Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2007 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Anjana Devi' _publ_contact_author_address ; Inorganic Chemistry II Inorganic Materials Chemistry Ruhr-University Bochum Universitatsstr. 150 Bochum 44780 GERMANY ; _publ_contact_author_email ANJANA.DEVI@RUB.DE _publ_section_title ; Synthesis and characterisation of zirconium-amido guanidinato complex: A potential precursor for ZrO2 thin films ; loop_ _publ_author_name A.Devi D.Barreca R.Bhakta P.Ehrhart R.Fischer M.Hellwig ; A.Milanov ; R.Thomas E.Tondello M.Winter data_neucvd66 _database_code_depnum_ccdc_archive 'CCDC 279876' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C26 H60 N8 Zr' _chemical_formula_weight 576.04 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' 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 Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 10.8201(18) _cell_length_b 17.638(2) _cell_length_c 33.626(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6417.3(16) _cell_formula_units_Z 8 _cell_measurement_temperature 105(2) _cell_measurement_reflns_used 1807 _cell_measurement_theta_min 2.61 _cell_measurement_theta_max 27.49 _exptl_crystal_description prism _exptl_crystal_colour colourless _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.192 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2496 _exptl_absorpt_coefficient_mu 0.369 _exptl_absorpt_correction_type numerical _exptl_absorpt_correction_T_min 0.947 _exptl_absorpt_correction_T_max 0.960 _exptl_absorpt_process_details 'Gaussian face-indexed' _exptl_special_details ; ? ; _diffrn_ambient_temperature 105(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'Enhance (mo)x-ray source' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Sapphire2-CCD, Oxford Diffraction' _diffrn_measurement_method '644 images at 1.0 deg. in \w and 40 sec.' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45330 _diffrn_reflns_av_R_equivalents 0.1303 _diffrn_reflns_av_sigmaI/netI 0.1427 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -39 _diffrn_reflns_limit_l_max 39 _diffrn_reflns_theta_min 3.07 _diffrn_reflns_theta_max 25.00 _reflns_number_total 5629 _reflns_number_gt 2878 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'CrysAlis CCD 1.171.13, Oxford Diffraction' _computing_cell_refinement 'CrysAlis RED 1.171.13, Oxford Diffraction' _computing_data_reduction 'CrysAlis RED 1.171.13, Oxford Diffraction' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXL-97 _computing_publication_material SHELXL-97 _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^)+(0.0360P)^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 none _refine_ls_extinction_coef ? _refine_ls_number_reflns 5629 _refine_ls_number_parameters 332 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1809 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1353 _refine_ls_wR_factor_gt 0.0967 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.020 _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 0.00244(7) 0.31058(3) 0.122853(16) 0.02223(17) Uani 1 1 d . . . N11 N 0.1907(5) 0.3761(3) 0.11944(16) 0.0252(13) Uani 1 1 d . . . C111 C 0.2683(7) 0.4282(4) 0.14116(19) 0.0351(19) Uani 1 1 d . . . H11G H 0.3098 0.4617 0.1212 0.042 Uiso 1 1 calc R . . C112 C 0.3699(7) 0.3892(4) 0.1653(2) 0.040(2) Uani 1 1 d . . . H11A H 0.3323 0.3592 0.1867 0.060 Uiso 1 1 calc R . . H11B H 0.4245 0.4277 0.1769 0.060 Uiso 1 1 calc R . . H11C H 0.4180 0.3559 0.1479 0.060 Uiso 1 1 calc R . . C113 C 0.1927(7) 0.4796(4) 0.1691(2) 0.039(2) Uani 1 1 d . . . H11D H 0.1271 0.5048 0.1540 0.058 Uiso 1 1 calc R . . H11E H 0.2471 0.5179 0.1809 0.058 Uiso 1 1 calc R . . H11F H 0.1557 0.4488 0.1903 0.058 Uiso 1 1 calc R . . C12 C 0.1883(6) 0.3764(4) 0.0802(2) 0.0302(17) Uani 1 1 d . . . N12 N 0.2828(6) 0.4062(4) 0.05691(17) 0.0468(18) Uani 1 1 d . . . C121 C 0.4128(7) 0.3850(5) 0.0631(3) 0.069(3) Uani 1 1 d . . . H12A H 0.4540 0.4241 0.0789 0.103 Uiso 1 1 calc R . . H12B H 0.4541 0.3803 0.0373 0.103 Uiso 1 1 calc R . . H12C H 0.4168 0.3363 0.0771 0.103 Uiso 1 1 calc R . . C122 C 0.2589(8) 0.4575(5) 0.0246(2) 0.060(3) Uani 1 1 d . . . H12D H 0.1686 0.4650 0.0219 0.073 Uiso 1 1 calc R . . H12E H 0.2899 0.4351 -0.0005 0.073 Uiso 1 1 calc R . . C123 C 0.3190(11) 0.5316(5) 0.0311(3) 0.100(4) Uani 1 1 d . . . H12G H 0.2750 0.5592 0.0521 0.151 Uiso 1 1 calc R . . H12H H 0.3167 0.5611 0.0064 0.151 Uiso 1 1 calc R . . H12F H 0.4051 0.5237 0.0392 0.151 Uiso 1 1 calc R . . N13 N 0.0889(5) 0.3434(3) 0.06432(15) 0.0229(13) Uani 1 1 d . . . C131 C 0.0889(6) 0.3143(4) 0.02318(18) 0.0303(17) Uani 1 1 d . . . H13G H 0.1480 0.3459 0.0074 0.036 Uiso 1 1 calc R . . C132 C 0.1339(7) 0.2331(4) 0.0215(2) 0.051(2) Uani 1 1 d . . . H13A H 0.2187 0.2305 0.0317 0.077 Uiso 1 1 calc R . . H13B H 0.1322 0.2152 -0.0060 0.077 Uiso 1 1 calc R . . H13C H 0.0800 0.2011 0.0379 0.077 Uiso 1 1 calc R . . C133 C -0.0377(6) 0.3238(4) 0.0050(2) 0.041(2) Uani 1 1 d . . . H13D H -0.0981 0.2946 0.0204 0.061 Uiso 1 1 calc R . . H13E H -0.0365 0.3055 -0.0225 0.061 Uiso 1 1 calc R . . H13F H -0.0606 0.3776 0.0054 0.061 Uiso 1 1 calc R . . N21 N -0.0431(4) 0.3574(3) 0.18267(15) 0.0194(13) Uani 1 1 d . . . C211 C -0.0643(7) 0.3260(4) 0.22247(19) 0.0290(18) Uani 1 1 d . . . H21G H -0.1090 0.3647 0.2388 0.035 Uiso 1 1 calc R . . C212 C 0.0585(7) 0.3094(4) 0.2421(2) 0.043(2) Uani 1 1 d . . . H21A H 0.1023 0.2704 0.2268 0.064 Uiso 1 1 calc R . . H21B H 0.0444 0.2913 0.2692 0.064 Uiso 1 1 calc R . . H21C H 0.1083 0.3558 0.2428 0.064 Uiso 1 1 calc R . . C213 C -0.1426(7) 0.2549(4) 0.2204(2) 0.045(2) Uani 1 1 d . . . H21D H -0.2226 0.2670 0.2083 0.067 Uiso 1 1 calc R . . H21E H -0.1558 0.2352 0.2473 0.067 Uiso 1 1 calc R . . H21F H -0.1001 0.2166 0.2043 0.067 Uiso 1 1 calc R . . C22 C -0.1062(6) 0.4194(4) 0.1697(2) 0.0242(16) Uani 1 1 d . . . N22 N -0.1589(5) 0.4719(3) 0.19495(17) 0.0288(14) Uani 1 1 d . . . C221 C -0.2861(7) 0.4970(4) 0.1903(2) 0.049(2) Uani 1 1 d . . . H22A H -0.3273 0.4656 0.1702 0.073 Uiso 1 1 calc R . . H22B H -0.2871 0.5501 0.1818 0.073 Uiso 1 1 calc R . . H22C H -0.3296 0.4921 0.2157 0.073 Uiso 1 1 calc R . . C222 C -0.0933(7) 0.5019(4) 0.2292(2) 0.0390(19) Uani 1 1 d . . . H22D H -0.0134 0.4751 0.2320 0.047 Uiso 1 1 calc R . . H22E H -0.1424 0.4920 0.2535 0.047 Uiso 1 1 calc R . . C223 C -0.0696(8) 0.5860(4) 0.2258(2) 0.057(2) Uani 1 1 d . . . H22F H -0.0253 0.5964 0.2009 0.085 Uiso 1 1 calc R . . H22G H -0.0196 0.6029 0.2484 0.085 Uiso 1 1 calc R . . H22H H -0.1486 0.6132 0.2257 0.085 Uiso 1 1 calc R . . N23 N -0.1082(5) 0.4230(3) 0.13029(15) 0.0224(13) Uani 1 1 d . . . C231 C -0.1485(6) 0.4903(3) 0.10821(19) 0.0264(17) Uani 1 1 d . . . H23G H -0.1670 0.5319 0.1275 0.032 Uiso 1 1 calc R . . C232 C -0.0481(7) 0.5165(4) 0.0801(2) 0.039(2) Uani 1 1 d . . . H23A H 0.0269 0.5280 0.0953 0.059 Uiso 1 1 calc R . . H23B H -0.0757 0.5622 0.0661 0.059 Uiso 1 1 calc R . . H23C H -0.0305 0.4764 0.0608 0.059 Uiso 1 1 calc R . . C233 C -0.2651(7) 0.4723(4) 0.0846(2) 0.043(2) Uani 1 1 d . . . H23D H -0.2470 0.4328 0.0650 0.064 Uiso 1 1 calc R . . H23E H -0.2936 0.5181 0.0709 0.064 Uiso 1 1 calc R . . H23F H -0.3297 0.4544 0.1028 0.064 Uiso 1 1 calc R . . N31 N -0.1549(5) 0.2532(3) 0.10280(16) 0.0275(14) Uani 1 1 d . . . C31 C -0.3627(7) 0.2211(4) 0.1314(3) 0.063(3) Uani 1 1 d . . . H31A H -0.3790 0.1787 0.1133 0.095 Uiso 1 1 calc R . . H31B H -0.4410 0.2451 0.1389 0.095 Uiso 1 1 calc R . . H31C H -0.3212 0.2021 0.1554 0.095 Uiso 1 1 calc R . . C32 C -0.2811(6) 0.2782(4) 0.1111(2) 0.045(2) Uani 1 1 d . . . H32A H -0.3204 0.2927 0.0856 0.054 Uiso 1 1 calc R . . H32B H -0.2771 0.3242 0.1278 0.054 Uiso 1 1 calc R . . C33 C -0.1569(7) 0.1859(4) 0.0772(2) 0.051(2) Uani 1 1 d . . . H33A H -0.2017 0.1449 0.0906 0.077 Uiso 1 1 calc R . . H33B H -0.0720 0.1696 0.0717 0.077 Uiso 1 1 calc R . . H33C H -0.1984 0.1982 0.0521 0.077 Uiso 1 1 calc R . . N41 N 0.0866(5) 0.2091(3) 0.14005(17) 0.0333(15) Uani 1 1 d . . . C41 C 0.2156(10) 0.2023(5) 0.1523(3) 0.087(4) Uani 1 1 d . . . H41A H 0.2487 0.2535 0.1580 0.105 Uiso 1 1 calc R . . H41B H 0.2199 0.1723 0.1771 0.105 Uiso 1 1 calc R . . C42 C 0.2881(9) 0.1685(6) 0.1240(3) 0.092(4) Uani 1 1 d . . . H42A H 0.2520 0.1195 0.1166 0.138 Uiso 1 1 calc R . . H42B H 0.3713 0.1605 0.1347 0.138 Uiso 1 1 calc R . . H42C H 0.2928 0.2012 0.1005 0.138 Uiso 1 1 calc R . . C43 C 0.0293(6) 0.1359(4) 0.1474(2) 0.044(2) Uani 1 1 d . . . H43A H 0.0583 0.0993 0.1276 0.065 Uiso 1 1 calc R . . H43B H -0.0607 0.1409 0.1455 0.065 Uiso 1 1 calc R . . H43C H 0.0517 0.1182 0.1741 0.065 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zr1 0.0225(3) 0.0230(3) 0.0212(3) 0.0014(3) 0.0026(4) 0.0033(4) N11 0.027(3) 0.035(3) 0.013(3) -0.002(3) -0.008(3) -0.008(3) C111 0.039(5) 0.045(5) 0.021(4) 0.009(4) 0.003(4) -0.004(4) C112 0.039(5) 0.049(5) 0.032(5) -0.007(4) -0.011(4) -0.008(4) C113 0.038(5) 0.040(5) 0.039(5) -0.003(4) -0.019(4) -0.009(4) C12 0.023(4) 0.044(5) 0.023(4) 0.004(4) -0.001(3) -0.006(3) N12 0.036(4) 0.084(5) 0.021(4) 0.009(4) -0.003(3) -0.022(4) C121 0.035(5) 0.121(8) 0.050(6) -0.008(6) -0.004(5) -0.006(5) C122 0.070(6) 0.072(7) 0.039(5) 0.004(5) -0.003(5) -0.044(5) C123 0.173(13) 0.062(7) 0.066(8) 0.011(6) -0.023(8) -0.025(8) N13 0.015(3) 0.037(3) 0.016(3) 0.000(3) 0.000(3) -0.005(2) C131 0.022(4) 0.052(5) 0.017(4) -0.004(4) 0.002(3) -0.011(4) C132 0.041(5) 0.077(6) 0.036(5) -0.018(5) -0.001(4) 0.020(5) C133 0.038(5) 0.058(5) 0.026(4) -0.006(4) -0.005(3) -0.007(4) N21 0.020(3) 0.017(3) 0.021(3) 0.006(2) 0.002(2) 0.003(2) C211 0.039(4) 0.026(4) 0.021(4) 0.006(3) 0.007(4) 0.007(3) C212 0.046(5) 0.052(5) 0.030(5) 0.016(4) -0.004(4) 0.014(4) C213 0.043(5) 0.055(5) 0.037(5) 0.014(4) 0.022(4) 0.000(4) C22 0.020(4) 0.021(4) 0.032(4) -0.002(3) 0.001(3) -0.003(3) N22 0.035(4) 0.027(3) 0.024(4) -0.002(3) -0.005(3) 0.012(3) C221 0.053(5) 0.047(5) 0.047(5) -0.012(4) -0.004(5) 0.021(4) C222 0.053(5) 0.036(5) 0.028(4) -0.005(4) 0.000(4) 0.012(4) C223 0.078(7) 0.047(5) 0.045(6) -0.012(4) -0.011(5) 0.006(5) N23 0.029(3) 0.020(3) 0.019(3) 0.003(3) -0.004(3) 0.001(2) C231 0.037(4) 0.014(3) 0.028(4) 0.001(3) -0.013(3) -0.001(3) C232 0.057(5) 0.032(4) 0.029(4) 0.014(4) -0.007(4) -0.001(4) C233 0.060(6) 0.019(4) 0.050(5) 0.002(4) -0.026(4) 0.004(4) N31 0.031(4) 0.019(3) 0.033(4) -0.003(3) 0.005(3) -0.001(2) C31 0.033(5) 0.047(5) 0.110(8) -0.009(5) 0.017(5) -0.002(4) C32 0.033(4) 0.024(4) 0.078(7) -0.013(4) -0.002(4) -0.004(3) C33 0.053(5) 0.041(5) 0.059(5) -0.016(5) 0.018(4) -0.025(5) N41 0.025(3) 0.033(4) 0.042(4) 0.001(3) -0.004(3) 0.010(3) C41 0.091(9) 0.032(6) 0.140(11) -0.027(6) 0.026(8) 0.002(5) C42 0.074(7) 0.101(9) 0.100(9) 0.033(8) -0.014(7) -0.023(6) C43 0.034(5) 0.038(4) 0.059(5) 0.014(4) 0.011(4) 0.011(3) _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 N41 2.090(5) . ? Zr1 N31 2.092(6) . ? Zr1 N21 2.229(5) . ? Zr1 N13 2.255(5) . ? Zr1 N23 2.329(5) . ? Zr1 N11 2.345(5) . ? Zr1 C12 2.730(7) . ? Zr1 C22 2.747(7) . ? N11 C12 1.321(8) . ? N11 C111 1.443(8) . ? C111 C112 1.530(9) . ? C111 C113 1.542(9) . ? C111 H11G 1.0000 . ? C112 H11A 0.9800 . ? C112 H11B 0.9800 . ? C112 H11C 0.9800 . ? C113 H11D 0.9800 . ? C113 H11E 0.9800 . ? C113 H11F 0.9800 . ? C12 N13 1.334(8) . ? C12 N12 1.391(8) . ? N12 C122 1.438(9) . ? N12 C121 1.470(9) . ? C121 H12A 0.9800 . ? C121 H12B 0.9800 . ? C121 H12C 0.9800 . ? C122 C123 1.476(10) . ? C122 H12D 0.9900 . ? C122 H12E 0.9900 . ? C123 H12G 0.9800 . ? C123 H12H 0.9800 . ? C123 H12F 0.9800 . ? N13 C131 1.476(8) . ? C131 C133 1.510(8) . ? C131 C132 1.512(9) . ? C131 H13G 1.0000 . ? C132 H13A 0.9800 . ? C132 H13B 0.9800 . ? C132 H13C 0.9800 . ? C133 H13D 0.9800 . ? C133 H13E 0.9800 . ? C133 H13F 0.9800 . ? N21 C22 1.361(7) . ? N21 C211 1.466(8) . ? C211 C212 1.511(9) . ? C211 C213 1.516(9) . ? C211 H21G 1.0000 . ? C212 H21A 0.9800 . ? C212 H21B 0.9800 . ? C212 H21C 0.9800 . ? C213 H21D 0.9800 . ? C213 H21E 0.9800 . ? C213 H21F 0.9800 . ? C22 N23 1.327(8) . ? C22 N22 1.380(8) . ? N22 C222 1.454(8) . ? N22 C221 1.454(8) . ? C221 H22A 0.9800 . ? C221 H22B 0.9800 . ? C221 H22C 0.9800 . ? C222 C223 1.511(9) . ? C222 H22D 0.9900 . ? C222 H22E 0.9900 . ? C223 H22F 0.9800 . ? C223 H22G 0.9800 . ? C223 H22H 0.9800 . ? N23 C231 1.467(7) . ? C231 C232 1.512(9) . ? C231 C233 1.524(9) . ? C231 H23G 1.0000 . ? C232 H23A 0.9800 . ? C232 H23B 0.9800 . ? C232 H23C 0.9800 . ? C233 H23D 0.9800 . ? C233 H23E 0.9800 . ? C233 H23F 0.9800 . ? N31 C32 1.462(8) . ? N31 C33 1.466(8) . ? C31 C32 1.505(10) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9900 . ? C32 H32B 0.9900 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? N41 C43 1.453(8) . ? N41 C41 1.461(11) . ? C41 C42 1.369(12) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C43 H43C 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 N41 Zr1 N31 91.7(2) . . ? N41 Zr1 N21 99.4(2) . . ? N31 Zr1 N21 106.87(19) . . ? N41 Zr1 N13 106.3(2) . . ? N31 Zr1 N13 100.4(2) . . ? N21 Zr1 N13 141.66(18) . . ? N41 Zr1 N23 157.4(2) . . ? N31 Zr1 N23 91.64(19) . . ? N21 Zr1 N23 58.29(17) . . ? N13 Zr1 N23 95.09(18) . . ? N41 Zr1 N11 93.3(2) . . ? N31 Zr1 N11 158.4(2) . . ? N21 Zr1 N11 93.08(18) . . ? N13 Zr1 N11 58.02(18) . . ? N23 Zr1 N11 91.85(18) . . ? N41 Zr1 C12 100.9(2) . . ? N31 Zr1 C12 129.5(2) . . ? N21 Zr1 C12 118.68(19) . . ? N13 Zr1 C12 29.09(18) . . ? N23 Zr1 C12 94.19(19) . . ? N11 Zr1 C12 28.93(18) . . ? N41 Zr1 C22 128.8(2) . . ? N31 Zr1 C22 100.07(19) . . ? N21 Zr1 C22 29.46(17) . . ? N13 Zr1 C22 119.94(19) . . ? N23 Zr1 C22 28.83(17) . . ? N11 Zr1 C22 93.19(18) . . ? C12 Zr1 C22 108.7(2) . . ? C12 N11 C111 121.0(6) . . ? C12 N11 Zr1 91.9(4) . . ? C111 N11 Zr1 142.6(4) . . ? N11 C111 C112 113.6(6) . . ? N11 C111 C113 112.0(6) . . ? C112 C111 C113 108.7(6) . . ? N11 C111 H11G 107.4 . . ? C112 C111 H11G 107.4 . . ? C113 C111 H11G 107.4 . . ? C111 C112 H11A 109.5 . . ? C111 C112 H11B 109.5 . . ? H11A C112 H11B 109.5 . . ? C111 C112 H11C 109.5 . . ? H11A C112 H11C 109.5 . . ? H11B C112 H11C 109.5 . . ? C111 C113 H11D 109.5 . . ? C111 C113 H11E 109.5 . . ? H11D C113 H11E 109.5 . . ? C111 C113 H11F 109.5 . . ? H11D C113 H11F 109.5 . . ? H11E C113 H11F 109.5 . . ? N11 C12 N13 114.5(6) . . ? N11 C12 N12 123.3(6) . . ? N13 C12 N12 122.2(6) . . ? N11 C12 Zr1 59.2(3) . . ? N13 C12 Zr1 55.3(3) . . ? N12 C12 Zr1 176.6(5) . . ? C12 N12 C122 122.0(7) . . ? C12 N12 C121 121.9(6) . . ? C122 N12 C121 116.1(7) . . ? N12 C121 H12A 109.5 . . ? N12 C121 H12B 109.5 . . ? H12A C121 H12B 109.5 . . ? N12 C121 H12C 109.5 . . ? H12A C121 H12C 109.5 . . ? H12B C121 H12C 109.5 . . ? N12 C122 C123 111.5(7) . . ? N12 C122 H12D 109.3 . . ? C123 C122 H12D 109.3 . . ? N12 C122 H12E 109.3 . . ? C123 C122 H12E 109.3 . . ? H12D C122 H12E 108.0 . . ? C122 C123 H12G 109.5 . . ? C122 C123 H12H 109.5 . . ? H12G C123 H12H 109.5 . . ? C122 C123 H12F 109.5 . . ? H12G C123 H12F 109.5 . . ? H12H C123 H12F 109.5 . . ? C12 N13 C131 121.8(5) . . ? C12 N13 Zr1 95.6(4) . . ? C131 N13 Zr1 136.8(4) . . ? N13 C131 C133 109.9(5) . . ? N13 C131 C132 111.3(6) . . ? C133 C131 C132 112.6(6) . . ? N13 C131 H13G 107.6 . . ? C133 C131 H13G 107.6 . . ? C132 C131 H13G 107.6 . . ? C131 C132 H13A 109.5 . . ? C131 C132 H13B 109.5 . . ? H13A C132 H13B 109.5 . . ? C131 C132 H13C 109.5 . . ? H13A C132 H13C 109.5 . . ? H13B C132 H13C 109.5 . . ? C131 C133 H13D 109.5 . . ? C131 C133 H13E 109.5 . . ? H13D C133 H13E 109.5 . . ? C131 C133 H13F 109.5 . . ? H13D C133 H13F 109.5 . . ? H13E C133 H13F 109.5 . . ? C22 N21 C211 121.2(5) . . ? C22 N21 Zr1 96.8(4) . . ? C211 N21 Zr1 135.9(4) . . ? N21 C211 C212 109.5(5) . . ? N21 C211 C213 111.0(5) . . ? C212 C211 C213 110.6(6) . . ? N21 C211 H21G 108.6 . . ? C212 C211 H21G 108.6 . . ? C213 C211 H21G 108.6 . . ? C211 C212 H21A 109.5 . . ? C211 C212 H21B 109.5 . . ? H21A C212 H21B 109.5 . . ? C211 C212 H21C 109.5 . . ? H21A C212 H21C 109.5 . . ? H21B C212 H21C 109.5 . . ? C211 C213 H21D 109.5 . . ? C211 C213 H21E 109.5 . . ? H21D C213 H21E 109.5 . . ? C211 C213 H21F 109.5 . . ? H21D C213 H21F 109.5 . . ? H21E C213 H21F 109.5 . . ? N23 C22 N21 111.5(6) . . ? N23 C22 N22 125.2(6) . . ? N21 C22 N22 123.3(6) . . ? N23 C22 Zr1 57.8(3) . . ? N21 C22 Zr1 53.7(3) . . ? N22 C22 Zr1 177.0(5) . . ? C22 N22 C222 122.0(6) . . ? C22 N22 C221 121.9(6) . . ? C222 N22 C221 115.9(5) . . ? N22 C221 H22A 109.5 . . ? N22 C221 H22B 109.5 . . ? H22A C221 H22B 109.5 . . ? N22 C221 H22C 109.5 . . ? H22A C221 H22C 109.5 . . ? H22B C221 H22C 109.5 . . ? N22 C222 C223 112.3(6) . . ? N22 C222 H22D 109.2 . . ? C223 C222 H22D 109.2 . . ? N22 C222 H22E 109.2 . . ? C223 C222 H22E 109.2 . . ? H22D C222 H22E 107.9 . . ? C222 C223 H22F 109.5 . . ? C222 C223 H22G 109.5 . . ? H22F C223 H22G 109.5 . . ? C222 C223 H22H 109.5 . . ? H22F C223 H22H 109.5 . . ? H22G C223 H22H 109.5 . . ? C22 N23 C231 123.3(5) . . ? C22 N23 Zr1 93.3(4) . . ? C231 N23 Zr1 142.0(4) . . ? N23 C231 C232 110.5(5) . . ? N23 C231 C233 109.9(5) . . ? C232 C231 C233 109.5(6) . . ? N23 C231 H23G 109.0 . . ? C232 C231 H23G 109.0 . . ? C233 C231 H23G 109.0 . . ? C231 C232 H23A 109.5 . . ? C231 C232 H23B 109.5 . . ? H23A C232 H23B 109.5 . . ? C231 C232 H23C 109.5 . . ? H23A C232 H23C 109.5 . . ? H23B C232 H23C 109.5 . . ? C231 C233 H23D 109.5 . . ? C231 C233 H23E 109.5 . . ? H23D C233 H23E 109.5 . . ? C231 C233 H23F 109.5 . . ? H23D C233 H23F 109.5 . . ? H23E C233 H23F 109.5 . . ? C32 N31 C33 110.0(5) . . ? C32 N31 Zr1 123.5(4) . . ? C33 N31 Zr1 126.4(4) . . ? C32 C31 H31A 109.5 . . ? C32 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C32 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? N31 C32 C31 115.6(6) . . ? N31 C32 H32A 108.4 . . ? C31 C32 H32A 108.4 . . ? N31 C32 H32B 108.4 . . ? C31 C32 H32B 108.4 . . ? H32A C32 H32B 107.4 . . ? N31 C33 H33A 109.5 . . ? N31 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N31 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? C43 N41 C41 106.7(6) . . ? C43 N41 Zr1 128.5(4) . . ? C41 N41 Zr1 124.4(5) . . ? C42 C41 N41 112.8(9) . . ? C42 C41 H41A 109.0 . . ? N41 C41 H41A 109.0 . . ? C42 C41 H41B 109.0 . . ? N41 C41 H41B 109.0 . . ? H41A C41 H41B 107.8 . . ? 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 . . ? N41 C43 H43A 109.5 . . ? N41 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? N41 C43 H43C 109.5 . . ? H43A C43 H43C 109.5 . . ? H43B C43 H43C 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 N41 Zr1 N11 C12 106.7(4) . . . . ? N31 Zr1 N11 C12 3.8(7) . . . . ? N21 Zr1 N11 C12 -153.7(4) . . . . ? N13 Zr1 N11 C12 -0.5(4) . . . . ? N23 Zr1 N11 C12 -95.3(4) . . . . ? C22 Zr1 N11 C12 -124.2(4) . . . . ? N41 Zr1 N11 C111 -100.1(7) . . . . ? N31 Zr1 N11 C111 157.0(6) . . . . ? N21 Zr1 N11 C111 -0.5(7) . . . . ? N13 Zr1 N11 C111 152.7(7) . . . . ? N23 Zr1 N11 C111 57.9(7) . . . . ? C12 Zr1 N11 C111 153.2(9) . . . . ? C22 Zr1 N11 C111 29.0(7) . . . . ? C12 N11 C111 C112 -115.7(7) . . . . ? Zr1 N11 C111 C112 96.0(8) . . . . ? C12 N11 C111 C113 120.6(7) . . . . ? Zr1 N11 C111 C113 -27.7(10) . . . . ? C111 N11 C12 N13 -160.6(6) . . . . ? Zr1 N11 C12 N13 0.8(6) . . . . ? C111 N11 C12 N12 21.5(10) . . . . ? Zr1 N11 C12 N12 -177.2(6) . . . . ? C111 N11 C12 Zr1 -161.4(6) . . . . ? N41 Zr1 C12 N11 -76.8(4) . . . . ? N31 Zr1 C12 N11 -178.2(4) . . . . ? N21 Zr1 C12 N11 30.3(5) . . . . ? N13 Zr1 C12 N11 179.2(7) . . . . ? N23 Zr1 C12 N11 86.2(4) . . . . ? C22 Zr1 C12 N11 60.7(4) . . . . ? N41 Zr1 C12 N13 104.0(4) . . . . ? N31 Zr1 C12 N13 2.7(5) . . . . ? N21 Zr1 C12 N13 -148.8(4) . . . . ? N23 Zr1 C12 N13 -92.9(4) . . . . ? N11 Zr1 C12 N13 -179.2(7) . . . . ? C22 Zr1 C12 N13 -118.5(4) . . . . ? N41 Zr1 C12 N12 60(9) . . . . ? N31 Zr1 C12 N12 -42(9) . . . . ? N21 Zr1 C12 N12 167(9) . . . . ? N13 Zr1 C12 N12 -44(9) . . . . ? N23 Zr1 C12 N12 -137(9) . . . . ? N11 Zr1 C12 N12 137(9) . . . . ? C22 Zr1 C12 N12 -163(9) . . . . ? N11 C12 N12 C122 -131.5(7) . . . . ? N13 C12 N12 C122 50.7(10) . . . . ? Zr1 C12 N12 C122 93(9) . . . . ? N11 C12 N12 C121 50.6(11) . . . . ? N13 C12 N12 C121 -127.2(8) . . . . ? Zr1 C12 N12 C121 -85(9) . . . . ? C12 N12 C122 C123 118.9(9) . . . . ? C121 N12 C122 C123 -63.1(10) . . . . ? N11 C12 N13 C131 -158.1(6) . . . . ? N12 C12 N13 C131 19.9(10) . . . . ? Zr1 C12 N13 C131 -157.3(7) . . . . ? N11 C12 N13 Zr1 -0.8(6) . . . . ? N12 C12 N13 Zr1 177.2(6) . . . . ? N41 Zr1 N13 C12 -83.1(4) . . . . ? N31 Zr1 N13 C12 -177.9(4) . . . . ? N21 Zr1 N13 C12 47.0(5) . . . . ? N23 Zr1 N13 C12 89.5(4) . . . . ? N11 Zr1 N13 C12 0.5(4) . . . . ? C22 Zr1 N13 C12 74.0(4) . . . . ? N41 Zr1 N13 C131 68.3(6) . . . . ? N31 Zr1 N13 C131 -26.5(6) . . . . ? N21 Zr1 N13 C131 -161.6(5) . . . . ? N23 Zr1 N13 C131 -119.1(6) . . . . ? N11 Zr1 N13 C131 151.9(7) . . . . ? C12 Zr1 N13 C131 151.4(8) . . . . ? C22 Zr1 N13 C131 -134.6(6) . . . . ? C12 N13 C131 C133 -146.3(6) . . . . ? Zr1 N13 C131 C133 67.8(8) . . . . ? C12 N13 C131 C132 88.3(8) . . . . ? Zr1 N13 C131 C132 -57.6(8) . . . . ? N41 Zr1 N21 C22 -175.1(4) . . . . ? N31 Zr1 N21 C22 -80.5(4) . . . . ? N13 Zr1 N21 C22 52.9(5) . . . . ? N23 Zr1 N21 C22 0.8(3) . . . . ? N11 Zr1 N21 C22 91.0(4) . . . . ? C12 Zr1 N21 C22 76.9(4) . . . . ? N41 Zr1 N21 C211 -24.3(6) . . . . ? N31 Zr1 N21 C211 70.4(6) . . . . ? N13 Zr1 N21 C211 -156.2(5) . . . . ? N23 Zr1 N21 C211 151.6(6) . . . . ? N11 Zr1 N21 C211 -118.1(6) . . . . ? C12 Zr1 N21 C211 -132.3(6) . . . . ? C22 Zr1 N21 C211 150.9(8) . . . . ? C22 N21 C211 C212 -134.3(6) . . . . ? Zr1 N21 C211 C212 80.1(7) . . . . ? C22 N21 C211 C213 103.4(7) . . . . ? Zr1 N21 C211 C213 -42.2(8) . . . . ? C211 N21 C22 N23 -157.9(5) . . . . ? Zr1 N21 C22 N23 -1.2(5) . . . . ? C211 N21 C22 N22 23.2(9) . . . . ? Zr1 N21 C22 N22 179.8(5) . . . . ? C211 N21 C22 Zr1 -156.7(6) . . . . ? N41 Zr1 C22 N23 -175.2(4) . . . . ? N31 Zr1 C22 N23 -74.8(4) . . . . ? N21 Zr1 C22 N23 178.7(6) . . . . ? N13 Zr1 C22 N23 33.5(4) . . . . ? N11 Zr1 C22 N23 88.0(4) . . . . ? C12 Zr1 C22 N23 63.1(4) . . . . ? N41 Zr1 C22 N21 6.2(5) . . . . ? N31 Zr1 C22 N21 106.5(4) . . . . ? N13 Zr1 C22 N21 -145.2(3) . . . . ? N23 Zr1 C22 N21 -178.7(6) . . . . ? N11 Zr1 C22 N21 -90.6(4) . . . . ? C12 Zr1 C22 N21 -115.6(4) . . . . ? N41 Zr1 C22 N22 4(9) . . . . ? N31 Zr1 C22 N22 104(9) . . . . ? N21 Zr1 C22 N22 -2(9) . . . . ? N13 Zr1 C22 N22 -148(9) . . . . ? N23 Zr1 C22 N22 179(100) . . . . ? N11 Zr1 C22 N22 -93(9) . . . . ? C12 Zr1 C22 N22 -118(9) . . . . ? N23 C22 N22 C222 -133.5(7) . . . . ? N21 C22 N22 C222 45.3(9) . . . . ? Zr1 C22 N22 C222 48(9) . . . . ? N23 C22 N22 C221 50.4(9) . . . . ? N21 C22 N22 C221 -130.8(7) . . . . ? Zr1 C22 N22 C221 -128(9) . . . . ? C22 N22 C222 C223 115.7(7) . . . . ? C221 N22 C222 C223 -67.9(8) . . . . ? N21 C22 N23 C231 -168.0(5) . . . . ? N22 C22 N23 C231 10.9(10) . . . . ? Zr1 C22 N23 C231 -169.1(6) . . . . ? N21 C22 N23 Zr1 1.2(5) . . . . ? N22 C22 N23 Zr1 -179.9(6) . . . . ? N41 Zr1 N23 C22 9.8(8) . . . . ? N31 Zr1 N23 C22 108.1(4) . . . . ? N21 Zr1 N23 C22 -0.8(3) . . . . ? N13 Zr1 N23 C22 -151.3(4) . . . . ? N11 Zr1 N23 C22 -93.3(4) . . . . ? C12 Zr1 N23 C22 -122.1(4) . . . . ? N41 Zr1 N23 C231 175.0(6) . . . . ? N31 Zr1 N23 C231 -86.7(6) . . . . ? N21 Zr1 N23 C231 164.4(7) . . . . ? N13 Zr1 N23 C231 13.9(6) . . . . ? N11 Zr1 N23 C231 71.9(6) . . . . ? C12 Zr1 N23 C231 43.1(6) . . . . ? C22 Zr1 N23 C231 165.2(9) . . . . ? C22 N23 C231 C232 123.7(7) . . . . ? Zr1 N23 C231 C232 -38.5(8) . . . . ? C22 N23 C231 C233 -115.3(7) . . . . ? Zr1 N23 C231 C233 82.4(8) . . . . ? N41 Zr1 N31 C32 135.8(5) . . . . ? N21 Zr1 N31 C32 35.4(6) . . . . ? N13 Zr1 N31 C32 -117.3(5) . . . . ? N23 Zr1 N31 C32 -21.8(5) . . . . ? N11 Zr1 N31 C32 -121.0(6) . . . . ? C12 Zr1 N31 C32 -118.6(5) . . . . ? C22 Zr1 N31 C32 5.9(6) . . . . ? N41 Zr1 N31 C33 -47.8(6) . . . . ? N21 Zr1 N31 C33 -148.2(5) . . . . ? N13 Zr1 N31 C33 59.1(6) . . . . ? N23 Zr1 N31 C33 154.6(5) . . . . ? N11 Zr1 N31 C33 55.4(8) . . . . ? C12 Zr1 N31 C33 57.8(6) . . . . ? C22 Zr1 N31 C33 -177.7(5) . . . . ? C33 N31 C32 C31 59.5(9) . . . . ? Zr1 N31 C32 C31 -123.6(6) . . . . ? N31 Zr1 N41 C43 -18.9(6) . . . . ? N21 Zr1 N41 C43 88.5(6) . . . . ? N13 Zr1 N41 C43 -120.3(6) . . . . ? N23 Zr1 N41 C43 79.3(8) . . . . ? N11 Zr1 N41 C43 -177.9(6) . . . . ? C12 Zr1 N41 C43 -149.7(6) . . . . ? C22 Zr1 N41 C43 85.4(6) . . . . ? N31 Zr1 N41 C41 170.0(7) . . . . ? N21 Zr1 N41 C41 -82.6(7) . . . . ? N13 Zr1 N41 C41 68.7(7) . . . . ? N23 Zr1 N41 C41 -91.7(8) . . . . ? N11 Zr1 N41 C41 11.1(7) . . . . ? C12 Zr1 N41 C41 39.2(7) . . . . ? C22 Zr1 N41 C41 -85.7(7) . . . . ? C43 N41 C41 C42 81.1(10) . . . . ? Zr1 N41 C41 C42 -106.2(8) . . . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.778 _refine_diff_density_min -0.385 _refine_diff_density_rms 0.066