In the title compound, C
19H
15BrN
2O
4S, the indole ring system is planar and the S atom has a distorted tetrahedral configuration. The dihedral angle between the sulfonyl-bound phenyl ring and the indole ring system is 71.19 (8)°. The orientations of the phenylsulfonyl and methylpyrrolidine-2,5-dione substituents with respect to the indole moiety are influenced by intramolecular C—H
O and C—H
Br interactions. The pyrrolidine ring adopts an extremely flattened envelope conformation. Weak C—H
O interactions generate rings of motifs
S(5),
S(6),
R21(5) and
R22(9).
Supporting information
CCDC reference: 227869
Key indicators
- Single-crystal X-ray study
- T = 293 K
- Mean (C-C) = 0.003 Å
- R factor = 0.025
- wR factor = 0.071
- Data-to-parameter ratio = 18.1
checkCIF/PLATON results
No syntax errors found
Alert level C
PLAT432_ALERT_2_C Short Inter X...Y Contact O1 .. C16 = 2.96 Ang.
0 ALERT level A = In general: serious problem
0 ALERT level B = Potentially serious problem
1 ALERT level C = Check and explain
0 ALERT level G = General alerts; check
0 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
1 ALERT type 2 Indicator that the structure model may be wrong or deficient
0 ALERT type 3 Indicator that the structure quality may be low
0 ALERT type 4 Improvement, methodology, query or suggestion
Data collection: SMART (Siemens, 1996); cell refinement: SAINT (Siemens, 1996); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 1997); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL, PARST (Nardelli, 1995) and PLATON (Spek, 2003).
1-(3-Bromo-1-phenylsulfonyl-1
H-indol-2-ylmethyl)-pyrrolidine-2,5-dione
top
Crystal data top
C19H15BrN2O4S | F(000) = 904 |
Mr = 447.30 | Dx = 1.636 Mg m−3 |
Monoclinic, P21/c | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ybc | Cell parameters from 6536 reflections |
a = 11.4561 (5) Å | θ = 2.4–28.2° |
b = 15.1588 (7) Å | µ = 2.41 mm−1 |
c = 11.6819 (5) Å | T = 293 K |
β = 116.493 (1)° | Block, yellow |
V = 1815.65 (14) Å3 | 0.58 × 0.42 × 0.40 mm |
Z = 4 | |
Data collection top
Siemens SMART CCD area-detector diffractometer | 4435 independent reflections |
Radiation source: fine-focus sealed tube | 3837 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.016 |
Detector resolution: 8.33 pixels mm-1 | θmax = 28.3°, θmin = 2.4° |
ω scans | h = −13→15 |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | k = −20→13 |
Tmin = 0.287, Tmax = 0.382 | l = −15→15 |
11117 measured reflections | |
Refinement top
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)] = 0.026 | H-atom parameters constrained |
wR(F2) = 0.071 | w = 1/[σ2(Fo2) + (0.0359P)2 + 0.5632P] where P = (Fo2 + 2Fc2)/3 |
S = 1.05 | (Δ/σ)max = 0.001 |
4435 reflections | Δρmax = 0.28 e Å−3 |
245 parameters | Δρmin = −0.44 e Å−3 |
0 restraints | Extinction correction: SHELXTL, Fc*=kFc[1+0.001xFc2λ3/sin(2θ)]-1/4 |
Primary atom site location: structure-invariant direct methods | Extinction coefficient: 0.0086 (6) |
Special details top
Experimental. The data collection covered over a hemisphere of reciprocal space by a
combination of three sets of exposures; each set had a different φ angle (0,
88 and 180°) for the crystal and each exposure of 30 s covered 0.3° in ω.
The crystal-to-detector distance was 5 cm and the detector swing angle was
-35°. Crystal decay was monitored by repeating fifty initial frames at the
end of data collection and analysing the intensity of duplicate reflections,
and was found to be negligible. |
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 (Å2) top | x | y | z | Uiso*/Ueq | |
Br1 | 0.693042 (19) | 0.317961 (13) | 0.513413 (19) | 0.04797 (8) | |
S1 | 0.32789 (4) | 0.11116 (2) | 0.11800 (3) | 0.02715 (9) | |
O1 | 0.24114 (12) | 0.18474 (8) | 0.07634 (12) | 0.0384 (3) | |
O2 | 0.36123 (13) | 0.06762 (8) | 0.02846 (11) | 0.0414 (3) | |
O3 | 0.41767 (13) | 0.15540 (11) | 0.52188 (14) | 0.0546 (4) | |
O4 | 0.10358 (13) | 0.30528 (9) | 0.19258 (14) | 0.0486 (3) | |
N1 | 0.46774 (11) | 0.14616 (8) | 0.23594 (12) | 0.0262 (2) | |
N2 | 0.28091 (12) | 0.23007 (8) | 0.34121 (12) | 0.0277 (3) | |
C1 | 0.48541 (14) | 0.22058 (9) | 0.31667 (14) | 0.0255 (3) | |
C2 | 0.61502 (14) | 0.23000 (10) | 0.38996 (14) | 0.0278 (3) | |
C3 | 0.68499 (15) | 0.16156 (10) | 0.36280 (15) | 0.0284 (3) | |
C4 | 0.81730 (16) | 0.13963 (13) | 0.41362 (17) | 0.0385 (4) | |
H4 | 0.8804 | 0.1742 | 0.4766 | 0.046* | |
C5 | 0.85142 (17) | 0.06522 (13) | 0.3676 (2) | 0.0446 (4) | |
H5 | 0.9387 | 0.0490 | 0.4014 | 0.053* | |
C6 | 0.75794 (18) | 0.01384 (12) | 0.2716 (2) | 0.0430 (4) | |
H6 | 0.7845 | −0.0356 | 0.2423 | 0.052* | |
C7 | 0.62675 (17) | 0.03441 (11) | 0.21879 (18) | 0.0369 (4) | |
H7 | 0.5646 | 0.0001 | 0.1545 | 0.044* | |
C8 | 0.59177 (14) | 0.10913 (10) | 0.26643 (14) | 0.0266 (3) | |
C9 | 0.26462 (15) | 0.03279 (10) | 0.18707 (14) | 0.0291 (3) | |
C10 | 0.13103 (16) | 0.03258 (13) | 0.14548 (16) | 0.0409 (4) | |
H10 | 0.0786 | 0.0757 | 0.0896 | 0.049* | |
C11 | 0.07684 (19) | −0.03385 (16) | 0.18937 (19) | 0.0530 (5) | |
H11 | −0.0128 | −0.0355 | 0.1622 | 0.064* | |
C12 | 0.1554 (2) | −0.09677 (15) | 0.27259 (19) | 0.0548 (5) | |
H12 | 0.1186 | −0.1411 | 0.3011 | 0.066* | |
C13 | 0.2880 (2) | −0.09485 (15) | 0.3142 (2) | 0.0585 (6) | |
H13 | 0.3403 | −0.1376 | 0.3710 | 0.070* | |
C14 | 0.34431 (18) | −0.02972 (13) | 0.27206 (19) | 0.0456 (4) | |
H14 | 0.4341 | −0.0281 | 0.3005 | 0.055* | |
C15 | 0.37913 (15) | 0.27755 (10) | 0.31684 (16) | 0.0296 (3) | |
H15A | 0.4179 | 0.3228 | 0.3816 | 0.036* | |
H15B | 0.3359 | 0.3069 | 0.2346 | 0.036* | |
C16 | 0.30911 (16) | 0.17301 (11) | 0.44331 (16) | 0.0328 (3) | |
C17 | 0.18181 (17) | 0.13910 (12) | 0.43492 (16) | 0.0368 (4) | |
H17A | 0.1789 | 0.1459 | 0.5162 | 0.044* | |
H17B | 0.1699 | 0.0773 | 0.4109 | 0.044* | |
C18 | 0.07776 (17) | 0.19551 (12) | 0.33221 (19) | 0.0406 (4) | |
H18A | 0.0129 | 0.1587 | 0.2668 | 0.049* | |
H18B | 0.0345 | 0.2328 | 0.3691 | 0.049* | |
C19 | 0.14935 (15) | 0.25068 (11) | 0.27656 (16) | 0.0329 (3) | |
Atomic displacement parameters (Å2) top | U11 | U22 | U33 | U12 | U13 | U23 |
Br1 | 0.04806 (12) | 0.04465 (12) | 0.04639 (12) | −0.01466 (8) | 0.01677 (9) | −0.01905 (8) |
S1 | 0.03059 (18) | 0.02760 (18) | 0.02245 (17) | −0.00364 (13) | 0.01110 (14) | 0.00045 (13) |
O1 | 0.0374 (6) | 0.0353 (6) | 0.0350 (6) | 0.0035 (5) | 0.0093 (5) | 0.0087 (5) |
O2 | 0.0531 (7) | 0.0460 (7) | 0.0307 (6) | −0.0090 (6) | 0.0235 (6) | −0.0094 (5) |
O3 | 0.0394 (7) | 0.0724 (10) | 0.0484 (8) | 0.0106 (7) | 0.0163 (6) | 0.0240 (7) |
O4 | 0.0357 (6) | 0.0511 (8) | 0.0575 (8) | 0.0118 (6) | 0.0194 (6) | 0.0193 (7) |
N1 | 0.0250 (6) | 0.0242 (6) | 0.0308 (6) | −0.0019 (5) | 0.0137 (5) | −0.0050 (5) |
N2 | 0.0272 (6) | 0.0287 (6) | 0.0313 (6) | 0.0014 (5) | 0.0169 (5) | 0.0003 (5) |
C1 | 0.0296 (7) | 0.0230 (7) | 0.0284 (7) | −0.0029 (5) | 0.0170 (6) | −0.0023 (6) |
C2 | 0.0298 (7) | 0.0280 (7) | 0.0289 (7) | −0.0060 (6) | 0.0160 (6) | −0.0046 (6) |
C3 | 0.0282 (7) | 0.0312 (8) | 0.0310 (7) | −0.0020 (6) | 0.0179 (6) | 0.0030 (6) |
C4 | 0.0270 (8) | 0.0485 (10) | 0.0420 (9) | −0.0022 (7) | 0.0171 (7) | 0.0050 (8) |
C5 | 0.0336 (9) | 0.0486 (11) | 0.0598 (11) | 0.0102 (7) | 0.0284 (8) | 0.0164 (9) |
C6 | 0.0465 (10) | 0.0331 (9) | 0.0648 (12) | 0.0099 (7) | 0.0387 (9) | 0.0068 (8) |
C7 | 0.0419 (9) | 0.0278 (8) | 0.0490 (10) | 0.0002 (6) | 0.0276 (8) | −0.0037 (7) |
C8 | 0.0276 (7) | 0.0259 (7) | 0.0325 (7) | −0.0001 (5) | 0.0189 (6) | 0.0025 (6) |
C9 | 0.0315 (7) | 0.0296 (7) | 0.0257 (7) | −0.0086 (6) | 0.0122 (6) | −0.0025 (6) |
C10 | 0.0311 (8) | 0.0517 (10) | 0.0336 (8) | −0.0092 (7) | 0.0089 (7) | −0.0011 (8) |
C11 | 0.0376 (9) | 0.0749 (14) | 0.0452 (10) | −0.0265 (9) | 0.0173 (8) | −0.0087 (10) |
C12 | 0.0611 (12) | 0.0582 (13) | 0.0465 (11) | −0.0304 (10) | 0.0251 (10) | 0.0003 (9) |
C13 | 0.0581 (12) | 0.0523 (12) | 0.0618 (13) | −0.0077 (10) | 0.0237 (10) | 0.0242 (10) |
C14 | 0.0373 (9) | 0.0459 (10) | 0.0516 (10) | −0.0020 (8) | 0.0179 (8) | 0.0174 (9) |
C15 | 0.0318 (7) | 0.0237 (7) | 0.0388 (8) | −0.0003 (6) | 0.0207 (6) | −0.0018 (6) |
C16 | 0.0355 (8) | 0.0339 (8) | 0.0327 (8) | 0.0025 (6) | 0.0185 (7) | 0.0011 (6) |
C17 | 0.0439 (9) | 0.0343 (8) | 0.0384 (9) | −0.0076 (7) | 0.0238 (7) | −0.0021 (7) |
C18 | 0.0314 (8) | 0.0459 (10) | 0.0494 (10) | −0.0043 (7) | 0.0225 (8) | 0.0000 (8) |
C19 | 0.0286 (7) | 0.0335 (8) | 0.0385 (8) | 0.0018 (6) | 0.0168 (6) | −0.0005 (7) |
Geometric parameters (Å, º) top
Br1—C2 | 1.8726 (15) | C7—C8 | 1.397 (2) |
S1—O2 | 1.4256 (12) | C7—H7 | 0.93 |
S1—O1 | 1.4273 (12) | C9—C14 | 1.382 (2) |
S1—N1 | 1.6665 (12) | C9—C10 | 1.384 (2) |
S1—C9 | 1.7633 (15) | C10—C11 | 1.395 (3) |
O3—C16 | 1.201 (2) | C10—H10 | 0.93 |
O4—C19 | 1.210 (2) | C11—C12 | 1.373 (3) |
N1—C8 | 1.4175 (18) | C11—H11 | 0.93 |
N1—C1 | 1.4258 (18) | C12—C13 | 1.373 (3) |
N2—C19 | 1.3871 (19) | C12—H12 | 0.93 |
N2—C16 | 1.390 (2) | C13—C14 | 1.384 (3) |
N2—C15 | 1.4666 (19) | C13—H13 | 0.93 |
C1—C2 | 1.351 (2) | C14—H14 | 0.93 |
C1—C15 | 1.493 (2) | C15—H15A | 0.97 |
C2—C3 | 1.430 (2) | C15—H15B | 0.97 |
C3—C4 | 1.399 (2) | C16—C17 | 1.508 (2) |
C3—C8 | 1.402 (2) | C17—C18 | 1.522 (3) |
C4—C5 | 1.379 (3) | C17—H17A | 0.97 |
C4—H4 | 0.93 | C17—H17B | 0.97 |
C5—C6 | 1.392 (3) | C18—C19 | 1.507 (2) |
C5—H5 | 0.93 | C18—H18A | 0.97 |
C6—C7 | 1.382 (2) | C18—H18B | 0.97 |
C6—H6 | 0.93 | | |
| | | |
O2—S1—O1 | 119.03 (8) | C9—C10—C11 | 118.46 (18) |
O2—S1—N1 | 106.30 (7) | C9—C10—H10 | 120.8 |
O1—S1—N1 | 107.43 (7) | C11—C10—H10 | 120.8 |
O2—S1—C9 | 108.86 (7) | C12—C11—C10 | 120.20 (18) |
O1—S1—C9 | 108.46 (8) | C12—C11—H11 | 119.9 |
N1—S1—C9 | 106.02 (7) | C10—C11—H11 | 119.9 |
C8—N1—C1 | 108.45 (11) | C11—C12—C13 | 120.54 (18) |
C8—N1—S1 | 124.60 (10) | C11—C12—H12 | 119.7 |
C1—N1—S1 | 126.82 (10) | C13—C12—H12 | 119.7 |
C19—N2—C16 | 112.81 (13) | C12—C13—C14 | 120.5 (2) |
C19—N2—C15 | 121.68 (13) | C12—C13—H13 | 119.8 |
C16—N2—C15 | 124.56 (13) | C14—C13—H13 | 119.8 |
C2—C1—N1 | 107.12 (12) | C9—C14—C13 | 118.77 (18) |
C2—C1—C15 | 127.20 (13) | C9—C14—H14 | 120.6 |
N1—C1—C15 | 125.67 (13) | C13—C14—H14 | 120.6 |
C1—C2—C3 | 110.44 (13) | N2—C15—C1 | 114.40 (12) |
C1—C2—Br1 | 125.13 (11) | N2—C15—H15A | 108.7 |
C3—C2—Br1 | 124.41 (11) | C1—C15—H15A | 108.7 |
C4—C3—C8 | 119.93 (15) | N2—C15—H15B | 108.7 |
C4—C3—C2 | 133.34 (15) | C1—C15—H15B | 108.7 |
C8—C3—C2 | 106.72 (13) | H15A—C15—H15B | 107.6 |
C5—C4—C3 | 118.08 (17) | O3—C16—N2 | 124.01 (15) |
C5—C4—H4 | 121.0 | O3—C16—C17 | 128.01 (16) |
C3—C4—H4 | 121.0 | N2—C16—C17 | 107.98 (14) |
C4—C5—C6 | 121.43 (16) | C16—C17—C18 | 104.74 (13) |
C4—C5—H5 | 119.3 | C16—C17—H17A | 110.8 |
C6—C5—H5 | 119.3 | C18—C17—H17A | 110.8 |
C7—C6—C5 | 121.73 (16) | C16—C17—H17B | 110.8 |
C7—C6—H6 | 119.1 | C18—C17—H17B | 110.8 |
C5—C6—H6 | 119.1 | H17A—C17—H17B | 108.9 |
C6—C7—C8 | 116.94 (16) | C19—C18—C17 | 105.45 (13) |
C6—C7—H7 | 121.5 | C19—C18—H18A | 110.7 |
C8—C7—H7 | 121.5 | C17—C18—H18A | 110.7 |
C7—C8—C3 | 121.88 (14) | C19—C18—H18B | 110.7 |
C7—C8—N1 | 130.87 (14) | C17—C18—H18B | 110.7 |
C3—C8—N1 | 107.24 (12) | H18A—C18—H18B | 108.8 |
C14—C9—C10 | 121.57 (15) | O4—C19—N2 | 124.63 (15) |
C14—C9—S1 | 121.08 (12) | O4—C19—C18 | 127.39 (15) |
C10—C9—S1 | 117.19 (13) | N2—C19—C18 | 107.96 (14) |
| | | |
O2—S1—N1—C8 | −23.42 (14) | S1—N1—C8—C3 | 174.70 (10) |
O1—S1—N1—C8 | −151.86 (12) | O2—S1—C9—C14 | 70.94 (16) |
C9—S1—N1—C8 | 92.33 (13) | O1—S1—C9—C14 | −158.16 (15) |
O2—S1—N1—C1 | 151.95 (12) | N1—S1—C9—C14 | −43.05 (16) |
O1—S1—N1—C1 | 23.50 (14) | O2—S1—C9—C10 | −104.44 (14) |
C9—S1—N1—C1 | −92.31 (13) | O1—S1—C9—C10 | 26.45 (15) |
C8—N1—C1—C2 | 1.95 (16) | N1—S1—C9—C10 | 141.57 (13) |
S1—N1—C1—C2 | −174.03 (11) | C14—C9—C10—C11 | −1.3 (3) |
C8—N1—C1—C15 | −179.07 (13) | S1—C9—C10—C11 | 174.07 (14) |
S1—N1—C1—C15 | 5.0 (2) | C9—C10—C11—C12 | 0.5 (3) |
N1—C1—C2—C3 | −1.76 (17) | C10—C11—C12—C13 | 0.4 (3) |
C15—C1—C2—C3 | 179.28 (14) | C11—C12—C13—C14 | −0.4 (4) |
N1—C1—C2—Br1 | 179.91 (10) | C10—C9—C14—C13 | 1.3 (3) |
C15—C1—C2—Br1 | 0.9 (2) | S1—C9—C14—C13 | −173.93 (17) |
C1—C2—C3—C4 | −177.51 (17) | C12—C13—C14—C9 | −0.4 (4) |
Br1—C2—C3—C4 | 0.8 (3) | C19—N2—C15—C1 | −140.86 (14) |
C1—C2—C3—C8 | 0.91 (17) | C16—N2—C15—C1 | 51.1 (2) |
Br1—C2—C3—C8 | 179.26 (10) | C2—C1—C15—N2 | −123.55 (16) |
C8—C3—C4—C5 | −1.0 (2) | N1—C1—C15—N2 | 57.7 (2) |
C2—C3—C4—C5 | 177.26 (17) | C19—N2—C16—O3 | −170.09 (17) |
C3—C4—C5—C6 | 1.2 (3) | C15—N2—C16—O3 | −1.1 (3) |
C4—C5—C6—C7 | −0.6 (3) | C19—N2—C16—C17 | 10.26 (18) |
C5—C6—C7—C8 | −0.3 (3) | C15—N2—C16—C17 | 179.20 (13) |
C6—C7—C8—C3 | 0.4 (2) | O3—C16—C17—C18 | 170.18 (19) |
C6—C7—C8—N1 | −178.06 (15) | N2—C16—C17—C18 | −10.18 (18) |
C4—C3—C8—C7 | 0.2 (2) | C16—C17—C18—C19 | 6.67 (18) |
C2—C3—C8—C7 | −178.48 (14) | C16—N2—C19—O4 | 172.64 (17) |
C4—C3—C8—N1 | 179.01 (13) | C15—N2—C19—O4 | 3.3 (2) |
C2—C3—C8—N1 | 0.33 (16) | C16—N2—C19—C18 | −5.79 (19) |
C1—N1—C8—C7 | 177.27 (16) | C15—N2—C19—C18 | −175.09 (14) |
S1—N1—C8—C7 | −6.6 (2) | C17—C18—C19—O4 | −179.40 (18) |
C1—N1—C8—C3 | −1.39 (16) | C17—C18—C19—N2 | −1.03 (19) |
Hydrogen-bond geometry (Å, º) top
D—H···A | D—H | H···A | D···A | D—H···A |
C7—H7···O2 | 0.93 | 2.36 | 2.901 (2) | 117 |
C10—H10···O1 | 0.93 | 2.55 | 2.911 (2) | 104 |
C15—H15A···Br1 | 0.97 | 2.83 | 3.349 (1) | 115 |
C15—H15B···O1 | 0.97 | 2.50 | 2.900 (2) | 105 |
C15—H15B···O4 | 0.97 | 2.48 | 2.857 (2) | 103 |
C4—H4···O4i | 0.93 | 2.70 | 3.541 (2) | 152 |
C7—H7···O2ii | 0.93 | 2.82 | 3.333 (3) | 115 |
C6—H6···O2ii | 0.93 | 2.88 | 3.377 (2) | 115 |
C6—H6···O4iii | 0.93 | 2.68 | 3.478 (2) | 145 |
C12—H12···O4iv | 0.93 | 2.70 | 3.500 (3) | 144 |
C14—H14···O3v | 0.93 | 2.79 | 3.317 (2) | 117 |
C13—H13···O3v | 0.93 | 2.50 | 3.181 (2) | 131 |
C15—H15A···O2vi | 0.97 | 2.67 | 3.481 (2) | 142 |
C17—H17A···O1vi | 0.97 | 2.67 | 3.053 (2) | 104 |
C17—H17A···O4vi | 0.97 | 2.67 | 3.603 (3) | 162 |
C18—H18B···O1vi | 0.97 | 2.81 | 3.189 (2) | 104 |
C17—H17B···Cg4 | 0.97 | 2.87 | 3.635 (2) | 136 |
Symmetry codes: (i) x+1, −y+1/2, z+1/2; (ii) −x+1, −y, −z; (iii) −x+1, y−1/2, −z+1/2; (iv) −x, y−1/2, −z+1/2; (v) −x+1, −y, −z+1; (vi) x, −y+1/2, z+1/2. |
List of graph-set motifs generated by pairs of hydrogen bonds topHydrogen bond 1 | Hydrogen bond 2 | Ring |
| | |
C7—H7···O2 | - | S(6) |
C10—H10···O1 | - | S(5) |
C15—H15A···Br1 | - | S(5) |
C15—H15B···O1 | - | S(6) |
C15—H15B···O4 | - | S(5) |
C7—H7···O2ii | C6—H6···O2ii | R21(5) |
C14—H14···O3v | C13—H13···O3v | R21(5) |
C17—H17A···O1vi | C18—H18B···O1vi | R21(5) |
C15—H15A···O2vi | C17—H17A···O1vi | R22(9) |
C15—H15A···O2vi | C18—H18B···O1vi | R22(9) |
Symmetry codes are as given in Table 2. |