Diaqua­bis(quinoline-2-carboxyl­ato-κ²N,O)magnesium(II) dihydrate methanol disolvate

In the crystal structure of the title compound, [Mg(C₁₀H₆NO₂)₂(H₂O)₂]·2H₂O·2CH₃OH, the Mg atom (site symmetry ) adopts a slightly distorted trans-MgN₂O₄ octa­hedral geometry arising from two N,O-bidentate quinaldine ligands and two water mol­ecules. The structure is stabilized by inter­molecular O—H...O hydrogen bonds.

Key indicators

• Single-crystal X-ray study
• T = 291 K
• Mean [sigma](C-C) = 0.005 Å
• R factor = 0.064
• wR factor = 0.129
• Data-to-parameter ratio = 15.2

checkCIF/PLATON results

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Alert level C
PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ ....          ?
PLAT154_ALERT_1_C The su's on the Cell Angles are Equal  (x 10000)        500 Deg.
PLAT340_ALERT_3_C Low Bond Precision on C-C Bonds (x 1000) Ang ...          5

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   0 ALERT level B = Potentially serious problem
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   0 ALERT level G = General alerts; check

   2 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
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S1. Comment

As part of our ongoing studies of the coordination chemistry of magnesium(II) (Tai et al., 2007), we now report the synthesis and structure of the title compound, (I), (Fig. 1).

In the molecule of (I), The Mg(II) center (site symmetry 1) is six-coordinate with two O donor of H₂O, four O, N donor of two quinaldine anions (Table 1). Intermolecular O—H···O hydrogen bonds help to consolidate the crystal packing (Table 2).

Related literature

For a related structure, see: Tai et al. (2007).

S2. Experimental

1 mmol of magnesium perchlorate was added to a solution of quinaldine acid (2 mmol) in 10 ml of 95% methanol. The mixture was stirred for 3 h at refluxing temperature and cooled. Clear blocks of (I) were obtained after one week as the solvents slowly evaporated.

S3. Refinement

The H atoms were placed geometrically (C—H = 0.93—0.96 Å, O—H = 0.85–0.96 Å) and refined as riding with U_iso(H) = 1.2U_eq(carrier) or 1.5U_eq(methyl C).

Computing details

Data collection: SMART (Bruker, 2000); cell refinement: SAINT (Bruker, 2000); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Bruker, 2000); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Figures

Fig. 1. The molecular structure of (I) showing 30% displacement ellipsoids (arbitrary spheres for the H atoms).

Diaquabis(quinoline-2-carboxylato-κ²N,O)magnesium(II) dihydrate methanol disolvate

Crystal data

[Mg(C10H6NO2)2(H2O)2]·2H2O·2CH4O	Z = 1
Mr = 504.77	F(000) = 266
Triclinic, P1	Dx = 1.344 Mg m^−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 7.129 (3) Å	Cell parameters from 318 reflections
b = 9.038 (3) Å	θ = 2.4–19.2°
c = 10.846 (4) Å	µ = 0.13 mm^−1
α = 75.677 (5)°	T = 291 K
β = 74.138 (5)°	Block, colourless
γ = 70.160 (5)°	0.30 × 0.26 × 0.24 mm
V = 623.0 (4) Å^3

Data collection

Bruker SMART APEX CCD area-detector diffractometer	2445 independent reflections
Radiation source: sealed tube	1640 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.062
ω scans	θmax = 26.0°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2000)	h = −8→8
Tmin = 0.96, Tmax = 0.97	k = −10→11
5796 measured reflections	l = −13→13

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)] = 0.064	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.129	H-atom parameters constrained
S = 1.09	w = 1/[σ^2(Fo^2) + (0.04P)^2 + 0.11P] where P = (Fo^2 + 2Fc^2)/3
2445 reflections	(Δ/σ)max < 0.001
161 parameters	Δρmax = 0.22 e Å^−3
0 restraints	Δρmin = −0.23 e Å^−3

Special details

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F² against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F², conventional R-factors R are based on F, with F set to zero for negative F². The threshold expression of F² > σ(F²) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F² are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

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

	x	y	z	Uiso*/Ueq
C1	0.5400 (4)	0.3602 (3)	0.8444 (3)	0.0447 (6)
C2	0.3913 (5)	0.3680 (4)	0.7786 (3)	0.0512 (7)
H2	0.3326	0.2854	0.7970	0.061*
C3	0.3347 (4)	0.4995 (4)	0.6868 (3)	0.0482 (7)
H3	0.2357	0.5062	0.6432	0.058*
C4	0.4245 (4)	0.6259 (3)	0.6570 (3)	0.0440 (6)
H4	0.3873	0.7135	0.5931	0.053*
C5	0.5670 (4)	0.6163 (4)	0.7241 (3)	0.0470 (7)
H5	0.6230	0.7001	0.7077	0.056*
C6	0.6292 (4)	0.4820 (4)	0.8172 (3)	0.0500 (7)
C7	0.7774 (4)	0.4703 (3)	0.8849 (3)	0.0456 (6)
H7	0.8385	0.5512	0.8680	0.055*
C8	0.8292 (4)	0.3384 (4)	0.9753 (3)	0.0482 (7)
H8	0.9266	0.3279	1.0215	0.058*
C9	0.7375 (4)	0.2212 (4)	0.9980 (3)	0.0472 (7)
C10	0.7840 (5)	0.0708 (3)	1.0976 (3)	0.0484 (7)
C11	0.9682 (5)	0.7515 (4)	0.4226 (3)	0.0585 (9)
H11A	1.0915	0.7807	0.4051	0.088*
H11B	0.9838	0.6788	0.3667	0.088*
H11C	0.9400	0.7010	0.5117	0.088*
Mg1	0.5000	0.0000	1.0000	0.0406 (3)
N1	0.5957 (4)	0.2269 (3)	0.9335 (2)	0.0507 (6)
O1	0.7001 (3)	−0.0334 (2)	1.10861 (17)	0.0459 (5)
O2	0.9058 (3)	0.0623 (2)	1.16859 (17)	0.0451 (5)
O3	0.7270 (3)	−0.0998 (2)	0.85156 (18)	0.0528 (5)
H3A	0.8505	−0.0769	0.8482	0.063*
H3B	0.6846	−0.0546	0.7702	0.063*
O4	0.6256 (3)	0.0316 (2)	0.61644 (17)	0.0432 (5)
H4A	0.7206	−0.0108	0.5575	0.052*
H4B	0.5156	0.0148	0.6157	0.052*
O5	0.8078 (3)	0.8873 (2)	0.39970 (17)	0.0445 (5)
H5C	0.8589	0.9636	0.3320	0.053*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
C1	0.0443 (15)	0.0422 (16)	0.0441 (14)	0.0006 (13)	−0.0151 (12)	−0.0135 (11)
C2	0.0641 (19)	0.0474 (18)	0.0474 (15)	−0.0157 (15)	−0.0168 (14)	−0.0127 (13)
C3	0.0423 (15)	0.0540 (18)	0.0483 (14)	−0.0087 (14)	−0.0147 (12)	−0.0101 (13)
C4	0.0476 (15)	0.0444 (16)	0.0441 (13)	−0.0105 (13)	−0.0143 (12)	−0.0135 (12)
C5	0.0383 (14)	0.0620 (19)	0.0444 (14)	−0.0137 (14)	−0.0107 (12)	−0.0146 (13)
C6	0.0438 (15)	0.0514 (19)	0.0509 (15)	−0.0001 (14)	−0.0141 (13)	−0.0164 (13)
C7	0.0433 (15)	0.0423 (16)	0.0506 (15)	−0.0120 (13)	−0.0018 (12)	−0.0165 (12)
C8	0.0446 (15)	0.0575 (19)	0.0473 (14)	−0.0140 (14)	−0.0119 (12)	−0.0161 (13)
C9	0.0476 (15)	0.0444 (16)	0.0489 (15)	−0.0035 (13)	−0.0131 (13)	−0.0176 (12)
C10	0.0576 (17)	0.0386 (16)	0.0513 (15)	−0.0138 (14)	−0.0089 (14)	−0.0149 (12)
C11	0.0489 (17)	0.0486 (18)	0.0517 (16)	−0.0107 (14)	0.0080 (14)	0.0128 (13)
Mg1	0.0534 (8)	0.0355 (7)	0.0402 (6)	−0.0157 (6)	−0.0123 (6)	−0.0125 (5)
N1	0.0550 (14)	0.0517 (15)	0.0441 (12)	−0.0065 (12)	−0.0148 (11)	−0.0133 (11)
O1	0.0380 (10)	0.0565 (13)	0.0477 (10)	−0.0136 (9)	−0.0126 (8)	−0.0129 (9)
O2	0.0419 (10)	0.0483 (11)	0.0493 (10)	−0.0215 (9)	0.0089 (9)	−0.0242 (8)
O3	0.0614 (13)	0.0532 (13)	0.0464 (10)	−0.0149 (11)	−0.0122 (9)	−0.0142 (9)
O4	0.0439 (10)	0.0482 (12)	0.0465 (10)	−0.0193 (9)	−0.0060 (8)	−0.0195 (8)
O5	0.0475 (10)	0.0436 (11)	0.0446 (10)	−0.0091 (9)	−0.0108 (8)	−0.0158 (8)

Geometric parameters (Å, º)

C1—N1	1.361 (4)	C10—O1	1.244 (3)
C1—C6	1.384 (4)	C10—O2	1.283 (3)
C1—C2	1.406 (4)	C10—Mg1	2.831 (3)
C2—C3	1.370 (4)	C11—O5	1.389 (3)
C2—H2	0.9300	C11—H11A	0.9600
C3—C4	1.422 (4)	C11—H11B	0.9600
C3—H3	0.9300	C11—H11C	0.9600
C4—C5	1.373 (4)	Mg1—O1	1.9913 (17)
C4—H4	0.9300	Mg1—O1^i	1.9913 (17)
C5—C6	1.401 (4)	Mg1—O3^i	2.081 (2)
C5—H5	0.9300	Mg1—O3	2.081 (2)
C6—C7	1.406 (4)	Mg1—N1	2.267 (3)
C7—C8	1.357 (4)	Mg1—N1^i	2.267 (3)
C7—H7	0.9300	O3—H3A	0.9600
C8—C9	1.366 (4)	O3—H3B	0.9600
C8—H8	0.9300	O4—H4A	0.8500
C9—N1	1.360 (4)	O4—H4B	0.8500
C9—C10	1.513 (4)	O5—H5C	0.9599
N1—C1—C6	121.5 (3)	C9—C10—Mg1	82.07 (17)
N1—C1—C2	117.4 (3)	O5—C11—H11A	109.5
C6—C1—C2	121.1 (3)	O5—C11—H11B	109.5
C3—C2—C1	118.7 (3)	H11A—C11—H11B	109.5
C3—C2—H2	120.6	O5—C11—H11C	109.5
C1—C2—H2	120.6	H11A—C11—H11C	109.5
C2—C3—C4	121.2 (3)	H11B—C11—H11C	109.5
C2—C3—H3	119.4	O1—Mg1—O1^i	180.0
C4—C3—H3	119.4	O1—Mg1—O3^i	87.67 (8)
C5—C4—C3	118.9 (3)	O1^i—Mg1—O3^i	92.33 (8)
C5—C4—H4	120.6	O1—Mg1—O3	92.33 (8)
C3—C4—H4	120.6	O1^i—Mg1—O3	87.67 (8)
C4—C5—C6	120.9 (3)	O3^i—Mg1—O3	180.0
C4—C5—H5	119.5	O1—Mg1—N1	76.97 (8)
C6—C5—H5	119.5	O1^i—Mg1—N1	103.03 (8)
C1—C6—C5	119.2 (3)	O3^i—Mg1—N1	90.70 (8)
C1—C6—C7	119.6 (3)	O3—Mg1—N1	89.30 (8)
C5—C6—C7	121.2 (3)	O1—Mg1—N1^i	103.03 (8)
C8—C7—C6	118.5 (3)	O1^i—Mg1—N1^i	76.97 (8)
C8—C7—H7	120.7	O3^i—Mg1—N1^i	89.30 (8)
C6—C7—H7	120.7	O3—Mg1—N1^i	90.70 (8)
C7—C8—C9	119.6 (3)	N1—Mg1—N1^i	180.0
C7—C8—H8	120.2	C9—N1—C1	117.0 (3)
C9—C8—H8	120.2	C9—N1—Mg1	110.26 (18)
N1—C9—C8	123.7 (3)	C1—N1—Mg1	132.7 (2)
N1—C9—C10	112.9 (3)	C10—O1—Mg1	120.38 (19)
C8—C9—C10	123.3 (3)	Mg1—O3—H3A	109.4
O1—C10—O2	124.2 (3)	Mg1—O3—H3B	109.2
O1—C10—C9	119.4 (3)	H3A—O3—H3B	109.5
O2—C10—C9	116.4 (3)	H4A—O4—H4B	109.5
O2—C10—Mg1	161.3 (2)	C11—O5—H5C	109.1

Symmetry code: (i) −x+1, −y, −z+2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3A···O2^ii	0.96	1.74	2.696 (3)	171
O3—H3B···O4	0.96	1.76	2.713 (3)	175
O4—H4A···O5^iii	0.85	1.99	2.759 (3)	149
O4—H4B···O5^iv	0.85	2.21	2.968 (3)	149
O5—H5C···O2^v	0.96	1.77	2.665 (3)	153

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