In the title compound, [Ni(C
8H
12N
2)
2(H
2O)
2](C
10H
6O
6S
2), the metal center, located on a crystallographic inversion center, is coordinated by four N atoms and two aqua ligands in an octahedral coordination geometry. The hexacoordinated nickel(II) complex cations are held together
via N—H
O and O—H
O hydrogen bonds, resulting in infinite chains, which are connected by centrosymmetric naphthalene-2,6-disulfonate ligands as linkers, generating a two-dimensional hydrogen-bonded network.
Supporting information
CCDC reference: 640354
Key indicators
- Single-crystal X-ray study
- T = 273 K
- Mean (C-C) = 0.002 Å
- R factor = 0.027
- wR factor = 0.080
- Data-to-parameter ratio = 21.9
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ni1 - OW1 .. 6.83 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ni1 - N1 .. 7.32 su
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Ni1 - N2 .. 9.44 su
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 1
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
4 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
3 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 1997); cell refinement: SMART; data reduction: SAINT (Bruker, 1997); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1997); software used to prepare material for publication: SHELXTL.
Trans-Diaqua-Bis(
N,
N'-dimethylethylenediamine)
nickel(II)naphthalene-2,6-disulfonate
top
Crystal data top
[Ni(C8H12N2)2(H2O)2](C10H6O6S2) | F(000) = 588 |
Mr = 557.32 | Dx = 1.508 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 8385 reflections |
a = 8.3975 (5) Å | θ = 12–18° |
b = 13.4757 (8) Å | µ = 1.01 mm−1 |
c = 11.4180 (7) Å | T = 273 K |
β = 108.246 (1)° | Plate, purple |
V = 1227.12 (13) Å3 | 0.50 × 0.40 × 0.20 mm |
Z = 2 | |
Data collection top
Bruker SMART CCD area-detector diffractometer | 3518 independent reflections |
Radiation source: fine-focus sealed tube | 3091 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
φ and ω scans | θmax = 30.0°, θmin = 4.7° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→8 |
Tmin = 0.62, Tmax = 0.82 | k = −15→18 |
8385 measured reflections | l = −15→14 |
Refinement top
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)] = 0.027 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.080 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0491P)2 + 0.0822P] where P = (Fo2 + 2Fc2)/3 |
3518 reflections | (Δ/σ)max = 0.001 |
161 parameters | Δρmax = 0.42 e Å−3 |
0 restraints | Δρmin = −0.25 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Ni1 | 0.0000 | 0.5000 | 0.5000 | 0.02566 (8) | |
S1 | 0.45780 (4) | 0.69384 (2) | 0.40222 (3) | 0.02952 (9) | |
OW1 | 0.25737 (12) | 0.52477 (7) | 0.58491 (10) | 0.0368 (2) | |
H1E | 0.3186 | 0.5634 | 0.5606 | 0.044* | |
H1F | 0.3184 | 0.4733 | 0.6069 | 0.044* | |
O1 | 0.46853 (14) | 0.65073 (7) | 0.52171 (10) | 0.0440 (2) | |
O2 | 0.29558 (13) | 0.68056 (8) | 0.31026 (11) | 0.0454 (3) | |
O3 | 0.59567 (12) | 0.66123 (7) | 0.35850 (10) | 0.0403 (2) | |
N1 | −0.05205 (16) | 0.64956 (8) | 0.53497 (12) | 0.0373 (3) | |
H1D | −0.154 (3) | 0.6537 (15) | 0.4901 (18) | 0.057 (5)* | |
N2 | −0.03569 (16) | 0.47377 (10) | 0.67376 (11) | 0.0372 (2) | |
H2C | −0.109 (2) | 0.4267 (15) | 0.6672 (16) | 0.048 (5)* | |
C1 | 0.0442 (3) | 0.73108 (12) | 0.50528 (19) | 0.0573 (4) | |
H1A | −0.0054 | 0.7933 | 0.5157 | 0.086* | |
H1B | 0.0434 | 0.7248 | 0.4214 | 0.086* | |
H1C | 0.1577 | 0.7286 | 0.5593 | 0.086* | |
C2 | −0.0448 (2) | 0.65498 (12) | 0.66502 (16) | 0.0529 (4) | |
H2A | −0.1046 | 0.7133 | 0.6783 | 0.064* | |
H2B | 0.0710 | 0.6603 | 0.7170 | 0.064* | |
C3 | −0.1227 (2) | 0.56333 (13) | 0.69842 (17) | 0.0511 (4) | |
H3A | −0.1145 | 0.5655 | 0.7850 | 0.061* | |
H3B | −0.2405 | 0.5605 | 0.6504 | 0.061* | |
C4 | 0.1121 (2) | 0.44941 (17) | 0.77761 (16) | 0.0579 (4) | |
H4A | 0.1892 | 0.5041 | 0.7937 | 0.087* | |
H4B | 0.1654 | 0.3915 | 0.7580 | 0.087* | |
H4C | 0.0789 | 0.4366 | 0.8494 | 0.087* | |
C5 | 0.48768 (15) | 0.82347 (8) | 0.42724 (11) | 0.0272 (2) | |
C6 | 0.45121 (15) | 0.86776 (8) | 0.52381 (11) | 0.0287 (2) | |
H6 | 0.4140 | 0.8296 | 0.5779 | 0.034* | |
C7 | 0.47010 (15) | 0.97150 (8) | 0.54128 (11) | 0.0260 (2) | |
C8 | 0.54593 (17) | 0.87959 (9) | 0.34407 (12) | 0.0326 (3) | |
H8 | 0.5692 | 0.8486 | 0.2785 | 0.039* | |
C9 | 0.56775 (18) | 0.97954 (9) | 0.36083 (12) | 0.0326 (3) | |
H9 | 0.6081 | 1.0161 | 0.3071 | 0.039* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Ni1 | 0.02361 (12) | 0.02214 (12) | 0.03165 (13) | −0.00172 (7) | 0.00922 (9) | −0.00051 (7) |
S1 | 0.02859 (15) | 0.01969 (14) | 0.04060 (18) | −0.00136 (10) | 0.01130 (12) | −0.00028 (10) |
OW1 | 0.0266 (4) | 0.0319 (4) | 0.0502 (6) | −0.0025 (4) | 0.0096 (4) | 0.0060 (4) |
O1 | 0.0560 (6) | 0.0282 (5) | 0.0513 (6) | −0.0054 (4) | 0.0217 (5) | 0.0078 (4) |
O2 | 0.0326 (5) | 0.0364 (5) | 0.0600 (7) | −0.0065 (4) | 0.0041 (5) | −0.0072 (4) |
O3 | 0.0387 (5) | 0.0287 (5) | 0.0581 (6) | 0.0054 (4) | 0.0215 (5) | −0.0008 (4) |
N1 | 0.0351 (6) | 0.0273 (5) | 0.0486 (7) | −0.0010 (4) | 0.0119 (5) | −0.0036 (5) |
N2 | 0.0359 (6) | 0.0379 (6) | 0.0394 (6) | −0.0070 (5) | 0.0140 (5) | 0.0002 (5) |
C1 | 0.0702 (11) | 0.0320 (8) | 0.0773 (12) | −0.0074 (7) | 0.0340 (10) | −0.0029 (7) |
C2 | 0.0701 (11) | 0.0393 (8) | 0.0555 (9) | −0.0024 (7) | 0.0286 (8) | −0.0144 (7) |
C3 | 0.0540 (9) | 0.0549 (9) | 0.0539 (9) | −0.0015 (7) | 0.0305 (8) | −0.0091 (7) |
C4 | 0.0506 (9) | 0.0754 (12) | 0.0447 (9) | −0.0059 (9) | 0.0106 (7) | 0.0131 (8) |
C5 | 0.0271 (5) | 0.0204 (5) | 0.0338 (6) | −0.0013 (4) | 0.0091 (5) | 0.0009 (4) |
C6 | 0.0321 (6) | 0.0225 (5) | 0.0340 (6) | −0.0025 (4) | 0.0139 (5) | 0.0035 (4) |
C7 | 0.0283 (5) | 0.0220 (5) | 0.0285 (5) | −0.0016 (4) | 0.0102 (4) | 0.0018 (4) |
C8 | 0.0414 (7) | 0.0261 (6) | 0.0345 (6) | −0.0002 (5) | 0.0177 (5) | −0.0002 (4) |
C9 | 0.0431 (7) | 0.0261 (5) | 0.0343 (6) | −0.0017 (5) | 0.0205 (6) | 0.0035 (5) |
Geometric parameters (Å, º) top
Ni1—OW1i | 2.1001 (9) | C1—H1C | 0.9600 |
Ni1—OW1 | 2.1001 (9) | C2—C3 | 1.502 (2) |
Ni1—N1i | 2.1265 (11) | C2—H2A | 0.9700 |
Ni1—N1 | 2.1265 (11) | C2—H2B | 0.9700 |
Ni1—N2i | 2.1268 (12) | C3—H3A | 0.9700 |
Ni1—N2 | 2.1268 (12) | C3—H3B | 0.9700 |
S1—O2 | 1.4472 (10) | C4—H4A | 0.9600 |
S1—O1 | 1.4595 (11) | C4—H4B | 0.9600 |
S1—O3 | 1.4645 (10) | C4—H4C | 0.9600 |
S1—C5 | 1.7751 (12) | C5—C6 | 1.3702 (17) |
OW1—H1E | 0.8385 | C5—C8 | 1.4157 (17) |
OW1—H1F | 0.8519 | C6—C7 | 1.4141 (16) |
N1—C1 | 1.465 (2) | C6—H6 | 0.9300 |
N1—C2 | 1.469 (2) | C7—C9ii | 1.4170 (17) |
N1—H1D | 0.85 (2) | C7—C7ii | 1.424 (2) |
N2—C4 | 1.460 (2) | C8—C9 | 1.3646 (17) |
N2—C3 | 1.483 (2) | C8—H8 | 0.9300 |
N2—H2C | 0.870 (19) | C9—C7ii | 1.4170 (17) |
C1—H1A | 0.9600 | C9—H9 | 0.9300 |
C1—H1B | 0.9600 | | |
| | | |
OW1i—Ni1—OW1 | 180.0 | H1A—C1—H1B | 109.5 |
OW1i—Ni1—N1i | 90.29 (4) | N1—C1—H1C | 109.5 |
OW1—Ni1—N1i | 89.71 (4) | H1A—C1—H1C | 109.5 |
OW1i—Ni1—N1 | 89.71 (4) | H1B—C1—H1C | 109.5 |
OW1—Ni1—N1 | 90.29 (4) | N1—C2—C3 | 109.41 (13) |
N1i—Ni1—N1 | 180.00 (7) | N1—C2—H2A | 109.8 |
OW1i—Ni1—N2i | 91.20 (4) | C3—C2—H2A | 109.8 |
OW1—Ni1—N2i | 88.80 (4) | N1—C2—H2B | 109.8 |
N1i—Ni1—N2i | 83.40 (5) | C3—C2—H2B | 109.8 |
N1—Ni1—N2i | 96.60 (5) | H2A—C2—H2B | 108.2 |
OW1i—Ni1—N2 | 88.80 (4) | N2—C3—C2 | 109.97 (13) |
OW1—Ni1—N2 | 91.20 (4) | N2—C3—H3A | 109.7 |
N1i—Ni1—N2 | 96.60 (5) | C2—C3—H3A | 109.7 |
N1—Ni1—N2 | 83.40 (5) | N2—C3—H3B | 109.7 |
N2i—Ni1—N2 | 180.0 | C2—C3—H3B | 109.7 |
O2—S1—O1 | 113.43 (7) | H3A—C3—H3B | 108.2 |
O2—S1—O3 | 112.37 (7) | N2—C4—H4A | 109.5 |
O1—S1—O3 | 112.03 (6) | N2—C4—H4B | 109.5 |
O2—S1—C5 | 106.98 (6) | H4A—C4—H4B | 109.5 |
O1—S1—C5 | 106.08 (6) | N2—C4—H4C | 109.5 |
O3—S1—C5 | 105.26 (6) | H4A—C4—H4C | 109.5 |
Ni1—OW1—H1E | 126.5 | H4B—C4—H4C | 109.5 |
Ni1—OW1—H1F | 116.4 | C6—C5—C8 | 121.22 (11) |
H1E—OW1—H1F | 103.2 | C6—C5—S1 | 120.15 (9) |
C1—N1—C2 | 110.21 (13) | C8—C5—S1 | 118.61 (9) |
C1—N1—Ni1 | 120.43 (10) | C5—C6—C7 | 120.05 (11) |
C2—N1—Ni1 | 106.92 (9) | C5—C6—H6 | 120.0 |
C1—N1—H1D | 109.6 (14) | C7—C6—H6 | 120.0 |
C2—N1—H1D | 108.7 (14) | C6—C7—C9ii | 121.91 (10) |
Ni1—N1—H1D | 100.2 (14) | C6—C7—C7ii | 119.15 (14) |
C4—N2—C3 | 111.89 (14) | C9ii—C7—C7ii | 118.93 (13) |
C4—N2—Ni1 | 117.56 (10) | C9—C8—C5 | 119.51 (12) |
C3—N2—Ni1 | 105.28 (10) | C9—C8—H8 | 120.2 |
C4—N2—H2C | 107.7 (12) | C5—C8—H8 | 120.2 |
C3—N2—H2C | 103.5 (12) | C8—C9—C7ii | 121.11 (11) |
Ni1—N2—H2C | 110.1 (12) | C8—C9—H9 | 119.4 |
N1—C1—H1A | 109.5 | C7ii—C9—H9 | 119.4 |
N1—C1—H1B | 109.5 | | |
Symmetry codes: (i) −x, −y+1, −z+1; (ii) −x+1, −y+2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
OW1—H1E···O1 | 0.84 | 1.87 | 2.7106 (14) | 175 |
OW1—H1F···O3iii | 0.85 | 1.95 | 2.7791 (14) | 166 |
N1—H1D···O3iv | 0.85 (2) | 2.17 (2) | 3.0172 (17) | 173.7 (19) |
N2—H2C···O2i | 0.870 (19) | 2.206 (19) | 3.0612 (16) | 167.6 (16) |
Symmetry codes: (i) −x, −y+1, −z+1; (iii) −x+1, −y+1, −z+1; (iv) x−1, y, z. |