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992); cell refinement: MSC/AFC Diffractometer Control Software; data reduction: TEXSAN (Molecular Structure Corporation, 1999); program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: TEXSAN.
Fig. 1. ORTEPII (Johnson, 1976) drawing of the title compound. Ellipsoids for non-H atoms are shown at the 50% probability level. |
[Ni(C10H6NO2)2(H2O)2]·2C2H6O·2H2O | F(000) = 298.00 |
Mr = 567.21 | Dx = 1.441 Mg m−3 |
Triclinic, P1 | Melting point: 429.15 K |
a = 8.978 (1) Å | Mo Kα radiation, λ = 0.7107 Å |
b = 11.073 (2) Å | Cell parameters from 25 reflections |
c = 7.2349 (7) Å | θ = 14.9–15.0° |
α = 106.25 (1)° | µ = 0.80 mm−1 |
β = 107.399 (9)° | T = 296 K |
γ = 78.47 (1)° | Pillar, light blue |
V = 653.6 (1) Å3 | 0.4 × 0.2 × 0.1 mm |
Z = 1 |
Rigaku AFC-5R diffractometer | Rint = 0.008 |
ω–2θ scans | θmax = 27.5° |
Absorption correction: ψ scan (North et al., 1968) | h = 0→11 |
Tmin = 0.822, Tmax = 0.923 | k = −14→14 |
3199 measured reflections | l = −9→8 |
3010 independent reflections | 3 standard reflections every 150 reflections |
2838 reflections with I > 2σ(I) | intensity decay: 1.1% |
Refinement on F2 | H-atom parameters not refined |
R[F2 > 2σ(F2)] = 0.033 | w = 1/[σ2(Fo2) + (0.1P)2] where P = (Fo2 + 2Fc2)/3 |
wR(F2) = 0.118 | (Δ/σ)max = −0.003 |
S = 1.03 | Δρmax = 0.80 e Å−3 |
2838 reflections | Δρmin = −0.39 e Å−3 |
169 parameters |
[Ni(C10H6NO2)2(H2O)2]·2C2H6O·2H2O | γ = 78.47 (1)° |
Mr = 567.21 | V = 653.6 (1) Å3 |
Triclinic, P1 | Z = 1 |
a = 8.978 (1) Å | Mo Kα radiation |
b = 11.073 (2) Å | µ = 0.80 mm−1 |
c = 7.2349 (7) Å | T = 296 K |
α = 106.25 (1)° | 0.4 × 0.2 × 0.1 mm |
β = 107.399 (9)° |
Rigaku AFC-5R diffractometer | 2838 reflections with I > 2σ(I) |
Absorption correction: ψ scan (North et al., 1968) | Rint = 0.008 |
Tmin = 0.822, Tmax = 0.923 | 3 standard reflections every 150 reflections |
3199 measured reflections | intensity decay: 1.1% |
3010 independent reflections |
R[F2 > 2σ(F2)] = 0.033 | 169 parameters |
wR(F2) = 0.118 | H-atom parameters not refined |
S = 1.03 | Δρmax = 0.80 e Å−3 |
2838 reflections | Δρmin = −0.39 e Å−3 |
Refinement. Refinement using reflections with F2 > 0.0 σ(F2). The weighted R-factor (wR) and goodness of fit (S) are based on F2. R-factor (gt) are based on F. The threshold expression of F2 > 2.0 σ(F2) is used only for calculating R-factor (gt). |
x | y | z | Uiso*/Ueq | ||
Ni1 | 0.5000 | 0.5000 | 0.5000 | 0.0258 (1) | |
O1 | 0.5352 (2) | 0.3925 (1) | 0.6958 (2) | 0.0331 (3) | |
O2 | 0.4378 (2) | 0.3431 (1) | 0.9086 (2) | 0.0408 (3) | |
O3 | 0.6055 (2) | 0.6444 (1) | 0.7256 (2) | 0.0351 (3) | |
O4 | 0.5064 (3) | 0.1314 (2) | 0.3791 (3) | 0.0681 (6) | |
O5 | 0.4145 (3) | 0.8917 (2) | 1.2104 (3) | 0.0684 (5) | |
N1 | 0.2837 (2) | 0.5583 (1) | 0.5992 (2) | 0.0277 (3) | |
C2 | 0.2886 (2) | 0.5009 (2) | 0.7389 (2) | 0.0291 (3) | |
C3 | 0.1692 (2) | 0.5224 (2) | 0.8377 (3) | 0.0383 (4) | |
C4 | 0.0387 (2) | 0.6053 (2) | 0.7861 (3) | 0.0419 (4) | |
C5 | 0.0266 (2) | 0.6678 (2) | 0.6366 (3) | 0.0352 (4) | |
C6 | −0.1071 (2) | 0.7542 (2) | 0.5749 (4) | 0.0466 (5) | |
C7 | −0.1148 (3) | 0.8124 (2) | 0.4295 (4) | 0.0545 (6) | |
C8 | 0.0103 (3) | 0.7862 (3) | 0.3390 (4) | 0.0566 (6) | |
C9 | 0.1416 (3) | 0.7035 (2) | 0.3938 (4) | 0.0450 (5) | |
C10 | 0.1529 (2) | 0.6424 (2) | 0.5453 (3) | 0.0312 (3) | |
C11 | 0.4317 (2) | 0.4056 (2) | 0.7868 (2) | 0.0296 (3) | |
C12 | 0.2305 (5) | 0.9610 (4) | 0.9342 (6) | 0.099 (1) | |
C13 | 0.2565 (4) | 0.9005 (3) | 1.0960 (6) | 0.0823 (9) | |
H3 | 0.1901 | 0.4751 | 0.9415 | 0.0511* | |
H4 | −0.0572 | 0.6153 | 0.8468 | 0.0511* | |
H6 | −0.2023 | 0.7710 | 0.6370 | 0.0511* | |
H7 | −0.2151 | 0.8636 | 0.3734 | 0.0511* | |
H8 | −0.0027 | 0.8248 | 0.2243 | 0.0511* | |
H9 | 0.2290 | 0.6903 | 0.3313 | 0.0511* | |
H10 | 0.5612 | 0.7192 | 0.6981 | 0.0511* | |
H11 | 0.5894 | 0.6430 | 0.8413 | 0.0511* | |
H12 | 0.4791 | 0.0550 | 0.3021 | 0.0511* | |
H13 | 0.5479 | 0.1440 | 0.5142 | 0.0511* | |
H14 | 0.1232 | 0.9644 | 0.8633 | 0.1271* | |
H15 | 0.2945 | 0.9144 | 0.8486 | 0.1271* | |
H16 | 0.2580 | 1.0453 | 0.9873 | 0.1271* | |
H17 | 0.1933 | 0.9499 | 1.1827 | 0.1069* | |
H18 | 0.2258 | 0.8187 | 1.0426 | 0.1069* | |
H19 | 0.4717 | 0.8206 | 1.1697 | 0.0511* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.0299 (2) | 0.0274 (2) | 0.0244 (2) | −0.0009 (1) | 0.0112 (1) | 0.0104 (1) |
O1 | 0.0358 (6) | 0.0367 (6) | 0.0326 (6) | 0.0028 (5) | 0.0146 (5) | 0.0165 (5) |
O2 | 0.0566 (8) | 0.0414 (7) | 0.0338 (7) | −0.0024 (6) | 0.0194 (6) | 0.0181 (6) |
O3 | 0.0445 (7) | 0.0362 (6) | 0.0297 (6) | −0.0080 (5) | 0.0154 (5) | 0.0076 (5) |
O4 | 0.107 (2) | 0.0401 (9) | 0.0503 (10) | −0.0139 (10) | 0.007 (1) | 0.0109 (7) |
O5 | 0.087 (1) | 0.0352 (8) | 0.065 (1) | −0.0006 (8) | −0.0013 (10) | 0.0111 (7) |
N1 | 0.0303 (7) | 0.0277 (6) | 0.0282 (7) | −0.0041 (5) | 0.0117 (5) | 0.0069 (5) |
C2 | 0.0336 (8) | 0.0301 (8) | 0.0258 (7) | −0.0065 (6) | 0.0104 (6) | 0.0054 (6) |
C3 | 0.0419 (9) | 0.0437 (10) | 0.0372 (9) | −0.0059 (8) | 0.0193 (8) | 0.0120 (8) |
C4 | 0.0382 (9) | 0.047 (1) | 0.047 (1) | −0.0061 (8) | 0.0237 (8) | 0.0076 (8) |
C5 | 0.0303 (8) | 0.0349 (9) | 0.0404 (9) | −0.0054 (7) | 0.0128 (7) | 0.0037 (7) |
C6 | 0.0325 (9) | 0.046 (1) | 0.062 (1) | 0.0021 (8) | 0.0181 (9) | 0.0112 (9) |
C7 | 0.036 (1) | 0.053 (1) | 0.073 (2) | 0.0100 (9) | 0.014 (1) | 0.024 (1) |
C8 | 0.044 (1) | 0.063 (1) | 0.073 (2) | 0.014 (1) | 0.019 (1) | 0.042 (1) |
C9 | 0.0381 (10) | 0.049 (1) | 0.056 (1) | 0.0065 (8) | 0.0186 (9) | 0.0271 (10) |
C10 | 0.0290 (8) | 0.0301 (8) | 0.0355 (9) | −0.0030 (6) | 0.0100 (6) | 0.0080 (6) |
C11 | 0.0394 (8) | 0.0288 (8) | 0.0233 (7) | −0.0068 (7) | 0.0101 (6) | 0.0067 (6) |
C12 | 0.096 (3) | 0.108 (3) | 0.091 (3) | −0.021 (2) | −0.012 (2) | 0.054 (2) |
C13 | 0.076 (2) | 0.069 (2) | 0.103 (3) | −0.012 (2) | 0.018 (2) | 0.026 (2) |
Ni1—O1 | 2.013 (2) | C4—H4 | 1.053 |
Ni1—O3 | 2.082 (1) | C5—C6 | 1.419 (3) |
Ni1—N1 | 2.185 (2) | C5—C10 | 1.420 (3) |
O1—C11 | 1.255 (3) | C6—C7 | 1.358 (4) |
O2—C11 | 1.247 (3) | C6—H6 | 1.042 |
O3—H10 | 0.893 | C7—C8 | 1.407 (4) |
O3—H11 | 0.896 | C7—H7 | 1.002 |
O4—H12 | 0.908 | C8—C9 | 1.370 (3) |
O4—H13 | 0.917 | C8—H8 | 1.002 |
O5—C13 | 1.412 (4) | C9—C10 | 1.411 (4) |
O5—H19 | 0.877 | C9—H9 | 0.986 |
N1—C2 | 1.323 (3) | C12—C13 | 1.444 (7) |
N1—C10 | 1.375 (2) | C12—H14 | 0.945 |
C2—C3 | 1.406 (3) | C12—H15 | 0.946 |
C2—C11 | 1.510 (2) | C12—H16 | 0.956 |
C3—C4 | 1.362 (3) | C13—H17 | 0.954 |
C3—H3 | 0.985 | C13—H18 | 0.942 |
C4—C5 | 1.407 (4) | ||
O1···O5i | 3.318 (3) | O4···O5iii | 2.771 (3) |
O1···O2i | 3.464 (2) | O4···O5i | 2.912 (3) |
O2···O5i | 2.704 (2) | O4···C13iii | 3.519 (4) |
O2···O3i | 2.750 (2) | O5···C11i | 3.309 (2) |
O2···C11i | 3.209 (2) | C2···C6ii | 3.438 (3) |
O2···C2i | 3.318 (2) | C4···C10ii | 3.460 (3) |
O2···C13i | 3.444 (4) | C11···C11i | 3.247 (3) |
O2···C7ii | 3.571 (3) | ||
O1—Ni1—O1iv | 180.0 | C5—C6—C7 | 120.4 (2) |
O1—Ni1—O3 | 90.84 (5) | C5—C6—H6 | 120.3 |
O1—Ni1—O3iv | 89.16 (5) | C7—C6—H6 | 119.2 |
O1—Ni1—N1 | 78.53 (6) | C6—C7—C8 | 119.7 (2) |
O1—Ni1—N1iv | 101.47 (6) | C6—C7—H7 | 119.9 |
O3—Ni1—O3iv | 180.0 | C8—C7—H7 | 119.8 |
O3—Ni1—N1 | 90.07 (6) | C7—C8—C9 | 121.8 (3) |
O3—Ni1—N1iv | 89.93 (6) | C7—C8—H8 | 117.8 |
N1—Ni1—N1iv | 180.0 | C9—C8—H8 | 120.2 |
Ni1—O1—C11 | 118.1 (1) | C8—C9—C10 | 119.6 (2) |
Ni1—O3—H10 | 109.3 | C8—C9—H9 | 119.6 |
Ni1—O3—H11 | 109.5 | C10—C9—H9 | 120.7 |
H10—O3—H11 | 108.1 | N1—C10—C5 | 121.4 (2) |
H12—O4—H13 | 121.6 | N1—C10—C9 | 119.7 (2) |
C13—O5—H19 | 113.8 | C5—C10—C9 | 118.9 (2) |
Ni1—N1—C2 | 110.3 (1) | O1—C11—O2 | 124.4 (2) |
Ni1—N1—C10 | 131.7 (1) | O1—C11—C2 | 117.1 (2) |
C2—N1—C10 | 117.9 (2) | O2—C11—C2 | 118.5 (2) |
N1—C2—C3 | 123.9 (2) | C13—C12—H14 | 109.5 |
N1—C2—C11 | 115.9 (2) | C13—C12—H15 | 109.3 |
C3—C2—C11 | 120.2 (2) | C13—C12—H16 | 109.2 |
C2—C3—C4 | 118.9 (2) | H14—C12—H15 | 110.2 |
C2—C3—H3 | 115.1 | H14—C12—H16 | 109.4 |
C4—C3—H3 | 125.9 | H15—C12—H16 | 109.3 |
C3—C4—C5 | 119.5 (2) | O5—C13—C12 | 113.2 (4) |
C3—C4—H4 | 120.1 | O5—C13—H17 | 107.6 |
C5—C4—H4 | 120.1 | O5—C13—H18 | 109.4 |
C4—C5—C6 | 122.1 (2) | C12—C13—H17 | 108.2 |
C4—C5—C10 | 118.3 (2) | C12—C13—H18 | 108.5 |
C6—C5—C10 | 119.6 (2) | H17—C13—H18 | 109.8 |
Ni1—O1—C11—O2 | 178.5 (1) | O3—Ni1—N1iv—C2iv | −92.2 (1) |
Ni1—O1—C11—C2 | 0.6 (2) | O3—Ni1—N1iv—C10iv | 89.4 (1) |
Ni1—O1iv—C11iv—O2iv | −178.5 (1) | N1—Ni1—O1—C11 | −2.0 (1) |
Ni1—O1iv—C11iv—C2iv | −0.6 (2) | N1—Ni1—O1iv—C11iv | −178.0 (1) |
Ni1—N1—C2—C3 | 177.6 (1) | N1—C2—C3—C4 | 1.2 (3) |
Ni1—N1—C2—C11 | −3.7 (2) | N1—C10—C5—C4 | 0.5 (2) |
Ni1—N1—C10—C5 | −178.1 (1) | N1—C10—C5—C6 | −179.3 (2) |
Ni1—N1—C10—C9 | 3.1 (2) | N1—C10—C9—C8 | 179.3 (2) |
Ni1—N1iv—C2iv—C3iv | −177.6 (1) | C2—N1—C10—C5 | 0.2 (2) |
Ni1—N1iv—C2iv—C11iv | 3.7 (2) | C2—N1—C10—C9 | −178.6 (2) |
Ni1—N1iv—C10iv—C5iv | 178.1 (1) | C2—C3—C4—C5 | −0.3 (3) |
Ni1—N1iv—C10iv—C9iv | −3.1 (2) | C3—C2—N1—C10 | −1.1 (2) |
O1—Ni1—N1—C2 | 3.1 (1) | C3—C4—C5—C6 | 179.3 (2) |
O1—Ni1—N1—C10 | −178.5 (1) | C3—C4—C5—C10 | −0.5 (3) |
O1—Ni1—N1iv—C2iv | 176.9 (1) | C4—C3—C2—C11 | −177.6 (2) |
O1—Ni1—N1iv—C10iv | −1.5 (1) | C4—C5—C6—C7 | −179.8 (2) |
O1—C11—C2—N1 | 2.3 (2) | C4—C5—C10—C9 | 179.4 (2) |
O1—C11—C2—C3 | −178.8 (2) | C5—C6—C7—C8 | 0.3 (3) |
O2—C11—C2—N1 | −175.7 (1) | C5—C10—C9—C8 | 0.5 (3) |
O2—C11—C2—C3 | 3.1 (2) | C6—C5—C10—C9 | −0.4 (3) |
O3—Ni1—O1—C11 | 88.0 (1) | C6—C7—C8—C9 | −0.3 (4) |
O3—Ni1—O1iv—C11iv | 92.0 (1) | C7—C6—C5—C10 | 0.0 (3) |
O3—Ni1—N1—C2 | −87.8 (1) | C7—C8—C9—C10 | −0.1 (3) |
O3—Ni1—N1—C10 | 90.6 (1) | C10—N1—C2—C11 | 177.7 (1) |
Symmetry codes: (i) −x+1, −y+1, −z+2; (ii) −x, −y+1, −z+1; (iii) x, y−1, z−1; (iv) −x+1, −y+1, −z+1. |
Experimental details
Crystal data | |
Chemical formula | [Ni(C10H6NO2)2(H2O)2]·2C2H6O·2H2O |
Mr | 567.21 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 296 |
a, b, c (Å) | 8.978 (1), 11.073 (2), 7.2349 (7) |
α, β, γ (°) | 106.25 (1), 107.399 (9), 78.47 (1) |
V (Å3) | 653.6 (1) |
Z | 1 |
Radiation type | Mo Kα |
µ (mm−1) | 0.80 |
Crystal size (mm) | 0.4 × 0.2 × 0.1 |
Data collection | |
Diffractometer | Rigaku AFC-5R diffractometer |
Absorption correction | ψ scan (North et al., 1968) |
Tmin, Tmax | 0.822, 0.923 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 3199, 3010, 2838 |
Rint | 0.008 |
(sin θ/λ)max (Å−1) | 0.650 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.033, 0.118, 1.03 |
No. of reflections | 2838 |
No. of parameters | 169 |
No. of restraints | ? |
H-atom treatment | H-atom parameters not refined |
Δρmax, Δρmin (e Å−3) | 0.80, −0.39 |
Computer programs: MSC/AFC Diffractometer Control Software (Molecular Structure Corporation, 1992), MSC/AFC Diffractometer Control Software, TEXSAN (Molecular Structure Corporation, 1999), SIR97 (Altomare et al., 1999), SHELXL97 (Sheldrick, 1997), ORTEPII (Johnson, 1976), TEXSAN.
Ni1—O1 | 2.013 (2) | C3—C4 | 1.362 (3) |
Ni1—O3 | 2.082 (1) | C4—C5 | 1.407 (4) |
Ni1—N1 | 2.185 (2) | C5—C6 | 1.419 (3) |
O1—C11 | 1.255 (3) | C5—C10 | 1.420 (3) |
O2—C11 | 1.247 (3) | C6—C7 | 1.358 (4) |
O5—C13 | 1.412 (4) | C7—C8 | 1.407 (4) |
N1—C2 | 1.323 (3) | C8—C9 | 1.370 (3) |
N1—C10 | 1.375 (2) | C9—C10 | 1.411 (4) |
C2—C3 | 1.406 (3) | C12—C13 | 1.444 (7) |
C2—C11 | 1.510 (2) | ||
O1—Ni1—O3 | 90.84 (5) | C4—C5—C10 | 118.3 (2) |
O1—Ni1—N1 | 78.53 (6) | C6—C5—C10 | 119.6 (2) |
O3—Ni1—N1 | 90.07 (6) | C5—C6—C7 | 120.4 (2) |
Ni1—O1—C11 | 118.1 (1) | C6—C7—C8 | 119.7 (2) |
Ni1—N1—C2 | 110.3 (1) | C7—C8—C9 | 121.8 (3) |
Ni1—N1—C10 | 131.7 (1) | C8—C9—C10 | 119.6 (2) |
C2—N1—C10 | 117.9 (2) | N1—C10—C5 | 121.4 (2) |
N1—C2—C3 | 123.9 (2) | N1—C10—C9 | 119.7 (2) |
N1—C2—C11 | 115.9 (2) | C5—C10—C9 | 118.9 (2) |
C3—C2—C11 | 120.2 (2) | O1—C11—O2 | 124.4 (2) |
C2—C3—C4 | 118.9 (2) | O1—C11—C2 | 117.1 (2) |
C3—C4—C5 | 119.5 (2) | O2—C11—C2 | 118.5 (2) |
C4—C5—C6 | 122.1 (2) | O5—C13—C12 | 113.2 (4) |
Ni1—O1—C11—O2 | 178.5 (1) | O3—Ni1—N1i—C2i | −92.2 (1) |
Ni1—O1—C11—C2 | 0.6 (2) | O3—Ni1—N1i—C10i | 89.4 (1) |
Ni1—O1i—C11i—O2i | −178.5 (1) | N1—Ni1—O1—C11 | −2.0 (1) |
Ni1—O1i—C11i—C2i | −0.6 (2) | N1—Ni1—O1i—C11i | −178.0 (1) |
Ni1—N1—C2—C3 | 177.6 (1) | N1—C2—C3—C4 | 1.2 (3) |
Ni1—N1—C2—C11 | −3.7 (2) | N1—C10—C5—C4 | 0.5 (2) |
Ni1—N1—C10—C5 | −178.1 (1) | N1—C10—C5—C6 | −179.3 (2) |
Ni1—N1—C10—C9 | 3.1 (2) | N1—C10—C9—C8 | 179.3 (2) |
Ni1—N1i—C2i—C3i | −177.6 (1) | C2—N1—C10—C5 | 0.2 (2) |
Ni1—N1i—C2i—C11i | 3.7 (2) | C2—N1—C10—C9 | −178.6 (2) |
Ni1—N1i—C10i—C5i | 178.1 (1) | C2—C3—C4—C5 | −0.3 (3) |
Ni1—N1i—C10i—C9i | −3.1 (2) | C3—C2—N1—C10 | −1.1 (2) |
O1—Ni1—N1—C2 | 3.1 (1) | C3—C4—C5—C6 | 179.3 (2) |
O1—Ni1—N1—C10 | −178.5 (1) | C3—C4—C5—C10 | −0.5 (3) |
O1—Ni1—N1i—C2i | 176.9 (1) | C4—C3—C2—C11 | −177.6 (2) |
O1—Ni1—N1i—C10i | −1.5 (1) | C4—C5—C6—C7 | −179.8 (2) |
O1—C11—C2—N1 | 2.3 (2) | C4—C5—C10—C9 | 179.4 (2) |
O1—C11—C2—C3 | −178.8 (2) | C5—C6—C7—C8 | 0.3 (3) |
O2—C11—C2—N1 | −175.7 (1) | C5—C10—C9—C8 | 0.5 (3) |
O2—C11—C2—C3 | 3.1 (2) | C6—C5—C10—C9 | −0.4 (3) |
O3—Ni1—O1—C11 | 88.0 (1) | C6—C7—C8—C9 | −0.3 (4) |
O3—Ni1—O1i—C11i | 92.0 (1) | C7—C6—C5—C10 | 0.0 (3) |
O3—Ni1—N1—C2 | −87.8 (1) | C7—C8—C9—C10 | −0.1 (3) |
O3—Ni1—N1—C10 | 90.6 (1) | C10—N1—C2—C11 | 177.7 (1) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
2-Quinolinecarboxylic acid is an intermediate of tryptophan metabolism and is known to chelate transition metal ions (Martell & Smith, 1974). Crystal structures of metal complexes of 2-quinolinecarboxylic acid have been determined for several metal ions, including CuII (Haendler, 1986), MnII (Haendler, 1996; Okabe & Koizumi, 1997), FeII and CoII (Okabe & Makino, 1998, 1999). We have obtained crystals of the title compound, (I), and carried out the structural analysis of the NiII complex.
The NiII complex is hexacoordinate with the NiII ion at a center of symmetry, similar to MnII, FeII and CoII complexes. The two 2-quinolinecarboxylate ligands chelate the metal through the N atom and one O atom to form the equatorial plane. Two water molecules are located at the axial position and complete the octahedron. The 2-quinolinecarboxylate and the NiII ion form a five-membered ring, which is also present in the other complexes. In this ring, the Ni—O bonds are 2.013 (2) Å and Ni—N bonds are 2.185 (2) Å. Therefore, the metal—O and the metal—N bond lengths decrease in the order Mn > Fe > Co > Ni > Cu. Two uncoordinated water molecules and two uncoordinated ethanol molecules per molecule of complex are present in this structure. Similar water and ethanol molecules are found in the Mn, Fe and Co complexes. These molecules are linked together by a hydrogen-bonding network involving the complex molecules, uncoordinated water and ethanol molecules.