data_publication_text _publ_requested_journal 'Cryst.Growth Des.' _publ_contact_author_name 'Sutter, Jean-Pascal' _publ_contact_author_address ;Laboratoire de Chimie de Coordination du CNRS 205 route de Narbonne F-31077 Toulouse (France) ; _publ_contact_author_email sutter@lcc-toulouse.fr loop_ _publ_author_name _publ_author_address 'Sutter, Jean-Pascal' ;Laboratoire de Chimie de Coordination du CNRS 205 route de Narbonne F-31077 Toulouse (France) ; 'Imaz, Inhar' ;Institut de Chimie de la Matiere Condensee de Bordeaux 87 avenue du Dr Schweitzer F-33608 Pessac (France) ; 'Thillet, Anthony' ;Institut de Chimie de la Matiere Condensee de Bordeaux 87 avenue du Dr Schweitzer F-33608 Pessac (France) ; data_Cmpd_1a _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 O16 Zr, 2(C10 H10 N2)' _chemical_formula_sum 'C28 H20 N4 O16 Zr' _chemical_formula_weight 759.70 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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zr' 'Zr' -2.9673 0.5597 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c 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' '-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 19.451(1) _cell_length_b 10.994(1) _cell_length_c 15.087(1) _cell_angle_alpha 90.00 _cell_angle_beta 121.24(1) _cell_angle_gamma 90.00 _cell_volume 2758.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1 _cell_measurement_theta_max 20 _exptl_crystal_description prisme _exptl_crystal_colour white _exptl_crystal_size_max 0.4 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.829 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1536 _exptl_absorpt_coefficient_mu 0.493 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 10184 _diffrn_reflns_av_R_equivalents 0.0432 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.22 _diffrn_reflns_theta_max 26.09 _reflns_number_total 2733 _reflns_number_gt 2425 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.1270P)^2^+35.5155P] 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 2733 _refine_ls_number_parameters 238 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0900 _refine_ls_R_factor_gt 0.0720 _refine_ls_wR_factor_ref 0.2593 _refine_ls_wR_factor_gt 0.2311 _refine_ls_goodness_of_fit_ref 1.237 _refine_ls_restrained_S_all 1.237 _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 Zr01 Zr 0.5000 0.20769(8) 0.7500 0.0275(4) Uani 1 2 d S . . O7 O 0.0146(3) 0.1316(5) 0.3481(4) 0.0366(12) Uani 1 1 d . . . O5 O 0.0775(4) -0.0500(5) 0.3872(5) 0.0491(15) Uani 1 1 d . . . O6 O 0.2021(3) 0.0634(5) 0.3813(5) 0.0475(15) Uani 1 1 d . . . O4 O 0.4468(4) 0.1479(5) 0.8400(5) 0.0431(14) Uani 1 1 d . . . O8 O 0.1262(3) 0.2308(5) 0.3307(5) 0.0411(14) Uani 1 1 d . . . O3 O 0.5677(3) 0.0505(5) 0.8467(5) 0.0404(13) Uani 1 1 d . . . O2 O 0.5435(4) -0.1301(6) 0.8957(6) 0.0556(17) Uani 1 1 d . . . N2 N 0.1069(5) 0.2418(6) 0.6039(6) 0.0410(16) Uani 1 1 d . . . N1 N 0.2781(4) -0.3241(6) 0.6237(5) 0.0392(15) Uani 1 1 d . . . C3 C 0.1781(4) 0.0219(7) 0.6212(6) 0.0307(15) Uani 1 1 d . . . C14 C 0.4561(5) 0.0363(7) 0.8694(6) 0.0350(16) Uani 1 1 d . . . C6 C 0.2141(4) -0.1006(7) 0.6254(6) 0.0330(15) Uani 1 1 d . . . C1 C 0.0701(5) 0.1426(7) 0.6106(7) 0.0420(19) Uani 1 1 d . . . H9 H 0.0220 0.1486 0.6095 0.050 Uiso 1 1 calc R . . C2 C 0.1055(5) 0.0307(8) 0.6190(7) 0.0383(17) Uani 1 1 d . . . C9 C 0.3195(5) -0.2217(8) 0.6332(7) 0.0441(19) Uani 1 1 d . . . H7 H 0.3697 -0.2272 0.6400 0.053 Uiso 1 1 calc R . . C11 C 0.0724(4) 0.0578(7) 0.3667(6) 0.0313(15) Uani 1 1 d . . . C4 C 0.2125(5) 0.1277(7) 0.6150(7) 0.0375(17) Uani 1 1 d . . . H5 H 0.2610 0.1248 0.6170 0.045 Uiso 1 1 calc R . . C7 C 0.1744(5) -0.2088(8) 0.6179(8) 0.0429(19) Uani 1 1 d . . . C13 C 0.5292(5) -0.0246(7) 0.8726(6) 0.0378(17) Uani 1 1 d . . . C10 C 0.2885(4) -0.1099(7) 0.6331(7) 0.0383(17) Uani 1 1 d . . . H6 H 0.3172 -0.0399 0.6381 0.046 Uiso 1 1 calc R . . C12 C 0.1403(4) 0.1187(7) 0.3596(6) 0.0337(16) Uani 1 1 d . . . C5 C 0.1761(5) 0.2387(8) 0.6060(7) 0.0438(19) Uani 1 1 d . . . H20 H 0.1997 0.3102 0.6014 0.053 Uiso 1 1 calc R . . C8 C 0.2070(5) -0.3174(8) 0.6172(7) 0.045(2) Uani 1 1 d . . . H8 H 0.1794 -0.3886 0.6121 0.054 Uiso 1 1 calc R . . O1 O 0.4138(3) -0.0196(5) 0.8926(5) 0.0413(13) Uani 1 1 d . . . H1 H 0.297(5) -0.410(8) 0.615(6) 0.03(2) Uiso 1 1 d . . . H2 H 0.086(5) 0.309(7) 0.594(6) 0.020(18) Uiso 1 1 d . . . H4 H 0.132(5) -0.209(7) 0.610(6) 0.03(2) Uiso 1 1 d . . . H3 H 0.083(6) -0.027(9) 0.620(7) 0.04(3) Uiso 1 1 d . . . 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 Zr01 0.0262(5) 0.0196(5) 0.0453(6) 0.000 0.0247(4) 0.000 O7 0.032(3) 0.038(3) 0.050(3) 0.006(2) 0.028(2) 0.002(2) O5 0.047(3) 0.034(3) 0.066(4) 0.015(3) 0.029(3) 0.001(3) O6 0.033(3) 0.029(3) 0.083(4) 0.009(3) 0.031(3) 0.005(2) O4 0.053(3) 0.030(3) 0.072(4) 0.013(3) 0.051(3) 0.013(2) O8 0.028(3) 0.024(3) 0.072(4) 0.011(2) 0.027(3) 0.002(2) O3 0.039(3) 0.034(3) 0.056(3) 0.012(3) 0.030(3) 0.010(2) O2 0.067(4) 0.033(3) 0.087(5) 0.020(3) 0.055(4) 0.022(3) N2 0.052(4) 0.023(3) 0.056(4) -0.006(3) 0.034(4) 0.000(3) N1 0.042(4) 0.029(3) 0.048(4) 0.006(3) 0.024(3) 0.004(3) C3 0.030(3) 0.028(4) 0.038(4) -0.004(3) 0.020(3) -0.005(3) C14 0.040(4) 0.030(4) 0.047(4) 0.001(3) 0.031(4) 0.005(3) C6 0.033(4) 0.029(4) 0.036(4) 0.001(3) 0.018(3) -0.002(3) C1 0.047(5) 0.030(4) 0.061(5) -0.007(4) 0.037(4) -0.006(3) C2 0.043(4) 0.029(4) 0.050(5) -0.002(3) 0.030(4) -0.005(3) C9 0.038(4) 0.041(5) 0.060(5) 0.004(4) 0.030(4) 0.000(3) C11 0.026(3) 0.028(4) 0.040(4) 0.004(3) 0.017(3) -0.001(3) C4 0.034(4) 0.028(4) 0.058(5) -0.004(3) 0.030(4) -0.007(3) C7 0.035(4) 0.036(4) 0.067(6) 0.005(4) 0.033(4) -0.005(3) C13 0.039(4) 0.032(4) 0.051(4) 0.007(3) 0.029(4) 0.009(3) C10 0.029(4) 0.032(4) 0.055(5) 0.006(3) 0.023(3) -0.002(3) C12 0.029(3) 0.023(3) 0.048(4) 0.000(3) 0.020(3) 0.000(3) C5 0.049(5) 0.030(4) 0.067(5) -0.004(4) 0.040(4) -0.014(3) C8 0.040(4) 0.033(4) 0.063(5) 0.005(4) 0.028(4) -0.005(3) O1 0.046(3) 0.025(3) 0.072(4) 0.006(2) 0.044(3) 0.002(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 Zr01 O4 2.191(5) 2_656 ? Zr01 O4 2.191(5) . ? Zr01 O3 2.204(5) 2_656 ? Zr01 O3 2.204(5) . ? Zr01 O8 2.206(5) 8_556 ? Zr01 O8 2.206(5) 7_556 ? Zr01 O7 2.226(5) 8_556 ? Zr01 O7 2.226(5) 7_556 ? O7 C11 1.295(9) . ? O7 Zr01 2.226(5) 7_556 ? O5 C11 1.216(9) . ? O6 C12 1.232(9) . ? O4 C14 1.286(9) . ? O8 C12 1.288(9) . ? O8 Zr01 2.206(5) 7_556 ? O3 C13 1.305(10) . ? O2 C13 1.201(10) . ? N2 C5 1.332(11) . ? N2 C1 1.336(11) . ? N1 C8 1.336(11) . ? N1 C9 1.348(11) . ? C3 C4 1.368(10) . ? C3 C2 1.400(11) . ? C3 C6 1.504(10) . ? C14 O1 1.215(9) . ? C14 C13 1.548(10) . ? C6 C7 1.391(11) . ? C6 C10 1.394(11) . ? C1 C2 1.382(12) . ? C9 C10 1.369(12) . ? C11 C12 1.533(10) . ? C4 C5 1.381(12) . ? C7 C8 1.354(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 O4 Zr01 O4 145.1(3) 2_656 . ? O4 Zr01 O3 70.6(2) 2_656 2_656 ? O4 Zr01 O3 82.1(2) . 2_656 ? O4 Zr01 O3 82.1(2) 2_656 . ? O4 Zr01 O3 70.6(2) . . ? O3 Zr01 O3 76.7(3) 2_656 . ? O4 Zr01 O8 71.7(2) 2_656 8_556 ? O4 Zr01 O8 119.9(2) . 8_556 ? O3 Zr01 O8 135.9(2) 2_656 8_556 ? O3 Zr01 O8 76.3(2) . 8_556 ? O4 Zr01 O8 119.9(2) 2_656 7_556 ? O4 Zr01 O8 71.7(2) . 7_556 ? O3 Zr01 O8 76.3(2) 2_656 7_556 ? O3 Zr01 O8 135.9(2) . 7_556 ? O8 Zr01 O8 144.3(3) 8_556 7_556 ? O4 Zr01 O7 135.36(19) 2_656 8_556 ? O4 Zr01 O7 76.4(2) . 8_556 ? O3 Zr01 O7 152.69(19) 2_656 8_556 ? O3 Zr01 O7 110.8(2) . 8_556 ? O8 Zr01 O7 70.63(19) 8_556 8_556 ? O8 Zr01 O7 81.1(2) 7_556 8_556 ? O4 Zr01 O7 76.4(2) 2_656 7_556 ? O4 Zr01 O7 135.36(19) . 7_556 ? O3 Zr01 O7 110.8(2) 2_656 7_556 ? O3 Zr01 O7 152.69(19) . 7_556 ? O8 Zr01 O7 81.1(2) 8_556 7_556 ? O8 Zr01 O7 70.63(19) 7_556 7_556 ? O7 Zr01 O7 75.0(3) 8_556 7_556 ? C11 O7 Zr01 116.0(4) . 7_556 ? C14 O4 Zr01 118.2(5) . . ? C12 O8 Zr01 117.4(5) . 7_556 ? C13 O3 Zr01 117.1(5) . . ? C5 N2 C1 123.4(8) . . ? C8 N1 C9 120.0(7) . . ? C4 C3 C2 117.5(7) . . ? C4 C3 C6 122.1(6) . . ? C2 C3 C6 120.3(7) . . ? O1 C14 O4 125.9(7) . . ? O1 C14 C13 121.4(7) . . ? O4 C14 C13 112.7(6) . . ? C7 C6 C10 116.9(7) . . ? C7 C6 C3 122.4(7) . . ? C10 C6 C3 120.6(7) . . ? N2 C1 C2 118.3(8) . . ? C1 C2 C3 120.8(8) . . ? N1 C9 C10 120.8(8) . . ? O5 C11 O7 127.9(7) . . ? O5 C11 C12 118.9(7) . . ? O7 C11 C12 113.2(6) . . ? C3 C4 C5 121.0(7) . . ? C8 C7 C6 120.8(8) . . ? O2 C13 O3 127.9(7) . . ? O2 C13 C14 119.9(7) . . ? O3 C13 C14 112.2(6) . . ? C9 C10 C6 120.2(7) . . ? O6 C12 O8 124.7(7) . . ? O6 C12 C11 121.6(7) . . ? O8 C12 C11 113.7(6) . . ? N2 C5 C4 119.0(7) . . ? N1 C8 C7 121.3(8) . . ? _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 26.09 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 2.358 _refine_diff_density_min -1.575 _refine_diff_density_rms 0.316 #END data_Cmpd_1b _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 O16 Zr, 2(C12 H14 N2), 2(H2 O)' _chemical_formula_sum 'C32 H32 N4 O18 Zr' _chemical_formula_weight 851.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 C2/c _symmetry_space_group_name_Hall -C2yc 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' '-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 9.983(1) _cell_length_b 21.343(2) _cell_length_c 17.433(2) _cell_angle_alpha 90.00 _cell_angle_beta 103.20(4) _cell_angle_gamma 90.00 _cell_volume 3616.2(9) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1 _cell_measurement_theta_max 20 _exptl_crystal_description prisme _exptl_crystal_colour colorless _exptl_crystal_size_max 0.08 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.565 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1744 _exptl_absorpt_coefficient_mu 0.390 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13762 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0183 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.25 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3707 _reflns_number_gt 3469 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD Server Software (Nonius, 1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN' _computing_structure_solution 'shelxs-97 (Sheldrick, 1990)' _computing_structure_refinement 'shelxl-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 ( Farrugia, 1997) and Diamond 2.1e' _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^)+(0.1044P)^2^+5.6535P] 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 3707 _refine_ls_number_parameters 293 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0532 _refine_ls_R_factor_gt 0.0432 _refine_ls_wR_factor_ref 0.1584 _refine_ls_wR_factor_gt 0.1324 _refine_ls_goodness_of_fit_ref 1.178 _refine_ls_restrained_S_all 1.178 _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 0.0000 0.382866(15) 0.2500 0.02363(17) Uani 1 2 d S . . C5 C 0.1270(5) 0.6452(2) 0.3900(3) 0.0672(12) Uani 1 1 d . . . C7 C 0.1318(3) 0.55818(16) 0.4768(2) 0.0395(7) Uani 1 1 d . . . C6 C 0.0725(5) 0.5897(2) 0.4079(2) 0.0553(10) Uani 1 1 d . . . C3 C 0.2453(3) 0.46670(16) 0.3177(2) 0.0395(7) Uani 1 1 d . . . C12 C 0.4361(4) 0.6005(2) 0.0839(3) 0.0555(10) Uani 1 1 d . . . C1 C -0.0743(3) 0.29683(15) 0.37730(18) 0.0355(7) Uani 1 1 d . . . C15 C 0.2176(4) 0.67985(19) 0.0458(3) 0.0529(9) Uani 1 1 d . . . C2 C 0.1936(4) 0.28922(16) 0.1954(2) 0.0426(8) Uani 1 1 d . . . C11 C 0.3541(5) 0.6023(2) 0.0102(2) 0.0534(9) Uani 1 1 d . . . C9 C 0.2986(5) 0.6407(2) 0.5061(3) 0.0596(11) Uani 1 1 d . . . C14 C 0.2970(5) 0.6802(2) 0.1208(3) 0.0665(12) Uani 1 1 d . . . C4 C 0.1947(4) 0.4863(2) 0.2302(2) 0.0577(11) Uani 1 1 d . . . C13 C 0.4115(6) 0.6408(3) 0.1400(2) 0.0700(13) Uani 1 1 d . . . C8 C 0.2458(4) 0.5854(2) 0.5265(2) 0.0501(9) Uani 1 1 d . . . C16C C 0.5130(10) 0.6420(6) 0.2185(4) 0.177(5) Uani 1 1 d . . . H16A H 0.5728 0.6062 0.2183 0.213 Uiso 1 1 calc R . . H16B H 0.5695 0.6788 0.2174 0.213 Uiso 1 1 calc R . . N1 N 0.2487(3) 0.64193(17) -0.00700(17) 0.0480(8) Uani 1 1 d . . . N2 N 0.2394(4) 0.66844(17) 0.4390(2) 0.0606(9) Uani 1 1 d . . . O8A O 0.261(2) 0.5193(9) 0.1950(11) 0.119(9) Uani 0.50 1 d P . . O8B O 0.228(2) 0.5389(8) 0.2121(10) 0.087(5) Uani 0.50 1 d P . . O7A O 0.3289(18) 0.4987(8) 0.3637(14) 0.047(3) Uani 0.50 1 d P . . O7B O 0.359(2) 0.4836(9) 0.3570(14) 0.054(3) Uani 0.50 1 d P . . O5A O -0.059(3) 0.2666(17) 0.439(2) 0.044(4) Uani 0.50 1 d P . . O5B O -0.090(3) 0.2691(17) 0.437(2) 0.041(4) Uani 0.50 1 d P . . O6B O 0.305(2) 0.2632(14) 0.187(2) 0.057(4) Uani 0.50 1 d P . . O6A O 0.281(2) 0.2522(15) 0.1959(18) 0.075(7) Uani 0.50 1 d P . . O1 O 0.1729(2) 0.42291(10) 0.33728(12) 0.0324(5) Uani 1 1 d . . . O2 O 0.0985(2) 0.45086(12) 0.19191(13) 0.0422(6) Uani 1 1 d . . . O4 O 0.1735(2) 0.31681(11) 0.25654(13) 0.0423(6) Uani 1 1 d . . . O3 O 0.0190(2) 0.33439(11) 0.36617(12) 0.0405(5) Uani 1 1 d . . . O9 O 0.0549(4) 0.8051(3) 0.1349(3) 0.1097(16) Uani 1 1 d . . . C5A C 0.0744(3) 0.49669(15) 0.4961(2) 0.0382(7) Uani 1 1 d . . . H5A1 H 0.1304 0.4808 0.5452 0.046 Uiso 1 1 calc R . . H5A2 H 0.0783 0.4666 0.4550 0.046 Uiso 1 1 calc R . . H1 H 0.2914 0.5629 0.5741 0.058(12) Uiso 1 1 d . . . H2 H 0.3837 0.6608 0.5394 0.074(15) Uiso 1 1 d . . . H4 H 0.0821 0.6707 0.3385 0.010 Uiso 1 1 d . . . H7 H 0.5114 0.5710 0.0956 0.076(15) Uiso 1 1 d . . . H6 H 0.3637 0.5739 -0.0313 0.082(16) Uiso 1 1 d . . . H5 H -0.0127 0.5798 0.3769 0.068(14) Uiso 1 1 d . . . H8 H 0.2003 0.6405 -0.0511 0.082(17) Uiso 1 1 d . . . H11 H 0.1415 0.7065 0.0377 0.077(16) Uiso 1 1 d . . . H12 H 0.2687 0.7079 0.1531 0.12(3) Uiso 1 1 d . . . H17 H -0.0038 0.7940 0.1705 0.123 Uiso 1 1 d . . . H3 H 0.2712 0.7043 0.4263 0.050 Uiso 1 1 d . . . H17B H 0.1418 0.8084 0.1709 0.050 Uiso 1 1 d . . . 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 0.0273(2) 0.0272(2) 0.0140(2) 0.000 -0.00039(15) 0.000 C5 0.080(3) 0.066(3) 0.056(3) 0.017(2) 0.016(2) -0.022(2) C7 0.0435(17) 0.0428(17) 0.0360(17) -0.0040(13) 0.0166(14) -0.0091(13) C6 0.061(2) 0.058(2) 0.044(2) 0.0086(18) 0.0067(18) -0.0221(19) C3 0.0392(16) 0.0438(17) 0.0320(16) 0.0030(13) 0.0010(13) -0.0125(13) C12 0.052(2) 0.050(2) 0.055(2) 0.0049(19) -0.0060(18) 0.0094(18) C1 0.0405(16) 0.0362(15) 0.0279(15) 0.0036(12) 0.0037(13) -0.0092(12) C15 0.049(2) 0.048(2) 0.054(2) 0.0090(17) -0.0052(17) 0.0030(16) C2 0.0412(17) 0.0411(17) 0.0389(18) -0.0096(14) -0.0045(14) 0.0124(14) C11 0.060(2) 0.056(2) 0.042(2) -0.0127(18) 0.0069(18) -0.0120(19) C9 0.057(2) 0.064(3) 0.061(3) -0.014(2) 0.019(2) -0.025(2) C14 0.080(3) 0.065(3) 0.048(2) -0.021(2) 0.003(2) 0.008(2) C4 0.055(2) 0.072(3) 0.040(2) 0.0210(19) -0.0031(17) -0.024(2) C13 0.081(3) 0.080(3) 0.031(2) -0.005(2) -0.024(2) 0.007(3) C8 0.049(2) 0.058(2) 0.044(2) -0.0040(17) 0.0115(16) -0.0155(17) C16C 0.131(7) 0.323(14) 0.045(3) -0.030(6) -0.047(5) 0.039(9) N1 0.0478(17) 0.062(2) 0.0244(14) 0.0084(13) -0.0118(12) -0.0127(14) N2 0.072(2) 0.0516(18) 0.066(2) -0.0017(17) 0.0320(19) -0.0271(17) O8A 0.133(14) 0.168(18) 0.045(6) 0.027(9) -0.004(7) -0.120(14) O8B 0.106(8) 0.075(6) 0.066(10) 0.040(7) -0.013(7) -0.038(5) O7A 0.044(7) 0.047(7) 0.045(5) -0.003(5) -0.002(5) -0.020(4) O7B 0.049(8) 0.060(9) 0.048(6) 0.003(6) 0.000(5) -0.020(5) O5A 0.035(10) 0.063(6) 0.030(4) 0.021(4) -0.001(7) -0.017(7) O5B 0.032(10) 0.057(5) 0.030(4) 0.008(4) -0.001(6) -0.018(7) O6B 0.032(4) 0.063(6) 0.072(9) -0.027(5) 0.004(4) 0.014(4) O6A 0.061(12) 0.093(15) 0.057(8) -0.030(8) -0.018(9) 0.046(10) O1 0.0351(10) 0.0380(11) 0.0212(10) 0.0003(8) 0.0005(8) -0.0090(8) O2 0.0428(12) 0.0549(14) 0.0258(11) 0.0120(10) 0.0013(9) -0.0115(10) O4 0.0444(12) 0.0455(13) 0.0292(11) -0.0063(9) -0.0080(9) 0.0158(10) O3 0.0437(12) 0.0493(13) 0.0231(11) 0.0102(9) -0.0034(9) -0.0173(10) O9 0.066(2) 0.180(5) 0.068(2) 0.019(3) -0.0165(19) -0.002(3) C5A 0.0470(18) 0.0343(15) 0.0352(17) -0.0021(12) 0.0135(14) -0.0049(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 O2 2.134(2) 2 ? Zr1 O2 2.134(2) . ? Zr1 O1 2.197(2) . ? Zr1 O1 2.197(2) 2 ? Zr1 O4 2.216(2) 2 ? Zr1 O4 2.216(2) . ? Zr1 O3 2.243(2) . ? Zr1 O3 2.243(2) 2 ? C5 N2 1.340(6) . ? C5 C6 1.370(6) . ? C5 H4 1.058 . ? C7 C6 1.385(5) . ? C7 C8 1.391(5) . ? C7 C5A 1.501(4) . ? C6 H5 0.922 . ? C3 O7A 1.22(2) . ? C3 O7B 1.24(2) . ? C3 O1 1.275(4) . ? C3 C4 1.550(5) . ? C12 C11 1.357(6) . ? C12 C13 1.366(7) . ? C12 H7 0.966 . ? C1 O5A 1.23(3) . ? C1 O5B 1.24(4) . ? C1 O3 1.277(4) . ? C1 C2 1.537(4) 2 ? C15 N1 1.316(6) . ? C15 C14 1.366(6) . ? C15 H11 0.933 . ? C2 O6A 1.18(3) . ? C2 O4 1.274(4) . ? C2 O6B 1.28(3) . ? C2 C1 1.537(4) 2 ? C11 N1 1.330(6) . ? C11 H6 0.965 . ? C9 N2 1.323(6) . ? C9 C8 1.371(6) . ? C9 H2 1.009 . ? C14 C13 1.397(7) . ? C14 H12 0.904 . ? C4 O8A 1.224(17) . ? C4 O8B 1.234(16) . ? C4 O2 1.283(5) . ? C13 C16C 1.506(7) . ? C8 H1 0.977 . ? C16C C16C 1.185(18) 2_655 ? C16C H16A 0.9700 . ? C16C H16B 0.9700 . ? N1 H8 0.810 . ? N2 H3 0.876 . ? O8A O8B 0.64(4) . ? O9 H17 0.974 . ? O9 H17B 0.950 . ? C5A C5A 1.529(6) 5_566 ? C5A H5A1 0.9700 . ? C5A H5A2 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 O2 Zr1 O2 94.30(15) 2 . ? O2 Zr1 O1 77.36(9) 2 . ? O2 Zr1 O1 71.92(8) . . ? O2 Zr1 O1 71.92(8) 2 2 ? O2 Zr1 O1 77.36(9) . 2 ? O1 Zr1 O1 134.21(11) . 2 ? O2 Zr1 O4 91.01(10) 2 2 ? O2 Zr1 O4 147.97(8) . 2 ? O1 Zr1 O4 139.86(8) . 2 ? O1 Zr1 O4 74.37(8) 2 2 ? O2 Zr1 O4 147.97(8) 2 . ? O2 Zr1 O4 91.01(10) . . ? O1 Zr1 O4 74.37(8) . . ? O1 Zr1 O4 139.86(8) 2 . ? O4 Zr1 O4 100.97(14) 2 . ? O2 Zr1 O3 80.70(10) 2 . ? O2 Zr1 O3 142.08(8) . . ? O1 Zr1 O3 70.30(8) . . ? O1 Zr1 O3 134.10(8) 2 . ? O4 Zr1 O3 69.94(8) 2 . ? O4 Zr1 O3 75.88(9) . . ? O2 Zr1 O3 142.08(8) 2 2 ? O2 Zr1 O3 80.70(10) . 2 ? O1 Zr1 O3 134.10(8) . 2 ? O1 Zr1 O3 70.30(8) 2 2 ? O4 Zr1 O3 75.88(9) 2 2 ? O4 Zr1 O3 69.94(8) . 2 ? O3 Zr1 O3 125.07(13) . 2 ? N2 C5 C6 119.5(4) . . ? N2 C5 H4 118.8 . . ? C6 C5 H4 121.6 . . ? C6 C7 C8 117.7(3) . . ? C6 C7 C5A 120.6(3) . . ? C8 C7 C5A 121.7(3) . . ? C5 C6 C7 120.3(4) . . ? C5 C6 H5 115.2 . . ? C7 C6 H5 123.5 . . ? O7A C3 O1 125.1(11) . . ? O7B C3 O1 124.7(12) . . ? O7A C3 C4 121.0(11) . . ? O7B C3 C4 121.1(12) . . ? O1 C3 C4 112.6(3) . . ? C11 C12 C13 119.5(4) . . ? C11 C12 H7 119.4 . . ? C13 C12 H7 121.2 . . ? O5A C1 O3 120.8(14) . . ? O5B C1 O3 131.7(13) . . ? O5A C1 C2 125.5(14) . 2 ? O5B C1 C2 114.8(13) . 2 ? O3 C1 C2 113.3(3) . 2 ? N1 C15 C14 119.7(4) . . ? N1 C15 H11 125.6 . . ? C14 C15 H11 114.6 . . ? O6A C2 O4 124.2(15) . . ? O4 C2 O6B 127.1(15) . . ? O6A C2 C1 120.8(14) . 2 ? O4 C2 C1 113.6(3) . 2 ? O6B C2 C1 118.8(15) . 2 ? N1 C11 C12 120.4(4) . . ? N1 C11 H6 116.0 . . ? C12 C11 H6 123.4 . . ? N2 C9 C8 119.6(4) . . ? N2 C9 H2 117.7 . . ? C8 C9 H2 122.6 . . ? C15 C14 C13 119.3(4) . . ? C15 C14 H12 113.8 . . ? C13 C14 H12 126.8 . . ? O8A C4 O2 120.3(10) . . ? O8B C4 O2 128.2(9) . . ? O8A C4 C3 123.8(10) . . ? O8B C4 C3 116.8(9) . . ? O2 C4 C3 113.0(3) . . ? C12 C13 C14 118.6(4) . . ? C12 C13 C16C 117.9(6) . . ? C14 C13 C16C 123.5(6) . . ? C9 C8 C7 120.4(4) . . ? C9 C8 H1 120.8 . . ? C7 C8 H1 118.7 . . ? C16C C16C C13 126.7(12) 2_655 . ? C16C C16C H16A 105.6 2_655 . ? C13 C16C H16A 105.6 . . ? C16C C16C H16B 105.6 2_655 . ? C13 C16C H16B 105.6 . . ? H16A C16C H16B 106.1 . . ? C15 N1 C11 122.3(3) . . ? C15 N1 H8 120.2 . . ? C11 N1 H8 117.4 . . ? C9 N2 C5 122.5(3) . . ? C9 N2 H3 120.0 . . ? C5 N2 H3 117.4 . . ? O8B O8A C4 76(3) . . ? O8A O8B C4 74(3) . . ? C3 O1 Zr1 120.22(19) . . ? C4 O2 Zr1 121.6(2) . . ? C2 O4 Zr1 121.5(2) . . ? C1 O3 Zr1 120.82(19) . . ? H17 O9 H17B 100.9 . . ? C7 C5A C5A 111.6(3) . 5_566 ? C7 C5A H5A1 109.3 . . ? C5A C5A H5A1 109.3 5_566 . ? C7 C5A H5A2 109.3 . . ? C5A C5A H5A2 109.3 5_566 . ? H5A1 C5A H5A2 108.0 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.717 _refine_diff_density_min -1.240 _refine_diff_density_rms 0.272 #END data_Cmpd_1c _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C12 H12 N2), C8 O16 Zr, 4(H2O)' _chemical_formula_sum 'C32 H32 N4 O20 Zr' _chemical_formula_weight 883.84 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 P2/n _symmetry_space_group_name_Hall -P2yac loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y, -z+1/2' '-x, -y, -z' 'x-1/2, -y, z-1/2' _cell_length_a 8.796(5) _cell_length_b 10.674(5) _cell_length_c 19.617(8) _cell_angle_alpha 90.00 _cell_angle_beta 101.95(4) _cell_angle_gamma 90.00 _cell_volume 1801.9(15) _cell_formula_units_Z 2 _cell_measurement_temperature 180(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'prisme' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.33 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.629 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 904 _exptl_absorpt_coefficient_mu 0.398 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 180(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12736 _diffrn_reflns_av_R_equivalents 0.0441 _diffrn_reflns_av_sigmaI/netI 0.0288 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 26.37 _reflns_number_total 3687 _reflns_number_gt 3482 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0504P)^2^+0.5898P] 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 SHELXL _refine_ls_extinction_coef 0.0119(13) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 3681 _refine_ls_number_parameters 324 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0295 _refine_ls_R_factor_gt 0.0273 _refine_ls_wR_factor_ref 0.0880 _refine_ls_wR_factor_gt 0.0790 _refine_ls_goodness_of_fit_ref 1.206 _refine_ls_restrained_S_all 1.206 _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 0.7500 0.195952(19) 0.2500 0.01351(11) Uani 1 2 d S . . O4 O 0.59440(14) 0.03275(12) 0.24768(6) 0.0202(3) Uani 1 1 d . . . O1O O 0.2500 -0.0654(2) 0.2500 0.0372(5) Uani 1 2 d S . . O2 O 0.55056(15) -0.13949(12) 0.30575(7) 0.0237(3) Uani 1 1 d . . . O1 O 0.69937(16) -0.01969(13) 0.42650(7) 0.0253(3) Uani 1 1 d . . . O3 O 0.76484(15) 0.12949(12) 0.35816(6) 0.0207(3) Uani 1 1 d . . . O6 O 0.52468(14) 0.25716(12) 0.18973(6) 0.0220(3) Uani 1 1 d . . . O5 O 0.67154(15) 0.35432(12) 0.30321(6) 0.0232(3) Uani 1 1 d . . . C7 C 0.5457(2) 0.30419(17) 0.45079(11) 0.0247(4) Uani 1 1 d . . . O7 O 0.5426(2) 0.53506(14) 0.28408(9) 0.0408(4) Uani 1 1 d . . . O3O O 0.30510(17) 0.06258(15) 0.13379(8) 0.0292(3) Uani 1 1 d . . . N1 N 0.48129(19) 0.21423(15) 0.55033(9) 0.0220(3) Uani 1 1 d . . . O8 O 0.3562(2) 0.41531(16) 0.16772(8) 0.0434(4) Uani 1 1 d . . . C13 C 0.9916(2) 0.75587(18) 0.49982(10) 0.0223(4) Uani 1 1 d . . . C6 C 0.4660(2) 0.21728(18) 0.48069(10) 0.0248(4) Uani 1 1 d . . . C1 C 0.69729(19) 0.02905(16) 0.36911(9) 0.0167(3) Uani 1 1 d . . . C14 C 0.8754(2) 0.67923(18) 0.38577(10) 0.0240(4) Uani 1 1 d . . . C5 C 0.5727(2) 0.29552(18) 0.59202(11) 0.0244(4) Uani 1 1 d . . . C11 C 0.8175(2) 0.57306(17) 0.49246(9) 0.0203(4) Uani 1 1 d . . . C10 C 0.7244(2) 0.48464(17) 0.45873(9) 0.0218(4) Uani 1 1 d . . . C16 C 1.0614(2) 0.84934(18) 0.46909(10) 0.0241(4) Uani 1 1 d . . . C8 C 0.6550(2) 0.38464(18) 0.56455(10) 0.0230(4) Uani 1 1 d . . . N2 N 1.03766(18) 0.85700(15) 0.39961(9) 0.0240(3) Uani 1 1 d . . . C2 C 0.60533(18) -0.03430(16) 0.30245(9) 0.0166(3) Uani 1 1 d . . . C4 C 0.4706(2) 0.36491(17) 0.20222(9) 0.0237(4) Uani 1 1 d . . . C12 C 0.8949(2) 0.66898(17) 0.45831(9) 0.0187(3) Uani 1 1 d . . . C9 C 0.6427(2) 0.39101(17) 0.49245(9) 0.0198(4) Uani 1 1 d . . . C15 C 0.9485(2) 0.77437(19) 0.35769(10) 0.0258(4) Uani 1 1 d . . . C3 C 0.5668(2) 0.42751(18) 0.26841(9) 0.0241(4) Uani 1 1 d . . . O2O O 0.2500 -0.3376(2) 0.2500 0.0352(5) Uani 1 2 d S . . H13 H 1.008(2) 0.754(2) 0.5468(13) 0.022(5) Uiso 1 1 d . . . H14 H 0.809(3) 0.622(2) 0.3526(13) 0.029(6) Uiso 1 1 d . . . H6 H 0.401(3) 0.154(2) 0.4563(13) 0.028(6) Uiso 1 1 d . . . H16 H 1.128(2) 0.913(2) 0.4954(12) 0.024(5) Uiso 1 1 d . . . H15 H 0.940(3) 0.782(2) 0.3111(15) 0.036(7) Uiso 1 1 d . . . H11 H 0.838(3) 0.581(2) 0.5449(13) 0.031(6) Uiso 1 1 d . . . H1 H 0.426(3) 0.153(3) 0.5685(14) 0.037(7) Uiso 1 1 d . . . H7 H 0.532(3) 0.303(2) 0.4019(15) 0.038(7) Uiso 1 1 d . . . H5 H 0.574(3) 0.291(2) 0.6385(15) 0.034(7) Uiso 1 1 d . . . H10 H 0.707(3) 0.474(3) 0.4076(15) 0.042(7) Uiso 1 1 d . . . H8 H 0.721(3) 0.437(2) 0.5966(14) 0.037(6) Uiso 1 1 d . . . H2 H 1.083(3) 0.919(3) 0.3828(15) 0.043(7) Uiso 1 1 d . . . H2O H 0.175(3) -0.380(3) 0.2502(17) 0.056(9) Uiso 1 1 d . . . H3O H 0.270(4) 0.029(3) 0.166(2) 0.075(12) Uiso 1 1 d . . . H1O H 0.174(3) -0.110(3) 0.2419(15) 0.043(8) Uiso 1 1 d . . . H4O H 0.366(3) 0.128(3) 0.1484(16) 0.055(9) Uiso 1 1 d . . . 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 0.02034(15) 0.01080(15) 0.00889(14) 0.000 0.00189(9) 0.000 O4 0.0236(6) 0.0210(6) 0.0142(6) 0.0024(5) -0.0003(5) -0.0063(5) O1O 0.0232(10) 0.0326(12) 0.0532(15) 0.000 0.0021(10) 0.000 O2 0.0294(7) 0.0202(7) 0.0200(6) 0.0009(5) 0.0021(5) -0.0089(5) O1 0.0367(7) 0.0240(7) 0.0137(6) 0.0023(5) 0.0021(5) -0.0127(6) O3 0.0317(6) 0.0173(6) 0.0125(6) 0.0001(5) 0.0036(5) -0.0074(5) O6 0.0267(6) 0.0177(6) 0.0194(6) -0.0028(5) -0.0006(5) 0.0046(5) O5 0.0325(7) 0.0222(7) 0.0140(6) -0.0038(5) 0.0028(5) 0.0077(5) C7 0.0350(10) 0.0237(10) 0.0164(9) -0.0042(7) 0.0074(8) -0.0084(7) O7 0.0554(10) 0.0245(8) 0.0365(9) -0.0118(6) -0.0042(7) 0.0148(7) O3O 0.0301(7) 0.0262(8) 0.0276(8) -0.0056(6) -0.0024(6) 0.0042(6) N1 0.0260(8) 0.0183(7) 0.0223(8) 0.0031(6) 0.0067(6) -0.0049(6) O8 0.0569(10) 0.0395(9) 0.0257(8) -0.0049(7) -0.0104(7) 0.0287(8) C13 0.0267(9) 0.0209(9) 0.0185(9) -0.0004(7) 0.0027(7) -0.0034(7) C6 0.0313(10) 0.0208(9) 0.0224(9) -0.0049(7) 0.0059(8) -0.0085(8) C1 0.0212(8) 0.0151(8) 0.0140(8) 0.0006(6) 0.0038(6) -0.0015(6) C14 0.0298(9) 0.0232(9) 0.0182(9) 0.0002(7) 0.0032(7) -0.0075(7) C5 0.0318(10) 0.0240(10) 0.0172(9) 0.0023(7) 0.0045(8) -0.0064(7) C11 0.0255(8) 0.0204(9) 0.0152(8) 0.0027(7) 0.0043(7) -0.0017(7) C10 0.0289(9) 0.0209(9) 0.0163(9) 0.0001(7) 0.0062(7) -0.0051(7) C16 0.0240(9) 0.0193(9) 0.0277(10) -0.0011(7) 0.0025(7) -0.0051(7) C8 0.0284(9) 0.0210(9) 0.0186(9) 0.0000(7) 0.0025(7) -0.0072(7) N2 0.0252(8) 0.0181(8) 0.0295(9) 0.0068(6) 0.0075(6) -0.0042(6) C2 0.0152(7) 0.0186(8) 0.0158(8) -0.0003(6) 0.0030(6) -0.0010(6) C4 0.0347(10) 0.0203(9) 0.0153(8) 0.0016(7) 0.0037(7) 0.0080(7) C12 0.0204(8) 0.0173(8) 0.0179(9) 0.0012(7) 0.0026(7) -0.0004(7) C9 0.0237(8) 0.0175(8) 0.0193(8) -0.0002(7) 0.0070(7) -0.0017(7) C15 0.0319(10) 0.0263(9) 0.0194(9) 0.0047(8) 0.0057(8) -0.0040(8) C3 0.0349(10) 0.0207(9) 0.0174(9) -0.0008(7) 0.0070(7) 0.0058(7) O2O 0.0394(13) 0.0221(10) 0.0385(13) 0.000 -0.0049(10) 0.000 _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 2.1722(13) 2_655 ? Zr1 O5 2.1736(13) . ? Zr1 O6 2.1865(12) 2_655 ? Zr1 O6 2.1872(12) . ? Zr1 O4 2.2092(12) . ? Zr1 O4 2.2108(12) 2_655 ? Zr1 O3 2.2151(12) . ? Zr1 O3 2.2155(12) 2_655 ? O4 C2 1.278(2) . ? O2 C2 1.228(2) . ? O1 C1 1.237(2) . ? O3 C1 1.265(2) . ? O6 C4 1.288(2) . ? O5 C3 1.290(2) . ? C7 C6 1.365(3) . ? C7 C9 1.402(3) . ? O7 C3 1.219(2) . ? N1 C5 1.340(3) . ? N1 C6 1.345(3) . ? O8 C4 1.216(2) . ? C13 C16 1.374(3) . ? C13 C12 1.400(3) . ? C1 C2 1.544(2) . ? C14 C15 1.376(3) . ? C14 C12 1.402(3) . ? C5 C8 1.371(3) . ? C11 C10 1.332(3) . ? C11 C12 1.465(2) . ? C10 C9 1.465(2) . ? C16 N2 1.338(3) . ? C8 C9 1.398(2) . ? N2 C15 1.342(3) . ? C4 C3 1.547(3) . ? 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 O5 77.86(7) 2_655 . ? O5 Zr1 O6 71.65(5) 2_655 2_655 ? O5 Zr1 O6 81.41(5) . 2_655 ? O5 Zr1 O6 81.37(5) 2_655 . ? O5 Zr1 O6 71.61(5) . . ? O6 Zr1 O6 145.23(7) 2_655 . ? O5 Zr1 O4 149.34(5) 2_655 . ? O5 Zr1 O4 111.47(5) . . ? O6 Zr1 O4 137.27(5) 2_655 . ? O6 Zr1 O4 74.72(5) . . ? O5 Zr1 O4 111.48(5) 2_655 2_655 ? O5 Zr1 O4 149.36(5) . 2_655 ? O6 Zr1 O4 74.70(5) 2_655 2_655 ? O6 Zr1 O4 137.29(5) . 2_655 ? O4 Zr1 O4 75.96(7) . 2_655 ? O5 Zr1 O3 138.38(5) 2_655 . ? O5 Zr1 O3 75.56(5) . . ? O6 Zr1 O3 73.17(5) 2_655 . ? O6 Zr1 O3 118.72(5) . . ? O4 Zr1 O3 71.39(4) . . ? O4 Zr1 O3 79.32(5) 2_655 . ? O5 Zr1 O3 75.56(5) 2_655 2_655 ? O5 Zr1 O3 138.39(5) . 2_655 ? O6 Zr1 O3 118.72(5) 2_655 2_655 ? O6 Zr1 O3 73.21(5) . 2_655 ? O4 Zr1 O3 79.30(5) . 2_655 ? O4 Zr1 O3 71.36(4) 2_655 2_655 ? O3 Zr1 O3 142.64(6) . 2_655 ? C2 O4 Zr1 119.05(10) . . ? C1 O3 Zr1 119.82(11) . . ? C4 O6 Zr1 119.58(11) . . ? C3 O5 Zr1 118.70(11) . . ? C6 C7 C9 120.20(18) . . ? C5 N1 C6 121.70(17) . . ? C16 C13 C12 119.88(18) . . ? N1 C6 C7 120.03(17) . . ? O1 C1 O3 126.29(16) . . ? O1 C1 C2 119.56(15) . . ? O3 C1 C2 114.15(14) . . ? C15 C14 C12 119.65(17) . . ? N1 C5 C8 120.52(19) . . ? C10 C11 C12 124.30(17) . . ? C11 C10 C9 124.54(17) . . ? N2 C16 C13 120.11(17) . . ? C5 C8 C9 119.68(17) . . ? C16 N2 C15 122.16(17) . . ? O2 C2 O4 126.43(16) . . ? O2 C2 C1 119.86(15) . . ? O4 C2 C1 113.70(14) . . ? O8 C4 O6 125.84(18) . . ? O8 C4 C3 121.47(17) . . ? O6 C4 C3 112.69(15) . . ? C13 C12 C14 118.09(17) . . ? C13 C12 C11 118.70(17) . . ? C14 C12 C11 123.21(16) . . ? C8 C9 C7 117.88(17) . . ? C8 C9 C10 123.20(16) . . ? C7 C9 C10 118.91(17) . . ? N2 C15 C14 120.08(18) . . ? O7 C3 O5 125.47(18) . . ? O7 C3 C4 121.64(17) . . ? O5 C3 C4 112.89(15) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.601 _refine_diff_density_min -0.456 _refine_diff_density_rms 0.098 #END data_Cmpd_1d _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 O16 Zr, 2(C8 H12 N4)' _chemical_formula_sum 'C24 H24 N8 O16 Zr' _chemical_formula_weight 771.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 C2/c _symmetry_space_group_name_Hall -C2yc 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' '-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 18.167(3) _cell_length_b 11.556(3) _cell_length_c 13.384(3) _cell_angle_alpha 90.00 _cell_angle_beta 91.30(8) _cell_angle_gamma 90.00 _cell_volume 2809.0(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1 _cell_measurement_theta_max 20 _exptl_crystal_description prisme _exptl_crystal_colour white _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.825 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1568 _exptl_absorpt_coefficient_mu 0.490 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14823 _diffrn_reflns_av_R_equivalents 0.0536 _diffrn_reflns_av_sigmaI/netI 0.0467 _diffrn_reflns_limit_h_min -25 _diffrn_reflns_limit_h_max 25 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 29.54 _reflns_number_total 3926 _reflns_number_gt 2985 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD Server Software (Nonius, 1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN' _computing_structure_solution 'shelxs-97 (Sheldrick, 1990)' _computing_structure_refinement 'shelxl-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 ( Farrugia, 1997) and Diamond 2.1e' _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^)+(0.0757P)^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 3926 _refine_ls_number_parameters 270 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0643 _refine_ls_R_factor_gt 0.0371 _refine_ls_wR_factor_ref 0.1398 _refine_ls_wR_factor_gt 0.0977 _refine_ls_goodness_of_fit_ref 1.203 _refine_ls_restrained_S_all 1.203 _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 Zr01 Zr 0.0000 0.07982(3) 0.7500 0.02294(14) Uani 1 2 d S . . O3 O 0.00518(12) 0.40166(16) 0.89529(18) 0.0363(5) Uani 1 1 d . . . O1 O -0.08915(11) 0.14491(16) 0.84415(16) 0.0304(4) Uani 1 1 d . . . O4 O -0.13661(11) 0.30803(19) 0.90309(16) 0.0353(5) Uani 1 1 d . . . O6 O -0.02438(11) -0.06769(17) 0.84668(18) 0.0372(5) Uani 1 1 d . . . O8 O 0.02085(12) -0.23623(17) 0.90220(18) 0.0390(5) Uani 1 1 d . . . O5 O 0.10355(11) 0.01787(16) 0.82075(16) 0.0315(5) Uani 1 1 d . . . O2 O 0.04103(11) 0.22846(17) 0.83884(17) 0.0327(5) Uani 1 1 d . . . O7 O 0.16031(12) -0.13385(19) 0.8889(2) 0.0453(6) Uani 1 1 d . . . N1 N -0.09856(16) 0.5974(3) 0.8912(2) 0.0362(6) Uani 1 1 d . . . N4 N -0.37617(15) 1.0668(2) 0.8894(2) 0.0322(6) Uani 1 1 d . . . C6 C -0.20377(14) 0.7249(2) 0.87854(19) 0.0238(5) Uani 1 1 d . . . N3 N -0.26381(18) 1.1520(2) 0.8962(2) 0.0379(6) Uani 1 1 d . . . C9 C -0.26821(15) 0.9438(2) 0.8843(2) 0.0231(5) Uani 1 1 d . . . C5 C -0.16958(16) 0.6089(2) 0.8780(2) 0.0261(6) Uani 1 1 d . . . N2 N -0.21120(17) 0.5168(2) 0.8653(2) 0.0372(6) Uani 1 1 d . . . C8 C -0.19759(16) 0.9271(2) 0.9219(2) 0.0286(6) Uani 1 1 d . . . C12 C -0.30451(15) 1.0587(2) 0.8901(2) 0.0251(6) Uani 1 1 d . . . C1 C -0.00654(15) 0.3006(2) 0.8711(2) 0.0268(6) Uani 1 1 d . . . C2 C -0.08518(15) 0.2500(2) 0.8749(2) 0.0250(5) Uani 1 1 d . . . C4 C 0.02776(16) -0.1366(2) 0.8719(2) 0.0283(6) Uani 1 1 d . . . C7 C -0.16581(16) 0.8183(2) 0.9204(2) 0.0286(6) Uani 1 1 d . . . C3 C 0.10501(16) -0.0830(2) 0.8603(2) 0.0285(6) Uani 1 1 d . . . C11 C -0.27408(16) 0.7419(3) 0.8398(2) 0.0302(6) Uani 1 1 d . . . C10 C -0.30651(16) 0.8505(2) 0.8432(2) 0.0286(6) Uani 1 1 d . . . H8 H -0.1729(18) 0.991(3) 0.952(2) 0.037(9) Uiso 1 1 d . . . H7 H -0.125(2) 0.807(3) 0.953(3) 0.041(9) Uiso 1 1 d . . . H1A H -0.072(2) 0.655(3) 0.894(3) 0.042(11) Uiso 1 1 d . . . H2A H -0.197(2) 0.456(4) 0.871(3) 0.061(13) Uiso 1 1 d . . . H4B H -0.3964(19) 1.125(3) 0.903(2) 0.034(9) Uiso 1 1 d . . . H4A H -0.399(2) 1.012(3) 0.896(3) 0.038(10) Uiso 1 1 d . . . H1B H -0.084(2) 0.541(4) 0.897(3) 0.041(11) Uiso 1 1 d . . . H3B H -0.285(2) 1.214(4) 0.900(3) 0.066(14) Uiso 1 1 d . . . H3A H -0.223(2) 1.155(3) 0.894(3) 0.034(10) Uiso 1 1 d . . . H2B H -0.262(2) 0.520(4) 0.869(3) 0.058(12) Uiso 1 1 d . . . H10 H -0.3538(18) 0.862(3) 0.816(2) 0.030(8) Uiso 1 1 d . . . H11 H -0.2934(19) 0.679(3) 0.814(3) 0.041(9) Uiso 1 1 d . . . 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 Zr01 0.0145(2) 0.01210(19) 0.0422(2) 0.000 -0.00024(14) 0.000 O3 0.0284(11) 0.0206(10) 0.0602(14) -0.0092(9) 0.0038(10) -0.0035(8) O1 0.0236(10) 0.0206(9) 0.0473(12) -0.0015(8) 0.0045(9) -0.0037(7) O4 0.0239(10) 0.0341(11) 0.0482(12) -0.0073(9) 0.0036(9) 0.0046(9) O6 0.0198(10) 0.0261(11) 0.0658(14) 0.0165(10) 0.0043(10) 0.0030(8) O8 0.0289(11) 0.0221(10) 0.0660(15) 0.0149(10) -0.0021(10) -0.0012(8) O5 0.0228(10) 0.0182(9) 0.0533(13) 0.0039(8) -0.0060(9) -0.0027(7) O2 0.0191(9) 0.0247(10) 0.0544(12) -0.0104(9) 0.0004(8) 0.0002(8) O7 0.0233(11) 0.0340(12) 0.0782(17) 0.0149(11) -0.0103(11) 0.0032(9) N1 0.0274(14) 0.0208(13) 0.0603(19) -0.0005(12) 0.0002(12) 0.0056(11) N4 0.0237(13) 0.0207(13) 0.0521(16) -0.0027(11) -0.0001(11) 0.0037(10) C6 0.0223(13) 0.0195(12) 0.0297(13) -0.0001(10) 0.0047(10) 0.0002(10) N3 0.0303(16) 0.0207(13) 0.0624(19) 0.0038(12) -0.0051(14) -0.0037(11) C9 0.0221(13) 0.0190(12) 0.0284(13) 0.0007(10) 0.0034(10) -0.0011(10) C5 0.0277(14) 0.0217(12) 0.0292(14) -0.0016(10) 0.0064(11) -0.0004(10) N2 0.0354(16) 0.0201(13) 0.0563(17) -0.0053(12) 0.0091(13) -0.0023(11) C8 0.0226(14) 0.0214(14) 0.0418(16) -0.0041(12) -0.0027(12) -0.0032(10) C12 0.0254(14) 0.0229(13) 0.0268(13) 0.0016(10) -0.0014(11) -0.0010(10) C1 0.0246(14) 0.0201(13) 0.0354(15) -0.0005(11) -0.0021(11) 0.0005(10) C2 0.0240(13) 0.0209(13) 0.0302(14) 0.0009(10) 0.0006(11) -0.0003(10) C4 0.0246(14) 0.0204(13) 0.0399(15) 0.0039(11) -0.0003(11) 0.0008(10) C7 0.0197(13) 0.0238(14) 0.0421(16) -0.0015(12) -0.0035(12) 0.0001(10) C3 0.0255(14) 0.0204(13) 0.0392(16) 0.0014(11) -0.0054(12) 0.0014(10) C11 0.0264(14) 0.0233(14) 0.0409(16) -0.0067(12) -0.0015(12) -0.0022(11) C10 0.0200(13) 0.0262(14) 0.0394(15) -0.0033(11) -0.0039(11) 0.0000(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr01 O6 2.191(2) 2_556 ? Zr01 O6 2.191(2) . ? Zr01 O5 2.206(2) 2_556 ? Zr01 O5 2.206(2) . ? Zr01 O1 2.207(2) . ? Zr01 O1 2.207(2) 2_556 ? Zr01 O2 2.209(2) . ? Zr01 O2 2.209(2) 2_556 ? O3 C1 1.229(3) . ? O1 C2 1.283(3) . ? O4 C2 1.217(3) . ? O6 C4 1.277(3) . ? O8 C4 1.229(3) . ? O5 C3 1.281(3) . ? O2 C1 1.283(3) . ? O7 C3 1.218(3) . ? N1 C5 1.305(4) . ? N1 H1A 0.82(4) . ? N1 H1B 0.71(4) . ? N4 C12 1.305(4) . ? N4 H4B 0.79(4) . ? N4 H4A 0.77(4) . ? C6 C11 1.382(4) . ? C6 C7 1.391(4) . ? C6 C5 1.478(4) . ? N3 C12 1.310(4) . ? N3 H3B 0.82(5) . ? N3 H3A 0.75(4) . ? C9 C8 1.381(4) . ? C9 C10 1.390(4) . ? C9 C12 1.485(4) . ? C5 N2 1.314(4) . ? N2 H2A 0.75(5) . ? N2 H2B 0.93(4) . ? C8 C7 1.385(4) . ? C8 H8 0.95(3) . ? C1 C2 1.546(4) . ? C4 C3 1.545(4) . ? C7 H7 0.87(4) . ? C11 C10 1.387(4) . ? C11 H11 0.88(4) . ? C10 H10 0.94(3) . ? 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 O6 Zr01 O6 77.87(13) 2_556 . ? O6 Zr01 O5 71.09(7) 2_556 2_556 ? O6 Zr01 O5 79.59(8) . 2_556 ? O6 Zr01 O5 79.59(8) 2_556 . ? O6 Zr01 O5 71.09(7) . . ? O5 Zr01 O5 142.14(10) 2_556 . ? O6 Zr01 O1 139.74(7) 2_556 . ? O6 Zr01 O1 76.53(8) . . ? O5 Zr01 O1 74.09(7) 2_556 . ? O5 Zr01 O1 119.69(8) . . ? O6 Zr01 O1 76.53(8) 2_556 2_556 ? O6 Zr01 O1 139.74(7) . 2_556 ? O5 Zr01 O1 119.69(8) 2_556 2_556 ? O5 Zr01 O1 74.09(7) . 2_556 ? O1 Zr01 O1 140.14(10) . 2_556 ? O6 Zr01 O2 148.48(8) 2_556 . ? O6 Zr01 O2 110.93(9) . . ? O5 Zr01 O2 139.23(7) 2_556 . ? O5 Zr01 O2 75.36(7) . . ? O1 Zr01 O2 70.77(7) . . ? O1 Zr01 O2 78.42(8) 2_556 . ? O6 Zr01 O2 110.93(9) 2_556 2_556 ? O6 Zr01 O2 148.48(8) . 2_556 ? O5 Zr01 O2 75.36(7) 2_556 2_556 ? O5 Zr01 O2 139.23(7) . 2_556 ? O1 Zr01 O2 78.42(8) . 2_556 ? O1 Zr01 O2 70.77(7) 2_556 2_556 ? O2 Zr01 O2 77.92(11) . 2_556 ? C2 O1 Zr01 117.96(17) . . ? C4 O6 Zr01 118.83(18) . . ? C3 O5 Zr01 118.84(18) . . ? C1 O2 Zr01 117.72(17) . . ? C5 N1 H1A 119(3) . . ? C5 N1 H1B 118(3) . . ? H1A N1 H1B 122(4) . . ? C12 N4 H4B 122(3) . . ? C12 N4 H4A 119(3) . . ? H4B N4 H4A 115(4) . . ? C11 C6 C7 119.1(3) . . ? C11 C6 C5 120.8(2) . . ? C7 C6 C5 120.1(2) . . ? C12 N3 H3B 118(3) . . ? C12 N3 H3A 127(3) . . ? H3B N3 H3A 115(4) . . ? C8 C9 C10 119.2(3) . . ? C8 C9 C12 121.1(2) . . ? C10 C9 C12 119.7(2) . . ? N1 C5 N2 120.0(3) . . ? N1 C5 C6 120.4(3) . . ? N2 C5 C6 119.6(3) . . ? C5 N2 H2A 123(4) . . ? C5 N2 H2B 122(3) . . ? H2A N2 H2B 112(4) . . ? C9 C8 C7 120.4(3) . . ? C9 C8 H8 118(2) . . ? C7 C8 H8 121(2) . . ? N4 C12 N3 120.2(3) . . ? N4 C12 C9 120.5(3) . . ? N3 C12 C9 119.3(3) . . ? O3 C1 O2 126.3(3) . . ? O3 C1 C2 120.4(2) . . ? O2 C1 C2 113.3(2) . . ? O4 C2 O1 125.7(3) . . ? O4 C2 C1 121.2(2) . . ? O1 C2 C1 113.1(2) . . ? O8 C4 O6 126.2(3) . . ? O8 C4 C3 120.6(3) . . ? O6 C4 C3 113.2(2) . . ? C8 C7 C6 120.5(3) . . ? C8 C7 H7 119(2) . . ? C6 C7 H7 120(2) . . ? O7 C3 O5 125.3(3) . . ? O7 C3 C4 121.4(2) . . ? O5 C3 C4 113.3(2) . . ? C6 C11 C10 120.4(3) . . ? C6 C11 H11 113(2) . . ? C10 C11 H11 127(2) . . ? C11 C10 C9 120.4(3) . . ? C11 C10 H10 120.3(19) . . ? C9 C10 H10 119.3(19) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 29.54 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.516 _refine_diff_density_min -1.101 _refine_diff_density_rms 0.228 #END data_Compound_1e _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '2(C8 O16 Zr), 4(C6 H10 N2), 7(H2 O)' _chemical_formula_sum 'C40 H54 N8 O39 Zr2' _chemical_formula_weight 1453.35 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' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zr' 'Zr' -2.9673 0.5597 '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' _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 7.729(1) _cell_length_b 11.696(1) _cell_length_c 16.978(1) _cell_angle_alpha 74.42(9) _cell_angle_beta 83.32(1) _cell_angle_gamma 72.45(7) _cell_volume 1408.6(5) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'prisme' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.24 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.713 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 742 _exptl_absorpt_coefficient_mu 0.487 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35318 _diffrn_reflns_av_R_equivalents 0.1369 _diffrn_reflns_av_sigmaI/netI 0.1082 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5763 _reflns_number_gt 3737 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD Server Software (Nonius, 1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN' _computing_structure_solution 'shelxs-97 (Sheldrick, 1990)' _computing_structure_refinement 'shelxl-97 (Sheldrick, 1997)' _computing_molecular_graphics 'PLATON ( Spek, 1990) and Diamond 2.1e' _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^)+(0.0808P)^2^+2.9909P] 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 5756 _refine_ls_number_parameters 407 _refine_ls_number_restraints 54 _refine_ls_R_factor_all 0.1310 _refine_ls_R_factor_gt 0.0674 _refine_ls_wR_factor_ref 0.1881 _refine_ls_wR_factor_gt 0.1503 _refine_ls_goodness_of_fit_ref 1.147 _refine_ls_restrained_S_all 1.348 _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 Zr01 Zr 0.11700(10) 0.73419(7) 0.72831(4) 0.0178(2) Uani 1 1 d . . . O2 O 0.2188(7) 1.0510(5) 0.5601(3) 0.0246(12) Uani 1 1 d . . . O7 O 0.1159(8) 0.5381(5) 0.7686(3) 0.0288(13) Uani 1 1 d . . . O14 O -0.1601(7) 0.8445(6) 0.6884(3) 0.0339(14) Uani 1 1 d . . . O4 O 0.1721(7) 0.8681(5) 0.6158(3) 0.0255(12) Uani 1 1 d . . . O3 O 0.1445(8) 1.0951(5) 0.7163(4) 0.0334(14) Uani 1 1 d . . . O15 O -0.4519(8) 0.9144(6) 0.7240(4) 0.0461(17) Uani 1 1 d . . . O1 O 0.1221(7) 0.9014(5) 0.7612(3) 0.0250(12) Uani 1 1 d . . . O8 O 0.0918(8) 0.3738(5) 0.7312(4) 0.0355(14) Uani 1 1 d . . . O13 O -0.0741(7) 0.7312(5) 0.8350(3) 0.0337(14) Uani 1 1 d . . . O11 O 0.4055(7) 0.6625(5) 0.6956(3) 0.0300(13) Uani 1 1 d . . . O5 O 0.0518(10) 0.5238(6) 0.5733(4) 0.0512(19) Uani 1 1 d . . . O16 O -0.3543(8) 0.8011(7) 0.8857(4) 0.0520(19) Uani 1 1 d . . . N1 N 0.0165(8) 1.2987(6) 0.5713(4) 0.0243(15) Uani 1 1 d . . . H1A H 0.0743 1.2518 0.5375 0.036 Uiso 1 1 calc R . . H1B H 0.0817 1.2794 0.6153 0.036 Uiso 1 1 calc R . . H1C H 0.0016 1.3781 0.5459 0.036 Uiso 1 1 calc R . . O12 O 0.2720(7) 0.6608(5) 0.8404(3) 0.0298(13) Uani 1 1 d . . . N3 N 0.7066(10) 0.0590(7) 1.1120(4) 0.0375(18) Uani 1 1 d . . . H3A H 0.7111 0.1107 1.1412 0.056 Uiso 1 1 calc R . . H3B H 0.7831 -0.0150 1.1316 0.056 Uiso 1 1 calc R . . H3C H 0.5942 0.0522 1.1150 0.056 Uiso 1 1 calc R . . O10 O 0.6866(8) 0.5716(6) 0.7397(4) 0.0445(16) Uani 1 1 d . . . O6 O 0.0756(9) 0.6739(5) 0.6230(3) 0.0351(14) Uani 1 1 d . . . O9 O 0.5297(9) 0.5366(7) 0.8973(4) 0.060(2) Uani 1 1 d . . . C4 C -0.1606(10) 1.2773(7) 0.5961(5) 0.0227(17) Uani 1 1 d . . . C15 C -0.2946(11) 0.8572(8) 0.7398(5) 0.0297(19) Uani 1 1 d . . . N4 N 0.8760(11) 0.3852(8) 0.8979(5) 0.055(2) Uani 1 1 d . . . H4A H 0.9018 0.4034 0.8444 0.083 Uiso 1 1 calc R . . H4B H 0.9698 0.3828 0.9248 0.083 Uiso 1 1 calc R . . H4C H 0.7784 0.4427 0.9096 0.083 Uiso 1 1 calc R . . C7 C 0.7581(11) 0.1069(9) 1.0264(5) 0.033(2) Uani 1 1 d . . . C5 C -0.2747(11) 1.3394(9) 0.6479(6) 0.037(2) Uani 1 1 d . . . C17 C 0.1457(10) 0.9971(7) 0.7045(5) 0.0215(17) Uani 1 1 d . . . C8 C 0.7985(13) 0.2195(9) 1.0038(6) 0.042(2) Uani 1 1 d . . . C18 C 0.1821(9) 0.9723(7) 0.6189(4) 0.0197(16) Uani 1 1 d . . . C20 C 0.0950(10) 0.4831(7) 0.7165(5) 0.0237(17) Uani 1 1 d . . . C13 C 0.5240(11) 0.6106(7) 0.7514(5) 0.0289(19) Uani 1 1 d . . . C11 C 0.8398(12) 0.2641(9) 0.9228(6) 0.040(2) Uani 1 1 d . . . C19 C 0.0715(11) 0.5646(8) 0.6295(5) 0.0287(19) Uani 1 1 d . . . C16 C -0.2393(11) 0.7909(7) 0.8283(5) 0.0294(19) Uani 1 1 d . . . C9 C 0.7593(12) 0.0395(9) 0.9703(6) 0.043(2) Uani 1 1 d . . . C14 C 0.4392(12) 0.5995(7) 0.8373(5) 0.031(2) Uani 1 1 d . . . C6 C -0.4356(13) 1.3113(11) 0.6737(7) 0.056(3) Uani 1 1 d . . . H6 H -0.5142 1.3528 0.7093 0.067 Uiso 1 1 calc R . . C10 C 0.8066(15) 0.0889(12) 0.8895(6) 0.056(3) Uani 1 1 d . . . C12 C 0.8469(14) 0.1989(11) 0.8656(6) 0.052(3) Uani 1 1 d . . . O3O O 0.6944(10) 0.8156(7) 1.1440(5) 0.068(2) Uani 1 1 d D . . O2O O 0.6649(11) 0.6597(8) 1.0447(6) 0.107(3) Uani 1 1 d D . . O1O O 0.984(2) 0.4662(14) 1.0221(9) 0.096(7) Uani 0.50 1 d PD . . C2 C -0.3671(10) 1.1655(7) 0.5941(5) 0.0242(17) Uani 1 1 d . . . C3 C -0.2064(10) 1.1913(7) 0.5668(4) 0.0210(16) Uani 1 1 d . . . H3 H -0.1300 1.1521 0.5295 0.025 Uiso 1 1 calc R . . C1 C -0.4834(12) 1.2223(10) 0.6478(6) 0.045(3) Uani 1 1 d . . . H1 H -0.5911 1.2021 0.6665 0.054 Uiso 1 1 calc R . . O4O O 0.3637(10) 1.2251(7) 0.4355(3) 0.058(2) Uani 1 1 d D . . N2 N -0.4182(8) 1.0729(6) 0.5656(4) 0.0271(15) Uani 1 1 d . . . H5 H -0.2436 1.3986 0.6659 0.100 Uiso 1 1 d . . . H8 H 0.7873 0.2636 1.0421 0.100 Uiso 1 1 d . . . H9 H 0.7298 -0.0352 0.9860 0.100 Uiso 1 1 d . . . H10 H 0.8113 0.0457 0.8505 0.100 Uiso 1 1 d . . . H12 H 0.8785 0.2298 0.8113 0.100 Uiso 1 1 d . . . H4OB H 0.2929 1.2933 0.4560 0.050 Uiso 1 1 d D . . H1OA H 1.0437 0.4020 0.9915 0.050 Uiso 0.50 1 d PD . . H1OB H 1.0225 0.4389 1.0776 0.050 Uiso 0.50 1 d P . . H4OA H 0.3253 1.2081 0.4862 0.050 Uiso 1 1 d D . . H2OB H 0.7754 0.6760 1.0455 0.050 Uiso 1 1 d D . . H2OA H 0.7600 0.6081 1.0176 0.192 Uiso 1 1 d D . . H3OB H 0.7708 0.7407 1.1317 0.284 Uiso 1 1 d D . . H3OA H 0.7846 0.7695 1.1840 0.096 Uiso 1 1 d D . . H2A H -0.4393 1.0108 0.6066 0.050 Uiso 1 1 d . . . H2B H -0.3165 1.0273 0.5314 0.050 Uiso 1 1 d . . . H2C H -0.5494 1.111(8) 0.5438 0.050 Uiso 1 1 d . . . 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 Zr01 0.0244(4) 0.0164(4) 0.0141(4) -0.0032(3) 0.0010(3) -0.0091(3) O2 0.029(3) 0.022(3) 0.021(3) 0.002(2) 0.003(2) -0.013(2) O7 0.046(3) 0.024(3) 0.018(3) 0.001(2) -0.005(2) -0.016(3) O14 0.028(3) 0.046(4) 0.023(3) 0.000(3) 0.000(2) -0.010(3) O4 0.042(3) 0.017(3) 0.020(3) -0.007(2) 0.004(2) -0.012(2) O3 0.048(4) 0.023(3) 0.033(3) -0.011(3) -0.006(3) -0.011(3) O15 0.023(3) 0.054(4) 0.050(4) -0.003(3) -0.003(3) -0.001(3) O1 0.034(3) 0.023(3) 0.019(3) -0.006(2) 0.003(2) -0.010(2) O8 0.047(4) 0.017(3) 0.043(4) 0.002(3) -0.007(3) -0.016(3) O13 0.030(3) 0.037(3) 0.023(3) 0.004(3) 0.003(2) -0.004(3) O11 0.027(3) 0.037(3) 0.023(3) -0.006(3) 0.004(2) -0.008(3) O5 0.105(6) 0.030(3) 0.034(4) -0.006(3) -0.014(4) -0.039(4) O16 0.039(4) 0.067(5) 0.029(4) -0.002(3) 0.014(3) 0.002(3) N1 0.029(4) 0.026(4) 0.024(4) -0.005(3) 0.001(3) -0.018(3) O12 0.031(3) 0.033(3) 0.021(3) -0.008(2) -0.002(2) -0.002(3) N3 0.039(4) 0.047(5) 0.023(4) -0.008(3) 0.001(3) -0.009(4) O10 0.031(4) 0.052(4) 0.042(4) -0.009(3) -0.002(3) -0.001(3) O6 0.070(4) 0.021(3) 0.021(3) 0.000(2) -0.009(3) -0.023(3) O9 0.047(4) 0.073(5) 0.030(4) 0.004(4) -0.011(3) 0.016(4) C4 0.023(4) 0.023(4) 0.024(4) -0.006(3) -0.004(3) -0.008(3) C15 0.030(5) 0.031(5) 0.027(5) -0.007(4) 0.003(4) -0.009(4) N4 0.058(6) 0.047(5) 0.036(5) 0.008(4) 0.001(4) 0.005(4) C7 0.020(4) 0.051(6) 0.018(4) -0.008(4) 0.001(3) 0.002(4) C5 0.032(5) 0.045(5) 0.044(6) -0.029(5) 0.002(4) -0.011(4) C17 0.020(4) 0.020(4) 0.026(4) -0.004(3) -0.001(3) -0.010(3) C8 0.045(6) 0.041(6) 0.030(5) -0.011(4) -0.011(4) 0.008(4) C18 0.015(4) 0.025(4) 0.020(4) -0.005(3) -0.004(3) -0.007(3) C20 0.019(4) 0.019(4) 0.032(5) -0.002(3) -0.003(3) -0.007(3) C13 0.026(5) 0.023(4) 0.037(5) -0.010(4) -0.001(4) -0.005(4) C11 0.035(5) 0.041(6) 0.034(5) -0.006(4) 0.004(4) 0.000(4) C19 0.042(5) 0.027(4) 0.024(4) -0.006(4) 0.002(4) -0.021(4) C16 0.032(5) 0.025(4) 0.030(5) -0.003(4) 0.003(4) -0.012(4) C9 0.041(5) 0.057(6) 0.035(5) -0.024(5) 0.005(4) -0.014(5) C14 0.039(5) 0.020(4) 0.032(5) -0.004(4) -0.001(4) -0.006(4) C6 0.041(6) 0.081(8) 0.064(7) -0.054(7) 0.016(5) -0.018(5) C10 0.056(7) 0.085(9) 0.035(6) -0.030(6) 0.009(5) -0.023(6) C12 0.051(6) 0.080(8) 0.021(5) -0.009(5) 0.002(4) -0.015(6) O3O 0.074(5) 0.057(5) 0.063(5) 0.013(4) -0.022(4) -0.021(4) O2O 0.128(9) 0.085(7) 0.075(7) -0.002(6) 0.014(6) -0.005(6) O1O 0.096(13) 0.114(17) 0.053(12) 0.046(10) -0.026(11) -0.044(12) C2 0.024(4) 0.024(4) 0.026(4) -0.009(3) -0.001(3) -0.006(3) C3 0.023(4) 0.023(4) 0.018(4) -0.006(3) -0.001(3) -0.007(3) C1 0.033(5) 0.077(7) 0.044(6) -0.037(5) 0.013(4) -0.030(5) O4O 0.077(5) 0.066(5) 0.029(4) 0.009(3) -0.010(3) -0.032(4) N2 0.025(4) 0.029(4) 0.034(4) -0.012(3) -0.001(3) -0.013(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 Zr01 O6 2.177(5) . ? Zr01 O1 2.185(5) . ? Zr01 O11 2.195(5) . ? Zr01 O12 2.197(5) . ? Zr01 O13 2.200(5) . ? Zr01 O4 2.211(5) . ? Zr01 O7 2.213(5) . ? Zr01 O14 2.216(5) . ? O2 C18 1.235(8) . ? O7 C20 1.275(9) . ? O14 C15 1.277(10) . ? O4 C18 1.259(9) . ? O3 C17 1.212(9) . ? O15 C15 1.219(10) . ? O1 C17 1.310(9) . ? O8 C20 1.243(9) . ? O13 C16 1.259(10) . ? O11 C13 1.289(10) . ? O5 C19 1.219(9) . ? O16 C16 1.246(10) . ? N1 C4 1.459(9) . ? O12 C14 1.278(10) . ? N3 C7 1.464(10) . ? O10 C13 1.213(10) . ? O6 C19 1.264(9) . ? O9 C14 1.233(10) . ? C4 C5 1.362(11) . ? C4 C3 1.382(10) . ? C15 C16 1.538(12) . ? N4 C11 1.467(12) . ? C7 C9 1.387(12) . ? C7 C8 1.389(13) . ? C5 C6 1.375(13) . ? C17 C18 1.535(11) . ? C8 C11 1.371(13) . ? C20 C19 1.524(11) . ? C13 C14 1.517(12) . ? C11 C12 1.374(14) . ? C9 C10 1.392(14) . ? C6 C1 1.389(13) . ? C10 C12 1.359(16) . ? O1O O1O 1.00(3) 2_767 ? C2 C1 1.362(12) . ? C2 C3 1.366(10) . ? C2 N2 1.466(9) . ? 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 O6 Zr01 O1 140.3(2) . . ? O6 Zr01 O11 83.5(2) . . ? O1 Zr01 O11 100.0(2) . . ? O6 Zr01 O12 139.2(2) . . ? O1 Zr01 O12 77.0(2) . . ? O11 Zr01 O12 71.0(2) . . ? O6 Zr01 O13 121.6(2) . . ? O1 Zr01 O13 79.6(2) . . ? O11 Zr01 O13 141.1(2) . . ? O12 Zr01 O13 71.1(2) . . ? O6 Zr01 O4 71.56(19) . . ? O1 Zr01 O4 71.47(18) . . ? O11 Zr01 O4 74.3(2) . . ? O12 Zr01 O4 127.3(2) . . ? O13 Zr01 O4 138.6(2) . . ? O6 Zr01 O7 71.00(19) . . ? O1 Zr01 O7 148.4(2) . . ? O11 Zr01 O7 85.9(2) . . ? O12 Zr01 O7 75.7(2) . . ? O13 Zr01 O7 76.8(2) . . ? O4 Zr01 O7 139.16(19) . . ? O6 Zr01 O14 74.4(2) . . ? O1 Zr01 O14 84.0(2) . . ? O11 Zr01 O14 148.5(2) . . ? O12 Zr01 O14 139.4(2) . . ? O13 Zr01 O14 70.4(2) . . ? O4 Zr01 O14 77.6(2) . . ? O7 Zr01 O14 107.1(2) . . ? C20 O7 Zr01 119.8(5) . . ? C15 O14 Zr01 121.2(5) . . ? C18 O4 Zr01 120.6(5) . . ? C17 O1 Zr01 120.5(5) . . ? C16 O13 Zr01 121.5(5) . . ? C13 O11 Zr01 120.8(5) . . ? C14 O12 Zr01 119.8(5) . . ? C19 O6 Zr01 121.6(5) . . ? C5 C4 C3 121.6(7) . . ? C5 C4 N1 120.3(7) . . ? C3 C4 N1 118.1(7) . . ? O15 C15 O14 126.2(8) . . ? O15 C15 C16 121.2(8) . . ? O14 C15 C16 112.6(7) . . ? C9 C7 C8 122.4(8) . . ? C9 C7 N3 118.6(9) . . ? C8 C7 N3 119.0(8) . . ? C4 C5 C6 118.5(8) . . ? O3 C17 O1 125.4(7) . . ? O3 C17 C18 121.9(7) . . ? O1 C17 C18 112.7(6) . . ? C11 C8 C7 117.7(9) . . ? O2 C18 O4 125.2(7) . . ? O2 C18 C17 120.2(7) . . ? O4 C18 C17 114.6(6) . . ? O8 C20 O7 126.0(7) . . ? O8 C20 C19 120.1(7) . . ? O7 C20 C19 113.9(6) . . ? O10 C13 O11 126.0(8) . . ? O10 C13 C14 121.3(8) . . ? O11 C13 C14 112.7(7) . . ? C8 C11 C12 121.8(10) . . ? C8 C11 N4 118.0(9) . . ? C12 C11 N4 120.2(9) . . ? O5 C19 O6 125.2(8) . . ? O5 C19 C20 121.0(7) . . ? O6 C19 C20 113.8(7) . . ? O16 C16 O13 125.9(8) . . ? O16 C16 C15 119.9(8) . . ? O13 C16 C15 114.2(7) . . ? C7 C9 C10 116.9(9) . . ? O9 C14 O12 125.0(8) . . ? O9 C14 C13 120.8(8) . . ? O12 C14 C13 114.2(7) . . ? C5 C6 C1 121.5(9) . . ? C12 C10 C9 122.0(9) . . ? C10 C12 C11 119.2(9) . . ? C1 C2 C3 122.5(7) . . ? C1 C2 N2 117.9(7) . . ? C3 C2 N2 119.5(7) . . ? C2 C3 C4 118.1(7) . . ? C2 C1 C6 117.7(8) . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.829 _refine_diff_density_min -0.972 _refine_diff_density_rms 0.196 #END data_Cmpd_lf _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 O16 Zr, 2(C6 H10 N2), 4(H2 O)' _chemical_formula_sum 'C20 H28 N4 O20 Zr' _chemical_formula_weight 735.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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/n _symmetry_space_group_name_Hall -P2yn loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 15.3204(2) _cell_length_b 8.9683(10) _cell_length_c 21.3005(4) _cell_angle_alpha 90.00 _cell_angle_beta 109.5770(10) _cell_angle_gamma 90.00 _cell_volume 2757.5(3) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1 _cell_measurement_theta_max 20 _exptl_crystal_description prisme _exptl_crystal_colour colorless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.772 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1504 _exptl_absorpt_coefficient_mu 0.500 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18631 _diffrn_reflns_av_R_equivalents 0.0426 _diffrn_reflns_av_sigmaI/netI 0.0468 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 2.49 _diffrn_reflns_theta_max 26.37 _reflns_number_total 5629 _reflns_number_gt 3816 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD Server Software (Nonius, 1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN' _computing_structure_solution 'shelxs-97 (Sheldrick, 1990)' _computing_structure_refinement 'shelxl-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 ( Farrugia, 1997) and Diamond 2.1e' _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^)+(0.0676P)^2^+0.6134P] 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 5629 _refine_ls_number_parameters 426 _refine_ls_number_restraints 31 _refine_ls_R_factor_all 0.0686 _refine_ls_R_factor_gt 0.0350 _refine_ls_wR_factor_ref 0.1336 _refine_ls_wR_factor_gt 0.0905 _refine_ls_goodness_of_fit_ref 1.139 _refine_ls_restrained_S_all 1.247 _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 O22 O 0.2949(2) 0.6439(3) -0.13191(14) 0.0409(7) Uani 1 1 d D . . O21 O 0.1540(2) 0.5264(3) 0.10495(16) 0.0459(8) Uani 1 1 d . . . O20 O 1.1026(2) 0.9183(4) 0.44771(16) 0.0566(9) Uani 1 1 d D . . O23 O 0.1855(2) -0.4897(3) -0.01722(19) 0.0553(9) Uani 1 1 d . . . H9 H 0.031(3) -0.163(5) -0.351(2) 0.034(12) Uiso 1 1 d . . . H10 H -0.125(2) -0.153(5) -0.3736(13) 0.048(13) Uiso 1 1 d D . . H13 H 0.083(2) -0.226(5) -0.1614(13) 0.044(12) Uiso 1 1 d D . . H4A H -0.2314 -0.2640 -0.2876 0.040 Uiso 1 1 d . . . H12 H -0.076(3) -0.217(5) -0.1793(16) 0.044(12) Uiso 1 1 d D . . H3B H 0.1842 -0.2222 -0.2752 0.045 Uiso 1 1 d . . . H15 H 0.8848 0.5114 0.1553 0.069 Uiso 1 1 d . . . H1A H 0.9640 0.6571 0.3731 0.049(13) Uiso 1 1 d . . . H20 H 0.8734 0.5718 0.2635 0.056 Uiso 1 1 d . . . H18 H 1.0843 0.7990 0.1875 0.053 Uiso 1 1 d . . . H1C H 0.9061 0.7745 0.3519 0.068 Uiso 1 1 d D . . H4C H -0.2226 -0.1270 -0.2519 0.047 Uiso 1 1 d . . . H3C H 0.2016 -0.1079 -0.2285 0.051 Uiso 1 1 d D . . H17 H 1.0764 0.8439 0.2974 0.062 Uiso 1 1 d D . . H3A H 0.2035 -0.2591 -0.2080 0.053 Uiso 1 1 d D . . H1B H 1.0165 0.7761 0.3763 0.036 Uiso 1 1 d D . . H2A H 1.0359 0.5848 0.0967 0.092 Uiso 1 1 d D . . H2C H 0.9273 0.5757 0.0638 0.16(3) Uiso 1 1 d D . . H2B H 0.9835 0.7151 0.0685 0.083(19) Uiso 1 1 d . . . H23B H 0.2397 -0.5237 -0.0076 0.066 Uiso 1 1 d . . . H23A H 0.1840 -0.3886 -0.0244 0.111 Uiso 1 1 d . . . H4B H -0.2438 -0.1204 -0.3314 0.085(19) Uiso 1 1 d . . . H22A H 0.3071 0.5523 -0.1209 0.053 Uiso 1 1 d D . . H22B H 0.3098 0.6535 -0.0862 0.122 Uiso 1 1 d D . . H21B H 0.1559 0.5195 0.0625 0.050 Uiso 1 1 d . . . H21A H 0.1608 0.4338 0.1179 0.097 Uiso 1 1 d . . . H20A H 1.0440 0.9007 0.4486 0.636 Uiso 1 1 d D . . H20B H 1.0923 0.9954 0.4752 0.094 Uiso 1 1 d D . . Zr1 Zr 0.24899(2) 0.00252(4) -0.001461(16) 0.02175(14) Uani 1 1 d . . . O15 O 0.30393(18) 0.3343(3) -0.12873(13) 0.0328(6) Uani 1 1 d . . . O11 O 0.15651(17) -0.1883(3) -0.02569(13) 0.0313(6) Uani 1 1 d . . . O2 O 0.23959(19) 0.1892(3) 0.06266(13) 0.0341(6) Uani 1 1 d . . . O14 O 0.28160(19) 0.2154(3) -0.04296(13) 0.0342(6) Uani 1 1 d . . . O16 O 0.24689(19) 0.0732(3) -0.20080(13) 0.0375(7) Uani 1 1 d . . . O3 O 0.2255(2) 0.2603(3) 0.15930(14) 0.0391(7) Uani 1 1 d . . . N4 N -0.2125(2) -0.1706(3) -0.28779(16) 0.0305(7) Uani 1 1 d . . . O6 O 0.39549(18) 0.0451(3) 0.05406(14) 0.0348(7) Uani 1 1 d . . . O12 O 0.10807(18) 0.0808(3) -0.04559(13) 0.0352(7) Uani 1 1 d . . . O4 O 0.2433(2) -0.0356(3) 0.19590(14) 0.0371(7) Uani 1 1 d . . . O1 O 0.25281(17) -0.0872(3) 0.09578(12) 0.0293(6) Uani 1 1 d . . . O5 O 0.33133(16) -0.1969(3) -0.00592(13) 0.0302(6) Uani 1 1 d . . . N3 N 0.1722(2) -0.1968(4) -0.24427(16) 0.0351(8) Uani 1 1 d D . . C2 C 0.2348(2) 0.1659(4) 0.12005(19) 0.0286(8) Uani 1 1 d . . . O13 O 0.23708(19) -0.0285(3) -0.10815(13) 0.0324(6) Uani 1 1 d . . . C7 C 0.2833(2) 0.2233(4) -0.10212(19) 0.0265(8) Uani 1 1 d . . . C4 C 0.4203(3) -0.1972(4) 0.01939(18) 0.0286(8) Uani 1 1 d . . . C8 C 0.2535(3) 0.0781(4) -0.14144(19) 0.0283(8) Uani 1 1 d . . . O8 O 0.5414(2) -0.0310(3) 0.08648(16) 0.0408(7) Uani 1 1 d . . . C14 C 0.0724(3) -0.1911(4) -0.2566(2) 0.0301(9) Uani 1 1 d . . . O7 O 0.47091(19) -0.2986(3) 0.01614(16) 0.0443(8) Uani 1 1 d . . . C5 C 0.0675(3) -0.1727(5) -0.04243(19) 0.0325(9) Uani 1 1 d . . . C11 C -0.1130(3) -0.1760(4) -0.27689(19) 0.0283(8) Uani 1 1 d . . . C3 C 0.4584(3) -0.0504(5) 0.05682(19) 0.0301(9) Uani 1 1 d . . . O9 O -0.0426(2) 0.0287(4) -0.08067(16) 0.0447(8) Uani 1 1 d . . . O10 O 0.0122(2) -0.2721(3) -0.04784(17) 0.0508(8) Uani 1 1 d . . . C13 C 0.0417(3) -0.2029(5) -0.2031(2) 0.0397(10) Uani 1 1 d D . . C1 C 0.2438(3) 0.0011(4) 0.1401(2) 0.0273(8) Uani 1 1 d . . . C10 C -0.0830(3) -0.1640(5) -0.3309(2) 0.0356(9) Uani 1 1 d D . . C6 C 0.0379(3) -0.0087(4) -0.0583(2) 0.0324(9) Uani 1 1 d . . . C9 C 0.0120(3) -0.1715(5) -0.3201(2) 0.0364(10) Uani 1 1 d . . . C12 C -0.0524(3) -0.1953(5) -0.2130(2) 0.0380(10) Uani 1 1 d D . . C19 C 0.9796(3) 0.6631(4) 0.1630(2) 0.0375(10) Uani 1 1 d . . . N1 N 0.9636(3) 0.7440(4) 0.35335(18) 0.0450(9) Uani 1 1 d D . . N2 N 0.9805(3) 0.6384(4) 0.09491(19) 0.0489(10) Uani 1 1 d D . . C16 C 0.9714(3) 0.7145(4) 0.2883(2) 0.0360(10) Uani 1 1 d . . . C15 C 0.9163(3) 0.5879(5) 0.1841(2) 0.0450(11) Uani 1 1 d . . . C17 C 1.0368(3) 0.7863(5) 0.2683(2) 0.0460(11) Uani 1 1 d D . . C18 C 1.0408(3) 0.7606(5) 0.2048(3) 0.0484(12) Uani 1 1 d . . . C20 C 0.9127(3) 0.6140(5) 0.2470(2) 0.0466(11) Uani 1 1 d . . . 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 O22 0.0536(18) 0.0326(16) 0.0354(17) 0.0006(12) 0.0134(14) 0.0002(13) O21 0.061(2) 0.0389(17) 0.0416(18) -0.0054(13) 0.0218(16) -0.0042(14) O20 0.067(2) 0.052(2) 0.057(2) 0.0177(17) 0.0288(18) 0.0117(17) O23 0.054(2) 0.046(2) 0.065(2) 0.0054(15) 0.0196(18) 0.0151(14) Zr1 0.0282(2) 0.0191(2) 0.0210(2) -0.00025(13) 0.01233(16) 0.00014(13) O15 0.0450(16) 0.0261(14) 0.0322(15) 0.0051(12) 0.0196(13) -0.0030(11) O11 0.0278(14) 0.0279(14) 0.0375(16) 0.0031(11) 0.0101(12) -0.0010(10) O2 0.0546(17) 0.0258(14) 0.0302(16) 0.0008(11) 0.0250(13) 0.0040(12) O14 0.0552(18) 0.0267(14) 0.0273(15) -0.0021(11) 0.0225(13) -0.0073(12) O16 0.0574(18) 0.0340(16) 0.0264(16) -0.0026(12) 0.0209(13) -0.0088(13) O3 0.0584(18) 0.0340(16) 0.0322(16) -0.0050(13) 0.0247(14) 0.0028(13) N4 0.0358(18) 0.0322(18) 0.0274(18) -0.0040(14) 0.0155(14) -0.0010(14) O6 0.0320(15) 0.0301(15) 0.0428(17) -0.0092(13) 0.0130(13) -0.0030(12) O12 0.0373(16) 0.0303(15) 0.0413(17) 0.0047(13) 0.0175(13) 0.0078(12) O4 0.0545(18) 0.0341(15) 0.0276(16) 0.0031(12) 0.0203(14) 0.0051(13) O1 0.0420(15) 0.0232(13) 0.0288(15) 0.0021(11) 0.0201(12) 0.0039(11) O5 0.0275(14) 0.0284(14) 0.0332(15) -0.0064(11) 0.0081(12) 0.0017(10) N3 0.0349(18) 0.040(2) 0.0330(19) -0.0131(15) 0.0152(15) -0.0004(15) C2 0.031(2) 0.031(2) 0.027(2) -0.0021(17) 0.0143(16) 0.0025(16) O13 0.0478(17) 0.0283(14) 0.0270(15) -0.0022(11) 0.0204(13) -0.0072(12) C7 0.029(2) 0.027(2) 0.027(2) -0.0003(16) 0.0133(16) 0.0007(15) C4 0.032(2) 0.032(2) 0.023(2) 0.0003(16) 0.0114(16) -0.0003(16) C8 0.033(2) 0.031(2) 0.025(2) 0.0004(16) 0.0146(16) 0.0005(16) O8 0.0289(16) 0.0471(18) 0.0432(18) -0.0060(14) 0.0080(14) -0.0032(13) C14 0.033(2) 0.028(2) 0.033(2) -0.0090(16) 0.0162(17) -0.0023(16) O7 0.0349(16) 0.0392(17) 0.058(2) -0.0111(15) 0.0140(14) 0.0083(13) C5 0.034(2) 0.040(2) 0.026(2) -0.0007(17) 0.0132(17) -0.0004(18) C11 0.035(2) 0.0247(19) 0.028(2) -0.0032(15) 0.0144(17) -0.0010(15) C3 0.035(2) 0.034(2) 0.024(2) 0.0003(17) 0.0144(17) -0.0034(18) O9 0.0320(16) 0.063(2) 0.0380(18) 0.0074(14) 0.0106(14) 0.0137(14) O10 0.0361(17) 0.0494(19) 0.066(2) 0.0000(16) 0.0165(15) -0.0135(14) C13 0.039(2) 0.055(3) 0.025(2) -0.0028(19) 0.0113(19) 0.001(2) C1 0.028(2) 0.031(2) 0.026(2) 0.0020(16) 0.0142(16) 0.0017(15) C10 0.040(2) 0.043(2) 0.025(2) -0.0020(18) 0.0121(18) -0.0039(18) C6 0.033(2) 0.044(2) 0.024(2) 0.0008(17) 0.0150(17) 0.0052(18) C9 0.045(3) 0.044(3) 0.027(2) -0.0047(18) 0.021(2) -0.0061(19) C12 0.040(2) 0.055(3) 0.024(2) -0.0029(19) 0.0178(18) -0.002(2) C19 0.045(2) 0.028(2) 0.045(3) 0.0060(18) 0.021(2) 0.0053(18) N1 0.055(2) 0.042(2) 0.043(2) 0.0118(18) 0.0213(18) 0.0137(17) N2 0.072(3) 0.034(2) 0.046(2) 0.0066(18) 0.029(2) 0.0051(19) C16 0.041(2) 0.030(2) 0.041(2) 0.0082(18) 0.0182(19) 0.0089(18) C15 0.044(3) 0.042(3) 0.050(3) 0.000(2) 0.017(2) -0.005(2) C17 0.048(3) 0.037(3) 0.054(3) -0.006(2) 0.019(2) -0.007(2) C18 0.054(3) 0.041(3) 0.060(3) 0.000(2) 0.033(2) -0.013(2) C20 0.043(3) 0.052(3) 0.054(3) 0.008(2) 0.028(2) -0.005(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag O22 H22A 0.857 . ? O22 H22B 0.927 . ? O21 H21B 0.916 . ? O21 H21A 0.871 . ? O20 H20A 0.918 . ? O20 H20B 0.953 . ? O23 H23B 0.843 . ? O23 H23A 0.918 . ? Zr1 O12 2.163(3) . ? Zr1 O11 2.171(2) . ? Zr1 O6 2.192(3) . ? Zr1 O2 2.196(3) . ? Zr1 O1 2.205(2) . ? Zr1 O5 2.209(2) . ? Zr1 O14 2.229(2) . ? Zr1 O13 2.235(3) . ? O15 C7 1.238(4) . ? O11 C5 1.297(4) . ? O2 C2 1.267(5) . ? O14 C7 1.271(4) . ? O16 C8 1.235(4) . ? O3 C2 1.232(4) . ? N4 C11 1.464(5) . ? N4 H4A 0.886 . ? N4 H4C 0.917 . ? N4 H4B 0.998 . ? O6 C3 1.276(5) . ? O12 C6 1.296(5) . ? O4 C1 1.236(5) . ? O1 C1 1.275(4) . ? O5 C4 1.286(4) . ? N3 C14 1.463(5) . ? N3 H3B 0.775 . ? N3 H3C 0.922 . ? N3 H3A 0.944 . ? C2 C1 1.532(5) . ? O13 C8 1.265(5) . ? C7 C8 1.532(5) . ? C4 O7 1.212(4) . ? C4 C3 1.549(5) . ? O8 C3 1.227(5) . ? C14 C9 1.370(6) . ? C14 C13 1.375(6) . ? C5 O10 1.209(5) . ? C5 C6 1.542(6) . ? C11 C12 1.377(5) . ? C11 C10 1.379(5) . ? O9 C6 1.211(5) . ? C13 C12 1.387(6) . ? C13 H13 0.92(2) . ? C10 C9 1.396(6) . ? C10 H10 0.93(2) . ? C9 H9 0.81(4) . ? C12 H12 0.92(2) . ? C19 C18 1.370(6) . ? C19 C15 1.375(6) . ? C19 N2 1.472(6) . ? N1 C16 1.455(6) . ? N1 H1A 0.884 . ? N1 H1C 0.913 . ? N1 H1B 0.844 . ? N2 H2A 0.964 . ? N2 H2C 1.029 . ? N2 H2B 0.899 . ? C16 C20 1.365(6) . ? C16 C17 1.374(6) . ? C15 C20 1.378(6) . ? C15 H15 0.940 . ? C17 C18 1.394(6) . ? C17 H17 0.876 . ? C18 H18 0.928 . ? C20 H20 0.879 . ? 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 H22A O22 H22B 81.3 . . ? H21B O21 H21A 102.0 . . ? H20A O20 H20B 75.4 . . ? H23B O23 H23A 111.4 . . ? O12 Zr1 O11 71.07(10) . . ? O12 Zr1 O6 150.54(11) . . ? O11 Zr1 O6 137.25(10) . . ? O12 Zr1 O2 76.05(10) . . ? O11 Zr1 O2 125.13(10) . . ? O6 Zr1 O2 78.48(10) . . ? O12 Zr1 O1 103.60(10) . . ? O11 Zr1 O1 75.25(10) . . ? O6 Zr1 O1 81.75(10) . . ? O2 Zr1 O1 71.37(9) . . ? O12 Zr1 O5 138.20(10) . . ? O11 Zr1 O5 71.83(10) . . ? O6 Zr1 O5 70.60(9) . . ? O2 Zr1 O5 143.28(10) . . ? O1 Zr1 O5 84.78(9) . . ? O12 Zr1 O14 82.73(10) . . ? O11 Zr1 O14 142.73(10) . . ? O6 Zr1 O14 74.92(10) . . ? O2 Zr1 O14 70.36(10) . . ? O1 Zr1 O14 138.26(9) . . ? O5 Zr1 O14 117.98(10) . . ? O12 Zr1 O13 82.48(10) . . ? O11 Zr1 O13 80.54(10) . . ? O6 Zr1 O13 106.88(10) . . ? O2 Zr1 O13 136.66(10) . . ? O1 Zr1 O13 151.29(9) . . ? O5 Zr1 O13 73.06(10) . . ? O14 Zr1 O13 69.90(9) . . ? C5 O11 Zr1 121.5(2) . . ? C2 O2 Zr1 120.8(2) . . ? C7 O14 Zr1 121.5(2) . . ? C11 N4 H4A 107.0 . . ? C11 N4 H4C 109.8 . . ? H4A N4 H4C 104.7 . . ? C11 N4 H4B 108.2 . . ? H4A N4 H4B 112.0 . . ? H4C N4 H4B 114.9 . . ? C3 O6 Zr1 122.0(2) . . ? C6 O12 Zr1 121.8(2) . . ? C1 O1 Zr1 119.6(2) . . ? C4 O5 Zr1 121.6(2) . . ? C14 N3 H3B 112.9 . . ? C14 N3 H3C 112.9 . . ? H3B N3 H3C 109.7 . . ? C14 N3 H3A 112.5 . . ? H3B N3 H3A 108.7 . . ? H3C N3 H3A 99.3 . . ? O3 C2 O2 126.8(4) . . ? O3 C2 C1 119.6(3) . . ? O2 C2 C1 113.6(3) . . ? C8 O13 Zr1 120.8(2) . . ? O15 C7 O14 126.3(3) . . ? O15 C7 C8 120.5(3) . . ? O14 C7 C8 113.1(3) . . ? O7 C4 O5 125.9(4) . . ? O7 C4 C3 121.9(3) . . ? O5 C4 C3 112.2(3) . . ? O16 C8 O13 125.7(4) . . ? O16 C8 C7 119.8(3) . . ? O13 C8 C7 114.5(3) . . ? C9 C14 C13 121.6(4) . . ? C9 C14 N3 120.1(3) . . ? C13 C14 N3 118.4(4) . . ? O10 C5 O11 125.9(4) . . ? O10 C5 C6 122.5(4) . . ? O11 C5 C6 111.6(3) . . ? C12 C11 C10 122.1(4) . . ? C12 C11 N4 118.8(3) . . ? C10 C11 N4 119.1(3) . . ? O8 C3 O6 124.4(4) . . ? O8 C3 C4 122.2(4) . . ? O6 C3 C4 113.4(3) . . ? C14 C13 C12 119.7(4) . . ? C14 C13 H13 120(3) . . ? C12 C13 H13 120(3) . . ? O4 C1 O1 125.7(3) . . ? O4 C1 C2 119.8(3) . . ? O1 C1 C2 114.5(3) . . ? C11 C10 C9 118.6(4) . . ? C11 C10 H10 121(3) . . ? C9 C10 H10 121(3) . . ? O9 C6 O12 125.1(4) . . ? O9 C6 C5 122.4(4) . . ? O12 C6 C5 112.5(3) . . ? C14 C9 C10 119.4(4) . . ? C14 C9 H9 120(3) . . ? C10 C9 H9 120(3) . . ? C11 C12 C13 118.7(4) . . ? C11 C12 H12 119(3) . . ? C13 C12 H12 122(3) . . ? C18 C19 C15 120.3(4) . . ? C18 C19 N2 120.4(4) . . ? C15 C19 N2 119.3(4) . . ? C16 N1 H1A 107.7 . . ? C16 N1 H1C 114.1 . . ? H1A N1 H1C 97.6 . . ? C16 N1 H1B 104.2 . . ? H1A N1 H1B 99.9 . . ? H1C N1 H1B 130.2 . . ? C19 N2 H2A 109.5 . . ? C19 N2 H2C 116.7 . . ? H2A N2 H2C 104.5 . . ? C19 N2 H2B 121.3 . . ? H2A N2 H2B 100.3 . . ? H2C N2 H2B 102.2 . . ? C20 C16 C17 120.1(4) . . ? C20 C16 N1 119.2(4) . . ? C17 C16 N1 120.7(4) . . ? C19 C15 C20 119.7(4) . . ? C19 C15 H15 114.1 . . ? C20 C15 H15 125.5 . . ? C16 C17 C18 119.7(4) . . ? C16 C17 H17 117.5 . . ? C18 C17 H17 122.7 . . ? C19 C18 C17 119.6(4) . . ? C19 C18 H18 113.9 . . ? C17 C18 H18 126.4 . . ? C16 C20 C15 120.5(4) . . ? C16 C20 H20 114.7 . . ? C15 C20 H20 124.8 . . ? 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 O12 Zr1 O11 C5 -11.6(3) . . . . ? O6 Zr1 O11 C5 158.5(3) . . . . ? O2 Zr1 O11 C5 44.8(3) . . . . ? O1 Zr1 O11 C5 98.7(3) . . . . ? O5 Zr1 O11 C5 -172.0(3) . . . . ? O14 Zr1 O11 C5 -59.4(3) . . . . ? O13 Zr1 O11 C5 -96.8(3) . . . . ? O12 Zr1 O2 C2 105.6(3) . . . . ? O11 Zr1 O2 C2 51.3(3) . . . . ? O6 Zr1 O2 C2 -89.3(3) . . . . ? O1 Zr1 O2 C2 -4.3(3) . . . . ? O5 Zr1 O2 C2 -56.5(3) . . . . ? O14 Zr1 O2 C2 -167.3(3) . . . . ? O13 Zr1 O2 C2 168.2(2) . . . . ? O12 Zr1 O14 C7 -87.7(3) . . . . ? O11 Zr1 O14 C7 -42.8(4) . . . . ? O6 Zr1 O14 C7 111.6(3) . . . . ? O2 Zr1 O14 C7 -165.5(3) . . . . ? O1 Zr1 O14 C7 170.0(2) . . . . ? O5 Zr1 O14 C7 53.8(3) . . . . ? O13 Zr1 O14 C7 -3.1(3) . . . . ? O12 Zr1 O6 C3 -166.5(3) . . . . ? O11 Zr1 O6 C3 32.8(4) . . . . ? O2 Zr1 O6 C3 163.0(3) . . . . ? O1 Zr1 O6 C3 90.4(3) . . . . ? O5 Zr1 O6 C3 3.1(3) . . . . ? O14 Zr1 O6 C3 -124.5(3) . . . . ? O13 Zr1 O6 C3 -61.5(3) . . . . ? O11 Zr1 O12 C6 7.5(3) . . . . ? O6 Zr1 O12 C6 -158.7(3) . . . . ? O2 Zr1 O12 C6 -127.9(3) . . . . ? O1 Zr1 O12 C6 -61.4(3) . . . . ? O5 Zr1 O12 C6 36.1(3) . . . . ? O14 Zr1 O12 C6 160.6(3) . . . . ? O13 Zr1 O12 C6 90.1(3) . . . . ? O12 Zr1 O1 C1 -66.6(3) . . . . ? O11 Zr1 O1 C1 -132.5(3) . . . . ? O6 Zr1 O1 C1 83.9(3) . . . . ? O2 Zr1 O1 C1 3.3(3) . . . . ? O5 Zr1 O1 C1 155.0(3) . . . . ? O14 Zr1 O1 C1 27.7(3) . . . . ? O13 Zr1 O1 C1 -165.9(3) . . . . ? O12 Zr1 O5 C4 168.0(2) . . . . ? O11 Zr1 O5 C4 -163.6(3) . . . . ? O6 Zr1 O5 C4 -4.4(3) . . . . ? O2 Zr1 O5 C4 -38.7(3) . . . . ? O1 Zr1 O5 C4 -87.4(3) . . . . ? O14 Zr1 O5 C4 55.7(3) . . . . ? O13 Zr1 O5 C4 111.0(3) . . . . ? Zr1 O2 C2 O3 -176.8(3) . . . . ? Zr1 O2 C2 C1 4.5(4) . . . . ? O12 Zr1 O13 C8 85.7(3) . . . . ? O11 Zr1 O13 C8 157.6(3) . . . . ? O6 Zr1 O13 C8 -65.7(3) . . . . ? O2 Zr1 O13 C8 25.3(3) . . . . ? O1 Zr1 O13 C8 -169.7(2) . . . . ? O5 Zr1 O13 C8 -128.6(3) . . . . ? O14 Zr1 O13 C8 0.7(3) . . . . ? Zr1 O14 C7 O15 -177.2(3) . . . . ? Zr1 O14 C7 C8 4.7(4) . . . . ? Zr1 O5 C4 O7 -175.9(3) . . . . ? Zr1 O5 C4 C3 4.8(4) . . . . ? Zr1 O13 C8 O16 -178.3(3) . . . . ? Zr1 O13 C8 C7 1.3(4) . . . . ? O15 C7 C8 O16 -2.5(5) . . . . ? O14 C7 C8 O16 175.8(3) . . . . ? O15 C7 C8 O13 177.9(3) . . . . ? O14 C7 C8 O13 -3.8(5) . . . . ? Zr1 O11 C5 O10 -169.3(3) . . . . ? Zr1 O11 C5 C6 13.2(4) . . . . ? Zr1 O6 C3 O8 179.0(3) . . . . ? Zr1 O6 C3 C4 -1.7(4) . . . . ? O7 C4 C3 O8 -2.0(6) . . . . ? O5 C4 C3 O8 177.3(4) . . . . ? O7 C4 C3 O6 178.7(4) . . . . ? O5 C4 C3 O6 -2.0(5) . . . . ? C9 C14 C13 C12 0.2(7) . . . . ? N3 C14 C13 C12 178.9(4) . . . . ? Zr1 O1 C1 O4 178.8(3) . . . . ? Zr1 O1 C1 C2 -2.2(4) . . . . ? O3 C2 C1 O4 -1.2(6) . . . . ? O2 C2 C1 O4 177.7(3) . . . . ? O3 C2 C1 O1 179.8(3) . . . . ? O2 C2 C1 O1 -1.4(5) . . . . ? C12 C11 C10 C9 -0.1(6) . . . . ? N4 C11 C10 C9 -179.0(4) . . . . ? Zr1 O12 C6 O9 177.3(3) . . . . ? Zr1 O12 C6 C5 -3.5(4) . . . . ? O10 C5 C6 O9 -4.4(6) . . . . ? O11 C5 C6 O9 173.2(4) . . . . ? O10 C5 C6 O12 176.4(4) . . . . ? O11 C5 C6 O12 -6.1(5) . . . . ? C13 C14 C9 C10 -0.4(6) . . . . ? N3 C14 C9 C10 -179.0(4) . . . . ? C11 C10 C9 C14 0.3(6) . . . . ? C10 C11 C12 C13 0.0(6) . . . . ? N4 C11 C12 C13 178.9(4) . . . . ? C14 C13 C12 C11 0.0(7) . . . . ? C18 C19 C15 C20 1.8(7) . . . . ? N2 C19 C15 C20 -177.8(4) . . . . ? C20 C16 C17 C18 2.5(7) . . . . ? N1 C16 C17 C18 -177.6(4) . . . . ? C15 C19 C18 C17 -1.7(7) . . . . ? N2 C19 C18 C17 177.9(4) . . . . ? C16 C17 C18 C19 -0.4(7) . . . . ? C17 C16 C20 C15 -2.5(7) . . . . ? N1 C16 C20 C15 177.6(4) . . . . ? C19 C15 C20 C16 0.3(7) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.37 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.654 _refine_diff_density_min -1.111 _refine_diff_density_rms 0.229 #END data_Cmpd_1g _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C8 O16 Zr, 2(C4 H12 N2), H2 O' _chemical_formula_sum 'C16 H26 N4 O17 Zr' _chemical_formula_weight 637.63 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' '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 _symmetry_space_group_name_Hall -P2ybc 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 9.039(4) _cell_length_b 13.392(6) _cell_length_c 19.109(6) _cell_angle_alpha 90.00 _cell_angle_beta 98.30(3) _cell_angle_gamma 90.00 _cell_volume 2288.9(16) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1 _cell_measurement_theta_max 20 _exptl_crystal_description prisme _exptl_crystal_colour white _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.850 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1304 _exptl_absorpt_coefficient_mu 0.577 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 15370 _diffrn_reflns_av_R_equivalents 0.0836 _diffrn_reflns_av_sigmaI/netI 0.0702 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 25.06 _reflns_number_total 4053 _reflns_number_gt 2717 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD Server Software (Nonius, 1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN' _computing_structure_solution 'shelxs-97 (Sheldrick, 1990)' _computing_structure_refinement 'shelxl-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 ( Farrugia, 1997) and Diamond 2.1e' _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^)+(0.1288P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.042(3) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 4053 _refine_ls_number_parameters 344 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1066 _refine_ls_R_factor_gt 0.0582 _refine_ls_wR_factor_ref 0.2079 _refine_ls_wR_factor_gt 0.1355 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.100 _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 0.44097(7) 0.33658(5) 0.68569(3) 0.0253(3) Uani 1 1 d . . . O14 O 0.2638(5) 0.4143(4) 0.6132(2) 0.0321(11) Uani 1 1 d . . . O6 O 0.5017(5) 0.2233(4) 0.7682(2) 0.0375(13) Uani 1 1 d . . . O9 O 0.5286(6) 0.4452(4) 0.7673(3) 0.0388(13) Uani 1 1 d . . . C14 C 0.6733(10) 0.1866(8) 0.4456(4) 0.055(3) Uani 1 1 d . . . O13 O 0.5444(5) 0.4538(4) 0.6280(2) 0.0329(11) Uani 1 1 d . . . O2 O 0.2698(5) 0.2173(4) 0.6669(2) 0.0343(12) Uani 1 1 d . . . O10 O 0.2699(5) 0.3687(4) 0.7519(2) 0.0354(12) Uani 1 1 d . . . O15 O 0.2061(5) 0.5351(4) 0.5342(2) 0.0365(12) Uani 1 1 d . . . O1 O 0.4614(6) 0.2592(4) 0.5848(2) 0.0343(12) Uani 1 1 d . . . O16 O 0.5111(6) 0.5833(4) 0.5552(3) 0.0389(13) Uani 1 1 d . . . O5 O 0.6832(5) 0.3073(4) 0.6958(2) 0.0374(13) Uani 1 1 d . . . O4 O 0.3409(7) 0.1707(5) 0.4961(3) 0.0576(18) Uani 1 1 d . . . O12 O 0.4848(7) 0.5413(5) 0.8569(3) 0.0546(16) Uani 1 1 d . . . O3 O 0.1513(6) 0.1081(5) 0.5904(3) 0.0520(16) Uani 1 1 d . . . O8 O 0.8790(7) 0.2276(6) 0.7541(4) 0.070(2) Uani 1 1 d . . . O11 O 0.1997(6) 0.4529(5) 0.8420(3) 0.0508(15) Uani 1 1 d . . . C4 C 0.6368(9) 0.1906(6) 0.7819(4) 0.0363(18) Uani 1 1 d . . . C7 C 0.2930(9) 0.4308(5) 0.8034(4) 0.0352(17) Uani 1 1 d . . . C1 C 0.2474(8) 0.1704(6) 0.6081(4) 0.0354(18) Uani 1 1 d . . . C6 C 0.2963(8) 0.4860(5) 0.5742(3) 0.0276(15) Uani 1 1 d . . . C8 C 0.4475(8) 0.4793(6) 0.8123(4) 0.0348(17) Uani 1 1 d . . . N2 N 1.2534(7) 0.0920(5) 0.7918(3) 0.0428(16) Uani 1 1 d . . . O7 O 0.6825(7) 0.1242(5) 0.8222(4) 0.069(2) Uani 1 1 d . . . C5 C 0.4639(8) 0.5120(5) 0.5836(3) 0.0291(15) Uani 1 1 d . . . N4 N 0.6866(8) 0.2690(5) 0.4994(4) 0.0497(19) Uani 1 1 d . . . O20 O 0.0311(7) 0.3701(6) 0.9390(3) 0.0656(18) Uani 1 1 d . . . N3 N 0.8097(10) 0.0790(6) 0.5337(5) 0.070(3) Uani 1 1 d . . . N1 N 0.9931(8) 0.0616(6) 0.8575(4) 0.058(2) Uani 1 1 d . . . C10 C 1.1168(11) 0.1217(8) 0.8925(5) 0.058(2) Uani 1 1 d . . . C13 C 1.2035(10) 0.1693(6) 0.8387(4) 0.045(2) Uani 1 1 d . . . C3 C 0.7466(9) 0.2463(6) 0.7415(4) 0.0370(18) Uani 1 1 d . . . C16 C 0.8212(11) 0.2557(7) 0.5514(5) 0.058(3) Uani 1 1 d . . . C2 C 0.3564(9) 0.2015(6) 0.5574(4) 0.0370(18) Uani 1 1 d . . . C11 C 1.0508(10) -0.0158(7) 0.8131(5) 0.055(2) Uani 1 1 d . . . C17 C 0.8178(11) 0.1558(9) 0.5862(5) 0.062(3) Uani 1 1 d . . . C12 C 1.1283(10) 0.0315(7) 0.7572(4) 0.048(2) Uani 1 1 d . . . C15 C 0.6768(12) 0.0885(8) 0.4801(6) 0.066(3) Uani 1 1 d . . . H2A H 1.2986 0.1195 0.7580 0.100 Uiso 1 1 d . . . H2B H 1.3202 0.0543 0.8178 0.100 Uiso 1 1 d . . . H4A H 0.6920 0.3248 0.4767 0.100 Uiso 1 1 d . . . H4B H 0.6052 0.2697 0.5212 0.100 Uiso 1 1 d . . . H3B H 0.8912 0.0803 0.5119 0.100 Uiso 1 1 d . . . H3A H 0.8060 0.0222 0.5551 0.100 Uiso 1 1 d . . . H15A H 0.5866 0.0797 0.5017 0.100 Uiso 1 1 d . . . H15B H 0.6774 0.0400 0.4438 0.100 Uiso 1 1 d . . . H10B H 1.0719 0.1772 0.9201 0.100 Uiso 1 1 d . . . H12A H 1.0524 0.0756 0.7188 0.100 Uiso 1 1 d . . . H11B H 1.1097 -0.0585 0.8419 0.100 Uiso 1 1 d . . . H11A H 0.9964 -0.0564 0.7918 0.100 Uiso 1 1 d . . . H10A H 1.1898 0.0668 0.9257 0.100 Uiso 1 1 d . . . H12B H 1.1751 -0.0206 0.7217 0.100 Uiso 1 1 d . . . H13B H 1.1429 0.2178 0.8155 0.100 Uiso 1 1 d . . . H13A H 1.2803 0.2087 0.8642 0.100 Uiso 1 1 d . . . H16B H 0.9282 0.2651 0.5191 0.100 Uiso 1 1 d . . . H14A H 0.7786 0.1952 0.4126 0.100 Uiso 1 1 d . . . H17B H 0.9102 0.1699 0.6300 0.100 Uiso 1 1 d . . . H16A H 0.8561 0.2936 0.5929 0.100 Uiso 1 1 d . . . H14B H 0.5808 0.1966 0.4130 0.100 Uiso 1 1 d . . . H17A H 0.7463 0.1588 0.6197 0.100 Uiso 1 1 d . . . H1A H 0.9457 0.0379 0.9088 0.100 Uiso 1 1 d . . . H1B H 0.9285 0.1065 0.8275 0.100 Uiso 1 1 d . . . H20B H 0.0378 0.3831 0.8975 0.100 Uiso 1 1 d . . . H20A H -0.0472 0.4206 0.9290 0.100 Uiso 1 1 d . . . 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(4) 0.0257(4) 0.0284(4) 0.0024(3) 0.0063(3) 0.0017(3) O14 0.023(3) 0.029(3) 0.045(3) 0.007(2) 0.005(2) 0.001(2) O6 0.029(3) 0.039(3) 0.044(3) 0.016(2) 0.007(2) 0.002(2) O9 0.033(3) 0.040(3) 0.044(3) -0.003(2) 0.009(2) -0.005(2) C14 0.034(5) 0.098(8) 0.032(4) 0.012(5) -0.001(3) 0.003(5) O13 0.026(3) 0.033(3) 0.040(3) 0.011(2) 0.003(2) -0.003(2) O2 0.034(3) 0.034(3) 0.036(3) -0.003(2) 0.010(2) -0.005(2) O10 0.026(3) 0.040(3) 0.042(3) -0.008(2) 0.009(2) -0.001(2) O15 0.031(3) 0.037(3) 0.040(3) 0.005(2) 0.002(2) 0.008(2) O1 0.033(3) 0.036(3) 0.035(3) -0.004(2) 0.010(2) -0.001(2) O16 0.034(3) 0.034(3) 0.049(3) 0.014(2) 0.009(2) -0.005(2) O5 0.024(3) 0.049(3) 0.041(3) 0.011(2) 0.008(2) 0.007(2) O4 0.059(4) 0.082(5) 0.033(3) -0.014(3) 0.009(3) -0.016(3) O12 0.059(4) 0.050(4) 0.056(3) -0.023(3) 0.014(3) -0.012(3) O3 0.037(3) 0.065(4) 0.055(3) -0.014(3) 0.009(3) -0.020(3) O8 0.029(3) 0.099(6) 0.085(5) 0.044(4) 0.012(3) 0.020(3) O11 0.052(4) 0.056(4) 0.051(3) -0.018(3) 0.029(3) -0.010(3) C4 0.033(4) 0.034(4) 0.041(4) 0.012(3) 0.003(3) 0.002(3) C7 0.040(4) 0.029(4) 0.038(4) 0.001(3) 0.010(3) 0.003(3) C1 0.023(4) 0.047(5) 0.035(4) -0.003(3) 0.001(3) -0.006(3) C6 0.025(4) 0.027(4) 0.030(3) -0.005(3) 0.001(3) 0.002(3) C8 0.034(4) 0.029(4) 0.041(4) -0.001(3) 0.007(3) -0.001(3) N2 0.029(4) 0.052(4) 0.050(4) 0.012(3) 0.013(3) 0.002(3) O7 0.045(4) 0.071(5) 0.091(5) 0.055(4) 0.006(3) 0.009(3) C5 0.030(4) 0.028(4) 0.031(3) 0.003(3) 0.008(3) 0.001(3) N4 0.048(4) 0.037(4) 0.071(5) 0.023(3) 0.031(4) 0.014(3) O20 0.057(4) 0.082(5) 0.060(4) 0.007(4) 0.017(3) -0.005(4) N3 0.069(6) 0.038(5) 0.110(7) 0.028(5) 0.033(5) 0.024(4) N1 0.034(4) 0.063(5) 0.081(5) 0.026(4) 0.026(4) 0.012(4) C10 0.057(6) 0.067(6) 0.050(5) 0.006(5) 0.014(4) 0.014(5) C13 0.042(5) 0.038(5) 0.054(5) -0.001(4) 0.000(4) 0.002(4) C3 0.034(5) 0.037(5) 0.039(4) 0.008(3) 0.004(3) 0.009(4) C16 0.050(6) 0.063(6) 0.065(6) -0.019(5) 0.026(5) -0.020(5) C2 0.033(4) 0.042(4) 0.035(4) -0.003(3) 0.003(3) 0.002(4) C11 0.040(5) 0.042(5) 0.081(6) 0.005(5) -0.001(4) -0.008(4) C17 0.054(6) 0.086(8) 0.045(5) 0.018(5) 0.010(4) 0.006(5) C12 0.043(5) 0.053(5) 0.045(4) 0.003(4) -0.002(4) 0.006(4) C15 0.066(7) 0.053(6) 0.082(7) -0.027(5) 0.026(6) -0.016(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 Zr1 O10 2.177(5) . ? Zr1 O9 2.194(5) . ? Zr1 O6 2.200(5) . ? Zr1 O13 2.203(5) . ? Zr1 O5 2.205(5) . ? Zr1 O2 2.217(5) . ? Zr1 O1 2.221(5) . ? Zr1 O14 2.220(5) . ? O14 C6 1.275(8) . ? O6 C4 1.289(9) . ? O9 C8 1.292(9) . ? C14 C15 1.469(14) . ? C14 N4 1.501(12) . ? C14 H14A 1.221 . ? C14 H14B 0.977 . ? O13 C5 1.294(8) . ? O2 C1 1.278(8) . ? O10 C7 1.283(9) . ? O15 C6 1.226(8) . ? O1 C2 1.276(9) . ? O16 C5 1.207(8) . ? O5 C3 1.271(8) . ? O4 C2 1.230(9) . ? O12 C8 1.203(9) . ? O3 C1 1.217(9) . ? O8 C3 1.213(9) . ? O11 C7 1.233(9) . ? C4 O7 1.208(9) . ? C4 C3 1.535(10) . ? C7 C8 1.528(11) . ? C1 C2 1.536(10) . ? C6 C5 1.540(10) . ? N2 C12 1.469(11) . ? N2 C13 1.481(11) . ? N2 H2A 0.892 . ? N2 H2B 0.884 . ? N4 C16 1.467(12) . ? N4 H4A 0.869 . ? N4 H4B 0.897 . ? O20 H20B 0.822 . ? O20 H20A 0.978 . ? N3 C17 1.432(14) . ? N3 C15 1.467(14) . ? N3 H3B 0.897 . ? N3 H3A 0.868 . ? N1 C10 1.459(13) . ? N1 C11 1.481(12) . ? N1 H1A 1.169 . ? N1 H1B 0.967 . ? C10 C13 1.520(13) . ? C10 H10B 1.028 . ? C10 H10A 1.121 . ? C13 H13B 0.921 . ? C13 H13A 0.949 . ? C16 C17 1.497(14) . ? C16 H16B 1.227 . ? C16 H16A 0.955 . ? C11 C12 1.500(12) . ? C11 H11B 0.910 . ? C11 H11A 0.804 . ? C17 H17B 1.109 . ? C17 H17A 0.974 . ? C12 H12A 1.101 . ? C12 H12B 1.099 . ? C15 H15A 0.972 . ? C15 H15B 0.950 . ? 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 O10 Zr1 O9 70.73(18) . . ? O10 Zr1 O6 81.07(19) . . ? O9 Zr1 O6 85.5(2) . . ? O10 Zr1 O13 122.53(19) . . ? O9 Zr1 O13 75.37(18) . . ? O6 Zr1 O13 140.40(18) . . ? O10 Zr1 O5 139.78(18) . . ? O9 Zr1 O5 78.7(2) . . ? O6 Zr1 O5 70.89(18) . . ? O13 Zr1 O5 71.53(18) . . ? O10 Zr1 O2 72.46(19) . . ? O9 Zr1 O2 139.83(18) . . ? O6 Zr1 O2 73.43(19) . . ? O13 Zr1 O2 140.31(18) . . ? O5 Zr1 O2 123.2(2) . . ? O10 Zr1 O1 138.75(19) . . ? O9 Zr1 O1 149.27(18) . . ? O6 Zr1 O1 104.89(19) . . ? O13 Zr1 O1 78.68(18) . . ? O5 Zr1 O1 77.72(19) . . ? O2 Zr1 O1 70.54(17) . . ? O10 Zr1 O14 76.17(18) . . ? O9 Zr1 O14 106.64(19) . . ? O6 Zr1 O14 148.62(18) . . ? O13 Zr1 O14 70.92(17) . . ? O5 Zr1 O14 139.10(17) . . ? O2 Zr1 O14 79.24(18) . . ? O1 Zr1 O14 79.62(18) . . ? C6 O14 Zr1 120.8(4) . . ? C4 O6 Zr1 120.8(4) . . ? C8 O9 Zr1 121.8(5) . . ? C15 C14 N4 110.9(7) . . ? C15 C14 H14A 110.4 . . ? N4 C14 H14A 107.0 . . ? C15 C14 H14B 111.7 . . ? N4 C14 H14B 108.2 . . ? H14A C14 H14B 108.5 . . ? C5 O13 Zr1 121.2(4) . . ? C1 O2 Zr1 120.9(4) . . ? C7 O10 Zr1 121.6(5) . . ? C2 O1 Zr1 119.3(4) . . ? C3 O5 Zr1 121.2(5) . . ? O7 C4 O6 127.3(7) . . ? O7 C4 C3 119.4(7) . . ? O6 C4 C3 113.3(6) . . ? O11 C7 O10 124.4(7) . . ? O11 C7 C8 121.7(7) . . ? O10 C7 C8 113.9(6) . . ? O3 C1 O2 126.7(7) . . ? O3 C1 C2 120.5(7) . . ? O2 C1 C2 112.8(6) . . ? O15 C6 O14 125.5(6) . . ? O15 C6 C5 120.4(6) . . ? O14 C6 C5 114.0(6) . . ? O12 C8 O9 126.1(7) . . ? O12 C8 C7 122.0(7) . . ? O9 C8 C7 111.9(6) . . ? C12 N2 C13 112.1(6) . . ? C12 N2 H2A 107.8 . . ? C13 N2 H2A 111.2 . . ? C12 N2 H2B 110.9 . . ? C13 N2 H2B 107.5 . . ? H2A N2 H2B 107.2 . . ? O16 C5 O13 124.7(7) . . ? O16 C5 C6 122.1(6) . . ? O13 C5 C6 113.0(6) . . ? C16 N4 C14 110.6(6) . . ? C16 N4 H4A 110.0 . . ? C14 N4 H4A 107.2 . . ? C16 N4 H4B 110.0 . . ? C14 N4 H4B 109.7 . . ? H4A N4 H4B 109.4 . . ? H20B O20 H20A 79.5 . . ? C17 N3 C15 112.5(7) . . ? C17 N3 H3B 110.4 . . ? C15 N3 H3B 108.7 . . ? C17 N3 H3A 107.4 . . ? C15 N3 H3A 108.8 . . ? H3B N3 H3A 109.0 . . ? C10 N1 C11 109.8(7) . . ? C10 N1 H1A 96.6 . . ? C11 N1 H1A 119.4 . . ? C10 N1 H1B 106.7 . . ? C11 N1 H1B 109.2 . . ? H1A N1 H1B 113.7 . . ? N1 C10 C13 110.9(7) . . ? N1 C10 H10B 107.5 . . ? C13 C10 H10B 108.9 . . ? N1 C10 H10A 104.3 . . ? C13 C10 H10A 109.8 . . ? H10B C10 H10A 115.3 . . ? N2 C13 C10 110.4(7) . . ? N2 C13 H13B 114.4 . . ? C10 C13 H13B 107.0 . . ? N2 C13 H13A 115.8 . . ? C10 C13 H13A 107.2 . . ? H13B C13 H13A 101.2 . . ? O8 C3 O5 127.1(7) . . ? O8 C3 C4 119.4(7) . . ? O5 C3 C4 113.5(6) . . ? N4 C16 C17 110.0(7) . . ? N4 C16 H16B 106.5 . . ? C17 C16 H16B 112.6 . . ? N4 C16 H16A 129.8 . . ? C17 C16 H16A 97.6 . . ? H16B C16 H16A 100.0 . . ? O4 C2 O1 124.7(7) . . ? O4 C2 C1 120.9(7) . . ? O1 C2 C1 114.3(6) . . ? N1 C11 C12 110.6(7) . . ? N1 C11 H11B 108.5 . . ? C12 C11 H11B 113.8 . . ? N1 C11 H11A 121.6 . . ? C12 C11 H11A 103.7 . . ? H11B C11 H11A 98.2 . . ? N3 C17 C16 109.4(7) . . ? N3 C17 H17B 127.5 . . ? C16 C17 H17B 96.9 . . ? N3 C17 H17A 121.3 . . ? C16 C17 H17A 108.2 . . ? H17B C17 H17A 89.8 . . ? N2 C12 C11 108.6(6) . . ? N2 C12 H12A 111.6 . . ? C11 C12 H12A 113.0 . . ? N2 C12 H12B 106.7 . . ? C11 C12 H12B 115.7 . . ? H12A C12 H12B 100.9 . . ? N3 C15 C14 110.6(8) . . ? N3 C15 H15A 110.2 . . ? C14 C15 H15A 109.5 . . ? N3 C15 H15B 111.1 . . ? C14 C15 H15B 106.6 . . ? H15A C15 H15B 108.8 . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.06 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 1.520 _refine_diff_density_min -1.501 _refine_diff_density_rms 0.451 #END data_Cmpd_1h _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C28 H17 K N4 O20 Zr, 2(H3 O)' _chemical_formula_sum 'C28 H23 K N4 O22 Zr' _chemical_formula_weight 897.82 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'H' 'H' 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'N' 'N' 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'K' 'K' 0.2009 0.2494 '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 P2/c _symmetry_space_group_name_Hall -P2yc loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 10.247(2) _cell_length_b 12.096(2) _cell_length_c 13.312(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.92(6) _cell_angle_gamma 90.00 _cell_volume 1649.7(5) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min 1 _cell_measurement_theta_max 20 _exptl_crystal_description prisme _exptl_crystal_colour white _exptl_crystal_size_max 0.3 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.807 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 908 _exptl_absorpt_coefficient_mu 0.564 _exptl_absorpt_correction_type 'empirical' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details 'scalepack' _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(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 'Nonius Kappa-CCD' _diffrn_measurement_method '\f scans, and \w scans with \k offsets' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14289 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_sigmaI/netI 0.0337 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.68 _diffrn_reflns_theta_max 27.46 _reflns_number_total 3781 _reflns_number_gt 3026 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'KappaCCD Server Software (Nonius, 1997)' _computing_cell_refinement 'DENZO-SMN (Otwinowski & Minor, 1997)' _computing_data_reduction 'DENZO-SMN' _computing_structure_solution 'shelxs-97 (Sheldrick, 1990)' _computing_structure_refinement 'shelxl-97 (Sheldrick, 1997)' _computing_molecular_graphics 'ORTEP-3 ( Farrugia, 1997) and Diamond 2.1e' _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^)+(0.0807P)^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 3781 _refine_ls_number_parameters 285 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0562 _refine_ls_R_factor_gt 0.0333 _refine_ls_wR_factor_ref 0.1403 _refine_ls_wR_factor_gt 0.0917 _refine_ls_goodness_of_fit_ref 1.253 _refine_ls_restrained_S_all 1.254 _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 Zr01 Zr 0.5000 0.17441(3) 0.7500 0.02418(15) Uani 1 2 d S . . O2 O 0.4151(2) 0.31599(16) 0.82979(17) 0.0323(5) Uani 1 1 d . . . O1 O 0.3283(2) 0.11725(17) 0.83131(17) 0.0372(5) Uani 1 1 d . . . O3 O 0.1395(2) 0.16785(19) 0.8993(2) 0.0464(6) Uani 1 1 d . . . C2 C 0.2466(3) 0.1880(2) 0.8652(2) 0.0318(7) Uani 1 1 d . . . O4 O 0.2261(2) 0.38503(19) 0.8807(2) 0.0495(7) Uani 1 1 d . . . C1 C 0.2973(3) 0.3076(2) 0.8587(2) 0.0308(6) Uani 1 1 d . . . O6 O 0.6602(2) 0.23540(17) 0.85175(16) 0.0340(5) Uani 1 1 d . . . O5 O 0.5719(2) 0.03671(17) 0.84054(18) 0.0376(5) Uani 1 1 d . . . O7 O 0.8418(2) 0.18130(17) 0.93205(18) 0.0381(5) Uani 1 1 d . . . C4 C 0.7358(3) 0.1637(2) 0.8911(2) 0.0280(6) Uani 1 1 d . . . C5 C -0.7628(3) 0.3138(3) 1.1061(3) 0.0409(8) Uani 1 1 d . . . C11 C -0.3798(3) 0.1773(2) 1.1420(3) 0.0336(7) Uani 1 1 d D . . O8 O 0.7502(3) -0.0325(2) 0.9153(3) 0.0634(9) Uani 1 1 d . . . C7 C -0.5318(3) 0.3382(2) 1.1190(2) 0.0283(6) Uani 1 1 d . . . C12 C -0.2880(3) 0.3567(3) 1.1263(3) 0.0343(7) Uani 1 1 d . . . C8 C -0.5545(3) 0.4507(2) 1.1287(2) 0.0333(7) Uani 1 1 d . . . C13 C -0.1664(3) 0.3107(3) 1.1393(3) 0.0361(7) Uani 1 1 d . . . C3 C 0.6849(3) 0.0441(2) 0.8832(3) 0.0349(7) Uani 1 1 d . . . C10 C -0.3989(3) 0.2901(2) 1.1279(2) 0.0286(6) Uani 1 1 d . . . C9 C -0.6775(3) 0.4918(2) 1.1293(3) 0.0400(8) Uani 1 1 d . . . C6 C -0.6407(3) 0.2705(2) 1.1054(2) 0.0333(7) Uani 1 1 d D . . O10 O -0.0318(2) 0.15720(19) 1.16138(19) 0.0403(5) Uani 1 1 d . . . N1 N -0.1536(2) 0.2018(2) 1.15348(19) 0.0317(6) Uani 1 1 d . . . N2 N -0.7806(3) 0.4229(2) 1.1200(3) 0.0448(7) Uani 1 1 d . . . K1 K 0.0000 0.0000 1.0000 0.0330(2) Uani 1 2 d S . . C14 C -0.2572(3) 0.1344(3) 1.1548(2) 0.0344(7) Uani 1 1 d . . . O20A O 0.0270(4) -0.3624(4) 1.0733(5) 0.0592(12) Uani 0.67 1 d P . . O20B O 0.0337(7) -0.3537(6) 1.1440(6) 0.0305(14) Uani 0.33 1 d P . . O9A O -0.9005(11) 0.4590(9) 1.0985(8) 0.069(3) Uani 0.50 1 d P . . O9B O -0.9019(11) 0.4611(10) 1.1483(6) 0.044(2) Uani 0.50 1 d P . . H33 H -0.0407 -0.3437 1.1194 0.10(2) Uiso 1 1 d . . . H34 H 0.0619 -0.2980 1.1187 0.14(3) Uiso 1 1 d . . . H12 H -0.2994 0.4282 1.1175 0.033 Uiso 1 1 d . . . H13 H -0.0960 0.3512 1.1379 0.040 Uiso 1 1 d . . . H6 H -0.6351 0.1923 1.0944 0.049 Uiso 1 1 d D . . H11 H -0.450(3) 0.138(3) 1.137(4) 0.068(13) Uiso 1 1 d D . . H15 H -0.2292 0.0656 1.1581 0.051 Uiso 1 1 d . . . H8 H -0.4927 0.4923 1.1369 0.032 Uiso 1 1 d . . . H5 H -0.8372 0.2724 1.0977 0.052 Uiso 1 1 d . . . H9 H -0.6876 0.5599 1.1371 0.042 Uiso 1 1 d . . . H10 H 0.0000 0.153(6) 1.2500 0.09(2) Uiso 1 2 d S . . H35 H 0.086(9) -0.429(8) 1.105(8) 0.21(4) Uiso 1 1 d . . . 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 Zr01 0.0185(2) 0.0171(2) 0.0367(3) 0.000 -0.00511(15) 0.000 O2 0.0257(11) 0.0244(11) 0.0468(12) -0.0055(9) 0.0033(9) -0.0041(8) O1 0.0327(12) 0.0222(11) 0.0570(14) 0.0027(9) 0.0076(11) -0.0017(9) O3 0.0292(13) 0.0376(13) 0.0726(18) 0.0095(11) 0.0105(12) -0.0038(9) C2 0.0269(16) 0.0273(15) 0.0411(17) 0.0057(12) -0.0016(13) -0.0006(12) O4 0.0356(13) 0.0278(12) 0.0854(19) 0.0000(12) 0.0137(13) 0.0046(10) C1 0.0246(15) 0.0261(15) 0.0416(16) 0.0015(12) -0.0002(12) 0.0010(11) O6 0.0315(12) 0.0236(11) 0.0463(12) -0.0001(9) -0.0137(9) -0.0004(8) O5 0.0295(12) 0.0265(11) 0.0562(14) 0.0104(10) -0.0164(10) -0.0072(9) O7 0.0315(13) 0.0328(12) 0.0494(14) 0.0021(10) -0.0165(10) -0.0043(9) C4 0.0253(15) 0.0255(15) 0.0332(15) 0.0010(11) -0.0044(12) -0.0016(11) C5 0.0292(17) 0.0261(16) 0.067(2) 0.0001(14) -0.0070(15) -0.0070(12) C11 0.0280(16) 0.0251(16) 0.0479(18) -0.0012(12) 0.0003(14) -0.0062(12) O8 0.0507(17) 0.0291(13) 0.109(2) 0.0171(14) -0.0433(16) -0.0062(11) C7 0.0253(15) 0.0259(15) 0.0337(15) 0.0007(11) -0.0019(12) -0.0036(11) C12 0.0299(16) 0.0231(14) 0.0499(19) 0.0012(13) 0.0009(14) -0.0036(12) C8 0.0275(16) 0.0246(15) 0.0478(18) 0.0004(13) -0.0030(13) -0.0077(12) C13 0.0270(16) 0.0311(16) 0.0502(19) -0.0028(14) -0.0018(14) -0.0065(12) C3 0.0285(16) 0.0274(16) 0.0484(18) 0.0075(13) -0.0134(14) -0.0044(12) C10 0.0272(15) 0.0248(14) 0.0338(15) -0.0007(12) -0.0020(12) -0.0040(12) C9 0.0328(18) 0.0220(15) 0.065(2) -0.0007(14) -0.0025(15) -0.0023(12) C6 0.0297(16) 0.0236(15) 0.0463(17) -0.0024(13) -0.0037(13) -0.0039(12) O10 0.0253(12) 0.0454(13) 0.0501(14) -0.0047(11) -0.0048(10) 0.0076(9) N1 0.0262(13) 0.0313(13) 0.0375(14) -0.0021(11) -0.0030(11) 0.0020(10) N2 0.0260(14) 0.0269(14) 0.081(2) 0.0034(14) -0.0023(14) 0.0007(11) K1 0.0255(5) 0.0290(5) 0.0444(5) 0.0014(4) -0.0053(4) 0.0011(3) C14 0.0331(17) 0.0249(15) 0.0450(18) 0.0019(13) -0.0009(14) -0.0002(13) O20A 0.035(2) 0.042(2) 0.101(4) 0.009(3) 0.001(3) 0.0009(18) O20B 0.023(4) 0.023(3) 0.045(4) 0.005(3) -0.002(3) 0.000(3) O9A 0.025(3) 0.031(3) 0.150(10) -0.009(7) -0.009(7) 0.008(2) O9B 0.025(3) 0.037(4) 0.071(5) 0.006(4) 0.005(4) -0.002(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 Zr01 O5 2.177(2) 2_656 ? Zr01 O5 2.177(2) . ? Zr01 O1 2.192(2) . ? Zr01 O1 2.192(2) 2_656 ? Zr01 O2 2.202(2) 2_656 ? Zr01 O2 2.202(2) . ? Zr01 O6 2.236(2) 2_656 ? Zr01 O6 2.236(2) . ? O2 C1 1.276(4) . ? O1 C2 1.284(4) . ? O3 C2 1.219(4) . ? O3 K1 2.833(2) . ? C2 C1 1.540(4) . ? O4 C1 1.226(4) . ? O6 C4 1.270(3) . ? O5 C3 1.284(4) . ? O7 C4 1.226(4) . ? O7 K1 2.865(2) 1_655 ? C4 C3 1.541(4) . ? C5 N2 1.346(4) . ? C5 C6 1.356(5) . ? C5 H5 0.917 . ? C11 C14 1.367(5) . ? C11 C10 1.391(4) . ? C11 H11 0.86(3) . ? O8 C3 1.217(4) . ? O8 K1 2.808(2) 1_655 ? C7 C8 1.386(4) . ? C7 C6 1.394(4) . ? C7 C10 1.484(4) . ? C12 C13 1.373(5) . ? C12 C10 1.393(4) . ? C12 H12 0.881 . ? C8 C9 1.355(5) . ? C8 H8 0.815 . ? C13 N1 1.337(4) . ? C13 H13 0.872 . ? C9 N2 1.349(4) . ? C9 H9 0.838 . ? C6 H6 0.960 . ? O10 N1 1.362(3) . ? O10 K1 2.891(2) . ? O10 H10 1.220(3) . ? N1 C14 1.339(4) . ? N2 O9A 1.331(11) . ? N2 O9B 1.384(11) . ? K1 O8 2.808(3) 3_657 ? K1 O8 2.808(3) 1_455 ? K1 O3 2.833(2) 3_557 ? K1 O7 2.865(2) 1_455 ? K1 O7 2.865(2) 3_657 ? K1 O10 2.891(2) 3_557 ? C14 H15 0.881 . ? O20A O20B 0.948(8) . ? O20A H33 0.960(5) . ? O20A H34 1.045(6) . ? O20A H35 1.09(10) . ? O20B H33 0.834(7) . ? O20B H34 0.809(7) . ? O20B H35 1.19(10) . ? O9A O9B 0.664(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 Zr01 O5 80.19(12) 2_656 . ? O5 Zr01 O1 76.40(9) 2_656 . ? O5 Zr01 O1 75.67(8) . . ? O5 Zr01 O1 75.67(8) 2_656 2_656 ? O5 Zr01 O1 76.40(9) . 2_656 ? O1 Zr01 O1 143.23(11) . 2_656 ? O5 Zr01 O2 117.44(9) 2_656 2_656 ? O5 Zr01 O2 136.81(8) . 2_656 ? O1 Zr01 O2 144.10(8) . 2_656 ? O1 Zr01 O2 71.37(8) 2_656 2_656 ? O5 Zr01 O2 136.81(8) 2_656 . ? O5 Zr01 O2 117.44(9) . . ? O1 Zr01 O2 71.37(8) . . ? O1 Zr01 O2 144.10(8) 2_656 . ? O2 Zr01 O2 77.88(11) 2_656 . ? O5 Zr01 O6 71.25(7) 2_656 2_656 ? O5 Zr01 O6 145.70(8) . 2_656 ? O1 Zr01 O6 79.41(8) . 2_656 ? O1 Zr01 O6 113.08(9) 2_656 2_656 ? O2 Zr01 O6 75.12(8) 2_656 2_656 ? O2 Zr01 O6 75.15(8) . 2_656 ? O5 Zr01 O6 145.70(8) 2_656 . ? O5 Zr01 O6 71.25(7) . . ? O1 Zr01 O6 113.08(9) . . ? O1 Zr01 O6 79.41(8) 2_656 . ? O2 Zr01 O6 75.15(8) 2_656 . ? O2 Zr01 O6 75.12(8) . . ? O6 Zr01 O6 141.47(11) 2_656 . ? C1 O2 Zr01 117.79(18) . . ? C2 O1 Zr01 119.77(19) . . ? C2 O3 K1 141.6(2) . . ? O3 C2 O1 126.4(3) . . ? O3 C2 C1 121.0(3) . . ? O1 C2 C1 112.6(3) . . ? O4 C1 O2 125.5(3) . . ? O4 C1 C2 120.1(3) . . ? O2 C1 C2 114.4(2) . . ? C4 O6 Zr01 117.49(18) . . ? C3 O5 Zr01 119.08(18) . . ? C4 O7 K1 120.04(18) . 1_655 ? O7 C4 O6 126.5(3) . . ? O7 C4 C3 119.3(3) . . ? O6 C4 C3 114.2(2) . . ? N2 C5 C6 120.4(3) . . ? N2 C5 H5 115.9 . . ? C6 C5 H5 123.6 . . ? C14 C11 C10 121.1(3) . . ? C14 C11 H11 124(2) . . ? C10 C11 H11 114(2) . . ? C3 O8 K1 121.8(2) . 1_655 ? C8 C7 C6 116.9(3) . . ? C8 C7 C10 122.2(3) . . ? C6 C7 C10 120.8(3) . . ? C13 C12 C10 120.2(3) . . ? C13 C12 H12 122.2 . . ? C10 C12 H12 117.6 . . ? C9 C8 C7 121.2(3) . . ? C9 C8 H8 119.6 . . ? C7 C8 H8 119.1 . . ? N1 C13 C12 120.3(3) . . ? N1 C13 H13 118.5 . . ? C12 C13 H13 121.2 . . ? O8 C3 O5 126.1(3) . . ? O8 C3 C4 120.5(3) . . ? O5 C3 C4 113.4(2) . . ? C11 C10 C12 117.1(3) . . ? C11 C10 C7 121.5(3) . . ? C12 C10 C7 121.3(3) . . ? N2 C9 C8 120.0(3) . . ? N2 C9 H9 121.4 . . ? C8 C9 H9 118.6 . . ? C5 C6 C7 120.6(3) . . ? C5 C6 H6 116.1 . . ? C7 C6 H6 123.3 . . ? N1 O10 K1 108.49(16) . . ? N1 O10 H10 108.7(14) . . ? K1 O10 H10 131(3) . . ? C13 N1 C14 121.7(3) . . ? C13 N1 O10 119.3(3) . . ? C14 N1 O10 118.9(3) . . ? O9A N2 C5 114.8(5) . . ? O9A N2 C9 122.4(6) . . ? C5 N2 C9 120.7(3) . . ? C5 N2 O9B 119.3(5) . . ? C9 N2 O9B 118.3(5) . . ? O8 K1 O8 180.0 3_657 1_455 ? O8 K1 O3 111.96(8) 3_657 3_557 ? O8 K1 O3 68.04(8) 1_455 3_557 ? O8 K1 O3 68.04(8) 3_657 . ? O8 K1 O3 111.96(8) 1_455 . ? O3 K1 O3 180.0 3_557 . ? O8 K1 O7 121.80(7) 3_657 1_455 ? O8 K1 O7 58.20(7) 1_455 1_455 ? O3 K1 O7 114.26(7) 3_557 1_455 ? O3 K1 O7 65.74(7) . 1_455 ? O8 K1 O7 58.20(7) 3_657 3_657 ? O8 K1 O7 121.80(7) 1_455 3_657 ? O3 K1 O7 65.74(7) 3_557 3_657 ? O3 K1 O7 114.26(7) . 3_657 ? O7 K1 O7 180.0 1_455 3_657 ? O8 K1 O10 73.89(8) 3_657 . ? O8 K1 O10 106.11(8) 1_455 . ? O3 K1 O10 93.21(7) 3_557 . ? O3 K1 O10 86.79(7) . . ? O7 K1 O10 70.19(7) 1_455 . ? O7 K1 O10 109.81(7) 3_657 . ? O8 K1 O10 106.11(8) 3_657 3_557 ? O8 K1 O10 73.89(8) 1_455 3_557 ? O3 K1 O10 86.79(7) 3_557 3_557 ? O3 K1 O10 93.21(7) . 3_557 ? O7 K1 O10 109.81(7) 1_455 3_557 ? O7 K1 O10 70.19(7) 3_657 3_557 ? O10 K1 O10 180.0 . 3_557 ? N1 C14 C11 119.6(3) . . ? N1 C14 H15 108.5 . . ? C11 C14 H15 131.5 . . ? O20B O20A H33 51.8(5) . . ? O20B O20A H34 47.6(5) . . ? H33 O20A H34 72.5(4) . . ? O20B O20A H35 71(5) . . ? H33 O20A H35 109(5) . . ? H34 O20A H35 99(5) . . ? O20A O20B H33 64.8(7) . . ? O20A O20B H34 72.5(7) . . ? H33 O20B H34 92.6(7) . . ? O20A O20B H35 60(5) . . ? H33 O20B H35 111(5) . . ? H34 O20B H35 107(5) . . ? O9B O9A N2 80.3(18) . . ? O9A O9B N2 71.4(17) . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.534 _refine_diff_density_min -1.204 _refine_diff_density_rms 0.232 #END