# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full J.Mater.Chem. _journal_coden_Cambridge 1145 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Dr chuluo yang' _publ_contact_author_email clyang@whu.edu.cn _publ_section_title ; Simple CBP isomers with high triplet energies for highly efficient blue electrophosphorescence ; loop_ _publ_author_name 'Shaolong Gong' 'Xun He' 'Yonghua Chen' 'Zuoquan Jiang' 'Cheng Zhong' ; Dongge Ma ; 'Jingui Qin' 'chuluo yang' # Attachment '- o-CBP-CIF.cif' data_110928o-CBP _database_code_depnum_ccdc_archive 'CCDC 846417' #TrackingRef '- o-CBP-CIF.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H24 N2' _chemical_formula_weight 484.57 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 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 8.2215(5) _cell_length_b 18.0008(11) _cell_length_c 17.3401(11) _cell_angle_alpha 90.00 _cell_angle_beta 100.4060(10) _cell_angle_gamma 90.00 _cell_volume 2524.0(3) _cell_formula_units_Z 4 _cell_measurement_temperature 292(2) _cell_measurement_reflns_used 3328 _cell_measurement_theta_min 2.39 _cell_measurement_theta_max 21.19 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 1.275 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.9781 _exptl_absorpt_correction_T_max 0.9853 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 292(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_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19886 _diffrn_reflns_av_R_equivalents 0.0545 _diffrn_reflns_av_sigmaI/netI 0.0574 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 27.00 _reflns_number_total 5503 _reflns_number_gt 3336 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _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^)+(0.0533P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5503 _refine_ls_number_parameters 343 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0941 _refine_ls_R_factor_gt 0.0536 _refine_ls_wR_factor_ref 0.1220 _refine_ls_wR_factor_gt 0.1088 _refine_ls_goodness_of_fit_ref 0.939 _refine_ls_restrained_S_all 0.939 _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 C1 C 0.3031(2) 0.46720(9) 0.10350(9) 0.0409(4) Uani 1 1 d . . . C2 C 0.2799(2) 0.52653(10) 0.05115(10) 0.0540(5) Uani 1 1 d . . . H2 H 0.1859 0.5274 0.0122 0.065 Uiso 1 1 calc R . . C3 C 0.3914(3) 0.58374(11) 0.05518(12) 0.0659(6) Uani 1 1 d . . . H3 H 0.3719 0.6232 0.0201 0.079 Uiso 1 1 calc R . . C4 C 0.5318(3) 0.58223(11) 0.11141(12) 0.0669(6) Uani 1 1 d . . . H4 H 0.6067 0.6214 0.1154 0.080 Uiso 1 1 calc R . . C5 C 0.5622(2) 0.52307(10) 0.16191(10) 0.0562(5) Uani 1 1 d . . . H5 H 0.6594 0.5217 0.1988 0.067 Uiso 1 1 calc R . . C6 C 0.4496(2) 0.46553(9) 0.15850(9) 0.0434(4) Uani 1 1 d . . . C7 C 0.5495(2) 0.41406(11) 0.29230(10) 0.0520(5) Uani 1 1 d . . . C8 C 0.5408(3) 0.47618(12) 0.33822(11) 0.0690(6) Uani 1 1 d . . . H8 H 0.4948 0.5204 0.3167 0.083 Uiso 1 1 calc R . . C9 C 0.6028(3) 0.46995(17) 0.41693(13) 0.0909(8) Uani 1 1 d . . . H9 H 0.5986 0.5110 0.4491 0.109 Uiso 1 1 calc R . . C10 C 0.6713(3) 0.4046(2) 0.45000(14) 0.1067(10) Uani 1 1 d . . . H10 H 0.7124 0.4022 0.5035 0.128 Uiso 1 1 calc R . . C11 C 0.6785(3) 0.34340(17) 0.40409(15) 0.0908(8) Uani 1 1 d . . . H11 H 0.7244 0.2994 0.4263 0.109 Uiso 1 1 calc R . . C12 C 0.6165(2) 0.34727(12) 0.32340(12) 0.0623(6) Uani 1 1 d . . . C13 C 0.6008(2) 0.29487(12) 0.25985(13) 0.0626(6) Uani 1 1 d . . . C14 C 0.6463(3) 0.22089(14) 0.25343(18) 0.0898(8) Uani 1 1 d . . . H14 H 0.6962 0.1949 0.2978 0.108 Uiso 1 1 calc R . . C15 C 0.6174(3) 0.18660(14) 0.1820(2) 0.1010(9) Uani 1 1 d . . . H15 H 0.6482 0.1372 0.1780 0.121 Uiso 1 1 calc R . . C16 C 0.5427(3) 0.22468(14) 0.11519(17) 0.0856(7) Uani 1 1 d . . . H16 H 0.5237 0.2002 0.0672 0.103 Uiso 1 1 calc R . . C17 C 0.4959(2) 0.29805(11) 0.11870(12) 0.0614(5) Uani 1 1 d . . . H17 H 0.4473 0.3237 0.0739 0.074 Uiso 1 1 calc R . . C18 C 0.5240(2) 0.33196(10) 0.19138(11) 0.0489(5) Uani 1 1 d . . . C19 C 0.1730(2) 0.40897(9) 0.09665(8) 0.0387(4) Uani 1 1 d . . . C20 C 0.1277(2) 0.37172(10) 0.02555(9) 0.0507(5) Uani 1 1 d . . . H20 H 0.1787 0.3846 -0.0162 0.061 Uiso 1 1 calc R . . C21 C 0.0100(2) 0.31648(10) 0.01509(10) 0.0562(5) Uani 1 1 d . . . H21 H -0.0166 0.2922 -0.0329 0.067 Uiso 1 1 calc R . . C22 C -0.0678(2) 0.29750(10) 0.07605(10) 0.0578(5) Uani 1 1 d . . . H22 H -0.1449 0.2592 0.0701 0.069 Uiso 1 1 calc R . . C23 C -0.0314(2) 0.33538(10) 0.14598(10) 0.0499(5) Uani 1 1 d . . . H23 H -0.0876 0.3237 0.1864 0.060 Uiso 1 1 calc R . . C24 C 0.0878(2) 0.39073(9) 0.15719(8) 0.0386(4) Uani 1 1 d . . . C25 C 0.1423(2) 0.39519(9) 0.30322(8) 0.0395(4) Uani 1 1 d . . . C26 C 0.2059(2) 0.32491(10) 0.32339(9) 0.0483(5) Uani 1 1 d . . . H26 H 0.2320 0.2924 0.2858 0.058 Uiso 1 1 calc R . . C27 C 0.2288(2) 0.30546(10) 0.40137(10) 0.0554(5) Uani 1 1 d . . . H27 H 0.2728 0.2590 0.4167 0.066 Uiso 1 1 calc R . . C28 C 0.1881(2) 0.35316(11) 0.45759(10) 0.0589(5) Uani 1 1 d . . . H28 H 0.2032 0.3379 0.5096 0.071 Uiso 1 1 calc R . . C29 C 0.1258(2) 0.42268(10) 0.43759(9) 0.0531(5) Uani 1 1 d . . . H29 H 0.0998 0.4546 0.4757 0.064 Uiso 1 1 calc R . . C30 C 0.1023(2) 0.44464(9) 0.35955(9) 0.0422(4) Uani 1 1 d . . . C31 C 0.0456(2) 0.51240(9) 0.31875(9) 0.0424(4) Uani 1 1 d . . . C32 C -0.0136(2) 0.57950(10) 0.34208(10) 0.0561(5) Uani 1 1 d . . . H32 H -0.0210 0.5874 0.3943 0.067 Uiso 1 1 calc R . . C33 C -0.0610(2) 0.63404(10) 0.28721(11) 0.0606(5) Uani 1 1 d . . . H33 H -0.1016 0.6789 0.3024 0.073 Uiso 1 1 calc R . . C34 C -0.0490(2) 0.62283(10) 0.20929(10) 0.0532(5) Uani 1 1 d . . . H34 H -0.0794 0.6609 0.1733 0.064 Uiso 1 1 calc R . . C35 C 0.0069(2) 0.55666(9) 0.18405(9) 0.0462(4) Uani 1 1 d . . . H35 H 0.0127 0.5491 0.1316 0.055 Uiso 1 1 calc R . . C36 C 0.0543(2) 0.50159(9) 0.23964(9) 0.0399(4) Uani 1 1 d . . . N1 N 0.11570(16) 0.43034(7) 0.22972(7) 0.0403(3) Uani 1 1 d . . . N2 N 0.48989(17) 0.40503(8) 0.21182(7) 0.0457(4) Uani 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 C1 0.0422(10) 0.0446(11) 0.0380(8) 0.0046(7) 0.0131(8) 0.0020(8) C2 0.0486(11) 0.0638(13) 0.0507(10) 0.0177(9) 0.0118(9) 0.0046(10) C3 0.0628(14) 0.0623(14) 0.0764(14) 0.0293(11) 0.0229(12) 0.0014(11) C4 0.0576(14) 0.0615(14) 0.0840(14) 0.0160(11) 0.0192(12) -0.0139(11) C5 0.0454(11) 0.0598(13) 0.0626(11) 0.0082(10) 0.0075(9) -0.0083(10) C6 0.0430(11) 0.0458(11) 0.0421(9) 0.0055(8) 0.0094(8) 0.0017(9) C7 0.0409(11) 0.0677(14) 0.0457(10) 0.0092(10) 0.0029(8) -0.0036(10) C8 0.0660(14) 0.0853(17) 0.0542(12) -0.0086(11) 0.0071(10) -0.0099(12) C9 0.0813(18) 0.134(2) 0.0558(13) -0.0142(15) 0.0088(13) -0.0284(17) C10 0.0809(19) 0.181(3) 0.0512(14) 0.0177(19) -0.0063(13) -0.029(2) C11 0.0571(15) 0.136(3) 0.0739(16) 0.0481(16) -0.0025(12) -0.0025(16) C12 0.0427(11) 0.0795(16) 0.0631(12) 0.0255(12) 0.0055(9) 0.0006(11) C13 0.0435(12) 0.0584(14) 0.0871(15) 0.0280(12) 0.0154(11) 0.0088(10) C14 0.0685(16) 0.0689(18) 0.135(2) 0.0393(16) 0.0272(16) 0.0164(14) C15 0.0787(19) 0.0484(16) 0.183(3) 0.0062(19) 0.042(2) 0.0099(14) C16 0.0651(16) 0.0643(17) 0.134(2) -0.0249(15) 0.0343(16) 0.0006(13) C17 0.0486(12) 0.0573(14) 0.0815(14) -0.0063(11) 0.0198(10) 0.0035(10) C18 0.0385(10) 0.0446(12) 0.0658(12) 0.0055(9) 0.0150(9) 0.0030(9) C19 0.0397(10) 0.0388(10) 0.0372(8) 0.0024(7) 0.0063(7) 0.0048(8) C20 0.0493(11) 0.0625(13) 0.0403(9) -0.0029(9) 0.0083(8) 0.0045(10) C21 0.0569(13) 0.0612(13) 0.0468(10) -0.0148(9) -0.0002(9) 0.0017(11) C22 0.0562(13) 0.0525(13) 0.0617(12) -0.0075(9) 0.0025(10) -0.0102(10) C23 0.0493(11) 0.0513(12) 0.0507(10) 0.0014(9) 0.0131(9) -0.0063(9) C24 0.0424(10) 0.0360(10) 0.0372(8) 0.0002(7) 0.0066(7) 0.0027(8) C25 0.0420(10) 0.0390(10) 0.0383(8) 0.0026(7) 0.0095(7) -0.0046(8) C26 0.0573(12) 0.0417(11) 0.0468(10) 0.0007(8) 0.0122(9) -0.0007(9) C27 0.0683(13) 0.0445(12) 0.0527(11) 0.0100(9) 0.0095(10) 0.0011(10) C28 0.0745(14) 0.0607(14) 0.0420(10) 0.0122(9) 0.0119(9) -0.0025(11) C29 0.0663(13) 0.0546(13) 0.0410(9) -0.0007(8) 0.0169(9) 0.0002(10) C30 0.0432(10) 0.0437(11) 0.0414(9) 0.0004(8) 0.0121(8) -0.0044(8) C31 0.0470(10) 0.0388(10) 0.0425(9) -0.0024(8) 0.0112(8) -0.0023(8) C32 0.0704(14) 0.0514(12) 0.0482(10) -0.0088(9) 0.0157(9) 0.0036(10) C33 0.0736(14) 0.0401(12) 0.0678(13) -0.0077(10) 0.0118(11) 0.0054(10) C34 0.0568(12) 0.0403(11) 0.0601(11) 0.0052(9) 0.0037(9) 0.0023(9) C35 0.0501(11) 0.0442(11) 0.0436(9) 0.0021(8) 0.0069(8) -0.0006(9) C36 0.0397(10) 0.0368(10) 0.0438(9) -0.0006(7) 0.0093(7) -0.0033(8) N1 0.0494(9) 0.0361(8) 0.0371(7) 0.0007(6) 0.0119(6) 0.0015(7) N2 0.0456(9) 0.0457(9) 0.0448(8) 0.0073(7) 0.0056(7) 0.0041(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 C1 C2 1.392(2) . ? C1 C6 1.395(2) . ? C1 C19 1.487(2) . ? C2 C3 1.372(2) . ? C2 H2 0.9300 . ? C3 C4 1.370(3) . ? C3 H3 0.9300 . ? C4 C5 1.373(2) . ? C4 H4 0.9300 . ? C5 C6 1.383(2) . ? C5 H5 0.9300 . ? C6 N2 1.4282(19) . ? C7 C8 1.382(2) . ? C7 C12 1.390(2) . ? C7 N2 1.403(2) . ? C8 C9 1.373(3) . ? C8 H8 0.9300 . ? C9 C10 1.384(4) . ? C9 H9 0.9300 . ? C10 C11 1.366(3) . ? C10 H10 0.9300 . ? C11 C12 1.402(3) . ? C11 H11 0.9300 . ? C12 C13 1.439(3) . ? C13 C14 1.393(3) . ? C13 C18 1.408(2) . ? C14 C15 1.366(4) . ? C14 H14 0.9300 . ? C15 C16 1.390(3) . ? C15 H15 0.9300 . ? C16 C17 1.380(3) . ? C16 H16 0.9300 . ? C17 C18 1.382(2) . ? C17 H17 0.9300 . ? C18 N2 1.404(2) . ? C19 C20 1.394(2) . ? C19 C24 1.402(2) . ? C20 C21 1.376(2) . ? C20 H20 0.9300 . ? C21 C22 1.374(2) . ? C21 H21 0.9300 . ? C22 C23 1.376(2) . ? C22 H22 0.9300 . ? C23 C24 1.386(2) . ? C23 H23 0.9300 . ? C24 N1 1.4278(18) . ? C25 C26 1.389(2) . ? C25 C30 1.404(2) . ? C25 N1 1.4043(18) . ? C26 C27 1.376(2) . ? C26 H26 0.9300 . ? C27 C28 1.385(2) . ? C27 H27 0.9300 . ? C28 C29 1.373(2) . ? C28 H28 0.9300 . ? C29 C30 1.389(2) . ? C29 H29 0.9300 . ? C30 C31 1.444(2) . ? C31 C32 1.389(2) . ? C31 C36 1.400(2) . ? C32 C33 1.374(2) . ? C32 H32 0.9300 . ? C33 C34 1.387(2) . ? C33 H33 0.9300 . ? C34 C35 1.376(2) . ? C34 H34 0.9300 . ? C35 C36 1.389(2) . ? C35 H35 0.9300 . ? C36 N1 1.400(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 117.52(16) . . ? C2 C1 C19 118.47(15) . . ? C6 C1 C19 124.00(14) . . ? C3 C2 C1 122.07(17) . . ? C3 C2 H2 119.0 . . ? C1 C2 H2 119.0 . . ? C4 C3 C2 119.37(17) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.3 . . ? C3 C4 C5 120.14(19) . . ? C3 C4 H4 119.9 . . ? C5 C4 H4 119.9 . . ? C4 C5 C6 120.71(18) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 120.09(15) . . ? C5 C6 N2 117.93(15) . . ? C1 C6 N2 121.98(15) . . ? C8 C7 C12 122.30(18) . . ? C8 C7 N2 128.45(17) . . ? C12 C7 N2 109.18(17) . . ? C9 C8 C7 117.3(2) . . ? C9 C8 H8 121.4 . . ? C7 C8 H8 121.4 . . ? C8 C9 C10 122.1(3) . . ? C8 C9 H9 118.9 . . ? C10 C9 H9 118.9 . . ? C11 C10 C9 120.1(2) . . ? C11 C10 H10 120.0 . . ? C9 C10 H10 120.0 . . ? C10 C11 C12 119.7(2) . . ? C10 C11 H11 120.2 . . ? C12 C11 H11 120.2 . . ? C7 C12 C11 118.5(2) . . ? C7 C12 C13 107.19(17) . . ? C11 C12 C13 134.3(2) . . ? C14 C13 C18 118.1(2) . . ? C14 C13 C12 134.4(2) . . ? C18 C13 C12 107.42(18) . . ? C15 C14 C13 120.0(2) . . ? C15 C14 H14 120.0 . . ? C13 C14 H14 120.0 . . ? C14 C15 C16 120.7(2) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C17 C16 C15 121.3(2) . . ? C17 C16 H16 119.3 . . ? C15 C16 H16 119.3 . . ? C16 C17 C18 117.5(2) . . ? C16 C17 H17 121.3 . . ? C18 C17 H17 121.3 . . ? C17 C18 N2 129.50(17) . . ? C17 C18 C13 122.36(19) . . ? N2 C18 C13 108.12(17) . . ? C20 C19 C24 117.39(15) . . ? C20 C19 C1 118.90(14) . . ? C24 C19 C1 123.68(14) . . ? C21 C20 C19 122.24(16) . . ? C21 C20 H20 118.9 . . ? C19 C20 H20 118.9 . . ? C22 C21 C20 119.48(16) . . ? C22 C21 H21 120.3 . . ? C20 C21 H21 120.3 . . ? C21 C22 C23 119.81(17) . . ? C21 C22 H22 120.1 . . ? C23 C22 H22 120.1 . . ? C22 C23 C24 121.03(16) . . ? C22 C23 H23 119.5 . . ? C24 C23 H23 119.5 . . ? C23 C24 C19 119.95(14) . . ? C23 C24 N1 118.63(14) . . ? C19 C24 N1 121.36(14) . . ? C26 C25 C30 121.82(14) . . ? C26 C25 N1 128.93(14) . . ? C30 C25 N1 109.16(14) . . ? C27 C26 C25 117.22(16) . . ? C27 C26 H26 121.4 . . ? C25 C26 H26 121.4 . . ? C26 C27 C28 121.75(17) . . ? C26 C27 H27 119.1 . . ? C28 C27 H27 119.1 . . ? C29 C28 C27 120.94(16) . . ? C29 C28 H28 119.5 . . ? C27 C28 H28 119.5 . . ? C28 C29 C30 119.03(16) . . ? C28 C29 H29 120.5 . . ? C30 C29 H29 120.5 . . ? C29 C30 C25 119.24(16) . . ? C29 C30 C31 133.88(15) . . ? C25 C30 C31 106.86(13) . . ? C32 C31 C36 119.25(15) . . ? C32 C31 C30 133.67(15) . . ? C36 C31 C30 107.06(14) . . ? C33 C32 C31 119.35(16) . . ? C33 C32 H32 120.3 . . ? C31 C32 H32 120.3 . . ? C32 C33 C34 120.62(17) . . ? C32 C33 H33 119.7 . . ? C34 C33 H33 119.7 . . ? C35 C34 C33 121.48(16) . . ? C35 C34 H34 119.3 . . ? C33 C34 H34 119.3 . . ? C34 C35 C36 117.72(15) . . ? C34 C35 H35 121.1 . . ? C36 C35 H35 121.1 . . ? C35 C36 C31 121.55(15) . . ? C35 C36 N1 129.12(14) . . ? C31 C36 N1 109.33(13) . . ? C36 N1 C25 107.56(12) . . ? C36 N1 C24 124.17(12) . . ? C25 N1 C24 123.26(13) . . ? C7 N2 C18 108.05(14) . . ? C7 N2 C6 123.66(14) . . ? C18 N2 C6 125.77(14) . . ? 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 -3.4(3) . . . . ? C19 C1 C2 C3 177.81(16) . . . . ? C1 C2 C3 C4 1.2(3) . . . . ? C2 C3 C4 C5 1.6(3) . . . . ? C3 C4 C5 C6 -2.1(3) . . . . ? C4 C5 C6 C1 -0.2(3) . . . . ? C4 C5 C6 N2 178.98(16) . . . . ? C2 C1 C6 C5 2.8(2) . . . . ? C19 C1 C6 C5 -178.43(15) . . . . ? C2 C1 C6 N2 -176.31(14) . . . . ? C19 C1 C6 N2 2.5(2) . . . . ? C12 C7 C8 C9 0.5(3) . . . . ? N2 C7 C8 C9 177.29(18) . . . . ? C7 C8 C9 C10 -0.1(3) . . . . ? C8 C9 C10 C11 -0.2(4) . . . . ? C9 C10 C11 C12 0.1(4) . . . . ? C8 C7 C12 C11 -0.6(3) . . . . ? N2 C7 C12 C11 -177.91(16) . . . . ? C8 C7 C12 C13 178.31(17) . . . . ? N2 C7 C12 C13 1.0(2) . . . . ? C10 C11 C12 C7 0.3(3) . . . . ? C10 C11 C12 C13 -178.3(2) . . . . ? C7 C12 C13 C14 178.7(2) . . . . ? C11 C12 C13 C14 -2.7(4) . . . . ? C7 C12 C13 C18 0.1(2) . . . . ? C11 C12 C13 C18 178.7(2) . . . . ? C18 C13 C14 C15 0.6(3) . . . . ? C12 C13 C14 C15 -177.9(2) . . . . ? C13 C14 C15 C16 -0.1(4) . . . . ? C14 C15 C16 C17 0.3(4) . . . . ? C15 C16 C17 C18 -0.9(3) . . . . ? C16 C17 C18 N2 179.77(18) . . . . ? C16 C17 C18 C13 1.5(3) . . . . ? C14 C13 C18 C17 -1.3(3) . . . . ? C12 C13 C18 C17 177.53(17) . . . . ? C14 C13 C18 N2 -179.94(17) . . . . ? C12 C13 C18 N2 -1.06(19) . . . . ? C2 C1 C19 C20 56.8(2) . . . . ? C6 C1 C19 C20 -121.94(17) . . . . ? C2 C1 C19 C24 -120.86(18) . . . . ? C6 C1 C19 C24 60.4(2) . . . . ? C24 C19 C20 C21 -3.1(2) . . . . ? C1 C19 C20 C21 179.05(15) . . . . ? C19 C20 C21 C22 0.8(3) . . . . ? C20 C21 C22 C23 2.1(3) . . . . ? C21 C22 C23 C24 -2.6(3) . . . . ? C22 C23 C24 C19 0.2(3) . . . . ? C22 C23 C24 N1 177.40(15) . . . . ? C20 C19 C24 C23 2.6(2) . . . . ? C1 C19 C24 C23 -179.70(15) . . . . ? C20 C19 C24 N1 -174.56(14) . . . . ? C1 C19 C24 N1 3.1(2) . . . . ? C30 C25 C26 C27 -0.1(3) . . . . ? N1 C25 C26 C27 176.07(16) . . . . ? C25 C26 C27 C28 0.9(3) . . . . ? C26 C27 C28 C29 -1.2(3) . . . . ? C27 C28 C29 C30 0.6(3) . . . . ? C28 C29 C30 C25 0.2(3) . . . . ? C28 C29 C30 C31 -177.86(18) . . . . ? C26 C25 C30 C29 -0.5(3) . . . . ? N1 C25 C30 C29 -177.31(15) . . . . ? C26 C25 C30 C31 178.07(15) . . . . ? N1 C25 C30 C31 1.22(18) . . . . ? C29 C30 C31 C32 -3.6(3) . . . . ? C25 C30 C31 C32 178.22(19) . . . . ? C29 C30 C31 C36 177.86(19) . . . . ? C25 C30 C31 C36 -0.36(19) . . . . ? C36 C31 C32 C33 -0.5(3) . . . . ? C30 C31 C32 C33 -178.98(18) . . . . ? C31 C32 C33 C34 -0.5(3) . . . . ? C32 C33 C34 C35 1.5(3) . . . . ? C33 C34 C35 C36 -1.3(3) . . . . ? C34 C35 C36 C31 0.2(3) . . . . ? C34 C35 C36 N1 -179.62(16) . . . . ? C32 C31 C36 C35 0.7(3) . . . . ? C30 C31 C36 C35 179.52(15) . . . . ? C32 C31 C36 N1 -179.46(15) . . . . ? C30 C31 C36 N1 -0.63(18) . . . . ? C35 C36 N1 C25 -178.78(16) . . . . ? C31 C36 N1 C25 1.38(18) . . . . ? C35 C36 N1 C24 -23.3(3) . . . . ? C31 C36 N1 C24 156.89(14) . . . . ? C26 C25 N1 C36 -178.18(16) . . . . ? C30 C25 N1 C36 -1.61(18) . . . . ? C26 C25 N1 C24 26.0(3) . . . . ? C30 C25 N1 C24 -157.39(14) . . . . ? C23 C24 N1 C36 -101.54(18) . . . . ? C19 C24 N1 C36 75.7(2) . . . . ? C23 C24 N1 C25 50.3(2) . . . . ? C19 C24 N1 C25 -132.56(16) . . . . ? C8 C7 N2 C18 -178.77(18) . . . . ? C12 C7 N2 C18 -1.66(19) . . . . ? C8 C7 N2 C6 18.3(3) . . . . ? C12 C7 N2 C6 -164.57(15) . . . . ? C17 C18 N2 C7 -176.79(18) . . . . ? C13 C18 N2 C7 1.67(18) . . . . ? C17 C18 N2 C6 -14.3(3) . . . . ? C13 C18 N2 C6 164.12(15) . . . . ? C5 C6 N2 C7 47.2(2) . . . . ? C1 C6 N2 C7 -133.67(17) . . . . ? C5 C6 N2 C18 -112.65(19) . . . . ? C1 C6 N2 C18 66.5(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.151 _refine_diff_density_min -0.210 _refine_diff_density_rms 0.044