# Copyright The Royal Society of Chemistry, 1999 # CCDC Number: 207/295 data_imidazole3 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C32 H30 N4 O' _chemical_formula_weight 486.60 _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 P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 6.056(2) _cell_length_b 20.437(5) _cell_length_c 21.335(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.20(2) _cell_angle_gamma 90.00 _cell_volume 2629.7(12) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 13 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.229 _exptl_crystal_density_method ? _exptl_crystal_F_000 1032 _exptl_absorpt_coefficient_mu 0.076 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _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 1853 _diffrn_reflns_av_R_equivalents 0.0252 _diffrn_reflns_av_sigmaI/netI 0.0404 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.92 _diffrn_reflns_theta_max 17.50 _reflns_number_total 1600 _reflns_number_observed 1192 _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 109 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^)+(0.1066P)^2^+1.6943P] 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 1491 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0766 _refine_ls_R_factor_obs 0.0512 _refine_ls_wR_factor_all 0.1792 _refine_ls_wR_factor_obs 0.1488 _refine_ls_goodness_of_fit_all 1.103 _refine_ls_goodness_of_fit_obs 1.125 _refine_ls_restrained_S_all 1.120 _refine_ls_restrained_S_obs 1.125 _refine_ls_shift/esd_max -0.092 _refine_ls_shift/esd_mean 0.013 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 0.3117(11) 0.5389(3) 0.5038(3) 0.100(2) Uani 1 d . . N1 N 0.2536(11) 0.7289(4) 0.6213(3) 0.045(2) Uani 1 d . . N2 N -0.0031(11) 0.7947(3) 0.5755(4) 0.048(2) Uani 1 d . . N3 N 0.2205(9) 0.8324(4) 0.6706(3) 0.050(2) Uani 1 d . . N4 N -0.0009(10) 0.9162(4) 0.6229(3) 0.052(2) Uani 1 d . . H1A H -0.0902(10) 0.8877(4) 0.6050(3) 0.062 Uiso 1 calc R . C1 C 0.1538(15) 0.7888(5) 0.6230(4) 0.045(2) Uani 1 d . . C2 C 0.0026(15) 0.7378(4) 0.5403(4) 0.043(2) Uani 1 d . . C3 C 0.1607(15) 0.6974(4) 0.5679(4) 0.047(2) Uani 1 d . . H9A H 0.1993(15) 0.6563(4) 0.5535(4) 0.056 Uiso 1 calc R . C4 C 0.1507(14) 0.8936(5) 0.6689(4) 0.048(2) Uani 1 d . . C5 C 0.2315(19) 0.9343(4) 0.7229(4) 0.043(2) Uani 1 d . . C6 C 0.0903(14) 0.9767(4) 0.7492(4) 0.051(2) Uani 1 d . . H26A H -0.0529(14) 0.9825(4) 0.7302(4) 0.061 Uiso 1 calc R . C7 C 0.1568(19) 1.0104(4) 0.8024(5) 0.057(2) Uani 1 d . . H27A H 0.0592(19) 1.0386(4) 0.8201(5) 0.069 Uiso 1 calc R . C8 C 0.3706(24) 1.0025(4) 0.8304(4) 0.065(3) Uani 1 d . . H28A H 0.4161(24) 1.0254(4) 0.8670(4) 0.078 Uiso 1 calc R . C9 C 0.5156(14) 0.9610(5) 0.8045(5) 0.059(2) Uani 1 d . . H29A H 0.6598(14) 0.9562(5) 0.8229(5) 0.071 Uiso 1 calc R . C10 C 0.4454(17) 0.9270(4) 0.7513(5) 0.051(2) Uani 1 d . . H30A H 0.5426(17) 0.8985(4) 0.7338(5) 0.062 Uiso 1 calc R . C11 C -0.0274(19) 0.9815(4) 0.6014(3) 0.044(2) Uani 1 d . . C12 C -0.2336(18) 0.9962(5) 0.5729(4) 0.060(2) Uani 1 d . . H20A H -0.3464(18) 0.9652(5) 0.5717(4) 0.071 Uiso 1 calc R . C13 C -0.2731(17) 1.0564(7) 0.5463(4) 0.073(3) Uani 1 d . . H21A H -0.4117(17) 1.0665(7) 0.5263(4) 0.087 Uiso 1 calc R . C14 C -0.1057(25) 1.1019(5) 0.5497(4) 0.068(3) Uani 1 d . . H22A H -0.1318(25) 1.1431(5) 0.5321(4) 0.082 Uiso 1 calc R . C15 C 0.1001(20) 1.0871(5) 0.5786(4) 0.068(2) Uani 1 d . . H23A H 0.2126(20) 1.1182(5) 0.5806(4) 0.081 Uiso 1 calc R . C16 C 0.1397(15) 1.0262(6) 0.6048(3) 0.058(2) Uani 1 d . . H24A H 0.2785(15) 1.0157(6) 0.6244(3) 0.070 Uiso 1 calc R . C17 C 0.4236(18) 0.7021(3) 0.6660(4) 0.044(2) Uani 1 d . . C18 C 0.3935(14) 0.6969(4) 0.7295(5) 0.054(2) Uani 1 d . . H15A H 0.2656(14) 0.7134(4) 0.7447(5) 0.065 Uiso 1 calc R . C19 C 0.5536(20) 0.6673(4) 0.7698(3) 0.055(2) Uani 1 d . . H14A H 0.5303(20) 0.6638(4) 0.8121(3) 0.066 Uiso 1 calc R . C20 C 0.7476(16) 0.6426(3) 0.7497(4) 0.049(2) Uani 1 d . . C21 C 0.7761(13) 0.6494(4) 0.6872(5) 0.053(2) Uani 1 d . . H12A H 0.9067(13) 0.6345(4) 0.6724(5) 0.064 Uiso 1 calc R . C22 C 0.6157(20) 0.6780(4) 0.6454(4) 0.053(2) Uani 1 d . . H11A H 0.6386(20) 0.6808(4) 0.6029(4) 0.064 Uiso 1 calc R . C23 C 0.9162(12) 0.6111(3) 0.7961(3) 0.067(2) Uani 1 d . . H16A H 0.8629(12) 0.6115(3) 0.8371(3) 0.100 Uiso 1 calc R . H16B H 1.0531(12) 0.6349(3) 0.7973(3) 0.100 Uiso 1 calc R . H16C H 0.9403(12) 0.5667(3) 0.7836(3) 0.100 Uiso 1 calc R . C24 C -0.1465(16) 0.7273(4) 0.4834(4) 0.043(2) Uani 1 d . . C25 C -0.0907(13) 0.6868(4) 0.4351(5) 0.054(2) Uani 1 d . . H2B H 0.0460(13) 0.6657(4) 0.4385(5) 0.065 Uiso 1 calc R . C26 C -0.2337(20) 0.6775(4) 0.3828(4) 0.064(2) Uani 1 d . . H3A H -0.1910(20) 0.6503(4) 0.3511(4) 0.076 Uiso 1 calc R . C27 C -0.4396(17) 0.7069(4) 0.3751(4) 0.052(2) Uani 1 d . . C28 C -0.4953(13) 0.7474(4) 0.4226(5) 0.057(2) Uani 1 d . . H5A H -0.6325(13) 0.7682(4) 0.4188(5) 0.068 Uiso 1 calc R . C29 C -0.3518(19) 0.7580(3) 0.4760(4) 0.050(2) Uani 1 d . . H6A H -0.3935(19) 0.7859(3) 0.5073(4) 0.060 Uiso 1 calc R . C30 C -0.5960(12) 0.6939(3) 0.3182(3) 0.069(2) Uani 1 d . . H7A H -0.5278(12) 0.6646(3) 0.2905(3) 0.103 Uiso 1 calc R . H7B H -0.6312(12) 0.7344(3) 0.2966(3) 0.103 Uiso 1 calc R . H7C H -0.7294(12) 0.6745(3) 0.3307(3) 0.103 Uiso 1 calc R . C31 C 0.6998(16) 0.5296(6) 0.5028(5) 0.099(3) Uani 1 d . . H31A H 0.8256(16) 0.5459(6) 0.4823(5) 0.119 Uiso 1 calc R . H31B H 0.7231(16) 0.5406(6) 0.5471(5) 0.119 Uiso 1 calc R . C32 C 0.4996(22) 0.5612(4) 0.4756(5) 0.099(3) Uani 1 d . . H32A H 0.5135(22) 0.6082(4) 0.4812(5) 0.119 Uiso 1 calc R . H32B H 0.4806(22) 0.5523(4) 0.4307(5) 0.119 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 0.083(5) 0.054(5) 0.168(6) 0.021(4) 0.040(5) 0.016(4) N1 0.048(5) 0.040(5) 0.048(6) 0.003(5) 0.000(4) 0.005(5) N2 0.058(5) 0.040(5) 0.046(4) 0.010(4) -0.007(4) 0.002(4) N3 0.063(4) 0.046(6) 0.040(5) -0.010(4) -0.001(3) -0.002(4) N4 0.050(4) 0.048(6) 0.054(4) -0.002(4) -0.019(4) 0.002(4) C1 0.066(7) 0.023(7) 0.048(7) 0.008(6) 0.011(6) 0.005(6) C2 0.058(7) 0.020(6) 0.051(6) 0.001(6) 0.009(6) 0.003(5) C3 0.060(6) 0.034(5) 0.046(6) -0.010(5) 0.001(5) 0.005(6) C4 0.057(6) 0.028(7) 0.059(7) -0.009(6) 0.010(6) 0.005(5) C5 0.075(8) 0.026(6) 0.028(5) -0.006(5) 0.004(7) -0.004(6) C6 0.075(7) 0.042(5) 0.034(6) -0.012(4) -0.001(6) 0.000(6) C7 0.080(9) 0.045(6) 0.049(7) -0.002(6) 0.017(6) 0.002(5) C8 0.106(10) 0.047(6) 0.041(6) -0.010(5) -0.002(8) -0.020(6) C9 0.066(7) 0.060(6) 0.047(7) -0.008(5) -0.010(6) -0.009(6) C10 0.054(8) 0.047(6) 0.052(6) 0.002(6) -0.001(5) 0.002(5) C11 0.063(8) 0.025(7) 0.041(5) 0.006(4) -0.011(5) 0.013(7) C12 0.076(9) 0.046(8) 0.053(5) 0.001(5) -0.016(5) 0.005(5) C13 0.082(8) 0.072(8) 0.061(6) 0.002(6) -0.015(5) 0.022(8) C14 0.110(9) 0.055(8) 0.040(5) 0.010(4) 0.010(6) 0.034(9) C15 0.111(10) 0.036(8) 0.059(6) 0.009(5) 0.024(6) -0.010(6) C16 0.068(7) 0.045(7) 0.060(6) 0.001(5) -0.002(5) -0.016(7) C17 0.045(7) 0.025(5) 0.062(9) 0.006(5) -0.001(7) 0.004(5) C18 0.070(7) 0.062(6) 0.034(6) 0.000(5) 0.023(6) 0.006(5) C19 0.089(8) 0.047(5) 0.028(5) 0.011(4) -0.002(7) -0.001(5) C20 0.057(7) 0.046(5) 0.046(8) -0.011(5) 0.018(6) 0.003(5) C21 0.040(6) 0.060(5) 0.062(7) -0.004(5) 0.011(6) 0.013(5) C22 0.056(7) 0.055(5) 0.049(6) 0.002(5) 0.003(7) 0.003(5) C23 0.077(6) 0.065(5) 0.055(5) 0.017(4) -0.017(5) 0.012(5) C24 0.047(7) 0.030(5) 0.050(7) 0.007(5) -0.007(6) 0.000(5) C25 0.057(7) 0.047(5) 0.059(6) -0.015(5) 0.008(6) 0.012(4) C26 0.083(8) 0.056(6) 0.048(7) -0.011(4) -0.016(6) -0.001(6) C27 0.067(8) 0.035(5) 0.050(7) 0.003(5) -0.007(6) -0.002(5) C28 0.066(6) 0.047(6) 0.056(6) 0.005(5) -0.007(7) 0.003(5) C29 0.071(7) 0.033(5) 0.046(7) -0.003(4) 0.009(6) 0.004(6) C30 0.076(6) 0.062(5) 0.065(6) -0.006(4) -0.008(5) -0.008(5) C31 0.066(8) 0.079(9) 0.152(9) 0.014(7) 0.008(7) -0.004(7) C32 0.106(9) 0.065(7) 0.130(8) 0.025(6) 0.031(8) -0.003(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 C31 1.408(10) 3_666 ? O1 C32 1.411(10) . ? N1 C1 1.367(8) . ? N1 C3 1.384(8) . ? N1 C17 1.447(9) . ? N2 C1 1.332(8) . ? N2 C2 1.386(8) . ? N3 C4 1.320(8) . ? N3 C1 1.383(9) . ? N4 C4 1.362(9) . ? N4 C11 1.415(8) . ? C2 C3 1.358(9) . ? C2 C24 1.462(9) . ? C4 C5 1.469(10) . ? C5 C6 1.372(9) . ? C5 C10 1.388(9) . ? C6 C7 1.357(9) . ? C7 C8 1.385(10) . ? C8 C9 1.372(10) . ? C9 C10 1.366(9) . ? C11 C16 1.360(9) . ? C11 C12 1.371(9) . ? C12 C13 1.367(10) . ? C13 C14 1.372(10) . ? C14 C15 1.374(10) . ? C15 C16 1.377(10) . ? C17 C22 1.372(9) . ? C17 C18 1.386(9) . ? C18 C19 1.376(9) . ? C19 C20 1.382(9) . ? C20 C21 1.366(9) . ? C20 C23 1.502(9) . ? C21 C22 1.387(9) . ? C24 C25 1.388(9) . ? C24 C29 1.389(9) . ? C25 C26 1.362(9) . ? C26 C27 1.380(10) . ? C27 C28 1.375(9) . ? C27 C30 1.495(9) . ? C28 C29 1.386(9) . ? C31 O1 1.408(10) 3_666 ? C31 C32 1.448(11) . ? 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 C31 O1 C32 108.3(7) 3_666 . ? C1 N1 C3 106.9(6) . . ? C1 N1 C17 127.7(8) . . ? C3 N1 C17 125.4(9) . . ? C1 N2 C2 106.6(6) . . ? C4 N3 C1 121.3(6) . . ? C4 N4 C11 127.0(7) . . ? N2 C1 N1 110.4(7) . . ? N2 C1 N3 129.9(9) . . ? N1 C1 N3 119.8(9) . . ? C3 C2 N2 109.1(7) . . ? C3 C2 C24 128.9(9) . . ? N2 C2 C24 122.0(9) . . ? C2 C3 N1 106.9(6) . . ? N3 C4 N4 122.3(7) . . ? N3 C4 C5 115.6(9) . . ? N4 C4 C5 121.9(8) . . ? C6 C5 C10 118.8(7) . . ? C6 C5 C4 120.2(10) . . ? C10 C5 C4 120.8(10) . . ? C7 C6 C5 120.9(7) . . ? C6 C7 C8 119.8(7) . . ? C9 C8 C7 120.4(7) . . ? C10 C9 C8 119.2(7) . . ? C9 C10 C5 121.0(7) . . ? C16 C11 C12 121.3(7) . . ? C16 C11 N4 123.6(9) . . ? C12 C11 N4 115.0(9) . . ? C13 C12 C11 120.0(8) . . ? C12 C13 C14 119.2(8) . . ? C13 C14 C15 120.7(8) . . ? C14 C15 C16 119.9(8) . . ? C11 C16 C15 119.0(8) . . ? C22 C17 C18 118.5(7) . . ? C22 C17 N1 119.8(9) . . ? C18 C17 N1 121.6(10) . . ? C19 C18 C17 119.7(7) . . ? C18 C19 C20 122.5(7) . . ? C21 C20 C19 116.8(7) . . ? C21 C20 C23 123.3(9) . . ? C19 C20 C23 119.9(8) . . ? C20 C21 C22 121.9(7) . . ? C17 C22 C21 120.6(7) . . ? C25 C24 C29 117.5(7) . . ? C25 C24 C2 122.1(10) . . ? C29 C24 C2 120.4(9) . . ? C26 C25 C24 120.8(7) . . ? C25 C26 C27 122.5(7) . . ? C28 C27 C26 117.0(7) . . ? C28 C27 C30 121.7(10) . . ? C26 C27 C30 121.3(9) . . ? C27 C28 C29 121.5(7) . . ? C28 C29 C24 120.7(7) . . ? O1 C31 C32 111.8(8) 3_666 . ? O1 C32 C31 111.3(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 C2 N2 C1 N1 -2.7(7) . . . . ? C2 N2 C1 N3 178.1(7) . . . . ? C3 N1 C1 N2 3.1(7) . . . . ? C17 N1 C1 N2 -176.7(7) . . . . ? C3 N1 C1 N3 -177.5(6) . . . . ? C17 N1 C1 N3 2.6(10) . . . . ? C4 N3 C1 N2 -10.5(11) . . . . ? C4 N3 C1 N1 170.3(6) . . . . ? C1 N2 C2 C3 1.2(7) . . . . ? C1 N2 C2 C24 -179.3(6) . . . . ? N2 C2 C3 N1 0.7(7) . . . . ? C24 C2 C3 N1 -178.8(6) . . . . ? C1 N1 C3 C2 -2.3(7) . . . . ? C17 N1 C3 C2 177.6(6) . . . . ? C1 N3 C4 N4 4.4(10) . . . . ? C1 N3 C4 C5 179.0(6) . . . . ? C11 N4 C4 N3 -154.1(7) . . . . ? C11 N4 C4 C5 31.5(10) . . . . ? N3 C4 C5 C6 -138.0(7) . . . . ? N4 C4 C5 C6 36.6(9) . . . . ? N3 C4 C5 C10 36.8(9) . . . . ? N4 C4 C5 C10 -148.5(7) . . . . ? C10 C5 C6 C7 -0.9(10) . . . . ? C4 C5 C6 C7 174.1(7) . . . . ? C5 C6 C7 C8 0.7(10) . . . . ? C6 C7 C8 C9 0.2(11) . . . . ? C7 C8 C9 C10 -0.9(11) . . . . ? C8 C9 C10 C5 0.7(10) . . . . ? C6 C5 C10 C9 0.1(10) . . . . ? C4 C5 C10 C9 -174.8(6) . . . . ? C4 N4 C11 C16 26.7(10) . . . . ? C4 N4 C11 C12 -157.0(7) . . . . ? C16 C11 C12 C13 1.1(11) . . . . ? N4 C11 C12 C13 -175.3(6) . . . . ? C11 C12 C13 C14 -1.2(11) . . . . ? C12 C13 C14 C15 0.7(11) . . . . ? C13 C14 C15 C16 -0.1(11) . . . . ? C12 C11 C16 C15 -0.4(10) . . . . ? N4 C11 C16 C15 175.7(6) . . . . ? C14 C15 C16 C11 -0.1(10) . . . . ? C1 N1 C17 C22 -127.2(7) . . . . ? C3 N1 C17 C22 52.9(9) . . . . ? C1 N1 C17 C18 56.1(9) . . . . ? C3 N1 C17 C18 -123.8(7) . . . . ? C22 C17 C18 C19 -0.8(10) . . . . ? N1 C17 C18 C19 175.9(6) . . . . ? C17 C18 C19 C20 0.6(10) . . . . ? C18 C19 C20 C21 0.7(10) . . . . ? C18 C19 C20 C23 179.8(6) . . . . ? C19 C20 C21 C22 -1.9(10) . . . . ? C23 C20 C21 C22 179.1(6) . . . . ? C18 C17 C22 C21 -0.3(10) . . . . ? N1 C17 C22 C21 -177.1(6) . . . . ? C20 C21 C22 C17 1.7(10) . . . . ? C3 C2 C24 C25 -27.4(11) . . . . ? N2 C2 C24 C25 153.2(6) . . . . ? C3 C2 C24 C29 152.4(7) . . . . ? N2 C2 C24 C29 -27.0(9) . . . . ? C29 C24 C25 C26 -0.4(10) . . . . ? C2 C24 C25 C26 179.5(6) . . . . ? C24 C25 C26 C27 -0.5(11) . . . . ? C25 C26 C27 C28 0.9(11) . . . . ? C25 C26 C27 C30 -177.9(6) . . . . ? C26 C27 C28 C29 -0.4(10) . . . . ? C30 C27 C28 C29 178.4(6) . . . . ? C27 C28 C29 C24 -0.5(10) . . . . ? C25 C24 C29 C28 0.9(9) . . . . ? C2 C24 C29 C28 -179.0(6) . . . . ? C31 O1 C32 C31 -56.7(11) 3_666 . . . ? O1 C31 C32 O1 58.7(11) 3_666 . . . ? _refine_diff_density_max 0.197 _refine_diff_density_min -0.194 _refine_diff_density_rms 0.044 #=END data_compound4c _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C29 H24 N4 O2' _chemical_formula_weight 460.52 _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 P2(1)/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 12.2950(10) _cell_length_b 9.5540(10) _cell_length_c 20.636(2) _cell_angle_alpha 90.00 _cell_angle_beta 99.700(10) _cell_angle_gamma 90.00 _cell_volume 2389.4(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 10 _cell_measurement_theta_max 13 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.280 _exptl_crystal_density_method ? _exptl_crystal_F_000 968 _exptl_absorpt_coefficient_mu 0.082 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _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 1948 _diffrn_reflns_av_R_equivalents 0.0295 _diffrn_reflns_av_sigmaI/netI 0.0458 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 2.00 _diffrn_reflns_theta_max 20.00 _reflns_number_total 1812 _reflns_number_observed 1337 _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 0 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^)+(0.0773P)^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 SHELXL _refine_ls_extinction_coef 0.0113(16) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1812 _refine_ls_number_parameters 317 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0693 _refine_ls_R_factor_obs 0.0447 _refine_ls_wR_factor_all 0.1454 _refine_ls_wR_factor_obs 0.1122 _refine_ls_goodness_of_fit_all 1.140 _refine_ls_goodness_of_fit_obs 1.061 _refine_ls_restrained_S_all 1.140 _refine_ls_restrained_S_obs 1.061 _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 N1 N 0.4362(4) 0.0114(4) 0.2591(2) 0.0376(12) Uani 1 d . . N2 N 0.4797(4) 0.0821(4) 0.3603(2) 0.0378(12) Uani 1 d . . N3 N 0.2966(4) 0.1431(4) 0.2994(2) 0.0393(13) Uani 1 d . . N4 N 0.3542(4) 0.3460(4) 0.3590(2) 0.0406(13) Uani 1 d . . O1 O 0.4718(3) 0.1416(3) 0.41790(14) 0.0485(11) Uani 1 d . . O2 O 0.1770(3) -0.0545(4) 0.0128(2) 0.0660(13) Uani 1 d . . C1 C 0.3995(6) 0.0899(5) 0.3069(2) 0.034(2) Uani 1 d . . C2 C 0.5670(5) 0.0003(5) 0.3474(2) 0.0351(15) Uani 1 d . . C3 C 0.5373(5) -0.0417(5) 0.2838(2) 0.042(2) Uani 1 d . . H3B H 0.5796 -0.0979 0.2609 0.051 Uiso 1 calc R . C4 C 0.2754(5) 0.2656(5) 0.3233(2) 0.035(2) Uani 1 d . . C5 C 0.1591(6) 0.3103(5) 0.3108(2) 0.042(2) Uani 1 d . . C6 C 0.1114(7) 0.3780(6) 0.3586(3) 0.055(2) Uani 1 d . . H6A H 0.1535 0.3953 0.3997 0.066 Uiso 1 calc R . C7 C 0.0035(8) 0.4195(7) 0.3461(4) 0.080(2) Uani 1 d . . H7A H -0.0279 0.4620 0.3791 0.096 Uiso 1 calc R . C8 C -0.0586(6) 0.3987(8) 0.2852(5) 0.094(2) Uani 1 d . . H8A H -0.1309 0.4310 0.2764 0.113 Uiso 1 calc R . C9 C -0.0143(8) 0.3300(8) 0.2370(4) 0.085(2) Uani 1 d . . H9A H -0.0568 0.3147 0.1959 0.102 Uiso 1 calc R . C10 C 0.0935(6) 0.2840(6) 0.2502(3) 0.058(2) Uani 1 d . . H10A H 0.1228 0.2349 0.2183 0.069 Uiso 1 calc R . C11 C 0.3503(4) 0.4928(5) 0.3709(2) 0.0372(14) Uani 1 d . . C12 C 0.4064(6) 0.5413(6) 0.4291(3) 0.077(2) Uani 1 d . . H12A H 0.4407 0.4776 0.4601 0.092 Uiso 1 calc R . C13 C 0.4138(6) 0.6815(6) 0.4432(3) 0.092(3) Uani 1 d . . H13A H 0.4530 0.7114 0.4833 0.110 Uiso 1 calc R . C14 C 0.3645(5) 0.7768(5) 0.3992(3) 0.063(2) Uani 1 d . . H14A H 0.3695 0.8720 0.4087 0.076 Uiso 1 calc R . C15 C 0.3074(5) 0.7306(5) 0.3410(3) 0.055(2) Uani 1 d . . H15A H 0.2729 0.7951 0.3105 0.066 Uiso 1 calc R . C16 C 0.2999(5) 0.5895(5) 0.3261(2) 0.049(2) Uani 1 d . . H16A H 0.2608 0.5599 0.2860 0.059 Uiso 1 calc R . C17 C 0.3737(4) -0.0100(5) 0.1937(2) 0.0388(15) Uani 1 d . . C18 C 0.3387(5) 0.1022(5) 0.1548(3) 0.063(2) Uani 1 d . . H18A H 0.3586 0.1923 0.1694 0.076 Uiso 1 calc R . C19 C 0.2742(5) 0.0831(5) 0.0943(2) 0.066(2) Uani 1 d . . H19A H 0.2501 0.1603 0.0684 0.080 Uiso 1 calc R . C20 C 0.2455(5) -0.0477(5) 0.0721(2) 0.047(2) Uani 1 d . . C21 C 0.2841(5) -0.1603(5) 0.1099(2) 0.056(2) Uani 1 d . . H21A H 0.2670 -0.2505 0.0945 0.068 Uiso 1 calc R . C22 C 0.3486(5) -0.1411(5) 0.1711(2) 0.053(2) Uani 1 d . . H22A H 0.3746 -0.2181 0.1967 0.063 Uiso 1 calc R . C23 C 0.1355(6) -0.1873(6) -0.0092(3) 0.091(2) Uani 1 d . . H23A H 0.0888 -0.1777 -0.0512 0.137 Uiso 1 calc R . H23B H 0.0937 -0.2257 0.0219 0.137 Uiso 1 calc R . H23C H 0.1958 -0.2486 -0.0133 0.137 Uiso 1 calc R . C24 C 0.6664(7) -0.0281(5) 0.3959(2) 0.039(2) Uani 1 d . . C25 C 0.7686(8) -0.0392(5) 0.3758(3) 0.052(2) Uani 1 d . . H25A H 0.7736 -0.0273 0.3316 0.062 Uiso 1 calc R . C26 C 0.8619(6) -0.0675(6) 0.4203(4) 0.061(2) Uani 1 d . . H26A H 0.9296 -0.0732 0.4060 0.074 Uiso 1 calc R . C27 C 0.8573(7) -0.0872(6) 0.4847(3) 0.064(2) Uani 1 d . . H27A H 0.9211 -0.1063 0.5145 0.077 Uiso 1 calc R . C28 C 0.7571(8) -0.0786(5) 0.5057(3) 0.057(2) Uani 1 d . . H28A H 0.7533 -0.0927 0.5498 0.069 Uiso 1 calc R . C29 C 0.6619(5) -0.0491(5) 0.4617(3) 0.048(2) Uani 1 d . . H29A H 0.5946 -0.0433 0.4765 0.058 Uiso 1 calc R . H4 H 0.4411 0.2771 0.3878 0.050 Uiso 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 N1 0.030(4) 0.042(2) 0.041(3) -0.001(2) 0.007(2) 0.006(2) N2 0.036(4) 0.036(2) 0.041(3) -0.001(2) 0.005(3) 0.004(2) N3 0.027(5) 0.044(3) 0.047(2) -0.006(2) 0.007(2) 0.006(3) N4 0.028(4) 0.040(3) 0.051(2) -0.009(2) -0.003(2) 0.003(2) O1 0.058(3) 0.051(2) 0.036(2) -0.008(2) 0.008(2) 0.012(2) O2 0.079(4) 0.061(2) 0.050(2) -0.004(2) -0.013(2) -0.006(2) C1 0.024(6) 0.034(3) 0.045(4) -0.005(2) 0.008(3) 0.001(3) C2 0.031(5) 0.034(3) 0.043(4) -0.002(2) 0.014(3) 0.002(3) C3 0.040(6) 0.041(3) 0.047(4) 0.000(2) 0.011(3) 0.015(3) C4 0.027(6) 0.043(3) 0.035(3) 0.002(3) 0.010(3) 0.003(3) C5 0.029(6) 0.045(3) 0.053(4) -0.007(3) 0.010(3) 0.002(3) C6 0.037(7) 0.060(4) 0.068(4) -0.011(3) 0.010(4) 0.001(3) C7 0.038(8) 0.087(5) 0.120(7) -0.030(4) 0.025(5) -0.001(5) C8 0.029(6) 0.100(5) 0.147(7) -0.027(5) 0.001(6) 0.012(4) C9 0.047(8) 0.099(5) 0.102(5) -0.020(4) -0.008(5) -0.001(5) C10 0.033(7) 0.070(4) 0.068(4) -0.012(3) 0.003(3) 0.004(4) C11 0.030(5) 0.042(3) 0.040(3) -0.003(3) 0.006(3) 0.000(3) C12 0.103(6) 0.044(4) 0.065(4) -0.002(3) -0.037(4) 0.006(3) C13 0.134(7) 0.049(4) 0.074(4) -0.005(3) -0.037(4) 0.001(4) C14 0.078(6) 0.037(3) 0.071(4) -0.012(3) 0.005(4) -0.011(3) C15 0.061(5) 0.041(4) 0.063(4) 0.013(3) 0.013(3) 0.009(3) C16 0.043(5) 0.054(4) 0.049(3) 0.001(3) 0.004(3) 0.004(3) C17 0.048(5) 0.036(3) 0.032(3) 0.000(3) 0.007(3) 0.003(3) C18 0.085(6) 0.037(3) 0.061(4) 0.000(3) -0.008(3) -0.011(3) C19 0.101(6) 0.038(4) 0.051(4) 0.008(3) -0.014(3) -0.003(3) C20 0.057(5) 0.044(4) 0.039(3) 0.000(3) 0.006(3) 0.000(3) C21 0.078(6) 0.036(3) 0.051(4) -0.012(3) 0.000(3) -0.005(3) C22 0.076(6) 0.037(3) 0.043(3) 0.001(2) 0.007(3) 0.006(3) C23 0.109(7) 0.086(5) 0.069(4) -0.011(3) -0.014(4) -0.022(4) C24 0.035(7) 0.035(3) 0.048(4) -0.004(2) 0.004(4) 0.005(3) C25 0.051(7) 0.052(3) 0.051(4) -0.004(2) 0.005(5) 0.005(3) C26 0.032(6) 0.074(4) 0.076(5) -0.006(3) 0.005(4) 0.005(3) C27 0.042(8) 0.068(4) 0.073(5) -0.006(3) -0.016(4) 0.007(4) C28 0.057(7) 0.059(4) 0.051(4) -0.004(3) -0.007(5) 0.011(3) C29 0.047(6) 0.049(3) 0.049(4) -0.003(2) 0.008(4) 0.008(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 N1 C3 1.360(6) . ? N1 C1 1.375(6) . ? N1 C17 1.451(6) . ? N2 O1 1.335(5) . ? N2 C1 1.353(6) . ? N2 C2 1.389(6) . ? N3 C4 1.314(6) . ? N3 C1 1.347(6) . ? N4 C4 1.353(6) . ? N4 C11 1.425(6) . ? O2 C20 1.365(6) . ? O2 C23 1.414(6) . ? C2 C3 1.361(6) . ? C2 C24 1.468(8) . ? C4 C5 1.472(7) . ? C5 C6 1.389(8) . ? C5 C10 1.392(7) . ? C6 C7 1.367(8) . ? C7 C8 1.371(9) . ? C8 C9 1.378(10) . ? C9 C10 1.380(9) . ? C11 C12 1.362(7) . ? C11 C16 1.378(6) . ? C12 C13 1.370(7) . ? C13 C14 1.355(7) . ? C14 C15 1.359(7) . ? C15 C16 1.382(7) . ? C17 C22 1.353(6) . ? C17 C18 1.365(6) . ? C18 C19 1.374(7) . ? C19 C20 1.357(7) . ? C20 C21 1.366(6) . ? C21 C22 1.386(7) . ? C24 C29 1.383(7) . ? C24 C25 1.393(7) . ? C25 C26 1.370(8) . ? C26 C27 1.353(8) . ? C27 C28 1.375(8) . ? C28 C29 1.383(8) . ? 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 C3 N1 C1 109.0(4) . . ? C3 N1 C17 127.1(4) . . ? C1 N1 C17 123.9(5) . . ? O1 N2 C1 123.3(5) . . ? O1 N2 C2 125.8(4) . . ? C1 N2 C2 110.8(4) . . ? C4 N3 C1 122.3(5) . . ? C4 N4 C11 127.6(4) . . ? C20 O2 C23 117.7(4) . . ? N3 C1 N2 131.0(5) . . ? N3 C1 N1 122.6(5) . . ? N2 C1 N1 105.8(5) . . ? C3 C2 N2 105.1(4) . . ? C3 C2 C24 131.3(5) . . ? N2 C2 C24 123.6(5) . . ? N1 C3 C2 109.3(5) . . ? N3 C4 N4 122.8(6) . . ? N3 C4 C5 116.2(5) . . ? N4 C4 C5 121.0(4) . . ? C6 C5 C10 118.1(6) . . ? C6 C5 C4 121.6(5) . . ? C10 C5 C4 120.2(5) . . ? C7 C6 C5 120.9(6) . . ? C6 C7 C8 120.3(7) . . ? C7 C8 C9 120.3(7) . . ? C8 C9 C10 119.5(6) . . ? C9 C10 C5 120.8(6) . . ? C12 C11 C16 117.8(4) . . ? C12 C11 N4 117.3(4) . . ? C16 C11 N4 124.7(4) . . ? C11 C12 C13 121.7(5) . . ? C14 C13 C12 120.6(5) . . ? C13 C14 C15 118.7(5) . . ? C14 C15 C16 121.2(5) . . ? C11 C16 C15 120.0(5) . . ? C22 C17 C18 119.6(4) . . ? C22 C17 N1 120.3(4) . . ? C18 C17 N1 120.0(4) . . ? C17 C18 C19 120.4(4) . . ? C20 C19 C18 120.5(5) . . ? C19 C20 O2 115.6(4) . . ? C19 C20 C21 119.1(4) . . ? O2 C20 C21 125.2(4) . . ? C20 C21 C22 120.4(4) . . ? C17 C22 C21 119.9(4) . . ? C29 C24 C25 118.0(5) . . ? C29 C24 C2 122.0(7) . . ? C25 C24 C2 120.0(5) . . ? C26 C25 C24 120.7(6) . . ? C27 C26 C25 121.1(7) . . ? C26 C27 C28 119.3(6) . . ? C27 C28 C29 120.7(6) . . ? C28 C29 C24 120.2(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 C4 N3 C1 N2 45.8(7) . . . . ? C4 N3 C1 N1 -144.3(4) . . . . ? O1 N2 C1 N3 -6.3(7) . . . . ? C2 N2 C1 N3 171.3(5) . . . . ? O1 N2 C1 N1 -177.5(4) . . . . ? C2 N2 C1 N1 0.1(5) . . . . ? C3 N1 C1 N3 -172.4(4) . . . . ? C17 N1 C1 N3 6.8(7) . . . . ? C3 N1 C1 N2 -0.3(5) . . . . ? C17 N1 C1 N2 178.9(4) . . . . ? O1 N2 C2 C3 177.6(4) . . . . ? C1 N2 C2 C3 0.1(5) . . . . ? O1 N2 C2 C24 -2.3(7) . . . . ? C1 N2 C2 C24 -179.8(5) . . . . ? C1 N1 C3 C2 0.4(6) . . . . ? C17 N1 C3 C2 -178.8(4) . . . . ? N2 C2 C3 N1 -0.3(5) . . . . ? C24 C2 C3 N1 179.6(5) . . . . ? C1 N3 C4 N4 -2.1(7) . . . . ? C1 N3 C4 C5 179.6(4) . . . . ? C11 N4 C4 N3 159.8(4) . . . . ? C11 N4 C4 C5 -22.0(7) . . . . ? N3 C4 C5 C6 139.9(5) . . . . ? N4 C4 C5 C6 -38.4(7) . . . . ? N3 C4 C5 C10 -39.5(6) . . . . ? N4 C4 C5 C10 142.3(5) . . . . ? C10 C5 C6 C7 -1.0(8) . . . . ? C4 C5 C6 C7 179.6(5) . . . . ? C5 C6 C7 C8 -2.1(10) . . . . ? C6 C7 C8 C9 3.0(11) . . . . ? C7 C8 C9 C10 -0.9(11) . . . . ? C8 C9 C10 C5 -2.2(10) . . . . ? C6 C5 C10 C9 3.1(8) . . . . ? C4 C5 C10 C9 -177.5(5) . . . . ? C4 N4 C11 C12 149.0(5) . . . . ? C4 N4 C11 C16 -35.3(8) . . . . ? C16 C11 C12 C13 -0.4(10) . . . . ? N4 C11 C12 C13 175.6(7) . . . . ? C11 C12 C13 C14 0.3(12) . . . . ? C12 C13 C14 C15 0.1(11) . . . . ? C13 C14 C15 C16 -0.4(9) . . . . ? C12 C11 C16 C15 0.1(8) . . . . ? N4 C11 C16 C15 -175.5(5) . . . . ? C14 C15 C16 C11 0.3(9) . . . . ? C3 N1 C17 C22 56.5(7) . . . . ? C1 N1 C17 C22 -122.6(6) . . . . ? C3 N1 C17 C18 -124.4(6) . . . . ? C1 N1 C17 C18 56.5(7) . . . . ? C22 C17 C18 C19 2.8(9) . . . . ? N1 C17 C18 C19 -176.3(5) . . . . ? C17 C18 C19 C20 -0.7(10) . . . . ? C18 C19 C20 O2 177.0(6) . . . . ? C18 C19 C20 C21 -1.8(9) . . . . ? C23 O2 C20 C19 -173.5(6) . . . . ? C23 O2 C20 C21 5.2(8) . . . . ? C19 C20 C21 C22 2.2(9) . . . . ? O2 C20 C21 C22 -176.5(5) . . . . ? C18 C17 C22 C21 -2.4(8) . . . . ? N1 C17 C22 C21 176.7(5) . . . . ? C20 C21 C22 C17 -0.1(9) . . . . ? C3 C2 C24 C29 -142.5(6) . . . . ? N2 C2 C24 C29 37.4(7) . . . . ? C3 C2 C24 C25 35.4(8) . . . . ? N2 C2 C24 C25 -144.7(5) . . . . ? C29 C24 C25 C26 -1.2(7) . . . . ? C2 C24 C25 C26 -179.2(4) . . . . ? C24 C25 C26 C27 0.9(8) . . . . ? C25 C26 C27 C28 0.0(8) . . . . ? C26 C27 C28 C29 -0.5(8) . . . . ? C27 C28 C29 C24 0.1(8) . . . . ? C25 C24 C29 C28 0.7(7) . . . . ? C2 C24 C29 C28 178.6(4) . . . . ? _refine_diff_density_max 0.132 _refine_diff_density_min -0.155 _refine_diff_density_rms 0.046