(Ethyl-enediamine-κN,N')bis-[3-(2-pyridyl)-5-(4-pyrid-yl)-1,2,4-triazolato-κN,N]zinc(II) methanol solvate dihydrate.

The asymmetric unit of the title compound, [Zn(C(12)H(8)N(5))(2)(C(2)H(8)N(2))]·CH(3)OH·2H(2)O, contains a Zn(II) cation, octahedrally coordinated by two 3-(2-pyrid-yl)-5-(4-pyrid-yl)-1,2,4-triazolate anions, a chelating ethane-1,2-diamine mol-ecule, a methanol solvent mol-ecule, and two crystal water mol-ecules. In the crystal packing, complex mol-ecules are linked by hydrogen bonds into a two-dimensional layer.

Related literature

For related structures, see: Wang et al. (2005 ▶). For general background, see: Kesanli & Lin (2003 ▶).

Experimental

Crystal data

[Zn(C12H8N5)2(C2H8N2)]·CH4O·2H2O

M = 638.02

Triclinic,

a = 8.3323 (8) Å

b = 13.0268 (12) Å

c = 14.9444 (14) Å

α = 66.404 (2)°

β = 79.751 (2)°

γ = 81.437 (2)°

V = 1457.3 (2) Å3

Z = 2

Mo Kα radiation

μ = 0.90 mm−1

T = 293 (2) K

0.25 × 0.22 × 0.16 mm

Data collection

Bruker APEX CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 2000 ▶) T min = 0.807, T max = 0.870

11395 measured reflections

5643 independent reflections

4532 reflections with I > 2σ(I)

R int = 0.030

Refinement

R[F 2 > 2σ(F 2)] = 0.055

wR(F 2) = 0.130

S = 1.04

5643 reflections

388 parameters

H-atom parameters constrained

Δρmax = 0.61 e Å−3

Δρmin = −0.56 e Å−3

Data collection: SMART (Bruker, 2000 ▶); cell refinement: SAINT (Bruker, 2000 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL.

Crystal structure: contains datablocks I, global. DOI: 10.1107/S1600536809001688/kp2199sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809001688/kp2199Isup2.hkl

Additional supplementary materials: crystallographic information; 3D view; checkCIF report

[Zn(C12H8N5)2(C2H8N2)]·CH3O·2H2O	Z = 2
Mr = 638.02	F(000) = 664
Triclinic, P1	Dx = 1.454 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.3323 (8) Å	Cell parameters from 783 reflections
b = 13.0268 (12) Å	θ = 2.5–28.0°
c = 14.9444 (14) Å	µ = 0.90 mm−1
α = 66.404 (2)°	T = 293 K
β = 79.751 (2)°	Needle, colourless
γ = 81.437 (2)°	0.25 × 0.22 × 0.16 mm
V = 1457.3 (2) Å3

Bruker APEX CCD diffractometer	5643 independent reflections
Radiation source: fine-focus sealed tube	4532 reflections with I > 2σ(I)
graphite	Rint = 0.030
φ and ω scans	θmax = 26.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 2000)	h = −10→10
Tmin = 0.807, Tmax = 0.870	k = −16→16
11395 measured reflections	l = −18→18

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)] = 0.055	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.130	H-atom parameters constrained
S = 1.04	w = 1/[σ2(Fo2) + (0.0579P)2 + 0.853P] where P = (Fo2 + 2Fc2)/3
5643 reflections	(Δ/σ)max < 0.001
388 parameters	Δρmax = 0.61 e Å−3
0 restraints	Δρmin = −0.56 e Å−3

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.

	x	y	z	Uiso*/Ueq
Zn1	0.71857 (5)	0.78434 (3)	0.29062 (3)	0.03871 (14)
C1	0.4382 (5)	0.9641 (3)	0.1713 (3)	0.0551 (10)
H1A	0.4027	0.9023	0.1664	0.066*
C2	0.3536 (5)	1.0670 (4)	0.1313 (3)	0.0636 (11)
H2A	0.2637	1.0748	0.0993	0.076*
C3	0.4042 (5)	1.1584 (3)	0.1393 (3)	0.0609 (11)
H3A	0.3492	1.2293	0.1127	0.073*
C4	0.5377 (4)	1.1433 (3)	0.1875 (3)	0.0477 (9)
H4A	0.5729	1.2036	0.1949	0.057*
C5	0.6183 (4)	1.0380 (3)	0.2245 (2)	0.0357 (7)
C6	0.7672 (4)	1.0124 (3)	0.2716 (2)	0.0350 (7)
C7	0.9746 (4)	1.0178 (3)	0.3288 (2)	0.0364 (7)
C8	1.0995 (4)	1.0544 (3)	0.3656 (2)	0.0378 (7)
C9	1.1963 (4)	0.9778 (3)	0.4322 (3)	0.0456 (8)
H9A	1.1866	0.9012	0.4534	0.055*
C10	1.3081 (4)	1.0159 (3)	0.4672 (3)	0.0549 (10)
H10A	1.3723	0.9627	0.5123	0.066*
C11	1.2366 (5)	1.1968 (3)	0.3747 (3)	0.0597 (11)
H11A	1.2510	1.2728	0.3531	0.072*
C12	1.1207 (5)	1.1674 (3)	0.3365 (3)	0.0512 (9)
H12A	1.0575	1.2223	0.2918	0.061*
C13	1.0318 (4)	0.8471 (3)	0.1141 (3)	0.0522 (9)
H13A	1.0659	0.8844	0.1482	0.063*
C14	1.1280 (5)	0.8449 (3)	0.0311 (3)	0.0601 (11)
H14A	1.2243	0.8807	0.0088	0.072*
C15	1.0810 (5)	0.7890 (3)	−0.0194 (3)	0.0552 (10)
H15A	1.1451	0.7859	−0.0761	0.066*
C16	0.9368 (4)	0.7374 (3)	0.0155 (3)	0.0447 (8)
H16A	0.9026	0.6980	−0.0166	0.054*
C17	0.8445 (4)	0.7457 (3)	0.0990 (2)	0.0372 (7)
C18	0.6844 (4)	0.6996 (3)	0.1399 (2)	0.0360 (7)
C19	0.4638 (4)	0.6307 (3)	0.1630 (2)	0.0370 (7)
C20	0.3338 (4)	0.5731 (3)	0.1523 (3)	0.0389 (8)
C21	0.2038 (4)	0.5364 (3)	0.2252 (3)	0.0484 (9)
H21A	0.1938	0.5495	0.2828	0.058*
C22	0.0886 (5)	0.4799 (3)	0.2112 (3)	0.0583 (10)
H22A	0.0012	0.4566	0.2608	0.070*
C23	0.2181 (5)	0.4939 (4)	0.0620 (3)	0.0633 (11)
H23A	0.2245	0.4800	0.0051	0.076*
C24	0.3379 (5)	0.5521 (3)	0.0684 (3)	0.0527 (10)
H24A	0.4212	0.5771	0.0164	0.063*
C25	0.8006 (5)	0.6203 (3)	0.4815 (3)	0.0540 (10)
H25A	0.8431	0.6727	0.5008	0.065*
H25B	0.8377	0.5446	0.5230	0.065*
C26	0.6162 (5)	0.6348 (3)	0.4945 (3)	0.0562 (10)
H26A	0.5734	0.5796	0.4789	0.067*
H26B	0.5750	0.6239	0.5623	0.067*
N1	0.5690 (3)	0.9484 (2)	0.2168 (2)	0.0425 (7)
N2	0.8401 (3)	0.9090 (2)	0.3005 (2)	0.0379 (6)
N3	0.9767 (3)	0.9114 (2)	0.3379 (2)	0.0391 (6)
N4	0.8461 (3)	1.0852 (2)	0.2877 (2)	0.0384 (6)
N5	1.3297 (4)	1.1242 (3)	0.4403 (3)	0.0584 (9)
N6	0.8917 (3)	0.7990 (2)	0.1493 (2)	0.0425 (7)
N7	0.6034 (3)	0.7089 (2)	0.2217 (2)	0.0392 (6)
N8	0.4580 (3)	0.6639 (2)	0.2376 (2)	0.0405 (6)
N9	0.6030 (3)	0.6513 (2)	0.0994 (2)	0.0411 (7)
N10	0.0943 (4)	0.4566 (3)	0.1321 (3)	0.0618 (9)
N11	0.8616 (3)	0.6409 (2)	0.3777 (2)	0.0418 (7)
H11B	0.9644	0.6557	0.3761	0.050*
H11C	0.8363	0.5759	0.3779	0.050*
N12	0.5630 (3)	0.7487 (2)	0.4287 (2)	0.0466 (7)
H12B	0.5435	0.7894	0.4666	0.056*
H12C	0.4597	0.7511	0.4173	0.056*
C27	0.3055 (11)	0.6293 (5)	0.7695 (7)	0.204 (5)
H27A	0.2189	0.6451	0.8151	0.245*
H27B	0.4091	0.6254	0.7908	0.245*
H27C	0.2926	0.5587	0.7666	0.245*
O1	0.2993 (5)	0.7199 (3)	0.6702 (3)	0.1036 (12)
H1B	0.2698	0.7879	0.6733	0.124*
O1W	0.2078 (3)	0.7151 (2)	0.37517 (18)	0.0555 (7)
H1WA	0.1489	0.7772	0.3615	0.067*
H1WB	0.2587	0.7179	0.3197	0.067*
O2W	0.1847 (4)	0.6019 (2)	0.5789 (2)	0.0810 (10)
H2WA	0.2278	0.6300	0.6105	0.097*
H2WB	0.1918	0.6143	0.5181	0.097*

	U11	U22	U33	U12	U13	U23
Zn1	0.0371 (2)	0.0371 (2)	0.0476 (2)	−0.00668 (16)	−0.01032 (17)	−0.01898 (18)
C1	0.052 (2)	0.050 (2)	0.069 (3)	−0.0071 (18)	−0.028 (2)	−0.020 (2)
C2	0.054 (2)	0.061 (3)	0.076 (3)	−0.001 (2)	−0.039 (2)	−0.016 (2)
C3	0.053 (2)	0.050 (2)	0.074 (3)	0.0077 (19)	−0.027 (2)	−0.014 (2)
C4	0.046 (2)	0.039 (2)	0.059 (2)	−0.0010 (16)	−0.0134 (18)	−0.0178 (17)
C5	0.0318 (17)	0.0397 (18)	0.0380 (17)	−0.0050 (14)	−0.0062 (14)	−0.0158 (15)
C6	0.0333 (17)	0.0350 (18)	0.0391 (17)	−0.0033 (14)	−0.0081 (14)	−0.0149 (14)
C7	0.0344 (18)	0.0375 (18)	0.0420 (18)	−0.0040 (14)	−0.0065 (14)	−0.0192 (15)
C8	0.0310 (17)	0.0443 (19)	0.0476 (19)	−0.0059 (14)	−0.0057 (15)	−0.0262 (16)
C9	0.0368 (19)	0.047 (2)	0.061 (2)	−0.0030 (16)	−0.0128 (17)	−0.0254 (18)
C10	0.042 (2)	0.064 (3)	0.068 (3)	0.0016 (19)	−0.0218 (19)	−0.031 (2)
C11	0.060 (3)	0.051 (2)	0.083 (3)	−0.013 (2)	−0.019 (2)	−0.035 (2)
C12	0.053 (2)	0.043 (2)	0.067 (2)	−0.0042 (17)	−0.0212 (19)	−0.0254 (19)
C13	0.044 (2)	0.052 (2)	0.064 (2)	−0.0126 (18)	−0.0050 (19)	−0.024 (2)
C14	0.041 (2)	0.063 (3)	0.070 (3)	−0.0196 (19)	0.003 (2)	−0.019 (2)
C15	0.043 (2)	0.066 (3)	0.055 (2)	−0.0031 (19)	0.0010 (18)	−0.025 (2)
C16	0.0366 (19)	0.053 (2)	0.047 (2)	−0.0043 (16)	−0.0047 (15)	−0.0214 (17)
C17	0.0324 (17)	0.0382 (18)	0.0387 (17)	−0.0017 (14)	−0.0086 (14)	−0.0112 (15)
C18	0.0346 (17)	0.0354 (18)	0.0393 (17)	−0.0014 (14)	−0.0034 (14)	−0.0168 (15)
C19	0.0341 (18)	0.0350 (18)	0.0436 (18)	−0.0027 (14)	−0.0032 (15)	−0.0177 (15)
C20	0.0337 (18)	0.0342 (18)	0.052 (2)	0.0006 (14)	−0.0074 (15)	−0.0208 (16)
C21	0.045 (2)	0.053 (2)	0.052 (2)	−0.0113 (17)	−0.0020 (17)	−0.0247 (18)
C22	0.047 (2)	0.058 (2)	0.070 (3)	−0.0210 (19)	0.003 (2)	−0.023 (2)
C23	0.064 (3)	0.069 (3)	0.076 (3)	−0.016 (2)	−0.006 (2)	−0.046 (2)
C24	0.046 (2)	0.062 (2)	0.064 (2)	−0.0148 (19)	0.0027 (18)	−0.039 (2)
C25	0.055 (2)	0.054 (2)	0.050 (2)	0.0056 (19)	−0.0161 (18)	−0.0174 (19)
C26	0.054 (2)	0.059 (3)	0.053 (2)	−0.014 (2)	0.0035 (19)	−0.019 (2)
N1	0.0390 (16)	0.0405 (16)	0.0522 (17)	−0.0042 (13)	−0.0187 (13)	−0.0166 (14)
N2	0.0332 (15)	0.0340 (15)	0.0532 (17)	−0.0018 (12)	−0.0155 (13)	−0.0199 (13)
N3	0.0335 (15)	0.0385 (16)	0.0516 (17)	−0.0014 (12)	−0.0130 (13)	−0.0212 (13)
N4	0.0373 (15)	0.0340 (15)	0.0491 (16)	−0.0019 (12)	−0.0140 (13)	−0.0181 (13)
N5	0.0494 (19)	0.066 (2)	0.076 (2)	−0.0097 (17)	−0.0190 (17)	−0.0386 (19)
N6	0.0380 (16)	0.0419 (16)	0.0487 (17)	−0.0085 (13)	−0.0056 (13)	−0.0169 (14)
N7	0.0336 (15)	0.0425 (16)	0.0463 (16)	−0.0072 (12)	−0.0037 (12)	−0.0213 (13)
N8	0.0341 (15)	0.0464 (17)	0.0470 (16)	−0.0084 (13)	0.0008 (12)	−0.0252 (14)
N9	0.0357 (15)	0.0474 (17)	0.0475 (16)	−0.0072 (13)	−0.0029 (13)	−0.0254 (14)
N10	0.054 (2)	0.061 (2)	0.084 (2)	−0.0211 (17)	−0.0054 (19)	−0.038 (2)
N11	0.0400 (16)	0.0351 (15)	0.0536 (17)	−0.0051 (12)	−0.0088 (13)	−0.0188 (13)
N12	0.0365 (16)	0.0554 (19)	0.0568 (18)	−0.0042 (14)	−0.0047 (14)	−0.0313 (16)
C27	0.250 (10)	0.067 (4)	0.335 (13)	0.000 (5)	−0.219 (10)	−0.048 (6)
O1	0.139 (3)	0.066 (2)	0.123 (3)	0.013 (2)	−0.044 (3)	−0.051 (2)
O1W	0.0514 (16)	0.0555 (16)	0.0523 (15)	0.0069 (12)	−0.0001 (12)	−0.0199 (13)
O2W	0.119 (3)	0.068 (2)	0.0630 (19)	−0.0367 (19)	−0.0044 (18)	−0.0249 (16)

Zn1—N7	2.096 (3)	C16—H16A	0.9300
Zn1—N2	2.103 (2)	C17—N6	1.343 (4)
Zn1—N11	2.133 (3)	C17—C18	1.473 (4)
Zn1—N12	2.148 (3)	C18—N7	1.329 (4)
Zn1—N1	2.269 (3)	C18—N9	1.341 (4)
Zn1—N6	2.293 (3)	C19—N8	1.340 (4)
C1—N1	1.334 (4)	C19—N9	1.347 (4)
C1—C2	1.370 (5)	C19—C20	1.470 (4)
C1—H1A	0.9300	C20—C24	1.379 (5)
C2—C3	1.376 (6)	C20—C21	1.381 (5)
C2—H2A	0.9300	C21—C22	1.382 (5)
C3—C4	1.379 (5)	C21—H21A	0.9300
C3—H3A	0.9300	C22—N10	1.324 (5)
C4—C5	1.374 (5)	C22—H22A	0.9300
C4—H4A	0.9300	C23—N10	1.325 (5)
C5—N1	1.347 (4)	C23—C24	1.377 (5)
C5—C6	1.465 (4)	C23—H23A	0.9300
C6—N2	1.324 (4)	C24—H24A	0.9300
C6—N4	1.347 (4)	C25—N11	1.470 (4)
C7—N3	1.335 (4)	C25—C26	1.507 (5)
C7—N4	1.348 (4)	C25—H25A	0.9700
C7—C8	1.475 (4)	C25—H25B	0.9700
C8—C9	1.374 (5)	C26—N12	1.468 (5)
C8—C12	1.387 (5)	C26—H26A	0.9700
C9—C10	1.380 (5)	C26—H26B	0.9700
C9—H9A	0.9300	N2—N3	1.364 (3)
C10—N5	1.335 (5)	N7—N8	1.366 (4)
C10—H10A	0.9300	N11—H11B	0.8999
C11—N5	1.330 (5)	N11—H11C	0.9001
C11—C12	1.374 (5)	N12—H12B	0.9006
C11—H11A	0.9300	N12—H12C	0.8999
C12—H12A	0.9300	C27—O1	1.485 (8)
C13—N6	1.330 (4)	C27—H27A	0.9600
C13—C14	1.361 (5)	C27—H27B	0.9600
C13—H13A	0.9300	C27—H27C	0.9600
C14—C15	1.372 (5)	O1—H1B	0.9002
C14—H14A	0.9300	O1W—H1WA	0.8500
C15—C16	1.379 (5)	O1W—H1WB	0.8506
C15—H15A	0.9300	O2W—H2WA	0.8501
C16—C17	1.379 (5)	O2W—H2WB	0.8506
N7—Zn1—N2	156.47 (11)	N8—C19—N9	114.0 (3)
N7—Zn1—N11	99.48 (10)	N8—C19—C20	123.6 (3)
N2—Zn1—N11	98.05 (10)	N9—C19—C20	122.4 (3)
N7—Zn1—N12	101.58 (10)	C24—C20—C21	116.9 (3)
N2—Zn1—N12	96.28 (11)	C24—C20—C19	121.0 (3)
N11—Zn1—N12	81.99 (11)	C21—C20—C19	122.2 (3)
N7—Zn1—N1	89.05 (10)	C20—C21—C22	119.0 (3)
N2—Zn1—N1	74.90 (10)	C20—C21—H21A	120.5
N11—Zn1—N1	170.61 (10)	C22—C21—H21A	120.5
N12—Zn1—N1	92.50 (11)	N10—C22—C21	124.5 (4)
N7—Zn1—N6	75.35 (10)	N10—C22—H22A	117.7
N2—Zn1—N6	88.45 (10)	C21—C22—H22A	117.7
N11—Zn1—N6	92.21 (10)	N10—C23—C24	124.0 (4)
N12—Zn1—N6	172.96 (10)	N10—C23—H23A	118.0
N1—Zn1—N6	93.77 (10)	C24—C23—H23A	118.0
N1—C1—C2	123.1 (3)	C23—C24—C20	119.8 (4)
N1—C1—H1A	118.5	C23—C24—H24A	120.1
C2—C1—H1A	118.5	C20—C24—H24A	120.1
C1—C2—C3	118.7 (3)	N11—C25—C26	109.3 (3)
C1—C2—H2A	120.6	N11—C25—H25A	109.8
C3—C2—H2A	120.6	C26—C25—H25A	109.8
C2—C3—C4	118.9 (4)	N11—C25—H25B	109.8
C2—C3—H3A	120.5	C26—C25—H25B	109.8
C4—C3—H3A	120.5	H25A—C25—H25B	108.3
C5—C4—C3	119.2 (3)	N12—C26—C25	108.8 (3)
C5—C4—H4A	120.4	N12—C26—H26A	109.9
C3—C4—H4A	120.4	C25—C26—H26A	109.9
N1—C5—C4	122.0 (3)	N12—C26—H26B	109.9
N1—C5—C6	113.5 (3)	C25—C26—H26B	109.9
C4—C5—C6	124.5 (3)	H26A—C26—H26B	108.3
N2—C6—N4	113.5 (3)	C1—N1—C5	118.1 (3)
N2—C6—C5	119.7 (3)	C1—N1—Zn1	127.8 (2)
N4—C6—C5	126.8 (3)	C5—N1—Zn1	114.1 (2)
N3—C7—N4	114.2 (3)	C6—N2—N3	106.6 (2)
N3—C7—C8	121.6 (3)	C6—N2—Zn1	117.1 (2)
N4—C7—C8	124.1 (3)	N3—N2—Zn1	136.0 (2)
C9—C8—C12	117.5 (3)	C7—N3—N2	104.7 (3)
C9—C8—C7	121.1 (3)	C6—N4—C7	101.1 (3)
C12—C8—C7	121.4 (3)	C11—N5—C10	115.7 (3)
C8—C9—C10	119.3 (3)	C13—N6—C17	117.3 (3)
C8—C9—H9A	120.4	C13—N6—Zn1	129.4 (2)
C10—C9—H9A	120.4	C17—N6—Zn1	113.2 (2)
N5—C10—C9	124.1 (4)	C18—N7—N8	106.3 (2)
N5—C10—H10A	117.9	C18—N7—Zn1	117.0 (2)
C9—C10—H10A	117.9	N8—N7—Zn1	136.7 (2)
N5—C11—C12	124.6 (4)	C19—N8—N7	104.7 (2)
N5—C11—H11A	117.7	C18—N9—C19	101.3 (3)
C12—C11—H11A	117.7	C22—N10—C23	115.9 (3)
C11—C12—C8	118.9 (4)	C25—N11—Zn1	107.1 (2)
C11—C12—H12A	120.6	C25—N11—H11B	99.2
C8—C12—H12A	120.6	Zn1—N11—H11B	112.6
N6—C13—C14	123.6 (4)	C25—N11—H11C	97.5
N6—C13—H13A	118.2	Zn1—N11—H11C	113.1
C14—C13—H13A	118.2	H11B—N11—H11C	123.5
C13—C14—C15	119.1 (4)	C26—N12—Zn1	107.1 (2)
C13—C14—H14A	120.5	C26—N12—H12B	104.9
C15—C14—H14A	120.5	Zn1—N12—H12B	127.8
C14—C15—C16	118.8 (4)	C26—N12—H12C	110.1
C14—C15—H15A	120.6	Zn1—N12—H12C	107.7
C16—C15—H15A	120.6	H12B—N12—H12C	98.5
C17—C16—C15	118.5 (3)	O1—C27—H27A	109.5
C17—C16—H16A	120.7	O1—C27—H27B	109.5
C15—C16—H16A	120.7	H27A—C27—H27B	109.5
N6—C17—C16	122.7 (3)	O1—C27—H27C	109.5
N6—C17—C18	113.9 (3)	H27A—C27—H27C	109.5
C16—C17—C18	123.4 (3)	H27B—C27—H27C	109.5
N7—C18—N9	113.8 (3)	C27—O1—H1B	112.0
N7—C18—C17	120.1 (3)	H1WA—O1W—H1WB	104.0
N9—C18—C17	126.0 (3)	H2WA—O2W—H2WB	133.0

D—H···A	D—H	H···A	D···A	D—H···A
N11—H11B···O1Wi	0.90	2.27	3.166 (4)	172
N11—H11C···O2Wii	0.90	2.17	3.034 (4)	161
N12—H12B···N5iii	0.90	2.54	3.321 (4)	146
N12—H12C···O1W	0.90	2.45	3.331 (4)	165
O1—H1B···N4iv	0.90	2.02	2.897 (4)	163
O1W—H1WA···N3v	0.85	2.04	2.887 (4)	171
O1W—H1WB···N8	0.85	2.09	2.859 (4)	150
O2W—H2WA···O1	0.85	1.94	2.778 (4)	169
O2W—H2WB···O1W	0.85	2.00	2.787 (4)	153

Table 1

Selected bond lengths (Å)

Zn1—N7	2.096 (3)
Zn1—N2	2.103 (2)
Zn1—N11	2.133 (3)
Zn1—N12	2.148 (3)
Zn1—N1	2.269 (3)
Zn1—N6	2.293 (3)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N11—H11B⋯O1Wi	0.90	2.27	3.166 (4)	172
N11—H11C⋯O2Wii	0.90	2.17	3.034 (4)	161
N12—H12B⋯N5iii	0.90	2.54	3.321 (4)	146
N12—H12C⋯O1W	0.90	2.45	3.331 (4)	165
O1—H1B⋯N4iv	0.90	2.02	2.897 (4)	163
O1W—H1WA⋯N3v	0.85	2.04	2.887 (4)	171
O1W—H1WB⋯N8	0.85	2.09	2.859 (4)	150
O2W—H2WA⋯O1	0.85	1.94	2.778 (4)	169
O2W—H2WB⋯O1W	0.85	2.00	2.787 (4)	153

Symmetry codes: (i) ; (ii) ; (iii) ; (iv) ; (v) .