# Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is (c) The Royal Society of Chemistry 2011 data_global _journal_name_full J.Mater.Chem. _journal_coden_cambridge 1145 _journal_year 2011 _journal_volume 21 _journal_page_first 1 _publ_contact_author_email wglover0513@126.com _publ_contact_author_name 'Gang Wei' loop_ _publ_author_name 'Ying Zhang.' 'Shiu-Lun Lai.' 'Qing-Xiao Tong.' 'Mei-Yee Chan.' 'Tsz-Wai Ng.' 'Zhi-Chun Wen.' 'Guo-Qiang Zhang.' 'Shuit-Tong Lee.' 'Hoi-Lun Kwong.' 'Chun-Sing Lee.' data_1N-TPI _database_code_depnum_ccdc_archive 'CCDC 817159' #TrackingRef 'Tong.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H30 N2 S' _chemical_formula_weight 558.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 9.4051(8) _cell_length_b 11.1593(10) _cell_length_c 14.8250(13) _cell_angle_alpha 106.3580(10) _cell_angle_beta 97.9750(10) _cell_angle_gamma 101.6110(10) _cell_volume 1430.5(2) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4921 _cell_measurement_theta_min 2.26 _cell_measurement_theta_max 27.1255 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.297 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 588 _exptl_absorpt_coefficient_mu 0.145 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9605 _exptl_absorpt_correction_T_max 0.9757 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD diffractometer' _diffrn_measurement_method '/f and /w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10113 _diffrn_reflns_av_R_equivalents 0.0197 _diffrn_reflns_av_sigmaI/netI 0.0305 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.46 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4959 _reflns_number_gt 4234 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0815P)^2^+0.1972P] 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 4959 _refine_ls_number_parameters 382 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0497 _refine_ls_R_factor_gt 0.0427 _refine_ls_wR_factor_ref 0.1326 _refine_ls_wR_factor_gt 0.1212 _refine_ls_goodness_of_fit_ref 1.073 _refine_ls_restrained_S_all 1.073 _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 S1 S 0.47104(5) 0.56369(4) 0.29344(3) 0.04790(17) Uani 1 1 d . . . N1 N 0.39321(15) 0.69215(13) 0.55969(9) 0.0396(3) Uani 1 1 d . . . N2 N 0.30907(15) 0.50601(13) 0.43779(9) 0.0412(3) Uani 1 1 d . . . C1 C 0.64706(18) 0.62522(16) 0.16995(11) 0.0414(4) Uani 1 1 d . . . C2 C 0.23374(17) 0.50091(15) 0.51029(11) 0.0392(4) Uani 1 1 d . . . C3 C 0.40371(17) 0.62079(15) 0.46924(11) 0.0385(4) Uani 1 1 d . . . C4 C 0.28131(17) 0.61444(16) 0.58603(11) 0.0392(4) Uani 1 1 d . . . C5 C 0.50420(17) 0.80326(15) 0.62461(11) 0.0386(4) Uani 1 1 d . . . C6 C 0.61417(19) 0.78214(16) 0.68563(12) 0.0456(4) Uani 1 1 d . . . H6 H 0.6155 0.6986 0.6843 0.055 Uiso 1 1 calc R . . C7 C 0.63592(17) 0.70001(16) 0.10640(11) 0.0419(4) Uani 1 1 d . . . C8 C 0.12066(18) 0.39495(16) 0.51225(12) 0.0421(4) Uani 1 1 d . . . C9 C 0.21140(18) 0.64110(17) 0.66691(11) 0.0432(4) Uani 1 1 d . . . C10 C 0.09090(19) 0.54123(18) 0.66648(12) 0.0454(4) Uani 1 1 d . . . C11 C 0.50011(18) 0.66472(15) 0.41007(11) 0.0398(4) Uani 1 1 d . . . C12 C 0.61005(18) 0.66550(16) 0.26638(12) 0.0417(4) Uani 1 1 d . . . C13 C 0.05111(18) 0.41474(17) 0.59170(12) 0.0449(4) Uani 1 1 d . . . C14 C 0.72445(19) 1.01311(16) 0.75272(11) 0.0441(4) Uani 1 1 d . . . C15 C 0.67340(19) 0.65659(17) 0.01513(12) 0.0465(4) Uani 1 1 d . . . C16 C 0.6125(2) 1.03062(17) 0.69004(13) 0.0489(4) Uani 1 1 d . . . H16 H 0.6110 1.1139 0.6905 0.059 Uiso 1 1 calc R . . C17 C 0.7219(2) 0.88602(18) 0.74860(12) 0.0494(4) Uani 1 1 d . . . H17 H 0.7955 0.8711 0.7897 0.059 Uiso 1 1 calc R . . C18 C 0.5027(2) 0.92697(17) 0.62663(12) 0.0476(4) Uani 1 1 d . . . H18 H 0.4283 0.9411 0.5856 0.057 Uiso 1 1 calc R . . C19 C 0.0811(2) 0.27479(17) 0.44030(13) 0.0502(4) Uani 1 1 d . . . H19 H 0.1254 0.2634 0.3872 0.060 Uiso 1 1 calc R . . C20 C 0.6737(2) 0.77182(18) 0.34410(13) 0.0509(4) Uani 1 1 d . . . H20 H 0.7504 0.8385 0.3435 0.061 Uiso 1 1 calc R . . C21 C 0.6904(2) 0.51314(18) 0.14073(13) 0.0519(5) Uani 1 1 d . . . H21 H 0.6950 0.4634 0.1814 0.062 Uiso 1 1 calc R . . C22 C 0.7213(2) 0.54194(19) -0.00980(13) 0.0561(5) Uani 1 1 d . . . H22 H 0.7485 0.5143 -0.0687 0.067 Uiso 1 1 calc R . . C23 C 0.2478(2) 0.76020(19) 0.74120(12) 0.0544(5) Uani 1 1 d . . . H23 H 0.3280 0.8255 0.7427 0.065 Uiso 1 1 calc R . . C24 C 0.5867(2) 0.81403(18) 0.12926(14) 0.0541(5) Uani 1 1 d . . . H24 H 0.5628 0.8451 0.1888 0.065 Uiso 1 1 calc R . . C25 C -0.0556(2) 0.3087(2) 0.59520(14) 0.0582(5) Uani 1 1 d . . . H25 H -0.1040 0.3189 0.6464 0.070 Uiso 1 1 calc R . . C26 C 0.61267(19) 0.77178(17) 0.42576(12) 0.0479(4) Uani 1 1 d . . . H26 H 0.6456 0.8378 0.4843 0.058 Uiso 1 1 calc R . . C27 C 0.0096(2) 0.5680(2) 0.73901(13) 0.0568(5) Uani 1 1 d . . . H27 H -0.0713 0.5044 0.7390 0.068 Uiso 1 1 calc R . . C28 C 0.8509(2) 1.12421(19) 0.82083(13) 0.0579(5) Uani 1 1 d . . . C29 C 0.6590(2) 0.7275(2) -0.04922(14) 0.0608(5) Uani 1 1 d . . . H29 H 0.6835 0.6993 -0.1089 0.073 Uiso 1 1 calc R . . C30 C -0.0225(2) 0.17349(19) 0.44730(15) 0.0603(5) Uani 1 1 d . . . H30 H -0.0470 0.0936 0.3996 0.072 Uiso 1 1 calc R . . C31 C -0.0901(2) 0.1907(2) 0.52532(16) 0.0634(5) Uani 1 1 d . . . H31 H -0.1594 0.1219 0.5305 0.076 Uiso 1 1 calc R . . C32 C 0.0461(2) 0.6848(2) 0.80960(14) 0.0662(6) Uani 1 1 d . . . H32 H -0.0100 0.6998 0.8567 0.079 Uiso 1 1 calc R . . C33 C 0.7282(2) 0.4714(2) 0.05090(14) 0.0598(5) Uani 1 1 d . . . H33 H 0.7582 0.3951 0.0329 0.072 Uiso 1 1 calc R . . C34 C 0.1663(2) 0.7810(2) 0.81135(14) 0.0656(6) Uani 1 1 d . . . H34 H 0.1919 0.8598 0.8603 0.079 Uiso 1 1 calc R . . C35 C 0.6102(3) 0.8354(2) -0.02545(17) 0.0723(6) Uani 1 1 d . . . H35 H 0.6007 0.8809 -0.0688 0.087 Uiso 1 1 calc R . . C36 C 0.8186(3) 1.2560(2) 0.82945(17) 0.0789(7) Uani 1 1 d . . . H36A H 0.7308 1.2604 0.8550 0.118 Uiso 1 1 calc R . . H36B H 0.8039 1.2668 0.7671 0.118 Uiso 1 1 calc R . . H36C H 0.9010 1.3232 0.8716 0.118 Uiso 1 1 calc R . . C37 C 0.9900(2) 1.1200(3) 0.77958(18) 0.0821(7) Uani 1 1 d . . . H37A H 1.0688 1.1938 0.8175 0.123 Uiso 1 1 calc R . . H37B H 0.9701 1.1208 0.7145 0.123 Uiso 1 1 calc R . . H37C H 1.0189 1.0426 0.7807 0.123 Uiso 1 1 calc R . . C38 C 0.5740(3) 0.8792(2) 0.06423(17) 0.0701(6) Uani 1 1 d . . . H38 H 0.5406 0.9540 0.0800 0.084 Uiso 1 1 calc R . . C39 C 0.8746(4) 1.1130(3) 0.92178(16) 0.1048(10) Uani 1 1 d . . . H39A H 0.9511 1.1857 0.9640 0.157 Uiso 1 1 calc R . . H39B H 0.9036 1.0348 0.9200 0.157 Uiso 1 1 calc R . . H39C H 0.7840 1.1115 0.9448 0.157 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 S1 0.0537(3) 0.0453(3) 0.0356(3) 0.00708(19) 0.01179(19) -0.0011(2) N1 0.0402(7) 0.0398(7) 0.0330(7) 0.0073(6) 0.0073(6) 0.0039(6) N2 0.0415(7) 0.0422(8) 0.0356(7) 0.0086(6) 0.0087(6) 0.0064(6) C1 0.0381(8) 0.0459(9) 0.0368(8) 0.0115(7) 0.0071(7) 0.0060(7) C2 0.0385(8) 0.0416(9) 0.0369(8) 0.0136(7) 0.0061(7) 0.0085(7) C3 0.0388(8) 0.0404(9) 0.0334(8) 0.0094(7) 0.0065(6) 0.0079(7) C4 0.0378(8) 0.0443(9) 0.0346(8) 0.0135(7) 0.0055(6) 0.0084(7) C5 0.0391(8) 0.0401(9) 0.0321(8) 0.0067(7) 0.0093(6) 0.0060(7) C6 0.0508(10) 0.0393(9) 0.0446(9) 0.0147(8) 0.0063(8) 0.0071(8) C7 0.0359(8) 0.0455(9) 0.0412(9) 0.0134(7) 0.0078(7) 0.0048(7) C8 0.0377(8) 0.0462(9) 0.0422(9) 0.0172(7) 0.0048(7) 0.0085(7) C9 0.0424(9) 0.0525(10) 0.0347(8) 0.0152(7) 0.0056(7) 0.0120(8) C10 0.0443(9) 0.0582(11) 0.0375(9) 0.0218(8) 0.0082(7) 0.0123(8) C11 0.0400(8) 0.0411(9) 0.0352(8) 0.0096(7) 0.0061(7) 0.0084(7) C12 0.0422(9) 0.0444(9) 0.0381(8) 0.0135(7) 0.0098(7) 0.0084(7) C13 0.0418(9) 0.0526(10) 0.0431(9) 0.0233(8) 0.0054(7) 0.0088(8) C14 0.0477(9) 0.0447(10) 0.0332(8) 0.0062(7) 0.0150(7) 0.0016(7) C15 0.0446(9) 0.0517(10) 0.0399(9) 0.0145(8) 0.0089(7) 0.0050(8) C16 0.0604(11) 0.0378(9) 0.0464(9) 0.0099(8) 0.0149(8) 0.0104(8) C17 0.0471(10) 0.0527(11) 0.0421(9) 0.0143(8) -0.0005(7) 0.0064(8) C18 0.0526(10) 0.0450(10) 0.0431(9) 0.0108(8) 0.0053(8) 0.0153(8) C19 0.0499(10) 0.0473(10) 0.0497(10) 0.0149(8) 0.0097(8) 0.0056(8) C20 0.0476(10) 0.0489(10) 0.0483(10) 0.0112(8) 0.0139(8) -0.0016(8) C21 0.0637(11) 0.0543(11) 0.0414(9) 0.0173(8) 0.0099(8) 0.0205(9) C22 0.0669(12) 0.0610(12) 0.0381(9) 0.0098(9) 0.0151(9) 0.0168(10) C23 0.0536(11) 0.0604(12) 0.0411(10) 0.0079(8) 0.0128(8) 0.0067(9) C24 0.0566(11) 0.0521(11) 0.0569(11) 0.0188(9) 0.0188(9) 0.0146(9) C25 0.0563(11) 0.0674(13) 0.0561(11) 0.0320(10) 0.0164(9) 0.0062(9) C26 0.0480(10) 0.0457(10) 0.0402(9) 0.0047(8) 0.0104(7) 0.0020(8) C27 0.0511(10) 0.0754(13) 0.0452(10) 0.0230(10) 0.0152(8) 0.0098(9) C28 0.0587(11) 0.0537(11) 0.0421(10) 0.0021(8) 0.0121(8) -0.0105(9) C29 0.0706(13) 0.0664(13) 0.0490(11) 0.0260(10) 0.0169(9) 0.0111(10) C30 0.0597(12) 0.0481(11) 0.0619(12) 0.0131(9) 0.0040(10) 0.0010(9) C31 0.0601(12) 0.0566(12) 0.0700(13) 0.0299(11) 0.0096(10) -0.0044(9) C32 0.0636(12) 0.0901(16) 0.0450(11) 0.0172(11) 0.0239(9) 0.0178(11) C33 0.0774(14) 0.0565(12) 0.0493(11) 0.0115(9) 0.0166(10) 0.0307(10) C34 0.0686(13) 0.0749(14) 0.0421(10) 0.0028(10) 0.0164(9) 0.0126(11) C35 0.0881(16) 0.0734(15) 0.0717(14) 0.0444(12) 0.0226(12) 0.0216(12) C36 0.0847(16) 0.0508(12) 0.0748(15) -0.0056(11) 0.0265(13) -0.0114(11) C37 0.0495(12) 0.0874(17) 0.0834(16) 0.0066(13) 0.0108(11) -0.0089(11) C38 0.0817(15) 0.0606(13) 0.0842(16) 0.0364(12) 0.0263(12) 0.0289(11) C39 0.127(2) 0.097(2) 0.0430(12) 0.0082(12) -0.0130(13) -0.0342(17) _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 S1 C12 1.7221(17) . ? S1 C11 1.7269(16) . ? N1 C3 1.382(2) . ? N1 C4 1.396(2) . ? N1 C5 1.443(2) . ? N2 C3 1.319(2) . ? N2 C2 1.375(2) . ? C1 C21 1.366(2) . ? C1 C7 1.430(2) . ? C1 C12 1.485(2) . ? C2 C4 1.377(2) . ? C2 C8 1.433(2) . ? C3 C11 1.455(2) . ? C4 C9 1.433(2) . ? C5 C18 1.375(2) . ? C5 C6 1.379(2) . ? C6 C17 1.378(2) . ? C6 H6 0.9300 . ? C7 C24 1.409(2) . ? C7 C15 1.422(2) . ? C8 C19 1.399(2) . ? C8 C13 1.410(2) . ? C9 C23 1.409(2) . ? C9 C10 1.418(2) . ? C10 C27 1.403(2) . ? C10 C13 1.467(3) . ? C11 C26 1.367(2) . ? C12 C20 1.359(2) . ? C13 C25 1.408(3) . ? C14 C16 1.387(3) . ? C14 C17 1.397(3) . ? C14 C28 1.529(2) . ? C15 C29 1.409(3) . ? C15 C22 1.410(3) . ? C16 C18 1.387(3) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 H18 0.9300 . ? C19 C30 1.375(3) . ? C19 H19 0.9300 . ? C20 C26 1.410(2) . ? C20 H20 0.9300 . ? C21 C33 1.402(3) . ? C21 H21 0.9300 . ? C22 C33 1.355(3) . ? C22 H22 0.9300 . ? C23 C34 1.371(3) . ? C23 H23 0.9300 . ? C24 C38 1.368(3) . ? C24 H24 0.9300 . ? C25 C31 1.370(3) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C27 C32 1.365(3) . ? C27 H27 0.9300 . ? C28 C37 1.523(3) . ? C28 C39 1.526(3) . ? C28 C36 1.535(3) . ? C29 C35 1.347(3) . ? C29 H29 0.9300 . ? C30 C31 1.381(3) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 C34 1.385(3) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C38 1.396(3) . ? C35 H35 0.9300 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C38 H38 0.9300 . ? C39 H39A 0.9600 . ? C39 H39B 0.9600 . ? C39 H39C 0.9600 . ? 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 C12 S1 C11 92.67(8) . . ? C3 N1 C4 105.93(13) . . ? C3 N1 C5 125.84(13) . . ? C4 N1 C5 125.53(13) . . ? C3 N2 C2 105.24(13) . . ? C21 C1 C7 119.29(15) . . ? C21 C1 C12 119.24(15) . . ? C7 C1 C12 121.46(15) . . ? N2 C2 C4 111.11(14) . . ? N2 C2 C8 127.22(15) . . ? C4 C2 C8 121.67(15) . . ? N2 C3 N1 112.34(14) . . ? N2 C3 C11 121.63(14) . . ? N1 C3 C11 125.95(14) . . ? C2 C4 N1 105.38(13) . . ? C2 C4 C9 123.03(15) . . ? N1 C4 C9 131.31(15) . . ? C18 C5 C6 120.16(15) . . ? C18 C5 N1 122.02(14) . . ? C6 C5 N1 117.82(14) . . ? C17 C6 C5 119.38(16) . . ? C17 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? C24 C7 C15 118.17(16) . . ? C24 C7 C1 123.01(16) . . ? C15 C7 C1 118.80(15) . . ? C19 C8 C13 120.26(16) . . ? C19 C8 C2 122.41(16) . . ? C13 C8 C2 117.32(15) . . ? C23 C9 C10 119.20(16) . . ? C23 C9 C4 124.67(16) . . ? C10 C9 C4 115.99(15) . . ? C27 C10 C9 117.86(17) . . ? C27 C10 C13 121.08(17) . . ? C9 C10 C13 121.05(15) . . ? C26 C11 C3 134.02(15) . . ? C26 C11 S1 110.18(12) . . ? C3 C11 S1 115.80(12) . . ? C20 C12 C1 130.65(16) . . ? C20 C12 S1 110.22(13) . . ? C1 C12 S1 119.05(12) . . ? C25 C13 C8 117.04(17) . . ? C25 C13 C10 122.65(17) . . ? C8 C13 C10 120.30(15) . . ? C16 C14 C17 116.83(16) . . ? C16 C14 C28 123.23(17) . . ? C17 C14 C28 119.88(17) . . ? C29 C15 C22 121.42(17) . . ? C29 C15 C7 119.37(17) . . ? C22 C15 C7 119.20(16) . . ? C14 C16 C18 121.61(17) . . ? C14 C16 H16 119.2 . . ? C18 C16 H16 119.2 . . ? C6 C17 C14 122.19(16) . . ? C6 C17 H17 118.9 . . ? C14 C17 H17 118.9 . . ? C5 C18 C16 119.83(16) . . ? C5 C18 H18 120.1 . . ? C16 C18 H18 120.1 . . ? C30 C19 C8 120.65(18) . . ? C30 C19 H19 119.7 . . ? C8 C19 H19 119.7 . . ? C12 C20 C26 113.86(16) . . ? C12 C20 H20 123.1 . . ? C26 C20 H20 123.1 . . ? C1 C21 C33 121.56(17) . . ? C1 C21 H21 119.2 . . ? C33 C21 H21 119.2 . . ? C33 C22 C15 120.89(17) . . ? C33 C22 H22 119.6 . . ? C15 C22 H22 119.6 . . ? C34 C23 C9 120.72(19) . . ? C34 C23 H23 119.6 . . ? C9 C23 H23 119.6 . . ? C38 C24 C7 120.30(19) . . ? C38 C24 H24 119.8 . . ? C7 C24 H24 119.8 . . ? C31 C25 C13 121.88(19) . . ? C31 C25 H25 119.1 . . ? C13 C25 H25 119.1 . . ? C11 C26 C20 113.06(15) . . ? C11 C26 H26 123.5 . . ? C20 C26 H26 123.5 . . ? C32 C27 C10 121.78(19) . . ? C32 C27 H27 119.1 . . ? C10 C27 H27 119.1 . . ? C37 C28 C39 111.1(2) . . ? C37 C28 C14 107.72(15) . . ? C39 C28 C14 110.84(17) . . ? C37 C28 C36 108.17(18) . . ? C39 C28 C36 107.15(19) . . ? C14 C28 C36 111.86(18) . . ? C35 C29 C15 120.94(19) . . ? C35 C29 H29 119.5 . . ? C15 C29 H29 119.5 . . ? C19 C30 C31 119.81(19) . . ? C19 C30 H30 120.1 . . ? C31 C30 H30 120.1 . . ? C25 C31 C30 120.32(18) . . ? C25 C31 H31 119.8 . . ? C30 C31 H31 119.8 . . ? C27 C32 C34 120.21(19) . . ? C27 C32 H32 119.9 . . ? C34 C32 H32 119.9 . . ? C22 C33 C21 120.21(18) . . ? C22 C33 H33 119.9 . . ? C21 C33 H33 119.9 . . ? C23 C34 C32 120.18(19) . . ? C23 C34 H34 119.9 . . ? C32 C34 H34 119.9 . . ? C29 C35 C38 120.10(19) . . ? C29 C35 H35 120.0 . . ? C38 C35 H35 120.0 . . ? C28 C36 H36A 109.5 . . ? C28 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C28 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C28 C37 H37A 109.5 . . ? C28 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C28 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C24 C38 C35 121.1(2) . . ? C24 C38 H38 119.4 . . ? C35 C38 H38 119.4 . . ? C28 C39 H39A 109.5 . . ? C28 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C28 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 0.242 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.062 #===============================END data_2N-TPI _database_code_depnum_ccdc_archive 'CCDC 817160' #TrackingRef 'Tong.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C39 H30 N2 S' _chemical_formula_weight 558.71 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 16.2930(18) _cell_length_b 13.6939(15) _cell_length_c 13.5127(15) _cell_angle_alpha 90.00 _cell_angle_beta 97.737(2) _cell_angle_gamma 90.00 _cell_volume 2987.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 2505 _cell_measurement_theta_min 2.3665 _cell_measurement_theta_max 19.9115 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.23 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.242 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 0.139 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9687 _exptl_absorpt_correction_T_max 0.9767 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD diffractometer' _diffrn_measurement_method '/f and /w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16973 _diffrn_reflns_av_R_equivalents 0.0398 _diffrn_reflns_av_sigmaI/netI 0.0483 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.26 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5231 _reflns_number_gt 3723 _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^)+(0.0752P)^2^+0.0303P] 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 5231 _refine_ls_number_parameters 382 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0848 _refine_ls_R_factor_gt 0.0554 _refine_ls_wR_factor_ref 0.1519 _refine_ls_wR_factor_gt 0.1329 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.001 _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 S1 S 1.11064(3) 0.34288(5) 0.91984(4) 0.0518(2) Uani 1 1 d . . . N2 N 0.99337(11) 0.37263(13) 1.06725(14) 0.0507(5) Uani 1 1 d . . . N1 N 0.87466(11) 0.39097(14) 0.96420(14) 0.0506(5) Uani 1 1 d . . . C1 C 0.92921(14) 0.38588(16) 1.12221(18) 0.0498(6) Uani 1 1 d . . . C2 C 1.12502(14) 0.33517(16) 0.79580(16) 0.0476(6) Uani 1 1 d . . . C3 C 0.93432(16) 0.39236(16) 1.22839(18) 0.0541(6) Uani 1 1 d . . . C4 C 1.05203(15) 0.35007(18) 0.73607(18) 0.0572(6) Uani 1 1 d . . . H4 H 1.0470 0.3491 0.6667 0.069 Uiso 1 1 calc R . . C5 C 1.20702(14) 0.31411(16) 0.76776(17) 0.0491(6) Uani 1 1 d . . . C6 C 0.95910(13) 0.37666(16) 0.97292(17) 0.0487(6) Uani 1 1 d . . . C7 C 0.73288(14) 0.35196(18) 0.72931(18) 0.0568(6) Uani 1 1 d . . . H7 H 0.7081 0.2999 0.6925 0.068 Uiso 1 1 calc R . . C8 C 0.82096(13) 0.40928(17) 0.87253(17) 0.0495(6) Uani 1 1 d . . . C9 C 1.27821(15) 0.32316(17) 0.83363(17) 0.0541(6) Uani 1 1 d . . . H9 H 1.2742 0.3443 0.8982 0.065 Uiso 1 1 calc R . . C10 C 0.85512(14) 0.39710(16) 1.06110(17) 0.0499(6) Uani 1 1 d . . . C11 C 0.78280(14) 0.33337(18) 0.81809(18) 0.0569(6) Uani 1 1 d . . . H11 H 0.7906 0.2696 0.8410 0.068 Uiso 1 1 calc R . . C12 C 1.00600(13) 0.36566(16) 0.88986(17) 0.0488(6) Uani 1 1 d . . . C13 C 0.78148(16) 0.41817(18) 1.2034(2) 0.0616(7) Uani 1 1 d . . . C14 C 0.71873(13) 0.44608(17) 0.69365(17) 0.0494(6) Uani 1 1 d . . . C15 C 0.77760(14) 0.41210(17) 1.0976(2) 0.0579(6) Uani 1 1 d . . . C16 C 0.98500(15) 0.36699(18) 0.78889(18) 0.0586(7) Uani 1 1 d . . . H16 H 0.9313 0.3781 0.7579 0.070 Uiso 1 1 calc R . . C17 C 1.00972(17) 0.38517(18) 1.29180(19) 0.0634(7) Uani 1 1 d . . . H17 H 1.0585 0.3751 1.2645 0.076 Uiso 1 1 calc R . . C18 C 1.35706(15) 0.30193(18) 0.80802(19) 0.0565(6) Uani 1 1 d . . . C19 C 0.80888(14) 0.50356(18) 0.83895(18) 0.0594(7) Uani 1 1 d . . . H19 H 0.8351 0.5551 0.8752 0.071 Uiso 1 1 calc R . . C20 C 0.86024(17) 0.40911(17) 1.26876(19) 0.0608(7) Uani 1 1 d . . . C21 C 0.66001(16) 0.4692(2) 0.59875(19) 0.0658(7) Uani 1 1 d . . . C22 C 0.75782(14) 0.52095(18) 0.75146(18) 0.0606(7) Uani 1 1 d . . . H22 H 0.7490 0.5851 0.7301 0.073 Uiso 1 1 calc R . . C23 C 1.36304(16) 0.26959(19) 0.7103(2) 0.0646(7) Uani 1 1 d . . . C24 C 1.21396(17) 0.28125(19) 0.67009(18) 0.0629(7) Uani 1 1 d . . . H24 H 1.1665 0.2740 0.6240 0.076 Uiso 1 1 calc R . . C25 C 1.28904(19) 0.2603(2) 0.6430(2) 0.0759(8) Uani 1 1 d . . . H25 H 1.2921 0.2391 0.5782 0.091 Uiso 1 1 calc R . . C26 C 0.70659(19) 0.4339(2) 1.2414(2) 0.0780(8) Uani 1 1 d . . . H26 H 0.7075 0.4388 1.3101 0.094 Uiso 1 1 calc R . . C27 C 1.0126(2) 0.3926(2) 1.3920(2) 0.0765(8) Uani 1 1 d . . . H27 H 1.0631 0.3875 1.4331 0.092 Uiso 1 1 calc R . . C28 C 0.62904(17) 0.4355(2) 1.0790(3) 0.0865(9) Uani 1 1 d . . . H28 H 0.5784 0.4414 1.0385 0.104 Uiso 1 1 calc R . . C29 C 0.70029(15) 0.4202(2) 1.0372(2) 0.0722(8) Uani 1 1 d . . . H29 H 0.6975 0.4150 0.9682 0.087 Uiso 1 1 calc R . . C30 C 1.43048(16) 0.3115(2) 0.8758(2) 0.0731(8) Uani 1 1 d . . . H30 H 1.4273 0.3331 0.9404 0.088 Uiso 1 1 calc R . . C31 C 0.8656(2) 0.4158(2) 1.3737(2) 0.0773(8) Uani 1 1 d . . . H31 H 0.8178 0.4258 1.4028 0.093 Uiso 1 1 calc R . . C32 C 0.63282(19) 0.4422(2) 1.1820(3) 0.0881(10) Uani 1 1 d . . . H32 H 0.5846 0.4525 1.2104 0.106 Uiso 1 1 calc R . . C33 C 1.4426(2) 0.2477(3) 0.6857(3) 0.0953(10) Uani 1 1 d . . . H33 H 1.4477 0.2263 0.6215 0.114 Uiso 1 1 calc R . . C34 C 0.6403(2) 0.3800(2) 0.5323(2) 0.0938(10) Uani 1 1 d . . . H34A H 0.6910 0.3510 0.5177 0.141 Uiso 1 1 calc R . . H34B H 0.6074 0.3994 0.4712 0.141 Uiso 1 1 calc R . . H34C H 0.6101 0.3333 0.5663 0.141 Uiso 1 1 calc R . . C35 C 1.50542(17) 0.2899(2) 0.8489(3) 0.0861(9) Uani 1 1 d . . . H35 H 1.5529 0.2970 0.8949 0.103 Uiso 1 1 calc R . . C36 C 0.9405(2) 0.4078(2) 1.4334(2) 0.0861(9) Uani 1 1 d . . . H36 H 0.9427 0.4126 1.5024 0.103 Uiso 1 1 calc R . . C37 C 0.6972(2) 0.5477(2) 0.5374(2) 0.1126(13) Uani 1 1 d . . . H37A H 0.7009 0.6083 0.5736 0.169 Uiso 1 1 calc R . . H37B H 0.6624 0.5563 0.4748 0.169 Uiso 1 1 calc R . . H37C H 0.7515 0.5279 0.5254 0.169 Uiso 1 1 calc R . . C38 C 0.57931(18) 0.5088(3) 0.6303(2) 0.1124(13) Uani 1 1 d . . . H38A H 0.5547 0.4598 0.6677 0.169 Uiso 1 1 calc R . . H38B H 0.5416 0.5256 0.5720 0.169 Uiso 1 1 calc R . . H38C H 0.5911 0.5659 0.6711 0.169 Uiso 1 1 calc R . . C39 C 1.5117(2) 0.2571(3) 0.7529(3) 0.0980(11) Uani 1 1 d . . . H39 H 1.5633 0.2416 0.7349 0.118 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 S1 0.0479(4) 0.0575(4) 0.0471(4) -0.0037(3) -0.0040(3) 0.0021(3) N2 0.0516(11) 0.0476(12) 0.0504(12) 0.0002(9) -0.0023(9) 0.0047(9) N1 0.0462(11) 0.0468(12) 0.0552(13) 0.0008(9) -0.0061(9) 0.0038(9) C1 0.0535(14) 0.0384(14) 0.0558(15) 0.0004(11) 0.0016(12) 0.0009(10) C2 0.0558(14) 0.0371(13) 0.0476(14) -0.0001(10) -0.0007(11) -0.0033(10) C3 0.0698(16) 0.0336(14) 0.0574(16) 0.0000(11) 0.0034(13) -0.0006(11) C4 0.0635(15) 0.0590(17) 0.0464(14) 0.0055(12) -0.0029(12) 0.0038(12) C5 0.0628(15) 0.0356(13) 0.0481(14) 0.0034(11) 0.0044(11) -0.0013(11) C6 0.0495(13) 0.0410(14) 0.0531(15) 0.0016(11) -0.0028(11) 0.0039(10) C7 0.0548(14) 0.0440(15) 0.0678(17) -0.0118(12) -0.0062(12) -0.0033(11) C8 0.0433(12) 0.0445(15) 0.0580(15) -0.0024(11) -0.0028(10) 0.0047(10) C9 0.0617(15) 0.0532(16) 0.0470(14) -0.0017(11) 0.0063(11) -0.0005(12) C10 0.0535(14) 0.0389(14) 0.0563(16) -0.0021(11) 0.0040(11) 0.0003(10) C11 0.0567(14) 0.0399(15) 0.0698(17) -0.0014(12) -0.0074(12) 0.0020(11) C12 0.0503(13) 0.0406(14) 0.0524(15) 0.0006(11) -0.0050(11) 0.0027(10) C13 0.0730(17) 0.0369(14) 0.0784(19) -0.0054(13) 0.0232(15) -0.0076(12) C14 0.0484(13) 0.0437(15) 0.0554(14) -0.0066(11) 0.0043(11) 0.0026(10) C15 0.0540(15) 0.0403(15) 0.0786(19) -0.0047(13) 0.0062(13) -0.0029(11) C16 0.0550(14) 0.0604(17) 0.0563(16) 0.0060(12) -0.0075(12) 0.0063(12) C17 0.0810(18) 0.0465(16) 0.0595(17) -0.0026(13) -0.0026(14) 0.0065(13) C18 0.0607(16) 0.0459(15) 0.0633(17) 0.0059(12) 0.0100(12) 0.0006(12) C19 0.0635(15) 0.0412(15) 0.0675(17) -0.0073(12) -0.0129(12) -0.0003(12) C20 0.0815(19) 0.0364(15) 0.0651(18) -0.0015(12) 0.0122(14) -0.0102(12) C21 0.0743(17) 0.0632(18) 0.0538(16) -0.0080(13) -0.0137(13) 0.0069(14) C22 0.0701(16) 0.0396(14) 0.0664(17) -0.0006(12) -0.0113(13) 0.0050(12) C23 0.0687(17) 0.0596(18) 0.0693(18) -0.0003(14) 0.0226(14) 0.0002(13) C24 0.0707(17) 0.0663(19) 0.0505(16) -0.0009(13) 0.0033(12) -0.0024(14) C25 0.094(2) 0.081(2) 0.0545(17) -0.0074(15) 0.0181(16) 0.0006(17) C26 0.082(2) 0.061(2) 0.096(2) -0.0002(16) 0.0321(18) -0.0085(16) C27 0.105(2) 0.0571(19) 0.0618(19) -0.0072(14) -0.0069(17) 0.0056(16) C28 0.0578(18) 0.078(2) 0.124(3) -0.012(2) 0.0126(18) -0.0051(15) C29 0.0587(17) 0.0669(19) 0.091(2) -0.0099(16) 0.0095(15) 0.0008(14) C30 0.0603(17) 0.080(2) 0.078(2) -0.0006(16) 0.0049(14) 0.0049(14) C31 0.106(2) 0.0566(19) 0.073(2) -0.0144(15) 0.0282(18) -0.0156(16) C32 0.070(2) 0.075(2) 0.127(3) -0.008(2) 0.040(2) -0.0069(16) C33 0.091(2) 0.103(3) 0.100(3) -0.016(2) 0.039(2) 0.001(2) C34 0.118(3) 0.082(2) 0.071(2) -0.0126(17) -0.0235(18) -0.0025(19) C35 0.0588(18) 0.085(2) 0.113(3) 0.005(2) 0.0070(17) 0.0046(16) C36 0.127(3) 0.071(2) 0.0582(19) -0.0125(16) 0.006(2) -0.013(2) C37 0.185(4) 0.082(3) 0.063(2) 0.0117(18) -0.013(2) -0.016(2) C38 0.081(2) 0.140(3) 0.104(3) -0.019(2) -0.0329(18) 0.043(2) C39 0.069(2) 0.100(3) 0.130(3) -0.003(2) 0.035(2) 0.0059(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 S1 C2 1.727(2) . ? S1 C12 1.727(2) . ? N2 C6 1.322(3) . ? N2 C1 1.373(3) . ? N1 C6 1.379(3) . ? N1 C10 1.391(3) . ? N1 C8 1.439(3) . ? C1 C10 1.376(3) . ? C1 C3 1.429(3) . ? C2 C4 1.360(3) . ? C2 C5 1.466(3) . ? C3 C17 1.403(3) . ? C3 C20 1.409(3) . ? C4 C16 1.402(3) . ? C4 H4 0.9300 . ? C5 C9 1.369(3) . ? C5 C24 1.413(3) . ? C6 C12 1.448(3) . ? C7 C11 1.379(3) . ? C7 C14 1.385(3) . ? C7 H7 0.9300 . ? C8 C11 1.373(3) . ? C8 C19 1.374(3) . ? C9 C18 1.405(3) . ? C9 H9 0.9300 . ? C10 C15 1.431(3) . ? C11 H11 0.9300 . ? C12 C16 1.361(3) . ? C13 C26 1.403(4) . ? C13 C15 1.425(3) . ? C13 C20 1.462(3) . ? C14 C22 1.390(3) . ? C14 C21 1.526(3) . ? C15 C29 1.410(3) . ? C16 H16 0.9300 . ? C17 C27 1.353(4) . ? C17 H17 0.9300 . ? C18 C23 1.408(3) . ? C18 C30 1.411(3) . ? C19 C22 1.372(3) . ? C19 H19 0.9300 . ? C20 C31 1.412(3) . ? C21 C34 1.525(4) . ? C21 C37 1.531(4) . ? C21 C38 1.535(4) . ? C22 H22 0.9300 . ? C23 C33 1.413(4) . ? C23 C25 1.415(3) . ? C24 C25 1.354(3) . ? C24 H24 0.9300 . ? C25 H25 0.9300 . ? C26 C32 1.357(4) . ? C26 H26 0.9300 . ? C27 C36 1.383(4) . ? C27 H27 0.9300 . ? C28 C29 1.374(4) . ? C28 C32 1.387(4) . ? C28 H28 0.9300 . ? C29 H29 0.9300 . ? C30 C35 1.352(4) . ? C30 H30 0.9300 . ? C31 C36 1.374(4) . ? C31 H31 0.9300 . ? C32 H32 0.9300 . ? C33 C39 1.355(4) . ? C33 H33 0.9300 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 C39 1.389(4) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 H37A 0.9600 . ? C37 H37B 0.9600 . ? C37 H37C 0.9600 . ? C38 H38A 0.9600 . ? C38 H38B 0.9600 . ? C38 H38C 0.9600 . ? C39 H39 0.9300 . ? 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 S1 C12 92.41(11) . . ? C6 N2 C1 105.21(19) . . ? C6 N1 C10 106.28(17) . . ? C6 N1 C8 125.61(19) . . ? C10 N1 C8 127.59(18) . . ? N2 C1 C10 111.1(2) . . ? N2 C1 C3 127.3(2) . . ? C10 C1 C3 121.6(2) . . ? C4 C2 C5 129.1(2) . . ? C4 C2 S1 110.18(18) . . ? C5 C2 S1 120.70(16) . . ? C17 C3 C20 120.0(2) . . ? C17 C3 C1 122.4(2) . . ? C20 C3 C1 117.5(2) . . ? C2 C4 C16 113.7(2) . . ? C2 C4 H4 123.2 . . ? C16 C4 H4 123.2 . . ? C9 C5 C24 117.9(2) . . ? C9 C5 C2 122.4(2) . . ? C24 C5 C2 119.6(2) . . ? N2 C6 N1 112.0(2) . . ? N2 C6 C12 123.0(2) . . ? N1 C6 C12 125.0(2) . . ? C11 C7 C14 121.7(2) . . ? C11 C7 H7 119.1 . . ? C14 C7 H7 119.1 . . ? C11 C8 C19 120.0(2) . . ? C11 C8 N1 120.5(2) . . ? C19 C8 N1 119.4(2) . . ? C5 C9 C18 122.9(2) . . ? C5 C9 H9 118.5 . . ? C18 C9 H9 118.5 . . ? C1 C10 N1 105.35(19) . . ? C1 C10 C15 123.6(2) . . ? N1 C10 C15 131.1(2) . . ? C8 C11 C7 119.9(2) . . ? C8 C11 H11 120.1 . . ? C7 C11 H11 120.1 . . ? C16 C12 C6 133.4(2) . . ? C16 C12 S1 110.15(18) . . ? C6 C12 S1 116.38(16) . . ? C26 C13 C15 116.9(3) . . ? C26 C13 C20 121.8(3) . . ? C15 C13 C20 121.2(2) . . ? C7 C14 C22 116.7(2) . . ? C7 C14 C21 122.8(2) . . ? C22 C14 C21 120.4(2) . . ? C29 C15 C13 119.4(2) . . ? C29 C15 C10 125.0(2) . . ? C13 C15 C10 115.6(2) . . ? C12 C16 C4 113.6(2) . . ? C12 C16 H16 123.2 . . ? C4 C16 H16 123.2 . . ? C27 C17 C3 121.0(3) . . ? C27 C17 H17 119.5 . . ? C3 C17 H17 119.5 . . ? C9 C18 C23 118.5(2) . . ? C9 C18 C30 123.0(2) . . ? C23 C18 C30 118.5(2) . . ? C22 C19 C8 119.4(2) . . ? C22 C19 H19 120.3 . . ? C8 C19 H19 120.3 . . ? C3 C20 C31 117.3(3) . . ? C3 C20 C13 120.5(2) . . ? C31 C20 C13 122.2(3) . . ? C34 C21 C14 112.7(2) . . ? C34 C21 C37 108.1(2) . . ? C14 C21 C37 110.6(2) . . ? C34 C21 C38 109.0(2) . . ? C14 C21 C38 107.7(2) . . ? C37 C21 C38 108.6(3) . . ? C19 C22 C14 122.4(2) . . ? C19 C22 H22 118.8 . . ? C14 C22 H22 118.8 . . ? C18 C23 C33 117.9(3) . . ? C18 C23 C25 118.1(2) . . ? C33 C23 C25 124.0(3) . . ? C25 C24 C5 120.6(2) . . ? C25 C24 H24 119.7 . . ? C5 C24 H24 119.7 . . ? C24 C25 C23 122.0(2) . . ? C24 C25 H25 119.0 . . ? C23 C25 H25 119.0 . . ? C32 C26 C13 122.8(3) . . ? C32 C26 H26 118.6 . . ? C13 C26 H26 118.6 . . ? C17 C27 C36 119.9(3) . . ? C17 C27 H27 120.0 . . ? C36 C27 H27 120.0 . . ? C29 C28 C32 119.8(3) . . ? C29 C28 H28 120.1 . . ? C32 C28 H28 120.1 . . ? C28 C29 C15 120.8(3) . . ? C28 C29 H29 119.6 . . ? C15 C29 H29 119.6 . . ? C35 C30 C18 121.5(3) . . ? C35 C30 H30 119.2 . . ? C18 C30 H30 119.2 . . ? C36 C31 C20 121.0(3) . . ? C36 C31 H31 119.5 . . ? C20 C31 H31 119.5 . . ? C26 C32 C28 120.2(3) . . ? C26 C32 H32 119.9 . . ? C28 C32 H32 119.9 . . ? C39 C33 C23 121.9(3) . . ? C39 C33 H33 119.0 . . ? C23 C33 H33 119.0 . . ? C21 C34 H34A 109.5 . . ? C21 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C21 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C30 C35 C39 120.3(3) . . ? C30 C35 H35 119.9 . . ? C39 C35 H35 119.9 . . ? C31 C36 C27 120.7(3) . . ? C31 C36 H36 119.7 . . ? C27 C36 H36 119.7 . . ? C21 C37 H37A 109.5 . . ? C21 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C21 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? C21 C38 H38A 109.5 . . ? C21 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C21 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C33 C39 C35 119.8(3) . . ? C33 C39 H39 120.1 . . ? C35 C39 H39 120.1 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.246 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.082 #===============================END data_Ph-TPI _database_code_depnum_ccdc_archive 'CCDC 817161' #TrackingRef 'Tong.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C35 H28 N2 S' _chemical_formula_weight 508.65 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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 9.2496(15) _cell_length_b 10.8416(17) _cell_length_c 14.733(2) _cell_angle_alpha 97.111(3) _cell_angle_beta 108.074(2) _cell_angle_gamma 97.119(3) _cell_volume 1372.9(4) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4590 _cell_measurement_theta_min 2.213 _cell_measurement_theta_max 26.6445 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 0.144 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9607 _exptl_absorpt_correction_T_max 0.9745 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD diffractometer' _diffrn_measurement_method '/f and /w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9660 _diffrn_reflns_av_R_equivalents 0.0212 _diffrn_reflns_av_sigmaI/netI 0.0289 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.21 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4759 _reflns_number_gt 3986 _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^)+(0.0709P)^2^+0.2576P] 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 SHELXL _refine_ls_extinction_coef 0.085(5) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4759 _refine_ls_number_parameters 377 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0532 _refine_ls_R_factor_gt 0.0455 _refine_ls_wR_factor_ref 0.1287 _refine_ls_wR_factor_gt 0.1223 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _refine_ls_shift/su_max 0.001 _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 S1 S -0.02480(5) 0.34063(4) 1.16902(3) 0.05550(18) Uani 1 1 d . . . N1 N -0.18212(16) 0.39807(13) 0.97466(11) 0.0511(4) Uani 1 1 d . . . N2 N -0.06312(16) 0.29306(13) 0.88680(10) 0.0505(4) Uani 1 1 d . . . C1 C -0.24861(19) 0.40386(15) 0.87836(13) 0.0485(4) Uani 1 1 d . . . C2 C -0.37641(19) 0.46438(15) 0.83653(13) 0.0502(4) Uani 1 1 d . . . C3 C -0.17854(19) 0.33971(15) 0.82199(13) 0.0501(4) Uani 1 1 d . . . C4 C -0.07142(19) 0.33133(15) 0.97750(13) 0.0502(4) Uani 1 1 d . . . C5 C -0.2313(2) 0.32359(16) 0.71801(13) 0.0542(4) Uani 1 1 d . . . C6 C 0.05000(19) 0.22597(15) 0.86490(13) 0.0500(4) Uani 1 1 d . . . C7 C -0.3603(2) 0.38120(17) 0.67488(13) 0.0566(4) Uani 1 1 d . . . C8 C 0.2693(2) 0.09700(16) 0.82094(13) 0.0535(4) Uani 1 1 d . A . C9 C 0.2029(2) 0.22564(18) 1.18664(15) 0.0627(5) Uani 1 1 d . . . H9 H 0.2870 0.1867 1.2124 0.075 Uiso 1 1 calc R . . C10 C -0.4472(2) 0.53084(16) 0.89350(15) 0.0566(4) Uani 1 1 d . . . H10 H -0.4092 0.5379 0.9606 0.068 Uiso 1 1 calc R . . C11 C -0.4318(2) 0.45310(16) 0.73460(14) 0.0552(4) Uani 1 1 d . . . C12 C 0.1783(2) 0.29176(16) 0.85354(14) 0.0556(4) Uani 1 1 d . . . H12 H 0.1926 0.3793 0.8608 0.067 Uiso 1 1 calc R . . C13 C 0.2853(2) 0.22761(16) 0.83136(14) 0.0579(5) Uani 1 1 d . . . H13 H 0.3711 0.2730 0.8231 0.070 Uiso 1 1 calc R . . C14 C 0.02438(19) 0.29881(15) 1.06718(13) 0.0513(4) Uani 1 1 d . . . C15 C 0.1210(2) 0.27460(16) 1.24052(14) 0.0554(4) Uani 1 1 d . . . C16 C 0.0308(2) 0.09664(16) 0.85539(15) 0.0608(5) Uani 1 1 d . . . H16 H -0.0556 0.0520 0.8635 0.073 Uiso 1 1 calc R . . C17 C 0.1391(2) 0.03346(16) 0.83398(15) 0.0608(5) Uani 1 1 d . . . H17 H 0.1250 -0.0540 0.8280 0.073 Uiso 1 1 calc R . . C18 C 0.1368(2) 0.26967(19) 1.34208(14) 0.0608(5) Uani 1 1 d . . . C19 C 0.1495(2) 0.23904(18) 1.08928(15) 0.0604(5) Uani 1 1 d . . . H19 H 0.1945 0.2103 1.0441 0.072 Uiso 1 1 calc R . . C20 C -0.5588(2) 0.51224(19) 0.69476(16) 0.0682(5) Uani 1 1 d . . . H20 H -0.5974 0.5079 0.6279 0.082 Uiso 1 1 calc R . . C21 C -0.1683(3) 0.2525(2) 0.65772(15) 0.0699(5) Uani 1 1 d . . . H21 H -0.0838 0.2151 0.6855 0.084 Uiso 1 1 calc R . . C22 C -0.5716(2) 0.58557(18) 0.85174(16) 0.0657(5) Uani 1 1 d . . . H22 H -0.6189 0.6288 0.8899 0.079 Uiso 1 1 calc R . . C23 C 0.0990(3) 0.3623(2) 1.39927(16) 0.0749(6) Uani 1 1 d . . . H23 H 0.0660 0.4324 1.3741 0.090 Uiso 1 1 calc R . . C24 C -0.4193(3) 0.3624(2) 0.57313(15) 0.0724(6) Uani 1 1 d . . . H24 H -0.5038 0.3988 0.5435 0.087 Uiso 1 1 calc R . . C25 C 0.3879(3) 0.02610(19) 0.79507(17) 0.0699(6) Uani 1 1 d . . . C26 C -0.2295(3) 0.2378(2) 0.55899(16) 0.0813(6) Uani 1 1 d . . . H26 H -0.1860 0.1911 0.5203 0.098 Uiso 1 1 calc R . . C27 C -0.6262(2) 0.5756(2) 0.75176(17) 0.0739(6) Uani 1 1 d . . . H27 H -0.7104 0.6129 0.7231 0.089 Uiso 1 1 calc R . . C28 C -0.3565(3) 0.2923(2) 0.51629(16) 0.0827(7) Uani 1 1 d . . . H28 H -0.3987 0.2812 0.4491 0.099 Uiso 1 1 calc R . . C29 C 0.1094(3) 0.3521(3) 1.49372(18) 0.0935(8) Uani 1 1 d . . . H29 H 0.0824 0.4149 1.5312 0.112 Uiso 1 1 calc R . . C30 C 0.1876(3) 0.1672(2) 1.38241(17) 0.0862(7) Uani 1 1 d . . . H30 H 0.2140 0.1035 1.3454 0.103 Uiso 1 1 calc R . . C32 C 0.1589(3) 0.2509(3) 1.53218(19) 0.1017(9) Uani 1 1 d . . . H32 H 0.1655 0.2441 1.5956 0.122 Uiso 1 1 calc R . . C35 C 0.1989(4) 0.1593(3) 1.4767(2) 0.1067(9) Uani 1 1 d . . . H35 H 0.2342 0.0907 1.5032 0.128 Uiso 1 1 calc R . . C81 C 0.5018(12) 0.1010(8) 0.7717(11) 0.191(8) Uani 0.50 1 d P A 1 H81A H 0.5657 0.1601 0.8282 0.286 Uiso 0.50 1 calc PR A 1 H81B H 0.4534 0.1460 0.7216 0.286 Uiso 0.50 1 calc PR A 1 H81C H 0.5640 0.0481 0.7494 0.286 Uiso 0.50 1 calc PR A 1 C81' C 0.4184(12) 0.0643(8) 0.7083(6) 0.116(3) Uani 0.50 1 d P A 2 H81D H 0.4994 0.0241 0.6968 0.173 Uiso 0.50 1 calc PR A 2 H81E H 0.4492 0.1542 0.7192 0.173 Uiso 0.50 1 calc PR A 2 H81F H 0.3263 0.0393 0.6529 0.173 Uiso 0.50 1 calc PR A 2 C80 C 0.5556(5) 0.0823(5) 0.8821(5) 0.0900(15) Uani 0.50 1 d P A 3 H80A H 0.5493 0.0629 0.9427 0.135 Uiso 0.50 1 calc PR A 3 H80B H 0.5786 0.1721 0.8867 0.135 Uiso 0.50 1 calc PR A 3 H80C H 0.6356 0.0444 0.8670 0.135 Uiso 0.50 1 calc PR A 3 C80' C 0.2826(8) -0.0759(6) 0.6956(4) 0.113(2) Uani 0.50 1 d P A 4 H80D H 0.3485 -0.1243 0.6729 0.170 Uiso 0.50 1 calc PR A 4 H80E H 0.2316 -0.0308 0.6463 0.170 Uiso 0.50 1 calc PR A 4 H80F H 0.2069 -0.1316 0.7102 0.170 Uiso 0.50 1 calc PR A 4 C82 C 0.4564(14) -0.0398(11) 0.8729(7) 0.061(3) Uani 0.20 1 d P A 5 H82A H 0.3764 -0.0922 0.8861 0.092 Uiso 0.20 1 calc PR A 5 H82B H 0.5152 0.0204 0.9300 0.092 Uiso 0.20 1 calc PR A 5 H82C H 0.5232 -0.0913 0.8542 0.092 Uiso 0.20 1 calc PR A 5 C82' C 0.3780(7) -0.1023(4) 0.8107(6) 0.192(4) Uani 0.80 1 d P A 6 H82D H 0.4517 -0.1412 0.7886 0.287 Uiso 0.80 1 calc PR A 6 H82E H 0.2759 -0.1477 0.7753 0.287 Uiso 0.80 1 calc PR A 6 H82F H 0.3998 -0.1041 0.8786 0.287 Uiso 0.80 1 calc PR A 6 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 S1 0.0556(3) 0.0541(3) 0.0623(3) 0.0103(2) 0.0246(2) 0.0158(2) N1 0.0522(8) 0.0466(8) 0.0602(9) 0.0089(6) 0.0257(7) 0.0119(6) N2 0.0505(8) 0.0451(8) 0.0605(9) 0.0054(6) 0.0253(7) 0.0104(6) C1 0.0494(9) 0.0393(9) 0.0594(10) 0.0068(7) 0.0237(8) 0.0048(7) C2 0.0504(9) 0.0383(8) 0.0649(11) 0.0096(7) 0.0243(8) 0.0041(7) C3 0.0494(9) 0.0432(9) 0.0614(10) 0.0086(8) 0.0244(8) 0.0063(7) C4 0.0508(9) 0.0427(9) 0.0615(10) 0.0072(7) 0.0258(8) 0.0068(7) C5 0.0569(10) 0.0479(10) 0.0613(11) 0.0064(8) 0.0277(9) 0.0033(8) C6 0.0502(9) 0.0441(9) 0.0595(10) 0.0043(7) 0.0248(8) 0.0090(7) C7 0.0607(11) 0.0503(10) 0.0616(11) 0.0126(8) 0.0248(9) 0.0045(8) C8 0.0568(10) 0.0475(10) 0.0616(11) 0.0074(8) 0.0272(8) 0.0111(8) C9 0.0517(10) 0.0613(11) 0.0753(13) 0.0120(9) 0.0183(9) 0.0179(9) C10 0.0577(10) 0.0475(10) 0.0705(12) 0.0106(8) 0.0286(9) 0.0109(8) C11 0.0575(10) 0.0449(9) 0.0661(11) 0.0139(8) 0.0236(9) 0.0070(8) C12 0.0611(11) 0.0387(9) 0.0733(12) 0.0082(8) 0.0320(9) 0.0078(8) C13 0.0553(10) 0.0474(10) 0.0786(13) 0.0103(9) 0.0346(9) 0.0046(8) C14 0.0499(9) 0.0424(9) 0.0632(11) 0.0060(8) 0.0229(8) 0.0062(7) C15 0.0508(10) 0.0481(10) 0.0646(11) 0.0074(8) 0.0171(8) 0.0055(8) C16 0.0576(11) 0.0451(10) 0.0854(13) 0.0053(9) 0.0368(10) 0.0013(8) C17 0.0673(11) 0.0359(9) 0.0866(14) 0.0055(8) 0.0385(10) 0.0078(8) C18 0.0521(10) 0.0630(12) 0.0621(11) 0.0086(9) 0.0140(9) 0.0054(9) C19 0.0546(10) 0.0602(11) 0.0704(12) 0.0063(9) 0.0261(9) 0.0158(9) C20 0.0716(13) 0.0639(12) 0.0688(12) 0.0166(10) 0.0188(10) 0.0175(10) C21 0.0723(13) 0.0769(14) 0.0664(13) 0.0051(10) 0.0317(10) 0.0192(11) C22 0.0628(12) 0.0553(11) 0.0866(15) 0.0136(10) 0.0314(11) 0.0195(9) C23 0.0735(13) 0.0839(15) 0.0703(13) 0.0121(11) 0.0251(11) 0.0219(11) C24 0.0801(14) 0.0739(14) 0.0654(13) 0.0160(10) 0.0245(11) 0.0161(11) C25 0.0786(13) 0.0612(12) 0.0905(15) 0.0194(10) 0.0485(12) 0.0282(10) C26 0.0929(16) 0.0921(16) 0.0658(13) 0.0020(11) 0.0372(12) 0.0242(13) C27 0.0660(12) 0.0641(13) 0.0933(16) 0.0194(11) 0.0213(11) 0.0254(10) C28 0.1005(18) 0.0906(17) 0.0582(12) 0.0103(11) 0.0284(12) 0.0179(14) C29 0.0928(18) 0.121(2) 0.0694(15) 0.0076(14) 0.0304(13) 0.0298(16) C30 0.1056(18) 0.0799(15) 0.0690(14) 0.0150(12) 0.0188(13) 0.0254(13) C32 0.1007(19) 0.138(3) 0.0662(15) 0.0259(16) 0.0235(14) 0.0216(18) C35 0.132(2) 0.108(2) 0.0763(17) 0.0332(15) 0.0190(16) 0.0293(18) C81 0.157(10) 0.072(4) 0.42(2) -0.005(9) 0.223(14) 0.012(6) C81' 0.172(9) 0.112(7) 0.130(6) 0.049(5) 0.115(6) 0.077(6) C80 0.058(3) 0.100(4) 0.115(4) 0.020(3) 0.028(3) 0.025(3) C80' 0.140(5) 0.111(4) 0.102(4) -0.011(3) 0.056(4) 0.056(4) C82 0.070(7) 0.061(7) 0.055(5) 0.007(5) 0.019(5) 0.030(6) C82' 0.156(5) 0.076(3) 0.435(12) 0.080(5) 0.196(7) 0.064(3) _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 S1 C14 1.7232(18) . ? S1 C15 1.7276(19) . ? N1 C4 1.318(2) . ? N1 C1 1.373(2) . ? N2 C4 1.378(2) . ? N2 C3 1.389(2) . ? N2 C6 1.438(2) . ? C1 C3 1.377(2) . ? C1 C2 1.431(2) . ? C2 C10 1.400(2) . ? C2 C11 1.412(3) . ? C3 C5 1.437(3) . ? C4 C14 1.456(3) . ? C5 C21 1.409(3) . ? C5 C7 1.425(3) . ? C6 C12 1.374(2) . ? C6 C16 1.375(2) . ? C7 C24 1.406(3) . ? C7 C11 1.462(3) . ? C8 C13 1.390(2) . ? C8 C17 1.390(2) . ? C8 C25 1.528(3) . ? C9 C15 1.362(3) . ? C9 C19 1.397(3) . ? C9 H9 0.9300 . ? C10 C22 1.369(3) . ? C10 H10 0.9300 . ? C11 C20 1.410(3) . ? C12 C13 1.373(2) . ? C12 H12 0.9300 . ? C13 H13 0.9300 . ? C14 C19 1.368(2) . ? C15 C18 1.466(3) . ? C16 C17 1.373(2) . ? C16 H16 0.9300 . ? C17 H17 0.9300 . ? C18 C23 1.379(3) . ? C18 C30 1.389(3) . ? C19 H19 0.9300 . ? C20 C27 1.362(3) . ? C20 H20 0.9300 . ? C21 C26 1.368(3) . ? C21 H21 0.9300 . ? C22 C27 1.386(3) . ? C22 H22 0.9300 . ? C23 C29 1.384(3) . ? C23 H23 0.9300 . ? C24 C28 1.367(3) . ? C24 H24 0.9300 . ? C25 C81 1.403(9) . ? C25 C82' 1.436(4) . ? C25 C82 1.446(11) . ? C25 C81' 1.487(7) . ? C25 C80 1.660(6) . ? C25 C80' 1.663(6) . ? C26 C28 1.389(3) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 H28 0.9300 . ? C29 C32 1.361(4) . ? C29 H29 0.9300 . ? C30 C35 1.375(3) . ? C30 H30 0.9300 . ? C32 C35 1.366(4) . ? C32 H32 0.9300 . ? C35 H35 0.9300 . ? C81 H81A 0.9600 . ? C81 H81B 0.9600 . ? C81 H81C 0.9600 . ? C81' H81D 0.9600 . ? C81' H81E 0.9600 . ? C81' H81F 0.9600 . ? C80 H80A 0.9600 . ? C80 H80B 0.9600 . ? C80 H80C 0.9600 . ? C80' H80D 0.9600 . ? C80' H80E 0.9600 . ? C80' H80F 0.9600 . ? C82 H82A 0.9600 . ? C82 H82B 0.9600 . ? C82 H82C 0.9600 . ? C82' H82D 0.9600 . ? C82' H82E 0.9600 . ? C82' H82F 0.9600 . ? 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 C14 S1 C15 92.34(9) . . ? C4 N1 C1 104.93(14) . . ? C4 N2 C3 106.37(14) . . ? C4 N2 C6 126.50(15) . . ? C3 N2 C6 126.99(14) . . ? N1 C1 C3 111.38(15) . . ? N1 C1 C2 127.05(15) . . ? C3 C1 C2 121.56(16) . . ? C10 C2 C11 120.46(17) . . ? C10 C2 C1 121.86(17) . . ? C11 C2 C1 117.66(16) . . ? C1 C3 N2 105.05(15) . . ? C1 C3 C5 123.16(16) . . ? N2 C3 C5 131.65(16) . . ? N1 C4 N2 112.27(16) . . ? N1 C4 C14 122.47(16) . . ? N2 C4 C14 125.21(15) . . ? C21 C5 C7 119.11(18) . . ? C21 C5 C3 124.77(18) . . ? C7 C5 C3 116.07(16) . . ? C12 C6 C16 119.82(15) . . ? C12 C6 N2 119.67(14) . . ? C16 C6 N2 120.51(15) . . ? C24 C7 C5 117.53(18) . . ? C24 C7 C11 121.46(18) . . ? C5 C7 C11 120.97(17) . . ? C13 C8 C17 116.82(16) . . ? C13 C8 C25 121.73(16) . . ? C17 C8 C25 121.44(16) . . ? C15 C9 C19 114.09(17) . . ? C15 C9 H9 123.0 . . ? C19 C9 H9 123.0 . . ? C22 C10 C2 120.86(19) . . ? C22 C10 H10 119.6 . . ? C2 C10 H10 119.6 . . ? C20 C11 C2 116.78(17) . . ? C20 C11 C7 122.69(18) . . ? C2 C11 C7 120.52(16) . . ? C13 C12 C6 119.67(16) . . ? C13 C12 H12 120.2 . . ? C6 C12 H12 120.2 . . ? C12 C13 C8 122.04(16) . . ? C12 C13 H13 119.0 . . ? C8 C13 H13 119.0 . . ? C19 C14 C4 133.15(17) . . ? C19 C14 S1 110.47(14) . . ? C4 C14 S1 116.37(12) . . ? C9 C15 C18 129.00(18) . . ? C9 C15 S1 110.00(15) . . ? C18 C15 S1 120.88(14) . . ? C17 C16 C6 120.03(16) . . ? C17 C16 H16 120.0 . . ? C6 C16 H16 120.0 . . ? C16 C17 C8 121.61(16) . . ? C16 C17 H17 119.2 . . ? C8 C17 H17 119.2 . . ? C23 C18 C30 118.1(2) . . ? C23 C18 C15 122.27(19) . . ? C30 C18 C15 119.60(19) . . ? C14 C19 C9 113.08(17) . . ? C14 C19 H19 123.5 . . ? C9 C19 H19 123.5 . . ? C27 C20 C11 121.6(2) . . ? C27 C20 H20 119.2 . . ? C11 C20 H20 119.2 . . ? C26 C21 C5 121.0(2) . . ? C26 C21 H21 119.5 . . ? C5 C21 H21 119.5 . . ? C10 C22 C27 119.09(19) . . ? C10 C22 H22 120.5 . . ? C27 C22 H22 120.5 . . ? C18 C23 C29 120.7(2) . . ? C18 C23 H23 119.6 . . ? C29 C23 H23 119.6 . . ? C28 C24 C7 122.2(2) . . ? C28 C24 H24 118.9 . . ? C7 C24 H24 118.9 . . ? C81 C25 C82' 129.6(5) . . ? C81 C25 C82 111.1(8) . . ? C82' C25 C82 43.5(4) . . ? C81 C25 C81' 40.6(6) . . ? C82' C25 C81' 122.0(4) . . ? C82 C25 C81' 138.6(6) . . ? C81 C25 C8 114.8(4) . . ? C82' C25 C8 115.1(2) . . ? C82 C25 C8 109.1(5) . . ? C81' C25 C8 111.0(4) . . ? C81 C25 C80 62.0(6) . . ? C82' C25 C80 97.0(4) . . ? C82 C25 C80 56.4(5) . . ? C81' C25 C80 102.1(4) . . ? C8 C25 C80 106.2(2) . . ? C81 C25 C80' 107.5(6) . . ? C82' C25 C80' 67.4(4) . . ? C82 C25 C80' 110.6(5) . . ? C81' C25 C80' 69.4(4) . . ? C8 C25 C80' 103.4(2) . . ? C80 C25 C80' 150.3(3) . . ? C21 C26 C28 120.2(2) . . ? C21 C26 H26 119.9 . . ? C28 C26 H26 119.9 . . ? C20 C27 C22 121.20(19) . . ? C20 C27 H27 119.4 . . ? C22 C27 H27 119.4 . . ? C24 C28 C26 119.9(2) . . ? C24 C28 H28 120.0 . . ? C26 C28 H28 120.0 . . ? C32 C29 C23 120.5(3) . . ? C32 C29 H29 119.8 . . ? C23 C29 H29 119.8 . . ? C35 C30 C18 120.4(2) . . ? C35 C30 H30 119.8 . . ? C18 C30 H30 119.8 . . ? C29 C32 C35 119.4(3) . . ? C29 C32 H32 120.3 . . ? C35 C32 H32 120.3 . . ? C32 C35 C30 120.9(3) . . ? C32 C35 H35 119.5 . . ? C30 C35 H35 119.5 . . ? C25 C81 H81A 109.5 . . ? C25 C81 H81B 109.5 . . ? C25 C81 H81C 109.5 . . ? C25 C81' H81D 109.5 . . ? C25 C81' H81E 109.5 . . ? H81D C81' H81E 109.5 . . ? C25 C81' H81F 109.5 . . ? H81D C81' H81F 109.5 . . ? H81E C81' H81F 109.5 . . ? C25 C80 H80A 109.5 . . ? C25 C80 H80B 109.5 . . ? C25 C80 H80C 109.5 . . ? C25 C80' H80D 109.5 . . ? C25 C80' H80E 109.5 . . ? C25 C80' H80F 109.5 . . ? C25 C82 H82A 109.5 . . ? C25 C82 H82B 109.5 . . ? C25 C82 H82C 109.5 . . ? C25 C82' H82D 109.5 . . ? C25 C82' H82E 109.5 . . ? C25 C82' H82F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.988 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.988 _refine_diff_density_max 0.224 _refine_diff_density_min -0.232 _refine_diff_density_rms 0.053 #===============================END data_Py-TPI _database_code_depnum_ccdc_archive 'CCDC 817162' #TrackingRef 'Tong.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H32 N2 S' _chemical_formula_weight 632.79 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _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 12.311(2) _cell_length_b 12.000(2) _cell_length_c 21.848(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 3227.7(11) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 11032 _cell_measurement_theta_min 2.37 _cell_measurement_theta_max 27.3075 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.27 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.21 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.302 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1328 _exptl_absorpt_coefficient_mu 0.137 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9638 _exptl_absorpt_correction_T_max 0.9717 _exptl_absorpt_process_details sadabs _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker Smart Apex CCD diffractometer' _diffrn_measurement_method '/f and /w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 22161 _diffrn_reflns_av_R_equivalents 0.0247 _diffrn_reflns_av_sigmaI/netI 0.0214 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5688 _reflns_number_gt 4926 _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^)+(0.0602P)^2^+0.5482P] 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 5688 _refine_ls_number_parameters 436 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0442 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.1059 _refine_ls_wR_factor_gt 0.1018 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.061 _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 S1 S 0.86457(3) 0.48350(3) 0.090438(17) 0.04665(13) Uani 1 1 d . . . N1 N 0.89642(9) 0.26399(9) 0.17824(5) 0.0390(3) Uani 1 1 d . . . N2 N 0.80422(10) 0.15466(10) 0.11321(5) 0.0428(3) Uani 1 1 d . . . C1 C 0.82492(11) -0.02442(12) 0.17153(7) 0.0399(3) Uani 1 1 d . . . C2 C 0.93024(11) 0.11683(11) 0.26224(6) 0.0382(3) Uani 1 1 d . . . C3 C 0.83922(11) 0.09306(11) 0.16247(6) 0.0389(3) Uani 1 1 d . . . C4 C 0.96544(11) 0.35588(11) 0.19527(6) 0.0373(3) Uani 1 1 d . . . C5 C 0.76604(11) 0.82048(12) -0.03710(6) 0.0399(3) Uani 1 1 d . . . C6 C 0.87493(12) 0.86003(12) -0.03738(7) 0.0432(3) Uani 1 1 d . . . C7 C 0.84016(11) 0.25642(11) 0.12378(6) 0.0398(3) Uani 1 1 d . . . C8 C 0.86167(11) -0.07005(11) 0.22745(7) 0.0399(3) Uani 1 1 d . . . C9 C 1.10060(11) 0.53528(12) 0.22393(6) 0.0406(3) Uani 1 1 d . . . C10 C 0.89464(11) 0.15772(11) 0.20376(6) 0.0379(3) Uani 1 1 d . . . C11 C 0.91077(11) 0.00164(11) 0.27393(7) 0.0401(3) Uani 1 1 d . . . C12 C 0.74275(11) 0.70891(12) -0.01871(6) 0.0399(3) Uani 1 1 d . . . C13 C 0.68012(12) 0.89385(12) -0.05436(6) 0.0429(3) Uani 1 1 d . . . C14 C 0.82894(12) 0.63978(12) 0.00045(6) 0.0416(3) Uani 1 1 d . . . C15 C 0.93417(12) 0.68250(12) 0.00161(7) 0.0460(3) Uani 1 1 d . . . H15 H 0.9905 0.6375 0.0155 0.055 Uiso 1 1 calc R . . C16 C 0.97596(12) 0.18315(12) 0.30842(7) 0.0453(3) Uani 1 1 d . . . H16 H 0.9894 0.2581 0.3008 0.054 Uiso 1 1 calc R . . C17 C 0.81080(12) 0.52387(12) 0.02096(7) 0.0428(3) Uani 1 1 d . . . C18 C 0.82110(11) 0.34768(11) 0.08123(7) 0.0411(3) Uani 1 1 d . . . C19 C 0.77818(12) -0.09293(12) 0.12676(7) 0.0477(4) Uani 1 1 d . . . H19 H 0.7545 -0.0620 0.0901 0.057 Uiso 1 1 calc R . . C20 C 1.06836(12) 0.36213(12) 0.16979(7) 0.0432(3) Uani 1 1 d . . . H20 H 1.0927 0.3068 0.1433 0.052 Uiso 1 1 calc R . . C21 C 0.76716(13) -0.20501(13) 0.13662(8) 0.0544(4) Uani 1 1 d . . . H21 H 0.7361 -0.2500 0.1067 0.065 Uiso 1 1 calc R . . C22 C 0.95705(12) 0.78961(13) -0.01728(7) 0.0471(4) Uani 1 1 d . . . H22 H 1.0284 0.8150 -0.0166 0.057 Uiso 1 1 calc R . . C23 C 0.84767(12) -0.18590(12) 0.23583(8) 0.0482(4) Uani 1 1 d . . . H23 H 0.8698 -0.2183 0.2724 0.058 Uiso 1 1 calc R . . C24 C 0.57107(12) 0.85634(13) -0.05403(7) 0.0472(4) Uani 1 1 d . . . C25 C 0.76722(12) 0.33635(13) 0.02698(7) 0.0472(4) Uani 1 1 d . . . H25 H 0.7376 0.2694 0.0136 0.057 Uiso 1 1 calc R . . C26 C 0.92971(12) 0.43737(12) 0.23487(7) 0.0430(3) Uani 1 1 d . . . H26 H 0.8607 0.4328 0.2520 0.052 Uiso 1 1 calc R . . C27 C 0.99694(12) 0.52587(12) 0.24907(7) 0.0433(3) Uani 1 1 d . . . H27 H 0.9725 0.5804 0.2760 0.052 Uiso 1 1 calc R . . C28 C 0.93854(14) -0.03937(13) 0.33199(7) 0.0524(4) Uani 1 1 d . . . H28 H 0.9267 -0.1143 0.3406 0.063 Uiso 1 1 calc R . . C29 C 0.70423(14) 1.00487(13) -0.07251(7) 0.0508(4) Uani 1 1 d . . . C30 C 0.63101(12) 0.67495(13) -0.01777(7) 0.0474(4) Uani 1 1 d . . . H30 H 0.6138 0.6031 -0.0051 0.057 Uiso 1 1 calc R . . C31 C 0.76101(13) 0.43613(13) -0.00662(7) 0.0488(4) Uani 1 1 d . . . H31 H 0.7261 0.4416 -0.0442 0.059 Uiso 1 1 calc R . . C32 C 0.61895(16) 1.07425(15) -0.09008(8) 0.0632(5) Uani 1 1 d . . . H32 H 0.6337 1.1471 -0.1020 0.076 Uiso 1 1 calc R . . C33 C 0.80244(13) -0.25157(13) 0.19147(8) 0.0533(4) Uani 1 1 d . . . H33 H 0.7952 -0.3278 0.1980 0.064 Uiso 1 1 calc R . . C34 C 1.13421(12) 0.45138(13) 0.18418(7) 0.0460(3) Uani 1 1 d . . . H34 H 1.2031 0.4556 0.1668 0.055 Uiso 1 1 calc R . . C35 C 0.48871(14) 0.92932(15) -0.07228(8) 0.0578(4) Uani 1 1 d . . . H35 H 0.4169 0.9054 -0.0725 0.069 Uiso 1 1 calc R . . C36 C 0.55028(13) 0.74431(14) -0.03473(7) 0.0514(4) Uani 1 1 d . . . H36 H 0.4790 0.7187 -0.0339 0.062 Uiso 1 1 calc R . . C37 C 1.00105(14) 0.13938(13) 0.36450(7) 0.0535(4) Uani 1 1 d . . . H37 H 1.0306 0.1847 0.3948 0.064 Uiso 1 1 calc R . . C38 C 0.81523(15) 1.04025(14) -0.07347(8) 0.0578(4) Uani 1 1 d . . . H38 H 0.8315 1.1126 -0.0856 0.069 Uiso 1 1 calc R . . C39 C 0.98229(15) 0.02716(14) 0.37617(8) 0.0586(4) Uani 1 1 d . . . H39 H 0.9996 -0.0026 0.4142 0.070 Uiso 1 1 calc R . . C40 C 1.17725(13) 0.63218(13) 0.23848(7) 0.0502(4) Uani 1 1 d . . . C41 C 0.89590(14) 0.97203(13) -0.05745(8) 0.0535(4) Uani 1 1 d . . . H41 H 0.9672 0.9975 -0.0593 0.064 Uiso 1 1 calc R . . C42 C 0.51344(16) 1.03671(16) -0.09001(8) 0.0653(5) Uani 1 1 d . . . H42 H 0.4579 1.0844 -0.1021 0.078 Uiso 1 1 calc R . . C43 C 1.12926(16) 0.71350(17) 0.28493(10) 0.0745(6) Uani 1 1 d . . . H43A H 1.0658 0.7481 0.2679 0.112 Uiso 1 1 calc R . . H43B H 1.1821 0.7696 0.2947 0.112 Uiso 1 1 calc R . . H43C H 1.1097 0.6739 0.3215 0.112 Uiso 1 1 calc R . . C44 C 1.28284(14) 0.58475(18) 0.26561(10) 0.0743(6) Uani 1 1 d . . . H44A H 1.2662 0.5415 0.3014 0.112 Uiso 1 1 calc R . . H44B H 1.3304 0.6449 0.2766 0.112 Uiso 1 1 calc R . . H44C H 1.3179 0.5382 0.2358 0.112 Uiso 1 1 calc R . . C45 C 1.2026(2) 0.69567(17) 0.17962(9) 0.0820(6) Uani 1 1 d . . . H45A H 1.2372 0.6465 0.1510 0.123 Uiso 1 1 calc R . . H45B H 1.2501 0.7569 0.1886 0.123 Uiso 1 1 calc R . . H45C H 1.1363 0.7235 0.1623 0.123 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 S1 0.0584(3) 0.0360(2) 0.0456(2) 0.00433(15) -0.01174(17) -0.00145(16) N1 0.0435(6) 0.0314(6) 0.0420(6) 0.0021(5) -0.0048(5) -0.0027(5) N2 0.0463(7) 0.0381(6) 0.0438(7) 0.0018(5) -0.0062(5) -0.0042(5) C1 0.0366(7) 0.0364(7) 0.0467(8) -0.0008(6) 0.0030(6) -0.0014(6) C2 0.0366(7) 0.0362(7) 0.0420(7) 0.0008(6) 0.0004(6) 0.0021(6) C3 0.0394(7) 0.0354(7) 0.0420(8) 0.0007(6) 0.0001(6) -0.0016(6) C4 0.0404(7) 0.0311(7) 0.0403(7) 0.0046(6) -0.0057(6) -0.0014(6) C5 0.0481(8) 0.0397(7) 0.0318(7) -0.0001(6) -0.0024(6) 0.0026(6) C6 0.0489(8) 0.0406(8) 0.0402(8) -0.0003(6) -0.0012(6) -0.0015(6) C7 0.0400(7) 0.0364(7) 0.0429(8) 0.0022(6) -0.0016(6) -0.0013(6) C8 0.0349(7) 0.0344(7) 0.0503(8) 0.0005(6) 0.0029(6) 0.0005(6) C9 0.0427(8) 0.0385(7) 0.0407(8) 0.0057(6) -0.0040(6) -0.0038(6) C10 0.0373(7) 0.0330(7) 0.0434(8) 0.0022(6) -0.0002(6) 0.0002(6) C11 0.0375(7) 0.0366(7) 0.0463(8) 0.0019(6) 0.0011(6) 0.0031(6) C12 0.0457(8) 0.0396(7) 0.0342(7) 0.0006(6) -0.0015(6) 0.0005(6) C13 0.0525(9) 0.0428(8) 0.0335(7) 0.0008(6) -0.0026(6) 0.0061(7) C14 0.0479(8) 0.0392(8) 0.0376(7) 0.0028(6) -0.0014(6) 0.0034(6) C15 0.0438(8) 0.0447(8) 0.0496(8) 0.0024(7) -0.0041(6) 0.0061(6) C16 0.0503(8) 0.0370(8) 0.0487(8) 0.0011(6) -0.0050(7) -0.0015(6) C17 0.0454(8) 0.0403(8) 0.0427(8) 0.0030(6) -0.0017(6) 0.0050(6) C18 0.0408(7) 0.0380(7) 0.0446(8) 0.0023(6) -0.0014(6) 0.0005(6) C19 0.0504(9) 0.0429(8) 0.0497(9) -0.0042(7) -0.0012(7) -0.0051(7) C20 0.0456(8) 0.0391(8) 0.0449(8) -0.0030(6) 0.0003(6) 0.0028(6) C21 0.0585(10) 0.0448(9) 0.0599(10) -0.0115(7) 0.0011(8) -0.0071(7) C22 0.0422(8) 0.0457(8) 0.0534(9) -0.0008(7) -0.0009(7) -0.0013(6) C23 0.0479(8) 0.0362(8) 0.0604(10) 0.0050(7) -0.0006(7) 0.0010(6) C24 0.0498(9) 0.0523(9) 0.0397(8) 0.0005(7) -0.0024(6) 0.0074(7) C25 0.0498(9) 0.0417(8) 0.0500(9) 0.0009(7) -0.0072(7) -0.0035(7) C26 0.0396(7) 0.0407(8) 0.0486(8) 0.0013(6) 0.0029(6) -0.0023(6) C27 0.0469(8) 0.0374(7) 0.0456(8) -0.0035(6) 0.0019(6) -0.0011(6) C28 0.0655(10) 0.0387(8) 0.0529(9) 0.0064(7) -0.0052(8) 0.0015(7) C29 0.0645(10) 0.0445(8) 0.0433(8) 0.0050(7) -0.0021(7) 0.0074(7) C30 0.0490(8) 0.0439(8) 0.0492(9) 0.0053(7) -0.0019(7) -0.0025(7) C31 0.0560(9) 0.0465(8) 0.0439(8) 0.0041(7) -0.0102(7) 0.0017(7) C32 0.0777(13) 0.0490(10) 0.0630(11) 0.0134(8) -0.0014(9) 0.0151(9) C33 0.0540(9) 0.0332(8) 0.0726(11) -0.0029(7) 0.0043(8) -0.0043(7) C34 0.0386(8) 0.0492(8) 0.0501(9) 0.0013(7) 0.0029(6) -0.0026(6) C35 0.0533(9) 0.0665(11) 0.0536(10) 0.0031(8) -0.0042(8) 0.0149(8) C36 0.0422(8) 0.0569(10) 0.0550(9) 0.0025(7) -0.0027(7) -0.0003(7) C37 0.0647(10) 0.0491(9) 0.0467(9) -0.0026(7) -0.0109(7) 0.0001(8) C38 0.0727(11) 0.0396(8) 0.0611(10) 0.0084(7) -0.0021(9) -0.0045(8) C39 0.0798(12) 0.0509(9) 0.0450(9) 0.0067(7) -0.0109(8) 0.0044(8) C40 0.0513(9) 0.0482(9) 0.0512(9) -0.0004(7) -0.0007(7) -0.0139(7) C41 0.0585(10) 0.0459(9) 0.0561(10) 0.0036(7) -0.0022(8) -0.0081(7) C42 0.0696(12) 0.0635(11) 0.0629(11) 0.0126(9) -0.0051(9) 0.0241(9) C43 0.0696(12) 0.0649(12) 0.0890(14) -0.0261(10) 0.0042(10) -0.0240(9) C44 0.0516(10) 0.0879(14) 0.0836(14) -0.0029(11) -0.0121(9) -0.0165(10) C45 0.1078(16) 0.0663(12) 0.0720(13) 0.0131(10) 0.0018(11) -0.0371(12) _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 S1 C17 1.7253(15) . ? S1 C18 1.7272(15) . ? N1 C7 1.3797(18) . ? N1 C10 1.3921(17) . ? N1 C4 1.4410(17) . ? N2 C7 1.3192(18) . ? N2 C3 1.3750(18) . ? C1 C19 1.401(2) . ? C1 C8 1.413(2) . ? C1 C3 1.4344(19) . ? C2 C16 1.403(2) . ? C2 C11 1.4260(19) . ? C2 C10 1.4370(19) . ? C3 C10 1.3716(19) . ? C4 C26 1.378(2) . ? C4 C20 1.386(2) . ? C5 C6 1.422(2) . ? C5 C12 1.427(2) . ? C5 C13 1.427(2) . ? C6 C22 1.389(2) . ? C6 C41 1.437(2) . ? C7 C18 1.456(2) . ? C8 C23 1.413(2) . ? C8 C11 1.462(2) . ? C9 C34 1.392(2) . ? C9 C27 1.394(2) . ? C9 C40 1.531(2) . ? C11 C28 1.403(2) . ? C12 C14 1.411(2) . ? C12 C30 1.435(2) . ? C13 C24 1.416(2) . ? C13 C29 1.421(2) . ? C14 C15 1.393(2) . ? C14 C17 1.478(2) . ? C15 C22 1.379(2) . ? C15 H15 0.9300 . ? C16 C37 1.368(2) . ? C16 H16 0.9300 . ? C17 C31 1.359(2) . ? C18 C25 1.365(2) . ? C19 C21 1.369(2) . ? C19 H19 0.9300 . ? C20 C34 1.379(2) . ? C20 H20 0.9300 . ? C21 C33 1.392(2) . ? C21 H21 0.9300 . ? C22 H22 0.9300 . ? C23 C33 1.368(2) . ? C23 H23 0.9300 . ? C24 C35 1.398(2) . ? C24 C36 1.432(2) . ? C25 C31 1.407(2) . ? C25 H25 0.9300 . ? C26 C27 1.382(2) . ? C26 H26 0.9300 . ? C27 H27 0.9300 . ? C28 C39 1.363(2) . ? C28 H28 0.9300 . ? C29 C32 1.394(2) . ? C29 C38 1.431(2) . ? C30 C36 1.348(2) . ? C30 H30 0.9300 . ? C31 H31 0.9300 . ? C32 C42 1.375(3) . ? C32 H32 0.9300 . ? C33 H33 0.9300 . ? C34 H34 0.9300 . ? C35 C42 1.380(3) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C37 C39 1.390(2) . ? C37 H37 0.9300 . ? C38 C41 1.334(2) . ? C38 H38 0.9300 . ? C39 H39 0.9300 . ? C40 C45 1.527(2) . ? C40 C43 1.527(2) . ? C40 C44 1.538(3) . ? C41 H41 0.9300 . ? C42 H42 0.9300 . ? C43 H43A 0.9600 . ? C43 H43B 0.9600 . ? C43 H43C 0.9600 . ? C44 H44A 0.9600 . ? C44 H44B 0.9600 . ? C44 H44C 0.9600 . ? C45 H45A 0.9600 . ? C45 H45B 0.9600 . ? C45 H45C 0.9600 . ? 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 C17 S1 C18 92.50(7) . . ? C7 N1 C10 106.09(11) . . ? C7 N1 C4 124.69(11) . . ? C10 N1 C4 127.36(11) . . ? C7 N2 C3 104.80(12) . . ? C19 C1 C8 120.50(13) . . ? C19 C1 C3 122.06(14) . . ? C8 C1 C3 117.43(13) . . ? C16 C2 C11 119.24(13) . . ? C16 C2 C10 124.62(13) . . ? C11 C2 C10 116.04(12) . . ? C10 C3 N2 111.50(12) . . ? C10 C3 C1 121.76(13) . . ? N2 C3 C1 126.72(13) . . ? C26 C4 C20 120.38(13) . . ? C26 C4 N1 121.14(12) . . ? C20 C4 N1 118.47(12) . . ? C6 C5 C12 120.25(13) . . ? C6 C5 C13 119.45(13) . . ? C12 C5 C13 120.29(13) . . ? C22 C6 C5 118.80(13) . . ? C22 C6 C41 122.32(14) . . ? C5 C6 C41 118.87(14) . . ? N2 C7 N1 112.36(12) . . ? N2 C7 C18 122.04(13) . . ? N1 C7 C18 125.60(12) . . ? C23 C8 C1 117.02(13) . . ? C23 C8 C11 122.65(14) . . ? C1 C8 C11 120.33(12) . . ? C34 C9 C27 117.34(13) . . ? C34 C9 C40 119.70(13) . . ? C27 C9 C40 122.96(13) . . ? C3 C10 N1 105.23(12) . . ? C3 C10 C2 122.91(13) . . ? N1 C10 C2 131.61(12) . . ? C28 C11 C2 117.46(13) . . ? C28 C11 C8 121.50(13) . . ? C2 C11 C8 121.03(13) . . ? C14 C12 C5 118.96(13) . . ? C14 C12 C30 123.37(13) . . ? C5 C12 C30 117.59(13) . . ? C24 C13 C29 119.83(14) . . ? C24 C13 C5 120.35(14) . . ? C29 C13 C5 119.82(14) . . ? C15 C14 C12 119.24(13) . . ? C15 C14 C17 118.75(13) . . ? C12 C14 C17 121.98(13) . . ? C22 C15 C14 121.83(14) . . ? C22 C15 H15 119.1 . . ? C14 C15 H15 119.1 . . ? C37 C16 C2 121.11(14) . . ? C37 C16 H16 119.4 . . ? C2 C16 H16 119.4 . . ? C31 C17 C14 131.49(14) . . ? C31 C17 S1 110.22(11) . . ? C14 C17 S1 118.23(11) . . ? C25 C18 C7 123.92(13) . . ? C25 C18 S1 110.22(11) . . ? C7 C18 S1 125.85(11) . . ? C21 C19 C1 120.49(15) . . ? C21 C19 H19 119.8 . . ? C1 C19 H19 119.8 . . ? C34 C20 C4 119.19(13) . . ? C34 C20 H20 120.4 . . ? C4 C20 H20 120.4 . . ? C19 C21 C33 119.93(15) . . ? C19 C21 H21 120.0 . . ? C33 C21 H21 120.0 . . ? C15 C22 C6 120.86(14) . . ? C15 C22 H22 119.6 . . ? C6 C22 H22 119.6 . . ? C33 C23 C8 121.66(15) . . ? C33 C23 H23 119.2 . . ? C8 C23 H23 119.2 . . ? C35 C24 C13 119.15(15) . . ? C35 C24 C36 122.85(15) . . ? C13 C24 C36 118.00(13) . . ? C18 C25 C31 113.26(14) . . ? C18 C25 H25 123.4 . . ? C31 C25 H25 123.4 . . ? C4 C26 C27 119.68(13) . . ? C4 C26 H26 120.2 . . ? C27 C26 H26 120.2 . . ? C26 C27 C9 121.48(14) . . ? C26 C27 H27 119.3 . . ? C9 C27 H27 119.3 . . ? C39 C28 C11 122.07(15) . . ? C39 C28 H28 119.0 . . ? C11 C28 H28 119.0 . . ? C32 C29 C13 118.65(16) . . ? C32 C29 C38 122.55(16) . . ? C13 C29 C38 118.79(14) . . ? C36 C30 C12 121.83(14) . . ? C36 C30 H30 119.1 . . ? C12 C30 H30 119.1 . . ? C17 C31 C25 113.79(14) . . ? C17 C31 H31 123.1 . . ? C25 C31 H31 123.1 . . ? C42 C32 C29 121.04(17) . . ? C42 C32 H32 119.5 . . ? C29 C32 H32 119.5 . . ? C23 C33 C21 120.40(15) . . ? C23 C33 H33 119.8 . . ? C21 C33 H33 119.8 . . ? C20 C34 C9 121.92(13) . . ? C20 C34 H34 119.0 . . ? C9 C34 H34 119.0 . . ? C42 C35 C24 120.35(17) . . ? C42 C35 H35 119.8 . . ? C24 C35 H35 119.8 . . ? C30 C36 C24 121.92(15) . . ? C30 C36 H36 119.0 . . ? C24 C36 H36 119.0 . . ? C16 C37 C39 119.91(15) . . ? C16 C37 H37 120.0 . . ? C39 C37 H37 120.0 . . ? C41 C38 C29 121.67(15) . . ? C41 C38 H38 119.2 . . ? C29 C38 H38 119.2 . . ? C28 C39 C37 120.21(15) . . ? C28 C39 H39 119.9 . . ? C37 C39 H39 119.9 . . ? C45 C40 C43 108.65(16) . . ? C45 C40 C9 109.26(14) . . ? C43 C40 C9 112.64(13) . . ? C45 C40 C44 109.68(16) . . ? C43 C40 C44 107.90(15) . . ? C9 C40 C44 108.66(14) . . ? C38 C41 C6 121.35(16) . . ? C38 C41 H41 119.3 . . ? C6 C41 H41 119.3 . . ? C32 C42 C35 120.99(16) . . ? C32 C42 H42 119.5 . . ? C35 C42 H42 119.5 . . ? C40 C43 H43A 109.5 . . ? C40 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C40 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C40 C44 H44A 109.5 . . ? C40 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C40 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C40 C45 H45A 109.5 . . ? C40 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? C40 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.185 _refine_diff_density_min -0.280 _refine_diff_density_rms 0.054