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The title mol­ecule, [Co(C9H5O6)2(C12H8N2)] or [Co(H2BTC)2(phen)] (BTC = benzene-1,3,5-tricarboxyl­ate and phen = 1,10-phenanthroline), has crystallographic twofold symmetry. The CoII 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

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805032058/lh6510sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805032058/lh6510Isup2.hkl
Contains datablock I

CCDC reference: 289798

Key indicators

  • Single-crystal X-ray study
  • T = 293 K
  • Mean [sigma](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

Computing details top

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 = 657.39Dx = 1.660 Mg m3
Monoclinic, C2/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -C 2ycCell parameters from 1223 reflections
a = 9.912 (8) Åθ = 2.4–22.7°
b = 15.954 (13) ŵ = 0.73 mm1
c = 16.685 (13) ÅT = 293 K
β = 94.655 (11)°Block, purple
V = 2630 (4) Å30.22 × 0.18 × 0.12 mm
Z = 4
Data collection top
Siemens SMART CCD area-detector
diffractometer
2321 independent reflections
Radiation source: fine-focus sealed tube1777 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.040
φ and ω scansθmax = 25.0°, θmin = 2.4°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 1111
Tmin = 0.680, Tmax = 0.920k = 189
6961 measured reflectionsl = 1919
Refinement top
Refinement on F2Secondary atom site location: difference Fourier map
Least-squares matrix: fullHydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.037H-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 reflectionsΔρmax = 0.47 e Å3
207 parametersΔρmin = 0.23 e Å3
0 restraintsExtinction correction: SHELXL97 (Sheldrick, 1997a), Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4
Primary atom site location: structure-invariant direct methodsExtinction 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
xyzUiso*/Ueq
Co11.00000.40153 (3)0.25000.0298 (2)
O11.1471 (2)0.31113 (15)0.31410 (14)0.0555 (6)
O20.9539 (2)0.34449 (14)0.35933 (13)0.0498 (6)
O30.7759 (2)0.16662 (17)0.56657 (17)0.0654 (8)
H30.71660.14910.59370.098*
O40.8947 (2)0.06348 (18)0.62793 (16)0.0700 (8)
O51.3453 (2)0.00123 (16)0.53176 (15)0.0597 (7)
O61.4301 (2)0.08436 (18)0.44038 (16)0.0644 (8)
H61.49810.05620.45210.097*
N10.8657 (2)0.50032 (16)0.23283 (14)0.0391 (6)
C10.9278 (3)0.57622 (18)0.23997 (17)0.0343 (7)
C20.7329 (3)0.4990 (2)0.21327 (19)0.0458 (8)
H20.68920.44740.20890.055*
C30.6562 (3)0.5718 (2)0.1991 (2)0.0521 (9)
H3A0.56390.56860.18420.062*
C40.7193 (3)0.6473 (2)0.2075 (2)0.0515 (9)
H40.66930.69630.19890.062*
C50.8586 (3)0.6522 (2)0.22882 (18)0.0414 (8)
C60.9327 (3)0.7288 (2)0.2400 (2)0.0518 (9)
H6A0.88730.77960.23330.062*
C71.0784 (3)0.2293 (2)0.42289 (18)0.0387 (7)
C80.9776 (3)0.2099 (2)0.47309 (18)0.0409 (8)
H80.90020.24290.47200.049*
C90.9916 (3)0.1416 (2)0.52489 (18)0.0415 (8)
C101.1081 (3)0.0929 (2)0.52634 (18)0.0418 (8)
H101.11760.04650.56010.050*
C111.2098 (3)0.1132 (2)0.47763 (18)0.0391 (8)
C121.1956 (3)0.1808 (2)0.42543 (18)0.0396 (7)
H121.26390.19370.39240.047*
C131.0602 (3)0.2993 (2)0.36305 (19)0.0407 (8)
C140.8849 (3)0.1187 (2)0.5783 (2)0.0473 (9)
C151.3357 (3)0.0616 (2)0.48392 (19)0.0435 (8)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Co10.0398 (3)0.0182 (3)0.0305 (3)0.0000.0024 (2)0.000
O10.0641 (15)0.0464 (15)0.0583 (15)0.0113 (12)0.0184 (13)0.0113 (12)
O20.0421 (12)0.0439 (14)0.0627 (15)0.0117 (11)0.0002 (11)0.0133 (12)
O30.0477 (14)0.0650 (18)0.0862 (19)0.0233 (13)0.0208 (13)0.0290 (15)
O40.0645 (16)0.075 (2)0.0735 (18)0.0240 (15)0.0226 (14)0.0357 (16)
O50.0546 (15)0.0566 (17)0.0688 (16)0.0227 (12)0.0104 (12)0.0252 (14)
O60.0468 (14)0.079 (2)0.0693 (17)0.0252 (13)0.0151 (13)0.0224 (15)
N10.0405 (15)0.0392 (16)0.0374 (14)0.0066 (12)0.0014 (11)0.0031 (12)
C10.0397 (16)0.0318 (18)0.0315 (15)0.0029 (13)0.0035 (12)0.0009 (13)
C20.0411 (18)0.049 (2)0.0466 (19)0.0081 (16)0.0026 (14)0.0025 (16)
C30.0398 (18)0.057 (2)0.059 (2)0.0060 (17)0.0015 (16)0.0051 (18)
C40.049 (2)0.051 (2)0.054 (2)0.0140 (17)0.0009 (16)0.0038 (18)
C50.0481 (18)0.0350 (19)0.0409 (17)0.0085 (15)0.0030 (14)0.0007 (15)
C60.0596 (19)0.0285 (18)0.066 (2)0.0060 (16)0.0016 (18)0.0004 (17)
C70.0387 (16)0.0361 (18)0.0402 (17)0.0040 (14)0.0039 (14)0.0030 (14)
C80.0372 (16)0.0373 (19)0.0477 (19)0.0086 (14)0.0001 (14)0.0032 (15)
C90.0400 (17)0.0397 (19)0.0449 (18)0.0093 (15)0.0038 (14)0.0040 (15)
C100.0445 (17)0.0377 (18)0.0426 (17)0.0115 (15)0.0005 (14)0.0068 (15)
C110.0374 (16)0.039 (2)0.0399 (17)0.0088 (14)0.0006 (13)0.0005 (14)
C120.0378 (16)0.0407 (19)0.0398 (17)0.0040 (15)0.0013 (13)0.0009 (15)
C130.0428 (18)0.0364 (19)0.0420 (18)0.0013 (15)0.0018 (15)0.0010 (15)
C140.0471 (19)0.046 (2)0.050 (2)0.0124 (16)0.0069 (16)0.0099 (17)
C150.0390 (18)0.049 (2)0.0430 (19)0.0084 (16)0.0048 (15)0.0024 (16)
Geometric parameters (Å, º) top
Co1—N1i2.068 (3)C3—C41.359 (5)
Co1—N12.068 (3)C3—H3A0.9300
Co1—O22.121 (3)C4—C51.400 (4)
Co1—O2i2.121 (3)C4—H40.9300
Co1—O1i2.258 (3)C5—C61.430 (4)
Co1—O12.258 (3)C6—C6i1.348 (6)
O1—C131.249 (4)C6—H6A0.9300
O2—C131.274 (4)C7—C81.389 (4)
O3—C141.325 (4)C7—C121.394 (4)
O3—H30.8200C7—C131.500 (4)
O4—C141.207 (4)C8—C91.390 (4)
O5—C151.250 (4)C8—H80.9300
O6—C151.282 (4)C9—C101.391 (4)
O6—H60.8200C9—C141.484 (5)
N1—C21.330 (4)C10—C111.384 (4)
N1—C11.359 (4)C10—H100.9300
C1—C51.398 (4)C11—C121.387 (4)
C1—C1i1.443 (6)C11—C151.491 (4)
C2—C31.397 (5)C12—H120.9300
C2—H20.9300
N1i—Co1—N180.70 (15)C1—C5—C4116.6 (3)
N1i—Co1—O2112.90 (9)C1—C5—C6118.8 (3)
N1—Co1—O2105.35 (9)C4—C5—C6124.5 (3)
N1i—Co1—O2i105.35 (9)C6i—C6—C5121.33 (18)
N1—Co1—O2i112.90 (9)C6i—C6—H6A119.3
O2—Co1—O2i129.19 (14)C5—C6—H6A119.3
N1i—Co1—O1i159.44 (9)C8—C7—C12119.8 (3)
N1—Co1—O1i92.14 (11)C8—C7—C13120.9 (3)
O2—Co1—O1i87.55 (10)C12—C7—C13119.3 (3)
O2i—Co1—O1i59.64 (9)C7—C8—C9120.6 (3)
N1i—Co1—O192.14 (11)C7—C8—H8119.7
N1—Co1—O1159.44 (9)C9—C8—H8119.7
O2—Co1—O159.64 (9)C8—C9—C10119.3 (3)
O2i—Co1—O187.55 (10)C8—C9—C14121.8 (3)
O1i—Co1—O1100.60 (14)C10—C9—C14118.9 (3)
C13—O1—Co187.28 (19)C11—C10—C9120.2 (3)
C13—O2—Co192.84 (19)C11—C10—H10119.9
C14—O3—H3109.5C9—C10—H10119.9
C15—O6—H6109.5C10—C11—C12120.6 (3)
C2—N1—C1117.9 (3)C10—C11—C15118.4 (3)
C2—N1—Co1129.4 (2)C12—C11—C15121.0 (3)
C1—N1—Co1112.64 (19)C11—C12—C7119.5 (3)
N1—C1—C5123.2 (3)C11—C12—H12120.2
N1—C1—C1i116.99 (16)C7—C12—H12120.2
C5—C1—C1i119.83 (18)O1—C13—O2119.7 (3)
N1—C2—C3122.9 (3)O1—C13—C7119.7 (3)
N1—C2—H2118.6O2—C13—C7120.6 (3)
C3—C2—H2118.6O4—C14—O3122.8 (3)
C4—C3—C2118.7 (3)O4—C14—C9124.8 (3)
C4—C3—H3A120.7O3—C14—C9112.4 (3)
C2—C3—H3A120.7O5—C15—O6123.9 (3)
C3—C4—C5120.8 (3)O5—C15—C11119.4 (3)
C3—C4—H4119.6O6—C15—C11116.7 (3)
C5—C4—H4119.6
N1i—Co1—O1—C13119.9 (2)C3—C4—C5—C10.6 (5)
N1—Co1—O1—C1351.0 (4)C3—C4—C5—C6179.1 (3)
O2—Co1—O1—C134.43 (18)C1—C5—C6—C6i0.7 (6)
O2i—Co1—O1—C13134.9 (2)C4—C5—C6—C6i179.5 (4)
O1i—Co1—O1—C1376.36 (19)C12—C7—C8—C91.2 (5)
N1i—Co1—O2—C1382.8 (2)C13—C7—C8—C9176.0 (3)
N1—Co1—O2—C13169.01 (18)C7—C8—C9—C100.3 (5)
O2i—Co1—O2—C1352.87 (17)C7—C8—C9—C14179.1 (3)
O1i—Co1—O2—C1399.44 (19)C8—C9—C10—C111.1 (5)
O1—Co1—O2—C134.35 (17)C14—C9—C10—C11179.5 (3)
N1i—Co1—N1—C2177.6 (3)C9—C10—C11—C121.7 (5)
O2—Co1—N1—C271.0 (3)C9—C10—C11—C15177.2 (3)
O2i—Co1—N1—C274.8 (3)C10—C11—C12—C70.8 (5)
O1i—Co1—N1—C217.0 (3)C15—C11—C12—C7178.0 (3)
O1—Co1—N1—C2111.6 (3)C8—C7—C12—C110.6 (5)
N1i—Co1—N1—C10.61 (14)C13—C7—C12—C11176.6 (3)
O2—Co1—N1—C1112.0 (2)Co1—O1—C13—O27.3 (3)
O2i—Co1—N1—C1102.2 (2)Co1—O1—C13—C7169.5 (3)
O1i—Co1—N1—C1160.0 (2)Co1—O2—C13—O17.8 (3)
O1—Co1—N1—C171.4 (3)Co1—O2—C13—C7169.0 (3)
C2—N1—C1—C50.9 (4)C8—C7—C13—O1174.1 (3)
Co1—N1—C1—C5178.3 (2)C12—C7—C13—O13.0 (5)
C2—N1—C1—C1i179.1 (3)C8—C7—C13—O22.7 (5)
Co1—N1—C1—C1i1.7 (4)C12—C7—C13—O2179.9 (3)
C1—N1—C2—C30.7 (5)C8—C9—C14—O4175.2 (4)
Co1—N1—C2—C3176.1 (2)C10—C9—C14—O45.4 (5)
N1—C2—C3—C41.6 (5)C8—C9—C14—O34.0 (5)
C2—C3—C4—C50.8 (5)C10—C9—C14—O3175.4 (3)
N1—C1—C5—C41.6 (4)C10—C11—C15—O51.0 (5)
C1i—C1—C5—C4178.4 (3)C12—C11—C15—O5179.8 (3)
N1—C1—C5—C6178.2 (3)C10—C11—C15—O6177.2 (3)
C1i—C1—C5—C61.8 (5)C12—C11—C15—O61.7 (5)
Symmetry code: (i) x+2, y, z+1/2.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O3—H3···O2ii0.821.922.684 (4)154
O6—H6···O5iii0.821.802.621 (4)174
Symmetry codes: (ii) x+3/2, y+1/2, z+1; (iii) x+3, y, z+1.
 

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