3-(1-Adamantylamino)-3-methyl-1-phenyl-quinoline-2,4(1H,3H)-dione.

The structure of the title compound, C(26)H(28)N(2)O(2), contains essentially planar quinoline and benzene rings, the maximum deviations from the best plane being 0.086 (2) and 0.0056 (19) Å, respectively; the dihedral angle between the rings is 82.87 (4)°. The adamantane cage consists of three fused cyclo-hexane rings in classical chair conformations, with C-C-C angles in the range 107.85 (15)-111.35 (15)°. Enanti-omers are linked alternately into chains along the c axis via short N-H⋯O inter-actions and further C-H⋯π inter-actions stabilize pairs of enanti-omers, forming a two-dimensional network.

Related literature

For the synthesis and biological activity of related compounds, see: Kafka et al. (2002 ▶); Nayyar et al. (2007 ▶). For the properties of adamantane-containing compounds, see: van Bommel et al. (2001 ▶). For a related structure, see: Shishkina et al. (2001 ▶). For background to C—H⋯π inter­actions, see: Nishio (2004 ▶); Jorgensen & Severance (1990 ▶).

Experimental

Crystal data

C26H28N2O2

M = 400.50

Monoclinic,

a = 9.9714 (4) Å

b = 24.1041 (11) Å

c = 9.3805 (5) Å

β = 113.111 (5)°

V = 2073.68 (17) Å3

Z = 4

Mo Kα radiation

μ = 0.08 mm−1

T = 120 K

0.30 × 0.30 × 0.20 mm

Data collection

Kuma KM-4 CCD diffractometer

Absorption correction: none

22477 measured reflections

3648 independent reflections

2226 reflections with I > 2σ(I)

R int = 0.051

Refinement

R[F 2 > 2σ(F 2)] = 0.041

wR(F 2) = 0.106

S = 0.88

3648 reflections

272 parameters

H-atom parameters constrained

Δρmax = 0.53 e Å−3

Δρmin = −0.25 e Å−3

Data collection: Xcalibur (Oxford Diffraction, 2006 ▶); cell refinement: Xcalibur; data reduction: Xcalibur; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008 ▶); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008 ▶); molecular graphics: ORTEP-3 (Farrugia, 1997 ▶) and Mercury (Macrae et al., 2008 ▶); software used to prepare material for publication: SHELXL97.

Crystal structure: contains datablocks global, I. DOI: 10.1107/S1600536809026464/pk2176sup1.cif

Structure factors: contains datablocks I. DOI: 10.1107/S1600536809026464/pk2176Isup2.hkl

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

C26H28N2O2	F(000) = 856
Mr = 400.50	Dx = 1.283 Mg m−3
Monoclinic, P21/c	Melting point = 451–449 K
Hall symbol: -P 2ybc	Mo Kα radiation, λ = 0.71073 Å
a = 9.9714 (4) Å	Cell parameters from 24803 reflections
b = 24.1041 (11) Å	θ = 2.8–27.5°
c = 9.3805 (5) Å	µ = 0.08 mm−1
β = 113.111 (5)°	T = 120 K
V = 2073.68 (17) Å3	Block, yellow
Z = 4	0.30 × 0.30 × 0.20 mm

Kuma KM-4 CCD diffractometer	2226 reflections with I > 2σ(I)
Radiation source: fine-focus sealed tube	Rint = 0.051
graphite	θmax = 25.0°, θmin = 2.8°
Detector resolution: 0.06 pixels mm-1	h = −9→11
ω scans	k = −28→28
22477 measured reflections	l = −11→11
3648 independent 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)] = 0.041	Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.106	H-atom parameters constrained
S = 0.88	w = 1/[σ2(Fo2) + (0.0645P)2] where P = (Fo2 + 2Fc2)/3
3648 reflections	(Δ/σ)max < 0.001
272 parameters	Δρmax = 0.53 e Å−3
0 restraints	Δρmin = −0.25 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 > 2σ(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
O1	0.70469 (14)	0.07427 (5)	0.94015 (15)	0.0323 (3)
O2	0.63111 (15)	0.23091 (5)	0.61207 (17)	0.0406 (4)
N1	0.57413 (16)	0.17819 (6)	0.85742 (19)	0.0350 (4)
H1A	0.6030	0.1960	0.9464	0.042*
N2	0.73524 (16)	0.06678 (6)	0.71431 (16)	0.0228 (4)
C1	0.4160 (2)	0.16879 (7)	0.7732 (2)	0.0262 (5)
C2	0.3379 (2)	0.22270 (7)	0.6974 (2)	0.0322 (5)
H2A	0.3761	0.2355	0.6203	0.039*
H2B	0.3585	0.2518	0.7776	0.039*
C3	0.1719 (2)	0.21405 (8)	0.6168 (2)	0.0340 (5)
H3A	0.1237	0.2495	0.5680	0.041*
C4	0.1132 (2)	0.19508 (8)	0.7362 (2)	0.0390 (6)
H4A	0.0064	0.1897	0.6853	0.047*
H4B	0.1327	0.2239	0.8171	0.047*
C5	0.1858 (2)	0.14072 (9)	0.8107 (2)	0.0370 (5)
H5A	0.1469	0.1284	0.8888	0.044*
C6	0.1570 (2)	0.09630 (8)	0.6867 (2)	0.0380 (5)
H6A	0.2053	0.0613	0.7351	0.046*
H6B	0.0509	0.0893	0.6353	0.046*
C7	0.2151 (2)	0.11513 (7)	0.5674 (2)	0.0295 (5)
H7A	0.1943	0.0861	0.4855	0.035*
C8	0.3816 (2)	0.12404 (8)	0.6483 (2)	0.0316 (5)
H8A	0.4292	0.0888	0.6960	0.038*
H8B	0.4207	0.1353	0.5707	0.038*
C9	0.3527 (2)	0.14983 (8)	0.8907 (2)	0.0350 (5)
H9A	0.3735	0.1782	0.9729	0.042*
H9B	0.4003	0.1148	0.9402	0.042*
C10	0.1428 (2)	0.16958 (8)	0.4931 (2)	0.0334 (5)
H10A	0.1818	0.1817	0.4161	0.040*
H10B	0.0363	0.1639	0.4385	0.040*
C11	0.6844 (2)	0.16025 (7)	0.8039 (2)	0.0265 (5)
C12	0.70522 (19)	0.09696 (7)	0.8239 (2)	0.0256 (5)
C13	0.72468 (19)	0.08849 (7)	0.5697 (2)	0.0234 (4)
C14	0.74683 (19)	0.05400 (8)	0.4616 (2)	0.0271 (5)
H14A	0.7713	0.0161	0.4860	0.033*
C15	0.7334 (2)	0.07470 (8)	0.3187 (2)	0.0320 (5)
H15A	0.7493	0.0508	0.2463	0.038*
C16	0.6972 (2)	0.12964 (8)	0.2799 (2)	0.0342 (5)
H16A	0.6870	0.1434	0.1812	0.041*
C17	0.6760 (2)	0.16425 (8)	0.3864 (2)	0.0309 (5)
H17A	0.6519	0.2021	0.3606	0.037*
C18	0.68945 (19)	0.14453 (7)	0.5323 (2)	0.0250 (4)
C19	0.6637 (2)	0.18194 (7)	0.6430 (2)	0.0285 (5)
C20	0.8325 (2)	0.18413 (7)	0.9155 (2)	0.0344 (5)
H20A	0.8316	0.2246	0.9049	0.052*
H20B	0.9110	0.1685	0.8898	0.052*
H20C	0.8488	0.1744	1.0224	0.052*
C21	0.7661 (2)	0.00838 (7)	0.74680 (19)	0.0218 (4)
C22	0.9084 (2)	−0.01042 (7)	0.80389 (19)	0.0255 (5)
H22A	0.9861	0.0148	0.8194	0.031*
C23	0.9372 (2)	−0.06604 (8)	0.8385 (2)	0.0306 (5)
H23A	1.0347	−0.0793	0.8764	0.037*
C24	0.8235 (2)	−0.10230 (8)	0.8176 (2)	0.0335 (5)
H24A	0.8435	−0.1404	0.8427	0.040*
C25	0.6813 (2)	−0.08353 (8)	0.7607 (2)	0.0350 (5)
H25A	0.6037	−0.1087	0.7467	0.042*
C26	0.6517 (2)	−0.02784 (7)	0.7239 (2)	0.0299 (5)
H26A	0.5541	−0.0147	0.6834	0.036*

	U11	U22	U33	U12	U13	U23
O1	0.0378 (9)	0.0373 (8)	0.0255 (8)	−0.0002 (6)	0.0164 (7)	0.0002 (6)
O2	0.0436 (9)	0.0292 (8)	0.0539 (10)	0.0039 (7)	0.0245 (8)	0.0057 (7)
N1	0.0229 (10)	0.0466 (10)	0.0344 (10)	−0.0003 (8)	0.0102 (8)	−0.0187 (8)
N2	0.0263 (9)	0.0234 (8)	0.0208 (8)	0.0005 (7)	0.0117 (7)	0.0007 (7)
C1	0.0224 (12)	0.0297 (11)	0.0263 (11)	−0.0021 (8)	0.0093 (9)	−0.0035 (8)
C2	0.0351 (13)	0.0297 (11)	0.0341 (12)	−0.0013 (9)	0.0161 (10)	−0.0044 (9)
C3	0.0368 (13)	0.0327 (11)	0.0313 (12)	0.0090 (10)	0.0120 (10)	0.0020 (9)
C4	0.0324 (13)	0.0495 (13)	0.0382 (13)	−0.0009 (10)	0.0171 (11)	−0.0093 (10)
C5	0.0329 (13)	0.0547 (14)	0.0274 (12)	−0.0028 (10)	0.0161 (10)	0.0029 (10)
C6	0.0361 (13)	0.0414 (12)	0.0361 (12)	−0.0090 (10)	0.0137 (10)	0.0019 (10)
C7	0.0309 (12)	0.0328 (11)	0.0239 (11)	−0.0034 (9)	0.0097 (9)	−0.0024 (9)
C8	0.0305 (12)	0.0320 (11)	0.0326 (12)	−0.0005 (9)	0.0127 (10)	−0.0024 (9)
C9	0.0349 (13)	0.0408 (12)	0.0271 (11)	−0.0013 (10)	0.0097 (10)	−0.0006 (9)
C10	0.0328 (13)	0.0402 (12)	0.0272 (11)	−0.0022 (9)	0.0116 (10)	0.0002 (9)
C11	0.0234 (12)	0.0276 (10)	0.0294 (11)	0.0007 (8)	0.0115 (9)	−0.0020 (8)
C12	0.0205 (11)	0.0319 (11)	0.0231 (11)	0.0005 (8)	0.0074 (9)	−0.0020 (9)
C13	0.0162 (11)	0.0315 (11)	0.0225 (10)	−0.0042 (8)	0.0074 (8)	0.0000 (8)
C14	0.0248 (12)	0.0300 (11)	0.0272 (11)	−0.0018 (9)	0.0108 (9)	−0.0003 (9)
C15	0.0310 (13)	0.0428 (12)	0.0243 (11)	−0.0058 (10)	0.0130 (10)	−0.0023 (9)
C16	0.0323 (13)	0.0461 (13)	0.0250 (11)	−0.0074 (10)	0.0120 (10)	0.0060 (9)
C17	0.0247 (12)	0.0333 (11)	0.0329 (12)	−0.0048 (9)	0.0094 (10)	0.0083 (9)
C18	0.0177 (11)	0.0300 (11)	0.0277 (11)	−0.0012 (8)	0.0091 (9)	0.0038 (8)
C19	0.0192 (11)	0.0247 (11)	0.0411 (13)	−0.0003 (9)	0.0113 (10)	0.0005 (9)
C20	0.0284 (13)	0.0300 (11)	0.0423 (13)	−0.0007 (9)	0.0112 (10)	−0.0042 (9)
C21	0.0248 (12)	0.0248 (10)	0.0173 (10)	−0.0004 (9)	0.0100 (8)	−0.0015 (8)
C22	0.0260 (12)	0.0294 (11)	0.0209 (10)	−0.0038 (9)	0.0092 (9)	−0.0019 (8)
C23	0.0345 (13)	0.0319 (11)	0.0217 (11)	0.0064 (10)	0.0070 (9)	0.0010 (8)
C24	0.0531 (16)	0.0258 (11)	0.0241 (11)	0.0018 (11)	0.0177 (11)	0.0020 (9)
C25	0.0463 (15)	0.0320 (12)	0.0324 (12)	−0.0139 (10)	0.0215 (11)	−0.0052 (9)
C26	0.0256 (12)	0.0348 (12)	0.0309 (12)	−0.0028 (9)	0.0128 (9)	−0.0021 (9)

O1—C12	1.222 (2)	C9—H9B	0.9900
O2—C19	1.229 (2)	C10—H10A	0.9900
N1—C11	1.443 (2)	C10—H10B	0.9900
N1—C1	1.478 (2)	C11—C19	1.533 (3)
N1—H1A	0.8800	C11—C12	1.541 (3)
N2—C12	1.384 (2)	C11—C20	1.548 (3)
N2—C13	1.419 (2)	C13—C14	1.394 (2)
N2—C21	1.448 (2)	C13—C18	1.405 (2)
C1—C8	1.529 (2)	C14—C15	1.387 (2)
C1—C2	1.538 (2)	C14—H14A	0.9500
C1—C9	1.539 (3)	C15—C16	1.383 (3)
C2—C3	1.540 (3)	C15—H15A	0.9500
C2—H2A	0.9900	C16—C17	1.380 (3)
C2—H2B	0.9900	C16—H16A	0.9500
C3—C10	1.521 (3)	C17—C18	1.404 (3)
C3—C4	1.523 (3)	C17—H17A	0.9500
C3—H3A	1.0000	C18—C19	1.472 (3)
C4—C5	1.527 (3)	C20—H20A	0.9800
C4—H4A	0.9900	C20—H20B	0.9800
C4—H4B	0.9900	C20—H20C	0.9800
C5—C6	1.523 (3)	C21—C22	1.381 (2)
C5—C9	1.549 (3)	C21—C26	1.384 (2)
C5—H5A	1.0000	C22—C23	1.383 (2)
C6—C7	1.517 (3)	C22—H22A	0.9500
C6—H6A	0.9900	C23—C24	1.383 (3)
C6—H6B	0.9900	C23—H23A	0.9500
C7—C10	1.528 (2)	C24—C25	1.381 (3)
C7—C8	1.546 (3)	C24—H24A	0.9500
C7—H7A	1.0000	C25—C26	1.389 (3)
C8—H8A	0.9900	C25—H25A	0.9500
C8—H8B	0.9900	C26—H26A	0.9500
C9—H9A	0.9900
C11—N1—C1	124.55 (15)	C3—C10—C7	110.04 (15)
C11—N1—H1A	117.7	C3—C10—H10A	109.7
C1—N1—H1A	117.7	C7—C10—H10A	109.7
C12—N2—C13	124.03 (15)	C3—C10—H10B	109.7
C12—N2—C21	116.40 (14)	C7—C10—H10B	109.7
C13—N2—C21	119.32 (14)	H10A—C10—H10B	108.2
N1—C1—C8	112.90 (15)	N1—C11—C19	114.45 (15)
N1—C1—C2	110.97 (14)	N1—C11—C12	109.83 (15)
C8—C1—C2	108.72 (15)	C19—C11—C12	114.63 (15)
N1—C1—C9	108.31 (15)	N1—C11—C20	107.98 (15)
C8—C1—C9	107.93 (15)	C19—C11—C20	105.25 (15)
C2—C1—C9	107.85 (15)	C12—C11—C20	103.83 (14)
C1—C2—C3	111.34 (15)	O1—C12—N2	120.37 (16)
C1—C2—H2A	109.4	O1—C12—C11	120.26 (16)
C3—C2—H2A	109.4	N2—C12—C11	119.20 (16)
C1—C2—H2B	109.4	C14—C13—C18	119.17 (16)
C3—C2—H2B	109.4	C14—C13—N2	120.12 (16)
H2A—C2—H2B	108.0	C18—C13—N2	120.70 (16)
C10—C3—C4	109.61 (16)	C15—C14—C13	120.37 (17)
C10—C3—C2	108.44 (15)	C15—C14—H14A	119.8
C4—C3—C2	109.23 (16)	C13—C14—H14A	119.8
C10—C3—H3A	109.8	C16—C15—C14	120.99 (18)
C4—C3—H3A	109.8	C16—C15—H15A	119.5
C2—C3—H3A	109.8	C14—C15—H15A	119.5
C3—C4—C5	110.11 (16)	C17—C16—C15	119.10 (18)
C3—C4—H4A	109.6	C17—C16—H16A	120.5
C5—C4—H4A	109.6	C15—C16—H16A	120.5
C3—C4—H4B	109.6	C16—C17—C18	121.18 (18)
C5—C4—H4B	109.6	C16—C17—H17A	119.4
H4A—C4—H4B	108.2	C18—C17—H17A	119.4
C6—C5—C4	109.88 (16)	C17—C18—C13	119.19 (17)
C6—C5—C9	108.32 (16)	C17—C18—C19	120.23 (17)
C4—C5—C9	109.05 (16)	C13—C18—C19	120.57 (16)
C6—C5—H5A	109.9	O2—C19—C18	121.71 (18)
C4—C5—H5A	109.9	O2—C19—C11	118.74 (17)
C9—C5—H5A	109.9	C18—C19—C11	119.50 (15)
C7—C6—C5	109.93 (16)	C11—C20—H20A	109.5
C7—C6—H6A	109.7	C11—C20—H20B	109.5
C5—C6—H6A	109.7	H20A—C20—H20B	109.5
C7—C6—H6B	109.7	C11—C20—H20C	109.5
C5—C6—H6B	109.7	H20A—C20—H20C	109.5
H6A—C6—H6B	108.2	H20B—C20—H20C	109.5
C6—C7—C10	110.18 (16)	C22—C21—C26	120.75 (16)
C6—C7—C8	109.08 (16)	C22—C21—N2	120.11 (15)
C10—C7—C8	109.17 (15)	C26—C21—N2	119.11 (16)
C6—C7—H7A	109.5	C21—C22—C23	119.75 (17)
C10—C7—H7A	109.5	C21—C22—H22A	120.1
C8—C7—H7A	109.5	C23—C22—H22A	120.1
C1—C8—C7	110.40 (15)	C24—C23—C22	119.76 (19)
C1—C8—H8A	109.6	C24—C23—H23A	120.1
C7—C8—H8A	109.6	C22—C23—H23A	120.1
C1—C8—H8B	109.6	C25—C24—C23	120.53 (18)
C7—C8—H8B	109.6	C25—C24—H24A	119.7
H8A—C8—H8B	108.1	C23—C24—H24A	119.7
C1—C9—C5	111.07 (15)	C24—C25—C26	119.86 (19)
C1—C9—H9A	109.4	C24—C25—H25A	120.1
C5—C9—H9A	109.4	C26—C25—H25A	120.1
C1—C9—H9B	109.4	C21—C26—C25	119.33 (19)
C5—C9—H9B	109.4	C21—C26—H26A	120.3
H9A—C9—H9B	108.0	C25—C26—H26A	120.3
C11—N1—C1—C8	16.8 (2)	N1—C11—C12—N2	144.29 (16)
C11—N1—C1—C2	−105.55 (19)	C19—C11—C12—N2	13.8 (2)
C11—N1—C1—C9	136.25 (18)	C20—C11—C12—N2	−100.45 (18)
N1—C1—C2—C3	−176.90 (15)	C12—N2—C13—C14	−175.37 (16)
C8—C1—C2—C3	58.4 (2)	C21—N2—C13—C14	−1.3 (2)
C9—C1—C2—C3	−58.42 (19)	C12—N2—C13—C18	3.5 (3)
C1—C2—C3—C10	−59.6 (2)	C21—N2—C13—C18	177.59 (16)
C1—C2—C3—C4	59.8 (2)	C18—C13—C14—C15	−0.4 (3)
C10—C3—C4—C5	58.9 (2)	N2—C13—C14—C15	178.54 (16)
C2—C3—C4—C5	−59.7 (2)	C13—C14—C15—C16	−0.4 (3)
C3—C4—C5—C6	−58.9 (2)	C14—C15—C16—C17	0.8 (3)
C3—C4—C5—C9	59.7 (2)	C15—C16—C17—C18	−0.5 (3)
C4—C5—C6—C7	58.6 (2)	C16—C17—C18—C13	−0.2 (3)
C9—C5—C6—C7	−60.4 (2)	C16—C17—C18—C19	−178.86 (17)
C5—C6—C7—C10	−58.6 (2)	C14—C13—C18—C17	0.6 (3)
C5—C6—C7—C8	61.2 (2)	N2—C13—C18—C17	−178.27 (15)
N1—C1—C8—C7	178.59 (15)	C14—C13—C18—C19	179.30 (16)
C2—C1—C8—C7	−57.8 (2)	N2—C13—C18—C19	0.4 (3)
C9—C1—C8—C7	58.92 (19)	C17—C18—C19—O2	−0.5 (3)
C6—C7—C8—C1	−60.80 (19)	C13—C18—C19—O2	−179.14 (17)
C10—C7—C8—C1	59.7 (2)	C17—C18—C19—C11	−177.74 (16)
N1—C1—C9—C5	178.45 (15)	C13—C18—C19—C11	3.6 (3)
C8—C1—C9—C5	−59.0 (2)	N1—C11—C19—O2	44.2 (2)
C2—C1—C9—C5	58.3 (2)	C12—C11—C19—O2	172.40 (16)
C6—C5—C9—C1	59.9 (2)	C20—C11—C19—O2	−74.2 (2)
C4—C5—C9—C1	−59.7 (2)	N1—C11—C19—C18	−138.47 (17)
C4—C3—C10—C7	−58.7 (2)	C12—C11—C19—C18	−10.3 (2)
C2—C3—C10—C7	60.4 (2)	C20—C11—C19—C18	103.15 (18)
C6—C7—C10—C3	58.9 (2)	C12—N2—C21—C22	−101.15 (19)
C8—C7—C10—C3	−60.9 (2)	C13—N2—C21—C22	84.3 (2)
C1—N1—C11—C19	56.7 (2)	C12—N2—C21—C26	77.1 (2)
C1—N1—C11—C12	−73.9 (2)	C13—N2—C21—C26	−97.42 (19)
C1—N1—C11—C20	173.51 (16)	C26—C21—C22—C23	0.1 (3)
C13—N2—C12—O1	173.79 (16)	N2—C21—C22—C23	178.30 (15)
C21—N2—C12—O1	−0.4 (2)	C21—C22—C23—C24	−0.9 (3)
C13—N2—C12—C11	−11.0 (2)	C22—C23—C24—C25	0.8 (3)
C21—N2—C12—C11	174.78 (15)	C23—C24—C25—C26	0.0 (3)
N1—C11—C12—O1	−40.5 (2)	C22—C21—C26—C25	0.8 (3)
C19—C11—C12—O1	−170.96 (16)	N2—C21—C26—C25	−177.47 (16)
C20—C11—C12—O1	74.8 (2)	C24—C25—C26—C21	−0.8 (3)

D—H···A	D—H	H···A	D···A	D—H···A
N1—H1A···O2i	0.88	2.29	3.125 (2)	158
C25—H25A···Cg1ii	0.95	2.91	3.659 (2)	136

Table 1

Hydrogen-bond geometry (Å, °)

D—H⋯A	D—H	H⋯A	D⋯A	D—H⋯A
N1—H1A⋯O2i	0.88	2.29	3.125 (2)	158
C25—H25A⋯Cg1ii	0.95	2.91	3.659 (2)	136

Symmetry code: (i) ; (ii) . Cg1 is the centroid of the C13–C18 ring.