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The hydro­thermal synthesis of the novel complex poly[aqua­(μ4-benzene-1,2,3-tri­carboxyl­ato)[μ2-4,4′-(hydrazine-1,2-diylidenedimethanylyl­idene)di­pyridine]­(μ3-hydroxido)dizinc(II)], [Zn(C9H3O6)(OH)(C12H10N4)(H2O)]n, is described. The benzene-1,2,3-tri­carboxyl­ate ligand connects neighbouring Zn4(OH)2 secondary building units (SBUs) producing an infinite one-dimensional chain. Adjacent one-dimensional chains are connected by the N,N′-bis­[(pyridin-4-yl)methyl­idene]hydrazine ligand, forming a two-dimensional layered structure. Adjacent layers are stacked to generate a three-dimensional supra­molecular architecture via O—H...O hydrogen-bond inter­actions. The thermal stability of this complex is described and the complex also appears to have potential for application as a luminescent material.

Supporting information

cif

Crystallographic Information File (CIF) https://doi.org/10.1107/S2053229615010657/fp3012sup1.cif
Contains datablock I

hkl

Structure factor file (CIF format) https://doi.org/10.1107/S2053229615010657/fp3012Isup2.hkl
Contains datablock I

pdf

Portable Document Format (PDF) file https://doi.org/10.1107/S2053229615010657/fp3012sup3.pdf
Supplementary material

CCDC reference: 1404590

Computing details top

Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2003); data reduction: SAINT (Bruker, 2003); program(s) used to solve structure: SHELXL2013 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2014 (Sheldrick, 2015); molecular graphics: DIAMOND (Brandenburg & Putz, 2005); software used to prepare material for publication: publCIF (Westrip, 2010).

Poly[aqua(µ4-benzene-1,2,3-tricarboxylato)[µ2-4,4'-(hydrazine-1,2-diylidenedimethanylylidene)dipyridine](µ3-hydroxido)dizinc(II)] top
Crystal data top
[Zn(C9H3O6)(OH)(C12H10N4)(H2O)]Z = 2
Mr = 583.12F(000) = 588
Triclinic, P1Dx = 1.883 Mg m3
a = 7.622 (5) ÅMo Kα radiation, λ = 0.71073 Å
b = 10.341 (5) ÅCell parameters from 2998 reflections
c = 13.682 (5) Åθ = 2.5–26.9°
α = 85.003 (5)°µ = 2.39 mm1
β = 86.125 (5)°T = 296 K
γ = 73.369 (5)°Block, yellow
V = 1028.3 (9) Å30.42 × 0.40 × 0.39 mm
Data collection top
Bruker APEXII CCD area-detector
diffractometer
3722 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tubeRint = 0.034
φ and ω scansθmax = 27.5°, θmin = 2.1°
Absorption correction: multi-scan
(SADABS; Bruker, 2003)
h = 99
Tmin = 0.380, Tmax = 0.391k = 1313
9072 measured reflectionsl = 1717
4626 independent reflections
Refinement top
Refinement on F24 restraints
Least-squares matrix: fullHydrogen site location: mixed
R[F2 > 2σ(F2)] = 0.033H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.089 w = 1/[σ2(Fo2) + (0.0368P)2 + 0.5201P]
where P = (Fo2 + 2Fc2)/3
S = 1.01(Δ/σ)max = 0.001
4626 reflectionsΔρmax = 0.37 e Å3
325 parametersΔρmin = 0.48 e Å3
Special details top

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

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Zn10.63751 (4)0.58432 (3)0.64682 (2)0.02088 (10)
Zn21.03098 (4)0.35465 (3)0.55486 (2)0.01913 (10)
C11.1068 (4)0.6246 (3)0.77462 (19)0.0187 (5)
C21.2140 (3)0.6921 (3)0.71484 (19)0.0163 (5)
C31.3020 (4)0.7745 (3)0.7559 (2)0.0195 (6)
C41.2830 (4)0.7870 (3)0.8574 (2)0.0263 (6)
H41.33960.84260.88530.032*
C51.1810 (4)0.7173 (3)0.9166 (2)0.0276 (7)
H51.17250.72420.98420.033*
C61.0905 (4)0.6367 (3)0.8755 (2)0.0254 (6)
H61.01990.59150.91530.030*
C71.0046 (4)0.5419 (3)0.72820 (19)0.0199 (6)
C81.2228 (4)0.6759 (3)0.60577 (19)0.0179 (5)
C91.4106 (4)0.8543 (3)0.6914 (2)0.0231 (6)
C100.9521 (4)0.2051 (3)0.7515 (2)0.0251 (6)
H100.99270.27070.77800.030*
C110.9019 (4)0.1092 (3)0.8146 (2)0.0264 (6)
H110.90980.11040.88210.032*
C120.8394 (4)0.0104 (3)0.7769 (2)0.0232 (6)
C130.8410 (4)0.0086 (3)0.6755 (2)0.0289 (7)
H130.80710.05880.64730.035*
C140.8938 (4)0.1082 (3)0.6167 (2)0.0291 (7)
H140.89400.10600.54890.035*
C150.7682 (4)0.0867 (3)0.8403 (2)0.0283 (7)
H150.74150.15800.81330.034*
C160.5015 (4)0.3423 (3)1.2988 (2)0.0233 (6)
H160.49690.33631.36640.028*
C170.5647 (4)0.2494 (3)1.2381 (2)0.0249 (6)
H170.59830.18081.26470.030*
C180.5775 (4)0.2594 (3)1.1373 (2)0.0236 (6)
C190.5200 (4)0.3615 (3)1.0999 (2)0.0246 (6)
H190.52720.37131.03270.029*
C200.4525 (4)0.4471 (3)1.1648 (2)0.0236 (6)
H200.40910.51221.13970.028*
C210.6507 (4)0.1640 (3)1.0725 (2)0.0293 (7)
H210.68250.09481.09950.035*
N10.9451 (3)0.2083 (2)0.65323 (17)0.0223 (5)
N20.4465 (3)0.4408 (2)1.26337 (17)0.0195 (5)
N30.7430 (4)0.0734 (3)0.93223 (19)0.0318 (6)
N40.6711 (4)0.1743 (3)0.9805 (2)0.0330 (6)
O10.8355 (3)0.5712 (2)0.74854 (15)0.0334 (5)
O21.0957 (3)0.45242 (19)0.67359 (14)0.0236 (4)
O31.0706 (3)0.71388 (19)0.56567 (13)0.0219 (4)
O41.3761 (3)0.6224 (2)0.56373 (14)0.0255 (4)
O51.5563 (3)0.7863 (2)0.64737 (16)0.0292 (5)
O61.3551 (3)0.9786 (2)0.68665 (19)0.0409 (6)
O71.2856 (3)0.1934 (2)0.54335 (17)0.0366 (6)
H7A1.343 (5)0.178 (4)0.4881 (16)0.055*
H7B1.308 (5)0.120 (3)0.579 (2)0.055*
O80.8107 (3)0.53254 (19)0.53524 (13)0.0187 (4)
H80.741 (4)0.515 (3)0.499 (2)0.028*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Zn10.02107 (18)0.02041 (18)0.02181 (18)0.00839 (13)0.00552 (13)0.00141 (13)
Zn20.02181 (18)0.01772 (17)0.01803 (17)0.00666 (13)0.00012 (13)0.00087 (12)
C10.0168 (13)0.0202 (14)0.0189 (13)0.0051 (11)0.0001 (10)0.0017 (10)
C20.0161 (13)0.0157 (13)0.0167 (13)0.0035 (10)0.0004 (10)0.0018 (10)
C30.0176 (13)0.0184 (13)0.0229 (14)0.0052 (11)0.0008 (11)0.0032 (11)
C40.0284 (16)0.0276 (15)0.0260 (15)0.0103 (13)0.0025 (12)0.0100 (12)
C50.0258 (16)0.0392 (18)0.0179 (14)0.0079 (13)0.0018 (12)0.0065 (12)
C60.0231 (15)0.0302 (16)0.0226 (15)0.0082 (13)0.0027 (12)0.0007 (12)
C70.0206 (14)0.0236 (14)0.0172 (13)0.0104 (11)0.0023 (11)0.0046 (11)
C80.0220 (14)0.0134 (12)0.0204 (13)0.0086 (11)0.0019 (11)0.0002 (10)
C90.0254 (15)0.0199 (14)0.0257 (15)0.0089 (12)0.0019 (12)0.0024 (11)
C100.0279 (16)0.0270 (15)0.0233 (15)0.0134 (13)0.0000 (12)0.0001 (12)
C110.0315 (17)0.0294 (16)0.0175 (14)0.0089 (13)0.0017 (12)0.0009 (12)
C120.0216 (15)0.0196 (14)0.0262 (15)0.0047 (11)0.0025 (12)0.0039 (11)
C130.0387 (18)0.0230 (15)0.0281 (16)0.0147 (13)0.0025 (13)0.0011 (12)
C140.0432 (19)0.0270 (16)0.0202 (15)0.0159 (14)0.0047 (13)0.0027 (12)
C150.0274 (16)0.0235 (15)0.0343 (17)0.0102 (13)0.0017 (13)0.0046 (13)
C160.0225 (15)0.0256 (15)0.0215 (14)0.0065 (12)0.0038 (11)0.0009 (11)
C170.0303 (16)0.0222 (15)0.0236 (15)0.0096 (12)0.0040 (12)0.0007 (11)
C180.0213 (14)0.0216 (14)0.0269 (15)0.0064 (12)0.0006 (12)0.0048 (12)
C190.0279 (16)0.0293 (16)0.0171 (14)0.0100 (13)0.0005 (12)0.0008 (11)
C200.0272 (15)0.0238 (15)0.0213 (14)0.0097 (12)0.0000 (12)0.0020 (11)
C210.0299 (17)0.0265 (16)0.0336 (18)0.0133 (13)0.0005 (14)0.0037 (13)
N10.0248 (13)0.0197 (12)0.0221 (12)0.0075 (10)0.0014 (10)0.0020 (9)
N20.0171 (11)0.0214 (12)0.0199 (12)0.0069 (9)0.0006 (9)0.0028 (9)
N30.0365 (16)0.0317 (15)0.0295 (14)0.0180 (12)0.0075 (12)0.0066 (11)
N40.0379 (16)0.0312 (15)0.0320 (15)0.0173 (12)0.0058 (12)0.0066 (12)
O10.0226 (11)0.0560 (15)0.0277 (11)0.0205 (11)0.0047 (9)0.0098 (10)
O20.0272 (11)0.0199 (10)0.0248 (10)0.0077 (8)0.0058 (8)0.0000 (8)
O30.0242 (10)0.0215 (10)0.0198 (10)0.0056 (8)0.0054 (8)0.0004 (8)
O40.0228 (11)0.0332 (12)0.0214 (10)0.0097 (9)0.0023 (8)0.0034 (9)
O50.0288 (12)0.0225 (11)0.0378 (12)0.0120 (9)0.0113 (10)0.0049 (9)
O60.0452 (15)0.0181 (11)0.0573 (16)0.0090 (10)0.0087 (12)0.0007 (10)
O70.0362 (14)0.0320 (13)0.0318 (13)0.0005 (11)0.0094 (10)0.0076 (10)
O80.0170 (10)0.0212 (10)0.0192 (10)0.0072 (8)0.0010 (8)0.0026 (8)
Geometric parameters (Å, º) top
Zn1—O81.956 (2)C11—C121.394 (4)
Zn1—O5i2.002 (2)C11—H110.9300
Zn1—N2ii2.060 (2)C12—C131.388 (4)
Zn1—O12.089 (2)C12—C151.466 (4)
Zn1—O4i2.279 (2)C13—C141.385 (4)
Zn2—O82.117 (2)C13—H130.9300
Zn2—O3iii2.1241 (19)C14—N11.349 (4)
Zn2—O22.141 (2)C14—H140.9300
Zn2—N12.150 (2)C15—N31.273 (4)
Zn2—O8iii2.166 (2)C15—H150.9300
Zn2—O72.174 (2)C16—N21.344 (4)
C1—C61.390 (4)C16—C171.384 (4)
C1—C21.401 (4)C16—H160.9300
C1—C71.511 (4)C17—C181.386 (4)
C2—C31.398 (4)C17—H170.9300
C2—C81.511 (4)C18—C191.399 (4)
C3—C41.399 (4)C18—C211.472 (4)
C3—C91.520 (4)C19—C201.378 (4)
C4—C51.384 (4)C19—H190.9300
C4—H40.9300C20—N21.353 (4)
C5—C61.396 (4)C20—H200.9300
C5—H50.9300C21—N41.268 (4)
C6—H60.9300C21—H210.9300
C7—O11.255 (3)N2—Zn1ii2.060 (2)
C7—O21.257 (3)N3—N41.408 (3)
C8—O31.260 (3)O3—Zn2iii2.1242 (19)
C8—O41.264 (3)O4—Zn1iv2.279 (2)
C9—O61.230 (3)O5—Zn1iv2.002 (2)
C9—O51.275 (3)O7—H7A0.852 (18)
C10—N11.347 (4)O7—H7B0.843 (17)
C10—C111.378 (4)O8—Zn2iii2.166 (2)
C10—H100.9300O8—H80.812 (18)
O8—Zn1—O5i109.03 (8)C10—C11—C12119.6 (3)
O8—Zn1—N2ii120.97 (9)C10—C11—H11120.2
O5i—Zn1—N2ii129.87 (9)C12—C11—H11120.2
O8—Zn1—O195.91 (9)C13—C12—C11117.6 (3)
O5i—Zn1—O191.16 (9)C13—C12—C15120.1 (3)
N2ii—Zn1—O187.35 (9)C11—C12—C15122.3 (3)
O8—Zn1—O4i97.04 (8)C14—C13—C12119.3 (3)
O5i—Zn1—O4i82.10 (8)C14—C13—H13120.3
N2ii—Zn1—O4i88.28 (8)C12—C13—H13120.3
O1—Zn1—O4i166.77 (8)N1—C14—C13123.1 (3)
O8—Zn2—O3iii85.85 (8)N1—C14—H14118.4
O8—Zn2—O284.78 (8)C13—C14—H14118.4
O3iii—Zn2—O2170.62 (7)N3—C15—C12120.0 (3)
O8—Zn2—N1109.95 (9)N3—C15—H15120.0
O3iii—Zn2—N190.44 (9)C12—C15—H15120.0
O2—Zn2—N192.40 (9)N2—C16—C17122.2 (3)
O8—Zn2—O8iii84.76 (9)N2—C16—H16118.9
O3iii—Zn2—O8iii94.90 (8)C17—C16—H16118.9
O2—Zn2—O8iii84.63 (8)C16—C17—C18119.6 (3)
N1—Zn2—O8iii164.72 (8)C16—C17—H17120.2
O8—Zn2—O7165.98 (8)C18—C17—H17120.2
O3iii—Zn2—O790.55 (9)C17—C18—C19118.4 (3)
O2—Zn2—O798.65 (9)C17—C18—C21119.9 (3)
N1—Zn2—O783.59 (10)C19—C18—C21121.6 (3)
O8iii—Zn2—O782.05 (9)C20—C19—C18118.6 (3)
C6—C1—C2120.2 (2)C20—C19—H19120.7
C6—C1—C7120.4 (2)C18—C19—H19120.7
C2—C1—C7119.4 (2)N2—C20—C19123.0 (3)
C3—C2—C1120.2 (2)N2—C20—H20118.5
C3—C2—C8122.6 (2)C19—C20—H20118.5
C1—C2—C8117.2 (2)N4—C21—C18121.3 (3)
C2—C3—C4119.1 (3)N4—C21—H21119.4
C2—C3—C9120.8 (2)C18—C21—H21119.4
C4—C3—C9120.1 (2)C10—N1—C14117.1 (2)
C5—C4—C3120.6 (3)C10—N1—Zn2122.89 (19)
C5—C4—H4119.7C14—N1—Zn2119.84 (19)
C3—C4—H4119.7C16—N2—C20118.0 (2)
C4—C5—C6120.4 (3)C16—N2—Zn1ii122.57 (19)
C4—C5—H5119.8C20—N2—Zn1ii119.38 (18)
C6—C5—H5119.8C15—N3—N4111.8 (3)
C1—C6—C5119.5 (3)C21—N4—N3112.1 (3)
C1—C6—H6120.2C7—O1—Zn1124.31 (19)
C5—C6—H6120.2C7—O2—Zn2134.37 (18)
O1—C7—O2126.9 (3)C8—O3—Zn2iii132.50 (18)
O1—C7—C1115.6 (2)C8—O4—Zn1iv119.59 (17)
O2—C7—C1117.5 (2)C9—O5—Zn1iv124.78 (18)
O3—C8—O4125.9 (2)Zn2—O7—H7A121 (3)
O3—C8—C2115.2 (2)Zn2—O7—H7B124 (3)
O4—C8—C2118.9 (2)H7A—O7—H7B108 (2)
O6—C9—O5124.7 (3)Zn1—O8—Zn2117.66 (9)
O6—C9—C3118.4 (3)Zn1—O8—Zn2iii130.91 (10)
O5—C9—C3116.9 (2)Zn2—O8—Zn2iii95.24 (9)
N1—C10—C11123.1 (3)Zn1—O8—H898 (2)
N1—C10—H10118.5Zn2—O8—H8107 (2)
C11—C10—H10118.5Zn2iii—O8—H8107 (2)
C6—C1—C2—C31.4 (4)C13—C12—C15—N3170.3 (3)
C7—C1—C2—C3176.8 (2)C11—C12—C15—N37.8 (5)
C6—C1—C2—C8179.1 (2)N2—C16—C17—C181.9 (4)
C7—C1—C2—C80.9 (4)C16—C17—C18—C192.0 (4)
C1—C2—C3—C40.8 (4)C16—C17—C18—C21177.9 (3)
C8—C2—C3—C4178.3 (3)C17—C18—C19—C200.3 (4)
C1—C2—C3—C9176.8 (2)C21—C18—C19—C20179.8 (3)
C8—C2—C3—C90.7 (4)C18—C19—C20—N22.9 (4)
C2—C3—C4—C50.9 (4)C17—C18—C21—N4177.0 (3)
C9—C3—C4—C5178.5 (3)C19—C18—C21—N42.9 (5)
C3—C4—C5—C62.0 (5)C11—C10—N1—C143.0 (4)
C2—C1—C6—C50.4 (4)C11—C10—N1—Zn2178.1 (2)
C7—C1—C6—C5177.8 (3)C13—C14—N1—C103.2 (5)
C4—C5—C6—C11.3 (4)C13—C14—N1—Zn2178.4 (2)
C6—C1—C7—O152.7 (4)C17—C16—N2—C200.6 (4)
C2—C1—C7—O1125.5 (3)C17—C16—N2—Zn1ii177.4 (2)
C6—C1—C7—O2127.6 (3)C19—C20—N2—C163.1 (4)
C2—C1—C7—O254.2 (4)C19—C20—N2—Zn1ii175.0 (2)
C3—C2—C8—O3118.8 (3)C12—C15—N3—N4178.9 (3)
C1—C2—C8—O358.8 (3)C18—C21—N4—N3179.9 (3)
C3—C2—C8—O463.8 (4)C15—N3—N4—C21178.1 (3)
C1—C2—C8—O4118.6 (3)O2—C7—O1—Zn141.7 (4)
C2—C3—C9—O6114.5 (3)C1—C7—O1—Zn1138.0 (2)
C4—C3—C9—O663.0 (4)O1—C7—O2—Zn224.3 (4)
C2—C3—C9—O566.9 (4)C1—C7—O2—Zn2155.38 (19)
C4—C3—C9—O5115.6 (3)O4—C8—O3—Zn2iii29.2 (4)
N1—C10—C11—C120.5 (5)C2—C8—O3—Zn2iii147.99 (18)
C10—C11—C12—C133.8 (4)O3—C8—O4—Zn1iv172.92 (19)
C10—C11—C12—C15174.3 (3)C2—C8—O4—Zn1iv9.9 (3)
C11—C12—C13—C143.7 (5)O6—C9—O5—Zn1iv175.2 (2)
C15—C12—C13—C14174.5 (3)C3—C9—O5—Zn1iv6.2 (3)
C12—C13—C14—N10.2 (5)
Symmetry codes: (i) x1, y, z; (ii) x+1, y, z+2; (iii) x+2, y+1, z+1; (iv) x+1, y, z.
Hydrogen-bond geometry (Å, º) top
D—H···AD—HH···AD···AD—H···A
O7—H7B···O6v0.84 (2)1.96 (2)2.787 (3)167 (4)
O8—H8···O4iii0.81 (2)2.15 (2)2.894 (3)153 (3)
O7—H7A···O5vi0.85 (2)2.00 (2)2.816 (3)159 (3)
Symmetry codes: (iii) x+2, y+1, z+1; (v) x, y1, z; (vi) x+3, y+1, z+1.
 

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