Related literature {#sec1}
==================

For background to the design and synthesis of zinc complexes with Schiff-base ligands and their potential applications as fluorescent probes, see: Su *et al.* (1999[@bb6]); Ye *et al.* (2005[@bb8]). For the synthesis of the ligand, see: Ye *et al.* (2004[@bb7]).

Experimental {#sec2}
============

 {#sec2.1}

### Crystal data {#sec2.1.1}

\[Zn(C~18~H~14~N~4~)~2~(H~2~O)~4~\](NO~3~)~2~·1.49H~2~O*M* *~r~* = 860.95Triclinic,*a* = 8.5664 (17) Å*b* = 9.928 (2) Å*c* = 12.496 (3) Åα = 81.47 (3)°β = 71.55 (3)°γ = 78.78 (3)°*V* = 984.6 (4) Å^3^*Z* = 1Mo *K*α radiationμ = 0.70 mm^−1^*T* = 295 K0.48 × 0.28 × 0.18 mm

### Data collection {#sec2.1.2}

Rigaku R-AXIS RAPID diffractometerAbsorption correction: multi-scan (*ABSCOR*; Higashi, 1995[@bb1]) *T* ~min~ = 0.731, *T* ~max~ = 0.8859721 measured reflections4462 independent reflections3908 reflections with *I* \> 2σ(*I*)*R* ~int~ = 0.019

### Refinement {#sec2.1.3}

*R*\[*F* ^2^ \> 2σ(*F* ^2^)\] = 0.046*wR*(*F* ^2^) = 0.141*S* = 1.144462 reflections305 parametersH-atom parameters constrainedΔρ~max~ = 0.70 e Å^−3^Δρ~min~ = −0.45 e Å^−3^

 {#d5e653}

Data collection: *RAPID-AUTO* (Rigaku, 1998[@bb3]); cell refinement: *RAPID-AUTO*; data reduction: *CrystalStructure* (Rigaku/MSC, 2002[@bb4]); program(s) used to solve structure: *SHELXTL* (Sheldrick, 2008[@bb5]); program(s) used to refine structure: *SHELXTL*; molecular graphics: *XP* in *SHELXTL* and *Mercury* (Macrae *et al.*, 2006[@bb2]); software used to prepare material for publication: *SHELXTL*.

Supplementary Material
======================

Crystal structure: contains datablock(s) I, global. DOI: [10.1107/S1600536811046915/hy2483sup1.cif](http://dx.doi.org/10.1107/S1600536811046915/hy2483sup1.cif)

Structure factors: contains datablock(s) I. DOI: [10.1107/S1600536811046915/hy2483Isup2.hkl](http://dx.doi.org/10.1107/S1600536811046915/hy2483Isup2.hkl)

Additional supplementary materials: [crystallographic information](http://scripts.iucr.org/cgi-bin/sendsupfiles?hy2483&file=hy2483sup0.html&mime=text/html); [3D view](http://scripts.iucr.org/cgi-bin/sendcif?hy2483sup1&Qmime=cif); [checkCIF report](http://scripts.iucr.org/cgi-bin/paper?hy2483&checkcif=yes)

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: [HY2483](http://scripts.iucr.org/cgi-bin/sendsup?hy2483)).

This work was supported financially by the Natural Science Foundation of Jilin Province (grant Nos. 2010178 and 2011073).

Comment
=======

Bipyridine-type ligands have been extensively investigated in recent years, owing to their simple structures, readily availabilities and predictable formation of network structures. Moreover, when introduced in double Schiff-base, a great deal of metal--organic frameworks with unusual network patterns and novel properties can be achieved due to the specific geometry including the different relative orientation of N-donors and the zigzag conformation of the space moiety between the two terminal coordination groups. For background to the design and syntheses of zinc complexes with Schiff-base and their potential applications as fluorescent probes, see: Su *et al.* (1999); Ye *et al.* (2005).

In the title compound (Fig. 1), the Zn^II^ ion lies on an inversion center and is coordinated in a distorted octahedral geometry by two N atoms from two *N*,*N*\'-bis(3-pyridylmethylene)-*p*-phenylenediamine (*L*) ligands in the axial positions and four O atoms of four coordinated water molecules in the equatorial positions. The Zn---O distances are 2.0705 (17) and 2.1691 (19) Å and the Zn---N distance is 2.1462 (19) Å. As shown in Fig. 2, the complex cations, nitrate anions and uncoordinated water molecules are connected by O---H···O hydrogen bonds (Table 1), forming a layer structure.

Experimental {#experimental}
============

The ligand *L* was prepared according to the previous method (Ye *et al.*, 2004). 1,4-Diaminobenzene (2.14 mg, 10 mmol) was dissolved in methanol (20 ml), followed by addition of 3-pyridinecarboxaldehyde (4.24 mg, 40 mmol). The mixture was stirred at room temperature for 2 h and then filtered. The resulting yellow crystalline solid was washed with methanol several times and dried in air. A solution of Zn(NO~3~)~2~ (35.9 mg, 0.2 mmol) in acetonitrile (10 ml) was slowly layered onto a solution of *L* (117 mg, 0.625 mmol) in methylene chloride (12 ml). Diffusion between the two phases over two weeks produced colorless crystals of the title compound.

Refinement {#refinement}
==========

H atoms bound to C atoms were positioned geometrically and refined as riding atoms, with C---H = 0.93 Å and with *U*~iso~(H) = 1.2*U*~eq~(C). The water H atoms were located from difference Fourier maps and refined as riding atoms, with *U*~iso~(H) = 1.5*U*~eq~(O). The nitrate anion is disordered over two sets of sites. The occupancy factors were refined to a ratio of 0.744 (4):0.256 (4). The uncoordinated water molecule is also disordered with an occupancy factor of 0.744 (4).

Figures
=======

![Molecular structure of the title compound. Displacement ellipsoids are drawn at the 30% probability level. H atoms have been omitted for clarity. \[Symmetry code: (i) 1 - x, -y, 1 - z.\]](e-67-m1752-fig1){#Fap1}

![A view of the layer structure in the title compound. Dashed lines denote hydrogen bonds. H atoms and minor disordered nitrate are omitted for clarity.](e-67-m1752-fig2){#Fap2}

Crystal data {#tablewrapcrystaldatalong}
============

  --------------------------------------------------------- ---------------------------------------
  \[Zn(C~18~H~14~N~4~)~2~(H~2~O)~4~\](NO~3~)~2~·1.49H~2~O   *Z* = 1
  *M~r~* = 860.95                                           *F*(000) = 447
  Triclinic, *P*1                                           *D*~x~ = 1.452 Mg m^−3^
  Hall symbol: -P 1                                         Mo *K*α radiation, λ = 0.71073 Å
  *a* = 8.5664 (17) Å                                       Cell parameters from 3864 reflections
  *b* = 9.928 (2) Å                                         θ = 3.0--27.5°
  *c* = 12.496 (3) Å                                        µ = 0.70 mm^−1^
  α = 81.47 (3)°                                            *T* = 295 K
  β = 71.55 (3)°                                            Block, colorless
  γ = 78.78 (3)°                                            0.48 × 0.28 × 0.18 mm
  *V* = 984.6 (4) Å^3^                                      
  --------------------------------------------------------- ---------------------------------------

Data collection {#tablewrapdatacollectionlong}
===============

  ------------------------------------------------------------- --------------------------------------
  Rigaku R-AXIS RAPID diffractometer                            4462 independent reflections
  Radiation source: rotation anode                              3908 reflections with *I* \> 2σ(*I*)
  graphite                                                      *R*~int~ = 0.019
  ω scan                                                        θ~max~ = 27.5°, θ~min~ = 3.0°
  Absorption correction: multi-scan (*ABSCOR*; Higashi, 1995)   *h* = −10→11
  *T*~min~ = 0.731, *T*~max~ = 0.885                            *k* = −12→12
  9721 measured reflections                                     *l* = −16→16
  ------------------------------------------------------------- --------------------------------------

Refinement {#tablewraprefinementdatalong}
==========

  ------------------------------------- -------------------------------------------------------------------------------------------------
  Refinement on *F*^2^                  Primary atom site location: structure-invariant direct methods
  Least-squares matrix: full            Secondary atom site location: difference Fourier map
  *R*\[*F*^2^ \> 2σ(*F*^2^)\] = 0.046   Hydrogen site location: inferred from neighbouring sites
  *wR*(*F*^2^) = 0.141                  H-atom parameters constrained
  *S* = 1.14                            *w* = 1/\[σ^2^(*F*~o~^2^) + (0.0912*P*)^2^ + 0.1378*P*\] where *P* = (*F*~o~^2^ + 2*F*~c~^2^)/3
  4462 reflections                      (Δ/σ)~max~ = 0.001
  305 parameters                        Δρ~max~ = 0.70 e Å^−3^
  0 restraints                          Δρ~min~ = −0.45 e Å^−3^
  ------------------------------------- -------------------------------------------------------------------------------------------------

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å^2^) {#tablewrapcoords}
==================================================================================================

  ------ -------------- --------------- -------------- -------------------- ------------
         *x*            *y*             *z*            *U*~iso~\*/*U*~eq~   Occ. (\<1)
  Zn1    0.5000         0.0000          0.5000         0.03476 (14)         
  O1W    0.4583 (2)     −0.21267 (19)   0.52697 (18)   0.0542 (5)           
  H1A    0.5380         −0.2798         0.5318         0.081\*              
  H1B    0.3719         −0.2483         0.5325         0.081\*              
  O2W    0.27473 (19)   0.06743 (19)    0.46591 (14)   0.0442 (4)           
  H2A    0.1756         0.0542          0.5011         0.066\*              
  H2B    0.2754         0.1495          0.4331         0.066\*              
  N1     0.3790 (2)     0.0222 (2)      0.67673 (15)   0.0366 (4)           
  N2     −0.0343 (3)    0.2800 (2)      0.95880 (17)   0.0434 (4)           
  N3     −0.5097 (3)    0.7453 (2)      1.10197 (19)   0.0440 (5)           
  N4     −0.9932 (2)    0.9640 (2)      1.36277 (19)   0.0471 (5)           
  C1     0.4027 (3)     −0.0800 (2)     0.7552 (2)     0.0424 (5)           
  H1     0.4803         −0.1575         0.7319         0.051\*              
  C2     0.3184 (3)     −0.0765 (3)     0.8683 (2)     0.0483 (6)           
  H2     0.3395         −0.1497         0.9202         0.058\*              
  C3     0.2017 (3)     0.0377 (3)      0.9038 (2)     0.0446 (5)           
  H3     0.1406         0.0412          0.9798         0.054\*              
  C4     0.1767 (3)     0.1469 (2)      0.82479 (19)   0.0363 (4)           
  C5     0.2690 (3)     0.1342 (2)      0.71269 (19)   0.0375 (5)           
  H5     0.2539         0.2074          0.6593         0.045\*              
  C6     0.0548 (3)     0.2709 (2)      0.8576 (2)     0.0408 (5)           
  H6     0.0432         0.3437          0.8031         0.049\*              
  C7     −0.1540 (3)    0.3988 (2)      0.9907 (2)     0.0399 (5)           
  C8     −0.2182 (3)    0.4937 (3)      0.9165 (2)     0.0458 (5)           
  H8     −0.1824        0.4822          0.8395         0.055\*              
  C9     −0.3352 (3)    0.6051 (3)      0.9566 (2)     0.0458 (5)           
  H9     −0.3769        0.6686          0.9059         0.055\*              
  C10    −0.3921 (3)    0.6249 (2)      1.0708 (2)     0.0400 (5)           
  C11    −0.3289 (3)    0.5300 (3)      1.1453 (2)     0.0474 (6)           
  H11    −0.3652        0.5418          1.2222         0.057\*              
  C12    −0.2112 (3)    0.4169 (3)      1.1054 (2)     0.0477 (6)           
  H12    −0.1704        0.3526          1.1562         0.057\*              
  C13    −0.6147 (3)    0.7459 (3)      1.1989 (2)     0.0454 (5)           
  H13    −0.6136        0.6676          1.2499         0.054\*              
  C14    −0.7385 (3)    0.8685 (2)      1.2324 (2)     0.0391 (5)           
  C15    −0.7352 (3)    0.9931 (3)      1.1659 (2)     0.0443 (5)           
  H15    −0.6479        1.0040          1.1000         0.053\*              
  C16    −0.8622 (3)    1.1002 (3)      1.1987 (3)     0.0511 (6)           
  H16    −0.8623        1.1849          1.1554         0.061\*              
  C17    −0.9892 (3)    1.0806 (3)      1.2962 (2)     0.0473 (6)           
  H17    −1.0768        1.1528          1.3164         0.057\*              
  C18    −0.8701 (3)    0.8603 (3)      1.3314 (2)     0.0458 (5)           
  H18    −0.8719        0.7780          1.3780         0.055\*              
  O3     0.1857 (5)     −0.6809 (2)     0.3557 (3)     0.0680 (9)           0.744 (4)
  O4     0.3062 (5)     −0.5772 (4)     0.4302 (5)     0.1089 (17)          0.744 (4)
  O5     0.1009 (5)     −0.4680 (3)     0.3743 (3)     0.0796 (10)          0.744 (4)
  N5     0.1921 (5)     −0.5781 (4)     0.3878 (3)     0.0653 (10)          0.744 (4)
  O3\'   0.205 (2)      −0.352 (3)      0.587 (3)      0.063 (4)            0.256 (4)
  O4\'   0.3410 (16)    −0.4995 (13)    0.4725 (14)    0.109 (5)            0.256 (4)
  O5\'   0.1218 (17)    −0.5612 (10)    0.5901 (10)    0.091 (4)            0.256 (4)
  N5\'   0.2171 (12)    −0.4742 (8)     0.5525 (8)     0.050 (2)            0.256 (4)
  O3W    0.1962 (15)    −0.3745 (12)    0.5856 (14)    0.108 (4)            0.744 (4)
  H3A    0.0988         −0.3961         0.6259         0.162\*              0.744 (4)
  H3B    0.2440         −0.4359         0.5361         0.162\*              0.744 (4)
  ------ -------------- --------------- -------------- -------------------- ------------

Atomic displacement parameters (Å^2^) {#tablewrapadps}
=====================================

  ------ -------------- ------------- ------------- -------------- --------------- ---------------
         *U*^11^        *U*^22^       *U*^33^       *U*^12^        *U*^13^         *U*^23^
  Zn1    0.02806 (19)   0.0387 (2)    0.0302 (2)    0.00313 (13)   −0.00152 (13)   −0.00763 (13)
  O1W    0.0454 (10)    0.0420 (9)    0.0700 (13)   −0.0046 (8)    −0.0107 (9)     −0.0064 (8)
  O2W    0.0275 (7)     0.0564 (10)   0.0400 (9)    0.0010 (7)     −0.0030 (6)     −0.0030 (7)
  N1     0.0319 (8)     0.0402 (9)    0.0307 (9)    0.0030 (7)     −0.0031 (7)     −0.0066 (7)
  N2     0.0399 (10)    0.0426 (10)   0.0383 (10)   0.0044 (8)     −0.0015 (8)     −0.0109 (8)
  N3     0.0373 (10)    0.0410 (10)   0.0473 (11)   0.0046 (8)     −0.0056 (9)     −0.0138 (9)
  N4     0.0330 (9)     0.0576 (12)   0.0448 (11)   −0.0024 (9)    −0.0009 (8)     −0.0164 (10)
  C1     0.0356 (11)    0.0429 (11)   0.0392 (12)   0.0066 (9)     −0.0045 (9)     −0.0062 (9)
  C2     0.0481 (13)    0.0498 (13)   0.0366 (12)   0.0048 (11)    −0.0082 (10)    0.0020 (10)
  C3     0.0405 (12)    0.0538 (13)   0.0302 (11)   0.0032 (10)    −0.0025 (9)     −0.0065 (10)
  C4     0.0303 (10)    0.0408 (11)   0.0331 (11)   0.0005 (9)     −0.0035 (8)     −0.0098 (9)
  C5     0.0334 (10)    0.0390 (11)   0.0339 (11)   0.0023 (9)     −0.0054 (8)     −0.0055 (9)
  C6     0.0380 (11)    0.0404 (11)   0.0372 (11)   0.0023 (9)     −0.0042 (9)     −0.0094 (9)
  C7     0.0342 (10)    0.0392 (11)   0.0387 (12)   0.0015 (9)     −0.0017 (9)     −0.0101 (9)
  C8     0.0437 (12)    0.0512 (13)   0.0331 (11)   0.0026 (11)    −0.0020 (10)    −0.0090 (10)
  C9     0.0405 (12)    0.0474 (12)   0.0414 (13)   0.0039 (10)    −0.0069 (10)    −0.0049 (10)
  C10    0.0314 (10)    0.0376 (11)   0.0445 (12)   0.0002 (9)     −0.0028 (9)     −0.0096 (9)
  C11    0.0468 (13)    0.0498 (13)   0.0378 (12)   0.0052 (11)    −0.0048 (10)    −0.0144 (10)
  C12    0.0477 (13)    0.0480 (13)   0.0368 (12)   0.0082 (11)    −0.0054 (10)    −0.0082 (10)
  C13    0.0371 (11)    0.0412 (12)   0.0501 (14)   0.0006 (10)    −0.0048 (10)    −0.0069 (10)
  C14    0.0297 (10)    0.0430 (11)   0.0412 (12)   0.0007 (9)     −0.0056 (9)     −0.0126 (9)
  C15    0.0384 (11)    0.0486 (13)   0.0405 (12)   −0.0059 (10)   −0.0020 (10)    −0.0104 (10)
  C16    0.0504 (14)    0.0402 (12)   0.0574 (16)   −0.0018 (11)   −0.0100 (12)    −0.0083 (11)
  C17    0.0357 (11)    0.0463 (12)   0.0556 (15)   0.0028 (10)    −0.0066 (10)    −0.0192 (11)
  C18    0.0371 (11)    0.0501 (13)   0.0424 (13)   −0.0031 (10)   −0.0032 (10)    −0.0040 (10)
  O3     0.117 (3)      0.0299 (12)   0.0700 (19)   0.0042 (14)    −0.0529 (19)    −0.0107 (11)
  O4     0.087 (3)      0.077 (3)     0.184 (5)     0.014 (2)      −0.074 (3)      −0.039 (3)
  O5     0.096 (2)      0.0527 (16)   0.082 (2)     0.0106 (16)    −0.031 (2)      −0.0014 (15)
  N5     0.071 (2)      0.056 (2)     0.065 (2)     −0.0079 (17)   −0.0215 (18)    0.0064 (16)
  O3\'   0.046 (6)      0.033 (5)     0.112 (12)    −0.003 (5)     −0.012 (6)      −0.040 (6)
  O4\'   0.085 (8)      0.088 (8)     0.147 (12)    −0.017 (6)     −0.003 (8)      −0.055 (8)
  O5\'   0.132 (10)     0.050 (5)     0.087 (8)     −0.030 (6)     −0.022 (7)      0.002 (5)
  N5\'   0.067 (6)      0.022 (4)     0.058 (5)     0.013 (4)      −0.022 (5)      −0.012 (3)
  O3W    0.118 (6)      0.082 (7)     0.137 (6)     −0.035 (4)     −0.028 (4)      −0.043 (5)
  ------ -------------- ------------- ------------- -------------- --------------- ---------------

Geometric parameters (Å, °) {#tablewrapgeomlong}
===========================

  ----------------------- ------------- -------------------- ------------
  Zn1---N1                2.1462 (19)   C8---C9              1.376 (3)
  Zn1---O1W               2.1691 (19)   C8---H8              0.9300
  Zn1---O2W               2.0705 (17)   C9---C10             1.385 (4)
  O1W---H1A               0.8670        C9---H9              0.9300
  O1W---H1B               0.8608        C10---C11            1.381 (4)
  O2W---H2A               0.8497        C11---C12            1.391 (3)
  O2W---H2B               0.8565        C11---H11            0.9300
  N1---C1                 1.335 (3)     C12---H12            0.9300
  N1---C5                 1.341 (3)     C13---C14            1.466 (3)
  N2---C6                 1.259 (3)     C13---H13            0.9300
  N2---C7                 1.418 (3)     C14---C15            1.384 (4)
  N3---C13                1.259 (3)     C14---C18            1.389 (3)
  N3---C10                1.420 (3)     C15---C16            1.372 (3)
  N4---C17                1.321 (4)     C15---H15            0.9300
  N4---C18                1.328 (3)     C16---C17            1.371 (4)
  C1---C2                 1.371 (3)     C16---H16            0.9300
  C1---H1                 0.9300        C17---H17            0.9300
  C2---C3                 1.382 (3)     C18---H18            0.9300
  C2---H2                 0.9300        O3---N5              1.167 (4)
  C3---C4                 1.386 (3)     O4---N5              1.252 (5)
  C3---H3                 0.9300        O5---N5              1.237 (5)
  C4---C5                 1.384 (3)     O3\'---N5\'          1.32 (3)
  C4---C6                 1.468 (3)     O4\'---N5\'          1.220 (15)
  C5---H5                 0.9300        O5\'---N5\'          1.243 (14)
  C6---H6                 0.9300        O3W---H3A            0.8756
  C7---C8                 1.383 (4)     O3W---H3B            0.8812
  C7---C12                1.388 (3)                          
                                                             
  O2W---Zn1---O2W^i^      180.0         C4---C6---H6         119.6
  O2W---Zn1---N1          90.18 (7)     C8---C7---C12        119.0 (2)
  O2W^i^---Zn1---N1       89.82 (7)     C8---C7---N2         124.7 (2)
  O2W---Zn1---N1^i^       89.82 (7)     C12---C7---N2        116.3 (2)
  O2W^i^---Zn1---N1^i^    90.18 (7)     C9---C8---C7         120.0 (2)
  N1---Zn1---N1^i^        180.0         C9---C8---H8         120.0
  O2W---Zn1---O1W^i^      88.56 (8)     C7---C8---H8         120.0
  O2W^i^---Zn1---O1W^i^   91.44 (8)     C8---C9---C10        121.5 (2)
  N1---Zn1---O1W^i^       90.24 (8)     C8---C9---H9         119.3
  N1^i^---Zn1---O1W^i^    89.76 (8)     C10---C9---H9        119.3
  O2W---Zn1---O1W         91.44 (8)     C11---C10---C9       118.7 (2)
  O2W^i^---Zn1---O1W      88.56 (8)     C11---C10---N3       124.8 (2)
  N1---Zn1---O1W          89.76 (8)     C9---C10---N3        116.5 (2)
  N1^i^---Zn1---O1W       90.24 (8)     C10---C11---C12      120.1 (2)
  O1W^i^---Zn1---O1W      180.0         C10---C11---H11      119.9
  Zn1---O1W---H1A         120.9         C12---C11---H11      119.9
  Zn1---O1W---H1B         131.5         C7---C12---C11       120.7 (2)
  H1A---O1W---H1B         107.6         C7---C12---H12       119.7
  Zn1---O2W---H2A         133.0         C11---C12---H12      119.7
  Zn1---O2W---H2B         108.5         N3---C13---C14       120.9 (2)
  H2A---O2W---H2B         110.5         N3---C13---H13       119.6
  C1---N1---C5            117.18 (19)   C14---C13---H13      119.6
  C1---N1---Zn1           120.75 (15)   C15---C14---C18      117.5 (2)
  C5---N1---Zn1           121.93 (15)   C15---C14---C13      122.4 (2)
  C6---N2---C7            121.0 (2)     C18---C14---C13      120.0 (2)
  C13---N3---C10          120.0 (2)     C16---C15---C14      119.1 (2)
  C17---N4---C18          117.9 (2)     C16---C15---H15      120.4
  N1---C1---C2            123.4 (2)     C14---C15---H15      120.4
  N1---C1---H1            118.3         C17---C16---C15      119.0 (2)
  C2---C1---H1            118.3         C17---C16---H16      120.5
  C1---C2---C3            118.8 (2)     C15---C16---H16      120.5
  C1---C2---H2            120.6         N4---C17---C16       123.2 (2)
  C3---C2---H2            120.6         N4---C17---H17       118.4
  C2---C3---C4            119.2 (2)     C16---C17---H17      118.4
  C2---C3---H3            120.4         N4---C18---C14       123.3 (2)
  C4---C3---H3            120.4         N4---C18---H18       118.4
  C5---C4---C3            117.6 (2)     C14---C18---H18      118.4
  C5---C4---C6            120.7 (2)     O3---N5---O5         123.6 (4)
  C3---C4---C6            121.6 (2)     O3---N5---O4         117.9 (4)
  N1---C5---C4            123.7 (2)     O5---N5---O4         118.3 (4)
  N1---C5---H5            118.2         O4\'---N5\'---O5\'   118.7 (10)
  C4---C5---H5            118.2         O4\'---N5\'---O3\'   112.3 (15)
  N2---C6---C4            120.8 (2)     O5\'---N5\'---O3\'   129.0 (15)
  N2---C6---H6            119.6         H3A---O3W---H3B      107.9
  ----------------------- ------------- -------------------- ------------

Symmetry codes: (i) −*x*+1, −*y*, −*z*+1.

Hydrogen-bond geometry (Å, °) {#tablewraphbondslong}
=============================

  ---------------------- --------- --------- ------------ ---------------
  *D*---H···*A*          *D*---H   H···*A*   *D*···*A*    *D*---H···*A*
  O1W---H1A···O4^ii^     0.87      1.87      2.725 (4)    170
  O1W---H1A···O4\'^ii^   0.87      2.23      3.035 (13)   154
  O1W---H1B···O3W        0.86      2.03      2.859 (13)   161
  O1W---H1B···O3\'       0.86      1.82      2.65 (3)     161
  O2W---H2A···N4^iii^    0.85      1.92      2.706 (3)    152
  O2W---H2B···O3^iv^     0.86      1.96      2.761 (3)    155
  O3W---H3A···O3^v^      0.88      2.36      3.073 (12)   139
  O3W---H3A···O5^v^      0.88      2.38      3.112 (13)   142
  O3W---H3B···O4         0.88      1.95      2.824 (13)   169
  ---------------------- --------- --------- ------------ ---------------

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

###### Hydrogen-bond geometry (Å, °)

  *D*---H⋯*A*             *D*---H   H⋯*A*   *D*⋯*A*      *D*---H⋯*A*
  ----------------------- --------- ------- ------------ -------------
  O1*W*---H1*A*⋯O4^i^     0.87      1.87    2.725 (4)    170
  O1*W*---H1*A*⋯O4′^i^    0.87      2.23    3.035 (13)   154
  O1*W*---H1*B*⋯O3*W*     0.86      2.03    2.859 (13)   161
  O1*W*---H1*B*⋯O3′       0.86      1.82    2.65 (3)     161
  O2*W*---H2*A*⋯N4^ii^    0.85      1.92    2.706 (3)    152
  O2*W*---H2*B*⋯O3^iii^   0.86      1.96    2.761 (3)    155
  O3*W*---H3*A*⋯O3^iv^    0.88      2.36    3.073 (12)   139
  O3*W*---H3*A*⋯O5^iv^    0.88      2.38    3.112 (13)   142
  O3*W*---H3*B*⋯O4        0.88      1.95    2.824 (13)   169

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