# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2003 data_global _journal_name_full Chem.Commun. _journal_coden_cambridge 0182 _publ_contact_author_email LOUIE@CHEM.UTAH.EDU _publ_contact_author_name 'Janis Louie' _journal_year ? _journal_volume ? _journal_page_first ? loop_ _publ_author_name 'Janis Louie' 'Hung A. Doung' 'Atta M. Arif' data_jl001 _database_code_CSD 219086 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H36 N2 O2' _chemical_formula_weight 432.59 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 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 12.6385(7) _cell_length_b 12.5779(8) _cell_length_c 16.6868(12) _cell_angle_alpha 90.00 _cell_angle_beta 92.993(2) _cell_angle_gamma 90.00 _cell_volume 2649.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 4889 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 25.35 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.085 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 936 _exptl_absorpt_coefficient_mu 0.068 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.9833 _exptl_absorpt_correction_T_max 0.9980 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; The program Denzo-SMN (Otwinowski & Minor, 1997) uses a scaling algorithm (Fox & Holmes, 1966) which effectively corrects for absorption effects. High redundancy data were used in the scaling program hence the 'multi-scan' code word was used. No transmission coefficients are available from the program (only scale factors for each frame). The scale factors in the experimental table are calculated from the 'size' command in the SHELXL-97 input file. ; _diffrn_ambient_temperature 150(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD diffractometer' _diffrn_measurement_method 'Phi plus Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9106 _diffrn_reflns_av_R_equivalents 0.0721 _diffrn_reflns_av_sigmaI/netI 0.1037 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 3.46 _diffrn_reflns_theta_max 25.41 _reflns_number_total 4822 _reflns_number_gt 2525 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'WinGX, Ortep' _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.1218P)^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 mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4822 _refine_ls_number_parameters 422 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1638 _refine_ls_R_factor_gt 0.0825 _refine_ls_wR_factor_ref 0.2314 _refine_ls_wR_factor_gt 0.1886 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _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 0.2478(2) -0.00008(17) 0.13600(15) 0.0491(7) Uani 1 1 d . . . O2 O 0.3902(2) -0.00020(18) 0.21938(15) 0.0488(7) Uani 1 1 d . . . N1 N 0.2587(2) 0.21714(18) 0.23759(14) 0.0261(6) Uani 1 1 d . . . N3 N 0.3604(2) 0.22966(18) 0.13909(14) 0.0262(6) Uani 1 1 d . . . C2 C 0.3121(2) 0.1606(2) 0.18540(17) 0.0249(7) Uani 1 1 d . . . C4 C 0.3376(3) 0.3330(3) 0.1638(2) 0.0371(9) Uani 1 1 d . . . C5 C 0.2743(3) 0.3239(2) 0.2250(2) 0.0374(9) Uani 1 1 d . . . C6 C 0.3178(3) 0.0410(2) 0.1791(2) 0.0322(8) Uani 1 1 d . . . C7 C 0.1932(3) 0.1720(2) 0.29838(19) 0.0305(8) Uani 1 1 d . . . C8 C 0.2418(3) 0.1509(2) 0.37352(19) 0.0344(8) Uani 1 1 d . . . C9 C 0.1752(4) 0.1120(3) 0.4313(2) 0.0465(11) Uani 1 1 d . . . C10 C 0.0687(4) 0.0947(3) 0.4132(2) 0.0462(10) Uani 1 1 d . . . C11 C 0.0249(3) 0.1141(3) 0.3371(2) 0.0439(10) Uani 1 1 d . . . C12 C 0.0870(3) 0.1534(2) 0.2771(2) 0.0348(8) Uani 1 1 d . . . C13 C 0.3572(3) 0.1701(3) 0.3939(2) 0.0469(10) Uani 1 1 d . . . C14 C 0.4123(5) 0.0709(4) 0.4297(4) 0.0764(16) Uani 1 1 d . . . C15 C 0.3729(5) 0.2647(4) 0.4505(3) 0.0643(13) Uani 1 1 d . . . C16 C 0.0375(3) 0.1772(3) 0.1952(2) 0.0438(9) Uani 1 1 d . . . C17 C -0.0200(4) 0.0814(4) 0.1584(3) 0.0632(13) Uani 1 1 d . . . C18 C -0.0353(5) 0.2736(4) 0.1980(3) 0.0596(12) Uani 1 1 d . . . C19 C 0.4266(3) 0.1981(2) 0.07400(18) 0.0276(7) Uani 1 1 d . . . C20 C 0.5335(3) 0.1813(2) 0.0925(2) 0.0327(8) Uani 1 1 d . . . C21 C 0.5924(3) 0.1477(3) 0.0290(2) 0.0432(10) Uani 1 1 d . . . C22 C 0.5465(3) 0.1331(3) -0.0463(2) 0.0416(10) Uani 1 1 d . . . C23 C 0.4410(3) 0.1495(3) -0.0618(2) 0.0410(9) Uani 1 1 d . . . C24 C 0.3762(3) 0.1834(2) -0.00112(19) 0.0333(8) Uani 1 1 d . . . C25 C 0.5857(3) 0.1991(3) 0.1759(2) 0.0500(10) Uani 1 1 d . . . C26 C 0.6508(5) 0.1055(5) 0.2045(4) 0.0738(15) Uani 1 1 d . . . C27 C 0.6481(4) 0.3035(4) 0.1757(3) 0.0763(15) Uani 1 1 d . . . H27A H 0.6024 0.3603 0.1535 0.114 Uiso 1 1 calc R . . H27B H 0.7095 0.2952 0.1428 0.114 Uiso 1 1 calc R . . H27C H 0.6722 0.3217 0.2308 0.114 Uiso 1 1 calc R . . C28 C 0.2589(3) 0.2035(3) -0.0193(2) 0.0444(10) Uani 1 1 d . . . C29 C 0.2030(5) 0.1104(5) -0.0591(4) 0.0758(15) Uani 1 1 d . . . C30 C 0.2449(5) 0.3056(5) -0.0682(4) 0.0756(16) Uani 1 1 d . . . H4 H 0.364(2) 0.388(2) 0.1393(18) 0.025(8) Uiso 1 1 d . . . H5 H 0.241(3) 0.374(3) 0.2600(19) 0.034(9) Uiso 1 1 d . . . H9 H 0.200(3) 0.095(2) 0.485(2) 0.041(10) Uiso 1 1 d . . . H10 H 0.030(3) 0.064(2) 0.4539(19) 0.031(8) Uiso 1 1 d . . . H11 H -0.055(3) 0.098(3) 0.330(2) 0.060(12) Uiso 1 1 d . . . H13 H 0.392(3) 0.195(3) 0.342(2) 0.058(11) Uiso 1 1 d . . . H14A H 0.408(4) 0.012(4) 0.395(3) 0.078(16) Uiso 1 1 d . . . G14B H 0.496(4) 0.088(3) 0.434(2) 0.067(13) Uiso 1 1 d . . . H14C H 0.381(4) 0.057(4) 0.482(3) 0.087(17) Uiso 1 1 d . . . H15A H 0.338(4) 0.318(4) 0.423(3) 0.094(18) Uiso 1 1 d . . . H15B H 0.446(5) 0.273(4) 0.457(3) 0.095(18) Uiso 1 1 d . . . H15C H 0.348(4) 0.234(4) 0.508(4) 0.114(19) Uiso 1 1 d . . . H16 H 0.097(3) 0.192(3) 0.164(2) 0.061(12) Uiso 1 1 d . . . H17A H -0.052(3) 0.094(3) 0.102(3) 0.057(12) Uiso 1 1 d . . . H17B H 0.024(3) 0.022(3) 0.158(2) 0.046(11) Uiso 1 1 d . . . H17C H -0.076(4) 0.062(3) 0.203(3) 0.072(14) Uiso 1 1 d . . . H18A H -0.055(4) 0.287(3) 0.141(3) 0.080(15) Uiso 1 1 d . . . H18B H -0.001(4) 0.330(3) 0.219(3) 0.065(14) Uiso 1 1 d . . . H18C H -0.101(4) 0.249(4) 0.222(3) 0.086(17) Uiso 1 1 d . . . H21 H 0.664(3) 0.136(3) 0.038(2) 0.058(12) Uiso 1 1 d . . . H22 H 0.586(3) 0.116(3) -0.091(2) 0.060(12) Uiso 1 1 d . . . H23 H 0.409(3) 0.139(3) -0.118(2) 0.048(10) Uiso 1 1 d . . . H25 H 0.528(4) 0.210(3) 0.211(2) 0.066(12) Uiso 1 1 d . . . H26A H 0.714(4) 0.103(4) 0.171(3) 0.083(16) Uiso 1 1 d . . . H26B H 0.689(4) 0.117(3) 0.260(3) 0.078(14) Uiso 1 1 d . . . H26C H 0.602(4) 0.040(4) 0.207(3) 0.094(17) Uiso 1 1 d . . . H28 H 0.227(3) 0.215(2) 0.032(2) 0.040(9) Uiso 1 1 d . . . H29A H 0.234(3) 0.106(3) -0.112(3) 0.063(14) Uiso 1 1 d . . . H29B H 0.209(4) 0.054(4) -0.020(3) 0.080(16) Uiso 1 1 d . . . H29C H 0.126(5) 0.126(4) -0.070(3) 0.092(16) Uiso 1 1 d . . . H30A H 0.279(4) 0.293(4) -0.128(3) 0.112(19) Uiso 1 1 d . . . H30B H 0.275(5) 0.365(5) -0.048(3) 0.11(2) Uiso 1 1 d . . . H30C H 0.168(4) 0.328(4) -0.080(3) 0.088(16) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0604(19) 0.0290(13) 0.0582(17) -0.0092(11) 0.0081(15) -0.0065(12) O2 0.0585(19) 0.0321(13) 0.0565(17) 0.0071(11) 0.0107(14) 0.0095(12) N1 0.0312(16) 0.0224(13) 0.0257(14) -0.0026(10) 0.0096(12) 0.0008(11) N3 0.0322(16) 0.0209(13) 0.0264(14) 0.0002(10) 0.0110(12) -0.0002(11) C2 0.0287(18) 0.0255(16) 0.0212(16) 0.0000(12) 0.0069(13) 0.0028(13) C4 0.049(2) 0.0251(18) 0.038(2) 0.0016(14) 0.0139(18) -0.0057(15) C5 0.047(2) 0.0246(18) 0.042(2) -0.0038(15) 0.0170(18) 0.0017(15) C6 0.038(2) 0.0267(17) 0.033(2) 0.0016(15) 0.0157(17) -0.0010(16) C7 0.037(2) 0.0245(16) 0.031(2) -0.0004(13) 0.0108(16) 0.0036(13) C8 0.041(2) 0.0323(18) 0.031(2) -0.0002(13) 0.0077(16) 0.0120(15) C9 0.068(3) 0.041(2) 0.033(2) 0.0054(16) 0.019(2) 0.0109(19) C10 0.059(3) 0.039(2) 0.043(2) 0.0031(17) 0.032(2) 0.0039(19) C11 0.041(3) 0.037(2) 0.055(3) -0.0015(17) 0.023(2) -0.0050(16) C12 0.036(2) 0.0307(18) 0.038(2) -0.0052(14) 0.0080(17) 0.0001(14) C13 0.042(2) 0.055(2) 0.043(2) 0.0065(18) -0.0012(19) 0.0125(18) C14 0.060(4) 0.070(4) 0.098(5) 0.013(3) -0.014(3) 0.021(3) C15 0.060(4) 0.067(3) 0.064(3) -0.009(3) -0.015(3) 0.008(3) C16 0.033(2) 0.055(2) 0.044(2) -0.0003(17) 0.0036(19) -0.0010(17) C17 0.062(3) 0.062(3) 0.063(3) -0.020(2) -0.013(3) -0.005(3) C18 0.062(3) 0.061(3) 0.055(3) 0.001(2) -0.010(3) 0.006(2) C19 0.032(2) 0.0245(16) 0.0274(18) -0.0020(12) 0.0132(15) -0.0026(13) C20 0.031(2) 0.0344(18) 0.034(2) 0.0019(14) 0.0105(16) -0.0003(14) C21 0.036(2) 0.042(2) 0.054(3) 0.0044(17) 0.024(2) 0.0044(17) C22 0.050(3) 0.0385(19) 0.038(2) 0.0013(16) 0.024(2) -0.0007(17) C23 0.058(3) 0.0369(19) 0.029(2) -0.0020(15) 0.0173(19) -0.0082(17) C24 0.039(2) 0.0354(18) 0.0265(19) 0.0012(14) 0.0087(16) -0.0018(15) C25 0.042(3) 0.061(3) 0.048(3) -0.0061(19) 0.010(2) 0.0018(19) C26 0.066(4) 0.088(4) 0.066(4) 0.002(3) -0.015(3) 0.011(3) C27 0.069(4) 0.077(3) 0.082(4) -0.019(3) -0.004(3) -0.019(3) C28 0.046(3) 0.055(2) 0.033(2) 0.0009(17) 0.0072(19) 0.0004(18) C29 0.057(4) 0.087(4) 0.082(4) -0.014(3) -0.016(3) -0.008(3) C30 0.062(4) 0.075(4) 0.090(4) 0.029(3) 0.004(3) 0.015(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O1 C6 1.225(4) . ? O2 C6 1.221(4) . ? N1 C2 1.334(4) . ? N1 C5 1.376(4) . ? N1 C7 1.457(4) . ? N3 C2 1.332(4) . ? N3 C4 1.398(4) . ? N3 C19 1.460(4) . ? C2 C6 1.511(4) . ? C4 C5 1.334(5) . ? C4 H4 0.88(3) . ? C5 H5 0.97(3) . ? C7 C12 1.390(5) . ? C7 C8 1.392(4) . ? C8 C9 1.401(5) . ? C8 C13 1.500(5) . ? C9 C10 1.381(6) . ? C9 H9 0.96(3) . ? C10 C11 1.379(5) . ? C10 H10 0.94(3) . ? C11 C12 1.394(5) . ? C11 H11 1.03(4) . ? C12 C16 1.504(5) . ? C13 C15 1.524(6) . ? C13 C14 1.535(6) . ? C13 H13 1.05(4) . ? C14 H14A 0.95(5) . ? C14 G14B 1.08(5) . ? C14 H14C 1.00(5) . ? C15 H15A 0.91(5) . ? C15 H15B 0.93(6) . ? C15 H15C 1.10(6) . ? C16 C17 1.519(5) . ? C16 C18 1.524(6) . ? C16 H16 0.96(4) . ? C17 H17A 1.01(4) . ? C17 H17B 0.94(4) . ? C17 H17C 1.08(5) . ? C18 H18A 0.98(5) . ? C18 H18B 0.89(4) . ? C18 H18C 1.00(5) . ? C19 C20 1.387(5) . ? C19 C24 1.389(4) . ? C20 C21 1.393(5) . ? C20 C25 1.525(5) . ? C21 C22 1.368(5) . ? C21 H21 0.92(4) . ? C22 C23 1.361(5) . ? C22 H22 0.94(4) . ? C23 C24 1.401(5) . ? C23 H23 1.01(4) . ? C24 C28 1.519(5) . ? C25 C26 1.499(6) . ? C25 C27 1.531(6) . ? C25 H25 0.97(4) . ? C26 H26A 1.00(5) . ? C26 H26B 1.04(5) . ? C26 H26C 1.03(5) . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 C29 1.503(6) . ? C28 C30 1.527(6) . ? C28 H28 0.97(3) . ? C29 H29A 0.99(4) . ? C29 H29B 0.96(5) . ? C29 H29C 1.00(6) . ? C30 H30A 1.12(6) . ? C30 H30B 0.90(6) . ? C30 H30C 1.02(5) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 N1 C5 109.8(3) . . ? C2 N1 C7 124.8(2) . . ? C5 N1 C7 125.3(3) . . ? C2 N3 C4 109.1(2) . . ? C2 N3 C19 123.5(2) . . ? C4 N3 C19 127.4(2) . . ? N3 C2 N1 107.1(2) . . ? N3 C2 C6 125.7(2) . . ? N1 C2 C6 127.2(3) . . ? C5 C4 N3 106.7(3) . . ? C5 C4 H4 132.9(19) . . ? N3 C4 H4 120.3(19) . . ? C4 C5 N1 107.3(3) . . ? C4 C5 H5 134.4(18) . . ? N1 C5 H5 118.4(18) . . ? O2 C6 O1 129.9(3) . . ? O2 C6 C2 115.0(3) . . ? O1 C6 C2 115.1(3) . . ? C12 C7 C8 124.9(3) . . ? C12 C7 N1 117.6(3) . . ? C8 C7 N1 117.5(3) . . ? C7 C8 C9 115.7(3) . . ? C7 C8 C13 123.4(3) . . ? C9 C8 C13 120.8(3) . . ? C10 C9 C8 121.2(4) . . ? C10 C9 H9 116(2) . . ? C8 C9 H9 123(2) . . ? C11 C10 C9 120.9(4) . . ? C11 C10 H10 122.4(19) . . ? C9 C10 H10 116.6(19) . . ? C10 C11 C12 120.6(4) . . ? C10 C11 H11 115(2) . . ? C12 C11 H11 125(2) . . ? C7 C12 C11 116.7(3) . . ? C7 C12 C16 123.3(3) . . ? C11 C12 C16 120.0(3) . . ? C8 C13 C15 111.1(4) . . ? C8 C13 C14 111.9(4) . . ? C15 C13 C14 110.6(4) . . ? C8 C13 H13 108(2) . . ? C15 C13 H13 104(2) . . ? C14 C13 H13 111(2) . . ? C13 C14 H14A 113(3) . . ? C13 C14 G14B 107(2) . . ? H14A C14 G14B 102(4) . . ? C13 C14 H14C 107(3) . . ? H14A C14 H14C 113(4) . . ? G14B C14 H14C 114(4) . . ? C13 C15 H15A 102(3) . . ? C13 C15 H15B 105(3) . . ? H15A C15 H15B 116(5) . . ? C13 C15 H15C 104(3) . . ? H15A C15 H15C 123(4) . . ? H15B C15 H15C 106(4) . . ? C12 C16 C17 112.2(4) . . ? C12 C16 C18 110.7(3) . . ? C17 C16 C18 111.5(4) . . ? C12 C16 H16 104(2) . . ? C17 C16 H16 108(2) . . ? C18 C16 H16 111(2) . . ? C16 C17 H17A 114(2) . . ? C16 C17 H17B 112(2) . . ? H17A C17 H17B 109(3) . . ? C16 C17 H17C 102(2) . . ? H17A C17 H17C 116(3) . . ? H17B C17 H17C 103(3) . . ? C16 C18 H18A 103(3) . . ? C16 C18 H18B 111(3) . . ? H18A C18 H18B 110(4) . . ? C16 C18 H18C 106(3) . . ? H18A C18 H18C 105(4) . . ? H18B C18 H18C 119(4) . . ? C20 C19 C24 125.2(3) . . ? C20 C19 N3 117.7(3) . . ? C24 C19 N3 117.0(3) . . ? C19 C20 C21 115.5(3) . . ? C19 C20 C25 123.4(3) . . ? C21 C20 C25 121.1(3) . . ? C22 C21 C20 121.4(4) . . ? C22 C21 H21 120(2) . . ? C20 C21 H21 119(2) . . ? C23 C22 C21 121.3(4) . . ? C23 C22 H22 116(2) . . ? C21 C22 H22 123(2) . . ? C22 C23 C24 120.9(4) . . ? C22 C23 H23 120(2) . . ? C24 C23 H23 119(2) . . ? C19 C24 C23 115.8(3) . . ? C19 C24 C28 123.7(3) . . ? C23 C24 C28 120.5(3) . . ? C26 C25 C20 112.2(4) . . ? C26 C25 C27 113.6(4) . . ? C20 C25 C27 108.8(3) . . ? C26 C25 H25 110(2) . . ? C20 C25 H25 105(2) . . ? C27 C25 H25 107(2) . . ? C25 C26 H26A 107(3) . . ? C25 C26 H26B 114(2) . . ? H26A C26 H26B 99(4) . . ? C25 C26 H26C 109(3) . . ? H26A C26 H26C 119(4) . . ? H26B C26 H26C 109(4) . . ? C25 C27 H27A 109.5 . . ? C25 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C25 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C29 C28 C24 112.9(4) . . ? C29 C28 C30 112.3(5) . . ? C24 C28 C30 109.3(4) . . ? C29 C28 H28 107(2) . . ? C24 C28 H28 107(2) . . ? C30 C28 H28 107.8(19) . . ? C28 C29 H29A 104(2) . . ? C28 C29 H29B 105(3) . . ? H29A C29 H29B 123(4) . . ? C28 C29 H29C 111(3) . . ? H29A C29 H29C 106(4) . . ? H29B C29 H29C 108(4) . . ? C28 C30 H30A 109(3) . . ? C28 C30 H30B 117(4) . . ? H30A C30 H30B 107(5) . . ? C28 C30 H30C 115(3) . . ? H30A C30 H30C 106(4) . . ? H30B C30 H30C 103(4) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C4 N3 C2 N1 0.7(4) . . . . ? C19 N3 C2 N1 -179.7(3) . . . . ? C4 N3 C2 C6 -179.1(3) . . . . ? C19 N3 C2 C6 0.5(5) . . . . ? C5 N1 C2 N3 -0.7(4) . . . . ? C7 N1 C2 N3 178.9(3) . . . . ? C5 N1 C2 C6 179.1(3) . . . . ? C7 N1 C2 C6 -1.3(5) . . . . ? C2 N3 C4 C5 -0.5(4) . . . . ? C19 N3 C4 C5 180.0(3) . . . . ? N3 C4 C5 N1 0.0(4) . . . . ? C2 N1 C5 C4 0.5(4) . . . . ? C7 N1 C5 C4 -179.2(3) . . . . ? N3 C2 C6 O2 89.7(4) . . . . ? N1 C2 C6 O2 -90.1(4) . . . . ? N3 C2 C6 O1 -92.0(4) . . . . ? N1 C2 C6 O1 88.2(4) . . . . ? C2 N1 C7 C12 -89.5(4) . . . . ? C5 N1 C7 C12 90.1(4) . . . . ? C2 N1 C7 C8 90.7(4) . . . . ? C5 N1 C7 C8 -89.7(4) . . . . ? C12 C7 C8 C9 -2.6(5) . . . . ? N1 C7 C8 C9 177.3(3) . . . . ? C12 C7 C8 C13 178.9(3) . . . . ? N1 C7 C8 C13 -1.3(4) . . . . ? C7 C8 C9 C10 1.0(5) . . . . ? C13 C8 C9 C10 179.6(3) . . . . ? C8 C9 C10 C11 0.7(5) . . . . ? C9 C10 C11 C12 -1.1(5) . . . . ? C8 C7 C12 C11 2.3(5) . . . . ? N1 C7 C12 C11 -177.5(3) . . . . ? C8 C7 C12 C16 -179.9(3) . . . . ? N1 C7 C12 C16 0.3(4) . . . . ? C10 C11 C12 C7 -0.4(5) . . . . ? C10 C11 C12 C16 -178.3(3) . . . . ? C7 C8 C13 C15 108.5(4) . . . . ? C9 C8 C13 C15 -69.9(4) . . . . ? C7 C8 C13 C14 -127.3(4) . . . . ? C9 C8 C13 C14 54.2(5) . . . . ? C7 C12 C16 C17 126.8(4) . . . . ? C11 C12 C16 C17 -55.4(5) . . . . ? C7 C12 C16 C18 -108.0(4) . . . . ? C11 C12 C16 C18 69.8(5) . . . . ? C2 N3 C19 C20 -88.9(4) . . . . ? C4 N3 C19 C20 90.6(4) . . . . ? C2 N3 C19 C24 88.6(4) . . . . ? C4 N3 C19 C24 -91.8(4) . . . . ? C24 C19 C20 C21 0.5(5) . . . . ? N3 C19 C20 C21 177.8(3) . . . . ? C24 C19 C20 C25 179.7(3) . . . . ? N3 C19 C20 C25 -3.0(4) . . . . ? C19 C20 C21 C22 0.3(5) . . . . ? C25 C20 C21 C22 -179.0(3) . . . . ? C20 C21 C22 C23 -0.9(5) . . . . ? C21 C22 C23 C24 0.8(5) . . . . ? C20 C19 C24 C23 -0.5(4) . . . . ? N3 C19 C24 C23 -177.8(3) . . . . ? C20 C19 C24 C28 -179.5(3) . . . . ? N3 C19 C24 C28 3.2(4) . . . . ? C22 C23 C24 C19 -0.1(5) . . . . ? C22 C23 C24 C28 178.9(3) . . . . ? C19 C20 C25 C26 129.7(4) . . . . ? C21 C20 C25 C26 -51.0(5) . . . . ? C19 C20 C25 C27 -103.7(4) . . . . ? C21 C20 C25 C27 75.5(4) . . . . ? C19 C24 C28 C29 -127.8(4) . . . . ? C23 C24 C28 C29 53.2(5) . . . . ? C19 C24 C28 C30 106.4(4) . . . . ? C23 C24 C28 C30 -72.6(5) . . . . ? _diffrn_measured_fraction_theta_max 0.991 _diffrn_reflns_theta_full 25.41 _diffrn_measured_fraction_theta_full 0.991 _refine_diff_density_max 0.517 _refine_diff_density_min -0.342 _refine_diff_density_rms 0.066