Bis(triaqua­sodium) 2,5-dibenzoyl­terephthalate tetra­hydrate

The centrosymmetric title compound, [Na(H₂O)₃]₂(C₂₂H₁₂O₆)·4H₂O, was prepared by slow evaporation of an aqueous solution of sodium dibenzoyl­terephthalate. The uncoordinated water mol­ecules are connected by inter­molecular O—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.056
• wR factor = 0.205
• Data-to-parameter ratio = 12.4

checkCIF/PLATON results

No syntax errors found



Alert level C
RINTA01_ALERT_3_C  The value of Rint is greater than 0.10
            Rint given   0.111
PLAT020_ALERT_3_C The value of Rint is greater than 0.10 .........       0.11
PLAT041_ALERT_1_C Calc. and Rep. SumFormula Strings    Differ ....          ?
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT045_ALERT_1_C Calculated and Reported Z Differ by ............       2.00 Ratio
PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical .          ?
PLAT199_ALERT_1_C Check the Reported _cell_measurement_temperature        293 K
PLAT200_ALERT_1_C Check the Reported _diffrn_ambient_temperature .        293 K
PLAT220_ALERT_2_C Large Non-Solvent    C     Ueq(max)/Ueq(min) ...       2.51 Ratio
PLAT322_ALERT_2_C Check Hybridisation of  H4B1   in Main Residue .          ?
PLAT322_ALERT_2_C Check Hybridisation of  H4B2   in Main Residue .          ?
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........         12
PLAT764_ALERT_4_C Overcomplete CIF Bond List Detected (Rep/Expd) .       1.15 Ratio

   0 ALERT level A = In general: serious problem
   0 ALERT level B = Potentially serious problem
  13 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   6 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   3 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
   2 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: CAD-4 Software (Enraf–Nonius,1989); cell refinement: CAD-4 Software; data reduction: XAD4 (Harms,1995); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 2000); software used to prepare material for publication: SHELXTL.

Bis(triaquasodium) 2,5-dibenzoylterephthalate tetrahydrate

Crystal data

[Na(H2O)3]2(C22H12O6)·4H2O	Z = 1
Mr = 598.46	F(000) = 314.0
Triclinic, P1	Dx = 1.407 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 6.2800 (13) Å	Cell parameters from 25 reflections
b = 8.6650 (17) Å	θ = 10–12°
c = 13.709 (3) Å	µ = 0.14 mm^−1
α = 105.41 (3)°	T = 293 K
β = 99.37 (3)°	Block, colorless
γ = 92.70 (3)°	0.4 × 0.3 × 0.2 mm
V = 706.4 (3) Å^3

Data collection

Enraf–Nonius CAD-4 diffractometer	2262 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.111
Graphite monochromator	θmax = 26.0°, θmin = 1.6°
ω/2θ scans	h = 0→7
Absorption correction: multi-scan (SADABS; Sheldrick, 2002)	k = −10→10
Tmin = 0.949, Tmax = 0.972	l = −16→16
3040 measured reflections	3 standard reflections every 200 reflections
2775 independent reflections	intensity decay: none

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.056	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.205	H atoms treated by a mixture of independent and constrained refinement
S = 1.00	w = 1/[σ^2(Fo^2) + (0.15P)^2 + 0.41P] where P = (Fo^2 + 2Fc^2)/3
2775 reflections	(Δ/σ)max = 0.031
224 parameters	Δρmax = 0.41 e Å^−3
0 restraints	Δρmin = −0.54 e Å^−3

Special details

Experimental. Sheldrick, G·M.(2002)·SADABS. University of Göttinggen, Germany.

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 (Ų)

	x	y	z	Uiso*/Ueq
Na1	0.0000	0.5000	0.0000	0.0382 (4)
O1	−0.5171 (3)	−0.1418 (2)	−0.67510 (16)	0.0415 (5)
O2	0.1210 (4)	0.2032 (2)	−0.22382 (13)	0.0449 (6)
O3	−0.0384 (3)	−0.0402 (2)	−0.24389 (13)	0.0341 (5)
O4	0.3072 (3)	0.6829 (3)	0.10829 (17)	0.0406 (5)
O5	0.2235 (4)	0.2849 (2)	−0.01223 (17)	0.0387 (5)
O6	0.2080 (4)	0.5343 (3)	−0.12529 (15)	0.0412 (5)
OW1	−0.2837 (4)	−0.0200 (3)	−0.09183 (17)	0.0487 (6)
OW2	0.2783 (4)	−0.1412 (3)	−0.11810 (18)	0.0426 (5)
C1	0.0349 (4)	0.0687 (3)	−0.27699 (17)	0.0264 (5)
C2	0.0202 (4)	0.0318 (3)	−0.39269 (16)	0.0224 (5)
C3	−0.1521 (4)	−0.0712 (3)	−0.45850 (17)	0.0244 (5)
H3A	−0.2539	−0.1196	−0.4309	0.029*
C4	−0.1742 (4)	−0.1028 (3)	−0.56515 (16)	0.0229 (5)
C5	−0.3748 (4)	−0.2048 (3)	−0.63108 (17)	0.0262 (5)
C6	−0.3977 (4)	−0.3771 (3)	−0.63631 (18)	0.0285 (5)
C7	−0.2185 (5)	−0.4575 (3)	−0.6114 (2)	0.0371 (6)
H7A	−0.0821	−0.4010	−0.5876	0.044*
C8	−0.2427 (6)	−0.6206 (4)	−0.6220 (2)	0.0495 (8)
H8A	−0.1224	−0.6740	−0.6062	0.059*
C9	−0.4474 (7)	−0.7052 (4)	−0.6562 (3)	0.0558 (9)
H9A	−0.4637	−0.8151	−0.6634	0.067*
C10	−0.6259 (6)	−0.6260 (4)	−0.6795 (3)	0.0562 (9)
H10A	−0.7625	−0.6826	−0.7018	0.067*
C11	−0.6030 (5)	−0.4639 (4)	−0.6697 (2)	0.0429 (7)
H11A	−0.7242	−0.4113	−0.6854	0.051*
Na2	0.5000	0.5000	0.0000	0.0391 (4)
H6B2	0.228 (7)	0.625 (6)	−0.141 (3)	0.063 (12)*
H4B1	0.341 (9)	0.724 (7)	0.173 (5)	0.091 (17)*
HW2B	0.176 (7)	−0.101 (5)	−0.158 (4)	0.067 (12)*
HW1A	−0.220 (7)	−0.019 (5)	−0.143 (4)	0.067 (12)*
HW2A	0.277 (7)	−0.089 (5)	−0.059 (4)	0.061 (12)*
HW1C	−0.421 (8)	−0.054 (5)	−0.116 (3)	0.063 (12)*
H5B1	0.211 (9)	0.228 (7)	−0.066 (5)	0.091 (18)*
H5B3	0.230 (6)	0.213 (5)	0.021 (3)	0.051 (10)*
H6B1	0.227 (8)	0.458 (7)	−0.188 (4)	0.091 (16)*
H4B2	0.322 (9)	0.764 (7)	0.107 (5)	0.082 (18)*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Na1	0.0260 (7)	0.0422 (9)	0.0463 (9)	0.0015 (6)	0.0095 (6)	0.0108 (7)
O1	0.0334 (10)	0.0410 (11)	0.0426 (11)	−0.0015 (8)	−0.0087 (8)	0.0089 (9)
O2	0.0685 (14)	0.0378 (11)	0.0192 (9)	−0.0169 (10)	0.0060 (9)	−0.0026 (8)
O3	0.0396 (10)	0.0412 (10)	0.0223 (8)	−0.0098 (8)	0.0056 (7)	0.0125 (7)
O4	0.0411 (11)	0.0423 (13)	0.0308 (11)	0.0011 (9)	0.0029 (8)	−0.0003 (9)
O5	0.0504 (12)	0.0342 (11)	0.0293 (10)	0.0024 (9)	0.0054 (8)	0.0066 (9)
O6	0.0538 (13)	0.0391 (11)	0.0296 (10)	0.0000 (9)	0.0068 (9)	0.0090 (9)
OW1	0.0453 (13)	0.0681 (16)	0.0303 (11)	−0.0029 (11)	0.0113 (10)	0.0085 (10)
OW2	0.0481 (12)	0.0456 (12)	0.0351 (11)	0.0072 (9)	0.0057 (9)	0.0137 (10)
C1	0.0286 (12)	0.0320 (12)	0.0157 (10)	−0.0031 (9)	0.0033 (8)	0.0031 (9)
C2	0.0273 (11)	0.0220 (10)	0.0160 (10)	−0.0027 (8)	0.0038 (8)	0.0029 (8)
C3	0.0258 (11)	0.0280 (11)	0.0185 (11)	−0.0064 (9)	0.0058 (8)	0.0053 (9)
C4	0.0250 (11)	0.0215 (10)	0.0188 (11)	−0.0040 (8)	0.0014 (8)	0.0026 (8)
C5	0.0249 (11)	0.0312 (12)	0.0199 (11)	−0.0047 (9)	0.0048 (9)	0.0034 (9)
C6	0.0287 (12)	0.0321 (13)	0.0212 (11)	−0.0104 (10)	0.0052 (9)	0.0033 (9)
C7	0.0413 (15)	0.0336 (14)	0.0327 (13)	−0.0041 (11)	0.0043 (11)	0.0057 (11)
C8	0.069 (2)	0.0383 (16)	0.0435 (17)	0.0071 (14)	0.0158 (15)	0.0122 (13)
C9	0.088 (3)	0.0319 (15)	0.0472 (18)	−0.0152 (16)	0.0271 (18)	0.0050 (13)
C10	0.058 (2)	0.0433 (18)	0.060 (2)	−0.0273 (16)	0.0188 (16)	0.0026 (15)
C11	0.0337 (15)	0.0440 (16)	0.0441 (16)	−0.0160 (12)	0.0064 (12)	0.0043 (12)
Na2	0.0263 (7)	0.0452 (9)	0.0406 (9)	0.0022 (6)	0.0050 (6)	0.0038 (7)

Geometric parameters (Å, º)

Na1—O5	2.372 (2)	C1—C2	1.519 (3)
Na1—O5^i	2.372 (2)	C2—C3	1.395 (3)
Na1—O6	2.390 (2)	C2—C4^iii	1.401 (3)
Na1—O6^i	2.390 (2)	C3—C4	1.396 (3)
Na1—O4^i	2.442 (2)	C3—H3A	0.9300
Na1—O4	2.442 (2)	C4—C2^iii	1.401 (3)
Na1—Na2^ii	3.1400 (6)	C4—C5	1.511 (3)
Na1—Na2	3.1400 (6)	C5—C6	1.474 (3)
O1—C5	1.227 (3)	C6—C7	1.394 (4)
O2—C1	1.243 (3)	C6—C11	1.404 (4)
O3—C1	1.250 (3)	C7—C8	1.380 (4)
O4—Na2	2.387 (2)	C7—H7A	0.9300
O4—H4B1	0.85 (6)	C8—C9	1.394 (5)
O4—H4B2	0.71 (6)	C8—H8A	0.9300
O5—Na2	2.440 (2)	C9—C10	1.379 (6)
O5—H5B1	0.76 (6)	C9—H9A	0.9300
O5—H5B3	0.87 (4)	C10—C11	1.373 (5)
O6—Na2	2.387 (2)	C10—H10A	0.9300
O6—H6B2	0.87 (5)	C11—H11A	0.9300
O6—H6B1	0.97 (6)	Na2—O4^iv	2.387 (2)
OW1—HW1A	0.86 (5)	Na2—O6^iv	2.387 (2)
OW1—HW1C	0.88 (5)	Na2—O5^iv	2.440 (2)
OW2—HW2B	0.92 (5)	Na2—Na1^v	3.1400 (6)
OW2—HW2A	0.82 (5)
O5—Na1—O5^i	180.0	C2—C3—H3A	119.5
O5—Na1—O6	77.24 (8)	C4—C3—H3A	119.5
O5^i—Na1—O6	102.76 (8)	C3—C4—C2^iii	119.8 (2)
O5—Na1—O6^i	102.76 (8)	C3—C4—C5	117.9 (2)
O5^i—Na1—O6^i	77.24 (8)	C2^iii—C4—C5	122.1 (2)
O6—Na1—O6^i	180.0	O1—C5—C6	121.9 (2)
O5—Na1—O4^i	90.88 (8)	O1—C5—C4	119.7 (2)
O5^i—Na1—O4^i	89.12 (8)	C6—C5—C4	118.4 (2)
O6—Na1—O4^i	101.32 (8)	C7—C6—C11	118.9 (3)
O6^i—Na1—O4^i	78.68 (8)	C7—C6—C5	121.4 (2)
O5—Na1—O4	89.12 (8)	C11—C6—C5	119.7 (3)
O5^i—Na1—O4	90.88 (8)	C8—C7—C6	120.3 (3)
O6—Na1—O4	78.68 (8)	C8—C7—H7A	119.8
O6^i—Na1—O4	101.32 (8)	C6—C7—H7A	119.8
O4^i—Na1—O4	180.00 (11)	C7—C8—C9	120.0 (3)
O5—Na1—Na2^ii	129.80 (6)	C7—C8—H8A	120.0
O5^i—Na1—Na2^ii	50.20 (6)	C9—C8—H8A	120.0
O6—Na1—Na2^ii	131.13 (6)	C10—C9—C8	120.0 (3)
O6^i—Na1—Na2^ii	48.87 (6)	C10—C9—H9A	120.0
O4^i—Na1—Na2^ii	48.68 (5)	C8—C9—H9A	120.0
O4—Na1—Na2^ii	131.32 (5)	C11—C10—C9	120.3 (3)
O5—Na1—Na2	50.20 (6)	C11—C10—H10A	119.9
O5^i—Na1—Na2	129.80 (6)	C9—C10—H10A	119.9
O6—Na1—Na2	48.87 (6)	C10—C11—C6	120.5 (3)
O6^i—Na1—Na2	131.13 (6)	C10—C11—H11A	119.8
O4^i—Na1—Na2	131.32 (5)	C6—C11—H11A	119.8
O4—Na1—Na2	48.68 (5)	O4—Na2—O4^iv	180.00 (10)
Na2^ii—Na1—Na2	180.0	O4—Na2—O6^iv	100.17 (8)
Na2—O4—Na1	81.11 (7)	O4^iv—Na2—O6^iv	79.83 (8)
Na2—O4—H4B1	128 (4)	O4—Na2—O6	79.83 (8)
Na1—O4—H4B1	133 (4)	O4^iv—Na2—O6	100.17 (8)
Na2—O4—H4B2	115 (5)	O6^iv—Na2—O6	180.0
Na1—O4—H4B2	122 (5)	O4—Na2—O5^iv	91.15 (8)
H4B1—O4—H4B2	83 (5)	O4^iv—Na2—O5^iv	88.85 (8)
Na1—O5—Na2	81.46 (7)	O6^iv—Na2—O5^iv	76.00 (8)
Na1—O5—H5B1	114 (4)	O6—Na2—O5^iv	104.00 (8)
Na2—O5—H5B1	107 (4)	O4—Na2—O5	88.85 (8)
Na1—O5—H5B3	129 (3)	O4^iv—Na2—O5	91.15 (8)
Na2—O5—H5B3	128 (3)	O6^iv—Na2—O5	104.00 (8)
H5B1—O5—H5B3	98 (4)	O6—Na2—O5	76.00 (8)
Na2—O6—Na1	82.19 (7)	O5^iv—Na2—O5	180.00 (11)
Na2—O6—H6B2	112 (3)	O4—Na2—Na1	50.22 (6)
Na1—O6—H6B2	124 (3)	O4^iv—Na2—Na1	129.78 (6)
Na2—O6—H6B1	104 (3)	O6^iv—Na2—Na1	131.07 (5)
Na1—O6—H6B1	129 (3)	O6—Na2—Na1	48.93 (5)
H6B2—O6—H6B1	101 (4)	O5^iv—Na2—Na1	131.66 (5)
HW1A—OW1—HW1C	108 (4)	O5—Na2—Na1	48.34 (5)
HW2B—OW2—HW2A	105 (4)	O4—Na2—Na1^v	129.78 (6)
O2—C1—O3	126.0 (2)	O4^iv—Na2—Na1^v	50.22 (6)
O2—C1—C2	117.2 (2)	O6^iv—Na2—Na1^v	48.93 (5)
O3—C1—C2	116.9 (2)	O6—Na2—Na1^v	131.07 (5)
C3—C2—C4^iii	119.1 (2)	O5^iv—Na2—Na1^v	48.34 (5)
C3—C2—C1	119.7 (2)	O5—Na2—Na1^v	131.66 (5)
C4^iii—C2—C1	121.1 (2)	Na1—Na2—Na1^v	180.0
C2—C3—C4	121.0 (2)

Symmetry codes: (i) −x, −y+1, −z; (ii) x−1, y, z; (iii) −x, −y, −z−1; (iv) −x+1, −y+1, −z; (v) x+1, y, z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O6—H6B2···OW2^vi	0.88 (5)	1.97 (5)	2.799 (4)	158 (4)
O4—H4B1···O1^vii	0.85 (7)	2.12 (6)	2.953 (3)	167 (5)
OW2—HW2B···O3	0.92 (5)	1.83 (5)	2.747 (3)	175 (5)
OW1—HW1A···O3	0.86 (5)	1.91 (5)	2.762 (3)	169 (4)
OW2—HW2A···OW1^viii	0.82 (5)	2.03 (5)	2.839 (3)	174 (4)
OW1—HW1C···OW2^ii	0.88 (5)	1.99 (5)	2.829 (4)	159 (4)
O5—H5B1···O2	0.76 (6)	2.10 (6)	2.755 (3)	145 (6)
O5—H5B3···OW1^viii	0.86 (4)	2.16 (4)	3.016 (3)	172 (4)
O6—H6B1···O2	0.96 (5)	2.18 (6)	2.812 (3)	122 (4)
O4—H4B2···OW1^i	0.71 (6)	2.30 (6)	2.998 (4)	167 (7)
C10—H10A···O3^ix	0.93	2.52	3.317 (4)	144

Symmetry codes: (i) −x, −y+1, −z; (ii) x−1, y, z; (vi) x, y+1, z; (vii) x+1, y+1, z+1; (viii) −x, −y, −z; (ix) −x−1, −y−1, −z−1.