metal-organic compounds
Bis[1-methoxy-2,2,2-tris(pyrazol-1-yl-κN2)ethane]nickel(II) bis(trifluoromethanesulfonate) dihydrate
aDepartment of Biochemistry, Chemistry and Physics, Southern Arkansas University, Magnolia, AR 71753, USA, and bDepartment of Chemistry, University of Kentucky, Lexington, KY 40506, USA
*Correspondence e-mail: GannaLyubartseva@saumag.edu
In the title salt, [Ni(C12H14N6O)2](CF3SO3)2·2H2O, the NiII cation is located on an inversion centre and is coordinated by six N atoms from two tridentate 1-methoxy-2,2,2-tris(pyrazol-1-yl)ethane ligands in a distorted octahedral geometry. The Ni—N distances range from 2.0594 (12) to 2.0664 (12) Å, intra-ligand N—Ni—N angles range from 84.59 (5) to 86.06 (5)°, and adjacent inter-ligand N—Ni—N angles range between 93.94 (5) and 95.41 (5)°. In the crystal, inversion-related pyrazole rings are π–π stacked, with an interplanar spacing of 3.4494 (18) Å, forming chains that propagate parallel to the a-axis direction. Intermolecular O—H⋯O hydrogen bonds are present between water molecules and trifluoromethanesulfonate anions.
Related literature
Pyrazole-based tridentate ligands are drawing more attention because of their topology and nature of donor atoms, see: Paulo et al. (2004); Bigmore et al. (2005). For the ligand synthesis, see: Maria et al. (2007). The compound reported here was prepared as part of our ongoing research effort to study nitrogen-donor tridentate scorpionate ligands coordinated to nickel, see: Lyubartseva et al. (2011, 2012); Lyubartseva & Parkin (2009).
Experimental
Crystal data
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Data collection: COLLECT (Nonius, 1998); cell SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO-SMN (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008b); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008b); molecular graphics: XP in SHELXTL (Sheldrick, 2008b); software used to prepare material for publication: SHELXL2013.
Supporting information
10.1107/S1600536813024252/tk5252sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: 10.1107/S1600536813024252/tk5252Isup2.hkl
1-Methoxy-2,2,2-tris(pyrazol-1-yl)ethane ligand was synthesized according to the previously published procedure of Maria et al. (2007). Nickel trifluoromethanesulfonate was used as received. Ni(OTf)2 (358 mg, 1 mmol), 1-methoxy-2,2,2-tris(pyrazol-1-yl)ethane (258 mg, 1 mmol) and NEt4CN (312 mg, 2 mmol) were suspended in a mixture of methanol (20 ml) and water (10 ml), and stirred for 30 minutes. The resulting solution was filtered and solvent was slowly evaporated in air. Light-pink crystals were obtained after 3 weeks (294 mg, 64.6% yield). Elemental analysis, calculated for C26H32F6N12NiO10S2: C 34.34, H 3.55, N 18.48; found C 34.64, H 3.40, N 18.35. IR (cm-1): 3624, 3487, 3145, 2920, 1615, 1523, 1410, 1388, 1340, 1323, 1257, 1225, 1199, 1164, 1105, 1069, 1059, 1028, 1010, 973, 919, 854, 755, 674, 653, 635, 602, 572, 516.
H atoms were found in difference Fourier maps. Water hydrogen atom coordinates were refined freely, but with Uiso(H) values set to 1.5Ueq Owater. All other H atoms were placed at idealized positions with constrained distances of 0.98 Å (RCH3), 0.99 Å (R2CH2), 0.95 Å (Csp2H), and with Uiso(H) values set to either 1.2Ueq or 1.5Ueq (RCH3) of the attached atom.
Data collection: COLLECT (Nonius, 1998); cell
SCALEPACK (Otwinowski & Minor, 1997); data reduction: DENZO-SMN (Otwinowski & Minor, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008b); program(s) used to refine structure: SHELXL2013 (Sheldrick, 2008b); molecular graphics: XP in SHELXTL (Sheldrick, 2008b); software used to prepare material for publication: SHELXL2013 (Sheldrick, 2008b).Fig. 1. View of the title compound with displacement ellipsoids drawn at the 50% probability level. Unlabelled atoms are related to their labelled counterparts by inversion (1/2 - x, 1.5 - y, 1 - z). |
[Ni(C12H14N6O)2](CF3O3S)2·2H2O | Z = 1 |
Mr = 909.46 | F(000) = 466 |
Triclinic, P1 | Dx = 1.686 Mg m−3 |
a = 8.5582 (2) Å | Mo Kα radiation, λ = 0.71073 Å |
b = 9.6515 (2) Å | Cell parameters from 25674 reflections |
c = 12.2347 (2) Å | θ = 1.0–27.5° |
α = 110.399 (1)° | µ = 0.76 mm−1 |
β = 103.665 (1)° | T = 90 K |
γ = 97.317 (1)° | Block, pink |
V = 895.66 (3) Å3 | 0.26 × 0.22 × 0.15 mm |
Nonius KappaCCD diffractometer | 4095 independent reflections |
Radiation source: fine-focus sealed-tube | 3708 reflections with I > 2σ(I) |
Detector resolution: 9.1 pixels mm-1 | Rint = 0.023 |
ϕ and ω scans at fixed χ = 55° | θmax = 27.5°, θmin = 1.9° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2008a) | h = −11→11 |
Tmin = 0.760, Tmax = 0.862 | k = −12→12 |
25573 measured reflections | l = −15→15 |
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)] = 0.029 | Hydrogen site location: difference Fourier map |
wR(F2) = 0.072 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0311P)2 + 0.6676P] where P = (Fo2 + 2Fc2)/3 |
4095 reflections | (Δ/σ)max < 0.001 |
266 parameters | Δρmax = 0.47 e Å−3 |
0 restraints | Δρmin = −0.49 e Å−3 |
[Ni(C12H14N6O)2](CF3O3S)2·2H2O | γ = 97.317 (1)° |
Mr = 909.46 | V = 895.66 (3) Å3 |
Triclinic, P1 | Z = 1 |
a = 8.5582 (2) Å | Mo Kα radiation |
b = 9.6515 (2) Å | µ = 0.76 mm−1 |
c = 12.2347 (2) Å | T = 90 K |
α = 110.399 (1)° | 0.26 × 0.22 × 0.15 mm |
β = 103.665 (1)° |
Nonius KappaCCD diffractometer | 4095 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2008a) | 3708 reflections with I > 2σ(I) |
Tmin = 0.760, Tmax = 0.862 | Rint = 0.023 |
25573 measured reflections |
R[F2 > 2σ(F2)] = 0.029 | 0 restraints |
wR(F2) = 0.072 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | Δρmax = 0.47 e Å−3 |
4095 reflections | Δρmin = −0.49 e Å−3 |
266 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 | ||
Ni1 | 0.5000 | 0.5000 | 0.5000 | 0.01222 (8) | |
N1 | 0.44622 (15) | 0.29426 (14) | 0.35443 (11) | 0.0145 (3) | |
N2 | 0.30215 (15) | 0.25366 (14) | 0.26196 (11) | 0.0130 (2) | |
C1 | 0.52676 (19) | 0.18620 (17) | 0.31824 (14) | 0.0173 (3) | |
H1 | 0.6315 | 0.1839 | 0.3649 | 0.021* | |
C2 | 0.43694 (19) | 0.07609 (18) | 0.20223 (15) | 0.0191 (3) | |
H2 | 0.4683 | −0.0117 | 0.1563 | 0.023* | |
C3 | 0.29420 (19) | 0.12165 (17) | 0.16891 (14) | 0.0167 (3) | |
H3 | 0.2062 | 0.0707 | 0.0948 | 0.020* | |
N3 | 0.39074 (15) | 0.58147 (14) | 0.37338 (11) | 0.0149 (3) | |
N4 | 0.24408 (15) | 0.49654 (14) | 0.28723 (11) | 0.0130 (2) | |
C4 | 0.4154 (2) | 0.71338 (18) | 0.36109 (14) | 0.0173 (3) | |
H4 | 0.5085 | 0.7955 | 0.4093 | 0.021* | |
C5 | 0.2853 (2) | 0.71481 (18) | 0.26739 (15) | 0.0192 (3) | |
H5 | 0.2738 | 0.7953 | 0.2407 | 0.023* | |
C6 | 0.17837 (19) | 0.57573 (18) | 0.22245 (14) | 0.0169 (3) | |
H6 | 0.0772 | 0.5411 | 0.1581 | 0.020* | |
N5 | 0.26178 (15) | 0.43228 (14) | 0.50146 (11) | 0.0139 (2) | |
N6 | 0.14141 (15) | 0.35547 (14) | 0.39195 (11) | 0.0125 (2) | |
C7 | 0.19545 (19) | 0.41516 (17) | 0.58503 (14) | 0.0160 (3) | |
H7 | 0.2508 | 0.4571 | 0.6704 | 0.019* | |
C8 | 0.03292 (19) | 0.32692 (18) | 0.53068 (14) | 0.0170 (3) | |
H8 | −0.0406 | 0.2992 | 0.5708 | 0.020* | |
C9 | 0.00275 (18) | 0.28935 (17) | 0.40787 (14) | 0.0154 (3) | |
H9 | −0.0963 | 0.2285 | 0.3453 | 0.018* | |
C10 | 0.17782 (18) | 0.34450 (16) | 0.27853 (13) | 0.0127 (3) | |
C11 | 0.02317 (18) | 0.26347 (17) | 0.16833 (13) | 0.0147 (3) | |
H11A | 0.0485 | 0.2605 | 0.0928 | 0.018* | |
H11B | −0.0137 | 0.1577 | 0.1596 | 0.018* | |
O1 | −0.10362 (13) | 0.34191 (12) | 0.18516 (10) | 0.0167 (2) | |
C12 | −0.25257 (19) | 0.26218 (19) | 0.08624 (15) | 0.0204 (3) | |
H12A | −0.2344 | 0.2595 | 0.0095 | 0.031* | |
H12B | −0.3413 | 0.3143 | 0.1009 | 0.031* | |
H12C | −0.2839 | 0.1581 | 0.0807 | 0.031* | |
S1A | 0.86275 (5) | 0.86391 (4) | 0.17962 (3) | 0.01557 (9) | |
O1A | 0.76221 (16) | 0.97224 (14) | 0.17899 (12) | 0.0287 (3) | |
O2A | 0.98159 (15) | 0.86458 (15) | 0.11398 (11) | 0.0272 (3) | |
O3A | 0.92445 (16) | 0.85421 (15) | 0.29641 (11) | 0.0269 (3) | |
F1A | 0.64625 (13) | 0.67273 (12) | −0.02656 (9) | 0.0292 (2) | |
F2A | 0.79191 (16) | 0.56755 (13) | 0.07329 (13) | 0.0497 (4) | |
F3A | 0.59605 (16) | 0.65956 (16) | 0.13326 (12) | 0.0500 (4) | |
C1A | 0.7161 (2) | 0.68201 (19) | 0.08608 (16) | 0.0220 (3) | |
O1W | 0.76122 (18) | 0.99331 (17) | 0.48585 (14) | 0.0368 (3) | |
H1W | 0.848 (3) | 1.032 (3) | 0.563 (3) | 0.055* | |
H2W | 0.812 (3) | 0.944 (3) | 0.429 (3) | 0.055* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.01029 (13) | 0.01323 (13) | 0.01154 (13) | 0.00243 (10) | 0.00191 (10) | 0.00400 (10) |
N1 | 0.0101 (6) | 0.0164 (6) | 0.0136 (6) | 0.0031 (5) | 0.0010 (5) | 0.0037 (5) |
N2 | 0.0102 (6) | 0.0146 (6) | 0.0119 (6) | 0.0027 (5) | 0.0019 (5) | 0.0037 (5) |
C1 | 0.0134 (7) | 0.0180 (7) | 0.0198 (8) | 0.0051 (6) | 0.0045 (6) | 0.0062 (6) |
C2 | 0.0162 (8) | 0.0165 (7) | 0.0214 (8) | 0.0050 (6) | 0.0065 (6) | 0.0029 (6) |
C3 | 0.0150 (7) | 0.0159 (7) | 0.0152 (7) | 0.0021 (6) | 0.0040 (6) | 0.0022 (6) |
N3 | 0.0117 (6) | 0.0157 (6) | 0.0142 (6) | 0.0005 (5) | 0.0012 (5) | 0.0050 (5) |
N4 | 0.0105 (6) | 0.0148 (6) | 0.0117 (6) | 0.0019 (5) | 0.0011 (5) | 0.0048 (5) |
C4 | 0.0173 (7) | 0.0164 (7) | 0.0186 (7) | 0.0025 (6) | 0.0063 (6) | 0.0070 (6) |
C5 | 0.0202 (8) | 0.0193 (7) | 0.0218 (8) | 0.0052 (6) | 0.0068 (6) | 0.0119 (6) |
C6 | 0.0160 (7) | 0.0210 (7) | 0.0159 (7) | 0.0065 (6) | 0.0043 (6) | 0.0095 (6) |
N5 | 0.0119 (6) | 0.0166 (6) | 0.0105 (6) | 0.0030 (5) | 0.0014 (5) | 0.0036 (5) |
N6 | 0.0104 (6) | 0.0146 (6) | 0.0106 (6) | 0.0017 (5) | 0.0021 (5) | 0.0038 (5) |
C7 | 0.0177 (7) | 0.0181 (7) | 0.0132 (7) | 0.0058 (6) | 0.0054 (6) | 0.0061 (6) |
C8 | 0.0164 (7) | 0.0191 (7) | 0.0189 (8) | 0.0047 (6) | 0.0081 (6) | 0.0093 (6) |
C9 | 0.0120 (7) | 0.0151 (7) | 0.0189 (7) | 0.0023 (5) | 0.0049 (6) | 0.0066 (6) |
C10 | 0.0113 (7) | 0.0141 (7) | 0.0127 (7) | 0.0036 (5) | 0.0039 (5) | 0.0047 (5) |
C11 | 0.0113 (7) | 0.0170 (7) | 0.0124 (7) | 0.0032 (6) | 0.0013 (6) | 0.0032 (6) |
O1 | 0.0108 (5) | 0.0193 (5) | 0.0157 (5) | 0.0048 (4) | 0.0002 (4) | 0.0039 (4) |
C12 | 0.0122 (7) | 0.0224 (8) | 0.0213 (8) | 0.0019 (6) | −0.0030 (6) | 0.0082 (7) |
S1A | 0.01472 (18) | 0.01723 (18) | 0.01564 (18) | 0.00405 (14) | 0.00441 (14) | 0.00749 (14) |
O1A | 0.0262 (7) | 0.0202 (6) | 0.0351 (7) | 0.0104 (5) | 0.0029 (5) | 0.0081 (5) |
O2A | 0.0200 (6) | 0.0363 (7) | 0.0205 (6) | −0.0021 (5) | 0.0088 (5) | 0.0067 (5) |
O3A | 0.0297 (7) | 0.0335 (7) | 0.0178 (6) | 0.0073 (5) | 0.0035 (5) | 0.0128 (5) |
F1A | 0.0236 (5) | 0.0295 (5) | 0.0251 (5) | −0.0015 (4) | −0.0035 (4) | 0.0091 (4) |
F2A | 0.0461 (8) | 0.0180 (5) | 0.0645 (9) | 0.0101 (5) | −0.0122 (6) | 0.0102 (6) |
F3A | 0.0399 (7) | 0.0563 (8) | 0.0458 (7) | −0.0180 (6) | 0.0195 (6) | 0.0166 (6) |
C1A | 0.0208 (8) | 0.0204 (8) | 0.0266 (9) | 0.0036 (6) | 0.0052 (7) | 0.0129 (7) |
O1W | 0.0266 (7) | 0.0383 (8) | 0.0339 (8) | 0.0027 (6) | 0.0103 (6) | 0.0014 (6) |
Ni1—N1 | 2.0594 (12) | N5—N6 | 1.3664 (17) |
Ni1—N1i | 2.0594 (12) | N6—C9 | 1.3625 (19) |
Ni1—N3i | 2.0602 (13) | N6—C10 | 1.4643 (18) |
Ni1—N3 | 2.0602 (13) | C7—C8 | 1.403 (2) |
Ni1—N5 | 2.0664 (12) | C7—H7 | 0.9500 |
Ni1—N5i | 2.0664 (12) | C8—C9 | 1.367 (2) |
N1—C1 | 1.3283 (19) | C8—H8 | 0.9500 |
N1—N2 | 1.3648 (17) | C9—H9 | 0.9500 |
N2—C3 | 1.3617 (19) | C10—C11 | 1.529 (2) |
N2—C10 | 1.4689 (18) | C11—O1 | 1.4140 (18) |
C1—C2 | 1.400 (2) | C11—H11A | 0.9900 |
C1—H1 | 0.9500 | C11—H11B | 0.9900 |
C2—C3 | 1.370 (2) | O1—C12 | 1.4331 (18) |
C2—H2 | 0.9500 | C12—H12A | 0.9800 |
C3—H3 | 0.9500 | C12—H12B | 0.9800 |
N3—C4 | 1.330 (2) | C12—H12C | 0.9800 |
N3—N4 | 1.3671 (17) | S1A—O1A | 1.4371 (12) |
N4—C6 | 1.3600 (19) | S1A—O2A | 1.4378 (12) |
N4—C10 | 1.4618 (18) | S1A—O3A | 1.4418 (12) |
C4—C5 | 1.402 (2) | S1A—C1A | 1.8237 (17) |
C4—H4 | 0.9500 | F1A—C1A | 1.333 (2) |
C5—C6 | 1.370 (2) | F2A—C1A | 1.332 (2) |
C5—H5 | 0.9500 | F3A—C1A | 1.322 (2) |
C6—H6 | 0.9500 | O1W—H1W | 0.97 (3) |
N5—C7 | 1.3278 (19) | O1W—H2W | 0.94 (3) |
N1—Ni1—N1i | 180.0 | C7—N5—Ni1 | 134.47 (10) |
N1—Ni1—N3i | 93.94 (5) | N6—N5—Ni1 | 118.35 (9) |
N1i—Ni1—N3i | 86.06 (5) | C9—N6—N5 | 110.86 (12) |
N1—Ni1—N3 | 86.06 (5) | C9—N6—C10 | 129.46 (12) |
N1i—Ni1—N3 | 93.94 (5) | N5—N6—C10 | 119.50 (12) |
N3i—Ni1—N3 | 180.0 | N5—C7—C8 | 111.13 (14) |
N1—Ni1—N5 | 84.59 (5) | N5—C7—H7 | 124.4 |
N1i—Ni1—N5 | 95.41 (5) | C8—C7—H7 | 124.4 |
N3i—Ni1—N5 | 95.27 (5) | C9—C8—C7 | 105.44 (13) |
N3—Ni1—N5 | 84.73 (5) | C9—C8—H8 | 127.3 |
N1—Ni1—N5i | 95.41 (5) | C7—C8—H8 | 127.3 |
N1i—Ni1—N5i | 84.59 (5) | N6—C9—C8 | 107.16 (13) |
N3i—Ni1—N5i | 84.73 (5) | N6—C9—H9 | 126.4 |
N3—Ni1—N5i | 95.27 (5) | C8—C9—H9 | 126.4 |
N5—Ni1—N5i | 180.00 (7) | N4—C10—N6 | 109.51 (11) |
C1—N1—N2 | 105.55 (12) | N4—C10—N2 | 109.13 (11) |
C1—N1—Ni1 | 135.27 (11) | N6—C10—N2 | 108.63 (11) |
N2—N1—Ni1 | 118.89 (9) | N4—C10—C11 | 111.11 (12) |
C3—N2—N1 | 110.80 (12) | N6—C10—C11 | 110.71 (12) |
C3—N2—C10 | 129.99 (12) | N2—C10—C11 | 107.69 (11) |
N1—N2—C10 | 118.99 (11) | O1—C11—C10 | 109.35 (12) |
N1—C1—C2 | 111.08 (14) | O1—C11—H11A | 109.8 |
N1—C1—H1 | 124.5 | C10—C11—H11A | 109.8 |
C2—C1—H1 | 124.5 | O1—C11—H11B | 109.8 |
C3—C2—C1 | 105.45 (14) | C10—C11—H11B | 109.8 |
C3—C2—H2 | 127.3 | H11A—C11—H11B | 108.3 |
C1—C2—H2 | 127.3 | C11—O1—C12 | 110.04 (11) |
N2—C3—C2 | 107.11 (13) | O1—C12—H12A | 109.5 |
N2—C3—H3 | 126.4 | O1—C12—H12B | 109.5 |
C2—C3—H3 | 126.4 | H12A—C12—H12B | 109.5 |
C4—N3—N4 | 105.69 (12) | O1—C12—H12C | 109.5 |
C4—N3—Ni1 | 135.09 (11) | H12A—C12—H12C | 109.5 |
N4—N3—Ni1 | 118.51 (9) | H12B—C12—H12C | 109.5 |
C6—N4—N3 | 110.71 (12) | O1A—S1A—O2A | 114.77 (8) |
C6—N4—C10 | 129.53 (13) | O1A—S1A—O3A | 114.93 (8) |
N3—N4—C10 | 119.72 (12) | O2A—S1A—O3A | 114.87 (8) |
N3—C4—C5 | 110.81 (14) | O1A—S1A—C1A | 103.12 (8) |
N3—C4—H4 | 124.6 | O2A—S1A—C1A | 103.04 (8) |
C5—C4—H4 | 124.6 | O3A—S1A—C1A | 103.80 (8) |
C6—C5—C4 | 105.58 (14) | F3A—C1A—F2A | 108.54 (15) |
C6—C5—H5 | 127.2 | F3A—C1A—F1A | 107.47 (14) |
C4—C5—H5 | 127.2 | F2A—C1A—F1A | 106.24 (14) |
N4—C6—C5 | 107.21 (14) | F3A—C1A—S1A | 112.04 (12) |
N4—C6—H6 | 126.4 | F2A—C1A—S1A | 110.88 (12) |
C5—C6—H6 | 126.4 | F1A—C1A—S1A | 111.42 (11) |
C7—N5—N6 | 105.40 (12) | H1W—O1W—H2W | 104 (2) |
C1—N1—N2—C3 | −0.31 (16) | N3—N4—C10—N6 | 63.30 (16) |
Ni1—N1—N2—C3 | 174.45 (10) | C6—N4—C10—N2 | 126.87 (15) |
C1—N1—N2—C10 | 174.92 (12) | N3—N4—C10—N2 | −55.48 (16) |
Ni1—N1—N2—C10 | −10.32 (16) | C6—N4—C10—C11 | 8.3 (2) |
N2—N1—C1—C2 | 0.58 (17) | N3—N4—C10—C11 | −174.09 (12) |
Ni1—N1—C1—C2 | −172.90 (11) | C9—N6—C10—N4 | 132.03 (15) |
N1—C1—C2—C3 | −0.63 (19) | N5—N6—C10—N4 | −53.32 (16) |
N1—N2—C3—C2 | −0.07 (17) | C9—N6—C10—N2 | −108.88 (16) |
C10—N2—C3—C2 | −174.63 (14) | N5—N6—C10—N2 | 65.78 (16) |
C1—C2—C3—N2 | 0.41 (18) | C9—N6—C10—C11 | 9.2 (2) |
C4—N3—N4—C6 | −0.20 (16) | N5—N6—C10—C11 | −176.17 (12) |
Ni1—N3—N4—C6 | 171.53 (10) | C3—N2—C10—N4 | −120.06 (16) |
C4—N3—N4—C10 | −178.26 (12) | N1—N2—C10—N4 | 65.75 (16) |
Ni1—N3—N4—C10 | −6.53 (16) | C3—N2—C10—N6 | 120.60 (16) |
N4—N3—C4—C5 | 0.07 (17) | N1—N2—C10—N6 | −53.58 (16) |
Ni1—N3—C4—C5 | −169.62 (11) | C3—N2—C10—C11 | 0.7 (2) |
N3—C4—C5—C6 | 0.09 (18) | N1—N2—C10—C11 | −173.53 (12) |
N3—N4—C6—C5 | 0.26 (17) | N4—C10—C11—O1 | −64.66 (15) |
C10—N4—C6—C5 | 178.07 (14) | N6—C10—C11—O1 | 57.25 (15) |
C4—C5—C6—N4 | −0.20 (17) | N2—C10—C11—O1 | 175.87 (11) |
C7—N5—N6—C9 | −1.01 (16) | C10—C11—O1—C12 | −176.45 (12) |
Ni1—N5—N6—C9 | 166.00 (10) | O1A—S1A—C1A—F3A | −60.94 (14) |
C7—N5—N6—C10 | −176.59 (12) | O2A—S1A—C1A—F3A | 179.35 (13) |
Ni1—N5—N6—C10 | −9.58 (16) | O3A—S1A—C1A—F3A | 59.25 (14) |
N6—N5—C7—C8 | 0.35 (17) | O1A—S1A—C1A—F2A | 177.62 (13) |
Ni1—N5—C7—C8 | −163.56 (11) | O2A—S1A—C1A—F2A | 57.91 (14) |
N5—C7—C8—C9 | 0.41 (18) | O3A—S1A—C1A—F2A | −62.19 (14) |
N5—N6—C9—C8 | 1.28 (17) | O1A—S1A—C1A—F1A | 59.51 (14) |
C10—N6—C9—C8 | 176.30 (14) | O2A—S1A—C1A—F1A | −60.20 (13) |
C7—C8—C9—N6 | −1.00 (17) | O3A—S1A—C1A—F1A | 179.70 (12) |
C6—N4—C10—N6 | −114.34 (16) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H2W···O3A | 0.94 (3) | 2.06 (3) | 2.994 (2) | 174 (2) |
O1W—H1W···O3Aii | 0.97 (3) | 2.12 (3) | 3.0613 (19) | 163 (2) |
Symmetry code: (ii) −x+2, −y+2, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H2W···O3A | 0.94 (3) | 2.06 (3) | 2.994 (2) | 174 (2) |
O1W—H1W···O3Ai | 0.97 (3) | 2.12 (3) | 3.0613 (19) | 163 (2) |
Symmetry code: (i) −x+2, −y+2, −z+1. |
Acknowledgements
GL gratefully acknowledges the Southern Arkansas University Faculty Research Grant for financial support.
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The described structure was studied in continuation of on-going studies (Lyubartseva & Parkin, 2009; Lyubartseva et al., 2011, 2012) owing to interest in pyrazole-based tridentate ligands (Paulo et al., 2004; Bigmore et al., 2005). In an attempt to prepare mononuclear [LNiII(CN)3]-, where L is 1-methoxy-2,2,2-tris(pyrazol-1-yl)ethane, a tridentate neutral nitrogen donor ligand, we isolated the major product [Ni(C12H14N602)2][CF3SO3]2·2H2O as light-pink triclinic crystals. In the crystal, the Ni(II) cation is situated on an inversion centre and is coordinated by six N atoms from the two tridentate tpmOMe ligands, Fig. 1, (average Ni—N distance = 2.062 Å) in a distorted octahedral geometry. The average N—Ni—N angle between adjacent pyrazole-ring coordinated N atoms is 85.13° for the six acute angles and 94.87° for the six obtuse angles. In the crystal, inversion-related (-x, 1 - y, 1 - z) pyrazole rings are π—π stacked, with an interplanar spacing of 3.4494 (18) Å, forming chains that propagate parallel to the a axis. Intramolecular O—H···O hydrogen bonds are present between water and trifluoromethanesulfonate anion, Table 1.