catena-Poly[[[diaqua-copper(II)]-μ-quinoline-2,3-dicarboxyl-ato-κ(3)N,O(2):O(3)] monohydrate].

In the title compound, {[Cu(C(11)H(5)NO(4))(H(2)O)(2)]·H(2)O}(n), the Cu(II) ion is five-coordinated by two O atoms and one N atom of two symmetry-related quinoline-2,3-dicarboxyl-ate ligands, and two water mol-ecules. The water mol-ecules occupy basal and apical positions of the square-pyramidal coordination polyhedron. Each quinoline-2,3-dicarboxyl-ate dianion bridges two adjacent Cu(II) ions, forming a polymeric chain along [010]. The chains are further connected via O-H⋯O hydrogen-bonding inter-actions and quinoline ring π-π inter-actions [centroid-centroid distance = 3.725 (4) Å], generating a three-dimensional structure. Lattice water mol-ecules participate in the crystal structure via O-H⋯O hydrogen bonds.

Related literature

For background to complexes based on quinoline-2,3-dicarboxylic acid, see: Li & Liu (2010 ▶).

Experimental

Crystal data

[Cu(C11H5NO4)(H2O)2]·H2O

M = 332.76

Triclinic,

a = 7.0284 (14) Å

b = 7.5836 (15) Å

c = 13.276 (3) Å

α = 104.74 (3)°

β = 91.19 (3)°

γ = 116.03 (3)°

V = 607.7 (2) Å3

Z = 2

Mo Kα radiation

μ = 1.83 mm−1

T = 293 K

0.43 × 0.34 × 0.20 mm

Data collection

Rigaku R-AXIS RAPID diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.763, T max = 0.854

5813 measured reflections

2696 independent reflections

2382 reflections with I > 2σ(I)

R int = 0.048

Refinement

R[F 2 > 2σ(F 2)] = 0.037

wR(F 2) = 0.104

S = 1.10

2696 reflections

199 parameters

10 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.73 e Å−3

Δρmin = −0.74 e Å−3

Data collection: RAPID-AUTO (Rigaku, 1998 ▶); cell refinement: RAPID-AUTO; data reduction: CrystalStructure (Rigaku/MSC, 2004 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Click here for additional data file.

Crystal structure: contains datablock(s) global, I. DOI: 10.1107/S1600536812043206/bh2454sup1.cif

Click here for additional data file.

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812043206/bh2454Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Cu(C11H5NO4)(H2O)2]·H2O	Z = 2
Mr = 332.76	F(000) = 338
Triclinic, P1	Dx = 1.818 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.0284 (14) Å	Cell parameters from 5355 reflections
b = 7.5836 (15) Å	θ = 3.1–27.5°
c = 13.276 (3) Å	µ = 1.83 mm−1
α = 104.74 (3)°	T = 293 K
β = 91.19 (3)°	Block, blue
γ = 116.03 (3)°	0.43 × 0.34 × 0.20 mm
V = 607.7 (2) Å3

Rigaku R-AXIS RAPID diffractometer	2696 independent reflections
Radiation source: fine-focus sealed tube	2382 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.048
ω scans	θmax = 27.5°, θmin = 3.1°
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	h = −8→9
Tmin = 0.763, Tmax = 0.854	k = −9→8
5813 measured reflections	l = −17→17

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)] = 0.037	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.104	H atoms treated by a mixture of independent and constrained refinement
S = 1.10	w = 1/[σ2(Fo2) + (0.0501P)2 + 0.4308P] where P = (Fo2 + 2Fc2)/3
2696 reflections	(Δ/σ)max < 0.001
199 parameters	Δρmax = 0.73 e Å−3
10 restraints	Δρmin = −0.74 e Å−3
0 constraints

	x	y	z	Uiso*/Ueq
Cu	0.30340 (5)	0.43833 (4)	0.17117 (2)	0.02367 (13)
O1	0.2017 (5)	0.8429 (3)	0.07483 (18)	0.0454 (6)
O2	0.3062 (4)	0.6111 (3)	0.08503 (16)	0.0323 (5)
O3	−0.0584 (3)	1.0076 (3)	0.20096 (18)	0.0351 (5)
O4	0.2863 (3)	1.2456 (3)	0.24768 (16)	0.0279 (4)
OW1	0.6719 (4)	0.5956 (4)	0.2208 (2)	0.0448 (6)
H1	0.723 (7)	0.518 (5)	0.198 (4)	0.067*
H2	0.733 (7)	0.701 (4)	0.205 (4)	0.067*
OW2	0.2962 (5)	0.2398 (4)	0.0373 (2)	0.0465 (6)
H3	0.292 (7)	0.126 (5)	0.042 (4)	0.070*
H4	0.406 (6)	0.284 (6)	0.003 (4)	0.070*
OW3	−0.1618 (5)	0.3035 (4)	0.1425 (2)	0.0516 (7)
H5	−0.185 (8)	0.265 (7)	0.0779 (15)	0.077*
H6	−0.140 (8)	0.226 (6)	0.166 (3)	0.077*
N	0.2639 (3)	0.6617 (3)	0.28625 (17)	0.0193 (4)
C1	0.1293 (4)	1.0719 (4)	0.2397 (2)	0.0229 (5)
C2	0.1836 (4)	0.9435 (4)	0.2947 (2)	0.0195 (5)
C3	0.1917 (4)	0.9836 (4)	0.4014 (2)	0.0216 (5)
H3A	0.1706	1.0930	0.4396	0.026*
C4	0.2314 (4)	0.8615 (4)	0.4539 (2)	0.0208 (5)
C5	0.2409 (4)	0.8966 (4)	0.5644 (2)	0.0259 (6)
H5A	0.2254	1.0074	0.6055	0.031*
C6	0.2726 (5)	0.7685 (5)	0.6109 (2)	0.0306 (6)
H6A	0.2771	0.7918	0.6833	0.037*
C7	0.2985 (5)	0.6019 (5)	0.5502 (2)	0.0312 (6)
H7A	0.3172	0.5143	0.5827	0.037*
C8	0.2966 (5)	0.5668 (4)	0.4442 (2)	0.0277 (6)
H8A	0.3183	0.4581	0.4056	0.033*
C9	0.2620 (4)	0.6941 (4)	0.3922 (2)	0.0200 (5)
C10	0.2271 (4)	0.7826 (4)	0.2399 (2)	0.0201 (5)
C11	0.2456 (5)	0.7447 (4)	0.1240 (2)	0.0255 (6)

	U11	U22	U33	U12	U13	U23
Cu	0.0347 (2)	0.02115 (19)	0.0221 (2)	0.01646 (16)	0.00703 (14)	0.01064 (13)
O1	0.095 (2)	0.0415 (12)	0.0239 (12)	0.0488 (14)	0.0131 (12)	0.0165 (9)
O2	0.0555 (13)	0.0351 (11)	0.0250 (11)	0.0322 (11)	0.0176 (10)	0.0170 (9)
O3	0.0349 (11)	0.0418 (12)	0.0381 (13)	0.0222 (10)	0.0005 (9)	0.0186 (10)
O4	0.0396 (11)	0.0189 (9)	0.0266 (11)	0.0122 (9)	0.0022 (8)	0.0112 (8)
OW1	0.0312 (12)	0.0355 (12)	0.0668 (19)	0.0131 (11)	0.0090 (11)	0.0173 (12)
OW2	0.0751 (18)	0.0352 (12)	0.0353 (12)	0.0300 (13)	0.0176 (12)	0.0108 (8)
OW3	0.084 (2)	0.0524 (15)	0.0269 (13)	0.0385 (15)	0.0068 (13)	0.0121 (11)
N	0.0243 (10)	0.0177 (10)	0.0182 (11)	0.0109 (9)	0.0034 (8)	0.0071 (8)
C1	0.0340 (14)	0.0258 (13)	0.0168 (13)	0.0200 (12)	0.0052 (10)	0.0071 (10)
C2	0.0198 (11)	0.0191 (11)	0.0223 (13)	0.0092 (10)	0.0029 (9)	0.0099 (9)
C3	0.0235 (12)	0.0233 (12)	0.0217 (14)	0.0138 (11)	0.0042 (10)	0.0072 (10)
C4	0.0171 (11)	0.0252 (12)	0.0224 (14)	0.0100 (10)	0.0044 (9)	0.0100 (10)
C5	0.0257 (13)	0.0348 (14)	0.0221 (14)	0.0170 (12)	0.0064 (10)	0.0103 (11)
C6	0.0302 (14)	0.0482 (17)	0.0208 (14)	0.0203 (14)	0.0078 (11)	0.0176 (12)
C7	0.0339 (15)	0.0401 (16)	0.0292 (16)	0.0198 (14)	0.0044 (12)	0.0202 (13)
C8	0.0349 (14)	0.0287 (13)	0.0258 (15)	0.0176 (13)	0.0025 (11)	0.0128 (11)
C9	0.0213 (11)	0.0208 (11)	0.0198 (13)	0.0098 (10)	0.0024 (9)	0.0089 (9)
C10	0.0249 (12)	0.0202 (11)	0.0182 (13)	0.0111 (10)	0.0026 (9)	0.0090 (9)
C11	0.0378 (15)	0.0224 (12)	0.0197 (14)	0.0154 (12)	0.0053 (11)	0.0088 (10)

Cu—O2	1.9403 (19)	C5—C6	1.365 (4)
Cu—O4i	1.9463 (19)	C5—H5A	0.9300
Cu—OW2	1.999 (3)	C11—C10	1.511 (4)
Cu—N	2.096 (2)	C7—C8	1.362 (4)
Cu—OW1	2.320 (3)	C7—C6	1.403 (4)
O2—C11	1.264 (3)	C7—H7A	0.9300
OW2—H3	0.872 (18)	C10—C2	1.413 (4)
OW2—H4	0.888 (18)	C6—H6A	0.9300
N—C10	1.332 (3)	C8—H8A	0.9300
N—C9	1.367 (3)	OW3—H5	0.820 (19)
OW1—H1	0.813 (18)	OW3—H6	0.803 (18)
OW1—H2	0.810 (18)	C2—C3	1.365 (4)
O1—C11	1.231 (3)	C2—C1	1.517 (3)
C9—C8	1.416 (3)	C3—H3A	0.9300
C9—C4	1.430 (4)	C1—O3	1.234 (4)
C4—C3	1.403 (4)	C1—O4	1.270 (3)
C4—C5	1.418 (4)	O4—Cuii	1.9463 (19)
O2—Cu—O4i	175.29 (9)	C4—C5—H5A	119.8
O2—Cu—OW2	86.24 (10)	O1—C11—O2	125.0 (3)
O4i—Cu—OW2	89.79 (10)	O1—C11—C10	119.1 (2)
O2—Cu—N	81.69 (8)	O2—C11—C10	115.9 (2)
O4i—Cu—N	101.87 (8)	C8—C7—C6	120.8 (3)
OW2—Cu—N	165.40 (10)	C8—C7—H7A	119.6
O2—Cu—OW1	95.74 (10)	C6—C7—H7A	119.6
O4i—Cu—OW1	87.18 (9)	N—C10—C2	123.3 (2)
OW2—Cu—OW1	95.84 (12)	N—C10—C11	115.7 (2)
N—Cu—OW1	93.51 (10)	C2—C10—C11	120.9 (2)
C11—O2—Cu	116.02 (17)	C5—C6—C7	120.5 (3)
Cu—OW2—H3	117 (3)	C5—C6—H6A	119.7
Cu—OW2—H4	116 (3)	C7—C6—H6A	119.7
H3—OW2—H4	101 (2)	C7—C8—C9	120.8 (3)
C10—N—C9	119.2 (2)	C7—C8—H8A	119.6
C10—N—Cu	108.84 (17)	C9—C8—H8A	119.6
C9—N—Cu	131.95 (17)	H5—OW3—H6	112 (3)
Cu—OW1—H1	112 (3)	C3—C2—C10	118.0 (2)
Cu—OW1—H2	113 (3)	C3—C2—C1	119.3 (2)
H1—OW1—H2	111 (3)	C10—C2—C1	122.7 (2)
N—C9—C8	120.9 (2)	C2—C3—C4	120.7 (2)
N—C9—C4	120.7 (2)	C2—C3—H3A	119.6
C8—C9—C4	118.4 (2)	C4—C3—H3A	119.6
C3—C4—C5	122.9 (2)	O3—C1—O4	127.4 (2)
C3—C4—C9	118.0 (2)	O3—C1—C2	118.7 (2)
C5—C4—C9	119.1 (2)	O4—C1—C2	113.6 (2)
C6—C5—C4	120.3 (3)	C1—O4—Cuii	127.31 (19)
C6—C5—H5A	119.8

D—H···A	D—H	H···A	D···A	D—H···A
OW1—H1···OW3iii	0.81 (2)	2.11 (2)	2.916 (4)	177 (4)
OW1—H2···O3iii	0.81 (2)	2.15 (2)	2.944 (3)	166 (5)
OW2—H3···O1i	0.87 (2)	2.12 (2)	2.962 (3)	163 (4)
OW2—H4···O2iv	0.89 (2)	2.29 (2)	3.174 (3)	178 (4)
OW3—H5···O1v	0.82 (2)	1.96 (2)	2.775 (4)	170 (5)
OW3—H6···O3i	0.80 (2)	2.12 (2)	2.909 (3)	169 (5)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
OW1—H1⋯OW3i	0.81 (2)	2.11 (2)	2.916 (4)	177 (4)
OW1—H2⋯O3i	0.81 (2)	2.15 (2)	2.944 (3)	166 (5)
OW2—H3⋯O1ii	0.87 (2)	2.12 (2)	2.962 (3)	163 (4)
OW2—H4⋯O2iii	0.89 (2)	2.29 (2)	3.174 (3)	178 (4)
OW3—H5⋯O1iv	0.82 (2)	1.96 (2)	2.775 (4)	170 (5)
OW3—H6⋯O3ii	0.80 (2)	2.12 (2)	2.909 (3)	169 (5)

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) .