New hydrogen-bonded dimeric and polymeric gold(I) complexes of the heterodifunctional ligand Ph2PNHP(O)Ph2

Article abstract of DOI:10.1016/S0277-5387(98)00405-7

The preparation of several new gold(I) complexes by chloride metathesis of [AuCl(HL)] [HL=Ph₂PNHP(O)Ph₂] with either HL or K[Ph₂P(E)NP(E)Ph₂] (E=S or Se) is described. All compounds were characterised by a combination of ³¹P{¹H}, ¹H and IR spectroscopy, microanalysis and X-ray crystallography. X-ray structural studies reveal that [Au(HL)₂]Cl [monoclinic, space group P2₁/c, a=9.0726(3) A, b=21.0847(6) A, c=12.0131(3) A, β=105.1090(10)°, V=2219 A³, Z=2, final R=3.97] forms a one dimensional polymeric structure in which alternating [Au(HL)₂]⁺ and Cl^- ions are linked through intermolecular N-HCl hydrogen-bonding. In contrast the three-co-ordinate compound [Au{Ph₂P(Se)NP(Se)Ph₂-Se,Se′}(HL)] [monoclinic, space group P2₁/a, a=21.6752(5) A, b=9.1200(10) A, c=24.0742(7) A, β=106.080(2)°, V=4573 A³, Z=4, final R=8.94] forms hydrogen-bonded dimer pairs analogous to that previously observed in non-complexed HL. The X-ray crystal structure of the gold(I) precursor [AuCl(HL)] has also been determined: monoclinic, space group P2₁/c, a=10.217(8) A, b=23.256(5) A, c=20.086(5) A, β=101.15(4)°, V=4683 A³, Z=8, final R=5.2. The X-ray crystal structure reveals intermolecular N-HO=P hydrogen-bonding between adjacent [AuCl(HL)] molecules forming infinite chains.

Full text of DOI:10.1016/S0277-5387(98)00405-7

Polyhedron 18 (1999) 1135–1140
New hydrogen-bonded dimeric and polymeric gold(I) complexes of the
heterodifunctional ligand Ph2PNHP(O)Ph2
*
Alexandra M.Z. Slawin, Martin B. Smith, J. Derek Woollins
Department of Chemistry, Loughborough University, Loughborough, Leics., LE11 3TU, UK
Received 1 October 1998; accepted 3 November 1998
Abstract
The preparation of several new gold(I) complexes by chloride metathesis of [AuCl(HL)] [HL5Ph2PNHP(O)Ph2] with either HL or
K[Ph2P(E)NP(E)Ph2] (E5S or Se) is described. All compounds were characterised by a combination of 31Ph1Hj, 1H and IR spectroscopy,
microanalysis and X-ray crystallography. X-ray structural studies reveal that [Au(HL)2]Cl [monoclinic, space group P21 /c, a59.0726(3)
3
˚
˚
˚
˚
A, b521.0847(6) A, c512.0131(3) A, b5105.1090(10)8, V52219 A , Z52, final R53.97] forms a one dimensional polymeric structure
in which alternating [Au(HL)2]1 and Cl2 ions are linked through intermolecular N–H???Cl hydrogen-bonding. In contrast the
˚
˚
three-co-ordinate compound [AuhPh2P(Se)NP(Se)Ph2-Se,Se9j(HL)] [monoclinic, space group P21 /a, a521.6752(5) A, b59.1200(10) A,
c524.0742(7) A, b5106.080(2)8, V54573 A , Z54, final R58.94] forms hydrogen-bonded dimer pairs analogous to that previously
3
˚
˚
observed in non-complexed HL. The X-ray crystal structure of the gold(I) precursor [AuCl(HL)] has also been determined: monoclinic,
3
˚
˚
˚
˚
space group P21 /c, a510.217(8) A, b523.256(5) A, c520.086(5) A, b5101.15(4)8, V54683 A , Z58, final R55.2. The X-ray crystal
structure reveals intermolecular N–H???O=P hydrogen-bonding between adjacent [AuCl(HL)] molecules forming infinite chains.
1999 Elsevier Science Ltd. All rights reserved.
Keywords: Gold(I) complexes; Chloride metathesis; X-ray crystallography; Heterodifunctional ligands
1. Introduction
molecules are N–H???OP hydrogen-bonded forming a
dimer pair [3] (type I), akin to that previously seen in the
bischalcogenides Ph2P(E)NHP(E)Ph2 (E5S or Se) [9–12].
The amine proton of a coordinated HL can also forge
strong intramolecular N–H???X (X5Cl, Br) hydrogen-
bonds with other auxiliary ligands (type II) as exemplified
by the square-planar complexes cis-[PtBr2(HL)2], trans-
[Pt(CH3)Cl(HL)2] and [RhCl(cod)(HL)] (cod5cyclo-octa-
1,5-diene) [3,4]. In contrast, the cations [Pd(h3-
C3H5)(HL)][BF4] and [Pt(HL)2][BF4]2 (HL5neutral
P,O-chelate) display intermolecular bifurcated H-bonding
interactions (type III) of the NH group of HL with a
tetrafluoroborate anion (type III) [3,6]. Quaternisation of
the phosphorus(III) centre of HL with CH3I gave the
phosphonium salt [hPh2P(CH3)NP(O)Ph2j2H]I containing
a linear O???H???O hydrogen-bond [5]. Hydrogen-bonding
arrangements such as type IV and V have not, to the best
of our knowledge, been previously described with the
neutral HL ligand although in a recently reported cobalt
complex the deprotonated anion [Ph2PNP(O)Ph2]2 dis-
plays an O–H???OP intermolecular hydrogen-bond with a
CH3OH solvate [13]. Here we demonstrate the effect of a
linear and trigonal planar metal centre on hydrogen-bond-
Gold(I) coordination complexes with stabilising tertiary
phosphines have been extensively studied [1,2] partly due
to their biological importance especially in the treatment of
rheumatoid arthritis. Our interests pertain to the develop-
ment of new heterodifunctional ligands that incorporate
both a ‘‘soft’’ [e.g. P(III)] and ‘‘hard’’ (e.g. O, N) donor
centre. These hybrids are particularly attractive since the
‘‘soft’’ donor centre is an excellent platform for ligating
low-valent late transition metals, yet complexation studies
of these ligands toward gold(I) has been poorly exploited.
We recently described the synthesis, complexation and
reactivity
studies
of
the
monochalcogenide
Ph2PNHP(O)Ph2 (hereafter abbreviated HL) and the
asymmetrical anions [Ph2P(E)NP(O)Ph2]2 (E5S or Se)
[3–8]. One reoccurring theme through much of the metal
chemistry of HL is the persistence of hydrogen-bonding
with several different motifs verified by X-ray crystallo-
graphic studies. Thus in the noncomplexed ligand HL, two
*
Corresponding author. Tel.: 144-1509-222565; fax: 144-1509-
223925; e-mail: j.d.woollins@lboro.ac.uk
0277-5387/99/$ – see front matter
PII: S0277-5387(98)00405-7
1999 Elsevier Science Ltd. All rights reserved.

1136
A.M.Z. Slawin et al. / Polyhedron 18 (1999) 1135–1140
ing possibilities. The synthesis and characterisation of
[AuCl(HL)], [Au(HL)2]X (X5Cl, PF6) and the three-co-
ordinate complexes [AuhPh2P(E)NP(E)Ph2-E,E9j(HL)]
(E5S or Se) are reported. X-ray studies on representative
examples reveal some new patterns of hydrogen-bonding
(types IV and V).
Ph2PNHP(O)Ph2 (0.030 g, 0.0747 mmol) was added
CDCl3 (ca. 0.5 cm3) and several drops of CH3OH. The
solution was monitored immediately by 31Ph1Hj NMR
spectroscopy and showed that 2a was the only phosphorus
containing species present. Slow diffusion of diethyl ether
into the CDCl3 /CH3OH solution of 2a over the course of
ca. 7 days gave crystals suitable for X-ray crystallography.
Yield: 0.029 g, 75%. Anal. Calcd (found) for
C48H42N2P4O2AuCl: C, 55.70 (54.90); H, 4.10 (3.90); N,
2.70 (2.35).
2.2.2. Preparation of [AuhPh2PNHP(O)Ph2-Pj2 ]PF6 , 2b
To the solids [AuCl(tht)] (0.049 g, 0.153 mmol) and
Ph2PNHP(O)Ph2 (0.126 g, 0.314 mmol) was added
CH3OH (1 cm3). The clear solution was stirred for ca. 5
min and [NH4][PF6] (0.061 g, 0.374 mmol) in CH3OH
(minimum volume) added. After stirring for an additional 5
min, distilled water was added dropwise to give a white
precipitate 2b. The solid was collected by suction filtration
and dried in vacuo. Yield: 0.158 g, 90%. Anal. Calcd
(found) for C48H42N2P5O2AuF6.2H2O: C, 48.80 (48.65);
H, 3.95 (3.50); N, 2.35 (2.00).
2.2.3. Preparation of [AuhPh2P(Se)NP(Se)Ph2-Se,Se9j-
hPh2PNHP(O)Ph2-Pj], 3
A suspension of [AuClhPh2PNHP(O)Ph2-Pj] (0.056 g,
0.0884 mmol) in CH3OH (1 cm3) was treated with
K[Ph2P(Se)NP(Se)Ph2] (0.054 g, 0.0929 mmol). After
stirring the suspension for ca. 20 min the product was
collected by suction filtration and dried in vacuo. Yield:
2. Experimental
0.087
g,
86%.
Anal.
Calcd
(found)
for
2.1. General
C48H41N2P4OSe2Au: C, 50.55 (50.05); H, 3.65 (3.50); N,
2.45 (2.10). 1H NMR (CDCl3): 7.90–7.15 (arom. H), 5.46
(NH). Slow diffusion of CH3OH into a CDCl3 solution of
3 over the course of several weeks gave crystals suitable
for X-ray crystallography.
The
ligands
Ph2PNHP(O)Ph2
(HL)
and
[Ph2P(E)NP(E)Ph2]2 (E5S or Se) were prepared accord-
ing to a literature method [3,12,14] as were [AuCl(tht)]
(tht5tetrahydrothiophene) and [AuCl(HL)] 1 [4,15]. Crys-
tals of 1 suitable for X-ray crystallography were grown by
slow diffusion of diethyl ether into a CDCl3 /CH3OH
solution of [AuCl(tht)]/HL (1:1 molar ratio) over the
course of ca. 7 days.
In
a
similar
manner
[AuhPh2P(S)NP(S)Ph2-
S,S9jhPh2PNHP(O)Ph2-Pj] 4 was prepared (88%). Anal.
Calcd (found) for C48H41N2P4OS2Au1.5CH3OH: C, 54.30
(53.75); H, 4.35 (4.15); N, 2.55 (2.60). 1H NMR (CDCl3):
7.96–7.20 (arom. H), 6.75 (NH).
Infrared spectra were recorded on KBr discs in the range
4000–200 cm21 on a Perkin-Elmer System 2000 FT-IR
spectrometer. 1H NMR spectra (250 MHz) were recorded
on a Bruker AC250 FT NMR spectrometer with d refer-
enced to external TMS. The 31Ph1Hj NMR spectra (36.2
MHz) were recorded on a Jeol FX90Q spectrometer with d
referenced to external phosphoric acid. Elemental analyses
(Perkin-Elmer 2400 CHN Elemental Analyzer) were per-
formed by the Loughborough University Service within the
Department of Chemistry.
2.3. X-ray crystallography
Details of crystal data collections and refinements are
given in Table 1. X-ray diffraction measurements were
made with graphite-monochromated Mo-Ka radiation (l5
˚
0.710 73 A) using a Siemens SMART diffractometer (2a
˚
and 3), or with Cu-Ka radiation (l51.541 78 A) and a
Rigaku AFC7S serial diffractometer (1). For the SMART
data, intensities were collected using 0.38 or 0.158 width v
steps accumulating area detector frames spanning a hemi-
sphere of reciprocal space for all structures (data were
integrated using the SAINT [16] program) and for the
Rigaku AFC7S data collections by v scans over a single
2.2. Preparations
2.2.1. Preparation of [AuhPh2PNHP(O)Ph2-Pj2 ]Cl, 2a
To the solids [AuCl(tht)] (0.012 g, 0.0374 mmol) and

A.M.Z. Slawin et al. / Polyhedron 18 (1999) 1135–1140
1137
Table 1
Crystallographic data for [AuClhPh2PNHP(O)Ph2-Pj] 1, [AuhPh2PNHP(O)Ph2-Pj2]Cl 2a and [AuhPh2P(Se)NP(Se)Ph2-Se,Se9jhPh2PNHP(O)Ph2-Pj] 3
Compound
1
2a
3
Empirical formula
Space group
C24H21AuClNOP2
P21 /c
C48H42AuClN2O2P4
P21 /c
C48H41AuN2OP4Se2
P21 /a
Unit cell dimensions
˚
a (A)
10.217(8)
23.256(5)
20.086(5)
101.15(4)
4683
9.0726(3)
21.0847(6)
12.0131(3)
105.1090(10)
2219
21.6752(5)
9.1200(10)
24.0742(7)
106.080(2)
4573
˚
b (A)
˚
c (A)
b (deg)
Volume (A )
Z value
3
˚
8
2
4
Formula weight
final R
633.80
5.2
1035.13
3.97
1140.59
8.94a
a
Poor crystal quality.
quadrant of reciprocal space. All data were corrected for
Lorentz-polarisation and long-term intensity fluctuations.
Absorption effects were corrected on the basis of multiple
equivalent reflections or by empirical methods.
charge, on application to CCDC, 12 Union Road, Cam-
bridge, CB2 1EZ, UK, (fax 144-(0)1223-336033 or e-
mail: deposit@ccdc.cam.ac.uk).
Structures were solved by direct methods and refined by
full-matrix least-squares against
F
(teXsan) or F2
3. Results and discussion
(SHELXTL) for all data with I.2s(I) with weights, w, set
equal to [s2c(F2o)1(aP)21bP]21, where P5[max(F2o,0)1
2F2c]/3 parameter, x, of the form k[110.001 x F2c]3 /
sin(2q)]0.25 was refined for the SMART/SHELXTL [17]
structures: the weighting scheme for the Rigaku/TEXSAN
[18] was as previously reported [7]. The carbon atoms in
the structure of 3 were refined isotropically because of a
poor data/parameter ratio, all other non hydrogen atoms
were refined anisotropically. The N–H proton in 2a was
allowed to refine freely. All other hydrogen atoms were
assigned isotropic displacement parameters and were con-
strained to idealised geometries. Refinements converged to
residuals given in Table 1. All calculations were made with
programs of SHELXTL or TEXSAN systems.
Reaction of Ph2PNHP(O)Ph2 (HL) with [AuCl(tht)]
(tht5tetrahydrothiophene) in a 1:1 molar ratio has previ-
ously been shown to give the linear gold(I) compound
[AuCl(HL)] 1 in high yield [4]. We now find that treatment
of [AuCl(tht)] with HL in a 1:2 molar ratio proceeds
smoothly to afford the homoleptic complex [Au(HL)2]Cl
2a as the chloride salt. Alternatively treatment of 1 with
one equivalent of HL leads to chloride displacement and
the formation of 2a (31Ph1Hj NMR evidence). Chloride
metathesis of 2a with [NH4][PF6] in methanol gave the
hexafluorophosphate salt 2b. The spectroscopic and mi-
croanalytical data for the cations 2a, b (Table 2 and
Section 2) are in full accord with the proposed structures.
Particularly diagnostic is the 31Ph1Hj NMR spectra which
show two singlet resonances [J(PP) not resolved] for the
coordinated P(III) and ‘‘dangling’’ P(O) centres with d(PO)
for 2a, b (26.8 and 27.1 ppm respectively) similar to that
reported for 1 (26.4 ppm) [4]. Furthermore the absence of
Crystallographic data (excluding structure factors) for
the structures in this paper have been deposited with the
Cambridge Crystallographic Data Centre as supplementary
publication no. CCDC 103145 (for 1), 103146 (for 2a) and
103147 (for 3). Copies of the data can be obtained, free of
Table 2
Selected spectroscopic data for complexes 1–4
Compound
d(P)
d(PO)
J(PP)
d(PE)a
J(PSe)
n(PO)
n(PE)a
1
53.9
64.7
65.0
67.4
26.4
26.8
27.1
23.5
n.r.
n.r.
n.r.
26.4
1184b
1204
2a
2bc,d
3
1196
26.2
36.1
567
1231, 1209,
1187, 1180e
1214, 1199,
1176e
538
556
4
63.8
24.1
28.6
n.r.5not resolved.
a
E5S or Se.
Taken from Ref. [2].
b
c
Measured in CDCl3 /CH3OH.
d
e
PF26 anion also detected.
In addition to nasym(P2N) absorptions.

1138
A.M.Z. Slawin et al. / Polyhedron 18 (1999) 1135–1140
chemistry with these ligands is often unpredictable and has
been shown to give either mononuclear or multimetallic
species depending upon the choice of starting material
[23]. When 1 is allowed to react at room temperature with
one equivalent of K[Ph2P(E)NP(E)Ph2] (E5S or Se) in
CH3OH the mixed three-co-ordinate complexes
[AuhPh2P(E)NP(E)Ph2-E,E9j(HL)] (E5Se 3; E5S 4)
were isolated in high yields (.85%). The neutral com-
pound 4 was independently synthesised from 2b and one
equivalent of K[Ph2P(S)NP(S)Ph2]. The spectroscopic
data are given in Table 2 and are unexceptional.
The X-ray crystal structures of 1, 2a and 3 (Figs. 1–4,
Table 3) have been determined. To our knowledge 3 is the
first crystallographically characterised gold(I) complex of
[R2P(E)NP(E)R2]2. Both 1 and 2a display a two-co-
ordinate linear geometry [P(2)–Au(1)–Cl(1) 174.2(2),
P(4)–Au(2)–Cl(2) 174.8(3)8 for 1 (two independent mole-
cules)]; P(2)–Au(1)–P(2A) 1808 for 2a]. In contrast
compound 3 is three-co-ordinate with the gold centre 0.17
˚
A out of the plane of the three substituents. The Au–P
bond lengths in all three examples are different as a
Fig. 1. Crystal structure of [AuClhPh2PNHP(O)Ph2-Pj], 1.
consequence of the trans ligand [Au(1)–P(2) 2.224(7) and
˚
Au(2)–P(4) 2.229(6) A for 1; Au(1)–P(2) 2.332(2) for 2a;
˚
Au(1)–P(2) 2.286(4) A for 3]. The six-membered ring
n(AuCl) absorptions in the IR spectra of 2a, b is consistent
with [L–Au–L]1 cation formation. Interestingly the only
other example of a gold complex with HL is cis-[Au-
(CH3)2Cl(HL)] isolated from aerial oxidation of the
geometry in the three-co-ordinate complex 3 (Fig. 4) is
best described as pseudo-boat with Se(3) and P(4) at the
stern and prow positions. The P(4)–N(3)–P(3)–Se(3)
˚
mean plane [maximum deviation 0.23 A for N(3)] is
noncoordinated
P(III)
centre
in
cis-[Au-
hinged by 478 with respect to the Au(1)–Se(3)–P(4)–
Se(4) mean plane [maximum deviation 0.09 A for Se(4)].
(CH3)2ClhPh2PNHPPh2-Pj] [19].
Coordination complexes of [Ph2P(E)NP(E)Ph2]2 (E5
O, S or Se) are well known for numerous metal ions and
readily accessible, in most instances, by simple trans-
metallation reactions. Surprisingly gold compounds of
[Ph2P(E)NP(E)Ph2]2, in which both E donor atoms are
identical, are relatively uncommon [20–22]. Furthermore
we recently described a new E-monodentate coordination
mode for the unsymmetrical ligands [Ph2P(O)NP(E)Ph2]2
(E5S or Se) at a d10 gold centre [8]. In contrast copper
˚
The monodentate Ph2PNHP(O)Ph2 ligand in the two-
coordinate complexes have the P=O oxygen atoms anti to
the N–H groups and syn to the Au centres with Au???O
˚
distances of 3.26 and 3.20 A [Au(1)???O(1) and Au(2)???
˚
O(3) respectively] for 1 and 3.14 A [Au(1)???O(1)] for 2a.
This is not possible in 3 because of dimer pair formation
˚
(Fig. 3) between N–H???O=P [N(1A)???O(1) 2.87 A,
˚
H(1AA)???O(1) 2.12 A, N(1A)–H(1AA)???O(1) 1448].
Fig. 2. Crystal structure of [AuhPh2PNHP(O)Ph2-Pj2]Cl, 2a.

A.M.Z. Slawin et al. / Polyhedron 18 (1999) 1135–1140
1139
Fig. 3. Crystal structure of [AuhPh2P(Se)NP(Se)Ph2-Se,Se9jhPh2PNHP(O)Ph2-Pj], 3.
Compound 1 also displays hydrogen-bonding but in this
case to form infinite chains (type IV). Within the asymmet-
ric unit the two independent molecules are linked via
P=O appears to be a better hydrogen-bonding centre than
Au–Cl. However in 2a the Cl2 provides a good H???Cl
system and so this is preferred over N–H???O=P bonding
to generate the polymeric material 2a. These results
illustrate the necessity for the N–H to find a hydrogen-
bonding acceptor site. Further work into the control of this
architecture is underway.
˚
N–H???O bonds [N(1)???O(3) 2.89 A, H(1n)???O(3) 2.11
˚
A, N(1)–H(1n)???O(3) 1388]. Furthermore infinite mole-
cules are linked through N(3*)–H(3n*)???O(1) hydrogen-
˚
˚
bonds [N(3*)???O(1) 2.82 A, H(3n*)???O(1) 1.88 A,
N(3*)–H(3n*)???O(1) 1688]. The cationic complex 2a
forms one dimensional chains (type V) via N–H???Cl
˚
hydrogen-bonding [N(1)???Cl(1) 3.27 A, H(1)???Cl(1)
2.43 A, N(1)–H(1)???Cl 1688].
˚
Acknowledgements
These three structures illustrate the potential of
Ph2PNHP(E)Ph2 ligands in the formation of a range of
engineered hydrogen-bonded molecular solids. In 1 the
We should like to thank the EPSRC for support and the
JERI for provision of an equipment grant.
Fig. 4. Core geometry of [AuhPh2P(Se)NP(Se)Ph2-Se,Se9jhPh2PNHP(O)Ph2-Pj], 3.

1140
A.M.Z. Slawin et al. / Polyhedron 18 (1999) 1135–1140
Table 3
[4] A.M.Z. Slawin, M.B. Smith, J.D. Woollins, J. Chem. Soc. Dalton
Trans. (1996) 1283.
˚
Selected bond lengths (A) and angles (8) for compounds 1, 2a and 3
[5] A.M.Z. Slawin, M.B. Smith, J.D. Woollins, J. Chem. Soc. Dalton
Trans. (1996) 4575.
1a
2a
3
Au(1)–P(2)
P(2)–N(1)
N(1)–P(1)
P(1)–O(1)
Au(1)–Cl(1)
Au(1)–Se(3)
Au(1)–Se(4)
Se(3)–P(3)
P(3)–N(3)
N(3)–P(4)
P(4)–Se(4)
2.224(7) [2.229(6)]
1.652(18) [1.684(16)]
1.661(18) [1.657(18)]
1.508(14) [1.464(15)]
2.272(7) [2.264(6)]
2.332(2)
1.698(7)
1.668(7)
1.493(6)
2.286(4)
1.67(2)
1.70(2)
1.51(2)
[6] A.M.Z. Slawin, M.B. Smith, J.D. Woollins, Polyhedron 15 (1996)
1579.
[7] A.M.Z. Slawin, M.B. Smith, J.D. Woollins, J. Chem. Soc. Dalton
Trans. (1996) 3659.
[8] A.M.Z. Slawin, M.B. Smith, J.D. Woollins, J. Chem. Soc. Dalton
Trans. (1998) 1537.
[9] P.B. Hitchcock, J.F. Nixon, I. Silaghi-Dimitrescu, I. Haiduc, Inorg.
Chim. Acta 96 (1985) 77.
2.597(3)
2.565(2)
2.182(5)
1.61(2)
1.61(2)
2.184(5)
[10] S. Husebye, K. Maartman-Moe, Acta Chem. Scand. Ser. A 37
(1983) 439.
¨
[11] H. Noth, Z. Naturforsch. B 37 (1982) 1491.
[12] P. Bhattacharyya, J. Novosad, J. Phillips, A.M.Z. Slawin, D.J.
Williams, J.D. Woollins, J. Chem. Soc. Dalton Trans. (1995) 1607.
[13] D. Pohl, E. Ellermann, F.A. Knoch, M. Moll, J. Organomet. Chem.
495 (1995) C6.
[14] I. Haiduc, in: J.D. Woollins (Ed.), Inorganic Experiments. Weinheim:
VCH, 1994.
[15] R. Uson, A. Laguna, J. Vicente, J. Organomet. Chem. 131 (1977)
471.
[16] SAINT (Siemens Area Detector INTegration) program, Siemens
Analytical X-ray, Madison, WI, USA, 1995.
Au(1)–P(2)–N(1)
P(2)–N(1)–P(1)
N(1)–P(1)–O(1)
Cl(1)–Au(1)–P(2)
P(2)–Au(1)–Se(3)
P(2)–Au(1)–Se(4)
Se(4)–Au(1)–Se(3)
Au(1)–Se(3)–P(3)
Se(3)–P(3)–N(3)
P(3)–N(3)–P(4)
N(3)–P(4)–Se(4)
P(4)–Se(4)–Au(1)
a
113.9(7) [110.3(7)]
123.7(11) [124.4(10)]
112.6(9) [113.1(10)]
174.2(2) [174.8(3)]
111.1(3)
123.1(4)
114.5(4)
121.4(5)
132.8(11)
111.4(9)
120.8(2)
127.2(2)
110.62(7)
95.9(2)
119.0(7)
133.9(10)
119.6(6)
104.5(2)
[17] Siemens SHELXTL, Revision 5.03, Siemens Analytical X-ray,
Madison, WI, USA, 1995.
[18] TEXSAN, Crystal Structure Analysis Package. Molecular Structure
Corporation, The Woodlands, TX, 1985 and 1992.
[19] M. Paul, H. Schmidbaur, Chem. Ber. 129 (1996) 77.
[20] A. Laguna, M. Laguna, A. Rojo, M.N. Fraile, J. Organomet. Chem.
315 (1986) 269.
Values in square brackets are the equivalent parameter in the second
molecule.
References
[21] A. Laguna, M. Laguna, A. Rojo, M.N. Fraile, Inorg. Chim. Acta 150
(1988) 233.
[22] H.W. Chen, C. Paparizos, J.P. Fackler Jr., Inorg. Chim. Acta 96
(1985) 137.
[23] J.D. Woollins, J. Chem. Soc. Dalton Trans. (1995) 2893.
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[3] P. Bhattacharyya, A.M.Z. Slawin, M.B. Smith, J.D. Woollins, Inorg.
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