# Supplementary Material (ESI) for Perkin Transactions # This journal is © The Royal Society of Chemistry 2002 data_global _journal_coden_Cambridge 207 _publ_requested_journal 'Perkin Transactions 1' loop_ _publ_author_name 'Clayden, Jonathan' 'Frampton, Christopher S.' 'Pink, Jennifer H.' 'Westlund, Neil' _publ_contact_author_name 'Prof Jonathan Clayden' _publ_contact_author_address ; Dept of Chemistry Univ. of Manchester Oxford Rd Manchester M13 9PL UNITED KINGDOM ; _publ_contact_author_email 'J.P.CLAYDEN@MAN.AC.UK' _publ_section_title ; Atroposelectivity in the Electrophilic Substitution Reactions of Laterally Lithiated and Silylated Tertiary Am ; data_0256s _database_code_CSD 177854 _audit_creation_method SHELXL-97 _publ_section_experimental ; The data collection nominally covered a sphere of reciprocal space, by a combination of four sets of exposures; each set had a different \f angle for the crystal and each exposure covered 0.3\% in \w. The crystal-to-detector distance was 4.899 cm. Coverage of the unique set is 99.8% complete to 26.37\% in \q. Crystal decay was monitored by repeating the first 50 frames at the end of data collection and analyzing the duplicate reflections. ; _publ_section_exptl_refinement ; Hydrogen atoms were placed geometrically and refined with a riding model (including free rotation about C---C bonds for methyl groups), and with U~iso~ constrained to be 1.2 (1.5 for methyl groups) times U~eq~ of the carrier atom. Area detector scaling corrections were performed by SADABS. This correction was used to scale the frames of data and to correct for absorption of the primary beam by the crystal support using the method of Blessing (1995). A correction for absorption of the primary beam by the crystal was not applied and as such no transmission factors are quoted. ; _publ_section_references ; Blessing R.H. (1995). Acta Cryst., A51, 33-38. Bruker AXS (1997). SMART, SAINT and SADABS area-detector control and integration software. Bruker AXS Inc., Madison, WI 53719, U.S.A. Sheldrick, G.M. (1997). SHELXTL Version 5.10 Bruker AXS Inc., Madison, WI 53719, U.S.A. ; _chemical_name_systematic ; ? ; _chemical_name_common ; RWX0256/Wilson/NW-D003/5107/15-5-97. ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H34 N2 O1' _chemical_formula_weight 402.56 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 14.030(3) _cell_length_b 12.956(4) _cell_length_c 14.047(3) _cell_angle_alpha 90.00 _cell_angle_beta 114.457(13) _cell_angle_gamma 90.00 _cell_volume 2324.3(9) _cell_formula_units_Z 4 _cell_measurement_temperature 123(1) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 1.73 _cell_measurement_theta_max 26.37 _exptl_crystal_description Fragment _exptl_crystal_colour Colourless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.150 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.069 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_measurement_device_type 'Bruker AXS 1K SMART CCD area detector' _diffrn_measurement_method 'narrow frame omega scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 'see text' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 22259 _diffrn_reflns_av_R_equivalents 0.0200 _diffrn_reflns_av_sigmaI/netI 0.0139 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.73 _diffrn_reflns_theta_max 26.37 _reflns_number_total 4734 _reflns_number_gt 4381 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5 (Bruker AXS, 1997)' _computing_cell_refinement 'SMART V5 & SAINT V5 (Bruker AXS, 1997)' _computing_data_reduction 'SAINT V5 (Bruker AXS, 1997)' _computing_structure_solution 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.10 (Sheldrick, 1997)' _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^)+(0.0500P)^2^+0.8500P] 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 4734 _refine_ls_number_parameters 281 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0412 _refine_ls_R_factor_gt 0.0380 _refine_ls_wR_factor_ref 0.0995 _refine_ls_wR_factor_gt 0.0960 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.88714(6) 0.35684(6) 0.18982(6) 0.02654(19) Uani 1 1 d . . . N1 N 1.04295(7) 0.28368(7) 0.29428(7) 0.01906(19) Uani 1 1 d . . . N2 N 0.69342(7) 0.24314(8) 0.23464(8) 0.0255(2) Uani 1 1 d . . . H2A H 0.7157(12) 0.2516(11) 0.1824(12) 0.038(4) Uiso 1 1 d . . . C1 C 0.90391(7) 0.17975(8) 0.16084(8) 0.0182(2) Uani 1 1 d . . . C2 C 0.85089(8) 0.11063(8) 0.19612(8) 0.0191(2) Uani 1 1 d . . . C3 C 0.80687(8) 0.02072(8) 0.13529(8) 0.0222(2) Uani 1 1 d . . . H3A H 0.7699 -0.0272 0.1585 0.027 Uiso 1 1 calc R . . C4 C 0.81695(8) 0.00220(9) 0.04408(9) 0.0237(2) Uani 1 1 d . . . H4A H 0.7869 -0.0584 0.0051 0.028 Uiso 1 1 calc R . . C5 C 0.87153(8) 0.07192(8) 0.00659(8) 0.0214(2) Uani 1 1 d . . . C6 C 0.88564(8) 0.05290(9) -0.08644(8) 0.0261(2) Uani 1 1 d . . . H6A H 0.8557 -0.0070 -0.1267 0.031 Uiso 1 1 calc R . . C7 C 0.94170(9) 0.11969(10) -0.11865(9) 0.0291(3) Uani 1 1 d . . . H7A H 0.9509 0.1056 -0.1807 0.035 Uiso 1 1 calc R . . C8 C 0.98594(9) 0.20938(10) -0.06020(9) 0.0289(3) Uani 1 1 d . . . H8A H 1.0252 0.2552 -0.0829 0.035 Uiso 1 1 calc R . . C9 C 0.97274(8) 0.23089(9) 0.02920(8) 0.0249(2) Uani 1 1 d . . . H9A H 1.0020 0.2922 0.0672 0.030 Uiso 1 1 calc R . . C10 C 0.91582(8) 0.16257(8) 0.06562(8) 0.0197(2) Uani 1 1 d . . . C11 C 0.94471(8) 0.28061(8) 0.21769(8) 0.0189(2) Uani 1 1 d . . . C12 C 1.08694(8) 0.38332(8) 0.34597(8) 0.0234(2) Uani 1 1 d . . . H12A H 1.1603 0.3688 0.3971 0.028 Uiso 1 1 calc R . . C13 C 1.09442(9) 0.46335(9) 0.26935(10) 0.0306(3) Uani 1 1 d . . . H13A H 1.1297 0.4328 0.2288 0.046 Uiso 1 1 calc R . . H13B H 1.1345 0.5231 0.3083 0.046 Uiso 1 1 calc R . . H13C H 1.0239 0.4855 0.2218 0.046 Uiso 1 1 calc R . . C14 C 1.02925(10) 0.42437(10) 0.40944(10) 0.0350(3) Uani 1 1 d . . . H14A H 1.0279 0.3711 0.4584 0.053 Uiso 1 1 calc R . . H14B H 0.9574 0.4427 0.3621 0.053 Uiso 1 1 calc R . . H14C H 1.0655 0.4857 0.4486 0.053 Uiso 1 1 calc R . . C15 C 1.10873(8) 0.18999(8) 0.33217(8) 0.0205(2) Uani 1 1 d . . . H15A H 1.0645 0.1293 0.2962 0.025 Uiso 1 1 calc R . . C16 C 1.20204(9) 0.19206(9) 0.30273(9) 0.0257(2) Uani 1 1 d . . . H16A H 1.1768 0.1983 0.2267 0.038 Uiso 1 1 calc R . . H16B H 1.2423 0.1281 0.3261 0.038 Uiso 1 1 calc R . . H16C H 1.2469 0.2511 0.3365 0.038 Uiso 1 1 calc R . . C17 C 1.14387(9) 0.17459(10) 0.45007(9) 0.0292(3) Uani 1 1 d . . . H17A H 1.0827 0.1775 0.4669 0.044 Uiso 1 1 calc R . . H17B H 1.1933 0.2292 0.4881 0.044 Uiso 1 1 calc R . . H17C H 1.1781 0.1072 0.4706 0.044 Uiso 1 1 calc R . . C18 C 0.84572(8) 0.12482(8) 0.30141(8) 0.0201(2) Uani 1 1 d . . . H18A H 0.8899 0.1859 0.3365 0.024 Uiso 1 1 calc R . . C19 C 0.89237(9) 0.02996(9) 0.37080(9) 0.0267(2) Uani 1 1 d . . . H19A H 0.9034 0.0456 0.4429 0.040 Uiso 1 1 calc R . . H19B H 0.9594 0.0121 0.3689 0.040 Uiso 1 1 calc R . . H19C H 0.8440 -0.0284 0.3448 0.040 Uiso 1 1 calc R . . C20 C 0.73311(8) 0.14624(8) 0.29066(8) 0.0206(2) Uani 1 1 d . . . H20A H 0.6865 0.0885 0.2505 0.025 Uiso 1 1 calc R . . C21 C 0.57942(9) 0.24887(10) 0.19175(10) 0.0308(3) Uani 1 1 d . . . H21A H 0.5555 0.3109 0.1484 0.046 Uiso 1 1 calc R . . H21B H 0.5570 0.2520 0.2491 0.046 Uiso 1 1 calc R . . H21C H 0.5492 0.1876 0.1489 0.046 Uiso 1 1 calc R . . C22 C 0.73252(8) 0.15160(8) 0.39857(8) 0.0206(2) Uani 1 1 d . . . C23 C 0.78461(9) 0.23141(9) 0.46741(9) 0.0258(2) Uani 1 1 d . . . H23A H 0.8148 0.2862 0.4444 0.031 Uiso 1 1 calc R . . C24 C 0.79246(9) 0.23101(10) 0.56937(9) 0.0306(3) Uani 1 1 d . . . H24A H 0.8295 0.2846 0.6162 0.037 Uiso 1 1 calc R . . C25 C 0.74627(9) 0.15247(10) 0.60290(9) 0.0307(3) Uani 1 1 d . . . H25A H 0.7518 0.1523 0.6726 0.037 Uiso 1 1 calc R . . C26 C 0.69223(9) 0.07458(9) 0.53450(9) 0.0284(3) Uani 1 1 d . . . H26A H 0.6593 0.0216 0.5568 0.034 Uiso 1 1 calc R . . C27 C 0.68607(8) 0.07366(8) 0.43285(8) 0.0231(2) Uani 1 1 d . . . H27A H 0.6498 0.0193 0.3866 0.028 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 0.0211(4) 0.0205(4) 0.0320(4) 0.0025(3) 0.0049(3) 0.0025(3) N1 0.0178(4) 0.0192(4) 0.0181(4) -0.0010(3) 0.0053(3) 0.0000(3) N2 0.0240(5) 0.0282(5) 0.0249(5) 0.0076(4) 0.0107(4) 0.0053(4) C1 0.0138(4) 0.0199(5) 0.0171(5) 0.0020(4) 0.0025(4) 0.0022(4) C2 0.0156(5) 0.0206(5) 0.0186(5) 0.0022(4) 0.0046(4) 0.0029(4) C3 0.0186(5) 0.0214(5) 0.0250(5) 0.0016(4) 0.0074(4) -0.0010(4) C4 0.0199(5) 0.0220(5) 0.0250(5) -0.0042(4) 0.0050(4) -0.0009(4) C5 0.0159(5) 0.0255(5) 0.0191(5) -0.0001(4) 0.0037(4) 0.0037(4) C6 0.0208(5) 0.0327(6) 0.0206(5) -0.0037(4) 0.0044(4) 0.0049(4) C7 0.0230(5) 0.0452(7) 0.0187(5) 0.0007(5) 0.0082(4) 0.0065(5) C8 0.0215(5) 0.0419(7) 0.0235(5) 0.0052(5) 0.0095(4) -0.0007(5) C9 0.0207(5) 0.0303(6) 0.0209(5) 0.0019(4) 0.0058(4) -0.0018(4) C10 0.0145(4) 0.0239(5) 0.0173(5) 0.0022(4) 0.0032(4) 0.0029(4) C11 0.0182(5) 0.0211(5) 0.0170(5) 0.0019(4) 0.0070(4) -0.0010(4) C12 0.0203(5) 0.0232(5) 0.0240(5) -0.0065(4) 0.0064(4) -0.0026(4) C13 0.0283(6) 0.0235(6) 0.0376(7) -0.0023(5) 0.0114(5) -0.0054(5) C14 0.0355(7) 0.0370(7) 0.0346(6) -0.0134(5) 0.0166(5) -0.0015(5) C15 0.0181(5) 0.0215(5) 0.0195(5) 0.0023(4) 0.0054(4) 0.0016(4) C16 0.0217(5) 0.0275(6) 0.0280(6) 0.0024(4) 0.0104(4) 0.0033(4) C17 0.0253(6) 0.0377(6) 0.0215(5) 0.0075(5) 0.0066(4) 0.0025(5) C18 0.0186(5) 0.0223(5) 0.0185(5) 0.0021(4) 0.0069(4) 0.0000(4) C19 0.0247(5) 0.0314(6) 0.0242(5) 0.0085(5) 0.0104(4) 0.0063(5) C20 0.0193(5) 0.0217(5) 0.0199(5) 0.0010(4) 0.0071(4) 0.0003(4) C21 0.0249(6) 0.0366(7) 0.0300(6) 0.0067(5) 0.0105(5) 0.0082(5) C22 0.0189(5) 0.0214(5) 0.0205(5) 0.0002(4) 0.0071(4) 0.0036(4) C23 0.0254(5) 0.0232(5) 0.0281(6) -0.0031(4) 0.0104(5) -0.0013(4) C24 0.0287(6) 0.0318(6) 0.0266(6) -0.0089(5) 0.0067(5) 0.0032(5) C25 0.0335(6) 0.0385(7) 0.0207(5) 0.0020(5) 0.0119(5) 0.0128(5) C26 0.0321(6) 0.0281(6) 0.0304(6) 0.0062(5) 0.0183(5) 0.0067(5) C27 0.0229(5) 0.0216(5) 0.0254(5) -0.0005(4) 0.0107(4) 0.0019(4) _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 1.2327(13) . ? N1 C11 1.3531(14) . ? N1 C15 1.4838(13) . ? N1 C12 1.4845(13) . ? N2 C21 1.4591(15) . ? N2 C20 1.4638(14) . ? C1 C2 1.3806(15) . ? C1 C10 1.4324(14) . ? C1 C11 1.5147(14) . ? C2 C3 1.4252(15) . ? C2 C18 1.5217(14) . ? C3 C4 1.3671(16) . ? C4 C5 1.4191(16) . ? C5 C6 1.4218(15) . ? C5 C10 1.4235(15) . ? C6 C7 1.3664(17) . ? C7 C8 1.4099(18) . ? C8 C9 1.3717(16) . ? C9 C10 1.4217(15) . ? C12 C14 1.5266(16) . ? C12 C13 1.5290(16) . ? C15 C16 1.5279(15) . ? C15 C17 1.5327(15) . ? C18 C19 1.5364(15) . ? C18 C20 1.5488(14) . ? C20 C22 1.5208(14) . ? C22 C27 1.3915(15) . ? C22 C23 1.3975(15) . ? C23 C24 1.3902(17) . ? C24 C25 1.3892(19) . ? C25 C26 1.3831(18) . ? C26 C27 1.3943(16) . ? N2 H2A 0.916(16) . ? C3 H3A 0.9500 . ? C4 H4A 0.9500 . ? C6 H6A 0.9500 . ? C7 H7A 0.9500 . ? C8 H8A 0.9500 . ? C9 H9A 0.9500 . ? C12 H12A 1.0000 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 1.0000 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C20 H20A 1.0000 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C23 H23A 0.9500 . ? C24 H24A 0.9500 . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? 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 N1 C15 122.60(9) . . ? C11 N1 C12 119.66(9) . . ? C15 N1 C12 117.71(8) . . ? C21 N2 C20 111.94(9) . . ? C2 C1 C10 121.52(9) . . ? C2 C1 C11 120.84(9) . . ? C10 C1 C11 117.49(9) . . ? C1 C2 C3 118.63(9) . . ? C1 C2 C18 121.34(9) . . ? C3 C2 C18 119.89(9) . . ? C4 C3 C2 121.20(10) . . ? C3 C4 C5 121.14(10) . . ? C4 C5 C6 122.18(10) . . ? C4 C5 C10 118.79(10) . . ? C6 C5 C10 119.02(10) . . ? C7 C6 C5 120.85(11) . . ? C6 C7 C8 120.28(10) . . ? C9 C8 C7 120.45(11) . . ? C8 C9 C10 120.78(11) . . ? C9 C10 C5 118.61(10) . . ? C9 C10 C1 122.64(10) . . ? C5 C10 C1 118.72(9) . . ? O1 C11 N1 123.15(10) . . ? O1 C11 C1 117.96(9) . . ? N1 C11 C1 118.86(9) . . ? N1 C12 C14 112.03(9) . . ? N1 C12 C13 112.41(9) . . ? C14 C12 C13 112.47(10) . . ? N1 C15 C16 111.34(9) . . ? N1 C15 C17 111.60(9) . . ? C16 C15 C17 111.49(9) . . ? C2 C18 C19 109.92(9) . . ? C2 C18 C20 112.59(8) . . ? C19 C18 C20 110.77(9) . . ? N2 C20 C22 109.80(9) . . ? N2 C20 C18 110.60(8) . . ? C22 C20 C18 109.71(8) . . ? C27 C22 C23 118.90(10) . . ? C27 C22 C20 120.55(9) . . ? C23 C22 C20 120.42(10) . . ? C24 C23 C22 120.38(11) . . ? C25 C24 C23 120.19(11) . . ? C26 C25 C24 119.83(11) . . ? C25 C26 C27 120.09(11) . . ? C22 C27 C26 120.58(10) . . ? C21 N2 H2A 110.1(10) . . ? C20 N2 H2A 110.7(9) . . ? C4 C3 H3A 119.4 . . ? C2 C3 H3A 119.4 . . ? C3 C4 H4A 119.4 . . ? C5 C4 H4A 119.4 . . ? C7 C6 H6A 119.6 . . ? C5 C6 H6A 119.6 . . ? C6 C7 H7A 119.9 . . ? C8 C7 H7A 119.9 . . ? C9 C8 H8A 119.8 . . ? C7 C8 H8A 119.8 . . ? C8 C9 H9A 119.6 . . ? C10 C9 H9A 119.6 . . ? N1 C12 H12A 106.5 . . ? C14 C12 H12A 106.5 . . ? C13 C12 H12A 106.5 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N1 C15 H15A 107.4 . . ? C16 C15 H15A 107.4 . . ? C17 C15 H15A 107.4 . . ? C15 C16 H16A 109.5 . . ? C15 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C15 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C15 C17 H17A 109.5 . . ? C15 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C15 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C2 C18 H18A 107.8 . . ? C19 C18 H18A 107.8 . . ? C20 C18 H18A 107.8 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? N2 C20 H20A 108.9 . . ? C22 C20 H20A 108.9 . . ? C18 C20 H20A 108.9 . . ? N2 C21 H21A 109.5 . . ? N2 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? N2 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C24 C23 H23A 119.8 . . ? C22 C23 H23A 119.8 . . ? C25 C24 H24A 119.9 . . ? C23 C24 H24A 119.9 . . ? C26 C25 H25A 120.1 . . ? C24 C25 H25A 120.1 . . ? C25 C26 H26A 120.0 . . ? C27 C26 H26A 120.0 . . ? C22 C27 H27A 119.7 . . ? C26 C27 H27A 119.7 . . ? 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 C10 C1 C2 C3 -0.37(14) . . . . ? C11 C1 C2 C3 175.07(9) . . . . ? C10 C1 C2 C18 175.15(9) . . . . ? C11 C1 C2 C18 -9.41(14) . . . . ? C1 C2 C3 C4 0.37(15) . . . . ? C18 C2 C3 C4 -175.21(9) . . . . ? C2 C3 C4 C5 -0.07(16) . . . . ? C3 C4 C5 C6 178.16(10) . . . . ? C3 C4 C5 C10 -0.23(15) . . . . ? C4 C5 C6 C7 -177.70(10) . . . . ? C10 C5 C6 C7 0.68(15) . . . . ? C5 C6 C7 C8 -0.50(16) . . . . ? C6 C7 C8 C9 -0.36(17) . . . . ? C7 C8 C9 C10 1.03(17) . . . . ? C8 C9 C10 C5 -0.82(15) . . . . ? C8 C9 C10 C1 177.28(10) . . . . ? C4 C5 C10 C9 178.41(9) . . . . ? C6 C5 C10 C9 -0.03(14) . . . . ? C4 C5 C10 C1 0.23(14) . . . . ? C6 C5 C10 C1 -178.21(9) . . . . ? C2 C1 C10 C9 -178.03(10) . . . . ? C11 C1 C10 C9 6.38(14) . . . . ? C2 C1 C10 C5 0.07(14) . . . . ? C11 C1 C10 C5 -175.51(9) . . . . ? C15 N1 C11 O1 175.61(9) . . . . ? C12 N1 C11 O1 -2.28(15) . . . . ? C15 N1 C11 C1 -6.22(14) . . . . ? C12 N1 C11 C1 175.88(9) . . . . ? C2 C1 C11 O1 -91.04(12) . . . . ? C10 C1 C11 O1 84.58(12) . . . . ? C2 C1 C11 N1 90.70(12) . . . . ? C10 C1 C11 N1 -93.69(11) . . . . ? C11 N1 C12 C14 66.37(13) . . . . ? C15 N1 C12 C14 -111.63(11) . . . . ? C11 N1 C12 C13 -61.43(12) . . . . ? C15 N1 C12 C13 120.57(10) . . . . ? C11 N1 C15 C16 112.02(11) . . . . ? C12 N1 C15 C16 -70.04(11) . . . . ? C11 N1 C15 C17 -122.68(10) . . . . ? C12 N1 C15 C17 55.25(12) . . . . ? C1 C2 C18 C19 -121.37(10) . . . . ? C3 C2 C18 C19 54.09(12) . . . . ? C1 C2 C18 C20 114.62(11) . . . . ? C3 C2 C18 C20 -69.92(12) . . . . ? C21 N2 C20 C22 -78.45(11) . . . . ? C21 N2 C20 C18 160.34(9) . . . . ? C2 C18 C20 N2 -62.93(11) . . . . ? C19 C18 C20 N2 173.54(9) . . . . ? C2 C18 C20 C22 175.80(8) . . . . ? C19 C18 C20 C22 52.27(11) . . . . ? N2 C20 C22 C27 128.81(10) . . . . ? C18 C20 C22 C27 -109.45(11) . . . . ? N2 C20 C22 C23 -55.41(13) . . . . ? C18 C20 C22 C23 66.34(12) . . . . ? C27 C22 C23 C24 1.93(16) . . . . ? C20 C22 C23 C24 -173.92(10) . . . . ? C22 C23 C24 C25 -1.60(17) . . . . ? C23 C24 C25 C26 -0.08(17) . . . . ? C24 C25 C26 C27 1.39(17) . . . . ? C23 C22 C27 C26 -0.62(16) . . . . ? C20 C22 C27 C26 175.23(10) . . . . ? C25 C26 C27 C22 -1.04(16) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.221 _refine_diff_density_min -0.221 _refine_diff_density_rms 0.041 #===END #28a data_0331s _database_code_CSD 177855 _audit_creation_method SHELXL-97 _publ_section_experimental ; The data collection nominally covered a sphere of reciprocal space, by a combination of five sets of exposures; each set had a different \f angle for the crystal and each exposure covered 0.3\% in \w. The crystal-to-detector distance was 4.870 cm. Coverage of the unique set is 99.9% complete to 26.36\% in \q. Crystal decay was monitored by repeating the first 50 frames at the end of data collection and analyzing the duplicate reflections. ; _publ_section_exptl_refinement ; Hydrogen atoms were placed geometrically and refined with a riding model (including free rotation about C---C bonds for methyl groups), and with U~iso~ constrained to be 1.2 (1.5 for methyl groups) times U~eq~ of the carrier atom. Area detector scaling corrections were performed by SADABS. This correction was used to scale the frames of data and to correct for absorption of the primary beam by the crystal support using the method of Blessing (1995). A correction for absorption of the primary beam by the crystal was not applied and as such no transmission factors are quoted. ; _publ_section_references ; Blessing R.H. (1995). Acta Cryst., A51, 33-38. Bruker AXS (1997). SMART, SAINT and SADABS area-detector control and integration software. Bruker AXS Inc., Madison, WI 53719, U.S.A. Sheldrick, G.M. (1997). SHELXTL Version 5.10 Bruker AXS Inc., Madison, WI 53719, U.S.A. ; _chemical_name_systematic ; ? ; _chemical_name_common ; RWX0315/Wilson/NW-C076-2/5107/28-9-98. ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H29 N1 O2' _chemical_formula_weight 387.50 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 Monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 7.4893(18) _cell_length_b 13.585(4) _cell_length_c 11.005(4) _cell_angle_alpha 90.00 _cell_angle_beta 99.39(2) _cell_angle_gamma 90.00 _cell_volume 1104.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 123(1) _cell_measurement_reflns_used 8192 _cell_measurement_theta_min 1.88 _cell_measurement_theta_max 26.36 _exptl_crystal_description Plate _exptl_crystal_colour 'Off white' _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.35 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.165 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 416 _exptl_absorpt_coefficient_mu 0.073 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'Bruker AXS 1K SMART CCD area detector' _diffrn_measurement_method 'narrow frame omega scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 'see text' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 11086 _diffrn_reflns_av_R_equivalents 0.0218 _diffrn_reflns_av_sigmaI/netI 0.0290 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 1.88 _diffrn_reflns_theta_max 26.36 _reflns_number_total 4494 _reflns_number_gt 4153 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5 (Bruker AXS, 1997)' _computing_cell_refinement 'SMART V5 & SAINT V5 (Bruker AXS, 1997)' _computing_data_reduction 'SAINT V5 (Bruker AXS, 1997)' _computing_structure_solution 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.10 (Sheldrick, 1997)' _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^)+(0.0600P)^2^+0.0600P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881 Abolute structure not determined' _refine_ls_abs_structure_Flack 0.2(9) _refine_ls_number_reflns 4494 _refine_ls_number_parameters 267 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0363 _refine_ls_wR_factor_ref 0.0917 _refine_ls_wR_factor_gt 0.0891 _refine_ls_goodness_of_fit_ref 1.016 _refine_ls_restrained_S_all 1.016 _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 0.13464(13) 0.09497(7) -0.16997(9) 0.0205(2) Uani 1 1 d . . . O2 O -0.02078(19) 0.45295(8) -0.38218(13) 0.0404(3) Uani 1 1 d . . . N1 N 0.42978(16) 0.13649(8) -0.11191(11) 0.0174(2) Uani 1 1 d . . . C1 C 0.08962(19) 0.41960(10) -0.09882(14) 0.0218(3) Uani 1 1 d . . . H1A H 0.0639 0.4758 -0.1501 0.026 Uiso 1 1 calc R . . C2 C 0.06373(19) 0.42437(11) 0.02078(15) 0.0240(3) Uani 1 1 d . . . H2A H 0.0231 0.4840 0.0521 0.029 Uiso 1 1 calc R . . C3 C 0.0969(2) 0.34116(11) 0.09879(14) 0.0226(3) Uani 1 1 d . . . C4 C 0.0663(2) 0.34336(13) 0.22244(15) 0.0294(4) Uani 1 1 d . . . H4A H 0.0275 0.4027 0.2558 0.035 Uiso 1 1 calc R . . C5 C 0.0922(2) 0.26051(14) 0.29443(15) 0.0330(4) Uani 1 1 d . . . H5A H 0.0704 0.2628 0.3770 0.040 Uiso 1 1 calc R . . C6 C 0.1508(2) 0.17202(13) 0.24701(14) 0.0299(4) Uani 1 1 d . . . H6A H 0.1671 0.1149 0.2975 0.036 Uiso 1 1 calc R . . C7 C 0.1843(2) 0.16797(11) 0.12822(14) 0.0228(3) Uani 1 1 d . . . H7A H 0.2254 0.1082 0.0974 0.027 Uiso 1 1 calc R . . C8 C 0.15832(19) 0.25229(10) 0.05074(14) 0.0198(3) Uani 1 1 d . . . C9 C 0.19037(18) 0.25051(10) -0.07412(13) 0.0162(3) Uani 1 1 d . . . C10 C 0.25108(18) 0.15418(10) -0.12348(12) 0.0163(3) Uani 1 1 d . . . C11 C 0.4961(2) 0.04115(10) -0.15391(15) 0.0221(3) Uani 1 1 d . . . H11A H 0.6312 0.0435 -0.1350 0.027 Uiso 1 1 calc R . . C12 C 0.4373(2) -0.04629(11) -0.08307(17) 0.0299(4) Uani 1 1 d . . . H12A H 0.4735 -0.0352 0.0055 0.045 Uiso 1 1 calc R . . H12B H 0.4952 -0.1063 -0.1071 0.045 Uiso 1 1 calc R . . H12C H 0.3055 -0.0535 -0.1021 0.045 Uiso 1 1 calc R . . C13 C 0.4465(3) 0.02880(13) -0.29259(17) 0.0361(4) Uani 1 1 d . . . H13A H 0.4796 0.0885 -0.3337 0.054 Uiso 1 1 calc R . . H13B H 0.3159 0.0176 -0.3143 0.054 Uiso 1 1 calc R . . H13C H 0.5120 -0.0276 -0.3191 0.054 Uiso 1 1 calc R . . C14 C 0.56868(19) 0.20846(10) -0.05633(14) 0.0205(3) Uani 1 1 d . . . H14A H 0.5043 0.2711 -0.0431 0.025 Uiso 1 1 calc R . . C15 C 0.6640(2) 0.17369(12) 0.06928(15) 0.0282(3) Uani 1 1 d . . . H15A H 0.5748 0.1648 0.1244 0.042 Uiso 1 1 calc R . . H15B H 0.7536 0.2229 0.1042 0.042 Uiso 1 1 calc R . . H15C H 0.7250 0.1109 0.0601 0.042 Uiso 1 1 calc R . . C16 C 0.7034(2) 0.23174(11) -0.14265(16) 0.0277(3) Uani 1 1 d . . . H16A H 0.6375 0.2444 -0.2257 0.042 Uiso 1 1 calc R . . H16B H 0.7850 0.1756 -0.1450 0.042 Uiso 1 1 calc R . . H16C H 0.7740 0.2901 -0.1127 0.042 Uiso 1 1 calc R . . C17 C 0.15430(19) 0.33243(10) -0.14873(14) 0.0187(3) Uani 1 1 d . . . C18 C 0.1867(2) 0.33415(11) -0.28205(14) 0.0230(3) Uani 1 1 d . . . H18A H 0.2209 0.2666 -0.3061 0.028 Uiso 1 1 calc R . . C19 C 0.3394(2) 0.40645(12) -0.29798(16) 0.0303(4) Uani 1 1 d . . . H19A H 0.4500 0.3880 -0.2421 0.046 Uiso 1 1 calc R . . H19B H 0.3037 0.4733 -0.2787 0.046 Uiso 1 1 calc R . . H19C H 0.3617 0.4040 -0.3832 0.046 Uiso 1 1 calc R . . C20 C 0.0116(2) 0.36575(11) -0.36558(15) 0.0256(3) Uani 1 1 d . . . C21 C -0.1196(2) 0.29081(11) -0.42636(13) 0.0228(3) Uani 1 1 d . . . C22 C -0.0894(2) 0.18937(11) -0.41805(14) 0.0266(3) Uani 1 1 d . . . H22A H 0.0159 0.1645 -0.3676 0.032 Uiso 1 1 calc R . . C23 C -0.2128(2) 0.12506(12) -0.48320(16) 0.0327(4) Uani 1 1 d . . . H23A H -0.1905 0.0562 -0.4779 0.039 Uiso 1 1 calc R . . C24 C -0.3677(3) 0.15977(13) -0.55567(17) 0.0380(4) Uani 1 1 d . . . H24A H -0.4514 0.1152 -0.6005 0.046 Uiso 1 1 calc R . . C25 C -0.4004(3) 0.26057(15) -0.56265(19) 0.0425(5) Uani 1 1 d . . . H25A H -0.5074 0.2850 -0.6117 0.051 Uiso 1 1 calc R . . C26 C -0.2777(2) 0.32506(13) -0.49842(16) 0.0326(4) Uani 1 1 d . . . H26A H -0.3013 0.3938 -0.5033 0.039 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 0.0186(5) 0.0163(5) 0.0253(6) 0.0003(4) 0.0004(4) -0.0026(4) O2 0.0457(8) 0.0202(6) 0.0491(8) 0.0047(5) -0.0108(6) 0.0041(5) N1 0.0163(6) 0.0136(5) 0.0223(6) -0.0013(5) 0.0036(5) -0.0005(4) C1 0.0149(7) 0.0161(7) 0.0339(9) 0.0001(6) 0.0020(6) 0.0009(6) C2 0.0161(7) 0.0191(7) 0.0372(9) -0.0085(6) 0.0051(6) -0.0001(6) C3 0.0137(7) 0.0273(8) 0.0270(8) -0.0065(6) 0.0039(6) -0.0039(6) C4 0.0217(8) 0.0372(9) 0.0304(9) -0.0125(7) 0.0077(7) -0.0028(7) C5 0.0275(9) 0.0508(11) 0.0220(8) -0.0076(8) 0.0079(7) -0.0061(7) C6 0.0265(8) 0.0390(9) 0.0239(8) 0.0029(7) 0.0032(6) -0.0087(7) C7 0.0178(7) 0.0266(8) 0.0240(7) -0.0004(6) 0.0036(5) -0.0037(6) C8 0.0126(6) 0.0228(7) 0.0242(7) -0.0029(6) 0.0033(5) -0.0045(5) C9 0.0093(6) 0.0172(6) 0.0221(7) -0.0014(6) 0.0024(5) -0.0016(5) C10 0.0175(7) 0.0161(7) 0.0152(6) 0.0037(5) 0.0026(5) -0.0009(5) C11 0.0188(7) 0.0159(7) 0.0320(8) -0.0037(6) 0.0052(6) 0.0022(6) C12 0.0263(8) 0.0169(7) 0.0459(10) 0.0031(7) 0.0039(7) 0.0030(6) C13 0.0445(10) 0.0314(9) 0.0345(9) -0.0098(7) 0.0130(8) 0.0030(7) C14 0.0151(6) 0.0148(6) 0.0310(8) -0.0043(6) 0.0017(6) -0.0006(5) C15 0.0225(8) 0.0281(8) 0.0318(8) -0.0033(7) -0.0022(6) -0.0015(6) C16 0.0196(7) 0.0226(8) 0.0425(9) -0.0002(7) 0.0094(7) -0.0027(6) C17 0.0133(7) 0.0179(7) 0.0249(8) -0.0008(6) 0.0030(6) -0.0022(5) C18 0.0252(8) 0.0187(7) 0.0256(8) 0.0036(6) 0.0057(6) 0.0024(6) C19 0.0306(9) 0.0276(8) 0.0341(9) 0.0082(7) 0.0089(7) -0.0022(7) C20 0.0324(9) 0.0214(8) 0.0233(8) 0.0033(6) 0.0053(6) 0.0032(6) C21 0.0286(8) 0.0243(8) 0.0164(7) 0.0022(6) 0.0069(6) 0.0023(6) C22 0.0325(8) 0.0237(8) 0.0228(7) 0.0011(6) 0.0026(6) 0.0038(6) C23 0.0403(10) 0.0255(8) 0.0317(9) -0.0033(7) 0.0036(7) -0.0011(7) C24 0.0390(10) 0.0347(10) 0.0375(9) -0.0056(8) -0.0017(8) -0.0066(8) C25 0.0357(10) 0.0396(11) 0.0469(11) 0.0020(9) -0.0091(8) 0.0029(8) C26 0.0329(9) 0.0257(8) 0.0374(10) 0.0026(7) 0.0000(7) 0.0049(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 C10 1.2344(17) . ? O2 C20 1.2169(19) . ? N1 C10 1.3452(18) . ? N1 C14 1.4848(18) . ? N1 C11 1.4875(18) . ? C1 C2 1.363(2) . ? C1 C17 1.423(2) . ? C2 C3 1.417(2) . ? C3 C4 1.417(2) . ? C3 C8 1.424(2) . ? C4 C5 1.372(3) . ? C5 C6 1.409(3) . ? C6 C7 1.372(2) . ? C7 C8 1.422(2) . ? C8 C9 1.433(2) . ? C9 C17 1.383(2) . ? C9 C10 1.5149(19) . ? C11 C13 1.520(2) . ? C11 C12 1.525(2) . ? C14 C15 1.524(2) . ? C14 C16 1.527(2) . ? C17 C18 1.526(2) . ? C18 C20 1.535(2) . ? C18 C19 1.539(2) . ? C20 C21 1.495(2) . ? C21 C26 1.394(2) . ? C21 C22 1.397(2) . ? C22 C23 1.384(2) . ? C23 C24 1.379(3) . ? C24 C25 1.391(3) . ? C25 C26 1.378(3) . ? C1 H1A 0.9500 . ? C2 H2A 0.9500 . ? C4 H4A 0.9500 . ? C5 H5A 0.9500 . ? C6 H6A 0.9500 . ? C7 H7A 0.9500 . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 1.0000 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 H16A 0.9800 . ? C16 H16B 0.9800 . ? C16 H16C 0.9800 . ? C18 H18A 1.0000 . ? C19 H19A 0.9800 . ? C19 H19B 0.9800 . ? C19 H19C 0.9800 . ? C22 H22A 0.9500 . ? C23 H23A 0.9500 . ? C24 H24A 0.9500 . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? 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 C10 N1 C14 122.74(11) . . ? C10 N1 C11 120.23(11) . . ? C14 N1 C11 117.02(11) . . ? C2 C1 C17 121.56(13) . . ? C1 C2 C3 120.59(13) . . ? C2 C3 C4 121.69(14) . . ? C2 C3 C8 119.12(13) . . ? C4 C3 C8 119.17(14) . . ? C5 C4 C3 120.51(15) . . ? C4 C5 C6 120.62(14) . . ? C7 C6 C5 120.25(15) . . ? C6 C7 C8 120.69(15) . . ? C7 C8 C3 118.75(13) . . ? C7 C8 C9 122.22(13) . . ? C3 C8 C9 119.02(13) . . ? C17 C9 C8 120.57(12) . . ? C17 C9 C10 121.54(12) . . ? C8 C9 C10 117.73(12) . . ? O1 C10 N1 123.20(13) . . ? O1 C10 C9 118.59(12) . . ? N1 C10 C9 118.20(11) . . ? N1 C11 C13 111.65(13) . . ? N1 C11 C12 112.37(12) . . ? C13 C11 C12 112.56(13) . . ? N1 C14 C15 111.27(12) . . ? N1 C14 C16 111.69(12) . . ? C15 C14 C16 111.66(13) . . ? C9 C17 C1 119.08(13) . . ? C9 C17 C18 122.47(12) . . ? C1 C17 C18 118.42(12) . . ? C17 C18 C20 109.02(12) . . ? C17 C18 C19 110.91(13) . . ? C20 C18 C19 109.35(12) . . ? O2 C20 C21 119.70(15) . . ? O2 C20 C18 119.48(15) . . ? C21 C20 C18 120.83(13) . . ? C26 C21 C22 118.67(15) . . ? C26 C21 C20 117.57(14) . . ? C22 C21 C20 123.73(14) . . ? C23 C22 C21 120.12(15) . . ? C24 C23 C22 120.75(16) . . ? C23 C24 C25 119.50(16) . . ? C26 C25 C24 120.06(17) . . ? C25 C26 C21 120.88(16) . . ? C2 C1 H1A 119.2 . . ? C17 C1 H1A 119.2 . . ? C1 C2 H2A 119.7 . . ? C3 C2 H2A 119.7 . . ? C5 C4 H4A 119.7 . . ? C3 C4 H4A 119.7 . . ? C4 C5 H5A 119.7 . . ? C6 C5 H5A 119.7 . . ? C7 C6 H6A 119.9 . . ? C5 C6 H6A 119.9 . . ? C6 C7 H7A 119.7 . . ? C8 C7 H7A 119.7 . . ? N1 C11 H11A 106.6 . . ? C13 C11 H11A 106.6 . . ? C12 C11 H11A 106.6 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N1 C14 H14A 107.3 . . ? C15 C14 H14A 107.3 . . ? C16 C14 H14A 107.3 . . ? C14 C15 H15A 109.5 . . ? C14 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C14 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? C14 C16 H16A 109.5 . . ? C14 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? C14 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C17 C18 H18A 109.2 . . ? C20 C18 H18A 109.2 . . ? C19 C18 H18A 109.2 . . ? C18 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C18 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C23 C22 H22A 119.9 . . ? C21 C22 H22A 119.9 . . ? C24 C23 H23A 119.6 . . ? C22 C23 H23A 119.6 . . ? C23 C24 H24A 120.2 . . ? C25 C24 H24A 120.2 . . ? C26 C25 H25A 120.0 . . ? C24 C25 H25A 120.0 . . ? C25 C26 H26A 119.6 . . ? C21 C26 H26A 119.6 . . ? 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 C17 C1 C2 C3 -1.5(2) . . . . ? C1 C2 C3 C4 -178.22(13) . . . . ? C1 C2 C3 C8 0.2(2) . . . . ? C2 C3 C4 C5 177.22(15) . . . . ? C8 C3 C4 C5 -1.2(2) . . . . ? C3 C4 C5 C6 0.4(2) . . . . ? C4 C5 C6 C7 0.6(2) . . . . ? C5 C6 C7 C8 -0.9(2) . . . . ? C6 C7 C8 C3 0.1(2) . . . . ? C6 C7 C8 C9 -179.40(13) . . . . ? C2 C3 C8 C7 -177.52(14) . . . . ? C4 C3 C8 C7 0.94(19) . . . . ? C2 C3 C8 C9 1.97(19) . . . . ? C4 C3 C8 C9 -179.57(14) . . . . ? C7 C8 C9 C17 176.51(13) . . . . ? C3 C8 C9 C17 -2.96(19) . . . . ? C7 C8 C9 C10 0.98(19) . . . . ? C3 C8 C9 C10 -178.49(12) . . . . ? C14 N1 C10 O1 179.71(13) . . . . ? C11 N1 C10 O1 -1.2(2) . . . . ? C14 N1 C10 C9 -1.81(18) . . . . ? C11 N1 C10 C9 177.31(12) . . . . ? C17 C9 C10 O1 -87.82(16) . . . . ? C8 C9 C10 O1 87.66(16) . . . . ? C17 C9 C10 N1 93.64(16) . . . . ? C8 C9 C10 N1 -90.88(15) . . . . ? C10 N1 C11 C13 65.15(17) . . . . ? C14 N1 C11 C13 -115.68(15) . . . . ? C10 N1 C11 C12 -62.43(17) . . . . ? C14 N1 C11 C12 116.74(14) . . . . ? C10 N1 C14 C15 109.13(15) . . . . ? C11 N1 C14 C15 -70.02(16) . . . . ? C10 N1 C14 C16 -125.34(14) . . . . ? C11 N1 C14 C16 55.51(16) . . . . ? C8 C9 C17 C1 1.75(19) . . . . ? C10 C9 C17 C1 177.10(12) . . . . ? C8 C9 C17 C18 179.83(13) . . . . ? C10 C9 C17 C18 -4.8(2) . . . . ? C2 C1 C17 C9 0.5(2) . . . . ? C2 C1 C17 C18 -177.67(14) . . . . ? C9 C17 C18 C20 126.16(15) . . . . ? C1 C17 C18 C20 -55.75(16) . . . . ? C9 C17 C18 C19 -113.38(15) . . . . ? C1 C17 C18 C19 64.71(17) . . . . ? C17 C18 C20 O2 85.81(18) . . . . ? C19 C18 C20 O2 -35.6(2) . . . . ? C17 C18 C20 C21 -94.02(16) . . . . ? C19 C18 C20 C21 144.57(14) . . . . ? O2 C20 C21 C26 -1.4(2) . . . . ? C18 C20 C21 C26 178.43(14) . . . . ? O2 C20 C21 C22 176.44(16) . . . . ? C18 C20 C21 C22 -3.7(2) . . . . ? C26 C21 C22 C23 1.7(2) . . . . ? C20 C21 C22 C23 -176.07(15) . . . . ? C21 C22 C23 C24 -0.8(3) . . . . ? C22 C23 C24 C25 -0.4(3) . . . . ? C23 C24 C25 C26 0.6(3) . . . . ? C24 C25 C26 C21 0.3(3) . . . . ? C22 C21 C26 C25 -1.5(3) . . . . ? C20 C21 C26 C25 176.47(17) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.36 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.127 _refine_diff_density_min -0.185 _refine_diff_density_rms 0.035 #===END #45a data_0316s _database_code_CSD 177856 _audit_creation_method SHELXL-97 _publ_section_experimental ; The data collection nominally covered a sphere of reciprocal space, by a combination of five sets of exposures; each set had a different \f angle for the crystal and each exposure covered 0.3\% in \w. The crystal-to-detector distance was 4.918 cm. Coverage of the unique set is 98.1% complete to 26.37\% in \q. Crystal decay was monitored by repeating the first 50 frames at the end of data collection and analyzing the duplicate reflections. ; _publ_section_exptl_refinement ; Hydrogen atoms were placed geometrically and refined with a riding model (including free rotation about C---C bonds for methyl groups), and with U~iso~ constrained to be 1.2 (1.5 for methyl groups) times U~eq~ of the carrier atom. Area detector scaling corrections were performed by SADABS. This correction was used to scale the frames of data and to correct for absorption of the primary beam by the crystal support using the method of Blessing (1995). A correction for absorption of the primary beam by the crystal was not applied and as such no transmission factors are quoted. ; _publ_section_references ; Blessing R.H. (1995). Acta Cryst., A51, 33-38. Bruker AXS (1997). SMART, SAINT and SADABS area-detector control and integration software. Bruker AXS Inc., Madison, WI 53719, U.S.A. Sheldrick, G.M. (1997). SHELXTL Version 5.10 Bruker AXS Inc., Madison, WI 53719, U.S.A. ; _chemical_name_systematic ; ? ; _chemical_name_common ; RWX0315/Wilson/NW-F051/5107/16-7-98. ; _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H55 N3 O' _chemical_formula_weight 665.93 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 11.350(2) _cell_length_b 12.9829(18) _cell_length_c 14.928(3) _cell_angle_alpha 71.775(12) _cell_angle_beta 79.479(16) _cell_angle_gamma 70.577(16) _cell_volume 1962.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 123(1) _cell_measurement_reflns_used 7041 _cell_measurement_theta_min 1.44 _cell_measurement_theta_max 26.37 _exptl_crystal_description fragment _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas not_measured _exptl_crystal_density_diffrn 1.127 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 720 _exptl_absorpt_coefficient_mu 0.067 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(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 'Bruker AXS 1K SMART CCD area detector' _diffrn_measurement_method 'narrow frame omega scans' _diffrn_detector_area_resol_mean 8.192 _diffrn_standards_number 'see text' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% none _diffrn_reflns_number 18961 _diffrn_reflns_av_R_equivalents 0.0196 _diffrn_reflns_av_sigmaI/netI 0.0264 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.44 _diffrn_reflns_theta_max 26.37 _reflns_number_total 7883 _reflns_number_gt 6598 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'SMART V5 (Bruker AXS, 1997)' _computing_cell_refinement 'SMART V5 & SAINT V5 (Bruker AXS,1997)' _computing_data_reduction 'SAINT V5 (Bruker AXS, 1997)' _computing_structure_solution 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_molecular_graphics 'SHELXTL V5.10 (Sheldrick, 1997)' _computing_publication_material 'SHELXTL V5.10 (Sheldrick, 1997)' _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^)+(0.0603P)^2^+0.5178P] 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 7883 _refine_ls_number_parameters 458 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0522 _refine_ls_R_factor_gt 0.0416 _refine_ls_wR_factor_ref 0.1144 _refine_ls_wR_factor_gt 0.1062 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.44998(8) 0.29904(7) 0.35740(6) 0.0242(2) Uani 1 1 d . . . N1 N 0.38327(9) 0.45563(9) 0.23590(7) 0.0212(2) Uani 1 1 d . . . N2 N 0.18654(9) 0.37679(8) 0.59585(7) 0.0203(2) Uani 1 1 d . . . N3 N 0.61329(10) 0.11075(9) 0.15525(7) 0.0248(2) Uani 1 1 d . . . C1 C 0.26448(11) 0.31704(10) 0.29340(8) 0.0180(2) Uani 1 1 d . . . C2 C 0.27095(11) 0.25373(10) 0.23050(8) 0.0203(3) Uani 1 1 d . . . C3 C 0.16584(12) 0.22238(10) 0.22780(9) 0.0230(3) Uani 1 1 d . . . H3A H 0.1696 0.1793 0.1858 0.028 Uiso 1 1 calc R . . C4 C 0.05535(12) 0.25229(10) 0.28491(9) 0.0233(3) Uani 1 1 d . . . C5 C 0.05325(11) 0.31163(10) 0.34853(9) 0.0213(3) Uani 1 1 d . . . H5A H -0.0207 0.3307 0.3891 0.026 Uiso 1 1 calc R . . C6 C 0.15640(11) 0.34392(10) 0.35457(8) 0.0190(2) Uani 1 1 d . . . C7 C 0.37389(11) 0.35619(10) 0.29812(8) 0.0186(2) Uani 1 1 d . . . C8 C 0.48899(12) 0.49800(12) 0.23778(10) 0.0283(3) Uani 1 1 d . . . H8A H 0.4799 0.5698 0.1855 0.034 Uiso 1 1 calc R . . C9 C 0.61583(13) 0.41637(14) 0.21593(12) 0.0410(4) Uani 1 1 d . . . H9A H 0.6147 0.3974 0.1575 0.061 Uiso 1 1 calc R . . H9B H 0.6323 0.3469 0.2684 0.061 Uiso 1 1 calc R . . H9C H 0.6819 0.4524 0.2079 0.061 Uiso 1 1 calc R . . C10 C 0.48134(15) 0.52941(13) 0.32952(11) 0.0384(4) Uani 1 1 d . . . H10A H 0.3962 0.5766 0.3428 0.058 Uiso 1 1 calc R . . H10B H 0.5411 0.5717 0.3229 0.058 Uiso 1 1 calc R . . H10C H 0.5018 0.4601 0.3818 0.058 Uiso 1 1 calc R . . C11 C 0.28664(12) 0.52983(11) 0.17015(9) 0.0238(3) Uani 1 1 d . . . H11A H 0.2209 0.4908 0.1798 0.029 Uiso 1 1 calc R . . C12 C 0.33973(15) 0.54591(12) 0.06679(10) 0.0354(3) Uani 1 1 d . . . H12A H 0.3867 0.4718 0.0560 0.053 Uiso 1 1 calc R . . H12B H 0.3957 0.5935 0.0523 0.053 Uiso 1 1 calc R . . H12C H 0.2708 0.5828 0.0257 0.053 Uiso 1 1 calc R . . C13 C 0.22229(13) 0.64403(12) 0.19208(10) 0.0323(3) Uani 1 1 d . . . H13A H 0.1881 0.6313 0.2585 0.048 Uiso 1 1 calc R . . H13B H 0.1541 0.6879 0.1511 0.048 Uiso 1 1 calc R . . H13C H 0.2834 0.6861 0.1808 0.048 Uiso 1 1 calc R . . C14 C 0.15184(11) 0.40350(10) 0.42821(8) 0.0200(2) Uani 1 1 d . . . H14A H 0.0644 0.4492 0.4405 0.024 Uiso 1 1 calc R . . H14B H 0.2040 0.4559 0.4034 0.024 Uiso 1 1 calc R . . C15 C 0.19995(11) 0.31786(10) 0.52247(8) 0.0199(2) Uani 1 1 d . . . H15A H 0.2906 0.2771 0.5107 0.024 Uiso 1 1 calc R . . C16 C 0.12663(12) 0.23211(10) 0.55531(8) 0.0220(3) Uani 1 1 d . . . C17 C 0.00309(13) 0.26284(12) 0.59487(9) 0.0266(3) Uani 1 1 d . . . H17A H -0.0317 0.3347 0.6078 0.032 Uiso 1 1 calc R . . C18 C -0.06922(15) 0.18953(13) 0.61544(10) 0.0357(3) Uani 1 1 d . . . H18A H -0.1534 0.2116 0.6419 0.043 Uiso 1 1 calc R . . C19 C -0.01940(17) 0.08417(14) 0.59759(11) 0.0418(4) Uani 1 1 d . . . H19A H -0.0693 0.0342 0.6113 0.050 Uiso 1 1 calc R . . C20 C 0.10372(17) 0.05235(13) 0.55959(11) 0.0397(4) Uani 1 1 d . . . H20A H 0.1385 -0.0201 0.5478 0.048 Uiso 1 1 calc R . . C21 C 0.17686(14) 0.12575(11) 0.53852(9) 0.0294(3) Uani 1 1 d . . . H21A H 0.2613 0.1031 0.5126 0.035 Uiso 1 1 calc R . . C22 C 0.24785(12) 0.46690(11) 0.56357(9) 0.0261(3) Uani 1 1 d . . . H22A H 0.2021 0.5288 0.5137 0.039 Uiso 1 1 calc R . . H22B H 0.3344 0.4364 0.5386 0.039 Uiso 1 1 calc R . . H22C H 0.2481 0.4957 0.6169 0.039 Uiso 1 1 calc R . . C23 C 0.24265(13) 0.29315(11) 0.68090(9) 0.0258(3) Uani 1 1 d . . . H23A H 0.3348 0.2683 0.6670 0.031 Uiso 1 1 calc R . . H23B H 0.2126 0.2258 0.6953 0.031 Uiso 1 1 calc R . . C24 C 0.21261(12) 0.33726(11) 0.76733(9) 0.0236(3) Uani 1 1 d . . . C25 C 0.29918(14) 0.29723(12) 0.83457(9) 0.0312(3) Uani 1 1 d . . . H25A H 0.3782 0.2445 0.8245 0.037 Uiso 1 1 calc R . . C26 C 0.27098(17) 0.33365(14) 0.91623(10) 0.0417(4) Uani 1 1 d . . . H26A H 0.3303 0.3049 0.9621 0.050 Uiso 1 1 calc R . . C27 C 0.15679(17) 0.41164(15) 0.93111(10) 0.0433(4) Uani 1 1 d . . . H27A H 0.1376 0.4363 0.9871 0.052 Uiso 1 1 calc R . . C28 C 0.07114(15) 0.45329(14) 0.86435(10) 0.0383(4) Uani 1 1 d . . . H28A H -0.0066 0.5080 0.8737 0.046 Uiso 1 1 calc R . . C29 C 0.09807(13) 0.41564(12) 0.78342(10) 0.0297(3) Uani 1 1 d . . . H29A H 0.0377 0.4437 0.7384 0.036 Uiso 1 1 calc R . . C30 C 0.38877(12) 0.21864(11) 0.16700(9) 0.0233(3) Uani 1 1 d . . . H30A H 0.4168 0.2864 0.1328 0.028 Uiso 1 1 calc R . . H30B H 0.3684 0.1902 0.1192 0.028 Uiso 1 1 calc R . . C31 C 0.49729(11) 0.12662(11) 0.22036(9) 0.0227(3) Uani 1 1 d . . . H31A H 0.5134 0.1587 0.2682 0.027 Uiso 1 1 calc R . . C32 C 0.46229(11) 0.01917(11) 0.27701(9) 0.0236(3) Uani 1 1 d . . . C33 C 0.40957(12) -0.03810(12) 0.23741(10) 0.0287(3) Uani 1 1 d . . . H33A H 0.3952 -0.0104 0.1722 0.034 Uiso 1 1 calc R . . C34 C 0.37810(13) -0.13505(12) 0.29237(11) 0.0341(3) Uani 1 1 d . . . H34A H 0.3433 -0.1736 0.2645 0.041 Uiso 1 1 calc R . . C35 C 0.39736(13) -0.17578(12) 0.38787(11) 0.0354(3) Uani 1 1 d . . . H35A H 0.3752 -0.2418 0.4254 0.042 Uiso 1 1 calc R . . C36 C 0.44880(13) -0.12022(12) 0.42817(10) 0.0330(3) Uani 1 1 d . . . H36A H 0.4623 -0.1479 0.4935 0.040 Uiso 1 1 calc R . . C37 C 0.48083(12) -0.02374(11) 0.37291(9) 0.0277(3) Uani 1 1 d . . . H37A H 0.5163 0.0139 0.4013 0.033 Uiso 1 1 calc R . . C38 C 0.61366(14) 0.06029(13) 0.08055(10) 0.0347(3) Uani 1 1 d . . . H38A H 0.5378 0.1018 0.0472 0.052 Uiso 1 1 calc R . . H38B H 0.6156 -0.0193 0.1085 0.052 Uiso 1 1 calc R . . H38C H 0.6878 0.0644 0.0358 0.052 Uiso 1 1 calc R . . C39 C 0.72489(12) 0.05003(12) 0.20666(10) 0.0306(3) Uani 1 1 d . . . H39A H 0.7320 -0.0319 0.2282 0.037 Uiso 1 1 calc R . . H39B H 0.7153 0.0768 0.2636 0.037 Uiso 1 1 calc R . . C40 C 0.84443(12) 0.06592(11) 0.14770(9) 0.0259(3) Uani 1 1 d . . . C41 C 0.95587(13) -0.02235(12) 0.15817(10) 0.0312(3) Uani 1 1 d . . . H41A H 0.9556 -0.0950 0.1989 0.037 Uiso 1 1 calc R . . C42 C 1.06740(13) -0.00562(13) 0.10985(11) 0.0365(3) Uani 1 1 d . . . H42A H 1.1429 -0.0666 0.1181 0.044 Uiso 1 1 calc R . . C43 C 1.06915(13) 0.09921(14) 0.04984(10) 0.0352(3) Uani 1 1 d . . . H43A H 1.1456 0.1107 0.0169 0.042 Uiso 1 1 calc R . . C44 C 0.95866(14) 0.18748(13) 0.03803(10) 0.0337(3) Uani 1 1 d . . . H44A H 0.9592 0.2597 -0.0034 0.040 Uiso 1 1 calc R . . C45 C 0.84716(13) 0.17084(12) 0.08651(10) 0.0296(3) Uani 1 1 d . . . H45A H 0.7718 0.2319 0.0778 0.036 Uiso 1 1 calc R . . C46 C -0.05986(13) 0.22358(13) 0.27703(11) 0.0329(3) Uani 1 1 d . . . H46A H -0.0347 0.1513 0.2608 0.049 Uiso 1 1 calc R . . H46B H -0.1084 0.2836 0.2275 0.049 Uiso 1 1 calc R . . H46C H -0.1114 0.2172 0.3377 0.049 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 0.0224(4) 0.0256(5) 0.0232(4) -0.0038(4) -0.0059(4) -0.0058(4) N1 0.0191(5) 0.0224(5) 0.0217(5) -0.0045(4) -0.0012(4) -0.0071(4) N2 0.0236(5) 0.0206(5) 0.0181(5) -0.0069(4) -0.0023(4) -0.0065(4) N3 0.0224(5) 0.0266(6) 0.0234(5) -0.0082(4) 0.0028(4) -0.0057(4) C1 0.0186(6) 0.0173(6) 0.0154(5) -0.0019(4) -0.0027(4) -0.0038(4) C2 0.0229(6) 0.0180(6) 0.0164(6) -0.0030(5) -0.0029(5) -0.0022(5) C3 0.0277(7) 0.0206(6) 0.0223(6) -0.0080(5) -0.0068(5) -0.0046(5) C4 0.0240(6) 0.0209(6) 0.0247(6) -0.0032(5) -0.0069(5) -0.0066(5) C5 0.0184(6) 0.0218(6) 0.0214(6) -0.0049(5) -0.0008(5) -0.0041(5) C6 0.0202(6) 0.0175(6) 0.0173(6) -0.0032(5) -0.0023(5) -0.0042(5) C7 0.0181(6) 0.0204(6) 0.0167(6) -0.0079(5) 0.0021(5) -0.0042(5) C8 0.0218(6) 0.0283(7) 0.0342(7) -0.0034(6) -0.0023(5) -0.0116(5) C9 0.0219(7) 0.0421(9) 0.0517(9) -0.0052(7) 0.0039(6) -0.0110(6) C10 0.0393(8) 0.0390(8) 0.0466(9) -0.0135(7) -0.0096(7) -0.0192(7) C11 0.0238(6) 0.0227(6) 0.0220(6) -0.0014(5) -0.0039(5) -0.0064(5) C12 0.0484(9) 0.0259(7) 0.0236(7) -0.0022(6) -0.0035(6) -0.0045(6) C13 0.0310(7) 0.0281(7) 0.0310(7) -0.0074(6) -0.0025(6) -0.0008(6) C14 0.0190(6) 0.0213(6) 0.0195(6) -0.0073(5) 0.0000(5) -0.0050(5) C15 0.0195(6) 0.0208(6) 0.0191(6) -0.0081(5) -0.0008(5) -0.0035(5) C16 0.0268(6) 0.0220(6) 0.0173(6) -0.0042(5) -0.0052(5) -0.0069(5) C17 0.0301(7) 0.0280(7) 0.0232(6) -0.0069(5) -0.0004(5) -0.0113(6) C18 0.0373(8) 0.0438(9) 0.0297(7) -0.0048(6) -0.0001(6) -0.0230(7) C19 0.0600(11) 0.0412(9) 0.0353(8) -0.0027(7) -0.0095(7) -0.0338(8) C20 0.0647(11) 0.0244(7) 0.0363(8) -0.0080(6) -0.0128(7) -0.0169(7) C21 0.0373(8) 0.0237(7) 0.0270(7) -0.0074(5) -0.0076(6) -0.0058(6) C22 0.0285(7) 0.0310(7) 0.0249(7) -0.0117(6) -0.0004(5) -0.0137(6) C23 0.0285(7) 0.0240(6) 0.0231(6) -0.0085(5) -0.0062(5) -0.0014(5) C24 0.0298(7) 0.0220(6) 0.0198(6) -0.0045(5) -0.0012(5) -0.0104(5) C25 0.0383(8) 0.0293(7) 0.0252(7) -0.0050(6) -0.0085(6) -0.0081(6) C26 0.0605(10) 0.0467(9) 0.0220(7) -0.0045(7) -0.0126(7) -0.0210(8) C27 0.0647(11) 0.0516(10) 0.0216(7) -0.0168(7) 0.0084(7) -0.0275(9) C28 0.0426(9) 0.0415(9) 0.0317(8) -0.0174(7) 0.0105(7) -0.0137(7) C29 0.0300(7) 0.0323(7) 0.0268(7) -0.0106(6) -0.0003(6) -0.0079(6) C30 0.0279(7) 0.0217(6) 0.0183(6) -0.0069(5) -0.0002(5) -0.0044(5) C31 0.0232(6) 0.0234(6) 0.0207(6) -0.0080(5) 0.0004(5) -0.0052(5) C32 0.0178(6) 0.0214(6) 0.0274(7) -0.0075(5) 0.0031(5) -0.0020(5) C33 0.0245(7) 0.0310(7) 0.0283(7) -0.0075(6) -0.0004(5) -0.0069(6) C34 0.0286(7) 0.0330(8) 0.0441(9) -0.0129(7) 0.0013(6) -0.0134(6) C35 0.0295(7) 0.0265(7) 0.0426(8) -0.0022(6) 0.0055(6) -0.0100(6) C36 0.0272(7) 0.0339(8) 0.0277(7) -0.0021(6) 0.0021(6) -0.0043(6) C37 0.0240(6) 0.0281(7) 0.0280(7) -0.0089(6) 0.0004(5) -0.0040(5) C38 0.0293(7) 0.0428(8) 0.0348(8) -0.0180(7) 0.0073(6) -0.0124(6) C39 0.0263(7) 0.0276(7) 0.0291(7) -0.0004(6) 0.0005(6) -0.0049(6) C40 0.0260(7) 0.0270(7) 0.0231(6) -0.0063(5) -0.0011(5) -0.0069(5) C41 0.0309(7) 0.0267(7) 0.0329(7) -0.0066(6) -0.0050(6) -0.0048(6) C42 0.0252(7) 0.0399(8) 0.0428(8) -0.0166(7) -0.0020(6) -0.0030(6) C43 0.0266(7) 0.0519(9) 0.0317(8) -0.0165(7) 0.0037(6) -0.0159(7) C44 0.0368(8) 0.0373(8) 0.0279(7) -0.0042(6) -0.0013(6) -0.0170(6) C45 0.0277(7) 0.0275(7) 0.0293(7) -0.0042(6) -0.0016(6) -0.0062(6) C46 0.0276(7) 0.0351(8) 0.0423(8) -0.0135(6) -0.0066(6) -0.0128(6) _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 1.2336(15) . ? N1 C7 1.3587(16) . ? N1 C11 1.4810(16) . ? N1 C8 1.4846(16) . ? N2 C22 1.4668(16) . ? N2 C23 1.4730(16) . ? N2 C15 1.4813(15) . ? N3 C38 1.4581(18) . ? N3 C39 1.4586(17) . ? N3 C31 1.4827(16) . ? C1 C6 1.4021(17) . ? C1 C2 1.4074(17) . ? C1 C7 1.5098(16) . ? C2 C3 1.3932(18) . ? C2 C30 1.5153(17) . ? C3 C4 1.3939(18) . ? C4 C5 1.3904(18) . ? C4 C46 1.5068(17) . ? C5 C6 1.3941(17) . ? C6 C14 1.5146(16) . ? C8 C9 1.527(2) . ? C8 C10 1.527(2) . ? C11 C12 1.5264(19) . ? C11 C13 1.5280(19) . ? C14 C15 1.5532(17) . ? C15 C16 1.5159(17) . ? C16 C21 1.3913(18) . ? C16 C17 1.3954(19) . ? C17 C18 1.3851(19) . ? C18 C19 1.386(2) . ? C19 C20 1.385(2) . ? C20 C21 1.393(2) . ? C23 C24 1.5103(17) . ? C24 C25 1.3918(18) . ? C24 C29 1.3936(19) . ? C25 C26 1.389(2) . ? C26 C27 1.385(2) . ? C27 C28 1.378(2) . ? C28 C29 1.388(2) . ? C30 C31 1.5373(17) . ? C31 C32 1.5255(18) . ? C32 C37 1.3919(19) . ? C32 C33 1.4001(19) . ? C33 C34 1.390(2) . ? C34 C35 1.388(2) . ? C35 C36 1.379(2) . ? C36 C37 1.389(2) . ? C39 C40 1.5148(18) . ? C40 C45 1.3893(19) . ? C40 C41 1.3906(19) . ? C41 C42 1.386(2) . ? C42 C43 1.380(2) . ? C43 C44 1.384(2) . ? C44 C45 1.386(2) . ? C3 H3A 0.9500 . ? C5 H5A 0.9500 . ? C8 H8A 1.0000 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 1.0000 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 1.0000 . ? C17 H17A 0.9500 . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C20 H20A 0.9500 . ? C21 H21A 0.9500 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? C28 H28A 0.9500 . ? C29 H29A 0.9500 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 H31A 1.0000 . ? C33 H33A 0.9500 . ? C34 H34A 0.9500 . ? C35 H35A 0.9500 . ? C36 H36A 0.9500 . ? C37 H37A 0.9500 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C41 H41A 0.9500 . ? C42 H42A 0.9500 . ? C43 H43A 0.9500 . ? C44 H44A 0.9500 . ? C45 H45A 0.9500 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 0.9800 . ? 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 C7 N1 C11 122.89(10) . . ? C7 N1 C8 119.56(10) . . ? C11 N1 C8 117.38(10) . . ? C22 N2 C23 109.16(10) . . ? C22 N2 C15 112.09(10) . . ? C23 N2 C15 108.82(9) . . ? C38 N3 C39 110.67(11) . . ? C38 N3 C31 115.76(10) . . ? C39 N3 C31 111.77(10) . . ? C6 C1 C2 120.62(11) . . ? C6 C1 C7 118.22(10) . . ? C2 C1 C7 121.15(10) . . ? C3 C2 C1 118.47(11) . . ? C3 C2 C30 119.80(11) . . ? C1 C2 C30 121.73(11) . . ? C2 C3 C4 122.02(11) . . ? C5 C4 C3 118.13(11) . . ? C5 C4 C46 120.55(12) . . ? C3 C4 C46 121.31(12) . . ? C4 C5 C6 121.97(11) . . ? C5 C6 C1 118.69(11) . . ? C5 C6 C14 120.04(11) . . ? C1 C6 C14 121.25(10) . . ? O1 C7 N1 122.47(11) . . ? O1 C7 C1 120.08(11) . . ? N1 C7 C1 117.45(10) . . ? N1 C8 C9 111.92(11) . . ? N1 C8 C10 111.86(11) . . ? C9 C8 C10 112.93(12) . . ? N1 C11 C12 111.91(11) . . ? N1 C11 C13 111.84(11) . . ? C12 C11 C13 111.15(11) . . ? C6 C14 C15 111.77(10) . . ? N2 C15 C16 110.53(10) . . ? N2 C15 C14 111.11(9) . . ? C16 C15 C14 108.66(10) . . ? C21 C16 C17 118.94(12) . . ? C21 C16 C15 120.67(12) . . ? C17 C16 C15 120.11(11) . . ? C18 C17 C16 120.56(13) . . ? C19 C18 C17 120.36(15) . . ? C20 C19 C18 119.44(14) . . ? C19 C20 C21 120.50(14) . . ? C16 C21 C20 120.18(14) . . ? N2 C23 C24 113.97(10) . . ? C25 C24 C29 118.41(12) . . ? C25 C24 C23 119.89(12) . . ? C29 C24 C23 121.68(11) . . ? C24 C25 C26 120.58(14) . . ? C27 C26 C25 120.29(14) . . ? C28 C27 C26 119.67(14) . . ? C27 C28 C29 120.22(15) . . ? C28 C29 C24 120.82(13) . . ? C2 C30 C31 113.81(10) . . ? N3 C31 C32 116.17(10) . . ? N3 C31 C30 109.77(10) . . ? C32 C31 C30 112.74(10) . . ? C37 C32 C33 117.78(12) . . ? C37 C32 C31 119.23(12) . . ? C33 C32 C31 122.98(12) . . ? C34 C33 C32 120.73(13) . . ? C35 C34 C33 120.25(14) . . ? C36 C35 C34 119.82(13) . . ? C35 C36 C37 119.78(13) . . ? C36 C37 C32 121.65(13) . . ? N3 C39 C40 113.04(11) . . ? C45 C40 C41 118.43(13) . . ? C45 C40 C39 120.83(12) . . ? C41 C40 C39 120.62(12) . . ? C42 C41 C40 120.80(13) . . ? C43 C42 C41 120.25(13) . . ? C42 C43 C44 119.52(13) . . ? C43 C44 C45 120.24(14) . . ? C44 C45 C40 120.75(13) . . ? C2 C3 H3A 119.0 . . ? C4 C3 H3A 119.0 . . ? C4 C5 H5A 119.0 . . ? C6 C5 H5A 119.0 . . ? N1 C8 H8A 106.5 . . ? C9 C8 H8A 106.5 . . ? C10 C8 H8A 106.5 . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N1 C11 H11A 107.2 . . ? C12 C11 H11A 107.2 . . ? C13 C11 H11A 107.2 . . ? C11 C12 H12A 109.5 . . ? C11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C11 C13 H13A 109.5 . . ? C11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C6 C14 H14A 109.3 . . ? C15 C14 H14A 109.3 . . ? C6 C14 H14B 109.3 . . ? C15 C14 H14B 109.3 . . ? H14A C14 H14B 107.9 . . ? N2 C15 H15A 108.8 . . ? C16 C15 H15A 108.8 . . ? C14 C15 H15A 108.8 . . ? C18 C17 H17A 119.7 . . ? C16 C17 H17A 119.7 . . ? C19 C18 H18A 119.8 . . ? C17 C18 H18A 119.8 . . ? C20 C19 H19A 120.3 . . ? C18 C19 H19A 120.3 . . ? C19 C20 H20A 119.7 . . ? C21 C20 H20A 119.7 . . ? C16 C21 H21A 119.9 . . ? C20 C21 H21A 119.9 . . ? N2 C22 H22A 109.5 . . ? N2 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N2 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N2 C23 H23A 108.8 . . ? C24 C23 H23A 108.8 . . ? N2 C23 H23B 108.8 . . ? C24 C23 H23B 108.8 . . ? H23A C23 H23B 107.7 . . ? C24 C25 H25A 119.7 . . ? C26 C25 H25A 119.7 . . ? C27 C26 H26A 119.9 . . ? C25 C26 H26A 119.9 . . ? C28 C27 H27A 120.2 . . ? C26 C27 H27A 120.2 . . ? C27 C28 H28A 119.9 . . ? C29 C28 H28A 119.9 . . ? C28 C29 H29A 119.6 . . ? C24 C29 H29A 119.6 . . ? C2 C30 H30A 108.8 . . ? C31 C30 H30A 108.8 . . ? C2 C30 H30B 108.8 . . ? C31 C30 H30B 108.8 . . ? H30A C30 H30B 107.7 . . ? N3 C31 H31A 105.8 . . ? C32 C31 H31A 105.8 . . ? C30 C31 H31A 105.8 . . ? C34 C33 H33A 119.6 . . ? C32 C33 H33A 119.6 . . ? C35 C34 H34A 119.9 . . ? C33 C34 H34A 119.9 . . ? C36 C35 H35A 120.1 . . ? C34 C35 H35A 120.1 . . ? C35 C36 H36A 120.1 . . ? C37 C36 H36A 120.1 . . ? C36 C37 H37A 119.2 . . ? C32 C37 H37A 119.2 . . ? N3 C38 H38A 109.5 . . ? N3 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? N3 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N3 C39 H39A 109.0 . . ? C40 C39 H39A 109.0 . . ? N3 C39 H39B 109.0 . . ? C40 C39 H39B 109.0 . . ? H39A C39 H39B 107.8 . . ? C42 C41 H41A 119.6 . . ? C40 C41 H41A 119.6 . . ? C43 C42 H42A 119.9 . . ? C41 C42 H42A 119.9 . . ? C42 C43 H43A 120.2 . . ? C44 C43 H43A 120.2 . . ? C43 C44 H44A 119.9 . . ? C45 C44 H44A 119.9 . . ? C44 C45 H45A 119.6 . . ? C40 C45 H45A 119.6 . . ? C4 C46 H46A 109.5 . . ? C4 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? C4 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 109.5 . . ? 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 2.52(17) . . . . ? C7 C1 C2 C3 -178.48(11) . . . . ? C6 C1 C2 C30 -177.00(11) . . . . ? C7 C1 C2 C30 1.99(17) . . . . ? C1 C2 C3 C4 0.31(18) . . . . ? C30 C2 C3 C4 179.85(11) . . . . ? C2 C3 C4 C5 -2.39(18) . . . . ? C2 C3 C4 C46 176.39(12) . . . . ? C3 C4 C5 C6 1.70(18) . . . . ? C46 C4 C5 C6 -177.08(12) . . . . ? C4 C5 C6 C1 1.03(18) . . . . ? C4 C5 C6 C14 -177.07(11) . . . . ? C2 C1 C6 C5 -3.18(17) . . . . ? C7 C1 C6 C5 177.80(10) . . . . ? C2 C1 C6 C14 174.90(10) . . . . ? C7 C1 C6 C14 -4.13(16) . . . . ? C11 N1 C7 O1 -174.50(11) . . . . ? C8 N1 C7 O1 0.49(17) . . . . ? C11 N1 C7 C1 4.87(16) . . . . ? C8 N1 C7 C1 179.86(10) . . . . ? C6 C1 C7 O1 84.22(14) . . . . ? C2 C1 C7 O1 -94.80(14) . . . . ? C6 C1 C7 N1 -95.17(13) . . . . ? C2 C1 C7 N1 85.81(14) . . . . ? C7 N1 C8 C9 61.93(15) . . . . ? C11 N1 C8 C9 -122.81(13) . . . . ? C7 N1 C8 C10 -65.94(15) . . . . ? C11 N1 C8 C10 109.32(13) . . . . ? C7 N1 C11 C12 -119.55(13) . . . . ? C8 N1 C11 C12 65.36(15) . . . . ? C7 N1 C11 C13 114.98(13) . . . . ? C8 N1 C11 C13 -60.11(14) . . . . ? C5 C6 C14 C15 90.14(13) . . . . ? C1 C6 C14 C15 -87.91(13) . . . . ? C22 N2 C15 C16 -175.38(10) . . . . ? C23 N2 C15 C16 63.79(12) . . . . ? C22 N2 C15 C14 -54.66(13) . . . . ? C23 N2 C15 C14 -175.49(10) . . . . ? C6 C14 C15 N2 -175.99(10) . . . . ? C6 C14 C15 C16 -54.18(13) . . . . ? N2 C15 C16 C21 -138.66(11) . . . . ? C14 C15 C16 C21 99.17(13) . . . . ? N2 C15 C16 C17 47.39(15) . . . . ? C14 C15 C16 C17 -74.78(14) . . . . ? C21 C16 C17 C18 -1.23(19) . . . . ? C15 C16 C17 C18 172.82(12) . . . . ? C16 C17 C18 C19 0.5(2) . . . . ? C17 C18 C19 C20 0.5(2) . . . . ? C18 C19 C20 C21 -0.6(2) . . . . ? C17 C16 C21 C20 1.06(19) . . . . ? C15 C16 C21 C20 -172.96(12) . . . . ? C19 C20 C21 C16 -0.1(2) . . . . ? C22 N2 C23 C24 68.98(13) . . . . ? C15 N2 C23 C24 -168.41(10) . . . . ? N2 C23 C24 C25 -148.30(12) . . . . ? N2 C23 C24 C29 33.44(18) . . . . ? C29 C24 C25 C26 0.8(2) . . . . ? C23 C24 C25 C26 -177.48(13) . . . . ? C24 C25 C26 C27 -0.9(2) . . . . ? C25 C26 C27 C28 -0.1(2) . . . . ? C26 C27 C28 C29 1.3(2) . . . . ? C27 C28 C29 C24 -1.3(2) . . . . ? C25 C24 C29 C28 0.3(2) . . . . ? C23 C24 C29 C28 178.57(13) . . . . ? C3 C2 C30 C31 -108.77(13) . . . . ? C1 C2 C30 C31 70.75(15) . . . . ? C38 N3 C31 C32 60.87(15) . . . . ? C39 N3 C31 C32 -67.06(14) . . . . ? C38 N3 C31 C30 -68.49(14) . . . . ? C39 N3 C31 C30 163.57(11) . . . . ? C2 C30 C31 N3 -171.36(10) . . . . ? C2 C30 C31 C32 57.43(14) . . . . ? N3 C31 C32 C37 105.41(13) . . . . ? C30 C31 C32 C37 -126.67(12) . . . . ? N3 C31 C32 C33 -75.85(15) . . . . ? C30 C31 C32 C33 52.08(16) . . . . ? C37 C32 C33 C34 -0.54(19) . . . . ? C31 C32 C33 C34 -179.30(12) . . . . ? C32 C33 C34 C35 0.7(2) . . . . ? C33 C34 C35 C36 -0.5(2) . . . . ? C34 C35 C36 C37 0.1(2) . . . . ? C35 C36 C37 C32 0.1(2) . . . . ? C33 C32 C37 C36 0.15(19) . . . . ? C31 C32 C37 C36 178.96(12) . . . . ? C38 N3 C39 C40 68.62(15) . . . . ? C31 N3 C39 C40 -160.78(11) . . . . ? N3 C39 C40 C45 39.75(18) . . . . ? N3 C39 C40 C41 -144.44(13) . . . . ? C45 C40 C41 C42 1.0(2) . . . . ? C39 C40 C41 C42 -174.92(13) . . . . ? C40 C41 C42 C43 -0.5(2) . . . . ? C41 C42 C43 C44 -0.2(2) . . . . ? C42 C43 C44 C45 0.3(2) . . . . ? C43 C44 C45 C40 0.2(2) . . . . ? C41 C40 C45 C44 -0.8(2) . . . . ? C39 C40 C45 C44 175.06(13) . . . . ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.207 _refine_diff_density_min -0.233 _refine_diff_density_rms 0.040