Tris(diisopropyl-ammonium) hydrogensulfate sulfate.

The cations and anions of the title salt, 3C(6)H(16)N(+)·HSO(4) (-)·SO(4) (2-), are linked by N-H⋯O and O-H⋯O hydrogen bonds into a three-dimensional network. The hydrogensulfate ion, with a single S-O(H) bond of 1.563 (2) Å, forms a short O-H⋯O hydrogen bond [O⋯O = 2.609 (2) Å] to the sulfate ion. The hydrogensulfate ion accepts two hydrogen bonds from two cations, whereas the sulfate ion, as an acceptor, binds to four cations. The sulfate ion is disordered approximately equally over two sites related by rotation around one of the O-S bonds.

Related literature

For the crystal structures of other hydrogensulfate–sulfate salts, see: Anderson et al. (2006 ▶); Banerjee & Murugavel (2004 ▶); Kang et al. (2005 ▶); Novozhilova et al. (1987 ▶); Sridhar et al. (2001 ▶); Warden et al. (2004 ▶). For the synthesis of ammonium sulfates, see: Jordanovska et al. (2000 ▶).

Experimental

Crystal data

3C6H16N+·HSO4 −·SO4 2−

M = 499.72

Monoclinic,

a = 8.6178 (6) Å

b = 16.741 (1) Å

c = 19.819 (1) Å

β = 101.973 (5)°

V = 2797.2 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.23 mm−1

T = 295 (2) K

0.40 × 0.30 × 0.25 mm

Data collection

Stoe IPDSII imaging plate diffractometer

Absorption correction: analytical (X-SHAPE; Stoe & Cie, 2003 ▶) T min = 0.91, T max = 0.94

16154 measured reflections

6311 independent reflections

4905 reflections with I > 2σ(I)

R int = 0.035

Refinement

R[F 2 > 2σ(F 2)] = 0.049

wR(F 2) = 0.122

S = 1.06

6311 reflections

336 parameters

94 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.26 e Å−3

Δρmin = −0.23 e Å−3

Data collection: X-RED (Stoe & Cie, 2001 ▶); cell refinement: X-AREA (Stoe & Cie, 2005 ▶); data reduction: X-AREA; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: X-SEED (Barbour, 2001 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S160053680802237X/gk2158sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S160053680802237X/gk2158Isup2.hkl

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

3C6H16N+·HSO4–·SO42–	F000 = 1096
Mr = 499.72	Dx = 1.187 Mg m−3
Monoclinic, P21/c	Mo Kα radiation λ = 0.71073 Å
Hall symbol: -P 2ybc	Cell parameters from 4365 reflections
a = 8.6178 (6) Å	θ = 2.4–27.5º
b = 16.741 (1) Å	µ = 0.23 mm−1
c = 19.819 (1) Å	T = 295 (2) K
β = 101.973 (5)º	Block, colorless
V = 2797.2 (3) Å3	0.40 × 0.30 × 0.25 mm
Z = 4

Stoe IPDS-II imaging plate diffractometer	6311 independent reflections
Radiation source: medium-focus sealed tube	4905 reflections with I > 2σ(I)
Monochromator: graphite	Rint = 0.035
T = 295(2) K	θmax = 27.5º
Rotation method scans	θmin = 2.4º
Absorption correction: analytical(X-SHAPE; Stoe & Cie, 2003)	h = −11→11
Tmin = 0.91, Tmax = 0.94	k = −21→21
16154 measured reflections	l = −25→15

Refinement on F2	Secondary atom site location: difference Fourier map
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F2 > 2σ(F2)] = 0.049	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.122	w = 1/[σ2(Fo2) + (0.054P)2 + 0.953P] where P = (Fo2 + 2Fc2)/3
S = 1.06	(Δ/σ)max = 0.001
6311 reflections	Δρmax = 0.26 e Å−3
336 parameters	Δρmin = −0.23 e Å−3
94 restraints	Extinction correction: none
Primary atom site location: structure-invariant direct methods

	x	y	z	Uiso*/Ueq	Occ. (<1)
S1	0.69023 (5)	0.61641 (3)	0.59691 (2)	0.03414 (13)
S2	0.50949 (5)	0.60829 (3)	0.81272 (3)	0.03843 (14)
O1	0.6113 (17)	0.6922 (6)	0.5791 (8)	0.093 (4)	0.49 (3)
O2	0.6440 (16)	0.5588 (7)	0.5417 (4)	0.068 (3)	0.49 (3)
O3	0.8606 (6)	0.6263 (9)	0.6126 (4)	0.072 (3)	0.49 (3)
O4	0.63401 (18)	0.58408 (10)	0.65737 (8)	0.0505 (4)
O1'	0.5800 (8)	0.6754 (5)	0.5608 (5)	0.082 (3)	0.51 (3)
O2'	0.6958 (17)	0.5496 (4)	0.5505 (4)	0.065 (2)	0.51 (3)
O3'	0.8453 (7)	0.6519 (7)	0.6185 (4)	0.068 (2)	0.51 (3)
O5	0.36497 (17)	0.57133 (11)	0.77530 (9)	0.0522 (4)
O6	0.4807 (2)	0.66251 (12)	0.86590 (9)	0.0640 (5)
O7	0.5682 (2)	0.66486 (10)	0.76049 (10)	0.0562 (4)
H7	0.584 (4)	0.640 (2)	0.7247 (12)	0.099 (12)*
O8	0.63320 (19)	0.55114 (12)	0.83566 (10)	0.0625 (5)
N1	0.6123 (2)	0.82382 (11)	0.51105 (9)	0.0410 (4)
H1n1	0.604 (3)	0.7752 (8)	0.5238 (13)	0.046 (6)*
H1n2	0.577 (3)	0.8265 (16)	0.4676 (6)	0.057 (7)*
N2	0.4034 (2)	0.46240 (11)	0.59581 (9)	0.0378 (4)
H2n1	0.390 (3)	0.4557 (16)	0.5525 (6)	0.059 (8)*
H2n2	0.480 (2)	0.4947 (12)	0.6089 (13)	0.049 (7)*
N3	1.0587 (2)	0.63815 (11)	0.73947 (9)	0.0379 (4)
H3n1	1.003 (2)	0.6345 (14)	0.6985 (7)	0.047 (7)*
H3n2	1.1482 (17)	0.6160 (13)	0.7392 (13)	0.044 (6)*
C1	0.8175 (4)	0.92758 (18)	0.50748 (18)	0.0813 (9)
H1A	0.7674	0.9628	0.5347	0.122*
H1B	0.7749	0.9369	0.4594	0.122*
H1C	0.9297	0.9374	0.5172	0.122*
C2	0.7866 (3)	0.84177 (15)	0.52506 (12)	0.0518 (6)
H2	0.8301	0.8333	0.5743	0.062*
C3	0.8635 (3)	0.78284 (19)	0.48440 (18)	0.0711 (8)
H3A	0.8421	0.7294	0.4975	0.107*
H3B	0.9761	0.7916	0.4938	0.107*
H3C	0.8213	0.7900	0.4360	0.107*
C4	0.5666 (5)	0.8766 (2)	0.62260 (17)	0.0905 (11)
H4A	0.6716	0.8988	0.6330	0.136*
H4B	0.5689	0.8234	0.6408	0.136*
H4C	0.4970	0.9091	0.6431	0.136*
C5	0.5075 (3)	0.87439 (16)	0.54560 (14)	0.0609 (7)
H5	0.5067	0.9290	0.5277	0.073*
C6	0.3412 (4)	0.8405 (3)	0.5257 (2)	0.0934 (12)
H6A	0.3080	0.8401	0.4763	0.140*
H6B	0.2698	0.8729	0.5451	0.140*
H6C	0.3404	0.7869	0.5429	0.140*
C7	0.4706 (4)	0.38395 (19)	0.70440 (14)	0.0758 (9)
H7A	0.3691	0.3969	0.7143	0.114*
H7B	0.5470	0.4233	0.7248	0.114*
H7C	0.5035	0.3323	0.7231	0.114*
C8	0.4583 (3)	0.38282 (13)	0.62715 (12)	0.0459 (5)
H8	0.3798	0.3424	0.6072	0.055*
C9	0.6128 (3)	0.36272 (16)	0.60696 (15)	0.0620 (7)
H9A	0.5979	0.3624	0.5576	0.093*
H9B	0.6479	0.3110	0.6247	0.093*
H9C	0.6911	0.4020	0.6257	0.093*
C10	0.1143 (3)	0.44046 (19)	0.58522 (16)	0.0659 (7)
H10A	0.1346	0.3909	0.6098	0.099*
H10B	0.1027	0.4309	0.5367	0.099*
H10C	0.0185	0.4637	0.5939	0.099*
C11	0.2517 (3)	0.49718 (14)	0.60939 (12)	0.0461 (5)
H11	0.2637	0.5058	0.6591	0.055*
C12	0.2265 (3)	0.57729 (16)	0.57311 (16)	0.0597 (6)
H12A	0.3155	0.6114	0.5903	0.090*
H12B	0.1316	0.6015	0.5817	0.090*
H12C	0.2166	0.5697	0.5244	0.090*
C13	0.9325 (4)	0.76767 (18)	0.7572 (2)	0.0849 (10)
H13A	0.8896	0.7448	0.7938	0.127*
H13B	0.8580	0.7612	0.7142	0.127*
H13C	0.9526	0.8235	0.7660	0.127*
C14	1.0867 (3)	0.72570 (14)	0.75319 (14)	0.0547 (6)
H14	1.1609	0.7320	0.7976	0.066*
C15	1.1633 (4)	0.75867 (18)	0.69695 (19)	0.0760 (9)
H15A	1.2604	0.7306	0.6970	0.114*
H15B	1.1854	0.8144	0.7051	0.114*
H15C	1.0926	0.7519	0.6530	0.114*
C16	1.0647 (3)	0.5999 (2)	0.86078 (14)	0.0712 (8)
H16A	1.0666	0.6552	0.8738	0.107*
H16B	1.1714	0.5808	0.8655	0.107*
H16C	1.0113	0.5694	0.8901	0.107*
C17	0.9777 (2)	0.59106 (15)	0.78665 (13)	0.0476 (5)
H17	0.8696	0.6116	0.7824	0.057*
C18	0.9683 (3)	0.50527 (16)	0.76210 (19)	0.0720 (8)
H18A	0.9115	0.5029	0.7150	0.108*
H18B	0.9139	0.4738	0.7904	0.108*
H18C	1.0735	0.4847	0.7653	0.108*

	U11	U22	U33	U12	U13	U23
S1	0.0348 (2)	0.0397 (3)	0.0275 (2)	−0.00589 (19)	0.00538 (17)	0.00145 (19)
S2	0.0328 (2)	0.0516 (3)	0.0309 (2)	0.0025 (2)	0.00650 (18)	−0.0062 (2)
O1	0.102 (6)	0.046 (3)	0.155 (7)	0.025 (4)	0.081 (5)	0.045 (4)
O2	0.077 (5)	0.100 (5)	0.028 (2)	−0.031 (4)	0.011 (3)	−0.018 (3)
O3	0.029 (2)	0.140 (8)	0.046 (3)	−0.017 (3)	0.0059 (19)	−0.009 (4)
O4	0.0605 (9)	0.0598 (10)	0.0357 (8)	−0.0112 (8)	0.0203 (7)	−0.0017 (7)
O1'	0.050 (3)	0.056 (3)	0.127 (5)	−0.015 (3)	−0.011 (4)	0.045 (3)
O2'	0.100 (6)	0.051 (3)	0.044 (3)	0.002 (3)	0.014 (3)	−0.011 (2)
O3'	0.057 (3)	0.096 (5)	0.045 (3)	−0.040 (3)	−0.008 (2)	0.025 (3)
O5	0.0340 (7)	0.0676 (11)	0.0536 (10)	−0.0023 (7)	0.0058 (6)	−0.0119 (8)
O6	0.0698 (11)	0.0832 (13)	0.0400 (9)	0.0056 (10)	0.0138 (8)	−0.0220 (9)
O7	0.0715 (11)	0.0512 (10)	0.0520 (10)	−0.0055 (8)	0.0265 (9)	−0.0041 (8)
O8	0.0450 (9)	0.0744 (12)	0.0647 (12)	0.0125 (8)	0.0037 (8)	0.0073 (9)
N1	0.0502 (10)	0.0411 (10)	0.0312 (9)	−0.0023 (8)	0.0068 (7)	0.0063 (7)
N2	0.0391 (9)	0.0437 (10)	0.0297 (9)	−0.0076 (7)	0.0046 (7)	0.0014 (7)
N3	0.0317 (8)	0.0428 (9)	0.0365 (9)	0.0022 (7)	0.0010 (7)	−0.0008 (7)
C1	0.099 (2)	0.0678 (19)	0.076 (2)	−0.0386 (17)	0.0171 (17)	−0.0039 (16)
C2	0.0525 (12)	0.0613 (14)	0.0389 (12)	−0.0140 (11)	0.0031 (9)	0.0054 (10)
C3	0.0594 (15)	0.0784 (19)	0.083 (2)	−0.0034 (14)	0.0311 (14)	0.0107 (16)
C4	0.120 (3)	0.101 (3)	0.0549 (18)	0.025 (2)	0.0283 (18)	−0.0156 (17)
C5	0.0791 (18)	0.0545 (14)	0.0517 (15)	0.0212 (13)	0.0196 (12)	0.0102 (11)
C6	0.0603 (17)	0.137 (3)	0.087 (2)	0.031 (2)	0.0243 (16)	0.030 (2)
C7	0.114 (2)	0.0731 (19)	0.0387 (14)	0.0098 (17)	0.0132 (14)	0.0174 (13)
C8	0.0604 (13)	0.0373 (11)	0.0375 (11)	−0.0082 (10)	0.0044 (9)	0.0023 (9)
C9	0.0673 (16)	0.0542 (14)	0.0614 (16)	0.0126 (12)	0.0063 (13)	0.0080 (12)
C10	0.0451 (13)	0.0831 (19)	0.0718 (19)	−0.0161 (13)	0.0175 (12)	−0.0057 (15)
C11	0.0446 (11)	0.0612 (14)	0.0337 (11)	−0.0034 (10)	0.0109 (9)	−0.0096 (10)
C12	0.0482 (13)	0.0610 (15)	0.0682 (17)	0.0057 (11)	0.0081 (11)	−0.0031 (13)
C13	0.088 (2)	0.0484 (15)	0.122 (3)	0.0157 (15)	0.030 (2)	−0.0075 (17)
C14	0.0540 (13)	0.0440 (12)	0.0603 (15)	−0.0026 (10)	−0.0017 (11)	−0.0095 (11)
C15	0.0704 (18)	0.0574 (17)	0.098 (2)	−0.0149 (14)	0.0111 (16)	0.0124 (16)
C16	0.0617 (15)	0.109 (2)	0.0455 (14)	0.0151 (15)	0.0178 (12)	0.0147 (15)
C17	0.0341 (10)	0.0587 (13)	0.0511 (13)	0.0062 (9)	0.0114 (9)	0.0079 (10)
C18	0.0656 (17)	0.0508 (15)	0.100 (3)	−0.0043 (13)	0.0192 (16)	0.0134 (15)

S1—O3	1.445 (4)	C6—H6A	0.9600
S1—O3'	1.444 (4)	C6—H6B	0.9600
S1—O1	1.448 (4)	C6—H6C	0.9600
S1—O2	1.450 (5)	C7—C8	1.513 (3)
S1—O1'	1.452 (4)	C7—H7A	0.9600
S1—O2'	1.456 (4)	C7—H7B	0.9600
S1—O4	1.4848 (15)	C7—H7C	0.9600
S2—O8	1.4344 (17)	C8—C9	1.506 (4)
S2—O5	1.4494 (16)	C8—H8	0.9800
S2—O6	1.4508 (17)	C9—H9A	0.9600
S2—O7	1.5627 (18)	C9—H9B	0.9600
O7—H7	0.856 (10)	C9—H9C	0.9600
N1—C5	1.502 (3)	C10—C11	1.516 (3)
N1—C2	1.500 (3)	C10—H10A	0.9600
N1—H1n1	0.860 (10)	C10—H10B	0.9600
N1—H1n2	0.854 (10)	C10—H10C	0.9600
N2—C8	1.504 (3)	C11—C12	1.516 (4)
N2—C11	1.506 (3)	C11—H11	0.9800
N2—H2n1	0.849 (10)	C12—H12A	0.9600
N2—H2n2	0.851 (10)	C12—H12B	0.9600
N3—C17	1.501 (3)	C12—H12C	0.9600
N3—C14	1.501 (3)	C13—C14	1.519 (4)
N3—H3n1	0.856 (10)	C13—H13A	0.9600
N3—H3n2	0.857 (10)	C13—H13B	0.9600
C1—C2	1.515 (4)	C13—H13C	0.9600
C1—H1A	0.9600	C14—C15	1.513 (4)
C1—H1B	0.9600	C14—H14	0.9800
C1—H1C	0.9600	C15—H15A	0.9600
C2—C3	1.511 (4)	C15—H15B	0.9600
C2—H2	0.9800	C15—H15C	0.9600
C3—H3A	0.9600	C16—C17	1.512 (4)
C3—H3B	0.9600	C16—H16A	0.9600
C3—H3C	0.9600	C16—H16B	0.9600
C4—C5	1.506 (4)	C16—H16C	0.9600
C4—H4A	0.9600	C17—C18	1.513 (4)
C4—H4B	0.9600	C17—H17	0.9800
C4—H4C	0.9600	C18—H18A	0.9600
C5—C6	1.516 (5)	C18—H18B	0.9600
C5—H5	0.9800	C18—H18C	0.9600
O3—S1—O1	110.9 (4)	C8—C7—H7A	109.5
O3—S1—O2	110.3 (4)	C8—C7—H7B	109.5
O1—S1—O2	110.9 (4)	H7A—C7—H7B	109.5
O3'—S1—O1'	109.7 (4)	C8—C7—H7C	109.5
O3'—S1—O2'	110.7 (4)	H7A—C7—H7C	109.5
O1'—S1—O2'	108.3 (4)	H7B—C7—H7C	109.5
O3—S1—O4	110.8 (4)	C9—C8—N2	107.92 (19)
O3'—S1—O4	110.3 (3)	C9—C8—C7	113.1 (2)
O1—S1—O4	107.5 (3)	N2—C8—C7	110.9 (2)
O2—S1—O4	106.4 (3)	C9—C8—H8	108.3
O1'—S1—O4	110.9 (3)	N2—C8—H8	108.3
O2'—S1—O4	106.8 (3)	C7—C8—H8	108.3
O8—S2—O5	112.37 (11)	C8—C9—H9A	109.5
O8—S2—O6	114.51 (11)	C8—C9—H9B	109.5
O5—S2—O6	112.38 (10)	H9A—C9—H9B	109.5
O8—S2—O7	107.02 (11)	C8—C9—H9C	109.5
O5—S2—O7	106.37 (10)	H9A—C9—H9C	109.5
O6—S2—O7	103.28 (11)	H9B—C9—H9C	109.5
S2—O7—H7	112 (3)	C11—C10—H10A	109.5
C5—N1—C2	118.4 (2)	C11—C10—H10B	109.5
C5—N1—H1n1	107.6 (17)	H10A—C10—H10B	109.5
C2—N1—H1n1	106.2 (16)	C11—C10—H10C	109.5
C5—N1—H1n2	107.9 (18)	H10A—C10—H10C	109.5
C2—N1—H1n2	108.1 (18)	H10B—C10—H10C	109.5
H1n1—N1—H1n2	108 (2)	N2—C11—C10	110.6 (2)
C8—N2—C11	118.61 (18)	N2—C11—C12	107.53 (19)
C8—N2—H2n1	105.4 (18)	C10—C11—C12	112.3 (2)
C11—N2—H2n1	106.8 (18)	N2—C11—H11	108.8
C8—N2—H2n2	106.2 (17)	C10—C11—H11	108.8
C11—N2—H2n2	110.3 (17)	C12—C11—H11	108.8
H2n1—N2—H2n2	109 (3)	C11—C12—H12A	109.5
C17—N3—C14	118.56 (19)	C11—C12—H12B	109.5
C17—N3—H3n1	108.2 (17)	H12A—C12—H12B	109.5
C14—N3—H3n1	106.2 (16)	C11—C12—H12C	109.5
C17—N3—H3n2	108.2 (17)	H12A—C12—H12C	109.5
C14—N3—H3n2	108.2 (16)	H12B—C12—H12C	109.5
H3n1—N3—H3n2	107 (2)	C14—C13—H13A	109.5
C2—C1—H1A	109.5	C14—C13—H13B	109.5
C2—C1—H1B	109.5	H13A—C13—H13B	109.5
H1A—C1—H1B	109.5	C14—C13—H13C	109.5
C2—C1—H1C	109.5	H13A—C13—H13C	109.5
H1A—C1—H1C	109.5	H13B—C13—H13C	109.5
H1B—C1—H1C	109.5	N3—C14—C15	107.5 (2)
N1—C2—C3	107.7 (2)	N3—C14—C13	110.6 (2)
N1—C2—C1	111.4 (2)	C15—C14—C13	112.9 (3)
C3—C2—C1	112.3 (2)	N3—C14—H14	108.6
N1—C2—H2	108.5	C15—C14—H14	108.6
C3—C2—H2	108.5	C13—C14—H14	108.6
C1—C2—H2	108.5	C14—C15—H15A	109.5
C2—C3—H3A	109.5	C14—C15—H15B	109.5
C2—C3—H3B	109.5	H15A—C15—H15B	109.5
H3A—C3—H3B	109.5	C14—C15—H15C	109.5
C2—C3—H3C	109.5	H15A—C15—H15C	109.5
H3A—C3—H3C	109.5	H15B—C15—H15C	109.5
H3B—C3—H3C	109.5	C17—C16—H16A	109.5
C5—C4—H4A	109.5	C17—C16—H16B	109.5
C5—C4—H4B	109.5	H16A—C16—H16B	109.5
H4A—C4—H4B	109.5	C17—C16—H16C	109.5
C5—C4—H4C	109.5	H16A—C16—H16C	109.5
H4A—C4—H4C	109.5	H16B—C16—H16C	109.5
H4B—C4—H4C	109.5	N3—C17—C16	110.7 (2)
N1—C5—C4	111.5 (2)	N3—C17—C18	107.4 (2)
N1—C5—C6	107.2 (2)	C16—C17—C18	112.8 (2)
C4—C5—C6	112.1 (3)	N3—C17—H17	108.6
N1—C5—H5	108.6	C16—C17—H17	108.6
C4—C5—H5	108.6	C18—C17—H17	108.6
C6—C5—H5	108.6	C17—C18—H18A	109.5
C5—C6—H6A	109.5	C17—C18—H18B	109.5
C5—C6—H6B	109.5	H18A—C18—H18B	109.5
H6A—C6—H6B	109.5	C17—C18—H18C	109.5
C5—C6—H6C	109.5	H18A—C18—H18C	109.5
H6A—C6—H6C	109.5	H18B—C18—H18C	109.5
H6B—C6—H6C	109.5
C5—N1—C2—C3	−180.0 (2)	C8—N2—C11—C10	−58.1 (3)
C5—N1—C2—C1	−56.5 (3)	C8—N2—C11—C12	179.04 (18)
C2—N1—C5—C4	−53.9 (3)	C17—N3—C14—C15	−177.8 (2)
C2—N1—C5—C6	−176.9 (2)	C17—N3—C14—C13	−54.1 (3)
C11—N2—C8—C9	−178.90 (19)	C14—N3—C17—C16	−55.2 (3)
C11—N2—C8—C7	−54.6 (3)	C14—N3—C17—C18	−178.7 (2)

D—H···A	D—H	H···A	D···A	D—H···A
O7—H7···O4	0.86 (1)	1.76 (1)	2.609 (2)	174 (4)
N1—H1N1···O1	0.86 (1)	1.76 (1)	2.585 (5)	159 (3)
N1—H1N2···O6i	0.85 (1)	2.02 (1)	2.874 (2)	176 (3)
N2—H2N2···O4	0.85 (1)	2.10 (1)	2.929 (2)	166 (2)
N2—H2N1···O2ii	0.85 (1)	1.85 (1)	2.695 (6)	179 (3)
N2—H2N1···O2'ii	0.85 (1)	2.02 (2)	2.855 (8)	166 (3)
N3—H3N1···O3	0.86 (1)	1.89 (1)	2.738 (8)	174 (2)
N3—H3N1···O3'	0.86 (1)	1.88 (1)	2.711 (7)	162 (2)
N3—H3N2···O5iii	0.86 (1)	2.00 (1)	2.819 (2)	159 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O7—H7⋯O4	0.86 (1)	1.76 (1)	2.609 (2)	174 (4)
N1—H1N1⋯O1	0.86 (1)	1.76 (1)	2.585 (5)	159 (3)
N1—H1N2⋯O6i	0.85 (1)	2.02 (1)	2.874 (2)	176 (3)
N2—H2N2⋯O4	0.85 (1)	2.10 (1)	2.929 (2)	166 (2)
N2—H2N1⋯O2ii	0.85 (1)	1.85 (1)	2.695 (6)	179 (3)
N2—H2N1⋯O2′ii	0.85 (1)	2.02 (2)	2.855 (8)	166 (3)
N3—H3N1⋯O3	0.86 (1)	1.89 (1)	2.738 (8)	174 (2)
N3—H3N1⋯O3′	0.86 (1)	1.88 (1)	2.711 (7)	162 (2)
N3—H3N2⋯O5iii	0.86 (1)	2.00 (1)	2.819 (2)	159 (2)

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