
Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S160057671500432X/kc5005sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S160057671500432X/kc5005Isup2.hkl |
CCDC reference: 1051798
Cell refinement: SAINT v7.68A (Bruker, 2009); data reduction: SAINT v7.68A (Bruker, 2009); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: XL (Sheldrick, 2008); molecular graphics: Olex2 (Dolomanov et al., 2009); software used to prepare material for publication: Olex2 (Dolomanov et al., 2009).
C13H11CoN2O5·2(H2O) | F(000) = 760 |
Mr = 370.20 | Dx = 1.662 Mg m−3 |
Monoclinic, P21/c | Cell parameters from 9893 reflections |
a = 12.6105 (6) Å | θ = 2.6–17.2° |
b = 7.6858 (3) Å | µ = 0.26 mm−1 |
c = 15.9256 (7) Å | T = 296 K |
β = 106.541 (1)° | Plate, violet |
V = 1479.66 (11) Å3 | 0.15 × 0.12 × 0.04 mm |
Z = 4 |
Bruker SMART APEX2 area detector diffractometer | 4261 independent reflections |
Radiation source: synchrotron, Bending magnet, ID-15B, APS, ANL | 3722 reflections with I > 2σ(I) |
Mirror optics monochromator | Rint = 0.078 |
Detector resolution: 7.9 pixels mm-1 | θmax = 17.2°, θmin = 1.6° |
ω and φ scans | h = −18→17 |
Absorption correction: multi-scan SADABS2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1579 before and 0.1047 after correction. The Ratio of minimum to maximum transmission is 0.8645. The λ/2 correction factor is 0.0015. | k = −10→8 |
Tmin = 0.617, Tmax = 0.714 | l = −22→22 |
28364 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)] = 0.087 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.234 | H-atom parameters constrained |
S = 1.22 | w = 1/[σ2(Fo2) + (0.1592P)2 + 0.5543P] where P = (Fo2 + 2Fc2)/3 |
4261 reflections | (Δ/σ)max < 0.001 |
215 parameters | Δρmax = 1.61 e Å−3 |
0 restraints | Δρmin = −1.73 e Å−3 |
C13H11CoN2O5·2(H2O) | β = 106.541 (1)° |
Mr = 370.20 | V = 1479.66 (11) Å3 |
Monoclinic, P21/c | Z = 4 |
a = 12.6105 (6) Å | µ = 0.26 mm−1 |
b = 7.6858 (3) Å | T = 296 K |
c = 15.9256 (7) Å | 0.15 × 0.12 × 0.04 mm |
Bruker SMART APEX2 area detector diffractometer | 4261 independent reflections |
Absorption correction: multi-scan SADABS2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1579 before and 0.1047 after correction. The Ratio of minimum to maximum transmission is 0.8645. The λ/2 correction factor is 0.0015. | 3722 reflections with I > 2σ(I) |
Tmin = 0.617, Tmax = 0.714 | Rint = 0.078 |
28364 measured reflections |
R[F2 > 2σ(F2)] = 0.087 | 0 restraints |
wR(F2) = 0.234 | H-atom parameters constrained |
S = 1.22 | Δρmax = 1.61 e Å−3 |
4261 reflections | Δρmin = −1.73 e Å−3 |
215 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 | ||
Co1 | 0.30400 (3) | 0.00854 (4) | 0.17802 (2) | 0.01507 (19) | |
O2 | 0.37286 (19) | −0.3360 (3) | 0.33008 (12) | 0.0283 (4) | |
C8 | 0.40714 (19) | −0.0856 (3) | 0.62713 (14) | 0.0161 (4) | |
H8 | 0.4195 | −0.0635 | 0.6866 | 0.019* | |
C6 | 0.36927 (19) | 0.0469 (3) | 0.56608 (14) | 0.0152 (4) | |
N1 | 0.45305 (17) | −0.1113 (3) | 0.16169 (12) | 0.0159 (4) | |
H1A | 0.4934 | −0.0305 | 0.1437 | 0.019* | |
H1B | 0.4941 | −0.1533 | 0.2135 | 0.019* | |
C4 | 0.35877 (18) | −0.1843 (3) | 0.35387 (14) | 0.0162 (4) | |
O1 | 0.32983 (18) | −0.0558 (3) | 0.30328 (12) | 0.0267 (4) | |
C3 | 0.37520 (18) | −0.1489 (3) | 0.44963 (13) | 0.0143 (4) | |
O4 | 0.37073 (17) | 0.2547 (2) | 0.18120 (11) | 0.0234 (4) | |
C2 | 0.41121 (18) | −0.2824 (3) | 0.51048 (14) | 0.0151 (4) | |
H2 | 0.4251 | −0.3925 | 0.4918 | 0.018* | |
O5 | 0.16518 (19) | 0.1595 (3) | 0.20415 (15) | 0.0355 (5) | |
H5A | 0.1886 | 0.2222 | 0.2518 | 0.053* | |
H5B | 0.1136 | 0.0893 | 0.2111 | 0.053* | |
C1 | 0.42634 (18) | −0.2505 (3) | 0.59908 (13) | 0.0138 (4) | |
C7 | 0.3440 (2) | 0.2802 (3) | 0.09901 (15) | 0.0176 (4) | |
N2 | 0.18485 (18) | −0.1706 (3) | 0.11048 (14) | 0.0219 (4) | |
O3 | 0.29523 (18) | 0.1626 (3) | 0.04740 (13) | 0.0283 (4) | |
C11 | 0.0380 (2) | −0.4306 (4) | 0.02352 (18) | 0.0286 (6) | |
C5 | 0.3528 (2) | 0.0156 (3) | 0.47706 (17) | 0.0165 (5) | |
H5 | 0.3272 | 0.1038 | 0.4364 | 0.020* | |
C13 | 0.1739 (3) | −0.3202 (5) | 0.1481 (2) | 0.0457 (10) | |
H13 | 0.2163 | −0.3378 | 0.2057 | 0.055* | |
C9 | 0.1278 (4) | −0.1544 (6) | 0.0278 (2) | 0.0646 (15) | |
H9 | 0.1378 | −0.0543 | −0.0019 | 0.078* | |
C12 | 0.1029 (4) | −0.4530 (5) | 0.1070 (2) | 0.0488 (11) | |
H12 | 0.0999 | −0.5565 | 0.1365 | 0.059* | |
C10 | 0.0538 (5) | −0.2777 (7) | −0.0174 (3) | 0.087 (3) | |
H10 | 0.0145 | −0.2582 | −0.0756 | 0.104* | |
O7 | 0.2325 (2) | −0.6013 (4) | 0.36079 (17) | 0.0430 (6) | |
H7A | 0.2776 | −0.5247 | 0.3534 | 0.065* | |
H7B | 0.2439 | −0.6199 | 0.4153 | 0.065* | |
O6 | −0.0098 (6) | −0.0409 (15) | 0.2157 (6) | 0.171 (4) | |
H6A | −0.0786 | −0.0349 | 0.1893 | 0.256* | |
H6B | −0.0008 | −0.0640 | 0.2694 | 0.256* |
U11 | U22 | U33 | U12 | U13 | U23 | |
Co1 | 0.0235 (3) | 0.0096 (3) | 0.0107 (3) | −0.00518 (9) | 0.00259 (17) | 0.00018 (8) |
O2 | 0.0460 (12) | 0.0224 (10) | 0.0164 (8) | 0.0079 (8) | 0.0087 (8) | −0.0042 (7) |
C8 | 0.0262 (10) | 0.0102 (9) | 0.0112 (9) | 0.0006 (7) | 0.0043 (7) | −0.0009 (7) |
C6 | 0.0259 (10) | 0.0059 (9) | 0.0140 (9) | 0.0018 (7) | 0.0059 (8) | 0.0001 (7) |
N1 | 0.0269 (9) | 0.0091 (9) | 0.0100 (8) | −0.0026 (7) | 0.0025 (7) | −0.0014 (6) |
C4 | 0.0205 (9) | 0.0188 (11) | 0.0094 (9) | 0.0008 (8) | 0.0044 (7) | 0.0005 (7) |
O1 | 0.0448 (11) | 0.0235 (10) | 0.0120 (8) | 0.0041 (8) | 0.0083 (7) | 0.0054 (7) |
C3 | 0.0216 (9) | 0.0120 (10) | 0.0092 (8) | 0.0011 (7) | 0.0041 (7) | 0.0014 (7) |
O4 | 0.0409 (10) | 0.0122 (8) | 0.0175 (8) | −0.0038 (7) | 0.0090 (7) | 0.0028 (6) |
C2 | 0.0232 (10) | 0.0102 (9) | 0.0114 (9) | 0.0036 (7) | 0.0041 (7) | −0.0006 (7) |
O5 | 0.0362 (11) | 0.0325 (13) | 0.0347 (12) | 0.0045 (9) | 0.0052 (9) | −0.0002 (9) |
C1 | 0.0220 (9) | 0.0080 (9) | 0.0100 (8) | 0.0007 (7) | 0.0025 (7) | 0.0011 (7) |
C7 | 0.0246 (10) | 0.0110 (10) | 0.0173 (10) | −0.0009 (7) | 0.0061 (8) | 0.0013 (7) |
N2 | 0.0239 (9) | 0.0176 (10) | 0.0205 (10) | −0.0072 (7) | 0.0003 (7) | −0.0019 (7) |
O3 | 0.0424 (11) | 0.0134 (9) | 0.0243 (9) | −0.0108 (7) | 0.0017 (8) | −0.0010 (7) |
C11 | 0.0307 (13) | 0.0234 (14) | 0.0237 (12) | −0.0128 (10) | −0.0052 (10) | 0.0010 (10) |
C5 | 0.0251 (12) | 0.0109 (10) | 0.0136 (11) | 0.0020 (7) | 0.0054 (9) | 0.0024 (7) |
C13 | 0.059 (2) | 0.0353 (18) | 0.0261 (14) | −0.0285 (15) | −0.0150 (13) | 0.0104 (12) |
C9 | 0.094 (3) | 0.040 (2) | 0.0323 (17) | −0.047 (2) | −0.0253 (18) | 0.0159 (14) |
C12 | 0.062 (2) | 0.0315 (17) | 0.0330 (17) | −0.0312 (17) | −0.0187 (15) | 0.0142 (14) |
C10 | 0.123 (5) | 0.061 (3) | 0.0368 (19) | −0.068 (3) | −0.041 (2) | 0.026 (2) |
O7 | 0.0518 (14) | 0.0359 (14) | 0.0359 (13) | −0.0041 (11) | 0.0036 (11) | 0.0040 (10) |
O6 | 0.081 (4) | 0.323 (11) | 0.117 (6) | −0.101 (6) | 0.042 (4) | 0.000 (6) |
Co1—N1 | 2.174 (2) | O5—H5A | 0.8762 |
Co1—O1 | 1.9900 (18) | O5—H5B | 0.8756 |
Co1—O4 | 2.0653 (19) | C1—N1iii | 1.430 (3) |
Co1—O5 | 2.236 (2) | C7—C6iv | 1.496 (3) |
Co1—N2 | 2.095 (2) | C7—O3 | 1.258 (3) |
Co1—O3 | 2.369 (2) | N2—C13 | 1.322 (4) |
O2—C4 | 1.254 (3) | N2—C9 | 1.314 (4) |
C8—H8 | 0.9300 | C11—C11v | 1.486 (5) |
C8—C6 | 1.395 (3) | C11—C12 | 1.360 (4) |
C8—C1 | 1.388 (3) | C11—C10 | 1.386 (5) |
C6—C7i | 1.496 (3) | C5—H5 | 0.9300 |
C6—C5 | 1.394 (3) | C13—H13 | 0.9300 |
N1—H1A | 0.9000 | C13—C12 | 1.392 (4) |
N1—H1B | 0.9000 | C9—H9 | 0.9300 |
N1—C1ii | 1.430 (3) | C9—C10 | 1.380 (5) |
C4—O1 | 1.261 (3) | C12—H12 | 0.9300 |
C4—C3 | 1.504 (3) | C10—H10 | 0.9300 |
C3—C2 | 1.395 (3) | O7—H7A | 0.8500 |
C3—C5 | 1.393 (3) | O7—H7B | 0.8502 |
O4—C7 | 1.271 (3) | O6—H6A | 0.8506 |
C2—H2 | 0.9300 | O6—H6B | 0.8500 |
C2—C1 | 1.391 (3) | ||
N1—Co1—O5 | 172.50 (8) | C1—C2—C3 | 119.9 (2) |
N1—Co1—O3 | 86.13 (8) | C1—C2—H2 | 120.0 |
O1—Co1—N1 | 96.57 (8) | Co1—O5—H5A | 111.0 |
O1—Co1—O4 | 104.69 (8) | Co1—O5—H5B | 110.7 |
O1—Co1—O5 | 81.70 (9) | H5A—O5—H5B | 107.9 |
O1—Co1—N2 | 103.90 (9) | C8—C1—N1iii | 118.82 (18) |
O1—Co1—O3 | 163.32 (8) | C8—C1—C2 | 120.08 (19) |
O4—Co1—N1 | 91.77 (8) | C2—C1—N1iii | 120.92 (19) |
O4—Co1—O5 | 81.67 (9) | O4—C7—C6iv | 118.5 (2) |
O4—Co1—N2 | 147.37 (8) | O3—C7—C6iv | 121.5 (2) |
O4—Co1—O3 | 58.70 (7) | O3—C7—O4 | 119.9 (2) |
O5—Co1—O3 | 93.48 (8) | C13—N2—Co1 | 119.38 (18) |
N2—Co1—N1 | 100.28 (8) | C9—N2—Co1 | 124.1 (2) |
N2—Co1—O5 | 87.22 (9) | C9—N2—C13 | 116.0 (2) |
N2—Co1—O3 | 91.73 (8) | C7—O3—Co1 | 83.89 (14) |
C6—C8—H8 | 120.0 | C12—C11—C11v | 121.6 (3) |
C1—C8—H8 | 120.0 | C12—C11—C10 | 116.1 (3) |
C1—C8—C6 | 119.92 (19) | C10—C11—C11v | 122.0 (3) |
C8—C6—C7i | 117.98 (19) | C6—C5—H5 | 120.3 |
C5—C6—C8 | 120.3 (2) | C3—C5—C6 | 119.4 (2) |
C5—C6—C7i | 121.7 (2) | C3—C5—H5 | 120.3 |
Co1—N1—H1A | 109.4 | N2—C13—H13 | 118.0 |
Co1—N1—H1B | 109.4 | N2—C13—C12 | 124.1 (3) |
H1A—N1—H1B | 108.0 | C12—C13—H13 | 118.0 |
C1ii—N1—Co1 | 110.98 (14) | N2—C9—H9 | 118.2 |
C1ii—N1—H1A | 109.4 | N2—C9—C10 | 123.6 (3) |
C1ii—N1—H1B | 109.4 | C10—C9—H9 | 118.2 |
O2—C4—O1 | 125.1 (2) | C11—C12—C13 | 119.6 (3) |
O2—C4—C3 | 119.0 (2) | C11—C12—H12 | 120.2 |
O1—C4—C3 | 115.9 (2) | C13—C12—H12 | 120.2 |
C4—O1—Co1 | 140.34 (18) | C11—C10—H10 | 119.9 |
C2—C3—C4 | 119.7 (2) | C9—C10—C11 | 120.2 (3) |
C5—C3—C4 | 120.0 (2) | C9—C10—H10 | 119.9 |
C5—C3—C2 | 120.30 (19) | H7A—O7—H7B | 109.5 |
C7—O4—Co1 | 97.44 (15) | H6A—O6—H6B | 109.4 |
C3—C2—H2 | 120.0 | ||
Co1—O4—C7—C6iv | 176.31 (18) | O4—Co1—N2—C9 | 15.3 (4) |
Co1—O4—C7—O3 | −2.1 (3) | O4—Co1—O3—C7 | −1.14 (15) |
Co1—N2—C13—C12 | −175.4 (4) | O4—C7—O3—Co1 | 1.8 (2) |
Co1—N2—C9—C10 | 176.3 (6) | C2—C3—C5—C6 | 1.5 (4) |
O2—C4—O1—Co1 | −7.0 (5) | O5—Co1—N1—C1ii | −167.4 (5) |
O2—C4—C3—C2 | 3.3 (3) | O5—Co1—O1—C4 | 142.1 (3) |
O2—C4—C3—C5 | −175.7 (2) | O5—Co1—O4—C7 | −98.13 (16) |
C8—C6—C5—C3 | −0.4 (4) | O5—Co1—N2—C13 | −103.5 (3) |
C6—C8—C1—N1iii | −173.0 (2) | O5—Co1—N2—C9 | 85.2 (4) |
C6—C8—C1—C2 | 2.0 (3) | O5—Co1—O3—C7 | 76.93 (16) |
C6iv—C7—O3—Co1 | −176.5 (2) | C1—C8—C6—C7i | 176.8 (2) |
N1—Co1—O1—C4 | −45.3 (3) | C1—C8—C6—C5 | −1.4 (4) |
N1—Co1—O4—C7 | 85.52 (16) | C7i—C6—C5—C3 | −178.5 (2) |
N1—Co1—N2—C13 | 76.8 (3) | N2—Co1—N1—C1ii | 10.93 (15) |
N1—Co1—N2—C9 | −94.6 (4) | N2—Co1—O1—C4 | 57.1 (3) |
N1—Co1—O3—C7 | −95.57 (16) | N2—Co1—O4—C7 | −26.8 (2) |
C4—C3—C2—C1 | −179.9 (2) | N2—Co1—O3—C7 | 164.24 (16) |
C4—C3—C5—C6 | −179.5 (2) | N2—C13—C12—C11 | −1.3 (8) |
O1—Co1—N1—C1ii | 116.39 (15) | N2—C9—C10—C11 | −1.4 (11) |
O1—Co1—O4—C7 | −177.22 (15) | O3—Co1—N1—C1ii | −80.13 (14) |
O1—Co1—N2—C13 | −22.7 (3) | O3—Co1—O1—C4 | −143.8 (3) |
O1—Co1—N2—C9 | 165.9 (4) | O3—Co1—O4—C7 | 1.13 (14) |
O1—Co1—O3—C7 | 4.4 (4) | O3—Co1—N2—C13 | 163.1 (3) |
O1—C4—C3—C2 | −177.6 (2) | O3—Co1—N2—C9 | −8.2 (4) |
O1—C4—C3—C5 | 3.4 (3) | C11v—C11—C12—C13 | 179.2 (5) |
C3—C4—O1—Co1 | 174.0 (2) | C11v—C11—C10—C9 | −178.0 (6) |
C3—C2—C1—C8 | −0.9 (3) | C5—C3—C2—C1 | −0.9 (3) |
C3—C2—C1—N1iii | 174.0 (2) | C13—N2—C9—C10 | 4.7 (9) |
O4—Co1—N1—C1ii | −138.60 (14) | C9—N2—C13—C12 | −3.3 (7) |
O4—Co1—O1—C4 | −138.8 (3) | C12—C11—C10—C9 | −3.3 (9) |
O4—Co1—N2—C13 | −173.3 (3) | C10—C11—C12—C13 | 4.6 (8) |
Symmetry codes: (i) x, −y+1/2, z+1/2; (ii) x, −y−1/2, z−1/2; (iii) x, −y−1/2, z+1/2; (iv) x, −y+1/2, z−1/2; (v) −x, −y−1, −z. |
Experimental details
Crystal data | |
Chemical formula | C13H11CoN2O5·2(H2O) |
Mr | 370.20 |
Crystal system, space group | Monoclinic, P21/c |
Temperature (K) | 296 |
a, b, c (Å) | 12.6105 (6), 7.6858 (3), 15.9256 (7) |
β (°) | 106.541 (1) |
V (Å3) | 1479.66 (11) |
Z | 4 |
Radiation type | ?, λ = 0.41328 Å |
µ (mm−1) | 0.26 |
Crystal size (mm) | 0.15 × 0.12 × 0.04 |
Data collection | |
Diffractometer | Bruker SMART APEX2 area detector diffractometer |
Absorption correction | Multi-scan SADABS2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1579 before and 0.1047 after correction. The Ratio of minimum to maximum transmission is 0.8645. The λ/2 correction factor is 0.0015. |
Tmin, Tmax | 0.617, 0.714 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 28364, 4261, 3722 |
Rint | 0.078 |
(sin θ/λ)max (Å−1) | 0.715 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.087, 0.234, 1.22 |
No. of reflections | 4261 |
No. of parameters | 215 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 1.61, −1.73 |
Computer programs: SAINT v7.68A (Bruker, 2009), SHELXS97 (Sheldrick, 2008), XL (Sheldrick, 2008), Olex2 (Dolomanov et al., 2009).