data_60112a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H22' _chemical_formula_weight 442.53 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 14.922(4) _cell_length_b 8.735(2) _cell_length_c 17.450(5) _cell_angle_alpha 90.00 _cell_angle_beta 94.143(4) _cell_angle_gamma 90.00 _cell_volume 2268.5(11) _cell_formula_units_Z 4 _cell_measurement_temperature 297(2) _cell_measurement_reflns_used 410 _cell_measurement_theta_min 2.609 _cell_measurement_theta_max 26.639 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.296 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9748 _exptl_absorpt_correction_T_max 0.9783 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 297(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 5.33 _diffrn_reflns_number 12903 _diffrn_reflns_av_R_equivalents 0.0298 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.34 _diffrn_reflns_theta_max 26.01 _reflns_number_total 4460 _reflns_number_gt 3245 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker XSCANS' _computing_cell_refinement 'Bruker XSCANS' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0533P)^2^+0.4496P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4460 _refine_ls_number_parameters 316 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0594 _refine_ls_R_factor_gt 0.0402 _refine_ls_wR_factor_ref 0.1152 _refine_ls_wR_factor_gt 0.1017 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.22011(9) 0.30733(16) -0.02724(8) 0.0336(3) Uani 1 1 d . . . C2 C 0.18212(9) 0.40601(17) 0.03586(8) 0.0350(3) Uani 1 1 d . . . C3 C 0.23381(10) 0.52048(19) 0.07234(9) 0.0447(4) Uani 1 1 d . . . H3A H 0.2933 0.5326 0.0610 0.054 Uiso 1 1 calc R . . C4 C 0.19840(13) 0.6166(2) 0.12515(10) 0.0533(4) Uani 1 1 d . . . H4A H 0.2340 0.6922 0.1493 0.064 Uiso 1 1 calc R . . C5 C 0.10964(13) 0.6001(2) 0.14203(10) 0.0550(5) Uani 1 1 d . . . H5A H 0.0855 0.6642 0.1778 0.066 Uiso 1 1 calc R . . C6 C 0.05754(11) 0.4888(2) 0.10587(10) 0.0512(4) Uani 1 1 d . . . H6A H -0.0022 0.4780 0.1168 0.061 Uiso 1 1 calc R . . C7 C 0.09347(10) 0.39226(19) 0.05299(9) 0.0428(4) Uani 1 1 d . . . H7A H 0.0575 0.3172 0.0287 0.051 Uiso 1 1 calc R . . C8 C 0.19884(9) 0.39437(17) -0.10300(8) 0.0358(3) Uani 1 1 d . . . C9 C 0.22008(11) 0.54346(18) -0.12114(9) 0.0451(4) Uani 1 1 d . . . H9A H 0.2531 0.6046 -0.0858 0.054 Uiso 1 1 calc R . . C10 C 0.19136(12) 0.6006(2) -0.19301(10) 0.0497(4) Uani 1 1 d . . . H10A H 0.2051 0.7009 -0.2057 0.060 Uiso 1 1 calc R . . C11 C 0.14271(11) 0.5105(2) -0.24583(10) 0.0512(4) Uani 1 1 d . . . H11A H 0.1242 0.5506 -0.2938 0.061 Uiso 1 1 calc R . . C12 C 0.12112(10) 0.3619(2) -0.22850(9) 0.0462(4) Uani 1 1 d . . . H12A H 0.0886 0.3011 -0.2643 0.055 Uiso 1 1 calc R . . C13 C 0.14897(9) 0.30460(17) -0.15630(8) 0.0368(3) Uani 1 1 d . . . C14 C 0.13169(9) 0.15679(17) -0.12103(9) 0.0376(3) Uani 1 1 d . . . C15 C 0.08485(11) 0.0308(2) -0.15154(10) 0.0491(4) Uani 1 1 d . . . H15A H 0.0607 0.0317 -0.2022 0.059 Uiso 1 1 calc R . . C16 C 0.07474(12) -0.0945(2) -0.10593(11) 0.0547(5) Uani 1 1 d . . . H16A H 0.0435 -0.1794 -0.1258 0.066 Uiso 1 1 calc R . . C17 C 0.11053(11) -0.0962(2) -0.03062(11) 0.0519(4) Uani 1 1 d . . . H17A H 0.1026 -0.1818 -0.0002 0.062 Uiso 1 1 calc R . . C18 C 0.15815(10) 0.02861(19) -0.00008(10) 0.0448(4) Uani 1 1 d . . . H18A H 0.1826 0.0263 0.0505 0.054 Uiso 1 1 calc R . . C19 C 0.16913(9) 0.15674(17) -0.04526(8) 0.0347(3) Uani 1 1 d . . . C20 C 0.32221(9) 0.27365(16) -0.01234(8) 0.0341(3) Uani 1 1 d . . . C21 C 0.37811(10) 0.29552(19) -0.07135(9) 0.0435(4) Uani 1 1 d . . . H21A H 0.3535 0.3331 -0.1181 0.052 Uiso 1 1 calc R . . C22 C 0.46912(10) 0.2637(2) -0.06343(10) 0.0478(4) Uani 1 1 d . . . H22A H 0.5041 0.2804 -0.1046 0.057 Uiso 1 1 calc R . . C23 C 0.50884(10) 0.20728(18) 0.00491(9) 0.0412(4) Uani 1 1 d . . . C24 C 0.60334(10) 0.17241(19) 0.01486(11) 0.0494(4) Uani 1 1 d . . . H24A H 0.6395 0.1896 -0.0255 0.059 Uiso 1 1 calc R . . C25 C 0.64013(10) 0.1157(2) 0.08114(11) 0.0520(4) Uani 1 1 d . . . H25A H 0.7016 0.0963 0.0861 0.062 Uiso 1 1 calc R . . C26 C 0.58735(10) 0.08430(18) 0.14430(10) 0.0466(4) Uani 1 1 d . . . C27 C 0.49359(10) 0.11506(17) 0.13604(9) 0.0391(4) Uani 1 1 d . . . C28 C 0.45408(9) 0.18026(16) 0.06628(9) 0.0357(3) Uani 1 1 d . . . C29 C 0.35998(9) 0.21307(16) 0.05821(8) 0.0337(3) Uani 1 1 d . . . C30 C 0.30942(9) 0.17915(18) 0.12346(9) 0.0384(4) Uani 1 1 d . . . H30A H 0.2486 0.2032 0.1209 0.046 Uiso 1 1 calc R . . C31 C 0.34687(10) 0.11403(19) 0.18800(9) 0.0448(4) Uani 1 1 d . . . H31A H 0.3108 0.0920 0.2279 0.054 Uiso 1 1 calc R . . C32 C 0.43993(10) 0.07807(18) 0.19683(9) 0.0435(4) Uani 1 1 d . . . C33 C 0.47929(12) 0.0098(2) 0.26371(10) 0.0560(5) Uani 1 1 d . . . H33A H 0.4437 -0.0175 0.3031 0.067 Uiso 1 1 calc R . . C34 C 0.57045(13) -0.0172(2) 0.27142(12) 0.0630(5) Uani 1 1 d . . . H34A H 0.5961 -0.0606 0.3165 0.076 Uiso 1 1 calc R . . C35 C 0.62374(12) 0.0196(2) 0.21311(12) 0.0586(5) Uani 1 1 d . . . H35A H 0.6852 0.0011 0.2194 0.070 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0328(7) 0.0361(8) 0.0315(8) -0.0008(6) -0.0007(6) -0.0010(6) C2 0.0361(7) 0.0376(8) 0.0307(8) 0.0017(6) -0.0020(6) 0.0020(6) C3 0.0410(8) 0.0476(10) 0.0448(9) -0.0050(8) -0.0020(7) -0.0021(7) C4 0.0643(11) 0.0497(10) 0.0451(10) -0.0110(8) -0.0020(8) -0.0008(8) C5 0.0719(12) 0.0507(11) 0.0437(10) -0.0066(8) 0.0130(9) 0.0101(9) C6 0.0474(9) 0.0548(11) 0.0528(11) -0.0003(9) 0.0132(8) 0.0058(8) C7 0.0402(8) 0.0451(9) 0.0429(9) -0.0023(7) 0.0022(7) -0.0008(7) C8 0.0333(7) 0.0391(8) 0.0347(8) -0.0011(6) 0.0011(6) 0.0051(6) C9 0.0530(9) 0.0399(9) 0.0421(9) -0.0008(7) 0.0022(7) -0.0003(7) C10 0.0596(10) 0.0427(9) 0.0474(10) 0.0102(8) 0.0085(8) 0.0079(8) C11 0.0513(9) 0.0636(12) 0.0386(9) 0.0124(8) 0.0022(7) 0.0150(8) C12 0.0415(8) 0.0602(11) 0.0358(9) -0.0016(8) -0.0041(7) 0.0045(7) C13 0.0313(7) 0.0438(9) 0.0348(8) -0.0012(7) 0.0004(6) 0.0051(6) C14 0.0318(7) 0.0415(9) 0.0391(8) -0.0052(7) 0.0003(6) 0.0017(6) C15 0.0474(9) 0.0538(11) 0.0452(10) -0.0101(8) -0.0039(7) -0.0073(8) C16 0.0527(10) 0.0460(10) 0.0648(12) -0.0123(9) 0.0003(9) -0.0132(8) C17 0.0488(9) 0.0426(10) 0.0642(12) 0.0049(8) 0.0039(8) -0.0084(8) C18 0.0406(8) 0.0483(10) 0.0451(9) 0.0051(8) -0.0011(7) -0.0032(7) C19 0.0291(7) 0.0372(8) 0.0375(8) -0.0024(6) 0.0016(6) 0.0021(6) C20 0.0334(7) 0.0339(8) 0.0346(8) -0.0019(6) 0.0004(6) -0.0025(6) C21 0.0419(8) 0.0506(10) 0.0382(9) 0.0063(7) 0.0037(7) -0.0005(7) C22 0.0412(8) 0.0567(10) 0.0471(10) 0.0055(8) 0.0138(7) -0.0017(7) C23 0.0350(7) 0.0401(9) 0.0487(9) -0.0024(7) 0.0034(7) -0.0027(6) C24 0.0344(8) 0.0502(10) 0.0645(11) -0.0040(9) 0.0096(8) -0.0039(7) C25 0.0308(8) 0.0508(10) 0.0733(13) -0.0085(9) -0.0030(8) 0.0020(7) C26 0.0392(8) 0.0414(9) 0.0575(11) -0.0102(8) -0.0077(8) 0.0036(7) C27 0.0374(8) 0.0359(8) 0.0428(9) -0.0058(7) -0.0060(7) 0.0009(6) C28 0.0338(7) 0.0327(8) 0.0401(8) -0.0051(6) -0.0011(6) -0.0024(6) C29 0.0327(7) 0.0335(8) 0.0346(8) -0.0020(6) -0.0002(6) -0.0022(6) C30 0.0308(7) 0.0460(9) 0.0381(8) 0.0000(7) 0.0000(6) -0.0020(6) C31 0.0437(8) 0.0540(10) 0.0365(9) 0.0043(7) 0.0020(7) -0.0022(7) C32 0.0458(8) 0.0421(9) 0.0413(9) -0.0008(7) -0.0058(7) 0.0033(7) C33 0.0628(11) 0.0599(11) 0.0440(10) 0.0031(8) -0.0060(8) 0.0093(9) C34 0.0669(12) 0.0645(13) 0.0543(12) 0.0028(9) -0.0179(10) 0.0177(10) C35 0.0462(9) 0.0587(11) 0.0676(13) -0.0054(10) -0.0186(9) 0.0135(8) _geom_special_details ; 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. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C8 1.538(2) . ? C1 C2 1.539(2) . ? C1 C19 1.541(2) . ? C1 C20 1.5550(19) . ? C2 C7 1.382(2) . ? C2 C3 1.389(2) . ? C3 C4 1.380(2) . ? C4 C5 1.385(3) . ? C5 C6 1.370(2) . ? C6 C7 1.386(2) . ? C8 C9 1.382(2) . ? C8 C13 1.391(2) . ? C9 C10 1.388(2) . ? C10 C11 1.378(2) . ? C11 C12 1.377(3) . ? C12 C13 1.391(2) . ? C13 C14 1.461(2) . ? C14 C15 1.389(2) . ? C14 C19 1.398(2) . ? C15 C16 1.368(3) . ? C16 C17 1.383(2) . ? C17 C18 1.387(2) . ? C18 C19 1.386(2) . ? C20 C21 1.384(2) . ? C20 C29 1.419(2) . ? C21 C22 1.383(2) . ? C22 C23 1.383(2) . ? C23 C28 1.413(2) . ? C23 C24 1.441(2) . ? C24 C25 1.339(2) . ? C25 C26 1.427(3) . ? C26 C35 1.401(2) . ? C26 C27 1.422(2) . ? C27 C32 1.412(2) . ? C27 C28 1.432(2) . ? C28 C29 1.4301(19) . ? C29 C30 1.441(2) . ? C30 C31 1.347(2) . ? C31 C32 1.421(2) . ? C32 C33 1.401(2) . ? C33 C34 1.377(3) . ? C34 C35 1.374(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C8 C1 C2 105.92(11) . . ? C8 C1 C19 100.28(11) . . ? C2 C1 C19 114.99(12) . . ? C8 C1 C20 112.09(11) . . ? C2 C1 C20 113.18(11) . . ? C19 C1 C20 109.63(11) . . ? C7 C2 C3 118.16(14) . . ? C7 C2 C1 120.93(13) . . ? C3 C2 C1 120.68(13) . . ? C4 C3 C2 121.15(15) . . ? C3 C4 C5 119.81(16) . . ? C6 C5 C4 119.70(16) . . ? C5 C6 C7 120.29(16) . . ? C2 C7 C6 120.88(15) . . ? C9 C8 C13 119.89(14) . . ? C9 C8 C1 128.76(13) . . ? C13 C8 C1 111.31(13) . . ? C8 C9 C10 118.99(15) . . ? C11 C10 C9 120.82(16) . . ? C12 C11 C10 120.79(15) . . ? C11 C12 C13 118.61(15) . . ? C8 C13 C12 120.89(15) . . ? C8 C13 C14 108.58(13) . . ? C12 C13 C14 130.47(14) . . ? C15 C14 C19 121.20(15) . . ? C15 C14 C13 129.63(14) . . ? C19 C14 C13 109.15(13) . . ? C16 C15 C14 118.98(16) . . ? C15 C16 C17 120.69(16) . . ? C16 C17 C18 120.58(16) . . ? C19 C18 C17 119.65(15) . . ? C18 C19 C14 118.88(14) . . ? C18 C19 C1 130.58(13) . . ? C14 C19 C1 110.52(13) . . ? C21 C20 C29 118.29(13) . . ? C21 C20 C1 119.03(12) . . ? C29 C20 C1 122.59(12) . . ? C22 C21 C20 122.53(15) . . ? C21 C22 C23 120.93(15) . . ? C22 C23 C28 118.54(13) . . ? C22 C23 C24 122.26(15) . . ? C28 C23 C24 119.19(15) . . ? C25 C24 C23 121.26(16) . . ? C24 C25 C26 121.58(15) . . ? C35 C26 C27 118.74(17) . . ? C35 C26 C25 122.57(15) . . ? C27 C26 C25 118.65(15) . . ? C32 C27 C26 119.21(15) . . ? C32 C27 C28 120.58(13) . . ? C26 C27 C28 120.20(15) . . ? C23 C28 C29 120.62(13) . . ? C23 C28 C27 119.06(13) . . ? C29 C28 C27 120.29(14) . . ? C20 C29 C28 119.06(13) . . ? C20 C29 C30 124.36(12) . . ? C28 C29 C30 116.57(13) . . ? C31 C30 C29 122.56(13) . . ? C30 C31 C32 121.82(15) . . ? C33 C32 C27 119.78(15) . . ? C33 C32 C31 122.13(16) . . ? C27 C32 C31 118.08(14) . . ? C34 C33 C32 120.38(18) . . ? C35 C34 C33 120.53(17) . . ? C34 C35 C26 121.33(16) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.01 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.152 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.033