Cinnarizinium picrate.

In the title salt {systematic name: 4-diphenyl-methyl-1-[(E)-3-phenyl-prop-2-en-1-yl]piperazin-1-ium 2,4,6-trinitro-pheno-late), C(26)H(29)N(2) (+)·C(6)H(2)N(3)O(7) (-), the cinnarizinium cation is protonated at the piperazine N atom connected to the styrenylmethyl group; the piperazine ring adopts a distorted chair conformaiton. In the crystal, bifurcated N-H⋯(O,O) hydrogen bonds link the components into two-ion aggregates.

Related literature

For background to the anti-histamine cinnarizine, see: Towse (1980 ▶); Barrett & Zolov (1960 ▶). For related structures, see: Mouillé et al. (1975 ▶); Bertolasi et al. (1980 ▶); Jasinski et al. (2011 ▶). For additional conformational analysis, see: Cremer & Pople (1975 ▶).

Experimental

Crystal data

C26H29N2 +·C6H2N3O7 −

M = 597.62

Monoclinic,

a = 14.5906 (19) Å

b = 12.7720 (17) Å

c = 16.441 (2) Å

β = 103.114 (2)°

V = 2984.0 (7) Å3

Z = 4

Mo Kα radiation

μ = 0.10 mm−1

T = 296 K

0.16 × 0.16 × 0.07 mm

Data collection

Bruker APEXII CCD diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1997 ▶) T min = 0.985, T max = 0.993

15196 measured reflections

5262 independent reflections

3181 reflections with I > 2σ(I)

R int = 0.033

Refinement

R[F 2 > 2σ(F 2)] = 0.051

wR(F 2) = 0.143

S = 1.03

5262 reflections

401 parameters

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.21 e Å−3

Δρmin = −0.17 e Å−3

Data collection: APEX2 (Bruker, 2004 ▶); cell refinement: SAINT (Bruker, 2004 ▶); 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 datablock(s) global, I. DOI: 10.1107/S1600536812020764/tk5091sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812020764/tk5091Isup2.hkl

Supplementary material file. DOI: 10.1107/S1600536812020764/tk5091Isup3.cml

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

C26H29N2+·C6H2N3O7−	F(000) = 1256
Mr = 597.62	Dx = 1.330 Mg m−3
Monoclinic, P21/c	Melting point = 465–463 K
Hall symbol: -P 2ybc	Mo Kα radiation, λ = 0.71073 Å
a = 14.5906 (19) Å	Cell parameters from 2307 reflections
b = 12.7720 (17) Å	θ = 2.3–22.0°
c = 16.441 (2) Å	µ = 0.10 mm−1
β = 103.114 (2)°	T = 296 K
V = 2984.0 (7) Å3	Block, yellow
Z = 4	0.16 × 0.16 × 0.07 mm

Bruker APEXII CCD diffractometer	5262 independent reflections
Radiation source: fine-focus sealed tube	3181 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
φ and ω scans	θmax = 25.1°, θmin = 2.0°
Absorption correction: multi-scan (SADABS; Sheldrick, 1997)	h = −14→17
Tmin = 0.985, Tmax = 0.993	k = −15→15
15196 measured reflections	l = −19→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)] = 0.051	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.143	H atoms treated by a mixture of independent and constrained refinement
S = 1.03	w = 1/[σ2(Fo2) + (0.0606P)2 + 0.4273P] where P = (Fo2 + 2Fc2)/3
5262 reflections	(Δ/σ)max < 0.001
401 parameters	Δρmax = 0.21 e Å−3
0 restraints	Δρmin = −0.17 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
C1	0.52622 (15)	1.01467 (17)	0.19638 (13)	0.0431 (5)
C2	0.59492 (16)	0.93827 (18)	0.21939 (14)	0.0507 (6)
H2	0.5911	0.8916	0.2619	0.061*
C3	0.66912 (17)	0.9304 (2)	0.18004 (17)	0.0616 (7)
H3	0.7152	0.8796	0.1968	0.074*
C4	0.67436 (19)	0.9977 (2)	0.11638 (18)	0.0688 (8)
H4	0.7240	0.9924	0.0898	0.083*
C5	0.6071 (2)	1.0725 (2)	0.09190 (16)	0.0714 (8)
H5	0.6107	1.1175	0.0483	0.086*
C6	0.53323 (18)	1.0819 (2)	0.13170 (15)	0.0596 (7)
H6	0.4880	1.1336	0.1149	0.072*
C7	0.44424 (14)	1.02478 (16)	0.23909 (13)	0.0427 (5)
H7	0.3976	1.0715	0.2049	0.051*
C8	0.47390 (15)	1.07319 (17)	0.32545 (13)	0.0425 (5)
C9	0.54277 (16)	1.02889 (19)	0.38803 (14)	0.0535 (6)
H9	0.5714	0.9667	0.3778	0.064*
C10	0.56926 (18)	1.0761 (2)	0.46534 (15)	0.0637 (7)
H10	0.6164	1.0461	0.5064	0.076*
C11	0.52685 (19)	1.1666 (2)	0.48211 (16)	0.0638 (7)
H11	0.5447	1.1979	0.5344	0.077*
C12	0.45798 (19)	1.2107 (2)	0.42127 (16)	0.0666 (7)
H12	0.4283	1.2718	0.4324	0.080*
C13	0.43233 (17)	1.16465 (18)	0.34333 (15)	0.0575 (7)
H13	0.3862	1.1960	0.3022	0.069*
C14	0.31810 (15)	0.92742 (18)	0.27987 (13)	0.0478 (6)
H14A	0.2709	0.9733	0.2470	0.057*
H14B	0.3377	0.9570	0.3355	0.057*
C15	0.27606 (16)	0.82031 (18)	0.28533 (13)	0.0510 (6)
H15A	0.3223	0.7757	0.3208	0.061*
H15B	0.2223	0.8264	0.3106	0.061*
C16	0.32487 (15)	0.77316 (18)	0.15764 (14)	0.0507 (6)
H16A	0.3026	0.7485	0.1008	0.061*
H16B	0.3740	0.7260	0.1859	0.061*
C17	0.36469 (15)	0.88150 (18)	0.15634 (13)	0.0496 (6)
H17A	0.4160	0.8801	0.1278	0.060*
H17B	0.3164	0.9280	0.1257	0.060*
C18	0.20741 (18)	0.66271 (18)	0.20475 (15)	0.0573 (6)
H18A	0.2580	0.6161	0.2309	0.069*
H18B	0.1609	0.6630	0.2385	0.069*
C19	0.16375 (17)	0.62381 (19)	0.11991 (16)	0.0589 (7)
H19	0.1098	0.6581	0.0912	0.071*
C20	0.19386 (17)	0.5462 (2)	0.08192 (16)	0.0634 (7)
H20	0.2454	0.5100	0.1128	0.076*
C21	0.15677 (19)	0.5088 (2)	−0.00331 (16)	0.0634 (7)
C22	0.0751 (2)	0.5494 (2)	−0.05376 (18)	0.0794 (9)
H22	0.0409	0.5996	−0.0322	0.095*
C23	0.0439 (3)	0.5168 (3)	−0.1347 (2)	0.1061 (13)
H23	−0.0114	0.5440	−0.1675	0.127*
C24	0.0947 (4)	0.4441 (4)	−0.1668 (2)	0.1206 (17)
H24	0.0742	0.4231	−0.2221	0.145*
C25	0.1749 (3)	0.4018 (3)	−0.1191 (3)	0.1079 (13)
H25	0.2086	0.3520	−0.1415	0.129*
C26	0.2056 (2)	0.4338 (2)	−0.0368 (2)	0.0829 (9)
H26	0.2597	0.4044	−0.0038	0.099*
C27	1.04152 (17)	0.86358 (18)	1.05005 (17)	0.0566 (7)
C28	0.95804 (17)	0.84392 (19)	1.08034 (16)	0.0564 (6)
C29	0.87055 (17)	0.8270 (2)	1.02945 (17)	0.0631 (7)
H29	0.8182	0.8190	1.0523	0.076*
C30	0.86144 (18)	0.8220 (2)	0.94491 (17)	0.0639 (7)
C31	0.93837 (19)	0.8327 (2)	0.91018 (17)	0.0682 (8)
H31	0.9317	0.8274	0.8527	0.082*
C32	1.02445 (17)	0.85131 (19)	0.96112 (17)	0.0589 (7)
N1	0.39904 (11)	0.92136 (13)	0.24143 (10)	0.0418 (4)
N2	0.24573 (13)	0.77163 (15)	0.20113 (11)	0.0458 (5)
N3	0.96429 (18)	0.83694 (19)	1.16985 (15)	0.0744 (7)
N4	0.77007 (19)	0.8000 (2)	0.89112 (19)	0.0919 (8)
N5	1.10421 (19)	0.8585 (2)	0.92183 (18)	0.0847 (8)
O1	1.11914 (12)	0.89116 (14)	1.09451 (12)	0.0783 (6)
O2	1.17777 (18)	0.8186 (2)	0.95562 (19)	0.1361 (11)
O3	1.09238 (17)	0.9046 (2)	0.85521 (15)	0.1185 (9)
O4	0.76491 (17)	0.7930 (2)	0.81627 (17)	0.1279 (10)
O5	0.70246 (16)	0.7909 (2)	0.92284 (17)	0.1272 (10)
O6	0.89418 (16)	0.8534 (2)	1.19597 (13)	0.1050 (8)
O7	1.03892 (16)	0.81087 (19)	1.21524 (12)	0.1012 (8)
H2A	0.1979 (18)	0.8141 (19)	0.1706 (15)	0.071 (8)*

	U11	U22	U33	U12	U13	U23
C1	0.0374 (12)	0.0451 (13)	0.0457 (13)	−0.0046 (10)	0.0073 (10)	−0.0056 (10)
C2	0.0455 (14)	0.0493 (14)	0.0577 (15)	−0.0011 (11)	0.0124 (11)	−0.0023 (12)
C3	0.0470 (15)	0.0614 (16)	0.0783 (18)	−0.0019 (13)	0.0180 (14)	−0.0155 (15)
C4	0.0629 (18)	0.0650 (18)	0.089 (2)	−0.0131 (15)	0.0395 (16)	−0.0199 (16)
C5	0.087 (2)	0.0680 (18)	0.0700 (18)	−0.0081 (17)	0.0415 (16)	0.0043 (15)
C6	0.0658 (17)	0.0579 (16)	0.0580 (16)	0.0000 (13)	0.0199 (13)	0.0037 (13)
C7	0.0376 (12)	0.0453 (13)	0.0440 (13)	0.0005 (10)	0.0069 (10)	0.0003 (10)
C8	0.0412 (12)	0.0425 (12)	0.0436 (13)	−0.0055 (10)	0.0092 (10)	−0.0015 (10)
C9	0.0498 (14)	0.0611 (15)	0.0471 (14)	0.0071 (12)	0.0058 (11)	−0.0013 (12)
C10	0.0603 (17)	0.0786 (19)	0.0466 (15)	0.0038 (14)	0.0002 (12)	0.0007 (13)
C11	0.0782 (19)	0.0606 (17)	0.0502 (15)	−0.0116 (15)	0.0097 (14)	−0.0115 (13)
C12	0.084 (2)	0.0510 (15)	0.0606 (17)	0.0058 (14)	0.0072 (15)	−0.0100 (13)
C13	0.0625 (16)	0.0507 (14)	0.0543 (15)	0.0088 (12)	0.0026 (12)	−0.0052 (12)
C14	0.0430 (13)	0.0548 (14)	0.0463 (13)	−0.0033 (11)	0.0117 (11)	−0.0078 (11)
C15	0.0471 (14)	0.0617 (15)	0.0447 (13)	−0.0070 (12)	0.0113 (11)	−0.0056 (11)
C16	0.0409 (13)	0.0591 (15)	0.0533 (14)	−0.0048 (11)	0.0132 (11)	−0.0115 (12)
C17	0.0404 (13)	0.0605 (15)	0.0490 (14)	−0.0080 (11)	0.0124 (11)	−0.0116 (11)
C18	0.0587 (15)	0.0462 (14)	0.0661 (17)	−0.0088 (12)	0.0120 (13)	0.0013 (12)
C19	0.0508 (15)	0.0489 (14)	0.0696 (17)	−0.0067 (12)	−0.0019 (13)	−0.0012 (13)
C20	0.0555 (16)	0.0620 (17)	0.0680 (17)	−0.0004 (13)	0.0041 (13)	−0.0009 (14)
C21	0.0639 (17)	0.0642 (17)	0.0604 (17)	−0.0202 (14)	0.0104 (14)	−0.0037 (14)
C22	0.079 (2)	0.089 (2)	0.0653 (19)	−0.0205 (17)	0.0050 (16)	0.0063 (16)
C23	0.109 (3)	0.136 (3)	0.064 (2)	−0.053 (3)	−0.001 (2)	0.021 (2)
C24	0.156 (4)	0.143 (4)	0.065 (2)	−0.085 (4)	0.031 (3)	−0.023 (3)
C25	0.132 (4)	0.106 (3)	0.101 (3)	−0.051 (3)	0.057 (3)	−0.033 (2)
C26	0.086 (2)	0.074 (2)	0.092 (2)	−0.0284 (17)	0.0263 (18)	−0.0186 (18)
C27	0.0428 (15)	0.0475 (14)	0.0742 (18)	0.0036 (11)	0.0022 (13)	0.0119 (13)
C28	0.0469 (15)	0.0597 (16)	0.0597 (16)	0.0076 (12)	0.0061 (12)	−0.0017 (12)
C29	0.0436 (15)	0.0696 (18)	0.0748 (19)	0.0071 (13)	0.0110 (13)	0.0028 (14)
C30	0.0440 (15)	0.0724 (18)	0.0671 (18)	0.0045 (13)	−0.0044 (13)	0.0109 (14)
C31	0.0667 (19)	0.0738 (18)	0.0592 (17)	0.0046 (15)	0.0042 (15)	0.0179 (14)
C32	0.0489 (15)	0.0607 (16)	0.0679 (18)	0.0020 (12)	0.0148 (13)	0.0167 (13)
N1	0.0365 (10)	0.0470 (11)	0.0418 (10)	−0.0038 (8)	0.0084 (8)	−0.0065 (8)
N2	0.0396 (11)	0.0494 (12)	0.0470 (12)	−0.0025 (9)	0.0069 (9)	−0.0044 (9)
N3	0.0598 (16)	0.0925 (18)	0.0698 (17)	0.0040 (14)	0.0123 (14)	−0.0179 (13)
N4	0.0593 (18)	0.112 (2)	0.088 (2)	0.0053 (16)	−0.0179 (16)	0.0149 (17)
N5	0.0690 (18)	0.098 (2)	0.091 (2)	−0.0080 (15)	0.0273 (16)	0.0238 (16)
O1	0.0501 (11)	0.0683 (12)	0.1024 (15)	−0.0069 (9)	−0.0123 (10)	0.0134 (10)
O2	0.0716 (16)	0.177 (3)	0.174 (3)	0.0305 (17)	0.0569 (17)	0.071 (2)
O3	0.1133 (19)	0.164 (2)	0.0846 (16)	−0.0169 (17)	0.0360 (14)	0.0298 (17)
O4	0.0950 (18)	0.180 (3)	0.0842 (17)	0.0107 (17)	−0.0297 (14)	−0.0095 (18)
O5	0.0481 (13)	0.188 (3)	0.131 (2)	−0.0046 (16)	−0.0087 (14)	0.0326 (19)
O6	0.0751 (15)	0.160 (2)	0.0868 (15)	0.0011 (15)	0.0321 (13)	−0.0238 (14)
O7	0.0840 (15)	0.152 (2)	0.0609 (13)	0.0327 (15)	0.0013 (11)	−0.0123 (13)

C1—C6	1.389 (3)	C17—H17B	0.9700
C1—C2	1.388 (3)	C18—C19	1.482 (3)
C1—C7	1.524 (3)	C18—N2	1.506 (3)
C2—C3	1.385 (3)	C18—H18A	0.9700
C2—H2	0.9300	C18—H18B	0.9700
C3—C4	1.370 (3)	C19—C20	1.300 (3)
C3—H3	0.9300	C19—H19	0.9300
C4—C5	1.364 (4)	C20—C21	1.463 (3)
C4—H4	0.9300	C20—H20	0.9300
C5—C6	1.387 (3)	C21—C26	1.381 (4)
C5—H5	0.9300	C21—C22	1.389 (4)
C6—H6	0.9300	C22—C23	1.369 (4)
C7—N1	1.481 (3)	C22—H22	0.9300
C7—C8	1.519 (3)	C23—C24	1.366 (6)
C7—H7	0.9800	C23—H23	0.9300
C8—C13	1.378 (3)	C24—C25	1.364 (6)
C8—C9	1.385 (3)	C24—H24	0.9300
C9—C10	1.380 (3)	C25—C26	1.387 (4)
C9—H9	0.9300	C25—H25	0.9300
C10—C11	1.369 (3)	C26—H26	0.9300
C10—H10	0.9300	C27—O1	1.251 (3)
C11—C12	1.368 (3)	C27—C32	1.435 (3)
C11—H11	0.9300	C27—C28	1.439 (3)
C12—C13	1.382 (3)	C28—C29	1.375 (3)
C12—H12	0.9300	C28—N3	1.456 (3)
C13—H13	0.9300	C29—C30	1.367 (3)
C14—N1	1.462 (3)	C29—H29	0.9300
C14—C15	1.510 (3)	C30—C31	1.377 (4)
C14—H14A	0.9700	C30—N4	1.450 (3)
C14—H14B	0.9700	C31—C32	1.363 (3)
C15—N2	1.490 (3)	C31—H31	0.9300
C15—H15A	0.9700	C32—N5	1.456 (3)
C15—H15B	0.9700	N2—H2A	0.94 (3)
C16—N2	1.490 (3)	N3—O6	1.214 (3)
C16—C17	1.503 (3)	N3—O7	1.218 (3)
C16—H16A	0.9700	N4—O4	1.219 (3)
C16—H16B	0.9700	N4—O5	1.222 (3)
C17—N1	1.466 (2)	N5—O2	1.204 (3)
C17—H17A	0.9700	N5—O3	1.221 (3)
C6—C1—C2	118.0 (2)	C19—C18—N2	110.90 (19)
C6—C1—C7	120.2 (2)	C19—C18—H18A	109.5
C2—C1—C7	121.8 (2)	N2—C18—H18A	109.5
C3—C2—C1	121.1 (2)	C19—C18—H18B	109.5
C3—C2—H2	119.5	N2—C18—H18B	109.5
C1—C2—H2	119.5	H18A—C18—H18B	108.0
C4—C3—C2	119.7 (2)	C20—C19—C18	126.0 (2)
C4—C3—H3	120.1	C20—C19—H19	117.0
C2—C3—H3	120.1	C18—C19—H19	117.0
C5—C4—C3	120.3 (3)	C19—C20—C21	128.1 (3)
C5—C4—H4	119.9	C19—C20—H20	115.9
C3—C4—H4	119.9	C21—C20—H20	115.9
C4—C5—C6	120.4 (3)	C26—C21—C22	118.1 (3)
C4—C5—H5	119.8	C26—C21—C20	119.7 (3)
C6—C5—H5	119.8	C22—C21—C20	122.1 (3)
C5—C6—C1	120.5 (2)	C23—C22—C21	121.2 (3)
C5—C6—H6	119.7	C23—C22—H22	119.4
C1—C6—H6	119.7	C21—C22—H22	119.4
N1—C7—C8	111.90 (16)	C24—C23—C22	119.5 (4)
N1—C7—C1	109.71 (17)	C24—C23—H23	120.2
C8—C7—C1	112.23 (17)	C22—C23—H23	120.3
N1—C7—H7	107.6	C25—C24—C23	121.1 (4)
C8—C7—H7	107.6	C25—C24—H24	119.4
C1—C7—H7	107.6	C23—C24—H24	119.4
C13—C8—C9	117.9 (2)	C24—C25—C26	119.3 (4)
C13—C8—C7	119.9 (2)	C24—C25—H25	120.4
C9—C8—C7	122.2 (2)	C26—C25—H25	120.4
C10—C9—C8	120.7 (2)	C21—C26—C25	120.8 (3)
C10—C9—H9	119.7	C21—C26—H26	119.6
C8—C9—H9	119.7	C25—C26—H26	119.6
C11—C10—C9	120.6 (2)	O1—C27—C32	123.4 (3)
C11—C10—H10	119.7	O1—C27—C28	124.9 (3)
C9—C10—H10	119.7	C32—C27—C28	111.6 (2)
C12—C11—C10	119.4 (2)	C29—C28—C27	124.0 (2)
C12—C11—H11	120.3	C29—C28—N3	116.2 (2)
C10—C11—H11	120.3	C27—C28—N3	119.8 (2)
C11—C12—C13	120.2 (2)	C30—C29—C28	119.2 (3)
C11—C12—H12	119.9	C30—C29—H29	120.4
C13—C12—H12	119.9	C28—C29—H29	120.4
C8—C13—C12	121.2 (2)	C29—C30—C31	121.1 (2)
C8—C13—H13	119.4	C29—C30—N4	119.5 (3)
C12—C13—H13	119.4	C31—C30—N4	119.3 (3)
N1—C14—C15	110.89 (18)	C32—C31—C30	119.1 (3)
N1—C14—H14A	109.5	C32—C31—H31	120.4
C15—C14—H14A	109.5	C30—C31—H31	120.4
N1—C14—H14B	109.5	C31—C32—C27	124.6 (3)
C15—C14—H14B	109.5	C31—C32—N5	117.1 (3)
H14A—C14—H14B	108.0	C27—C32—N5	118.3 (2)
N2—C15—C14	111.20 (18)	C14—N1—C17	107.22 (16)
N2—C15—H15A	109.4	C14—N1—C7	111.85 (16)
C14—C15—H15A	109.4	C17—N1—C7	110.05 (16)
N2—C15—H15B	109.4	C16—N2—C15	109.96 (17)
C14—C15—H15B	109.4	C16—N2—C18	111.49 (18)
H15A—C15—H15B	108.0	C15—N2—C18	112.54 (18)
N2—C16—C17	111.29 (18)	C16—N2—H2A	107.5 (15)
N2—C16—H16A	109.4	C15—N2—H2A	106.5 (15)
C17—C16—H16A	109.4	C18—N2—H2A	108.5 (15)
N2—C16—H16B	109.4	O6—N3—O7	122.6 (3)
C17—C16—H16B	109.4	O6—N3—C28	118.8 (2)
H16A—C16—H16B	108.0	O7—N3—C28	118.6 (2)
N1—C17—C16	110.84 (18)	O4—N4—O5	123.6 (3)
N1—C17—H17A	109.5	O4—N4—C30	117.9 (3)
C16—C17—H17A	109.5	O5—N4—C30	118.5 (3)
N1—C17—H17B	109.5	O2—N5—O3	123.2 (3)
C16—C17—H17B	109.5	O2—N5—C32	119.1 (3)
H17A—C17—H17B	108.1	O3—N5—C32	117.6 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N2—H2A···O7i	0.94 (3)	2.59 (2)	3.119 (3)	116.6 (18)
N2—H2A···O1i	0.94 (3)	1.79 (3)	2.710 (3)	168 (2)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N2—H2A⋯O7i	0.94 (3)	2.59 (2)	3.119 (3)	116.6 (18)
N2—H2A⋯O1i	0.94 (3)	1.79 (3)	2.710 (3)	168 (2)

Symmetry code: (i) .