Download citation
Download citation
link to html
In the title mononuclear zinc(II) compound, [Zn(C13H10BrN2O)(ClO4)(CH4O)], the ZnII ion is in a square-pyramidal geometry, and is coordinated in the basal plane by an O atom and two N atoms from a Schiff base ligand and an O atom from the coordinated MeOH mol­ecule. The apical position is occupied by an O atom from a perchlorate anion. In the crystal structure, the mol­ecules form hydrogen-bonded dimers via the methanol hydroxy group and the phenolate O atom of a symmetry-related mol­ecule. They are further linked by C—H...O interactions, via the perchlorate O atoms, forming a network structure.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536805012882/su6193sup1.cif
Contains datablocks global, I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S1600536805012882/su6193Isup2.hkl
Contains datablock I

CCDC reference: 274646

Key indicators

  • Single-crystal X-ray study
  • T = 298 K
  • Mean [sigma](C-C) = 0.007 Å
  • R factor = 0.048
  • wR factor = 0.129
  • Data-to-parameter ratio = 14.9

checkCIF/PLATON results

No syntax errors found



Alert level B PLAT430_ALERT_2_B Short Inter D...A Contact N1 .. O5' .. 2.87 Ang. PLAT432_ALERT_2_B Short Inter X...Y Contact O5 .. C14 .. 2.91 Ang.
Alert level C PLAT042_ALERT_1_C Calc. and Rep. MoietyFormula Strings Differ .... ? PLAT062_ALERT_4_C Rescale T(min) & T(max) by ..................... 0.95 PLAT094_ALERT_2_C Ratio of Maximum / Minimum Residual Density .... 2.15 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O6 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for C8 PLAT241_ALERT_2_C Check High Ueq as Compared to Neighbors for O6' PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for Cl1 PLAT242_ALERT_2_C Check Low Ueq as Compared to Neighbors for O2 PLAT301_ALERT_3_C Main Residue Disorder ......................... 14.00 Perc. PLAT341_ALERT_3_C Low Bond Precision on C-C bonds (x 1000) Ang ... 7
0 ALERT level A = In general: serious problem 2 ALERT level B = Potentially serious problem 10 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 8 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 1 ALERT type 4 Improvement, methodology, query or suggestion

Computing details top

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

[4-Bromo-2-(pyridin-2-ylmethyliminomethyl)phenolato]methanolperchloratozinc(II) top
Crystal data top
[Zn(C13H10BrN2O)(ClO4)(CH4O)]F(000) = 968
Mr = 487.00Dx = 1.860 Mg m3
Monoclinic, P21/nMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ynCell parameters from 3436 reflections
a = 7.207 (3) Åθ = 2.7–23.4°
b = 19.112 (4) ŵ = 3.90 mm1
c = 12.686 (3) ÅT = 298 K
β = 95.67 (3)°Block, colourless
V = 1738.8 (9) Å30.17 × 0.14 × 0.13 mm
Z = 4
Data collection top
Bruker SMART CCD area-detector
diffractometer
3968 independent reflections
Radiation source: fine-focus sealed tube2916 reflections with I > 2σ(I)
Graphite monochromatorRint = 0.033
ω scansθmax = 27.5°, θmin = 1.9°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)
h = 99
Tmin = 0.557, Tmax = 0.631k = 2424
14781 measured reflectionsl = 1616
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.048Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.129H atoms treated by a mixture of independent and constrained refinement
S = 1.04 w = 1/[σ2(Fo2) + (0.0565P)2 + 1.9852P]
where P = (Fo2 + 2Fc2)/3
3968 reflections(Δ/σ)max < 0.001
267 parametersΔρmax = 1.13 e Å3
43 restraintsΔρmin = 0.53 e Å3
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
xyzUiso*/UeqOcc. (<1)
Zn10.36250 (7)0.12282 (2)0.51079 (4)0.04336 (16)
Br10.20415 (10)0.06366 (4)1.06740 (4)0.0877 (2)
Cl10.84903 (15)0.15798 (6)0.45695 (9)0.0555 (3)
O10.3861 (4)0.05102 (13)0.6149 (2)0.0477 (7)
O20.3619 (4)0.05089 (14)0.3977 (2)0.0482 (7)
O30.9169 (17)0.2272 (4)0.4872 (7)0.072 (3)0.52 (2)
O40.792 (2)0.1548 (8)0.3478 (7)0.090 (4)0.52 (2)
O51.0027 (14)0.1120 (6)0.4864 (11)0.069 (3)0.52 (2)
O60.7055 (11)0.1398 (7)0.5219 (9)0.073 (3)0.52 (2)
O3'0.792 (3)0.2269 (4)0.4822 (8)0.095 (6)0.48 (2)
O4'0.878 (2)0.1571 (8)0.3469 (7)0.077 (4)0.48 (2)
O5'1.0080 (16)0.1330 (8)0.5188 (12)0.079 (4)0.48 (2)
O6'0.6949 (11)0.1116 (6)0.4707 (14)0.075 (4)0.48 (2)
N10.3450 (5)0.19649 (16)0.6138 (3)0.0439 (8)
N20.3414 (4)0.20187 (17)0.4093 (3)0.0429 (8)
C10.3152 (6)0.1213 (2)0.7636 (3)0.0447 (9)
C20.3451 (6)0.0571 (2)0.7137 (3)0.0423 (9)
C30.3302 (7)0.0044 (2)0.7730 (4)0.0608 (12)
H30.34720.04760.74160.073*
C40.2906 (8)0.0016 (3)0.8771 (4)0.0657 (13)
H40.28210.04270.91540.079*
C50.2637 (7)0.0618 (3)0.9244 (3)0.0590 (12)
C60.2758 (7)0.1223 (2)0.8702 (4)0.0545 (11)
H60.25800.16480.90350.065*
C70.3207 (6)0.1877 (2)0.7111 (4)0.0488 (10)
H70.30530.22760.75140.059*
C80.3395 (8)0.2678 (2)0.5700 (4)0.0618 (12)
H8A0.45060.29310.59740.074*
H8B0.23180.29240.59160.074*
C90.3287 (6)0.2650 (2)0.4523 (4)0.0486 (10)
C100.3101 (7)0.3251 (3)0.3905 (5)0.0693 (14)
H100.29970.36880.42180.083*
C110.3074 (8)0.3191 (3)0.2833 (5)0.0790 (17)
H110.29550.35870.24060.095*
C120.3223 (8)0.2543 (3)0.2389 (4)0.0707 (14)
H120.32080.24930.16590.085*
C130.3396 (7)0.1967 (3)0.3040 (4)0.0588 (12)
H130.35050.15270.27390.071*
C140.1838 (10)0.0133 (3)0.3552 (5)0.098 (2)
H14A0.13310.01100.41210.147*
H14B0.21130.01960.30180.147*
H14C0.09470.04680.32510.147*
H20.454 (5)0.024 (2)0.401 (4)0.080*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0530 (3)0.0369 (3)0.0413 (3)0.0053 (2)0.0103 (2)0.0013 (2)
Br10.1084 (5)0.1173 (5)0.0408 (3)0.0138 (4)0.0244 (3)0.0002 (3)
Cl10.0538 (6)0.0553 (6)0.0585 (7)0.0007 (5)0.0118 (5)0.0035 (5)
O10.0696 (19)0.0392 (14)0.0366 (15)0.0110 (13)0.0171 (13)0.0018 (11)
O20.0615 (19)0.0424 (16)0.0416 (16)0.0102 (13)0.0094 (14)0.0048 (12)
O30.063 (6)0.060 (4)0.093 (6)0.007 (4)0.010 (5)0.006 (4)
O40.090 (9)0.114 (8)0.062 (6)0.021 (7)0.005 (5)0.014 (5)
O50.047 (5)0.063 (6)0.098 (9)0.000 (4)0.013 (5)0.001 (5)
O60.046 (4)0.107 (8)0.067 (6)0.006 (4)0.017 (4)0.002 (5)
O3'0.158 (17)0.050 (5)0.078 (6)0.010 (7)0.010 (8)0.006 (4)
O4'0.084 (10)0.090 (7)0.054 (5)0.001 (7)0.008 (5)0.008 (5)
O5'0.054 (6)0.119 (12)0.061 (7)0.025 (6)0.012 (5)0.007 (7)
O6'0.045 (4)0.068 (6)0.114 (10)0.001 (4)0.015 (5)0.006 (6)
N10.0510 (19)0.0334 (16)0.047 (2)0.0010 (14)0.0054 (16)0.0036 (14)
N20.0400 (17)0.0413 (18)0.0477 (19)0.0008 (14)0.0067 (14)0.0064 (15)
C10.047 (2)0.047 (2)0.041 (2)0.0011 (18)0.0092 (17)0.0050 (18)
C20.045 (2)0.044 (2)0.040 (2)0.0029 (17)0.0113 (17)0.0018 (17)
C30.086 (3)0.048 (2)0.052 (3)0.015 (2)0.024 (2)0.003 (2)
C40.087 (4)0.063 (3)0.051 (3)0.008 (3)0.028 (3)0.013 (2)
C50.065 (3)0.077 (3)0.036 (2)0.007 (2)0.013 (2)0.001 (2)
C60.062 (3)0.059 (3)0.045 (2)0.000 (2)0.014 (2)0.011 (2)
C70.054 (2)0.042 (2)0.050 (2)0.0010 (19)0.007 (2)0.0119 (19)
C80.081 (3)0.036 (2)0.069 (3)0.002 (2)0.010 (3)0.001 (2)
C90.041 (2)0.043 (2)0.062 (3)0.0034 (17)0.0041 (19)0.009 (2)
C100.076 (3)0.043 (3)0.088 (4)0.001 (2)0.005 (3)0.016 (3)
C110.083 (4)0.061 (3)0.090 (4)0.004 (3)0.004 (3)0.035 (3)
C120.083 (4)0.070 (3)0.059 (3)0.003 (3)0.003 (3)0.022 (3)
C130.064 (3)0.058 (3)0.055 (3)0.004 (2)0.009 (2)0.011 (2)
C140.145 (6)0.075 (4)0.076 (4)0.042 (4)0.019 (4)0.008 (3)
Geometric parameters (Å, º) top
Zn1—O11.901 (3)C1—C71.436 (6)
Zn1—N11.934 (3)C2—C31.405 (6)
Zn1—N21.981 (3)C3—C41.379 (6)
Zn1—O21.987 (3)C3—H30.9300
Zn1—O62.483 (8)C4—C51.374 (7)
Br1—C51.905 (4)C4—H40.9300
Cl1—O41.405 (8)C5—C61.353 (7)
Cl1—O5'1.407 (9)C6—H60.9300
Cl1—O3'1.425 (8)C7—H70.9300
Cl1—O61.428 (7)C8—C91.489 (7)
Cl1—O4'1.431 (9)C8—H8A0.9700
Cl1—O51.434 (8)C8—H8B0.9700
Cl1—O6'1.445 (8)C9—C101.389 (6)
Cl1—O31.450 (7)C10—C111.363 (8)
O1—C21.321 (5)C10—H100.9300
O2—C141.522 (8)C11—C121.369 (8)
O2—H20.84 (4)C11—H110.9300
N1—C71.275 (5)C12—C131.375 (6)
N1—C81.470 (5)C12—H120.9300
N2—C91.331 (5)C13—H130.9300
N2—C131.338 (6)C14—H14A0.9600
C1—C21.408 (5)C14—H14B0.9600
C1—C61.409 (6)C14—H14C0.9600
O1—Zn1—N193.63 (13)C6—C1—C7116.8 (4)
O1—Zn1—N2176.50 (13)O1—C2—C3118.1 (4)
N1—Zn1—N283.00 (14)O1—C2—C1124.2 (4)
O1—Zn1—O289.78 (12)C3—C2—C1117.7 (4)
N1—Zn1—O2175.08 (13)C4—C3—C2120.9 (4)
N2—Zn1—O293.65 (13)C4—C3—H3119.5
O1—Zn1—O692.0 (2)C2—C3—H3119.5
N1—Zn1—O689.9 (4)C5—C4—C3120.3 (4)
N2—Zn1—O687.1 (2)C5—C4—H4119.9
O2—Zn1—O693.6 (4)C3—C4—H4119.9
O4—Cl1—O5'132.5 (8)C6—C5—C4120.8 (4)
O4—Cl1—O3'101.5 (8)C6—C5—Br1120.0 (4)
O5'—Cl1—O3'115.2 (6)C4—C5—Br1119.2 (4)
O4—Cl1—O6113.7 (5)C5—C6—C1120.4 (4)
O5'—Cl1—O6101.1 (8)C5—C6—H6119.8
O3'—Cl1—O681.6 (6)C1—C6—H6119.8
O5'—Cl1—O4'110.6 (7)N1—C7—C1125.3 (4)
O3'—Cl1—O4'107.6 (6)N1—C7—H7117.4
O6—Cl1—O4'138.0 (6)C1—C7—H7117.4
O4—Cl1—O5111.8 (7)N1—C8—C9110.1 (4)
O3'—Cl1—O5137.8 (6)N1—C8—H8A109.6
O6—Cl1—O5106.6 (6)C9—C8—H8A109.6
O4'—Cl1—O593.6 (8)N1—C8—H8B109.6
O4—Cl1—O6'86.6 (7)C9—C8—H8B109.6
O5'—Cl1—O6'108.6 (7)H8A—C8—H8B108.2
O3'—Cl1—O6'107.3 (6)N2—C9—C10121.7 (5)
O4'—Cl1—O6'107.3 (6)N2—C9—C8116.3 (4)
O5—Cl1—O6'100.1 (7)C10—C9—C8122.0 (4)
O4—Cl1—O3111.0 (6)C11—C10—C9118.9 (5)
O5'—Cl1—O385.8 (6)C11—C10—H10120.5
O6—Cl1—O3108.3 (5)C9—C10—H10120.5
O4'—Cl1—O3101.0 (8)C10—C11—C12119.6 (5)
O5—Cl1—O3105.0 (5)C10—C11—H11120.2
O6'—Cl1—O3140.5 (5)C12—C11—H11120.2
C2—O1—Zn1125.7 (2)C11—C12—C13118.9 (5)
C14—O2—Zn1121.6 (3)C11—C12—H12120.5
C14—O2—H2111 (4)C13—C12—H12120.5
Zn1—O2—H2117 (4)N2—C13—C12122.1 (5)
Cl1—O6—Zn1140.6 (6)N2—C13—H13118.9
C7—N1—C8119.1 (4)C12—C13—H13118.9
C7—N1—Zn1125.7 (3)O2—C14—H14A109.5
C8—N1—Zn1114.8 (3)O2—C14—H14B109.5
C9—N2—C13118.8 (4)H14A—C14—H14B109.5
C9—N2—Zn1115.4 (3)O2—C14—H14C109.5
C13—N2—Zn1125.8 (3)H14A—C14—H14C109.5
C2—C1—C6119.8 (4)H14B—C14—H14C109.5
C2—C1—C7123.4 (4)
N1—Zn1—O1—C216.4 (3)C7—C1—C2—O11.9 (7)
O2—Zn1—O1—C2160.0 (3)C6—C1—C2—C31.3 (6)
O6—Zn1—O1—C2106.4 (5)C7—C1—C2—C3178.1 (4)
O1—Zn1—O2—C1484.7 (3)O1—C2—C3—C4179.0 (4)
N2—Zn1—O2—C1496.0 (3)C1—C2—C3—C41.1 (7)
O6—Zn1—O2—C14176.7 (4)C2—C3—C4—C50.5 (8)
O4—Cl1—O6—Zn114.6 (19)C3—C4—C5—C60.1 (8)
O5'—Cl1—O6—Zn1161.5 (17)C3—C4—C5—Br1178.7 (4)
O3'—Cl1—O6—Zn184.4 (17)C4—C5—C6—C10.4 (8)
O4'—Cl1—O6—Zn123 (2)Br1—C5—C6—C1178.4 (3)
O5—Cl1—O6—Zn1138.1 (15)C2—C1—C6—C51.0 (7)
O6'—Cl1—O6—Zn154.6 (12)C7—C1—C6—C5178.4 (4)
O3—Cl1—O6—Zn1109.3 (15)C8—N1—C7—C1177.4 (4)
O1—Zn1—O6—Cl1146.7 (14)Zn1—N1—C7—C14.7 (6)
N1—Zn1—O6—Cl1119.7 (14)C2—C1—C7—N13.1 (7)
N2—Zn1—O6—Cl136.7 (14)C6—C1—C7—N1176.3 (4)
O2—Zn1—O6—Cl156.8 (14)C7—N1—C8—C9167.5 (4)
O1—Zn1—N1—C711.9 (4)Zn1—N1—C8—C96.0 (5)
N2—Zn1—N1—C7169.0 (4)C13—N2—C9—C101.3 (6)
O6—Zn1—N1—C7103.9 (4)Zn1—N2—C9—C10179.0 (4)
O1—Zn1—N1—C8175.1 (3)C13—N2—C9—C8177.5 (4)
N2—Zn1—N1—C84.0 (3)Zn1—N2—C9—C82.3 (5)
O6—Zn1—N1—C883.1 (4)N1—C8—C9—N25.3 (6)
N1—Zn1—N2—C91.0 (3)N1—C8—C9—C10175.9 (4)
O2—Zn1—N2—C9177.3 (3)N2—C9—C10—C110.9 (7)
O6—Zn1—N2—C989.3 (4)C8—C9—C10—C11177.8 (5)
N1—Zn1—N2—C13179.3 (4)C9—C10—C11—C120.2 (9)
O2—Zn1—N2—C132.9 (4)C10—C11—C12—C130.0 (9)
O6—Zn1—N2—C1390.5 (5)C9—N2—C13—C121.0 (7)
Zn1—O1—C2—C3165.9 (3)Zn1—N2—C13—C12179.2 (4)
Zn1—O1—C2—C114.1 (6)C11—C12—C13—N20.4 (8)
C6—C1—C2—O1178.7 (4)
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O2—H2···O1i0.84 (4)1.86 (4)2.679 (4)165 (6)
Symmetry code: (i) x+1, y, z+1.
 

Follow Acta Cryst. E
Sign up for e-alerts
Follow Acta Cryst. on Twitter
Follow us on facebook
Sign up for RSS feeds