Hydro­gen-bonded supramolecular motifs in aqua(8-hydroxy­quinoline-5-sulfonato-κ²N,O)­potassium(I)

In the title compound, [K(C₉H₆NO₄S)(H₂O)], (I), the K⁺ ion, surrounded by the N and O atoms of the quinolinol moiety (bidentate chelation), three O atoms from the sulfonate groups and a water mol­ecule, has a distorted octahedral geometry. The multiple coordination mode of the sulfonate group, the bidentate chelation of the oxine moiety and the hydrogen-bonded network lead to a supramolec­ular architecture in the crystal structure of (I).

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.046
• wR factor = 0.156
• Data-to-parameter ratio = 18.2

checkCIF/PLATON results

No syntax errors found





Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low .......       0.87

Alert level B
REFLT03_ALERT_3_B  Reflection count < 90% complete (theta max?)
           From the CIF: _diffrn_reflns_theta_max           30.00
           From the CIF: _diffrn_reflns_theta_full           0.00
           From the CIF: _reflns_number_total               2802
           TEST2: Reflns within _diffrn_reflns_theta_max
           Count of symmetry unique reflns         3212
           Completeness (_total/calc)             87.24%

Alert level C
PLAT417_ALERT_2_C Short Inter D-H..H-D       H1W    ..  H5       =       2.13 Ang.

   1 ALERT level A = In general: serious problem
   1 ALERT level B = Potentially serious problem
   1 ALERT level C = Check and explain
   0 ALERT level G = General alerts; check

   0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   1 ALERT type 2 Indicator that the structure model may be wrong or deficient
   2 ALERT type 3 Indicator that the structure quality may be low
   0 ALERT type 4 Improvement, methodology, query or suggestion

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Computing details

Data collection: FEBO (Belletti, 1996); cell refinement: MolEN (Fair, 1990); data reduction: MolEN; program(s) used to solve structure: SIR97 (Altomare et al., 1999); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: PLATON97 (Spek, 1997); software used to prepare material for publication: PLATON97 (Spek, 1997).

aqua(8-hydroxyquinoline-5-sulfonato-κ²N,O)potassium(I)

Crystal data

[K(C9H6NO4S)(H2O)]	F(000) = 576
Mr = 281.33	Dx = 1.696 Mg m^−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71069 Å
Hall symbol: -P 2ybc	Cell parameters from 25 reflections
a = 9.885 (2) Å	θ = 3.2–30.0°
b = 10.083 (2) Å	µ = 0.68 mm^−1
c = 11.269 (3) Å	T = 293 K
β = 101.14 (2)°	Plate like, colourless
V = 1102.0 (4) Å^3	0.37 × 0.29 × 0.21 mm
Z = 4

Data collection

Philips PW 1100 diffractometer	2038 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.024
Graphite monochromator	θmax = 30.0°, θmin = 3.2°
ω scans	h = 0→13
Absorption correction: ψ scan (North et al., 1968)	k = 0→14
Tmin = 0.787, Tmax = 0.870	l = −15→15
3023 measured reflections	1 standard reflections every 100 reflections
2802 independent reflections	intensity decay: none

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.046	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.157	H-atom parameters constrained
S = 1.13	w = 1/[σ^2(Fo^2) + (0.0924P)^2]
2802 reflections	(Δ/σ)max < 0.001
154 parameters	Δρmax = 0.65 e Å^−3
0 restraints	Δρmin = −0.68 e Å^−3
0 constraints

Special details

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All e.s.d.'s are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
K	0.84921 (7)	−0.00150 (7)	−0.14905 (6)	0.0285 (2)
S1	0.87498 (7)	0.27622 (7)	0.08417 (6)	0.0222 (2)
O1	0.9203 (2)	0.3012 (2)	0.2136 (2)	0.0337 (7)
O1W	0.8808 (2)	−0.1431 (2)	−0.3638 (2)	0.0350 (7)
O2	0.9375 (2)	0.1562 (2)	0.0463 (2)	0.0315 (7)
O3	0.8904 (2)	0.3908 (2)	0.0102 (2)	0.0347 (7)
O4	0.2698 (2)	0.1895 (2)	0.0202 (2)	0.0277 (6)
N1	0.4368 (3)	0.0206 (2)	0.1621 (2)	0.0239 (7)
C2	0.5189 (4)	−0.0639 (3)	0.2293 (3)	0.0281 (8)
C3	0.6642 (4)	−0.0572 (3)	0.2513 (3)	0.0280 (8)
C4	0.7258 (3)	0.0438 (3)	0.2005 (3)	0.0246 (8)
C5	0.6953 (3)	0.2449 (3)	0.0638 (2)	0.0191 (7)
C6	0.6056 (3)	0.3268 (3)	−0.0105 (3)	0.0230 (7)
C7	0.4618 (3)	0.3097 (3)	−0.0287 (3)	0.0249 (8)
C8	0.4073 (3)	0.2094 (3)	0.0305 (2)	0.0196 (7)
C9	0.6423 (3)	0.1368 (3)	0.1242 (2)	0.0179 (7)
C10	0.4964 (3)	0.1200 (2)	0.1070 (2)	0.0175 (6)
H1W	0.89890	−0.08890	−0.41140	0.0300*
H2	0.47860	−0.13290	0.26490	0.0340*
H2W	0.94990	−0.18650	−0.33200	0.0300*
H3	0.71710	−0.12040	0.29940	0.0340*
H4	0.82130	0.05170	0.21560	0.0300*
H5	0.22490	0.24100	−0.03360	0.0300*
H6	0.64100	0.39570	−0.05010	0.0280*
H7	0.40370	0.36600	−0.08060	0.0300*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
K	0.0258 (3)	0.0299 (3)	0.0306 (3)	−0.0036 (3)	0.0073 (3)	0.0010 (3)
S1	0.0196 (3)	0.0214 (3)	0.0265 (3)	−0.0016 (3)	0.0065 (3)	−0.0028 (3)
O1	0.0331 (12)	0.0366 (12)	0.0300 (11)	−0.0010 (11)	0.0023 (10)	−0.0077 (10)
O1W	0.0311 (12)	0.0378 (12)	0.0356 (12)	−0.0032 (10)	0.0053 (10)	−0.0024 (10)
O2	0.0272 (11)	0.0277 (11)	0.0424 (12)	0.0034 (10)	0.0138 (10)	−0.0086 (9)
O3	0.0305 (12)	0.0310 (12)	0.0452 (13)	−0.0071 (10)	0.0137 (10)	0.0077 (10)
O4	0.0199 (9)	0.0311 (11)	0.0308 (10)	0.0017 (9)	0.0020 (8)	0.0089 (9)
N1	0.0276 (12)	0.0201 (11)	0.0265 (12)	−0.0024 (10)	0.0117 (10)	0.0027 (9)
C2	0.0362 (16)	0.0233 (13)	0.0256 (14)	−0.0038 (13)	0.0080 (12)	0.0055 (11)
C3	0.0355 (16)	0.0238 (13)	0.0244 (14)	0.0065 (13)	0.0053 (12)	0.0071 (11)
C4	0.0245 (13)	0.0242 (13)	0.0255 (13)	0.0031 (12)	0.0055 (11)	0.0033 (11)
C5	0.0188 (11)	0.0190 (12)	0.0196 (12)	−0.0003 (10)	0.0043 (10)	0.0001 (9)
C6	0.0258 (14)	0.0206 (12)	0.0233 (12)	−0.0006 (11)	0.0062 (11)	0.0069 (10)
C7	0.0258 (13)	0.0234 (13)	0.0253 (13)	0.0022 (12)	0.0043 (11)	0.0075 (11)
C8	0.0184 (12)	0.0212 (12)	0.0189 (12)	−0.0002 (11)	0.0031 (10)	−0.0018 (10)
C9	0.0209 (12)	0.0169 (11)	0.0158 (11)	0.0003 (10)	0.0031 (9)	−0.0015 (9)
C10	0.0232 (12)	0.0153 (11)	0.0150 (10)	−0.0005 (10)	0.0059 (9)	−0.0004 (9)

Geometric parameters (Å, º)

K—O1W	2.878 (2)	N1—C10	1.371 (3)
K—O2	2.719 (2)	C2—C3	1.411 (6)
K—O4^i	2.783 (2)	C3—C4	1.368 (5)
K—N1^i	2.809 (3)	C4—C9	1.423 (4)
K—O2^ii	2.697 (2)	C5—C9	1.437 (4)
K—O1^iii	2.718 (2)	C5—C6	1.372 (4)
S1—O1	1.463 (2)	C6—C7	1.407 (4)
S1—O2	1.460 (2)	C7—C8	1.377 (4)
S1—O3	1.450 (2)	C8—C10	1.428 (4)
S1—C5	1.775 (3)	C9—C10	1.428 (4)
O4—C8	1.357 (4)	C2—H2	0.9303
O1W—H1W	0.8096	C3—H3	0.9294
O1W—H2W	0.8318	C4—H4	0.9297
O4—H5	0.8545	C6—H6	0.9298
N1—C2	1.312 (4)	C7—H7	0.9297
K···H4^ii	3.5172	C8···C3^x	3.571 (4)
S1···K^iv	3.8156 (14)	C8···C2^i	3.476 (4)
S1···H4	2.8114	C8···C2^x	3.510 (4)
S1···H2W^ii	3.1219	C10···C10^i	3.427 (3)
S1···H1W^iv	3.1613	C2···H6^iv	3.0584
O1···C4	3.216 (4)	C3···H6^iv	2.8127
O1···K^iv	2.718 (2)	C5···H2^x	3.0792
O1···O1W^ii	2.826 (3)	C6···H2^x	3.0672
O1W···O1^ii	2.826 (3)	C7···H2^x	2.9737
O1W···C7^v	3.403 (4)	C8···H3^x	3.0071
O1W···O3^vi	3.065 (3)	C8···H2^x	2.8481
O1W···O4^v	2.675 (3)	C9···H2^x	2.9932
O1W···O3^iii	2.924 (3)	C10···H2^x	2.8661
O2···C4	3.176 (4)	H1W···O3^vi	2.5525
O3···O1W^vii	3.065 (3)	H1W···O4^v	2.9132
O3···O3^viii	3.129 (3)	H1W···H5^v	2.1284
O3···O1W^iv	2.924 (3)	H1W···S1^iii	3.1613
O4···O1W^ix	2.675 (3)	H1W···O3^iii	2.1792
O4···N1	2.676 (3)	H2···C5^xi	3.0792
O1···H4	2.7010	H2···C6^xi	3.0672
O1···H2W^ii	2.0255	H2···C7^xi	2.9737
O1W···H5^v	1.8241	H2···C8^xi	2.8481
O1W···H7^v	2.7621	H2···C9^xi	2.9932
O2···H4	2.6299	H2···C10^xi	2.8661
O3···H2W^vii	2.8909	H2W···O3^vi	2.8909
O3···H1W^iv	2.1792	H2W···H5^v	2.1915
O3···H6	2.4279	H2W···S1^ii	3.1219
O3···H1W^vii	2.5525	H2W···O1^ii	2.0255
O4···H1W^ix	2.9132	H3···O4^xi	2.7788
O4···H3^x	2.7788	H3···C8^xi	3.0071
N1···O4	2.676 (3)	H4···S1	2.8114
C2···C7^xi	3.577 (5)	H4···O1	2.7010
C2···C8^xi	3.510 (4)	H4···O2	2.6299
C2···C7^i	3.385 (5)	H4···K^ii	3.5172
C2···C8^i	3.476 (4)	H5···H7	2.3140
C3···C8^xi	3.572 (4)	H5···O1W^ix	1.8241
C3···C8^i	3.474 (4)	H5···H1W^ix	2.1284
C4···O1	3.216 (4)	H5···H2W^ix	2.1915
C4···O2	3.176 (4)	H6···O3	2.4279
C7···C2^x	3.577 (5)	H6···C2^iii	3.0584
C7···O1W^ix	3.403 (4)	H6···C3^iii	2.8127
C7···C2^i	3.385 (5)	H7···H5	2.3140
C8···C3^i	3.474 (4)	H7···O1W^ix	2.7621
O1W—K—O2	154.26 (7)	C2—N1—C10	117.7 (3)
O1W—K—O4^i	103.08 (7)	K^i—N1—C10	122.87 (18)
O1W—K—N1^i	101.16 (7)	K^i—N1—C2	119.3 (2)
O1W—K—O2^ii	82.60 (7)	N1—C2—C3	124.4 (3)
O1^iii—K—O1W	78.92 (7)	C2—C3—C4	118.8 (3)
O2—K—O4^i	94.46 (7)	C3—C4—C9	119.4 (3)
O2—K—N1^i	104.17 (7)	S1—C5—C6	119.0 (2)
O2—K—O2^ii	83.61 (7)	S1—C5—C9	121.4 (2)
O1^iii—K—O2	87.06 (7)	C6—C5—C9	119.6 (3)
O4^i—K—N1^i	57.18 (6)	C5—C6—C7	122.1 (3)
O2^ii—K—O4^i	75.89 (7)	C6—C7—C8	119.9 (3)
O1^iii—K—O4^i	170.06 (7)	O4—C8—C10	116.7 (2)
O2^ii—K—N1^i	132.70 (7)	O4—C8—C7	123.1 (3)
O1^iii—K—N1^i	112.92 (7)	C7—C8—C10	120.2 (3)
O1^iii—K—O2^ii	114.05 (7)	C4—C9—C5	124.3 (3)
O1—S1—O2	111.65 (13)	C4—C9—C10	117.2 (2)
O1—S1—O3	112.97 (13)	C5—C9—C10	118.5 (2)
O1—S1—C5	105.41 (12)	N1—C10—C9	122.5 (2)
O2—S1—O3	113.27 (13)	C8—C10—C9	119.8 (2)
O2—S1—C5	106.52 (13)	N1—C10—C8	117.8 (3)
O3—S1—C5	106.33 (13)	N1—C2—H2	117.78
K—O2—S1	129.33 (12)	C3—C2—H2	117.78
K—O2—K^ii	96.39 (7)	C2—C3—H3	120.56
K^ii—O2—S1	133.94 (13)	C4—C3—H3	120.59
K^i—O4—C8	125.00 (17)	C3—C4—H4	120.37
H1W—O1W—H2W	111.86	C9—C4—H4	120.26
K—O1W—H1W	107.22	C5—C6—H6	118.94
K—O1W—H2W	96.44	C7—C6—H6	119.00
C8—O4—H5	110.20	C6—C7—H7	120.05
K^i—O4—H5	124.76	C8—C7—H7	120.08
O1W—K—O2—S1	128.06 (16)	O1—S1—O2—K^ii	−14.5 (2)
O1W—K—O2—K^ii	−57.95 (17)	O3—S1—O2—K	−73.91 (17)
O4^i—K—O2—S1	−98.75 (15)	O3—S1—O2—K^ii	114.39 (17)
O4^i—K—O2—K^ii	75.24 (7)	C5—S1—O2—K	42.63 (17)
N1^i—K—O2—S1	−41.50 (16)	C5—S1—O2—K^ii	−129.07 (15)
N1^i—K—O2—K^ii	132.49 (7)	O1—S1—C5—C6	119.4 (2)
O2^ii—K—O2—S1	−173.99 (16)	O3—S1—C5—C6	−0.8 (3)
O2^ii—K—O2—K^ii	0.02 (11)	O3—S1—C5—C9	179.8 (2)
O1^iii—K—O2—S1	71.40 (15)	K^i—O4—C8—C10	4.8 (3)
O1^iii—K—O2—K^ii	−114.60 (7)	K^i—O4—C8—C7	−175.3 (2)
O1W—K—O4^i—C8^i	−89.6 (2)	K^i—N1—C2—C3	−174.2 (2)
O2—K—O4^i—C8^i	109.4 (2)	C2—N1—C10—C8	177.9 (2)
O1W—K—N1^i—C2^i	−83.1 (2)	C10—N1—C2—C3	1.8 (4)
O1W—K—N1^i—C10^i	92.72 (18)	K^i—N1—C10—C8	−6.2 (3)
O2—K—N1^i—C2^i	92.3 (2)	K^i—N1—C10—C9	173.43 (17)
O2—K—N1^i—C10^i	−91.88 (18)	C2—N1—C10—C9	−2.5 (4)
O1W—K—O2^ii—K^ii	158.21 (7)	N1—C2—C3—C4	0.3 (5)
O1W—K—O2^ii—S1^ii	−15.33 (16)	C2—C3—C4—C9	−1.9 (5)
O2—K—O2^ii—K^ii	0.02 (9)	C3—C4—C9—C5	−178.5 (3)
O2—K—O2^ii—S1^ii	−173.54 (17)	C3—C4—C9—C10	1.2 (4)
O1W—K—O1^iii—S1^iii	41.47 (15)	S1—C5—C6—C7	−178.5 (2)
O2—K—O1^iii—S1^iii	−160.22 (15)	S1—C5—C9—C4	−2.4 (4)
N1^i—K—O1W—H2W	−135.82	S1—C5—C9—C10	177.89 (18)
O2^ii—K—O1W—H1W	−118.94	C6—C5—C9—C4	178.2 (3)
O2^ii—K—O1W—H2W	−3.65	C6—C5—C9—C10	−1.5 (4)
O1^iii—K—O1W—H1W	−2.57	C9—C5—C6—C7	0.9 (4)
O1^iii—K—O1W—H2W	112.72	C5—C6—C7—C8	1.0 (5)
O1W—K—O4^i—H5^i	92.88	C6—C7—C8—C10	−2.1 (4)
O2—K—O4^i—H5^i	−68.15	C6—C7—C8—O4	177.9 (3)
N1^i—K—O1W—H1W	108.88	O4—C8—C10—N1	1.0 (3)
O2—K—O1W—H2W	54.50	C7—C8—C10—N1	−178.9 (2)
O4^i—K—O1W—H1W	167.46	C7—C8—C10—C9	1.5 (4)
O2—K—O1W—H1W	−60.80	O4—C8—C10—C9	−178.6 (2)
O4^i—K—O1W—H2W	−77.24	C4—C9—C10—N1	1.0 (4)
O2—S1—C5—C6	−121.9 (2)	C5—C9—C10—N1	−179.3 (2)
O2—S1—C5—C9	58.7 (2)	C5—C9—C10—C8	0.4 (3)
O1—S1—C5—C9	−60.0 (2)	C4—C9—C10—C8	−179.4 (2)
O1—S1—O2—K	157.21 (13)

Symmetry codes: (i) −x+1, −y, −z; (ii) −x+2, −y, −z; (iii) x, −y+1/2, z−1/2; (iv) x, −y+1/2, z+1/2; (v) −x+1, y−1/2, −z−1/2; (vi) −x+2, y−1/2, −z−1/2; (vii) −x+2, y+1/2, −z−1/2; (viii) −x+2, −y+1, −z; (ix) −x+1, y+1/2, −z−1/2; (x) −x+1, y+1/2, −z+1/2; (xi) −x+1, y−1/2, −z+1/2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O1W—H1W···O3^vi	0.81	2.55	3.065 (3)	123
O1W—H1W···O3^iii	0.81	2.18	2.924 (3)	153
O1W—H2W···O1^ii	0.83	2.03	2.826 (3)	161
O4—H5···O1W^ix	0.85	1.82	2.675 (3)	174
C6—H6···O3	0.93	2.43	2.854 (4)	108

Symmetry codes: (ii) −x+2, −y, −z; (iii) x, −y+1/2, z−1/2; (vi) −x+2, y−1/2, −z−1/2; (ix) −x+1, y+1/2, −z−1/2.