# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # 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_w913bm _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H10 Br N2 O4 Re S2' _chemical_formula_weight 612.48 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source Re Re -1.0185 7.2310 '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' O O 0.0106 0.0060 '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' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Br Br -0.2901 2.4595 '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 9.766(3) _cell_length_b 14.521(4) _cell_length_c 12.972(3) _cell_angle_alpha 90.00 _cell_angle_beta 98.868(5) _cell_angle_gamma 90.00 _cell_volume 1817.7(8) _cell_formula_units_Z 4 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used 943 _cell_measurement_theta_min 2.81 _cell_measurement_theta_max 23.24 _exptl_crystal_description Triangular _exptl_crystal_colour Red _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.11 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas 0 _exptl_crystal_density_diffrn 2.238 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1152 _exptl_absorpt_coefficient_mu 9.135 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(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 7312 _diffrn_reflns_av_R_equivalents 0.0890 _diffrn_reflns_av_sigmaI/netI 0.0651 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 2.11 _diffrn_reflns_theta_max 22.50 _reflns_number_total 2357 _reflns_number_gt 1854 _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^)+(0.0481P)^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 SHELXL _refine_ls_extinction_coef 0.00000(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 2357 _refine_ls_number_parameters 229 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0509 _refine_ls_R_factor_gt 0.0365 _refine_ls_wR_factor_ref 0.0899 _refine_ls_wR_factor_gt 0.0843 _refine_ls_goodness_of_fit_ref 0.966 _refine_ls_restrained_S_all 0.966 _refine_ls_shift/su_max 5.754 _refine_ls_shift/su_mean 0.025 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 Re1 Re 0.80393(4) 0.71502(3) 0.22353(3) 0.0326(2) Uani 1 1 d . . . Br1 Br 0.62445(11) 0.64443(7) 0.33054(7) 0.0371(3) Uani 1 1 d . . . S1 S 0.2605(3) 0.84631(17) -0.02825(19) 0.0388(6) Uani 1 1 d . . . S2 S 0.6009(3) 0.82653(15) 0.17678(17) 0.0289(6) Uani 1 1 d . . . O1 O 0.3188(6) 0.6812(4) -0.1611(5) 0.0344(16) Uani 1 1 d . . . O2 O 0.9378(8) 0.8330(6) 0.4068(6) 0.065(2) Uani 1 1 d . . . O3 O 1.0185(9) 0.5641(7) 0.2883(8) 0.083(3) Uani 1 1 d . . . O4 O 0.9898(12) 0.8091(7) 0.0922(8) 0.105(4) Uani 1 1 d . . . N1 N 0.5176(7) 0.6420(5) -0.0448(5) 0.0233(17) Uani 1 1 d . . . N2 N 0.6957(8) 0.6421(5) 0.0870(5) 0.0280(18) Uani 1 1 d . . . C1 C 0.3999(10) 0.6952(6) -0.0846(7) 0.030(2) Uani 1 1 d . . . C2 C 0.3989(10) 0.7739(6) -0.0038(7) 0.029(2) Uani 1 1 d . . . C3 C 0.5130(10) 0.7644(6) 0.0689(7) 0.029(2) Uani 1 1 d . . . C4 C 0.5811(10) 0.6820(6) 0.0434(7) 0.027(2) Uani 1 1 d . . . C5 C 0.5973(10) 0.5660(6) -0.0627(6) 0.026(2) Uani 1 1 d . . . C6 C 0.7094(9) 0.5657(6) 0.0200(7) 0.024(2) Uani 1 1 d . . . C7 C 0.8101(10) 0.4985(6) 0.0278(7) 0.033(2) Uani 1 1 d . . . H12 H 0.8835 0.4972 0.0840 0.039 Uiso 1 1 calc R . . C8 C 0.7983(11) 0.4318(7) -0.0517(7) 0.037(2) Uani 1 1 d . . . H19 H 0.8667 0.3861 -0.0505 0.045 Uiso 1 1 calc R . . C9 C 0.6855(10) 0.4330(6) -0.1326(7) 0.033(2) Uani 1 1 d . . . H20 H 0.6782 0.3868 -0.1839 0.040 Uiso 1 1 calc R . . C10 C 0.5854(10) 0.5000(6) -0.1389(7) 0.031(2) Uani 1 1 d . . . H21 H 0.5106 0.5005 -0.1940 0.037 Uiso 1 1 calc R . . C11 C 0.2695(11) 0.9089(6) 0.0936(8) 0.043(3) Uani 1 1 d . . . H23A H 0.3506 0.9483 0.1029 0.065 Uiso 1 1 calc R . . H23B H 0.2758 0.8656 0.1510 0.065 Uiso 1 1 calc R . . H23C H 0.1868 0.9462 0.0920 0.065 Uiso 1 1 calc R . . C12 C 0.6613(12) 0.9267(7) 0.1116(7) 0.044(3) Uani 1 1 d . . . H12A H 0.6970 0.9070 0.0494 0.067 Uiso 1 1 calc R . . H12B H 0.7342 0.9574 0.1584 0.067 Uiso 1 1 calc R . . H12C H 0.5848 0.9691 0.0922 0.067 Uiso 1 1 calc R . . C13 C 0.8860(12) 0.7875(7) 0.3398(9) 0.047(3) Uani 1 1 d . . . C14 C 0.9367(12) 0.6234(9) 0.2629(8) 0.053(3) Uani 1 1 d . . . C15 C 0.9199(13) 0.7742(8) 0.1415(10) 0.059(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 Re1 0.0305(3) 0.0471(3) 0.0191(3) -0.01253(18) -0.00006(17) -0.0040(2) Br1 0.0562(7) 0.0393(6) 0.0160(5) 0.0010(4) 0.0065(5) 0.0016(5) S1 0.0452(16) 0.0419(14) 0.0274(14) -0.0004(12) -0.0009(12) 0.0064(13) S2 0.0436(15) 0.0313(12) 0.0117(12) -0.0025(10) 0.0038(11) -0.0050(12) O1 0.033(4) 0.046(4) 0.022(4) -0.004(3) -0.002(3) -0.001(3) O2 0.055(5) 0.076(5) 0.056(5) -0.039(5) -0.019(4) -0.001(5) O3 0.055(6) 0.105(7) 0.080(7) -0.040(6) -0.022(5) 0.035(6) O4 0.113(9) 0.128(8) 0.093(8) -0.045(7) 0.075(8) -0.058(7) N1 0.036(5) 0.028(4) 0.005(4) -0.005(3) 0.000(3) -0.003(4) N2 0.036(5) 0.037(4) 0.013(4) -0.004(4) 0.007(4) -0.003(4) C1 0.036(6) 0.039(6) 0.013(5) -0.001(4) 0.004(5) -0.008(5) C2 0.042(6) 0.027(5) 0.021(5) 0.001(4) 0.011(5) -0.001(5) C3 0.043(6) 0.028(5) 0.017(5) -0.002(4) 0.007(5) -0.007(5) C4 0.038(6) 0.031(5) 0.013(5) 0.004(4) 0.005(5) -0.002(5) C5 0.042(6) 0.027(5) 0.006(4) -0.002(4) -0.004(4) -0.010(5) C6 0.023(5) 0.026(5) 0.025(5) -0.001(4) 0.009(4) -0.003(4) C7 0.038(6) 0.044(6) 0.017(5) 0.000(5) 0.004(4) -0.009(5) C8 0.047(7) 0.039(5) 0.025(5) -0.004(5) 0.003(5) 0.003(5) C9 0.055(7) 0.028(5) 0.017(5) -0.008(4) 0.005(5) -0.002(5) C10 0.038(6) 0.041(6) 0.013(5) 0.001(4) 0.003(4) -0.009(5) C11 0.054(7) 0.036(6) 0.039(6) -0.007(5) 0.004(5) 0.004(5) C12 0.069(8) 0.045(6) 0.019(5) -0.003(5) 0.006(5) -0.021(6) C13 0.043(7) 0.050(6) 0.048(7) -0.017(6) 0.006(6) -0.001(6) C14 0.040(7) 0.090(9) 0.028(6) -0.030(6) 0.001(5) -0.029(7) C15 0.048(7) 0.076(9) 0.058(8) -0.037(7) 0.021(7) -0.014(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 Re1 C14 1.873(14) . ? Re1 C15 1.877(13) . ? Re1 C13 1.911(11) . ? Re1 N2 2.191(7) . ? Re1 S2 2.559(3) . ? Re1 Br1 2.6079(11) . ? S1 C2 1.703(10) . ? S1 C11 1.813(10) . ? S2 C3 1.772(9) . ? S2 C12 1.826(9) . ? O1 C1 1.187(11) . ? O2 C13 1.146(12) . ? O3 C14 1.187(14) . ? O4 C15 1.126(14) . ? N1 C4 1.346(11) . ? N1 C5 1.391(11) . ? N1 C1 1.415(12) . ? N2 C4 1.308(11) . ? N2 C6 1.428(11) . ? C1 C2 1.553(12) . ? C2 C3 1.351(14) . ? C3 C4 1.432(13) . ? C5 C10 1.369(12) . ? C5 C6 1.410(12) . ? C6 C7 1.378(12) . ? C7 C8 1.406(13) . ? C8 C9 1.399(13) . ? C9 C10 1.373(13) . ? 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 C14 Re1 C15 91.5(5) . . ? C14 Re1 C13 89.3(4) . . ? C15 Re1 C13 88.8(5) . . ? C14 Re1 N2 96.0(4) . . ? C15 Re1 N2 91.2(4) . . ? C13 Re1 N2 174.7(4) . . ? C14 Re1 S2 173.0(3) . . ? C15 Re1 S2 95.1(4) . . ? C13 Re1 S2 93.1(3) . . ? N2 Re1 S2 81.6(2) . . ? C14 Re1 Br1 94.0(3) . . ? C15 Re1 Br1 174.4(4) . . ? C13 Re1 Br1 91.8(3) . . ? N2 Re1 Br1 87.73(18) . . ? S2 Re1 Br1 79.34(6) . . ? C2 S1 C11 102.5(5) . . ? C3 S2 C12 101.0(4) . . ? C3 S2 Re1 97.4(3) . . ? C12 S2 Re1 108.7(4) . . ? C4 N1 C5 106.7(7) . . ? C4 N1 C1 108.5(7) . . ? C5 N1 C1 144.7(7) . . ? C4 N2 C6 103.6(7) . . ? C4 N2 Re1 114.1(6) . . ? C6 N2 Re1 142.0(6) . . ? O1 C1 N1 127.7(8) . . ? O1 C1 C2 128.1(9) . . ? N1 C1 C2 104.1(8) . . ? C3 C2 C1 107.8(8) . . ? C3 C2 S1 137.6(7) . . ? C1 C2 S1 114.6(7) . . ? C2 C3 C4 106.6(8) . . ? C2 C3 S2 138.3(8) . . ? C4 C3 S2 114.9(7) . . ? N2 C4 N1 115.3(8) . . ? N2 C4 C3 131.9(9) . . ? N1 C4 C3 112.8(8) . . ? C10 C5 N1 133.5(8) . . ? C10 C5 C6 121.1(9) . . ? N1 C5 C6 105.3(7) . . ? C7 C6 C5 121.3(8) . . ? C7 C6 N2 129.7(8) . . ? C5 C6 N2 109.0(7) . . ? C6 C7 C8 117.2(9) . . ? C9 C8 C7 120.5(10) . . ? C10 C9 C8 121.6(9) . . ? C5 C10 C9 118.2(9) . . ? O2 C13 Re1 177.2(10) . . ? O3 C14 Re1 178.5(10) . . ? O4 C15 Re1 179.5(12) . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 22.50 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 1.744 _refine_diff_density_min -1.414 _refine_diff_density_rms 0.193 _database_code_depnum_ccdc_archive 'CCDC 260091' ####################################################################### # # 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_str0188h #TrackingRef 'revised_str0188h.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C16 H48 N14 Ta2' _chemical_formula_sum 'C16 H48 N14 Ta2' _chemical_formula_weight 798.58 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' Ta Ta -0.7052 6.5227 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'C 2/m' _symmetry_space_group_name_Hall '-C 2y' 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' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 10.9504(8) _cell_length_b 12.2006(9) _cell_length_c 11.1011(8) _cell_angle_alpha 90.00 _cell_angle_beta 108.6970(10) _cell_angle_gamma 90.00 _cell_volume 1404.85(18) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7245 _cell_measurement_theta_min 2.58 _cell_measurement_theta_max 27.14 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.29 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.888 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 776 _exptl_absorpt_coefficient_mu 7.814 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.1483 _exptl_absorpt_correction_T_max 0.2712 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker SMART APEX II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 8480 _diffrn_reflns_av_R_equivalents 0.0228 _diffrn_reflns_av_sigmaI/netI 0.0150 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 1.94 _diffrn_reflns_theta_max 26.99 _reflns_number_total 1617 _reflns_number_gt 1585 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker-AXS, 2007)' _computing_cell_refinement 'APEX2 (Bruker-AXS, 2007)' _computing_data_reduction 'APEX2 (Bruker-AXS, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0073P)^2^+2.8500P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 1617 _refine_ls_number_parameters 98 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0112 _refine_ls_R_factor_gt 0.0108 _refine_ls_wR_factor_ref 0.0255 _refine_ls_wR_factor_gt 0.0254 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 Ta1 Ta 0.241871(9) 0.5000 0.207472(9) 0.01265(4) Uani 1 2 d S . . N1 N 0.08047(15) 0.38055(14) 0.09945(15) 0.0199(3) Uani 1 1 d . . . N2 N 0.0000 0.38277(17) 0.0000 0.0138(4) Uani 1 2 d S . . N3 N 0.35072(15) 0.37062(13) 0.27838(14) 0.0169(3) Uani 1 1 d . . . N4 N 0.1502(2) 0.5000 0.3392(2) 0.0163(4) Uani 1 2 d S . . N5 N 0.2957(2) 0.5000 0.0490(2) 0.0184(5) Uani 1 2 d S . . C1 C 0.47929(19) 0.34756(18) 0.2705(2) 0.0260(4) Uani 1 1 d . . . H1A H 0.4779 0.2774 0.2271 0.039 Uiso 1 1 calc R . . H1B H 0.5416 0.3438 0.3564 0.039 Uiso 1 1 calc R . . H1C H 0.5043 0.4061 0.2227 0.039 Uiso 1 1 calc R . . C2 C 0.3084(2) 0.27938(16) 0.34086(19) 0.0216(4) Uani 1 1 d . . . H2A H 0.3724 0.2663 0.4244 0.032 Uiso 1 1 calc R . . H2B H 0.2993 0.2133 0.2886 0.032 Uiso 1 1 calc R . . H2C H 0.2252 0.2974 0.3514 0.032 Uiso 1 1 calc R . . C3 C 0.0137(3) 0.5000 0.3249(3) 0.0242(6) Uani 1 2 d S . . C4 C 0.2267(3) 0.5000 0.4742(3) 0.0215(6) Uani 1 2 d S . . C5 C 0.3011(2) 0.40182(18) -0.02473(19) 0.0267(4) Uani 1 1 d . . . H5A H 0.3789 0.4040 -0.0501 0.040 Uiso 1 1 calc R . . H5B H 0.2247 0.3992 -0.1008 0.040 Uiso 1 1 calc R . . H5C H 0.3031 0.3365 0.0273 0.040 Uiso 1 1 calc R . . H3A H -0.037(3) 0.5000 0.241(3) 0.016(8) Uiso 1 2 d S . . H3B H -0.010(2) 0.557(2) 0.365(2) 0.029(6) Uiso 1 1 d . . . H4A H 0.318(3) 0.5000 0.486(3) 0.020(8) Uiso 1 2 d S . . H4B H 0.208(2) 0.4353(19) 0.516(2) 0.028(6) 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 Ta1 0.01139(6) 0.01564(6) 0.01105(6) 0.000 0.00380(4) 0.000 N1 0.0185(8) 0.0210(8) 0.0169(8) 0.0005(6) 0.0011(7) -0.0023(6) N2 0.0152(10) 0.0109(10) 0.0172(11) 0.000 0.0078(9) 0.000 N3 0.0159(7) 0.0183(8) 0.0163(7) 0.0007(6) 0.0050(6) 0.0015(6) N4 0.0153(10) 0.0192(11) 0.0149(10) 0.000 0.0054(8) 0.000 N5 0.0184(11) 0.0228(12) 0.0146(10) 0.000 0.0061(9) 0.000 C1 0.0195(9) 0.0289(11) 0.0300(11) 0.0040(9) 0.0086(8) 0.0072(8) C2 0.0262(10) 0.0175(9) 0.0206(9) 0.0008(7) 0.0070(8) 0.0006(8) C3 0.0176(14) 0.0336(17) 0.0238(15) 0.000 0.0101(12) 0.000 C4 0.0233(14) 0.0273(15) 0.0147(13) 0.000 0.0070(11) 0.000 C5 0.0273(10) 0.0346(12) 0.0198(10) -0.0067(9) 0.0096(8) 0.0018(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 Ta1 N3 1.9826(15) . ? Ta1 N3 1.9826(15) 6_565 ? Ta1 N4 2.022(2) . ? Ta1 N5 2.027(2) . ? Ta1 N1 2.3080(16) . ? Ta1 N1 2.3080(16) 6_565 ? N1 N2 1.1715(15) . ? N2 N1 1.1715(15) 2 ? N3 C2 1.463(2) . ? N3 C1 1.466(2) . ? N4 C3 1.451(3) . ? N4 C4 1.463(3) . ? N5 C5 1.462(2) . ? N5 C5 1.462(2) 6_565 ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.92(3) . ? C3 H3B 0.91(2) . ? C4 H4A 0.96(3) . ? C4 H4B 0.97(2) . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Ta1 N3 105.54(9) . 6_565 ? N3 Ta1 N4 95.03(6) . . ? N3 Ta1 N4 95.03(6) 6_565 . ? N3 Ta1 N5 92.26(6) . . ? N3 Ta1 N5 92.26(6) 6_565 . ? N4 Ta1 N5 167.93(9) . . ? N3 Ta1 N1 88.07(6) . . ? N3 Ta1 N1 166.37(6) 6_565 . ? N4 Ta1 N1 84.30(6) . . ? N5 Ta1 N1 86.36(6) . . ? N3 Ta1 N1 166.37(6) . 6_565 ? N3 Ta1 N1 88.07(6) 6_565 6_565 ? N4 Ta1 N1 84.30(6) . 6_565 ? N5 Ta1 N1 86.36(6) . 6_565 ? N1 Ta1 N1 78.31(8) . 6_565 ? N2 N1 Ta1 133.98(15) . . ? N1 N2 N1 177.3(3) . 2 ? C2 N3 C1 109.78(15) . . ? C2 N3 Ta1 123.54(12) . . ? C1 N3 Ta1 126.58(13) . . ? C3 N4 C4 110.1(2) . . ? C3 N4 Ta1 130.83(18) . . ? C4 N4 Ta1 119.10(17) . . ? C5 N5 C5 110.0(2) . 6_565 ? C5 N5 Ta1 124.10(12) . . ? C5 N5 Ta1 124.10(12) 6_565 . ? N3 C1 H1A 109.5 . . ? N3 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N3 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N3 C2 H2A 109.5 . . ? N3 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N3 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N4 C3 H3A 111.9(19) . . ? N4 C3 H3B 113.4(15) . . ? H3A C3 H3B 109.0(19) . . ? N4 C4 H4A 111.4(19) . . ? N4 C4 H4B 110.8(14) . . ? H4A C4 H4B 107.6(17) . . ? N5 C5 H5A 109.5 . . ? N5 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N5 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Ta1 N1 N2 -145.24(18) . . . . ? N3 Ta1 N1 N2 31.7(4) 6_565 . . . ? N4 Ta1 N1 N2 119.51(17) . . . . ? N5 Ta1 N1 N2 -52.85(17) . . . . ? N1 Ta1 N1 N2 34.17(19) 6_565 . . . ? N3 Ta1 N3 C2 129.52(12) 6_565 . . . ? N4 Ta1 N3 C2 32.87(15) . . . . ? N5 Ta1 N3 C2 -137.51(15) . . . . ? N1 Ta1 N3 C2 -51.23(14) . . . . ? N1 Ta1 N3 C2 -53.7(3) 6_565 . . . ? N3 Ta1 N3 C1 -54.44(19) 6_565 . . . ? N4 Ta1 N3 C1 -151.09(16) . . . . ? N5 Ta1 N3 C1 38.54(16) . . . . ? N1 Ta1 N3 C1 124.81(16) . . . . ? N1 Ta1 N3 C1 122.4(3) 6_565 . . . ? N3 Ta1 N4 C3 -126.94(5) . . . . ? N3 Ta1 N4 C3 126.94(5) 6_565 . . . ? N5 Ta1 N4 C3 0.000(1) . . . . ? N1 Ta1 N4 C3 -39.39(4) . . . . ? N1 Ta1 N4 C3 39.39(4) 6_565 . . . ? N3 Ta1 N4 C4 53.06(5) . . . . ? N3 Ta1 N4 C4 -53.06(5) 6_565 . . . ? N5 Ta1 N4 C4 180.0 . . . . ? N1 Ta1 N4 C4 140.61(4) . . . . ? N1 Ta1 N4 C4 -140.61(4) 6_565 . . . ? N3 Ta1 N5 C5 45.60(19) . . . . ? N3 Ta1 N5 C5 151.26(19) 6_565 . . . ? N4 Ta1 N5 C5 -81.57(18) . . . . ? N1 Ta1 N5 C5 -42.32(18) . . . . ? N1 Ta1 N5 C5 -120.82(19) 6_565 . . . ? N3 Ta1 N5 C5 -151.26(19) . . . 6_565 ? N3 Ta1 N5 C5 -45.60(19) 6_565 . . 6_565 ? N4 Ta1 N5 C5 81.57(18) . . . 6_565 ? N1 Ta1 N5 C5 120.82(19) . . . 6_565 ? N1 Ta1 N5 C5 42.32(18) 6_565 . . 6_565 ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.99 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.509 _refine_diff_density_min -0.654 _refine_diff_density_rms 0.068 _database_code_depnum_ccdc_archive 'CCDC 898600' ####################################################################### # # 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_str0182 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C13 H33 N8 Ta' _chemical_formula_sum 'C13 H33 N8 Ta' _chemical_formula_weight 482.42 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' Ta Ta -0.7052 6.5227 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P21 21 21' _symmetry_space_group_name_Hall 'P 2ac 2ab' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.0099(2) _cell_length_b 16.7184(5) _cell_length_c 16.7590(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1964.06(11) _cell_formula_units_Z 4 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 9924 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 27.00 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.37 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.631 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 960 _exptl_absorpt_coefficient_mu 5.606 _exptl_absorpt_correction_type Numerical _exptl_absorpt_correction_T_min 0.2321 _exptl_absorpt_correction_T_max 0.4750 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker SMART APEX II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 23949 _diffrn_reflns_av_R_equivalents 0.0258 _diffrn_reflns_av_sigmaI/netI 0.0177 _diffrn_reflns_limit_h_min -8 _diffrn_reflns_limit_h_max 8 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 27.03 _reflns_number_total 4280 _reflns_number_gt 4175 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker-AXS, 2007)' _computing_cell_refinement 'APEX2 (Bruker-AXS, 2007)' _computing_data_reduction 'APEX2 (Bruker-AXS, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0160P)^2^+1.7000P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.265(9) _refine_ls_number_reflns 4280 _refine_ls_number_parameters 209 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0154 _refine_ls_R_factor_gt 0.0144 _refine_ls_wR_factor_ref 0.0337 _refine_ls_wR_factor_gt 0.0334 _refine_ls_goodness_of_fit_ref 1.004 _refine_ls_restrained_S_all 1.004 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _chemical_absolute_configuration ad 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 Ta1 Ta 0.793792(16) 0.733113(7) 0.216889(6) 0.01536(3) Uani 1 1 d . . . N1 N 0.6727(3) 0.67060(16) 0.32024(14) 0.0221(6) Uani 1 1 d . . . N2 N 0.6702(4) 0.80200(18) 0.31623(15) 0.0271(6) Uani 1 1 d . . . N3 N 0.8857(4) 0.63350(15) 0.16431(14) 0.0182(5) Uani 1 1 d . . . N4 N 0.8817(4) 0.82858(14) 0.15551(15) 0.0204(5) Uani 1 1 d . . . N5 N 0.5457(3) 0.72985(17) 0.15917(13) 0.0201(5) Uani 1 1 d . . . N6 N 1.0537(3) 0.73734(16) 0.28843(15) 0.0220(5) Uani 1 1 d . . . N7 N 1.0771(3) 0.74165(16) 0.35864(15) 0.0256(6) Uani 1 1 d . . . N8 N 1.1050(5) 0.7459(2) 0.42640(16) 0.0398(8) Uani 1 1 d . . . C1 C 0.6256(4) 0.7380(2) 0.35771(16) 0.0276(6) Uani 1 1 d . . . H1A H 0.5665 0.7396 0.4087 0.033 Uiso 1 1 calc R . . C2 C 0.6398(5) 0.5911(2) 0.3543(2) 0.0297(7) Uani 1 1 d . . . H2A H 0.6794 0.5511 0.3131 0.036 Uiso 1 1 calc R . . C3 C 0.4293(6) 0.5764(3) 0.3717(3) 0.0488(11) Uani 1 1 d . . . H3A H 0.3541 0.5877 0.3237 0.073 Uiso 1 1 calc R . . H3B H 0.3877 0.6116 0.4151 0.073 Uiso 1 1 calc R . . H3C H 0.4107 0.5205 0.3874 0.073 Uiso 1 1 calc R . . C4 C 0.7646(6) 0.5772(2) 0.4274(2) 0.0414(10) Uani 1 1 d . . . H4A H 0.8988 0.5851 0.4130 0.062 Uiso 1 1 calc R . . H4B H 0.7464 0.5224 0.4467 0.062 Uiso 1 1 calc R . . H4C H 0.7290 0.6150 0.4694 0.062 Uiso 1 1 calc R . . C5 C 0.6302(6) 0.8849(2) 0.3424(2) 0.0332(8) Uani 1 1 d . . . H5A H 0.6767 0.9211 0.2991 0.040 Uiso 1 1 calc R . . C6 C 0.4233(6) 0.8995(3) 0.3509(3) 0.0544(12) Uani 1 1 d . . . H6A H 0.3593 0.8884 0.3001 0.082 Uiso 1 1 calc R . . H6B H 0.4018 0.9555 0.3659 0.082 Uiso 1 1 calc R . . H6C H 0.3715 0.8644 0.3924 0.082 Uiso 1 1 calc R . . C7 C 0.7442(5) 0.9050(2) 0.41669(19) 0.0331(9) Uani 1 1 d . . . H7A H 0.8803 0.8967 0.4061 0.050 Uiso 1 1 calc R . . H7B H 0.7038 0.8702 0.4606 0.050 Uiso 1 1 calc R . . H7C H 0.7222 0.9610 0.4313 0.050 Uiso 1 1 calc R . . C8 C 0.8622(5) 0.6145(2) 0.08034(19) 0.0295(7) Uani 1 1 d . . . H8A H 0.7967 0.5630 0.0750 0.044 Uiso 1 1 calc R . . H8B H 0.9877 0.6114 0.0548 0.044 Uiso 1 1 calc R . . H8C H 0.7863 0.6564 0.0545 0.044 Uiso 1 1 calc R . . C9 C 0.9822(4) 0.56812(18) 0.2048(2) 0.0227(7) Uani 1 1 d . . . H9A H 1.0998 0.5548 0.1760 0.034 Uiso 1 1 calc R . . H9B H 0.8984 0.5212 0.2061 0.034 Uiso 1 1 calc R . . H9C H 1.0136 0.5843 0.2594 0.034 Uiso 1 1 calc R . . C10 C 0.8619(5) 0.8388(2) 0.06938(18) 0.0286(7) Uani 1 1 d . . . H10A H 0.7986 0.8899 0.0583 0.043 Uiso 1 1 calc R . . H10B H 0.7853 0.7949 0.0476 0.043 Uiso 1 1 calc R . . H10C H 0.9884 0.8385 0.0445 0.043 Uiso 1 1 calc R . . C11 C 0.9739(5) 0.89850(19) 0.1904(2) 0.0243(7) Uani 1 1 d . . . H11A H 1.0975 0.9072 0.1645 0.036 Uiso 1 1 calc R . . H11B H 0.9932 0.8897 0.2476 0.036 Uiso 1 1 calc R . . H11C H 0.8929 0.9456 0.1825 0.036 Uiso 1 1 calc R . . C12 C 0.4287(4) 0.6578(2) 0.1536(2) 0.0275(7) Uani 1 1 d . . . H12A H 0.3761 0.6533 0.0996 0.041 Uiso 1 1 calc R . . H12B H 0.3242 0.6609 0.1923 0.041 Uiso 1 1 calc R . . H12C H 0.5074 0.6107 0.1652 0.041 Uiso 1 1 calc R . . C13 C 0.4287(4) 0.7994(2) 0.1404(2) 0.0283(7) Uani 1 1 d . . . H13A H 0.3897 0.7972 0.0843 0.042 Uiso 1 1 calc R . . H13B H 0.5026 0.8483 0.1498 0.042 Uiso 1 1 calc R . . H13C H 0.3151 0.7996 0.1745 0.042 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Ta1 0.01587(5) 0.01466(5) 0.01553(5) -0.00065(5) -0.00235(5) 0.00082(5) N1 0.0186(14) 0.0299(14) 0.0180(11) 0.0006(10) 0.0017(10) 0.0001(10) N2 0.0293(16) 0.0248(13) 0.0272(12) -0.0060(12) -0.0099(11) 0.0094(12) N3 0.0186(12) 0.0184(12) 0.0178(12) -0.0002(10) 0.0004(10) 0.0018(10) N4 0.0232(12) 0.0168(12) 0.0213(12) 0.0013(10) -0.0027(11) -0.0003(11) N5 0.0196(11) 0.0235(11) 0.0171(11) 0.0000(12) -0.0024(9) 0.0000(12) N6 0.0198(10) 0.0220(11) 0.0240(12) 0.0005(13) -0.0004(10) -0.0010(10) N7 0.0213(12) 0.0234(14) 0.0321(14) 0.0005(11) -0.0048(10) -0.0002(10) N8 0.0454(17) 0.050(2) 0.0244(14) -0.0015(13) -0.0124(13) 0.0014(15) C1 0.0218(13) 0.0459(18) 0.0152(12) -0.0051(15) -0.0001(11) 0.0033(16) C2 0.0313(17) 0.0319(18) 0.0260(16) 0.0062(14) -0.0012(14) -0.0076(14) C3 0.036(2) 0.061(3) 0.050(2) 0.019(2) 0.0113(18) -0.0079(19) C4 0.055(3) 0.040(2) 0.0294(17) 0.0133(15) -0.0088(17) -0.0008(18) C5 0.0375(19) 0.0313(19) 0.0308(18) -0.0092(15) -0.0009(17) 0.0051(15) C6 0.046(3) 0.048(3) 0.069(3) -0.024(2) -0.010(2) 0.014(2) C7 0.042(3) 0.0282(17) 0.0291(16) -0.0036(13) -0.0021(14) -0.0064(14) C8 0.0397(19) 0.0271(17) 0.0217(15) -0.0062(13) 0.0043(14) 0.0015(14) C9 0.0208(14) 0.0170(14) 0.0304(18) 0.0019(13) 0.0011(13) 0.0008(11) C10 0.0343(17) 0.0284(17) 0.0230(15) 0.0034(13) 0.0007(13) -0.0033(14) C11 0.0251(16) 0.0177(15) 0.0300(17) -0.0004(12) -0.0041(13) -0.0014(13) C12 0.0233(16) 0.0351(18) 0.0242(15) -0.0015(14) -0.0038(13) -0.0065(13) C13 0.0210(16) 0.0347(17) 0.0290(16) 0.0034(15) -0.0017(13) 0.0070(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 Ta1 N5 1.991(2) . ? Ta1 N3 1.991(2) . ? Ta1 N4 1.996(2) . ? Ta1 N6 2.182(2) . ? Ta1 N1 2.194(2) . ? Ta1 N2 2.202(3) . ? Ta1 C1 2.639(3) . ? N1 C1 1.332(4) . ? N1 C2 1.465(4) . ? N2 C1 1.313(5) . ? N2 C5 1.481(4) . ? N3 C8 1.452(4) . ? N3 C9 1.453(4) . ? N4 C11 1.458(4) . ? N4 C10 1.460(4) . ? N5 C13 1.458(4) . ? N5 C12 1.460(4) . ? N6 N7 1.190(3) . ? N7 N8 1.155(4) . ? C1 H1A 0.9500 . ? C2 C4 1.523(5) . ? C2 C3 1.524(5) . ? C2 H2A 1.0000 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C6 1.478(6) . ? C5 C7 1.517(5) . ? C5 H5A 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C10 H10A 0.9800 . ? C10 H10B 0.9800 . ? C10 H10C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Ta1 N3 92.57(11) . . ? N5 Ta1 N4 92.37(11) . . ? N3 Ta1 N4 109.92(9) . . ? N5 Ta1 N6 175.73(9) . . ? N3 Ta1 N6 90.00(10) . . ? N4 Ta1 N6 89.96(10) . . ? N5 Ta1 N1 91.86(10) . . ? N3 Ta1 N1 94.37(10) . . ? N4 Ta1 N1 155.11(10) . . ? N6 Ta1 N1 84.54(9) . . ? N5 Ta1 N2 92.17(9) . . ? N3 Ta1 N2 154.07(10) . . ? N4 Ta1 N2 95.33(11) . . ? N6 Ta1 N2 84.05(9) . . ? N1 Ta1 N2 60.00(9) . . ? N5 Ta1 C1 92.59(9) . . ? N3 Ta1 C1 124.48(11) . . ? N4 Ta1 C1 125.02(11) . . ? N6 Ta1 C1 83.15(9) . . ? N1 Ta1 C1 30.23(11) . . ? N2 Ta1 C1 29.77(11) . . ? C1 N1 C2 123.0(3) . . ? C1 N1 Ta1 93.7(2) . . ? C2 N1 Ta1 143.2(2) . . ? C1 N2 C5 124.1(3) . . ? C1 N2 Ta1 93.9(2) . . ? C5 N2 Ta1 142.0(2) . . ? C8 N3 C9 109.9(3) . . ? C8 N3 Ta1 125.1(2) . . ? C9 N3 Ta1 124.98(19) . . ? C11 N4 C10 110.2(3) . . ? C11 N4 Ta1 124.8(2) . . ? C10 N4 Ta1 125.0(2) . . ? C13 N5 C12 109.2(2) . . ? C13 N5 Ta1 125.1(2) . . ? C12 N5 Ta1 123.0(2) . . ? N7 N6 Ta1 131.30(19) . . ? N8 N7 N6 178.2(3) . . ? N2 C1 N1 112.4(2) . . ? N2 C1 Ta1 56.35(15) . . ? N1 C1 Ta1 56.05(15) . . ? N2 C1 H1A 123.8 . . ? N1 C1 H1A 123.8 . . ? Ta1 C1 H1A 179.3 . . ? N1 C2 C4 111.2(3) . . ? N1 C2 C3 111.9(3) . . ? C4 C2 C3 112.2(3) . . ? N1 C2 H2A 107.1 . . ? C4 C2 H2A 107.1 . . ? C3 C2 H2A 107.1 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? C6 C5 N2 111.7(3) . . ? C6 C5 C7 113.6(3) . . ? N2 C5 C7 110.5(3) . . ? C6 C5 H5A 106.9 . . ? N2 C5 H5A 106.9 . . ? C7 C5 H5A 106.9 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N3 C8 H8A 109.5 . . ? N3 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? N3 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N3 C9 H9A 109.5 . . ? N3 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? N3 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N4 C10 H10A 109.5 . . ? N4 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? N4 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? N4 C11 H11A 109.5 . . ? N4 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N4 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N5 C12 H12A 109.5 . . ? N5 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N5 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N5 C13 H13A 109.5 . . ? N5 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? N5 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N5 Ta1 N1 C1 -91.95(19) . . . . ? N3 Ta1 N1 C1 175.33(18) . . . . ? N4 Ta1 N1 C1 7.7(3) . . . . ? N6 Ta1 N1 C1 85.75(18) . . . . ? N2 Ta1 N1 C1 -0.51(16) . . . . ? N5 Ta1 N1 C2 90.1(3) . . . . ? N3 Ta1 N1 C2 -2.6(3) . . . . ? N4 Ta1 N1 C2 -170.2(3) . . . . ? N6 Ta1 N1 C2 -92.2(3) . . . . ? N2 Ta1 N1 C2 -178.5(4) . . . . ? C1 Ta1 N1 C2 -177.9(4) . . . . ? N5 Ta1 N2 C1 91.41(19) . . . . ? N3 Ta1 N2 C1 -9.0(3) . . . . ? N4 Ta1 N2 C1 -176.00(18) . . . . ? N6 Ta1 N2 C1 -86.60(19) . . . . ? N1 Ta1 N2 C1 0.52(16) . . . . ? N5 Ta1 N2 C5 -87.6(4) . . . . ? N3 Ta1 N2 C5 172.0(3) . . . . ? N4 Ta1 N2 C5 5.0(4) . . . . ? N6 Ta1 N2 C5 94.4(4) . . . . ? N1 Ta1 N2 C5 -178.5(4) . . . . ? C1 Ta1 N2 C5 -179.0(5) . . . . ? N5 Ta1 N3 C8 42.6(3) . . . . ? N4 Ta1 N3 C8 -50.9(3) . . . . ? N6 Ta1 N3 C8 -140.8(3) . . . . ? N1 Ta1 N3 C8 134.7(3) . . . . ? N2 Ta1 N3 C8 142.9(3) . . . . ? C1 Ta1 N3 C8 137.5(2) . . . . ? N5 Ta1 N3 C9 -135.8(2) . . . . ? N4 Ta1 N3 C9 130.7(2) . . . . ? N6 Ta1 N3 C9 40.8(2) . . . . ? N1 Ta1 N3 C9 -43.8(2) . . . . ? N2 Ta1 N3 C9 -35.5(4) . . . . ? C1 Ta1 N3 C9 -40.9(3) . . . . ? N5 Ta1 N4 C11 135.0(3) . . . . ? N3 Ta1 N4 C11 -131.4(3) . . . . ? N6 Ta1 N4 C11 -41.4(3) . . . . ? N1 Ta1 N4 C11 35.5(4) . . . . ? N2 Ta1 N4 C11 42.6(3) . . . . ? C1 Ta1 N4 C11 40.2(3) . . . . ? N5 Ta1 N4 C10 -44.5(3) . . . . ? N3 Ta1 N4 C10 49.1(3) . . . . ? N6 Ta1 N4 C10 139.1(3) . . . . ? N1 Ta1 N4 C10 -144.0(3) . . . . ? N2 Ta1 N4 C10 -136.9(3) . . . . ? C1 Ta1 N4 C10 -139.3(2) . . . . ? N3 Ta1 N5 C13 -152.9(2) . . . . ? N4 Ta1 N5 C13 -42.9(2) . . . . ? N1 Ta1 N5 C13 112.6(2) . . . . ? N2 Ta1 N5 C13 52.6(2) . . . . ? C1 Ta1 N5 C13 82.3(2) . . . . ? N3 Ta1 N5 C12 48.0(2) . . . . ? N4 Ta1 N5 C12 158.1(2) . . . . ? N1 Ta1 N5 C12 -46.5(2) . . . . ? N2 Ta1 N5 C12 -106.5(2) . . . . ? C1 Ta1 N5 C12 -76.7(2) . . . . ? N3 Ta1 N6 N7 -126.2(3) . . . . ? N4 Ta1 N6 N7 123.9(3) . . . . ? N1 Ta1 N6 N7 -31.8(3) . . . . ? N2 Ta1 N6 N7 28.5(3) . . . . ? C1 Ta1 N6 N7 -1.4(3) . . . . ? C5 N2 C1 N1 178.5(3) . . . . ? Ta1 N2 C1 N1 -0.8(3) . . . . ? C5 N2 C1 Ta1 179.3(3) . . . . ? C2 N1 C1 N2 179.3(3) . . . . ? Ta1 N1 C1 N2 0.8(3) . . . . ? C2 N1 C1 Ta1 178.5(3) . . . . ? N5 Ta1 C1 N2 -89.85(19) . . . . ? N3 Ta1 C1 N2 175.25(18) . . . . ? N4 Ta1 C1 N2 4.9(2) . . . . ? N6 Ta1 C1 N2 89.99(19) . . . . ? N1 Ta1 C1 N2 -179.1(3) . . . . ? N5 Ta1 C1 N1 89.25(19) . . . . ? N3 Ta1 C1 N1 -5.7(2) . . . . ? N4 Ta1 C1 N1 -176.04(17) . . . . ? N6 Ta1 C1 N1 -90.91(18) . . . . ? N2 Ta1 C1 N1 179.1(3) . . . . ? C1 N1 C2 C4 -67.0(4) . . . . ? Ta1 N1 C2 C4 110.5(4) . . . . ? C1 N1 C2 C3 59.3(4) . . . . ? Ta1 N1 C2 C3 -123.1(4) . . . . ? C1 N2 C5 C6 -62.3(5) . . . . ? Ta1 N2 C5 C6 116.5(4) . . . . ? C1 N2 C5 C7 65.2(4) . . . . ? Ta1 N2 C5 C7 -116.0(3) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.03 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.777 _refine_diff_density_min -0.435 _refine_diff_density_rms 0.063 _database_code_depnum_ccdc_archive 'CCDC 898601' ####################################################################### # # 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_p-1old _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H57 N18 Ta3, C7 H8 ' _chemical_formula_sum 'C40 H65 N18 Ta3' _chemical_formula_weight 1340.95 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' Ta Ta -0.7052 6.5227 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_H-M_alt 'P -1' _space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 12.8379(9) _cell_length_b 12.9726(9) _cell_length_c 16.6282(12) _cell_angle_alpha 83.1810(10) _cell_angle_beta 76.9970(10) _cell_angle_gamma 63.8530(10) _cell_volume 2421.5(3) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 7509 _cell_measurement_theta_min 2.48 _cell_measurement_theta_max 26.75 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.839 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1300 _exptl_absorpt_coefficient_mu 6.810 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.2918 _exptl_absorpt_correction_T_max 0.4578 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(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 'Bruker SMART APEX II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 30229 _diffrn_reflns_av_R_equivalents 0.0407 _diffrn_reflns_av_sigmaI/netI 0.0506 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 27.18 _reflns_number_total 10729 _reflns_number_gt 7844 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker-AXS, 2007)' _computing_cell_refinement 'APEX2 (Bruker-AXS, 2007)' _computing_data_reduction 'APEX2 (Bruker-AXS, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0400P)^2^+4.0000P] 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 10729 _refine_ls_number_parameters 541 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0631 _refine_ls_R_factor_gt 0.0366 _refine_ls_wR_factor_ref 0.0884 _refine_ls_wR_factor_gt 0.0785 _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_restrained_S_all 1.008 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Ta1 Ta 0.08292(2) 0.83218(2) 0.291307(17) 0.02984(7) Uani 1 1 d . . . Ta2 Ta -0.18279(2) 0.87706(2) 0.258754(18) 0.03472(8) Uani 1 1 d . . . Ta3 Ta 0.32301(2) 0.80494(2) 0.180057(18) 0.03385(8) Uani 1 1 d . . . N1 N 0.1203(5) 0.7607(5) 0.3990(4) 0.0398(14) Uani 1 1 d . . . N2 N -0.1106(4) 0.9404(4) 0.3406(3) 0.0319(12) Uani 1 1 d . . . N3 N -0.0201(5) 0.9065(5) 0.1861(3) 0.0354(13) Uani 1 1 d . . . N4 N 0.0221(5) 0.8887(5) 0.1123(4) 0.0444(15) Uani 1 1 d . . . N5 N 0.0628(6) 0.8746(6) 0.0439(4) 0.0525(17) Uani 1 1 d . . . N6 N -0.0172(5) 0.7262(5) 0.2898(4) 0.0364(13) Uani 1 1 d . . . N7 N -0.0048(5) 0.6279(5) 0.2939(4) 0.0435(15) Uani 1 1 d . . . N8 N 0.0076(6) 0.5364(6) 0.2966(6) 0.077(3) Uani 1 1 d . . . N9 N -0.3026(5) 1.0246(5) 0.2235(4) 0.0402(14) Uani 1 1 d . . . N10 N -0.2785(5) 0.8334(5) 0.3359(4) 0.0417(14) Uani 1 1 d . . . N11 N -0.1498(6) 0.7817(6) 0.1546(4) 0.0541(18) Uani 1 1 d . . . N12 N -0.2084(7) 0.7779(8) 0.1140(5) 0.0757(17) Uani 1 1 d . . . N13 N -0.2666(7) 0.7768(8) 0.0693(5) 0.0757(17) Uani 1 1 d . . . N14 N 0.2164(5) 0.7262(4) 0.2084(3) 0.0344(13) Uani 1 1 d . . . N15 N 0.1515(5) 0.9316(5) 0.2827(3) 0.0356(13) Uani 1 1 d . . . N16 N 0.4377(5) 0.6951(5) 0.0960(4) 0.0402(14) Uani 1 1 d . . . N17 N 0.4323(5) 0.7701(5) 0.2532(4) 0.0429(15) Uani 1 1 d . . . N18 N 0.2938(5) 0.9426(5) 0.1081(3) 0.0397(14) Uani 1 1 d . . . C1 C 0.1361(7) 0.8151(6) 0.4645(4) 0.0451(18) Uani 1 1 d . . . H1A H 0.2147 0.7688 0.4777 0.068 Uiso 1 1 calc R . . H1B H 0.0754 0.8207 0.5139 0.068 Uiso 1 1 calc R . . H1C H 0.1286 0.8922 0.4460 0.068 Uiso 1 1 calc R . . C2 C 0.1272(7) 0.6459(7) 0.4306(5) 0.055(2) Uani 1 1 d . . . H2A H 0.1971 0.6051 0.4559 0.082 Uiso 1 1 calc R . . H2B H 0.1331 0.6013 0.3848 0.082 Uiso 1 1 calc R . . H2C H 0.0560 0.6557 0.4719 0.082 Uiso 1 1 calc R . . C3 C -0.1422(6) 1.0640(5) 0.3305(4) 0.0366(15) Uani 1 1 d . . . H3A H -0.2278 1.1073 0.3482 0.055 Uiso 1 1 calc R . . H3B H -0.1188 1.0823 0.2723 0.055 Uiso 1 1 calc R . . H3C H -0.1011 1.0849 0.3642 0.055 Uiso 1 1 calc R . . C4 C -0.1492(6) 0.9187(6) 0.4291(4) 0.0390(16) Uani 1 1 d . . . H4A H -0.2355 0.9600 0.4444 0.058 Uiso 1 1 calc R . . H4B H -0.1124 0.9456 0.4624 0.058 Uiso 1 1 calc R . . H4C H -0.1255 0.8362 0.4392 0.058 Uiso 1 1 calc R . . C5 C -0.4284(6) 1.0767(7) 0.2586(5) 0.055(2) Uani 1 1 d . . . H5A H -0.4507 1.1529 0.2789 0.082 Uiso 1 1 calc R . . H5B H -0.4459 1.0282 0.3044 0.082 Uiso 1 1 calc R . . H5C H -0.4733 1.0840 0.2160 0.082 Uiso 1 1 calc R . . C6 C -0.2783(8) 1.0958(8) 0.1533(5) 0.064(2) Uani 1 1 d . . . H6A H -0.3064 1.1744 0.1714 0.096 Uiso 1 1 calc R . . H6B H -0.3193 1.0965 0.1100 0.096 Uiso 1 1 calc R . . H6C H -0.1930 1.0641 0.1315 0.096 Uiso 1 1 calc R . . C7 C -0.3366(6) 0.7852(6) 0.3987(5) 0.0419(17) Uani 1 1 d . . . C8 C -0.4367(6) 0.8553(6) 0.4522(5) 0.0442(18) Uani 1 1 d . . . H8A H -0.4632 0.9362 0.4471 0.053 Uiso 1 1 calc R . . C9 C -0.4992(7) 0.8099(7) 0.5129(5) 0.053(2) Uani 1 1 d . . . H9A H -0.5690 0.8598 0.5478 0.064 Uiso 1 1 calc R . . C10 C -0.4599(8) 0.6905(8) 0.5231(6) 0.060(2) Uani 1 1 d . . . C11 C -0.3594(8) 0.6221(7) 0.4693(6) 0.060(2) Uani 1 1 d . . . H11A H -0.3318 0.5411 0.4743 0.072 Uiso 1 1 calc R . . C12 C -0.2980(7) 0.6676(7) 0.4088(5) 0.052(2) Uani 1 1 d . . . H12A H -0.2285 0.6177 0.3736 0.063 Uiso 1 1 calc R . . C13 C -0.5247(10) 0.6406(9) 0.5898(6) 0.081(3) Uani 1 1 d . . . H13A H -0.4874 0.5568 0.5858 0.122 Uiso 1 1 calc R . . H13B H -0.6072 0.6708 0.5837 0.122 Uiso 1 1 calc R . . H13C H -0.5219 0.6616 0.6438 0.122 Uiso 1 1 calc R . . C14 C 0.2437(5) 0.6126(6) 0.1852(4) 0.0316(14) Uani 1 1 d . . . C15 C 0.3244(7) 0.5194(6) 0.2179(5) 0.0473(19) Uani 1 1 d . . . H15A H 0.3627 0.5303 0.2567 0.057 Uiso 1 1 calc R . . C16 C 0.3536(7) 0.4079(7) 0.1969(5) 0.052(2) Uani 1 1 d . . . H16A H 0.4118 0.3443 0.2203 0.062 Uiso 1 1 calc R . . C17 C 0.2965(6) 0.3899(6) 0.1410(4) 0.0384(16) Uani 1 1 d . . . C18 C 0.2160(6) 0.4835(6) 0.1080(5) 0.051(2) Uani 1 1 d . . . H18A H 0.1769 0.4728 0.0697 0.062 Uiso 1 1 calc R . . C19 C 0.1884(6) 0.5956(6) 0.1285(5) 0.0477(19) Uani 1 1 d . . . H19A H 0.1322 0.6595 0.1037 0.057 Uiso 1 1 calc R . . C20 C 0.3236(7) 0.2692(6) 0.1202(5) 0.0479(19) Uani 1 1 d . . . H20A H 0.2838 0.2723 0.0756 0.072 Uiso 1 1 calc R . . H20B H 0.2953 0.2316 0.1691 0.072 Uiso 1 1 calc R . . H20C H 0.4092 0.2256 0.1026 0.072 Uiso 1 1 calc R . . C21 C 0.1693(6) 1.0257(6) 0.3033(4) 0.0332(15) Uani 1 1 d . . . C22 C 0.2564(6) 1.0054(6) 0.3493(4) 0.0367(15) Uani 1 1 d . . . H22A H 0.3059 0.9287 0.3634 0.044 Uiso 1 1 calc R . . C23 C 0.2713(6) 1.0953(6) 0.3742(4) 0.0374(16) Uani 1 1 d . . . H23A H 0.3320 1.0790 0.4040 0.045 Uiso 1 1 calc R . . C24 C 0.1991(7) 1.2094(6) 0.3564(4) 0.0444(18) Uani 1 1 d . . . C25 C 0.1125(7) 1.2273(6) 0.3098(4) 0.0432(18) Uani 1 1 d . . . H25A H 0.0613 1.3036 0.2962 0.052 Uiso 1 1 calc R . . C26 C 0.1005(6) 1.1368(6) 0.2837(4) 0.0382(16) Uani 1 1 d . . . H26A H 0.0429 1.1522 0.2512 0.046 Uiso 1 1 calc R . . C27 C 0.2110(8) 1.3062(7) 0.3874(5) 0.058(2) Uani 1 1 d . . . H27A H 0.2883 1.2777 0.4031 0.086 Uiso 1 1 calc R . . H27B H 0.1482 1.3390 0.4356 0.086 Uiso 1 1 calc R . . H27C H 0.2042 1.3655 0.3439 0.086 Uiso 1 1 calc R . . C28 C 0.5507(7) 0.5993(7) 0.1023(5) 0.054(2) Uani 1 1 d . . . H28A H 0.6092 0.5976 0.0525 0.081 Uiso 1 1 calc R . . H28B H 0.5419 0.5273 0.1078 0.081 Uiso 1 1 calc R . . H28C H 0.5772 0.6083 0.1508 0.081 Uiso 1 1 calc R . . C29 C 0.4017(7) 0.6899(7) 0.0192(5) 0.0501(19) Uani 1 1 d . . . H29A H 0.4657 0.6835 -0.0278 0.075 Uiso 1 1 calc R . . H29B H 0.3306 0.7599 0.0125 0.075 Uiso 1 1 calc R . . H29C H 0.3848 0.6228 0.0216 0.075 Uiso 1 1 calc R . . C30 C 0.4379(6) 0.6944(7) 0.3259(5) 0.0481(19) Uani 1 1 d . . . H30A H 0.4383 0.7324 0.3733 0.072 Uiso 1 1 calc R . . H30B H 0.5104 0.6229 0.3156 0.072 Uiso 1 1 calc R . . H30C H 0.3689 0.6771 0.3376 0.072 Uiso 1 1 calc R . . C31 C 0.5249(7) 0.8118(8) 0.2396(5) 0.056(2) Uani 1 1 d . . . H31A H 0.5230 0.8434 0.2909 0.084 Uiso 1 1 calc R . . H31B H 0.5107 0.8719 0.1963 0.084 Uiso 1 1 calc R . . H31C H 0.6025 0.7480 0.2227 0.084 Uiso 1 1 calc R . . C32 C 0.1824(7) 1.0360(6) 0.0939(5) 0.0473(19) Uani 1 1 d . . . H32A H 0.1821 1.1097 0.1021 0.071 Uiso 1 1 calc R . . H32B H 0.1166 1.0279 0.1327 0.071 Uiso 1 1 calc R . . H32C H 0.1737 1.0332 0.0372 0.071 Uiso 1 1 calc R . . C33 C 0.3932(7) 0.9588(7) 0.0537(5) 0.053(2) Uani 1 1 d . . . H33A H 0.3942 1.0293 0.0683 0.079 Uiso 1 1 calc R . . H33B H 0.3839 0.9649 -0.0038 0.079 Uiso 1 1 calc R . . H33C H 0.4676 0.8930 0.0604 0.079 Uiso 1 1 calc R . . C1A C 0.8309(17) 0.409(2) 0.2190(12) 0.160(7) Uani 0.412(10) 1 d PGD A 1 C2A C 0.7832(17) 0.355(2) 0.1804(14) 0.139(7) Uani 0.412(10) 1 d PGD A 1 H2AA H 0.7112 0.3516 0.2066 0.166 Uiso 0.412(10) 1 calc PR A 1 C3A C 0.841(2) 0.307(3) 0.1034(15) 0.156(7) Uani 0.412(10) 1 d PG A 1 H3AA H 0.8084 0.2706 0.0770 0.188 Uiso 0.412(10) 1 calc PR A 1 C4A C 0.946(2) 0.313(2) 0.0651(12) 0.160(7) Uani 0.412(10) 1 d PG A 1 H4AA H 0.9859 0.2800 0.0125 0.192 Uiso 0.412(10) 1 calc PR A 1 C5A C 0.9941(17) 0.367(2) 0.1037(14) 0.139(7) Uani 0.412(10) 1 d PG A 1 H5AA H 1.0662 0.3704 0.0775 0.166 Uiso 0.412(10) 1 calc PR A 1 C6A C 0.9364(19) 0.415(2) 0.1807(15) 0.140(9) Uani 0.412(10) 1 d PGD A 1 H6AA H 0.9690 0.4514 0.2071 0.168 Uiso 0.412(10) 1 calc PR A 1 C7A C 0.800(3) 0.411(3) 0.3135(12) 0.156(7) Uani 0.412(10) 1 d PD A 1 H7AA H 0.7910 0.3413 0.3350 0.235 Uiso 0.412(10) 1 calc PR A 1 H7AB H 0.7250 0.4786 0.3310 0.235 Uiso 0.412(10) 1 calc PR A 1 H7AC H 0.8627 0.4157 0.3349 0.235 Uiso 0.412(10) 1 calc PR A 1 C1B C 0.8166(12) 0.3924(14) 0.1849(9) 0.160(7) Uani 0.588(10) 1 d PGD A 2 C2B C 0.8729(16) 0.3093(14) 0.1246(11) 0.139(7) Uani 0.588(10) 1 d PGD A 2 H2BA H 0.8531 0.2463 0.1278 0.166 Uiso 0.588(10) 1 calc PR A 2 C3B C 0.9582(16) 0.3185(17) 0.0596(10) 0.156(7) Uani 0.588(10) 1 d PG A 2 H3BA H 0.9966 0.2617 0.0184 0.188 Uiso 0.588(10) 1 calc PR A 2 C4B C 0.9871(13) 0.4107(18) 0.0548(9) 0.160(7) Uani 0.588(10) 1 d PG A 2 H4BA H 1.0454 0.4170 0.0104 0.192 Uiso 0.588(10) 1 calc PR A 2 C5B C 0.9308(15) 0.4938(14) 0.1151(12) 0.139(7) Uani 0.588(10) 1 d PG A 2 H5BA H 0.9506 0.5568 0.1119 0.166 Uiso 0.588(10) 1 calc PR A 2 C6B C 0.8456(14) 0.4846(14) 0.1801(11) 0.140(9) Uani 0.588(10) 1 d PGD A 2 H6BA H 0.8071 0.5414 0.2213 0.168 Uiso 0.588(10) 1 calc PR A 2 C7B C 0.727(2) 0.382(2) 0.2555(13) 0.156(7) Uani 0.588(10) 1 d PD A 2 H7BA H 0.7138 0.4320 0.2998 0.235 Uiso 0.588(10) 1 calc PR A 2 H7BB H 0.7549 0.3019 0.2760 0.235 Uiso 0.588(10) 1 calc PR A 2 H7BC H 0.6521 0.4043 0.2370 0.235 Uiso 0.588(10) 1 calc PR A 2 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 Ta1 0.02594(14) 0.03020(15) 0.03619(15) -0.00806(11) -0.00716(11) -0.01222(11) Ta2 0.02749(14) 0.03648(16) 0.04200(17) -0.01024(12) -0.00895(12) -0.01198(12) Ta3 0.02915(15) 0.03649(16) 0.03983(16) -0.01165(12) -0.00498(12) -0.01572(12) N1 0.032(3) 0.043(3) 0.053(4) -0.006(3) -0.013(3) -0.020(3) N2 0.026(3) 0.032(3) 0.038(3) -0.009(2) -0.008(2) -0.010(2) N3 0.029(3) 0.037(3) 0.034(3) -0.011(2) -0.001(2) -0.008(3) N4 0.033(3) 0.049(4) 0.053(4) -0.009(3) -0.015(3) -0.013(3) N5 0.050(4) 0.071(5) 0.035(4) -0.009(3) -0.009(3) -0.023(4) N6 0.033(3) 0.029(3) 0.050(4) -0.012(3) -0.008(3) -0.012(3) N7 0.031(3) 0.036(4) 0.067(4) -0.014(3) -0.011(3) -0.013(3) N8 0.050(4) 0.035(4) 0.153(8) -0.013(4) -0.029(5) -0.017(3) N9 0.036(3) 0.040(3) 0.044(3) -0.002(3) -0.016(3) -0.012(3) N10 0.031(3) 0.038(3) 0.059(4) -0.013(3) -0.011(3) -0.014(3) N11 0.041(4) 0.063(4) 0.062(4) -0.026(3) -0.017(3) -0.016(3) N12 0.057(4) 0.116(5) 0.064(4) -0.029(3) -0.010(3) -0.041(3) N13 0.057(4) 0.116(5) 0.064(4) -0.029(3) -0.010(3) -0.041(3) N14 0.027(3) 0.029(3) 0.047(3) -0.010(2) -0.009(2) -0.009(2) N15 0.030(3) 0.037(3) 0.040(3) -0.013(3) -0.005(2) -0.012(3) N16 0.033(3) 0.048(4) 0.045(3) -0.019(3) 0.000(3) -0.022(3) N17 0.035(3) 0.045(4) 0.055(4) -0.014(3) -0.010(3) -0.019(3) N18 0.039(3) 0.044(3) 0.040(3) -0.008(3) -0.004(3) -0.020(3) C1 0.055(5) 0.048(4) 0.040(4) -0.005(3) -0.014(4) -0.026(4) C2 0.060(5) 0.054(5) 0.059(5) -0.002(4) -0.023(4) -0.026(4) C3 0.035(4) 0.031(4) 0.043(4) -0.004(3) -0.006(3) -0.013(3) C4 0.035(4) 0.043(4) 0.041(4) -0.011(3) -0.004(3) -0.018(3) C5 0.036(4) 0.043(5) 0.082(6) -0.005(4) -0.020(4) -0.009(4) C6 0.052(5) 0.066(6) 0.058(5) 0.005(5) -0.014(4) -0.012(5) C7 0.027(4) 0.053(5) 0.054(5) -0.006(4) -0.014(3) -0.020(3) C8 0.042(4) 0.040(4) 0.055(5) -0.005(4) -0.011(4) -0.020(4) C9 0.043(4) 0.052(5) 0.062(5) 0.000(4) -0.013(4) -0.018(4) C10 0.058(5) 0.073(6) 0.068(6) 0.016(5) -0.023(5) -0.045(5) C11 0.059(6) 0.042(5) 0.092(7) 0.019(5) -0.041(5) -0.025(4) C12 0.042(4) 0.039(4) 0.077(6) -0.005(4) -0.021(4) -0.013(4) C13 0.102(8) 0.086(7) 0.081(7) 0.024(6) -0.030(6) -0.064(7) C14 0.025(3) 0.036(4) 0.036(4) -0.010(3) 0.000(3) -0.015(3) C15 0.058(5) 0.042(4) 0.052(5) -0.003(4) -0.029(4) -0.021(4) C16 0.063(5) 0.043(4) 0.059(5) 0.003(4) -0.036(4) -0.021(4) C17 0.042(4) 0.034(4) 0.039(4) -0.013(3) -0.003(3) -0.016(3) C18 0.036(4) 0.049(5) 0.067(5) -0.032(4) -0.018(4) -0.005(4) C19 0.041(4) 0.037(4) 0.068(5) -0.016(4) -0.026(4) -0.008(3) C20 0.055(5) 0.040(4) 0.053(5) -0.017(4) -0.003(4) -0.024(4) C21 0.034(4) 0.035(4) 0.036(4) -0.008(3) -0.003(3) -0.019(3) C22 0.039(4) 0.033(4) 0.039(4) -0.005(3) -0.004(3) -0.017(3) C23 0.034(4) 0.045(4) 0.041(4) -0.014(3) -0.004(3) -0.022(3) C24 0.048(4) 0.047(5) 0.044(4) -0.010(3) -0.002(3) -0.027(4) C25 0.058(5) 0.037(4) 0.039(4) -0.001(3) -0.005(4) -0.027(4) C26 0.037(4) 0.034(4) 0.047(4) -0.010(3) -0.008(3) -0.017(3) C27 0.079(6) 0.056(5) 0.061(5) -0.006(4) -0.022(5) -0.045(5) C28 0.047(5) 0.051(5) 0.052(5) -0.019(4) -0.002(4) -0.010(4) C29 0.048(5) 0.050(5) 0.051(5) -0.012(4) -0.004(4) -0.020(4) C30 0.037(4) 0.052(5) 0.061(5) -0.019(4) -0.016(4) -0.016(4) C31 0.039(4) 0.074(6) 0.061(5) -0.016(4) -0.005(4) -0.028(4) C32 0.050(5) 0.046(4) 0.050(5) -0.009(4) -0.002(4) -0.025(4) C33 0.052(5) 0.055(5) 0.058(5) -0.005(4) -0.003(4) -0.031(4) C1A 0.144(13) 0.163(16) 0.203(19) 0.035(14) -0.139(13) -0.053(12) C2A 0.105(12) 0.098(11) 0.21(2) -0.055(11) -0.053(12) -0.017(9) C3A 0.163(17) 0.167(16) 0.097(12) -0.026(11) 0.022(11) -0.049(13) C4A 0.144(13) 0.163(16) 0.203(19) 0.035(14) -0.139(13) -0.053(12) C5A 0.105(12) 0.098(11) 0.21(2) -0.055(11) -0.053(12) -0.017(9) C6A 0.066(12) 0.17(3) 0.19(2) -0.048(19) -0.036(15) -0.044(15) C7A 0.163(17) 0.167(16) 0.097(12) -0.026(11) 0.022(11) -0.049(13) C1B 0.144(13) 0.163(16) 0.203(19) 0.035(14) -0.139(13) -0.053(12) C2B 0.105(12) 0.098(11) 0.21(2) -0.055(11) -0.053(12) -0.017(9) C3B 0.163(17) 0.167(16) 0.097(12) -0.026(11) 0.022(11) -0.049(13) C4B 0.144(13) 0.163(16) 0.203(19) 0.035(14) -0.139(13) -0.053(12) C5B 0.105(12) 0.098(11) 0.21(2) -0.055(11) -0.053(12) -0.017(9) C6B 0.066(12) 0.17(3) 0.19(2) -0.048(19) -0.036(15) -0.044(15) C7B 0.163(17) 0.167(16) 0.097(12) -0.026(11) 0.022(11) -0.049(13) _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 Ta1 N15 1.833(5) . ? Ta1 N1 1.974(6) . ? Ta1 N14 2.009(5) . ? Ta1 N2 2.257(5) . ? Ta1 N6 2.264(5) . ? Ta1 N3 2.293(6) . ? Ta1 Ta3 3.1107(4) . ? Ta1 Ta2 3.3576(4) . ? Ta2 N10 1.791(6) . ? Ta2 N9 1.979(6) . ? Ta2 N11 2.104(6) . ? Ta2 N2 2.212(5) . ? Ta2 N6 2.281(6) . ? Ta2 N3 2.329(5) . ? Ta3 N17 1.932(6) . ? Ta3 N16 1.962(5) . ? Ta3 N18 1.966(6) . ? Ta3 N14 1.991(5) . ? Ta3 N15 2.500(5) . ? N1 C1 1.462(8) . ? N1 C2 1.490(9) . ? N2 C3 1.469(8) . ? N2 C4 1.478(8) . ? N3 N4 1.228(8) . ? N4 N5 1.141(8) . ? N6 N7 1.208(8) . ? N7 N8 1.123(8) . ? N9 C5 1.453(9) . ? N9 C6 1.465(10) . ? N10 C7 1.394(9) . ? N11 N12 1.137(8) . ? N12 N13 1.172(9) . ? N14 C14 1.436(8) . ? N15 C21 1.428(8) . ? N16 C28 1.452(9) . ? N16 C29 1.471(9) . ? N17 C30 1.457(10) . ? N17 C31 1.475(9) . ? N18 C32 1.458(9) . ? N18 C33 1.470(9) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 H5A 0.9800 . ? C5 H5B 0.9800 . ? C5 H5C 0.9800 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 C12 1.382(10) . ? C7 C8 1.385(10) . ? C8 C9 1.386(10) . ? C8 H8A 0.9500 . ? C9 C10 1.404(12) . ? C9 H9A 0.9500 . ? C10 C11 1.382(12) . ? C10 C13 1.494(12) . ? C11 C12 1.376(12) . ? C11 H11A 0.9500 . ? C12 H12A 0.9500 . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.351(9) . ? C14 C19 1.390(9) . ? C15 C16 1.392(10) . ? C15 H15A 0.9500 . ? C16 C17 1.401(9) . ? C16 H16A 0.9500 . ? C17 C18 1.355(10) . ? C17 C20 1.512(9) . ? C18 C19 1.401(10) . ? C18 H18A 0.9500 . ? C19 H19A 0.9500 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 C26 1.364(9) . ? C21 C22 1.407(9) . ? C22 C23 1.384(9) . ? C22 H22A 0.9500 . ? C23 C24 1.395(10) . ? C23 H23A 0.9500 . ? C24 C25 1.418(10) . ? C24 C27 1.492(9) . ? C25 C26 1.378(9) . ? C25 H25A 0.9500 . ? C26 H26A 0.9500 . ? C27 H27A 0.9800 . ? C27 H27B 0.9800 . ? C27 H27C 0.9800 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C1A C2A 1.3900 . ? C1A C6A 1.3900 . ? C1A C7A 1.532(10) . ? C2A C3A 1.3900 . ? C2A H2AA 0.9500 . ? C3A C4A 1.3900 . ? C3A H3AA 0.9500 . ? C4A C5A 1.3900 . ? C4A H4AA 0.9500 . ? C5A C6A 1.3900 . ? C5A H5AA 0.9500 . ? C6A H6AA 0.9500 . ? C7A H7AA 0.9800 . ? C7A H7AB 0.9800 . ? C7A H7AC 0.9800 . ? C1B C2B 1.3900 . ? C1B C6B 1.3900 . ? C1B C7B 1.492(7) . ? C2B C3B 1.3900 . ? C2B H2BA 0.9500 . ? C3B C4B 1.3900 . ? C3B H3BA 0.9500 . ? C4B C5B 1.3900 . ? C4B H4BA 0.9500 . ? C5B C6B 1.3900 . ? C5B H5BA 0.9500 . ? C6B H6BA 0.9500 . ? C7B H7BA 0.9800 . ? C7B H7BB 0.9800 . ? C7B H7BC 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N15 Ta1 N1 97.8(2) . . ? N15 Ta1 N14 92.2(2) . . ? N1 Ta1 N14 104.0(2) . . ? N15 Ta1 N2 104.2(2) . . ? N1 Ta1 N2 95.4(2) . . ? N14 Ta1 N2 152.66(19) . . ? N15 Ta1 N6 172.1(2) . . ? N1 Ta1 N6 89.5(2) . . ? N14 Ta1 N6 89.0(2) . . ? N2 Ta1 N6 71.86(19) . . ? N15 Ta1 N3 98.7(2) . . ? N1 Ta1 N3 159.5(2) . . ? N14 Ta1 N3 87.4(2) . . ? N2 Ta1 N3 68.87(19) . . ? N6 Ta1 N3 73.6(2) . . ? N15 Ta1 Ta3 53.47(16) . . ? N1 Ta1 Ta3 105.78(16) . . ? N14 Ta1 Ta3 38.76(15) . . ? N2 Ta1 Ta3 150.57(14) . . ? N6 Ta1 Ta3 127.40(14) . . ? N3 Ta1 Ta3 93.76(13) . . ? N15 Ta1 Ta2 130.28(17) . . ? N1 Ta1 Ta2 115.72(15) . . ? N14 Ta1 Ta2 112.22(15) . . ? N2 Ta1 Ta2 40.80(12) . . ? N6 Ta1 Ta2 42.58(14) . . ? N3 Ta1 Ta2 43.83(14) . . ? Ta3 Ta1 Ta2 135.558(12) . . ? N10 Ta2 N9 98.9(3) . . ? N10 Ta2 N11 104.6(3) . . ? N9 Ta2 N11 97.9(2) . . ? N10 Ta2 N2 98.9(2) . . ? N9 Ta2 N2 100.1(2) . . ? N11 Ta2 N2 147.7(2) . . ? N10 Ta2 N6 92.4(2) . . ? N9 Ta2 N6 167.3(2) . . ? N11 Ta2 N6 84.6(2) . . ? N2 Ta2 N6 72.35(19) . . ? N10 Ta2 N3 162.8(2) . . ? N9 Ta2 N3 95.3(2) . . ? N11 Ta2 N3 82.9(2) . . ? N2 Ta2 N3 68.98(19) . . ? N6 Ta2 N3 72.5(2) . . ? N10 Ta2 Ta1 119.88(18) . . ? N9 Ta2 Ta1 125.73(17) . . ? N11 Ta2 Ta1 106.26(17) . . ? N2 Ta2 Ta1 41.82(13) . . ? N6 Ta2 Ta1 42.18(13) . . ? N3 Ta2 Ta1 42.98(14) . . ? N17 Ta3 N16 95.1(2) . . ? N17 Ta3 N18 117.7(2) . . ? N16 Ta3 N18 96.0(2) . . ? N17 Ta3 N14 115.3(2) . . ? N16 Ta3 N14 95.1(2) . . ? N18 Ta3 N14 124.4(2) . . ? N17 Ta3 N15 92.6(2) . . ? N16 Ta3 N15 169.62(19) . . ? N18 Ta3 N15 86.6(2) . . ? N14 Ta3 N15 75.26(19) . . ? N17 Ta3 Ta1 106.52(18) . . ? N16 Ta3 Ta1 134.16(16) . . ? N18 Ta3 Ta1 108.05(17) . . ? N14 Ta3 Ta1 39.16(15) . . ? N15 Ta3 Ta1 36.10(12) . . ? C1 N1 C2 107.9(6) . . ? C1 N1 Ta1 125.8(5) . . ? C2 N1 Ta1 126.1(4) . . ? C3 N2 C4 106.8(5) . . ? C3 N2 Ta2 113.6(4) . . ? C4 N2 Ta2 112.8(4) . . ? C3 N2 Ta1 112.4(4) . . ? C4 N2 Ta1 113.9(4) . . ? Ta2 N2 Ta1 97.38(19) . . ? N4 N3 Ta1 125.4(4) . . ? N4 N3 Ta2 125.4(4) . . ? Ta1 N3 Ta2 93.2(2) . . ? N5 N4 N3 177.8(8) . . ? N7 N6 Ta1 141.6(5) . . ? N7 N6 Ta2 122.8(4) . . ? Ta1 N6 Ta2 95.2(2) . . ? N8 N7 N6 179.1(9) . . ? C5 N9 C6 108.9(6) . . ? C5 N9 Ta2 126.5(5) . . ? C6 N9 Ta2 124.5(5) . . ? C7 N10 Ta2 170.9(5) . . ? N12 N11 Ta2 133.6(6) . . ? N11 N12 N13 176.9(11) . . ? C14 N14 Ta3 126.3(4) . . ? C14 N14 Ta1 130.7(4) . . ? Ta3 N14 Ta1 102.1(2) . . ? C21 N15 Ta1 157.7(4) . . ? C21 N15 Ta3 111.4(4) . . ? Ta1 N15 Ta3 90.4(2) . . ? C28 N16 C29 110.5(6) . . ? C28 N16 Ta3 129.5(5) . . ? C29 N16 Ta3 119.0(5) . . ? C30 N17 C31 111.6(6) . . ? C30 N17 Ta3 124.3(4) . . ? C31 N17 Ta3 123.9(5) . . ? C32 N18 C33 109.6(6) . . ? C32 N18 Ta3 129.9(5) . . ? C33 N18 Ta3 120.3(5) . . ? N1 C1 H1A 109.5 . . ? N1 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? N1 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? N1 C2 H2A 109.5 . . ? N1 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? N1 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? N2 C3 H3A 109.5 . . ? N2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? N2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? N2 C4 H4A 109.5 . . ? N2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? N2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N9 C5 H5A 109.5 . . ? N9 C5 H5B 109.5 . . ? H5A C5 H5B 109.5 . . ? N9 C5 H5C 109.5 . . ? H5A C5 H5C 109.5 . . ? H5B C5 H5C 109.5 . . ? N9 C6 H6A 109.5 . . ? N9 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? N9 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C12 C7 C8 118.2(7) . . ? C12 C7 N10 121.7(7) . . ? C8 C7 N10 120.1(7) . . ? C7 C8 C9 121.4(7) . . ? C7 C8 H8A 119.3 . . ? C9 C8 H8A 119.3 . . ? C8 C9 C10 120.3(8) . . ? C8 C9 H9A 119.9 . . ? C10 C9 H9A 119.9 . . ? C11 C10 C9 117.3(8) . . ? C11 C10 C13 122.0(9) . . ? C9 C10 C13 120.7(9) . . ? C12 C11 C10 122.2(8) . . ? C12 C11 H11A 118.9 . . ? C10 C11 H11A 118.9 . . ? C11 C12 C7 120.6(8) . . ? C11 C12 H12A 119.7 . . ? C7 C12 H12A 119.7 . . ? C10 C13 H13A 109.5 . . ? C10 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C10 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 118.3(6) . . ? C15 C14 N14 120.6(6) . . ? C19 C14 N14 121.1(6) . . ? C14 C15 C16 122.4(6) . . ? C14 C15 H15A 118.8 . . ? C16 C15 H15A 118.8 . . ? C15 C16 C17 119.7(7) . . ? C15 C16 H16A 120.2 . . ? C17 C16 H16A 120.2 . . ? C18 C17 C16 117.8(6) . . ? C18 C17 C20 121.9(6) . . ? C16 C17 C20 120.3(7) . . ? C17 C18 C19 122.2(7) . . ? C17 C18 H18A 118.9 . . ? C19 C18 H18A 118.9 . . ? C14 C19 C18 119.6(7) . . ? C14 C19 H19A 120.2 . . ? C18 C19 H19A 120.2 . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C26 C21 C22 117.9(6) . . ? C26 C21 N15 122.3(6) . . ? C22 C21 N15 119.7(6) . . ? C23 C22 C21 121.1(6) . . ? C23 C22 H22A 119.5 . . ? C21 C22 H22A 119.5 . . ? C22 C23 C24 121.5(6) . . ? C22 C23 H23A 119.3 . . ? C24 C23 H23A 119.3 . . ? C23 C24 C25 116.2(6) . . ? C23 C24 C27 121.3(7) . . ? C25 C24 C27 122.5(7) . . ? C26 C25 C24 121.7(7) . . ? C26 C25 H25A 119.2 . . ? C24 C25 H25A 119.2 . . ? C21 C26 C25 121.6(7) . . ? C21 C26 H26A 119.2 . . ? C25 C26 H26A 119.2 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N16 C28 H28A 109.5 . . ? N16 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N16 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N16 C29 H29A 109.5 . . ? N16 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? N16 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N17 C30 H30A 109.5 . . ? N17 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N17 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N17 C31 H31A 109.5 . . ? N17 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N17 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N18 C32 H32A 109.5 . . ? N18 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? N18 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N18 C33 H33A 109.5 . . ? N18 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N18 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C2A C1A C6A 120.0 . . ? C2A C1A C7A 116.7(7) . . ? C6A C1A C7A 117.8(7) . . ? C1A C2A C3A 120.0 . . ? C1A C2A H2AA 120.0 . . ? C3A C2A H2AA 120.0 . . ? C2A C3A C4A 120.0 . . ? C2A C3A H3AA 120.0 . . ? C4A C3A H3AA 120.0 . . ? C5A C4A C3A 120.0 . . ? C5A C4A H4AA 120.0 . . ? C3A C4A H4AA 120.0 . . ? C4A C5A C6A 120.0 . . ? C4A C5A H5AA 120.0 . . ? C6A C5A H5AA 120.0 . . ? C5A C6A C1A 120.0 . . ? C5A C6A H6AA 120.0 . . ? C1A C6A H6AA 120.0 . . ? C2B C1B C6B 120.0 . . ? C2B C1B C7B 120.1(6) . . ? C6B C1B C7B 119.9(6) . . ? C1B C2B C3B 120.0 . . ? C1B C2B H2BA 120.0 . . ? C3B C2B H2BA 120.0 . . ? C4B C3B C2B 120.0 . . ? C4B C3B H3BA 120.0 . . ? C2B C3B H3BA 120.0 . . ? C5B C4B C3B 120.0 . . ? C5B C4B H4BA 120.0 . . ? C3B C4B H4BA 120.0 . . ? C4B C5B C6B 120.0 . . ? C4B C5B H5BA 120.0 . . ? C6B C5B H5BA 120.0 . . ? C5B C6B C1B 120.0 . . ? C5B C6B H6BA 120.0 . . ? C1B C6B H6BA 120.0 . . ? C1B C7B H7BA 109.5 . . ? C1B C7B H7BB 109.5 . . ? H7BA C7B H7BB 109.5 . . ? C1B C7B H7BC 109.5 . . ? H7BA C7B H7BC 109.5 . . ? H7BB C7B H7BC 109.5 . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.18 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 2.086 _refine_diff_density_min -1.075 _refine_diff_density_rms 0.157 _database_code_depnum_ccdc_archive 'CCDC 898602' ####################################################################### # # 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_str0444 #TrackingRef 'formamidine_str0444.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C7 H16 N2' _chemical_formula_sum 'C7 H16 N2' _chemical_formula_weight 128.22 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 b c a' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 11.6393(8) _cell_length_b 8.6453(6) _cell_length_c 17.1298(12) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1723.7(2) _cell_formula_units_Z 8 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 9303 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 27.04 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 0.988 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 0.060 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9790 _exptl_absorpt_correction_T_max 0.9878 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(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 'Bruker APEX II CCD' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_reflns_number 19063 _diffrn_reflns_av_R_equivalents 0.0249 _diffrn_reflns_av_sigmaI/netI 0.0113 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.38 _diffrn_reflns_theta_max 27.09 _reflns_number_total 1899 _reflns_number_gt 1694 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEX2 (Bruker-AXS, 2007)' _computing_cell_refinement 'APEX2 (Bruker-AXS, 2007)' _computing_data_reduction 'APEX2 (Bruker-AXS, 2007)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)' _computing_publication_material 'SHELXTL (Sheldrick, 2008)' _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^)+(0.0485P)^2^+0.3600P] 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 1899 _refine_ls_number_parameters 90 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0396 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.0975 _refine_ls_wR_factor_gt 0.0940 _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_restrained_S_all 1.035 _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 0.20662(7) 0.77525(9) 0.38892(5) 0.0314(2) Uani 1 1 d . . . N2 N 0.34420(6) 0.60970(8) 0.33491(4) 0.02603(19) Uani 1 1 d . . . C1 C 0.29383(7) 0.74087(10) 0.34007(5) 0.0265(2) Uani 1 1 d . . . H1A H 0.3202 0.8210 0.3066 0.032 Uiso 1 1 calc R . . C2 C 0.15997(7) 0.66637(10) 0.44524(5) 0.0284(2) Uani 1 1 d . . . H2A H 0.1506 0.5642 0.4187 0.034 Uiso 1 1 calc R . . C3 C 0.24006(9) 0.64433(14) 0.51435(6) 0.0430(3) Uani 1 1 d . . . H3A H 0.3159 0.6121 0.4956 0.064 Uiso 1 1 calc R . . H3B H 0.2088 0.5646 0.5491 0.064 Uiso 1 1 calc R . . H3C H 0.2471 0.7420 0.5430 0.064 Uiso 1 1 calc R . . C4 C 0.04181(8) 0.72208(12) 0.47060(6) 0.0394(2) Uani 1 1 d . . . H4A H -0.0099 0.7231 0.4255 0.059 Uiso 1 1 calc R . . H4B H 0.0480 0.8268 0.4921 0.059 Uiso 1 1 calc R . . H4C H 0.0112 0.6522 0.5106 0.059 Uiso 1 1 calc R . . C5 C 0.43476(8) 0.60190(10) 0.27511(5) 0.0291(2) Uani 1 1 d . . . H5A H 0.4436 0.7068 0.2512 0.035 Uiso 1 1 calc R . . C6 C 0.39960(9) 0.48881(13) 0.21144(6) 0.0391(3) Uani 1 1 d . . . H6A H 0.3293 0.5258 0.1861 0.059 Uiso 1 1 calc R . . H6B H 0.3856 0.3869 0.2346 0.059 Uiso 1 1 calc R . . H6C H 0.4613 0.4809 0.1727 0.059 Uiso 1 1 calc R . . C7 C 0.54814(8) 0.55628(12) 0.31224(6) 0.0374(2) Uani 1 1 d . . . H7A H 0.5682 0.6313 0.3529 0.056 Uiso 1 1 calc R . . H7B H 0.6084 0.5549 0.2723 0.056 Uiso 1 1 calc R . . H7C H 0.5410 0.4532 0.3355 0.056 Uiso 1 1 calc R . . H1 H 0.1818(10) 0.8680(15) 0.3876(6) 0.038(3) 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 0.0356(4) 0.0211(4) 0.0374(4) 0.0027(3) 0.0095(3) 0.0055(3) N2 0.0280(4) 0.0214(4) 0.0286(4) 0.0002(3) 0.0043(3) 0.0001(3) C1 0.0295(4) 0.0214(4) 0.0287(4) 0.0021(3) 0.0024(3) -0.0012(3) C2 0.0291(4) 0.0248(4) 0.0313(4) -0.0001(3) 0.0048(3) -0.0009(3) C3 0.0417(6) 0.0532(6) 0.0340(5) 0.0042(4) 0.0006(4) 0.0029(5) C4 0.0328(5) 0.0405(5) 0.0450(6) -0.0011(4) 0.0103(4) 0.0021(4) C5 0.0305(4) 0.0252(4) 0.0317(4) 0.0018(3) 0.0070(4) 0.0009(3) C6 0.0368(5) 0.0478(6) 0.0327(5) -0.0074(4) 0.0049(4) 0.0026(4) C7 0.0303(5) 0.0392(5) 0.0426(5) -0.0052(4) 0.0033(4) 0.0021(4) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1 C1 1.3486(11) . ? N1 C2 1.4531(11) . ? N1 H1 0.852(13) . ? N2 C1 1.2797(11) . ? N2 C5 1.4714(11) . ? C1 H1A 0.9500 . ? C2 C3 1.5187(13) . ? C2 C4 1.5206(12) . ? C2 H2A 1.0000 . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 H4A 0.9800 . ? C4 H4B 0.9800 . ? C4 H4C 0.9800 . ? C5 C7 1.5171(13) . ? C5 C6 1.5207(13) . ? C5 H5A 1.0000 . ? C6 H6A 0.9800 . ? C6 H6B 0.9800 . ? C6 H6C 0.9800 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C1 N1 C2 123.40(7) . . ? C1 N1 H1 116.4(8) . . ? C2 N1 H1 120.0(8) . . ? C1 N2 C5 114.64(7) . . ? N2 C1 N1 125.66(8) . . ? N2 C1 H1A 117.2 . . ? N1 C1 H1A 117.2 . . ? N1 C2 C3 111.68(8) . . ? N1 C2 C4 108.81(7) . . ? C3 C2 C4 111.85(8) . . ? N1 C2 H2A 108.1 . . ? C3 C2 H2A 108.1 . . ? C4 C2 H2A 108.1 . . ? C2 C3 H3A 109.5 . . ? C2 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C2 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C2 C4 H4A 109.5 . . ? C2 C4 H4B 109.5 . . ? H4A C4 H4B 109.5 . . ? C2 C4 H4C 109.5 . . ? H4A C4 H4C 109.5 . . ? H4B C4 H4C 109.5 . . ? N2 C5 C7 110.07(7) . . ? N2 C5 C6 109.63(7) . . ? C7 C5 C6 111.57(8) . . ? N2 C5 H5A 108.5 . . ? C7 C5 H5A 108.5 . . ? C6 C5 H5A 108.5 . . ? C5 C6 H6A 109.5 . . ? C5 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C5 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? C5 C7 H7A 109.5 . . ? C5 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C5 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N1 H1 N2 0.852(13) 2.296(12) 3.0930(10) 155.7(10) 8_665 _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.09 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.181 _refine_diff_density_min -0.168 _refine_diff_density_rms 0.029 _database_code_depnum_ccdc_archive 'CCDC 900501'