Buy article online - an online subscription or single-article purchase is required to access this article.
Download citation
Download citation
link to html
The title compound, [Zn(C7H4NO4)2(C12H8N2)(H2O)], has been synthesized. X-Ray analysis reveals that it is a neutral zinc(II) mononuclear carboxyl­ate complex based on mixed N- and O-donor ligands. The Zn atom is five-coordinate in a distorted trigonal–bipyramidal coordination environment involving two O atoms of two monodentate 2-nitro­benzoate mol­ecules, two N atoms of a 1,10-phenanthroline mol­ecule and one O atom of a water mol­ecule. The axial positions are occupied by a carboxyl­ate O atom from the 2-nitro­benzoate ligand and an N atom from the 1,10-phenanthroline ligand [N—Zn—O = 167.66 (9)°].

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S0108270104018165/dn1058sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S0108270104018165/dn1058Isup2.hkl
Contains datablock I

CCDC reference: 251297

Comment top

Aromatic carboxylic acids have been used extensively in medicine as non-steroidal anti-inflammatory drugs (Stuhlmeier et al., 1999; Emery et al., 2002). The carboxylate ligand can coordinate with metal ions that can have synergetic or antagonistic effects on biological activity. Anti-inflammatory and antibacterial activity of some metal complexes has been found to be higher than that in the parent carboxylic acids (Dendrinou-Samara et al., 1998). Furthermore, the antibacterial effect of some drugs is enhanced when they coordinate with metal ions (Chohan & Sherazi, 1997). It is therefore very important to study the structure and bonding relationships of such complexes, in order to synthesize highly effective antimicrobial species. Recently, we have paid special attention to studying the interactions of aromatic carboxylic acids with zinc, which is a very important element to human beings. Zinc has been known to regulate biological activity in more than 300 metalloenzymes,and zinc and its complexes have antibacterial and antiviral activities (Korant et al., 1974; Simo et al., 2000; Clercq, 1997). Zinc may also act as an antisickling agent and play a very important role in the prevention of pain crisis in sickle-cell disease. To date, zinc has successfully been used in the treatment of several diseases (Cunnane, 1998); a complex of zinc(II) acetate with erythromycin has been used successfully in clinical medicine for acne therapy (Hoogdalem, 1998), and some aliphatic carboxylic acid zinc(II) complexes containing additional N-donor ligands have been found to exhibit some biological activity (Zelenak et al., 2002). In the present study, we report the synthesis and crystal structure of the title complex, (I). The biological activity of (I) against common bacterial strains is to be investigated.

To the best of our knowledge, (I) is the only reported zinc complex containing 2-nitrobenzoate as ligand. Selected geometric parameters are listed in Table 1. As shown in Fig. 1, (I) is a mononuclear neutral zinc(II) complex in which the carboxylate group exhibits a monodentate coordination mode. By contrast, in the mononuclear zinc complex of diaquabis(4-nitrobenzoato)zinc(II), each carboxylate ligand forms a primary and a secondary Zn—O bond (Necefoglu et al., 2001). The Zn ion in (I) is coordinated by two O atoms from two monodentate 2-nitrobenzoate ligands (O1 and O5), two N atoms from the 1,10-phenanthroline (phen) ligand (N1 and N2) and one O atom from the water molecule (O9), and exhibits distorted trigonal-bipyramidal coordination. The trigonal base plane is defined by atom N2 from the phen ligand, atom O5 from the 2-nitrobenzoate ligand and atom O9 from the water molecule. Atom O1 from the 2-nitrobenzoate ligand and atom N1 from the phen ligand occupy the axial positions (O1—Zn—N1 = 167.70°). The Zn—O5 distance [1.995 (2) Å] is shorter than the Zn—O1 distance [2.080 (2) Å]. The Zn—O1 and Zn—O5 distances are both shorter than those observed in some benzoic acid zinc complexes containing N-donor ligands (Zelenak et al., 2004). The distance of atoms Zn and O9 from the coordinated water molecule is 2.046 (2) Å, which is in agreement with the distance (2.053 Å) in the related complex catena-[bis[(µ-Terephthalato)-aqua-(1,10-phenanthroline)zinc]] (Sun et al., 2001). It has been found that many hydrolytic enzymes contain a zinc(II) ion in the active site because zinc-bound water or hydroxide is an excellent nucleophilic agent (Jiang & Guo, 2004). The mean Zn—N distance in (I) [2.132 (s.u.?) Å] is simliar to that in the zinc complex [Zn(SO4)(C12H8N2)(H2O)3]·H2O (2.135 Å; Harvey et al., 2000) but shorter than that in [Zn(C12H8N2)2(H2O)2]SO4·6H2O (2.171 Å; Hu & Liu, 1991). The five-membered chelate ring is nearly planar, with, however, a slight bending [2.2 (s.u.?)°] between the phenanthroline and N2/Zn/N1 planes.

A strong intermolecular hydrogen bond exists, involving the uncoordinated atom O6 of the carboxylate group as an acceptor and atom O9 of the coordinated water molecule as a donor (Table 2), resulting in the formation of dimer (Fig. 2). There is also an intramolecular hydrogen bond between the other H atom of the water molecule and the uncoordinated atom O2 of the other carboxylate group (Table 2).

Experimental top

A water/methanol (1:1, v/v) solution (3 ml) of Zn(Ac)2·2H2O (0.0657 g, 0.3 mmol) was added to a water/methanol (1:1, v/v) solution (3 ml) of 2-nitrobenzoic acid (0.1000 g, 0.6 mmol), NaOH (0.0238 g, 0.6 mmol) and 1,10-phenanthroline (0.593 g, 0.3 mmol). White powder was obtained after several days and then recrystallized with a mixed solvent composed of DMF, methanol and water (1:1:1, v/v/v); white block-shaped crystals were obtained after several days. (Yield 48%.) Analysis calculated for C26H18N4O9Zn: C 52.41, H 3.05, N 9.40%; found: C 52.52, H 2.97, N 9.49%.

Refinement top

All H atoms attached to C atoms were positioned geometrically, with C—H distances of 0.93 Å and Uiso(H) values of 1.2Ueq(C). The H atoms of the water molecules were found in a difference Fourier synthesis and their coordinates were refined using restraints [O—H= 0.85 (2) Å and H···H = 1.39 (2) Å], a Uiso(H) value of 1.5Ueq(O9).

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SMART and SAINT (Siemens, 1994); data reduction: XPREP in SHELXTL (Siemens, 1994); program(s) used to solve structure: SHELXTL; program(s) used to refine structure: SHELXTL; molecular graphics: ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXTL.

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), with the atom-numbering scheme. Displacement ellipsoids for non-H atoms are shown at the 50% probability level.
[Figure 2] Fig. 2. A view of the dimer built from intermolecular O—H···O hydrogen bonding. Ellipsoids are shown at the 30% probability level. [Symmetry code: (i) −x, −y, −z.]
Aquabis(2-nitrobenzoato-kO)(1,10-phenanthroline-k2N,N')zinc(II) top
Crystal data top
[Zn(C7H4NO4)2(C12H8N2)(H2O)]Z = 2
Mr = 595.81F(000) = 608
Triclinic, P1Dx = 1.603 Mg m3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 10.1418 (5) ÅCell parameters from 4336 reflections
b = 11.3396 (6) Åθ = 1.8–25.1°
c = 11.9874 (6) ŵ = 1.06 mm1
α = 97.422 (1)°T = 293 K
β = 104.139 (1)°Block, white
γ = 108.644 (1)°0.76 × 0.32 × 0.12 mm
V = 1234.03 (11) Å3
Data collection top
Siemens SMART CCD
diffractometer
4261 independent reflections
Radiation source: fine-focus sealed tube3775 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.022
ϕ and ω scansθmax = 25.1°, θmin = 1.8°
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
h = 1111
Tmin = 0.669, Tmax = 0.891k = 1311
6301 measured reflectionsl = 1214
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)] = 0.044Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.105H atoms treated by a mixture of independent and constrained refinement
S = 1.13 w = 1/[σ2(Fo2) + (0.0341P)2 + 1.5531P]
where P = (Fo2 + 2Fc2)/3
4261 reflections(Δ/σ)max < 0.001
367 parametersΔρmax = 0.31 e Å3
3 restraintsΔρmin = 0.49 e Å3
Crystal data top
[Zn(C7H4NO4)2(C12H8N2)(H2O)]γ = 108.644 (1)°
Mr = 595.81V = 1234.03 (11) Å3
Triclinic, P1Z = 2
a = 10.1418 (5) ÅMo Kα radiation
b = 11.3396 (6) ŵ = 1.06 mm1
c = 11.9874 (6) ÅT = 293 K
α = 97.422 (1)°0.76 × 0.32 × 0.12 mm
β = 104.139 (1)°
Data collection top
Siemens SMART CCD
diffractometer
4261 independent reflections
Absorption correction: empirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
3775 reflections with I > 2σ(I)
Tmin = 0.669, Tmax = 0.891Rint = 0.022
6301 measured reflections
Refinement top
R[F2 > 2σ(F2)] = 0.0443 restraints
wR(F2) = 0.105H atoms treated by a mixture of independent and constrained refinement
S = 1.13Δρmax = 0.31 e Å3
4261 reflectionsΔρmin = 0.49 e Å3
367 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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn0.20199 (4)0.38251 (3)0.55805 (3)0.03530 (13)
O10.1362 (2)0.5036 (2)0.6585 (2)0.0437 (6)
O20.3284 (3)0.6798 (2)0.6788 (2)0.0555 (7)
O30.4828 (3)0.8104 (3)0.9296 (3)0.0756 (10)
O40.4558 (3)0.9628 (3)0.8476 (3)0.0723 (9)
O50.3456 (2)0.3791 (2)0.70372 (19)0.0386 (5)
O60.5209 (3)0.4613 (3)0.6246 (2)0.0527 (7)
O70.5773 (4)0.2379 (3)0.7085 (3)0.0806 (10)
O80.8016 (4)0.2793 (4)0.8046 (4)0.1019 (13)
O90.2626 (2)0.5230 (2)0.4695 (2)0.0399 (5)
H910.297 (4)0.582 (3)0.532 (2)0.060*
H920.330 (3)0.522 (4)0.440 (3)0.060*
N10.2213 (3)0.2388 (2)0.4309 (2)0.0379 (6)
N20.0070 (3)0.2417 (2)0.5053 (2)0.0360 (6)
N30.4080 (3)0.8640 (3)0.8797 (3)0.0511 (8)
N40.6889 (4)0.3014 (3)0.7878 (3)0.0579 (9)
C10.3340 (4)0.2390 (4)0.3936 (3)0.0491 (9)
H10.41980.31060.42290.059*
C20.3305 (5)0.1368 (4)0.3124 (4)0.0576 (10)
H20.41170.14150.28760.069*
C30.2068 (5)0.0304 (4)0.2704 (3)0.0554 (10)
H30.20380.03930.21810.067*
C40.0835 (4)0.0260 (3)0.3060 (3)0.0432 (8)
C50.0519 (5)0.0802 (3)0.2650 (3)0.0553 (10)
H50.06070.15230.21250.066*
C60.1679 (5)0.0781 (3)0.3010 (4)0.0567 (10)
H60.25530.14820.27180.068*
C70.1584 (4)0.0303 (3)0.3834 (3)0.0430 (8)
C80.2742 (4)0.0392 (4)0.4247 (4)0.0542 (10)
H80.36440.02760.39770.065*
C90.2543 (4)0.1456 (4)0.5043 (4)0.0546 (10)
H90.33010.15170.53260.066*
C100.1185 (4)0.2453 (3)0.5425 (3)0.0468 (8)
H100.10570.31770.59660.056*
C110.0255 (3)0.1363 (3)0.4268 (3)0.0347 (7)
C120.0963 (4)0.1330 (3)0.3869 (3)0.0372 (7)
C130.1610 (3)0.6933 (3)0.7830 (3)0.0337 (7)
C140.0144 (4)0.6491 (3)0.7767 (3)0.0388 (7)
H140.04830.57190.72520.047*
C150.0411 (4)0.7169 (3)0.8452 (3)0.0452 (8)
H150.13990.68510.83900.054*
C160.0499 (4)0.8314 (4)0.9225 (3)0.0531 (9)
H160.01250.87630.96890.064*
C170.1968 (4)0.8795 (3)0.9312 (3)0.0482 (9)
H170.25880.95720.98240.058*
C180.2492 (4)0.8099 (3)0.8624 (3)0.0389 (7)
C190.2153 (4)0.6206 (3)0.7009 (3)0.0369 (7)
C200.5880 (3)0.4677 (3)0.8298 (3)0.0341 (7)
C210.6899 (4)0.4119 (3)0.8672 (3)0.0414 (8)
C220.7923 (4)0.4552 (4)0.9782 (3)0.0556 (10)
H220.85940.41611.00040.067*
C230.7931 (5)0.5568 (4)1.0552 (3)0.0603 (11)
H230.85990.58601.13060.072*
C240.6951 (4)0.6149 (4)1.0203 (3)0.0566 (10)
H240.69660.68411.07210.068*
C250.5936 (4)0.5714 (3)0.9083 (3)0.0453 (8)
H250.52860.61250.88590.054*
C260.4783 (3)0.4303 (3)0.7084 (3)0.0347 (7)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn0.0316 (2)0.0302 (2)0.0334 (2)0.00560 (15)0.00385 (15)0.00240 (15)
O10.0392 (13)0.0314 (12)0.0489 (14)0.0052 (10)0.0121 (11)0.0074 (10)
O20.0486 (15)0.0417 (14)0.0601 (16)0.0024 (12)0.0261 (13)0.0122 (12)
O30.0498 (17)0.0618 (18)0.097 (2)0.0261 (15)0.0040 (16)0.0091 (17)
O40.0564 (18)0.0535 (18)0.087 (2)0.0029 (14)0.0247 (16)0.0015 (16)
O50.0294 (12)0.0403 (12)0.0360 (12)0.0050 (10)0.0052 (9)0.0037 (10)
O60.0443 (14)0.0705 (17)0.0359 (13)0.0093 (13)0.0144 (11)0.0125 (12)
O70.065 (2)0.0515 (17)0.097 (2)0.0169 (15)0.0039 (18)0.0252 (17)
O80.089 (3)0.101 (3)0.117 (3)0.069 (2)0.003 (2)0.005 (2)
O90.0396 (13)0.0382 (13)0.0368 (13)0.0119 (10)0.0083 (10)0.0030 (10)
N10.0385 (15)0.0334 (14)0.0334 (14)0.0079 (12)0.0075 (12)0.0008 (11)
N20.0306 (14)0.0318 (14)0.0383 (15)0.0078 (11)0.0044 (11)0.0041 (11)
N30.0435 (17)0.0423 (18)0.0515 (19)0.0091 (15)0.0090 (15)0.0160 (15)
N40.061 (2)0.0448 (18)0.067 (2)0.0255 (17)0.0109 (18)0.0087 (16)
C10.042 (2)0.046 (2)0.050 (2)0.0102 (16)0.0130 (17)0.0024 (17)
C20.062 (3)0.056 (2)0.054 (2)0.020 (2)0.026 (2)0.0015 (19)
C30.076 (3)0.043 (2)0.045 (2)0.023 (2)0.018 (2)0.0018 (17)
C40.056 (2)0.0310 (17)0.0353 (18)0.0147 (15)0.0046 (16)0.0027 (14)
C50.071 (3)0.0280 (17)0.045 (2)0.0058 (17)0.0022 (19)0.0040 (15)
C60.058 (2)0.0291 (18)0.055 (2)0.0040 (17)0.0010 (19)0.0001 (16)
C70.0415 (19)0.0310 (17)0.0404 (18)0.0017 (14)0.0016 (15)0.0105 (14)
C80.0356 (19)0.047 (2)0.062 (2)0.0010 (16)0.0045 (17)0.0128 (19)
C90.036 (2)0.052 (2)0.067 (3)0.0079 (17)0.0132 (18)0.012 (2)
C100.0390 (19)0.0426 (19)0.053 (2)0.0133 (16)0.0100 (16)0.0044 (16)
C110.0398 (17)0.0252 (15)0.0311 (16)0.0090 (13)0.0009 (13)0.0053 (12)
C120.0444 (19)0.0291 (16)0.0285 (16)0.0096 (14)0.0010 (14)0.0036 (13)
C130.0380 (17)0.0309 (16)0.0287 (15)0.0122 (13)0.0056 (13)0.0050 (13)
C140.0385 (18)0.0350 (17)0.0380 (18)0.0106 (14)0.0068 (14)0.0085 (14)
C150.0400 (19)0.051 (2)0.049 (2)0.0186 (16)0.0152 (16)0.0150 (17)
C160.055 (2)0.058 (2)0.054 (2)0.0297 (19)0.0239 (19)0.0044 (19)
C170.052 (2)0.0404 (19)0.045 (2)0.0160 (17)0.0119 (17)0.0067 (16)
C180.0380 (18)0.0360 (17)0.0366 (17)0.0119 (14)0.0071 (14)0.0000 (14)
C190.0386 (18)0.0354 (17)0.0293 (16)0.0123 (15)0.0035 (13)0.0021 (13)
C200.0277 (15)0.0334 (16)0.0339 (16)0.0030 (13)0.0089 (13)0.0043 (13)
C210.0399 (18)0.0375 (18)0.0429 (19)0.0089 (15)0.0111 (15)0.0126 (15)
C220.045 (2)0.062 (2)0.049 (2)0.0121 (18)0.0021 (17)0.022 (2)
C230.054 (2)0.067 (3)0.0324 (19)0.002 (2)0.0008 (17)0.0080 (19)
C240.055 (2)0.056 (2)0.039 (2)0.0012 (19)0.0147 (18)0.0071 (18)
C250.0381 (18)0.048 (2)0.0429 (19)0.0132 (16)0.0110 (15)0.0029 (16)
C260.0358 (17)0.0296 (16)0.0327 (17)0.0084 (13)0.0076 (14)0.0014 (13)
Geometric parameters (Å, º) top
Zn—O51.996 (2)C6—H60.9300
Zn—O92.043 (2)C7—C81.408 (5)
Zn—O12.081 (2)C7—C111.412 (4)
Zn—N22.089 (3)C8—C91.363 (6)
Zn—N12.174 (3)C8—H80.9300
O1—C191.267 (4)C9—C101.396 (5)
O2—C191.240 (4)C9—H90.9300
O3—N31.212 (4)C10—H100.9300
O4—N31.222 (4)C11—C121.439 (5)
O5—C261.268 (4)C13—C141.388 (5)
O6—C261.234 (4)C13—C181.399 (4)
O7—N41.217 (4)C13—C191.516 (4)
O8—N41.222 (4)C14—C151.386 (5)
O9—H910.850 (18)C14—H140.9300
O9—H920.846 (18)C15—C161.378 (5)
N1—C11.325 (4)C15—H150.9300
N1—C121.365 (4)C16—C171.385 (5)
N2—C101.322 (4)C16—H160.9300
N2—C111.352 (4)C17—C181.379 (5)
N3—C181.479 (4)C17—H170.9300
N4—C211.467 (5)C20—C251.385 (5)
C1—C21.399 (5)C20—C211.391 (5)
C1—H10.9300C20—C261.512 (4)
C2—C31.360 (6)C21—C221.386 (5)
C2—H20.9300C22—C231.376 (6)
C3—C41.405 (6)C22—H220.9300
C3—H30.9300C23—C241.373 (6)
C4—C121.402 (5)C23—H230.9300
C4—C51.427 (5)C24—C251.390 (5)
C5—C61.354 (6)C24—H240.9300
C5—H50.9300C25—H250.9300
C6—C71.435 (5)
O5—Zn—O9119.42 (9)C10—C9—H9120.6
O5—Zn—O190.25 (9)N2—C10—C9123.1 (3)
O9—Zn—O187.88 (10)N2—C10—H10118.5
O5—Zn—N2117.54 (10)C9—C10—H10118.5
O9—Zn—N2123.02 (10)N2—C11—C7122.7 (3)
O1—Zn—N290.91 (10)N2—C11—C12118.1 (3)
O5—Zn—N199.73 (10)C7—C11—C12119.1 (3)
O9—Zn—N193.45 (10)N1—C12—C4123.0 (3)
O1—Zn—N1167.66 (9)N1—C12—C11116.5 (3)
N2—Zn—N178.07 (10)C4—C12—C11120.6 (3)
C19—O1—Zn121.5 (2)C14—C13—C18116.2 (3)
C26—O5—Zn114.7 (2)C14—C13—C19120.1 (3)
Zn—O9—H9194 (3)C18—C13—C19123.6 (3)
Zn—O9—H92115 (3)C15—C14—C13121.8 (3)
H91—O9—H92110 (3)C15—C14—H14119.1
C1—N1—C12117.6 (3)C13—C14—H14119.1
C1—N1—Zn130.0 (2)C16—C15—C14120.1 (3)
C12—N1—Zn112.4 (2)C16—C15—H15119.9
C10—N2—C11118.4 (3)C14—C15—H15119.9
C10—N2—Zn126.7 (2)C15—C16—C17120.1 (3)
C11—N2—Zn114.8 (2)C15—C16—H16119.9
O3—N3—O4124.4 (4)C17—C16—H16119.9
O3—N3—C18117.6 (3)C18—C17—C16118.6 (3)
O4—N3—C18117.8 (3)C18—C17—H17120.7
O7—N4—O8123.6 (4)C16—C17—H17120.7
O7—N4—C21118.6 (3)C17—C18—C13123.3 (3)
O8—N4—C21117.8 (3)C17—C18—N3115.8 (3)
N1—C1—C2123.3 (3)C13—C18—N3120.9 (3)
N1—C1—H1118.4O2—C19—O1126.2 (3)
C2—C1—H1118.4O2—C19—C13118.3 (3)
C3—C2—C1119.1 (4)O1—C19—C13115.5 (3)
C3—C2—H2120.5C25—C20—C21117.1 (3)
C1—C2—H2120.5C25—C20—C26117.2 (3)
C2—C3—C4119.9 (3)C21—C20—C26125.6 (3)
C2—C3—H3120.1C22—C21—C20122.5 (3)
C4—C3—H3120.1C22—C21—N4118.0 (3)
C12—C4—C3117.2 (3)C20—C21—N4119.5 (3)
C12—C4—C5118.8 (4)C23—C22—C21119.0 (4)
C3—C4—C5124.0 (3)C23—C22—H22120.5
C6—C5—C4121.4 (3)C21—C22—H22120.5
C6—C5—H5119.3C24—C23—C22119.7 (3)
C4—C5—H5119.3C24—C23—H23120.1
C5—C6—C7121.1 (3)C22—C23—H23120.1
C5—C6—H6119.4C23—C24—C25120.8 (4)
C7—C6—H6119.4C23—C24—H24119.6
C8—C7—C11116.7 (3)C25—C24—H24119.6
C8—C7—C6124.3 (3)C20—C25—C24120.8 (4)
C11—C7—C6119.0 (3)C20—C25—H25119.6
C9—C8—C7120.2 (3)C24—C25—H25119.6
C9—C8—H8119.9O6—C26—O5124.9 (3)
C7—C8—H8119.9O6—C26—C20119.1 (3)
C8—C9—C10118.9 (4)O5—C26—C20115.7 (3)
C8—C9—H9120.6
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O9—H91···O20.85 (2)1.85 (3)2.678 (3)163 (4)
O9—H92···O6i0.85 (2)1.83 (4)2.671 (3)174 (4)
Symmetry code: (i) x+1, y+1, z+1.

Experimental details

Crystal data
Chemical formula[Zn(C7H4NO4)2(C12H8N2)(H2O)]
Mr595.81
Crystal system, space groupTriclinic, P1
Temperature (K)293
a, b, c (Å)10.1418 (5), 11.3396 (6), 11.9874 (6)
α, β, γ (°)97.422 (1), 104.139 (1), 108.644 (1)
V3)1234.03 (11)
Z2
Radiation typeMo Kα
µ (mm1)1.06
Crystal size (mm)0.76 × 0.32 × 0.12
Data collection
DiffractometerSiemens SMART CCD
diffractometer
Absorption correctionEmpirical (using intensity measurements)
(SADABS; Sheldrick, 1996)
Tmin, Tmax0.669, 0.891
No. of measured, independent and
observed [I > 2σ(I)] reflections
6301, 4261, 3775
Rint0.022
(sin θ/λ)max1)0.596
Refinement
R[F2 > 2σ(F2)], wR(F2), S 0.044, 0.105, 1.13
No. of reflections4261
No. of parameters367
No. of restraints3
H-atom treatmentH atoms treated by a mixture of independent and constrained refinement
Δρmax, Δρmin (e Å3)0.31, 0.49

Computer programs: SMART (Siemens, 1996), SMART and SAINT (Siemens, 1994), XPREP in SHELXTL (Siemens, 1994), SHELXTL, ORTEPIII (Burnett & Johnson, 1996) and ORTEP-3 for Windows (Farrugia, 1997).

Selected geometric parameters (Å, º) top
Zn—O51.996 (2)Zn—N22.089 (3)
Zn—O92.043 (2)Zn—N12.174 (3)
Zn—O12.081 (2)
O5—Zn—O9119.42 (9)O1—Zn—N290.91 (10)
O5—Zn—O190.25 (9)O5—Zn—N199.73 (10)
O9—Zn—O187.88 (10)O9—Zn—N193.45 (10)
O5—Zn—N2117.54 (10)O1—Zn—N1167.66 (9)
O9—Zn—N2123.02 (10)N2—Zn—N178.07 (10)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O9—H91···O20.85 (2)1.85 (3)2.678 (3)163 (4)
O9—H92···O6i0.85 (2)1.83 (4)2.671 (3)174 (4)
Symmetry code: (i) x+1, y+1, z+1.
 

Subscribe to Acta Crystallographica Section C: Structural Chemistry

The full text of this article is available to subscribers to the journal.

If you have already registered and are using a computer listed in your registration details, please email support@iucr.org for assistance.

Buy online

You may purchase this article in PDF and/or HTML formats. For purchasers in the European Community who do not have a VAT number, VAT will be added at the local rate. Payments to the IUCr are handled by WorldPay, who will accept payment by credit card in several currencies. To purchase the article, please complete the form below (fields marked * are required), and then click on `Continue'.
E-mail address* 
Repeat e-mail address* 
(for error checking) 

Format*   PDF (US $40)
   HTML (US $40)
   PDF+HTML (US $50)
In order for VAT to be shown for your country javascript needs to be enabled.

VAT number 
(non-UK EC countries only) 
Country* 
 

Terms and conditions of use
Contact us

Follow Acta Cryst. C
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds