Triphenyl­(benzoyl­methyl)phospho­nium hexa­bromo­dicadmate(II): supramolecular aggregation through extensive C—H...Br and C—H...O interactions

In the title phospho­nium metalate, (C₂₆H₂₂OP)₂[Cd₂Br₆], the two methyl­ene H atoms of the cation are involved in C—H...Br and C—H...O interactions. These interactions link the cations and the centrosymmetric anions to form rings of graph-set R₂²(9) and R₂²(12), and form chains along the c axis.

Key indicators

• Single-crystal X-ray study
• T = 120 K
• Mean [sigma](C-C) = 0.004 Å
• R factor = 0.026
• wR factor = 0.058
• Data-to-parameter ratio = 18.6

checkCIF results

No syntax errors found

ADDSYM reports no extra symmetry


 Alert Level C:



PLAT_743  Alert C Torsion Calc     0.03(9), Rep        0.00 ....    Missing su
                     BR2 -CD1 -BR2 -CD1    5.775   1.555   1.555   5.775


 0 Alert Level A = Potentially serious problem

 0 Alert Level B = Potential problem

 1 Alert Level C = Please check

---

S1. Comment

Hg^II salts exhibit strong reactivity with benzoylmethylenetriphenylphosphorane(BPPY) to form organometallics (Kalyanasundari et al., 1995, 1999). In order to determine the mode of reactivity of the ylide with a cadmium salt, the above reaction was carried out. The ¹H NMR data in DMSO-d₆ indicate the formation of a phosphonium derivative and also reveal that it was different from (C₆H₅)₃P⁺·CH₂COC₆H₅Br⁻. A single-crystal X-ray diffraction experiment was then performed to obtain the structural details of the new phosphonium derivative, (I).

The results show that centrosymmetric dimers are formed from CdBr₃ and Ph₃PCH2COPh units, yielding Cd₂Br₆²⁻ ions in which Cd²⁺ is tetrahedrally coordinated to two terminal and two bridging Br⁻ ions (Fig. 1). The Cd₂Br₆²⁻ ion is interposed between the two phosphonium cations, and the two bridging Br⁻ ions are unsymmetrically bonded to Cd. The H1—C1—H2 angle [107.97 (1)°] indicates that the angle around the ylidic carbon of the parent ylide [115.3 (4)° and 123.0 (4)° corresponding to two non-equivalent molecules in the asymmetric unit; Kalyanasundari et al., 1994] has been reduced because of protonation at the ylidic carbon. The torsion angle P1—C1—-C2–O1 [19.1 (3)°] is slightly larger than theose found in the parent ylide [0.9 (8) and −2.2 (9)°] and confirms the near cis orientation of the P and O centres. The P1···O1 distance [2.918 (2) Å] is comparable to that observed in the parent ylide and is significantly shorter than the sum of the van der Waals radii of P and O (3.3 Å; Dunitz, 1979).

The dimeric structure is stabilized mainly by two types of secondary interactions, viz. a C1—H1···O1 interaction and a C1—H2···Br1 interaction (Table 2). The former, which links the cations along the b axis (Fig. 2), can be considered to be strong (Jeffrey, 1997), with the H1···O1 distance being 2.48 (3) Å and the C1—H1···O1 angle 167 (2)°. The latter, an interaction between H2 and Br1 within the asymmetric unit at a distance of3.584 (2) Å, is comparable to the corresponding distance in Cl₃CH⁺·Br⁻ (3.56 Å in an average of four structures; Steiner, 1998). In conjunction, both interactions link cations and anions along the c axis, forming then layers perpendicular to the a axis, as shown in Fig. 2. These layers are linked along the a axis through other weaker C—H···Br interactions, summarized in Table 2. The hydrogen bonding involving the –P—CH– group in the ylide and in phosphonium salts (Yufit et al., 2000; Baby Mariyatra et al., 2002) may arise due to the acidity of the CH group.

The phosphonium metalate formation contrasts to the C-coordination of the BPPY ylide with Hg^II (Kalyanasundari et al., 1995) and the O-coordination with U^VI (Kalyanasundari, 1998). It is, however, comparable to the formation of a tetracholorocobaltate salt formed by the reaction of the same ylide with CoCl₂·6H₂O (Albanese et al., 1989). The formation of the phosphonium and Cd₂Br₆²⁻ ions can be accounted by the initial hydrolysis of CdBr₂, with subsequent interaction of a H atom and Br⁻ with the ylidic carbon and CdBr₂, respectively.

S2. Experimental

The title compound was prepared by the reaction of CdBr₂ and benzoylmethylenetriphenylphosphorane (BPPY) in methanol in a 1:1 ratio. Slow evaporation of the solvent gave twinned crystals. ¹H NMR (DMSO-d₆, p.p.m.): δ 6.12 [d, 2H, ₂J(P—H) = 13.2 Hz], 8.08–7.36 (m, 20 H). Diffraction quality crystals of (I) were obtained by recrystallizing these crystals in ethanol. [Please check the reformatted NMR data]

S3. Refinement

All H atoms were located from difference Fourier maps and their positions and isotropic displacement parameters were refined. The C—H bond distances range from 0.88 (3) to 0.99 (3) Å.

Computing details

Data collection: SMART-NT (Bruker, 1998); cell refinement: SMART-NT; data reduction: SAINT-NT (Bruker, 1998); program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: SHELXTL-NT (Bruker, 1998); software used to prepare material for publication: SHELXTL-NT.

Figures

	Fig. 1. Displacement ellipsoid plot (30% probability) of (I), showing the centrosymmetric dimers formed by the cations through hydrogen bonding with the anion. H atoms not involved in hydrogen bonding have been omitted for clarity.
	Fig. 2. Packing plot showing the two main C—H interactions forming layers of cations and anions perpendicular to the a axis. H atoms, except for H1 and H2, and the C atoms of the phenyl rings of the triphenylphosphonium fragment have been omitted for clarity.

Bis(benzoylmethyltriphenylphosphonium) hexabromocadmate(II)

Crystal data

(C26H22OP)2[Cd2Br6]	Dx = 1.874 Mg m^−3
Mr = 1467.08	Melting point: 480 K
Orthorhombic, Pbcn	Mo Kα radiation, λ = 0.71073 Å
a = 25.7075 (15) Å	Cell parameters from 736 reflections
b = 10.7351 (9) Å	θ = 10.3–20.5°
c = 18.8469 (14) Å	µ = 5.53 mm^−1
V = 5201.2 (7) Å^3	T = 120 K
Z = 4	Irregular prism, colourless
F(000) = 2832	0.42 × 0.28 × 0.15 mm

Data collection

Bruker SMART 6K CCD diffractometer	7011 independent reflections
Radiation source: fine-focus sealed tube	5580 reflections with I > 2σ(I)
Graphite monochromator	Rint = 0.033
ω scans	θmax = 29.2°, θmin = 1.6°
Absorption correction: integration (XPREP in SHELXTL; Bruker, 1998)	h = −30→35
Tmin = 0.221, Tmax = 0.531	k = −14→14
30677 measured reflections	l = −25→22

Refinement

Refinement on F^2	Primary atom site location: structure-invariant direct methods
Least-squares matrix: full	Secondary atom site location: difference Fourier map
R[F^2 > 2σ(F^2)] = 0.026	Hydrogen site location: difference Fourier map
wR(F^2) = 0.058	All H-atom parameters refined
S = 1.02	w = 1/[σ^2(Fo^2) + (0.0241P)^2 + 2.9606P] where P = (Fo^2 + 2Fc^2)/3
7011 reflections	(Δ/σ)max = 0.005
377 parameters	Δρmax = 0.59 e Å^−3
0 restraints	Δρmin = −0.35 e Å^−3

Special details

Experimental. Three sets of ω scans (each scan 0.3° in ω, exposure time 5 s), each set at different ϕ and/or 2θ angles, nominally covered a full hemisphere of reciprocal space. Crystal to detector distance 4.85 cm.

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.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Ų)

	x	y	z	Uiso*/Ueq
P1	0.81856 (2)	0.85336 (5)	0.21150 (3)	0.01542 (12)
O1	0.74102 (6)	1.02180 (15)	0.15165 (10)	0.0234 (4)
C1	0.78389 (9)	0.8309 (2)	0.12956 (13)	0.0169 (4)
H1	0.7735 (11)	0.747 (3)	0.1290 (15)	0.029 (7)*
H2	0.8072 (11)	0.842 (3)	0.0940 (16)	0.029 (8)*
C2	0.74049 (8)	0.9251 (2)	0.11824 (13)	0.0174 (5)
C3	0.69897 (9)	0.8954 (2)	0.06627 (13)	0.0184 (5)
C4	0.65562 (10)	0.9732 (2)	0.06364 (15)	0.0248 (5)
H4	0.6545 (10)	1.037 (3)	0.0929 (15)	0.023 (7)*
C5	0.61546 (10)	0.9497 (3)	0.01745 (16)	0.0308 (6)
H5	0.5862 (11)	0.997 (3)	0.0165 (16)	0.036 (8)*
C6	0.61789 (11)	0.8468 (3)	−0.02700 (16)	0.0327 (6)
H6	0.5899 (11)	0.829 (3)	−0.0586 (17)	0.032 (8)*
C7	0.66080 (11)	0.7693 (3)	−0.02530 (15)	0.0318 (6)
H7	0.6618 (11)	0.697 (3)	−0.0530 (16)	0.034 (8)*
C8	0.70135 (10)	0.7926 (2)	0.02110 (14)	0.0239 (5)
H8	0.7293 (10)	0.739 (3)	0.0232 (14)	0.025 (7)*
C11	0.86171 (9)	0.7235 (2)	0.22024 (14)	0.0196 (5)
C12	0.85504 (11)	0.6309 (2)	0.27060 (18)	0.0320 (6)
H12	0.8269 (11)	0.630 (2)	0.3016 (16)	0.029 (8)*
C13	0.89092 (13)	0.5344 (3)	0.2740 (2)	0.0497 (10)
H13	0.8871 (13)	0.483 (3)	0.309 (2)	0.057 (11)*
C14	0.93247 (11)	0.5312 (3)	0.2289 (2)	0.0475 (10)
H14	0.9559 (13)	0.470 (3)	0.2291 (19)	0.059 (11)*
C15	0.93950 (11)	0.6220 (3)	0.1785 (2)	0.0421 (8)
H15	0.9641 (13)	0.621 (3)	0.1479 (19)	0.042 (10)*
C16	0.90429 (10)	0.7198 (2)	0.17421 (17)	0.0302 (6)
H16	0.9087 (11)	0.783 (3)	0.1409 (17)	0.037 (8)*
C21	0.85954 (8)	0.9885 (2)	0.21095 (12)	0.0165 (4)
C22	0.85828 (9)	1.0754 (2)	0.15625 (14)	0.0194 (5)
H22	0.8358 (11)	1.069 (2)	0.1194 (16)	0.023 (7)*
C23	0.89408 (9)	1.1727 (2)	0.15653 (15)	0.0229 (5)
H23	0.8931 (11)	1.225 (3)	0.1207 (16)	0.029 (8)*
C24	0.92984 (9)	1.1828 (2)	0.21082 (15)	0.0232 (5)
H24	0.9545 (9)	1.247 (2)	0.2105 (14)	0.018 (6)*
C25	0.93108 (10)	1.0959 (2)	0.26490 (15)	0.0243 (5)
H25	0.9544 (10)	1.102 (2)	0.3003 (15)	0.021 (7)*
C26	0.89619 (9)	0.9980 (2)	0.26494 (14)	0.0209 (5)
H26	0.8968 (10)	0.938 (2)	0.3019 (15)	0.021 (7)*
C31	0.77178 (9)	0.8556 (2)	0.28185 (13)	0.0177 (5)
C32	0.77547 (10)	0.9408 (2)	0.33720 (14)	0.0222 (5)
H32	0.8047 (11)	1.001 (3)	0.3383 (15)	0.033 (8)*
C33	0.73757 (10)	0.9417 (2)	0.38975 (15)	0.0270 (6)
H33	0.7413 (11)	0.996 (3)	0.4252 (16)	0.034 (8)*
C34	0.69659 (10)	0.8593 (2)	0.38699 (16)	0.0275 (6)
H34	0.6746 (10)	0.859 (2)	0.4220 (15)	0.019 (7)*
C35	0.69293 (10)	0.7746 (2)	0.33214 (15)	0.0274 (6)
H35	0.6645 (11)	0.726 (3)	0.3307 (15)	0.028 (7)*
C36	0.72998 (10)	0.7721 (2)	0.27949 (15)	0.0248 (5)
H36	0.7272 (10)	0.715 (3)	0.2422 (15)	0.028 (7)*
Cd1	0.956982 (7)	0.875041 (16)	−0.031861 (10)	0.02295 (5)
Br1	0.859434 (10)	0.91625 (3)	−0.022661 (14)	0.02725 (6)
Br2	0.995107 (10)	1.08317 (2)	−0.090586 (14)	0.02800 (6)
Br3	0.977350 (11)	0.66634 (2)	−0.086962 (16)	0.03278 (7)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
P1	0.0153 (2)	0.0127 (2)	0.0182 (3)	−0.0007 (2)	−0.0006 (2)	0.0010 (2)
O1	0.0229 (8)	0.0160 (8)	0.0313 (10)	0.0014 (6)	−0.0035 (8)	−0.0045 (7)
C1	0.0180 (11)	0.0144 (10)	0.0184 (12)	0.0001 (9)	−0.0006 (9)	−0.0010 (9)
C2	0.0158 (10)	0.0156 (10)	0.0210 (12)	−0.0007 (8)	0.0019 (9)	0.0036 (9)
C3	0.0184 (10)	0.0174 (11)	0.0194 (12)	−0.0026 (8)	−0.0006 (9)	0.0058 (9)
C4	0.0232 (12)	0.0212 (13)	0.0301 (15)	−0.0007 (10)	−0.0026 (11)	0.0018 (11)
C5	0.0201 (12)	0.0340 (15)	0.0382 (17)	0.0015 (11)	−0.0061 (12)	0.0080 (13)
C6	0.0291 (14)	0.0413 (16)	0.0277 (15)	−0.0098 (12)	−0.0118 (12)	0.0052 (13)
C7	0.0387 (15)	0.0318 (15)	0.0250 (14)	−0.0074 (12)	−0.0068 (12)	−0.0036 (12)
C8	0.0248 (12)	0.0250 (12)	0.0219 (13)	−0.0006 (10)	−0.0012 (10)	0.0012 (10)
C11	0.0173 (10)	0.0123 (10)	0.0293 (14)	−0.0003 (8)	−0.0042 (10)	0.0002 (9)
C12	0.0243 (13)	0.0252 (13)	0.0463 (18)	−0.0011 (11)	−0.0015 (13)	0.0132 (13)
C13	0.0355 (17)	0.0246 (14)	0.089 (3)	−0.0019 (12)	−0.0135 (18)	0.0259 (18)
C14	0.0247 (15)	0.0168 (13)	0.101 (3)	0.0055 (11)	−0.0127 (17)	0.0023 (16)
C15	0.0214 (13)	0.0299 (15)	0.075 (3)	0.0065 (11)	0.0037 (15)	−0.0066 (16)
C16	0.0238 (12)	0.0228 (13)	0.0440 (18)	0.0009 (10)	0.0018 (12)	0.0010 (12)
C21	0.0163 (10)	0.0130 (10)	0.0203 (12)	−0.0015 (8)	0.0002 (9)	−0.0013 (9)
C22	0.0190 (11)	0.0183 (11)	0.0208 (12)	0.0006 (9)	−0.0025 (10)	0.0025 (10)
C23	0.0231 (12)	0.0185 (11)	0.0271 (14)	−0.0004 (9)	0.0007 (10)	0.0067 (11)
C24	0.0201 (11)	0.0172 (11)	0.0324 (15)	−0.0047 (9)	0.0033 (11)	−0.0013 (10)
C25	0.0204 (12)	0.0267 (13)	0.0257 (14)	−0.0045 (10)	−0.0035 (11)	−0.0009 (11)
C26	0.0207 (11)	0.0222 (11)	0.0199 (13)	−0.0018 (9)	−0.0009 (9)	0.0048 (10)
C31	0.0180 (10)	0.0157 (10)	0.0193 (12)	0.0013 (8)	0.0007 (9)	0.0029 (9)
C32	0.0241 (12)	0.0193 (11)	0.0233 (13)	−0.0002 (9)	−0.0009 (10)	−0.0003 (10)
C33	0.0322 (14)	0.0246 (13)	0.0243 (14)	0.0013 (11)	0.0040 (11)	−0.0053 (11)
C34	0.0281 (13)	0.0256 (13)	0.0290 (14)	0.0035 (10)	0.0109 (12)	0.0040 (11)
C35	0.0237 (12)	0.0239 (12)	0.0345 (16)	−0.0049 (10)	0.0081 (11)	0.0012 (11)
C36	0.0277 (12)	0.0196 (11)	0.0271 (14)	−0.0044 (10)	0.0024 (11)	−0.0022 (11)
Cd1	0.02299 (9)	0.02385 (9)	0.02202 (9)	−0.00582 (7)	−0.00038 (8)	−0.00068 (7)
Br1	0.02342 (12)	0.03517 (14)	0.02317 (13)	−0.00226 (10)	0.00096 (10)	−0.00185 (11)
Br2	0.03181 (13)	0.03014 (13)	0.02204 (13)	−0.01177 (11)	−0.00516 (11)	0.00515 (11)
Br3	0.03696 (14)	0.02285 (12)	0.03854 (17)	−0.00389 (11)	0.01012 (13)	−0.00145 (12)

Geometric parameters (Å, º)

P1—C11	1.789 (2)	C15—H15	0.85 (3)
P1—C31	1.790 (2)	C16—H16	0.93 (3)
P1—C21	1.793 (2)	C21—C26	1.390 (3)
P1—C1	1.799 (2)	C21—C22	1.391 (3)
O1—C2	1.214 (3)	C22—C23	1.392 (3)
C1—C2	1.521 (3)	C22—H22	0.91 (3)
C1—H1	0.94 (3)	C23—C24	1.380 (4)
C1—H2	0.91 (3)	C23—H23	0.88 (3)
C2—C3	1.484 (3)	C24—C25	1.382 (4)
C3—C4	1.394 (3)	C24—H24	0.94 (2)
C3—C8	1.394 (3)	C25—C26	1.382 (3)
C4—C5	1.374 (4)	C25—H25	0.90 (3)
C4—H4	0.88 (3)	C26—H26	0.95 (3)
C5—C6	1.388 (4)	C31—C32	1.391 (3)
C5—H5	0.91 (3)	C31—C36	1.400 (3)
C6—C7	1.382 (4)	C32—C33	1.389 (4)
C6—H6	0.96 (3)	C32—H32	0.99 (3)
C7—C8	1.384 (4)	C33—C34	1.377 (4)
C7—H7	0.94 (3)	C33—H33	0.89 (3)
C8—H8	0.92 (3)	C34—C35	1.380 (4)
C11—C12	1.385 (4)	C34—H34	0.87 (3)
C11—C16	1.397 (4)	C35—C36	1.376 (4)
C12—C13	1.389 (4)	C35—H35	0.90 (3)
C12—H12	0.93 (3)	C36—H36	0.94 (3)
C13—C14	1.366 (5)	Cd1—Br3	2.5243 (4)
C13—H13	0.86 (4)	Cd1—Br1	2.5523 (3)
C14—C15	1.373 (5)	Cd1—Br2^i	2.6540 (4)
C14—H14	0.89 (4)	Cd1—Br2	2.6791 (3)
C15—C16	1.388 (4)
C11—P1—C31	111.04 (11)	C16—C15—H15	117 (2)
C11—P1—C21	105.46 (10)	C15—C16—C11	119.7 (3)
C31—P1—C21	112.83 (10)	C15—C16—H16	120.6 (19)
C11—P1—C1	106.35 (11)	C11—C16—H16	119.7 (19)
C31—P1—C1	107.74 (11)	C26—C21—C22	120.6 (2)
C21—P1—C1	113.25 (11)	C26—C21—P1	116.96 (18)
C2—C1—P1	113.23 (16)	C22—C21—P1	122.25 (18)
C2—C1—H1	115.4 (17)	C21—C22—C23	119.0 (2)
P1—C1—H1	106.2 (17)	C21—C22—H22	121.9 (17)
C2—C1—H2	106.9 (18)	C23—C22—H22	119.0 (17)
P1—C1—H2	106.7 (18)	C24—C23—C22	120.1 (2)
H1—C1—H2	108 (2)	C24—C23—H23	122.5 (19)
O1—C2—C3	122.3 (2)	C22—C23—H23	117.4 (19)
O1—C2—C1	119.2 (2)	C23—C24—C25	120.6 (2)
C3—C2—C1	118.5 (2)	C23—C24—H24	120.1 (16)
C4—C3—C8	119.2 (2)	C25—C24—H24	119.2 (16)
C4—C3—C2	118.0 (2)	C26—C25—C24	119.9 (2)
C8—C3—C2	122.8 (2)	C26—C25—H25	119.0 (17)
C5—C4—C3	120.9 (3)	C24—C25—H25	121.1 (17)
C5—C4—H4	121.0 (18)	C25—C26—C21	119.7 (2)
C3—C4—H4	118.2 (18)	C25—C26—H26	120.4 (16)
C4—C5—C6	119.7 (3)	C21—C26—H26	119.9 (16)
C4—C5—H5	122 (2)	C32—C31—C36	119.8 (2)
C6—C5—H5	118 (2)	C32—C31—P1	121.25 (18)
C7—C6—C5	120.1 (3)	C36—C31—P1	118.90 (18)
C7—C6—H6	119.6 (18)	C33—C32—C31	119.4 (2)
C5—C6—H6	120.4 (18)	C33—C32—H32	120.7 (17)
C6—C7—C8	120.5 (3)	C31—C32—H32	119.9 (17)
C6—C7—H7	120.6 (19)	C34—C33—C32	120.4 (3)
C8—C7—H7	118.8 (19)	C34—C33—H33	122.2 (19)
C7—C8—C3	119.7 (2)	C32—C33—H33	117.5 (19)
C7—C8—H8	120.2 (17)	C33—C34—C35	120.3 (3)
C3—C8—H8	120.0 (17)	C33—C34—H34	118.1 (17)
C12—C11—C16	120.2 (2)	C35—C34—H34	121.5 (17)
C12—C11—P1	123.1 (2)	C36—C35—C34	120.4 (2)
C16—C11—P1	116.77 (19)	C36—C35—H35	122.1 (18)
C11—C12—C13	119.0 (3)	C34—C35—H35	117.3 (18)
C11—C12—H12	122.1 (17)	C35—C36—C31	119.7 (2)
C13—C12—H12	118.9 (17)	C35—C36—H36	120.0 (17)
C14—C13—C12	120.6 (3)	C31—C36—H36	120.2 (17)
C14—C13—H13	123 (2)	Br3—Cd1—Br1	112.680 (11)
C12—C13—H13	116 (3)	Br3—Cd1—Br2^i	114.298 (12)
C13—C14—C15	121.1 (3)	Br1—Cd1—Br2^i	111.567 (11)
C13—C14—H14	123 (2)	Br3—Cd1—Br2	119.626 (12)
C15—C14—H14	116 (2)	Br1—Cd1—Br2	104.061 (11)
C14—C15—C16	119.4 (3)	Br2^i—Cd1—Br2	92.779 (10)
C14—C15—H15	124 (2)	Cd1^i—Br2—Cd1	87.221 (10)
Br3—Cd1—Br2—Cd1^i	−120.101 (14)	Br2^i—Cd1—Br2—Cd1^i	0.0
Br1—Cd1—Br2—Cd1^i	113.051 (12)	P1—C1—C2—O1	19.1 (3)

Symmetry code: (i) −x+2, −y+2, −z.

Hydrogen-bond geometry (Å, º)

D—H···A	D—H	H···A	D···A	D—H···A
C1—H1···O1^ii	0.94 (3)	2.48 (3)	3.405 (3)	167 (2)
C1—H2···Br1	0.91 (3)	2.70 (3)	3.584 (2)	166 (2)
C16—H16···Br2^i	0.93 (3)	3.02 (3)	3.694 (3)	131 (2)
C24—H24···Br3^i	0.94 (2)	3.06 (3)	3.710 (2)	128.0 (19)
C25—H25···Br2^iii	0.90 (3)	3.04 (3)	3.718 (3)	133 (2)

Symmetry codes: (i) −x+2, −y+2, −z; (ii) −x+3/2, y−1/2, z; (iii) x, −y+2, z+1/2.