A fourfold inter­penetrating diamondoid three-dimensional coordination polymer: poly[[[[mu]₂-1,2-bis­(pyridin-4-yl)ethene-[kappa]²N:N']([mu]₂-5-hy­droxy­isophthalato-[kappa]²O¹:O³)zinc(II)] 1,2-bis­(pyridin-4-yl)ethene hemisolvate]

In the title compound, {[Zn(C₈H₄O₅)(C₁₂H₁₀N₂)]·0.5C₁₂H₁₀N₂}_n or {[Zn(HO-BDC)(bpe)]·0.5bpe}_n [HO-H₂BDC is 5-hy­­droxy­isophthalic acid and bpe is 1,2-bis­(pyridin-4-yl)eth­ene], the asymmetric unit contains a Zn^II atom, one HO-BDC ligand, one coordinated bpe ligand and half a noncoordinating bpe mol­ecule with crystallographic inversion symmetry. Each Zn^II centre is four-coordinated by two O atoms from two distinct HO-BDC ligands and two N atoms from two different bpe ligands in a ZnO₂N₂ coordination environment. The three-dimensional topology of the title compound corresponds to a fourfold inter­penetrating diamondoid coordination polymer network, with the uncoordinated bpe ligands located in the cavities, hydrogen bonded to the main network via the hy­droxy group of the HO-H₂BDC ligand.

Computing details

Data collection: SMART (Bruker, 2007); cell refinement: SAINT (Bruker, 2007); data reduction: SAINT (Bruker, 2007); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL (Sheldrick, 2008).

Poly[[[µ₂-1,2-bis(pyridin-4-yl)ethene-κ²N:N'](µ₂-5-hydroxyisophthalato-κ²O¹:O³)zinc(II)] 1,2-bis(pyridin-4-yl)ethene hemisolvate]

Crystal data

[Zn(C8H4O5)(C12H10N2)]·0.5C12H10N2	F(000) = 1064
Mr = 518.81	Dx = 1.523 Mg m^−3
Monoclinic, P21/n	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2yn	Cell parameters from 877 reflections
a = 12.8286 (17) Å	θ = 2.3–26.1°
b = 13.0650 (19) Å	µ = 1.13 mm^−1
c = 13.8347 (19) Å	T = 185 K
β = 102.683 (3)°	Plate, yellow
V = 2262.2 (5) Å^3	0.12 × 0.10 × 0.08 mm
Z = 4

Data collection

Bruker SMART APEX CCD diffractometer	4463 independent reflections
Radiation source: sealed tube	2473 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.094
φ and ω scans	θmax = 26.1°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Bruker, 2007)	h = −15→15
Tmin = 0.881, Tmax = 0.917	k = −15→16
12463 measured reflections	l = −12→17

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)] = 0.085	Hydrogen site location: inferred from neighbouring sites
wR(F^2) = 0.162	H-atom parameters constrained
S = 1.06	w = 1/[σ^2(Fo^2) + (0.0526P)^2] where P = (Fo^2 + 2Fc^2)/3
4463 reflections	(Δ/σ)max < 0.001
317 parameters	Δρmax = 0.49 e Å^−3
0 restraints	Δρmin = −0.36 e Å^−3

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
Zn1	0.63779 (6)	0.43298 (6)	0.19565 (5)	0.0392 (3)
N1	0.6867 (4)	0.5274 (4)	0.0968 (4)	0.0384 (13)
N2	1.0240 (4)	0.9831 (4)	−0.2549 (4)	0.0396 (13)
N3	0.7769 (5)	0.2099 (5)	0.9374 (5)	0.0694 (19)
O1	0.7436 (4)	0.4525 (4)	0.3150 (3)	0.0591 (14)
O2	0.8441 (4)	0.3199 (4)	0.2955 (3)	0.0613 (14)
O3	0.8734 (4)	0.5747 (4)	0.6623 (3)	0.0660 (14)
H3	0.8344	0.6152	0.6258	0.099*
O4	1.0566 (4)	0.2344 (4)	0.7467 (4)	0.0651 (15)
O5	1.0754 (3)	0.1751 (3)	0.6036 (3)	0.0513 (12)
C1	0.8169 (6)	0.3889 (5)	0.3451 (5)	0.0429 (17)
C2	0.8718 (5)	0.4003 (5)	0.4535 (4)	0.0346 (15)
C3	0.8494 (5)	0.4837 (5)	0.5077 (5)	0.0398 (16)
H3A	0.8036	0.5348	0.4764	0.048*
C4	0.8943 (5)	0.4915 (5)	0.6074 (5)	0.0464 (17)
C5	0.9584 (5)	0.4145 (5)	0.6541 (4)	0.0421 (17)
H5	0.9876	0.4193	0.7217	0.050*
C6	0.9803 (5)	0.3301 (5)	0.6024 (5)	0.0398 (16)
C7	1.0425 (5)	0.2408 (5)	0.6554 (5)	0.0453 (18)
C8	0.9380 (5)	0.3243 (5)	0.5016 (4)	0.0365 (15)
H8	0.9543	0.2685	0.4659	0.044*
C9	0.7502 (5)	0.6076 (5)	0.1274 (5)	0.0430 (17)
H9	0.7661	0.6235	0.1945	0.052*
C10	0.7930 (5)	0.6676 (5)	0.0645 (5)	0.0444 (17)
H10	0.8361	0.7231	0.0892	0.053*
C11	0.7723 (5)	0.6454 (5)	−0.0361 (5)	0.0394 (16)
C12	0.7071 (5)	0.5620 (5)	−0.0676 (5)	0.0487 (17)
H12	0.6914	0.5436	−0.1342	0.058*
C13	0.6659 (5)	0.5066 (5)	−0.0006 (5)	0.0462 (17)
H13	0.6212	0.4517	−0.0238	0.055*
C14	0.8202 (5)	0.7051 (6)	−0.1050 (5)	0.0497 (18)
H14	0.8327	0.6722	−0.1610	0.060*
C15	0.8460 (5)	0.8008 (6)	−0.0925 (5)	0.0529 (19)
H15	0.8262	0.8339	−0.0398	0.064*
C16	0.9032 (5)	0.8621 (5)	−0.1526 (5)	0.0495 (18)
C17	0.9196 (6)	0.9662 (5)	−0.1330 (5)	0.056 (2)
H17	0.8889	0.9976	−0.0857	0.067*
C18	0.9808 (6)	1.0224 (5)	−0.1833 (5)	0.0528 (19)
H18	0.9928	1.0911	−0.1669	0.063*
C19	1.0057 (5)	0.8843 (5)	−0.2751 (4)	0.0431 (17)
H19	1.0340	0.8555	−0.3252	0.052*
C20	0.9477 (5)	0.8224 (5)	−0.2265 (5)	0.0491 (18)
H20	0.9384	0.7536	−0.2435	0.059*
C21	0.7961 (7)	0.2465 (6)	1.0315 (7)	0.071 (2)
H21	0.7628	0.2147	1.0768	0.085*
C22	0.8632 (6)	0.3290 (6)	1.0634 (6)	0.064 (2)
H22	0.8739	0.3511	1.1287	0.076*
C23	0.9145 (5)	0.3790 (6)	0.9977 (6)	0.0509 (18)
C24	0.9808 (5)	0.4698 (6)	1.0289 (5)	0.056 (2)
H24	0.9966	0.4853	1.0961	0.067*
C25	0.8968 (6)	0.3384 (7)	0.9017 (6)	0.076 (3)
H25	0.9296	0.3674	0.8547	0.091*
C26	0.8310 (7)	0.2562 (6)	0.8782 (6)	0.073 (2)
H26	0.8231	0.2298	0.8146	0.087*

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
Zn1	0.0460 (5)	0.0367 (4)	0.0325 (4)	−0.0008 (4)	0.0033 (3)	−0.0011 (4)
N1	0.041 (3)	0.039 (3)	0.035 (3)	−0.004 (3)	0.008 (3)	−0.003 (2)
N2	0.042 (3)	0.035 (3)	0.039 (3)	0.000 (3)	0.004 (3)	−0.007 (3)
N3	0.077 (5)	0.068 (5)	0.063 (5)	−0.009 (4)	0.015 (4)	0.001 (4)
O1	0.063 (3)	0.053 (3)	0.050 (3)	0.009 (3)	−0.013 (2)	−0.001 (2)
O2	0.082 (4)	0.066 (4)	0.033 (3)	0.005 (3)	0.008 (2)	−0.011 (2)
O3	0.090 (4)	0.050 (3)	0.055 (3)	0.016 (3)	0.009 (3)	−0.016 (3)
O4	0.091 (4)	0.051 (3)	0.042 (3)	−0.001 (3)	−0.008 (3)	0.005 (2)
O5	0.061 (3)	0.040 (3)	0.055 (3)	0.009 (2)	0.016 (2)	0.010 (2)
C1	0.059 (5)	0.033 (4)	0.035 (4)	−0.008 (4)	0.008 (3)	0.002 (3)
C2	0.033 (3)	0.040 (4)	0.033 (4)	−0.006 (3)	0.010 (3)	−0.001 (3)
C3	0.041 (4)	0.037 (4)	0.042 (4)	0.007 (3)	0.010 (3)	0.006 (3)
C4	0.061 (5)	0.032 (4)	0.050 (5)	0.004 (3)	0.020 (4)	−0.006 (3)
C5	0.055 (4)	0.041 (4)	0.030 (4)	−0.004 (3)	0.008 (3)	−0.004 (3)
C6	0.044 (4)	0.035 (4)	0.039 (4)	−0.006 (3)	0.007 (3)	0.002 (3)
C7	0.049 (4)	0.035 (4)	0.048 (5)	−0.010 (3)	0.002 (4)	−0.003 (3)
C8	0.041 (4)	0.032 (4)	0.038 (4)	−0.006 (3)	0.013 (3)	−0.002 (3)
C9	0.046 (4)	0.050 (4)	0.032 (4)	0.005 (4)	0.007 (3)	−0.004 (3)
C10	0.046 (4)	0.037 (4)	0.051 (5)	−0.007 (3)	0.013 (3)	−0.003 (3)
C11	0.040 (4)	0.040 (4)	0.039 (4)	0.008 (3)	0.011 (3)	0.005 (3)
C12	0.060 (4)	0.052 (4)	0.032 (4)	−0.010 (4)	0.004 (3)	−0.005 (3)
C13	0.046 (4)	0.050 (5)	0.041 (4)	−0.012 (4)	0.008 (3)	0.002 (3)
C14	0.051 (4)	0.062 (5)	0.039 (4)	−0.002 (4)	0.015 (3)	0.000 (4)
C15	0.057 (5)	0.055 (5)	0.052 (5)	0.007 (4)	0.024 (4)	0.001 (4)
C16	0.054 (5)	0.045 (5)	0.052 (5)	0.006 (4)	0.015 (4)	0.003 (4)
C17	0.077 (5)	0.050 (5)	0.050 (5)	0.001 (4)	0.034 (4)	−0.005 (4)
C18	0.072 (5)	0.038 (4)	0.052 (5)	0.001 (4)	0.020 (4)	−0.010 (4)
C19	0.050 (4)	0.051 (4)	0.029 (4)	−0.002 (4)	0.010 (3)	−0.006 (3)
C20	0.053 (4)	0.039 (4)	0.056 (5)	−0.004 (4)	0.013 (4)	−0.003 (4)
C21	0.094 (7)	0.045 (5)	0.081 (7)	0.001 (5)	0.038 (5)	0.013 (4)
C22	0.075 (6)	0.059 (5)	0.061 (5)	0.011 (5)	0.024 (4)	0.003 (4)
C23	0.047 (4)	0.056 (5)	0.057 (5)	0.005 (4)	0.027 (4)	0.001 (4)
C24	0.056 (5)	0.062 (6)	0.051 (5)	−0.005 (4)	0.015 (4)	−0.002 (4)
C25	0.086 (6)	0.088 (7)	0.064 (6)	−0.026 (5)	0.040 (5)	−0.008 (5)
C26	0.095 (7)	0.069 (6)	0.055 (6)	−0.017 (5)	0.018 (5)	−0.005 (4)

Geometric parameters (Å, º)

Zn1—O1	1.910 (4)	C9—H9	0.9300
Zn1—O5^i	1.951 (4)	C10—C11	1.388 (8)
Zn1—N1	2.040 (5)	C10—H10	0.9300
Zn1—N2^ii	2.059 (5)	C11—C12	1.384 (8)
Zn1—C7^i	2.581 (7)	C11—C14	1.467 (8)
N1—C9	1.338 (7)	C12—C13	1.372 (8)
N1—C13	1.343 (7)	C12—H12	0.9300
N2—C19	1.330 (7)	C13—H13	0.9300
N2—C18	1.339 (7)	C14—C15	1.296 (9)
N2—Zn1^iii	2.059 (5)	C14—H14	0.9300
N3—C26	1.329 (9)	C15—C16	1.463 (9)
N3—C21	1.357 (9)	C15—H15	0.9300
O1—C1	1.255 (7)	C16—C20	1.378 (8)
O2—C1	1.228 (7)	C16—C17	1.393 (9)
O3—C4	1.386 (7)	C17—C18	1.371 (8)
O3—H3	0.8200	C17—H17	0.9300
O4—C7	1.240 (7)	C18—H18	0.9300
O5—C7	1.249 (7)	C19—C20	1.371 (8)
O5—Zn1^iv	1.951 (4)	C19—H19	0.9300
C1—C2	1.519 (8)	C20—H20	0.9300
C2—C8	1.379 (8)	C21—C22	1.390 (10)
C2—C3	1.388 (8)	C21—H21	0.9300
C3—C4	1.377 (8)	C22—C23	1.396 (9)
C3—H3A	0.9300	C22—H22	0.9300
C4—C5	1.368 (8)	C23—C25	1.401 (9)
C5—C6	1.376 (8)	C23—C24	1.468 (10)
C5—H5	0.9300	C24—C24^v	1.296 (12)
C6—C8	1.383 (8)	C24—H24	0.9300
C6—C7	1.509 (9)	C25—C26	1.361 (10)
C7—Zn1^iv	2.581 (7)	C25—H25	0.9300
C8—H8	0.9300	C26—H26	0.9300
C9—C10	1.372 (8)
O1—Zn1—O5^i	140.6 (2)	C9—C10—H10	120.0
O1—Zn1—N1	103.5 (2)	C11—C10—H10	120.0
O5^i—Zn1—N1	98.2 (2)	C12—C11—C10	116.8 (6)
O1—Zn1—N2^ii	93.63 (19)	C12—C11—C14	121.5 (6)
O5^i—Zn1—N2^ii	112.49 (19)	C10—C11—C14	121.7 (6)
N1—Zn1—N2^ii	104.2 (2)	C13—C12—C11	119.9 (6)
O1—Zn1—C7^i	121.1 (2)	C13—C12—H12	120.0
O5^i—Zn1—C7^i	27.81 (19)	C11—C12—H12	120.1
N1—Zn1—C7^i	126.0 (2)	N1—C13—C12	123.4 (6)
N2^ii—Zn1—C7^i	101.7 (2)	N1—C13—H13	118.3
C9—N1—C13	116.7 (5)	C12—C13—H13	118.3
C9—N1—Zn1	121.1 (4)	C15—C14—C11	123.8 (7)
C13—N1—Zn1	121.8 (4)	C15—C14—H14	118.1
C19—N2—C18	116.4 (6)	C11—C14—H14	118.1
C19—N2—Zn1^iii	123.5 (5)	C14—C15—C16	126.7 (7)
C18—N2—Zn1^iii	118.7 (5)	C14—C15—H15	116.6
C26—N3—C21	114.9 (7)	C16—C15—H15	116.6
C1—O1—Zn1	122.5 (4)	C20—C16—C17	116.3 (6)
C4—O3—H3	109.5	C20—C16—C15	123.9 (7)
C7—O5—Zn1^iv	105.4 (4)	C17—C16—C15	119.8 (7)
O2—C1—O1	125.8 (6)	C18—C17—C16	120.2 (6)
O2—C1—C2	119.7 (6)	C18—C17—H17	119.9
O1—C1—C2	114.5 (6)	C16—C17—H17	119.9
C8—C2—C3	118.9 (6)	N2—C18—C17	123.1 (7)
C8—C2—C1	120.7 (6)	N2—C18—H18	118.5
C3—C2—C1	120.2 (6)	C17—C18—H18	118.5
C4—C3—C2	120.5 (6)	N2—C19—C20	124.0 (6)
C4—C3—H3A	119.8	N2—C19—H19	118.0
C2—C3—H3A	119.8	C20—C19—H19	118.0
C5—C4—C3	119.7 (6)	C19—C20—C16	120.0 (7)
C5—C4—O3	119.1 (6)	C19—C20—H20	120.0
C3—C4—O3	121.2 (6)	C16—C20—H20	120.0
C4—C5—C6	120.9 (6)	N3—C21—C22	123.2 (8)
C4—C5—H5	119.6	N3—C21—H21	118.4
C6—C5—H5	119.6	C22—C21—H21	118.4
C5—C6—C8	119.2 (6)	C21—C22—C23	120.2 (8)
C5—C6—C7	120.9 (6)	C21—C22—H22	119.9
C8—C6—C7	119.7 (6)	C23—C22—H22	119.9
O4—C7—O5	123.1 (7)	C22—C23—C25	116.0 (7)
O4—C7—C6	119.4 (6)	C22—C23—C24	120.8 (7)
O5—C7—C6	117.5 (6)	C25—C23—C24	123.2 (7)
O4—C7—Zn1^iv	76.4 (4)	C24^v—C24—C23	125.9 (9)
O5—C7—Zn1^iv	46.8 (3)	C24^v—C24—H24	117.1
C6—C7—Zn1^iv	163.7 (5)	C23—C24—H24	117.1
C2—C8—C6	120.8 (6)	C26—C25—C23	119.2 (7)
C2—C8—H8	119.6	C26—C25—H25	120.4
C6—C8—H8	119.6	C23—C25—H25	120.4
N1—C9—C10	123.2 (6)	N3—C26—C25	126.3 (8)
N1—C9—H9	118.4	N3—C26—H26	116.8
C10—C9—H9	118.4	C25—C26—H26	116.8
C9—C10—C11	120.1 (6)

Symmetry codes: (i) x−1/2, −y+1/2, z−1/2; (ii) x−1/2, −y+3/2, z+1/2; (iii) x+1/2, −y+3/2, z−1/2; (iv) x+1/2, −y+1/2, z+1/2; (v) −x+2, −y+1, −z+2.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
O3—H3···N3^vi	0.82	1.95	2.752 (8)	167
C10—H10···O4^vii	0.93	2.45	3.158 (9)	133
C18—H18···O4^viii	0.93	2.46	3.157 (9)	132

Symmetry codes: (vi) −x+3/2, y+1/2, −z+3/2; (vii) −x+2, −y+1, −z+1; (viii) x, y+1, z−1.