(2-Methyl­benzimidazolyl-κN)(tri­phenyl­phosphine-κP)­gold(I) hemihydrate

The Au^I 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.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](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

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Computing details

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

Crystal data

[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) Å^3	Block, colorless
Z = 8	0.40 × 0.30 × 0.20 mm

Data collection

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

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.038	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.092	H atoms treated by a mixture of independent and constrained refinement
S = 0.99	w = 1/[σ^2(Fo^2) + (0.0473P)^2] where P = (Fo^2 + 2Fc^2)/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

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 (Ų)

	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 (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
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)

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)

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)