trans-Bis­(methanol-κO)­bis(2-quinoline­carboxylato-κ²N,O)­zinc(II)

The title complex, [Zn(C₁₀H₆NO₂)₂(CH₃OH)₂], is a neutral mononuclear complex containing a Zn^II ion in a six-coordinate environment. The Zn^II center, located on a crystallographic center of symmetry, displays a distorted octahedral geometry, with two 2-quinoline­carboxyl­ate and two methanol ligands, all in trans configurations. The complex mol­ecules are linked together by O—H...O hydrogen bonds between methanol mol­ecules and carboxyl­ate groups to form a two-dimensional framework.

Key indicators

• Single-crystal X-ray study
• T = 293 K
• Mean [sigma](C-C) = 0.003 Å
• R factor = 0.027
• wR factor = 0.071
• Data-to-parameter ratio = 14.2

checkCIF/PLATON results

No syntax errors found



Alert level A
PLAT029_ALERT_3_A _diffrn_measured_fraction_theta_full Low .......       0.90

Alert level C
ABSTM02_ALERT_3_C  The ratio of expected to reported Tmax/Tmin(RR') is < 0.90
            Tmin and Tmax reported:      0.615     0.775
            Tmin' and Tmax expected:      0.770     0.775
            RR' =      0.799
            Please check that your absorption correction is appropriate.
REFLT03_ALERT_3_C  Reflection count < 95% complete
           From the CIF: _diffrn_reflns_theta_max           27.51
           From the CIF: _diffrn_reflns_theta_full           0.00
           From the CIF: _reflns_number_total               2075
           TEST2: Reflns within _diffrn_reflns_theta_max
           Count of symmetry unique reflns         2305
           Completeness (_total/calc)             90.02%
PLAT022_ALERT_3_C Ratio Unique / Expected Reflections too Low ....       0.90
PLAT061_ALERT_3_C Tmax/Tmin Range Test RR' too Large .............       0.79
PLAT152_ALERT_1_C Supplied and Calc Volume s.u. Inconsistent .....          ?
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          1
            O1  -ZN1 -O1  -C1     43.00100.00   3.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #          8
            O3  -ZN1 -O3  -C11    65.00 51.00   3.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         15
            N1  -ZN1 -N1  -C2     77.00100.00   3.555   1.555   1.555   1.555
PLAT710_ALERT_4_C Delete 1-2-3 or 2-3-4 Linear Torsion Angle ... #         20
            N1  -ZN1 -N1  -C10   -99.00100.00   3.555   1.555   1.555   1.555

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

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

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Computing details

Data collection: CrystalClear (Rigaku/MSC, 2000); cell refinement: CrystalClear; data reduction: CrystalClear; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL (Bruker, 1998); software used to prepare material for publication: SHELXTL.

trans-Bis(methanol-κO)bis(2-quinolinecarboxylato-κ²N,O)zinc(II)

Crystal data

[Zn(C10H6NO2)2(CH4O)2]	F(000) = 488
Mr = 473.77	Dx = 1.574 Mg m^−3
Monoclinic, P21/n	Melting point: not measured K
Hall symbol: -P 2yn	Mo Kα radiation, λ = 0.71073 Å
a = 10.528 (2) Å	Cell parameters from 53 reflections
b = 7.377 (5) Å	θ = 3.2–27.5°
c = 13.551 (5) Å	µ = 1.27 mm^−1
β = 108.169 (8)°	T = 293 K
V = 999.9 (7) Å^3	Cubic, colorless
Z = 2	0.20 × 0.20 × 0.20 mm

Data collection

Rigaku Mercury/MSC CCD diffractometer	2075 independent reflections
Radiation source: fine-focus sealed tube	1803 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.019
Dtintegrate.ref scans	θmax = 27.5°, θmin = 3.2°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996; Blessing, 1995)	h = −6→13
Tmin = 0.615, Tmax = 0.775	k = −8→9
4476 measured reflections	l = −17→10

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)] = 0.027	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.071	H atoms treated by a mixture of independent and constrained refinement
S = 1.09	w = 1/[σ^2(Fo^2) + (0.0254P)^2 + 0.5647P] where P = (Fo^2 + 2Fc^2)/3
2075 reflections	(Δ/σ)max < 0.001
146 parameters	Δρmax = 0.32 e Å^−3
0 restraints	Δρmin = −0.25 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
Zn1	0.0000	0.0000	0.0000	0.02329 (10)
O1	−0.05797 (12)	0.07361 (19)	−0.14974 (9)	0.0287 (3)
O2	−0.21365 (16)	0.2084 (3)	−0.27705 (11)	0.0498 (4)
O3	0.08659 (15)	0.26579 (19)	0.04586 (12)	0.0352 (3)
H3	0.140 (3)	0.266 (4)	0.103 (2)	0.047 (8)*
N1	−0.20436 (14)	0.10888 (19)	−0.02055 (11)	0.0237 (3)
C1	−0.17075 (18)	0.1498 (3)	−0.18767 (14)	0.0285 (4)
C2	−0.25491 (17)	0.1732 (2)	−0.11585 (14)	0.0263 (4)
C3	−0.37968 (19)	0.2618 (3)	−0.15150 (16)	0.0354 (4)
H3A	−0.4114	0.3058	−0.2191	0.042*
C4	−0.45268 (19)	0.2817 (3)	−0.08538 (17)	0.0384 (5)
H4A	−0.5348	0.3409	−0.1074	0.046*
C5	−0.40424 (18)	0.2131 (3)	0.01628 (15)	0.0312 (4)
C6	−0.4760 (2)	0.2251 (3)	0.08899 (17)	0.0403 (5)
H6A	−0.5582	0.2838	0.0704	0.048*
C7	−0.4261 (2)	0.1521 (3)	0.18519 (17)	0.0428 (5)
H7A	−0.4745	0.1604	0.2319	0.051*
C8	−0.3017 (2)	0.0640 (3)	0.21449 (16)	0.0403 (5)
H8A	−0.2691	0.0130	0.2804	0.048*
C9	−0.2275 (2)	0.0517 (3)	0.14787 (15)	0.0331 (4)
H9A	−0.1445	−0.0049	0.1690	0.040*
C10	−0.27742 (17)	0.1254 (2)	0.04703 (13)	0.0262 (4)
C11	0.1352 (2)	0.3780 (3)	−0.01989 (17)	0.0447 (5)
H11A	0.1694	0.4889	0.0156	0.067*
H11B	0.0637	0.4049	−0.0821	0.067*
H11C	0.2054	0.3161	−0.0375	0.067*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.02004 (16)	0.03017 (17)	0.01682 (17)	0.00225 (11)	0.00162 (12)	0.00091 (10)
O1	0.0229 (6)	0.0426 (7)	0.0193 (6)	0.0038 (5)	0.0048 (5)	0.0018 (5)
O2	0.0354 (8)	0.0843 (12)	0.0262 (7)	0.0120 (8)	0.0045 (7)	0.0200 (7)
O3	0.0340 (7)	0.0361 (8)	0.0282 (8)	−0.0051 (6)	−0.0010 (7)	−0.0024 (6)
N1	0.0195 (7)	0.0271 (7)	0.0224 (7)	0.0014 (6)	0.0037 (6)	−0.0002 (6)
C1	0.0231 (8)	0.0365 (10)	0.0216 (9)	−0.0013 (7)	0.0008 (8)	0.0022 (7)
C2	0.0201 (8)	0.0280 (9)	0.0275 (9)	0.0003 (7)	0.0029 (7)	0.0022 (7)
C3	0.0258 (9)	0.0400 (10)	0.0356 (11)	0.0060 (8)	0.0027 (8)	0.0113 (8)
C4	0.0242 (9)	0.0385 (11)	0.0495 (13)	0.0099 (8)	0.0070 (9)	0.0068 (9)
C5	0.0235 (9)	0.0304 (9)	0.0397 (11)	0.0025 (7)	0.0100 (8)	−0.0030 (8)
C6	0.0279 (10)	0.0440 (12)	0.0518 (13)	0.0062 (8)	0.0164 (10)	−0.0069 (10)
C7	0.0375 (11)	0.0551 (13)	0.0438 (12)	−0.0008 (10)	0.0241 (10)	−0.0114 (10)
C8	0.0381 (11)	0.0552 (12)	0.0304 (11)	0.0011 (10)	0.0149 (9)	−0.0028 (9)
C9	0.0279 (9)	0.0431 (11)	0.0290 (10)	0.0052 (8)	0.0098 (8)	−0.0012 (8)
C10	0.0224 (8)	0.0266 (8)	0.0295 (10)	0.0003 (7)	0.0079 (8)	−0.0030 (7)
C11	0.0488 (13)	0.0378 (11)	0.0450 (13)	−0.0059 (10)	0.0111 (11)	−0.0003 (9)

Geometric parameters (Å, º)

Zn1—O1^i	2.003 (1)	C4—C5	1.406 (3)
Zn1—O1	2.003 (1)	C4—H4A	0.9300
Zn1—O3^i	2.170 (2)	C5—C6	1.419 (3)
Zn1—O3	2.1698 (18)	C5—C10	1.424 (2)
Zn1—N1	2.231 (1)	C6—C7	1.356 (3)
Zn1—N1^i	2.2311 (14)	C6—H6A	0.9300
O1—C1	1.269 (2)	C7—C8	1.404 (3)
O2—C1	1.231 (2)	C7—H7A	0.9300
O3—C11	1.423 (3)	C8—C9	1.369 (3)
O3—H3	0.80 (3)	C8—H8A	0.9300
N1—C2	1.322 (2)	C9—C10	1.411 (3)
N1—C10	1.373 (2)	C9—H9A	0.9300
C1—C2	1.517 (2)	C11—H11A	0.9600
C2—C3	1.411 (3)	C11—H11B	0.9600
C3—C4	1.358 (3)	C11—H11C	0.9600
C3—H3A	0.9300
O1^i—Zn1—O1	180.0 (1)	C4—C3—H3A	120.6
O1^i—Zn1—O3^i	90.76 (6)	C2—C3—H3A	120.6
O1—Zn1—O3^i	89.24 (6)	C3—C4—C5	120.03 (18)
O1^i—Zn1—O3	89.24 (6)	C3—C4—H4A	120.0
O1—Zn1—O3	90.76 (6)	C5—C4—H4A	120.0
O3^i—Zn1—O3	180.00 (9)	C4—C5—C6	123.31 (18)
O1^i—Zn1—N1	101.62 (5)	C4—C5—C10	118.09 (17)
O1—Zn1—N1	78.38 (5)	C6—C5—C10	118.60 (18)
O3^i—Zn1—N1	89.25 (6)	C7—C6—C5	120.84 (18)
O3—Zn1—N1	90.75 (6)	C7—C6—H6A	119.6
O1^i—Zn1—N1^i	78.38 (5)	C5—C6—H6A	119.6
O1—Zn1—N1^i	101.62 (5)	C6—C7—C8	120.21 (18)
O3^i—Zn1—N1^i	90.75 (6)	C6—C7—H7A	119.9
O3—Zn1—N1^i	89.25 (6)	C8—C7—H7A	119.9
N1—Zn1—N1^i	180.00 (8)	C9—C8—C7	121.2 (2)
C1—O1—Zn1	118.79 (11)	C9—C8—H8A	119.4
C11—O3—Zn1	123.19 (13)	C7—C8—H8A	119.4
C11—O3—H3	108.7 (19)	C8—C9—C10	119.78 (19)
Zn1—O3—H3	112.5 (19)	C8—C9—H9A	120.1
C2—N1—C10	118.77 (15)	C10—C9—H9A	120.1
C2—N1—Zn1	109.26 (11)	N1—C10—C9	119.68 (16)
C10—N1—Zn1	131.89 (11)	N1—C10—C5	120.95 (16)
O2—C1—O1	124.32 (17)	C9—C10—C5	119.36 (16)
O2—C1—C2	118.87 (16)	O3—C11—H11A	109.5
O1—C1—C2	116.79 (15)	O3—C11—H11B	109.5
N1—C2—C3	123.31 (16)	H11A—C11—H11B	109.5
N1—C2—C1	116.64 (15)	O3—C11—H11C	109.5
C3—C2—C1	120.05 (16)	H11A—C11—H11C	109.5
C4—C3—C2	118.83 (18)	H11B—C11—H11C	109.5
O1^i—Zn1—O1—C1	43 (100)	Zn1—N1—C2—C1	3.30 (19)
O3^i—Zn1—O1—C1	92.24 (14)	O2—C1—C2—N1	−179.70 (18)
O3—Zn1—O1—C1	−87.76 (14)	O1—C1—C2—N1	−1.3 (2)
N1—Zn1—O1—C1	2.85 (13)	O2—C1—C2—C3	−0.4 (3)
N1^i—Zn1—O1—C1	−177.15 (13)	O1—C1—C2—C3	178.02 (18)
O1^i—Zn1—O3—C11	152.71 (16)	N1—C2—C3—C4	−0.4 (3)
O1—Zn1—O3—C11	−27.29 (16)	C1—C2—C3—C4	−179.65 (18)
O3^i—Zn1—O3—C11	65 (51)	C2—C3—C4—C5	−0.6 (3)
N1—Zn1—O3—C11	−105.68 (16)	C3—C4—C5—C6	−178.6 (2)
N1^i—Zn1—O3—C11	74.32 (16)	C3—C4—C5—C10	0.7 (3)
O1^i—Zn1—N1—C2	176.73 (12)	C4—C5—C6—C7	178.2 (2)
O1—Zn1—N1—C2	−3.27 (12)	C10—C5—C6—C7	−1.1 (3)
O3^i—Zn1—N1—C2	−92.65 (12)	C5—C6—C7—C8	0.4 (3)
O3—Zn1—N1—C2	87.35 (12)	C6—C7—C8—C9	0.9 (4)
N1^i—Zn1—N1—C2	77 (100)	C7—C8—C9—C10	−1.3 (3)
O1^i—Zn1—N1—C10	−0.07 (16)	C2—N1—C10—C9	177.68 (17)
O1—Zn1—N1—C10	179.93 (16)	Zn1—N1—C10—C9	−5.8 (3)
O3^i—Zn1—N1—C10	90.54 (15)	C2—N1—C10—C5	−1.2 (2)
O3—Zn1—N1—C10	−89.46 (15)	Zn1—N1—C10—C5	175.34 (12)
N1^i—Zn1—N1—C10	−99 (100)	C8—C9—C10—N1	−178.35 (19)
Zn1—O1—C1—O2	176.38 (16)	C8—C9—C10—C5	0.6 (3)
Zn1—O1—C1—C2	−2.0 (2)	C4—C5—C10—N1	0.2 (3)
C10—N1—C2—C3	1.3 (3)	C6—C5—C10—N1	179.52 (17)
Zn1—N1—C2—C3	−175.95 (15)	C4—C5—C10—C9	−178.68 (18)
C10—N1—C2—C1	−179.41 (15)	C6—C5—C10—C9	0.6 (3)

Symmetry code: (i) −x, −y, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···O2^ii	0.80 (3)	1.87 (3)	2.659 (5)	168.44 (3)

Symmetry code: (ii) x+1/2, −y+1/2, z+1/2.