The title compound, [Co(C
6H
4NO
2)
2(NO
2)(H
2O)], displays O—H
O hydrogen bonds, leading to the formation of a two-dimensional network structure. Interestingly, the oxidation and decomposition of α-pyridoin and the auto-redox reaction of cobalt nitrate occurred during the reaction process.
Supporting information
CCDC reference: 252751
Key indicators
- Single-crystal X-ray study
- T = 130 K
- Mean (C-C) = 0.002 Å
- R factor = 0.030
- wR factor = 0.086
- Data-to-parameter ratio = 13.8
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT125_ALERT_4_C No _symmetry_space_group_name_Hall Given ....... ?
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent ..... ?
PLAT232_ALERT_2_C Hirshfeld Test Diff (M-X) Co1 - N1 .. 5.08 su
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 6
N2 -CO1 -N1 -C1 -58.10 1.70 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 11
N2 -CO1 -N1 -C5 125.30 1.70 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 16
N1 -CO1 -N2 -C7 -122.60 1.70 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 21
N1 -CO1 -N2 -C11 58.40 1.70 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 24
O4 -CO1 -O2 -C6 42.00 2.00 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 34
O7 -CO1 -N3 -O6 179.00100.00 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 39
O7 -CO1 -N3 -O5 -2.70 1.70 1.555 1.555 1.555 1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... # 41
O2 -CO1 -O4 -C12 138.00 2.00 1.555 1.555 1.555 1.555
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
11 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 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
9 ALERT type 4 Improvement, methodology, query or suggestion
checkCIF publication errors
Alert level A
PUBL003_ALERT_1_A The contact author's name is missing,
_publ_contact_author_name.
1 ALERT level A = Data missing that is essential or data in wrong format
0 ALERT level G = General alerts. Data that may be required is missing
Data collection: CrystalClear (Rigaku, 2000); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick,1997a); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997a); molecular graphics: SHELXL97; software used to prepare material for publication: SHELXTL (Sheldrick, 1997b).
Aquanitritobis(picolinato-
κ2N,
O)cobalt(III)
top
Crystal data top
[Co(C6H4NO2)2(NO2)(H2O)] | F(000) = 744 |
Mr = 367.16 | Dx = 1.866 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
a = 9.065 (2) Å | Cell parameters from 4323 reflections |
b = 20.736 (5) Å | θ = 2.0–27.5° |
c = 7.1111 (18) Å | µ = 1.36 mm−1 |
β = 102.166 (2)° | T = 130 K |
V = 1306.8 (6) Å3 | Prism, red |
Z = 4 | 0.60 × 0.40 × 0.25 mm |
Data collection top
Mercury CCD diffractometer | 2958 independent reflections |
Radiation source: fine-focus sealed tube | 2785 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.018 |
ω scans | θmax = 27.5°, θmin = 2.0° |
Absorption correction: multi-scan (CrystalClear; Rigaku, 2000) | h = −11→11 |
Tmin = 0.510, Tmax = 0.710 | k = −25→26 |
9662 measured reflections | l = −8→9 |
Refinement top
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)] = 0.030 | Hydrogen site location: mixed |
wR(F2) = 0.086 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.04 | w = 1/[σ2(Fo2) + (0.0585P)2 + 0.5096P] where P = (Fo2 + 2Fc2)/3 |
2958 reflections | (Δ/σ)max = 0.001 |
214 parameters | Δρmax = 0.51 e Å−3 |
2 restraints | Δρmin = −0.40 e Å−3 |
Special details top
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. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Co1 | 0.46120 (2) | 0.374827 (9) | 0.30460 (3) | 0.01450 (10) | |
C1 | 0.66986 (17) | 0.45838 (8) | 0.1562 (2) | 0.0206 (3) | |
H1 | 0.6149 | 0.4945 | 0.1866 | 0.025* | |
N1 | 0.62989 (14) | 0.39881 (7) | 0.19880 (18) | 0.0171 (3) | |
O1 | 0.71268 (13) | 0.23322 (6) | 0.19207 (17) | 0.0231 (3) | |
C2 | 0.79093 (18) | 0.46771 (9) | 0.0681 (2) | 0.0249 (3) | |
H2 | 0.8192 | 0.5101 | 0.0389 | 0.030* | |
N2 | 0.29434 (14) | 0.35250 (7) | 0.41766 (19) | 0.0171 (3) | |
O2 | 0.52708 (12) | 0.28904 (5) | 0.28134 (16) | 0.0190 (2) | |
C3 | 0.87012 (18) | 0.41496 (9) | 0.0230 (2) | 0.0271 (4) | |
H3 | 0.9522 | 0.4207 | −0.0392 | 0.033* | |
N3 | 0.33770 (16) | 0.36914 (6) | 0.0518 (2) | 0.0186 (3) | |
O3 | 0.21580 (12) | 0.51898 (5) | 0.41159 (17) | 0.0217 (2) | |
C4 | 0.82851 (18) | 0.35335 (9) | 0.0696 (2) | 0.0236 (3) | |
H4 | 0.8821 | 0.3165 | 0.0413 | 0.028* | |
O4 | 0.39643 (12) | 0.46049 (5) | 0.32335 (16) | 0.0185 (2) | |
C5 | 0.70794 (16) | 0.34721 (7) | 0.1577 (2) | 0.0181 (3) | |
O5 | 0.20045 (14) | 0.37597 (6) | 0.03040 (19) | 0.0302 (3) | |
C6 | 0.64790 (17) | 0.28401 (8) | 0.2124 (2) | 0.0187 (3) | |
O6 | 0.39520 (14) | 0.35773 (8) | −0.08601 (19) | 0.0348 (3) | |
C7 | 0.25334 (18) | 0.29358 (8) | 0.4622 (2) | 0.0211 (3) | |
H7 | 0.3122 | 0.2573 | 0.4424 | 0.025* | |
O7 | 0.58311 (13) | 0.38129 (6) | 0.56823 (17) | 0.0184 (2) | |
H7A | 0.650 (2) | 0.4100 (9) | 0.586 (3) | 0.022* | |
H7B | 0.622 (2) | 0.3445 (8) | 0.622 (3) | 0.022* | |
C8 | 0.12508 (18) | 0.28489 (9) | 0.5375 (2) | 0.0240 (3) | |
H8 | 0.0960 | 0.2428 | 0.5677 | 0.029* | |
C9 | 0.03985 (18) | 0.33767 (9) | 0.5682 (2) | 0.0245 (3) | |
H9 | −0.0485 | 0.3321 | 0.6184 | 0.029* | |
C10 | 0.08540 (18) | 0.39928 (9) | 0.5244 (2) | 0.0218 (3) | |
H10 | 0.0300 | 0.4365 | 0.5458 | 0.026* | |
C11 | 0.21333 (17) | 0.40439 (7) | 0.4490 (2) | 0.0174 (3) | |
C12 | 0.27603 (16) | 0.46694 (8) | 0.3919 (2) | 0.0177 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.01423 (14) | 0.01092 (14) | 0.01922 (14) | 0.00035 (7) | 0.00546 (9) | −0.00020 (7) |
C1 | 0.0193 (7) | 0.0181 (8) | 0.0243 (8) | −0.0014 (6) | 0.0046 (6) | 0.0021 (6) |
N1 | 0.0160 (6) | 0.0168 (7) | 0.0190 (6) | 0.0012 (5) | 0.0046 (5) | −0.0001 (5) |
O1 | 0.0231 (5) | 0.0179 (6) | 0.0279 (6) | 0.0053 (4) | 0.0043 (5) | −0.0037 (5) |
C2 | 0.0206 (7) | 0.0271 (9) | 0.0269 (8) | −0.0037 (6) | 0.0047 (6) | 0.0067 (7) |
N2 | 0.0160 (6) | 0.0162 (6) | 0.0195 (6) | −0.0013 (5) | 0.0045 (5) | −0.0002 (5) |
O2 | 0.0197 (5) | 0.0136 (5) | 0.0241 (6) | 0.0011 (4) | 0.0056 (4) | 0.0000 (4) |
C3 | 0.0168 (7) | 0.0385 (10) | 0.0272 (8) | −0.0005 (7) | 0.0075 (6) | 0.0059 (7) |
N3 | 0.0191 (6) | 0.0144 (7) | 0.0222 (7) | −0.0005 (5) | 0.0046 (5) | −0.0004 (5) |
O3 | 0.0225 (5) | 0.0160 (6) | 0.0285 (6) | 0.0033 (4) | 0.0098 (4) | −0.0015 (4) |
C4 | 0.0170 (7) | 0.0294 (9) | 0.0247 (8) | 0.0046 (6) | 0.0048 (6) | −0.0009 (7) |
O4 | 0.0185 (5) | 0.0137 (5) | 0.0248 (6) | 0.0003 (4) | 0.0081 (4) | −0.0006 (4) |
C5 | 0.0164 (7) | 0.0181 (8) | 0.0187 (7) | 0.0022 (6) | 0.0015 (5) | −0.0009 (6) |
O5 | 0.0190 (6) | 0.0417 (8) | 0.0288 (7) | 0.0051 (5) | 0.0028 (5) | −0.0009 (5) |
C6 | 0.0177 (7) | 0.0185 (7) | 0.0186 (7) | 0.0013 (6) | 0.0009 (5) | −0.0015 (6) |
O6 | 0.0267 (6) | 0.0564 (9) | 0.0225 (6) | −0.0026 (6) | 0.0076 (5) | −0.0066 (6) |
C7 | 0.0219 (7) | 0.0160 (7) | 0.0251 (8) | −0.0002 (6) | 0.0046 (6) | 0.0026 (6) |
O7 | 0.0189 (5) | 0.0153 (6) | 0.0207 (6) | −0.0017 (4) | 0.0032 (4) | 0.0002 (4) |
C8 | 0.0233 (8) | 0.0236 (8) | 0.0256 (8) | −0.0075 (6) | 0.0061 (6) | 0.0035 (6) |
C9 | 0.0187 (7) | 0.0326 (9) | 0.0234 (8) | −0.0041 (6) | 0.0076 (6) | 0.0026 (7) |
C10 | 0.0190 (7) | 0.0247 (9) | 0.0223 (8) | 0.0012 (6) | 0.0058 (6) | −0.0011 (6) |
C11 | 0.0173 (7) | 0.0164 (7) | 0.0187 (7) | −0.0004 (6) | 0.0042 (5) | −0.0008 (6) |
C12 | 0.0169 (7) | 0.0180 (7) | 0.0181 (7) | −0.0003 (6) | 0.0036 (5) | −0.0009 (6) |
Geometric parameters (Å, º) top
Co1—O4 | 1.8844 (12) | N3—O6 | 1.2261 (19) |
Co1—O2 | 1.8948 (12) | N3—O5 | 1.2294 (19) |
Co1—N1 | 1.9071 (13) | O3—C12 | 1.2305 (19) |
Co1—N3 | 1.9107 (15) | C4—C5 | 1.375 (2) |
Co1—N2 | 1.9135 (13) | C4—H4 | 0.9500 |
Co1—O7 | 1.9700 (12) | O4—C12 | 1.2928 (19) |
C1—N1 | 1.340 (2) | C5—C6 | 1.501 (2) |
C1—C2 | 1.387 (2) | C7—C8 | 1.390 (2) |
C1—H1 | 0.9500 | C7—H7 | 0.9500 |
N1—C5 | 1.348 (2) | O7—H7A | 0.839 (15) |
O1—C6 | 1.229 (2) | O7—H7B | 0.892 (15) |
C2—C3 | 1.383 (3) | C8—C9 | 1.383 (3) |
C2—H2 | 0.9500 | C8—H8 | 0.9500 |
N2—C7 | 1.335 (2) | C9—C10 | 1.398 (3) |
N2—C11 | 1.347 (2) | C9—H9 | 0.9500 |
O2—C6 | 1.295 (2) | C10—C11 | 1.380 (2) |
C3—C4 | 1.392 (3) | C10—H10 | 0.9500 |
C3—H3 | 0.9500 | C11—C12 | 1.506 (2) |
| | | |
O4—Co1—O2 | 178.96 (5) | O5—N3—Co1 | 119.10 (12) |
O4—Co1—N1 | 94.00 (5) | C5—C4—C3 | 118.34 (16) |
O2—Co1—N1 | 85.22 (5) | C5—C4—H4 | 120.8 |
O4—Co1—N3 | 89.73 (5) | C3—C4—H4 | 120.8 |
O2—Co1—N3 | 89.59 (5) | C12—O4—Co1 | 115.13 (10) |
N1—Co1—N3 | 90.26 (6) | N1—C5—C4 | 121.93 (16) |
O4—Co1—N2 | 84.99 (5) | N1—C5—C6 | 113.66 (13) |
O2—Co1—N2 | 95.81 (5) | C4—C5—C6 | 124.40 (15) |
N1—Co1—N2 | 178.17 (5) | O1—C6—O2 | 125.21 (15) |
N3—Co1—N2 | 91.26 (6) | O1—C6—C5 | 120.62 (14) |
O4—Co1—O7 | 89.38 (5) | O2—C6—C5 | 114.17 (14) |
O2—Co1—O7 | 91.32 (5) | N2—C7—C8 | 120.49 (16) |
N1—Co1—O7 | 91.26 (5) | N2—C7—H7 | 119.8 |
N3—Co1—O7 | 178.29 (5) | C8—C7—H7 | 119.8 |
N2—Co1—O7 | 87.20 (5) | Co1—O7—H7A | 115.6 (14) |
N1—C1—C2 | 120.54 (16) | Co1—O7—H7B | 116.2 (13) |
N1—C1—H1 | 119.7 | H7A—O7—H7B | 110 (2) |
C2—C1—H1 | 119.7 | C9—C8—C7 | 119.89 (16) |
C1—N1—C5 | 120.22 (14) | C9—C8—H8 | 120.1 |
C1—N1—Co1 | 127.39 (11) | C7—C8—H8 | 120.1 |
C5—N1—Co1 | 112.30 (11) | C8—C9—C10 | 119.14 (15) |
C3—C2—C1 | 119.55 (16) | C8—C9—H9 | 120.4 |
C3—C2—H2 | 120.2 | C10—C9—H9 | 120.4 |
C1—C2—H2 | 120.2 | C11—C10—C9 | 117.93 (16) |
C7—N2—C11 | 120.20 (14) | C11—C10—H10 | 121.0 |
C7—N2—Co1 | 127.27 (11) | C9—C10—H10 | 121.0 |
C11—N2—Co1 | 112.51 (11) | N2—C11—C10 | 122.32 (15) |
C6—O2—Co1 | 114.58 (10) | N2—C11—C12 | 113.17 (13) |
C2—C3—C4 | 119.41 (15) | C10—C11—C12 | 124.51 (14) |
C2—C3—H3 | 120.3 | O3—C12—O4 | 124.32 (15) |
C4—C3—H3 | 120.3 | O3—C12—C11 | 121.53 (13) |
O6—N3—O5 | 120.86 (15) | O4—C12—C11 | 114.15 (13) |
O6—N3—Co1 | 120.03 (11) | | |
| | | |
C2—C1—N1—C5 | 0.5 (2) | N2—Co1—N3—O5 | 23.70 (12) |
C2—C1—N1—Co1 | −175.85 (12) | O7—Co1—N3—O5 | −2.7 (17) |
O4—Co1—N1—C1 | −1.61 (14) | C2—C3—C4—C5 | 0.7 (2) |
O2—Co1—N1—C1 | 177.71 (14) | O2—Co1—O4—C12 | 138 (2) |
N3—Co1—N1—C1 | 88.14 (14) | N1—Co1—O4—C12 | 179.57 (11) |
N2—Co1—N1—C1 | −58.1 (17) | N3—Co1—O4—C12 | 89.33 (11) |
O7—Co1—N1—C1 | −91.08 (14) | N2—Co1—O4—C12 | −1.96 (11) |
O4—Co1—N1—C5 | −178.24 (10) | O7—Co1—O4—C12 | −89.21 (11) |
O2—Co1—N1—C5 | 1.07 (10) | C1—N1—C5—C4 | −0.9 (2) |
N3—Co1—N1—C5 | −88.49 (11) | Co1—N1—C5—C4 | 176.05 (12) |
N2—Co1—N1—C5 | 125.3 (17) | C1—N1—C5—C6 | −179.35 (13) |
O7—Co1—N1—C5 | 92.29 (11) | Co1—N1—C5—C6 | −2.45 (16) |
N1—C1—C2—C3 | 0.4 (3) | C3—C4—C5—N1 | 0.2 (2) |
O4—Co1—N2—C7 | −179.22 (14) | C3—C4—C5—C6 | 178.55 (14) |
O2—Co1—N2—C7 | 1.45 (14) | Co1—O2—C6—O1 | 177.20 (12) |
N1—Co1—N2—C7 | −122.6 (17) | Co1—O2—C6—C5 | −2.21 (16) |
N3—Co1—N2—C7 | 91.17 (14) | N1—C5—C6—O1 | −176.32 (14) |
O7—Co1—N2—C7 | −89.59 (14) | C4—C5—C6—O1 | 5.2 (2) |
O4—Co1—N2—C11 | 1.80 (10) | N1—C5—C6—O2 | 3.12 (19) |
O2—Co1—N2—C11 | −177.53 (10) | C4—C5—C6—O2 | −175.33 (14) |
N1—Co1—N2—C11 | 58.4 (17) | C11—N2—C7—C8 | 1.4 (2) |
N3—Co1—N2—C11 | −87.81 (11) | Co1—N2—C7—C8 | −177.53 (12) |
O7—Co1—N2—C11 | 91.43 (11) | N2—C7—C8—C9 | −0.6 (3) |
O4—Co1—O2—C6 | 42 (2) | C7—C8—C9—C10 | −0.6 (2) |
N1—Co1—O2—C6 | 0.73 (11) | C8—C9—C10—C11 | 1.0 (2) |
N3—Co1—O2—C6 | 91.03 (11) | C7—N2—C11—C10 | −1.0 (2) |
N2—Co1—O2—C6 | −177.74 (11) | Co1—N2—C11—C10 | 178.09 (12) |
O7—Co1—O2—C6 | −90.42 (11) | C7—N2—C11—C12 | 179.57 (14) |
C1—C2—C3—C4 | −1.0 (3) | Co1—N2—C11—C12 | −1.37 (16) |
O4—Co1—N3—O6 | 119.94 (13) | C9—C10—C11—N2 | −0.2 (2) |
O2—Co1—N3—O6 | −59.28 (13) | C9—C10—C11—C12 | 179.16 (14) |
N1—Co1—N3—O6 | 25.94 (14) | Co1—O4—C12—O3 | −178.72 (12) |
N2—Co1—N3—O6 | −155.08 (14) | Co1—O4—C12—C11 | 1.66 (16) |
O7—Co1—N3—O6 | 179 (100) | N2—C11—C12—O3 | −179.79 (14) |
O4—Co1—N3—O5 | −61.28 (12) | C10—C11—C12—O3 | 0.8 (2) |
O2—Co1—N3—O5 | 119.50 (12) | N2—C11—C12—O4 | −0.16 (19) |
N1—Co1—N3—O5 | −155.28 (12) | C10—C11—C12—O4 | −179.60 (14) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O7—H7A···O3i | 0.84 (2) | 1.91 (2) | 2.7405 (17) | 171 (2) |
O7—H7B···O1ii | 0.89 (2) | 1.83 (2) | 2.7124 (17) | 170 (2) |
Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) x, −y+1/2, z+1/2. |