data_4000134 _journal_name_full 'Chemistry of Materials' _journal_year 2002 _chemical_formula_moiety 'C24 H21 N O6 ' _chemical_formula_sum 'C24 H21 N O6 ' _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 8.2076(8) _cell_length_b 8.8702(8) _cell_length_c 15.687(2) _cell_angle_alpha 102.006(4) _cell_angle_beta 91.049(3) _cell_angle_gamma 103.99(1) _cell_volume 1081.1(2) _diffrn_reflns_number 3267 _diffrn_reflns_theta_max 19.95 _diffrn_reflns_av_R_equivalents 0.046 _cell_measurement_reflns_used 1590 _cell_measurement_theta_min 4.076 _cell_measurement_theta_max 19.980 _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _reflns_number_total 1974 _reflns_number_gt 1371 _reflns_threshold_expression >2sigma(I) _exptl_absorpt_coefficient_mu 0.093 _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^)+(0.0485P)^2^+0.2296P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1974 _refine_ls_number_parameters 280 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0942 _refine_ls_R_factor_gt 0.0530 _refine_ls_wR_factor_ref 0.1334 _refine_ls_wR_factor_gt 0.1107 _refine_ls_goodness_of_fit_ref 1.067 _refine_ls_restrained_S_all 1.067 _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 0.8327(5) 1.0373(5) 0.4186(3) 0.101(1) Uani 1 1 d . . . O2 O 0.8051(3) 0.7760(4) 0.3983(2) 0.072(1) Uani 1 1 d . . . O3 O 0.2041(4) 0.3398(5) 0.1039(2) 0.102(1) Uani 1 1 d . . . O4 O 0.3738(3) 0.5714(4) 0.0950(2) 0.069(1) Uani 1 1 d . . . O5 O 0.3456(5) 0.2863(5) 0.3248(2) 0.099(1) Uani 1 1 d . . . O6 O 0.6103(4) 0.4293(4) 0.3585(2) 0.072(1) Uani 1 1 d . . . N1 N 0.6432(4) 0.6367(4) 0.2267(2) 0.047(1) Uani 1 1 d . . . C1 C 0.7757(5) 0.7631(5) 0.2105(4) 0.050(1) Uani 1 1 d . . . C2 C 0.8613(5) 0.8889(6) 0.2771(4) 0.057(1) Uani 1 1 d . . . C3 C 0.9881(6) 1.0093(6) 0.2565(4) 0.070(2) Uani 1 1 d . . . H3 H 1.0422 1.0962 0.3002 0.084 Uiso 1 1 calc R . . C4 C 1.0341(6) 1.0001(7) 0.1714(5) 0.080(2) Uani 1 1 d . . . H4 H 1.1233 1.0774 0.1589 0.096 Uiso 1 1 calc R . . C5 C 0.9482(6) 0.8770(8) 0.1054(4) 0.075(2) Uani 1 1 d . . . H5 H 0.9773 0.8720 0.0480 0.090 Uiso 1 1 calc R . . C6 C 0.8181(5) 0.7604(6) 0.1253(3) 0.061(1) Uani 1 1 d . . . H6 H 0.7579 0.6787 0.0805 0.074 Uiso 1 1 calc R . . C7 C 0.8307(5) 0.9106(8) 0.3710(4) 0.065(1) Uani 1 1 d . . . C8 C 0.7606(7) 0.7833(7) 0.4886(4) 0.108(2) Uani 1 1 d . . . H8A H 0.8441 0.8649 0.5271 0.162 Uiso 1 1 calc R . . H8B H 0.7554 0.6824 0.5033 0.162 Uiso 1 1 calc R . . H8C H 0.6528 0.8072 0.4949 0.162 Uiso 1 1 calc R . . C9 C 0.6397(6) 0.4807(6) 0.1805(3) 0.052(1) Uani 1 1 d . . . C10 C 0.4975(6) 0.3771(6) 0.1307(3) 0.055(1) Uani 1 1 d . . . C11 C 0.5007(8) 0.2209(7) 0.0960(3) 0.082(2) Uani 1 1 d . . . H11 H 0.4040 0.1499 0.0665 0.098 Uiso 1 1 calc R . . C12 C 0.644(1) 0.1683(7) 0.1044(4) 0.093(2) Uani 1 1 d . . . H12 H 0.6446 0.0632 0.0808 0.112 Uiso 1 1 calc R . . C13 C 0.7866(7) 0.2750(8) 0.1487(4) 0.084(2) Uani 1 1 d . . . H13 H 0.8854 0.2421 0.1523 0.100 Uiso 1 1 calc R . . C14 C 0.7856(6) 0.4280(7) 0.1873(3) 0.068(1) Uani 1 1 d . . . H14 H 0.8821 0.4970 0.2182 0.081 Uiso 1 1 calc R . . C15 C 0.3448(7) 0.4254(7) 0.1099(3) 0.065(1) Uani 1 1 d . . . C16 C 0.2279(6) 0.6301(7) 0.0802(3) 0.092(2) Uani 1 1 d . . . H16A H 0.1725 0.5755 0.0240 0.138 Uiso 1 1 calc R . . H16B H 0.2630 0.7423 0.0822 0.138 Uiso 1 1 calc R . . H16C H 0.1515 0.6115 0.1247 0.138 Uiso 1 1 calc R . . C17 C 0.5084(5) 0.6688(6) 0.2756(3) 0.050(1) Uani 1 1 d . . . C18 C 0.4137(5) 0.5612(6) 0.3211(3) 0.057(1) Uani 1 1 d . . . C19 C 0.2753(6) 0.5979(8) 0.3624(3) 0.083(2) Uani 1 1 d . . . H19 H 0.2090 0.5244 0.3901 0.099 Uiso 1 1 calc R . . C20 C 0.2338(7) 0.7381(9) 0.3635(4) 0.096(2) Uani 1 1 d . . . H20 H 0.1411 0.7599 0.3921 0.115 Uiso 1 1 calc R . . C21 C 0.3287(7) 0.8454(7) 0.3227(4) 0.085(2) Uani 1 1 d . . . H21 H 0.3029 0.9426 0.3251 0.101 Uiso 1 1 calc R . . C22 C 0.4633(5) 0.8123(6) 0.2774(3) 0.064(1) Uani 1 1 d . . . H22 H 0.5245 0.8856 0.2480 0.077 Uiso 1 1 calc R . . C23 C 0.4519(7) 0.4095(7) 0.3323(3) 0.063(1) Uani 1 1 d . . . C24 C 0.6616(6) 0.2894(6) 0.3723(4) 0.093(2) Uani 1 1 d . . . H24A H 0.6111 0.2572 0.4225 0.140 Uiso 1 1 calc R . . H24B H 0.7819 0.3146 0.3818 0.140 Uiso 1 1 calc R . . H24C H 0.6255 0.2041 0.3218 0.140 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 0.126(3) 0.072(3) 0.098(3) -0.004(3) -0.005(2) 0.031(2) O2 0.081(2) 0.066(3) 0.063(3) 0.014(2) 0.001(2) 0.008(2) O3 0.068(2) 0.106(3) 0.121(3) 0.042(3) -0.004(2) -0.016(2) O4 0.062(2) 0.072(3) 0.075(2) 0.021(2) -0.002(2) 0.017(2) O5 0.092(3) 0.083(3) 0.107(3) 0.036(3) 0.004(2) -0.017(2) O6 0.071(2) 0.056(2) 0.089(3) 0.023(2) 0.004(2) 0.013(2) N1 0.041(2) 0.043(3) 0.059(3) 0.011(2) 0.009(2) 0.011(2) C1 0.040(3) 0.042(3) 0.074(4) 0.021(3) 0.007(3) 0.012(2) C2 0.043(3) 0.052(4) 0.078(5) 0.025(3) 0.002(3) 0.008(3) C3 0.059(3) 0.051(4) 0.101(5) 0.019(3) -0.001(3) 0.014(3) C4 0.051(3) 0.066(4) 0.133(6) 0.048(5) 0.011(4) 0.011(3) C5 0.069(3) 0.086(5) 0.090(5) 0.053(4) 0.027(3) 0.025(3) C6 0.061(3) 0.063(4) 0.066(4) 0.024(3) 0.017(3) 0.018(3) C7 0.049(3) 0.053(4) 0.083(5) 0.004(4) -0.007(3) 0.006(3) C8 0.117(4) 0.129(6) 0.057(4) 0.016(4) 0.003(3) -0.002(4) C9 0.057(3) 0.042(3) 0.065(3) 0.021(3) 0.021(3) 0.018(3) C10 0.055(3) 0.043(4) 0.063(3) 0.014(3) 0.010(3) 0.005(3) C11 0.115(5) 0.048(4) 0.075(4) 0.004(3) 0.020(3) 0.014(3) C12 0.134(5) 0.047(4) 0.105(5) 0.007(4) 0.033(4) 0.039(5) C13 0.095(4) 0.079(5) 0.095(5) 0.031(4) 0.023(4) 0.043(4) C14 0.066(3) 0.055(4) 0.089(4) 0.020(3) 0.016(3) 0.024(3) C15 0.068(4) 0.067(4) 0.052(3) 0.010(3) 0.008(3) 0.005(3) C16 0.073(3) 0.126(5) 0.092(4) 0.033(4) -0.005(3) 0.047(3) C17 0.045(3) 0.044(3) 0.059(3) 0.006(3) -0.002(2) 0.010(2) C18 0.045(3) 0.064(4) 0.056(3) 0.006(3) 0.005(2) 0.011(3) C19 0.071(4) 0.094(5) 0.082(4) 0.024(4) 0.017(3) 0.015(3) C20 0.073(4) 0.119(6) 0.105(5) 0.017(5) 0.033(3) 0.045(4) C21 0.082(4) 0.076(4) 0.100(5) 0.002(4) 0.007(3) 0.043(4) C22 0.057(3) 0.058(4) 0.076(4) 0.007(3) 0.000(3) 0.019(3) C23 0.062(4) 0.068(4) 0.052(3) 0.013(3) 0.015(3) 0.004(3) C24 0.121(4) 0.068(4) 0.106(5) 0.039(4) 0.012(3) 0.034(3)