# Supplementary Material (ESI) for Chemical Science # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full 'Chemical Science' _journal_coden_cambridge 1475 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Zujin Zhao' _publ_contact_author_email zjzhao@ust.hk loop_ _publ_author_name 'Zujin Zhao' 'Ben Zhong Tang et al.' data_zhao32 _database_code_depnum_ccdc_archive 'CCDC 753334' #TrackingRef 'TPEPy.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C42 H28' _chemical_formula_weight 532.64 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 I2/a loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z' 'x+1/2, y+1/2, z+1/2' '-x+1, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z' '-x+1/2, -y+1/2, -z+1/2' 'x, -y+1/2, z+1/2' _cell_length_a 16.7865(17) _cell_length_b 9.2933(6) _cell_length_c 36.414(5) _cell_angle_alpha 90.00 _cell_angle_beta 91.020(12) _cell_angle_gamma 90.00 _cell_volume 5679.8(10) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1503 _cell_measurement_theta_min 2.62 _cell_measurement_theta_max 71.40 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.246 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2240 _exptl_absorpt_coefficient_mu 0.534 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.64 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7833 _diffrn_reflns_av_R_equivalents 0.0657 _diffrn_reflns_av_sigmaI/netI 0.1253 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 5 _diffrn_reflns_limit_l_min -43 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 5.27 _diffrn_reflns_theta_max 67.49 _reflns_number_total 4814 _reflns_number_gt 1871 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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 [0.00000+1.00000exp(2.60(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0270P)^2^+0.0000sin\q/\l] where P = 0.33333Fo^2^ + 0.66667Fc^2^ ; _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 4814 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1435 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_ref 0.1135 _refine_ls_wR_factor_gt 0.0946 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.000 _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 0.55485(17) 0.1310(3) 0.16920(9) 0.0478(8) Uani 1 1 d . . . C2 C 0.53633(18) 0.0098(3) 0.19070(9) 0.0512(8) Uani 1 1 d . . . H2A H 0.5119 -0.0714 0.1793 0.061 Uiso 1 1 calc R . . C3 C 0.55265(18) 0.0066(3) 0.22729(9) 0.0505(8) Uani 1 1 d . . . H3A H 0.5391 -0.0773 0.2407 0.061 Uiso 1 1 calc R . . C4 C 0.58871(17) 0.1216(3) 0.24620(9) 0.0472(8) Uani 1 1 d . . . C5 C 0.61072(17) 0.2397(3) 0.22415(9) 0.0495(8) Uani 1 1 d . . . H5A H 0.6373 0.3189 0.2354 0.059 Uiso 1 1 calc R . . C6 C 0.59513(17) 0.2436(3) 0.18758(9) 0.0512(9) Uani 1 1 d . . . H6A H 0.6119 0.3248 0.1739 0.061 Uiso 1 1 calc R . . C10 C 0.52820(19) 0.1440(3) 0.13106(8) 0.0451(8) Uani 1 1 d . . . C11 C 0.59144(18) 0.1578(3) 0.10264(9) 0.0474(8) Uani 1 1 d . . . C12 C 0.65399(19) 0.0586(3) 0.10176(10) 0.0579(10) Uani 1 1 d . . . H12A H 0.6570 -0.0161 0.1195 0.069 Uiso 1 1 calc R . . C13 C 0.7113(2) 0.0688(4) 0.07519(10) 0.0681(11) Uani 1 1 d . . . H13A H 0.7527 -0.0008 0.0744 0.082 Uiso 1 1 calc R . . C14 C 0.7092(2) 0.1783(4) 0.04986(10) 0.0679(11) Uani 1 1 d . . . H14A H 0.7487 0.1841 0.0316 0.082 Uiso 1 1 calc R . . C15 C 0.6490(2) 0.2803(4) 0.05110(10) 0.0668(11) Uani 1 1 d . . . H15A H 0.6480 0.3574 0.0340 0.080 Uiso 1 1 calc R . . C16 C 0.59079(19) 0.2696(3) 0.07715(9) 0.0589(10) Uani 1 1 d . . . H16A H 0.5496 0.3396 0.0777 0.071 Uiso 1 1 calc R . . C20 C 0.4500(2) 0.1401(3) 0.12142(9) 0.0469(8) Uani 1 1 d . . . C21 C 0.42052(18) 0.1338(3) 0.08326(9) 0.0462(8) Uani 1 1 d . . . C22 C 0.43946(19) 0.0208(3) 0.05967(9) 0.0544(9) Uani 1 1 d . . . H22A H 0.4735 -0.0539 0.0684 0.065 Uiso 1 1 calc R . . C23 C 0.4103(2) 0.0148(4) 0.02443(10) 0.0645(10) Uani 1 1 d . . . H23A H 0.4233 -0.0647 0.0093 0.077 Uiso 1 1 calc R . . C24 C 0.3621(2) 0.1235(4) 0.01067(10) 0.0681(10) Uani 1 1 d . . . H24A H 0.3419 0.1200 -0.0139 0.082 Uiso 1 1 calc R . . C25 C 0.3438(2) 0.2375(4) 0.03343(10) 0.0665(10) Uani 1 1 d . . . H25A H 0.3122 0.3144 0.0241 0.080 Uiso 1 1 calc R . . C26 C 0.37022(19) 0.2417(3) 0.06885(9) 0.0562(9) Uani 1 1 d . . . H26A H 0.3544 0.3189 0.0842 0.067 Uiso 1 1 calc R . . C31 C 0.38852(18) 0.1334(3) 0.15059(9) 0.0468(8) Uani 1 1 d . . . C32 C 0.33536(18) 0.0191(3) 0.15200(9) 0.0546(9) Uani 1 1 d . . . H32A H 0.3364 -0.0527 0.1334 0.066 Uiso 1 1 calc R . . C33 C 0.28096(19) 0.0077(4) 0.17992(9) 0.0586(9) Uani 1 1 d . . . H33A H 0.2462 -0.0728 0.1808 0.070 Uiso 1 1 calc R . . C34 C 0.27693(19) 0.1129(4) 0.20656(9) 0.0604(9) Uani 1 1 d . . . H34A H 0.2398 0.1054 0.2259 0.073 Uiso 1 1 calc R . . C35 C 0.32826(18) 0.2300(3) 0.20463(9) 0.0593(10) Uani 1 1 d . . . H35A H 0.3257 0.3038 0.2226 0.071 Uiso 1 1 calc R . . C36 C 0.38280(18) 0.2401(3) 0.17692(9) 0.0514(8) Uani 1 1 d . . . H36A H 0.4170 0.3214 0.1759 0.062 Uiso 1 1 calc R . . C41 C 0.60031(18) 0.1220(3) 0.28584(9) 0.0462(8) Uani 1 1 d . . . C42 C 0.53445(18) 0.1245(3) 0.31003(9) 0.0431(8) Uani 1 1 d . . . C43 C 0.45379(18) 0.1290(3) 0.29643(9) 0.0472(8) Uani 1 1 d . . . H43A H 0.4435 0.1252 0.2707 0.057 Uiso 1 1 calc R . . C44 C 0.39215(19) 0.1385(3) 0.31983(10) 0.0544(9) Uani 1 1 d . . . H44A H 0.3393 0.1424 0.3101 0.065 Uiso 1 1 calc R . . C45 C 0.4041(2) 0.1428(3) 0.35800(10) 0.0533(9) Uani 1 1 d . . . C46 C 0.4829(2) 0.1370(3) 0.37311(10) 0.0531(9) Uani 1 1 d . . . C47 C 0.5486(2) 0.1277(3) 0.34800(9) 0.0474(8) Uani 1 1 d . . . C48 C 0.6280(2) 0.1246(3) 0.36312(10) 0.0552(9) Uani 1 1 d . . . C49 C 0.6914(2) 0.1225(4) 0.33866(10) 0.0605(10) Uani 1 1 d . . . H49A H 0.7446 0.1215 0.3479 0.073 Uiso 1 1 calc R . . C50 C 0.67722(19) 0.1220(3) 0.30153(10) 0.0549(9) Uani 1 1 d . . . H50A H 0.7215 0.1217 0.2857 0.066 Uiso 1 1 calc R . . C51 C 0.3415(2) 0.1563(3) 0.38330(12) 0.0709(12) Uani 1 1 d . . . H51A H 0.2881 0.1604 0.3743 0.085 Uiso 1 1 calc R . . C52 C 0.3558(3) 0.1634(4) 0.41993(13) 0.0836(14) Uani 1 1 d . . . H52A H 0.3122 0.1734 0.4360 0.100 Uiso 1 1 calc R . . C53 C 0.4328(3) 0.1566(4) 0.43469(12) 0.0805(13) Uani 1 1 d . . . H53A H 0.4414 0.1612 0.4605 0.097 Uiso 1 1 calc R . . C54 C 0.4977(3) 0.1428(4) 0.41113(11) 0.0655(11) Uani 1 1 d . . . C55 C 0.5780(3) 0.1373(4) 0.42500(11) 0.0744(12) Uani 1 1 d . . . H55A H 0.5880 0.1396 0.4507 0.089 Uiso 1 1 calc R . . C56 C 0.6395(2) 0.1288(4) 0.40162(11) 0.0693(11) Uani 1 1 d . . . H56A H 0.6923 0.1256 0.4114 0.083 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 0.0459(18) 0.0368(17) 0.062(2) -0.0050(18) 0.0208(16) 0.0068(15) C2 0.060(2) 0.0311(17) 0.063(2) -0.0035(17) 0.0123(17) -0.0029(15) C3 0.063(2) 0.0326(16) 0.057(2) 0.0036(16) 0.0109(17) -0.0002(15) C4 0.0413(17) 0.0393(16) 0.061(2) -0.0042(18) 0.0123(15) 0.0051(15) C5 0.053(2) 0.0371(17) 0.059(2) -0.0034(17) 0.0204(16) -0.0033(15) C6 0.058(2) 0.0375(17) 0.059(2) -0.0044(17) 0.0255(17) -0.0042(16) C10 0.060(2) 0.0288(16) 0.047(2) -0.0042(16) 0.0164(16) 0.0025(15) C11 0.0509(19) 0.0401(17) 0.052(2) -0.0074(17) 0.0148(16) 0.0006(15) C12 0.062(2) 0.052(2) 0.061(2) -0.0061(18) 0.0162(18) 0.0042(17) C13 0.064(2) 0.082(3) 0.058(2) -0.012(2) 0.020(2) 0.011(2) C14 0.057(2) 0.092(3) 0.055(2) -0.019(2) 0.0235(19) -0.009(2) C15 0.076(3) 0.059(2) 0.066(3) 0.001(2) 0.026(2) -0.009(2) C16 0.061(2) 0.050(2) 0.066(2) -0.001(2) 0.0212(19) 0.0003(17) C20 0.062(2) 0.0272(16) 0.052(2) -0.0002(16) 0.0178(17) 0.0028(15) C21 0.0493(18) 0.0401(17) 0.050(2) 0.0023(18) 0.0191(15) -0.0041(15) C22 0.065(2) 0.0434(19) 0.056(2) -0.0106(18) 0.0253(18) -0.0029(16) C23 0.078(3) 0.061(2) 0.055(2) -0.011(2) 0.024(2) -0.009(2) C24 0.074(3) 0.086(3) 0.045(2) 0.002(2) 0.0169(19) -0.021(2) C25 0.086(3) 0.059(2) 0.055(2) 0.006(2) 0.010(2) 0.000(2) C26 0.073(2) 0.0422(19) 0.054(2) -0.0016(18) 0.0190(18) 0.0004(18) C31 0.052(2) 0.0368(16) 0.052(2) -0.0006(17) 0.0094(15) -0.0025(15) C32 0.060(2) 0.0427(18) 0.062(2) -0.0040(18) 0.0189(18) -0.0070(16) C33 0.063(2) 0.054(2) 0.060(2) 0.006(2) 0.0181(18) -0.0112(18) C34 0.059(2) 0.068(2) 0.056(2) -0.002(2) 0.0259(17) 0.0028(19) C35 0.061(2) 0.050(2) 0.067(2) -0.011(2) 0.0194(19) 0.0028(18) C36 0.055(2) 0.0396(17) 0.061(2) -0.0020(18) 0.0169(17) -0.0040(16) C41 0.053(2) 0.0315(16) 0.055(2) 0.0015(17) 0.0040(16) -0.0005(15) C42 0.0538(19) 0.0259(14) 0.050(2) 0.0010(16) 0.0067(15) -0.0016(15) C43 0.053(2) 0.0295(16) 0.059(2) -0.0027(17) 0.0075(17) -0.0009(15) C44 0.050(2) 0.0400(19) 0.074(3) -0.003(2) 0.0098(18) 0.0008(16) C45 0.060(2) 0.0316(17) 0.069(2) -0.0022(18) 0.0199(19) 0.0000(16) C46 0.079(2) 0.0239(16) 0.057(2) -0.0064(18) 0.0177(19) -0.0018(17) C47 0.063(2) 0.0231(15) 0.056(2) -0.0023(17) 0.0079(17) -0.0010(15) C48 0.069(2) 0.0321(17) 0.064(2) -0.0045(19) -0.008(2) 0.0002(17) C49 0.058(2) 0.050(2) 0.074(3) -0.003(2) -0.007(2) -0.0012(18) C50 0.0484(19) 0.0392(18) 0.078(3) 0.004(2) 0.0132(18) 0.0023(16) C51 0.078(3) 0.047(2) 0.089(3) -0.012(2) 0.039(2) -0.0046(19) C52 0.115(4) 0.055(2) 0.083(3) -0.016(2) 0.052(3) -0.004(3) C53 0.133(4) 0.047(2) 0.062(3) -0.009(2) 0.029(3) -0.003(3) C54 0.103(3) 0.0365(19) 0.057(2) -0.0059(19) 0.023(2) -0.003(2) C55 0.116(4) 0.046(2) 0.062(3) -0.004(2) -0.004(3) 0.001(2) C56 0.089(3) 0.044(2) 0.075(3) -0.003(2) -0.013(2) 0.002(2) _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 C6 1.409(4) . ? C1 C2 1.410(4) . ? C1 C10 1.457(4) . ? C2 C3 1.356(4) . ? C3 C4 1.403(4) . ? C4 C5 1.413(4) . ? C4 C41 1.453(4) . ? C5 C6 1.353(4) . ? C10 C20 1.354(4) . ? C10 C11 1.501(4) . ? C11 C16 1.393(4) . ? C11 C12 1.398(4) . ? C12 C13 1.379(4) . ? C13 C14 1.374(5) . ? C14 C15 1.386(4) . ? C15 C16 1.378(4) . ? C20 C21 1.468(4) . ? C20 C31 1.495(4) . ? C21 C22 1.397(4) . ? C21 C26 1.406(4) . ? C22 C23 1.367(4) . ? C23 C24 1.383(4) . ? C24 C25 1.382(4) . ? C25 C26 1.357(5) . ? C31 C36 1.384(4) . ? C31 C32 1.389(4) . ? C32 C33 1.383(4) . ? C33 C34 1.379(4) . ? C34 C35 1.391(4) . ? C35 C36 1.377(4) . ? C41 C50 1.403(4) . ? C41 C42 1.426(4) . ? C42 C47 1.399(4) . ? C42 C43 1.434(4) . ? C43 C44 1.355(4) . ? C44 C45 1.401(4) . ? C45 C51 1.416(4) . ? C45 C46 1.425(4) . ? C46 C54 1.403(5) . ? C46 C47 1.447(4) . ? C47 C48 1.433(4) . ? C48 C49 1.400(4) . ? C48 C56 1.413(5) . ? C49 C50 1.368(4) . ? C51 C52 1.353(5) . ? C52 C53 1.392(5) . ? C53 C54 1.405(5) . ? C54 C55 1.431(5) . ? C55 C56 1.353(5) . ? 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 C6 C1 C2 116.0(3) . . ? C6 C1 C10 121.8(3) . . ? C2 C1 C10 122.0(3) . . ? C3 C2 C1 121.4(3) . . ? C2 C3 C4 122.9(3) . . ? C3 C4 C5 115.3(3) . . ? C3 C4 C41 122.6(3) . . ? C5 C4 C41 122.0(3) . . ? C6 C5 C4 122.2(3) . . ? C5 C6 C1 122.0(3) . . ? C20 C10 C1 121.7(3) . . ? C20 C10 C11 121.2(3) . . ? C1 C10 C11 117.1(3) . . ? C16 C11 C12 118.3(3) . . ? C16 C11 C10 121.7(3) . . ? C12 C11 C10 120.0(3) . . ? C13 C12 C11 120.3(3) . . ? C14 C13 C12 120.8(3) . . ? C13 C14 C15 119.7(3) . . ? C16 C15 C14 120.0(3) . . ? C15 C16 C11 121.0(3) . . ? C10 C20 C21 123.7(3) . . ? C10 C20 C31 119.7(3) . . ? C21 C20 C31 116.5(3) . . ? C22 C21 C26 116.6(3) . . ? C22 C21 C20 122.3(3) . . ? C26 C21 C20 121.0(3) . . ? C23 C22 C21 121.8(4) . . ? C22 C23 C24 120.5(4) . . ? C25 C24 C23 118.5(4) . . ? C26 C25 C24 121.3(4) . . ? C25 C26 C21 121.2(3) . . ? C36 C31 C32 118.0(3) . . ? C36 C31 C20 121.4(3) . . ? C32 C31 C20 120.6(3) . . ? C33 C32 C31 121.2(3) . . ? C34 C33 C32 120.3(3) . . ? C33 C34 C35 118.7(3) . . ? C36 C35 C34 120.7(3) . . ? C35 C36 C31 120.9(3) . . ? C50 C41 C42 117.8(3) . . ? C50 C41 C4 120.7(3) . . ? C42 C41 C4 121.5(3) . . ? C47 C42 C41 119.4(3) . . ? C47 C42 C43 118.9(3) . . ? C41 C42 C43 121.6(3) . . ? C44 C43 C42 120.8(3) . . ? C43 C44 C45 121.9(3) . . ? C44 C45 C51 123.6(4) . . ? C44 C45 C46 119.8(3) . . ? C51 C45 C46 116.6(4) . . ? C54 C46 C45 121.8(3) . . ? C54 C46 C47 120.2(4) . . ? C45 C46 C47 118.1(3) . . ? C42 C47 C48 121.3(3) . . ? C42 C47 C46 120.5(3) . . ? C48 C47 C46 118.2(3) . . ? C49 C48 C56 122.6(4) . . ? C49 C48 C47 117.9(4) . . ? C56 C48 C47 119.4(3) . . ? C50 C49 C48 120.6(4) . . ? C49 C50 C41 123.0(3) . . ? C52 C51 C45 121.7(4) . . ? C51 C52 C53 121.7(4) . . ? C52 C53 C54 119.6(4) . . ? C46 C54 C53 118.7(4) . . ? C46 C54 C55 119.7(4) . . ? C53 C54 C55 121.6(4) . . ? C56 C55 C54 120.3(4) . . ? C55 C56 C48 122.2(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 3.6(4) . . . . ? C10 C1 C2 C3 -171.6(3) . . . . ? C1 C2 C3 C4 -0.1(5) . . . . ? C2 C3 C4 C5 -3.0(4) . . . . ? C2 C3 C4 C41 175.0(3) . . . . ? C3 C4 C5 C6 2.5(4) . . . . ? C41 C4 C5 C6 -175.5(3) . . . . ? C4 C5 C6 C1 1.0(5) . . . . ? C2 C1 C6 C5 -4.0(4) . . . . ? C10 C1 C6 C5 171.1(3) . . . . ? C6 C1 C10 C20 -116.4(3) . . . . ? C2 C1 C10 C20 58.4(4) . . . . ? C6 C1 C10 C11 65.3(4) . . . . ? C2 C1 C10 C11 -119.8(3) . . . . ? C20 C10 C11 C16 54.7(4) . . . . ? C1 C10 C11 C16 -127.1(3) . . . . ? C20 C10 C11 C12 -126.7(3) . . . . ? C1 C10 C11 C12 51.6(4) . . . . ? C16 C11 C12 C13 -2.8(5) . . . . ? C10 C11 C12 C13 178.5(3) . . . . ? C11 C12 C13 C14 1.8(6) . . . . ? C12 C13 C14 C15 0.3(6) . . . . ? C13 C14 C15 C16 -1.4(5) . . . . ? C14 C15 C16 C11 0.4(5) . . . . ? C12 C11 C16 C15 1.7(5) . . . . ? C10 C11 C16 C15 -179.6(3) . . . . ? C1 C10 C20 C21 -171.7(3) . . . . ? C11 C10 C20 C21 6.4(5) . . . . ? C1 C10 C20 C31 4.8(4) . . . . ? C11 C10 C20 C31 -177.0(3) . . . . ? C10 C20 C21 C22 60.3(4) . . . . ? C31 C20 C21 C22 -116.3(3) . . . . ? C10 C20 C21 C26 -120.8(3) . . . . ? C31 C20 C21 C26 62.6(4) . . . . ? C26 C21 C22 C23 -0.3(4) . . . . ? C20 C21 C22 C23 178.6(3) . . . . ? C21 C22 C23 C24 1.5(5) . . . . ? C22 C23 C24 C25 -0.4(5) . . . . ? C23 C24 C25 C26 -2.0(5) . . . . ? C24 C25 C26 C21 3.3(5) . . . . ? C22 C21 C26 C25 -2.0(5) . . . . ? C20 C21 C26 C25 179.0(3) . . . . ? C10 C20 C31 C36 59.4(4) . . . . ? C21 C20 C31 C36 -123.9(3) . . . . ? C10 C20 C31 C32 -120.5(3) . . . . ? C21 C20 C31 C32 56.2(4) . . . . ? C36 C31 C32 C33 -3.3(5) . . . . ? C20 C31 C32 C33 176.6(3) . . . . ? C31 C32 C33 C34 1.8(5) . . . . ? C32 C33 C34 C35 0.3(5) . . . . ? C33 C34 C35 C36 -0.8(5) . . . . ? C34 C35 C36 C31 -0.7(5) . . . . ? C32 C31 C36 C35 2.7(5) . . . . ? C20 C31 C36 C35 -177.2(3) . . . . ? C3 C4 C41 C50 115.4(3) . . . . ? C5 C4 C41 C50 -66.7(4) . . . . ? C3 C4 C41 C42 -65.5(4) . . . . ? C5 C4 C41 C42 112.4(3) . . . . ? C50 C41 C42 C47 0.4(5) . . . . ? C4 C41 C42 C47 -178.7(3) . . . . ? C50 C41 C42 C43 178.1(3) . . . . ? C4 C41 C42 C43 -1.0(5) . . . . ? C47 C42 C43 C44 1.1(4) . . . . ? C41 C42 C43 C44 -176.7(3) . . . . ? C42 C43 C44 C45 -0.7(5) . . . . ? C43 C44 C45 C51 178.4(3) . . . . ? C43 C44 C45 C46 0.0(5) . . . . ? C44 C45 C46 C54 179.2(3) . . . . ? C51 C45 C46 C54 0.6(5) . . . . ? C44 C45 C46 C47 0.4(5) . . . . ? C51 C45 C46 C47 -178.1(3) . . . . ? C41 C42 C47 C48 -1.7(5) . . . . ? C43 C42 C47 C48 -179.5(3) . . . . ? C41 C42 C47 C46 177.1(3) . . . . ? C43 C42 C47 C46 -0.7(5) . . . . ? C54 C46 C47 C42 -178.8(3) . . . . ? C45 C46 C47 C42 0.0(5) . . . . ? C54 C46 C47 C48 0.0(5) . . . . ? C45 C46 C47 C48 178.8(3) . . . . ? C42 C47 C48 C49 1.8(5) . . . . ? C46 C47 C48 C49 -177.0(3) . . . . ? C42 C47 C48 C56 179.7(3) . . . . ? C46 C47 C48 C56 0.8(5) . . . . ? C56 C48 C49 C50 -178.4(3) . . . . ? C47 C48 C49 C50 -0.6(5) . . . . ? C48 C49 C50 C41 -0.7(5) . . . . ? C42 C41 C50 C49 0.8(5) . . . . ? C4 C41 C50 C49 180.0(3) . . . . ? C44 C45 C51 C52 -178.4(3) . . . . ? C46 C45 C51 C52 0.1(5) . . . . ? C45 C51 C52 C53 -0.6(6) . . . . ? C51 C52 C53 C54 0.4(6) . . . . ? C45 C46 C54 C53 -0.8(5) . . . . ? C47 C46 C54 C53 177.9(3) . . . . ? C45 C46 C54 C55 -179.7(3) . . . . ? C47 C46 C54 C55 -0.9(5) . . . . ? C52 C53 C54 C46 0.3(5) . . . . ? C52 C53 C54 C55 179.2(4) . . . . ? C46 C54 C55 C56 1.1(5) . . . . ? C53 C54 C55 C56 -177.8(4) . . . . ? C54 C55 C56 C48 -0.2(6) . . . . ? C49 C48 C56 C55 177.0(3) . . . . ? C47 C48 C56 C55 -0.7(6) . . . . ? _diffrn_measured_fraction_theta_max 0.943 _diffrn_reflns_theta_full 66.50 _diffrn_measured_fraction_theta_full 0.944 _refine_diff_density_max 0.130 _refine_diff_density_min -0.168 _refine_diff_density_rms 0.036 # Attachment 'TPEAn.cif' data_zhao30 _database_code_depnum_ccdc_archive 'CCDC 753335' #TrackingRef 'TPEAn.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H28' _chemical_formula_weight 508.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4850(8) _cell_length_b 9.6830(9) _cell_length_c 15.5796(14) _cell_angle_alpha 79.592(8) _cell_angle_beta 83.901(7) _cell_angle_gamma 85.662(7) _cell_volume 1397.0(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3013 _cell_measurement_theta_min 4.6444 _cell_measurement_theta_max 71.40 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.209 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 0.517 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.87 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_source 'Enhance Ultra (Cu) X-ray Source' _diffrn_radiation_monochromator mirror _diffrn_measurement_device_type ;Goniometer Xcalibur, detector: Sapphire3, removed Mo collimator (Gemini ultra Cu) ; _diffrn_detector_area_resol_mean 15.9578 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7906 _diffrn_reflns_av_R_equivalents 0.0363 _diffrn_reflns_av_sigmaI/netI 0.0411 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 4.65 _diffrn_reflns_theta_max 67.48 _reflns_number_total 4897 _reflns_number_gt 3299 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0380P)^2^+0.0000P] 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 4897 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0573 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.0866 _refine_ls_wR_factor_gt 0.0823 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.000 _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 0.25479(13) 0.45215(14) 0.34225(8) 0.0347(3) Uani 1 1 d . . . C2 C 0.13697(14) 0.42741(16) 0.40269(9) 0.0422(3) Uani 1 1 d . . . H2A H 0.0444 0.4446 0.3835 0.051 Uiso 1 1 calc R . . C3 C 0.15249(14) 0.37790(16) 0.49060(9) 0.0417(3) Uani 1 1 d . . . H3A H 0.0704 0.3597 0.5306 0.050 Uiso 1 1 calc R . . C4 C 0.28605(13) 0.35453(14) 0.52121(8) 0.0339(3) Uani 1 1 d . . . C5 C 0.40426(13) 0.37481(15) 0.46011(9) 0.0365(3) Uani 1 1 d . . . H5A H 0.4968 0.3569 0.4792 0.044 Uiso 1 1 calc R . . C6 C 0.38883(13) 0.42079(15) 0.37182(9) 0.0379(3) Uani 1 1 d . . . H6A H 0.4708 0.4310 0.3310 0.046 Uiso 1 1 calc R . . C10 C 0.23867(13) 0.50954(15) 0.24765(9) 0.0361(3) Uani 1 1 d . . . C11 C 0.27495(14) 0.40596(15) 0.18778(9) 0.0380(3) Uani 1 1 d . . . C12 C 0.38193(17) 0.42747(17) 0.11972(10) 0.0520(4) Uani 1 1 d . . . H12A H 0.4311 0.5117 0.1090 0.062 Uiso 1 1 calc R . . C13 C 0.4174(2) 0.3259(2) 0.06700(11) 0.0640(5) Uani 1 1 d . . . H13A H 0.4912 0.3412 0.0207 0.077 Uiso 1 1 calc R . . C14 C 0.3470(2) 0.20365(18) 0.08117(11) 0.0580(5) Uani 1 1 d . . . H14A H 0.3706 0.1358 0.0441 0.070 Uiso 1 1 calc R . . C15 C 0.24194(18) 0.18015(18) 0.14961(11) 0.0555(4) Uani 1 1 d . . . H15A H 0.1933 0.0956 0.1601 0.067 Uiso 1 1 calc R . . C16 C 0.20756(15) 0.27951(16) 0.20273(10) 0.0464(4) Uani 1 1 d . . . H16A H 0.1365 0.2615 0.2505 0.056 Uiso 1 1 calc R . . C20 C 0.19449(13) 0.64515(15) 0.22071(9) 0.0364(3) Uani 1 1 d . . . C21 C 0.16511(14) 0.70245(15) 0.12794(9) 0.0383(3) Uani 1 1 d . . . C22 C 0.22619(17) 0.82559(16) 0.08416(10) 0.0484(4) Uani 1 1 d . . . H22A H 0.2921 0.8683 0.1115 0.058 Uiso 1 1 calc R . . C23 C 0.1910(2) 0.88603(18) 0.00057(10) 0.0597(5) Uani 1 1 d . . . H23A H 0.2337 0.9693 -0.0290 0.072 Uiso 1 1 calc R . . C24 C 0.0947(2) 0.82599(19) -0.03957(11) 0.0615(5) Uani 1 1 d . . . H24A H 0.0696 0.8688 -0.0961 0.074 Uiso 1 1 calc R . . C25 C 0.03490(19) 0.70330(19) 0.00263(11) 0.0595(4) Uani 1 1 d . . . H25A H -0.0303 0.6605 -0.0252 0.071 Uiso 1 1 calc R . . C26 C 0.07031(16) 0.64263(17) 0.08583(10) 0.0488(4) Uani 1 1 d . . . H26A H 0.0286 0.5583 0.1145 0.059 Uiso 1 1 calc R . . C31 C 0.16728(14) 0.74941(14) 0.28134(9) 0.0376(3) Uani 1 1 d . . . C32 C 0.26769(16) 0.77427(17) 0.33514(10) 0.0491(4) Uani 1 1 d . . . H32A H 0.3562 0.7214 0.3350 0.059 Uiso 1 1 calc R . . C33 C 0.24070(19) 0.8745(2) 0.38864(12) 0.0609(5) Uani 1 1 d . . . H33A H 0.3103 0.8896 0.4250 0.073 Uiso 1 1 calc R . . C34 C 0.11283(19) 0.95281(19) 0.38928(12) 0.0610(5) Uani 1 1 d . . . H34A H 0.0944 1.0220 0.4258 0.073 Uiso 1 1 calc R . . C35 C 0.01228(17) 0.93005(18) 0.33682(11) 0.0561(4) Uani 1 1 d . . . H35A H -0.0762 0.9830 0.3378 0.067 Uiso 1 1 calc R . . C36 C 0.03891(15) 0.83038(16) 0.28246(10) 0.0453(4) Uani 1 1 d . . . H36A H -0.0308 0.8170 0.2457 0.054 Uiso 1 1 calc R . . C41 C 0.30307(12) 0.31419(15) 0.61676(8) 0.0342(3) Uani 1 1 d . . . C42 C 0.27488(13) 0.41579(16) 0.67153(9) 0.0381(3) Uani 1 1 d . . . C43 C 0.23167(13) 0.55867(16) 0.63886(11) 0.0439(4) Uani 1 1 d . . . H43A H 0.2206 0.5871 0.5782 0.053 Uiso 1 1 calc R . . C44 C 0.20611(15) 0.65460(19) 0.69355(12) 0.0561(4) Uani 1 1 d . . . H44A H 0.1764 0.7487 0.6706 0.067 Uiso 1 1 calc R . . C45 C 0.22322(18) 0.6161(2) 0.78394(13) 0.0643(5) Uani 1 1 d . . . H45A H 0.2049 0.6844 0.8211 0.077 Uiso 1 1 calc R . . C46 C 0.26551(17) 0.4829(2) 0.81777(12) 0.0589(5) Uani 1 1 d . . . H46A H 0.2772 0.4588 0.8786 0.071 Uiso 1 1 calc R . . C47 C 0.29300(14) 0.37738(18) 0.76373(9) 0.0451(4) Uani 1 1 d . . . C48 C 0.33853(15) 0.23988(19) 0.79692(10) 0.0499(4) Uani 1 1 d . . . H48A H 0.3503 0.2147 0.8577 0.060 Uiso 1 1 calc R . . C49 C 0.36719(14) 0.13872(17) 0.74393(9) 0.0439(4) Uani 1 1 d . . . C50 C 0.41665(16) -0.00222(19) 0.77729(11) 0.0569(5) Uani 1 1 d . . . H50A H 0.4294 -0.0279 0.8379 0.068 Uiso 1 1 calc R . . C51 C 0.44547(17) -0.09910(19) 0.72496(11) 0.0593(5) Uani 1 1 d . . . H51A H 0.4804 -0.1912 0.7485 0.071 Uiso 1 1 calc R . . C52 C 0.42391(15) -0.06437(17) 0.63484(11) 0.0518(4) Uani 1 1 d . . . H52A H 0.4427 -0.1340 0.5986 0.062 Uiso 1 1 calc R . . C53 C 0.37644(14) 0.06814(15) 0.59950(10) 0.0422(3) Uani 1 1 d . . . H53A H 0.3615 0.0894 0.5391 0.051 Uiso 1 1 calc R . . C54 C 0.34890(13) 0.17518(15) 0.65207(9) 0.0373(3) Uani 1 1 d . . . 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 0.0339(7) 0.0330(7) 0.0361(7) -0.0025(6) -0.0056(6) -0.0005(5) C2 0.0292(7) 0.0510(9) 0.0440(8) -0.0002(7) -0.0077(6) -0.0001(6) C3 0.0305(7) 0.0525(9) 0.0384(8) -0.0004(7) -0.0002(6) -0.0018(6) C4 0.0322(6) 0.0324(7) 0.0361(7) -0.0045(6) -0.0037(5) 0.0015(5) C5 0.0281(6) 0.0404(8) 0.0397(8) -0.0032(6) -0.0062(6) 0.0029(5) C6 0.0308(6) 0.0415(8) 0.0389(8) -0.0026(6) -0.0010(6) 0.0011(6) C10 0.0314(6) 0.0381(8) 0.0374(8) -0.0019(6) -0.0052(6) -0.0016(6) C11 0.0399(7) 0.0360(8) 0.0356(7) 0.0006(6) -0.0091(6) 0.0047(6) C12 0.0629(10) 0.0415(9) 0.0448(9) 0.0021(7) 0.0054(8) 0.0016(7) C13 0.0875(13) 0.0555(11) 0.0388(9) 0.0017(8) 0.0100(8) 0.0155(9) C14 0.0844(12) 0.0475(10) 0.0432(9) -0.0117(7) -0.0195(9) 0.0186(9) C15 0.0599(10) 0.0450(9) 0.0656(11) -0.0146(8) -0.0190(9) 0.0028(8) C16 0.0426(8) 0.0426(9) 0.0542(9) -0.0084(7) -0.0075(7) 0.0008(6) C20 0.0332(6) 0.0358(8) 0.0382(7) -0.0017(6) -0.0022(6) -0.0026(5) C21 0.0404(7) 0.0335(7) 0.0385(8) -0.0028(6) -0.0022(6) 0.0033(6) C22 0.0625(9) 0.0380(8) 0.0411(8) -0.0016(7) 0.0007(7) -0.0004(7) C23 0.0867(13) 0.0417(9) 0.0434(9) 0.0024(7) 0.0063(9) 0.0018(9) C24 0.0915(13) 0.0494(10) 0.0391(9) -0.0019(8) -0.0116(9) 0.0193(9) C25 0.0712(11) 0.0571(11) 0.0508(10) -0.0069(8) -0.0220(8) 0.0092(9) C26 0.0522(8) 0.0447(9) 0.0479(9) -0.0005(7) -0.0124(7) 0.0001(7) C31 0.0395(7) 0.0343(7) 0.0367(8) -0.0004(6) -0.0007(6) -0.0062(6) C32 0.0470(8) 0.0450(9) 0.0574(10) -0.0117(7) -0.0091(7) -0.0034(7) C33 0.0660(10) 0.0577(11) 0.0649(11) -0.0195(9) -0.0115(9) -0.0124(9) C34 0.0696(11) 0.0544(11) 0.0623(11) -0.0248(9) 0.0125(9) -0.0160(9) C35 0.0472(9) 0.0497(10) 0.0690(11) -0.0149(9) 0.0131(8) -0.0022(7) C36 0.0409(8) 0.0433(9) 0.0507(9) -0.0079(7) -0.0005(7) -0.0020(6) C41 0.0250(6) 0.0398(8) 0.0368(7) -0.0051(6) -0.0029(5) 0.0001(5) C42 0.0260(6) 0.0458(8) 0.0427(8) -0.0088(6) -0.0016(5) -0.0025(6) C43 0.0293(6) 0.0455(9) 0.0579(9) -0.0148(7) -0.0007(6) -0.0003(6) C44 0.0396(8) 0.0498(10) 0.0820(13) -0.0246(9) 0.0036(8) -0.0037(7) C45 0.0564(10) 0.0730(13) 0.0723(12) -0.0423(11) 0.0108(9) -0.0125(9) C46 0.0514(9) 0.0807(14) 0.0500(10) -0.0273(9) 0.0051(8) -0.0141(9) C47 0.0345(7) 0.0627(10) 0.0401(8) -0.0146(7) 0.0008(6) -0.0084(7) C48 0.0447(8) 0.0690(11) 0.0338(8) -0.0015(7) -0.0038(6) -0.0065(7) C49 0.0346(7) 0.0543(10) 0.0384(8) 0.0030(7) -0.0039(6) -0.0006(6) C50 0.0494(9) 0.0635(12) 0.0482(9) 0.0140(8) -0.0063(7) 0.0046(8) C51 0.0499(9) 0.0501(10) 0.0658(11) 0.0143(9) -0.0016(8) 0.0092(8) C52 0.0445(8) 0.0422(9) 0.0629(10) -0.0022(8) 0.0032(7) 0.0055(7) C53 0.0371(7) 0.0401(8) 0.0458(8) -0.0022(7) 0.0000(6) 0.0018(6) C54 0.0287(6) 0.0440(8) 0.0363(7) -0.0016(6) -0.0020(5) 0.0014(6) _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 C2 1.3886(18) . ? C1 C6 1.3916(18) . ? C1 C10 1.4978(18) . ? C2 C3 1.3863(19) . ? C3 C4 1.3890(18) . ? C4 C5 1.3932(18) . ? C4 C41 1.4921(18) . ? C5 C6 1.3867(19) . ? C10 C20 1.3532(19) . ? C10 C11 1.4873(19) . ? C11 C12 1.386(2) . ? C11 C16 1.395(2) . ? C12 C13 1.392(2) . ? C13 C14 1.374(3) . ? C14 C15 1.380(2) . ? C15 C16 1.378(2) . ? C20 C31 1.4939(19) . ? C20 C21 1.4989(19) . ? C21 C26 1.384(2) . ? C21 C22 1.396(2) . ? C22 C23 1.392(2) . ? C23 C24 1.377(3) . ? C24 C25 1.381(3) . ? C25 C26 1.388(2) . ? C31 C32 1.395(2) . ? C31 C36 1.398(2) . ? C32 C33 1.383(2) . ? C33 C34 1.381(3) . ? C34 C35 1.374(2) . ? C35 C36 1.388(2) . ? C41 C42 1.4079(19) . ? C41 C54 1.4136(19) . ? C42 C43 1.430(2) . ? C42 C47 1.443(2) . ? C43 C44 1.362(2) . ? C44 C45 1.414(3) . ? C45 C46 1.351(3) . ? C46 C47 1.430(2) . ? C47 C48 1.392(2) . ? C48 C49 1.385(2) . ? C49 C50 1.432(2) . ? C49 C54 1.4366(19) . ? C50 C51 1.345(2) . ? C51 C52 1.416(2) . ? C52 C53 1.365(2) . ? C53 C54 1.426(2) . ? 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 C2 C1 C6 118.11(12) . . ? C2 C1 C10 121.16(12) . . ? C6 C1 C10 120.72(11) . . ? C3 C2 C1 120.92(12) . . ? C2 C3 C4 121.08(12) . . ? C3 C4 C5 117.92(12) . . ? C3 C4 C41 121.30(11) . . ? C5 C4 C41 120.74(11) . . ? C6 C5 C4 120.96(12) . . ? C5 C6 C1 120.84(12) . . ? C20 C10 C11 123.91(12) . . ? C20 C10 C1 121.54(13) . . ? C11 C10 C1 114.55(12) . . ? C12 C11 C16 118.22(14) . . ? C12 C11 C10 121.45(14) . . ? C16 C11 C10 120.20(13) . . ? C11 C12 C13 120.12(16) . . ? C14 C13 C12 120.82(16) . . ? C13 C14 C15 119.54(16) . . ? C16 C15 C14 119.92(17) . . ? C15 C16 C11 121.34(15) . . ? C10 C20 C31 122.86(13) . . ? C10 C20 C21 122.80(13) . . ? C31 C20 C21 114.33(12) . . ? C26 C21 C22 118.29(14) . . ? C26 C21 C20 121.85(13) . . ? C22 C21 C20 119.70(14) . . ? C23 C22 C21 120.27(16) . . ? C24 C23 C22 120.50(17) . . ? C23 C24 C25 119.76(16) . . ? C24 C25 C26 119.79(17) . . ? C21 C26 C25 121.38(16) . . ? C32 C31 C36 117.81(14) . . ? C32 C31 C20 122.64(13) . . ? C36 C31 C20 119.50(13) . . ? C33 C32 C31 121.18(15) . . ? C34 C33 C32 120.15(17) . . ? C35 C34 C33 119.66(16) . . ? C34 C35 C36 120.56(15) . . ? C35 C36 C31 120.62(15) . . ? C42 C41 C54 120.08(13) . . ? C42 C41 C4 119.66(12) . . ? C54 C41 C4 120.26(12) . . ? C41 C42 C43 122.37(13) . . ? C41 C42 C47 119.72(14) . . ? C43 C42 C47 117.90(14) . . ? C44 C43 C42 120.89(16) . . ? C43 C44 C45 120.95(18) . . ? C46 C45 C44 120.39(16) . . ? C45 C46 C47 121.19(17) . . ? C48 C47 C46 122.19(16) . . ? C48 C47 C42 119.13(14) . . ? C46 C47 C42 118.67(16) . . ? C49 C48 C47 121.91(14) . . ? C48 C49 C50 122.22(15) . . ? C48 C49 C54 119.60(14) . . ? C50 C49 C54 118.17(15) . . ? C51 C50 C49 121.64(15) . . ? C50 C51 C52 120.26(15) . . ? C53 C52 C51 120.66(16) . . ? C52 C53 C54 120.88(15) . . ? C41 C54 C53 122.10(13) . . ? C41 C54 C49 119.56(13) . . ? C53 C54 C49 118.34(13) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 2.4(2) . . . . ? C10 C1 C2 C3 -178.22(14) . . . . ? C1 C2 C3 C4 1.4(2) . . . . ? C2 C3 C4 C5 -3.5(2) . . . . ? C2 C3 C4 C41 174.21(14) . . . . ? C3 C4 C5 C6 1.8(2) . . . . ? C41 C4 C5 C6 -175.94(13) . . . . ? C4 C5 C6 C1 2.0(2) . . . . ? C2 C1 C6 C5 -4.1(2) . . . . ? C10 C1 C6 C5 176.51(14) . . . . ? C2 C1 C10 C20 72.45(19) . . . . ? C6 C1 C10 C20 -108.19(16) . . . . ? C2 C1 C10 C11 -107.57(15) . . . . ? C6 C1 C10 C11 71.80(17) . . . . ? C20 C10 C11 C12 59.79(19) . . . . ? C1 C10 C11 C12 -120.19(15) . . . . ? C20 C10 C11 C16 -124.49(15) . . . . ? C1 C10 C11 C16 55.53(17) . . . . ? C16 C11 C12 C13 1.5(2) . . . . ? C10 C11 C12 C13 177.34(14) . . . . ? C11 C12 C13 C14 0.3(3) . . . . ? C12 C13 C14 C15 -1.4(3) . . . . ? C13 C14 C15 C16 0.5(2) . . . . ? C14 C15 C16 C11 1.4(2) . . . . ? C12 C11 C16 C15 -2.4(2) . . . . ? C10 C11 C16 C15 -178.25(13) . . . . ? C11 C10 C20 C31 -176.11(12) . . . . ? C1 C10 C20 C31 3.9(2) . . . . ? C11 C10 C20 C21 5.5(2) . . . . ? C1 C10 C20 C21 -174.50(12) . . . . ? C10 C20 C21 C26 55.52(19) . . . . ? C31 C20 C21 C26 -122.98(14) . . . . ? C10 C20 C21 C22 -129.33(15) . . . . ? C31 C20 C21 C22 52.17(17) . . . . ? C26 C21 C22 C23 0.4(2) . . . . ? C20 C21 C22 C23 -174.90(13) . . . . ? C21 C22 C23 C24 0.6(2) . . . . ? C22 C23 C24 C25 -1.4(3) . . . . ? C23 C24 C25 C26 1.1(3) . . . . ? C22 C21 C26 C25 -0.7(2) . . . . ? C20 C21 C26 C25 174.54(14) . . . . ? C24 C25 C26 C21 -0.1(3) . . . . ? C10 C20 C31 C32 53.2(2) . . . . ? C21 C20 C31 C32 -128.28(14) . . . . ? C10 C20 C31 C36 -129.50(15) . . . . ? C21 C20 C31 C36 49.00(18) . . . . ? C36 C31 C32 C33 0.7(2) . . . . ? C20 C31 C32 C33 178.06(15) . . . . ? C31 C32 C33 C34 -0.3(3) . . . . ? C32 C33 C34 C35 0.3(3) . . . . ? C33 C34 C35 C36 -0.8(3) . . . . ? C34 C35 C36 C31 1.3(2) . . . . ? C32 C31 C36 C35 -1.2(2) . . . . ? C20 C31 C36 C35 -178.62(14) . . . . ? C3 C4 C41 C42 -73.71(18) . . . . ? C5 C4 C41 C42 103.96(15) . . . . ? C3 C4 C41 C54 107.05(15) . . . . ? C5 C4 C41 C54 -75.28(17) . . . . ? C54 C41 C42 C43 178.42(12) . . . . ? C4 C41 C42 C43 -0.82(19) . . . . ? C54 C41 C42 C47 0.01(18) . . . . ? C4 C41 C42 C47 -179.23(12) . . . . ? C41 C42 C43 C44 -179.57(13) . . . . ? C47 C42 C43 C44 -1.13(19) . . . . ? C42 C43 C44 C45 0.8(2) . . . . ? C43 C44 C45 C46 0.0(2) . . . . ? C44 C45 C46 C47 -0.5(3) . . . . ? C45 C46 C47 C48 179.10(15) . . . . ? C45 C46 C47 C42 0.1(2) . . . . ? C41 C42 C47 C48 0.1(2) . . . . ? C43 C42 C47 C48 -178.36(12) . . . . ? C41 C42 C47 C46 179.18(13) . . . . ? C43 C42 C47 C46 0.70(19) . . . . ? C46 C47 C48 C49 -178.93(14) . . . . ? C42 C47 C48 C49 0.1(2) . . . . ? C47 C48 C49 C50 178.78(14) . . . . ? C47 C48 C49 C54 -0.4(2) . . . . ? C48 C49 C50 C51 -179.32(15) . . . . ? C54 C49 C50 C51 -0.1(2) . . . . ? C49 C50 C51 C52 -1.6(3) . . . . ? C50 C51 C52 C53 1.3(2) . . . . ? C51 C52 C53 C54 0.7(2) . . . . ? C42 C41 C54 C53 178.92(12) . . . . ? C4 C41 C54 C53 -1.84(19) . . . . ? C42 C41 C54 C49 -0.35(18) . . . . ? C4 C41 C54 C49 178.89(12) . . . . ? C52 C53 C54 C41 178.39(13) . . . . ? C52 C53 C54 C49 -2.3(2) . . . . ? C48 C49 C54 C41 0.6(2) . . . . ? C50 C49 C54 C41 -178.69(13) . . . . ? C48 C49 C54 C53 -178.74(13) . . . . ? C50 C49 C54 C53 2.01(19) . . . . ? _diffrn_measured_fraction_theta_max 0.972 _diffrn_reflns_theta_full 66.50 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.128 _refine_diff_density_min -0.151 _refine_diff_density_rms 0.034 # Attachment 'TPEPa.cif' data_zhao31 _database_code_depnum_ccdc_archive 'CCDC 753336' #TrackingRef 'TPEPa.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H28' _chemical_formula_weight 508.62 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 17.2911(10) _cell_length_b 9.0613(5) _cell_length_c 18.1015(10) _cell_angle_alpha 90.00 _cell_angle_beta 94.720(6) _cell_angle_gamma 90.00 _cell_volume 2826.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1398 _cell_measurement_theta_min 2.44 _cell_measurement_theta_max 71.47 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.195 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1072 _exptl_absorpt_coefficient_mu 0.511 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.79 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7739 _diffrn_reflns_av_R_equivalents 0.1003 _diffrn_reflns_av_sigmaI/netI 0.1951 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 8 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.90 _diffrn_reflns_theta_max 67.47 _reflns_number_total 4572 _reflns_number_gt 1840 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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 [0.00000+1.00000exp(1.20(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0130P)^2^+0.0000sin\q/\l] where P = 0.33333Fo^2^ + 0.66667Fc^2^ ; _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 4572 _refine_ls_number_parameters 356 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1703 _refine_ls_R_factor_gt 0.0785 _refine_ls_wR_factor_ref 0.1090 _refine_ls_wR_factor_gt 0.0949 _refine_ls_goodness_of_fit_ref 1.012 _refine_ls_restrained_S_all 1.012 _refine_ls_shift/su_max 0.000 _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 0.3272(2) 0.1515(3) 0.2072(2) 0.0212(9) Uani 1 1 d . . . C2 C 0.3747(2) 0.2668(3) 0.2324(2) 0.0233(9) Uani 1 1 d . . . H2A H 0.3534 0.3466 0.2581 0.028 Uiso 1 1 calc R . . C3 C 0.4525(2) 0.2676(3) 0.2208(2) 0.0265(9) Uani 1 1 d . . . H3A H 0.4837 0.3489 0.2380 0.032 Uiso 1 1 calc R . . C4 C 0.4865(2) 0.1515(3) 0.1844(2) 0.0207(8) Uani 1 1 d . . . C5 C 0.4373(2) 0.0398(3) 0.1550(2) 0.0220(9) Uani 1 1 d . . . H5A H 0.4580 -0.0380 0.1276 0.026 Uiso 1 1 calc R . . C6 C 0.3590(2) 0.0406(3) 0.1653(2) 0.0204(8) Uani 1 1 d . . . H6A H 0.3264 -0.0349 0.1437 0.024 Uiso 1 1 calc R . . C10 C 0.2446(2) 0.1408(4) 0.2246(2) 0.0239(9) Uani 1 1 d . . . C11 C 0.1860(2) 0.1441(4) 0.1601(2) 0.0262(9) Uani 1 1 d . . . C12 C 0.1911(2) 0.2510(4) 0.1055(2) 0.0327(10) Uani 1 1 d . . . H12A H 0.2343 0.3161 0.1081 0.039 Uiso 1 1 calc R . . C13 C 0.1338(3) 0.2639(5) 0.0470(3) 0.0484(12) Uani 1 1 d . . . H13A H 0.1368 0.3397 0.0111 0.058 Uiso 1 1 calc R . . C14 C 0.0737(3) 0.1669(5) 0.0418(3) 0.0555(14) Uani 1 1 d . . . H14A H 0.0347 0.1752 0.0019 0.067 Uiso 1 1 calc R . . C15 C 0.0684(3) 0.0578(5) 0.0932(3) 0.0473(13) Uani 1 1 d . . . H15A H 0.0260 -0.0093 0.0887 0.057 Uiso 1 1 calc R . . C16 C 0.1248(2) 0.0448(4) 0.1519(2) 0.0351(10) Uani 1 1 d . . . H16A H 0.1215 -0.0328 0.1868 0.042 Uiso 1 1 calc R . . C20 C 0.2265(2) 0.1335(4) 0.2971(2) 0.0208(9) Uani 1 1 d . A . C21 C 0.1444(2) 0.1320(4) 0.3164(2) 0.0325(10) Uani 1 1 d . . . C22 C 0.0868(6) 0.2173(10) 0.2960(6) 0.033(3) Uiso 0.50 1 d P A 1 H22A H 0.0983 0.2969 0.2646 0.039 Uiso 0.50 1 calc PR A 1 C23 C 0.0094(6) 0.2086(11) 0.3140(6) 0.038(3) Uiso 0.50 1 d P A 1 H23A H -0.0288 0.2786 0.2969 0.046 Uiso 0.50 1 calc PR A 1 C24 C -0.0068(7) 0.0902(11) 0.3584(6) 0.042(3) Uiso 0.50 1 d P A 1 H24A H -0.0582 0.0791 0.3724 0.051 Uiso 0.50 1 calc PR A 1 C25 C 0.0496(6) -0.0154(10) 0.3841(6) 0.041(3) Uiso 0.50 1 d P A 1 H25A H 0.0368 -0.0950 0.4150 0.049 Uiso 0.50 1 calc PR A 1 C26 C 0.1241(8) 0.0017(13) 0.3626(7) 0.042(4) Uiso 0.50 1 d P A 1 H26A H 0.1627 -0.0695 0.3771 0.050 Uiso 0.50 1 calc PR A 1 C22A C 0.0956(6) 0.2607(10) 0.2848(5) 0.028(2) Uiso 0.50 1 d P A 2 H22B H 0.1163 0.3327 0.2538 0.034 Uiso 0.50 1 calc PR A 2 C23A C 0.0227(6) 0.2677(11) 0.3027(6) 0.048(3) Uiso 0.50 1 d P A 2 H23B H -0.0083 0.3496 0.2863 0.058 Uiso 0.50 1 calc PR A 2 C24A C -0.0096(7) 0.1584(11) 0.3448(7) 0.048(3) Uiso 0.50 1 d P A 2 H24B H -0.0634 0.1607 0.3519 0.058 Uiso 0.50 1 calc PR A 2 C25A C 0.0370(7) 0.0455(11) 0.3766(7) 0.048(3) Uiso 0.50 1 d P A 2 H25B H 0.0156 -0.0264 0.4073 0.057 Uiso 0.50 1 calc PR A 2 C26A C 0.1170(7) 0.0391(12) 0.3626(7) 0.034(3) Uiso 0.50 1 d P A 2 H26B H 0.1501 -0.0327 0.3869 0.040 Uiso 0.50 1 calc PR A 2 C31 C 0.2861(2) 0.1282(4) 0.3601(2) 0.0235(9) Uani 1 1 d . . . C32 C 0.2842(2) 0.2323(4) 0.4166(2) 0.0347(10) Uani 1 1 d . A . H32A H 0.2435 0.3028 0.4156 0.042 Uiso 1 1 calc R . . C33 C 0.3425(3) 0.2325(5) 0.4746(2) 0.0431(12) Uani 1 1 d . . . H33A H 0.3414 0.3032 0.5133 0.052 Uiso 1 1 calc R A . C34 C 0.4009(3) 0.1314(4) 0.4759(3) 0.0540(13) Uani 1 1 d . A . H34A H 0.4410 0.1334 0.5151 0.065 Uiso 1 1 calc R . . C35 C 0.4028(3) 0.0265(5) 0.4212(3) 0.0506(14) Uani 1 1 d . . . H35A H 0.4434 -0.0443 0.4231 0.061 Uiso 1 1 calc R A . C36 C 0.3454(2) 0.0246(4) 0.3638(2) 0.0337(10) Uani 1 1 d . A . H36A H 0.3464 -0.0486 0.3263 0.040 Uiso 1 1 calc R . . C41 C 0.5715(2) 0.1460(4) 0.1780(2) 0.0197(8) Uani 1 1 d . . . C42 C 0.6242(2) 0.1468(4) 0.2437(2) 0.0239(9) Uani 1 1 d . . . C43 C 0.5980(3) 0.1425(4) 0.3166(2) 0.0315(10) Uani 1 1 d . . . H43A H 0.5439 0.1439 0.3227 0.038 Uiso 1 1 calc R . . C44 C 0.6497(3) 0.1364(4) 0.3772(2) 0.0461(13) Uani 1 1 d . . . H44A H 0.6310 0.1320 0.4251 0.055 Uiso 1 1 calc R . . C45 C 0.7283(3) 0.1365(4) 0.3710(2) 0.0492(13) Uani 1 1 d . . . H45A H 0.7634 0.1354 0.4142 0.059 Uiso 1 1 calc R . . C46 C 0.7557(3) 0.1382(4) 0.3030(3) 0.0454(12) Uani 1 1 d . . . H46A H 0.8102 0.1371 0.2996 0.054 Uiso 1 1 calc R . . C47 C 0.7056(2) 0.1416(4) 0.2362(2) 0.0266(10) Uani 1 1 d . . . C48 C 0.7347(2) 0.1327(4) 0.1629(2) 0.0292(10) Uani 1 1 d . . . C49 C 0.8141(3) 0.1264(4) 0.1522(3) 0.0493(14) Uani 1 1 d . . . H49A H 0.8516 0.1311 0.1936 0.059 Uiso 1 1 calc R . . C50 C 0.8375(3) 0.1131(5) 0.0811(3) 0.0522(15) Uani 1 1 d . . . H50A H 0.8913 0.1079 0.0743 0.063 Uiso 1 1 calc R . . C51 C 0.7839(3) 0.1073(5) 0.0195(3) 0.0514(14) Uani 1 1 d . . . H51A H 0.8008 0.0980 -0.0289 0.062 Uiso 1 1 calc R . . C52 C 0.7067(3) 0.1152(4) 0.0296(3) 0.0392(12) Uani 1 1 d . . . H52A H 0.6698 0.1122 -0.0122 0.047 Uiso 1 1 calc R . . C53 C 0.6810(2) 0.1279(4) 0.1014(2) 0.0257(9) Uani 1 1 d . . . C54 C 0.6000(2) 0.1339(3) 0.1102(2) 0.0243(9) Uani 1 1 d . . . H54A H 0.5645 0.1294 0.0673 0.029 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 0.019(2) 0.0205(17) 0.024(2) 0.0007(16) -0.0010(18) -0.0030(16) C2 0.018(2) 0.0139(16) 0.038(2) -0.0089(16) 0.0041(18) 0.0056(15) C3 0.023(2) 0.0163(17) 0.040(2) -0.0083(17) 0.0040(19) -0.0072(16) C4 0.023(2) 0.0145(16) 0.025(2) 0.0022(16) 0.0035(18) -0.0058(16) C5 0.023(2) 0.0234(18) 0.020(2) -0.0118(15) 0.0031(18) 0.0044(16) C6 0.016(2) 0.0220(18) 0.022(2) -0.0067(15) -0.0082(17) -0.0079(16) C10 0.017(2) 0.0211(18) 0.033(3) 0.0000(18) -0.0005(18) -0.0003(17) C11 0.014(2) 0.030(2) 0.033(2) -0.0026(19) -0.0037(18) -0.0008(17) C12 0.027(2) 0.041(2) 0.030(2) 0.008(2) -0.001(2) 0.002(2) C13 0.046(3) 0.065(3) 0.033(3) 0.003(2) -0.010(3) 0.009(3) C14 0.041(3) 0.094(4) 0.030(3) -0.011(3) -0.011(3) 0.015(3) C15 0.020(3) 0.086(3) 0.035(3) -0.024(3) -0.009(2) -0.005(2) C16 0.019(2) 0.044(2) 0.040(3) 0.002(2) -0.004(2) -0.0046(19) C20 0.016(2) 0.0254(19) 0.021(2) 0.0007(17) 0.0015(18) -0.0048(17) C21 0.022(2) 0.037(2) 0.038(3) -0.014(2) 0.004(2) 0.003(2) C31 0.020(2) 0.0234(18) 0.026(2) -0.0032(17) -0.0044(18) -0.0004(17) C32 0.028(3) 0.035(2) 0.041(3) -0.005(2) 0.000(2) 0.0053(19) C33 0.046(3) 0.045(2) 0.035(3) -0.011(2) -0.015(2) 0.000(2) C34 0.046(3) 0.061(3) 0.049(3) 0.003(3) -0.032(3) 0.007(3) C35 0.042(3) 0.045(3) 0.062(4) 0.006(2) -0.009(3) 0.018(2) C36 0.030(3) 0.029(2) 0.041(3) -0.0025(19) -0.003(2) 0.0043(19) C41 0.021(2) 0.0199(18) 0.019(2) 0.0027(16) 0.0054(17) 0.0001(16) C42 0.018(2) 0.0150(17) 0.039(3) 0.0023(18) 0.0013(19) -0.0032(16) C43 0.041(3) 0.0253(19) 0.028(2) -0.0001(19) 0.004(2) -0.001(2) C44 0.082(4) 0.033(2) 0.019(2) 0.003(2) -0.019(3) 0.000(3) C45 0.073(4) 0.044(3) 0.025(3) -0.006(2) -0.028(3) 0.014(3) C46 0.037(3) 0.040(2) 0.056(4) -0.007(2) -0.014(3) 0.007(2) C47 0.019(2) 0.0199(18) 0.039(3) -0.0036(19) -0.005(2) -0.0018(18) C48 0.017(2) 0.027(2) 0.044(3) 0.001(2) 0.001(2) 0.0033(18) C49 0.026(3) 0.040(3) 0.082(4) 0.000(3) 0.006(3) 0.001(2) C50 0.027(3) 0.062(3) 0.072(4) -0.002(3) 0.030(3) 0.001(2) C51 0.041(3) 0.068(3) 0.047(3) 0.001(3) 0.015(3) 0.008(3) C52 0.040(3) 0.044(2) 0.037(3) 0.007(2) 0.019(2) 0.013(2) C53 0.024(2) 0.0259(19) 0.028(2) 0.0020(18) 0.0074(19) 0.0053(18) C54 0.023(2) 0.0282(19) 0.021(2) -0.0031(17) -0.0018(18) -0.0002(18) _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 C2 1.383(4) . ? C1 C6 1.398(4) . ? C1 C10 1.492(5) . ? C2 C3 1.379(4) . ? C3 C4 1.397(4) . ? C4 C5 1.398(5) . ? C4 C41 1.484(5) . ? C5 C6 1.381(4) . ? C10 C20 1.375(5) . ? C10 C11 1.482(6) . ? C11 C16 1.387(5) . ? C11 C12 1.393(5) . ? C12 C13 1.394(6) . ? C13 C14 1.359(6) . ? C14 C15 1.366(6) . ? C15 C16 1.388(7) . ? C20 C31 1.475(6) . ? C20 C21 1.488(5) . ? C21 C22 1.291(10) . ? C21 C26A 1.304(12) . ? C21 C26 1.505(12) . ? C21 C22A 1.524(10) . ? C22 C23 1.404(14) . ? C23 C24 1.384(13) . ? C24 C25 1.417(14) . ? C25 C26 1.384(15) . ? C22A C23A 1.327(14) . ? C23A C24A 1.395(13) . ? C24A C25A 1.397(14) . ? C25A C26A 1.428(16) . ? C31 C36 1.387(5) . ? C31 C32 1.395(5) . ? C32 C33 1.394(6) . ? C33 C34 1.363(6) . ? C34 C35 1.374(6) . ? C35 C36 1.376(7) . ? C41 C54 1.363(4) . ? C41 C42 1.438(6) . ? C42 C47 1.426(5) . ? C42 C43 1.431(5) . ? C43 C44 1.358(6) . ? C44 C45 1.374(6) . ? C45 C46 1.354(6) . ? C46 C47 1.428(6) . ? C47 C48 1.461(5) . ? C48 C53 1.390(6) . ? C48 C49 1.402(5) . ? C49 C50 1.387(6) . ? C50 C51 1.390(8) . ? C51 C52 1.363(6) . ? C52 C53 1.413(5) . ? C53 C54 1.423(5) . ? 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 C2 C1 C6 118.3(3) . . ? C2 C1 C10 122.1(3) . . ? C6 C1 C10 119.6(3) . . ? C3 C2 C1 120.9(3) . . ? C2 C3 C4 121.4(3) . . ? C3 C4 C5 117.2(3) . . ? C3 C4 C41 121.3(3) . . ? C5 C4 C41 121.5(3) . . ? C6 C5 C4 121.2(3) . . ? C5 C6 C1 120.6(3) . . ? C20 C10 C11 123.9(3) . . ? C20 C10 C1 120.2(4) . . ? C11 C10 C1 115.9(4) . . ? C16 C11 C12 117.9(4) . . ? C16 C11 C10 122.5(4) . . ? C12 C11 C10 119.6(4) . . ? C11 C12 C13 121.0(4) . . ? C14 C13 C12 119.3(5) . . ? C13 C14 C15 121.0(5) . . ? C14 C15 C16 120.1(4) . . ? C11 C16 C15 120.6(4) . . ? C10 C20 C31 122.6(3) . . ? C10 C20 C21 121.4(4) . . ? C31 C20 C21 116.0(4) . . ? C22 C21 C26A 104.9(8) . . ? C22 C21 C20 131.0(6) . . ? C26A C21 C20 124.1(7) . . ? C22 C21 C26 114.7(8) . . ? C26A C21 C26 12.3(9) . . ? C20 C21 C26 114.1(6) . . ? C22 C21 C22A 16.9(6) . . ? C26A C21 C22A 121.0(7) . . ? C20 C21 C22A 114.5(5) . . ? C26 C21 C22A 131.4(7) . . ? C21 C22 C23 128.9(9) . . ? C24 C23 C22 114.8(10) . . ? C23 C24 C25 123.2(10) . . ? C26 C25 C24 117.6(10) . . ? C25 C26 C21 120.6(10) . . ? C23A C22A C21 116.9(9) . . ? C22A C23A C24A 122.1(11) . . ? C23A C24A C25A 120.1(11) . . ? C24A C25A C26A 119.4(11) . . ? C21 C26A C25A 119.8(11) . . ? C36 C31 C32 119.0(4) . . ? C36 C31 C20 121.8(4) . . ? C32 C31 C20 119.2(4) . . ? C33 C32 C31 119.6(4) . . ? C34 C33 C32 120.0(4) . . ? C33 C34 C35 121.0(5) . . ? C34 C35 C36 119.6(4) . . ? C35 C36 C31 120.8(4) . . ? C54 C41 C42 119.5(4) . . ? C54 C41 C4 120.5(4) . . ? C42 C41 C4 119.9(3) . . ? C47 C42 C43 118.4(4) . . ? C47 C42 C41 119.0(4) . . ? C43 C42 C41 122.4(4) . . ? C44 C43 C42 120.6(4) . . ? C43 C44 C45 121.6(5) . . ? C46 C45 C44 119.7(5) . . ? C45 C46 C47 122.5(5) . . ? C42 C47 C46 117.1(4) . . ? C42 C47 C48 120.3(4) . . ? C46 C47 C48 122.6(4) . . ? C53 C48 C49 119.1(4) . . ? C53 C48 C47 118.1(4) . . ? C49 C48 C47 122.8(5) . . ? C50 C49 C48 119.6(5) . . ? C49 C50 C51 121.5(5) . . ? C52 C51 C50 119.0(5) . . ? C51 C52 C53 120.9(5) . . ? C48 C53 C52 119.9(4) . . ? C48 C53 C54 120.5(4) . . ? C52 C53 C54 119.6(4) . . ? C41 C54 C53 122.4(4) . . ? _diffrn_measured_fraction_theta_max 0.899 _diffrn_reflns_theta_full 66.50 _diffrn_measured_fraction_theta_full 0.901 _refine_diff_density_max 0.220 _refine_diff_density_min -0.205 _refine_diff_density_rms 0.052 # Attachment 'TPENp.cif' data_zhao33cult _database_code_depnum_ccdc_archive 'CCDC 753337' #TrackingRef 'TPENp.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H26' _chemical_formula_weight 458.57 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.1633(8) _cell_length_b 28.882(3) _cell_length_c 19.778(2) _cell_angle_alpha 90.00 _cell_angle_beta 101.303(10) _cell_angle_gamma 90.00 _cell_volume 5133.0(9) _cell_formula_units_Z 8 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 1020 _cell_measurement_theta_min 2.76 _cell_measurement_theta_max 71.51 _exptl_crystal_description bar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.187 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1936 _exptl_absorpt_coefficient_mu 0.507 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.55 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details SADABs _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12975 _diffrn_reflns_av_R_equivalents 0.0621 _diffrn_reflns_av_sigmaI/netI 0.1561 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 34 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 3.82 _diffrn_reflns_theta_max 67.50 _reflns_number_total 8184 _reflns_number_gt 2667 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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 [0.00000+1.00000exp(2.00(sin\q/\l)^2^)]/ [\s^2^(Fo^2^)+0.0000+0.0000*P+(0.0450P)^2^+0.0000sin\q/\l] where P = 0.33333Fo^2^ + 0.66667Fc^2^ ; _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 8184 _refine_ls_number_parameters 625 _refine_ls_number_restraints 120 _refine_ls_R_factor_all 0.1884 _refine_ls_R_factor_gt 0.0752 _refine_ls_wR_factor_ref 0.1753 _refine_ls_wR_factor_gt 0.1445 _refine_ls_goodness_of_fit_ref 1.017 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.000 _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 0.3198(5) 0.51060(15) 0.2733(2) 0.0546(12) Uani 1 1 d . . . C2 C 0.4430(5) 0.50414(15) 0.3268(2) 0.0577(12) Uani 1 1 d . . . H2A H 0.5270 0.5239 0.3296 0.069 Uiso 1 1 calc R . . C3 C 0.4454(5) 0.46989(14) 0.3754(2) 0.0587(12) Uani 1 1 d . . . H3A H 0.5314 0.4661 0.4106 0.070 Uiso 1 1 calc R . . C4 C 0.3245(5) 0.44073(15) 0.3738(2) 0.0566(12) Uani 1 1 d . . . C5 C 0.1988(5) 0.44756(16) 0.3208(2) 0.0684(14) Uani 1 1 d . . . H5A H 0.1132 0.4287 0.3189 0.082 Uiso 1 1 calc R . . C6 C 0.1992(5) 0.48139(16) 0.2717(2) 0.0640(13) Uani 1 1 d . . . H6A H 0.1144 0.4848 0.2358 0.077 Uiso 1 1 calc R . . C10 C 0.3192(5) 0.54693(14) 0.2200(2) 0.0488(11) Uani 1 1 d . . . C11 C 0.3536(5) 0.59457(15) 0.2472(2) 0.0540(11) Uani 1 1 d . . . C12 C 0.4687(5) 0.62050(14) 0.2303(3) 0.0623(13) Uani 1 1 d . . . H12A H 0.5304 0.6071 0.2022 0.075 Uiso 1 1 calc R . . C13 C 0.4953(5) 0.66507(16) 0.2531(3) 0.0726(15) Uani 1 1 d . . . H13A H 0.5744 0.6821 0.2404 0.087 Uiso 1 1 calc R . . C14 C 0.4091(6) 0.68528(17) 0.2940(3) 0.0728(15) Uani 1 1 d . . . H14A H 0.4277 0.7162 0.3095 0.087 Uiso 1 1 calc R . . C15 C 0.2947(6) 0.66024(18) 0.3125(3) 0.0762(16) Uani 1 1 d . . . H15A H 0.2343 0.6741 0.3409 0.091 Uiso 1 1 calc R . . C16 C 0.2677(5) 0.61554(17) 0.2904(2) 0.0674(13) Uani 1 1 d . . . H16A H 0.1900 0.5985 0.3044 0.081 Uiso 1 1 calc R . . C20 C 0.2858(4) 0.53864(14) 0.1515(2) 0.0470(10) Uani 1 1 d . . . C21 C 0.2708(5) 0.57585(14) 0.0988(2) 0.0509(11) Uani 1 1 d . . . C22 C 0.1721(5) 0.61223(15) 0.0993(2) 0.0654(13) Uani 1 1 d . . . H22A H 0.1134 0.6133 0.1339 0.079 Uiso 1 1 calc R . . C23 C 0.1580(6) 0.64684(17) 0.0506(3) 0.0833(17) Uani 1 1 d . . . H23A H 0.0915 0.6719 0.0521 0.100 Uiso 1 1 calc R . . C24 C 0.2403(8) 0.6449(2) -0.0002(3) 0.101(2) Uani 1 1 d . . . H24A H 0.2306 0.6687 -0.0339 0.121 Uiso 1 1 calc R . . C25 C 0.3374(7) 0.6086(2) -0.0028(3) 0.0877(18) Uani 1 1 d . . . H25A H 0.3947 0.6074 -0.0380 0.105 Uiso 1 1 calc R . . C26 C 0.3501(6) 0.57371(17) 0.0466(2) 0.0708(14) Uani 1 1 d . . . H26A H 0.4142 0.5482 0.0442 0.085 Uiso 1 1 calc R . . C31 C 0.2572(5) 0.49119(13) 0.1237(2) 0.0486(10) Uani 1 1 d . . . C32 C 0.3618(5) 0.45561(15) 0.1371(2) 0.0623(12) Uani 1 1 d . . . H32A H 0.4565 0.4615 0.1651 0.075 Uiso 1 1 calc R . . C33 C 0.3293(6) 0.41167(15) 0.1099(3) 0.0699(14) Uani 1 1 d . . . H33A H 0.4020 0.3879 0.1192 0.084 Uiso 1 1 calc R . . C34 C 0.1899(6) 0.40236(17) 0.0690(3) 0.0769(15) Uani 1 1 d . . . H34A H 0.1669 0.3721 0.0510 0.092 Uiso 1 1 calc R . . C35 C 0.0870(6) 0.43706(15) 0.0550(3) 0.0730(15) Uani 1 1 d . . . H35A H -0.0079 0.4311 0.0271 0.088 Uiso 1 1 calc R . . C36 C 0.1214(5) 0.48056(14) 0.0814(2) 0.0603(12) Uani 1 1 d . . . H36A H 0.0494 0.5044 0.0703 0.072 Uiso 1 1 calc R . . C41 C 0.3252(5) 0.40412(16) 0.4263(2) 0.0593(12) Uani 1 1 d D . . C42 C 0.2930(4) 0.35666(16) 0.4101(2) 0.0623(13) Uani 1 1 d D . . C43 C 0.2615(5) 0.33962(18) 0.3409(3) 0.0736(15) Uani 1 1 d D . . H43A H 0.2618 0.3605 0.3039 0.088 Uiso 1 1 calc R . . C44 C 0.2311(5) 0.29402(18) 0.3270(3) 0.0780(15) Uani 1 1 d D . . H44A H 0.2124 0.2839 0.2804 0.094 Uiso 1 1 calc R . . C45 C 0.2268(6) 0.2617(2) 0.3792(3) 0.0847(17) Uani 1 1 d D . . H45A H 0.2025 0.2302 0.3691 0.102 Uiso 1 1 calc R . . C46 C 0.2596(6) 0.27799(19) 0.4470(3) 0.0852(17) Uani 1 1 d D . . H46A H 0.2588 0.2567 0.4836 0.102 Uiso 1 1 calc R . . C47 C 0.2937(5) 0.32428(16) 0.4630(3) 0.0620(13) Uani 1 1 d D . . C48 C 0.3293(6) 0.33832(19) 0.5322(3) 0.0786(16) Uani 1 1 d D . . H48A H 0.3297 0.3163 0.5679 0.094 Uiso 1 1 calc R . . C49 C 0.3640(5) 0.38448(18) 0.5490(3) 0.0742(14) Uani 1 1 d D . . H49A H 0.3903 0.3938 0.5959 0.089 Uiso 1 1 calc R . . C50 C 0.3595(5) 0.41694(18) 0.4958(2) 0.0672(14) Uani 1 1 d D . . H50A H 0.3805 0.4485 0.5073 0.081 Uiso 1 1 calc R . . C1A C 0.2546(9) 0.7586(3) 0.6142(4) 0.056(2) Uiso 0.60 1 d PD A 1 C2A C 0.1476(14) 0.7915(3) 0.5866(6) 0.070(4) Uiso 0.60 1 d PD A 1 H2AA H 0.0581 0.7804 0.5586 0.084 Uiso 0.60 1 calc PR A 1 C3A C 0.1609(10) 0.8399(3) 0.5968(4) 0.064(2) Uiso 0.60 1 d PD A 1 H3AA H 0.0857 0.8604 0.5744 0.077 Uiso 0.60 1 calc PR A 1 C4A C 0.2881(9) 0.8567(3) 0.6409(4) 0.062(2) Uiso 0.60 1 d PD A 1 C5A C 0.3984(11) 0.8251(3) 0.6692(5) 0.067(2) Uiso 0.60 1 d PD A 1 H5AA H 0.4863 0.8363 0.6984 0.080 Uiso 0.60 1 calc PR A 1 C6A C 0.3839(11) 0.7777(3) 0.6560(6) 0.067(3) Uiso 0.60 1 d PD A 1 H6AA H 0.4631 0.7576 0.6756 0.080 Uiso 0.60 1 calc PR A 1 C1B C 0.2600(13) 0.7636(4) 0.5918(6) 0.053(3) Uiso 0.40 1 d PD A 2 C2B C 0.1548(17) 0.7991(4) 0.5792(7) 0.046(4) Uiso 0.40 1 d PD A 2 H2BA H 0.0682 0.7981 0.5438 0.055 Uiso 0.40 1 calc PR A 2 C3B C 0.1913(13) 0.8364(4) 0.6244(5) 0.053(3) Uiso 0.40 1 d PD A 2 H3BA H 0.1187 0.8603 0.6208 0.063 Uiso 0.40 1 calc PR A 2 C4B C 0.3231(11) 0.8434(3) 0.6752(5) 0.042(2) Uiso 0.40 1 d PD A 2 C5B C 0.4202(15) 0.8067(4) 0.6836(7) 0.064(4) Uiso 0.40 1 d PD A 2 H5BA H 0.5089 0.8083 0.7177 0.076 Uiso 0.40 1 calc PR A 2 C6B C 0.3905(17) 0.7670(5) 0.6427(8) 0.072(5) Uiso 0.40 1 d PD A 2 H6BA H 0.4593 0.7420 0.6493 0.086 Uiso 0.40 1 calc PR A 2 C10A C 0.2377(7) 0.7096(2) 0.5994(3) 0.0339(14) Uiso 0.60 1 d P A 1 C20A C 0.2007(7) 0.6910(2) 0.5318(3) 0.0362(15) Uiso 0.60 1 d P A 1 C10B C 0.2189(15) 0.7186(5) 0.5470(8) 0.074(4) Uiso 0.40 1 d P A 2 C20B C 0.2208(15) 0.6797(4) 0.5735(7) 0.069(3) Uiso 0.40 1 d P A 2 C11A C 0.2554(6) 0.67798(18) 0.6584(3) 0.0683(14) Uani 1 1 d . . . C12A C 0.1790(6) 0.6913(2) 0.7070(3) 0.0902(19) Uani 1 1 d . A . H12B H 0.1120 0.7166 0.6980 0.108 Uiso 1 1 calc R . . C13A C 0.1973(9) 0.6679(3) 0.7711(4) 0.134(3) Uani 1 1 d . . . H13B H 0.1396 0.6754 0.8046 0.160 Uiso 1 1 calc R A . C14A C 0.3061(10) 0.6331(4) 0.7818(4) 0.144(4) Uani 1 1 d . A . H14B H 0.3258 0.6173 0.8248 0.172 Uiso 1 1 calc R . . C15A C 0.3791(8) 0.6221(2) 0.7359(4) 0.113(3) Uani 1 1 d . . . H15B H 0.4514 0.5982 0.7457 0.136 Uiso 1 1 calc R A . C16A C 0.3580(6) 0.64293(17) 0.6736(3) 0.0751(15) Uani 1 1 d . A . H16B H 0.4140 0.6334 0.6404 0.090 Uiso 1 1 calc R . . C21A C 0.188(2) 0.7211(7) 0.4716(10) 0.092(8) Uiso 0.60 1 d P A 1 C22A C 0.3072(10) 0.7486(3) 0.4586(4) 0.055(2) Uiso 0.60 1 d P A 1 H22B H 0.4005 0.7472 0.4896 0.066 Uiso 0.60 1 calc PR A 1 C23A C 0.2914(13) 0.7771(3) 0.4028(6) 0.088(4) Uiso 0.60 1 d P A 1 H23B H 0.3706 0.7958 0.3936 0.105 Uiso 0.60 1 calc PR A 1 C27B C 0.1441(16) 0.7769(3) 0.3580(6) 0.072(3) Uiso 0.60 1 d P A 1 H27A H 0.1290 0.7975 0.3199 0.086 Uiso 0.60 1 calc PR A 1 C25A C 0.0324(13) 0.7513(3) 0.3655(6) 0.073(3) Uiso 0.60 1 d P A 1 H25B H -0.0581 0.7507 0.3325 0.088 Uiso 0.60 1 calc PR A 1 C26A C 0.0544(15) 0.7240(4) 0.4272(6) 0.070(4) Uiso 0.60 1 d P A 1 H26B H -0.0276 0.7071 0.4375 0.084 Uiso 0.60 1 calc PR A 1 C21B C 0.172(2) 0.7253(6) 0.4682(8) 0.029(4) Uiso 0.40 1 d P A 2 C22B C 0.2378(17) 0.7583(4) 0.4411(7) 0.067(4) Uiso 0.40 1 d P A 2 H22C H 0.3194 0.7711 0.4727 0.081 Uiso 0.40 1 calc PR A 2 C23B C 0.217(2) 0.7788(4) 0.3777(8) 0.056(4) Uiso 0.40 1 d P A 2 H23C H 0.2867 0.7975 0.3606 0.067 Uiso 0.40 1 calc PR A 2 C24B C 0.0672(18) 0.7667(5) 0.3408(8) 0.074(4) Uiso 0.40 1 d P A 2 H24B H 0.0294 0.7820 0.2984 0.089 Uiso 0.40 1 calc PR A 2 C25B C -0.0234(17) 0.7338(5) 0.3645(7) 0.073(4) Uiso 0.40 1 d P A 2 H25C H -0.1182 0.7263 0.3376 0.087 Uiso 0.40 1 calc PR A 2 C26B C 0.0261(17) 0.7123(5) 0.4271(8) 0.052(4) Uiso 0.40 1 d P A 2 H26C H -0.0331 0.6895 0.4435 0.062 Uiso 0.40 1 calc PR A 2 C31A C 0.1812(5) 0.63952(15) 0.5239(2) 0.0591(12) Uani 1 1 d . . . C32A C 0.0810(5) 0.61373(18) 0.5504(3) 0.0746(15) Uani 1 1 d . A . H32B H 0.0223 0.6284 0.5788 0.089 Uiso 1 1 calc R . . C33A C 0.0633(7) 0.5688(2) 0.5376(4) 0.097(2) Uani 1 1 d . . . H33B H -0.0064 0.5515 0.5572 0.116 Uiso 1 1 calc R A . C34A C 0.1456(7) 0.54737(18) 0.4962(4) 0.093(2) Uani 1 1 d . A . H34B H 0.1341 0.5150 0.4882 0.111 Uiso 1 1 calc R . . C35A C 0.2469(6) 0.57214(19) 0.4654(3) 0.0800(16) Uani 1 1 d . . . H35B H 0.3022 0.5575 0.4356 0.096 Uiso 1 1 calc R A . C36A C 0.2628(5) 0.61933(16) 0.4806(2) 0.0622(13) Uani 1 1 d . A . H36B H 0.3303 0.6375 0.4610 0.075 Uiso 1 1 calc R . . C41A C 0.2949(8) 0.9078(3) 0.6557(4) 0.067(2) Uiso 0.60 1 d PD A 1 C42A C 0.3237(7) 0.9230(3) 0.7234(5) 0.068(3) Uiso 0.60 1 d PD A 1 C43A C 0.3554(9) 0.8974(3) 0.7810(4) 0.073(3) Uiso 0.60 1 d PD A 1 H43B H 0.3619 0.8645 0.7802 0.088 Uiso 0.60 1 calc PR A 1 C44A C 0.3769(14) 0.9214(4) 0.8393(6) 0.079(4) Uiso 0.60 1 d PD A 1 H44B H 0.4089 0.9025 0.8787 0.095 Uiso 0.60 1 calc PR A 1 C45A C 0.3648(12) 0.9645(3) 0.8552(6) 0.108(4) Uiso 0.60 1 d PD A 1 H45B H 0.3735 0.9763 0.9007 0.130 Uiso 0.60 1 calc PR A 1 C46A C 0.3383(10) 0.9895(3) 0.7980(5) 0.087(3) Uiso 0.60 1 d PD A 1 H46B H 0.3343 1.0220 0.8052 0.104 Uiso 0.60 1 calc PR A 1 C47A C 0.3151(12) 0.9760(4) 0.7282(5) 0.064(3) Uiso 0.60 1 d PD A 1 C48A C 0.2850(12) 1.0062(4) 0.6755(6) 0.090(3) Uiso 0.60 1 d PD A 1 H48B H 0.2796 1.0388 0.6812 0.108 Uiso 0.60 1 calc PR A 1 C49A C 0.2636(14) 0.9850(3) 0.6145(6) 0.079(4) Uiso 0.60 1 d PD A 1 H49B H 0.2449 1.0047 0.5752 0.094 Uiso 0.60 1 calc PR A 1 C50A C 0.2653(11) 0.9379(3) 0.6010(5) 0.072(3) Uiso 0.60 1 d PD A 1 H50B H 0.2463 0.9267 0.5549 0.087 Uiso 0.60 1 calc PR A 1 C41B C 0.3437(10) 0.8843(3) 0.7181(5) 0.040(2) Uiso 0.40 1 d PD A 2 C42B C 0.3199(8) 0.9322(3) 0.6960(6) 0.040(2) Uiso 0.40 1 d PD A 2 C43B C 0.2893(14) 0.9422(5) 0.6255(7) 0.068(4) Uiso 0.40 1 d PD A 2 H43C H 0.2871 0.9164 0.5955 0.081 Uiso 0.40 1 calc PR A 2 C44B C 0.2611(18) 0.9862(4) 0.5926(8) 0.062(4) Uiso 0.40 1 d PD A 2 H44C H 0.2394 0.9912 0.5442 0.075 Uiso 0.40 1 calc PR A 2 C45B C 0.2707(16) 1.0214(5) 0.6439(7) 0.084(4) Uiso 0.40 1 d PD A 2 H45C H 0.2608 1.0528 0.6294 0.101 Uiso 0.40 1 calc PR A 2 C46B C 0.2951(15) 1.0114(5) 0.7174(7) 0.081(4) Uiso 0.40 1 d PD A 2 H46C H 0.2904 1.0361 0.7485 0.097 Uiso 0.40 1 calc PR A 2 C47B C 0.3262(15) 0.9649(4) 0.7450(7) 0.046(4) Uiso 0.40 1 d PD A 2 C48B C 0.3646(15) 0.9523(4) 0.8138(6) 0.071(4) Uiso 0.40 1 d PD A 2 H48C H 0.3792 0.9775 0.8453 0.085 Uiso 0.40 1 calc PR A 2 C49B C 0.3860(19) 0.9073(4) 0.8454(8) 0.071(5) Uiso 0.40 1 d PD A 2 H49C H 0.4012 0.9002 0.8931 0.085 Uiso 0.40 1 calc PR A 2 C50B C 0.3794(13) 0.8764(4) 0.7900(5) 0.053(3) Uiso 0.40 1 d PD A 2 H50C H 0.4025 0.8452 0.8030 0.063 Uiso 0.40 1 calc PR A 2 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 0.053(3) 0.063(3) 0.047(2) 0.008(2) 0.009(2) 0.008(2) C2 0.043(3) 0.070(3) 0.058(3) 0.007(2) 0.005(2) 0.005(2) C3 0.045(3) 0.073(3) 0.053(3) 0.009(2) -0.004(2) 0.017(2) C4 0.043(3) 0.070(3) 0.058(3) 0.016(2) 0.013(2) 0.008(2) C5 0.041(3) 0.096(4) 0.068(3) 0.025(3) 0.011(3) 0.008(3) C6 0.043(3) 0.093(4) 0.056(3) 0.025(3) 0.008(2) 0.007(3) C10 0.034(3) 0.063(3) 0.050(2) 0.007(2) 0.008(2) 0.005(2) C11 0.052(3) 0.061(3) 0.048(2) -0.005(2) 0.006(2) 0.009(2) C12 0.051(3) 0.062(3) 0.076(3) -0.018(3) 0.017(3) -0.003(2) C13 0.061(4) 0.075(3) 0.081(4) -0.018(3) 0.011(3) 0.000(3) C14 0.092(5) 0.060(3) 0.062(3) -0.012(3) 0.003(3) 0.015(3) C15 0.090(5) 0.082(4) 0.057(3) -0.006(3) 0.016(3) 0.036(3) C16 0.060(4) 0.088(4) 0.056(3) 0.004(3) 0.016(3) 0.018(3) C20 0.030(3) 0.066(3) 0.046(2) 0.001(2) 0.010(2) 0.0066(19) C21 0.047(3) 0.057(3) 0.047(2) -0.002(2) 0.005(2) -0.009(2) C22 0.057(3) 0.067(3) 0.067(3) 0.010(3) -0.002(3) 0.011(2) C23 0.096(5) 0.063(3) 0.077(4) 0.005(3) -0.018(3) 0.000(3) C24 0.119(6) 0.085(5) 0.087(4) 0.028(4) -0.011(4) -0.032(4) C25 0.086(5) 0.102(4) 0.076(4) 0.010(3) 0.020(3) -0.030(4) C26 0.076(4) 0.078(3) 0.061(3) 0.006(3) 0.018(3) -0.016(3) C31 0.044(3) 0.054(3) 0.047(2) 0.004(2) 0.006(2) -0.004(2) C32 0.048(3) 0.065(3) 0.070(3) 0.002(2) 0.001(2) 0.004(2) C33 0.064(4) 0.057(3) 0.085(4) 0.008(3) 0.006(3) 0.015(2) C34 0.085(5) 0.060(3) 0.076(4) -0.006(3) -0.005(3) -0.009(3) C35 0.061(4) 0.063(3) 0.082(4) 0.007(3) -0.019(3) -0.007(3) C36 0.041(3) 0.054(3) 0.078(3) 0.009(2) -0.009(2) -0.003(2) C41 0.039(3) 0.084(3) 0.056(3) 0.000(3) 0.011(2) 0.004(2) C42 0.048(3) 0.080(3) 0.060(3) 0.000(3) 0.014(2) 0.008(2) C43 0.061(4) 0.086(4) 0.074(4) -0.007(3) 0.012(3) 0.005(3) C44 0.053(4) 0.091(4) 0.087(4) -0.005(3) 0.007(3) -0.005(3) C45 0.054(4) 0.103(4) 0.097(5) -0.020(4) 0.013(3) -0.007(3) C46 0.061(4) 0.096(4) 0.099(5) 0.013(4) 0.017(3) 0.005(3) C47 0.056(3) 0.068(3) 0.062(3) 0.011(3) 0.012(3) 0.003(2) C48 0.063(4) 0.106(4) 0.065(3) 0.017(3) 0.007(3) 0.001(3) C49 0.067(4) 0.095(4) 0.058(3) 0.009(3) 0.007(3) -0.005(3) C50 0.059(3) 0.092(4) 0.053(3) 0.005(3) 0.016(2) 0.005(3) C11A 0.061(4) 0.095(4) 0.050(3) 0.012(3) 0.015(3) 0.021(3) C12A 0.082(5) 0.098(4) 0.102(5) 0.010(4) 0.044(4) 0.005(3) C13A 0.111(7) 0.216(10) 0.086(5) -0.024(6) 0.051(5) -0.048(6) C14A 0.104(7) 0.241(11) 0.076(5) 0.054(6) -0.010(5) -0.033(7) C15A 0.092(6) 0.133(6) 0.103(6) 0.054(5) -0.011(4) 0.001(4) C16A 0.056(4) 0.096(4) 0.067(3) 0.000(3) -0.005(3) 0.015(3) C31A 0.059(3) 0.063(3) 0.055(3) -0.014(2) 0.012(2) -0.007(2) C32A 0.055(4) 0.083(4) 0.084(4) 0.007(3) 0.009(3) -0.018(3) C33A 0.066(4) 0.095(5) 0.128(6) 0.022(4) 0.013(4) -0.009(4) C34A 0.068(4) 0.059(3) 0.135(6) -0.002(4) -0.019(4) -0.021(3) C35A 0.071(4) 0.090(4) 0.071(3) -0.014(3) -0.008(3) 0.041(3) C36A 0.052(3) 0.068(3) 0.068(3) 0.011(3) 0.014(3) 0.010(2) _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 C6 1.386(5) . ? C1 C2 1.400(6) . ? C1 C10 1.486(5) . ? C2 C3 1.377(5) . ? C3 C4 1.387(6) . ? C4 C5 1.412(6) . ? C4 C41 1.481(6) . ? C5 C6 1.378(5) . ? C10 C20 1.352(6) . ? C10 C11 1.489(5) . ? C11 C12 1.387(5) . ? C11 C16 1.407(5) . ? C12 C13 1.370(5) . ? C13 C14 1.367(6) . ? C14 C15 1.381(6) . ? C15 C16 1.370(6) . ? C20 C31 1.480(5) . ? C20 C21 1.484(5) . ? C21 C26 1.375(6) . ? C21 C22 1.388(5) . ? C22 C23 1.377(6) . ? C23 C24 1.370(7) . ? C24 C25 1.383(7) . ? C25 C26 1.393(6) . ? C31 C36 1.391(6) . ? C31 C32 1.394(5) . ? C32 C33 1.387(6) . ? C33 C34 1.398(6) . ? C34 C35 1.367(6) . ? C35 C36 1.373(5) . ? C41 C50 1.398(6) . ? C41 C42 1.426(6) . ? C42 C47 1.403(6) . ? C42 C43 1.428(6) . ? C43 C44 1.363(6) . ? C44 C45 1.398(6) . ? C45 C46 1.397(7) . ? C46 C47 1.395(6) . ? C47 C48 1.404(6) . ? C48 C49 1.395(6) . ? C49 C50 1.404(6) . ? C1A C2A 1.397(10) . ? C1A C6A 1.417(10) . ? C1A C10A 1.446(10) . ? C2A C3A 1.416(10) . ? C3A C4A 1.399(10) . ? C4A C5A 1.394(9) . ? C4A C41A 1.504(10) . ? C5A C6A 1.397(10) . ? C1B C2B 1.397(12) . ? C1B C6B 1.407(13) . ? C1B C10B 1.576(19) . ? C2B C3B 1.398(13) . ? C3B C4B 1.426(12) . ? C4B C5B 1.374(12) . ? C4B C41B 1.446(13) . ? C5B C6B 1.400(13) . ? C10A C20A 1.420(9) . ? C10A C11A 1.466(7) . ? C20A C21A 1.46(2) . ? C20A C31A 1.501(7) . ? C10B C20B 1.237(17) . ? C10B C21B 1.55(2) . ? C20B C31A 1.517(14) . ? C20B C11A 1.649(14) . ? C11A C12A 1.350(6) . ? C11A C16A 1.374(6) . ? C12A C13A 1.416(9) . ? C13A C14A 1.403(10) . ? C14A C15A 1.270(9) . ? C15A C16A 1.350(7) . ? C21A C26A 1.36(2) . ? C21A C22A 1.41(2) . ? C22A C23A 1.362(13) . ? C23A C27B 1.462(16) . ? C27B C25A 1.295(14) . ? C25A C26A 1.433(15) . ? C21B C22B 1.29(2) . ? C21B C26B 1.47(3) . ? C22B C23B 1.367(19) . ? C23B C24B 1.46(2) . ? C24B C25B 1.403(19) . ? C25B C26B 1.38(2) . ? C31A C32A 1.364(6) . ? C31A C36A 1.372(6) . ? C32A C33A 1.327(6) . ? C33A C34A 1.365(7) . ? C34A C35A 1.402(7) . ? C35A C36A 1.397(6) . ? C41A C50A 1.374(10) . ? C41A C42A 1.384(9) . ? C42A C43A 1.343(9) . ? C42A C47A 1.537(13) . ? C43A C44A 1.327(10) . ? C44A C45A 1.294(10) . ? C45A C46A 1.324(10) . ? C46A C47A 1.410(10) . ? C47A C48A 1.345(11) . ? C48A C49A 1.334(11) . ? C49A C50A 1.388(10) . ? C41B C50B 1.414(11) . ? C41B C42B 1.453(11) . ? C42B C47B 1.348(16) . ? C42B C43B 1.398(12) . ? C43B C44B 1.427(12) . ? C44B C45B 1.428(12) . ? C45B C46B 1.456(12) . ? C46B C47B 1.456(12) . ? C47B C48B 1.385(13) . ? C48B C49B 1.438(14) . ? C49B C50B 1.406(13) . ? 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 C6 C1 C2 117.2(4) . . ? C6 C1 C10 121.5(4) . . ? C2 C1 C10 121.3(4) . . ? C3 C2 C1 121.6(4) . . ? C2 C3 C4 121.2(4) . . ? C3 C4 C5 117.6(4) . . ? C3 C4 C41 121.6(4) . . ? C5 C4 C41 120.8(4) . . ? C6 C5 C4 120.5(5) . . ? C5 C6 C1 121.9(5) . . ? C20 C10 C1 123.7(4) . . ? C20 C10 C11 121.1(4) . . ? C1 C10 C11 115.2(4) . . ? C12 C11 C16 117.2(4) . . ? C12 C11 C10 121.9(4) . . ? C16 C11 C10 120.9(4) . . ? C13 C12 C11 121.5(4) . . ? C14 C13 C12 120.7(5) . . ? C13 C14 C15 119.4(5) . . ? C16 C15 C14 120.5(5) . . ? C15 C16 C11 120.8(5) . . ? C10 C20 C31 121.6(4) . . ? C10 C20 C21 123.2(4) . . ? C31 C20 C21 115.2(4) . . ? C26 C21 C22 118.7(4) . . ? C26 C21 C20 120.3(4) . . ? C22 C21 C20 120.9(4) . . ? C23 C22 C21 121.1(5) . . ? C24 C23 C22 119.6(6) . . ? C23 C24 C25 120.6(6) . . ? C24 C25 C26 119.2(6) . . ? C21 C26 C25 120.7(5) . . ? C36 C31 C32 116.8(4) . . ? C36 C31 C20 120.0(4) . . ? C32 C31 C20 123.2(4) . . ? C33 C32 C31 120.9(4) . . ? C32 C33 C34 120.2(5) . . ? C35 C34 C33 119.5(5) . . ? C34 C35 C36 119.7(5) . . ? C35 C36 C31 122.9(4) . . ? C50 C41 C42 118.2(5) . . ? C50 C41 C4 118.0(4) . . ? C42 C41 C4 123.8(4) . . ? C47 C42 C41 120.1(5) . . ? C47 C42 C43 117.1(5) . . ? C41 C42 C43 122.8(5) . . ? C44 C43 C42 121.4(5) . . ? C43 C44 C45 122.0(6) . . ? C46 C45 C44 116.9(6) . . ? C47 C46 C45 122.4(6) . . ? C46 C47 C42 120.1(5) . . ? C46 C47 C48 119.8(5) . . ? C42 C47 C48 120.1(5) . . ? C49 C48 C47 120.4(5) . . ? C48 C49 C50 119.2(5) . . ? C41 C50 C49 121.9(5) . . ? C2A C1A C6A 113.9(9) . . ? C2A C1A C10A 123.1(8) . . ? C6A C1A C10A 122.9(8) . . ? C1A C2A C3A 125.6(11) . . ? C4A C3A C2A 118.0(9) . . ? C5A C4A C3A 118.3(8) . . ? C5A C4A C41A 124.4(7) . . ? C3A C4A C41A 117.3(7) . . ? C4A C5A C6A 122.1(9) . . ? C5A C6A C1A 122.0(9) . . ? C2B C1B C6B 122.5(13) . . ? C2B C1B C10B 115.1(11) . . ? C6B C1B C10B 122.3(11) . . ? C1B C2B C3B 112.4(13) . . ? C2B C3B C4B 128.6(12) . . ? C5B C4B C3B 114.5(10) . . ? C5B C4B C41B 123.6(10) . . ? C3B C4B C41B 121.7(9) . . ? C4B C5B C6B 121.0(12) . . ? C5B C6B C1B 120.8(13) . . ? C20A C10A C1A 123.9(6) . . ? C20A C10A C11A 118.8(6) . . ? C1A C10A C11A 117.3(6) . . ? C10A C20A C21A 120.5(10) . . ? C10A C20A C31A 118.4(6) . . ? C21A C20A C31A 121.1(9) . . ? C20B C10B C21B 121.3(15) . . ? C20B C10B C1B 121.9(15) . . ? C21B C10B C1B 116.8(11) . . ? C10B C20B C31A 116.1(14) . . ? C10B C20B C11A 116.3(13) . . ? C31A C20B C11A 127.5(9) . . ? C12A C11A C16A 118.8(5) . . ? C12A C11A C10A 113.4(5) . . ? C16A C11A C10A 126.7(5) . . ? C12A C11A C20B 133.9(7) . . ? C16A C11A C20B 103.4(6) . . ? C10A C11A C20B 36.9(5) . . ? C11A C12A C13A 121.0(6) . . ? C14A C13A C12A 115.6(6) . . ? C15A C14A C13A 122.0(8) . . ? C14A C15A C16A 122.6(8) . . ? C15A C16A C11A 119.8(6) . . ? C26A C21A C22A 118.5(16) . . ? C26A C21A C20A 118.5(16) . . ? C22A C21A C20A 122.9(16) . . ? C23A C22A C21A 121.6(12) . . ? C22A C23A C27B 115.3(10) . . ? C25A C27B C23A 126.1(11) . . ? C27B C25A C26A 115.4(12) . . ? C21A C26A C25A 122.7(14) . . ? C22B C21B C26B 113.8(16) . . ? C22B C21B C10B 116.9(14) . . ? C26B C21B C10B 124.4(13) . . ? C21B C22B C23B 134.8(17) . . ? C22B C23B C24B 107.7(13) . . ? C25B C24B C23B 123.6(14) . . ? C26B C25B C24B 119.5(14) . . ? C25B C26B C21B 118.9(14) . . ? C32A C31A C36A 119.9(5) . . ? C32A C31A C20A 125.1(5) . . ? C36A C31A C20A 114.7(5) . . ? C32A C31A C20B 105.3(7) . . ? C36A C31A C20B 129.6(7) . . ? C20A C31A C20B 33.5(5) . . ? C33A C32A C31A 121.8(6) . . ? C32A C33A C34A 119.8(6) . . ? C33A C34A C35A 121.3(5) . . ? C36A C35A C34A 117.0(5) . . ? C31A C36A C35A 120.2(5) . . ? C50A C41A C42A 122.1(9) . . ? C50A C41A C4A 118.3(8) . . ? C42A C41A C4A 119.5(8) . . ? C43A C42A C41A 127.9(9) . . ? C43A C42A C47A 120.2(9) . . ? C41A C42A C47A 111.9(8) . . ? C44A C43A C42A 114.8(11) . . ? C45A C44A C43A 135.2(13) . . ? C44A C45A C46A 109.1(12) . . ? C45A C46A C47A 130.8(10) . . ? C48A C47A C46A 123.2(11) . . ? C48A C47A C42A 127.1(9) . . ? C46A C47A C42A 109.6(9) . . ? C49A C48A C47A 112.0(10) . . ? C48A C49A C50A 128.2(11) . . ? C41A C50A C49A 118.5(10) . . ? C50B C41B C4B 115.8(9) . . ? C50B C41B C42B 116.7(9) . . ? C4B C41B C42B 127.3(9) . . ? C47B C42B C43B 123.0(11) . . ? C47B C42B C41B 117.8(10) . . ? C43B C42B C41B 119.2(11) . . ? C42B C43B C44B 128.5(14) . . ? C43B C44B C45B 109.2(13) . . ? C44B C45B C46B 123.0(13) . . ? C47B C46B C45B 122.6(13) . . ? C42B C47B C48B 119.3(11) . . ? C42B C47B C46B 113.5(11) . . ? C48B C47B C46B 127.2(12) . . ? C47B C48B C49B 130.6(12) . . ? C50B C49B C48B 104.8(12) . . ? C49B C50B C41B 130.2(11) . . ? _diffrn_measured_fraction_theta_max 0.887 _diffrn_reflns_theta_full 66.50 _diffrn_measured_fraction_theta_full 0.888 _refine_diff_density_max 0.278 _refine_diff_density_min -0.204 _refine_diff_density_rms 0.047 # Attachment 'TPECa.cif' data_zhao27cult _database_code_depnum_ccdc_archive 'CCDC 753338' #TrackingRef 'TPECa.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C38 H27 N' _chemical_formula_weight 497.61 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4375(8) _cell_length_b 9.5683(7) _cell_length_c 15.5001(12) _cell_angle_alpha 83.076(6) _cell_angle_beta 81.063(7) _cell_angle_gamma 85.554(7) _cell_volume 1370.13(19) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 4320 _cell_measurement_theta_min 2.89 _cell_measurement_theta_max 71.44 _exptl_crystal_description bar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.206 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 0.527 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.85 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7122 _diffrn_reflns_av_R_equivalents 0.0291 _diffrn_reflns_av_sigmaI/netI 0.0354 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.90 _diffrn_reflns_theta_max 67.49 _reflns_number_total 4816 _reflns_number_gt 3874 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0700P)^2^+0.0000P] 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 4816 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0488 _refine_ls_R_factor_gt 0.0404 _refine_ls_wR_factor_ref 0.1105 _refine_ls_wR_factor_gt 0.1066 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _refine_ls_shift/su_max 0.000 _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 N1 N 0.31528(11) 0.30207(11) 0.60263(7) 0.0374(2) Uani 1 1 d . . . C1 C 0.40156(14) 0.28549(12) 0.66837(8) 0.0370(3) Uani 1 1 d . . . C2 C 0.54608(15) 0.24109(13) 0.66389(10) 0.0437(3) Uani 1 1 d . . . H2A H 0.6009 0.2153 0.6108 0.052 Uiso 1 1 calc R . . C3 C 0.60673(18) 0.23614(15) 0.74033(11) 0.0548(4) Uani 1 1 d . . . H3A H 0.7051 0.2058 0.7396 0.066 Uiso 1 1 calc R . . C4 C 0.5265(2) 0.27469(17) 0.81828(11) 0.0608(4) Uani 1 1 d . . . H4A H 0.5714 0.2709 0.8694 0.073 Uiso 1 1 calc R . . C5 C 0.3836(2) 0.31809(16) 0.82226(10) 0.0544(4) Uani 1 1 d . . . H5A H 0.3298 0.3438 0.8757 0.065 Uiso 1 1 calc R . . C6 C 0.31840(16) 0.32399(13) 0.74682(8) 0.0413(3) Uani 1 1 d . . . C7 C 0.17585(15) 0.36498(13) 0.72712(8) 0.0408(3) Uani 1 1 d . . . C8 C 0.04687(17) 0.41149(15) 0.77581(9) 0.0521(4) Uani 1 1 d . . . H8A H 0.0427 0.4228 0.8362 0.062 Uiso 1 1 calc R . . C9 C -0.07403(18) 0.44070(17) 0.73540(11) 0.0589(4) Uani 1 1 d . . . H9A H -0.1618 0.4720 0.7683 0.071 Uiso 1 1 calc R . . C10 C -0.06836(17) 0.42461(17) 0.64648(11) 0.0551(4) Uani 1 1 d . . . H10A H -0.1530 0.4447 0.6200 0.066 Uiso 1 1 calc R . . C11 C 0.05757(15) 0.38003(14) 0.59595(9) 0.0452(3) Uani 1 1 d . . . H11A H 0.0611 0.3700 0.5354 0.054 Uiso 1 1 calc R . . C12 C 0.17839(14) 0.35067(13) 0.63747(8) 0.0375(3) Uani 1 1 d . . . C20 C 0.50868(13) 0.22925(12) 0.24261(8) 0.0336(3) Uani 1 1 d . . . C21 C 0.45515(12) 0.24667(12) 0.33683(8) 0.0335(2) Uani 1 1 d . . . C22 C 0.43001(16) 0.13161(13) 0.39886(9) 0.0440(3) Uani 1 1 d . . . H22A H 0.4468 0.0392 0.3814 0.053 Uiso 1 1 calc R . . C23 C 0.38063(16) 0.14864(13) 0.48639(9) 0.0441(3) Uani 1 1 d . . . H23A H 0.3606 0.0687 0.5280 0.053 Uiso 1 1 calc R . . C24 C 0.36083(13) 0.28289(12) 0.51239(8) 0.0347(3) Uani 1 1 d . . . C25 C 0.38328(14) 0.39925(12) 0.45085(8) 0.0385(3) Uani 1 1 d . . . H25A H 0.3681 0.4914 0.4687 0.046 Uiso 1 1 calc R . . C26 C 0.42791(14) 0.38155(13) 0.36314(8) 0.0385(3) Uani 1 1 d . . . H26A H 0.4400 0.4618 0.3208 0.046 Uiso 1 1 calc R . . C30 C 0.64482(13) 0.18394(12) 0.21516(8) 0.0346(3) Uani 1 1 d . . . C31 C 0.75594(13) 0.15505(13) 0.27535(8) 0.0371(3) Uani 1 1 d . . . C32 C 0.78533(16) 0.25570(16) 0.32711(10) 0.0493(3) Uani 1 1 d . . . H32A H 0.7325 0.3444 0.3255 0.059 Uiso 1 1 calc R . . C33 C 0.89076(19) 0.2275(2) 0.38075(12) 0.0639(4) Uani 1 1 d . . . H33A H 0.9096 0.2970 0.4157 0.077 Uiso 1 1 calc R . . C34 C 0.96844(18) 0.0999(2) 0.38393(11) 0.0653(5) Uani 1 1 d . . . H34A H 1.0402 0.0809 0.4212 0.078 Uiso 1 1 calc R . . C35 C 0.94155(18) -0.00087(18) 0.33253(12) 0.0622(4) Uani 1 1 d . . . H35A H 0.9949 -0.0893 0.3345 0.075 Uiso 1 1 calc R . . C36 C 0.83667(15) 0.02687(14) 0.27796(10) 0.0474(3) Uani 1 1 d . . . H36A H 0.8199 -0.0422 0.2421 0.057 Uiso 1 1 calc R . . C41 C 0.39823(13) 0.26817(12) 0.18298(8) 0.0347(3) Uani 1 1 d . . . C42 C 0.26714(14) 0.20499(14) 0.20054(9) 0.0410(3) Uani 1 1 d . . . H42A H 0.2505 0.1341 0.2488 0.049 Uiso 1 1 calc R . . C43 C 0.16082(14) 0.24426(15) 0.14853(9) 0.0465(3) Uani 1 1 d . . . H43A H 0.0727 0.1989 0.1606 0.056 Uiso 1 1 calc R . . C44 C 0.18238(15) 0.34905(16) 0.07917(9) 0.0466(3) Uani 1 1 d . . . H44A H 0.1095 0.3758 0.0434 0.056 Uiso 1 1 calc R . . C45 C 0.31084(16) 0.41478(16) 0.06207(9) 0.0497(3) Uani 1 1 d . . . H45A H 0.3256 0.4880 0.0151 0.060 Uiso 1 1 calc R . . C46 C 0.41845(14) 0.37392(14) 0.11350(8) 0.0428(3) Uani 1 1 d . . . H46A H 0.5067 0.4189 0.1009 0.051 Uiso 1 1 calc R . . C51 C 0.69750(13) 0.15518(13) 0.12254(8) 0.0361(3) Uani 1 1 d . . . C52 C 0.81080(14) 0.22602(15) 0.07362(9) 0.0440(3) Uani 1 1 d . . . H52A H 0.8511 0.2977 0.0979 0.053 Uiso 1 1 calc R . . C53 C 0.86646(16) 0.19384(18) -0.01048(10) 0.0557(4) Uani 1 1 d . . . H53A H 0.9440 0.2436 -0.0434 0.067 Uiso 1 1 calc R . . C54 C 0.80908(17) 0.08938(19) -0.04636(10) 0.0573(4) Uani 1 1 d . . . H54A H 0.8473 0.0667 -0.1037 0.069 Uiso 1 1 calc R . . C55 C 0.69660(18) 0.01876(18) 0.00147(11) 0.0594(4) Uani 1 1 d . . . H55A H 0.6571 -0.0532 -0.0230 0.071 Uiso 1 1 calc R . . C56 C 0.63967(16) 0.05144(15) 0.08545(10) 0.0498(3) Uani 1 1 d . . . H56A H 0.5609 0.0026 0.1176 0.060 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 N1 0.0399(6) 0.0410(5) 0.0309(5) -0.0098(4) -0.0038(4) 0.0055(4) C1 0.0470(7) 0.0284(5) 0.0366(6) -0.0039(5) -0.0082(5) -0.0035(5) C2 0.0474(7) 0.0316(6) 0.0535(8) -0.0031(5) -0.0128(6) -0.0021(5) C3 0.0595(9) 0.0404(7) 0.0697(10) 0.0013(7) -0.0290(8) -0.0078(6) C4 0.0827(12) 0.0531(8) 0.0542(9) 0.0010(7) -0.0335(8) -0.0148(8) C5 0.0797(11) 0.0492(8) 0.0381(7) -0.0050(6) -0.0151(7) -0.0135(7) C6 0.0590(8) 0.0327(6) 0.0328(6) -0.0045(5) -0.0049(5) -0.0082(5) C7 0.0522(7) 0.0337(6) 0.0347(6) -0.0069(5) 0.0024(5) -0.0032(5) C8 0.0630(9) 0.0476(7) 0.0410(7) -0.0122(6) 0.0127(6) -0.0044(6) C9 0.0514(8) 0.0558(9) 0.0626(9) -0.0128(7) 0.0152(7) 0.0033(7) C10 0.0427(7) 0.0555(8) 0.0632(9) -0.0071(7) 0.0001(7) 0.0073(6) C11 0.0438(7) 0.0467(7) 0.0433(7) -0.0073(6) -0.0033(5) 0.0055(6) C12 0.0421(7) 0.0330(6) 0.0357(6) -0.0070(5) 0.0003(5) 0.0024(5) C20 0.0367(6) 0.0301(5) 0.0337(6) -0.0077(4) -0.0007(5) -0.0027(4) C21 0.0326(6) 0.0342(6) 0.0337(6) -0.0083(5) -0.0026(4) 0.0003(4) C22 0.0616(8) 0.0288(6) 0.0396(7) -0.0094(5) 0.0012(6) 0.0011(5) C23 0.0602(8) 0.0322(6) 0.0363(6) -0.0033(5) 0.0014(6) 0.0015(5) C24 0.0350(6) 0.0370(6) 0.0322(6) -0.0091(5) -0.0033(5) 0.0025(5) C25 0.0463(7) 0.0306(6) 0.0387(6) -0.0106(5) -0.0032(5) 0.0019(5) C26 0.0469(7) 0.0313(6) 0.0355(6) -0.0048(5) -0.0004(5) -0.0006(5) C30 0.0360(6) 0.0308(6) 0.0369(6) -0.0071(5) -0.0015(5) -0.0029(4) C31 0.0347(6) 0.0392(6) 0.0360(6) -0.0035(5) -0.0001(5) -0.0046(5) C32 0.0444(7) 0.0531(8) 0.0538(8) -0.0142(6) -0.0092(6) -0.0071(6) C33 0.0554(9) 0.0832(12) 0.0597(10) -0.0156(8) -0.0183(8) -0.0144(8) C34 0.0500(9) 0.0896(13) 0.0565(9) 0.0141(8) -0.0187(7) -0.0171(8) C35 0.0488(8) 0.0578(9) 0.0738(11) 0.0187(8) -0.0110(8) -0.0005(7) C36 0.0437(7) 0.0408(7) 0.0557(8) 0.0002(6) -0.0054(6) -0.0026(5) C41 0.0357(6) 0.0365(6) 0.0314(6) -0.0119(5) 0.0008(5) 0.0019(5) C42 0.0389(6) 0.0410(6) 0.0423(7) -0.0063(5) -0.0016(5) -0.0042(5) C43 0.0364(6) 0.0544(8) 0.0502(8) -0.0124(6) -0.0047(6) -0.0051(6) C44 0.0414(7) 0.0626(8) 0.0375(7) -0.0148(6) -0.0073(5) 0.0048(6) C45 0.0503(8) 0.0616(9) 0.0339(6) -0.0001(6) -0.0019(6) 0.0013(6) C46 0.0380(6) 0.0509(7) 0.0377(6) -0.0042(5) 0.0012(5) -0.0054(5) C51 0.0328(6) 0.0377(6) 0.0374(6) -0.0092(5) -0.0026(5) 0.0038(5) C52 0.0400(7) 0.0515(7) 0.0400(7) -0.0060(6) -0.0021(5) -0.0058(6) C53 0.0477(8) 0.0751(10) 0.0404(7) -0.0034(7) 0.0054(6) -0.0080(7) C54 0.0533(8) 0.0791(10) 0.0385(7) -0.0182(7) 0.0000(6) 0.0079(7) C55 0.0595(9) 0.0669(10) 0.0554(9) -0.0314(8) -0.0013(7) -0.0018(7) C56 0.0463(7) 0.0504(8) 0.0524(8) -0.0202(6) 0.0068(6) -0.0079(6) _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 N1 C1 1.3875(16) . ? N1 C12 1.3883(16) . ? N1 C24 1.4276(15) . ? C1 C2 1.3905(19) . ? C1 C6 1.4131(18) . ? C2 C3 1.388(2) . ? C3 C4 1.396(3) . ? C4 C5 1.374(3) . ? C5 C6 1.3968(19) . ? C6 C7 1.440(2) . ? C7 C8 1.4003(19) . ? C7 C12 1.4090(17) . ? C8 C9 1.379(2) . ? C9 C10 1.398(2) . ? C10 C11 1.386(2) . ? C11 C12 1.3885(19) . ? C20 C30 1.3446(17) . ? C20 C21 1.4940(16) . ? C20 C41 1.4952(17) . ? C21 C22 1.3811(18) . ? C21 C26 1.3932(16) . ? C22 C23 1.3890(18) . ? C23 C24 1.3825(17) . ? C24 C25 1.3827(18) . ? C25 C26 1.3860(17) . ? C30 C51 1.4954(16) . ? C30 C31 1.4977(17) . ? C31 C36 1.3926(19) . ? C31 C32 1.3946(18) . ? C32 C33 1.384(2) . ? C33 C34 1.375(3) . ? C34 C35 1.383(3) . ? C35 C36 1.390(2) . ? C41 C46 1.3869(18) . ? C41 C42 1.3935(18) . ? C42 C43 1.3848(19) . ? C43 C44 1.381(2) . ? C44 C45 1.383(2) . ? C45 C46 1.3909(19) . ? C51 C52 1.3836(19) . ? C51 C56 1.3903(18) . ? C52 C53 1.3889(19) . ? C53 C54 1.383(2) . ? C54 C55 1.371(3) . ? C55 C56 1.391(2) . ? 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 C1 N1 C12 108.76(10) . . ? C1 N1 C24 126.12(10) . . ? C12 N1 C24 124.96(10) . . ? N1 C1 C2 129.22(12) . . ? N1 C1 C6 108.62(12) . . ? C2 C1 C6 122.15(13) . . ? C3 C2 C1 117.11(14) . . ? C2 C3 C4 121.54(16) . . ? C5 C4 C3 121.02(14) . . ? C4 C5 C6 119.19(15) . . ? C5 C6 C1 118.99(14) . . ? C5 C6 C7 134.04(14) . . ? C1 C6 C7 106.96(11) . . ? C8 C7 C12 118.67(13) . . ? C8 C7 C6 134.66(13) . . ? C12 C7 C6 106.67(11) . . ? C9 C8 C7 119.50(14) . . ? C8 C9 C10 120.49(14) . . ? C11 C10 C9 121.68(15) . . ? C10 C11 C12 117.25(14) . . ? N1 C12 C11 128.60(12) . . ? N1 C12 C7 108.99(11) . . ? C11 C12 C7 122.40(12) . . ? C30 C20 C21 122.15(11) . . ? C30 C20 C41 123.92(11) . . ? C21 C20 C41 113.93(10) . . ? C22 C21 C26 118.82(11) . . ? C22 C21 C20 121.47(10) . . ? C26 C21 C20 119.71(11) . . ? C21 C22 C23 121.13(11) . . ? C24 C23 C22 119.44(12) . . ? C23 C24 C25 120.09(11) . . ? C23 C24 N1 120.19(11) . . ? C25 C24 N1 119.72(10) . . ? C24 C25 C26 120.09(11) . . ? C25 C26 C21 120.31(11) . . ? C20 C30 C51 122.97(11) . . ? C20 C30 C31 122.76(11) . . ? C51 C30 C31 114.25(10) . . ? C36 C31 C32 118.41(13) . . ? C36 C31 C30 119.83(11) . . ? C32 C31 C30 121.71(12) . . ? C33 C32 C31 120.59(15) . . ? C34 C33 C32 120.59(16) . . ? C33 C34 C35 119.63(15) . . ? C34 C35 C36 120.19(15) . . ? C35 C36 C31 120.57(14) . . ? C46 C41 C42 118.43(12) . . ? C46 C41 C20 121.48(11) . . ? C42 C41 C20 119.92(11) . . ? C43 C42 C41 120.85(13) . . ? C44 C43 C42 120.25(13) . . ? C43 C44 C45 119.54(13) . . ? C44 C45 C46 120.21(13) . . ? C41 C46 C45 120.70(12) . . ? C52 C51 C56 118.53(12) . . ? C52 C51 C30 120.43(11) . . ? C56 C51 C30 120.94(11) . . ? C51 C52 C53 120.90(13) . . ? C54 C53 C52 120.06(14) . . ? C55 C54 C53 119.51(13) . . ? C54 C55 C56 120.64(14) . . ? C51 C56 C55 120.35(14) . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 66.50 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.189 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.034 # Attachment 'TPEIq.cif' data_zhao34 _database_code_depnum_ccdc_archive 'CCDC 753339' #TrackingRef 'TPEIq.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H25 N' _chemical_formula_weight 459.56 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.3196(5) _cell_length_b 9.3671(5) _cell_length_c 14.8298(8) _cell_angle_alpha 88.746(4) _cell_angle_beta 86.170(4) _cell_angle_gamma 75.274(4) _cell_volume 1249.27(12) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 3344 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 71.21 _exptl_crystal_description bar _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.222 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 484 _exptl_absorpt_coefficient_mu 0.534 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.70 _exptl_absorpt_correction_T_max 1.00 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6612 _diffrn_reflns_av_R_equivalents 0.0283 _diffrn_reflns_av_sigmaI/netI 0.0340 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.99 _diffrn_reflns_theta_max 67.50 _reflns_number_total 4286 _reflns_number_gt 3153 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0750P)^2^+0.0000P] 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 4286 _refine_ls_number_parameters 389 _refine_ls_number_restraints 119 _refine_ls_R_factor_all 0.0637 _refine_ls_R_factor_gt 0.0453 _refine_ls_wR_factor_ref 0.1247 _refine_ls_wR_factor_gt 0.1161 _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_restrained_S_all 1.030 _refine_ls_shift/su_max 0.011 _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 N1 N 0.2402(5) 0.4586(5) 0.3058(2) 0.0574(7) Uani 0.85 1 d PD A 1 N1A N 0.1324(16) 0.8628(15) 0.4051(11) 0.066(5) Uiso 0.15 1 d PD A 2 C1 C 0.2487(4) 0.4650(4) 0.6429(3) 0.0381(7) Uani 0.85 1 d PD A 1 C2 C 0.3601(3) 0.3998(3) 0.57812(14) 0.0418(6) Uani 0.85 1 d PD A 1 H2A H 0.4459 0.3293 0.5965 0.050 Uiso 0.85 1 calc PR A 1 C3 C 0.3481(2) 0.4359(2) 0.48811(13) 0.0426(4) Uani 0.85 1 d PD A 1 H3A H 0.4247 0.3882 0.4453 0.051 Uiso 0.85 1 calc PR A 1 C4 C 0.2258(2) 0.5410(2) 0.45845(12) 0.0398(4) Uani 0.85 1 d PD A 1 C5 C 0.1139(3) 0.6073(3) 0.52226(14) 0.0423(5) Uani 0.85 1 d PD A 1 H5A H 0.0289 0.6788 0.5038 0.051 Uiso 0.85 1 calc PR A 1 C6 C 0.1263(4) 0.5691(3) 0.61271(18) 0.0427(7) Uani 0.85 1 d PD A 1 H6A H 0.0488 0.6155 0.6554 0.051 Uiso 0.85 1 calc PR A 1 C1A C 0.2196(19) 0.493(2) 0.6459(17) 0.031(5) Uiso 0.15 1 d PD A 2 C2A C 0.3311(18) 0.4485(15) 0.5794(9) 0.045(5) Uiso 0.15 1 d PD A 2 H2AA H 0.4195 0.3757 0.5912 0.054 Uiso 0.15 1 calc PR A 2 C3A C 0.3110(14) 0.5136(13) 0.4935(8) 0.041(3) Uiso 0.15 1 d PD A 2 H3AA H 0.3828 0.4802 0.4450 0.049 Uiso 0.15 1 calc PR A 2 C4A C 0.1877(13) 0.6252(13) 0.4800(8) 0.040(2) Uiso 0.15 1 d PD A 2 C5A C 0.0735(19) 0.6639(18) 0.5444(9) 0.061(5) Uiso 0.15 1 d PD A 2 H5AA H -0.0173 0.7325 0.5319 0.073 Uiso 0.15 1 calc PR A 2 C6A C 0.0955(18) 0.6001(16) 0.6273(10) 0.028(4) Uiso 0.15 1 d PD A 2 H6AA H 0.0208 0.6317 0.6745 0.033 Uiso 0.15 1 calc PR A 2 C10 C 0.25861(19) 0.43331(17) 0.74140(10) 0.0404(4) Uani 1 1 d . . . C11 C 0.21616(19) 0.56405(17) 0.80256(10) 0.0402(4) Uani 1 1 d . A . C12 C 0.2744(2) 0.68516(18) 0.78404(11) 0.0473(4) Uani 1 1 d . . . H12A H 0.3431 0.6825 0.7334 0.057 Uiso 1 1 calc R A . C13 C 0.2345(2) 0.80847(19) 0.83764(12) 0.0553(5) Uani 1 1 d . A . H13A H 0.2762 0.8897 0.8243 0.066 Uiso 1 1 calc R . . C14 C 0.1341(2) 0.81439(19) 0.91069(13) 0.0573(5) Uani 1 1 d . . . H14A H 0.1066 0.8996 0.9479 0.069 Uiso 1 1 calc R A . C15 C 0.0734(2) 0.6966(2) 0.92988(12) 0.0547(5) Uani 1 1 d . A . H15A H 0.0034 0.7010 0.9800 0.066 Uiso 1 1 calc R . . C16 C 0.1144(2) 0.57193(19) 0.87630(11) 0.0466(4) Uani 1 1 d . . . H16A H 0.0726 0.4909 0.8901 0.056 Uiso 1 1 calc R A . C20 C 0.30727(18) 0.29465(17) 0.77348(11) 0.0401(4) Uani 1 1 d . A . C21 C 0.34440(19) 0.26464(17) 0.86957(10) 0.0407(4) Uani 1 1 d . . . C22 C 0.2844(2) 0.16652(17) 0.92145(11) 0.0468(4) Uani 1 1 d . A . H22A H 0.2159 0.1211 0.8964 0.056 Uiso 1 1 calc R . . C23 C 0.3235(2) 0.1339(2) 1.00991(12) 0.0579(5) Uani 1 1 d . . . H23A H 0.2813 0.0670 1.0451 0.070 Uiso 1 1 calc R A . C24 C 0.4237(3) 0.1990(2) 1.04639(12) 0.0614(5) Uani 1 1 d . A . H24A H 0.4504 0.1768 1.1068 0.074 Uiso 1 1 calc R . . C25 C 0.4846(3) 0.2955(2) 0.99583(14) 0.0619(5) Uani 1 1 d . . . H25A H 0.5536 0.3399 1.0211 0.074 Uiso 1 1 calc R A . C26 C 0.4456(2) 0.3281(2) 0.90789(12) 0.0514(4) Uani 1 1 d . A . H26A H 0.4886 0.3949 0.8732 0.062 Uiso 1 1 calc R . . C31 C 0.33121(19) 0.16212(17) 0.71486(10) 0.0403(4) Uani 1 1 d . . . C32 C 0.4641(2) 0.05393(19) 0.71328(12) 0.0496(4) Uani 1 1 d . A . H32A H 0.5394 0.0626 0.7514 0.060 Uiso 1 1 calc R . . C33 C 0.4885(2) -0.0674(2) 0.65640(14) 0.0592(5) Uani 1 1 d . . . H33A H 0.5806 -0.1403 0.6549 0.071 Uiso 1 1 calc R A . C34 C 0.3778(2) -0.0811(2) 0.60223(13) 0.0605(5) Uani 1 1 d . A . H34A H 0.3944 -0.1626 0.5624 0.073 Uiso 1 1 calc R . . C35 C 0.2437(2) 0.0229(2) 0.60583(13) 0.0574(5) Uani 1 1 d . . . H35A H 0.1671 0.0117 0.5696 0.069 Uiso 1 1 calc R A . C36 C 0.2199(2) 0.14296(19) 0.66148(11) 0.0474(4) Uani 1 1 d . A . H36A H 0.1265 0.2138 0.6637 0.057 Uiso 1 1 calc R . . C41 C 0.2175(2) 0.5750(2) 0.36048(13) 0.0445(5) Uani 0.85 1 d PD A 1 C42 C 0.1888(2) 0.7236(3) 0.32623(14) 0.0455(5) Uani 0.85 1 d PD A 1 C43 C 0.1777(3) 0.8470(3) 0.38113(18) 0.0495(6) Uani 0.85 1 d PD A 1 H43A H 0.1923 0.8339 0.4439 0.059 Uiso 0.85 1 calc PR A 1 C44 C 0.1457(4) 0.9865(5) 0.3442(2) 0.0637(8) Uani 0.85 1 d PD A 1 H44A H 0.1366 1.0693 0.3820 0.076 Uiso 0.85 1 calc PR A 1 C45 C 0.1263(3) 1.0082(3) 0.25177(18) 0.0721(7) Uani 0.85 1 d PD A 1 H45A H 0.1019 1.1053 0.2273 0.087 Uiso 0.85 1 calc PR A 1 C46 C 0.1425(3) 0.8898(3) 0.19683(19) 0.0709(8) Uani 0.85 1 d PD A 1 H46A H 0.1309 0.9053 0.1339 0.085 Uiso 0.85 1 calc PR A 1 C47 C 0.1760(7) 0.7449(5) 0.2318(2) 0.056(3) Uani 0.85 1 d PD A 1 C48 C 0.1958(3) 0.6189(4) 0.17758(16) 0.0684(7) Uani 0.85 1 d PD A 1 H48A H 0.1852 0.6302 0.1144 0.082 Uiso 0.85 1 calc PR A 1 C49 C 0.2302(6) 0.4799(8) 0.2152(2) 0.070(2) Uani 0.85 1 d PD A 1 H49A H 0.2475 0.3965 0.1769 0.084 Uiso 0.85 1 calc PR A 1 C41A C 0.1703(12) 0.7155(12) 0.3946(8) 0.053(3) Uiso 0.15 1 d PD A 2 C42A C 0.1931(13) 0.6521(17) 0.3093(10) 0.060(5) Uiso 0.15 1 d PD A 2 C43A C 0.225(4) 0.498(2) 0.306(3) 0.072(10) Uiso 0.15 1 d PD A 2 H43B H 0.2366 0.4288 0.3538 0.087 Uiso 0.15 1 calc PR A 2 C44A C 0.236(5) 0.473(6) 0.213(2) 0.12(2) Uiso 0.15 1 d PD A 2 H44B H 0.2585 0.3694 0.2036 0.139 Uiso 0.15 1 calc PR A 2 C45A C 0.2273(19) 0.5418(16) 0.1285(12) 0.080(4) Uiso 0.15 1 d PD A 2 H45B H 0.2412 0.4937 0.0717 0.096 Uiso 0.15 1 calc PR A 2 C46A C 0.194(2) 0.6927(18) 0.1420(12) 0.077(5) Uiso 0.15 1 d PD A 2 H46B H 0.1889 0.7587 0.0921 0.093 Uiso 0.15 1 calc PR A 2 C47A C 0.169(5) 0.747(2) 0.2314(14) 0.06(2) Uiso 0.15 1 d PD A 2 C48A C 0.1434(19) 0.905(2) 0.2432(12) 0.068(5) Uiso 0.15 1 d PD A 2 H48B H 0.1407 0.9714 0.1935 0.081 Uiso 0.15 1 calc PR A 2 C49A C 0.123(3) 0.953(3) 0.3325(13) 0.089(12) Uiso 0.15 1 d PD A 2 H49B H 0.1000 1.0564 0.3430 0.106 Uiso 0.15 1 calc PR A 2 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 N1 0.0603(17) 0.0743(19) 0.0419(12) -0.0168(14) 0.0025(9) -0.0248(17) C1 0.0429(16) 0.0383(16) 0.0359(14) 0.0044(12) -0.0059(13) -0.0151(13) C2 0.0427(13) 0.0380(14) 0.0430(12) 0.0067(9) -0.0016(8) -0.0081(11) C3 0.0451(11) 0.0427(12) 0.0383(10) -0.0007(8) 0.0023(8) -0.0094(9) C4 0.0424(11) 0.0440(11) 0.0350(9) -0.0003(8) -0.0041(8) -0.0141(9) C5 0.0393(11) 0.0461(12) 0.0393(10) 0.0040(10) -0.0058(9) -0.0064(10) C6 0.0441(17) 0.0440(15) 0.0378(12) -0.0031(11) 0.0002(11) -0.0075(12) C10 0.0455(9) 0.0421(9) 0.0377(8) 0.0057(6) -0.0066(7) -0.0182(7) C11 0.0465(9) 0.0383(8) 0.0371(8) 0.0058(6) -0.0107(7) -0.0120(7) C12 0.0611(12) 0.0439(9) 0.0415(8) 0.0060(7) -0.0097(8) -0.0208(8) C13 0.0759(14) 0.0410(9) 0.0552(11) 0.0046(8) -0.0198(10) -0.0223(9) C14 0.0762(14) 0.0434(10) 0.0499(10) -0.0033(7) -0.0200(9) -0.0063(9) C15 0.0578(12) 0.0598(11) 0.0407(9) 0.0031(8) -0.0068(8) -0.0036(9) C16 0.0511(10) 0.0454(9) 0.0438(8) 0.0082(7) -0.0074(7) -0.0125(7) C20 0.0417(9) 0.0405(8) 0.0419(8) 0.0038(6) -0.0046(7) -0.0174(7) C21 0.0472(10) 0.0362(8) 0.0396(8) 0.0035(6) -0.0089(7) -0.0111(7) C22 0.0588(11) 0.0378(8) 0.0444(9) 0.0038(7) 0.0003(8) -0.0145(7) C23 0.0748(14) 0.0467(10) 0.0479(10) 0.0126(8) 0.0041(9) -0.0104(9) C24 0.0782(14) 0.0576(11) 0.0415(9) 0.0053(8) -0.0162(9) -0.0018(10) C25 0.0714(14) 0.0583(11) 0.0582(11) 0.0057(9) -0.0288(10) -0.0148(10) C26 0.0568(11) 0.0498(10) 0.0530(10) 0.0103(8) -0.0186(8) -0.0202(8) C31 0.0454(9) 0.0399(8) 0.0384(8) 0.0035(6) -0.0038(7) -0.0164(7) C32 0.0476(10) 0.0503(10) 0.0514(10) 0.0015(7) -0.0088(8) -0.0120(8) C33 0.0561(12) 0.0514(11) 0.0642(12) -0.0036(9) -0.0037(9) -0.0022(9) C34 0.0720(14) 0.0533(11) 0.0575(11) -0.0126(9) -0.0067(10) -0.0167(10) C35 0.0604(12) 0.0593(11) 0.0567(11) -0.0079(9) -0.0138(9) -0.0200(9) C36 0.0461(10) 0.0488(9) 0.0495(9) -0.0013(7) -0.0081(8) -0.0148(7) C41 0.0438(11) 0.0578(12) 0.0340(9) 0.0005(9) -0.0054(8) -0.0160(9) C42 0.0365(11) 0.0664(16) 0.0355(11) 0.0117(11) -0.0071(8) -0.0162(10) C43 0.0479(15) 0.0593(15) 0.0411(12) 0.0106(10) -0.0094(12) -0.0122(11) C44 0.0603(18) 0.0633(18) 0.0645(17) 0.0211(13) -0.0089(15) -0.0107(17) C45 0.0671(17) 0.0814(19) 0.0692(16) 0.0365(14) -0.0167(13) -0.0213(14) C46 0.0619(16) 0.109(2) 0.0473(15) 0.0327(15) -0.0166(12) -0.0303(15) C47 0.042(3) 0.098(6) 0.035(3) 0.0185(16) -0.0113(11) -0.030(2) C48 0.0637(16) 0.113(2) 0.0374(11) 0.0034(16) -0.0078(11) -0.0369(15) C49 0.068(2) 0.116(4) 0.0341(13) -0.0081(13) -0.0021(10) -0.0377(19) _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 N1 C41 1.338(4) . ? N1 C49 1.360(3) . ? N1A C41A 1.345(12) . ? N1A C49A 1.348(14) . ? C1 C6 1.392(5) . ? C1 C2 1.395(4) . ? C1 C10 1.488(4) . ? C2 C3 1.375(3) . ? C3 C4 1.393(3) . ? C4 C5 1.390(3) . ? C4 C41 1.483(2) . ? C5 C6 1.385(3) . ? C1A C6A 1.365(15) . ? C1A C2A 1.374(15) . ? C1A C10 1.54(3) . ? C2A C3A 1.403(13) . ? C3A C4A 1.365(12) . ? C4A C5A 1.364(13) . ? C4A C41A 1.502(13) . ? C5A C6A 1.360(14) . ? C10 C20 1.350(2) . ? C10 C11 1.494(2) . ? C11 C16 1.389(2) . ? C11 C12 1.392(2) . ? C12 C13 1.374(2) . ? C13 C14 1.376(3) . ? C14 C15 1.379(3) . ? C15 C16 1.383(3) . ? C20 C31 1.492(2) . ? C20 C21 1.493(2) . ? C21 C22 1.387(2) . ? C21 C26 1.392(2) . ? C22 C23 1.392(2) . ? C23 C24 1.382(3) . ? C24 C25 1.369(3) . ? C25 C26 1.384(2) . ? C31 C32 1.386(2) . ? C31 C36 1.395(2) . ? C32 C33 1.393(3) . ? C33 C34 1.382(3) . ? C34 C35 1.374(3) . ? C35 C36 1.372(2) . ? C41 C42 1.437(3) . ? C42 C43 1.407(4) . ? C42 C47 1.419(4) . ? C43 C44 1.375(4) . ? C44 C45 1.398(4) . ? C45 C46 1.362(4) . ? C46 C47 1.409(5) . ? C47 C48 1.408(5) . ? C48 C49 1.375(6) . ? C41A C42A 1.389(13) . ? C42A C43A 1.396(15) . ? C42A C47A 1.44(2) . ? C43A C44A 1.393(18) . ? C44A C45A 1.391(18) . ? C45A C46A 1.385(15) . ? C46A C47A 1.413(16) . ? C47A C48A 1.45(2) . ? C48A C49A 1.39(2) . ? 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 C41 N1 C49 119.8(5) . . ? C41A N1A C49A 120.5(16) . . ? C6 C1 C2 117.2(3) . . ? C6 C1 C10 119.5(3) . . ? C2 C1 C10 123.2(3) . . ? C3 C2 C1 121.1(3) . . ? C2 C3 C4 121.3(2) . . ? C5 C4 C3 118.22(17) . . ? C5 C4 C41 122.58(18) . . ? C3 C4 C41 119.17(18) . . ? C6 C5 C4 120.1(2) . . ? C5 C6 C1 122.0(3) . . ? C6A C1A C2A 119(2) . . ? C6A C1A C10 124.6(14) . . ? C2A C1A C10 115.2(13) . . ? C1A C2A C3A 118.2(16) . . ? C4A C3A C2A 119.7(11) . . ? C5A C4A C3A 121.9(11) . . ? C5A C4A C41A 115.7(10) . . ? C3A C4A C41A 122.5(11) . . ? C6A C5A C4A 117.1(14) . . ? C5A C6A C1A 123.2(17) . . ? C20 C10 C1 121.9(2) . . ? C20 C10 C11 121.87(14) . . ? C1 C10 C11 116.24(19) . . ? C20 C10 C1A 131.8(7) . . ? C1 C10 C1A 12.2(6) . . ? C11 C10 C1A 106.1(6) . . ? C16 C11 C12 118.11(16) . . ? C16 C11 C10 121.97(15) . . ? C12 C11 C10 119.86(15) . . ? C13 C12 C11 121.21(18) . . ? C12 C13 C14 120.01(17) . . ? C13 C14 C15 119.91(17) . . ? C14 C15 C16 120.10(18) . . ? C15 C16 C11 120.65(17) . . ? C10 C20 C31 122.28(14) . . ? C10 C20 C21 121.89(14) . . ? C31 C20 C21 115.81(13) . . ? C22 C21 C26 118.33(15) . . ? C22 C21 C20 120.53(15) . . ? C26 C21 C20 121.05(15) . . ? C21 C22 C23 120.63(18) . . ? C24 C23 C22 119.81(18) . . ? C25 C24 C23 120.24(17) . . ? C24 C25 C26 119.97(19) . . ? C25 C26 C21 121.00(18) . . ? C32 C31 C36 118.42(15) . . ? C32 C31 C20 120.65(15) . . ? C36 C31 C20 120.93(15) . . ? C31 C32 C33 120.73(17) . . ? C34 C33 C32 119.50(18) . . ? C35 C34 C33 120.11(17) . . ? C36 C35 C34 120.42(18) . . ? C35 C36 C31 120.75(17) . . ? N1 C41 C42 122.0(3) . . ? N1 C41 C4 115.9(2) . . ? C42 C41 C4 122.14(19) . . ? C43 C42 C47 118.9(3) . . ? C43 C42 C41 123.25(18) . . ? C47 C42 C41 117.8(3) . . ? C44 C43 C42 120.1(3) . . ? C43 C44 C45 120.9(4) . . ? C46 C45 C44 119.9(3) . . ? C45 C46 C47 121.1(3) . . ? C48 C47 C46 123.2(3) . . ? C48 C47 C42 117.9(4) . . ? C46 C47 C42 118.9(3) . . ? C49 C48 C47 120.7(3) . . ? N1 C49 C48 121.7(5) . . ? N1A C41A C42A 121.3(13) . . ? N1A C41A C4A 116.1(12) . . ? C42A C41A C4A 122.6(11) . . ? C41A C42A C43A 117(2) . . ? C41A C42A C47A 118.8(14) . . ? C43A C42A C47A 124(2) . . ? C44A C43A C42A 102(3) . . ? C45A C44A C43A 144(4) . . ? C46A C45A C44A 108(3) . . ? C45A C46A C47A 118.9(17) . . ? C46A C47A C42A 122.7(16) . . ? C46A C47A C48A 117(2) . . ? C42A C47A C48A 119.1(16) . . ? C49A C48A C47A 115.3(17) . . ? N1A C49A C48A 124(2) . . ? _diffrn_measured_fraction_theta_max 0.951 _diffrn_reflns_theta_full 66.50 _diffrn_measured_fraction_theta_full 0.953 _refine_diff_density_max 0.150 _refine_diff_density_min -0.132 _refine_diff_density_rms 0.030