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metal-organic compounds
The disordered naphthalene-1,5-disulfonate unit in the title compound, [Cu(C10H6O6S2)(C5H5N)4]n, connects adjacent (C5H5N)4Cu units into a linear chain; the Cu atom shows octahedral coordination. Both units lie on special positions of site symmetry.
Supporting information
Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805003156/is6047sup1.cif | |
Structure factor file (CIF format) https://doi.org/10.1107/S1600536805003156/is6047Isup2.hkl |
CCDC reference: 269793
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean (C-C) = 0.005 Å
- R factor = 0.047
- wR factor = 0.133
- Data-to-parameter ratio = 14.9
checkCIF/PLATON results
No syntax errors found
Alert level B ABSTM02_ALERT_3_B The ratio of expected to reported Tmax/Tmin(RR') is < 0.75 Tmin and Tmax reported: 0.531 0.839 Tmin' and Tmax expected: 0.711 0.834 RR' = 0.743 Please check that your absorption correction is appropriate. PLAT061_ALERT_3_B Tmax/Tmin Range Test RR' too Large ............. 0.74 PLAT301_ALERT_3_B Main Residue Disorder ......................... 29.00 Perc.
Alert level C PLAT213_ALERT_2_C Atom O2 has ADP max/min Ratio ............. 3.50 prolat PLAT250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor .... 2.56
0 ALERT level A = In general: serious problem 3 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data 2 ALERT type 2 Indicator that the structure model may be wrong or deficient 3 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: RAPID-AUTO (Rigaku, 1998); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2002); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEPII (Johnson, 1976); software used to prepare material for publication: SHELXL97.
catena-Poly[[tetrapyridinecopper(II)]-µ2-naphthalene-1,5-disulfonato] top
Crystal data top
[Cu(C10H6O6S2)(C5H5N)4] | Z = 1 |
Mr = 666.21 | F(000) = 343 |
Triclinic, P1 | Dx = 1.539 Mg m−3 |
Hall symbol: -P 1 | Mo Kα radiation, λ = 0.71073 Å |
a = 8.9105 (7) Å | Cell parameters from 6473 reflections |
b = 9.0601 (7) Å | θ = 2.3–28.3° |
c = 10.5488 (8) Å | µ = 0.96 mm−1 |
α = 66.158 (1)° | T = 295 K |
β = 68.752 (1)° | Prism, dark blue |
γ = 88.391 (1)° | 0.35 × 0.24 × 0.19 mm |
V = 718.9 (1) Å3 |
Data collection top
Rigaki R-AXIS RAPID IP diffractometer | 3552 independent reflections |
Radiation source: fine-focus sealed tube | 2989 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
ω scans | θmax = 28.3°, θmin = 2.3° |
Absorption correction: multi-scan (ABSCOR; Higashi, 1995) | h = −11→11 |
Tmin = 0.531, Tmax = 0.839 | k = −12→12 |
7482 measured reflections | l = −14→14 |
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)] = 0.047 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.133 | H-atom parameters constrained |
S = 1.07 | w = 1/[σ2(Fo2) + (0.0757P)2 + 0.2705P] where P = (Fo2 + 2Fc2)/3 |
3552 reflections | (Δ/σ)max = 0.001 |
239 parameters | Δρmax = 0.72 e Å−3 |
68 restraints | Δρmin = −0.91 e Å−3 |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
x | y | z | Uiso*/Ueq | Occ. (<1) | |
Cu1 | 0.5000 | 0.5000 | 0.5000 | 0.0300 (2) | |
S1 | 0.7375 (4) | 0.6860 (4) | 0.0525 (4) | 0.0291 (9) | 0.489 (4) |
O1 | 0.6572 (3) | 0.6307 (3) | 0.2103 (3) | 0.0359 (7) | 0.489 (4) |
O2 | 0.6567 (8) | 0.7863 (6) | −0.0350 (6) | 0.064 (3) | 0.489 (4) |
O3 | 0.7861 (6) | 0.5455 (6) | 0.0226 (5) | 0.035 (1) | 0.489 (4) |
S1' | 0.7006 (4) | 0.7251 (4) | 0.0499 (4) | 0.034 (1) | 0.511 (4) |
O1' | 0.6572 (3) | 0.6307 (3) | 0.2103 (3) | 0.0359 (7) | 0.511 (4) |
O2' | 0.5537 (6) | 0.7670 (6) | 0.0234 (5) | 0.040 (2) | 0.511 (4) |
O3' | 0.8052 (6) | 0.6635 (8) | −0.0466 (6) | 0.066 (2) | 0.511 (4) |
N1 | 0.4121 (3) | 0.7100 (3) | 0.4902 (3) | 0.0198 (5) | |
N2 | 0.3037 (3) | 0.4259 (3) | 0.4736 (3) | 0.0181 (5) | |
C1 | 0.4124 (4) | 0.8233 (4) | 0.3600 (4) | 0.0244 (7) | |
C2 | 0.3570 (4) | 0.9707 (4) | 0.3459 (4) | 0.0278 (7) | |
C3 | 0.2984 (4) | 1.0027 (4) | 0.4702 (4) | 0.0275 (7) | |
C4 | 0.2953 (4) | 0.8867 (4) | 0.6055 (4) | 0.0259 (7) | |
C5 | 0.3540 (4) | 0.7421 (4) | 0.6113 (4) | 0.0230 (6) | |
C6 | 0.3000 (4) | 0.4607 (4) | 0.3388 (4) | 0.0226 (6) | |
C7 | 0.1672 (4) | 0.4088 (4) | 0.3218 (4) | 0.0249 (7) | |
C8 | 0.0326 (4) | 0.3184 (4) | 0.4479 (4) | 0.0227 (6) | |
C9 | 0.0358 (4) | 0.2822 (4) | 0.5864 (4) | 0.0250 (7) | |
C10 | 0.1724 (4) | 0.3374 (4) | 0.5955 (4) | 0.0230 (6) | |
C11 | 0.9218 (6) | 0.8044 (6) | 0.0098 (6) | 0.030 (1) | 0.489 (4) |
C12 | 1.0570 (8) | 0.7241 (8) | 0.0033 (7) | 0.032 (1) | 0.489 (4) |
C13 | 1.1998 (10) | 0.7979 (9) | −0.0104 (9) | 0.034 (2) | 0.489 (4) |
C14 | 1.2082 (8) | 0.9547 (8) | −0.0185 (8) | 0.034 (1) | 0.489 (4) |
C15 | 1.0729 (6) | 1.0401 (9) | −0.0103 (14) | 0.032 (2) | 0.489 (4) |
C11' | 0.8060 (6) | 0.9135 (6) | 0.0119 (5) | 0.030 (1) | 0.511 (4) |
C12' | 0.7186 (8) | 1.0428 (7) | 0.0046 (6) | 0.032 (1) | 0.511 (4) |
C13' | 0.7849 (9) | 1.1875 (9) | −0.0081 (8) | 0.034 (2) | 0.511 (4) |
C14' | 0.9421 (8) | 1.2023 (8) | −0.0145 (8) | 0.034 (1) | 0.511 (4) |
C15' | 1.0347 (8) | 1.0725 (7) | −0.0058 (13) | 0.032 (2) | 0.511 (4) |
H1 | 0.4517 | 0.8016 | 0.2756 | 0.029* | |
H2 | 0.3594 | 1.0469 | 0.2537 | 0.033* | |
H3 | 0.2612 | 1.1015 | 0.4634 | 0.033* | |
H4 | 0.2544 | 0.9054 | 0.6914 | 0.031* | |
H5 | 0.3530 | 0.6645 | 0.7023 | 0.028* | |
H6 | 0.3904 | 0.5221 | 0.2533 | 0.027* | |
H7 | 0.1686 | 0.4346 | 0.2266 | 0.030* | |
H8 | −0.0587 | 0.2826 | 0.4394 | 0.027* | |
H9 | −0.0533 | 0.2209 | 0.6733 | 0.030* | |
H10 | 0.1735 | 0.3123 | 0.6898 | 0.028* | |
H12 | 1.0520 | 0.6195 | 0.0082 | 0.039* | 0.489 (4) |
H13 | 1.2897 | 0.7427 | −0.0141 | 0.040* | 0.489 (4) |
H14 | 1.3050 | 1.0042 | −0.0296 | 0.041* | 0.489 (4) |
H12' | 0.6134 | 1.0328 | 0.0083 | 0.039* | 0.511 (4) |
H13' | 0.7244 | 1.2735 | −0.0123 | 0.040* | 0.511 (4) |
H14' | 0.9874 | 1.2997 | −0.0248 | 0.041* | 0.511 (4) |
Atomic displacement parameters (Å2) top
U11 | U22 | U33 | U12 | U13 | U23 | |
Cu1 | 0.0222 (3) | 0.0244 (3) | 0.0641 (5) | 0.0102 (2) | −0.0290 (3) | −0.0278 (3) |
S1 | 0.037 (2) | 0.027 (1) | 0.021 (1) | −0.011 (1) | −0.011 (1) | −0.008 (1) |
O1 | 0.034 (1) | 0.032 (1) | 0.035 (2) | −0.014 (1) | −0.019 (1) | −0.001 (1) |
O2 | 0.093 (6) | 0.033 (3) | 0.065 (5) | −0.027 (4) | −0.069 (5) | 0.015 (3) |
O3 | 0.041 (3) | 0.032 (3) | 0.030 (3) | −0.017 (3) | −0.006 (2) | −0.018 (2) |
S1' | 0.027 (1) | 0.046 (2) | 0.026 (1) | −0.018 (1) | 0.003 (1) | −0.021 (1) |
O1' | 0.034 (1) | 0.032 (1) | 0.035 (2) | −0.014 (1) | −0.019 (1) | −0.001 (1) |
O2' | 0.051 (4) | 0.033 (3) | 0.031 (3) | −0.019 (3) | −0.030 (3) | 0.004 (2) |
O3' | 0.038 (3) | 0.089 (6) | 0.088 (6) | −0.017 (4) | −0.002 (4) | −0.070 (5) |
N1 | 0.015 (1) | 0.019 (1) | 0.029 (1) | 0.0013 (9) | −0.011 (1) | −0.011 (1) |
N2 | 0.015 (1) | 0.016 (1) | 0.026 (1) | 0.0029 (9) | −0.011 (1) | −0.010 (1) |
C1 | 0.021 (2) | 0.028 (2) | 0.023 (2) | 0.000 (1) | −0.007 (1) | −0.012 (1) |
C2 | 0.029 (2) | 0.025 (2) | 0.026 (2) | 0.001 (1) | −0.013 (1) | −0.004 (1) |
C3 | 0.026 (2) | 0.018 (2) | 0.041 (2) | 0.005 (1) | −0.016 (2) | −0.012 (1) |
C4 | 0.026 (2) | 0.027 (2) | 0.028 (2) | 0.002 (1) | −0.010 (1) | −0.015 (1) |
C5 | 0.024 (2) | 0.021 (2) | 0.026 (2) | −0.001 (1) | −0.014 (1) | −0.007 (1) |
C6 | 0.019 (1) | 0.020 (1) | 0.021 (2) | −0.004 (1) | −0.005 (1) | −0.002 (1) |
C7 | 0.030 (2) | 0.023 (2) | 0.023 (2) | 0.003 (1) | −0.017 (1) | −0.006 (1) |
C8 | 0.018 (1) | 0.022 (2) | 0.034 (2) | 0.002 (1) | −0.014 (1) | −0.013 (1) |
C9 | 0.017 (1) | 0.026 (2) | 0.025 (2) | −0.003 (1) | −0.001 (1) | −0.010 (1) |
C10 | 0.025 (2) | 0.027 (2) | 0.020 (2) | 0.003 (1) | −0.010 (1) | −0.011 (1) |
C11 | 0.034 (3) | 0.032 (3) | 0.012 (2) | −0.018 (2) | −0.005 (2) | −0.001 (2) |
C12 | 0.034 (3) | 0.034 (3) | 0.013 (2) | −0.015 (2) | −0.003 (2) | 0.001 (2) |
C13 | 0.034 (2) | 0.032 (2) | 0.022 (2) | −0.014 (2) | −0.005 (2) | −0.001 (2) |
C14 | 0.037 (3) | 0.034 (3) | 0.018 (2) | −0.017 (3) | −0.006 (2) | −0.002 (2) |
C15 | 0.037 (4) | 0.037 (3) | 0.009 (2) | −0.020 (3) | −0.001 (3) | −0.002 (2) |
C11' | 0.034 (3) | 0.032 (3) | 0.012 (2) | −0.018 (2) | −0.005 (2) | −0.001 (2) |
C12' | 0.034 (3) | 0.034 (3) | 0.013 (2) | −0.015 (2) | −0.003 (2) | 0.001 (2) |
C13' | 0.034 (2) | 0.032 (2) | 0.022 (2) | −0.014 (2) | −0.005 (2) | −0.001 (2) |
C14' | 0.037 (3) | 0.034 (3) | 0.018 (2) | −0.017 (3) | −0.006 (2) | −0.002 (2) |
C15' | 0.037 (4) | 0.037 (3) | 0.009 (2) | −0.020 (3) | −0.001 (3) | −0.002 (2) |
Geometric parameters (Å, º) top
Cu1—O1 | 2.602 (2) | C11—C12 | 1.384 (6) |
Cu1—O1i | 2.602 (2) | C12—C13 | 1.387 (6) |
Cu1—N1 | 2.015 (3) | C13—C14 | 1.391 (6) |
Cu1—N1i | 2.015 (3) | C14—C15 | 1.409 (6) |
Cu1—N2 | 2.039 (2) | C11'—C12' | 1.380 (6) |
Cu1—N2i | 2.039 (2) | C12'—C13' | 1.389 (6) |
S1—O2 | 1.402 (4) | C13'—C14' | 1.386 (6) |
S1—O1 | 1.420 (4) | C14'—C15' | 1.409 (6) |
S1—O3 | 1.450 (4) | C1—H1 | 0.93 |
S1—C11 | 1.795 (5) | C2—H2 | 0.93 |
S1'—O3' | 1.401 (4) | C3—H3 | 0.93 |
S1'—O2' | 1.444 (4) | C4—H4 | 0.93 |
S1'—C11' | 1.794 (5) | C5—H5 | 0.93 |
N1—C1 | 1.341 (4) | C6—H6 | 0.93 |
N1—C5 | 1.340 (4) | C7—H7 | 0.93 |
N2—C10 | 1.339 (4) | C8—H8 | 0.93 |
N2—C6 | 1.339 (4) | C9—H9 | 0.93 |
C1—C2 | 1.381 (5) | C10—H10 | 0.93 |
C2—C3 | 1.371 (5) | C12—H12 | 0.93 |
C3—C4 | 1.379 (5) | C13—H13 | 0.93 |
C4—C5 | 1.383 (5) | C14—H14 | 0.93 |
C6—C7 | 1.381 (5) | C12'—H12' | 0.93 |
C7—C8 | 1.377 (5) | C13'—H13' | 0.93 |
C8—C9 | 1.374 (5) | C14'—H14' | 0.93 |
C9—C10 | 1.377 (5) | ||
O1—Cu1—O1i | 180 | C12—C11—S1 | 116.2 (4) |
O1—Cu1—N1 | 90.7 (1) | C13—C12—C11 | 120.8 (7) |
O1—Cu1—N1i | 89.3 (1) | C12—C13—C14 | 119.8 (8) |
O1—Cu1—N2 | 89.9 (1) | C13—C14—C15 | 121.3 (7) |
O1—Cu1—N2i | 90.2 (1) | C12'—C11'—S1' | 117.3 (4) |
O1i—Cu1—N1 | 89.3 (1) | C11'—C12'—C13' | 121.3 (6) |
O1i—Cu1—N1i | 90.7 (1) | C14'—C13'—C12' | 119.2 (7) |
O1i—Cu1—N2 | 90.2 (1) | C13'—C14'—C15' | 121.3 (7) |
O1i—Cu1—N2i | 89.9 (1) | N1—C1—H1 | 118.6 |
N1—Cu1—N1i | 180 | C2—C1—H1 | 118.6 |
N1—Cu1—N2 | 90.0 (1) | C3—C2—H2 | 120.6 |
N1—Cu1—N2i | 90.0 (1) | C1—C2—H2 | 120.6 |
N1i—Cu1—N2 | 90.0 (1) | C2—C3—H3 | 120.4 |
N1i—Cu1—N2i | 90.0 (1) | C4—C3—H3 | 120.4 |
N2—Cu1—N2i | 180 | C3—C4—H4 | 120.5 |
O2—S1—O1 | 116.3 (4) | C5—C4—H4 | 120.5 |
O2—S1—O3 | 114.5 (3) | N1—C5—H5 | 118.9 |
O1—S1—O3 | 107.7 (3) | C4—C5—H5 | 118.9 |
O2—S1—C11 | 107.8 (3) | N2—C6—H6 | 118.7 |
O1—S1—C11 | 103.3 (3) | C7—C6—H6 | 118.7 |
O3—S1—C11 | 106.1 (3) | C8—C7—H7 | 120.5 |
S1—O1—Cu1 | 173.8 (2) | C6—C7—H7 | 120.5 |
O3'—S1'—O2' | 114.0 (3) | C9—C8—H8 | 120.7 |
O3'—S1'—C11' | 107.0 (3) | C7—C8—H8 | 120.7 |
O2'—S1'—C11' | 105.3 (3) | C8—C9—H9 | 120.3 |
C1—N1—C5 | 118.0 (3) | C10—C9—H9 | 120.3 |
C1—N1—Cu1 | 120.2 (2) | N2—C10—H10 | 118.8 |
C5—N1—Cu1 | 121.8 (2) | C9—C10—H10 | 118.8 |
C10—N2—C6 | 117.9 (3) | C13—C12—H12 | 119.6 |
C10—N2—Cu1 | 119.2 (2) | C11—C12—H12 | 119.6 |
C6—N2—Cu1 | 122.9 (2) | C12—C13—H13 | 120.1 |
N1—C1—C2 | 122.8 (3) | C14—C13—H13 | 120.1 |
C3—C2—C1 | 118.8 (3) | C13—C14—H14 | 119.3 |
C2—C3—C4 | 119.2 (3) | C15—C14—H14 | 119.3 |
C3—C4—C5 | 119.0 (3) | C11'—C12'—H12' | 119.4 |
N1—C5—C4 | 122.3 (3) | C13'—C12'—H12' | 119.4 |
N2—C6—C7 | 122.5 (3) | C14'—C13'—H13' | 120.4 |
C8—C7—C6 | 119.1 (3) | C12'—C13'—H13' | 120.4 |
C9—C8—C7 | 118.6 (3) | C13'—C14'—H14' | 119.4 |
C8—C9—C10 | 119.4 (3) | C15'—C14'—H14' | 119.4 |
N2—C10—C9 | 122.5 (3) | ||
N2i—Cu1—N1—C1 | 108.9 (2) | Cu1—N1—C5—C4 | 179.1 (2) |
N2—Cu1—N1—C1 | −71.1 (2) | C3—C4—C5—N1 | −0.7 (5) |
O1i—Cu1—N1—C1 | −161.2 (2) | C10—N2—C6—C7 | −0.1 (5) |
O1—Cu1—N1—C1 | 18.8 (2) | Cu1—N2—C6—C7 | 179.4 (2) |
N2i—Cu1—N1—C5 | −70.2 (2) | N2—C6—C7—C8 | 0.3 (5) |
N2—Cu1—N1—C5 | 109.8 (2) | C6—C7—C8—C9 | −0.4 (5) |
O1i—Cu1—N1—C5 | 19.6 (2) | C7—C8—C9—C10 | 0.3 (5) |
O1—Cu1—N1—C5 | −160.4 (2) | C6—N2—C10—C9 | −0.1 (5) |
N1i—Cu1—N2—C10 | 87.9 (2) | Cu1—N2—C10—C9 | −179.6 (2) |
N1—Cu1—N2—C10 | −92.1 (2) | C8—C9—C10—N2 | 0.0 (5) |
O1i—Cu1—N2—C10 | −2.8 (2) | O2—S1—C11—C12 | −141.4 (5) |
O1—Cu1—N2—C10 | 177.2 (2) | O1—S1—C11—C12 | 94.9 (4) |
N1i—Cu1—N2—C6 | −91.6 (2) | O3—S1—C11—C12 | −18.3 (5) |
N1—Cu1—N2—C6 | 88.4 (2) | S1—C11—C12—C13 | −172.0 (4) |
O1i—Cu1—N2—C6 | 177.7 (2) | C11—C12—C13—C14 | −0.4 (4) |
O1—Cu1—N2—C6 | −2.3 (2) | C12—C13—C14—C15 | 1.2 (8) |
C5—N1—C1—C2 | 0.6 (5) | O3'—S1'—C11'—C12' | 137.2 (5) |
Cu1—N1—C1—C2 | −178.6 (2) | O2'—S1'—C11'—C12' | 15.6 (5) |
N1—C1—C2—C3 | −0.3 (5) | S1'—C11'—C12'—C13' | 173.0 (4) |
C1—C2—C3—C4 | −0.5 (5) | C11'—C12'—C13'—C14' | 0.4 (4) |
C2—C3—C4—C5 | 1.0 (5) | C12'—C13'—C14'—C15' | −1.1 (8) |
C1—N1—C5—C4 | −0.1 (4) |
Symmetry code: (i) −x+1, −y+1, −z+1. |
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