The title molecule, [Co(C
9H
5O
6)
2(C
12H
8N
2)] or [Co(H
2BTC)
2(phen)] (BTC = benzene-1,3,5-tricarboxylate and phen = 1,10-phenanthroline), has crystallographic twofold symmetry. The Co
II atom has a coordination geometry that is intermediate between octahedral and trigonal prismatic. In the crystal structure, molecules are connected
via O—H
O hydrogen bonds [O
O = 2.621 (4)–2.684 (4) Å] to form a three-dimensional network.
Supporting information
CCDC reference: 289798
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.004 Å
- R factor = 0.037
- wR factor = 0.108
- Data-to-parameter ratio = 11.2
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Co1 - O1 .. 14.21 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Co1 - O2 .. 15.42 su
PLAT232_ALERT_2_B Hirshfeld Test Diff (M-X) Co1 - N1 .. 13.16 su
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
Tmin and Tmax reported: 0.680 0.920
Tmin(prime) and Tmax expected: 0.849 0.916
RR(prime) = 0.798
Please check that your absorption correction is appropriate.
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.80
PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.02
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature 293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature . 293 K
PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O1
PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Co1
0 ALERT level A = In general: serious problem
3 ALERT level B = Potentially serious problem
7 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
6 ALERT type 2 Indicator that the structure model may be wrong or deficient
2 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); 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.
Bis(3,5-dicarboxybenzoato-
κ2O,
O')(1,10-phenanthroline)cobalt(II)
top
Crystal data top
[Co(C9H5O6)2(C12H8N2)] | F(000) = 1340 |
Mr = 657.39 | Dx = 1.660 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 1223 reflections |
a = 9.912 (8) Å | θ = 2.4–22.7° |
b = 15.954 (13) Å | µ = 0.73 mm−1 |
c = 16.685 (13) Å | T = 293 K |
β = 94.655 (11)° | Block, purple |
V = 2630 (4) Å3 | 0.22 × 0.18 × 0.12 mm |
Z = 4 | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 2321 independent reflections |
Radiation source: fine-focus sealed tube | 1777 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
φ and ω scans | θmax = 25.0°, θmin = 2.4° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −11→11 |
Tmin = 0.680, Tmax = 0.920 | k = −18→9 |
6961 measured reflections | l = −19→19 |
Refinement top
Refinement on F2 | Secondary atom site location: difference Fourier map |
Least-squares matrix: full | Hydrogen site location: inferred from neighbouring sites |
R[F2 > 2σ(F2)] = 0.037 | H-atom parameters constrained |
wR(F2) = 0.108 | w = 1/[σ2(Fo2) + (0.0524P)2 + 2.1449P] where P = (Fo2 + 2Fc2)/3 |
S = 1.04 | (Δ/σ)max < 0.001 |
2321 reflections | Δρmax = 0.47 e Å−3 |
207 parameters | Δρmin = −0.23 e Å−3 |
0 restraints | Extinction correction: SHELXL97 (Sheldrick, 1997a), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0025 (4) |
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 | 1.0000 | 0.40153 (3) | 0.2500 | 0.0298 (2) | |
O1 | 1.1471 (2) | 0.31113 (15) | 0.31410 (14) | 0.0555 (6) | |
O2 | 0.9539 (2) | 0.34449 (14) | 0.35933 (13) | 0.0498 (6) | |
O3 | 0.7759 (2) | 0.16662 (17) | 0.56657 (17) | 0.0654 (8) | |
H3 | 0.7166 | 0.1491 | 0.5937 | 0.098* | |
O4 | 0.8947 (2) | 0.06348 (18) | 0.62793 (16) | 0.0700 (8) | |
O5 | 1.3453 (2) | 0.00123 (16) | 0.53176 (15) | 0.0597 (7) | |
O6 | 1.4301 (2) | 0.08436 (18) | 0.44038 (16) | 0.0644 (8) | |
H6 | 1.4981 | 0.0562 | 0.4521 | 0.097* | |
N1 | 0.8657 (2) | 0.50032 (16) | 0.23283 (14) | 0.0391 (6) | |
C1 | 0.9278 (3) | 0.57622 (18) | 0.23997 (17) | 0.0343 (7) | |
C2 | 0.7329 (3) | 0.4990 (2) | 0.21327 (19) | 0.0458 (8) | |
H2 | 0.6892 | 0.4474 | 0.2089 | 0.055* | |
C3 | 0.6562 (3) | 0.5718 (2) | 0.1991 (2) | 0.0521 (9) | |
H3A | 0.5639 | 0.5686 | 0.1842 | 0.062* | |
C4 | 0.7193 (3) | 0.6473 (2) | 0.2075 (2) | 0.0515 (9) | |
H4 | 0.6693 | 0.6963 | 0.1989 | 0.062* | |
C5 | 0.8586 (3) | 0.6522 (2) | 0.22882 (18) | 0.0414 (8) | |
C6 | 0.9327 (3) | 0.7288 (2) | 0.2400 (2) | 0.0518 (9) | |
H6A | 0.8873 | 0.7796 | 0.2333 | 0.062* | |
C7 | 1.0784 (3) | 0.2293 (2) | 0.42289 (18) | 0.0387 (7) | |
C8 | 0.9776 (3) | 0.2099 (2) | 0.47309 (18) | 0.0409 (8) | |
H8 | 0.9002 | 0.2429 | 0.4720 | 0.049* | |
C9 | 0.9916 (3) | 0.1416 (2) | 0.52489 (18) | 0.0415 (8) | |
C10 | 1.1081 (3) | 0.0929 (2) | 0.52634 (18) | 0.0418 (8) | |
H10 | 1.1176 | 0.0465 | 0.5601 | 0.050* | |
C11 | 1.2098 (3) | 0.1132 (2) | 0.47763 (18) | 0.0391 (8) | |
C12 | 1.1956 (3) | 0.1808 (2) | 0.42543 (18) | 0.0396 (7) | |
H12 | 1.2639 | 0.1937 | 0.3924 | 0.047* | |
C13 | 1.0602 (3) | 0.2993 (2) | 0.36305 (19) | 0.0407 (8) | |
C14 | 0.8849 (3) | 0.1187 (2) | 0.5783 (2) | 0.0473 (9) | |
C15 | 1.3357 (3) | 0.0616 (2) | 0.48392 (19) | 0.0435 (8) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Co1 | 0.0398 (3) | 0.0182 (3) | 0.0305 (3) | 0.000 | −0.0024 (2) | 0.000 |
O1 | 0.0641 (15) | 0.0464 (15) | 0.0583 (15) | 0.0113 (12) | 0.0184 (13) | 0.0113 (12) |
O2 | 0.0421 (12) | 0.0439 (14) | 0.0627 (15) | 0.0117 (11) | −0.0002 (11) | 0.0133 (12) |
O3 | 0.0477 (14) | 0.0650 (18) | 0.0862 (19) | 0.0233 (13) | 0.0208 (13) | 0.0290 (15) |
O4 | 0.0645 (16) | 0.075 (2) | 0.0735 (18) | 0.0240 (15) | 0.0226 (14) | 0.0357 (16) |
O5 | 0.0546 (15) | 0.0566 (17) | 0.0688 (16) | 0.0227 (12) | 0.0104 (12) | 0.0252 (14) |
O6 | 0.0468 (14) | 0.079 (2) | 0.0693 (17) | 0.0252 (13) | 0.0151 (13) | 0.0224 (15) |
N1 | 0.0405 (15) | 0.0392 (16) | 0.0374 (14) | −0.0066 (12) | 0.0014 (11) | −0.0031 (12) |
C1 | 0.0397 (16) | 0.0318 (18) | 0.0315 (15) | −0.0029 (13) | 0.0035 (12) | −0.0009 (13) |
C2 | 0.0411 (18) | 0.049 (2) | 0.0466 (19) | −0.0081 (16) | 0.0026 (14) | −0.0025 (16) |
C3 | 0.0398 (18) | 0.057 (2) | 0.059 (2) | 0.0060 (17) | 0.0015 (16) | −0.0051 (18) |
C4 | 0.049 (2) | 0.051 (2) | 0.054 (2) | 0.0140 (17) | 0.0009 (16) | −0.0038 (18) |
C5 | 0.0481 (18) | 0.0350 (19) | 0.0409 (17) | 0.0085 (15) | 0.0030 (14) | −0.0007 (15) |
C6 | 0.0596 (19) | 0.0285 (18) | 0.066 (2) | 0.0060 (16) | −0.0016 (18) | −0.0004 (17) |
C7 | 0.0387 (16) | 0.0361 (18) | 0.0402 (17) | 0.0040 (14) | −0.0039 (14) | 0.0030 (14) |
C8 | 0.0372 (16) | 0.0373 (19) | 0.0477 (19) | 0.0086 (14) | −0.0001 (14) | 0.0032 (15) |
C9 | 0.0400 (17) | 0.0397 (19) | 0.0449 (18) | 0.0093 (15) | 0.0038 (14) | 0.0040 (15) |
C10 | 0.0445 (17) | 0.0377 (18) | 0.0426 (17) | 0.0115 (15) | 0.0005 (14) | 0.0068 (15) |
C11 | 0.0374 (16) | 0.039 (2) | 0.0399 (17) | 0.0088 (14) | −0.0006 (13) | −0.0005 (14) |
C12 | 0.0378 (16) | 0.0407 (19) | 0.0398 (17) | 0.0040 (15) | 0.0013 (13) | 0.0009 (15) |
C13 | 0.0428 (18) | 0.0364 (19) | 0.0420 (18) | 0.0013 (15) | −0.0018 (15) | 0.0010 (15) |
C14 | 0.0471 (19) | 0.046 (2) | 0.050 (2) | 0.0124 (16) | 0.0069 (16) | 0.0099 (17) |
C15 | 0.0390 (18) | 0.049 (2) | 0.0430 (19) | 0.0084 (16) | 0.0048 (15) | 0.0024 (16) |
Geometric parameters (Å, º) top
Co1—N1i | 2.068 (3) | C3—C4 | 1.359 (5) |
Co1—N1 | 2.068 (3) | C3—H3A | 0.9300 |
Co1—O2 | 2.121 (3) | C4—C5 | 1.400 (4) |
Co1—O2i | 2.121 (3) | C4—H4 | 0.9300 |
Co1—O1i | 2.258 (3) | C5—C6 | 1.430 (4) |
Co1—O1 | 2.258 (3) | C6—C6i | 1.348 (6) |
O1—C13 | 1.249 (4) | C6—H6A | 0.9300 |
O2—C13 | 1.274 (4) | C7—C8 | 1.389 (4) |
O3—C14 | 1.325 (4) | C7—C12 | 1.394 (4) |
O3—H3 | 0.8200 | C7—C13 | 1.500 (4) |
O4—C14 | 1.207 (4) | C8—C9 | 1.390 (4) |
O5—C15 | 1.250 (4) | C8—H8 | 0.9300 |
O6—C15 | 1.282 (4) | C9—C10 | 1.391 (4) |
O6—H6 | 0.8200 | C9—C14 | 1.484 (5) |
N1—C2 | 1.330 (4) | C10—C11 | 1.384 (4) |
N1—C1 | 1.359 (4) | C10—H10 | 0.9300 |
C1—C5 | 1.398 (4) | C11—C12 | 1.387 (4) |
C1—C1i | 1.443 (6) | C11—C15 | 1.491 (4) |
C2—C3 | 1.397 (5) | C12—H12 | 0.9300 |
C2—H2 | 0.9300 | | |
| | | |
N1i—Co1—N1 | 80.70 (15) | C1—C5—C4 | 116.6 (3) |
N1i—Co1—O2 | 112.90 (9) | C1—C5—C6 | 118.8 (3) |
N1—Co1—O2 | 105.35 (9) | C4—C5—C6 | 124.5 (3) |
N1i—Co1—O2i | 105.35 (9) | C6i—C6—C5 | 121.33 (18) |
N1—Co1—O2i | 112.90 (9) | C6i—C6—H6A | 119.3 |
O2—Co1—O2i | 129.19 (14) | C5—C6—H6A | 119.3 |
N1i—Co1—O1i | 159.44 (9) | C8—C7—C12 | 119.8 (3) |
N1—Co1—O1i | 92.14 (11) | C8—C7—C13 | 120.9 (3) |
O2—Co1—O1i | 87.55 (10) | C12—C7—C13 | 119.3 (3) |
O2i—Co1—O1i | 59.64 (9) | C7—C8—C9 | 120.6 (3) |
N1i—Co1—O1 | 92.14 (11) | C7—C8—H8 | 119.7 |
N1—Co1—O1 | 159.44 (9) | C9—C8—H8 | 119.7 |
O2—Co1—O1 | 59.64 (9) | C8—C9—C10 | 119.3 (3) |
O2i—Co1—O1 | 87.55 (10) | C8—C9—C14 | 121.8 (3) |
O1i—Co1—O1 | 100.60 (14) | C10—C9—C14 | 118.9 (3) |
C13—O1—Co1 | 87.28 (19) | C11—C10—C9 | 120.2 (3) |
C13—O2—Co1 | 92.84 (19) | C11—C10—H10 | 119.9 |
C14—O3—H3 | 109.5 | C9—C10—H10 | 119.9 |
C15—O6—H6 | 109.5 | C10—C11—C12 | 120.6 (3) |
C2—N1—C1 | 117.9 (3) | C10—C11—C15 | 118.4 (3) |
C2—N1—Co1 | 129.4 (2) | C12—C11—C15 | 121.0 (3) |
C1—N1—Co1 | 112.64 (19) | C11—C12—C7 | 119.5 (3) |
N1—C1—C5 | 123.2 (3) | C11—C12—H12 | 120.2 |
N1—C1—C1i | 116.99 (16) | C7—C12—H12 | 120.2 |
C5—C1—C1i | 119.83 (18) | O1—C13—O2 | 119.7 (3) |
N1—C2—C3 | 122.9 (3) | O1—C13—C7 | 119.7 (3) |
N1—C2—H2 | 118.6 | O2—C13—C7 | 120.6 (3) |
C3—C2—H2 | 118.6 | O4—C14—O3 | 122.8 (3) |
C4—C3—C2 | 118.7 (3) | O4—C14—C9 | 124.8 (3) |
C4—C3—H3A | 120.7 | O3—C14—C9 | 112.4 (3) |
C2—C3—H3A | 120.7 | O5—C15—O6 | 123.9 (3) |
C3—C4—C5 | 120.8 (3) | O5—C15—C11 | 119.4 (3) |
C3—C4—H4 | 119.6 | O6—C15—C11 | 116.7 (3) |
C5—C4—H4 | 119.6 | | |
| | | |
N1i—Co1—O1—C13 | 119.9 (2) | C3—C4—C5—C1 | 0.6 (5) |
N1—Co1—O1—C13 | 51.0 (4) | C3—C4—C5—C6 | −179.1 (3) |
O2—Co1—O1—C13 | 4.43 (18) | C1—C5—C6—C6i | 0.7 (6) |
O2i—Co1—O1—C13 | −134.9 (2) | C4—C5—C6—C6i | −179.5 (4) |
O1i—Co1—O1—C13 | −76.36 (19) | C12—C7—C8—C9 | −1.2 (5) |
N1i—Co1—O2—C13 | −82.8 (2) | C13—C7—C8—C9 | 176.0 (3) |
N1—Co1—O2—C13 | −169.01 (18) | C7—C8—C9—C10 | 0.3 (5) |
O2i—Co1—O2—C13 | 52.87 (17) | C7—C8—C9—C14 | −179.1 (3) |
O1i—Co1—O2—C13 | 99.44 (19) | C8—C9—C10—C11 | 1.1 (5) |
O1—Co1—O2—C13 | −4.35 (17) | C14—C9—C10—C11 | −179.5 (3) |
N1i—Co1—N1—C2 | 177.6 (3) | C9—C10—C11—C12 | −1.7 (5) |
O2—Co1—N1—C2 | −71.0 (3) | C9—C10—C11—C15 | 177.2 (3) |
O2i—Co1—N1—C2 | 74.8 (3) | C10—C11—C12—C7 | 0.8 (5) |
O1i—Co1—N1—C2 | 17.0 (3) | C15—C11—C12—C7 | −178.0 (3) |
O1—Co1—N1—C2 | −111.6 (3) | C8—C7—C12—C11 | 0.6 (5) |
N1i—Co1—N1—C1 | 0.61 (14) | C13—C7—C12—C11 | −176.6 (3) |
O2—Co1—N1—C1 | 112.0 (2) | Co1—O1—C13—O2 | −7.3 (3) |
O2i—Co1—N1—C1 | −102.2 (2) | Co1—O1—C13—C7 | 169.5 (3) |
O1i—Co1—N1—C1 | −160.0 (2) | Co1—O2—C13—O1 | 7.8 (3) |
O1—Co1—N1—C1 | 71.4 (3) | Co1—O2—C13—C7 | −169.0 (3) |
C2—N1—C1—C5 | 0.9 (4) | C8—C7—C13—O1 | −174.1 (3) |
Co1—N1—C1—C5 | 178.3 (2) | C12—C7—C13—O1 | 3.0 (5) |
C2—N1—C1—C1i | −179.1 (3) | C8—C7—C13—O2 | 2.7 (5) |
Co1—N1—C1—C1i | −1.7 (4) | C12—C7—C13—O2 | 179.9 (3) |
C1—N1—C2—C3 | 0.7 (5) | C8—C9—C14—O4 | −175.2 (4) |
Co1—N1—C2—C3 | −176.1 (2) | C10—C9—C14—O4 | 5.4 (5) |
N1—C2—C3—C4 | −1.6 (5) | C8—C9—C14—O3 | 4.0 (5) |
C2—C3—C4—C5 | 0.8 (5) | C10—C9—C14—O3 | −175.4 (3) |
N1—C1—C5—C4 | −1.6 (4) | C10—C11—C15—O5 | 1.0 (5) |
C1i—C1—C5—C4 | 178.4 (3) | C12—C11—C15—O5 | 179.8 (3) |
N1—C1—C5—C6 | 178.2 (3) | C10—C11—C15—O6 | −177.2 (3) |
C1i—C1—C5—C6 | −1.8 (5) | C12—C11—C15—O6 | 1.7 (5) |
Symmetry code: (i) −x+2, y, −z+1/2. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O2ii | 0.82 | 1.92 | 2.684 (4) | 154 |
O6—H6···O5iii | 0.82 | 1.80 | 2.621 (4) | 174 |
Symmetry codes: (ii) −x+3/2, −y+1/2, −z+1; (iii) −x+3, −y, −z+1. |