Crystal structure and Hirshfeld surface analysis of 4-cyano-N-[(4-cyano­phen­yl)sulfon­yl]-N-[2-(5-methyl­furan-2-yl)phen­yl]benzene­sulfonamide

The crystal structure features C—H...O and C—H...N hydrogen bonds, which link the mol­ecules into layers parallel to the (100) plane. IC—H...π inter­actions and weak van der Waals inter­actions occur between the layers.

Key indicators

Structure: I

• Single-crystal X-ray study
• T = 100 K
• Mean [sigma](C-C) = 0.002 Å
• R factor = 0.036
• wR factor = 0.095
• Data-to-parameter ratio = 15.3

checkCIF/PLATON results

No syntax errors found



Alert level G
PLAT230_ALERT_2_G Hirshfeld Test Diff for    C15      --C18      .        5.4 s.u.
PLAT230_ALERT_2_G Hirshfeld Test Diff for    C22      --C25      .        5.1 s.u.
PLAT300_ALERT_4_G Atom Site Occupancy of H11A       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11B       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11C       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11D       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11E       Constrained at        0.5 Check
PLAT300_ALERT_4_G Atom Site Occupancy of H11F       Constrained at        0.5 Check
PLAT398_ALERT_2_G Deviating  C-O-C   Angle From 120 for O1       .      107.6 Degree
PLAT432_ALERT_2_G Short Inter X...Y Contact  O5       ..C14      .       2.96 Ang.
                                                1-x,1-y,1-z  =      2_666 Check
PLAT480_ALERT_4_G Long H...A H-Bond Reported H11B     ..N3       .       2.67 Ang.
PLAT883_ALERT_1_G No Info/Value for _atom_sites_solution_primary .     Please Do !
PLAT899_ALERT_4_G SHELXL2018 is Deprecated and Succeeded by SHELXL     2019/3 Note
PLAT912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         40 Note
PLAT978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          3 Info
PLAT992_ALERT_5_G Repd & Actual _reflns_number_gt Values Differ by          2 Check

   0 ALERT level A = Most likely a serious problem - resolve or explain
   0 ALERT level B = A potentially serious problem, consider carefully
   0 ALERT level C = Check. Ensure it is not caused by an omission or oversight
  16 ALERT level G = General information/check it is not something unexpected

   1 ALERT type 1 CIF construction/syntax error, inconsistent or missing data
   5 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
   9 ALERT type 4 Improvement, methodology, query or suggestion
   1 ALERT type 5 Informative message, check

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Computing details

Data collection: CrysAlis PRO 1.171.41.117a (Rigaku OD, 2021); cell refinement: CrysAlis PRO 1.171.41.117a (Rigaku OD, 2021); data reduction: CrysAlis PRO 1.171.41.117a (Rigaku OD, 2021); program(s) used to solve structure: SHELXL2016/6 (Sheldrick, 2008); program(s) used to refine structure: SHELXL2016/6 (Sheldrick, 2015); molecular graphics: ORTEP-3 for Windows (Farrugia, 2012); software used to prepare material for publication: PLATON (Spek, 2020).

4-Cyano-N-[(4-cyanophenyl)sulfonyl]-N-[2-(5-methylfuran-2-yl)phenyl]benzenesulfonamide

Crystal data

C25H17N3O5S2	Z = 2
Mr = 503.53	F(000) = 520
Triclinic, P1	Dx = 1.467 Mg m^−3
a = 7.4542 (1) Å	Cu Kα radiation, λ = 1.54184 Å
b = 9.5111 (2) Å	Cell parameters from 21520 reflections
c = 16.4378 (3) Å	θ = 2.7–77.6°
α = 88.838 (4)°	µ = 2.50 mm^−1
β = 81.644 (1)°	T = 100 K
γ = 81.414 (1)°	Prism, colourless
V = 1140.11 (4) Å^3	0.29 × 0.22 × 0.15 mm

Data collection

XtaLAB Synergy, Dualflex, HyPix diffractometer	4841 independent reflections
Radiation source: micro-focus sealed X-ray tube	4675 reflections with I > 2σ(I)
Detector resolution: 0 pixels mm^-1	Rint = 0.051
φ and ω scans	θmax = 77.9°, θmin = 2.7°
Absorption correction: multi-scan (CrysAlisPro; Rigaku OD, 2021)	h = −8→9
Tmin = 0.481, Tmax = 1.000	k = −12→12
29936 measured reflections	l = −20→20

Refinement

Refinement on F^2	0 restraints
Least-squares matrix: full	Hydrogen site location: inferred from neighbouring sites
R[F^2 > 2σ(F^2)] = 0.036	H-atom parameters constrained
wR(F^2) = 0.095	w = 1/[σ^2(Fo^2) + (0.0547P)^2 + 0.4479P] where P = (Fo^2 + 2Fc^2)/3
S = 1.08	(Δ/σ)max < 0.001
4841 reflections	Δρmax = 0.76 e Å^−3
316 parameters	Δρmin = −0.60 e Å^−3

Special details

Experimental. CrysAlisPro 1.171.41.117a (Rigaku OD, 2021) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.

Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.

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

	x	y	z	Uiso*/Ueq	Occ. (<1)
S1	0.87131 (4)	0.20718 (3)	0.37143 (2)	0.01631 (10)
S2	0.47488 (4)	0.28580 (3)	0.36436 (2)	0.01531 (10)
O1	0.86050 (14)	0.27336 (10)	0.19206 (6)	0.0209 (2)
O2	0.85236 (14)	0.07100 (10)	0.34200 (6)	0.0224 (2)
O3	1.02688 (13)	0.27486 (11)	0.34195 (6)	0.0214 (2)
O4	0.47897 (13)	0.15314 (11)	0.40679 (6)	0.0207 (2)
O5	0.35697 (13)	0.40880 (11)	0.39862 (6)	0.0208 (2)
N1	0.68945 (15)	0.32549 (12)	0.35205 (7)	0.0154 (2)
N2	0.7640 (2)	0.22944 (17)	0.80753 (9)	0.0376 (3)
N3	0.3238 (2)	0.18901 (15)	−0.04558 (8)	0.0301 (3)
C1	0.71285 (17)	0.47104 (14)	0.33138 (8)	0.0166 (3)
C2	0.76977 (18)	0.51151 (15)	0.25007 (9)	0.0190 (3)
C3	0.7802 (2)	0.65682 (16)	0.23618 (10)	0.0244 (3)
H3	0.819030	0.687961	0.182071	0.029*
C4	0.7355 (2)	0.75524 (15)	0.29928 (10)	0.0261 (3)
H4	0.742788	0.852707	0.287872	0.031*
C5	0.67996 (19)	0.71301 (16)	0.37940 (10)	0.0238 (3)
H5	0.649904	0.780898	0.422687	0.029*
C6	0.66904 (18)	0.57071 (15)	0.39520 (9)	0.0196 (3)
H6	0.631585	0.540682	0.449686	0.024*
C7	0.81504 (19)	0.41619 (15)	0.17921 (9)	0.0201 (3)
C8	0.8215 (2)	0.44092 (18)	0.09722 (10)	0.0294 (3)
H8	0.796625	0.530602	0.071431	0.035*
C9	0.8728 (2)	0.30600 (19)	0.05734 (9)	0.0308 (3)
H9	0.888002	0.288669	−0.000144	0.037*
C10	0.8957 (2)	0.20782 (17)	0.11670 (9)	0.0242 (3)
C11	0.9513 (2)	0.05141 (18)	0.11806 (10)	0.0320 (4)
H11A	0.951112	0.019245	0.175088	0.048*	0.5
H11B	0.864718	0.004742	0.092582	0.048*	0.5
H11C	1.074697	0.026944	0.087412	0.048*	0.5
H11D	0.975906	0.014709	0.061633	0.048*	0.5
H11E	1.062300	0.029212	0.144140	0.048*	0.5
H11F	0.852321	0.007010	0.149309	0.048*	0.5
C12	0.85015 (18)	0.20354 (14)	0.47982 (8)	0.0176 (3)
C13	0.91148 (19)	0.31300 (14)	0.51825 (9)	0.0197 (3)
H13	0.967389	0.383552	0.486494	0.024*
C14	0.88981 (19)	0.31752 (15)	0.60333 (9)	0.0208 (3)
H14	0.928202	0.392513	0.630580	0.025*
C15	0.81124 (19)	0.21113 (15)	0.64858 (9)	0.0206 (3)
C16	0.75614 (19)	0.09909 (15)	0.60938 (9)	0.0225 (3)
H16	0.706667	0.025466	0.640954	0.027*
C17	0.77392 (19)	0.09578 (15)	0.52430 (9)	0.0204 (3)
H17	0.734758	0.021287	0.496928	0.025*
C18	0.7855 (2)	0.21874 (17)	0.73718 (10)	0.0265 (3)
C19	0.43219 (17)	0.26331 (14)	0.26310 (8)	0.0161 (3)
C20	0.47823 (19)	0.12911 (15)	0.22776 (9)	0.0201 (3)
H20	0.531585	0.051367	0.257755	0.024*
C21	0.4455 (2)	0.10992 (15)	0.14829 (9)	0.0223 (3)
H21	0.473180	0.018398	0.123514	0.027*
C22	0.37117 (19)	0.22685 (16)	0.10504 (8)	0.0203 (3)
C23	0.3246 (2)	0.36132 (16)	0.14114 (9)	0.0234 (3)
H23	0.272363	0.439559	0.111171	0.028*
C24	0.3553 (2)	0.37968 (15)	0.22120 (9)	0.0212 (3)
H24	0.324252	0.470377	0.246872	0.025*
C25	0.3437 (2)	0.20666 (16)	0.02113 (9)	0.0242 (3)

Atomic displacement parameters (Ų)

	U^11	U^22	U^33	U^12	U^13	U^23
S1	0.01287 (16)	0.01633 (16)	0.01966 (17)	−0.00131 (11)	−0.00276 (12)	−0.00148 (12)
S2	0.01201 (16)	0.01925 (17)	0.01516 (16)	−0.00367 (11)	−0.00191 (11)	−0.00204 (12)
O1	0.0234 (5)	0.0214 (5)	0.0178 (5)	−0.0057 (4)	0.0000 (4)	−0.0028 (4)
O2	0.0235 (5)	0.0175 (5)	0.0260 (5)	−0.0012 (4)	−0.0044 (4)	−0.0049 (4)
O3	0.0134 (5)	0.0265 (5)	0.0241 (5)	−0.0030 (4)	−0.0020 (4)	0.0003 (4)
O4	0.0192 (5)	0.0256 (5)	0.0193 (5)	−0.0086 (4)	−0.0045 (4)	0.0028 (4)
O5	0.0143 (4)	0.0260 (5)	0.0215 (5)	−0.0012 (4)	−0.0015 (4)	−0.0081 (4)
N1	0.0119 (5)	0.0163 (5)	0.0184 (5)	−0.0034 (4)	−0.0024 (4)	−0.0002 (4)
N2	0.0433 (9)	0.0437 (8)	0.0247 (7)	−0.0043 (7)	−0.0037 (6)	0.0032 (6)
N3	0.0361 (7)	0.0327 (7)	0.0207 (6)	0.0003 (6)	−0.0065 (5)	−0.0033 (5)
C1	0.0133 (6)	0.0157 (6)	0.0214 (6)	−0.0023 (4)	−0.0044 (5)	−0.0007 (5)
C2	0.0155 (6)	0.0206 (6)	0.0220 (7)	−0.0040 (5)	−0.0055 (5)	0.0013 (5)
C3	0.0247 (7)	0.0229 (7)	0.0279 (7)	−0.0066 (5)	−0.0095 (6)	0.0056 (6)
C4	0.0239 (7)	0.0174 (6)	0.0393 (9)	−0.0028 (5)	−0.0129 (6)	0.0026 (6)
C5	0.0187 (7)	0.0204 (7)	0.0333 (8)	−0.0010 (5)	−0.0080 (6)	−0.0072 (6)
C6	0.0148 (6)	0.0214 (7)	0.0231 (7)	−0.0017 (5)	−0.0049 (5)	−0.0037 (5)
C7	0.0170 (6)	0.0225 (7)	0.0211 (7)	−0.0046 (5)	−0.0021 (5)	0.0018 (5)
C8	0.0334 (8)	0.0322 (8)	0.0208 (7)	−0.0011 (6)	−0.0024 (6)	0.0030 (6)
C9	0.0332 (8)	0.0394 (9)	0.0178 (7)	−0.0019 (7)	−0.0002 (6)	−0.0035 (6)
C10	0.0222 (7)	0.0302 (8)	0.0195 (7)	−0.0065 (6)	0.0029 (5)	−0.0076 (6)
C11	0.0368 (9)	0.0291 (8)	0.0276 (8)	−0.0056 (6)	0.0054 (7)	−0.0087 (6)
C12	0.0139 (6)	0.0173 (6)	0.0218 (6)	−0.0001 (5)	−0.0056 (5)	0.0002 (5)
C13	0.0186 (6)	0.0180 (6)	0.0236 (7)	−0.0041 (5)	−0.0055 (5)	0.0016 (5)
C14	0.0190 (7)	0.0196 (6)	0.0244 (7)	−0.0010 (5)	−0.0071 (5)	−0.0005 (5)
C15	0.0159 (6)	0.0225 (7)	0.0227 (7)	0.0009 (5)	−0.0047 (5)	0.0025 (5)
C16	0.0184 (7)	0.0223 (7)	0.0276 (7)	−0.0042 (5)	−0.0055 (5)	0.0056 (5)
C17	0.0177 (6)	0.0180 (6)	0.0269 (7)	−0.0034 (5)	−0.0072 (5)	0.0012 (5)
C18	0.0242 (7)	0.0271 (7)	0.0279 (8)	−0.0023 (6)	−0.0050 (6)	0.0039 (6)
C19	0.0116 (6)	0.0210 (6)	0.0164 (6)	−0.0038 (5)	−0.0022 (5)	−0.0020 (5)
C20	0.0202 (7)	0.0196 (6)	0.0195 (6)	0.0001 (5)	−0.0027 (5)	−0.0007 (5)
C21	0.0243 (7)	0.0214 (7)	0.0205 (7)	−0.0006 (5)	−0.0028 (5)	−0.0055 (5)
C22	0.0167 (6)	0.0277 (7)	0.0169 (6)	−0.0042 (5)	−0.0026 (5)	−0.0022 (5)
C23	0.0257 (7)	0.0223 (7)	0.0224 (7)	−0.0004 (5)	−0.0078 (5)	0.0012 (5)
C24	0.0224 (7)	0.0197 (6)	0.0217 (7)	−0.0014 (5)	−0.0058 (5)	−0.0029 (5)
C25	0.0239 (7)	0.0272 (7)	0.0206 (7)	−0.0008 (6)	−0.0027 (5)	−0.0022 (6)

Geometric parameters (Å, º)

S1—O2	1.4253 (10)	C10—C11	1.484 (2)
S1—O3	1.4287 (10)	C11—H11A	0.9800
S1—N1	1.6914 (11)	C11—H11B	0.9800
S1—C12	1.7657 (14)	C11—H11C	0.9800
S2—O5	1.4262 (10)	C11—H11D	0.9800
S2—O4	1.4277 (10)	C11—H11E	0.9800
S2—N1	1.6807 (11)	C11—H11F	0.9800
S2—C19	1.7625 (13)	C12—C17	1.3895 (19)
O1—C7	1.3699 (17)	C12—C13	1.3946 (19)
O1—C10	1.3711 (17)	C13—C14	1.385 (2)
N1—C1	1.4484 (16)	C13—H13	0.9500
N2—C18	1.148 (2)	C14—C15	1.393 (2)
N3—C25	1.147 (2)	C14—H14	0.9500
C1—C6	1.3979 (19)	C15—C16	1.398 (2)
C1—C2	1.4062 (19)	C15—C18	1.443 (2)
C2—C3	1.408 (2)	C16—C17	1.386 (2)
C2—C7	1.459 (2)	C16—H16	0.9500
C3—C4	1.382 (2)	C17—H17	0.9500
C3—H3	0.9500	C19—C24	1.3863 (19)
C4—C5	1.392 (2)	C19—C20	1.3877 (19)
C4—H4	0.9500	C20—C21	1.384 (2)
C5—C6	1.385 (2)	C20—H20	0.9500
C5—H5	0.9500	C21—C22	1.396 (2)
C6—H6	0.9500	C21—H21	0.9500
C7—C8	1.359 (2)	C22—C23	1.395 (2)
C8—C9	1.427 (2)	C22—C25	1.4442 (19)
C8—H8	0.9500	C23—C24	1.387 (2)
C9—C10	1.348 (2)	C23—H23	0.9500
C9—H9	0.9500	C24—H24	0.9500
O2—S1—O3	121.57 (6)	C10—C11—H11B	109.5
O2—S1—N1	108.74 (6)	H11A—C11—H11B	109.5
O3—S1—N1	104.43 (6)	C10—C11—H11C	109.5
O2—S1—C12	109.39 (6)	H11A—C11—H11C	109.5
O3—S1—C12	107.41 (6)	H11B—C11—H11C	109.5
N1—S1—C12	103.85 (6)	H11D—C11—H11E	109.5
O5—S2—O4	120.18 (6)	H11D—C11—H11F	109.5
O5—S2—N1	106.78 (6)	H11E—C11—H11F	109.5
O4—S2—N1	106.87 (6)	C17—C12—C13	121.92 (13)
O5—S2—C19	108.34 (6)	C17—C12—S1	120.72 (11)
O4—S2—C19	109.55 (6)	C13—C12—S1	117.36 (11)
N1—S2—C19	103.90 (6)	C14—C13—C12	119.13 (13)
C7—O1—C10	107.60 (11)	C14—C13—H13	120.4
C1—N1—S2	117.35 (9)	C12—C13—H13	120.4
C1—N1—S1	119.89 (9)	C13—C14—C15	119.42 (13)
S2—N1—S1	122.51 (7)	C13—C14—H14	120.3
C6—C1—C2	121.38 (13)	C15—C14—H14	120.3
C6—C1—N1	117.08 (12)	C14—C15—C16	120.97 (14)
C2—C1—N1	121.49 (12)	C14—C15—C18	118.91 (14)
C1—C2—C3	116.84 (13)	C16—C15—C18	120.11 (13)
C1—C2—C7	125.48 (12)	C17—C16—C15	119.79 (13)
C3—C2—C7	117.67 (13)	C17—C16—H16	120.1
C4—C3—C2	121.64 (14)	C15—C16—H16	120.1
C4—C3—H3	119.2	C16—C17—C12	118.71 (13)
C2—C3—H3	119.2	C16—C17—H17	120.6
C3—C4—C5	120.66 (14)	C12—C17—H17	120.6
C3—C4—H4	119.7	N2—C18—C15	177.81 (17)
C5—C4—H4	119.7	C24—C19—C20	122.18 (13)
C6—C5—C4	119.13 (14)	C24—C19—S2	119.24 (10)
C6—C5—H5	120.4	C20—C19—S2	118.57 (10)
C4—C5—H5	120.4	C21—C20—C19	119.19 (13)
C5—C6—C1	120.35 (14)	C21—C20—H20	120.4
C5—C6—H6	119.8	C19—C20—H20	120.4
C1—C6—H6	119.8	C20—C21—C22	119.10 (13)
C8—C7—O1	109.22 (13)	C20—C21—H21	120.5
C8—C7—C2	131.86 (14)	C22—C21—H21	120.5
O1—C7—C2	118.92 (12)	C23—C22—C21	121.32 (13)
C7—C8—C9	106.68 (14)	C23—C22—C25	120.03 (13)
C7—C8—H8	126.7	C21—C22—C25	118.65 (13)
C9—C8—H8	126.7	C24—C23—C22	119.37 (13)
C10—C9—C8	107.01 (13)	C24—C23—H23	120.3
C10—C9—H9	126.5	C22—C23—H23	120.3
C8—C9—H9	126.5	C19—C24—C23	118.81 (13)
C9—C10—O1	109.49 (13)	C19—C24—H24	120.6
C9—C10—C11	135.03 (14)	C23—C24—H24	120.6
O1—C10—C11	115.47 (13)	N3—C25—C22	179.03 (16)
C10—C11—H11A	109.5
O5—S2—N1—C1	−33.62 (11)	C8—C9—C10—O1	0.37 (18)
O4—S2—N1—C1	−163.42 (10)	C8—C9—C10—C11	−178.47 (17)
C19—S2—N1—C1	80.78 (11)	C7—O1—C10—C9	−0.20 (16)
O5—S2—N1—S1	140.59 (8)	C7—O1—C10—C11	178.89 (13)
O4—S2—N1—S1	10.79 (9)	O2—S1—C12—C17	−16.82 (13)
C19—S2—N1—S1	−105.01 (8)	O3—S1—C12—C17	−150.62 (11)
O2—S1—N1—C1	−145.42 (10)	N1—S1—C12—C17	99.12 (12)
O3—S1—N1—C1	−14.26 (11)	O2—S1—C12—C13	163.63 (10)
C12—S1—N1—C1	98.17 (11)	O3—S1—C12—C13	29.83 (12)
O2—S1—N1—S2	40.51 (9)	N1—S1—C12—C13	−80.43 (11)
O3—S1—N1—S2	171.67 (7)	C17—C12—C13—C14	−2.4 (2)
C12—S1—N1—S2	−75.89 (9)	S1—C12—C13—C14	177.14 (10)
S2—N1—C1—C6	77.49 (14)	C12—C13—C14—C15	1.5 (2)
S1—N1—C1—C6	−96.87 (13)	C13—C14—C15—C16	0.8 (2)
S2—N1—C1—C2	−99.91 (13)	C13—C14—C15—C18	−178.59 (13)
S1—N1—C1—C2	85.72 (14)	C14—C15—C16—C17	−2.2 (2)
C6—C1—C2—C3	−0.1 (2)	C18—C15—C16—C17	177.20 (13)
N1—C1—C2—C3	177.24 (12)	C15—C16—C17—C12	1.3 (2)
C6—C1—C2—C7	−178.78 (13)	C13—C12—C17—C16	1.0 (2)
N1—C1—C2—C7	−1.5 (2)	S1—C12—C17—C16	−178.51 (10)
C1—C2—C3—C4	−0.4 (2)	O5—S2—C19—C24	23.09 (13)
C7—C2—C3—C4	178.39 (13)	O4—S2—C19—C24	155.90 (11)
C2—C3—C4—C5	0.6 (2)	N1—S2—C19—C24	−90.20 (12)
C3—C4—C5—C6	−0.3 (2)	O5—S2—C19—C20	−157.37 (11)
C4—C5—C6—C1	−0.2 (2)	O4—S2—C19—C20	−24.55 (13)
C2—C1—C6—C5	0.4 (2)	N1—S2—C19—C20	89.35 (11)
N1—C1—C6—C5	−177.05 (12)	C24—C19—C20—C21	−0.5 (2)
C10—O1—C7—C8	−0.07 (16)	S2—C19—C20—C21	180.00 (11)
C10—O1—C7—C2	179.71 (12)	C19—C20—C21—C22	1.6 (2)
C1—C2—C7—C8	158.84 (16)	C20—C21—C22—C23	−1.9 (2)
C3—C2—C7—C8	−19.9 (2)	C20—C21—C22—C25	177.80 (13)
C1—C2—C7—O1	−20.9 (2)	C21—C22—C23—C24	1.0 (2)
C3—C2—C7—O1	160.40 (12)	C25—C22—C23—C24	−178.67 (13)
O1—C7—C8—C9	0.29 (17)	C20—C19—C24—C23	−0.4 (2)
C2—C7—C8—C9	−179.45 (15)	S2—C19—C24—C23	179.11 (11)
C7—C8—C9—C10	−0.40 (19)	C22—C23—C24—C19	0.2 (2)

Hydrogen-bond geometry (Å, º)

Cg2 is the centroid of the ring.

D—H···A	D—H	H···A	D···A	D—H···A
C4—H4···O2^i	0.95	2.56	3.3639 (17)	142
C6—H6···O5^ii	0.95	2.56	3.3744 (17)	143
C11—H11B···N3^iii	0.98	2.67	3.616 (2)	163
C13—H13···O3	0.95	2.56	2.9146 (18)	102
C16—H16···O4^iv	0.95	2.55	3.2115 (18)	127
C21—H21···N3^iii	0.95	2.54	3.433 (2)	156
C24—H24···O5	0.95	2.59	2.9371 (18)	102
C14—H14···Cg2^v	0.95	2.85	3.4945 (16)	126

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