Two new mononuclear coordination compounds, bis{4-[(hydroxyimino)methyl]pyridinium} diaquabis(pyridine-2,5-dicarboxylato-κ2N,O2)zincate(II), (C6H7N2O)2[Zn(C7H3NO4)2(H2O)2], (1), and (pyridine-2,6-dicarboxylato-κ3O2,N,O6)bis[N-(pyridin-4-ylmethylidene-κN)hydroxylamine]zinc(II), [Zn(C7H3NO4)(C6H6N2O)2], (2), have been synthesized and characterized by single-crystal X-ray diffractometry. The centrosymmetric ZnII cation in (1) is octahedrally coordinated by two chelating pyridine-2,5-dicarboxylate ligands and by two water molecules in a distorted octahedral geometry. In (2), the ZnII cation is coordinated by a tridentate pyridine-2,6-dicarboxylate dianion and by two N-(pyridin-4-ylmethylidene)hydroxylamine molecules in a distorted C2-symmetric trigonal bipyramidal coordination geometry.
Supporting information
CCDC references: 1030174; 1030175
For both compounds, data collection: CrysAlis PRO (Agilent, 2011); cell refinement: CrysAlis PRO (Agilent, 2011); data reduction: CrysAlis PRO (Agilent, 2011); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: Mercury (Macrae et al., 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).
(cl_2372) Bis{4-[(hydroxyimino)methyl]pyridinium}
diaquabis[pyridine-2,5-dicarboxylato-
κ2N,
O2]zincate(II)
top
Crystal data top
(C6H7N2O)2[Zn(C7H3NO4)2(H2O)2] | F(000) = 696 |
Mr = 677.88 | Dx = 1.677 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 2019 reflections |
a = 7.2649 (3) Å | θ = 3.0–29.1° |
b = 10.6796 (3) Å | µ = 1.00 mm−1 |
c = 17.4288 (5) Å | T = 293 K |
β = 96.823 (3)° | Prism, colourless |
V = 1342.66 (8) Å3 | 0.40 × 0.30 × 0.12 mm |
Z = 2 | |
Data collection top
Agilent Xcalibur diffractometer with Eos detector | 2009 reflections with I > 2σ(I) |
Radiation source: Enhance (Mo) X-ray Source | Rint = 0.027 |
Graphite monochromator | θmax = 25.0°, θmin = 3.0° |
Absorption correction: multi-scan (CrysAlisPro; Agilent, 2011) | h = −6→8 |
Tmin = 0.692, Tmax = 0.890 | k = −8→12 |
4758 measured reflections | l = −18→20 |
2375 independent reflections | |
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)] = 0.034 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.091 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.00 | w = 1/[σ2(Fo2) + (0.046P)2 + 0.3978P] where P = (Fo2 + 2Fc2)/3 |
2375 reflections | (Δ/σ)max < 0.001 |
213 parameters | Δρmax = 0.26 e Å−3 |
0 restraints | Δρmin = −0.32 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 | |
Zn1 | 0.0000 | 1.0000 | 0.5000 | 0.03213 (16) | |
O1 | 0.1480 (2) | 0.87462 (16) | 0.57416 (9) | 0.0345 (4) | |
O2 | 0.1997 (2) | 0.67034 (17) | 0.59075 (9) | 0.0364 (4) | |
O3 | −0.2347 (3) | 0.7994 (2) | 0.20303 (10) | 0.0565 (6) | |
O4 | −0.1572 (3) | 0.59923 (19) | 0.20201 (9) | 0.0463 (5) | |
O5 | 0.6928 (3) | 0.62272 (18) | 0.56537 (9) | 0.0437 (5) | |
H5 | 0.7139 | 0.6677 | 0.6035 | 0.066* | |
N1 | −0.0158 (2) | 0.83978 (18) | 0.42997 (10) | 0.0244 (4) | |
N2 | 0.3206 (3) | 0.7544 (2) | 0.23171 (11) | 0.0329 (5) | |
H2 | 0.2725 | 0.7808 | 0.1872 | 0.039* | |
N3 | 0.6065 (2) | 0.6915 (2) | 0.50495 (11) | 0.0304 (5) | |
C1 | 0.1410 (3) | 0.7632 (2) | 0.55140 (12) | 0.0258 (5) | |
C2 | 0.0578 (3) | 0.7386 (2) | 0.46863 (12) | 0.0232 (5) | |
C3 | 0.0613 (3) | 0.6228 (2) | 0.43506 (12) | 0.0268 (5) | |
H3 | 0.1111 | 0.5543 | 0.4633 | 0.032* | |
C4 | −0.0109 (3) | 0.6094 (2) | 0.35803 (12) | 0.0271 (5) | |
H4 | −0.0097 | 0.5317 | 0.3340 | 0.032* | |
C5 | −0.0846 (3) | 0.7126 (2) | 0.31730 (12) | 0.0241 (5) | |
C6 | −0.0842 (3) | 0.8259 (2) | 0.35599 (12) | 0.0270 (5) | |
H6 | −0.1341 | 0.8956 | 0.3291 | 0.032* | |
C7 | −0.1647 (3) | 0.7033 (2) | 0.23321 (13) | 0.0292 (5) | |
C8 | 0.3419 (3) | 0.8343 (3) | 0.29097 (13) | 0.0342 (6) | |
H8 | 0.3013 | 0.9166 | 0.2840 | 0.041* | |
C9 | 0.4236 (3) | 0.7959 (2) | 0.36235 (13) | 0.0293 (5) | |
H9 | 0.4397 | 0.8519 | 0.4035 | 0.035* | |
C10 | 0.4817 (3) | 0.6725 (2) | 0.37234 (12) | 0.0256 (5) | |
C11 | 0.4506 (3) | 0.5914 (3) | 0.30967 (13) | 0.0313 (5) | |
H11 | 0.4833 | 0.5074 | 0.3154 | 0.038* | |
C12 | 0.3718 (3) | 0.6352 (3) | 0.23970 (14) | 0.0339 (6) | |
H12 | 0.3538 | 0.5813 | 0.1975 | 0.041* | |
C13 | 0.5728 (3) | 0.6227 (2) | 0.44512 (13) | 0.0297 (5) | |
H13 | 0.6071 | 0.5387 | 0.4479 | 0.036* | |
O1W | 0.2524 (3) | 1.05364 (19) | 0.44816 (11) | 0.0375 (4) | |
H1W | 0.215 (5) | 1.076 (4) | 0.397 (2) | 0.092 (13)* | |
H2W | 0.311 (4) | 1.107 (3) | 0.4665 (18) | 0.053 (11)* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0528 (3) | 0.0210 (2) | 0.0197 (2) | 0.00606 (17) | −0.00757 (17) | −0.00448 (16) |
O1 | 0.0539 (10) | 0.0251 (10) | 0.0208 (8) | 0.0039 (8) | −0.0105 (7) | −0.0035 (8) |
O2 | 0.0565 (11) | 0.0274 (10) | 0.0217 (8) | 0.0062 (8) | −0.0095 (7) | 0.0013 (8) |
O3 | 0.0982 (16) | 0.0419 (13) | 0.0233 (9) | 0.0129 (11) | −0.0183 (10) | −0.0019 (9) |
O4 | 0.0782 (13) | 0.0361 (12) | 0.0225 (9) | −0.0041 (10) | −0.0030 (8) | −0.0084 (9) |
O5 | 0.0701 (12) | 0.0344 (11) | 0.0216 (9) | 0.0110 (9) | −0.0155 (8) | −0.0009 (8) |
N1 | 0.0314 (10) | 0.0244 (11) | 0.0163 (9) | 0.0001 (8) | −0.0011 (7) | −0.0003 (8) |
N2 | 0.0363 (11) | 0.0409 (14) | 0.0193 (10) | −0.0015 (9) | −0.0056 (8) | 0.0045 (10) |
N3 | 0.0353 (11) | 0.0312 (12) | 0.0231 (10) | 0.0016 (9) | −0.0039 (8) | 0.0023 (9) |
C1 | 0.0296 (12) | 0.0283 (14) | 0.0186 (11) | 0.0024 (10) | −0.0009 (9) | 0.0001 (10) |
C2 | 0.0262 (11) | 0.0244 (12) | 0.0187 (11) | −0.0003 (9) | 0.0018 (8) | −0.0002 (10) |
C3 | 0.0333 (12) | 0.0239 (13) | 0.0224 (12) | 0.0024 (10) | −0.0005 (9) | 0.0021 (10) |
C4 | 0.0332 (12) | 0.0224 (13) | 0.0253 (12) | −0.0011 (10) | 0.0023 (9) | −0.0038 (10) |
C5 | 0.0273 (11) | 0.0262 (13) | 0.0184 (11) | −0.0031 (9) | 0.0012 (8) | −0.0022 (10) |
C6 | 0.0354 (12) | 0.0238 (13) | 0.0203 (11) | 0.0025 (10) | −0.0031 (9) | 0.0014 (10) |
C7 | 0.0372 (13) | 0.0311 (15) | 0.0188 (11) | −0.0055 (11) | 0.0009 (9) | −0.0015 (11) |
C8 | 0.0413 (14) | 0.0283 (14) | 0.0316 (13) | 0.0012 (11) | −0.0013 (10) | 0.0028 (12) |
C9 | 0.0356 (12) | 0.0302 (14) | 0.0210 (11) | −0.0003 (10) | −0.0018 (9) | −0.0023 (11) |
C10 | 0.0250 (11) | 0.0301 (13) | 0.0212 (11) | −0.0020 (9) | 0.0009 (9) | 0.0028 (10) |
C11 | 0.0389 (13) | 0.0281 (14) | 0.0257 (12) | 0.0019 (10) | −0.0006 (10) | −0.0024 (11) |
C12 | 0.0421 (14) | 0.0352 (15) | 0.0228 (12) | −0.0028 (11) | −0.0026 (10) | −0.0021 (11) |
C13 | 0.0361 (13) | 0.0281 (13) | 0.0231 (12) | 0.0015 (10) | −0.0037 (9) | 0.0007 (11) |
O1W | 0.0544 (12) | 0.0317 (11) | 0.0250 (10) | −0.0045 (10) | −0.0006 (8) | 0.0001 (9) |
Geometric parameters (Å, º) top
Zn1—O1i | 2.0712 (16) | N2—C8 | 1.335 (3) |
Zn1—O1 | 2.0712 (16) | N3—C13 | 1.276 (3) |
Zn1—N1 | 2.0969 (19) | C1—C2 | 1.519 (3) |
Zn1—N1i | 2.0970 (19) | C2—C3 | 1.371 (3) |
Zn1—O1W | 2.214 (2) | C3—C4 | 1.389 (3) |
Zn1—O1Wi | 2.214 (2) | C4—C5 | 1.384 (3) |
O1—C1 | 1.253 (3) | C5—C6 | 1.384 (3) |
O2—C1 | 1.251 (3) | C5—C7 | 1.515 (3) |
O3—C7 | 1.235 (3) | C8—C9 | 1.376 (3) |
O4—C7 | 1.241 (3) | C9—C10 | 1.388 (3) |
O5—N3 | 1.373 (2) | C10—C11 | 1.391 (3) |
N1—C6 | 1.334 (3) | C10—C13 | 1.460 (3) |
N1—C2 | 1.349 (3) | C11—C12 | 1.367 (3) |
N2—C12 | 1.329 (3) | | |
| | | |
O1i—Zn1—O1 | 180.00 (7) | O2—C1—C2 | 117.0 (2) |
O1i—Zn1—N1 | 100.13 (7) | O1—C1—C2 | 117.5 (2) |
O1—Zn1—N1 | 79.87 (7) | N1—C2—C3 | 122.41 (19) |
O1i—Zn1—N1i | 79.87 (7) | N1—C2—C1 | 115.2 (2) |
O1—Zn1—N1i | 100.13 (7) | C3—C2—C1 | 122.4 (2) |
N1—Zn1—N1i | 180.000 (1) | C2—C3—C4 | 118.8 (2) |
O1i—Zn1—O1W | 88.38 (7) | C5—C4—C3 | 119.5 (2) |
O1—Zn1—O1W | 91.62 (7) | C4—C5—C6 | 117.9 (2) |
N1—Zn1—O1W | 87.95 (7) | C4—C5—C7 | 121.6 (2) |
N1i—Zn1—O1W | 92.05 (7) | C6—C5—C7 | 120.5 (2) |
O1i—Zn1—O1Wi | 91.62 (7) | N1—C6—C5 | 123.2 (2) |
O1—Zn1—O1Wi | 88.38 (7) | O3—C7—O4 | 126.5 (2) |
N1—Zn1—O1Wi | 92.05 (7) | O3—C7—C5 | 116.7 (2) |
N1i—Zn1—O1Wi | 87.95 (7) | O4—C7—C5 | 116.8 (2) |
O1W—Zn1—O1Wi | 180.0 | N2—C8—C9 | 120.5 (2) |
C1—O1—Zn1 | 114.68 (14) | C8—C9—C10 | 119.3 (2) |
C6—N1—C2 | 118.3 (2) | C9—C10—C11 | 118.3 (2) |
C6—N1—Zn1 | 129.93 (16) | C9—C10—C13 | 123.7 (2) |
C2—N1—Zn1 | 111.81 (13) | C11—C10—C13 | 118.0 (2) |
C12—N2—C8 | 121.7 (2) | C12—C11—C10 | 119.9 (2) |
C13—N3—O5 | 110.1 (2) | N2—C12—C11 | 120.2 (2) |
O2—C1—O1 | 125.5 (2) | N3—C13—C10 | 121.6 (2) |
Symmetry code: (i) −x, −y+2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5···O3ii | 0.82 | 1.77 | 2.535 (2) | 156 |
N2—H2···O2iii | 0.86 | 1.78 | 2.635 (2) | 173 |
N2—H2···O1iii | 0.86 | 2.65 | 3.193 (2) | 122 |
O1W—H1W···O4iv | 0.94 (4) | 1.74 (4) | 2.671 (2) | 173 (4) |
O1W—H2W···N3v | 0.76 (3) | 2.27 (3) | 2.988 (3) | 157 (3) |
Symmetry codes: (ii) x+1, −y+3/2, z+1/2; (iii) x, −y+3/2, z−1/2; (iv) −x, y+1/2, −z+1/2; (v) −x+1, −y+2, −z+1. |
(cl_2371) (Pyridine-2,6-dicarboxylato-
κ3O2,
N,
O6)bis[
N-(pyridin-4-ylmethylidene)hydroxylamine-
κN1]zinc(II)
top
Crystal data top
[Zn(C7H3NO4)(C6H6N2O)2] | F(000) = 968 |
Mr = 474.73 | Dx = 1.639 Mg m−3 |
Orthorhombic, Pbcn | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2n 2ab | Cell parameters from 1593 reflections |
a = 6.7644 (2) Å | θ = 3.0–29.0° |
b = 18.5124 (5) Å | µ = 1.33 mm−1 |
c = 15.3595 (6) Å | T = 293 K |
V = 1923.40 (11) Å3 | Block, colourless |
Z = 4 | 0.35 × 0.25 × 0.25 mm |
Data collection top
Agilent Xcalibur diffractometer with Eos detector | 1693 independent reflections |
Radiation source: Enhance (Mo) X-ray Source | 1390 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.023 |
Detector resolution: 15.9914 pixels mm-1 | θmax = 25.0°, θmin = 3.2° |
Absorption correction: multi-scan (CrysAlis PRO; Agilent, 2011) | h = −8→4 |
Tmin = 0.654, Tmax = 0.733 | k = −22→12 |
4548 measured reflections | l = −18→10 |
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)] = 0.032 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.083 | H-atom parameters constrained |
S = 1.00 | w = 1/[σ2(Fo2) + (0.043P)2 + 0.5499P] where P = (Fo2 + 2Fc2)/3 |
1693 reflections | (Δ/σ)max < 0.001 |
142 parameters | Δρmax = 0.24 e Å−3 |
0 restraints | Δρmin = −0.26 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 | |
Zn1 | 0.0000 | 0.31494 (2) | 0.2500 | 0.04058 (17) | |
O1 | 0.7094 (3) | 0.05551 (11) | −0.06470 (13) | 0.0628 (6) | |
H1 | 0.8256 | 0.0627 | −0.0771 | 0.094* | |
O2 | 0.2647 (2) | 0.34129 (10) | 0.32226 (12) | 0.0486 (4) | |
O3 | 0.4386 (3) | 0.43657 (12) | 0.36843 (14) | 0.0694 (6) | |
N1 | 0.1395 (3) | 0.24930 (10) | 0.16438 (14) | 0.0402 (5) | |
N2 | 0.6391 (3) | 0.11239 (12) | −0.01473 (14) | 0.0460 (5) | |
N3 | 0.0000 | 0.42277 (15) | 0.2500 | 0.0342 (6) | |
C1 | 0.3293 (3) | 0.26191 (13) | 0.14281 (17) | 0.0460 (7) | |
H1A | 0.3909 | 0.3029 | 0.1650 | 0.055* | |
C2 | 0.4356 (3) | 0.21708 (14) | 0.08958 (17) | 0.0427 (6) | |
H2 | 0.5652 | 0.2287 | 0.0750 | 0.051* | |
C3 | 0.3506 (3) | 0.15458 (14) | 0.05753 (15) | 0.0386 (6) | |
C4 | 0.1531 (3) | 0.14219 (14) | 0.07819 (18) | 0.0467 (7) | |
H4 | 0.0886 | 0.1016 | 0.0566 | 0.056* | |
C5 | 0.0544 (4) | 0.19001 (14) | 0.13039 (19) | 0.0472 (7) | |
H5 | −0.0778 | 0.1811 | 0.1430 | 0.057* | |
C6 | 0.4585 (3) | 0.10206 (15) | 0.00495 (17) | 0.0450 (6) | |
H6 | 0.3946 | 0.0606 | −0.0144 | 0.054* | |
C8 | 0.1482 (3) | 0.45774 (13) | 0.28816 (15) | 0.0375 (6) | |
C9 | 0.1529 (4) | 0.53201 (14) | 0.28938 (18) | 0.0521 (7) | |
H9 | 0.2563 | 0.5567 | 0.3160 | 0.062* | |
C10 | 0.0000 | 0.5690 (2) | 0.2500 | 0.0593 (12) | |
H10 | 0.0000 | 0.6192 | 0.2500 | 0.071* | |
C7 | 0.2989 (3) | 0.40795 (15) | 0.32989 (16) | 0.0441 (6) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Zn1 | 0.0308 (2) | 0.0331 (2) | 0.0579 (3) | 0.000 | 0.00167 (17) | 0.000 |
O1 | 0.0392 (10) | 0.0750 (13) | 0.0743 (13) | −0.0033 (10) | 0.0219 (10) | −0.0189 (12) |
O2 | 0.0320 (9) | 0.0525 (10) | 0.0613 (11) | 0.0080 (8) | −0.0096 (8) | 0.0047 (10) |
O3 | 0.0421 (10) | 0.0892 (15) | 0.0768 (15) | −0.0133 (11) | −0.0287 (11) | 0.0009 (13) |
N1 | 0.0293 (10) | 0.0373 (10) | 0.0538 (13) | −0.0025 (9) | 0.0040 (9) | 0.0003 (10) |
N2 | 0.0371 (11) | 0.0571 (13) | 0.0437 (12) | 0.0022 (10) | 0.0085 (9) | −0.0001 (11) |
N3 | 0.0259 (14) | 0.0354 (14) | 0.0412 (16) | 0.000 | −0.0069 (12) | 0.000 |
C1 | 0.0356 (13) | 0.0400 (13) | 0.0623 (17) | −0.0079 (11) | 0.0039 (12) | 0.0012 (13) |
C2 | 0.0277 (11) | 0.0482 (14) | 0.0523 (16) | −0.0050 (12) | 0.0045 (11) | 0.0055 (14) |
C3 | 0.0308 (12) | 0.0470 (14) | 0.0381 (13) | −0.0008 (11) | −0.0003 (10) | 0.0055 (12) |
C4 | 0.0338 (13) | 0.0473 (15) | 0.0589 (17) | −0.0081 (12) | 0.0032 (12) | −0.0108 (14) |
C5 | 0.0270 (11) | 0.0517 (15) | 0.0630 (18) | −0.0061 (12) | 0.0066 (12) | −0.0056 (14) |
C6 | 0.0350 (13) | 0.0537 (15) | 0.0462 (15) | −0.0044 (12) | 0.0035 (11) | −0.0047 (14) |
C8 | 0.0320 (12) | 0.0443 (14) | 0.0361 (13) | −0.0065 (11) | −0.0039 (11) | −0.0008 (12) |
C9 | 0.0617 (17) | 0.0460 (15) | 0.0486 (16) | −0.0168 (14) | −0.0092 (15) | −0.0059 (14) |
C10 | 0.089 (3) | 0.035 (2) | 0.054 (2) | 0.000 | −0.007 (2) | 0.000 |
C7 | 0.0278 (12) | 0.0613 (16) | 0.0433 (14) | −0.0024 (12) | −0.0058 (11) | 0.0023 (14) |
Geometric parameters (Å, º) top
Zn1—N3 | 1.996 (3) | N3—C8 | 1.329 (3) |
Zn1—N1 | 2.0239 (19) | N3—C8i | 1.329 (3) |
Zn1—N1i | 2.0239 (19) | C1—C2 | 1.369 (3) |
Zn1—O2 | 2.1623 (16) | C2—C3 | 1.383 (3) |
Zn1—O2i | 2.1623 (16) | C3—C4 | 1.392 (3) |
O1—N2 | 1.387 (3) | C3—C6 | 1.459 (3) |
O2—C7 | 1.261 (3) | C4—C5 | 1.368 (3) |
O3—C7 | 1.235 (3) | C8—C9 | 1.375 (4) |
N1—C5 | 1.345 (3) | C8—C7 | 1.517 (3) |
N1—C1 | 1.346 (3) | C9—C10 | 1.379 (3) |
N2—C6 | 1.272 (3) | C10—C9i | 1.379 (3) |
| | | |
N3—Zn1—N1 | 126.90 (5) | C8i—N3—Zn1 | 119.15 (14) |
N3—Zn1—N1i | 126.90 (5) | N1—C1—C2 | 122.9 (2) |
N1—Zn1—N1i | 106.21 (11) | C1—C2—C3 | 120.1 (2) |
N3—Zn1—O2 | 76.96 (5) | C2—C3—C4 | 117.1 (2) |
N1—Zn1—O2 | 94.75 (7) | C2—C3—C6 | 123.1 (2) |
N1i—Zn1—O2 | 100.84 (7) | C4—C3—C6 | 119.8 (2) |
N3—Zn1—O2i | 76.96 (5) | C5—C4—C3 | 119.7 (2) |
N1—Zn1—O2i | 100.84 (7) | N1—C5—C4 | 123.1 (2) |
N1i—Zn1—O2i | 94.75 (7) | N2—C6—C3 | 120.8 (2) |
O2—Zn1—O2i | 153.93 (10) | N3—C8—C9 | 120.7 (2) |
C7—O2—Zn1 | 114.86 (15) | N3—C8—C7 | 113.4 (2) |
C5—N1—C1 | 117.0 (2) | C9—C8—C7 | 125.9 (2) |
C5—N1—Zn1 | 122.88 (16) | C8—C9—C10 | 118.2 (3) |
C1—N1—Zn1 | 120.03 (16) | C9i—C10—C9 | 120.6 (4) |
C6—N2—O1 | 110.3 (2) | O3—C7—O2 | 127.2 (2) |
C8—N3—C8i | 121.7 (3) | O3—C7—C8 | 117.2 (2) |
C8—N3—Zn1 | 119.15 (14) | O2—C7—C8 | 115.6 (2) |
Symmetry code: (i) −x, y, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···O3ii | 0.82 | 1.80 | 2.597 (2) | 163 |
Symmetry code: (ii) −x+3/2, −y+1/2, z−1/2. |