Bis{2-eth-oxy-6-[2-(methyl-ammonio)ethyl-imino-meth-yl]phenolato}thio-cyanato-zinc(II) nitrate.

In the title compound, [Zn(NCS)(C(12)H(18)N(2)O(2))(2)]NO(3), the Zn(II) ion is chelated by the phenolate O and imine N atoms from two zwitterionic Schiff base ligands and is also coordinated by the N atom of a thio-cyanate ligand, giving a distorted trigonal-bipyramidal geometry. Intra-molecular N-H⋯O hydrogen bonds are observed in the complex cation. The nitrate anions are linked to the complex cations through N-H⋯O hydrogen bonds.

Related literature

For related structures, see: Zhang & Wang (2007 ▶); Adams et al. (2003 ▶).

Experimental

Crystal data

[Zn(NCS)(C12H18N2O2)2]NO3

M = 630.03

Monoclinic,

a = 10.601 (2) Å

b = 23.335 (3) Å

c = 13.749 (2) Å

β = 112.218 (3)°

V = 3148.6 (9) Å3

Z = 4

Mo Kα radiation

μ = 0.90 mm−1

T = 298 K

0.20 × 0.20 × 0.18 mm

Data collection

Bruker SMART CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.841, T max = 0.856

18443 measured reflections

6818 independent reflections

3644 reflections with I > 2σ(I)

R int = 0.139

Refinement

R[F 2 > 2σ(F 2)] = 0.059

wR(F 2) = 0.157

S = 0.91

6818 reflections

365 parameters

6 restraints

H-atom parameters constrained

Δρmax = 0.69 e Å−3

Δρmin = −0.63 e Å−3

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

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810000036/ci5009sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810000036/ci5009Isup2.hkl

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

[Zn(NCS)(C12H18N2O2)2]NO3	F(000) = 1320
Mr = 630.03	Dx = 1.329 Mg m−3
Monoclinic, P21/c	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 3892 reflections
a = 10.601 (2) Å	θ = 2.3–25.5°
b = 23.335 (3) Å	µ = 0.90 mm−1
c = 13.749 (2) Å	T = 298 K
β = 112.218 (3)°	Block, colourless
V = 3148.6 (9) Å3	0.20 × 0.20 × 0.18 mm
Z = 4

Bruker SMART CCD area-detector diffractometer	6818 independent reflections
Radiation source: fine-focus sealed tube	3644 reflections with I > 2σ(I)
graphite	Rint = 0.139
ω scan	θmax = 27.0°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −13→13
Tmin = 0.841, Tmax = 0.856	k = −29→28
18443 measured reflections	l = −17→15

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)] = 0.059	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.157	H-atom parameters constrained
S = 0.91	w = 1/[σ2(Fo2) + (0.0647P)2] where P = (Fo2 + 2Fc2)/3
6818 reflections	(Δ/σ)max = 0.001
365 parameters	Δρmax = 0.69 e Å−3
6 restraints	Δρmin = −0.63 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	0.89814 (4)	0.910567 (18)	0.15980 (3)	0.04957 (18)
N1	0.9386 (4)	0.99186 (14)	0.1129 (3)	0.0615 (9)
N2	0.7214 (3)	1.05264 (13)	0.1565 (2)	0.0540 (8)
H2A	0.7686	1.0855	0.1636	0.065*
H2B	0.7705	1.0288	0.2085	0.065*
N3	0.8674 (3)	0.82940 (12)	0.2138 (3)	0.0520 (8)
N4	1.1307 (3)	0.78461 (14)	0.2169 (3)	0.0644 (9)
H4A	1.1340	0.7610	0.2695	0.077*
H4B	1.1352	0.8208	0.2404	0.077*
N5	0.1534 (6)	0.6837 (2)	0.3942 (4)	0.1041 (16)
N6	0.7831 (4)	0.88758 (17)	0.0075 (3)	0.0770 (11)
O1	1.0989 (3)	0.89846 (11)	0.2324 (2)	0.0599 (7)
O2	1.3351 (3)	0.86419 (17)	0.3710 (3)	0.0830 (10)
O3	0.8145 (3)	0.94858 (10)	0.24990 (18)	0.0515 (6)
O4	0.8062 (3)	1.02305 (12)	0.3908 (2)	0.0574 (7)
O5	0.1139 (4)	0.73228 (16)	0.4024 (3)	0.1062 (12)
O6	0.2187 (7)	0.6552 (2)	0.4726 (4)	0.175 (2)
O7	0.1510 (4)	0.66460 (16)	0.3124 (3)	0.1077 (13)
S1	0.65759 (17)	0.81681 (6)	−0.16349 (11)	0.1041 (5)
C1	1.1809 (5)	0.9943 (2)	0.2309 (4)	0.0709 (13)
C2	1.1969 (4)	0.9368 (2)	0.2642 (3)	0.0609 (11)
C3	1.3288 (5)	0.9196 (3)	0.3372 (4)	0.0748 (14)
C4	1.4340 (6)	0.9584 (3)	0.3697 (5)	0.106 (2)
H4	1.5196	0.9468	0.4160	0.128*
C5	1.4143 (8)	1.0148 (4)	0.3344 (5)	0.124 (3)
H5	1.4868	1.0405	0.3576	0.149*
C6	1.2928 (7)	1.0325 (3)	0.2677 (4)	0.0959 (19)
H6	1.2814	1.0704	0.2451	0.115*
C7	1.0547 (6)	1.01704 (19)	0.1556 (4)	0.0741 (14)
H7	1.0579	1.0549	0.1353	0.089*
C8	0.8286 (5)	1.0229 (2)	0.0317 (4)	0.0824 (15)
H8A	0.8086	1.0040	−0.0353	0.099*
H8B	0.8593	1.0615	0.0261	0.099*
C9	0.7009 (5)	1.02618 (19)	0.0535 (3)	0.0665 (12)
H9A	0.6336	1.0483	−0.0017	0.080*
H9B	0.6648	0.9878	0.0516	0.080*
C10	0.5889 (4)	1.0648 (2)	0.1656 (4)	0.0857 (15)
H10A	0.5390	1.0922	0.1130	0.128*
H10B	0.6047	1.0801	0.2341	0.128*
H10C	0.5372	1.0300	0.1557	0.128*
C11	1.4620 (5)	0.8444 (3)	0.4510 (5)	0.116 (2)
H11A	1.4898	0.8705	0.5102	0.139*
H11B	1.5329	0.8439	0.4225	0.139*
C12	1.4452 (7)	0.7866 (3)	0.4864 (6)	0.146 (3)
H12A	1.3661	0.7858	0.5045	0.219*
H12B	1.5243	0.7767	0.5468	0.219*
H12C	1.4340	0.7597	0.4310	0.219*
C13	0.8233 (3)	0.86814 (17)	0.3627 (3)	0.0508 (9)
C14	0.8163 (3)	0.92729 (16)	0.3392 (3)	0.0464 (9)
C15	0.8116 (3)	0.96620 (18)	0.4179 (3)	0.0505 (10)
C16	0.8127 (4)	0.9463 (2)	0.5121 (3)	0.0671 (12)
H16	0.8114	0.9721	0.5632	0.081*
C17	0.8156 (5)	0.8877 (2)	0.5319 (4)	0.0801 (14)
H17	0.8150	0.8747	0.5957	0.096*
C18	0.8192 (4)	0.8498 (2)	0.4591 (4)	0.0695 (12)
H18	0.8190	0.8108	0.4728	0.083*
C19	0.8394 (4)	0.82363 (17)	0.2956 (3)	0.0559 (10)
H19	0.8281	0.7862	0.3143	0.067*
C20	0.8790 (4)	0.77626 (17)	0.1597 (4)	0.0689 (12)
H20A	0.7965	0.7712	0.0977	0.083*
H20B	0.8866	0.7439	0.2059	0.083*
C21	0.9995 (4)	0.77629 (18)	0.1273 (3)	0.0670 (12)
H21A	1.0022	0.7402	0.0933	0.080*
H21B	0.9881	0.8066	0.0764	0.080*
C22	1.2507 (5)	0.7733 (2)	0.1879 (4)	0.0896 (15)
H22A	1.2468	0.7346	0.1632	0.134*
H22B	1.3331	0.7787	0.2484	0.134*
H22C	1.2494	0.7993	0.1334	0.134*
C23	0.8179 (4)	1.0643 (2)	0.4712 (3)	0.0668 (12)
H23A	0.9029	1.0586	0.5306	0.080*
H23B	0.7435	1.0594	0.4952	0.080*
C24	0.8139 (5)	1.1231 (2)	0.4286 (4)	0.0909 (16)
H24A	0.8793	1.1261	0.3960	0.136*
H24B	0.8354	1.1504	0.4847	0.136*
H24C	0.7244	1.1308	0.3775	0.136*
C25	0.7319 (5)	0.85823 (19)	−0.0634 (4)	0.0663 (12)

	U11	U22	U33	U12	U13	U23
Zn1	0.0578 (3)	0.0483 (3)	0.0503 (3)	−0.0002 (2)	0.0291 (2)	−0.0045 (2)
N1	0.088 (3)	0.054 (2)	0.067 (2)	0.003 (2)	0.057 (2)	0.0022 (18)
N2	0.061 (2)	0.0538 (19)	0.0544 (19)	0.0034 (16)	0.0300 (17)	−0.0049 (16)
N3	0.0515 (19)	0.0462 (18)	0.060 (2)	−0.0018 (15)	0.0231 (17)	−0.0066 (16)
N4	0.074 (2)	0.057 (2)	0.065 (2)	0.0096 (18)	0.029 (2)	−0.0055 (18)
N5	0.161 (5)	0.073 (3)	0.075 (3)	0.019 (3)	0.040 (3)	0.017 (3)
N6	0.094 (3)	0.071 (2)	0.058 (2)	0.009 (2)	0.020 (2)	−0.007 (2)
O1	0.0493 (16)	0.0565 (16)	0.0770 (19)	−0.0063 (12)	0.0276 (15)	−0.0131 (14)
O2	0.0466 (18)	0.117 (3)	0.082 (2)	0.0016 (18)	0.0202 (17)	−0.016 (2)
O3	0.0676 (17)	0.0498 (15)	0.0483 (14)	0.0008 (13)	0.0346 (13)	0.0014 (12)
O4	0.0657 (18)	0.0639 (18)	0.0540 (16)	−0.0044 (14)	0.0355 (14)	−0.0120 (14)
O5	0.152 (3)	0.074 (2)	0.105 (3)	0.027 (2)	0.063 (3)	0.007 (2)
O6	0.280 (5)	0.103 (3)	0.127 (3)	0.022 (3)	0.057 (3)	0.006 (3)
O7	0.158 (4)	0.098 (3)	0.081 (2)	0.029 (2)	0.061 (3)	0.000 (2)
S1	0.1313 (13)	0.0791 (9)	0.0851 (9)	0.0145 (8)	0.0218 (9)	−0.0306 (8)
C1	0.093 (4)	0.082 (3)	0.064 (3)	−0.037 (3)	0.059 (3)	−0.028 (3)
C2	0.064 (3)	0.074 (3)	0.063 (3)	−0.021 (2)	0.046 (2)	−0.025 (2)
C3	0.057 (3)	0.114 (4)	0.068 (3)	−0.027 (3)	0.040 (3)	−0.031 (3)
C4	0.076 (4)	0.180 (7)	0.077 (4)	−0.052 (4)	0.046 (3)	−0.033 (4)
C5	0.124 (6)	0.189 (8)	0.086 (4)	−0.103 (6)	0.069 (4)	−0.050 (5)
C6	0.131 (5)	0.108 (4)	0.081 (4)	−0.071 (4)	0.075 (4)	−0.031 (3)
C7	0.123 (4)	0.052 (3)	0.086 (3)	−0.013 (3)	0.084 (4)	−0.010 (3)
C8	0.125 (4)	0.071 (3)	0.077 (3)	0.025 (3)	0.067 (3)	0.017 (3)
C9	0.084 (3)	0.067 (3)	0.052 (2)	0.016 (2)	0.030 (2)	−0.007 (2)
C10	0.068 (3)	0.116 (4)	0.081 (3)	0.021 (3)	0.037 (3)	−0.012 (3)
C11	0.057 (3)	0.181 (7)	0.100 (4)	0.009 (4)	0.018 (3)	−0.027 (5)
C12	0.107 (5)	0.160 (7)	0.141 (6)	0.053 (5)	0.012 (5)	0.010 (6)
C13	0.038 (2)	0.064 (3)	0.054 (2)	0.0025 (18)	0.0217 (18)	0.010 (2)
C14	0.0313 (19)	0.062 (2)	0.050 (2)	−0.0002 (17)	0.0201 (17)	−0.0017 (19)
C15	0.036 (2)	0.073 (3)	0.049 (2)	0.0034 (18)	0.0226 (18)	−0.001 (2)
C16	0.059 (3)	0.102 (4)	0.046 (2)	0.011 (2)	0.026 (2)	0.002 (2)
C17	0.078 (3)	0.117 (4)	0.057 (3)	0.028 (3)	0.038 (3)	0.030 (3)
C18	0.064 (3)	0.080 (3)	0.072 (3)	0.021 (2)	0.034 (2)	0.030 (3)
C19	0.046 (2)	0.050 (2)	0.069 (3)	−0.0051 (18)	0.020 (2)	0.009 (2)
C20	0.076 (3)	0.047 (2)	0.084 (3)	−0.008 (2)	0.030 (3)	−0.014 (2)
C21	0.079 (3)	0.052 (2)	0.072 (3)	0.003 (2)	0.031 (3)	−0.020 (2)
C22	0.084 (3)	0.098 (4)	0.099 (4)	0.014 (3)	0.049 (3)	−0.020 (3)
C23	0.053 (3)	0.089 (3)	0.060 (3)	−0.002 (2)	0.023 (2)	−0.026 (3)
C24	0.104 (4)	0.082 (4)	0.105 (4)	−0.024 (3)	0.060 (3)	−0.040 (3)
C25	0.078 (3)	0.061 (3)	0.059 (3)	0.018 (2)	0.024 (2)	0.001 (2)

Zn1—O3	1.985 (2)	C8—C9	1.495 (6)
Zn1—O1	1.999 (3)	C8—H8A	0.97
Zn1—N6	2.056 (4)	C8—H8B	0.97
Zn1—N1	2.100 (3)	C9—H9A	0.97
Zn1—N3	2.104 (3)	C9—H9B	0.97
N1—C7	1.288 (6)	C10—H10A	0.96
N1—C8	1.465 (5)	C10—H10B	0.96
N2—C9	1.484 (5)	C10—H10C	0.96
N2—C10	1.485 (5)	C11—C12	1.466 (8)
N2—H2A	0.90	C11—H11A	0.97
N2—H2B	0.90	C11—H11B	0.97
N3—C19	1.274 (5)	C12—H12A	0.96
N3—C20	1.475 (5)	C12—H12B	0.96
N4—C21	1.481 (5)	C12—H12C	0.96
N4—C22	1.494 (5)	C13—C18	1.410 (6)
N4—H4A	0.90	C13—C14	1.413 (5)
N4—H4B	0.90	C13—C19	1.442 (5)
N5—O7	1.201 (5)	C14—C15	1.428 (5)
N5—O5	1.229 (5)	C15—C16	1.373 (5)
N5—O6	1.232 (6)	C16—C17	1.392 (6)
N6—C25	1.147 (5)	C16—H16	0.93
O1—C2	1.315 (4)	C17—C18	1.347 (6)
O2—C3	1.368 (6)	C17—H17	0.93
O2—C11	1.454 (6)	C18—H18	0.93
O3—C14	1.318 (4)	C19—H19	0.93
O4—C15	1.373 (5)	C20—C21	1.504 (6)
O4—C23	1.435 (4)	C20—H20A	0.97
S1—C25	1.621 (5)	C20—H20B	0.97
C1—C2	1.407 (6)	C21—H21A	0.97
C1—C6	1.416 (6)	C21—H21B	0.97
C1—C7	1.448 (7)	C22—H22A	0.96
C2—C3	1.435 (6)	C22—H22B	0.96
C3—C4	1.373 (7)	C22—H22C	0.96
C4—C5	1.392 (9)	C23—C24	1.486 (6)
C4—H4	0.93	C23—H23A	0.97
C5—C6	1.334 (9)	C23—H23B	0.97
C5—H5	0.93	C24—H24A	0.96
C6—H6	0.93	C24—H24B	0.96
C7—H7	0.93	C24—H24C	0.96
O3—Zn1—O1	113.20 (11)	N2—C10—H10B	109.5
O3—Zn1—N6	121.28 (14)	H10A—C10—H10B	109.5
O1—Zn1—N6	125.52 (14)	N2—C10—H10C	109.5
O3—Zn1—N1	88.83 (11)	H10A—C10—H10C	109.5
O1—Zn1—N1	88.76 (13)	H10B—C10—H10C	109.5
N6—Zn1—N1	91.96 (15)	O2—C11—C12	110.4 (5)
O3—Zn1—N3	90.95 (11)	O2—C11—H11A	109.6
O1—Zn1—N3	88.52 (11)	C12—C11—H11A	109.6
N6—Zn1—N3	90.76 (14)	O2—C11—H11B	109.6
N1—Zn1—N3	176.95 (14)	C12—C11—H11B	109.6
C7—N1—C8	118.1 (4)	H11A—C11—H11B	108.1
C7—N1—Zn1	122.9 (3)	C11—C12—H12A	109.5
C8—N1—Zn1	119.0 (3)	C11—C12—H12B	109.5
C9—N2—C10	111.0 (3)	H12A—C12—H12B	109.5
C9—N2—H2A	109.4	C11—C12—H12C	109.5
C10—N2—H2A	109.4	H12A—C12—H12C	109.5
C9—N2—H2B	109.4	H12B—C12—H12C	109.5
C10—N2—H2B	109.4	C18—C13—C14	119.6 (4)
H2A—N2—H2B	108.0	C18—C13—C19	115.9 (4)
C19—N3—C20	116.6 (3)	C14—C13—C19	124.5 (4)
C19—N3—Zn1	121.7 (3)	O3—C14—C13	124.2 (3)
C20—N3—Zn1	121.7 (3)	O3—C14—C15	118.3 (3)
C21—N4—C22	112.4 (3)	C13—C14—C15	117.5 (4)
C21—N4—H4A	109.1	C16—C15—O4	124.6 (4)
C22—N4—H4A	109.1	C16—C15—C14	120.6 (4)
C21—N4—H4B	109.1	O4—C15—C14	114.8 (3)
C22—N4—H4B	109.1	C15—C16—C17	120.6 (4)
H4A—N4—H4B	107.9	C15—C16—H16	119.7
O7—N5—O5	122.7 (5)	C17—C16—H16	119.7
O7—N5—O6	115.1 (5)	C18—C17—C16	120.3 (4)
O5—N5—O6	121.1 (5)	C18—C17—H17	119.9
C25—N6—Zn1	158.4 (4)	C16—C17—H17	119.9
C2—O1—Zn1	128.9 (3)	C17—C18—C13	121.3 (4)
C3—O2—C11	118.1 (4)	C17—C18—H18	119.4
C14—O3—Zn1	124.1 (2)	C13—C18—H18	119.4
C15—O4—C23	117.2 (3)	N3—C19—C13	127.7 (4)
C2—C1—C6	120.2 (5)	N3—C19—H19	116.1
C2—C1—C7	123.2 (4)	C13—C19—H19	116.1
C6—C1—C7	116.6 (5)	N3—C20—C21	113.0 (3)
O1—C2—C1	123.9 (4)	N3—C20—H20A	109.0
O1—C2—C3	118.8 (4)	C21—C20—H20A	109.0
C1—C2—C3	117.3 (4)	N3—C20—H20B	109.0
O2—C3—C4	125.6 (6)	C21—C20—H20B	109.0
O2—C3—C2	114.3 (4)	H20A—C20—H20B	107.8
C4—C3—C2	120.1 (6)	N4—C21—C20	112.9 (4)
C3—C4—C5	120.9 (6)	N4—C21—H21A	109.0
C3—C4—H4	119.6	C20—C21—H21A	109.0
C5—C4—H4	119.6	N4—C21—H21B	109.0
C6—C5—C4	120.8 (6)	C20—C21—H21B	109.0
C6—C5—H5	119.6	H21A—C21—H21B	107.8
C4—C5—H5	119.6	N4—C22—H22A	109.5
C5—C6—C1	120.8 (6)	N4—C22—H22B	109.5
C5—C6—H6	119.6	H22A—C22—H22B	109.5
C1—C6—H6	119.6	N4—C22—H22C	109.5
N1—C7—C1	128.6 (4)	H22A—C22—H22C	109.5
N1—C7—H7	115.7	H22B—C22—H22C	109.5
C1—C7—H7	115.7	O4—C23—C24	109.5 (3)
N1—C8—C9	113.2 (4)	O4—C23—H23A	109.8
N1—C8—H8A	108.9	C24—C23—H23A	109.8
C9—C8—H8A	108.9	O4—C23—H23B	109.8
N1—C8—H8B	108.9	C24—C23—H23B	109.8
C9—C8—H8B	108.9	H23A—C23—H23B	108.2
H8A—C8—H8B	107.8	C23—C24—H24A	109.5
N2—C9—C8	113.3 (4)	C23—C24—H24B	109.5
N2—C9—H9A	108.9	H24A—C24—H24B	109.5
C8—C9—H9A	108.9	C23—C24—H24C	109.5
N2—C9—H9B	108.9	H24A—C24—H24C	109.5
C8—C9—H9B	108.9	H24B—C24—H24C	109.5
H9A—C9—H9B	107.7	N6—C25—S1	179.2 (5)
N2—C10—H10A	109.5

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2B···O3	0.90	1.96	2.750 (4)	145
N2—H2B···O4	0.90	2.39	3.078 (4)	133
N4—H4B···O1	0.90	1.85	2.697 (4)	157
N4—H4B···O2	0.90	2.42	3.027 (5)	125
N2—H2A···O7i	0.90	2.01	2.898 (5)	170
N2—H2A···O6i	0.90	2.52	3.183 (6)	131
N4—H4A···O5ii	0.90	2.03	2.894 (5)	160
N4—H4A···O7ii	0.90	2.31	3.066 (5)	141

Table 1

Selected bond lengths (Å)

Zn1—O3	1.985 (2)
Zn1—O1	1.999 (3)
Zn1—N6	2.056 (4)
Zn1—N1	2.100 (3)
Zn1—N3	2.104 (3)

Table 2

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2B⋯O3	0.90	1.96	2.750 (4)	145
N2—H2B⋯O4	0.90	2.39	3.078 (4)	133
N4—H4B⋯O1	0.90	1.85	2.697 (4)	157
N4—H4B⋯O2	0.90	2.42	3.027 (5)	125
N2—H2A⋯O7i	0.90	2.01	2.898 (5)	170
N2—H2A⋯O6i	0.90	2.52	3.183 (6)	131
N4—H4A⋯O5ii	0.90	2.03	2.894 (5)	160
N4—H4A⋯O7ii	0.90	2.31	3.066 (5)	141

Symmetry codes: (i) ; (ii) .