metal-organic compounds
Aquabis(1H-imidazole-κN3)bis(4-methylbenzoato)-κO;κO,O′-nickel(II)
aCollege of Science, Guang Dong Ocean University, Zhanjiang 524088, People's Republic of China, and bCollege of Food Science and Technology, Guang Dong Ocean University, Zhanjiang 524088, People's Republic of China
*Correspondence e-mail: songwd60@126.com
In the mononuclear title compound, [Ni(C8H7O2)2(C3H4N2)2(H2O)], the NiII atom is coordinated by three carboxylate O atoms (from a bidentate 4-methylbenzoate ligand and a monodentate 4-methylbenzoate ligand), two N atoms (from two imidazole ligands) and a water molecule in an octahedral geometry. Intermolecular O—H⋯O hydrogen-bonding interactions lead to infinite chains, which are further self-assembled into a supramolecular network through intermolecular N—H⋯O hydrogen-bonding interactions and π–π stacking [centroid–centroid distance = 3.717 (2) Å].
Experimental
Crystal data
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Refinement
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Data collection: APEX2 (Bruker, 2004); cell SAINT (Bruker, 2004); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supporting information
10.1107/S1600536808009471/ng2442sup1.cif
contains datablocks I, global. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536808009471/ng2442Isup2.hkl
A mixture of nickel chloride(1 mmol), 4-methylbenzoic acid (1 mmol), imidazole(1 mmol), NaOH (1.5 mmol) and H2O (12 ml) was placed in a 23 ml Teflon reactor, which was heated to 433 K for three days and then cooled to room temperature at a rate of 10 K h-1. The crystals obtained were washed with water and dryed in air.
H atoms were placed at calculated positions and were treated as riding on the parent C atoms with C—H = 0.93 - 0.97 Å, N—H = 0.86 Å, and with Uiso(H) = 1.2 Ueq(C, N).
Data collection: APEX2 (Bruker, 2004); cell
SAINT (Bruker, 2004); data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: XP in SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).Fig. 1. The structure of (I), showing the atomic numbering scheme. Non-H atoms are shown as 30% probability displacement ellipsoids. | |
Fig. 2. The packing of structure (I). |
[Ni(C8H7O2)2(C3H4N2)2(H2O)] | F(000) = 1008 |
Mr = 483.16 | Dx = 1.449 Mg m−3 |
Monoclinic, P21/n | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2yn | Cell parameters from 3600 reflections |
a = 18.9456 (12) Å | θ = 1.4–28° |
b = 5.8755 (4) Å | µ = 0.92 mm−1 |
c = 20.3209 (14) Å | T = 296 K |
β = 101.813 (4)° | Block, blue |
V = 2214.1 (3) Å3 | 0.30 × 0.26 × 0.25 mm |
Z = 4 |
Bruker APEXII area-detector diffractometer | 3776 independent reflections |
Radiation source: fine-focus sealed tube | 2815 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.077 |
ϕ and ω scans | θmax = 25.2°, θmin = 1.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −22→22 |
Tmin = 0.770, Tmax = 0.803 | k = −7→7 |
20580 measured reflections | l = −22→21 |
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)] = 0.060 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.171 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | w = 1/[σ2(Fo2) + (0.1064P)2 + 0.0659P] where P = (Fo2 + 2Fc2)/3 |
3776 reflections | (Δ/σ)max = 0.001 |
297 parameters | Δρmax = 1.02 e Å−3 |
3 restraints | Δρmin = −0.71 e Å−3 |
[Ni(C8H7O2)2(C3H4N2)2(H2O)] | V = 2214.1 (3) Å3 |
Mr = 483.16 | Z = 4 |
Monoclinic, P21/n | Mo Kα radiation |
a = 18.9456 (12) Å | µ = 0.92 mm−1 |
b = 5.8755 (4) Å | T = 296 K |
c = 20.3209 (14) Å | 0.30 × 0.26 × 0.25 mm |
β = 101.813 (4)° |
Bruker APEXII area-detector diffractometer | 3776 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2815 reflections with I > 2σ(I) |
Tmin = 0.770, Tmax = 0.803 | Rint = 0.077 |
20580 measured reflections |
R[F2 > 2σ(F2)] = 0.060 | 3 restraints |
wR(F2) = 0.171 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | Δρmax = 1.02 e Å−3 |
3776 reflections | Δρmin = −0.71 e Å−3 |
297 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. |
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. |
x | y | z | Uiso*/Ueq | ||
C1 | 0.68032 (18) | 0.0732 (7) | 0.9997 (2) | 0.0328 (10) | |
C2 | 0.72717 (19) | 0.1141 (7) | 1.0678 (2) | 0.0318 (10) | |
C3 | 0.7618 (2) | 0.3198 (8) | 1.0827 (2) | 0.0434 (12) | |
H3 | 0.7552 | 0.4352 | 1.0507 | 0.052* | |
C4 | 0.8066 (2) | 0.3558 (9) | 1.1451 (3) | 0.0515 (13) | |
H4 | 0.8302 | 0.4949 | 1.1538 | 0.062* | |
C5 | 0.8171 (2) | 0.1911 (9) | 1.1943 (3) | 0.0450 (12) | |
C6 | 0.7816 (2) | −0.0143 (9) | 1.1796 (3) | 0.0532 (13) | |
H6 | 0.7875 | −0.1286 | 1.2119 | 0.064* | |
C7 | 0.7377 (2) | −0.0515 (8) | 1.1177 (3) | 0.0473 (12) | |
H7 | 0.7144 | −0.1910 | 1.1090 | 0.057* | |
C8 | 0.8676 (3) | 0.2326 (11) | 1.2602 (3) | 0.0676 (17) | |
H8A | 0.9136 | 0.1655 | 1.2593 | 0.101* | |
H8B | 0.8482 | 0.1655 | 1.2957 | 0.101* | |
H8C | 0.8733 | 0.3935 | 1.2677 | 0.101* | |
C9 | 0.56235 (18) | 0.1063 (7) | 0.7571 (2) | 0.0291 (9) | |
C10 | 0.51866 (17) | 0.0039 (6) | 0.6958 (2) | 0.0282 (9) | |
C11 | 0.5069 (2) | 0.1198 (8) | 0.6345 (2) | 0.0402 (11) | |
H11 | 0.5271 | 0.2633 | 0.6325 | 0.048* | |
C12 | 0.4665 (2) | 0.0269 (8) | 0.5775 (2) | 0.0463 (12) | |
H12 | 0.4593 | 0.1088 | 0.5375 | 0.056* | |
C13 | 0.4360 (2) | −0.1874 (8) | 0.5782 (3) | 0.0442 (12) | |
C14 | 0.4474 (2) | −0.3059 (8) | 0.6384 (3) | 0.0406 (12) | |
H14 | 0.4271 | −0.4496 | 0.6398 | 0.049* | |
C15 | 0.4884 (2) | −0.2135 (7) | 0.6964 (2) | 0.0351 (11) | |
H15 | 0.4960 | −0.2964 | 0.7362 | 0.042* | |
C16 | 0.3904 (3) | −0.2924 (10) | 0.5148 (3) | 0.0693 (17) | |
H16A | 0.4187 | −0.3031 | 0.4807 | 0.104* | |
H16B | 0.3490 | −0.1985 | 0.4989 | 0.104* | |
H16C | 0.3750 | −0.4417 | 0.5249 | 0.104* | |
C17 | 0.49535 (19) | 0.5721 (7) | 0.8861 (2) | 0.0373 (11) | |
H17 | 0.5079 | 0.7042 | 0.8660 | 0.045* | |
C18 | 0.4381 (2) | 0.5510 (8) | 0.9164 (2) | 0.0433 (12) | |
H18 | 0.4047 | 0.6627 | 0.9210 | 0.052* | |
C19 | 0.4959 (2) | 0.2304 (8) | 0.9211 (3) | 0.0411 (12) | |
H19 | 0.5083 | 0.0787 | 0.9301 | 0.049* | |
C20 | 0.7912 (2) | 0.2900 (8) | 0.8792 (3) | 0.0495 (14) | |
H20 | 0.7947 | 0.3948 | 0.9140 | 0.059* | |
C21 | 0.7474 (2) | 0.0663 (7) | 0.7991 (2) | 0.0420 (11) | |
H21 | 0.7152 | −0.0160 | 0.7671 | 0.050* | |
N4 | 0.81940 (17) | 0.0528 (6) | 0.8074 (2) | 0.0467 (10) | |
H22 | 0.8430 | −0.0306 | 0.7846 | 0.056* | |
N1 | 0.53185 (15) | 0.3705 (6) | 0.88955 (18) | 0.0333 (8) | |
N2 | 0.43972 (17) | 0.3329 (7) | 0.93841 (19) | 0.0413 (10) | |
H2 | 0.4098 | 0.2716 | 0.9598 | 0.050* | |
N3 | 0.72811 (16) | 0.2084 (5) | 0.84118 (19) | 0.0322 (9) | |
C22 | 0.8477 (2) | 0.1935 (9) | 0.8579 (3) | 0.0499 (14) | |
H4A | 0.8964 | 0.2199 | 0.8749 | 0.060* | |
Ni1 | 0.62851 (2) | 0.29313 (8) | 0.86285 (3) | 0.0263 (2) | |
O1 | 0.67349 (15) | 0.2409 (5) | 0.95998 (16) | 0.0380 (8) | |
O2 | 0.65064 (15) | −0.1153 (5) | 0.98695 (15) | 0.0437 (8) | |
O3 | 0.57902 (13) | −0.0107 (4) | 0.80995 (15) | 0.0338 (7) | |
O4 | 0.58228 (13) | 0.3134 (4) | 0.75769 (15) | 0.0300 (7) | |
O1W | 0.66137 (13) | 0.6312 (5) | 0.87438 (15) | 0.0344 (7) | |
H1W | 0.6334 (14) | 0.721 (6) | 0.887 (2) | 0.052* | |
H2W | 0.7005 (9) | 0.663 (7) | 0.896 (2) | 0.052* |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0320 (19) | 0.036 (2) | 0.034 (3) | 0.0060 (16) | 0.0155 (18) | −0.002 (2) |
C2 | 0.0314 (18) | 0.038 (2) | 0.027 (3) | 0.0003 (17) | 0.0100 (17) | 0.001 (2) |
C3 | 0.049 (2) | 0.042 (3) | 0.036 (3) | −0.0022 (19) | 0.002 (2) | 0.009 (2) |
C4 | 0.047 (2) | 0.053 (3) | 0.050 (4) | −0.008 (2) | 0.001 (2) | −0.005 (3) |
C5 | 0.035 (2) | 0.069 (3) | 0.029 (3) | 0.005 (2) | 0.0035 (19) | 0.002 (3) |
C6 | 0.054 (3) | 0.068 (3) | 0.035 (3) | 0.002 (2) | 0.001 (2) | 0.021 (3) |
C7 | 0.048 (2) | 0.047 (3) | 0.046 (3) | −0.007 (2) | 0.006 (2) | 0.004 (2) |
C8 | 0.050 (3) | 0.107 (5) | 0.043 (4) | 0.002 (3) | 0.001 (3) | 0.001 (3) |
C9 | 0.0326 (18) | 0.026 (2) | 0.031 (3) | 0.0049 (16) | 0.0122 (17) | 0.001 (2) |
C10 | 0.0306 (18) | 0.030 (2) | 0.026 (3) | 0.0001 (15) | 0.0104 (16) | 0.0001 (19) |
C11 | 0.046 (2) | 0.034 (2) | 0.041 (3) | −0.0007 (19) | 0.011 (2) | −0.002 (2) |
C12 | 0.057 (3) | 0.048 (3) | 0.032 (3) | 0.003 (2) | 0.005 (2) | 0.004 (2) |
C13 | 0.036 (2) | 0.055 (3) | 0.042 (3) | −0.0048 (19) | 0.008 (2) | −0.012 (3) |
C14 | 0.038 (2) | 0.040 (3) | 0.044 (4) | −0.0082 (17) | 0.008 (2) | −0.008 (2) |
C15 | 0.039 (2) | 0.030 (2) | 0.038 (3) | −0.0015 (16) | 0.0107 (19) | −0.001 (2) |
C16 | 0.070 (3) | 0.079 (4) | 0.057 (5) | −0.020 (3) | 0.008 (3) | −0.025 (3) |
C17 | 0.036 (2) | 0.034 (2) | 0.044 (3) | −0.0018 (16) | 0.0125 (18) | −0.007 (2) |
C18 | 0.036 (2) | 0.052 (3) | 0.045 (3) | 0.0025 (19) | 0.014 (2) | −0.013 (2) |
C19 | 0.040 (2) | 0.042 (3) | 0.043 (3) | −0.0010 (18) | 0.010 (2) | 0.000 (2) |
C20 | 0.034 (2) | 0.060 (3) | 0.056 (4) | −0.0034 (19) | 0.013 (2) | −0.016 (3) |
C21 | 0.043 (2) | 0.036 (2) | 0.049 (3) | 0.0004 (18) | 0.015 (2) | −0.008 (2) |
N4 | 0.0425 (19) | 0.045 (2) | 0.059 (3) | 0.0097 (16) | 0.0251 (18) | −0.005 (2) |
N1 | 0.0318 (16) | 0.0358 (19) | 0.035 (2) | −0.0025 (14) | 0.0123 (14) | 0.0007 (17) |
N2 | 0.0344 (17) | 0.058 (3) | 0.037 (3) | −0.0090 (16) | 0.0194 (16) | −0.006 (2) |
N3 | 0.0329 (16) | 0.0297 (18) | 0.036 (3) | 0.0001 (13) | 0.0130 (15) | −0.0062 (17) |
C22 | 0.034 (2) | 0.064 (3) | 0.055 (4) | 0.000 (2) | 0.016 (2) | −0.001 (3) |
Ni1 | 0.0288 (3) | 0.0243 (3) | 0.0276 (4) | 0.00023 (17) | 0.0098 (2) | 0.0002 (2) |
O1 | 0.0404 (15) | 0.0427 (18) | 0.030 (2) | 0.0005 (12) | 0.0042 (13) | 0.0050 (14) |
O2 | 0.0580 (17) | 0.0408 (18) | 0.035 (2) | −0.0158 (15) | 0.0168 (14) | −0.0062 (16) |
O3 | 0.0400 (14) | 0.0276 (15) | 0.032 (2) | −0.0014 (11) | 0.0030 (12) | 0.0030 (14) |
O4 | 0.0374 (14) | 0.0249 (15) | 0.0286 (19) | −0.0026 (11) | 0.0090 (12) | 0.0007 (13) |
O1W | 0.0316 (13) | 0.0292 (15) | 0.044 (2) | −0.0014 (12) | 0.0124 (13) | −0.0067 (14) |
C1—O2 | 1.245 (5) | C15—H15 | 0.9300 |
C1—O1 | 1.264 (5) | C16—H16A | 0.9600 |
C1—C2 | 1.503 (6) | C16—H16B | 0.9600 |
C2—C3 | 1.379 (6) | C16—H16C | 0.9600 |
C2—C7 | 1.389 (6) | C17—C18 | 1.359 (6) |
C3—C4 | 1.391 (6) | C17—N1 | 1.366 (5) |
C3—H3 | 0.9300 | C17—H17 | 0.9300 |
C4—C5 | 1.376 (7) | C18—N2 | 1.356 (6) |
C4—H4 | 0.9300 | C18—H18 | 0.9300 |
C5—C6 | 1.384 (7) | C19—N1 | 1.315 (5) |
C5—C8 | 1.497 (7) | C19—N2 | 1.333 (5) |
C6—C7 | 1.376 (6) | C19—H19 | 0.9300 |
C6—H6 | 0.9300 | C20—C22 | 1.359 (6) |
C7—H7 | 0.9300 | C20—N3 | 1.370 (5) |
C8—H8A | 0.9600 | C20—H20 | 0.9300 |
C8—H8B | 0.9600 | C21—N3 | 1.300 (5) |
C8—H8C | 0.9600 | C21—N4 | 1.342 (5) |
C9—O3 | 1.260 (5) | C21—H21 | 0.9300 |
C9—O4 | 1.274 (5) | N4—C22 | 1.341 (6) |
C9—C10 | 1.475 (6) | N4—H22 | 0.8600 |
C10—C11 | 1.396 (6) | N1—Ni1 | 2.065 (3) |
C10—C15 | 1.401 (5) | N2—H2 | 0.8600 |
C11—C12 | 1.365 (6) | N3—Ni1 | 2.084 (3) |
C11—H11 | 0.9300 | C22—H4A | 0.9300 |
C12—C13 | 1.387 (6) | Ni1—O1 | 2.007 (3) |
C12—H12 | 0.9300 | Ni1—O1W | 2.081 (3) |
C13—C14 | 1.385 (7) | Ni1—O4 | 2.140 (3) |
C13—C16 | 1.526 (7) | Ni1—O3 | 2.193 (3) |
C14—C15 | 1.383 (6) | O1W—H1W | 0.826 (10) |
C14—H14 | 0.9300 | O1W—H2W | 0.805 (10) |
O2—C1—O1 | 125.3 (4) | H16B—C16—H16C | 109.5 |
O2—C1—C2 | 119.4 (4) | C18—C17—N1 | 109.9 (4) |
O1—C1—C2 | 115.3 (4) | C18—C17—H17 | 125.1 |
C3—C2—C7 | 117.6 (4) | N1—C17—H17 | 125.1 |
C3—C2—C1 | 120.4 (4) | N2—C18—C17 | 105.6 (4) |
C7—C2—C1 | 121.9 (4) | N2—C18—H18 | 127.2 |
C2—C3—C4 | 120.5 (4) | C17—C18—H18 | 127.2 |
C2—C3—H3 | 119.8 | N1—C19—N2 | 111.5 (4) |
C4—C3—H3 | 119.8 | N1—C19—H19 | 124.2 |
C5—C4—C3 | 121.7 (5) | N2—C19—H19 | 124.2 |
C5—C4—H4 | 119.1 | C22—C20—N3 | 109.1 (4) |
C3—C4—H4 | 119.1 | C22—C20—H20 | 125.4 |
C4—C5—C6 | 117.7 (4) | N3—C20—H20 | 125.4 |
C4—C5—C8 | 120.3 (5) | N3—C21—N4 | 111.7 (4) |
C6—C5—C8 | 121.9 (5) | N3—C21—H21 | 124.1 |
C7—C6—C5 | 120.8 (5) | N4—C21—H21 | 124.1 |
C7—C6—H6 | 119.6 | C22—N4—C21 | 107.3 (4) |
C5—C6—H6 | 119.6 | C22—N4—H22 | 126.4 |
C6—C7—C2 | 121.7 (4) | C21—N4—H22 | 126.4 |
C6—C7—H7 | 119.2 | C19—N1—C17 | 105.1 (3) |
C2—C7—H7 | 119.2 | C19—N1—Ni1 | 124.4 (3) |
C5—C8—H8A | 109.5 | C17—N1—Ni1 | 130.1 (3) |
C5—C8—H8B | 109.5 | C19—N2—C18 | 107.8 (4) |
H8A—C8—H8B | 109.5 | C19—N2—H2 | 126.1 |
C5—C8—H8C | 109.5 | C18—N2—H2 | 126.1 |
H8A—C8—H8C | 109.5 | C21—N3—C20 | 105.4 (3) |
H8B—C8—H8C | 109.5 | C21—N3—Ni1 | 132.9 (3) |
O3—C9—O4 | 119.4 (4) | C20—N3—Ni1 | 121.3 (3) |
O3—C9—C10 | 119.8 (4) | N4—C22—C20 | 106.5 (4) |
O4—C9—C10 | 120.8 (4) | N4—C22—H4A | 126.8 |
C11—C10—C15 | 117.5 (4) | C20—C22—H4A | 126.8 |
C11—C10—C9 | 120.9 (4) | O1—Ni1—N1 | 89.78 (13) |
C15—C10—C9 | 121.6 (4) | O1—Ni1—O1W | 88.76 (12) |
C12—C11—C10 | 121.4 (4) | N1—Ni1—O1W | 91.21 (12) |
C12—C11—H11 | 119.3 | O1—Ni1—N3 | 87.18 (13) |
C10—C11—H11 | 119.3 | N1—Ni1—N3 | 176.89 (14) |
C11—C12—C13 | 121.1 (5) | O1W—Ni1—N3 | 89.37 (11) |
C11—C12—H12 | 119.4 | O1—Ni1—O4 | 174.26 (11) |
C13—C12—H12 | 119.4 | N1—Ni1—O4 | 92.66 (12) |
C14—C13—C12 | 118.4 (4) | O1W—Ni1—O4 | 96.38 (11) |
C14—C13—C16 | 120.1 (5) | N3—Ni1—O4 | 90.32 (12) |
C12—C13—C16 | 121.5 (5) | O1—Ni1—O3 | 114.23 (12) |
C15—C14—C13 | 120.9 (4) | N1—Ni1—O3 | 89.70 (12) |
C15—C14—H14 | 119.5 | O1W—Ni1—O3 | 157.00 (12) |
C13—C14—H14 | 119.5 | N3—Ni1—O3 | 90.96 (11) |
C14—C15—C10 | 120.6 (4) | O4—Ni1—O3 | 60.62 (10) |
C14—C15—H15 | 119.7 | C1—O1—Ni1 | 135.7 (3) |
C10—C15—H15 | 119.7 | C9—O3—Ni1 | 88.9 (2) |
C13—C16—H16A | 109.5 | C9—O4—Ni1 | 90.9 (2) |
C13—C16—H16B | 109.5 | Ni1—O1W—H1W | 116 (3) |
H16A—C16—H16B | 109.5 | Ni1—O1W—H2W | 120 (3) |
C13—C16—H16C | 109.5 | H1W—O1W—H2W | 104.8 (17) |
H16A—C16—H16C | 109.5 |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W···O3i | 0.83 (1) | 2.31 (4) | 2.782 (4) | 116 (4) |
O1W—H1W···O2i | 0.83 (1) | 2.21 (3) | 2.772 (4) | 126 (3) |
N2—H2···O2ii | 0.86 | 1.96 | 2.816 (5) | 175 |
N4—H22···O4iii | 0.86 | 2.02 | 2.865 (4) | 167 |
Symmetry codes: (i) x, y+1, z; (ii) −x+1, −y, −z+2; (iii) −x+3/2, y−1/2, −z+3/2. |
Experimental details
Crystal data | |
Chemical formula | [Ni(C8H7O2)2(C3H4N2)2(H2O)] |
Mr | 483.16 |
Crystal system, space group | Monoclinic, P21/n |
Temperature (K) | 296 |
a, b, c (Å) | 18.9456 (12), 5.8755 (4), 20.3209 (14) |
β (°) | 101.813 (4) |
V (Å3) | 2214.1 (3) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.92 |
Crystal size (mm) | 0.30 × 0.26 × 0.25 |
Data collection | |
Diffractometer | Bruker APEXII area-detector diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.770, 0.803 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 20580, 3776, 2815 |
Rint | 0.077 |
(sin θ/λ)max (Å−1) | 0.599 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.060, 0.171, 1.07 |
No. of reflections | 3776 |
No. of parameters | 297 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 1.02, −0.71 |
Computer programs: APEX2 (Bruker, 2004), SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), XP in SHELXTL (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1W···O3i | 0.826 (10) | 2.31 (4) | 2.782 (4) | 116 (4) |
O1W—H1W···O2i | 0.826 (10) | 2.21 (3) | 2.772 (4) | 126 (3) |
N2—H2···O2ii | 0.86 | 1.96 | 2.816 (5) | 174.6 |
N4—H22···O4iii | 0.86 | 2.02 | 2.865 (4) | 167.1 |
Symmetry codes: (i) x, y+1, z; (ii) −x+1, −y, −z+2; (iii) −x+3/2, y−1/2, −z+3/2. |
Acknowledgements
The authors acknowledge Guang Dong Ocean University for supporting this work.
References
Bruker (2004). APEX2 and SAINT. Bruker AXS Inc, Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Song, W.-D., Gu, C.-S., Hao, X.-M. & Liu, J.-W. (2007). Acta Cryst. E63, m1023–m1024. Web of Science CSD CrossRef CAS IUCr Journals Google Scholar
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In the structural investigation of 4-methylbenzate complexes, it has been found that the 4-methylbenzoic acid functions as a multidentate ligand [Song et al. (2007)], with versatile binding and coordination modes. In this paper, we report the crystal structure of the title compound, (I), a new Ni complex obtained by the reaction of 4-methylbenzoic acid, imidazole and nickel chloride in alkaline aqueous solution.
As illustrated in Figure 1, the NiII atom exists in a disordered octahedral environment, defined by three carboxyl O atoms from one bisdentate 4-methylbenzate ligand and one monodentate 4-methylbenzate ligand, two N atoms from two imidazole ligands and one water molecule. Intermolecular O—H···O hydrogen bonding interactions (Table 1) form infinite chains involving the coordinating water molecule as donors and O atoms of 4-methylbenzate ligands as acceptors, which are further self-assembled into a supramolecular network through intermolecular N—H···O hydrogen bonding interactions and π-π stacking interactions of neighboring complexes, with a centroid-centroid distance of 3.717 (2) Å. (Fig. 2).