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C19H14O2, or thorhombic , Pbca ( N o . 61 ) , a = 1 3 . 5 2 6 ( 1 ) Ä , b = 9.523(1) Ä, c = 21.421(2) Ä, V = 2759.2 Ä, Ζ = 8, Rgt(F) = 0 . 0 5 9 , wR(F) = 0 . 0 5 6 , T= 2 9 3 K. Source of material The configurationally unstable [1] lactone-bridged title compound was prepared from the corresponding bromonaphthoic aryl ester in 72% yield, by intramolecular biaryl coupling [Pd(OAc)2, PPI13, NaOAc, DMA, 403 Κ , 17 h]; it constitutes a precursor for the synthesis of a fluorenone [2], Table 3. Atomic coordinates and displacement parameters (in A). Table 1. Data collection and handling. Crystal: colourless prism, size 0.3 χ 0.45 χ 0.65 mm Wavelength: Mo Ka radiation (0.71073 Ä) μ: 0.80 cm 1 Diffractometer, scan mode: Siemens P4, ω 26max: 55° Nfhkl)measured, N(hkl)unique: 4533,3173 Criterion for Fobs, N(hkl)gt: Fobs > 3 σ(Fobs), 2277 N(param) refined: 190 Program: SHELXTL-plus [3] Table 2. Atomic coordinates and displacement parameters (in Ä). Atom Site X y ζ Uiso H(3) 8c -0.0905(2) -0.1698(3) 0.6515(1) 0.08 H(4) 8c -0.0349(2) -0.2681(3) 0.7440(1) 0.08 H(6) 8c 0.0704(2) -0.2448(3) 0.8388(1) 0.08 H(7) 8c 0.1905(2) -0.1265(3) 0.8935(1) 0.08 H(8) 8c 0.2713(2) 0.0675(3) 0.8490(1) 0.08 H(9) 8c 0.2463(2) 0.1226(3) 0.7448(1) 0.08 H(14) 8c 0.4059(2) 0.1868(3) 0.5836(1) 0.08 H(15) 8c 0.3202(3) 0.3316(3) 0.5155(1) 0.08 H(18A) 8c 0.3082(2) -0.0658(3) 0.6861(1) 0.08 H(18B) 8c 0.3960(2) 0.0417(3) 0.6854(1) 0.08 H(18C) 8c 0.3857(2) -0.0692(3) 0.6317(1) 0.08 H(19A) 8c 0.1737(3) 0.3989(3) 0.4643(1) 0.08 H(19B) 8c 0.0810(3) 0.4000(3) 0.5082(1) 0.08 H(19C) 8c 0.0942(3) 0.2797(3) 0.4589(1) 0.08 Atom Site χ y ζ U11 U22 i/33 U12 U13 U 23 0(1) 8c 0.0353(1) 0.1460(2) 0.56213(6) 0.070(1) 0.063(1) 0.0467(8) 0.0106(9) -0.0046(8) 0.0000(8) C( l ) 8c -0.0148(2) 0.0334(3) 0.5847(1) 0.053(1) 0.063(2) 0.046(1) 0.010(1) 0.001(1) -0.011(1) C(2) 8c 0.0276(2) -0.0366(2) 0.6392(1) 0.045(1) 0.049(1) 0.048(1) 0.006(1) 0.004(1) -0.008(1) C(3) 8c -0.0299(2) -0.1378(3) 0.6699(1) 0.044(1) 0.062(1) 0.068(1) -0.006(1) 0.006(1) -0.008(1) C(4) 8c 0.0001(2) -0.1908(3) 0.7255(1) 0.057(1) 0.056(1) 0.076(2) -0.008(1) 0.015(1) 0.006(1) C(5) 8c 0.0825(2) -0.1325(2) 0.7565(1) 0.051(1) 0.050(1) 0.057(1) 0.004(1) 0.010(1) 0.006(1) C(6) 8c 0.1054(2) -0.1690(3) 0.8192(1) 0.075(2) 0.070(2) 0.064(1) 0.006(2) 0.012(1) 0.020(1) C(7) 8c 0.1752(2) -0.0986(3) 0.8515(1) 0.085(2) 0.086(2) 0.049(1) 0.022(2) 0.001(1) 0.014(1) C(8) 8c 0.2256(2) 0.0136(3) 0.8245(1) 0.064(2) 0.077(2) 0.052(1) 0.013(1) -0.007(1) -0.003(1) C(9) 8c 0.2098(2) 0.0470(3) 0.7633(1) 0.051(1) 0.055(1) 0.052(1) 0.006(1) -0.002(1) -0.000(1) * Correspondence author (e-mail: pe ters@vsibml .mpi-s tu t tgar t .mpg.de) 3 9 4 1,4-Dimethyl-6//-benzo[6]naphtho[ 1,2-

Crystal structure of 1,4-dimethyl-6H-benzo[b]naphtho[1,2-d]pyran-6-one, C 10 H 6 (COO)C 6 H 2 (CH 3 ) 2