Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536807008008/om2103sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536807008008/om2103Isup2.hkl |
CCDC reference: 640436
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.023
- wR factor = 0.072
- Data-to-parameter ratio = 11.1
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Cu - N1 .. 5.89 su PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C7 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for C10 PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.06
Alert level G PLAT199_ALERT_1_G Check the Reported _cell_measurement_temperature 293 K PLAT200_ALERT_1_G Check the Reported _diffrn_ambient_temperature . 293 K
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 4 ALERT level C = Check and explain 2 ALERT level G = General alerts; check 2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 4 ALERT type 2 Indicator that the structure model may be wrong or deficient 0 ALERT type 3 Indicator that the structure quality may be low 0 ALERT type 4 Improvement, methodology, query or suggestion 0 ALERT type 5 Informative message, check
Data collection: CrysAlis CCD (Oxford Diffraction, 2006); cell refinement: CrysAlis RED (Oxford Diffraction, 2006); data reduction: CrysAlis RED; program(s) used to solve structure: SIR2002 (Burla et al., 2003); program(s) used to refine structure: SHELXTL (Sheldrick, 2003); molecular graphics: Mercury (Macrae et al., 2006); software used to prepare material for publication: PLATON (Spek, 2003) and publCIF (Westrip, 2007).
[Cu(C4H3O4)2(C6H6N2O)2] | F(000) = 550 |
Mr = 537.93 | Dx = 1.626 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 6086 reflections |
a = 11.0611 (10) Å | θ = 3.0–28.9° |
b = 12.6061 (9) Å | µ = 1.06 mm−1 |
c = 7.8818 (6) Å | T = 293 K |
β = 91.190 (8)° | Prism, blue |
V = 1098.78 (15) Å3 | 0.30 × 0.30 × 0.15 mm |
Z = 2 |
Kuma KM-4 CCD area-detector diffractometer | 1917 independent reflections |
Radiation source: CX-Mo12x0.4-S Seifert Mo tube | 1638 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.017 |
Detector resolution: 8.2356 pixels mm-1 | θmax = 25.0°, θmin = 3.1° |
ω scans | h = −13→10 |
Absorption correction: multi-scan (CrysAlis RED; Oxford Diffraction, 2006) | k = −14→14 |
Tmin = 0.742, Tmax = 0.857 | l = −9→9 |
9434 measured reflections |
Refinement on F2 | Secondary atom site location: structure-invariant direct methods |
Least-squares matrix: full | Hydrogen site location: difference Fourier map |
R[F2 > 2σ(F2)] = 0.023 | H atoms treated by a mixture of independent and constrained refinement |
wR(F2) = 0.072 | w = 1/[σ2(Fo2) + (0.0452P)2 + 0.083P] where P = (Fo2 + 2Fc2)/3 |
S = 1.14 | (Δ/σ)max < 0.001 |
1917 reflections | Δρmax = 0.19 e Å−3 |
173 parameters | Δρmin = −0.27 e Å−3 |
0 restraints | Extinction correction: SHELXTL (Sheldrick, 2003), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0138 (16) |
Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles |
Refinement. Refinement on F2 for ALL reflections except those flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The observed criterion of F2 > σ(F2) is used only for calculating -R-factor-obs 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 | ||
Cu | 1.0000 | 0.0000 | 0.0000 | 0.03856 (14) | |
O1 | 0.95633 (11) | 0.15112 (9) | −0.01833 (14) | 0.0394 (3) | |
N1 | 1.12405 (13) | 0.05559 (11) | 0.15881 (17) | 0.0363 (3) | |
N2 | 1.00579 (15) | 0.31430 (12) | 0.0719 (2) | 0.0403 (4) | |
H21 | 0.950 (2) | 0.3383 (16) | 0.009 (2) | 0.049 (6)* | |
H22 | 1.049 (2) | 0.3567 (18) | 0.133 (3) | 0.062 (7)* | |
C1 | 1.02287 (15) | 0.21194 (13) | 0.0694 (2) | 0.0335 (4) | |
C2 | 1.12450 (15) | 0.16242 (12) | 0.17043 (18) | 0.0336 (4) | |
C3 | 1.21157 (16) | 0.21582 (14) | 0.2639 (2) | 0.0413 (4) | |
H3 | 1.2118 | 0.2895 | 0.2689 | 0.050* | |
C4 | 1.29880 (17) | 0.15702 (16) | 0.3505 (2) | 0.0494 (5) | |
H4 | 1.3581 | 0.1910 | 0.4159 | 0.059* | |
C5 | 1.29726 (17) | 0.04871 (17) | 0.3394 (2) | 0.0487 (5) | |
H5 | 1.3555 | 0.0084 | 0.3967 | 0.058* | |
C6 | 1.20843 (18) | 0.00006 (13) | 0.2421 (3) | 0.0450 (5) | |
H6 | 1.2075 | −0.0736 | 0.2344 | 0.054* | |
O2 | 0.67825 (15) | 0.27222 (12) | 0.2760 (2) | 0.0741 (5) | |
H2 | 0.733 (3) | 0.215 (2) | 0.316 (3) | 0.099 (9)* | |
O3 | 0.51111 (17) | 0.29352 (15) | 0.1305 (3) | 0.0951 (6) | |
O4 | 0.81568 (13) | 0.12346 (11) | 0.35161 (18) | 0.0599 (4) | |
O5 | 0.85379 (13) | −0.03265 (11) | 0.23404 (17) | 0.0507 (3) | |
C7 | 0.59001 (19) | 0.23517 (17) | 0.1829 (3) | 0.0582 (5) | |
C8 | 0.58628 (19) | 0.12034 (19) | 0.1457 (3) | 0.0653 (6) | |
H8 | 0.5164 | 0.0987 | 0.0878 | 0.078* | |
C9 | 0.66429 (19) | 0.04148 (17) | 0.1794 (3) | 0.0589 (6) | |
H9 | 0.6377 | −0.0256 | 0.1466 | 0.071* | |
C10 | 0.78695 (16) | 0.04426 (14) | 0.2612 (2) | 0.0398 (4) |
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu | 0.0436 (2) | 0.02659 (19) | 0.0447 (2) | 0.00096 (12) | −0.01769 (13) | −0.00473 (11) |
O1 | 0.0442 (7) | 0.0292 (6) | 0.0441 (6) | 0.0014 (5) | −0.0167 (5) | −0.0049 (5) |
N1 | 0.0391 (8) | 0.0307 (8) | 0.0388 (7) | 0.0008 (6) | −0.0092 (6) | −0.0015 (6) |
N2 | 0.0446 (9) | 0.0297 (8) | 0.0461 (8) | 0.0022 (7) | −0.0159 (7) | −0.0053 (7) |
C1 | 0.0357 (9) | 0.0332 (9) | 0.0316 (8) | −0.0006 (7) | −0.0033 (7) | −0.0029 (7) |
C2 | 0.0341 (9) | 0.0343 (9) | 0.0324 (8) | −0.0004 (7) | −0.0035 (7) | −0.0023 (6) |
C3 | 0.0417 (10) | 0.0367 (9) | 0.0449 (10) | −0.0031 (7) | −0.0095 (8) | −0.0063 (7) |
C4 | 0.0399 (10) | 0.0593 (13) | 0.0486 (10) | −0.0066 (9) | −0.0141 (8) | −0.0047 (9) |
C5 | 0.0401 (10) | 0.0540 (12) | 0.0513 (11) | 0.0039 (9) | −0.0140 (8) | 0.0049 (9) |
C6 | 0.0474 (11) | 0.0377 (10) | 0.0493 (10) | 0.0054 (8) | −0.0124 (9) | 0.0029 (7) |
O2 | 0.0663 (10) | 0.0396 (8) | 0.1151 (14) | 0.0054 (8) | −0.0333 (10) | −0.0062 (8) |
O3 | 0.0778 (12) | 0.0805 (12) | 0.1253 (15) | 0.0327 (10) | −0.0400 (11) | 0.0053 (11) |
O4 | 0.0566 (9) | 0.0492 (8) | 0.0725 (9) | 0.0047 (7) | −0.0315 (7) | −0.0122 (7) |
O5 | 0.0511 (8) | 0.0399 (7) | 0.0609 (8) | 0.0095 (6) | −0.0047 (6) | 0.0075 (6) |
C7 | 0.0473 (12) | 0.0571 (13) | 0.0696 (13) | 0.0065 (10) | −0.0114 (10) | 0.0061 (10) |
C8 | 0.0424 (11) | 0.0657 (14) | 0.0867 (16) | 0.0031 (10) | −0.0252 (11) | −0.0162 (12) |
C9 | 0.0483 (12) | 0.0463 (11) | 0.0813 (15) | −0.0021 (10) | −0.0167 (11) | −0.0171 (11) |
C10 | 0.0427 (10) | 0.0333 (9) | 0.0431 (9) | −0.0016 (8) | −0.0078 (8) | 0.0068 (8) |
Cu—O1 | 1.9699 (12) | C1—C2 | 1.500 (2) |
Cu—O5 | 2.5123 (14) | C2—C3 | 1.376 (2) |
Cu—N1 | 1.9670 (14) | C3—C4 | 1.385 (3) |
O1—C1 | 1.260 (2) | C4—C5 | 1.368 (3) |
O2—C7 | 1.296 (3) | C5—C6 | 1.378 (3) |
O3—C7 | 1.208 (3) | C7—C8 | 1.477 (3) |
O4—C10 | 1.263 (2) | C8—C9 | 1.339 (3) |
O5—C10 | 1.241 (2) | C9—C10 | 1.490 (3) |
O2—H2 | 0.99 (3) | C3—H3 | 0.93 |
N1—C2 | 1.350 (2) | C4—H4 | 0.93 |
N1—C6 | 1.329 (2) | C5—H5 | 0.93 |
N2—C1 | 1.304 (2) | C6—H6 | 0.93 |
N2—H22 | 0.86 (2) | C8—H8 | 0.93 |
N2—H21 | 0.84 (2) | C9—H9 | 0.93 |
O1—Cu—O5 | 92.96 (5) | N1—C6—C5 | 121.72 (16) |
O1—Cu—N1 | 82.47 (5) | O2—C7—O3 | 120.3 (2) |
O5—Cu—N1 | 92.43 (5) | O2—C7—C8 | 118.89 (19) |
Cu—O1—C1 | 114.13 (11) | O3—C7—C8 | 120.8 (2) |
Cu—O5—C10 | 113.19 (11) | C7—C8—C9 | 132.3 (2) |
C7—O2—H2 | 111.5 (16) | C8—C9—C10 | 130.2 (2) |
Cu—N1—C6 | 126.87 (12) | O4—C10—C9 | 118.60 (17) |
C2—N1—C6 | 119.37 (15) | O5—C10—C9 | 116.58 (16) |
Cu—N1—C2 | 113.59 (11) | O4—C10—O5 | 124.83 (17) |
C1—N2—H21 | 116.9 (14) | C2—C3—H3 | 121 |
C1—N2—H22 | 123.1 (15) | C4—C3—H3 | 121 |
H21—N2—H22 | 120 (2) | C3—C4—H4 | 120 |
O1—C1—C2 | 117.45 (14) | C5—C4—H4 | 120 |
N2—C1—C2 | 120.72 (15) | C4—C5—H5 | 120 |
O1—C1—N2 | 121.82 (16) | C6—C5—H5 | 120 |
C1—C2—C3 | 126.09 (14) | N1—C6—H6 | 119 |
N1—C2—C1 | 112.18 (14) | C5—C6—H6 | 119 |
N1—C2—C3 | 121.73 (15) | C7—C8—H8 | 114 |
C2—C3—C4 | 118.33 (16) | C9—C8—H8 | 114 |
C3—C4—C5 | 119.66 (17) | C8—C9—H9 | 115 |
C4—C5—C6 | 119.18 (17) | C10—C9—H9 | 115 |
D—H···A | D—H | H···A | D···A | D—H···A |
O2—H2···O4 | 0.99 (3) | 1.50 (3) | 2.479 (2) | 172 (2) |
N2—H21···O4i | 0.84 (2) | 1.98 (2) | 2.811 (2) | 173 (2) |
N2—H22···O5ii | 0.86 (2) | 2.04 (2) | 2.894 (2) | 175 (2) |
C3—H3···O5ii | 0.93 | 2.36 | 3.252 (2) | 162 |
C4—H4···O3iii | 0.93 | 2.38 | 3.249 (3) | 156 |
C6—H6···O2iv | 0.93 | 2.32 | 3.138 (2) | 146 |
Symmetry codes: (i) x, −y+1/2, z−1/2; (ii) −x+2, y+1/2, −z+1/2; (iii) x+1, −y+1/2, z+1/2; (iv) −x+2, y−1/2, −z+1/2. |
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