In the title structure, [Cu(C
12H
8N
2)(H
2O)
4](C
10H
6S
2O
6)·2H
2O, the cation lies on a crystallographic twofold rotation axis and the anion lies on a centre of inversion. The Cu
II atom is coordinated by two N atoms of a 1,10-phenanthroline ligand and four O atoms from four water ligands in a distorted octahedral geometry. The unique Cu—O distances are 2.054 (2) and 2.088 (2) Å and the Cu—N distance is 2.073 (2) Å. In the crystal structure, a three-dimensional supramolecular framework is constructed by extensive intermolecular O—H
O hydrogen bonds.
Supporting information
CCDC reference: 1166031
Key indicators
- Single-crystal X-ray study
- T = 294 K
- Mean (C-C) = 0.005 Å
- R factor = 0.040
- wR factor = 0.116
- Data-to-parameter ratio = 13.7
checkCIF/PLATON results
No syntax errors found
Alert level B
PLAT417_ALERT_2_B Short Inter D-H..H-D H2WB .. H3WA .. 1.96 Ang.
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
Tmin and Tmax reported: 0.676 0.790
Tmin(prime) and Tmax expected: 0.772 0.793
RR(prime) = 0.880
Please check that your absorption correction is appropriate.
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ?
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large ............. 0.87
PLAT720_ALERT_4_C Number of Unusual/Non-Standard Label(s) ........ 6
0 ALERT level A = In general: serious problem
1 ALERT level B = Potentially serious problem
4 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
1 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
1 ALERT type 4 Improvement, methodology, query or suggestion
0 ALERT type 5 Informative message, check
Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97; molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.
Tetraaqua(1,10-phenanthroline-
κ2N,
N')copper(II)
naphthalene-1,5-disulfonate dihydrate
top
Crystal data top
[Cu(C12H8N2)(H2O)4](C10H6O6S2)·2H2O | F(000) = 1316 |
Mr = 638.11 | Dx = 1.606 Mg m−3 |
Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -C 2yc | Cell parameters from 3328 reflections |
a = 20.562 (3) Å | θ = 3.3–26.3° |
b = 12.4311 (19) Å | µ = 1.05 mm−1 |
c = 12.5373 (18) Å | T = 294 K |
β = 124.576 (2)° | Block, blue |
V = 2638.6 (7) Å3 | 0.24 × 0.22 × 0.22 mm |
Z = 4 | |
Data collection top
Bruker SMART APEX CCD area-detector diffractometer | 2676 independent reflections |
Radiation source: fine-focus sealed tube | 2166 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.030 |
φ and ω scans | θmax = 26.4°, θmin = 2.0° |
Absorption correction: multi-scan (SADABS; Bruker, 1998) | h = −25→25 |
Tmin = 0.676, Tmax = 0.790 | k = −15→15 |
7258 measured reflections | l = −11→15 |
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)] = 0.040 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.116 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.03 | w = 1/[σ2(Fo2) + (0.0621P)2 + 4.912P] where P = (Fo2 + 2Fc2)/3 |
2676 reflections | (Δ/σ)max < 0.001 |
195 parameters | Δρmax = 0.88 e Å−3 |
6 restraints | Δρmin = −0.57 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 | |
Cu1 | 0.5000 | 0.70910 (4) | 0.2500 | 0.03073 (18) | |
S2 | 0.78657 (4) | 0.52220 (5) | 0.53489 (7) | 0.0300 (2) | |
N1 | 0.53891 (13) | 0.58114 (19) | 0.3783 (2) | 0.0263 (5) | |
C1 | 0.58064 (18) | 0.5826 (3) | 0.5073 (3) | 0.0380 (7) | |
H1A | 0.5934 | 0.6486 | 0.5497 | 0.046* | |
C2 | 0.6060 (2) | 0.4875 (4) | 0.5814 (3) | 0.0486 (9) | |
H2A | 0.6355 | 0.4914 | 0.6713 | 0.058* | |
C3 | 0.5880 (2) | 0.3913 (3) | 0.5229 (4) | 0.0469 (9) | |
H3A | 0.6041 | 0.3286 | 0.5719 | 0.056* | |
C4 | 0.5213 (3) | 0.2873 (3) | 0.3155 (4) | 0.0586 (11) | |
H4A | 0.5359 | 0.2222 | 0.3598 | 0.070* | |
C5 | 0.54435 (19) | 0.3859 (3) | 0.3866 (3) | 0.0391 (7) | |
C6 | 0.52145 (16) | 0.4845 (2) | 0.3190 (3) | 0.0267 (6) | |
C7 | 0.77589 (15) | 0.3881 (2) | 0.5728 (3) | 0.0266 (6) | |
C8 | 0.78629 (17) | 0.3701 (2) | 0.6896 (3) | 0.0324 (6) | |
H8A | 0.8005 | 0.4266 | 0.7474 | 0.039* | |
C9 | 0.77553 (18) | 0.2662 (2) | 0.7221 (3) | 0.0342 (7) | |
H9A | 0.7824 | 0.2546 | 0.8012 | 0.041* | |
C10 | 0.74478 (17) | 0.3168 (2) | 0.3613 (3) | 0.0308 (6) | |
H10A | 0.7521 | 0.3848 | 0.3387 | 0.037* | |
C11 | 0.75520 (15) | 0.3023 (2) | 0.4827 (3) | 0.0258 (6) | |
O1 | 0.80174 (15) | 0.58961 (16) | 0.6417 (2) | 0.0423 (5) | |
O1W | 0.61278 (12) | 0.71730 (15) | 0.2881 (2) | 0.0319 (5) | |
H1WA | 0.6401 (17) | 0.6639 (18) | 0.331 (3) | 0.038* | |
H1WB | 0.6375 (18) | 0.7763 (16) | 0.309 (3) | 0.038* | |
O2 | 0.71268 (15) | 0.54845 (17) | 0.4135 (2) | 0.0469 (6) | |
O2W | 0.53513 (15) | 0.8189 (2) | 0.3956 (3) | 0.0553 (7) | |
H2WB | 0.503 (2) | 0.844 (3) | 0.411 (4) | 0.066* | |
H2WA | 0.563 (2) | 0.873 (2) | 0.407 (4) | 0.066* | |
O3 | 0.85330 (15) | 0.52101 (18) | 0.5239 (3) | 0.0504 (7) | |
O3W | 0.4260 (3) | 0.9126 (3) | 0.4183 (5) | 0.0965 (12) | |
H3WA | 0.396 (3) | 0.864 (4) | 0.367 (5) | 0.116* | |
H3WB | 0.408 (4) | 0.937 (5) | 0.460 (5) | 0.116* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Cu1 | 0.0299 (3) | 0.0240 (3) | 0.0389 (3) | 0.000 | 0.0199 (2) | 0.000 |
S2 | 0.0345 (4) | 0.0182 (3) | 0.0383 (4) | −0.0035 (3) | 0.0213 (4) | −0.0028 (3) |
N1 | 0.0243 (12) | 0.0316 (12) | 0.0235 (12) | −0.0028 (9) | 0.0138 (10) | −0.0016 (9) |
C1 | 0.0307 (16) | 0.054 (2) | 0.0268 (15) | −0.0077 (14) | 0.0151 (13) | −0.0049 (14) |
C2 | 0.0299 (17) | 0.084 (3) | 0.0252 (16) | 0.0011 (17) | 0.0117 (14) | 0.0147 (17) |
C3 | 0.0394 (18) | 0.057 (2) | 0.046 (2) | 0.0127 (16) | 0.0256 (17) | 0.0273 (17) |
C4 | 0.075 (3) | 0.0271 (17) | 0.081 (3) | 0.0086 (16) | 0.049 (3) | 0.0129 (16) |
C5 | 0.0391 (17) | 0.0364 (17) | 0.0480 (19) | 0.0058 (13) | 0.0284 (16) | 0.0128 (14) |
C6 | 0.0258 (14) | 0.0273 (14) | 0.0287 (15) | 0.0011 (11) | 0.0164 (12) | 0.0031 (11) |
C7 | 0.0228 (13) | 0.0213 (13) | 0.0318 (15) | 0.0001 (10) | 0.0132 (12) | 0.0001 (11) |
C8 | 0.0352 (16) | 0.0266 (14) | 0.0310 (16) | −0.0005 (12) | 0.0162 (13) | −0.0035 (12) |
C9 | 0.0405 (17) | 0.0320 (15) | 0.0274 (15) | 0.0017 (12) | 0.0176 (14) | 0.0033 (12) |
C10 | 0.0347 (15) | 0.0239 (13) | 0.0333 (16) | 0.0021 (11) | 0.0189 (13) | 0.0045 (12) |
C11 | 0.0211 (13) | 0.0203 (13) | 0.0293 (15) | 0.0009 (10) | 0.0104 (12) | 0.0005 (11) |
O1 | 0.0582 (14) | 0.0243 (11) | 0.0495 (14) | −0.0085 (10) | 0.0337 (12) | −0.0104 (9) |
O1W | 0.0279 (11) | 0.0224 (10) | 0.0446 (13) | 0.0003 (8) | 0.0201 (10) | 0.0013 (9) |
O2 | 0.0548 (15) | 0.0241 (11) | 0.0465 (14) | 0.0091 (10) | 0.0195 (12) | 0.0074 (10) |
O2W | 0.0474 (15) | 0.0436 (14) | 0.091 (2) | −0.0205 (11) | 0.0493 (15) | −0.0354 (14) |
O3 | 0.0540 (15) | 0.0385 (13) | 0.0790 (19) | −0.0181 (11) | 0.0500 (15) | −0.0175 (12) |
O3W | 0.098 (3) | 0.101 (3) | 0.121 (3) | 0.015 (2) | 0.080 (3) | −0.026 (2) |
Geometric parameters (Å, º) top
Cu1—N1 | 2.073 (2) | C4—H4A | 0.9300 |
Cu1—O1W | 2.088 (2) | C5—C6 | 1.410 (4) |
Cu1—O2W | 2.054 (2) | C6—C6i | 1.429 (6) |
Cu1—O2Wi | 2.054 (2) | C7—C8 | 1.372 (4) |
Cu1—N1i | 2.073 (2) | C7—C11 | 1.431 (4) |
Cu1—O1Wi | 2.088 (2) | C8—C9 | 1.409 (4) |
S2—O2 | 1.451 (2) | C8—H8A | 0.9300 |
S2—O3 | 1.455 (2) | C9—C10ii | 1.356 (4) |
S2—O1 | 1.456 (2) | C9—H9A | 0.9300 |
S2—C7 | 1.781 (3) | C10—C9ii | 1.356 (4) |
N1—C1 | 1.334 (4) | C10—C11 | 1.423 (4) |
N1—C6 | 1.349 (4) | C10—H10A | 0.9300 |
C1—C2 | 1.408 (5) | C11—C11ii | 1.425 (5) |
C1—H1A | 0.9300 | O1W—H1WA | 0.84 (5) |
C2—C3 | 1.340 (6) | O1W—H1WB | 0.85 (5) |
C2—H2A | 0.9300 | O2W—H2WB | 0.85 (5) |
C3—C5 | 1.411 (5) | O2W—H2WA | 0.85 (5) |
C3—H3A | 0.9300 | O3W—H3WA | 0.84 (5) |
C4—C4i | 1.352 (9) | O3W—H3WB | 0.85 (8) |
C4—C5 | 1.429 (5) | | |
| | | |
N1i—Cu1—N1 | 79.75 (13) | C5—C3—H3A | 120.2 |
N1i—Cu1—O1W | 95.99 (8) | C4i—C4—C5 | 120.9 (2) |
N1—Cu1—O1W | 88.31 (8) | C4i—C4—H4A | 119.5 |
O1W—Cu1—O1Wi | 174.40 (11) | C5—C4—H4A | 119.5 |
O2W—Cu1—N1 | 91.95 (11) | C6—C5—C3 | 116.8 (3) |
O2W—Cu1—N1i | 170.24 (11) | C6—C5—C4 | 119.4 (3) |
O2W—Cu1—O1W | 88.83 (9) | C3—C5—C4 | 123.7 (3) |
O2Wi—Cu1—O1W | 87.45 (9) | N1—C6—C5 | 123.4 (3) |
O2W—Cu1—O1Wi | 87.45 (9) | N1—C6—C6i | 117.07 (15) |
O2W—Cu1—O2Wi | 96.74 (18) | C5—C6—C6i | 119.57 (19) |
N1i—Cu1—O1Wi | 88.31 (8) | C8—C7—C11 | 121.1 (3) |
N1—Cu1—O1Wi | 95.99 (8) | C8—C7—S2 | 118.0 (2) |
O2Wi—Cu1—O1Wi | 88.83 (9) | C11—C7—S2 | 120.8 (2) |
O2Wi—Cu1—N1 | 170.24 (11) | C7—C8—C9 | 120.2 (3) |
O2Wi—Cu1—N1i | 91.95 (11) | C7—C8—H8A | 119.9 |
O2—S2—O3 | 112.67 (16) | C9—C8—H8A | 119.9 |
O2—S2—O1 | 112.66 (14) | C10ii—C9—C8 | 120.3 (3) |
O3—S2—O1 | 111.83 (14) | C10ii—C9—H9A | 119.9 |
O2—S2—C7 | 106.03 (13) | C8—C9—H9A | 119.9 |
O3—S2—C7 | 106.36 (13) | C9ii—C10—C11 | 121.5 (3) |
O1—S2—C7 | 106.72 (13) | C9ii—C10—H10A | 119.2 |
C1—N1—C6 | 117.8 (3) | C11—C10—H10A | 119.2 |
C1—N1—Cu1 | 129.0 (2) | C10—C11—C11ii | 118.9 (3) |
C6—N1—Cu1 | 113.04 (18) | C10—C11—C7 | 123.2 (2) |
N1—C1—C2 | 122.1 (3) | C11ii—C11—C7 | 117.9 (3) |
N1—C1—H1A | 119.0 | Cu1—O1W—H1WA | 111 (2) |
C2—C1—H1A | 119.0 | Cu1—O1W—H1WB | 120 (2) |
C3—C2—C1 | 120.3 (3) | H1WA—O1W—H1WB | 115 (4) |
C3—C2—H2A | 119.8 | Cu1—O2W—H2WB | 122 (3) |
C1—C2—H2A | 119.8 | Cu1—O2W—H2WA | 123 (3) |
C2—C3—C5 | 119.6 (3) | H2WB—O2W—H2WA | 102 (4) |
C2—C3—H3A | 120.2 | H3WA—O3W—H3WB | 110 (6) |
| | | |
N1i—Cu1—N1—C1 | 177.1 (3) | C4—C5—C6—N1 | 178.3 (3) |
O1W—Cu1—N1—C1 | 80.7 (2) | C3—C5—C6—C6i | 178.7 (3) |
O1Wi—Cu1—N1—C1 | −95.8 (2) | C4—C5—C6—C6i | −2.7 (5) |
O2W—Cu1—N1—C6 | 175.30 (19) | O2—S2—C7—C8 | −123.0 (2) |
O1W—Cu1—N1—C6 | −95.92 (19) | O3—S2—C7—C8 | 116.9 (2) |
O1Wi—Cu1—N1—C6 | 87.67 (19) | O1—S2—C7—C8 | −2.7 (3) |
C6—N1—C1—C2 | −0.3 (4) | O2—S2—C7—C11 | 55.5 (3) |
Cu1—N1—C1—C2 | −176.7 (2) | O3—S2—C7—C11 | −64.6 (3) |
N1—C1—C2—C3 | −0.6 (5) | O1—S2—C7—C11 | 175.8 (2) |
C1—C2—C3—C5 | 1.0 (5) | C11—C7—C8—C9 | −1.0 (4) |
C2—C3—C5—C6 | −0.5 (5) | S2—C7—C8—C9 | 177.6 (2) |
C2—C3—C5—C4 | −179.1 (3) | C7—C8—C9—C10ii | 0.4 (5) |
C4i—C4—C5—C6 | 0.7 (7) | C9ii—C10—C11—C11ii | 0.7 (5) |
C4i—C4—C5—C3 | 179.2 (5) | C9ii—C10—C11—C7 | −179.4 (3) |
C1—N1—C6—C5 | 0.7 (4) | C8—C7—C11—C10 | −179.2 (3) |
Cu1—N1—C6—C5 | 177.7 (2) | S2—C7—C11—C10 | 2.4 (4) |
C1—N1—C6—C6i | −178.3 (3) | C8—C7—C11—C11ii | 0.7 (5) |
Cu1—N1—C6—C6i | −1.4 (4) | S2—C7—C11—C11ii | −177.8 (3) |
C3—C5—C6—N1 | −0.3 (4) | | |
Symmetry codes: (i) −x+1, y, −z+1/2; (ii) −x+3/2, −y+1/2, −z+1. |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1W—H1WA···O2 | 0.84 (5) | 1.90 (3) | 2.726 (3) | 169 (3) |
O1W—H1WB···O1iii | 0.85 (5) | 1.96 (3) | 2.805 (3) | 178 (3) |
O2W—H2WB···O3W | 0.84 (5) | 1.85 (5) | 2.683 (4) | 170 (4) |
O2W—H2WA···O3iii | 0.84 (5) | 1.94 (4) | 2.760 (3) | 165 (4) |
O3W—H3WA···O1iv | 0.85 (5) | 2.42 (6) | 2.915 (5) | 118 (5) |
O3W—H3WA···O1Wi | 0.85 (5) | 2.59 (4) | 3.299 (4) | 142 (6) |
O3W—H3WB···O3v | 0.85 (5) | 2.01 (8) | 2.837 (4) | 166 (6) |
Symmetry codes: (i) −x+1, y, −z+1/2; (iii) −x+3/2, −y+3/2, −z+1; (iv) x−1/2, −y+3/2, z−1/2; (v) x−1/2, y+1/2, z. |