organic compounds
4-[3,5-Bis(ethoxycarbonyl)-2,6-dimethyl-4-pyridyl]pyridinium nitrate
aDepartment of Chemistry, Dezhou University, Shandong 253023, People's Republic of China
*Correspondence e-mail: liyumei_dzc@yahoo.com.cn
In the title molecular salt, C18H21N2O4+·NO3−, the dihedral angle between the two pyridine rings is 61.24 (8)°. In the crystal, the cation and anion are linked by intermolecular N—H⋯O hydrogen bonds.
Experimental
Crystal data
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Refinement
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Data collection: APEX2 (Bruker, 2004); cell SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.
Supporting information
https://doi.org/10.1107/S1600536810015035/hb5413sup1.cif
contains datablocks global, I. DOI:Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536810015035/hb5413Isup2.hkl
A mixture of 2,6-dimethyl-4-(4-pyridyl)pyridine-3,5-dicarboxylate (1 mmol, 0.39 g) and ammonium nitrate (2 mmol, 0.16 g) in 20 ml ethanol was refluxed for half an hour. The obtained filtrate was evaporated in one open flask at room temperature. One week later, yellow blocks of (I) were obained. Anal. C20H22NO7: C, 55.61; H, 5.41; N, 7.21 %. Found: C, 55.56; H, 5.33; N, 7.10 %.
The
of (I) is indeterminate based on the present model. All hydrogen atoms bound to aromatic carbon atoms were refined in calculated positions using a riding model with a C—H distance of 0.93 Å and Uiso = 1.2Ueq(C). Hydrogen atoms attached to aromatic N atoms were refined with a N—H distance of 0.86 Å and Uiso = 1.2Ueq(N).In recent years, the design and construction of metal-organic frameworks through the coordination of metal ions with multifunctional organic ligands have received extensive attention due to their impressive structural diversities in architectures and their potential applications as functional materials (Zhang et al., 2003). Whereas, it is more important to design the novel organic ligand. Here, we describe the recystallization and structural characterization of the title compound.
The molecular structure is shown in Fig 1. The dihedral angle between the two pyridine rings is 61.24 (8) °. N—H···O and N—H···N hydrogen bonding between the cations and anions leads to a consolidation of the structure (Fig. 2; Table 1).
For general background to metal-organic frameworks, see: Zhang et al. (2003).
Data collection: APEX2 (Bruker, 2004); cell
SAINT-Plus (Bruker, 2001); data reduction: SAINT-Plus (Bruker, 2001); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).Fig. 1. The moleular structure of (I) with displacement ellipsoids drawn at the 30% probability level; H atoms are given as spheres of arbitrary radius. |
C18H21N2O4+·NO3− | F(000) = 824 |
Mr = 391.38 | Dx = 1.309 Mg m−3 |
Orthorhombic, Pna21 | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: P 2c -2n | Cell parameters from 3948 reflections |
a = 9.075 (9) Å | θ = 2.2–25.9° |
b = 15.496 (15) Å | µ = 0.10 mm−1 |
c = 14.125 (13) Å | T = 296 K |
V = 1987 (3) Å3 | Block, yellow |
Z = 4 | 0.37 × 0.33 × 0.24 mm |
Bruker APEXII CCD diffractometer | 3395 independent reflections |
Radiation source: fine-focus sealed tube | 2877 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.156 |
phi and ω scans | θmax = 25.0°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | h = −10→10 |
Tmin = 0.963, Tmax = 0.975 | k = −18→10 |
9196 measured reflections | l = −15→16 |
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.043 | H-atom parameters constrained |
wR(F2) = 0.115 | w = 1/[σ2(Fo2) + (0.069P)2] where P = (Fo2 + 2Fc2)/3 |
S = 1.00 | (Δ/σ)max = 0.001 |
3395 reflections | Δρmax = 0.17 e Å−3 |
258 parameters | Δρmin = −0.21 e Å−3 |
1 restraint | Extinction correction: SHELXL97 (Sheldrick, 2008), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0134 (12) |
C18H21N2O4+·NO3− | V = 1987 (3) Å3 |
Mr = 391.38 | Z = 4 |
Orthorhombic, Pna21 | Mo Kα radiation |
a = 9.075 (9) Å | µ = 0.10 mm−1 |
b = 15.496 (15) Å | T = 296 K |
c = 14.125 (13) Å | 0.37 × 0.33 × 0.24 mm |
Bruker APEXII CCD diffractometer | 3395 independent reflections |
Absorption correction: multi-scan (SADABS; Bruker, 2001) | 2877 reflections with I > 2σ(I) |
Tmin = 0.963, Tmax = 0.975 | Rint = 0.156 |
9196 measured reflections |
R[F2 > 2σ(F2)] = 0.043 | 1 restraint |
wR(F2) = 0.115 | H-atom parameters constrained |
S = 1.00 | Δρmax = 0.17 e Å−3 |
3395 reflections | Δρmin = −0.21 e Å−3 |
258 parameters |
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds 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 | ||
C1 | −0.10369 (19) | 1.05766 (11) | 0.20140 (17) | 0.0498 (5) | |
H1 | −0.2022 | 1.0738 | 0.1979 | 0.060* | |
C2 | −0.06618 (18) | 0.97534 (10) | 0.22947 (15) | 0.0460 (5) | |
H2 | −0.1393 | 0.9361 | 0.2460 | 0.055* | |
C3 | 0.08043 (17) | 0.95128 (10) | 0.23295 (14) | 0.0372 (4) | |
C4 | 0.18687 (19) | 1.01225 (10) | 0.20996 (15) | 0.0476 (5) | |
H4 | 0.2863 | 0.9980 | 0.2128 | 0.057* | |
C5 | 0.14389 (18) | 1.09410 (11) | 0.18284 (16) | 0.0496 (5) | |
H5 | 0.2145 | 1.1352 | 0.1671 | 0.060* | |
C6 | 0.12219 (17) | 0.86086 (9) | 0.26006 (13) | 0.0352 (4) | |
C7 | 0.20576 (18) | 0.84398 (10) | 0.34073 (13) | 0.0389 (4) | |
C8 | 0.24140 (19) | 0.75802 (10) | 0.36386 (14) | 0.0420 (4) | |
C9 | 0.10982 (18) | 0.70663 (10) | 0.23457 (14) | 0.0404 (4) | |
C10 | 0.07328 (16) | 0.79095 (9) | 0.20499 (13) | 0.0365 (4) | |
C11 | 0.0619 (2) | 0.62888 (10) | 0.1782 (2) | 0.0585 (6) | |
H11A | 0.0733 | 0.5778 | 0.2161 | 0.088* | |
H11B | 0.1214 | 0.6241 | 0.1223 | 0.088* | |
H11C | −0.0397 | 0.6352 | 0.1605 | 0.088* | |
C12 | 0.3328 (3) | 0.73555 (13) | 0.44732 (18) | 0.0596 (6) | |
H12A | 0.3463 | 0.6742 | 0.4498 | 0.089* | |
H12B | 0.2842 | 0.7546 | 0.5039 | 0.089* | |
H12C | 0.4270 | 0.7633 | 0.4422 | 0.089* | |
C13 | −0.00568 (19) | 0.80402 (10) | 0.11383 (15) | 0.0428 (5) | |
C14 | 0.0243 (3) | 0.85562 (17) | −0.0438 (2) | 0.0784 (7) | |
H14A | 0.0605 | 0.9081 | −0.0731 | 0.094* | |
H14B | −0.0825 | 0.8571 | −0.0447 | 0.094* | |
C15 | 0.0777 (6) | 0.77990 (19) | −0.0969 (3) | 0.1235 (14) | |
H15A | 0.1834 | 0.7783 | −0.0949 | 0.185* | |
H15B | 0.0455 | 0.7838 | −0.1615 | 0.185* | |
H15C | 0.0388 | 0.7282 | −0.0689 | 0.185* | |
C16 | 0.2496 (2) | 0.91621 (11) | 0.40602 (15) | 0.0482 (5) | |
C17 | 0.4449 (3) | 1.00763 (16) | 0.4561 (2) | 0.0846 (8) | |
H17A | 0.3935 | 1.0611 | 0.4428 | 0.102* | |
H17B | 0.4291 | 0.9931 | 0.5221 | 0.102* | |
C18 | 0.5981 (3) | 1.0179 (2) | 0.4383 (3) | 0.1241 (13) | |
H18A | 0.6478 | 0.9642 | 0.4494 | 0.186* | |
H18B | 0.6373 | 1.0613 | 0.4798 | 0.186* | |
H18C | 0.6126 | 1.0352 | 0.3737 | 0.186* | |
N3 | 0.53347 (15) | 0.16998 (8) | 0.17481 (14) | 0.0488 (4) | |
N1 | 0.19326 (16) | 0.69168 (8) | 0.31060 (12) | 0.0440 (4) | |
N2 | 0.00187 (16) | 1.11408 (8) | 0.17919 (14) | 0.0484 (4) | |
H2A | −0.0231 | 1.1652 | 0.1619 | 0.058* | |
O1 | −0.12303 (17) | 0.77548 (12) | 0.09504 (13) | 0.0770 (5) | |
O2 | 0.07701 (15) | 0.85022 (8) | 0.05417 (12) | 0.0595 (4) | |
O3 | 0.38730 (15) | 0.93821 (9) | 0.39511 (13) | 0.0643 (4) | |
O4 | 0.16624 (19) | 0.94931 (12) | 0.46120 (15) | 0.0888 (6) | |
O5 | 0.43298 (14) | 0.21643 (8) | 0.14155 (13) | 0.0615 (4) | |
O6 | 0.64708 (15) | 0.20368 (9) | 0.20110 (18) | 0.0856 (6) | |
O7 | 0.51772 (17) | 0.09067 (8) | 0.17934 (19) | 0.0873 (6) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0446 (8) | 0.0371 (9) | 0.0676 (15) | 0.0042 (7) | −0.0064 (9) | −0.0048 (9) |
C2 | 0.0444 (8) | 0.0322 (8) | 0.0613 (13) | −0.0021 (7) | 0.0003 (9) | −0.0025 (9) |
C3 | 0.0448 (8) | 0.0281 (7) | 0.0388 (10) | −0.0001 (6) | −0.0026 (7) | −0.0020 (7) |
C4 | 0.0435 (8) | 0.0332 (8) | 0.0660 (14) | −0.0010 (6) | 0.0001 (9) | 0.0057 (8) |
C5 | 0.0494 (8) | 0.0338 (8) | 0.0657 (14) | −0.0061 (7) | 0.0023 (10) | 0.0049 (9) |
C6 | 0.0384 (7) | 0.0260 (7) | 0.0411 (11) | 0.0003 (6) | 0.0040 (7) | −0.0009 (7) |
C7 | 0.0420 (8) | 0.0316 (7) | 0.0429 (11) | 0.0000 (6) | 0.0031 (8) | −0.0030 (7) |
C8 | 0.0477 (8) | 0.0370 (8) | 0.0414 (11) | 0.0053 (7) | 0.0047 (8) | 0.0016 (8) |
C9 | 0.0439 (8) | 0.0279 (7) | 0.0495 (12) | −0.0014 (6) | 0.0080 (8) | −0.0044 (7) |
C10 | 0.0386 (7) | 0.0275 (7) | 0.0434 (11) | −0.0017 (6) | 0.0034 (7) | −0.0042 (7) |
C11 | 0.0677 (11) | 0.0310 (8) | 0.0768 (16) | −0.0052 (7) | −0.0037 (12) | −0.0144 (9) |
C12 | 0.0761 (13) | 0.0506 (11) | 0.0519 (14) | 0.0082 (9) | −0.0100 (11) | 0.0058 (10) |
C13 | 0.0418 (8) | 0.0355 (8) | 0.0513 (12) | 0.0007 (7) | −0.0003 (8) | −0.0081 (8) |
C14 | 0.0979 (16) | 0.0791 (14) | 0.0582 (17) | −0.0109 (13) | −0.0182 (13) | 0.0275 (13) |
C15 | 0.211 (4) | 0.095 (2) | 0.064 (2) | 0.013 (2) | −0.011 (3) | 0.0004 (19) |
C16 | 0.0559 (10) | 0.0384 (8) | 0.0502 (12) | 0.0046 (7) | −0.0052 (9) | −0.0088 (9) |
C17 | 0.0961 (17) | 0.0685 (13) | 0.089 (2) | −0.0206 (13) | −0.0115 (15) | −0.0356 (13) |
C18 | 0.0940 (18) | 0.126 (2) | 0.153 (3) | −0.0447 (18) | 0.001 (2) | −0.069 (2) |
N3 | 0.0451 (7) | 0.0320 (6) | 0.0694 (12) | −0.0002 (6) | 0.0099 (8) | −0.0050 (8) |
N1 | 0.0547 (8) | 0.0281 (6) | 0.0493 (10) | 0.0016 (6) | 0.0050 (7) | 0.0034 (7) |
N2 | 0.0615 (9) | 0.0258 (6) | 0.0578 (11) | 0.0058 (6) | −0.0071 (8) | 0.0018 (7) |
O1 | 0.0578 (8) | 0.1056 (12) | 0.0677 (12) | −0.0226 (8) | −0.0104 (8) | −0.0015 (9) |
O2 | 0.0662 (8) | 0.0590 (7) | 0.0533 (10) | −0.0079 (7) | −0.0060 (7) | 0.0137 (7) |
O3 | 0.0663 (8) | 0.0602 (7) | 0.0664 (11) | −0.0137 (6) | −0.0004 (8) | −0.0270 (8) |
O4 | 0.0803 (10) | 0.0871 (10) | 0.0990 (14) | 0.0011 (8) | 0.0135 (10) | −0.0543 (10) |
O5 | 0.0521 (7) | 0.0398 (6) | 0.0925 (13) | 0.0035 (5) | −0.0088 (7) | −0.0036 (7) |
O6 | 0.0535 (7) | 0.0432 (7) | 0.1601 (19) | −0.0011 (6) | −0.0234 (10) | 0.0018 (10) |
O7 | 0.0748 (8) | 0.0284 (6) | 0.159 (2) | −0.0030 (6) | 0.0012 (12) | 0.0025 (9) |
C1—N2 | 1.334 (2) | C12—H12B | 0.9600 |
C1—C2 | 1.379 (3) | C12—H12C | 0.9600 |
C1—H1 | 0.9300 | C13—O1 | 1.183 (2) |
C2—C3 | 1.383 (3) | C13—O2 | 1.336 (2) |
C2—H2 | 0.9300 | C14—O2 | 1.466 (3) |
C3—C4 | 1.390 (2) | C14—C15 | 1.474 (5) |
C3—C6 | 1.501 (2) | C14—H14A | 0.9700 |
C4—C5 | 1.381 (3) | C14—H14B | 0.9700 |
C4—H4 | 0.9300 | C15—H15A | 0.9600 |
C5—N2 | 1.327 (3) | C15—H15B | 0.9600 |
C5—H5 | 0.9300 | C15—H15C | 0.9600 |
C6—C7 | 1.394 (3) | C16—O4 | 1.201 (3) |
C6—C10 | 1.406 (2) | C16—O3 | 1.304 (3) |
C7—C8 | 1.409 (3) | C17—C18 | 1.422 (4) |
C7—C16 | 1.504 (3) | C17—O3 | 1.474 (3) |
C8—N1 | 1.347 (2) | C17—H17A | 0.9700 |
C8—C12 | 1.483 (3) | C17—H17B | 0.9700 |
C9—N1 | 1.334 (3) | C18—H18A | 0.9600 |
C9—C10 | 1.411 (2) | C18—H18B | 0.9600 |
C9—C11 | 1.508 (3) | C18—H18C | 0.9600 |
C10—C13 | 1.488 (3) | N3—O6 | 1.214 (2) |
C11—H11A | 0.9600 | N3—O7 | 1.239 (2) |
C11—H11B | 0.9600 | N3—O5 | 1.253 (2) |
C11—H11C | 0.9600 | N2—H2A | 0.8600 |
C12—H12A | 0.9600 | ||
N2—C1—C2 | 119.78 (16) | H12B—C12—H12C | 109.5 |
N2—C1—H1 | 120.1 | O1—C13—O2 | 124.4 (2) |
C2—C1—H1 | 120.1 | O1—C13—C10 | 125.22 (19) |
C1—C2—C3 | 119.82 (16) | O2—C13—C10 | 110.38 (15) |
C1—C2—H2 | 120.1 | O2—C14—C15 | 109.1 (2) |
C3—C2—H2 | 120.1 | O2—C14—H14A | 109.9 |
C2—C3—C4 | 118.51 (16) | C15—C14—H14A | 109.9 |
C2—C3—C6 | 120.24 (14) | O2—C14—H14B | 109.9 |
C4—C3—C6 | 121.24 (15) | C15—C14—H14B | 109.9 |
C5—C4—C3 | 119.53 (16) | H14A—C14—H14B | 108.3 |
C5—C4—H4 | 120.2 | C14—C15—H15A | 109.5 |
C3—C4—H4 | 120.2 | C14—C15—H15B | 109.5 |
N2—C5—C4 | 119.97 (15) | H15A—C15—H15B | 109.5 |
N2—C5—H5 | 120.0 | C14—C15—H15C | 109.5 |
C4—C5—H5 | 120.0 | H15A—C15—H15C | 109.5 |
C7—C6—C10 | 118.67 (14) | H15B—C15—H15C | 109.5 |
C7—C6—C3 | 121.41 (14) | O4—C16—O3 | 124.64 (19) |
C10—C6—C3 | 119.90 (16) | O4—C16—C7 | 123.29 (18) |
C6—C7—C8 | 119.46 (15) | O3—C16—C7 | 112.07 (16) |
C6—C7—C16 | 120.38 (15) | C18—C17—O3 | 109.0 (2) |
C8—C7—C16 | 120.04 (17) | C18—C17—H17A | 109.9 |
N1—C8—C7 | 121.18 (18) | O3—C17—H17A | 109.9 |
N1—C8—C12 | 116.50 (16) | C18—C17—H17B | 109.9 |
C7—C8—C12 | 122.32 (17) | O3—C17—H17B | 109.9 |
N1—C9—C10 | 122.17 (15) | H17A—C17—H17B | 108.3 |
N1—C9—C11 | 116.72 (16) | C17—C18—H18A | 109.5 |
C10—C9—C11 | 121.04 (18) | C17—C18—H18B | 109.5 |
C6—C10—C9 | 118.39 (17) | H18A—C18—H18B | 109.5 |
C6—C10—C13 | 121.75 (15) | C17—C18—H18C | 109.5 |
C9—C10—C13 | 119.71 (15) | H18A—C18—H18C | 109.5 |
C9—C11—H11A | 109.5 | H18B—C18—H18C | 109.5 |
C9—C11—H11B | 109.5 | O6—N3—O7 | 120.59 (16) |
H11A—C11—H11B | 109.5 | O6—N3—O5 | 119.06 (15) |
C9—C11—H11C | 109.5 | O7—N3—O5 | 120.34 (16) |
H11A—C11—H11C | 109.5 | C9—N1—C8 | 120.07 (14) |
H11B—C11—H11C | 109.5 | C5—N2—C1 | 122.38 (15) |
C8—C12—H12A | 109.5 | C5—N2—H2A | 118.8 |
C8—C12—H12B | 109.5 | C1—N2—H2A | 118.8 |
H12A—C12—H12B | 109.5 | C13—O2—C14 | 116.27 (18) |
C8—C12—H12C | 109.5 | C16—O3—C17 | 117.49 (18) |
H12A—C12—H12C | 109.5 | ||
N2—C1—C2—C3 | −1.1 (3) | C11—C9—C10—C6 | −179.48 (17) |
C1—C2—C3—C4 | 1.6 (3) | N1—C9—C10—C13 | 173.11 (15) |
C1—C2—C3—C6 | −177.80 (19) | C11—C9—C10—C13 | −3.8 (2) |
C2—C3—C4—C5 | −1.1 (3) | C6—C10—C13—O1 | −124.4 (2) |
C6—C3—C4—C5 | 178.22 (19) | C9—C10—C13—O1 | 60.1 (3) |
C3—C4—C5—N2 | 0.2 (3) | C6—C10—C13—O2 | 57.8 (2) |
C2—C3—C6—C7 | −117.5 (2) | C9—C10—C13—O2 | −117.67 (17) |
C4—C3—C6—C7 | 63.1 (3) | C6—C7—C16—O4 | 76.4 (3) |
C2—C3—C6—C10 | 60.7 (3) | C8—C7—C16—O4 | −99.8 (2) |
C4—C3—C6—C10 | −118.7 (2) | C6—C7—C16—O3 | −103.4 (2) |
C10—C6—C7—C8 | 1.3 (2) | C8—C7—C16—O3 | 80.4 (2) |
C3—C6—C7—C8 | 179.50 (16) | C10—C9—N1—C8 | 2.3 (3) |
C10—C6—C7—C16 | −174.90 (16) | C11—C9—N1—C8 | 179.39 (17) |
C3—C6—C7—C16 | 3.3 (2) | C7—C8—N1—C9 | −0.2 (3) |
C6—C7—C8—N1 | −1.6 (3) | C12—C8—N1—C9 | 179.67 (17) |
C16—C7—C8—N1 | 174.62 (16) | C4—C5—N2—C1 | 0.3 (3) |
C6—C7—C8—C12 | 178.55 (17) | C2—C1—N2—C5 | 0.1 (3) |
C16—C7—C8—C12 | −5.3 (3) | O1—C13—O2—C14 | −7.9 (3) |
C7—C6—C10—C9 | 0.7 (2) | C10—C13—O2—C14 | 169.90 (17) |
C3—C6—C10—C9 | −177.59 (15) | C15—C14—O2—C13 | −85.5 (3) |
C7—C6—C10—C13 | −174.87 (15) | O4—C16—O3—C17 | 1.1 (3) |
C3—C6—C10—C13 | 6.9 (2) | C7—C16—O3—C17 | −179.12 (19) |
N1—C9—C10—C6 | −2.5 (2) | C18—C17—O3—C16 | 176.0 (3) |
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2A···O5i | 0.86 | 1.90 | 2.752 (3) | 171 |
Symmetry code: (i) x−1/2, −y+3/2, z. |
Experimental details
Crystal data | |
Chemical formula | C18H21N2O4+·NO3− |
Mr | 391.38 |
Crystal system, space group | Orthorhombic, Pna21 |
Temperature (K) | 296 |
a, b, c (Å) | 9.075 (9), 15.496 (15), 14.125 (13) |
V (Å3) | 1987 (3) |
Z | 4 |
Radiation type | Mo Kα |
µ (mm−1) | 0.10 |
Crystal size (mm) | 0.37 × 0.33 × 0.24 |
Data collection | |
Diffractometer | Bruker APEXII CCD |
Absorption correction | Multi-scan (SADABS; Bruker, 2001) |
Tmin, Tmax | 0.963, 0.975 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9196, 3395, 2877 |
Rint | 0.156 |
(sin θ/λ)max (Å−1) | 0.595 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.115, 1.00 |
No. of reflections | 3395 |
No. of parameters | 258 |
No. of restraints | 1 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.17, −0.21 |
Computer programs: APEX2 (Bruker, 2004), SAINT-Plus (Bruker, 2001), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), SHELXTL (Sheldrick, 2008).
D—H···A | D—H | H···A | D···A | D—H···A |
N2—H2A···O5i | 0.86 | 1.90 | 2.752 (3) | 171 |
Symmetry code: (i) x−1/2, −y+3/2, z. |
References
Bruker (2001). SAINT-Plus and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Bruker (2004). APEX2. Bruker AXS Inc., Madison, Wisconsin, USA. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Zhang, X. T., Lu, C. Z., Zhang, Q. Z., Lu, S. F., Yang, W. B., Liu, J. C. & Zhuang, H. H. (2003). Eur. J. Inorg. Chem. pp. 1181–1185. CSD CrossRef Google Scholar
This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
In recent years, the design and construction of metal-organic frameworks through the coordination of metal ions with multifunctional organic ligands have received extensive attention due to their impressive structural diversities in architectures and their potential applications as functional materials (Zhang et al., 2003). Whereas, it is more important to design the novel organic ligand. Here, we describe the recystallization and structural characterization of the title compound.
The molecular structure is shown in Fig 1. The dihedral angle between the two pyridine rings is 61.24 (8) °. N—H···O and N—H···N hydrogen bonding between the cations and anions leads to a consolidation of the structure (Fig. 2; Table 1).