# ic980736l.cif data_dr015 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C25 H51 N6 Ta' _chemical_formula_weight 616.67 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.4155(2) _cell_length_b 13.3188(2) _cell_length_c 13.5215(2) _cell_angle_alpha 117.075(1) _cell_angle_beta 101.744(1) _cell_angle_gamma 98.507(1) _cell_volume 1420.81(4) _cell_formula_units_Z 2 _cell_measurement_temperature 203(2) _cell_measurement_reflns_used 'reflections from 60 data frames' _cell_measurement_theta_min 1.78 _cell_measurement_theta_max 23.50 _exptl_crystal_description block _exptl_crystal_colour ? _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.441 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 632 _exptl_absorpt_coefficient_mu 3.890 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.322575 _exptl_absorpt_correction_T_max 0.694497 _exptl_absorpt_process_details 'Blessing, Acta Cryst. (1995) A51 33-38.' _exptl_special_details ; Data collection is performed with three batch runs at phi = 0.00 deg (606 frames), at phi = 90.00 deg (435 frames), and at phi = 180 deg (230 frames) A fourth batch run is collected at phi = 0.00 deg (50 frames) to monitor crystal and diffractometer stability. Frame width = 0.30 deg in omega. Data is merged, corrected for decay (if any), and treated with multi-scan absorption corrections (if required). All symmetry-equivalent reflections are merged for centrosymmetric data. Friedel pairs are not merged for noncentrosymmetric data. ; _diffrn_ambient_temperature 203(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 ? _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number '50 standard frames at start and end' _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% <1 _diffrn_reflns_number 9879 _diffrn_reflns_av_R_equivalents 0.089 _diffrn_reflns_av_sigmaI/netI 0.106 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.79 _diffrn_reflns_theta_max 20.91 _reflns_number_total 4187 _reflns_number_gt 4193 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SHELXTL' _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^)+(0.0400P)^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 4187 _refine_ls_number_parameters 289 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1039 _refine_ls_R_factor_gt 0.0737 _refine_ls_wR_factor_ref 0.1834 _refine_ls_wR_factor_gt 0.1039 _refine_ls_goodness_of_fit_ref 1.006 _refine_ls_restrained_S_all 1.006 _refine_ls_shift/su_max 0.040 _refine_ls_shift/su_mean 0.005 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 Ta Ta 0.7165(1) 0.3530(1) 0.0853(1) 0.024(1) Uani 1 1 d . . . N1 N 0.5024(13) 0.3044(10) 0.0852(10) 0.026(3) Uani 1 1 d . . . N2 N 0.2996(13) 0.1613(10) -0.0828(10) 0.029(3) Uani 1 1 d . . . N3 N 0.5483(12) 0.2618(9) -0.0799(10) 0.024(3) Uani 1 1 d . . . N4 N 0.8304(14) 0.2356(10) 0.0512(10) 0.031(3) Uani 1 1 d . . . N5 N 0.8014(13) 0.4931(10) 0.0776(10) 0.028(3) Uani 1 1 d . . . N6 N 0.8150(13) 0.4324(9) 0.2548(11) 0.032(3) Uani 1 1 d . . . C1 C 0.4424(19) 0.4084(13) 0.2683(12) 0.033(4) Uani 1 1 d . . . H1A H 0.4134 0.4644 0.2456 0.040 Uiso 1 1 calc R . . H1B H 0.5499 0.4396 0.3130 0.040 Uiso 1 1 calc R . . C2 C 0.3516(17) 0.3956(13) 0.3444(13) 0.033(4) Uani 1 1 d . . . H2A H 0.2438 0.3725 0.3025 0.040 Uiso 1 1 calc R . . H2B H 0.3747 0.4715 0.4155 0.040 Uiso 1 1 calc R . . C3 C 0.3853(21) 0.3046(14) 0.3778(14) 0.044(4) Uani 1 1 d . . . H3A H 0.4897 0.3325 0.4285 0.053 Uiso 1 1 calc R . . H3B H 0.3186 0.2945 0.4214 0.053 Uiso 1 1 calc R . . C4 C 0.3625(21) 0.1868(14) 0.2695(15) 0.048(5) Uani 1 1 d . . . H4A H 0.3939 0.1321 0.2934 0.057 Uiso 1 1 calc R . . H4B H 0.2553 0.1535 0.2242 0.057 Uiso 1 1 calc R . . C5 C 0.4534(18) 0.2013(13) 0.1940(14) 0.035(4) Uani 1 1 d . . . H5A H 0.4323 0.1255 0.1231 0.042 Uiso 1 1 calc R . . H5B H 0.5612 0.2259 0.2365 0.042 Uiso 1 1 calc R . . C6 C 0.4169(16) 0.2919(12) 0.1598(11) 0.022(3) Uani 1 1 d . . . H6A H 0.3084 0.2639 0.1149 0.027 Uiso 1 1 calc R . . C7 C 0.0531(15) 0.0653(12) -0.2253(13) 0.032(4) Uani 1 1 d . . . H7A H 0.0322 0.1418 -0.1984 0.038 Uiso 1 1 calc R . . H7B H 0.0224 0.0331 -0.1782 0.038 Uiso 1 1 calc R . . C8 C -0.0403(18) -0.0176(14) -0.3547(13) 0.041(4) Uani 1 1 d . . . H8A H -0.0185 0.0185 -0.4009 0.049 Uiso 1 1 calc R . . H8B H -0.1481 -0.0305 -0.3625 0.049 Uiso 1 1 calc R . . C9 C -0.0009(19) -0.1377(14) -0.4017(15) 0.048(5) Uani 1 1 d . . . H9A H -0.0351 -0.1783 -0.3623 0.058 Uiso 1 1 calc R . . H9B H -0.0542 -0.1871 -0.4855 0.058 Uiso 1 1 calc R . . C10 C 0.1667(18) -0.1201(13) -0.3813(14) 0.042(4) Uani 1 1 d . . . H10A H 0.1984 -0.0883 -0.4284 0.051 Uiso 1 1 calc R . . H10B H 0.1887 -0.1961 -0.4068 0.051 Uiso 1 1 calc R . . C11 C 0.2570(18) -0.0365(12) -0.2524(13) 0.032(4) Uani 1 1 d . . . H11A H 0.2322 -0.0716 -0.2061 0.039 Uiso 1 1 calc R . . H11B H 0.3651 -0.0252 -0.2434 0.039 Uiso 1 1 calc R . . C12 C 0.2231(15) 0.0817(12) -0.2070(12) 0.025(3) Uani 1 1 d . . . H12A H 0.2546 0.1189 -0.2509 0.029 Uiso 1 1 calc R . . C13 C 0.4501(16) 0.2727(13) -0.2604(12) 0.027(4) Uani 1 1 d . . . H13A H 0.3494 0.2665 -0.2506 0.032 Uiso 1 1 calc R . . H13B H 0.5039 0.3562 -0.2208 0.032 Uiso 1 1 calc R . . C14 C 0.4350(19) 0.2184(16) -0.3866(14) 0.046(5) Uani 1 1 d . . . H14A H 0.3800 0.2589 -0.4193 0.055 Uiso 1 1 calc R . . H14B H 0.3755 0.1363 -0.4268 0.055 Uiso 1 1 calc R . . C15 C 0.5889(21) 0.2239(19) -0.4097(15) 0.055(5) Uani 1 1 d . . . H15A H 0.5740 0.1814 -0.4938 0.066 Uiso 1 1 calc R . . H15B H 0.6449 0.3057 -0.3780 0.066 Uiso 1 1 calc R . . C16 C 0.6778(19) 0.1678(16) -0.3503(14) 0.043(4) Uani 1 1 d . . . H16A H 0.6276 0.0837 -0.3901 0.052 Uiso 1 1 calc R . . H16B H 0.7793 0.1769 -0.3584 0.052 Uiso 1 1 calc R . . C17 C 0.6911(16) 0.2220(14) -0.2211(13) 0.032(4) Uani 1 1 d . . . H17A H 0.7494 0.3046 -0.1795 0.039 Uiso 1 1 calc R . . H17B H 0.7452 0.1813 -0.1882 0.039 Uiso 1 1 calc R . . C18 C 0.5357(15) 0.2134(13) -0.2036(12) 0.026(3) Uani 1 1 d . . . H18A H 0.4798 0.1293 -0.2451 0.031 Uiso 1 1 calc R . . C19 C 0.4317(16) 0.2325(12) -0.0394(13) 0.025(3) Uani 1 1 d . . . C20 C 0.7552(20) 0.1084(13) -0.0158(15) 0.046(4) Uani 1 1 d . . . H20A H 0.6466 0.0956 -0.0358 0.069 Uiso 1 1 calc R . . H20B H 0.7861 0.0733 0.0312 0.069 Uiso 1 1 calc R . . H20C H 0.7834 0.0727 -0.0866 0.069 Uiso 1 1 calc R . . C21 C 0.9934(16) 0.2602(15) 0.0836(15) 0.046(5) Uani 1 1 d . . . H21A H 1.0385 0.3444 0.1273 0.068 Uiso 1 1 calc R . . H21B H 1.0240 0.2261 0.0137 0.068 Uiso 1 1 calc R . . H21C H 1.0268 0.2266 0.1315 0.068 Uiso 1 1 calc R . . C22 C 0.7161(18) 0.5413(13) 0.0115(14) 0.038(4) Uani 1 1 d . . . H22A H 0.6132 0.4917 -0.0290 0.057 Uiso 1 1 calc R . . H22B H 0.7643 0.5433 -0.0448 0.057 Uiso 1 1 calc R . . H22C H 0.7156 0.6202 0.0655 0.057 Uiso 1 1 calc R . . C23 C 0.9541(17) 0.5675(15) 0.1373(16) 0.046(5) Uani 1 1 d . . . H23A H 1.0103 0.5369 0.1805 0.070 Uiso 1 1 calc R . . H23B H 0.9530 0.6463 0.1909 0.070 Uiso 1 1 calc R . . H23C H 1.0017 0.5693 0.0807 0.070 Uiso 1 1 calc R . . C24 C 0.8368(20) 0.5577(13) 0.3420(13) 0.042(4) Uani 1 1 d . . . H24A H 0.7995 0.5978 0.3020 0.064 Uiso 1 1 calc R . . H24B H 0.9433 0.5952 0.3843 0.064 Uiso 1 1 calc R . . H24C H 0.7817 0.5618 0.3964 0.064 Uiso 1 1 calc R . . C25 C 0.8748(20) 0.3774(15) 0.3232(14) 0.043(4) Uani 1 1 d . . . H25A H 0.8633 0.2953 0.2703 0.065 Uiso 1 1 calc R . . H25B H 0.8191 0.3839 0.3778 0.065 Uiso 1 1 calc R . . H25C H 0.9808 0.4173 0.3657 0.065 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 Ta 0.023(1) 0.014(1) 0.034(1) 0.012(1) 0.006(1) 0.009(1) N1 0.028(7) 0.029(7) 0.024(7) 0.013(6) 0.012(6) 0.016(6) N2 0.021(7) 0.028(7) 0.031(7) 0.013(6) 0.002(6) 0.004(6) N3 0.025(7) 0.018(6) 0.040(8) 0.019(6) 0.018(6) 0.010(5) N4 0.034(7) 0.024(7) 0.030(7) 0.01(6) 0.003(6) 0.018(6) N5 0.030(7) 0.027(7) 0.031(7) 0.015(6) 0.012(6) 0.012(6) N6 0.031(7) 0.008(6) 0.057(9) 0.013(6) 0.020(7) 0.010(5) C1 0.055(10) 0.025(8) 0.025(9) 0.013(7) 0.016(8) 0.017(8) C2 0.033(9) 0.030(9) 0.029(9) 0.009(8) 0.010(7) 0.008(7) C3 0.067(12) 0.037(10) 0.035(10) 0.024(9) 0.016(9) 0.014(9) C4 0.060(12) 0.039(11) 0.062(12) 0.038(10) 0.018(10) 0.015(9) C5 0.045(10) 0.024(9) 0.053(11) 0.026(8) 0.019(9) 0.022(8) C6 0.027(8) 0.024(8) 0.021(8) 0.014(7) 0.005(7) 0.015(7) C7 0.023(8) 0.023(9) 0.047(10) 0.013(8) 0.011(8) 0.014(7) C8 0.034(9) 0.051(11) 0.035(10) 0.019(9) 0.014(8) 0.013(8) C9 0.048(11) 0.027(9) 0.044(11) 0.001(8) 0.012(9) 0.002(8) C10 0.048(10) 0.025(9) 0.045(11) 0.008(8) 0.019(9) 0.015(8) C11 0.045(10) 0.016(8) 0.044(10) 0.022(8) 0.012(8) 0.015(7) C12 0.018(7) 0.016(8) 0.025(9) 0.003(7) 0.000(6) 0.000(6) C13 0.029(8) 0.034(9) 0.043(10) 0.031(8) 0.024(8) 0.019(7) C14 0.051(11) 0.057(12) 0.045(11) 0.036(10) 0.012(9) 0.029(10) C15 0.057(12) 0.090(15) 0.043(11) 0.045(11) 0.026(10) 0.037(11) C16 0.047(10) 0.063(12) 0.047(11) 0.04(10) 0.029(9) 0.029(9) C17 0.023(8) 0.039(9) 0.050(11) 0.029(8) 0.016(8) 0.022(7) C18 0.023(8) 0.031(9) 0.028(9) 0.024(7) -0.003(7) 0.006(7) C19 0.029(9) 0.021(8) 0.038(10) 0.018(7) 0.014(7) 0.024(7) C20 0.054(11) 0.028(9) 0.058(12) 0.022(9) 0.015(10) 0.019(8) C21 0.026(9) 0.051(11) 0.056(12) 0.019(9) 0.015(9) 0.027(8) C22 0.041(9) 0.025(9) 0.064(12) 0.028(9) 0.024(9) 0.024(8) C23 0.028(9) 0.049(11) 0.065(13) 0.031(10) 0.015(9) 0.008(8) C24 0.067(12) 0.020(9) 0.033(10) 0.005(8) 0.019(9) 0.015(8) C25 0.058(11) 0.044(11) 0.032(10) 0.023(9) 0.000(9) 0.031(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 Ta N4 1.963(11) . ? Ta N6 1.967(13) . ? Ta N5 1.976(11) . ? Ta N1 2.023(11) . ? Ta N3 2.120(12) . ? Ta C19 2.65(2) . ? N1 C19 1.44(2) . ? N1 C6 1.46(2) . ? N2 C19 1.28(2) . ? N2 C12 1.46(2) . ? N3 C19 1.40(2) . ? N3 C18 1.46(2) . ? N4 C21 1.45(2) . ? N4 C20 1.48(2) . ? N5 C23 1.44(2) . ? N5 C22 1.50(2) . ? N6 C24 1.49(2) . ? N6 C25 1.49(2) . ? C1 C6 1.51(2) . ? C1 C2 1.51(2) . ? C2 C3 1.52(2) . ? C3 C4 1.53(2) . ? C4 C5 1.52(2) . ? C5 C6 1.53(2) . ? C7 C12 1.54(2) . ? C7 C8 1.54(2) . ? C8 C9 1.56(2) . ? C9 C10 1.51(2) . ? C10 C11 1.53(2) . ? C11 C12 1.52(2) . ? C13 C14 1.48(2) . ? C13 C18 1.53(2) . ? C14 C15 1.54(2) . ? C15 C16 1.54(2) . ? C16 C17 1.52(2) . ? C17 C18 1.53(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 N4 Ta N6 93.4(5) . . ? N4 Ta N5 116.1(5) . . ? N6 Ta N5 92.3(5) . . ? N4 Ta N1 117.6(5) . . ? N6 Ta N1 97.7(4) . . ? N5 Ta N1 124.4(5) . . ? N4 Ta N3 96.2(4) . . ? N6 Ta N3 161.6(4) . . ? N5 Ta N3 97.5(4) . . ? N1 Ta N3 63.8(4) . . ? N4 Ta C19 105.3(4) . . ? N6 Ta C19 130.0(4) . . ? N5 Ta C19 118.0(4) . . ? N1 Ta C19 32.6(4) . . ? N3 Ta C19 31.8(4) . . ? C19 N1 C6 117.1(11) . . ? C19 N1 Ta 98.4(8) . . ? C6 N1 Ta 141.5(9) . . ? C19 N2 C12 125.1(12) . . ? C19 N3 C18 123.8(12) . . ? C19 N3 Ta 95.5(8) . . ? C18 N3 Ta 139.6(8) . . ? C21 N4 C20 112.0(12) . . ? C21 N4 Ta 125.8(10) . . ? C20 N4 Ta 122.2(10) . . ? C23 N5 C22 108.9(12) . . ? C23 N5 Ta 125.7(10) . . ? C22 N5 Ta 125.4(9) . . ? C24 N6 C25 106.1(12) . . ? C24 N6 Ta 127.0(10) . . ? C25 N6 Ta 126.8(9) . . ? C6 C1 C2 111.4(12) . . ? C1 C2 C3 112.1(13) . . ? C4 C3 C2 111.1(13) . . ? C5 C4 C3 110.8(13) . . ? C4 C5 C6 112.2(12) . . ? N1 C6 C1 111.5(11) . . ? N1 C6 C5 112.3(11) . . ? C1 C6 C5 109.9(11) . . ? C12 C7 C8 111.8(12) . . ? C7 C8 C9 110.1(13) . . ? C10 C9 C8 111.1(13) . . ? C9 C10 C11 111.9(13) . . ? C12 C11 C10 111.5(12) . . ? N2 C12 C11 113.2(12) . . ? N2 C12 C7 107.1(11) . . ? C11 C12 C7 110.1(11) . . ? C14 C13 C18 111.8(12) . . ? C13 C14 C15 112.6(14) . . ? C16 C15 C14 108.3(13) . . ? C17 C16 C15 112.7(13) . . ? C16 C17 C18 111.0(12) . . ? N3 C18 C17 111.0(11) . . ? N3 C18 C13 113.4(11) . . ? C17 C18 C13 108.7(11) . . ? N2 C19 N3 137.7(14) . . ? N2 C19 N1 121.5(12) . . ? N3 C19 N1 100.6(11) . . ? N2 C19 Ta 164.6(11) . . ? N3 C19 Ta 52.7(7) . . ? N1 C19 Ta 49.0(6) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 20.91 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 3.264 _refine_diff_density_min -4.201 _refine_diff_density_rms 1.023