The AuI atom in the title compound, [Au(C8H7N2)(C18H15P)]·0.5H2O, shows a linear coordination. The tertiary N atom of the anionic group interacts with the uncoordinated water molecule, which lies on a twofold axis.
Supporting information
CCDC reference: 242024
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.012 Å
- R factor = 0.038
- wR factor = 0.092
- Data-to-parameter ratio = 16.4
checkCIF/PLATON results
No syntax errors found
Alert level C
ABSTM02_ALERT_3_C The ratio of expected to reported Tmax/Tmin(RR) is > 1.10
Tmin and Tmax reported: 0.137 0.270
Tmin and Tmax expected: 0.109 0.270
RR = 1.263
Please check that your absorption correction is appropriate.
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 ............ 0.50 Ratio
PLAT060_ALERT_3_C Ratio Tmax/Tmin (Exp-to-Rep) (too) Large ....... 1.26
PLAT165_ALERT_3_C Nr. of Status R Flagged Non-Hydrogen Atoms ..... 18
PLAT342_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 12
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
7 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
3 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
0 ALERT type 2 Indicator that the structure model may be wrong or deficient
4 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Bruker, 1999); cell refinement: SAINT (Bruker, 1999); data reduction: SAINT; 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.
(2-Methylbenzimidaxolyl-
κN)(triphenylphosphine-
κP)gold(I)
hemihydrate
top
Crystal data top
[Au(C8H7N2)(C18H15P)]·0.5H2O | F(000) = 2328 |
Mr = 599.40 | Dx = 1.746 Mg m−3 |
Orthorhombic, Pbcn | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2n 2ab | Cell parameters from 4375 reflections |
a = 26.2518 (9) Å | θ = 2.6–25.1° |
b = 9.3899 (4) Å | µ = 6.54 mm−1 |
c = 18.4960 (6) Å | T = 293 K |
V = 4559.3 (3) Å3 | Block, colorless |
Z = 8 | 0.40 × 0.30 × 0.20 mm |
Data collection top
Bruker SMART area-detector diffractometer | 4010 independent reflections |
Radiation source: fine-focus sealed tube | 2733 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.040 |
φ and ω scans | θmax = 25.1°, θmin = 2.6° |
Absorption correction: multi-scan (SADABS; Bruker, 1999) | h = −21→31 |
Tmin = 0.137, Tmax = 0.270 | k = −7→11 |
10540 measured reflections | l = −21→21 |
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)] = 0.038 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.092 | H atoms treated by a mixture of independent and constrained refinement |
S = 0.99 | w = 1/[σ2(Fo2) + (0.0473P)2] where P = (Fo2 + 2Fc2)/3 |
4010 reflections | (Δ/σ)max = 0.001 |
245 parameters | Δρmax = 0.95 e Å−3 |
0 restraints | Δρmin = −1.65 e Å−3 |
Special details top
Experimental. A dimensionless value of 0.5 was used for the µ*r entry in the absorption
correction (SADABS) step. The value when assumed to be the product of
µ and the diameter of the equivalent sphere of the crystal was too large; the
use of any value larger unity led to a 2 e Å-3 peak in the final
difference Fourier map. With a value of 1/2, the final difference Fourier map
had a somewhat smaller peak at about 1 Å from the Au atom. |
Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top | x | y | z | Uiso*/Ueq | |
Au1 | 0.36780 (1) | 0.55842 (3) | 0.56254 (1) | 0.0376 (1) | |
P1 | 0.36070 (7) | 0.4119 (2) | 0.4677 (1) | 0.0336 (4) | |
O1 | 0.5000 | 1.0408 (9) | 0.7500 | 0.066 (3) | |
N1 | 0.3764 (2) | 0.7035 (5) | 0.6426 (3) | 0.037 (1) | |
N2 | 0.4154 (2) | 0.8513 (6) | 0.7215 (3) | 0.044 (2) | |
C1 | 0.3935 (2) | 0.2433 (4) | 0.4769 (2) | 0.033 (2) | |
C2 | 0.3974 (2) | 0.1838 (5) | 0.5455 (2) | 0.048 (2) | |
C3 | 0.4192 (2) | 0.0500 (5) | 0.5543 (2) | 0.064 (2) | |
C4 | 0.4370 (2) | −0.0244 (4) | 0.4944 (3) | 0.060 (2) | |
C5 | 0.4330 (2) | 0.0351 (5) | 0.4258 (3) | 0.055 (2) | |
C6 | 0.4113 (2) | 0.1690 (5) | 0.41708 (19) | 0.042 (2) | |
C7 | 0.3884 (2) | 0.4993 (4) | 0.3891 (2) | 0.033 (2) | |
C8 | 0.4312 (2) | 0.5821 (5) | 0.4025 (2) | 0.047 (2) | |
C9 | 0.4519 (2) | 0.6650 (5) | 0.3476 (3) | 0.059 (2) | |
C10 | 0.4298 (2) | 0.6650 (5) | 0.2793 (3) | 0.062 (2) | |
C11 | 0.3869 (2) | 0.5822 (5) | 0.2659 (2) | 0.056 (2) | |
C12 | 0.3662 (2) | 0.4993 (5) | 0.3208 (2) | 0.042 (2) | |
C13 | 0.2953 (1) | 0.3665 (4) | 0.4476 (2) | 0.037 (2) | |
C14 | 0.2829 (2) | 0.2649 (4) | 0.3959 (2) | 0.047 (2) | |
C15 | 0.2321 (2) | 0.2344 (4) | 0.3814 (2) | 0.052 (2) | |
C16 | 0.1937 (1) | 0.3056 (5) | 0.4185 (3) | 0.055 (2) | |
C17 | 0.2061 (2) | 0.4072 (5) | 0.4702 (3) | 0.057 (2) | |
C18 | 0.2569 (2) | 0.4377 (4) | 0.4848 (2) | 0.047 (2) | |
C19 | 0.3390 (3) | 0.7929 (6) | 0.6702 (3) | 0.034 (2) | |
C20 | 0.2879 (3) | 0.8065 (8) | 0.6558 (4) | 0.052 (2) | |
C21 | 0.2619 (3) | 0.9149 (9) | 0.6914 (5) | 0.065 (2) | |
C22 | 0.2862 (4) | 1.0060 (9) | 0.7379 (5) | 0.063 (3) | |
C23 | 0.3364 (4) | 0.9918 (8) | 0.7523 (4) | 0.054 (2) | |
C24 | 0.3642 (3) | 0.8846 (7) | 0.7182 (4) | 0.041 (2) | |
C25 | 0.4202 (3) | 0.7440 (7) | 0.6749 (4) | 0.040 (2) | |
C26 | 0.4695 (3) | 0.6753 (8) | 0.6578 (4) | 0.058 (2) | |
H1 | 0.476 (3) | 0.993 (9) | 0.736 (5) | 0.09 (3)* | |
H2 | 0.3855 | 0.2336 | 0.5856 | 0.058* | |
H3 | 0.4218 | 0.0102 | 0.6001 | 0.077* | |
H4 | 0.4515 | −0.1140 | 0.5002 | 0.072* | |
H5 | 0.4450 | −0.0147 | 0.3858 | 0.066* | |
H6 | 0.4087 | 0.2088 | 0.3712 | 0.050* | |
H8 | 0.4460 | 0.5821 | 0.4481 | 0.057* | |
H9 | 0.4806 | 0.7204 | 0.3565 | 0.071* | |
H10 | 0.4437 | 0.7205 | 0.2426 | 0.075* | |
H11 | 0.3721 | 0.5822 | 0.2202 | 0.068* | |
H12 | 0.3375 | 0.4439 | 0.3119 | 0.051* | |
H14 | 0.3085 | 0.2173 | 0.3711 | 0.056* | |
H15 | 0.2237 | 0.1664 | 0.3468 | 0.062* | |
H16 | 0.1597 | 0.2852 | 0.4088 | 0.066* | |
H17 | 0.1805 | 0.4548 | 0.4951 | 0.068* | |
H18 | 0.2652 | 0.5057 | 0.5194 | 0.056* | |
H20 | 0.2714 | 0.7458 | 0.6237 | 0.063* | |
H21 | 0.2271 | 0.9258 | 0.6834 | 0.078* | |
H22 | 0.2678 | 1.0789 | 0.7598 | 0.076* | |
H23 | 0.3523 | 1.0531 | 0.7847 | 0.065* | |
H26a | 0.4732 | 0.6676 | 0.6064 | 0.070* | |
H26b | 0.4705 | 0.5821 | 0.6790 | 0.070* | |
H26c | 0.4968 | 0.7318 | 0.6771 | 0.070* | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Au1 | 0.0408 (2) | 0.0354 (2) | 0.0367 (2) | −0.0001 (1) | 0.0002 (2) | −0.0071 (1) |
P1 | 0.033 (1) | 0.0326 (9) | 0.036 (1) | −0.0003 (8) | −0.0004 (8) | −0.0037 (7) |
O1 | 0.044 (5) | 0.041 (5) | 0.114 (8) | 0.000 | −0.008 (6) | 0.000 |
N1 | 0.036 (4) | 0.036 (3) | 0.039 (3) | −0.001 (3) | −0.001 (3) | −0.008 (3) |
N2 | 0.044 (4) | 0.049 (4) | 0.039 (4) | −0.010 (3) | −0.001 (3) | −0.009 (3) |
C1 | 0.029 (4) | 0.038 (4) | 0.032 (4) | 0.002 (3) | −0.002 (3) | −0.002 (3) |
C2 | 0.054 (5) | 0.047 (4) | 0.044 (5) | 0.002 (4) | 0.005 (4) | −0.001 (3) |
C3 | 0.061 (6) | 0.062 (5) | 0.069 (6) | 0.008 (5) | −0.008 (5) | 0.020 (5) |
C4 | 0.048 (6) | 0.035 (4) | 0.097 (7) | 0.006 (4) | −0.004 (5) | 0.013 (5) |
C5 | 0.049 (5) | 0.042 (4) | 0.073 (6) | 0.013 (4) | 0.004 (4) | −0.007 (4) |
C6 | 0.036 (4) | 0.045 (4) | 0.045 (5) | 0.003 (3) | −0.002 (3) | 0.002 (3) |
C7 | 0.031 (4) | 0.023 (3) | 0.046 (5) | 0.005 (3) | 0.012 (4) | 0.001 (3) |
C8 | 0.041 (5) | 0.043 (4) | 0.057 (5) | 0.002 (4) | 0.004 (4) | −0.009 (4) |
C9 | 0.050 (5) | 0.046 (5) | 0.081 (6) | −0.010 (4) | 0.022 (5) | −0.008 (4) |
C10 | 0.065 (6) | 0.043 (5) | 0.079 (7) | 0.004 (5) | 0.036 (5) | 0.008 (4) |
C11 | 0.067 (6) | 0.059 (5) | 0.043 (5) | 0.011 (4) | 0.013 (4) | 0.008 (4) |
C12 | 0.049 (5) | 0.035 (3) | 0.043 (5) | −0.004 (4) | 0.009 (4) | 0.000 (3) |
C13 | 0.035 (4) | 0.032 (4) | 0.043 (5) | −0.005 (3) | 0.003 (4) | 0.003 (3) |
C14 | 0.046 (5) | 0.032 (4) | 0.062 (5) | −0.007 (3) | −0.001 (4) | 0.002 (3) |
C15 | 0.050 (5) | 0.035 (4) | 0.070 (6) | −0.012 (4) | −0.014 (5) | 0.002 (4) |
C16 | 0.030 (4) | 0.055 (5) | 0.079 (6) | −0.007 (4) | −0.014 (4) | 0.021 (4) |
C17 | 0.035 (5) | 0.057 (5) | 0.078 (6) | 0.003 (4) | 0.009 (5) | 0.001 (4) |
C18 | 0.047 (5) | 0.051 (4) | 0.043 (5) | −0.001 (4) | 0.003 (4) | 0.003 (4) |
C19 | 0.038 (4) | 0.031 (4) | 0.034 (4) | −0.002 (3) | 0.005 (3) | 0.003 (3) |
C20 | 0.040 (5) | 0.063 (5) | 0.054 (5) | 0.001 (4) | −0.009 (4) | −0.002 (4) |
C21 | 0.047 (5) | 0.077 (6) | 0.071 (6) | 0.022 (5) | 0.007 (5) | −0.001 (5) |
C22 | 0.076 (7) | 0.056 (5) | 0.057 (6) | 0.018 (5) | 0.015 (5) | −0.013 (4) |
C23 | 0.069 (7) | 0.048 (4) | 0.046 (5) | 0.003 (4) | 0.002 (5) | −0.012 (4) |
C24 | 0.055 (5) | 0.034 (3) | 0.035 (4) | −0.006 (4) | 0.004 (4) | −0.002 (3) |
C25 | 0.042 (5) | 0.042 (4) | 0.036 (4) | −0.001 (3) | −0.006 (4) | −0.003 (3) |
C26 | 0.042 (5) | 0.076 (5) | 0.057 (5) | 0.013 (4) | −0.005 (4) | −0.016 (4) |
Geometric parameters (Å, º) top
Au1—N1 | 2.025 (5) | C20—C21 | 1.39 (1) |
Au1—P1 | 2.238 (2) | C21—C22 | 1.37 (1) |
P1—C1 | 1.809 (4) | C22—C23 | 1.35 (1) |
P1—C7 | 1.820 (4) | C23—C24 | 1.39 (1) |
P1—C13 | 1.808 (4) | C25—C26 | 1.479 (9) |
N1—C25 | 1.351 (8) | O1—H1 | 0.83 (8) |
N1—C19 | 1.388 (8) | C2—H2 | 0.93 |
N2—C25 | 1.332 (8) | C3—H3 | 0.93 |
N2—C24 | 1.382 (9) | C4—H4 | 0.93 |
C1—C2 | 1.39 | C5—H5 | 0.93 |
C1—C6 | 1.39 | C6—H6 | 0.93 |
C2—C3 | 1.39 | C8—H8 | 0.93 |
C3—C4 | 1.39 | C9—H9 | 0.93 |
C4—C5 | 1.39 | C10—H10 | 0.93 |
C5—C6 | 1.39 | C11—H11 | 0.93 |
C7—C8 | 1.39 | C12—H12 | 0.93 |
C7—C12 | 1.39 | C14—H14 | 0.93 |
C8—C9 | 1.39 | C15—H15 | 0.93 |
C9—C10 | 1.39 | C16—H16 | 0.93 |
C10—C11 | 1.39 | C17—H17 | 0.93 |
C11—C12 | 1.39 | C18—H18 | 0.93 |
C13—C14 | 1.39 | C20—H20 | 0.93 |
C13—C18 | 1.39 | C21—H21 | 0.93 |
C14—C15 | 1.39 | C22—H22 | 0.93 |
C15—C16 | 1.39 | C23—H23 | 0.93 |
C16—C17 | 1.39 | C26—H26a | 0.96 |
C17—C18 | 1.39 | C26—H26b | 0.96 |
C19—C20 | 1.374 (9) | C26—H26c | 0.96 |
C19—C24 | 1.402 (9) | | |
| | | |
N1—Au1—P1 | 175.3 (2) | N2—C25—C26 | 123.4 (7) |
C1—P1—C7 | 106.3 (2) | N1—C25—C26 | 121.9 (6) |
C1—P1—C13 | 105.4 (2) | C3—C2—H2 | 120 |
C7—P1—C13 | 108.8 (2) | C1—C2—H2 | 120 |
C1—P1—Au1 | 115.1 (2) | C2—C3—H3 | 120 |
C7—P1—Au1 | 108.4 (2) | C4—C3—H3 | 120 |
C13—P1—Au1 | 112.6 (2) | C5—C4—H4 | 120 |
C25—N1—C19 | 105.6 (5) | C3—C4—H4 | 120 |
C25—N1—Au1 | 127.4 (5) | C4—C5—H5 | 120 |
C19—N1—Au1 | 126.6 (4) | C6—C5—H5 | 120 |
C25—N2—C24 | 103.6 (6) | C5—C6—H6 | 120 |
C2—C1—C6 | 120 | C1—C6—H6 | 120 |
C2—C1—P1 | 118.3 (3) | C9—C8—H8 | 120 |
C6—C1—P1 | 121.6 (3) | C7—C8—H8 | 120 |
C3—C2—C1 | 120 | C8—C9—H9 | 120 |
C2—C3—C4 | 120 | C10—C9—H9 | 120 |
C5—C4—C3 | 120 | C11—C10—H10 | 120 |
C4—C5—C6 | 120 | C9—C10—H10 | 120 |
C5—C6—C1 | 120 | C10—C11—H11 | 120 |
C8—C7—C12 | 120 | C12—C11—H11 | 120 |
C8—C7—P1 | 115.7 (3) | C11—C12—H12 | 120 |
C12—C7—P1 | 124.0 (3) | C7—C12—H12 | 120 |
C9—C8—C7 | 120 | C13—C14—H14 | 120 |
C8—C9—C10 | 120 | C15—C14—H14 | 120 |
C11—C10—C9 | 120 | C14—C15—H15 | 120 |
C10—C11—C12 | 120 | C16—C15—H15 | 120 |
C11—C12—C7 | 120 | C17—C16—H16 | 120 |
C14—C13—C18 | 120 | C15—C16—H16 | 120 |
C14—C13—P1 | 121.7 (3) | C18—C17—H17 | 120 |
C18—C13—P1 | 118.3 (3) | C16—C17—H17 | 120 |
C13—C14—C15 | 120 | C17—C18—H18 | 120 |
C14—C15—C16 | 120 | C13—C18—H18 | 120 |
C17—C16—C15 | 120 | C19—C20—H20 | 121.4 |
C18—C17—C16 | 120 | C21—C20—H20 | 121.4 |
C17—C18—C13 | 120 | C22—C21—H21 | 119.2 |
C20—C19—N1 | 132.5 (6) | C20—C21—H21 | 119.2 |
C20—C19—C24 | 121.7 (7) | C23—C22—H22 | 119.4 |
N1—C19—C24 | 105.7 (6) | C21—C22—H22 | 119.4 |
C19—C20—C21 | 117.2 (7) | C22—C23—H23 | 120.3 |
C22—C21—C20 | 121.6 (8) | C24—C23—H23 | 120.3 |
C23—C22—C21 | 121.1 (8) | C25—C26—H26a | 109.5 |
C22—C23—C24 | 119.5 (8) | C25—C26—H26b | 109.5 |
C23—C24—N2 | 130.7 (7) | H26a—C26—H26b | 109.5 |
C23—C24—C19 | 118.9 (7) | C25—C26—H26c | 109.5 |
N2—C24—C19 | 110.3 (6) | H26a—C26—H26c | 109.5 |
N2—C25—N1 | 114.7 (6) | H26b—C26—H26c | 109.5 |
| | | |
C13—P1—C1—C2 | −92.5 (3) | P1—C13—C18—C17 | 179.1 (3) |
C7—P1—C1—C2 | 152.1 (3) | C25—N1—C19—C20 | 177.1 (7) |
Au1—P1—C1—C2 | 32.2 (3) | Au1—N1—C19—C20 | 3 (1) |
C13—P1—C1—C6 | 82.9 (3) | C25—N1—C19—C24 | 0.5 (7) |
C7—P1—C1—C6 | −32.4 (3) | Au1—N1—C19—C24 | −173.3 (4) |
Au1—P1—C1—C6 | −152.4 (2) | N1—C19—C20—C21 | −176.5 (7) |
P1—C1—C2—C3 | 175.5 (3) | C24—C19—C20—C21 | 0 (1) |
P1—C1—C6—C5 | −175.4 (4) | C19—C20—C21—C22 | 1 (1) |
C13—P1—C7—C8 | 159.2 (2) | C20—C21—C22—C23 | −2 (1) |
C1—P1—C7—C8 | −87.7 (3) | C21—C22—C23—C24 | 1 (1) |
Au1—P1—C7—C8 | 36.5 (3) | C22—C23—C24—N2 | 177.4 (8) |
C13—P1—C7—C12 | −13.7 (3) | C22—C23—C24—C19 | −1 (1) |
C1—P1—C7—C12 | 99.3 (3) | C25—N2—C24—C23 | −176.8 (8) |
Au1—P1—C7—C12 | −136.5 (2) | C25—N2—C24—C19 | 1.4 (7) |
P1—C7—C8—C9 | −173.2 (3) | C20—C19—C24—C23 | 0 (1) |
C8—C7—C12—C11 | 0.0 | N1—C19—C24—C23 | 177.2 (6) |
P1—C7—C12—C11 | 172.7 (3) | C20—C19—C24—N2 | −178.2 (6) |
C1—P1—C13—C14 | −46.7 (3) | N1—C19—C24—N2 | −1.2 (7) |
C7—P1—C13—C14 | 67.0 (3) | C24—N2—C25—N1 | −1.1 (8) |
Au1—P1—C13—C14 | −172.9 (2) | C24—N2—C25—C26 | 177.7 (7) |
C1—P1—C13—C18 | 134.2 (3) | C19—N1—C25—N2 | 0.4 (8) |
C7—P1—C13—C18 | −112.2 (3) | Au1—N1—C25—N2 | 174.1 (4) |
Au1—P1—C13—C18 | 8.0 (3) | C19—N1—C25—C26 | −178.4 (6) |
P1—C13—C14—C15 | −179.1 (3) | Au1—N1—C25—C26 | −5 (1) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
O1—H1···N2 | 0.82 (8) | 2.09 (8) | 2.894 (8) | 168 (9) |