# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Zr1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C44 H62 N6 O8 Zr2 ' _chemical_formula_sum 'C44 H62 N6 O8 Zr2 ' _chemical_formula_weight 985.44 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 '-C 2yc' 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 17.9699(8) _cell_length_b 12.6633(6) _cell_length_c 22.2998(10) _cell_angle_alpha 90.00 _cell_angle_beta 111.613(2) _cell_angle_gamma 90.00 _cell_volume 4717.7(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 5224 _cell_measurement_theta_min 2.43 _cell_measurement_theta_max 28.45 _exptl_crystal_description Rectangular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.387 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2048 _exptl_absorpt_coefficient_mu 0.497 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8453 _exptl_absorpt_correction_T_max 0.9071 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16386 _diffrn_reflns_av_R_equivalents 0.0199 _diffrn_reflns_av_sigmaI/netI 0.0230 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.43 _diffrn_reflns_theta_max 28.47 _reflns_number_total 5374 _reflns_number_gt 4715 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII, Bruker,2004' _computing_cell_refinement 'APEXII/SAINT, Bruker,2004' _computing_data_reduction 'SAINT PLUS/XPREP, Bruker,2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0479P)^2^+23.0378P] 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 5374 _refine_ls_number_parameters 272 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0491 _refine_ls_R_factor_gt 0.0421 _refine_ls_wR_factor_ref 0.1104 _refine_ls_wR_factor_gt 0.1039 _refine_ls_goodness_of_fit_ref 1.018 _refine_ls_restrained_S_all 1.018 _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 C1 C 0.21723(16) 0.7657(2) 0.60178(12) 0.0193(5) Uani 1 1 d . . . C2 C 0.26473(18) 0.7625(2) 0.66722(13) 0.0284(6) Uani 1 1 d . . . H2 H 0.3201 0.7468 0.6801 0.034 Uiso 1 1 calc R . . C3 C 0.23240(19) 0.7819(3) 0.71397(14) 0.0322(7) Uani 1 1 d . . . H3 H 0.2662 0.7798 0.7582 0.039 Uiso 1 1 calc R . . C4 C 0.15127(19) 0.8045(2) 0.69703(14) 0.0291(6) Uani 1 1 d . . . C5 C 0.10341(16) 0.8067(2) 0.63192(13) 0.0234(5) Uani 1 1 d . . . H5 H 0.0478 0.8213 0.6191 0.028 Uiso 1 1 calc R . . C6 C 0.13599(15) 0.78792(19) 0.58527(12) 0.0189(5) Uani 1 1 d . . . C7 C -0.00988(15) 0.8526(2) 0.43798(13) 0.0215(5) Uani 1 1 d . . . C8 C -0.07689(17) 0.9053(2) 0.39305(14) 0.0288(6) Uani 1 1 d . . . H8 H -0.1068 0.9558 0.4063 0.035 Uiso 1 1 calc R . . C9 C -0.09599(19) 0.8793(3) 0.32976(16) 0.0404(8) Uani 1 1 d . . . H9 H -0.1405 0.9126 0.2980 0.048 Uiso 1 1 calc R . . C10 C -0.0510(2) 0.8038(4) 0.31011(17) 0.0508(11) Uani 1 1 d . . . H10 H -0.0666 0.7887 0.2654 0.061 Uiso 1 1 calc R . . C11 C 0.01358(19) 0.7519(3) 0.35246(16) 0.0420(8) Uani 1 1 d . . . H11 H 0.0426 0.7010 0.3386 0.050 Uiso 1 1 calc R . . C12 C 0.03454(15) 0.7783(2) 0.41805(13) 0.0248(6) Uani 1 1 d . . . C13 C 0.1171(2) 0.4990(3) 0.34531(19) 0.0497(10) Uani 1 1 d . . . H13 H 0.0871 0.5442 0.3073 0.060 Uiso 1 1 calc R . . C14 C 0.0605(3) 0.4160(5) 0.3535(3) 0.094(2) Uani 1 1 d . . . H14A H 0.0890 0.3725 0.3914 0.141 Uiso 1 1 calc R . . H14B H 0.0411 0.3712 0.3150 0.141 Uiso 1 1 calc R . . H14C H 0.0150 0.4508 0.3595 0.141 Uiso 1 1 calc R . . C15 C 0.1881(3) 0.4484(4) 0.3342(2) 0.0596(12) Uani 1 1 d . . . H15A H 0.2262 0.5034 0.3336 0.089 Uiso 1 1 calc R . . H15B H 0.1692 0.4110 0.2929 0.089 Uiso 1 1 calc R . . H15C H 0.2146 0.3984 0.3691 0.089 Uiso 1 1 calc R . . C16 C 0.36037(18) 0.4629(2) 0.54271(19) 0.0376(8) Uani 1 1 d . . . H16 H 0.4105 0.4696 0.5334 0.045 Uiso 1 1 calc R . . C17 C 0.3238(3) 0.3550(3) 0.5192(3) 0.0805(19) Uani 1 1 d . . . H17A H 0.2750 0.3463 0.5287 0.121 Uiso 1 1 calc R . . H17B H 0.3623 0.2997 0.5413 0.121 Uiso 1 1 calc R . . H17C H 0.3105 0.3496 0.4726 0.121 Uiso 1 1 calc R . . C18 C 0.3815(2) 0.4789(4) 0.6143(2) 0.0588(13) Uani 1 1 d . . . H18A H 0.4050 0.5492 0.6266 0.088 Uiso 1 1 calc R . . H18B H 0.4202 0.4250 0.6382 0.088 Uiso 1 1 calc R . . H18C H 0.3330 0.4729 0.6244 0.088 Uiso 1 1 calc R . . C19 C 0.1209(4) 0.4968(5) 0.5773(3) 0.0933(15) Uani 1 1 d . . . H19 H 0.0691 0.5356 0.5668 0.112 Uiso 1 1 calc R . . C20 C 0.1018(4) 0.3902(4) 0.5530(3) 0.0933(15) Uani 1 1 d . . . H20A H 0.0775 0.3918 0.5058 0.140 Uiso 1 1 calc R . . H20B H 0.0640 0.3588 0.5703 0.140 Uiso 1 1 calc R . . H20C H 0.1508 0.3478 0.5664 0.140 Uiso 1 1 calc R . . C21 C 0.1627(4) 0.5018(4) 0.6472(3) 0.0771(16) Uani 1 1 d . . . H21A H 0.2142 0.4653 0.6592 0.116 Uiso 1 1 calc R . . H21B H 0.1301 0.4677 0.6685 0.116 Uiso 1 1 calc R . . H21C H 0.1718 0.5758 0.6608 0.116 Uiso 1 1 calc R . . C22 C 0.1158(2) 0.8266(3) 0.74751(16) 0.0404(8) Uani 1 1 d . . . H22A H 0.1074 0.9028 0.7496 0.061 Uiso 1 1 calc R . . H22B H 0.1526 0.8016 0.7896 0.061 Uiso 1 1 calc R . . H22C H 0.0645 0.7899 0.7361 0.061 Uiso 1 1 calc R . . N1 N 0.09511(12) 0.74245(18) 0.47123(11) 0.0208(4) Uani 1 1 d . . . N2 N 0.08422(12) 0.79652(16) 0.51922(10) 0.0176(4) Uani 1 1 d . . . N3 N 0.02248(13) 0.86279(17) 0.50234(11) 0.0195(4) Uani 1 1 d . . . O1 O 0.24980(10) 0.74838(14) 0.55662(8) 0.0172(3) Uani 1 1 d . . . O2 O 0.14374(13) 0.56249(18) 0.40098(11) 0.0349(5) Uani 1 1 d . . . O3 O 0.30640(12) 0.54207(15) 0.50757(10) 0.0279(4) Uani 1 1 d . . . O4 O 0.16339(14) 0.54628(16) 0.54341(11) 0.0342(5) Uani 1 1 d . . . Zr1 Zr 0.205678(15) 0.616965(18) 0.486351(12) 0.01967(9) 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 C1 0.0253(13) 0.0183(11) 0.0138(12) 0.0020(9) 0.0066(10) 0.0024(9) C2 0.0302(15) 0.0377(16) 0.0146(13) 0.0040(11) 0.0050(11) 0.0085(12) C3 0.0412(17) 0.0419(17) 0.0116(13) 0.0046(11) 0.0074(12) 0.0071(13) C4 0.0400(16) 0.0317(15) 0.0209(14) 0.0047(11) 0.0176(13) 0.0013(12) C5 0.0257(13) 0.0244(13) 0.0232(14) 0.0034(10) 0.0126(11) -0.0018(10) C6 0.0234(12) 0.0169(11) 0.0156(12) 0.0013(9) 0.0061(10) -0.0031(9) C7 0.0154(12) 0.0253(12) 0.0209(13) -0.0024(10) 0.0032(10) -0.0032(9) C8 0.0198(13) 0.0361(15) 0.0247(15) -0.0035(12) 0.0015(11) 0.0008(11) C9 0.0239(15) 0.059(2) 0.0260(17) -0.0069(14) -0.0054(12) 0.0067(14) C10 0.0302(17) 0.085(3) 0.0227(17) -0.0220(17) -0.0070(13) 0.0126(17) C11 0.0269(16) 0.064(2) 0.0247(16) -0.0203(15) -0.0026(13) 0.0080(15) C12 0.0172(12) 0.0315(14) 0.0210(14) -0.0087(11) 0.0015(10) -0.0027(10) C13 0.048(2) 0.048(2) 0.044(2) -0.0335(17) 0.0058(17) -0.0061(16) C14 0.055(3) 0.096(4) 0.149(5) -0.095(4) 0.059(3) -0.047(3) C15 0.065(3) 0.056(2) 0.070(3) -0.036(2) 0.039(2) -0.014(2) C16 0.0285(15) 0.0220(14) 0.074(2) 0.0182(14) 0.0328(16) 0.0094(11) C17 0.051(2) 0.0168(16) 0.183(6) 0.017(2) 0.053(3) 0.0031(15) C18 0.0388(19) 0.082(3) 0.066(3) 0.055(2) 0.0316(19) 0.0268(19) C19 0.117(3) 0.072(3) 0.129(4) -0.012(2) 0.091(3) -0.044(2) C20 0.117(3) 0.072(3) 0.129(4) -0.012(2) 0.091(3) -0.044(2) C21 0.105(4) 0.075(3) 0.081(4) 0.029(3) 0.069(3) 0.002(3) C22 0.051(2) 0.053(2) 0.0260(17) 0.0056(14) 0.0242(15) 0.0023(16) N1 0.0161(10) 0.0247(11) 0.0182(11) -0.0070(8) 0.0024(8) -0.0028(8) N2 0.0173(10) 0.0188(10) 0.0160(10) -0.0004(8) 0.0052(8) -0.0018(7) N3 0.0170(10) 0.0207(10) 0.0204(11) -0.0001(8) 0.0064(9) -0.0016(8) O1 0.0191(8) 0.0192(8) 0.0107(8) -0.0002(6) 0.0026(7) 0.0031(6) O2 0.0336(11) 0.0349(12) 0.0336(12) -0.0222(9) 0.0093(9) -0.0100(9) O3 0.0370(11) 0.0190(9) 0.0337(11) 0.0055(8) 0.0200(9) 0.0084(8) O4 0.0452(12) 0.0206(10) 0.0487(13) 0.0022(9) 0.0311(11) -0.0006(9) Zr1 0.02408(15) 0.01453(13) 0.01995(15) -0.00317(9) 0.00757(11) -0.00145(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 O1 1.356(3) . ? C1 C2 1.393(4) . ? C1 C6 1.396(4) . ? C2 C3 1.390(4) . ? C2 H2 0.9500 . ? C3 C4 1.394(4) . ? C3 H3 0.9500 . ? C4 C5 1.389(4) . ? C4 C22 1.510(4) . ? C5 C6 1.389(4) . ? C5 H5 0.9500 . ? C6 N2 1.427(3) . ? C7 N3 1.342(4) . ? C7 C12 1.407(4) . ? C7 C8 1.418(4) . ? C8 C9 1.364(4) . ? C8 H8 0.9500 . ? C9 C10 1.422(5) . ? C9 H9 0.9500 . ? C10 C11 1.365(5) . ? C10 H10 0.9500 . ? C11 C12 1.410(4) . ? C11 H11 0.9500 . ? C12 N1 1.359(3) . ? C13 O2 1.406(4) . ? C13 C14 1.520(6) . ? C13 C15 1.528(5) . ? C13 H13 1.0000 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 H15A 0.9800 . ? C15 H15B 0.9800 . ? C15 H15C 0.9800 . ? C16 O3 1.414(3) . ? C16 C18 1.512(6) . ? C16 C17 1.523(5) . ? C16 H16 1.0000 . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C18 H18A 0.9800 . ? C18 H18B 0.9800 . ? C18 H18C 0.9800 . ? C19 O4 1.404(5) . ? C19 C20 1.449(7) . ? C19 C21 1.461(9) . ? C19 H19 1.0000 . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? N1 N2 1.344(3) . ? N1 Zr1 2.468(2) . ? N2 N3 1.330(3) . ? O1 Zr1 2.2222(17) . ? O1 Zr1 2.2429(18) 7_566 ? O2 Zr1 1.944(2) . ? O3 Zr1 1.9412(19) . ? O4 Zr1 1.926(2) . ? Zr1 O1 2.2429(18) 7_566 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 120.5(2) . . ? O1 C1 C6 122.1(2) . . ? C2 C1 C6 117.4(2) . . ? C3 C2 C1 121.1(3) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 121.2(3) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 118.1(3) . . ? C5 C4 C22 120.5(3) . . ? C3 C4 C22 121.5(3) . . ? C4 C5 C6 120.7(3) . . ? C4 C5 H5 119.7 . . ? C6 C5 H5 119.7 . . ? C5 C6 C1 121.7(2) . . ? C5 C6 N2 117.7(2) . . ? C1 C6 N2 120.6(2) . . ? N3 C7 C12 109.2(2) . . ? N3 C7 C8 129.2(3) . . ? C12 C7 C8 121.6(3) . . ? C9 C8 C7 116.3(3) . . ? C9 C8 H8 121.9 . . ? C7 C8 H8 121.9 . . ? C8 C9 C10 121.7(3) . . ? C8 C9 H9 119.1 . . ? C10 C9 H9 119.1 . . ? C11 C10 C9 123.1(3) . . ? C11 C10 H10 118.5 . . ? C9 C10 H10 118.5 . . ? C10 C11 C12 116.0(3) . . ? C10 C11 H11 122.0 . . ? C12 C11 H11 122.0 . . ? N1 C12 C7 108.3(2) . . ? N1 C12 C11 130.4(3) . . ? C7 C12 C11 121.4(3) . . ? O2 C13 C14 108.3(3) . . ? O2 C13 C15 110.4(3) . . ? C14 C13 C15 111.4(4) . . ? O2 C13 H13 108.9 . . ? C14 C13 H13 108.9 . . ? C15 C13 H13 108.9 . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C13 C15 H15A 109.5 . . ? C13 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C13 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? O3 C16 C18 110.1(3) . . ? O3 C16 C17 108.9(3) . . ? C18 C16 C17 113.1(4) . . ? O3 C16 H16 108.2 . . ? C18 C16 H16 108.2 . . ? C17 C16 H16 108.2 . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C16 C18 H18A 109.5 . . ? C16 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C16 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O4 C19 C20 108.4(4) . . ? O4 C19 C21 112.8(5) . . ? C20 C19 C21 113.4(6) . . ? O4 C19 H19 107.3 . . ? C20 C19 H19 107.3 . . ? C21 C19 H19 107.3 . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? C19 C21 H21A 109.5 . . ? C19 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C19 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C4 C22 H22A 109.5 . . ? C4 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C4 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N2 N1 C12 102.7(2) . . ? N2 N1 Zr1 124.41(16) . . ? C12 N1 Zr1 132.87(18) . . ? N3 N2 N1 116.5(2) . . ? N3 N2 C6 119.9(2) . . ? N1 N2 C6 123.5(2) . . ? N2 N3 C7 103.3(2) . . ? C1 O1 Zr1 120.33(15) . . ? C1 O1 Zr1 120.94(15) . 7_566 ? Zr1 O1 Zr1 111.03(7) . 7_566 ? C13 O2 Zr1 162.4(2) . . ? C16 O3 Zr1 150.34(18) . . ? C19 O4 Zr1 171.1(4) . . ? O4 Zr1 O3 99.86(9) . . ? O4 Zr1 O2 105.02(10) . . ? O3 Zr1 O2 102.21(9) . . ? O4 Zr1 O1 90.42(8) . . ? O3 Zr1 O1 97.79(8) . . ? O2 Zr1 O1 152.04(8) . . ? O4 Zr1 O1 157.69(8) . 7_566 ? O3 Zr1 O1 91.62(7) . 7_566 ? O2 Zr1 O1 90.98(8) . 7_566 ? O1 Zr1 O1 68.97(7) . 7_566 ? O4 Zr1 N1 84.02(8) . . ? O3 Zr1 N1 168.27(8) . . ? O2 Zr1 N1 87.30(8) . . ? O1 Zr1 N1 71.00(6) . . ? O1 Zr1 N1 81.26(7) 7_566 . ? 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 O1 C1 C2 C3 178.8(3) . . . . ? C6 C1 C2 C3 -0.7(4) . . . . ? C1 C2 C3 C4 0.5(5) . . . . ? C2 C3 C4 C5 0.2(5) . . . . ? C2 C3 C4 C22 -179.5(3) . . . . ? C3 C4 C5 C6 -0.6(4) . . . . ? C22 C4 C5 C6 179.1(3) . . . . ? C4 C5 C6 C1 0.3(4) . . . . ? C4 C5 C6 N2 -177.0(2) . . . . ? O1 C1 C6 C5 -179.2(2) . . . . ? C2 C1 C6 C5 0.3(4) . . . . ? O1 C1 C6 N2 -1.9(4) . . . . ? C2 C1 C6 N2 177.6(2) . . . . ? N3 C7 C8 C9 179.5(3) . . . . ? C12 C7 C8 C9 0.4(4) . . . . ? C7 C8 C9 C10 -0.1(5) . . . . ? C8 C9 C10 C11 0.3(7) . . . . ? C9 C10 C11 C12 -0.8(6) . . . . ? N3 C7 C12 N1 0.1(3) . . . . ? C8 C7 C12 N1 179.3(3) . . . . ? N3 C7 C12 C11 179.8(3) . . . . ? C8 C7 C12 C11 -0.9(4) . . . . ? C10 C11 C12 N1 -179.2(3) . . . . ? C10 C11 C12 C7 1.1(5) . . . . ? C7 C12 N1 N2 -0.3(3) . . . . ? C11 C12 N1 N2 179.9(3) . . . . ? C7 C12 N1 Zr1 -178.04(17) . . . . ? C11 C12 N1 Zr1 2.2(5) . . . . ? C12 N1 N2 N3 0.5(3) . . . . ? Zr1 N1 N2 N3 178.49(15) . . . . ? C12 N1 N2 C6 -177.8(2) . . . . ? Zr1 N1 N2 C6 0.2(3) . . . . ? C5 C6 N2 N3 29.8(3) . . . . ? C1 C6 N2 N3 -147.6(2) . . . . ? C5 C6 N2 N1 -152.0(2) . . . . ? C1 C6 N2 N1 30.6(3) . . . . ? N1 N2 N3 C7 -0.5(3) . . . . ? C6 N2 N3 C7 177.8(2) . . . . ? C12 C7 N3 N2 0.2(3) . . . . ? C8 C7 N3 N2 -178.9(3) . . . . ? C2 C1 O1 Zr1 120.9(2) . . . . ? C6 C1 O1 Zr1 -59.6(3) . . . . ? C2 C1 O1 Zr1 -92.4(3) . . . 7_566 ? C6 C1 O1 Zr1 87.1(3) . . . 7_566 ? C14 C13 O2 Zr1 88.9(8) . . . . ? C15 C13 O2 Zr1 -33.3(10) . . . . ? C18 C16 O3 Zr1 -56.2(5) . . . . ? C17 C16 O3 Zr1 68.3(6) . . . . ? C20 C19 O4 Zr1 79(2) . . . . ? C21 C19 O4 Zr1 -154.8(16) . . . . ? C19 O4 Zr1 O3 -144.9(19) . . . . ? C19 O4 Zr1 O2 -39.3(19) . . . . ? C19 O4 Zr1 O1 117.1(19) . . . . ? C19 O4 Zr1 O1 95.1(19) . . . 7_566 ? C19 O4 Zr1 N1 46.3(19) . . . . ? C16 O3 Zr1 O4 1.5(4) . . . . ? C16 O3 Zr1 O2 -106.3(4) . . . . ? C16 O3 Zr1 O1 93.3(4) . . . . ? C16 O3 Zr1 O1 162.3(4) . . . 7_566 ? C16 O3 Zr1 N1 110.0(5) . . . . ? C13 O2 Zr1 O4 -86.3(8) . . . . ? C13 O2 Zr1 O3 17.5(8) . . . . ? C13 O2 Zr1 O1 152.2(7) . . . . ? C13 O2 Zr1 O1 109.4(8) . . . 7_566 ? C13 O2 Zr1 N1 -169.4(8) . . . . ? C1 O1 Zr1 O4 -21.59(18) . . . . ? Zr1 O1 Zr1 O4 -171.25(9) 7_566 . . . ? C1 O1 Zr1 O3 -121.60(17) . . . . ? Zr1 O1 Zr1 O3 88.74(9) 7_566 . . . ? C1 O1 Zr1 O2 102.9(2) . . . . ? Zr1 O1 Zr1 O2 -46.74(19) 7_566 . . . ? C1 O1 Zr1 O1 149.7(2) . . . 7_566 ? Zr1 O1 Zr1 O1 0.0 7_566 . . 7_566 ? C1 O1 Zr1 N1 61.94(17) . . . . ? Zr1 O1 Zr1 N1 -87.72(9) 7_566 . . . ? N2 N1 Zr1 O4 57.65(19) . . . . ? C12 N1 Zr1 O4 -125.0(3) . . . . ? N2 N1 Zr1 O3 -52.4(5) . . . . ? C12 N1 Zr1 O3 124.9(4) . . . . ? N2 N1 Zr1 O2 163.1(2) . . . . ? C12 N1 Zr1 O2 -19.6(3) . . . . ? N2 N1 Zr1 O1 -34.86(18) . . . . ? C12 N1 Zr1 O1 142.4(3) . . . . ? N2 N1 Zr1 O1 -105.52(19) . . . 7_566 ? C12 N1 Zr1 O1 71.8(2) . . . 7_566 ? _diffrn_measured_fraction_theta_max 0.902 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 2.355 _refine_diff_density_min -2.263 _refine_diff_density_rms 0.087 _vrf_PLAT220_Zr1 ; PROBLEM: Large Non-Solvent C Ueq(max)/Ueq(min) ... 5.0 Ratio RESPONSE: This alarm is due to the elongated ADPs of carbon atoms which suggest that these are probably disordered In particular, C19 and C20 are disordered between two orientations. ; _vrf_PLAT230_Zr1 ; PROBLEM: Hirshfeld Test Diff for C19 -- C21 .. 8.8 su RESPONSE: This alarm is due to the elongated ADPs of carbon atoms which suggest that these are probably disordered In particular, C19 and C20 are disordered between two orientations. ; _database_code_depnum_ccdc_archive 'CCDC 924655' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Hf4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C52 H40 Hf N12 O4, 3(C7 H8)' _chemical_formula_sum 'C73 H64 Hf N12 O4' _chemical_formula_weight 1351.85 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' Hf Hf -0.5830 6.1852 '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(1)/c _symmetry_space_group_name_Hall '-P 2ybc' 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 12.5729(7) _cell_length_b 29.9689(16) _cell_length_c 17.1728(9) _cell_angle_alpha 90.00 _cell_angle_beta 109.688(2) _cell_angle_gamma 90.00 _cell_volume 6092.4(6) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 9622 _cell_measurement_theta_min 2.52 _cell_measurement_theta_max 28.36 _exptl_crystal_description Rectangular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.474 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2760 _exptl_absorpt_coefficient_mu 1.776 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6652 _exptl_absorpt_correction_T_max 0.7766 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 45634 _diffrn_reflns_av_R_equivalents 0.0259 _diffrn_reflns_av_sigmaI/netI 0.0318 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 28 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_theta_min 1.85 _diffrn_reflns_theta_max 28.38 _reflns_number_total 14989 _reflns_number_gt 12840 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII, Bruker,2004' _computing_cell_refinement 'APEXII/SAINT, Bruker,2004' _computing_data_reduction 'SAINT PLUS/XPREP, Bruker,2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0100P)^2^+15.7617P] 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 14989 _refine_ls_number_parameters 818 _refine_ls_number_restraints 5 _refine_ls_R_factor_all 0.0456 _refine_ls_R_factor_gt 0.0358 _refine_ls_wR_factor_ref 0.0772 _refine_ls_wR_factor_gt 0.0735 _refine_ls_goodness_of_fit_ref 1.177 _refine_ls_restrained_S_all 1.178 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.002 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 C1 C 0.1994(2) 0.39817(10) 0.37366(19) 0.0179(6) Uani 1 1 d . . . C2 C 0.2241(3) 0.39982(12) 0.4595(2) 0.0233(7) Uani 1 1 d . . . H2 H 0.2525 0.3738 0.4914 0.028 Uiso 1 1 calc R . . C3 C 0.2084(3) 0.43817(13) 0.4995(2) 0.0295(8) Uani 1 1 d . . . H3 H 0.2254 0.4378 0.5578 0.035 Uiso 1 1 calc R . . C4 C 0.1680(3) 0.47714(12) 0.4556(2) 0.0276(8) Uani 1 1 d . . . C5 C 0.1435(3) 0.47643(11) 0.3712(2) 0.0247(7) Uani 1 1 d . . . H5 H 0.1166 0.5028 0.3401 0.030 Uiso 1 1 calc R . . C6 C 0.1573(2) 0.43771(11) 0.33003(19) 0.0176(6) Uani 1 1 d . . . C7 C 0.1459(3) 0.51876(14) 0.4977(3) 0.0386(9) Uani 1 1 d . . . H7A H 0.1713 0.5450 0.4748 0.058 Uiso 1 1 calc R . . H7B H 0.1873 0.5169 0.5572 0.058 Uiso 1 1 calc R . . H7C H 0.0648 0.5213 0.4883 0.058 Uiso 1 1 calc R . . C10 C 0.0048(2) 0.45599(11) 0.1236(2) 0.0209(7) Uani 1 1 d . . . C11 C -0.0762(3) 0.47542(12) 0.0532(2) 0.0289(8) Uani 1 1 d . . . H11 H -0.1086 0.5038 0.0559 0.035 Uiso 1 1 calc R . . C12 C -0.1054(3) 0.45157(13) -0.0183(2) 0.0310(8) Uani 1 1 d . . . H12 H -0.1606 0.4634 -0.0664 0.037 Uiso 1 1 calc R . . C13 C -0.0563(3) 0.40969(13) -0.0236(2) 0.0287(8) Uani 1 1 d . . . H13 H -0.0795 0.3943 -0.0750 0.034 Uiso 1 1 calc R . . C14 C 0.0237(3) 0.39067(12) 0.0432(2) 0.0243(7) Uani 1 1 d . . . H14 H 0.0570 0.3627 0.0392 0.029 Uiso 1 1 calc R . . C15 C 0.0542(2) 0.41450(11) 0.11797(19) 0.0181(6) Uani 1 1 d . . . C16 C 0.3001(2) 0.39793(11) 0.10051(19) 0.0185(6) Uani 1 1 d . . . C17 C 0.2851(3) 0.39904(13) 0.0156(2) 0.0267(7) Uani 1 1 d . . . H17 H 0.2604 0.3728 -0.0165 0.032 Uiso 1 1 calc R . . C18 C 0.3052(3) 0.43718(14) -0.0223(2) 0.0331(9) Uani 1 1 d . . . H18 H 0.2945 0.4366 -0.0798 0.040 Uiso 1 1 calc R . . C19 C 0.3410(3) 0.47647(13) 0.0219(2) 0.0321(9) Uani 1 1 d . . . C20 C 0.3593(3) 0.47574(12) 0.1054(2) 0.0265(7) Uani 1 1 d . . . H20 H 0.3848 0.5021 0.1370 0.032 Uiso 1 1 calc R . . C21 C 0.3412(3) 0.43698(11) 0.1451(2) 0.0209(7) Uani 1 1 d . . . C22 C 0.3608(3) 0.51867(15) -0.0200(3) 0.0455(11) Uani 1 1 d . . . H22A H 0.4094 0.5119 -0.0526 0.068 Uiso 1 1 calc R . . H22B H 0.3975 0.5411 0.0221 0.068 Uiso 1 1 calc R . . H22C H 0.2882 0.5303 -0.0564 0.068 Uiso 1 1 calc R . . C23 C 0.4821(3) 0.45487(11) 0.3538(2) 0.0239(7) Uani 1 1 d . . . C24 C 0.5563(3) 0.47515(13) 0.4254(2) 0.0345(9) Uani 1 1 d . . . H24 H 0.5837 0.5046 0.4244 0.041 Uiso 1 1 calc R . . C25 C 0.5868(3) 0.45061(14) 0.4960(2) 0.0343(9) Uani 1 1 d . . . H25 H 0.6367 0.4634 0.5456 0.041 Uiso 1 1 calc R . . C26 C 0.5467(3) 0.40653(13) 0.4982(2) 0.0281(8) Uani 1 1 d . . . H26 H 0.5716 0.3904 0.5487 0.034 Uiso 1 1 calc R . . C27 C 0.4728(3) 0.38660(12) 0.42919(19) 0.0218(7) Uani 1 1 d . . . H27 H 0.4452 0.3572 0.4310 0.026 Uiso 1 1 calc R . . C28 C 0.4397(2) 0.41165(10) 0.3558(2) 0.0182(6) Uani 1 1 d . . . C29 C 0.0185(2) 0.28302(10) 0.13686(18) 0.0162(6) Uani 1 1 d . . . C30 C -0.0967(3) 0.28325(12) 0.1273(2) 0.0228(7) Uani 1 1 d . . . H30 H -0.1278 0.3083 0.1460 0.027 Uiso 1 1 calc R . . C31 C -0.1659(3) 0.24773(13) 0.0912(2) 0.0277(8) Uani 1 1 d . . . H31 H -0.2436 0.2488 0.0859 0.033 Uiso 1 1 calc R . . C32 C -0.1249(3) 0.21079(13) 0.0628(2) 0.0279(8) Uani 1 1 d . . . C33 C -0.0125(3) 0.21068(12) 0.0691(2) 0.0260(7) Uani 1 1 d . . . H33 H 0.0170 0.1861 0.0480 0.031 Uiso 1 1 calc R . . C34 C 0.0584(2) 0.24614(11) 0.1061(2) 0.0206(6) Uani 1 1 d . . . C35 C -0.2020(3) 0.17211(14) 0.0242(3) 0.0398(10) Uani 1 1 d . . . H35A H -0.2138 0.1710 -0.0351 0.060 Uiso 1 1 calc R . . H35B H -0.2747 0.1762 0.0325 0.060 Uiso 1 1 calc R . . H35C H -0.1672 0.1442 0.0503 0.060 Uiso 1 1 calc R . . C36 C 0.3037(3) 0.23072(11) 0.0591(2) 0.0240(7) Uani 1 1 d . . . C37 C 0.3732(3) 0.21507(13) 0.0151(2) 0.0305(8) Uani 1 1 d . . . H37 H 0.3485 0.1924 -0.0257 0.037 Uiso 1 1 calc R . . C38 C 0.4773(3) 0.23416(13) 0.0342(2) 0.0299(8) Uani 1 1 d . . . H38 H 0.5275 0.2238 0.0073 0.036 Uiso 1 1 calc R . . C39 C 0.5126(3) 0.26896(12) 0.0927(2) 0.0230(7) Uani 1 1 d . . . H39 H 0.5855 0.2815 0.1035 0.028 Uiso 1 1 calc R . . C40 C 0.4453(2) 0.28520(11) 0.13455(19) 0.0188(6) Uani 1 1 d . . . H40 H 0.4691 0.3091 0.1729 0.023 Uiso 1 1 calc R . . C41 C 0.3391(2) 0.26471(10) 0.11787(18) 0.0166(6) Uani 1 1 d . . . C42 C 0.4525(2) 0.27416(11) 0.32329(18) 0.0173(6) Uani 1 1 d . . . C43 C 0.5693(3) 0.27186(12) 0.3384(2) 0.0221(7) Uani 1 1 d . . . H43 H 0.6068 0.2969 0.3258 0.026 Uiso 1 1 calc R . . C44 C 0.6307(3) 0.23418(12) 0.3712(2) 0.0261(7) Uani 1 1 d . . . H44 H 0.7097 0.2339 0.3810 0.031 Uiso 1 1 calc R . . C45 C 0.5798(3) 0.19642(12) 0.3903(2) 0.0266(7) Uani 1 1 d . . . C46 C 0.4646(3) 0.19773(11) 0.3757(2) 0.0246(7) Uani 1 1 d . . . H46 H 0.4278 0.1723 0.3879 0.029 Uiso 1 1 calc R . . C47 C 0.4016(3) 0.23628(11) 0.3429(2) 0.0206(6) Uani 1 1 d . . . C48 C 0.6479(3) 0.15519(13) 0.4264(2) 0.0360(9) Uani 1 1 d . . . H48A H 0.6021 0.1349 0.4469 0.054 Uiso 1 1 calc R . . H48B H 0.7157 0.1638 0.4722 0.054 Uiso 1 1 calc R . . H48C H 0.6700 0.1401 0.3836 0.054 Uiso 1 1 calc R . . C49 C 0.1457(3) 0.21951(12) 0.3728(2) 0.0289(8) Uani 1 1 d . . . C50 C 0.0663(3) 0.19971(14) 0.4041(3) 0.0398(10) Uani 1 1 d . . . H50 H 0.0789 0.1711 0.4294 0.048 Uiso 1 1 calc R . . C51 C -0.0292(3) 0.22350(14) 0.3963(3) 0.0377(9) Uani 1 1 d . . . H51 H -0.0841 0.2113 0.4169 0.045 Uiso 1 1 calc R . . C52 C -0.0481(3) 0.26610(13) 0.3579(2) 0.0269(7) Uani 1 1 d . . . H52 H -0.1153 0.2817 0.3544 0.032 Uiso 1 1 calc R . . C53 C 0.0264(2) 0.28559(11) 0.32560(19) 0.0197(6) Uani 1 1 d . . . H53 H 0.0116 0.3138 0.2990 0.024 Uiso 1 1 calc R . . C54 C 0.1260(3) 0.26164(11) 0.33392(19) 0.0188(6) Uani 1 1 d . . . C55 C 0.2022(6) 0.0920(2) 0.2251(4) 0.090(2) Uani 1 1 d D . . C56 C 0.3175(5) 0.0860(2) 0.2513(4) 0.098(3) Uani 1 1 d D . . H56 H 0.3666 0.1110 0.2603 0.117 Uiso 1 1 calc R . . C57 C 0.3608(5) 0.0434(2) 0.2642(5) 0.110(3) Uani 1 1 d D . . H57 H 0.4400 0.0386 0.2797 0.132 Uiso 1 1 calc R . . C58 C 0.2887(7) 0.0077(2) 0.2543(4) 0.098(3) Uani 1 1 d D . . H58 H 0.3177 -0.0218 0.2657 0.118 Uiso 1 1 calc R . . C59 C 0.1742(7) 0.0152(2) 0.2279(5) 0.115(3) Uani 1 1 d D . . H59 H 0.1224 -0.0088 0.2208 0.138 Uiso 1 1 calc R . . C60 C 0.1373(6) 0.0585(3) 0.2120(6) 0.129(4) Uani 1 1 d D . . H60 H 0.0581 0.0635 0.1898 0.155 Uiso 1 1 calc R . . C61 C 0.1592(17) 0.1366(4) 0.2035(7) 0.338(14) Uani 1 1 d . . . H61A H 0.1060 0.1437 0.2323 0.506 Uiso 1 1 calc R . . H61B H 0.1203 0.1384 0.1436 0.506 Uiso 1 1 calc R . . H61C H 0.2220 0.1579 0.2199 0.506 Uiso 1 1 calc R . . C62 C 0.3620(7) 0.6294(2) 0.2862(3) 0.080(2) Uani 1 1 d . . . C63 C 0.3512(7) 0.58388(18) 0.2748(3) 0.0697(18) Uani 1 1 d . . . H63 H 0.4163 0.5663 0.2805 0.084 Uiso 1 1 calc R . . C64 C 0.2515(7) 0.5643(3) 0.2561(3) 0.081(2) Uani 1 1 d . . . H64 H 0.2464 0.5328 0.2485 0.097 Uiso 1 1 calc R . . C65 C 0.1541(8) 0.5886(3) 0.2474(4) 0.099(3) Uani 1 1 d . . . H65 H 0.0834 0.5739 0.2343 0.119 Uiso 1 1 calc R . . C66 C 0.1606(10) 0.6342(4) 0.2577(4) 0.122(4) Uani 1 1 d . . . H66 H 0.0945 0.6511 0.2518 0.146 Uiso 1 1 calc R . . C67 C 0.2684(8) 0.6559(3) 0.2774(3) 0.090(2) Uani 1 1 d . . . H67 H 0.2753 0.6874 0.2843 0.108 Uiso 1 1 calc R . . C68 C 0.4736(9) 0.6502(3) 0.3074(5) 0.132(4) Uani 1 1 d . . . H68A H 0.5306 0.6272 0.3114 0.199 Uiso 1 1 calc R . . H68B H 0.4916 0.6656 0.3606 0.199 Uiso 1 1 calc R . . H68C H 0.4734 0.6717 0.2644 0.199 Uiso 1 1 calc R . . C69 C 0.1761(3) 0.88927(11) 0.1919(2) 0.0233(7) Uani 1 1 d . . . C70 C 0.1560(3) 0.88916(11) 0.2672(2) 0.0259(7) Uani 1 1 d . . . H70 H 0.0804 0.8907 0.2671 0.031 Uiso 1 1 calc R . . C71 C 0.2437(3) 0.88693(12) 0.3418(2) 0.0296(8) Uani 1 1 d . . . H71 H 0.2283 0.8872 0.3922 0.035 Uiso 1 1 calc R . . C72 C 0.3550(3) 0.88431(12) 0.3430(2) 0.0314(8) Uani 1 1 d . . . H72 H 0.4157 0.8827 0.3940 0.038 Uiso 1 1 calc R . . C73 C 0.3758(3) 0.88404(12) 0.2688(2) 0.0320(8) Uani 1 1 d . . . H73 H 0.4514 0.8819 0.2691 0.038 Uiso 1 1 calc R . . C74 C 0.2876(3) 0.88686(11) 0.1938(2) 0.0259(7) Uani 1 1 d . . . H74 H 0.3034 0.8871 0.1434 0.031 Uiso 1 1 calc R . . C75 C 0.0807(3) 0.89308(13) 0.1123(2) 0.0308(8) Uani 1 1 d . . . H75A H 0.1106 0.8975 0.0670 0.046 Uiso 1 1 calc R . . H75B H 0.0331 0.9185 0.1149 0.046 Uiso 1 1 calc R . . H75C H 0.0356 0.8657 0.1025 0.046 Uiso 1 1 calc R . . Hf1 Hf 0.242361(9) 0.337565(4) 0.234309(8) 0.01284(4) Uani 1 1 d . . . N11 N 0.1247(2) 0.40389(8) 0.19459(15) 0.0156(5) Uani 1 1 d . . . N12 N 0.1138(2) 0.43815(8) 0.24205(17) 0.0180(5) Uani 1 1 d . . . N13 N 0.0434(2) 0.47035(9) 0.20235(17) 0.0215(6) Uani 1 1 d . . . N14 N 0.3712(2) 0.40124(8) 0.27840(16) 0.0175(5) Uani 1 1 d . . . N15 N 0.3787(2) 0.43710(9) 0.23321(16) 0.0185(5) Uani 1 1 d . . . N16 N 0.4426(2) 0.47019(10) 0.2752(2) 0.0284(7) Uani 1 1 d . . . N17 N 0.2530(2) 0.27363(8) 0.14676(15) 0.0154(5) Uani 1 1 d . . . N18 N 0.1714(2) 0.24544(9) 0.10380(17) 0.0204(6) Uani 1 1 d . . . N19 N 0.1961(2) 0.21911(10) 0.05024(19) 0.0277(6) Uani 1 1 d . . . N20 N 0.2169(2) 0.27175(9) 0.31129(16) 0.0164(5) Uani 1 1 d . . . N21 N 0.2871(2) 0.23708(9) 0.34028(17) 0.0218(6) Uani 1 1 d . . . N22 N 0.2485(2) 0.20462(10) 0.3766(2) 0.0317(7) Uani 1 1 d . . . O1 O 0.21471(17) 0.36040(7) 0.33823(12) 0.0157(4) Uani 1 1 d . . . O2 O 0.27670(17) 0.36087(7) 0.13357(13) 0.0175(4) Uani 1 1 d . . . O3 O 0.08185(16) 0.31771(7) 0.17251(13) 0.0154(4) Uani 1 1 d . . . O4 O 0.39801(16) 0.31189(7) 0.29396(12) 0.0159(4) 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 C1 0.0123(13) 0.0185(15) 0.0242(16) -0.0030(12) 0.0080(11) -0.0039(11) C2 0.0246(16) 0.0268(18) 0.0180(16) -0.0044(13) 0.0067(13) -0.0013(13) C3 0.0301(18) 0.036(2) 0.0215(17) -0.0102(15) 0.0082(14) -0.0055(15) C4 0.0248(16) 0.0280(19) 0.0308(19) -0.0158(15) 0.0103(14) -0.0072(14) C5 0.0199(15) 0.0171(16) 0.038(2) -0.0062(14) 0.0111(14) -0.0032(12) C6 0.0150(13) 0.0210(16) 0.0172(15) -0.0046(12) 0.0060(11) -0.0038(12) C7 0.039(2) 0.035(2) 0.043(2) -0.0209(18) 0.0160(18) -0.0046(17) C10 0.0145(14) 0.0207(16) 0.0279(18) 0.0063(13) 0.0074(12) 0.0023(12) C11 0.0201(16) 0.0273(19) 0.038(2) 0.0088(15) 0.0084(14) 0.0079(14) C12 0.0200(16) 0.040(2) 0.030(2) 0.0137(16) 0.0053(14) 0.0079(15) C13 0.0247(17) 0.040(2) 0.0203(17) 0.0024(15) 0.0058(13) 0.0031(15) C14 0.0210(15) 0.0288(18) 0.0235(17) 0.0030(14) 0.0079(13) 0.0056(13) C15 0.0129(13) 0.0220(16) 0.0203(16) 0.0023(12) 0.0070(11) 0.0003(12) C16 0.0141(13) 0.0227(16) 0.0206(16) 0.0094(12) 0.0083(11) 0.0055(12) C17 0.0226(16) 0.034(2) 0.0262(18) 0.0090(15) 0.0118(13) 0.0039(14) C18 0.0275(18) 0.048(2) 0.0271(19) 0.0209(17) 0.0142(15) 0.0083(16) C19 0.0205(16) 0.035(2) 0.042(2) 0.0219(17) 0.0126(15) 0.0060(14) C20 0.0203(15) 0.0244(18) 0.034(2) 0.0138(14) 0.0083(14) 0.0038(13) C21 0.0158(14) 0.0204(16) 0.0293(18) 0.0089(13) 0.0113(12) 0.0044(12) C22 0.038(2) 0.045(3) 0.057(3) 0.036(2) 0.021(2) 0.0073(19) C23 0.0233(16) 0.0199(17) 0.0294(18) 0.0010(13) 0.0099(13) -0.0026(13) C24 0.035(2) 0.029(2) 0.039(2) -0.0107(16) 0.0112(17) -0.0135(16) C25 0.0282(18) 0.044(2) 0.030(2) -0.0137(17) 0.0080(15) -0.0115(16) C26 0.0214(16) 0.040(2) 0.0224(17) -0.0033(15) 0.0064(13) -0.0053(15) C27 0.0188(15) 0.0261(17) 0.0215(16) 0.0006(13) 0.0082(12) -0.0044(13) C28 0.0119(13) 0.0192(16) 0.0240(16) -0.0041(12) 0.0069(12) -0.0053(11) C29 0.0145(13) 0.0200(15) 0.0148(14) -0.0027(11) 0.0058(11) -0.0023(11) C30 0.0161(14) 0.0287(18) 0.0244(17) -0.0075(13) 0.0080(12) -0.0004(13) C31 0.0149(14) 0.039(2) 0.0303(19) -0.0106(15) 0.0089(13) -0.0067(14) C32 0.0214(16) 0.036(2) 0.0295(19) -0.0138(15) 0.0127(14) -0.0121(14) C33 0.0238(16) 0.0270(18) 0.0320(19) -0.0115(14) 0.0157(14) -0.0066(14) C34 0.0155(14) 0.0255(17) 0.0233(16) -0.0052(13) 0.0098(12) -0.0039(12) C35 0.0294(19) 0.046(3) 0.050(2) -0.0272(19) 0.0200(17) -0.0188(17) C36 0.0224(16) 0.0239(17) 0.0301(18) -0.0054(14) 0.0145(13) -0.0004(13) C37 0.0288(18) 0.032(2) 0.036(2) -0.0121(16) 0.0179(15) -0.0001(15) C38 0.0262(17) 0.034(2) 0.036(2) -0.0071(16) 0.0197(15) 0.0034(15) C39 0.0157(14) 0.0303(18) 0.0260(17) 0.0004(14) 0.0109(12) -0.0002(13) C40 0.0164(14) 0.0227(16) 0.0190(15) 0.0004(12) 0.0084(12) -0.0003(12) C41 0.0169(14) 0.0192(15) 0.0168(15) 0.0006(12) 0.0097(11) 0.0014(11) C42 0.0164(14) 0.0213(16) 0.0146(14) 0.0019(12) 0.0056(11) 0.0032(12) C43 0.0171(14) 0.0276(18) 0.0232(17) 0.0059(13) 0.0090(12) 0.0014(13) C44 0.0156(14) 0.037(2) 0.0261(17) 0.0077(15) 0.0083(13) 0.0081(14) C45 0.0263(17) 0.0288(19) 0.0267(18) 0.0094(14) 0.0117(14) 0.0127(14) C46 0.0253(16) 0.0227(17) 0.0282(18) 0.0084(14) 0.0122(14) 0.0050(13) C47 0.0172(14) 0.0239(17) 0.0233(16) 0.0057(13) 0.0103(12) 0.0046(12) C48 0.0329(19) 0.038(2) 0.039(2) 0.0152(17) 0.0146(16) 0.0179(17) C49 0.0227(16) 0.0301(19) 0.037(2) 0.0106(15) 0.0139(15) 0.0011(14) C50 0.0311(19) 0.040(2) 0.054(3) 0.0226(19) 0.0214(18) -0.0005(17) C51 0.0252(18) 0.048(2) 0.047(2) 0.0158(19) 0.0216(17) -0.0019(17) C52 0.0191(15) 0.036(2) 0.0288(18) 0.0033(15) 0.0126(13) 0.0000(14) C53 0.0170(14) 0.0229(17) 0.0214(16) 0.0006(13) 0.0093(12) -0.0012(12) C54 0.0187(14) 0.0212(16) 0.0187(15) 0.0023(12) 0.0092(12) -0.0018(12) C55 0.127(6) 0.055(4) 0.055(4) 0.000(3) -0.012(4) 0.045(4) C56 0.118(6) 0.094(6) 0.085(5) -0.032(4) 0.040(5) -0.062(5) C57 0.052(4) 0.150(8) 0.127(7) -0.026(6) 0.027(4) 0.035(5) C58 0.184(9) 0.063(4) 0.058(4) 0.013(3) 0.054(5) 0.045(5) C59 0.162(9) 0.077(5) 0.150(8) -0.034(5) 0.111(7) -0.044(6) C60 0.049(4) 0.152(9) 0.174(9) -0.086(7) 0.018(5) -0.004(5) C61 0.62(3) 0.121(9) 0.135(10) -0.014(7) -0.052(15) 0.206(15) C62 0.138(6) 0.073(4) 0.030(3) -0.001(3) 0.028(3) -0.024(4) C63 0.133(6) 0.044(3) 0.033(3) 0.001(2) 0.030(3) 0.000(3) C64 0.120(6) 0.086(5) 0.035(3) 0.004(3) 0.025(3) -0.011(5) C65 0.151(8) 0.101(6) 0.042(3) 0.024(4) 0.028(4) 0.009(6) C66 0.185(10) 0.142(9) 0.043(4) 0.036(5) 0.045(5) 0.063(8) C67 0.163(8) 0.080(5) 0.033(3) 0.010(3) 0.041(4) 0.040(5) C68 0.222(11) 0.115(7) 0.074(5) -0.021(5) 0.068(6) -0.062(7) C69 0.0279(17) 0.0144(15) 0.0316(19) 0.0006(13) 0.0151(14) -0.0013(13) C70 0.0245(16) 0.0208(17) 0.038(2) 0.0016(14) 0.0187(15) 0.0033(13) C71 0.042(2) 0.0222(18) 0.0297(19) -0.0013(14) 0.0192(16) -0.0022(15) C72 0.0319(19) 0.0247(19) 0.035(2) -0.0027(15) 0.0073(16) -0.0048(15) C73 0.0220(17) 0.0275(19) 0.048(2) -0.0041(16) 0.0144(16) -0.0039(14) C74 0.0266(17) 0.0223(17) 0.035(2) -0.0040(14) 0.0190(15) -0.0041(14) C75 0.0299(18) 0.030(2) 0.034(2) 0.0061(15) 0.0134(15) 0.0032(15) Hf1 0.01151(5) 0.01327(6) 0.01511(6) 0.00079(5) 0.00629(4) 0.00039(5) N11 0.0148(11) 0.0151(13) 0.0173(13) 0.0001(10) 0.0061(10) 0.0023(9) N12 0.0137(11) 0.0137(13) 0.0280(15) -0.0004(10) 0.0087(10) 0.0004(10) N13 0.0188(13) 0.0174(14) 0.0274(15) 0.0013(11) 0.0066(11) 0.0027(10) N14 0.0152(12) 0.0150(13) 0.0241(14) 0.0051(10) 0.0091(10) 0.0004(10) N15 0.0179(12) 0.0154(13) 0.0231(14) 0.0045(10) 0.0080(10) 0.0004(10) N16 0.0270(15) 0.0173(14) 0.0414(18) -0.0007(12) 0.0125(13) -0.0054(12) N17 0.0138(11) 0.0166(13) 0.0170(12) -0.0025(10) 0.0069(9) -0.0018(9) N18 0.0189(12) 0.0201(14) 0.0257(14) -0.0072(11) 0.0122(11) -0.0035(10) N19 0.0238(14) 0.0273(16) 0.0372(17) -0.0141(13) 0.0173(12) -0.0034(12) N20 0.0140(11) 0.0167(13) 0.0192(13) 0.0004(10) 0.0065(10) 0.0023(10) N21 0.0188(13) 0.0199(14) 0.0295(15) 0.0108(11) 0.0119(11) 0.0027(11) N22 0.0267(15) 0.0268(16) 0.0467(19) 0.0184(14) 0.0190(14) 0.0019(12) O1 0.0161(10) 0.0158(11) 0.0172(11) -0.0028(8) 0.0082(8) -0.0014(8) O2 0.0185(10) 0.0174(11) 0.0192(11) 0.0023(8) 0.0096(8) 0.0010(8) O3 0.0128(9) 0.0159(10) 0.0187(11) -0.0020(8) 0.0070(8) 0.0004(8) O4 0.0147(10) 0.0162(11) 0.0179(11) 0.0038(8) 0.0069(8) -0.0010(8) _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 C1 O1 1.329(4) . ? C1 C2 1.402(4) . ? C1 C6 1.407(4) . ? C2 C3 1.386(5) . ? C2 H2 0.9500 . ? C3 C4 1.390(5) . ? C3 H3 0.9500 . ? C4 C5 1.377(5) . ? C4 C7 1.514(5) . ? C5 C6 1.399(4) . ? C5 H5 0.9500 . ? C6 N12 1.423(4) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C10 N13 1.344(4) . ? C10 C15 1.408(4) . ? C10 C11 1.417(4) . ? C11 C12 1.361(5) . ? C11 H11 0.9500 . ? C12 C13 1.415(5) . ? C12 H12 0.9500 . ? C13 C14 1.369(5) . ? C13 H13 0.9500 . ? C14 C15 1.405(5) . ? C14 H14 0.9500 . ? C15 N11 1.354(4) . ? C16 O2 1.325(4) . ? C16 C21 1.399(5) . ? C16 C17 1.406(5) . ? C17 C18 1.380(5) . ? C17 H17 0.9500 . ? C18 C19 1.391(6) . ? C18 H18 0.9500 . ? C19 C20 1.374(5) . ? C19 C22 1.516(5) . ? C20 C21 1.403(4) . ? C20 H20 0.9500 . ? C21 N15 1.426(4) . ? C22 H22A 0.9800 . ? C22 H22B 0.9800 . ? C22 H22C 0.9800 . ? C23 N16 1.352(5) . ? C23 C28 1.405(4) . ? C23 C24 1.407(5) . ? C24 C25 1.359(6) . ? C24 H24 0.9500 . ? C25 C26 1.419(5) . ? C25 H25 0.9500 . ? C26 C27 1.372(5) . ? C26 H26 0.9500 . ? C27 C28 1.404(5) . ? C27 H27 0.9500 . ? C28 N14 1.354(4) . ? C29 O3 1.327(4) . ? C29 C34 1.389(4) . ? C29 C30 1.402(4) . ? C30 C31 1.382(5) . ? C30 H30 0.9500 . ? C31 C32 1.379(5) . ? C31 H31 0.9500 . ? C32 C33 1.381(4) . ? C32 C35 1.513(5) . ? C33 C34 1.395(4) . ? C33 H33 0.9500 . ? C34 N18 1.434(4) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 N19 1.354(4) . ? C36 C41 1.397(4) . ? C36 C37 1.414(4) . ? C37 C38 1.364(5) . ? C37 H37 0.9500 . ? C38 C39 1.413(5) . ? C38 H38 0.9500 . ? C39 C40 1.370(4) . ? C39 H39 0.9500 . ? C40 C41 1.408(4) . ? C40 H40 0.9500 . ? C41 N17 1.361(4) . ? C42 O4 1.330(4) . ? C42 C47 1.399(4) . ? C42 C43 1.404(4) . ? C43 C44 1.377(5) . ? C43 H43 0.9500 . ? C44 C45 1.393(5) . ? C44 H44 0.9500 . ? C45 C46 1.384(5) . ? C45 C48 1.512(5) . ? C46 C47 1.407(4) . ? C46 H46 0.9500 . ? C47 N21 1.425(4) . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 N22 1.349(4) . ? C49 C54 1.411(5) . ? C49 C50 1.413(5) . ? C50 C51 1.364(5) . ? C50 H50 0.9500 . ? C51 C52 1.420(5) . ? C51 H51 0.9500 . ? C52 C53 1.369(4) . ? C52 H52 0.9500 . ? C53 C54 1.408(4) . ? C53 H53 0.9500 . ? C54 N20 1.359(4) . ? C55 C60 1.266(9) . ? C55 C56 1.377(2) . ? C55 C61 1.442(10) . ? C56 C57 1.378(2) . ? C56 H56 0.9500 . ? C57 C58 1.375(2) . ? C57 H57 0.9500 . ? C58 C59 1.374(2) . ? C58 H58 0.9500 . ? C59 C60 1.374(2) . ? C59 H59 0.9500 . ? C60 H60 0.9500 . ? C61 H61A 0.9800 . ? C61 H61B 0.9800 . ? C61 H61C 0.9800 . ? C62 C63 1.377(8) . ? C62 C67 1.386(10) . ? C62 C68 1.466(11) . ? C63 C64 1.322(9) . ? C63 H63 0.9500 . ? C64 C65 1.390(10) . ? C64 H64 0.9500 . ? C65 C66 1.375(11) . ? C65 H65 0.9500 . ? C66 C67 1.438(12) . ? C66 H66 0.9500 . ? C67 H67 0.9500 . ? C68 H68A 0.9800 . ? C68 H68B 0.9800 . ? C68 H68C 0.9800 . ? C69 C74 1.394(5) . ? C69 C70 1.398(5) . ? C69 C75 1.489(5) . ? C70 C71 1.382(5) . ? C70 H70 0.9500 . ? C71 C72 1.394(5) . ? C71 H71 0.9500 . ? C72 C73 1.384(5) . ? C72 H72 0.9500 . ? C73 C74 1.391(5) . ? C73 H73 0.9500 . ? C74 H74 0.9500 . ? C75 H75A 0.9800 . ? C75 H75B 0.9800 . ? C75 H75C 0.9800 . ? Hf1 O3 2.0272(19) . ? Hf1 O4 2.030(2) . ? Hf1 O2 2.042(2) . ? Hf1 O1 2.048(2) . ? Hf1 N11 2.434(2) . ? Hf1 N14 2.452(3) . ? Hf1 N20 2.455(3) . ? Hf1 N17 2.467(2) . ? N11 N12 1.346(4) . ? N12 N13 1.332(4) . ? N14 N15 1.348(4) . ? N15 N16 1.326(4) . ? N17 N18 1.342(3) . ? N18 N19 1.326(4) . ? N20 N21 1.346(3) . ? N21 N22 1.333(4) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C2 119.8(3) . . ? O1 C1 C6 124.1(3) . . ? C2 C1 C6 116.2(3) . . ? C3 C2 C1 122.1(3) . . ? C3 C2 H2 118.9 . . ? C1 C2 H2 118.9 . . ? C2 C3 C4 121.0(3) . . ? C2 C3 H3 119.5 . . ? C4 C3 H3 119.5 . . ? C5 C4 C3 118.0(3) . . ? C5 C4 C7 120.2(3) . . ? C3 C4 C7 121.7(3) . . ? C4 C5 C6 121.5(3) . . ? C4 C5 H5 119.3 . . ? C6 C5 H5 119.3 . . ? C5 C6 C1 121.2(3) . . ? C5 C6 N12 117.4(3) . . ? C1 C6 N12 121.0(3) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? N13 C10 C15 109.5(3) . . ? N13 C10 C11 129.7(3) . . ? C15 C10 C11 120.7(3) . . ? C12 C11 C10 116.9(3) . . ? C12 C11 H11 121.5 . . ? C10 C11 H11 121.5 . . ? C11 C12 C13 122.2(3) . . ? C11 C12 H12 118.9 . . ? C13 C12 H12 118.9 . . ? C14 C13 C12 121.9(3) . . ? C14 C13 H13 119.0 . . ? C12 C13 H13 119.0 . . ? C13 C14 C15 116.8(3) . . ? C13 C14 H14 121.6 . . ? C15 C14 H14 121.6 . . ? N11 C15 C14 131.0(3) . . ? N11 C15 C10 107.5(3) . . ? C14 C15 C10 121.4(3) . . ? O2 C16 C21 124.2(3) . . ? O2 C16 C17 119.5(3) . . ? C21 C16 C17 116.3(3) . . ? C18 C17 C16 121.8(4) . . ? C18 C17 H17 119.1 . . ? C16 C17 H17 119.1 . . ? C17 C18 C19 121.4(3) . . ? C17 C18 H18 119.3 . . ? C19 C18 H18 119.3 . . ? C20 C19 C18 117.8(3) . . ? C20 C19 C22 120.8(4) . . ? C18 C19 C22 121.5(4) . . ? C19 C20 C21 121.5(3) . . ? C19 C20 H20 119.3 . . ? C21 C20 H20 119.3 . . ? C16 C21 C20 121.2(3) . . ? C16 C21 N15 120.8(3) . . ? C20 C21 N15 117.6(3) . . ? C19 C22 H22A 109.5 . . ? C19 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C19 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? N16 C23 C28 108.8(3) . . ? N16 C23 C24 129.7(3) . . ? C28 C23 C24 121.5(3) . . ? C25 C24 C23 116.8(3) . . ? C25 C24 H24 121.6 . . ? C23 C24 H24 121.6 . . ? C24 C25 C26 122.1(3) . . ? C24 C25 H25 119.0 . . ? C26 C25 H25 119.0 . . ? C27 C26 C25 121.8(3) . . ? C27 C26 H26 119.1 . . ? C25 C26 H26 119.1 . . ? C26 C27 C28 116.9(3) . . ? C26 C27 H27 121.6 . . ? C28 C27 H27 121.6 . . ? N14 C28 C27 131.0(3) . . ? N14 C28 C23 108.1(3) . . ? C27 C28 C23 121.0(3) . . ? O3 C29 C34 124.1(3) . . ? O3 C29 C30 119.1(3) . . ? C34 C29 C30 116.8(3) . . ? C31 C30 C29 121.2(3) . . ? C31 C30 H30 119.4 . . ? C29 C30 H30 119.4 . . ? C32 C31 C30 121.5(3) . . ? C32 C31 H31 119.2 . . ? C30 C31 H31 119.2 . . ? C31 C32 C33 118.0(3) . . ? C31 C32 C35 120.6(3) . . ? C33 C32 C35 121.4(3) . . ? C32 C33 C34 120.9(3) . . ? C32 C33 H33 119.5 . . ? C34 C33 H33 119.5 . . ? C29 C34 C33 121.5(3) . . ? C29 C34 N18 120.7(3) . . ? C33 C34 N18 117.6(3) . . ? C32 C35 H35A 109.5 . . ? C32 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C32 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N19 C36 C41 109.4(3) . . ? N19 C36 C37 128.9(3) . . ? C41 C36 C37 121.6(3) . . ? C38 C37 C36 116.7(3) . . ? C38 C37 H37 121.7 . . ? C36 C37 H37 121.7 . . ? C37 C38 C39 121.7(3) . . ? C37 C38 H38 119.1 . . ? C39 C38 H38 119.1 . . ? C40 C39 C38 122.3(3) . . ? C40 C39 H39 118.9 . . ? C38 C39 H39 118.9 . . ? C39 C40 C41 116.7(3) . . ? C39 C40 H40 121.7 . . ? C41 C40 H40 121.7 . . ? N17 C41 C36 107.9(3) . . ? N17 C41 C40 131.0(3) . . ? C36 C41 C40 121.0(3) . . ? O4 C42 C47 124.2(3) . . ? O4 C42 C43 119.0(3) . . ? C47 C42 C43 116.8(3) . . ? C44 C43 C42 121.6(3) . . ? C44 C43 H43 119.2 . . ? C42 C43 H43 119.2 . . ? C43 C44 C45 121.6(3) . . ? C43 C44 H44 119.2 . . ? C45 C44 H44 119.2 . . ? C46 C45 C44 118.0(3) . . ? C46 C45 C48 120.7(3) . . ? C44 C45 C48 121.2(3) . . ? C45 C46 C47 120.6(3) . . ? C45 C46 H46 119.7 . . ? C47 C46 H46 119.7 . . ? C42 C47 C46 121.4(3) . . ? C42 C47 N21 121.2(3) . . ? C46 C47 N21 116.9(3) . . ? C45 C48 H48A 109.5 . . ? C45 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C45 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? N22 C49 C54 109.3(3) . . ? N22 C49 C50 129.1(3) . . ? C54 C49 C50 121.5(3) . . ? C51 C50 C49 117.0(4) . . ? C51 C50 H50 121.5 . . ? C49 C50 H50 121.5 . . ? C50 C51 C52 121.4(3) . . ? C50 C51 H51 119.3 . . ? C52 C51 H51 119.3 . . ? C53 C52 C51 122.7(3) . . ? C53 C52 H52 118.6 . . ? C51 C52 H52 118.6 . . ? C52 C53 C54 116.6(3) . . ? C52 C53 H53 121.7 . . ? C54 C53 H53 121.7 . . ? N20 C54 C53 131.5(3) . . ? N20 C54 C49 107.7(3) . . ? C53 C54 C49 120.8(3) . . ? C60 C55 C56 119.9(6) . . ? C60 C55 C61 121.7(10) . . ? C56 C55 C61 117.9(11) . . ? C57 C56 C55 119.3(5) . . ? C57 C56 H56 120.3 . . ? C55 C56 H56 120.3 . . ? C58 C57 C56 119.5(6) . . ? C58 C57 H57 120.3 . . ? C56 C57 H57 120.3 . . ? C59 C58 C57 119.2(6) . . ? C59 C58 H58 120.4 . . ? C57 C58 H58 120.4 . . ? C58 C59 C60 117.8(6) . . ? C58 C59 H59 121.1 . . ? C60 C59 H59 121.1 . . ? C55 C60 C59 124.0(6) . . ? C55 C60 H60 118.0 . . ? C59 C60 H60 118.0 . . ? C55 C61 H61A 109.5 . . ? C55 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C55 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? C63 C62 C67 120.9(8) . . ? C63 C62 C68 119.8(8) . . ? C67 C62 C68 119.3(8) . . ? C64 C63 C62 121.0(8) . . ? C64 C63 H63 119.5 . . ? C62 C63 H63 119.5 . . ? C63 C64 C65 121.4(8) . . ? C63 C64 H64 119.3 . . ? C65 C64 H64 119.3 . . ? C66 C65 C64 119.7(9) . . ? C66 C65 H65 120.1 . . ? C64 C65 H65 120.1 . . ? C65 C66 C67 119.4(9) . . ? C65 C66 H66 120.3 . . ? C67 C66 H66 120.3 . . ? C62 C67 C66 117.6(8) . . ? C62 C67 H67 121.2 . . ? C66 C67 H67 121.2 . . ? C62 C68 H68A 109.5 . . ? C62 C68 H68B 109.5 . . ? H68A C68 H68B 109.5 . . ? C62 C68 H68C 109.5 . . ? H68A C68 H68C 109.5 . . ? H68B C68 H68C 109.5 . . ? C74 C69 C70 118.2(3) . . ? C74 C69 C75 121.2(3) . . ? C70 C69 C75 120.6(3) . . ? C71 C70 C69 121.3(3) . . ? C71 C70 H70 119.3 . . ? C69 C70 H70 119.3 . . ? C70 C71 C72 120.0(3) . . ? C70 C71 H71 120.0 . . ? C72 C71 H71 120.0 . . ? C73 C72 C71 119.1(3) . . ? C73 C72 H72 120.4 . . ? C71 C72 H72 120.4 . . ? C72 C73 C74 120.9(3) . . ? C72 C73 H73 119.6 . . ? C74 C73 H73 119.6 . . ? C73 C74 C69 120.4(3) . . ? C73 C74 H74 119.8 . . ? C69 C74 H74 119.8 . . ? C69 C75 H75A 109.5 . . ? C69 C75 H75B 109.5 . . ? H75A C75 H75B 109.5 . . ? C69 C75 H75C 109.5 . . ? H75A C75 H75C 109.5 . . ? H75B C75 H75C 109.5 . . ? O3 Hf1 O4 140.66(8) . . ? O3 Hf1 O2 96.56(8) . . ? O4 Hf1 O2 96.55(8) . . ? O3 Hf1 O1 97.07(8) . . ? O4 Hf1 O1 96.01(8) . . ? O2 Hf1 O1 140.40(8) . . ? O3 Hf1 N11 71.89(8) . . ? O4 Hf1 N11 147.41(8) . . ? O2 Hf1 N11 76.42(8) . . ? O1 Hf1 N11 72.88(8) . . ? O3 Hf1 N14 145.85(8) . . ? O4 Hf1 N14 73.44(8) . . ? O2 Hf1 N14 71.89(9) . . ? O1 Hf1 N14 76.06(8) . . ? N11 Hf1 N14 74.15(8) . . ? O3 Hf1 N20 76.04(8) . . ? O4 Hf1 N20 72.67(8) . . ? O2 Hf1 N20 146.53(8) . . ? O1 Hf1 N20 73.02(8) . . ? N11 Hf1 N20 129.04(8) . . ? N14 Hf1 N20 130.65(8) . . ? O3 Hf1 N17 72.66(8) . . ? O4 Hf1 N17 76.82(8) . . ? O2 Hf1 N17 71.28(8) . . ? O1 Hf1 N17 148.31(8) . . ? N11 Hf1 N17 128.04(8) . . ? N14 Hf1 N17 128.81(8) . . ? N20 Hf1 N17 75.39(8) . . ? N12 N11 C15 104.0(2) . . ? N12 N11 Hf1 128.99(18) . . ? C15 N11 Hf1 127.0(2) . . ? N13 N12 N11 115.4(3) . . ? N13 N12 C6 120.1(3) . . ? N11 N12 C6 123.7(2) . . ? N12 N13 C10 103.6(3) . . ? N15 N14 C28 103.7(2) . . ? N15 N14 Hf1 127.59(19) . . ? C28 N14 Hf1 128.2(2) . . ? N16 N15 N14 115.5(3) . . ? N16 N15 C21 120.1(3) . . ? N14 N15 C21 123.2(3) . . ? N15 N16 C23 103.9(3) . . ? N18 N17 C41 103.3(2) . . ? N18 N17 Hf1 129.45(18) . . ? C41 N17 Hf1 126.02(19) . . ? N19 N18 N17 116.2(2) . . ? N19 N18 C34 119.6(3) . . ? N17 N18 C34 123.8(3) . . ? N18 N19 C36 103.2(3) . . ? N21 N20 C54 103.4(2) . . ? N21 N20 Hf1 129.13(18) . . ? C54 N20 Hf1 127.4(2) . . ? N22 N21 N20 116.1(3) . . ? N22 N21 C47 119.8(3) . . ? N20 N21 C47 123.7(3) . . ? N21 N22 C49 103.3(3) . . ? C1 O1 Hf1 140.96(19) . . ? C16 O2 Hf1 142.2(2) . . ? C29 O3 Hf1 143.91(19) . . ? C42 O4 Hf1 143.06(19) . . ? 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 O1 C1 C2 C3 -179.2(3) . . . . ? C6 C1 C2 C3 -0.2(5) . . . . ? C1 C2 C3 C4 -0.6(5) . . . . ? C2 C3 C4 C5 0.4(5) . . . . ? C2 C3 C4 C7 177.5(3) . . . . ? C3 C4 C5 C6 0.7(5) . . . . ? C7 C4 C5 C6 -176.5(3) . . . . ? C4 C5 C6 C1 -1.5(5) . . . . ? C4 C5 C6 N12 170.6(3) . . . . ? O1 C1 C6 C5 -179.8(3) . . . . ? C2 C1 C6 C5 1.2(4) . . . . ? O1 C1 C6 N12 8.4(4) . . . . ? C2 C1 C6 N12 -170.6(3) . . . . ? N13 C10 C11 C12 -175.2(3) . . . . ? C15 C10 C11 C12 1.8(5) . . . . ? C10 C11 C12 C13 -1.2(5) . . . . ? C11 C12 C13 C14 0.0(6) . . . . ? C12 C13 C14 C15 0.7(5) . . . . ? C13 C14 C15 N11 176.1(3) . . . . ? C13 C14 C15 C10 -0.1(5) . . . . ? N13 C10 C15 N11 -0.6(3) . . . . ? C11 C10 C15 N11 -178.1(3) . . . . ? N13 C10 C15 C14 176.4(3) . . . . ? C11 C10 C15 C14 -1.1(5) . . . . ? O2 C16 C17 C18 178.2(3) . . . . ? C21 C16 C17 C18 -2.7(5) . . . . ? C16 C17 C18 C19 -0.3(5) . . . . ? C17 C18 C19 C20 2.1(5) . . . . ? C17 C18 C19 C22 -178.7(3) . . . . ? C18 C19 C20 C21 -0.9(5) . . . . ? C22 C19 C20 C21 179.9(3) . . . . ? O2 C16 C21 C20 -177.0(3) . . . . ? C17 C16 C21 C20 3.9(4) . . . . ? O2 C16 C21 N15 10.4(4) . . . . ? C17 C16 C21 N15 -168.6(3) . . . . ? C19 C20 C21 C16 -2.2(5) . . . . ? C19 C20 C21 N15 170.5(3) . . . . ? N16 C23 C24 C25 -176.2(4) . . . . ? C28 C23 C24 C25 1.4(5) . . . . ? C23 C24 C25 C26 0.2(6) . . . . ? C24 C25 C26 C27 -1.4(6) . . . . ? C25 C26 C27 C28 0.9(5) . . . . ? C26 C27 C28 N14 178.3(3) . . . . ? C26 C27 C28 C23 0.7(5) . . . . ? N16 C23 C28 N14 -2.0(4) . . . . ? C24 C23 C28 N14 -180.0(3) . . . . ? N16 C23 C28 C27 176.2(3) . . . . ? C24 C23 C28 C27 -1.9(5) . . . . ? O3 C29 C30 C31 -179.5(3) . . . . ? C34 C29 C30 C31 1.9(5) . . . . ? C29 C30 C31 C32 -0.3(6) . . . . ? C30 C31 C32 C33 -1.9(6) . . . . ? C30 C31 C32 C35 179.4(4) . . . . ? C31 C32 C33 C34 2.4(6) . . . . ? C35 C32 C33 C34 -178.8(4) . . . . ? O3 C29 C34 C33 -179.9(3) . . . . ? C30 C29 C34 C33 -1.3(5) . . . . ? O3 C29 C34 N18 -6.4(5) . . . . ? C30 C29 C34 N18 172.2(3) . . . . ? C32 C33 C34 C29 -0.9(5) . . . . ? C32 C33 C34 N18 -174.6(3) . . . . ? N19 C36 C37 C38 177.0(4) . . . . ? C41 C36 C37 C38 1.3(6) . . . . ? C36 C37 C38 C39 -2.2(6) . . . . ? C37 C38 C39 C40 0.8(6) . . . . ? C38 C39 C40 C41 1.5(5) . . . . ? N19 C36 C41 N17 1.1(4) . . . . ? C37 C36 C41 N17 177.5(3) . . . . ? N19 C36 C41 C40 -175.4(3) . . . . ? C37 C36 C41 C40 1.0(5) . . . . ? C39 C40 C41 N17 -178.0(3) . . . . ? C39 C40 C41 C36 -2.4(5) . . . . ? O4 C42 C43 C44 177.9(3) . . . . ? C47 C42 C43 C44 -0.2(5) . . . . ? C42 C43 C44 C45 0.5(5) . . . . ? C43 C44 C45 C46 -0.2(5) . . . . ? C43 C44 C45 C48 -179.9(3) . . . . ? C44 C45 C46 C47 -0.3(5) . . . . ? C48 C45 C46 C47 179.3(3) . . . . ? O4 C42 C47 C46 -178.4(3) . . . . ? C43 C42 C47 C46 -0.4(5) . . . . ? O4 C42 C47 N21 -6.4(5) . . . . ? C43 C42 C47 N21 171.6(3) . . . . ? C45 C46 C47 C42 0.7(5) . . . . ? C45 C46 C47 N21 -171.7(3) . . . . ? N22 C49 C50 C51 175.9(4) . . . . ? C54 C49 C50 C51 -1.2(6) . . . . ? C49 C50 C51 C52 0.5(7) . . . . ? C50 C51 C52 C53 0.9(6) . . . . ? C51 C52 C53 C54 -1.5(5) . . . . ? C52 C53 C54 N20 -178.0(3) . . . . ? C52 C53 C54 C49 0.8(5) . . . . ? N22 C49 C54 N20 2.0(4) . . . . ? C50 C49 C54 N20 179.6(4) . . . . ? N22 C49 C54 C53 -177.0(3) . . . . ? C50 C49 C54 C53 0.6(6) . . . . ? C60 C55 C56 C57 -1.1(12) . . . . ? C61 C55 C56 C57 -173.3(9) . . . . ? C55 C56 C57 C58 -2.9(12) . . . . ? C56 C57 C58 C59 3.2(12) . . . . ? C57 C58 C59 C60 0.3(12) . . . . ? C56 C55 C60 C59 5.0(14) . . . . ? C61 C55 C60 C59 176.9(10) . . . . ? C58 C59 C60 C55 -4.6(14) . . . . ? C67 C62 C63 C64 -0.7(8) . . . . ? C68 C62 C63 C64 179.6(6) . . . . ? C62 C63 C64 C65 -0.2(8) . . . . ? C63 C64 C65 C66 0.5(9) . . . . ? C64 C65 C66 C67 0.0(9) . . . . ? C63 C62 C67 C66 1.1(8) . . . . ? C68 C62 C67 C66 -179.2(6) . . . . ? C65 C66 C67 C62 -0.8(9) . . . . ? C74 C69 C70 C71 0.3(5) . . . . ? C75 C69 C70 C71 -178.1(3) . . . . ? C69 C70 C71 C72 -0.6(5) . . . . ? C70 C71 C72 C73 0.1(5) . . . . ? C71 C72 C73 C74 0.8(6) . . . . ? C72 C73 C74 C69 -1.1(6) . . . . ? C70 C69 C74 C73 0.6(5) . . . . ? C75 C69 C74 C73 179.0(3) . . . . ? C14 C15 N11 N12 -175.7(3) . . . . ? C10 C15 N11 N12 0.9(3) . . . . ? C14 C15 N11 Hf1 4.2(5) . . . . ? C10 C15 N11 Hf1 -179.21(19) . . . . ? O3 Hf1 N11 N12 127.5(2) . . . . ? O4 Hf1 N11 N12 -50.0(3) . . . . ? O2 Hf1 N11 N12 -130.8(2) . . . . ? O1 Hf1 N11 N12 23.9(2) . . . . ? N14 Hf1 N11 N12 -56.1(2) . . . . ? N20 Hf1 N11 N12 73.8(3) . . . . ? N17 Hf1 N11 N12 176.7(2) . . . . ? O3 Hf1 N11 C15 -52.4(2) . . . . ? O4 Hf1 N11 C15 130.1(2) . . . . ? O2 Hf1 N11 C15 49.3(2) . . . . ? O1 Hf1 N11 C15 -156.0(3) . . . . ? N14 Hf1 N11 C15 124.0(2) . . . . ? N20 Hf1 N11 C15 -106.1(2) . . . . ? N17 Hf1 N11 C15 -3.2(3) . . . . ? C15 N11 N12 N13 -0.9(3) . . . . ? Hf1 N11 N12 N13 179.14(19) . . . . ? C15 N11 N12 C6 168.6(3) . . . . ? Hf1 N11 N12 C6 -11.4(4) . . . . ? C5 C6 N12 N13 -13.4(4) . . . . ? C1 C6 N12 N13 158.7(3) . . . . ? C5 C6 N12 N11 177.5(3) . . . . ? C1 C6 N12 N11 -10.3(4) . . . . ? N11 N12 N13 C10 0.6(3) . . . . ? C6 N12 N13 C10 -169.3(3) . . . . ? C15 C10 N13 N12 0.0(3) . . . . ? C11 C10 N13 N12 177.3(3) . . . . ? C27 C28 N14 N15 -175.4(3) . . . . ? C23 C28 N14 N15 2.5(3) . . . . ? C27 C28 N14 Hf1 12.7(5) . . . . ? C23 C28 N14 Hf1 -169.4(2) . . . . ? O3 Hf1 N14 N15 -43.6(3) . . . . ? O4 Hf1 N14 N15 133.7(2) . . . . ? O2 Hf1 N14 N15 30.8(2) . . . . ? O1 Hf1 N14 N15 -125.6(2) . . . . ? N11 Hf1 N14 N15 -49.8(2) . . . . ? N20 Hf1 N14 N15 -178.0(2) . . . . ? N17 Hf1 N14 N15 76.7(3) . . . . ? O3 Hf1 N14 C28 126.4(2) . . . . ? O4 Hf1 N14 C28 -56.3(2) . . . . ? O2 Hf1 N14 C28 -159.2(3) . . . . ? O1 Hf1 N14 C28 44.4(2) . . . . ? N11 Hf1 N14 C28 120.3(3) . . . . ? N20 Hf1 N14 C28 -8.0(3) . . . . ? N17 Hf1 N14 C28 -113.3(2) . . . . ? C28 N14 N15 N16 -2.3(3) . . . . ? Hf1 N14 N15 N16 169.6(2) . . . . ? C28 N14 N15 C21 165.2(3) . . . . ? Hf1 N14 N15 C21 -22.8(4) . . . . ? C16 C21 N15 N16 163.1(3) . . . . ? C20 C21 N15 N16 -9.6(4) . . . . ? C16 C21 N15 N14 -3.9(4) . . . . ? C20 C21 N15 N14 -176.6(3) . . . . ? N14 N15 N16 C23 1.1(4) . . . . ? C21 N15 N16 C23 -166.8(3) . . . . ? C28 C23 N16 N15 0.5(4) . . . . ? C24 C23 N16 N15 178.4(4) . . . . ? C36 C41 N17 N18 -0.8(3) . . . . ? C40 C41 N17 N18 175.2(3) . . . . ? C36 C41 N17 Hf1 -169.3(2) . . . . ? C40 C41 N17 Hf1 6.7(5) . . . . ? O3 Hf1 N17 N18 -10.3(2) . . . . ? O4 Hf1 N17 N18 144.5(3) . . . . ? O2 Hf1 N17 N18 -113.7(3) . . . . ? O1 Hf1 N17 N18 64.6(3) . . . . ? N11 Hf1 N17 N18 -59.2(3) . . . . ? N14 Hf1 N17 N18 -159.8(2) . . . . ? N20 Hf1 N17 N18 69.3(2) . . . . ? O3 Hf1 N17 C41 155.2(3) . . . . ? O4 Hf1 N17 C41 -50.0(2) . . . . ? O2 Hf1 N17 C41 51.7(2) . . . . ? O1 Hf1 N17 C41 -129.9(2) . . . . ? N11 Hf1 N17 C41 106.3(2) . . . . ? N14 Hf1 N17 C41 5.7(3) . . . . ? N20 Hf1 N17 C41 -125.2(2) . . . . ? C41 N17 N18 N19 0.2(4) . . . . ? Hf1 N17 N18 N19 168.2(2) . . . . ? C41 N17 N18 C34 -172.4(3) . . . . ? Hf1 N17 N18 C34 -4.5(4) . . . . ? C29 C34 N18 N19 -156.2(3) . . . . ? C33 C34 N18 N19 17.6(5) . . . . ? C29 C34 N18 N17 16.2(5) . . . . ? C33 C34 N18 N17 -170.0(3) . . . . ? N17 N18 N19 C36 0.4(4) . . . . ? C34 N18 N19 C36 173.4(3) . . . . ? C41 C36 N19 N18 -0.9(4) . . . . ? C37 C36 N19 N18 -177.0(4) . . . . ? C53 C54 N20 N21 176.3(3) . . . . ? C49 C54 N20 N21 -2.6(3) . . . . ? C53 C54 N20 Hf1 -4.4(5) . . . . ? C49 C54 N20 Hf1 176.7(2) . . . . ? O3 Hf1 N20 N21 135.1(3) . . . . ? O4 Hf1 N20 N21 -20.8(2) . . . . ? O2 Hf1 N20 N21 54.4(3) . . . . ? O1 Hf1 N20 N21 -122.9(3) . . . . ? N11 Hf1 N20 N21 -172.8(2) . . . . ? N14 Hf1 N20 N21 -69.3(3) . . . . ? N17 Hf1 N20 N21 59.7(2) . . . . ? O3 Hf1 N20 C54 -44.1(2) . . . . ? O4 Hf1 N20 C54 160.1(3) . . . . ? O2 Hf1 N20 C54 -124.7(2) . . . . ? O1 Hf1 N20 C54 57.9(2) . . . . ? N11 Hf1 N20 C54 8.0(3) . . . . ? N14 Hf1 N20 C54 111.5(2) . . . . ? N17 Hf1 N20 C54 -119.5(3) . . . . ? C54 N20 N21 N22 2.6(4) . . . . ? Hf1 N20 N21 N22 -176.7(2) . . . . ? C54 N20 N21 C47 -169.5(3) . . . . ? Hf1 N20 N21 C47 11.2(4) . . . . ? C42 C47 N21 N22 -164.7(3) . . . . ? C46 C47 N21 N22 7.6(5) . . . . ? C42 C47 N21 N20 7.1(5) . . . . ? C46 C47 N21 N20 179.5(3) . . . . ? N20 N21 N22 C49 -1.3(4) . . . . ? C47 N21 N22 C49 171.1(3) . . . . ? C54 C49 N22 N21 -0.5(4) . . . . ? C50 C49 N22 N21 -177.8(4) . . . . ? C2 C1 O1 Hf1 -156.3(2) . . . . ? C6 C1 O1 Hf1 24.8(5) . . . . ? O3 Hf1 O1 C1 -101.3(3) . . . . ? O4 Hf1 O1 C1 115.9(3) . . . . ? O2 Hf1 O1 C1 8.0(4) . . . . ? N11 Hf1 O1 C1 -32.7(3) . . . . ? N14 Hf1 O1 C1 44.7(3) . . . . ? N20 Hf1 O1 C1 -174.3(3) . . . . ? N17 Hf1 O1 C1 -169.5(3) . . . . ? C21 C16 O2 Hf1 19.9(5) . . . . ? C17 C16 O2 Hf1 -161.1(2) . . . . ? O3 Hf1 O2 C16 115.0(3) . . . . ? O4 Hf1 O2 C16 -102.2(3) . . . . ? O1 Hf1 O2 C16 5.5(4) . . . . ? N11 Hf1 O2 C16 45.4(3) . . . . ? N14 Hf1 O2 C16 -32.1(3) . . . . ? N20 Hf1 O2 C16 -170.5(3) . . . . ? N17 Hf1 O2 C16 -175.9(3) . . . . ? C34 C29 O3 Hf1 -24.3(5) . . . . ? C30 C29 O3 Hf1 157.1(3) . . . . ? O4 Hf1 O3 C29 -13.8(4) . . . . ? O2 Hf1 O3 C29 94.9(3) . . . . ? O1 Hf1 O3 C29 -122.4(3) . . . . ? N11 Hf1 O3 C29 168.3(3) . . . . ? N14 Hf1 O3 C29 162.1(3) . . . . ? N20 Hf1 O3 C29 -51.9(3) . . . . ? N17 Hf1 O3 C29 26.9(3) . . . . ? C47 C42 O4 Hf1 -21.7(5) . . . . ? C43 C42 O4 Hf1 160.3(2) . . . . ? O3 Hf1 O4 C42 -10.5(4) . . . . ? O2 Hf1 O4 C42 -119.2(3) . . . . ? O1 Hf1 O4 C42 98.4(3) . . . . ? N11 Hf1 O4 C42 165.8(3) . . . . ? N14 Hf1 O4 C42 171.9(3) . . . . ? N20 Hf1 O4 C42 28.3(3) . . . . ? N17 Hf1 O4 C42 -50.3(3) . . . . ? _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.944 _refine_diff_density_min -2.259 _refine_diff_density_rms 0.095 _vrf_PLAT223_Hf4 ; PROBLEM: Large Solvent/Anion H Ueq(max)/Ueq(min) ... 4.3 Ratio RESPONSE: This alarm is due to the elongated ADPs of carbon atoms which suggest that the Toluene solvent molecule are probably disordered in two orientations. ; _vrf_PLAT250_Hf4 ; PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor .... 4.6 RESPONSE: This alarm is due to the elongated ADPs of carbon atoms which suggest that the Toluene solvent molecule are probably disordered in two orientations. ; _vrf_PLAT331_Hf4 ; PROBLEM: Small Average Phenyl C-C Dist. C55 -C60 1.36 Ang. RESPONSE: This alarm is due to the elongated ADPs of carbon atoms which suggest that the Toluene solvent molecule are probably disordered in two orientations. ; _database_code_depnum_ccdc_archive 'CCDC 924656' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_HfCl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H20 Cl2 Hf N6 O2' _chemical_formula_sum 'C26 H20 Cl2 Hf N6 O2' _chemical_formula_weight 697.87 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Hf Hf -0.5830 6.1852 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M Cc _symmetry_space_group_name_Hall ' -2yc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, z' 'x+1/2, -y+1/2, z+1/2' _cell_length_a 18.5596(6) _cell_length_b 10.9098(3) _cell_length_c 15.4502(5) _cell_angle_alpha 90.00 _cell_angle_beta 124.5010(10) _cell_angle_gamma 90.00 _cell_volume 2578.15(14) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 7710 _cell_measurement_theta_min 2.32 _cell_measurement_theta_max 28.35 _exptl_crystal_description Hexagonal _exptl_crystal_colour yellow _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.798 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1360 _exptl_absorpt_coefficient_mu 4.290 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.3406 _exptl_absorpt_correction_T_max 0.4808 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8579 _diffrn_reflns_av_R_equivalents 0.0162 _diffrn_reflns_av_sigmaI/netI 0.0193 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 28.34 _reflns_number_total 3569 _reflns_number_gt 3509 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII, Bruker,2004' _computing_cell_refinement 'APEXII/SAINT, Bruker,2004' _computing_data_reduction 'SAINT PLUS/XPREP, Bruker,2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0177P)^2^+1.8126P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.493(14) _refine_ls_number_reflns 3569 _refine_ls_number_parameters 325 _refine_ls_number_restraints 206 _refine_ls_R_factor_all 0.0127 _refine_ls_R_factor_gt 0.0124 _refine_ls_wR_factor_ref 0.0324 _refine_ls_wR_factor_gt 0.0322 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.001 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 C1 C 0.3504(6) 0.3067(7) 0.6030(8) 0.0102(12) Uani 1 1 d U . . C2 C 0.3097(6) 0.3248(8) 0.6580(9) 0.0113(17) Uani 1 1 d U . . H2 H 0.2716 0.3916 0.6436 0.014 Uiso 1 1 calc R . . C3 C 0.3314(6) 0.2316(8) 0.7389(8) 0.0182(18) Uani 1 1 d U . . H3 H 0.3067 0.2401 0.7782 0.022 Uiso 1 1 calc R . . C4 C 0.3814(7) 0.1403(9) 0.7587(9) 0.014(2) Uani 1 1 d U . . C5 C 0.4180(6) 0.1288(8) 0.7042(8) 0.0135(18) Uani 1 1 d U . . H5 H 0.4562 0.0619 0.7191 0.016 Uiso 1 1 calc R . . C6 C 0.4004(5) 0.2164(7) 0.6234(7) 0.0102(12) Uani 1 1 d U . . C7 C 0.3986(7) 0.0450(9) 0.8397(9) 0.021(2) Uani 1 1 d U . . H7A H 0.4235 -0.0287 0.8300 0.031 Uiso 1 1 calc R . . H7B H 0.3436 0.0239 0.8311 0.031 Uiso 1 1 calc R . . H7C H 0.4398 0.0781 0.9103 0.031 Uiso 1 1 calc R . . C8 C 0.5460(6) 0.1266(8) 0.5575(8) 0.0140(19) Uani 1 1 d U . . C9 C 0.6108(9) 0.0637(7) 0.5611(13) 0.012(2) Uani 1 1 d U . . H9 H 0.6381 -0.0039 0.6075 0.015 Uiso 1 1 calc R . . C10 C 0.6359(6) 0.0982(8) 0.4981(8) 0.0127(15) Uani 1 1 d U . . H10 H 0.6794 0.0535 0.4971 0.015 Uiso 1 1 calc R . . C11 C 0.5925(7) 0.2115(8) 0.4280(9) 0.020(2) Uani 1 1 d U . . H11 H 0.6124 0.2384 0.3864 0.024 Uiso 1 1 calc R . . C12 C 0.5291(7) 0.2729(10) 0.4227(9) 0.015(2) Uani 1 1 d U . . H12 H 0.5010 0.3403 0.3765 0.018 Uiso 1 1 calc R . . C13 C 0.5043(6) 0.2292(9) 0.4947(7) 0.0115(16) Uani 1 1 d U . . C14 C 0.3319(6) 0.3166(7) 0.2192(8) 0.0109(13) Uani 1 1 d U . . C15 C 0.3647(7) 0.3236(9) 0.1605(9) 0.019(2) Uani 1 1 d U . . H15 H 0.3998 0.3930 0.1715 0.022 Uiso 1 1 calc R . . C16 C 0.3531(6) 0.2454(7) 0.0909(7) 0.0117(14) Uani 1 1 d U . . H16 H 0.3809 0.2565 0.0554 0.014 Uiso 1 1 calc R . . C17 C 0.2948(7) 0.1367(10) 0.0669(9) 0.016(2) Uani 1 1 d U . . C18 C 0.2569(6) 0.1234(8) 0.1237(8) 0.0117(17) Uani 1 1 d U . . H18 H 0.2207 0.0548 0.1114 0.014 Uiso 1 1 calc R . . C19 C 0.2724(5) 0.2088(7) 0.1957(7) 0.0101(13) Uani 1 1 d U . . C20 C 0.2727(7) 0.0523(8) -0.0207(9) 0.019(2) Uani 1 1 d U . . H20A H 0.2460 0.0991 -0.0861 0.028 Uiso 1 1 calc R . . H20B H 0.2316 -0.0102 -0.0283 0.028 Uiso 1 1 calc R . . H20C H 0.3262 0.0126 -0.0053 0.028 Uiso 1 1 calc R . . C21 C 0.1346(6) 0.1363(8) 0.2693(8) 0.0108(17) Uani 1 1 d U . . C22 C 0.0647(10) 0.0679(7) 0.2656(14) 0.020(3) Uani 1 1 d U . . H22 H 0.0357 0.0000 0.2202 0.024 Uiso 1 1 calc R . . C23 C 0.0451(7) 0.1111(9) 0.3336(8) 0.0201(19) Uani 1 1 d U . . H23 H 0.0002 0.0704 0.3344 0.024 Uiso 1 1 calc R . . C24 C 0.0833(7) 0.2031(7) 0.3966(9) 0.0135(18) Uani 1 1 d U . . H24 H 0.0664 0.2248 0.4424 0.016 Uiso 1 1 calc R . . C25 C 0.1492(7) 0.2725(10) 0.3998(10) 0.016(2) Uani 1 1 d U . . H25 H 0.1731 0.3438 0.4422 0.019 Uiso 1 1 calc R . . C26 C 0.1760(5) 0.2347(8) 0.3422(7) 0.0071(14) Uani 1 1 d U . . Cl1 Cl 0.4584(2) 0.5748(2) 0.4928(3) 0.0195(10) Uani 1 1 d . . . Cl2 Cl 0.2203(2) 0.5754(2) 0.3298(3) 0.0159(9) Uani 1 1 d . . . Hf1 Hf 0.33994(13) 0.432658(7) 0.41252(17) 0.01037(4) Uani 1 1 d . . . N1 N 0.4407(6) 0.2793(8) 0.5006(8) 0.0131(18) Uani 1 1 d U . . N2 N 0.4503(6) 0.1983(6) 0.5810(8) 0.0098(13) Uani 1 1 d U . . N3 N 0.5101(6) 0.1109(8) 0.6142(7) 0.0160(14) Uani 1 1 d U . . N4 N 0.2375(6) 0.2696(7) 0.3221(7) 0.0090(16) Uani 1 1 d U . . N5 N 0.2298(6) 0.2004(6) 0.2505(8) 0.0118(12) Uani 1 1 d U . . N6 N 0.1691(5) 0.1162(7) 0.2158(7) 0.0118(12) Uani 1 1 d U . . O1 O 0.3303(5) 0.3945(8) 0.5294(7) 0.0161(16) Uani 1 1 d U . . O2 O 0.3473(5) 0.3966(7) 0.2927(6) 0.0098(14) Uani 1 1 d U . . 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 C1 0.0120(15) 0.0133(15) 0.0078(16) 0.0002(10) 0.0071(11) -0.0026(9) C2 0.012(2) 0.013(2) 0.011(2) 0.0022(14) 0.0076(16) 0.0017(14) C3 0.023(2) 0.022(2) 0.015(2) 0.0032(15) 0.0135(17) -0.0029(15) C4 0.015(2) 0.016(2) 0.012(3) 0.0011(14) 0.0084(18) -0.0019(14) C5 0.014(2) 0.012(2) 0.013(2) 0.0004(14) 0.0062(16) 0.0021(14) C6 0.0120(15) 0.0133(15) 0.0078(16) 0.0002(10) 0.0071(11) -0.0026(9) C7 0.024(3) 0.022(2) 0.017(3) 0.0015(15) 0.0114(17) -0.0010(16) C8 0.015(2) 0.012(2) 0.012(2) -0.0011(14) 0.0061(16) -0.0012(14) C9 0.011(3) 0.014(3) 0.014(3) -0.0006(13) 0.008(2) 0.0002(13) C10 0.0096(19) 0.0127(19) 0.015(2) -0.0006(14) 0.0062(14) 0.0027(13) C11 0.019(3) 0.022(3) 0.018(3) 0.0028(15) 0.0106(18) -0.0027(15) C12 0.014(3) 0.017(3) 0.015(3) -0.0001(15) 0.0093(18) -0.0013(14) C13 0.014(2) 0.017(2) 0.009(2) -0.0030(14) 0.0101(17) -0.0044(13) C14 0.0111(17) 0.0092(17) 0.010(2) 0.0021(13) 0.0042(13) -0.0024(12) C15 0.018(3) 0.020(2) 0.020(3) 0.0018(15) 0.0114(18) -0.0049(15) C16 0.0129(18) 0.0113(18) 0.013(2) 0.0004(14) 0.0084(14) -0.0061(13) C17 0.016(2) 0.016(2) 0.013(3) 0.0001(14) 0.0076(18) -0.0011(14) C18 0.013(2) 0.014(2) 0.012(2) 0.0008(13) 0.0095(16) -0.0017(13) C19 0.0075(17) 0.0098(17) 0.011(2) 0.0015(12) 0.0041(14) -0.0042(12) C20 0.021(2) 0.021(2) 0.018(3) -0.0037(14) 0.0124(18) 0.0011(14) C21 0.010(2) 0.012(2) 0.011(2) 0.0037(14) 0.0061(16) -0.0003(13) C22 0.016(3) 0.020(3) 0.021(3) 0.0016(15) 0.010(2) -0.0047(14) C23 0.018(2) 0.024(3) 0.023(3) 0.0041(16) 0.0144(17) 0.0002(15) C24 0.011(2) 0.020(2) 0.015(2) 0.0060(14) 0.0109(17) -0.0013(13) C25 0.014(3) 0.018(3) 0.017(3) 0.0003(15) 0.0097(18) 0.0006(15) C26 0.0064(18) 0.0069(18) 0.006(2) 0.0022(13) 0.0020(14) -0.0005(12) Cl1 0.0211(19) 0.0156(17) 0.026(3) -0.0033(9) 0.016(2) -0.0043(8) Cl2 0.0161(17) 0.0194(18) 0.013(2) 0.0058(9) 0.0092(17) 0.0082(8) Hf1 0.01203(5) 0.00989(5) 0.01115(7) 0.00019(19) 0.00773(5) -0.00008(17) N1 0.015(2) 0.015(2) 0.013(2) 0.0007(14) 0.0108(16) -0.0012(14) N2 0.0118(16) 0.0101(16) 0.008(2) 0.0006(11) 0.0055(13) -0.0014(11) N3 0.0166(17) 0.0161(18) 0.017(2) 0.0020(13) 0.0102(14) 0.0036(12) N4 0.0091(19) 0.0057(18) 0.010(2) -0.0008(13) 0.0043(14) -0.0019(12) N5 0.0127(14) 0.0130(15) 0.0109(16) 0.0000(9) 0.0074(11) -0.0035(9) N6 0.0127(14) 0.0130(15) 0.0109(16) 0.0000(9) 0.0074(11) -0.0035(9) O1 0.018(2) 0.018(2) 0.016(2) 0.0007(15) 0.0115(15) 0.0011(14) O2 0.0127(18) 0.0093(17) 0.009(2) -0.0010(13) 0.0073(14) -0.0027(12) _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 C1 C6 1.265(11) . ? C1 O1 1.367(12) . ? C1 C2 1.437(14) . ? C2 C3 1.478(13) . ? C2 H2 0.9500 . ? C3 C4 1.275(13) . ? C3 H3 0.9500 . ? C4 C5 1.355(14) . ? C4 C7 1.515(15) . ? C5 C6 1.455(13) . ? C5 H5 0.9500 . ? C6 N2 1.419(12) . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C8 C9 1.358(15) . ? C8 N3 1.379(12) . ? C8 C13 1.394(13) . ? C9 C10 1.350(18) . ? C9 H9 0.9500 . ? C10 C11 1.537(14) . ? C10 H10 0.9500 . ? C11 C12 1.315(13) . ? C11 H11 0.9500 . ? C12 C13 1.501(13) . ? C12 H12 0.9500 . ? C13 N1 1.350(12) . ? C14 O2 1.329(12) . ? C14 C15 1.351(15) . ? C14 C19 1.511(11) . ? C15 C16 1.291(14) . ? C15 H15 0.9500 . ? C16 C17 1.504(13) . ? C16 H16 0.9500 . ? C17 C18 1.407(14) . ? C17 C20 1.490(15) . ? C18 C19 1.352(12) . ? C18 H18 0.9500 . ? C19 N5 1.450(12) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? C21 N6 1.320(11) . ? C21 C26 1.425(12) . ? C21 C22 1.467(16) . ? C22 C23 1.38(2) . ? C22 H22 0.9500 . ? C23 C24 1.295(14) . ? C23 H23 0.9500 . ? C24 C25 1.416(13) . ? C24 H24 0.9500 . ? C25 C26 1.309(13) . ? C25 H25 0.9500 . ? C26 N4 1.394(11) . ? Cl1 Hf1 2.385(4) . ? Cl2 Hf1 2.403(4) . ? Hf1 O1 1.958(8) . ? Hf1 O2 1.971(7) . ? Hf1 N1 2.295(9) . ? Hf1 N4 2.392(8) . ? N1 N2 1.451(12) . ? N2 N3 1.326(11) . ? N4 N5 1.279(13) . ? N5 N6 1.311(11) . ? 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 C6 C1 O1 124.7(9) . . ? C6 C1 C2 121.1(9) . . ? O1 C1 C2 114.2(8) . . ? C1 C2 C3 115.0(8) . . ? C1 C2 H2 122.5 . . ? C3 C2 H2 122.5 . . ? C4 C3 C2 123.6(10) . . ? C4 C3 H3 118.2 . . ? C2 C3 H3 118.2 . . ? C3 C4 C5 118.5(10) . . ? C3 C4 C7 121.2(10) . . ? C5 C4 C7 120.3(10) . . ? C4 C5 C6 121.6(8) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C1 C6 N2 124.8(8) . . ? C1 C6 C5 120.2(9) . . ? N2 C6 C5 114.6(7) . . ? C4 C7 H7A 109.5 . . ? C4 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C4 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C9 C8 N3 130.3(10) . . ? C9 C8 C13 124.3(9) . . ? N3 C8 C13 105.4(8) . . ? C10 C9 C8 119.3(10) . . ? C10 C9 H9 120.4 . . ? C8 C9 H9 120.4 . . ? C9 C10 C11 118.4(8) . . ? C9 C10 H10 120.8 . . ? C11 C10 H10 120.8 . . ? C12 C11 C10 123.1(9) . . ? C12 C11 H11 118.4 . . ? C10 C11 H11 118.4 . . ? C11 C12 C13 115.5(10) . . ? C11 C12 H12 122.2 . . ? C13 C12 H12 122.2 . . ? N1 C13 C8 116.1(7) . . ? N1 C13 C12 124.6(9) . . ? C8 C13 C12 119.2(8) . . ? O2 C14 C15 125.2(8) . . ? O2 C14 C19 119.4(8) . . ? C15 C14 C19 115.4(9) . . ? C16 C15 C14 126.6(9) . . ? C16 C15 H15 116.7 . . ? C14 C15 H15 116.7 . . ? C15 C16 C17 118.9(9) . . ? C15 C16 H16 120.5 . . ? C17 C16 H16 120.5 . . ? C18 C17 C20 121.7(10) . . ? C18 C17 C16 118.1(9) . . ? C20 C17 C16 120.0(9) . . ? C19 C18 C17 119.6(9) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C18 C19 N5 120.4(7) . . ? C18 C19 C14 121.3(9) . . ? N5 C19 C14 118.3(8) . . ? C17 C20 H20A 109.5 . . ? C17 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C17 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N6 C21 C26 112.5(8) . . ? N6 C21 C22 128.5(10) . . ? C26 C21 C22 118.9(9) . . ? C23 C22 C21 114.0(10) . . ? C23 C22 H22 123.0 . . ? C21 C22 H22 123.0 . . ? C24 C23 C22 124.8(10) . . ? C24 C23 H23 117.6 . . ? C22 C23 H23 117.6 . . ? C23 C24 C25 122.3(10) . . ? C23 C24 H24 118.8 . . ? C25 C24 H24 118.8 . . ? C26 C25 C24 117.5(10) . . ? C26 C25 H25 121.2 . . ? C24 C25 H25 121.2 . . ? C25 C26 N4 137.7(9) . . ? C25 C26 C21 122.1(8) . . ? N4 C26 C21 100.0(7) . . ? O1 Hf1 O2 156.19(7) . . ? O1 Hf1 N1 76.6(3) . . ? O2 Hf1 N1 86.8(3) . . ? O1 Hf1 Cl1 101.4(3) . . ? O2 Hf1 Cl1 94.8(2) . . ? N1 Hf1 Cl1 87.9(3) . . ? O1 Hf1 N4 85.6(3) . . ? O2 Hf1 N4 76.0(3) . . ? N1 Hf1 N4 85.14(7) . . ? Cl1 Hf1 N4 168.8(2) . . ? O1 Hf1 Cl2 95.1(3) . . ? O2 Hf1 Cl2 99.5(3) . . ? N1 Hf1 Cl2 170.1(2) . . ? Cl1 Hf1 Cl2 99.02(2) . . ? N4 Hf1 Cl2 89.0(2) . . ? C13 N1 N2 97.1(8) . . ? C13 N1 Hf1 134.9(7) . . ? N2 N1 Hf1 127.9(7) . . ? N3 N2 C6 122.9(8) . . ? N3 N2 N1 116.0(8) . . ? C6 N2 N1 121.1(8) . . ? N2 N3 C8 105.4(8) . . ? N5 N4 C26 109.1(8) . . ? N5 N4 Hf1 127.3(7) . . ? C26 N4 Hf1 123.6(6) . . ? N4 N5 N6 114.5(9) . . ? N4 N5 C19 129.6(8) . . ? N6 N5 C19 115.6(8) . . ? N5 N6 C21 103.8(8) . . ? C1 O1 Hf1 142.3(7) . . ? C14 O2 Hf1 146.9(6) . . ? 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 C6 C1 C2 C3 0.5(14) . . . . ? O1 C1 C2 C3 -179.3(8) . . . . ? C1 C2 C3 C4 -0.9(15) . . . . ? C2 C3 C4 C5 1.2(16) . . . . ? C2 C3 C4 C7 -177.7(10) . . . . ? C3 C4 C5 C6 -1.0(15) . . . . ? C7 C4 C5 C6 177.8(9) . . . . ? O1 C1 C6 N2 6.7(15) . . . . ? C2 C1 C6 N2 -173.1(9) . . . . ? O1 C1 C6 C5 179.4(9) . . . . ? C2 C1 C6 C5 -0.4(14) . . . . ? C4 C5 C6 C1 0.7(14) . . . . ? C4 C5 C6 N2 174.1(9) . . . . ? N3 C8 C9 C10 -178.9(10) . . . . ? C13 C8 C9 C10 -2.2(18) . . . . ? C8 C9 C10 C11 2.6(16) . . . . ? C9 C10 C11 C12 -3.3(15) . . . . ? C10 C11 C12 C13 3.1(15) . . . . ? C9 C8 C13 N1 179.4(10) . . . . ? N3 C8 C13 N1 -3.3(12) . . . . ? C9 C8 C13 C12 2.1(16) . . . . ? N3 C8 C13 C12 179.4(9) . . . . ? C11 C12 C13 N1 -179.5(10) . . . . ? C11 C12 C13 C8 -2.5(14) . . . . ? O2 C14 C15 C16 177.7(10) . . . . ? C19 C14 C15 C16 -3.2(15) . . . . ? C14 C15 C16 C17 2.7(16) . . . . ? C15 C16 C17 C18 -1.5(14) . . . . ? C15 C16 C17 C20 173.6(10) . . . . ? C20 C17 C18 C19 -173.7(9) . . . . ? C16 C17 C18 C19 1.3(14) . . . . ? C17 C18 C19 N5 176.3(9) . . . . ? C17 C18 C19 C14 -1.9(14) . . . . ? O2 C14 C19 C18 -178.1(9) . . . . ? C15 C14 C19 C18 2.7(13) . . . . ? O2 C14 C19 N5 3.6(12) . . . . ? C15 C14 C19 N5 -175.6(9) . . . . ? N6 C21 C22 C23 178.6(10) . . . . ? C26 C21 C22 C23 1.8(15) . . . . ? C21 C22 C23 C24 -0.1(17) . . . . ? C22 C23 C24 C25 1.8(17) . . . . ? C23 C24 C25 C26 -5.3(16) . . . . ? C24 C25 C26 N4 -178.5(10) . . . . ? C24 C25 C26 C21 7.1(15) . . . . ? N6 C21 C26 C25 177.1(9) . . . . ? C22 C21 C26 C25 -5.6(15) . . . . ? N6 C21 C26 N4 1.0(10) . . . . ? C22 C21 C26 N4 178.2(9) . . . . ? C8 C13 N1 N2 3.0(11) . . . . ? C12 C13 N1 N2 -179.9(9) . . . . ? C8 C13 N1 Hf1 -173.6(7) . . . . ? C12 C13 N1 Hf1 3.5(16) . . . . ? O1 Hf1 N1 C13 -170.7(11) . . . . ? O2 Hf1 N1 C13 26.5(10) . . . . ? Cl1 Hf1 N1 C13 -68.4(10) . . . . ? N4 Hf1 N1 C13 102.7(9) . . . . ? Cl2 Hf1 N1 C13 156.3(13) . . . . ? O1 Hf1 N1 N2 13.6(8) . . . . ? O2 Hf1 N1 N2 -149.2(8) . . . . ? Cl1 Hf1 N1 N2 115.8(8) . . . . ? N4 Hf1 N1 N2 -73.0(9) . . . . ? Cl2 Hf1 N1 N2 -19(2) . . . . ? C1 C6 N2 N3 171.2(10) . . . . ? C5 C6 N2 N3 -1.8(13) . . . . ? C1 C6 N2 N1 -6.2(14) . . . . ? C5 C6 N2 N1 -179.2(8) . . . . ? C13 N1 N2 N3 -1.8(11) . . . . ? Hf1 N1 N2 N3 175.2(7) . . . . ? C13 N1 N2 C6 175.8(9) . . . . ? Hf1 N1 N2 C6 -7.2(13) . . . . ? C6 N2 N3 C8 -177.6(9) . . . . ? N1 N2 N3 C8 0.0(11) . . . . ? C9 C8 N3 N2 178.9(12) . . . . ? C13 C8 N3 N2 1.8(10) . . . . ? C25 C26 N4 N5 -175.3(12) . . . . ? C21 C26 N4 N5 -0.2(10) . . . . ? C25 C26 N4 Hf1 5.3(17) . . . . ? C21 C26 N4 Hf1 -179.5(6) . . . . ? O1 Hf1 N4 N5 -151.4(9) . . . . ? O2 Hf1 N4 N5 13.4(9) . . . . ? N1 Hf1 N4 N5 -74.5(10) . . . . ? Cl1 Hf1 N4 N5 -22(2) . . . . ? Cl2 Hf1 N4 N5 113.4(9) . . . . ? O1 Hf1 N4 C26 27.8(8) . . . . ? O2 Hf1 N4 C26 -167.4(8) . . . . ? N1 Hf1 N4 C26 104.7(7) . . . . ? Cl1 Hf1 N4 C26 156.8(11) . . . . ? Cl2 Hf1 N4 C26 -67.4(7) . . . . ? C26 N4 N5 N6 -0.7(12) . . . . ? Hf1 N4 N5 N6 178.6(6) . . . . ? C26 N4 N5 C19 172.9(9) . . . . ? Hf1 N4 N5 C19 -7.8(16) . . . . ? C18 C19 N5 N4 178.1(10) . . . . ? C14 C19 N5 N4 -3.5(15) . . . . ? C18 C19 N5 N6 -8.3(13) . . . . ? C14 C19 N5 N6 170.0(8) . . . . ? N4 N5 N6 C21 1.3(12) . . . . ? C19 N5 N6 C21 -173.2(8) . . . . ? C26 C21 N6 N5 -1.4(11) . . . . ? C22 C21 N6 N5 -178.3(11) . . . . ? C6 C1 O1 Hf1 11.2(18) . . . . ? C2 C1 O1 Hf1 -168.9(8) . . . . ? O2 Hf1 O1 C1 30(2) . . . . ? N1 Hf1 O1 C1 -17.4(11) . . . . ? Cl1 Hf1 O1 C1 -102.5(11) . . . . ? N4 Hf1 O1 C1 68.6(11) . . . . ? Cl2 Hf1 O1 C1 157.2(11) . . . . ? C15 C14 O2 Hf1 -166.4(9) . . . . ? C19 C14 O2 Hf1 14.5(17) . . . . ? O1 Hf1 O2 C14 21(2) . . . . ? N1 Hf1 O2 C14 66.5(12) . . . . ? Cl1 Hf1 O2 C14 154.2(12) . . . . ? N4 Hf1 O2 C14 -19.3(12) . . . . ? Cl2 Hf1 O2 C14 -105.8(12) . . . . ? _diffrn_measured_fraction_theta_max 0.820 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.903 _refine_diff_density_max 0.404 _refine_diff_density_min -0.661 _refine_diff_density_rms 0.060 _vrf_PLAT029_HfCl ; PROBLEM: _diffrn_measured_fraction_theta_full Low ....... 0.903 RESPONSE: Even though crystal data was collected up to 0.73 \%A resolution, the crystal (the largest available) still diffracted quite weakly at high angle. On repeated recrystallisation we could get only small sized crystals. ; # end Validation Reply Form #==================================================================== _database_code_depnum_ccdc_archive 'CCDC 924657' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_TiCl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C59 H48 Cl4 N12 O4 Ti2' _chemical_formula_sum 'C59 H48 Cl4 N12 O4 Ti2' _chemical_formula_weight 1226.69 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ti Ti 0.2776 0.4457 '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 12.0351(5) _cell_length_b 12.7717(6) _cell_length_c 18.3390(8) _cell_angle_alpha 103.316(2) _cell_angle_beta 93.616(2) _cell_angle_gamma 91.888(2) _cell_volume 2734.3(2) _cell_formula_units_Z 2 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6699 _cell_measurement_theta_min 2.68 _cell_measurement_theta_max 30.13 _exptl_crystal_description Rectangular _exptl_crystal_colour red _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.490 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1260 _exptl_absorpt_coefficient_mu 0.549 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8750 _exptl_absorpt_correction_T_max 0.9076 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 40307 _diffrn_reflns_av_R_equivalents 0.0344 _diffrn_reflns_av_sigmaI/netI 0.0510 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 1.64 _diffrn_reflns_theta_max 30.44 _reflns_number_total 15262 _reflns_number_gt 11395 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII, Bruker,2004' _computing_cell_refinement 'APEXII/SAINT, Bruker,2004' _computing_data_reduction 'SAINT PLUS/XPREP, Bruker,2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0393P)^2^+1.6542P] 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 15262 _refine_ls_number_parameters 735 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0628 _refine_ls_R_factor_gt 0.0401 _refine_ls_wR_factor_ref 0.1017 _refine_ls_wR_factor_gt 0.0917 _refine_ls_goodness_of_fit_ref 1.019 _refine_ls_restrained_S_all 1.019 _refine_ls_shift/su_max 0.002 _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 C1 C 0.7399(2) 0.4495(2) 0.05012(13) 0.0373(6) Uani 1 1 d . . . C2 C 0.8486(2) 0.4920(2) 0.05861(14) 0.0406(6) Uani 1 1 d . . . H2 H 0.9046 0.4599 0.0838 0.049 Uiso 1 1 calc R . . C3 C 0.8767(3) 0.5806(2) 0.03088(15) 0.0597(9) Uani 1 1 d . . . H3 H 0.9511 0.6104 0.0385 0.072 Uiso 1 1 calc R . . C4 C 0.7955(5) 0.6260(3) -0.00822(17) 0.0814(14) Uani 1 1 d . . . H4 H 0.8135 0.6863 -0.0282 0.098 Uiso 1 1 calc R . . C5 C 0.6857(4) 0.5798(4) -0.01726(18) 0.0798(13) Uani 1 1 d . . . H5 H 0.6289 0.6092 -0.0438 0.096 Uiso 1 1 calc R . . C6 C 0.6612(3) 0.4957(3) 0.01091(16) 0.0620(10) Uani 1 1 d . . . H6 H 0.5867 0.4663 0.0039 0.074 Uiso 1 1 calc R . . C7 C 0.7089(2) 0.3527(2) 0.07938(15) 0.0457(7) Uani 1 1 d . . . H7A H 0.6385 0.3639 0.1035 0.069 Uiso 1 1 calc R . . H7B H 0.7677 0.3422 0.1161 0.069 Uiso 1 1 calc R . . H7C H 0.7003 0.2888 0.0376 0.069 Uiso 1 1 calc R . . C1A C 0.75142(15) 0.08183(16) 0.17781(10) 0.0186(4) Uani 1 1 d . . . C2A C 0.63591(16) 0.08898(18) 0.18006(11) 0.0248(4) Uani 1 1 d . . . H2A H 0.6060 0.1519 0.2089 0.030 Uiso 1 1 calc R . . C3A C 0.56509(16) 0.00493(18) 0.14054(11) 0.0273(5) Uani 1 1 d . . . H3A H 0.4868 0.0112 0.1425 0.033 Uiso 1 1 calc R . . C4A C 0.60562(16) -0.08880(18) 0.09792(11) 0.0238(4) Uani 1 1 d . . . C5A C 0.72019(15) -0.09681(16) 0.09556(10) 0.0195(4) Uani 1 1 d . . . H5A H 0.7496 -0.1606 0.0675 0.023 Uiso 1 1 calc R . . C6A C 0.79234(15) -0.01122(16) 0.13434(10) 0.0175(4) Uani 1 1 d . . . C7A C 0.52763(17) -0.1791(2) 0.05265(12) 0.0317(5) Uani 1 1 d . . . H7A1 H 0.5330 -0.1834 -0.0011 0.048 Uiso 1 1 calc R . . H7A2 H 0.4509 -0.1650 0.0656 0.048 Uiso 1 1 calc R . . H7A3 H 0.5485 -0.2475 0.0640 0.048 Uiso 1 1 calc R . . C8A C 1.05079(15) -0.06542(16) 0.06435(10) 0.0183(4) Uani 1 1 d . . . C9A C 1.12951(16) -0.11782(17) 0.01601(11) 0.0223(4) Uani 1 1 d . . . H9A H 1.1126 -0.1858 -0.0177 0.027 Uiso 1 1 calc R . . C10A C 1.23140(16) -0.06478(17) 0.02070(11) 0.0237(4) Uani 1 1 d . . . H10A H 1.2873 -0.0975 -0.0100 0.028 Uiso 1 1 calc R . . C11A C 1.25599(16) 0.03755(18) 0.07001(11) 0.0234(4) Uani 1 1 d . . . H11A H 1.3273 0.0718 0.0700 0.028 Uiso 1 1 calc R . . C12A C 1.18169(15) 0.08899(17) 0.11751(11) 0.0211(4) Uani 1 1 d . . . H12A H 1.1992 0.1576 0.1502 0.025 Uiso 1 1 calc R . . C13A C 1.07721(15) 0.03416(16) 0.11517(10) 0.0174(4) Uani 1 1 d . . . C14A C 1.17783(15) 0.10626(15) 0.29491(10) 0.0168(4) Uani 1 1 d . . . C15A C 1.29152(15) 0.11103(16) 0.28382(10) 0.0196(4) Uani 1 1 d . . . H15A H 1.3217 0.1664 0.2630 0.023 Uiso 1 1 calc R . . C16A C 1.36048(16) 0.03532(16) 0.30313(11) 0.0215(4) Uani 1 1 d . . . H16A H 1.4375 0.0397 0.2951 0.026 Uiso 1 1 calc R . . C17A C 1.31978(16) -0.04675(16) 0.33388(11) 0.0208(4) Uani 1 1 d . . . C18A C 1.20669(16) -0.05164(16) 0.34525(11) 0.0204(4) Uani 1 1 d . . . H18A H 1.1770 -0.1070 0.3662 0.025 Uiso 1 1 calc R . . C19A C 1.13666(15) 0.02411(15) 0.32606(10) 0.0171(4) Uani 1 1 d . . . C20A C 1.39642(17) -0.12625(18) 0.35725(13) 0.0278(5) Uani 1 1 d . . . H20A H 1.4149 -0.1047 0.4116 0.042 Uiso 1 1 calc R . . H20B H 1.4649 -0.1275 0.3309 0.042 Uiso 1 1 calc R . . H20C H 1.3592 -0.1982 0.3444 0.042 Uiso 1 1 calc R . . C21A C 0.88277(16) -0.01872(16) 0.39741(11) 0.0210(4) Uani 1 1 d . . . C22A C 0.80690(17) -0.05969(18) 0.44092(12) 0.0273(5) Uani 1 1 d . . . H22A H 0.8272 -0.1118 0.4682 0.033 Uiso 1 1 calc R . . C23A C 0.70238(17) -0.02004(19) 0.44157(12) 0.0283(5) Uani 1 1 d . . . H23A H 0.6483 -0.0464 0.4693 0.034 Uiso 1 1 calc R . . C24A C 0.67279(16) 0.05916(18) 0.40199(11) 0.0251(4) Uani 1 1 d . . . H24A H 0.6000 0.0857 0.4054 0.030 Uiso 1 1 calc R . . C25A C 0.74503(15) 0.09921(16) 0.35885(11) 0.0202(4) Uani 1 1 d . . . H25A H 0.7243 0.1524 0.3326 0.024 Uiso 1 1 calc R . . C26A C 0.85198(15) 0.05666(15) 0.35574(10) 0.0182(4) Uani 1 1 d . . . C1B C 0.27975(15) 0.50691(15) 0.35533(10) 0.0167(4) Uani 1 1 d . . . C2B C 0.16360(15) 0.49388(16) 0.34810(11) 0.0209(4) Uani 1 1 d . . . H2B H 0.1289 0.4295 0.3174 0.025 Uiso 1 1 calc R . . C3B C 0.09882(15) 0.57326(16) 0.38495(11) 0.0206(4) Uani 1 1 d . . . H3B H 0.0199 0.5630 0.3789 0.025 Uiso 1 1 calc R . . C4B C 0.14703(15) 0.66890(16) 0.43110(10) 0.0184(4) Uani 1 1 d . . . C5B C 0.26196(15) 0.68053(15) 0.44122(10) 0.0182(4) Uani 1 1 d . . . H5B H 0.2962 0.7435 0.4740 0.022 Uiso 1 1 calc R . . C6B C 0.32812(14) 0.60059(15) 0.40365(10) 0.0166(4) Uani 1 1 d . . . C7B C 0.07427(16) 0.75590(17) 0.46942(12) 0.0248(4) Uani 1 1 d . . . H7B1 H 0.0536 0.7412 0.5171 0.037 Uiso 1 1 calc R . . H7B2 H 0.0067 0.7571 0.4369 0.037 Uiso 1 1 calc R . . H7B3 H 0.1152 0.8259 0.4792 0.037 Uiso 1 1 calc R . . C8B C 0.59966(15) 0.66815(16) 0.47945(10) 0.0188(4) Uani 1 1 d . . . C9B C 0.68681(16) 0.72330(18) 0.53065(11) 0.0242(4) Uani 1 1 d . . . H9B H 0.6765 0.7903 0.5644 0.029 Uiso 1 1 calc R . . C10B C 0.78656(16) 0.67521(18) 0.52905(11) 0.0249(4) Uani 1 1 d . . . H10B H 0.8471 0.7096 0.5627 0.030 Uiso 1 1 calc R . . C11B C 0.80263(16) 0.57539(18) 0.47864(11) 0.0238(4) Uani 1 1 d . . . H11B H 0.8735 0.5450 0.4801 0.029 Uiso 1 1 calc R . . C12B C 0.71939(15) 0.52099(16) 0.42774(11) 0.0206(4) Uani 1 1 d . . . H12B H 0.7307 0.4543 0.3940 0.025 Uiso 1 1 calc R . . C13B C 0.61613(15) 0.57048(15) 0.42868(10) 0.0176(4) Uani 1 1 d . . . C14B C 0.68610(15) 0.53021(15) 0.25326(10) 0.0168(4) Uani 1 1 d . . . C15B C 0.80167(15) 0.52541(16) 0.25978(11) 0.0206(4) Uani 1 1 d . . . H15B H 0.8340 0.4630 0.2700 0.025 Uiso 1 1 calc R . . C16B C 0.86963(15) 0.61042(16) 0.25151(11) 0.0208(4) Uani 1 1 d . . . H16B H 0.9483 0.6059 0.2565 0.025 Uiso 1 1 calc R . . C17B C 0.82482(15) 0.70281(16) 0.23597(10) 0.0195(4) Uani 1 1 d . . . C18B C 0.70992(15) 0.70850(16) 0.22923(11) 0.0194(4) Uani 1 1 d . . . H18B H 0.6780 0.7712 0.2192 0.023 Uiso 1 1 calc R . . C19B C 0.64076(14) 0.62202(15) 0.23719(10) 0.0174(4) Uani 1 1 d . . . C20B C 0.90079(17) 0.79154(17) 0.22274(12) 0.0259(4) Uani 1 1 d . . . H20D H 0.9712 0.7950 0.2533 0.039 Uiso 1 1 calc R . . H20E H 0.8650 0.8604 0.2368 0.039 Uiso 1 1 calc R . . H20F H 0.9156 0.7770 0.1695 0.039 Uiso 1 1 calc R . . C21B C 0.37142(15) 0.68139(17) 0.18585(11) 0.0218(4) Uani 1 1 d . . . C22B C 0.28603(17) 0.73817(19) 0.15805(13) 0.0286(5) Uani 1 1 d . . . H22B H 0.3003 0.8065 0.1474 0.034 Uiso 1 1 calc R . . C23B C 0.18141(17) 0.68905(19) 0.14724(12) 0.0300(5) Uani 1 1 d . . . H23B H 0.1213 0.7248 0.1292 0.036 Uiso 1 1 calc R . . C24B C 0.16037(17) 0.58674(19) 0.16219(11) 0.0269(5) Uani 1 1 d . . . H24B H 0.0868 0.5551 0.1523 0.032 Uiso 1 1 calc R . . C25B C 0.24167(16) 0.53134(17) 0.19040(11) 0.0224(4) Uani 1 1 d . . . H25B H 0.2264 0.4629 0.2006 0.027 Uiso 1 1 calc R . . C26B C 0.34959(15) 0.58195(16) 0.20343(10) 0.0188(4) Uani 1 1 d . . . Cl1A Cl 1.00644(4) 0.31525(4) 0.17528(3) 0.02406(11) Uani 1 1 d . . . Cl2A Cl 0.92693(4) 0.32832(4) 0.35352(3) 0.02090(10) Uani 1 1 d . . . Cl1B Cl 0.42369(4) 0.29290(4) 0.17091(3) 0.02222(10) Uani 1 1 d . . . Cl2B Cl 0.53550(4) 0.28429(4) 0.34577(3) 0.02079(10) Uani 1 1 d . . . N1A N 0.98502(12) 0.06342(13) 0.15318(8) 0.0168(3) Uani 1 1 d . . . N2A N 0.90799(12) -0.01679(13) 0.12159(8) 0.0167(3) Uani 1 1 d . . . N3A N 0.94286(13) -0.09551(13) 0.06899(9) 0.0191(3) Uani 1 1 d . . . N4A N 0.94288(12) 0.08036(12) 0.32024(8) 0.0164(3) Uani 1 1 d . . . N5A N 1.02288(12) 0.02081(12) 0.34409(9) 0.0166(3) Uani 1 1 d . . . N6A N 0.99133(13) -0.03923(13) 0.38968(9) 0.0217(3) Uani 1 1 d . . . N1B N 0.44769(12) 0.54894(13) 0.22983(9) 0.0168(3) Uani 1 1 d . . . N2B N 0.52284(13) 0.62756(13) 0.22428(9) 0.0180(3) Uani 1 1 d . . . N3B N 0.48194(13) 0.70835(14) 0.19903(10) 0.0227(4) Uani 1 1 d . . . N4B N 0.51718(12) 0.53672(13) 0.38837(8) 0.0168(3) Uani 1 1 d . . . N5B N 0.44656(12) 0.61270(13) 0.41854(8) 0.0164(3) Uani 1 1 d . . . N6B N 0.49193(13) 0.69368(13) 0.47213(9) 0.0194(3) Uani 1 1 d . . . O1A O 0.81872(10) 0.16485(11) 0.21594(7) 0.0190(3) Uani 1 1 d . . . O2A O 1.11208(10) 0.18086(10) 0.27685(7) 0.0179(3) Uani 1 1 d . . . O1B O 0.34019(10) 0.43025(10) 0.31574(7) 0.0182(3) Uani 1 1 d . . . O2B O 0.62228(10) 0.44609(10) 0.26158(7) 0.0182(3) Uani 1 1 d . . . Ti1A Ti 0.96516(3) 0.20061(3) 0.249806(18) 0.01617(8) Uani 1 1 d . . . Ti1B Ti 0.48096(3) 0.41043(3) 0.283174(18) 0.01557(7) 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 C1 0.0374(13) 0.0413(14) 0.0262(11) -0.0074(10) -0.0004(9) 0.0123(11) C2 0.0459(15) 0.0392(15) 0.0337(13) 0.0076(11) -0.0133(11) -0.0055(11) C3 0.098(3) 0.0423(17) 0.0330(15) 0.0003(13) 0.0015(15) -0.0158(17) C4 0.184(5) 0.0363(18) 0.0297(16) 0.0089(13) 0.031(2) 0.034(2) C5 0.109(3) 0.094(3) 0.0414(18) 0.0147(19) 0.0124(19) 0.073(3) C6 0.0522(17) 0.091(3) 0.0384(15) 0.0012(16) -0.0003(13) 0.0420(17) C7 0.0399(14) 0.0421(16) 0.0463(15) -0.0085(12) 0.0094(11) -0.0038(11) C1A 0.0158(8) 0.0234(10) 0.0162(9) 0.0044(7) -0.0015(7) 0.0004(7) C2A 0.0184(9) 0.0318(12) 0.0218(10) 0.0009(8) 0.0012(7) 0.0065(8) C3A 0.0148(9) 0.0414(13) 0.0240(10) 0.0045(9) -0.0005(7) 0.0021(8) C4A 0.0194(9) 0.0316(12) 0.0197(9) 0.0055(8) -0.0003(7) -0.0031(8) C5A 0.0182(9) 0.0213(10) 0.0186(9) 0.0040(8) 0.0021(7) -0.0016(7) C6A 0.0143(8) 0.0233(10) 0.0167(9) 0.0081(7) 0.0021(7) 0.0001(7) C7A 0.0203(10) 0.0418(14) 0.0299(11) 0.0033(10) 0.0002(8) -0.0081(9) C8A 0.0162(8) 0.0221(10) 0.0184(9) 0.0081(8) 0.0009(7) 0.0021(7) C9A 0.0221(9) 0.0249(11) 0.0213(10) 0.0068(8) 0.0037(7) 0.0055(8) C10A 0.0181(9) 0.0338(12) 0.0226(10) 0.0113(9) 0.0061(7) 0.0075(8) C11A 0.0157(9) 0.0354(12) 0.0212(10) 0.0115(9) 0.0009(7) -0.0006(8) C12A 0.0185(9) 0.0279(11) 0.0177(9) 0.0080(8) -0.0006(7) -0.0023(8) C13A 0.0158(8) 0.0240(10) 0.0138(8) 0.0074(7) 0.0010(6) 0.0021(7) C14A 0.0169(8) 0.0186(9) 0.0142(8) 0.0035(7) -0.0023(6) -0.0004(7) C15A 0.0188(9) 0.0218(10) 0.0188(9) 0.0069(8) 0.0004(7) -0.0029(7) C16A 0.0168(8) 0.0264(11) 0.0207(9) 0.0041(8) 0.0018(7) 0.0004(8) C17A 0.0187(9) 0.0216(10) 0.0220(9) 0.0045(8) 0.0024(7) 0.0035(7) C18A 0.0201(9) 0.0203(10) 0.0232(10) 0.0088(8) 0.0042(7) 0.0023(7) C19A 0.0151(8) 0.0190(10) 0.0169(9) 0.0034(7) 0.0022(7) -0.0012(7) C20A 0.0206(9) 0.0301(12) 0.0359(12) 0.0126(10) 0.0057(8) 0.0078(8) C21A 0.0184(9) 0.0214(10) 0.0253(10) 0.0085(8) 0.0041(7) 0.0025(7) C22A 0.0235(10) 0.0310(12) 0.0338(12) 0.0187(10) 0.0089(8) 0.0042(8) C23A 0.0216(10) 0.0352(13) 0.0322(11) 0.0141(10) 0.0105(8) 0.0014(9) C24A 0.0177(9) 0.0316(12) 0.0260(10) 0.0061(9) 0.0036(8) 0.0040(8) C25A 0.0180(9) 0.0219(10) 0.0206(9) 0.0049(8) 0.0009(7) 0.0027(7) C26A 0.0184(9) 0.0180(9) 0.0180(9) 0.0035(7) 0.0019(7) 0.0000(7) C1B 0.0152(8) 0.0180(9) 0.0177(9) 0.0057(7) 0.0025(7) 0.0011(7) C2B 0.0175(9) 0.0239(10) 0.0201(9) 0.0034(8) 0.0003(7) -0.0027(7) C3B 0.0148(8) 0.0288(11) 0.0201(9) 0.0092(8) 0.0022(7) -0.0001(7) C4B 0.0178(8) 0.0218(10) 0.0180(9) 0.0087(8) 0.0029(7) 0.0044(7) C5B 0.0181(8) 0.0176(9) 0.0194(9) 0.0050(7) 0.0020(7) 0.0009(7) C6B 0.0118(8) 0.0200(10) 0.0190(9) 0.0067(7) 0.0014(6) -0.0005(7) C7B 0.0222(9) 0.0272(11) 0.0263(10) 0.0079(9) 0.0037(8) 0.0075(8) C8B 0.0163(8) 0.0232(10) 0.0174(9) 0.0062(8) 0.0015(7) -0.0007(7) C9B 0.0207(9) 0.0293(11) 0.0198(9) 0.0013(8) 0.0002(7) -0.0043(8) C10B 0.0188(9) 0.0359(12) 0.0200(10) 0.0081(9) -0.0015(7) -0.0036(8) C11B 0.0165(9) 0.0355(12) 0.0221(10) 0.0118(9) 0.0025(7) 0.0037(8) C12B 0.0187(9) 0.0233(10) 0.0211(9) 0.0075(8) 0.0021(7) 0.0042(7) C13B 0.0158(8) 0.0208(10) 0.0164(9) 0.0054(7) 0.0006(7) -0.0013(7) C14B 0.0175(8) 0.0177(9) 0.0165(8) 0.0062(7) 0.0030(7) -0.0002(7) C15B 0.0174(9) 0.0236(10) 0.0241(10) 0.0115(8) 0.0036(7) 0.0046(7) C16B 0.0139(8) 0.0271(11) 0.0228(10) 0.0089(8) 0.0013(7) 0.0013(7) C17B 0.0190(9) 0.0222(10) 0.0176(9) 0.0054(8) 0.0016(7) -0.0016(7) C18B 0.0196(9) 0.0167(9) 0.0226(9) 0.0060(8) 0.0009(7) 0.0016(7) C19B 0.0136(8) 0.0202(10) 0.0187(9) 0.0050(7) 0.0018(7) 0.0013(7) C20B 0.0205(9) 0.0245(11) 0.0342(11) 0.0107(9) 0.0008(8) -0.0042(8) C21B 0.0159(8) 0.0266(11) 0.0248(10) 0.0091(8) 0.0027(7) 0.0033(8) C22B 0.0228(10) 0.0317(12) 0.0365(12) 0.0176(10) 0.0037(9) 0.0076(9) C23B 0.0181(9) 0.0439(14) 0.0321(12) 0.0163(10) 0.0015(8) 0.0096(9) C24B 0.0186(9) 0.0384(13) 0.0232(10) 0.0065(9) 0.0013(8) 0.0007(8) C25B 0.0187(9) 0.0291(11) 0.0187(9) 0.0049(8) -0.0005(7) -0.0008(8) C26B 0.0173(8) 0.0230(10) 0.0161(9) 0.0048(7) 0.0009(7) 0.0022(7) Cl1A 0.0275(2) 0.0229(3) 0.0240(2) 0.01113(19) -0.00144(18) -0.00046(19) Cl2A 0.0242(2) 0.0172(2) 0.0207(2) 0.00324(18) 0.00075(17) 0.00252(17) Cl1B 0.0249(2) 0.0210(2) 0.0191(2) 0.00167(18) 0.00160(17) -0.00171(18) Cl2B 0.0221(2) 0.0194(2) 0.0231(2) 0.00873(18) 0.00399(17) 0.00293(17) N1A 0.0142(7) 0.0196(8) 0.0168(7) 0.0054(6) -0.0001(6) -0.0022(6) N2A 0.0146(7) 0.0176(8) 0.0176(7) 0.0041(6) 0.0008(6) -0.0002(6) N3A 0.0190(7) 0.0185(8) 0.0192(8) 0.0032(6) 0.0018(6) 0.0025(6) N4A 0.0156(7) 0.0156(8) 0.0180(7) 0.0040(6) -0.0006(6) 0.0021(6) N5A 0.0165(7) 0.0167(8) 0.0185(8) 0.0078(6) 0.0021(6) 0.0020(6) N6A 0.0207(8) 0.0221(9) 0.0270(9) 0.0136(7) 0.0059(7) 0.0026(7) N1B 0.0130(7) 0.0186(8) 0.0187(8) 0.0045(6) 0.0010(6) -0.0013(6) N2B 0.0162(7) 0.0173(8) 0.0222(8) 0.0079(6) 0.0014(6) 0.0008(6) N3B 0.0182(8) 0.0230(9) 0.0304(9) 0.0128(7) 0.0021(7) 0.0053(6) N4B 0.0138(7) 0.0182(8) 0.0188(8) 0.0049(6) 0.0015(6) 0.0017(6) N5B 0.0144(7) 0.0179(8) 0.0164(7) 0.0034(6) 0.0010(6) 0.0006(6) N6B 0.0180(7) 0.0199(8) 0.0183(8) 0.0007(6) 0.0007(6) -0.0008(6) O1A 0.0167(6) 0.0202(7) 0.0191(6) 0.0033(5) -0.0017(5) 0.0012(5) O2A 0.0163(6) 0.0178(7) 0.0201(6) 0.0065(5) -0.0015(5) -0.0001(5) O1B 0.0158(6) 0.0183(7) 0.0198(6) 0.0025(5) 0.0029(5) -0.0004(5) O2B 0.0160(6) 0.0180(7) 0.0218(7) 0.0068(5) 0.0033(5) 0.0012(5) Ti1A 0.01700(15) 0.01554(17) 0.01632(16) 0.00502(13) -0.00105(12) 0.00093(12) Ti1B 0.01502(15) 0.01503(17) 0.01689(16) 0.00398(13) 0.00224(12) 0.00022(12) _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 C1 C6 1.382(4) . ? C1 C2 1.385(3) . ? C1 C7 1.502(4) . ? C2 C3 1.384(4) . ? C2 H2 0.9500 . ? C3 C4 1.395(5) . ? C3 H3 0.9500 . ? C4 C5 1.414(6) . ? C4 H4 0.9500 . ? C5 C6 1.327(5) . ? C5 H5 0.9500 . ? C6 H6 0.9500 . ? C7 H7A 0.9800 . ? C7 H7B 0.9800 . ? C7 H7C 0.9800 . ? C1A O1A 1.341(2) . ? C1A C6A 1.394(3) . ? C1A C2A 1.399(3) . ? C2A C3A 1.381(3) . ? C2A H2A 0.9500 . ? C3A C4A 1.392(3) . ? C3A H3A 0.9500 . ? C4A C5A 1.389(3) . ? C4A C7A 1.513(3) . ? C5A C6A 1.399(3) . ? C5A H5A 0.9500 . ? C6A N2A 1.427(2) . ? C7A H7A1 0.9800 . ? C7A H7A2 0.9800 . ? C7A H7A3 0.9800 . ? C8A N3A 1.356(2) . ? C8A C13A 1.406(3) . ? C8A C9A 1.416(3) . ? C9A C10A 1.369(3) . ? C9A H9A 0.9500 . ? C10A C11A 1.418(3) . ? C10A H10A 0.9500 . ? C11A C12A 1.365(3) . ? C11A H11A 0.9500 . ? C12A C13A 1.412(3) . ? C12A H12A 0.9500 . ? C13A N1A 1.364(2) . ? C14A O2A 1.344(2) . ? C14A C15A 1.397(3) . ? C14A C19A 1.397(3) . ? C15A C16A 1.387(3) . ? C15A H15A 0.9500 . ? C16A C17A 1.389(3) . ? C16A H16A 0.9500 . ? C17A C18A 1.391(3) . ? C17A C20A 1.509(3) . ? C18A C19A 1.394(3) . ? C18A H18A 0.9500 . ? C19A N5A 1.430(2) . ? C20A H20A 0.9800 . ? C20A H20B 0.9800 . ? C20A H20C 0.9800 . ? C21A N6A 1.351(2) . ? C21A C26A 1.405(3) . ? C21A C22A 1.413(3) . ? C22A C23A 1.371(3) . ? C22A H22A 0.9500 . ? C23A C24A 1.417(3) . ? C23A H23A 0.9500 . ? C24A C25A 1.374(3) . ? C24A H24A 0.9500 . ? C25A C26A 1.413(3) . ? C25A H25A 0.9500 . ? C26A N4A 1.368(2) . ? C1B O1B 1.342(2) . ? C1B C2B 1.397(2) . ? C1B C6B 1.399(3) . ? C2B C3B 1.377(3) . ? C2B H2B 0.9500 . ? C3B C4B 1.400(3) . ? C3B H3B 0.9500 . ? C4B C5B 1.382(2) . ? C4B C7B 1.509(3) . ? C5B C6B 1.396(3) . ? C5B H5B 0.9500 . ? C6B N5B 1.431(2) . ? C7B H7B1 0.9800 . ? C7B H7B2 0.9800 . ? C7B H7B3 0.9800 . ? C8B N6B 1.353(2) . ? C8B C13B 1.402(3) . ? C8B C9B 1.414(3) . ? C9B C10B 1.365(3) . ? C9B H9B 0.9500 . ? C10B C11B 1.419(3) . ? C10B H10B 0.9500 . ? C11B C12B 1.377(3) . ? C11B H11B 0.9500 . ? C12B C13B 1.412(3) . ? C12B H12B 0.9500 . ? C13B N4B 1.363(2) . ? C14B O2B 1.343(2) . ? C14B C19B 1.393(3) . ? C14B C15B 1.393(2) . ? C15B C16B 1.380(3) . ? C15B H15B 0.9500 . ? C16B C17B 1.393(3) . ? C16B H16B 0.9500 . ? C17B C18B 1.386(3) . ? C17B C20B 1.505(3) . ? C18B C19B 1.401(3) . ? C18B H18B 0.9500 . ? C19B N2B 1.431(2) . ? C20B H20D 0.9800 . ? C20B H20E 0.9800 . ? C20B H20F 0.9800 . ? C21B N3B 1.355(2) . ? C21B C26B 1.401(3) . ? C21B C22B 1.413(3) . ? C22B C23B 1.370(3) . ? C22B H22B 0.9500 . ? C23B C24B 1.414(3) . ? C23B H23B 0.9500 . ? C24B C25B 1.370(3) . ? C24B H24B 0.9500 . ? C25B C26B 1.413(3) . ? C25B H25B 0.9500 . ? C26B N1B 1.364(2) . ? Cl1A Ti1A 2.2843(6) . ? Cl2A Ti1A 2.2849(6) . ? Cl1B Ti1B 2.3014(5) . ? Cl2B Ti1B 2.2739(6) . ? N1A N2A 1.357(2) . ? N1A Ti1A 2.2176(16) . ? N2A N3A 1.323(2) . ? N4A N5A 1.358(2) . ? N4A Ti1A 2.2425(16) . ? N5A N6A 1.322(2) . ? N1B N2B 1.355(2) . ? N1B Ti1B 2.2452(16) . ? N2B N3B 1.322(2) . ? N4B N5B 1.355(2) . ? N4B Ti1B 2.2198(15) . ? N5B N6B 1.327(2) . ? O1A Ti1A 1.8382(13) . ? O2A Ti1A 1.8474(13) . ? O1B Ti1B 1.8377(13) . ? O2B Ti1B 1.8368(13) . ? 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 C6 C1 C2 118.1(3) . . ? C6 C1 C7 120.6(3) . . ? C2 C1 C7 121.3(2) . . ? C3 C2 C1 121.0(3) . . ? C3 C2 H2 119.5 . . ? C1 C2 H2 119.5 . . ? C2 C3 C4 119.8(3) . . ? C2 C3 H3 120.1 . . ? C4 C3 H3 120.1 . . ? C3 C4 C5 118.1(3) . . ? C3 C4 H4 121.0 . . ? C5 C4 H4 121.0 . . ? C6 C5 C4 120.6(3) . . ? C6 C5 H5 119.7 . . ? C4 C5 H5 119.7 . . ? C5 C6 C1 122.5(4) . . ? C5 C6 H6 118.8 . . ? C1 C6 H6 118.8 . . ? C1 C7 H7A 109.5 . . ? C1 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C1 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? O1A C1A C6A 122.30(16) . . ? O1A C1A C2A 119.35(17) . . ? C6A C1A C2A 118.33(17) . . ? C3A C2A C1A 120.29(19) . . ? C3A C2A H2A 119.9 . . ? C1A C2A H2A 119.9 . . ? C2A C3A C4A 121.58(18) . . ? C2A C3A H3A 119.2 . . ? C4A C3A H3A 119.2 . . ? C3A C4A C5A 118.55(18) . . ? C3A C4A C7A 121.36(18) . . ? C5A C4A C7A 120.05(19) . . ? C4A C5A C6A 120.17(18) . . ? C4A C5A H5A 119.9 . . ? C6A C5A H5A 119.9 . . ? C1A C6A C5A 121.05(17) . . ? C1A C6A N2A 120.59(16) . . ? C5A C6A N2A 118.01(17) . . ? C4A C7A H7A1 109.5 . . ? C4A C7A H7A2 109.5 . . ? H7A1 C7A H7A2 109.5 . . ? C4A C7A H7A3 109.5 . . ? H7A1 C7A H7A3 109.5 . . ? H7A2 C7A H7A3 109.5 . . ? N3A C8A C13A 109.35(16) . . ? N3A C8A C9A 129.01(18) . . ? C13A C8A C9A 121.59(17) . . ? C10A C9A C8A 116.10(19) . . ? C10A C9A H9A 122.0 . . ? C8A C9A H9A 121.9 . . ? C9A C10A C11A 121.98(18) . . ? C9A C10A H10A 119.0 . . ? C11A C10A H10A 119.0 . . ? C12A C11A C10A 122.84(18) . . ? C12A C11A H11A 118.6 . . ? C10A C11A H11A 118.6 . . ? C11A C12A C13A 116.07(18) . . ? C11A C12A H12A 122.0 . . ? C13A C12A H12A 122.0 . . ? N1A C13A C8A 107.64(16) . . ? N1A C13A C12A 130.91(18) . . ? C8A C13A C12A 121.33(17) . . ? O2A C14A C15A 119.72(17) . . ? O2A C14A C19A 122.05(16) . . ? C15A C14A C19A 118.22(17) . . ? C16A C15A C14A 120.26(19) . . ? C16A C15A H15A 119.9 . . ? C14A C15A H15A 119.9 . . ? C17A C16A C15A 121.70(18) . . ? C17A C16A H16A 119.1 . . ? C15A C16A H16A 119.1 . . ? C16A C17A C18A 118.26(18) . . ? C16A C17A C20A 121.18(18) . . ? C18A C17A C20A 120.52(19) . . ? C17A C18A C19A 120.49(19) . . ? C17A C18A H18A 119.8 . . ? C19A C18A H18A 119.8 . . ? C18A C19A C14A 121.08(17) . . ? C18A C19A N5A 118.44(17) . . ? C14A C19A N5A 120.32(17) . . ? C17A C20A H20A 109.5 . . ? C17A C20A H20B 109.5 . . ? H20A C20A H20B 109.5 . . ? C17A C20A H20C 109.5 . . ? H20A C20A H20C 109.5 . . ? H20B C20A H20C 109.5 . . ? N6A C21A C26A 109.31(17) . . ? N6A C21A C22A 128.85(19) . . ? C26A C21A C22A 121.82(18) . . ? C23A C22A C21A 116.3(2) . . ? C23A C22A H22A 121.8 . . ? C21A C22A H22A 121.8 . . ? C22A C23A C24A 121.8(2) . . ? C22A C23A H23A 119.1 . . ? C24A C23A H23A 119.1 . . ? C25A C24A C23A 122.68(19) . . ? C25A C24A H24A 118.7 . . ? C23A C24A H24A 118.7 . . ? C24A C25A C26A 116.15(19) . . ? C24A C25A H25A 121.9 . . ? C26A C25A H25A 121.9 . . ? N4A C26A C21A 107.80(16) . . ? N4A C26A C25A 130.96(18) . . ? C21A C26A C25A 121.12(18) . . ? O1B C1B C2B 119.20(16) . . ? O1B C1B C6B 122.74(16) . . ? C2B C1B C6B 118.06(17) . . ? C3B C2B C1B 120.78(18) . . ? C3B C2B H2B 119.6 . . ? C1B C2B H2B 119.6 . . ? C2B C3B C4B 121.22(17) . . ? C2B C3B H3B 119.4 . . ? C4B C3B H3B 119.4 . . ? C5B C4B C3B 118.41(17) . . ? C5B C4B C7B 121.33(17) . . ? C3B C4B C7B 120.26(17) . . ? C4B C5B C6B 120.59(17) . . ? C4B C5B H5B 119.7 . . ? C6B C5B H5B 119.7 . . ? C5B C6B C1B 120.84(16) . . ? C5B C6B N5B 119.04(16) . . ? C1B C6B N5B 120.02(16) . . ? C4B C7B H7B1 109.5 . . ? C4B C7B H7B2 109.5 . . ? H7B1 C7B H7B2 109.5 . . ? C4B C7B H7B3 109.5 . . ? H7B1 C7B H7B3 109.5 . . ? H7B2 C7B H7B3 109.5 . . ? N6B C8B C13B 109.62(15) . . ? N6B C8B C9B 128.84(18) . . ? C13B C8B C9B 121.48(17) . . ? C10B C9B C8B 116.47(19) . . ? C10B C9B H9B 121.8 . . ? C8B C9B H9B 121.8 . . ? C9B C10B C11B 122.04(18) . . ? C9B C10B H10B 119.0 . . ? C11B C10B H10B 119.0 . . ? C12B C11B C10B 122.46(18) . . ? C12B C11B H11B 118.8 . . ? C10B C11B H11B 118.8 . . ? C11B C12B C13B 115.89(18) . . ? C11B C12B H12B 122.1 . . ? C13B C12B H12B 122.1 . . ? N4B C13B C8B 107.60(16) . . ? N4B C13B C12B 130.67(18) . . ? C8B C13B C12B 121.64(16) . . ? O2B C14B C19B 122.26(16) . . ? O2B C14B C15B 119.19(17) . . ? C19B C14B C15B 118.54(17) . . ? C16B C15B C14B 120.65(18) . . ? C16B C15B H15B 119.7 . . ? C14B C15B H15B 119.7 . . ? C15B C16B C17B 121.09(17) . . ? C15B C16B H16B 119.5 . . ? C17B C16B H16B 119.5 . . ? C18B C17B C16B 118.81(18) . . ? C18B C17B C20B 121.17(18) . . ? C16B C17B C20B 119.93(17) . . ? C17B C18B C19B 120.18(18) . . ? C17B C18B H18B 119.9 . . ? C19B C18B H18B 119.9 . . ? C14B C19B C18B 120.70(17) . . ? C14B C19B N2B 120.69(17) . . ? C18B C19B N2B 118.51(17) . . ? C17B C20B H20D 109.5 . . ? C17B C20B H20E 109.5 . . ? H20D C20B H20E 109.5 . . ? C17B C20B H20F 109.5 . . ? H20D C20B H20F 109.5 . . ? H20E C20B H20F 109.5 . . ? N3B C21B C26B 109.31(17) . . ? N3B C21B C22B 128.9(2) . . ? C26B C21B C22B 121.79(18) . . ? C23B C22B C21B 116.2(2) . . ? C23B C22B H22B 121.9 . . ? C21B C22B H22B 121.9 . . ? C22B C23B C24B 121.88(19) . . ? C22B C23B H23B 119.1 . . ? C24B C23B H23B 119.1 . . ? C25B C24B C23B 122.72(19) . . ? C25B C24B H24B 118.6 . . ? C23B C24B H24B 118.6 . . ? C24B C25B C26B 116.1(2) . . ? C24B C25B H25B 122.0 . . ? C26B C25B H25B 122.0 . . ? N1B C26B C21B 107.79(16) . . ? N1B C26B C25B 130.95(19) . . ? C21B C26B C25B 121.21(18) . . ? N2A N1A C13A 103.45(14) . . ? N2A N1A Ti1A 126.93(11) . . ? C13A N1A Ti1A 129.45(12) . . ? N3A N2A N1A 115.78(15) . . ? N3A N2A C6A 120.18(15) . . ? N1A N2A C6A 123.36(15) . . ? N2A N3A C8A 103.72(15) . . ? N5A N4A C26A 103.10(15) . . ? N5A N4A Ti1A 126.84(12) . . ? C26A N4A Ti1A 129.75(12) . . ? N6A N5A N4A 115.80(15) . . ? N6A N5A C19A 119.81(15) . . ? N4A N5A C19A 124.31(16) . . ? N5A N6A C21A 103.96(15) . . ? N2B N1B C26B 103.36(15) . . ? N2B N1B Ti1B 126.16(11) . . ? C26B N1B Ti1B 130.12(13) . . ? N3B N2B N1B 115.76(15) . . ? N3B N2B C19B 120.00(16) . . ? N1B N2B C19B 123.97(15) . . ? N2B N3B C21B 103.74(16) . . ? N5B N4B C13B 103.55(14) . . ? N5B N4B Ti1B 125.45(11) . . ? C13B N4B Ti1B 129.86(12) . . ? N6B N5B N4B 115.60(14) . . ? N6B N5B C6B 120.28(15) . . ? N4B N5B C6B 123.40(15) . . ? N5B N6B C8B 103.56(15) . . ? C1A O1A Ti1A 141.79(12) . . ? C14A O2A Ti1A 141.11(12) . . ? C1B O1B Ti1B 140.48(12) . . ? C14B O2B Ti1B 141.63(12) . . ? O1A Ti1A O2A 158.39(6) . . ? O1A Ti1A N1A 79.30(6) . . ? O2A Ti1A N1A 84.72(6) . . ? O1A Ti1A N4A 85.44(6) . . ? O2A Ti1A N4A 79.49(6) . . ? N1A Ti1A N4A 87.93(6) . . ? O1A Ti1A Cl1A 99.18(5) . . ? O2A Ti1A Cl1A 94.89(5) . . ? N1A Ti1A Cl1A 88.70(4) . . ? N4A Ti1A Cl1A 173.69(4) . . ? O1A Ti1A Cl2A 95.48(4) . . ? O2A Ti1A Cl2A 98.91(4) . . ? N1A Ti1A Cl2A 172.57(4) . . ? N4A Ti1A Cl2A 86.38(4) . . ? Cl1A Ti1A Cl2A 97.39(2) . . ? O2B Ti1B O1B 158.35(6) . . ? O2B Ti1B N4B 84.88(6) . . ? O1B Ti1B N4B 79.21(6) . . ? O2B Ti1B N1B 79.13(6) . . ? O1B Ti1B N1B 84.88(6) . . ? N4B Ti1B N1B 84.93(6) . . ? O2B Ti1B Cl2B 95.02(4) . . ? O1B Ti1B Cl2B 99.33(5) . . ? N4B Ti1B Cl2B 89.22(4) . . ? N1B Ti1B Cl2B 172.06(4) . . ? O2B Ti1B Cl1B 99.03(4) . . ? O1B Ti1B Cl1B 95.25(4) . . ? N4B Ti1B Cl1B 172.34(4) . . ? N1B Ti1B Cl1B 89.32(4) . . ? Cl2B Ti1B Cl1B 96.95(2) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 2.2(4) . . . . ? C7 C1 C2 C3 179.4(2) . . . . ? C1 C2 C3 C4 -2.0(4) . . . . ? C2 C3 C4 C5 0.8(4) . . . . ? C3 C4 C5 C6 0.1(5) . . . . ? C4 C5 C6 C1 0.1(5) . . . . ? C2 C1 C6 C5 -1.3(4) . . . . ? C7 C1 C6 C5 -178.5(3) . . . . ? O1A C1A C2A C3A 179.27(19) . . . . ? C6A C1A C2A C3A 0.6(3) . . . . ? C1A C2A C3A C4A 0.3(3) . . . . ? C2A C3A C4A C5A -0.1(3) . . . . ? C2A C3A C4A C7A -177.9(2) . . . . ? C3A C4A C5A C6A -1.1(3) . . . . ? C7A C4A C5A C6A 176.79(19) . . . . ? O1A C1A C6A C5A 179.59(18) . . . . ? C2A C1A C6A C5A -1.8(3) . . . . ? O1A C1A C6A N2A -7.4(3) . . . . ? C2A C1A C6A N2A 171.23(18) . . . . ? C4A C5A C6A C1A 2.1(3) . . . . ? C4A C5A C6A N2A -171.14(18) . . . . ? N3A C8A C9A C10A 176.01(19) . . . . ? C13A C8A C9A C10A -1.3(3) . . . . ? C8A C9A C10A C11A -1.2(3) . . . . ? C9A C10A C11A C12A 1.8(3) . . . . ? C10A C11A C12A C13A 0.1(3) . . . . ? N3A C8A C13A N1A 2.0(2) . . . . ? C9A C8A C13A N1A 179.85(17) . . . . ? N3A C8A C13A C12A -174.49(17) . . . . ? C9A C8A C13A C12A 3.3(3) . . . . ? C11A C12A C13A N1A -178.23(19) . . . . ? C11A C12A C13A C8A -2.6(3) . . . . ? O2A C14A C15A C16A 179.17(16) . . . . ? C19A C14A C15A C16A 0.3(3) . . . . ? C14A C15A C16A C17A -0.1(3) . . . . ? C15A C16A C17A C18A -0.1(3) . . . . ? C15A C16A C17A C20A -177.76(18) . . . . ? C16A C17A C18A C19A 0.1(3) . . . . ? C20A C17A C18A C19A 177.75(18) . . . . ? C17A C18A C19A C14A 0.2(3) . . . . ? C17A C18A C19A N5A -175.27(17) . . . . ? O2A C14A C19A C18A -179.18(16) . . . . ? C15A C14A C19A C18A -0.4(3) . . . . ? O2A C14A C19A N5A -3.8(3) . . . . ? C15A C14A C19A N5A 174.99(16) . . . . ? N6A C21A C22A C23A 176.4(2) . . . . ? C26A C21A C22A C23A -1.4(3) . . . . ? C21A C22A C23A C24A -1.2(3) . . . . ? C22A C23A C24A C25A 1.9(3) . . . . ? C23A C24A C25A C26A 0.1(3) . . . . ? N6A C21A C26A N4A 1.6(2) . . . . ? C22A C21A C26A N4A 179.87(18) . . . . ? N6A C21A C26A C25A -174.76(17) . . . . ? C22A C21A C26A C25A 3.5(3) . . . . ? C24A C25A C26A N4A -178.17(19) . . . . ? C24A C25A C26A C21A -2.7(3) . . . . ? O1B C1B C2B C3B -176.75(18) . . . . ? C6B C1B C2B C3B 2.8(3) . . . . ? C1B C2B C3B C4B -0.5(3) . . . . ? C2B C3B C4B C5B -2.3(3) . . . . ? C2B C3B C4B C7B 178.51(19) . . . . ? C3B C4B C5B C6B 2.7(3) . . . . ? C7B C4B C5B C6B -178.15(18) . . . . ? C4B C5B C6B C1B -0.3(3) . . . . ? C4B C5B C6B N5B -176.70(17) . . . . ? O1B C1B C6B C5B 177.12(17) . . . . ? C2B C1B C6B C5B -2.5(3) . . . . ? O1B C1B C6B N5B -6.5(3) . . . . ? C2B C1B C6B N5B 173.88(17) . . . . ? N6B C8B C9B C10B 175.6(2) . . . . ? C13B C8B C9B C10B -1.4(3) . . . . ? C8B C9B C10B C11B 0.2(3) . . . . ? C9B C10B C11B C12B 0.6(3) . . . . ? C10B C11B C12B C13B -0.1(3) . . . . ? N6B C8B C13B N4B 1.3(2) . . . . ? C9B C8B C13B N4B 178.87(18) . . . . ? N6B C8B C13B C12B -175.66(18) . . . . ? C9B C8B C13B C12B 1.9(3) . . . . ? C11B C12B C13B N4B -177.2(2) . . . . ? C11B C12B C13B C8B -1.0(3) . . . . ? O2B C14B C15B C16B 179.97(17) . . . . ? C19B C14B C15B C16B 0.9(3) . . . . ? C14B C15B C16B C17B -0.4(3) . . . . ? C15B C16B C17B C18B 0.3(3) . . . . ? C15B C16B C17B C20B -176.40(18) . . . . ? C16B C17B C18B C19B -0.7(3) . . . . ? C20B C17B C18B C19B 176.01(18) . . . . ? O2B C14B C19B C18B 179.70(17) . . . . ? C15B C14B C19B C18B -1.2(3) . . . . ? O2B C14B C19B N2B -3.8(3) . . . . ? C15B C14B C19B N2B 175.22(16) . . . . ? C17B C18B C19B C14B 1.2(3) . . . . ? C17B C18B C19B N2B -175.38(17) . . . . ? N3B C21B C22B C23B 177.3(2) . . . . ? C26B C21B C22B C23B -1.8(3) . . . . ? C21B C22B C23B C24B -0.8(3) . . . . ? C22B C23B C24B C25B 2.0(3) . . . . ? C23B C24B C25B C26B -0.5(3) . . . . ? N3B C21B C26B N1B 1.7(2) . . . . ? C22B C21B C26B N1B -179.00(18) . . . . ? N3B C21B C26B C25B -175.96(18) . . . . ? C22B C21B C26B C25B 3.3(3) . . . . ? C24B C25B C26B N1B -179.13(19) . . . . ? C24B C25B C26B C21B -2.0(3) . . . . ? C8A C13A N1A N2A -2.27(19) . . . . ? C12A C13A N1A N2A 173.81(19) . . . . ? C8A C13A N1A Ti1A 173.20(12) . . . . ? C12A C13A N1A Ti1A -10.7(3) . . . . ? C13A N1A N2A N3A 1.9(2) . . . . ? Ti1A N1A N2A N3A -173.71(12) . . . . ? C13A N1A N2A C6A -168.59(16) . . . . ? Ti1A N1A N2A C6A 15.8(2) . . . . ? C1A C6A N2A N3A -166.56(17) . . . . ? C5A C6A N2A N3A 6.7(3) . . . . ? C1A C6A N2A N1A 3.5(3) . . . . ? C5A C6A N2A N1A 176.81(17) . . . . ? N1A N2A N3A C8A -0.7(2) . . . . ? C6A N2A N3A C8A 170.16(16) . . . . ? C13A C8A N3A N2A -0.9(2) . . . . ? C9A C8A N3A N2A -178.44(19) . . . . ? C21A C26A N4A N5A -1.64(19) . . . . ? C25A C26A N4A N5A 174.29(19) . . . . ? C21A C26A N4A Ti1A -175.50(12) . . . . ? C25A C26A N4A Ti1A 0.4(3) . . . . ? C26A N4A N5A N6A 1.2(2) . . . . ? Ti1A N4A N5A N6A 175.30(12) . . . . ? C26A N4A N5A C19A -175.52(16) . . . . ? Ti1A N4A N5A C19A -1.4(2) . . . . ? C18A C19A N5A N6A 12.2(2) . . . . ? C14A C19A N5A N6A -163.27(17) . . . . ? C18A C19A N5A N4A -171.20(16) . . . . ? C14A C19A N5A N4A 13.3(3) . . . . ? N4A N5A N6A C21A -0.2(2) . . . . ? C19A N5A N6A C21A 176.67(16) . . . . ? C26A C21A N6A N5A -0.9(2) . . . . ? C22A C21A N6A N5A -178.9(2) . . . . ? C21B C26B N1B N2B -2.02(19) . . . . ? C25B C26B N1B N2B 175.38(19) . . . . ? C21B C26B N1B Ti1B 171.33(13) . . . . ? C25B C26B N1B Ti1B -11.3(3) . . . . ? C26B N1B N2B N3B 1.8(2) . . . . ? Ti1B N1B N2B N3B -171.93(12) . . . . ? C26B N1B N2B C19B -172.22(16) . . . . ? Ti1B N1B N2B C19B 14.1(2) . . . . ? C14B C19B N2B N3B -170.67(17) . . . . ? C18B C19B N2B N3B 5.9(3) . . . . ? C14B C19B N2B N1B 3.1(3) . . . . ? C18B C19B N2B N1B 179.62(17) . . . . ? N1B N2B N3B C21B -0.7(2) . . . . ? C19B N2B N3B C21B 173.53(16) . . . . ? C26B C21B N3B N2B -0.6(2) . . . . ? C22B C21B N3B N2B -179.8(2) . . . . ? C8B C13B N4B N5B -2.2(2) . . . . ? C12B C13B N4B N5B 174.4(2) . . . . ? C8B C13B N4B Ti1B 165.92(13) . . . . ? C12B C13B N4B Ti1B -17.5(3) . . . . ? C13B N4B N5B N6B 2.5(2) . . . . ? Ti1B N4B N5B N6B -166.28(12) . . . . ? C13B N4B N5B C6B -167.85(17) . . . . ? Ti1B N4B N5B C6B 23.4(2) . . . . ? C5B C6B N5B N6B 6.0(3) . . . . ? C1B C6B N5B N6B -170.38(17) . . . . ? C5B C6B N5B N4B 175.94(17) . . . . ? C1B C6B N5B N4B -0.5(3) . . . . ? N4B N5B N6B C8B -1.7(2) . . . . ? C6B N5B N6B C8B 168.97(16) . . . . ? C13B C8B N6B N5B 0.2(2) . . . . ? C9B C8B N6B N5B -177.1(2) . . . . ? C6A C1A O1A Ti1A -15.5(3) . . . . ? C2A C1A O1A Ti1A 165.90(15) . . . . ? C15A C14A O2A Ti1A 155.04(15) . . . . ? C19A C14A O2A Ti1A -26.2(3) . . . . ? C2B C1B O1B Ti1B 161.57(15) . . . . ? C6B C1B O1B Ti1B -18.0(3) . . . . ? C19B C14B O2B Ti1B -21.5(3) . . . . ? C15B C14B O2B Ti1B 159.43(15) . . . . ? C1A O1A Ti1A O2A -17.8(3) . . . . ? C1A O1A Ti1A N1A 25.2(2) . . . . ? C1A O1A Ti1A N4A -63.5(2) . . . . ? C1A O1A Ti1A Cl1A 112.1(2) . . . . ? C1A O1A Ti1A Cl2A -149.5(2) . . . . ? C14A O2A Ti1A O1A -17.4(3) . . . . ? C14A O2A Ti1A N1A -59.70(19) . . . . ? C14A O2A Ti1A N4A 29.17(18) . . . . ? C14A O2A Ti1A Cl1A -147.94(18) . . . . ? C14A O2A Ti1A Cl2A 113.77(18) . . . . ? N2A N1A Ti1A O1A -23.11(14) . . . . ? C13A N1A Ti1A O1A 162.40(17) . . . . ? N2A N1A Ti1A O2A 142.26(15) . . . . ? C13A N1A Ti1A O2A -32.22(16) . . . . ? N2A N1A Ti1A N4A 62.63(15) . . . . ? C13A N1A Ti1A N4A -111.85(16) . . . . ? N2A N1A Ti1A Cl1A -122.71(14) . . . . ? C13A N1A Ti1A Cl1A 62.81(16) . . . . ? N2A N1A Ti1A Cl2A 22.6(4) . . . . ? C13A N1A Ti1A Cl2A -151.9(3) . . . . ? N5A N4A Ti1A O1A 151.26(14) . . . . ? C26A N4A Ti1A O1A -36.21(15) . . . . ? N5A N4A Ti1A O2A -13.18(13) . . . . ? C26A N4A Ti1A O2A 159.35(16) . . . . ? N5A N4A Ti1A N1A 71.84(14) . . . . ? C26A N4A Ti1A N1A -115.64(15) . . . . ? N5A N4A Ti1A Cl1A 14.0(5) . . . . ? C26A N4A Ti1A Cl1A -173.5(3) . . . . ? N5A N4A Ti1A Cl2A -112.94(13) . . . . ? C26A N4A Ti1A Cl2A 59.58(15) . . . . ? C14B O2B Ti1B O1B -14.5(3) . . . . ? C14B O2B Ti1B N4B -57.19(19) . . . . ? C14B O2B Ti1B N1B 28.62(19) . . . . ? C14B O2B Ti1B Cl2B -145.96(18) . . . . ? C14B O2B Ti1B Cl1B 116.17(18) . . . . ? C1B O1B Ti1B O2B -14.0(3) . . . . ? C1B O1B Ti1B N4B 29.48(19) . . . . ? C1B O1B Ti1B N1B -56.32(19) . . . . ? C1B O1B Ti1B Cl2B 116.89(18) . . . . ? C1B O1B Ti1B Cl1B -145.16(18) . . . . ? N5B N4B Ti1B O2B 135.61(15) . . . . ? C13B N4B Ti1B O2B -30.12(17) . . . . ? N5B N4B Ti1B O1B -29.63(14) . . . . ? C13B N4B Ti1B O1B 164.64(17) . . . . ? N5B N4B Ti1B N1B 56.11(14) . . . . ? C13B N4B Ti1B N1B -109.62(17) . . . . ? N5B N4B Ti1B Cl2B -129.28(14) . . . . ? C13B N4B Ti1B Cl2B 64.99(16) . . . . ? N5B N4B Ti1B Cl1B 14.5(5) . . . . ? C13B N4B Ti1B Cl1B -151.2(3) . . . . ? N2B N1B Ti1B O2B -22.35(14) . . . . ? C26B N1B Ti1B O2B 165.68(16) . . . . ? N2B N1B Ti1B O1B 142.99(14) . . . . ? C26B N1B Ti1B O1B -28.99(16) . . . . ? N2B N1B Ti1B N4B 63.40(14) . . . . ? C26B N1B Ti1B N4B -108.57(16) . . . . ? N2B N1B Ti1B Cl2B 20.6(4) . . . . ? C26B N1B Ti1B Cl2B -151.4(3) . . . . ? N2B N1B Ti1B Cl1B -121.68(14) . . . . ? C26B N1B Ti1B Cl1B 66.35(15) . . . . ? _diffrn_measured_fraction_theta_max 0.920 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.984 _refine_diff_density_max 0.471 _refine_diff_density_min -0.388 _refine_diff_density_rms 0.068 _database_code_depnum_ccdc_archive 'CCDC 924658' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_Zr4 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C73 H64 N12 O4 Zr' _chemical_formula_sum 'C73 H64 N12 O4 Zr' _chemical_formula_weight 1264.58 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(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 12.5037(4) _cell_length_b 30.0814(10) _cell_length_c 17.0526(6) _cell_angle_alpha 90.00 _cell_angle_beta 109.807(2) _cell_angle_gamma 90.00 _cell_volume 6034.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6949 _cell_measurement_theta_min 2.40 _cell_measurement_theta_max 28.52 _exptl_crystal_description Rectangular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.20 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.392 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2632 _exptl_absorpt_coefficient_mu 0.246 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9410 _exptl_absorpt_correction_T_max 0.9570 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44575 _diffrn_reflns_av_R_equivalents 0.0355 _diffrn_reflns_av_sigmaI/netI 0.0415 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -40 _diffrn_reflns_limit_k_max 40 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 1.89 _diffrn_reflns_theta_max 28.55 _reflns_number_total 13796 _reflns_number_gt 11287 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII, Bruker,2004' _computing_cell_refinement 'APEXII/SAINT, Bruker,2004' _computing_data_reduction 'SAINT PLUS/XPREP, Bruker,2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0501P)^2^+26.1719P] 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 13796 _refine_ls_number_parameters 818 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0839 _refine_ls_R_factor_gt 0.0688 _refine_ls_wR_factor_ref 0.1724 _refine_ls_wR_factor_gt 0.1635 _refine_ls_goodness_of_fit_ref 1.081 _refine_ls_restrained_S_all 1.081 _refine_ls_shift/su_max 0.006 _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 C1 C 0.4816(3) 0.71351(11) 0.1763(2) 0.0178(7) Uani 1 1 d . . . H1 H 0.4966 0.6858 0.2045 0.021 Uiso 1 1 calc R . . C2 C 0.5566(3) 0.73208(14) 0.1433(2) 0.0263(8) Uani 1 1 d . . . H2 H 0.6241 0.7164 0.1470 0.032 Uiso 1 1 calc R . . C3 C 0.5362(4) 0.77457(19) 0.1032(4) 0.0506(15) Uani 1 1 d . . . H3 H 0.5907 0.7862 0.0811 0.061 Uiso 1 1 calc R . . C4 C 0.4414(4) 0.7988(2) 0.0957(4) 0.0592(18) Uani 1 1 d . . . H4 H 0.4299 0.8276 0.0711 0.071 Uiso 1 1 calc R . . C5 C 0.3612(4) 0.77912(16) 0.1264(3) 0.0411(12) Uani 1 1 d . . . C6 C 0.3809(3) 0.73738(12) 0.1664(2) 0.0206(7) Uani 1 1 d . . . C7 C 0.1038(3) 0.76324(13) 0.1573(2) 0.0230(8) Uani 1 1 d . . . C8 C 0.0412(3) 0.80172(14) 0.1251(3) 0.0293(9) Uani 1 1 d . . . H8 H 0.0785 0.8268 0.1125 0.035 Uiso 1 1 calc R . . C9 C -0.0739(3) 0.80373(14) 0.1116(2) 0.0262(8) Uani 1 1 d . . . C10 C -0.1256(3) 0.76637(14) 0.1316(2) 0.0241(8) Uani 1 1 d . . . H10 H -0.2049 0.7670 0.1224 0.029 Uiso 1 1 calc R . . C11 C -0.0647(3) 0.72858(13) 0.1642(2) 0.0199(7) Uani 1 1 d . . . H11 H -0.1025 0.7039 0.1779 0.024 Uiso 1 1 calc R . . C12 C 0.0525(3) 0.72568(12) 0.1777(2) 0.0181(7) Uani 1 1 d . . . C13 C -0.1419(4) 0.84498(15) 0.0762(3) 0.0334(10) Uani 1 1 d . . . H13A H -0.0932 0.8666 0.0615 0.050 Uiso 1 1 calc R . . H13B H -0.1707 0.8580 0.1179 0.050 Uiso 1 1 calc R . . H13C H -0.2059 0.8371 0.0263 0.050 Uiso 1 1 calc R . . C14 C 0.0332(3) 0.61095(12) 0.0745(2) 0.0200(7) Uani 1 1 d . . . H14 H 0.0616 0.6399 0.0713 0.024 Uiso 1 1 calc R . . C15 C -0.0408(3) 0.59022(14) 0.0061(2) 0.0255(8) Uani 1 1 d . . . H15 H -0.0649 0.6054 -0.0457 0.031 Uiso 1 1 calc R . . C16 C -0.0829(3) 0.54664(14) 0.0102(3) 0.0306(9) Uani 1 1 d . . . H16 H -0.1326 0.5334 -0.0392 0.037 Uiso 1 1 calc R . . C17 C -0.0538(4) 0.52344(14) 0.0830(3) 0.0320(9) Uani 1 1 d . . . H17 H -0.0827 0.4945 0.0855 0.038 Uiso 1 1 calc R . . C18 C 0.0212(3) 0.54444(12) 0.1544(2) 0.0232(8) Uani 1 1 d . . . C19 C 0.0650(3) 0.58693(11) 0.1499(2) 0.0177(7) Uani 1 1 d . . . C20 C 0.1629(3) 0.56492(12) 0.3638(2) 0.0189(7) Uani 1 1 d . . . C21 C 0.1427(3) 0.52723(13) 0.4053(3) 0.0249(8) Uani 1 1 d . . . H21 H 0.1148 0.5008 0.3746 0.030 Uiso 1 1 calc R . . C22 C 0.1628(3) 0.52791(14) 0.4901(3) 0.0280(9) Uani 1 1 d . . . C23 C 0.2009(3) 0.56763(15) 0.5332(2) 0.0286(9) Uani 1 1 d . . . H23 H 0.2123 0.5692 0.5911 0.034 Uiso 1 1 calc R . . C24 C 0.2223(3) 0.60475(13) 0.4928(2) 0.0236(8) Uani 1 1 d . . . H24 H 0.2485 0.6312 0.5238 0.028 Uiso 1 1 calc R . . C25 C 0.2060(3) 0.60428(12) 0.4066(2) 0.0185(7) Uani 1 1 d . . . C26 C 0.1429(4) 0.48697(16) 0.5351(3) 0.0385(11) Uani 1 1 d . . . H26A H 0.1105 0.4633 0.4945 0.058 Uiso 1 1 calc R . . H26B H 0.0900 0.4942 0.5645 0.058 Uiso 1 1 calc R . . H26C H 0.2152 0.4769 0.5753 0.058 Uiso 1 1 calc R . . C27 C 0.4869(3) 0.61004(12) 0.4623(2) 0.0194(7) Uani 1 1 d . . . H27 H 0.4549 0.6384 0.4653 0.023 Uiso 1 1 calc R . . C28 C 0.5671(3) 0.59123(13) 0.5307(2) 0.0219(7) Uani 1 1 d . . . H28 H 0.5919 0.6071 0.5819 0.026 Uiso 1 1 calc R . . C29 C 0.6136(3) 0.54845(13) 0.5264(2) 0.0241(8) Uani 1 1 d . . . H29 H 0.6687 0.5366 0.5751 0.029 Uiso 1 1 calc R . . C30 C 0.5821(3) 0.52381(12) 0.4549(2) 0.0218(7) Uani 1 1 d . . . H30 H 0.6126 0.4951 0.4530 0.026 Uiso 1 1 calc R . . C31 C 0.5015(3) 0.54339(11) 0.3839(2) 0.0179(7) Uani 1 1 d . . . C32 C 0.4545(3) 0.58548(11) 0.3878(2) 0.0150(6) Uani 1 1 d . . . C33 C 0.3487(3) 0.56087(11) 0.1748(2) 0.0167(7) Uani 1 1 d . . . C34 C 0.3621(3) 0.52204(11) 0.1344(2) 0.0202(7) Uani 1 1 d . . . H34 H 0.3889 0.4959 0.1663 0.024 Uiso 1 1 calc R . . C35 C 0.3374(3) 0.52066(12) 0.0492(2) 0.0243(8) Uani 1 1 d . . . C36 C 0.2977(3) 0.55958(13) 0.0045(2) 0.0248(8) Uani 1 1 d . . . H36 H 0.2804 0.5596 -0.0542 0.030 Uiso 1 1 calc R . . C37 C 0.2826(3) 0.59816(12) 0.0433(2) 0.0212(7) Uani 1 1 d . . . H37 H 0.2551 0.6240 0.0106 0.025 Uiso 1 1 calc R . . C38 C 0.3071(3) 0.60024(11) 0.1301(2) 0.0154(6) Uani 1 1 d . . . C39 C 0.3582(4) 0.47887(13) 0.0078(3) 0.0300(9) Uani 1 1 d . . . H39A H 0.3191 0.4810 -0.0526 0.045 Uiso 1 1 calc R . . H39B H 0.3288 0.4532 0.0296 0.045 Uiso 1 1 calc R . . H39C H 0.4399 0.4752 0.0194 0.045 Uiso 1 1 calc R . . C40 C 0.0603(3) 0.71595(11) 0.3682(2) 0.0169(7) Uani 1 1 d . . . H40 H 0.0376 0.6912 0.3316 0.020 Uiso 1 1 calc R . . C41 C -0.0083(3) 0.73275(13) 0.4086(2) 0.0244(8) Uani 1 1 d . . . H41 H -0.0813 0.7200 0.3983 0.029 Uiso 1 1 calc R . . C42 C 0.0258(4) 0.76851(18) 0.4652(3) 0.0445(13) Uani 1 1 d . . . H42 H -0.0257 0.7798 0.4904 0.053 Uiso 1 1 calc R . . C43 C 0.1310(4) 0.78741(17) 0.4845(4) 0.0458(13) Uani 1 1 d . . . H43 H 0.1552 0.8104 0.5250 0.055 Uiso 1 1 calc R . . C44 C 0.2017(4) 0.77144(15) 0.4420(3) 0.0347(10) Uani 1 1 d . . . C45 C 0.1659(3) 0.73684(11) 0.3831(2) 0.0176(7) Uani 1 1 d . . . C46 C 0.4477(3) 0.75548(13) 0.3948(2) 0.0225(8) Uani 1 1 d . . . C47 C 0.5189(4) 0.79100(14) 0.4308(3) 0.0330(10) Uani 1 1 d . . . H47 H 0.4885 0.8160 0.4501 0.040 Uiso 1 1 calc R . . C48 C 0.6326(3) 0.79075(14) 0.4389(3) 0.0304(9) Uani 1 1 d . . . C49 C 0.6745(3) 0.75342(14) 0.4126(2) 0.0250(8) Uani 1 1 d . . . H49 H 0.7529 0.7522 0.4188 0.030 Uiso 1 1 calc R . . C50 C 0.6054(3) 0.71787(12) 0.3774(2) 0.0200(7) Uani 1 1 d . . . H50 H 0.6375 0.6926 0.3604 0.024 Uiso 1 1 calc R . . C51 C 0.4889(3) 0.71800(11) 0.3661(2) 0.0160(6) Uani 1 1 d . . . C52 C 0.7093(4) 0.82926(16) 0.4768(3) 0.0403(12) Uani 1 1 d . . . H52A H 0.6726 0.8571 0.4516 0.061 Uiso 1 1 calc R . . H52B H 0.7813 0.8258 0.4665 0.061 Uiso 1 1 calc R . . H52C H 0.7239 0.8300 0.5370 0.061 Uiso 1 1 calc R . . C53 C 0.7546(12) 0.8441(3) 0.2776(4) 0.111(4) Uani 1 1 d . . . H53 H 0.7598 0.8127 0.2845 0.133 Uiso 1 1 calc R . . C54 C 0.6385(19) 0.8667(6) 0.2559(6) 0.210(9) Uani 1 1 d . . . H54 H 0.5689 0.8517 0.2483 0.252 Uiso 1 1 calc R . . C55 C 0.6495(10) 0.9129(4) 0.2488(4) 0.096(3) Uani 1 1 d . . . H55 H 0.5830 0.9307 0.2360 0.115 Uiso 1 1 calc R . . C56 C 0.7573(10) 0.9349(4) 0.2602(4) 0.107(3) Uani 1 1 d . . . H56 H 0.7569 0.9663 0.2551 0.128 Uiso 1 1 calc R . . C57 C 0.8524(9) 0.9149(2) 0.2764(4) 0.079(2) Uani 1 1 d . . . H57 H 0.9202 0.9306 0.2808 0.094 Uiso 1 1 calc R . . C58 C 0.8524(12) 0.8686(3) 0.2874(4) 0.106(4) Uani 1 1 d . . . C59 C 0.9580(16) 0.8457(4) 0.3079(8) 0.210(9) Uani 1 1 d . . . H59A H 1.0147 0.8653 0.2977 0.315 Uiso 1 1 calc R . . H59B H 0.9483 0.8190 0.2732 0.315 Uiso 1 1 calc R . . H59C H 0.9837 0.8371 0.3668 0.315 Uiso 1 1 calc R . . C60 C 0.6390(6) 0.4367(4) 0.2082(5) 0.095(3) Uani 1 1 d . . . H60 H 0.5605 0.4293 0.1897 0.114 Uiso 1 1 calc R . . C61 C 0.6723(7) 0.4808(3) 0.2232(5) 0.079(2) Uani 1 1 d . . . H61 H 0.6168 0.5033 0.2174 0.095 Uiso 1 1 calc R . . C62 C 0.7823(7) 0.4917(2) 0.2459(4) 0.0650(17) Uani 1 1 d . . . H62 H 0.8051 0.5219 0.2538 0.078 Uiso 1 1 calc R . . C63 C 0.8613(6) 0.4589(2) 0.2574(5) 0.080(2) Uani 1 1 d . . . H63 H 0.9395 0.4666 0.2744 0.096 Uiso 1 1 calc R . . C64 C 0.8302(6) 0.4150(2) 0.2450(5) 0.075(2) Uani 1 1 d . . . H64 H 0.8868 0.3927 0.2541 0.090 Uiso 1 1 calc R . . C65 C 0.7189(7) 0.4035(2) 0.2197(4) 0.0671(19) Uani 1 1 d . . . C66 C 0.6857(17) 0.3579(4) 0.2005(8) 0.230(10) Uani 1 1 d . . . H66A H 0.6987 0.3493 0.1491 0.345 Uiso 1 1 calc R . . H66B H 0.6049 0.3545 0.1931 0.345 Uiso 1 1 calc R . . H66C H 0.7310 0.3388 0.2464 0.345 Uiso 1 1 calc R . . C67 C 0.2070(3) 0.11391(12) 0.3025(3) 0.0231(8) Uani 1 1 d . . . H67 H 0.1907 0.1143 0.3530 0.028 Uiso 1 1 calc R . . C68 C 0.1188(3) 0.11710(13) 0.2270(3) 0.0255(8) Uani 1 1 d . . . H68 H 0.0428 0.1200 0.2262 0.031 Uiso 1 1 calc R . . C69 C 0.1406(3) 0.11612(12) 0.1524(3) 0.0264(8) Uani 1 1 d . . . H69 H 0.0799 0.1181 0.1008 0.032 Uiso 1 1 calc R . . C70 C 0.2519(3) 0.11217(12) 0.1541(2) 0.0236(8) Uani 1 1 d . . . H70 H 0.2677 0.1112 0.1035 0.028 Uiso 1 1 calc R . . C71 C 0.3397(3) 0.10959(12) 0.2297(2) 0.0221(7) Uani 1 1 d . . . H71 H 0.4157 0.1074 0.2302 0.027 Uiso 1 1 calc R . . C72 C 0.3193(3) 0.11008(11) 0.3054(2) 0.0196(7) Uani 1 1 d . . . C73 C 0.4154(3) 0.10605(13) 0.3863(2) 0.0247(8) Uani 1 1 d . . . H73A H 0.4618 0.0801 0.3843 0.037 Uiso 1 1 calc R . . H73B H 0.3849 0.1025 0.4318 0.037 Uiso 1 1 calc R . . H73C H 0.4623 0.1329 0.3957 0.037 Uiso 1 1 calc R . . N1 N 0.2578(3) 0.79411(14) 0.1225(3) 0.0482(12) Uani 1 1 d . . . N2 N 0.2186(3) 0.76191(11) 0.1591(2) 0.0282(8) Uani 1 1 d . . . N3 N 0.2898(2) 0.72768(9) 0.18917(18) 0.0158(6) Uani 1 1 d . . . N4 N 0.0597(3) 0.53038(10) 0.2343(2) 0.0251(7) Uani 1 1 d . . . N5 N 0.1251(2) 0.56358(9) 0.27476(19) 0.0183(6) Uani 1 1 d . . . N6 N 0.1338(2) 0.59839(9) 0.22772(18) 0.0155(6) Uani 1 1 d . . . N7 N 0.4610(2) 0.52838(9) 0.30447(19) 0.0191(6) Uani 1 1 d . . . N8 N 0.3924(2) 0.56104(9) 0.26394(18) 0.0154(6) Uani 1 1 d . . . N9 N 0.3829(2) 0.59596(9) 0.31032(17) 0.0152(6) Uani 1 1 d . . . N10 N 0.3092(3) 0.78293(13) 0.4503(3) 0.0418(10) Uani 1 1 d . . . N11 N 0.3338(3) 0.75634(11) 0.3961(2) 0.0254(7) Uani 1 1 d . . . N12 N 0.2530(2) 0.72743(9) 0.35525(17) 0.0150(6) Uani 1 1 d . . . O1 O 0.10699(19) 0.68811(8) 0.20709(14) 0.0159(5) Uani 1 1 d . . . O2 O 0.2309(2) 0.64029(8) 0.37167(14) 0.0161(5) Uani 1 1 d . . . O3 O 0.29173(19) 0.63820(7) 0.16465(14) 0.0147(5) Uani 1 1 d . . . O4 O 0.42569(19) 0.68314(7) 0.33175(14) 0.0139(5) Uani 1 1 d . . . Zr1 Zr 0.26432(3) 0.662498(10) 0.269031(19) 0.01159(9) 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 C1 0.0177(16) 0.0205(15) 0.0170(16) 0.0006(13) 0.0084(13) 0.0011(13) C2 0.0180(17) 0.037(2) 0.0277(19) 0.0060(17) 0.0124(15) 0.0039(16) C3 0.030(2) 0.062(3) 0.073(4) 0.043(3) 0.035(3) 0.012(2) C4 0.037(3) 0.062(3) 0.092(5) 0.056(3) 0.039(3) 0.018(3) C5 0.026(2) 0.044(3) 0.062(3) 0.034(2) 0.026(2) 0.015(2) C6 0.0190(17) 0.0229(17) 0.0243(18) 0.0054(14) 0.0133(14) 0.0006(14) C7 0.0156(16) 0.0292(18) 0.0286(19) 0.0151(15) 0.0133(15) 0.0079(15) C8 0.026(2) 0.0300(19) 0.038(2) 0.0170(17) 0.0195(18) 0.0095(17) C9 0.0245(19) 0.0321(19) 0.0247(19) 0.0121(16) 0.0120(15) 0.0124(16) C10 0.0148(16) 0.038(2) 0.0203(17) 0.0053(15) 0.0065(14) 0.0079(15) C11 0.0143(16) 0.0294(18) 0.0174(16) 0.0059(14) 0.0072(13) 0.0032(14) C12 0.0146(16) 0.0244(16) 0.0159(15) 0.0040(13) 0.0061(13) 0.0043(13) C13 0.029(2) 0.038(2) 0.035(2) 0.0183(18) 0.0139(18) 0.0181(18) C14 0.0164(16) 0.0240(17) 0.0204(17) -0.0009(14) 0.0074(14) -0.0044(14) C15 0.0205(18) 0.0327(19) 0.0246(19) -0.0030(16) 0.0094(15) -0.0050(16) C16 0.027(2) 0.037(2) 0.029(2) -0.0148(17) 0.0119(17) -0.0127(18) C17 0.037(2) 0.0246(18) 0.040(2) -0.0102(17) 0.0197(19) -0.0132(17) C18 0.0252(18) 0.0187(16) 0.030(2) -0.0023(14) 0.0144(16) -0.0020(15) C19 0.0130(15) 0.0205(15) 0.0223(17) -0.0011(13) 0.0093(13) -0.0033(13) C20 0.0149(15) 0.0227(16) 0.0211(17) 0.0102(14) 0.0085(13) 0.0044(13) C21 0.0174(17) 0.0244(17) 0.034(2) 0.0135(16) 0.0099(15) 0.0035(14) C22 0.0185(17) 0.036(2) 0.030(2) 0.0196(17) 0.0095(15) 0.0040(16) C23 0.0221(18) 0.043(2) 0.0225(19) 0.0156(17) 0.0102(15) 0.0034(17) C24 0.0213(18) 0.0327(19) 0.0191(17) 0.0084(15) 0.0099(14) 0.0032(15) C25 0.0147(15) 0.0216(16) 0.0224(17) 0.0101(14) 0.0104(13) 0.0051(13) C26 0.028(2) 0.042(2) 0.045(3) 0.029(2) 0.0127(19) 0.0040(19) C27 0.0198(17) 0.0221(16) 0.0171(16) 0.0005(13) 0.0073(13) 0.0030(14) C28 0.0190(17) 0.0289(18) 0.0167(16) 0.0014(14) 0.0046(14) 0.0005(15) C29 0.0172(17) 0.0292(18) 0.0235(18) 0.0068(15) 0.0036(14) 0.0027(15) C30 0.0186(17) 0.0208(16) 0.0252(18) 0.0071(14) 0.0064(14) 0.0054(14) C31 0.0157(16) 0.0180(15) 0.0222(17) 0.0040(13) 0.0094(14) 0.0022(13) C32 0.0115(14) 0.0181(15) 0.0167(16) 0.0038(12) 0.0065(12) 0.0013(12) C33 0.0145(15) 0.0189(15) 0.0192(16) -0.0026(13) 0.0090(13) -0.0033(13) C34 0.0182(16) 0.0177(15) 0.0246(18) -0.0031(13) 0.0074(14) -0.0030(13) C35 0.0258(19) 0.0216(17) 0.0273(19) -0.0097(15) 0.0114(16) -0.0065(15) C36 0.030(2) 0.0280(18) 0.0163(17) -0.0060(14) 0.0077(15) -0.0054(16) C37 0.0237(18) 0.0225(16) 0.0178(17) -0.0031(14) 0.0075(14) -0.0020(14) C38 0.0135(15) 0.0165(14) 0.0178(16) -0.0023(12) 0.0075(13) -0.0041(12) C39 0.036(2) 0.0264(18) 0.029(2) -0.0114(16) 0.0120(17) -0.0035(17) C40 0.0134(15) 0.0204(15) 0.0184(16) 0.0005(13) 0.0075(13) 0.0008(13) C41 0.0172(17) 0.0332(19) 0.0264(19) -0.0051(16) 0.0121(15) -0.0033(15) C42 0.034(2) 0.053(3) 0.060(3) -0.028(3) 0.034(2) -0.009(2) C43 0.038(3) 0.045(3) 0.065(3) -0.032(2) 0.032(2) -0.012(2) C44 0.027(2) 0.034(2) 0.053(3) -0.020(2) 0.025(2) -0.0085(18) C45 0.0158(16) 0.0208(15) 0.0190(16) -0.0003(13) 0.0094(13) 0.0012(13) C46 0.0150(16) 0.0272(18) 0.031(2) -0.0100(15) 0.0144(15) -0.0043(14) C47 0.030(2) 0.033(2) 0.046(3) -0.0220(19) 0.026(2) -0.0127(18) C48 0.0251(19) 0.037(2) 0.034(2) -0.0186(18) 0.0163(17) -0.0146(17) C49 0.0159(16) 0.039(2) 0.0217(18) -0.0092(16) 0.0086(14) -0.0064(16) C50 0.0139(16) 0.0265(17) 0.0202(17) -0.0025(14) 0.0067(13) -0.0003(14) C51 0.0143(15) 0.0202(15) 0.0141(15) -0.0011(12) 0.0056(12) -0.0022(13) C52 0.032(2) 0.048(3) 0.051(3) -0.032(2) 0.026(2) -0.019(2) C53 0.208(12) 0.095(6) 0.031(3) -0.013(4) 0.041(5) -0.066(8) C54 0.40(3) 0.200(16) 0.033(5) 0.004(7) 0.079(10) 0.087(18) C55 0.147(9) 0.104(7) 0.034(3) -0.015(4) 0.027(4) 0.013(7) C56 0.138(9) 0.151(10) 0.032(3) -0.017(5) 0.029(5) -0.005(8) C57 0.141(8) 0.056(4) 0.037(3) -0.002(3) 0.028(4) -0.002(4) C58 0.208(12) 0.078(5) 0.033(3) 0.008(3) 0.041(5) 0.038(7) C59 0.41(3) 0.136(11) 0.116(10) 0.057(8) 0.125(14) 0.132(15) C60 0.048(4) 0.146(9) 0.090(6) -0.042(6) 0.020(4) -0.021(5) C61 0.068(5) 0.101(6) 0.075(5) -0.010(4) 0.032(4) 0.018(4) C62 0.097(5) 0.051(3) 0.048(3) 0.014(3) 0.025(3) -0.005(3) C63 0.053(4) 0.075(5) 0.112(6) 0.041(4) 0.029(4) -0.010(3) C64 0.068(4) 0.063(4) 0.103(6) 0.034(4) 0.039(4) 0.016(3) C65 0.084(5) 0.071(4) 0.052(4) -0.021(3) 0.030(3) -0.031(4) C66 0.43(3) 0.118(10) 0.135(11) -0.052(8) 0.093(14) -0.154(14) C67 0.0241(18) 0.0190(16) 0.032(2) -0.0043(14) 0.0179(16) -0.0039(14) C68 0.0183(17) 0.0243(17) 0.036(2) -0.0017(16) 0.0127(16) -0.0033(15) C69 0.0267(19) 0.0222(17) 0.030(2) -0.0034(15) 0.0094(16) -0.0048(15) C70 0.033(2) 0.0198(16) 0.0221(18) -0.0042(14) 0.0151(16) -0.0038(15) C71 0.0235(18) 0.0188(16) 0.0294(19) 0.0007(14) 0.0160(16) 0.0038(14) C72 0.0228(17) 0.0145(14) 0.0239(18) -0.0011(13) 0.0108(15) -0.0019(13) C73 0.0268(19) 0.0256(17) 0.0229(18) 0.0036(15) 0.0099(15) 0.0013(15) N1 0.030(2) 0.047(2) 0.079(3) 0.046(2) 0.034(2) 0.0159(18) N2 0.0209(16) 0.0282(16) 0.043(2) 0.0226(15) 0.0201(15) 0.0098(14) N3 0.0145(13) 0.0170(13) 0.0178(14) 0.0026(11) 0.0079(11) 0.0015(11) N4 0.0292(17) 0.0195(14) 0.0304(17) 0.0009(13) 0.0152(14) -0.0050(13) N5 0.0173(14) 0.0163(13) 0.0238(15) 0.0050(11) 0.0103(12) -0.0003(11) N6 0.0126(13) 0.0186(13) 0.0169(13) 0.0052(11) 0.0071(11) -0.0005(11) N7 0.0177(14) 0.0163(13) 0.0236(15) 0.0015(11) 0.0074(12) 0.0031(11) N8 0.0150(13) 0.0148(12) 0.0182(14) 0.0008(11) 0.0078(11) 0.0002(11) N9 0.0136(13) 0.0173(13) 0.0161(13) -0.0001(11) 0.0067(11) 0.0018(11) N10 0.033(2) 0.039(2) 0.065(3) -0.033(2) 0.032(2) -0.0137(17) N11 0.0209(15) 0.0250(15) 0.0376(19) -0.0165(14) 0.0196(14) -0.0084(13) N12 0.0131(13) 0.0170(13) 0.0168(13) -0.0010(11) 0.0075(11) -0.0005(11) O1 0.0125(11) 0.0197(11) 0.0168(11) 0.0043(9) 0.0070(9) 0.0015(9) O2 0.0164(11) 0.0180(11) 0.0161(11) 0.0038(9) 0.0083(9) 0.0015(9) O3 0.0153(11) 0.0158(10) 0.0152(11) -0.0012(9) 0.0080(9) -0.0008(9) O4 0.0123(10) 0.0148(10) 0.0157(11) -0.0007(9) 0.0065(9) 0.0005(9) Zr1 0.01041(15) 0.01353(14) 0.01241(15) 0.00162(12) 0.00594(11) 0.00063(12) _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 C1 C2 1.366(5) . ? C1 C6 1.409(5) . ? C1 H1 0.9500 . ? C2 C3 1.431(6) . ? C2 H2 0.9500 . ? C3 C4 1.361(7) . ? C3 H3 0.9500 . ? C4 C5 1.410(6) . ? C4 H4 0.9500 . ? C5 N1 1.350(5) . ? C5 C6 1.411(5) . ? C6 N3 1.354(5) . ? C7 C12 1.401(5) . ? C7 C8 1.401(5) . ? C7 N2 1.425(5) . ? C8 C9 1.380(5) . ? C8 H8 0.9500 . ? C9 C10 1.395(6) . ? C9 C13 1.510(5) . ? C10 C11 1.377(5) . ? C10 H10 0.9500 . ? C11 C12 1.406(5) . ? C11 H11 0.9500 . ? C12 O1 1.327(4) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.368(5) . ? C14 C19 1.409(5) . ? C14 H14 0.9500 . ? C15 C16 1.423(6) . ? C15 H15 0.9500 . ? C16 C17 1.361(6) . ? C16 H16 0.9500 . ? C17 C18 1.409(5) . ? C17 H17 0.9500 . ? C18 N4 1.350(5) . ? C18 C19 1.403(5) . ? C19 N6 1.359(4) . ? C20 C25 1.399(5) . ? C20 C21 1.403(5) . ? C20 N5 1.431(5) . ? C21 C22 1.381(6) . ? C21 H21 0.9500 . ? C22 C23 1.399(6) . ? C22 C26 1.515(5) . ? C23 C24 1.384(5) . ? C23 H23 0.9500 . ? C24 C25 1.415(5) . ? C24 H24 0.9500 . ? C25 O2 1.323(4) . ? C26 H26A 0.9800 . ? C26 H26B 0.9800 . ? C26 H26C 0.9800 . ? C27 C28 1.376(5) . ? C27 C32 1.406(5) . ? C27 H27 0.9500 . ? C28 C29 1.425(5) . ? C28 H28 0.9500 . ? C29 C30 1.366(5) . ? C29 H29 0.9500 . ? C30 C31 1.414(5) . ? C30 H30 0.9500 . ? C31 N7 1.353(5) . ? C31 C32 1.407(5) . ? C32 N9 1.358(4) . ? C33 C34 1.395(5) . ? C33 C38 1.409(5) . ? C33 N8 1.431(4) . ? C34 C35 1.380(5) . ? C34 H34 0.9500 . ? C35 C36 1.393(5) . ? C35 C39 1.506(5) . ? C36 C37 1.380(5) . ? C36 H36 0.9500 . ? C37 C38 1.408(5) . ? C37 H37 0.9500 . ? C38 O3 1.328(4) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 C41 1.367(5) . ? C40 C45 1.405(5) . ? C40 H40 0.9500 . ? C41 C42 1.411(6) . ? C41 H41 0.9500 . ? C42 C43 1.367(6) . ? C42 H42 0.9500 . ? C43 C44 1.405(6) . ? C43 H43 0.9500 . ? C44 N10 1.348(5) . ? C44 C45 1.409(5) . ? C45 N12 1.358(5) . ? C46 C47 1.393(5) . ? C46 C51 1.396(5) . ? C46 N11 1.432(5) . ? C47 C48 1.380(6) . ? C47 H47 0.9500 . ? C48 C49 1.378(6) . ? C48 C52 1.503(5) . ? C49 C50 1.378(5) . ? C49 H49 0.9500 . ? C50 C51 1.403(5) . ? C50 H50 0.9500 . ? C51 O4 1.324(4) . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 C58 1.388(14) . ? C53 C54 1.531(19) . ? C53 H53 0.9500 . ? C54 C55 1.405(17) . ? C54 H54 0.9500 . ? C55 C56 1.453(13) . ? C55 H55 0.9500 . ? C56 C57 1.277(12) . ? C56 H56 0.9500 . ? C57 C58 1.405(11) . ? C57 H57 0.9500 . ? C58 C59 1.423(17) . ? C59 H59A 0.9800 . ? C59 H59B 0.9800 . ? C59 H59C 0.9800 . ? C60 C65 1.378(11) . ? C60 C61 1.387(12) . ? C60 H60 0.9500 . ? C61 C62 1.338(10) . ? C61 H61 0.9500 . ? C62 C63 1.360(10) . ? C62 H62 0.9500 . ? C63 C64 1.373(10) . ? C63 H63 0.9500 . ? C64 C65 1.355(10) . ? C64 H64 0.9500 . ? C65 C66 1.438(12) . ? C66 H66A 0.9800 . ? C66 H66B 0.9800 . ? C66 H66C 0.9800 . ? C67 C68 1.387(5) . ? C67 C72 1.392(5) . ? C67 H67 0.9500 . ? C68 C69 1.388(6) . ? C68 H68 0.9500 . ? C69 C70 1.387(6) . ? C69 H69 0.9500 . ? C70 C71 1.383(5) . ? C70 H70 0.9500 . ? C71 C72 1.398(5) . ? C71 H71 0.9500 . ? C72 C73 1.496(5) . ? C73 H73A 0.9800 . ? C73 H73B 0.9800 . ? C73 H73C 0.9800 . ? N1 N2 1.332(5) . ? N2 N3 1.344(4) . ? N3 Zr1 2.469(3) . ? N4 N5 1.326(4) . ? N5 N6 1.346(4) . ? N6 Zr1 2.470(3) . ? N7 N8 1.333(4) . ? N8 N9 1.344(4) . ? N9 Zr1 2.448(3) . ? N10 N11 1.334(5) . ? N11 N12 1.336(4) . ? N12 Zr1 2.478(3) . ? O1 Zr1 2.042(2) . ? O2 Zr1 2.045(2) . ? O3 Zr1 2.058(2) . ? O4 Zr1 2.034(2) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C2 C1 C6 116.9(3) . . ? C2 C1 H1 121.5 . . ? C6 C1 H1 121.5 . . ? C1 C2 C3 121.8(4) . . ? C1 C2 H2 119.1 . . ? C3 C2 H2 119.1 . . ? C4 C3 C2 122.2(4) . . ? C4 C3 H3 118.9 . . ? C2 C3 H3 118.9 . . ? C3 C4 C5 116.5(4) . . ? C3 C4 H4 121.7 . . ? C5 C4 H4 121.7 . . ? N1 C5 C4 129.2(4) . . ? N1 C5 C6 109.2(4) . . ? C4 C5 C6 121.6(4) . . ? N3 C6 C1 131.4(3) . . ? N3 C6 C5 107.7(3) . . ? C1 C6 C5 120.9(3) . . ? C12 C7 C8 121.4(3) . . ? C12 C7 N2 121.0(3) . . ? C8 C7 N2 117.2(3) . . ? C9 C8 C7 121.0(4) . . ? C9 C8 H8 119.5 . . ? C7 C8 H8 119.5 . . ? C8 C9 C10 117.9(3) . . ? C8 C9 C13 121.1(4) . . ? C10 C9 C13 121.0(4) . . ? C11 C10 C9 121.6(3) . . ? C11 C10 H10 119.2 . . ? C9 C10 H10 119.2 . . ? C10 C11 C12 121.4(3) . . ? C10 C11 H11 119.3 . . ? C12 C11 H11 119.3 . . ? O1 C12 C7 124.1(3) . . ? O1 C12 C11 119.2(3) . . ? C7 C12 C11 116.7(3) . . ? C9 C13 H13A 109.5 . . ? C9 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C9 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C15 C14 C19 116.3(3) . . ? C15 C14 H14 121.8 . . ? C19 C14 H14 121.8 . . ? C14 C15 C16 122.2(4) . . ? C14 C15 H15 118.9 . . ? C16 C15 H15 118.9 . . ? C17 C16 C15 121.9(4) . . ? C17 C16 H16 119.1 . . ? C15 C16 H16 119.1 . . ? C16 C17 C18 116.8(4) . . ? C16 C17 H17 121.6 . . ? C18 C17 H17 121.6 . . ? N4 C18 C19 109.2(3) . . ? N4 C18 C17 129.5(4) . . ? C19 C18 C17 121.3(4) . . ? N6 C19 C18 107.9(3) . . ? N6 C19 C14 130.6(3) . . ? C18 C19 C14 121.5(3) . . ? C25 C20 C21 121.6(3) . . ? C25 C20 N5 120.5(3) . . ? C21 C20 N5 117.5(3) . . ? C22 C21 C20 121.1(4) . . ? C22 C21 H21 119.5 . . ? C20 C21 H21 119.5 . . ? C21 C22 C23 118.1(4) . . ? C21 C22 C26 121.0(4) . . ? C23 C22 C26 120.9(4) . . ? C24 C23 C22 121.1(4) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C23 C24 C25 121.6(4) . . ? C23 C24 H24 119.2 . . ? C25 C24 H24 119.2 . . ? O2 C25 C20 124.5(3) . . ? O2 C25 C24 119.1(3) . . ? C20 C25 C24 116.4(3) . . ? C22 C26 H26A 109.5 . . ? C22 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C22 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C28 C27 C32 117.0(3) . . ? C28 C27 H27 121.5 . . ? C32 C27 H27 121.5 . . ? C27 C28 C29 121.4(3) . . ? C27 C28 H28 119.3 . . ? C29 C28 H28 119.3 . . ? C30 C29 C28 122.5(3) . . ? C30 C29 H29 118.8 . . ? C28 C29 H29 118.8 . . ? C29 C30 C31 116.4(3) . . ? C29 C30 H30 121.8 . . ? C31 C30 H30 121.8 . . ? N7 C31 C32 109.1(3) . . ? N7 C31 C30 129.4(3) . . ? C32 C31 C30 121.5(3) . . ? N9 C32 C27 130.6(3) . . ? N9 C32 C31 108.2(3) . . ? C27 C32 C31 121.2(3) . . ? C34 C33 C38 121.4(3) . . ? C34 C33 N8 117.5(3) . . ? C38 C33 N8 120.6(3) . . ? C35 C34 C33 121.6(3) . . ? C35 C34 H34 119.2 . . ? C33 C34 H34 119.2 . . ? C34 C35 C36 117.5(3) . . ? C34 C35 C39 120.4(4) . . ? C36 C35 C39 122.1(4) . . ? C37 C36 C35 121.7(3) . . ? C37 C36 H36 119.1 . . ? C35 C36 H36 119.1 . . ? C36 C37 C38 121.7(3) . . ? C36 C37 H37 119.2 . . ? C38 C37 H37 119.2 . . ? O3 C38 C37 119.5(3) . . ? O3 C38 C33 124.4(3) . . ? C37 C38 C33 116.1(3) . . ? C35 C39 H39A 109.5 . . ? C35 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C35 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C41 C40 C45 117.1(3) . . ? C41 C40 H40 121.5 . . ? C45 C40 H40 121.5 . . ? C40 C41 C42 122.1(4) . . ? C40 C41 H41 119.0 . . ? C42 C41 H41 119.0 . . ? C43 C42 C41 121.7(4) . . ? C43 C42 H42 119.2 . . ? C41 C42 H42 119.2 . . ? C42 C43 C44 117.1(4) . . ? C42 C43 H43 121.4 . . ? C44 C43 H43 121.4 . . ? N10 C44 C43 129.6(4) . . ? N10 C44 C45 109.2(4) . . ? C43 C44 C45 121.1(4) . . ? N12 C45 C40 131.2(3) . . ? N12 C45 C44 107.7(3) . . ? C40 C45 C44 120.8(3) . . ? C47 C46 C51 121.1(3) . . ? C47 C46 N11 118.1(3) . . ? C51 C46 N11 120.5(3) . . ? C48 C47 C46 121.5(4) . . ? C48 C47 H47 119.2 . . ? C46 C47 H47 119.2 . . ? C49 C48 C47 117.7(3) . . ? C49 C48 C52 120.7(4) . . ? C47 C48 C52 121.6(4) . . ? C48 C49 C50 121.5(3) . . ? C48 C49 H49 119.3 . . ? C50 C49 H49 119.3 . . ? C49 C50 C51 121.8(3) . . ? C49 C50 H50 119.1 . . ? C51 C50 H50 119.1 . . ? O4 C51 C46 124.0(3) . . ? O4 C51 C50 119.7(3) . . ? C46 C51 C50 116.3(3) . . ? C48 C52 H52A 109.5 . . ? C48 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C48 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C58 C53 C54 121.2(12) . . ? C58 C53 H53 119.4 . . ? C54 C53 H53 119.4 . . ? C55 C54 C53 110.4(17) . . ? C55 C54 H54 124.8 . . ? C53 C54 H54 124.8 . . ? C54 C55 C56 123.4(14) . . ? C54 C55 H55 118.3 . . ? C56 C55 H55 118.3 . . ? C57 C56 C55 124.7(12) . . ? C57 C56 H56 117.7 . . ? C55 C56 H56 117.7 . . ? C56 C57 C58 117.0(11) . . ? C56 C57 H57 121.5 . . ? C58 C57 H57 121.5 . . ? C53 C58 C57 123.3(11) . . ? C53 C58 C59 118.7(11) . . ? C57 C58 C59 118.0(13) . . ? C58 C59 H59A 109.5 . . ? C58 C59 H59B 109.5 . . ? H59A C59 H59B 109.5 . . ? C58 C59 H59C 109.5 . . ? H59A C59 H59C 109.5 . . ? H59B C59 H59C 109.5 . . ? C65 C60 C61 120.6(7) . . ? C65 C60 H60 119.7 . . ? C61 C60 H60 119.7 . . ? C62 C61 C60 120.1(7) . . ? C62 C61 H61 120.0 . . ? C60 C61 H61 120.0 . . ? C61 C62 C63 119.4(7) . . ? C61 C62 H62 120.3 . . ? C63 C62 H62 120.3 . . ? C62 C63 C64 121.3(7) . . ? C62 C63 H63 119.3 . . ? C64 C63 H63 119.3 . . ? C65 C64 C63 120.1(7) . . ? C65 C64 H64 119.9 . . ? C63 C64 H64 119.9 . . ? C64 C65 C60 118.5(7) . . ? C64 C65 C66 120.1(11) . . ? C60 C65 C66 121.3(11) . . ? C65 C66 H66A 109.5 . . ? C65 C66 H66B 109.5 . . ? H66A C66 H66B 109.5 . . ? C65 C66 H66C 109.5 . . ? H66A C66 H66C 109.5 . . ? H66B C66 H66C 109.5 . . ? C68 C67 C72 120.9(4) . . ? C68 C67 H67 119.5 . . ? C72 C67 H67 119.5 . . ? C67 C68 C69 120.5(4) . . ? C67 C68 H68 119.7 . . ? C69 C68 H68 119.7 . . ? C70 C69 C68 119.3(4) . . ? C70 C69 H69 120.3 . . ? C68 C69 H69 120.3 . . ? C71 C70 C69 119.9(4) . . ? C71 C70 H70 120.1 . . ? C69 C70 H70 120.1 . . ? C70 C71 C72 121.6(4) . . ? C70 C71 H71 119.2 . . ? C72 C71 H71 119.2 . . ? C67 C72 C71 117.7(3) . . ? C67 C72 C73 121.6(3) . . ? C71 C72 C73 120.6(3) . . ? C72 C73 H73A 109.5 . . ? C72 C73 H73B 109.5 . . ? H73A C73 H73B 109.5 . . ? C72 C73 H73C 109.5 . . ? H73A C73 H73C 109.5 . . ? H73B C73 H73C 109.5 . . ? N2 N1 C5 103.4(3) . . ? N1 N2 N3 115.8(3) . . ? N1 N2 C7 119.8(3) . . ? N3 N2 C7 124.2(3) . . ? N2 N3 C6 103.8(3) . . ? N2 N3 Zr1 128.8(2) . . ? C6 N3 Zr1 127.4(2) . . ? N5 N4 C18 103.6(3) . . ? N4 N5 N6 115.8(3) . . ? N4 N5 C20 119.8(3) . . ? N6 N5 C20 123.1(3) . . ? N5 N6 C19 103.5(3) . . ? N5 N6 Zr1 128.1(2) . . ? C19 N6 Zr1 127.9(2) . . ? N8 N7 C31 103.3(3) . . ? N7 N8 N9 116.1(3) . . ? N7 N8 C33 119.7(3) . . ? N9 N8 C33 123.4(3) . . ? N8 N9 C32 103.3(3) . . ? N8 N9 Zr1 129.5(2) . . ? C32 N9 Zr1 127.2(2) . . ? N11 N10 C44 103.2(3) . . ? N10 N11 N12 116.1(3) . . ? N10 N11 C46 119.0(3) . . ? N12 N11 C46 124.1(3) . . ? N11 N12 C45 103.7(3) . . ? N11 N12 Zr1 129.6(2) . . ? C45 N12 Zr1 125.9(2) . . ? C12 O1 Zr1 142.9(2) . . ? C25 O2 Zr1 143.2(2) . . ? C38 O3 Zr1 141.3(2) . . ? C51 O4 Zr1 144.2(2) . . ? O4 Zr1 O1 140.07(9) . . ? O4 Zr1 O2 95.96(9) . . ? O1 Zr1 O2 97.21(9) . . ? O4 Zr1 O3 97.87(9) . . ? O1 Zr1 O3 95.75(9) . . ? O2 Zr1 O3 140.07(9) . . ? O4 Zr1 N9 72.67(9) . . ? O1 Zr1 N9 147.20(9) . . ? O2 Zr1 N9 76.48(9) . . ? O3 Zr1 N9 72.32(9) . . ? O4 Zr1 N3 75.95(9) . . ? O1 Zr1 N3 72.35(9) . . ? O2 Zr1 N3 146.49(10) . . ? O3 Zr1 N3 73.41(9) . . ? N9 Zr1 N3 129.00(10) . . ? O4 Zr1 N6 146.12(9) . . ? O1 Zr1 N6 73.70(9) . . ? O2 Zr1 N6 71.45(9) . . ? O3 Zr1 N6 76.33(9) . . ? N9 Zr1 N6 73.80(9) . . ? N3 Zr1 N6 131.24(9) . . ? O4 Zr1 N12 72.15(9) . . ? O1 Zr1 N12 76.75(9) . . ? O2 Zr1 N12 71.35(9) . . ? O3 Zr1 N12 148.56(9) . . ? N9 Zr1 N12 128.67(9) . . ? N3 Zr1 N12 75.24(9) . . ? N6 Zr1 N12 128.29(9) . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C6 C1 C2 C3 2.2(6) . . . . ? C1 C2 C3 C4 0.0(9) . . . . ? C2 C3 C4 C5 -2.6(10) . . . . ? C3 C4 C5 N1 -175.4(6) . . . . ? C3 C4 C5 C6 3.0(10) . . . . ? C2 C1 C6 N3 177.8(4) . . . . ? C2 C1 C6 C5 -1.8(6) . . . . ? N1 C5 C6 N3 -1.8(6) . . . . ? C4 C5 C6 N3 179.5(5) . . . . ? N1 C5 C6 C1 177.9(4) . . . . ? C4 C5 C6 C1 -0.8(8) . . . . ? C12 C7 C8 C9 -0.7(7) . . . . ? N2 C7 C8 C9 172.0(4) . . . . ? C7 C8 C9 C10 0.5(6) . . . . ? C7 C8 C9 C13 -179.4(4) . . . . ? C8 C9 C10 C11 0.4(6) . . . . ? C13 C9 C10 C11 -179.7(4) . . . . ? C9 C10 C11 C12 -1.0(6) . . . . ? C8 C7 C12 O1 178.9(4) . . . . ? N2 C7 C12 O1 6.5(6) . . . . ? C8 C7 C12 C11 0.1(6) . . . . ? N2 C7 C12 C11 -172.4(4) . . . . ? C10 C11 C12 O1 -178.1(3) . . . . ? C10 C11 C12 C7 0.8(5) . . . . ? C19 C14 C15 C16 -0.6(6) . . . . ? C14 C15 C16 C17 1.6(7) . . . . ? C15 C16 C17 C18 -0.7(6) . . . . ? C16 C17 C18 N4 176.6(4) . . . . ? C16 C17 C18 C19 -1.1(6) . . . . ? N4 C18 C19 N6 1.7(4) . . . . ? C17 C18 C19 N6 179.8(4) . . . . ? N4 C18 C19 C14 -176.0(3) . . . . ? C17 C18 C19 C14 2.0(6) . . . . ? C15 C14 C19 N6 -178.3(4) . . . . ? C15 C14 C19 C18 -1.1(5) . . . . ? C25 C20 C21 C22 1.2(6) . . . . ? N5 C20 C21 C22 -171.4(3) . . . . ? C20 C21 C22 C23 1.7(6) . . . . ? C20 C21 C22 C26 -179.0(3) . . . . ? C21 C22 C23 C24 -2.5(6) . . . . ? C26 C22 C23 C24 178.2(4) . . . . ? C22 C23 C24 C25 0.4(6) . . . . ? C21 C20 C25 O2 177.3(3) . . . . ? N5 C20 C25 O2 -10.3(5) . . . . ? C21 C20 C25 C24 -3.3(5) . . . . ? N5 C20 C25 C24 169.1(3) . . . . ? C23 C24 C25 O2 -178.0(3) . . . . ? C23 C24 C25 C20 2.5(5) . . . . ? C32 C27 C28 C29 -1.0(6) . . . . ? C27 C28 C29 C30 0.1(6) . . . . ? C28 C29 C30 C31 1.2(6) . . . . ? C29 C30 C31 N7 175.0(4) . . . . ? C29 C30 C31 C32 -1.7(5) . . . . ? C28 C27 C32 N9 -176.4(4) . . . . ? C28 C27 C32 C31 0.5(5) . . . . ? N7 C31 C32 N9 1.1(4) . . . . ? C30 C31 C32 N9 178.4(3) . . . . ? N7 C31 C32 C27 -176.4(3) . . . . ? C30 C31 C32 C27 0.8(5) . . . . ? C38 C33 C34 C35 1.3(5) . . . . ? N8 C33 C34 C35 -170.8(3) . . . . ? C33 C34 C35 C36 -0.4(6) . . . . ? C33 C34 C35 C39 177.0(3) . . . . ? C34 C35 C36 C37 -0.3(6) . . . . ? C39 C35 C36 C37 -177.7(4) . . . . ? C35 C36 C37 C38 0.2(6) . . . . ? C36 C37 C38 O3 179.7(3) . . . . ? C36 C37 C38 C33 0.6(5) . . . . ? C34 C33 C38 O3 179.6(3) . . . . ? N8 C33 C38 O3 -8.6(5) . . . . ? C34 C33 C38 C37 -1.3(5) . . . . ? N8 C33 C38 C37 170.5(3) . . . . ? C45 C40 C41 C42 -2.1(6) . . . . ? C40 C41 C42 C43 -2.1(8) . . . . ? C41 C42 C43 C44 3.6(9) . . . . ? C42 C43 C44 N10 -177.8(6) . . . . ? C42 C43 C44 C45 -1.2(8) . . . . ? C41 C40 C45 N12 177.6(4) . . . . ? C41 C40 C45 C44 4.5(5) . . . . ? N10 C44 C45 N12 -0.3(5) . . . . ? C43 C44 C45 N12 -177.5(5) . . . . ? N10 C44 C45 C40 174.3(4) . . . . ? C43 C44 C45 C40 -2.9(7) . . . . ? C51 C46 C47 C48 0.5(7) . . . . ? N11 C46 C47 C48 173.9(4) . . . . ? C46 C47 C48 C49 -2.0(7) . . . . ? C46 C47 C48 C52 179.3(4) . . . . ? C47 C48 C49 C50 1.5(6) . . . . ? C52 C48 C49 C50 -179.7(4) . . . . ? C48 C49 C50 C51 0.5(6) . . . . ? C47 C46 C51 O4 179.7(4) . . . . ? N11 C46 C51 O4 6.4(6) . . . . ? C47 C46 C51 C50 1.5(6) . . . . ? N11 C46 C51 C50 -171.8(3) . . . . ? C49 C50 C51 O4 179.7(3) . . . . ? C49 C50 C51 C46 -2.0(5) . . . . ? C58 C53 C54 C55 -0.2(11) . . . . ? C53 C54 C55 C56 0.6(11) . . . . ? C54 C55 C56 C57 1.0(12) . . . . ? C55 C56 C57 C58 -2.9(11) . . . . ? C54 C53 C58 C57 -1.7(11) . . . . ? C54 C53 C58 C59 179.8(8) . . . . ? C56 C57 C58 C53 3.2(11) . . . . ? C56 C57 C58 C59 -178.3(8) . . . . ? C65 C60 C61 C62 2.7(13) . . . . ? C60 C61 C62 C63 -2.8(12) . . . . ? C61 C62 C63 C64 1.0(12) . . . . ? C62 C63 C64 C65 0.8(12) . . . . ? C63 C64 C65 C60 -0.9(11) . . . . ? C63 C64 C65 C66 175.2(9) . . . . ? C61 C60 C65 C64 -0.9(12) . . . . ? C61 C60 C65 C66 -176.9(9) . . . . ? C72 C67 C68 C69 0.6(6) . . . . ? C67 C68 C69 C70 -0.4(6) . . . . ? C68 C69 C70 C71 -0.5(5) . . . . ? C69 C70 C71 C72 1.1(5) . . . . ? C68 C67 C72 C71 0.0(5) . . . . ? C68 C67 C72 C73 -179.2(3) . . . . ? C70 C71 C72 C67 -0.9(5) . . . . ? C70 C71 C72 C73 178.4(3) . . . . ? C4 C5 N1 N2 178.4(6) . . . . ? C6 C5 N1 N2 -0.2(6) . . . . ? C5 N1 N2 N3 2.2(6) . . . . ? C5 N1 N2 C7 -171.9(4) . . . . ? C12 C7 N2 N1 165.3(4) . . . . ? C8 C7 N2 N1 -7.5(6) . . . . ? C12 C7 N2 N3 -8.3(6) . . . . ? C8 C7 N2 N3 178.9(4) . . . . ? N1 N2 N3 C6 -3.3(5) . . . . ? C7 N2 N3 C6 170.5(4) . . . . ? N1 N2 N3 Zr1 175.9(3) . . . . ? C7 N2 N3 Zr1 -10.2(6) . . . . ? C1 C6 N3 N2 -176.7(4) . . . . ? C5 C6 N3 N2 2.9(4) . . . . ? C1 C6 N3 Zr1 4.0(6) . . . . ? C5 C6 N3 Zr1 -176.3(3) . . . . ? C19 C18 N4 N5 -0.7(4) . . . . ? C17 C18 N4 N5 -178.5(4) . . . . ? C18 N4 N5 N6 -0.6(4) . . . . ? C18 N4 N5 C20 167.3(3) . . . . ? C25 C20 N5 N4 -163.5(3) . . . . ? C21 C20 N5 N4 9.3(5) . . . . ? C25 C20 N5 N6 3.5(5) . . . . ? C21 C20 N5 N6 176.3(3) . . . . ? N4 N5 N6 C19 1.7(4) . . . . ? C20 N5 N6 C19 -165.8(3) . . . . ? N4 N5 N6 Zr1 -170.4(2) . . . . ? C20 N5 N6 Zr1 22.1(4) . . . . ? C18 C19 N6 N5 -2.0(4) . . . . ? C14 C19 N6 N5 175.5(4) . . . . ? C18 C19 N6 Zr1 170.1(2) . . . . ? C14 C19 N6 Zr1 -12.4(5) . . . . ? C32 C31 N7 N8 -0.1(4) . . . . ? C30 C31 N7 N8 -177.0(4) . . . . ? C31 N7 N8 N9 -1.1(4) . . . . ? C31 N7 N8 C33 169.0(3) . . . . ? C34 C33 N8 N7 12.1(5) . . . . ? C38 C33 N8 N7 -160.0(3) . . . . ? C34 C33 N8 N9 -178.6(3) . . . . ? C38 C33 N8 N9 9.3(5) . . . . ? N7 N8 N9 C32 1.8(4) . . . . ? C33 N8 N9 C32 -167.9(3) . . . . ? N7 N8 N9 Zr1 -177.3(2) . . . . ? C33 N8 N9 Zr1 13.1(4) . . . . ? C27 C32 N9 N8 175.6(4) . . . . ? C31 C32 N9 N8 -1.6(4) . . . . ? C27 C32 N9 Zr1 -5.4(5) . . . . ? C31 C32 N9 Zr1 177.4(2) . . . . ? C43 C44 N10 N11 178.4(6) . . . . ? C45 C44 N10 N11 1.4(5) . . . . ? C44 N10 N11 N12 -2.2(5) . . . . ? C44 N10 N11 C46 -172.6(4) . . . . ? C47 C46 N11 N10 -19.0(6) . . . . ? C51 C46 N11 N10 154.5(4) . . . . ? C47 C46 N11 N12 171.5(4) . . . . ? C51 C46 N11 N12 -15.1(6) . . . . ? N10 N11 N12 C45 2.1(5) . . . . ? C46 N11 N12 C45 171.9(4) . . . . ? N10 N11 N12 Zr1 -167.6(3) . . . . ? C46 N11 N12 Zr1 2.2(5) . . . . ? C40 C45 N12 N11 -174.8(4) . . . . ? C44 C45 N12 N11 -1.0(4) . . . . ? C40 C45 N12 Zr1 -4.6(5) . . . . ? C44 C45 N12 Zr1 169.2(3) . . . . ? C7 C12 O1 Zr1 23.6(6) . . . . ? C11 C12 O1 Zr1 -157.5(3) . . . . ? C20 C25 O2 Zr1 -18.7(6) . . . . ? C24 C25 O2 Zr1 161.9(3) . . . . ? C37 C38 O3 Zr1 157.0(3) . . . . ? C33 C38 O3 Zr1 -24.0(5) . . . . ? C46 C51 O4 Zr1 24.6(6) . . . . ? C50 C51 O4 Zr1 -157.3(3) . . . . ? C51 O4 Zr1 O1 12.8(4) . . . . ? C51 O4 Zr1 O2 -96.0(4) . . . . ? C51 O4 Zr1 O3 121.6(4) . . . . ? C51 O4 Zr1 N9 -169.8(4) . . . . ? C51 O4 Zr1 N3 51.0(4) . . . . ? C51 O4 Zr1 N6 -161.2(3) . . . . ? C51 O4 Zr1 N12 -27.8(4) . . . . ? C12 O1 Zr1 O4 9.0(4) . . . . ? C12 O1 Zr1 O2 117.3(4) . . . . ? C12 O1 Zr1 O3 -100.6(4) . . . . ? C12 O1 Zr1 N9 -166.5(3) . . . . ? C12 O1 Zr1 N3 -30.0(4) . . . . ? C12 O1 Zr1 N6 -174.5(4) . . . . ? C12 O1 Zr1 N12 48.4(4) . . . . ? C25 O2 Zr1 O4 -117.2(4) . . . . ? C25 O2 Zr1 O1 100.6(4) . . . . ? C25 O2 Zr1 O3 -7.4(4) . . . . ? C25 O2 Zr1 N9 -46.7(3) . . . . ? C25 O2 Zr1 N3 169.3(3) . . . . ? C25 O2 Zr1 N6 30.5(3) . . . . ? C25 O2 Zr1 N12 173.9(4) . . . . ? C38 O3 Zr1 O4 101.3(3) . . . . ? C38 O3 Zr1 O1 -116.3(3) . . . . ? C38 O3 Zr1 O2 -7.8(4) . . . . ? C38 O3 Zr1 N9 32.4(3) . . . . ? C38 O3 Zr1 N3 174.1(3) . . . . ? C38 O3 Zr1 N6 -44.6(3) . . . . ? C38 O3 Zr1 N12 169.8(3) . . . . ? N8 N9 Zr1 O4 -129.3(3) . . . . ? C32 N9 Zr1 O4 51.8(3) . . . . ? N8 N9 Zr1 O1 47.6(4) . . . . ? C32 N9 Zr1 O1 -131.2(3) . . . . ? N8 N9 Zr1 O2 129.9(3) . . . . ? C32 N9 Zr1 O2 -48.9(3) . . . . ? N8 N9 Zr1 O3 -24.9(3) . . . . ? C32 N9 Zr1 O3 156.3(3) . . . . ? N8 N9 Zr1 N3 -74.8(3) . . . . ? C32 N9 Zr1 N3 106.4(3) . . . . ? N8 N9 Zr1 N6 55.6(3) . . . . ? C32 N9 Zr1 N6 -123.2(3) . . . . ? N8 N9 Zr1 N12 -178.0(2) . . . . ? C32 N9 Zr1 N12 3.2(3) . . . . ? N2 N3 Zr1 O4 -134.5(3) . . . . ? C6 N3 Zr1 O4 44.6(3) . . . . ? N2 N3 Zr1 O1 20.9(3) . . . . ? C6 N3 Zr1 O1 -160.0(3) . . . . ? N2 N3 Zr1 O2 -55.1(4) . . . . ? C6 N3 Zr1 O2 124.0(3) . . . . ? N2 N3 Zr1 O3 122.7(3) . . . . ? C6 N3 Zr1 O3 -58.2(3) . . . . ? N2 N3 Zr1 N9 172.2(3) . . . . ? C6 N3 Zr1 N9 -8.7(3) . . . . ? N2 N3 Zr1 N6 68.8(3) . . . . ? C6 N3 Zr1 N6 -112.1(3) . . . . ? N2 N3 Zr1 N12 -59.6(3) . . . . ? C6 N3 Zr1 N12 119.5(3) . . . . ? N5 N6 Zr1 O4 42.9(4) . . . . ? C19 N6 Zr1 O4 -127.4(3) . . . . ? N5 N6 Zr1 O1 -133.1(3) . . . . ? C19 N6 Zr1 O1 56.6(3) . . . . ? N5 N6 Zr1 O2 -29.5(3) . . . . ? C19 N6 Zr1 O2 160.3(3) . . . . ? N5 N6 Zr1 O3 126.6(3) . . . . ? C19 N6 Zr1 O3 -43.7(3) . . . . ? N5 N6 Zr1 N9 51.3(3) . . . . ? C19 N6 Zr1 N9 -118.9(3) . . . . ? N5 N6 Zr1 N3 179.4(2) . . . . ? C19 N6 Zr1 N3 9.2(3) . . . . ? N5 N6 Zr1 N12 -75.5(3) . . . . ? C19 N6 Zr1 N12 114.3(3) . . . . ? N11 N12 Zr1 O4 12.0(3) . . . . ? C45 N12 Zr1 O4 -155.6(3) . . . . ? N11 N12 Zr1 O1 -142.6(3) . . . . ? C45 N12 Zr1 O1 49.8(3) . . . . ? N11 N12 Zr1 O2 114.9(3) . . . . ? C45 N12 Zr1 O2 -52.7(3) . . . . ? N11 N12 Zr1 O3 -63.4(4) . . . . ? C45 N12 Zr1 O3 128.9(3) . . . . ? N11 N12 Zr1 N9 60.8(3) . . . . ? C45 N12 Zr1 N9 -106.8(3) . . . . ? N11 N12 Zr1 N3 -67.7(3) . . . . ? C45 N12 Zr1 N3 124.7(3) . . . . ? N11 N12 Zr1 N6 161.0(3) . . . . ? C45 N12 Zr1 N6 -6.6(3) . . . . ? _diffrn_measured_fraction_theta_max 0.897 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 1.656 _refine_diff_density_min -1.558 _refine_diff_density_rms 0.101 _vrf_PLAT223_Zr4 ; PROBLEM: Large Solvent/Anion H Ueq(max)/Ueq(min) ... 4.4 Ratio RESPONSE: This alarm is due to the elongated ADPs of carbon atoms which suggest that the Toluene solvent molecule are probably disordered in two orientations. ; _vrf_PLAT250_Zr4 ; PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor .... 6.7 RESPONSE: This alarm is due to the elongated ADPs of carbon atoms which suggest that the Toluene solvent molecule are probably disordered in two orientations. ; _vrf_PLAT413_Zr4 ; PROBLEM: Short Inter XH3 .. XHn H59A .. H64 .. 1.93 Ang. RESPONSE: This alarm is due to the Toluene solvent molecule are probably disordered in two orientations. ; _database_code_depnum_ccdc_archive 'CCDC 924659' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_ZrCl _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C26 H20 Cl2 N6 O2 Zr' _chemical_formula_sum 'C26 H20 Cl2 N6 O2 Zr' _chemical_formula_weight 610.60 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 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 18.6144(15) _cell_length_b 10.8807(8) _cell_length_c 15.4550(12) _cell_angle_alpha 90.00 _cell_angle_beta 124.471(3) _cell_angle_gamma 90.00 _cell_volume 2580.6(3) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 6918 _cell_measurement_theta_min 2.29 _cell_measurement_theta_max 28.60 _exptl_crystal_description Rectangular _exptl_crystal_colour yellow _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.572 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1232 _exptl_absorpt_coefficient_mu 0.670 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7994 _exptl_absorpt_correction_T_max 0.8777 _exptl_absorpt_process_details 'SADABS (Bruker, 2004)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker APEXII CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8798 _diffrn_reflns_av_R_equivalents 0.0255 _diffrn_reflns_av_sigmaI/netI 0.0261 _diffrn_reflns_limit_h_min -24 _diffrn_reflns_limit_h_max 24 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_theta_min 2.29 _diffrn_reflns_theta_max 28.60 _reflns_number_total 3204 _reflns_number_gt 2994 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'APEXII, Bruker,2004' _computing_cell_refinement 'APEXII/SAINT, Bruker,2004' _computing_data_reduction 'SAINT PLUS/XPREP, Bruker,2004' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material 'SHELXL-97 (Sheldrick, 2008)' _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^)+(0.0290P)^2^+3.3590P] 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 3204 _refine_ls_number_parameters 169 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0257 _refine_ls_R_factor_gt 0.0235 _refine_ls_wR_factor_ref 0.0639 _refine_ls_wR_factor_gt 0.0624 _refine_ls_goodness_of_fit_ref 1.041 _refine_ls_restrained_S_all 1.041 _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 C1 C 0.49034(9) 0.68842(12) 0.05823(10) 0.0134(2) Uani 1 1 d . . . C2 C 0.52773(10) 0.67612(13) 0.00157(11) 0.0170(3) Uani 1 1 d . . . H2 H 0.5648 0.6082 0.0149 0.020 Uiso 1 1 calc R . . C3 C 0.51126(10) 0.76176(14) -0.07361(11) 0.0184(3) Uani 1 1 d . . . H3 H 0.5375 0.7521 -0.1110 0.022 Uiso 1 1 calc R . . C4 C 0.45684(10) 0.86211(13) -0.09559(11) 0.0167(3) Uani 1 1 d . . . C5 C 0.41885(9) 0.87440(13) -0.04053(11) 0.0157(3) Uani 1 1 d . . . H5 H 0.3815 0.9421 -0.0545 0.019 Uiso 1 1 calc R . . C6 C 0.43517(9) 0.78785(13) 0.03549(10) 0.0133(2) Uani 1 1 d . . . C7 C 0.29398(9) 0.86910(13) 0.10525(11) 0.0149(3) Uani 1 1 d . . . C8 C 0.22714(10) 0.93541(13) 0.10150(12) 0.0186(3) Uani 1 1 d . . . H8 H 0.1993 1.0036 0.0558 0.022 Uiso 1 1 calc R . . C9 C 0.20454(10) 0.89622(14) 0.16723(12) 0.0198(3) Uani 1 1 d . . . H9 H 0.1604 0.9390 0.1679 0.024 Uiso 1 1 calc R . . C10 C 0.24545(10) 0.79333(14) 0.23435(12) 0.0188(3) Uani 1 1 d . . . H10 H 0.2274 0.7693 0.2784 0.023 Uiso 1 1 calc R . . C11 C 0.31008(9) 0.72706(13) 0.23827(11) 0.0170(3) Uani 1 1 d . . . H11 H 0.3361 0.6574 0.2826 0.020 Uiso 1 1 calc R . . C12 C 0.33562(9) 0.76804(12) 0.17294(11) 0.0137(3) Uani 1 1 d . . . C13 C 0.43691(11) 0.95204(15) -0.18040(12) 0.0229(3) Uani 1 1 d . . . H13A H 0.4012 0.9118 -0.2490 0.034 Uiso 1 1 calc R . . H13B H 0.4915 0.9806 -0.1693 0.034 Uiso 1 1 calc R . . H13C H 0.4051 1.0224 -0.1782 0.034 Uiso 1 1 calc R . . Cl1 Cl 0.62009(2) 0.42163(3) 0.33227(3) 0.01911(9) Uani 1 1 d . . . N1 N 0.39768(8) 0.72570(10) 0.15942(9) 0.0133(2) Uani 1 1 d . . . N2 N 0.38908(7) 0.80100(10) 0.08403(9) 0.0130(2) Uani 1 1 d . . . N3 N 0.32899(8) 0.88716(11) 0.04998(10) 0.0164(2) Uani 1 1 d . . . O1 O 0.50748(7) 0.60417(9) 0.13088(8) 0.01462(19) Uani 1 1 d . . . Zr1 Zr 0.5000 0.564868(16) 0.2500 0.01165(6) Uani 1 2 d S . . 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 C1 0.0150(6) 0.0140(6) 0.0143(6) -0.0002(5) 0.0101(5) -0.0004(5) C2 0.0195(7) 0.0181(6) 0.0195(6) 0.0009(5) 0.0147(6) 0.0032(5) C3 0.0217(7) 0.0223(7) 0.0190(7) 0.0002(5) 0.0161(6) 0.0008(5) C4 0.0198(7) 0.0179(6) 0.0158(6) 0.0011(5) 0.0121(6) -0.0011(5) C5 0.0175(7) 0.0153(6) 0.0165(6) 0.0003(5) 0.0110(6) 0.0011(5) C6 0.0147(6) 0.0152(6) 0.0145(6) -0.0020(5) 0.0110(5) -0.0012(5) C7 0.0149(6) 0.0157(6) 0.0167(6) -0.0024(5) 0.0104(5) -0.0004(5) C8 0.0169(7) 0.0195(7) 0.0217(7) -0.0004(5) 0.0123(6) 0.0038(5) C9 0.0164(7) 0.0227(7) 0.0252(7) -0.0050(6) 0.0147(6) 0.0008(5) C10 0.0176(7) 0.0233(7) 0.0225(7) -0.0031(6) 0.0154(6) -0.0023(5) C11 0.0165(7) 0.0188(7) 0.0203(7) 0.0000(5) 0.0131(6) -0.0008(5) C12 0.0126(6) 0.0146(6) 0.0162(6) -0.0036(5) 0.0096(5) -0.0013(5) C13 0.0304(8) 0.0229(7) 0.0219(7) 0.0062(6) 0.0186(7) 0.0027(6) Cl1 0.02133(19) 0.01819(17) 0.02354(18) 0.00441(12) 0.01614(16) 0.00596(12) N1 0.0157(6) 0.0136(5) 0.0158(5) -0.0003(4) 0.0120(5) -0.0003(4) N2 0.0148(6) 0.0125(5) 0.0149(5) 0.0004(4) 0.0103(5) 0.0015(4) N3 0.0177(6) 0.0159(6) 0.0194(6) 0.0004(4) 0.0128(5) 0.0037(4) O1 0.0187(5) 0.0140(4) 0.0169(5) 0.0017(4) 0.0135(4) 0.0024(4) Zr1 0.01452(11) 0.01086(10) 0.01440(10) 0.000 0.01109(8) 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 C1 O1 1.3406(16) . ? C1 C6 1.3928(19) . ? C1 C2 1.3996(17) . ? C2 C3 1.382(2) . ? C2 H2 0.9500 . ? C3 C4 1.394(2) . ? C3 H3 0.9500 . ? C4 C5 1.3870(18) . ? C4 C13 1.5042(19) . ? C5 C6 1.3984(19) . ? C5 H5 0.9500 . ? C6 N2 1.4311(16) . ? C7 N3 1.3502(17) . ? C7 C12 1.4094(19) . ? C7 C8 1.4107(19) . ? C8 C9 1.369(2) . ? C8 H8 0.9500 . ? C9 C10 1.420(2) . ? C9 H9 0.9500 . ? C10 C11 1.3742(19) . ? C10 H10 0.9500 . ? C11 C12 1.4098(18) . ? C11 H11 0.9500 . ? C12 N1 1.3650(16) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? Cl1 Zr1 2.4135(4) . ? N1 N2 1.3577(15) . ? N1 Zr1 2.3731(12) . ? N2 N3 1.3193(16) . ? O1 Zr1 1.9702(9) . ? Zr1 O1 1.9702(9) 2_655 ? Zr1 N1 2.3731(12) 2_655 ? Zr1 Cl1 2.4135(4) 2_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 C1 C6 122.30(12) . . ? O1 C1 C2 119.45(12) . . ? C6 C1 C2 118.24(12) . . ? C3 C2 C1 120.62(13) . . ? C3 C2 H2 119.7 . . ? C1 C2 H2 119.7 . . ? C2 C3 C4 121.19(12) . . ? C2 C3 H3 119.4 . . ? C4 C3 H3 119.4 . . ? C5 C4 C3 118.58(13) . . ? C5 C4 C13 120.79(13) . . ? C3 C4 C13 120.57(12) . . ? C4 C5 C6 120.45(13) . . ? C4 C5 H5 119.8 . . ? C6 C5 H5 119.8 . . ? C1 C6 C5 120.91(12) . . ? C1 C6 N2 121.38(12) . . ? C5 C6 N2 117.60(12) . . ? N3 C7 C12 108.87(12) . . ? N3 C7 C8 129.04(13) . . ? C12 C7 C8 122.09(13) . . ? C9 C8 C7 116.39(13) . . ? C9 C8 H8 121.8 . . ? C7 C8 H8 121.8 . . ? C8 C9 C10 121.65(13) . . ? C8 C9 H9 119.2 . . ? C10 C9 H9 119.2 . . ? C11 C10 C9 122.70(13) . . ? C11 C10 H10 118.7 . . ? C9 C10 H10 118.7 . . ? C10 C11 C12 116.37(13) . . ? C10 C11 H11 121.8 . . ? C12 C11 H11 121.8 . . ? N1 C12 C7 107.89(12) . . ? N1 C12 C11 131.34(13) . . ? C7 C12 C11 120.77(13) . . ? C4 C13 H13A 109.5 . . ? C4 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C4 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N2 N1 C12 103.22(11) . . ? N2 N1 Zr1 128.08(8) . . ? C12 N1 Zr1 128.66(9) . . ? N3 N2 N1 115.64(11) . . ? N3 N2 C6 119.11(11) . . ? N1 N2 C6 125.10(11) . . ? N2 N3 C7 104.36(11) . . ? C1 O1 Zr1 145.27(9) . . ? O1 Zr1 O1 154.93(6) . 2_655 ? O1 Zr1 N1 86.19(4) . 2_655 ? O1 Zr1 N1 75.30(4) 2_655 2_655 ? O1 Zr1 N1 75.30(4) . . ? O1 Zr1 N1 86.19(4) 2_655 . ? N1 Zr1 N1 84.98(6) 2_655 . ? O1 Zr1 Cl1 100.49(3) . 2_655 ? O1 Zr1 Cl1 95.64(3) 2_655 2_655 ? N1 Zr1 Cl1 169.04(3) 2_655 2_655 ? N1 Zr1 Cl1 88.32(3) . 2_655 ? O1 Zr1 Cl1 95.64(3) . . ? O1 Zr1 Cl1 100.49(3) 2_655 . ? N1 Zr1 Cl1 88.32(3) 2_655 . ? N1 Zr1 Cl1 169.04(3) . . ? Cl1 Zr1 Cl1 99.56(2) 2_655 . ? 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 O1 C1 C2 C3 -179.89(13) . . . . ? C6 C1 C2 C3 1.1(2) . . . . ? C1 C2 C3 C4 -0.3(2) . . . . ? C2 C3 C4 C5 -0.3(2) . . . . ? C2 C3 C4 C13 -177.75(14) . . . . ? C3 C4 C5 C6 0.1(2) . . . . ? C13 C4 C5 C6 177.61(13) . . . . ? O1 C1 C6 C5 179.79(13) . . . . ? C2 C1 C6 C5 -1.2(2) . . . . ? O1 C1 C6 N2 -4.2(2) . . . . ? C2 C1 C6 N2 174.86(13) . . . . ? C4 C5 C6 C1 0.6(2) . . . . ? C4 C5 C6 N2 -175.60(13) . . . . ? N3 C7 C8 C9 -179.94(15) . . . . ? C12 C7 C8 C9 -0.1(2) . . . . ? C7 C8 C9 C10 -0.8(2) . . . . ? C8 C9 C10 C11 0.3(2) . . . . ? C9 C10 C11 C12 1.2(2) . . . . ? N3 C7 C12 N1 0.95(16) . . . . ? C8 C7 C12 N1 -178.91(13) . . . . ? N3 C7 C12 C11 -178.48(13) . . . . ? C8 C7 C12 C11 1.7(2) . . . . ? C10 C11 C12 N1 178.58(14) . . . . ? C10 C11 C12 C7 -2.2(2) . . . . ? C7 C12 N1 N2 -1.08(14) . . . . ? C11 C12 N1 N2 178.26(15) . . . . ? C7 C12 N1 Zr1 176.72(9) . . . . ? C11 C12 N1 Zr1 -3.9(2) . . . . ? C12 N1 N2 N3 0.93(15) . . . . ? Zr1 N1 N2 N3 -176.88(9) . . . . ? C12 N1 N2 C6 -174.52(12) . . . . ? Zr1 N1 N2 C6 7.67(18) . . . . ? C1 C6 N2 N3 -171.05(13) . . . . ? C5 C6 N2 N3 5.13(19) . . . . ? C1 C6 N2 N1 4.3(2) . . . . ? C5 C6 N2 N1 -179.56(12) . . . . ? N1 N2 N3 C7 -0.36(16) . . . . ? C6 N2 N3 C7 175.38(12) . . . . ? C12 C7 N3 N2 -0.37(15) . . . . ? C8 C7 N3 N2 179.47(14) . . . . ? C6 C1 O1 Zr1 -14.2(2) . . . . ? C2 C1 O1 Zr1 166.76(12) . . . . ? C1 O1 Zr1 O1 -24.67(15) . . . 2_655 ? C1 O1 Zr1 N1 -66.74(16) . . . 2_655 ? C1 O1 Zr1 N1 19.06(15) . . . . ? C1 O1 Zr1 Cl1 104.50(16) . . . 2_655 ? C1 O1 Zr1 Cl1 -154.67(15) . . . . ? N2 N1 Zr1 O1 -13.61(10) . . . . ? C12 N1 Zr1 O1 169.12(12) . . . . ? N2 N1 Zr1 O1 149.32(11) . . . 2_655 ? C12 N1 Zr1 O1 -27.95(11) . . . 2_655 ? N2 N1 Zr1 N1 73.76(10) . . . 2_655 ? C12 N1 Zr1 N1 -103.51(12) . . . 2_655 ? N2 N1 Zr1 Cl1 -114.92(10) . . . 2_655 ? C12 N1 Zr1 Cl1 67.81(11) . . . 2_655 ? N2 N1 Zr1 Cl1 21.3(2) . . . . ? C12 N1 Zr1 Cl1 -155.98(11) . . . . ? _diffrn_measured_fraction_theta_max 0.969 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.982 _refine_diff_density_max 0.414 _refine_diff_density_min -0.890 _refine_diff_density_rms 0.078 #========================================================================= _database_code_depnum_ccdc_archive 'CCDC 924660'