Diverse intermolecular interactions in silver(I)-organic frameworks constructed with flexible supramolecular synthons

Article abstract of DOI:10.1016/j.jorganchem.2012.02.029

Three ligands bearing terminal ethynide moiety attached via pendent arm to a phenyl skeleton have been used in synthesis of three silver (I) complexes, namely, [(AgL1)(AgCF₃CO₂)₃]_n (1), {[(AgL2)(AgCF₃

Full text of DOI:10.1016/j.jorganchem.2012.02.029

Journal of Organometallic Chemistry 708-709 (2012) 112e117
Contents lists available at SciVerse ScienceDirect
Journal of Organometallic Chemistry
journal homepage: www.elsevier.com/locate/jorganchem
Diverse intermolecular interactions in silver(I)-organic frameworks constructed
with flexible supramolecular synthons
,
a
a
a,b,
**
Bo Li a, Shuang-Quan Zang a , Hai-Yang Li , Yang-Jie Wu , Thomas C.W. Mak
*
a The College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001, PR China
b Department of Chemistry and Center of Novel Functional Molecules, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, PR China
a r t i c l e i n f o
a b s t r a c t
Article history:
Three ligands bearing terminal ethynide moiety attached via pendent arm to a phenyl skeleton have
Received 4 January 2012
Received in revised form
21 February 2012
been used in synthesis of three silver (I) complexes, namely, [(AgL1)(AgCF3CO2)3]n (1), {[(AgL2)(AgCF3
-
CO2)6(H2O)2]$(H2O)6}n (2) and [(AgL3)$(AgCF3CO2)5(H2O)]n (3), in which several unconventional inter-
molecular interactions (silver-ethynyl, silverearomatic, argentophilicity and CꢀH$$$
p) have been shown
Accepted 22 February 2012
to play vital role in the formation and stabilization of supramolecular structures. In 1, butterfly-shaped
Ag4 baskets are interconnected together by trifluoroacetate groups to lead to a layer structure, which
is also consolidated by silverearomatic interactions, adjacent layers are then linked into a three-
dimensional supramolecular architecture through weak CꢀH$$$F hydrogen bonding. In 2, ladder type
chains are associated into three-dimensional supramolecular architecture through a rich hydrogen-
bonding system. In 3, square-pyramidal Ag5 baskets are also fused together by the trifluoroacetate
groups with the assistance of argentophilic interactions and silverearomatic interaction give rise to a 2D
Keywords:
Silver(I) coordination polymer
Unconventional intermolecular interaction
Supramolecular synthon
coordination network, which are further united by CꢀH$$$
p
interaction to produce a three-dimensional
supramolecular framework.
Ó 2012 Elsevier B.V. All rights reserved.
1. Introduction
[23]. Furthermore, utilizing new metaleligand supramolecular syn-
thonsof the type ReC^CIAgn (R ¼ aryl oralkyl; n ¼ 4, 5) [24,25] and
Agn3C^CꢀReC^CIAgn (R ¼ o-, m-, p-C6H4; n ¼ 4, 5) [26], we have
obtained a series of metaleorganic networks stabilized by argento-
The design and synthesis of new supramolecular synthons with
multi-center binding sites for constructing new kinds of non-
classical coordination/organometallic supramolecular architec-
tures are of great current interest [1e7]. In the construction of
solid-state frameworks, coordinate covalent bonding [8e12] and
noncovalent interactions are two well-established essentials of
crystal engineering. Indeed, the latter one lies the foundation of an
enormous family of supramolecular synthons [13e15]. Further-
philic and silvereethynide (s, p and mixed s, p) interactions.
Recently, we have explored the employment of several ligands with
one or more ethynyl groups attachedto phenyl, biphenyl, ornaphthyl
skeleton via a flexible eCH2eOe link for the construction of MOFs
consolidated by both silver(I)eethynide and silver(I)earomatic
interactions [27e30]. By utilizing new metaleligand supramolec-
ular synthons of the type p-XꢀC6H5OCH2C^CIAgn (X ¼ I, Br; n ¼ 4,
5) [31] and o-, m-, p-ClꢀC6H5OCH2C^CIAgn (n ¼ 4, 5) [32], we have
obtained a series of metaleorganic networks, which provides
unequivocal evidence for the existence of the Ag$$$Brꢀaryl,
Ag$$$Iꢀaryl and Ag$$$Clꢀaryl interactions. Recently, Zhang group
reported three phenylethynes bearing one or two carboxylic groups,
as well as one methyl carboxylate for comparison purposes, are
utilized as ligands to construct a new class of silver-organic networks
and to investigate the relationship between the structure of the
network and the number of carboxylate groups attached to the
phenylethynide ligands [33]. Notably, the change of substituent
group of the phenyl ring affects the overall final structures. As
a continuation of our research, herein we report the syntheses and
structural characterization of three silver (I) complexes assembled
more, weaker interactions such as CꢀH$$$
p, for example, may also
dominate in molecular association, and packing thus playing an
increasingly important role as a persistent structural motif in
structure formation [16e19].
Followingourinvestigationofthecoordinationchemistryofsilver
ethynediide (Ag2C2) [20e22], we have conducted systematic studies
on various complexes containing silver(I) 1,3-butadiynediide (Ag2C4)
* Corresponding author. Tel.: þ86 0371 67780136; fax: þ86 371 6778 0136.
** Corresponding author. The College of Chemistry and Molecular Engineering,
Zhengzhou University, Science Road 100#, Zhengzhou 450001, PR China. Tel.: þ86
852 2609 6279; fax: þ86 852 2603 5057.
E-mail addresses: zangsqzg@zzu.edu.cn (S.-Q. Zang), tcwmak@cuhk.edu.hk
(T.C.W. Mak).
0022-328X/$ e see front matter Ó 2012 Elsevier B.V. All rights reserved.
doi:10.1016/j.jorganchem.2012.02.029

B. Li et al. / Journal of Organometallic Chemistry 708-709 (2012) 112e117
113
with supramolecular synthons C6H4eCH2eC^CIAgn, C6H4eOe
CH2ꢀC^CIAgn and C6H4eCH2eOꢀCH2ꢀC^CIAgn (Scheme 1),
which bearing terminal ethynide moietyattached viapendent arm to
the phenyl skeleton, respectively: [(AgL1)(AgCF3CO2)3]n (1),
{[(AgL2)(AgCF3CO2)6(H2O)2]$(H2O)6}n (2) and [(AgL3)$(AgCF3CO2)5
(H2O)]n (3).
2.1.3.3. [(AgL3)$(AgCF3CO2)5(H2O)]n (3). The procedure is also
similar to the synthesis of 1 except that adding AgBF4 (0.382 g,
2 mmol) and [AgL3]n (z25 mg) was used instead of [AgL1]n. After
several days, needle crystals of 3 were deposited in about 45% yield.
Anal. Calcd for C20H11Ag6F15O12 (1375.51): C 17.46; H 0.81. Found: C
17.52, H 0.74%.
2. Experiments
2.2. X-ray crystallographic analysis
2.1. Reagents
Selected crystals were used for data collection on a Bruker
SMART APEXeII CCD diffractometer equipped with graphite mon-
Commercially available 3-phenyl-1-propyne (97%), phenyl
propargyl ether (97%), and benzyl propargyl ether (98%) were from
Alfa Aesar and used without further purification.
Caution! Silvereethynide complexes are potentially explosive
and should be handled in small amounts with extreme care.
ochromatized Mo-K
a
radiation (
l
¼ 0.71073 Å) at room tempera-
ture using the -scan technique. An empirical absorption
u
correction was applied using the SADABS program [34]. The
structures were solved by the direct method and refined by full
matrix least squares on F2 using the SHELXTL program package
[35]. Most of the CF3 moieties of CF3COꢀ2 groups in compounds 1ꢀ3
were disordered, and the SADI command was used to fix them in
the refinements. The crystal data and details of refinement are
summarized in Table 1.
2.1.1. Synthesis of [AgL1]n (4)
Silver nitrate (0.778 g, 4.58 mmol) was dissolved in acetonitrile
(50 mL). Then HL (0.532 g, 4.58 mmol) and triethylamine (0.634 mL,
4.58 mmol) were added with vigorous stirring and the mixture was
stirred overnight under a nitrogen atmosphere in darkness. The
white precipitate formed was collected by filtration, washed thor-
oughly with acetonitrile (2 ꢁ 10 mL) and de-ionized water
(3 ꢁ 10 mL), and then stored in wet form at ꢀ10 ꢂC in a refrigerator.
3. Results and discussion
3.1. [(AgL1)(AgCF3CO2)3]n (1)
Yield: 85%. IR:
n nC^C).
2039 cmꢀ1 (w,
In the crystal structure of 1, there is one independent anionic
ligand, in which the ethynide group (C1^C2) is bound to
2.1.2. Synthesis of [AgL2]n (5) and [AgL3]n (6)
a butterfly-shaped Ag4 basket in the m , , , h
4eh1 h2 h2 2 mode. In 1, the
These polymeric materials were prepared by a similar synthetic
procedure using HL2 and HL3, respectively. [AgL2]n (5) Yield: 73%,
anionic ligand L1 adopts a non-planar conformation, in which the
torsion angles C4eC3eC2eC1 is 59.40(2)ꢂ. The distances between
silver atoms range from 2.869(5) to 2.981(5) Å, implying the
presence of significant argentophilic interaction [36e40]. As shown
in Fig. 1, three phenyl carbon atoms coordinate to Ag4#1 to form
IR:
(w,
n
2025 cmꢀ1 (w,
C^C).
nC^C), [AgL3]n (6) Yield: 80%, IR: n
2046 cmꢀ1
n
2.1.3. Synthesis of complexes 1ꢀ3
silverearomatic interactions in an unusual h
3 mode, with the bond
2.1.3.1. [(AgL1)(AgCF3CO2)3]n (1). AgCF3CO2 (0.440 g, 2 mmol) was
dissolved in 1 mL water. Then [AgL1]n (z15 mg) solid was added to
the solution. After stirring for about half an hour, the solution was
filtered and the filtrate stored at ꢀ10 ꢂC in refrigerator. One day
later, needle crystals of 1 were deposited in about 55% yield. Anal.
Calcd for C15H7Ag4F9O6 (885.69): C 20.34, H 0.80. Found: C 20.38, H
0.87%.
lengths of 2.554(5), 2.874(6), and 2.917(5) Å, which all fall within
the range of silverearomatic interaction [40e43]. To our knowl-
edge, there are only a few examples of the h
3 mode [28,29,44e47].
Neighboring two independent Ag4 baskets are interconnected
together by trifluoroacetate groups (O1ꢀO2, O3ꢀO4 and O5ꢀO6)
Table 1
X-ray crystal data and structure refinement for compounds 1ꢀ3.
2.1.3.2. {[(AgL2)(AgCF3CO2)6(H2O)2]$(H2O)6}n (2). The procedure is
also similar to the synthesis of 1 except that [AgL2]n (z15 mg) was
used instead of [AgL1]n. Two day later, needle crystals of 2 were
deposited in about 60% yield. Anal. Calcd for C21H23Ag7F18O21
(1708.48): C 14.76, H 1.36. Found: C 14.79, H 1.42%.
1
2
3
Empirical formula
Formula weight
Crystal system
Space group
a (Å)
C15H7Ag4F9O6 C21H23Ag7F18O21 C20H11Ag6F15O12
885.69
Monoclinic
P21/c
1708.48
Triclinic
ꢀ
Pı
1375.51
Triclinic
Pı
ꢀ
10.3230(4)
10.5140(4)
19.2746(8)
90
99.6220(10)
90
11.2918(17)
12.0123(18)
17.865(3)
106.166(3)
98.041(3)
105.055(3)
2187.9(6)
2
11.1059(7)
11.8958(7)
13.5635(8)
77.289(5)
67.902(6)
85.119(5)
1619.6(2)
2
b (Å)
c (Å)
a
b
g
(ꢂ)
(ꢂ)
(ꢂ)
V (Å3)
2062.6(1)
4
Z
Dcalc (g cmꢀ3
F(000)
)
2.852
2.593
2.821
1656
1616
1288
Reflections collected
Independent reflections
R(int)
22836
3660
0.0259
31152
7695
0.0756
12094
5698
0.0322
Data/restraints/parameters 3660/67/379 7695/51/624
5698/148/515
1.030
0.0503
0.1442
0.0645
0.1586
1.819, ꢀ1.021
GOF on F2
R1[(I > 2
wR2[(I > 2
1.034
1.079
s
(I)]
(I)]
0.0267
0.0575
0.0356
0.0610
0.0491
0.1421
0.0589
0.1497
s
R1 (all data)
wR2 (all data)
Scheme 1. Structural formulas used as ligands in forming new silver(I)-ethynide
complexes.
Max/min (e Åꢀ3
)
0.847, ꢀ0.730 2.164, ꢀ1.552

114
B. Li et al. / Journal of Organometallic Chemistry 708-709 (2012) 112e117
(Fig. 2b and c). Finally, an association of layers through weak
C5ꢀH5$$$F1 (C5ꢀF1 3.45(2) Å, :CHF 124.48(1)ꢂ) hydrogen
bonding generate a 3D supramolecular network (Fig. S1).
3.2. {[(AgL2)(AgCF3CO2)6(H2O)2]$(H2O)6}n (2)
The asymmetric unit of 2 contains seven crystallographically
independent Ag(I) ions, six trifluoroacetate ions, two coordinated
water molecules (O1W and O2W) and six free water molecules
(from O3W to O8W). As shown in Fig. 3, the ethynide group
composed of C1 and C2 is capped by a square-pyramidal Ag5 basket
in the m , , , ,
5eh1 h1 h2 h2 h2 coordination mode. The peripheral Ag6
atom is hitched to the Ag5 basket by a pair of m3-O,O’,O’ tri-
fluoroacetate groups (O6, O7, O7 and O8, O8, O9) and the aqua
ligand O1W. The Ag7 atom is coordinated to four water molecules
(O5W, O6W, O7W and O8W) give rise to an Ag(H2O)4 unit, and such
unit is hitched to the Ag5 basket by O4W, O6W and O8W through
hydrogen bonding (O8W$$$O3 2.828(9) Å, O8W$$$O4 2.998(9) Å,
O6W$$$O4W 2.809(8) Å, O4W$$$O6 2.932(7) Å). Linkage of two
square-pyramidal Ag5 baskets by a pair of inversion-related tri-
fluoroacetate groups (O12ꢀO13 and O12#2ꢀO13#2) produces
Fig. 1. Atom labeling and coordination mode of L1 in 1 (50% thermal ellipsoids are
drawn for silver atoms). All hydrogen atoms, and CF3 moieties of CF3COꢀ2 are omitted
for clarity. Selected bond lengths [Å]: C1^C2 1.196(6), Ag1ꢀC1 2.125(5), Ag2ꢀC1
2.305(5), Ag2ꢀC2 2.734(6), Ag3ꢀC1 2.353(5), Ag3ꢀC2 3.017(6), Ag4ꢀC1 2.363(5),
Ag4ꢀC2 2.841(6), Ag1$$$Ag2 2.946(6), Ag1$$$Ag3 2.869(6), Ag1$$$Ag4 2.976(6),
Ag2$$$Ag3 2.869(5), Ag3$$$Ag4 2.981(6). Symmetry code: #1ꢀx, 1ꢀy, 1ꢀz. Atom color
codes: Ag purple, C gray, O orange. (For interpretation of the references to color in this
figure legend, the reader is referred to the web version of this article.)
a Ag5-(
phenyl carbon atoms (C7 and C8) coordinate to the silver atom
Ag6#1 by the
2 mode with bond lengths of 2.411 (2) and 2.507
m ,
3eh1 h2eCF3CO2)2eAg5 building unit. Moreover, two
and their symmetry-related molecules in
m
3eh1
,
h2 and
m
4eh2
,
h2
meh
modes, respectively, to furnish an infinite chain (Fig. 2a). The
infinite chains are also interconnected by trifluoroacetate groups
(1) Å, respectively, implying the presence of significant Ag(I)e
aromatic interaction. Adjacent units are further linked through
silverearomatic interaction along the b axis to engender an infinite
one-dimensional ladder type chain (Fig. 4a). Notably, Ag(H2O)4
(O5ꢀO6 and O5#1ꢀO6#1) in
m ,
4eh2 h2 mode, to lead to a layer
structure, which is consolidated by silverearomatic interactions
Fig. 2. (a) Silver (I) chain structure in complex 1 along the b axis. (b) (left) Layer structure in 1. (right) Silver(I)-organic cycle formed via silver(I)-aromatic interactions, which also
consolidate the 2D layer structure. All hydrogen atoms and CF3 moieties of CF3COꢀ2 are omitted for clarity. Symmetry codes: #1ꢀx, 1ꢀy, 1ꢀz; #2ꢀx, ꢀ1/2 þ y, 3/2ꢀz.

B. Li et al. / Journal of Organometallic Chemistry 708-709 (2012) 112e117
115
Fig. 3. Atom labeling and coordination mode of L2 in 2 (50% thermal ellipsoids are
drawn for silver atoms). All hydrogen atoms, and CF3 moieties of CF3COꢀ2 are omitted
for clarity. Selected bond lengths [Å]: C1^C2 1.198(7), Ag1ꢀC1 2.206(6), Ag2ꢀC1
2.287(6), Ag3ꢀC1 2.365(6), Ag3ꢀC2 3.024(7), Ag4ꢀC1 2.422(6), Ag4ꢀC2 2.388(8),
Ag5ꢀC1 2.381(6), Ag5ꢀC2 2.801(9), Ag1$$$Ag2 2.831(8), Ag1$$$Ag3 2.862(8),
Ag1$$$Ag4 2.907(8), Ag1$$$Ag5 2.875(8), Ag2$$$Ag3 2.970(8), Ag2$$$Ag5 3.016(8),
Ag4$$$Ag5 3.031(9). Symmetry code: #1 x, 1 þ y, z. Atom color codes: Ag purple, C gray,
O orange and Green. (For interpretation of the references to colour in this figure
legend, the reader is referred to the web version of this article.)
units and free water molecules (O3W and O4W) reside in the inter-
chain void space and further connect the adjacent chains to yield an
intricate three-dimensional supramolecular architecture extending
a and c directions (Fig. S2). In the rich hydrogen-bonding system,
the water molecules, especially O4W, O6W and O7W form rich
hydrogen bonds. O4W acts as donors to hydrogen bond to O2 and
O6, and as acceptors hydrogen bonded by O6W and O7W, respec-
tively. O6W acts as donors to hydrogen bond to O11 and O4W, and
as an acceptor hydrogen bonded by O5W. O7W acts as donors to
hydrogen bond to O3W and O4W, and as an acceptor hydrogen
bonded by O2W. In 2, the free water molecules covering the surface
of the silver aggregates hinder the formation of coordination
polymer. Adjacent silver aggregates associated together just
through silverearomatic interaction and rich hydrogen-bonding
system to lead to a three-dimensional supramolecular architec-
ture. This structural feature is different from our previous work
using the same ligand [29], in which a series of four complexes are
Fig. 4. (a) One-dimensional ladder type chain structure in complex 2 along the b axis.
(b) Layer structure in 2. (c) The hydrogen bonding between the layers. All hydrogen
atoms and CF3 moieties of CF3COꢀ2 are omitted for clarity. Symmetry codes: #1 x, 1 þ y,
z; #2ꢀx, 1ꢀy, ꢀz; #3 1 þ x, y, z.
formed through hydrogen bonding and aryl
p$$$p and oxo lone
pair$$$ interaction and silverearomatic interaction, respectively.
p
3.3. [(AgL3)$(AgCF3CO2)5(H2O)]n (3)
give rise to a 2D coordination network (Fig. 6b). Short distances
between the parallel methylene and phenyl ring indicate the
The asymmetric unit of 3 contains six crystallographically
independent Ag(I) ions, five trifluoroacetate ions, and one coordi-
nated water molecule. In the crystal structure of 3, the anionic
ligand L3 also adopts a non-planar conformation, in which the
torsion angles C4eO1eC3eC2 is 72.96(9)ꢂ. As shown in Fig. 5, the
existence of CꢀH$$$
p
interaction (C4ꢀH4A$$$centroid 2.917(2) Å,
with a C4eH4A$$$centroid angle 146.43(4)ꢂ), which are compa-
rable with the results in the literature [48]. Such networks are
further bridged by CꢀH$$$
p interaction to produce a three-
dimensional supramolecular framework (Fig. S3).
m
5eh1 h1 h2 h2 h2 ethynide group (C1^C2) is inserted into
, , , ,
a square-pyramidal Ag5 basket as in complex 2. The peripheral Ag6
atom is hitched to the Ag5 basket by a pair of m3-O,O’,O’ tri-
fluoroacetate groups (O4, O5, O5 and O6, O6, O7) and the aqua
ligand O1W. Moreover, two phenyl carbon atoms (C7 and C8)
3.4. Supramolecular synthons
coordinate to the silver atom Ag6#1 by the
lengths of 2.397(1) and 2.463(1) Å, respectively, implying the
presence of significant Ag(I)e interaction. Such two independent
me
h2 mode with bond
In contrast to previous reported [23e26], C6H4eCH2eC^CIAgn,
C6H4eOeCH2ꢀC^CIAgn and C6H4eCH2eOꢀCH2ꢀC^CIAgn syn-
thons have much longer flexible arms, which offera good opportunity
to introduce silver(I)earomatic interactions in the construction of
coordination networks of variable dimensions. The invariable
appearance of the m4- and m5-ligation modes of the ethynide moiety
are also obtained in complexes 1ꢀ3. Complexes 1 and 3 display 2D
coordination network, which are associated by the CꢀH$$$F and
p
Ag5 baskets are glued together through trifluoroacetate groups
(O4eO5, O8eO9, O4#3eO5 #3 and O8#4eO9#4) in the m3-O,O’,O’
mode to furnish an infinite chain (Fig. 6a). Finally, association of
chains through a pair of trifluoroacetate groups (O10eO11 and
O10#2eO11#2) in the m3-O,O’,O’ mode, which together with
argentophilic interactions (Ag5$$$Ag5#2) and Ag(I)e
p
interaction,
CꢀH$$$
p interactions to engender three-dimensional supramole

116
B. Li et al. / Journal of Organometallic Chemistry 708-709 (2012) 112e117
structure and dimensionality of the coordination network can be
modulated by varying the anionic ligands, even the length of the
flexible arms.
4. Conclusion
In summary, we have synthesized and characterized three
silver-organic complexes. In the present instance, the silver (I)e
aromatic interaction has been successfully introduced into
silvereethynide supramolecular chemistry, showing that it is an
effective driving force for building novel solid state architectures.
Meanwhile, the invariable appearance of the m4- and m5-ligation
modes of the ethynide moiety affirms the general utility of the
silverꢀethynide supramolecular synthon C6H5CH2C^CIAgn,
C6H5OCH2C^CIAgn and C6H5CH2OCH2C^CIAgn (n ¼ 4, 5) in
coordination network assembly. The interplay of silvereethynide
bonding, argentophilicity, and weak intermolecular interactions
such as hydrogen bonding, silverꢀaromatic, CꢀH$$$
p interactions
Fig. 5. Atom labeling and coordination mode of L3 in 3 (50% thermal ellipsoids are
drawn for silver atoms). All hydrogen atoms, and CF3 moieties of CF3COꢀ2 are omitted
for clarity. Selected bond lengths [Å]: C1^C2 1.201(1), Ag1ꢀC1 2.125(5) 2.235(7),
Ag2ꢀC1 2.377(7), Ag2ꢀC2 2.978(9), Ag3ꢀC1 2.257(7), Ag4ꢀC1 2.434(8), Ag4ꢀC2
2.551(9), Ag5ꢀC1 2.536(7), Ag5ꢀC2 2.644(8), Ag1$$$Ag2 2.908(9), Ag1$$$Ag3 2.773(9),
Ag1$$$Ag4 2.861(9), Ag1$$$Ag5 3.424(1), Ag2$$$Ag3 2.915(1), Ag2$$$Ag4 2.984(9).
Symmetry codes: #1 1ꢀx, ꢀy, ꢀz; #2ꢀx, ꢀ1ꢀy, ꢀz; #3 1ꢀx, ꢀ1ꢀy, ꢀz; #4ꢀx, ꢀy, ꢀz.
Atom color codes: Ag purple, C gray, O orange. (For interpretation of the references to
colour in this figure legend, the reader is referred to the web version of this article.)
in these complexes has been shown to play vital role in the
formation and stabilization of supramolecular structures. Further
studies in this respect are underway in our laboratory.
Acknowledgments
We gratefully acknowledge financial support by the National
Natural Science Foundation of China (No. 20901070), Henan
University Key Teacher Foundation and Zhengzhou University (No.
000001307015), and the Hong Kong Research Grants Council
(Ref. No. CUHK 402408).
cular frameworks, respectively. Complex 2 exhibits an infinite one-
dimensional ladder type chain, and further linked into three-
dimensional supramolecular framework through rich hydrogen-
bonding interaction. A comparison of 1ꢀ3 demonstrates that the
Appendix A. Supplementary material
CCDC 832266(1), 858070(2) and 832267(3) contain the
supplementary crystallographic data for this paper. These data can
be obtained free of charge from The Cambridge Crystallographic
Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
Appendix B. Supplementary material
Supplementary data related to this article can be found online at
doi:10.1016/j.jorganchem.2012.02.029.
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