Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807056243/bt2587sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807056243/bt2587Isup2.hkl |
CCDC reference: 672640
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- Disorder in solvent or counterion
- R factor = 0.044
- wR factor = 0.133
- Data-to-parameter ratio = 17.4
checkCIF/PLATON results
No syntax errors found
Alert level B PLAT094_ALERT_2_B Ratio of Maximum / Minimum Residual Density .... 4.06
Alert level C ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90 Tmin and Tmax reported: 0.500 0.764 Tmin(prime) and Tmax expected: 0.627 0.752 RR(prime) = 0.785 Please check that your absorption correction is appropriate. PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.77 PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.99 PLAT153_ALERT_1_C The su's on the Cell Axes are Equal (x 100000) 40 Ang. 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 O1 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O3 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Na1 PLAT243_ALERT_4_C High 'Solvent' Ueq as Compared to Neighbors for N2 PLAT302_ALERT_4_C Anion/Solvent Disorder ......................... 50.00 Perc. PLAT601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of . 80.00 A 3
Alert level G PLAT860_ALERT_3_G Note: Number of Least-Squares Restraints ....... 21
0 ALERT level A = In general: serious problem 1 ALERT level B = Potentially serious problem 13 ALERT level C = Check and explain 1 ALERT level G = General alerts; check 3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 5 ALERT type 2 Indicator that the structure model may be wrong or deficient 4 ALERT type 3 Indicator that the structure quality may be low 3 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Zinc formate (1.55 g, 1 mmol) and terephthalic acid (1.66 g, 1 mmol) in dissolved in DMF (10 ml). The solution was heated in a 25-ml, Teflon-lined stainless-steel Parr bomb at 433 K for five days. The bomb was allowed to cool to room temperature. Several colorless prisms were picked out by hand.
Carbon- and nitrogen-bound H atoms were placed in calculated positions [C—H 0.93–0.97 Å and Uiso(H) 1.2–1.5Ueq(C)], and were included in the refinement in the riding-model approximation.
The dimethylammonium cation is disordered about an inversion site, and was refined as a half-occupancy species, subject to distance restraints of C–N 1.45±01 and C···C 2.37±0.01 Å. Their anisotropic temperature factors were restrained to be nearly isotropic.
The refinement initially assumed two independent zinc atoms in the asymmetric unit; however, the difference Fourier consistently had a deep hole near that atom on the inversion site. The occupancy of the zinc atom at (1/2, 1/2, 1/2) refined to 0.188, an occupancy consistent with sodium. The refinement with magnesium in place of sodium led to worse convergence. Furthermore, the octahedral environment of oxygen atoms at distances of 2.3 to 2.5 Å is consistent with this assumption. Sodium could have come from the water used to clean the containers, or the terephthalic acid was contaminated with unknown amounts of the sodium salt.
The final difference Fourier map had a large peak at 2.66 Å from H13a; this peak could not be refined as an oxygen atom.
Data collection: RAPID-AUTO (Rigaku Corporation, 1998); cell refinement: RAPID-AUTO (Rigaku Corporation, 1998); data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: X-SEED (Barbour, 2001); OLEX (Dolomanov et al., 2003); software used to prepare material for publication: publCIF (Westrip, 2007).
(C2H8N)[NaZn2(C8H4O4)3(C2H7N)2] | Z = 1 |
Mr = 782.33 | F(000) = 402 |
Triclinic, P1 | Dx = 1.461 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 9.7893 (4) Å | Cell parameters from 8042 reflections |
b = 10.3641 (4) Å | θ = 3.1–27.5° |
c = 10.6649 (4) Å | µ = 1.42 mm−1 |
α = 111.801 (1)° | T = 295 K |
β = 100.498 (1)° | Prism, colorless |
γ = 109.257 (1)° | 0.32 × 0.26 × 0.20 mm |
V = 889.29 (6) Å3 |
Rigaku RAXIS-RAPID diffractometer | 4032 independent reflections |
Radiation source: fine-focus sealed tube | 3743 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.019 |
Detector resolution: 10.000 pixels mm-1 | θmax = 27.5°, θmin = 3.1° |
ω–scans | h = −12→12 |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | k = −13→13 |
Tmin = 0.500, Tmax = 0.764 | l = −13→13 |
8744 measured reflections |
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)] = 0.044 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.134 | H-atom parameters constrained |
S = 1.08 | w = 1/[σ2(Fo2) + (0.0891P)2 + 0.691P] where P = (Fo2 + 2Fc2)/3 |
4032 reflections | (Δ/σ)max = 0.001 |
232 parameters | Δρmax = 1.52 e Å−3 |
21 restraints | Δρmin = −0.37 e Å−3 |
(C2H8N)[NaZn2(C8H4O4)3(C2H7N)2] | γ = 109.257 (1)° |
Mr = 782.33 | V = 889.29 (6) Å3 |
Triclinic, P1 | Z = 1 |
a = 9.7893 (4) Å | Mo Kα radiation |
b = 10.3641 (4) Å | µ = 1.42 mm−1 |
c = 10.6649 (4) Å | T = 295 K |
α = 111.801 (1)° | 0.32 × 0.26 × 0.20 mm |
β = 100.498 (1)° |
Rigaku RAXIS-RAPID diffractometer | 4032 independent reflections |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | 3743 reflections with I > 2σ(I) |
Tmin = 0.500, Tmax = 0.764 | Rint = 0.019 |
8744 measured reflections |
R[F2 > 2σ(F2)] = 0.044 | 21 restraints |
wR(F2) = 0.134 | H-atom parameters constrained |
S = 1.08 | Δρmax = 1.52 e Å−3 |
4032 reflections | Δρmin = −0.37 e Å−3 |
232 parameters |
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Zn1 | 0.59102 (3) | 0.46809 (3) | 0.79701 (3) | 0.02569 (13) | |
Na1 | 0.5000 | 0.5000 | 0.5000 | 0.0244 (3) | |
O1 | 0.5534 (4) | 0.7060 (3) | 0.7200 (3) | 0.0504 (6) | |
O2 | 0.5491 (3) | 0.6447 (2) | 0.8990 (2) | 0.0373 (5) | |
O3 | 0.3246 (3) | 0.3460 (3) | 0.5606 (3) | 0.0487 (6) | |
O4 | 0.4059 (2) | 0.2685 (3) | 0.7140 (3) | 0.0442 (5) | |
O5 | 0.6919 (2) | 0.4596 (3) | 0.6530 (2) | 0.0385 (5) | |
O6 | 0.9088 (3) | 0.6470 (3) | 0.8285 (3) | 0.0530 (6) | |
N1 | 0.7009 (3) | 0.4443 (3) | 0.9649 (3) | 0.0379 (6) | |
H1 | 0.6297 | 0.3985 | 0.9910 | 0.045* | |
C1 | 0.5425 (3) | 0.7297 (3) | 0.8384 (3) | 0.0337 (6) | |
C2 | 0.5199 (3) | 0.8695 (3) | 0.9231 (3) | 0.0314 (5) | |
C3 | 0.4778 (4) | 0.9489 (3) | 0.8546 (3) | 0.0368 (6) | |
H3 | 0.4632 | 0.9147 | 0.7572 | 0.044* | |
C4 | 0.5425 (4) | 0.9221 (3) | 1.0700 (3) | 0.0354 (6) | |
H4 | 0.5711 | 0.8703 | 1.1168 | 0.042* | |
C5 | 0.3034 (3) | 0.2560 (3) | 0.6121 (3) | 0.0357 (6) | |
C6 | 0.1461 (4) | 0.1213 (4) | 0.5529 (4) | 0.0409 (7) | |
C7 | 0.0188 (4) | 0.1272 (4) | 0.4790 (5) | 0.0598 (11) | |
H7 | 0.0311 | 0.2126 | 0.4640 | 0.072* | |
C8 | 0.1269 (4) | −0.0070 (5) | 0.5731 (5) | 0.0597 (11) | |
H8 | 0.2121 | −0.0127 | 0.6218 | 0.072* | |
C9 | 0.8376 (3) | 0.5484 (4) | 0.7029 (3) | 0.0352 (6) | |
C10 | 0.9209 (3) | 0.5225 (3) | 0.5965 (3) | 0.0307 (5) | |
C11 | 0.8412 (3) | 0.4176 (4) | 0.4516 (4) | 0.0367 (6) | |
H11 | 0.7345 | 0.3623 | 0.4187 | 0.044* | |
C12 | 1.0806 (3) | 0.6048 (4) | 0.6438 (3) | 0.0365 (6) | |
H12 | 1.1350 | 0.6755 | 0.7405 | 0.044* | |
C13 | 0.7748 (5) | 0.3415 (5) | 0.9174 (5) | 0.0580 (10) | |
H13A | 0.7019 | 0.2478 | 0.8332 | 0.087* | |
H13B | 0.8092 | 0.3180 | 0.9929 | 0.087* | |
H13C | 0.8616 | 0.3917 | 0.8952 | 0.087* | |
C14 | 0.8095 (4) | 0.5905 (5) | 1.0944 (4) | 0.0552 (9) | |
H14A | 0.7582 | 0.6551 | 1.1234 | 0.083* | |
H14B | 0.8961 | 0.6424 | 1.0730 | 0.083* | |
H14C | 0.8448 | 0.5689 | 1.1711 | 0.083* | |
N2 | 0.972 (2) | 0.971 (5) | 0.987 (3) | 0.208 (10) | 0.50 |
H2A | 0.9050 | 0.8762 | 0.9352 | 0.249* | 0.50 |
H2B | 0.9252 | 1.0288 | 0.9983 | 0.249* | 0.50 |
C15 | 1.083 (2) | 1.0104 (17) | 0.9171 (17) | 0.113 (5) | 0.50 |
H15A | 1.0303 | 1.0028 | 0.8274 | 0.170* | 0.50 |
H15B | 1.1296 | 0.9404 | 0.8991 | 0.170* | 0.50 |
H15C | 1.1609 | 1.1140 | 0.9785 | 0.170* | 0.50 |
C16 | 1.059 (3) | 0.994 (2) | 1.1262 (18) | 0.156 (8) | 0.50 |
H16A | 0.9906 | 0.9761 | 1.1783 | 0.235* | 0.50 |
H16B | 1.1385 | 1.0981 | 1.1802 | 0.235* | 0.50 |
H16C | 1.1050 | 0.9234 | 1.1119 | 0.235* | 0.50 |
U11 | U22 | U33 | U12 | U13 | U23 | |
Zn1 | 0.02318 (18) | 0.02679 (19) | 0.03174 (19) | 0.01195 (14) | 0.01341 (13) | 0.01542 (14) |
Na1 | 0.0289 (7) | 0.0256 (6) | 0.0254 (6) | 0.0119 (6) | 0.0155 (6) | 0.0155 (5) |
O1 | 0.0838 (19) | 0.0400 (12) | 0.0462 (13) | 0.0368 (13) | 0.0382 (13) | 0.0227 (10) |
O2 | 0.0492 (12) | 0.0339 (10) | 0.0431 (11) | 0.0273 (10) | 0.0229 (10) | 0.0209 (9) |
O3 | 0.0360 (12) | 0.0443 (12) | 0.0695 (16) | 0.0084 (10) | 0.0204 (11) | 0.0372 (12) |
O4 | 0.0278 (10) | 0.0414 (12) | 0.0447 (12) | 0.0001 (9) | 0.0018 (9) | 0.0197 (10) |
O5 | 0.0313 (10) | 0.0482 (12) | 0.0497 (12) | 0.0206 (9) | 0.0278 (10) | 0.0272 (10) |
O6 | 0.0454 (13) | 0.0672 (16) | 0.0425 (13) | 0.0212 (13) | 0.0245 (11) | 0.0203 (12) |
N1 | 0.0275 (11) | 0.0504 (15) | 0.0457 (14) | 0.0167 (11) | 0.0150 (11) | 0.0312 (12) |
C1 | 0.0375 (15) | 0.0268 (12) | 0.0382 (14) | 0.0157 (12) | 0.0157 (12) | 0.0138 (11) |
C2 | 0.0400 (15) | 0.0262 (12) | 0.0303 (12) | 0.0168 (11) | 0.0141 (11) | 0.0124 (10) |
C3 | 0.0530 (18) | 0.0327 (14) | 0.0283 (12) | 0.0219 (13) | 0.0154 (12) | 0.0142 (11) |
C4 | 0.0465 (16) | 0.0312 (13) | 0.0341 (14) | 0.0205 (13) | 0.0133 (12) | 0.0178 (11) |
C5 | 0.0279 (13) | 0.0331 (14) | 0.0386 (14) | 0.0049 (11) | 0.0121 (12) | 0.0162 (12) |
C6 | 0.0295 (14) | 0.0379 (15) | 0.0431 (16) | −0.0006 (12) | 0.0024 (12) | 0.0247 (13) |
C7 | 0.0374 (18) | 0.048 (2) | 0.088 (3) | 0.0028 (16) | 0.0022 (18) | 0.049 (2) |
C8 | 0.0351 (17) | 0.053 (2) | 0.079 (3) | 0.0040 (16) | −0.0043 (18) | 0.043 (2) |
C9 | 0.0346 (14) | 0.0458 (16) | 0.0438 (15) | 0.0244 (13) | 0.0245 (13) | 0.0279 (14) |
C10 | 0.0281 (13) | 0.0396 (14) | 0.0397 (14) | 0.0192 (12) | 0.0204 (11) | 0.0254 (12) |
C11 | 0.0251 (12) | 0.0440 (16) | 0.0494 (16) | 0.0160 (12) | 0.0203 (12) | 0.0257 (14) |
C12 | 0.0286 (14) | 0.0452 (16) | 0.0389 (14) | 0.0165 (13) | 0.0169 (12) | 0.0200 (13) |
C13 | 0.051 (2) | 0.065 (2) | 0.086 (3) | 0.038 (2) | 0.028 (2) | 0.049 (2) |
C14 | 0.0416 (18) | 0.067 (2) | 0.0456 (18) | 0.0172 (18) | 0.0061 (15) | 0.0246 (18) |
N2 | 0.214 (13) | 0.208 (15) | 0.197 (12) | 0.074 (10) | 0.097 (10) | 0.095 (9) |
C15 | 0.114 (8) | 0.088 (7) | 0.127 (8) | 0.023 (5) | 0.066 (7) | 0.046 (6) |
C16 | 0.159 (11) | 0.128 (10) | 0.161 (11) | 0.047 (8) | 0.053 (9) | 0.061 (8) |
Zn1—O5 | 1.963 (2) | C6—C8 | 1.383 (5) |
Zn1—O2 | 1.970 (2) | C7—C8iii | 1.386 (5) |
Zn1—O4 | 1.982 (2) | C7—H7 | 0.9300 |
Zn1—N1 | 2.056 (3) | C8—C7iii | 1.386 (5) |
Na1—O3 | 2.297 (2) | C8—H8 | 0.9300 |
Na1—O3i | 2.297 (2) | C9—C10 | 1.510 (4) |
Na1—O1 | 2.331 (2) | C10—C11 | 1.390 (4) |
Na1—O1i | 2.331 (2) | C10—C12 | 1.393 (4) |
Na1—O5 | 2.505 (2) | C11—C12iv | 1.378 (4) |
Na1—O5i | 2.505 (2) | C11—H11 | 0.9300 |
O1—C1 | 1.226 (4) | C12—C11iv | 1.378 (4) |
O2—C1 | 1.282 (4) | C12—H12 | 0.9300 |
O3—C5 | 1.229 (4) | C13—H13A | 0.9600 |
O4—C5 | 1.271 (4) | C13—H13B | 0.9600 |
O5—C9 | 1.288 (4) | C13—H13C | 0.9600 |
O6—C9 | 1.224 (4) | C14—H14A | 0.9600 |
N1—C13 | 1.468 (5) | C14—H14B | 0.9600 |
N1—C14 | 1.477 (5) | C14—H14C | 0.9600 |
N1—H1 | 0.8600 | N2—C15 | 1.455 (10) |
C1—C2 | 1.509 (4) | N2—C16 | 1.458 (10) |
C2—C3 | 1.393 (4) | N2—H2A | 0.8600 |
C2—C4 | 1.400 (4) | N2—H2B | 0.8600 |
C3—C4ii | 1.382 (4) | C15—H15A | 0.9600 |
C3—H3 | 0.9300 | C15—H15B | 0.9600 |
C4—C3ii | 1.382 (4) | C15—H15C | 0.9600 |
C4—H4 | 0.9300 | C16—H16A | 0.9600 |
C5—C6 | 1.514 (4) | C16—H16B | 0.9600 |
C6—C7 | 1.381 (5) | C16—H16C | 0.9600 |
O5—Zn1—O2 | 122.49 (9) | C7—C6—C5 | 119.5 (3) |
O5—Zn1—O4 | 107.71 (10) | C8—C6—C5 | 121.3 (3) |
O2—Zn1—O4 | 111.96 (10) | C6—C7—C8iii | 120.5 (3) |
O5—Zn1—N1 | 114.27 (10) | C6—C7—H7 | 119.7 |
O2—Zn1—N1 | 101.73 (10) | C8iii—C7—H7 | 119.7 |
O4—Zn1—N1 | 95.35 (10) | C6—C8—C7iii | 120.2 (3) |
O3—Na1—O3i | 180.00 (12) | C6—C8—H8 | 119.9 |
O3—Na1—O1 | 87.36 (10) | C7iii—C8—H8 | 119.9 |
O3i—Na1—O1 | 92.64 (10) | O6—C9—O5 | 123.9 (3) |
O3—Na1—O1i | 92.64 (10) | O6—C9—C10 | 120.2 (3) |
O3i—Na1—O1i | 87.36 (10) | O5—C9—C10 | 115.8 (3) |
O1—Na1—O1i | 180.0 | C11—C10—C12 | 119.0 (3) |
O3—Na1—O5 | 83.95 (8) | C11—C10—C9 | 121.3 (3) |
O3i—Na1—O5 | 96.05 (8) | C12—C10—C9 | 119.7 (3) |
O1—Na1—O5 | 82.33 (9) | C12iv—C11—C10 | 120.4 (3) |
O1i—Na1—O5 | 97.67 (9) | C12iv—C11—H11 | 119.8 |
O3—Na1—O5i | 96.05 (8) | C10—C11—H11 | 119.8 |
O3i—Na1—O5i | 83.95 (8) | C11iv—C12—C10 | 120.5 (3) |
O1—Na1—O5i | 97.67 (9) | C11iv—C12—H12 | 119.7 |
O1i—Na1—O5i | 82.33 (9) | C10—C12—H12 | 119.7 |
O5—Na1—O5i | 180.0 | N1—C13—H13A | 109.5 |
C1—O1—Na1 | 139.5 (2) | N1—C13—H13B | 109.5 |
C1—O2—Zn1 | 116.88 (18) | H13A—C13—H13B | 109.5 |
C5—O3—Na1 | 144.9 (2) | N1—C13—H13C | 109.5 |
C5—O4—Zn1 | 110.7 (2) | H13A—C13—H13C | 109.5 |
C9—O5—Zn1 | 115.7 (2) | H13B—C13—H13C | 109.5 |
C9—O5—Na1 | 121.97 (19) | N1—C14—H14A | 109.5 |
Zn1—O5—Na1 | 94.39 (8) | N1—C14—H14B | 109.5 |
C13—N1—C14 | 111.2 (3) | H14A—C14—H14B | 109.5 |
C13—N1—Zn1 | 111.3 (2) | N1—C14—H14C | 109.5 |
C14—N1—Zn1 | 115.2 (2) | H14A—C14—H14C | 109.5 |
C13—N1—H1 | 106.1 | H14B—C14—H14C | 109.5 |
C14—N1—H1 | 106.2 | C15—N2—C16 | 107.3 (10) |
Zn1—N1—H1 | 106.1 | C15—N2—H2A | 110.3 |
O1—C1—O2 | 125.3 (3) | C16—N2—H2A | 110.3 |
O1—C1—C2 | 118.9 (3) | C15—N2—H2B | 110.3 |
O2—C1—C2 | 115.7 (2) | C16—N2—H2B | 110.3 |
C3—C2—C4 | 119.3 (3) | H2A—N2—H2B | 108.5 |
C3—C2—C1 | 119.6 (3) | N2—C15—H15A | 109.5 |
C4—C2—C1 | 121.1 (2) | N2—C15—H15B | 109.5 |
C4ii—C3—C2 | 120.7 (3) | H15A—C15—H15B | 109.5 |
C4ii—C3—H3 | 119.7 | N2—C15—H15C | 109.5 |
C2—C3—H3 | 119.7 | H15A—C15—H15C | 109.5 |
C3ii—C4—C2 | 120.0 (3) | H15B—C15—H15C | 109.5 |
C3ii—C4—H4 | 120.0 | N2—C16—H16A | 109.5 |
C2—C4—H4 | 120.0 | N2—C16—H16B | 109.5 |
O3—C5—O4 | 124.1 (3) | H16A—C16—H16B | 109.5 |
O3—C5—C6 | 119.0 (3) | N2—C16—H16C | 109.5 |
O4—C5—C6 | 116.9 (3) | H16A—C16—H16C | 109.5 |
C7—C6—C8 | 119.3 (3) | H16B—C16—H16C | 109.5 |
O3—Na1—O1—C1 | 22.2 (4) | Na1—Zn1—N1—C14 | 92.3 (4) |
O3i—Na1—O1—C1 | −157.8 (4) | Na1—O1—C1—O2 | 29.8 (6) |
O5—Na1—O1—C1 | −62.1 (4) | Na1—O1—C1—C2 | −150.5 (3) |
O5i—Na1—O1—C1 | 117.9 (4) | Zn1—O2—C1—O1 | 3.3 (4) |
O5—Zn1—O2—C1 | 22.2 (3) | Zn1—O2—C1—C2 | −176.43 (19) |
O4—Zn1—O2—C1 | −108.0 (2) | O1—C1—C2—C3 | 14.2 (5) |
N1—Zn1—O2—C1 | 151.2 (2) | O2—C1—C2—C3 | −166.0 (3) |
O1—Na1—O3—C5 | −96.9 (4) | O1—C1—C2—C4 | −165.0 (3) |
O1i—Na1—O3—C5 | 83.1 (4) | O2—C1—C2—C4 | 14.8 (4) |
O5—Na1—O3—C5 | −14.4 (4) | C4—C2—C3—C4ii | −0.3 (5) |
O5i—Na1—O3—C5 | 165.6 (4) | C1—C2—C3—C4ii | −179.5 (3) |
Zn1—Na1—O3—C5 | −40.3 (4) | C3—C2—C4—C3ii | 0.3 (5) |
Zn1i—Na1—O3—C5 | 139.7 (4) | C1—C2—C4—C3ii | 179.5 (3) |
O5—Zn1—O4—C5 | −69.6 (2) | Na1—O3—C5—O4 | 35.7 (6) |
O2—Zn1—O4—C5 | 67.9 (2) | Na1—O3—C5—C6 | −144.7 (3) |
N1—Zn1—O4—C5 | 172.8 (2) | Zn1—O4—C5—O3 | 8.7 (4) |
O2—Zn1—O5—C9 | 73.2 (2) | Zn1—O4—C5—C6 | −170.9 (2) |
O4—Zn1—O5—C9 | −154.8 (2) | O3—C5—C6—C7 | −20.8 (5) |
N1—Zn1—O5—C9 | −50.3 (2) | O4—C5—C6—C7 | 158.9 (4) |
O2—Zn1—O5—Na1 | −55.59 (12) | O3—C5—C6—C8 | 160.1 (4) |
O4—Zn1—O5—Na1 | 76.39 (10) | O4—C5—C6—C8 | −20.3 (5) |
N1—Zn1—O5—Na1 | −179.06 (9) | C8—C6—C7—C8iii | 0.8 (8) |
O3—Na1—O5—C9 | −162.0 (2) | C5—C6—C7—C8iii | −178.4 (4) |
O3i—Na1—O5—C9 | 18.0 (2) | C7—C6—C8—C7iii | −0.8 (8) |
O1—Na1—O5—C9 | −73.9 (2) | C5—C6—C8—C7iii | 178.4 (4) |
O1i—Na1—O5—C9 | 106.1 (2) | Zn1—O5—C9—O6 | −8.9 (4) |
O3—Na1—O5—Zn1 | −37.89 (10) | Na1—O5—C9—O6 | 104.7 (3) |
O3i—Na1—O5—Zn1 | 142.11 (10) | Zn1—O5—C9—C10 | 169.76 (18) |
O1—Na1—O5—Zn1 | 50.25 (9) | Na1—O5—C9—C10 | −76.6 (3) |
O1i—Na1—O5—Zn1 | −129.75 (9) | O6—C9—C10—C11 | −176.2 (3) |
O5—Zn1—N1—C13 | −33.0 (3) | O5—C9—C10—C11 | 5.1 (4) |
O2—Zn1—N1—C13 | −167.0 (2) | O6—C9—C10—C12 | 3.8 (4) |
O4—Zn1—N1—C13 | 79.2 (2) | O5—C9—C10—C12 | −174.9 (3) |
Na1—Zn1—N1—C13 | −35.5 (4) | C12—C10—C11—C12iv | 0.2 (5) |
O5—Zn1—N1—C14 | 94.8 (3) | C9—C10—C11—C12iv | −179.8 (3) |
O2—Zn1—N1—C14 | −39.2 (3) | C11—C10—C12—C11iv | −0.2 (5) |
O4—Zn1—N1—C14 | −153.0 (2) | C9—C10—C12—C11iv | 179.8 (3) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y+2, −z+2; (iii) −x, −y, −z+1; (iv) −x+2, −y+1, −z+1. |
D—H···A | D—H | H···A | D···A | D—H···A |
N1—H1···O2v | 0.86 | 2.29 | 3.122 (3) | 162 |
Symmetry code: (v) −x+1, −y+1, −z+2. |
Experimental details
Crystal data | |
Chemical formula | (C2H8N)[NaZn2(C8H4O4)3(C2H7N)2] |
Mr | 782.33 |
Crystal system, space group | Triclinic, P1 |
Temperature (K) | 295 |
a, b, c (Å) | 9.7893 (4), 10.3641 (4), 10.6649 (4) |
α, β, γ (°) | 111.801 (1), 100.498 (1), 109.257 (1) |
V (Å3) | 889.29 (6) |
Z | 1 |
Radiation type | Mo Kα |
µ (mm−1) | 1.42 |
Crystal size (mm) | 0.32 × 0.26 × 0.20 |
Data collection | |
Diffractometer | Rigaku RAXIS-RAPID diffractometer |
Absorption correction | Multi-scan (ABSCOR; Higashi, 1995) |
Tmin, Tmax | 0.500, 0.764 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 8744, 4032, 3743 |
Rint | 0.019 |
(sin θ/λ)max (Å−1) | 0.649 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.044, 0.134, 1.08 |
No. of reflections | 4032 |
No. of parameters | 232 |
No. of restraints | 21 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.52, −0.37 |
Computer programs: RAPID-AUTO (Rigaku Corporation, 1998), CrystalStructure (Rigaku/MSC, 2002), SHELXS97 (Sheldrick, 1997), SHELXL97 (Sheldrick, 1997), X-SEED (Barbour, 2001); OLEX (Dolomanov et al., 2003), publCIF (Westrip, 2007).