data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'ProfD Chien-Tien Chen' _publ_contact_author_address ; Department of Chemistry National Taiwan Normal Uinversity 88, Sec. 4, Ding-jou Road Taipei 11650 TAIWAN ; _publ_contact_author_email CHEFV043@SCC.NTNU.EDU.TW _publ_section_title ; Doubly Ortho-linked Quinoxaline/Triarylamine Hybrid as a Bifunctional, Dipolar Electroluminescent Template for Optoelectronic Applications ; loop_ _publ_author_name 'Chien-Tien Chen' 'Chin-Hsiung Chien' 'Jin-Sheng Lin' 'Yi-Wen Lin' 'Murthy V. R. K. Moturu' 'Yu-Tai Tao' data_ic9420 _database_code_depnum_ccdc_archive 'CCDC 271944' _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C52 H32 N6' _chemical_formula_weight 740.84 _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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.6540(4) _cell_length_b 8.8680(5) _cell_length_c 14.3160(9) _cell_angle_alpha 86.745(3) _cell_angle_beta 82.838(3) _cell_angle_gamma 61.349(3) _cell_volume 956.61(9) _cell_formula_units_Z 1 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 13258 _cell_measurement_theta_min 1 _cell_measurement_theta_max 25 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.286 _exptl_crystal_density_method ? _exptl_crystal_F_000 386 _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.894 _exptl_absorpt_correction_T_max 0.994 _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(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 'Nonius KappaCCD' _diffrn_measurement_method '\f-\w scans' _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5361 _diffrn_reflns_av_R_equivalents 0.0824 _diffrn_reflns_av_sigmaI/netI 0.1080 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.70 _diffrn_reflns_theta_max 25.03 _reflns_number_total 3309 _reflns_number_observed 2021 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement 'Denzo-SMN & Scalepack' _computing_data_reduction 'Denzo-SMN & Scalepack' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics SHELX _computing_publication_material SHELX _refine_special_details ; Refinement on F^2^ for ALL reflections except for 38 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^)+(0.0732P)^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 0.0658(139) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3271 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1024 _refine_ls_R_factor_obs 0.0602 _refine_ls_wR_factor_all 0.1794 _refine_ls_wR_factor_obs 0.1484 _refine_ls_goodness_of_fit_all 1.032 _refine_ls_goodness_of_fit_obs 1.142 _refine_ls_restrained_S_all 1.055 _refine_ls_restrained_S_obs 1.142 _refine_ls_shift/esd_max -0.002 _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 0.4309(3) 0.0307(3) 0.68896(14) 0.0542(6) Uani 1 d . . N2 N 0.4192(3) -0.2090(3) 0.93755(14) 0.0529(6) Uani 1 d . . N3 N 0.2167(3) 0.1479(3) 0.96374(15) 0.0551(6) Uani 1 d . . C1 C 0.0640(3) 0.0046(3) 0.5283(2) 0.0505(6) Uani 1 d . . C2 C 0.2259(4) -0.1350(3) 0.5407(2) 0.0639(8) Uani 1 d . . H2A H 0.2546(4) -0.2390(3) 0.5132(2) 0.077 Uiso 1 calc R . C3 C 0.3486(4) -0.1283(3) 0.5921(2) 0.0614(7) Uani 1 d . . H3A H 0.4562(4) -0.2264(3) 0.5980(2) 0.074 Uiso 1 calc R . C4 C 0.3116(3) 0.0234(3) 0.6347(2) 0.0475(6) Uani 1 d . . C5 C 0.1488(3) 0.1653(3) 0.6235(2) 0.0556(7) Uani 1 d . . H5A H 0.1197(3) 0.2694(3) 0.6511(2) 0.067 Uiso 1 calc R . C6 C 0.0296(4) 0.1548(3) 0.5723(2) 0.0572(7) Uani 1 d . . H6A H -0.0786(4) 0.2525(3) 0.5669(2) 0.069 Uiso 1 calc R . C7 C 0.4002(3) 0.1880(3) 0.7295(2) 0.0505(6) Uani 1 d . . C8 C 0.4153(4) 0.3130(4) 0.6732(2) 0.0693(9) Uani 1 d . . H8A H 0.4410(4) 0.2969(4) 0.6084(2) 0.083 Uiso 1 calc R . C9 C 0.3924(4) 0.4612(4) 0.7126(2) 0.0764(9) Uani 1 d . . H9A H 0.4022(4) 0.5450(4) 0.6742(2) 0.092 Uiso 1 calc R . C10 C 0.3553(4) 0.4863(4) 0.8082(2) 0.0676(8) Uani 1 d . . H10A H 0.3421(4) 0.5858(4) 0.8346(2) 0.081 Uiso 1 calc R . C11 C 0.3377(4) 0.3631(3) 0.8648(2) 0.0578(7) Uani 1 d . . H11A H 0.3098(4) 0.3819(3) 0.9294(2) 0.069 Uiso 1 calc R . C12 C 0.3609(3) 0.2109(3) 0.8273(2) 0.0463(6) Uani 1 d . . C13 C 0.3384(3) 0.0817(3) 0.8901(2) 0.0469(6) Uani 1 d . . C14 C 0.4431(3) -0.1006(3) 0.8776(2) 0.0452(6) Uani 1 d . . C15 C 0.5947(3) -0.1832(3) 0.8029(2) 0.0464(6) Uani 1 d . . C16 C 0.7490(3) -0.3288(3) 0.8235(2) 0.0552(7) Uani 1 d . . H16A H 0.7553(3) -0.3753(3) 0.8837(2) 0.066 Uiso 1 calc R . C17 C 0.8920(4) -0.4051(4) 0.7564(2) 0.0633(8) Uani 1 d . . H17A H 0.9943(4) -0.5020(4) 0.7714(2) 0.076 Uiso 1 calc R . C18 C 0.8837(4) -0.3371(4) 0.6658(2) 0.0664(8) Uani 1 d . . H18A H 0.9805(4) -0.3882(4) 0.6203(2) 0.080 Uiso 1 calc R . C19 C 0.7323(4) -0.1945(4) 0.6441(2) 0.0626(8) Uani 1 d . . H19A H 0.7268(4) -0.1490(4) 0.5837(2) 0.075 Uiso 1 calc R . C20 C 0.5874(3) -0.1175(3) 0.7116(2) 0.0490(6) Uani 1 d . . C21 C 0.2901(3) -0.1413(4) 1.0120(2) 0.0537(7) Uani 1 d . . C22 C 0.2599(4) -0.2536(4) 1.0767(2) 0.0675(8) Uani 1 d . . H22A H 0.3231(4) -0.3719(4) 1.0674(2) 0.081 Uiso 1 calc R . C23 C 0.1365(4) -0.1854(5) 1.1529(2) 0.0801(10) Uani 1 d . . H23A H 0.1180(4) -0.2585(5) 1.1966(2) 0.096 Uiso 1 calc R . C24 C 0.0374(4) -0.0078(5) 1.1665(2) 0.0774(10) Uani 1 d . . H24A H -0.0470(4) 0.0356(5) 1.2186(2) 0.093 Uiso 1 calc R . C25 C 0.0629(4) 0.1018(4) 1.1048(2) 0.0704(9) Uani 1 d . . H25A H -0.0040(4) 0.2197(4) 1.1148(2) 0.085 Uiso 1 calc R . C26 C 0.1915(3) 0.0371(4) 1.0249(2) 0.0532(7) Uani 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 0.0667(14) 0.0499(12) 0.0423(11) 0.0009(9) -0.0093(10) -0.0242(11) N2 0.0579(13) 0.0570(13) 0.0486(12) 0.0025(10) -0.0041(10) -0.0319(11) N3 0.0581(13) 0.0583(14) 0.0519(12) -0.0082(10) 0.0044(10) -0.0316(11) C1 0.057(2) 0.0510(15) 0.0454(14) 0.0055(11) 0.0005(11) -0.0291(13) C2 0.070(2) 0.046(2) 0.078(2) 0.0008(13) -0.0159(15) -0.0282(15) C3 0.066(2) 0.047(2) 0.070(2) 0.0032(13) -0.0132(14) -0.0252(14) C4 0.0560(15) 0.0527(15) 0.0339(12) 0.0038(10) 0.0009(10) -0.0277(12) C5 0.064(2) 0.050(2) 0.0469(14) -0.0064(11) -0.0019(12) -0.0224(13) C6 0.057(2) 0.055(2) 0.0501(15) -0.0037(12) -0.0034(12) -0.0198(13) C7 0.0564(15) 0.0441(14) 0.0488(14) 0.0015(11) -0.0049(11) -0.0227(12) C8 0.088(2) 0.065(2) 0.054(2) 0.0088(14) 0.0018(15) -0.039(2) C9 0.096(2) 0.057(2) 0.081(2) 0.016(2) -0.005(2) -0.043(2) C10 0.082(2) 0.050(2) 0.079(2) 0.0000(14) -0.015(2) -0.037(2) C11 0.066(2) 0.052(2) 0.059(2) -0.0023(12) -0.0090(13) -0.0291(13) C12 0.0491(13) 0.0452(14) 0.0464(13) 0.0006(10) -0.0062(11) -0.0237(11) C13 0.0487(14) 0.0532(15) 0.0433(13) -0.0032(11) -0.0038(11) -0.0278(12) C14 0.0513(14) 0.0470(14) 0.0408(12) 0.0016(10) -0.0066(10) -0.0260(12) C15 0.0515(14) 0.0463(14) 0.0441(13) -0.0007(10) -0.0037(11) -0.0258(12) C16 0.060(2) 0.052(2) 0.0510(15) 0.0016(12) -0.0074(12) -0.0246(13) C17 0.053(2) 0.056(2) 0.067(2) -0.0074(13) -0.0041(13) -0.0149(13) C18 0.064(2) 0.062(2) 0.063(2) -0.0074(14) 0.0115(14) -0.0249(15) C19 0.070(2) 0.063(2) 0.0488(15) -0.0018(13) 0.0075(13) -0.030(2) C20 0.0533(14) 0.0470(14) 0.0451(14) 0.0000(11) -0.0036(11) -0.0231(12) C21 0.0561(15) 0.066(2) 0.0445(14) 0.0014(12) -0.0020(12) -0.0343(14) C22 0.075(2) 0.077(2) 0.061(2) 0.0100(15) -0.0004(15) -0.047(2) C23 0.087(2) 0.106(3) 0.061(2) 0.012(2) 0.007(2) -0.061(2) C24 0.083(2) 0.105(3) 0.054(2) -0.007(2) 0.017(2) -0.058(2) C25 0.069(2) 0.083(2) 0.063(2) -0.014(2) 0.0135(15) -0.043(2) C26 0.0570(15) 0.066(2) 0.0442(14) -0.0017(12) 0.0012(11) -0.0366(14) _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 C4 1.394(3) . ? N1 C20 1.422(3) . ? N1 C7 1.432(3) . ? N2 C14 1.325(3) . ? N2 C21 1.371(3) . ? N3 C13 1.329(3) . ? N3 C26 1.356(3) . ? C1 C2 1.379(4) . ? C1 C6 1.388(4) . ? C1 C1 1.486(5) 2_556 ? C2 C3 1.390(4) . ? C3 C4 1.384(4) . ? C4 C5 1.389(3) . ? C5 C6 1.379(4) . ? C7 C8 1.380(4) . ? C7 C12 1.402(3) . ? C8 C9 1.375(4) . ? C9 C10 1.372(4) . ? C10 C11 1.379(4) . ? C11 C12 1.395(4) . ? C12 C13 1.487(3) . ? C13 C14 1.433(3) . ? C14 C15 1.489(3) . ? C15 C16 1.392(3) . ? C15 C20 1.397(3) . ? C16 C17 1.374(4) . ? C17 C18 1.394(4) . ? C18 C19 1.371(4) . ? C19 C20 1.387(3) . ? C21 C26 1.402(4) . ? C21 C22 1.415(4) . ? C22 C23 1.364(4) . ? C23 C24 1.397(5) . ? C24 C25 1.354(4) . ? C25 C26 1.422(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C4 N1 C20 122.7(2) . . ? C4 N1 C7 122.2(2) . . ? C20 N1 C7 115.0(2) . . ? C14 N2 C21 117.9(2) . . ? C13 N3 C26 117.7(2) . . ? C2 C1 C6 115.0(3) . . ? C2 C1 C1 122.6(3) . 2_556 ? C6 C1 C1 122.4(3) . 2_556 ? C1 C2 C3 123.4(3) . . ? C4 C3 C2 120.4(3) . . ? C3 C4 C5 117.1(3) . . ? C3 C4 N1 121.1(2) . . ? C5 C4 N1 121.8(2) . . ? C6 C5 C4 121.2(2) . . ? C5 C6 C1 122.8(2) . . ? C8 C7 C12 120.4(2) . . ? C8 C7 N1 120.4(2) . . ? C12 C7 N1 119.2(2) . . ? C9 C8 C7 120.3(3) . . ? C10 C9 C8 120.5(3) . . ? C9 C10 C11 119.6(3) . . ? C10 C11 C12 121.4(3) . . ? C11 C12 C7 117.7(2) . . ? C11 C12 C13 120.1(2) . . ? C7 C12 C13 122.1(2) . . ? N3 C13 C14 121.0(2) . . ? N3 C13 C12 114.6(2) . . ? C14 C13 C12 124.3(2) . . ? N2 C14 C13 121.3(2) . . ? N2 C14 C15 114.7(2) . . ? C13 C14 C15 123.7(2) . . ? C16 C15 C20 118.4(2) . . ? C16 C15 C14 120.0(2) . . ? C20 C15 C14 121.6(2) . . ? C17 C16 C15 121.1(2) . . ? C16 C17 C18 119.9(3) . . ? C19 C18 C17 119.8(3) . . ? C18 C19 C20 120.5(3) . . ? C19 C20 C15 120.4(2) . . ? C19 C20 N1 120.3(2) . . ? C15 C20 N1 119.3(2) . . ? N2 C21 C26 120.3(2) . . ? N2 C21 C22 119.2(2) . . ? C26 C21 C22 120.5(2) . . ? C23 C22 C21 118.9(3) . . ? C22 C23 C24 121.2(3) . . ? C25 C24 C23 120.8(3) . . ? C24 C25 C26 120.2(3) . . ? N3 C26 C21 121.7(2) . . ? N3 C26 C25 119.8(3) . . ? C21 C26 C25 118.5(3) . . ? _diffrn_measured_fraction_theta_max 2.70 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 0.895 _refine_diff_density_max 0.215 _refine_diff_density_min -0.207 _refine_diff_density_rms 0.051 data_diphenylfluorene _database_code_depnum_ccdc_archive 'CCDC 271945' _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety 'C65 H40 N6 ' _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C65 H40 N6 ' _chemical_formula_weight 905.03 _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 ? 0.003 0.002 'International Tables Vol. IV Table 2.2B' H ? 0.000 0.000 'International Tables Vol. IV Table 2.2B' N ? 0.006 0.003 'International Tables Vol. IV Table 2.2B' O ? 0.011 0.006 'International Tables Vol. IV Table 2.2B' Cl ? 0.148 0.159 'International Tables Vol. IV Table 2.2B' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' loop_ _symmetry_equiv_pos_as_xyz x,y,z -x,-y,-z -x,1/2+y,1/2-z x,1/2-y,1/2+z _cell_length_a 10.655(2) _cell_length_b 23.169(4) _cell_length_c 24.861(4) _cell_angle_alpha 90.0 _cell_angle_beta 92.940(4) _cell_angle_gamma 90.0 _cell_volume 6128.9(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293 _cell_measurement_reflns_used 32085 _cell_measurement_theta_min 1 _cell_measurement_theta_max 50 _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_size_rad ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.121 _exptl_crystal_density_method ? _exptl_crystal_F_000 2168 _exptl_absorpt_coefficient_mu 0.07 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.8357 _exptl_absorpt_correction_T_max 0.9658 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293 _diffrn_radiation_wavelength 0.70930 _diffrn_radiation_type 'Molybdenum K\a' _diffrn_radiation_source 'xray tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Bruker CCD ' _diffrn_measurement_method '\w scans' _diffrn_reflns_number 32085 _diffrn_reflns_av_R_equivalents 0.038 _diffrn_reflns_av_sigmaI/netI ? _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_theta_min 1.50 _diffrn_reflns_theta_max 25.00 _diffrn_reflns_reduction_process ? _reflns_number_total 10849 _reflns_number_observed 2472 _reflns_observed_criterion 'Inet > 2.0\s(Inet)' _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction 'NRCVAX DATRD2' _computing_structure_solution 'NRCVAX SOLVER' _computing_structure_refinement 'NRCVAX LSTSQ' _computing_molecular_graphics NRCVAX _computing_publication_material 'NRCVAX TABLES Jan 94 Version' _refine_special_details ; ? ; _refine_ls_structure_factor_coef F _refine_ls_matrix_type full _refine_ls_weighting_scheme unit _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_ls_hydrogen_treatment ? _refine_ls_extinction_method Larson _refine_ls_extinction_coef 49400(1964) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2472 _refine_ls_number_parameters 677 _refine_ls_number_restraints ? _refine_ls_R_factor_all 0.304 _refine_ls_R_factor_obs 0.092 _refine_ls_wR_factor_all 0.245 _refine_ls_wR_factor_obs 0.118 _refine_ls_goodness_of_fit_all ? _refine_ls_goodness_of_fit_obs 1.32 _refine_ls_restrained_S_all ? _refine_ls_restrained_S_obs ? _refine_ls_shift/esd_max 0.022 _refine_ls_shift/esd_mean ? 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_calc_flag _atom_site_refinement_flags C1 C 0.7672(13) 0.2099(8) 0.0175(6) 0.060(12) Uij ? . C2 C 0.8558(15) 0.2337(9) 0.0529(7) 0.077(14) Uij ? . C3 C 0.9513(16) 0.2663(10) 0.0351(7) 0.087(15) Uij ? . C4 C 0.9596(16) 0.2755(9) -0.0182(8) 0.086(15) Uij ? . C5 C 0.8728(16) 0.2511(9) -0.0541(7) 0.080(13) Uij ? . C6 C 0.7737(14) 0.2178(8) -0.0373(6) 0.062(12) Uij ? . C7 C 0.6799(14) 0.1918(8) -0.0759(6) 0.058(12) Uij ? . C8 C 0.5742(16) 0.2055(8) -0.1564(8) 0.079(14) Uij ? . C9 C 0.5425(19) 0.2379(10) -0.2045(8) 0.100(16) Uij ? . C10 C 0.4577(20) 0.2170(13) -0.2422(8) 0.132(21) Uij ? . C11 C 0.4040(21) 0.1626(11) -0.2351(10) 0.126(19) Uij ? . C12 C 0.4345(20) 0.1294(10) -0.1918(9) 0.111(17) Uij ? . C13 C 0.5189(15) 0.1504(9) -0.1514(7) 0.082(14) Uij ? . C14 C 0.6247(15) 0.1367(8) -0.0715(7) 0.064(12) Uij ? . C15 C 0.6521(15) 0.0968(8) -0.0271(7) 0.064(12) Uij ? . C16 C 0.6562(16) 0.0386(9) -0.0362(7) 0.079(14) Uij ? . C17 C 0.6731(18) -0.0008(9) 0.0044(8) 0.088(15) Uij ? . C18 C 0.6895(17) 0.0190(9) 0.0568(8) 0.082(14) Uij ? . C19 C 0.6865(16) 0.0759(8) 0.0665(7) 0.068(12) Uij ? . C20 C 0.6699(15) 0.1161(8) 0.0263(7) 0.066(12) Uij ? . C21 C 0.5656(13) 0.2019(7) 0.0623(7) 0.055(11) Uij ? . C22 C 0.4668(14) 0.1676(7) 0.0790(6) 0.055(12) Uij ? . C23 C 0.3649(13) 0.1924(7) 0.1027(6) 0.048(10) Uij ? . C24 C 0.3600(13) 0.2516(7) 0.1090(6) 0.055(12) Uij ? . C25 C 0.4561(15) 0.2869(8) 0.0913(7) 0.065(12) Uij ? . C26 C 0.5572(14) 0.2607(8) 0.0682(7) 0.060(11) Uij ? . C27 C 0.2417(13) 0.2659(7) 0.1356(6) 0.054(10) Uij ? . C28 C 0.1869(15) 0.3186(8) 0.1474(7) 0.069(12) Uij ? . C29 C 0.0741(14) 0.3180(8) 0.1738(7) 0.060(12) Uij ? . C30 C 0.0140(13) 0.2659(8) 0.1845(7) 0.061(12) Uij ? . C31 C 0.0677(13) 0.2147(7) 0.1705(6) 0.050(10) Uij ? . C32 C 0.1802(13) 0.2148(7) 0.1458(6) 0.048(10) Uij ? . C33 C 0.2517(14) 0.1632(7) 0.1261(6) 0.050(10) Uij ? . C34 C 0.1714(14) 0.1319(8) 0.0851(7) 0.063(12) Uij ? . C35 C 0.1619(17) 0.1513(9) 0.0329(7) 0.078(14) Uij ? . C36 C 0.0798(18) 0.1256(9) -0.0034(8) 0.098(16) Uij ? . C37 C 0.0066(18) 0.0804(10) 0.0101(9) 0.105(16) Uij ? . C38 C 0.0156(17) 0.0596(10) 0.0625(9) 0.110(18) Uij ? . C39 C 0.0971(16) 0.0853(8) 0.1005(8) 0.084(14) Uij ? . C40 C 0.3026(14) 0.1233(8) 0.1723(7) 0.063(12) Uij ? . C41 C 0.3578(17) 0.0720(8) 0.1584(8) 0.080(14) Uij ? . C42 C 0.4127(18) 0.0373(9) 0.1954(9) 0.106(17) Uij ? . C43 C 0.4175(17) 0.0512(9) 0.2484(10) 0.113(19) Uij ? . C44 C 0.3622(18) 0.1021(11) 0.2651(7) 0.106(19) Uij ? . C45 C 0.3054(16) 0.1388(8) 0.2265(7) 0.075(13) Uij ? . C46 C -0.1631(15) 0.2169(8) 0.2267(6) 0.064(12) Uij ? . C47 C -0.2608(15) 0.1919(8) 0.1991(7) 0.075(13) Uij ? . C48 C -0.3167(17) 0.1442(10) 0.2190(8) 0.096(16) Uij ? . C49 C -0.2708(18) 0.1223(9) 0.2663(9) 0.099(16) Uij ? . C50 C -0.1717(17) 0.1467(9) 0.2953(8) 0.089(16) Uij ? . C51 C -0.1166(15) 0.1952(8) 0.2754(7) 0.066(12) Uij ? . C52 C -0.0097(14) 0.2214(8) 0.3088(6) 0.069(13) Uij ? . C53 C 0.1657(15) 0.2109(10) 0.3689(7) 0.089(16) Uij ? . C54 C 0.2475(21) 0.1708(10) 0.4013(9) 0.120(19) Uij ? . C55 C 0.3420(21) 0.2065(12) 0.4331(9) 0.095(18) Uij ? . C56 C 0.3384(24) 0.2607(12) 0.4401(10) 0.106(20) Uij ? . C57 C 0.2745(19) 0.2911(12) 0.4087(8) 0.121(20) Uij ? . C58 C 0.1808(18) 0.2676(10) 0.3752(8) 0.101(16) Uij ? . C59 C 0.0076(16) 0.2836(8) 0.3156(7) 0.070(12) Uij ? . C60 C -0.0837(15) 0.3269(8) 0.2920(7) 0.071(13) Uij ? . C61 C -0.1187(17) 0.3750(8) 0.3221(7) 0.082(14) Uij ? . C62 C -0.2051(20) 0.4141(9) 0.3033(10) 0.116(18) Uij ? . C63 C -0.2582(20) 0.4048(10) 0.2523(9) 0.116(18) Uij ? . C64 C -0.2281(16) 0.3586(9) 0.2199(8) 0.088(15) Uij ? . C65 C -0.1408(16) 0.3200(8) 0.2398(7) 0.069(12) Uij ? . N1 N 0.6669(11) 0.1758(6) 0.0379(5) 0.059(10) Uij ? . N2 N 0.5468(13) 0.1163(7) -0.1088(6) 0.080(11) Uij ? . N3 N 0.6561(12) 0.2253(8) -0.1181(6) 0.086(12) Uij ? . N4 N -0.1091(11) 0.2690(6) 0.2081(5) 0.064(10) Uij ? . N5 N 0.0672(13) 0.1861(7) 0.3355(6) 0.085(11) Uij ? . N6 N 0.1015(13) 0.3043(8) 0.3482(6) 0.096(12) Uij ? . H2 H 0.851 0.224 0.094 0.0684 Uiso ? . H3 H 1.015 0.285 0.060 0.0778 Uiso ? . H4 H 1.030 0.300 -0.033 0.0758 Uiso ? . H5 H 0.879 0.258 -0.095 0.0716 Uiso ? . H9 H 0.585 0.280 -0.211 0.1075 Uiso ? . H10 H 0.435 0.237 -0.277 0.1099 Uiso ? . H11 H 0.346 0.148 -0.267 0.1123 Uiso ? . H12 H 0.386 0.088 -0.189 0.1079 Uiso ? . H16 H 0.650 0.022 -0.075 0.0814 Uiso ? . H17 H 0.673 -0.044 -0.004 0.0814 Uiso ? . H18 H 0.702 -0.012 0.086 0.0708 Uiso ? . H19 H 0.700 0.086 0.106 0.0639 Uiso ? . H22 H 0.468 0.123 0.073 0.0555 Uiso ? . H25 H 0.450 0.331 0.096 0.0622 Uiso ? . H26 H 0.627 0.283 0.053 0.0634 Uiso ? . H28 H 0.233 0.357 0.138 0.0679 Uiso ? . H29 H 0.033 0.357 0.184 0.0641 Uiso ? . H31 H 0.023 0.178 0.180 0.0545 Uiso ? . H35 H 0.219 0.184 0.022 0.0783 Uiso ? . H36 H 0.067 0.137 -0.042 0.0945 Uiso ? . H37 H -0.054 0.061 -0.016 0.0914 Uiso ? . H38 H -0.046 0.024 0.069 0.0957 Uiso ? . H39 H 0.107 0.066 0.138 0.0895 Uiso ? . H41 H 0.363 0.055 0.123 0.0768 Uiso ? . H42 H 0.456 -0.002 0.190 0.0835 Uiso ? . H43 H 0.461 0.025 0.280 0.0835 Uiso ? . H44 H 0.362 0.111 0.305 0.1017 Uiso ? . H45 H 0.269 0.177 0.237 0.0762 Uiso ? . H47 H -0.295 0.208 0.163 0.0714 Uiso ? . H48 H -0.392 0.123 0.200 0.0871 Uiso ? . H49 H -0.307 0.081 0.279 0.0996 Uiso ? . H50 H -0.143 0.130 0.333 0.0900 Uiso ? . H54 H 0.232 0.123 0.401 0.1189 Uiso ? . H55 H 0.395 0.175 0.456 0.1080 Uiso ? . H56 H 0.414 0.269 0.461 0.1032 Uiso ? . H57 H 0.286 0.336 0.414 0.0980 Uiso ? . H61 H -0.076 0.382 0.361 0.0810 Uiso ? . H62 H -0.222 0.448 0.326 0.1036 Uiso ? . H63 H -0.326 0.436 0.244 0.0997 Uiso ? . H64 H -0.269 0.356 0.183 0.0905 Uiso ? . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 C1 0.027(9) 0.095(16) 0.060(12) -0.002(10) 0.012(8) -0.012(11) C2 0.045(11) 0.121(18) 0.065(13) -0.008(12) 0.005(9) 0.003(13) C3 0.053(12) 0.133(20) 0.075(14) -0.025(13) 0.000(10) -0.011(14) C4 0.058(12) 0.112(19) 0.089(16) -0.042(13) 0.009(11) -0.005(14) C5 0.078(14) 0.114(18) 0.049(12) -0.028(13) 0.029(10) -0.008(12) C6 0.049(11) 0.096(16) 0.043(11) -0.003(11) 0.011(9) -0.014(11) C7 0.054(11) 0.090(15) 0.031(10) 0.014(11) 0.007(8) 0.003(10) C8 0.061(12) 0.091(16) 0.084(15) 0.022(12) 0.011(11) 0.015(13) C9 0.094(16) 0.132(21) 0.073(15) 0.019(15) -0.005(12) 0.018(15) C10 0.103(18) 0.23(3) 0.056(14) 0.044(20) -0.034(13) 0.016(18) C11 0.114(19) 0.131(23) 0.129(21) -0.002(17) -0.026(16) -0.020(18) C12 0.096(16) 0.126(21) 0.112(19) 0.026(16) 0.000(14) 0.034(17) C13 0.055(12) 0.123(19) 0.065(14) 0.010(12) -0.031(10) -0.018(13) C14 0.057(11) 0.066(14) 0.067(13) -0.001(10) 0.005(10) 0.007(11) C15 0.049(11) 0.077(14) 0.067(14) 0.009(10) 0.008(10) -0.016(12) C16 0.062(12) 0.098(17) 0.076(15) 0.012(12) -0.005(11) -0.030(13) C17 0.082(15) 0.085(17) 0.096(17) 0.005(13) -0.010(13) 0.010(14) C18 0.064(13) 0.091(17) 0.090(16) 0.012(12) 0.002(11) 0.035(13) C19 0.069(13) 0.060(14) 0.076(14) 0.011(11) 0.014(11) -0.005(11) C20 0.053(11) 0.075(15) 0.071(14) 0.005(11) 0.020(10) 0.010(11) C21 0.033(9) 0.070(14) 0.062(12) 0.009(9) 0.020(8) 0.001(10) C22 0.048(10) 0.076(14) 0.042(11) -0.003(10) 0.004(8) -0.009(10) C23 0.044(10) 0.050(12) 0.050(11) -0.009(9) 0.003(8) -0.004(9) C24 0.043(10) 0.072(14) 0.049(12) -0.010(9) 0.004(9) -0.007(10) C25 0.054(11) 0.069(14) 0.071(13) 0.005(11) 0.005(10) -0.002(11) C26 0.047(10) 0.071(14) 0.062(12) 0.006(10) 0.016(9) 0.004(11) C27 0.039(10) 0.067(13) 0.056(11) -0.002(9) 0.007(8) -0.023(10) C28 0.053(12) 0.088(15) 0.067(13) -0.006(11) 0.022(10) -0.008(12) C29 0.050(11) 0.074(14) 0.055(12) 0.012(10) 0.003(9) -0.009(11) C30 0.033(9) 0.079(14) 0.070(13) -0.009(10) 0.001(9) 0.007(12) C31 0.035(9) 0.053(12) 0.061(12) 0.008(9) -0.001(8) -0.013(10) C32 0.031(9) 0.066(13) 0.048(11) -0.007(9) 0.005(8) -0.021(10) C33 0.046(10) 0.053(13) 0.051(11) -0.006(9) 0.012(9) -0.008(10) C34 0.036(10) 0.076(15) 0.078(14) -0.005(10) 0.006(10) -0.024(12) C35 0.072(13) 0.098(17) 0.063(13) -0.004(12) -0.006(11) -0.019(13) C36 0.091(16) 0.104(19) 0.098(17) -0.005(14) -0.015(13) -0.041(15) C37 0.061(13) 0.124(21) 0.127(20) 0.016(13) -0.031(13) -0.058(16) C38 0.060(14) 0.128(21) 0.144(22) -0.015(14) 0.011(14) -0.039(17) C39 0.060(13) 0.082(17) 0.109(18) -0.007(12) 0.004(12) -0.024(14) C40 0.049(11) 0.071(14) 0.071(13) -0.014(10) 0.015(10) -0.011(11) C41 0.078(14) 0.052(13) 0.110(18) 0.013(11) 0.001(12) 0.033(13) C42 0.088(16) 0.090(18) 0.144(22) -0.028(14) 0.056(15) -0.034(16) C43 0.055(13) 0.072(17) 0.21(3) 0.015(12) 0.012(15) 0.057(17) C44 0.090(16) 0.19(3) 0.037(12) -0.005(16) -0.001(11) 0.029(15) C45 0.064(13) 0.090(16) 0.072(14) 0.001(12) 0.011(11) 0.007(12) C46 0.058(11) 0.089(15) 0.047(11) -0.002(11) 0.024(9) -0.003(11) C47 0.054(12) 0.100(17) 0.069(14) -0.021(11) -0.015(10) -0.014(12) C48 0.067(14) 0.133(20) 0.088(16) -0.042(14) 0.004(12) -0.022(15) C49 0.084(15) 0.112(19) 0.102(18) -0.017(14) 0.019(13) -0.002(15) C50 0.074(14) 0.121(19) 0.073(15) -0.013(13) 0.004(11) -0.003(14) C51 0.056(12) 0.077(15) 0.067(13) -0.009(10) 0.022(10) -0.019(11) C52 0.048(11) 0.111(17) 0.049(11) 0.026(12) 0.020(9) -0.007(12) C53 0.052(12) 0.158(22) 0.057(13) 0.034(13) 0.006(10) 0.012(14) C54 0.123(20) 0.131(22) 0.113(20) 0.018(17) 0.065(16) 0.005(17) C55 0.067(16) 0.150(25) 0.068(17) 0.032(16) -0.016(13) -0.009(17) C56 0.114(21) 0.116(23) 0.086(20) 0.009(18) -0.002(16) -0.016(18) C57 0.084(16) 0.22(3) 0.054(14) -0.012(18) -0.024(12) 0.023(16) C58 0.076(14) 0.146(22) 0.084(16) 0.025(15) 0.027(12) 0.000(16) C59 0.072(12) 0.077(15) 0.064(13) -0.005(11) 0.041(10) -0.021(12) C60 0.056(12) 0.083(15) 0.076(14) -0.004(11) 0.032(10) 0.010(12) C61 0.088(15) 0.082(16) 0.081(15) -0.006(12) 0.037(12) -0.041(13) C62 0.114(19) 0.076(18) 0.163(24) 0.018(14) 0.060(17) -0.030(16) C63 0.099(17) 0.105(19) 0.150(23) 0.033(15) 0.054(16) -0.037(17) C64 0.065(13) 0.108(18) 0.093(16) 0.028(13) 0.023(12) 0.010(14) C65 0.066(12) 0.083(15) 0.059(13) 0.014(11) 0.023(10) -0.010(12) N1 0.040(8) 0.074(11) 0.064(10) 0.002(8) 0.010(7) -0.001(9) N2 0.064(10) 0.121(15) 0.053(10) 0.008(10) -0.024(8) -0.009(10) N3 0.053(9) 0.142(16) 0.064(11) -0.005(10) 0.006(8) -0.006(11) N4 0.042(8) 0.090(12) 0.061(10) 0.006(9) 0.005(7) -0.003(9) N5 0.068(10) 0.116(15) 0.075(12) 0.026(10) 0.020(9) 0.010(11) N6 0.069(11) 0.145(17) 0.076(12) -0.050(11) 0.019(9) -0.042(11) _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_1 _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 C2 1.373(24) ? ? ? C1 C6 1.380(22) ? ? ? C1 N1 1.441(19) ? ? ? C2 C3 1.360(25) ? ? ? C3 C4 1.35(3) ? ? ? C4 C5 1.37(3) ? ? ? C5 C6 1.390(23) ? ? ? C6 C7 1.477(23) ? ? ? C7 C14 1.412(25) ? ? ? C7 N3 1.319(22) ? ? ? C8 C9 1.44(3) ? ? ? C8 C13 1.41(3) ? ? ? C8 N3 1.340(24) ? ? ? C9 C10 1.36(3) ? ? ? C10 C11 1.40(4) ? ? ? C11 C12 1.35(3) ? ? ? C12 C13 1.40(3) ? ? ? C13 N2 1.342(24) ? ? ? C14 C15 1.459(25) ? ? ? C14 N2 1.301(22) ? ? ? C15 C16 1.37(3) ? ? ? C15 C20 1.402(25) ? ? ? C16 C17 1.37(3) ? ? ? C17 C18 1.39(3) ? ? ? C18 C19 1.34(3) ? ? ? C19 C20 1.371(25) ? ? ? C20 N1 1.415(23) ? ? ? C21 C22 1.399(22) ? ? ? C21 C26 1.373(24) ? ? ? C21 N1 1.402(18) ? ? ? C22 C23 1.385(21) ? ? ? C23 C24 1.382(23) ? ? ? C23 C33 1.525(20) ? ? ? C24 C25 1.400(22) ? ? ? C24 C27 1.491(20) ? ? ? C25 C26 1.386(22) ? ? ? C27 C28 1.391(24) ? ? ? C27 C32 1.383(23) ? ? ? C28 C29 1.399(21) ? ? ? C29 C30 1.398(24) ? ? ? C30 C31 1.370(23) ? ? ? C30 N4 1.466(18) ? ? ? C31 C32 1.375(19) ? ? ? C32 C33 1.513(21) ? ? ? C33 C34 1.486(22) ? ? ? C33 C40 1.549(24) ? ? ? C34 C35 1.37(3) ? ? ? C34 C39 1.40(3) ? ? ? C35 C36 1.36(3) ? ? ? C36 C37 1.36(3) ? ? ? C37 C38 1.39(3) ? ? ? C38 C39 1.38(3) ? ? ? C40 C41 1.38(3) ? ? ? C40 C45 1.394(25) ? ? ? C41 C42 1.33(3) ? ? ? C42 C43 1.35(3) ? ? ? C43 C44 1.39(3) ? ? ? C44 C45 1.40(3) ? ? ? C46 C47 1.347(24) ? ? ? C46 C51 1.377(25) ? ? ? C46 N4 1.425(22) ? ? ? C47 C48 1.36(3) ? ? ? C48 C49 1.35(3) ? ? ? C49 C50 1.37(3) ? ? ? C50 C51 1.37(3) ? ? ? C51 C52 1.503(24) ? ? ? C52 C59 1.46(3) ? ? ? C52 N5 1.314(23) ? ? ? C53 C54 1.48(3) ? ? ? C53 C58 1.33(3) ? ? ? C53 N5 1.42(3) ? ? ? C54 C55 1.50(4) ? ? ? C55 C56 1.27(4) ? ? ? C56 C57 1.23(3) ? ? ? C57 C58 1.38(3) ? ? ? C58 N6 1.35(3) ? ? ? C59 C60 1.50(3) ? ? ? C59 N6 1.343(23) ? ? ? C60 C61 1.403(25) ? ? ? C60 C65 1.41(3) ? ? ? C61 C62 1.36(3) ? ? ? C62 C63 1.38(3) ? ? ? C63 C64 1.39(3) ? ? ? C64 C65 1.37(3) ? ? ? C65 N4 1.470(22) ? ? ? 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_2 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 120.8(15) ? ? ? ? C2 C1 N1 119.4(14) ? ? ? ? C6 C1 N1 119.7(14) ? ? ? ? C1 C2 C3 121.0(16) ? ? ? ? C2 C3 C4 119.7(16) ? ? ? ? C3 C4 C5 119.8(16) ? ? ? ? C4 C5 C6 122.0(15) ? ? ? ? C1 C6 C5 116.6(15) ? ? ? ? C1 C6 C7 121.3(14) ? ? ? ? C5 C6 C7 122.1(14) ? ? ? ? C6 C7 C14 126.1(15) ? ? ? ? C6 C7 N3 111.9(15) ? ? ? ? C14 C7 N3 121.9(15) ? ? ? ? C9 C8 C13 117.7(18) ? ? ? ? C9 C8 N3 122.0(18) ? ? ? ? C13 C8 N3 120.3(16) ? ? ? ? C8 C9 C10 120.5(21) ? ? ? ? C9 C10 C11 119.8(20) ? ? ? ? C10 C11 C12 122.1(21) ? ? ? ? C11 C12 C13 119.6(21) ? ? ? ? C8 C13 C12 120.3(18) ? ? ? ? C8 C13 N2 121.7(15) ? ? ? ? C12 C13 N2 118.0(19) ? ? ? ? C7 C14 C15 124.3(15) ? ? ? ? C7 C14 N2 121.7(16) ? ? ? ? C15 C14 N2 113.9(15) ? ? ? ? C14 C15 C16 120.4(16) ? ? ? ? C14 C15 C20 121.7(16) ? ? ? ? C16 C15 C20 117.8(17) ? ? ? ? C15 C16 C17 122.7(17) ? ? ? ? C16 C17 C18 118.6(18) ? ? ? ? C17 C18 C19 119.5(17) ? ? ? ? C18 C19 C20 122.6(17) ? ? ? ? C15 C20 C19 118.7(17) ? ? ? ? C15 C20 N1 120.1(15) ? ? ? ? C19 C20 N1 121.2(16) ? ? ? ? C22 C21 C26 118.5(13) ? ? ? ? C22 C21 N1 119.4(15) ? ? ? ? C26 C21 N1 122.0(14) ? ? ? ? C21 C22 C23 120.6(15) ? ? ? ? C22 C23 C24 119.7(14) ? ? ? ? C22 C23 C33 129.1(14) ? ? ? ? C24 C23 C33 111.2(13) ? ? ? ? C23 C24 C25 120.8(14) ? ? ? ? C23 C24 C27 108.1(13) ? ? ? ? C25 C24 C27 131.2(16) ? ? ? ? C24 C25 C26 118.0(16) ? ? ? ? C21 C26 C25 122.5(15) ? ? ? ? C24 C27 C28 131.5(15) ? ? ? ? C24 C27 C32 108.1(14) ? ? ? ? C28 C27 C32 120.3(13) ? ? ? ? C27 C28 C29 118.1(16) ? ? ? ? C28 C29 C30 120.7(15) ? ? ? ? C29 C30 C31 120.0(14) ? ? ? ? C29 C30 N4 117.5(15) ? ? ? ? C31 C30 N4 122.4(14) ? ? ? ? C30 C31 C32 119.7(15) ? ? ? ? C27 C32 C31 121.1(14) ? ? ? ? C27 C32 C33 111.5(12) ? ? ? ? C31 C32 C33 127.5(14) ? ? ? ? C23 C33 C32 101.2(12) ? ? ? ? C23 C33 C34 113.2(13) ? ? ? ? C23 C33 C40 107.1(12) ? ? ? ? C32 C33 C34 109.0(12) ? ? ? ? C32 C33 C40 113.3(13) ? ? ? ? C34 C33 C40 112.6(14) ? ? ? ? C33 C34 C35 120.0(15) ? ? ? ? C33 C34 C39 120.2(16) ? ? ? ? C35 C34 C39 119.6(16) ? ? ? ? C34 C35 C36 119.7(18) ? ? ? ? C35 C36 C37 122.1(20) ? ? ? ? C36 C37 C38 119.3(18) ? ? ? ? C37 C38 C39 120.1(20) ? ? ? ? C34 C39 C38 119.2(19) ? ? ? ? C33 C40 C41 117.8(15) ? ? ? ? C33 C40 C45 123.5(15) ? ? ? ? C41 C40 C45 118.4(17) ? ? ? ? C40 C41 C42 121.6(19) ? ? ? ? C41 C42 C43 121.4(19) ? ? ? ? C42 C43 C44 119.8(19) ? ? ? ? C43 C44 C45 119.0(18) ? ? ? ? C40 C45 C44 119.7(18) ? ? ? ? C47 C46 C51 121.6(17) ? ? ? ? C47 C46 N4 120.8(16) ? ? ? ? C51 C46 N4 117.5(15) ? ? ? ? C46 C47 C48 120.3(17) ? ? ? ? C47 C48 C49 118.4(17) ? ? ? ? C48 C49 C50 122.7(19) ? ? ? ? C49 C50 C51 118.7(18) ? ? ? ? C46 C51 C50 118.3(16) ? ? ? ? C46 C51 C52 124.5(16) ? ? ? ? C50 C51 C52 117.2(16) ? ? ? ? C51 C52 C59 123.3(15) ? ? ? ? C51 C52 N5 117.6(17) ? ? ? ? C59 C52 N5 119.0(16) ? ? ? ? C54 C53 C58 119.3(19) ? ? ? ? C54 C53 N5 117.3(19) ? ? ? ? C58 C53 N5 123.2(17) ? ? ? ? C53 C54 C55 107.6(20) ? ? ? ? C54 C55 C56 126.6(22) ? ? ? ? C55 C56 C57 119(3) ? ? ? ? C56 C57 C58 121(3) ? ? ? ? C53 C58 C57 122.7(20) ? ? ? ? C53 C58 N6 119.5(18) ? ? ? ? C57 C58 N6 117.8(21) ? ? ? ? C52 C59 C60 122.7(15) ? ? ? ? C52 C59 N6 120.5(17) ? ? ? ? C60 C59 N6 116.6(16) ? ? ? ? C59 C60 C61 120.6(17) ? ? ? ? C59 C60 C65 121.6(16) ? ? ? ? C61 C60 C65 117.8(17) ? ? ? ? C60 C61 C62 122.7(18) ? ? ? ? C61 C62 C63 116.8(18) ? ? ? ? C62 C63 C64 124.0(20) ? ? ? ? C63 C64 C65 117.9(19) ? ? ? ? C60 C65 C64 120.7(17) ? ? ? ? C60 C65 N4 119.0(15) ? ? ? ? C64 C65 N4 120.2(16) ? ? ? ? C1 N1 C20 116.1(12) ? ? ? ? C1 N1 C21 121.1(14) ? ? ? ? C20 N1 C21 122.4(13) ? ? ? ? C13 N2 C14 117.1(16) ? ? ? ? C7 N3 C8 117.2(16) ? ? ? ? C30 N4 C46 118.3(13) ? ? ? ? C30 N4 C65 119.3(13) ? ? ? ? C46 N4 C65 113.5(12) ? ? ? ? C52 N5 C53 117.7(17) ? ? ? ? C58 N6 C59 120.2(18) ? ? ? ? _diffrn_measured_fraction_theta_max 1.5 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.895 _refine_diff_density_max 0.36 _refine_diff_density_min -0.36 _refine_diff_density_rms 0.051 data_2421 _database_code_depnum_ccdc_archive 'CCDC 271946' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common 'C34 H21 N3' _chemical_melting_point ? _chemical_formula_moiety 'C34 H21 N3' _chemical_formula_sum 'C34 H21 N3' _chemical_formula_weight 471.54 _chemical_absolute_configuration unk 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' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, -z' '-x, y+1/2, -z+1/2' '-x+1/2, -y, z+1/2' _cell_length_a 11.012(4) _cell_length_b 14.223(6) _cell_length_c 15.175(7) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2376.7(17) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.66 _cell_measurement_theta_max 12.29 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.65 _exptl_crystal_size_mid 0.55 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.318 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 0.078 _exptl_absorpt_correction_type psi-scan _exptl_absorpt_correction_T_min 0.717 _exptl_absorpt_correction_T_max 0.9712 _exptl_absorpt_process_details ; ? ; _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.70930 _diffrn_radiation_type Mok\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Enraf Nonius TurboCAD4' _diffrn_measurement_method 'non-profiled omega/2theta scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 300 _diffrn_standards_interval_time 120 _diffrn_standards_decay_% -1 _diffrn_reflns_number 2363 _diffrn_reflns_av_R_equivalents 0.0000 _diffrn_reflns_av_sigmaI/netI 0.0380 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.96 _diffrn_reflns_theta_max 24.92 _reflns_number_total 2363 _reflns_number_gt 1676 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CAD4 Express (Enraf Nonius, 1994)' _computing_cell_refinement 'CAD4 Express (Enraf Nonius, 1994)' _computing_data_reduction 'XCAD4 (Harms & Wocadlo, 1995)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0796P)^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 0.020(2) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -2(5) _refine_ls_number_reflns 2363 _refine_ls_number_parameters 335 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0721 _refine_ls_R_factor_gt 0.0389 _refine_ls_wR_factor_ref 0.1172 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 0.978 _refine_ls_restrained_S_all 0.978 _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 N1 N 0.3401(2) 0.02078(17) 0.09631(15) 0.0382(6) Uani 1 1 d . . . N2 N 0.0322(3) 0.0334(2) 0.2559(2) 0.0494(8) Uani 1 1 d . . . N3 N 0.0190(3) -0.1263(2) 0.14973(18) 0.0450(7) Uani 1 1 d . . . C1 C 0.3396(3) 0.0633(2) 0.18205(18) 0.0367(7) Uani 1 1 d . . . C2 C 0.4315(3) 0.1240(3) 0.2063(2) 0.0455(8) Uani 1 1 d . . . C3 C 0.4369(3) 0.1622(2) 0.2910(2) 0.0489(9) Uani 1 1 d . . . C4 C 0.3492(3) 0.1396(2) 0.3522(2) 0.0478(8) Uani 1 1 d . . . C5 C 0.2538(3) 0.0841(2) 0.3273(2) 0.0455(9) Uani 1 1 d . . . C6 C 0.2452(3) 0.0455(2) 0.2418(2) 0.0382(8) Uani 1 1 d . . . C7 C 0.1307(3) -0.0030(2) 0.2199(2) 0.0401(8) Uani 1 1 d . . . C8 C -0.0760(3) -0.0091(2) 0.2402(2) 0.0473(8) Uani 1 1 d . . . C9 C -0.1832(4) 0.0281(3) 0.2768(3) 0.0660(11) Uani 1 1 d . . . C10 C -0.2916(4) -0.0138(3) 0.2619(3) 0.0671(12) Uani 1 1 d . . . C11 C -0.2984(3) -0.0945(3) 0.2090(3) 0.0624(11) Uani 1 1 d . . . C12 C -0.1968(3) -0.1315(3) 0.1726(2) 0.0585(10) Uani 1 1 d . . . C13 C -0.0832(3) -0.0896(2) 0.1871(2) 0.0450(8) Uani 1 1 d . . . C14 C 0.1228(3) -0.0843(2) 0.16466(19) 0.0377(7) Uani 1 1 d . . . C15 C 0.2298(3) -0.1287(2) 0.12107(19) 0.0372(7) Uani 1 1 d . . . C16 C 0.2252(3) -0.2262(2) 0.1079(2) 0.0471(8) Uani 1 1 d . . . C17 C 0.3111(4) -0.2727(2) 0.0582(2) 0.0528(9) Uani 1 1 d . . . C18 C 0.4046(3) -0.2214(3) 0.0203(2) 0.0519(9) Uani 1 1 d . . . C19 C 0.4125(3) -0.1260(2) 0.0335(2) 0.0443(8) Uani 1 1 d . . . C20 C 0.3271(3) -0.0781(2) 0.08554(19) 0.0382(7) Uani 1 1 d . . . C21 C 0.3638(3) 0.0787(2) 0.0188(2) 0.0383(7) Uani 1 1 d . . . C22 C 0.2628(3) 0.1066(2) -0.0305(2) 0.0410(8) Uani 1 1 d . . . C23 C 0.1425(3) 0.0767(2) -0.0111(2) 0.0479(9) Uani 1 1 d . . . C24 C 0.0470(3) 0.1014(3) -0.0625(3) 0.0608(11) Uani 1 1 d . . . C25 C 0.0642(4) 0.1609(3) -0.1354(3) 0.0631(11) Uani 1 1 d . . . C26 C 0.1759(4) 0.1930(3) -0.1562(2) 0.0578(10) Uani 1 1 d . . . C27 C 0.2796(3) 0.1668(2) -0.1055(2) 0.0443(8) Uani 1 1 d . . . C28 C 0.3949(3) 0.1993(2) -0.1256(2) 0.0490(9) Uani 1 1 d . . . C29 C 0.4967(3) 0.1692(2) -0.0782(2) 0.0466(8) Uani 1 1 d . . . C30 C 0.6158(4) 0.2000(3) -0.1001(3) 0.0578(10) Uani 1 1 d . . . C31 C 0.7145(4) 0.1696(3) -0.0562(3) 0.0651(11) Uani 1 1 d . . . C32 C 0.7005(3) 0.1027(3) 0.0121(3) 0.0625(11) Uani 1 1 d . . . C33 C 0.5895(3) 0.0718(3) 0.0371(2) 0.0521(9) Uani 1 1 d . . . C34 C 0.4816(3) 0.1048(2) -0.0060(2) 0.0427(8) Uani 1 1 d . . . H2 H 0.4970 0.1395 0.1619 0.052 Uiso 1 1 d . . . H3 H 0.5047 0.2086 0.3069 0.053 Uiso 1 1 d . . . H4 H 0.3553 0.1662 0.4134 0.056 Uiso 1 1 d . . . H5 H 0.1894 0.0684 0.3719 0.047 Uiso 1 1 d . . . H9 H -0.1770 0.0844 0.3154 0.066 Uiso 1 1 d . . . H10 H -0.3680 0.0136 0.2881 0.070 Uiso 1 1 d . . . H11 H -0.3806 -0.1240 0.1963 0.064 Uiso 1 1 d . . . H12 H -0.2030 -0.1928 0.1377 0.058 Uiso 1 1 d . . . H16 H 0.1568 -0.2639 0.1358 0.052 Uiso 1 1 d . . . H17 H 0.3066 -0.3409 0.0495 0.056 Uiso 1 1 d . . . H18 H 0.4674 -0.2578 -0.0150 0.053 Uiso 1 1 d . . . H19 H 0.4820 -0.0897 0.0050 0.050 Uiso 1 1 d . . . H23 H 0.1280 0.0352 0.0410 0.053 Uiso 1 1 d . . . H24 H -0.0374 0.0782 -0.0473 0.066 Uiso 1 1 d . . . H25 H -0.0057 0.1802 -0.1735 0.068 Uiso 1 1 d . . . H26 H 0.1841 0.2383 -0.2079 0.063 Uiso 1 1 d . . . H28 H 0.4046 0.2467 -0.1744 0.053 Uiso 1 1 d . . . H30 H 0.6294 0.2474 -0.1493 0.059 Uiso 1 1 d . . . H31 H 0.7972 0.1952 -0.0721 0.068 Uiso 1 1 d . . . H32 H 0.7751 0.0784 0.0444 0.067 Uiso 1 1 d . . . H33 H 0.5814 0.0197 0.0823 0.059 Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0521(16) 0.0419(14) 0.0208(12) -0.0004(11) 0.0022(12) -0.0007(13) N2 0.0476(18) 0.0471(16) 0.0536(18) -0.0080(14) 0.0127(15) -0.0035(14) N3 0.0515(17) 0.0484(16) 0.0352(15) -0.0065(13) 0.0017(13) -0.0074(14) C1 0.0434(17) 0.0429(16) 0.0239(15) -0.0014(13) -0.0026(14) 0.0015(15) C2 0.0427(18) 0.063(2) 0.0311(17) -0.0060(16) -0.0022(15) -0.0062(17) C3 0.050(2) 0.055(2) 0.041(2) -0.0081(17) -0.0026(17) -0.0070(17) C4 0.061(2) 0.0529(19) 0.0292(16) -0.0090(15) -0.0017(16) -0.0045(18) C5 0.059(2) 0.0496(19) 0.0276(17) -0.0081(15) 0.0077(15) -0.0029(17) C6 0.0444(19) 0.0382(16) 0.0321(17) -0.0019(14) 0.0034(14) -0.0008(14) C7 0.0476(19) 0.0422(17) 0.0305(16) 0.0001(15) 0.0051(15) 0.0010(15) C8 0.0484(19) 0.0444(19) 0.049(2) 0.0009(16) 0.0070(17) -0.0008(16) C9 0.061(3) 0.054(2) 0.083(3) -0.007(2) 0.023(2) 0.007(2) C10 0.050(2) 0.068(3) 0.083(3) 0.015(3) 0.015(2) 0.006(2) C11 0.046(2) 0.086(3) 0.055(2) 0.009(2) 0.0021(19) -0.008(2) C12 0.055(2) 0.074(2) 0.046(2) -0.003(2) 0.0017(18) -0.015(2) C13 0.0489(19) 0.050(2) 0.0366(18) 0.0042(16) 0.0027(16) -0.0046(17) C14 0.0470(18) 0.0378(16) 0.0283(16) -0.0023(14) -0.0017(14) -0.0019(15) C15 0.0466(19) 0.0413(17) 0.0238(15) 0.0001(14) -0.0038(14) 0.0046(15) C16 0.065(2) 0.0412(17) 0.0355(18) -0.0023(15) -0.0062(17) 0.0037(17) C17 0.073(3) 0.0441(18) 0.041(2) -0.0090(16) -0.010(2) 0.0138(19) C18 0.057(2) 0.063(2) 0.0358(19) -0.0119(17) -0.0063(18) 0.0214(19) C19 0.0464(19) 0.055(2) 0.0318(17) -0.0047(16) -0.0036(15) 0.0137(17) C20 0.0440(18) 0.0457(17) 0.0250(15) 0.0000(14) -0.0102(14) 0.0062(15) C21 0.0464(18) 0.0464(18) 0.0222(15) -0.0014(14) 0.0023(14) 0.0032(16) C22 0.0475(18) 0.0481(19) 0.0273(16) -0.0024(14) 0.0040(14) 0.0058(15) C23 0.0438(19) 0.056(2) 0.044(2) 0.0059(17) 0.0023(16) 0.0042(17) C24 0.047(2) 0.072(3) 0.063(3) 0.006(2) -0.0065(19) 0.0063(19) C25 0.061(2) 0.078(3) 0.050(2) 0.007(2) -0.014(2) 0.016(2) C26 0.070(3) 0.064(2) 0.039(2) 0.0089(18) -0.0048(19) 0.014(2) C27 0.056(2) 0.0475(19) 0.0291(17) 0.0002(15) -0.0003(16) 0.0078(17) C28 0.061(2) 0.053(2) 0.0327(18) 0.0050(16) 0.0082(17) 0.0037(17) C29 0.055(2) 0.0484(18) 0.0366(19) -0.0088(17) 0.0136(17) -0.0026(17) C30 0.060(2) 0.066(2) 0.048(2) -0.0057(19) 0.0191(19) -0.0065(19) C31 0.052(2) 0.079(3) 0.065(3) -0.016(2) 0.020(2) -0.012(2) C32 0.046(2) 0.088(3) 0.054(2) -0.012(2) 0.0049(19) 0.002(2) C33 0.0424(19) 0.068(2) 0.045(2) -0.0076(18) 0.0012(17) 0.0032(18) C34 0.0448(18) 0.053(2) 0.0300(17) -0.0068(16) 0.0045(15) 0.0007(16) _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 C20 1.423(4) . ? N1 C1 1.435(4) . ? N1 C21 1.459(4) . ? N2 C7 1.319(4) . ? N2 C8 1.357(4) . ? N3 C14 1.310(4) . ? N3 C13 1.364(4) . ? C1 C2 1.381(5) . ? C1 C6 1.403(4) . ? C2 C3 1.397(5) . ? C2 H2 1.011(3) . ? C3 C4 1.378(5) . ? C3 H3 1.025(3) . ? C4 C5 1.367(5) . ? C4 H4 1.005(3) . ? C5 C6 1.412(4) . ? C5 H5 1.005(3) . ? C6 C7 1.475(4) . ? C7 C14 1.431(4) . ? C8 C13 1.403(5) . ? C8 C9 1.408(5) . ? C9 C10 1.353(5) . ? C9 H9 0.994(4) . ? C10 C11 1.403(6) . ? C10 H10 1.009(4) . ? C11 C12 1.354(5) . ? C11 H11 1.016(4) . ? C12 C13 1.403(5) . ? C12 H12 1.022(4) . ? C14 C15 1.492(4) . ? C15 C20 1.398(4) . ? C15 C16 1.402(4) . ? C16 C17 1.379(5) . ? C16 H16 1.017(4) . ? C17 C18 1.388(5) . ? C17 H17 0.979(4) . ? C18 C19 1.374(5) . ? C18 H18 1.016(3) . ? C19 C20 1.405(5) . ? C19 H19 1.019(4) . ? C21 C22 1.398(4) . ? C21 C34 1.401(4) . ? C22 C27 1.437(5) . ? C22 C23 1.422(4) . ? C23 C24 1.355(5) . ? C23 H23 1.001(4) . ? C24 C25 1.405(6) . ? C24 H24 1.013(4) . ? C25 C26 1.350(6) . ? C25 H25 1.001(4) . ? C26 C27 1.426(5) . ? C26 H26 1.019(4) . ? C27 C28 1.385(5) . ? C28 C29 1.399(5) . ? C28 H28 1.007(3) . ? C29 C30 1.422(5) . ? C29 C34 1.438(5) . ? C30 C31 1.346(6) . ? C30 H30 1.018(4) . ? C31 C32 1.415(6) . ? C31 H31 1.010(4) . ? C32 C33 1.353(5) . ? C32 H32 1.018(4) . ? C33 C34 1.436(5) . ? C33 H33 1.014(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C20 N1 C1 121.3(2) . . ? C20 N1 C21 118.9(2) . . ? C1 N1 C21 119.6(2) . . ? C7 N2 C8 118.3(3) . . ? C14 N3 C13 118.3(3) . . ? C2 C1 C6 119.0(3) . . ? C2 C1 N1 120.2(3) . . ? C6 C1 N1 120.9(3) . . ? C1 C2 C3 121.3(3) . . ? C1 C2 H2 118.8(3) . . ? C3 C2 H2 119.9(3) . . ? C4 C3 C2 119.9(3) . . ? C4 C3 H3 120.2(3) . . ? C2 C3 H3 119.9(3) . . ? C5 C4 C3 119.2(3) . . ? C5 C4 H4 121.6(3) . . ? C3 C4 H4 119.1(3) . . ? C4 C5 C6 122.0(3) . . ? C4 C5 H5 119.0(3) . . ? C6 C5 H5 119.0(3) . . ? C1 C6 C5 118.3(3) . . ? C1 C6 C7 124.9(3) . . ? C5 C6 C7 116.5(3) . . ? N2 C7 C14 120.7(3) . . ? N2 C7 C6 115.2(3) . . ? C14 C7 C6 124.1(3) . . ? N2 C8 C13 121.0(3) . . ? N2 C8 C9 120.0(3) . . ? C13 C8 C9 119.1(3) . . ? C10 C9 C8 120.5(4) . . ? C10 C9 H9 120.9(4) . . ? C8 C9 H9 118.5(4) . . ? C9 C10 C11 120.2(4) . . ? C9 C10 H10 120.0(4) . . ? C11 C10 H10 119.8(4) . . ? C12 C11 C10 120.5(4) . . ? C12 C11 H11 119.9(4) . . ? C10 C11 H11 119.6(4) . . ? C11 C12 C13 120.5(4) . . ? C11 C12 H12 119.1(4) . . ? C13 C12 H12 120.3(4) . . ? N3 C13 C8 120.3(3) . . ? N3 C13 C12 120.5(3) . . ? C8 C13 C12 119.2(3) . . ? N3 C14 C7 121.5(3) . . ? N3 C14 C15 114.8(3) . . ? C7 C14 C15 123.7(3) . . ? C20 C15 C16 118.8(3) . . ? C20 C15 C14 123.9(3) . . ? C16 C15 C14 117.0(3) . . ? C17 C16 C15 121.9(4) . . ? C17 C16 H16 118.8(3) . . ? C15 C16 H16 119.3(3) . . ? C16 C17 C18 118.9(3) . . ? C16 C17 H17 121.0(4) . . ? C18 C17 H17 120.1(4) . . ? C19 C18 C17 120.4(3) . . ? C19 C18 H18 122.5(4) . . ? C17 C18 H18 117.1(4) . . ? C18 C19 C20 121.2(4) . . ? C18 C19 H19 119.1(3) . . ? C20 C19 H19 119.6(3) . . ? C15 C20 C19 118.6(3) . . ? C15 C20 N1 122.8(3) . . ? C19 C20 N1 118.4(3) . . ? C22 C21 C34 121.1(3) . . ? C22 C21 N1 116.7(3) . . ? C34 C21 N1 122.1(3) . . ? C21 C22 C27 119.4(3) . . ? C21 C22 C23 123.0(3) . . ? C27 C22 C23 117.5(3) . . ? C24 C23 C22 121.7(3) . . ? C24 C23 H23 119.0(3) . . ? C22 C23 H23 119.2(3) . . ? C23 C24 C25 120.3(3) . . ? C23 C24 H24 119.7(4) . . ? C25 C24 H24 119.9(4) . . ? C26 C25 C24 120.7(3) . . ? C26 C25 H25 118.3(4) . . ? C24 C25 H25 121.0(4) . . ? C25 C26 C27 121.0(3) . . ? C25 C26 H26 118.3(4) . . ? C27 C26 H26 120.6(4) . . ? C28 C27 C22 119.4(3) . . ? C28 C27 C26 121.9(3) . . ? C22 C27 C26 118.6(3) . . ? C27 C28 C29 121.3(3) . . ? C27 C28 H28 118.8(3) . . ? C29 C28 H28 119.9(3) . . ? C28 C29 C30 121.6(3) . . ? C28 C29 C34 119.6(3) . . ? C30 C29 C34 118.8(3) . . ? C31 C30 C29 122.0(4) . . ? C31 C30 H30 117.2(4) . . ? C29 C30 H30 120.8(4) . . ? C30 C31 C32 119.4(3) . . ? C30 C31 H31 119.5(4) . . ? C32 C31 H31 121.1(4) . . ? C33 C32 C31 121.5(4) . . ? C33 C32 H32 118.9(4) . . ? C31 C32 H32 119.6(4) . . ? C32 C33 C34 120.9(4) . . ? C32 C33 H33 120.5(4) . . ? C34 C33 H33 118.3(3) . . ? C21 C34 C29 118.8(3) . . ? C21 C34 C33 123.9(3) . . ? C29 C34 C33 117.3(3) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.01 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.165 _refine_diff_density_min -0.179 _refine_diff_density_rms 0.041