


Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536810045824/ng5064sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536810045824/ng5064Isup2.hkl |
CCDC reference: 802984
Key indicators
- Single-crystal X-ray study
- T = 296 K
- Mean
(C-C) = 0.003 Å
- R factor = 0.029
- wR factor = 0.080
- Data-to-parameter ratio = 17.3
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT934_ALERT_3_B Number of (Iobs-Icalc)/SigmaW .gt. 10 Outliers . 1
Alert level C PLAT912_ALERT_4_C Missing # of FCF Reflections Above STh/L= 0.600 17
Alert level G PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 3
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 1 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 ALERT type 2 Indicator that the structure model may be wrong or deficient 2 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
A mixture of Ni(NO3)2.6H2O (21.0 mg, 0.1 mmol) with 2,2'-disulfanediyldibenzoic acid (30.6 mg, 0.1 mmol), 2,2'-bipyridine (15.6 mg, 0.1 mmol) and water (10 ml) was sealed in a 25 ml Teflon-lined stainless steel vessel, and heated at 383 K for 3 d. A number of green block crystals of (I) were obtained after cooling the solution to room temperature. The yield of (I) was ca 65%, based on 2, 2'-disulfanediyldibenzoic acid.
The water H atoms were located in a difference Fourier map with a distance restraint of O—H = 0.85 Å and Uiso(H) =1.5Ueq(O). The refinement of water H atoms were performed using 3 least-squares restraints by applying DFIX instructions of SHELXTL. All other H atoms were positioned geometrically and constrained as riding atoms, with C—H distances of 0.93 Å and Uiso(H) set to 1.2eq(C) of the parent atom.
The flexible 2,2'-disulfanediyldibenzoic acid, a multifunctional ligand containing both carboxylic and thio groups, can potentially afford various coordination modes and diverse coordination architectures. Many complexes with this ligand show unique structural topologies and interesting properties (Murugavel et al., 2001; Humphrey et al., 2004; Li et al., 2007; Zhou et al., 2009; Feng et al., 2009). In this work, we have used this ligand to react with a NiII salt in the presence of 2,2'-bipyridine as a chelating co-ligand, to obtain the title binuclear compound, Ni2(H2O)2(C10H8N2)2(C14H8O4S2)2.
The asymmetric unit of the title compound is composed of one NiII ion, one 2,2'-disulfanediyldibenzoate ligand, one 2,2'-bipyridine ligand and one coordinated water molecule (Fig. 1). The NiII center is six-coordinated, in a distorted octahedral geometry, by two N atoms from one 2,2'-bipyridine ligand, three carboxylate O atoms from two different disulfanediyldibenzoate ligands and one O atom from a coordinated water molecule Two disulfanediyldibenzoate dianions bridge two NiII ions about a center of inversion with its two carboxylate groups in bidentate chelating and monodentate modes, respectively, generating the title binuclear compound. The Ni···Ni distance bridged by two 2, 2'-disulfanediyldibenzoate is 10.061 (3) Å. Adjacent molecules are linked through both O5—H5A···O2 and O5—H5B···O4(x + 1, y, z) hydrogen bonds and lead to the formation of a one-dimensional hydrogen-bonded chain running along the a axis (Fig. 2).
For complexes of 2,2'-disulfanediyldibenzoic acid, see: Feng et al. (2009); Humphrey et al. (2004); Li et al. (2007); Murugavel et al. (2001); Zhou et al. (2009).
Data collection: SMART (Bruker, 2002); cell refinement: SAINT-Plus (Bruker, 2003); data reduction: SAINT-Plus (Bruker, 2003); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 2006); software used to prepare material for publication: publCIF (Westrip, 2010).
[Ni2(C14H8O4S2)2(C10H8N2)2(H2O)2] | F(000) = 1104 |
Mr = 1074.47 | Dx = 1.542 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 7893 reflections |
a = 13.498 (4) Å | θ = 2.3–27.5° |
b = 16.769 (5) Å | µ = 1.06 mm−1 |
c = 10.238 (3) Å | T = 296 K |
β = 93.196 (4)° | Block, green |
V = 2313.7 (12) Å3 | 0.35 × 0.33 × 0.28 mm |
Z = 2 |
Bruker SMART APEX CCD diffractometer | 5302 independent reflections |
Radiation source: fine-focus sealed tube | 4428 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
φ and ω scans | θmax = 27.5°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) | h = −17→17 |
Tmin = 0.708, Tmax = 0.756 | k = −21→20 |
19861 measured reflections | l = −13→13 |
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: inferred from neighbouring sites |
wR(F2) = 0.080 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0369P)2 + 0.5543P] where P = (Fo2 + 2Fc2)/3 |
5302 reflections | (Δ/σ)max = 0.001 |
307 parameters | Δρmax = 0.34 e Å−3 |
3 restraints | Δρmin = −0.26 e Å−3 |
[Ni2(C14H8O4S2)2(C10H8N2)2(H2O)2] | V = 2313.7 (12) Å3 |
Mr = 1074.47 | Z = 2 |
Monoclinic, P21/c | Mo Kα radiation |
a = 13.498 (4) Å | µ = 1.06 mm−1 |
b = 16.769 (5) Å | T = 296 K |
c = 10.238 (3) Å | 0.35 × 0.33 × 0.28 mm |
β = 93.196 (4)° |
Bruker SMART APEX CCD diffractometer | 5302 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 2004) | 4428 reflections with I > 2σ(I) |
Tmin = 0.708, Tmax = 0.756 | Rint = 0.034 |
19861 measured reflections |
R[F2 > 2σ(F2)] = 0.029 | 3 restraints |
wR(F2) = 0.080 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.06 | Δρmax = 0.34 e Å−3 |
5302 reflections | Δρmin = −0.26 e Å−3 |
307 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 | ||
Ni1 | 0.847531 (15) | 0.055670 (13) | 0.87112 (2) | 0.035 | |
C1 | 0.71145 (13) | −0.16433 (10) | 0.72485 (16) | 0.0372 (4) | |
C2 | 0.61332 (13) | −0.15067 (10) | 0.75883 (16) | 0.0361 (4) | |
C3 | 0.54059 (16) | −0.20699 (12) | 0.7226 (2) | 0.0516 (5) | |
H3 | 0.4753 | −0.1986 | 0.7440 | 0.062* | |
C4 | 0.56481 (19) | −0.27532 (13) | 0.6549 (2) | 0.0630 (6) | |
H4 | 0.5157 | −0.3124 | 0.6317 | 0.076* | |
C5 | 0.66066 (19) | −0.28886 (13) | 0.6217 (2) | 0.0635 (6) | |
H5 | 0.6763 | −0.3347 | 0.5760 | 0.076* | |
C6 | 0.73315 (17) | −0.23407 (12) | 0.65659 (19) | 0.0514 (5) | |
H6 | 0.7980 | −0.2435 | 0.6344 | 0.062* | |
C7 | 0.79432 (13) | −0.10570 (11) | 0.75377 (16) | 0.0375 (4) | |
C8 | 0.26979 (12) | 0.00106 (10) | 0.79602 (16) | 0.0364 (4) | |
C9 | 0.37029 (12) | −0.01665 (10) | 0.77860 (15) | 0.0352 (3) | |
C10 | 0.41443 (15) | 0.01522 (13) | 0.67009 (18) | 0.0493 (5) | |
H10 | 0.4808 | 0.0044 | 0.6576 | 0.059* | |
C11 | 0.36100 (17) | 0.06275 (15) | 0.5808 (2) | 0.0609 (6) | |
H11 | 0.3919 | 0.0836 | 0.5094 | 0.073* | |
C12 | 0.26263 (17) | 0.07935 (15) | 0.5966 (2) | 0.0631 (6) | |
H12 | 0.2268 | 0.1108 | 0.5359 | 0.076* | |
C13 | 0.21750 (15) | 0.04884 (13) | 0.70385 (19) | 0.0509 (5) | |
H13 | 0.1511 | 0.0603 | 0.7149 | 0.061* | |
C14 | 0.21825 (12) | −0.02608 (10) | 0.91345 (16) | 0.0345 (3) | |
O1 | 0.76966 (9) | −0.04232 (7) | 0.81054 (13) | 0.0430 (3) | |
O2 | 0.87892 (10) | −0.12087 (10) | 0.71985 (16) | 0.0652 (4) | |
O3 | 0.26151 (9) | −0.07316 (7) | 0.99322 (11) | 0.0361 (3) | |
O4 | 0.13146 (8) | −0.00058 (8) | 0.93571 (12) | 0.0437 (3) | |
S1 | 0.58588 (3) | −0.06272 (3) | 0.85144 (4) | 0.03707 (9) | |
S2 | 0.44006 (3) | −0.07593 (3) | 0.89692 (4) | 0.03871 (10) | |
C15 | 0.71731 (16) | 0.10390 (13) | 0.6351 (2) | 0.0548 (5) | |
H15 | 0.7039 | 0.0497 | 0.6255 | 0.066* | |
C16 | 0.66890 (17) | 0.15698 (15) | 0.5504 (2) | 0.0650 (6) | |
H16 | 0.6246 | 0.1389 | 0.4841 | 0.078* | |
C17 | 0.68751 (18) | 0.23695 (15) | 0.5661 (2) | 0.0652 (6) | |
H17 | 0.6560 | 0.2739 | 0.5103 | 0.078* | |
C18 | 0.75337 (18) | 0.26211 (13) | 0.6655 (2) | 0.0577 (5) | |
H18 | 0.7656 | 0.3162 | 0.6782 | 0.069* | |
C19 | 0.80122 (14) | 0.20630 (11) | 0.74626 (18) | 0.0430 (4) | |
C20 | 0.87518 (14) | 0.22631 (11) | 0.85377 (18) | 0.0441 (4) | |
C21 | 0.90507 (19) | 0.30399 (14) | 0.8850 (2) | 0.0629 (6) | |
H21 | 0.8783 | 0.3471 | 0.8380 | 0.075* | |
C22 | 0.9751 (2) | 0.31585 (16) | 0.9869 (3) | 0.0739 (7) | |
H22 | 0.9951 | 0.3673 | 1.0099 | 0.089* | |
C23 | 1.01454 (18) | 0.25211 (16) | 1.0536 (2) | 0.0671 (6) | |
H23 | 1.0621 | 0.2593 | 1.1219 | 0.081* | |
C24 | 0.98269 (15) | 0.17672 (14) | 1.0180 (2) | 0.0564 (5) | |
H24 | 1.0101 | 0.1332 | 1.0631 | 0.068* | |
N1 | 0.78256 (11) | 0.12735 (9) | 0.73016 (14) | 0.0413 (3) | |
N2 | 0.91367 (11) | 0.16354 (9) | 0.92081 (15) | 0.0432 (3) | |
O5 | 0.96680 (9) | 0.01730 (9) | 0.77302 (14) | 0.0491 (3) | |
H5A | 1.0177 (12) | 0.0183 (13) | 0.824 (2) | 0.074* | |
H5B | 0.9511 (17) | −0.0306 (7) | 0.754 (2) | 0.074* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Ni1 | 0.026 | 0.039 | 0.040 | −0.001 | 0.003 | 0.007 |
C1 | 0.0405 (9) | 0.0373 (9) | 0.0332 (8) | 0.0051 (7) | −0.0024 (7) | 0.0006 (7) |
C2 | 0.0394 (9) | 0.0346 (9) | 0.0338 (8) | 0.0004 (7) | −0.0025 (7) | 0.0028 (6) |
C3 | 0.0476 (11) | 0.0493 (11) | 0.0572 (11) | −0.0082 (9) | −0.0033 (9) | −0.0062 (9) |
C4 | 0.0699 (15) | 0.0470 (12) | 0.0703 (14) | −0.0087 (11) | −0.0129 (12) | −0.0120 (10) |
C5 | 0.0832 (17) | 0.0434 (12) | 0.0624 (13) | 0.0081 (11) | −0.0098 (12) | −0.0160 (10) |
C6 | 0.0570 (12) | 0.0489 (11) | 0.0476 (10) | 0.0123 (10) | −0.0028 (9) | −0.0067 (9) |
C7 | 0.0341 (9) | 0.0441 (10) | 0.0340 (8) | 0.0070 (7) | 0.0008 (7) | 0.0009 (7) |
C8 | 0.0318 (8) | 0.0419 (9) | 0.0356 (8) | −0.0026 (7) | 0.0020 (7) | −0.0001 (7) |
C9 | 0.0343 (8) | 0.0380 (9) | 0.0333 (8) | −0.0011 (7) | 0.0009 (6) | −0.0010 (7) |
C10 | 0.0398 (10) | 0.0672 (13) | 0.0416 (9) | 0.0035 (9) | 0.0100 (8) | 0.0056 (9) |
C11 | 0.0549 (13) | 0.0874 (17) | 0.0411 (10) | 0.0048 (11) | 0.0106 (9) | 0.0210 (10) |
C12 | 0.0552 (13) | 0.0885 (17) | 0.0455 (11) | 0.0112 (12) | 0.0017 (10) | 0.0251 (11) |
C13 | 0.0362 (10) | 0.0692 (14) | 0.0474 (10) | 0.0067 (9) | 0.0025 (8) | 0.0131 (9) |
C14 | 0.0282 (8) | 0.0361 (8) | 0.0392 (8) | −0.0051 (7) | 0.0015 (7) | −0.0012 (7) |
O1 | 0.0318 (6) | 0.0405 (7) | 0.0576 (7) | −0.0019 (5) | 0.0097 (6) | −0.0059 (6) |
O2 | 0.0349 (7) | 0.0753 (11) | 0.0862 (11) | 0.0066 (7) | 0.0110 (7) | −0.0292 (9) |
O3 | 0.0303 (6) | 0.0369 (6) | 0.0414 (6) | −0.0006 (5) | 0.0051 (5) | 0.0039 (5) |
O4 | 0.0268 (6) | 0.0562 (8) | 0.0483 (7) | 0.0033 (5) | 0.0052 (5) | 0.0090 (6) |
S1 | 0.0287 (2) | 0.0389 (2) | 0.0437 (2) | −0.00063 (17) | 0.00326 (17) | −0.00318 (18) |
S2 | 0.0290 (2) | 0.0452 (2) | 0.0422 (2) | −0.00065 (18) | 0.00338 (17) | 0.00589 (18) |
C15 | 0.0550 (12) | 0.0520 (12) | 0.0560 (12) | 0.0005 (10) | −0.0092 (9) | 0.0086 (9) |
C16 | 0.0598 (14) | 0.0721 (16) | 0.0610 (13) | 0.0092 (12) | −0.0150 (11) | 0.0087 (11) |
C17 | 0.0726 (16) | 0.0638 (15) | 0.0585 (13) | 0.0257 (12) | −0.0014 (11) | 0.0158 (11) |
C18 | 0.0692 (14) | 0.0450 (11) | 0.0594 (12) | 0.0142 (10) | 0.0079 (10) | 0.0108 (9) |
C19 | 0.0429 (10) | 0.0420 (10) | 0.0453 (9) | 0.0038 (8) | 0.0128 (8) | 0.0075 (8) |
C20 | 0.0432 (10) | 0.0435 (10) | 0.0470 (10) | −0.0060 (8) | 0.0150 (8) | 0.0060 (8) |
C21 | 0.0758 (16) | 0.0470 (12) | 0.0670 (14) | −0.0151 (11) | 0.0128 (12) | 0.0067 (10) |
C22 | 0.0807 (18) | 0.0650 (16) | 0.0771 (16) | −0.0348 (14) | 0.0130 (14) | −0.0062 (13) |
C23 | 0.0585 (14) | 0.0775 (17) | 0.0652 (14) | −0.0287 (13) | 0.0014 (11) | −0.0046 (12) |
C24 | 0.0410 (11) | 0.0672 (14) | 0.0604 (12) | −0.0145 (10) | −0.0024 (9) | 0.0069 (10) |
N1 | 0.0360 (8) | 0.0433 (8) | 0.0444 (8) | 0.0004 (7) | 0.0023 (6) | 0.0083 (7) |
N2 | 0.0338 (8) | 0.0477 (9) | 0.0487 (8) | −0.0080 (7) | 0.0068 (6) | 0.0061 (7) |
O5 | 0.0286 (7) | 0.0674 (9) | 0.0516 (8) | 0.0012 (6) | 0.0054 (5) | 0.0055 (7) |
Ni1—O1 | 2.0290 (13) | C12—H12 | 0.9300 |
Ni1—N1 | 2.0385 (15) | C13—H13 | 0.9300 |
Ni1—O5 | 2.0481 (14) | C14—O3 | 1.256 (2) |
Ni1—N2 | 2.0682 (16) | C14—O4 | 1.279 (2) |
Ni1—O3i | 2.0999 (13) | C14—Ni1i | 2.4734 (18) |
Ni1—O4i | 2.1869 (13) | O3—Ni1i | 2.0999 (13) |
Ni1—C14i | 2.4733 (18) | O4—Ni1i | 2.1870 (13) |
C1—C6 | 1.402 (3) | S1—S2 | 2.0596 (8) |
C1—C2 | 1.407 (2) | C15—N1 | 1.335 (2) |
C1—C7 | 1.506 (2) | C15—C16 | 1.381 (3) |
C2—C3 | 1.398 (2) | C15—H15 | 0.9300 |
C2—S1 | 1.8029 (18) | C16—C17 | 1.372 (3) |
C3—C4 | 1.387 (3) | C16—H16 | 0.9300 |
C3—H3 | 0.9300 | C17—C18 | 1.379 (3) |
C4—C5 | 1.375 (3) | C17—H17 | 0.9300 |
C4—H4 | 0.9300 | C18—C19 | 1.385 (3) |
C5—C6 | 1.375 (3) | C18—H18 | 0.9300 |
C5—H5 | 0.9300 | C19—N1 | 1.356 (2) |
C6—H6 | 0.9300 | C19—C20 | 1.483 (3) |
C7—O2 | 1.238 (2) | C20—N2 | 1.345 (2) |
C7—O1 | 1.265 (2) | C20—C21 | 1.395 (3) |
C8—C13 | 1.399 (2) | C21—C22 | 1.383 (3) |
C8—C9 | 1.410 (2) | C21—H21 | 0.9300 |
C8—C14 | 1.493 (2) | C22—C23 | 1.361 (4) |
C9—C10 | 1.396 (2) | C22—H22 | 0.9300 |
C9—S2 | 1.7932 (17) | C23—C24 | 1.378 (3) |
C10—C11 | 1.385 (3) | C23—H23 | 0.9300 |
C10—H10 | 0.9300 | C24—N2 | 1.343 (2) |
C11—C12 | 1.375 (3) | C24—H24 | 0.9300 |
C11—H11 | 0.9300 | O5—H5A | 0.841 (9) |
C12—C13 | 1.383 (3) | O5—H5B | 0.850 (9) |
O1—Ni1—N1 | 93.79 (6) | C11—C12—H12 | 120.3 |
O1—Ni1—O5 | 90.21 (6) | C13—C12—H12 | 120.3 |
N1—Ni1—O5 | 99.03 (6) | C12—C13—C8 | 121.29 (19) |
O1—Ni1—N2 | 173.06 (6) | C12—C13—H13 | 119.4 |
N1—Ni1—N2 | 79.70 (6) | C8—C13—H13 | 119.4 |
O5—Ni1—N2 | 93.16 (6) | O3—C14—O4 | 119.43 (15) |
O1—Ni1—O3i | 86.85 (5) | O3—C14—C8 | 119.62 (15) |
N1—Ni1—O3i | 95.52 (6) | O4—C14—C8 | 120.92 (15) |
O5—Ni1—O3i | 165.32 (5) | O3—C14—Ni1i | 58.08 (9) |
N2—Ni1—O3i | 91.37 (5) | O4—C14—Ni1i | 62.00 (9) |
O1—Ni1—O4i | 88.47 (5) | C8—C14—Ni1i | 170.27 (12) |
N1—Ni1—O4i | 156.68 (6) | C7—O1—Ni1 | 132.52 (12) |
O5—Ni1—O4i | 104.18 (5) | C14—O3—Ni1i | 91.41 (10) |
N2—Ni1—O4i | 96.58 (6) | C14—O4—Ni1i | 86.90 (10) |
O3i—Ni1—O4i | 61.39 (5) | C2—S1—S2 | 104.94 (6) |
O1—Ni1—C14i | 84.52 (5) | C9—S2—S1 | 105.08 (6) |
N1—Ni1—C14i | 126.01 (6) | N1—C15—C16 | 122.5 (2) |
O5—Ni1—C14i | 134.86 (6) | N1—C15—H15 | 118.7 |
N2—Ni1—C14i | 97.33 (6) | C16—C15—H15 | 118.7 |
O3i—Ni1—C14i | 30.51 (5) | C17—C16—C15 | 118.6 (2) |
O4i—Ni1—C14i | 31.10 (5) | C17—C16—H16 | 120.7 |
C6—C1—C2 | 119.01 (17) | C15—C16—H16 | 120.7 |
C6—C1—C7 | 117.97 (17) | C16—C17—C18 | 119.46 (19) |
C2—C1—C7 | 122.97 (15) | C16—C17—H17 | 120.3 |
C3—C2—C1 | 118.77 (17) | C18—C17—H17 | 120.3 |
C3—C2—S1 | 122.05 (15) | C17—C18—C19 | 119.6 (2) |
C1—C2—S1 | 119.15 (13) | C17—C18—H18 | 120.2 |
C4—C3—C2 | 120.6 (2) | C19—C18—H18 | 120.2 |
C4—C3—H3 | 119.7 | N1—C19—C18 | 120.67 (19) |
C2—C3—H3 | 119.7 | N1—C19—C20 | 115.09 (16) |
C5—C4—C3 | 120.7 (2) | C18—C19—C20 | 124.23 (19) |
C5—C4—H4 | 119.6 | N2—C20—C21 | 121.00 (19) |
C3—C4—H4 | 119.6 | N2—C20—C19 | 115.26 (16) |
C4—C5—C6 | 119.4 (2) | C21—C20—C19 | 123.75 (19) |
C4—C5—H5 | 120.3 | C22—C21—C20 | 118.9 (2) |
C6—C5—H5 | 120.3 | C22—C21—H21 | 120.5 |
C5—C6—C1 | 121.4 (2) | C20—C21—H21 | 120.5 |
C5—C6—H6 | 119.3 | C23—C22—C21 | 119.8 (2) |
C1—C6—H6 | 119.3 | C23—C22—H22 | 120.1 |
O2—C7—O1 | 124.88 (17) | C21—C22—H22 | 120.1 |
O2—C7—C1 | 119.81 (17) | C22—C23—C24 | 118.7 (2) |
O1—C7—C1 | 115.29 (15) | C22—C23—H23 | 120.7 |
C13—C8—C9 | 119.23 (16) | C24—C23—H23 | 120.7 |
C13—C8—C14 | 118.52 (16) | N2—C24—C23 | 122.7 (2) |
C9—C8—C14 | 122.18 (15) | N2—C24—H24 | 118.6 |
C10—C9—C8 | 118.46 (16) | C23—C24—H24 | 118.6 |
C10—C9—S2 | 121.23 (14) | C15—N1—C19 | 119.12 (16) |
C8—C9—S2 | 120.27 (13) | C15—N1—Ni1 | 125.65 (14) |
C11—C10—C9 | 121.06 (18) | C19—N1—Ni1 | 114.83 (12) |
C11—C10—H10 | 119.5 | C24—N2—C20 | 118.79 (18) |
C9—C10—H10 | 119.5 | C24—N2—Ni1 | 126.75 (14) |
C12—C11—C10 | 120.63 (19) | C20—N2—Ni1 | 114.19 (12) |
C12—C11—H11 | 119.7 | Ni1—O5—H5A | 108.9 (17) |
C10—C11—H11 | 119.7 | Ni1—O5—H5B | 102.6 (18) |
C11—C12—C13 | 119.32 (19) | H5A—O5—H5B | 110.3 (14) |
Symmetry code: (i) −x+1, −y, −z+2. |
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5B···O2 | 0.85 (1) | 1.82 (1) | 2.646 (2) | 162 (2) |
O5—H5A···O4ii | 0.84 (1) | 1.89 (1) | 2.7187 (18) | 169 (2) |
Symmetry code: (ii) x+1, y, z. |
Experimental details
Crystal data | |
Chemical formula | [Ni2(C14H8O4S2)2(C10H8N2)2(H2O)2] |
Mr | 1074.47 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 296 |
a, b, c (Å) | 13.498 (4), 16.769 (5), 10.238 (3) |
β (°) | 93.196 (4) |
V (Å3) | 2313.7 (12) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.06 |
Crystal size (mm) | 0.35 × 0.33 × 0.28 |
Data collection | |
Diffractometer | Bruker SMART APEX CCD |
Absorption correction | Multi-scan (SADABS; Sheldrick, 2004) |
Tmin, Tmax | 0.708, 0.756 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 19861, 5302, 4428 |
Rint | 0.034 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.029, 0.080, 1.06 |
No. of reflections | 5302 |
No. of parameters | 307 |
No. of restraints | 3 |
H-atom treatment | H atoms treated by a mixture of independent and constrained refinement |
Δρmax, Δρmin (e Å−3) | 0.34, −0.26 |
Computer programs: SMART (Bruker, 2002), SAINT-Plus (Bruker, 2003), SHELXTL (Sheldrick, 2008) and DIAMOND (Brandenburg, 2006), publCIF (Westrip, 2010).
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5B···O2 | 0.850 (9) | 1.824 (11) | 2.646 (2) | 162 (2) |
O5—H5A···O4i | 0.841 (9) | 1.888 (11) | 2.7187 (18) | 169 (2) |
Symmetry code: (i) x+1, y, z. |
The flexible 2,2'-disulfanediyldibenzoic acid, a multifunctional ligand containing both carboxylic and thio groups, can potentially afford various coordination modes and diverse coordination architectures. Many complexes with this ligand show unique structural topologies and interesting properties (Murugavel et al., 2001; Humphrey et al., 2004; Li et al., 2007; Zhou et al., 2009; Feng et al., 2009). In this work, we have used this ligand to react with a NiII salt in the presence of 2,2'-bipyridine as a chelating co-ligand, to obtain the title binuclear compound, Ni2(H2O)2(C10H8N2)2(C14H8O4S2)2.
The asymmetric unit of the title compound is composed of one NiII ion, one 2,2'-disulfanediyldibenzoate ligand, one 2,2'-bipyridine ligand and one coordinated water molecule (Fig. 1). The NiII center is six-coordinated, in a distorted octahedral geometry, by two N atoms from one 2,2'-bipyridine ligand, three carboxylate O atoms from two different disulfanediyldibenzoate ligands and one O atom from a coordinated water molecule Two disulfanediyldibenzoate dianions bridge two NiII ions about a center of inversion with its two carboxylate groups in bidentate chelating and monodentate modes, respectively, generating the title binuclear compound. The Ni···Ni distance bridged by two 2, 2'-disulfanediyldibenzoate is 10.061 (3) Å. Adjacent molecules are linked through both O5—H5A···O2 and O5—H5B···O4(x + 1, y, z) hydrogen bonds and lead to the formation of a one-dimensional hydrogen-bonded chain running along the a axis (Fig. 2).