catena-Poly[[[diaqua­sodium]-di-μ-aqua] 2-(2-pyrid­yl)quinoline-4-carboxyl­ate]

Hao, H.-J.; Lin, C.-W.; Yin, X.-H.; Hu, F.-L.; Zhuang, Y.

doi:10.1107/S1600536809053999

metal-organic compounds

CRYSTALLOGRAPHIC
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ISSN: 2056-9890

Volume 66| Part 2| February 2010| Page m113

https://doi.org/10.1107/S1600536809053999

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catena-Poly[[[diaquasodium]-di-μ-aqua] 2-(2-pyridyl)quinoline-4-carboxylate]

Hu-Jun Hao,^a,^b Cui-Wu Lin,^b Xian-Hong Yin,^a ^* Fei-Long Hu ^a and Yue Zhuang ^a

^aCollege of Chemistry and Ecological Engineering, Guangxi University for Nationalities, Nanning 530006, People's Republic of China, and ^bSchool of Chemistry & Chemical Engineering, Guangxi University, Nanning 530004, People's Republic of China
^*Correspondence e-mail: yxhphd@163.com

(Received 11 November 2009; accepted 15 December 2009; online 9 January 2010)

In the title compound, [Na(H₂O)₄](C₁₅H₉N₂O₂), the Na⁺ ion is coordinated by six water molecules in an octahedral geometry. The NaO₆ octahedra are connected by sharing edges, forming a cationic chain along the b-axis direction. O—H⋯O and O—H⋯N hydrogen bonds link the chains and the 2-(2-pyridyl)quinoline-4-carboxylate anions into a two-dimensional network parallel to (100).

Related literature

For the syntheses of sodium 2-(2-pyridyl)quinoline-4-carboxylate and 2-(2-pyridyl)quinoline-4-carboxylic acid, see: Bass et al. (1997 ); Convers et al. (2004 ). For the structures of 2-(2-pyridyl)-4-methylcarboxyquinoline and its Ru complex, see: Farah et al. (2003 ).

Experimental

Crystal data

[Na(H₂O)₄](C₁₅H₉N₂O₂)
M_r = 344.30
Monoclinic, P 2₁ /c
a = 19.0409 (17) Å
b = 5.2987 (5) Å
c = 16.8305 (16) Å
β = 103.107 (5)°
V = 1653.8 (3) Å³
Z = 4
Mo Kα radiation
μ = 0.13 mm⁻¹
T = 296 K
0.43 × 0.35 × 0.30 mm

Data collection

Siemens SMART 1000 CCD diffractometer
Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ) T_min = 0.944, T_max = 0.962
14472 measured reflections
3647 independent reflections
2902 reflections with I > 2σ(I)
R_int = 0.028

Refinement

R[F² > 2σ(F²)] = 0.035
wR(F²) = 0.103
S = 1.05
3647 reflections
218 parameters
H-atom parameters constrained
Δρ_max = 0.30 e Å⁻³
Δρ_min = −0.19 e Å⁻³

Table 1
Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O3—H50⋯N2	0.85	2.02	2.8657 (14)	172
O3—H51⋯O2ⁱ	0.85	1.92	2.7722 (14)	174
O4—H4A⋯O5ⁱ	0.85	1.98	2.8222 (14)	172
O4—H4B⋯O1ⁱⁱ	0.85	1.91	2.7494 (14)	171
O5—H5A⋯O2	0.82	2.04	2.8093 (14)	156
O5—H5B⋯O2ⁱⁱ	0.85	1.97	2.8243 (13)	178
O6—H6A⋯O1ⁱⁱⁱ	0.85	2.10	2.8914 (14)	156
O6—H6B⋯O3^iv	0.85	2.00	2.8321 (14)	168
Symmetry codes: (i) x, y-1, z; (ii) $[-x+1, y-{\script{1\over 2}}, -z+{\script{1\over 2}}]$ ; (iii) $[x, -y+{\script{5\over 2}}, z+{\script{1\over 2}}]$ ; (iv) x, y+1, z.

Data collection: SMART (Siemens, 1996 ); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999 ); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Supporting information

Crystal structure: contains datablocks I, global. DOI: https://doi.org/10.1107/S1600536809053999/hy2255sup1.cif

Structure factors: contains datablock I. DOI: https://doi.org/10.1107/S1600536809053999/hy2255Isup2.hkl

checkCIF report

Comment top

2-(2-pyridyl)quinoline-4-carboxylic acid is a 2,2'-bipyridyl-like ligand containing a carboxylate substituent, which represents a simple route to some important functionalities. The syntheses of sodium 2-(2-pyridyl)quinoline-4-carboxylate and 2-(2-pyridyl)quinoline-4-carboxylic acid have been reported (Bass et al., 1997; Convers et al., 2004). The structures of 2-(2-pyridyl)-4-methylcarboxyquinoline and its Ru complex have been reported by Farah et al. (2003). Here we present the structure of a sodium salt of 2-(2-pyridyl)quinoline-4-carboxylate in a tetrahydrate form.

The molecular structure of the title compound is shown in Fig. 1. The Na^I ion is coordinated by six water molecules in an octahedral geometry. Each coordination octahedron is connected with two adjacent ones by sharing edges, forming a cationic [Na(H₂O)₄]_n chain along the b direction (Fig. 2).

In the crystal structure, the cationic chains and the organic anions are linked through O–H···O and O–H···N hydrogen bonds into a layer structure (Table 1 and Fig. 3).

Related literature top

For the syntheses of sodium 2-(2-pyridyl)quinoline-4-carboxylate and 2-(2-pyridyl)quinoline-4-carboxylic acid, see: Bass et al. (1997); Convers et al. (2004). For the structures of 2-(2-pyridyl)-4-methylcarboxyquinoline and its Ru complex, see: Farah et al. (2003).

Experimental top

Sodium 2-(2-pyridyl)quinoline-4-carboxylate was prepared by a literature method (Bass et al.,1997). Colourless crystals were obtained by slow evaporation of an aqueous solution of this compound at room temperature.

Structure description top

In the crystal structure, the cationic chains and the organic anions are linked through O–H···O and O–H···N hydrogen bonds into a layer structure (Table 1 and Fig. 3).

For the syntheses of sodium 2-(2-pyridyl)quinoline-4-carboxylate and 2-(2-pyridyl)quinoline-4-carboxylic acid, see: Bass et al. (1997); Convers et al. (2004). For the structures of 2-(2-pyridyl)-4-methylcarboxyquinoline and its Ru complex, see: Farah et al. (2003).

Computing details top

Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT (Siemens, 1996); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: DIAMOND (Brandenburg, 1999); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Figures top

	Fig. 1. The structure of the title compound. Displacement ellipsoids are drawn at the 50% probability level. [Symmetry codes: (i) 1 - x, 1 - y, 1 - z; (ii) 1 - x, 2 - y, 1 - z.]
	Fig. 2. The chain of NaO₆ octahedra along the b axis. [Symmetry codes: (i) 1 - x, 1 - y, 1 - z; (ii) 1 - x, 2 - y, 1 - z.]
	Fig. 3. Crystal packing of the title compound viewed along the b axis. Dashed lines indicate hydrongen bonds.

catena-Poly[[[diaquasodium]-di-µ-aqua] 2-(2-pyridyl)quinoline-4-carboxylate] top

Crystal data top

[Na(H₂O)₄](C₁₅H₉N₂O₂)	F(000) = 720
M_r = 344.30	D_x = 1.383 Mg m⁻³
Monoclinic, P2₁/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 1202 reflections
a = 19.0409 (17) Å	θ = 2.2–27.2°
b = 5.2987 (5) Å	µ = 0.13 mm⁻¹
c = 16.8305 (16) Å	T = 296 K
β = 103.107 (5)°	Block, colourless
V = 1653.8 (3) Å³	0.43 × 0.35 × 0.30 mm
Z = 4

Data collection top

Siemens SMART 1000 CCD diffractometer	3647 independent reflections
Radiation source: fine-focus sealed tube	2902 reflections with I > 2σ(I)
Graphite monochromator	R_int = 0.028
φ and ω scans	θ_max = 27.2°, θ_min = 2.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −24→24
T_min = 0.944, T_max = 0.962	k = −6→6
14472 measured reflections	l = −21→21

Refinement top

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)] = 0.035	Hydrogen site location: inferred from neighbouring sites
wR(F²) = 0.103	H-atom parameters constrained
S = 1.05	w = 1/[σ²(F_o²) + (0.0509P)² + 0.3055P] where P = (F_o² + 2F_c²)/3
3647 reflections	(Δ/σ)_max = 0.001
218 parameters	Δρ_max = 0.30 e Å⁻³
0 restraints	Δρ_min = −0.19 e Å⁻³

Crystal data top

[Na(H₂O)₄](C₁₅H₉N₂O₂)	V = 1653.8 (3) Å³
M_r = 344.30	Z = 4
Monoclinic, P2₁/c	Mo Kα radiation
a = 19.0409 (17) Å	µ = 0.13 mm⁻¹
b = 5.2987 (5) Å	T = 296 K
c = 16.8305 (16) Å	0.43 × 0.35 × 0.30 mm
β = 103.107 (5)°

Data collection top

Siemens SMART 1000 CCD diffractometer	3647 independent reflections
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	2902 reflections with I > 2σ(I)
T_min = 0.944, T_max = 0.962	R_int = 0.028
14472 measured reflections

Refinement top

R[F² > 2σ(F²)] = 0.035	0 restraints
wR(F²) = 0.103	H-atom parameters constrained
S = 1.05	Δρ_max = 0.30 e Å⁻³
3647 reflections	Δρ_min = −0.19 e Å⁻³
218 parameters

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å²) top

	x	y	z	U_iso*/U_eq
Na1	0.46104 (3)	0.74129 (10)	0.43759 (3)	0.03736 (16)
O4	0.53878 (5)	0.39638 (18)	0.42708 (6)	0.0400 (2)
H4A	0.5271	0.2741	0.3940	0.060*
H4B	0.5767	0.4622	0.4175	0.060*
N1	0.12262 (5)	1.0815 (2)	0.20495 (6)	0.0327 (3)
N2	0.21437 (6)	0.6022 (2)	0.34054 (7)	0.0374 (3)
O6	0.40941 (6)	1.10971 (19)	0.47560 (6)	0.0480 (3)
H6A	0.3835	1.1346	0.5099	0.072*
H6B	0.3901	1.2170	0.4397	0.072*
O5	0.49772 (5)	0.96277 (19)	0.33032 (6)	0.0414 (2)
H5A	0.4620	1.0010	0.2950	0.062*
H5B	0.5315	0.8953	0.3123	0.062*
O3	0.36524 (5)	0.5014 (2)	0.36062 (6)	0.0427 (3)
H50	0.3215	0.5470	0.3541	0.064*
H51	0.3705	0.4282	0.3174	0.064*
C7	0.20528 (7)	1.3150 (2)	0.14024 (7)	0.0304 (3)
O2	0.38821 (5)	1.2386 (2)	0.22633 (6)	0.0442 (3)
C9	0.17739 (6)	0.9467 (2)	0.24487 (7)	0.0301 (3)
O1	0.34259 (5)	1.1583 (2)	0.09542 (6)	0.0528 (3)
C11	0.24896 (7)	0.9854 (3)	0.23664 (8)	0.0326 (3)
H11	0.2865	0.8904	0.2675	0.039*
C12	0.26262 (6)	1.1624 (3)	0.18334 (7)	0.0305 (3)
C13	0.15995 (7)	0.7438 (2)	0.29892 (7)	0.0314 (3)
C14	0.33714 (7)	1.1890 (3)	0.16692 (8)	0.0341 (3)
C15	0.13590 (7)	1.2676 (2)	0.15413 (8)	0.0314 (3)
C16	0.07768 (7)	1.4199 (3)	0.11366 (9)	0.0402 (3)
H16	0.0316	1.3888	0.1212	0.048*
C17	0.21427 (8)	1.5153 (3)	0.08769 (8)	0.0389 (3)
H17	0.2596	1.5482	0.0782	0.047*
C18	0.19828 (8)	0.4159 (3)	0.38732 (9)	0.0439 (3)
H18	0.2360	0.3186	0.4167	0.053*
C19	0.07401 (8)	0.5048 (3)	0.35213 (9)	0.0415 (3)
H19	0.0268	0.4718	0.3554	0.050*
C20	0.15707 (8)	1.6597 (3)	0.05106 (9)	0.0449 (4)
H20	0.1637	1.7919	0.0172	0.054*
C21	0.12967 (8)	0.3599 (3)	0.39460 (9)	0.0426 (3)
H21	0.1212	0.2273	0.4274	0.051*
C22	0.08920 (7)	0.7007 (3)	0.30439 (8)	0.0387 (3)
H22	0.0522	0.8031	0.2761	0.046*
C23	0.08833 (8)	1.6110 (3)	0.06398 (9)	0.0446 (4)
H23	0.0496	1.7104	0.0383	0.054*

Atomic displacement parameters (Å²) top

	U¹¹	U²²	U³³	U¹²	U¹³	U²³
Na1	0.0418 (3)	0.0330 (3)	0.0387 (3)	0.0028 (2)	0.0121 (2)	0.0002 (2)
O4	0.0428 (6)	0.0361 (6)	0.0460 (6)	−0.0033 (4)	0.0199 (4)	−0.0019 (4)
N1	0.0270 (5)	0.0375 (7)	0.0341 (6)	0.0005 (5)	0.0081 (4)	−0.0017 (5)
N2	0.0330 (6)	0.0410 (7)	0.0399 (6)	0.0035 (5)	0.0116 (5)	0.0036 (5)
O6	0.0596 (7)	0.0408 (6)	0.0493 (6)	0.0129 (5)	0.0244 (5)	0.0061 (5)
O5	0.0392 (5)	0.0473 (6)	0.0385 (5)	0.0090 (5)	0.0105 (4)	0.0020 (4)
O3	0.0328 (5)	0.0516 (6)	0.0431 (5)	0.0054 (4)	0.0073 (4)	−0.0010 (5)
C7	0.0299 (6)	0.0330 (7)	0.0283 (6)	−0.0004 (5)	0.0065 (5)	−0.0040 (5)
O2	0.0270 (5)	0.0637 (7)	0.0421 (5)	−0.0008 (4)	0.0082 (4)	0.0001 (5)
C9	0.0277 (6)	0.0346 (7)	0.0286 (6)	0.0009 (5)	0.0081 (5)	−0.0035 (5)
O1	0.0405 (6)	0.0841 (8)	0.0389 (5)	0.0043 (5)	0.0197 (4)	−0.0019 (5)
C11	0.0270 (6)	0.0392 (8)	0.0321 (6)	0.0048 (5)	0.0075 (5)	0.0020 (5)
C12	0.0266 (6)	0.0372 (7)	0.0285 (6)	−0.0002 (5)	0.0078 (5)	−0.0042 (5)
C13	0.0300 (6)	0.0352 (7)	0.0301 (6)	0.0004 (5)	0.0092 (5)	−0.0036 (5)
C14	0.0297 (7)	0.0376 (8)	0.0373 (7)	0.0033 (5)	0.0126 (5)	0.0033 (5)
C15	0.0281 (6)	0.0340 (7)	0.0313 (6)	0.0001 (5)	0.0054 (5)	−0.0053 (5)
C16	0.0304 (7)	0.0451 (9)	0.0428 (8)	0.0047 (6)	0.0035 (6)	0.0002 (6)
C17	0.0395 (7)	0.0412 (8)	0.0368 (7)	−0.0029 (6)	0.0101 (6)	0.0007 (6)
C18	0.0430 (8)	0.0426 (9)	0.0472 (8)	0.0074 (6)	0.0126 (6)	0.0087 (6)
C19	0.0361 (7)	0.0478 (9)	0.0432 (7)	−0.0082 (6)	0.0146 (6)	−0.0019 (6)
C20	0.0521 (9)	0.0400 (8)	0.0407 (8)	0.0014 (7)	0.0068 (6)	0.0063 (6)
C21	0.0513 (9)	0.0369 (8)	0.0430 (8)	−0.0032 (7)	0.0177 (6)	0.0025 (6)
C22	0.0297 (7)	0.0473 (9)	0.0399 (7)	0.0009 (6)	0.0100 (5)	0.0034 (6)
C23	0.0426 (8)	0.0423 (9)	0.0440 (8)	0.0096 (6)	−0.0008 (6)	0.0023 (6)

Geometric parameters (Å, º) top

Na1—O6	2.3393 (11)	O2—C14	1.2544 (16)
Na1—O3	2.3559 (11)	C9—C11	1.4157 (17)
Na1—O4	2.3834 (11)	C9—C13	1.4935 (18)
Na1—O5	2.3867 (11)	O1—C14	1.2419 (16)
Na1—O4ⁱ	2.3909 (11)	C11—C12	1.3632 (18)
Na1—O6ⁱⁱ	2.6848 (13)	C11—H11	0.9300
Na1—Na1ⁱ	3.4262 (11)	C12—C14	1.5124 (17)
Na1—Na1ⁱⁱ	3.5661 (11)	C13—C22	1.3897 (18)
O4—H4A	0.85	C15—C16	1.4148 (18)
O4—H4B	0.85	C16—C23	1.357 (2)
N1—C9	1.3159 (17)	C16—H16	0.9300
N1—C15	1.3660 (17)	C17—C20	1.359 (2)
N2—C18	1.3408 (18)	C17—H17	0.9300
N2—C13	1.3409 (17)	C18—C21	1.372 (2)
O6—H6A	0.85	C18—H18	0.9300
O6—H6B	0.85	C19—C21	1.371 (2)
O5—H5A	0.82	C19—C22	1.383 (2)
O5—H5B	0.85	C19—H19	0.9300
O3—H50	0.85	C20—C23	1.399 (2)
O3—H51	0.85	C20—H20	0.9300
C7—C15	1.4152 (17)	C21—H21	0.9300
C7—C17	1.4167 (19)	C22—H22	0.9300
C7—C12	1.4187 (18)	C23—H23	0.9300

O6—Na1—O3	106.24 (4)	H50—O3—H51	108.7
O6—Na1—O4	165.19 (4)	C15—C7—C17	119.05 (12)
O3—Na1—O4	87.81 (4)	C15—C7—C12	116.97 (11)
O6—Na1—O5	90.56 (4)	C17—C7—C12	123.93 (12)
O3—Na1—O5	99.92 (4)	N1—C9—C11	122.72 (12)
O4—Na1—O5	91.59 (4)	N1—C9—C13	116.22 (11)
O6—Na1—O4ⁱ	84.49 (4)	C11—C9—C13	121.04 (11)
O3—Na1—O4ⁱ	101.12 (4)	C12—C11—C9	119.71 (12)
O4—Na1—O4ⁱ	88.28 (4)	C12—C11—H11	120.1
O5—Na1—O4ⁱ	158.94 (4)	C9—C11—H11	120.1
O6—Na1—O6ⁱⁱ	89.83 (4)	C11—C12—C7	119.27 (11)
O3—Na1—O6ⁱⁱ	163.58 (4)	C11—C12—C14	120.75 (12)
O4—Na1—O6ⁱⁱ	75.91 (4)	C7—C12—C14	119.91 (11)
O5—Na1—O6ⁱⁱ	82.92 (4)	N2—C13—C22	121.29 (12)
O4ⁱ—Na1—O6ⁱⁱ	76.62 (4)	N2—C13—C9	117.95 (11)
O6—Na1—Na1ⁱ	127.27 (4)	C22—C13—C9	120.76 (12)
O3—Na1—Na1ⁱ	96.20 (3)	O1—C14—O2	125.45 (12)
O4—Na1—Na1ⁱ	44.23 (3)	O1—C14—C12	116.92 (12)
O5—Na1—Na1ⁱ	132.11 (4)	O2—C14—C12	117.63 (11)
O4ⁱ—Na1—Na1ⁱ	44.05 (3)	N1—C15—C16	118.50 (11)
O6ⁱⁱ—Na1—Na1ⁱ	70.68 (3)	N1—C15—C7	122.94 (12)
O6—Na1—Na1ⁱⁱ	48.84 (3)	C16—C15—C7	118.57 (12)
O3—Na1—Na1ⁱⁱ	154.91 (4)	C23—C16—C15	120.79 (13)
O4—Na1—Na1ⁱⁱ	116.80 (3)	C23—C16—H16	119.6
O5—Na1—Na1ⁱⁱ	85.04 (3)	C15—C16—H16	119.6
O4ⁱ—Na1—Na1ⁱⁱ	76.28 (3)	C20—C17—C7	120.47 (13)
O6ⁱⁱ—Na1—Na1ⁱⁱ	40.99 (2)	C20—C17—H17	119.8
Na1—O4—Na1ⁱ	91.72 (4)	C7—C17—H17	119.8
Na1—O4—H4A	123.9	N2—C18—C21	124.12 (14)
Na1ⁱ—O4—H4A	109.5	N2—C18—H18	117.9
Na1—O4—H4B	105.6	C21—C18—H18	117.9
Na1ⁱ—O4—H4B	119.2	C21—C19—C22	118.97 (13)
H4A—O4—H4B	107.2	C21—C19—H19	120.5
C9—N1—C15	118.28 (11)	C22—C19—H19	120.5
C18—N2—C13	117.78 (12)	C17—C20—C23	120.49 (14)
Na1—O6—Na1ⁱⁱ	90.17 (4)	C17—C20—H20	119.8
Na1—O6—H6A	131.3	C23—C20—H20	119.8
Na1ⁱⁱ—O6—H6A	100.8	C19—C21—C18	118.11 (14)
Na1—O6—H6B	120.3	C19—C21—H21	120.9
Na1ⁱⁱ—O6—H6B	112.7	C18—C21—H21	120.9
H6A—O6—H6B	98.9	C19—C22—C13	119.71 (13)
Na1—O5—H5A	109.5	C19—C22—H22	120.1
Na1—O5—H5B	116.0	C13—C22—H22	120.1
H5A—O5—H5B	114.6	C16—C23—C20	120.62 (13)
Na1—O3—H50	122.1	C16—C23—H23	119.7
Na1—O3—H51	119.3	C20—C23—H23	119.7

O6—Na1—O4—Na1ⁱ	60.71 (16)	N1—C9—C13—C22	1.18 (18)
O3—Na1—O4—Na1ⁱ	−101.20 (4)	C11—C9—C13—C22	−177.58 (12)
O5—Na1—O4—Na1ⁱ	158.93 (4)	C11—C12—C14—O1	120.27 (15)
O4ⁱ—Na1—O4—Na1ⁱ	0.0	C7—C12—C14—O1	−56.85 (18)
O6ⁱⁱ—Na1—O4—Na1ⁱ	76.64 (4)	C11—C12—C14—O2	−59.32 (18)
Na1ⁱⁱ—Na1—O4—Na1ⁱ	73.68 (4)	C7—C12—C14—O2	123.56 (14)
O3—Na1—O6—Na1ⁱⁱ	176.58 (4)	C9—N1—C15—C16	−177.42 (12)
O4—Na1—O6—Na1ⁱⁱ	15.43 (16)	C9—N1—C15—C7	2.51 (18)
O5—Na1—O6—Na1ⁱⁱ	−82.92 (4)	C17—C7—C15—N1	−178.81 (12)
O4ⁱ—Na1—O6—Na1ⁱⁱ	76.58 (3)	C12—C7—C15—N1	−1.38 (18)
O6ⁱⁱ—Na1—O6—Na1ⁱⁱ	0.0	C17—C7—C15—C16	1.13 (18)
Na1ⁱ—Na1—O6—Na1ⁱⁱ	65.29 (5)	C12—C7—C15—C16	178.56 (12)
C15—N1—C9—C11	−0.61 (19)	N1—C15—C16—C23	178.51 (12)
C15—N1—C9—C13	−179.35 (10)	C7—C15—C16—C23	−1.4 (2)
N1—C9—C11—C12	−2.4 (2)	C15—C7—C17—C20	−0.1 (2)
C13—C9—C11—C12	176.26 (12)	C12—C7—C17—C20	−177.32 (13)
C9—C11—C12—C7	3.49 (19)	C13—N2—C18—C21	0.6 (2)
C9—C11—C12—C14	−173.65 (12)	C7—C17—C20—C23	−0.7 (2)
C15—C7—C12—C11	−1.68 (18)	C22—C19—C21—C18	−0.3 (2)
C17—C7—C12—C11	175.61 (12)	N2—C18—C21—C19	−0.7 (2)
C15—C7—C12—C14	175.49 (11)	C21—C19—C22—C13	1.3 (2)
C17—C7—C12—C14	−7.22 (19)	N2—C13—C22—C19	−1.5 (2)
C18—N2—C13—C22	0.5 (2)	C9—C13—C22—C19	177.24 (12)
C18—N2—C13—C9	−178.27 (12)	C15—C16—C23—C20	0.7 (2)
N1—C9—C13—N2	179.93 (11)	C17—C20—C23—C16	0.4 (2)
C11—C9—C13—N2	1.16 (18)

Symmetry codes: (i) −x+1, −y+1, −z+1; (ii) −x+1, −y+2, −z+1.

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H50···N2	0.85	2.02	2.8657 (14)	172
O3—H51···O2ⁱⁱⁱ	0.85	1.92	2.7722 (14)	174
O4—H4A···O5ⁱⁱⁱ	0.85	1.98	2.8222 (14)	172
O4—H4B···O1^iv	0.85	1.91	2.7494 (14)	171
O5—H5A···O2	0.82	2.04	2.8093 (14)	156
O5—H5B···O2^iv	0.85	1.97	2.8243 (13)	178
O6—H6A···O1^v	0.85	2.10	2.8914 (14)	156
O6—H6B···O3^vi	0.85	2.00	2.8321 (14)	168

Symmetry codes: (iii) x, y−1, z; (iv) −x+1, y−1/2, −z+1/2; (v) x, −y+5/2, z+1/2; (vi) x, y+1, z.

Experimental details

Crystal data
Chemical formula	[Na(H₂O)₄](C₁₅H₉N₂O₂)
M_r	344.30
Crystal system, space group	Monoclinic, P2₁/c
Temperature (K)	296
a, b, c (Å)	19.0409 (17), 5.2987 (5), 16.8305 (16)
β (°)	103.107 (5)
V (Å³)	1653.8 (3)
Z	4
Radiation type	Mo Kα
µ (mm⁻¹)	0.13
Crystal size (mm)	0.43 × 0.35 × 0.30

Data collection
Diffractometer	Siemens SMART 1000 CCD
Absorption correction	Multi-scan (SADABS; Sheldrick, 1996)
T_min, T_max	0.944, 0.962
No. of measured, independent and observed [I > 2σ(I)] reflections	14472, 3647, 2902
R_int	0.028
(sin θ/λ)_max (Å⁻¹)	0.643

Refinement
R[F² > 2σ(F²)], wR(F²), S	0.035, 0.103, 1.05
No. of reflections	3647
No. of parameters	218
H-atom treatment	H-atom parameters constrained
Δρ_max, Δρ_min (e Å⁻³)	0.30, −0.19

Computer programs: SMART (Siemens, 1996), SAINT (Siemens, 1996), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), DIAMOND (Brandenburg, 1999), SHELXTL (Sheldrick, 2008).

Hydrogen-bond geometry (Å, º) top

D—H···A	D—H	H···A	D···A	D—H···A
O3—H50···N2	0.85	2.02	2.8657 (14)	172
O3—H51···O2ⁱ	0.85	1.92	2.7722 (14)	174
O4—H4A···O5ⁱ	0.85	1.98	2.8222 (14)	172
O4—H4B···O1ⁱⁱ	0.85	1.91	2.7494 (14)	171
O5—H5A···O2	0.82	2.04	2.8093 (14)	156
O5—H5B···O2ⁱⁱ	0.85	1.97	2.8243 (13)	178
O6—H6A···O1ⁱⁱⁱ	0.85	2.10	2.8914 (14)	156
O6—H6B···O3^iv	0.85	2.00	2.8321 (14)	168

Symmetry codes: (i) x, y−1, z; (ii) −x+1, y−1/2, −z+1/2; (iii) x, −y+5/2, z+1/2; (iv) x, y+1, z.

Acknowledgements

This work was supported by the Innovation Project (gxun-chx2009080) of Guangxi University for Nationalities.

References

Bass, Y., Morgan, R. J., Donovan, R. J. & Baker, A. D. (1997). Synth. Commun. 27, 2165–2169. CrossRef CAS Web of Science Google Scholar
Brandenburg, K. (1999). DIAMOND. Crystal Impact GbR, Bonn, Germany. Google Scholar
Convers, E., Tye, H. & Whittaker, M. (2004). Tetrahedron, 60, 8729–8738. Web of Science CrossRef CAS Google Scholar
Farah, A. A., Stynes, D. V. & Pietro, W. J. (2003). Inorg. Chim. Acta, 343, 295–306. Web of Science CSD CrossRef CAS Google Scholar
Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany. Google Scholar
Sheldrick, G. M. (2008). Acta Cryst. A64, 112–122. Web of Science CrossRef CAS IUCr Journals Google Scholar
Siemens (1996). SMART and SAINT. Siemens Analytical X-ray Instruments Inc., Madison, Wisconsin, USA. Google Scholar

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metal-organic compounds\(\def\hfill{\hskip 5em}\def\hfil{\hskip 3em}\def\eqno#1{\hfil {#1}}\)

catena-Poly[[[di­aqua­sodium]-di-μ-aqua] 2-(2-pyrid­yl)quinoline-4-carboxyl­ate]

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Experimental

Crystal data

Data collection

Refinement

Supporting information

Acknowledgements

References

metal-organic compounds

catena-Poly[[[diaquasodium]-di-μ-aqua] 2-(2-pyridyl)quinoline-4-carboxylate]