Bis[1-cyclo-propyl-6-fluoro-4-oxo-7-(1-piperazin-4-ium-1-yl)-1,4-dihydro-quinoline-3-carboxyl-ate-κO,O]bis-(nitrato-κO)copper(II).

In the title complex, [Cu(NO(3))(2)(C(17)H(18)FN(3)O(3))(2)], the Cu(II) ion is located on an inversion center. It exhibits a distorted octa-hedral geometry, being coordinated by six O atoms, four from two ciprofloxacin ligand mol-ecules (L), which act as bidentate ligands, and two from two nitrate anions. In the ligand, the piperazine ring has a chair conformation and the quinoline system is essentially planar [maximum deviation = 0.097 (2) Å]. One of the nitrate O atoms is disordered over two positions [occupancy ratio = 0.51 (6):0.49 (6)]. There is a C-H⋯F inter-action in the complex. In the crystal, mol-ecules are linked via N-H⋯O hydrogen bonds generating a two-dimensional network lying parallel to (111). The presence of C-H⋯O inter-actions leads to the formation of a three-dimensional structure. The title complex was prepared by hydro-thermal synthesis, and the hexa-hydrate form of this complex, synthesized by conventional methods, has been reported previously [Hernandez-Gil et al. (2009 ▶). Polyhedron, 28, 138-144].

Related literature

For general background on the use of quinolones in the treatment of infections, see: Barbas et al. (2006 ▶); Basavoju et al. (2006 ▶); Xiao et al. (2005 ▶). For the synthesis and crystal structure of the hexa­hydrate form of this complex, see: Hernandez-Gil et al. (2009 ▶).

Experimental

Crystal data

[Cu(NO3)2(C17H18FN3O3)2]

M = 850.25

Triclinic,

a = 8.8921 (18) Å

b = 9.863 (2) Å

c = 11.186 (2) Å

α = 77.62 (3)°

β = 81.95 (3)°

γ = 64.15 (3)°

V = 861.1 (3) Å3

Z = 1

Mo Kα radiation

μ = 0.73 mm−1

T = 293 K

0.50 × 0.48 × 0.35 mm

Data collection

Bruker APEX CCD area-detector diffractometer

Absorption correction: multi-scan (SADABS; Sheldrick, 1996 ▶) T min = 0.713, T max = 0.785

4702 measured reflections

2935 independent reflections

2766 reflections with I > 2σ(I)

R int = 0.026

Refinement

R[F 2 > 2σ(F 2)] = 0.039

wR(F 2) = 0.136

S = 1.00

2935 reflections

269 parameters

H-atom parameters constrained

Δρmax = 0.43 e Å−3

Δρmin = −0.34 e Å−3

Data collection: SMART (Bruker, 2001 ▶); cell refinement: SAINT (Bruker, 2001 ▶); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: SHELXTL-Plus (Sheldrick, 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536812007830/su2380sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536812007830/su2380Isup2.hkl

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

[Cu(NO3)2(C17H18FN3O3)2]	Z = 1
Mr = 850.25	F(000) = 439
Triclinic, P1	Dx = 1.640 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71073 Å
a = 8.8921 (18) Å	Cell parameters from 4702 reflections
b = 9.863 (2) Å	θ = 1.9–25.0°
c = 11.186 (2) Å	µ = 0.73 mm−1
α = 77.62 (3)°	T = 293 K
β = 81.95 (3)°	Block, blue
γ = 64.15 (3)°	0.50 × 0.48 × 0.35 mm
V = 861.1 (3) Å3

Bruker APEX CCD area-detector diffractometer	2935 independent reflections
Radiation source: fine-focus sealed tube	2766 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.026
phi and ω scans	θmax = 25.0°, θmin = 1.9°
Absorption correction: multi-scan (SADABS; Sheldrick, 1996)	h = −10→10
Tmin = 0.713, Tmax = 0.785	k = −11→11
4702 measured reflections	l = −13→13

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)] = 0.039	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.136	H-atom parameters constrained
S = 1.00	w = 1/[σ2(Fo2) + (0.124P)2] where P = (Fo2 + 2Fc2)/3
2935 reflections	(Δ/σ)max = 0.010
269 parameters	Δρmax = 0.43 e Å−3
0 restraints	Δρmin = −0.34 e Å−3

Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell e.s.d.'s are taken into account in the estimation of distances, angles and torsion angles

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	Occ. (<1)
Cu1	0.00000	0.00000	0.00000	0.0353 (2)
F1	−0.35238 (18)	0.05781 (15)	0.56641 (12)	0.0421 (4)
O1	0.0564 (2)	−0.19893 (19)	−0.03746 (15)	0.0468 (5)
O2	0.13735 (19)	−0.44723 (18)	0.00732 (14)	0.0393 (5)
O3	−0.12571 (19)	−0.03396 (17)	0.14953 (13)	0.0363 (5)
O4	0.471 (2)	−0.314 (4)	0.2079 (17)	0.121 (5)	0.51 (6)
O5	0.2223 (3)	−0.2423 (4)	0.2922 (2)	0.1016 (12)
O6	0.2794 (3)	−0.1278 (3)	0.1173 (2)	0.0720 (8)
N1	−0.14125 (19)	−0.43566 (19)	0.32933 (15)	0.0255 (5)
N2	−0.3720 (2)	−0.2050 (2)	0.69774 (16)	0.0292 (5)
N3	−0.4207 (3)	−0.2834 (2)	0.95656 (17)	0.0443 (6)
N4	0.3188 (3)	−0.2350 (3)	0.20525 (19)	0.0497 (8)
C1	0.0559 (2)	−0.3170 (2)	0.03294 (18)	0.0302 (6)
C2	−0.0471 (2)	−0.3005 (2)	0.15213 (18)	0.0267 (6)
C3	−0.1197 (2)	−0.1630 (2)	0.20359 (18)	0.0276 (6)
C4	−0.1884 (2)	−0.1755 (2)	0.32806 (17)	0.0264 (6)
C5	−0.2417 (3)	−0.0520 (2)	0.39143 (19)	0.0315 (6)
C6	−0.2984 (3)	−0.0651 (2)	0.51032 (19)	0.0304 (6)
C7	−0.3090 (2)	−0.2001 (2)	0.57654 (18)	0.0271 (6)
C8	−0.2596 (2)	−0.3220 (2)	0.51328 (17)	0.0267 (5)
C9	−0.1994 (2)	−0.3108 (2)	0.39076 (17)	0.0237 (5)
C10	−0.0668 (2)	−0.4268 (2)	0.21705 (17)	0.0271 (6)
C11	−0.1454 (2)	−0.5794 (2)	0.39316 (18)	0.0283 (6)
C12	−0.1739 (3)	−0.6783 (3)	0.3222 (2)	0.0432 (8)
C13	−0.3071 (3)	−0.5953 (3)	0.4123 (2)	0.0376 (7)
C14	−0.4089 (3)	−0.3377 (3)	0.75118 (19)	0.0328 (7)
C15	−0.5121 (3)	−0.3117 (3)	0.8697 (2)	0.0410 (7)
C16	−0.3878 (3)	−0.1462 (3)	0.9029 (2)	0.0420 (7)
C17	−0.2872 (3)	−0.1690 (3)	0.78328 (19)	0.0347 (6)
O4A	0.449 (3)	−0.3490 (11)	0.1929 (13)	0.089 (5)	0.49 (6)
H3B	−0.48200	−0.26860	1.02760	0.0530*
H5A	−0.23800	0.03950	0.35130	0.0380*
H3A	−0.32310	−0.36560	0.97240	0.0530*
H10A	−0.02510	−0.51320	0.18030	0.0330*
H11A	−0.06810	−0.63430	0.45940	0.0340*
H12A	−0.11320	−0.78830	0.34430	0.0520*
H12B	−0.19280	−0.64120	0.23560	0.0520*
H13A	−0.40620	−0.50830	0.37990	0.0450*
H13B	−0.32660	−0.65540	0.48860	0.0450*
H14A	−0.30510	−0.42850	0.76610	0.0390*
H14B	−0.46950	−0.35400	0.69400	0.0390*
H15A	−0.61880	−0.22440	0.85430	0.0490*
H15B	−0.53360	−0.40080	0.90530	0.0490*
H16A	−0.32700	−0.12930	0.95960	0.0500*
H16B	−0.49310	−0.05670	0.88960	0.0500*
H17A	−0.27240	−0.07680	0.74670	0.0420*
H17B	−0.17730	−0.25190	0.79800	0.0420*
H8A	−0.26680	−0.41200	0.55330	0.0320*

	U11	U22	U33	U12	U13	U23
Cu1	0.0494 (3)	0.0258 (3)	0.0272 (3)	−0.0183 (2)	0.0170 (2)	−0.0044 (2)
F1	0.0648 (8)	0.0285 (7)	0.0343 (7)	−0.0209 (6)	0.0109 (6)	−0.0136 (5)
O1	0.0742 (11)	0.0322 (9)	0.0315 (8)	−0.0263 (9)	0.0212 (8)	−0.0074 (7)
O2	0.0513 (9)	0.0299 (8)	0.0326 (8)	−0.0148 (7)	0.0116 (7)	−0.0113 (6)
O3	0.0487 (8)	0.0213 (8)	0.0304 (8)	−0.0131 (7)	0.0152 (6)	−0.0018 (6)
O4	0.064 (5)	0.163 (13)	0.055 (4)	0.015 (7)	0.000 (3)	0.005 (8)
O5	0.0879 (17)	0.178 (3)	0.0495 (13)	−0.0775 (19)	0.0127 (12)	−0.0038 (16)
O6	0.0717 (13)	0.0698 (15)	0.0623 (13)	−0.0261 (12)	0.0013 (11)	0.0021 (11)
N1	0.0326 (8)	0.0233 (9)	0.0226 (8)	−0.0148 (7)	0.0013 (6)	−0.0028 (6)
N2	0.0388 (9)	0.0288 (9)	0.0221 (8)	−0.0178 (8)	0.0051 (7)	−0.0053 (7)
N3	0.0597 (12)	0.0404 (11)	0.0237 (9)	−0.0153 (10)	0.0072 (8)	−0.0059 (8)
N4	0.0666 (14)	0.0604 (16)	0.0317 (11)	−0.0352 (13)	−0.0028 (10)	−0.0082 (10)
C1	0.0362 (10)	0.0317 (11)	0.0246 (10)	−0.0165 (9)	0.0020 (8)	−0.0059 (8)
C2	0.0314 (9)	0.0259 (10)	0.0228 (10)	−0.0133 (8)	0.0009 (7)	−0.0029 (7)
C3	0.0300 (9)	0.0243 (10)	0.0260 (10)	−0.0110 (8)	0.0014 (8)	−0.0018 (8)
C4	0.0304 (9)	0.0223 (10)	0.0250 (10)	−0.0116 (8)	0.0017 (8)	−0.0019 (8)
C5	0.0417 (10)	0.0237 (10)	0.0302 (10)	−0.0177 (9)	0.0027 (8)	−0.0008 (8)
C6	0.0389 (10)	0.0258 (11)	0.0279 (10)	−0.0148 (9)	0.0029 (8)	−0.0077 (8)
C7	0.0286 (9)	0.0301 (11)	0.0237 (10)	−0.0137 (9)	0.0020 (7)	−0.0059 (8)
C8	0.0327 (9)	0.0270 (10)	0.0220 (9)	−0.0160 (9)	−0.0004 (7)	−0.0004 (7)
C9	0.0268 (9)	0.0224 (10)	0.0228 (9)	−0.0119 (8)	−0.0009 (7)	−0.0028 (7)
C10	0.0311 (9)	0.0258 (10)	0.0247 (10)	−0.0123 (8)	0.0022 (8)	−0.0064 (8)
C11	0.0353 (10)	0.0239 (11)	0.0279 (10)	−0.0156 (9)	0.0010 (8)	−0.0038 (8)
C12	0.0637 (14)	0.0417 (13)	0.0394 (12)	−0.0367 (12)	0.0117 (11)	−0.0148 (10)
C13	0.0439 (12)	0.0423 (13)	0.0343 (11)	−0.0290 (11)	0.0060 (9)	−0.0033 (9)
C14	0.0410 (11)	0.0338 (12)	0.0267 (11)	−0.0208 (10)	0.0035 (8)	−0.0036 (9)
C15	0.0488 (12)	0.0411 (13)	0.0314 (11)	−0.0231 (11)	0.0090 (10)	−0.0006 (9)
C16	0.0591 (13)	0.0348 (12)	0.0294 (11)	−0.0160 (11)	0.0017 (10)	−0.0107 (9)
C17	0.0457 (11)	0.0331 (11)	0.0279 (10)	−0.0177 (10)	0.0016 (9)	−0.0101 (8)
O4A	0.132 (11)	0.040 (7)	0.050 (5)	−0.006 (4)	0.011 (5)	0.004 (3)

Cu1—O1	1.9267 (18)	C4—C5	1.408 (3)
Cu1—O3	1.9293 (16)	C4—C9	1.406 (3)
Cu1—O6	2.637 (3)	C5—C6	1.355 (3)
Cu1—O1i	1.9267 (18)	C6—C7	1.413 (3)
Cu1—O3i	1.9293 (16)	C7—C8	1.399 (3)
Cu1—O6i	2.637 (3)	C8—C9	1.399 (3)
F1—C6	1.352 (2)	C11—C13	1.495 (4)
O1—C1	1.260 (3)	C11—C12	1.500 (3)
O2—C1	1.243 (2)	C12—C13	1.504 (4)
O3—C3	1.268 (2)	C14—C15	1.505 (3)
O4—N4	1.23 (3)	C16—C17	1.503 (3)
O4A—N4	1.229 (17)	C5—H5A	0.9300
O5—N4	1.216 (4)	C8—H8A	0.9300
O6—N4	1.239 (3)	C10—H10A	0.9300
N1—C9	1.402 (3)	C11—H11A	0.9800
N1—C11	1.458 (3)	C12—H12A	0.9700
N1—C10	1.339 (3)	C12—H12B	0.9700
N2—C7	1.392 (3)	C13—H13A	0.9700
N2—C14	1.470 (3)	C13—H13B	0.9700
N2—C17	1.480 (3)	C14—H14A	0.9700
N3—C15	1.489 (4)	C14—H14B	0.9700
N3—C16	1.492 (3)	C15—H15A	0.9700
N3—H3A	0.9000	C15—H15B	0.9700
N3—H3B	0.9000	C16—H16A	0.9700
C1—C2	1.505 (3)	C16—H16B	0.9700
C2—C10	1.370 (3)	C17—H17A	0.9700
C2—C3	1.433 (3)	C17—H17B	0.9700
C3—C4	1.443 (3)
O1—Cu1—O3	93.27 (8)	C7—C8—C9	121.13 (17)
O1—Cu1—O6	86.89 (9)	N1—C9—C4	118.31 (17)
O1—Cu1—O1i	180.00	C4—C9—C8	120.46 (17)
O1—Cu1—O3i	86.74 (8)	N1—C9—C8	121.16 (17)
O1—Cu1—O6i	93.11 (9)	N1—C10—C2	125.14 (18)
O3—Cu1—O6	90.88 (8)	N1—C11—C13	119.88 (18)
O1i—Cu1—O3	86.74 (8)	N1—C11—C12	119.26 (17)
O3—Cu1—O3i	180.00	C12—C11—C13	60.31 (16)
O3—Cu1—O6i	89.12 (8)	C11—C12—C13	59.67 (17)
O1i—Cu1—O6	93.11 (9)	C11—C13—C12	60.02 (17)
O3i—Cu1—O6	89.12 (8)	N2—C14—C15	110.3 (2)
O6—Cu1—O6i	180.00	N3—C15—C14	109.6 (2)
O1i—Cu1—O3i	93.27 (8)	N3—C16—C17	110.1 (2)
O1i—Cu1—O6i	86.89 (9)	N2—C17—C16	110.8 (2)
O3i—Cu1—O6i	90.88 (8)	C4—C5—H5A	120.00
Cu1—O1—C1	129.10 (15)	C6—C5—H5A	120.00
Cu1—O3—C3	125.15 (14)	C7—C8—H8A	119.00
Cu1—O6—N4	127.7 (2)	C9—C8—H8A	119.00
C9—N1—C10	119.56 (17)	N1—C10—H10A	117.00
C9—N1—C11	119.69 (16)	C2—C10—H10A	117.00
C10—N1—C11	120.40 (16)	N1—C11—H11A	115.00
C7—N2—C14	115.73 (17)	C12—C11—H11A	115.00
C7—N2—C17	116.41 (19)	C13—C11—H11A	115.00
C14—N2—C17	112.28 (18)	C11—C12—H12A	118.00
C15—N3—C16	110.14 (18)	C11—C12—H12B	118.00
O4—N4—O5	122.7 (10)	C13—C12—H12A	118.00
O4—N4—O6	113.2 (11)	C13—C12—H12B	118.00
O5—N4—O6	122.6 (3)	H12A—C12—H12B	115.00
O4A—N4—O5	118.8 (8)	C11—C13—H13A	118.00
O4A—N4—O6	117.4 (7)	C11—C13—H13B	118.00
C15—N3—H3B	110.00	C12—C13—H13A	118.00
C16—N3—H3A	110.00	C12—C13—H13B	118.00
C15—N3—H3A	110.00	H13A—C13—H13B	115.00
H3A—N3—H3B	108.00	N2—C14—H14A	110.00
C16—N3—H3B	110.00	N2—C14—H14B	110.00
O1—C1—C2	119.11 (17)	C15—C14—H14A	110.00
O1—C1—O2	122.29 (19)	C15—C14—H14B	110.00
O2—C1—C2	118.60 (17)	H14A—C14—H14B	108.00
C3—C2—C10	118.39 (18)	N3—C15—H15A	110.00
C1—C2—C3	123.98 (17)	N3—C15—H15B	110.00
C1—C2—C10	117.58 (17)	C14—C15—H15A	110.00
C2—C3—C4	116.32 (17)	C14—C15—H15B	110.00
O3—C3—C2	125.45 (18)	H15A—C15—H15B	108.00
O3—C3—C4	118.23 (17)	N3—C16—H16A	110.00
C3—C4—C9	121.71 (17)	N3—C16—H16B	110.00
C3—C4—C5	120.11 (18)	C17—C16—H16A	110.00
C5—C4—C9	118.15 (18)	C17—C16—H16B	110.00
C4—C5—C6	120.65 (19)	H16A—C16—H16B	108.00
F1—C6—C5	118.54 (18)	N2—C17—H17A	110.00
C5—C6—C7	122.64 (18)	N2—C17—H17B	110.00
F1—C6—C7	118.78 (18)	C16—C17—H17A	109.00
N2—C7—C8	123.21 (18)	C16—C17—H17B	110.00
N2—C7—C6	119.81 (17)	H17A—C17—H17B	108.00
C6—C7—C8	116.94 (18)
O3—Cu1—O1—C1	−20.0 (2)	C16—N3—C15—C14	59.7 (3)
O6—Cu1—O1—C1	70.7 (2)	C15—N3—C16—C17	−58.6 (3)
O3i—Cu1—O1—C1	160.0 (2)	O1—C1—C2—C3	−12.9 (3)
O6i—Cu1—O1—C1	−109.3 (2)	O1—C1—C2—C10	169.7 (2)
O1—Cu1—O3—C3	15.06 (19)	O2—C1—C2—C3	167.3 (2)
O6—Cu1—O3—C3	−71.87 (18)	O2—C1—C2—C10	−10.1 (3)
O1i—Cu1—O3—C3	−164.94 (19)	C1—C2—C3—O3	9.7 (3)
O6i—Cu1—O3—C3	108.13 (18)	C1—C2—C3—C4	−169.18 (18)
O1—Cu1—O6—N4	−59.5 (2)	C10—C2—C3—O3	−172.9 (2)
O3—Cu1—O6—N4	33.7 (2)	C10—C2—C3—C4	8.3 (3)
O1i—Cu1—O6—N4	120.5 (2)	C1—C2—C10—N1	173.62 (19)
O3i—Cu1—O6—N4	−146.3 (2)	C3—C2—C10—N1	−4.0 (3)
Cu1—O1—C1—O2	−159.28 (17)	O3—C3—C4—C5	−7.5 (3)
Cu1—O1—C1—C2	20.9 (3)	O3—C3—C4—C9	174.55 (19)
Cu1—O3—C3—C2	−13.6 (3)	C2—C3—C4—C5	171.5 (2)
Cu1—O3—C3—C4	165.31 (14)	C2—C3—C4—C9	−6.5 (3)
Cu1—O6—N4—O4	149.8 (15)	C3—C4—C5—C6	−176.6 (2)
Cu1—O6—N4—O5	−44.3 (4)	C9—C4—C5—C6	1.4 (4)
C10—N1—C9—C4	4.7 (3)	C3—C4—C9—N1	0.1 (3)
C10—N1—C9—C8	−172.32 (19)	C3—C4—C9—C8	177.10 (19)
C11—N1—C9—C4	177.84 (18)	C5—C4—C9—N1	−177.9 (2)
C11—N1—C9—C8	0.9 (3)	C5—C4—C9—C8	−0.9 (3)
C9—N1—C10—C2	−2.8 (3)	C4—C5—C6—F1	−178.3 (2)
C11—N1—C10—C2	−175.92 (19)	C4—C5—C6—C7	−0.6 (4)
C9—N1—C11—C12	147.5 (2)	F1—C6—C7—N2	−0.9 (3)
C9—N1—C11—C13	76.9 (2)	F1—C6—C7—C8	176.9 (2)
C10—N1—C11—C12	−39.4 (3)	C5—C6—C7—N2	−178.5 (2)
C10—N1—C11—C13	−110.0 (2)	C5—C6—C7—C8	−0.7 (4)
C14—N2—C7—C6	168.5 (2)	N2—C7—C8—C9	178.99 (19)
C14—N2—C7—C8	−9.2 (3)	C6—C7—C8—C9	1.3 (3)
C17—N2—C7—C6	−56.3 (3)	C7—C8—C9—N1	176.45 (19)
C17—N2—C7—C8	126.0 (2)	C7—C8—C9—C4	−0.5 (3)
C7—N2—C14—C15	−166.8 (2)	N1—C11—C12—C13	−109.8 (2)
C17—N2—C14—C15	56.3 (3)	N1—C11—C13—C12	108.7 (2)
C7—N2—C17—C16	168.18 (19)	N2—C14—C15—N3	−58.1 (3)
C14—N2—C17—C16	−55.2 (3)	N3—C16—C17—N2	55.6 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N3—H3A···O2ii	0.90	1.86	2.749 (3)	170
N3—H3B···O4iii	0.90	2.00	2.838 (19)	155
N3—H3B···O6iii	0.90	2.21	2.995 (3)	146
C13—H13A···O4iv	0.97	2.40	3.25 (3)	147
C13—H13B···O5ii	0.97	2.58	3.382 (3)	140
C15—H15A···O3v	0.97	2.57	3.514 (3)	165
C17—H17A···F1	0.97	2.18	2.857 (3)	125

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N3—H3A⋯O2i	0.90	1.86	2.749 (3)	170
N3—H3B⋯O4ii	0.90	2.00	2.838 (19)	155
N3—H3B⋯O6ii	0.90	2.21	2.995 (3)	146
C13—H13A⋯O4iii	0.97	2.40	3.25 (3)	147
C13—H13B⋯O5i	0.97	2.58	3.382 (3)	140
C15—H15A⋯O3iv	0.97	2.57	3.514 (3)	165
C17—H17A⋯F1	0.97	2.18	2.857 (3)	125

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