Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S160053680703509X/bt2441sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S160053680703509X/bt2441Isup2.hkl |
CCDC reference: 660107
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.004 Å
- R factor = 0.037
- wR factor = 0.106
- Data-to-parameter ratio = 17.4
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.95 PLAT154_ALERT_1_C The su's on the Cell Angles are Equal (x 10000) 100 Deg. PLAT180_ALERT_3_C Check Cell Rounding: # of Values Ending with 0 = 3 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O6 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O8
Alert level G PLAT794_ALERT_5_G Check Predicted Bond Valency for Zn2 (2) 2.00 PLAT804_ALERT_5_G ARU-Pack Problem in PLATON Analysis ............ 12 Times
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 5 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 1 ALERT type 3 Indicator that the structure quality may be low 1 ALERT type 4 Improvement, methodology, query or suggestion 2 ALERT type 5 Informative message, check
Solvothermal reactions were carried out at 150 °C for 2 d in a Teflon-lined acid digestion bomb with an internal volume of 23 ml followed by slow cooling at 6 °C/h to room temperature. A single-phase product consisting of transparent colorless crystals of was obtained from a mixture of 4,4'-(propane-1,3-diyl)dipyridine (C14H14N2, 0.0861 g), Zn(NO3)˙6H2O (0.0891 g), 1, 3-benzene dicarboxyl acid (C8H6O4, 0.0726 g), H2O (5.0 ml), ethancol (5.0 ml). Powder X-ray diffraction measurements were performed to confirm the phase purity before all chemical and physical analyses. Thermal analyses, using a Perkin- Elmer TGA7 thermal analyzer, were performed on powder samples under flowing oxygen with a heating rate of 10 °C/min. A total weight loss of 67.81% was observed from 350 to 500 °C.
H atoms were constrained to ideal geometries, with C—H = 0.93 or 0.97 Å and Uiso(H) = 1.2Ueq(C).
The synthesis of coordination polymers, or so-called metal-organic framework (MOF), has been a subject of intense research owing to their interesting structural chemistry and potential applications in gas storage, separation, catalysis, magnetism, luminescence. A large number of these materials have been synthesized by hydro(solvo)thermal reactions with organic pyridines and carboxyl acids (Kitagawa et al., 2004). They commonly adopt 3-D framework structures via employed metal ions as connectors and rigid or flexible organic ligands as linkers. As a further study of such complex, we report the title compound (Fig. 1) which is isotypic with [ZnCo(C13H14N2)(C8H4O4)2]n (Chen et al., 2006) (Fig. 2). All the geometric parameters are within normal ranges. The two Zn sites are four- and five-coordinated by the one N atoms of the 4,4'-(propane-1,3-diyl)dipyridines and three or four O atoms of the carboxylate anions, giving distorted tetrahedra and square pyramidal geometry.
For related literature, see: Chen et al. (2006); Kitagawa et al. (2004).
Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2; data reduction: SAINT (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 1990); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2001); software used to prepare material for publication: SHELXTL.
Fig. 1. ORTEP drawing of the building unit in [Zn2(C13H14N2)(C8H4O4)2]n. Thermal ellipsoids are drawn at the 50% level. | |
Fig. 2. View of [Zn2(C13H14N2)(C8H4O4)2]n along the [010] direction. |
[Zn2(C8H4O4)2(C13H14N2)] | Z = 2 |
Mr = 657.23 | F(000) = 668 |
Triclinic, P1 | Dx = 1.671 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.4165 (3) Å | Cell parameters from 3205 reflections |
b = 9.8777 (3) Å | θ = 2.4–28.1° |
c = 15.2418 (5) Å | µ = 1.89 mm−1 |
α = 80.705 (1)° | T = 295 K |
β = 72.990 (1)° | Tabular, colourless |
γ = 75.519 (1)° | 0.25 × 0.10 × 0.05 mm |
V = 1306.61 (7) Å3 |
Bruker Kappa APEXII CCD area-detector diffractometer | 6441 independent reflections |
Radiation source: fine-focus sealed tube | 4724 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.027 |
φ and ω scans | θmax = 28.3°, θmin = 1.4° |
Absorption correction: ψ scan (SADABS; Sheldrick, 1996) | h = −11→12 |
Tmin = 0.786, Tmax = 0.952 | k = −13→13 |
9800 measured reflections | l = −20→16 |
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)] = 0.037 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.106 | H-atom parameters constrained |
S = 0.90 | w = 1/[σ2(Fo2) + (0.1083P)2] where P = (Fo2 + 2Fc2)/3 |
6441 reflections | (Δ/σ)max = 0.016 |
370 parameters | Δρmax = 0.67 e Å−3 |
0 restraints | Δρmin = −0.47 e Å−3 |
[Zn2(C8H4O4)2(C13H14N2)] | γ = 75.519 (1)° |
Mr = 657.23 | V = 1306.61 (7) Å3 |
Triclinic, P1 | Z = 2 |
a = 9.4165 (3) Å | Mo Kα radiation |
b = 9.8777 (3) Å | µ = 1.89 mm−1 |
c = 15.2418 (5) Å | T = 295 K |
α = 80.705 (1)° | 0.25 × 0.10 × 0.05 mm |
β = 72.990 (1)° |
Bruker Kappa APEXII CCD area-detector diffractometer | 6441 independent reflections |
Absorption correction: ψ scan (SADABS; Sheldrick, 1996) | 4724 reflections with I > 2σ(I) |
Tmin = 0.786, Tmax = 0.952 | Rint = 0.027 |
9800 measured reflections |
R[F2 > 2σ(F2)] = 0.037 | 0 restraints |
wR(F2) = 0.106 | H-atom parameters constrained |
S = 0.90 | Δρmax = 0.67 e Å−3 |
6441 reflections | Δρmin = −0.47 e Å−3 |
370 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 | ||
Zn1 | 0.24424 (4) | 0.91047 (3) | 0.30445 (2) | 0.03279 (10) | |
Zn2 | 0.30801 (3) | 1.12768 (3) | 0.10530 (2) | 0.03108 (10) | |
O1 | 0.5236 (2) | 1.0389 (2) | 0.10058 (15) | 0.0374 (5) | |
O2 | 0.4608 (2) | 0.8956 (2) | 0.22778 (14) | 0.0370 (5) | |
O3 | 0.1155 (2) | 1.10300 (19) | 0.32168 (15) | 0.0384 (5) | |
O4 | 0.2380 (2) | 1.2418 (2) | 0.21163 (15) | 0.0430 (5) | |
O5 | 0.2433 (3) | 0.7031 (2) | 0.29929 (16) | 0.0493 (6) | |
O6 | 0.0313 (3) | 0.8241 (2) | 0.3759 (2) | 0.0635 (8) | |
O7 | 0.2099 (2) | 0.9677 (2) | 0.12935 (19) | 0.0496 (6) | |
O8 | 0.0359 (3) | 1.1476 (2) | 0.09523 (18) | 0.0514 (6) | |
N1 | 0.3400 (2) | 1.2901 (2) | 0.00864 (16) | 0.0304 (5) | |
N2 | 0.3140 (3) | 0.8916 (2) | 0.42573 (18) | 0.0366 (6) | |
C1 | 0.5553 (3) | 0.9446 (3) | 0.1619 (2) | 0.0288 (6) | |
C2 | 0.3959 (3) | 1.5303 (3) | −0.1078 (2) | 0.0335 (6) | |
C3 | 0.1435 (3) | 1.2198 (3) | 0.2870 (2) | 0.0310 (6) | |
C4 | 0.0580 (3) | 1.3460 (3) | 0.3379 (2) | 0.0316 (6) | |
C5 | 0.7206 (3) | 0.8859 (3) | 0.15572 (19) | 0.0290 (6) | |
C6 | 0.8239 (3) | 0.9735 (3) | 0.1293 (2) | 0.0313 (6) | |
H6A | 0.7918 | 1.0679 | 0.1107 | 0.038* | |
C7 | 0.9741 (3) | 0.9211 (3) | 0.1305 (2) | 0.0325 (6) | |
C8 | 0.0772 (3) | 1.0214 (3) | 0.1158 (2) | 0.0374 (7) | |
C9 | 0.2393 (3) | 0.9684 (3) | 0.4961 (2) | 0.0386 (7) | |
H9A | 0.1567 | 1.0402 | 0.4894 | 0.046* | |
C10 | 0.1208 (3) | 1.4650 (3) | 0.3214 (2) | 0.0335 (6) | |
H10A | 0.2167 | 1.4635 | 0.2811 | 0.040* | |
C11 | 0.0412 (3) | 1.5849 (3) | 0.3647 (2) | 0.0357 (7) | |
C12 | 0.4767 (3) | 1.2924 (3) | −0.0497 (2) | 0.0320 (6) | |
H12A | 0.5540 | 1.2125 | −0.0501 | 0.038* | |
C13 | 0.4312 (4) | 1.6593 (3) | −0.1683 (2) | 0.0388 (7) | |
H13A | 0.5396 | 1.6541 | −0.1822 | 0.047* | |
H13B | 0.3797 | 1.7403 | −0.1341 | 0.047* | |
C14 | 0.3868 (4) | 1.6832 (3) | −0.2583 (2) | 0.0458 (8) | |
H14A | 0.2770 | 1.7006 | −0.2455 | 0.055* | |
H14B | 0.4296 | 1.5994 | −0.2907 | 0.055* | |
C15 | 0.2786 (4) | 0.9464 (3) | 0.5782 (2) | 0.0410 (7) | |
H15A | 0.2233 | 1.0031 | 0.6253 | 0.049* | |
C16 | 0.7711 (3) | 0.7437 (3) | 0.1791 (2) | 0.0360 (7) | |
H16A | 0.7021 | 0.6852 | 0.1996 | 0.043* | |
C17 | 0.2297 (3) | 1.4065 (3) | 0.0089 (2) | 0.0381 (7) | |
H17A | 0.1340 | 1.4056 | 0.0489 | 0.046* | |
C18 | 1.0247 (3) | 0.7780 (3) | 0.1493 (2) | 0.0413 (7) | |
H18A | 1.1268 | 0.7414 | 0.1467 | 0.050* | |
C19 | 0.3998 (3) | 0.8405 (3) | 0.5909 (2) | 0.0383 (7) | |
C20 | 0.5074 (3) | 1.4081 (3) | −0.1089 (2) | 0.0346 (6) | |
H20A | 0.6032 | 1.4045 | −0.1498 | 0.042* | |
C21 | 0.9238 (4) | 0.6891 (3) | 0.1719 (3) | 0.0449 (8) | |
H21A | 0.9589 | 0.5927 | 0.1823 | 0.054* | |
C22 | 0.2527 (3) | 1.5271 (3) | −0.0475 (2) | 0.0399 (7) | |
H22A | 0.1736 | 1.6057 | −0.0454 | 0.048* | |
C23 | −0.1021 (4) | 1.5875 (3) | 0.4233 (3) | 0.0504 (9) | |
H23A | −0.1569 | 1.6685 | 0.4514 | 0.061* | |
C24 | 0.4332 (4) | 0.7888 (3) | 0.4376 (2) | 0.0486 (8) | |
H24A | 0.4881 | 0.7343 | 0.3893 | 0.058* | |
C25 | 0.4438 (4) | 1.8087 (3) | −0.3196 (2) | 0.0458 (8) | |
H25A | 0.4035 | 1.8912 | −0.2858 | 0.055* | |
H25B | 0.5538 | 1.7896 | −0.3329 | 0.055* | |
C26 | 0.4765 (4) | 0.7614 (3) | 0.5178 (2) | 0.0489 (8) | |
H26A | 0.5588 | 0.6886 | 0.5233 | 0.059* | |
C27 | −0.0833 (4) | 1.3491 (3) | 0.3989 (3) | 0.0459 (8) | |
H27A | −0.1243 | 1.2693 | 0.4124 | 0.055* | |
C28 | −0.1645 (4) | 1.4701 (3) | 0.4403 (3) | 0.0610 (11) | |
H28A | −0.2612 | 1.4724 | 0.4797 | 0.073* | |
C29 | 0.1086 (4) | 0.7124 (3) | 0.3468 (2) | 0.0399 (7) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.03078 (18) | 0.02288 (16) | 0.0417 (2) | −0.01015 (13) | −0.00201 (15) | −0.00176 (13) |
Zn2 | 0.02863 (18) | 0.02833 (17) | 0.0366 (2) | −0.01020 (13) | −0.00876 (14) | 0.00277 (13) |
O1 | 0.0292 (10) | 0.0389 (11) | 0.0433 (13) | −0.0121 (8) | −0.0106 (9) | 0.0084 (9) |
O2 | 0.0273 (10) | 0.0429 (11) | 0.0391 (12) | −0.0130 (8) | −0.0049 (9) | 0.0024 (9) |
O3 | 0.0415 (12) | 0.0244 (9) | 0.0452 (13) | −0.0114 (8) | −0.0043 (10) | 0.0013 (9) |
O4 | 0.0519 (13) | 0.0372 (11) | 0.0392 (13) | −0.0224 (10) | 0.0025 (10) | −0.0082 (9) |
O5 | 0.0537 (14) | 0.0450 (12) | 0.0490 (14) | −0.0304 (11) | 0.0059 (11) | −0.0095 (11) |
O6 | 0.0561 (15) | 0.0274 (11) | 0.107 (2) | −0.0089 (11) | −0.0170 (15) | −0.0150 (13) |
O7 | 0.0226 (10) | 0.0428 (12) | 0.0868 (19) | −0.0120 (9) | −0.0108 (11) | −0.0146 (12) |
O8 | 0.0489 (14) | 0.0424 (12) | 0.0679 (17) | −0.0229 (10) | −0.0192 (12) | 0.0085 (11) |
N1 | 0.0292 (12) | 0.0281 (11) | 0.0324 (13) | −0.0063 (9) | −0.0070 (10) | −0.0002 (9) |
N2 | 0.0374 (14) | 0.0303 (12) | 0.0376 (14) | −0.0067 (10) | −0.0042 (11) | −0.0025 (10) |
C1 | 0.0249 (13) | 0.0296 (13) | 0.0361 (16) | −0.0107 (11) | −0.0091 (12) | −0.0055 (11) |
C2 | 0.0398 (16) | 0.0302 (14) | 0.0329 (15) | −0.0106 (12) | −0.0123 (13) | 0.0001 (11) |
C3 | 0.0273 (14) | 0.0290 (13) | 0.0384 (16) | −0.0084 (11) | −0.0101 (12) | −0.0015 (12) |
C4 | 0.0303 (14) | 0.0245 (13) | 0.0392 (17) | −0.0093 (11) | −0.0065 (12) | −0.0005 (11) |
C5 | 0.0256 (13) | 0.0323 (14) | 0.0315 (15) | −0.0101 (11) | −0.0092 (11) | −0.0010 (11) |
C6 | 0.0270 (13) | 0.0307 (13) | 0.0362 (16) | −0.0093 (11) | −0.0063 (12) | −0.0020 (11) |
C7 | 0.0263 (14) | 0.0378 (15) | 0.0361 (16) | −0.0116 (11) | −0.0065 (12) | −0.0066 (12) |
C8 | 0.0257 (14) | 0.0468 (17) | 0.0417 (18) | −0.0153 (12) | −0.0022 (13) | −0.0107 (14) |
C9 | 0.0388 (16) | 0.0299 (14) | 0.0434 (18) | −0.0033 (12) | −0.0084 (14) | −0.0041 (13) |
C10 | 0.0341 (15) | 0.0271 (13) | 0.0370 (16) | −0.0132 (11) | −0.0026 (13) | 0.0011 (12) |
C11 | 0.0369 (16) | 0.0246 (13) | 0.0439 (18) | −0.0117 (11) | −0.0045 (13) | −0.0014 (12) |
C12 | 0.0284 (14) | 0.0280 (13) | 0.0368 (16) | −0.0027 (11) | −0.0073 (12) | −0.0024 (11) |
C13 | 0.0461 (18) | 0.0315 (14) | 0.0405 (18) | −0.0148 (13) | −0.0127 (14) | 0.0050 (13) |
C14 | 0.057 (2) | 0.0438 (17) | 0.0442 (19) | −0.0259 (15) | −0.0205 (17) | 0.0104 (14) |
C15 | 0.0496 (18) | 0.0342 (15) | 0.0372 (17) | −0.0087 (13) | −0.0072 (15) | −0.0062 (13) |
C16 | 0.0339 (15) | 0.0327 (14) | 0.0478 (19) | −0.0138 (12) | −0.0168 (14) | −0.0003 (13) |
C17 | 0.0267 (14) | 0.0403 (16) | 0.0392 (17) | −0.0045 (12) | −0.0001 (13) | −0.0011 (13) |
C18 | 0.0276 (15) | 0.0423 (16) | 0.059 (2) | −0.0053 (12) | −0.0186 (15) | −0.0076 (15) |
C19 | 0.0435 (17) | 0.0345 (15) | 0.0368 (17) | −0.0176 (13) | −0.0082 (14) | 0.0065 (13) |
C20 | 0.0308 (15) | 0.0367 (15) | 0.0325 (16) | −0.0092 (12) | −0.0020 (12) | −0.0008 (12) |
C21 | 0.0403 (17) | 0.0327 (15) | 0.069 (2) | −0.0052 (13) | −0.0287 (17) | −0.0048 (15) |
C22 | 0.0340 (16) | 0.0306 (14) | 0.0487 (19) | 0.0018 (12) | −0.0089 (14) | −0.0029 (13) |
C23 | 0.0416 (18) | 0.0315 (16) | 0.069 (2) | −0.0091 (13) | 0.0055 (17) | −0.0150 (15) |
C24 | 0.0465 (19) | 0.0460 (18) | 0.042 (2) | 0.0059 (15) | −0.0057 (16) | −0.0095 (15) |
C25 | 0.058 (2) | 0.0431 (17) | 0.0401 (19) | −0.0219 (15) | −0.0161 (16) | 0.0071 (14) |
C26 | 0.0408 (18) | 0.0487 (19) | 0.046 (2) | 0.0058 (15) | −0.0097 (16) | 0.0005 (15) |
C27 | 0.0411 (17) | 0.0290 (14) | 0.064 (2) | −0.0169 (13) | −0.0002 (16) | −0.0052 (14) |
C28 | 0.0400 (19) | 0.0398 (18) | 0.087 (3) | −0.0165 (15) | 0.0186 (19) | −0.0128 (18) |
C29 | 0.0487 (19) | 0.0289 (14) | 0.0449 (19) | −0.0182 (13) | −0.0102 (15) | 0.0001 (13) |
Zn1—O3 | 1.9944 (19) | C9—H9A | 0.9300 |
Zn1—O2 | 2.0142 (19) | C10—C11 | 1.385 (4) |
Zn1—O5 | 2.065 (2) | C10—H10A | 0.9300 |
Zn1—N2 | 2.103 (3) | C11—C23 | 1.380 (4) |
Zn1—O6 | 2.283 (2) | C11—C29iii | 1.501 (4) |
Zn1—C29 | 2.497 (3) | C12—C20 | 1.372 (4) |
Zn2—O7 | 1.957 (2) | C12—H12A | 0.9300 |
Zn2—O4 | 1.981 (2) | C13—C14 | 1.514 (4) |
Zn2—O1 | 1.9848 (19) | C13—H13A | 0.9700 |
Zn2—N1 | 2.014 (2) | C13—H13B | 0.9700 |
Zn2—C8 | 2.595 (3) | C14—C25 | 1.537 (4) |
O1—C1 | 1.255 (3) | C14—H14A | 0.9700 |
O2—C1 | 1.253 (3) | C14—H14B | 0.9700 |
O3—C3 | 1.246 (3) | C15—C19 | 1.378 (4) |
O4—C3 | 1.256 (3) | C15—H15A | 0.9300 |
O5—C29 | 1.252 (4) | C16—C21 | 1.382 (4) |
O6—C29 | 1.229 (4) | C16—H16A | 0.9300 |
O7—C8 | 1.292 (3) | C17—C22 | 1.376 (4) |
O8—C8 | 1.227 (4) | C17—H17A | 0.9300 |
N1—C12 | 1.336 (3) | C18—C21 | 1.385 (4) |
N1—C17 | 1.342 (3) | C18—H18A | 0.9300 |
N2—C9 | 1.332 (4) | C19—C26 | 1.378 (5) |
N2—C24 | 1.347 (4) | C19—C25iv | 1.503 (4) |
C1—C5 | 1.499 (3) | C20—H20A | 0.9300 |
C2—C20 | 1.387 (4) | C21—H21A | 0.9300 |
C2—C22 | 1.397 (4) | C22—H22A | 0.9300 |
C2—C13 | 1.496 (4) | C23—C28 | 1.383 (4) |
C3—C4 | 1.500 (4) | C23—H23A | 0.9300 |
C4—C27 | 1.378 (4) | C24—C26 | 1.366 (5) |
C4—C10 | 1.400 (4) | C24—H24A | 0.9300 |
C5—C16 | 1.390 (4) | C25—C19v | 1.503 (4) |
C5—C6 | 1.392 (3) | C25—H25A | 0.9700 |
C6—C7 | 1.383 (4) | C25—H25B | 0.9700 |
C6—H6A | 0.9300 | C26—H26A | 0.9300 |
C7—C18 | 1.385 (4) | C27—C28 | 1.384 (5) |
C7—C8i | 1.502 (4) | C27—H27A | 0.9300 |
C8—C7ii | 1.502 (4) | C28—H28A | 0.9300 |
C9—C15 | 1.377 (4) | C29—C11vi | 1.501 (4) |
O3—Zn1—O2 | 117.24 (8) | C4—C10—H10A | 119.8 |
O3—Zn1—O5 | 144.99 (9) | C23—C11—C10 | 119.6 (2) |
O2—Zn1—O5 | 94.47 (8) | C23—C11—C29iii | 120.0 (3) |
O3—Zn1—N2 | 94.66 (9) | C10—C11—C29iii | 120.4 (3) |
O2—Zn1—N2 | 90.59 (9) | N1—C12—C20 | 122.6 (2) |
O5—Zn1—N2 | 99.74 (10) | N1—C12—H12A | 118.7 |
O3—Zn1—O6 | 88.02 (8) | C20—C12—H12A | 118.7 |
O2—Zn1—O6 | 153.83 (8) | C2—C13—C14 | 115.5 (2) |
O5—Zn1—O6 | 59.36 (8) | C2—C13—H13A | 108.4 |
N2—Zn1—O6 | 94.23 (10) | C14—C13—H13A | 108.4 |
O3—Zn1—C29 | 116.59 (9) | C2—C13—H13B | 108.4 |
O2—Zn1—C29 | 124.47 (10) | C14—C13—H13B | 108.4 |
O5—Zn1—C29 | 30.00 (9) | H13A—C13—H13B | 107.5 |
N2—Zn1—C29 | 97.81 (10) | C13—C14—C25 | 111.1 (3) |
O6—Zn1—C29 | 29.37 (9) | C13—C14—H14A | 109.4 |
O7—Zn2—O4 | 111.71 (10) | C25—C14—H14A | 109.4 |
O7—Zn2—O1 | 103.59 (8) | C13—C14—H14B | 109.4 |
O4—Zn2—O1 | 104.62 (9) | C25—C14—H14B | 109.4 |
O7—Zn2—N1 | 138.30 (10) | H14A—C14—H14B | 108.0 |
O4—Zn2—N1 | 95.43 (9) | C19—C15—C9 | 120.1 (3) |
O1—Zn2—N1 | 99.11 (8) | C19—C15—H15A | 119.9 |
O7—Zn2—C8 | 28.87 (9) | C9—C15—H15A | 119.9 |
O4—Zn2—C8 | 103.93 (9) | C21—C16—C5 | 120.1 (3) |
O1—Zn2—C8 | 131.74 (9) | C21—C16—H16A | 120.0 |
N1—Zn2—C8 | 115.91 (10) | C5—C16—H16A | 120.0 |
C1—O1—Zn2 | 120.01 (17) | N1—C17—C22 | 122.6 (3) |
C1—O2—Zn1 | 148.88 (18) | N1—C17—H17A | 118.7 |
C3—O3—Zn1 | 130.23 (19) | C22—C17—H17A | 118.7 |
C3—O4—Zn2 | 126.95 (18) | C7—C18—C21 | 120.3 (3) |
C29—O5—Zn1 | 94.45 (18) | C7—C18—H18A | 119.9 |
C29—O6—Zn1 | 84.99 (19) | C21—C18—H18A | 119.9 |
C8—O7—Zn2 | 104.15 (18) | C15—C19—C26 | 116.5 (3) |
C12—N1—C17 | 118.1 (2) | C15—C19—C25iv | 122.2 (3) |
C12—N1—Zn2 | 120.91 (18) | C26—C19—C25iv | 121.2 (3) |
C17—N1—Zn2 | 120.47 (19) | C12—C20—C2 | 120.1 (3) |
C9—N2—C24 | 117.0 (3) | C12—C20—H20A | 119.9 |
C9—N2—Zn1 | 123.8 (2) | C2—C20—H20A | 119.9 |
C24—N2—Zn1 | 119.0 (2) | C16—C21—C18 | 120.0 (3) |
O1—C1—O2 | 125.6 (2) | C16—C21—H21A | 120.0 |
O1—C1—C5 | 117.0 (2) | C18—C21—H21A | 120.0 |
O2—C1—C5 | 117.4 (2) | C17—C22—C2 | 119.4 (3) |
C20—C2—C22 | 117.1 (2) | C17—C22—H22A | 120.3 |
C20—C2—C13 | 120.4 (3) | C2—C22—H22A | 120.3 |
C22—C2—C13 | 122.5 (3) | C11—C23—C28 | 120.2 (3) |
O3—C3—O4 | 125.4 (3) | C11—C23—H23A | 119.9 |
O3—C3—C4 | 118.4 (3) | C28—C23—H23A | 119.9 |
O4—C3—C4 | 116.3 (2) | N2—C24—C26 | 122.5 (3) |
C27—C4—C10 | 119.0 (3) | N2—C24—H24A | 118.8 |
C27—C4—C3 | 121.5 (2) | C26—C24—H24A | 118.8 |
C10—C4—C3 | 119.4 (3) | C19v—C25—C14 | 113.8 (3) |
C16—C5—C6 | 119.3 (2) | C19v—C25—H25A | 108.8 |
C16—C5—C1 | 120.1 (2) | C14—C25—H25A | 108.8 |
C6—C5—C1 | 120.6 (2) | C19v—C25—H25B | 108.8 |
C7—C6—C5 | 120.5 (2) | C14—C25—H25B | 108.8 |
C7—C6—H6A | 119.8 | H25A—C25—H25B | 107.7 |
C5—C6—H6A | 119.8 | C24—C26—C19 | 120.8 (3) |
C6—C7—C18 | 119.4 (2) | C24—C26—H26A | 119.6 |
C6—C7—C8i | 119.2 (2) | C19—C26—H26A | 119.6 |
C18—C7—C8i | 121.3 (3) | C4—C27—C28 | 120.4 (3) |
O8—C8—O7 | 122.0 (3) | C4—C27—H27A | 119.8 |
O8—C8—C7ii | 121.9 (3) | C28—C27—H27A | 119.8 |
O7—C8—C7ii | 116.0 (3) | C27—C28—C23 | 120.2 (3) |
O8—C8—Zn2 | 75.05 (16) | C27—C28—H28A | 119.9 |
O7—C8—Zn2 | 46.98 (13) | C23—C28—H28A | 119.9 |
C7ii—C8—Zn2 | 163.0 (2) | O6—C29—O5 | 121.2 (3) |
N2—C9—C15 | 123.1 (3) | O6—C29—C11vi | 120.4 (3) |
N2—C9—H9A | 118.5 | O5—C29—C11vi | 118.4 (3) |
C15—C9—H9A | 118.5 | O6—C29—Zn1 | 65.64 (16) |
C11—C10—C4 | 120.5 (3) | O5—C29—Zn1 | 55.55 (14) |
C11—C10—H10A | 119.8 | C11vi—C29—Zn1 | 173.8 (2) |
Symmetry codes: (i) x+1, y, z; (ii) x−1, y, z; (iii) x, y+1, z; (iv) x, y−1, z+1; (v) x, y+1, z−1; (vi) x, y−1, z. |
Experimental details
Crystal data | |
Chemical formula | [Zn2(C8H4O4)2(C13H14N2)] |
Mr | 657.23 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 295 |
a, b, c (Å) | 9.4165 (3), 9.8777 (3), 15.2418 (5) |
α, β, γ (°) | 80.705 (1), 72.990 (1), 75.519 (1) |
V (Å3) | 1306.61 (7) |
Z | 2 |
Radiation type | Mo Kα |
µ (mm−1) | 1.89 |
Crystal size (mm) | 0.25 × 0.10 × 0.05 |
Data collection | |
Diffractometer | Bruker Kappa APEXII CCD area-detector |
Absorption correction | ψ scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.786, 0.952 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 9800, 6441, 4724 |
Rint | 0.027 |
(sin θ/λ)max (Å−1) | 0.667 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.037, 0.106, 0.90 |
No. of reflections | 6441 |
No. of parameters | 370 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.67, −0.47 |
Computer programs: APEX2 (Bruker, 2004), APEX2, SAINT (Bruker, 2004), SHELXS97 (Sheldrick, 1990), SHELXL97 (Sheldrick, 1997), SHELXTL (Bruker, 2001), SHELXTL.
The synthesis of coordination polymers, or so-called metal-organic framework (MOF), has been a subject of intense research owing to their interesting structural chemistry and potential applications in gas storage, separation, catalysis, magnetism, luminescence. A large number of these materials have been synthesized by hydro(solvo)thermal reactions with organic pyridines and carboxyl acids (Kitagawa et al., 2004). They commonly adopt 3-D framework structures via employed metal ions as connectors and rigid or flexible organic ligands as linkers. As a further study of such complex, we report the title compound (Fig. 1) which is isotypic with [ZnCo(C13H14N2)(C8H4O4)2]n (Chen et al., 2006) (Fig. 2). All the geometric parameters are within normal ranges. The two Zn sites are four- and five-coordinated by the one N atoms of the 4,4'-(propane-1,3-diyl)dipyridines and three or four O atoms of the carboxylate anions, giving distorted tetrahedra and square pyramidal geometry.