The title complex, [Zn(C
10H
6NO
2)
2(CH
3OH)
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.
Supporting information
CCDC reference: 231827
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (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
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)
top
Crystal data top
[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) Å3 | Cubic, colorless |
Z = 2 | 0.20 × 0.20 × 0.20 mm |
Data collection top
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 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)] = 0.027 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.071 | H atoms treated by a mixture of independent and constrained refinement |
S = 1.09 | w = 1/[σ2(Fo2) + (0.0254P)2 + 0.5647P] where P = (Fo2 + 2Fc2)/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 top
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 (Å2) top | 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 (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
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) top
Zn1—O1i | 2.003 (1) | C4—C5 | 1.406 (3) |
Zn1—O1 | 2.003 (1) | C4—H4A | 0.9300 |
Zn1—O3i | 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—N1i | 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 | | |
| | | |
O1i—Zn1—O1 | 180.0 (1) | C4—C3—H3A | 120.6 |
O1i—Zn1—O3i | 90.76 (6) | C2—C3—H3A | 120.6 |
O1—Zn1—O3i | 89.24 (6) | C3—C4—C5 | 120.03 (18) |
O1i—Zn1—O3 | 89.24 (6) | C3—C4—H4A | 120.0 |
O1—Zn1—O3 | 90.76 (6) | C5—C4—H4A | 120.0 |
O3i—Zn1—O3 | 180.00 (9) | C4—C5—C6 | 123.31 (18) |
O1i—Zn1—N1 | 101.62 (5) | C4—C5—C10 | 118.09 (17) |
O1—Zn1—N1 | 78.38 (5) | C6—C5—C10 | 118.60 (18) |
O3i—Zn1—N1 | 89.25 (6) | C7—C6—C5 | 120.84 (18) |
O3—Zn1—N1 | 90.75 (6) | C7—C6—H6A | 119.6 |
O1i—Zn1—N1i | 78.38 (5) | C5—C6—H6A | 119.6 |
O1—Zn1—N1i | 101.62 (5) | C6—C7—C8 | 120.21 (18) |
O3i—Zn1—N1i | 90.75 (6) | C6—C7—H7A | 119.9 |
O3—Zn1—N1i | 89.25 (6) | C8—C7—H7A | 119.9 |
N1—Zn1—N1i | 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 |
| | | |
O1i—Zn1—O1—C1 | 43 (100) | Zn1—N1—C2—C1 | 3.30 (19) |
O3i—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) |
N1i—Zn1—O1—C1 | −177.15 (13) | O1—C1—C2—C3 | 178.02 (18) |
O1i—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) |
O3i—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) |
N1i—Zn1—O3—C11 | 74.32 (16) | C3—C4—C5—C10 | 0.7 (3) |
O1i—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) |
O3i—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) |
N1i—Zn1—N1—C2 | 77 (100) | C7—C8—C9—C10 | −1.3 (3) |
O1i—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) |
O3i—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) |
N1i—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) top
D—H···A | D—H | H···A | D···A | D—H···A |
O3—H3···O2ii | 0.80 (3) | 1.87 (3) | 2.659 (5) | 168.44 (3) |
Symmetry code: (ii) x+1/2, −y+1/2, z+1/2. |