Supplementary Material (ESI) for Chemical Communications This journal is (C) The Royal Society of Chemistry 2001 data_global _journal_coden_Cambridge 182 _publ_requested_journal 'Chemical Communications' loop_ _publ_author_name 'Kipp, Alex J.' 'MacGillivray, Leonard R.' 'Papaefstathiou, Giannis S.' _publ_contact_author_name 'Dr Leonard R MacGillivray' _publ_contact_author_address ; Department of Chemistry University of Iowa Iowa City Iowa 52242-1294 UNITED STATES OF AMERICA ; _publ_contact_author_email ? _publ_section_title ; Using noncovalent forces to direct molecular synthesis: a new linear template to control reactivity in molecular solids ; data_lmz3 _database_code_CSD 172617 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H18 N2 O4' _chemical_formula_weight 398.42 _chemical_melting_point ? _chemical_compound_source ? 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.599(2) _cell_length_b 29.271(6) _cell_length_c 9.106(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.611(4) _cell_angle_gamma 90.00 _cell_volume 1941.0(8) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.36 _exptl_crystal_density_method ? _exptl_crystal_F_000 860 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9135 _diffrn_reflns_av_R_equivalents 0.1111 _diffrn_reflns_av_sigmaI/netI 0.1031 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -38 _diffrn_reflns_limit_k_max 38 _diffrn_reflns_limit_l_min -8 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 1.39 _diffrn_reflns_theta_max 22.50 _reflns_number_total 2539 _reflns_number_observed 1412 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 242 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0666P)^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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2297 _refine_ls_number_parameters 291 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1023 _refine_ls_R_factor_obs 0.0530 _refine_ls_wR_factor_all 0.1394 _refine_ls_wR_factor_obs 0.1197 _refine_ls_goodness_of_fit_all 0.846 _refine_ls_goodness_of_fit_obs 1.014 _refine_ls_restrained_S_all 0.840 _refine_ls_restrained_S_obs 1.014 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.2944(3) 0.62730(8) 0.5134(3) 0.0377(7) Uani 1 d . . H1 H 0.2371(40) 0.6061(2) 0.4575(18) 0.045 Uiso 1 calc R . O2 O 0.4217(3) 0.56945(8) 0.6688(3) 0.0432(8) Uani 1 d . . O3 O -0.0565(3) 0.67984(8) 0.5568(3) 0.0423(8) Uani 1 d . . H3 H -0.1316(32) 0.6596(3) 0.5127(29) 0.051 Uiso 1 calc R . O4 O 0.0658(3) 0.62207(8) 0.7149(3) 0.0378(7) Uani 1 d . . N1 N 0.0938(4) 0.56827(11) 0.3254(4) 0.0368(9) Uani 1 d . . N2 N -0.6867(4) 0.37339(11) -0.3915(4) 0.0396(9) Uani 1 d . . C1 C 0.4915(5) 0.64650(12) 0.7552(4) 0.0324(10) Uani 1 d . . C2 C 0.4062(5) 0.68589(12) 0.7977(4) 0.0327(10) Uani 1 d . . C3 C 0.2126(5) 0.69503(11) 0.7503(4) 0.0316(10) Uani 1 d . . C4 C 0.1483(5) 0.73516(12) 0.7920(5) 0.0409(11) Uani 1 d . . H4 H 0.0200(5) 0.74095(12) 0.7578(5) 0.049 Uiso 1 calc R . C5 C 0.2629(6) 0.76819(13) 0.8829(5) 0.0482(12) Uani 1 d . . H5 H 0.2137(6) 0.79589(13) 0.9086(5) 0.058 Uiso 1 calc R . C6 C 0.4476(6) 0.75957(13) 0.9337(5) 0.0471(12) Uani 1 d . . H6 H 0.5264(6) 0.78107(13) 0.9987(5) 0.057 Uiso 1 calc R . C7 C 0.5226(5) 0.71934(13) 0.8911(5) 0.0398(11) Uani 1 d . . C8 C 0.7159(5) 0.7119(2) 0.9419(5) 0.0498(12) Uani 1 d . . H8 H 0.7930(5) 0.7342(2) 1.0046(5) 0.060 Uiso 1 calc R . C9 C 0.7910(6) 0.6738(2) 0.9023(5) 0.0501(12) Uani 1 d . . H9 H 0.9201(6) 0.6693(2) 0.9384(5) 0.060 Uiso 1 calc R . C10 C 0.6809(5) 0.64098(14) 0.8089(5) 0.0421(11) Uani 1 d . . H10 H 0.7361(5) 0.61442(14) 0.7814(5) 0.051 Uiso 1 calc R . C11 C 0.3971(5) 0.61000(13) 0.6441(5) 0.0352(11) Uani 1 d . . C12 C 0.0702(5) 0.66135(13) 0.6727(5) 0.0340(10) Uani 1 d . . C13 C 0.0900(6) 0.52380(14) 0.3538(5) 0.0463(12) Uani 1 d . . H13 H 0.1711(6) 0.51258(14) 0.4465(5) 0.056 Uiso 1 calc R . C14 C -0.0217(7) 0.4934(2) 0.2595(6) 0.0614(15) Uani 1 d . . H14 H -0.0176(7) 0.4621(2) 0.2869(6) 0.074 Uiso 1 calc R . C15 C -0.1402(7) 0.5080(2) 0.1249(7) 0.065(2) Uani 1 d . . C16 C -0.1417(6) 0.5542(2) 0.0921(5) 0.0561(13) Uani 1 d . . H16 H -0.2236(6) 0.5661(2) 0.0009(5) 0.067 Uiso 1 calc R . C17 C -0.0220(6) 0.58279(14) 0.1941(5) 0.0465(12) Uani 1 d . . H17 H -0.0220(6) 0.61434(14) 0.1697(5) 0.056 Uiso 1 calc R . C20 C -0.4575(7) 0.4335(2) -0.1844(7) 0.077(2) Uani 1 d . . C21 C -0.4652(6) 0.3873(2) -0.1514(6) 0.070(2) Uani 1 d . . H21 H -0.3911(6) 0.3754(2) -0.0569(6) 0.084 Uiso 1 calc R . C22 C -0.5805(6) 0.3590(2) -0.2560(6) 0.0502(12) Uani 1 d . . H22 H -0.5849(6) 0.3276(2) -0.2307(6) 0.060 Uiso 1 calc R . C23 C -0.5650(6) 0.4478(2) -0.3246(7) 0.063(2) Uani 1 d . . H23 H -0.5627(6) 0.4790(2) -0.3534(7) 0.075 Uiso 1 calc R . C24 C -0.6756(5) 0.41754(14) -0.4233(5) 0.0474(12) Uani 1 d . . H24 H -0.7484(5) 0.42855(14) -0.5197(5) 0.057 Uiso 1 calc R . C18A C -0.2451(11) 0.4671(5) 0.0374(11) 0.058(2) Uani 0.70 d P 1 H18A H -0.2305(11) 0.4374(5) 0.0809(11) 0.070 Uiso 0.70 calc PR 1 C19A C -0.3534(10) 0.4745(5) -0.0967(10) 0.055(2) Uani 0.70 d P 1 H19A H -0.3685(10) 0.5043(5) -0.1401(10) 0.066 Uiso 0.70 calc PR 1 C18B C -0.2846(27) 0.4932(6) -0.0259(28) 0.028(4) Uani 0.30 d P 2 H18B H -0.3465(27) 0.5140(6) -0.1038(28) 0.034 Uiso 0.30 calc PR 2 C19B C -0.3144(24) 0.4441(6) -0.0341(27) 0.030(4) Uani 0.30 d P 2 H19B H -0.2547(24) 0.4224(6) 0.0414(27) 0.036 Uiso 0.30 calc PR 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.038(2) 0.031(2) 0.043(2) -0.002(2) 0.0101(14) -0.0040(13) O2 0.047(2) 0.023(2) 0.060(2) 0.0058(15) 0.0162(15) 0.0044(13) O3 0.037(2) 0.029(2) 0.056(2) 0.001(2) 0.0040(14) -0.0034(12) O4 0.031(2) 0.030(2) 0.053(2) 0.0011(15) 0.0127(13) -0.0026(12) N1 0.034(2) 0.035(2) 0.043(3) 0.000(2) 0.014(2) 0.001(2) N2 0.034(2) 0.042(2) 0.042(3) -0.004(2) 0.010(2) 0.005(2) C1 0.033(2) 0.030(2) 0.034(3) 0.005(2) 0.011(2) -0.003(2) C2 0.039(2) 0.027(2) 0.034(3) 0.003(2) 0.015(2) -0.001(2) C3 0.032(2) 0.026(2) 0.036(3) -0.003(2) 0.010(2) -0.004(2) C4 0.043(3) 0.035(2) 0.046(3) -0.002(2) 0.015(2) -0.002(2) C5 0.054(3) 0.033(2) 0.062(3) -0.010(2) 0.025(3) -0.004(2) C6 0.053(3) 0.038(3) 0.050(3) -0.012(2) 0.015(2) -0.018(2) C7 0.042(3) 0.035(2) 0.044(3) -0.006(2) 0.015(2) -0.014(2) C8 0.039(3) 0.059(3) 0.049(3) -0.010(3) 0.009(2) -0.022(2) C9 0.031(2) 0.068(3) 0.048(3) -0.003(3) 0.007(2) -0.010(2) C10 0.027(2) 0.047(3) 0.054(3) 0.004(2) 0.015(2) 0.004(2) C11 0.029(2) 0.034(3) 0.046(3) 0.006(2) 0.018(2) 0.003(2) C12 0.027(2) 0.028(2) 0.049(3) 0.001(2) 0.014(2) 0.003(2) C13 0.045(3) 0.039(3) 0.056(3) 0.002(3) 0.017(2) 0.001(2) C14 0.069(4) 0.037(3) 0.088(5) -0.010(3) 0.037(3) -0.013(3) C15 0.057(3) 0.071(4) 0.083(5) -0.039(4) 0.043(3) -0.034(3) C16 0.040(3) 0.091(4) 0.035(3) -0.010(3) 0.007(2) -0.001(3) C17 0.048(3) 0.042(3) 0.053(3) 0.003(3) 0.020(2) 0.003(2) C20 0.040(3) 0.121(5) 0.079(5) -0.064(5) 0.034(3) -0.041(4) C21 0.028(3) 0.135(5) 0.044(4) -0.016(4) 0.006(2) 0.000(3) C22 0.040(3) 0.062(3) 0.051(4) 0.004(3) 0.016(2) 0.009(2) C23 0.044(3) 0.054(3) 0.102(5) -0.035(4) 0.041(3) -0.024(3) C24 0.035(3) 0.045(3) 0.065(4) -0.002(3) 0.019(2) 0.005(2) C18A 0.049(5) 0.070(7) 0.065(8) 0.011(8) 0.033(5) 0.007(6) C19A 0.055(6) 0.059(7) 0.053(7) 0.007(7) 0.017(5) -0.002(6) C18B 0.035(10) 0.025(11) 0.015(12) 0.000(9) -0.007(8) -0.004(8) C19B 0.034(9) 0.028(11) 0.023(11) -0.010(10) 0.000(8) 0.007(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.323(4) . ? O2 C11 1.212(4) . ? O3 C12 1.324(4) . ? O4 C12 1.216(4) . ? N1 C13 1.329(5) . ? N1 C17 1.335(5) . ? N2 C24 1.332(5) . ? N2 C22 1.335(5) . ? C1 C10 1.391(5) . ? C1 C2 1.429(5) . ? C1 C11 1.505(5) . ? C2 C7 1.427(5) . ? C2 C3 1.435(5) . ? C3 C4 1.367(5) . ? C3 C12 1.485(5) . ? C4 C5 1.402(5) . ? C5 C6 1.369(5) . ? C6 C7 1.410(5) . ? C7 C8 1.425(5) . ? C8 C9 1.348(5) . ? C9 C10 1.393(5) . ? C13 C14 1.353(6) . ? C14 C15 1.365(6) . ? C15 C16 1.386(7) . ? C15 C18B 1.55(2) . ? C15 C18A 1.528(14) . ? C16 C17 1.381(5) . ? C20 C21 1.390(7) . ? C20 C23 1.370(7) . ? C20 C19B 1.52(2) . ? C20 C19A 1.530(14) . ? C21 C22 1.374(6) . ? C23 C24 1.367(6) . ? C18A C19A 1.281(13) . ? C18B C19B 1.45(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 C13 N1 C17 116.1(4) . . ? C24 N2 C22 116.6(4) . . ? C10 C1 C2 120.2(4) . . ? C10 C1 C11 113.6(3) . . ? C2 C1 C11 126.1(3) . . ? C7 C2 C1 117.6(3) . . ? C7 C2 C3 117.3(3) . . ? C1 C2 C3 125.1(3) . . ? C4 C3 C2 119.6(3) . . ? C4 C3 C12 115.7(3) . . ? C2 C3 C12 124.3(3) . . ? C3 C4 C5 123.0(4) . . ? C6 C5 C4 118.4(4) . . ? C5 C6 C7 121.1(4) . . ? C6 C7 C8 119.9(4) . . ? C6 C7 C2 120.4(4) . . ? C8 C7 C2 119.7(4) . . ? C9 C8 C7 121.0(4) . . ? C8 C9 C10 120.5(4) . . ? C9 C10 C1 121.0(4) . . ? O2 C11 O1 124.1(4) . . ? O2 C11 C1 123.5(4) . . ? O1 C11 C1 112.2(3) . . ? O4 C12 O3 124.0(3) . . ? O4 C12 C3 124.1(4) . . ? O3 C12 C3 111.9(3) . . ? N1 C13 C14 124.3(4) . . ? C13 C14 C15 119.9(5) . . ? C14 C15 C16 117.4(5) . . ? C14 C15 C18B 145.6(9) . . ? C16 C15 C18B 96.9(9) . . ? C14 C15 C18A 109.7(7) . . ? C16 C15 C18A 132.9(7) . . ? C17 C16 C15 118.9(5) . . ? N1 C17 C16 123.3(4) . . ? C21 C20 C23 116.6(5) . . ? C21 C20 C19B 93.8(9) . . ? C23 C20 C19B 149.5(9) . . ? C21 C20 C19A 134.2(7) . . ? C23 C20 C19A 109.2(7) . . ? C22 C21 C20 119.8(5) . . ? N2 C22 C21 123.2(5) . . ? C24 C23 C20 120.3(5) . . ? N2 C24 C23 123.5(5) . . ? C19A C18A C15 117.5(17) . . ? C18A C19A C20 117.4(16) . . ? C15 C18B C19B 112.3(24) . . ? C20 C19B C18B 108.0(23) . . ? _refine_diff_density_max 0.270 _refine_diff_density_min -0.263 _refine_diff_density_rms 0.046 data_mcg11 _database_code_CSD 172618 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C24 H18 N2 O4' _chemical_formula_weight 398.42 _chemical_melting_point ? _chemical_compound_source ? 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 P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.3027(10) _cell_length_b 23.187(3) _cell_length_c 11.4249(10) _cell_angle_alpha 90.00 _cell_angle_beta 98.070(3) _cell_angle_gamma 90.00 _cell_volume 1915.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.38 _exptl_crystal_density_method ? _exptl_crystal_F_000 808 _exptl_absorpt_coefficient_mu 0.093 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4981 _diffrn_reflns_av_R_equivalents 0.0104 _diffrn_reflns_av_sigmaI/netI 0.0203 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 32 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 22.50 _reflns_number_total 2500 _reflns_number_observed 2325 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 53 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0698P)^2^+0.6253P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2447 _refine_ls_number_parameters 273 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0353 _refine_ls_R_factor_obs 0.0307 _refine_ls_wR_factor_all 0.0995 _refine_ls_wR_factor_obs 0.0849 _refine_ls_goodness_of_fit_all 0.979 _refine_ls_goodness_of_fit_obs 0.878 _refine_ls_restrained_S_all 0.989 _refine_ls_restrained_S_obs 0.878 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.6343(2) 0.41107(5) 0.90465(9) 0.0362(3) Uani 1 d . . H1 H 0.6818(22) 0.4355(4) 0.8637(2) 0.043 Uiso 1 calc R . O2 O 0.54355(15) 0.36955(5) 0.72828(9) 0.0309(3) Uani 1 d . . O3 O 0.2170(2) 0.42691(4) 0.78776(9) 0.0297(3) Uani 1 d . . H3 H 0.2344(23) 0.4555(2) 0.74564(9) 0.036 Uiso 1 calc R . O4 O 0.1116(2) 0.38604(5) 0.61342(9) 0.0338(3) Uani 1 d . . N1 N 0.7898(2) 0.50566(6) 0.83146(11) 0.0293(3) Uani 1 d . . N2 N 0.6959(2) 0.47637(5) 0.30559(11) 0.0273(3) Uani 1 d . . C1 C 0.4659(2) 0.32519(6) 0.90290(13) 0.0242(4) Uani 1 d . . C2 C 0.2800(2) 0.30441(6) 0.87450(13) 0.0234(4) Uani 1 d . . C3 C 0.1408(2) 0.32833(6) 0.78660(13) 0.0248(4) Uani 1 d . . C4 C -0.0297(2) 0.30259(7) 0.76379(14) 0.0312(4) Uani 1 d . . H4 H -0.1182(2) 0.31783(7) 0.70277(14) 0.037 Uiso 1 calc R . C5 C -0.0774(2) 0.25463(7) 0.8274(2) 0.0355(4) Uani 1 d . . H5 H -0.1968(2) 0.23790(7) 0.8100(2) 0.043 Uiso 1 calc R . C6 C 0.0482(2) 0.23221(7) 0.91428(15) 0.0331(4) Uani 1 d . . H6 H 0.0147(2) 0.20034(7) 0.95905(15) 0.040 Uiso 1 calc R . C7 C 0.2282(2) 0.25566(6) 0.93905(13) 0.0264(4) Uani 1 d . . C8 C 0.3577(2) 0.23043(7) 1.02875(14) 0.0319(4) Uani 1 d . . H8 H 0.3220(2) 0.19817(7) 1.07158(14) 0.038 Uiso 1 calc R . C9 C 0.5312(2) 0.25167(7) 1.05408(14) 0.0332(4) Uani 1 d . . H9 H 0.6164(2) 0.23443(7) 1.11443(14) 0.040 Uiso 1 calc R . C10 C 0.5848(2) 0.29917(7) 0.99112(13) 0.0300(4) Uani 1 d . . H10 H 0.7069(2) 0.31381(7) 1.00995(13) 0.036 Uiso 1 calc R . C11 C 0.5477(2) 0.37142(7) 0.83471(13) 0.0259(4) Uani 1 d . . C12 C 0.1593(2) 0.38307(6) 0.71955(13) 0.0252(4) Uani 1 d . . C13 C 0.8341(2) 0.54021(7) 0.92479(14) 0.0339(4) Uani 1 d . . H13 H 0.8149(2) 0.52637(7) 1.00038(14) 0.041 Uiso 1 calc R . C14 C 0.9058(2) 0.59466(8) 0.91739(15) 0.0368(4) Uani 1 d . . H14 H 0.9366(2) 0.61773(8) 0.98604(15) 0.044 Uiso 1 calc R . C15 C 0.9318(2) 0.61491(8) 0.8067(2) 0.0371(4) Uani 1 d . . H15 H 0.9810(2) 0.65236(8) 0.7982(2) 0.045 Uiso 1 calc R . C16 C 0.8857(2) 0.58028(7) 0.70932(15) 0.0318(4) Uani 1 d . . H16 H 0.9024(2) 0.59371(7) 0.63297(15) 0.038 Uiso 1 calc R . C17 C 0.8143(2) 0.52527(7) 0.72334(13) 0.0263(4) Uani 1 d . . C18 C 0.7578(2) 0.48532(7) 0.62610(14) 0.0283(4) Uani 1 d . . H18 H 0.7165(2) 0.44826(7) 0.64637(14) 0.034 Uiso 1 calc R . C19 C 0.7589(2) 0.49600(7) 0.51190(14) 0.0281(4) Uani 1 d . . H19 H 0.8050(2) 0.53232(7) 0.49098(14) 0.034 Uiso 1 calc R . C20 C 0.6942(2) 0.45597(6) 0.41617(13) 0.0259(4) Uani 1 d . . C21 C 0.6292(2) 0.40053(7) 0.43432(15) 0.0333(4) Uani 1 d . . H21 H 0.6303(2) 0.38617(7) 0.51229(15) 0.040 Uiso 1 calc R . C22 C 0.5636(2) 0.36681(7) 0.33836(15) 0.0352(4) Uani 1 d . . H22 H 0.5179(2) 0.32916(7) 0.34964(15) 0.042 Uiso 1 calc R . C23 C 0.5647(2) 0.38810(7) 0.22568(15) 0.0332(4) Uani 1 d . . H23 H 0.5201(2) 0.36553(7) 0.15828(15) 0.040 Uiso 1 calc R . C24 C 0.6319(2) 0.44269(7) 0.21351(14) 0.0314(4) Uani 1 d . . H24 H 0.6331(2) 0.45735(7) 0.13598(14) 0.038 Uiso 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 0.0469(7) 0.0371(7) 0.0237(6) -0.0016(5) 0.0019(5) -0.0163(6) O2 0.0353(7) 0.0363(7) 0.0218(7) -0.0025(5) 0.0059(5) -0.0046(5) O3 0.0434(7) 0.0219(6) 0.0240(6) 0.0018(5) 0.0053(5) 0.0005(5) O4 0.0457(7) 0.0301(7) 0.0234(7) 0.0016(5) -0.0027(5) 0.0017(5) N1 0.0318(7) 0.0326(8) 0.0231(8) -0.0001(6) 0.0024(6) 0.0000(6) N2 0.0321(7) 0.0270(7) 0.0234(7) -0.0008(6) 0.0061(6) 0.0040(6) C1 0.0294(9) 0.0242(8) 0.0190(8) -0.0049(6) 0.0035(7) 0.0026(7) C2 0.0291(9) 0.0216(8) 0.0200(8) -0.0037(6) 0.0060(6) 0.0033(6) C3 0.0289(9) 0.0239(8) 0.0218(8) -0.0034(6) 0.0047(7) 0.0035(7) C4 0.0289(9) 0.0313(9) 0.0325(9) 0.0001(8) 0.0008(7) 0.0033(7) C5 0.0291(9) 0.0363(10) 0.0415(11) -0.0019(8) 0.0066(8) -0.0059(7) C6 0.0397(10) 0.0272(9) 0.0344(10) 0.0023(7) 0.0123(8) -0.0026(7) C7 0.0349(9) 0.0215(8) 0.0239(9) -0.0011(7) 0.0081(7) 0.0029(7) C8 0.0470(11) 0.0244(9) 0.0247(9) 0.0030(7) 0.0065(8) 0.0035(8) C9 0.0423(10) 0.0301(9) 0.0249(9) 0.0015(7) -0.0032(7) 0.0095(8) C10 0.0306(9) 0.0325(9) 0.0258(9) -0.0058(7) -0.0003(7) 0.0031(7) C11 0.0245(8) 0.0292(9) 0.0234(10) -0.0031(7) 0.0009(7) 0.0008(7) C12 0.0259(8) 0.0256(9) 0.0238(9) -0.0016(7) 0.0028(7) 0.0041(7) C13 0.0367(9) 0.0413(11) 0.0232(9) -0.0014(8) 0.0027(7) -0.0013(8) C14 0.0378(10) 0.0389(10) 0.0325(10) -0.0082(8) 0.0006(8) -0.0034(8) C15 0.0379(10) 0.0329(10) 0.0403(11) -0.0016(8) 0.0043(8) -0.0052(8) C16 0.0330(9) 0.0343(10) 0.0286(9) 0.0025(7) 0.0066(7) -0.0003(7) C17 0.0238(8) 0.0303(9) 0.0249(9) 0.0018(7) 0.0039(7) 0.0037(7) C18 0.0312(9) 0.0266(9) 0.0278(9) 0.0025(7) 0.0065(7) 0.0022(7) C19 0.0310(9) 0.0260(9) 0.0279(9) 0.0018(7) 0.0060(7) 0.0016(7) C20 0.0272(8) 0.0269(9) 0.0242(9) 0.0031(7) 0.0060(6) 0.0067(7) C21 0.0431(10) 0.0305(9) 0.0273(9) 0.0031(7) 0.0078(7) 0.0024(8) C22 0.0419(10) 0.0267(9) 0.0378(11) -0.0017(8) 0.0085(8) 0.0002(7) C23 0.0378(9) 0.0309(9) 0.0316(9) -0.0084(7) 0.0074(7) 0.0023(7) C24 0.0371(9) 0.0345(9) 0.0237(9) -0.0006(8) 0.0078(7) 0.0055(8) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.320(2) . ? O2 C11 1.213(2) . ? O3 C12 1.314(2) . ? O4 C12 1.216(2) . ? N1 C13 1.337(2) . ? N1 C17 1.352(2) . ? N2 C24 1.340(2) . ? N2 C20 1.351(2) . ? C1 C10 1.374(2) . ? C1 C2 1.434(2) . ? C1 C11 1.498(2) . ? C2 C7 1.429(2) . ? C2 C3 1.436(2) . ? C3 C4 1.372(2) . ? C3 C12 1.498(2) . ? C4 C5 1.399(2) . ? C5 C6 1.356(2) . ? C6 C7 1.414(2) . ? C7 C8 1.420(2) . ? C8 C9 1.352(2) . ? C9 C10 1.401(2) . ? C13 C14 1.374(3) . ? C14 C15 1.387(2) . ? C15 C16 1.375(2) . ? C16 C17 1.396(2) . ? C17 C18 1.461(2) . ? C18 C19 1.329(2) . ? C19 C20 1.461(2) . ? C20 C21 1.396(2) . ? C21 C22 1.377(2) . ? C22 C23 1.380(2) . ? C23 C24 1.372(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 C13 N1 C17 118.63(14) . . ? C24 N2 C20 118.83(13) . . ? C10 C1 C2 119.95(14) . . ? C10 C1 C11 116.00(14) . . ? C2 C1 C11 123.84(13) . . ? C7 C2 C3 116.98(14) . . ? C7 C2 C1 117.36(13) . . ? C3 C2 C1 125.66(14) . . ? C4 C3 C2 119.93(14) . . ? C4 C3 C12 114.55(13) . . ? C2 C3 C12 125.39(14) . . ? C3 C4 C5 122.17(15) . . ? C6 C5 C4 119.5(2) . . ? C5 C6 C7 120.9(2) . . ? C6 C7 C8 119.51(14) . . ? C6 C7 C2 120.44(14) . . ? C8 C7 C2 120.05(15) . . ? C9 C8 C7 120.91(15) . . ? C8 C9 C10 119.85(15) . . ? C1 C10 C9 121.9(2) . . ? O2 C11 O1 125.06(14) . . ? O2 C11 C1 122.69(14) . . ? O1 C11 C1 112.08(13) . . ? O4 C12 O3 124.82(14) . . ? O4 C12 C3 121.61(14) . . ? O3 C12 C3 113.36(13) . . ? N1 C13 C14 123.6(2) . . ? C13 C14 C15 118.0(2) . . ? C16 C15 C14 119.4(2) . . ? C15 C16 C17 119.59(15) . . ? N1 C17 C16 120.80(14) . . ? N1 C17 C18 114.97(13) . . ? C16 C17 C18 124.22(14) . . ? C19 C18 C17 126.05(15) . . ? C18 C19 C20 124.79(15) . . ? N2 C20 C21 120.62(14) . . ? N2 C20 C19 115.68(13) . . ? C21 C20 C19 123.68(14) . . ? C22 C21 C20 119.49(15) . . ? C21 C22 C23 119.5(2) . . ? C24 C23 C22 118.3(2) . . ? N2 C24 C23 123.25(15) . . ? _refine_diff_density_max 0.154 _refine_diff_density_min -0.227 _refine_diff_density_rms 0.058 data_mcg129 _database_code_CSD 172619 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C48 H36 N4 O4' _chemical_formula_weight 796.83 _chemical_melting_point ? _chemical_compound_source ? 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 8.377(2) _cell_length_b 11.294(2) _cell_length_c 11.685(2) _cell_angle_alpha 99.45(3) _cell_angle_beta 105.12(3) _cell_angle_gamma 109.73(3) _cell_volume 965.1(3) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.999 _exptl_crystal_density_method ? _exptl_crystal_F_000 304 _exptl_absorpt_coefficient_mu 0.066 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4954 _diffrn_reflns_av_R_equivalents 0.0157 _diffrn_reflns_av_sigmaI/netI 0.0301 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.04 _diffrn_reflns_theta_max 22.49 _reflns_number_total 2509 _reflns_number_observed 2182 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 87 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0593P)^2^+0.9485P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2422 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0574 _refine_ls_R_factor_obs 0.0494 _refine_ls_wR_factor_all 0.1296 _refine_ls_wR_factor_obs 0.1224 _refine_ls_goodness_of_fit_all 1.025 _refine_ls_goodness_of_fit_obs 1.051 _refine_ls_restrained_S_all 1.030 _refine_ls_restrained_S_obs 1.051 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.4092(2) 0.1479(2) 0.8473(2) 0.0343(5) Uani 1 d . . H1 H 0.4668(28) 0.1704(6) 0.8000(14) 0.041 Uiso 1 calc R . O2 O 0.2991(2) -0.0494(2) 0.7123(2) 0.0354(5) Uani 1 d . . O3 O 0.0083(3) 0.0396(2) 0.6578(2) 0.0367(5) Uani 1 d . . H3 H 0.0375(36) 0.0722(2) 0.6029(11) 0.044 Uiso 1 calc R . O4 O -0.0873(3) -0.1494(2) 0.5121(2) 0.0422(5) Uani 1 d . . N1 N 0.5964(3) 0.2406(2) 0.7118(2) 0.0340(6) Uani 1 d . . N2 N 0.6952(3) 0.4766(3) 0.0505(2) 0.0432(6) Uani 1 d . . C1 C 0.2039(3) -0.0287(2) 0.8856(2) 0.0260(6) Uani 1 d . . C2 C 0.0212(3) -0.1224(2) 0.8365(2) 0.0288(6) Uani 1 d . . C3 C -0.0964(3) -0.1571(2) 0.7118(2) 0.0308(6) Uani 1 d . . C4 C -0.2686(4) -0.2512(3) 0.6729(3) 0.0434(7) Uani 1 d . . H4 H -0.3427(4) -0.2748(3) 0.5890(3) 0.052 Uiso 1 calc R . C5 C -0.3371(4) -0.3132(3) 0.7544(3) 0.0524(8) Uani 1 d . . H5 H -0.4571(4) -0.3777(3) 0.7261(3) 0.063 Uiso 1 calc R . C6 C -0.2313(4) -0.2806(3) 0.8740(3) 0.0496(8) Uani 1 d . . H6 H -0.2788(4) -0.3227(3) 0.9289(3) 0.060 Uiso 1 calc R . C7 C -0.0516(4) -0.1852(3) 0.9192(3) 0.0364(7) Uani 1 d . . C8 C 0.0542(4) -0.1495(3) 1.0447(3) 0.0418(7) Uani 1 d . . H8 H 0.0062(4) -0.1931(3) 1.0986(3) 0.050 Uiso 1 calc R . C9 C 0.2235(4) -0.0537(3) 1.0901(3) 0.0395(7) Uani 1 d . . H9 H 0.2911(4) -0.0280(3) 1.1756(3) 0.047 Uiso 1 calc R . C10 C 0.2979(4) 0.0067(3) 1.0097(2) 0.0325(6) Uani 1 d . . H10 H 0.4162(4) 0.0739(3) 1.0419(2) 0.039 Uiso 1 calc R . C11 C 0.3065(3) 0.0227(2) 0.8050(2) 0.0273(6) Uani 1 d . . C12 C -0.0532(3) -0.0881(2) 0.6192(2) 0.0317(6) Uani 1 d . . C13 C 0.6175(4) 0.1652(3) 0.6215(2) 0.0419(7) Uani 1 d . . H13 H 0.5619(4) 0.0729(3) 0.6062(2) 0.050 Uiso 1 calc R . C14 C 0.7152(4) 0.2132(3) 0.5493(2) 0.0415(7) Uani 1 d . . H14 H 0.7277(4) 0.1547(3) 0.4872(2) 0.050 Uiso 1 calc R . C15 C 0.7949(3) 0.3465(3) 0.5672(2) 0.0357(7) Uani 1 d . . C16 C 0.7708(4) 0.4255(3) 0.6607(3) 0.0404(7) Uani 1 d . . H16 H 0.8213(4) 0.5179(3) 0.6758(3) 0.048 Uiso 1 calc R . C17 C 0.6735(4) 0.3697(3) 0.7317(3) 0.0383(7) Uani 1 d . . H17 H 0.6615(4) 0.4254(3) 0.7964(3) 0.046 Uiso 1 calc R . C18 C 0.9081(4) 0.3982(3) 0.4907(3) 0.0370(7) Uiso 1 d . . H18 H 0.8924(4) 0.3249(3) 0.4220(3) 0.044 Uiso 1 calc R . C19 C 0.8839(4) 0.5116(3) 0.4403(2) 0.0375(7) Uiso 1 d . . H19 H 0.8099(4) 0.5462(3) 0.4795(2) 0.045 Uiso 1 calc R . C20 C 0.8132(3) 0.4895(3) 0.3024(2) 0.0344(7) Uani 1 d . . C21 C 0.7672(4) 0.5857(3) 0.2614(2) 0.0361(7) Uani 1 d . . H21 H 0.7759(4) 0.6595(3) 0.3191(2) 0.043 Uiso 1 calc R . C22 C 0.7092(4) 0.5746(3) 0.1380(3) 0.0390(7) Uani 1 d . . H22 H 0.6765(4) 0.6415(3) 0.1131(3) 0.047 Uiso 1 calc R . C23 C 0.7948(4) 0.3845(3) 0.2129(3) 0.0428(7) Uani 1 d . . H23 H 0.8208(4) 0.3142(3) 0.2354(3) 0.051 Uiso 1 calc R . C24 C 0.7376(4) 0.3830(3) 0.0893(3) 0.0459(8) Uani 1 d . . H24 H 0.7282(4) 0.3109(3) 0.0292(3) 0.055 Uiso 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 0.0373(10) 0.0317(11) 0.0311(10) 0.0089(8) 0.0202(8) 0.0040(9) O2 0.0404(11) 0.0362(10) 0.0302(10) 0.0058(9) 0.0207(8) 0.0111(9) O3 0.0476(11) 0.0266(11) 0.0339(11) 0.0121(8) 0.0122(9) 0.0121(9) O4 0.0534(12) 0.0303(10) 0.0309(11) 0.0071(9) 0.0078(9) 0.0080(9) N1 0.0347(12) 0.0343(13) 0.0296(12) 0.0112(10) 0.0156(10) 0.0051(10) N2 0.0440(14) 0.058(2) 0.0296(13) 0.0136(12) 0.0089(11) 0.0249(12) C1 0.0316(14) 0.0267(13) 0.0307(14) 0.0128(11) 0.0184(12) 0.0165(11) C2 0.0353(15) 0.0262(14) 0.037(2) 0.0150(12) 0.0221(13) 0.0168(12) C3 0.0312(14) 0.0244(14) 0.040(2) 0.0103(12) 0.0165(13) 0.0112(12) C4 0.037(2) 0.035(2) 0.053(2) 0.0099(14) 0.0141(14) 0.0098(14) C5 0.037(2) 0.040(2) 0.076(2) 0.018(2) 0.027(2) 0.0043(14) C6 0.053(2) 0.042(2) 0.071(2) 0.028(2) 0.044(2) 0.015(2) C7 0.045(2) 0.0323(15) 0.051(2) 0.0221(13) 0.0338(14) 0.0201(13) C8 0.059(2) 0.048(2) 0.049(2) 0.0324(15) 0.039(2) 0.032(2) C9 0.054(2) 0.053(2) 0.032(2) 0.0224(14) 0.0253(14) 0.034(2) C10 0.0350(15) 0.039(2) 0.033(2) 0.0132(12) 0.0174(12) 0.0202(13) C11 0.0264(14) 0.031(2) 0.0270(14) 0.0110(12) 0.0125(11) 0.0111(12) C12 0.0288(14) 0.028(2) 0.033(2) 0.0082(13) 0.0054(12) 0.0092(12) C13 0.046(2) 0.033(2) 0.037(2) 0.0067(13) 0.0190(14) 0.0016(13) C14 0.042(2) 0.038(2) 0.031(2) 0.0021(13) 0.0169(13) 0.0011(14) C15 0.0311(14) 0.048(2) 0.0232(14) 0.0143(13) 0.0098(11) 0.0084(13) C16 0.036(2) 0.0295(15) 0.056(2) 0.0229(14) 0.0179(14) 0.0063(12) C17 0.038(2) 0.035(2) 0.042(2) 0.0095(13) 0.0207(13) 0.0095(13) C20 0.0249(14) 0.042(2) 0.0264(14) 0.0083(12) 0.0099(11) 0.0010(12) C21 0.039(2) 0.0313(15) 0.034(2) 0.0075(12) 0.0168(13) 0.0064(13) C22 0.044(2) 0.040(2) 0.041(2) 0.0183(14) 0.0186(14) 0.0192(14) C23 0.040(2) 0.045(2) 0.049(2) 0.0234(15) 0.0129(14) 0.0211(14) C24 0.049(2) 0.048(2) 0.036(2) 0.0000(14) 0.0092(14) 0.022(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.308(3) . ? O2 C11 1.218(3) . ? O3 C12 1.308(3) . ? O4 C12 1.233(3) . ? N1 C13 1.331(3) . ? N1 C17 1.332(3) . ? N2 C22 1.328(4) . ? N2 C24 1.333(4) . ? C1 C10 1.373(4) . ? C1 C2 1.429(4) . ? C1 C11 1.492(3) . ? C2 C7 1.431(4) . ? C2 C3 1.432(4) . ? C3 C4 1.371(4) . ? C3 C12 1.483(4) . ? C4 C5 1.400(4) . ? C5 C6 1.356(5) . ? C6 C7 1.417(4) . ? C7 C8 1.409(4) . ? C8 C9 1.359(4) . ? C9 C10 1.402(4) . ? C13 C14 1.374(4) . ? C14 C15 1.379(4) . ? C15 C16 1.395(4) . ? C15 C18 1.510(4) . ? C16 C17 1.388(4) . ? C18 C19 1.545(4) . ? C18 C19 1.588(4) 2_766 ? C19 C20 1.510(4) . ? C19 C18 1.588(4) 2_766 ? C20 C23 1.381(4) . ? C20 C21 1.384(4) . ? C21 C22 1.365(4) . ? C23 C24 1.393(4) . ? 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 C13 N1 C17 117.6(2) . . ? C22 N2 C24 115.7(2) . . ? C10 C1 C2 120.2(2) . . ? C10 C1 C11 117.2(2) . . ? C2 C1 C11 122.3(2) . . ? C1 C2 C7 117.4(2) . . ? C1 C2 C3 125.3(2) . . ? C7 C2 C3 117.2(2) . . ? C4 C3 C2 120.8(2) . . ? C4 C3 C12 114.5(2) . . ? C2 C3 C12 124.4(2) . . ? C3 C4 C5 121.3(3) . . ? C6 C5 C4 119.5(3) . . ? C5 C6 C7 121.7(3) . . ? C8 C7 C6 120.8(3) . . ? C8 C7 C2 119.8(2) . . ? C6 C7 C2 119.3(3) . . ? C9 C8 C7 121.3(2) . . ? C8 C9 C10 119.5(3) . . ? C1 C10 C9 121.6(3) . . ? O2 C11 O1 124.7(2) . . ? O2 C11 C1 121.4(2) . . ? O1 C11 C1 113.8(2) . . ? O4 C12 O3 124.0(2) . . ? O4 C12 C3 121.1(2) . . ? O3 C12 C3 114.7(2) . . ? N1 C13 C14 123.8(3) . . ? C13 C14 C15 119.7(3) . . ? C14 C15 C16 116.5(2) . . ? C14 C15 C18 119.2(2) . . ? C16 C15 C18 124.2(2) . . ? C17 C16 C15 120.4(3) . . ? N1 C17 C16 121.9(3) . . ? C15 C18 C19 116.9(2) . . ? C15 C18 C19 118.3(2) . 2_766 ? C19 C18 C19 89.3(2) . 2_766 ? C20 C19 C18 118.9(2) . . ? C20 C19 C18 116.6(2) . 2_766 ? C18 C19 C18 90.7(2) . 2_766 ? C23 C20 C21 116.7(2) . . ? C23 C20 C19 126.4(3) . . ? C21 C20 C19 116.9(2) . . ? C22 C21 C20 120.0(3) . . ? N2 C22 C21 124.5(3) . . ? C20 C23 C24 119.1(3) . . ? N2 C24 C23 123.9(3) . . ? _refine_diff_density_max 0.728 _refine_diff_density_min -0.269 _refine_diff_density_rms 0.044 data_mcg131 _database_code_CSD 172620 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C48 H36 N4 O4' _chemical_formula_weight 796.83 _chemical_melting_point ? _chemical_compound_source ? 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 P21/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 10.0592(2) _cell_length_b 15.4694(4) _cell_length_c 12.4151(3) _cell_angle_alpha 90.00 _cell_angle_beta 97.4040(11) _cell_angle_gamma 90.00 _cell_volume 1915.80(8) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.007 _exptl_crystal_density_method ? _exptl_crystal_F_000 608 _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device ? _diffrn_measurement_method ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9527 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0260 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 3.08 _diffrn_reflns_theta_max 22.50 _reflns_number_total 2493 _reflns_number_observed 2105 _reflns_observed_criterion >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 88 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0510P)^2^+0.8840P] 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 ? _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2405 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0519 _refine_ls_R_factor_obs 0.0423 _refine_ls_wR_factor_all 0.1103 _refine_ls_wR_factor_obs 0.1034 _refine_ls_goodness_of_fit_all 1.077 _refine_ls_goodness_of_fit_obs 1.111 _refine_ls_restrained_S_all 1.076 _refine_ls_restrained_S_obs 1.111 _refine_ls_shift/esd_max 0.000 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group O1 O 0.4205(2) 0.75367(10) 0.17313(12) 0.0498(4) Uani 1 d . . H1 H 0.4865(13) 0.7873(10) 0.1760(14) 0.060 Uiso 1 calc R . O2 O 0.5239(2) 0.68855(12) 0.04599(15) 0.0630(5) Uani 1 d . . O3 O 0.1740(2) 0.87311(10) 0.13611(15) 0.0642(6) Uani 1 d . . H3 H 0.2032(26) 0.9177(3) 0.1085(11) 0.077 Uiso 1 calc R . O4 O 0.2387(2) 0.81004(9) -0.01052(12) 0.0463(4) Uani 1 d . . N1 N 0.6204(2) 0.86606(12) 0.20804(15) 0.0436(5) Uani 1 d . . N2 N 0.2381(2) 1.03395(12) 0.08536(15) 0.0480(5) Uani 1 d . . C1 C 0.3220(2) 0.62743(14) 0.0923(2) 0.0376(5) Uani 1 d . . C2 C 0.1858(2) 0.64291(13) 0.1082(2) 0.0347(5) Uani 1 d . . C3 C 0.1249(2) 0.72622(13) 0.1108(2) 0.0383(5) Uani 1 d . . C4 C -0.0037(2) 0.7337(2) 0.1351(2) 0.0477(6) Uani 1 d . . H4 H -0.0411(2) 0.7897(2) 0.1404(2) 0.057 Uiso 1 calc R . C5 C -0.0819(2) 0.6610(2) 0.1523(2) 0.0502(6) Uani 1 d . . H5 H -0.1706(2) 0.6677(2) 0.1696(2) 0.060 Uiso 1 calc R . C6 C -0.0291(2) 0.5809(2) 0.1439(2) 0.0453(6) Uani 1 d . . H6 H -0.0829(2) 0.5316(2) 0.1528(2) 0.054 Uiso 1 calc R . C7 C 0.1041(2) 0.56939(13) 0.1223(2) 0.0380(5) Uani 1 d . . C8 C 0.1568(3) 0.48540(14) 0.1134(2) 0.0482(6) Uani 1 d . . H8 H 0.1025(3) 0.43675(14) 0.1244(2) 0.058 Uiso 1 calc R . C9 C 0.2828(3) 0.4727(2) 0.0894(2) 0.0519(6) Uani 1 d . . H9 H 0.3148(3) 0.4159(2) 0.0791(2) 0.062 Uiso 1 calc R . C10 C 0.3651(2) 0.54429(14) 0.0802(2) 0.0451(6) Uani 1 d . . H10 H 0.4542(2) 0.53508(14) 0.0649(2) 0.054 Uiso 1 calc R . C11 C 0.4305(2) 0.69368(15) 0.0987(2) 0.0437(6) Uani 1 d . . C12 C 0.1878(2) 0.80620(14) 0.0730(2) 0.0443(6) Uani 1 d . . C13 C 0.7217(3) 0.8412(2) 0.2823(2) 0.0514(7) Uani 1 d . . H13 H 0.7120(3) 0.7894(2) 0.3217(2) 0.062 Uiso 1 calc R . C14 C 0.8382(3) 0.8869(2) 0.3040(2) 0.0556(7) Uani 1 d . . H14 H 0.9080(3) 0.8676(2) 0.3575(2) 0.067 Uiso 1 calc R . C15 C 0.8514(2) 0.9609(2) 0.2470(2) 0.0542(7) Uani 1 d . . H15 H 0.9319(2) 0.9935(2) 0.2595(2) 0.065 Uiso 1 calc R . C16 C 0.7494(2) 0.98801(15) 0.1721(2) 0.0477(6) Uani 1 d . . H16 H 0.7578(2) 1.03979(15) 0.1324(2) 0.057 Uiso 1 calc R . C17 C 0.6335(2) 0.93950(15) 0.1544(2) 0.0391(6) Uani 1 d . . C20 C 0.3414(2) 1.0860(2) 0.0784(2) 0.0401(6) Uani 1 d . . C21 C 0.3296(3) 1.1738(2) 0.0905(2) 0.0504(6) Uani 1 d . . H21 H 0.4049(3) 1.2101(2) 0.0862(2) 0.061 Uiso 1 calc R . C22 C 0.2103(3) 1.2090(2) 0.1085(2) 0.0582(7) Uani 1 d . . H22 H 0.2023(3) 1.2696(2) 0.1180(2) 0.070 Uiso 1 calc R . C23 C 0.1028(3) 1.1563(2) 0.1128(2) 0.0560(7) Uani 1 d . . H23 H 0.0178(3) 1.1792(2) 0.1234(2) 0.067 Uiso 1 calc R . C24 C 0.1210(3) 1.0698(2) 0.1014(2) 0.0554(7) Uani 1 d . . H24 H 0.0464(3) 1.0327(2) 0.1049(2) 0.067 Uiso 1 calc R . C18A C 0.5106(2) 0.9583(2) 0.0729(2) 0.0334(6) Uani 0.85 d P 1 H18A H 0.4309(2) 0.9262(2) 0.0927(2) 0.040 Uiso 0.85 calc PR 1 C19A C 0.4760(2) 1.0544(2) 0.0518(2) 0.0329(6) Uani 0.85 d P 1 H19A H 0.5498(2) 1.0921(2) 0.0872(2) 0.039 Uiso 0.85 calc PR 1 C18B C 0.5682(13) 1.0166(8) 0.0746(9) 0.021(3) Uiso 0.15 d P 2 H18B H 0.5921(13) 1.0762(8) 0.1017(9) 0.025 Uiso 0.15 calc PR 2 C19B C 0.4132(12) 0.9988(8) 0.0533(9) 0.017(2) Uiso 0.15 d P 2 H19B H 0.4124(12) 0.9372(8) 0.0778(9) 0.021 Uiso 0.15 calc PR 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0508(10) 0.0543(10) 0.0461(9) -0.0122(8) 0.0138(8) -0.0215(8) O2 0.0579(11) 0.0696(12) 0.0675(12) -0.0139(9) 0.0302(10) -0.0154(9) O3 0.0954(15) 0.0329(9) 0.0725(12) -0.0104(9) 0.0423(11) -0.0113(9) O4 0.0608(11) 0.0371(9) 0.0437(9) 0.0005(7) 0.0169(8) -0.0066(7) N1 0.0413(11) 0.0506(12) 0.0404(11) -0.0084(9) 0.0108(9) -0.0069(9) N2 0.0649(14) 0.0364(11) 0.0453(12) -0.0070(9) 0.0172(10) 0.0016(10) C1 0.0459(14) 0.0392(13) 0.0279(11) -0.0012(9) 0.0055(10) -0.0047(10) C2 0.0445(13) 0.0341(12) 0.0255(11) -0.0025(9) 0.0049(9) -0.0058(10) C3 0.0488(14) 0.0332(12) 0.0344(12) -0.0016(10) 0.0112(10) -0.0030(10) C4 0.056(2) 0.0426(14) 0.0474(14) -0.0003(11) 0.0169(12) 0.0016(12) C5 0.0435(14) 0.060(2) 0.0492(14) 0.0011(12) 0.0154(11) -0.0060(12) C6 0.0511(15) 0.0452(15) 0.0401(13) 0.0029(11) 0.0077(11) -0.0147(12) C7 0.0484(14) 0.0351(12) 0.0297(11) 0.0010(9) 0.0023(10) -0.0094(10) C8 0.063(2) 0.0332(13) 0.0460(14) 0.0031(10) 0.0000(12) -0.0095(12) C9 0.065(2) 0.0343(13) 0.054(2) -0.0014(11) -0.0003(13) 0.0051(12) C10 0.0493(14) 0.0461(15) 0.0392(13) -0.0014(10) 0.0037(11) 0.0060(12) C11 0.0466(14) 0.0467(14) 0.0391(13) -0.0033(11) 0.0109(11) -0.0070(11) C12 0.0550(15) 0.0324(13) 0.0476(14) -0.0047(11) 0.0151(12) -0.0035(11) C13 0.068(2) 0.0451(14) 0.0424(14) 0.0076(11) 0.0142(13) 0.0108(13) C14 0.0420(15) 0.088(2) 0.0352(13) -0.0015(14) -0.0009(11) 0.0214(15) C15 0.0374(14) 0.081(2) 0.0452(14) -0.0124(14) 0.0077(12) -0.0143(13) C16 0.057(2) 0.0454(14) 0.0439(14) 0.0033(11) 0.0177(12) -0.0025(12) C17 0.0355(13) 0.0568(15) 0.0256(11) -0.0044(11) 0.0057(9) 0.0125(11) C20 0.0445(14) 0.0520(15) 0.0247(11) 0.0040(10) 0.0074(10) 0.0109(12) C21 0.057(2) 0.051(2) 0.0456(14) 0.0050(11) 0.0138(12) -0.0115(12) C22 0.084(2) 0.0308(13) 0.062(2) 0.0042(11) 0.0181(15) 0.0128(14) C23 0.047(2) 0.069(2) 0.053(2) -0.0073(13) 0.0111(12) 0.0215(14) C24 0.049(2) 0.066(2) 0.054(2) -0.0145(13) 0.0181(12) -0.0176(14) C18A 0.0315(14) 0.0360(14) 0.0332(14) -0.0001(11) 0.0070(11) -0.0062(12) C19A 0.0325(14) 0.0351(14) 0.0305(13) -0.0004(11) 0.0019(10) -0.0040(12) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C11 1.322(3) . ? O2 C11 1.215(3) . ? O3 C12 1.317(3) . ? O4 C12 1.215(3) . ? N1 C17 1.332(3) . ? N1 C13 1.339(3) . ? N2 C20 1.326(3) . ? N2 C24 1.340(3) . ? N2 C19B 1.932(12) . ? C1 C10 1.372(3) . ? C1 C2 1.429(3) . ? C1 C11 1.491(3) . ? C2 C7 1.428(3) . ? C2 C3 1.429(3) . ? C3 C4 1.371(3) . ? C3 C12 1.493(3) . ? C4 C5 1.405(3) . ? C5 C6 1.357(3) . ? C6 C7 1.411(3) . ? C7 C8 1.413(3) . ? C8 C9 1.353(3) . ? C9 C10 1.396(3) . ? C13 C14 1.366(4) . ? C14 C15 1.361(4) . ? C15 C16 1.360(3) . ? C16 C17 1.380(3) . ? C17 C18A 1.521(3) . ? C17 C18B 1.633(13) . ? C20 C21 1.373(3) . ? C20 C19A 1.516(3) . ? C21 C22 1.362(4) . ? C22 C23 1.360(4) . ? C23 C24 1.361(3) . ? C18A C19A 1.542(3) . ? C18A C19A 1.584(3) 3_675 ? C19A C18A 1.584(3) 3_675 ? C18B C19B 1.57(2) . ? C18B C19B 1.64(2) 3_675 ? C19B C18B 1.64(2) 3_675 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C17 N1 C13 118.3(2) . . ? C20 N2 C24 118.0(2) . . ? C20 N2 C19B 54.2(4) . . ? C24 N2 C19B 171.4(4) . . ? C10 C1 C2 119.6(2) . . ? C10 C1 C11 114.3(2) . . ? C2 C1 C11 125.8(2) . . ? C7 C2 C3 117.4(2) . . ? C7 C2 C1 117.5(2) . . ? C3 C2 C1 125.2(2) . . ? C4 C3 C2 120.1(2) . . ? C4 C3 C12 116.7(2) . . ? C2 C3 C12 122.7(2) . . ? C3 C4 C5 121.9(2) . . ? C6 C5 C4 119.2(2) . . ? C5 C6 C7 121.3(2) . . ? C6 C7 C8 120.4(2) . . ? C6 C7 C2 119.9(2) . . ? C8 C7 C2 119.7(2) . . ? C9 C8 C7 121.5(2) . . ? C8 C9 C10 119.0(2) . . ? C1 C10 C9 122.4(2) . . ? O2 C11 O1 123.8(2) . . ? O2 C11 C1 122.5(2) . . ? O1 C11 C1 113.5(2) . . ? O4 C12 O3 123.9(2) . . ? O4 C12 C3 123.4(2) . . ? O3 C12 C3 112.5(2) . . ? N1 C13 C14 123.0(2) . . ? C15 C14 C13 118.2(2) . . ? C16 C15 C14 120.0(2) . . ? C15 C16 C17 119.3(2) . . ? N1 C17 C16 121.3(2) . . ? N1 C17 C18A 111.8(2) . . ? C16 C17 C18A 126.8(2) . . ? N1 C17 C18B 150.3(5) . . ? C16 C17 C18B 88.0(5) . . ? N2 C20 C21 121.0(2) . . ? N2 C20 C19A 123.2(2) . . ? C21 C20 C19A 115.8(2) . . ? C22 C21 C20 120.2(2) . . ? C23 C22 C21 119.3(2) . . ? C22 C23 C24 117.8(2) . . ? N2 C24 C23 123.7(2) . . ? C17 C18A C19A 116.3(2) . . ? C17 C18A C19A 117.5(2) . 3_675 ? C19A C18A C19A 90.0(2) . 3_675 ? C20 C19A C18A 117.6(2) . . ? C20 C19A C18A 116.3(2) . 3_675 ? C18A C19A C18A 90.0(2) . 3_675 ? C19B C18B C17 106.6(9) . . ? C19B C18B C19B 92.7(9) . 3_675 ? C17 C18B C19B 113.2(8) . 3_675 ? C18B C19B C18B 87.3(9) . 3_675 ? C18B C19B N2 145.8(9) . . ? C18B C19B N2 117.5(8) 3_675 . ? _refine_diff_density_max 0.229 _refine_diff_density_min -0.225 _refine_diff_density_rms 0.038