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In the title compound, [Ni(C14H8N2O5)(H2O)2]n, the NiII cation is six-coordinate with a slightly distorted octa­hedral coordination geometry and the 4-(isonicotinamido)­phthalate ligand links the NiII centres into a three-dimensional structure with sra topology. The structure is also stabilized by N-H...O hydrogen bonding between the uncoordinated amide groups of the ligand and extensive O-H...O hydrogen bonding between the two coordinated water mol­ecules. The magnetic and thermal stability properties of the title compound are also discussed.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270113023846/wq3047sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270113023846/wq3047Isup2.hkl
Contains datablock I

CCDC reference: 969453

Introduction top

Metal–organic frameworks (MOFs) with carboxyl­ate-containing ligands have been extensively studied because the carboxyl­ate groups can have varied coordination modes resulting in the formation of a range of structures (Evans et al., 2002; Li et al., 2012; O'Keeffe et al., 2012). Using these types of ligands, MOFs have recently emerged which display intriguing architectures and topologies and have many potential applications, including catalysis, luminescence, ion exchange, magnetic materials and gas absorption (Férey et al., 2005; Banerjee et al., 2008; Chen et al., 2007; Zhang, Huang et al., 2012; OR Zhang, Zhang et al., 2012; Cook et al., 2013). Furthermore, carboxyl­ate-containing ligands with N-donor functional groups acting as ancillary connectors provide another group of potential building blocks for constructing coordination polymers, particularly as they have strong coordination affinity and can meet the geometric requirements of a variety of metal centres. Therefore, there has been a boom in the synthesis and construction of metal–organic frameworks having carboxyl­ate ligands with amide functionality (Xiong et al., 2013; Zheng et al., 2011). In the present study, in order to further investigate the influence of organic ligands with carboxamide group on the coordination architectures and related properties, reactions with 4-(isonicotinamido)­phthalic acid (H2L) with nickel salts were carried out. We report the synthesis, crystal structure and properties of a new coordination polymer obtained by solvothermal reaction, namely poly[di­aqua­[µ4-4-(isonicotinamido)­phthalato]nickel(II)], [Ni(L)(H2O)2]n, (I).

Experimental top

Synthesis and crystallization top

All reagents and solvents were used as obtained commercially and were used without further purification. A mixture of H2L (0.028 g, 0.1 mmol), NiCl2.6H2O (0.024 g, 0.1 mmol), N,N-di­methyl­formamide (DMF, 5 ml) and EtOH (5 ml) was placed in a Teflon-lined stainless-steel vessel, heated to 393 K for 4 d, and then cooled to room temperature within 24 h. Green block-shaped crystals of (I) were obtained (yield 32%). IR (KBr pellet, cm-1): 3420 (s), 2840 (w), 1628 (w), 1605 (s), 1519 (m), 1418 (m), 1389 (s), 1362 (m), 1288 (w), 789 (w), 741 (w), 720 (m), 589 (w).

Refinement top

Crystal data, data collection and structure refinement details are summarized in Table 1. H atoms bonded to C atoms were placed geometrically and treated as riding, with C—H = 0.93 Å and Uiso(H) = 1.2Ueq(C). Aqua H atoms were determined from a difference Fourier synthesis and were refined with restrained O—H distances of 0.85–0.96 Å and free Uiso(H) values. The amide H atoms were located from difference maps and refined with the N—H distances restrained to 0.86 Å. In order to obtain the higher complete, we used the omit -1 52. On the other hand, the high-angle diffraction are too weak. [Unclear; please reword]

Results and discussion top

Structure analysis revealed that the title compound, (I), crystallizes as a three-dimensional non-inter­penetrated framework which constrasts completely with the three-dimensional four-inter­penetrated network of the previously reported complex {[Ni(INAIP)(H2O)2].H2O}n (INAIP is 5-(isonicotinamido)­isophthalate; Chen et al., 2009), which was obtained by hydro­thermal synthesis. This result demonstrates that the organic ligand plays an important role in the construction of these frameworks. The asymmetric unit of (I) contains one unique NiII atom, one L2- ligand and two coordinated water molecules (Fig. 1). The NiII atom has an NO5 coordination environment with a slightly distorted o­cta­hedral coordination geometry (Table 2). The Ni—N bond length is 2.332 (4) Å, and the average Ni—O bond length of 2.212 (3) Å (for carboxyl­ate O atoms) is significantly longer than the Ni—OH2 distances, which average 2.125 (3) Å, suggesting that the water molecules have a stronger inter­action with the NiII atom. Each L2- ligand connects four NiII atoms using its two carboxyl­ate groups and the pyridinyl group of the ligand. Firstly, a one-dimensional chain is formed by connections between the anti–anti µ2-η1:η1-bridging carboxyl­ate group and the NiII atoms with crosslinking to a second complex through the µ1-η1:η0-monodentate carboxyl­ate group, forming a double chain (Fig. 2a). The double chains are crosslinked by coordination from the pyridine N atoms, leading to a three-dimensional extended network in which the terminal water molecules point into the re­cta­ngular straight channels extending along b axis, these channels are stabilized by amide–amide N1—H1···O5 hydrgen-bonding inter­actions (Fig. 2b).

To further understand this three-dimensional structure of (I), suitable connectors should be defined by using the topological approach. As discussed above, each L2- ligand is surrounded by four NiII atoms, thus each ligand could be considered as a four-connector, and the central NiII atom can also be considered as a four-connector by omitting the two coordinated water molecules. Therefore, the topology of (I), calculated by TOPOS (Blatov, 2012) is a uniform 4-connected three-dimensional sra net with Schläfli symbol (42.63.8) (Fig. 2c). Moreover, in (I), the uncoordinated amide-group N and O atoms provide hydrogen-bonding donors and acceptors, respectively. The hydrogen-bonding inter­actions have donor–acceptor (D···A) separations in the range 2.748 (3)–3.350 (4) Å and D—H···A angles in the range 114–169 ° (Table 3). These hydrogen bonds further consolidate the three-dimensional framework structure of (I).

The magnetic susceptibilities were measured on a crystalline sample of (I) in the temperature range 1.8–300 K under 2 kOe using a SQUID magnetometer. At room temperature, the observed χMT value is 2.05 emu K mol-1, which is slightly larger than the expected value of 2.0 emu K mol-1 corresponding to the binuclear NiII (S = 1) ion (Fig. 3). Upon cooling from 300 to 100 K, the values of χMT decrease slowly and then rapidly reach a value of 0.75 emu K mol-1 at 1.8 K. The χM versus T plot follows the Curie–Weiss law, with C = 3.01 emu K mol-1 and Θ = -4.22 K. The negative Θ value suggests that there is a weak anti­ferromagnetic inter­action among the NiII atoms transferred through the ligands L2-, which is similar to the reported complex {[Ni(INAIP)(H2O)2].H2O}n (Chen et al., 2009). And it is entirely different from the anti­ferromagnetic complex [Ni2(Flu)3](ClO4).H2O (Flu is ????) bridged by three deprotonated µ2-O groups (Zhang, Huang et al., 2012; OR Zhang, Zhang et al., 2012;) and the ferromagnetic complex {[Ni(N3)0.5(L)1.5(H2O)].EtOH}n (Hu et al., 2008). The magnetic coupling through the L2- ligand in this bridging mode is very weak and usually anti­ferromagnetic, and it will only be important at very low temperatures (Liu et al., 2007).

To examine the thermal stability of the framework, thermogravimetric analyses (TGA) and temperature-dependent power X-ray diffraction (PXRD) measurements were carried out (Fig. 4). The TG curves show that the first weight loss between room temperature and 383 K was 9.45% in (I), corresponding to the loss of coordinated water (calculated 9.50%). As a check, an elemental analysis was carried out (C 48.98%, H 2.33% and O 23.31%) and agreed with the dehydrated phase. The dehydrated phase remains stable up to 648 K until the organic ligands start to be released and this exhibits the high framework stability of (I). As shown in Fig. 4(b), it is clear that the PXRD pattern of the as-synthesized sample is a little different from the simulated one which may be attributed to the framework dynamics of (I) due to the loss of some water molecules from the surface of the crystals. The other diffraction profiles below 648 K are almost the same, indicating that the framework is stable at this temperature and that the crystal lattice remains intact after removal of all the water molecules. When the temperature was raised to 653 K, the organic ligand began to decompose and the XRD of the framework is almost collapsed. The results show that complex (I) displays highly thermal stability.

Related literature top

For related literature, see: Banerjee et al. (2008); Blatov (2012); Chen et al. (2007, 2009); Cook et al. (2013); Evans & Lin (2002); Férey et al. (2005); Hu et al. (2008); Li et al. (2012); Liu et al. (2007); O'Keeffe & Yaghi (2012); Xiong et al. (2013); Zhang, Huang, Yang & Li (2012); Zhang, Zhang, Lin & Chen (2012); Zheng et al. (2011).

Computing details top

Data collection: SMART (Bruker, 2007); cell refinement: SMART (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top
[Figure 1] Fig. 1. A view of the title compound (I), with displacement ellipsoids drawn at the 30% probability level. [Symmetry codes: (A) x+1, y, z; (B) -x+1, -y+1, -z; (C) x+1/2, -y+1/2, z-1/2.]
[Figure 2] Fig. 2. (a) The one-dimensional double-chain structure of (I), (b) the three-dimensional framework of (I) and (c) a schematic view of the sra topology.
[Figure 3] Fig. 3. Temperature dependence of the magnetic susceptibility of (I).
[Figure 4] Fig. 4. (a) The TG curve of complex (I) and (b) the powder X-ray diffraction patterns of complex (I).
Poly[diaqua[µ4-4-(isonicotinamido)phthalato]nickel(II)] top
Crystal data top
[Ni(C14H8N2O5)(H2O)2]F(000) = 776
Mr = 378.97Dx = 1.737 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 1849 reflections
a = 6.5322 (8) Åθ = 2.1–23.3°
b = 30.456 (4) ŵ = 1.38 mm1
c = 7.2856 (7) ÅT = 291 K
β = 91.223 (3)°Block, green
V = 1449.1 (3) Å30.22 × 0.14 × 0.08 mm
Z = 4
Data collection top
Bruker SMART APEX CCD
diffractometer
2810 independent reflections
Radiation source: sealed tube2379 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.010
phi and ω scansθmax = 26.0°, θmin = 2.7°
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
h = 78
Tmin = 0.751, Tmax = 0.898k = 3736
7738 measured reflectionsl = 88
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.059Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.147H-atom parameters constrained
S = 1.05 w = 1/[σ2(Fo2) + (0.09P)2 + 1.88P]
where P = (Fo2 + 2Fc2)/3
2810 reflections(Δ/σ)max < 0.001
217 parametersΔρmax = 0.62 e Å3
0 restraintsΔρmin = 0.57 e Å3
Crystal data top
[Ni(C14H8N2O5)(H2O)2]V = 1449.1 (3) Å3
Mr = 378.97Z = 4
Monoclinic, P21/nMo Kα radiation
a = 6.5322 (8) ŵ = 1.38 mm1
b = 30.456 (4) ÅT = 291 K
c = 7.2856 (7) Å0.22 × 0.14 × 0.08 mm
β = 91.223 (3)°
Data collection top
Bruker SMART APEX CCD
diffractometer
2810 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2001)
2379 reflections with I > 2σ(I)
Tmin = 0.751, Tmax = 0.898Rint = 0.010
7738 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0590 restraints
wR(F2) = 0.147H-atom parameters constrained
S = 1.05Δρmax = 0.62 e Å3
2810 reflectionsΔρmin = 0.57 e Å3
217 parameters
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
xyzUiso*/Ueq
C10.2475 (5)0.31709 (11)0.0023 (5)0.0266 (8)
C20.2468 (5)0.32667 (11)0.1824 (5)0.0264 (7)
H20.24700.30380.26700.032*
C30.2457 (5)0.36948 (12)0.2446 (5)0.0265 (8)
H30.25050.37540.36960.032*
C40.2374 (5)0.40356 (11)0.1187 (5)0.0257 (7)
C50.2277 (5)0.39441 (11)0.0691 (5)0.0263 (7)
C60.2328 (5)0.35105 (11)0.1305 (5)0.0260 (7)
H60.22660.34480.25520.031*
C70.2091 (5)0.43132 (11)0.2082 (5)0.0253 (7)
C80.2308 (5)0.44982 (12)0.1934 (5)0.0256 (7)
C90.1771 (6)0.25165 (12)0.1943 (5)0.0288 (8)
C100.2168 (6)0.20326 (12)0.2045 (5)0.0283 (8)
C110.2155 (6)0.17614 (11)0.0514 (5)0.0295 (8)
H110.20560.18810.06590.035*
C120.2290 (6)0.13126 (12)0.0746 (5)0.0283 (8)
H120.22700.11360.02970.034*
C130.2510 (5)0.13832 (12)0.3860 (5)0.0279 (8)
H130.26680.12540.50110.033*
C140.2356 (5)0.18339 (11)0.3773 (5)0.0272 (8)
H140.23760.20020.48380.033*
N10.2670 (5)0.27217 (10)0.0523 (4)0.0273 (7)
H10.34440.25630.01500.033*
N20.2447 (4)0.11184 (11)0.2380 (4)0.0279 (7)
Ni10.73063 (7)0.464271 (15)0.22975 (6)0.0281 (2)
O10.3899 (4)0.46400 (7)0.2696 (3)0.0269 (6)
O20.0651 (4)0.47109 (8)0.1844 (3)0.0278 (6)
O30.3119 (4)0.46584 (7)0.1751 (3)0.0264 (6)
O40.0984 (4)0.42484 (8)0.3396 (3)0.0308 (6)
O50.0729 (4)0.27009 (8)0.3044 (3)0.0324 (6)
O1W0.7703 (4)0.46881 (8)0.5137 (4)0.0301 (6)
H1X0.86420.45610.57270.036*
H1Y0.66630.48740.56670.045*
O2W0.7044 (4)0.45178 (8)0.0600 (3)0.0279 (6)
H2X0.61120.47250.11180.042*
H2Y0.83650.45480.11910.042*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
C10.0296 (18)0.0258 (18)0.0249 (17)0.0080 (14)0.0087 (14)0.0082 (14)
C20.0311 (19)0.0236 (17)0.0248 (17)0.0095 (14)0.0084 (14)0.0069 (14)
C30.0283 (19)0.0249 (18)0.0266 (18)0.0027 (13)0.0096 (14)0.0067 (13)
C40.0262 (18)0.0236 (17)0.0278 (18)0.0009 (13)0.0111 (14)0.0025 (14)
C50.0282 (18)0.0230 (17)0.0281 (18)0.0081 (14)0.0065 (14)0.0004 (14)
C60.0292 (19)0.0244 (17)0.0247 (17)0.0024 (14)0.0108 (14)0.0082 (13)
C70.0265 (18)0.0218 (17)0.0276 (18)0.0041 (13)0.0036 (14)0.0058 (14)
C80.0236 (18)0.0234 (17)0.0297 (18)0.0057 (14)0.0061 (14)0.0003 (15)
C90.0320 (19)0.0258 (18)0.0290 (18)0.0101 (15)0.0102 (15)0.0082 (15)
C100.0313 (19)0.0275 (18)0.0262 (18)0.0003 (15)0.0009 (14)0.0007 (15)
C110.033 (2)0.0246 (18)0.031 (2)0.0092 (14)0.0080 (15)0.0072 (14)
C120.0317 (19)0.0276 (18)0.0262 (18)0.0079 (15)0.0116 (14)0.0077 (14)
C130.0305 (19)0.0261 (18)0.0267 (18)0.0063 (14)0.0087 (14)0.0080 (14)
C140.0290 (19)0.0230 (17)0.0299 (19)0.0093 (14)0.0095 (14)0.0078 (14)
N10.0292 (16)0.0247 (15)0.0287 (16)0.0078 (12)0.0124 (12)0.0070 (12)
N20.0284 (16)0.0264 (16)0.0290 (16)0.0006 (12)0.0015 (12)0.0001 (12)
Ni10.0288 (3)0.0268 (3)0.0282 (3)0.00786 (17)0.0074 (2)0.00772 (18)
O10.0315 (14)0.0258 (13)0.0239 (13)0.0001 (10)0.0079 (10)0.0091 (9)
O20.0291 (14)0.0269 (13)0.0274 (13)0.0084 (10)0.0005 (10)0.0094 (10)
O30.0270 (13)0.0272 (14)0.0253 (13)0.0061 (9)0.0062 (10)0.0081 (10)
O40.0306 (14)0.0266 (13)0.0356 (14)0.0102 (10)0.0090 (11)0.0094 (10)
O50.0367 (15)0.0291 (13)0.0319 (14)0.0076 (11)0.0150 (11)0.0087 (11)
O1W0.0292 (14)0.0282 (13)0.0332 (14)0.0100 (10)0.0106 (11)0.0083 (10)
O2W0.0269 (13)0.0269 (13)0.0303 (13)0.0086 (10)0.0085 (10)0.0025 (10)
Geometric parameters (Å, º) top
C1—C21.376 (5)C11—H110.9300
C1—C61.399 (5)C12—N21.332 (5)
C1—N11.421 (4)C12—H120.9300
C2—C31.380 (5)C13—N21.347 (5)
C2—H20.9300C13—C141.378 (5)
C3—C41.387 (5)C13—H130.9300
C3—H30.9300C14—H140.9300
C4—C51.399 (5)N1—H10.8600
C4—C81.511 (5)N2—Ni1i2.332 (3)
C5—C61.394 (5)Ni1—O1W2.095 (3)
C5—C71.520 (5)Ni1—O2W2.155 (2)
C6—H60.9300Ni1—O3ii2.184 (2)
C7—O41.228 (4)Ni1—O2iii2.213 (3)
C7—O31.274 (4)Ni1—O12.239 (3)
C8—O21.264 (4)Ni1—N2iv2.332 (3)
C8—O11.265 (4)O2—Ni1v2.213 (3)
C9—O51.202 (4)O3—Ni1ii2.184 (2)
C9—N11.354 (4)O1W—H1X0.8500
C9—C101.498 (5)O1W—H1Y0.9600
C10—C111.388 (5)O2W—H2X0.9599
C10—C141.400 (5)O2W—H2Y0.9600
C11—C121.380 (5)
C2—C1—C6119.8 (3)N2—C13—C14124.0 (3)
C2—C1—N1116.9 (3)N2—C13—H13118.0
C6—C1—N1123.2 (3)C14—C13—H13118.0
C1—C2—C3121.4 (3)C13—C14—C10118.5 (3)
C1—C2—H2119.3C13—C14—H14120.8
C3—C2—H2119.3C10—C14—H14120.8
C2—C3—C4119.3 (3)C9—N1—C1127.0 (3)
C2—C3—H3120.3C9—N1—H1116.5
C4—C3—H3120.3C1—N1—H1116.5
C3—C4—C5120.1 (3)C12—N2—C13116.8 (3)
C3—C4—C8117.5 (3)C12—N2—Ni1i122.0 (2)
C5—C4—C8122.4 (3)C13—N2—Ni1i121.0 (2)
C6—C5—C4120.1 (3)O1W—Ni1—O2W173.16 (9)
C6—C5—C7119.2 (3)O1W—Ni1—O3ii97.73 (9)
C4—C5—C7120.7 (3)O2W—Ni1—O3ii88.88 (9)
C5—C6—C1119.2 (3)O1W—Ni1—O2iii89.94 (10)
C5—C6—H6120.4O2W—Ni1—O2iii88.22 (9)
C1—C6—H6120.4O3ii—Ni1—O2iii90.59 (9)
O4—C7—O3127.0 (3)O1W—Ni1—O190.89 (10)
O4—C7—C5117.2 (3)O2W—Ni1—O191.54 (9)
O3—C7—C5115.7 (3)O3ii—Ni1—O184.10 (9)
O2—C8—O1124.1 (3)O2iii—Ni1—O1174.69 (9)
O2—C8—C4118.5 (3)O1W—Ni1—N2iv87.71 (10)
O1—C8—C4117.3 (3)O2W—Ni1—N2iv85.84 (10)
O5—C9—N1123.7 (3)O3ii—Ni1—N2iv172.97 (10)
O5—C9—C10121.8 (3)O2iii—Ni1—N2iv93.87 (9)
N1—C9—C10114.5 (3)O1—Ni1—N2iv91.40 (9)
C11—C10—C14117.7 (3)C8—O1—Ni1140.2 (2)
C11—C10—C9123.2 (3)C8—O2—Ni1v142.0 (2)
C14—C10—C9118.8 (3)C7—O3—Ni1ii134.5 (2)
C12—C11—C10119.5 (3)Ni1—O1W—H1X125.1
C12—C11—H11120.3Ni1—O1W—H1Y109.6
C10—C11—H11120.3H1X—O1W—H1Y125.3
N2—C12—C11123.6 (3)Ni1—O2W—H2X109.5
N2—C12—H12118.2Ni1—O2W—H2Y109.5
C11—C12—H12118.2H2X—O2W—H2Y109.5
C6—C1—C2—C34.4 (5)C14—C10—C11—C121.1 (5)
N1—C1—C2—C3174.5 (3)C9—C10—C11—C12172.2 (3)
C1—C2—C3—C42.4 (5)C10—C11—C12—N20.4 (6)
C2—C3—C4—C50.8 (5)N2—C13—C14—C101.5 (5)
C2—C3—C4—C8178.4 (3)C11—C10—C14—C130.2 (5)
C3—C4—C5—C62.1 (5)C9—C10—C14—C13173.4 (3)
C8—C4—C5—C6179.5 (3)O5—C9—N1—C13.5 (6)
C3—C4—C5—C7177.3 (3)C10—C9—N1—C1176.3 (3)
C8—C4—C5—C70.2 (5)C2—C1—N1—C9144.5 (4)
C4—C5—C6—C10.1 (5)C6—C1—N1—C936.6 (6)
C7—C5—C6—C1179.2 (3)C11—C12—N2—C131.2 (5)
C2—C1—C6—C53.1 (5)C11—C12—N2—Ni1i173.1 (3)
N1—C1—C6—C5175.8 (3)C14—C13—N2—C122.2 (5)
C6—C5—C7—O437.6 (5)C14—C13—N2—Ni1i172.2 (3)
C4—C5—C7—O4141.8 (4)O2—C8—O1—Ni1140.8 (3)
C6—C5—C7—O3142.2 (3)C4—C8—O1—Ni142.9 (5)
C4—C5—C7—O338.4 (5)O1W—Ni1—O1—C8151.9 (4)
C3—C4—C8—O2108.2 (4)O2W—Ni1—O1—C821.7 (4)
C5—C4—C8—O269.3 (5)O3ii—Ni1—O1—C8110.5 (4)
C3—C4—C8—O168.4 (4)N2iv—Ni1—O1—C864.1 (4)
C5—C4—C8—O1114.1 (4)O1—C8—O2—Ni1v132.2 (3)
O5—C9—C10—C11138.4 (4)C4—C8—O2—Ni1v44.0 (5)
N1—C9—C10—C1141.4 (5)O4—C7—O3—Ni1ii31.4 (6)
O5—C9—C10—C1434.8 (6)C5—C7—O3—Ni1ii148.8 (2)
N1—C9—C10—C14145.4 (4)
Symmetry codes: (i) x1/2, y+1/2, z+1/2; (ii) x+1, y+1, z; (iii) x+1, y, z; (iv) x+1/2, y+1/2, z1/2; (v) x1, y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O5iv0.862.173.011 (4)167
O1W—H1X···O4vi0.851.922.762 (3)169
O1W—H1Y···O1vii0.961.932.775 (3)146
O2W—H2X···O30.962.032.748 (3)130
O2W—H2X···O1ii0.962.253.055 (3)141
O2W—H2Y···O2ii0.962.392.923 (4)114
O2W—H2Y···O4iii0.962.493.350 (4)148
Symmetry codes: (ii) x+1, y+1, z; (iii) x+1, y, z; (iv) x+1/2, y+1/2, z1/2; (vi) x+1, y, z1; (vii) x+1, y+1, z1.

Experimental details

Crystal data
Chemical formula[Ni(C14H8N2O5)(H2O)2]
Mr378.97
Crystal system, space groupMonoclinic, P21/n
Temperature (K)291
a, b, c (Å)6.5322 (8), 30.456 (4), 7.2856 (7)
β (°) 91.223 (3)
V3)1449.1 (3)
Z4
Radiation typeMo Kα
µ (mm1)1.38
Crystal size (mm)0.22 × 0.14 × 0.08
Data collection
DiffractometerBruker SMART APEX CCD
diffractometer
Absorption correctionMulti-scan
(SADABS; Bruker, 2001)
Tmin, Tmax0.751, 0.898
No. of measured, independent and
observed [I > 2σ(I)] reflections
7738, 2810, 2379
Rint0.010
(sin θ/λ)max1)0.616
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.059, 0.147, 1.05
No. of reflections2810
No. of parameters217
H-atom treatmentH-atom parameters constrained
Δρmax, Δρmin (e Å3)0.62, 0.57

Computer programs: SMART (Bruker, 2007), SAINT (Bruker, 2007), SHELXTL (Sheldrick, 2008).

Selected geometric parameters (Å, º) top
N2—Ni1i2.332 (3)Ni1—O3ii2.184 (2)
Ni1—O1W2.095 (3)Ni1—O2iii2.213 (3)
Ni1—O2W2.155 (2)Ni1—O12.239 (3)
O1W—Ni1—O2W173.16 (9)O3ii—Ni1—O184.10 (9)
O1W—Ni1—O3ii97.73 (9)O2iii—Ni1—O1174.69 (9)
O2W—Ni1—O3ii88.88 (9)O1W—Ni1—N2iv87.71 (10)
O1W—Ni1—O2iii89.94 (10)O2W—Ni1—N2iv85.84 (10)
O2W—Ni1—O2iii88.22 (9)O3ii—Ni1—N2iv172.97 (10)
O3ii—Ni1—O2iii90.59 (9)O2iii—Ni1—N2iv93.87 (9)
O1W—Ni1—O190.89 (10)O1—Ni1—N2iv91.40 (9)
O2W—Ni1—O191.54 (9)
Symmetry codes: (i) x1/2, y+1/2, z+1/2; (ii) x+1, y+1, z; (iii) x+1, y, z; (iv) x+1/2, y+1/2, z1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
N1—H1···O5iv0.862.173.011 (4)167
O1W—H1X···O4v0.851.922.762 (3)169
O1W—H1Y···O1vi0.961.932.775 (3)146
O2W—H2X···O30.962.032.748 (3)130
O2W—H2X···O1ii0.962.253.055 (3)141
O2W—H2Y···O2ii0.962.392.923 (4)114
O2W—H2Y···O4iii0.962.493.350 (4)148
Symmetry codes: (ii) x+1, y+1, z; (iii) x+1, y, z; (iv) x+1/2, y+1/2, z1/2; (v) x+1, y, z1; (vi) x+1, y+1, z1.
 

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