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The title compound, [Ca(C8H4O4)(H2O)3]n, has been previously studied by single-crystal X-ray diffraction at both room temperature [Matsuzaki & Iitaka (1972). Acta Cryst. B28, 1977–1981] and 173 K [Groeneman & Atwood (1999). Cryst. Eng. 2, 241–249.]. We present here a redetermination of the compound at 150 K, which results in a considerably improved precision and the location of H atoms in the strong O—H...O hydrogen bonds.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536803015071/cm6053sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536803015071/cm6053Isup2.hkl
Contains datablock I

CCDC reference: 221624

Key indicators

  • Single-crystal X-ray study
  • T = 150 K
  • Mean [sigma](C-C) = 0.004 Å
  • R factor = 0.054
  • wR factor = 0.143
  • Data-to-parameter ratio = 14.5

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


Yellow Alert Alert Level C:
REFLT_03 From the CIF: _diffrn_reflns_theta_max 28.66 From the CIF: _reflns_number_total 2362 TEST2: Reflns within _diffrn_reflns_theta_max Count of symmetry unique reflns 2577 Completeness (_total/calc) 91.66% Alert C: < 95% complete
0 Alert Level A = Potentially serious problem
0 Alert Level B = Potential problem
1 Alert Level C = Please check

Computing details top

Data collection: SMART (Siemens, 1994); cell refinement: SAINT (Siemens, 1994); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and local programs.

(I) top
Crystal data top
[Ca(C8H4O4)(H2O)3]F(000) = 536
Mr = 258.24Dx = 1.718 Mg m3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 2161 reflections
a = 7.0455 (15) Åθ = 2.9–27.9°
b = 21.623 (4) ŵ = 0.65 mm1
c = 6.5622 (13) ÅT = 150 K
β = 92.831 (3)°Column, colourless
V = 998.5 (3) Å30.78 × 0.06 × 0.05 mm
Z = 4
Data collection top
Bruker SMART 1000 CCD
diffractometer
2362 independent reflections
Radiation source: sealed tube1751 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.055
ω rotation with narrow frames scansθmax = 28.7°, θmin = 1.9°
Absorption correction: multi-scan
(Sheldrick, 2001)
h = 89
Tmin = 0.632, Tmax = 0.968k = 2928
8282 measured reflectionsl = 88
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: All non-H atoms found by direct methods
R[F2 > 2σ(F2)] = 0.054Hydrogen site location: Geom except OH coords freely refined
wR(F2) = 0.143H atoms treated by a mixture of independent and constrained refinement
S = 1.05 w = 1/[σ2(Fo2) + (0.0811P)2 + 0.4161P]
where P = (Fo2 + 2Fc2)/3
2362 reflections(Δ/σ)max = 0.001
163 parametersΔρmax = 1.40 e Å3
18 restraintsΔρmin = 0.48 e Å3
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
Ca10.16484 (9)0.78543 (3)0.49411 (9)0.01134 (19)
C10.2503 (4)0.91382 (14)0.9929 (5)0.0116 (6)
C20.2836 (4)0.94604 (14)0.8147 (5)0.0138 (6)
H20.30240.92420.69180.017*
C30.2892 (5)1.01023 (14)0.8167 (4)0.0139 (6)
H30.31211.03210.69460.017*
C40.2618 (4)1.04294 (14)0.9955 (5)0.0118 (6)
C50.2282 (5)1.01007 (14)1.1734 (5)0.0157 (7)
H50.20871.03171.29660.019*
C60.2233 (5)0.94600 (14)1.1712 (5)0.0153 (7)
H60.20120.92401.29310.018*
C70.2407 (4)0.84443 (14)0.9926 (4)0.0107 (6)
O10.2214 (3)0.81659 (10)1.1583 (3)0.0148 (5)
O20.2519 (3)0.81539 (10)0.8282 (3)0.0136 (5)
C80.2676 (4)1.11249 (14)0.9989 (4)0.0113 (6)
O30.2782 (3)1.14050 (10)0.8317 (3)0.0154 (5)
O40.2585 (3)1.13924 (10)1.1682 (3)0.0154 (5)
O50.0931 (3)0.74923 (10)0.2476 (4)0.0155 (5)
H5A0.151 (5)0.7188 (12)0.273 (6)0.023*
H5B0.151 (5)0.7787 (13)0.207 (6)0.023*
O60.0340 (3)0.87359 (10)0.5026 (3)0.0166 (5)
H6A0.085 (5)0.8762 (19)0.609 (4)0.025*
H6B0.103 (5)0.8722 (19)0.401 (4)0.025*
O70.4810 (4)0.82427 (14)0.4946 (4)0.0288 (6)
H7A0.538 (6)0.832 (2)0.601 (4)0.043*
H7B0.528 (6)0.837 (2)0.394 (4)0.043*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Ca10.0156 (3)0.0103 (3)0.0083 (3)0.0005 (2)0.0017 (2)0.0001 (2)
C10.0108 (14)0.0132 (15)0.0109 (15)0.0004 (11)0.0002 (11)0.0002 (11)
C20.0178 (16)0.0117 (15)0.0118 (15)0.0009 (12)0.0021 (12)0.0042 (11)
C30.0194 (17)0.0135 (15)0.0089 (15)0.0003 (12)0.0021 (12)0.0034 (11)
C40.0118 (14)0.0112 (14)0.0124 (15)0.0002 (11)0.0011 (11)0.0003 (11)
C50.0243 (18)0.0121 (15)0.0110 (15)0.0016 (12)0.0036 (13)0.0004 (11)
C60.0224 (17)0.0142 (15)0.0096 (15)0.0001 (12)0.0036 (13)0.0019 (11)
C70.0108 (14)0.0131 (14)0.0083 (14)0.0007 (11)0.0004 (10)0.0018 (11)
O10.0210 (12)0.0134 (11)0.0103 (11)0.0017 (9)0.0040 (9)0.0019 (8)
O20.0202 (12)0.0140 (11)0.0068 (10)0.0024 (8)0.0022 (8)0.0004 (8)
C80.0107 (14)0.0128 (15)0.0106 (14)0.0002 (11)0.0025 (11)0.0019 (11)
O30.0222 (12)0.0116 (10)0.0125 (11)0.0001 (9)0.0014 (9)0.0013 (8)
O40.0229 (12)0.0132 (11)0.0103 (11)0.0007 (9)0.0032 (9)0.0015 (8)
O50.0171 (11)0.0111 (11)0.0183 (12)0.0004 (8)0.0006 (9)0.0023 (9)
O60.0214 (12)0.0195 (12)0.0091 (11)0.0009 (9)0.0026 (9)0.0001 (9)
O70.0228 (14)0.0513 (17)0.0125 (12)0.0114 (12)0.0020 (10)0.0022 (12)
Geometric parameters (Å, º) top
Ca1—O22.339 (2)C4—C51.397 (4)
Ca1—O1i2.357 (2)C4—C81.504 (4)
Ca1—O62.368 (2)C5—C61.386 (4)
Ca1—O72.380 (3)C5—H50.9500
Ca1—O1ii2.479 (2)C6—H60.9500
Ca1—O52.498 (2)C7—O21.254 (3)
Ca1—O2ii2.526 (2)C7—O11.256 (3)
Ca1—O5iii2.633 (2)C8—O41.257 (3)
C1—C61.382 (4)C8—O31.259 (3)
C1—C21.391 (4)O5—H5A0.80 (2)
C1—C71.502 (4)O5—H5B0.80 (2)
C2—C31.389 (4)O6—H6A0.80 (2)
C2—H20.9500O6—H6B0.81 (2)
C3—C41.392 (4)O7—H7A0.80 (2)
C3—H30.9500O7—H7B0.81 (2)
O2—Ca1—O1i138.47 (8)C2—C3—H3119.6
O2—Ca1—O683.29 (8)C4—C3—H3119.6
O1i—Ca1—O685.37 (8)C3—C4—C5118.8 (3)
O2—Ca1—O772.48 (8)C3—C4—C8121.0 (3)
O1i—Ca1—O772.48 (9)C5—C4—C8120.1 (3)
O6—Ca1—O7105.70 (10)C6—C5—C4120.3 (3)
O2—Ca1—O1ii79.04 (7)C6—C5—H5119.8
O1i—Ca1—O1ii129.04 (7)C4—C5—H5119.8
O6—Ca1—O1ii142.08 (8)C1—C6—C5120.5 (3)
O7—Ca1—O1ii100.54 (9)C1—C6—H6119.7
O2—Ca1—O5147.40 (8)C5—C6—H6119.7
O1i—Ca1—O568.63 (8)O2—C7—O1121.2 (3)
O6—Ca1—O581.67 (8)O2—C7—C1119.8 (3)
O7—Ca1—O5139.66 (8)O1—C7—C1119.0 (3)
O1ii—Ca1—O595.67 (8)C7—O1—Ca1iv167.7 (2)
O2—Ca1—O2ii125.80 (8)C7—O1—Ca1iii94.13 (17)
O1i—Ca1—O2ii77.75 (7)Ca1iv—O1—Ca1iii96.95 (8)
O6—Ca1—O2ii149.48 (8)C7—O2—Ca1157.0 (2)
O7—Ca1—O2ii93.32 (9)C7—O2—Ca1iii91.98 (17)
O1ii—Ca1—O2ii51.83 (7)Ca1—O2—Ca1iii96.14 (8)
O5—Ca1—O2ii68.59 (8)O4—C8—O3123.8 (3)
O2—Ca1—O5iii69.13 (8)O4—C8—C4118.1 (3)
O1i—Ca1—O5iii145.70 (8)O3—C8—C4118.1 (3)
O6—Ca1—O5iii77.68 (8)Ca1—O5—Ca1ii89.74 (8)
O7—Ca1—O5iii140.78 (8)Ca1—O5—H5A119 (3)
O1ii—Ca1—O5iii64.73 (7)Ca1ii—O5—H5A106 (3)
O5—Ca1—O5iii79.46 (7)Ca1—O5—H5B108 (3)
O2ii—Ca1—O5iii102.51 (7)Ca1ii—O5—H5B112 (3)
C6—C1—C2119.7 (3)H5A—O5—H5B118 (3)
C6—C1—C7119.7 (3)Ca1—O6—H6A112 (3)
C2—C1—C7120.6 (3)Ca1—O6—H6B106 (3)
C3—C2—C1119.9 (3)H6A—O6—H6B116 (3)
C3—C2—H2120.0Ca1—O7—H7A120 (3)
C1—C2—H2120.0Ca1—O7—H7B123 (3)
C2—C3—C4120.7 (3)H7A—O7—H7B116 (3)
C6—C1—C2—C30.1 (5)O7—Ca1—O2—C7122.0 (5)
C7—C1—C2—C3179.0 (3)O1ii—Ca1—O2—C7133.1 (5)
C1—C2—C3—C40.0 (5)O5—Ca1—O2—C749.8 (6)
C2—C3—C4—C50.0 (5)O2ii—Ca1—O2—C7156.8 (5)
C2—C3—C4—C8180.0 (3)O5iii—Ca1—O2—C766.2 (5)
C3—C4—C5—C60.3 (5)O1i—Ca1—O2—Ca1iii161.60 (9)
C8—C4—C5—C6179.8 (3)O6—Ca1—O2—Ca1iii123.19 (8)
C2—C1—C6—C50.3 (5)O7—Ca1—O2—Ca1iii127.97 (11)
C7—C1—C6—C5178.8 (3)O1ii—Ca1—O2—Ca1iii23.10 (8)
C4—C5—C6—C10.4 (5)O5—Ca1—O2—Ca1iii60.24 (16)
C6—C1—C7—O2175.0 (3)O2ii—Ca1—O2—Ca1iii46.77 (15)
C2—C1—C7—O24.1 (4)O5iii—Ca1—O2—Ca1iii43.86 (7)
C6—C1—C7—O14.9 (4)C3—C4—C8—O4173.9 (3)
C2—C1—C7—O1175.9 (3)C5—C4—C8—O46.2 (4)
O2—C7—O1—Ca1iv163.1 (8)C3—C4—C8—O37.3 (4)
C1—C7—O1—Ca1iv16.8 (11)C5—C4—C8—O3172.7 (3)
O2—C7—O1—Ca1iii9.3 (3)O2—Ca1—O5—Ca1ii163.92 (12)
C1—C7—O1—Ca1iii170.6 (2)O1i—Ca1—O5—Ca1ii44.43 (7)
O1—C7—O2—Ca1119.9 (5)O6—Ca1—O5—Ca1ii132.70 (8)
C1—C7—O2—Ca160.0 (6)O7—Ca1—O5—Ca1ii28.21 (16)
O1—C7—O2—Ca1iii9.1 (3)O1ii—Ca1—O5—Ca1ii85.43 (7)
C1—C7—O2—Ca1iii170.8 (2)O2ii—Ca1—O5—Ca1ii40.34 (6)
O1i—Ca1—O2—C788.4 (5)O5iii—Ca1—O5—Ca1ii148.38 (10)
O6—Ca1—O2—C713.2 (5)
Symmetry codes: (i) x, y, z1; (ii) x, y+3/2, z1/2; (iii) x, y+3/2, z+1/2; (iv) x, y, z+1.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O5—H5A···O4v0.80 (2)1.93 (2)2.717 (3)172 (4)
O5—H5B···O3vi0.80 (2)1.97 (2)2.755 (3)167 (4)
O6—H6B···O3vi0.81 (2)1.93 (2)2.737 (3)173 (4)
O6—H6A···O4vii0.80 (2)1.98 (2)2.754 (3)162 (4)
O7—H7A···O4viii0.80 (2)2.13 (2)2.914 (3)165 (4)
O7—H7B···O3ix0.81 (2)2.12 (3)2.898 (3)164 (4)
Symmetry codes: (v) x, y1/2, z+3/2; (vi) x, y+2, z+1; (vii) x, y+2, z+2; (viii) x+1, y+2, z+2; (ix) x+1, y+2, z+1.
 

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