# Supplementary Material (ESI) for Chemical Communications # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Zi, Guofu' _publ_contact_author_email ziguofu@hotmail.com _publ_section_title ; Highly enantioselective hydroaminoalkylation of secondary amines catalyzed by group 5 metal amides with chiral biarylamidate ligands ; loop_ _publ_author_name 'Guofu Zi' 'Furen Zhang' 'Haibin Song' # Attachment 'compound-4.cif.txt' data_compound4 _database_code_depnum_ccdc_archive 'CCDC 775657' #TrackingRef 'compound-4.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H52 N5 Nb O2' _chemical_formula_sum 'C46 H52 N5 Nb O2' _chemical_formula_weight 799.84 _chemical_absolute_configuration rmad 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nb Nb -2.0727 0.6215 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.6800(18) _cell_length_b 13.465(2) _cell_length_c 13.696(2) _cell_angle_alpha 90.00 _cell_angle_beta 108.561(2) _cell_angle_gamma 90.00 _cell_volume 2041.9(5) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 6935 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 27.9 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.36 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.301 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.338 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8709 _exptl_absorpt_correction_T_max 0.8879 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn CCD area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 26215 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0648 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 27.88 _reflns_number_total 9650 _reflns_number_gt 8460 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.8' _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^)+(0.0277P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0470(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.025(18) _refine_ls_number_reflns 9650 _refine_ls_number_parameters 500 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0334 _refine_ls_R_factor_gt 0.0295 _refine_ls_wR_factor_ref 0.0682 _refine_ls_wR_factor_gt 0.0673 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.003 _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 Nb1 Nb 1.145192(15) 0.151981(16) 0.904740(12) 0.01791(6) Uani 1 1 d . . . O2 O 1.05070(13) 0.02501(12) 0.83794(11) 0.0199(3) Uani 1 1 d . . . O1 O 0.97351(13) 0.21894(13) 0.90106(11) 0.0209(3) Uani 1 1 d . . . N2 N 0.95870(17) -0.05707(14) 0.68472(14) 0.0193(4) Uani 1 1 d . . . N1 N 1.00989(16) 0.21033(14) 0.75448(13) 0.0177(4) Uani 1 1 d . . . N3 N 1.29467(17) 0.10924(15) 0.87895(15) 0.0256(4) Uani 1 1 d . . . N4 N 1.15234(16) 0.10631(15) 1.04262(13) 0.0219(4) Uani 1 1 d . . . N5 N 1.22122(16) 0.28585(15) 0.95100(14) 0.0217(4) Uani 1 1 d . . . C1 C 0.81290(19) 0.07718(17) 0.61818(16) 0.0180(5) Uani 1 1 d . . . C2 C 0.8459(2) -0.01233(17) 0.66871(16) 0.0183(5) Uani 1 1 d . . . C3 C 0.7571(2) -0.0719(2) 0.6929(2) 0.0237(6) Uani 1 1 d . . . H3 H 0.7806 -0.1329 0.7285 0.028 Uiso 1 1 calc R . . C4 C 0.6397(2) -0.04280(19) 0.66589(18) 0.0256(5) Uani 1 1 d . . . H4 H 0.5829 -0.0831 0.6841 0.031 Uiso 1 1 calc R . . C5 C 0.6009(2) 0.04672(18) 0.61089(17) 0.0228(5) Uani 1 1 d . . . C6 C 0.6879(2) 0.10745(18) 0.58581(17) 0.0208(5) Uani 1 1 d . . . C7 C 0.6469(2) 0.19527(19) 0.52899(17) 0.0238(5) Uani 1 1 d . . . H7 H 0.7033 0.2365 0.5113 0.029 Uiso 1 1 calc R . . C8 C 0.5278(2) 0.2223(2) 0.49893(18) 0.0318(6) Uani 1 1 d . . . H8 H 0.5025 0.2818 0.4610 0.038 Uiso 1 1 calc R . . C9 C 0.4421(2) 0.1618(3) 0.52419(17) 0.0349(6) Uani 1 1 d . . . H9 H 0.3595 0.1807 0.5031 0.042 Uiso 1 1 calc R . . C10 C 0.4781(2) 0.0774(2) 0.57829(18) 0.0306(6) Uani 1 1 d . . . H10 H 0.4199 0.0375 0.5950 0.037 Uiso 1 1 calc R . . C11 C 0.90141(18) 0.1387(2) 0.58358(15) 0.0186(5) Uani 1 1 d . . . C12 C 0.98708(19) 0.20130(17) 0.64640(16) 0.0189(5) Uani 1 1 d . . . C13 C 1.0650(2) 0.25682(18) 0.60596(17) 0.0222(5) Uani 1 1 d . . . H13 H 1.1248 0.2981 0.6510 0.027 Uiso 1 1 calc R . . C14 C 1.0568(2) 0.25282(18) 0.50523(17) 0.0235(5) Uani 1 1 d . . . H14 H 1.1076 0.2932 0.4797 0.028 Uiso 1 1 calc R . . C15 C 0.9718(2) 0.18796(17) 0.43793(16) 0.0206(5) Uani 1 1 d . . . C16 C 0.89606(18) 0.12925(15) 0.47679(15) 0.0185(5) Uani 1 1 d . . . C17 C 0.8163(2) 0.06156(18) 0.40923(17) 0.0237(5) Uani 1 1 d . . . H17 H 0.7673 0.0192 0.4347 0.028 Uiso 1 1 calc R . . C18 C 0.8090(2) 0.0565(2) 0.30761(18) 0.0282(6) Uani 1 1 d . . . H18 H 0.7550 0.0106 0.2634 0.034 Uiso 1 1 calc R . . C19 C 0.8808(2) 0.11869(19) 0.26780(18) 0.0283(6) Uani 1 1 d . . . H19 H 0.8730 0.1163 0.1966 0.034 Uiso 1 1 calc R . . C20 C 0.9608(2) 0.18181(17) 0.33137(17) 0.0250(6) Uani 1 1 d . . . H20 H 1.0102 0.2225 0.3046 0.030 Uiso 1 1 calc R . . C31 C 1.0508(2) -0.03711(17) 0.76319(16) 0.0188(5) Uani 1 1 d . . . C22 C 1.1645(2) -0.09297(17) 0.77178(17) 0.0204(5) Uani 1 1 d . . . C23 C 1.20955(19) -0.09461(17) 0.68711(16) 0.0213(5) Uani 1 1 d . . . C24 C 1.3102(2) -0.15295(18) 0.69447(18) 0.0246(5) Uani 1 1 d . . . H24 H 1.3414 -0.1537 0.6383 0.029 Uiso 1 1 calc R . . C25 C 1.3669(2) -0.21023(19) 0.78068(19) 0.0286(5) Uani 1 1 d . . . C26 C 1.3212(2) -0.2070(2) 0.86207(19) 0.0297(6) Uani 1 1 d . . . H26 H 1.3588 -0.2457 0.9217 0.036 Uiso 1 1 calc R . . C27 C 1.2213(2) -0.14869(19) 0.85929(18) 0.0257(5) Uani 1 1 d . . . C28 C 1.1517(2) -0.0369(2) 0.58940(17) 0.0261(5) Uani 1 1 d . . . H28A H 1.2097 -0.0294 0.5515 0.039 Uiso 1 1 calc R . . H28B H 1.1277 0.0288 0.6066 0.039 Uiso 1 1 calc R . . H28C H 1.0803 -0.0727 0.5466 0.039 Uiso 1 1 calc R . . C29 C 1.4706(2) -0.2768(2) 0.7825(2) 0.0418(7) Uani 1 1 d . . . H29A H 1.5014 -0.3092 0.8499 0.063 Uiso 1 1 calc R . . H29B H 1.5351 -0.2372 0.7701 0.063 Uiso 1 1 calc R . . H29C H 1.4431 -0.3274 0.7287 0.063 Uiso 1 1 calc R . . C30 C 1.1750(3) -0.1512(2) 0.9512(2) 0.0446(8) Uani 1 1 d . . . H30A H 1.2022 -0.0915 0.9931 0.067 Uiso 1 1 calc R . . H30B H 1.2065 -0.2103 0.9928 0.067 Uiso 1 1 calc R . . H30C H 1.0866 -0.1534 0.9268 0.067 Uiso 1 1 calc R . . C21 C 0.93308(19) 0.23568(17) 0.80274(16) 0.0182(5) Uani 1 1 d . . . C32 C 0.8132(2) 0.28419(17) 0.76122(16) 0.0195(5) Uani 1 1 d . . . C33 C 0.7150(2) 0.24311(18) 0.78673(17) 0.0215(5) Uani 1 1 d . . . C34 C 0.6055(2) 0.2932(2) 0.75408(19) 0.0288(6) Uani 1 1 d . . . H34 H 0.5385 0.2660 0.7699 0.035 Uiso 1 1 calc R . . C35 C 0.5902(2) 0.3814(2) 0.6992(2) 0.0318(6) Uani 1 1 d . . . C36 C 0.6892(2) 0.4217(2) 0.67772(18) 0.0290(6) Uani 1 1 d . . . H36 H 0.6802 0.4826 0.6411 0.035 Uiso 1 1 calc R . . C37 C 0.8007(2) 0.3749(2) 0.70852(18) 0.0226(6) Uani 1 1 d . . . C38 C 0.72546(18) 0.1475(3) 0.84501(15) 0.0241(4) Uani 1 1 d . . . H38A H 0.7657 0.1598 0.9185 0.036 Uiso 1 1 calc R . . H38B H 0.7728 0.0999 0.8197 0.036 Uiso 1 1 calc R . . H38C H 0.6446 0.1204 0.8349 0.036 Uiso 1 1 calc R . . C39 C 0.4683(3) 0.4325(2) 0.6622(2) 0.0486(8) Uani 1 1 d . . . H39A H 0.4767 0.4969 0.6318 0.073 Uiso 1 1 calc R . . H39B H 0.4382 0.4427 0.7205 0.073 Uiso 1 1 calc R . . H39C H 0.4113 0.3910 0.6102 0.073 Uiso 1 1 calc R . . C40 C 0.9069(2) 0.42599(18) 0.68778(18) 0.0272(5) Uani 1 1 d . . . H40A H 0.9796 0.4177 0.7475 0.041 Uiso 1 1 calc R . . H40B H 0.8892 0.4969 0.6755 0.041 Uiso 1 1 calc R . . H40C H 0.9202 0.3963 0.6270 0.041 Uiso 1 1 calc R . . C41 C 1.3968(2) 0.0602(2) 0.9531(2) 0.0391(7) Uani 1 1 d . . . H41A H 1.4124 -0.0033 0.9247 0.059 Uiso 1 1 calc R . . H41B H 1.3783 0.0482 1.0171 0.059 Uiso 1 1 calc R . . H41C H 1.4685 0.1026 0.9675 0.059 Uiso 1 1 calc R . . C42 C 1.3188(2) 0.1271(2) 0.78207(19) 0.0361(7) Uani 1 1 d . . . H42A H 1.3875 0.1725 0.7942 0.054 Uiso 1 1 calc R . . H42B H 1.2473 0.1568 0.7321 0.054 Uiso 1 1 calc R . . H42C H 1.3376 0.0640 0.7549 0.054 Uiso 1 1 calc R . . C43 C 1.0552(2) 0.0433(2) 1.05623(18) 0.0309(6) Uani 1 1 d . . . H43A H 1.0908 -0.0120 1.1024 0.046 Uiso 1 1 calc R . . H43B H 1.0060 0.0172 0.9892 0.046 Uiso 1 1 calc R . . H43C H 1.0043 0.0829 1.0861 0.046 Uiso 1 1 calc R . . C44 C 1.2180(2) 0.1534(3) 1.14059(16) 0.0425(6) Uani 1 1 d . . . H44A H 1.1608 0.1882 1.1677 0.064 Uiso 1 1 calc R . . H44B H 1.2763 0.2011 1.1299 0.064 Uiso 1 1 calc R . . H44C H 1.2609 0.1026 1.1899 0.064 Uiso 1 1 calc R . . C45 C 1.1617(2) 0.3661(2) 0.9886(2) 0.0429(7) Uani 1 1 d . . . H45A H 1.2158 0.3907 1.0545 0.064 Uiso 1 1 calc R . . H45B H 1.0872 0.3410 0.9982 0.064 Uiso 1 1 calc R . . H45C H 1.1421 0.4203 0.9383 0.064 Uiso 1 1 calc R . . C46 C 1.3355(2) 0.3250(2) 0.9443(2) 0.0330(6) Uani 1 1 d . . . H46A H 1.3189 0.3763 0.8909 0.050 Uiso 1 1 calc R . . H46B H 1.3818 0.2711 0.9269 0.050 Uiso 1 1 calc R . . H46C H 1.3821 0.3539 1.0108 0.050 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 Nb1 0.01633(9) 0.02000(9) 0.01781(9) -0.00147(11) 0.00603(6) -0.00157(11) O2 0.0232(8) 0.0181(8) 0.0193(8) -0.0040(7) 0.0080(6) -0.0035(7) O1 0.0175(8) 0.0274(9) 0.0189(8) -0.0016(7) 0.0072(6) -0.0001(7) N2 0.0222(10) 0.0160(10) 0.0213(10) 0.0021(8) 0.0090(8) 0.0003(8) N1 0.0182(9) 0.0173(10) 0.0176(9) 0.0002(8) 0.0059(7) -0.0028(8) N3 0.0212(10) 0.0253(10) 0.0331(11) -0.0063(9) 0.0126(8) -0.0034(8) N4 0.0206(10) 0.0273(11) 0.0172(9) -0.0002(8) 0.0050(7) -0.0039(8) N5 0.0191(10) 0.0217(11) 0.0232(10) -0.0045(8) 0.0051(8) -0.0033(8) C1 0.0188(11) 0.0188(11) 0.0167(10) -0.0038(9) 0.0060(9) -0.0038(9) C2 0.0211(12) 0.0182(12) 0.0156(11) -0.0054(9) 0.0060(9) -0.0030(9) C3 0.0314(15) 0.0176(13) 0.0241(13) -0.0024(10) 0.0116(11) -0.0061(11) C4 0.0246(13) 0.0277(14) 0.0271(13) -0.0056(11) 0.0119(10) -0.0100(11) C5 0.0202(12) 0.0250(13) 0.0223(12) -0.0071(10) 0.0058(9) -0.0066(10) C6 0.0215(12) 0.0241(12) 0.0180(11) -0.0026(10) 0.0078(9) -0.0009(10) C7 0.0261(13) 0.0270(13) 0.0181(12) -0.0008(10) 0.0066(10) 0.0002(10) C8 0.0300(14) 0.0364(15) 0.0259(13) 0.0033(12) 0.0045(10) 0.0105(12) C9 0.0185(11) 0.0498(19) 0.0329(12) -0.0047(16) 0.0034(9) 0.0082(15) C10 0.0202(13) 0.0412(16) 0.0308(13) -0.0076(12) 0.0087(10) -0.0074(11) C11 0.0169(9) 0.0199(15) 0.0205(9) 0.0035(10) 0.0083(7) 0.0040(10) C12 0.0187(12) 0.0187(12) 0.0197(11) 0.0016(9) 0.0064(9) 0.0024(9) C13 0.0229(12) 0.0183(12) 0.0269(12) 0.0010(10) 0.0099(10) -0.0044(9) C14 0.0271(12) 0.0190(12) 0.0293(13) 0.0030(10) 0.0160(10) -0.0012(10) C15 0.0222(12) 0.0187(11) 0.0220(11) 0.0027(9) 0.0086(9) 0.0067(9) C16 0.0163(10) 0.0198(15) 0.0187(10) 0.0029(8) 0.0045(8) 0.0046(8) C17 0.0231(12) 0.0242(13) 0.0255(12) -0.0026(10) 0.0102(10) -0.0001(10) C18 0.0247(13) 0.0342(15) 0.0243(12) -0.0079(11) 0.0056(10) 0.0013(11) C19 0.0290(13) 0.0380(16) 0.0192(11) 0.0008(10) 0.0096(10) 0.0092(10) C20 0.0285(13) 0.0256(14) 0.0253(12) 0.0066(9) 0.0147(10) 0.0078(9) C31 0.0241(12) 0.0159(11) 0.0180(11) 0.0026(9) 0.0091(9) -0.0025(9) C22 0.0222(11) 0.0164(11) 0.0219(11) -0.0002(9) 0.0060(9) -0.0010(9) C23 0.0206(12) 0.0223(13) 0.0201(12) -0.0032(10) 0.0054(9) -0.0027(10) C24 0.0213(12) 0.0259(13) 0.0265(13) -0.0037(10) 0.0075(10) -0.0018(10) C25 0.0238(13) 0.0237(13) 0.0355(14) -0.0028(11) 0.0054(10) 0.0015(10) C26 0.0305(14) 0.0248(14) 0.0284(13) 0.0071(11) 0.0020(10) 0.0053(11) C27 0.0308(13) 0.0218(13) 0.0251(12) 0.0024(10) 0.0097(10) 0.0024(10) C28 0.0245(13) 0.0349(15) 0.0198(12) 0.0012(11) 0.0083(10) 0.0007(11) C29 0.0329(16) 0.0411(17) 0.0488(17) 0.0004(15) 0.0094(13) 0.0129(13) C30 0.062(2) 0.0446(18) 0.0325(15) 0.0204(14) 0.0221(14) 0.0248(16) C21 0.0168(11) 0.0160(11) 0.0213(11) -0.0013(9) 0.0053(9) -0.0051(9) C32 0.0216(11) 0.0180(11) 0.0191(11) -0.0044(9) 0.0068(9) -0.0009(9) C33 0.0214(12) 0.0213(12) 0.0219(11) -0.0062(10) 0.0071(9) -0.0033(9) C34 0.0213(12) 0.0332(15) 0.0327(13) -0.0053(12) 0.0098(10) -0.0011(11) C35 0.0253(13) 0.0314(15) 0.0342(14) -0.0064(12) 0.0031(11) 0.0087(11) C36 0.0343(14) 0.0232(14) 0.0257(13) -0.0024(11) 0.0041(10) 0.0042(12) C37 0.0280(14) 0.0206(13) 0.0175(12) -0.0027(10) 0.0049(10) -0.0013(11) C38 0.0229(10) 0.0260(11) 0.0260(10) -0.0022(15) 0.0114(8) 0.0001(15) C39 0.0329(16) 0.050(2) 0.059(2) 0.0027(16) 0.0097(14) 0.0192(15) C40 0.0343(14) 0.0208(13) 0.0266(13) 0.0020(10) 0.0101(11) -0.0018(11) C41 0.0232(14) 0.0440(18) 0.0494(17) -0.0040(14) 0.0105(12) 0.0043(12) C42 0.0294(13) 0.043(2) 0.0442(14) -0.0067(12) 0.0232(11) -0.0092(11) C43 0.0352(14) 0.0371(16) 0.0239(12) 0.0009(11) 0.0143(11) -0.0086(12) C44 0.0425(14) 0.0577(17) 0.0220(11) 0.0024(19) 0.0030(10) -0.017(2) C45 0.0309(16) 0.0329(17) 0.067(2) -0.0227(15) 0.0179(14) -0.0052(12) C46 0.0289(14) 0.0273(14) 0.0450(16) -0.0044(12) 0.0146(12) -0.0068(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Nb1 N4 1.9623(18) . ? Nb1 N3 1.9740(19) . ? Nb1 N5 2.020(2) . ? Nb1 O2 2.0821(15) . ? Nb1 O1 2.1845(15) . ? Nb1 N1 2.2977(18) . ? Nb1 C21 2.675(2) . ? O2 C31 1.322(3) . ? O1 C21 1.297(2) . ? N2 C31 1.284(3) . ? N2 C2 1.401(3) . ? N1 C21 1.317(3) . ? N1 C12 1.423(3) . ? N3 C41 1.456(3) . ? N3 C42 1.461(3) . ? N4 C44 1.461(3) . ? N4 C43 1.475(3) . ? N5 C45 1.464(3) . ? N5 C46 1.465(3) . ? C1 C2 1.382(3) . ? C1 C6 1.443(3) . ? C1 C11 1.514(3) . ? C2 C3 1.432(3) . ? C3 C4 1.359(4) . ? C3 H3 0.9500 . ? C4 C5 1.417(3) . ? C4 H4 0.9500 . ? C5 C10 1.421(3) . ? C5 C6 1.429(3) . ? C6 C7 1.413(3) . ? C7 C8 1.369(3) . ? C7 H7 0.9500 . ? C8 C9 1.416(4) . ? C8 H8 0.9500 . ? C9 C10 1.348(4) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.380(3) . ? C11 C16 1.449(3) . ? C12 C13 1.420(3) . ? C13 C14 1.353(3) . ? C13 H13 0.9500 . ? C14 C15 1.419(3) . ? C14 H14 0.9500 . ? C15 C16 1.411(3) . ? C15 C20 1.426(3) . ? C16 C17 1.416(3) . ? C17 C18 1.369(3) . ? C17 H17 0.9500 . ? C18 C19 1.412(3) . ? C18 H18 0.9500 . ? C19 C20 1.355(3) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C31 C22 1.498(3) . ? C22 C27 1.391(3) . ? C22 C23 1.418(3) . ? C23 C24 1.391(3) . ? C23 C28 1.508(3) . ? C24 C25 1.389(3) . ? C24 H24 0.9500 . ? C25 C26 1.382(3) . ? C25 C29 1.501(3) . ? C26 C27 1.397(3) . ? C26 H26 0.9500 . ? C27 C30 1.520(3) . ? 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 . ? C21 C32 1.485(3) . ? C32 C37 1.402(3) . ? C32 C33 1.413(3) . ? C33 C34 1.388(3) . ? C33 C38 1.499(4) . ? C34 C35 1.386(4) . ? C34 H34 0.9500 . ? C35 C36 1.391(4) . ? C35 C39 1.516(3) . ? C36 C37 1.386(3) . ? C36 H36 0.9500 . ? C37 C40 1.522(3) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 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 N4 Nb1 N3 108.16(8) . . ? N4 Nb1 N5 95.63(8) . . ? N3 Nb1 N5 89.47(8) . . ? N4 Nb1 O2 91.13(7) . . ? N3 Nb1 O2 93.29(7) . . ? N5 Nb1 O2 171.53(7) . . ? N4 Nb1 O1 84.78(7) . . ? N3 Nb1 O1 166.87(7) . . ? N5 Nb1 O1 87.00(7) . . ? O2 Nb1 O1 88.54(6) . . ? N4 Nb1 N1 140.85(7) . . ? N3 Nb1 N1 109.56(7) . . ? N5 Nb1 N1 94.82(7) . . ? O2 Nb1 N1 76.70(6) . . ? O1 Nb1 N1 58.24(6) . . ? N4 Nb1 C21 112.53(7) . . ? N3 Nb1 C21 138.96(7) . . ? N5 Nb1 C21 91.68(7) . . ? O2 Nb1 C21 80.98(7) . . ? O1 Nb1 C21 28.76(6) . . ? N1 Nb1 C21 29.49(6) . . ? C31 O2 Nb1 136.77(14) . . ? C21 O1 Nb1 97.11(12) . . ? C31 N2 C2 122.45(19) . . ? C21 N1 C12 127.73(18) . . ? C21 N1 Nb1 91.34(13) . . ? C12 N1 Nb1 138.58(14) . . ? C41 N3 C42 110.9(2) . . ? C41 N3 Nb1 125.61(16) . . ? C42 N3 Nb1 123.47(17) . . ? C44 N4 C43 109.47(18) . . ? C44 N4 Nb1 126.64(18) . . ? C43 N4 Nb1 120.20(14) . . ? C45 N5 C46 107.5(2) . . ? C45 N5 Nb1 123.92(16) . . ? C46 N5 Nb1 128.32(16) . . ? C2 C1 C6 119.6(2) . . ? C2 C1 C11 121.6(2) . . ? C6 C1 C11 118.3(2) . . ? C1 C2 N2 123.52(19) . . ? C1 C2 C3 119.8(2) . . ? N2 C2 C3 115.9(2) . . ? C4 C3 C2 121.2(2) . . ? C4 C3 H3 119.4 . . ? C2 C3 H3 119.4 . . ? C3 C4 C5 121.0(2) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C4 C5 C10 122.3(2) . . ? C4 C5 C6 118.8(2) . . ? C10 C5 C6 118.8(2) . . ? C7 C6 C5 118.0(2) . . ? C7 C6 C1 122.5(2) . . ? C5 C6 C1 119.5(2) . . ? C8 C7 C6 121.4(2) . . ? C8 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C7 C8 C9 120.2(3) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C10 C9 C8 119.9(2) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C9 C10 C5 121.6(2) . . ? C9 C10 H10 119.2 . . ? C5 C10 H10 119.2 . . ? C12 C11 C16 118.19(19) . . ? C12 C11 C1 124.83(18) . . ? C16 C11 C1 116.97(19) . . ? C11 C12 C13 120.42(19) . . ? C11 C12 N1 124.00(19) . . ? C13 C12 N1 115.45(19) . . ? C14 C13 C12 122.0(2) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C13 C14 C15 119.7(2) . . ? C13 C14 H14 120.2 . . ? C15 C14 H14 120.2 . . ? C16 C15 C14 119.50(19) . . ? C16 C15 C20 119.4(2) . . ? C14 C15 C20 121.1(2) . . ? C15 C16 C17 118.37(19) . . ? C15 C16 C11 120.0(2) . . ? C17 C16 C11 121.6(2) . . ? C18 C17 C16 120.8(2) . . ? C18 C17 H17 119.6 . . ? C16 C17 H17 119.6 . . ? C17 C18 C19 120.7(2) . . ? C17 C18 H18 119.7 . . ? C19 C18 H18 119.7 . . ? C20 C19 C18 119.8(2) . . ? C20 C19 H19 120.1 . . ? C18 C19 H19 120.1 . . ? C19 C20 C15 120.9(2) . . ? C19 C20 H20 119.6 . . ? C15 C20 H20 119.6 . . ? N2 C31 O2 125.0(2) . . ? N2 C31 C22 116.5(2) . . ? O2 C31 C22 118.43(19) . . ? C27 C22 C23 119.8(2) . . ? C27 C22 C31 120.4(2) . . ? C23 C22 C31 119.61(19) . . ? C24 C23 C22 118.3(2) . . ? C24 C23 C28 119.0(2) . . ? C22 C23 C28 122.7(2) . . ? C25 C24 C23 122.6(2) . . ? C25 C24 H24 118.7 . . ? C23 C24 H24 118.7 . . ? C26 C25 C24 117.8(2) . . ? C26 C25 C29 121.5(2) . . ? C24 C25 C29 120.6(2) . . ? C25 C26 C27 122.0(2) . . ? C25 C26 H26 119.0 . . ? C27 C26 H26 119.0 . . ? C22 C27 C26 119.5(2) . . ? C22 C27 C30 121.9(2) . . ? C26 C27 C30 118.6(2) . . ? C23 C28 H28A 109.5 . . ? C23 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C23 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O1 C21 N1 113.25(19) . . ? O1 C21 C32 117.48(18) . . ? N1 C21 C32 129.18(19) . . ? O1 C21 Nb1 54.13(10) . . ? N1 C21 Nb1 59.17(11) . . ? C32 C21 Nb1 171.58(15) . . ? C37 C32 C33 120.6(2) . . ? C37 C32 C21 120.7(2) . . ? C33 C32 C21 118.3(2) . . ? C34 C33 C32 117.8(2) . . ? C34 C33 C38 119.9(2) . . ? C32 C33 C38 122.2(2) . . ? C35 C34 C33 122.5(2) . . ? C35 C34 H34 118.7 . . ? C33 C34 H34 118.7 . . ? C34 C35 C36 118.4(2) . . ? C34 C35 C39 121.0(3) . . ? C36 C35 C39 120.5(3) . . ? C37 C36 C35 121.5(3) . . ? C37 C36 H36 119.2 . . ? C35 C36 H36 119.2 . . ? C36 C37 C32 119.1(2) . . ? C36 C37 C40 118.7(2) . . ? C32 C37 C40 122.2(2) . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C35 C39 H39A 109.5 . . ? C35 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C35 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N3 C41 H41A 109.5 . . ? N3 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N3 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N3 C42 H42A 109.5 . . ? N3 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N3 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N4 C43 H43A 109.5 . . ? N4 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? N4 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N4 C44 H44A 109.5 . . ? N4 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? N4 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N5 C45 H45A 109.5 . . ? N5 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? N5 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N5 C46 H46A 109.5 . . ? N5 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? N5 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 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 N4 Nb1 O2 C31 -139.7(2) . . . . ? N3 Nb1 O2 C31 -31.4(2) . . . . ? N5 Nb1 O2 C31 77.4(5) . . . . ? O1 Nb1 O2 C31 135.6(2) . . . . ? N1 Nb1 O2 C31 77.9(2) . . . . ? C21 Nb1 O2 C31 107.7(2) . . . . ? N4 Nb1 O1 C21 -165.04(14) . . . . ? N3 Nb1 O1 C21 24.4(4) . . . . ? N5 Nb1 O1 C21 99.02(14) . . . . ? O2 Nb1 O1 C21 -73.77(13) . . . . ? N1 Nb1 O1 C21 1.46(12) . . . . ? N4 Nb1 N1 C21 20.16(19) . . . . ? N3 Nb1 N1 C21 -176.03(13) . . . . ? N5 Nb1 N1 C21 -84.88(14) . . . . ? O2 Nb1 N1 C21 95.20(13) . . . . ? O1 Nb1 N1 C21 -1.43(12) . . . . ? N4 Nb1 N1 C12 -142.0(2) . . . . ? N3 Nb1 N1 C12 21.8(2) . . . . ? N5 Nb1 N1 C12 113.0(2) . . . . ? O2 Nb1 N1 C12 -66.9(2) . . . . ? O1 Nb1 N1 C12 -163.6(2) . . . . ? C21 Nb1 N1 C12 -162.1(3) . . . . ? N4 Nb1 N3 C41 -5.0(2) . . . . ? N5 Nb1 N3 C41 90.8(2) . . . . ? O2 Nb1 N3 C41 -97.2(2) . . . . ? O1 Nb1 N3 C41 165.1(3) . . . . ? N1 Nb1 N3 C41 -174.3(2) . . . . ? C21 Nb1 N3 C41 -177.27(18) . . . . ? N4 Nb1 N3 C42 177.66(18) . . . . ? N5 Nb1 N3 C42 -86.59(19) . . . . ? O2 Nb1 N3 C42 85.39(18) . . . . ? O1 Nb1 N3 C42 -12.3(4) . . . . ? N1 Nb1 N3 C42 8.3(2) . . . . ? C21 Nb1 N3 C42 5.4(2) . . . . ? N3 Nb1 N4 C44 80.1(2) . . . . ? N5 Nb1 N4 C44 -11.2(2) . . . . ? O2 Nb1 N4 C44 174.0(2) . . . . ? O1 Nb1 N4 C44 -97.6(2) . . . . ? N1 Nb1 N4 C44 -115.9(2) . . . . ? C21 Nb1 N4 C44 -105.3(2) . . . . ? N3 Nb1 N4 C43 -123.89(18) . . . . ? N5 Nb1 N4 C43 144.82(18) . . . . ? O2 Nb1 N4 C43 -30.06(18) . . . . ? O1 Nb1 N4 C43 58.37(18) . . . . ? N1 Nb1 N4 C43 40.1(2) . . . . ? C21 Nb1 N4 C43 50.6(2) . . . . ? N4 Nb1 N5 C45 -70.0(2) . . . . ? N3 Nb1 N5 C45 -178.2(2) . . . . ? O2 Nb1 N5 C45 72.7(5) . . . . ? O1 Nb1 N5 C45 14.5(2) . . . . ? N1 Nb1 N5 C45 72.2(2) . . . . ? C21 Nb1 N5 C45 42.8(2) . . . . ? N4 Nb1 N5 C46 116.8(2) . . . . ? N3 Nb1 N5 C46 8.6(2) . . . . ? O2 Nb1 N5 C46 -100.5(5) . . . . ? O1 Nb1 N5 C46 -158.8(2) . . . . ? N1 Nb1 N5 C46 -101.0(2) . . . . ? C21 Nb1 N5 C46 -130.4(2) . . . . ? C6 C1 C2 N2 166.8(2) . . . . ? C11 C1 C2 N2 -5.2(3) . . . . ? C6 C1 C2 C3 -3.0(3) . . . . ? C11 C1 C2 C3 -175.1(2) . . . . ? C31 N2 C2 C1 87.3(3) . . . . ? C31 N2 C2 C3 -102.5(3) . . . . ? C1 C2 C3 C4 0.9(4) . . . . ? N2 C2 C3 C4 -169.7(2) . . . . ? C2 C3 C4 C5 1.3(4) . . . . ? C3 C4 C5 C10 177.7(2) . . . . ? C3 C4 C5 C6 -1.2(3) . . . . ? C4 C5 C6 C7 178.6(2) . . . . ? C10 C5 C6 C7 -0.3(3) . . . . ? C4 C5 C6 C1 -0.9(3) . . . . ? C10 C5 C6 C1 -179.9(2) . . . . ? C2 C1 C6 C7 -176.48(19) . . . . ? C11 C1 C6 C7 -4.1(3) . . . . ? C2 C1 C6 C5 3.0(3) . . . . ? C11 C1 C6 C5 175.37(19) . . . . ? C5 C6 C7 C8 0.3(3) . . . . ? C1 C6 C7 C8 179.8(2) . . . . ? C6 C7 C8 C9 -0.2(4) . . . . ? C7 C8 C9 C10 0.2(4) . . . . ? C8 C9 C10 C5 -0.2(4) . . . . ? C4 C5 C10 C9 -178.6(2) . . . . ? C6 C5 C10 C9 0.3(3) . . . . ? C2 C1 C11 C12 -80.9(3) . . . . ? C6 C1 C11 C12 106.9(3) . . . . ? C2 C1 C11 C16 98.1(2) . . . . ? C6 C1 C11 C16 -74.1(3) . . . . ? C16 C11 C12 C13 1.8(3) . . . . ? C1 C11 C12 C13 -179.2(2) . . . . ? C16 C11 C12 N1 -173.77(19) . . . . ? C1 C11 C12 N1 5.2(4) . . . . ? C21 N1 C12 C11 -58.2(3) . . . . ? Nb1 N1 C12 C11 99.0(3) . . . . ? C21 N1 C12 C13 126.0(2) . . . . ? Nb1 N1 C12 C13 -76.8(3) . . . . ? C11 C12 C13 C14 1.7(3) . . . . ? N1 C12 C13 C14 177.7(2) . . . . ? C12 C13 C14 C15 -3.0(4) . . . . ? C13 C14 C15 C16 0.7(3) . . . . ? C13 C14 C15 C20 -179.9(2) . . . . ? C14 C15 C16 C17 -176.9(2) . . . . ? C20 C15 C16 C17 3.7(3) . . . . ? C14 C15 C16 C11 2.8(3) . . . . ? C20 C15 C16 C11 -176.6(2) . . . . ? C12 C11 C16 C15 -4.0(3) . . . . ? C1 C11 C16 C15 176.9(2) . . . . ? C12 C11 C16 C17 175.7(2) . . . . ? C1 C11 C16 C17 -3.4(3) . . . . ? C15 C16 C17 C18 -2.9(3) . . . . ? C11 C16 C17 C18 177.4(2) . . . . ? C16 C17 C18 C19 -0.1(4) . . . . ? C17 C18 C19 C20 2.3(4) . . . . ? C18 C19 C20 C15 -1.4(4) . . . . ? C16 C15 C20 C19 -1.6(3) . . . . ? C14 C15 C20 C19 179.0(2) . . . . ? C2 N2 C31 O2 1.3(3) . . . . ? C2 N2 C31 C22 178.22(19) . . . . ? Nb1 O2 C31 N2 -123.2(2) . . . . ? Nb1 O2 C31 C22 59.9(3) . . . . ? N2 C31 C22 C27 -123.5(2) . . . . ? O2 C31 C22 C27 53.7(3) . . . . ? N2 C31 C22 C23 52.1(3) . . . . ? O2 C31 C22 C23 -130.8(2) . . . . ? C27 C22 C23 C24 0.2(3) . . . . ? C31 C22 C23 C24 -175.4(2) . . . . ? C27 C22 C23 C28 179.3(2) . . . . ? C31 C22 C23 C28 3.8(3) . . . . ? C22 C23 C24 C25 0.8(4) . . . . ? C28 C23 C24 C25 -178.4(2) . . . . ? C23 C24 C25 C26 -0.9(4) . . . . ? C23 C24 C25 C29 176.3(2) . . . . ? C24 C25 C26 C27 0.0(4) . . . . ? C29 C25 C26 C27 -177.1(3) . . . . ? C23 C22 C27 C26 -1.0(4) . . . . ? C31 C22 C27 C26 174.5(2) . . . . ? C23 C22 C27 C30 -178.7(2) . . . . ? C31 C22 C27 C30 -3.2(4) . . . . ? C25 C26 C27 C22 0.9(4) . . . . ? C25 C26 C27 C30 178.7(3) . . . . ? Nb1 O1 C21 N1 -2.4(2) . . . . ? Nb1 O1 C21 C32 -179.29(17) . . . . ? C12 N1 C21 O1 167.4(2) . . . . ? Nb1 N1 C21 O1 2.23(19) . . . . ? C12 N1 C21 C32 -16.2(4) . . . . ? Nb1 N1 C21 C32 178.7(2) . . . . ? C12 N1 C21 Nb1 165.1(2) . . . . ? N4 Nb1 C21 O1 16.16(15) . . . . ? N3 Nb1 C21 O1 -171.77(14) . . . . ? N5 Nb1 C21 O1 -80.64(13) . . . . ? O2 Nb1 C21 O1 103.62(13) . . . . ? N1 Nb1 C21 O1 -177.5(2) . . . . ? N4 Nb1 C21 N1 -166.37(13) . . . . ? N3 Nb1 C21 N1 5.70(19) . . . . ? N5 Nb1 C21 N1 96.83(14) . . . . ? O2 Nb1 C21 N1 -78.91(13) . . . . ? O1 Nb1 C21 N1 177.5(2) . . . . ? N4 Nb1 C21 C32 20.5(11) . . . . ? N3 Nb1 C21 C32 -167.4(11) . . . . ? N5 Nb1 C21 C32 -76.3(11) . . . . ? O2 Nb1 C21 C32 108.0(11) . . . . ? O1 Nb1 C21 C32 4.3(10) . . . . ? N1 Nb1 C21 C32 -173.1(12) . . . . ? O1 C21 C32 C37 121.1(2) . . . . ? N1 C21 C32 C37 -55.3(3) . . . . ? Nb1 C21 C32 C37 117.1(10) . . . . ? O1 C21 C32 C33 -51.4(3) . . . . ? N1 C21 C32 C33 132.2(2) . . . . ? Nb1 C21 C32 C33 -55.4(12) . . . . ? C37 C32 C33 C34 2.7(3) . . . . ? C21 C32 C33 C34 175.2(2) . . . . ? C37 C32 C33 C38 -178.6(2) . . . . ? C21 C32 C33 C38 -6.1(3) . . . . ? C32 C33 C34 C35 -0.8(3) . . . . ? C38 C33 C34 C35 -179.5(2) . . . . ? C33 C34 C35 C36 -1.0(4) . . . . ? C33 C34 C35 C39 178.2(2) . . . . ? C34 C35 C36 C37 1.0(4) . . . . ? C39 C35 C36 C37 -178.3(2) . . . . ? C35 C36 C37 C32 0.9(4) . . . . ? C35 C36 C37 C40 -176.6(2) . . . . ? C33 C32 C37 C36 -2.8(3) . . . . ? C21 C32 C37 C36 -175.1(2) . . . . ? C33 C32 C37 C40 174.6(2) . . . . ? C21 C32 C37 C40 2.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.779 _refine_diff_density_min -0.539 _refine_diff_density_rms 0.065 # Attachment 'compound-5.cif.txt' data_compound5 _database_code_depnum_ccdc_archive 'CCDC 775658' #TrackingRef 'compound-5.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H52 N5 O2 Ta' _chemical_formula_sum 'C46 H52 N5 O2 Ta' _chemical_formula_weight 887.88 _chemical_absolute_configuration rmad 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' O O 0.0106 0.0060 '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 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.687(2) _cell_length_b 13.451(3) _cell_length_c 13.686(3) _cell_angle_alpha 90.00 _cell_angle_beta 108.63(3) _cell_angle_gamma 90.00 _cell_volume 2038.8(7) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 8175 _cell_measurement_theta_min 1.5 _cell_measurement_theta_max 27.9 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.14 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.446 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 2.739 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5840 _exptl_absorpt_correction_T_max 0.7003 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn CCD area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 18042 _diffrn_reflns_av_R_equivalents 0.0397 _diffrn_reflns_av_sigmaI/netI 0.0396 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 1.57 _diffrn_reflns_theta_max 27.92 _reflns_number_total 9255 _reflns_number_gt 9010 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.8' _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^)+(0.0562P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0447(10) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.001(7) _refine_ls_number_reflns 9255 _refine_ls_number_parameters 500 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0359 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0849 _refine_ls_wR_factor_gt 0.0843 _refine_ls_goodness_of_fit_ref 1.116 _refine_ls_restrained_S_all 1.116 _refine_ls_shift/su_max 0.110 _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 Ta1 Ta 0.356771(10) 0.25329(2) 0.096430(9) 0.01923(7) Uani 1 1 d . . . N1 N 0.4909(3) 0.3113(2) 0.2469(3) 0.0200(6) Uani 1 1 d . . . N2 N 0.5412(3) 0.0448(2) 0.3159(3) 0.0213(7) Uani 1 1 d . . . N3 N 0.3473(3) 0.2059(3) -0.0416(3) 0.0249(7) Uani 1 1 d . . . N4 N 0.2082(3) 0.2117(3) 0.1258(3) 0.0281(8) Uani 1 1 d . . . N5 N 0.2822(3) 0.3875(3) 0.0499(3) 0.0240(7) Uani 1 1 d . . . O1 O 0.5266(2) 0.3186(2) 0.1004(2) 0.0227(6) Uani 1 1 d . . . O2 O 0.4493(3) 0.1265(2) 0.1612(2) 0.0221(6) Uani 1 1 d . . . C1 C 0.5992(3) 0.2395(3) 0.4177(3) 0.0195(8) Uani 1 1 d . . . C2 C 0.5139(4) 0.3014(3) 0.3546(3) 0.0208(7) Uani 1 1 d . . . C3 C 0.4360(4) 0.3575(3) 0.3958(3) 0.0246(8) Uani 1 1 d . . . H3A H 0.3765 0.3991 0.3509 0.030 Uiso 1 1 calc R . . C4 C 0.4442(4) 0.3532(3) 0.4967(3) 0.0259(8) Uani 1 1 d . . . H4A H 0.3932 0.3932 0.5223 0.031 Uiso 1 1 calc R . . C5 C 0.5288(4) 0.2888(3) 0.5632(3) 0.0232(8) Uani 1 1 d . . . C6 C 0.6040(3) 0.2297(3) 0.5240(3) 0.0219(8) Uani 1 1 d . . . C7 C 0.6854(4) 0.1623(3) 0.5918(3) 0.0267(8) Uani 1 1 d . . . H7 H 0.7356 0.1212 0.5663 0.032 Uiso 1 1 calc R . . C8 C 0.6920(4) 0.1559(4) 0.6938(4) 0.0314(9) Uani 1 1 d . . . H8 H 0.7448 0.1090 0.7377 0.038 Uiso 1 1 calc R . . C9 C 0.6205(4) 0.2189(4) 0.7336(4) 0.0301(9) Uani 1 1 d . . . H9 H 0.6294 0.2172 0.8050 0.036 Uiso 1 1 calc R . . C10 C 0.5391(4) 0.2820(3) 0.6701(4) 0.0278(10) Uani 1 1 d . . . H10 H 0.4889 0.3217 0.6969 0.033 Uiso 1 1 calc R . . C11 C 0.6867(4) 0.1783(3) 0.3820(3) 0.0207(7) Uani 1 1 d . . . C12 C 0.6543(3) 0.0890(3) 0.3317(3) 0.0194(7) Uani 1 1 d . . . C13 C 0.7414(5) 0.0291(4) 0.3068(4) 0.0260(10) Uani 1 1 d . . . H13 H 0.7172 -0.0319 0.2711 0.031 Uiso 1 1 calc R . . C14 C 0.8599(4) 0.0585(3) 0.3337(4) 0.0285(9) Uani 1 1 d . . . H14 H 0.9165 0.0186 0.3147 0.034 Uiso 1 1 calc R . . C15 C 0.8986(4) 0.1476(3) 0.3892(3) 0.0260(9) Uani 1 1 d . . . C16 C 0.8115(4) 0.2088(3) 0.4132(3) 0.0238(8) Uani 1 1 d . . . C17 C 0.8531(4) 0.2957(3) 0.4715(4) 0.0273(8) Uani 1 1 d . . . H17 H 0.7972 0.3369 0.4899 0.033 Uiso 1 1 calc R . . C18 C 0.9736(4) 0.3218(4) 0.5022(4) 0.0350(10) Uani 1 1 d . . . H18 H 0.9997 0.3810 0.5409 0.042 Uiso 1 1 calc R . . C19 C 1.0578(4) 0.2617(6) 0.4767(4) 0.0375(11) Uani 1 1 d . . . H19 H 1.1406 0.2801 0.4982 0.045 Uiso 1 1 calc R . . C20 C 1.0214(4) 0.1774(4) 0.4216(4) 0.0338(10) Uani 1 1 d . . . H20 H 1.0792 0.1375 0.4043 0.041 Uiso 1 1 calc R . . C21 C 0.5672(4) 0.3356(3) 0.1998(3) 0.0213(7) Uani 1 1 d . . . C22 C 0.6862(3) 0.3845(3) 0.2397(3) 0.0222(8) Uani 1 1 d . . . C23 C 0.7844(4) 0.3441(3) 0.2142(3) 0.0241(8) Uani 1 1 d . . . C24 C 0.8940(4) 0.3942(4) 0.2470(4) 0.0319(10) Uani 1 1 d . . . H24 H 0.9612 0.3670 0.2314 0.038 Uiso 1 1 calc R . . C25 C 0.9083(4) 0.4822(4) 0.3017(4) 0.0353(10) Uani 1 1 d . . . C26 C 0.8102(5) 0.5221(4) 0.3237(4) 0.0321(10) Uani 1 1 d . . . H26 H 0.8194 0.5828 0.3609 0.039 Uiso 1 1 calc R . . C27 C 0.6984(5) 0.4752(4) 0.2926(4) 0.0264(10) Uani 1 1 d . . . C28 C 0.7743(3) 0.2497(5) 0.1554(3) 0.0270(7) Uani 1 1 d . . . H28A H 0.7384 0.2632 0.0815 0.040 Uiso 1 1 calc R . . H28B H 0.7229 0.2029 0.1772 0.040 Uiso 1 1 calc R . . H28C H 0.8547 0.2207 0.1686 0.040 Uiso 1 1 calc R . . C29 C 1.0310(5) 0.5328(5) 0.3395(5) 0.0536(16) Uani 1 1 d . . . H29A H 1.0212 0.6008 0.3615 0.080 Uiso 1 1 calc R . . H29B H 1.0664 0.5348 0.2836 0.080 Uiso 1 1 calc R . . H29C H 1.0843 0.4955 0.3979 0.080 Uiso 1 1 calc R . . C30 C 0.5935(4) 0.5266(3) 0.3126(4) 0.0297(9) Uani 1 1 d . . . H30A H 0.5202 0.5161 0.2538 0.045 Uiso 1 1 calc R . . H30B H 0.6102 0.5980 0.3218 0.045 Uiso 1 1 calc R . . H30C H 0.5819 0.4992 0.3751 0.045 Uiso 1 1 calc R . . C31 C 0.4489(4) 0.0648(3) 0.2365(3) 0.0218(8) Uani 1 1 d . . . C32 C 0.3355(4) 0.0084(3) 0.2284(3) 0.0228(8) Uani 1 1 d . . . C33 C 0.2910(4) 0.0064(3) 0.3124(3) 0.0251(8) Uani 1 1 d . . . C34 C 0.1898(4) -0.0514(3) 0.3053(4) 0.0282(9) Uani 1 1 d . . . H34 H 0.1585 -0.0517 0.3613 0.034 Uiso 1 1 calc R . . C35 C 0.1336(4) -0.1082(3) 0.2197(4) 0.0333(10) Uani 1 1 d . . . C36 C 0.1793(5) -0.1045(4) 0.1377(4) 0.0353(10) Uani 1 1 d . . . H36 H 0.1410 -0.1427 0.0778 0.042 Uiso 1 1 calc R . . C37 C 0.2785(4) -0.0472(3) 0.1398(4) 0.0309(9) Uani 1 1 d . . . C38 C 0.3483(4) 0.0643(4) 0.4100(3) 0.0289(9) Uani 1 1 d . . . H38A H 0.2923 0.0677 0.4501 0.043 Uiso 1 1 calc R . . H38B H 0.3669 0.1318 0.3925 0.043 Uiso 1 1 calc R . . H38C H 0.4229 0.0312 0.4508 0.043 Uiso 1 1 calc R . . C39 C 0.0316(5) -0.1741(5) 0.2182(5) 0.0458(13) Uani 1 1 d . . . H39A H 0.0608 -0.2282 0.2680 0.069 Uiso 1 1 calc R . . H39B H -0.0039 -0.2021 0.1489 0.069 Uiso 1 1 calc R . . H39C H -0.0298 -0.1357 0.2366 0.069 Uiso 1 1 calc R . . C40 C 0.3237(6) -0.0481(5) 0.0492(5) 0.0474(14) Uani 1 1 d . . . H40A H 0.2936 -0.1075 0.0075 0.071 Uiso 1 1 calc R . . H40B H 0.4122 -0.0488 0.0735 0.071 Uiso 1 1 calc R . . H40C H 0.2950 0.0115 0.0073 0.071 Uiso 1 1 calc R . . C41 C 0.2752(5) 0.2479(7) -0.1398(3) 0.0456(12) Uani 1 1 d . . . H41A H 0.3282 0.2816 -0.1720 0.068 Uiso 1 1 calc R . . H41B H 0.2175 0.2957 -0.1284 0.068 Uiso 1 1 calc R . . H41C H 0.2312 0.1945 -0.1851 0.068 Uiso 1 1 calc R . . C42 C 0.4407(5) 0.1433(4) -0.0582(4) 0.0347(10) Uani 1 1 d . . . H42A H 0.4034 0.0859 -0.1005 0.052 Uiso 1 1 calc R . . H42B H 0.4950 0.1203 0.0084 0.052 Uiso 1 1 calc R . . H42C H 0.4868 0.1816 -0.0938 0.052 Uiso 1 1 calc R . . C43 C 0.1050(5) 0.1652(5) 0.0503(5) 0.0445(13) Uani 1 1 d . . . H43A H 0.0884 0.1009 0.0768 0.067 Uiso 1 1 calc R . . H43B H 0.1229 0.1549 -0.0143 0.067 Uiso 1 1 calc R . . H43C H 0.0342 0.2084 0.0374 0.067 Uiso 1 1 calc R . . C44 C 0.1847(5) 0.2305(4) 0.2220(4) 0.0403(13) Uani 1 1 d . . . H44A H 0.1180 0.2780 0.2100 0.060 Uiso 1 1 calc R . . H44B H 0.2572 0.2581 0.2725 0.060 Uiso 1 1 calc R . . H44C H 0.1628 0.1681 0.2484 0.060 Uiso 1 1 calc R . . C45 C 0.1709(5) 0.4275(4) 0.0584(4) 0.0374(11) Uani 1 1 d . . . H45A H 0.1894 0.4792 0.1116 0.056 Uiso 1 1 calc R . . H45B H 0.1248 0.3741 0.0772 0.056 Uiso 1 1 calc R . . H45C H 0.1232 0.4562 -0.0079 0.056 Uiso 1 1 calc R . . C46 C 0.3390(5) 0.4642(4) 0.0066(6) 0.0555(18) Uani 1 1 d . . . H46A H 0.2851 0.4828 -0.0619 0.083 Uiso 1 1 calc R . . H46B H 0.4152 0.4390 0.0007 0.083 Uiso 1 1 calc R . . H46C H 0.3551 0.5227 0.0517 0.083 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 0.01603(9) 0.02317(9) 0.01937(9) 0.00163(8) 0.00687(5) 0.00202(8) N1 0.0177(15) 0.0233(16) 0.0198(17) 0.0017(12) 0.0072(13) 0.0040(12) N2 0.0200(16) 0.0208(15) 0.0240(17) -0.0017(13) 0.0082(13) 0.0006(12) N3 0.0236(18) 0.0312(17) 0.0208(17) -0.0018(14) 0.0085(14) 0.0028(13) N4 0.0198(17) 0.0324(17) 0.035(2) 0.0067(15) 0.0136(15) 0.0038(13) N5 0.0202(16) 0.0232(16) 0.0271(19) 0.0067(14) 0.0053(14) 0.0044(12) O1 0.0152(13) 0.0320(15) 0.0208(14) 0.0021(11) 0.0057(11) -0.0015(10) O2 0.0251(14) 0.0216(13) 0.0208(14) 0.0029(11) 0.0091(11) 0.0028(10) C1 0.0196(15) 0.023(3) 0.0168(15) -0.0004(15) 0.0072(12) -0.0016(15) C2 0.0169(18) 0.0243(19) 0.020(2) -0.0014(15) 0.0045(15) -0.0010(14) C3 0.029(2) 0.0191(17) 0.028(2) 0.0013(15) 0.0123(17) 0.0039(15) C4 0.029(2) 0.0214(18) 0.031(2) -0.0026(16) 0.0154(18) 0.0032(15) C5 0.026(2) 0.0235(16) 0.024(2) -0.0037(15) 0.0131(16) -0.0058(14) C6 0.0189(17) 0.024(2) 0.0222(18) -0.0029(13) 0.0062(14) -0.0039(12) C7 0.022(2) 0.031(2) 0.028(2) 0.0038(17) 0.0081(17) -0.0002(15) C8 0.030(2) 0.040(2) 0.023(2) 0.0083(18) 0.0077(18) 0.0008(18) C9 0.036(2) 0.035(2) 0.022(2) 0.0021(16) 0.0133(18) -0.0086(17) C10 0.034(2) 0.032(2) 0.024(2) -0.0056(15) 0.0184(18) -0.0090(15) C11 0.0218(19) 0.0196(17) 0.022(2) 0.0031(15) 0.0087(15) 0.0036(14) C12 0.0205(18) 0.0186(17) 0.0188(18) 0.0028(14) 0.0057(15) 0.0024(13) C13 0.032(3) 0.0195(19) 0.029(2) 0.0022(17) 0.014(2) 0.0063(19) C14 0.025(2) 0.035(2) 0.028(2) 0.0075(18) 0.0119(18) 0.0147(17) C15 0.0167(19) 0.033(2) 0.028(2) 0.0095(17) 0.0077(17) 0.0060(15) C16 0.020(2) 0.0281(18) 0.024(2) 0.0062(17) 0.0080(17) 0.0050(15) C17 0.023(2) 0.0301(19) 0.030(2) 0.0028(18) 0.0094(18) -0.0017(16) C18 0.026(2) 0.044(3) 0.030(2) 0.000(2) 0.0026(19) -0.0080(18) C19 0.0192(17) 0.054(3) 0.037(2) 0.012(3) 0.0048(15) -0.005(3) C20 0.018(2) 0.044(3) 0.038(3) 0.014(2) 0.0088(18) 0.0057(18) C21 0.0184(18) 0.0198(18) 0.024(2) 0.0031(14) 0.0045(15) 0.0050(13) C22 0.0186(18) 0.0233(18) 0.024(2) 0.0031(15) 0.0053(15) 0.0003(14) C23 0.0227(19) 0.0263(19) 0.023(2) 0.0079(16) 0.0070(16) 0.0027(15) C24 0.021(2) 0.038(2) 0.038(3) 0.010(2) 0.0106(18) 0.0011(17) C25 0.027(2) 0.032(2) 0.042(3) 0.007(2) 0.004(2) -0.0082(18) C26 0.035(2) 0.028(2) 0.030(2) 0.0012(18) 0.0050(19) -0.0062(19) C27 0.028(3) 0.026(2) 0.023(2) 0.0031(17) 0.0052(19) -0.0010(18) C28 0.0250(16) 0.0311(18) 0.0286(18) -0.003(3) 0.0137(14) 0.002(3) C29 0.038(3) 0.054(3) 0.063(4) 0.005(3) 0.007(3) -0.021(3) C30 0.039(2) 0.0217(19) 0.030(2) 0.0002(16) 0.0129(19) 0.0019(17) C31 0.026(2) 0.0174(16) 0.024(2) -0.0026(14) 0.0109(16) 0.0023(13) C32 0.025(2) 0.0191(17) 0.023(2) -0.0001(14) 0.0065(16) 0.0008(14) C33 0.021(2) 0.026(2) 0.027(2) 0.0011(17) 0.0071(17) 0.0026(15) C34 0.023(2) 0.033(2) 0.031(2) 0.0059(18) 0.0112(18) 0.0015(16) C35 0.024(2) 0.029(2) 0.043(3) 0.0028(19) 0.0062(19) -0.0024(16) C36 0.040(3) 0.032(2) 0.030(2) -0.0047(19) 0.005(2) -0.0093(19) C37 0.030(2) 0.028(2) 0.033(2) -0.0024(17) 0.0075(19) -0.0027(17) C38 0.023(2) 0.044(2) 0.020(2) -0.0032(18) 0.0073(16) -0.0005(17) C39 0.036(3) 0.050(3) 0.050(3) -0.003(3) 0.012(2) -0.012(2) C40 0.060(3) 0.051(3) 0.037(3) -0.021(2) 0.024(3) -0.024(3) C41 0.045(3) 0.059(3) 0.027(2) -0.001(3) 0.0032(18) 0.017(4) C42 0.037(3) 0.043(3) 0.029(2) 0.000(2) 0.018(2) 0.010(2) C43 0.027(3) 0.055(3) 0.051(3) 0.001(3) 0.013(2) -0.010(2) C44 0.033(2) 0.053(4) 0.043(3) 0.006(2) 0.025(2) 0.0046(19) C45 0.034(2) 0.030(2) 0.052(3) 0.008(2) 0.019(2) 0.0096(18) C46 0.035(3) 0.045(3) 0.091(5) 0.039(3) 0.026(3) 0.012(2) _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 1.963(3) . ? Ta1 N4 1.983(3) . ? Ta1 N5 2.017(3) . ? Ta1 O2 2.062(3) . ? Ta1 O1 2.155(3) . ? Ta1 N1 2.291(3) . ? Ta1 C21 2.656(4) . ? N1 C21 1.299(5) . ? N1 C2 1.417(5) . ? N2 C31 1.291(5) . ? N2 C12 1.402(5) . ? N3 C42 1.453(5) . ? N3 C41 1.452(6) . ? N4 C44 1.451(6) . ? N4 C43 1.455(7) . ? N5 C45 1.445(6) . ? N5 C46 1.453(6) . ? O1 C21 1.310(5) . ? O2 C31 1.324(5) . ? C1 C2 1.372(6) . ? C1 C6 1.443(5) . ? C1 C11 1.510(5) . ? C2 C3 1.430(6) . ? C3 C4 1.354(6) . ? C3 H3A 0.9500 . ? C4 C5 1.408(6) . ? C4 H4A 0.9500 . ? C5 C6 1.412(6) . ? C5 C10 1.432(6) . ? C6 C7 1.423(6) . ? C7 C8 1.376(6) . ? C7 H7 0.9500 . ? C8 C9 1.416(7) . ? C8 H8 0.9500 . ? C9 C10 1.360(7) . ? C9 H9 0.9500 . ? C10 H10 0.9500 . ? C11 C12 1.376(6) . ? C11 C16 1.442(6) . ? C12 C13 1.422(6) . ? C13 C14 1.373(7) . ? C13 H13 0.9500 . ? C14 C15 1.413(7) . ? C14 H14 0.9500 . ? C15 C16 1.427(6) . ? C15 C20 1.418(6) . ? C16 C17 1.411(6) . ? C17 C18 1.381(6) . ? C17 H17 0.9500 . ? C18 C19 1.401(8) . ? C18 H18 0.9500 . ? C19 C20 1.354(9) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 C22 1.476(5) . ? C22 C27 1.402(6) . ? C22 C23 1.410(5) . ? C23 C24 1.389(6) . ? C23 C28 1.489(7) . ? C24 C25 1.382(7) . ? C24 H24 0.9500 . ? C25 C26 1.385(7) . ? C25 C29 1.520(7) . ? C26 C27 1.389(6) . ? C26 H26 0.9500 . ? C27 C30 1.508(7) . ? 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 C32 1.500(5) . ? C32 C37 1.399(6) . ? C32 C33 1.405(6) . ? C33 C34 1.393(6) . ? C33 C38 1.506(6) . ? C34 C35 1.377(7) . ? C34 H34 0.9500 . ? C35 C36 1.388(7) . ? C35 C39 1.481(7) . ? C36 C37 1.385(7) . ? C36 H36 0.9500 . ? C37 C40 1.495(7) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 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 N4 108.61(16) . . ? N3 Ta1 N5 95.80(15) . . ? N4 Ta1 N5 89.89(15) . . ? N3 Ta1 O2 90.34(14) . . ? N4 Ta1 O2 93.00(14) . . ? N5 Ta1 O2 172.02(13) . . ? N3 Ta1 O1 85.70(13) . . ? N4 Ta1 O1 165.59(14) . . ? N5 Ta1 O1 86.85(13) . . ? O2 Ta1 O1 88.52(11) . . ? N3 Ta1 N1 142.02(13) . . ? N4 Ta1 N1 107.82(14) . . ? N5 Ta1 N1 94.67(13) . . ? O2 Ta1 N1 77.36(11) . . ? O1 Ta1 N1 58.56(11) . . ? N3 Ta1 C21 113.95(14) . . ? N4 Ta1 C21 137.01(15) . . ? N5 Ta1 C21 91.63(13) . . ? O2 Ta1 C21 81.18(12) . . ? O1 Ta1 C21 29.30(12) . . ? N1 Ta1 C21 29.27(12) . . ? C21 N1 C2 127.4(3) . . ? C21 N1 Ta1 91.2(3) . . ? C2 N1 Ta1 138.7(3) . . ? C31 N2 C12 122.3(4) . . ? C42 N3 C41 108.9(4) . . ? C42 N3 Ta1 121.6(3) . . ? C41 N3 Ta1 127.0(3) . . ? C44 N4 C43 111.4(4) . . ? C44 N4 Ta1 124.5(3) . . ? C43 N4 Ta1 123.9(3) . . ? C45 N5 C46 108.0(4) . . ? C45 N5 Ta1 128.1(3) . . ? C46 N5 Ta1 123.8(3) . . ? C21 O1 Ta1 97.1(2) . . ? C31 O2 Ta1 136.2(2) . . ? C2 C1 C6 118.4(4) . . ? C2 C1 C11 123.9(4) . . ? C6 C1 C11 117.7(4) . . ? C1 C2 N1 124.8(4) . . ? C1 C2 C3 119.9(4) . . ? N1 C2 C3 115.3(4) . . ? C4 C3 C2 122.2(4) . . ? C4 C3 H3A 118.9 . . ? C2 C3 H3A 118.9 . . ? C3 C4 C5 119.5(4) . . ? C3 C4 H4A 120.3 . . ? C5 C4 H4A 120.3 . . ? C4 C5 C6 119.6(4) . . ? C4 C5 C10 120.9(4) . . ? C6 C5 C10 119.5(4) . . ? C5 C6 C7 118.6(4) . . ? C5 C6 C1 120.3(4) . . ? C7 C6 C1 121.2(4) . . ? C8 C7 C6 120.7(4) . . ? C8 C7 H7 119.6 . . ? C6 C7 H7 119.6 . . ? C7 C8 C9 120.3(4) . . ? C7 C8 H8 119.9 . . ? C9 C8 H8 119.9 . . ? C10 C9 C8 120.4(4) . . ? C10 C9 H9 119.8 . . ? C8 C9 H9 119.8 . . ? C9 C10 C5 120.4(4) . . ? C9 C10 H10 119.8 . . ? C5 C10 H10 119.8 . . ? C12 C11 C16 119.1(4) . . ? C12 C11 C1 122.0(4) . . ? C16 C11 C1 118.3(4) . . ? C11 C12 N2 122.9(3) . . ? C11 C12 C13 120.7(4) . . ? N2 C12 C13 115.7(4) . . ? C14 C13 C12 120.7(4) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C13 C14 C15 120.6(4) . . ? C13 C14 H14 119.7 . . ? C15 C14 H14 119.7 . . ? C14 C15 C16 119.0(4) . . ? C14 C15 C20 121.7(4) . . ? C16 C15 C20 119.3(4) . . ? C17 C16 C15 117.8(4) . . ? C17 C16 C11 122.4(4) . . ? C15 C16 C11 119.7(4) . . ? C18 C17 C16 121.1(4) . . ? C18 C17 H17 119.5 . . ? C16 C17 H17 119.5 . . ? C17 C18 C19 120.4(5) . . ? C17 C18 H18 119.8 . . ? C19 C18 H18 119.8 . . ? C20 C19 C18 120.1(4) . . ? C20 C19 H19 119.9 . . ? C18 C19 H19 119.9 . . ? C19 C20 C15 121.2(4) . . ? C19 C20 H20 119.4 . . ? C15 C20 H20 119.4 . . ? N1 C21 O1 113.2(4) . . ? N1 C21 C22 130.0(4) . . ? O1 C21 C22 116.6(4) . . ? N1 C21 Ta1 59.6(2) . . ? O1 C21 Ta1 53.64(19) . . ? C22 C21 Ta1 170.2(3) . . ? C27 C22 C23 120.4(4) . . ? C27 C22 C21 120.5(4) . . ? C23 C22 C21 118.8(4) . . ? C24 C23 C22 118.2(4) . . ? C24 C23 C28 119.6(4) . . ? C22 C23 C28 122.2(4) . . ? C25 C24 C23 122.0(4) . . ? C25 C24 H24 119.0 . . ? C23 C24 H24 119.0 . . ? C26 C25 C24 119.0(4) . . ? C26 C25 C29 120.6(5) . . ? C24 C25 C29 120.4(5) . . ? C25 C26 C27 121.3(5) . . ? C25 C26 H26 119.3 . . ? C27 C26 H26 119.3 . . ? C26 C27 C22 119.0(5) . . ? C26 C27 C30 118.4(4) . . ? C22 C27 C30 122.5(4) . . ? C23 C28 H28A 109.5 . . ? C23 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C23 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N2 C31 O2 125.2(4) . . ? N2 C31 C32 116.0(4) . . ? O2 C31 C32 118.8(4) . . ? C37 C32 C33 120.0(4) . . ? C37 C32 C31 120.0(4) . . ? C33 C32 C31 119.9(4) . . ? C34 C33 C32 118.8(4) . . ? C34 C33 C38 118.6(4) . . ? C32 C33 C38 122.7(4) . . ? C35 C34 C33 122.2(4) . . ? C35 C34 H34 118.9 . . ? C33 C34 H34 118.9 . . ? C34 C35 C36 117.7(4) . . ? C34 C35 C39 120.5(5) . . ? C36 C35 C39 121.7(5) . . ? C37 C36 C35 122.6(4) . . ? C37 C36 H36 118.7 . . ? C35 C36 H36 118.7 . . ? C36 C37 C32 118.6(4) . . ? C36 C37 C40 119.6(4) . . ? C32 C37 C40 121.7(4) . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C35 C39 H39A 109.5 . . ? C35 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C35 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N3 C41 H41A 109.5 . . ? N3 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N3 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N3 C42 H42A 109.5 . . ? N3 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N3 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N4 C43 H43A 109.5 . . ? N4 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? N4 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N4 C44 H44A 109.5 . . ? N4 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? N4 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N5 C45 H45A 109.5 . . ? N5 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? N5 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N5 C46 H46A 109.5 . . ? N5 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? N5 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 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 C21 20.6(3) . . . . ? N4 Ta1 N1 C21 -176.4(2) . . . . ? N5 Ta1 N1 C21 -85.0(2) . . . . ? O2 Ta1 N1 C21 94.5(2) . . . . ? O1 Ta1 N1 C21 -1.6(2) . . . . ? N3 Ta1 N1 C2 -140.1(4) . . . . ? N4 Ta1 N1 C2 22.9(4) . . . . ? N5 Ta1 N1 C2 114.3(4) . . . . ? O2 Ta1 N1 C2 -66.2(4) . . . . ? O1 Ta1 N1 C2 -162.3(4) . . . . ? C21 Ta1 N1 C2 -160.7(5) . . . . ? N4 Ta1 N3 C42 -124.0(4) . . . . ? N5 Ta1 N3 C42 144.2(4) . . . . ? O2 Ta1 N3 C42 -30.7(4) . . . . ? O1 Ta1 N3 C42 57.8(4) . . . . ? N1 Ta1 N3 C42 38.9(5) . . . . ? C21 Ta1 N3 C42 49.8(4) . . . . ? N4 Ta1 N3 C41 76.1(5) . . . . ? N5 Ta1 N3 C41 -15.7(5) . . . . ? O2 Ta1 N3 C41 169.4(5) . . . . ? O1 Ta1 N3 C41 -102.1(5) . . . . ? N1 Ta1 N3 C41 -121.0(4) . . . . ? C21 Ta1 N3 C41 -110.1(4) . . . . ? N3 Ta1 N4 C44 177.9(3) . . . . ? N5 Ta1 N4 C44 -86.1(4) . . . . ? O2 Ta1 N4 C44 86.5(4) . . . . ? O1 Ta1 N4 C44 -9.2(8) . . . . ? N1 Ta1 N4 C44 8.8(4) . . . . ? C21 Ta1 N4 C44 6.2(5) . . . . ? N3 Ta1 N4 C43 -7.1(4) . . . . ? N5 Ta1 N4 C43 89.0(4) . . . . ? O2 Ta1 N4 C43 -98.5(4) . . . . ? O1 Ta1 N4 C43 165.8(5) . . . . ? N1 Ta1 N4 C43 -176.2(4) . . . . ? C21 Ta1 N4 C43 -178.7(3) . . . . ? N3 Ta1 N5 C45 117.3(4) . . . . ? N4 Ta1 N5 C45 8.6(4) . . . . ? O2 Ta1 N5 C45 -102.6(9) . . . . ? O1 Ta1 N5 C45 -157.3(4) . . . . ? N1 Ta1 N5 C45 -99.2(4) . . . . ? C21 Ta1 N5 C45 -128.4(4) . . . . ? N3 Ta1 N5 C46 -66.8(5) . . . . ? N4 Ta1 N5 C46 -175.5(5) . . . . ? O2 Ta1 N5 C46 73.2(11) . . . . ? O1 Ta1 N5 C46 18.6(5) . . . . ? N1 Ta1 N5 C46 76.7(5) . . . . ? C21 Ta1 N5 C46 47.5(5) . . . . ? N3 Ta1 O1 C21 -164.9(2) . . . . ? N4 Ta1 O1 C21 21.8(6) . . . . ? N5 Ta1 O1 C21 99.0(2) . . . . ? O2 Ta1 O1 C21 -74.5(2) . . . . ? N1 Ta1 O1 C21 1.6(2) . . . . ? N3 Ta1 O2 C31 -139.7(4) . . . . ? N4 Ta1 O2 C31 -31.0(4) . . . . ? N5 Ta1 O2 C31 80.1(10) . . . . ? O1 Ta1 O2 C31 134.6(4) . . . . ? N1 Ta1 O2 C31 76.6(4) . . . . ? C21 Ta1 O2 C31 106.1(4) . . . . ? C6 C1 C2 N1 -173.8(4) . . . . ? C11 C1 C2 N1 4.5(7) . . . . ? C6 C1 C2 C3 2.6(6) . . . . ? C11 C1 C2 C3 -179.1(4) . . . . ? C21 N1 C2 C1 -56.8(6) . . . . ? Ta1 N1 C2 C1 98.7(5) . . . . ? C21 N1 C2 C3 126.7(4) . . . . ? Ta1 N1 C2 C3 -77.8(5) . . . . ? C1 C2 C3 C4 1.1(6) . . . . ? N1 C2 C3 C4 177.8(4) . . . . ? C2 C3 C4 C5 -2.4(7) . . . . ? C3 C4 C5 C6 0.0(6) . . . . ? C3 C4 C5 C10 -179.6(4) . . . . ? C4 C5 C6 C7 -177.4(4) . . . . ? C10 C5 C6 C7 2.2(6) . . . . ? C4 C5 C6 C1 3.6(6) . . . . ? C10 C5 C6 C1 -176.8(4) . . . . ? C2 C1 C6 C5 -4.9(6) . . . . ? C11 C1 C6 C5 176.7(4) . . . . ? C2 C1 C6 C7 176.2(4) . . . . ? C11 C1 C6 C7 -2.2(6) . . . . ? C5 C6 C7 C8 -1.0(6) . . . . ? C1 C6 C7 C8 177.9(4) . . . . ? C6 C7 C8 C9 -2.1(7) . . . . ? C7 C8 C9 C10 4.1(7) . . . . ? C8 C9 C10 C5 -3.0(7) . . . . ? C4 C5 C10 C9 179.4(4) . . . . ? C6 C5 C10 C9 -0.2(6) . . . . ? C2 C1 C11 C12 -81.2(6) . . . . ? C6 C1 C11 C12 97.2(5) . . . . ? C2 C1 C11 C16 106.9(5) . . . . ? C6 C1 C11 C16 -74.8(5) . . . . ? C16 C11 C12 N2 167.6(4) . . . . ? C1 C11 C12 N2 -4.3(6) . . . . ? C16 C11 C12 C13 -2.7(6) . . . . ? C1 C11 C12 C13 -174.6(4) . . . . ? C31 N2 C12 C11 87.6(5) . . . . ? C31 N2 C12 C13 -101.6(5) . . . . ? C11 C12 C13 C14 1.0(7) . . . . ? N2 C12 C13 C14 -170.0(4) . . . . ? C12 C13 C14 C15 1.7(7) . . . . ? C13 C14 C15 C16 -2.6(7) . . . . ? C13 C14 C15 C20 177.3(4) . . . . ? C14 C15 C16 C17 178.1(4) . . . . ? C20 C15 C16 C17 -1.8(6) . . . . ? C14 C15 C16 C11 0.8(6) . . . . ? C20 C15 C16 C11 -179.1(4) . . . . ? C12 C11 C16 C17 -175.3(4) . . . . ? C1 C11 C16 C17 -3.1(6) . . . . ? C12 C11 C16 C15 1.8(6) . . . . ? C1 C11 C16 C15 174.0(4) . . . . ? C15 C16 C17 C18 1.4(6) . . . . ? C11 C16 C17 C18 178.6(4) . . . . ? C16 C17 C18 C19 -0.6(7) . . . . ? C17 C18 C19 C20 0.1(8) . . . . ? C18 C19 C20 C15 -0.5(7) . . . . ? C14 C15 C20 C19 -178.5(5) . . . . ? C16 C15 C20 C19 1.4(7) . . . . ? C2 N1 C21 O1 166.5(4) . . . . ? Ta1 N1 C21 O1 2.4(3) . . . . ? C2 N1 C21 C22 -18.2(7) . . . . ? Ta1 N1 C21 C22 177.7(4) . . . . ? C2 N1 C21 Ta1 164.1(4) . . . . ? Ta1 O1 C21 N1 -2.6(3) . . . . ? Ta1 O1 C21 C22 -178.6(3) . . . . ? N3 Ta1 C21 N1 -166.3(2) . . . . ? N4 Ta1 C21 N1 5.1(3) . . . . ? N5 Ta1 C21 N1 96.7(2) . . . . ? O2 Ta1 C21 N1 -79.8(2) . . . . ? O1 Ta1 C21 N1 177.3(4) . . . . ? N3 Ta1 C21 O1 16.5(3) . . . . ? N4 Ta1 C21 O1 -172.2(2) . . . . ? N5 Ta1 C21 O1 -80.6(2) . . . . ? O2 Ta1 C21 O1 102.9(2) . . . . ? N1 Ta1 C21 O1 -177.3(4) . . . . ? N3 Ta1 C21 C22 23.9(17) . . . . ? N4 Ta1 C21 C22 -164.7(16) . . . . ? N5 Ta1 C21 C22 -73.1(16) . . . . ? O2 Ta1 C21 C22 110.4(16) . . . . ? O1 Ta1 C21 C22 7.5(15) . . . . ? N1 Ta1 C21 C22 -169.8(18) . . . . ? N1 C21 C22 C27 -53.6(6) . . . . ? O1 C21 C22 C27 121.6(4) . . . . ? Ta1 C21 C22 C27 114.9(16) . . . . ? N1 C21 C22 C23 133.1(4) . . . . ? O1 C21 C22 C23 -51.7(5) . . . . ? Ta1 C21 C22 C23 -58.4(18) . . . . ? C27 C22 C23 C24 2.9(6) . . . . ? C21 C22 C23 C24 176.2(4) . . . . ? C27 C22 C23 C28 -178.1(4) . . . . ? C21 C22 C23 C28 -4.8(6) . . . . ? C22 C23 C24 C25 -1.1(7) . . . . ? C28 C23 C24 C25 179.9(4) . . . . ? C23 C24 C25 C26 -0.5(7) . . . . ? C23 C24 C25 C29 177.8(5) . . . . ? C24 C25 C26 C27 0.4(8) . . . . ? C29 C25 C26 C27 -178.0(5) . . . . ? C25 C26 C27 C22 1.4(7) . . . . ? C25 C26 C27 C30 -175.7(5) . . . . ? C23 C22 C27 C26 -3.1(7) . . . . ? C21 C22 C27 C26 -176.2(4) . . . . ? C23 C22 C27 C30 173.9(4) . . . . ? C21 C22 C27 C30 0.7(7) . . . . ? C12 N2 C31 O2 1.0(6) . . . . ? C12 N2 C31 C32 177.7(3) . . . . ? Ta1 O2 C31 N2 -122.1(4) . . . . ? Ta1 O2 C31 C32 61.4(5) . . . . ? N2 C31 C32 C37 -124.1(4) . . . . ? O2 C31 C32 C37 52.7(5) . . . . ? N2 C31 C32 C33 51.7(5) . . . . ? O2 C31 C32 C33 -131.5(4) . . . . ? C37 C32 C33 C34 -0.2(6) . . . . ? C31 C32 C33 C34 -176.0(4) . . . . ? C37 C32 C33 C38 179.8(4) . . . . ? C31 C32 C33 C38 4.0(6) . . . . ? C32 C33 C34 C35 1.4(6) . . . . ? C38 C33 C34 C35 -178.6(4) . . . . ? C33 C34 C35 C36 -1.6(7) . . . . ? C33 C34 C35 C39 175.7(5) . . . . ? C34 C35 C36 C37 0.6(7) . . . . ? C39 C35 C36 C37 -176.6(5) . . . . ? C35 C36 C37 C32 0.5(7) . . . . ? C35 C36 C37 C40 179.1(5) . . . . ? C33 C32 C37 C36 -0.7(6) . . . . ? C31 C32 C37 C36 175.1(4) . . . . ? C33 C32 C37 C40 -179.3(5) . . . . ? C31 C32 C37 C40 -3.5(7) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.92 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 3.342 _refine_diff_density_min -1.805 _refine_diff_density_rms 0.154 # Attachment 'compound-6.cif.txt' data_compound6 _database_code_depnum_ccdc_archive 'CCDC 775659' #TrackingRef 'compound-6.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H60 N5 Nb O2' _chemical_formula_sum 'C46 H60 N5 Nb O2' _chemical_formula_weight 807.90 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nb Nb -0.1121 2.4826 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.934(2) _cell_length_b 14.079(3) _cell_length_c 13.534(2) _cell_angle_alpha 90.00 _cell_angle_beta 111.011(9) _cell_angle_gamma 90.00 _cell_volume 2122.8(6) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 2763 _cell_measurement_theta_min 27.70 _cell_measurement_theta_max 72.00 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.264 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 856 _exptl_absorpt_coefficient_mu 2.633 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5950 _exptl_absorpt_correction_T_max 0.6210 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 1.54187 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn944 CCD camera' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 21782 _diffrn_reflns_av_R_equivalents 0.0448 _diffrn_reflns_av_sigmaI/netI 0.0543 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 3.50 _diffrn_reflns_theta_max 72.09 _reflns_number_total 6900 _reflns_number_gt 6542 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 4.0' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2009)' _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^)+(0.0671P)^2^+0.7349P] 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 SHELXL _refine_ls_extinction_coef 0.0022(3) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.001(11) _refine_ls_number_reflns 6900 _refine_ls_number_parameters 510 _refine_ls_number_restraints 45 _refine_ls_R_factor_all 0.0399 _refine_ls_R_factor_gt 0.0369 _refine_ls_wR_factor_ref 0.1241 _refine_ls_wR_factor_gt 0.1003 _refine_ls_goodness_of_fit_ref 1.180 _refine_ls_restrained_S_all 1.184 _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 Nb1 Nb 1.13703(2) 0.98421(3) 0.40776(2) 0.02402(12) Uani 1 1 d . . . N1 N 0.9919(3) 1.0410(3) 0.2564(3) 0.0245(8) Uani 1 1 d . . . N2 N 0.9548(3) 0.7827(3) 0.1793(3) 0.0249(8) Uani 1 1 d . . . N3 N 1.2054(3) 1.1151(3) 0.4551(3) 0.0297(9) Uani 1 1 d . . . N4 N 1.1580(3) 0.9375(3) 0.5506(3) 0.0322(9) Uani 1 1 d . . . N5 N 1.2835(3) 0.9516(3) 0.3762(3) 0.0336(9) Uani 1 1 d . . . O1 O 0.9657(3) 1.0389(3) 0.4079(2) 0.0273(7) Uani 1 1 d . . . O2 O 1.0479(3) 0.8608(2) 0.3387(2) 0.0278(7) Uani 1 1 d . . . C1 C 0.8865(4) 0.9680(3) 0.0788(3) 0.0231(10) Uani 1 1 d . . . C2 C 0.9675(4) 1.0354(3) 0.1460(3) 0.0222(9) Uani 1 1 d . . . C3 C 1.0374(4) 1.0896(4) 0.1056(4) 0.0305(10) Uani 1 1 d . . . H3 H 1.0911 1.1344 0.1509 0.037 Uiso 1 1 calc R . . C4 C 1.0330(5) 1.0818(4) 0.0030(4) 0.0329(11) Uani 1 1 d . . . H4 H 1.0805 1.1220 -0.0226 0.040 Uiso 1 1 calc R . . C5 C 0.9562(4) 1.0128(3) -0.0637(3) 0.0293(10) Uani 1 1 d . . . C6 C 0.8855(4) 0.9566(3) -0.0264(3) 0.0254(10) Uani 1 1 d . . . C7 C 0.8089(4) 0.8799(4) -0.0939(4) 0.0317(10) Uani 1 1 d . . . H7A H 0.7241 0.9010 -0.1202 0.038 Uiso 1 1 calc R . . H7B H 0.8148 0.8226 -0.0498 0.038 Uiso 1 1 calc R . . C8 C 0.8443(5) 0.8533(4) -0.1890(4) 0.0403(12) Uani 1 1 d . . . H8A H 0.9217 0.8187 -0.1641 0.048 Uiso 1 1 calc R . . H8B H 0.7825 0.8112 -0.2376 0.048 Uiso 1 1 calc R . . C9 C 0.8557(6) 0.9422(5) -0.2464(4) 0.0474(14) Uani 1 1 d . . . H9A H 0.8712 0.9252 -0.3113 0.057 Uiso 1 1 calc R . . H9B H 0.7797 0.9786 -0.2675 0.057 Uiso 1 1 calc R . . C10 C 0.9566(5) 1.0019(4) -0.1758(3) 0.0382(13) Uani 1 1 d . . . H10A H 0.9517 1.0657 -0.2078 0.046 Uiso 1 1 calc R . . H10B H 1.0337 0.9730 -0.1719 0.046 Uiso 1 1 calc R . . C11 C 0.8025(4) 0.9096(4) 0.1113(3) 0.0247(9) Uani 1 1 d . . . C12 C 0.8399(4) 0.8223(4) 0.1633(3) 0.0272(10) Uani 1 1 d . . . C13 C 0.7562(6) 0.7650(4) 0.1867(4) 0.0383(13) Uani 1 1 d . . . H13 H 0.7816 0.7067 0.2232 0.046 Uiso 1 1 calc R . . C14 C 0.6367(5) 0.7924(5) 0.1569(4) 0.0397(12) Uani 1 1 d . A . H14 H 0.5820 0.7534 0.1749 0.048 Uiso 1 1 calc R . . C15 C 0.5964(4) 0.8761(4) 0.1013(4) 0.0364(12) Uani 1 1 d D . . C16 C 0.6792(4) 0.9353(4) 0.0778(3) 0.0310(10) Uani 1 1 d . A . C17 C 0.6341(4) 1.0245(4) 0.0135(4) 0.0391(12) Uani 1 1 d D . . H17A H 0.6741 1.0338 -0.0359 0.047 Uiso 0.534(6) 1 d PR A 1 H17B H 0.6484 1.0788 0.0591 0.047 Uiso 0.534(6) 1 d PR A 1 H17C H 0.6358 1.0122 -0.0558 0.047 Uiso 0.466(6) 1 d PR A 2 H17D H 0.6935 1.0724 0.0446 0.047 Uiso 0.466(6) 1 d PR A 2 C18 C 0.4930(7) 1.0096(8) -0.0478(7) 0.0404(18) Uani 0.534(6) 1 d PDU A 1 H18A H 0.4591 1.0690 -0.0861 0.048 Uiso 0.534(6) 1 calc PR A 1 H18B H 0.4815 0.9590 -0.1013 0.048 Uiso 0.534(6) 1 calc PR A 1 C19 C 0.4216(7) 0.9832(9) 0.0225(7) 0.0413(16) Uani 0.534(6) 1 d PDU A 1 H19A H 0.3348 0.9824 -0.0206 0.050 Uiso 0.534(6) 1 calc PR A 1 H19B H 0.4353 1.0316 0.0787 0.050 Uiso 0.534(6) 1 calc PR A 1 C20 C 0.4601(7) 0.8848(8) 0.0735(11) 0.030(2) Uani 0.534(6) 1 d PDU A 1 H20A H 0.4401 0.8787 0.1382 0.036 Uiso 0.534(6) 1 calc PR A 1 H20B H 0.4178 0.8340 0.0234 0.036 Uiso 0.534(6) 1 calc PR A 1 C18' C 0.5149(7) 1.0698(8) -0.0031(9) 0.0404(18) Uani 0.466(6) 1 d PDU A 2 H18C H 0.4943 1.1181 -0.0600 0.048 Uiso 0.466(6) 1 calc PR A 2 H18D H 0.5136 1.0995 0.0627 0.048 Uiso 0.466(6) 1 calc PR A 2 C19' C 0.4305(8) 0.9841(9) -0.0351(8) 0.0413(16) Uani 0.466(6) 1 d PDU A 2 H19C H 0.3464 1.0044 -0.0512 0.050 Uiso 0.466(6) 1 calc PR A 2 H19D H 0.4363 0.9534 -0.0989 0.050 Uiso 0.466(6) 1 calc PR A 2 C20' C 0.4688(8) 0.9146(10) 0.0580(12) 0.030(2) Uani 0.466(6) 1 d PDU A 2 H20C H 0.4536 0.9460 0.1174 0.036 Uiso 0.466(6) 1 calc PR A 2 H20D H 0.4141 0.8593 0.0370 0.036 Uiso 0.466(6) 1 calc PR A 2 C21 C 0.9213(4) 1.0588(3) 0.3077(3) 0.0232(9) Uani 1 1 d . . . C22 C 0.7983(4) 1.1003(4) 0.2707(3) 0.0256(9) Uani 1 1 d . . . C23 C 0.7074(4) 1.0579(4) 0.3027(4) 0.0303(10) Uani 1 1 d . . . C24 C 0.5996(4) 1.1042(4) 0.2809(4) 0.0392(12) Uani 1 1 d . . . H24 H 0.5387 1.0751 0.3003 0.047 Uiso 1 1 calc R . . C25 C 0.5774(6) 1.1922(5) 0.2313(6) 0.0528(15) Uani 1 1 d . . . C26 C 0.6666(5) 1.2336(5) 0.2016(4) 0.0442(13) Uani 1 1 d . . . H26 H 0.6518 1.2938 0.1676 0.053 Uiso 1 1 calc R . . C27 C 0.7751(4) 1.1902(4) 0.2201(4) 0.0276(11) Uani 1 1 d . . . C28 C 0.7270(4) 0.9626(4) 0.3580(4) 0.0335(12) Uani 1 1 d . . . H28A H 0.7743 0.9712 0.4334 0.050 Uiso 1 1 calc R . . H28B H 0.7703 0.9204 0.3264 0.050 Uiso 1 1 calc R . . H28C H 0.6492 0.9343 0.3501 0.050 Uiso 1 1 calc R . . C29 C 0.4564(7) 1.2425(8) 0.2099(9) 0.089(3) Uani 1 1 d . . . H29A H 0.4702 1.3105 0.2250 0.134 Uiso 1 1 calc R . . H29B H 0.4169 1.2153 0.2556 0.134 Uiso 1 1 calc R . . H29C H 0.4050 1.2337 0.1356 0.134 Uiso 1 1 calc R . . C30 C 0.8684(5) 1.2403(4) 0.1886(4) 0.0330(10) Uani 1 1 d . . . H30A H 0.8698 1.2132 0.1224 0.050 Uiso 1 1 calc R . . H30B H 0.9474 1.2324 0.2444 0.050 Uiso 1 1 calc R . . H30C H 0.8489 1.3081 0.1784 0.050 Uiso 1 1 calc R . . C31 C 1.0464(4) 0.8032(4) 0.2611(3) 0.0277(10) Uani 1 1 d . . . C32 C 1.1602(4) 0.7517(3) 0.2712(3) 0.0257(9) Uani 1 1 d . . . C33 C 1.2031(4) 0.7516(4) 0.1869(3) 0.0295(10) Uani 1 1 d . . . C34 C 1.3074(4) 0.6991(4) 0.1975(4) 0.0338(11) Uani 1 1 d . . . H34 H 1.3371 0.6996 0.1411 0.041 Uiso 1 1 calc R . . C35 C 1.3680(5) 0.6469(4) 0.2876(4) 0.0353(11) Uani 1 1 d . . . C36 C 1.3243(5) 0.6484(4) 0.3699(4) 0.0368(11) Uani 1 1 d . . . H36 H 1.3653 0.6133 0.4325 0.044 Uiso 1 1 calc R . . C37 C 1.2223(4) 0.6995(4) 0.3634(3) 0.0306(10) Uani 1 1 d . . . C38 C 1.1419(4) 0.8055(4) 0.0851(3) 0.0339(11) Uani 1 1 d . . . H38A H 1.0762 0.7671 0.0375 0.051 Uiso 1 1 calc R . . H38B H 1.2001 0.8189 0.0510 0.051 Uiso 1 1 calc R . . H38C H 1.1098 0.8653 0.1007 0.051 Uiso 1 1 calc R . . C39 C 1.4749(6) 0.5881(6) 0.2956(5) 0.0527(17) Uani 1 1 d . . . H39A H 1.4494 0.5332 0.2484 0.079 Uiso 1 1 calc R . . H39B H 1.5140 0.5662 0.3687 0.079 Uiso 1 1 calc R . . H39C H 1.5315 0.6264 0.2749 0.079 Uiso 1 1 calc R . . C40 C 1.1773(5) 0.6926(4) 0.4540(4) 0.0425(13) Uani 1 1 d . . . H40A H 1.2066 0.6336 0.4932 0.064 Uiso 1 1 calc R . . H40B H 1.0894 0.6927 0.4263 0.064 Uiso 1 1 calc R . . H40C H 1.2067 0.7470 0.5014 0.064 Uiso 1 1 calc R . . C41 C 1.1472(6) 1.1860(6) 0.4997(7) 0.071(2) Uani 1 1 d . . . H41A H 1.2046 1.2089 0.5673 0.107 Uiso 1 1 calc R . . H41B H 1.0781 1.1572 0.5112 0.107 Uiso 1 1 calc R . . H41C H 1.1200 1.2394 0.4504 0.107 Uiso 1 1 calc R . . C42 C 1.3057(5) 1.1614(4) 0.4381(4) 0.0413(12) Uani 1 1 d . . . H42A H 1.2753 1.2077 0.3806 0.062 Uiso 1 1 calc R . . H42B H 1.3544 1.1137 0.4192 0.062 Uiso 1 1 calc R . . H42C H 1.3551 1.1940 0.5031 0.062 Uiso 1 1 calc R . . C43 C 1.0677(5) 0.8769(4) 0.5661(4) 0.0361(11) Uani 1 1 d . . . H43A H 1.1068 0.8241 0.6128 0.054 Uiso 1 1 calc R . . H43B H 1.0151 0.8519 0.4976 0.054 Uiso 1 1 calc R . . H43C H 1.0199 0.9138 0.5982 0.054 Uiso 1 1 calc R . . C44 C 1.2334(5) 0.9794(7) 0.6505(3) 0.0555(16) Uani 1 1 d . . . H44A H 1.1828 1.0101 0.6844 0.083 Uiso 1 1 calc R . . H44B H 1.2867 1.0267 0.6375 0.083 Uiso 1 1 calc R . . H44C H 1.2816 0.9295 0.6971 0.083 Uiso 1 1 calc R . . C45 C 1.2956(4) 0.9698(5) 0.2744(4) 0.0428(15) Uani 1 1 d . . . H45A H 1.3496 1.0238 0.2811 0.064 Uiso 1 1 calc R . . H45B H 1.2166 0.9843 0.2214 0.064 Uiso 1 1 calc R . . H45C H 1.3287 0.9134 0.2523 0.064 Uiso 1 1 calc R . . C46 C 1.3910(4) 0.9122(5) 0.4524(4) 0.0441(14) Uani 1 1 d . . . H46A H 1.4113 0.8529 0.4247 0.066 Uiso 1 1 calc R . . H46B H 1.3778 0.8992 0.5186 0.066 Uiso 1 1 calc R . . H46C H 1.4571 0.9575 0.4659 0.066 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 Nb1 0.02144(16) 0.0298(2) 0.02244(16) -0.00384(16) 0.00985(11) -0.00371(17) N1 0.0229(17) 0.034(2) 0.0199(16) 0.0010(15) 0.0113(14) -0.0065(16) N2 0.0258(18) 0.024(2) 0.0266(17) 0.0018(15) 0.0119(14) 0.0006(15) N3 0.0224(17) 0.034(2) 0.0333(19) -0.0060(17) 0.0105(15) -0.0089(16) N4 0.0297(19) 0.036(2) 0.0299(18) -0.0025(17) 0.0098(15) -0.0083(17) N5 0.0277(19) 0.039(2) 0.0357(19) -0.0082(16) 0.0131(16) -0.0042(16) O1 0.0247(14) 0.040(2) 0.0212(13) -0.0063(13) 0.0127(12) 0.0072(14) O2 0.0316(16) 0.0315(18) 0.0224(14) -0.0027(13) 0.0124(12) -0.0036(14) C1 0.0229(17) 0.023(3) 0.0266(17) 0.0008(17) 0.0130(14) 0.0053(17) C2 0.024(2) 0.022(2) 0.028(2) -0.0001(17) 0.0177(17) 0.0023(18) C3 0.036(2) 0.025(2) 0.037(2) -0.0030(19) 0.021(2) -0.004(2) C4 0.040(3) 0.030(3) 0.042(2) 0.000(2) 0.030(2) 0.003(2) C5 0.042(2) 0.022(3) 0.032(2) 0.0035(16) 0.0222(19) 0.0107(18) C6 0.028(2) 0.028(3) 0.0213(17) 0.0023(15) 0.0099(15) 0.0048(16) C7 0.037(2) 0.032(3) 0.030(2) -0.003(2) 0.0161(19) 0.002(2) C8 0.044(3) 0.047(3) 0.031(2) -0.012(2) 0.014(2) 0.005(2) C9 0.067(4) 0.055(4) 0.025(2) 0.001(2) 0.022(2) 0.017(3) C10 0.059(3) 0.035(4) 0.033(2) 0.005(2) 0.032(2) 0.006(2) C11 0.022(2) 0.032(2) 0.0217(18) -0.0049(17) 0.0093(16) 0.0022(18) C12 0.029(2) 0.034(3) 0.0185(18) -0.0055(18) 0.0074(16) -0.0041(19) C13 0.049(3) 0.033(3) 0.034(3) -0.003(2) 0.017(2) -0.019(3) C14 0.036(3) 0.042(3) 0.044(3) -0.013(2) 0.019(2) -0.012(2) C15 0.026(2) 0.055(4) 0.027(2) -0.016(2) 0.0088(18) -0.012(2) C16 0.031(2) 0.040(3) 0.0200(19) -0.0059(19) 0.0066(17) 0.001(2) C17 0.040(3) 0.046(3) 0.028(2) -0.004(2) 0.008(2) 0.021(2) C18 0.036(3) 0.043(5) 0.038(3) 0.003(3) 0.008(3) 0.002(3) C19 0.026(2) 0.051(4) 0.050(4) -0.007(5) 0.017(3) 0.000(4) C20 0.019(2) 0.044(6) 0.036(4) 0.002(4) 0.021(2) -0.012(3) C18' 0.036(3) 0.043(5) 0.038(3) 0.003(3) 0.008(3) 0.002(3) C19' 0.026(2) 0.051(4) 0.050(4) -0.007(5) 0.017(3) 0.000(4) C20' 0.019(2) 0.044(6) 0.036(4) 0.002(4) 0.021(2) -0.012(3) C21 0.024(2) 0.026(2) 0.0253(19) -0.0081(17) 0.0155(16) -0.0058(17) C22 0.024(2) 0.029(3) 0.0254(19) -0.0033(18) 0.0112(16) 0.0002(18) C23 0.033(2) 0.030(3) 0.028(2) -0.0041(19) 0.0104(18) -0.007(2) C24 0.024(2) 0.044(3) 0.063(3) -0.004(3) 0.032(2) -0.004(2) C25 0.045(3) 0.046(4) 0.072(4) 0.004(3) 0.026(3) 0.013(3) C26 0.040(3) 0.044(4) 0.046(3) 0.011(3) 0.013(2) 0.011(3) C27 0.027(2) 0.030(3) 0.031(2) -0.006(2) 0.0168(19) 0.001(2) C28 0.030(2) 0.038(4) 0.034(2) -0.004(2) 0.0139(17) -0.005(2) C29 0.055(4) 0.082(6) 0.139(8) 0.033(6) 0.043(5) 0.029(4) C30 0.043(3) 0.031(3) 0.033(2) 0.001(2) 0.025(2) -0.005(2) C31 0.035(2) 0.026(3) 0.0214(19) 0.0045(17) 0.0093(17) 0.0000(19) C32 0.027(2) 0.027(2) 0.0253(19) -0.0040(17) 0.0112(17) 0.0037(18) C33 0.032(2) 0.031(3) 0.025(2) 0.0009(18) 0.0094(18) -0.001(2) C34 0.033(2) 0.042(3) 0.026(2) -0.003(2) 0.0113(18) 0.012(2) C35 0.035(3) 0.037(3) 0.034(2) -0.001(2) 0.013(2) 0.004(2) C36 0.044(3) 0.033(3) 0.029(2) 0.004(2) 0.009(2) 0.005(2) C37 0.037(2) 0.032(3) 0.024(2) 0.0027(19) 0.0115(18) 0.006(2) C38 0.033(2) 0.045(3) 0.024(2) 0.005(2) 0.0102(18) 0.004(2) C39 0.044(3) 0.069(5) 0.042(3) 0.002(3) 0.012(2) 0.025(3) C40 0.058(3) 0.043(3) 0.032(2) 0.014(2) 0.023(2) 0.016(3) C41 0.049(4) 0.061(5) 0.121(6) -0.059(5) 0.052(4) -0.016(3) C42 0.050(3) 0.033(3) 0.040(3) 0.000(2) 0.016(2) -0.008(2) C43 0.040(3) 0.045(3) 0.027(2) 0.003(2) 0.0158(19) -0.010(2) C44 0.055(3) 0.083(5) 0.0249(19) -0.012(4) 0.0099(19) -0.026(4) C45 0.035(2) 0.054(5) 0.047(2) -0.013(3) 0.024(2) -0.002(3) C46 0.018(2) 0.063(4) 0.056(3) -0.002(3) 0.019(2) -0.005(2) _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 Nb1 N4 1.972(4) . ? Nb1 N5 1.996(4) . ? Nb1 N3 2.024(4) . ? Nb1 O2 2.076(3) . ? Nb1 O1 2.186(3) . ? Nb1 N1 2.300(4) . ? Nb1 C21 2.658(5) . ? N1 C21 1.293(5) . ? N1 C2 1.419(5) . ? N2 C31 1.280(6) . ? N2 C12 1.424(6) . ? N3 C42 1.452(7) . ? N3 C41 1.464(7) . ? N4 C43 1.447(6) . ? N4 C44 1.453(6) . ? N5 C46 1.439(7) . ? N5 C45 1.458(6) . ? O1 C21 1.298(5) . ? O2 C31 1.322(6) . ? C1 C2 1.425(6) . ? C1 C6 1.428(5) . ? C1 C11 1.481(6) . ? C2 C3 1.379(6) . ? C3 C4 1.375(6) . ? C3 H3 0.9500 . ? C4 C5 1.416(7) . ? C4 H4 0.9500 . ? C5 C6 1.378(6) . ? C5 C10 1.527(6) . ? C6 C7 1.496(7) . ? C7 C8 1.538(6) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.505(9) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.498(8) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.407(7) . ? C11 C16 1.422(6) . ? C12 C13 1.404(7) . ? C13 C14 1.390(9) . ? C13 H13 0.9500 . ? C14 C15 1.388(9) . ? C14 H14 0.9500 . ? C15 C16 1.414(7) . ? C15 C20' 1.521(9) . ? C15 C20 1.537(8) . ? C16 C17 1.512(7) . ? C17 C18' 1.500(8) . ? C17 C18 1.602(7) . ? C17 H17A 0.9601 . ? C17 H17B 0.9599 . ? C17 H17C 0.9600 . ? C17 H17D 0.9600 . ? C18 C19 1.533(8) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 C20 1.543(9) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C18' C19' 1.532(9) . ? C18' H17B 1.5170 . ? C18' H18C 0.9900 . ? C18' H18D 0.9900 . ? C19' C20' 1.530(9) . ? C19' H19C 0.9900 . ? C19' H19D 0.9900 . ? C20' H20C 0.9900 . ? C20' H20D 0.9900 . ? C21 C22 1.490(6) . ? C22 C27 1.419(7) . ? C22 C23 1.433(6) . ? C23 C24 1.377(7) . ? C23 C28 1.514(7) . ? C24 C25 1.389(9) . ? C24 H24 0.9500 . ? C25 C26 1.393(9) . ? C25 C29 1.540(9) . ? C26 C27 1.371(7) . ? C26 H26 0.9500 . ? C27 C30 1.504(7) . ? 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 C32 1.503(6) . ? C32 C33 1.408(6) . ? C32 C37 1.408(6) . ? C33 C34 1.410(7) . ? C33 C38 1.511(6) . ? C34 C35 1.384(7) . ? C34 H34 0.9500 . ? C35 C36 1.390(7) . ? C35 C39 1.491(8) . ? C36 C37 1.390(7) . ? C36 H36 0.9500 . ? C37 C40 1.508(7) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 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 N4 Nb1 N5 108.70(17) . . ? N4 Nb1 N3 95.63(17) . . ? N5 Nb1 N3 89.59(17) . . ? N4 Nb1 O2 91.55(15) . . ? N5 Nb1 O2 93.30(15) . . ? N3 Nb1 O2 170.97(15) . . ? N4 Nb1 O1 84.61(15) . . ? N5 Nb1 O1 166.55(15) . . ? N3 Nb1 O1 87.12(15) . . ? O2 Nb1 O1 88.10(13) . . ? N4 Nb1 N1 141.21(14) . . ? N5 Nb1 N1 109.08(15) . . ? N3 Nb1 N1 93.15(15) . . ? O2 Nb1 N1 77.82(13) . . ? O1 Nb1 N1 58.15(11) . . ? N4 Nb1 C21 112.99(15) . . ? N5 Nb1 C21 138.08(14) . . ? N3 Nb1 C21 90.48(15) . . ? O2 Nb1 C21 81.65(14) . . ? O1 Nb1 C21 29.05(11) . . ? N1 Nb1 C21 29.11(12) . . ? C21 N1 C2 130.5(4) . . ? C21 N1 Nb1 91.0(3) . . ? C2 N1 Nb1 136.3(3) . . ? C31 N2 C12 121.3(4) . . ? C42 N3 C41 107.4(5) . . ? C42 N3 Nb1 128.3(3) . . ? C41 N3 Nb1 123.7(4) . . ? C43 N4 C44 110.5(4) . . ? C43 N4 Nb1 119.9(3) . . ? C44 N4 Nb1 126.6(4) . . ? C46 N5 C45 112.3(4) . . ? C46 N5 Nb1 124.0(3) . . ? C45 N5 Nb1 123.6(3) . . ? C21 O1 Nb1 96.1(2) . . ? C31 O2 Nb1 136.9(3) . . ? C2 C1 C6 118.2(4) . . ? C2 C1 C11 123.9(3) . . ? C6 C1 C11 118.0(4) . . ? C3 C2 N1 117.5(4) . . ? C3 C2 C1 118.9(4) . . ? N1 C2 C1 123.0(4) . . ? C4 C3 C2 123.1(5) . . ? C4 C3 H3 118.4 . . ? C2 C3 H3 118.4 . . ? C3 C4 C5 118.7(4) . . ? C3 C4 H4 120.7 . . ? C5 C4 H4 120.7 . . ? C6 C5 C4 120.1(4) . . ? C6 C5 C10 121.8(4) . . ? C4 C5 C10 118.1(4) . . ? C5 C6 C1 120.9(4) . . ? C5 C6 C7 120.8(4) . . ? C1 C6 C7 118.3(4) . . ? C6 C7 C8 113.3(4) . . ? C6 C7 H7A 108.9 . . ? C8 C7 H7A 108.9 . . ? C6 C7 H7B 108.9 . . ? C8 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C9 C8 C7 109.4(4) . . ? C9 C8 H8A 109.8 . . ? C7 C8 H8A 109.8 . . ? C9 C8 H8B 109.8 . . ? C7 C8 H8B 109.8 . . ? H8A C8 H8B 108.2 . . ? C10 C9 C8 109.8(4) . . ? C10 C9 H9A 109.7 . . ? C8 C9 H9A 109.7 . . ? C10 C9 H9B 109.7 . . ? C8 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? C9 C10 C5 113.7(4) . . ? C9 C10 H10A 108.8 . . ? C5 C10 H10A 108.8 . . ? C9 C10 H10B 108.8 . . ? C5 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C12 C11 C16 119.3(4) . . ? C12 C11 C1 120.5(4) . . ? C16 C11 C1 119.8(4) . . ? C13 C12 C11 119.4(5) . . ? C13 C12 N2 117.7(5) . . ? C11 C12 N2 122.2(4) . . ? C14 C13 C12 120.9(6) . . ? C14 C13 H13 119.6 . . ? C12 C13 H13 119.6 . . ? C15 C14 C13 120.9(5) . . ? C15 C14 H14 119.6 . . ? C13 C14 H14 119.6 . . ? C14 C15 C16 119.2(4) . . ? C14 C15 C20' 128.0(6) . . ? C16 C15 C20' 112.8(6) . . ? C14 C15 C20 109.3(6) . . ? C16 C15 C20 131.5(6) . . ? C20' C15 C20 18.7(5) . . ? C15 C16 C11 120.3(5) . . ? C15 C16 C17 119.0(4) . . ? C11 C16 C17 120.7(5) . . ? C18' C17 C16 124.2(6) . . ? C18' C17 C18 38.2(5) . . ? C16 C17 C18 106.3(5) . . ? C18' C17 H17A 121.3 . . ? C16 C17 H17A 110.5 . . ? C18 C17 H17A 110.5 . . ? C18' C17 H17B 72.4 . . ? C16 C17 H17B 110.3 . . ? C18 C17 H17B 110.4 . . ? H17A C17 H17B 108.7 . . ? C18' C17 H17C 106.3 . . ? C16 C17 H17C 106.6 . . ? C18 C17 H17C 81.8 . . ? H17A C17 H17C 32.3 . . ? H17B C17 H17C 135.2 . . ? C18' C17 H17D 106.1 . . ? C16 C17 H17D 106.0 . . ? C18 C17 H17D 142.5 . . ? H17A C17 H17D 74.7 . . ? H17B C17 H17D 39.1 . . ? H17C C17 H17D 106.5 . . ? C19 C18 C17 115.2(6) . . ? C19 C18 H18A 108.5 . . ? C17 C18 H18A 108.5 . . ? C19 C18 H18B 108.5 . . ? C17 C18 H18B 108.5 . . ? H18A C18 H18B 107.5 . . ? C18 C19 C20 110.6(8) . . ? C18 C19 H19A 109.5 . . ? C20 C19 H19A 109.5 . . ? C18 C19 H19B 109.5 . . ? C20 C19 H19B 109.5 . . ? H19A C19 H19B 108.1 . . ? C15 C20 C19 107.5(6) . . ? C15 C20 H20A 110.2 . . ? C19 C20 H20A 110.2 . . ? C15 C20 H20B 110.2 . . ? C19 C20 H20B 110.2 . . ? H20A C20 H20B 108.5 . . ? C17 C18' C19' 101.5(7) . . ? C17 C18' H17B 37.1 . . ? C19' C18' H17B 132.6 . . ? C17 C18' H18C 111.5 . . ? C19' C18' H18C 111.5 . . ? H17B C18' H18C 107.0 . . ? C17 C18' H18D 111.5 . . ? C19' C18' H18D 111.5 . . ? H17B C18' H18D 79.5 . . ? H18C C18' H18D 109.3 . . ? C20' C19' C18' 107.4(9) . . ? C20' C19' H19C 110.2 . . ? C18' C19' H19C 110.2 . . ? C20' C19' H19D 110.2 . . ? C18' C19' H19D 110.2 . . ? H19C C19' H19D 108.5 . . ? C15 C20' C19' 120.5(8) . . ? C15 C20' H20C 107.2 . . ? C19' C20' H20C 107.2 . . ? C15 C20' H20D 107.2 . . ? C19' C20' H20D 107.2 . . ? H20C C20' H20D 106.8 . . ? N1 C21 O1 114.8(4) . . ? N1 C21 C22 130.4(4) . . ? O1 C21 C22 114.8(3) . . ? N1 C21 Nb1 59.9(2) . . ? O1 C21 Nb1 54.9(2) . . ? C22 C21 Nb1 169.6(3) . . ? C27 C22 C23 118.6(4) . . ? C27 C22 C21 120.7(4) . . ? C23 C22 C21 119.8(4) . . ? C24 C23 C22 119.2(5) . . ? C24 C23 C28 119.5(4) . . ? C22 C23 C28 121.3(4) . . ? C23 C24 C25 121.8(5) . . ? C23 C24 H24 119.1 . . ? C25 C24 H24 119.1 . . ? C24 C25 C26 118.7(5) . . ? C24 C25 C29 120.3(6) . . ? C26 C25 C29 121.0(7) . . ? C27 C26 C25 122.0(6) . . ? C27 C26 H26 119.0 . . ? C25 C26 H26 119.0 . . ? C26 C27 C22 119.6(5) . . ? C26 C27 C30 119.1(5) . . ? C22 C27 C30 121.3(4) . . ? C23 C28 H28A 109.5 . . ? C23 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C23 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N2 C31 O2 126.2(4) . . ? N2 C31 C32 115.7(4) . . ? O2 C31 C32 118.1(4) . . ? C33 C32 C37 119.3(4) . . ? C33 C32 C31 120.4(4) . . ? C37 C32 C31 120.2(4) . . ? C32 C33 C34 118.8(4) . . ? C32 C33 C38 122.8(4) . . ? C34 C33 C38 118.5(4) . . ? C35 C34 C33 122.1(4) . . ? C35 C34 H34 118.9 . . ? C33 C34 H34 118.9 . . ? C34 C35 C36 118.1(5) . . ? C34 C35 C39 121.5(5) . . ? C36 C35 C39 120.5(5) . . ? C37 C36 C35 121.9(5) . . ? C37 C36 H36 119.0 . . ? C35 C36 H36 119.0 . . ? C36 C37 C32 119.8(4) . . ? C36 C37 C40 118.3(4) . . ? C32 C37 C40 121.8(4) . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C35 C39 H39A 109.5 . . ? C35 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C35 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N3 C41 H41A 109.5 . . ? N3 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N3 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N3 C42 H42A 109.5 . . ? N3 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N3 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N4 C43 H43A 109.5 . . ? N4 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? N4 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N4 C44 H44A 109.5 . . ? N4 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? N4 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N5 C45 H45A 109.5 . . ? N5 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? N5 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N5 C46 H46A 109.5 . . ? N5 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? N5 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 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 N4 Nb1 N1 C21 17.7(4) . . . . ? N5 Nb1 N1 C21 -176.0(3) . . . . ? N3 Nb1 N1 C21 -85.3(3) . . . . ? O2 Nb1 N1 C21 94.7(3) . . . . ? O1 Nb1 N1 C21 -0.7(3) . . . . ? N4 Nb1 N1 C2 -145.6(4) . . . . ? N5 Nb1 N1 C2 20.7(5) . . . . ? N3 Nb1 N1 C2 111.4(4) . . . . ? O2 Nb1 N1 C2 -68.6(4) . . . . ? O1 Nb1 N1 C2 -164.0(5) . . . . ? C21 Nb1 N1 C2 -163.3(6) . . . . ? N4 Nb1 N3 C42 122.8(4) . . . . ? N5 Nb1 N3 C42 14.0(4) . . . . ? O2 Nb1 N3 C42 -94.8(10) . . . . ? O1 Nb1 N3 C42 -153.0(4) . . . . ? N1 Nb1 N3 C42 -95.1(4) . . . . ? C21 Nb1 N3 C42 -124.1(4) . . . . ? N4 Nb1 N3 C41 -67.3(5) . . . . ? N5 Nb1 N3 C41 -176.1(5) . . . . ? O2 Nb1 N3 C41 75.1(11) . . . . ? O1 Nb1 N3 C41 17.0(5) . . . . ? N1 Nb1 N3 C41 74.8(5) . . . . ? C21 Nb1 N3 C41 45.8(5) . . . . ? N5 Nb1 N4 C43 -126.6(4) . . . . ? N3 Nb1 N4 C43 141.9(4) . . . . ? O2 Nb1 N4 C43 -32.6(4) . . . . ? O1 Nb1 N4 C43 55.3(4) . . . . ? N1 Nb1 N4 C43 39.7(5) . . . . ? C21 Nb1 N4 C43 49.0(4) . . . . ? N5 Nb1 N4 C44 75.0(5) . . . . ? N3 Nb1 N4 C44 -16.4(5) . . . . ? O2 Nb1 N4 C44 169.1(5) . . . . ? O1 Nb1 N4 C44 -103.0(5) . . . . ? N1 Nb1 N4 C44 -118.6(5) . . . . ? C21 Nb1 N4 C44 -109.4(5) . . . . ? N4 Nb1 N5 C46 -7.6(5) . . . . ? N3 Nb1 N5 C46 88.2(4) . . . . ? O2 Nb1 N5 C46 -100.4(4) . . . . ? O1 Nb1 N5 C46 163.9(6) . . . . ? N1 Nb1 N5 C46 -178.6(4) . . . . ? C21 Nb1 N5 C46 178.4(4) . . . . ? N4 Nb1 N5 C45 175.7(4) . . . . ? N3 Nb1 N5 C45 -88.5(4) . . . . ? O2 Nb1 N5 C45 83.0(4) . . . . ? O1 Nb1 N5 C45 -12.7(9) . . . . ? N1 Nb1 N5 C45 4.7(5) . . . . ? C21 Nb1 N5 C45 1.8(5) . . . . ? N4 Nb1 O1 C21 -167.9(3) . . . . ? N5 Nb1 O1 C21 20.1(8) . . . . ? N3 Nb1 O1 C21 96.2(3) . . . . ? O2 Nb1 O1 C21 -76.1(3) . . . . ? N1 Nb1 O1 C21 0.7(3) . . . . ? N4 Nb1 O2 C31 -139.0(4) . . . . ? N5 Nb1 O2 C31 -30.1(4) . . . . ? N3 Nb1 O2 C31 78.4(10) . . . . ? O1 Nb1 O2 C31 136.5(4) . . . . ? N1 Nb1 O2 C31 78.7(4) . . . . ? C21 Nb1 O2 C31 108.0(4) . . . . ? C21 N1 C2 C3 127.2(5) . . . . ? Nb1 N1 C2 C3 -75.0(6) . . . . ? C21 N1 C2 C1 -61.4(7) . . . . ? Nb1 N1 C2 C1 96.4(5) . . . . ? C6 C1 C2 C3 2.9(6) . . . . ? C11 C1 C2 C3 -176.6(4) . . . . ? C6 C1 C2 N1 -168.4(4) . . . . ? C11 C1 C2 N1 12.0(7) . . . . ? N1 C2 C3 C4 171.7(5) . . . . ? C1 C2 C3 C4 -0.1(7) . . . . ? C2 C3 C4 C5 -2.2(8) . . . . ? C3 C4 C5 C6 1.6(7) . . . . ? C3 C4 C5 C10 -177.2(5) . . . . ? C4 C5 C6 C1 1.3(7) . . . . ? C10 C5 C6 C1 180.0(4) . . . . ? C4 C5 C6 C7 -176.7(4) . . . . ? C10 C5 C6 C7 2.0(7) . . . . ? C2 C1 C6 C5 -3.5(6) . . . . ? C11 C1 C6 C5 176.0(4) . . . . ? C2 C1 C6 C7 174.5(4) . . . . ? C11 C1 C6 C7 -5.9(6) . . . . ? C5 C6 C7 C8 16.4(6) . . . . ? C1 C6 C7 C8 -161.6(4) . . . . ? C6 C7 C8 C9 -49.3(6) . . . . ? C7 C8 C9 C10 64.4(6) . . . . ? C8 C9 C10 C5 -46.0(6) . . . . ? C6 C5 C10 C9 13.1(7) . . . . ? C4 C5 C10 C9 -168.2(5) . . . . ? C2 C1 C11 C12 -86.7(6) . . . . ? C6 C1 C11 C12 93.8(5) . . . . ? C2 C1 C11 C16 101.6(5) . . . . ? C6 C1 C11 C16 -77.9(5) . . . . ? C16 C11 C12 C13 -3.8(6) . . . . ? C1 C11 C12 C13 -175.5(4) . . . . ? C16 C11 C12 N2 166.5(4) . . . . ? C1 C11 C12 N2 -5.2(6) . . . . ? C31 N2 C12 C13 -101.3(5) . . . . ? C31 N2 C12 C11 88.2(5) . . . . ? C11 C12 C13 C14 1.5(7) . . . . ? N2 C12 C13 C14 -169.2(4) . . . . ? C12 C13 C14 C15 1.5(8) . . . . ? C13 C14 C15 C16 -2.0(7) . . . . ? C13 C14 C15 C20' 176.8(10) . . . . ? C13 C14 C15 C20 176.5(7) . . . . ? C14 C15 C16 C11 -0.4(7) . . . . ? C20' C15 C16 C11 -179.3(8) . . . . ? C20 C15 C16 C11 -178.5(8) . . . . ? C14 C15 C16 C17 177.6(4) . . . . ? C20' C15 C16 C17 -1.3(9) . . . . ? C20 C15 C16 C17 -0.5(10) . . . . ? C12 C11 C16 C15 3.3(6) . . . . ? C1 C11 C16 C15 175.1(4) . . . . ? C12 C11 C16 C17 -174.7(4) . . . . ? C1 C11 C16 C17 -2.9(6) . . . . ? C15 C16 C17 C18' 17.4(8) . . . . ? C11 C16 C17 C18' -164.6(6) . . . . ? C15 C16 C17 C18 -20.3(6) . . . . ? C11 C16 C17 C18 157.7(5) . . . . ? C18' C17 C18 C19 -71.5(10) . . . . ? C16 C17 C18 C19 53.6(9) . . . . ? C17 C18 C19 C20 -65.3(11) . . . . ? C14 C15 C20 C19 174.1(8) . . . . ? C16 C15 C20 C19 -7.6(14) . . . . ? C20' C15 C20 C19 -5(3) . . . . ? C18 C19 C20 C15 37.4(12) . . . . ? C16 C17 C18' C19' -48.2(10) . . . . ? C18 C17 C18' C19' 23.5(6) . . . . ? C17 C18' C19' C20' 61.8(11) . . . . ? C14 C15 C20' C19' -155.9(9) . . . . ? C16 C15 C20' C19' 22.9(16) . . . . ? C20 C15 C20' C19' -155(5) . . . . ? C18' C19' C20' C15 -57.2(16) . . . . ? C2 N1 C21 O1 165.9(4) . . . . ? Nb1 N1 C21 O1 1.1(4) . . . . ? C2 N1 C21 C22 -15.5(8) . . . . ? Nb1 N1 C21 C22 179.7(5) . . . . ? C2 N1 C21 Nb1 164.9(5) . . . . ? Nb1 O1 C21 N1 -1.2(4) . . . . ? Nb1 O1 C21 C22 -180.0(3) . . . . ? N4 Nb1 C21 N1 -168.1(3) . . . . ? N5 Nb1 C21 N1 5.7(4) . . . . ? N3 Nb1 C21 N1 95.6(3) . . . . ? O2 Nb1 C21 N1 -79.9(3) . . . . ? O1 Nb1 C21 N1 178.8(4) . . . . ? N4 Nb1 C21 O1 13.1(3) . . . . ? N5 Nb1 C21 O1 -173.1(3) . . . . ? N3 Nb1 C21 O1 -83.2(3) . . . . ? O2 Nb1 C21 O1 101.3(3) . . . . ? N1 Nb1 C21 O1 -178.8(4) . . . . ? N4 Nb1 C21 C22 13.3(19) . . . . ? N5 Nb1 C21 C22 -173.0(17) . . . . ? N3 Nb1 C21 C22 -83.0(18) . . . . ? O2 Nb1 C21 C22 101.4(18) . . . . ? O1 Nb1 C21 C22 0.1(17) . . . . ? N1 Nb1 C21 C22 -179(2) . . . . ? N1 C21 C22 C27 -56.1(7) . . . . ? O1 C21 C22 C27 122.5(5) . . . . ? Nb1 C21 C22 C27 122.3(17) . . . . ? N1 C21 C22 C23 135.1(5) . . . . ? O1 C21 C22 C23 -46.3(6) . . . . ? Nb1 C21 C22 C23 -46(2) . . . . ? C27 C22 C23 C24 1.8(7) . . . . ? C21 C22 C23 C24 170.8(4) . . . . ? C27 C22 C23 C28 -179.4(4) . . . . ? C21 C22 C23 C28 -10.3(6) . . . . ? C22 C23 C24 C25 -1.8(8) . . . . ? C28 C23 C24 C25 179.3(5) . . . . ? C23 C24 C25 C26 0.9(10) . . . . ? C23 C24 C25 C29 -179.0(7) . . . . ? C24 C25 C26 C27 -0.1(10) . . . . ? C29 C25 C26 C27 179.8(7) . . . . ? C25 C26 C27 C22 0.1(9) . . . . ? C25 C26 C27 C30 -178.3(5) . . . . ? C23 C22 C27 C26 -1.0(7) . . . . ? C21 C22 C27 C26 -169.9(4) . . . . ? C23 C22 C27 C30 177.5(4) . . . . ? C21 C22 C27 C30 8.5(6) . . . . ? C12 N2 C31 O2 0.0(7) . . . . ? C12 N2 C31 C32 176.3(4) . . . . ? Nb1 O2 C31 N2 -121.6(5) . . . . ? Nb1 O2 C31 C32 62.2(6) . . . . ? N2 C31 C32 C33 52.3(6) . . . . ? O2 C31 C32 C33 -131.1(5) . . . . ? N2 C31 C32 C37 -125.0(5) . . . . ? O2 C31 C32 C37 51.6(6) . . . . ? C37 C32 C33 C34 0.0(7) . . . . ? C31 C32 C33 C34 -177.3(5) . . . . ? C37 C32 C33 C38 179.9(5) . . . . ? C31 C32 C33 C38 2.6(7) . . . . ? C32 C33 C34 C35 0.7(8) . . . . ? C38 C33 C34 C35 -179.2(5) . . . . ? C33 C34 C35 C36 -1.0(8) . . . . ? C33 C34 C35 C39 177.1(6) . . . . ? C34 C35 C36 C37 0.5(8) . . . . ? C39 C35 C36 C37 -177.6(6) . . . . ? C35 C36 C37 C32 0.2(8) . . . . ? C35 C36 C37 C40 176.6(5) . . . . ? C33 C32 C37 C36 -0.4(7) . . . . ? C31 C32 C37 C36 176.9(5) . . . . ? C33 C32 C37 C40 -176.8(5) . . . . ? C31 C32 C37 C40 0.6(8) . . . . ? _diffrn_measured_fraction_theta_max 0.984 _diffrn_reflns_theta_full 72.09 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.867 _refine_diff_density_min -1.015 _refine_diff_density_rms 0.095 # Attachment 'compound-7.cif.txt' data_compound7 _database_code_depnum_ccdc_archive 'CCDC 775660' #TrackingRef 'compound-7.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C46 H60 N5 O2 Ta' _chemical_formula_sum 'C46 H60 N5 O2 Ta' _chemical_formula_weight 895.94 _chemical_absolute_configuration rmad 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' O O 0.0106 0.0060 '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 'P 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 11.832(2) _cell_length_b 14.325(3) _cell_length_c 13.481(3) _cell_angle_alpha 90.00 _cell_angle_beta 111.28(3) _cell_angle_gamma 90.00 _cell_volume 2129.1(7) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 8198 _cell_measurement_theta_min 1.4 _cell_measurement_theta_max 27.9 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.398 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 920 _exptl_absorpt_coefficient_mu 2.624 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.4873 _exptl_absorpt_correction_T_max 0.5270 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn CCD area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22072 _diffrn_reflns_av_R_equivalents 0.0529 _diffrn_reflns_av_sigmaI/netI 0.1250 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.62 _diffrn_reflns_theta_max 27.88 _reflns_number_total 9882 _reflns_number_gt 7509 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.8' _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^)+(0.0155P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0450(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.016(7) _refine_ls_number_reflns 9882 _refine_ls_number_parameters 519 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0398 _refine_ls_R_factor_gt 0.0349 _refine_ls_wR_factor_ref 0.0860 _refine_ls_wR_factor_gt 0.0849 _refine_ls_goodness_of_fit_ref 0.936 _refine_ls_restrained_S_all 0.938 _refine_ls_shift/su_max 0.005 _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 0.634157(17) 0.75146(3) 0.908588(16) 0.01958(8) Uani 1 1 d . . . N1 N 0.4911(4) 0.8083(3) 0.7572(4) 0.0176(11) Uani 1 1 d . . . N2 N 0.4505(4) 0.5564(3) 0.6773(4) 0.0202(12) Uani 1 1 d . . . N3 N 0.6565(4) 0.7050(4) 1.0512(4) 0.0241(12) Uani 1 1 d . . . N4 N 0.7016(5) 0.8803(3) 0.9605(4) 0.0208(12) Uani 1 1 d . . . N5 N 0.7786(4) 0.7245(3) 0.8726(4) 0.0246(13) Uani 1 1 d . . . O1 O 0.4621(3) 0.8046(3) 0.9064(3) 0.0208(10) Uani 1 1 d . . . O2 O 0.5447(4) 0.6314(3) 0.8372(3) 0.0224(10) Uani 1 1 d . . . C1 C 0.3854(4) 0.7420(8) 0.5771(4) 0.0185(14) Uani 1 1 d . . . C2 C 0.4671(5) 0.8035(4) 0.6446(5) 0.0193(14) Uani 1 1 d . . . C3 C 0.5406(5) 0.8583(4) 0.6083(5) 0.0249(15) Uani 1 1 d . . . H3 H 0.5961 0.9010 0.6551 0.030 Uiso 1 1 calc R . . C4 C 0.5332(6) 0.8510(4) 0.5038(6) 0.0276(16) Uani 1 1 d . . . H4 H 0.5807 0.8911 0.4785 0.033 Uiso 1 1 calc R . . C5 C 0.4571(5) 0.7857(4) 0.4353(5) 0.0235(14) Uani 1 1 d . . . C6 C 0.3843(5) 0.7304(4) 0.4717(5) 0.0229(18) Uani 1 1 d . . . C7 C 0.3059(6) 0.6540(5) 0.4021(5) 0.0259(15) Uani 1 1 d . . . H7A H 0.3140 0.5969 0.4455 0.031 Uiso 1 1 calc R . . H7B H 0.2200 0.6739 0.3774 0.031 Uiso 1 1 calc R . . C8 C 0.3384(6) 0.6309(5) 0.3063(6) 0.0341(18) Uani 1 1 d . . . H8A H 0.2736 0.5920 0.2560 0.041 Uiso 1 1 calc R . . H8B H 0.4147 0.5946 0.3292 0.041 Uiso 1 1 calc R . . C9 C 0.3539(7) 0.7204(5) 0.2499(5) 0.044(2) Uani 1 1 d . . . H9A H 0.3697 0.7041 0.1848 0.053 Uiso 1 1 calc R . . H9B H 0.2783 0.7577 0.2286 0.053 Uiso 1 1 calc R . . C10 C 0.4572(6) 0.7767(5) 0.3227(5) 0.0370(19) Uani 1 1 d . . . H10A H 0.4539 0.8400 0.2922 0.044 Uiso 1 1 calc R . . H10B H 0.5343 0.7474 0.3261 0.044 Uiso 1 1 calc R . . C11 C 0.2982(5) 0.6824(4) 0.6084(5) 0.0175(13) Uani 1 1 d . . . C12 C 0.3343(5) 0.5976(4) 0.6601(5) 0.0209(14) Uani 1 1 d . . . C13 C 0.2491(7) 0.5423(6) 0.6835(6) 0.028(2) Uani 1 1 d . . . H13 H 0.2737 0.4857 0.7221 0.033 Uiso 1 1 calc R . . C14 C 0.1302(6) 0.5702(5) 0.6505(6) 0.0336(18) Uani 1 1 d . . . H14 H 0.0728 0.5316 0.6652 0.040 Uiso 1 1 calc R . . C15 C 0.0922(6) 0.6526(5) 0.5966(6) 0.0318(17) Uani 1 1 d . A . C16 C 0.1733(6) 0.7066(5) 0.5753(5) 0.0280(16) Uani 1 1 d . A . C17 C 0.1306(6) 0.7991(5) 0.5084(6) 0.0352(19) Uani 1 1 d D . . H17A H 0.1417 0.7906 0.4419 0.042 Uiso 0.555(16) 1 d PR A 1 H17B H 0.1855 0.8476 0.5460 0.042 Uiso 0.555(16) 1 d PR A 1 H17C H 0.1730 0.8084 0.4605 0.042 Uiso 0.445(16) 1 d PR A 2 H17D H 0.1435 0.8523 0.5545 0.042 Uiso 0.445(16) 1 d PR A 2 C20 C -0.0451(7) 0.6752(7) 0.5596(6) 0.057(3) Uani 1 1 d D . . H20A H -0.0639 0.7017 0.6172 0.069 Uiso 0.555(16) 1 d PR A 1 H20B H -0.0918 0.6193 0.5360 0.069 Uiso 0.555(16) 1 d PR A 1 H20C H -0.0692 0.6661 0.6196 0.069 Uiso 0.445(16) 1 d PR A 2 H20D H -0.0885 0.6307 0.5061 0.069 Uiso 0.445(16) 1 d PR A 2 C18 C 0.0060(9) 0.8381(8) 0.4863(13) 0.046(5) Uani 0.555(16) 1 d PDU A 1 H18C H -0.0199 0.8784 0.4222 0.056 Uiso 0.555(16) 1 calc PR A 1 H18D H 0.0029 0.8746 0.5476 0.056 Uiso 0.555(16) 1 calc PR A 1 C19 C -0.0736(10) 0.7494(9) 0.4679(10) 0.037(4) Uani 0.555(16) 1 d PDU A 1 H19C H -0.0692 0.7172 0.4044 0.044 Uiso 0.555(16) 1 calc PR A 1 H19D H -0.1586 0.7699 0.4498 0.044 Uiso 0.555(16) 1 calc PR A 1 C18' C -0.0091(9) 0.7823(13) 0.4480(11) 0.036(5) Uani 0.445(16) 1 d PDU A 2 H18A H -0.0421 0.8351 0.3986 0.043 Uiso 0.445(16) 1 calc PR A 2 H18B H -0.0195 0.7251 0.4044 0.043 Uiso 0.445(16) 1 calc PR A 2 C19' C -0.0853(15) 0.7719(9) 0.5187(15) 0.040(6) Uani 0.445(16) 1 d PDU A 2 H19A H -0.0632 0.8188 0.5767 0.047 Uiso 0.445(16) 1 calc PR A 2 H19B H -0.1734 0.7751 0.4771 0.047 Uiso 0.445(16) 1 calc PR A 2 C21 C 0.4173(5) 0.8256(4) 0.8058(5) 0.0175(13) Uani 1 1 d . . . C22 C 0.2945(5) 0.8698(4) 0.7692(5) 0.0200(13) Uani 1 1 d . . . C23 C 0.2038(6) 0.8284(5) 0.7997(5) 0.0254(15) Uani 1 1 d . . . C24 C 0.0947(6) 0.8753(5) 0.7772(6) 0.0355(18) Uani 1 1 d . . . H24 H 0.0327 0.8473 0.7963 0.043 Uiso 1 1 calc R . . C25 C 0.0735(7) 0.9620(6) 0.7273(7) 0.045(2) Uani 1 1 d . . . C26 C 0.1637(7) 1.0023(5) 0.6987(6) 0.0386(19) Uani 1 1 d . . . H26 H 0.1493 1.0610 0.6636 0.046 Uiso 1 1 calc R . . C27 C 0.2752(7) 0.9582(6) 0.7205(6) 0.026(2) Uani 1 1 d . . . C28 C 0.2198(5) 0.7371(7) 0.8549(5) 0.029(2) Uani 1 1 d . . . H28A H 0.2620 0.6939 0.8237 0.044 Uiso 1 1 calc R . . H28B H 0.1402 0.7114 0.8468 0.044 Uiso 1 1 calc R . . H28C H 0.2678 0.7456 0.9307 0.044 Uiso 1 1 calc R . . C29 C -0.0466(7) 1.0141(7) 0.7016(8) 0.072(3) Uani 1 1 d . . . H29A H -0.0315 1.0815 0.7065 0.108 Uiso 1 1 calc R . . H29B H -0.0843 0.9959 0.7526 0.108 Uiso 1 1 calc R . . H29C H -0.1011 0.9982 0.6293 0.108 Uiso 1 1 calc R . . C30 C 0.3712(6) 1.0059(4) 0.6901(6) 0.0353(18) Uani 1 1 d . . . H30A H 0.4498 1.0003 0.7487 0.053 Uiso 1 1 calc R . . H30B H 0.3506 1.0720 0.6759 0.053 Uiso 1 1 calc R . . H30C H 0.3759 0.9764 0.6261 0.053 Uiso 1 1 calc R . . C31 C 0.5437(5) 0.5748(4) 0.7590(5) 0.0198(13) Uani 1 1 d . . . C32 C 0.6584(5) 0.5237(4) 0.7700(5) 0.0205(14) Uani 1 1 d . . . C33 C 0.7212(6) 0.4762(5) 0.8633(6) 0.0278(16) Uani 1 1 d . . . C34 C 0.8270(6) 0.4250(5) 0.8712(5) 0.0300(16) Uani 1 1 d . . . H34 H 0.8689 0.3914 0.9347 0.036 Uiso 1 1 calc R . . C35 C 0.8702(6) 0.4230(5) 0.7893(6) 0.0325(17) Uani 1 1 d . . . C36 C 0.8052(6) 0.4716(5) 0.6960(5) 0.0274(15) Uani 1 1 d . . . H36 H 0.8338 0.4703 0.6387 0.033 Uiso 1 1 calc R . . C37 C 0.7008(6) 0.5214(4) 0.6838(5) 0.0250(15) Uani 1 1 d . . . C38 C 0.6780(7) 0.4699(5) 0.9570(6) 0.0356(18) Uani 1 1 d . . . H38A H 0.6961 0.5286 0.9971 0.053 Uiso 1 1 calc R . . H38B H 0.7198 0.4184 1.0037 0.053 Uiso 1 1 calc R . . H38C H 0.5903 0.4587 0.9303 0.053 Uiso 1 1 calc R . . C39 C 0.9828(6) 0.3687(5) 0.7982(6) 0.041(2) Uani 1 1 d . . . H39A H 0.9597 0.3064 0.7674 0.061 Uiso 1 1 calc R . . H39B H 1.0350 0.3628 0.8733 0.061 Uiso 1 1 calc R . . H39C H 1.0268 0.4017 0.7596 0.061 Uiso 1 1 calc R . . C40 C 0.6354(6) 0.5715(5) 0.5780(5) 0.0318(17) Uani 1 1 d . . . H40A H 0.6942 0.5885 0.5453 0.048 Uiso 1 1 calc R . . H40B H 0.5963 0.6281 0.5909 0.048 Uiso 1 1 calc R . . H40C H 0.5738 0.5300 0.5300 0.048 Uiso 1 1 calc R . . C41 C 0.5639(6) 0.6447(5) 1.0681(5) 0.0313(17) Uani 1 1 d . . . H41A H 0.6015 0.5859 1.1012 0.047 Uiso 1 1 calc R . . H41B H 0.4994 0.6315 0.9995 0.047 Uiso 1 1 calc R . . H41C H 0.5294 0.6765 1.1149 0.047 Uiso 1 1 calc R . . C42 C 0.7472(6) 0.7353(7) 1.1541(5) 0.043(2) Uani 1 1 d . . . H42A H 0.7062 0.7680 1.1954 0.064 Uiso 1 1 calc R . . H42B H 0.8057 0.7774 1.1412 0.064 Uiso 1 1 calc R . . H42C H 0.7898 0.6806 1.1940 0.064 Uiso 1 1 calc R . . C43 C 0.6495(7) 0.9388(5) 1.0210(7) 0.048(2) Uani 1 1 d . . . H43A H 0.7144 0.9632 1.0840 0.072 Uiso 1 1 calc R . . H43B H 0.5933 0.9017 1.0434 0.072 Uiso 1 1 calc R . . H43C H 0.6056 0.9909 0.9765 0.072 Uiso 1 1 calc R . . C44 C 0.7883(6) 0.9319(5) 0.9290(6) 0.0343(18) Uani 1 1 d . . . H44A H 0.7456 0.9790 0.8760 0.051 Uiso 1 1 calc R . . H44B H 0.8311 0.8889 0.8982 0.051 Uiso 1 1 calc R . . H44C H 0.8469 0.9626 0.9914 0.051 Uiso 1 1 calc R . . C45 C 0.8953(6) 0.6929(6) 0.9538(6) 0.050(2) Uani 1 1 d . . . H45A H 0.9141 0.6299 0.9361 0.074 Uiso 1 1 calc R . . H45B H 0.8883 0.6923 1.0240 0.074 Uiso 1 1 calc R . . H45C H 0.9602 0.7357 0.9547 0.074 Uiso 1 1 calc R . . C46 C 0.7885(5) 0.7360(7) 0.7669(5) 0.034(2) Uani 1 1 d . . . H46A H 0.8364 0.7919 0.7672 0.051 Uiso 1 1 calc R . . H46B H 0.7072 0.7426 0.7124 0.051 Uiso 1 1 calc R . . H46C H 0.8284 0.6811 0.7510 0.051 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 0.01882(13) 0.02371(12) 0.01785(13) -0.00268(19) 0.00862(9) -0.00287(18) N1 0.019(3) 0.018(3) 0.019(3) -0.004(2) 0.010(2) -0.008(2) N2 0.021(3) 0.017(3) 0.023(3) 0.004(2) 0.009(3) 0.003(2) N3 0.022(3) 0.033(3) 0.018(3) -0.001(2) 0.008(2) 0.002(2) N4 0.020(3) 0.019(3) 0.021(3) -0.009(2) 0.005(2) -0.006(2) N5 0.017(2) 0.030(3) 0.030(3) -0.010(2) 0.011(2) -0.007(2) O1 0.013(2) 0.038(3) 0.015(2) -0.002(2) 0.0096(18) -0.0006(19) O2 0.028(3) 0.022(2) 0.019(3) -0.005(2) 0.010(2) -0.007(2) C1 0.021(3) 0.021(4) 0.015(3) 0.001(4) 0.009(2) 0.005(4) C2 0.024(3) 0.020(3) 0.016(3) 0.003(3) 0.010(3) 0.006(3) C3 0.024(3) 0.025(3) 0.028(4) -0.003(3) 0.012(3) -0.003(3) C4 0.039(4) 0.018(3) 0.038(4) 0.004(3) 0.030(4) 0.002(3) C5 0.029(3) 0.027(3) 0.017(3) 0.003(3) 0.010(3) 0.013(3) C6 0.023(3) 0.035(5) 0.011(3) 0.004(3) 0.007(2) 0.009(3) C7 0.030(4) 0.030(4) 0.018(4) -0.004(3) 0.008(3) -0.001(3) C8 0.033(4) 0.044(4) 0.026(4) -0.014(4) 0.012(3) -0.002(4) C9 0.050(4) 0.070(7) 0.014(4) -0.002(4) 0.014(3) 0.017(4) C10 0.058(5) 0.036(5) 0.032(4) 0.005(3) 0.034(4) 0.009(3) C11 0.018(3) 0.018(3) 0.014(3) -0.007(3) 0.003(3) -0.006(3) C12 0.020(3) 0.028(3) 0.012(3) -0.002(3) 0.003(3) -0.004(3) C13 0.035(5) 0.022(4) 0.032(5) 0.005(4) 0.019(4) -0.001(3) C14 0.026(4) 0.044(4) 0.038(5) -0.016(4) 0.020(4) -0.019(4) C15 0.020(4) 0.048(5) 0.028(4) -0.011(4) 0.008(3) -0.009(3) C16 0.041(4) 0.026(4) 0.019(4) 0.001(3) 0.013(3) 0.000(3) C17 0.037(4) 0.041(4) 0.018(4) 0.001(3) 0.000(3) 0.023(4) C20 0.029(5) 0.116(9) 0.026(5) -0.015(5) 0.008(4) -0.002(5) C18 0.049(8) 0.042(7) 0.052(8) 0.003(6) 0.023(6) 0.020(6) C19 0.016(5) 0.027(5) 0.051(7) -0.003(8) -0.008(5) 0.009(7) C18' 0.035(8) 0.044(9) 0.035(8) 0.008(6) 0.020(6) 0.020(6) C19' 0.023(7) 0.047(10) 0.047(9) -0.009(7) 0.011(7) 0.012(6) C21 0.023(3) 0.015(3) 0.017(3) -0.003(3) 0.011(3) -0.005(3) C22 0.019(3) 0.025(3) 0.015(3) -0.003(3) 0.005(3) -0.001(3) C23 0.029(4) 0.027(4) 0.022(4) -0.009(3) 0.012(3) -0.003(3) C24 0.022(4) 0.044(4) 0.043(5) -0.010(4) 0.015(4) -0.003(3) C25 0.033(4) 0.049(5) 0.051(6) -0.005(4) 0.013(4) 0.008(4) C26 0.041(5) 0.040(4) 0.038(5) 0.006(4) 0.018(4) 0.010(4) C27 0.026(4) 0.028(4) 0.025(5) -0.011(3) 0.011(4) -0.003(3) C28 0.022(3) 0.043(6) 0.027(3) 0.002(4) 0.013(3) -0.005(4) C29 0.039(5) 0.079(7) 0.104(9) 0.011(7) 0.033(6) 0.024(5) C30 0.056(5) 0.022(3) 0.036(5) 0.003(3) 0.026(4) 0.000(3) C31 0.023(3) 0.020(3) 0.017(3) -0.001(3) 0.008(3) -0.005(3) C32 0.021(3) 0.021(3) 0.016(3) 0.001(3) 0.002(3) -0.004(3) C33 0.033(4) 0.024(3) 0.027(4) 0.001(3) 0.012(3) -0.003(3) C34 0.037(4) 0.028(4) 0.022(4) 0.005(3) 0.007(3) 0.004(3) C35 0.031(4) 0.030(4) 0.033(4) 0.001(3) 0.007(4) 0.008(3) C36 0.030(4) 0.034(4) 0.019(4) -0.001(3) 0.009(3) 0.001(3) C37 0.027(4) 0.026(3) 0.020(4) -0.002(3) 0.005(3) 0.002(3) C38 0.050(5) 0.031(4) 0.030(4) 0.006(3) 0.019(4) 0.003(4) C39 0.034(4) 0.048(5) 0.038(5) -0.007(4) 0.011(4) 0.012(4) C40 0.031(4) 0.043(4) 0.027(4) 0.006(4) 0.017(3) -0.001(4) C41 0.034(4) 0.036(4) 0.025(4) 0.002(3) 0.012(3) -0.011(3) C42 0.047(4) 0.058(7) 0.019(3) -0.004(4) 0.007(3) -0.028(5) C43 0.045(5) 0.035(4) 0.071(6) -0.033(4) 0.030(5) -0.006(4) C44 0.050(5) 0.023(4) 0.036(5) -0.001(3) 0.023(4) -0.010(3) C45 0.036(4) 0.067(6) 0.049(6) 0.005(5) 0.020(4) 0.011(4) C46 0.034(3) 0.043(6) 0.032(4) -0.002(4) 0.022(3) -0.008(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 Ta1 N3 1.960(5) . ? Ta1 N5 1.977(4) . ? Ta1 N4 2.031(5) . ? Ta1 O2 2.065(4) . ? Ta1 O1 2.163(4) . ? Ta1 N1 2.278(5) . ? Ta1 C21 2.655(6) . ? N1 C21 1.291(7) . ? N1 C2 1.441(7) . ? N2 C31 1.272(8) . ? N2 C12 1.436(7) . ? N3 C41 1.476(7) . ? N3 C42 1.478(7) . ? N4 C44 1.447(7) . ? N4 C43 1.454(7) . ? N5 C46 1.481(7) . ? N5 C45 1.486(8) . ? O1 C21 1.301(7) . ? O2 C31 1.327(7) . ? C1 C2 1.378(9) . ? C1 C6 1.425(7) . ? C1 C11 1.512(10) . ? C2 C3 1.387(8) . ? C3 C4 1.383(8) . ? C3 H3 0.9500 . ? C4 C5 1.390(8) . ? C4 H4 0.9500 . ? C5 C6 1.385(8) . ? C5 C10 1.524(8) . ? C6 C7 1.519(8) . ? C7 C8 1.512(8) . ? C7 H7A 0.9900 . ? C7 H7B 0.9900 . ? C8 C9 1.535(9) . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.495(9) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 C12 1.389(8) . ? C11 C16 1.422(8) . ? C12 C13 1.405(10) . ? C13 C14 1.372(10) . ? C13 H13 0.9500 . ? C14 C15 1.374(10) . ? C14 H14 0.9500 . ? C15 C16 1.343(9) . ? C15 C20 1.551(9) . ? C16 C17 1.579(8) . ? C17 C18 1.502(8) . ? C17 C18' 1.574(9) . ? C17 H17A 0.9600 . ? C17 H17B 0.9600 . ? C17 H17C 0.9599 . ? C17 H17D 0.9600 . ? C20 C19' 1.503(9) . ? C20 C19 1.571(9) . ? C20 H20A 0.9600 . ? C20 H20B 0.9599 . ? C20 H20C 0.9599 . ? C20 H20D 0.9600 . ? C18 C19 1.547(9) . ? C18 H17D 1.5648 . ? C18 H18C 0.9900 . ? C18 H18D 0.9900 . ? C19 H19C 0.9900 . ? C19 H19D 0.9900 . ? C18' C19' 1.538(9) . ? C18' H18A 0.9900 . ? C18' H18B 0.9900 . ? C19' H19A 0.9900 . ? C19' H19B 0.9900 . ? C21 C22 1.495(8) . ? C22 C27 1.405(10) . ? C22 C23 1.412(8) . ? C23 C24 1.387(8) . ? C23 C28 1.483(10) . ? C24 C25 1.391(10) . ? C24 H24 0.9500 . ? C25 C26 1.385(10) . ? C25 C29 1.529(10) . ? C26 C27 1.395(10) . ? C26 H26 0.9500 . ? C27 C30 1.505(10) . ? 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 C32 1.501(8) . ? C32 C33 1.385(9) . ? C32 C37 1.424(8) . ? C33 C34 1.420(9) . ? C33 C38 1.528(9) . ? C34 C35 1.375(9) . ? C34 H34 0.9500 . ? C35 C36 1.398(9) . ? C35 C39 1.509(9) . ? C36 C37 1.383(8) . ? C36 H36 0.9500 . ? C37 C40 1.532(9) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 0.9800 . ? C44 H44A 0.9800 . ? C44 H44B 0.9800 . ? C44 H44C 0.9800 . ? C45 H45A 0.9800 . ? C45 H45B 0.9800 . ? C45 H45C 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 0.9800 . ? C46 H46C 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 N5 110.7(2) . . ? N3 Ta1 N4 94.3(2) . . ? N5 Ta1 N4 89.7(2) . . ? N3 Ta1 O2 92.19(19) . . ? N5 Ta1 O2 93.75(18) . . ? N4 Ta1 O2 171.06(19) . . ? N3 Ta1 O1 85.62(18) . . ? N5 Ta1 O1 163.45(19) . . ? N4 Ta1 O1 86.29(18) . . ? O2 Ta1 O1 88.06(16) . . ? N3 Ta1 N1 142.41(18) . . ? N5 Ta1 N1 106.12(19) . . ? N4 Ta1 N1 93.15(19) . . ? O2 Ta1 N1 77.98(18) . . ? O1 Ta1 N1 58.17(15) . . ? N3 Ta1 C21 114.12(18) . . ? N5 Ta1 C21 135.0(2) . . ? N4 Ta1 C21 90.04(19) . . ? O2 Ta1 C21 81.69(17) . . ? O1 Ta1 C21 29.10(15) . . ? N1 Ta1 C21 29.07(16) . . ? C21 N1 C2 129.2(5) . . ? C21 N1 Ta1 91.9(4) . . ? C2 N1 Ta1 136.5(4) . . ? C31 N2 C12 122.2(5) . . ? C41 N3 C42 110.7(5) . . ? C41 N3 Ta1 120.5(4) . . ? C42 N3 Ta1 127.9(4) . . ? C44 N4 C43 111.1(5) . . ? C44 N4 Ta1 126.5(4) . . ? C43 N4 Ta1 121.6(4) . . ? C46 N5 C45 111.5(5) . . ? C46 N5 Ta1 126.3(4) . . ? C45 N5 Ta1 122.2(4) . . ? C21 O1 Ta1 96.9(3) . . ? C31 O2 Ta1 137.3(4) . . ? C2 C1 C6 118.9(7) . . ? C2 C1 C11 124.2(5) . . ? C6 C1 C11 116.8(7) . . ? C1 C2 C3 120.5(6) . . ? C1 C2 N1 123.3(5) . . ? C3 C2 N1 115.8(5) . . ? C4 C3 C2 120.0(6) . . ? C4 C3 H3 120.0 . . ? C2 C3 H3 120.0 . . ? C3 C4 C5 121.0(6) . . ? C3 C4 H4 119.5 . . ? C5 C4 H4 119.5 . . ? C6 C5 C4 119.0(6) . . ? C6 C5 C10 122.0(6) . . ? C4 C5 C10 119.0(6) . . ? C5 C6 C1 120.3(7) . . ? C5 C6 C7 120.8(5) . . ? C1 C6 C7 118.9(6) . . ? C8 C7 C6 113.4(5) . . ? C8 C7 H7A 108.9 . . ? C6 C7 H7A 108.9 . . ? C8 C7 H7B 108.9 . . ? C6 C7 H7B 108.9 . . ? H7A C7 H7B 107.7 . . ? C7 C8 C9 110.7(5) . . ? C7 C8 H8A 109.5 . . ? C9 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? C9 C8 H8B 109.5 . . ? H8A C8 H8B 108.1 . . ? C10 C9 C8 110.0(6) . . ? C10 C9 H9A 109.7 . . ? C8 C9 H9A 109.7 . . ? C10 C9 H9B 109.7 . . ? C8 C9 H9B 109.7 . . ? H9A C9 H9B 108.2 . . ? C9 C10 C5 113.8(6) . . ? C9 C10 H10A 108.8 . . ? C5 C10 H10A 108.8 . . ? C9 C10 H10B 108.8 . . ? C5 C10 H10B 108.8 . . ? H10A C10 H10B 107.7 . . ? C12 C11 C16 117.7(6) . . ? C12 C11 C1 121.2(6) . . ? C16 C11 C1 120.8(6) . . ? C11 C12 C13 119.4(6) . . ? C11 C12 N2 122.9(5) . . ? C13 C12 N2 117.1(6) . . ? C14 C13 C12 119.9(7) . . ? C14 C13 H13 120.1 . . ? C12 C13 H13 120.1 . . ? C13 C14 C15 121.4(7) . . ? C13 C14 H14 119.3 . . ? C15 C14 H14 119.3 . . ? C16 C15 C14 119.1(6) . . ? C16 C15 C20 123.9(7) . . ? C14 C15 C20 116.9(6) . . ? C15 C16 C11 122.3(7) . . ? C15 C16 C17 120.0(7) . . ? C11 C16 C17 117.6(6) . . ? C18 C17 C18' 35.2(7) . . ? C18 C17 C16 120.9(8) . . ? C18' C17 C16 103.0(8) . . ? C18 C17 H17A 108.5 . . ? C18' C17 H17A 88.3 . . ? C16 C17 H17A 107.6 . . ? C18 C17 H17B 105.2 . . ? C18' C17 H17B 140.0 . . ? C16 C17 H17B 106.9 . . ? H17A C17 H17B 106.9 . . ? C18 C17 H17C 122.0 . . ? C18' C17 H17C 112.3 . . ? C16 C17 H17C 111.3 . . ? H17A C17 H17C 26.8 . . ? H17B C17 H17C 80.7 . . ? C18 C17 H17D 75.4 . . ? C18' C17 H17D 110.3 . . ? C16 C17 H17D 110.7 . . ? H17A C17 H17D 131.5 . . ? H17B C17 H17D 33.5 . . ? H17C C17 H17D 109.1 . . ? C19' C20 C15 117.7(10) . . ? C19' C20 C19 30.6(7) . . ? C15 C20 C19 107.1(7) . . ? C19' C20 H20A 78.3 . . ? C15 C20 H20A 110.2 . . ? C19 C20 H20A 108.8 . . ? C19' C20 H20B 125.6 . . ? C15 C20 H20B 110.0 . . ? C19 C20 H20B 111.8 . . ? H20A C20 H20B 108.9 . . ? C19' C20 H20C 106.5 . . ? C15 C20 H20C 107.3 . . ? C19 C20 H20C 135.4 . . ? H20A C20 H20C 31.2 . . ? H20B C20 H20C 81.6 . . ? C19' C20 H20D 109.0 . . ? C15 C20 H20D 108.4 . . ? C19 C20 H20D 87.4 . . ? H20A C20 H20D 130.7 . . ? H20B C20 H20D 27.1 . . ? H20C C20 H20D 107.5 . . ? C17 C18 C19 102.9(9) . . ? C17 C18 H17D 36.4 . . ? C19 C18 H17D 130.0 . . ? C17 C18 H18C 111.2 . . ? C19 C18 H18C 111.2 . . ? H17D C18 H18C 111.3 . . ? C17 C18 H18D 111.2 . . ? C19 C18 H18D 111.2 . . ? H17D C18 H18D 77.7 . . ? H18C C18 H18D 109.1 . . ? C18 C19 C20 119.1(10) . . ? C18 C19 H19C 107.6 . . ? C20 C19 H19C 107.6 . . ? C18 C19 H19D 107.6 . . ? C20 C19 H19D 107.6 . . ? H19C C19 H19D 107.0 . . ? C19' C18' C17 115.9(11) . . ? C19' C18' H18A 108.3 . . ? C17 C18' H18A 108.3 . . ? C19' C18' H18B 108.3 . . ? C17 C18' H18B 108.3 . . ? H18A C18' H18B 107.4 . . ? C20 C19' C18' 97.9(11) . . ? C20 C19' H19A 112.2 . . ? C18' C19' H19A 112.2 . . ? C20 C19' H19B 112.2 . . ? C18' C19' H19B 112.2 . . ? H19A C19' H19B 109.8 . . ? N1 C21 O1 113.0(5) . . ? N1 C21 C22 132.0(6) . . ? O1 C21 C22 114.9(5) . . ? N1 C21 Ta1 59.0(3) . . ? O1 C21 Ta1 54.0(3) . . ? C22 C21 Ta1 168.7(4) . . ? C27 C22 C23 120.2(6) . . ? C27 C22 C21 120.6(6) . . ? C23 C22 C21 118.4(6) . . ? C24 C23 C22 118.5(6) . . ? C24 C23 C28 118.4(6) . . ? C22 C23 C28 123.1(6) . . ? C23 C24 C25 121.9(7) . . ? C23 C24 H24 119.0 . . ? C25 C24 H24 119.0 . . ? C26 C25 C24 119.0(7) . . ? C26 C25 C29 118.7(8) . . ? C24 C25 C29 122.4(8) . . ? C25 C26 C27 121.2(7) . . ? C25 C26 H26 119.4 . . ? C27 C26 H26 119.4 . . ? C26 C27 C22 119.2(7) . . ? C26 C27 C30 119.1(7) . . ? C22 C27 C30 121.7(7) . . ? C23 C28 H28A 109.5 . . ? C23 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C23 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C27 C30 H30A 109.5 . . ? C27 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C27 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N2 C31 O2 124.7(6) . . ? N2 C31 C32 116.9(6) . . ? O2 C31 C32 118.2(5) . . ? C33 C32 C37 119.9(6) . . ? C33 C32 C31 119.8(6) . . ? C37 C32 C31 120.3(6) . . ? C32 C33 C34 119.3(6) . . ? C32 C33 C38 123.3(6) . . ? C34 C33 C38 117.2(6) . . ? C35 C34 C33 121.7(6) . . ? C35 C34 H34 119.2 . . ? C33 C34 H34 119.2 . . ? C34 C35 C36 117.9(6) . . ? C34 C35 C39 121.5(7) . . ? C36 C35 C39 120.6(7) . . ? C37 C36 C35 122.7(6) . . ? C37 C36 H36 118.6 . . ? C35 C36 H36 118.7 . . ? C36 C37 C32 118.6(6) . . ? C36 C37 C40 118.7(6) . . ? C32 C37 C40 122.7(6) . . ? C33 C38 H38A 109.5 . . ? C33 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C33 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C35 C39 H39A 109.5 . . ? C35 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C35 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N3 C41 H41A 109.5 . . ? N3 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? N3 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N3 C42 H42A 109.5 . . ? N3 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? N3 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? N4 C43 H43A 109.5 . . ? N4 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? N4 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? N4 C44 H44A 109.5 . . ? N4 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? N4 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? N5 C45 H45A 109.5 . . ? N5 C45 H45B 109.5 . . ? H45A C45 H45B 109.5 . . ? N5 C45 H45C 109.5 . . ? H45A C45 H45C 109.5 . . ? H45B C45 H45C 109.5 . . ? N5 C46 H46A 109.5 . . ? N5 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? N5 C46 H46C 109.5 . . ? H46A C46 H46C 109.5 . . ? H46B C46 H46C 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 C21 16.8(5) . . . . ? N5 Ta1 N1 C21 -175.0(3) . . . . ? N4 Ta1 N1 C21 -84.4(4) . . . . ? O2 Ta1 N1 C21 94.5(3) . . . . ? O1 Ta1 N1 C21 -0.7(3) . . . . ? N3 Ta1 N1 C2 -145.8(5) . . . . ? N5 Ta1 N1 C2 22.4(6) . . . . ? N4 Ta1 N1 C2 113.0(5) . . . . ? O2 Ta1 N1 C2 -68.0(5) . . . . ? O1 Ta1 N1 C2 -163.3(6) . . . . ? C21 Ta1 N1 C2 -162.6(7) . . . . ? N5 Ta1 N3 C41 -128.4(4) . . . . ? N4 Ta1 N3 C41 140.3(5) . . . . ? O2 Ta1 N3 C41 -33.5(5) . . . . ? O1 Ta1 N3 C41 54.4(5) . . . . ? N1 Ta1 N3 C41 39.5(6) . . . . ? C21 Ta1 N3 C41 48.4(5) . . . . ? N5 Ta1 N3 C42 63.6(6) . . . . ? N4 Ta1 N3 C42 -27.7(6) . . . . ? O2 Ta1 N3 C42 158.5(6) . . . . ? O1 Ta1 N3 C42 -113.6(6) . . . . ? N1 Ta1 N3 C42 -128.5(5) . . . . ? C21 Ta1 N3 C42 -119.6(6) . . . . ? N3 Ta1 N4 C44 134.3(5) . . . . ? N5 Ta1 N4 C44 23.5(5) . . . . ? O2 Ta1 N4 C44 -89.5(12) . . . . ? O1 Ta1 N4 C44 -140.4(5) . . . . ? N1 Ta1 N4 C44 -82.6(5) . . . . ? C21 Ta1 N4 C44 -111.5(5) . . . . ? N3 Ta1 N4 C43 -57.2(6) . . . . ? N5 Ta1 N4 C43 -167.9(6) . . . . ? O2 Ta1 N4 C43 79.1(13) . . . . ? O1 Ta1 N4 C43 28.1(6) . . . . ? N1 Ta1 N4 C43 85.9(6) . . . . ? C21 Ta1 N4 C43 57.0(6) . . . . ? N3 Ta1 N5 C46 170.2(6) . . . . ? N4 Ta1 N5 C46 -95.3(6) . . . . ? O2 Ta1 N5 C46 76.4(6) . . . . ? O1 Ta1 N5 C46 -19.4(10) . . . . ? N1 Ta1 N5 C46 -2.1(6) . . . . ? C21 Ta1 N5 C46 -5.5(7) . . . . ? N3 Ta1 N5 C45 -12.5(5) . . . . ? N4 Ta1 N5 C45 82.0(5) . . . . ? O2 Ta1 N5 C45 -106.3(5) . . . . ? O1 Ta1 N5 C45 157.9(6) . . . . ? N1 Ta1 N5 C45 175.2(5) . . . . ? C21 Ta1 N5 C45 171.8(5) . . . . ? N3 Ta1 O1 C21 -168.7(4) . . . . ? N5 Ta1 O1 C21 20.3(8) . . . . ? N4 Ta1 O1 C21 96.8(4) . . . . ? O2 Ta1 O1 C21 -76.3(4) . . . . ? N1 Ta1 O1 C21 0.7(3) . . . . ? N3 Ta1 O2 C31 -137.9(6) . . . . ? N5 Ta1 O2 C31 -27.0(6) . . . . ? N4 Ta1 O2 C31 85.7(13) . . . . ? O1 Ta1 O2 C31 136.5(6) . . . . ? N1 Ta1 O2 C31 78.7(6) . . . . ? C21 Ta1 O2 C31 108.0(6) . . . . ? C6 C1 C2 C3 4.9(10) . . . . ? C11 C1 C2 C3 -177.4(7) . . . . ? C6 C1 C2 N1 -168.4(6) . . . . ? C11 C1 C2 N1 9.3(11) . . . . ? C21 N1 C2 C1 -59.3(9) . . . . ? Ta1 N1 C2 C1 98.0(7) . . . . ? C21 N1 C2 C3 127.2(6) . . . . ? Ta1 N1 C2 C3 -75.6(7) . . . . ? C1 C2 C3 C4 -0.6(9) . . . . ? N1 C2 C3 C4 173.1(5) . . . . ? C2 C3 C4 C5 -3.3(9) . . . . ? C3 C4 C5 C6 2.8(9) . . . . ? C3 C4 C5 C10 -176.8(6) . . . . ? C4 C5 C6 C1 1.6(9) . . . . ? C10 C5 C6 C1 -178.9(6) . . . . ? C4 C5 C6 C7 -176.1(5) . . . . ? C10 C5 C6 C7 3.5(9) . . . . ? C2 C1 C6 C5 -5.4(10) . . . . ? C11 C1 C6 C5 176.8(6) . . . . ? C2 C1 C6 C7 172.3(6) . . . . ? C11 C1 C6 C7 -5.6(9) . . . . ? C5 C6 C7 C8 13.8(8) . . . . ? C1 C6 C7 C8 -163.8(6) . . . . ? C6 C7 C8 C9 -46.3(8) . . . . ? C7 C8 C9 C10 63.0(7) . . . . ? C8 C9 C10 C5 -45.4(7) . . . . ? C6 C5 C10 C9 13.2(8) . . . . ? C4 C5 C10 C9 -167.2(6) . . . . ? C2 C1 C11 C12 -83.7(10) . . . . ? C6 C1 C11 C12 94.0(8) . . . . ? C2 C1 C11 C16 103.3(8) . . . . ? C6 C1 C11 C16 -78.9(9) . . . . ? C16 C11 C12 C13 -3.9(9) . . . . ? C1 C11 C12 C13 -177.1(6) . . . . ? C16 C11 C12 N2 166.6(6) . . . . ? C1 C11 C12 N2 -6.6(9) . . . . ? C31 N2 C12 C11 88.0(8) . . . . ? C31 N2 C12 C13 -101.3(8) . . . . ? C11 C12 C13 C14 3.3(11) . . . . ? N2 C12 C13 C14 -167.8(6) . . . . ? C12 C13 C14 C15 -1.5(12) . . . . ? C13 C14 C15 C16 0.5(11) . . . . ? C13 C14 C15 C20 177.8(7) . . . . ? C14 C15 C16 C11 -1.3(11) . . . . ? C20 C15 C16 C11 -178.4(6) . . . . ? C14 C15 C16 C17 176.9(6) . . . . ? C20 C15 C16 C17 -0.3(10) . . . . ? C12 C11 C16 C15 3.0(10) . . . . ? C1 C11 C16 C15 176.2(6) . . . . ? C12 C11 C16 C17 -175.2(5) . . . . ? C1 C11 C16 C17 -2.0(9) . . . . ? C15 C16 C17 C18 12.1(11) . . . . ? C11 C16 C17 C18 -169.6(9) . . . . ? C15 C16 C17 C18' -20.8(9) . . . . ? C11 C16 C17 C18' 157.4(7) . . . . ? C16 C15 C20 C19' -13.8(14) . . . . ? C14 C15 C20 C19' 169.0(10) . . . . ? C16 C15 C20 C19 17.4(12) . . . . ? C14 C15 C20 C19 -159.8(9) . . . . ? C18' C17 C18 C19 29.2(10) . . . . ? C16 C17 C18 C19 -37.7(14) . . . . ? C17 C18 C19 C20 59.7(17) . . . . ? C19' C20 C19 C18 65.1(16) . . . . ? C15 C20 C19 C18 -50.7(15) . . . . ? C18 C17 C18' C19' -62.7(14) . . . . ? C16 C17 C18' C19' 63.3(14) . . . . ? C15 C20 C19' C18' 44.5(15) . . . . ? C19 C20 C19' C18' -31.9(10) . . . . ? C17 C18' C19' C20 -74.3(17) . . . . ? C2 N1 C21 O1 165.7(5) . . . . ? Ta1 N1 C21 O1 1.1(5) . . . . ? C2 N1 C21 C22 -18.3(10) . . . . ? Ta1 N1 C21 C22 177.1(6) . . . . ? C2 N1 C21 Ta1 164.5(7) . . . . ? Ta1 O1 C21 N1 -1.2(5) . . . . ? Ta1 O1 C21 C22 -177.9(4) . . . . ? N3 Ta1 C21 N1 -168.9(3) . . . . ? N5 Ta1 C21 N1 6.8(5) . . . . ? N4 Ta1 C21 N1 96.4(4) . . . . ? O2 Ta1 C21 N1 -80.2(3) . . . . ? O1 Ta1 C21 N1 178.7(6) . . . . ? N3 Ta1 C21 O1 12.4(4) . . . . ? N5 Ta1 C21 O1 -171.9(3) . . . . ? N4 Ta1 C21 O1 -82.3(4) . . . . ? O2 Ta1 C21 O1 101.1(4) . . . . ? N1 Ta1 C21 O1 -178.7(6) . . . . ? N3 Ta1 C21 C22 22(2) . . . . ? N5 Ta1 C21 C22 -162(2) . . . . ? N4 Ta1 C21 C22 -73(2) . . . . ? O2 Ta1 C21 C22 111(2) . . . . ? O1 Ta1 C21 C22 10(2) . . . . ? N1 Ta1 C21 C22 -169(2) . . . . ? N1 C21 C22 C27 -53.6(10) . . . . ? O1 C21 C22 C27 122.3(6) . . . . ? Ta1 C21 C22 C27 114(2) . . . . ? N1 C21 C22 C23 136.4(7) . . . . ? O1 C21 C22 C23 -47.6(8) . . . . ? Ta1 C21 C22 C23 -56(2) . . . . ? C27 C22 C23 C24 2.2(9) . . . . ? C21 C22 C23 C24 172.2(6) . . . . ? C27 C22 C23 C28 -177.7(6) . . . . ? C21 C22 C23 C28 -7.7(9) . . . . ? C22 C23 C24 C25 -1.1(11) . . . . ? C28 C23 C24 C25 178.8(7) . . . . ? C23 C24 C25 C26 0.5(12) . . . . ? C23 C24 C25 C29 179.7(7) . . . . ? C24 C25 C26 C27 -1.0(12) . . . . ? C29 C25 C26 C27 179.7(8) . . . . ? C25 C26 C27 C22 2.1(12) . . . . ? C25 C26 C27 C30 -178.5(7) . . . . ? C23 C22 C27 C26 -2.7(10) . . . . ? C21 C22 C27 C26 -172.5(6) . . . . ? C23 C22 C27 C30 178.0(6) . . . . ? C21 C22 C27 C30 8.2(10) . . . . ? C12 N2 C31 O2 1.3(9) . . . . ? C12 N2 C31 C32 177.3(5) . . . . ? Ta1 O2 C31 N2 -121.9(6) . . . . ? Ta1 O2 C31 C32 62.2(8) . . . . ? N2 C31 C32 C33 -127.4(7) . . . . ? O2 C31 C32 C33 48.8(8) . . . . ? N2 C31 C32 C37 50.7(8) . . . . ? O2 C31 C32 C37 -133.1(6) . . . . ? C37 C32 C33 C34 -0.6(10) . . . . ? C31 C32 C33 C34 177.5(6) . . . . ? C37 C32 C33 C38 -176.1(6) . . . . ? C31 C32 C33 C38 2.0(10) . . . . ? C32 C33 C34 C35 1.4(10) . . . . ? C38 C33 C34 C35 177.2(6) . . . . ? C33 C34 C35 C36 -1.3(11) . . . . ? C33 C34 C35 C39 179.8(6) . . . . ? C34 C35 C36 C37 0.5(11) . . . . ? C39 C35 C36 C37 179.3(6) . . . . ? C35 C36 C37 C32 0.4(11) . . . . ? C35 C36 C37 C40 -179.4(6) . . . . ? C33 C32 C37 C36 -0.3(10) . . . . ? C31 C32 C37 C36 -178.4(6) . . . . ? C33 C32 C37 C40 179.5(6) . . . . ? C31 C32 C37 C40 1.4(9) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 4.002 _refine_diff_density_min -1.416 _refine_diff_density_rms 0.131 # Attachment 'compound-8.cif.txt' data_compound8 _database_code_depnum_ccdc_archive 'CCDC 775661' #TrackingRef 'compound-8.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H52 N5 Nb O2' _chemical_formula_sum 'C40 H52 N5 Nb O2' _chemical_formula_weight 727.78 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Nb Nb -2.0727 0.6215 '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 9.757(2) _cell_length_b 12.302(3) _cell_length_c 15.936(3) _cell_angle_alpha 98.091(3) _cell_angle_beta 103.416(4) _cell_angle_gamma 90.473(4) _cell_volume 1840.3(6) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 7593 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 31.3 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.26 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.313 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 768 _exptl_absorpt_coefficient_mu 0.368 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9104 _exptl_absorpt_correction_T_max 0.9301 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 31741 _diffrn_reflns_av_R_equivalents 0.0402 _diffrn_reflns_av_sigmaI/netI 0.0463 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.67 _diffrn_reflns_theta_max 27.88 _reflns_number_total 8743 _reflns_number_gt 7881 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.8' _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^)+(0.0419P)^2^+0.0316P] 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 SHELXL _refine_ls_extinction_coef 0.0221(8) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8743 _refine_ls_number_parameters 448 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0343 _refine_ls_R_factor_gt 0.0309 _refine_ls_wR_factor_ref 0.0827 _refine_ls_wR_factor_gt 0.0814 _refine_ls_goodness_of_fit_ref 1.094 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.003 _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 Nb1 Nb 0.190841(15) 0.993758(12) 0.298012(9) 0.01340(6) Uani 1 1 d . . . O1 O 0.27870(12) 0.86086(9) 0.36827(7) 0.0173(2) Uani 1 1 d . . . O2 O -0.01205(11) 0.94864(9) 0.30195(7) 0.0155(2) Uani 1 1 d . . . N1 N 0.17357(15) 0.81640(11) 0.23103(9) 0.0155(3) Uani 1 1 d . . . N2 N -0.20732(15) 0.83573(11) 0.23203(9) 0.0163(3) Uani 1 1 d . . . N3 N 0.38752(14) 1.01873(12) 0.28557(9) 0.0176(3) Uani 1 1 d . . . N4 N 0.22226(15) 1.08689(11) 0.41182(9) 0.0170(3) Uani 1 1 d . . . N5 N 0.12519(14) 1.07888(11) 0.20129(9) 0.0161(3) Uani 1 1 d . . . C1 C -0.02292(18) 0.68661(13) 0.15244(11) 0.0172(3) Uani 1 1 d . . . C2 C 0.09647(17) 0.75184(13) 0.15396(10) 0.0154(3) Uani 1 1 d . . . C3 C 0.13320(18) 0.76441(14) 0.07595(11) 0.0184(4) Uani 1 1 d . . . H3 H 0.2135 0.8094 0.0772 0.022 Uiso 1 1 calc R . . C4 C 0.05373(19) 0.71198(14) -0.00267(11) 0.0209(4) Uani 1 1 d . . . H4 H 0.0805 0.7196 -0.0553 0.025 Uiso 1 1 calc R . . C5 C -0.06496(19) 0.64823(14) -0.00498(11) 0.0219(4) Uani 1 1 d . . . H5 H -0.1195 0.6124 -0.0594 0.026 Uiso 1 1 calc R . . C6 C -0.10532(18) 0.63596(14) 0.07133(11) 0.0198(4) Uani 1 1 d . . . C7 C -0.2402(2) 0.57147(16) 0.06501(13) 0.0287(4) Uani 1 1 d . . . H7A H -0.2227 0.5181 0.1061 0.043 Uiso 1 1 calc R . . H7B H -0.2740 0.5326 0.0055 0.043 Uiso 1 1 calc R . . H7C H -0.3116 0.6218 0.0793 0.043 Uiso 1 1 calc R . . C8 C -0.06887(17) 0.66804(13) 0.23341(11) 0.0163(3) Uani 1 1 d . . . C9 C -0.15447(17) 0.74369(13) 0.27033(10) 0.0158(3) Uani 1 1 d . . . C10 C -0.20780(18) 0.71724(14) 0.33989(11) 0.0202(4) Uani 1 1 d . . . H10 H -0.2651 0.7675 0.3655 0.024 Uiso 1 1 calc R . . C11 C -0.1781(2) 0.61932(15) 0.37154(12) 0.0240(4) Uani 1 1 d . . . H11 H -0.2140 0.6030 0.4191 0.029 Uiso 1 1 calc R . . C12 C -0.0964(2) 0.54483(14) 0.33430(12) 0.0242(4) Uani 1 1 d . . . H12 H -0.0774 0.4771 0.3560 0.029 Uiso 1 1 calc R . . C13 C -0.04147(19) 0.56805(14) 0.26497(11) 0.0203(4) Uani 1 1 d . . . C14 C 0.0405(2) 0.48155(14) 0.22335(12) 0.0263(4) Uani 1 1 d . . . H14A H 0.0803 0.4326 0.2655 0.039 Uiso 1 1 calc R . . H14B H 0.1170 0.5171 0.2053 0.039 Uiso 1 1 calc R . . H14C H -0.0225 0.4387 0.1722 0.039 Uiso 1 1 calc R . . C15 C 0.24794(17) 0.78389(13) 0.30219(11) 0.0161(3) Uani 1 1 d . . . C16 C 0.30985(18) 0.67503(14) 0.31283(11) 0.0172(3) Uani 1 1 d . . . C17 C 0.29292(18) 0.62432(14) 0.38370(11) 0.0201(4) Uani 1 1 d . . . C18 C 0.35969(19) 0.52625(14) 0.39638(12) 0.0224(4) Uani 1 1 d . . . H18 H 0.3466 0.4901 0.4430 0.027 Uiso 1 1 calc R . . C19 C 0.44442(19) 0.47951(14) 0.34361(12) 0.0231(4) Uani 1 1 d . . . C20 C 0.46232(19) 0.53334(15) 0.27590(12) 0.0231(4) Uani 1 1 d . . . H20 H 0.5209 0.5026 0.2395 0.028 Uiso 1 1 calc R . . C21 C 0.39749(18) 0.63086(14) 0.25954(11) 0.0202(4) Uani 1 1 d . . . C22 C 0.2099(2) 0.67503(15) 0.44693(12) 0.0243(4) Uani 1 1 d . . . H22A H 0.2682 0.7328 0.4890 0.036 Uiso 1 1 calc R . . H22B H 0.1821 0.6184 0.4780 0.036 Uiso 1 1 calc R . . H22C H 0.1253 0.7069 0.4149 0.036 Uiso 1 1 calc R . . C23 C 0.5199(2) 0.37525(15) 0.35970(14) 0.0307(5) Uani 1 1 d . . . H23A H 0.5184 0.3596 0.4181 0.046 Uiso 1 1 calc R . . H23B H 0.6178 0.3842 0.3554 0.046 Uiso 1 1 calc R . . H23C H 0.4725 0.3142 0.3160 0.046 Uiso 1 1 calc R . . C24 C 0.4336(2) 0.68746(16) 0.18869(12) 0.0274(4) Uani 1 1 d . . . H24A H 0.5321 0.6753 0.1869 0.041 Uiso 1 1 calc R . . H24B H 0.4204 0.7665 0.2010 0.041 Uiso 1 1 calc R . . H24C H 0.3718 0.6573 0.1323 0.041 Uiso 1 1 calc R . . C25 C -0.13732(17) 0.92805(13) 0.24791(10) 0.0148(3) Uani 1 1 d . . . C26 C -0.20393(16) 1.02124(13) 0.20361(10) 0.0149(3) Uani 1 1 d . . . C27 C -0.27538(17) 1.00265(14) 0.11472(11) 0.0167(3) Uani 1 1 d . . . C28 C -0.33520(18) 1.09018(15) 0.07508(11) 0.0196(4) Uani 1 1 d . . . H28 H -0.3826 1.0770 0.0151 0.023 Uiso 1 1 calc R . . C29 C -0.32834(18) 1.19639(14) 0.11980(12) 0.0201(4) Uani 1 1 d . . . C30 C -0.25705(18) 1.21314(14) 0.20696(12) 0.0201(4) Uani 1 1 d . . . H30 H -0.2495 1.2853 0.2384 0.024 Uiso 1 1 calc R . . C31 C -0.19618(17) 1.12837(14) 0.25008(11) 0.0167(3) Uani 1 1 d . . . C32 C -0.28956(19) 0.89106(14) 0.05947(11) 0.0219(4) Uani 1 1 d . . . H32A H -0.3547 0.8433 0.0777 0.033 Uiso 1 1 calc R . . H32B H -0.1970 0.8585 0.0668 0.033 Uiso 1 1 calc R . . H32C H -0.3263 0.8989 -0.0020 0.033 Uiso 1 1 calc R . . C33 C -0.3996(2) 1.28902(15) 0.07655(13) 0.0293(4) Uani 1 1 d . . . H33A H -0.5010 1.2839 0.0737 0.044 Uiso 1 1 calc R . . H33B H -0.3849 1.2839 0.0174 0.044 Uiso 1 1 calc R . . H33C H -0.3595 1.3595 0.1104 0.044 Uiso 1 1 calc R . . C34 C -0.12834(18) 1.15593(14) 0.34595(11) 0.0216(4) Uani 1 1 d . . . H34A H -0.0263 1.1673 0.3541 0.032 Uiso 1 1 calc R . . H34B H -0.1472 1.0953 0.3761 0.032 Uiso 1 1 calc R . . H34C H -0.1674 1.2232 0.3701 0.032 Uiso 1 1 calc R . . C35 C 0.51403(19) 1.00115(17) 0.35245(13) 0.0290(4) Uani 1 1 d . . . H35A H 0.5585 0.9344 0.3325 0.043 Uiso 1 1 calc R . . H35B H 0.4871 0.9930 0.4069 0.043 Uiso 1 1 calc R . . H35C H 0.5807 1.0643 0.3626 0.043 Uiso 1 1 calc R . . C36 C 0.43180(19) 1.03689(17) 0.20673(12) 0.0278(4) Uani 1 1 d . . . H36A H 0.4924 1.1039 0.2192 0.042 Uiso 1 1 calc R . . H36B H 0.3485 1.0448 0.1603 0.042 Uiso 1 1 calc R . . H36C H 0.4842 0.9741 0.1879 0.042 Uiso 1 1 calc R . . C37 C 0.16168(19) 1.05173(15) 0.47991(11) 0.0226(4) Uani 1 1 d . . . H37A H 0.2376 1.0339 0.5275 0.034 Uiso 1 1 calc R . . H37B H 0.0992 0.9866 0.4555 0.034 Uiso 1 1 calc R . . H37C H 0.1077 1.1111 0.5024 0.034 Uiso 1 1 calc R . . C38 C 0.3224(2) 1.18017(16) 0.44681(12) 0.0285(4) Uani 1 1 d . . . H38A H 0.2718 1.2449 0.4640 0.043 Uiso 1 1 calc R . . H38B H 0.3710 1.1955 0.4021 0.043 Uiso 1 1 calc R . . H38C H 0.3917 1.1627 0.4978 0.043 Uiso 1 1 calc R . . C39 C 0.1532(2) 1.19713(15) 0.21245(13) 0.0328(5) Uani 1 1 d . . . H39A H 0.2105 1.2139 0.1725 0.049 Uiso 1 1 calc R . . H39B H 0.2042 1.2229 0.2727 0.049 Uiso 1 1 calc R . . H39C H 0.0637 1.2341 0.1996 0.049 Uiso 1 1 calc R . . C40 C 0.05799(18) 1.03664(15) 0.11075(11) 0.0199(4) Uani 1 1 d . . . H40A H -0.0260 1.0781 0.0914 0.030 Uiso 1 1 calc R . . H40B H 0.0305 0.9588 0.1059 0.030 Uiso 1 1 calc R . . H40C H 0.1243 1.0446 0.0741 0.030 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 Nb1 0.01237(9) 0.01495(9) 0.01324(8) 0.00256(6) 0.00348(6) 0.00012(6) O1 0.0196(6) 0.0170(6) 0.0150(6) 0.0027(5) 0.0033(5) 0.0020(5) O2 0.0100(6) 0.0174(6) 0.0183(6) 0.0024(5) 0.0023(5) -0.0008(5) N1 0.0172(7) 0.0152(7) 0.0147(7) 0.0017(5) 0.0057(6) 0.0019(6) N2 0.0165(7) 0.0164(7) 0.0165(7) 0.0010(6) 0.0058(6) -0.0007(6) N3 0.0126(7) 0.0249(8) 0.0161(7) 0.0058(6) 0.0033(6) 0.0000(6) N4 0.0178(7) 0.0189(7) 0.0147(7) 0.0019(6) 0.0048(6) -0.0009(6) N5 0.0151(7) 0.0175(7) 0.0161(7) 0.0043(6) 0.0031(6) -0.0011(6) C1 0.0211(9) 0.0149(8) 0.0173(8) 0.0016(6) 0.0084(7) 0.0043(7) C2 0.0170(8) 0.0140(8) 0.0152(8) 0.0016(6) 0.0041(7) 0.0047(6) C3 0.0199(9) 0.0190(8) 0.0188(8) 0.0035(7) 0.0092(7) 0.0033(7) C4 0.0275(10) 0.0212(9) 0.0157(8) 0.0018(7) 0.0093(7) 0.0051(8) C5 0.0270(10) 0.0216(9) 0.0151(8) -0.0027(7) 0.0042(7) 0.0029(8) C6 0.0228(9) 0.0167(8) 0.0194(8) -0.0013(7) 0.0062(7) 0.0010(7) C7 0.0289(11) 0.0290(10) 0.0256(10) -0.0028(8) 0.0053(8) -0.0078(8) C8 0.0177(9) 0.0153(8) 0.0159(8) 0.0004(6) 0.0051(7) -0.0019(7) C9 0.0156(8) 0.0147(8) 0.0157(8) -0.0021(6) 0.0034(7) -0.0046(6) C10 0.0220(9) 0.0197(8) 0.0202(9) -0.0006(7) 0.0097(7) -0.0012(7) C11 0.0298(10) 0.0249(9) 0.0202(9) 0.0050(7) 0.0110(8) -0.0044(8) C12 0.0338(11) 0.0162(8) 0.0245(9) 0.0056(7) 0.0090(8) -0.0021(8) C13 0.0249(10) 0.0157(8) 0.0201(9) -0.0012(7) 0.0070(8) -0.0009(7) C14 0.0369(11) 0.0161(9) 0.0273(10) 0.0020(7) 0.0111(9) 0.0056(8) C15 0.0156(8) 0.0174(8) 0.0172(8) 0.0030(6) 0.0073(7) 0.0010(7) C16 0.0168(8) 0.0171(8) 0.0177(8) 0.0026(7) 0.0036(7) 0.0021(7) C17 0.0201(9) 0.0209(9) 0.0203(9) 0.0046(7) 0.0056(7) 0.0030(7) C18 0.0241(10) 0.0209(9) 0.0243(9) 0.0084(7) 0.0070(8) 0.0023(7) C19 0.0210(9) 0.0178(9) 0.0297(10) 0.0035(7) 0.0042(8) 0.0031(7) C20 0.0206(9) 0.0233(9) 0.0261(9) -0.0001(7) 0.0087(8) 0.0054(7) C21 0.0189(9) 0.0214(9) 0.0203(8) 0.0023(7) 0.0052(7) 0.0011(7) C22 0.0284(10) 0.0269(9) 0.0219(9) 0.0083(8) 0.0116(8) 0.0077(8) C23 0.0329(11) 0.0207(9) 0.0410(12) 0.0076(9) 0.0114(9) 0.0074(8) C24 0.0263(10) 0.0335(11) 0.0287(10) 0.0103(8) 0.0151(8) 0.0102(8) C25 0.0144(8) 0.0172(8) 0.0144(8) -0.0004(6) 0.0080(7) 0.0010(6) C26 0.0101(8) 0.0173(8) 0.0185(8) 0.0031(7) 0.0053(7) -0.0013(6) C27 0.0126(8) 0.0189(8) 0.0195(8) 0.0022(7) 0.0059(7) -0.0013(7) C28 0.0142(8) 0.0258(9) 0.0198(8) 0.0064(7) 0.0043(7) 0.0002(7) C29 0.0137(8) 0.0212(9) 0.0282(9) 0.0090(7) 0.0075(7) 0.0007(7) C30 0.0174(9) 0.0165(8) 0.0279(9) 0.0023(7) 0.0088(8) 0.0001(7) C31 0.0120(8) 0.0179(8) 0.0215(8) 0.0022(7) 0.0072(7) 0.0001(6) C32 0.0234(10) 0.0240(9) 0.0165(8) 0.0009(7) 0.0026(7) 0.0013(8) C33 0.0305(11) 0.0236(10) 0.0357(11) 0.0112(8) 0.0074(9) 0.0029(8) C34 0.0226(9) 0.0201(9) 0.0212(9) -0.0023(7) 0.0061(8) 0.0031(7) C35 0.0156(9) 0.0438(12) 0.0277(10) 0.0119(9) 0.0015(8) -0.0003(8) C36 0.0169(9) 0.0449(12) 0.0246(10) 0.0098(9) 0.0081(8) -0.0028(9) C37 0.0217(9) 0.0313(10) 0.0146(8) 0.0027(7) 0.0042(7) -0.0038(8) C38 0.0341(11) 0.0281(10) 0.0230(9) -0.0019(8) 0.0094(9) -0.0101(9) C39 0.0414(12) 0.0210(10) 0.0294(10) 0.0084(8) -0.0074(9) -0.0035(9) C40 0.0188(9) 0.0250(9) 0.0167(8) 0.0050(7) 0.0044(7) 0.0015(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 Nb1 N4 1.9614(14) . ? Nb1 N5 1.9723(14) . ? Nb1 N3 2.0000(14) . ? Nb1 O2 2.0688(12) . ? Nb1 O1 2.1804(12) . ? Nb1 N1 2.2766(14) . ? Nb1 C15 2.6524(17) . ? O1 C15 1.2898(19) . ? O2 C25 1.321(2) . ? N1 C15 1.313(2) . ? N1 C2 1.411(2) . ? N2 C25 1.283(2) . ? N2 C9 1.407(2) . ? N3 C36 1.464(2) . ? N3 C35 1.471(2) . ? N4 C38 1.460(2) . ? N4 C37 1.463(2) . ? N5 C39 1.456(2) . ? N5 C40 1.458(2) . ? C1 C2 1.403(2) . ? C1 C6 1.410(2) . ? C1 C8 1.506(2) . ? C2 C3 1.399(2) . ? C3 C4 1.378(2) . ? C3 H3 0.9500 . ? C4 C5 1.384(2) . ? C4 H4 0.9500 . ? C5 C6 1.389(2) . ? C5 H5 0.9500 . ? C6 C7 1.507(2) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C13 1.398(2) . ? C8 C9 1.413(2) . ? C9 C10 1.404(2) . ? C10 C11 1.378(2) . ? C10 H10 0.9500 . ? C11 C12 1.380(3) . ? C11 H11 0.9500 . ? C12 C13 1.397(2) . ? C12 H12 0.9500 . ? C13 C14 1.508(2) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.489(2) . ? C16 C21 1.401(2) . ? C16 C17 1.405(2) . ? C17 C18 1.393(2) . ? C17 C22 1.507(2) . ? C18 C19 1.384(2) . ? C18 H18 0.9500 . ? C19 C20 1.386(2) . ? C19 C23 1.508(2) . ? C20 C21 1.390(2) . ? C20 H20 0.9500 . ? C21 C24 1.512(2) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.504(2) . ? C26 C31 1.410(2) . ? C26 C27 1.412(2) . ? C27 C28 1.389(2) . ? C27 C32 1.510(2) . ? C28 C29 1.391(2) . ? C28 H28 0.9500 . ? C29 C30 1.387(2) . ? C29 C33 1.506(2) . ? C30 C31 1.391(2) . ? C30 H30 0.9500 . ? C31 C34 1.506(2) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 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 N4 Nb1 N5 111.67(6) . . ? N4 Nb1 N3 94.07(6) . . ? N5 Nb1 N3 88.03(6) . . ? N4 Nb1 O2 92.10(5) . . ? N5 Nb1 O2 93.15(5) . . ? N3 Nb1 O2 172.80(5) . . ? N4 Nb1 O1 87.15(5) . . ? N5 Nb1 O1 160.34(5) . . ? N3 Nb1 O1 84.85(5) . . ? O2 Nb1 O1 91.76(4) . . ? N4 Nb1 N1 143.82(5) . . ? N5 Nb1 N1 103.87(6) . . ? N3 Nb1 N1 93.70(5) . . ? O2 Nb1 N1 79.12(5) . . ? O1 Nb1 N1 58.48(5) . . ? N4 Nb1 C15 115.70(5) . . ? N5 Nb1 C15 132.62(5) . . ? N3 Nb1 C15 87.59(5) . . ? O2 Nb1 C15 86.39(5) . . ? O1 Nb1 C15 28.90(5) . . ? N1 Nb1 C15 29.66(5) . . ? C15 O1 Nb1 96.30(10) . . ? C25 O2 Nb1 138.72(10) . . ? C15 N1 C2 128.62(14) . . ? C15 N1 Nb1 91.24(10) . . ? C2 N1 Nb1 139.00(11) . . ? C25 N2 C9 122.20(14) . . ? C36 N3 C35 108.24(14) . . ? C36 N3 Nb1 127.48(11) . . ? C35 N3 Nb1 123.43(11) . . ? C38 N4 C37 111.16(14) . . ? C38 N4 Nb1 128.43(11) . . ? C37 N4 Nb1 119.32(11) . . ? C39 N5 C40 110.85(14) . . ? C39 N5 Nb1 121.32(11) . . ? C40 N5 Nb1 127.58(11) . . ? C2 C1 C6 118.85(15) . . ? C2 C1 C8 123.32(15) . . ? C6 C1 C8 117.83(15) . . ? C3 C2 C1 120.01(15) . . ? C3 C2 N1 117.46(15) . . ? C1 C2 N1 122.14(14) . . ? C4 C3 C2 120.46(16) . . ? C4 C3 H3 119.8 . . ? C2 C3 H3 119.8 . . ? C3 C4 C5 120.00(16) . . ? C3 C4 H4 120.0 . . ? C5 C4 H4 120.0 . . ? C4 C5 C6 120.74(16) . . ? C4 C5 H5 119.6 . . ? C6 C5 H5 119.6 . . ? C5 C6 C1 119.91(16) . . ? C5 C6 C7 118.76(16) . . ? C1 C6 C7 121.30(15) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C13 C8 C9 119.93(15) . . ? C13 C8 C1 118.92(14) . . ? C9 C8 C1 120.62(14) . . ? C10 C9 N2 117.73(15) . . ? C10 C9 C8 118.71(15) . . ? N2 C9 C8 122.76(14) . . ? C11 C10 C9 120.90(16) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C10 C11 C12 120.19(16) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C11 C12 C13 120.65(16) . . ? C11 C12 H12 119.7 . . ? C13 C12 H12 119.7 . . ? C12 C13 C8 119.60(16) . . ? C12 C13 C14 118.64(16) . . ? C8 C13 C14 121.70(15) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 C15 N1 113.70(15) . . ? O1 C15 C16 117.72(14) . . ? N1 C15 C16 128.32(15) . . ? O1 C15 Nb1 54.79(8) . . ? N1 C15 Nb1 59.11(9) . . ? C16 C15 Nb1 168.31(12) . . ? C21 C16 C17 120.61(16) . . ? C21 C16 C15 120.25(15) . . ? C17 C16 C15 118.69(15) . . ? C18 C17 C16 118.08(16) . . ? C18 C17 C22 119.98(16) . . ? C16 C17 C22 121.91(15) . . ? C19 C18 C17 122.48(17) . . ? C19 C18 H18 118.8 . . ? C17 C18 H18 118.8 . . ? C18 C19 C20 117.97(16) . . ? C18 C19 C23 122.02(17) . . ? C20 C19 C23 119.98(17) . . ? C19 C20 C21 122.19(17) . . ? C19 C20 H20 118.9 . . ? C21 C20 H20 118.9 . . ? C20 C21 C16 118.60(16) . . ? C20 C21 C24 117.76(16) . . ? C16 C21 C24 123.50(16) . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N2 C25 O2 125.02(15) . . ? N2 C25 C26 117.83(14) . . ? O2 C25 C26 117.12(14) . . ? C31 C26 C27 118.97(15) . . ? C31 C26 C25 120.63(14) . . ? C27 C26 C25 120.39(14) . . ? C28 C27 C26 119.33(16) . . ? C28 C27 C32 117.70(15) . . ? C26 C27 C32 122.97(15) . . ? C27 C28 C29 122.50(16) . . ? C27 C28 H28 118.8 . . ? C29 C28 H28 118.8 . . ? C30 C29 C28 117.32(16) . . ? C30 C29 C33 121.09(16) . . ? C28 C29 C33 121.55(17) . . ? C29 C30 C31 122.59(16) . . ? C29 C30 H30 118.7 . . ? C31 C30 H30 118.7 . . ? C30 C31 C26 119.27(16) . . ? C30 C31 C34 117.54(15) . . ? C26 C31 C34 123.16(15) . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C29 C33 H33A 109.5 . . ? C29 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C29 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N3 C35 H35A 109.5 . . ? N3 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N3 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N3 C36 H36A 109.5 . . ? N3 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? N3 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N4 C37 H37A 109.5 . . ? N4 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? N4 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N4 C38 H38A 109.5 . . ? N4 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? N4 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N5 C39 H39A 109.5 . . ? N5 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? N5 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N5 C40 H40A 109.5 . . ? N5 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? N5 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 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 N4 Nb1 O1 C15 171.31(10) . . . . ? N5 Nb1 O1 C15 -25.13(19) . . . . ? N3 Nb1 O1 C15 -94.34(10) . . . . ? O2 Nb1 O1 C15 79.29(10) . . . . ? N1 Nb1 O1 C15 3.21(9) . . . . ? N4 Nb1 O2 C25 142.99(16) . . . . ? N5 Nb1 O2 C25 31.15(16) . . . . ? N3 Nb1 O2 C25 -68.0(4) . . . . ? O1 Nb1 O2 C25 -129.80(15) . . . . ? N1 Nb1 O2 C25 -72.38(16) . . . . ? C15 Nb1 O2 C25 -101.38(16) . . . . ? N4 Nb1 N1 C15 -23.54(14) . . . . ? N5 Nb1 N1 C15 167.40(9) . . . . ? N3 Nb1 N1 C15 78.52(10) . . . . ? O2 Nb1 N1 C15 -102.02(10) . . . . ? O1 Nb1 N1 C15 -3.13(9) . . . . ? N4 Nb1 N1 C2 144.04(15) . . . . ? N5 Nb1 N1 C2 -25.02(17) . . . . ? N3 Nb1 N1 C2 -113.90(16) . . . . ? O2 Nb1 N1 C2 65.56(16) . . . . ? O1 Nb1 N1 C2 164.45(18) . . . . ? C15 Nb1 N1 C2 167.6(2) . . . . ? N4 Nb1 N3 C36 -139.07(15) . . . . ? N5 Nb1 N3 C36 -27.48(15) . . . . ? O2 Nb1 N3 C36 72.0(4) . . . . ? O1 Nb1 N3 C36 134.17(15) . . . . ? N1 Nb1 N3 C36 76.29(15) . . . . ? C15 Nb1 N3 C36 105.33(15) . . . . ? N4 Nb1 N3 C35 52.77(15) . . . . ? N5 Nb1 N3 C35 164.36(15) . . . . ? O2 Nb1 N3 C35 -96.1(4) . . . . ? O1 Nb1 N3 C35 -33.99(14) . . . . ? N1 Nb1 N3 C35 -91.86(15) . . . . ? C15 Nb1 N3 C35 -62.83(15) . . . . ? N5 Nb1 N4 C38 -62.33(16) . . . . ? N3 Nb1 N4 C38 27.16(15) . . . . ? O2 Nb1 N4 C38 -156.55(15) . . . . ? O1 Nb1 N4 C38 111.79(15) . . . . ? N1 Nb1 N4 C38 129.11(14) . . . . ? C15 Nb1 N4 C38 116.44(15) . . . . ? N5 Nb1 N4 C37 130.77(12) . . . . ? N3 Nb1 N4 C37 -139.74(13) . . . . ? O2 Nb1 N4 C37 36.54(13) . . . . ? O1 Nb1 N4 C37 -55.11(12) . . . . ? N1 Nb1 N4 C37 -37.80(17) . . . . ? C15 Nb1 N4 C37 -50.47(14) . . . . ? N4 Nb1 N5 C39 23.00(15) . . . . ? N3 Nb1 N5 C39 -70.59(14) . . . . ? O2 Nb1 N5 C39 116.52(14) . . . . ? O1 Nb1 N5 C39 -139.29(16) . . . . ? N1 Nb1 N5 C39 -163.92(14) . . . . ? C15 Nb1 N5 C39 -155.49(13) . . . . ? N4 Nb1 N5 C40 -163.32(13) . . . . ? N3 Nb1 N5 C40 103.08(14) . . . . ? O2 Nb1 N5 C40 -69.80(14) . . . . ? O1 Nb1 N5 C40 34.4(2) . . . . ? N1 Nb1 N5 C40 9.75(14) . . . . ? C15 Nb1 N5 C40 18.19(17) . . . . ? C6 C1 C2 C3 -1.0(2) . . . . ? C8 C1 C2 C3 179.42(15) . . . . ? C6 C1 C2 N1 171.65(15) . . . . ? C8 C1 C2 N1 -8.0(2) . . . . ? C15 N1 C2 C3 -121.34(18) . . . . ? Nb1 N1 C2 C3 74.6(2) . . . . ? C15 N1 C2 C1 65.9(2) . . . . ? Nb1 N1 C2 C1 -98.15(19) . . . . ? C1 C2 C3 C4 -0.8(2) . . . . ? N1 C2 C3 C4 -173.73(15) . . . . ? C2 C3 C4 C5 1.4(3) . . . . ? C3 C4 C5 C6 -0.2(3) . . . . ? C4 C5 C6 C1 -1.6(3) . . . . ? C4 C5 C6 C7 176.28(16) . . . . ? C2 C1 C6 C5 2.1(2) . . . . ? C8 C1 C6 C5 -178.23(15) . . . . ? C2 C1 C6 C7 -175.69(16) . . . . ? C8 C1 C6 C7 4.0(2) . . . . ? C2 C1 C8 C13 -103.00(19) . . . . ? C6 C1 C8 C13 77.4(2) . . . . ? C2 C1 C8 C9 85.4(2) . . . . ? C6 C1 C8 C9 -94.27(19) . . . . ? C25 N2 C9 C10 102.91(18) . . . . ? C25 N2 C9 C8 -87.5(2) . . . . ? C13 C8 C9 C10 1.4(2) . . . . ? C1 C8 C9 C10 173.00(15) . . . . ? C13 C8 C9 N2 -168.04(15) . . . . ? C1 C8 C9 N2 3.5(2) . . . . ? N2 C9 C10 C11 169.72(16) . . . . ? C8 C9 C10 C11 -0.3(3) . . . . ? C9 C10 C11 C12 -0.8(3) . . . . ? C10 C11 C12 C13 0.8(3) . . . . ? C11 C12 C13 C8 0.4(3) . . . . ? C11 C12 C13 C14 -176.73(17) . . . . ? C9 C8 C13 C12 -1.5(3) . . . . ? C1 C8 C13 C12 -173.19(16) . . . . ? C9 C8 C13 C14 175.53(16) . . . . ? C1 C8 C13 C14 3.8(3) . . . . ? Nb1 O1 C15 N1 -5.18(14) . . . . ? Nb1 O1 C15 C16 169.46(12) . . . . ? C2 N1 C15 O1 -164.66(15) . . . . ? Nb1 N1 C15 O1 4.93(14) . . . . ? C2 N1 C15 C16 21.4(3) . . . . ? Nb1 N1 C15 C16 -169.02(16) . . . . ? C2 N1 C15 Nb1 -169.60(18) . . . . ? N4 Nb1 C15 O1 -9.64(11) . . . . ? N5 Nb1 C15 O1 168.80(9) . . . . ? N3 Nb1 C15 O1 83.72(10) . . . . ? O2 Nb1 C15 O1 -100.24(9) . . . . ? N1 Nb1 C15 O1 -174.47(15) . . . . ? N4 Nb1 C15 N1 164.83(9) . . . . ? N5 Nb1 C15 N1 -16.73(13) . . . . ? N3 Nb1 C15 N1 -101.81(10) . . . . ? O2 Nb1 C15 N1 74.23(10) . . . . ? O1 Nb1 C15 N1 174.47(15) . . . . ? N4 Nb1 C15 C16 -62.7(6) . . . . ? N5 Nb1 C15 C16 115.7(6) . . . . ? N3 Nb1 C15 C16 30.6(6) . . . . ? O2 Nb1 C15 C16 -153.3(6) . . . . ? O1 Nb1 C15 C16 -53.1(5) . . . . ? N1 Nb1 C15 C16 132.4(6) . . . . ? O1 C15 C16 C21 -119.97(18) . . . . ? N1 C15 C16 C21 53.8(3) . . . . ? Nb1 C15 C16 C21 -72.4(6) . . . . ? O1 C15 C16 C17 52.3(2) . . . . ? N1 C15 C16 C17 -133.93(18) . . . . ? Nb1 C15 C16 C17 99.9(6) . . . . ? C21 C16 C17 C18 -3.3(3) . . . . ? C15 C16 C17 C18 -175.59(16) . . . . ? C21 C16 C17 C22 174.49(17) . . . . ? C15 C16 C17 C22 2.2(3) . . . . ? C16 C17 C18 C19 1.9(3) . . . . ? C22 C17 C18 C19 -175.91(18) . . . . ? C17 C18 C19 C20 0.0(3) . . . . ? C17 C18 C19 C23 178.00(17) . . . . ? C18 C19 C20 C21 -0.5(3) . . . . ? C23 C19 C20 C21 -178.62(17) . . . . ? C19 C20 C21 C16 -0.8(3) . . . . ? C19 C20 C21 C24 175.11(17) . . . . ? C17 C16 C21 C20 2.8(3) . . . . ? C15 C16 C21 C20 174.94(16) . . . . ? C17 C16 C21 C24 -172.90(17) . . . . ? C15 C16 C21 C24 -0.7(3) . . . . ? C9 N2 C25 O2 -1.5(2) . . . . ? C9 N2 C25 C26 -179.85(14) . . . . ? Nb1 O2 C25 N2 118.48(17) . . . . ? Nb1 O2 C25 C26 -63.2(2) . . . . ? N2 C25 C26 C31 137.19(16) . . . . ? O2 C25 C26 C31 -41.3(2) . . . . ? N2 C25 C26 C27 -42.7(2) . . . . ? O2 C25 C26 C27 138.78(15) . . . . ? C31 C26 C27 C28 0.5(2) . . . . ? C25 C26 C27 C28 -179.55(14) . . . . ? C31 C26 C27 C32 -179.93(15) . . . . ? C25 C26 C27 C32 0.0(2) . . . . ? C26 C27 C28 C29 -0.4(2) . . . . ? C32 C27 C28 C29 -179.96(15) . . . . ? C27 C28 C29 C30 0.7(2) . . . . ? C27 C28 C29 C33 -177.17(16) . . . . ? C28 C29 C30 C31 -1.2(2) . . . . ? C33 C29 C30 C31 176.67(16) . . . . ? C29 C30 C31 C26 1.4(2) . . . . ? C29 C30 C31 C34 -176.82(15) . . . . ? C27 C26 C31 C30 -1.0(2) . . . . ? C25 C26 C31 C30 179.07(14) . . . . ? C27 C26 C31 C34 177.11(15) . . . . ? C25 C26 C31 C34 -2.8(2) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 27.88 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.609 _refine_diff_density_min -0.487 _refine_diff_density_rms 0.073 # Attachment 'compound-9.cif.txt' data_compound9 _database_code_depnum_ccdc_archive 'CCDC 775662' #TrackingRef 'compound-9.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H52 N5 O2 Ta' _chemical_formula_sum 'C40 H52 N5 O2 Ta' _chemical_formula_weight 815.82 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' O O 0.0106 0.0060 '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 9.7613(18) _cell_length_b 12.259(2) _cell_length_c 15.969(3) _cell_angle_alpha 82.373(6) _cell_angle_beta 77.151(5) _cell_angle_gamma 89.891(6) _cell_volume 1845.7(6) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 7008 _cell_measurement_theta_min 1.7 _cell_measurement_theta_max 27.9 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.24 _exptl_crystal_size_mid 0.22 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.468 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 832 _exptl_absorpt_coefficient_mu 3.018 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.5311 _exptl_absorpt_correction_T_max 0.5835 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 0.71075 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 14.63 _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 22062 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0295 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 27.89 _reflns_number_total 8670 _reflns_number_gt 8385 _reflns_threshold_expression >2sigma(I) _computing_data_collection CrystalClear _computing_cell_refinement CrystalClear _computing_data_reduction CrystalClear _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material 'CrystalStructure 3.8' _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^)+(0.0589P)^2^+0.3703P] 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 SHELXL _refine_ls_extinction_coef 0.0504(11) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 8670 _refine_ls_number_parameters 449 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0358 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.0889 _refine_ls_wR_factor_gt 0.0863 _refine_ls_goodness_of_fit_ref 1.212 _refine_ls_restrained_S_all 1.212 _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 0.190096(9) 0.991424(7) 0.203050(6) 0.01279(7) Uani 1 1 d . . . O1 O 0.2724(2) 0.85791(17) 0.13230(13) 0.0174(4) Uani 1 1 d . . . O2 O -0.0116(2) 0.94883(18) 0.19988(15) 0.0165(4) Uani 1 1 d . . . N1 N 0.1744(2) 0.8149(2) 0.26867(15) 0.0157(5) Uani 1 1 d . . . N2 N -0.2048(2) 0.8364(2) 0.26729(16) 0.0168(5) Uani 1 1 d . . . N3 N 0.1272(3) 1.0762(2) 0.30123(16) 0.0171(5) Uani 1 1 d . . . N4 N 0.3879(3) 1.0143(2) 0.21424(18) 0.0176(5) Uani 1 1 d . . . N5 N 0.2174(3) 1.0863(2) 0.09080(15) 0.0171(5) Uani 1 1 d . . . C1 C -0.0203(3) 0.6855(2) 0.34677(18) 0.0160(5) Uani 1 1 d . . . C2 C 0.0990(3) 0.7506(2) 0.34537(18) 0.0149(5) Uani 1 1 d . . . C3 C 0.1371(3) 0.7635(2) 0.4237(2) 0.0188(6) Uani 1 1 d . . . H3A H 0.2165 0.8086 0.4229 0.023 Uiso 1 1 calc R . . C4 C 0.0595(3) 0.7107(3) 0.5014(2) 0.0209(6) Uani 1 1 d . . . H4A H 0.0873 0.7177 0.5538 0.025 Uiso 1 1 calc R . . C5 C -0.0594(3) 0.6474(2) 0.50301(19) 0.0211(6) Uani 1 1 d . . . H5A H -0.1129 0.6121 0.5569 0.025 Uiso 1 1 calc R . . C6 C -0.1007(3) 0.6352(2) 0.42726(19) 0.0186(6) Uani 1 1 d . . . C7 C -0.2348(4) 0.5708(3) 0.4330(2) 0.0281(7) Uani 1 1 d . . . H7A H -0.2691 0.5342 0.4924 0.042 Uiso 1 1 calc R . . H7B H -0.2165 0.5153 0.3932 0.042 Uiso 1 1 calc R . . H7C H -0.3059 0.6210 0.4171 0.042 Uiso 1 1 calc R . . C8 C -0.0669(3) 0.6675(2) 0.26589(18) 0.0158(5) Uani 1 1 d . . . C9 C -0.1528(3) 0.7434(2) 0.22880(18) 0.0153(5) Uani 1 1 d . . . C10 C -0.2065(3) 0.7179(2) 0.1595(2) 0.0201(6) Uani 1 1 d . . . H10 H -0.2633 0.7693 0.1339 0.024 Uiso 1 1 calc R . . C11 C -0.1782(4) 0.6185(3) 0.1275(2) 0.0241(6) Uani 1 1 d . . . H11 H -0.2150 0.6022 0.0801 0.029 Uiso 1 1 calc R . . C12 C -0.0960(4) 0.5430(3) 0.1649(2) 0.0240(6) Uani 1 1 d . . . H12 H -0.0780 0.4745 0.1433 0.029 Uiso 1 1 calc R . . C13 C -0.0396(3) 0.5658(2) 0.23317(19) 0.0194(6) Uani 1 1 d . . . C14 C 0.0429(4) 0.4787(3) 0.2747(2) 0.0261(7) Uani 1 1 d . . . H14A H -0.0198 0.4356 0.3245 0.039 Uiso 1 1 calc R . . H14B H 0.1181 0.5139 0.2941 0.039 Uiso 1 1 calc R . . H14C H 0.0839 0.4299 0.2323 0.039 Uiso 1 1 calc R . . C15 C 0.2452(3) 0.7808(2) 0.19756(18) 0.0159(5) Uani 1 1 d . . . C16 C 0.3083(3) 0.6719(2) 0.18611(18) 0.0167(5) Uani 1 1 d . . . C17 C 0.3984(3) 0.6278(2) 0.23876(19) 0.0188(6) Uani 1 1 d . . . C18 C 0.4647(3) 0.5297(3) 0.2216(2) 0.0216(6) Uani 1 1 d . . . H18 H 0.5245 0.4990 0.2575 0.026 Uiso 1 1 calc R . . C19 C 0.4464(3) 0.4757(3) 0.1539(2) 0.0224(6) Uani 1 1 d . . . C20 C 0.3587(3) 0.5223(3) 0.1016(2) 0.0210(6) Uani 1 1 d . . . H20 H 0.3444 0.4858 0.0553 0.025 Uiso 1 1 calc R . . C21 C 0.2914(3) 0.6208(2) 0.11538(19) 0.0189(6) Uani 1 1 d . . . C22 C 0.4357(3) 0.6852(3) 0.3090(2) 0.0258(7) Uani 1 1 d . . . H22A H 0.3747 0.6565 0.3650 0.039 Uiso 1 1 calc R . . H22B H 0.4226 0.7645 0.2965 0.039 Uiso 1 1 calc R . . H22C H 0.5340 0.6720 0.3110 0.039 Uiso 1 1 calc R . . C23 C 0.5239(4) 0.3716(3) 0.1370(3) 0.0300(7) Uani 1 1 d . . . H23A H 0.6240 0.3840 0.1343 0.045 Uiso 1 1 calc R . . H23B H 0.5120 0.3508 0.0819 0.045 Uiso 1 1 calc R . . H23C H 0.4860 0.3124 0.1841 0.045 Uiso 1 1 calc R . . C24 C 0.2057(3) 0.6714(3) 0.0528(2) 0.0229(6) Uani 1 1 d . . . H24A H 0.1203 0.7019 0.0851 0.034 Uiso 1 1 calc R . . H24B H 0.1800 0.6148 0.0206 0.034 Uiso 1 1 calc R . . H24C H 0.2615 0.7304 0.0120 0.034 Uiso 1 1 calc R . . C25 C -0.1364(3) 0.9286(2) 0.25270(18) 0.0141(5) Uani 1 1 d . . . C26 C -0.2040(3) 1.0220(2) 0.29766(17) 0.0141(5) Uani 1 1 d . . . C27 C -0.1981(3) 1.1299(2) 0.25232(19) 0.0164(5) Uani 1 1 d . . . C28 C -0.2612(3) 1.2151(2) 0.2957(2) 0.0192(6) Uani 1 1 d . . . H28 H -0.2555 1.2874 0.2651 0.023 Uiso 1 1 calc R . . C29 C -0.3319(3) 1.1976(3) 0.3820(2) 0.0202(6) Uani 1 1 d . . . C30 C -0.3376(3) 1.0914(3) 0.4265(2) 0.0184(6) Uani 1 1 d . . . H30 H -0.3844 1.0784 0.4859 0.022 Uiso 1 1 calc R . . C31 C -0.2760(3) 1.0032(2) 0.38566(19) 0.0165(5) Uani 1 1 d . . . C32 C -0.1317(3) 1.1577(3) 0.1573(2) 0.0218(6) Uani 1 1 d . . . H32A H -0.1746 1.2234 0.1333 0.033 Uiso 1 1 calc R . . H32B H -0.1466 1.0958 0.1270 0.033 Uiso 1 1 calc R . . H32C H -0.0306 1.1719 0.1497 0.033 Uiso 1 1 calc R . . C33 C -0.4058(4) 1.2906(3) 0.4262(2) 0.0275(7) Uani 1 1 d . . . H33A H -0.3652 1.3614 0.3947 0.041 Uiso 1 1 calc R . . H33B H -0.3938 1.2838 0.4860 0.041 Uiso 1 1 calc R . . H33C H -0.5062 1.2868 0.4265 0.041 Uiso 1 1 calc R . . C34 C -0.2884(3) 0.8913(3) 0.4402(2) 0.0203(6) Uani 1 1 d . . . H34A H -0.3285 0.8991 0.5010 0.030 Uiso 1 1 calc R . . H34B H -0.1951 0.8597 0.4350 0.030 Uiso 1 1 calc R . . H34C H -0.3498 0.8425 0.4199 0.030 Uiso 1 1 calc R . . C35 C 0.1593(5) 1.1932(3) 0.2936(3) 0.0392(10) Uani 1 1 d . . . H35A H 0.0719 1.2328 0.3088 0.059 Uiso 1 1 calc R . . H35B H 0.2079 1.2202 0.2338 0.059 Uiso 1 1 calc R . . H35C H 0.2200 1.2056 0.3330 0.059 Uiso 1 1 calc R . . C36 C 0.0579(3) 1.0341(3) 0.38978(18) 0.0192(6) Uani 1 1 d . . . H36A H 0.1226 1.0405 0.4280 0.029 Uiso 1 1 calc R . . H36B H 0.0302 0.9566 0.3931 0.029 Uiso 1 1 calc R . . H36C H -0.0259 1.0768 0.4081 0.029 Uiso 1 1 calc R . . C37 C 0.5102(3) 0.9986(3) 0.1455(2) 0.0297(7) Uani 1 1 d . . . H37A H 0.5762 1.0614 0.1364 0.044 Uiso 1 1 calc R . . H37B H 0.4798 0.9929 0.0917 0.044 Uiso 1 1 calc R . . H37C H 0.5566 0.9308 0.1624 0.044 Uiso 1 1 calc R . . C38 C 0.4350(3) 1.0288(3) 0.2925(2) 0.0269(7) Uani 1 1 d . . . H38A H 0.4932 0.9670 0.3070 0.040 Uiso 1 1 calc R . . H38B H 0.3531 1.0314 0.3405 0.040 Uiso 1 1 calc R . . H38C H 0.4903 1.0978 0.2827 0.040 Uiso 1 1 calc R . . C39 C 0.1560(3) 1.0525(3) 0.0223(2) 0.0229(6) Uani 1 1 d . . . H39A H 0.0985 1.1116 0.0022 0.034 Uiso 1 1 calc R . . H39B H 0.0970 0.9858 0.0450 0.034 Uiso 1 1 calc R . . H39C H 0.2313 1.0373 -0.0263 0.034 Uiso 1 1 calc R . . C40 C 0.3126(4) 1.1815(3) 0.0584(2) 0.0300(7) Uani 1 1 d . . . H40A H 0.3775 1.1685 0.0045 0.045 Uiso 1 1 calc R . . H40B H 0.3661 1.1931 0.1018 0.045 Uiso 1 1 calc R . . H40C H 0.2581 1.2469 0.0471 0.045 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 0.01181(9) 0.01434(9) 0.01279(9) -0.00129(5) -0.00430(5) 0.00067(5) O1 0.0204(10) 0.0165(10) 0.0152(10) -0.0015(8) -0.0039(8) 0.0032(8) O2 0.0123(9) 0.0176(10) 0.0197(11) -0.0017(8) -0.0043(8) 0.0012(8) N1 0.0185(11) 0.0167(11) 0.0127(11) -0.0011(9) -0.0057(9) 0.0018(9) N2 0.0162(11) 0.0170(11) 0.0180(12) 0.0000(9) -0.0070(9) 0.0005(9) N3 0.0181(11) 0.0177(12) 0.0153(12) -0.0025(9) -0.0034(9) -0.0002(9) N4 0.0114(11) 0.0256(14) 0.0180(12) -0.0069(10) -0.0059(9) 0.0008(9) N5 0.0202(11) 0.0190(12) 0.0127(11) 0.0008(9) -0.0068(9) -0.0013(9) C1 0.0207(13) 0.0158(13) 0.0133(12) -0.0009(10) -0.0081(10) 0.0041(10) C2 0.0164(12) 0.0150(13) 0.0139(13) -0.0002(10) -0.0058(10) 0.0040(10) C3 0.0174(13) 0.0193(14) 0.0218(15) -0.0021(11) -0.0094(11) 0.0036(10) C4 0.0265(15) 0.0221(15) 0.0166(14) -0.0012(11) -0.0110(12) 0.0078(12) C5 0.0270(15) 0.0202(14) 0.0144(13) 0.0031(11) -0.0047(11) 0.0015(11) C6 0.0220(14) 0.0155(13) 0.0188(14) 0.0017(10) -0.0078(11) 0.0019(10) C7 0.0280(16) 0.0284(17) 0.0271(17) 0.0018(13) -0.0078(13) -0.0061(13) C8 0.0177(13) 0.0139(13) 0.0165(13) 0.0001(10) -0.0066(10) -0.0018(10) C9 0.0145(12) 0.0144(12) 0.0169(13) 0.0017(10) -0.0060(10) -0.0019(10) C10 0.0216(14) 0.0198(14) 0.0204(14) 0.0017(11) -0.0107(11) -0.0003(11) C11 0.0318(16) 0.0244(15) 0.0196(15) -0.0033(12) -0.0131(12) -0.0027(12) C12 0.0348(17) 0.0171(14) 0.0228(15) -0.0055(11) -0.0108(13) 0.0001(12) C13 0.0255(15) 0.0149(13) 0.0177(14) 0.0015(11) -0.0070(11) 0.0003(11) C14 0.0347(18) 0.0168(14) 0.0286(17) 0.0010(12) -0.0137(14) 0.0068(12) C15 0.0157(12) 0.0180(13) 0.0164(13) -0.0035(10) -0.0079(10) 0.0018(10) C16 0.0171(13) 0.0185(13) 0.0156(13) -0.0028(10) -0.0057(10) 0.0038(10) C17 0.0214(14) 0.0199(14) 0.0178(13) -0.0033(11) -0.0095(11) 0.0035(11) C18 0.0198(14) 0.0223(15) 0.0242(15) -0.0003(11) -0.0104(11) 0.0062(11) C19 0.0201(14) 0.0165(14) 0.0308(17) -0.0028(12) -0.0063(12) 0.0030(11) C20 0.0239(15) 0.0205(15) 0.0208(15) -0.0073(12) -0.0072(12) 0.0020(12) C21 0.0210(13) 0.0216(14) 0.0161(13) -0.0052(11) -0.0069(11) 0.0028(11) C22 0.0262(15) 0.0327(17) 0.0251(16) -0.0106(13) -0.0160(13) 0.0100(13) C23 0.0282(16) 0.0191(15) 0.044(2) -0.0076(14) -0.0096(15) 0.0080(13) C24 0.0276(15) 0.0278(16) 0.0179(14) -0.0073(12) -0.0120(12) 0.0077(12) C25 0.0112(11) 0.0160(13) 0.0165(13) -0.0004(10) -0.0073(10) 0.0024(10) C26 0.0123(12) 0.0162(13) 0.0144(14) -0.0013(11) -0.0050(10) 0.0001(10) C27 0.0130(12) 0.0168(13) 0.0205(14) 0.0003(10) -0.0078(10) 0.0003(10) C28 0.0176(13) 0.0160(13) 0.0255(15) -0.0014(11) -0.0085(11) 0.0013(10) C29 0.0142(12) 0.0217(14) 0.0266(15) -0.0071(12) -0.0063(11) 0.0012(10) C30 0.0155(13) 0.0244(15) 0.0171(14) -0.0037(11) -0.0067(11) 0.0015(11) C31 0.0134(12) 0.0201(14) 0.0175(13) -0.0013(11) -0.0072(10) 0.0012(10) C32 0.0230(15) 0.0200(15) 0.0207(15) 0.0042(11) -0.0054(12) 0.0027(11) C33 0.0280(16) 0.0230(16) 0.0330(18) -0.0102(13) -0.0060(13) 0.0035(12) C34 0.0227(14) 0.0199(15) 0.0168(14) 0.0019(11) -0.0041(11) -0.0002(11) C35 0.058(2) 0.0185(16) 0.0322(19) -0.0088(14) 0.0111(17) -0.0069(16) C36 0.0216(14) 0.0230(15) 0.0131(13) -0.0022(11) -0.0042(11) 0.0013(11) C37 0.0133(14) 0.048(2) 0.0270(17) -0.0092(15) -0.0008(12) 0.0007(14) C38 0.0189(14) 0.0392(19) 0.0258(16) -0.0061(14) -0.0104(12) -0.0025(13) C39 0.0217(14) 0.0326(17) 0.0155(14) -0.0011(12) -0.0078(11) -0.0035(12) C40 0.0378(19) 0.0311(18) 0.0209(16) 0.0046(13) -0.0108(14) -0.0137(15) _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 1.968(2) . ? Ta1 N3 1.979(2) . ? Ta1 N4 2.002(3) . ? Ta1 O2 2.051(2) . ? Ta1 O1 2.164(2) . ? Ta1 N1 2.266(2) . ? Ta1 C15 2.645(3) . ? O1 C15 1.291(4) . ? O2 C25 1.322(4) . ? N1 C15 1.310(4) . ? N1 C2 1.417(4) . ? N2 C25 1.281(4) . ? N2 C9 1.407(4) . ? N3 C36 1.451(4) . ? N3 C35 1.452(4) . ? N4 C38 1.456(4) . ? N4 C37 1.463(4) . ? N5 C40 1.457(4) . ? N5 C39 1.463(4) . ? C1 C2 1.407(4) . ? C1 C6 1.411(4) . ? C1 C8 1.503(4) . ? C2 C3 1.409(4) . ? C3 C4 1.379(4) . ? C3 H3A 0.9500 . ? C4 C5 1.391(4) . ? C4 H4A 0.9500 . ? C5 C6 1.384(4) . ? C5 H5A 0.9500 . ? C6 C7 1.509(4) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.412(4) . ? C8 C13 1.416(4) . ? C9 C10 1.396(4) . ? C10 C11 1.387(4) . ? C10 H10 0.9500 . ? C11 C12 1.386(5) . ? C11 H11 0.9500 . ? C12 C13 1.386(4) . ? C12 H12 0.9500 . ? C13 C14 1.509(4) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.485(4) . ? C16 C21 1.402(4) . ? C16 C17 1.407(4) . ? C17 C18 1.395(4) . ? C17 C22 1.509(4) . ? C18 C19 1.385(5) . ? C18 H18 0.9500 . ? C19 C20 1.395(4) . ? C19 C23 1.506(4) . ? C20 C21 1.393(4) . ? C20 H20 0.9500 . ? C21 C24 1.513(4) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 H23A 0.9800 . ? C23 H23B 0.9800 . ? C23 H23C 0.9800 . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.505(4) . ? C26 C31 1.413(4) . ? C26 C27 1.416(4) . ? C27 C28 1.397(4) . ? C27 C32 1.505(4) . ? C28 C29 1.386(4) . ? C28 H28 0.9500 . ? C29 C30 1.393(4) . ? C29 C33 1.518(4) . ? C30 C31 1.402(4) . ? C30 H30 0.9500 . ? C31 C34 1.515(4) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 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 111.60(11) . . ? N5 Ta1 N4 93.99(11) . . ? N3 Ta1 N4 88.26(11) . . ? N5 Ta1 O2 92.09(10) . . ? N3 Ta1 O2 92.98(10) . . ? N4 Ta1 O2 172.86(9) . . ? N5 Ta1 O1 87.79(9) . . ? N3 Ta1 O1 159.98(10) . . ? N4 Ta1 O1 85.35(10) . . ? O2 Ta1 O1 91.16(8) . . ? N5 Ta1 N1 144.68(9) . . ? N3 Ta1 N1 103.05(10) . . ? N4 Ta1 N1 93.68(10) . . ? O2 Ta1 N1 79.18(9) . . ? O1 Ta1 N1 58.59(8) . . ? N5 Ta1 C15 116.49(9) . . ? N3 Ta1 C15 131.91(10) . . ? N4 Ta1 C15 87.73(10) . . ? O2 Ta1 C15 86.20(9) . . ? O1 Ta1 C15 28.99(8) . . ? N1 Ta1 C15 29.68(9) . . ? C15 O1 Ta1 96.67(17) . . ? C25 O2 Ta1 140.0(2) . . ? C15 N1 C2 128.1(3) . . ? C15 N1 Ta1 91.41(17) . . ? C2 N1 Ta1 139.19(19) . . ? C25 N2 C9 123.0(2) . . ? C36 N3 C35 110.3(3) . . ? C36 N3 Ta1 127.7(2) . . ? C35 N3 Ta1 121.8(2) . . ? C38 N4 C37 109.1(3) . . ? C38 N4 Ta1 127.3(2) . . ? C37 N4 Ta1 122.8(2) . . ? C40 N5 C39 111.3(2) . . ? C40 N5 Ta1 128.3(2) . . ? C39 N5 Ta1 119.59(19) . . ? C2 C1 C6 119.0(3) . . ? C2 C1 C8 122.8(3) . . ? C6 C1 C8 118.2(3) . . ? C1 C2 C3 119.8(3) . . ? C1 C2 N1 122.2(2) . . ? C3 C2 N1 117.6(3) . . ? C4 C3 C2 120.2(3) . . ? C4 C3 H3A 119.9 . . ? C2 C3 H3A 119.9 . . ? C3 C4 C5 120.1(3) . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C6 C5 C4 120.9(3) . . ? C6 C5 H5A 119.6 . . ? C4 C5 H5A 119.6 . . ? C5 C6 C1 120.0(3) . . ? C5 C6 C7 118.8(3) . . ? C1 C6 C7 121.2(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 C13 119.2(3) . . ? C9 C8 C1 121.2(3) . . ? C13 C8 C1 119.1(2) . . ? C10 C9 N2 117.6(2) . . ? C10 C9 C8 119.4(3) . . ? N2 C9 C8 122.2(3) . . ? C11 C10 C9 120.9(3) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C12 C11 C10 119.8(3) . . ? C12 C11 H11 120.1 . . ? C10 C11 H11 120.1 . . ? C13 C12 C11 120.9(3) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C8 119.7(3) . . ? C12 C13 C14 118.9(3) . . ? C8 C13 C14 121.2(3) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? O1 C15 N1 113.0(2) . . ? O1 C15 C16 118.0(2) . . ? N1 C15 C16 128.7(3) . . ? O1 C15 Ta1 54.34(14) . . ? N1 C15 Ta1 58.90(15) . . ? C16 C15 Ta1 167.3(2) . . ? C21 C16 C17 120.4(3) . . ? C21 C16 C15 119.0(3) . . ? C17 C16 C15 120.2(3) . . ? C18 C17 C16 118.6(3) . . ? C18 C17 C22 117.9(3) . . ? C16 C17 C22 123.4(3) . . ? C19 C18 C17 122.2(3) . . ? C19 C18 H18 118.9 . . ? C17 C18 H18 118.9 . . ? C18 C19 C20 118.0(3) . . ? C18 C19 C23 119.8(3) . . ? C20 C19 C23 122.2(3) . . ? C21 C20 C19 122.0(3) . . ? C21 C20 H20 119.0 . . ? C19 C20 H20 119.0 . . ? C20 C21 C16 118.7(3) . . ? C20 C21 C24 119.6(3) . . ? C16 C21 C24 121.7(3) . . ? C17 C22 H22A 109.5 . . ? C17 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C17 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C19 C23 H23A 109.5 . . ? C19 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C19 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C21 C24 H24A 109.5 . . ? C21 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C21 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? N2 C25 O2 125.0(3) . . ? N2 C25 C26 117.8(2) . . ? O2 C25 C26 117.2(2) . . ? C31 C26 C27 118.8(3) . . ? C31 C26 C25 120.6(2) . . ? C27 C26 C25 120.6(2) . . ? C28 C27 C26 119.4(3) . . ? C28 C27 C32 117.4(3) . . ? C26 C27 C32 123.1(3) . . ? C29 C28 C27 122.2(3) . . ? C29 C28 H28 118.9 . . ? C27 C28 H28 118.9 . . ? C28 C29 C30 118.2(3) . . ? C28 C29 C33 121.0(3) . . ? C30 C29 C33 120.7(3) . . ? C29 C30 C31 121.6(3) . . ? C29 C30 H30 119.2 . . ? C31 C30 H30 119.2 . . ? C30 C31 C26 119.7(3) . . ? C30 C31 C34 117.2(3) . . ? C26 C31 C34 123.1(3) . . ? C27 C32 H32A 109.5 . . ? C27 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C27 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C29 C33 H33A 109.5 . . ? C29 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C29 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C31 C34 H34A 109.5 . . ? C31 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C31 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N3 C35 H35A 109.5 . . ? N3 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? N3 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N3 C36 H36A 109.5 . . ? N3 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? N3 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N4 C37 H37A 109.5 . . ? N4 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? N4 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N4 C38 H38A 109.5 . . ? N4 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? N4 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? N5 C39 H39A 109.5 . . ? N5 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? N5 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? N5 C40 H40A 109.5 . . ? N5 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? N5 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 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 O1 C15 -172.08(17) . . . . ? N3 Ta1 O1 C15 21.9(3) . . . . ? N4 Ta1 O1 C15 93.73(18) . . . . ? O2 Ta1 O1 C15 -80.03(17) . . . . ? N1 Ta1 O1 C15 -3.47(16) . . . . ? N5 Ta1 O2 C25 -142.7(3) . . . . ? N3 Ta1 O2 C25 -31.0(3) . . . . ? N4 Ta1 O2 C25 68.9(7) . . . . ? O1 Ta1 O2 C25 129.4(3) . . . . ? N1 Ta1 O2 C25 71.8(3) . . . . ? C15 Ta1 O2 C25 100.9(3) . . . . ? N5 Ta1 N1 C15 23.3(3) . . . . ? N3 Ta1 N1 C15 -167.94(17) . . . . ? N4 Ta1 N1 C15 -78.87(18) . . . . ? O2 Ta1 N1 C15 101.49(18) . . . . ? O1 Ta1 N1 C15 3.39(15) . . . . ? N5 Ta1 N1 C2 -143.4(3) . . . . ? N3 Ta1 N1 C2 25.3(3) . . . . ? N4 Ta1 N1 C2 114.4(3) . . . . ? O2 Ta1 N1 C2 -65.2(3) . . . . ? O1 Ta1 N1 C2 -163.3(3) . . . . ? C15 Ta1 N1 C2 -166.7(4) . . . . ? N5 Ta1 N3 C36 160.4(2) . . . . ? N4 Ta1 N3 C36 -106.0(3) . . . . ? O2 Ta1 N3 C36 67.0(2) . . . . ? O1 Ta1 N3 C36 -34.7(4) . . . . ? N1 Ta1 N3 C36 -12.6(3) . . . . ? C15 Ta1 N3 C36 -20.6(3) . . . . ? N5 Ta1 N3 C35 -25.9(3) . . . . ? N4 Ta1 N3 C35 67.8(3) . . . . ? O2 Ta1 N3 C35 -119.3(3) . . . . ? O1 Ta1 N3 C35 139.1(3) . . . . ? N1 Ta1 N3 C35 161.1(3) . . . . ? C15 Ta1 N3 C35 153.1(3) . . . . ? N5 Ta1 N4 C38 140.2(3) . . . . ? N3 Ta1 N4 C38 28.7(3) . . . . ? O2 Ta1 N4 C38 -71.4(7) . . . . ? O1 Ta1 N4 C38 -132.3(3) . . . . ? N1 Ta1 N4 C38 -74.3(3) . . . . ? C15 Ta1 N4 C38 -103.4(3) . . . . ? N5 Ta1 N4 C37 -51.3(3) . . . . ? N3 Ta1 N4 C37 -162.9(3) . . . . ? O2 Ta1 N4 C37 97.0(7) . . . . ? O1 Ta1 N4 C37 36.1(3) . . . . ? N1 Ta1 N4 C37 94.2(3) . . . . ? C15 Ta1 N4 C37 65.1(3) . . . . ? N3 Ta1 N5 C40 59.9(3) . . . . ? N4 Ta1 N5 C40 -29.8(3) . . . . ? O2 Ta1 N5 C40 154.0(3) . . . . ? O1 Ta1 N5 C40 -115.0(3) . . . . ? N1 Ta1 N5 C40 -131.9(3) . . . . ? C15 Ta1 N5 C40 -119.2(3) . . . . ? N3 Ta1 N5 C39 -131.4(2) . . . . ? N4 Ta1 N5 C39 138.9(2) . . . . ? O2 Ta1 N5 C39 -37.4(2) . . . . ? O1 Ta1 N5 C39 53.7(2) . . . . ? N1 Ta1 N5 C39 36.8(3) . . . . ? C15 Ta1 N5 C39 49.4(2) . . . . ? C6 C1 C2 C3 0.7(4) . . . . ? C8 C1 C2 C3 -179.6(3) . . . . ? C6 C1 C2 N1 -171.8(3) . . . . ? C8 C1 C2 N1 7.8(4) . . . . ? C15 N1 C2 C1 -64.6(4) . . . . ? Ta1 N1 C2 C1 98.4(3) . . . . ? C15 N1 C2 C3 122.7(3) . . . . ? Ta1 N1 C2 C3 -74.3(4) . . . . ? C1 C2 C3 C4 1.3(4) . . . . ? N1 C2 C3 C4 174.1(3) . . . . ? C2 C3 C4 C5 -2.0(4) . . . . ? C3 C4 C5 C6 0.8(5) . . . . ? C4 C5 C6 C1 1.3(4) . . . . ? C4 C5 C6 C7 -176.7(3) . . . . ? C2 C1 C6 C5 -2.0(4) . . . . ? C8 C1 C6 C5 178.4(3) . . . . ? C2 C1 C6 C7 175.9(3) . . . . ? C8 C1 C6 C7 -3.7(4) . . . . ? C2 C1 C8 C9 -85.1(4) . . . . ? C6 C1 C8 C9 94.6(3) . . . . ? C2 C1 C8 C13 103.4(3) . . . . ? C6 C1 C8 C13 -77.0(4) . . . . ? C25 N2 C9 C10 -102.6(3) . . . . ? C25 N2 C9 C8 87.4(4) . . . . ? C13 C8 C9 C10 -1.4(4) . . . . ? C1 C8 C9 C10 -172.9(3) . . . . ? C13 C8 C9 N2 168.4(3) . . . . ? C1 C8 C9 N2 -3.2(4) . . . . ? N2 C9 C10 C11 -169.4(3) . . . . ? C8 C9 C10 C11 0.9(4) . . . . ? C9 C10 C11 C12 0.3(5) . . . . ? C10 C11 C12 C13 -1.0(5) . . . . ? C11 C12 C13 C8 0.4(5) . . . . ? C11 C12 C13 C14 176.9(3) . . . . ? C9 C8 C13 C12 0.8(4) . . . . ? C1 C8 C13 C12 172.5(3) . . . . ? C9 C8 C13 C14 -175.6(3) . . . . ? C1 C8 C13 C14 -3.9(4) . . . . ? Ta1 O1 C15 N1 5.6(3) . . . . ? Ta1 O1 C15 C16 -168.2(2) . . . . ? C2 N1 C15 O1 163.7(3) . . . . ? Ta1 N1 C15 O1 -5.3(2) . . . . ? C2 N1 C15 C16 -23.4(5) . . . . ? Ta1 N1 C15 C16 167.6(3) . . . . ? C2 N1 C15 Ta1 169.0(3) . . . . ? N5 Ta1 C15 O1 8.85(19) . . . . ? N3 Ta1 C15 O1 -170.11(16) . . . . ? N4 Ta1 C15 O1 -84.48(18) . . . . ? O2 Ta1 C15 O1 99.30(17) . . . . ? N1 Ta1 C15 O1 174.0(3) . . . . ? N5 Ta1 C15 N1 -165.17(16) . . . . ? N3 Ta1 C15 N1 15.9(2) . . . . ? N4 Ta1 C15 N1 101.50(18) . . . . ? O2 Ta1 C15 N1 -74.72(17) . . . . ? O1 Ta1 C15 N1 -174.0(3) . . . . ? N5 Ta1 C15 C16 64.7(9) . . . . ? N3 Ta1 C15 C16 -114.3(9) . . . . ? N4 Ta1 C15 C16 -28.7(9) . . . . ? O2 Ta1 C15 C16 155.1(9) . . . . ? O1 Ta1 C15 C16 55.8(9) . . . . ? N1 Ta1 C15 C16 -130.1(10) . . . . ? O1 C15 C16 C21 -51.7(4) . . . . ? N1 C15 C16 C21 135.7(3) . . . . ? Ta1 C15 C16 C21 -101.2(9) . . . . ? O1 C15 C16 C17 120.2(3) . . . . ? N1 C15 C16 C17 -52.4(4) . . . . ? Ta1 C15 C16 C17 70.6(10) . . . . ? C21 C16 C17 C18 -3.1(4) . . . . ? C15 C16 C17 C18 -174.9(3) . . . . ? C21 C16 C17 C22 172.3(3) . . . . ? C15 C16 C17 C22 0.5(5) . . . . ? C16 C17 C18 C19 1.0(5) . . . . ? C22 C17 C18 C19 -174.6(3) . . . . ? C17 C18 C19 C20 0.3(5) . . . . ? C17 C18 C19 C23 178.4(3) . . . . ? C18 C19 C20 C21 0.6(5) . . . . ? C23 C19 C20 C21 -177.5(3) . . . . ? C19 C20 C21 C16 -2.6(5) . . . . ? C19 C20 C21 C24 175.7(3) . . . . ? C17 C16 C21 C20 3.9(4) . . . . ? C15 C16 C21 C20 175.7(3) . . . . ? C17 C16 C21 C24 -174.4(3) . . . . ? C15 C16 C21 C24 -2.5(4) . . . . ? C9 N2 C25 O2 0.9(4) . . . . ? C9 N2 C25 C26 179.8(2) . . . . ? Ta1 O2 C25 N2 -117.6(3) . . . . ? Ta1 O2 C25 C26 63.6(4) . . . . ? N2 C25 C26 C31 42.0(4) . . . . ? O2 C25 C26 C31 -139.1(3) . . . . ? N2 C25 C26 C27 -137.2(3) . . . . ? O2 C25 C26 C27 41.7(4) . . . . ? C31 C26 C27 C28 1.0(4) . . . . ? C25 C26 C27 C28 -179.8(2) . . . . ? C31 C26 C27 C32 -176.3(3) . . . . ? C25 C26 C27 C32 2.9(4) . . . . ? C26 C27 C28 C29 -1.0(4) . . . . ? C32 C27 C28 C29 176.5(3) . . . . ? C27 C28 C29 C30 1.0(4) . . . . ? C27 C28 C29 C33 -176.9(3) . . . . ? C28 C29 C30 C31 -1.0(4) . . . . ? C33 C29 C30 C31 176.8(3) . . . . ? C29 C30 C31 C26 1.1(4) . . . . ? C29 C30 C31 C34 180.0(3) . . . . ? C27 C26 C31 C30 -1.1(4) . . . . ? C25 C26 C31 C30 179.7(3) . . . . ? C27 C26 C31 C34 -179.9(3) . . . . ? C25 C26 C31 C34 0.9(4) . . . . ? _diffrn_measured_fraction_theta_max 0.985 _diffrn_reflns_theta_full 27.89 _diffrn_measured_fraction_theta_full 0.985 _refine_diff_density_max 3.181 _refine_diff_density_min -2.665 _refine_diff_density_rms 0.201 # Attachment 'compound-10.cif.txt' data_compound10 _database_code_depnum_ccdc_archive 'CCDC 775663' #TrackingRef 'compound-10.cif.txt' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C21 H23 N O' _chemical_formula_sum 'C21 H23 N O' _chemical_formula_weight 305.40 _chemical_absolute_configuration rmad loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' _cell_length_a 9.388(16) _cell_length_b 9.44(2) _cell_length_c 9.484(17) _cell_angle_alpha 88.28(9) _cell_angle_beta 81.19(5) _cell_angle_gamma 89.14(9) _cell_volume 830(3) _cell_formula_units_Z 2 _cell_measurement_temperature 113(2) _cell_measurement_reflns_used 581 _cell_measurement_theta_min 4.7 _cell_measurement_theta_max 45.7 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.16 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.222 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 328 _exptl_absorpt_coefficient_mu 0.574 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8842 _exptl_absorpt_correction_T_max 0.9343 _exptl_absorpt_process_details CrystalClear _exptl_special_details ; ? ; _diffrn_ambient_temperature 113(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator multilayer _diffrn_measurement_device_type 'Rigaku Saturn70 CCD camera' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 11805 _diffrn_reflns_av_R_equivalents 0.0458 _diffrn_reflns_av_sigmaI/netI 0.0485 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 4.69 _diffrn_reflns_theta_max 72.54 _reflns_number_total 4974 _reflns_number_gt 4582 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrystalClear-SM Expert 2.0 r4 (Rigaku, 2009)' _computing_cell_refinement 'CrystalClear-SM Expert 2.0 r4' _computing_data_reduction 'CrystalClear-SM Expert 2.0 r4' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'CrystalStructure 4.0' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2009)' _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^)+(0.0661P)^2^+0.1704P] 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 0.2(3) _refine_ls_number_reflns 4974 _refine_ls_number_parameters 415 _refine_ls_number_restraints 3 _refine_ls_R_factor_all 0.0457 _refine_ls_R_factor_gt 0.0420 _refine_ls_wR_factor_ref 0.1280 _refine_ls_wR_factor_gt 0.1115 _refine_ls_goodness_of_fit_ref 1.123 _refine_ls_restrained_S_all 1.123 _refine_ls_shift/su_max 0.003 _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 O1 O 0.2049(2) 0.2271(2) 0.7636(2) 0.0358(5) Uani 1 1 d . . . N2 N 0.8664(2) 0.7337(2) 0.3480(2) 0.0240(5) Uani 1 1 d . . . O2 O 0.6437(2) 0.7258(2) 0.2831(2) 0.0415(5) Uani 1 1 d . . . N1 N 0.2380(2) 0.2312(2) 0.9962(2) 0.0232(5) Uani 1 1 d . . . C5 C 0.1590(3) 0.4479(3) 0.8749(3) 0.0228(5) Uani 1 1 d . . . C6 C 0.3801(3) 0.4167(3) 1.0837(3) 0.0255(5) Uani 1 1 d . . . H6 H 0.4254 0.4359 0.9886 0.031 Uiso 1 1 calc R . . C7 C 0.9424(3) 0.9175(3) 0.4998(3) 0.0297(6) Uani 1 1 d . . . H7 H 0.8444 0.9331 0.5393 0.036 Uiso 1 1 calc R . . C8 C 0.2775(3) 0.3106(3) 1.1107(3) 0.0230(5) Uani 1 1 d . . . C9 C 0.8658(3) 1.1490(3) 0.1207(3) 0.0316(6) Uani 1 1 d . . . H9 H 0.9454 1.1885 0.0588 0.038 Uiso 1 1 calc R . . C10 C 0.7505(3) 0.7953(3) 0.2997(3) 0.0287(6) Uani 1 1 d . . . C11 C 0.9783(3) 0.8149(3) 0.3967(3) 0.0248(5) Uani 1 1 d . . . C12 C 0.1973(3) 0.5312(3) 0.7517(3) 0.0291(6) Uani 1 1 d . . . H12 H 0.2602 0.4938 0.6733 0.035 Uiso 1 1 calc R . . C13 C 0.4169(3) 0.4948(3) 1.1936(3) 0.0303(6) Uani 1 1 d . . . H13 H 0.4855 0.5685 1.1736 0.036 Uiso 1 1 calc R . . C14 C 0.2155(3) 0.2803(3) 1.2517(3) 0.0269(6) Uani 1 1 d . . . H14 H 0.1470 0.2065 1.2722 0.032 Uiso 1 1 calc R . . C15 C 0.0478(3) 0.7220(3) 0.8541(3) 0.0327(6) Uani 1 1 d . . . H15 H 0.0100 0.8154 0.8465 0.039 Uiso 1 1 calc R . . C16 C 0.4027(3) 0.0174(3) 0.9919(3) 0.0247(5) Uani 1 1 d . . . H16 H 0.4534 0.0620 1.0645 0.030 Uiso 1 1 calc R . . C17 C 1.1219(3) 0.7897(3) 0.3420(3) 0.0283(6) Uani 1 1 d . . . H17 H 1.1471 0.7195 0.2725 0.034 Uiso 1 1 calc R . . C18 C 0.0626(3) 0.5030(3) 0.9872(3) 0.0266(6) Uani 1 1 d . . . H18 H 0.0350 0.4470 1.0716 0.032 Uiso 1 1 calc R . . C19 C 0.6538(3) -0.1553(3) 0.8921(3) 0.0386(7) Uani 1 1 d . . . H19A H 0.7246 -0.2048 0.8216 0.046 Uiso 1 1 calc R . . H19B H 0.6776 -0.1751 0.9890 0.046 Uiso 1 1 calc R . . C20 C 0.6274(3) 1.1728(3) 0.2514(3) 0.0336(6) Uani 1 1 d . . . H20 H 0.5442 1.2294 0.2806 0.040 Uiso 1 1 calc R . . C21 C 0.6315(3) 1.0321(3) 0.2970(3) 0.0326(6) Uani 1 1 d . . . H21 H 0.5501 0.9918 0.3556 0.039 Uiso 1 1 calc R . . C22 C 0.7549(3) 0.9495(3) 0.2571(3) 0.0277(6) Uani 1 1 d . . . C23 C 0.4033(3) -0.1463(3) 1.0153(3) 0.0314(6) Uani 1 1 d . . . H23A H 0.4436 -0.1737 1.1029 0.038 Uiso 1 1 calc R . . H23B H 0.3047 -0.1844 1.0230 0.038 Uiso 1 1 calc R . . C24 C 1.0495(3) 0.9963(3) 0.5445(3) 0.0327(6) Uani 1 1 d . . . H24 H 1.0248 1.0674 0.6131 0.039 Uiso 1 1 calc R . . C25 C 0.2493(3) 0.0752(3) 1.0049(3) 0.0258(5) Uani 1 1 d . . . H25A H 0.2026 0.0356 0.9282 0.031 Uiso 1 1 calc R . . H25B H 0.1950 0.0415 1.0974 0.031 Uiso 1 1 calc R . . C26 C 0.3532(3) 0.4651(3) 1.3336(3) 0.0331(6) Uani 1 1 d . . . H26 H 0.3779 0.5185 1.4095 0.040 Uiso 1 1 calc R . . C27 C 0.8379(3) 0.5355(3) 0.5294(3) 0.0326(6) Uani 1 1 d . . . H27 H 0.9100 0.5793 0.5818 0.039 Uiso 1 1 calc R . . C28 C 0.7446(3) 1.2310(3) 0.1632(3) 0.0340(6) Uani 1 1 d . . . H28 H 0.7416 1.3275 0.1319 0.041 Uiso 1 1 calc R . . C29 C 0.2056(3) 0.2947(3) 0.8727(3) 0.0262(6) Uani 1 1 d . . . C30 C 0.6514(3) 0.0065(3) 0.8580(3) 0.0344(6) Uani 1 1 d . . . H30A H 0.6801 0.0608 0.9367 0.041 Uiso 1 1 calc R . . H30B H 0.7165 0.0306 0.7685 0.041 Uiso 1 1 calc R . . C31 C 0.2538(3) 0.3574(3) 1.3614(3) 0.0312(6) Uani 1 1 d . . . H31 H 0.2114 0.3361 1.4571 0.037 Uiso 1 1 calc R . . C32 C 0.8715(3) 1.0085(3) 0.1686(3) 0.0287(6) Uani 1 1 d . . . H32 H 0.9556 0.9528 0.1406 0.034 Uiso 1 1 calc R . . C33 C 0.8378(3) 0.3747(3) 0.5575(4) 0.0432(8) Uani 1 1 d . . . H33 H 0.9080 0.3195 0.4896 0.052 Uiso 1 1 calc R . . C34 C 1.2284(3) 0.8678(3) 0.3895(3) 0.0363(7) Uani 1 1 d . . . H34 H 1.3268 0.8497 0.3531 0.044 Uiso 1 1 calc R . . C35 C 0.8714(3) 0.5790(3) 0.3715(3) 0.0301(6) Uani 1 1 d . . . H35A H 0.9685 0.5430 0.3321 0.036 Uiso 1 1 calc R . . H35B H 0.8009 0.5346 0.3194 0.036 Uiso 1 1 calc R . . C36 C 0.0067(3) 0.6392(3) 0.9762(3) 0.0310(6) Uani 1 1 d . . . H36 H -0.0598 0.6757 1.0526 0.037 Uiso 1 1 calc R . . C37 C 0.4940(3) 0.0361(3) 0.8425(3) 0.0277(6) Uani 1 1 d . . . H37 H 0.4769 0.1276 0.7914 0.033 Uiso 1 1 calc R . . C38 C 1.1932(3) 0.9713(3) 0.4891(3) 0.0370(7) Uani 1 1 d . . . H38 H 1.2669 1.0253 0.5197 0.044 Uiso 1 1 calc R . . C39 C 0.1445(3) 0.6678(3) 0.7428(3) 0.0325(6) Uani 1 1 d . . . H39 H 0.1746 0.7252 0.6599 0.039 Uiso 1 1 calc R . . C40 C 0.4572(3) -0.0964(3) 0.7672(3) 0.0301(6) Uani 1 1 d . . . H40A H 0.5175 -0.1077 0.6729 0.036 Uiso 1 1 calc R . . H40B H 0.3537 -0.1011 0.7580 0.036 Uiso 1 1 calc R . . C41 C 0.6236(3) 0.4411(4) 0.6706(4) 0.0491(9) Uani 1 1 d . . . H41 H 0.5162 0.4422 0.6965 0.059 Uiso 1 1 calc R . . C42 C 0.7028(4) 0.3995(4) 0.7928(3) 0.0434(8) Uani 1 1 d . . . H42A H 0.6531 0.3220 0.8526 0.052 Uiso 1 1 calc R . . H42B H 0.7128 0.4814 0.8533 0.052 Uiso 1 1 calc R . . C43 C 0.8496(4) 0.3502(5) 0.7155(4) 0.0598(12) Uani 1 1 d . . . H43A H 0.9284 0.4068 0.7429 0.072 Uiso 1 1 calc R . . H43B H 0.8671 0.2487 0.7373 0.072 Uiso 1 1 calc R . . C44 C 0.4996(3) -0.2002(3) 0.8822(3) 0.0320(6) Uani 1 1 d . . . H44 H 0.4884 -0.3028 0.8631 0.038 Uiso 1 1 calc R . . C45 C 0.6859(4) 0.5787(4) 0.5989(4) 0.0557(11) Uani 1 1 d . . . H45A H 0.6895 0.6527 0.6700 0.067 Uiso 1 1 calc R . . H45B H 0.6279 0.6145 0.5263 0.067 Uiso 1 1 calc R . . C46 C 0.6793(4) 0.3392(4) 0.5589(3) 0.0513(9) Uani 1 1 d . . . H46A H 0.6462 0.3617 0.4665 0.062 Uiso 1 1 calc R . . H46B H 0.6569 0.2396 0.5888 0.062 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 O1 0.0447(11) 0.0354(11) 0.0294(10) -0.0085(8) -0.0117(8) 0.0104(9) N2 0.0248(11) 0.0232(11) 0.0254(10) -0.0018(8) -0.0076(8) -0.0034(9) O2 0.0411(12) 0.0356(12) 0.0520(12) 0.0067(10) -0.0210(9) -0.0141(9) N1 0.0262(11) 0.0208(11) 0.0232(10) -0.0017(8) -0.0056(8) 0.0024(9) C5 0.0247(12) 0.0244(13) 0.0211(11) 0.0006(9) -0.0092(9) -0.0009(10) C6 0.0306(13) 0.0220(12) 0.0254(12) 0.0020(10) -0.0093(10) 0.0009(10) C7 0.0333(14) 0.0279(14) 0.0285(12) -0.0010(11) -0.0070(11) 0.0042(11) C8 0.0255(12) 0.0189(11) 0.0252(11) -0.0005(9) -0.0064(9) 0.0050(9) C9 0.0332(14) 0.0268(15) 0.0355(14) 0.0073(11) -0.0088(11) -0.0056(11) C10 0.0325(14) 0.0275(14) 0.0265(12) -0.0006(10) -0.0058(10) -0.0050(11) C11 0.0320(13) 0.0190(12) 0.0231(11) 0.0047(9) -0.0039(10) -0.0023(10) C12 0.0320(13) 0.0340(15) 0.0230(12) 0.0005(11) -0.0090(10) -0.0058(11) C13 0.0357(14) 0.0178(12) 0.0397(14) -0.0021(11) -0.0128(12) 0.0025(11) C14 0.0261(13) 0.0274(13) 0.0262(12) 0.0027(10) -0.0019(10) 0.0024(11) C15 0.0380(15) 0.0228(13) 0.0402(15) 0.0042(11) -0.0161(12) 0.0016(11) C16 0.0272(12) 0.0224(13) 0.0251(12) -0.0018(10) -0.0059(10) 0.0007(10) C17 0.0274(13) 0.0331(14) 0.0247(12) 0.0026(10) -0.0056(10) -0.0013(11) C18 0.0297(13) 0.0261(13) 0.0247(12) 0.0027(10) -0.0072(10) 0.0003(11) C19 0.0334(15) 0.0401(17) 0.0440(17) -0.0079(13) -0.0114(13) 0.0115(13) C20 0.0305(14) 0.0358(16) 0.0386(15) -0.0101(12) -0.0167(11) 0.0077(12) C21 0.0307(14) 0.0372(16) 0.0313(14) -0.0028(12) -0.0094(11) 0.0014(12) C22 0.0332(14) 0.0249(14) 0.0273(12) -0.0023(10) -0.0113(10) -0.0028(11) C23 0.0379(15) 0.0262(14) 0.0285(13) 0.0016(10) -0.0014(11) 0.0076(11) C24 0.0439(16) 0.0266(14) 0.0316(13) -0.0011(11) -0.0179(12) -0.0026(12) C25 0.0256(12) 0.0202(12) 0.0311(13) -0.0009(10) -0.0029(10) 0.0004(10) C26 0.0429(15) 0.0297(14) 0.0302(13) -0.0075(11) -0.0166(11) 0.0097(12) C27 0.0441(16) 0.0276(14) 0.0284(13) 0.0018(11) -0.0128(11) -0.0082(12) C28 0.0394(15) 0.0251(14) 0.0418(15) -0.0023(12) -0.0196(12) 0.0007(12) C29 0.0251(12) 0.0297(14) 0.0236(12) -0.0036(10) -0.0035(10) 0.0035(10) C30 0.0251(14) 0.0359(16) 0.0428(15) -0.0084(12) -0.0061(11) -0.0012(11) C31 0.0354(14) 0.0370(15) 0.0218(12) -0.0024(10) -0.0070(10) 0.0075(12) C32 0.0265(13) 0.0271(14) 0.0336(13) -0.0005(11) -0.0081(11) 0.0008(11) C33 0.0401(17) 0.0341(16) 0.0482(18) 0.0085(14) 0.0132(14) 0.0095(13) C34 0.0330(15) 0.0440(17) 0.0318(14) 0.0125(13) -0.0062(11) -0.0047(12) C35 0.0351(14) 0.0239(14) 0.0301(13) -0.0023(11) -0.0013(11) -0.0021(11) C36 0.0297(14) 0.0319(15) 0.0323(13) -0.0012(11) -0.0079(11) 0.0057(11) C37 0.0284(13) 0.0254(13) 0.0299(12) -0.0003(10) -0.0061(10) -0.0007(10) C38 0.0493(18) 0.0317(15) 0.0338(14) 0.0111(12) -0.0198(13) -0.0121(13) C39 0.0374(15) 0.0316(14) 0.0305(13) 0.0086(11) -0.0127(11) -0.0083(12) C40 0.0299(13) 0.0363(15) 0.0242(13) -0.0036(11) -0.0048(10) 0.0032(11) C41 0.0297(15) 0.070(2) 0.0434(17) 0.0164(17) 0.0033(13) 0.0122(15) C42 0.063(2) 0.0420(18) 0.0258(14) 0.0004(12) -0.0069(13) -0.0090(15) C43 0.0355(17) 0.068(3) 0.076(3) 0.041(2) -0.0182(16) -0.0107(16) C44 0.0419(15) 0.0205(13) 0.0333(14) -0.0028(11) -0.0046(12) 0.0040(12) C45 0.077(3) 0.047(2) 0.0346(16) 0.0073(15) 0.0167(16) 0.0224(19) C46 0.061(2) 0.064(2) 0.0299(15) -0.0011(15) -0.0072(14) -0.0346(18) _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 O1 C29 1.233(4) . ? N2 C10 1.360(4) . ? N2 C11 1.449(4) . ? N2 C35 1.471(4) . ? O2 C10 1.238(4) . ? N1 C29 1.373(4) . ? N1 C8 1.435(4) . ? N1 C25 1.475(4) . ? C5 C12 1.391(4) . ? C5 C18 1.396(4) . ? C5 C29 1.504(5) . ? C6 C13 1.383(5) . ? C6 C8 1.391(4) . ? C6 H6 0.9500 . ? C7 C24 1.384(5) . ? C7 C11 1.398(4) . ? C7 H7 0.9500 . ? C8 C14 1.398(4) . ? C9 C28 1.382(4) . ? C9 C32 1.391(5) . ? C9 H9 0.9500 . ? C10 C22 1.498(5) . ? C11 C17 1.388(4) . ? C12 C39 1.378(5) . ? C12 H12 0.9500 . ? C13 C26 1.392(5) . ? C13 H13 0.9500 . ? C14 C31 1.382(5) . ? C14 H14 0.9500 . ? C15 C36 1.385(4) . ? C15 C39 1.387(5) . ? C15 H15 0.9500 . ? C16 C25 1.521(4) . ? C16 C37 1.546(4) . ? C16 C23 1.554(5) . ? C16 H16 1.0000 . ? C17 C34 1.388(5) . ? C17 H17 0.9500 . ? C18 C36 1.388(4) . ? C18 H18 0.9500 . ? C19 C44 1.532(5) . ? C19 C30 1.551(5) . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? C20 C21 1.386(5) . ? C20 C28 1.386(5) . ? C20 H20 0.9500 . ? C21 C22 1.397(4) . ? C21 H21 0.9500 . ? C22 C32 1.386(4) . ? C23 C44 1.531(4) . ? C23 H23A 0.9900 . ? C23 H23B 0.9900 . ? C24 C38 1.390(5) . ? C24 H24 0.9500 . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C31 1.382(5) . ? C26 H26 0.9500 . ? C27 C35 1.526(4) . ? C27 C45 1.532(5) . ? C27 C33 1.533(5) . ? C27 H27 1.0000 . ? C28 H28 0.9500 . ? C30 C37 1.528(4) . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 H31 0.9500 . ? C32 H32 0.9500 . ? C33 C46 1.528(6) . ? C33 C43 1.530(6) . ? C33 H33 1.0000 . ? C34 C38 1.381(5) . ? C34 H34 0.9500 . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36 0.9500 . ? C37 C40 1.528(5) . ? C37 H37 1.0000 . ? C38 H38 0.9500 . ? C39 H39 0.9500 . ? C40 C44 1.538(4) . ? C40 H40A 0.9900 . ? C40 H40B 0.9900 . ? C41 C46 1.482(6) . ? C41 C42 1.509(5) . ? C41 C45 1.529(6) . ? C41 H41 1.0000 . ? C42 C43 1.531(6) . ? C42 H42A 0.9900 . ? C42 H42B 0.9900 . ? C43 H43A 0.9900 . ? C43 H43B 0.9900 . ? C44 H44 1.0000 . ? C45 H45A 0.9900 . ? C45 H45B 0.9900 . ? C46 H46A 0.9900 . ? C46 H46B 0.9900 . ? 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 C10 N2 C11 122.7(2) . . ? C10 N2 C35 119.8(2) . . ? C11 N2 C35 116.9(2) . . ? C29 N1 C8 122.5(2) . . ? C29 N1 C25 118.7(2) . . ? C8 N1 C25 118.3(2) . . ? C12 C5 C18 119.0(3) . . ? C12 C5 C29 118.1(2) . . ? C18 C5 C29 122.2(2) . . ? C13 C6 C8 120.8(3) . . ? C13 C6 H6 119.6 . . ? C8 C6 H6 119.6 . . ? C24 C7 C11 120.1(3) . . ? C24 C7 H7 120.0 . . ? C11 C7 H7 120.0 . . ? C6 C8 C14 118.9(3) . . ? C6 C8 N1 120.7(2) . . ? C14 C8 N1 120.4(3) . . ? C28 C9 C32 120.0(3) . . ? C28 C9 H9 120.0 . . ? C32 C9 H9 120.0 . . ? O2 C10 N2 121.8(3) . . ? O2 C10 C22 118.7(3) . . ? N2 C10 C22 119.4(3) . . ? C17 C11 C7 119.8(3) . . ? C17 C11 N2 119.9(3) . . ? C7 C11 N2 120.2(2) . . ? C39 C12 C5 120.4(3) . . ? C39 C12 H12 119.8 . . ? C5 C12 H12 119.8 . . ? C6 C13 C26 119.9(3) . . ? C6 C13 H13 120.1 . . ? C26 C13 H13 120.1 . . ? C31 C14 C8 120.1(3) . . ? C31 C14 H14 120.0 . . ? C8 C14 H14 120.0 . . ? C36 C15 C39 119.6(3) . . ? C36 C15 H15 120.2 . . ? C39 C15 H15 120.2 . . ? C25 C16 C37 115.3(2) . . ? C25 C16 C23 110.8(2) . . ? C37 C16 C23 102.2(2) . . ? C25 C16 H16 109.4 . . ? C37 C16 H16 109.4 . . ? C23 C16 H16 109.4 . . ? C34 C17 C11 119.5(3) . . ? C34 C17 H17 120.2 . . ? C11 C17 H17 120.2 . . ? C36 C18 C5 120.3(2) . . ? C36 C18 H18 119.8 . . ? C5 C18 H18 119.8 . . ? C44 C19 C30 103.2(2) . . ? C44 C19 H19A 111.1 . . ? C30 C19 H19A 111.1 . . ? C44 C19 H19B 111.1 . . ? C30 C19 H19B 111.1 . . ? H19A C19 H19B 109.1 . . ? C21 C20 C28 120.1(3) . . ? C21 C20 H20 120.0 . . ? C28 C20 H20 120.0 . . ? C20 C21 C22 120.1(3) . . ? C20 C21 H21 119.9 . . ? C22 C21 H21 119.9 . . ? C32 C22 C21 119.4(3) . . ? C32 C22 C10 122.1(2) . . ? C21 C22 C10 118.2(3) . . ? C44 C23 C16 104.0(2) . . ? C44 C23 H23A 111.0 . . ? C16 C23 H23A 111.0 . . ? C44 C23 H23B 111.0 . . ? C16 C23 H23B 111.0 . . ? H23A C23 H23B 109.0 . . ? C7 C24 C38 120.0(3) . . ? C7 C24 H24 120.0 . . ? C38 C24 H24 120.0 . . ? N1 C25 C16 114.5(2) . . ? N1 C25 H25A 108.6 . . ? C16 C25 H25A 108.6 . . ? N1 C25 H25B 108.6 . . ? C16 C25 H25B 108.6 . . ? H25A C25 H25B 107.6 . . ? C31 C26 C13 119.6(3) . . ? C31 C26 H26 120.2 . . ? C13 C26 H26 120.2 . . ? C35 C27 C45 113.3(2) . . ? C35 C27 C33 113.8(3) . . ? C45 C27 C33 102.1(3) . . ? C35 C27 H27 109.1 . . ? C45 C27 H27 109.1 . . ? C33 C27 H27 109.1 . . ? C9 C28 C20 120.1(3) . . ? C9 C28 H28 120.0 . . ? C20 C28 H28 120.0 . . ? O1 C29 N1 121.7(3) . . ? O1 C29 C5 119.5(2) . . ? N1 C29 C5 118.7(2) . . ? C37 C30 C19 103.1(2) . . ? C37 C30 H30A 111.1 . . ? C19 C30 H30A 111.1 . . ? C37 C30 H30B 111.1 . . ? C19 C30 H30B 111.1 . . ? H30A C30 H30B 109.1 . . ? C14 C31 C26 120.7(3) . . ? C14 C31 H31 119.6 . . ? C26 C31 H31 119.6 . . ? C22 C32 C9 120.3(3) . . ? C22 C32 H32 119.9 . . ? C9 C32 H32 119.9 . . ? C46 C33 C43 100.3(2) . . ? C46 C33 C27 101.9(3) . . ? C43 C33 C27 106.9(3) . . ? C46 C33 H33 115.3 . . ? C43 C33 H33 115.3 . . ? C27 C33 H33 115.3 . . ? C38 C34 C17 120.8(3) . . ? C38 C34 H34 119.6 . . ? C17 C34 H34 119.6 . . ? N2 C35 C27 112.4(2) . . ? N2 C35 H35A 109.1 . . ? C27 C35 H35A 109.1 . . ? N2 C35 H35B 109.1 . . ? C27 C35 H35B 109.1 . . ? H35A C35 H35B 107.9 . . ? C15 C36 C18 120.1(3) . . ? C15 C36 H36 120.0 . . ? C18 C36 H36 120.0 . . ? C40 C37 C30 101.4(2) . . ? C40 C37 C16 102.5(2) . . ? C30 C37 C16 107.7(2) . . ? C40 C37 H37 114.6 . . ? C30 C37 H37 114.6 . . ? C16 C37 H37 114.6 . . ? C34 C38 C24 119.7(3) . . ? C34 C38 H38 120.1 . . ? C24 C38 H38 120.1 . . ? C12 C39 C15 120.5(3) . . ? C12 C39 H39 119.8 . . ? C15 C39 H39 119.8 . . ? C37 C40 C44 94.5(3) . . ? C37 C40 H40A 112.8 . . ? C44 C40 H40A 112.8 . . ? C37 C40 H40B 112.8 . . ? C44 C40 H40B 112.8 . . ? H40A C40 H40B 110.3 . . ? C46 C41 C42 103.6(3) . . ? C46 C41 C45 99.9(3) . . ? C42 C41 C45 109.6(4) . . ? C46 C41 H41 114.1 . . ? C42 C41 H41 114.1 . . ? C45 C41 H41 114.1 . . ? C41 C42 C43 102.5(3) . . ? C41 C42 H42A 111.3 . . ? C43 C42 H42A 111.3 . . ? C41 C42 H42B 111.3 . . ? C43 C42 H42B 111.3 . . ? H42A C42 H42B 109.2 . . ? C33 C43 C42 103.7(3) . . ? C33 C43 H43A 111.0 . . ? C42 C43 H43A 111.0 . . ? C33 C43 H43B 111.0 . . ? C42 C43 H43B 111.0 . . ? H43A C43 H43B 109.0 . . ? C23 C44 C19 107.0(3) . . ? C23 C44 C40 100.8(2) . . ? C19 C44 C40 102.4(2) . . ? C23 C44 H44 115.0 . . ? C19 C44 H44 115.0 . . ? C40 C44 H44 115.0 . . ? C41 C45 C27 103.7(3) . . ? C41 C45 H45A 111.0 . . ? C27 C45 H45A 111.0 . . ? C41 C45 H45B 111.0 . . ? C27 C45 H45B 111.0 . . ? H45A C45 H45B 109.0 . . ? C41 C46 C33 95.0(3) . . ? C41 C46 H46A 112.7 . . ? C33 C46 H46A 112.7 . . ? C41 C46 H46B 112.7 . . ? C33 C46 H46B 112.7 . . ? H46A C46 H46B 110.2 . . ? 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 C13 C6 C8 C14 -2.3(3) . . . . ? C13 C6 C8 N1 179.1(2) . . . . ? C29 N1 C8 C6 -47.5(3) . . . . ? C25 N1 C8 C6 125.2(3) . . . . ? C29 N1 C8 C14 133.9(3) . . . . ? C25 N1 C8 C14 -53.4(3) . . . . ? C11 N2 C10 O2 -166.7(3) . . . . ? C35 N2 C10 O2 4.6(4) . . . . ? C11 N2 C10 C22 17.0(4) . . . . ? C35 N2 C10 C22 -171.7(2) . . . . ? C24 C7 C11 C17 1.7(3) . . . . ? C24 C7 C11 N2 -179.1(2) . . . . ? C10 N2 C11 C17 -128.5(3) . . . . ? C35 N2 C11 C17 59.9(3) . . . . ? C10 N2 C11 C7 52.3(3) . . . . ? C35 N2 C11 C7 -119.3(3) . . . . ? C18 C5 C12 C39 2.2(4) . . . . ? C29 C5 C12 C39 173.0(2) . . . . ? C8 C6 C13 C26 1.4(4) . . . . ? C6 C8 C14 C31 1.5(3) . . . . ? N1 C8 C14 C31 -179.9(2) . . . . ? C7 C11 C17 C34 -0.6(3) . . . . ? N2 C11 C17 C34 -179.8(2) . . . . ? C12 C5 C18 C36 -0.5(4) . . . . ? C29 C5 C18 C36 -170.9(3) . . . . ? C28 C20 C21 C22 1.5(4) . . . . ? C20 C21 C22 C32 -1.7(4) . . . . ? C20 C21 C22 C10 -175.5(3) . . . . ? O2 C10 C22 C32 -128.5(3) . . . . ? N2 C10 C22 C32 47.9(4) . . . . ? O2 C10 C22 C21 45.1(4) . . . . ? N2 C10 C22 C21 -138.4(3) . . . . ? C25 C16 C23 C44 126.1(2) . . . . ? C37 C16 C23 C44 2.8(3) . . . . ? C11 C7 C24 C38 -1.4(4) . . . . ? C29 N1 C25 C16 104.7(3) . . . . ? C8 N1 C25 C16 -68.2(3) . . . . ? C37 C16 C25 N1 -69.5(3) . . . . ? C23 C16 C25 N1 175.1(2) . . . . ? C6 C13 C26 C31 0.2(4) . . . . ? C32 C9 C28 C20 -1.2(5) . . . . ? C21 C20 C28 C9 -0.1(5) . . . . ? C8 N1 C29 O1 162.8(2) . . . . ? C25 N1 C29 O1 -9.8(4) . . . . ? C8 N1 C29 C5 -22.0(3) . . . . ? C25 N1 C29 C5 165.4(2) . . . . ? C12 C5 C29 O1 -37.7(4) . . . . ? C18 C5 C29 O1 132.8(3) . . . . ? C12 C5 C29 N1 147.0(3) . . . . ? C18 C5 C29 N1 -42.5(4) . . . . ? C44 C19 C30 C37 3.6(3) . . . . ? C8 C14 C31 C26 0.1(4) . . . . ? C13 C26 C31 C14 -0.9(4) . . . . ? C21 C22 C32 C9 0.4(4) . . . . ? C10 C22 C32 C9 173.9(3) . . . . ? C28 C9 C32 C22 1.1(4) . . . . ? C35 C27 C33 C46 -92.3(3) . . . . ? C45 C27 C33 C46 30.2(3) . . . . ? C35 C27 C33 C43 162.9(3) . . . . ? C45 C27 C33 C43 -74.6(3) . . . . ? C11 C17 C34 C38 -0.8(4) . . . . ? C10 N2 C35 C27 -103.2(3) . . . . ? C11 N2 C35 C27 68.6(3) . . . . ? C45 C27 C35 N2 62.2(4) . . . . ? C33 C27 C35 N2 178.3(2) . . . . ? C39 C15 C36 C18 0.2(5) . . . . ? C5 C18 C36 C15 -0.7(4) . . . . ? C19 C30 C37 C40 -37.9(3) . . . . ? C19 C30 C37 C16 69.2(3) . . . . ? C25 C16 C37 C40 -87.2(3) . . . . ? C23 C16 C37 C40 33.1(3) . . . . ? C25 C16 C37 C30 166.4(2) . . . . ? C23 C16 C37 C30 -73.4(3) . . . . ? C17 C34 C38 C24 1.1(4) . . . . ? C7 C24 C38 C34 0.0(4) . . . . ? C5 C12 C39 C15 -2.8(4) . . . . ? C36 C15 C39 C12 1.5(5) . . . . ? C30 C37 C40 C44 56.2(2) . . . . ? C16 C37 C40 C44 -55.1(3) . . . . ? C46 C41 C42 C43 33.8(4) . . . . ? C45 C41 C42 C43 -72.1(4) . . . . ? C46 C33 C43 C42 -35.4(4) . . . . ? C27 C33 C43 C42 70.5(4) . . . . ? C41 C42 C43 C33 1.9(4) . . . . ? C16 C23 C44 C19 69.4(3) . . . . ? C16 C23 C44 C40 -37.3(3) . . . . ? C30 C19 C44 C23 -73.7(3) . . . . ? C30 C19 C44 C40 31.8(3) . . . . ? C37 C40 C44 C23 56.3(3) . . . . ? C37 C40 C44 C19 -53.9(2) . . . . ? C46 C41 C45 C27 -40.5(3) . . . . ? C42 C41 C45 C27 67.8(4) . . . . ? C35 C27 C45 C41 128.4(3) . . . . ? C33 C27 C45 C41 5.5(3) . . . . ? C42 C41 C46 C33 -55.1(3) . . . . ? C45 C41 C46 C33 57.9(3) . . . . ? C43 C33 C46 C41 54.8(3) . . . . ? C27 C33 C46 C41 -55.1(3) . . . . ? _diffrn_measured_fraction_theta_max 0.938 _diffrn_reflns_theta_full 67.50 _diffrn_measured_fraction_theta_full 0.971 _refine_diff_density_max 0.239 _refine_diff_density_min -0.265 _refine_diff_density_rms 0.060