# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_g:\sx97n\nishino304_a _database_code_depnum_ccdc_archive 'CCDC 838257' #TrackingRef '4b_NapTePhNMe2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H17 N Te' _chemical_formula_weight 374.93 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Te Te -0.5308 1.6751 '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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/n' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, -z-1/2' _cell_length_a 7.437(4) _cell_length_b 19.619(9) _cell_length_c 10.378(5) _cell_angle_alpha 90.00 _cell_angle_beta 95.950(8) _cell_angle_gamma 90.00 _cell_volume 1506.1(13) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.654 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 736 _exptl_absorpt_coefficient_mu 1.965 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12345 _diffrn_reflns_av_R_equivalents 0.0333 _diffrn_reflns_av_sigmaI/netI 0.0357 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 25 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.86 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3447 _reflns_number_gt 2626 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0196P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3447 _refine_ls_number_parameters 249 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0204 _refine_ls_wR_factor_ref 0.0458 _refine_ls_wR_factor_gt 0.0425 _refine_ls_goodness_of_fit_ref 0.974 _refine_ls_restrained_S_all 0.974 _refine_ls_shift/su_max 0.002 _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 Te1 Te 0.529284(18) 0.625618(7) 0.379617(13) 0.02151(5) Uani 1 1 d . . . C1 C 0.3340(3) 0.63045(9) 0.51440(19) 0.0160(4) Uani 1 1 d . . . C2 C 0.1726(3) 0.59602(11) 0.4936(2) 0.0194(4) Uani 1 1 d . . . C3 C 0.0422(3) 0.60047(11) 0.5836(2) 0.0218(5) Uani 1 1 d . . . C4 C 0.0756(3) 0.63867(11) 0.6933(2) 0.0231(5) Uani 1 1 d . . . C5 C 0.2424(3) 0.67338(10) 0.7195(2) 0.0202(5) Uani 1 1 d . . . C6 C 0.2834(4) 0.71127(11) 0.8355(2) 0.0244(5) Uani 1 1 d . . . C7 C 0.4450(4) 0.74433(11) 0.8612(2) 0.0269(5) Uani 1 1 d . . . C8 C 0.5752(3) 0.74148(11) 0.7719(2) 0.0242(5) Uani 1 1 d . . . C9 C 0.5402(3) 0.70530(11) 0.6592(2) 0.0206(5) Uani 1 1 d . . . C10 C 0.3737(3) 0.67009(10) 0.62945(19) 0.0166(4) Uani 1 1 d . . . C11 C 0.3939(3) 0.56161(10) 0.23924(19) 0.0174(4) Uani 1 1 d . . . C12 C 0.3198(3) 0.58866(11) 0.1213(2) 0.0193(4) Uani 1 1 d . . . C13 C 0.2552(3) 0.54731(11) 0.0196(2) 0.0186(4) Uani 1 1 d . . . C14 C 0.2632(3) 0.47539(10) 0.03126(19) 0.0167(4) Uani 1 1 d . . . C15 C 0.3358(3) 0.44879(11) 0.1515(2) 0.0180(4) Uani 1 1 d . . . C16 C 0.4007(3) 0.49078(11) 0.2521(2) 0.0181(4) Uani 1 1 d . . . N1 N 0.2030(2) 0.43405(9) -0.06963(17) 0.0213(4) Uani 1 1 d . . . C17 C 0.2120(4) 0.36042(12) -0.0555(2) 0.0261(5) Uani 1 1 d . . . C18 C 0.1299(3) 0.46294(13) -0.1923(2) 0.0229(5) Uani 1 1 d . . . H2 H 0.145(3) 0.5692(10) 0.415(2) 0.016(6) Uiso 1 1 d . . . H3 H -0.063(3) 0.5769(12) 0.564(2) 0.031(7) Uiso 1 1 d . . . H4 H -0.008(3) 0.6408(11) 0.754(2) 0.031(7) Uiso 1 1 d . . . H6 H 0.202(3) 0.7136(10) 0.890(2) 0.019(6) Uiso 1 1 d . . . H7 H 0.465(3) 0.7695(12) 0.937(2) 0.030(7) Uiso 1 1 d . . . H8 H 0.687(3) 0.7630(11) 0.785(2) 0.023(6) Uiso 1 1 d . . . H9 H 0.624(3) 0.7042(10) 0.603(2) 0.013(6) Uiso 1 1 d . . . H12 H 0.316(3) 0.6381(10) 0.110(2) 0.013(5) Uiso 1 1 d . . . H13 H 0.212(3) 0.5668(10) -0.055(2) 0.014(5) Uiso 1 1 d . . . H15 H 0.340(3) 0.4054(12) 0.165(2) 0.020(6) Uiso 1 1 d . . . H17 H 0.446(3) 0.4697(10) 0.328(2) 0.016(6) Uiso 1 1 d . . . H17A H 0.336(3) 0.3465(11) -0.031(2) 0.024(6) Uiso 1 1 d . . . H17B H 0.134(4) 0.3470(12) 0.015(3) 0.035(7) Uiso 1 1 d . . . H17C H 0.175(3) 0.3437(11) -0.137(3) 0.028(6) Uiso 1 1 d . . . H18A H 0.224(3) 0.4944(11) -0.231(2) 0.023(6) Uiso 1 1 d . . . H18B H 0.019(3) 0.4892(11) -0.186(2) 0.026(6) Uiso 1 1 d . . . H18C H 0.097(3) 0.4295(12) -0.250(2) 0.028(7) 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 Te1 0.01662(7) 0.02724(9) 0.02080(8) -0.00708(6) 0.00255(5) -0.00490(6) C1 0.0171(10) 0.0155(10) 0.0150(10) 0.0029(8) 0.0001(8) 0.0043(8) C2 0.0200(11) 0.0202(11) 0.0168(11) 0.0028(9) -0.0042(8) 0.0003(9) C3 0.0176(11) 0.0242(12) 0.0230(12) 0.0060(9) -0.0004(9) -0.0009(9) C4 0.0230(11) 0.0255(13) 0.0213(12) 0.0061(9) 0.0052(9) 0.0067(9) C5 0.0273(12) 0.0153(11) 0.0175(11) 0.0037(9) 0.0006(8) 0.0067(9) C6 0.0383(14) 0.0168(11) 0.0184(12) 0.0017(9) 0.0042(10) 0.0102(10) C7 0.0456(16) 0.0145(11) 0.0193(12) -0.0021(9) -0.0033(11) 0.0059(10) C8 0.0326(13) 0.0119(11) 0.0259(12) -0.0001(9) -0.0082(10) -0.0018(9) C9 0.0247(12) 0.0165(11) 0.0200(11) 0.0036(9) -0.0012(9) 0.0008(9) C10 0.0214(11) 0.0109(10) 0.0165(11) 0.0034(8) -0.0025(8) 0.0041(8) C11 0.0149(10) 0.0210(11) 0.0163(10) -0.0046(8) 0.0019(8) -0.0016(8) C12 0.0193(11) 0.0178(12) 0.0210(11) 0.0026(9) 0.0029(9) 0.0004(8) C13 0.0187(11) 0.0229(11) 0.0141(10) 0.0043(9) 0.0010(8) 0.0033(8) C14 0.0123(10) 0.0223(11) 0.0157(10) -0.0019(8) 0.0018(8) 0.0014(8) C15 0.0189(11) 0.0161(12) 0.0188(11) 0.0018(8) 0.0013(8) 0.0013(8) C16 0.0174(10) 0.0218(12) 0.0149(11) 0.0026(9) 0.0003(8) 0.0020(8) N1 0.0227(10) 0.0224(10) 0.0176(9) -0.0020(7) -0.0036(7) 0.0027(8) C17 0.0315(13) 0.0254(14) 0.0211(12) -0.0063(10) 0.0012(10) -0.0057(10) C18 0.0179(11) 0.0340(14) 0.0160(11) -0.0058(10) -0.0015(9) 0.0053(10) _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 Te1 C11 2.100(2) . ? Te1 C1 2.120(2) . ? C1 C2 1.375(3) . ? C1 C10 1.430(3) . ? C2 C3 1.417(3) . ? C2 H2 0.97(2) . ? C3 C4 1.364(3) . ? C3 H3 0.91(2) . ? C4 C5 1.417(3) . ? C4 H4 0.93(3) . ? C5 C6 1.421(3) . ? C5 C10 1.421(3) . ? C6 C7 1.367(4) . ? C6 H6 0.87(2) . ? C7 C8 1.409(4) . ? C7 H7 0.93(2) . ? C8 C9 1.370(3) . ? C8 H8 0.93(2) . ? C9 C10 1.423(3) . ? C9 H9 0.90(2) . ? C11 C12 1.394(3) . ? C11 C16 1.396(3) . ? C12 C13 1.378(3) . ? C12 H12 0.976(19) . ? C13 C14 1.417(3) . ? C13 H13 0.89(2) . ? C14 N1 1.363(3) . ? C14 C15 1.407(3) . ? C15 C16 1.378(3) . ? C15 H15 0.86(2) . ? C16 H17 0.92(2) . ? N1 C18 1.447(3) . ? N1 C17 1.453(3) . ? C17 H17A 0.97(2) . ? C17 H17B 1.01(3) . ? C17 H17C 0.92(3) . ? C18 H18A 1.04(2) . ? C18 H18B 0.98(2) . ? C18 H18C 0.90(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 C11 Te1 C1 99.93(8) . . ? C2 C1 C10 119.96(19) . . ? C2 C1 Te1 121.42(15) . . ? C10 C1 Te1 118.62(15) . . ? C1 C2 C3 120.8(2) . . ? C1 C2 H2 120.1(13) . . ? C3 C2 H2 119.1(13) . . ? C4 C3 C2 120.4(2) . . ? C4 C3 H3 122.8(16) . . ? C2 C3 H3 116.8(16) . . ? C3 C4 C5 120.3(2) . . ? C3 C4 H4 120.9(15) . . ? C5 C4 H4 118.8(15) . . ? C4 C5 C6 121.4(2) . . ? C4 C5 C10 120.0(2) . . ? C6 C5 C10 118.6(2) . . ? C7 C6 C5 121.4(2) . . ? C7 C6 H6 120.5(15) . . ? C5 C6 H6 118.1(16) . . ? C6 C7 C8 120.2(2) . . ? C6 C7 H7 118.5(16) . . ? C8 C7 H7 121.3(16) . . ? C9 C8 C7 120.0(2) . . ? C9 C8 H8 116.7(15) . . ? C7 C8 H8 123.3(15) . . ? C8 C9 C10 121.4(2) . . ? C8 C9 H9 119.2(14) . . ? C10 C9 H9 119.4(14) . . ? C5 C10 C9 118.5(2) . . ? C5 C10 C1 118.50(19) . . ? C9 C10 C1 123.0(2) . . ? C12 C11 C16 118.02(19) . . ? C12 C11 Te1 119.93(15) . . ? C16 C11 Te1 121.25(15) . . ? C13 C12 C11 121.6(2) . . ? C13 C12 H12 119.4(12) . . ? C11 C12 H12 119.0(12) . . ? C12 C13 C14 120.8(2) . . ? C12 C13 H13 118.6(13) . . ? C14 C13 H13 120.5(13) . . ? N1 C14 C15 121.71(19) . . ? N1 C14 C13 121.28(19) . . ? C15 C14 C13 117.01(19) . . ? C16 C15 C14 121.5(2) . . ? C16 C15 H15 117.7(15) . . ? C14 C15 H15 120.8(15) . . ? C15 C16 C11 121.1(2) . . ? C15 C16 H17 116.6(13) . . ? C11 C16 H17 122.3(13) . . ? C14 N1 C18 120.41(18) . . ? C14 N1 C17 120.41(18) . . ? C18 N1 C17 119.18(18) . . ? N1 C17 H17A 109.9(13) . . ? N1 C17 H17B 107.9(14) . . ? H17A C17 H17B 109.5(19) . . ? N1 C17 H17C 104.7(14) . . ? H17A C17 H17C 109(2) . . ? H17B C17 H17C 115(2) . . ? N1 C18 H18A 111.2(13) . . ? N1 C18 H18B 112.9(14) . . ? H18A C18 H18B 108.6(18) . . ? N1 C18 H18C 110.3(15) . . ? H18A C18 H18C 109(2) . . ? H18B C18 H18C 105(2) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 1.107 _refine_diff_density_min -0.361 _refine_diff_density_rms 0.077 data_g:\sx97n\nishino305_a _database_code_depnum_ccdc_archive 'CCDC 838258' #TrackingRef '4c_NapTePhOMe.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H14 O Te' _chemical_formula_weight 361.88 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Te Te -0.5308 1.6751 '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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 7.741(3) _cell_length_b 22.180(9) _cell_length_c 8.551(4) _cell_angle_alpha 90.00 _cell_angle_beta 109.847(6) _cell_angle_gamma 90.00 _cell_volume 1381.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.741 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 704 _exptl_absorpt_coefficient_mu 2.142 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8987 _diffrn_reflns_av_R_equivalents 0.0266 _diffrn_reflns_av_sigmaI/netI 0.0189 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -28 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.94 _diffrn_reflns_theta_max 27.49 _reflns_number_total 2976 _reflns_number_gt 2847 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0379P)^2^+1.2070P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2976 _refine_ls_number_parameters 228 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0245 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0659 _refine_ls_wR_factor_gt 0.0646 _refine_ls_goodness_of_fit_ref 1.125 _refine_ls_restrained_S_all 1.125 _refine_ls_shift/su_max 0.002 _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 Te1 Te 0.598754(17) 0.433974(6) 0.332567(16) 0.01428(8) Uani 1 1 d . . . C1 C 0.4773(3) 0.35611(9) 0.3962(2) 0.0130(4) Uani 1 1 d . . . C2 C 0.5730(3) 0.31977(10) 0.5280(3) 0.0165(4) Uani 1 1 d . . . C3 C 0.4929(3) 0.26662(10) 0.5628(3) 0.0185(4) Uani 1 1 d . . . C4 C 0.3205(3) 0.24952(10) 0.4644(3) 0.0179(4) Uani 1 1 d . . . C5 C 0.2168(3) 0.28613(9) 0.3285(3) 0.0147(4) Uani 1 1 d . . . C6 C 0.0367(3) 0.26923(10) 0.2260(3) 0.0169(4) Uani 1 1 d . . . C7 C -0.0636(3) 0.30505(10) 0.0962(3) 0.0184(4) Uani 1 1 d . . . C8 C 0.0114(3) 0.35947(10) 0.0639(3) 0.0163(4) Uani 1 1 d . . . C9 C 0.1855(3) 0.37685(9) 0.1599(3) 0.0142(4) Uani 1 1 d . . . C10 C 0.2942(3) 0.34062(9) 0.2948(2) 0.0130(4) Uani 1 1 d . . . C11 C 0.8518(3) 0.43056(8) 0.5293(3) 0.0133(4) Uani 1 1 d . . . C12 C 0.9900(3) 0.39164(10) 0.5206(3) 0.0166(4) Uani 1 1 d . . . C13 C 1.1642(3) 0.39306(10) 0.6408(3) 0.0163(4) Uani 1 1 d . . . C14 C 1.2018(3) 0.43422(8) 0.7705(3) 0.0123(4) Uani 1 1 d . . . C15 C 1.0638(3) 0.47316(9) 0.7810(3) 0.0161(4) Uani 1 1 d . . . C16 C 0.8905(3) 0.47120(10) 0.6618(2) 0.0154(4) Uani 1 1 d . . . O1 O 1.3688(2) 0.44039(7) 0.8930(2) 0.0179(3) Uani 1 1 d . . . C17 C 1.5193(3) 0.40814(11) 0.8717(3) 0.0212(4) Uani 1 1 d . . . H2 H 0.692(4) 0.3287(13) 0.598(3) 0.022(7) Uiso 1 1 d . . . H3 H 0.560(4) 0.2420(14) 0.651(4) 0.023(7) Uiso 1 1 d . . . H4 H 0.267(4) 0.2130(14) 0.485(3) 0.022(7) Uiso 1 1 d . . . H6 H -0.009(4) 0.2319(13) 0.253(4) 0.023(7) Uiso 1 1 d . . . H7 H -0.179(5) 0.2942(16) 0.037(4) 0.040(9) Uiso 1 1 d . . . H8 H -0.057(4) 0.3831(14) -0.030(4) 0.025(7) Uiso 1 1 d . . . H9 H 0.232(4) 0.4135(13) 0.134(3) 0.014(6) Uiso 1 1 d . . . H12 H 0.966(4) 0.3652(15) 0.428(4) 0.030(8) Uiso 1 1 d . . . H13 H 1.259(4) 0.3672(14) 0.636(4) 0.025(7) Uiso 1 1 d . . . H15 H 1.091(4) 0.5031(15) 0.872(4) 0.028(8) Uiso 1 1 d . . . H16 H 0.797(4) 0.4981(13) 0.667(3) 0.017(6) Uiso 1 1 d . . . H17A H 1.616(5) 0.4211(15) 0.960(4) 0.030(8) Uiso 1 1 d . . . H17B H 1.505(4) 0.3648(14) 0.879(3) 0.022(7) Uiso 1 1 d . . . H17C H 1.536(4) 0.4176(13) 0.771(4) 0.021(7) 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 Te1 0.01042(10) 0.01388(10) 0.01612(11) 0.00227(4) 0.00137(7) -0.00121(4) C1 0.0118(9) 0.0125(9) 0.0164(9) 0.0002(7) 0.0071(7) 0.0002(7) C2 0.0134(9) 0.0179(10) 0.0183(10) 0.0017(8) 0.0055(8) 0.0019(7) C3 0.0179(10) 0.0198(11) 0.0181(10) 0.0075(8) 0.0066(8) 0.0043(8) C4 0.0211(10) 0.0143(10) 0.0217(10) 0.0022(8) 0.0118(9) 0.0005(8) C5 0.0157(9) 0.0139(9) 0.0173(10) -0.0018(7) 0.0093(8) -0.0010(7) C6 0.0159(9) 0.0157(10) 0.0214(10) -0.0036(8) 0.0091(8) -0.0046(7) C7 0.0131(9) 0.0204(11) 0.0221(11) -0.0047(8) 0.0067(8) -0.0035(8) C8 0.0125(9) 0.0188(10) 0.0162(10) -0.0002(8) 0.0029(8) 0.0026(7) C9 0.0140(9) 0.0136(9) 0.0163(10) -0.0009(7) 0.0066(8) 0.0009(7) C10 0.0125(9) 0.0128(9) 0.0154(9) -0.0019(7) 0.0069(7) 0.0004(7) C11 0.0098(9) 0.0134(10) 0.0152(10) 0.0008(7) 0.0022(8) -0.0013(6) C12 0.0141(9) 0.0175(10) 0.0166(10) -0.0042(8) 0.0031(8) 0.0006(8) C13 0.0134(9) 0.0157(10) 0.0194(10) -0.0018(8) 0.0053(8) 0.0026(7) C14 0.0102(9) 0.0143(10) 0.0110(10) 0.0021(6) 0.0021(8) -0.0014(6) C15 0.0166(9) 0.0153(10) 0.0163(10) -0.0040(8) 0.0055(8) -0.0016(7) C16 0.0140(10) 0.0145(10) 0.0194(11) -0.0003(7) 0.0076(8) 0.0004(7) O1 0.0112(7) 0.0256(8) 0.0149(8) -0.0023(6) 0.0019(6) -0.0007(5) C17 0.0119(10) 0.0286(13) 0.0210(11) -0.0001(9) 0.0026(9) 0.0022(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 Te1 C11 2.106(2) . ? Te1 C1 2.124(2) . ? C1 C2 1.379(3) . ? C1 C10 1.430(3) . ? C2 C3 1.410(3) . ? C2 H2 0.94(3) . ? C3 C4 1.368(3) . ? C3 H3 0.93(3) . ? C4 C5 1.422(3) . ? C4 H4 0.96(3) . ? C5 C10 1.421(3) . ? C5 C6 1.422(3) . ? C6 C7 1.371(3) . ? C6 H6 0.96(3) . ? C7 C8 1.407(3) . ? C7 H7 0.90(4) . ? C8 C9 1.374(3) . ? C8 H8 0.95(3) . ? C9 C10 1.423(3) . ? C9 H9 0.94(3) . ? C11 C12 1.396(3) . ? C11 C16 1.398(3) . ? C12 C13 1.391(3) . ? C12 H12 0.95(3) . ? C13 C14 1.389(3) . ? C13 H13 0.95(3) . ? C14 O1 1.367(3) . ? C14 C15 1.400(3) . ? C15 C16 1.383(3) . ? C15 H15 0.99(3) . ? C16 H16 0.95(3) . ? O1 C17 1.430(3) . ? C17 H17A 0.91(4) . ? C17 H17B 0.97(3) . ? C17 H17C 0.94(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 C11 Te1 C1 97.97(8) . . ? C2 C1 C10 120.14(18) . . ? C2 C1 Te1 121.54(15) . . ? C10 C1 Te1 118.28(14) . . ? C1 C2 C3 120.5(2) . . ? C1 C2 H2 122.7(18) . . ? C3 C2 H2 116.7(18) . . ? C4 C3 C2 120.6(2) . . ? C4 C3 H3 119.7(18) . . ? C2 C3 H3 119.6(18) . . ? C3 C4 C5 120.43(19) . . ? C3 C4 H4 121.1(17) . . ? C5 C4 H4 118.4(17) . . ? C10 C5 C6 119.45(19) . . ? C10 C5 C4 119.46(19) . . ? C6 C5 C4 121.09(19) . . ? C7 C6 C5 120.9(2) . . ? C7 C6 H6 122.7(18) . . ? C5 C6 H6 116.4(18) . . ? C6 C7 C8 119.9(2) . . ? C6 C7 H7 119(2) . . ? C8 C7 H7 121(2) . . ? C9 C8 C7 120.7(2) . . ? C9 C8 H8 120.1(18) . . ? C7 C8 H8 119.1(18) . . ? C8 C9 C10 121.06(19) . . ? C8 C9 H9 118.4(16) . . ? C10 C9 H9 120.5(16) . . ? C5 C10 C9 118.08(18) . . ? C5 C10 C1 118.72(18) . . ? C9 C10 C1 123.20(18) . . ? C12 C11 C16 119.0(2) . . ? C12 C11 Te1 120.07(16) . . ? C16 C11 Te1 120.60(15) . . ? C13 C12 C11 120.9(2) . . ? C13 C12 H12 119.6(19) . . ? C11 C12 H12 119.4(19) . . ? C14 C13 C12 119.53(19) . . ? C14 C13 H13 118.7(18) . . ? C12 C13 H13 121.8(18) . . ? O1 C14 C13 124.40(18) . . ? O1 C14 C15 115.66(18) . . ? C13 C14 C15 119.9(2) . . ? C16 C15 C14 120.25(19) . . ? C16 C15 H15 119.5(17) . . ? C14 C15 H15 120.2(17) . . ? C15 C16 C11 120.30(19) . . ? C15 C16 H16 120.6(16) . . ? C11 C16 H16 119.1(16) . . ? C14 O1 C17 116.87(17) . . ? O1 C17 H17A 102(2) . . ? O1 C17 H17B 111.7(17) . . ? H17A C17 H17B 110(3) . . ? O1 C17 H17C 112.0(18) . . ? H17A C17 H17C 111(3) . . ? H17B C17 H17C 110(2) . . ? _diffrn_measured_fraction_theta_max 0.939 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.939 _refine_diff_density_max 1.009 _refine_diff_density_min -0.726 _refine_diff_density_rms 0.105 data_g:\sx97n\nishino303_a _database_code_depnum_ccdc_archive 'CCDC 838259' #TrackingRef '4i_NapTePhCN.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C17 H11 N Te' _chemical_formula_weight 356.87 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Te Te -0.5308 1.6751 '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' 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' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/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 14.8180(13) _cell_length_b 5.5614(5) _cell_length_c 16.5413(12) _cell_angle_alpha 90.00 _cell_angle_beta 96.886(5) _cell_angle_gamma 90.00 _cell_volume 1353.3(2) _cell_formula_units_Z 4 _cell_measurement_temperature 93(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.752 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 688 _exptl_absorpt_coefficient_mu 2.182 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 93(2) _diffrn_radiation_wavelength 0.71069 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8792 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0189 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -6 _diffrn_reflns_limit_k_max 7 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 4.06 _diffrn_reflns_theta_max 27.48 _reflns_number_total 2914 _reflns_number_gt 2858 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0270P)^2^+1.1813P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2914 _refine_ls_number_parameters 216 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0209 _refine_ls_R_factor_gt 0.0205 _refine_ls_wR_factor_ref 0.0525 _refine_ls_wR_factor_gt 0.0521 _refine_ls_goodness_of_fit_ref 1.079 _refine_ls_restrained_S_all 1.079 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Te1 Te 0.287628(7) 0.20306(2) 0.179116(6) 0.01607(6) Uani 1 1 d . . . C1 C 0.18864(11) 0.4734(3) 0.14695(10) 0.0151(3) Uani 1 1 d . . . C2 C 0.15136(12) 0.4887(3) 0.06642(10) 0.0183(3) Uani 1 1 d . . . C3 C 0.08814(14) 0.6728(4) 0.04077(12) 0.0208(4) Uani 1 1 d . . . C4 C 0.06347(12) 0.8369(4) 0.09512(11) 0.0194(3) Uani 1 1 d . . . C5 C 0.09995(12) 0.8265(3) 0.17844(11) 0.0154(3) Uani 1 1 d . . . C6 C 0.07641(12) 1.0015(3) 0.23492(11) 0.0190(3) Uani 1 1 d . . . C7 C 0.11321(13) 0.9915(4) 0.31514(11) 0.0213(4) Uani 1 1 d . . . C8 C 0.17362(14) 0.8050(3) 0.34260(11) 0.0204(4) Uani 1 1 d . . . C9 C 0.19754(12) 0.6338(4) 0.28920(10) 0.0170(3) Uani 1 1 d . . . C10 C 0.16305(11) 0.6407(3) 0.20541(10) 0.0140(3) Uani 1 1 d . . . C11 C 0.39949(11) 0.3984(3) 0.14541(10) 0.0149(3) Uani 1 1 d . . . C12 C 0.48661(13) 0.3016(3) 0.16594(11) 0.0169(4) Uani 1 1 d . . . C13 C 0.56235(12) 0.4154(4) 0.14197(11) 0.0191(3) Uani 1 1 d . . . C14 C 0.55163(12) 0.6297(4) 0.09810(10) 0.0180(3) Uani 1 1 d . . . C15 C 0.46492(13) 0.7288(3) 0.07792(11) 0.0182(3) Uani 1 1 d . . . C16 C 0.38920(12) 0.6129(3) 0.10111(10) 0.0164(3) Uani 1 1 d . . . C17 C 0.62968(14) 0.7509(4) 0.07268(11) 0.0224(4) Uani 1 1 d . . . N1 N 0.69106(13) 0.8496(4) 0.05195(11) 0.0312(4) Uani 1 1 d . . . H2 H 0.1702(17) 0.364(5) 0.0266(15) 0.022(6) Uiso 1 1 d . . . H3 H 0.0644(18) 0.682(4) -0.0111(17) 0.024(6) Uiso 1 1 d . . . H4 H 0.0194(16) 0.965(5) 0.0789(14) 0.021(6) Uiso 1 1 d . . . H6 H 0.0332(18) 1.122(5) 0.2170(15) 0.026(6) Uiso 1 1 d . . . H7 H 0.0983(17) 1.108(5) 0.3509(16) 0.029(6) Uiso 1 1 d . . . H8 H 0.1985(17) 0.794(4) 0.3971(16) 0.016(6) Uiso 1 1 d . . . H9 H 0.2376(17) 0.508(5) 0.3072(14) 0.023(6) Uiso 1 1 d . . . H12 H 0.4962(17) 0.150(5) 0.1971(15) 0.019(6) Uiso 1 1 d . . . H13 H 0.6188(18) 0.352(5) 0.1550(15) 0.023(6) Uiso 1 1 d . . . H15 H 0.4587(17) 0.878(5) 0.0478(15) 0.024(6) Uiso 1 1 d . . . H16 H 0.331(2) 0.673(5) 0.0853(17) 0.026(7) 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 Te1 0.01430(8) 0.01244(9) 0.02207(8) 0.00406(4) 0.00469(5) 0.00179(3) C1 0.0127(7) 0.0153(8) 0.0175(7) 0.0023(6) 0.0027(6) -0.0002(6) C2 0.0174(8) 0.0216(9) 0.0162(7) 0.0004(7) 0.0028(6) -0.0004(7) C3 0.0177(8) 0.0282(10) 0.0159(8) 0.0040(7) -0.0010(6) 0.0003(7) C4 0.0141(8) 0.0231(9) 0.0208(8) 0.0076(7) 0.0008(6) 0.0031(7) C5 0.0112(7) 0.0158(8) 0.0193(8) 0.0036(6) 0.0032(6) -0.0010(6) C6 0.0156(7) 0.0163(8) 0.0260(8) 0.0032(7) 0.0059(6) 0.0020(7) C7 0.0204(8) 0.0210(9) 0.0237(8) -0.0050(7) 0.0079(7) -0.0015(7) C8 0.0186(9) 0.0264(10) 0.0161(8) -0.0012(6) 0.0019(7) -0.0013(7) C9 0.0148(7) 0.0183(8) 0.0177(8) 0.0022(7) 0.0012(6) 0.0006(7) C10 0.0107(7) 0.0150(7) 0.0166(7) 0.0030(6) 0.0025(6) -0.0014(6) C11 0.0159(7) 0.0141(8) 0.0146(7) -0.0033(6) 0.0016(6) -0.0010(6) C12 0.0170(8) 0.0154(9) 0.0177(8) -0.0013(6) -0.0004(6) 0.0017(6) C13 0.0145(8) 0.0227(9) 0.0197(8) -0.0046(7) 0.0000(6) -0.0001(7) C14 0.0168(8) 0.0215(9) 0.0156(7) -0.0053(7) 0.0016(6) -0.0057(7) C15 0.0209(9) 0.0167(8) 0.0170(8) -0.0016(6) 0.0017(6) -0.0035(7) C16 0.0165(8) 0.0143(8) 0.0182(7) -0.0016(6) 0.0010(6) -0.0003(6) C17 0.0224(9) 0.0290(9) 0.0156(8) -0.0051(7) 0.0017(7) -0.0064(8) N1 0.0271(9) 0.0463(11) 0.0203(7) -0.0059(8) 0.0034(7) -0.0166(9) _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 Te1 C11 2.1120(17) . ? Te1 C1 2.1234(17) . ? C1 C2 1.382(2) . ? C1 C10 1.426(2) . ? C2 C3 1.418(3) . ? C2 H2 1.02(3) . ? C3 C4 1.362(3) . ? C3 H3 0.89(3) . ? C4 C5 1.420(2) . ? C4 H4 0.98(2) . ? C5 C6 1.421(3) . ? C5 C10 1.428(2) . ? C6 C7 1.374(3) . ? C6 H6 0.95(3) . ? C7 C8 1.409(3) . ? C7 H7 0.92(3) . ? C8 C9 1.374(3) . ? C8 H8 0.93(3) . ? C9 C10 1.419(2) . ? C9 H9 0.94(3) . ? C11 C16 1.399(2) . ? C11 C12 1.402(2) . ? C12 C13 1.387(3) . ? C12 H12 0.99(3) . ? C13 C14 1.394(3) . ? C13 H13 0.91(3) . ? C14 C15 1.401(3) . ? C14 C17 1.444(3) . ? C15 C16 1.387(3) . ? C15 H15 0.96(3) . ? C16 H16 0.93(3) . ? C17 N1 1.149(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 C11 Te1 C1 96.32(6) . . ? C2 C1 C10 120.38(16) . . ? C2 C1 Te1 117.98(13) . . ? C10 C1 Te1 121.61(12) . . ? C1 C2 C3 120.40(17) . . ? C1 C2 H2 118.2(14) . . ? C3 C2 H2 121.4(14) . . ? C4 C3 C2 120.44(17) . . ? C4 C3 H3 119.3(17) . . ? C2 C3 H3 120.2(17) . . ? C3 C4 C5 120.82(17) . . ? C3 C4 H4 121.8(14) . . ? C5 C4 H4 117.3(14) . . ? C4 C5 C6 121.01(16) . . ? C4 C5 C10 119.43(16) . . ? C6 C5 C10 119.54(16) . . ? C7 C6 C5 120.45(17) . . ? C7 C6 H6 120.3(15) . . ? C5 C6 H6 119.2(15) . . ? C6 C7 C8 120.28(17) . . ? C6 C7 H7 119.6(16) . . ? C8 C7 H7 120.1(16) . . ? C9 C8 C7 120.39(17) . . ? C9 C8 H8 118.3(14) . . ? C7 C8 H8 121.3(14) . . ? C8 C9 C10 121.23(17) . . ? C8 C9 H9 120.8(14) . . ? C10 C9 H9 117.9(14) . . ? C9 C10 C1 123.42(16) . . ? C9 C10 C5 118.06(16) . . ? C1 C10 C5 118.52(15) . . ? C16 C11 C12 119.58(16) . . ? C16 C11 Te1 122.50(12) . . ? C12 C11 Te1 117.87(13) . . ? C13 C12 C11 120.57(16) . . ? C13 C12 H12 117.9(15) . . ? C11 C12 H12 121.6(15) . . ? C12 C13 C14 119.54(16) . . ? C12 C13 H13 120.5(17) . . ? C14 C13 H13 119.9(17) . . ? C13 C14 C15 120.27(17) . . ? C13 C14 C17 120.35(17) . . ? C15 C14 C17 119.37(18) . . ? C16 C15 C14 120.03(18) . . ? C16 C15 H15 120.7(15) . . ? C14 C15 H15 119.2(15) . . ? C15 C16 C11 120.00(16) . . ? C15 C16 H16 120.3(17) . . ? C11 C16 H16 119.6(17) . . ? N1 C17 C14 179.1(3) . . ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.938 _refine_diff_density_max 0.952 _refine_diff_density_min -0.594 _refine_diff_density_rms 0.072