# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_erk6182 _database_code_depnum_ccdc_archive 'CCDC 875088' #TrackingRef '- erk6182.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C15 H20 Cl N Zr' _chemical_formula_weight 340.99 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 7.70270(10) _cell_length_b 16.6435(3) _cell_length_c 12.4812(2) _cell_angle_alpha 90.00 _cell_angle_beta 104.9660(10) _cell_angle_gamma 90.00 _cell_volume 1545.81(4) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3788 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 28.28 _exptl_crystal_description block _exptl_crystal_colour 'bright yellow' _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.465 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 696 _exptl_absorpt_coefficient_mu 0.868 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8456 _exptl_absorpt_correction_T_max 0.9418 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD ApexII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15492 _diffrn_reflns_av_R_equivalents 0.039 _diffrn_reflns_av_sigmaI/netI 0.0168 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 4.33 _diffrn_reflns_theta_max 25.00 _reflns_number_total 2693 _reflns_number_gt 2579 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0194P)^2^+1.2853P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2693 _refine_ls_number_parameters 166 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0247 _refine_ls_R_factor_gt 0.0233 _refine_ls_wR_factor_ref 0.0573 _refine_ls_wR_factor_gt 0.0558 _refine_ls_goodness_of_fit_ref 1.078 _refine_ls_restrained_S_all 1.078 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zr1 Zr 1.02287(2) 0.419629(11) 0.274657(16) 0.03013(8) Uani 1 1 d . . . Cl1 Cl 0.74928(7) 0.43792(4) 0.35328(5) 0.04800(15) Uani 1 1 d . . . N1 N 0.8282(2) 0.35976(10) 0.13416(15) 0.0356(4) Uani 1 1 d . . . C1 C 1.2458(4) 0.38175(17) 0.4521(3) 0.0666(8) Uani 1 1 d . . . H1 H 1.2906 0.4232 0.5028 0.080 Uiso 1 1 calc R . . C2 C 1.3172(3) 0.35674(17) 0.3653(3) 0.0677(9) Uani 1 1 d . . . H2 H 1.4187 0.3784 0.3472 0.081 Uiso 1 1 calc R . . C3 C 1.2108(3) 0.29383(16) 0.3103(3) 0.0567(7) Uani 1 1 d . . . H3 H 1.2290 0.2653 0.2491 0.068 Uiso 1 1 calc R . . C4 C 1.0738(3) 0.28061(14) 0.3616(2) 0.0495(6) Uani 1 1 d . . . H4 H 0.9817 0.2422 0.3405 0.059 Uiso 1 1 calc R . . C5 C 1.0967(4) 0.33416(17) 0.4495(2) 0.0572(7) Uani 1 1 d . . . H5 H 1.0235 0.3376 0.4991 0.069 Uiso 1 1 calc R . . C6 C 1.1501(5) 0.55639(16) 0.3344(2) 0.0627(8) Uani 1 1 d . . . H6 H 1.1964 0.5649 0.4109 0.075 Uiso 1 1 calc R . . C7 C 1.2445(4) 0.52713(16) 0.2614(3) 0.0589(7) Uani 1 1 d . . . H7 H 1.3667 0.5128 0.2800 0.071 Uiso 1 1 calc R . . C8 C 1.1275(4) 0.52271(15) 0.1571(2) 0.0545(6) Uani 1 1 d . . . H8 H 1.1564 0.5049 0.0923 0.065 Uiso 1 1 calc R . . C9 C 0.9614(4) 0.54887(15) 0.1642(2) 0.0567(7) Uani 1 1 d . . . H9 H 0.8569 0.5515 0.1055 0.068 Uiso 1 1 calc R . . C10 C 0.9756(5) 0.57063(15) 0.2734(3) 0.0635(8) Uani 1 1 d . . . H10 H 0.8825 0.5915 0.3012 0.076 Uiso 1 1 calc R . . C11 C 0.9778(3) 0.36011(14) 0.1123(2) 0.0424(5) Uani 1 1 d . . . H11 H 1.0363 0.3443 0.0583 0.051 Uiso 1 1 calc R . . C12 C 0.6532(3) 0.32510(13) 0.07220(19) 0.0405(5) Uani 1 1 d . . . C13 C 0.6073(3) 0.26026(16) 0.1460(2) 0.0585(7) Uani 1 1 d . . . H13A H 0.6976 0.2183 0.1576 0.088 Uiso 1 1 calc R . . H13B H 0.4905 0.2376 0.1106 0.088 Uiso 1 1 calc R . . H13C H 0.6046 0.2834 0.2168 0.088 Uiso 1 1 calc R . . C14 C 0.6644(4) 0.2911(2) -0.0388(2) 0.0671(8) Uani 1 1 d . . . H14A H 0.7089 0.3322 -0.0800 0.101 Uiso 1 1 calc R . . H14B H 0.5459 0.2740 -0.0806 0.101 Uiso 1 1 calc R . . H14C H 0.7454 0.2455 -0.0265 0.101 Uiso 1 1 calc R . . C15 C 0.5172(4) 0.39213(19) 0.0569(3) 0.0706(9) Uani 1 1 d . . . H15A H 0.5207 0.4161 0.1283 0.106 Uiso 1 1 calc R . . H15B H 0.3980 0.3708 0.0244 0.106 Uiso 1 1 calc R . . H15C H 0.5453 0.4327 0.0081 0.106 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 Zr1 0.02608(12) 0.02984(13) 0.03416(13) -0.00114(8) 0.00722(8) -0.00027(7) Cl1 0.0354(3) 0.0625(4) 0.0497(3) -0.0114(3) 0.0174(2) -0.0018(2) N1 0.0358(9) 0.0319(9) 0.0380(10) -0.0056(7) 0.0076(8) -0.0020(7) C1 0.0673(18) 0.0475(16) 0.0622(18) 0.0040(13) -0.0247(15) 0.0060(13) C2 0.0277(12) 0.0545(16) 0.114(3) 0.0274(17) 0.0060(14) 0.0050(11) C3 0.0491(14) 0.0432(14) 0.0788(19) 0.0080(13) 0.0185(13) 0.0188(11) C4 0.0448(13) 0.0375(13) 0.0617(16) 0.0122(11) 0.0055(11) 0.0015(10) C5 0.0622(16) 0.0583(17) 0.0476(15) 0.0173(13) 0.0080(12) 0.0117(13) C6 0.104(2) 0.0368(13) 0.0401(14) -0.0046(11) 0.0054(15) -0.0221(14) C7 0.0466(14) 0.0471(15) 0.080(2) 0.0116(14) 0.0110(14) -0.0148(11) C8 0.0759(18) 0.0450(14) 0.0487(15) 0.0013(12) 0.0273(13) -0.0118(13) C9 0.0628(17) 0.0384(13) 0.0580(17) 0.0130(12) -0.0042(13) -0.0051(12) C10 0.081(2) 0.0305(13) 0.091(2) 0.0033(13) 0.0438(18) 0.0055(12) C11 0.0431(12) 0.0412(12) 0.0470(13) -0.0088(10) 0.0192(10) -0.0028(10) C12 0.0360(11) 0.0375(12) 0.0445(12) -0.0076(10) 0.0042(9) -0.0032(9) C13 0.0480(14) 0.0523(16) 0.0733(18) 0.0015(14) 0.0122(13) -0.0124(12) C14 0.0642(17) 0.077(2) 0.0590(17) -0.0271(15) 0.0130(14) -0.0247(15) C15 0.0490(16) 0.0604(17) 0.085(2) -0.0085(16) -0.0149(14) 0.0128(13) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 C11 2.201(2) . ? Zr1 N1 2.2267(17) . ? Zr1 C2 2.488(2) . ? Zr1 C1 2.507(2) . ? Zr1 C7 2.507(2) . ? Zr1 C6 2.514(2) . ? Zr1 C3 2.519(2) . ? Zr1 C8 2.521(2) . ? Zr1 C9 2.533(2) . ? Zr1 C10 2.539(2) . ? Zr1 C4 2.542(2) . ? Zr1 C5 2.544(2) . ? N1 C11 1.251(3) . ? N1 C12 1.487(3) . ? C1 C5 1.389(4) . ? C1 C2 1.398(5) . ? C1 H1 0.9400 . ? C2 C3 1.396(4) . ? C2 H2 0.9400 . ? C3 C4 1.386(4) . ? C3 H3 0.9400 . ? C4 C5 1.390(4) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C10 1.384(4) . ? C6 C7 1.392(4) . ? C6 H6 0.9400 . ? C7 C8 1.381(4) . ? C7 H7 0.9400 . ? C8 C9 1.376(4) . ? C8 H8 0.9400 . ? C9 C10 1.387(4) . ? C9 H9 0.9400 . ? C10 H10 0.9400 . ? C11 H11 0.9400 . ? C12 C15 1.508(3) . ? C12 C13 1.518(3) . ? C12 C14 1.519(3) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C15 H15A 0.9700 . ? C15 H15B 0.9700 . ? C15 H15C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 Zr1 N1 32.81(7) . . ? C11 Zr1 C2 97.93(11) . . ? N1 Zr1 C2 121.27(9) . . ? C11 Zr1 C1 127.54(10) . . ? N1 Zr1 C1 138.71(8) . . ? C2 Zr1 C1 32.51(11) . . ? C11 Zr1 C7 102.05(9) . . ? N1 Zr1 C7 126.79(8) . . ? C2 Zr1 C7 76.96(9) . . ? C1 Zr1 C7 85.12(10) . . ? C11 Zr1 C6 129.59(9) . . ? N1 Zr1 C6 140.39(8) . . ? C2 Zr1 C6 90.36(11) . . ? C1 Zr1 C6 80.79(10) . . ? C7 Zr1 C6 32.18(10) . . ? C11 Zr1 C3 74.66(10) . . ? N1 Zr1 C3 90.38(8) . . ? C2 Zr1 C3 32.37(9) . . ? C1 Zr1 C3 53.39(10) . . ? C7 Zr1 C3 103.58(9) . . ? C6 Zr1 C3 122.54(10) . . ? C11 Zr1 C8 76.61(9) . . ? N1 Zr1 C8 95.60(8) . . ? C2 Zr1 C8 99.23(10) . . ? C1 Zr1 C8 115.86(10) . . ? C7 Zr1 C8 31.88(9) . . ? C6 Zr1 C8 52.98(9) . . ? C3 Zr1 C8 114.39(9) . . ? C11 Zr1 C9 85.31(9) . . ? N1 Zr1 C9 87.61(8) . . ? C2 Zr1 C9 128.69(9) . . ? C1 Zr1 C9 133.11(9) . . ? C7 Zr1 C9 52.62(9) . . ? C6 Zr1 C9 52.86(9) . . ? C3 Zr1 C9 145.10(10) . . ? C8 Zr1 C9 31.59(9) . . ? C11 Zr1 C10 116.84(10) . . ? N1 Zr1 C10 111.82(9) . . ? C2 Zr1 C10 122.12(11) . . ? C1 Zr1 C10 108.59(11) . . ? C7 Zr1 C10 52.58(10) . . ? C6 Zr1 C10 31.78(10) . . ? C3 Zr1 C10 154.01(10) . . ? C8 Zr1 C10 52.40(9) . . ? C9 Zr1 C10 31.74(10) . . ? C11 Zr1 C4 87.34(9) . . ? N1 Zr1 C4 85.82(8) . . ? C2 Zr1 C4 53.20(8) . . ? C1 Zr1 C4 53.08(9) . . ? C7 Zr1 C4 130.14(9) . . ? C6 Zr1 C4 133.79(9) . . ? C3 Zr1 C4 31.77(8) . . ? C8 Zr1 C4 146.12(9) . . ? C9 Zr1 C4 172.61(9) . . ? C10 Zr1 C4 155.44(10) . . ? C11 Zr1 C5 119.05(9) . . ? N1 Zr1 C5 112.42(8) . . ? C2 Zr1 C5 53.05(10) . . ? C1 Zr1 C5 31.91(10) . . ? C7 Zr1 C5 116.76(9) . . ? C6 Zr1 C5 105.55(9) . . ? C3 Zr1 C5 52.60(10) . . ? C8 Zr1 C5 147.75(9) . . ? C9 Zr1 C5 155.64(10) . . ? C10 Zr1 C5 123.97(10) . . ? C4 Zr1 C5 31.71(9) . . ? C11 N1 C12 130.60(19) . . ? C11 N1 Zr1 72.48(13) . . ? C12 N1 Zr1 156.81(14) . . ? C5 C1 C2 107.5(3) . . ? C5 C1 Zr1 75.50(14) . . ? C2 C1 Zr1 72.99(15) . . ? C5 C1 H1 126.3 . . ? C2 C1 H1 126.3 . . ? Zr1 C1 H1 117.3 . . ? C3 C2 C1 107.8(3) . . ? C3 C2 Zr1 75.04(14) . . ? C1 C2 Zr1 74.49(15) . . ? C3 C2 H2 126.1 . . ? C1 C2 H2 126.1 . . ? Zr1 C2 H2 116.5 . . ? C4 C3 C2 108.2(3) . . ? C4 C3 Zr1 75.04(14) . . ? C2 C3 Zr1 72.59(14) . . ? C4 C3 H3 125.9 . . ? C2 C3 H3 125.9 . . ? Zr1 C3 H3 118.4 . . ? C3 C4 C5 107.9(2) . . ? C3 C4 Zr1 73.18(14) . . ? C5 C4 Zr1 74.19(14) . . ? C3 C4 H4 126.1 . . ? C5 C4 H4 126.1 . . ? Zr1 C4 H4 118.5 . . ? C1 C5 C4 108.6(3) . . ? C1 C5 Zr1 72.59(15) . . ? C4 C5 Zr1 74.10(14) . . ? C1 C5 H5 125.7 . . ? C4 C5 H5 125.7 . . ? Zr1 C5 H5 119.4 . . ? C10 C6 C7 107.3(2) . . ? C10 C6 Zr1 75.10(15) . . ? C7 C6 Zr1 73.65(14) . . ? C10 C6 H6 126.4 . . ? C7 C6 H6 126.4 . . ? Zr1 C6 H6 117.0 . . ? C8 C7 C6 108.2(3) . . ? C8 C7 Zr1 74.61(14) . . ? C6 C7 Zr1 74.17(15) . . ? C8 C7 H7 125.9 . . ? C6 C7 H7 125.9 . . ? Zr1 C7 H7 117.3 . . ? C9 C8 C7 108.3(3) . . ? C9 C8 Zr1 74.67(15) . . ? C7 C8 Zr1 73.51(15) . . ? C9 C8 H8 125.9 . . ? C7 C8 H8 125.9 . . ? Zr1 C8 H8 117.9 . . ? C8 C9 C10 107.9(3) . . ? C8 C9 Zr1 73.75(15) . . ? C10 C9 Zr1 74.38(15) . . ? C8 C9 H9 126.0 . . ? C10 C9 H9 126.0 . . ? Zr1 C9 H9 117.8 . . ? C6 C10 C9 108.3(3) . . ? C6 C10 Zr1 73.12(15) . . ? C9 C10 Zr1 73.88(14) . . ? C6 C10 H10 125.8 . . ? C9 C10 H10 125.8 . . ? Zr1 C10 H10 119.0 . . ? N1 C11 Zr1 74.70(13) . . ? N1 C11 H11 142.6 . . ? Zr1 C11 H11 142.6 . . ? N1 C12 C15 106.60(19) . . ? N1 C12 C13 106.38(18) . . ? C15 C12 C13 109.9(2) . . ? N1 C12 C14 111.18(19) . . ? C15 C12 C14 111.2(2) . . ? C13 C12 C14 111.4(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 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 C2 Zr1 N1 C11 -49.91(17) . . . . ? C1 Zr1 N1 C11 -86.4(2) . . . . ? C7 Zr1 N1 C11 47.24(17) . . . . ? C6 Zr1 N1 C11 88.30(19) . . . . ? C3 Zr1 N1 C11 -60.10(15) . . . . ? C8 Zr1 N1 C11 54.45(15) . . . . ? C9 Zr1 N1 C11 85.05(15) . . . . ? C10 Zr1 N1 C11 106.05(15) . . . . ? C4 Zr1 N1 C11 -91.57(15) . . . . ? C5 Zr1 N1 C11 -109.23(15) . . . . ? C11 Zr1 N1 C12 175.0(4) . . . . ? C2 Zr1 N1 C12 125.1(4) . . . . ? C1 Zr1 N1 C12 88.6(4) . . . . ? C7 Zr1 N1 C12 -137.8(4) . . . . ? C6 Zr1 N1 C12 -96.7(4) . . . . ? C3 Zr1 N1 C12 114.9(4) . . . . ? C8 Zr1 N1 C12 -130.5(4) . . . . ? C9 Zr1 N1 C12 -99.9(4) . . . . ? C10 Zr1 N1 C12 -78.9(4) . . . . ? C4 Zr1 N1 C12 83.4(4) . . . . ? C5 Zr1 N1 C12 65.8(4) . . . . ? C11 Zr1 C1 C5 -85.7(2) . . . . ? N1 Zr1 C1 C5 -42.7(3) . . . . ? C2 Zr1 C1 C5 -113.8(3) . . . . ? C7 Zr1 C1 C5 172.9(2) . . . . ? C6 Zr1 C1 C5 140.7(2) . . . . ? C3 Zr1 C1 C5 -76.20(19) . . . . ? C8 Zr1 C1 C5 -178.42(17) . . . . ? C9 Zr1 C1 C5 149.03(17) . . . . ? C10 Zr1 C1 C5 125.12(18) . . . . ? C4 Zr1 C1 C5 -36.25(16) . . . . ? C11 Zr1 C1 C2 28.2(2) . . . . ? N1 Zr1 C1 C2 71.2(2) . . . . ? C7 Zr1 C1 C2 -73.30(18) . . . . ? C6 Zr1 C1 C2 -105.44(19) . . . . ? C3 Zr1 C1 C2 37.62(16) . . . . ? C8 Zr1 C1 C2 -64.59(19) . . . . ? C9 Zr1 C1 C2 -97.1(2) . . . . ? C10 Zr1 C1 C2 -121.06(17) . . . . ? C4 Zr1 C1 C2 77.57(18) . . . . ? C5 Zr1 C1 C2 113.8(3) . . . . ? C5 C1 C2 C3 0.0(3) . . . . ? Zr1 C1 C2 C3 -68.25(18) . . . . ? C5 C1 C2 Zr1 68.22(18) . . . . ? C11 Zr1 C2 C3 -44.0(2) . . . . ? N1 Zr1 C2 C3 -19.3(2) . . . . ? C1 Zr1 C2 C3 113.8(3) . . . . ? C7 Zr1 C2 C3 -144.7(2) . . . . ? C6 Zr1 C2 C3 -174.16(19) . . . . ? C8 Zr1 C2 C3 -121.68(19) . . . . ? C9 Zr1 C2 C3 -134.38(18) . . . . ? C10 Zr1 C2 C3 -172.78(17) . . . . ? C4 Zr1 C2 C3 36.58(17) . . . . ? C5 Zr1 C2 C3 76.52(19) . . . . ? C11 Zr1 C2 C1 -157.81(17) . . . . ? N1 Zr1 C2 C1 -133.06(17) . . . . ? C7 Zr1 C2 C1 101.59(19) . . . . ? C6 Zr1 C2 C1 72.08(18) . . . . ? C3 Zr1 C2 C1 -113.8(3) . . . . ? C8 Zr1 C2 C1 124.56(18) . . . . ? C9 Zr1 C2 C1 111.87(18) . . . . ? C10 Zr1 C2 C1 73.5(2) . . . . ? C4 Zr1 C2 C1 -77.17(18) . . . . ? C5 Zr1 C2 C1 -37.23(17) . . . . ? C1 C2 C3 C4 0.7(3) . . . . ? Zr1 C2 C3 C4 -67.19(18) . . . . ? C1 C2 C3 Zr1 67.88(18) . . . . ? C11 Zr1 C3 C4 -110.58(18) . . . . ? N1 Zr1 C3 C4 -81.42(17) . . . . ? C2 Zr1 C3 C4 115.0(3) . . . . ? C1 Zr1 C3 C4 77.19(19) . . . . ? C7 Zr1 C3 C4 150.42(17) . . . . ? C6 Zr1 C3 C4 121.92(17) . . . . ? C8 Zr1 C3 C4 -177.75(16) . . . . ? C9 Zr1 C3 C4 -167.78(16) . . . . ? C10 Zr1 C3 C4 129.0(2) . . . . ? C5 Zr1 C3 C4 36.94(16) . . . . ? C11 Zr1 C3 C2 134.4(2) . . . . ? N1 Zr1 C3 C2 163.59(19) . . . . ? C1 Zr1 C3 C2 -37.80(19) . . . . ? C7 Zr1 C3 C2 35.4(2) . . . . ? C6 Zr1 C3 C2 6.9(2) . . . . ? C8 Zr1 C3 C2 67.3(2) . . . . ? C9 Zr1 C3 C2 77.2(3) . . . . ? C10 Zr1 C3 C2 14.1(3) . . . . ? C4 Zr1 C3 C2 -115.0(3) . . . . ? C5 Zr1 C3 C2 -78.1(2) . . . . ? C2 C3 C4 C5 -1.1(3) . . . . ? Zr1 C3 C4 C5 -66.65(17) . . . . ? C2 C3 C4 Zr1 65.56(18) . . . . ? C11 Zr1 C4 C3 64.67(18) . . . . ? N1 Zr1 C4 C3 97.51(17) . . . . ? C2 Zr1 C4 C3 -37.30(18) . . . . ? C1 Zr1 C4 C3 -78.3(2) . . . . ? C7 Zr1 C4 C3 -38.9(2) . . . . ? C6 Zr1 C4 C3 -82.4(2) . . . . ? C8 Zr1 C4 C3 3.7(3) . . . . ? C9 Zr1 C4 C3 70.2(7) . . . . ? C10 Zr1 C4 C3 -125.0(3) . . . . ? C5 Zr1 C4 C3 -114.7(2) . . . . ? C11 Zr1 C4 C5 179.40(17) . . . . ? N1 Zr1 C4 C5 -147.76(16) . . . . ? C2 Zr1 C4 C5 77.44(19) . . . . ? C1 Zr1 C4 C5 36.48(17) . . . . ? C7 Zr1 C4 C5 75.9(2) . . . . ? C6 Zr1 C4 C5 32.4(2) . . . . ? C3 Zr1 C4 C5 114.7(2) . . . . ? C8 Zr1 C4 C5 118.4(2) . . . . ? C9 Zr1 C4 C5 -175.0(6) . . . . ? C10 Zr1 C4 C5 -10.3(3) . . . . ? C2 C1 C5 C4 -0.6(3) . . . . ? Zr1 C1 C5 C4 65.88(18) . . . . ? C2 C1 C5 Zr1 -66.53(18) . . . . ? C3 C4 C5 C1 1.1(3) . . . . ? Zr1 C4 C5 C1 -64.90(18) . . . . ? C3 C4 C5 Zr1 65.98(17) . . . . ? C11 Zr1 C5 C1 115.25(19) . . . . ? N1 Zr1 C5 C1 151.07(18) . . . . ? C2 Zr1 C5 C1 37.97(18) . . . . ? C7 Zr1 C5 C1 -8.0(2) . . . . ? C6 Zr1 C5 C1 -40.4(2) . . . . ? C3 Zr1 C5 C1 78.9(2) . . . . ? C8 Zr1 C5 C1 2.7(3) . . . . ? C9 Zr1 C5 C1 -65.6(3) . . . . ? C10 Zr1 C5 C1 -69.2(2) . . . . ? C4 Zr1 C5 C1 115.9(3) . . . . ? C11 Zr1 C5 C4 -0.68(19) . . . . ? N1 Zr1 C5 C4 35.14(18) . . . . ? C2 Zr1 C5 C4 -77.96(18) . . . . ? C1 Zr1 C5 C4 -115.9(3) . . . . ? C7 Zr1 C5 C4 -123.88(16) . . . . ? C6 Zr1 C5 C4 -156.36(16) . . . . ? C3 Zr1 C5 C4 -37.01(15) . . . . ? C8 Zr1 C5 C4 -113.3(2) . . . . ? C9 Zr1 C5 C4 178.45(19) . . . . ? C10 Zr1 C5 C4 174.86(15) . . . . ? C11 Zr1 C6 C10 77.2(2) . . . . ? N1 Zr1 C6 C10 32.5(3) . . . . ? C2 Zr1 C6 C10 177.8(2) . . . . ? C1 Zr1 C6 C10 -151.0(2) . . . . ? C7 Zr1 C6 C10 113.5(2) . . . . ? C3 Zr1 C6 C10 174.07(17) . . . . ? C8 Zr1 C6 C10 76.47(19) . . . . ? C9 Zr1 C6 C10 36.58(18) . . . . ? C4 Zr1 C6 C10 -147.68(17) . . . . ? C5 Zr1 C6 C10 -130.70(18) . . . . ? C11 Zr1 C6 C7 -36.3(2) . . . . ? N1 Zr1 C6 C7 -81.0(2) . . . . ? C2 Zr1 C6 C7 64.28(19) . . . . ? C1 Zr1 C6 C7 95.49(19) . . . . ? C3 Zr1 C6 C7 60.6(2) . . . . ? C8 Zr1 C6 C7 -37.02(16) . . . . ? C9 Zr1 C6 C7 -76.91(18) . . . . ? C10 Zr1 C6 C7 -113.5(2) . . . . ? C4 Zr1 C6 C7 98.83(18) . . . . ? C5 Zr1 C6 C7 115.81(17) . . . . ? C10 C6 C7 C8 -0.7(3) . . . . ? Zr1 C6 C7 C8 67.45(18) . . . . ? C10 C6 C7 Zr1 -68.16(18) . . . . ? C11 Zr1 C7 C8 37.69(19) . . . . ? N1 Zr1 C7 C8 13.7(2) . . . . ? C2 Zr1 C7 C8 133.2(2) . . . . ? C1 Zr1 C7 C8 165.06(19) . . . . ? C6 Zr1 C7 C8 -114.5(3) . . . . ? C3 Zr1 C7 C8 114.58(18) . . . . ? C9 Zr1 C7 C8 -36.74(17) . . . . ? C10 Zr1 C7 C8 -77.02(19) . . . . ? C4 Zr1 C7 C8 134.46(17) . . . . ? C5 Zr1 C7 C8 169.27(17) . . . . ? C11 Zr1 C7 C6 152.16(17) . . . . ? N1 Zr1 C7 C6 128.16(17) . . . . ? C2 Zr1 C7 C6 -112.4(2) . . . . ? C1 Zr1 C7 C6 -80.46(19) . . . . ? C3 Zr1 C7 C6 -130.94(18) . . . . ? C8 Zr1 C7 C6 114.5(3) . . . . ? C9 Zr1 C7 C6 77.73(19) . . . . ? C10 Zr1 C7 C6 37.46(17) . . . . ? C4 Zr1 C7 C6 -111.06(18) . . . . ? C5 Zr1 C7 C6 -76.25(19) . . . . ? C6 C7 C8 C9 0.0(3) . . . . ? Zr1 C7 C8 C9 67.17(18) . . . . ? C6 C7 C8 Zr1 -67.16(18) . . . . ? C11 Zr1 C8 C9 103.09(17) . . . . ? N1 Zr1 C8 C9 76.14(16) . . . . ? C2 Zr1 C8 C9 -160.88(18) . . . . ? C1 Zr1 C8 C9 -131.42(17) . . . . ? C7 Zr1 C8 C9 -114.8(3) . . . . ? C6 Zr1 C8 C9 -77.45(19) . . . . ? C3 Zr1 C8 C9 169.11(16) . . . . ? C10 Zr1 C8 C9 -37.19(17) . . . . ? C4 Zr1 C8 C9 166.98(16) . . . . ? C5 Zr1 C8 C9 -132.98(19) . . . . ? C11 Zr1 C8 C7 -142.08(19) . . . . ? N1 Zr1 C8 C7 -169.03(17) . . . . ? C2 Zr1 C8 C7 -46.0(2) . . . . ? C1 Zr1 C8 C7 -16.6(2) . . . . ? C6 Zr1 C8 C7 37.38(18) . . . . ? C3 Zr1 C8 C7 -76.06(19) . . . . ? C9 Zr1 C8 C7 114.8(3) . . . . ? C10 Zr1 C8 C7 77.6(2) . . . . ? C4 Zr1 C8 C7 -78.2(2) . . . . ? C5 Zr1 C8 C7 -18.2(3) . . . . ? C7 C8 C9 C10 0.7(3) . . . . ? Zr1 C8 C9 C10 67.10(18) . . . . ? C7 C8 C9 Zr1 -66.40(18) . . . . ? C11 Zr1 C9 C8 -71.94(17) . . . . ? N1 Zr1 C9 C8 -104.74(16) . . . . ? C2 Zr1 C9 C8 24.5(2) . . . . ? C1 Zr1 C9 C8 67.6(2) . . . . ? C7 Zr1 C9 C8 37.10(16) . . . . ? C6 Zr1 C9 C8 77.86(18) . . . . ? C3 Zr1 C9 C8 -17.5(3) . . . . ? C10 Zr1 C9 C8 114.5(3) . . . . ? C4 Zr1 C9 C8 -77.5(7) . . . . ? C5 Zr1 C9 C8 108.8(3) . . . . ? C11 Zr1 C9 C10 173.6(2) . . . . ? N1 Zr1 C9 C10 140.78(19) . . . . ? C2 Zr1 C9 C10 -90.0(2) . . . . ? C1 Zr1 C9 C10 -46.9(3) . . . . ? C7 Zr1 C9 C10 -77.4(2) . . . . ? C6 Zr1 C9 C10 -36.62(18) . . . . ? C3 Zr1 C9 C10 -132.0(2) . . . . ? C8 Zr1 C9 C10 -114.5(3) . . . . ? C4 Zr1 C9 C10 168.0(6) . . . . ? C5 Zr1 C9 C10 -5.7(3) . . . . ? C7 C6 C10 C9 1.1(3) . . . . ? Zr1 C6 C10 C9 -66.03(18) . . . . ? C7 C6 C10 Zr1 67.17(18) . . . . ? C8 C9 C10 C6 -1.1(3) . . . . ? Zr1 C9 C10 C6 65.53(18) . . . . ? C8 C9 C10 Zr1 -66.68(18) . . . . ? C11 Zr1 C10 C6 -122.64(18) . . . . ? N1 Zr1 C10 C6 -158.35(17) . . . . ? C2 Zr1 C10 C6 -2.6(2) . . . . ? C1 Zr1 C10 C6 30.3(2) . . . . ? C7 Zr1 C10 C6 -37.95(17) . . . . ? C3 Zr1 C10 C6 -11.5(3) . . . . ? C8 Zr1 C10 C6 -78.47(19) . . . . ? C9 Zr1 C10 C6 -115.5(3) . . . . ? C4 Zr1 C10 C6 68.2(3) . . . . ? C5 Zr1 C10 C6 61.7(2) . . . . ? C11 Zr1 C10 C9 -7.2(2) . . . . ? N1 Zr1 C10 C9 -42.9(2) . . . . ? C2 Zr1 C10 C9 112.8(2) . . . . ? C1 Zr1 C10 C9 145.76(19) . . . . ? C7 Zr1 C10 C9 77.51(19) . . . . ? C6 Zr1 C10 C9 115.5(3) . . . . ? C3 Zr1 C10 C9 104.0(3) . . . . ? C8 Zr1 C10 C9 36.99(16) . . . . ? C4 Zr1 C10 C9 -176.31(18) . . . . ? C5 Zr1 C10 C9 177.19(17) . . . . ? C12 N1 C11 Zr1 -177.4(2) . . . . ? C2 Zr1 C11 N1 138.68(14) . . . . ? C1 Zr1 C11 N1 123.85(15) . . . . ? C7 Zr1 C11 N1 -143.04(14) . . . . ? C6 Zr1 C11 N1 -124.22(16) . . . . ? C3 Zr1 C11 N1 115.98(15) . . . . ? C8 Zr1 C11 N1 -123.66(15) . . . . ? C9 Zr1 C11 N1 -92.87(14) . . . . ? C10 Zr1 C11 N1 -89.09(16) . . . . ? C4 Zr1 C11 N1 86.41(14) . . . . ? C5 Zr1 C11 N1 86.77(15) . . . . ? C11 N1 C12 C15 -126.4(3) . . . . ? Zr1 N1 C12 C15 59.9(4) . . . . ? C11 N1 C12 C13 116.4(3) . . . . ? Zr1 N1 C12 C13 -57.3(4) . . . . ? C11 N1 C12 C14 -5.1(3) . . . . ? Zr1 N1 C12 C14 -178.8(3) . . . . ? _diffrn_measured_fraction_theta_max 0.989 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.989 _refine_diff_density_max 0.307 _refine_diff_density_min -0.316 _refine_diff_density_rms 0.045 data_erk6225 _database_code_depnum_ccdc_archive 'CCDC 875089' #TrackingRef '- erk6225.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C20 H29 N Si Zr' _chemical_formula_weight 402.75 _chemcial_absolute_configuration ad 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M P212121 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 9.0492(2) _cell_length_b 14.0508(4) _cell_length_c 15.8272(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2012.40(10) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 4717 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 28.28 _exptl_crystal_description plate _exptl_crystal_colour yellow _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.329 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 840 _exptl_absorpt_coefficient_mu 0.606 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8988 _exptl_absorpt_correction_T_max 0.9646 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16272 _diffrn_reflns_av_R_equivalents 0.060 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 4.13 _diffrn_reflns_theta_max 28.52 _reflns_number_total 4975 _reflns_number_gt 4567 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0803P)^2^+5.8695P] 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 0.04(11) _refine_ls_number_reflns 4975 _refine_ls_number_parameters 214 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0762 _refine_ls_R_factor_gt 0.0679 _refine_ls_wR_factor_ref 0.1829 _refine_ls_wR_factor_gt 0.1735 _refine_ls_goodness_of_fit_ref 1.086 _refine_ls_restrained_S_all 1.086 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zr Zr 0.38612(6) 0.44372(4) 0.23333(4) 0.04309(17) Uani 1 1 d . . . C1 C 0.4865(8) 0.3681(6) 0.3526(4) 0.0572(17) Uani 1 1 d . . . Si11 Si 0.6314(2) 0.36759(17) 0.43437(12) 0.0576(5) Uani 1 1 d . . . C12 C 0.5894(12) 0.4653(10) 0.5089(7) 0.107(4) Uani 1 1 d . . . H12A H 0.4971 0.4519 0.5378 0.160 Uiso 1 1 calc R . . H12B H 0.5806 0.5247 0.4780 0.160 Uiso 1 1 calc R . . H12C H 0.6684 0.4706 0.5501 0.160 Uiso 1 1 calc R . . C13 C 0.8169(9) 0.3884(8) 0.3890(7) 0.079(3) Uani 1 1 d . . . H13A H 0.8897 0.3895 0.4339 0.119 Uiso 1 1 calc R . . H13B H 0.8178 0.4490 0.3595 0.119 Uiso 1 1 calc R . . H13C H 0.8405 0.3378 0.3496 0.119 Uiso 1 1 calc R . . C14 C 0.6317(15) 0.2531(11) 0.4917(8) 0.102(4) Uani 1 1 d . . . H14A H 0.6804 0.2611 0.5458 0.154 Uiso 1 1 calc R . . H14B H 0.6841 0.2057 0.4586 0.154 Uiso 1 1 calc R . . H14C H 0.5307 0.2323 0.5007 0.154 Uiso 1 1 calc R . . C2 C 0.3756(10) 0.3174(6) 0.3295(5) 0.0633(18) Uani 1 1 d . . . C3 C 0.2538(9) 0.3041(6) 0.2785(5) 0.0623(19) Uani 1 1 d . . . H3 H 0.1622 0.2861 0.3015 0.075 Uiso 1 1 calc R . . N4 N 0.2693(7) 0.3173(4) 0.1955(4) 0.0516(14) Uani 1 1 d . . . C41 C 0.1653(9) 0.2713(5) 0.1359(5) 0.0595(18) Uani 1 1 d . . . C42 C 0.205(2) 0.1697(8) 0.1273(12) 0.142(7) Uani 1 1 d . . . H42A H 0.3092 0.1640 0.1147 0.214 Uiso 1 1 calc R . . H42B H 0.1476 0.1415 0.0819 0.214 Uiso 1 1 calc R . . H42C H 0.1832 0.1368 0.1798 0.214 Uiso 1 1 calc R . . C43 C 0.0053(11) 0.2855(13) 0.1596(10) 0.134(6) Uani 1 1 d . . . H43A H -0.0132 0.2567 0.2143 0.202 Uiso 1 1 calc R . . H43B H -0.0574 0.2558 0.1175 0.202 Uiso 1 1 calc R . . H43C H -0.0163 0.3530 0.1623 0.202 Uiso 1 1 calc R . . C44 C 0.1876(14) 0.3180(9) 0.0501(6) 0.101(4) Uani 1 1 d . . . H44A H 0.1502 0.3827 0.0518 0.152 Uiso 1 1 calc R . . H44B H 0.1347 0.2821 0.0074 0.152 Uiso 1 1 calc R . . H44C H 0.2921 0.3189 0.0365 0.152 Uiso 1 1 calc R . . C20 C 0.6418(10) 0.3984(8) 0.1803(7) 0.078(3) Uani 1 1 d . . . H20 H 0.6931 0.3500 0.2091 0.094 Uiso 1 1 calc R . . C21 C 0.6461(10) 0.4926(7) 0.1982(6) 0.075(2) Uani 1 1 d . . . H21 H 0.7001 0.5204 0.2426 0.090 Uiso 1 1 calc R . . C22 C 0.5579(11) 0.5420(7) 0.1405(6) 0.077(3) Uani 1 1 d . . . H22 H 0.5458 0.6084 0.1372 0.093 Uiso 1 1 calc R . . C23 C 0.4899(11) 0.4725(10) 0.0875(5) 0.093(4) Uani 1 1 d . . . H23 H 0.4198 0.4832 0.0447 0.111 Uiso 1 1 calc R . . C24 C 0.5484(11) 0.3863(7) 0.1122(6) 0.074(3) Uani 1 1 d . . . H24 H 0.5277 0.3276 0.0863 0.089 Uiso 1 1 calc R . . C25 C 0.3026(14) 0.5622(11) 0.3429(8) 0.112(5) Uani 1 1 d . . . H25 H 0.3563 0.5637 0.3938 0.135 Uiso 1 1 calc R . . C26 C 0.1742(12) 0.5058(9) 0.3227(8) 0.094(3) Uani 1 1 d . . . H26 H 0.1265 0.4629 0.3592 0.112 Uiso 1 1 calc R . . C27 C 0.1341(12) 0.5253(9) 0.2414(8) 0.093(3) Uani 1 1 d . . . H27 H 0.0543 0.4987 0.2117 0.112 Uiso 1 1 calc R . . C28 C 0.2277(17) 0.5882(10) 0.2130(9) 0.106(4) Uani 1 1 d . . . H28 H 0.2227 0.6121 0.1576 0.127 Uiso 1 1 calc R . . C29 C 0.3293(15) 0.6157(7) 0.2668(11) 0.102(4) Uani 1 1 d . . . H29 H 0.4040 0.6610 0.2576 0.122 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 Zr 0.0446(3) 0.0453(3) 0.0394(3) -0.0059(2) 0.0059(2) -0.0034(3) C1 0.052(4) 0.077(5) 0.042(3) -0.005(3) -0.003(3) -0.004(3) Si11 0.0454(10) 0.0811(13) 0.0462(9) -0.0037(9) -0.0065(8) -0.0060(10) C12 0.074(6) 0.148(11) 0.097(7) -0.058(7) -0.028(6) 0.022(7) C13 0.041(4) 0.109(7) 0.087(6) 0.021(6) 0.000(4) 0.001(4) C14 0.102(8) 0.126(8) 0.079(6) 0.030(6) -0.025(6) -0.043(7) C2 0.057(4) 0.083(5) 0.050(3) 0.019(3) -0.004(4) -0.010(4) C3 0.056(4) 0.081(5) 0.051(4) 0.011(4) -0.005(3) -0.016(4) N4 0.052(3) 0.056(3) 0.048(3) 0.008(3) -0.007(3) -0.007(3) C41 0.059(4) 0.053(4) 0.067(4) 0.007(3) -0.018(3) -0.013(3) C42 0.167(14) 0.068(7) 0.192(16) -0.026(8) -0.107(13) 0.010(8) C43 0.052(6) 0.218(17) 0.133(11) -0.036(12) -0.026(7) -0.037(8) C44 0.114(9) 0.122(9) 0.069(6) 0.004(6) -0.042(6) -0.034(7) C20 0.051(5) 0.095(6) 0.090(6) 0.008(5) 0.028(4) 0.012(4) C21 0.062(5) 0.089(6) 0.074(5) -0.009(5) 0.014(4) -0.023(4) C22 0.090(6) 0.065(5) 0.077(5) 0.009(4) 0.036(5) -0.009(5) C23 0.064(5) 0.171(13) 0.043(4) 0.026(6) 0.011(4) -0.013(6) C24 0.079(6) 0.082(6) 0.061(5) -0.025(4) 0.038(5) -0.028(5) C25 0.108(9) 0.145(11) 0.084(7) -0.068(8) -0.023(6) 0.055(9) C26 0.078(6) 0.108(8) 0.095(7) -0.011(6) 0.048(6) 0.022(6) C27 0.071(6) 0.107(8) 0.101(8) -0.029(6) -0.013(6) 0.024(6) C28 0.111(10) 0.096(8) 0.112(10) -0.010(7) -0.004(8) 0.050(8) C29 0.106(8) 0.052(4) 0.148(11) -0.013(6) 0.029(9) 0.015(5) _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 Zr N4 2.152(6) . ? Zr C2 2.341(7) . ? Zr C1 2.349(8) . ? Zr C3 2.407(8) . ? Zr C28 2.506(11) . ? Zr C21 2.513(8) . ? Zr C25 2.520(9) . ? Zr C23 2.525(8) . ? Zr C29 2.527(9) . ? Zr C26 2.537(8) . ? Zr C20 2.542(8) . ? Zr C24 2.546(7) . ? C1 C2 1.285(11) . ? C1 Si11 1.842(7) . ? Si11 C14 1.847(13) . ? Si11 C13 1.849(9) . ? Si11 C12 1.850(10) . ? C12 H12A 0.9700 . ? C12 H12B 0.9700 . ? C12 H12C 0.9700 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C13 H13C 0.9700 . ? C14 H14A 0.9700 . ? C14 H14B 0.9700 . ? C14 H14C 0.9700 . ? C2 C3 1.380(11) . ? C3 N4 1.335(9) . ? C3 H3 0.9400 . ? N4 C41 1.481(9) . ? C41 C42 1.479(14) . ? C41 C43 1.509(14) . ? C41 C44 1.521(13) . ? C42 H42A 0.9700 . ? C42 H42B 0.9700 . ? C42 H42C 0.9700 . ? C43 H43A 0.9700 . ? C43 H43B 0.9700 . ? C43 H43C 0.9700 . ? C44 H44A 0.9700 . ? C44 H44B 0.9700 . ? C44 H44C 0.9700 . ? C20 C21 1.354(13) . ? C20 C24 1.381(14) . ? C20 H20 0.9400 . ? C21 C22 1.398(14) . ? C21 H21 0.9400 . ? C22 C23 1.428(15) . ? C22 H22 0.9400 . ? C23 C24 1.378(16) . ? C23 H23 0.9400 . ? C24 H24 0.9400 . ? C25 C29 1.440(19) . ? C25 C26 1.443(18) . ? C25 H25 0.9400 . ? C26 C27 1.365(17) . ? C26 H26 0.9400 . ? C27 C28 1.304(18) . ? C27 H27 0.9400 . ? C28 C29 1.312(18) . ? C28 H28 0.9400 . ? C29 H29 0.9400 . ? 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 Zr C2 62.3(3) . . ? N4 Zr C1 92.3(3) . . ? C2 Zr C1 31.8(3) . . ? N4 Zr C3 33.4(2) . . ? C2 Zr C3 33.7(3) . . ? C1 Zr C3 65.5(3) . . ? N4 Zr C28 110.6(4) . . ? C2 Zr C28 132.4(4) . . ? C1 Zr C28 133.7(4) . . ? C3 Zr C28 114.4(5) . . ? N4 Zr C21 128.6(3) . . ? C2 Zr C21 112.9(3) . . ? C1 Zr C21 86.5(3) . . ? C3 Zr C21 138.9(3) . . ? C28 Zr C21 106.6(5) . . ? N4 Zr C25 126.1(4) . . ? C2 Zr C25 92.4(5) . . ? C1 Zr C25 82.0(4) . . ? C3 Zr C25 100.7(5) . . ? C28 Zr C25 51.8(4) . . ? C21 Zr C25 104.6(4) . . ? N4 Zr C23 93.4(3) . . ? C2 Zr C23 137.0(4) . . ? C1 Zr C23 131.6(3) . . ? C3 Zr C23 125.9(4) . . ? C28 Zr C23 88.0(5) . . ? C21 Zr C23 53.6(3) . . ? C25 Zr C23 129.4(5) . . ? N4 Zr C29 138.4(4) . . ? C2 Zr C29 125.5(4) . . ? C1 Zr C29 110.0(5) . . ? C3 Zr C29 128.0(4) . . ? C28 Zr C29 30.2(4) . . ? C21 Zr C29 88.6(4) . . ? C25 Zr C29 33.2(5) . . ? C23 Zr C29 96.6(5) . . ? N4 Zr C26 93.9(4) . . ? C2 Zr C26 82.4(4) . . ? C1 Zr C26 90.0(4) . . ? C3 Zr C26 74.8(4) . . ? C28 Zr C26 50.3(5) . . ? C21 Zr C26 137.5(4) . . ? C25 Zr C26 33.2(4) . . ? C23 Zr C26 137.4(4) . . ? C29 Zr C26 53.2(4) . . ? N4 Zr C20 98.5(3) . . ? C2 Zr C20 93.5(3) . . ? C1 Zr C20 78.5(3) . . ? C3 Zr C20 110.3(3) . . ? C28 Zr C20 133.0(5) . . ? C21 Zr C20 31.1(3) . . ? C25 Zr C20 131.7(4) . . ? C23 Zr C20 53.1(3) . . ? C29 Zr C20 119.6(4) . . ? C26 Zr C20 163.3(4) . . ? N4 Zr C24 79.2(3) . . ? C2 Zr C24 105.9(3) . . ? C1 Zr C24 103.8(3) . . ? C3 Zr C24 104.6(3) . . ? C28 Zr C24 119.3(4) . . ? C21 Zr C24 51.7(3) . . ? C25 Zr C24 154.2(5) . . ? C23 Zr C24 31.5(4) . . ? C29 Zr C24 125.3(4) . . ? C26 Zr C24 164.7(4) . . ? C20 Zr C24 31.5(3) . . ? C2 C1 Si11 138.9(7) . . ? C2 C1 Zr 73.8(5) . . ? Si11 C1 Zr 147.3(5) . . ? C1 Si11 C14 110.4(5) . . ? C1 Si11 C13 111.9(4) . . ? C14 Si11 C13 109.1(6) . . ? C1 Si11 C12 107.4(4) . . ? C14 Si11 C12 109.5(7) . . ? C13 Si11 C12 108.5(6) . . ? Si11 C12 H12A 109.5 . . ? Si11 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? Si11 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? Si11 C13 H13A 109.5 . . ? Si11 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? Si11 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? Si11 C14 H14A 109.5 . . ? Si11 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? Si11 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C1 C2 C3 150.0(8) . . ? C1 C2 Zr 74.5(5) . . ? C3 C2 Zr 75.8(5) . . ? N4 C3 C2 118.3(7) . . ? N4 C3 Zr 62.7(4) . . ? C2 C3 Zr 70.5(5) . . ? N4 C3 H3 120.9 . . ? C2 C3 H3 120.9 . . ? Zr C3 H3 140.6 . . ? C3 N4 C41 119.9(7) . . ? C3 N4 Zr 83.9(5) . . ? C41 N4 Zr 148.2(5) . . ? C42 C41 N4 109.1(8) . . ? C42 C41 C43 112.4(12) . . ? N4 C41 C43 113.2(8) . . ? C42 C41 C44 107.6(11) . . ? N4 C41 C44 107.2(6) . . ? C43 C41 C44 107.0(10) . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? C41 C43 H43A 109.5 . . ? C41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? C41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 109.5 . . ? C41 C44 H44A 109.5 . . ? C41 C44 H44B 109.5 . . ? H44A C44 H44B 109.5 . . ? C41 C44 H44C 109.5 . . ? H44A C44 H44C 109.5 . . ? H44B C44 H44C 109.5 . . ? C21 C20 C24 107.5(10) . . ? C21 C20 Zr 73.3(5) . . ? C24 C20 Zr 74.4(5) . . ? C21 C20 H20 126.3 . . ? C24 C20 H20 126.3 . . ? Zr C20 H20 118.1 . . ? C20 C21 C22 109.5(9) . . ? C20 C21 Zr 75.7(5) . . ? C22 C21 Zr 75.3(5) . . ? C20 C21 H21 125.3 . . ? C22 C21 H21 125.3 . . ? Zr C21 H21 115.8 . . ? C21 C22 C23 106.9(9) . . ? C21 C22 Zr 72.6(5) . . ? C23 C22 Zr 72.8(5) . . ? C21 C22 H22 126.6 . . ? C23 C22 H22 126.6 . . ? Zr C22 H22 119.9 . . ? C24 C23 C22 105.6(8) . . ? C24 C23 Zr 75.1(5) . . ? C22 C23 Zr 74.5(5) . . ? C24 C23 H23 127.2 . . ? C22 C23 H23 127.2 . . ? Zr C23 H23 115.7 . . ? C23 C24 C20 110.5(9) . . ? C23 C24 Zr 73.4(5) . . ? C20 C24 Zr 74.1(5) . . ? C23 C24 H24 124.8 . . ? C20 C24 H24 124.8 . . ? Zr C24 H24 119.4 . . ? C29 C25 C26 103.6(10) . . ? C29 C25 Zr 73.7(5) . . ? C26 C25 Zr 74.1(5) . . ? C29 C25 H25 128.2 . . ? C26 C25 H25 128.2 . . ? Zr C25 H25 116.7 . . ? C27 C26 C25 108.2(11) . . ? C27 C26 Zr 75.2(6) . . ? C25 C26 Zr 72.8(5) . . ? C27 C26 H26 125.9 . . ? C25 C26 H26 125.9 . . ? Zr C26 H26 118.0 . . ? C28 C27 C26 106.8(12) . . ? C28 C27 Zr 72.9(6) . . ? C26 C27 Zr 73.7(6) . . ? C28 C27 H27 126.6 . . ? C26 C27 H27 126.6 . . ? Zr C27 H27 118.8 . . ? C27 C28 C29 115.6(14) . . ? C27 C28 Zr 77.2(7) . . ? C29 C28 Zr 75.8(6) . . ? C27 C28 H28 122.2 . . ? C29 C28 H28 122.2 . . ? Zr C28 H28 115.9 . . ? C28 C29 C25 105.8(12) . . ? C28 C29 Zr 74.0(6) . . ? C25 C29 Zr 73.2(5) . . ? C28 C29 H29 127.1 . . ? C25 C29 H29 127.1 . . ? Zr C29 H29 117.9 . . ? 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 Zr C1 C2 -18.5(5) . . . . ? C3 Zr C1 C2 2.1(5) . . . . ? C28 Zr C1 C2 103.3(8) . . . . ? C21 Zr C1 C2 -147.0(6) . . . . ? C25 Zr C1 C2 107.7(7) . . . . ? C23 Zr C1 C2 -115.1(7) . . . . ? C29 Zr C1 C2 125.8(6) . . . . ? C26 Zr C1 C2 75.4(6) . . . . ? C20 Zr C1 C2 -116.7(6) . . . . ? C24 Zr C1 C2 -97.9(6) . . . . ? N4 Zr C1 Si11 160.2(8) . . . . ? C2 Zr C1 Si11 178.7(11) . . . . ? C3 Zr C1 Si11 -179.2(9) . . . . ? C28 Zr C1 Si11 -78.1(10) . . . . ? C21 Zr C1 Si11 31.7(8) . . . . ? C25 Zr C1 Si11 -73.6(8) . . . . ? C23 Zr C1 Si11 63.5(9) . . . . ? C29 Zr C1 Si11 -55.6(9) . . . . ? C26 Zr C1 Si11 -105.9(8) . . . . ? C20 Zr C1 Si11 62.0(8) . . . . ? C24 Zr C1 Si11 80.8(8) . . . . ? C2 C1 Si11 C14 10.0(12) . . . . ? Zr C1 Si11 C14 -168.0(8) . . . . ? C2 C1 Si11 C13 131.8(10) . . . . ? Zr C1 Si11 C13 -46.3(9) . . . . ? C2 C1 Si11 C12 -109.3(11) . . . . ? Zr C1 Si11 C12 72.6(9) . . . . ? Si11 C1 C2 C3 174.4(13) . . . . ? Zr C1 C2 C3 -6.7(17) . . . . ? Si11 C1 C2 Zr -178.9(9) . . . . ? N4 Zr C2 C1 159.1(6) . . . . ? C3 Zr C2 C1 -176.5(9) . . . . ? C28 Zr C2 C1 -107.6(7) . . . . ? C21 Zr C2 C1 36.2(6) . . . . ? C25 Zr C2 C1 -70.8(6) . . . . ? C23 Zr C2 C1 96.7(6) . . . . ? C29 Zr C2 C1 -69.4(7) . . . . ? C26 Zr C2 C1 -102.4(6) . . . . ? C20 Zr C2 C1 61.3(6) . . . . ? C24 Zr C2 C1 90.8(6) . . . . ? N4 Zr C2 C3 -24.4(5) . . . . ? C1 Zr C2 C3 176.5(9) . . . . ? C28 Zr C2 C3 69.0(8) . . . . ? C21 Zr C2 C3 -147.3(5) . . . . ? C25 Zr C2 C3 105.8(6) . . . . ? C23 Zr C2 C3 -86.8(7) . . . . ? C29 Zr C2 C3 107.1(7) . . . . ? C26 Zr C2 C3 74.1(6) . . . . ? C20 Zr C2 C3 -122.2(6) . . . . ? C24 Zr C2 C3 -92.7(6) . . . . ? C1 C2 C3 N4 49(2) . . . . ? Zr C2 C3 N4 42.0(8) . . . . ? C1 C2 C3 Zr 6.7(17) . . . . ? C2 Zr C3 N4 -138.5(9) . . . . ? C1 Zr C3 N4 -140.4(6) . . . . ? C28 Zr C3 N4 90.7(6) . . . . ? C21 Zr C3 N4 -89.1(6) . . . . ? C25 Zr C3 N4 143.5(5) . . . . ? C23 Zr C3 N4 -15.7(7) . . . . ? C29 Zr C3 N4 122.6(7) . . . . ? C26 Zr C3 N4 122.5(6) . . . . ? C20 Zr C3 N4 -74.2(6) . . . . ? C24 Zr C3 N4 -41.7(6) . . . . ? N4 Zr C3 C2 138.5(9) . . . . ? C1 Zr C3 C2 -2.0(5) . . . . ? C28 Zr C3 C2 -130.8(6) . . . . ? C21 Zr C3 C2 49.3(7) . . . . ? C25 Zr C3 C2 -78.1(6) . . . . ? C23 Zr C3 C2 122.8(6) . . . . ? C29 Zr C3 C2 -99.0(8) . . . . ? C26 Zr C3 C2 -99.1(6) . . . . ? C20 Zr C3 C2 64.2(6) . . . . ? C24 Zr C3 C2 96.8(6) . . . . ? C2 C3 N4 C41 157.2(8) . . . . ? Zr C3 N4 C41 -157.5(8) . . . . ? C2 C3 N4 Zr -45.2(9) . . . . ? C2 Zr N4 C3 24.6(5) . . . . ? C1 Zr N4 C3 35.4(5) . . . . ? C28 Zr N4 C3 -103.5(6) . . . . ? C21 Zr N4 C3 122.8(6) . . . . ? C25 Zr N4 C3 -46.4(7) . . . . ? C23 Zr N4 C3 167.3(6) . . . . ? C29 Zr N4 C3 -88.8(8) . . . . ? C26 Zr N4 C3 -54.7(6) . . . . ? C20 Zr N4 C3 114.1(6) . . . . ? C24 Zr N4 C3 139.1(6) . . . . ? C2 Zr N4 C41 165.7(11) . . . . ? C1 Zr N4 C41 176.5(10) . . . . ? C3 Zr N4 C41 141.1(13) . . . . ? C28 Zr N4 C41 37.6(12) . . . . ? C21 Zr N4 C41 -96.1(11) . . . . ? C25 Zr N4 C41 94.7(11) . . . . ? C23 Zr N4 C41 -51.6(11) . . . . ? C29 Zr N4 C41 52.3(13) . . . . ? C26 Zr N4 C41 86.4(11) . . . . ? C20 Zr N4 C41 -104.8(11) . . . . ? C24 Zr N4 C41 -79.9(11) . . . . ? C3 N4 C41 C42 -77.2(13) . . . . ? Zr N4 C41 C42 149.0(12) . . . . ? C3 N4 C41 C43 48.8(12) . . . . ? Zr N4 C41 C43 -85.1(14) . . . . ? C3 N4 C41 C44 166.6(9) . . . . ? Zr N4 C41 C44 32.7(14) . . . . ? N4 Zr C20 C21 166.7(6) . . . . ? C2 Zr C20 C21 -130.8(7) . . . . ? C1 Zr C20 C21 -102.6(7) . . . . ? C3 Zr C20 C21 -160.9(6) . . . . ? C28 Zr C20 C21 38.0(10) . . . . ? C25 Zr C20 C21 -34.5(9) . . . . ? C23 Zr C20 C21 78.8(7) . . . . ? C29 Zr C20 C21 4.0(9) . . . . ? C26 Zr C20 C21 -55.7(16) . . . . ? C24 Zr C20 C21 114.2(9) . . . . ? N4 Zr C20 C24 52.5(6) . . . . ? C2 Zr C20 C24 115.0(6) . . . . ? C1 Zr C20 C24 143.2(7) . . . . ? C3 Zr C20 C24 85.0(6) . . . . ? C28 Zr C20 C24 -76.2(8) . . . . ? C21 Zr C20 C24 -114.2(9) . . . . ? C25 Zr C20 C24 -148.6(7) . . . . ? C23 Zr C20 C24 -35.4(6) . . . . ? C29 Zr C20 C24 -110.2(8) . . . . ? C26 Zr C20 C24 -169.9(12) . . . . ? C24 C20 C21 C22 -1.3(10) . . . . ? Zr C20 C21 C22 -68.4(6) . . . . ? C24 C20 C21 Zr 67.1(6) . . . . ? N4 Zr C21 C20 -16.9(8) . . . . ? C2 Zr C21 C20 55.1(7) . . . . ? C1 Zr C21 C20 73.3(7) . . . . ? C3 Zr C21 C20 27.9(9) . . . . ? C28 Zr C21 C20 -152.0(7) . . . . ? C25 Zr C21 C20 154.1(7) . . . . ? C23 Zr C21 C20 -77.3(7) . . . . ? C29 Zr C21 C20 -176.5(8) . . . . ? C26 Zr C21 C20 159.4(7) . . . . ? C24 Zr C21 C20 -37.4(6) . . . . ? N4 Zr C21 C22 98.1(6) . . . . ? C2 Zr C21 C22 170.1(6) . . . . ? C1 Zr C21 C22 -171.7(6) . . . . ? C3 Zr C21 C22 142.9(6) . . . . ? C28 Zr C21 C22 -37.0(7) . . . . ? C25 Zr C21 C22 -90.9(7) . . . . ? C23 Zr C21 C22 37.7(6) . . . . ? C29 Zr C21 C22 -61.5(7) . . . . ? C26 Zr C21 C22 -85.6(8) . . . . ? C20 Zr C21 C22 115.0(9) . . . . ? C24 Zr C21 C22 77.6(7) . . . . ? C20 C21 C22 C23 3.3(10) . . . . ? Zr C21 C22 C23 -65.3(6) . . . . ? C20 C21 C22 Zr 68.6(7) . . . . ? N4 Zr C22 C21 -107.1(6) . . . . ? C2 Zr C22 C21 -15.7(9) . . . . ? C1 Zr C22 C21 9.4(7) . . . . ? C3 Zr C22 C21 -83.7(10) . . . . ? C28 Zr C22 C21 144.3(7) . . . . ? C25 Zr C22 C21 97.2(6) . . . . ? C23 Zr C22 C21 -114.5(9) . . . . ? C29 Zr C22 C21 114.0(7) . . . . ? C26 Zr C22 C21 122.9(7) . . . . ? C20 Zr C22 C21 -36.2(6) . . . . ? C24 Zr C22 C21 -76.3(7) . . . . ? N4 Zr C22 C23 7.4(8) . . . . ? C2 Zr C22 C23 98.8(8) . . . . ? C1 Zr C22 C23 123.9(7) . . . . ? C3 Zr C22 C23 30.8(12) . . . . ? C28 Zr C22 C23 -101.2(8) . . . . ? C21 Zr C22 C23 114.5(9) . . . . ? C25 Zr C22 C23 -148.3(7) . . . . ? C29 Zr C22 C23 -131.5(8) . . . . ? C26 Zr C22 C23 -122.6(7) . . . . ? C20 Zr C22 C23 78.3(7) . . . . ? C24 Zr C22 C23 38.2(6) . . . . ? C21 C22 C23 C24 -4.1(9) . . . . ? Zr C22 C23 C24 -69.2(6) . . . . ? C21 C22 C23 Zr 65.2(6) . . . . ? N4 Zr C23 C24 -62.8(6) . . . . ? C2 Zr C23 C24 -11.0(8) . . . . ? C1 Zr C23 C24 33.4(8) . . . . ? C3 Zr C23 C24 -54.2(7) . . . . ? C28 Zr C23 C24 -173.3(7) . . . . ? C21 Zr C23 C24 74.3(6) . . . . ? C25 Zr C23 C24 152.7(6) . . . . ? C29 Zr C23 C24 157.7(7) . . . . ? C26 Zr C23 C24 -162.3(6) . . . . ? C20 Zr C23 C24 35.3(6) . . . . ? N4 Zr C23 C22 -174.0(6) . . . . ? C2 Zr C23 C22 -122.2(7) . . . . ? C1 Zr C23 C22 -77.8(8) . . . . ? C3 Zr C23 C22 -165.4(6) . . . . ? C28 Zr C23 C22 75.5(8) . . . . ? C21 Zr C23 C22 -36.9(6) . . . . ? C25 Zr C23 C22 41.5(8) . . . . ? C29 Zr C23 C22 46.5(7) . . . . ? C26 Zr C23 C22 86.5(8) . . . . ? C20 Zr C23 C22 -75.9(6) . . . . ? C24 Zr C23 C22 -111.2(8) . . . . ? C22 C23 C24 C20 3.4(9) . . . . ? Zr C23 C24 C20 -65.4(6) . . . . ? C22 C23 C24 Zr 68.8(6) . . . . ? C21 C20 C24 C23 -1.4(10) . . . . ? Zr C20 C24 C23 64.9(6) . . . . ? C21 C20 C24 Zr -66.4(6) . . . . ? N4 Zr C24 C23 115.4(6) . . . . ? C2 Zr C24 C23 172.3(6) . . . . ? C1 Zr C24 C23 -154.9(6) . . . . ? C3 Zr C24 C23 137.3(6) . . . . ? C28 Zr C24 C23 7.7(8) . . . . ? C21 Zr C24 C23 -80.8(7) . . . . ? C25 Zr C24 C23 -54.5(12) . . . . ? C29 Zr C24 C23 -27.5(9) . . . . ? C26 Zr C24 C23 51.3(16) . . . . ? C20 Zr C24 C23 -117.7(9) . . . . ? N4 Zr C24 C20 -127.0(6) . . . . ? C2 Zr C24 C20 -70.1(6) . . . . ? C1 Zr C24 C20 -37.2(7) . . . . ? C3 Zr C24 C20 -105.0(6) . . . . ? C28 Zr C24 C20 125.4(8) . . . . ? C21 Zr C24 C20 36.9(6) . . . . ? C25 Zr C24 C20 63.2(12) . . . . ? C23 Zr C24 C20 117.7(9) . . . . ? C29 Zr C24 C20 90.1(8) . . . . ? C26 Zr C24 C20 169.0(13) . . . . ? N4 Zr C25 C29 -125.1(8) . . . . ? C2 Zr C25 C29 178.0(8) . . . . ? C1 Zr C25 C29 147.8(9) . . . . ? C3 Zr C25 C29 -149.1(8) . . . . ? C28 Zr C25 C29 -36.3(7) . . . . ? C21 Zr C25 C29 63.6(9) . . . . ? C23 Zr C25 C29 9.1(10) . . . . ? C26 Zr C25 C29 -109.8(11) . . . . ? C20 Zr C25 C29 81.1(9) . . . . ? C24 Zr C25 C29 42.5(13) . . . . ? N4 Zr C25 C26 -15.3(10) . . . . ? C2 Zr C25 C26 -72.2(8) . . . . ? C1 Zr C25 C26 -102.3(8) . . . . ? C3 Zr C25 C26 -39.2(8) . . . . ? C28 Zr C25 C26 73.6(8) . . . . ? C21 Zr C25 C26 173.4(8) . . . . ? C23 Zr C25 C26 118.9(9) . . . . ? C29 Zr C25 C26 109.8(11) . . . . ? C20 Zr C25 C26 -169.0(7) . . . . ? C24 Zr C25 C26 152.3(9) . . . . ? C29 C25 C26 C27 0.8(11) . . . . ? Zr C25 C26 C27 -67.5(7) . . . . ? C29 C25 C26 Zr 68.3(6) . . . . ? N4 Zr C26 C27 -77.4(8) . . . . ? C2 Zr C26 C27 -138.8(8) . . . . ? C1 Zr C26 C27 -169.8(8) . . . . ? C3 Zr C26 C27 -105.2(8) . . . . ? C28 Zr C26 C27 36.3(7) . . . . ? C21 Zr C26 C27 105.4(9) . . . . ? C25 Zr C26 C27 114.9(12) . . . . ? C23 Zr C26 C27 21.9(11) . . . . ? C29 Zr C26 C27 74.9(8) . . . . ? C20 Zr C26 C27 144.5(12) . . . . ? C24 Zr C26 C27 -15.1(19) . . . . ? N4 Zr C26 C25 167.7(8) . . . . ? C2 Zr C26 C25 106.3(9) . . . . ? C1 Zr C26 C25 75.4(8) . . . . ? C3 Zr C26 C25 139.9(9) . . . . ? C28 Zr C26 C25 -78.6(9) . . . . ? C21 Zr C26 C25 -9.4(11) . . . . ? C23 Zr C26 C25 -92.9(10) . . . . ? C29 Zr C26 C25 -40.0(8) . . . . ? C20 Zr C26 C25 29.7(17) . . . . ? C24 Zr C26 C25 -130.0(14) . . . . ? C25 C26 C27 C28 -0.1(12) . . . . ? Zr C26 C27 C28 -66.0(8) . . . . ? C25 C26 C27 Zr 65.9(7) . . . . ? N4 Zr C27 C28 -143.4(9) . . . . ? C2 Zr C27 C28 156.5(9) . . . . ? C1 Zr C27 C28 125.7(9) . . . . ? C3 Zr C27 C28 -176.8(9) . . . . ? C21 Zr C27 C28 4.7(12) . . . . ? C25 Zr C27 C28 75.6(10) . . . . ? C23 Zr C27 C28 -50.8(9) . . . . ? C29 Zr C27 C28 33.4(8) . . . . ? C26 Zr C27 C28 113.8(12) . . . . ? C20 Zr C27 C28 -36.6(15) . . . . ? C24 Zr C27 C28 -71.7(10) . . . . ? N4 Zr C27 C26 102.8(8) . . . . ? C2 Zr C27 C26 42.7(8) . . . . ? C1 Zr C27 C26 11.9(9) . . . . ? C3 Zr C27 C26 69.3(8) . . . . ? C28 Zr C27 C26 -113.8(12) . . . . ? C21 Zr C27 C26 -109.2(9) . . . . ? C25 Zr C27 C26 -38.3(8) . . . . ? C23 Zr C27 C26 -164.6(8) . . . . ? C29 Zr C27 C26 -80.4(8) . . . . ? C20 Zr C27 C26 -150.5(10) . . . . ? C24 Zr C27 C26 174.5(7) . . . . ? C26 C27 C28 C29 -0.8(13) . . . . ? Zr C27 C28 C29 -67.2(9) . . . . ? C26 C27 C28 Zr 66.5(7) . . . . ? N4 Zr C28 C27 39.5(9) . . . . ? C2 Zr C28 C27 -31.3(11) . . . . ? C1 Zr C28 C27 -75.3(11) . . . . ? C3 Zr C28 C27 3.4(10) . . . . ? C21 Zr C28 C27 -176.6(8) . . . . ? C25 Zr C28 C27 -80.9(9) . . . . ? C23 Zr C28 C27 132.5(9) . . . . ? C29 Zr C28 C27 -120.9(13) . . . . ? C26 Zr C28 C27 -37.9(8) . . . . ? C20 Zr C28 C27 164.0(7) . . . . ? C24 Zr C28 C27 128.4(8) . . . . ? N4 Zr C28 C29 160.4(9) . . . . ? C2 Zr C28 C29 89.6(11) . . . . ? C1 Zr C28 C29 45.6(12) . . . . ? C3 Zr C28 C29 124.4(9) . . . . ? C21 Zr C28 C29 -55.7(10) . . . . ? C25 Zr C28 C29 40.0(8) . . . . ? C23 Zr C28 C29 -106.6(10) . . . . ? C26 Zr C28 C29 83.0(9) . . . . ? C20 Zr C28 C29 -75.1(10) . . . . ? C24 Zr C28 C29 -110.7(9) . . . . ? C27 C28 C29 C25 1.3(14) . . . . ? Zr C28 C29 C25 -66.8(7) . . . . ? C27 C28 C29 Zr 68.1(9) . . . . ? C26 C25 C29 C28 -1.2(12) . . . . ? Zr C25 C29 C28 67.4(8) . . . . ? C26 C25 C29 Zr -68.5(7) . . . . ? N4 Zr C29 C28 -28.2(13) . . . . ? C2 Zr C29 C28 -114.9(10) . . . . ? C1 Zr C29 C28 -146.6(9) . . . . ? C3 Zr C29 C28 -72.6(11) . . . . ? C21 Zr C29 C28 127.6(10) . . . . ? C25 Zr C29 C28 -112.5(12) . . . . ? C23 Zr C29 C28 74.6(10) . . . . ? C26 Zr C29 C28 -72.5(9) . . . . ? C20 Zr C29 C28 125.6(9) . . . . ? C24 Zr C29 C28 88.6(10) . . . . ? N4 Zr C29 C25 84.3(10) . . . . ? C2 Zr C29 C25 -2.5(10) . . . . ? C1 Zr C29 C25 -34.1(9) . . . . ? C3 Zr C29 C25 39.9(10) . . . . ? C28 Zr C29 C25 112.5(12) . . . . ? C21 Zr C29 C25 -119.9(8) . . . . ? C23 Zr C29 C25 -173.0(8) . . . . ? C26 Zr C29 C25 40.0(7) . . . . ? C20 Zr C29 C25 -122.0(7) . . . . ? C24 Zr C29 C25 -158.9(7) . . . . ? _diffrn_measured_fraction_theta_max 0.983 _diffrn_reflns_theta_full 28.52 _diffrn_measured_fraction_theta_full 0.983 _refine_diff_density_max 1.423 _refine_diff_density_min -0.595 _refine_diff_density_rms 0.097 data_erk6491 _database_code_depnum_ccdc_archive 'CCDC 875090' #TrackingRef '- erk6491.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C24 H29 N Si Zr' _chemical_formula_weight 450.79 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' Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 '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 10.5164(2) _cell_length_b 11.0732(2) _cell_length_c 11.1400(3) _cell_angle_alpha 93.1890(10) _cell_angle_beta 116.1390(10) _cell_angle_gamma 95.6880(10) _cell_volume 1151.67(4) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 2738 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 28.28 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 468 _exptl_absorpt_coefficient_mu 0.537 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8910 _exptl_absorpt_correction_T_max 0.9583 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10328 _diffrn_reflns_av_R_equivalents 0.049 _diffrn_reflns_av_sigmaI/netI 0.0382 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 4.15 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3918 _reflns_number_gt 3629 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^+1.1083P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3918 _refine_ls_number_parameters 249 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0439 _refine_ls_R_factor_gt 0.0400 _refine_ls_wR_factor_ref 0.1039 _refine_ls_wR_factor_gt 0.0998 _refine_ls_goodness_of_fit_ref 1.061 _refine_ls_restrained_S_all 1.074 _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 Zr1 Zr 0.54885(3) 0.70841(3) 0.73064(3) 0.04255(13) Uani 1 1 d . . . Si1 Si 0.02556(9) 0.62481(9) 0.32793(9) 0.0487(2) Uani 1 1 d . . . N1 N 0.4379(3) 0.8228(2) 0.8214(3) 0.0456(6) Uani 1 1 d . . . C1 C 0.4965(4) 0.5394(3) 0.8508(3) 0.0514(7) Uani 1 1 d . . . H1 H 0.4186 0.5418 0.8706 0.062 Uiso 1 1 calc R . . C2 C 0.6371(4) 0.5923(3) 0.9330(3) 0.0578(8) Uani 1 1 d . . . H2 H 0.6709 0.6361 1.0184 0.069 Uiso 1 1 calc R . . C3 C 0.7191(4) 0.5687(4) 0.8659(4) 0.0660(10) Uani 1 1 d . . . H3 H 0.8175 0.5946 0.8980 0.079 Uiso 1 1 calc R . . C4 C 0.6292(4) 0.4999(3) 0.7428(4) 0.0637(9) Uani 1 1 d . . . H4 H 0.6567 0.4711 0.6780 0.076 Uiso 1 1 calc R . . C5 C 0.4922(4) 0.4815(3) 0.7329(3) 0.0548(8) Uani 1 1 d . . . H5 H 0.4108 0.4381 0.6602 0.066 Uiso 1 1 calc R . . C6 C 0.7075(6) 0.8875(4) 0.7184(5) 0.0875(15) Uani 1 1 d . . . H6 H 0.7449 0.9514 0.7890 0.105 Uiso 1 1 calc R . . C7 C 0.7693(5) 0.7873(5) 0.7087(5) 0.0856(13) Uani 1 1 d . . . H7 H 0.8576 0.7700 0.7740 0.103 Uiso 1 1 calc R . . C8 C 0.6867(5) 0.7173(5) 0.5934(5) 0.0836(13) Uani 1 1 d . . . H8 H 0.7080 0.6435 0.5655 0.100 Uiso 1 1 calc R . . C9 C 0.5693(5) 0.7675(4) 0.5234(4) 0.0724(11) Uani 1 1 d . . . H9 H 0.4965 0.7354 0.4380 0.087 Uiso 1 1 calc R . . C10 C 0.5708(6) 0.8754(5) 0.5962(6) 0.0972(17) Uani 1 1 d U . . H10 H 0.5005 0.9279 0.5724 0.117 Uiso 1 1 calc R . . C11 C 0.5692(4) 0.8392(3) 0.8975(3) 0.0511(7) Uani 1 1 d . . . H11 H 0.6377 0.8825 0.9793 0.061 Uiso 1 1 calc R . . C12 C 0.3257(3) 0.8696(3) 0.8420(3) 0.0488(7) Uani 1 1 d . . . C13 C 0.3043(4) 0.8417(3) 0.9540(4) 0.0534(8) Uani 1 1 d . . . C14 C 0.1909(4) 0.8861(3) 0.9669(4) 0.0642(10) Uani 1 1 d . . . H14 H 0.1718 0.8662 1.0388 0.077 Uiso 1 1 calc R . . C15 C 0.1062(4) 0.9585(4) 0.8760(5) 0.0718(11) Uani 1 1 d . . . H15 H 0.0326 0.9900 0.8885 0.086 Uiso 1 1 calc R . . C16 C 0.1284(4) 0.9848(4) 0.7683(4) 0.0722(11) Uani 1 1 d . . . H16 H 0.0698 1.0345 0.7073 0.087 Uiso 1 1 calc R . . C17 C 0.2371(4) 0.9391(3) 0.7464(4) 0.0576(8) Uani 1 1 d . . . C18 C 0.3958(5) 0.7659(4) 1.0575(4) 0.0704(10) Uani 1 1 d . . . H18A H 0.4864 0.8146 1.1168 0.106 Uiso 1 1 calc R . . H18B H 0.4126 0.6958 1.0129 0.106 Uiso 1 1 calc R . . H18C H 0.3473 0.7380 1.1096 0.106 Uiso 1 1 calc R . . C19 C 0.2605(5) 0.9690(4) 0.6278(4) 0.0787(12) Uani 1 1 d . . . H19A H 0.3517 1.0204 0.6585 0.118 Uiso 1 1 calc R . . H19B H 0.1843 1.0120 0.5695 0.118 Uiso 1 1 calc R . . H19C H 0.2607 0.8942 0.5784 0.118 Uiso 1 1 calc R . . C20 C 0.3217(3) 0.6532(3) 0.5612(3) 0.0464(7) Uani 1 1 d . . . C21 C 0.2017(3) 0.6311(3) 0.4704(3) 0.0490(7) Uani 1 1 d . . . C22 C -0.0498(4) 0.4665(4) 0.2456(4) 0.0731(11) Uani 1 1 d . . . H22A H 0.0175 0.4319 0.2206 0.110 Uiso 1 1 calc R . . H22B H -0.1391 0.4676 0.1657 0.110 Uiso 1 1 calc R . . H22C H -0.0673 0.4173 0.3076 0.110 Uiso 1 1 calc R . . C23 C 0.0489(4) 0.7231(4) 0.2056(4) 0.0713(11) Uani 1 1 d . . . H23A H 0.0991 0.8028 0.2519 0.107 Uiso 1 1 calc R . . H23B H -0.0442 0.7321 0.1345 0.107 Uiso 1 1 calc R . . H23C H 0.1039 0.6852 0.1671 0.107 Uiso 1 1 calc R . . C24 C -0.0991(4) 0.6852(4) 0.3865(4) 0.0753(11) Uani 1 1 d . . . H24A H -0.1193 0.6286 0.4412 0.113 Uiso 1 1 calc R . . H24B H -0.1876 0.6947 0.3092 0.113 Uiso 1 1 calc R . . H24C H -0.0555 0.7638 0.4394 0.113 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 Zr1 0.03726(18) 0.0465(2) 0.04219(19) 0.00118(12) 0.01742(13) 0.00231(12) Si1 0.0366(4) 0.0586(5) 0.0498(5) 0.0123(4) 0.0170(4) 0.0100(4) N1 0.0504(15) 0.0396(13) 0.0472(13) 0.0026(10) 0.0223(12) 0.0066(11) C1 0.0545(19) 0.0466(17) 0.0575(18) 0.0129(14) 0.0269(16) 0.0143(14) C2 0.060(2) 0.061(2) 0.0457(17) 0.0081(15) 0.0150(16) 0.0194(17) C3 0.0447(19) 0.079(3) 0.070(2) 0.0114(19) 0.0182(17) 0.0227(18) C4 0.070(2) 0.066(2) 0.066(2) 0.0070(17) 0.0360(19) 0.0296(19) C5 0.061(2) 0.0433(17) 0.0562(19) 0.0060(14) 0.0212(16) 0.0126(15) C6 0.112(4) 0.066(3) 0.102(3) -0.012(2) 0.075(3) -0.029(3) C7 0.061(2) 0.093(3) 0.107(4) 0.000(3) 0.046(3) -0.013(2) C8 0.079(3) 0.097(3) 0.095(3) 0.003(3) 0.060(3) 0.001(3) C9 0.080(3) 0.083(3) 0.065(2) 0.014(2) 0.044(2) 0.001(2) C10 0.111(4) 0.088(3) 0.151(4) 0.071(3) 0.099(4) 0.039(3) C11 0.0497(19) 0.0473(18) 0.0509(17) -0.0023(13) 0.0205(15) -0.0019(14) C12 0.0480(17) 0.0362(15) 0.0565(18) -0.0024(13) 0.0197(15) 0.0038(13) C13 0.059(2) 0.0387(16) 0.066(2) -0.0032(14) 0.0341(17) -0.0016(14) C14 0.063(2) 0.052(2) 0.084(3) -0.0093(18) 0.044(2) -0.0078(17) C15 0.049(2) 0.064(2) 0.102(3) -0.007(2) 0.037(2) 0.0013(18) C16 0.057(2) 0.069(2) 0.079(3) 0.002(2) 0.018(2) 0.0188(19) C17 0.054(2) 0.0473(18) 0.063(2) -0.0014(15) 0.0191(17) 0.0088(15) C18 0.099(3) 0.060(2) 0.069(2) 0.0137(18) 0.050(2) 0.021(2) C19 0.094(3) 0.076(3) 0.070(2) 0.022(2) 0.033(2) 0.040(2) C20 0.0469(17) 0.0491(17) 0.0452(16) 0.0052(13) 0.0220(14) 0.0082(13) C21 0.0456(18) 0.0538(18) 0.0486(17) 0.0061(14) 0.0220(15) 0.0074(14) C22 0.053(2) 0.072(3) 0.071(2) 0.0038(19) 0.0078(18) 0.0042(18) C23 0.064(2) 0.085(3) 0.064(2) 0.025(2) 0.026(2) 0.012(2) C24 0.059(2) 0.094(3) 0.088(3) 0.024(2) 0.041(2) 0.029(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 Zr1 C11 2.211(3) . ? Zr1 N1 2.275(2) . ? Zr1 C20 2.292(3) . ? Zr1 C10 2.498(4) . ? Zr1 C3 2.510(3) . ? Zr1 C6 2.512(4) . ? Zr1 C2 2.512(3) . ? Zr1 C7 2.514(4) . ? Zr1 C1 2.514(3) . ? Zr1 C4 2.526(4) . ? Zr1 C9 2.526(4) . ? Zr1 C8 2.528(4) . ? Si1 C21 1.824(3) . ? Si1 C22 1.857(4) . ? Si1 C24 1.863(4) . ? Si1 C23 1.873(4) . ? N1 C11 1.249(4) . ? N1 C12 1.436(4) . ? C1 C2 1.394(5) . ? C1 C5 1.409(5) . ? C1 H1 0.9400 . ? C2 C3 1.401(5) . ? C2 H2 0.9400 . ? C3 C4 1.397(5) . ? C3 H3 0.9400 . ? C4 C5 1.389(5) . ? C4 H4 0.9400 . ? C5 H5 0.9400 . ? C6 C7 1.362(7) . ? C6 C10 1.468(7) . ? C6 H6 0.9400 . ? C7 C8 1.334(7) . ? C7 H7 0.9400 . ? C8 C9 1.333(6) . ? C8 H8 0.9400 . ? C9 C10 1.401(7) . ? C9 H9 0.9400 . ? C10 H10 0.9400 . ? C11 H11 0.9400 . ? C12 C17 1.398(5) . ? C12 C13 1.407(5) . ? C13 C14 1.394(5) . ? C13 C18 1.500(5) . ? C14 C15 1.378(6) . ? C14 H14 0.9400 . ? C15 C16 1.361(6) . ? C15 H15 0.9400 . ? C16 C17 1.403(5) . ? C16 H16 0.9400 . ? C17 C19 1.495(6) . ? C18 H18A 0.9700 . ? C18 H18B 0.9700 . ? C18 H18C 0.9700 . ? C19 H19A 0.9700 . ? C19 H19B 0.9700 . ? C19 H19C 0.9700 . ? C20 C21 1.209(4) . ? C22 H22A 0.9700 . ? C22 H22B 0.9700 . ? C22 H22C 0.9700 . ? C23 H23A 0.9700 . ? C23 H23B 0.9700 . ? C23 H23C 0.9700 . ? C24 H24A 0.9700 . ? C24 H24B 0.9700 . ? C24 H24C 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C11 Zr1 N1 32.29(10) . . ? C11 Zr1 C20 115.75(12) . . ? N1 Zr1 C20 83.46(10) . . ? C11 Zr1 C10 92.56(17) . . ? N1 Zr1 C10 91.27(14) . . ? C20 Zr1 C10 86.43(17) . . ? C11 Zr1 C3 98.82(13) . . ? N1 Zr1 C3 121.35(11) . . ? C20 Zr1 C3 127.10(12) . . ? C10 Zr1 C3 132.69(15) . . ? C11 Zr1 C6 78.09(13) . . ? N1 Zr1 C6 94.69(13) . . ? C20 Zr1 C6 120.51(16) . . ? C10 Zr1 C6 34.08(17) . . ? C3 Zr1 C6 104.31(17) . . ? C11 Zr1 C2 75.40(12) . . ? N1 Zr1 C2 90.39(10) . . ? C20 Zr1 C2 119.65(12) . . ? C10 Zr1 C2 153.88(18) . . ? C3 Zr1 C2 32.40(12) . . ? C6 Zr1 C2 119.82(16) . . ? C11 Zr1 C7 100.27(15) . . ? N1 Zr1 C7 124.32(14) . . ? C20 Zr1 C7 127.53(14) . . ? C10 Zr1 C7 53.66(17) . . ? C3 Zr1 C7 79.10(16) . . ? C6 Zr1 C7 31.46(16) . . ? C2 Zr1 C7 105.02(16) . . ? C11 Zr1 C1 88.05(11) . . ? N1 Zr1 C1 85.78(10) . . ? C20 Zr1 C1 87.47(11) . . ? C10 Zr1 C1 173.49(15) . . ? C3 Zr1 C1 53.48(12) . . ? C6 Zr1 C1 151.94(16) . . ? C2 Zr1 C1 32.19(11) . . ? C7 Zr1 C1 132.58(15) . . ? C11 Zr1 C4 128.27(12) . . ? N1 Zr1 C4 138.91(11) . . ? C20 Zr1 C4 97.45(12) . . ? C10 Zr1 C4 129.83(15) . . ? C3 Zr1 C4 32.21(12) . . ? C6 Zr1 C4 118.75(16) . . ? C2 Zr1 C4 53.41(12) . . ? C7 Zr1 C4 87.47(16) . . ? C1 Zr1 C4 53.37(12) . . ? C11 Zr1 C9 124.75(14) . . ? N1 Zr1 C9 119.87(13) . . ? C20 Zr1 C9 76.48(13) . . ? C10 Zr1 C9 32.38(16) . . ? C3 Zr1 C9 115.84(14) . . ? C6 Zr1 C9 53.33(15) . . ? C2 Zr1 C9 148.24(14) . . ? C7 Zr1 C9 51.35(16) . . ? C1 Zr1 C9 147.11(13) . . ? C4 Zr1 C9 99.96(14) . . ? C11 Zr1 C8 129.18(14) . . ? N1 Zr1 C8 143.31(14) . . ? C20 Zr1 C8 99.63(14) . . ? C10 Zr1 C8 52.85(17) . . ? C3 Zr1 C8 85.94(16) . . ? C6 Zr1 C8 52.10(16) . . ? C2 Zr1 C8 118.08(15) . . ? C7 Zr1 C8 30.69(15) . . ? C1 Zr1 C8 130.72(15) . . ? C4 Zr1 C8 77.35(15) . . ? C9 Zr1 C8 30.59(15) . . ? C21 Si1 C22 111.79(16) . . ? C21 Si1 C24 109.58(17) . . ? C22 Si1 C24 108.7(2) . . ? C21 Si1 C23 106.73(16) . . ? C22 Si1 C23 109.8(2) . . ? C24 Si1 C23 110.2(2) . . ? C11 N1 C12 128.5(3) . . ? C11 N1 Zr1 71.01(19) . . ? C12 N1 Zr1 160.1(2) . . ? C2 C1 C5 107.8(3) . . ? C2 C1 Zr1 73.81(19) . . ? C5 C1 Zr1 74.30(19) . . ? C2 C1 H1 126.1 . . ? C5 C1 H1 126.1 . . ? Zr1 C1 H1 117.8 . . ? C1 C2 C3 108.0(3) . . ? C1 C2 Zr1 74.00(19) . . ? C3 C2 Zr1 73.7(2) . . ? C1 C2 H2 126.0 . . ? C3 C2 H2 126.0 . . ? Zr1 C2 H2 118.2 . . ? C4 C3 C2 108.0(3) . . ? C4 C3 Zr1 74.5(2) . . ? C2 C3 Zr1 73.88(19) . . ? C4 C3 H3 126.0 . . ? C2 C3 H3 126.0 . . ? Zr1 C3 H3 117.6 . . ? C5 C4 C3 108.2(3) . . ? C5 C4 Zr1 74.12(19) . . ? C3 C4 Zr1 73.3(2) . . ? C5 C4 H4 125.9 . . ? C3 C4 H4 125.9 . . ? Zr1 C4 H4 118.6 . . ? C4 C5 C1 108.0(3) . . ? C4 C5 Zr1 74.0(2) . . ? C1 C5 Zr1 73.25(18) . . ? C4 C5 H5 126.0 . . ? C1 C5 H5 126.0 . . ? Zr1 C5 H5 118.7 . . ? C7 C6 C10 106.0(4) . . ? C7 C6 Zr1 74.3(2) . . ? C10 C6 Zr1 72.5(2) . . ? C7 C6 H6 127.0 . . ? C10 C6 H6 127.0 . . ? Zr1 C6 H6 118.3 . . ? C8 C7 C6 110.3(5) . . ? C8 C7 Zr1 75.2(2) . . ? C6 C7 Zr1 74.2(2) . . ? C8 C7 H7 124.8 . . ? C6 C7 H7 124.8 . . ? Zr1 C7 H7 117.5 . . ? C9 C8 C7 109.9(5) . . ? C9 C8 Zr1 74.6(2) . . ? C7 C8 Zr1 74.1(3) . . ? C9 C8 H8 125.1 . . ? C7 C8 H8 125.1 . . ? Zr1 C8 H8 118.0 . . ? C8 C9 C10 109.8(5) . . ? C8 C9 Zr1 74.8(2) . . ? C10 C9 Zr1 72.7(2) . . ? C8 C9 H9 125.1 . . ? C10 C9 H9 125.1 . . ? Zr1 C9 H9 119.1 . . ? C9 C10 C6 104.0(4) . . ? C9 C10 Zr1 74.9(2) . . ? C6 C10 Zr1 73.5(2) . . ? C9 C10 H10 128.0 . . ? C6 C10 H10 128.0 . . ? Zr1 C10 H10 116.3 . . ? N1 C11 Zr1 76.71(19) . . ? N1 C11 H11 141.6 . . ? Zr1 C11 H11 141.6 . . ? C17 C12 C13 121.7(3) . . ? C17 C12 N1 118.3(3) . . ? C13 C12 N1 119.9(3) . . ? C14 C13 C12 117.6(3) . . ? C14 C13 C18 119.2(3) . . ? C12 C13 C18 123.2(3) . . ? C15 C14 C13 121.2(4) . . ? C15 C14 H14 119.4 . . ? C13 C14 H14 119.4 . . ? C16 C15 C14 120.5(4) . . ? C16 C15 H15 119.8 . . ? C14 C15 H15 119.8 . . ? C15 C16 C17 121.3(4) . . ? C15 C16 H16 119.4 . . ? C17 C16 H16 119.4 . . ? C12 C17 C16 117.7(4) . . ? C12 C17 C19 121.6(3) . . ? C16 C17 C19 120.7(4) . . ? C13 C18 H18A 109.5 . . ? C13 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C13 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? C17 C19 H19A 109.5 . . ? C17 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? C17 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? C21 C20 Zr1 176.2(3) . . ? C20 C21 Si1 170.2(3) . . ? Si1 C22 H22A 109.5 . . ? Si1 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? Si1 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? Si1 C23 H23A 109.5 . . ? Si1 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? Si1 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? Si1 C24 H24A 109.5 . . ? Si1 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? Si1 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 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 C20 Zr1 N1 C11 -179.1(2) . . . . ? C10 Zr1 N1 C11 -92.8(2) . . . . ? C3 Zr1 N1 C11 51.1(2) . . . . ? C6 Zr1 N1 C11 -58.8(2) . . . . ? C2 Zr1 N1 C11 61.1(2) . . . . ? C7 Zr1 N1 C11 -47.4(3) . . . . ? C1 Zr1 N1 C11 93.0(2) . . . . ? C4 Zr1 N1 C11 87.1(2) . . . . ? C9 Zr1 N1 C11 -108.8(2) . . . . ? C8 Zr1 N1 C11 -81.7(3) . . . . ? C11 Zr1 N1 C12 -169.7(7) . . . . ? C20 Zr1 N1 C12 11.3(6) . . . . ? C10 Zr1 N1 C12 97.5(6) . . . . ? C3 Zr1 N1 C12 -118.6(6) . . . . ? C6 Zr1 N1 C12 131.5(6) . . . . ? C2 Zr1 N1 C12 -108.5(6) . . . . ? C7 Zr1 N1 C12 142.9(6) . . . . ? C1 Zr1 N1 C12 -76.6(6) . . . . ? C4 Zr1 N1 C12 -82.6(6) . . . . ? C9 Zr1 N1 C12 81.6(6) . . . . ? C8 Zr1 N1 C12 108.6(6) . . . . ? C11 Zr1 C1 C2 -65.2(2) . . . . ? N1 Zr1 C1 C2 -97.5(2) . . . . ? C20 Zr1 C1 C2 178.9(2) . . . . ? C10 Zr1 C1 C2 -160.7(13) . . . . ? C3 Zr1 C1 C2 37.3(2) . . . . ? C6 Zr1 C1 C2 -5.4(4) . . . . ? C7 Zr1 C1 C2 37.0(3) . . . . ? C4 Zr1 C1 C2 77.7(2) . . . . ? C9 Zr1 C1 C2 118.9(3) . . . . ? C8 Zr1 C1 C2 78.4(3) . . . . ? C11 Zr1 C1 C5 -179.5(2) . . . . ? N1 Zr1 C1 C5 148.2(2) . . . . ? C20 Zr1 C1 C5 64.6(2) . . . . ? C10 Zr1 C1 C5 84.9(14) . . . . ? C3 Zr1 C1 C5 -77.1(2) . . . . ? C6 Zr1 C1 C5 -119.7(3) . . . . ? C2 Zr1 C1 C5 -114.3(3) . . . . ? C7 Zr1 C1 C5 -77.4(3) . . . . ? C4 Zr1 C1 C5 -36.6(2) . . . . ? C9 Zr1 C1 C5 4.5(3) . . . . ? C8 Zr1 C1 C5 -36.0(3) . . . . ? C5 C1 C2 C3 0.6(4) . . . . ? Zr1 C1 C2 C3 -66.4(3) . . . . ? C5 C1 C2 Zr1 67.1(2) . . . . ? C11 Zr1 C2 C1 110.3(2) . . . . ? N1 Zr1 C2 C1 81.4(2) . . . . ? C20 Zr1 C2 C1 -1.3(2) . . . . ? C10 Zr1 C2 C1 175.1(3) . . . . ? C3 Zr1 C2 C1 -114.7(3) . . . . ? C6 Zr1 C2 C1 177.1(2) . . . . ? C7 Zr1 C2 C1 -152.7(2) . . . . ? C4 Zr1 C2 C1 -77.6(2) . . . . ? C9 Zr1 C2 C1 -115.4(3) . . . . ? C8 Zr1 C2 C1 -122.7(2) . . . . ? C11 Zr1 C2 C3 -134.9(2) . . . . ? N1 Zr1 C2 C3 -163.8(2) . . . . ? C20 Zr1 C2 C3 113.5(2) . . . . ? C10 Zr1 C2 C3 -70.2(4) . . . . ? C6 Zr1 C2 C3 -68.2(3) . . . . ? C7 Zr1 C2 C3 -38.0(3) . . . . ? C1 Zr1 C2 C3 114.7(3) . . . . ? C4 Zr1 C2 C3 37.2(2) . . . . ? C9 Zr1 C2 C3 -0.7(4) . . . . ? C8 Zr1 C2 C3 -8.0(3) . . . . ? C1 C2 C3 C4 -0.7(4) . . . . ? Zr1 C2 C3 C4 -67.3(3) . . . . ? C1 C2 C3 Zr1 66.6(2) . . . . ? C11 Zr1 C3 C4 158.4(2) . . . . ? N1 Zr1 C3 C4 133.5(2) . . . . ? C20 Zr1 C3 C4 26.4(3) . . . . ? C10 Zr1 C3 C4 -99.8(3) . . . . ? C6 Zr1 C3 C4 -121.8(2) . . . . ? C2 Zr1 C3 C4 114.5(3) . . . . ? C7 Zr1 C3 C4 -102.8(3) . . . . ? C1 Zr1 C3 C4 77.5(2) . . . . ? C9 Zr1 C3 C4 -65.9(3) . . . . ? C8 Zr1 C3 C4 -72.6(3) . . . . ? C11 Zr1 C3 C2 43.9(2) . . . . ? N1 Zr1 C3 C2 19.0(3) . . . . ? C20 Zr1 C3 C2 -88.0(2) . . . . ? C10 Zr1 C3 C2 145.7(3) . . . . ? C6 Zr1 C3 C2 123.8(2) . . . . ? C7 Zr1 C3 C2 142.7(3) . . . . ? C1 Zr1 C3 C2 -37.0(2) . . . . ? C4 Zr1 C3 C2 -114.5(3) . . . . ? C9 Zr1 C3 C2 179.6(2) . . . . ? C8 Zr1 C3 C2 172.9(3) . . . . ? C2 C3 C4 C5 0.4(4) . . . . ? Zr1 C3 C4 C5 -66.4(3) . . . . ? C2 C3 C4 Zr1 66.9(3) . . . . ? C11 Zr1 C4 C5 87.5(2) . . . . ? N1 Zr1 C4 C5 44.7(3) . . . . ? C20 Zr1 C4 C5 -43.9(2) . . . . ? C10 Zr1 C4 C5 -135.5(3) . . . . ? C3 Zr1 C4 C5 115.1(3) . . . . ? C6 Zr1 C4 C5 -174.9(2) . . . . ? C2 Zr1 C4 C5 77.7(2) . . . . ? C7 Zr1 C4 C5 -171.4(2) . . . . ? C1 Zr1 C4 C5 37.3(2) . . . . ? C9 Zr1 C4 C5 -121.4(2) . . . . ? C8 Zr1 C4 C5 -142.2(2) . . . . ? C11 Zr1 C4 C3 -27.6(3) . . . . ? N1 Zr1 C4 C3 -70.4(3) . . . . ? C20 Zr1 C4 C3 -159.0(2) . . . . ? C10 Zr1 C4 C3 109.4(3) . . . . ? C6 Zr1 C4 C3 70.0(3) . . . . ? C2 Zr1 C4 C3 -37.4(2) . . . . ? C7 Zr1 C4 C3 73.5(3) . . . . ? C1 Zr1 C4 C3 -77.8(2) . . . . ? C9 Zr1 C4 C3 123.5(2) . . . . ? C8 Zr1 C4 C3 102.7(3) . . . . ? C3 C4 C5 C1 0.0(4) . . . . ? Zr1 C4 C5 C1 -65.9(2) . . . . ? C3 C4 C5 Zr1 65.9(3) . . . . ? C2 C1 C5 C4 -0.4(4) . . . . ? Zr1 C1 C5 C4 66.4(2) . . . . ? C2 C1 C5 Zr1 -66.8(2) . . . . ? C11 Zr1 C5 C4 -114.5(2) . . . . ? N1 Zr1 C5 C4 -149.8(2) . . . . ? C20 Zr1 C5 C4 134.5(2) . . . . ? C10 Zr1 C5 C4 76.8(3) . . . . ? C3 Zr1 C5 C4 -37.1(2) . . . . ? C6 Zr1 C5 C4 9.1(4) . . . . ? C2 Zr1 C5 C4 -77.8(2) . . . . ? C7 Zr1 C5 C4 9.8(3) . . . . ? C1 Zr1 C5 C4 -115.0(3) . . . . ? C9 Zr1 C5 C4 67.7(3) . . . . ? C8 Zr1 C5 C4 37.9(3) . . . . ? C11 Zr1 C5 C1 0.5(2) . . . . ? N1 Zr1 C5 C1 -34.9(2) . . . . ? C20 Zr1 C5 C1 -110.6(2) . . . . ? C10 Zr1 C5 C1 -168.2(3) . . . . ? C3 Zr1 C5 C1 77.9(2) . . . . ? C6 Zr1 C5 C1 124.1(3) . . . . ? C2 Zr1 C5 C1 37.2(2) . . . . ? C7 Zr1 C5 C1 124.8(2) . . . . ? C4 Zr1 C5 C1 115.0(3) . . . . ? C9 Zr1 C5 C1 -177.3(2) . . . . ? C8 Zr1 C5 C1 152.8(2) . . . . ? C11 Zr1 C6 C7 133.9(3) . . . . ? N1 Zr1 C6 C7 161.8(3) . . . . ? C20 Zr1 C6 C7 -113.1(3) . . . . ? C10 Zr1 C6 C7 -112.9(4) . . . . ? C3 Zr1 C6 C7 37.7(3) . . . . ? C2 Zr1 C6 C7 68.6(3) . . . . ? C1 Zr1 C6 C7 71.9(4) . . . . ? C4 Zr1 C6 C7 6.6(4) . . . . ? C9 Zr1 C6 C7 -74.0(3) . . . . ? C8 Zr1 C6 C7 -35.3(3) . . . . ? C11 Zr1 C6 C10 -113.2(3) . . . . ? N1 Zr1 C6 C10 -85.3(3) . . . . ? C20 Zr1 C6 C10 -0.1(3) . . . . ? C3 Zr1 C6 C10 150.6(3) . . . . ? C2 Zr1 C6 C10 -178.5(3) . . . . ? C7 Zr1 C6 C10 112.9(4) . . . . ? C1 Zr1 C6 C10 -175.2(3) . . . . ? C4 Zr1 C6 C10 119.5(3) . . . . ? C9 Zr1 C6 C10 38.9(3) . . . . ? C8 Zr1 C6 C10 77.6(3) . . . . ? C10 C6 C7 C8 1.2(5) . . . . ? Zr1 C6 C7 C8 67.2(3) . . . . ? C10 C6 C7 Zr1 -66.0(3) . . . . ? C11 Zr1 C7 C8 -162.3(3) . . . . ? N1 Zr1 C7 C8 -138.8(3) . . . . ? C20 Zr1 C7 C8 -28.2(4) . . . . ? C10 Zr1 C7 C8 -76.7(4) . . . . ? C3 Zr1 C7 C8 100.6(4) . . . . ? C6 Zr1 C7 C8 -116.6(5) . . . . ? C2 Zr1 C7 C8 120.2(3) . . . . ? C1 Zr1 C7 C8 100.8(4) . . . . ? C4 Zr1 C7 C8 69.2(3) . . . . ? C9 Zr1 C7 C8 -35.7(3) . . . . ? C11 Zr1 C7 C6 -45.7(3) . . . . ? N1 Zr1 C7 C6 -22.2(4) . . . . ? C20 Zr1 C7 C6 88.4(3) . . . . ? C10 Zr1 C7 C6 39.9(3) . . . . ? C3 Zr1 C7 C6 -142.8(3) . . . . ? C2 Zr1 C7 C6 -123.2(3) . . . . ? C1 Zr1 C7 C6 -142.6(3) . . . . ? C4 Zr1 C7 C6 -174.2(3) . . . . ? C9 Zr1 C7 C6 80.9(3) . . . . ? C8 Zr1 C7 C6 116.6(5) . . . . ? C6 C7 C8 C9 0.1(5) . . . . ? Zr1 C7 C8 C9 66.7(3) . . . . ? C6 C7 C8 Zr1 -66.6(3) . . . . ? C11 Zr1 C8 C9 -93.8(3) . . . . ? N1 Zr1 C8 C9 -50.8(4) . . . . ? C20 Zr1 C8 C9 41.2(3) . . . . ? C10 Zr1 C8 C9 -36.8(3) . . . . ? C3 Zr1 C8 C9 168.1(3) . . . . ? C6 Zr1 C8 C9 -80.2(3) . . . . ? C2 Zr1 C8 C9 172.4(3) . . . . ? C7 Zr1 C8 C9 -116.5(5) . . . . ? C1 Zr1 C8 C9 136.2(3) . . . . ? C4 Zr1 C8 C9 136.7(3) . . . . ? C11 Zr1 C8 C7 22.7(4) . . . . ? N1 Zr1 C8 C7 65.7(4) . . . . ? C20 Zr1 C8 C7 157.6(3) . . . . ? C10 Zr1 C8 C7 79.6(4) . . . . ? C3 Zr1 C8 C7 -75.4(3) . . . . ? C6 Zr1 C8 C7 36.3(3) . . . . ? C2 Zr1 C8 C7 -71.1(4) . . . . ? C1 Zr1 C8 C7 -107.4(3) . . . . ? C4 Zr1 C8 C7 -106.8(4) . . . . ? C9 Zr1 C8 C7 116.5(5) . . . . ? C7 C8 C9 C10 -1.4(5) . . . . ? Zr1 C8 C9 C10 64.9(3) . . . . ? C7 C8 C9 Zr1 -66.3(3) . . . . ? C11 Zr1 C9 C8 109.7(3) . . . . ? N1 Zr1 C9 C8 147.7(3) . . . . ? C20 Zr1 C9 C8 -138.1(3) . . . . ? C10 Zr1 C9 C8 116.8(4) . . . . ? C3 Zr1 C9 C8 -13.2(3) . . . . ? C6 Zr1 C9 C8 75.8(3) . . . . ? C2 Zr1 C9 C8 -12.8(4) . . . . ? C7 Zr1 C9 C8 35.8(3) . . . . ? C1 Zr1 C9 C8 -75.2(4) . . . . ? C4 Zr1 C9 C8 -42.8(3) . . . . ? C11 Zr1 C9 C10 -7.1(4) . . . . ? N1 Zr1 C9 C10 30.9(3) . . . . ? C20 Zr1 C9 C10 105.0(3) . . . . ? C3 Zr1 C9 C10 -130.0(3) . . . . ? C6 Zr1 C9 C10 -41.1(3) . . . . ? C2 Zr1 C9 C10 -129.6(4) . . . . ? C7 Zr1 C9 C10 -81.0(3) . . . . ? C1 Zr1 C9 C10 167.9(3) . . . . ? C4 Zr1 C9 C10 -159.6(3) . . . . ? C8 Zr1 C9 C10 -116.8(4) . . . . ? C8 C9 C10 C6 2.1(4) . . . . ? Zr1 C9 C10 C6 68.2(3) . . . . ? C8 C9 C10 Zr1 -66.2(3) . . . . ? C7 C6 C10 C9 -1.9(4) . . . . ? Zr1 C6 C10 C9 -69.3(3) . . . . ? C7 C6 C10 Zr1 67.3(3) . . . . ? C11 Zr1 C10 C9 174.2(3) . . . . ? N1 Zr1 C10 C9 -153.6(3) . . . . ? C20 Zr1 C10 C9 -70.2(3) . . . . ? C3 Zr1 C10 C9 69.7(4) . . . . ? C6 Zr1 C10 C9 109.9(4) . . . . ? C2 Zr1 C10 C9 113.0(4) . . . . ? C7 Zr1 C10 C9 73.3(3) . . . . ? C1 Zr1 C10 C9 -90.6(13) . . . . ? C4 Zr1 C10 C9 26.5(4) . . . . ? C8 Zr1 C10 C9 34.7(3) . . . . ? C11 Zr1 C10 C6 64.2(3) . . . . ? N1 Zr1 C10 C6 96.5(3) . . . . ? C20 Zr1 C10 C6 179.9(3) . . . . ? C3 Zr1 C10 C6 -40.3(4) . . . . ? C2 Zr1 C10 C6 3.0(5) . . . . ? C7 Zr1 C10 C6 -36.6(3) . . . . ? C1 Zr1 C10 C6 159.5(12) . . . . ? C4 Zr1 C10 C6 -83.4(4) . . . . ? C9 Zr1 C10 C6 -109.9(4) . . . . ? C8 Zr1 C10 C6 -75.2(3) . . . . ? C12 N1 C11 Zr1 175.5(3) . . . . ? C20 Zr1 C11 N1 1.0(2) . . . . ? C10 Zr1 C11 N1 88.3(2) . . . . ? C3 Zr1 C11 N1 -137.8(2) . . . . ? C6 Zr1 C11 N1 119.4(2) . . . . ? C2 Zr1 C11 N1 -115.2(2) . . . . ? C7 Zr1 C11 N1 141.8(2) . . . . ? C1 Zr1 C11 N1 -85.19(19) . . . . ? C4 Zr1 C11 N1 -123.3(2) . . . . ? C9 Zr1 C11 N1 92.1(2) . . . . ? C8 Zr1 C11 N1 130.3(2) . . . . ? C11 N1 C12 C17 122.8(4) . . . . ? Zr1 N1 C12 C17 -69.7(7) . . . . ? C11 N1 C12 C13 -59.2(5) . . . . ? Zr1 N1 C12 C13 108.2(6) . . . . ? C17 C12 C13 C14 0.0(5) . . . . ? N1 C12 C13 C14 -177.9(3) . . . . ? C17 C12 C13 C18 179.0(3) . . . . ? N1 C12 C13 C18 1.2(5) . . . . ? C12 C13 C14 C15 -2.4(5) . . . . ? C18 C13 C14 C15 178.4(3) . . . . ? C13 C14 C15 C16 2.4(6) . . . . ? C14 C15 C16 C17 0.1(6) . . . . ? C13 C12 C17 C16 2.4(5) . . . . ? N1 C12 C17 C16 -179.7(3) . . . . ? C13 C12 C17 C19 179.8(3) . . . . ? N1 C12 C17 C19 -2.4(5) . . . . ? C15 C16 C17 C12 -2.5(6) . . . . ? C15 C16 C17 C19 -179.8(4) . . . . ? C11 Zr1 C20 C21 62(4) . . . . ? N1 Zr1 C20 C21 62(4) . . . . ? C10 Zr1 C20 C21 -30(4) . . . . ? C3 Zr1 C20 C21 -173(4) . . . . ? C6 Zr1 C20 C21 -30(4) . . . . ? C2 Zr1 C20 C21 149(4) . . . . ? C7 Zr1 C20 C21 -67(4) . . . . ? C1 Zr1 C20 C21 148(4) . . . . ? C4 Zr1 C20 C21 -159(4) . . . . ? C9 Zr1 C20 C21 -61(4) . . . . ? C8 Zr1 C20 C21 -81(4) . . . . ? Zr1 C20 C21 Si1 9(5) . . . . ? C22 Si1 C21 C20 154.9(17) . . . . ? C24 Si1 C21 C20 -84.5(17) . . . . ? C23 Si1 C21 C20 34.8(17) . . . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.638 _refine_diff_density_min -0.446 _refine_diff_density_rms 0.057