Fe(III) and cobalt(II) coordination compounds of 5-bromo-6-methyl-2- morpholinepyrimidinium-4-amine pyridine-2,6-dicarboxylate

Article abstract of DOI:10.1080/00958972.2010.508284

New coordination compounds, (bmmpaH)[Fe(pydc)₂] (EtOH) _0.8(H₂O)_0.2 (1), (8QH)[Fe(pydc)₂] H₂O (2), (2ampyH)₂[Mn(pydc)₂] H₂O (3), (2ampyH)[Cr(pydc)₂](2ampy)_0.5 H₂O (4), [Co(H₂O)_5-μ (pydc)Co(pydc)] 2H₂O (5), [Ni(pydcH)₂] H₂O (6), and [Cu(pydcH)₂] (7), where bmmpa, 8Q, 2ampy, pydcH2 are 5-bromo-6-methyl-2-morpholinepyrimidine-4- amine, 8-hydroxyquinoline, 2-amino-6-methylpyridine, and pyridine-2,6- dicarboxylic acid, respectively, have been synthesized and structurally characterized by elemental analyses, infrared, UV spectroscopic methods, and X-ray crystallography. Metal ions of 1 and 5 are six-coordinate with distorted octahedral geometries. Compound 1 is an anionic mononuclear complex and 5 is a binuclear compound constructed from cationic and anionic parts. The crystal data of 5 reveal that the cationic part is formed by five terminal waters and one μ-carboxylate oxygen O2 from the anionic portion and the anionic complex is built from two deprotonated (pydc)2- moieties. In the compounds, pydcH2 is tridentate by one nitrogen of pyridine ring and two oxygens of carboxylate.

Full text of DOI:10.1080/00958972.2010.508284

Journal of Coordination Chemistry
Vol. 63, No. 18, 20 September 2010, 3187–3197
Fe(III) and cobalt(II) coordination compounds of
5-bromo-6-methyl-2-morpholinepyrimidinium-4-amine
pyridine-2,6-dicarboxylate
HOSSEIN ESHTIAGH-HOSSEINI*, ZAKIEH YOUSEFI,
MARYAM SHAFIEE and MASOUD MIRZAEI
Department of Chemistry, School of Sciences, Ferdowsi University of
Mashhad, Mashhad 917791436, Iran
(Received 11 January 2010; in final form 13 May 2010)
New coordination compounds, (bmmpaH)[Fe(pydc)2] ꢀ (EtOH)0.8(H2O)0.2 (1), (8QH)
[Fe(pydc)2] ꢀ H2O (2), (2ampyH)2[Mn(pydc)2] ꢀ H2O (3), (2ampyH)[Cr(pydc)2](2ampy)0.5 ꢀ H2O
(4), [Co(H2O)5-ꢀ-(pydc)Co(pydc)] ꢀ 2H2O (5), [Ni(pydcH)2] ꢀ H2O (6), and [Cu(pydcH)2] (7),
where bmmpa, 8Q, 2ampy, pydcH2 are 5-bromo-6-methyl-2-morpholinepyrimidine-4-amine,
8-hydroxyquinoline, 2-amino-6-methylpyridine, and pyridine-2,6-dicarboxylic acid, respec-
tively, have been synthesized and structurally characterized by elemental analyses, infrared, UV
spectroscopic methods, and X-ray crystallography. Metal ions of 1 and 5 are six-coordinate
with distorted octahedral geometries. Compound 1 is an anionic mononuclear complex and 5 is
a binuclear compound constructed from cationic and anionic parts. The crystal data of 5 reveal
that the cationic part is formed by five terminal waters and one ꢀ-carboxylate oxygen O2 from
the anionic portion and the anionic complex is built from two deprotonated (pydc)2ꢁ moieties.
In the compounds, pydcH2 is tridentate by one nitrogen of pyridine ring and two oxygens of
carboxylate.
Keywords: Proton transfer compound; Pyridine-2,6-dicarboxylic acid; 5-Bromo-6-methyl-2-
morpholinepyrimidine-4-amine; 2-Aminopyridine; Crystal structure
1. Introduction
Aromatic multi-carboxylic acids have predictable and interesting supramolecular
properties and capability of forming hydrogen bonds. Pyridinedicarboxylic acids
(PDAs) as assembler ligands or proton donating in proton transfer methodology have
been increasingly used [1–10]. It should be noted that PDAs are present in many natural
products, such as alkaloids, vitamins, and co-enzymes, so their metal complexes can be
used as models in many research fields, especially in food chemistry [11]. Many
researchers have designed PDA derivatives to tune their coordination ability and
biological activity. For instance, 1 : 1 complex of Ca2þ–pydc2ꢁ is important in spore
resistance to many environmental stresses and in spore stability [12]. The (pydc)2ꢁ
possesses a variety of bonding abilities and exhibits strong hydrogen bonds during
*Corresponding author. Email: heshtiagh@um.ac.ir
Journal of Coordination Chemistry
ISSN 0095-8972 print/ISSN 1029-0389 online ß 2010 Taylor & Francis
DOI: 10.1080/00958972.2010.508284

3188
H. Eshtiagh-Hosseini et al.
complexation with metal ions [13]. For further understanding of coordination modes of
(pydc)2ꢁ and as a continuation of previously reported works [14–16], we applied
pydcH2 along with bmmpa, 8Q, and 2ampy moieties in reactions with first row metals
from IVB to IB groups. Herein, pydcH2 is a tridentate ligand by one nitrogen of
pyridine and two oxygens of carboxylates. The obtained data from X-ray crystallog-
raphy show that 1 contains a six-coordinate complex of Fe(III) with protonated bmmpa
and 5 is a binuclear complex of Co(II). Indeed, the bridging role of the carboxylic group
in 5 leads to a neutral complex. As an interesting feature, the bmmpa organic base in
discrete form is not soluble in water, but it is fully soluble in water in its counter-ionic
form in crystalline network of the synthesized coordination compound.
2. Experimental
2.1. Material and instruments
The bmmpa was synthesized according to scheme 1. Other reagents and chemicals were
purchased from commercial sources and used as received. Infrared (IR) spectra from
4000 to 600 cmꢁ1 were recorded on a Buck 500 scientific spectrometer using KBr discs.
UV spectra were obtained on an Agilent 8453 single-beam photodiode-array
H
H
N
O
N
O
O
OC H
2 5
S
O
NH
2
H2O, heat
EtOH
KOH
+
HN
O
ClCH2COOH
HN
S
NH
2
CH
3
OC H
2
5
CH
3
H
N
Cl
NH3, EtOH
(RT)
N
NH
Br
2
Cl
N
Cl
O
O
POCl3
DMF
Br2, H2O
N
N
HN
Br
Br
CH
3
CH
3
CH
O
3
N
N
NH
2
Morpholine, EtOH
N
Br
CH
3
Scheme 1. Synthetic path of bmmpa.

Fe(III) and cobalt(II) compounds
3189
spectrometer from 190 to 700 nm. Elemental analyses were carried out with a Thermo
Finnigan Flash-1112EA microanalyzer. Except for C, H, and N atoms, which were
measured by microanalyzer, the elements were measured by ICP method. The X-ray
diffraction data were collected with a Bruker SMART CCD diffractometer. Melting
points were determined using an Electro thermal IA-9100 apparatus and are not
corrected.
2.2. Synthesis of 1
A solution of Fe(NO3)3 ꢀ 9H2O (0.073 g, 0.180 mmol) in ethanol (5 mL) was added to a
solution of pydcH2 (0.060 g, 0.36 mmol) and bmmpa (0.05 g, 0.180 mmol) in ethanol
(5 mL) in 1 : 2 : 1 molar ratio. The resulting solution was refluxed at 50ꢂC for 3 h. After
one day, by slow evaporation at room temperature, light green crystals suitable for
X-ray measurements were obtained (yield 30%, m.p. 4300ꢂC). Anal. Calcd for
C24.60H25.20BrFeN6O10 (%): C, 42.16; H, 3.59; N, 11.99; Fe, 7.97; Br, 11.40. Found (%):
C, 39.83; H, 3.34; N, 11.71; Fe, 7.65; Br, 10.73. IR (KBr, cmꢁ1): 3500–3000(br),
1780(m), 1760(m), 1720(m), 1340(m), 1280(w), 1180(w), 1120(w), 1080(w), 1040(w),
920(w), 880(w), 780(w), 740(m), 680(m). UV (H2O): ꢁ(", 105): 220(0.13), 250(0.087),
275(0.0436), 300(0.0264).
2.3. Synthesis of 5
To 0.177 g (1.062 mmol) of pydcH2 and 0.050 g (0.531 mmol) of 2-aminopyridine in
8 mL of water, an aqueous solution containing 0.132 g (0.531 mmol) of
Co(OAc)2 ꢀ 4H2O was added dropwise. The latter mixture was stirred for 4 h at 70ꢂC.
By slow evaporation at room temperature, dark red crystals of the title compound
suitable for X-ray measurements were isolated after 28 days (yield 25%, m.p. 221ꢂC).
Anal. Calcd for C14H20Co2N2O15 (%): C, 29.30; H, 3.51; N, 4.88, Co, 20.52. Found
(%): C, 29.27; H, 3.50; N, 4.85; Co, 20.00. IR (KBr, cmꢁ1): 3372(br), 3220(br), 3106(br),
1730(s), 1642(vs), 1650-1550(vs, br), 1440(m), 1388(s), 767(m), 723(m), 682(m). UV
(H2O): ꢁ(", 105): 267(4.20).
2.4. Crystal structure determination and refinement
Suitable crystals of 1 and 5 for X-ray diffraction were grown by slow evaporation
of solvents at room temperature. X-ray diffraction experiments were carried out on a
Bruker SMART diffractometer with an APEX II CCD area detector (Mo-Ka
˚
radiation, graphite monochromator, ꢁ ¼ 0.71073 A). Diffracted data were corrected
for absorption using SADABS. Some software including APEX II (data collection),
SAINTþ (cell refinement and data reduction), and SHELXTL (version 6.2,
structure solution and refinement; molecular graphics and publication material) were
used [17, 18].

3190
H. Eshtiagh-Hosseini et al.
Figure 1. Molecular structure of 1; ellipsoids are shown at 50% probability.
3. Results and discussion
3.1. Description of molecular structures of 1 and 5
3.1.1. Structure of (bmmpaH)[Fe(pydc)2] E (EtOH)0.8(H2O)0.2 (1). The numbering
scheme of non-hydrogen atoms along with the thermal vibrational ellipsoids of 1 are
shown in figure 1. A summary of parameters for the data collection and refinements is
given in table 1. Selected bond distances, bond and torsion angles are given in table 2.
In addition, a list of hydrogen bonds is given in table 3. In the asymmetric unit, the
molecular structure of 1 contains [Fe(pydc)2]ꢁ, bmmpaHþ, ethanol, and water in
1 : 1 : 0.8 : 0.2 molar ratios, respectively. The [Fe(pydc)2]ꢁ anion has a significantly
distorted octahedral coordination formed by two tridentate (pydc)2ꢁ ligands (figure 1).
Most of the bond lengths and angles (table 2) are comparable to those reported for
[Fe(bpy)3][Fe(pydc)2]2 ꢀ (pydcH2)1/2 ꢀ 6.5H2O [19]. The mean bond length of Fe–O is
˚
ꢃ2.0221 A, similar to those previously reported [19]. In our recent studies on the
coordination behavior of pydcH2 and its ability in proton donation to different bases,
we synthesized (2-apym)[Cr(pydc)2] ꢀ 2H2O (2-apym is 2-aminopyrimidine) [20] in which
bond lengths and angles are comparable with 1. On the basis of torsion angles in the
anionic complex, the planes of tridentate ligands are quasi-perpendicular to each other.
Intermolecular forces between the anionic and cationic units in this complex consist of
hydrogen bonding, ꢂ ꢀ ꢀ ꢀ ꢂ stacking, and ion pairing. The most important is CꢁH ꢀ ꢀ ꢀ ꢂ

Fe(III) and cobalt(II) compounds
3191
Table 1. Crystal data and structure refinement parameters for 1 and 5.
Compound
1
C24.60H25.20BrFeN6O10
700.67
120(2)
5
Empirical formula
Formula weight
Temperature (K)
C14H20Co2N2O15
574.18
120(2)
˚
Wavelength (A)
0.71073
Triclinic
ꢀ
P1
0.71073
Monoclinic
P21/c
Crystal system
Space group
Unit cell dimensions (A,
ꢂ
˚
)
a
b
c
ꢃ
ꢄ
ꢅ
Z
8.9305(6)
8.3597(5)
27.1800(16)
9.5926(6)
90.00
98.1270(10)
90.00
13.0051(9)
13.2143(2)
110.6290(10)
102.4070(10)
93.6120(10)
2
4
1.617
Absorption coefficient (mmꢁ1
Crystal size (mm3)
)
2.053
0.55 ꢄ 0.40 ꢄ 0.12
0.33 ꢄ 0.30 ꢄ 0.29
Calculated density (Mg mꢁ3
F(000)
)
1.678
712
1.768
1168
ꢆ range for data collection
Index ranges
1.69–28.00
ꢁ11 ꢅ h ꢅ 11,
ꢁ17 ꢅ k ꢅ 17,
ꢁ17 ꢅ l ꢅ 17
14,313/6659
[R(int) ¼ 0.0224]
2.27–28.99
ꢁ11 ꢅ h ꢅ 11,
ꢁ37 ꢅ k ꢅ 37,
ꢁ13 ꢅ l ꢅ 13
31,547/5730
[R(int) ¼ 0.0332]
Reflections collected
Refinement method
Data/restraints/parameters
Final R indices [I 4 2ꢇ(I )]
Full-matrix least-squares on F 2 Full-matrix least-squares on F 2
6659/0/413
R1 ¼ 0.0293,
5730/0/298
R1 ¼ 0.0326,
wR2 ¼ 0.0661
1.113 and ꢁ0.45
wR2 ¼ 0.0807
0.552 and ꢁ0.464
ꢁ3
˚
Largest difference peak and hole (e A
)
Table 2. Selected bond lengths and angles for 1 and 5.
(bmmpaH)[Fe(pydc)2] ꢀ (EtOH)0.8(H2O)0.2 (1)
Fe1–O3
Fe1–O1
2.0346(12)
2.0203(12)
2.0157(12)
2.0179(12)
173.726(94)
75.94(5)
Fe1–N1
Fe1–N2
N2–Fe1–O5
N2–Fe1–O7
O5–Fe1–O7
2.0578(14)
2.0612(14)
76.09(5)
Fe1–O5
Fe1–O7
75.98(5)
N1–Fe1–N2
N1–Fe1–O3
N1–Fe1–O1
O1–Fe1–O3
151.54(5)
89.50(13)
ꢁ91.38(12)
O1–Fe1–O7–C14
O1–Fe1–O5–C8
76.00(5)
151.94(5)
[Co(H2O)5-ꢀ-(pydc)Co(pydc)] ꢀ 2H2O (5)
Co2–O1 W
Co2–O2 W
2.0542(15)
Co1–O4
Co1–O5
Co1–O8
Co1–N1
Co1–N2
O2–C1
O6–C8
O1–Co1–O8
O1–Co1–O5
O1–Co1–N1
O8–Co1–O5
O4–Co1–N1
O8–Co1–N2
O5–Co1–N2
N1–Co2–N2
2.1801(14)
2.1135(15)
2.1730(15)
2.0257(17)
2.01661(17)
1.248(2)
1.247(3)
96.85(6)
97.38(6)
76.19(6)
149.87(6)
75.58(6)
75.72(6)
76.52(6)
171.95(7)
2.0522(16)
2.1690(15)
2.0851(15)
2.0872(15)
2.0912(14)
2.2153(14)
79.78(6)
Co2–O3 W
Co2–O4 W
Co2–O5 W
Co2–O2
Co1–O1
O2–Co2–O1 W
O2–Co2–O2 W
O2–Co2–O3 W
O2–Co2–O4 W
O2–Co2–O5 W
O1 W–Co2–O4 W
O2 W–Co2–O3 W
Co2–O2–C1
87.09(6)
95.53(6)
90.39(6)
170.49(6)
168.69(6)
176.58(6)
132.75(14)

3192
H. Eshtiagh-Hosseini et al.
Table 3. Hydrogen bonds for 1 and 5.
D–H ꢀ ꢀ ꢀ A
d(D–H)
d(H ꢀ ꢀ ꢀ A)
d(D ꢀ ꢀ ꢀ A)
ff(DHA)
(bmmpaH)[Fe(pydc)2] ꢀ (EtOH)0.8(H2O)0.2 (1)
N(3)–H(1N3) ꢀ ꢀ ꢀ O(4)#1
N(6)–H(1N6) ꢀ ꢀ ꢀ Br(1)
N(6)–H(1N6) ꢀ ꢀ ꢀ O(2)#2
N(6)–H(2N6) ꢀ ꢀ ꢀ O(7)
O(1 S)–H(1SO) ꢀ ꢀ ꢀ O(6)#3
0.9
1.99
2.72
2.09
2.12
2.02
2.870(2)
3.094(2)
2.808(2)
2.918(2)
2.853(2)
167
108
142
156
166
0.85
0.85
0.85
0.85
[Co(H2O)5-ꢀ-(pydc)Co(pydc)] ꢀ 2H2O (5)
O(1 W)–H(1WA) ꢀ ꢀ ꢀ O(3)#1
O(1 W)–H(1WB) ꢀ ꢀ ꢀ O(6 W)
O(2 W)–H(2WA) ꢀ ꢀ ꢀ O(6)#2
O(2 W)–H(2WB) ꢀ ꢀ ꢀ O(6 W)#3
O(3 W)–H(3WA) ꢀ ꢀ ꢀ O(3)#4
O(3 W)–H(3WB) ꢀ ꢀ ꢀ O(8)#5
O(4 W)–H(4WA) ꢀ ꢀ ꢀ O(7)#5
O(4 W)–H(4WB) ꢀ ꢀ ꢀ O(1)
0.85
0.85
0.85
0.85
0.85
0.85
0.85
0.85
0.85
0.85
0.85
0.85
0.85
0.85
1.79
2.17
1.87
1.98
1.83
1.97
1.86
1.98
1.93
1.81
2.06
2.22
1.93
1.96
2.637(2)
2.943(2)
2.715(2)
2.821(2)
2.6755(19)
2.787(2)
2.698(2)
2.818(2)
2.764(2)
2.654(2)
2.898(2)
3.016(2)
2.775(2)
2.767(2)
174
152
172
169
171
159
169
168
167
175
169
156
174
158
O(5 W)–H(5WA) ꢀ ꢀ ꢀ O(4)#1
O(5 W)–H(5WB) ꢀ ꢀ ꢀ O(7 W)#2
O(6 W)–H(6WA) ꢀ ꢀ ꢀ O(3 W)#6
O(6 W)–H(6WB) ꢀ ꢀ ꢀ O(5)#4
O(7 W)–H(7WA) ꢀ ꢀ ꢀ O(7)#7
O(7 W)–H(7WB) ꢀ ꢀ ꢀ O(6)
Symmetry codes for 1: #1: ꢁ x, ꢁy þ 1, ꢁz þ 1; #2: ꢁx þ 1, ꢁy, ꢁz þ 1; #3: ꢁ x, ꢁy, ꢁz; for 5: #1: x ꢁ 1, y, z ꢁ 1; #2: x, y,
z ꢁ 1; #3: ꢁx þ 1, ꢁy þ 1, ꢁz; #4: ꢁx þ 1, ꢁy þ 1, ꢁz þ 1; #5: x ꢁ 1, y, z #6: ꢁ x, ꢁy þ 1, ꢁz #7: x ꢁ 1, ꢁy þ 3/2, z þ ½.
˚
interaction at 3.483 A (figure 2), formed between hydrogen of ethanol and ꢂ-electrons
of pyridine of (pydc)2ꢁ. Figure 3 shows the packing diagram of 1. By considering this
pattern, we can conclude that this compound contains a layer structure formed by
anionic complex connected via H-bonds. The arrangement of these layers makes space
for organic molecules.
3.1.2. Structure of [Co(H2O)5-l-(pydc)Co(pydc)] E 2H2O (5). The numbering scheme
of the non-hydrogen atoms along with the thermal vibrational ellipsoids of 5 are shown
in figure 4. A summary of parameters for data collection and refinement is given in
table 1. Selected bond distances, angles, and torsion angles are given in table 2 and a list
of hydrogen bonds in table 3. In the asymmetric unit the molecular structure of 5
contains [Co(H2O)5-ꢀ-(pydc)Co(pydc)], a binuclear Co(II) complex which exhibits an
extended hydrogen bonding network. The coordination environment around Co(II) is
distorted octahedral (figure 4) with the cationic portion of 5 a centrosymmetric complex
with the center of inversion lying on Co(2). There are two crystallographically
independent Co(II)’s. Compound 5 consists of asymmetric dimeric units with
independent Co(1)/Co(2) centers. The cationic part is formed by a six-coordinate
Co(2) with distorted octahedral geometry filled by five terminal waters and one
ꢀ-carboxylate O2 from the anionic portion of the compound. The anionic moiety
comprises a distorted octahedral Co(1) with two deprotonated carboxylate moieties as
tridentate chelates. The binding of (pydc)2ꢁ involves the five-membered chelate rings as
Co1–O1–C1–C2–N1, Co1–O4–C7–C6–N1, Co1–O8–C14–C13–N2, and Co1–O5–C8–
˚
C9–N2 with O–Co–N bite angles of 76.19(6), 75.58(6), 75.72(6), and 76.52(6) A,

Fe(III) and cobalt(II) compounds
3193
Figure 2. Schematic representation of CꢁH ꢀ ꢀ ꢀ ꢂ interaction in 1.
Figure 3. Packing diagram of 1. Dashed lines are hydrogen bonds.
respectively, reduced significantly from the expected octahedral 90ꢂ (figure 4). The
distortion around Co(1) reflects in Co–O bond distances which vary from 2.2153(14) to
˚
2.1135(15) A for Co1–O1 and Co1–O5, respectively. A slight deviation in the Co–O
˚
distances between two carboxylates (average: 0.054 A) is observed in 5. The
[Co(H2O)5]2þ unit is less distorted from ideal in comparison with [Co(pydc)2]2ꢁ. The
˚
length of the Co2–O2 bond (2.0912 A) which combines cationic and anionic parts of
˚
compound is equal to the average Co–OH2 bond length of 2.08954 A calculated from
Co2–O1w, Co2–O2w, Co2–O3w, Co2–O4w, and Co–O5w bond distances. The
connection of the cationic and anionic parts of 5 is additionally stabilized by an
˚
intramolecular O4w–H4w ꢀ ꢀ ꢀ O1 hydrogen bond of ca 1.9800 A between one coordi-
nated water and one carboxylate oxygen forming a chelating Co2–O4w ꢀ ꢀ ꢀ O1–C1–O2
ring with O4w–Co2–O2 bite angle of 90.39(6)ꢂ. Extensive intra- and inter-molecular O–
H ꢀ ꢀ ꢀ O hydrogen bonds are also formed by coordinated (O1w–O5w) and two
crystallization waters (O6w and O7w) and carboxylate oxygens stabilizing the
crystalline network. In summary, Co(1) is equatorially coordinated to two (pydc)2ꢁ

3194
H. Eshtiagh-Hosseini et al.
Figure 4. Molecular structure of 5; ellipsoids are shown at 50% probability. Dashed lines are hydrogen
bonds.
through two nitrogens and four oxygens. As can be seen from the packing diagram of 5
(figure 5), there is hydrogen bonding in the crystal lattice (table 3) that stabilizes the
crystal packing.
3.2. Spectroscopic characterization
3.2.1. IR spectroscopy. IR spectra of complexes containing pydcH2 have character-
istic absorption bands. The main IR spectral data are given in table 4. The most
definitive feature in 1 is the presence of asymmetric and symmetric carboxylate
stretching frequencies at 1600 and 1340 cmꢁ1, respectively [11]. The separation between
ꢈas(COOꢁ) and ꢈs(COOꢁ) has often been used to diagnose coordination modes [21] with
unidentate carboxylate 4200 and 5200 cmꢁ1 for bidentate. Thus, the separation of
260 cmꢁ1 in the Fe(III) complex indicates a unidentate coordination mode. The ꢉ(O–C–
O) in plane deformation vibration of (pydc)2ꢁ ring occurs at 740 cmꢁ1 and wagging
vibrations of rings are located at 680 and 740 cmꢁ1 [13]. The band at 3100 cmꢁ1 is due to
C–H stretching vibration and stretching frequency of pyrimidine is 920 cmꢁ1. The
observed IR bands for 2–7 are similar to the reported bands for 1. The similarity of IR

Fe(III) and cobalt(II) compounds
3195
Figure 5. Packing diagram of 5. Dashed lines are hydrogen bonds.
data and elemental analyses for 6 and 7 may support these compounds being
isomorphic.
3.2.2. UV spectra. The UV spectrum of 1 involved bands at 200, 250, 275, and 300 nm
which may be attributed to n ! ꢂ*, interligand transfer of bmmpa, ꢂ ! ꢂ*, and charge
transfer transitions, respectively. The electronic absorption spectrum of 5 in aqueous
solution exhibits a band at 267 nm in the UV region which is assigned to a ꢂ–ꢂ*
transition [22].
4. Conclusion
For better understanding of coordination modes of pydcH2 in the presence of organic
spacers, we synthesized and structurally characterized seven complexes based upon
pydcH2 ligand. Different interactions resulting from ion-pairing, CꢁH ꢀ ꢀ ꢀ ꢂ and ꢂ ꢀ ꢀ ꢀ ꢂ
stacking interactions, and hydrogen bonding play essential roles in the construction of
3-D layered networks of 1 and 5. Indeed, in all of these synthesized complexes, pydcH2
is tridentate. All prepared compounds were characterized by some physico-chemical
approaches for determining their chemical formula. The obtained results (melting point,
elemental analyses, IR, ICP, and UV) for compounds 2–4, 6, and 7 are gathered in
table 4. Many aspects of these coordination compounds, such as single crystal X-ray
structure determination and biological studies, remain to be investigated as we intend to
do in the near future.

3196
H. Eshtiagh-Hosseini et al.

Fe(III) and cobalt(II) compounds
3197
Supplementary material
Crystallographic data for these two structures have been deposited with the Cambridge
Crystallographic Data Center, CCDC 752206 for 1 and CCDC 730752 for 5. Copies of
the data can be obtained free of charge on application to the Director, CCDC, 12
Union Road, Cambridge CB2 1EZ, UK (Fax: int. code þ(1223)336-033; Email for
inquiry: fileserv@ccdc.cam.ac.uk; Email for deposition: deposit@ccdc.cam.ac.uk).
Acknowledgment
Ferdowsi University of Mashhad for financial support is gratefully acknowledged.
References
[1] J.R. Li, Y. Tao, X.H. Bu. Cryst. Growth Des., 6, 2493 (2006).
[2] H. Aghabozorg, F. Manteghi, S. Sheshmani. J. Iran. Chem. Soc., 5, 184 (2008).
[3] B. Masci, P. Thuery. Cryst. Growth Des., 8, 1689 (2008).
[4] H. Aghabozorg, M. Ghdermazi, J. Attar Gharamaleki. Anal. Sci., 23, x209 (2007).
[5] W. Starosta, H. Ptasiewicz-Bak, J. Leciejewicz. J. Coord. Chem., 55, 873 (2002).
[6] X. Hu, Y. Li, Y. Wang, W. Du, J. Guo. J. Coord. Chem., 62, 3438 (2009).
[7] H. Aghabozorg, F. Manteghi, M. Ghadermazi, M. Mirzaei, A.R. Salimi, H. Eshtiagh-Hosseini. J. Iran.
Chem. Soc., 2 (2010).
[8] C.-Z. Xie, B. Yu, X.-Q. Wang, R.-J. Wang, G.-Q. Shen, D.-Z. Shen. J. Coord. Chem., 59, 2005 (2006).
[9] H. Aghabozorg, E. Motyeian, R. Khadivi, M. Ghadermazi, F. Manteghi. Acta Cryst., E64, m320 (2008).
[10] H. Aghabozorg, R. Khadivi, M. Ghadermazi, H. Pasdar, S. Hooshmand. Acta Cryst., E64, m267 (2008).
[11] H. Aghabozorg, M. Ghadermazi, B. Nakhjavan, F. Manteghi. J. Chem. Crystallogr., 38, 135 (2008).
[12] S.-S. Huang, D. Chen, P.L. Pelczar, V.R. Vepachedu, P. Setlow, Y.-Q. Li. J. Bacteriol., 189, 4681 (2007).
[13] A.T. Colak, O.Z. Yesilel, T. Hoˆ kelek, E. Sahin. Struct. Chem., 19, 285 (2008).
[14] M. Ranjbar, A. Moghimi, H. Aghabozorg, G.P.A. Yap. Anal. Sci., 18, 219 (2002).
[15] F. Ramezanipour, H. Aghabozorg, A. Shokrollahi, M. Shamsipur, H. Stoeckli-Evans, J. Soleimannejad,
S. Sheshmani. J. Mol. Struct., 779, 77 (2005).
[16] H. Aghabozorg, F. Manteghi, M. Ghadermazi, M. Mirzaei, A.R. Salimi, A. Shokrollahi, S. Derki,
H. Eshtiagh-Hosseini. J. Mol. Struct., 919, 381 (2009).
[17] Bruker. SAINTþ (Version 6.2), Data Reduction and Correction Program, Bruker AXS, Madison,
Wisconsin, USA (2001).
[18] (a) G.M. Sheldrick. SHELXTL (Version 6.12), Structure Determination Software Suite, Bruker AXS,
Madison, Wisconsin, USA (2001). (b) Bruker. APEX II Software Package (Version 1.27). Bruker
Molecular Analysis Research Tool, Bruker AXS, Madison, Wisconsin, USA (2005).
[19] H. Aghabozorg, F. Mohammad Panah, E. Sadr-Khanlou. Anal. Sci., 23, x139 (2007).
[20] H. Eshtiagh-Hosseini, Z. Yousefi, M. Mirzaei, Y.-G. Chen, S.A. Beyramabadi, A. Shokrollahi,
R. Aghaei. J. Mol. Struct., 973, 1 (2010).
[21] I. Ucar, B. Karabulut, A. Bulut, O. Buyukgungor. J. Mol. Struct., 834–836, 336 (2007).
[22] L. Wasylina, E. Kucharska, Z. Weglinski, A. Puszko. Chem. Heterocycl. Comp., 35, 186 (1999).

Copyright of Journal of Coordination Chemistry is the property of Taylor & Francis Ltd and its content may not
be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written
permission. However, users may print, download, or email articles for individual use.