Acta Cryst. (2007). E63, m1770-m1771 [ doi:10.1107/S160053680701642X ]
![[mu]](/logos/entities/mu_rmgif.gif)
-2-hydroxybenzoato-![[kappa]](/logos/entities/kappa_rmgif.gif)
2O:O')bis[(2,2'-bipyridine-2N,N')bis(2-hydroxybenzoato-2O,O')bismuth(III)]The structure of the title compound, [Bi2(C7H5O3)6(C10H8N2)2], consists of centrosymmetric dimeric units in which salicylate ligands bridge two metal centres. The Bi atom is eight-coordinated, with Bi-O and Bi-N bond lengths in the ranges 2.377 (3)-3.044 (3) and 2.387 (3)-2.511 (3) Å, respectively. Each of the salicylate ligands shows an intramolecular hydrogen bond.
A methanolic solution of [Bi(Hsal)3]n (Hsal = O2CC6H4-2-OH) was carefully layered with a methanolic solution of 2,2'-bipyridine. The colourless solution was allowed to stand undisturbed at room temperature for one week, during which time large colourless crystals of the title compound deposited on the wall of the tube.
All H atoms were included in calculated positions, with C—H = 0.93 Å and O—H = 0.82 Å, and with Uiso(H) = 1.2Ueq(C,O).
Data collection: SMART (Bruker, 1997); cell refinement: SAINT (Bruker, 1997); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1999); software used to prepare material for publication: SHELXTL.
![[Figure 1]](./bt2330fig1thm.gif)
| Fig. 1. A view of the asymmetric unit of the title compound, with the atomic numbering scheme. Displacement ellipsoids are drawn at the 30% probability level. |
![[Figure 2]](./bt2330fig2thm.gif)
| Fig. 2. Dimeric units of the title compound. [Symmetry code: (i) 1 - x, -y, -z.] |
| [Bi2(C7H5O3)6(C10H8N2)2] | F(000) = 3024 |
| Mr = 1552.98 | Dx = 1.834 Mg m−3 |
| Monoclinic, C2/c | Mo Kα radiation, λ = 0.71073 Å |
| a = 21.4583 (3) Å | Cell parameters from 14948 reflections |
| b = 13.6698 (2) Å | θ = 1.8–25.6° |
| c = 21.6097 (1) Å | µ = 6.33 mm−1 |
| β = 117.472 (1)° | T = 293 K |
| V = 5624.00 (12) Å3 | Block, colourless |
| Z = 4 | 0.2 × 0.1 × 0.1 mm |
| Bruker SMART CCD area-detector diffractometer | 5322 independent reflections |
| Radiation source: fine-focus sealed tube | 4590 reflections with I > 2σ(I) |
| graphite | Rint = 0.028 |
| φ and ω scans | θmax = 25.6°, θmin = 1.8° |
| Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | h = −26→18 |
| Tmin = 0.486, Tmax = 1.000 | k = −14→16 |
| 14948 measured reflections | l = −24→26 |
| 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)] = 0.025 | Hydrogen site location: inferred from neighbouring sites |
| wR(F2) = 0.063 | H-atom parameters constrained |
| S = 1.07 | w = 1/[σ2(Fo2) + (0.0258P)2 + 23.4426P] where P = (Fo2 + 2Fc2)/3 |
| 5322 reflections | (Δ/σ)max = 0.003 |
| 388 parameters | Δρmax = 0.81 e Å−3 |
| 0 restraints | Δρmin = −1.26 e Å−3 |
| [Bi2(C7H5O3)6(C10H8N2)2] | V = 5624.00 (12) Å3 |
| Mr = 1552.98 | Z = 4 |
| Monoclinic, C2/c | Mo Kα radiation |
| a = 21.4583 (3) Å | µ = 6.33 mm−1 |
| b = 13.6698 (2) Å | T = 293 K |
| c = 21.6097 (1) Å | 0.2 × 0.1 × 0.1 mm |
| β = 117.472 (1)° |
| Bruker SMART CCD area-detector diffractometer | 5322 independent reflections |
| Absorption correction: empirical (using intensity measurements) (SADABS; Sheldrick, 1996) | 4590 reflections with I > 2σ(I) |
| Tmin = 0.486, Tmax = 1.000 | Rint = 0.028 |
| 14948 measured reflections | θmax = 25.6° |
| R[F2 > 2σ(F2)] = 0.025 | w = 1/[σ2(Fo2) + (0.0258P)2 + 23.4426P] where P = (Fo2 + 2Fc2)/3 |
| wR(F2) = 0.063 | Δρmax = 0.81 e Å−3 |
| S = 1.07 | Δρmin = −1.26 e Å−3 |
| 5322 reflections | Absolute structure: ? |
| 388 parameters | Flack parameter: ? |
| 0 restraints | Rogers parameter: ? |
| H-atom parameters constrained |
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. |
| x | y | z | Uiso*/Ueq | ||
| Bi1 | 0.557548 (7) | −0.053031 (12) | −0.039024 (7) | 0.02992 (6) | |
| C1 | 0.5214 (2) | −0.3657 (3) | −0.0917 (3) | 0.0446 (12) | |
| N1 | 0.68538 (18) | −0.0770 (3) | 0.04387 (18) | 0.0349 (8) | |
| O1 | 0.50042 (16) | −0.1969 (2) | −0.12275 (17) | 0.0445 (8) | |
| C2 | 0.4803 (3) | −0.3989 (5) | −0.1598 (4) | 0.0662 (16) | |
| O4 | 0.58818 (17) | 0.0884 (3) | 0.05826 (16) | 0.0428 (7) | |
| N2 | 0.62695 (18) | −0.0854 (3) | −0.09692 (17) | 0.0318 (8) | |
| O2 | 0.58232 (17) | −0.2334 (2) | −0.01744 (16) | 0.0444 (8) | |
| C3 | 0.4740 (4) | −0.4984 (6) | −0.1734 (5) | 0.104 (3) | |
| H3A | 0.4470 | −0.5199 | −0.2189 | 0.125* | |
| C4 | 0.5059 (5) | −0.5651 (5) | −0.1225 (7) | 0.108 (3) | |
| H4A | 0.5025 | −0.6314 | −0.1333 | 0.130* | |
| O3 | 0.4454 (3) | −0.3395 (4) | −0.2132 (3) | 0.1076 (19) | |
| H3B | 0.4530 | −0.2826 | −0.1998 | 0.161* | |
| C5 | 0.5443 (4) | −0.5338 (5) | −0.0534 (6) | 0.095 (3) | |
| H5A | 0.5638 | −0.5798 | −0.0178 | 0.113* | |
| C6 | 0.5535 (3) | −0.4343 (4) | −0.0374 (4) | 0.0620 (17) | |
| H6A | 0.5804 | −0.4136 | 0.0084 | 0.074* | |
| O6 | 0.6500 (2) | 0.2041 (4) | 0.16486 (18) | 0.0753 (13) | |
| H6B | 0.6269 | 0.1566 | 0.1431 | 0.113* | |
| C7 | 0.5352 (2) | −0.2600 (3) | −0.0758 (2) | 0.0357 (10) | |
| O7 | 0.48413 (17) | 0.0242 (2) | −0.14704 (16) | 0.0454 (8) | |
| C8 | 0.6552 (2) | 0.2260 (3) | 0.0570 (2) | 0.0364 (10) | |
| O8 | 0.45182 (16) | 0.1136 (2) | −0.08025 (16) | 0.0422 (7) | |
| C9 | 0.6689 (2) | 0.2569 (4) | 0.1239 (3) | 0.0491 (12) | |
| O5 | 0.61390 (16) | 0.1012 (2) | −0.02946 (15) | 0.0393 (7) | |
| C10 | 0.7060 (3) | 0.3428 (5) | 0.1511 (3) | 0.0734 (19) | |
| H10A | 0.7147 | 0.3640 | 0.1952 | 0.088* | |
| O9 | 0.36991 (19) | 0.2678 (3) | −0.13324 (18) | 0.0556 (9) | |
| H10B | 0.3921 | 0.2278 | −0.1027 | 0.083* | |
| C11 | 0.7299 (4) | 0.3963 (5) | 0.1127 (4) | 0.083 (2) | |
| H11A | 0.7540 | 0.4543 | 0.1310 | 0.099* | |
| C12 | 0.7190 (4) | 0.3663 (5) | 0.0476 (4) | 0.0771 (19) | |
| H12A | 0.7368 | 0.4024 | 0.0229 | 0.093* | |
| C13 | 0.6815 (3) | 0.2823 (4) | 0.0198 (3) | 0.0546 (13) | |
| H13A | 0.6733 | 0.2623 | −0.0244 | 0.065* | |
| C14 | 0.6168 (2) | 0.1345 (3) | 0.0270 (2) | 0.0340 (9) | |
| C15 | 0.4140 (2) | 0.1663 (3) | −0.1969 (2) | 0.0383 (10) | |
| C16 | 0.3771 (2) | 0.2473 (4) | −0.1911 (2) | 0.0420 (11) | |
| C17 | 0.3459 (3) | 0.3119 (4) | −0.2465 (3) | 0.0544 (13) | |
| H17A | 0.3210 | 0.3653 | −0.2427 | 0.065* | |
| C18 | 0.3513 (3) | 0.2983 (5) | −0.3067 (3) | 0.0651 (16) | |
| H18A | 0.3303 | 0.3428 | −0.3431 | 0.078* | |
| C19 | 0.3876 (3) | 0.2187 (5) | −0.3139 (3) | 0.0677 (17) | |
| H19A | 0.3916 | 0.2097 | −0.3545 | 0.081* | |
| C20 | 0.4177 (3) | 0.1531 (4) | −0.2592 (2) | 0.0527 (13) | |
| H20A | 0.4411 | 0.0987 | −0.2641 | 0.063* | |
| C21 | 0.4519 (2) | 0.0972 (3) | −0.1377 (2) | 0.0344 (9) | |
| C22 | 0.7282 (2) | −0.1021 (3) | 0.0166 (2) | 0.0337 (9) | |
| C23 | 0.7133 (2) | −0.0643 (4) | 0.1133 (2) | 0.0441 (11) | |
| H23A | 0.6838 | −0.0475 | 0.1324 | 0.053* | |
| C24 | 0.7843 (3) | −0.0755 (4) | 0.1572 (3) | 0.0527 (13) | |
| H24A | 0.8023 | −0.0658 | 0.2050 | 0.063* | |
| C25 | 0.8278 (3) | −0.1012 (5) | 0.1290 (3) | 0.0568 (14) | |
| H25A | 0.8757 | −0.1093 | 0.1576 | 0.068* | |
| C26 | 0.7999 (2) | −0.1150 (4) | 0.0581 (3) | 0.0487 (12) | |
| H26A | 0.8286 | −0.1326 | 0.0383 | 0.058* | |
| C27 | 0.6946 (2) | −0.1129 (3) | −0.0610 (2) | 0.0327 (9) | |
| C28 | 0.5949 (3) | −0.0908 (4) | −0.1671 (2) | 0.0432 (11) | |
| H28A | 0.5481 | −0.0719 | −0.1916 | 0.052* | |
| C29 | 0.6293 (3) | −0.1232 (4) | −0.2037 (3) | 0.0484 (12) | |
| H29A | 0.6064 | −0.1243 | −0.2522 | 0.058* | |
| C30 | 0.6978 (3) | −0.1540 (4) | −0.1674 (3) | 0.0501 (12) | |
| H30A | 0.7213 | −0.1781 | −0.1911 | 0.060* | |
| C31 | 0.7314 (2) | −0.1489 (4) | −0.0953 (3) | 0.0429 (11) | |
| H31A | 0.7779 | −0.1692 | −0.0700 | 0.051* |
| U11 | U22 | U33 | U12 | U13 | U23 | |
| Bi1 | 0.02658 (9) | 0.03395 (10) | 0.02873 (9) | −0.00108 (7) | 0.01234 (7) | −0.00507 (7) |
| C1 | 0.032 (2) | 0.034 (3) | 0.070 (3) | −0.0048 (19) | 0.025 (2) | −0.009 (2) |
| N1 | 0.0298 (18) | 0.040 (2) | 0.0309 (18) | −0.0038 (15) | 0.0108 (15) | −0.0025 (15) |
| O1 | 0.0339 (16) | 0.044 (2) | 0.0443 (18) | 0.0015 (14) | 0.0083 (14) | −0.0036 (15) |
| C2 | 0.048 (3) | 0.058 (4) | 0.079 (4) | −0.006 (3) | 0.017 (3) | −0.027 (3) |
| O4 | 0.0433 (18) | 0.049 (2) | 0.0395 (17) | −0.0098 (15) | 0.0222 (15) | −0.0006 (15) |
| N2 | 0.0301 (18) | 0.036 (2) | 0.0293 (18) | −0.0007 (15) | 0.0134 (15) | −0.0029 (15) |
| O2 | 0.0482 (19) | 0.0413 (19) | 0.0378 (17) | −0.0042 (15) | 0.0148 (15) | −0.0065 (14) |
| C3 | 0.071 (5) | 0.069 (5) | 0.151 (8) | −0.024 (4) | 0.034 (5) | −0.070 (6) |
| C4 | 0.074 (5) | 0.042 (4) | 0.204 (11) | −0.014 (4) | 0.060 (6) | −0.039 (6) |
| O3 | 0.101 (4) | 0.097 (4) | 0.076 (3) | −0.003 (3) | −0.001 (3) | −0.038 (3) |
| C5 | 0.068 (4) | 0.047 (4) | 0.172 (9) | 0.003 (3) | 0.059 (5) | 0.019 (5) |
| C6 | 0.051 (3) | 0.041 (3) | 0.106 (5) | −0.001 (2) | 0.047 (4) | 0.008 (3) |
| O6 | 0.064 (2) | 0.128 (4) | 0.041 (2) | −0.041 (3) | 0.0304 (19) | −0.030 (2) |
| C7 | 0.028 (2) | 0.040 (3) | 0.043 (3) | −0.0014 (19) | 0.020 (2) | −0.007 (2) |
| O7 | 0.0451 (18) | 0.0417 (19) | 0.0389 (17) | 0.0097 (15) | 0.0105 (15) | −0.0041 (14) |
| C8 | 0.033 (2) | 0.036 (3) | 0.037 (2) | −0.0035 (18) | 0.0127 (19) | −0.0045 (19) |
| O8 | 0.0476 (18) | 0.0439 (19) | 0.0367 (17) | 0.0040 (15) | 0.0207 (15) | 0.0061 (14) |
| C9 | 0.034 (2) | 0.065 (4) | 0.046 (3) | −0.006 (2) | 0.017 (2) | −0.017 (2) |
| O5 | 0.0432 (17) | 0.0426 (19) | 0.0347 (16) | −0.0098 (14) | 0.0201 (14) | −0.0088 (14) |
| C10 | 0.065 (4) | 0.078 (5) | 0.072 (4) | −0.023 (3) | 0.027 (3) | −0.044 (4) |
| O9 | 0.065 (2) | 0.051 (2) | 0.055 (2) | 0.0181 (18) | 0.0319 (19) | 0.0082 (17) |
| C11 | 0.082 (5) | 0.043 (4) | 0.101 (6) | −0.021 (3) | 0.023 (4) | −0.017 (4) |
| C12 | 0.091 (5) | 0.048 (4) | 0.080 (4) | −0.026 (3) | 0.029 (4) | 0.008 (3) |
| C13 | 0.059 (3) | 0.044 (3) | 0.052 (3) | −0.011 (2) | 0.018 (3) | 0.004 (2) |
| C14 | 0.034 (2) | 0.036 (3) | 0.031 (2) | −0.0019 (18) | 0.0141 (18) | −0.0006 (18) |
| C15 | 0.031 (2) | 0.042 (3) | 0.035 (2) | −0.0033 (19) | 0.0092 (18) | 0.001 (2) |
| C16 | 0.035 (2) | 0.044 (3) | 0.043 (3) | 0.000 (2) | 0.014 (2) | 0.002 (2) |
| C17 | 0.051 (3) | 0.045 (3) | 0.054 (3) | 0.006 (2) | 0.014 (3) | 0.010 (2) |
| C18 | 0.068 (4) | 0.065 (4) | 0.045 (3) | 0.007 (3) | 0.011 (3) | 0.022 (3) |
| C19 | 0.074 (4) | 0.087 (5) | 0.037 (3) | 0.011 (3) | 0.021 (3) | 0.012 (3) |
| C20 | 0.052 (3) | 0.061 (4) | 0.040 (3) | 0.007 (3) | 0.017 (2) | 0.003 (2) |
| C21 | 0.027 (2) | 0.033 (2) | 0.036 (2) | −0.0046 (18) | 0.0083 (18) | −0.0016 (19) |
| C22 | 0.028 (2) | 0.032 (2) | 0.040 (2) | −0.0027 (17) | 0.0150 (18) | 0.0056 (19) |
| C23 | 0.039 (2) | 0.057 (3) | 0.034 (2) | −0.007 (2) | 0.014 (2) | −0.002 (2) |
| C24 | 0.042 (3) | 0.066 (4) | 0.036 (3) | −0.008 (2) | 0.007 (2) | 0.005 (2) |
| C25 | 0.030 (2) | 0.080 (4) | 0.046 (3) | 0.001 (3) | 0.006 (2) | 0.013 (3) |
| C26 | 0.031 (2) | 0.066 (4) | 0.048 (3) | 0.002 (2) | 0.017 (2) | 0.009 (3) |
| C27 | 0.033 (2) | 0.030 (2) | 0.036 (2) | −0.0010 (17) | 0.0165 (18) | 0.0031 (18) |
| C28 | 0.043 (3) | 0.056 (3) | 0.030 (2) | −0.001 (2) | 0.017 (2) | −0.007 (2) |
| C29 | 0.060 (3) | 0.054 (3) | 0.038 (3) | −0.002 (2) | 0.028 (2) | −0.008 (2) |
| C30 | 0.058 (3) | 0.051 (3) | 0.055 (3) | 0.000 (2) | 0.038 (3) | −0.009 (2) |
| C31 | 0.039 (2) | 0.043 (3) | 0.054 (3) | 0.002 (2) | 0.028 (2) | −0.001 (2) |
| Bi1—O7 | 2.377 (3) | C10—C11 | 1.370 (10) |
| Bi1—N2 | 2.387 (3) | C10—H10A | 0.9300 |
| Bi1—O5 | 2.392 (3) | O9—C16 | 1.358 (6) |
| Bi1—N1 | 2.511 (3) | O9—H10B | 0.8200 |
| Bi1—O2 | 2.520 (3) | C11—C12 | 1.377 (10) |
| Bi1—O1 | 2.568 (3) | C11—H11A | 0.9300 |
| Bi1—O4 | 2.705 (3) | C12—C13 | 1.371 (8) |
| Bi1—O8i | 2.801 (3) | C12—H12A | 0.9300 |
| C1—C2 | 1.399 (8) | C13—H13A | 0.9300 |
| C1—C6 | 1.409 (8) | C15—C20 | 1.397 (7) |
| C1—C7 | 1.482 (6) | C15—C16 | 1.400 (7) |
| N1—C23 | 1.345 (6) | C15—C21 | 1.493 (6) |
| N1—C22 | 1.346 (5) | C16—C17 | 1.386 (7) |
| O1—C7 | 1.278 (5) | C17—C18 | 1.370 (8) |
| C2—O3 | 1.325 (8) | C17—H17A | 0.9300 |
| C2—C3 | 1.385 (9) | C18—C19 | 1.389 (9) |
| O4—C14 | 1.269 (5) | C18—H18A | 0.9300 |
| N2—C27 | 1.347 (5) | C19—C20 | 1.383 (7) |
| N2—C28 | 1.347 (5) | C19—H19A | 0.9300 |
| O2—C7 | 1.253 (5) | C20—H20A | 0.9300 |
| C3—C4 | 1.346 (13) | C22—C26 | 1.389 (6) |
| C3—H3A | 0.9300 | C22—C27 | 1.494 (6) |
| C4—C5 | 1.398 (13) | C23—C24 | 1.383 (7) |
| C4—H4A | 0.9300 | C23—H23A | 0.9300 |
| O3—H3B | 0.8200 | C24—C25 | 1.375 (8) |
| C5—C6 | 1.395 (9) | C24—H24A | 0.9300 |
| C5—H5A | 0.9300 | C25—C26 | 1.377 (7) |
| C6—H6A | 0.9300 | C25—H25A | 0.9300 |
| O6—C9 | 1.342 (6) | C26—H26A | 0.9300 |
| O6—H6B | 0.8200 | C27—C31 | 1.399 (6) |
| O7—C21 | 1.283 (5) | C28—C29 | 1.381 (6) |
| C8—C9 | 1.401 (6) | C28—H28A | 0.9300 |
| C8—C13 | 1.405 (7) | C29—C30 | 1.375 (7) |
| C8—C14 | 1.473 (6) | C29—H29A | 0.9300 |
| O8—C21 | 1.262 (5) | C30—C31 | 1.384 (7) |
| O8—Bi1i | 2.801 (3) | C30—H30A | 0.9300 |
| C9—C10 | 1.388 (8) | C31—H31A | 0.9300 |
| O5—C14 | 1.277 (5) | ||
| O7—Bi1—N2 | 81.88 (11) | C14—O5—Bi1 | 101.3 (3) |
| O7—Bi1—O5 | 76.88 (11) | C11—C10—C9 | 119.8 (6) |
| N2—Bi1—O5 | 78.22 (11) | C11—C10—H10A | 120.1 |
| O7—Bi1—N1 | 140.29 (12) | C9—C10—H10A | 120.1 |
| N2—Bi1—N1 | 67.01 (11) | C16—O9—H10B | 109.5 |
| O5—Bi1—N1 | 73.19 (11) | C10—C11—C12 | 121.6 (6) |
| O7—Bi1—O2 | 127.14 (11) | C10—C11—H11A | 119.2 |
| N2—Bi1—O2 | 77.66 (11) | C12—C11—H11A | 119.2 |
| O5—Bi1—O2 | 142.33 (11) | C13—C12—C11 | 119.1 (6) |
| N1—Bi1—O2 | 70.90 (11) | C13—C12—H12A | 120.5 |
| O7—Bi1—O1 | 76.31 (10) | C11—C12—H12A | 120.5 |
| N2—Bi1—O1 | 72.50 (11) | C12—C13—C8 | 121.2 (5) |
| O5—Bi1—O1 | 142.54 (10) | C12—C13—H13A | 119.4 |
| N1—Bi1—O1 | 114.34 (11) | C8—C13—H13A | 119.4 |
| O2—Bi1—O1 | 51.16 (10) | O4—C14—O5 | 120.6 (4) |
| O7—Bi1—O4 | 105.02 (10) | O4—C14—C8 | 119.8 (4) |
| N2—Bi1—O4 | 123.59 (10) | O5—C14—C8 | 119.6 (4) |
| O5—Bi1—O4 | 51.00 (9) | C20—C15—C16 | 118.3 (4) |
| N1—Bi1—O4 | 75.21 (11) | C20—C15—C21 | 119.6 (4) |
| O2—Bi1—O4 | 126.92 (10) | C16—C15—C21 | 122.0 (4) |
| O1—Bi1—O4 | 163.90 (10) | O9—C16—C17 | 116.7 (5) |
| O7—Bi1—O8i | 137.59 (10) | O9—C16—C15 | 123.7 (4) |
| N2—Bi1—O8i | 138.97 (11) | C17—C16—C15 | 119.6 (5) |
| O5—Bi1—O8i | 115.41 (10) | C18—C17—C16 | 121.0 (5) |
| N1—Bi1—O8i | 79.84 (10) | C18—C17—H17A | 119.5 |
| O2—Bi1—O8i | 68.84 (10) | C16—C17—H17A | 119.5 |
| O1—Bi1—O8i | 102.03 (10) | C17—C18—C19 | 120.7 (5) |
| O4—Bi1—O8i | 65.86 (9) | C17—C18—H18A | 119.7 |
| C2—C1—C6 | 119.3 (5) | C19—C18—H18A | 119.7 |
| C2—C1—C7 | 121.4 (5) | C20—C19—C18 | 118.6 (5) |
| C6—C1—C7 | 119.2 (5) | C20—C19—H19A | 120.7 |
| C23—N1—C22 | 118.6 (4) | C18—C19—H19A | 120.7 |
| C23—N1—Bi1 | 123.8 (3) | C19—C20—C15 | 121.8 (5) |
| C22—N1—Bi1 | 117.5 (3) | C19—C20—H20A | 119.1 |
| C7—O1—Bi1 | 92.5 (3) | C15—C20—H20A | 119.1 |
| O3—C2—C3 | 117.2 (7) | O8—C21—O7 | 122.6 (4) |
| O3—C2—C1 | 123.1 (6) | O8—C21—C15 | 118.9 (4) |
| C3—C2—C1 | 119.6 (7) | O7—C21—C15 | 118.5 (4) |
| C14—O4—Bi1 | 86.9 (2) | N1—C22—C26 | 121.7 (4) |
| C27—N2—C28 | 119.3 (4) | N1—C22—C27 | 116.3 (4) |
| C27—N2—Bi1 | 121.1 (3) | C26—C22—C27 | 122.0 (4) |
| C28—N2—Bi1 | 118.8 (3) | N1—C23—C24 | 122.3 (5) |
| C7—O2—Bi1 | 95.5 (3) | N1—C23—H23A | 118.9 |
| C4—C3—C2 | 121.9 (8) | C24—C23—H23A | 118.9 |
| C4—C3—H3A | 119.0 | C25—C24—C23 | 118.8 (5) |
| C2—C3—H3A | 119.0 | C25—C24—H24A | 120.6 |
| C3—C4—C5 | 119.5 (7) | C23—C24—H24A | 120.6 |
| C3—C4—H4A | 120.3 | C24—C25—C26 | 119.5 (5) |
| C5—C4—H4A | 120.3 | C24—C25—H25A | 120.2 |
| C2—O3—H3B | 109.5 | C26—C25—H25A | 120.2 |
| C6—C5—C4 | 120.6 (8) | C25—C26—C22 | 119.0 (5) |
| C6—C5—H5A | 119.7 | C25—C26—H26A | 120.5 |
| C4—C5—H5A | 119.7 | C22—C26—H26A | 120.5 |
| C5—C6—C1 | 118.9 (7) | N2—C27—C31 | 121.0 (4) |
| C5—C6—H6A | 120.6 | N2—C27—C22 | 116.9 (4) |
| C1—C6—H6A | 120.6 | C31—C27—C22 | 122.1 (4) |
| C9—O6—H6B | 109.5 | N2—C28—C29 | 122.2 (5) |
| O2—C7—O1 | 120.5 (4) | N2—C28—H28A | 118.9 |
| O2—C7—C1 | 119.9 (4) | C29—C28—H28A | 118.9 |
| O1—C7—C1 | 119.6 (4) | C30—C29—C28 | 118.9 (5) |
| C21—O7—Bi1 | 110.6 (3) | C30—C29—H29A | 120.5 |
| C9—C8—C13 | 118.4 (4) | C28—C29—H29A | 120.5 |
| C9—C8—C14 | 121.2 (4) | C29—C30—C31 | 119.5 (4) |
| C13—C8—C14 | 120.3 (4) | C29—C30—H30A | 120.2 |
| C21—O8—Bi1i | 152.4 (3) | C31—C30—H30A | 120.2 |
| O6—C9—C10 | 117.8 (5) | C30—C31—C27 | 119.0 (4) |
| O6—C9—C8 | 122.3 (5) | C30—C31—H31A | 120.5 |
| C10—C9—C8 | 119.9 (5) | C27—C31—H31A | 120.5 |
| Symmetry codes: (i) −x+1, −y, −z. |
| Bi1—O7 | 2.377 (3) | C2—O3 | 1.325 (8) |
| Bi1—N2 | 2.387 (3) | O4—C14 | 1.269 (5) |
| Bi1—O5 | 2.392 (3) | O2—C7 | 1.253 (5) |
| Bi1—N1 | 2.511 (3) | O6—C9 | 1.342 (6) |
| Bi1—O2 | 2.520 (3) | O7—C21 | 1.283 (5) |
| Bi1—O1 | 2.568 (3) | C8—C14 | 1.473 (6) |
| Bi1—O4 | 2.705 (3) | O8—C21 | 1.262 (5) |
| Bi1—O8i | 2.801 (3) | O5—C14 | 1.277 (5) |
| O1—C7 | 1.278 (5) | ||
| O7—Bi1—N2 | 81.88 (11) | O7—Bi1—O1 | 76.31 (10) |
| O7—Bi1—O5 | 76.88 (11) | N2—Bi1—O1 | 72.50 (11) |
| N2—Bi1—O5 | 78.22 (11) | O2—Bi1—O1 | 51.16 (10) |
| N2—Bi1—N1 | 67.01 (11) | O5—Bi1—O4 | 51.00 (9) |
| O5—Bi1—N1 | 73.19 (11) | N1—Bi1—O4 | 75.21 (11) |
| N2—Bi1—O2 | 77.66 (11) | N1—Bi1—O8i | 79.84 (10) |
| N1—Bi1—O2 | 70.90 (11) | O4—Bi1—O8i | 65.86 (9) |
| Symmetry codes: (i) −x+1, −y, −z. |
The authors acknowledge financial support from the Natural Science Foundation of Fujian Province (grant No. 20473092).
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Bismuth compounds have long been associated with medicine and healthcare for the treatment of various diseases (Thompson & Orvig, 2003; Suerbaum & Michetti, 2003; Briand & Burford, 1999). Bismuth subsalicylate is used to treat some digestive tract disorders such as gastric ulcers and is effective against Helicobacter pylori infection (Guo & Sadler, 1999; Sadler et al., 1999). In the present study, we have synthesized and characterized an isomer of the previously reported compound bis[[(µ2-salicylato-O,O')(2,2'- bipyridine)bis(salicylate)bismuth(III)]toluene] (Thurston et al., 2002).
The asymmetric unit of the title compound is composed of one Bi atom, one 2,2'-bipyridine ligand and three salicylate ligands (Fig. 1). The Bi atoms have
two terminal salicylate ligands that chelate the metal through their carboxylate functionality. A third salicylate ion bridges two Bi atoms to form a dimer (Fig.2). The Bi—O(carboxylate) bond lengths range from 2.377 (3) to 2.801 (3) Å. The two N atoms of the 2,2'-bipyridine ligand coordinate to the Bi atom with bond lengths of 2.387 (3) and 2.511 (3) Å.
Each of the salicylate ligands shows an intramolecular H bond.