# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full Chem.Commun. _journal_coden_Cambridge 0182 _publ_contact_author_name 'Dr Vadim Kessler' _publ_contact_author_address ; Chemistry SLU Box 7015 Uppsala 75007 SWEDEN ; _publ_contact_author_email VADIM.KESSLER@KEMI.SLU.SE _publ_section_title ; Stabilization and destabilization of zirconium propoxide precursors by acetylacetone ; loop_ _publ_author_name 'Vadim Kessler' 'Dave H. A. Blank' 'Henny Bouwmeester' 'Gerald I. Spijksma' data_zrac1m _database_code_depnum_ccdc_archive 'CCDC 237185' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C28 H56 O10 Zr2' _chemical_formula_weight 735.17 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' O O 0.0106 0.0060 '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 10.004(16) _cell_length_b 10.686(14) _cell_length_c 12.27(2) _cell_angle_alpha 87.74(4) _cell_angle_beta 67.16(3) _cell_angle_gamma 64.75(5) _cell_volume 1081(3) _cell_formula_units_Z 1 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 998(I>10sigma(I)) _cell_measurement_theta_min 1.82 _cell_measurement_theta_max 27.55 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.129 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 384 _exptl_absorpt_coefficient_mu 0.520 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7810 _exptl_absorpt_correction_T_max 0.9261 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; Warning! Carbon atoms C(7) and C(8) in this structure are subjected to disorder that could not be resolved in the view of insufficient amount of available data because of poor reflectivity of this compound. ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 1k' _diffrn_measurement_method 'Bruker SMART' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 5584 _diffrn_reflns_av_R_equivalents 0.0222 _diffrn_reflns_av_sigmaI/netI 0.0821 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.82 _diffrn_reflns_theta_max 27.55 _reflns_number_total 4123 _reflns_number_gt 2261 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINTPLUS' _computing_data_reduction 'Bruker SAINTPLUS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL-NT' _computing_publication_material 'Bruker SHELXTL-NT' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0589P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4123 _refine_ls_number_parameters 181 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1045 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1170 _refine_ls_wR_factor_gt 0.1018 _refine_ls_goodness_of_fit_ref 0.879 _refine_ls_restrained_S_all 0.879 _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 -0.13832(5) 0.07918(4) 0.15214(4) 0.06444(19) Uani 1 1 d . . . O1 O 0.1136(3) -0.0054(3) 0.0344(2) 0.0648(7) Uani 1 1 d . . . O2 O -0.1310(4) 0.1642(3) 0.2927(3) 0.0901(9) Uani 1 1 d . . . O3 O -0.4021(4) 0.1880(3) 0.2148(3) 0.0877(9) Uani 1 1 d . . . O4 O -0.1809(4) 0.2826(3) 0.0767(3) 0.0867(9) Uani 1 1 d . . . O5 O -0.1532(4) -0.0877(3) 0.2164(3) 0.0898(9) Uani 1 1 d . . . C2 C -0.5073(6) 0.3192(6) 0.2233(5) 0.0919(15) Uani 1 1 d . . . C3 C -0.4639(8) 0.4235(6) 0.1705(6) 0.1126(19) Uani 1 1 d . . . H2A H -0.5463 0.5138 0.1845 0.135 Uiso 1 1 calc R . . C6 C 0.2536(6) -0.0120(6) 0.0565(5) 0.1009(17) Uani 1 1 d . . . H3A H 0.3503 -0.0614 -0.0175 0.121 Uiso 1 1 calc R . . C4 C -0.3051(8) 0.4002(5) 0.0984(5) 0.0920(15) Uani 1 1 d . . . C62 C 0.2382(8) 0.1351(7) 0.0735(6) 0.156(3) Uani 1 1 d . . . H5A H 0.2221 0.1817 0.0079 0.234 Uiso 1 1 calc R . . H5B H 0.3354 0.1290 0.0762 0.234 Uiso 1 1 calc R . . H5C H 0.1473 0.1872 0.1470 0.234 Uiso 1 1 calc R . . C1 C -0.6851(7) 0.3489(7) 0.3001(6) 0.144(3) Uani 1 1 d . . . H6A H -0.6885 0.2640 0.3262 0.216 Uiso 1 1 calc R . . H6B H -0.7474 0.3834 0.2532 0.216 Uiso 1 1 calc R . . H6C H -0.7297 0.4177 0.3684 0.216 Uiso 1 1 calc R . . C5 C -0.2722(9) 0.5225(5) 0.0435(6) 0.148(3) Uani 1 1 d . . . H7A H -0.1582 0.4892 -0.0038 0.223 Uiso 1 1 calc R . . H7B H -0.3082 0.5951 0.1064 0.223 Uiso 1 1 calc R . . H7C H -0.3300 0.5590 -0.0063 0.223 Uiso 1 1 calc R . . C8 C -0.1507(10) 0.2371(8) 0.3998(6) 0.147(3) Uani 1 1 d . . . H8A H -0.0432 0.1985 0.4010 0.177 Uiso 1 1 calc R . . C61 C 0.2803(9) -0.1010(8) 0.1543(7) 0.160(3) Uani 1 1 d . . . H9A H 0.2899 -0.1914 0.1348 0.239 Uiso 1 1 calc R . . H9B H 0.1899 -0.0555 0.2297 0.239 Uiso 1 1 calc R . . H9C H 0.3778 -0.1118 0.1595 0.239 Uiso 1 1 calc R . . C7 C -0.1857(11) -0.1884(10) 0.2802(10) 0.201(4) Uani 1 1 d . . . H10 H -0.1459 -0.2566 0.2104 0.241 Uiso 1 1 calc R . . C82 C -0.1960(18) 0.3814(10) 0.3883(9) 0.299(8) Uani 1 1 d . . . H11A H -0.2090 0.4300 0.4586 0.449 Uiso 1 1 calc R . . H11B H -0.2964 0.4217 0.3791 0.449 Uiso 1 1 calc R . . H11C H -0.1130 0.3895 0.3194 0.449 Uiso 1 1 calc R . . C72 C -0.0706(14) -0.2749(12) 0.3268(12) 0.318(9) Uani 1 1 d . . . H12A H 0.0335 -0.2786 0.2792 0.477 Uiso 1 1 calc R . . H12B H -0.0623 -0.3677 0.3245 0.477 Uiso 1 1 calc R . . H12C H -0.1062 -0.2361 0.4080 0.477 Uiso 1 1 calc R . . C71 C -0.3489(12) -0.1655(12) 0.3254(10) 0.261(6) Uani 1 1 d . . . H13A H -0.4020 -0.1040 0.2804 0.392 Uiso 1 1 calc R . . H13B H -0.4032 -0.1238 0.4079 0.392 Uiso 1 1 calc R . . H13C H -0.3522 -0.2532 0.3186 0.392 Uiso 1 1 calc R . . C81 C -0.2505(18) 0.2133(15) 0.5040(8) 0.346(11) Uani 1 1 d . . . H14A H -0.2101 0.1145 0.5061 0.519 Uiso 1 1 calc R . . H14B H -0.3582 0.2507 0.5073 0.519 Uiso 1 1 calc R . . H14C H -0.2528 0.2583 0.5714 0.519 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 0.0558(3) 0.0572(3) 0.0738(3) 0.00409(18) -0.0204(2) -0.02470(19) O1 0.0540(16) 0.0605(15) 0.0809(19) 0.0030(14) -0.0288(14) -0.0249(13) O2 0.088(2) 0.093(2) 0.083(2) -0.0066(18) -0.0292(18) -0.0379(19) O3 0.060(2) 0.081(2) 0.097(2) -0.0103(17) -0.0163(17) -0.0224(17) O4 0.087(2) 0.0556(17) 0.109(2) 0.0099(17) -0.0362(19) -0.0281(18) O5 0.091(2) 0.0761(19) 0.101(2) 0.0291(18) -0.0294(19) -0.0466(18) C2 0.060(3) 0.101(4) 0.091(4) -0.025(3) -0.026(3) -0.017(3) C3 0.093(5) 0.067(3) 0.148(5) -0.003(3) -0.049(4) -0.009(3) C6 0.059(3) 0.135(5) 0.111(4) -0.015(4) -0.035(3) -0.042(3) C4 0.103(4) 0.063(3) 0.115(4) 0.006(3) -0.057(4) -0.029(3) C62 0.142(6) 0.198(7) 0.173(6) -0.022(5) -0.042(5) -0.131(6) C1 0.071(4) 0.153(6) 0.149(6) -0.042(5) -0.018(4) -0.018(4) C5 0.177(7) 0.071(3) 0.194(7) 0.037(4) -0.080(6) -0.050(4) C8 0.164(7) 0.144(6) 0.106(5) -0.035(5) -0.031(5) -0.062(6) C61 0.118(6) 0.187(7) 0.185(7) 0.029(6) -0.109(5) -0.036(5) C7 0.163(8) 0.213(9) 0.304(12) 0.173(9) -0.125(8) -0.136(7) C82 0.52(2) 0.141(8) 0.223(11) -0.033(8) -0.173(13) -0.109(11) C72 0.237(13) 0.300(14) 0.48(2) 0.306(15) -0.185(14) -0.159(11) C71 0.177(10) 0.303(13) 0.337(14) 0.167(11) -0.081(9) -0.168(10) C81 0.47(2) 0.51(2) 0.102(7) -0.059(10) 0.037(10) -0.38(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 O5 1.962(4) . ? Zr1 O2 2.022(4) . ? Zr1 O1 2.142(4) . ? Zr1 O3 2.187(5) . ? Zr1 O4 2.264(4) . ? Zr1 O1 2.337(5) 2 ? Zr1 Zr1 3.598(6) 2 ? O1 C6 1.500(6) . ? O1 Zr1 2.337(5) 2 ? O2 C8 1.456(7) . ? O3 C2 1.324(6) . ? O4 C4 1.277(6) . ? O5 C7 1.382(7) . ? C2 C3 1.410(8) . ? C2 C1 1.546(7) . ? C3 C4 1.399(8) . ? C6 C62 1.527(8) . ? C6 C61 1.536(8) . ? C4 C5 1.548(7) . ? C8 C81 1.378(11) . ? C8 C82 1.428(11) . ? C7 C71 1.414(11) . ? C7 C72 1.439(12) . ? 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 O5 Zr1 O2 98.01(17) . . ? O5 Zr1 O1 101.46(14) . . ? O2 Zr1 O1 98.60(16) . . ? O5 Zr1 O3 90.14(15) . . ? O2 Zr1 O3 95.64(15) . . ? O1 Zr1 O3 160.13(12) . . ? O5 Zr1 O4 165.67(13) . . ? O2 Zr1 O4 89.35(16) . . ? O1 Zr1 O4 89.48(13) . . ? O3 Zr1 O4 76.86(13) . . ? O5 Zr1 O1 92.89(15) . 2 ? O2 Zr1 O1 167.54(11) . 2 ? O1 Zr1 O1 73.19(14) . 2 ? O3 Zr1 O1 90.33(12) . 2 ? O4 Zr1 O1 81.35(14) . 2 ? O5 Zr1 Zr1 98.69(13) . 2 ? O2 Zr1 Zr1 136.32(14) . 2 ? O1 Zr1 Zr1 38.44(7) . 2 ? O3 Zr1 Zr1 124.31(10) . 2 ? O4 Zr1 Zr1 84.09(13) . 2 ? O1 Zr1 Zr1 34.75(10) 2 2 ? C6 O1 Zr1 129.9(3) . . ? C6 O1 Zr1 123.2(3) . 2 ? Zr1 O1 Zr1 106.81(14) . 2 ? C8 O2 Zr1 171.8(4) . . ? C2 O3 Zr1 134.1(3) . . ? C4 O4 Zr1 134.1(4) . . ? C7 O5 Zr1 169.6(5) . . ? O3 C2 C3 124.2(5) . . ? O3 C2 C1 113.2(5) . . ? C3 C2 C1 122.7(5) . . ? C4 C3 C2 124.4(5) . . ? O1 C6 C62 110.1(4) . . ? O1 C6 C61 111.9(5) . . ? C62 C6 C61 116.0(5) . . ? O4 C4 C3 123.9(5) . . ? O4 C4 C5 116.3(5) . . ? C3 C4 C5 119.8(5) . . ? C81 C8 C82 114.6(9) . . ? C81 C8 O2 113.1(7) . . ? C82 C8 O2 109.1(7) . . ? O5 C7 C71 115.3(8) . . ? O5 C7 C72 116.7(7) . . ? C71 C7 C72 124.5(9) . . ? _diffrn_measured_fraction_theta_max 0.824 _diffrn_reflns_theta_full 27.55 _diffrn_measured_fraction_theta_full 0.824 _refine_diff_density_max 0.547 _refine_diff_density_min -0.621 _refine_diff_density_rms 0.059 data_zrac2o _database_code_depnum_ccdc_archive 'CCDC 237186' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H28 O7 Zr' _chemical_formula_weight 447.62 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' O O 0.0106 0.0060 '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 Pna2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y+1/2, z' '-x+1/2, y+1/2, z+1/2' _cell_length_a 8.5444(17) _cell_length_b 30.933(6) _cell_length_c 8.2339(16) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2176.3(7) _cell_formula_units_Z 4 _cell_measurement_temperature 295(2) _cell_measurement_reflns_used 998(I>10sigma(I)) _cell_measurement_theta_min 1.32 _cell_measurement_theta_max 25.00 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.60 _exptl_crystal_size_mid 0.45 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.366 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 928 _exptl_absorpt_coefficient_mu 0.537 _exptl_absorpt_correction_type Empirical _exptl_absorpt_correction_T_min 0.7388 _exptl_absorpt_correction_T_max 0.8343 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 295(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD 1k' _diffrn_measurement_method 'Bruker SMART' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8461 _diffrn_reflns_av_R_equivalents 0.0792 _diffrn_reflns_av_sigmaI/netI 0.0996 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 4 _diffrn_reflns_limit_k_min -36 _diffrn_reflns_limit_k_max 36 _diffrn_reflns_limit_l_min -7 _diffrn_reflns_limit_l_max 9 _diffrn_reflns_theta_min 1.32 _diffrn_reflns_theta_max 25.00 _reflns_number_total 3517 _reflns_number_gt 2279 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINTPLUS' _computing_data_reduction 'Bruker SAINTPLUS' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL-NT' _computing_publication_material 'Bruker SHELXTL-NT' _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^)+(0.1000P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.03(12) _refine_ls_number_reflns 3517 _refine_ls_number_parameters 235 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1066 _refine_ls_R_factor_gt 0.0681 _refine_ls_wR_factor_ref 0.1755 _refine_ls_wR_factor_gt 0.1609 _refine_ls_goodness_of_fit_ref 0.947 _refine_ls_restrained_S_all 0.947 _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 0.27453(9) 0.36972(3) 0.88639(16) 0.0470(3) Uani 1 1 d . . . O1 O 0.3632(8) 0.3889(2) 0.6843(9) 0.0523(19) Uani 1 1 d . . . O2 O 0.1617(8) 0.4329(2) 0.9322(9) 0.057(2) Uani 1 1 d . . . O3 O 0.4489(8) 0.4082(2) 1.0089(10) 0.055(2) Uani 1 1 d . . . O4 O 0.0422(8) 0.3685(3) 0.7795(10) 0.061(2) Uani 1 1 d . . . O5 O 0.1287(9) 0.3511(2) 1.0874(9) 0.0534(19) Uani 1 1 d . . . O6 O 0.2466(8) 0.3083(2) 0.7558(11) 0.064(2) Uani 1 1 d . . . O7 O 0.4316(9) 0.32579(19) 1.0039(10) 0.057(2) Uani 1 1 d . . . C1 C 0.0832(16) 0.5037(5) 0.978(2) 0.118(6) Uani 1 1 d . . . H1A H -0.0128 0.4917 0.9378 0.178 Uiso 1 1 calc R . . H1B H 0.1156 0.5271 0.9095 0.178 Uiso 1 1 calc R . . H1C H 0.0673 0.5143 1.0867 0.178 Uiso 1 1 calc R . . C2 C 0.2082(15) 0.4692(4) 0.9797(18) 0.070(3) Uani 1 1 d . . . C3 C 0.3582(17) 0.4779(3) 1.0376(17) 0.071(4) Uani 1 1 d . . . H3A H 0.3834 0.5058 1.0708 0.085 Uiso 1 1 calc R . . C4 C 0.4683(15) 0.4462(4) 1.0464(15) 0.062(3) Uani 1 1 d . . . C5 C 0.6276(17) 0.4587(4) 1.113(2) 0.097(5) Uani 1 1 d . . . H5A H 0.6944 0.4337 1.1146 0.145 Uiso 1 1 calc R . . H5B H 0.6159 0.4695 1.2219 0.145 Uiso 1 1 calc R . . H5C H 0.6732 0.4806 1.0459 0.145 Uiso 1 1 calc R . . C6 C -0.2238(14) 0.3811(5) 0.7231(19) 0.088(5) Uani 1 1 d . . . H6A H -0.1854 0.3859 0.6150 0.133 Uiso 1 1 calc R . . H6B H -0.2758 0.4067 0.7610 0.133 Uiso 1 1 calc R . . H6C H -0.2962 0.3574 0.7226 0.133 Uiso 1 1 calc R . . C7 C -0.0897(14) 0.3708(4) 0.8333(15) 0.056(4) Uani 1 1 d . . . C8 C -0.1319(13) 0.3625(4) 1.0001(17) 0.057(4) Uani 1 1 d . . . H8A H -0.2362 0.3637 1.0319 0.068 Uiso 1 1 calc R . . C9 C -0.0180(13) 0.3529(3) 1.1116(16) 0.059(3) Uani 1 1 d . . . C10 C -0.0676(16) 0.3446(5) 1.2848(17) 0.088(4) Uani 1 1 d . . . H10A H 0.0229 0.3379 1.3493 0.133 Uiso 1 1 calc R . . H10B H -0.1390 0.3206 1.2877 0.133 Uiso 1 1 calc R . . H10C H -0.1182 0.3698 1.3275 0.133 Uiso 1 1 calc R . . C11 C 0.583(2) 0.2704(4) 1.1265(19) 0.099(5) Uani 1 1 d . . . H11A H 0.6010 0.2930 1.2041 0.148 Uiso 1 1 calc R . . H11B H 0.6806 0.2613 1.0807 0.148 Uiso 1 1 calc R . . H11C H 0.5334 0.2463 1.1795 0.148 Uiso 1 1 calc R . . C12 C 0.4760(14) 0.2872(4) 0.9912(18) 0.073(4) Uani 1 1 d . . . C13 C 0.4301(14) 0.2611(4) 0.861(2) 0.075(5) Uani 1 1 d . . . H13A H 0.4796 0.2346 0.8465 0.090 Uiso 1 1 calc R . . C14 C 0.3217(16) 0.2723(4) 0.760(2) 0.085(5) Uani 1 1 d . . . C15 C 0.282(2) 0.2420(5) 0.606(2) 0.127(7) Uani 1 1 d . . . H15A H 0.3391 0.2154 0.6148 0.191 Uiso 1 1 calc R . . H15B H 0.3109 0.2566 0.5080 0.191 Uiso 1 1 calc R . . H15C H 0.1716 0.2359 0.6045 0.191 Uiso 1 1 calc R . . C111 C 0.364(3) 0.3893(7) 0.516(2) 0.147(9) Uani 1 1 d . . . H111 H 0.2787 0.3681 0.5121 0.177 Uiso 1 1 calc R . . C112 C 0.458(2) 0.3629(5) 0.4358(17) 0.106(6) Uani 1 1 d . . . H11D H 0.5043 0.3428 0.5103 0.159 Uiso 1 1 calc R . . H11E H 0.5382 0.3794 0.3832 0.159 Uiso 1 1 calc R . . H11F H 0.3984 0.3474 0.3557 0.159 Uiso 1 1 calc R . . C113 C 0.2618(17) 0.4232(5) 0.444(2) 0.099(5) Uani 1 1 d . . . H11G H 0.2648 0.4211 0.3275 0.149 Uiso 1 1 calc R . . H11H H 0.2983 0.4512 0.4767 0.149 Uiso 1 1 calc R . . H11I H 0.1562 0.4191 0.4808 0.149 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 0.0442(5) 0.0533(4) 0.0435(6) -0.0147(7) 0.0085(9) -0.0022(4) O1 0.057(4) 0.067(4) 0.033(5) 0.005(4) 0.009(3) -0.012(4) O2 0.051(4) 0.052(4) 0.068(7) -0.015(4) 0.010(4) 0.006(3) O3 0.067(5) 0.043(4) 0.056(6) -0.006(4) -0.003(4) 0.003(3) O4 0.044(5) 0.083(5) 0.056(5) -0.019(5) -0.004(4) -0.009(4) O5 0.060(5) 0.061(4) 0.040(5) -0.015(4) 0.007(4) -0.009(4) O6 0.056(5) 0.068(5) 0.068(6) -0.020(4) 0.000(4) 0.008(4) O7 0.081(5) 0.033(3) 0.057(6) -0.001(4) 0.008(4) 0.008(3) C1 0.103(12) 0.097(10) 0.155(18) -0.039(11) 0.002(11) 0.047(9) C2 0.076(8) 0.062(7) 0.072(9) -0.013(6) 0.011(7) 0.004(6) C3 0.105(10) 0.036(5) 0.072(10) -0.028(6) 0.008(8) -0.020(6) C4 0.083(9) 0.051(7) 0.053(9) 0.000(6) -0.006(7) -0.001(6) C5 0.086(10) 0.083(9) 0.121(14) -0.008(9) -0.031(10) -0.019(8) C6 0.045(7) 0.139(13) 0.081(11) -0.014(9) 0.010(7) -0.003(8) C7 0.029(6) 0.060(6) 0.077(12) -0.016(6) -0.004(6) -0.020(5) C8 0.022(6) 0.079(8) 0.069(10) -0.003(7) 0.021(6) -0.012(5) C9 0.043(7) 0.055(6) 0.080(11) -0.020(6) 0.014(7) -0.010(5) C10 0.076(9) 0.130(12) 0.059(10) -0.008(9) 0.028(8) -0.020(8) C11 0.121(13) 0.078(8) 0.096(13) 0.012(9) -0.005(10) 0.044(9) C12 0.059(8) 0.079(9) 0.082(11) -0.022(8) 0.030(7) -0.015(7) C13 0.049(7) 0.065(7) 0.110(15) -0.052(10) 0.014(10) 0.009(5) C14 0.050(8) 0.075(8) 0.129(14) -0.061(9) 0.043(8) -0.024(7) C15 0.176(19) 0.083(10) 0.122(16) -0.051(10) 0.030(14) -0.016(11) C111 0.187(18) 0.21(2) 0.047(10) 0.015(13) 0.007(12) 0.116(18) C112 0.132(13) 0.136(13) 0.050(11) -0.039(8) 0.002(8) 0.038(11) C113 0.104(11) 0.113(11) 0.081(13) 0.015(8) 0.008(8) 0.021(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 O1 1.922(7) . ? Zr1 O7 2.141(7) . ? Zr1 O5 2.150(7) . ? Zr1 O3 2.158(7) . ? Zr1 O4 2.172(7) . ? Zr1 O6 2.197(7) . ? Zr1 O2 2.211(6) . ? O1 C111 1.387(19) . ? O2 C2 1.255(13) . ? O3 C4 1.227(12) . ? O4 C7 1.213(13) . ? O5 C9 1.271(13) . ? O6 C14 1.286(17) . ? O7 C12 1.256(14) . ? C1 C2 1.511(17) . ? C2 C3 1.394(17) . ? C3 C4 1.361(17) . ? C4 C5 1.518(17) . ? C6 C7 1.495(17) . ? C7 C8 1.443(18) . ? C8 C9 1.370(18) . ? C9 C10 1.510(18) . ? C11 C12 1.531(19) . ? C12 C13 1.399(18) . ? C13 C14 1.29(2) . ? C14 C15 1.61(2) . ? C111 C112 1.318(19) . ? C111 C113 1.49(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Zr1 O7 109.9(3) . . ? O1 Zr1 O5 167.8(3) . . ? O7 Zr1 O5 81.1(3) . . ? O1 Zr1 O3 87.8(3) . . ? O7 Zr1 O3 72.9(3) . . ? O5 Zr1 O3 100.8(3) . . ? O1 Zr1 O4 90.9(3) . . ? O7 Zr1 O4 138.1(3) . . ? O5 Zr1 O4 77.1(3) . . ? O3 Zr1 O4 146.2(3) . . ? O1 Zr1 O6 83.5(3) . . ? O7 Zr1 O6 74.9(3) . . ? O5 Zr1 O6 94.7(3) . . ? O3 Zr1 O6 141.4(3) . . ? O4 Zr1 O6 71.7(3) . . ? O1 Zr1 O2 92.7(3) . . ? O7 Zr1 O2 139.2(3) . . ? O5 Zr1 O2 81.5(3) . . ? O3 Zr1 O2 74.6(3) . . ? O4 Zr1 O2 71.7(3) . . ? O6 Zr1 O2 143.2(3) . . ? C111 O1 Zr1 150.5(13) . . ? C2 O2 Zr1 134.9(8) . . ? C4 O3 Zr1 137.7(8) . . ? C7 O4 Zr1 134.5(8) . . ? C9 O5 Zr1 132.9(8) . . ? C14 O6 Zr1 133.1(9) . . ? C12 O7 Zr1 139.0(9) . . ? O2 C2 C3 124.9(11) . . ? O2 C2 C1 114.0(12) . . ? C3 C2 C1 121.0(11) . . ? C4 C3 C2 120.9(10) . . ? O3 C4 C3 125.7(12) . . ? O3 C4 C5 117.1(11) . . ? C3 C4 C5 117.2(11) . . ? O4 C7 C8 124.6(11) . . ? O4 C7 C6 120.2(12) . . ? C8 C7 C6 115.1(12) . . ? C9 C8 C7 119.9(10) . . ? O5 C9 C8 127.2(12) . . ? O5 C9 C10 114.7(12) . . ? C8 C9 C10 118.1(11) . . ? O7 C12 C13 121.9(14) . . ? O7 C12 C11 116.2(12) . . ? C13 C12 C11 121.9(12) . . ? C14 C13 C12 122.7(12) . . ? O6 C14 C13 127.3(12) . . ? O6 C14 C15 112.2(16) . . ? C13 C14 C15 120.2(14) . . ? C112 C111 O1 119.8(14) . . ? C112 C111 C113 126.3(16) . . ? O1 C111 C113 113.7(14) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.876 _refine_diff_density_min -0.579 _refine_diff_density_rms 0.085