2-Amino-5-chloro-pyridinium trifluoro-acetate.

The asymmetric unit of the title salt, C(5)H(6)ClN(2) (+)·C(2)F(3)O(2) (-), contains two independent 2-amino-5-chloro-pyridinium cations and two independent trifluoro-acetate anions. The F atoms of both anions are disordered over two sets of positions, with occupancy ratios of 0.672 (12):0.328 (12) and 0.587 (15):0.413 (15). In the crystal, the cations and anions are linked via N-H⋯O and C-H⋯O hydrogen bonds, forming a two-dimensional network parallel to (001).

Related literature

For background to the chemistry of substituted pyridines, see: Pozharski et al. (1997 ▶); Katritzky et al. (1996 ▶). For related structures, see: Pourayoubi et al. (2007 ▶); Hemamalini & Fun (2010a ▶,b ▶,c ▶). For details of hydrogen bonding, see: Jeffrey & Saenger (1991 ▶); Jeffrey (1997 ▶); Scheiner (1997 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For bond-length data, see: Allen et al. (1987 ▶).

Experimental

Crystal data

C5H6ClN2 +·C2F3O2 −

M = 242.59

Monoclinic,

a = 5.0377 (1) Å

b = 11.2923 (2) Å

c = 17.5386 (3) Å

β = 90.001 (1)°

V = 997.72 (3) Å3

Z = 4

Mo Kα radiation

μ = 0.41 mm−1

T = 296 K

0.43 × 0.26 × 0.14 mm

Data collection

Bruker SMART APEXII CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Bruker, 2009 ▶) T min = 0.842, T max = 0.945

17652 measured reflections

4388 independent reflections

3191 reflections with I > 2σ(I)

R int = 0.027

Refinement

R[F 2 > 2σ(F 2)] = 0.036

wR(F 2) = 0.094

S = 1.03

4388 reflections

375 parameters

110 restraints

H atoms treated by a mixture of independent and constrained refinement

Δρmax = 0.12 e Å−3

Δρmin = −0.15 e Å−3

Absolute structure: Flack (1983 ▶), 2096 Friedel pairs

Flack parameter: 0.01 (7)

Data collection: APEX2 (Bruker, 2009 ▶); cell refinement: SAINT (Bruker, 2009 ▶); 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 and PLATON (Spek, 2009 ▶).

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536810008196/ci5043sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536810008196/ci5043Isup2.hkl

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

C5H6ClN2+·C2F3O2−	F(000) = 488
Mr = 242.59	Dx = 1.615 Mg m−3
Monoclinic, Pc	Mo Kα radiation, λ = 0.71073 Å
Hall symbol: P -2yc	Cell parameters from 6764 reflections
a = 5.0377 (1) Å	θ = 2.9–23.0°
b = 11.2923 (2) Å	µ = 0.41 mm−1
c = 17.5386 (3) Å	T = 296 K
β = 90.001 (1)°	Blcok, colourless
V = 997.72 (3) Å3	0.43 × 0.26 × 0.14 mm
Z = 4

Bruker SMART APEXII CCD area-detector diffractometer	4388 independent reflections
Radiation source: fine-focus sealed tube	3191 reflections with I > 2σ(I)
graphite	Rint = 0.027
φ and ω scans	θmax = 27.5°, θmin = 1.8°
Absorption correction: multi-scan (SADABS; Bruker, 2009)	h = −6→6
Tmin = 0.842, Tmax = 0.945	k = −14→14
17652 measured reflections	l = −22→22

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)] = 0.036	H atoms treated by a mixture of independent and constrained refinement
wR(F2) = 0.094	w = 1/[σ2(Fo2) + (0.0449P)2 + 0.0781P] where P = (Fo2 + 2Fc2)/3
S = 1.03	(Δ/σ)max = 0.001
4388 reflections	Δρmax = 0.12 e Å−3
375 parameters	Δρmin = −0.15 e Å−3
110 restraints	Absolute structure: Flack (1983), 2096 Friedel pairs
Primary atom site location: structure-invariant direct methods	Flack parameter: 0.01 (7)

Geometry. All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell s.u.'s are taken into account individually in the estimation of s.u.'s in distances, angles and torsion angles; correlations between s.u.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell s.u.'s is used for estimating s.u.'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 > 2σ(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	Occ. (<1)
Cl1A	1.1299 (2)	0.65347 (8)	0.53508 (6)	0.0863 (3)
N1A	0.6452 (5)	0.84270 (19)	0.40858 (15)	0.0509 (6)
N2A	0.5936 (6)	1.0402 (2)	0.38078 (18)	0.0688 (7)
C1A	0.7219 (6)	0.9568 (2)	0.41821 (16)	0.0535 (7)
C2A	0.9320 (6)	0.9791 (3)	0.46873 (17)	0.0620 (7)
C3A	1.0548 (7)	0.8880 (3)	0.50499 (18)	0.0657 (8)
C4A	0.9711 (6)	0.7707 (2)	0.49139 (16)	0.0598 (7)
C5A	0.7678 (6)	0.7505 (3)	0.44427 (18)	0.0547 (7)
Cl1B	0.6300 (2)	0.84657 (8)	0.66202 (6)	0.0862 (3)
N1B	0.1456 (5)	0.65696 (18)	0.78845 (16)	0.0515 (6)
N2B	0.0936 (6)	0.4597 (2)	0.81654 (19)	0.0696 (7)
C1B	0.2208 (6)	0.5431 (2)	0.77885 (16)	0.0536 (7)
C2B	0.4312 (6)	0.5216 (3)	0.72826 (17)	0.0622 (7)
C3B	0.5552 (7)	0.6116 (3)	0.69219 (18)	0.0647 (8)
C4B	0.4720 (6)	0.7291 (2)	0.70553 (16)	0.0592 (7)
C5B	0.2675 (6)	0.7496 (2)	0.75301 (17)	0.0543 (7)
F1A	0.1120 (15)	0.2688 (5)	0.6659 (3)	0.103 (2)	0.672 (12)
F2A	−0.2319 (10)	0.2039 (11)	0.7180 (3)	0.145 (3)	0.672 (12)
F3A	−0.002 (2)	0.0953 (5)	0.6438 (3)	0.133 (3)	0.672 (12)
F1C	−0.050 (4)	0.2829 (7)	0.6917 (10)	0.120 (5)	0.328 (12)
F2C	−0.217 (2)	0.1179 (12)	0.6924 (8)	0.113 (4)	0.328 (12)
F3C	0.135 (3)	0.1402 (18)	0.6367 (6)	0.143 (6)	0.328 (12)
O1A	0.2546 (5)	0.21708 (17)	0.80805 (12)	0.0645 (5)
O2A	0.1855 (6)	0.0286 (2)	0.77827 (16)	0.0847 (7)
C6A	0.1664 (6)	0.1353 (3)	0.76755 (19)	0.0562 (7)
C7A	0.0082 (7)	0.1732 (3)	0.69751 (19)	0.0725 (9)
F1B	0.6266 (18)	0.7635 (7)	1.0334 (4)	0.106 (2)	0.587 (15)
F2B	0.2762 (14)	0.7160 (13)	0.9780 (4)	0.134 (3)	0.587 (15)
F3B	0.473 (3)	0.5940 (5)	1.0508 (5)	0.129 (3)	0.587 (15)
F1D	0.490 (4)	0.7839 (5)	1.0133 (8)	0.120 (4)	0.413 (15)
F2D	0.2692 (17)	0.6301 (14)	0.9986 (7)	0.123 (4)	0.413 (15)
F3D	0.615 (3)	0.6227 (14)	1.0603 (5)	0.134 (4)	0.413 (15)
O1B	0.7544 (5)	0.71703 (17)	0.88936 (12)	0.0642 (5)
O2B	0.6855 (6)	0.5286 (2)	0.91889 (15)	0.0840 (7)
C6B	0.6665 (6)	0.6354 (3)	0.92942 (19)	0.0560 (7)
C7B	0.5093 (7)	0.6735 (3)	0.99991 (19)	0.0718 (9)
H1NA	0.507 (7)	0.829 (3)	0.3734 (17)	0.059 (8)*
H2NA	0.470 (6)	1.021 (3)	0.3463 (17)	0.073 (10)*
H3NA	0.652 (7)	1.112 (2)	0.388 (2)	0.071 (10)*
H2AA	0.998 (8)	1.056 (4)	0.477 (2)	0.081 (10)*
H3AA	1.194 (7)	0.905 (3)	0.543 (2)	0.073 (10)*
H5AA	0.694 (6)	0.673 (3)	0.4342 (16)	0.050 (7)*
H1NB	0.023 (7)	0.672 (3)	0.8221 (18)	0.059 (9)*
H2NB	−0.023 (5)	0.479 (2)	0.8537 (14)	0.057 (8)*
H3NB	0.143 (8)	0.386 (2)	0.811 (2)	0.079 (11)*
H2BA	0.494 (7)	0.448 (3)	0.719 (2)	0.077 (10)*
H3BA	0.701 (8)	0.598 (4)	0.656 (2)	0.081 (11)*
H5BA	0.192 (7)	0.826 (3)	0.7621 (19)	0.065 (9)*

	U11	U22	U33	U12	U13	U23
Cl1A	0.0909 (6)	0.0709 (6)	0.0971 (6)	0.0149 (5)	−0.0160 (5)	0.0077 (5)
N1A	0.0552 (15)	0.0349 (13)	0.0625 (15)	−0.0015 (9)	−0.0004 (12)	−0.0045 (10)
N2A	0.082 (2)	0.0340 (13)	0.0903 (19)	−0.0087 (13)	−0.0106 (16)	0.0013 (13)
C1A	0.0606 (17)	0.0382 (15)	0.0618 (17)	−0.0065 (12)	0.0072 (14)	−0.0057 (12)
C2A	0.0690 (19)	0.0444 (15)	0.0727 (18)	−0.0111 (14)	0.0036 (15)	−0.0073 (13)
C3A	0.065 (2)	0.067 (2)	0.0655 (19)	−0.0096 (16)	−0.0006 (16)	−0.0126 (15)
C4A	0.0682 (19)	0.0514 (15)	0.0597 (15)	0.0034 (14)	0.0031 (14)	−0.0035 (12)
C5A	0.0636 (19)	0.0372 (14)	0.0634 (16)	−0.0017 (13)	0.0059 (14)	−0.0033 (12)
Cl1B	0.0915 (6)	0.0693 (6)	0.0976 (6)	−0.0155 (5)	0.0171 (5)	0.0067 (5)
N1B	0.0584 (16)	0.0329 (13)	0.0632 (16)	0.0015 (10)	0.0008 (12)	−0.0044 (10)
N2B	0.084 (2)	0.0342 (13)	0.0906 (19)	0.0067 (13)	0.0139 (16)	0.0000 (13)
C1B	0.0582 (17)	0.0381 (16)	0.0644 (18)	0.0067 (12)	−0.0075 (14)	−0.0054 (12)
C2B	0.0684 (19)	0.0443 (15)	0.0737 (18)	0.0119 (14)	−0.0043 (15)	−0.0100 (13)
C3B	0.067 (2)	0.0648 (19)	0.0627 (18)	0.0089 (16)	0.0010 (16)	−0.0096 (15)
C4B	0.0669 (18)	0.0516 (15)	0.0592 (15)	−0.0050 (14)	−0.0034 (14)	−0.0023 (12)
C5B	0.0641 (19)	0.0370 (14)	0.0617 (16)	0.0009 (13)	−0.0068 (14)	−0.0045 (12)
F1A	0.137 (5)	0.087 (3)	0.085 (3)	−0.028 (3)	−0.016 (2)	0.036 (2)
F2A	0.079 (3)	0.232 (8)	0.126 (4)	0.045 (4)	−0.002 (2)	0.037 (5)
F3A	0.211 (7)	0.091 (3)	0.096 (3)	−0.004 (3)	−0.049 (4)	−0.036 (2)
F1C	0.159 (10)	0.061 (4)	0.141 (8)	0.016 (6)	−0.064 (7)	−0.002 (5)
F2C	0.088 (6)	0.104 (7)	0.147 (8)	−0.016 (5)	−0.041 (5)	0.011 (6)
F3C	0.148 (9)	0.204 (11)	0.078 (6)	−0.006 (7)	0.005 (6)	−0.007 (7)
O1A	0.0824 (15)	0.0373 (11)	0.0737 (13)	0.0111 (9)	−0.0104 (11)	−0.0062 (9)
O2A	0.1066 (19)	0.0374 (13)	0.110 (2)	0.0061 (12)	−0.0211 (15)	−0.0014 (12)
C6A	0.0601 (18)	0.0410 (16)	0.0676 (18)	0.0045 (13)	0.0056 (13)	−0.0019 (13)
C7A	0.089 (3)	0.0580 (19)	0.071 (2)	−0.0068 (18)	−0.0022 (18)	−0.0009 (15)
F1B	0.122 (5)	0.110 (5)	0.085 (3)	−0.021 (3)	0.008 (3)	−0.041 (3)
F2B	0.086 (4)	0.196 (8)	0.122 (4)	0.049 (5)	0.006 (3)	−0.022 (5)
F3B	0.188 (8)	0.085 (3)	0.116 (4)	−0.012 (4)	0.061 (5)	0.028 (3)
F1D	0.174 (9)	0.052 (3)	0.134 (7)	0.006 (5)	0.077 (7)	−0.007 (4)
F2D	0.072 (4)	0.141 (8)	0.156 (7)	−0.012 (5)	0.030 (4)	−0.026 (6)
F3D	0.150 (8)	0.184 (9)	0.066 (4)	−0.001 (6)	0.001 (5)	0.033 (5)
O1B	0.0833 (15)	0.0377 (11)	0.0715 (13)	0.0099 (9)	0.0124 (11)	0.0067 (9)
O2B	0.1067 (19)	0.0370 (12)	0.1083 (19)	0.0034 (12)	0.0226 (14)	0.0008 (12)
C6B	0.0605 (18)	0.0381 (16)	0.0696 (18)	0.0039 (13)	−0.0061 (13)	0.0001 (13)
C7B	0.089 (3)	0.0571 (19)	0.070 (2)	−0.0047 (18)	0.0054 (18)	0.0018 (15)

Cl1A—C4A	1.726 (3)	C2B—H2BA	0.90 (4)
N1A—C1A	1.355 (4)	C3B—C4B	1.411 (5)
N1A—C5A	1.362 (4)	C3B—H3BA	0.98 (4)
N1A—H1NA	0.94 (3)	C4B—C5B	1.345 (4)
N2A—C1A	1.317 (4)	C5B—H5BA	0.95 (4)
N2A—H2NA	0.90 (2)	F1A—C7A	1.321 (4)
N2A—H3NA	0.87 (2)	F2A—C7A	1.308 (5)
C1A—C2A	1.403 (4)	F3A—C7A	1.290 (5)
C2A—C3A	1.358 (5)	F1C—C7A	1.276 (7)
C2A—H2AA	0.94 (4)	F2C—C7A	1.299 (7)
C3A—C4A	1.411 (5)	F3C—C7A	1.299 (7)
C3A—H3AA	0.98 (4)	O1A—C6A	1.247 (4)
C4A—C5A	1.336 (4)	O2A—C6A	1.223 (4)
C5A—H5AA	0.97 (3)	C6A—C7A	1.525 (5)
Cl1B—C4B	1.725 (3)	F1B—C7B	1.314 (5)
N1B—C1B	1.351 (4)	F2B—C7B	1.325 (5)
N1B—C5B	1.363 (4)	F3B—C7B	1.280 (5)
N1B—H1NB	0.87 (3)	F1D—C7B	1.272 (6)
N2B—C1B	1.317 (4)	F2D—C7B	1.306 (6)
N2B—H2NB	0.902 (19)	F3D—C7B	1.317 (7)
N2B—H3NB	0.87 (2)	O1B—C6B	1.240 (4)
C1B—C2B	1.404 (4)	O2B—C6B	1.224 (4)
C2B—C3B	1.351 (5)	C6B—C7B	1.530 (5)
C1A—N1A—C5A	122.7 (3)	C2B—C3B—C4B	119.5 (3)
C1A—N1A—H1NA	116.9 (18)	C2B—C3B—H3BA	122 (3)
C5A—N1A—H1NA	120.4 (18)	C4B—C3B—H3BA	119 (3)
C1A—N2A—H2NA	120 (2)	C5B—C4B—C3B	119.5 (3)
C1A—N2A—H3NA	115 (3)	C5B—C4B—Cl1B	119.7 (2)
H2NA—N2A—H3NA	124 (3)	C3B—C4B—Cl1B	120.8 (3)
N2A—C1A—N1A	118.5 (3)	C4B—C5B—N1B	119.7 (3)
N2A—C1A—C2A	123.8 (3)	C4B—C5B—H5BA	124 (2)
N1A—C1A—C2A	117.7 (3)	N1B—C5B—H5BA	116 (2)
C3A—C2A—C1A	120.2 (3)	O2A—C6A—O1A	127.9 (3)
C3A—C2A—H2AA	118 (2)	O2A—C6A—C7A	116.2 (3)
C1A—C2A—H2AA	122 (2)	O1A—C6A—C7A	115.9 (3)
C2A—C3A—C4A	119.7 (3)	F1C—C7A—F3C	109.0 (10)
C2A—C3A—H3AA	120 (2)	F1C—C7A—F2C	105.1 (8)
C4A—C3A—H3AA	121 (2)	F3C—C7A—F2C	103.6 (9)
C5A—C4A—C3A	119.6 (3)	F3A—C7A—F2A	110.2 (6)
C5A—C4A—Cl1A	119.9 (2)	F3A—C7A—F1A	105.4 (5)
C3A—C4A—Cl1A	120.4 (3)	F2A—C7A—F1A	105.4 (5)
C4A—C5A—N1A	120.1 (3)	F3A—C7A—C6A	114.6 (4)
C4A—C5A—H5AA	124.3 (18)	F2A—C7A—C6A	109.6 (3)
N1A—C5A—H5AA	115.6 (18)	F1A—C7A—C6A	111.1 (3)
C1B—N1B—C5B	123.2 (3)	O2B—C6B—O1B	128.2 (3)
C1B—N1B—H1NB	118 (2)	O2B—C6B—C7B	116.1 (3)
C5B—N1B—H1NB	118 (2)	O1B—C6B—C7B	115.7 (3)
C1B—N2B—H2NB	120.5 (18)	F1D—C7B—F2D	107.5 (7)
C1B—N2B—H3NB	119 (3)	F3B—C7B—F1B	107.1 (6)
H2NB—N2B—H3NB	119 (3)	F1D—C7B—F3D	108.0 (9)
N2B—C1B—N1B	118.8 (3)	F2D—C7B—F3D	103.0 (7)
N2B—C1B—C2B	124.1 (3)	F3B—C7B—F2B	109.3 (6)
N1B—C1B—C2B	117.1 (3)	F1B—C7B—F2B	104.3 (5)
C3B—C2B—C1B	121.0 (3)	F3B—C7B—C6B	116.1 (4)
C3B—C2B—H2BA	117 (2)	F1B—C7B—C6B	110.3 (4)
C1B—C2B—H2BA	122 (2)	F2B—C7B—C6B	109.0 (4)
C5A—N1A—C1A—N2A	179.3 (3)	O2A—C6A—C7A—F3A	−24.8 (7)
C5A—N1A—C1A—C2A	−1.7 (4)	O1A—C6A—C7A—F3A	157.0 (6)
N2A—C1A—C2A—C3A	−179.8 (3)	O2A—C6A—C7A—F3C	−66.6 (11)
N1A—C1A—C2A—C3A	1.2 (4)	O1A—C6A—C7A—F3C	115.3 (11)
C1A—C2A—C3A—C4A	0.3 (5)	O2A—C6A—C7A—F2C	47.5 (10)
C2A—C3A—C4A—C5A	−1.5 (5)	O1A—C6A—C7A—F2C	−130.6 (9)
C2A—C3A—C4A—Cl1A	178.4 (2)	O2A—C6A—C7A—F2A	99.7 (7)
C3A—C4A—C5A—N1A	1.1 (4)	O1A—C6A—C7A—F2A	−78.4 (7)
Cl1A—C4A—C5A—N1A	−178.8 (2)	O2A—C6A—C7A—F1A	−144.2 (5)
C1A—N1A—C5A—C4A	0.5 (4)	O1A—C6A—C7A—F1A	37.6 (5)
C5B—N1B—C1B—N2B	178.9 (3)	O2B—C6B—C7B—F1D	178.7 (12)
C5B—N1B—C1B—C2B	−1.5 (4)	O1B—C6B—C7B—F1D	−2.6 (12)
N2B—C1B—C2B—C3B	−179.1 (3)	O2B—C6B—C7B—F3B	17.6 (8)
N1B—C1B—C2B—C3B	1.3 (4)	O1B—C6B—C7B—F3B	−163.7 (8)
C1B—C2B—C3B—C4B	0.0 (5)	O2B—C6B—C7B—F2D	−56.8 (10)
C2B—C3B—C4B—C5B	−1.1 (5)	O1B—C6B—C7B—F2D	121.9 (9)
C2B—C3B—C4B—Cl1B	178.7 (3)	O2B—C6B—C7B—F1B	139.6 (6)
C3B—C4B—C5B—N1B	0.9 (4)	O1B—C6B—C7B—F1B	−41.6 (6)
Cl1B—C4B—C5B—N1B	−178.8 (2)	O2B—C6B—C7B—F3D	55.7 (9)
C1B—N1B—C5B—C4B	0.4 (4)	O1B—C6B—C7B—F3D	−125.6 (9)
O2A—C6A—C7A—F1C	169.3 (13)	O2B—C6B—C7B—F2B	−106.4 (8)
O1A—C6A—C7A—F1C	−8.9 (13)	O1B—C6B—C7B—F2B	72.4 (8)

D—H···A	D—H	H···A	D···A	D—H···A
N1A—H1NA···O1Ai	0.94 (3)	1.79 (3)	2.727 (3)	173 (3)
N2A—H2NA···O2Ai	0.90 (3)	1.95 (3)	2.840 (4)	175 (3)
N2A—H3NA···O1Bii	0.87 (3)	2.00 (2)	2.863 (3)	171 (4)
N1B—H1NB···O1Biii	0.87 (3)	1.87 (3)	2.734 (3)	175 (3)
N2B—H2NB···O2Biii	0.90 (2)	1.94 (2)	2.838 (4)	170 (2)
N2B—H3NB···O1A	0.87 (3)	1.99 (2)	2.861 (3)	175 (4)
C5A—H5AA···O2Bi	0.97 (3)	2.29 (3)	3.210 (4)	158 (3)
C5B—H5BA···O2Aiv	0.96 (3)	2.31 (3)	3.208 (3)	157 (3)

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1A—H1NA⋯O1Ai	0.94 (3)	1.79 (3)	2.727 (3)	173 (3)
N2A—H2NA⋯O2Ai	0.90 (3)	1.95 (3)	2.840 (4)	175 (3)
N2A—H3NA⋯O1Bii	0.87 (3)	2.00 (2)	2.863 (3)	171 (4)
N1B—H1NB⋯O1Biii	0.87 (3)	1.87 (3)	2.734 (3)	175 (3)
N2B—H2NB⋯O2Biii	0.90 (2)	1.94 (2)	2.838 (4)	170 (2)
N2B—H3NB⋯O1A	0.87 (3)	1.99 (2)	2.861 (3)	175 (4)
C5A—H5AA⋯O2Bi	0.97 (3)	2.29 (3)	3.210 (4)	158 (3)
C5B—H5BA⋯O2Aiv	0.96 (3)	2.31 (3)	3.208 (3)	157 (3)

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