The title compound, K
+·C
14H
9O
3−·2H
2O, was prepared by slow evaporation of an aqueous solution of potassium 2-benzoylbenzoate. Potassium cations are coordinated by six O atoms of two 2-benzoylbenzoate anions and three water molecules in a polymeric structure with bridging ligands. There are intermolecular O—H
O hydrogen bonds in the crystal structure.
Supporting information
CCDC reference: 298383
Key indicators
- Single-crystal X-ray study
- T = 180 K
- Mean (C-C) = 0.005 Å
- R factor = 0.105
- wR factor = 0.243
- Data-to-parameter ratio = 20.7
checkCIF/PLATON results
No syntax errors found
Alert level C
REFLT03_ALERT_3_C Reflection count < 95% complete
From the CIF: _diffrn_reflns_theta_max 31.25
From the CIF: _diffrn_reflns_theta_full 31.25
From the CIF: _reflns_number_total 4104
TEST2: Reflns within _diffrn_reflns_theta_max
Count of symmetry unique reflns 4379
Completeness (_total/calc) 93.72%
RFACG01_ALERT_3_C The value of the R factor is > 0.10
R factor given 0.105
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT340_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 5
PLAT355_ALERT_3_C Long O-H Bond (0.82A) O5 - H5B1 ... 1.04 Ang.
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 4
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) . 1.48 Ratio
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
7 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
0 ALERT type 2 Indicator that the structure model may be wrong or deficient
4 ALERT type 3 Indicator that the structure quality may be low
2 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 2001); cell refinement: SAINT (Bruker, 2001); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Sheldrick, 2001); software used to prepare material for publication: SHELXTL.
Potassium 2-benzoylbenzoate dihydrate
top
Crystal data top
K+·C14H9O3−·2H2O | F(000) = 1248 |
Mr = 300.34 | Dx = 1.483 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 4649 reflections |
a = 10.391 (4) Å | θ = 1.2–31.3° |
b = 7.771 (3) Å | µ = 0.41 mm−1 |
c = 33.314 (13) Å | T = 180 K |
V = 2690.1 (18) Å3 | Block, colorless |
Z = 8 | 0.24 × 0.18 × 0.09 mm |
Data collection top
Bruker SMART CCD area-detector diffractometer | 4104 independent reflections |
Radiation source: fine-focus sealed tube | 3667 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.066 |
φ and ω scans | θmax = 31.3°, θmin = 1.2° |
Absorption correction: multi-scan (SADABS; Sheldrick, 2002) | h = −14→12 |
Tmin = 0.908, Tmax = 0.965 | k = −11→10 |
24641 measured reflections | l = −46→47 |
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)] = 0.105 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.243 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.37 | w = 1/[σ2(Fo2) + (0.0749P)2 + 2.9686P] where P = (Fo2 + 2Fc2)/3 |
4104 reflections | (Δ/σ)max < 0.001 |
198 parameters | Δρmax = 0.36 e Å−3 |
0 restraints | Δρmin = −0.32 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 | |
K1 | 0.31993 (8) | 0.18859 (10) | 0.42529 (2) | 0.0380 (2) | |
O2 | −0.0968 (3) | 0.0575 (3) | 0.45298 (8) | 0.0390 (6) | |
O1 | 0.2135 (2) | 0.1687 (3) | 0.34303 (8) | 0.0413 (6) | |
C1 | 0.0201 (3) | 0.0394 (4) | 0.31955 (10) | 0.0300 (7) | |
O5 | 0.5133 (3) | 0.2472 (3) | 0.48373 (8) | 0.0389 (6) | |
H5B2 | 0.538 (4) | 0.338 (6) | 0.4732 (14) | 0.042 (12)* | |
H5B1 | 0.464 (6) | 0.308 (8) | 0.507 (2) | 0.10 (2)* | |
O3 | 0.0592 (3) | −0.0050 (3) | 0.40893 (8) | 0.0454 (7) | |
C9 | 0.0211 (3) | 0.2993 (4) | 0.36714 (10) | 0.0315 (7) | |
O4 | 0.2851 (3) | −0.0767 (4) | 0.48001 (9) | 0.0421 (6) | |
H4B2 | 0.356 (6) | −0.118 (7) | 0.4897 (17) | 0.073 (17)* | |
H4B1 | 0.226 (6) | −0.064 (7) | 0.4969 (18) | 0.080 (19)* | |
C10 | −0.0409 (3) | 0.2662 (4) | 0.40343 (10) | 0.0324 (7) | |
C2 | −0.1135 (3) | 0.0426 (4) | 0.31855 (10) | 0.0338 (7) | |
H2A | −0.1592 | 0.1216 | 0.3350 | 0.041* | |
C14 | −0.0256 (3) | 0.0920 (4) | 0.42310 (10) | 0.0324 (7) | |
C5 | 0.0185 (4) | −0.1908 (5) | 0.27069 (12) | 0.0422 (9) | |
H5A | 0.0638 | −0.2710 | 0.2544 | 0.051* | |
C11 | −0.1147 (4) | 0.3963 (5) | 0.42097 (10) | 0.0354 (7) | |
H11A | −0.1593 | 0.3745 | 0.4453 | 0.042* | |
C13 | −0.0591 (4) | 0.5895 (4) | 0.36759 (11) | 0.0387 (8) | |
H13A | −0.0647 | 0.7001 | 0.3556 | 0.046* | |
C6 | 0.0860 (4) | −0.0797 (5) | 0.29579 (10) | 0.0364 (7) | |
H6A | 0.1773 | −0.0849 | 0.2968 | 0.044* | |
C8 | 0.0135 (4) | 0.4615 (4) | 0.34931 (11) | 0.0354 (7) | |
H8A | 0.0575 | 0.4841 | 0.3249 | 0.043* | |
C3 | −0.1808 (4) | −0.0692 (5) | 0.29356 (11) | 0.0390 (8) | |
H3A | −0.2722 | −0.0665 | 0.2930 | 0.047* | |
C7 | 0.0959 (3) | 0.1637 (4) | 0.34455 (10) | 0.0326 (7) | |
C4 | −0.1145 (4) | −0.1848 (4) | 0.26936 (11) | 0.0396 (8) | |
H4A | −0.1604 | −0.2596 | 0.2519 | 0.047* | |
C12 | −0.1232 (4) | 0.5569 (4) | 0.40312 (12) | 0.0382 (8) | |
H12A | −0.1733 | 0.6448 | 0.4153 | 0.046* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
K1 | 0.0404 (5) | 0.0363 (4) | 0.0373 (4) | −0.0016 (3) | −0.0002 (3) | −0.0002 (3) |
O2 | 0.0393 (13) | 0.0413 (13) | 0.0362 (13) | −0.0026 (11) | 0.0035 (11) | 0.0026 (10) |
O1 | 0.0309 (13) | 0.0446 (14) | 0.0483 (15) | 0.0002 (11) | 0.0021 (11) | −0.0048 (11) |
C1 | 0.0324 (16) | 0.0299 (15) | 0.0278 (15) | 0.0026 (13) | 0.0004 (13) | 0.0031 (12) |
O5 | 0.0461 (15) | 0.0362 (13) | 0.0343 (13) | 0.0010 (12) | −0.0007 (11) | 0.0040 (11) |
O3 | 0.0557 (17) | 0.0421 (14) | 0.0384 (14) | 0.0146 (13) | 0.0064 (12) | 0.0073 (11) |
C9 | 0.0301 (15) | 0.0317 (15) | 0.0326 (16) | 0.0005 (12) | −0.0042 (13) | −0.0007 (12) |
O4 | 0.0394 (15) | 0.0465 (15) | 0.0403 (15) | −0.0004 (12) | −0.0012 (12) | 0.0027 (12) |
C10 | 0.0337 (17) | 0.0334 (16) | 0.0303 (16) | −0.0007 (13) | −0.0032 (13) | −0.0002 (13) |
C2 | 0.0372 (18) | 0.0313 (15) | 0.0329 (16) | 0.0037 (13) | 0.0028 (14) | −0.0002 (13) |
C14 | 0.0347 (17) | 0.0337 (16) | 0.0288 (15) | −0.0003 (13) | −0.0028 (13) | −0.0009 (12) |
C5 | 0.053 (2) | 0.0368 (18) | 0.0372 (19) | 0.0050 (16) | 0.0036 (17) | −0.0049 (14) |
C11 | 0.0368 (18) | 0.0392 (17) | 0.0301 (16) | 0.0003 (14) | 0.0015 (13) | −0.0045 (13) |
C13 | 0.0423 (19) | 0.0299 (16) | 0.044 (2) | −0.0022 (14) | −0.0061 (16) | 0.0019 (14) |
C6 | 0.0359 (17) | 0.0409 (18) | 0.0324 (17) | 0.0051 (15) | 0.0021 (14) | −0.0002 (14) |
C8 | 0.0377 (18) | 0.0352 (17) | 0.0335 (17) | −0.0017 (14) | −0.0017 (14) | 0.0020 (13) |
C3 | 0.0394 (19) | 0.0377 (18) | 0.0400 (19) | −0.0027 (15) | −0.0038 (15) | 0.0023 (14) |
C7 | 0.0352 (17) | 0.0348 (16) | 0.0277 (15) | −0.0009 (13) | −0.0007 (13) | 0.0021 (12) |
C4 | 0.049 (2) | 0.0351 (17) | 0.0347 (18) | −0.0047 (16) | −0.0034 (16) | −0.0029 (14) |
C12 | 0.0393 (19) | 0.0324 (16) | 0.043 (2) | 0.0043 (14) | −0.0025 (15) | −0.0060 (14) |
Geometric parameters (Å, º) top
K1—O3i | 2.746 (3) | O4—K1ii | 2.800 (3) |
K1—O4 | 2.776 (3) | O4—H4B2 | 0.86 (6) |
K1—O4i | 2.800 (3) | O4—H4B1 | 0.84 (7) |
K1—O5 | 2.835 (3) | C10—C11 | 1.397 (5) |
K1—O1 | 2.959 (3) | C10—C14 | 1.513 (5) |
K1—O3 | 3.146 (3) | C2—C3 | 1.392 (5) |
K1—C13ii | 3.235 (4) | C2—H2A | 0.950 |
K1—C12ii | 3.395 (4) | C5—C4 | 1.383 (6) |
K1—C8ii | 3.538 (4) | C5—C6 | 1.392 (5) |
K1—K1ii | 4.1484 (15) | C5—H5A | 0.950 |
K1—K1i | 4.1484 (15) | C11—C12 | 1.385 (5) |
K1—H5B2 | 3.01 (4) | C11—H11A | 0.950 |
O2—C14 | 1.269 (4) | C13—C12 | 1.382 (5) |
O1—C7 | 1.224 (4) | C13—C8 | 1.389 (5) |
C1—C2 | 1.389 (5) | C13—K1i | 3.235 (4) |
C1—C6 | 1.397 (5) | C13—H13A | 0.950 |
C1—C7 | 1.499 (5) | C6—H6A | 0.950 |
O5—H5B2 | 0.83 (5) | C8—K1i | 3.538 (4) |
O5—H5B1 | 1.05 (7) | C8—H8A | 0.950 |
O3—C14 | 1.252 (4) | C3—C4 | 1.390 (5) |
O3—K1ii | 2.746 (3) | C3—H3A | 0.950 |
C9—C10 | 1.394 (5) | C4—H4A | 0.950 |
C9—C8 | 1.395 (5) | C12—K1i | 3.395 (4) |
C9—C7 | 1.510 (5) | C12—H12A | 0.950 |
| | | |
O3i—K1—O4 | 146.49 (9) | K1i—K1—H5B2 | 84.4 (9) |
O3i—K1—O4i | 75.09 (9) | C7—O1—K1 | 109.7 (2) |
O4—K1—O4i | 90.31 (9) | C2—C1—C6 | 119.2 (3) |
O3i—K1—O5 | 70.92 (8) | C2—C1—C7 | 121.8 (3) |
O4—K1—O5 | 76.14 (9) | C6—C1—C7 | 119.0 (3) |
O4i—K1—O5 | 74.01 (9) | K1—O5—H5B2 | 94 (3) |
O3i—K1—O1 | 91.86 (8) | K1—O5—H5B1 | 104 (4) |
O4—K1—O1 | 121.37 (9) | H5B2—O5—H5B1 | 95 (4) |
O4i—K1—O1 | 119.42 (9) | C14—O3—K1ii | 140.3 (2) |
O5—K1—O1 | 155.42 (8) | C14—O3—K1 | 104.6 (2) |
O3i—K1—O3 | 140.70 (9) | K1ii—O3—K1 | 89.23 (8) |
O4—K1—O3 | 69.29 (8) | C10—C9—C8 | 120.6 (3) |
O4i—K1—O3 | 95.08 (9) | C10—C9—C7 | 122.8 (3) |
O5—K1—O3 | 143.71 (8) | C8—C9—C7 | 116.6 (3) |
O1—K1—O3 | 59.52 (7) | K1—O4—K1ii | 96.14 (10) |
O3i—K1—C13ii | 74.77 (9) | K1—O4—H4B2 | 114 (4) |
O4—K1—C13ii | 108.27 (10) | K1ii—O4—H4B2 | 110 (4) |
O4i—K1—C13ii | 147.29 (10) | K1—O4—H4B1 | 117 (4) |
O5—K1—C13ii | 84.37 (10) | K1ii—O4—H4B1 | 103 (4) |
O1—K1—C13ii | 74.00 (9) | H4B2—O4—H4B1 | 114 (5) |
O3—K1—C13ii | 116.40 (9) | C9—C10—C11 | 118.9 (3) |
O3i—K1—C12ii | 78.10 (9) | C9—C10—C14 | 119.5 (3) |
O4—K1—C12ii | 92.29 (10) | C11—C10—C14 | 121.6 (3) |
O4i—K1—C12ii | 134.41 (10) | C1—C2—C3 | 120.4 (3) |
O5—K1—C12ii | 62.60 (9) | C1—C2—H2A | 119.8 |
O1—K1—C12ii | 97.45 (9) | C3—C2—H2A | 119.8 |
O3—K1—C12ii | 128.13 (8) | O3—C14—O2 | 125.4 (3) |
C13ii—K1—C12ii | 23.90 (9) | O3—C14—C10 | 116.7 (3) |
O3i—K1—C8ii | 93.83 (9) | O2—C14—C10 | 117.9 (3) |
O4—K1—C8ii | 99.39 (9) | C4—C5—C6 | 120.1 (3) |
O4i—K1—C8ii | 168.92 (9) | C4—C5—H5A | 119.9 |
O5—K1—C8ii | 102.98 (9) | C6—C5—H5A | 119.9 |
O1—K1—C8ii | 59.62 (8) | C12—C11—C10 | 120.5 (3) |
O3—K1—C8ii | 93.37 (8) | C12—C11—H11A | 119.7 |
C13ii—K1—C8ii | 23.11 (9) | C10—C11—H11A | 119.7 |
C12ii—K1—C8ii | 40.52 (9) | C12—C13—C8 | 120.4 (3) |
O3i—K1—K1ii | 166.45 (7) | C12—C13—K1i | 84.5 (2) |
O4—K1—K1ii | 42.16 (6) | C8—C13—K1i | 90.8 (2) |
O4i—K1—K1ii | 118.26 (7) | C12—C13—H13A | 119.8 |
O5—K1—K1ii | 113.50 (6) | C8—C13—H13A | 119.8 |
O1—K1—K1ii | 79.63 (5) | K1i—C13—H13A | 94.7 |
O3—K1—K1ii | 41.45 (5) | C5—C6—C1 | 120.3 (3) |
C13ii—K1—K1ii | 92.64 (7) | C5—C6—H6A | 119.9 |
C12ii—K1—K1ii | 92.46 (7) | C1—C6—H6A | 119.9 |
C8ii—K1—K1ii | 72.79 (6) | C13—C8—C9 | 119.4 (3) |
O3i—K1—K1i | 49.32 (7) | C13—C8—K1i | 66.1 (2) |
O4—K1—K1i | 130.54 (7) | C9—C8—K1i | 96.8 (2) |
O4i—K1—K1i | 41.70 (6) | C13—C8—H8A | 120.3 |
O5—K1—K1i | 95.62 (6) | C9—C8—H8A | 120.3 |
O1—K1—K1i | 85.30 (5) | K1i—C8—H8A | 106.5 |
O3—K1—K1i | 98.41 (6) | C4—C3—C2 | 120.1 (3) |
C13ii—K1—K1i | 119.49 (7) | C4—C3—H3A | 120.0 |
C12ii—K1—K1i | 127.41 (7) | C2—C3—H3A | 120.0 |
C8ii—K1—K1i | 129.69 (6) | O1—C7—C1 | 121.4 (3) |
K1ii—K1—K1i | 138.98 (5) | O1—C7—C9 | 120.8 (3) |
O3i—K1—H5B2 | 54.9 (9) | C1—C7—C9 | 117.2 (3) |
O4—K1—H5B2 | 92.1 (9) | C5—C4—C3 | 119.9 (3) |
O4i—K1—H5B2 | 72.3 (8) | C5—C4—H4A | 120.1 |
O5—K1—H5B2 | 16.0 (9) | C3—C4—H4A | 120.1 |
O1—K1—H5B2 | 142.5 (9) | C13—C12—C11 | 120.1 (3) |
O3—K1—H5B2 | 157.8 (9) | C13—C12—K1i | 71.5 (2) |
C13ii—K1—H5B2 | 80.1 (9) | C11—C12—K1i | 96.8 (2) |
C12ii—K1—H5B2 | 62.1 (8) | C13—C12—H12A | 119.9 |
C8ii—K1—H5B2 | 101.8 (9) | C11—C12—H12A | 119.9 |
K1ii—K1—H5B2 | 128.8 (9) | K1i—C12—H12A | 101.4 |
Symmetry codes: (i) −x+1/2, y+1/2, z; (ii) −x+1/2, y−1/2, z. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O5—H5B2···O2i | 0.83 (5) | 1.93 (5) | 2.760 (4) | 175 (5) |
O5—H5B1···O2iii | 1.04 (7) | 1.81 (6) | 2.839 (4) | 169 (5) |
O4—H4B2···O5iv | 0.87 (6) | 1.91 (6) | 2.757 (4) | 167 (5) |
O4—H4B1···O2v | 0.84 (6) | 2.14 (6) | 2.972 (4) | 170 (6) |
Symmetry codes: (i) −x+1/2, y+1/2, z; (iii) x+1/2, −y+1/2, −z+1; (iv) −x+1, −y, −z+1; (v) −x, −y, −z+1. |