



Supporting information
![]() | Crystallographic Information File (CIF) https://doi.org/10.1107/S1600536808016334/is2296sup1.cif |
![]() | Structure factor file (CIF format) https://doi.org/10.1107/S1600536808016334/is2296Isup2.hkl |
CCDC reference: 696490
Key indicators
- Single-crystal X-ray study
- T = 295 K
- Mean
(C-C) = 0.003 Å
- R factor = 0.043
- wR factor = 0.145
- Data-to-parameter ratio = 18.9
checkCIF/PLATON results
No syntax errors found
Alert level C PLAT420_ALERT_2_C D-H Without Acceptor N1 - H1 ... ? PLAT066_ALERT_1_C Predicted and Reported Transmissions Identical . ?
0 ALERT level A = In general: serious problem 0 ALERT level B = Potentially serious problem 2 ALERT level C = Check and explain 0 ALERT level G = General alerts; check 1 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 0 ALERT type 5 Informative message, check
1-Naphthalene sulfonyl chloride (1.19 g, 5.2 mmol) dissolved in methelene dichloride was slowly added to 9H carbazol-4-ol (0.9 g, 4.8 mmol), followed by the addition of triethylamine (0.72 g, 7 mmol) at 20 °C. The reaction mixture was warmed at 40 °C and maintained at that temperature for 4 h. The reaction mixture was cooled to 15 °C. and mixed with 10 ml of methelene dichloride and 10 ml of water. The methelene dichloride layer was separated, washed to neutral pH with 5% aqueous sodium dicarbonate solution, dried over anhydrous sodium sulfate and concentrated. The crude compound was recrystallized from toluene.
H atoms were positioned geometrically (C—H = 0.93 and N—H = 0.86 Å) and refined using riding model, with Uiso(H) = 1.2Ueq(C,N).
Data collection: APEX2 (Bruker, 2004); cell refinement: APEX2 (Bruker, 2004); data reduction: APEX2 (Bruker, 2004); program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: PLATON (Spek, 2003); software used to prepare material for publication: SHELXL97 (Sheldrick, 2008).
C22H15NO3S | F(000) = 1552 |
Mr = 373.41 | Dx = 1.434 Mg m−3 |
Orthorhombic, Pbca | Mo Kα radiation, λ = 0.71073 Å |
Hall symbol: -P 2ac 2ab | Cell parameters from 4996 reflections |
a = 14.2365 (5) Å | θ = 2.6–25.7° |
b = 9.2098 (4) Å | µ = 0.21 mm−1 |
c = 26.3865 (10) Å | T = 295 K |
V = 3459.7 (2) Å3 | Block, colourless |
Z = 8 | 0.20 × 0.16 × 0.14 mm |
Bruker Kappa APEXII diffractometer | 4600 independent reflections |
Radiation source: fine-focus sealed tube | 2928 reflections with I > 2σ(I) |
Graphite monochromator | Rint = 0.034 |
ω and ϕ scans | θmax = 29.0°, θmin = 1.5° |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | h = −19→19 |
Tmin = 0.959, Tmax = 0.971 | k = −12→5 |
22287 measured reflections | l = −36→36 |
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)] = 0.043 | Hydrogen site location: inferred from neighbouring sites |
wR(F2) = 0.144 | H-atom parameters constrained |
S = 1.06 | w = 1/[σ2(Fo2) + (0.0727P)2 + 0.3846P] where P = (Fo2 + 2Fc2)/3 |
4600 reflections | (Δ/σ)max < 0.001 |
244 parameters | Δρmax = 0.33 e Å−3 |
0 restraints | Δρmin = −0.31 e Å−3 |
C22H15NO3S | V = 3459.7 (2) Å3 |
Mr = 373.41 | Z = 8 |
Orthorhombic, Pbca | Mo Kα radiation |
a = 14.2365 (5) Å | µ = 0.21 mm−1 |
b = 9.2098 (4) Å | T = 295 K |
c = 26.3865 (10) Å | 0.20 × 0.16 × 0.14 mm |
Bruker Kappa APEXII diffractometer | 4600 independent reflections |
Absorption correction: multi-scan (SADABS; Sheldrick, 1996) | 2928 reflections with I > 2σ(I) |
Tmin = 0.959, Tmax = 0.971 | Rint = 0.034 |
22287 measured reflections |
R[F2 > 2σ(F2)] = 0.043 | 0 restraints |
wR(F2) = 0.144 | H-atom parameters constrained |
S = 1.06 | Δρmax = 0.33 e Å−3 |
4600 reflections | Δρmin = −0.31 e Å−3 |
244 parameters |
x | y | z | Uiso*/Ueq | ||
C1 | 0.97004 (12) | 0.1799 (2) | 0.69244 (7) | 0.0401 (4) | |
C2 | 1.04048 (14) | 0.2223 (2) | 0.72412 (9) | 0.0533 (5) | |
H2 | 1.0934 | 0.2681 | 0.7111 | 0.064* | |
C3 | 1.03320 (16) | 0.1971 (3) | 0.77633 (9) | 0.0604 (6) | |
H3 | 1.0817 | 0.2255 | 0.7978 | 0.072* | |
C4 | 0.95682 (15) | 0.1322 (2) | 0.79553 (8) | 0.0534 (5) | |
H4 | 0.9527 | 0.1177 | 0.8303 | 0.064* | |
C5 | 0.88229 (13) | 0.0854 (2) | 0.76414 (7) | 0.0422 (4) | |
C6 | 0.80228 (14) | 0.0161 (2) | 0.78423 (8) | 0.0515 (5) | |
H6 | 0.7964 | 0.0055 | 0.8191 | 0.062* | |
C7 | 0.73420 (15) | −0.0349 (3) | 0.75369 (8) | 0.0593 (6) | |
H7 | 0.6819 | −0.0804 | 0.7676 | 0.071* | |
C8 | 0.74173 (14) | −0.0200 (3) | 0.70142 (9) | 0.0559 (5) | |
H8 | 0.6950 | −0.0579 | 0.6807 | 0.067* | |
C9 | 0.81644 (13) | 0.0493 (2) | 0.68008 (7) | 0.0463 (5) | |
H9 | 0.8197 | 0.0595 | 0.6451 | 0.056* | |
C10 | 0.88882 (11) | 0.1055 (2) | 0.71077 (6) | 0.0380 (4) | |
C11 | 1.06625 (13) | 0.0248 (2) | 0.58490 (7) | 0.0427 (4) | |
C12 | 1.10910 (12) | 0.0642 (2) | 0.53991 (7) | 0.0399 (4) | |
C13 | 1.08949 (12) | 0.1663 (2) | 0.49984 (6) | 0.0410 (4) | |
C14 | 1.01942 (14) | 0.2671 (2) | 0.49088 (7) | 0.0484 (5) | |
H14 | 0.9690 | 0.2756 | 0.5131 | 0.058* | |
C15 | 1.02502 (17) | 0.3552 (3) | 0.44849 (8) | 0.0625 (6) | |
H15 | 0.9786 | 0.4240 | 0.4423 | 0.075* | |
C16 | 1.0999 (2) | 0.3407 (3) | 0.41514 (8) | 0.0716 (7) | |
H16 | 1.1027 | 0.4011 | 0.3869 | 0.086* | |
C17 | 1.16910 (19) | 0.2414 (3) | 0.42234 (8) | 0.0677 (7) | |
H17 | 1.2180 | 0.2317 | 0.3992 | 0.081* | |
C18 | 1.16462 (14) | 0.1546 (3) | 0.46542 (7) | 0.0520 (5) | |
C19 | 1.19433 (14) | −0.0056 (3) | 0.52798 (8) | 0.0541 (5) | |
C20 | 1.23384 (18) | −0.1090 (3) | 0.55964 (10) | 0.0730 (8) | |
H20 | 1.2903 | −0.1537 | 0.5513 | 0.088* | |
C21 | 1.1879 (2) | −0.1435 (3) | 0.60317 (11) | 0.0749 (8) | |
H21 | 1.2137 | −0.2129 | 0.6247 | 0.090* | |
C22 | 1.10310 (17) | −0.0774 (2) | 0.61653 (8) | 0.0588 (6) | |
H22 | 1.0724 | −0.1026 | 0.6464 | 0.071* | |
N1 | 1.22599 (12) | 0.0506 (2) | 0.48255 (7) | 0.0658 (6) | |
H1 | 1.2766 | 0.0244 | 0.4673 | 0.079* | |
O1 | 0.97919 (8) | 0.08998 (15) | 0.59681 (5) | 0.0457 (3) | |
O2 | 1.06505 (11) | 0.30915 (17) | 0.62191 (5) | 0.0598 (4) | |
O3 | 0.89333 (11) | 0.30371 (18) | 0.61460 (6) | 0.0626 (4) | |
S1 | 0.97877 (3) | 0.23577 (6) | 0.628849 (18) | 0.04546 (16) |
U11 | U22 | U33 | U12 | U13 | U23 | |
C1 | 0.0447 (9) | 0.0339 (10) | 0.0415 (9) | −0.0010 (8) | 0.0063 (7) | −0.0057 (7) |
C2 | 0.0490 (11) | 0.0476 (13) | 0.0633 (12) | −0.0106 (9) | 0.0029 (9) | −0.0084 (10) |
C3 | 0.0636 (13) | 0.0608 (16) | 0.0568 (12) | −0.0069 (11) | −0.0150 (10) | −0.0117 (11) |
C4 | 0.0691 (13) | 0.0501 (13) | 0.0410 (10) | 0.0017 (11) | −0.0053 (9) | −0.0041 (9) |
C5 | 0.0507 (10) | 0.0343 (11) | 0.0415 (9) | 0.0051 (8) | 0.0033 (8) | 0.0004 (7) |
C6 | 0.0607 (12) | 0.0488 (13) | 0.0452 (10) | 0.0043 (10) | 0.0121 (9) | 0.0085 (9) |
C7 | 0.0482 (12) | 0.0624 (16) | 0.0674 (14) | −0.0075 (10) | 0.0138 (10) | 0.0132 (11) |
C8 | 0.0442 (11) | 0.0612 (15) | 0.0624 (12) | −0.0120 (10) | −0.0029 (9) | 0.0051 (10) |
C9 | 0.0447 (10) | 0.0512 (13) | 0.0432 (10) | −0.0032 (9) | 0.0001 (8) | 0.0022 (8) |
C10 | 0.0389 (9) | 0.0338 (10) | 0.0414 (9) | 0.0029 (8) | 0.0046 (7) | −0.0014 (7) |
C11 | 0.0463 (10) | 0.0393 (11) | 0.0426 (9) | −0.0011 (8) | −0.0025 (8) | −0.0088 (8) |
C12 | 0.0386 (9) | 0.0385 (11) | 0.0425 (9) | −0.0004 (8) | −0.0005 (7) | −0.0118 (8) |
C13 | 0.0425 (9) | 0.0443 (12) | 0.0362 (8) | −0.0069 (8) | 0.0027 (7) | −0.0110 (8) |
C14 | 0.0557 (11) | 0.0483 (13) | 0.0411 (10) | −0.0015 (10) | 0.0005 (8) | −0.0048 (8) |
C15 | 0.0870 (17) | 0.0538 (15) | 0.0466 (11) | −0.0035 (12) | −0.0115 (11) | −0.0014 (10) |
C16 | 0.106 (2) | 0.0670 (18) | 0.0423 (11) | −0.0281 (16) | 0.0004 (12) | −0.0027 (11) |
C17 | 0.0813 (16) | 0.0796 (19) | 0.0423 (11) | −0.0303 (15) | 0.0199 (11) | −0.0164 (11) |
C18 | 0.0510 (11) | 0.0589 (14) | 0.0462 (10) | −0.0113 (10) | 0.0086 (8) | −0.0190 (9) |
C19 | 0.0454 (11) | 0.0576 (14) | 0.0594 (12) | 0.0075 (10) | −0.0022 (9) | −0.0221 (10) |
C20 | 0.0644 (15) | 0.0709 (18) | 0.0836 (17) | 0.0301 (13) | −0.0190 (13) | −0.0302 (14) |
C21 | 0.0970 (19) | 0.0535 (16) | 0.0741 (16) | 0.0224 (14) | −0.0333 (15) | −0.0095 (12) |
C22 | 0.0841 (16) | 0.0438 (13) | 0.0485 (11) | 0.0015 (11) | −0.0115 (10) | −0.0025 (9) |
N1 | 0.0471 (10) | 0.0849 (16) | 0.0656 (11) | 0.0042 (10) | 0.0176 (8) | −0.0262 (10) |
O1 | 0.0445 (7) | 0.0488 (9) | 0.0439 (7) | −0.0075 (6) | 0.0085 (5) | −0.0082 (6) |
O2 | 0.0657 (10) | 0.0492 (10) | 0.0646 (9) | −0.0207 (8) | 0.0269 (7) | −0.0099 (7) |
O3 | 0.0674 (10) | 0.0622 (11) | 0.0582 (9) | 0.0180 (8) | 0.0182 (7) | 0.0154 (7) |
S1 | 0.0501 (3) | 0.0403 (3) | 0.0459 (3) | −0.0033 (2) | 0.0158 (2) | −0.0008 (2) |
C1—C2 | 1.363 (3) | C12—C13 | 1.442 (3) |
C1—C10 | 1.429 (2) | C13—C14 | 1.383 (3) |
C1—S1 | 1.7594 (19) | C13—C18 | 1.407 (2) |
C2—C3 | 1.401 (3) | C14—C15 | 1.384 (3) |
C2—H2 | 0.9300 | C14—H14 | 0.9300 |
C3—C4 | 1.340 (3) | C15—C16 | 1.388 (3) |
C3—H3 | 0.9300 | C15—H15 | 0.9300 |
C4—C5 | 1.413 (3) | C16—C17 | 1.358 (4) |
C4—H4 | 0.9300 | C16—H16 | 0.9300 |
C5—C6 | 1.409 (3) | C17—C18 | 1.391 (3) |
C5—C10 | 1.424 (2) | C17—H17 | 0.9300 |
C6—C7 | 1.345 (3) | C18—N1 | 1.373 (3) |
C6—H6 | 0.9300 | C19—N1 | 1.381 (3) |
C7—C8 | 1.390 (3) | C19—C20 | 1.386 (3) |
C7—H7 | 0.9300 | C20—C21 | 1.359 (4) |
C8—C9 | 1.362 (3) | C20—H20 | 0.9300 |
C8—H8 | 0.9300 | C21—C22 | 1.398 (3) |
C9—C10 | 1.409 (2) | C21—H21 | 0.9300 |
C9—H9 | 0.9300 | C22—H22 | 0.9300 |
C11—C22 | 1.363 (3) | N1—H1 | 0.8600 |
C11—C12 | 1.383 (3) | O1—S1 | 1.5867 (14) |
C11—O1 | 1.413 (2) | O2—S1 | 1.4139 (15) |
C12—C19 | 1.409 (3) | O3—S1 | 1.4186 (15) |
C2—C1—C10 | 121.70 (18) | C18—C13—C12 | 106.01 (17) |
C2—C1—S1 | 116.71 (15) | C13—C14—C15 | 119.3 (2) |
C10—C1—S1 | 121.35 (13) | C13—C14—H14 | 120.3 |
C1—C2—C3 | 120.09 (19) | C15—C14—H14 | 120.3 |
C1—C2—H2 | 120.0 | C14—C15—C16 | 120.0 (2) |
C3—C2—H2 | 120.0 | C14—C15—H15 | 120.0 |
C4—C3—C2 | 120.4 (2) | C16—C15—H15 | 120.0 |
C4—C3—H3 | 119.8 | C17—C16—C15 | 122.2 (2) |
C2—C3—H3 | 119.8 | C17—C16—H16 | 118.9 |
C3—C4—C5 | 121.59 (19) | C15—C16—H16 | 118.9 |
C3—C4—H4 | 119.2 | C16—C17—C18 | 117.9 (2) |
C5—C4—H4 | 119.2 | C16—C17—H17 | 121.0 |
C6—C5—C4 | 121.64 (18) | C18—C17—H17 | 121.0 |
C6—C5—C10 | 118.94 (17) | N1—C18—C17 | 129.9 (2) |
C4—C5—C10 | 119.40 (17) | N1—C18—C13 | 108.96 (18) |
C7—C6—C5 | 121.01 (19) | C17—C18—C13 | 121.2 (2) |
C7—C6—H6 | 119.5 | N1—C19—C20 | 130.4 (2) |
C5—C6—H6 | 119.5 | N1—C19—C12 | 107.7 (2) |
C6—C7—C8 | 120.28 (19) | C20—C19—C12 | 121.9 (2) |
C6—C7—H7 | 119.9 | C21—C20—C19 | 118.3 (2) |
C8—C7—H7 | 119.9 | C21—C20—H20 | 120.8 |
C9—C8—C7 | 121.1 (2) | C19—C20—H20 | 120.8 |
C9—C8—H8 | 119.4 | C20—C21—C22 | 121.8 (2) |
C7—C8—H8 | 119.4 | C20—C21—H21 | 119.1 |
C8—C9—C10 | 120.37 (18) | C22—C21—H21 | 119.1 |
C8—C9—H9 | 119.8 | C11—C22—C21 | 118.6 (2) |
C10—C9—H9 | 119.8 | C11—C22—H22 | 120.7 |
C9—C10—C5 | 118.22 (16) | C21—C22—H22 | 120.7 |
C9—C10—C1 | 125.02 (16) | C18—N1—C19 | 109.83 (16) |
C5—C10—C1 | 116.75 (16) | C18—N1—H1 | 125.1 |
C22—C11—C12 | 122.49 (19) | C19—N1—H1 | 125.1 |
C22—C11—O1 | 119.68 (18) | C11—O1—S1 | 118.79 (11) |
C12—C11—O1 | 117.78 (17) | O2—S1—O3 | 119.98 (11) |
C11—C12—C19 | 116.86 (19) | O2—S1—O1 | 109.40 (8) |
C11—C12—C13 | 135.65 (17) | O3—S1—O1 | 103.61 (9) |
C19—C12—C13 | 107.48 (17) | O2—S1—C1 | 108.93 (9) |
C14—C13—C18 | 119.31 (19) | O3—S1—C1 | 108.73 (9) |
C14—C13—C12 | 134.63 (16) | O1—S1—C1 | 105.14 (8) |
C10—C1—C2—C3 | −1.9 (3) | C15—C16—C17—C18 | −1.5 (3) |
S1—C1—C2—C3 | 172.46 (18) | C16—C17—C18—N1 | −177.6 (2) |
C1—C2—C3—C4 | −0.5 (4) | C16—C17—C18—C13 | 1.6 (3) |
C2—C3—C4—C5 | 1.0 (4) | C14—C13—C18—N1 | 178.73 (17) |
C3—C4—C5—C6 | 179.5 (2) | C12—C13—C18—N1 | 0.9 (2) |
C3—C4—C5—C10 | 0.9 (3) | C14—C13—C18—C17 | −0.6 (3) |
C4—C5—C6—C7 | −176.4 (2) | C12—C13—C18—C17 | −178.51 (18) |
C10—C5—C6—C7 | 2.2 (3) | C11—C12—C19—N1 | −178.93 (17) |
C5—C6—C7—C8 | 0.0 (4) | C13—C12—C19—N1 | −0.1 (2) |
C6—C7—C8—C9 | −1.6 (4) | C11—C12—C19—C20 | 0.0 (3) |
C7—C8—C9—C10 | 1.0 (3) | C13—C12—C19—C20 | 178.8 (2) |
C8—C9—C10—C5 | 1.2 (3) | N1—C19—C20—C21 | 179.0 (2) |
C8—C9—C10—C1 | −179.92 (19) | C12—C19—C20—C21 | 0.3 (4) |
C6—C5—C10—C9 | −2.7 (3) | C19—C20—C21—C22 | −0.2 (4) |
C4—C5—C10—C9 | 175.89 (18) | C12—C11—C22—C21 | 0.7 (3) |
C6—C5—C10—C1 | 178.26 (17) | O1—C11—C22—C21 | 178.11 (18) |
C4—C5—C10—C1 | −3.1 (3) | C20—C21—C22—C11 | −0.3 (4) |
C2—C1—C10—C9 | −175.26 (19) | C17—C18—N1—C19 | 178.3 (2) |
S1—C1—C10—C9 | 10.6 (3) | C13—C18—N1—C19 | −1.0 (2) |
C2—C1—C10—C5 | 3.7 (3) | C20—C19—N1—C18 | −178.2 (2) |
S1—C1—C10—C5 | −170.45 (14) | C12—C19—N1—C18 | 0.6 (2) |
C22—C11—C12—C19 | −0.6 (3) | C22—C11—O1—S1 | 91.6 (2) |
O1—C11—C12—C19 | −177.99 (16) | C12—C11—O1—S1 | −90.91 (17) |
C22—C11—C12—C13 | −179.0 (2) | C11—O1—S1—O2 | 25.23 (16) |
O1—C11—C12—C13 | 3.6 (3) | C11—O1—S1—O3 | 154.30 (13) |
C11—C12—C13—C14 | 0.7 (4) | C11—O1—S1—C1 | −91.63 (14) |
C19—C12—C13—C14 | −177.9 (2) | C2—C1—S1—O2 | 4.21 (19) |
C11—C12—C13—C18 | 178.1 (2) | C10—C1—S1—O2 | 178.61 (15) |
C19—C12—C13—C18 | −0.5 (2) | C2—C1—S1—O3 | −128.18 (17) |
C18—C13—C14—C15 | −0.6 (3) | C10—C1—S1—O3 | 46.22 (18) |
C12—C13—C14—C15 | 176.6 (2) | C2—C1—S1—O1 | 121.38 (16) |
C13—C14—C15—C16 | 0.8 (3) | C10—C1—S1—O1 | −64.22 (16) |
C14—C15—C16—C17 | 0.3 (4) |
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2···O2 | 0.93 | 2.42 | 2.835 (3) | 107 |
C8—H8···O3i | 0.93 | 2.50 | 3.403 (3) | 164 |
C17—H17···O3ii | 0.93 | 2.54 | 3.364 (3) | 147 |
Symmetry codes: (i) −x+3/2, y−1/2, z; (ii) x+1/2, −y+1/2, −z+1. |
Experimental details
Crystal data | |
Chemical formula | C22H15NO3S |
Mr | 373.41 |
Crystal system, space group | Orthorhombic, Pbca |
Temperature (K) | 295 |
a, b, c (Å) | 14.2365 (5), 9.2098 (4), 26.3865 (10) |
V (Å3) | 3459.7 (2) |
Z | 8 |
Radiation type | Mo Kα |
µ (mm−1) | 0.21 |
Crystal size (mm) | 0.20 × 0.16 × 0.14 |
Data collection | |
Diffractometer | Bruker Kappa APEXII diffractometer |
Absorption correction | Multi-scan (SADABS; Sheldrick, 1996) |
Tmin, Tmax | 0.959, 0.971 |
No. of measured, independent and observed [I > 2σ(I)] reflections | 22287, 4600, 2928 |
Rint | 0.034 |
(sin θ/λ)max (Å−1) | 0.683 |
Refinement | |
R[F2 > 2σ(F2)], wR(F2), S | 0.043, 0.144, 1.06 |
No. of reflections | 4600 |
No. of parameters | 244 |
H-atom treatment | H-atom parameters constrained |
Δρmax, Δρmin (e Å−3) | 0.33, −0.31 |
Computer programs: APEX2 (Bruker, 2004), SHELXS97 (Sheldrick, 2008), SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2003).
D—H···A | D—H | H···A | D···A | D—H···A |
C2—H2···O2 | 0.93 | 2.42 | 2.835 (3) | 107 |
C8—H8···O3i | 0.93 | 2.50 | 3.403 (3) | 164 |
C17—H17···O3ii | 0.93 | 2.54 | 3.364 (3) | 147 |
Symmetry codes: (i) −x+3/2, y−1/2, z; (ii) x+1/2, −y+1/2, −z+1. |
Carbazole derivatives possess various biological activities, such as antitumor (Itoigawa et al., 2000), antioxidative (Tachibana et al., 2001). We report the crystal structure of the title compound, (I). The geometric parameters of the molecule of (I) (Fig. 1) agree well with the reported structures (Manivannan et al., 2005; Hosomi et al., 2000).
The plane of the carbazole ring forms a dihedral angle of 65.06 (4)° with the naphthalene ring. The torsion angles C2—C1—S1—O2 and C10—C1—S1—O3 [4.21 (19) ° and 46.22 (18)°, respectively] indicate a syn conformation of sulfonyl moiety. The molecular structure is stabilized by a weak intramolecular C—H···O interaction and the crystal packing is stabilized by weak intermolecular C—H···O interactions.