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Acta Cryst. (2007). E63, m2147    [ doi:10.1107/S1600536807033016 ]

Poly[tetrabromidohexakis([mu]2-isonicotinato)bis([mu]2-pyridinium-4-carboxylato)pentazinc(II)]

J. Lu, D. Zhang, L. Li and B. Liu

Abstract top

In the title compound, [Zn5(IN)6Br4(1H-IN)2], (where IN is isonicotinate, C6H4NO2, and 1H-IN is pyridinium-4-carboxylate, C6H5NO2), one Zn atom is located on an inversion center and has a six-coordinated ZnO4N2 geometry, while two other Zn atoms adopt a four-coordinated ZnO2NBr pyramidal geometry. In the crystal structure, the metal centers are connected by intermolecular N-H...O hydrogen bonds, and IN and 1H-IN units, forming a two-dimensional bilayer structure.

Comment top

In recent years, isonicotinic acid (HIN) have been extensively studied, because of its ability of acting either as monodentate, bidentate, tridentate bridging or as chelating ligand. Novel complexes such as [Cu2(IN)4(H2O)3][Cu2(IN)4(H2O)2].3H2O (Lu & Babb, 2001) have been reported. The title compound, (I), was synthesized by hydrothermal synthesis at about 443 K. It was air stable and insoluble in most solvents. We report herein its crystal structure.

In the molecule of (I) (Fig. 1), the ligand bond lengths and angles are generally within normal ranges (Allen et al., 1987). Zn1 is located on an inversion centre and has ZnO4N2 octahedral geometry, which is completed by IN and 1H-IN oxygen atoms (where IN is isonicotinate), as well as IN nitrogen atoms, while Zn2 and Zn3 adopt the four-coordinated ZnO2NBr pyramidal geometry, which is completed by IN oxygen and nitrogen atoms, as well as bromine ions.

The Zn—O/N bonds for Zn2 and Zn3 are in the range of 1.933 (3)–2.075 (3) Å, which are shorter than that observed for Zn1 within 2.118 (3)–2.191 (3) Å. The Zn—Br bonds are 2.3369 (9) Å for Zn3, and 2.3798 (10) Å for Zn2 (Table 1).

Furthermore, these metal centers are in turn connected by intermolecular N—H···O hydrogen bonds (Table 2), IN and 1H-IN to construct the two-dimensional bilayer structure (Fig. 2), where the 1H-IN ligands contribute to bidentate coordinated mode, while IN ligands to bidentate and tridentate coordinated modes. In addition, the closest Zn—Zn distance is ca 4.031 Å, and the edges of the present two-dimensional bilayer stucture is ca 8.8 x 8.5 Å.

Related literature top

For a related structure, see: Lu & Babb (2001). For bond-length data, see: Allen et al. (1987). Scheme should show polymeric nature and complete repeat unit.

Experimental top

For the preparation of the title compound, (I), ZnBr2 (1 mmol) and HIN (1.5 mmol) were dissolved in water (10 ml). The solution was heated in a 25 ml Teflon lined reaction vessel at 433 K for ca 3 d, and then cooled to room temperature. Colorless crystals of (I) were obtained (yield; 72%).

Refinement top

H4A (for NH) was located in a difference syntheses, and only its thermal parameter was refined [N—H = 0.8622 Å and Uiso(H) = 0.10 (2) Å2]. The remaining H atoms were positioned geometrically, with C—H = 0.93 Å, for aromatic H atoms, and constrained to ride on their parent atoms, with Uiso(H) = 1.2Ueq(C).

Computing details top

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; 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.

Figures top
[Figure 1] Fig. 1. The molecular structure of the title molecule, with the atom-numbering scheme. Displacement ellipsoids are drawn at the 50% probability level [symmetry codes: (A) x - 1, y - 1, z; (B) -x, -y, -z + 1; (C) -x, -y + 1, -z + 1; (D) x, y + 1, z.].
[Figure 2] Fig. 2. Packing diagram for (I). Hydrogen bonds are shown as dashed lines.
catena-poly[tetrabromido-hexakis(isonicotinato)-bis(1H-\ isonicotinato)pentazinc(II)] top
Crystal data top
[Zn5Br4(C6H4NO2)6(C6H5NO2)2]F(000) = 1592
Mr = 1625.32Dx = 2.092 Mg m−3
Monoclinic, P21/cMo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybcCell parameters from 19365 reflections
a = 14.096 (3) Åθ = 3.0–27.5°
b = 13.614 (3) ŵ = 5.47 mm−1
c = 14.781 (3) ÅT = 298 K
β = 114.53 (3)°Block, colorless
V = 2580.5 (11) Å30.47 × 0.42 × 0.29 mm
Z = 2
Data collection top
Bruker SMART CCD area-detector
diffractometer		5899 independent reflections
Radiation source: fine-focus sealed tube4756 reflections with I > 2σ(I)
graphiteRint = 0.059
φ and ω scansθmax = 27.5°, θmin = 3.0°
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		h = −18→18
Tmin = 0.123, Tmax = 0.205k = −17→16
24795 measured reflectionsl = −19→19
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)] = 0.037Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.093H-atom parameters constrained
S = 1.06 w = 1/[σ2(Fo2) + (0.0355P)2 + 3.1559P]
where P = (Fo2 + 2Fc2)/3
5899 reflections(Δ/σ)max = 0.001
368 parametersΔρmax = 1.01 e Å−3
0 restraintsΔρmin = −1.05 e Å−3
Crystal data top
[Zn5Br4(C6H4NO2)6(C6H5NO2)2]V = 2580.5 (11) Å3
Mr = 1625.32Z = 2
Monoclinic, P21/cMo Kα radiation
a = 14.096 (3) ŵ = 5.47 mm−1
b = 13.614 (3) ÅT = 298 K
c = 14.781 (3) Å0.47 × 0.42 × 0.29 mm
β = 114.53 (3)°
Data collection top
Bruker SMART CCD area-detector
diffractometer		5899 independent reflections
Absorption correction: multi-scan
(SADABS; Sheldrick, 1996)		4756 reflections with I > 2σ(I)
Tmin = 0.123, Tmax = 0.205Rint = 0.059
24795 measured reflectionsθmax = 27.5°
Refinement top
R[F2 > 2σ(F2)] = 0.037H-atom parameters constrained
wR(F2) = 0.093Δρmax = 1.01 e Å−3
S = 1.06Δρmin = −1.05 e Å−3
5899 reflectionsAbsolute structure: ?
368 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
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*/Ueq
Zn10.00000.50000.50000.02606 (14)
Zn2−0.42512 (3)−0.01650 (3)0.32550 (4)0.02699 (11)
Zn30.05811 (3)0.60169 (3)0.27190 (3)0.02547 (11)
Br1−0.50694 (3)0.03530 (3)0.15671 (4)0.04128 (12)
Br2−0.02848 (3)0.54039 (3)0.11049 (3)0.04207 (12)
O1−0.03829 (18)−0.31624 (18)0.3020 (2)0.0328 (6)
O2−0.10618 (19)−0.43045 (18)0.3646 (2)0.0340 (6)
O3−0.4360 (2)0.1908 (2)0.3990 (3)0.0490 (9)
O4−0.32061 (18)0.07798 (18)0.4031 (2)0.0383 (7)
O50.48779 (19)0.90252 (19)0.3679 (2)0.0380 (7)
O60.3734 (2)1.0190 (2)0.3589 (3)0.0557 (10)
O70.07644 (19)0.40797 (18)0.4283 (2)0.0351 (6)
O80.15352 (19)0.49998 (18)0.3529 (2)0.0343 (6)
N1−0.3216 (2)−0.1282 (2)0.3338 (2)0.0248 (6)
N2−0.1145 (2)0.3882 (2)0.4622 (2)0.0265 (6)
N30.1677 (2)0.7084 (2)0.2982 (2)0.0266 (6)
N40.3694 (2)0.2063 (2)0.4284 (3)0.0362 (8)
H4A0.41720.16320.43690.10 (2)*
C1−0.3497 (3)−0.2229 (2)0.3181 (3)0.0278 (8)
H1−0.4179−0.23980.30600.033*
C2−0.2817 (3)−0.2966 (2)0.3190 (3)0.0268 (8)
H2−0.3031−0.36190.30990.032*
C3−0.1811 (2)−0.2712 (2)0.3338 (3)0.0217 (7)
C4−0.1525 (3)−0.1733 (3)0.3487 (3)0.0274 (8)
H4−0.0858−0.15420.35800.033*
C5−0.2234 (3)−0.1045 (2)0.3498 (3)0.0283 (8)
H5−0.2026−0.03920.36200.034*
C6−0.1033 (2)−0.3465 (2)0.3341 (3)0.0235 (7)
C7−0.2650 (2)0.2425 (2)0.4292 (3)0.0241 (7)
C8−0.1620 (3)0.2180 (2)0.4520 (3)0.0266 (8)
H8−0.14160.15250.45690.032*
C9−0.0904 (3)0.2923 (2)0.4674 (3)0.0270 (8)
H9−0.02170.27510.48210.032*
C10−0.2148 (3)0.4110 (2)0.4362 (3)0.0279 (8)
H10−0.23390.47690.42830.033*
C11−0.2909 (3)0.3415 (3)0.4205 (3)0.0282 (8)
H11−0.35930.36080.40410.034*
C12−0.3486 (3)0.1654 (3)0.4097 (3)0.0297 (8)
C130.2260 (2)0.3467 (2)0.4124 (3)0.0204 (7)
C140.2064 (3)0.2487 (2)0.4237 (3)0.0275 (8)
H140.14420.23030.42670.033*
C150.2793 (3)0.1791 (3)0.4305 (3)0.0358 (9)
H150.26600.11310.43660.043*
C160.3927 (3)0.3009 (3)0.4220 (3)0.0361 (9)
H160.45730.31770.42360.043*
C170.3216 (3)0.3721 (3)0.4132 (3)0.0297 (8)
H170.33720.43760.40780.036*
C180.1439 (2)0.4238 (2)0.3974 (3)0.0244 (7)
C190.2674 (3)0.6857 (3)0.3206 (3)0.0320 (9)
H190.28560.61990.32200.038*
C200.3436 (3)0.7555 (3)0.3415 (3)0.0335 (9)
H200.41210.73700.35680.040*
C210.3179 (3)0.8534 (2)0.3394 (3)0.0263 (8)
C220.2149 (3)0.8774 (3)0.3152 (3)0.0364 (10)
H220.19460.94280.31250.044*
C230.1431 (3)0.8032 (3)0.2953 (3)0.0366 (10)
H230.07390.81990.27900.044*
C240.3993 (3)0.9333 (3)0.3577 (3)0.0320 (9)
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.0207 (3)0.0190 (3)0.0406 (4)−0.0014 (2)0.0148 (2)0.0005 (2)
Zn20.01712 (19)0.01695 (19)0.0482 (3)−0.00093 (15)0.01486 (18)−0.00226 (18)
Zn30.01996 (19)0.01928 (19)0.0404 (3)0.00171 (15)0.01574 (17)−0.00049 (17)
Br10.0345 (2)0.0343 (2)0.0505 (3)−0.00131 (17)0.01318 (19)0.00503 (18)
Br20.0394 (2)0.0388 (2)0.0445 (3)0.00509 (18)0.01385 (19)−0.00973 (19)
O10.0283 (12)0.0258 (13)0.0546 (18)0.0055 (11)0.0274 (13)0.0006 (12)
O20.0282 (13)0.0210 (12)0.0506 (18)0.0057 (11)0.0142 (12)0.0068 (12)
O30.0237 (13)0.0311 (15)0.097 (3)−0.0053 (12)0.0304 (15)−0.0130 (16)
O40.0205 (12)0.0209 (12)0.068 (2)−0.0041 (10)0.0136 (13)−0.0096 (13)
O50.0247 (13)0.0273 (13)0.068 (2)0.0002 (11)0.0255 (13)0.0047 (13)
O60.0386 (16)0.0200 (14)0.118 (3)−0.0047 (12)0.0417 (19)−0.0116 (16)
O70.0267 (13)0.0267 (13)0.062 (2)−0.0002 (11)0.0280 (13)−0.0013 (13)
O80.0281 (13)0.0245 (12)0.0543 (18)0.0080 (11)0.0210 (13)0.0118 (13)
N10.0190 (13)0.0192 (13)0.0377 (18)0.0021 (11)0.0133 (12)−0.0018 (13)
N20.0210 (13)0.0222 (14)0.0391 (18)−0.0010 (12)0.0151 (13)0.0020 (13)
N30.0206 (13)0.0221 (14)0.0396 (18)−0.0010 (12)0.0151 (13)0.0000 (13)
N40.0336 (17)0.0340 (17)0.039 (2)0.0187 (15)0.0134 (15)0.0022 (15)
C10.0176 (15)0.0231 (17)0.043 (2)−0.0011 (13)0.0127 (15)−0.0023 (16)
C20.0247 (16)0.0180 (16)0.039 (2)0.0000 (13)0.0142 (15)−0.0009 (15)
C30.0187 (14)0.0217 (16)0.0258 (18)0.0036 (13)0.0105 (13)0.0016 (14)
C40.0192 (15)0.0222 (16)0.043 (2)−0.0006 (14)0.0148 (15)0.0008 (16)
C50.0252 (17)0.0184 (16)0.046 (2)−0.0024 (14)0.0193 (16)−0.0020 (16)
C60.0194 (15)0.0221 (16)0.0283 (19)−0.0011 (13)0.0093 (14)−0.0037 (14)
C70.0184 (15)0.0213 (16)0.033 (2)−0.0042 (13)0.0116 (14)−0.0048 (14)
C80.0221 (16)0.0196 (16)0.039 (2)0.0022 (13)0.0134 (15)−0.0014 (15)
C90.0189 (15)0.0240 (17)0.039 (2)−0.0007 (13)0.0132 (15)−0.0013 (16)
C100.0239 (16)0.0184 (16)0.044 (2)0.0002 (14)0.0169 (16)0.0001 (15)
C110.0175 (15)0.0258 (17)0.042 (2)0.0006 (14)0.0129 (15)−0.0036 (16)
C120.0224 (17)0.0250 (17)0.043 (2)−0.0026 (14)0.0146 (16)−0.0048 (16)
C130.0192 (15)0.0185 (15)0.0235 (17)0.0023 (13)0.0089 (13)−0.0006 (13)
C140.0288 (17)0.0223 (17)0.035 (2)−0.0006 (14)0.0167 (16)−0.0015 (15)
C150.047 (2)0.0225 (18)0.041 (2)0.0056 (17)0.0215 (19)0.0015 (17)
C160.0232 (17)0.038 (2)0.049 (3)0.0034 (16)0.0174 (17)−0.0029 (19)
C170.0244 (17)0.0262 (18)0.040 (2)0.0016 (14)0.0148 (16)0.0001 (16)
C180.0201 (15)0.0224 (16)0.0304 (19)0.0000 (14)0.0101 (14)−0.0037 (15)
C190.0267 (17)0.0185 (16)0.056 (3)0.0038 (14)0.0218 (17)0.0021 (17)
C200.0243 (17)0.0233 (17)0.059 (3)0.0026 (15)0.0238 (18)0.0021 (18)
C210.0218 (16)0.0212 (16)0.041 (2)−0.0017 (14)0.0179 (15)0.0003 (15)
C220.0267 (18)0.0181 (17)0.069 (3)0.0051 (14)0.0242 (19)0.0054 (18)
C230.0218 (17)0.0271 (19)0.063 (3)0.0036 (15)0.0203 (18)0.0042 (19)
C240.0282 (18)0.0242 (17)0.051 (3)−0.0011 (15)0.0239 (17)−0.0011 (17)
Geometric parameters (Å, °) top
Zn1—N2i2.118 (3)C2—C11.384 (5)
Zn1—O2ii2.158 (3)C2—H20.9300
Zn1—O2iii2.158 (3)C3—C41.383 (5)
Zn1—O7i2.191 (3)C3—C21.386 (4)
Zn2—O41.933 (3)C4—H40.9300
Zn2—O5iv1.938 (3)C5—C41.374 (5)
Zn2—N12.075 (3)C5—H50.9300
Zn2—Br12.3798 (10)C6—C31.500 (4)
Zn3—O1ii1.948 (2)C7—C111.389 (5)
Zn3—O81.955 (3)C7—C121.513 (5)
Zn3—N32.037 (3)C8—C91.380 (5)
Zn3—Br22.3369 (9)C8—C71.388 (4)
O1—C61.263 (4)C8—H80.9300
O1—Zn3v1.948 (2)C9—H90.9300
O2—C61.236 (4)C10—C111.376 (5)
O2—Zn1v2.158 (3)C10—H100.9300
O3—C121.225 (4)C11—H110.9300
O4—C121.270 (4)C13—C171.387 (4)
O5—C241.265 (4)C13—C141.387 (5)
O5—Zn2vi1.938 (3)C13—C181.508 (4)
O6—C241.224 (4)C14—C151.371 (5)
O7—C181.233 (4)C14—H140.9300
O7—Zn12.191 (3)C15—H150.9300
O8—C181.266 (4)C16—H160.9300
N1—C11.341 (4)C17—C161.360 (5)
N1—C51.344 (4)C17—H170.9300
N2—C101.338 (4)C19—H190.9300
N2—C91.343 (4)C20—C191.371 (5)
N2—Zn12.118 (3)C20—H200.9300
N3—C231.334 (5)C21—C201.378 (5)
N3—C191.338 (4)C21—C221.383 (5)
N4—C151.336 (5)C21—C241.521 (5)
N4—C161.342 (5)C22—C231.373 (5)
N4—H4A0.8622C22—H220.9300
C1—H10.9300C23—H230.9300
N2—Zn1—N2i180.0C4—C5—H5118.8
N2—Zn1—O2ii84.93 (11)O2—C6—O1125.3 (3)
N2i—Zn1—O2ii95.07 (11)O2—C6—C3119.9 (3)
N2—Zn1—O2iii95.07 (11)O1—C6—C3114.8 (3)
N2i—Zn1—O2iii84.93 (11)C8—C7—C11117.6 (3)
O2ii—Zn1—O2iii180.000 (1)C8—C7—C12122.2 (3)
N2—Zn1—O786.31 (10)C11—C7—C12120.1 (3)
N2i—Zn1—O793.69 (10)C9—C8—C7118.9 (3)
O2ii—Zn1—O795.36 (11)C9—C8—H8120.5
O2iii—Zn1—O784.64 (11)C7—C8—H8120.5
N2—Zn1—O7i93.69 (10)N2—C9—C8123.6 (3)
N2i—Zn1—O7i86.31 (10)N2—C9—H9118.2
O2ii—Zn1—O7i84.64 (11)C8—C9—H9118.2
O2iii—Zn1—O7i95.36 (11)N2—C10—C11123.1 (3)
O7—Zn1—O7i180.00 (13)N2—C10—H10118.5
O4—Zn2—O5iv127.98 (14)C11—C10—H10118.5
O4—Zn2—N196.22 (11)C10—C11—C7119.7 (3)
O5iv—Zn2—N195.07 (11)C10—C11—H11120.1
O4—Zn2—Br1110.08 (10)C7—C11—H11120.1
O5iv—Zn2—Br1114.30 (9)O3—C12—O4125.6 (3)
N1—Zn2—Br1107.59 (9)O3—C12—C7119.4 (3)
O1ii—Zn3—O8129.35 (12)O4—C12—C7115.0 (3)
O1ii—Zn3—N395.37 (11)C17—C13—C14118.7 (3)
O8—Zn3—N396.52 (11)C17—C13—C18120.8 (3)
O1ii—Zn3—Br2108.65 (9)C14—C13—C18120.5 (3)
O8—Zn3—Br2107.89 (9)C15—C14—C13119.6 (3)
N3—Zn3—Br2118.85 (10)C15—C14—H14120.2
C6—O1—Zn3v125.6 (2)C13—C14—H14120.2
C6—O2—Zn1v129.0 (2)N4—C15—C14119.9 (3)
C12—O4—Zn2119.0 (2)N4—C15—H15120.1
C24—O5—Zn2vi120.0 (2)C14—C15—H15120.1
C18—O7—Zn1133.6 (2)N4—C16—C17119.9 (3)
C18—O8—Zn3134.8 (2)N4—C16—H16120.0
C1—N1—C5118.0 (3)C17—C16—H16120.0
C1—N1—Zn2123.0 (2)C16—C17—C13119.9 (3)
C5—N1—Zn2118.9 (2)C16—C17—H17120.1
C10—N2—C9117.0 (3)C13—C17—H17120.1
C10—N2—Zn1120.5 (2)O7—C18—O8126.9 (3)
C9—N2—Zn1122.4 (2)O7—C18—C13119.1 (3)
C23—N3—C19117.7 (3)O8—C18—C13113.9 (3)
C23—N3—Zn3121.1 (2)N3—C19—C20122.7 (3)
C19—N3—Zn3121.2 (2)N3—C19—H19118.7
C15—N4—C16122.0 (3)C20—C19—H19118.7
C15—N4—H4A120.1C19—C20—C21119.4 (3)
C16—N4—H4A117.7C19—C20—H20120.3
N1—C1—C2122.8 (3)C21—C20—H20120.3
N1—C1—H1118.6C20—C21—C22118.2 (3)
C2—C1—H1118.6C20—C21—C24121.0 (3)
C1—C2—C3118.7 (3)C22—C21—C24120.7 (3)
C1—C2—H2120.7C23—C22—C21118.9 (3)
C3—C2—H2120.7C23—C22—H22120.6
C4—C3—C2118.5 (3)C21—C22—H22120.6
C4—C3—C6119.6 (3)N3—C23—C22123.1 (3)
C2—C3—C6122.0 (3)N3—C23—H23118.4
C5—C4—C3119.6 (3)C22—C23—H23118.4
C5—C4—H4120.2O6—C24—O5126.8 (3)
C3—C4—H4120.2O6—C24—C21118.5 (3)
N1—C5—C4122.4 (3)O5—C24—C21114.7 (3)
N1—C5—H5118.8
O4—Zn2—N1—C1159.6 (3)C9—N2—C10—C113.7 (6)
O5iv—Zn2—N1—C130.5 (3)Zn1—N2—C10—C11−173.4 (3)
Br1—Zn2—N1—C1−87.0 (3)C23—N3—C19—C200.8 (6)
O4—Zn2—N1—C5−24.6 (3)Zn3—N3—C19—C20−178.1 (3)
O5iv—Zn2—N1—C5−153.7 (3)C19—N3—C23—C22−0.8 (7)
Br1—Zn2—N1—C588.8 (3)Zn3—N3—C23—C22178.1 (4)
O5iv—Zn2—O4—C12−86.0 (3)C16—N4—C15—C141.6 (6)
N1—Zn2—O4—C12172.6 (3)C15—N4—C16—C17−2.8 (6)
Br1—Zn2—O4—C1261.3 (3)C3—C2—C1—N1−2.1 (6)
O1ii—Zn3—O8—C1853.0 (4)C4—C3—C2—C11.1 (6)
N3—Zn3—O8—C18155.5 (4)C6—C3—C2—C1−179.0 (3)
Br2—Zn3—O8—C18−81.4 (4)C2—C3—C4—C50.8 (6)
O1ii—Zn3—N3—C23−21.3 (3)C6—C3—C4—C5−179.1 (4)
O8—Zn3—N3—C23−152.0 (3)N1—C5—C4—C3−2.0 (6)
Br2—Zn3—N3—C2393.5 (3)O2—C6—C3—C4147.9 (4)
O1ii—Zn3—N3—C19157.5 (3)O1—C6—C3—C4−32.0 (5)
O8—Zn3—N3—C1926.9 (3)O2—C6—C3—C2−32.0 (5)
Br2—Zn3—N3—C19−87.7 (3)O1—C6—C3—C2148.2 (4)
Zn3v—O1—C6—O210.7 (5)C8—C7—C11—C10−1.1 (6)
Zn3v—O1—C6—C3−169.4 (2)C12—C7—C11—C10−178.5 (4)
Zn1v—O2—C6—O171.3 (5)C8—C7—C12—O3173.2 (4)
Zn1v—O2—C6—C3−108.6 (3)C11—C7—C12—O3−9.5 (6)
Zn2—O4—C12—O324.3 (6)C8—C7—C12—O4−8.6 (6)
Zn2—O4—C12—C7−153.7 (3)C11—C7—C12—O4168.7 (4)
Zn2vi—O5—C24—O6−29.5 (6)C9—C8—C7—C111.6 (6)
Zn2vi—O5—C24—C21148.7 (3)C9—C8—C7—C12179.0 (4)
C18—O7—Zn1—N2163.4 (4)C7—C8—C9—N20.5 (6)
C18—O7—Zn1—N2i−16.6 (4)N2—C10—C11—C7−1.7 (6)
C18—O7—Zn1—O2ii78.8 (4)C17—C13—C14—C15−3.2 (6)
C18—O7—Zn1—O2iii−101.2 (4)C18—C13—C14—C15175.6 (4)
Zn1—O7—C18—O8−38.8 (6)C14—C13—C17—C162.0 (6)
Zn1—O7—C18—C13141.1 (3)C18—C13—C17—C16−176.8 (4)
Zn3—O8—C18—O7−25.3 (6)C17—C13—C18—O7−156.4 (4)
Zn3—O8—C18—C13154.9 (3)C14—C13—C18—O724.9 (5)
C5—N1—C1—C21.0 (6)C17—C13—C18—O823.5 (5)
Zn2—N1—C1—C2176.8 (3)C14—C13—C18—O8−155.3 (3)
C1—N1—C5—C41.1 (6)C13—C14—C15—N41.5 (6)
Zn2—N1—C5—C4−174.9 (3)C13—C17—C16—N41.0 (6)
C10—N2—Zn1—O2ii−48.6 (3)C21—C20—C19—N3−0.1 (7)
C9—N2—Zn1—O2ii134.4 (3)C20—C21—C24—O6−177.2 (4)
C10—N2—Zn1—O2iii131.4 (3)C22—C21—C24—O66.1 (6)
C9—N2—Zn1—O2iii−45.6 (3)C20—C21—C24—O54.4 (6)
C10—N2—Zn1—O7−144.4 (3)C22—C21—C24—O5−172.2 (4)
C9—N2—Zn1—O738.7 (3)C22—C21—C20—C19−0.6 (6)
C10—N2—Zn1—O7i35.6 (3)C24—C21—C20—C19−177.3 (4)
C9—N2—Zn1—O7i−141.3 (3)C20—C21—C22—C230.6 (7)
C10—N2—C9—C8−3.2 (6)C24—C21—C22—C23177.3 (4)
Zn1—N2—C9—C8173.9 (3)C21—C22—C23—N30.1 (7)
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x, y+1, z; (iii) −x, −y, −z+1; (iv) x−1, y−1, z; (v) x, y−1, z; (vi) x+1, y+1, z.
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N4—H4A···O6v0.862.232.758 (4)119
N4—H4A···O3vii0.862.392.957 (4)124
Symmetry codes: (v) x, y−1, z; (vii) x+1, y, z.
Table 1
Selected geometric parameters (Å, °) top
Zn1—N2i2.118 (3)Zn2—Br12.3798 (10)
Zn1—O2ii2.158 (3)Zn3—O1ii1.948 (2)
Zn1—O7i2.191 (3)Zn3—O81.955 (3)
Zn2—O41.933 (3)Zn3—N32.037 (3)
Zn2—O5iii1.938 (3)Zn3—Br22.3369 (9)
Zn2—N12.075 (3)
N2—Zn1—O2ii84.93 (11)O4—Zn2—Br1110.08 (10)
N2i—Zn1—O2ii95.07 (11)O5iii—Zn2—Br1114.30 (9)
N2—Zn1—O786.31 (10)N1—Zn2—Br1107.59 (9)
N2i—Zn1—O793.69 (10)O1ii—Zn3—O8129.35 (12)
O2ii—Zn1—O795.36 (11)O1ii—Zn3—N395.37 (11)
O2iv—Zn1—O784.64 (11)O8—Zn3—N396.52 (11)
O4—Zn2—O5iii127.98 (14)O1ii—Zn3—Br2108.65 (9)
O4—Zn2—N196.22 (11)O8—Zn3—Br2107.89 (9)
O5iii—Zn2—N195.07 (11)N3—Zn3—Br2118.85 (10)
Symmetry codes: (i) −x, −y+1, −z+1; (ii) x, y+1, z; (iii) x−1, y−1, z; (iv) −x, −y, −z+1.
Table 2
Hydrogen-bond geometry (Å, °) top
D—H···AD—HH···AD···AD—H···A
N4—H4A···O6v0.862.232.758 (4)119
N4—H4A···O3vi0.862.392.957 (4)124
Symmetry codes: (v) x, y−1, z; (vi) x+1, y, z.
references
References top

Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1–19.

Bruker (1998). SMART, SAINT and SHELXTL. Bruker AXS Inc., Madison, Wisconsin, USA.

Lu, J. Y. & Babb, A. M. (2001). Chem. Commun. pp. 821–822.

Sheldrick, G. M. (1996). SADABS. University of Göttingen, Germany.

Sheldrick, G. M. (1997). SHELXS97 and SHELXL97. University of Göttingen, Germany.