10-{4-[(2-Hy-droxy-benzyl-idene)amino]-phen-yl}-5,5-di-fluoro-1,3,7,9-tetra-methyl-5H-di-pyrrolo-[1,2-c:2',1'-f][1,3,2]di-aza-borinin-4-ium-5-uide.

The title compound, C26H24BF2N3O, comprises a boron-dipyrromethene (BODIPY) framework and a phenolic Schiff base substituent group. The BODIPY unit is close to planar [maximum deviation from the least-squares plane = 0.040 (3) Å], and forms a dihedral angle of 80.38 (13)° with the meso-substituent phenyl ring and an angle of 56.57 (13)° with the phenolic ring in the extended substituent chain. An intra-molecular O-H⋯N hydrogen bond is formed between the phenolic hydroxyl group and the Schiff base N-atom. The crystal studied was a non-merohedral twin with a BASF factor of 0.447 (3) for the two components.

Related literature

For the photophysical properties of BODIPY dyes, see: Loudet & Burgess (2007 ▶); Boens et al. (2012 ▶). For the use of related compounds for fluorescence analysis, see: Fan et al. (2012 ▶); Li et al. (2012 ▶). For the preparation of the BODIPY precursor, see: Lu et al. (2009 ▶).

Experimental

Crystal data

C26H24BF2N3O

M = 443.29

Triclinic,

a = 8.8920 (15) Å

b = 10.7480 (17) Å

c = 12.9230 (18) Å

α = 110.258 (9)°

β = 90.952 (6)°

γ = 108.408 (7)°

V = 1088.3 (3) Å3

Z = 2

Mo Kα radiation

μ = 0.10 mm−1

T = 113 K

0.24 × 0.20 × 0.18 mm

Data collection

Rigaku Saturn724 CCD-detector diffractometer

Absorption correction: multi-scan (ABSCOR; Higashi, 1995 ▶) T min = 0.978, T max = 0.983

12167 measured reflections

5171 independent reflections

2822 reflections with I > 2σ(I)

R int = 0.054

Refinement

R[F 2 > 2σ(F 2)] = 0.071

wR(F 2) = 0.217

S = 1.09

5171 reflections

304 parameters

H-atom parameters constrained

Δρmax = 0.77 e Å−3

Δρmin = −0.44 e Å−3

Data collection: CrystalClear-SM Expert (Rigaku, 2009 ▶); cell refinement: CrystalClear-SM Expert; data reduction: CrystalClear-SM Expert (Rigaku, 2009 ▶); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: PLATON (Spek, 2009 ▶); software used to prepare material for publication: CrystalStructure.

Crystal structure: contains datablock(s) I, global. DOI: 10.1107/S1600536813015523/zs2263sup1.cif

Structure factors: contains datablock(s) I. DOI: 10.1107/S1600536813015523/zs2263Isup2.hkl

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

C26H24BF2N3O	Z = 2
Mr = 443.29	F(000) = 464
Triclinic, P1	Dx = 1.353 Mg m−3
Hall symbol: -P 1	Mo Kα radiation, λ = 0.71075 Å
a = 8.8920 (15) Å	Cell parameters from 3734 reflections
b = 10.7480 (17) Å	θ = 1.7–27.9°
c = 12.9230 (18) Å	µ = 0.10 mm−1
α = 110.258 (9)°	T = 113 K
β = 90.952 (6)°	Prism, colorless
γ = 108.408 (7)°	0.24 × 0.20 × 0.18 mm
V = 1088.3 (3) Å3

Rigaku Saturn724 CCD-detector diffractometer	5171 independent reflections
Radiation source: rotating anode	2822 reflections with I > 2σ(I)
Multilayer monochromator	Rint = 0.054
Detector resolution: 14.222 pixels mm-1	θmax = 28.0°, θmin = 1.7°
ω scans	h = −11→11
Absorption correction: multi-scan (ABSCOR; Higashi, 1995)	k = −14→14
Tmin = 0.978, Tmax = 0.983	l = −16→16
12167 measured reflections

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)] = 0.071	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.217	H-atom parameters constrained
S = 1.09	w = 1/[σ2(Fo2) + (0.1035P)2 + 0.5082P] where P = (Fo2 + 2Fc2)/3
5171 reflections	(Δ/σ)max < 0.001
304 parameters	Δρmax = 0.77 e Å−3
0 restraints	Δρmin = −0.44 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
F1	0.8363 (2)	0.60168 (18)	0.29484 (15)	0.0237 (4)
F2	0.7383 (2)	0.73948 (19)	0.23512 (15)	0.0258 (5)
O1	−0.5899 (3)	0.0147 (3)	0.1083 (2)	0.0422 (7)
H1	−0.4899	0.0534	0.1182	0.063*
N1	0.5942 (3)	0.6362 (3)	0.3580 (2)	0.0185 (6)
N2	0.5944 (3)	0.4878 (3)	0.1630 (2)	0.0172 (5)
N3	−0.2990 (3)	0.1062 (3)	0.2134 (2)	0.0273 (7)
C1	0.6416 (4)	0.7349 (3)	0.4619 (3)	0.0216 (7)
C2	0.5163 (4)	0.7140 (3)	0.5250 (3)	0.0248 (7)
H2	0.5190	0.7695	0.6008	0.030*
C3	0.3881 (4)	0.5993 (3)	0.4586 (3)	0.0214 (7)
C4	0.4365 (4)	0.5496 (3)	0.3526 (2)	0.0177 (6)
C5	0.3579 (4)	0.4373 (3)	0.2536 (2)	0.0176 (6)
C6	0.4352 (4)	0.4064 (3)	0.1602 (2)	0.0178 (6)
C7	0.3803 (4)	0.3018 (3)	0.0502 (2)	0.0191 (7)
C8	0.5079 (4)	0.3232 (3)	−0.0097 (3)	0.0224 (7)
H8	0.5078	0.2698	−0.0856	0.027*
C9	0.6371 (4)	0.4374 (3)	0.0616 (3)	0.0204 (7)
C10	0.8032 (4)	0.8467 (3)	0.4960 (3)	0.0290 (8)
H10A	0.8851	0.8034	0.4958	0.043*
H10B	0.8089	0.9145	0.5710	0.043*
H10C	0.8218	0.8956	0.4434	0.043*
C11	0.2300 (4)	0.5436 (4)	0.4972 (3)	0.0275 (8)
H11A	0.2004	0.4414	0.4771	0.041*
H11B	0.1473	0.5634	0.4612	0.041*
H11C	0.2399	0.5897	0.5782	0.041*
C12	0.2217 (4)	0.1875 (3)	0.0032 (3)	0.0261 (8)
H12A	0.2071	0.1566	−0.0782	0.039*
H12B	0.1364	0.2234	0.0325	0.039*
H12C	0.2174	0.1075	0.0245	0.039*
C13	0.8007 (4)	0.4954 (4)	0.0331 (3)	0.0260 (7)
H13A	0.8350	0.5986	0.0611	0.039*
H13B	0.7977	0.4587	−0.0480	0.039*
H13C	0.8763	0.4667	0.0674	0.039*
C14	0.1879 (4)	0.3498 (3)	0.2468 (2)	0.0186 (7)
C15	0.0661 (4)	0.3993 (3)	0.2304 (3)	0.0214 (7)
H15	0.0923	0.4909	0.2278	0.026*
C16	−0.0932 (4)	0.3161 (3)	0.2177 (3)	0.0230 (7)
H16	−0.1758	0.3485	0.2025	0.028*
C17	−0.1317 (4)	0.1848 (3)	0.2273 (3)	0.0211 (7)
C18	−0.0107 (4)	0.1359 (3)	0.2457 (3)	0.0240 (7)
H18	−0.0368	0.0467	0.2527	0.029*
C19	0.1484 (4)	0.2175 (3)	0.2539 (3)	0.0218 (7)
H19	0.2308	0.1826	0.2645	0.026*
C20	−0.3510 (4)	0.0379 (3)	0.2744 (3)	0.0273 (8)
H20	−0.2780	0.0384	0.3292	0.033*
C21	−0.5211 (4)	−0.0427 (3)	0.2635 (3)	0.0269 (8)
C22	−0.6322 (4)	−0.0491 (3)	0.1813 (3)	0.0294 (8)
C23	−0.7950 (4)	−0.1246 (4)	0.1738 (3)	0.0355 (9)
H23	−0.8707	−0.1302	0.1181	0.043*
C24	−0.8441 (4)	−0.1901 (4)	0.2471 (3)	0.0360 (9)
H24	−0.9546	−0.2405	0.2426	0.043*
C25	−0.7343 (5)	−0.1839 (4)	0.3286 (3)	0.0375 (9)
H25	−0.7702	−0.2302	0.3789	0.045*
C26	−0.5743 (5)	−0.1111 (4)	0.3362 (3)	0.0329 (9)
H26	−0.4998	−0.1076	0.3916	0.039*
B1	0.6956 (4)	0.6192 (4)	0.2632 (3)	0.0195 (7)

	U11	U22	U33	U12	U13	U23
F1	0.0179 (9)	0.0254 (10)	0.0253 (10)	0.0075 (8)	0.0021 (8)	0.0066 (8)
F2	0.0269 (10)	0.0216 (9)	0.0261 (10)	0.0038 (8)	0.0033 (8)	0.0098 (8)
O1	0.0268 (14)	0.0541 (18)	0.0488 (17)	0.0098 (14)	−0.0003 (13)	0.0267 (15)
N1	0.0176 (13)	0.0181 (12)	0.0159 (13)	0.0047 (10)	0.0004 (10)	0.0029 (10)
N2	0.0160 (13)	0.0191 (12)	0.0155 (13)	0.0063 (10)	0.0038 (10)	0.0052 (10)
N3	0.0239 (15)	0.0224 (14)	0.0331 (16)	0.0067 (12)	0.0118 (13)	0.0079 (13)
C1	0.0250 (17)	0.0182 (15)	0.0190 (16)	0.0086 (13)	0.0000 (13)	0.0027 (13)
C2	0.0324 (19)	0.0231 (16)	0.0151 (15)	0.0110 (14)	0.0040 (14)	0.0011 (13)
C3	0.0245 (17)	0.0229 (16)	0.0186 (16)	0.0117 (13)	0.0048 (13)	0.0066 (13)
C4	0.0178 (15)	0.0177 (14)	0.0171 (15)	0.0053 (12)	0.0039 (12)	0.0063 (12)
C5	0.0181 (15)	0.0160 (14)	0.0193 (15)	0.0073 (12)	0.0025 (12)	0.0059 (12)
C6	0.0167 (15)	0.0169 (14)	0.0176 (15)	0.0051 (12)	0.0001 (12)	0.0046 (12)
C7	0.0217 (16)	0.0206 (15)	0.0156 (15)	0.0104 (13)	0.0007 (12)	0.0047 (13)
C8	0.0261 (17)	0.0235 (16)	0.0164 (15)	0.0099 (14)	0.0053 (13)	0.0047 (13)
C9	0.0213 (16)	0.0251 (16)	0.0192 (16)	0.0128 (13)	0.0071 (13)	0.0087 (13)
C10	0.0288 (19)	0.0207 (16)	0.0249 (18)	0.0017 (14)	−0.0013 (14)	−0.0001 (14)
C11	0.0307 (19)	0.0297 (18)	0.0207 (17)	0.0111 (15)	0.0114 (14)	0.0066 (14)
C12	0.0249 (18)	0.0234 (16)	0.0213 (17)	0.0043 (14)	−0.0049 (14)	0.0018 (14)
C13	0.0235 (17)	0.0340 (18)	0.0242 (18)	0.0122 (15)	0.0100 (14)	0.0126 (15)
C14	0.0178 (15)	0.0194 (15)	0.0158 (15)	0.0051 (12)	0.0037 (12)	0.0042 (12)
C15	0.0202 (16)	0.0188 (15)	0.0243 (17)	0.0074 (13)	0.0072 (13)	0.0061 (13)
C16	0.0210 (16)	0.0226 (16)	0.0283 (18)	0.0093 (13)	0.0059 (14)	0.0111 (14)
C17	0.0174 (15)	0.0189 (15)	0.0221 (16)	0.0037 (12)	0.0047 (13)	0.0041 (13)
C18	0.0243 (17)	0.0184 (15)	0.0251 (17)	0.0046 (13)	0.0035 (14)	0.0056 (13)
C19	0.0203 (16)	0.0223 (15)	0.0219 (16)	0.0075 (13)	0.0020 (13)	0.0072 (13)
C20	0.0262 (18)	0.0245 (17)	0.0284 (19)	0.0117 (15)	0.0027 (15)	0.0037 (15)
C21	0.0240 (17)	0.0195 (16)	0.0313 (19)	0.0086 (14)	0.0047 (15)	0.0016 (14)
C22	0.032 (2)	0.0220 (17)	0.037 (2)	0.0103 (15)	0.0113 (16)	0.0136 (16)
C23	0.0208 (18)	0.0281 (18)	0.053 (2)	0.0094 (15)	0.0026 (17)	0.0091 (18)
C24	0.0215 (18)	0.0222 (17)	0.055 (2)	0.0030 (15)	0.0114 (18)	0.0067 (17)
C25	0.036 (2)	0.0267 (18)	0.045 (2)	0.0083 (17)	0.0147 (19)	0.0104 (17)
C26	0.038 (2)	0.0262 (18)	0.038 (2)	0.0154 (16)	0.0110 (17)	0.0119 (16)
B1	0.0170 (17)	0.0195 (16)	0.0197 (18)	0.0061 (14)	0.0024 (14)	0.0047 (14)

F1—B1	1.397 (4)	C11—H11B	0.9800
F2—B1	1.402 (4)	C11—H11C	0.9800
O1—C22	1.341 (4)	C12—H12A	0.9800
O1—H1	0.8400	C12—H12B	0.9800
N1—C1	1.348 (4)	C12—H12C	0.9800
N1—C4	1.402 (4)	C13—H13A	0.9800
N1—B1	1.528 (4)	C13—H13B	0.9800
N2—C9	1.345 (4)	C13—H13C	0.9800
N2—C6	1.401 (4)	C14—C19	1.389 (4)
N2—B1	1.541 (4)	C14—C15	1.392 (4)
N3—C20	1.254 (4)	C15—C16	1.387 (4)
N3—C17	1.432 (4)	C15—H15	0.9500
C1—C2	1.398 (4)	C16—C17	1.393 (4)
C1—C10	1.492 (4)	C16—H16	0.9500
C2—C3	1.379 (4)	C17—C18	1.388 (5)
C2—H2	0.9500	C18—C19	1.389 (4)
C3—C4	1.416 (4)	C18—H18	0.9500
C3—C11	1.510 (4)	C19—H19	0.9500
C4—C5	1.397 (4)	C20—C21	1.462 (5)
C5—C6	1.390 (4)	C20—H20	0.9500
C5—C14	1.489 (4)	C21—C26	1.386 (5)
C6—C7	1.431 (4)	C21—C22	1.407 (5)
C7—C8	1.388 (4)	C22—C23	1.401 (5)
C7—C12	1.493 (4)	C23—C24	1.366 (5)
C8—C9	1.402 (4)	C23—H23	0.9500
C8—H8	0.9500	C24—C25	1.394 (6)
C9—C13	1.498 (4)	C24—H24	0.9500
C10—H10A	0.9800	C25—C26	1.373 (5)
C10—H10B	0.9800	C25—H25	0.9500
C10—H10C	0.9800	C26—H26	0.9500
C11—H11A	0.9800
C22—O1—H1	109.5	H12B—C12—H12C	109.5
C1—N1—C4	108.1 (2)	C9—C13—H13A	109.5
C1—N1—B1	126.1 (3)	C9—C13—H13B	109.5
C4—N1—B1	125.7 (3)	H13A—C13—H13B	109.5
C9—N2—C6	108.2 (2)	C9—C13—H13C	109.5
C9—N2—B1	126.7 (3)	H13A—C13—H13C	109.5
C6—N2—B1	124.9 (2)	H13B—C13—H13C	109.5
C20—N3—C17	120.2 (3)	C19—C14—C15	119.2 (3)
N1—C1—C2	109.0 (3)	C19—C14—C5	121.0 (3)
N1—C1—C10	122.3 (3)	C15—C14—C5	119.7 (3)
C2—C1—C10	128.7 (3)	C16—C15—C14	120.6 (3)
C3—C2—C1	108.6 (3)	C16—C15—H15	119.7
C3—C2—H2	125.7	C14—C15—H15	119.7
C1—C2—H2	125.7	C15—C16—C17	119.7 (3)
C2—C3—C4	106.5 (3)	C15—C16—H16	120.1
C2—C3—C11	124.4 (3)	C17—C16—H16	120.1
C4—C3—C11	129.2 (3)	C18—C17—C16	119.9 (3)
C5—C4—N1	120.1 (3)	C18—C17—N3	124.0 (3)
C5—C4—C3	132.1 (3)	C16—C17—N3	116.1 (3)
N1—C4—C3	107.8 (3)	C17—C18—C19	120.0 (3)
C6—C5—C4	121.0 (3)	C17—C18—H18	120.0
C6—C5—C14	119.2 (3)	C19—C18—H18	120.0
C4—C5—C14	119.8 (3)	C14—C19—C18	120.5 (3)
C5—C6—N2	120.8 (3)	C14—C19—H19	119.8
C5—C6—C7	131.5 (3)	C18—C19—H19	119.8
N2—C6—C7	107.7 (2)	N3—C20—C21	121.8 (3)
C8—C7—C6	106.3 (3)	N3—C20—H20	119.1
C8—C7—C12	124.0 (3)	C21—C20—H20	119.1
C6—C7—C12	129.7 (3)	C26—C21—C22	119.5 (3)
C7—C8—C9	108.0 (3)	C26—C21—C20	119.8 (3)
C7—C8—H8	126.0	C22—C21—C20	120.7 (3)
C9—C8—H8	126.0	O1—C22—C23	117.4 (3)
N2—C9—C8	109.7 (3)	O1—C22—C21	122.9 (3)
N2—C9—C13	123.8 (3)	C23—C22—C21	119.7 (3)
C8—C9—C13	126.5 (3)	C24—C23—C22	119.5 (4)
C1—C10—H10A	109.5	C24—C23—H23	120.3
C1—C10—H10B	109.5	C22—C23—H23	120.3
H10A—C10—H10B	109.5	C23—C24—C25	120.9 (3)
C1—C10—H10C	109.5	C23—C24—H24	119.5
H10A—C10—H10C	109.5	C25—C24—H24	119.5
H10B—C10—H10C	109.5	C26—C25—C24	120.1 (4)
C3—C11—H11A	109.5	C26—C25—H25	120.0
C3—C11—H11B	109.5	C24—C25—H25	120.0
H11A—C11—H11B	109.5	C25—C26—C21	120.3 (4)
C3—C11—H11C	109.5	C25—C26—H26	119.9
H11A—C11—H11C	109.5	C21—C26—H26	119.9
H11B—C11—H11C	109.5	F1—B1—F2	108.0 (3)
C7—C12—H12A	109.5	F1—B1—N1	110.6 (3)
C7—C12—H12B	109.5	F2—B1—N1	110.3 (3)
H12A—C12—H12B	109.5	F1—B1—N2	110.0 (3)
C7—C12—H12C	109.5	F2—B1—N2	110.5 (3)
H12A—C12—H12C	109.5	N1—B1—N2	107.4 (2)
C4—N1—C1—C2	−0.1 (4)	C4—C5—C14—C19	−102.0 (4)
B1—N1—C1—C2	−178.8 (3)	C6—C5—C14—C15	−99.7 (4)
C4—N1—C1—C10	−178.7 (3)	C4—C5—C14—C15	79.6 (4)
B1—N1—C1—C10	2.6 (5)	C19—C14—C15—C16	−2.0 (5)
N1—C1—C2—C3	0.2 (4)	C5—C14—C15—C16	176.4 (3)
C10—C1—C2—C3	178.7 (3)	C14—C15—C16—C17	3.4 (5)
C1—C2—C3—C4	−0.2 (4)	C15—C16—C17—C18	−2.1 (5)
C1—C2—C3—C11	180.0 (3)	C15—C16—C17—N3	179.7 (3)
C1—N1—C4—C5	−179.7 (3)	C20—N3—C17—C18	41.8 (4)
B1—N1—C4—C5	−1.0 (5)	C20—N3—C17—C16	−140.2 (3)
C1—N1—C4—C3	−0.1 (3)	C16—C17—C18—C19	−0.4 (5)
B1—N1—C4—C3	178.6 (3)	N3—C17—C18—C19	177.6 (3)
C2—C3—C4—C5	179.7 (3)	C15—C14—C19—C18	−0.6 (5)
C11—C3—C4—C5	−0.4 (6)	C5—C14—C19—C18	−179.0 (3)
C2—C3—C4—N1	0.2 (3)	C17—C18—C19—C14	1.8 (5)
C11—C3—C4—N1	180.0 (3)	C17—N3—C20—C21	179.5 (3)
N1—C4—C5—C6	2.1 (5)	N3—C20—C21—C26	−176.9 (3)
C3—C4—C5—C6	−177.4 (3)	N3—C20—C21—C22	1.7 (5)
N1—C4—C5—C14	−177.2 (3)	C26—C21—C22—O1	179.8 (3)
C3—C4—C5—C14	3.3 (5)	C20—C21—C22—O1	1.1 (5)
C4—C5—C6—N2	−0.2 (5)	C26—C21—C22—C23	−0.1 (5)
C14—C5—C6—N2	179.0 (3)	C20—C21—C22—C23	−178.7 (3)
C4—C5—C6—C7	−177.9 (3)	O1—C22—C23—C24	−179.3 (3)
C14—C5—C6—C7	1.4 (5)	C21—C22—C23—C24	0.6 (5)
C9—N2—C6—C5	−178.4 (3)	C22—C23—C24—C25	−0.6 (5)
B1—N2—C6—C5	−2.9 (4)	C23—C24—C25—C26	0.2 (5)
C9—N2—C6—C7	−0.3 (3)	C24—C25—C26—C21	0.4 (5)
B1—N2—C6—C7	175.3 (3)	C22—C21—C26—C25	−0.4 (5)
C5—C6—C7—C8	178.0 (3)	C20—C21—C26—C25	178.3 (3)
N2—C6—C7—C8	0.1 (3)	C1—N1—B1—F1	56.8 (4)
C5—C6—C7—C12	−3.2 (6)	C4—N1—B1—F1	−121.7 (3)
N2—C6—C7—C12	179.0 (3)	C1—N1—B1—F2	−62.7 (4)
C6—C7—C8—C9	0.1 (4)	C4—N1—B1—F2	118.8 (3)
C12—C7—C8—C9	−178.9 (3)	C1—N1—B1—N2	176.9 (3)
C6—N2—C9—C8	0.3 (3)	C4—N1—B1—N2	−1.6 (4)
B1—N2—C9—C8	−175.1 (3)	C9—N2—B1—F1	−61.3 (4)
C6—N2—C9—C13	−178.5 (3)	C6—N2—B1—F1	124.0 (3)
B1—N2—C9—C13	6.1 (5)	C9—N2—B1—F2	57.9 (4)
C7—C8—C9—N2	−0.2 (4)	C6—N2—B1—F2	−116.8 (3)
C7—C8—C9—C13	178.5 (3)	C9—N2—B1—N1	178.2 (3)
C6—C5—C14—C19	78.7 (4)	C6—N2—B1—N1	3.5 (4)

D—H···A	D—H	H···A	D···A	D—H···A
O1—H1···N3	0.84	1.89	2.618 (4)	145
C16—H16···F1i	0.95	2.53	3.150 (5)	123
C24—H24···F1ii	0.95	2.37	3.235 (5)	151

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
O1—H1⋯N3	0.84	1.89	2.618 (4)	145