# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 188/275 data_Compd11.noguest _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H24 O6' _chemical_formula_weight 480.49 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' 'O' 'O' 0.0106 0.0060 '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 13.7018(3) _cell_length_b 14.3753(3) _cell_length_c 14.4362(3) _cell_angle_alpha 108.261(2) _cell_angle_beta 107.530(2) _cell_angle_gamma 103.187(2) _cell_volume 2406.02(9) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.5 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.36 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.326 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1008 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9675 _exptl_absorpt_correction_T_max 0.9818 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'long-fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36777 _diffrn_reflns_av_R_equivalents 0.076 _diffrn_reflns_av_sigmaI/netI 0.0761 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 26.02 _reflns_number_total 9449 _reflns_number_gt 5108 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL (Sheldrick, 1999)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1999)' _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^)+(0.0450P)^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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9449 _refine_ls_number_parameters 655 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1145 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1098 _refine_ls_wR_factor_gt 0.0914 _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 O1 O 0.65419(12) 0.57783(12) 0.36725(12) 0.0431(4) Uani 1 1 d . . . O2 O 0.14946(13) 0.42397(14) 0.26721(14) 0.0579(5) Uani 1 1 d . . . O3 O 0.56571(12) 0.87289(12) 0.15583(12) 0.0407(4) Uani 1 1 d . . . O4 O 0.44241(13) 0.80622(13) -0.32073(12) 0.0506(5) Uani 1 1 d . . . O5 O 0.86957(12) 0.64714(12) 0.07293(12) 0.0411(4) Uani 1 1 d . . . O6 O 0.80454(14) 0.16895(14) -0.04998(15) 0.0611(5) Uani 1 1 d . . . O1' O 0.81554(14) 0.95049(13) 0.13895(13) 0.0508(5) Uani 1 1 d . . . O2' O 0.85496(15) 1.40785(13) 0.41070(15) 0.0603(5) Uani 1 1 d . . . O3' O 0.62979(13) 0.82939(13) 0.42883(13) 0.0494(4) Uani 1 1 d . . . O4' O 0.87340(13) 0.84190(15) 0.87949(13) 0.0591(5) Uani 1 1 d . . . O5' O 0.95402(13) 0.64778(12) 0.31315(12) 0.0444(4) Uani 1 1 d . . . O6' O 1.40368(14) 0.86396(14) 0.30592(15) 0.0623(5) Uani 1 1 d . . . C1 C 0.60390(16) 0.61128(16) 0.21374(16) 0.0285(5) Uani 1 1 d . . . C2 C 0.56579(16) 0.68241(16) 0.18093(16) 0.0305(5) Uani 1 1 d . . . H2 H 0.5162 0.7081 0.2056 0.037 Uiso 1 1 calc R . . C3 C 0.60102(16) 0.71583(16) 0.11147(16) 0.0292(5) Uani 1 1 d . . . C4 C 0.67404(16) 0.67859(16) 0.07659(16) 0.0316(5) Uani 1 1 d . . . H4 H 0.6978 0.7016 0.0295 0.038 Uiso 1 1 calc R . . C5 C 0.71329(16) 0.60780(16) 0.10950(16) 0.0297(5) Uani 1 1 d . . . C6 C 0.67745(16) 0.57524(16) 0.17850(16) 0.0311(5) Uani 1 1 d . . . H6 H 0.7038 0.5274 0.2019 0.037 Uiso 1 1 calc R . . C7 C 0.57871(18) 0.57946(16) 0.29648(17) 0.0323(5) Uani 1 1 d . . . C8 C 0.46538(17) 0.54495(16) 0.28976(16) 0.0298(5) Uani 1 1 d . . . C9 C 0.44926(18) 0.53206(17) 0.37613(17) 0.0375(6) Uani 1 1 d . . . H9 H 0.5112 0.5510 0.4395 0.045 Uiso 1 1 calc R . . C10 C 0.34541(18) 0.49236(18) 0.37223(19) 0.0413(6) Uani 1 1 d . . . H10 H 0.3365 0.4840 0.4322 0.050 Uiso 1 1 calc R . . C11 C 0.25502(18) 0.46504(17) 0.28072(18) 0.0400(6) Uani 1 1 d . . . C12 C 0.26923(18) 0.47778(18) 0.19363(18) 0.0409(6) Uani 1 1 d . . . H12 H 0.2070 0.4592 0.1306 0.049 Uiso 1 1 calc R . . C13 C 0.37267(18) 0.51704(16) 0.19798(17) 0.0357(6) Uani 1 1 d . . . H13 H 0.3812 0.5253 0.1378 0.043 Uiso 1 1 calc R . . C14 C 0.1300(2) 0.4116(2) 0.3552(2) 0.0709(9) Uani 1 1 d . . . H14A H 0.1716 0.3708 0.3804 0.106 Uiso 1 1 calc R . . H14B H 0.0517 0.3747 0.3326 0.106 Uiso 1 1 calc R . . H14C H 0.1535 0.4807 0.4131 0.106 Uiso 1 1 calc R . . C15 C 0.56939(16) 0.80075(18) 0.08579(17) 0.0310(5) Uani 1 1 d . . . C16 C 0.54213(16) 0.79772(17) -0.02296(17) 0.0300(5) Uani 1 1 d . . . C17 C 0.54568(18) 0.89021(18) -0.03649(18) 0.0365(6) Uani 1 1 d . . . H17 H 0.5715 0.9542 0.0245 0.044 Uiso 1 1 calc R . . C18 C 0.51277(19) 0.89077(18) -0.13569(18) 0.0412(6) Uani 1 1 d . . . H18 H 0.5165 0.9547 -0.1431 0.049 Uiso 1 1 calc R . . C19 C 0.47393(17) 0.79763(18) -0.22543(18) 0.0359(6) Uani 1 1 d . . . C20 C 0.46968(17) 0.70410(18) -0.21542(18) 0.0365(6) Uani 1 1 d . . . H20 H 0.4435 0.6403 -0.2767 0.044 Uiso 1 1 calc R . . C21 C 0.50457(17) 0.70570(17) -0.11395(18) 0.0349(6) Uani 1 1 d . . . H21 H 0.5027 0.6421 -0.1064 0.042 Uiso 1 1 calc R . . C22 C 0.3995(2) 0.7135(2) -0.41567(19) 0.0567(7) Uani 1 1 d . . . H22A H 0.4543 0.6800 -0.4154 0.085 Uiso 1 1 calc R . . H22B H 0.3810 0.7312 -0.4775 0.085 Uiso 1 1 calc R . . H22C H 0.3334 0.6652 -0.4197 0.085 Uiso 1 1 calc R . . C23 C 0.80110(17) 0.57979(18) 0.07882(16) 0.0331(5) Uani 1 1 d . . . C24 C 0.80344(16) 0.47229(17) 0.05197(16) 0.0311(5) Uani 1 1 d . . . C25 C 0.89942(18) 0.45525(19) 0.05218(18) 0.0423(6) Uani 1 1 d . . . H25 H 0.9636 0.5138 0.0754 0.051 Uiso 1 1 calc R . . C26 C 0.90431(19) 0.3562(2) 0.0198(2) 0.0484(7) Uani 1 1 d . . . H26 H 0.9710 0.3467 0.0210 0.058 Uiso 1 1 calc R . . C27 C 0.81070(19) 0.27063(19) -0.01448(19) 0.0432(6) Uani 1 1 d . . . C28 C 0.71452(18) 0.28542(18) -0.01420(18) 0.0410(6) Uani 1 1 d . . . H28 H 0.6506 0.2267 -0.0372 0.049 Uiso 1 1 calc R . . C29 C 0.71127(17) 0.38492(18) 0.01925(17) 0.0359(6) Uani 1 1 d . . . H29 H 0.6450 0.3942 0.0201 0.043 Uiso 1 1 calc R . . C30 C 0.9001(2) 0.1478(2) -0.0554(3) 0.0862(10) Uani 1 1 d . . . H30A H 0.9268 0.1809 -0.0973 0.129 Uiso 1 1 calc R . . H30B H 0.8819 0.0719 -0.0893 0.129 Uiso 1 1 calc R . . H30C H 0.9571 0.1762 0.0168 0.129 Uiso 1 1 calc R . . C1' C 0.84317(17) 0.92804(16) 0.29722(17) 0.0322(5) Uani 1 1 d . . . C2' C 0.78517(17) 0.91702(16) 0.35958(16) 0.0338(5) Uani 1 1 d . . . H2' H 0.7367 0.9541 0.3661 0.041 Uiso 1 1 calc R . . C3' C 0.79781(17) 0.85176(16) 0.41265(16) 0.0322(5) Uani 1 1 d . . . C4' C 0.86863(17) 0.79766(16) 0.40311(17) 0.0342(5) Uani 1 1 d . . . H4' H 0.8774 0.7535 0.4396 0.041 Uiso 1 1 calc R . . C5' C 0.92721(17) 0.80753(17) 0.34024(17) 0.0324(5) Uani 1 1 d . . . C6' C 0.91351(17) 0.87263(16) 0.28710(17) 0.0338(5) Uani 1 1 d . . . H6' H 0.9524 0.8793 0.2436 0.041 Uiso 1 1 calc R . . C7' C 0.82589(17) 0.98999(18) 0.23147(18) 0.0354(6) Uani 1 1 d . . . C8' C 0.82631(16) 1.09758(17) 0.27806(17) 0.0327(5) Uani 1 1 d . . . C9' C 0.80185(18) 1.14897(19) 0.21200(19) 0.0405(6) Uani 1 1 d . . . H9' H 0.7790 1.1120 0.1374 0.049 Uiso 1 1 calc R . . C10' C 0.80992(19) 1.2520(2) 0.2520(2) 0.0444(6) Uani 1 1 d . . . H10' H 0.7932 1.2860 0.2057 0.053 Uiso 1 1 calc R . . C11' C 0.84296(18) 1.30582(19) 0.3614(2) 0.0412(6) Uani 1 1 d . . . C12' C 0.86620(19) 1.25569(18) 0.42812(19) 0.0445(6) Uani 1 1 d . . . H12' H 0.8877 1.2923 0.5025 0.053 Uiso 1 1 calc R . . C13' C 0.85835(18) 1.15292(18) 0.38709(18) 0.0386(6) Uani 1 1 d . . . H13' H 0.8750 1.1191 0.4336 0.046 Uiso 1 1 calc R . . C14' C 0.8458(3) 1.4679(2) 0.3490(3) 0.0737(9) Uani 1 1 d . . . H14D H 0.9007 1.4685 0.3185 0.111 Uiso 1 1 calc R . . H14E H 0.8579 1.5399 0.3946 0.111 Uiso 1 1 calc R . . H14F H 0.7723 1.4368 0.2915 0.111 Uiso 1 1 calc R . . C15' C 0.72457(19) 0.83562(17) 0.46931(18) 0.0362(6) Uani 1 1 d . . . C16' C 0.76630(17) 0.83118(16) 0.57496(17) 0.0327(5) Uani 1 1 d . . . C17' C 0.68991(19) 0.79664(18) 0.61398(18) 0.0411(6) Uani 1 1 d . . . H17' H 0.6140 0.7717 0.5701 0.049 Uiso 1 1 calc R . . C18' C 0.72203(19) 0.79792(18) 0.71445(19) 0.0428(6) Uani 1 1 d . . . H18' H 0.6689 0.7733 0.7393 0.051 Uiso 1 1 calc R . . C19' C 0.83301(19) 0.83567(18) 0.77920(18) 0.0400(6) Uani 1 1 d . . . C20' C 0.91021(19) 0.87054(19) 0.74206(18) 0.0445(6) Uani 1 1 d . . . H20' H 0.9861 0.8966 0.7866 0.053 Uiso 1 1 calc R . . C21' C 0.87706(18) 0.86736(17) 0.64096(18) 0.0377(6) Uani 1 1 d . . . H21' H 0.9305 0.8902 0.6157 0.045 Uiso 1 1 calc R . . C22' C 0.7982(2) 0.8086(2) 0.9223(2) 0.0617(8) Uani 1 1 d . . . H22D H 0.7531 0.8526 0.9260 0.092 Uiso 1 1 calc R . . H22E H 0.8386 0.8149 0.9940 0.092 Uiso 1 1 calc R . . H22F H 0.7509 0.7354 0.8765 0.092 Uiso 1 1 calc R . . C23' C 0.99248(18) 0.73810(18) 0.32316(17) 0.0351(6) Uani 1 1 d . . . C24' C 1.10082(18) 0.77715(17) 0.32027(17) 0.0338(5) Uani 1 1 d . . . C25' C 1.1484(2) 0.70461(19) 0.28430(19) 0.0450(6) Uani 1 1 d . . . H25' H 1.1103 0.6321 0.2619 0.054 Uiso 1 1 calc R . . C26' C 1.2485(2) 0.7359(2) 0.2808(2) 0.0535(7) Uani 1 1 d . . . H26' H 1.2786 0.6851 0.2551 0.064 Uiso 1 1 calc R . . C27' C 1.30682(19) 0.8420(2) 0.3148(2) 0.0438(6) Uani 1 1 d . . . C28' C 1.26282(19) 0.91572(19) 0.35346(19) 0.0428(6) Uani 1 1 d . . . H28' H 1.3023 0.9883 0.3782 0.051 Uiso 1 1 calc R . . C29' C 1.16083(18) 0.88248(17) 0.35560(18) 0.0382(6) Uani 1 1 d . . . H29' H 1.1310 0.9333 0.3821 0.046 Uiso 1 1 calc R . . C30' C 1.4644(2) 0.9712(2) 0.3340(2) 0.0718(9) Uani 1 1 d . . . H30D H 1.4184 0.9995 0.2927 0.108 Uiso 1 1 calc R . . H30E H 1.5296 0.9754 0.3183 0.108 Uiso 1 1 calc R . . H30F H 1.4866 1.0120 0.4103 0.108 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 O1 0.0378(9) 0.0598(11) 0.0420(10) 0.0296(9) 0.0172(8) 0.0218(8) O2 0.0397(10) 0.0667(13) 0.0608(12) 0.0198(10) 0.0279(9) 0.0062(9) O3 0.0498(10) 0.0397(10) 0.0401(10) 0.0175(9) 0.0222(8) 0.0219(8) O4 0.0643(11) 0.0499(11) 0.0367(10) 0.0200(9) 0.0182(9) 0.0188(9) O5 0.0386(9) 0.0427(10) 0.0478(10) 0.0209(9) 0.0232(8) 0.0132(8) O6 0.0606(12) 0.0469(12) 0.0809(14) 0.0220(11) 0.0287(11) 0.0341(10) O1' 0.0690(12) 0.0510(11) 0.0383(10) 0.0208(9) 0.0238(9) 0.0250(9) O2' 0.0860(14) 0.0413(11) 0.0770(13) 0.0372(11) 0.0418(11) 0.0333(10) O3' 0.0361(10) 0.0669(12) 0.0503(11) 0.0288(10) 0.0180(8) 0.0198(9) O4' 0.0569(11) 0.0903(15) 0.0446(11) 0.0376(11) 0.0275(9) 0.0281(10) O5' 0.0517(10) 0.0332(10) 0.0530(11) 0.0222(9) 0.0242(8) 0.0130(8) O6' 0.0519(11) 0.0580(12) 0.0942(15) 0.0338(12) 0.0446(11) 0.0254(10) C1 0.0270(12) 0.0293(13) 0.0285(12) 0.0117(11) 0.0119(10) 0.0082(10) C2 0.0251(11) 0.0313(13) 0.0326(12) 0.0120(11) 0.0097(10) 0.0098(10) C3 0.0277(12) 0.0272(12) 0.0309(12) 0.0119(11) 0.0106(10) 0.0085(10) C4 0.0332(12) 0.0313(13) 0.0306(12) 0.0147(11) 0.0137(10) 0.0084(10) C5 0.0278(12) 0.0274(13) 0.0304(12) 0.0097(11) 0.0112(10) 0.0076(10) C6 0.0297(12) 0.0313(13) 0.0315(12) 0.0142(11) 0.0117(10) 0.0084(10) C7 0.0384(13) 0.0285(13) 0.0312(13) 0.0121(11) 0.0146(11) 0.0133(11) C8 0.0348(13) 0.0264(12) 0.0322(13) 0.0139(11) 0.0161(11) 0.0116(10) C9 0.0383(14) 0.0411(14) 0.0338(13) 0.0170(12) 0.0145(11) 0.0132(11) C10 0.0453(15) 0.0433(15) 0.0417(14) 0.0198(13) 0.0248(13) 0.0138(12) C11 0.0381(14) 0.0344(14) 0.0440(15) 0.0105(12) 0.0217(12) 0.0079(11) C12 0.0334(13) 0.0443(15) 0.0377(14) 0.0137(12) 0.0126(11) 0.0082(11) C13 0.0414(14) 0.0326(13) 0.0346(13) 0.0151(11) 0.0166(11) 0.0126(11) C14 0.0562(18) 0.082(2) 0.076(2) 0.0264(18) 0.0458(17) 0.0094(16) C15 0.0278(12) 0.0315(14) 0.0332(13) 0.0125(12) 0.0139(10) 0.0087(10) C16 0.0291(12) 0.0286(13) 0.0346(13) 0.0141(11) 0.0143(10) 0.0107(10) C17 0.0419(14) 0.0311(14) 0.0397(14) 0.0158(12) 0.0179(11) 0.0151(11) C18 0.0544(15) 0.0333(15) 0.0450(15) 0.0213(13) 0.0234(13) 0.0193(12) C19 0.0354(13) 0.0428(15) 0.0377(14) 0.0225(13) 0.0176(11) 0.0158(11) C20 0.0365(13) 0.0340(14) 0.0355(14) 0.0112(12) 0.0153(11) 0.0097(11) C21 0.0359(13) 0.0306(14) 0.0422(14) 0.0187(12) 0.0173(11) 0.0116(11) C22 0.0586(17) 0.0609(19) 0.0407(15) 0.0169(15) 0.0184(13) 0.0122(14) C23 0.0290(12) 0.0397(15) 0.0275(12) 0.0139(11) 0.0103(10) 0.0083(11) C24 0.0281(12) 0.0384(14) 0.0284(12) 0.0142(11) 0.0121(10) 0.0131(11) C25 0.0311(13) 0.0434(16) 0.0483(15) 0.0145(13) 0.0165(12) 0.0117(11) C26 0.0347(14) 0.0528(18) 0.0605(17) 0.0189(15) 0.0201(13) 0.0255(13) C27 0.0436(15) 0.0428(16) 0.0452(15) 0.0155(13) 0.0180(12) 0.0223(13) C28 0.0347(14) 0.0386(15) 0.0473(15) 0.0156(13) 0.0160(12) 0.0125(12) C29 0.0301(13) 0.0409(15) 0.0396(14) 0.0165(12) 0.0156(11) 0.0156(11) C30 0.074(2) 0.073(2) 0.117(3) 0.027(2) 0.041(2) 0.0499(19) C1' 0.0309(12) 0.0279(13) 0.0320(13) 0.0093(11) 0.0100(10) 0.0083(10) C2' 0.0320(12) 0.0296(13) 0.0348(13) 0.0107(11) 0.0108(11) 0.0095(10) C3' 0.0327(12) 0.0291(13) 0.0292(12) 0.0095(11) 0.0108(10) 0.0070(10) C4' 0.0343(13) 0.0291(13) 0.0351(13) 0.0138(11) 0.0115(11) 0.0066(11) C5' 0.0300(12) 0.0294(13) 0.0327(13) 0.0116(11) 0.0105(10) 0.0062(10) C6' 0.0314(12) 0.0315(13) 0.0320(13) 0.0106(11) 0.0120(10) 0.0045(11) C7' 0.0321(13) 0.0396(15) 0.0321(14) 0.0155(12) 0.0121(11) 0.0088(11) C8' 0.0298(12) 0.0354(14) 0.0375(14) 0.0198(12) 0.0141(11) 0.0122(10) C9' 0.0397(14) 0.0479(16) 0.0397(14) 0.0254(13) 0.0156(11) 0.0157(12) C10' 0.0480(15) 0.0499(17) 0.0562(17) 0.0384(15) 0.0253(13) 0.0248(13) C11' 0.0424(14) 0.0380(16) 0.0547(17) 0.0247(14) 0.0252(13) 0.0185(12) C12' 0.0603(16) 0.0380(16) 0.0399(14) 0.0200(13) 0.0200(13) 0.0200(13) C13' 0.0470(14) 0.0362(15) 0.0378(14) 0.0221(12) 0.0153(12) 0.0165(12) C14' 0.098(2) 0.065(2) 0.112(3) 0.068(2) 0.065(2) 0.0490(18) C15' 0.0348(14) 0.0313(14) 0.0396(14) 0.0123(12) 0.0157(11) 0.0093(11) C16' 0.0323(13) 0.0282(13) 0.0366(13) 0.0120(11) 0.0159(11) 0.0085(10) C17' 0.0352(13) 0.0423(15) 0.0440(15) 0.0158(13) 0.0185(12) 0.0099(11) C18' 0.0395(15) 0.0488(16) 0.0468(15) 0.0228(13) 0.0253(13) 0.0125(12) C19' 0.0486(15) 0.0451(15) 0.0375(14) 0.0216(13) 0.0225(12) 0.0225(12) C20' 0.0355(14) 0.0564(17) 0.0413(15) 0.0206(13) 0.0159(12) 0.0145(12) C21' 0.0381(14) 0.0369(14) 0.0412(14) 0.0180(12) 0.0205(12) 0.0100(11) C22' 0.074(2) 0.078(2) 0.0513(17) 0.0339(16) 0.0389(16) 0.0303(16) C23' 0.0428(14) 0.0323(14) 0.0305(13) 0.0151(11) 0.0138(11) 0.0119(11) C24' 0.0399(13) 0.0322(14) 0.0342(13) 0.0153(11) 0.0173(11) 0.0154(11) C25' 0.0508(16) 0.0335(14) 0.0557(16) 0.0188(13) 0.0257(13) 0.0178(12) C26' 0.0585(18) 0.0440(17) 0.077(2) 0.0261(16) 0.0395(16) 0.0323(14) C27' 0.0416(14) 0.0468(17) 0.0560(16) 0.0268(14) 0.0263(13) 0.0213(13) C28' 0.0430(14) 0.0373(15) 0.0548(16) 0.0204(13) 0.0255(13) 0.0158(12) C29' 0.0418(14) 0.0328(14) 0.0447(14) 0.0148(12) 0.0217(12) 0.0169(11) C30' 0.0562(18) 0.066(2) 0.101(2) 0.0332(19) 0.0484(18) 0.0151(16) _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 O1 C7 1.226(2) . ? O2 C11 1.359(2) . ? O2 C14 1.429(3) . ? O3 C15 1.224(2) . ? O4 C19 1.367(2) . ? O4 C22 1.419(3) . ? O5 C23 1.229(2) . ? O6 C27 1.362(3) . ? O6 C30 1.428(3) . ? O1' C7' 1.225(2) . ? O2' C11' 1.360(3) . ? O2' C14' 1.420(3) . ? O3' C15' 1.222(3) . ? O4' C19' 1.351(3) . ? O4' C22' 1.421(3) . ? O5' C23' 1.228(2) . ? O6' C27' 1.347(3) . ? O6' C30' 1.432(3) . ? C1 C6 1.387(3) . ? C1 C2 1.393(3) . ? C1 C7 1.508(3) . ? C2 C3 1.399(3) . ? C3 C4 1.386(3) . ? C3 C15 1.498(3) . ? C4 C5 1.396(3) . ? C5 C6 1.391(3) . ? C5 C23 1.495(3) . ? C7 C8 1.481(3) . ? C8 C9 1.389(3) . ? C8 C13 1.397(3) . ? C9 C10 1.384(3) . ? C10 C11 1.379(3) . ? C11 C12 1.388(3) . ? C12 C13 1.375(3) . ? C15 C16 1.484(3) . ? C16 C21 1.390(3) . ? C16 C17 1.395(3) . ? C17 C18 1.369(3) . ? C18 C19 1.388(3) . ? C19 C20 1.387(3) . ? C20 C21 1.388(3) . ? C23 C24 1.481(3) . ? C24 C25 1.391(3) . ? C24 C29 1.393(3) . ? C25 C26 1.377(3) . ? C26 C27 1.385(3) . ? C27 C28 1.383(3) . ? C28 C29 1.375(3) . ? C1' C2' 1.389(3) . ? C1' C6' 1.395(3) . ? C1' C7' 1.497(3) . ? C2' C3' 1.394(3) . ? C3' C4' 1.387(3) . ? C3' C15' 1.496(3) . ? C4' C5' 1.399(3) . ? C5' C6' 1.394(3) . ? C5' C23' 1.498(3) . ? C7' C8' 1.479(3) . ? C8' C9' 1.389(3) . ? C8' C13' 1.394(3) . ? C9' C10' 1.374(3) . ? C10' C11' 1.394(3) . ? C11' C12' 1.380(3) . ? C12' C13' 1.373(3) . ? C15' C16' 1.486(3) . ? C16' C21' 1.393(3) . ? C16' C17' 1.397(3) . ? C17' C18' 1.376(3) . ? C18' C19' 1.389(3) . ? C19' C20' 1.388(3) . ? C20' C21' 1.374(3) . ? C23' C24' 1.481(3) . ? C24' C29' 1.387(3) . ? C24' C25' 1.399(3) . ? C25' C26' 1.363(3) . ? C26' C27' 1.394(3) . ? C27' C28' 1.386(3) . ? C28' C29' 1.383(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 O2 C14 117.95(19) . . ? C19 O4 C22 118.21(19) . . ? C27 O6 C30 118.2(2) . . ? C11' O2' C14' 118.1(2) . . ? C19' O4' C22' 118.29(19) . . ? C27' O6' C30' 117.9(2) . . ? C6 C1 C2 119.85(18) . . ? C6 C1 C7 116.96(19) . . ? C2 C1 C7 122.84(19) . . ? C1 C2 C3 119.6(2) . . ? C4 C3 C2 119.79(19) . . ? C4 C3 C15 120.57(18) . . ? C2 C3 C15 119.27(19) . . ? C3 C4 C5 121.09(19) . . ? C6 C5 C4 118.5(2) . . ? C6 C5 C23 122.78(19) . . ? C4 C5 C23 118.41(18) . . ? C1 C6 C5 121.2(2) . . ? O1 C7 C8 120.38(18) . . ? O1 C7 C1 118.05(19) . . ? C8 C7 C1 121.47(18) . . ? C9 C8 C13 117.72(19) . . ? C9 C8 C7 118.70(19) . . ? C13 C8 C7 123.41(18) . . ? C10 C9 C8 121.7(2) . . ? C11 C10 C9 119.6(2) . . ? O2 C11 C10 124.7(2) . . ? O2 C11 C12 115.6(2) . . ? C10 C11 C12 119.6(2) . . ? C13 C12 C11 120.5(2) . . ? C12 C13 C8 120.9(2) . . ? O3 C15 C16 120.1(2) . . ? O3 C15 C3 119.03(19) . . ? C16 C15 C3 120.8(2) . . ? C21 C16 C17 117.7(2) . . ? C21 C16 C15 123.34(19) . . ? C17 C16 C15 118.8(2) . . ? C18 C17 C16 121.5(2) . . ? C17 C18 C19 119.8(2) . . ? O4 C19 C20 124.0(2) . . ? O4 C19 C18 115.4(2) . . ? C20 C19 C18 120.5(2) . . ? C19 C20 C21 118.6(2) . . ? C20 C21 C16 121.9(2) . . ? O5 C23 C24 120.5(2) . . ? O5 C23 C5 118.5(2) . . ? C24 C23 C5 121.01(18) . . ? C25 C24 C29 117.5(2) . . ? C25 C24 C23 119.36(19) . . ? C29 C24 C23 122.98(19) . . ? C26 C25 C24 122.1(2) . . ? C25 C26 C27 119.1(2) . . ? O6 C27 C28 115.3(2) . . ? O6 C27 C26 124.7(2) . . ? C28 C27 C26 120.0(2) . . ? C29 C28 C27 120.1(2) . . ? C28 C29 C24 121.1(2) . . ? C2' C1' C6' 119.7(2) . . ? C2' C1' C7' 122.4(2) . . ? C6' C1' C7' 117.6(2) . . ? C1' C2' C3' 120.3(2) . . ? C4' C3' C2' 119.8(2) . . ? C4' C3' C15' 122.82(19) . . ? C2' C3' C15' 117.1(2) . . ? C3' C4' C5' 120.6(2) . . ? C6' C5' C4' 119.1(2) . . ? C6' C5' C23' 122.49(19) . . ? C4' C5' C23' 118.06(19) . . ? C5' C6' C1' 120.5(2) . . ? O1' C7' C8' 120.8(2) . . ? O1' C7' C1' 118.0(2) . . ? C8' C7' C1' 121.06(19) . . ? C9' C8' C13' 118.2(2) . . ? C9' C8' C7' 118.9(2) . . ? C13' C8' C7' 122.71(19) . . ? C10' C9' C8' 121.6(2) . . ? C9' C10' C11' 119.1(2) . . ? O2' C11' C12' 115.1(2) . . ? O2' C11' C10' 124.7(2) . . ? C12' C11' C10' 120.2(2) . . ? C13' C12' C11' 120.1(2) . . ? C12' C13' C8' 120.9(2) . . ? O3' C15' C16' 120.0(2) . . ? O3' C15' C3' 118.8(2) . . ? C16' C15' C3' 121.20(19) . . ? C21' C16' C17' 118.0(2) . . ? C21' C16' C15' 123.79(19) . . ? C17' C16' C15' 117.97(19) . . ? C18' C17' C16' 121.6(2) . . ? C17' C18' C19' 119.3(2) . . ? O4' C19' C20' 115.8(2) . . ? O4' C19' C18' 124.1(2) . . ? C20' C19' C18' 120.1(2) . . ? C21' C20' C19' 120.1(2) . . ? C20' C21' C16' 121.0(2) . . ? O5' C23' C24' 120.8(2) . . ? O5' C23' C5' 117.86(19) . . ? C24' C23' C5' 121.33(19) . . ? C29' C24' C25' 117.5(2) . . ? C29' C24' C23' 123.8(2) . . ? C25' C24' C23' 118.6(2) . . ? C26' C25' C24' 121.3(2) . . ? C25' C26' C27' 120.5(2) . . ? O6' C27' C28' 125.1(2) . . ? O6' C27' C26' 115.5(2) . . ? C28' C27' C26' 119.4(2) . . ? C29' C28' C27' 119.3(2) . . ? C28' C29' C24' 122.0(2) . . ? 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 0.8(3) . . . . ? C7 C1 C2 C3 173.89(19) . . . . ? C1 C2 C3 C4 -0.5(3) . . . . ? C1 C2 C3 C15 -173.49(18) . . . . ? C2 C3 C4 C5 0.1(3) . . . . ? C15 C3 C4 C5 173.00(19) . . . . ? C3 C4 C5 C6 0.0(3) . . . . ? C3 C4 C5 C23 -173.34(19) . . . . ? C2 C1 C6 C5 -0.8(3) . . . . ? C7 C1 C6 C5 -174.26(18) . . . . ? C4 C5 C6 C1 0.4(3) . . . . ? C23 C5 C6 C1 173.39(19) . . . . ? C6 C1 C7 O1 39.3(3) . . . . ? C2 C1 C7 O1 -133.9(2) . . . . ? C6 C1 C7 C8 -137.1(2) . . . . ? C2 C1 C7 C8 49.6(3) . . . . ? O1 C7 C8 C9 13.4(3) . . . . ? C1 C7 C8 C9 -170.3(2) . . . . ? O1 C7 C8 C13 -161.7(2) . . . . ? C1 C7 C8 C13 14.6(3) . . . . ? C13 C8 C9 C10 0.4(3) . . . . ? C7 C8 C9 C10 -174.9(2) . . . . ? C8 C9 C10 C11 -0.3(4) . . . . ? C14 O2 C11 C10 2.4(4) . . . . ? C14 O2 C11 C12 -178.5(2) . . . . ? C9 C10 C11 O2 179.0(2) . . . . ? C9 C10 C11 C12 -0.1(4) . . . . ? O2 C11 C12 C13 -178.9(2) . . . . ? C10 C11 C12 C13 0.2(4) . . . . ? C11 C12 C13 C8 0.0(3) . . . . ? C9 C8 C13 C12 -0.3(3) . . . . ? C7 C8 C13 C12 174.9(2) . . . . ? C4 C3 C15 O3 -136.0(2) . . . . ? C2 C3 C15 O3 37.0(3) . . . . ? C4 C3 C15 C16 44.4(3) . . . . ? C2 C3 C15 C16 -142.67(19) . . . . ? O3 C15 C16 C21 -155.1(2) . . . . ? C3 C15 C16 C21 24.5(3) . . . . ? O3 C15 C16 C17 19.6(3) . . . . ? C3 C15 C16 C17 -160.80(18) . . . . ? C21 C16 C17 C18 0.4(3) . . . . ? C15 C16 C17 C18 -174.5(2) . . . . ? C16 C17 C18 C19 0.6(3) . . . . ? C22 O4 C19 C20 2.0(3) . . . . ? C22 O4 C19 C18 -178.5(2) . . . . ? C17 C18 C19 O4 179.6(2) . . . . ? C17 C18 C19 C20 -1.0(3) . . . . ? O4 C19 C20 C21 179.7(2) . . . . ? C18 C19 C20 C21 0.3(3) . . . . ? C19 C20 C21 C16 0.8(3) . . . . ? C17 C16 C21 C20 -1.1(3) . . . . ? C15 C16 C21 C20 173.6(2) . . . . ? C6 C5 C23 O5 -139.3(2) . . . . ? C4 C5 C23 O5 33.7(3) . . . . ? C6 C5 C23 C24 43.1(3) . . . . ? C4 C5 C23 C24 -143.9(2) . . . . ? O5 C23 C24 C25 19.7(3) . . . . ? C5 C23 C24 C25 -162.6(2) . . . . ? O5 C23 C24 C29 -155.9(2) . . . . ? C5 C23 C24 C29 21.7(3) . . . . ? C29 C24 C25 C26 1.1(3) . . . . ? C23 C24 C25 C26 -174.8(2) . . . . ? C24 C25 C26 C27 0.3(4) . . . . ? C30 O6 C27 C28 178.2(2) . . . . ? C30 O6 C27 C26 -1.8(4) . . . . ? C25 C26 C27 O6 178.9(2) . . . . ? C25 C26 C27 C28 -1.1(4) . . . . ? O6 C27 C28 C29 -179.4(2) . . . . ? C26 C27 C28 C29 0.5(4) . . . . ? C27 C28 C29 C24 0.9(3) . . . . ? C25 C24 C29 C28 -1.7(3) . . . . ? C23 C24 C29 C28 174.0(2) . . . . ? C6' C1' C2' C3' 0.6(3) . . . . ? C7' C1' C2' C3' 174.86(19) . . . . ? C1' C2' C3' C4' 0.0(3) . . . . ? C1' C2' C3' C15' -174.09(19) . . . . ? C2' C3' C4' C5' -0.3(3) . . . . ? C15' C3' C4' C5' 173.44(19) . . . . ? C3' C4' C5' C6' 0.0(3) . . . . ? C3' C4' C5' C23' -173.22(19) . . . . ? C4' C5' C6' C1' 0.6(3) . . . . ? C23' C5' C6' C1' 173.5(2) . . . . ? C2' C1' C6' C5' -0.9(3) . . . . ? C7' C1' C6' C5' -175.45(18) . . . . ? C2' C1' C7' O1' -133.1(2) . . . . ? C6' C1' C7' O1' 41.3(3) . . . . ? C2' C1' C7' C8' 49.6(3) . . . . ? C6' C1' C7' C8' -136.0(2) . . . . ? O1' C7' C8' C9' 7.5(3) . . . . ? C1' C7' C8' C9' -175.26(19) . . . . ? O1' C7' C8' C13' -167.4(2) . . . . ? C1' C7' C8' C13' 9.8(3) . . . . ? C13' C8' C9' C10' 0.8(3) . . . . ? C7' C8' C9' C10' -174.4(2) . . . . ? C8' C9' C10' C11' -0.3(3) . . . . ? C14' O2' C11' C12' 172.3(2) . . . . ? C14' O2' C11' C10' -7.7(3) . . . . ? C9' C10' C11' O2' 179.4(2) . . . . ? C9' C10' C11' C12' -0.6(3) . . . . ? O2' C11' C12' C13' -179.1(2) . . . . ? C10' C11' C12' C13' 0.9(3) . . . . ? C11' C12' C13' C8' -0.4(3) . . . . ? C9' C8' C13' C12' -0.4(3) . . . . ? C7' C8' C13' C12' 174.6(2) . . . . ? C4' C3' C15' O3' -136.7(2) . . . . ? C2' C3' C15' O3' 37.2(3) . . . . ? C4' C3' C15' C16' 45.7(3) . . . . ? C2' C3' C15' C16' -140.4(2) . . . . ? O3' C15' C16' C21' -160.5(2) . . . . ? C3' C15' C16' C21' 17.2(3) . . . . ? O3' C15' C16' C17' 14.1(3) . . . . ? C3' C15' C16' C17' -168.2(2) . . . . ? C21' C16' C17' C18' 0.0(3) . . . . ? C15' C16' C17' C18' -174.9(2) . . . . ? C16' C17' C18' C19' 0.8(4) . . . . ? C22' O4' C19' C20' 179.2(2) . . . . ? C22' O4' C19' C18' -0.5(4) . . . . ? C17' C18' C19' O4' 179.0(2) . . . . ? C17' C18' C19' C20' -0.7(4) . . . . ? O4' C19' C20' C21' -180.0(2) . . . . ? C18' C19' C20' C21' -0.3(4) . . . . ? C19' C20' C21' C16' 1.2(4) . . . . ? C17' C16' C21' C20' -1.0(3) . . . . ? C15' C16' C21' C20' 173.6(2) . . . . ? C6' C5' C23' O5' -136.0(2) . . . . ? C4' C5' C23' O5' 37.0(3) . . . . ? C6' C5' C23' C24' 45.1(3) . . . . ? C4' C5' C23' C24' -142.0(2) . . . . ? O5' C23' C24' C29' -164.0(2) . . . . ? C5' C23' C24' C29' 14.9(3) . . . . ? O5' C23' C24' C25' 13.1(3) . . . . ? C5' C23' C24' C25' -168.0(2) . . . . ? C29' C24' C25' C26' -2.1(3) . . . . ? C23' C24' C25' C26' -179.3(2) . . . . ? C24' C25' C26' C27' 1.0(4) . . . . ? C30' O6' C27' C28' -2.8(4) . . . . ? C30' O6' C27' C26' 176.6(2) . . . . ? C25' C26' C27' O6' -178.7(2) . . . . ? C25' C26' C27' C28' 0.7(4) . . . . ? O6' C27' C28' C29' 178.1(2) . . . . ? C26' C27' C28' C29' -1.3(4) . . . . ? C27' C28' C29' C24' 0.1(3) . . . . ? C25' C24' C29' C28' 1.5(3) . . . . ? C23' C24' C29' C28' 178.7(2) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.02 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.185 _refine_diff_density_min -0.182 _refine_diff_density_rms 0.041 #===END data_Compd12.0.5C6H6 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C27 H15 N3 O9.C3 H3' _chemical_formula_sum 'C30 H18 N3 O9' _chemical_formula_weight 564.47 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' 'O' 'O' 0.0106 0.0060 '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 10.3402(9) _cell_length_b 10.4427(9) _cell_length_c 13.4887(11) _cell_angle_alpha 87.854(6) _cell_angle_beta 80.536(5) _cell_angle_gamma 64.230(5) _cell_volume 1292.85(19) _cell_formula_units_Z 2 _cell_measurement_temperature 218(2) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 2.0 _cell_measurement_theta_max 25.0 _exptl_crystal_description rhombic _exptl_crystal_colour colorless _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.450 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 582 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9721 _exptl_absorpt_correction_T_max 0.9806 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 218(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'long-fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12255 _diffrn_reflns_av_R_equivalents 0.058 _diffrn_reflns_av_sigmaI/netI 0.0611 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.53 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4542 _reflns_number_gt 2571 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _computing_structure_solution 'SHELXTL (Sheldrick, 1999)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1999)' _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^)+(0.1381P)^2^+1.6886P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4542 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1486 _refine_ls_R_factor_gt 0.0840 _refine_ls_wR_factor_ref 0.2702 _refine_ls_wR_factor_gt 0.2201 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 O1 O 0.3519(4) 0.1494(3) 0.5434(2) 0.0504(9) Uani 1 1 d . . . O2 O 0.4166(4) 0.2654(4) 0.1862(3) 0.0615(10) Uani 1 1 d . . . O3 O 0.7511(4) 0.5312(4) 0.3732(3) 0.0566(10) Uani 1 1 d . . . O4 O 0.9288(6) -0.1641(7) 0.6797(5) 0.119(2) Uani 1 1 d . . . O5 O 0.8910(7) -0.1040(7) 0.8370(5) 0.140(3) Uani 1 1 d . . . O6 O 0.4865(5) 0.4161(5) -0.1599(3) 0.0796(13) Uani 1 1 d . . . O7 O 0.7029(6) 0.3138(6) -0.2470(3) 0.0954(16) Uani 1 1 d . . . O8 O 1.1247(4) 0.0869(4) 0.7310(3) 0.0659(11) Uani 1 1 d . . . O9 O 1.1063(5) 0.0062(4) 0.5918(4) 0.0823(14) Uani 1 1 d . . . N1 N 0.8480(7) -0.0943(7) 0.7561(6) 0.0920(18) Uani 1 1 d . . . N2 N 0.6169(6) 0.3470(5) -0.1669(3) 0.0600(12) Uani 1 1 d . . . N3 N 1.0813(4) 0.1044(5) 0.6502(4) 0.0550(11) Uani 1 1 d . . . C1 C 0.6995(7) -0.0078(6) 0.7528(5) 0.0661(16) Uani 1 1 d . . . C2 C 0.5978(7) 0.0310(6) 0.8349(6) 0.0725(17) Uani 1 1 d . . . H2 H 0.6233 -0.0075 0.8965 0.087 Uiso 1 1 d R . . C3 C 0.4541(8) 0.1120(8) 0.8334(6) 0.085(2) Uani 1 1 d . . . H3 H 0.3854 0.1436 0.8921 0.102 Uiso 1 1 d R . . C4 C 0.4122(7) 0.1558(7) 0.7407(4) 0.0667(16) Uani 1 1 d . . . H4 H 0.3130 0.2097 0.7371 0.080 Uiso 1 1 calc R . . C5 C 0.5151(6) 0.1211(5) 0.6519(4) 0.0533(13) Uani 1 1 d . . . C6 C 0.6606(7) 0.0407(6) 0.6544(5) 0.0634(15) Uani 1 1 d . . . H6 H 0.7311 0.0181 0.5960 0.076 Uiso 1 1 calc R . . C7 C 0.4603(5) 0.1623(5) 0.5551(4) 0.0430(11) Uani 1 1 d . . . C8 C 0.5349(5) 0.2199(5) 0.4725(3) 0.0384(11) Uani 1 1 d . . . C9 C 0.5115(5) 0.2114(5) 0.3752(3) 0.0408(11) Uani 1 1 d . . . H9 H 0.4543 0.1662 0.3627 0.049 Uiso 1 1 calc R . . C10 C 0.5717(5) 0.2689(5) 0.2949(4) 0.0416(11) Uani 1 1 d . . . C11 C 0.6533(5) 0.3382(5) 0.3147(3) 0.0400(11) Uani 1 1 d . . . H11 H 0.6933 0.3782 0.2619 0.048 Uiso 1 1 calc R . . C12 C 0.6765(5) 0.3488(5) 0.4129(3) 0.0388(11) Uani 1 1 d . . . C13 C 0.6196(5) 0.2885(4) 0.4906(4) 0.0403(11) Uani 1 1 d . . . H13 H 0.6377 0.2935 0.5561 0.048 Uiso 1 1 calc R . . C14 C 0.5336(5) 0.2624(5) 0.1948(4) 0.0468(12) Uani 1 1 d . . . C15 C 0.6399(5) 0.2533(5) 0.1007(4) 0.0439(12) Uani 1 1 d . . . C16 C 0.5842(6) 0.3040(5) 0.0121(4) 0.0469(12) Uani 1 1 d . . . H16 H 0.4833 0.3445 0.0123 0.056 Uiso 1 1 calc R . . C17 C 0.6777(6) 0.2941(5) -0.0749(4) 0.0490(12) Uani 1 1 d . . . C18 C 0.8263(6) 0.2351(6) -0.0784(4) 0.0630(15) Uani 1 1 d . . . H18 H 0.8886 0.2287 -0.1392 0.076 Uiso 1 1 calc R . . C19 C 0.8822(6) 0.1852(6) 0.0093(4) 0.0647(15) Uani 1 1 d . . . H19 H 0.9833 0.1457 0.0086 0.078 Uiso 1 1 calc R . . C20 C 0.7893(6) 0.1936(6) 0.0981(4) 0.0549(14) Uani 1 1 d . . . H20 H 0.8279 0.1586 0.1571 0.066 Uiso 1 1 calc R . . C21 C 0.7555(5) 0.4359(5) 0.4295(4) 0.0411(11) Uani 1 1 d . . . C22 C 0.8365(5) 0.4073(5) 0.5155(3) 0.0378(11) Uani 1 1 d . . . C23 C 0.8359(5) 0.5219(5) 0.5656(4) 0.0421(11) Uani 1 1 d . . . H23 H 0.7844 0.6151 0.5453 0.050 Uiso 1 1 calc R . . C24 C 0.9114(5) 0.4981(5) 0.6452(4) 0.0480(12) Uani 1 1 d . . . H24 H 0.9071 0.5759 0.6808 0.058 Uiso 1 1 calc R . . C25 C 0.9920(5) 0.3630(5) 0.6728(4) 0.0471(12) Uani 1 1 d . . . H25 H 1.0442 0.3470 0.7265 0.057 Uiso 1 1 calc R . . C26 C 0.9954(5) 0.2498(5) 0.6201(4) 0.0412(11) Uani 1 1 d . . . C27 C 0.9180(5) 0.2693(5) 0.5429(3) 0.0410(11) Uani 1 1 d . . . H27 H 0.9201 0.1910 0.5094 0.049 Uiso 1 1 calc R . . C1S C 0.8621(9) 0.5422(10) 0.0474(8) 0.104(3) Uani 1 1 d . . . H1SA H 0.7651 0.5737 0.0794 0.125 Uiso 1 1 calc R . . C2S C 0.9695(11) 0.4637(9) 0.0974(6) 0.093(2) Uani 1 1 d . . . H2SA H 0.9494 0.4378 0.1636 0.111 Uiso 1 1 calc R . . C3S C 1.1098(10) 0.4219(9) 0.0500(9) 0.110(3) Uani 1 1 d . . . H3SA H 1.1874 0.3683 0.0843 0.131 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 O1 0.051(2) 0.051(2) 0.059(2) 0.0044(16) -0.0135(17) -0.0305(17) O2 0.057(2) 0.084(3) 0.059(2) 0.0073(19) -0.0212(18) -0.041(2) O3 0.070(2) 0.056(2) 0.061(2) 0.0129(18) -0.0231(19) -0.0397(19) O4 0.082(4) 0.139(5) 0.108(4) 0.013(4) -0.025(3) -0.020(3) O5 0.124(5) 0.145(6) 0.137(5) 0.002(4) -0.081(5) -0.025(4) O6 0.077(3) 0.082(3) 0.061(3) 0.010(2) -0.021(2) -0.014(2) O7 0.105(4) 0.153(5) 0.050(3) 0.006(3) -0.005(3) -0.079(4) O8 0.068(3) 0.062(2) 0.066(3) 0.017(2) -0.025(2) -0.023(2) O9 0.086(3) 0.036(2) 0.122(4) -0.007(2) -0.050(3) -0.012(2) N1 0.089(5) 0.078(4) 0.112(5) -0.001(4) -0.035(4) -0.032(4) N2 0.080(4) 0.066(3) 0.045(3) 0.001(2) -0.012(3) -0.041(3) N3 0.047(3) 0.044(3) 0.077(3) 0.007(2) -0.017(2) -0.020(2) C1 0.062(4) 0.046(3) 0.098(5) 0.001(3) -0.029(4) -0.025(3) C2 0.074(4) 0.053(4) 0.088(5) 0.009(3) -0.019(4) -0.024(3) C3 0.090(5) 0.076(5) 0.088(5) 0.005(4) -0.011(4) -0.036(4) C4 0.083(4) 0.071(4) 0.056(4) 0.013(3) -0.016(3) -0.044(3) C5 0.069(4) 0.044(3) 0.064(4) 0.012(2) -0.029(3) -0.034(3) C6 0.079(4) 0.045(3) 0.080(4) 0.008(3) -0.033(3) -0.033(3) C7 0.046(3) 0.033(2) 0.051(3) 0.002(2) -0.012(2) -0.018(2) C8 0.035(2) 0.032(2) 0.048(3) 0.001(2) -0.011(2) -0.013(2) C9 0.040(3) 0.035(2) 0.053(3) 0.001(2) -0.016(2) -0.018(2) C10 0.042(3) 0.037(3) 0.049(3) -0.001(2) -0.014(2) -0.017(2) C11 0.039(3) 0.043(3) 0.042(3) 0.001(2) -0.009(2) -0.021(2) C12 0.032(2) 0.037(2) 0.048(3) -0.001(2) -0.010(2) -0.014(2) C13 0.038(2) 0.034(2) 0.050(3) 0.004(2) -0.015(2) -0.014(2) C14 0.053(3) 0.044(3) 0.051(3) 0.002(2) -0.018(3) -0.024(2) C15 0.047(3) 0.037(3) 0.048(3) -0.001(2) -0.013(2) -0.016(2) C16 0.050(3) 0.040(3) 0.054(3) -0.004(2) -0.014(3) -0.020(2) C17 0.060(3) 0.046(3) 0.043(3) -0.002(2) -0.008(3) -0.025(3) C18 0.063(4) 0.070(4) 0.056(4) -0.012(3) -0.001(3) -0.031(3) C19 0.048(3) 0.078(4) 0.059(4) -0.008(3) -0.006(3) -0.020(3) C20 0.052(3) 0.056(3) 0.055(3) -0.002(3) -0.018(3) -0.018(3) C21 0.036(3) 0.040(3) 0.048(3) -0.001(2) -0.008(2) -0.017(2) C22 0.034(2) 0.038(3) 0.046(3) -0.005(2) -0.004(2) -0.020(2) C23 0.038(3) 0.036(3) 0.054(3) -0.002(2) -0.008(2) -0.017(2) C24 0.048(3) 0.044(3) 0.054(3) -0.009(2) -0.007(2) -0.021(2) C25 0.046(3) 0.052(3) 0.050(3) -0.001(2) -0.013(2) -0.025(2) C26 0.036(2) 0.038(3) 0.052(3) 0.002(2) -0.007(2) -0.019(2) C27 0.041(3) 0.039(3) 0.045(3) -0.006(2) -0.004(2) -0.020(2) C1S 0.062(5) 0.106(6) 0.127(8) -0.014(6) -0.004(5) -0.023(4) C2S 0.112(7) 0.104(6) 0.084(5) -0.006(4) -0.029(5) -0.061(5) C3S 0.094(7) 0.095(6) 0.159(9) 0.024(6) -0.072(7) -0.043(5) _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 O1 C7 1.222(5) . ? O2 C14 1.221(6) . ? O3 C21 1.219(5) . ? O4 N1 1.239(8) . ? O5 N1 1.229(7) . ? O6 N2 1.211(6) . ? O7 N2 1.234(6) . ? O8 N3 1.224(5) . ? O9 N3 1.225(6) . ? N1 C1 1.410(8) . ? N2 C17 1.464(7) . ? N3 C26 1.470(6) . ? C1 C2 1.333(9) . ? C1 C6 1.459(8) . ? C2 C3 1.356(9) . ? C3 C4 1.387(8) . ? C4 C5 1.405(8) . ? C5 C6 1.373(8) . ? C5 C7 1.483(7) . ? C7 C8 1.507(7) . ? C8 C9 1.385(6) . ? C8 C13 1.403(6) . ? C9 C10 1.406(7) . ? C10 C11 1.388(6) . ? C10 C14 1.479(7) . ? C11 C12 1.401(6) . ? C12 C13 1.383(6) . ? C12 C21 1.505(6) . ? C14 C15 1.513(7) . ? C15 C20 1.387(7) . ? C15 C16 1.397(7) . ? C16 C17 1.368(7) . ? C17 C18 1.378(7) . ? C18 C19 1.387(8) . ? C19 C20 1.387(8) . ? C21 C22 1.487(6) . ? C22 C27 1.389(6) . ? C22 C23 1.394(6) . ? C23 C24 1.382(7) . ? C24 C25 1.366(7) . ? C25 C26 1.387(6) . ? C26 C27 1.371(6) . ? C1S C2S 1.333(11) . ? C1S C3S 1.372(11) 2_765 ? C2S C3S 1.367(12) . ? C3S C1S 1.372(11) 2_765 ? 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 O5 N1 O4 122.1(7) . . ? O5 N1 C1 118.3(7) . . ? O4 N1 C1 119.5(7) . . ? O6 N2 O7 124.5(5) . . ? O6 N2 C17 118.3(5) . . ? O7 N2 C17 117.1(5) . . ? O9 N3 O8 123.3(4) . . ? O9 N3 C26 117.5(4) . . ? O8 N3 C26 119.2(4) . . ? C2 C1 N1 122.6(7) . . ? C2 C1 C6 120.5(6) . . ? N1 C1 C6 116.9(6) . . ? C1 C2 C3 123.6(7) . . ? C2 C3 C4 117.5(7) . . ? C3 C4 C5 121.3(6) . . ? C6 C5 C4 120.7(5) . . ? C6 C5 C7 121.2(5) . . ? C4 C5 C7 117.9(5) . . ? C5 C6 C1 116.2(6) . . ? O1 C7 C5 118.6(4) . . ? O1 C7 C8 120.0(4) . . ? C5 C7 C8 121.4(4) . . ? C9 C8 C13 118.9(4) . . ? C9 C8 C7 118.1(4) . . ? C13 C8 C7 122.9(4) . . ? C8 C9 C10 121.4(4) . . ? C11 C10 C9 118.8(4) . . ? C11 C10 C14 123.5(4) . . ? C9 C10 C14 117.5(4) . . ? C10 C11 C12 120.4(4) . . ? C13 C12 C11 120.0(4) . . ? C13 C12 C21 122.7(4) . . ? C11 C12 C21 117.1(4) . . ? C12 C13 C8 120.4(4) . . ? O2 C14 C10 121.3(5) . . ? O2 C14 C15 118.8(4) . . ? C10 C14 C15 120.0(4) . . ? C20 C15 C16 119.0(5) . . ? C20 C15 C14 122.9(4) . . ? C16 C15 C14 118.0(4) . . ? C17 C16 C15 119.5(5) . . ? C16 C17 C18 122.0(5) . . ? C16 C17 N2 118.6(5) . . ? C18 C17 N2 119.4(5) . . ? C17 C18 C19 118.7(5) . . ? C20 C19 C18 120.1(5) . . ? C19 C20 C15 120.6(5) . . ? O3 C21 C22 120.1(4) . . ? O3 C21 C12 119.8(4) . . ? C22 C21 C12 120.1(4) . . ? C27 C22 C23 119.8(4) . . ? C27 C22 C21 121.4(4) . . ? C23 C22 C21 118.7(4) . . ? C24 C23 C22 119.8(4) . . ? C25 C24 C23 120.8(4) . . ? C24 C25 C26 118.6(4) . . ? C27 C26 C25 122.2(4) . . ? C27 C26 N3 119.1(4) . . ? C25 C26 N3 118.7(4) . . ? C26 C27 C22 118.6(4) . . ? C2S C1S C3S 121.4(8) . 2_765 ? C1S C2S C3S 118.2(8) . . ? C2S C3S C1S 120.4(7) . 2_765 ? 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 O5 N1 C1 C2 -19.1(10) . . . . ? O4 N1 C1 C2 156.7(7) . . . . ? O5 N1 C1 C6 159.9(6) . . . . ? O4 N1 C1 C6 -24.3(9) . . . . ? N1 C1 C2 C3 -178.9(6) . . . . ? C6 C1 C2 C3 2.2(10) . . . . ? C1 C2 C3 C4 0.2(10) . . . . ? C2 C3 C4 C5 -1.8(9) . . . . ? C3 C4 C5 C6 1.0(8) . . . . ? C3 C4 C5 C7 175.3(5) . . . . ? C4 C5 C6 C1 1.4(7) . . . . ? C7 C5 C6 C1 -172.8(4) . . . . ? C2 C1 C6 C5 -2.9(8) . . . . ? N1 C1 C6 C5 178.1(5) . . . . ? C6 C5 C7 O1 134.4(5) . . . . ? C4 C5 C7 O1 -39.9(7) . . . . ? C6 C5 C7 C8 -45.9(7) . . . . ? C4 C5 C7 C8 139.8(5) . . . . ? O1 C7 C8 C9 -21.7(6) . . . . ? C5 C7 C8 C9 158.7(4) . . . . ? O1 C7 C8 C13 154.6(4) . . . . ? C5 C7 C8 C13 -25.0(7) . . . . ? C13 C8 C9 C10 0.5(6) . . . . ? C7 C8 C9 C10 176.9(4) . . . . ? C8 C9 C10 C11 -1.4(7) . . . . ? C8 C9 C10 C14 -176.4(4) . . . . ? C9 C10 C11 C12 0.8(7) . . . . ? C14 C10 C11 C12 175.4(4) . . . . ? C10 C11 C12 C13 0.8(7) . . . . ? C10 C11 C12 C21 -175.0(4) . . . . ? C11 C12 C13 C8 -1.8(7) . . . . ? C21 C12 C13 C8 173.8(4) . . . . ? C9 C8 C13 C12 1.2(6) . . . . ? C7 C8 C13 C12 -175.1(4) . . . . ? C11 C10 C14 O2 -144.6(5) . . . . ? C9 C10 C14 O2 30.1(7) . . . . ? C11 C10 C14 C15 34.7(7) . . . . ? C9 C10 C14 C15 -150.5(4) . . . . ? O2 C14 C15 C20 -153.3(5) . . . . ? C10 C14 C15 C20 27.4(7) . . . . ? O2 C14 C15 C16 24.9(7) . . . . ? C10 C14 C15 C16 -154.5(4) . . . . ? C20 C15 C16 C17 -0.2(7) . . . . ? C14 C15 C16 C17 -178.4(4) . . . . ? C15 C16 C17 C18 0.2(7) . . . . ? C15 C16 C17 N2 179.6(4) . . . . ? O6 N2 C17 C16 10.7(7) . . . . ? O7 N2 C17 C16 -167.0(5) . . . . ? O6 N2 C17 C18 -169.8(5) . . . . ? O7 N2 C17 C18 12.4(7) . . . . ? C16 C17 C18 C19 -0.5(8) . . . . ? N2 C17 C18 C19 -179.9(5) . . . . ? C17 C18 C19 C20 0.8(9) . . . . ? C18 C19 C20 C15 -0.8(8) . . . . ? C16 C15 C20 C19 0.5(8) . . . . ? C14 C15 C20 C19 178.6(5) . . . . ? C13 C12 C21 O3 -149.8(5) . . . . ? C11 C12 C21 O3 25.9(6) . . . . ? C13 C12 C21 C22 29.2(6) . . . . ? C11 C12 C21 C22 -155.1(4) . . . . ? O3 C21 C22 C27 -140.9(5) . . . . ? C12 C21 C22 C27 40.1(6) . . . . ? O3 C21 C22 C23 35.7(6) . . . . ? C12 C21 C22 C23 -143.3(4) . . . . ? C27 C22 C23 C24 -2.8(7) . . . . ? C21 C22 C23 C24 -179.5(4) . . . . ? C22 C23 C24 C25 2.9(7) . . . . ? C23 C24 C25 C26 -0.7(7) . . . . ? C24 C25 C26 C27 -1.5(7) . . . . ? C24 C25 C26 N3 -179.6(4) . . . . ? O9 N3 C26 C27 15.8(7) . . . . ? O8 N3 C26 C27 -164.5(4) . . . . ? O9 N3 C26 C25 -166.2(5) . . . . ? O8 N3 C26 C25 13.5(7) . . . . ? C25 C26 C27 C22 1.6(7) . . . . ? N3 C26 C27 C22 179.6(4) . . . . ? C23 C22 C27 C26 0.6(7) . . . . ? C21 C22 C27 C26 177.2(4) . . . . ? C3S C1S C2S C3S 1.4(14) 2_765 . . . ? C1S C2S C3S C1S -1.4(14) . . . 2_765 ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.886 _refine_diff_density_min -0.403 _refine_diff_density_rms 0.074 #===END data_Compd13.acetone _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H21 N3 O10' _chemical_formula_weight 583.50 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' 'O' 'O' 0.0106 0.0060 '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 8.8361(2) _cell_length_b 10.4985(2) _cell_length_c 15.1193(3) _cell_angle_alpha 80.305(1) _cell_angle_beta 85.321(1) _cell_angle_gamma 80.857(1) _cell_volume 1362.79(5) _cell_formula_units_Z 2 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 4954 _cell_measurement_theta_min 2.3 _cell_measurement_theta_max 26.0 _exptl_crystal_description plates _exptl_crystal_colour 'light yellow' _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.422 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604 _exptl_absorpt_coefficient_mu 0.109 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9577 _exptl_absorpt_correction_T_max 0.9957 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'long-fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18957 _diffrn_reflns_av_R_equivalents 0.061 _diffrn_reflns_av_sigmaI/netI 0.0494 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.99 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5563 _reflns_number_gt 3338 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL (Sheldrick, 1999)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1999)' _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^)+(0.0641P)^2^+1.2879P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5563 _refine_ls_number_parameters 407 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.1224 _refine_ls_R_factor_gt 0.0622 _refine_ls_wR_factor_ref 0.1838 _refine_ls_wR_factor_gt 0.1450 _refine_ls_goodness_of_fit_ref 1.065 _refine_ls_restrained_S_all 1.067 _refine_ls_shift/su_max 0.003 _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 O1 O 0.1017(3) 0.4056(2) -0.15297(14) 0.0450(5) Uani 1 1 d . . . O2 O 0.1906(3) 0.7366(2) 0.03808(15) 0.0536(6) Uani 1 1 d . . . O3 O 0.1891(3) 0.0816(2) 0.23093(15) 0.0552(6) Uani 1 1 d . . . O4 O 0.4152(4) -0.2693(3) -0.1291(2) 0.0845(10) Uani 1 1 d . . . O5 O 0.2100(4) -0.2482(3) -0.2005(2) 0.0759(8) Uani 1 1 d . . . O6 O 0.6333(4) 0.8557(3) 0.3619(2) 0.0823(9) Uani 1 1 d . . . O7 O 0.7557(3) 0.6619(3) 0.3676(2) 0.0731(8) Uani 1 1 d . . . O8 O -0.1450(4) 0.3972(3) 0.60113(19) 0.0835(9) Uani 1 1 d . . . O9 O -0.0694(3) 0.1942(3) 0.64999(17) 0.0711(8) Uani 1 1 d . . . N1 N 0.2979(4) -0.2050(3) -0.1591(2) 0.0563(8) Uani 1 1 d . . . N2 N 0.6532(4) 0.7479(3) 0.3398(2) 0.0547(8) Uani 1 1 d . . . N3 N -0.0830(4) 0.2889(3) 0.5901(2) 0.0543(8) Uani 1 1 d . . . C1 C 0.1471(3) 0.3201(3) -0.0917(2) 0.0366(7) Uani 1 1 d . . . C2 C 0.1694(3) 0.3536(3) -0.0019(2) 0.0360(7) Uani 1 1 d . . . C3 C 0.2041(3) 0.4769(3) 0.0034(2) 0.0369(7) Uani 1 1 d . . . H3 H 0.2117 0.5382 -0.0492 0.044 Uiso 1 1 calc R . . C4 C 0.2277(3) 0.5099(3) 0.08602(19) 0.0354(7) Uani 1 1 d . . . C5 C 0.2121(3) 0.4197(3) 0.1646(2) 0.0367(7) Uani 1 1 d . . . H5 H 0.2297 0.4411 0.2204 0.044 Uiso 1 1 calc R . . C6 C 0.1706(3) 0.2993(3) 0.16011(19) 0.0349(7) Uani 1 1 d . . . C7 C 0.1515(3) 0.2662(3) 0.0769(2) 0.0371(7) Uani 1 1 d . . . H7 H 0.1260 0.1835 0.0738 0.044 Uiso 1 1 calc R . . C8 C 0.1856(3) 0.1812(3) -0.10660(19) 0.0364(7) Uani 1 1 d . . . C9 C 0.3024(4) 0.0961(3) -0.0631(2) 0.0474(8) Uani 1 1 d . . . H9 H 0.3562 0.1245 -0.0208 0.057 Uiso 1 1 calc R . . C10 C 0.3408(4) -0.0297(3) -0.0812(2) 0.0526(9) Uani 1 1 d . . . H10 H 0.4213 -0.0869 -0.0523 0.063 Uiso 1 1 calc R . . C11 C 0.2592(4) -0.0701(3) -0.1425(2) 0.0418(7) Uani 1 1 d . . . C12 C 0.1419(4) 0.0121(3) -0.1868(2) 0.0462(8) Uani 1 1 d . . . H12 H 0.0870 -0.0173 -0.2282 0.055 Uiso 1 1 calc R . . C13 C 0.1071(4) 0.1382(3) -0.1692(2) 0.0413(7) Uani 1 1 d . . . H13 H 0.0291 0.1961 -0.1999 0.050 Uiso 1 1 calc R . . C14 C 0.2558(4) 0.6458(3) 0.0894(2) 0.0392(7) Uani 1 1 d . . . C15 C 0.3597(3) 0.6693(3) 0.1561(2) 0.0369(7) Uani 1 1 d . . . C16 C 0.3364(4) 0.7906(3) 0.1850(2) 0.0399(7) Uani 1 1 d . . . H16 H 0.2560 0.8551 0.1630 0.048 Uiso 1 1 calc R . . C17 C 0.4317(4) 0.8164(3) 0.2464(2) 0.0439(8) Uani 1 1 d . . . H17 H 0.4161 0.8973 0.2671 0.053 Uiso 1 1 calc R . . C18 C 0.5497(4) 0.7201(3) 0.2762(2) 0.0419(7) Uani 1 1 d . . . C19 C 0.5768(4) 0.6003(3) 0.2481(2) 0.0446(8) Uani 1 1 d . . . H19 H 0.6591 0.5371 0.2693 0.054 Uiso 1 1 calc R . . C20 C 0.4799(4) 0.5750(3) 0.1878(2) 0.0413(7) Uani 1 1 d . . . H20 H 0.4956 0.4934 0.1682 0.050 Uiso 1 1 calc R . . C21 C 0.1548(4) 0.1960(3) 0.2405(2) 0.0388(7) Uani 1 1 d . . . C22 C 0.0947(4) 0.2288(3) 0.3300(2) 0.0375(7) Uani 1 1 d . . . C23 C 0.0024(4) 0.3451(3) 0.3423(2) 0.0420(7) Uani 1 1 d . . . H23 H -0.0210 0.4099 0.2924 0.050 Uiso 1 1 calc R . . C24 C -0.0557(4) 0.3667(3) 0.4274(2) 0.0455(8) Uani 1 1 d . . . H24 H -0.1181 0.4455 0.4359 0.055 Uiso 1 1 calc R . . C25 C -0.0192(4) 0.2694(3) 0.4993(2) 0.0441(8) Uani 1 1 d . . . C26 C 0.0721(4) 0.1534(3) 0.4895(2) 0.0484(8) Uani 1 1 d . . . H26 H 0.0953 0.0891 0.5397 0.058 Uiso 1 1 calc R . . C27 C 0.1290(4) 0.1331(3) 0.4047(2) 0.0472(8) Uani 1 1 d . . . H27 H 0.1916 0.0541 0.3970 0.057 Uiso 1 1 calc R . . O1S O 0.5380(10) 0.7757(11) 0.6885(6) 0.145(4) Uani 0.50 1 d PD A 1 C1S C 0.4925(11) 0.7602(11) 0.6193(7) 0.108(5) Uani 0.50 1 d PD A 1 O1S' O 0.3797(10) 0.7373(18) 0.4791(6) 0.246(8) Uani 0.50 1 d PD A 2 C1S' C 0.4382(9) 0.7418(10) 0.5423(5) 0.083(3) Uani 0.50 1 d PD A 2 C2S C 0.5626(10) 0.6439(6) 0.5754(5) 0.139(3) Uani 1 1 d D . . C3S C 0.3741(10) 0.8563(7) 0.5771(6) 0.146(3) Uani 1 1 d 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 O1 0.0524(14) 0.0409(13) 0.0391(12) -0.0011(10) -0.0052(10) -0.0030(10) O2 0.0784(17) 0.0357(13) 0.0472(14) 0.0005(11) -0.0138(12) -0.0120(12) O3 0.0853(18) 0.0298(13) 0.0479(14) -0.0037(10) -0.0047(12) -0.0028(12) O4 0.074(2) 0.0543(17) 0.128(3) -0.0399(18) -0.0118(19) 0.0114(16) O5 0.091(2) 0.0555(17) 0.093(2) -0.0301(16) -0.0146(17) -0.0214(15) O6 0.098(2) 0.0661(19) 0.095(2) -0.0333(17) -0.0339(18) -0.0134(16) O7 0.0693(18) 0.0723(19) 0.079(2) -0.0061(15) -0.0295(15) -0.0056(16) O8 0.115(3) 0.073(2) 0.0607(18) -0.0215(15) 0.0207(17) -0.0117(19) O9 0.0806(19) 0.091(2) 0.0366(14) 0.0076(14) -0.0032(13) -0.0150(16) N1 0.064(2) 0.0414(17) 0.065(2) -0.0180(15) 0.0054(16) -0.0088(16) N2 0.0574(19) 0.054(2) 0.0557(19) -0.0084(16) -0.0065(15) -0.0169(16) N3 0.0568(19) 0.065(2) 0.0450(18) -0.0123(17) 0.0005(14) -0.0201(16) C1 0.0358(16) 0.0371(17) 0.0367(17) -0.0044(14) -0.0028(13) -0.0062(13) C2 0.0388(17) 0.0325(16) 0.0371(17) -0.0066(13) -0.0014(13) -0.0056(13) C3 0.0404(17) 0.0333(16) 0.0352(16) -0.0029(13) 0.0006(13) -0.0040(13) C4 0.0377(16) 0.0323(16) 0.0365(16) -0.0059(13) 0.0012(13) -0.0068(13) C5 0.0413(17) 0.0348(16) 0.0344(16) -0.0053(13) -0.0036(13) -0.0068(13) C6 0.0396(16) 0.0283(15) 0.0360(16) -0.0026(12) -0.0037(13) -0.0044(13) C7 0.0420(17) 0.0290(16) 0.0410(17) -0.0062(13) -0.0031(13) -0.0066(13) C8 0.0397(17) 0.0363(17) 0.0338(16) -0.0071(13) -0.0024(13) -0.0060(13) C9 0.050(2) 0.0431(19) 0.054(2) -0.0156(16) -0.0183(16) -0.0037(16) C10 0.051(2) 0.045(2) 0.063(2) -0.0147(17) -0.0161(17) 0.0029(16) C11 0.0498(19) 0.0329(17) 0.0439(18) -0.0105(14) 0.0030(15) -0.0076(14) C12 0.054(2) 0.047(2) 0.0424(18) -0.0153(15) -0.0062(15) -0.0129(16) C13 0.0453(18) 0.0436(18) 0.0359(17) -0.0086(14) -0.0076(14) -0.0040(14) C14 0.0475(18) 0.0323(17) 0.0373(17) -0.0051(14) 0.0040(14) -0.0077(14) C15 0.0403(17) 0.0315(16) 0.0396(17) -0.0078(13) 0.0058(13) -0.0095(13) C16 0.0439(18) 0.0313(16) 0.0442(18) -0.0061(14) 0.0004(14) -0.0061(13) C17 0.051(2) 0.0348(17) 0.0481(19) -0.0140(15) 0.0034(15) -0.0087(15) C18 0.0417(18) 0.0415(18) 0.0449(18) -0.0074(15) 0.0005(14) -0.0141(15) C19 0.0407(18) 0.0380(18) 0.054(2) -0.0044(15) 0.0018(15) -0.0071(14) C20 0.0407(17) 0.0303(16) 0.053(2) -0.0100(14) 0.0046(14) -0.0061(14) C21 0.0461(18) 0.0321(17) 0.0392(17) -0.0038(13) -0.0061(14) -0.0085(14) C22 0.0456(18) 0.0305(16) 0.0373(17) -0.0006(13) -0.0068(13) -0.0107(14) C23 0.0518(19) 0.0356(17) 0.0376(17) 0.0005(14) -0.0050(14) -0.0087(14) C24 0.052(2) 0.0397(18) 0.0450(19) -0.0069(15) -0.0018(15) -0.0079(15) C25 0.0508(19) 0.049(2) 0.0348(17) -0.0035(15) -0.0006(14) -0.0199(16) C26 0.058(2) 0.047(2) 0.0383(18) 0.0054(15) -0.0083(15) -0.0115(17) C27 0.059(2) 0.0393(18) 0.0404(19) 0.0000(15) -0.0055(16) -0.0040(16) O1S 0.091(6) 0.232(11) 0.108(7) -0.030(7) 0.003(5) -0.011(6) C1S 0.087(8) 0.189(14) 0.050(6) 0.021(7) -0.011(5) -0.070(9) O1S' 0.096(6) 0.59(3) 0.086(6) -0.068(10) 0.013(5) -0.157(11) C1S' 0.053(5) 0.163(11) 0.039(5) -0.002(5) 0.001(4) -0.055(6) C2S 0.171(7) 0.085(4) 0.137(6) 0.000(4) 0.034(5) 0.007(4) C3S 0.149(7) 0.096(5) 0.180(8) -0.019(5) 0.002(6) 0.014(5) _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 O1 C1 1.221(3) . ? O2 C14 1.222(4) . ? O3 C21 1.222(3) . ? O4 N1 1.220(4) . ? O5 N1 1.219(4) . ? O6 N2 1.215(4) . ? O7 N2 1.219(4) . ? O8 N3 1.212(4) . ? O9 N3 1.225(4) . ? N1 C11 1.462(4) . ? N2 C18 1.473(4) . ? N3 C25 1.474(4) . ? C1 C2 1.494(4) . ? C1 C8 1.495(4) . ? C2 C7 1.390(4) . ? C2 C3 1.393(4) . ? C3 C4 1.391(4) . ? C4 C5 1.400(4) . ? C4 C14 1.497(4) . ? C5 C6 1.385(4) . ? C6 C7 1.391(4) . ? C6 C21 1.500(4) . ? C8 C9 1.384(4) . ? C8 C13 1.389(4) . ? C9 C10 1.378(4) . ? C10 C11 1.377(4) . ? C11 C12 1.379(5) . ? C12 C13 1.376(4) . ? C14 C15 1.492(4) . ? C15 C20 1.388(4) . ? C15 C16 1.395(4) . ? C16 C17 1.388(4) . ? C17 C18 1.379(5) . ? C18 C19 1.374(4) . ? C19 C20 1.384(4) . ? C21 C22 1.487(4) . ? C22 C23 1.388(4) . ? C22 C27 1.398(4) . ? C23 C24 1.387(4) . ? C24 C25 1.381(4) . ? C25 C26 1.373(5) . ? C26 C27 1.376(5) . ? O1S C1S 1.195(11) . ? C1S C3S 1.441(10) . ? C1S C2S 1.510(11) . ? O1S' C1S' 1.135(10) . ? C1S' C3S 1.410(10) . ? C1S' C2S 1.440(10) . ? 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 O5 N1 O4 123.5(3) . . ? O5 N1 C11 118.5(3) . . ? O4 N1 C11 118.0(3) . . ? O6 N2 O7 123.0(3) . . ? O6 N2 C18 118.6(3) . . ? O7 N2 C18 118.4(3) . . ? O8 N3 O9 124.0(3) . . ? O8 N3 C25 118.4(3) . . ? O9 N3 C25 117.6(3) . . ? O1 C1 C2 120.5(3) . . ? O1 C1 C8 120.3(3) . . ? C2 C1 C8 119.3(3) . . ? C7 C2 C3 119.1(3) . . ? C7 C2 C1 121.6(3) . . ? C3 C2 C1 119.3(3) . . ? C4 C3 C2 120.4(3) . . ? C3 C4 C5 119.7(3) . . ? C3 C4 C14 118.7(3) . . ? C5 C4 C14 121.4(3) . . ? C6 C5 C4 120.1(3) . . ? C5 C6 C7 119.6(3) . . ? C5 C6 C21 123.6(3) . . ? C7 C6 C21 116.7(3) . . ? C2 C7 C6 121.0(3) . . ? C9 C8 C13 119.1(3) . . ? C9 C8 C1 121.8(3) . . ? C13 C8 C1 119.0(3) . . ? C10 C9 C8 120.8(3) . . ? C9 C10 C11 118.8(3) . . ? C10 C11 C12 121.9(3) . . ? C10 C11 N1 118.3(3) . . ? C12 C11 N1 119.8(3) . . ? C13 C12 C11 118.6(3) . . ? C12 C13 C8 120.9(3) . . ? O2 C14 C15 120.9(3) . . ? O2 C14 C4 119.1(3) . . ? C15 C14 C4 120.0(3) . . ? C20 C15 C16 119.8(3) . . ? C20 C15 C14 121.6(3) . . ? C16 C15 C14 118.5(3) . . ? C17 C16 C15 120.1(3) . . ? C18 C17 C16 118.2(3) . . ? C19 C18 C17 123.1(3) . . ? C19 C18 N2 118.5(3) . . ? C17 C18 N2 118.4(3) . . ? C18 C19 C20 118.3(3) . . ? C19 C20 C15 120.5(3) . . ? O3 C21 C22 119.5(3) . . ? O3 C21 C6 118.3(3) . . ? C22 C21 C6 122.1(3) . . ? C23 C22 C27 119.1(3) . . ? C23 C22 C21 123.8(3) . . ? C27 C22 C21 117.0(3) . . ? C22 C23 C24 120.8(3) . . ? C25 C24 C23 118.2(3) . . ? C26 C25 C24 122.5(3) . . ? C26 C25 N3 118.4(3) . . ? C24 C25 N3 119.1(3) . . ? C25 C26 C27 118.8(3) . . ? C26 C27 C22 120.7(3) . . ? O1S C1S C3S 119.1(11) . . ? O1S C1S C2S 120.2(10) . . ? C3S C1S C2S 120.7(9) . . ? O1S' C1S' C3S 109.6(12) . . ? O1S' C1S' C2S 122.0(12) . . ? C3S C1S' C2S 128.3(8) . . ? C1S' C2S C1S 54.3(6) . . ? C1S' C3S C1S 56.4(6) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.494 _refine_diff_density_min -0.310 _refine_diff_density_rms 0.056 #===END data_Compd13.1.5CH3NO2 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28.50 H19.50 N4.50 O12' _chemical_formula_weight 616.99 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' 'O' 'O' 0.0106 0.0060 '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 9.7537(2) _cell_length_b 10.5838(2) _cell_length_c 14.6243(2) _cell_angle_alpha 82.543(1) _cell_angle_beta 81.724(1) _cell_angle_gamma 71.179(1) _cell_volume 1408.47(4) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8615 _cell_measurement_theta_min 2.5 _cell_measurement_theta_max 27.0 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.39 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.455 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 636 _exptl_absorpt_coefficient_mu 0.116 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9561 _exptl_absorpt_correction_T_max 0.9885 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'long-fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 33013 _diffrn_reflns_av_R_equivalents 0.05 _diffrn_reflns_av_sigmaI/netI 0.0393 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.04 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5727 _reflns_number_gt 3656 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL (Sheldrick, 1999)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1999)' _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^)+(0.0643P)^2^+0.8735P] 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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5727 _refine_ls_number_parameters 427 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.1005 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1540 _refine_ls_wR_factor_gt 0.1278 _refine_ls_goodness_of_fit_ref 1.013 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.6250(2) 1.04599(17) 0.64351(11) 0.0479(5) Uani 1 1 d . . . O2 O 0.6776(2) 0.68210(18) 0.43628(12) 0.0536(5) Uani 1 1 d . . . O3 O 0.6774(2) 1.32038(18) 0.23402(12) 0.0530(5) Uani 1 1 d . . . O4 O 0.8810(2) 1.6132(2) 0.59572(14) 0.0591(5) Uani 1 1 d . . . O5 O 0.6868(3) 1.6656(2) 0.68933(18) 0.0826(8) Uani 1 1 d . . . O6 O 1.1029(3) 0.3808(2) 0.05511(16) 0.0742(7) Uani 1 1 d . . . O7 O 1.2235(3) 0.5204(3) 0.0447(2) 0.1063(10) Uani 1 1 d . . . O8 O 0.2700(3) 1.1229(2) -0.06272(15) 0.0705(6) Uani 1 1 d . . . O9 O 0.4077(3) 1.2203(3) -0.15163(14) 0.0842(8) Uani 1 1 d . . . N1 N 0.7717(3) 1.5910(2) 0.63559(16) 0.0462(5) Uani 1 1 d . . . N2 N 1.1245(3) 0.4778(3) 0.08005(19) 0.0647(7) Uani 1 1 d . . . N3 N 0.3638(3) 1.1773(2) -0.07549(16) 0.0536(6) Uani 1 1 d . . . C1 C 0.6581(3) 1.1140(2) 0.57566(16) 0.0349(5) Uani 1 1 d . . . C2 C 0.6709(3) 1.0708(2) 0.48079(15) 0.0336(5) Uani 1 1 d . . . C3 C 0.6997(3) 0.9355(2) 0.47142(16) 0.0362(5) Uani 1 1 d . . . H3A H 0.7089 0.8741 0.5244 0.043 Uiso 1 1 calc R . . C4 C 0.7149(3) 0.8902(2) 0.38447(16) 0.0354(5) Uani 1 1 d . . . C5 C 0.6965(3) 0.9812(2) 0.30604(16) 0.0351(5) Uani 1 1 d . . . H5A H 0.7083 0.9504 0.2470 0.042 Uiso 1 1 calc R . . C6 C 0.6606(2) 1.1180(2) 0.31504(15) 0.0328(5) Uani 1 1 d . . . C7 C 0.6508(3) 1.1615(2) 0.40237(16) 0.0344(5) Uani 1 1 d . . . H7A H 0.6303 1.2533 0.4083 0.041 Uiso 1 1 calc R . . C8 C 0.6863(3) 1.2419(2) 0.58738(15) 0.0340(5) Uani 1 1 d . . . C9 C 0.7948(3) 1.2827(2) 0.53142(16) 0.0370(5) Uani 1 1 d . . . H9A H 0.8488 1.2322 0.4825 0.044 Uiso 1 1 calc R . . C10 C 0.8239(3) 1.3970(2) 0.54721(17) 0.0384(6) Uani 1 1 d . . . H10A H 0.8983 1.4244 0.5104 0.046 Uiso 1 1 calc R . . C11 C 0.7408(3) 1.4696(2) 0.61837(16) 0.0359(5) Uani 1 1 d . . . C12 C 0.6321(3) 1.4323(2) 0.67533(17) 0.0416(6) Uani 1 1 d . . . H12A H 0.5766 1.4845 0.7231 0.050 Uiso 1 1 calc R . . C13 C 0.6075(3) 1.3163(2) 0.66003(16) 0.0399(6) Uani 1 1 d . . . H13A H 0.5365 1.2870 0.6992 0.048 Uiso 1 1 calc R . . C14 C 0.7412(3) 0.7433(2) 0.37784(17) 0.0390(6) Uani 1 1 d . . . C15 C 0.8412(3) 0.6764(2) 0.29974(17) 0.0374(6) Uani 1 1 d . . . C16 C 0.8175(3) 0.5675(2) 0.26688(18) 0.0427(6) Uani 1 1 d . . . H16A H 0.7394 0.5372 0.2948 0.051 Uiso 1 1 calc R . . C17 C 0.9077(3) 0.5046(2) 0.19398(19) 0.0465(6) Uani 1 1 d . . . H17A H 0.8899 0.4339 0.1700 0.056 Uiso 1 1 calc R . . C18 C 1.0250(3) 0.5474(3) 0.15685(19) 0.0470(6) Uani 1 1 d . . . C19 C 1.0535(3) 0.6523(3) 0.1888(2) 0.0520(7) Uani 1 1 d . . . H19A H 1.1351 0.6787 0.1629 0.062 Uiso 1 1 calc R . . C20 C 0.9590(3) 0.7177(3) 0.26003(19) 0.0450(6) Uani 1 1 d . . . H20A H 0.9750 0.7911 0.2817 0.054 Uiso 1 1 calc R . . C21 C 0.6388(3) 1.2217(2) 0.23383(16) 0.0356(5) Uani 1 1 d . . . C22 C 0.5675(3) 1.2058(2) 0.15415(15) 0.0351(5) Uani 1 1 d . . . C23 C 0.4710(3) 1.1317(2) 0.16382(16) 0.0355(5) Uani 1 1 d . . . H23A H 0.4520 1.0864 0.2215 0.043 Uiso 1 1 calc R . . C24 C 0.4025(3) 1.1241(2) 0.08898(16) 0.0394(6) Uani 1 1 d . . . H24A H 0.3359 1.0753 0.0954 0.047 Uiso 1 1 calc R . . C25 C 0.4342(3) 1.1896(3) 0.00489(17) 0.0426(6) Uani 1 1 d . . . C26 C 0.5277(3) 1.2640(3) -0.00693(17) 0.0518(7) Uani 1 1 d . . . H26A H 0.5470 1.3078 -0.0652 0.062 Uiso 1 1 calc R . . C27 C 0.5933(3) 1.2737(3) 0.06835(18) 0.0485(7) Uani 1 1 d . . . H27A H 0.6559 1.3264 0.0617 0.058 Uiso 1 1 calc R . . O1S O -0.0228(3) 1.0057(3) -0.3579(2) 0.1143(12) Uani 1 1 d D . . O2S O -0.1367(6) 1.0394(4) -0.2230(3) 0.1588(18) Uani 1 1 d D . . N1S N -0.0727(4) 0.9652(3) -0.2856(3) 0.0856(10) Uani 1 1 d D . . C1S C -0.0675(4) 0.8259(3) -0.2684(3) 0.0812(11) Uani 1 1 d D . . H1S1 H -0.1129 0.8103 -0.2062 0.122 Uiso 1 1 calc R . . H1S2 H 0.0332 0.7691 -0.2741 0.122 Uiso 1 1 calc R . . H1S3 H -0.1193 0.8049 -0.3132 0.122 Uiso 1 1 calc R . . O3S O 0.0905(7) 0.9512(8) -0.1227(5) 0.131(2) Uani 0.50 1 d PD A -1 O4S O 0.0798(15) 0.8461(17) 0.0077(15) 0.450(18) Uani 0.50 1 d PD A -1 N2S N 0.0371(17) 0.943(2) -0.0437(9) 0.231(18) Uani 0.50 1 d PD A -1 C2S C -0.0504(16) 1.0584(11) 0.0048(18) 0.121(6) Uani 0.50 1 d PD A -1 H2S1 H -0.0830 1.1350 -0.0399 0.182 Uiso 0.50 1 calc PR A -1 H2S2 H 0.0075 1.0783 0.0463 0.182 Uiso 0.50 1 calc PR A -1 H2S3 H -0.1344 1.0391 0.0403 0.182 Uiso 0.50 1 calc PR A -1 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 O1 0.0675(13) 0.0481(10) 0.0346(9) 0.0008(8) -0.0001(9) -0.0308(10) O2 0.0817(14) 0.0398(10) 0.0443(10) 0.0007(8) -0.0049(10) -0.0284(10) O3 0.0777(14) 0.0448(10) 0.0493(11) 0.0049(8) -0.0141(10) -0.0369(10) O4 0.0568(13) 0.0593(12) 0.0730(14) -0.0214(10) 0.0069(11) -0.0343(11) O5 0.0808(16) 0.0652(14) 0.1114(19) -0.0570(14) 0.0352(15) -0.0366(13) O6 0.0838(17) 0.0527(13) 0.0714(15) -0.0188(11) -0.0008(12) 0.0009(12) O7 0.098(2) 0.0850(19) 0.120(2) -0.0201(16) 0.0543(18) -0.0305(16) O8 0.0626(14) 0.0911(17) 0.0626(14) -0.0200(12) -0.0188(11) -0.0200(13) O9 0.0929(18) 0.118(2) 0.0354(12) 0.0086(12) -0.0196(12) -0.0246(15) N1 0.0487(14) 0.0419(12) 0.0522(13) -0.0108(10) -0.0044(11) -0.0179(11) N2 0.0675(18) 0.0471(15) 0.0623(17) 0.0008(13) 0.0029(14) -0.0005(13) N3 0.0510(15) 0.0593(15) 0.0394(14) -0.0101(11) -0.0117(11) 0.0035(12) C1 0.0371(13) 0.0363(13) 0.0323(12) -0.0019(10) -0.0025(10) -0.0137(11) C2 0.0370(13) 0.0352(12) 0.0321(12) -0.0030(10) -0.0035(10) -0.0160(11) C3 0.0440(14) 0.0335(12) 0.0348(13) 0.0022(10) -0.0083(11) -0.0177(11) C4 0.0391(14) 0.0301(12) 0.0394(13) -0.0019(10) -0.0083(11) -0.0126(10) C5 0.0396(14) 0.0346(12) 0.0343(12) -0.0035(10) -0.0077(10) -0.0144(11) C6 0.0343(13) 0.0311(12) 0.0351(12) -0.0010(10) -0.0062(10) -0.0128(10) C7 0.0400(14) 0.0291(12) 0.0376(13) -0.0033(10) -0.0052(10) -0.0148(10) C8 0.0381(14) 0.0363(13) 0.0294(12) -0.0024(10) -0.0053(10) -0.0135(11) C9 0.0430(14) 0.0376(13) 0.0308(12) -0.0085(10) 0.0021(10) -0.0138(11) C10 0.0387(14) 0.0404(14) 0.0385(13) -0.0047(11) 0.0006(11) -0.0171(11) C11 0.0396(14) 0.0319(12) 0.0384(13) -0.0059(10) -0.0069(11) -0.0119(11) C12 0.0436(15) 0.0419(14) 0.0391(14) -0.0143(11) 0.0031(11) -0.0122(12) C13 0.0414(14) 0.0453(14) 0.0351(13) -0.0061(11) 0.0034(11) -0.0188(12) C14 0.0496(15) 0.0324(13) 0.0393(14) 0.0008(10) -0.0165(12) -0.0155(12) C15 0.0419(14) 0.0283(12) 0.0432(14) 0.0016(10) -0.0149(11) -0.0097(11) C16 0.0470(15) 0.0312(13) 0.0529(16) -0.0034(11) -0.0091(12) -0.0145(12) C17 0.0540(17) 0.0318(13) 0.0535(16) -0.0071(12) -0.0105(13) -0.0098(12) C18 0.0490(16) 0.0355(14) 0.0481(15) -0.0008(11) -0.0043(13) -0.0032(12) C19 0.0433(16) 0.0413(15) 0.0690(19) 0.0018(13) -0.0035(14) -0.0135(13) C20 0.0453(16) 0.0348(13) 0.0579(17) -0.0012(12) -0.0145(13) -0.0137(12) C21 0.0398(14) 0.0322(12) 0.0353(13) -0.0010(10) -0.0012(10) -0.0138(11) C22 0.0406(14) 0.0318(12) 0.0302(12) 0.0004(9) -0.0022(10) -0.0093(11) C23 0.0406(14) 0.0335(12) 0.0305(12) -0.0012(10) -0.0012(10) -0.0104(11) C24 0.0389(14) 0.0417(14) 0.0375(13) -0.0088(11) -0.0042(11) -0.0105(11) C25 0.0410(15) 0.0477(15) 0.0325(13) -0.0052(11) -0.0086(11) -0.0019(12) C26 0.0609(18) 0.0621(18) 0.0278(13) 0.0102(12) -0.0061(12) -0.0175(15) C27 0.0531(17) 0.0502(16) 0.0427(15) 0.0076(12) -0.0026(13) -0.0223(13) O1S 0.0715(17) 0.110(2) 0.153(3) 0.067(2) -0.0269(18) -0.0399(16) O2S 0.267(5) 0.097(3) 0.149(3) -0.015(2) -0.071(3) -0.084(3) N1S 0.098(2) 0.077(2) 0.104(3) 0.021(2) -0.050(2) -0.052(2) C1S 0.090(3) 0.0517(19) 0.108(3) 0.0072(19) -0.014(2) -0.0335(19) O3S 0.095(5) 0.176(7) 0.121(6) -0.031(5) -0.031(4) -0.027(5) O4S 0.213(13) 0.323(18) 0.50(3) 0.32(2) 0.190(15) 0.111(12) N2S 0.102(11) 0.49(5) 0.107(9) 0.133(17) -0.054(9) -0.15(2) C2S 0.068(7) 0.075(6) 0.199(18) 0.036(8) -0.012(9) -0.013(5) _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 O1 C1 1.216(3) . ? O2 C14 1.224(3) . ? O3 C21 1.219(3) . ? O4 N1 1.215(3) . ? O5 N1 1.216(3) . ? O6 N2 1.221(3) . ? O7 N2 1.216(3) . ? O8 N3 1.211(3) . ? O9 N3 1.220(3) . ? N1 C11 1.470(3) . ? N2 C18 1.479(4) . ? N3 C25 1.483(3) . ? C1 C2 1.492(3) . ? C1 C8 1.501(3) . ? C2 C3 1.389(3) . ? C2 C7 1.390(3) . ? C3 C4 1.388(3) . ? C4 C5 1.391(3) . ? C4 C14 1.506(3) . ? C5 C6 1.395(3) . ? C6 C7 1.393(3) . ? C6 C21 1.498(3) . ? C8 C9 1.389(3) . ? C8 C13 1.390(3) . ? C9 C10 1.383(3) . ? C10 C11 1.376(3) . ? C11 C12 1.380(3) . ? C12 C13 1.375(3) . ? C14 C15 1.483(4) . ? C15 C20 1.384(3) . ? C15 C16 1.401(3) . ? C16 C17 1.375(4) . ? C17 C18 1.378(4) . ? C18 C19 1.378(4) . ? C19 C20 1.383(4) . ? C21 C22 1.493(3) . ? C22 C23 1.389(3) . ? C22 C27 1.395(3) . ? C23 C24 1.385(3) . ? C24 C25 1.377(3) . ? C25 C26 1.365(4) . ? C26 C27 1.381(4) . ? O1S N1S 1.187(4) . ? O2S N1S 1.245(5) . ? N1S C1S 1.449(4) . ? O3S N2S 1.201(13) . ? O4S N2S 1.185(15) . ? N2S C2S 1.449(15) . ? 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 O4 N1 O5 122.5(2) . . ? O4 N1 C11 118.9(2) . . ? O5 N1 C11 118.6(2) . . ? O7 N2 O6 123.3(3) . . ? O7 N2 C18 118.3(3) . . ? O6 N2 C18 118.4(3) . . ? O8 N3 O9 123.9(2) . . ? O8 N3 C25 119.0(2) . . ? O9 N3 C25 117.1(3) . . ? O1 C1 C2 120.4(2) . . ? O1 C1 C8 119.8(2) . . ? C2 C1 C8 119.80(19) . . ? C3 C2 C7 119.2(2) . . ? C3 C2 C1 118.5(2) . . ? C7 C2 C1 122.4(2) . . ? C4 C3 C2 120.6(2) . . ? C3 C4 C5 120.0(2) . . ? C3 C4 C14 118.8(2) . . ? C5 C4 C14 121.1(2) . . ? C4 C5 C6 119.9(2) . . ? C7 C6 C5 119.3(2) . . ? C7 C6 C21 117.7(2) . . ? C5 C6 C21 122.9(2) . . ? C2 C7 C6 120.9(2) . . ? C9 C8 C13 119.6(2) . . ? C9 C8 C1 121.7(2) . . ? C13 C8 C1 118.6(2) . . ? C10 C9 C8 120.4(2) . . ? C11 C10 C9 118.1(2) . . ? C10 C11 C12 123.1(2) . . ? C10 C11 N1 118.3(2) . . ? C12 C11 N1 118.6(2) . . ? C13 C12 C11 117.9(2) . . ? C12 C13 C8 120.9(2) . . ? O2 C14 C15 121.4(2) . . ? O2 C14 C4 119.2(2) . . ? C15 C14 C4 119.4(2) . . ? C20 C15 C16 119.4(2) . . ? C20 C15 C14 121.3(2) . . ? C16 C15 C14 119.2(2) . . ? C17 C16 C15 120.4(2) . . ? C16 C17 C18 118.6(2) . . ? C17 C18 C19 122.6(3) . . ? C17 C18 N2 118.8(3) . . ? C19 C18 N2 118.7(3) . . ? C18 C19 C20 118.3(2) . . ? C19 C20 C15 120.7(2) . . ? O3 C21 C22 120.2(2) . . ? O3 C21 C6 119.5(2) . . ? C22 C21 C6 120.26(19) . . ? C23 C22 C27 119.1(2) . . ? C23 C22 C21 122.3(2) . . ? C27 C22 C21 118.5(2) . . ? C24 C23 C22 120.4(2) . . ? C25 C24 C23 118.5(2) . . ? C26 C25 C24 122.6(2) . . ? C26 C25 N3 119.4(2) . . ? C24 C25 N3 118.0(2) . . ? C25 C26 C27 118.7(2) . . ? C26 C27 C22 120.6(2) . . ? O1S N1S O2S 122.6(4) . . ? O1S N1S C1S 120.5(4) . . ? O2S N1S C1S 116.9(4) . . ? O4S N2S O3S 122(2) . . ? O4S N2S C2S 112.4(18) . . ? O3S N2S C2S 123.3(19) . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.463 _refine_diff_density_min -0.379 _refine_diff_density_rms 0.049 #===END data_Compd13.noguest _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H15 N3 O9' _chemical_formula_weight 525.42 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' 'O' 'O' 0.0106 0.0060 '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 13.3520(2) _cell_length_b 12.0843(2) _cell_length_c 15.0708(2) _cell_angle_alpha 90.00 _cell_angle_beta 95.994(1) _cell_angle_gamma 90.00 _cell_volume 2418.37(6) _cell_formula_units_Z 4 _cell_measurement_temperature 218(2) _cell_measurement_reflns_used 7263 _cell_measurement_theta_min 3.0 _cell_measurement_theta_max 26.0 _exptl_crystal_description irregular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas no _exptl_crystal_density_diffrn 1.443 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1080 _exptl_absorpt_coefficient_mu 0.111 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9569 _exptl_absorpt_correction_T_max 0.9696 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 218(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'long-fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36596 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_av_sigmaI/netI 0.0195 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 26.39 _reflns_number_total 4959 _reflns_number_gt 3943 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXTL (Sheldrick, 1999)' _computing_structure_refinement 'SHELXTL (Sheldrick, 1999)' _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^)+(0.0484P)^2^+0.8496P] 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 noref _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4959 _refine_ls_number_parameters 352 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0541 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1054 _refine_ls_wR_factor_gt 0.0975 _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 O1 O 0.79561(10) 0.22442(10) 0.51388(8) 0.0481(3) Uani 1 1 d . . . O2 O 0.56366(10) 0.35709(9) 0.14555(7) 0.0450(3) Uani 1 1 d . . . O3 O 0.68418(8) -0.11919(9) 0.21486(8) 0.0399(3) Uani 1 1 d . . . O4 O 0.64122(11) -0.25928(13) 0.73828(10) 0.0678(4) Uani 1 1 d . . . O5 O 0.79846(11) -0.24066(14) 0.77964(11) 0.0740(5) Uani 1 1 d . . . O6 O 0.45546(10) 0.75334(10) 0.47212(8) 0.0481(3) Uani 1 1 d . . . O7 O 0.52219(10) 0.84355(9) 0.36985(9) 0.0475(3) Uani 1 1 d . . . O8 O 0.16930(10) -0.14434(15) 0.02638(10) 0.0707(5) Uani 1 1 d . . . O9 O 0.25179(12) -0.24570(16) -0.05587(11) 0.0809(5) Uani 1 1 d . . . N1 N 0.72174(11) -0.21388(12) 0.73408(9) 0.0433(3) Uani 1 1 d . . . N2 N 0.49661(10) 0.75706(11) 0.40324(9) 0.0348(3) Uani 1 1 d . . . N3 N 0.24797(11) -0.17932(14) 0.00367(10) 0.0498(4) Uani 1 1 d . . . C1 C 0.68632(11) 0.14424(12) 0.39835(9) 0.0294(3) Uani 1 1 d . . . C2 C 0.67150(10) 0.04707(13) 0.34979(10) 0.0299(3) Uani 1 1 d . . . H2 H 0.6945 -0.0206 0.3751 0.036 Uiso 1 1 calc R . . C3 C 0.62223(11) 0.04984(12) 0.26308(10) 0.0295(3) Uani 1 1 d . . . C4 C 0.58869(11) 0.14972(12) 0.22603(10) 0.0310(3) Uani 1 1 d . . . H4 H 0.5545 0.1512 0.1683 0.037 Uiso 1 1 calc R . . C5 C 0.60524(11) 0.24822(12) 0.27375(10) 0.0297(3) Uani 1 1 d . . . C6 C 0.65420(11) 0.24525(12) 0.35979(10) 0.0293(3) Uani 1 1 d . . . H6 H 0.6658 0.3113 0.3922 0.035 Uiso 1 1 calc R . . C7 C 0.74356(11) 0.14548(13) 0.48982(10) 0.0330(3) Uani 1 1 d . . . C8 C 0.73677(11) 0.04795(13) 0.55035(10) 0.0308(3) Uani 1 1 d . . . C9 C 0.82005(12) 0.02219(15) 0.61033(11) 0.0418(4) Uani 1 1 d . . . H9 H 0.8795 0.0640 0.6106 0.050 Uiso 1 1 calc R . . C10 C 0.81562(13) -0.06442(15) 0.66939(11) 0.0434(4) Uani 1 1 d . . . H10 H 0.8722 -0.0835 0.7089 0.052 Uiso 1 1 calc R . . C11 C 0.72680(12) -0.12262(13) 0.66954(10) 0.0337(3) Uani 1 1 d . . . C12 C 0.64264(11) -0.09878(13) 0.61138(10) 0.0343(3) Uani 1 1 d . . . H12 H 0.5827 -0.1393 0.6129 0.041 Uiso 1 1 calc R . . C13 C 0.64906(11) -0.01369(13) 0.55098(10) 0.0333(3) Uani 1 1 d . . . H13 H 0.5933 0.0027 0.5097 0.040 Uiso 1 1 calc R . . C14 C 0.57517(11) 0.35380(12) 0.22652(10) 0.0318(3) Uani 1 1 d . . . C15 C 0.55794(11) 0.45659(12) 0.27783(9) 0.0289(3) Uani 1 1 d . . . C16 C 0.50211(11) 0.45648(13) 0.35118(10) 0.0324(3) Uani 1 1 d . . . H16 H 0.4797 0.3892 0.3735 0.039 Uiso 1 1 calc R . . C17 C 0.47970(11) 0.55547(13) 0.39118(10) 0.0325(3) Uani 1 1 d . . . H17 H 0.4400 0.5565 0.4391 0.039 Uiso 1 1 calc R . . C18 C 0.51686(11) 0.65231(12) 0.35911(10) 0.0294(3) Uani 1 1 d . . . C19 C 0.57401(12) 0.65490(13) 0.28768(10) 0.0343(3) Uani 1 1 d . . . H19 H 0.5994 0.7220 0.2678 0.041 Uiso 1 1 calc R . . C20 C 0.59260(11) 0.55604(13) 0.24643(10) 0.0341(3) Uani 1 1 d . . . H20 H 0.6292 0.5561 0.1964 0.041 Uiso 1 1 calc R . . C21 C 0.61377(11) -0.05481(12) 0.21033(10) 0.0310(3) Uani 1 1 d . . . C22 C 0.51778(11) -0.08049(13) 0.15317(10) 0.0320(3) Uani 1 1 d . . . C23 C 0.42624(13) -0.03681(15) 0.17212(12) 0.0424(4) Uani 1 1 d . . . H23 H 0.4245 0.0144 0.2189 0.051 Uiso 1 1 calc R . . C24 C 0.33768(13) -0.06788(16) 0.12285(12) 0.0469(4) Uani 1 1 d . . . H24 H 0.2755 -0.0385 0.1354 0.056 Uiso 1 1 calc R . . C25 C 0.34282(12) -0.14306(14) 0.05487(10) 0.0389(4) Uani 1 1 d . . . C26 C 0.43239(13) -0.18828(14) 0.03378(11) 0.0396(4) Uani 1 1 d . . . H26 H 0.4335 -0.2392 -0.0133 0.048 Uiso 1 1 calc R . . C27 C 0.52022(12) -0.15647(14) 0.08384(10) 0.0373(4) Uani 1 1 d . . . H27 H 0.5821 -0.1863 0.0711 0.045 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 O1 0.0542(7) 0.0447(7) 0.0426(7) 0.0050(6) -0.0084(5) -0.0206(6) O2 0.0695(8) 0.0348(6) 0.0300(6) -0.0014(5) 0.0012(5) 0.0094(6) O3 0.0366(6) 0.0334(6) 0.0496(7) -0.0077(5) 0.0032(5) 0.0066(5) O4 0.0582(9) 0.0710(10) 0.0710(9) 0.0318(8) -0.0085(7) -0.0256(7) O5 0.0580(9) 0.0799(11) 0.0786(10) 0.0436(9) -0.0191(8) -0.0087(8) O6 0.0611(8) 0.0439(7) 0.0418(7) -0.0066(5) 0.0164(6) 0.0081(6) O7 0.0584(8) 0.0270(6) 0.0586(8) -0.0045(6) 0.0126(6) -0.0009(5) O8 0.0380(7) 0.1025(13) 0.0696(9) -0.0192(9) -0.0030(7) 0.0023(8) O9 0.0588(9) 0.1097(14) 0.0705(10) -0.0463(10) -0.0108(8) -0.0046(9) N1 0.0469(8) 0.0406(8) 0.0410(8) 0.0064(6) -0.0025(6) -0.0054(7) N2 0.0348(7) 0.0311(7) 0.0380(7) -0.0045(6) 0.0008(6) 0.0032(5) N3 0.0423(8) 0.0633(11) 0.0420(8) -0.0061(8) -0.0036(7) -0.0028(7) C1 0.0272(7) 0.0309(8) 0.0303(7) 0.0006(6) 0.0033(6) -0.0017(6) C2 0.0280(7) 0.0272(8) 0.0348(8) 0.0009(6) 0.0043(6) 0.0006(6) C3 0.0288(7) 0.0266(8) 0.0332(7) -0.0028(6) 0.0041(6) -0.0003(6) C4 0.0331(7) 0.0305(8) 0.0290(7) -0.0024(6) 0.0005(6) 0.0012(6) C5 0.0305(7) 0.0267(8) 0.0321(7) -0.0012(6) 0.0044(6) 0.0006(6) C6 0.0292(7) 0.0279(8) 0.0311(7) -0.0033(6) 0.0039(6) -0.0027(6) C7 0.0309(7) 0.0346(9) 0.0329(8) -0.0005(6) 0.0013(6) -0.0041(6) C8 0.0319(7) 0.0313(8) 0.0287(7) -0.0013(6) 0.0012(6) -0.0017(6) C9 0.0354(8) 0.0453(10) 0.0425(9) 0.0067(8) -0.0071(7) -0.0127(7) C10 0.0368(9) 0.0486(11) 0.0419(9) 0.0084(8) -0.0099(7) -0.0054(7) C11 0.0387(8) 0.0308(8) 0.0311(7) 0.0013(6) 0.0011(6) -0.0009(6) C12 0.0302(7) 0.0345(8) 0.0378(8) 0.0005(7) 0.0019(6) -0.0041(6) C13 0.0284(7) 0.0372(9) 0.0332(8) 0.0005(7) -0.0018(6) 0.0004(6) C14 0.0335(8) 0.0288(8) 0.0326(8) -0.0019(6) 0.0017(6) 0.0007(6) C15 0.0292(7) 0.0261(7) 0.0306(7) 0.0004(6) -0.0002(6) 0.0014(6) C16 0.0378(8) 0.0274(8) 0.0321(8) 0.0026(6) 0.0041(6) -0.0023(6) C17 0.0354(8) 0.0342(8) 0.0284(7) -0.0010(6) 0.0056(6) 0.0005(6) C18 0.0290(7) 0.0270(8) 0.0314(7) -0.0039(6) -0.0008(6) 0.0026(6) C19 0.0357(8) 0.0263(8) 0.0417(8) 0.0025(7) 0.0070(7) -0.0020(6) C20 0.0364(8) 0.0310(8) 0.0362(8) 0.0006(6) 0.0101(6) 0.0017(6) C21 0.0347(8) 0.0265(8) 0.0325(8) -0.0018(6) 0.0063(6) 0.0004(6) C22 0.0352(8) 0.0281(8) 0.0327(8) -0.0030(6) 0.0039(6) 0.0010(6) C23 0.0391(9) 0.0434(10) 0.0448(9) -0.0173(8) 0.0041(7) 0.0032(7) C24 0.0342(9) 0.0553(11) 0.0512(10) -0.0144(9) 0.0043(7) 0.0056(8) C25 0.0363(8) 0.0456(10) 0.0338(8) -0.0035(7) -0.0016(6) -0.0018(7) C26 0.0452(9) 0.0413(10) 0.0321(8) -0.0094(7) 0.0020(7) 0.0009(7) C27 0.0372(8) 0.0369(9) 0.0381(8) -0.0076(7) 0.0051(7) 0.0052(7) _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 O1 C7 1.2131(18) . ? O2 C14 1.2145(18) . ? O3 C21 1.2167(18) . ? O4 N1 1.2145(19) . ? O5 N1 1.2159(19) . ? O6 N2 1.2251(17) . ? O7 N2 1.2240(17) . ? O8 N3 1.214(2) . ? O9 N3 1.209(2) . ? N1 C11 1.477(2) . ? N2 C18 1.4681(19) . ? N3 C25 1.479(2) . ? C1 C2 1.387(2) . ? C1 C6 1.400(2) . ? C1 C7 1.505(2) . ? C2 C3 1.401(2) . ? C3 C4 1.385(2) . ? C3 C21 1.492(2) . ? C4 C5 1.396(2) . ? C5 C6 1.390(2) . ? C5 C14 1.495(2) . ? C7 C8 1.499(2) . ? C8 C13 1.389(2) . ? C8 C9 1.393(2) . ? C9 C10 1.379(2) . ? C10 C11 1.379(2) . ? C11 C12 1.381(2) . ? C12 C13 1.382(2) . ? C14 C15 1.494(2) . ? C15 C20 1.389(2) . ? C15 C16 1.396(2) . ? C16 C17 1.386(2) . ? C17 C18 1.378(2) . ? C18 C19 1.383(2) . ? C19 C20 1.381(2) . ? C21 C22 1.500(2) . ? C22 C23 1.388(2) . ? C22 C27 1.394(2) . ? C23 C24 1.381(2) . ? C24 C25 1.376(2) . ? C25 C26 1.382(2) . ? C26 C27 1.381(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 O4 N1 O5 123.26(15) . . ? O4 N1 C11 118.25(14) . . ? O5 N1 C11 118.49(14) . . ? O7 N2 O6 123.28(13) . . ? O7 N2 C18 118.52(13) . . ? O6 N2 C18 118.19(13) . . ? O9 N3 O8 123.03(16) . . ? O9 N3 C25 118.94(15) . . ? O8 N3 C25 117.94(15) . . ? C2 C1 C6 119.90(13) . . ? C2 C1 C7 121.51(14) . . ? C6 C1 C7 118.42(13) . . ? C1 C2 C3 119.95(14) . . ? C4 C3 C2 119.85(14) . . ? C4 C3 C21 121.38(13) . . ? C2 C3 C21 118.62(13) . . ? C3 C4 C5 120.55(13) . . ? C6 C5 C4 119.48(14) . . ? C6 C5 C14 122.87(13) . . ? C4 C5 C14 117.52(13) . . ? C5 C6 C1 120.24(14) . . ? O1 C7 C8 120.37(14) . . ? O1 C7 C1 120.12(14) . . ? C8 C7 C1 119.50(13) . . ? C13 C8 C9 119.49(14) . . ? C13 C8 C7 122.04(13) . . ? C9 C8 C7 118.41(13) . . ? C10 C9 C8 120.21(15) . . ? C11 C10 C9 118.88(15) . . ? C10 C11 C12 122.37(15) . . ? C10 C11 N1 118.71(14) . . ? C12 C11 N1 118.92(14) . . ? C11 C12 C13 118.09(14) . . ? C12 C13 C8 120.92(14) . . ? O2 C14 C15 118.87(14) . . ? O2 C14 C5 120.38(14) . . ? C15 C14 C5 120.75(13) . . ? C20 C15 C16 119.68(14) . . ? C20 C15 C14 117.93(13) . . ? C16 C15 C14 122.21(13) . . ? C17 C16 C15 120.05(14) . . ? C18 C17 C16 118.57(13) . . ? C17 C18 C19 122.70(14) . . ? C17 C18 N2 118.89(13) . . ? C19 C18 N2 118.40(13) . . ? C20 C19 C18 118.06(14) . . ? C19 C20 C15 120.88(14) . . ? O3 C21 C3 119.81(13) . . ? O3 C21 C22 120.58(13) . . ? C3 C21 C22 119.61(13) . . ? C23 C22 C27 119.65(14) . . ? C23 C22 C21 121.39(14) . . ? C27 C22 C21 118.77(13) . . ? C24 C23 C22 120.58(15) . . ? C25 C24 C23 118.25(15) . . ? C24 C25 C26 122.95(15) . . ? C24 C25 N3 118.52(15) . . ? C26 C25 N3 118.51(15) . . ? C27 C26 C25 118.04(15) . . ? C26 C27 C22 120.52(15) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.39 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.296 _refine_diff_density_min -0.268 _refine_diff_density_rms 0.039 #===END