Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536806018800/xu2036sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536806018800/xu2036Isup2.hkl |
CCDC reference: 610937
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.007 Å
- R factor = 0.053
- wR factor = 0.144
- Data-to-parameter ratio = 13.0
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 3 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 0 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 0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2003); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXTL (Sheldrick, 1997b); software used to prepare material for publication: SHELXTL'.
[Cu2(C12H15NO3)2] | F(000) = 588 |
Mr = 569.6 | Dx = 1.624 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 726 reflections |
a = 6.774 (1) Å | θ = 2.4–23.2° |
b = 6.703 (1) Å | µ = 1.87 mm−1 |
c = 25.775 (4) Å | T = 293 K |
β = 95.493 (2)° | Prism, blue |
V = 1165.1 (3) Å3 | 0.21 × 0.08 × 0.05 mm |
Z = 2 |
Bruker SMART APEX area-dectector diffractometer | 2034 independent reflections |
Radiation source: fine-focus sealed tube | 1788 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.032 |
φ and ω scans | θmax = 25.0°, θmin = 1.6° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2002) | h = −8→7 |
Tmin = 0.695, Tmax = 0.912 | k = −6→7 |
5982 measured reflections | l = −17→30 |
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)] = 0.053 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.144 | H-atom parameters constrained |
S = 1.05 | w = 1/[σ2(Fo2) + (0.0738P)2 + 3.3311P] where P = (Fo2 + 2Fc2)/3 |
2034 reflections | (Δ/σ)max = 0.001 |
156 parameters | Δρmax = 0.74 e Å−3 |
0 restraints | Δρmin = −0.54 e Å−3 |
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. |
x | y | z | Uiso*/Ueq | ||
Cu1 | 0.04771 (9) | 0.11879 (9) | 0.04962 (2) | 0.0297 (2) | |
O3 | −0.1210 (6) | 0.1208 (5) | −0.01424 (14) | 0.0416 (10) | |
N1 | −0.0509 (6) | 0.3606 (6) | 0.08086 (16) | 0.0310 (9) | |
O1 | 0.2406 (6) | 0.0741 (5) | 0.10542 (14) | 0.0382 (9) | |
C1 | 0.3257 (7) | 0.2151 (7) | 0.13452 (18) | 0.0283 (11) | |
O2 | 0.7941 (6) | 0.2693 (6) | 0.21984 (15) | 0.0451 (10) | |
C6 | 0.2460 (8) | 0.4089 (7) | 0.1398 (2) | 0.0319 (11) | |
C10 | −0.2505 (8) | 0.4310 (8) | 0.0612 (2) | 0.0376 (13) | |
H10A | −0.2371 | 0.5462 | 0.0391 | 0.045* | |
H10B | −0.3198 | 0.4735 | 0.0906 | 0.045* | |
C3 | 0.6148 (8) | 0.3034 (8) | 0.19340 (19) | 0.0349 (12) | |
C8 | 0.0530 (8) | 0.4692 (7) | 0.11533 (19) | 0.0310 (11) | |
C9 | −0.0284 (9) | 0.6658 (8) | 0.1325 (2) | 0.0453 (14) | |
H9A | −0.1422 | 0.7022 | 0.1094 | 0.068* | |
H9B | 0.0714 | 0.7671 | 0.1318 | 0.068* | |
H9C | −0.0662 | 0.6530 | 0.1673 | 0.068* | |
C2 | 0.5077 (8) | 0.1659 (8) | 0.16258 (19) | 0.0333 (12) | |
H2 | 0.5570 | 0.0370 | 0.1602 | 0.040* | |
C4 | 0.5376 (8) | 0.4953 (9) | 0.1987 (2) | 0.0418 (14) | |
H4 | 0.6070 | 0.5891 | 0.2199 | 0.050* | |
C7 | 0.8894 (10) | 0.0854 (9) | 0.2118 (3) | 0.0542 (17) | |
H7A | 0.8114 | −0.0219 | 0.2237 | 0.081* | |
H7B | 1.0181 | 0.0848 | 0.2310 | 0.081* | |
H7C | 0.9034 | 0.0688 | 0.1754 | 0.081* | |
C5 | 0.3604 (8) | 0.5428 (8) | 0.1725 (2) | 0.0392 (13) | |
H5 | 0.3117 | 0.6712 | 0.1762 | 0.047* | |
C11 | −0.3746 (8) | 0.2752 (8) | 0.0307 (2) | 0.0380 (13) | |
H11A | −0.3757 | 0.1548 | 0.0515 | 0.046* | |
H11B | −0.5100 | 0.3232 | 0.0250 | 0.046* | |
C12 | −0.3040 (8) | 0.2233 (9) | −0.0211 (2) | 0.0397 (13) | |
H12A | −0.2884 | 0.3444 | −0.0409 | 0.048* | |
H12B | −0.4020 | 0.1402 | −0.0407 | 0.048* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0340 (4) | 0.0261 (4) | 0.0277 (4) | 0.0036 (3) | −0.0038 (2) | −0.0052 (2) |
O3 | 0.046 (2) | 0.042 (2) | 0.034 (2) | 0.0159 (18) | −0.0118 (17) | −0.0128 (16) |
N1 | 0.033 (2) | 0.029 (2) | 0.030 (2) | 0.0054 (18) | 0.0000 (18) | −0.0027 (18) |
O1 | 0.048 (2) | 0.0228 (18) | 0.040 (2) | 0.0037 (16) | −0.0154 (17) | −0.0098 (15) |
C1 | 0.035 (3) | 0.026 (3) | 0.023 (2) | −0.003 (2) | 0.001 (2) | −0.003 (2) |
O2 | 0.040 (2) | 0.046 (2) | 0.045 (2) | 0.0007 (19) | −0.0153 (18) | −0.0130 (19) |
C6 | 0.035 (3) | 0.028 (3) | 0.032 (3) | −0.002 (2) | 0.003 (2) | −0.005 (2) |
C10 | 0.038 (3) | 0.031 (3) | 0.044 (3) | 0.008 (2) | 0.000 (2) | −0.005 (2) |
C3 | 0.036 (3) | 0.039 (3) | 0.029 (3) | −0.004 (2) | −0.002 (2) | −0.004 (2) |
C8 | 0.035 (3) | 0.027 (3) | 0.032 (3) | −0.003 (2) | 0.009 (2) | −0.004 (2) |
C9 | 0.046 (3) | 0.032 (3) | 0.057 (4) | 0.005 (3) | −0.002 (3) | −0.011 (3) |
C2 | 0.042 (3) | 0.026 (3) | 0.031 (3) | 0.001 (2) | 0.001 (2) | −0.003 (2) |
C4 | 0.038 (3) | 0.040 (3) | 0.047 (3) | −0.007 (2) | −0.002 (3) | −0.021 (3) |
C7 | 0.044 (4) | 0.054 (4) | 0.061 (4) | 0.013 (3) | −0.011 (3) | −0.007 (3) |
C5 | 0.041 (3) | 0.029 (3) | 0.048 (3) | 0.002 (2) | 0.004 (3) | −0.015 (2) |
C11 | 0.031 (3) | 0.038 (3) | 0.045 (3) | 0.005 (2) | 0.000 (2) | −0.003 (2) |
C12 | 0.037 (3) | 0.041 (3) | 0.038 (3) | 0.013 (2) | −0.010 (2) | −0.002 (2) |
Cu1—O1 | 1.873 (3) | C3—C2 | 1.377 (7) |
Cu1—O3i | 1.935 (3) | C3—C4 | 1.400 (8) |
Cu1—O3 | 1.912 (3) | C8—C9 | 1.511 (7) |
Cu1—N1 | 1.956 (4) | C9—H9A | 0.9600 |
Cu1—Cu1i | 3.0299 (11) | C9—H9B | 0.9600 |
O3—C12 | 1.414 (6) | C9—H9C | 0.9600 |
N1—C8 | 1.302 (6) | C2—H2 | 0.9300 |
N1—C10 | 1.475 (6) | C4—C5 | 1.358 (8) |
O1—C1 | 1.306 (6) | C4—H4 | 0.9300 |
C1—C2 | 1.408 (7) | C7—H7A | 0.9600 |
C1—C6 | 1.418 (7) | C7—H7B | 0.9600 |
O2—C3 | 1.354 (6) | C7—H7C | 0.9600 |
O2—C7 | 1.415 (7) | C5—H5 | 0.9300 |
C6—C5 | 1.410 (7) | C11—C12 | 1.502 (8) |
C6—C8 | 1.454 (7) | C11—H11A | 0.9700 |
C10—C11 | 1.513 (7) | C11—H11B | 0.9700 |
C10—H10A | 0.9700 | C12—H12A | 0.9700 |
C10—H10B | 0.9700 | C12—H12B | 0.9700 |
O1—Cu1—O3i | 92.16 (15) | C8—C9—H9B | 109.5 |
O1—Cu1—O3 | 167.99 (15) | H9A—C9—H9B | 109.5 |
O1—Cu1—N1 | 93.28 (16) | C8—C9—H9C | 109.5 |
O3i—Cu1—O3 | 76.07 (16) | H9A—C9—H9C | 109.5 |
O3—Cu1—N1 | 98.56 (16) | H9B—C9—H9C | 109.5 |
O3i—Cu1—N1 | 174.31 (16) | C3—C2—C1 | 121.8 (5) |
C12—O3—Cu1 | 123.8 (3) | C3—C2—H2 | 119.1 |
C12—O3—Cu1i | 127.3 (3) | C1—C2—H2 | 119.1 |
Cu1i—O3—Cu1 | 103.93 (16) | C5—C4—C3 | 119.2 (5) |
C8—N1—C10 | 118.3 (4) | C5—C4—H4 | 120.4 |
C8—N1—Cu1 | 124.1 (4) | C3—C4—H4 | 120.4 |
C10—N1—Cu1 | 117.5 (3) | O2—C7—H7A | 109.5 |
C1—O1—Cu1 | 124.2 (3) | O2—C7—H7B | 109.5 |
O1—C1—C2 | 116.2 (4) | H7A—C7—H7B | 109.5 |
O1—C1—C6 | 124.6 (5) | O2—C7—H7C | 109.5 |
C2—C1—C6 | 119.2 (4) | H7A—C7—H7C | 109.5 |
C3—O2—C7 | 118.3 (4) | H7B—C7—H7C | 109.5 |
C5—C6—C1 | 116.6 (5) | C4—C5—C6 | 123.8 (5) |
C5—C6—C8 | 120.1 (5) | C4—C5—H5 | 118.1 |
C1—C6—C8 | 123.2 (4) | C6—C5—H5 | 118.1 |
N1—C10—C11 | 113.8 (4) | C12—C11—C10 | 114.5 (5) |
N1—C10—H10A | 108.8 | C12—C11—H11A | 108.6 |
C11—C10—H10A | 108.8 | C10—C11—H11A | 108.6 |
N1—C10—H10B | 108.8 | C12—C11—H11B | 108.6 |
C11—C10—H10B | 108.8 | C10—C11—H11B | 108.6 |
H10A—C10—H10B | 107.7 | H11A—C11—H11B | 107.6 |
O2—C3—C2 | 125.1 (5) | O3—C12—C11 | 110.5 (4) |
O2—C3—C4 | 115.6 (5) | O3—C12—H12A | 109.5 |
C2—C3—C4 | 119.4 (5) | C11—C12—H12A | 109.5 |
N1—C8—C6 | 123.1 (4) | O3—C12—H12B | 109.5 |
N1—C8—C9 | 119.9 (5) | C11—C12—H12B | 109.5 |
C6—C8—C9 | 117.0 (4) | H12A—C12—H12B | 108.1 |
C8—C9—H9A | 109.5 |
Symmetry code: (i) −x, −y, −z. |
Subscribe to Acta Crystallographica Section E: Crystallographic Communications
The full text of this article is available to subscribers to the journal.
- Information on subscribing
- Sample issue
- If you have already subscribed, you may need to register