# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Mei Wang' _publ_contact_author_email SYMBUENO@DLUT.EDU.CN _publ_section_title ; Preparation and structures of enantiomeric dinuclear zirconium and hafnium complexes containing two homochiral N atoms, and their catalytic property for polymerization of rac-lactide ; loop_ _publ_author_name 'Mei Wang' 'Minggang Hu' 'Licheng Sun' 'Hui Zhang' 'Lu Zhang' ; Hongjun Zhu ; #===END data_N(S)N(S)-2 _database_code_depnum_ccdc_archive 'CCDC 299272' #TrackingRef 'HMG-Dalton-H2L,1,RR-2,SS-2,RR-3,SS-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C63 H83 Cl3 N4 O8 Zr2' _chemical_formula_weight 1313.12 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 14.6194(6) _cell_length_b 15.8232(6) _cell_length_c 27.5609(11) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6375.5(4) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.32 _exptl_crystal_size_min 0.19 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.368 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2736 _exptl_absorpt_coefficient_mu 0.507 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.621 _exptl_absorpt_correction_T_max 0.763 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 36319 _diffrn_reflns_av_R_equivalents 0.0461 _diffrn_reflns_av_sigmaI/netI 0.0570 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 34 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 26.04 _reflns_number_total 12553 _reflns_number_gt 11236 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0336P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.08(2) _refine_ls_number_reflns 12553 _refine_ls_number_parameters 721 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0399 _refine_ls_R_factor_gt 0.0347 _refine_ls_wR_factor_ref 0.0732 _refine_ls_wR_factor_gt 0.0713 _refine_ls_goodness_of_fit_ref 0.948 _refine_ls_restrained_S_all 0.948 _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 Zr2 Zr 0.038609(18) 0.643034(16) 0.434826(10) 0.01868(7) Uani 1 1 d . . . Zr1 Zr 0.048331(18) 0.439109(17) 0.494427(10) 0.02063(7) Uani 1 1 d . . . Cl3 Cl 0.02710(5) 0.73655(5) 0.50815(3) 0.03262(19) Uani 1 1 d . . . Cl2 Cl -0.11120(5) 0.40025(5) 0.52035(3) 0.0351(2) Uani 1 1 d . . . Cl1 Cl 0.03624(6) 0.33383(5) 0.42936(3) 0.03432(19) Uani 1 1 d . . . O3 O 0.17187(13) 0.67710(12) 0.43175(9) 0.0275(5) Uani 1 1 d . . . O4 O 0.00299(13) 0.60167(12) 0.36888(8) 0.0218(5) Uani 1 1 d . . . O5 O -0.02833(13) 0.55285(12) 0.48005(7) 0.0254(5) Uani 1 1 d . . . H5B H -0.0865 0.5619 0.4927 0.030 Uiso 1 1 calc R . . O1 O 0.11006(13) 0.51997(12) 0.43989(8) 0.0235(5) Uani 1 1 d . . . O2 O 0.09044(12) 0.49093(12) 0.55660(7) 0.0228(5) Uani 1 1 d . . . O8 O 0.0002(2) 1.0230(2) 0.46334(17) 0.1088(15) Uani 1 1 d . . . O7 O 0.3863(3) 0.6668(2) 0.28201(16) 0.1064(14) Uani 1 1 d . . . O6 O 0.0699(2) 0.0022(2) 0.63722(15) 0.0917(12) Uani 1 1 d . . . N3 N 0.04856(16) 0.77621(14) 0.38995(9) 0.0230(5) Uani 1 1 d . . . N4 N -0.10867(16) 0.70526(15) 0.42699(10) 0.0216(6) Uani 1 1 d . . . N1 N 0.21209(16) 0.41034(15) 0.48664(10) 0.0226(6) Uani 1 1 d . . . N2 N 0.08956(17) 0.31445(15) 0.54022(10) 0.0251(6) Uani 1 1 d . . . C28 C 0.20002(19) 0.7564(2) 0.42297(12) 0.0270(8) Uani 1 1 d . . . C29 C 0.2881(2) 0.7850(2) 0.43407(14) 0.0350(8) Uani 1 1 d . . . H29A H 0.3301 0.7489 0.4487 0.042 Uiso 1 1 calc R . . C30 C 0.3122(2) 0.8674(2) 0.42311(13) 0.0386(9) Uani 1 1 d . . . H30A H 0.3710 0.8861 0.4303 0.046 Uiso 1 1 calc R . . C31 C 0.2515(2) 0.9218(2) 0.40189(14) 0.0399(9) Uani 1 1 d . . . H31A H 0.2692 0.9770 0.3949 0.048 Uiso 1 1 calc R . . C32 C 0.1634(2) 0.8950(2) 0.39070(13) 0.0328(8) Uani 1 1 d . . . H32A H 0.1221 0.9316 0.3759 0.039 Uiso 1 1 calc R . . C33 C 0.1383(2) 0.8128(2) 0.40200(13) 0.0259(8) Uani 1 1 d . . . C34 C -0.02774(19) 0.83363(18) 0.40386(12) 0.0266(7) Uani 1 1 d . . . H34A H -0.0367 0.8752 0.3784 0.032 Uiso 1 1 calc R . . H34B H -0.0115 0.8635 0.4333 0.032 Uiso 1 1 calc R . . C35 C -0.1154(2) 0.78628(19) 0.41189(12) 0.0233(7) Uani 1 1 d . . . C36 C -0.1988(2) 0.8271(2) 0.40776(14) 0.0321(8) Uani 1 1 d . . . H36A H -0.2017 0.8823 0.3962 0.039 Uiso 1 1 calc R . . C37 C -0.2768(2) 0.7854(2) 0.42081(14) 0.0400(10) Uani 1 1 d . . . H37A H -0.3331 0.8125 0.4197 0.048 Uiso 1 1 calc R . . C38 C -0.2705(2) 0.7029(2) 0.43554(15) 0.0362(9) Uani 1 1 d . . . H38A H -0.3228 0.6730 0.4441 0.043 Uiso 1 1 calc R . . C39 C -0.18650(19) 0.66507(19) 0.43744(13) 0.0269(7) Uani 1 1 d . . . H39A H -0.1834 0.6085 0.4465 0.032 Uiso 1 1 calc R . . C40 C 0.0480(2) 0.75943(18) 0.33688(11) 0.0251(7) Uani 1 1 d . . . H40A H 0.1022 0.7267 0.3291 0.030 Uiso 1 1 calc R . . H40B H 0.0536 0.8132 0.3203 0.030 Uiso 1 1 calc R . . C41 C -0.0336(2) 0.71378(17) 0.31616(11) 0.0211(6) Uani 1 1 d . . . C46 C -0.0487(2) 0.62973(17) 0.33180(10) 0.0204(6) Uani 1 1 d . . . C45 C -0.1136(2) 0.57956(17) 0.30785(11) 0.0214(7) Uani 1 1 d . . . C44 C -0.1652(2) 0.61763(18) 0.27126(12) 0.0240(7) Uani 1 1 d . . . H44A H -0.2092 0.5851 0.2555 0.029 Uiso 1 1 calc R . . C43 C -0.1547(2) 0.70146(19) 0.25697(12) 0.0252(7) Uani 1 1 d . . . C42 C -0.0862(2) 0.74789(19) 0.28012(12) 0.0261(7) Uani 1 1 d . . . H42A H -0.0760 0.8036 0.2708 0.031 Uiso 1 1 calc R . . C47 C -0.1244(2) 0.48460(18) 0.31998(12) 0.0269(7) Uani 1 1 d . . . C48 C -0.1950(2) 0.4419(2) 0.28693(14) 0.0427(10) Uani 1 1 d . . . H48A H -0.2000 0.3832 0.2954 0.064 Uiso 1 1 calc R . . H48B H -0.1758 0.4469 0.2537 0.064 Uiso 1 1 calc R . . H48C H -0.2533 0.4688 0.2910 0.064 Uiso 1 1 calc R . . C49 C -0.1551(2) 0.4719(2) 0.37208(13) 0.0339(8) Uani 1 1 d . . . H49A H -0.1612 0.4126 0.3786 0.051 Uiso 1 1 calc R . . H49B H -0.2130 0.4993 0.3770 0.051 Uiso 1 1 calc R . . H49C H -0.1106 0.4958 0.3937 0.051 Uiso 1 1 calc R . . C50 C -0.0331(2) 0.43971(18) 0.31177(13) 0.0348(8) Uani 1 1 d . . . H50A H -0.0396 0.3808 0.3193 0.052 Uiso 1 1 calc R . . H50B H 0.0127 0.4642 0.3324 0.052 Uiso 1 1 calc R . . H50C H -0.0151 0.4460 0.2785 0.052 Uiso 1 1 calc R . . C51 C -0.2150(2) 0.7425(2) 0.21812(14) 0.0344(9) Uani 1 1 d . . . C52 C -0.2786(3) 0.6805(3) 0.19313(19) 0.0798(17) Uani 1 1 d . . . H52A H -0.2432 0.6379 0.1770 0.120 Uiso 1 1 calc R . . H52B H -0.3154 0.7100 0.1698 0.120 Uiso 1 1 calc R . . H52C H -0.3176 0.6544 0.2168 0.120 Uiso 1 1 calc R . . C53 C -0.1592(3) 0.7866(3) 0.18068(15) 0.0569(12) Uani 1 1 d . . . H53A H -0.1204 0.7465 0.1646 0.085 Uiso 1 1 calc R . . H53B H -0.1223 0.8292 0.1959 0.085 Uiso 1 1 calc R . . H53C H -0.1991 0.8126 0.1573 0.085 Uiso 1 1 calc R . . C54 C -0.2767(3) 0.8090(3) 0.24321(17) 0.0679(14) Uani 1 1 d . . . H54A H -0.3152 0.8355 0.2194 0.102 Uiso 1 1 calc R . . H54B H -0.2392 0.8509 0.2586 0.102 Uiso 1 1 calc R . . H54C H -0.3141 0.7816 0.2672 0.102 Uiso 1 1 calc R . . C1 C 0.18599(19) 0.49304(19) 0.41486(11) 0.0217(7) Uani 1 1 d . . . C2 C 0.2087(2) 0.5221(2) 0.36932(12) 0.0275(7) Uani 1 1 d . . . H2A H 0.1714 0.5611 0.3537 0.033 Uiso 1 1 calc R . . C3 C 0.2878(2) 0.4929(2) 0.34691(12) 0.0279(7) Uani 1 1 d . . . H3A H 0.3036 0.5125 0.3162 0.033 Uiso 1 1 calc R . . C4 C 0.3425(2) 0.4352(2) 0.37012(12) 0.0318(8) Uani 1 1 d . . . H4A H 0.3955 0.4160 0.3550 0.038 Uiso 1 1 calc R . . C5 C 0.3198(2) 0.4054(2) 0.41567(12) 0.0276(8) Uani 1 1 d . . . H5A H 0.3574 0.3665 0.4313 0.033 Uiso 1 1 calc R . . C6 C 0.24088(19) 0.43387(18) 0.43782(12) 0.0225(6) Uani 1 1 d . . . C7 C 0.2345(2) 0.32071(18) 0.49702(12) 0.0282(7) Uani 1 1 d . . . H7A H 0.2981 0.3167 0.5068 0.034 Uiso 1 1 calc R . . H7B H 0.2268 0.2877 0.4676 0.034 Uiso 1 1 calc R . . C8 C 0.1758(2) 0.28450(19) 0.53592(12) 0.0264(7) Uani 1 1 d . . . C9 C 0.2080(2) 0.2174(2) 0.56423(14) 0.0346(8) Uani 1 1 d . . . H9A H 0.2683 0.1992 0.5613 0.042 Uiso 1 1 calc R . . C10 C 0.1500(2) 0.1786(2) 0.59625(14) 0.0406(9) Uani 1 1 d . . . H10A H 0.1699 0.1338 0.6153 0.049 Uiso 1 1 calc R . . C11 C 0.0614(2) 0.2076(2) 0.59951(14) 0.0401(9) Uani 1 1 d . . . H11A H 0.0200 0.1814 0.6203 0.048 Uiso 1 1 calc R . . C12 C 0.0344(2) 0.27541(19) 0.57174(13) 0.0328(8) Uani 1 1 d . . . H12A H -0.0253 0.2951 0.5751 0.039 Uiso 1 1 calc R . . C13 C 0.2636(2) 0.4685(2) 0.52060(12) 0.0258(7) Uani 1 1 d . . . H13A H 0.3287 0.4604 0.5154 0.031 Uiso 1 1 calc R . . H13B H 0.2493 0.5265 0.5120 0.031 Uiso 1 1 calc R . . C14 C 0.24404(19) 0.45660(17) 0.57340(12) 0.0219(7) Uani 1 1 d . . . C19 C 0.1559(2) 0.47664(18) 0.59121(12) 0.0230(7) Uani 1 1 d . . . C18 C 0.1394(2) 0.48042(18) 0.64088(12) 0.0227(7) Uani 1 1 d . . . C17 C 0.2122(2) 0.45748(19) 0.67158(12) 0.0261(7) Uani 1 1 d . . . H17A H 0.2022 0.4588 0.7049 0.031 Uiso 1 1 calc R . . C16 C 0.2978(2) 0.43306(19) 0.65516(12) 0.0241(7) Uani 1 1 d . . . C15 C 0.3131(2) 0.43477(19) 0.60572(12) 0.0246(7) Uani 1 1 d . . . H15A H 0.3708 0.4211 0.5938 0.030 Uiso 1 1 calc R . . C24 C 0.0481(2) 0.51224(19) 0.66192(11) 0.0282(7) Uani 1 1 d . . . C25 C 0.0301(2) 0.6021(2) 0.64332(13) 0.0374(9) Uani 1 1 d . . . H25A H -0.0267 0.6224 0.6563 0.056 Uiso 1 1 calc R . . H25B H 0.0270 0.6015 0.6085 0.056 Uiso 1 1 calc R . . H25C H 0.0789 0.6386 0.6535 0.056 Uiso 1 1 calc R . . C26 C 0.0482(2) 0.5162(2) 0.71775(12) 0.0416(9) Uani 1 1 d . . . H26A H -0.0101 0.5363 0.7289 0.062 Uiso 1 1 calc R . . H26B H 0.0955 0.5539 0.7285 0.062 Uiso 1 1 calc R . . H26C H 0.0592 0.4607 0.7307 0.062 Uiso 1 1 calc R . . C27 C -0.0312(2) 0.4541(2) 0.64675(13) 0.0400(9) Uani 1 1 d . . . H27A H -0.0874 0.4751 0.6602 0.060 Uiso 1 1 calc R . . H27B H -0.0201 0.3980 0.6586 0.060 Uiso 1 1 calc R . . H27C H -0.0357 0.4531 0.6120 0.060 Uiso 1 1 calc R . . C20 C 0.3744(2) 0.4035(2) 0.68955(12) 0.0289(8) Uani 1 1 d . . . C21 C 0.4630(2) 0.4523(2) 0.67943(13) 0.0467(10) Uani 1 1 d . . . H21A H 0.5100 0.4332 0.7011 0.070 Uiso 1 1 calc R . . H21B H 0.4526 0.5116 0.6843 0.070 Uiso 1 1 calc R . . H21C H 0.4818 0.4426 0.6465 0.070 Uiso 1 1 calc R . . C22 C 0.3508(2) 0.4178(2) 0.74269(13) 0.0402(9) Uani 1 1 d . . . H22A H 0.4004 0.3986 0.7626 0.060 Uiso 1 1 calc R . . H22B H 0.2963 0.3870 0.7507 0.060 Uiso 1 1 calc R . . H22C H 0.3408 0.4770 0.7483 0.060 Uiso 1 1 calc R . . C23 C 0.3914(3) 0.3092(2) 0.68044(16) 0.0511(11) Uani 1 1 d . . . H23A H 0.4391 0.2895 0.7016 0.077 Uiso 1 1 calc R . . H23B H 0.4095 0.3009 0.6473 0.077 Uiso 1 1 calc R . . H23C H 0.3363 0.2780 0.6867 0.077 Uiso 1 1 calc R . . C61 C 0.1313(3) 0.9944(3) 0.50872(17) 0.0639(12) Uani 1 1 d . . . H61A H 0.0940 0.9505 0.5224 0.096 Uiso 1 1 calc R . . H61B H 0.1527 1.0309 0.5341 0.096 Uiso 1 1 calc R . . H61C H 0.1826 0.9696 0.4923 0.096 Uiso 1 1 calc R . . C62 C 0.0760(3) 1.0443(3) 0.47341(17) 0.0560(12) Uani 1 1 d . . . C63 C 0.1213(3) 1.1159(2) 0.44790(19) 0.0696(14) Uani 1 1 d . . . H63A H 0.0784 1.1424 0.4264 0.104 Uiso 1 1 calc R . . H63B H 0.1724 1.0950 0.4295 0.104 Uiso 1 1 calc R . . H63C H 0.1425 1.1564 0.4713 0.104 Uiso 1 1 calc R . . C58 C 0.4112(4) 0.7714(4) 0.2260(2) 0.117(2) Uani 1 1 d . . . H58A H 0.4522 0.7302 0.2125 0.175 Uiso 1 1 calc R . . H58B H 0.4450 0.8211 0.2349 0.175 Uiso 1 1 calc R . . H58C H 0.3656 0.7860 0.2024 0.175 Uiso 1 1 calc R . . C59 C 0.3675(3) 0.7368(3) 0.26842(17) 0.0514(11) Uani 1 1 d . . . C60 C 0.3011(3) 0.7886(3) 0.29560(17) 0.0686(14) Uani 1 1 d . . . H60A H 0.2782 0.7568 0.3227 0.103 Uiso 1 1 calc R . . H60B H 0.2512 0.8037 0.2747 0.103 Uiso 1 1 calc R . . H60C H 0.3306 0.8389 0.3071 0.103 Uiso 1 1 calc R . . C55 C 0.0954(3) -0.1262(3) 0.6762(2) 0.0844(17) Uani 1 1 d . . . H55A H 0.1382 -0.0936 0.6949 0.127 Uiso 1 1 calc R . . H55B H 0.1271 -0.1710 0.6599 0.127 Uiso 1 1 calc R . . H55C H 0.0499 -0.1497 0.6973 0.127 Uiso 1 1 calc R . . C56 C 0.0510(3) -0.0712(3) 0.64003(16) 0.0551(11) Uani 1 1 d . . . C57 C -0.0191(3) -0.1108(3) 0.60681(19) 0.0772(16) Uani 1 1 d . . . H57A H -0.0428 -0.0686 0.5851 0.116 Uiso 1 1 calc R . . H57B H -0.0682 -0.1338 0.6258 0.116 Uiso 1 1 calc R . . H57C H 0.0091 -0.1551 0.5883 0.116 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zr2 0.01572(13) 0.01793(13) 0.02240(15) 0.00044(12) -0.00160(13) 0.00177(12) Zr1 0.01813(14) 0.02013(13) 0.02362(16) 0.00254(13) -0.00318(13) 0.00115(12) Cl3 0.0287(4) 0.0371(4) 0.0320(5) -0.0095(4) -0.0026(4) 0.0014(3) Cl2 0.0210(4) 0.0374(5) 0.0469(6) 0.0096(4) -0.0019(4) -0.0036(3) Cl1 0.0406(4) 0.0283(4) 0.0341(5) -0.0041(3) -0.0081(4) 0.0015(4) O3 0.0172(10) 0.0266(11) 0.0387(15) -0.0006(11) -0.0017(10) 0.0006(9) O4 0.0242(11) 0.0177(10) 0.0235(12) 0.0011(9) -0.0032(9) -0.0005(8) O5 0.0186(10) 0.0259(10) 0.0317(12) 0.0064(9) 0.0008(9) 0.0061(9) O1 0.0236(10) 0.0234(10) 0.0233(12) 0.0012(10) 0.0011(10) 0.0044(9) O2 0.0194(10) 0.0254(11) 0.0236(12) 0.0028(10) -0.0046(9) 0.0010(9) O8 0.049(2) 0.115(3) 0.163(4) 0.024(3) -0.025(2) -0.001(2) O7 0.132(3) 0.073(3) 0.114(4) 0.017(2) 0.014(3) 0.026(2) O6 0.074(2) 0.060(2) 0.141(4) 0.030(2) -0.013(2) -0.0158(18) N3 0.0171(12) 0.0209(12) 0.0310(15) -0.0017(11) 0.0006(12) -0.0028(11) N4 0.0207(13) 0.0203(13) 0.0237(15) 0.0014(11) 0.0001(11) 0.0011(10) N1 0.0228(13) 0.0202(13) 0.0248(16) 0.0025(11) -0.0012(11) 0.0042(10) N2 0.0276(14) 0.0203(13) 0.0274(16) 0.0018(12) -0.0042(12) -0.0022(11) C28 0.0170(15) 0.036(2) 0.028(2) -0.0046(16) 0.0035(13) 0.0001(14) C29 0.0232(16) 0.050(2) 0.032(2) -0.0078(18) 0.0015(16) -0.0005(15) C30 0.0253(17) 0.050(2) 0.040(2) -0.0155(19) 0.0068(16) -0.0175(17) C31 0.0332(19) 0.038(2) 0.048(3) -0.0096(19) 0.0105(17) -0.0168(17) C32 0.0311(19) 0.0287(18) 0.039(2) -0.0022(16) -0.0019(16) -0.0090(15) C33 0.0205(16) 0.0260(17) 0.031(2) -0.0060(15) 0.0011(14) -0.0076(14) C34 0.0244(17) 0.0183(15) 0.037(2) 0.0006(13) 0.0010(14) -0.0004(13) C35 0.0226(16) 0.0213(16) 0.0259(19) 0.0000(14) 0.0020(14) 0.0007(13) C36 0.0255(18) 0.0256(18) 0.045(2) 0.0102(16) 0.0041(16) 0.0093(14) C37 0.0237(18) 0.045(2) 0.051(3) 0.0104(19) 0.0037(17) 0.0125(16) C38 0.0216(17) 0.0370(19) 0.050(3) 0.0079(19) 0.0032(18) 0.0003(14) C39 0.0244(16) 0.0216(16) 0.035(2) 0.0042(15) -0.0015(15) 0.0001(13) C40 0.0245(16) 0.0195(14) 0.0314(18) 0.0017(13) 0.0005(15) -0.0065(14) C41 0.0210(15) 0.0205(14) 0.0220(16) 0.0010(12) 0.0006(14) -0.0002(13) C46 0.0165(14) 0.0221(15) 0.0225(16) -0.0003(12) -0.0005(13) 0.0044(13) C45 0.0211(15) 0.0165(15) 0.0265(18) 0.0024(13) 0.0009(13) -0.0001(12) C44 0.0219(16) 0.0227(16) 0.0274(19) 0.0011(14) -0.0022(14) -0.0035(13) C43 0.0225(16) 0.0271(17) 0.0258(19) 0.0004(15) 0.0002(14) 0.0000(13) C42 0.0267(17) 0.0197(16) 0.032(2) 0.0023(15) 0.0021(14) -0.0010(13) C47 0.0280(17) 0.0162(15) 0.037(2) 0.0031(15) -0.0068(15) -0.0030(14) C48 0.048(2) 0.0238(17) 0.056(3) 0.0006(19) -0.0209(19) -0.0052(17) C49 0.0356(19) 0.0233(17) 0.043(2) 0.0085(16) -0.0012(17) -0.0076(15) C50 0.0412(19) 0.0174(14) 0.046(2) -0.0014(15) 0.0014(17) 0.0026(17) C51 0.0305(19) 0.0308(19) 0.042(2) 0.0128(17) -0.0079(16) -0.0030(15) C52 0.091(4) 0.066(3) 0.082(4) 0.024(3) -0.059(3) -0.024(3) C53 0.046(2) 0.079(3) 0.046(3) 0.032(2) -0.007(2) 0.005(2) C54 0.064(3) 0.083(3) 0.056(3) 0.021(3) 0.002(2) 0.035(3) C1 0.0195(15) 0.0218(16) 0.0240(18) -0.0036(14) -0.0008(13) 0.0019(13) C2 0.0299(17) 0.0260(17) 0.0266(19) 0.0004(15) -0.0014(15) 0.0053(14) C3 0.0276(17) 0.0332(18) 0.0228(18) 0.0019(15) 0.0050(14) 0.0007(15) C4 0.0244(17) 0.041(2) 0.031(2) -0.0036(18) 0.0050(14) 0.0037(16) C5 0.0217(16) 0.0297(17) 0.031(2) -0.0009(15) -0.0027(14) 0.0086(14) C6 0.0239(15) 0.0208(15) 0.0229(17) -0.0008(15) -0.0008(13) -0.0014(13) C7 0.0310(17) 0.0242(16) 0.029(2) 0.0032(15) -0.0016(16) 0.0085(13) C8 0.0305(18) 0.0198(16) 0.029(2) -0.0002(14) -0.0043(15) 0.0017(14) C9 0.0328(18) 0.0309(18) 0.040(2) 0.0085(18) -0.0005(18) 0.0095(14) C10 0.047(2) 0.0286(19) 0.046(3) 0.0159(18) -0.0039(19) 0.0067(17) C11 0.038(2) 0.0338(19) 0.049(2) 0.0154(17) 0.0002(18) -0.0036(16) C12 0.0269(17) 0.0299(16) 0.042(2) 0.0035(16) -0.0035(17) -0.0056(15) C13 0.0168(15) 0.0332(18) 0.0275(19) -0.0020(15) -0.0008(13) 0.0045(13) C14 0.0225(15) 0.0193(15) 0.0240(18) 0.0007(13) -0.0018(13) -0.0015(12) C19 0.0212(16) 0.0174(15) 0.0304(19) 0.0017(14) -0.0034(14) -0.0005(13) C18 0.0248(16) 0.0201(15) 0.0232(18) 0.0009(14) -0.0017(14) -0.0009(13) C17 0.0297(17) 0.0288(18) 0.0200(18) 0.0051(14) 0.0005(14) -0.0003(14) C16 0.0241(16) 0.0223(16) 0.0260(18) 0.0010(15) -0.0050(13) -0.0020(14) C15 0.0206(15) 0.0263(16) 0.0269(18) -0.0039(15) -0.0016(13) 0.0006(14) C24 0.0242(16) 0.0341(17) 0.0263(17) 0.0025(14) 0.0024(15) 0.0001(16) C25 0.0308(19) 0.0415(19) 0.040(2) 0.0033(17) 0.0047(17) 0.0106(16) C26 0.0363(19) 0.053(2) 0.035(2) 0.0007(18) 0.0068(18) 0.0079(19) C27 0.0284(18) 0.055(2) 0.037(2) 0.0017(18) 0.0049(16) -0.0047(17) C20 0.0272(18) 0.0333(18) 0.0262(19) 0.0052(15) -0.0039(15) 0.0017(15) C21 0.0298(18) 0.074(3) 0.036(2) 0.010(2) -0.0067(18) -0.004(2) C22 0.035(2) 0.052(2) 0.034(2) 0.0075(19) -0.0086(17) 0.0068(17) C23 0.058(3) 0.038(2) 0.057(3) 0.000(2) -0.023(2) 0.020(2) C61 0.080(3) 0.060(3) 0.052(3) 0.014(2) -0.002(3) 0.011(2) C62 0.040(2) 0.061(3) 0.066(3) 0.003(2) -0.013(2) 0.007(2) C63 0.075(3) 0.042(2) 0.092(4) 0.005(3) -0.023(3) -0.004(2) C58 0.146(6) 0.112(5) 0.092(5) 0.027(4) 0.051(4) 0.013(4) C59 0.047(2) 0.054(3) 0.053(3) -0.001(2) -0.008(2) 0.002(2) C60 0.055(3) 0.093(4) 0.058(3) -0.005(3) -0.003(2) 0.009(3) C55 0.080(4) 0.078(4) 0.095(4) 0.023(3) 0.003(3) 0.001(3) C56 0.042(2) 0.057(3) 0.066(3) 0.004(2) 0.012(2) 0.001(2) C57 0.065(3) 0.081(3) 0.086(4) -0.030(3) 0.012(3) 0.007(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr2 O4 2.001(2) . ? Zr2 O3 2.0232(19) . ? Zr2 O5 2.1325(19) . ? Zr2 O1 2.2142(18) . ? Zr2 N4 2.377(2) . ? Zr2 N3 2.448(2) . ? Zr2 Cl3 2.5104(9) . ? Zr2 Zr1 3.6236(4) . ? Zr1 O2 1.997(2) . ? Zr1 O5 2.1569(19) . ? Zr1 O1 2.170(2) . ? Zr1 N2 2.418(2) . ? Zr1 N1 2.446(2) . ? Zr1 Cl1 2.4540(8) . ? Zr1 Cl2 2.5155(8) . ? O3 C28 1.342(4) . ? O4 C46 1.346(3) . ? O5 H5B 0.9300 . ? O1 C1 1.375(3) . ? O2 C19 1.370(3) . ? O8 C62 1.191(5) . ? O7 C59 1.202(5) . ? O6 C56 1.197(5) . ? N3 C33 1.472(4) . ? N3 C40 1.487(4) . ? N3 C34 1.489(4) . ? N4 C39 1.335(4) . ? N4 C35 1.351(4) . ? N1 C6 1.458(4) . ? N1 C7 1.483(3) . ? N1 C13 1.514(4) . ? N2 C12 1.337(4) . ? N2 C8 1.352(4) . ? C28 C33 1.395(4) . ? C28 C29 1.398(4) . ? C29 C30 1.384(5) . ? C29 H29A 0.9300 . ? C30 C31 1.368(5) . ? C30 H30A 0.9300 . ? C31 C32 1.390(4) . ? C31 H31A 0.9300 . ? C32 C33 1.387(4) . ? C32 H32A 0.9300 . ? C34 C35 1.501(4) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.385(4) . ? C36 C37 1.365(5) . ? C36 H36A 0.9300 . ? C37 C38 1.371(5) . ? C37 H37A 0.9300 . ? C38 C39 1.367(4) . ? C38 H38A 0.9300 . ? C39 H39A 0.9300 . ? C40 C41 1.507(4) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C41 C42 1.367(4) . ? C41 C46 1.415(4) . ? C46 C45 1.402(4) . ? C45 C44 1.396(4) . ? C45 C47 1.547(4) . ? C44 C43 1.392(4) . ? C44 H44A 0.9300 . ? C43 C42 1.396(4) . ? C43 C51 1.532(4) . ? C42 H42A 0.9300 . ? C47 C49 1.518(5) . ? C47 C50 1.529(4) . ? C47 C48 1.533(4) . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? C49 H49A 0.9600 . ? C49 H49B 0.9600 . ? C49 H49C 0.9600 . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C51 C53 1.489(5) . ? C51 C52 1.517(5) . ? C51 C54 1.549(5) . ? C52 H52A 0.9600 . ? C52 H52B 0.9600 . ? C52 H52C 0.9600 . ? C53 H53A 0.9600 . ? C53 H53B 0.9600 . ? C53 H53C 0.9600 . ? C54 H54A 0.9600 . ? C54 H54B 0.9600 . ? C54 H54C 0.9600 . ? C1 C2 1.377(4) . ? C1 C6 1.386(4) . ? C2 C3 1.389(4) . ? C2 H2A 0.9300 . ? C3 C4 1.372(4) . ? C3 H3A 0.9300 . ? C4 C5 1.382(4) . ? C4 H4A 0.9300 . ? C5 C6 1.381(4) . ? C5 H5A 0.9300 . ? C7 C8 1.488(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C8 C9 1.400(4) . ? C9 C10 1.369(5) . ? C9 H9A 0.9300 . ? C10 C11 1.377(5) . ? C10 H10A 0.9300 . ? C11 C12 1.376(4) . ? C11 H11A 0.9300 . ? C12 H12A 0.9300 . ? C13 C14 1.495(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.391(4) . ? C14 C19 1.415(4) . ? C19 C18 1.391(4) . ? C18 C17 1.406(4) . ? C18 C24 1.541(4) . ? C17 C16 1.386(4) . ? C17 H17A 0.9300 . ? C16 C15 1.381(4) . ? C16 C20 1.540(4) . ? C15 H15A 0.9300 . ? C24 C25 1.534(4) . ? C24 C27 1.538(4) . ? C24 C26 1.540(4) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C20 C22 1.522(5) . ? C20 C21 1.532(5) . ? C20 C23 1.535(4) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C61 C62 1.491(5) . ? C61 H61A 0.9600 . ? C61 H61B 0.9600 . ? C61 H61C 0.9600 . ? C62 C63 1.488(6) . ? C63 H63A 0.9600 . ? C63 H63B 0.9600 . ? C63 H63C 0.9600 . ? C58 C59 1.440(7) . ? C58 H58A 0.9600 . ? C58 H58B 0.9600 . ? C58 H58C 0.9600 . ? C59 C60 1.475(6) . ? C60 H60A 0.9600 . ? C60 H60B 0.9600 . ? C60 H60C 0.9600 . ? C55 C56 1.474(6) . ? C55 H55A 0.9600 . ? C55 H55B 0.9600 . ? C55 H55C 0.9600 . ? C56 C57 1.510(6) . ? C57 H57A 0.9600 . ? C57 H57B 0.9600 . ? C57 H57C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zr2 O3 107.44(9) . . ? O4 Zr2 O5 101.10(8) . . ? O3 Zr2 O5 130.14(8) . . ? O4 Zr2 O1 83.82(8) . . ? O3 Zr2 O1 77.45(7) . . ? O5 Zr2 O1 65.87(7) . . ? O4 Zr2 N4 79.47(8) . . ? O3 Zr2 N4 139.28(8) . . ? O5 Zr2 N4 85.10(8) . . ? O1 Zr2 N4 142.87(8) . . ? O4 Zr2 N3 80.68(8) . . ? O3 Zr2 N3 72.08(8) . . ? O5 Zr2 N3 153.99(8) . . ? O1 Zr2 N3 139.55(8) . . ? N4 Zr2 N3 69.59(8) . . ? O4 Zr2 Cl3 155.05(6) . . ? O3 Zr2 Cl3 86.63(7) . . ? O5 Zr2 Cl3 83.87(6) . . ? O1 Zr2 Cl3 119.95(6) . . ? N4 Zr2 Cl3 76.60(6) . . ? N3 Zr2 Cl3 84.45(6) . . ? O4 Zr2 Zr1 97.51(6) . . ? O3 Zr2 Zr1 102.62(6) . . ? O5 Zr2 Zr1 32.56(5) . . ? O1 Zr2 Zr1 33.88(5) . . ? N4 Zr2 Zr1 116.46(6) . . ? N3 Zr2 Zr1 173.39(6) . . ? Cl3 Zr2 Zr1 99.36(2) . . ? O2 Zr1 O5 88.58(8) . . ? O2 Zr1 O1 102.94(8) . . ? O5 Zr1 O1 66.23(7) . . ? O2 Zr1 N2 79.06(8) . . ? O5 Zr1 N2 154.97(8) . . ? O1 Zr1 N2 137.62(8) . . ? O2 Zr1 N1 81.37(8) . . ? O5 Zr1 N1 130.37(8) . . ? O1 Zr1 N1 69.03(8) . . ? N2 Zr1 N1 69.51(8) . . ? O2 Zr1 Cl1 158.13(6) . . ? O5 Zr1 Cl1 113.25(6) . . ? O1 Zr1 Cl1 85.64(6) . . ? N2 Zr1 Cl1 81.12(7) . . ? N1 Zr1 Cl1 83.11(6) . . ? O2 Zr1 Cl2 98.19(6) . . ? O5 Zr1 Cl2 76.96(5) . . ? O1 Zr1 Cl2 136.58(5) . . ? N2 Zr1 Cl2 83.31(6) . . ? N1 Zr1 Cl2 152.47(6) . . ? Cl1 Zr1 Cl2 88.56(3) . . ? O2 Zr1 Zr2 92.03(6) . . ? O5 Zr1 Zr2 32.15(5) . . ? O1 Zr1 Zr2 34.66(5) . . ? N2 Zr1 Zr2 166.60(6) . . ? N1 Zr1 Zr2 99.46(6) . . ? Cl1 Zr1 Zr2 105.68(2) . . ? Cl2 Zr1 Zr2 108.06(2) . . ? C28 O3 Zr2 123.49(17) . . ? C46 O4 Zr2 136.70(17) . . ? Zr2 O5 Zr1 115.29(9) . . ? Zr2 O5 H5B 122.4 . . ? Zr1 O5 H5B 122.4 . . ? C1 O1 Zr1 120.04(17) . . ? C1 O1 Zr2 128.45(18) . . ? Zr1 O1 Zr2 111.47(8) . . ? C19 O2 Zr1 138.16(18) . . ? C33 N3 C40 107.3(2) . . ? C33 N3 C34 111.7(2) . . ? C40 N3 C34 111.0(2) . . ? C33 N3 Zr2 106.13(18) . . ? C40 N3 Zr2 110.06(16) . . ? C34 N3 Zr2 110.53(17) . . ? C39 N4 C35 117.2(2) . . ? C39 N4 Zr2 123.71(19) . . ? C35 N4 Zr2 119.12(19) . . ? C6 N1 C7 111.0(2) . . ? C6 N1 C13 105.8(2) . . ? C7 N1 C13 110.6(2) . . ? C6 N1 Zr1 108.41(17) . . ? C7 N1 Zr1 112.16(18) . . ? C13 N1 Zr1 108.65(17) . . ? C12 N2 C8 117.3(3) . . ? C12 N2 Zr1 124.4(2) . . ? C8 N2 Zr1 118.2(2) . . ? O3 C28 C33 118.3(3) . . ? O3 C28 C29 123.0(3) . . ? C33 C28 C29 118.6(3) . . ? C30 C29 C28 119.5(3) . . ? C30 C29 H29A 120.3 . . ? C28 C29 H29A 120.3 . . ? C31 C30 C29 121.4(3) . . ? C31 C30 H30A 119.3 . . ? C29 C30 H30A 119.3 . . ? C30 C31 C32 120.2(3) . . ? C30 C31 H31A 119.9 . . ? C32 C31 H31A 119.9 . . ? C33 C32 C31 118.8(3) . . ? C33 C32 H32A 120.6 . . ? C31 C32 H32A 120.6 . . ? C32 C33 C28 121.5(3) . . ? C32 C33 N3 123.7(3) . . ? C28 C33 N3 114.7(3) . . ? N3 C34 C35 111.9(2) . . ? N3 C34 H34A 109.2 . . ? C35 C34 H34A 109.2 . . ? N3 C34 H34B 109.2 . . ? C35 C34 H34B 109.2 . . ? H34A C34 H34B 107.9 . . ? N4 C35 C36 122.1(3) . . ? N4 C35 C34 117.2(3) . . ? C36 C35 C34 120.5(3) . . ? C37 C36 C35 119.2(3) . . ? C37 C36 H36A 120.4 . . ? C35 C36 H36A 120.4 . . ? C36 C37 C38 118.9(3) . . ? C36 C37 H37A 120.6 . . ? C38 C37 H37A 120.6 . . ? C39 C38 C37 119.2(3) . . ? C39 C38 H38A 120.4 . . ? C37 C38 H38A 120.4 . . ? N4 C39 C38 123.3(3) . . ? N4 C39 H39A 118.4 . . ? C38 C39 H39A 118.4 . . ? N3 C40 C41 117.6(3) . . ? N3 C40 H40A 107.9 . . ? C41 C40 H40A 107.9 . . ? N3 C40 H40B 107.9 . . ? C41 C40 H40B 107.9 . . ? H40A C40 H40B 107.2 . . ? C42 C41 C46 120.3(3) . . ? C42 C41 C40 122.1(3) . . ? C46 C41 C40 117.3(3) . . ? O4 C46 C45 123.4(2) . . ? O4 C46 C41 117.0(3) . . ? C45 C46 C41 119.6(3) . . ? C44 C45 C46 117.5(3) . . ? C44 C45 C47 121.3(3) . . ? C46 C45 C47 121.1(3) . . ? C43 C44 C45 123.7(3) . . ? C43 C44 H44A 118.1 . . ? C45 C44 H44A 118.1 . . ? C44 C43 C42 116.8(3) . . ? C44 C43 C51 122.6(3) . . ? C42 C43 C51 120.6(3) . . ? C41 C42 C43 121.8(3) . . ? C41 C42 H42A 119.1 . . ? C43 C42 H42A 119.1 . . ? C49 C47 C50 109.7(3) . . ? C49 C47 C48 107.7(3) . . ? C50 C47 C48 107.1(3) . . ? C49 C47 C45 111.3(3) . . ? C50 C47 C45 109.3(2) . . ? C48 C47 C45 111.6(3) . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C47 C50 H50A 109.5 . . ? C47 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C47 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C53 C51 C52 108.9(4) . . ? C53 C51 C43 111.6(3) . . ? C52 C51 C43 113.3(3) . . ? C53 C51 C54 108.1(3) . . ? C52 C51 C54 106.5(3) . . ? C43 C51 C54 108.1(3) . . ? C51 C52 H52A 109.5 . . ? C51 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C51 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C51 C53 H53A 109.5 . . ? C51 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C51 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C51 C54 H54A 109.5 . . ? C51 C54 H54B 109.5 . . ? H54A C54 H54B 109.5 . . ? C51 C54 H54C 109.5 . . ? H54A C54 H54C 109.5 . . ? H54B C54 H54C 109.5 . . ? O1 C1 C2 123.3(3) . . ? O1 C1 C6 116.6(3) . . ? C2 C1 C6 120.1(3) . . ? C1 C2 C3 119.7(3) . . ? C1 C2 H2A 120.2 . . ? C3 C2 H2A 120.2 . . ? C4 C3 C2 119.9(3) . . ? C4 C3 H3A 120.0 . . ? C2 C3 H3A 120.0 . . ? C3 C4 C5 120.7(3) . . ? C3 C4 H4A 119.6 . . ? C5 C4 H4A 119.6 . . ? C6 C5 C4 119.4(3) . . ? C6 C5 H5A 120.3 . . ? C4 C5 H5A 120.3 . . ? C5 C6 C1 120.2(3) . . ? C5 C6 N1 124.5(3) . . ? C1 C6 N1 115.3(2) . . ? N1 C7 C8 112.3(3) . . ? N1 C7 H7A 109.1 . . ? C8 C7 H7A 109.1 . . ? N1 C7 H7B 109.1 . . ? C8 C7 H7B 109.1 . . ? H7A C7 H7B 107.9 . . ? N2 C8 C9 122.0(3) . . ? N2 C8 C7 117.8(3) . . ? C9 C8 C7 120.0(3) . . ? C10 C9 C8 119.4(3) . . ? C10 C9 H9A 120.3 . . ? C8 C9 H9A 120.3 . . ? C9 C10 C11 118.4(3) . . ? C9 C10 H10A 120.8 . . ? C11 C10 H10A 120.8 . . ? C12 C11 C10 119.5(3) . . ? C12 C11 H11A 120.2 . . ? C10 C11 H11A 120.2 . . ? N2 C12 C11 123.3(3) . . ? N2 C12 H12A 118.4 . . ? C11 C12 H12A 118.4 . . ? C14 C13 N1 115.5(3) . . ? C14 C13 H13A 108.4 . . ? N1 C13 H13A 108.4 . . ? C14 C13 H13B 108.4 . . ? N1 C13 H13B 108.4 . . ? H13A C13 H13B 107.5 . . ? C15 C14 C19 119.7(3) . . ? C15 C14 C13 121.0(3) . . ? C19 C14 C13 118.9(3) . . ? O2 C19 C18 123.9(3) . . ? O2 C19 C14 115.6(3) . . ? C18 C19 C14 120.6(3) . . ? C19 C18 C17 116.8(3) . . ? C19 C18 C24 122.3(3) . . ? C17 C18 C24 120.9(3) . . ? C16 C17 C18 123.9(3) . . ? C16 C17 H17A 118.0 . . ? C18 C17 H17A 118.0 . . ? C15 C16 C17 117.6(3) . . ? C15 C16 C20 119.6(3) . . ? C17 C16 C20 122.7(3) . . ? C16 C15 C14 121.2(3) . . ? C16 C15 H15A 119.4 . . ? C14 C15 H15A 119.4 . . ? C25 C24 C27 109.5(3) . . ? C25 C24 C26 107.3(3) . . ? C27 C24 C26 107.3(3) . . ? C25 C24 C18 109.0(3) . . ? C27 C24 C18 110.9(3) . . ? C26 C24 C18 112.9(3) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C22 C20 C21 107.0(3) . . ? C22 C20 C23 109.8(3) . . ? C21 C20 C23 108.8(3) . . ? C22 C20 C16 112.5(3) . . ? C21 C20 C16 110.5(3) . . ? C23 C20 C16 108.2(3) . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? C62 C61 H61A 109.5 . . ? C62 C61 H61B 109.5 . . ? H61A C61 H61B 109.5 . . ? C62 C61 H61C 109.5 . . ? H61A C61 H61C 109.5 . . ? H61B C61 H61C 109.5 . . ? O8 C62 C63 121.3(4) . . ? O8 C62 C61 120.4(4) . . ? C63 C62 C61 118.1(4) . . ? C62 C63 H63A 109.5 . . ? C62 C63 H63B 109.5 . . ? H63A C63 H63B 109.5 . . ? C62 C63 H63C 109.5 . . ? H63A C63 H63C 109.5 . . ? H63B C63 H63C 109.5 . . ? C59 C58 H58A 109.5 . . ? C59 C58 H58B 109.5 . . ? H58A C58 H58B 109.5 . . ? C59 C58 H58C 109.5 . . ? H58A C58 H58C 109.5 . . ? H58B C58 H58C 109.5 . . ? O7 C59 C58 120.1(5) . . ? O7 C59 C60 120.3(5) . . ? C58 C59 C60 119.5(5) . . ? C59 C60 H60A 109.5 . . ? C59 C60 H60B 109.5 . . ? H60A C60 H60B 109.5 . . ? C59 C60 H60C 109.5 . . ? H60A C60 H60C 109.5 . . ? H60B C60 H60C 109.5 . . ? C56 C55 H55A 109.5 . . ? C56 C55 H55B 109.5 . . ? H55A C55 H55B 109.5 . . ? C56 C55 H55C 109.5 . . ? H55A C55 H55C 109.5 . . ? H55B C55 H55C 109.5 . . ? O6 C56 C55 121.0(5) . . ? O6 C56 C57 121.4(5) . . ? C55 C56 C57 117.6(4) . . ? C56 C57 H57A 109.5 . . ? C56 C57 H57B 109.5 . . ? H57A C57 H57B 109.5 . . ? C56 C57 H57C 109.5 . . ? H57A C57 H57C 109.5 . . ? H57B C57 H57C 109.5 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag O4 Zr2 Zr1 O2 177.03(8) . . . . ? O3 Zr2 Zr1 O2 67.19(9) . . . . ? O5 Zr2 Zr1 O2 -84.09(11) . . . . ? O1 Zr2 Zr1 O2 110.05(11) . . . . ? N4 Zr2 Zr1 O2 -101.04(9) . . . . ? N3 Zr2 Zr1 O2 103.3(5) . . . . ? Cl3 Zr2 Zr1 O2 -21.43(6) . . . . ? O4 Zr2 Zr1 O5 -98.88(12) . . . . ? O3 Zr2 Zr1 O5 151.28(12) . . . . ? O1 Zr2 Zr1 O5 -165.86(14) . . . . ? N4 Zr2 Zr1 O5 -16.95(12) . . . . ? N3 Zr2 Zr1 O5 -172.6(5) . . . . ? Cl3 Zr2 Zr1 O5 62.66(10) . . . . ? O4 Zr2 Zr1 O1 66.98(11) . . . . ? O3 Zr2 Zr1 O1 -42.86(12) . . . . ? O5 Zr2 Zr1 O1 165.86(14) . . . . ? N4 Zr2 Zr1 O1 148.91(12) . . . . ? N3 Zr2 Zr1 O1 -6.7(5) . . . . ? Cl3 Zr2 Zr1 O1 -131.48(10) . . . . ? O4 Zr2 Zr1 N2 129.2(3) . . . . ? O3 Zr2 Zr1 N2 19.3(3) . . . . ? O5 Zr2 Zr1 N2 -132.0(3) . . . . ? O1 Zr2 Zr1 N2 62.2(3) . . . . ? N4 Zr2 Zr1 N2 -148.9(3) . . . . ? N3 Zr2 Zr1 N2 55.5(6) . . . . ? Cl3 Zr2 Zr1 N2 -69.3(3) . . . . ? O4 Zr2 Zr1 N1 95.44(9) . . . . ? O3 Zr2 Zr1 N1 -14.40(10) . . . . ? O5 Zr2 Zr1 N1 -165.68(12) . . . . ? O1 Zr2 Zr1 N1 28.46(11) . . . . ? N4 Zr2 Zr1 N1 177.37(9) . . . . ? N3 Zr2 Zr1 N1 21.7(5) . . . . ? Cl3 Zr2 Zr1 N1 -103.01(7) . . . . ? O4 Zr2 Zr1 Cl1 10.00(6) . . . . ? O3 Zr2 Zr1 Cl1 -99.84(7) . . . . ? O5 Zr2 Zr1 Cl1 108.88(10) . . . . ? O1 Zr2 Zr1 Cl1 -56.98(10) . . . . ? N4 Zr2 Zr1 Cl1 91.93(7) . . . . ? N3 Zr2 Zr1 Cl1 -63.7(5) . . . . ? Cl3 Zr2 Zr1 Cl1 171.55(3) . . . . ? O4 Zr2 Zr1 Cl2 -83.68(6) . . . . ? O3 Zr2 Zr1 Cl2 166.48(7) . . . . ? O5 Zr2 Zr1 Cl2 15.21(10) . . . . ? O1 Zr2 Zr1 Cl2 -150.66(10) . . . . ? N4 Zr2 Zr1 Cl2 -1.75(7) . . . . ? N3 Zr2 Zr1 Cl2 -157.4(5) . . . . ? Cl3 Zr2 Zr1 Cl2 77.87(3) . . . . ? O4 Zr2 O3 C28 94.1(2) . . . . ? O5 Zr2 O3 C28 -144.0(2) . . . . ? O1 Zr2 O3 C28 173.4(3) . . . . ? N4 Zr2 O3 C28 0.0(3) . . . . ? N3 Zr2 O3 C28 20.3(2) . . . . ? Cl3 Zr2 O3 C28 -64.9(2) . . . . ? Zr1 Zr2 O3 C28 -163.8(2) . . . . ? O3 Zr2 O4 C46 -108.0(3) . . . . ? O5 Zr2 O4 C46 113.4(3) . . . . ? O1 Zr2 O4 C46 177.2(3) . . . . ? N4 Zr2 O4 C46 30.5(3) . . . . ? N3 Zr2 O4 C46 -40.3(3) . . . . ? Cl3 Zr2 O4 C46 13.9(4) . . . . ? Zr1 Zr2 O4 C46 146.2(3) . . . . ? O4 Zr2 O5 Zr1 86.57(10) . . . . ? O3 Zr2 O5 Zr1 -37.84(15) . . . . ? O1 Zr2 O5 Zr1 8.58(9) . . . . ? N4 Zr2 O5 Zr1 164.81(11) . . . . ? N3 Zr2 O5 Zr1 178.06(14) . . . . ? Cl3 Zr2 O5 Zr1 -118.17(9) . . . . ? O2 Zr1 O5 Zr2 96.09(10) . . . . ? O1 Zr1 O5 Zr2 -8.73(9) . . . . ? N2 Zr1 O5 Zr2 155.97(15) . . . . ? N1 Zr1 O5 Zr2 18.68(16) . . . . ? Cl1 Zr1 O5 Zr2 -82.50(9) . . . . ? Cl2 Zr1 O5 Zr2 -165.17(10) . . . . ? O2 Zr1 O1 C1 103.5(2) . . . . ? O5 Zr1 O1 C1 -173.9(2) . . . . ? N2 Zr1 O1 C1 15.6(3) . . . . ? N1 Zr1 O1 C1 28.15(19) . . . . ? Cl1 Zr1 O1 C1 -56.13(19) . . . . ? Cl2 Zr1 O1 C1 -139.40(17) . . . . ? Zr2 Zr1 O1 C1 177.9(3) . . . . ? O2 Zr1 O1 Zr2 -74.42(10) . . . . ? O5 Zr1 O1 Zr2 8.16(8) . . . . ? N2 Zr1 O1 Zr2 -162.30(9) . . . . ? N1 Zr1 O1 Zr2 -149.77(12) . . . . ? Cl1 Zr1 O1 Zr2 125.94(8) . . . . ? Cl2 Zr1 O1 Zr2 42.67(13) . . . . ? O4 Zr2 O1 C1 68.9(2) . . . . ? O3 Zr2 O1 C1 -40.6(2) . . . . ? O5 Zr2 O1 C1 174.0(2) . . . . ? N4 Zr2 O1 C1 132.3(2) . . . . ? N3 Zr2 O1 C1 1.1(3) . . . . ? Cl3 Zr2 O1 C1 -119.1(2) . . . . ? Zr1 Zr2 O1 C1 -177.7(3) . . . . ? O4 Zr2 O1 Zr1 -113.40(10) . . . . ? O3 Zr2 O1 Zr1 137.15(11) . . . . ? O5 Zr2 O1 Zr1 -8.28(8) . . . . ? N4 Zr2 O1 Zr1 -49.98(17) . . . . ? N3 Zr2 O1 Zr1 178.81(9) . . . . ? Cl3 Zr2 O1 Zr1 58.56(10) . . . . ? O5 Zr1 O2 C19 -166.0(3) . . . . ? O1 Zr1 O2 C19 -100.8(3) . . . . ? N2 Zr1 O2 C19 35.9(3) . . . . ? N1 Zr1 O2 C19 -34.8(3) . . . . ? Cl1 Zr1 O2 C19 10.5(4) . . . . ? Cl2 Zr1 O2 C19 117.4(3) . . . . ? Zr2 Zr1 O2 C19 -134.1(3) . . . . ? O4 Zr2 N3 C33 -130.10(19) . . . . ? O3 Zr2 N3 C33 -18.24(18) . . . . ? O5 Zr2 N3 C33 133.7(2) . . . . ? O1 Zr2 N3 C33 -61.2(2) . . . . ? N4 Zr2 N3 C33 147.8(2) . . . . ? Cl3 Zr2 N3 C33 70.00(18) . . . . ? Zr1 Zr2 N3 C33 -55.5(6) . . . . ? O4 Zr2 N3 C40 -14.33(18) . . . . ? O3 Zr2 N3 C40 97.5(2) . . . . ? O5 Zr2 N3 C40 -110.6(2) . . . . ? O1 Zr2 N3 C40 54.5(2) . . . . ? N4 Zr2 N3 C40 -96.48(19) . . . . ? Cl3 Zr2 N3 C40 -174.23(18) . . . . ? Zr1 Zr2 N3 C40 60.3(6) . . . . ? O4 Zr2 N3 C34 108.63(19) . . . . ? O3 Zr2 N3 C34 -139.5(2) . . . . ? O5 Zr2 N3 C34 12.4(3) . . . . ? O1 Zr2 N3 C34 177.50(16) . . . . ? N4 Zr2 N3 C34 26.48(18) . . . . ? Cl3 Zr2 N3 C34 -51.27(18) . . . . ? Zr1 Zr2 N3 C34 -176.7(4) . . . . ? O4 Zr2 N4 C39 84.4(3) . . . . ? O3 Zr2 N4 C39 -171.1(2) . . . . ? O5 Zr2 N4 C39 -17.9(3) . . . . ? O1 Zr2 N4 C39 19.6(3) . . . . ? N3 Zr2 N4 C39 168.3(3) . . . . ? Cl3 Zr2 N4 C39 -102.7(3) . . . . ? Zr1 Zr2 N4 C39 -8.8(3) . . . . ? O4 Zr2 N4 C35 -96.7(2) . . . . ? O3 Zr2 N4 C35 7.8(3) . . . . ? O5 Zr2 N4 C35 161.0(2) . . . . ? O1 Zr2 N4 C35 -161.5(2) . . . . ? N3 Zr2 N4 C35 -12.8(2) . . . . ? Cl3 Zr2 N4 C35 76.2(2) . . . . ? Zr1 Zr2 N4 C35 170.1(2) . . . . ? O2 Zr1 N1 C6 -133.47(18) . . . . ? O5 Zr1 N1 C6 -52.8(2) . . . . ? O1 Zr1 N1 C6 -25.97(17) . . . . ? N2 Zr1 N1 C6 145.1(2) . . . . ? Cl1 Zr1 N1 C6 61.99(17) . . . . ? Cl2 Zr1 N1 C6 135.35(16) . . . . ? Zr2 Zr1 N1 C6 -42.84(18) . . . . ? O2 Zr1 N1 C7 103.6(2) . . . . ? O5 Zr1 N1 C7 -175.69(18) . . . . ? O1 Zr1 N1 C7 -148.9(2) . . . . ? N2 Zr1 N1 C7 22.1(2) . . . . ? Cl1 Zr1 N1 C7 -60.9(2) . . . . ? Cl2 Zr1 N1 C7 12.4(3) . . . . ? Zr2 Zr1 N1 C7 -165.7(2) . . . . ? O2 Zr1 N1 C13 -18.99(18) . . . . ? O5 Zr1 N1 C13 61.7(2) . . . . ? O1 Zr1 N1 C13 88.52(19) . . . . ? N2 Zr1 N1 C13 -100.5(2) . . . . ? Cl1 Zr1 N1 C13 176.48(18) . . . . ? Cl2 Zr1 N1 C13 -110.17(19) . . . . ? Zr2 Zr1 N1 C13 71.65(18) . . . . ? O2 Zr1 N2 C12 84.7(3) . . . . ? O5 Zr1 N2 C12 23.0(4) . . . . ? O1 Zr1 N2 C12 -178.0(2) . . . . ? N1 Zr1 N2 C12 169.5(3) . . . . ? Cl1 Zr1 N2 C12 -104.6(2) . . . . ? Cl2 Zr1 N2 C12 -15.0(2) . . . . ? Zr2 Zr1 N2 C12 133.7(3) . . . . ? O2 Zr1 N2 C8 -91.4(2) . . . . ? O5 Zr1 N2 C8 -153.1(2) . . . . ? O1 Zr1 N2 C8 5.9(3) . . . . ? N1 Zr1 N2 C8 -6.6(2) . . . . ? Cl1 Zr1 N2 C8 79.3(2) . . . . ? Cl2 Zr1 N2 C8 168.9(2) . . . . ? Zr2 Zr1 N2 C8 -42.4(4) . . . . ? Zr2 O3 C28 C33 -18.3(4) . . . . ? Zr2 O3 C28 C29 161.4(3) . . . . ? O3 C28 C29 C30 178.9(3) . . . . ? C33 C28 C29 C30 -1.4(5) . . . . ? C28 C29 C30 C31 0.4(5) . . . . ? C29 C30 C31 C32 -0.1(6) . . . . ? C30 C31 C32 C33 0.8(5) . . . . ? C31 C32 C33 C28 -1.8(5) . . . . ? C31 C32 C33 N3 -177.1(3) . . . . ? O3 C28 C33 C32 -178.2(3) . . . . ? C29 C28 C33 C32 2.1(5) . . . . ? O3 C28 C33 N3 -2.5(4) . . . . ? C29 C28 C33 N3 177.8(3) . . . . ? C40 N3 C33 C32 74.2(4) . . . . ? C34 N3 C33 C32 -47.6(4) . . . . ? Zr2 N3 C33 C32 -168.2(3) . . . . ? C40 N3 C33 C28 -101.5(3) . . . . ? C34 N3 C33 C28 136.7(3) . . . . ? Zr2 N3 C33 C28 16.2(3) . . . . ? C33 N3 C34 C35 -155.8(3) . . . . ? C40 N3 C34 C35 84.6(3) . . . . ? Zr2 N3 C34 C35 -37.9(3) . . . . ? C39 N4 C35 C36 0.7(5) . . . . ? Zr2 N4 C35 C36 -178.3(3) . . . . ? C39 N4 C35 C34 175.4(3) . . . . ? Zr2 N4 C35 C34 -3.6(4) . . . . ? N3 C34 C35 N4 28.6(4) . . . . ? N3 C34 C35 C36 -156.7(3) . . . . ? N4 C35 C36 C37 2.2(5) . . . . ? C34 C35 C36 C37 -172.3(3) . . . . ? C35 C36 C37 C38 -3.0(6) . . . . ? C36 C37 C38 C39 0.9(6) . . . . ? C35 N4 C39 C38 -2.9(5) . . . . ? Zr2 N4 C39 C38 176.0(3) . . . . ? C37 C38 C39 N4 2.1(6) . . . . ? C33 N3 C40 C41 174.2(2) . . . . ? C34 N3 C40 C41 -63.5(3) . . . . ? Zr2 N3 C40 C41 59.2(3) . . . . ? N3 C40 C41 C42 122.3(3) . . . . ? N3 C40 C41 C46 -64.2(4) . . . . ? Zr2 O4 C46 C45 -132.7(3) . . . . ? Zr2 O4 C46 C41 48.9(4) . . . . ? C42 C41 C46 O4 -177.1(3) . . . . ? C40 C41 C46 O4 9.3(4) . . . . ? C42 C41 C46 C45 4.4(4) . . . . ? C40 C41 C46 C45 -169.2(3) . . . . ? O4 C46 C45 C44 177.4(3) . . . . ? C41 C46 C45 C44 -4.2(4) . . . . ? O4 C46 C45 C47 -5.3(4) . . . . ? C41 C46 C45 C47 173.1(3) . . . . ? C46 C45 C44 C43 1.1(5) . . . . ? C47 C45 C44 C43 -176.2(3) . . . . ? C45 C44 C43 C42 2.0(5) . . . . ? C45 C44 C43 C51 -177.4(3) . . . . ? C46 C41 C42 C43 -1.2(5) . . . . ? C40 C41 C42 C43 172.0(3) . . . . ? C44 C43 C42 C41 -1.9(5) . . . . ? C51 C43 C42 C41 177.5(3) . . . . ? C44 C45 C47 C49 -119.5(3) . . . . ? C46 C45 C47 C49 63.3(4) . . . . ? C44 C45 C47 C50 119.2(3) . . . . ? C46 C45 C47 C50 -58.0(4) . . . . ? C44 C45 C47 C48 0.9(4) . . . . ? C46 C45 C47 C48 -176.3(3) . . . . ? C44 C43 C51 C53 -130.2(4) . . . . ? C42 C43 C51 C53 50.4(4) . . . . ? C44 C43 C51 C52 -6.7(5) . . . . ? C42 C43 C51 C52 173.8(4) . . . . ? C44 C43 C51 C54 111.1(4) . . . . ? C42 C43 C51 C54 -68.3(4) . . . . ? Zr1 O1 C1 C2 154.6(2) . . . . ? Zr2 O1 C1 C2 -27.9(4) . . . . ? Zr1 O1 C1 C6 -25.7(3) . . . . ? Zr2 O1 C1 C6 151.9(2) . . . . ? O1 C1 C2 C3 178.7(3) . . . . ? C6 C1 C2 C3 -1.1(5) . . . . ? C1 C2 C3 C4 0.2(5) . . . . ? C2 C3 C4 C5 0.2(5) . . . . ? C3 C4 C5 C6 0.3(5) . . . . ? C4 C5 C6 C1 -1.2(5) . . . . ? C4 C5 C6 N1 -176.8(3) . . . . ? O1 C1 C6 C5 -178.2(3) . . . . ? C2 C1 C6 C5 1.6(5) . . . . ? O1 C1 C6 N1 -2.2(4) . . . . ? C2 C1 C6 N1 177.6(3) . . . . ? C7 N1 C6 C5 -37.1(4) . . . . ? C13 N1 C6 C5 82.9(3) . . . . ? Zr1 N1 C6 C5 -160.7(2) . . . . ? C7 N1 C6 C1 147.1(3) . . . . ? C13 N1 C6 C1 -92.9(3) . . . . ? Zr1 N1 C6 C1 23.5(3) . . . . ? C6 N1 C7 C8 -156.8(3) . . . . ? C13 N1 C7 C8 86.2(3) . . . . ? Zr1 N1 C7 C8 -35.3(3) . . . . ? C12 N2 C8 C9 -2.2(5) . . . . ? Zr1 N2 C8 C9 174.3(2) . . . . ? C12 N2 C8 C7 173.0(3) . . . . ? Zr1 N2 C8 C7 -10.5(4) . . . . ? N1 C7 C8 N2 31.1(4) . . . . ? N1 C7 C8 C9 -153.6(3) . . . . ? N2 C8 C9 C10 2.2(5) . . . . ? C7 C8 C9 C10 -172.9(3) . . . . ? C8 C9 C10 C11 -0.2(6) . . . . ? C9 C10 C11 C12 -1.7(6) . . . . ? C8 N2 C12 C11 0.2(5) . . . . ? Zr1 N2 C12 C11 -176.0(3) . . . . ? C10 C11 C12 N2 1.7(6) . . . . ? C6 N1 C13 C14 179.3(2) . . . . ? C7 N1 C13 C14 -60.4(3) . . . . ? Zr1 N1 C13 C14 63.1(3) . . . . ? N1 C13 C14 C15 119.9(3) . . . . ? N1 C13 C14 C19 -66.9(4) . . . . ? Zr1 O2 C19 C18 -135.3(3) . . . . ? Zr1 O2 C19 C14 44.3(4) . . . . ? C15 C14 C19 O2 -175.1(3) . . . . ? C13 C14 C19 O2 11.5(4) . . . . ? C15 C14 C19 C18 4.5(4) . . . . ? C13 C14 C19 C18 -168.9(3) . . . . ? O2 C19 C18 C17 175.1(3) . . . . ? C14 C19 C18 C17 -4.5(4) . . . . ? O2 C19 C18 C24 -7.9(5) . . . . ? C14 C19 C18 C24 172.5(3) . . . . ? C19 C18 C17 C16 0.9(5) . . . . ? C24 C18 C17 C16 -176.1(3) . . . . ? C18 C17 C16 C15 2.7(5) . . . . ? C18 C17 C16 C20 -176.5(3) . . . . ? C17 C16 C15 C14 -2.8(5) . . . . ? C20 C16 C15 C14 176.4(3) . . . . ? C19 C14 C15 C16 -0.7(5) . . . . ? C13 C14 C15 C16 172.6(3) . . . . ? C19 C18 C24 C25 -57.2(4) . . . . ? C17 C18 C24 C25 119.7(3) . . . . ? C19 C18 C24 C27 63.5(4) . . . . ? C17 C18 C24 C27 -119.6(3) . . . . ? C19 C18 C24 C26 -176.2(3) . . . . ? C17 C18 C24 C26 0.7(4) . . . . ? C15 C16 C20 C22 171.6(3) . . . . ? C17 C16 C20 C22 -9.2(4) . . . . ? C15 C16 C20 C21 52.1(4) . . . . ? C17 C16 C20 C21 -128.7(3) . . . . ? C15 C16 C20 C23 -67.0(4) . . . . ? C17 C16 C20 C23 112.2(4) . . . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.628 _refine_diff_density_min -0.372 _refine_diff_density_rms 0.062 # Attachment 'HMG-Dalton-H2L,1,RR-2,SS-2,RR-3,SS-3.cif' data_H2L _database_code_depnum_ccdc_archive 'CCDC 732095' #TrackingRef 'HMG-Dalton-H2L,1,RR-2,SS-2,RR-3,SS-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C27 H34 N2 O2' _chemical_formula_weight 418.56 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' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M Pbca loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z-1/2' '-x-1/2, y-1/2, z' _cell_length_a 10.309(4) _cell_length_b 19.877(7) _cell_length_c 23.543(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4824(3) _cell_formula_units_Z 8 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.88 _exptl_crystal_size_mid 0.52 _exptl_crystal_size_min 0.28 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.153 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1808 _exptl_absorpt_coefficient_mu 0.072 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.572 _exptl_absorpt_correction_T_max 0.793 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 30162 _diffrn_reflns_av_R_equivalents 0.0738 _diffrn_reflns_av_sigmaI/netI 0.0531 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_k_max 24 _diffrn_reflns_limit_l_min -28 _diffrn_reflns_limit_l_max 28 _diffrn_reflns_theta_min 2.05 _diffrn_reflns_theta_max 25.50 _reflns_number_total 4489 _reflns_number_gt 2161 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0101P)^2^+6.8250P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00071(14) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 4489 _refine_ls_number_parameters 312 _refine_ls_number_restraints 42 _refine_ls_R_factor_all 0.1676 _refine_ls_R_factor_gt 0.0641 _refine_ls_wR_factor_ref 0.1411 _refine_ls_wR_factor_gt 0.1204 _refine_ls_goodness_of_fit_ref 1.009 _refine_ls_restrained_S_all 1.011 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group N1 N 0.1688(2) 0.15494(13) 0.03930(10) 0.0458(7) Uani 1 1 d . . . O1 O 0.4068(2) 0.19841(13) 0.08346(11) 0.0765(8) Uani 1 1 d . . . H1A H 0.3860 0.1901 0.0506 0.115 Uiso 1 1 calc R . . O2 O 0.2812(2) 0.02940(11) 0.00213(9) 0.0584(7) Uani 1 1 d . . . H2A H 0.2605 0.0536 0.0289 0.088 Uiso 1 1 calc R . . C19 C 0.1881(3) 0.03325(15) -0.03950(12) 0.0420(7) Uani 1 1 d . . . N2 N 0.3834(3) 0.18053(14) -0.03481(11) 0.0585(8) Uani 1 1 d . . . C8 C 0.2632(4) 0.19932(16) -0.04913(13) 0.0520(9) Uani 1 1 d . . . C18 C 0.2030(3) -0.00397(15) -0.08954(12) 0.0421(8) Uani 1 1 d . . . C7 C 0.1741(3) 0.21265(16) -0.00008(13) 0.0540(9) Uani 1 1 d . . . H7A H 0.2039 0.2522 0.0203 0.065 Uiso 1 1 calc R . . H7B H 0.0877 0.2219 -0.0143 0.065 Uiso 1 1 calc R . . C24 C 0.3158(3) -0.05371(16) -0.09700(14) 0.0511(9) Uani 1 1 d . . . C6 C 0.1804(3) 0.17182(16) 0.09811(12) 0.0492(8) Uani 1 1 d . . . C13 C 0.0617(3) 0.10881(17) 0.02516(13) 0.0528(9) Uani 1 1 d . . . H13A H -0.0189 0.1339 0.0243 0.063 Uiso 1 1 calc R . . H13B H 0.0546 0.0750 0.0547 0.063 Uiso 1 1 calc R . . C14 C 0.0806(3) 0.07440(15) -0.03127(12) 0.0434(8) Uani 1 1 d . . . C16 C 0.0020(3) 0.04791(16) -0.12520(13) 0.0473(8) Uani 1 1 d . A . C27 C 0.3159(4) -0.10506(18) -0.04816(15) 0.0735(11) Uani 1 1 d . . . H27A H 0.2349 -0.1289 -0.0478 0.110 Uiso 1 1 calc R . . H27B H 0.3272 -0.0820 -0.0127 0.110 Uiso 1 1 calc R . . H27C H 0.3857 -0.1364 -0.0535 0.110 Uiso 1 1 calc R . . C15 C -0.0108(3) 0.08136(17) -0.07394(14) 0.0481(8) Uani 1 1 d . . . C3 C 0.2196(6) 0.1969(2) 0.21257(16) 0.0904(16) Uani 1 1 d . . . H3A H 0.2330 0.2046 0.2511 0.108 Uiso 1 1 calc R . . C17 C 0.1084(3) 0.00552(15) -0.13104(12) 0.0475(8) Uani 1 1 d . . . H17A H 0.1170 -0.0181 -0.1649 0.057 Uiso 1 1 calc R . . C20 C -0.0979(4) 0.05765(19) -0.17242(15) 0.0653(11) Uani 1 1 d DU . . C26 C 0.4450(3) -0.01593(19) -0.09780(16) 0.0728(11) Uani 1 1 d . . . H26A H 0.4453 0.0157 -0.1287 0.109 Uiso 1 1 calc R . . H26B H 0.5147 -0.0474 -0.1027 0.109 Uiso 1 1 calc R . . H26C H 0.4561 0.0077 -0.0626 0.109 Uiso 1 1 calc R . . C12 C 0.4668(4) 0.16701(19) -0.07658(16) 0.0705(11) Uani 1 1 d . . . H12A H 0.5506 0.1540 -0.0668 0.085 Uiso 1 1 calc R . . C9 C 0.2240(4) 0.20511(17) -0.10465(14) 0.0669(11) Uani 1 1 d . . . H9A H 0.1400 0.2186 -0.1136 0.080 Uiso 1 1 calc R . . C10 C 0.3127(5) 0.1903(2) -0.14700(16) 0.0829(13) Uani 1 1 d . . . H10A H 0.2885 0.1933 -0.1850 0.100 Uiso 1 1 calc R . . C2 C 0.3208(5) 0.20338(19) 0.17542(16) 0.0774(12) Uani 1 1 d . . . H2C H 0.4023 0.2159 0.1886 0.093 Uiso 1 1 calc R . . C5 C 0.0795(4) 0.16647(18) 0.13652(14) 0.0688(11) Uani 1 1 d . . . H5A H -0.0026 0.1541 0.1239 0.083 Uiso 1 1 calc R . . C11 C 0.4359(5) 0.1712(2) -0.13286(17) 0.0800(13) Uani 1 1 d . . . H11A H 0.4969 0.1613 -0.1608 0.096 Uiso 1 1 calc R . . C1 C 0.3018(4) 0.19119(16) 0.11797(13) 0.0552(9) Uani 1 1 d . . . C25 C 0.3059(4) -0.09361(18) -0.15241(15) 0.0772(12) Uani 1 1 d . . . H25A H 0.3054 -0.0631 -0.1840 0.116 Uiso 1 1 calc R . . H25B H 0.2272 -0.1194 -0.1524 0.116 Uiso 1 1 calc R . . H25C H 0.3789 -0.1233 -0.1556 0.116 Uiso 1 1 calc R . . C4 C 0.0996(5) 0.1794(2) 0.19382(16) 0.0896(15) Uani 1 1 d . . . H4A H 0.0310 0.1760 0.2193 0.108 Uiso 1 1 calc R . . C23A C -0.2201(8) 0.0220(7) -0.1562(4) 0.122(4) Uani 0.60 1 d PDU A 1 H23A H -0.2528 0.0404 -0.1213 0.183 Uiso 0.60 1 calc PR A 1 H23B H -0.2023 -0.0251 -0.1512 0.183 Uiso 0.60 1 calc PR A 1 H23C H -0.2835 0.0276 -0.1857 0.183 Uiso 0.60 1 calc PR A 1 C22A C -0.0509(9) 0.0256(5) -0.2302(3) 0.094(3) Uani 0.60 1 d PDU A 1 H22A H 0.0293 0.0021 -0.2241 0.142 Uiso 0.60 1 calc PR A 1 H22B H -0.0381 0.0605 -0.2578 0.142 Uiso 0.60 1 calc PR A 1 H22C H -0.1153 -0.0054 -0.2437 0.142 Uiso 0.60 1 calc PR A 1 C21A C -0.1179(15) 0.1301(4) -0.1839(5) 0.146(5) Uani 0.60 1 d PDU A 1 H21A H -0.1474 0.1520 -0.1499 0.219 Uiso 0.60 1 calc PR A 1 H21B H -0.1816 0.1354 -0.2133 0.219 Uiso 0.60 1 calc PR A 1 H21C H -0.0375 0.1499 -0.1959 0.219 Uiso 0.60 1 calc PR A 1 C21B C -0.0345(14) 0.0966(11) -0.2190(5) 0.141(7) Uani 0.40 1 d PDU A 2 H21D H -0.0286 0.1431 -0.2082 0.212 Uiso 0.40 1 calc PR A 2 H21E H -0.0851 0.0927 -0.2531 0.212 Uiso 0.40 1 calc PR A 2 H21F H 0.0510 0.0791 -0.2256 0.212 Uiso 0.40 1 calc PR A 2 C23B C -0.2176(11) 0.1014(7) -0.1515(5) 0.087(4) Uani 0.40 1 d PDU A 2 H23D H -0.2086 0.1106 -0.1116 0.131 Uiso 0.40 1 calc PR A 2 H23E H -0.2966 0.0770 -0.1579 0.131 Uiso 0.40 1 calc PR A 2 H23F H -0.2199 0.1429 -0.1722 0.131 Uiso 0.40 1 calc PR A 2 C22B C -0.1574(19) -0.0096(7) -0.1884(8) 0.138(8) Uani 0.40 1 d PDU A 2 H22D H -0.2184 -0.0229 -0.1597 0.207 Uiso 0.40 1 calc PR A 2 H22E H -0.0903 -0.0429 -0.1913 0.207 Uiso 0.40 1 calc PR A 2 H22F H -0.2012 -0.0056 -0.2242 0.207 Uiso 0.40 1 calc PR A 2 H15A H -0.083(3) 0.1120(15) -0.0649(12) 0.054(9) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.0466(16) 0.0517(16) 0.0390(13) -0.0002(12) 0.0012(13) 0.0012(14) O1 0.0612(17) 0.098(2) 0.0707(16) -0.0136(15) -0.0125(14) -0.0071(16) O2 0.0522(15) 0.0738(17) 0.0492(12) -0.0066(12) -0.0126(11) 0.0099(13) C19 0.0382(18) 0.0446(18) 0.0432(16) 0.0029(15) -0.0068(15) -0.0001(16) N2 0.0583(19) 0.065(2) 0.0526(17) -0.0088(15) 0.0063(16) -0.0071(16) C8 0.066(2) 0.044(2) 0.0457(18) 0.0070(15) 0.0028(18) -0.0018(18) C18 0.0400(19) 0.0401(18) 0.0462(17) 0.0036(14) -0.0008(15) -0.0024(15) C7 0.060(2) 0.055(2) 0.0465(18) 0.0053(16) 0.0029(17) 0.0061(19) C24 0.049(2) 0.047(2) 0.057(2) -0.0008(16) 0.0025(17) 0.0015(17) C6 0.062(2) 0.0473(19) 0.0383(17) -0.0044(15) 0.0001(18) 0.0041(18) C13 0.046(2) 0.064(2) 0.0482(19) -0.0001(17) 0.0006(16) 0.0019(18) C14 0.0434(19) 0.0458(19) 0.0410(17) 0.0022(14) 0.0005(15) -0.0049(16) C16 0.050(2) 0.0468(19) 0.0451(18) 0.0065(15) -0.0101(16) -0.0008(17) C27 0.069(3) 0.062(2) 0.089(3) 0.016(2) 0.013(2) 0.017(2) C15 0.044(2) 0.047(2) 0.053(2) -0.0002(16) -0.0042(17) 0.0038(17) C3 0.153(5) 0.075(3) 0.043(2) -0.011(2) -0.010(3) -0.002(3) C17 0.055(2) 0.047(2) 0.0405(17) 0.0002(15) -0.0051(16) -0.0054(18) C20 0.073(3) 0.066(3) 0.057(2) -0.0027(19) -0.026(2) 0.011(2) C26 0.056(2) 0.075(3) 0.088(3) -0.001(2) 0.012(2) -0.001(2) C12 0.067(3) 0.078(3) 0.067(2) -0.010(2) 0.016(2) -0.011(2) C9 0.091(3) 0.061(2) 0.049(2) 0.0093(18) 0.001(2) 0.006(2) C10 0.128(4) 0.078(3) 0.043(2) 0.010(2) 0.010(3) 0.000(3) C2 0.108(4) 0.069(3) 0.056(2) -0.008(2) -0.022(3) -0.005(3) C5 0.079(3) 0.077(3) 0.050(2) -0.0074(19) 0.015(2) 0.000(2) C11 0.100(4) 0.077(3) 0.063(3) -0.002(2) 0.031(3) -0.011(3) C1 0.070(3) 0.050(2) 0.0461(19) -0.0045(16) -0.0054(19) 0.005(2) C25 0.080(3) 0.064(3) 0.087(3) -0.021(2) 0.006(2) 0.013(2) C4 0.135(5) 0.086(3) 0.048(2) -0.012(2) 0.023(3) -0.001(3) C23A 0.065(6) 0.186(14) 0.115(9) 0.028(7) -0.048(6) -0.024(7) C22A 0.108(7) 0.120(7) 0.056(4) -0.010(5) -0.033(4) 0.017(6) C21A 0.235(15) 0.080(7) 0.123(9) 0.005(6) -0.103(9) 0.046(8) C21B 0.132(13) 0.23(2) 0.064(9) 0.072(11) -0.007(9) 0.055(15) C23B 0.080(9) 0.095(10) 0.087(8) 0.002(7) -0.039(7) 0.023(8) C22B 0.168(19) 0.103(11) 0.142(16) -0.023(11) -0.104(14) 0.016(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 N1 C6 1.430(4) . ? N1 C13 1.473(4) . ? N1 C7 1.476(4) . ? O1 C1 1.362(4) . ? O1 H1A 0.8200 . ? O2 C19 1.374(3) . ? O2 H2A 0.8200 . ? C19 C14 1.391(4) . ? C19 C18 1.400(4) . ? N2 C12 1.334(4) . ? N2 C8 1.337(4) . ? C8 C9 1.373(4) . ? C8 C7 1.499(4) . ? C18 C17 1.393(4) . ? C18 C24 1.537(4) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C24 C26 1.529(4) . ? C24 C25 1.530(4) . ? C24 C27 1.538(4) . ? C6 C5 1.383(4) . ? C6 C1 1.390(5) . ? C13 C14 1.507(4) . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? C14 C15 1.384(4) . ? C16 C15 1.384(4) . ? C16 C17 1.390(4) . ? C16 C20 1.528(4) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C15 H15A 0.98(3) . ? C3 C4 1.359(6) . ? C3 C2 1.368(6) . ? C3 H3A 0.9300 . ? C17 H17A 0.9300 . ? C20 C21A 1.479(8) . ? C20 C21B 1.493(11) . ? C20 C23A 1.495(9) . ? C20 C22B 1.518(12) . ? C20 C22A 1.578(7) . ? C20 C23B 1.587(10) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C12 C11 1.365(5) . ? C12 H12A 0.9300 . ? C9 C10 1.385(5) . ? C9 H9A 0.9300 . ? C10 C11 1.367(6) . ? C10 H10A 0.9300 . ? C2 C1 1.388(4) . ? C2 H2C 0.9300 . ? C5 C4 1.389(5) . ? C5 H5A 0.9300 . ? C11 H11A 0.9300 . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C4 H4A 0.9300 . ? C23A H23A 0.9600 . ? C23A H23B 0.9600 . ? C23A H23C 0.9600 . ? C22A H22A 0.9600 . ? C22A H22B 0.9600 . ? C22A H22C 0.9600 . ? C21A H21A 0.9600 . ? C21A H21B 0.9600 . ? C21A H21C 0.9600 . ? C21B H21D 0.9600 . ? C21B H21E 0.9600 . ? C21B H21F 0.9600 . ? C23B H23D 0.9600 . ? C23B H23E 0.9600 . ? C23B H23F 0.9600 . ? C22B H22D 0.9600 . ? C22B H22E 0.9600 . ? C22B H22F 0.9600 . ? 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 N1 C13 115.3(2) . . ? C6 N1 C7 115.0(2) . . ? C13 N1 C7 111.7(2) . . ? C1 O1 H1A 109.5 . . ? C19 O2 H2A 109.5 . . ? O2 C19 C14 119.3(3) . . ? O2 C19 C18 119.6(3) . . ? C14 C19 C18 121.0(3) . . ? C12 N2 C8 117.9(3) . . ? N2 C8 C9 122.5(3) . . ? N2 C8 C7 115.0(3) . . ? C9 C8 C7 122.5(3) . . ? C17 C18 C19 116.2(3) . . ? C17 C18 C24 122.5(3) . . ? C19 C18 C24 121.3(3) . . ? N1 C7 C8 111.7(3) . . ? N1 C7 H7A 109.3 . . ? C8 C7 H7A 109.3 . . ? N1 C7 H7B 109.3 . . ? C8 C7 H7B 109.3 . . ? H7A C7 H7B 107.9 . . ? C26 C24 C25 107.6(3) . . ? C26 C24 C18 110.2(3) . . ? C25 C24 C18 112.4(3) . . ? C26 C24 C27 109.6(3) . . ? C25 C24 C27 107.1(3) . . ? C18 C24 C27 110.0(3) . . ? C5 C6 C1 118.6(3) . . ? C5 C6 N1 123.6(3) . . ? C1 C6 N1 117.8(3) . . ? N1 C13 C14 112.7(3) . . ? N1 C13 H13A 109.1 . . ? C14 C13 H13A 109.1 . . ? N1 C13 H13B 109.1 . . ? C14 C13 H13B 109.1 . . ? H13A C13 H13B 107.8 . . ? C15 C14 C19 120.0(3) . . ? C15 C14 C13 120.4(3) . . ? C19 C14 C13 119.5(3) . . ? C15 C16 C17 116.9(3) . . ? C15 C16 C20 120.6(3) . . ? C17 C16 C20 122.5(3) . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C14 C15 C16 121.3(3) . . ? C14 C15 H15A 114.7(17) . . ? C16 C15 H15A 124.0(17) . . ? C4 C3 C2 120.7(4) . . ? C4 C3 H3A 119.6 . . ? C2 C3 H3A 119.6 . . ? C16 C17 C18 124.4(3) . . ? C16 C17 H17A 117.8 . . ? C18 C17 H17A 117.8 . . ? C21A C20 C21B 54.7(7) . . ? C21A C20 C23A 113.0(8) . . ? C21B C20 C23A 143.4(7) . . ? C21A C20 C22B 139.1(7) . . ? C21B C20 C22B 116.9(10) . . ? C23A C20 C22B 46.0(7) . . ? C21A C20 C16 110.5(5) . . ? C21B C20 C16 107.7(6) . . ? C23A C20 C16 108.8(4) . . ? C22B C20 C16 109.9(6) . . ? C21A C20 C22A 106.2(6) . . ? C21B C20 C22A 56.1(7) . . ? C23A C20 C22A 106.7(6) . . ? C22B C20 C22A 63.6(8) . . ? C16 C20 C22A 111.6(4) . . ? C21A C20 C23B 54.3(6) . . ? C21B C20 C23B 106.5(8) . . ? C23A C20 C23B 61.7(6) . . ? C22B C20 C23B 104.2(9) . . ? C16 C20 C23B 111.6(5) . . ? C22A C20 C23B 136.7(5) . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? N2 C12 C11 123.5(4) . . ? N2 C12 H12A 118.2 . . ? C11 C12 H12A 118.2 . . ? C8 C9 C10 118.2(4) . . ? C8 C9 H9A 120.9 . . ? C10 C9 H9A 120.9 . . ? C11 C10 C9 119.8(4) . . ? C11 C10 H10A 120.1 . . ? C9 C10 H10A 120.1 . . ? C3 C2 C1 119.9(4) . . ? C3 C2 H2C 120.1 . . ? C1 C2 H2C 120.1 . . ? C6 C5 C4 120.6(4) . . ? C6 C5 H5A 119.7 . . ? C4 C5 H5A 119.7 . . ? C12 C11 C10 118.0(4) . . ? C12 C11 H11A 121.0 . . ? C10 C11 H11A 121.0 . . ? O1 C1 C2 116.8(4) . . ? O1 C1 C6 123.0(3) . . ? C2 C1 C6 120.2(4) . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C3 C4 C5 119.9(4) . . ? C3 C4 H4A 120.0 . . ? C5 C4 H4A 120.0 . . ? C20 C23A H23A 109.5 . . ? C20 C23A H23B 109.5 . . ? H23A C23A H23B 109.5 . . ? C20 C23A H23C 109.5 . . ? H23A C23A H23C 109.5 . . ? H23B C23A H23C 109.5 . . ? C20 C22A H22A 109.5 . . ? C20 C22A H22B 109.5 . . ? H22A C22A H22B 109.5 . . ? C20 C22A H22C 109.5 . . ? H22A C22A H22C 109.5 . . ? H22B C22A H22C 109.5 . . ? C20 C21A H21A 109.5 . . ? C20 C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? C20 C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C20 C21B H21D 109.5 . . ? C20 C21B H21E 109.5 . . ? H21D C21B H21E 109.5 . . ? C20 C21B H21F 109.5 . . ? H21D C21B H21F 109.5 . . ? H21E C21B H21F 109.5 . . ? C20 C23B H23D 109.5 . . ? C20 C23B H23E 109.5 . . ? H23D C23B H23E 109.5 . . ? C20 C23B H23F 109.5 . . ? H23D C23B H23F 109.5 . . ? H23E C23B H23F 109.5 . . ? C20 C22B H22D 109.5 . . ? C20 C22B H22E 109.5 . . ? H22D C22B H22E 109.5 . . ? C20 C22B H22F 109.5 . . ? H22D C22B H22F 109.5 . . ? H22E C22B H22F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 25.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.216 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.048 #===END data_N(R)N(R)-2 _database_code_depnum_ccdc_archive 'CCDC 732096' #TrackingRef 'HMG-Dalton-H2L,1,RR-2,SS-2,RR-3,SS-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C63 H83 Cl3 N4 O8 Zr2' _chemical_formula_weight 1313.12 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 14.6214(13) _cell_length_b 15.8246(14) _cell_length_c 27.544(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6373.0(10) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.26 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.369 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2736 _exptl_absorpt_coefficient_mu 0.508 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.656 _exptl_absorpt_correction_T_max 0.781 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 35696 _diffrn_reflns_av_R_equivalents 0.0623 _diffrn_reflns_av_sigmaI/netI 0.0860 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.48 _diffrn_reflns_theta_max 26.04 _reflns_number_total 12536 _reflns_number_gt 9990 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0307P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.07(3) _refine_ls_number_reflns 12536 _refine_ls_number_parameters 661 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0575 _refine_ls_R_factor_gt 0.0423 _refine_ls_wR_factor_ref 0.0844 _refine_ls_wR_factor_gt 0.0799 _refine_ls_goodness_of_fit_ref 0.921 _refine_ls_restrained_S_all 0.921 _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 Zr2 Zr 0.96096(2) 0.64278(2) 0.934865(13) 0.02067(9) Uani 1 1 d . . . Zr1 Zr 0.95129(2) 0.43883(2) 0.994473(13) 0.02250(10) Uani 1 1 d . . . Cl1 Cl 0.96323(8) 0.33350(6) 0.92945(4) 0.0364(3) Uani 1 1 d . . . Cl3 Cl 0.97223(7) 0.73620(7) 1.00820(4) 0.0335(3) Uani 1 1 d . . . Cl2 Cl 1.11089(7) 0.40017(7) 1.02036(4) 0.0377(3) Uani 1 1 d . . . O3 O 0.82760(16) 0.67635(17) 0.93160(10) 0.0274(7) Uani 1 1 d . . . O5 O 1.02814(16) 0.55255(16) 0.98002(9) 0.0260(6) Uani 1 1 d . . . H5B H 1.0864 0.5616 0.9926 0.031 Uiso 1 1 calc R . . O1 O 0.88949(16) 0.51947(16) 0.93972(9) 0.0238(6) Uani 1 1 d . . . N4 N 1.1079(2) 0.7052(2) 0.92707(12) 0.0226(8) Uani 1 1 d . . . O4 O 0.99679(16) 0.60103(16) 0.86884(9) 0.0219(6) Uani 1 1 d . . . N3 N 0.9507(2) 0.77564(19) 0.89015(11) 0.0225(7) Uani 1 1 d . . . C28 C 0.8615(3) 0.8126(3) 0.90177(15) 0.0253(10) Uani 1 1 d . . . C46 C 1.0481(3) 0.6298(2) 0.83160(13) 0.0211(8) Uani 1 1 d . . . C35 C 1.1146(3) 0.7858(3) 0.91177(15) 0.0241(10) Uani 1 1 d . . . C6 C 0.7588(2) 0.4339(3) 0.93758(14) 0.0234(9) Uani 1 1 d . . . C36 C 1.1979(3) 0.8269(3) 0.90746(16) 0.0330(11) Uani 1 1 d . . . H36A H 1.2009 0.8820 0.8958 0.040 Uiso 1 1 calc R . . C34 C 1.0269(2) 0.8331(2) 0.90375(15) 0.0268(10) Uani 1 1 d . . . H34A H 1.0108 0.8632 0.9332 0.032 Uiso 1 1 calc R . . H34B H 1.0357 0.8745 0.8782 0.032 Uiso 1 1 calc R . . N1 N 0.7876(2) 0.4103(2) 0.98679(12) 0.0230(8) Uani 1 1 d . . . C33 C 0.8000(3) 0.7560(3) 0.92329(15) 0.0277(11) Uani 1 1 d . . . O2 O 0.90941(16) 0.49068(17) 1.05670(9) 0.0232(6) Uani 1 1 d . . . C14 C 0.7554(2) 0.4573(2) 1.07354(14) 0.0216(9) Uani 1 1 d . . . C2 C 0.7914(3) 0.5214(3) 0.86935(15) 0.0282(10) Uani 1 1 d . . . H2A H 0.8289 0.5603 0.8537 0.034 Uiso 1 1 calc R . . C19 C 0.8433(3) 0.4762(3) 1.09096(15) 0.0244(10) Uani 1 1 d . . . C4 C 0.6573(3) 0.4338(3) 0.86988(15) 0.0338(11) Uani 1 1 d . . . H4A H 0.6046 0.4142 0.8547 0.041 Uiso 1 1 calc R . . N2 N 0.9099(2) 0.3140(2) 1.04033(12) 0.0287(9) Uani 1 1 d . . . C44 C 1.1646(3) 0.6178(3) 0.77118(14) 0.0250(10) Uani 1 1 d . . . H44A H 1.2085 0.5855 0.7553 0.030 Uiso 1 1 calc R . . C49 C 1.0341(3) 0.4397(3) 0.81169(15) 0.0366(10) Uani 1 1 d . . . H49A H 1.0409 0.3808 0.8192 0.055 Uiso 1 1 calc R . . H49B H 1.0159 0.4459 0.7784 0.055 Uiso 1 1 calc R . . H49C H 0.9883 0.4640 0.8324 0.055 Uiso 1 1 calc R . . C5 C 0.6801(3) 0.4047(3) 0.91580(15) 0.0272(10) Uani 1 1 d . . . H5A H 0.6428 0.3660 0.9317 0.033 Uiso 1 1 calc R . . C7 C 0.7654(3) 0.3206(3) 0.99721(16) 0.0308(10) Uani 1 1 d . . . H7A H 0.7734 0.2876 0.9678 0.037 Uiso 1 1 calc R . . H7B H 0.7018 0.3165 1.0068 0.037 Uiso 1 1 calc R . . C41 C 1.0337(3) 0.7131(2) 0.81644(13) 0.0225(9) Uani 1 1 d . . . C43 C 1.1545(3) 0.7007(3) 0.75707(14) 0.0249(10) Uani 1 1 d . . . C39 C 1.1858(2) 0.6650(3) 0.93760(15) 0.0261(9) Uani 1 1 d . . . H39A H 1.1828 0.6085 0.9468 0.031 Uiso 1 1 calc R . . C45 C 1.1136(3) 0.5789(2) 0.80773(14) 0.0214(9) Uani 1 1 d . . . C12 C 0.9648(3) 0.2759(3) 1.07232(16) 0.0376(11) Uani 1 1 d . . . H12A H 1.0241 0.2962 1.0760 0.045 Uiso 1 1 calc R . . C40 C 0.9513(3) 0.7586(2) 0.83648(14) 0.0255(9) Uani 1 1 d . . . H40A H 0.9458 0.8123 0.8197 0.031 Uiso 1 1 calc R . . H40B H 0.8974 0.7257 0.8286 0.031 Uiso 1 1 calc R . . C3 C 0.7125(3) 0.4918(3) 0.84670(15) 0.0279(10) Uani 1 1 d . . . H3A H 0.6970 0.5112 0.8159 0.033 Uiso 1 1 calc R . . C42 C 1.0859(3) 0.7475(3) 0.78028(15) 0.0269(10) Uani 1 1 d . . . H42A H 1.0757 0.8032 0.7709 0.032 Uiso 1 1 calc R . . C13 C 0.7360(2) 0.4680(3) 1.02013(14) 0.0267(10) Uani 1 1 d . . . H13A H 0.6710 0.4593 1.0148 0.032 Uiso 1 1 calc R . . H13B H 0.7498 0.5259 1.0112 0.032 Uiso 1 1 calc R . . C1 C 0.8134(3) 0.4927(3) 0.91481(14) 0.0220(9) Uani 1 1 d . . . C47 C 1.1244(3) 0.4846(3) 0.81973(15) 0.0270(10) Uani 1 1 d . . . C8 C 0.8240(3) 0.2844(3) 1.03642(15) 0.0280(10) Uani 1 1 d . . . C15 C 0.6866(3) 0.4351(3) 1.10543(14) 0.0240(9) Uani 1 1 d . . . H15A H 0.6293 0.4208 1.0933 0.029 Uiso 1 1 calc R . . C9 C 0.7911(3) 0.2179(3) 1.06474(17) 0.0392(12) Uani 1 1 d . . . H9A H 0.7308 0.1999 1.0618 0.047 Uiso 1 1 calc R . . C37 C 1.2753(3) 0.7850(3) 0.92070(17) 0.0420(14) Uani 1 1 d . . . H37A H 1.3316 0.8123 0.9196 0.050 Uiso 1 1 calc R . . C48 C 1.1947(3) 0.4412(3) 0.78709(17) 0.0441(12) Uani 1 1 d . . . H48A H 1.1993 0.3827 0.7958 0.066 Uiso 1 1 calc R . . H48B H 1.2532 0.4679 0.7912 0.066 Uiso 1 1 calc R . . H48C H 1.1758 0.4460 0.7538 0.066 Uiso 1 1 calc R . . C32 C 0.7120(3) 0.7850(3) 0.93361(16) 0.0382(12) Uani 1 1 d . . . H32A H 0.6698 0.7487 0.9479 0.046 Uiso 1 1 calc R . . C38 C 1.2701(3) 0.7030(3) 0.93553(18) 0.0367(12) Uani 1 1 d . . . H38A H 1.3226 0.6734 0.9441 0.044 Uiso 1 1 calc R . . C31 C 0.6873(3) 0.8667(3) 0.92286(16) 0.0404(13) Uani 1 1 d . . . H31A H 0.6285 0.8851 0.9302 0.048 Uiso 1 1 calc R . . C10 C 0.8496(3) 0.1793(3) 1.09702(17) 0.0433(13) Uani 1 1 d . . . H10A H 0.8300 0.1347 1.1164 0.052 Uiso 1 1 calc R . . C29 C 0.8365(3) 0.8942(3) 0.89070(15) 0.0322(11) Uani 1 1 d . . . H29A H 0.8780 0.9307 0.8761 0.039 Uiso 1 1 calc R . . C16 C 0.7012(3) 0.4337(3) 1.15542(14) 0.0250(9) Uani 1 1 d . . . C24 C 0.9519(3) 0.5123(3) 1.16202(14) 0.0294(9) Uani 1 1 d . . . C27 C 1.0305(3) 0.4545(3) 1.14678(15) 0.0405(12) Uani 1 1 d . . . H27A H 1.0868 0.4753 1.1602 0.061 Uiso 1 1 calc R . . H27B H 1.0348 0.4534 1.1120 0.061 Uiso 1 1 calc R . . H27C H 1.0194 0.3983 1.1586 0.061 Uiso 1 1 calc R . . C18 C 0.8600(3) 0.4804(3) 1.14101(14) 0.0230(9) Uani 1 1 d . . . C21 C 0.5376(3) 0.4521(3) 1.17941(15) 0.0476(13) Uani 1 1 d . . . H21A H 0.5475 0.5113 1.1848 0.071 Uiso 1 1 calc R . . H21B H 0.4903 0.4322 1.2007 0.071 Uiso 1 1 calc R . . H21C H 0.5196 0.4432 1.1463 0.071 Uiso 1 1 calc R . . C20 C 0.6249(3) 0.4043(3) 1.18949(15) 0.0286(10) Uani 1 1 d . . . C26 C 0.9514(3) 0.5162(3) 1.21813(15) 0.0448(12) Uani 1 1 d . . . H26A H 1.0096 0.5363 1.2294 0.067 Uiso 1 1 calc R . . H26B H 0.9403 0.4608 1.2310 0.067 Uiso 1 1 calc R . . H26C H 0.9041 0.5540 1.2288 0.067 Uiso 1 1 calc R . . C25 C 0.9698(3) 0.6020(3) 1.14370(16) 0.0401(12) Uani 1 1 d . . . H25A H 1.0267 0.6221 1.1566 0.060 Uiso 1 1 calc R . . H25B H 0.9211 0.6385 1.1541 0.060 Uiso 1 1 calc R . . H25C H 0.9727 0.6018 1.1089 0.060 Uiso 1 1 calc R . . C17 C 0.7869(3) 0.4578(3) 1.17176(14) 0.0271(10) Uani 1 1 d . . . H17A H 0.7969 0.4591 1.2051 0.033 Uiso 1 1 calc R . . C50 C 1.1550(3) 0.4715(3) 0.87192(15) 0.0356(11) Uani 1 1 d . . . H50A H 1.1612 0.4121 0.8783 0.053 Uiso 1 1 calc R . . H50B H 1.1104 0.4952 0.8935 0.053 Uiso 1 1 calc R . . H50C H 1.2129 0.4989 0.8769 0.053 Uiso 1 1 calc R . . C51 C 1.2149(3) 0.7420(3) 0.71833(16) 0.0336(11) Uani 1 1 d . . . C53 C 1.1594(3) 0.7861(4) 0.68088(19) 0.0623(17) Uani 1 1 d . . . H53A H 1.1208 0.7460 0.6647 0.094 Uiso 1 1 calc R . . H53B H 1.1993 0.8123 0.6577 0.094 Uiso 1 1 calc R . . H53C H 1.1223 0.8285 0.6961 0.094 Uiso 1 1 calc R . . C30 C 0.7477(3) 0.9215(3) 0.90162(16) 0.0396(12) Uani 1 1 d . . . H30A H 0.7299 0.9765 0.8945 0.048 Uiso 1 1 calc R . . C22 C 0.6077(4) 0.3092(3) 1.18060(18) 0.0519(15) Uani 1 1 d . . . H22A H 0.5600 0.2898 1.2017 0.078 Uiso 1 1 calc R . . H22B H 0.6628 0.2782 1.1871 0.078 Uiso 1 1 calc R . . H22C H 0.5898 0.3006 1.1474 0.078 Uiso 1 1 calc R . . C11 C 0.9380(3) 0.2087(3) 1.09976(17) 0.0440(13) Uani 1 1 d . . . H11A H 0.9796 0.1826 1.1204 0.053 Uiso 1 1 calc R . . C23 C 0.6485(3) 0.4181(3) 1.24272(15) 0.0410(13) Uani 1 1 d . . . H23A H 0.6592 0.4772 1.2484 0.062 Uiso 1 1 calc R . . H23B H 0.7026 0.3867 1.2507 0.062 Uiso 1 1 calc R . . H23C H 0.5986 0.3993 1.2626 0.062 Uiso 1 1 calc R . . C52 C 1.2758(4) 0.8088(4) 0.7434(2) 0.075(2) Uani 1 1 d . . . H52A H 1.3143 0.8355 0.7196 0.112 Uiso 1 1 calc R . . H52B H 1.3132 0.7820 0.7675 0.112 Uiso 1 1 calc R . . H52C H 1.2378 0.8507 0.7586 0.112 Uiso 1 1 calc R . . C54 C 1.2789(4) 0.6797(4) 0.6938(2) 0.090(2) Uani 1 1 d . . . H54A H 1.2436 0.6369 0.6777 0.134 Uiso 1 1 calc R . . H54B H 1.3176 0.6539 0.7177 0.134 Uiso 1 1 calc R . . H54C H 1.3159 0.7089 0.6704 0.134 Uiso 1 1 calc R . . C56 C 0.9222(4) 1.0460(4) 0.9742(2) 0.0628(16) Uiso 1 1 d . . . O7 O 0.9300(3) 0.0010(3) 1.13676(16) 0.0981(15) Uiso 1 1 d . . . O6 O 0.9990(3) 1.0221(3) 0.96366(17) 0.1037(16) Uiso 1 1 d . . . C59 C 0.9496(4) -0.0725(4) 1.1398(2) 0.0671(16) Uiso 1 1 d . . . O8 O 0.8866(4) 0.3317(4) 1.2827(2) 0.138(2) Uiso 1 1 d . . . C55 C 0.8778(4) 1.1158(4) 0.9477(2) 0.0688(17) Uiso 1 1 d . . . H55A H 0.9218 1.1427 0.9269 0.103 Uiso 1 1 calc R . . H55B H 0.8542 1.1562 0.9704 0.103 Uiso 1 1 calc R . . H55C H 0.8286 1.0938 0.9284 0.103 Uiso 1 1 calc R . . C57 C 0.8681(3) 0.9947(4) 1.0087(2) 0.0678(16) Uiso 1 1 d . . . H57A H 0.9065 0.9522 1.0229 0.102 Uiso 1 1 calc R . . H57B H 0.8185 0.9681 0.9917 0.102 Uiso 1 1 calc R . . H57C H 0.8442 1.0305 1.0338 0.102 Uiso 1 1 calc R . . C60 C 1.0202(4) -0.1112(4) 1.1066(2) 0.085(2) Uiso 1 1 d . . . H60A H 1.0432 -0.0687 1.0849 0.128 Uiso 1 1 calc R . . H60B H 0.9927 -0.1560 1.0882 0.128 Uiso 1 1 calc R . . H60C H 1.0696 -0.1334 1.1257 0.128 Uiso 1 1 calc R . . C62 C 0.8656(4) 0.2611(5) 1.2686(2) 0.0736(18) Uiso 1 1 d . . . C61 C 0.8023(4) 0.2124(4) 1.2951(2) 0.0723(18) Uiso 1 1 d . . . H61A H 0.7776 0.2457 1.3211 0.108 Uiso 1 1 calc R . . H61B H 0.8325 0.1636 1.3082 0.108 Uiso 1 1 calc R . . H61C H 0.7537 0.1947 1.2740 0.108 Uiso 1 1 calc R . . C58 C 0.9052(4) -0.1257(4) 1.1761(2) 0.100(2) Uiso 1 1 d . . . H58A H 0.8623 -0.0925 1.1943 0.150 Uiso 1 1 calc R . . H58B H 0.9505 -0.1486 1.1976 0.150 Uiso 1 1 calc R . . H58C H 0.8735 -0.1711 1.1602 0.150 Uiso 1 1 calc R . . C63 C 0.9145(5) 0.2277(5) 1.2268(3) 0.130(3) Uiso 1 1 d . . . H63A H 0.9541 0.2704 1.2139 0.195 Uiso 1 1 calc R . . H63B H 0.8713 0.2108 1.2024 0.195 Uiso 1 1 calc R . . H63C H 0.9502 0.1797 1.2366 0.195 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zr2 0.01750(18) 0.0219(2) 0.0226(2) 0.00029(17) 0.00178(18) -0.00177(18) Zr1 0.02001(18) 0.0237(2) 0.0238(2) 0.00275(17) 0.00366(18) -0.00156(18) Cl1 0.0435(6) 0.0303(6) 0.0354(6) -0.0052(5) 0.0091(6) -0.0023(5) Cl3 0.0288(5) 0.0403(6) 0.0313(6) -0.0104(5) 0.0033(5) -0.0022(5) Cl2 0.0231(5) 0.0424(7) 0.0476(8) 0.0095(5) 0.0031(5) 0.0034(5) O3 0.0180(14) 0.0306(18) 0.0336(18) -0.0025(15) 0.0038(13) 0.0001(12) O5 0.0164(13) 0.0297(16) 0.0320(16) 0.0064(13) -0.0013(11) -0.0076(13) O1 0.0223(13) 0.0277(16) 0.0215(15) 0.0042(13) -0.0003(12) -0.0065(12) N4 0.0190(17) 0.026(2) 0.023(2) 0.0006(16) -0.0002(15) 0.0015(15) O4 0.0249(14) 0.0198(15) 0.0209(15) 0.0010(12) 0.0018(12) -0.0014(12) N3 0.0179(16) 0.0215(18) 0.0283(19) 0.0002(14) -0.0027(16) 0.0019(16) C28 0.021(2) 0.027(3) 0.029(3) -0.006(2) -0.0008(19) 0.0052(19) C46 0.0188(19) 0.021(2) 0.023(2) -0.0028(16) 0.0004(18) -0.0036(19) C35 0.021(2) 0.023(3) 0.029(3) -0.0004(19) 0.0000(18) -0.0022(18) C6 0.028(2) 0.025(2) 0.017(2) 0.001(2) 0.0017(18) 0.0017(19) C36 0.027(2) 0.025(3) 0.046(3) 0.008(2) -0.004(2) -0.010(2) C34 0.024(2) 0.023(2) 0.033(2) -0.0025(18) -0.0008(18) 0.0020(19) N1 0.0273(18) 0.020(2) 0.022(2) 0.0012(15) 0.0024(15) -0.0029(14) C33 0.020(2) 0.035(3) 0.029(3) -0.007(2) -0.0029(18) 0.001(2) O2 0.0217(13) 0.0269(16) 0.0209(15) 0.0040(13) 0.0038(12) -0.0027(12) C14 0.022(2) 0.019(2) 0.023(2) -0.0002(17) -0.0024(17) 0.0015(17) C2 0.029(2) 0.028(3) 0.028(3) 0.001(2) 0.0021(19) -0.006(2) C19 0.026(2) 0.018(2) 0.029(3) 0.0022(18) 0.0034(18) 0.0010(18) C4 0.025(2) 0.044(3) 0.032(3) -0.004(2) -0.0001(19) -0.007(2) N2 0.028(2) 0.024(2) 0.034(2) 0.0011(17) 0.0062(16) 0.0009(16) C44 0.023(2) 0.027(3) 0.025(2) 0.0007(19) 0.0010(18) 0.0062(19) C49 0.045(3) 0.021(2) 0.044(3) -0.003(2) -0.004(2) -0.003(2) C5 0.020(2) 0.031(3) 0.031(3) 0.0010(19) 0.0039(18) -0.0090(19) C7 0.032(2) 0.028(3) 0.033(3) 0.004(2) 0.000(2) -0.0079(19) C41 0.025(2) 0.023(2) 0.019(2) 0.0011(16) -0.0011(18) 0.0003(19) C43 0.020(2) 0.032(3) 0.023(2) 0.0050(19) 0.0037(18) -0.0016(19) C39 0.024(2) 0.024(2) 0.031(3) 0.003(2) 0.002(2) 0.0015(18) C45 0.021(2) 0.019(2) 0.025(2) 0.0026(18) -0.0023(17) 0.0021(17) C12 0.029(2) 0.038(3) 0.046(3) 0.005(2) 0.001(2) 0.005(2) C40 0.027(2) 0.018(2) 0.032(2) 0.0033(17) -0.002(2) 0.005(2) C3 0.029(2) 0.033(3) 0.022(2) 0.002(2) -0.0028(18) 0.000(2) C42 0.029(2) 0.019(2) 0.032(3) 0.0016(19) -0.0031(19) 0.0007(19) C13 0.016(2) 0.035(3) 0.029(3) 0.000(2) 0.0009(17) -0.0029(18) C1 0.022(2) 0.024(2) 0.020(2) -0.0027(18) -0.0008(17) -0.0005(18) C47 0.025(2) 0.016(2) 0.040(3) 0.003(2) 0.0084(19) 0.0033(19) C8 0.033(2) 0.023(3) 0.028(3) 0.003(2) 0.005(2) -0.002(2) C15 0.021(2) 0.025(2) 0.025(2) -0.003(2) -0.0003(17) -0.0014(19) C9 0.037(3) 0.039(3) 0.041(3) 0.008(3) -0.001(2) -0.011(2) C37 0.024(2) 0.046(3) 0.056(4) 0.014(3) -0.009(2) -0.015(2) C48 0.054(3) 0.027(3) 0.051(3) 0.005(2) 0.021(2) 0.010(2) C32 0.022(2) 0.060(3) 0.032(3) -0.007(3) -0.001(2) 0.003(2) C38 0.019(2) 0.038(3) 0.053(3) 0.009(3) -0.008(2) -0.001(2) C31 0.024(2) 0.056(4) 0.042(3) -0.017(3) -0.008(2) 0.017(2) C10 0.048(3) 0.031(3) 0.051(3) 0.019(2) -0.001(3) -0.007(2) C29 0.030(2) 0.031(3) 0.035(3) -0.004(2) 0.006(2) 0.007(2) C16 0.025(2) 0.022(2) 0.027(2) 0.004(2) 0.0037(18) -0.001(2) C24 0.025(2) 0.037(3) 0.027(2) 0.0024(19) -0.002(2) -0.001(2) C27 0.026(2) 0.057(3) 0.039(3) 0.002(2) -0.007(2) 0.003(2) C18 0.025(2) 0.021(2) 0.022(2) 0.0033(18) 0.0018(18) 0.0013(19) C21 0.032(3) 0.077(4) 0.033(3) 0.009(2) 0.007(2) 0.004(3) C20 0.031(2) 0.031(3) 0.024(3) 0.0043(19) 0.0045(19) -0.002(2) C26 0.036(3) 0.061(3) 0.037(3) 0.004(2) -0.007(2) -0.009(3) C25 0.035(3) 0.046(3) 0.039(3) 0.006(2) -0.007(2) -0.011(2) C17 0.033(2) 0.031(3) 0.017(2) 0.0028(18) 0.0036(18) 0.000(2) C50 0.033(3) 0.025(3) 0.049(3) 0.011(2) -0.004(2) 0.004(2) C51 0.033(3) 0.032(3) 0.036(3) 0.014(2) 0.006(2) 0.002(2) C53 0.041(3) 0.090(5) 0.056(4) 0.036(3) 0.006(3) -0.006(3) C30 0.040(3) 0.035(3) 0.044(3) -0.010(2) -0.007(2) 0.016(2) C22 0.061(3) 0.040(3) 0.055(4) -0.005(3) 0.028(3) -0.020(3) C11 0.046(3) 0.037(3) 0.049(3) 0.020(2) 0.003(2) 0.001(2) C23 0.035(3) 0.057(4) 0.030(3) 0.008(2) 0.010(2) -0.004(2) C52 0.073(4) 0.088(5) 0.064(4) 0.028(4) -0.004(3) -0.042(4) C54 0.107(5) 0.073(5) 0.089(5) 0.029(4) 0.073(4) 0.029(4) _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 Zr2 O4 2.004(3) . ? Zr2 O3 2.023(2) . ? Zr2 O5 2.133(2) . ? Zr2 O1 2.218(3) . ? Zr2 N4 2.375(3) . ? Zr2 N3 2.441(3) . ? Zr2 Cl3 2.5086(11) . ? Zr2 Zr1 3.6238(6) . ? Zr1 O2 1.996(3) . ? Zr1 O5 2.159(3) . ? Zr1 O1 2.172(3) . ? Zr1 N2 2.422(3) . ? Zr1 N1 2.444(3) . ? Zr1 Cl1 2.4527(11) . ? Zr1 Cl2 2.5156(11) . ? O3 C33 1.343(5) . ? O1 C1 1.373(4) . ? N4 C39 1.336(4) . ? N4 C35 1.347(5) . ? O4 C46 1.350(4) . ? N3 C28 1.465(5) . ? N3 C34 1.486(5) . ? N3 C40 1.503(4) . ? C28 C29 1.375(6) . ? C28 C33 1.401(6) . ? C46 C41 1.399(5) . ? C46 C45 1.415(5) . ? C35 C36 1.386(5) . ? C35 C34 1.502(5) . ? C6 C1 1.377(5) . ? C6 C5 1.378(5) . ? C6 N1 1.468(5) . ? C36 C37 1.361(6) . ? N1 C7 1.484(5) . ? N1 C13 1.499(5) . ? C33 C32 1.395(5) . ? O2 C19 1.370(4) . ? C14 C15 1.381(5) . ? C14 C19 1.404(5) . ? C14 C13 1.508(5) . ? C2 C1 1.370(5) . ? C2 C3 1.393(5) . ? C19 C18 1.402(5) . ? C4 C3 1.379(6) . ? C4 C5 1.387(5) . ? N2 C12 1.336(5) . ? N2 C8 1.344(5) . ? C44 C43 1.376(5) . ? C44 C45 1.396(5) . ? C49 C47 1.515(5) . ? C7 C8 1.493(5) . ? C41 C42 1.368(5) . ? C41 C40 1.508(5) . ? C43 C42 1.401(5) . ? C43 C51 1.531(5) . ? C39 C38 1.373(5) . ? C45 C47 1.537(5) . ? C12 C11 1.362(6) . ? C47 C50 1.520(5) . ? C47 C48 1.528(5) . ? C8 C9 1.396(6) . ? C15 C16 1.393(5) . ? C9 C10 1.376(6) . ? C37 C38 1.363(6) . ? C32 C31 1.375(6) . ? C31 C30 1.368(6) . ? C10 C11 1.375(6) . ? C29 C30 1.401(6) . ? C16 C17 1.385(5) . ? C16 C20 1.530(5) . ? C24 C27 1.529(6) . ? C24 C25 1.529(6) . ? C24 C26 1.547(5) . ? C24 C18 1.548(5) . ? C18 C17 1.410(5) . ? C21 C20 1.509(6) . ? C20 C23 1.522(5) . ? C20 C22 1.545(6) . ? C51 C53 1.487(6) . ? C51 C54 1.517(6) . ? C51 C52 1.545(7) . ? C56 O6 1.220(6) . ? C56 C55 1.476(7) . ? C56 C57 1.477(7) . ? O7 C59 1.202(6) . ? C59 C58 1.459(8) . ? C59 C60 1.508(7) . ? O8 C62 1.222(7) . ? C62 C61 1.408(8) . ? C62 C63 1.454(9) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Zr2 O3 107.34(11) . . ? O4 Zr2 O5 100.84(10) . . ? O3 Zr2 O5 130.21(10) . . ? O4 Zr2 O1 83.56(10) . . ? O3 Zr2 O1 77.26(10) . . ? O5 Zr2 O1 65.97(9) . . ? O4 Zr2 N4 79.54(11) . . ? O3 Zr2 N4 139.38(11) . . ? O5 Zr2 N4 85.09(10) . . ? O1 Zr2 N4 142.92(10) . . ? O4 Zr2 N3 80.93(10) . . ? O3 Zr2 N3 72.07(11) . . ? O5 Zr2 N3 154.02(10) . . ? O1 Zr2 N3 139.40(10) . . ? N4 Zr2 N3 69.63(11) . . ? O4 Zr2 Cl3 155.18(8) . . ? O3 Zr2 Cl3 86.81(8) . . ? O5 Zr2 Cl3 83.95(7) . . ? O1 Zr2 Cl3 120.06(7) . . ? N4 Zr2 Cl3 76.61(8) . . ? N3 Zr2 Cl3 84.42(8) . . ? O4 Zr2 Zr1 97.33(7) . . ? O3 Zr2 Zr1 102.50(8) . . ? O5 Zr2 Zr1 32.61(7) . . ? O1 Zr2 Zr1 33.96(6) . . ? N4 Zr2 Zr1 116.53(8) . . ? N3 Zr2 Zr1 173.31(7) . . ? Cl3 Zr2 Zr1 99.36(3) . . ? O2 Zr1 O5 88.58(10) . . ? O2 Zr1 O1 103.11(10) . . ? O5 Zr1 O1 66.35(9) . . ? O2 Zr1 N2 79.10(11) . . ? O5 Zr1 N2 155.02(11) . . ? O1 Zr1 N2 137.49(11) . . ? O2 Zr1 N1 81.37(10) . . ? O5 Zr1 N1 130.36(10) . . ? O1 Zr1 N1 68.97(10) . . ? N2 Zr1 N1 69.49(11) . . ? O2 Zr1 Cl1 158.12(8) . . ? O5 Zr1 Cl1 113.26(7) . . ? O1 Zr1 Cl1 85.52(7) . . ? N2 Zr1 Cl1 81.04(8) . . ? N1 Zr1 Cl1 83.16(8) . . ? O2 Zr1 Cl2 98.12(8) . . ? O5 Zr1 Cl2 76.83(7) . . ? O1 Zr1 Cl2 136.50(7) . . ? N2 Zr1 Cl2 83.45(9) . . ? N1 Zr1 Cl2 152.60(8) . . ? Cl1 Zr1 Cl2 88.61(4) . . ? O2 Zr1 Zr2 92.00(8) . . ? O5 Zr1 Zr2 32.18(6) . . ? O1 Zr1 Zr2 34.77(7) . . ? N2 Zr1 Zr2 166.55(8) . . ? N1 Zr1 Zr2 99.40(8) . . ? Cl1 Zr1 Zr2 105.76(3) . . ? Cl2 Zr1 Zr2 107.99(3) . . ? C33 O3 Zr2 122.9(2) . . ? Zr2 O5 Zr1 115.20(11) . . ? C1 O1 Zr1 120.2(2) . . ? C1 O1 Zr2 128.5(2) . . ? Zr1 O1 Zr2 111.27(10) . . ? C39 N4 C35 117.2(3) . . ? C39 N4 Zr2 123.6(3) . . ? C35 N4 Zr2 119.2(3) . . ? C46 O4 Zr2 136.3(2) . . ? C28 N3 C34 111.6(3) . . ? C28 N3 C40 107.0(3) . . ? C34 N3 C40 110.7(3) . . ? C28 N3 Zr2 106.8(2) . . ? C34 N3 Zr2 110.7(2) . . ? C40 N3 Zr2 110.0(2) . . ? C29 C28 C33 121.6(4) . . ? C29 C28 N3 124.3(4) . . ? C33 C28 N3 114.1(4) . . ? O4 C46 C41 117.5(3) . . ? O4 C46 C45 122.5(3) . . ? C41 C46 C45 120.0(3) . . ? N4 C35 C36 122.3(4) . . ? N4 C35 C34 117.1(3) . . ? C36 C35 C34 120.3(4) . . ? C1 C6 C5 120.8(4) . . ? C1 C6 N1 115.2(3) . . ? C5 C6 N1 123.8(4) . . ? C37 C36 C35 118.7(4) . . ? N3 C34 C35 111.9(3) . . ? C6 N1 C7 111.1(3) . . ? C6 N1 C13 105.4(3) . . ? C7 N1 C13 110.7(3) . . ? C6 N1 Zr1 108.3(2) . . ? C7 N1 Zr1 112.0(2) . . ? C13 N1 Zr1 109.1(2) . . ? O3 C33 C32 123.4(4) . . ? O3 C33 C28 118.7(4) . . ? C32 C33 C28 117.9(4) . . ? C19 O2 Zr1 137.6(2) . . ? C15 C14 C19 120.2(4) . . ? C15 C14 C13 120.8(3) . . ? C19 C14 C13 118.8(3) . . ? C1 C2 C3 119.5(4) . . ? O2 C19 C18 123.1(4) . . ? O2 C19 C14 116.5(3) . . ? C18 C19 C14 120.4(4) . . ? C3 C4 C5 120.2(4) . . ? C12 N2 C8 117.2(4) . . ? C12 N2 Zr1 124.1(3) . . ? C8 N2 Zr1 118.4(3) . . ? C43 C44 C45 124.5(4) . . ? C6 C5 C4 119.1(4) . . ? N1 C7 C8 112.5(3) . . ? C42 C41 C46 120.5(4) . . ? C42 C41 C40 121.5(3) . . ? C46 C41 C40 117.5(3) . . ? C44 C43 C42 116.9(4) . . ? C44 C43 C51 122.8(4) . . ? C42 C43 C51 120.4(4) . . ? N4 C39 C38 123.1(4) . . ? C44 C45 C46 116.4(3) . . ? C44 C45 C47 121.9(3) . . ? C46 C45 C47 121.6(3) . . ? N2 C12 C11 123.0(4) . . ? N3 C40 C41 116.8(3) . . ? C4 C3 C2 120.1(4) . . ? C41 C42 C43 121.5(4) . . ? N1 C13 C14 115.7(3) . . ? C2 C1 O1 123.0(4) . . ? C2 C1 C6 120.2(4) . . ? O1 C1 C6 116.8(3) . . ? C49 C47 C50 109.3(3) . . ? C49 C47 C48 106.8(3) . . ? C50 C47 C48 107.3(3) . . ? C49 C47 C45 109.5(3) . . ? C50 C47 C45 111.5(3) . . ? C48 C47 C45 112.2(3) . . ? N2 C8 C9 122.7(4) . . ? N2 C8 C7 117.4(4) . . ? C9 C8 C7 119.8(4) . . ? C14 C15 C16 121.4(4) . . ? C10 C9 C8 118.8(4) . . ? C36 C37 C38 119.8(4) . . ? C31 C32 C33 120.5(5) . . ? C37 C38 C39 118.7(4) . . ? C30 C31 C32 121.2(4) . . ? C11 C10 C9 118.0(4) . . ? C28 C29 C30 119.2(4) . . ? C17 C16 C15 117.1(4) . . ? C17 C16 C20 123.0(4) . . ? C15 C16 C20 119.9(4) . . ? C27 C24 C25 109.7(4) . . ? C27 C24 C26 107.5(3) . . ? C25 C24 C26 107.1(4) . . ? C27 C24 C18 110.8(3) . . ? C25 C24 C18 109.2(3) . . ? C26 C24 C18 112.5(3) . . ? C19 C18 C17 116.5(4) . . ? C19 C18 C24 122.3(3) . . ? C17 C18 C24 121.1(4) . . ? C21 C20 C23 107.3(3) . . ? C21 C20 C16 110.6(3) . . ? C23 C20 C16 112.4(3) . . ? C21 C20 C22 108.8(4) . . ? C23 C20 C22 109.2(4) . . ? C16 C20 C22 108.5(4) . . ? C16 C17 C18 124.1(4) . . ? C53 C51 C54 109.4(5) . . ? C53 C51 C43 111.6(4) . . ? C54 C51 C43 112.9(4) . . ? C53 C51 C52 107.6(4) . . ? C54 C51 C52 106.8(5) . . ? C43 C51 C52 108.2(4) . . ? C31 C30 C29 119.6(4) . . ? C12 C11 C10 120.3(5) . . ? O6 C56 C55 121.2(6) . . ? O6 C56 C57 118.4(6) . . ? C55 C56 C57 119.6(5) . . ? O7 C59 C58 120.0(6) . . ? O7 C59 C60 120.9(6) . . ? C58 C59 C60 119.1(6) . . ? O8 C62 C61 120.0(7) . . ? O8 C62 C63 117.5(7) . . ? C61 C62 C63 122.2(7) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 26.04 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.613 _refine_diff_density_min -0.478 _refine_diff_density_rms 0.069 #===END data_N(R)N(R)-3 _database_code_depnum_ccdc_archive 'CCDC 732097' #TrackingRef 'HMG-Dalton-H2L,1,RR-2,SS-2,RR-3,SS-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H75 Cl3 Hf2 N4 O7' _chemical_formula_weight 1403.55 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 14.6202(9) _cell_length_b 15.7804(11) _cell_length_c 27.372(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6315.1(7) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.31 _exptl_crystal_size_min 0.18 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2808 _exptl_absorpt_coefficient_mu 3.462 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.576 _exptl_absorpt_correction_T_max 0.731 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 41552 _diffrn_reflns_av_R_equivalents 0.0831 _diffrn_reflns_av_sigmaI/netI 0.1096 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -33 _diffrn_reflns_limit_l_max 35 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 27.53 _reflns_number_total 14412 _reflns_number_gt 9553 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0348P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.003(10) _refine_ls_number_reflns 14412 _refine_ls_number_parameters 713 _refine_ls_number_restraints 75 _refine_ls_R_factor_all 0.0952 _refine_ls_R_factor_gt 0.0546 _refine_ls_wR_factor_ref 0.1126 _refine_ls_wR_factor_gt 0.0971 _refine_ls_goodness_of_fit_ref 0.975 _refine_ls_restrained_S_all 0.977 _refine_ls_shift/su_max 0.004 _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 Hf2 Hf 0.03768(2) 0.63398(2) 1.064607(13) 0.03966(10) Uani 1 1 d . . . Hf1 Hf 0.04644(3) 0.43131(2) 1.004730(14) 0.04672(11) Uani 1 1 d . . . Cl3 Cl 0.02823(16) 0.72389(17) 0.99038(9) 0.0605(7) Uani 1 1 d . . . Cl1 Cl 0.0363(2) 0.32488(17) 1.06901(10) 0.0757(8) Uani 1 1 d . . . Cl2 Cl -0.11110(16) 0.39156(18) 0.97928(11) 0.0717(8) Uani 1 1 d . . . O3 O 0.1711(4) 0.6661(4) 1.0683(2) 0.0490(16) Uani 1 1 d . . . O5 O -0.0289(4) 0.5426(4) 1.0205(2) 0.0501(15) Uani 1 1 d . . . H5B H -0.0879 0.5508 1.0087 0.060 Uiso 1 1 calc R . . O2 O 0.0867(3) 0.4890(4) 0.9434(2) 0.0479(16) Uani 1 1 d . . . O4 O 0.0046(3) 0.5923(4) 1.1300(2) 0.0419(15) Uani 1 1 d . . . O1 O 0.1088(3) 0.5107(4) 1.0597(2) 0.0458(15) Uani 1 1 d . . . N3 N 0.0467(5) 0.7657(4) 1.1068(3) 0.0457(18) Uani 1 1 d . . . N1 N 0.2092(4) 0.4020(5) 1.0122(3) 0.048(2) Uani 1 1 d . . . N4 N -0.1102(4) 0.6952(5) 1.0715(3) 0.0411(18) Uani 1 1 d . . . C41 C -0.0336(6) 0.7056(5) 1.1825(3) 0.042(2) Uani 1 1 d . . . C28 C 0.1973(6) 0.7451(7) 1.0754(4) 0.050(3) Uani 1 1 d . . . C46 C -0.0464(6) 0.6215(5) 1.1681(3) 0.0410(19) Uani 1 1 d . . . C34 C -0.0294(6) 0.8228(6) 1.0941(4) 0.056(3) Uani 1 1 d . . . H34A H -0.0141 0.8532 1.0644 0.068 Uiso 1 1 calc R . . H34B H -0.0372 0.8641 1.1200 0.068 Uiso 1 1 calc R . . C35 C -0.1168(6) 0.7765(6) 1.0867(3) 0.047(2) Uani 1 1 d . . . C18 C 0.1350(6) 0.4830(6) 0.8584(3) 0.047(2) Uani 1 1 d . . . C33 C 0.1362(6) 0.8049(7) 1.0953(4) 0.052(3) Uani 1 1 d . . . C12 C 0.0373(9) 0.2823(6) 0.9199(4) 0.072(3) Uani 1 1 d . . . H12A H -0.0217 0.3034 0.9167 0.087 Uiso 1 1 calc R . . C14 C 0.2387(5) 0.4543(6) 0.9256(3) 0.045(2) Uani 1 1 d . . . C15 C 0.3082(6) 0.4331(6) 0.8927(3) 0.048(2) Uani 1 1 d . . . H15A H 0.3656 0.4183 0.9046 0.058 Uiso 1 1 calc R . . C48 C -0.0292(7) 0.4314(7) 1.1907(4) 0.072(3) Uani 1 1 d . . . H48A H 0.0165 0.4562 1.1700 0.107 Uiso 1 1 calc R . . H48B H -0.0356 0.3724 1.1830 0.107 Uiso 1 1 calc R . . H48C H -0.0110 0.4374 1.2243 0.107 Uiso 1 1 calc R . . C47 C -0.1225(6) 0.4774(6) 1.1825(4) 0.053(3) Uani 1 1 d . . . C40 C 0.0473(6) 0.7517(6) 1.1611(3) 0.049(2) Uani 1 1 d . . . H40A H 0.0519 0.8066 1.1769 0.059 Uiso 1 1 calc R . . H40B H 0.1022 0.7202 1.1693 0.059 Uiso 1 1 calc R . . C36 C -0.1999(7) 0.8171(8) 1.0906(4) 0.078(4) Uani 1 1 d . . . H36A H -0.2027 0.8737 1.0999 0.093 Uiso 1 1 calc R . . C13 C 0.2599(6) 0.4620(6) 0.9786(3) 0.048(3) Uani 1 1 d . . . H13A H 0.2465 0.5195 0.9888 0.058 Uiso 1 1 calc R . . H13B H 0.3250 0.4530 0.9830 0.058 Uiso 1 1 calc R . . N2 N 0.0881(6) 0.3126(5) 0.9557(3) 0.061(2) Uani 1 1 d . . . C1 C 0.1854(5) 0.4850(6) 1.0844(3) 0.046(2) Uani 1 1 d . . . C7 C 0.2289(7) 0.3127(6) 1.0001(4) 0.062(3) Uani 1 1 d . . . H7A H 0.2932 0.3072 0.9919 0.075 Uiso 1 1 calc R . . H7B H 0.2174 0.2780 1.0287 0.075 Uiso 1 1 calc R . . C25 C 0.0292(7) 0.6040(7) 0.8562(4) 0.075(3) Uani 1 1 d . . . H25A H -0.0271 0.6263 0.8435 0.112 Uiso 1 1 calc R . . H25B H 0.0790 0.6397 0.8462 0.112 Uiso 1 1 calc R . . H25C H 0.0264 0.6025 0.8912 0.112 Uiso 1 1 calc R . . C24 C 0.0437(7) 0.5165(7) 0.8371(3) 0.060(3) Uani 1 1 d . . . C45 C -0.1127(6) 0.5710(6) 1.1924(3) 0.045(2) Uani 1 1 d . . . C2 C 0.2102(6) 0.5157(7) 1.1292(3) 0.050(2) Uani 1 1 d . . . H2A H 0.1744 0.5560 1.1450 0.059 Uiso 1 1 calc R . . C19 C 0.1512(5) 0.4743(6) 0.9083(3) 0.041(2) Uani 1 1 d . . . C27 C -0.0384(8) 0.4592(8) 0.8517(4) 0.090(4) Uani 1 1 d . . . H27A H -0.0937 0.4816 0.8379 0.136 Uiso 1 1 calc R . . H27B H -0.0437 0.4577 0.8867 0.136 Uiso 1 1 calc R . . H27C H -0.0285 0.4028 0.8397 0.136 Uiso 1 1 calc R . . C5 C 0.3170(7) 0.3959(7) 1.0818(4) 0.061(3) Uani 1 1 d . . . H5A H 0.3531 0.3568 1.0653 0.073 Uiso 1 1 calc R . . C10 C 0.1510(9) 0.1899(9) 0.8905(5) 0.097(5) Uani 1 1 d . . . H10A H 0.1732 0.1494 0.8689 0.117 Uiso 1 1 calc R . . C6 C 0.2375(5) 0.4245(6) 1.0611(3) 0.045(2) Uani 1 1 d . . . C44 C -0.1651(6) 0.6114(6) 1.2275(3) 0.049(2) Uani 1 1 d . A . H44A H -0.2100 0.5799 1.2433 0.059 Uiso 1 1 calc R . . C42 C -0.0879(6) 0.7404(6) 1.2181(3) 0.049(2) Uani 1 1 d . A . H42A H -0.0783 0.7965 1.2272 0.059 Uiso 1 1 calc R . . C4 C 0.3437(6) 0.4252(7) 1.1277(4) 0.061(3) Uani 1 1 d . . . H4A H 0.3966 0.4048 1.1425 0.073 Uiso 1 1 calc R . . C21 C 0.4576(8) 0.4590(10) 0.8183(4) 0.112(5) Uani 1 1 d . . . H21A H 0.5056 0.4418 0.7966 0.167 Uiso 1 1 calc R . . H21B H 0.4767 0.4505 0.8515 0.167 Uiso 1 1 calc R . . H21C H 0.4441 0.5179 0.8132 0.167 Uiso 1 1 calc R . . C49 C -0.1543(7) 0.4603(7) 1.1299(4) 0.068(3) Uani 1 1 d . . . H49A H -0.2117 0.4881 1.1243 0.102 Uiso 1 1 calc R . . H49B H -0.1615 0.4004 1.1252 0.102 Uiso 1 1 calc R . . H49C H -0.1095 0.4816 1.1074 0.102 Uiso 1 1 calc R . . C37 C -0.2779(7) 0.7730(9) 1.0805(5) 0.084(4) Uani 1 1 d . . . H37A H -0.3349 0.7987 1.0834 0.101 Uiso 1 1 calc R . . C38 C -0.2707(6) 0.6910(8) 1.0663(5) 0.076(4) Uani 1 1 d . . . H38A H -0.3231 0.6606 1.0583 0.091 Uiso 1 1 calc R . . C43 C -0.1552(6) 0.6961(7) 1.2406(4) 0.058(3) Uani 1 1 d . . . C39 C -0.1855(5) 0.6517(7) 1.0635(4) 0.057(3) Uani 1 1 d . . . H39A H -0.1819 0.5944 1.0558 0.068 Uiso 1 1 calc R . . C16 C 0.2936(6) 0.4338(7) 0.8432(3) 0.050(2) Uani 1 1 d . . . C30 C 0.3090(7) 0.8584(10) 1.0730(5) 0.085(4) Uani 1 1 d . . . H30A H 0.3682 0.8766 1.0663 0.102 Uiso 1 1 calc R . . C3 C 0.2898(7) 0.4856(7) 1.1508(4) 0.061(3) Uani 1 1 d . . . H3A H 0.3073 0.5062 1.1812 0.073 Uiso 1 1 calc R . . C20 C 0.3699(7) 0.4048(7) 0.8080(3) 0.062(3) Uani 1 1 d . . . C26 C 0.0455(8) 0.5204(9) 0.7816(4) 0.096(4) Uani 1 1 d . . . H26A H -0.0122 0.5412 0.7699 0.145 Uiso 1 1 calc R . . H26B H 0.0561 0.4647 0.7687 0.145 Uiso 1 1 calc R . . H26C H 0.0935 0.5577 0.7712 0.145 Uiso 1 1 calc R . . C11 C 0.0662(10) 0.2203(8) 0.8863(5) 0.094(4) Uani 1 1 d . . . H11A H 0.0272 0.2011 0.8618 0.112 Uiso 1 1 calc R . . C17 C 0.2082(6) 0.4596(7) 0.8272(3) 0.056(3) Uani 1 1 d . . . H17A H 0.1981 0.4616 0.7936 0.067 Uiso 1 1 calc R . . C23 C 0.3897(12) 0.3134(9) 0.8167(5) 0.132(7) Uani 1 1 d . . . H23A H 0.3357 0.2805 0.8103 0.198 Uiso 1 1 calc R . . H23B H 0.4081 0.3055 0.8501 0.198 Uiso 1 1 calc R . . H23C H 0.4380 0.2953 0.7954 0.198 Uiso 1 1 calc R . . C8 C 0.1739(7) 0.2808(7) 0.9593(4) 0.062(3) Uani 1 1 d . . . C29 C 0.2852(6) 0.7752(8) 1.0647(4) 0.073(3) Uani 1 1 d . . . H29A H 0.3283 0.7383 1.0517 0.088 Uiso 1 1 calc R . . C32 C 0.1567(7) 0.8882(7) 1.1030(4) 0.077(4) Uani 1 1 d . . . H32A H 0.1139 0.9259 1.1155 0.092 Uiso 1 1 calc R . . C50 C -0.1915(8) 0.4340(7) 1.2171(4) 0.083(4) Uani 1 1 d . . . H50A H -0.2504 0.4602 1.2135 0.124 Uiso 1 1 calc R . . H50B H -0.1710 0.4399 1.2502 0.124 Uiso 1 1 calc R . . H50C H -0.1959 0.3750 1.2089 0.124 Uiso 1 1 calc R . . C22 C 0.3449(8) 0.4184(10) 0.7548(4) 0.100(5) Uani 1 1 d . . . H22A H 0.2912 0.3861 0.7471 0.150 Uiso 1 1 calc R . . H22B H 0.3946 0.4003 0.7344 0.150 Uiso 1 1 calc R . . H22C H 0.3331 0.4775 0.7492 0.150 Uiso 1 1 calc R . . C31 C 0.2466(9) 0.9140(9) 1.0909(5) 0.090(4) Uani 1 1 d . . . H31A H 0.2634 0.9703 1.0954 0.108 Uiso 1 1 calc R . . C9 C 0.2049(8) 0.2205(7) 0.9282(5) 0.083(4) Uani 1 1 d . . . H9A H 0.2638 0.1991 0.9323 0.099 Uiso 1 1 calc R . . C57 C 0.0000(14) -0.0526(11) 0.9438(9) 0.174(7) Uani 1 1 d DU A . H57A H -0.0028 -0.1080 0.9592 0.209 Uiso 1 1 calc R . . H57B H -0.0617 -0.0306 0.9408 0.209 Uiso 1 1 calc R . . O7 O 0.0416(14) -0.0585(14) 0.8977(7) 0.259(10) Uani 1 1 d D . . O6 O 0.0221(12) 0.0427(13) 1.0154(9) 0.254(10) Uani 1 1 d D . . C56 C 0.0576(15) 0.0059(14) 0.9732(8) 0.182(7) Uani 1 1 d DU A . H56A H 0.1124 -0.0247 0.9824 0.218 Uiso 1 1 calc R . . H56B H 0.0767 0.0516 0.9518 0.218 Uiso 1 1 calc R . . C55A C 0.077(6) 0.102(7) 1.044(3) 0.34(5) Uani 0.547(19) 1 d PDU A 1 H55A H 0.0528 0.1055 1.0765 0.516 Uiso 0.547(19) 1 calc PR A 1 H55B H 0.0750 0.1568 1.0289 0.516 Uiso 0.547(19) 1 calc PR A 1 H55C H 0.1390 0.0823 1.0452 0.516 Uiso 0.547(19) 1 calc PR A 1 C58A C 0.004(4) -0.105(4) 0.8575(16) 0.39(4) Uani 0.547(19) 1 d PDU A 1 H58A H 0.0164 -0.0755 0.8275 0.580 Uiso 0.547(19) 1 calc PR A 1 H58B H -0.0613 -0.1099 0.8617 0.580 Uiso 0.547(19) 1 calc PR A 1 H58C H 0.0305 -0.1604 0.8563 0.580 Uiso 0.547(19) 1 calc PR A 1 C55B C 0.057(10) 0.122(8) 1.034(5) 0.34(5) Uani 0.453(19) 1 d PDU A 2 H55D H 0.0073 0.1625 1.0366 0.517 Uiso 0.453(19) 1 calc PR A 2 H55E H 0.1025 0.1441 1.0125 0.517 Uiso 0.453(19) 1 calc PR A 2 H55F H 0.0827 0.1136 1.0660 0.517 Uiso 0.453(19) 1 calc PR A 2 C58B C 0.018(7) -0.133(6) 0.865(2) 0.37(4) Uani 0.453(19) 1 d PDU A 2 H58D H -0.0007 -0.1804 0.8854 0.561 Uiso 0.453(19) 1 calc PR A 2 H58E H 0.0706 -0.1493 0.8465 0.561 Uiso 0.453(19) 1 calc PR A 2 H58F H -0.0311 -0.1182 0.8438 0.561 Uiso 0.453(19) 1 calc PR A 2 C51A C -0.2163(7) 0.7353(7) 1.2784(4) 0.083(4) Uani 0.547(19) 1 d PD A 1 C52A C -0.2705(18) 0.8067(17) 1.2552(7) 0.114(11) Uani 0.547(19) 1 d PDU A 1 H52A H -0.2328 0.8359 1.2320 0.171 Uiso 0.547(19) 1 calc PR A 1 H52B H -0.2899 0.8457 1.2801 0.171 Uiso 0.547(19) 1 calc PR A 1 H52C H -0.3232 0.7838 1.2389 0.171 Uiso 0.547(19) 1 calc PR A 1 C53A C -0.284(2) 0.6809(16) 1.3034(11) 0.148(14) Uani 0.547(19) 1 d PDU A 1 H53A H -0.3209 0.7149 1.3249 0.222 Uiso 0.547(19) 1 calc PR A 1 H53B H -0.2532 0.6380 1.3219 0.222 Uiso 0.547(19) 1 calc PR A 1 H53C H -0.3230 0.6544 1.2795 0.222 Uiso 0.547(19) 1 calc PR A 1 C54A C -0.1632(12) 0.7783(15) 1.3183(7) 0.074(8) Uani 0.547(19) 1 d PDU A 1 H54A H -0.1335 0.8277 1.3054 0.111 Uiso 0.547(19) 1 calc PR A 1 H54B H -0.1180 0.7400 1.3309 0.111 Uiso 0.547(19) 1 calc PR A 1 H54C H -0.2041 0.7947 1.3440 0.111 Uiso 0.547(19) 1 calc PR A 1 C51B C -0.2163(7) 0.7353(7) 1.2784(4) 0.083(4) Uani 0.453(19) 1 d PD A 2 C52B C -0.199(3) 0.8258(13) 1.2869(14) 0.161(18) Uani 0.453(19) 1 d PDU A 2 H52D H -0.2392 0.8464 1.3119 0.241 Uiso 0.453(19) 1 calc PR A 2 H52E H -0.2089 0.8568 1.2572 0.241 Uiso 0.453(19) 1 calc PR A 2 H52F H -0.1365 0.8334 1.2972 0.241 Uiso 0.453(19) 1 calc PR A 2 C53B C -0.3140(11) 0.7241(19) 1.2663(9) 0.087(10) Uani 0.453(19) 1 d PDU A 2 H53D H -0.3325 0.6674 1.2742 0.131 Uiso 0.453(19) 1 calc PR A 2 H53E H -0.3230 0.7340 1.2320 0.131 Uiso 0.453(19) 1 calc PR A 2 H53F H -0.3499 0.7637 1.2848 0.131 Uiso 0.453(19) 1 calc PR A 2 C54B C -0.203(2) 0.693(2) 1.3278(8) 0.125(14) Uani 0.453(19) 1 d PDU A 2 H54D H -0.1949 0.6328 1.3232 0.187 Uiso 0.453(19) 1 calc PR A 2 H54E H -0.2567 0.7021 1.3476 0.187 Uiso 0.453(19) 1 calc PR A 2 H54F H -0.1508 0.7160 1.3438 0.187 Uiso 0.453(19) 1 calc PR A 2 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 Hf2 0.03116(15) 0.0423(2) 0.0455(2) -0.00061(18) 0.00240(18) 0.00299(18) Hf1 0.04349(18) 0.0452(2) 0.0514(2) -0.00624(19) 0.0120(2) 0.00087(19) Cl3 0.0502(12) 0.0738(18) 0.0574(15) 0.0199(13) 0.0031(12) 0.0020(13) Cl1 0.0936(18) 0.0599(17) 0.0737(18) 0.0085(14) 0.0282(19) 0.0008(16) Cl2 0.0492(13) 0.072(2) 0.094(2) -0.0236(16) 0.0137(14) -0.0120(13) O3 0.042(3) 0.049(4) 0.055(4) 0.005(4) 0.000(3) -0.007(3) O5 0.040(3) 0.052(4) 0.058(4) -0.010(3) 0.002(3) 0.004(3) O2 0.038(3) 0.062(4) 0.044(4) -0.020(3) 0.008(3) -0.002(3) O4 0.040(3) 0.042(4) 0.044(4) -0.015(3) 0.001(3) 0.004(2) O1 0.040(3) 0.050(4) 0.048(4) 0.001(3) 0.003(3) 0.017(3) N3 0.035(3) 0.041(4) 0.061(5) 0.009(4) -0.003(4) 0.001(4) N1 0.041(4) 0.061(6) 0.043(5) -0.003(4) 0.017(4) 0.014(4) N4 0.024(3) 0.052(5) 0.047(5) -0.007(4) -0.001(3) 0.007(3) C41 0.038(4) 0.047(6) 0.040(5) 0.003(4) -0.008(4) 0.000(5) C28 0.040(5) 0.066(8) 0.044(6) 0.008(5) -0.006(4) -0.002(5) C46 0.037(4) 0.047(6) 0.039(5) -0.007(4) 0.002(4) -0.007(5) C34 0.056(6) 0.043(6) 0.069(6) 0.007(5) 0.007(5) -0.011(5) C35 0.043(5) 0.045(7) 0.051(6) -0.005(5) -0.001(4) 0.004(5) C18 0.059(5) 0.048(6) 0.034(6) -0.008(4) 0.007(4) 0.006(5) C33 0.037(5) 0.053(7) 0.066(7) 0.006(5) 0.000(5) -0.024(5) C12 0.072(7) 0.052(7) 0.093(8) -0.013(6) 0.023(7) -0.004(7) C14 0.038(4) 0.049(6) 0.047(6) 0.000(5) 0.010(4) 0.006(4) C15 0.044(5) 0.056(7) 0.044(6) -0.003(5) 0.005(4) 0.020(5) C48 0.075(7) 0.049(6) 0.091(8) 0.008(6) 0.001(7) 0.010(6) C47 0.059(6) 0.033(6) 0.066(7) -0.004(5) 0.015(5) -0.011(5) C40 0.040(4) 0.045(6) 0.063(6) -0.006(4) 0.010(5) -0.010(5) C36 0.060(7) 0.069(9) 0.103(10) -0.020(7) -0.013(7) 0.021(6) C13 0.042(5) 0.060(7) 0.043(6) 0.003(5) 0.009(4) 0.004(4) N2 0.054(5) 0.055(6) 0.073(6) -0.018(5) 0.011(4) -0.012(4) C1 0.036(4) 0.050(6) 0.052(6) 0.010(5) 0.008(4) 0.012(4) C7 0.070(6) 0.051(7) 0.065(7) 0.005(6) 0.016(6) 0.027(5) C25 0.058(6) 0.067(8) 0.099(8) -0.010(6) -0.011(6) 0.025(6) C24 0.043(5) 0.090(8) 0.047(6) -0.007(5) -0.009(5) -0.004(6) C45 0.043(4) 0.039(6) 0.052(6) -0.007(5) -0.002(4) -0.008(4) C2 0.052(5) 0.067(7) 0.030(5) 0.002(5) 0.003(4) 0.016(5) C19 0.039(4) 0.034(5) 0.049(6) -0.011(4) 0.008(4) -0.003(4) C27 0.062(6) 0.123(11) 0.086(8) 0.001(7) -0.013(7) -0.013(8) C5 0.060(6) 0.070(8) 0.052(7) 0.004(5) 0.011(5) 0.028(5) C10 0.075(8) 0.098(11) 0.118(12) -0.041(9) 0.025(8) 0.009(8) C6 0.045(4) 0.046(6) 0.043(6) 0.011(5) 0.008(4) 0.011(4) C44 0.047(5) 0.051(7) 0.050(6) -0.001(5) 0.012(4) -0.005(4) C42 0.046(5) 0.041(6) 0.061(6) -0.005(5) 0.006(5) -0.004(4) C4 0.052(5) 0.083(8) 0.048(6) 0.014(6) 0.006(5) 0.015(6) C21 0.066(7) 0.181(15) 0.087(9) -0.028(9) 0.034(8) -0.009(10) C49 0.067(6) 0.055(8) 0.082(8) -0.016(6) 0.000(6) -0.017(5) C37 0.049(6) 0.092(11) 0.112(11) -0.047(8) -0.017(6) 0.028(6) C38 0.037(5) 0.080(9) 0.111(10) -0.027(9) -0.018(6) 0.001(5) C43 0.048(5) 0.066(8) 0.061(7) -0.023(6) 0.005(5) -0.006(5) C39 0.033(4) 0.061(7) 0.076(7) 0.002(6) -0.007(5) -0.008(4) C16 0.052(5) 0.042(6) 0.056(6) -0.001(5) 0.015(5) 0.004(5) C30 0.052(6) 0.106(11) 0.098(10) 0.020(9) 0.004(7) -0.047(8) C3 0.062(6) 0.079(9) 0.042(6) 0.013(6) -0.011(5) 0.009(6) C20 0.069(6) 0.077(8) 0.040(6) 0.002(5) 0.018(5) 0.026(6) C26 0.068(7) 0.150(13) 0.071(8) 0.009(8) -0.021(7) -0.004(9) C11 0.104(11) 0.072(9) 0.106(10) -0.042(8) 0.028(8) -0.017(8) C17 0.065(6) 0.066(8) 0.036(6) -0.007(5) 0.008(5) 0.004(5) C23 0.180(15) 0.078(10) 0.138(13) 0.040(9) 0.093(12) 0.076(11) C8 0.068(7) 0.057(8) 0.063(7) -0.007(6) 0.019(6) 0.017(6) C29 0.035(5) 0.109(10) 0.077(8) 0.010(8) 0.001(6) -0.018(6) C32 0.053(6) 0.062(9) 0.114(10) 0.006(7) -0.004(6) -0.029(6) C50 0.104(9) 0.053(8) 0.092(9) -0.003(7) 0.037(7) -0.023(7) C22 0.087(8) 0.151(14) 0.061(8) -0.004(8) 0.018(7) 0.044(9) C31 0.081(8) 0.076(10) 0.113(11) 0.006(8) -0.001(8) -0.046(8) C9 0.077(7) 0.061(8) 0.111(11) -0.026(8) 0.019(8) 0.017(6) C57 0.183(18) 0.092(14) 0.25(2) 0.012(14) -0.010(16) 0.040(11) O7 0.26(2) 0.32(3) 0.197(17) -0.026(16) 0.037(17) 0.15(2) O6 0.223(18) 0.21(2) 0.33(3) 0.006(18) 0.105(18) 0.076(15) C56 0.175(19) 0.133(16) 0.24(2) -0.006(15) 0.022(16) -0.011(14) C55A 0.52(8) 0.20(6) 0.31(5) -0.09(5) 0.16(6) -0.18(6) C58A 0.50(7) 0.31(7) 0.35(5) -0.20(5) -0.18(5) 0.33(6) C55B 0.53(8) 0.20(6) 0.30(5) -0.07(5) 0.15(6) -0.19(6) C58B 0.48(6) 0.31(7) 0.34(5) -0.14(5) -0.21(5) 0.35(6) C51A 0.080(8) 0.065(9) 0.102(10) -0.027(8) 0.040(8) -0.018(7) C52A 0.117(16) 0.143(19) 0.082(15) -0.022(14) 0.013(13) 0.045(15) C53A 0.138(19) 0.15(2) 0.15(2) -0.021(16) 0.061(16) -0.017(16) C54A 0.078(12) 0.094(15) 0.050(11) -0.044(11) -0.005(9) 0.030(11) C51B 0.080(8) 0.065(9) 0.102(10) -0.027(8) 0.040(8) -0.018(7) C52B 0.15(2) 0.15(2) 0.18(2) -0.047(18) 0.055(18) -0.013(17) C53B 0.066(13) 0.102(18) 0.094(16) -0.019(14) 0.043(12) 0.034(12) C54B 0.117(19) 0.16(2) 0.099(18) -0.036(16) 0.023(15) 0.016(16) _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 Hf2 O4 1.968(6) . ? Hf2 O3 2.018(6) . ? Hf2 O5 2.119(5) . ? Hf2 O1 2.211(5) . ? Hf2 N4 2.375(6) . ? Hf2 N3 2.382(7) . ? Hf2 Cl3 2.482(2) . ? Hf2 Hf1 3.5960(6) . ? Hf1 O2 1.999(6) . ? Hf1 O5 2.117(6) . ? Hf1 O1 2.158(6) . ? Hf1 N2 2.385(8) . ? Hf1 N1 2.434(7) . ? Hf1 Cl1 2.437(3) . ? Hf1 Cl2 2.487(2) . ? O3 C28 1.318(11) . ? O5 H5B 0.9300 . ? O2 C19 1.365(9) . ? O4 C46 1.361(9) . ? O1 C1 1.370(9) . ? N3 C34 1.473(11) . ? N3 C33 1.482(11) . ? N3 C40 1.502(10) . ? N1 C6 1.447(11) . ? N1 C7 1.475(12) . ? N1 C13 1.512(11) . ? N4 C39 1.316(10) . ? N4 C35 1.353(11) . ? C41 C42 1.372(11) . ? C41 C46 1.398(11) . ? C41 C40 1.507(12) . ? C28 C29 1.401(12) . ? C28 C33 1.408(14) . ? C46 C45 1.421(11) . ? C34 C35 1.485(13) . ? C34 H34A 0.9700 . ? C34 H34B 0.9700 . ? C35 C36 1.377(13) . ? C18 C19 1.391(12) . ? C18 C17 1.419(12) . ? C18 C24 1.551(13) . ? C33 C32 1.365(14) . ? C12 N2 1.317(12) . ? C12 C11 1.408(14) . ? C12 H12A 0.9300 . ? C14 C15 1.399(11) . ? C14 C19 1.401(11) . ? C14 C13 1.490(13) . ? C15 C16 1.371(12) . ? C15 H15A 0.9300 . ? C48 C47 1.563(13) . ? C48 H48A 0.9600 . ? C48 H48B 0.9600 . ? C48 H48C 0.9600 . ? C47 C45 1.508(12) . ? C47 C49 1.538(13) . ? C47 C50 1.542(13) . ? C40 H40A 0.9700 . ? C40 H40B 0.9700 . ? C36 C37 1.364(16) . ? C36 H36A 0.9300 . ? C13 H13A 0.9700 . ? C13 H13B 0.9700 . ? N2 C8 1.355(13) . ? C1 C2 1.368(12) . ? C1 C6 1.377(12) . ? C7 C8 1.465(14) . ? C7 H7A 0.9700 . ? C7 H7B 0.9700 . ? C25 C24 1.493(13) . ? C25 H25A 0.9600 . ? C25 H25B 0.9600 . ? C25 H25C 0.9600 . ? C24 C26 1.519(12) . ? C24 C27 1.556(14) . ? C45 C44 1.384(12) . ? C2 C3 1.389(12) . ? C2 H2A 0.9300 . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C5 C6 1.370(12) . ? C5 C4 1.393(13) . ? C5 H5A 0.9300 . ? C10 C11 1.335(17) . ? C10 C9 1.385(16) . ? C10 H10A 0.9300 . ? C44 C43 1.391(13) . ? C44 H44A 0.9300 . ? C42 C43 1.355(13) . ? C42 H42A 0.9300 . ? C4 C3 1.390(14) . ? C4 H4A 0.9300 . ? C21 C20 1.567(16) . ? C21 H21A 0.9600 . ? C21 H21B 0.9600 . ? C21 H21C 0.9600 . ? C49 H49A 0.9600 . ? C49 H49B 0.9600 . ? C49 H49C 0.9600 . ? C37 C38 1.356(15) . ? C37 H37A 0.9300 . ? C38 C39 1.393(13) . ? C38 H38A 0.9300 . ? C43 C51A 1.500(13) . ? C39 H39A 0.9300 . ? C16 C17 1.384(12) . ? C16 C20 1.545(12) . ? C30 C31 1.357(17) . ? C30 C29 1.377(16) . ? C30 H30A 0.9300 . ? C3 H3A 0.9300 . ? C20 C23 1.491(15) . ? C20 C22 1.515(14) . ? C26 H26A 0.9600 . ? C26 H26B 0.9600 . ? C26 H26C 0.9600 . ? C11 H11A 0.9300 . ? C17 H17A 0.9300 . ? C23 H23A 0.9600 . ? C23 H23B 0.9600 . ? C23 H23C 0.9600 . ? C8 C9 1.356(14) . ? C29 H29A 0.9300 . ? C32 C31 1.415(15) . ? C32 H32A 0.9300 . ? C50 H50A 0.9600 . ? C50 H50B 0.9600 . ? C50 H50C 0.9600 . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C31 H31A 0.9300 . ? C9 H9A 0.9300 . ? C57 O7 1.40(2) . ? C57 C56 1.486(15) . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? O7 C58A 1.43(2) . ? O7 C58B 1.52(8) . ? O6 C56 1.394(15) . ? O6 C55B 1.45(2) . ? O6 C55A 1.46(2) . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C55A H55A 0.9600 . ? C55A H55B 0.9600 . ? C55A H55C 0.9600 . ? C58A H58A 0.9600 . ? C58A H58B 0.9600 . ? C58A H58C 0.9600 . ? C55B H55D 0.9600 . ? C55B H55E 0.9600 . ? C55B H55F 0.9600 . ? C58B H58D 0.9600 . ? C58B H58E 0.9600 . ? C58B H58F 0.9600 . ? C51A C53A 1.481(15) . ? C51A C54A 1.502(14) . ? C51A C52A 1.517(15) . ? C52A H52A 0.9600 . ? C52A H52B 0.9600 . ? C52A H52C 0.9600 . ? C53A H53A 0.9600 . ? C53A H53B 0.9600 . ? C53A H53C 0.9600 . ? C54A H54A 0.9600 . ? C54A H54B 0.9600 . ? C54A H54C 0.9600 . ? C52B H52D 0.9600 . ? C52B H52E 0.9600 . ? C52B H52F 0.9600 . ? C53B H53D 0.9600 . ? C53B H53E 0.9600 . ? C53B H53F 0.9600 . ? C54B H54D 0.9600 . ? C54B H54E 0.9600 . ? C54B H54F 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Hf2 O3 106.0(2) . . ? O4 Hf2 O5 100.3(2) . . ? O3 Hf2 O5 130.1(2) . . ? O4 Hf2 O1 82.9(2) . . ? O3 Hf2 O1 76.7(2) . . ? O5 Hf2 O1 65.3(2) . . ? O4 Hf2 N4 80.8(2) . . ? O3 Hf2 N4 140.7(3) . . ? O5 Hf2 N4 84.5(2) . . ? O1 Hf2 N4 142.3(2) . . ? O4 Hf2 N3 82.2(2) . . ? O3 Hf2 N3 72.7(3) . . ? O5 Hf2 N3 153.7(2) . . ? O1 Hf2 N3 140.5(2) . . ? N4 Hf2 N3 69.9(2) . . ? O4 Hf2 Cl3 157.26(16) . . ? O3 Hf2 Cl3 87.21(19) . . ? O5 Hf2 Cl3 84.08(17) . . ? O1 Hf2 Cl3 118.64(16) . . ? N4 Hf2 Cl3 77.42(19) . . ? N3 Hf2 Cl3 84.34(17) . . ? O4 Hf2 Hf1 97.26(16) . . ? O3 Hf2 Hf1 102.25(19) . . ? O5 Hf2 Hf1 31.89(15) . . ? O1 Hf2 Hf1 34.14(15) . . ? N4 Hf2 Hf1 115.48(18) . . ? N3 Hf2 Hf1 174.45(17) . . ? Cl3 Hf2 Hf1 97.89(6) . . ? O2 Hf1 O5 87.0(2) . . ? O2 Hf1 O1 101.4(2) . . ? O5 Hf1 O1 66.2(2) . . ? O2 Hf1 N2 79.0(3) . . ? O5 Hf1 N2 154.0(3) . . ? O1 Hf1 N2 137.8(3) . . ? O2 Hf1 N1 82.5(2) . . ? O5 Hf1 N1 130.5(2) . . ? O1 Hf1 N1 68.8(2) . . ? N2 Hf1 N1 69.4(3) . . ? O2 Hf1 Cl1 159.75(18) . . ? O5 Hf1 Cl1 113.15(17) . . ? O1 Hf1 Cl1 85.55(17) . . ? N2 Hf1 Cl1 83.1(2) . . ? N1 Hf1 Cl1 82.4(2) . . ? O2 Hf1 Cl2 98.77(17) . . ? O5 Hf1 Cl2 77.53(17) . . ? O1 Hf1 Cl2 137.10(15) . . ? N2 Hf1 Cl2 83.1(2) . . ? N1 Hf1 Cl2 151.8(2) . . ? Cl1 Hf1 Cl2 88.41(11) . . ? O2 Hf1 Hf2 89.36(17) . . ? O5 Hf1 Hf2 31.92(15) . . ? O1 Hf1 Hf2 35.08(14) . . ? N2 Hf1 Hf2 164.75(19) . . ? N1 Hf1 Hf2 99.55(19) . . ? Cl1 Hf1 Hf2 106.36(7) . . ? Cl2 Hf1 Hf2 108.61(6) . . ? C28 O3 Hf2 121.8(6) . . ? Hf1 O5 Hf2 116.2(3) . . ? Hf1 O5 H5B 121.9 . . ? Hf2 O5 H5B 121.9 . . ? C19 O2 Hf1 135.9(6) . . ? C46 O4 Hf2 135.9(5) . . ? C1 O1 Hf1 121.2(6) . . ? C1 O1 Hf2 127.9(6) . . ? Hf1 O1 Hf2 110.8(2) . . ? C34 N3 C33 111.2(7) . . ? C34 N3 C40 109.2(7) . . ? C33 N3 C40 105.5(7) . . ? C34 N3 Hf2 112.2(5) . . ? C33 N3 Hf2 108.0(6) . . ? C40 N3 Hf2 110.6(5) . . ? C6 N1 C7 112.7(8) . . ? C6 N1 C13 105.6(7) . . ? C7 N1 C13 111.5(7) . . ? C6 N1 Hf1 108.0(5) . . ? C7 N1 Hf1 110.7(6) . . ? C13 N1 Hf1 108.0(5) . . ? C39 N4 C35 119.1(7) . . ? C39 N4 Hf2 122.4(6) . . ? C35 N4 Hf2 118.3(5) . . ? C42 C41 C46 120.2(8) . . ? C42 C41 C40 122.6(8) . . ? C46 C41 C40 117.0(8) . . ? O3 C28 C29 123.8(10) . . ? O3 C28 C33 120.4(8) . . ? C29 C28 C33 115.8(10) . . ? O4 C46 C41 117.7(7) . . ? O4 C46 C45 122.9(8) . . ? C41 C46 C45 119.4(8) . . ? N3 C34 C35 112.4(7) . . ? N3 C34 H34A 109.1 . . ? C35 C34 H34A 109.1 . . ? N3 C34 H34B 109.1 . . ? C35 C34 H34B 109.1 . . ? H34A C34 H34B 107.9 . . ? N4 C35 C36 121.8(9) . . ? N4 C35 C34 116.6(8) . . ? C36 C35 C34 121.3(10) . . ? C19 C18 C17 116.0(9) . . ? C19 C18 C24 123.3(8) . . ? C17 C18 C24 120.7(8) . . ? C32 C33 C28 124.4(9) . . ? C32 C33 N3 124.3(10) . . ? C28 C33 N3 111.3(9) . . ? N2 C12 C11 124.7(12) . . ? N2 C12 H12A 117.7 . . ? C11 C12 H12A 117.7 . . ? C15 C14 C19 120.0(8) . . ? C15 C14 C13 119.7(8) . . ? C19 C14 C13 120.1(7) . . ? C16 C15 C14 121.3(8) . . ? C16 C15 H15A 119.3 . . ? C14 C15 H15A 119.3 . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C45 C47 C49 111.6(8) . . ? C45 C47 C50 112.8(8) . . ? C49 C47 C50 107.4(8) . . ? C45 C47 C48 110.3(8) . . ? C49 C47 C48 108.5(8) . . ? C50 C47 C48 106.1(8) . . ? N3 C40 C41 116.8(7) . . ? N3 C40 H40A 108.1 . . ? C41 C40 H40A 108.1 . . ? N3 C40 H40B 108.1 . . ? C41 C40 H40B 108.1 . . ? H40A C40 H40B 107.3 . . ? C37 C36 C35 119.0(11) . . ? C37 C36 H36A 120.5 . . ? C35 C36 H36A 120.5 . . ? C14 C13 N1 116.0(8) . . ? C14 C13 H13A 108.3 . . ? N1 C13 H13A 108.3 . . ? C14 C13 H13B 108.3 . . ? N1 C13 H13B 108.3 . . ? H13A C13 H13B 107.4 . . ? C12 N2 C8 116.3(9) . . ? C12 N2 Hf1 124.0(7) . . ? C8 N2 Hf1 119.0(7) . . ? C2 C1 O1 123.8(8) . . ? C2 C1 C6 120.9(8) . . ? O1 C1 C6 115.4(8) . . ? C8 C7 N1 113.1(9) . . ? C8 C7 H7A 109.0 . . ? N1 C7 H7A 109.0 . . ? C8 C7 H7B 109.0 . . ? N1 C7 H7B 109.0 . . ? H7A C7 H7B 107.8 . . ? C24 C25 H25A 109.5 . . ? C24 C25 H25B 109.5 . . ? H25A C25 H25B 109.5 . . ? C24 C25 H25C 109.5 . . ? H25A C25 H25C 109.5 . . ? H25B C25 H25C 109.5 . . ? C25 C24 C26 108.4(10) . . ? C25 C24 C18 107.8(8) . . ? C26 C24 C18 112.1(9) . . ? C25 C24 C27 109.7(9) . . ? C26 C24 C27 107.1(9) . . ? C18 C24 C27 111.6(8) . . ? C44 C45 C46 116.4(9) . . ? C44 C45 C47 121.5(8) . . ? C46 C45 C47 122.0(8) . . ? C1 C2 C3 118.9(9) . . ? C1 C2 H2A 120.6 . . ? C3 C2 H2A 120.6 . . ? O2 C19 C18 123.8(8) . . ? O2 C19 C14 115.5(8) . . ? C18 C19 C14 120.6(8) . . ? C24 C27 H27A 109.5 . . ? C24 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C24 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? C6 C5 C4 120.0(9) . . ? C6 C5 H5A 120.0 . . ? C4 C5 H5A 120.0 . . ? C11 C10 C9 117.9(12) . . ? C11 C10 H10A 121.0 . . ? C9 C10 H10A 121.0 . . ? C5 C6 C1 120.5(9) . . ? C5 C6 N1 122.9(8) . . ? C1 C6 N1 116.2(7) . . ? C45 C44 C43 124.4(9) . . ? C45 C44 H44A 117.8 . . ? C43 C44 H44A 117.8 . . ? C43 C42 C41 122.5(9) . . ? C43 C42 H42A 118.8 . . ? C41 C42 H42A 118.8 . . ? C3 C4 C5 118.6(9) . . ? C3 C4 H4A 120.7 . . ? C5 C4 H4A 120.7 . . ? C20 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? C20 C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C38 C37 C36 118.7(10) . . ? C38 C37 H37A 120.7 . . ? C36 C37 H37A 120.7 . . ? C37 C38 C39 120.7(10) . . ? C37 C38 H38A 119.7 . . ? C39 C38 H38A 119.7 . . ? C42 C43 C44 117.0(9) . . ? C42 C43 C51A 122.2(10) . . ? C44 C43 C51A 120.8(9) . . ? N4 C39 C38 120.4(10) . . ? N4 C39 H39A 119.8 . . ? C38 C39 H39A 119.8 . . ? C15 C16 C17 117.2(8) . . ? C15 C16 C20 120.1(8) . . ? C17 C16 C20 122.6(9) . . ? C31 C30 C29 120.4(10) . . ? C31 C30 H30A 119.8 . . ? C29 C30 H30A 119.8 . . ? C2 C3 C4 121.1(10) . . ? C2 C3 H3A 119.5 . . ? C4 C3 H3A 119.5 . . ? C23 C20 C22 109.8(11) . . ? C23 C20 C16 109.1(9) . . ? C22 C20 C16 112.6(8) . . ? C23 C20 C21 109.9(11) . . ? C22 C20 C21 107.1(10) . . ? C16 C20 C21 108.4(8) . . ? C24 C26 H26A 109.5 . . ? C24 C26 H26B 109.5 . . ? H26A C26 H26B 109.5 . . ? C24 C26 H26C 109.5 . . ? H26A C26 H26C 109.5 . . ? H26B C26 H26C 109.5 . . ? C10 C11 C12 118.1(13) . . ? C10 C11 H11A 120.9 . . ? C12 C11 H11A 120.9 . . ? C16 C17 C18 124.4(9) . . ? C16 C17 H17A 117.8 . . ? C18 C17 H17A 117.8 . . ? C20 C23 H23A 109.5 . . ? C20 C23 H23B 109.5 . . ? H23A C23 H23B 109.5 . . ? C20 C23 H23C 109.5 . . ? H23A C23 H23C 109.5 . . ? H23B C23 H23C 109.5 . . ? N2 C8 C9 121.6(11) . . ? N2 C8 C7 116.0(9) . . ? C9 C8 C7 122.4(10) . . ? C30 C29 C28 121.4(11) . . ? C30 C29 H29A 119.3 . . ? C28 C29 H29A 119.3 . . ? C33 C32 C31 116.5(11) . . ? C33 C32 H32A 121.8 . . ? C31 C32 H32A 121.8 . . ? C47 C50 H50A 109.5 . . ? C47 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C47 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C20 C22 H22A 109.5 . . ? C20 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? C20 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C30 C31 C32 121.5(12) . . ? C30 C31 H31A 119.3 . . ? C32 C31 H31A 119.3 . . ? C8 C9 C10 121.5(12) . . ? C8 C9 H9A 119.3 . . ? C10 C9 H9A 119.3 . . ? O7 C57 C56 106(2) . . ? O7 C57 H57A 110.5 . . ? C56 C57 H57A 110.5 . . ? O7 C57 H57B 110.5 . . ? C56 C57 H57B 110.5 . . ? H57A C57 H57B 108.6 . . ? C57 O7 C58A 124(3) . . ? C57 O7 C58B 118(5) . . ? C58A O7 C58B 21(5) . . ? C56 O6 C55B 122(2) . . ? C56 O6 C55A 120(2) . . ? C55B O6 C55A 20(10) . . ? O6 C56 C57 120(2) . . ? O6 C56 H56A 107.4 . . ? C57 C56 H56A 107.4 . . ? O6 C56 H56B 107.4 . . ? C57 C56 H56B 107.4 . . ? H56A C56 H56B 106.9 . . ? O6 C55A H55A 109.5 . . ? O6 C55A H55B 109.5 . . ? H55A C55A H55B 109.5 . . ? O6 C55A H55C 109.5 . . ? H55A C55A H55C 109.5 . . ? H55B C55A H55C 109.5 . . ? O7 C58A H58A 109.5 . . ? O7 C58A H58B 109.5 . . ? H58A C58A H58B 109.5 . . ? O7 C58A H58C 109.5 . . ? H58A C58A H58C 109.5 . . ? H58B C58A H58C 109.5 . . ? O6 C55B H55D 109.5 . . ? O6 C55B H55E 109.5 . . ? H55D C55B H55E 109.5 . . ? O6 C55B H55F 109.5 . . ? H55D C55B H55F 109.5 . . ? H55E C55B H55F 109.5 . . ? O7 C58B H58D 109.5 . . ? O7 C58B H58E 109.5 . . ? H58D C58B H58E 109.5 . . ? O7 C58B H58F 109.5 . . ? H58D C58B H58F 109.5 . . ? H58E C58B H58F 109.5 . . ? C53A C51A C43 118.6(14) . . ? C53A C51A C54A 105.9(13) . . ? C43 C51A C54A 112.3(10) . . ? C53A C51A C52A 105.9(13) . . ? C43 C51A C52A 109.2(12) . . ? C54A C51A C52A 103.8(11) . . ? C51A C52A H52A 109.5 . . ? C51A C52A H52B 109.5 . . ? H52A C52A H52B 109.5 . . ? C51A C52A H52C 109.5 . . ? H52A C52A H52C 109.5 . . ? H52B C52A H52C 109.5 . . ? C51A C53A H53A 109.5 . . ? C51A C53A H53B 109.5 . . ? H53A C53A H53B 109.5 . . ? C51A C53A H53C 109.5 . . ? H53A C53A H53C 109.5 . . ? H53B C53A H53C 109.5 . . ? C51A C54A H54A 109.5 . . ? C51A C54A H54B 109.5 . . ? H54A C54A H54B 109.5 . . ? C51A C54A H54C 109.5 . . ? H54A C54A H54C 109.5 . . ? H54B C54A H54C 109.5 . . ? H52D C52B H52E 109.5 . . ? H52D C52B H52F 109.5 . . ? H52E C52B H52F 109.5 . . ? H53D C53B H53E 109.5 . . ? H53D C53B H53F 109.5 . . ? H53E C53B H53F 109.5 . . ? H54D C54B H54E 109.5 . . ? H54D C54B H54F 109.5 . . ? H54E C54B H54F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.53 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.251 _refine_diff_density_min -1.093 _refine_diff_density_rms 0.127 #===END data_N(S)N(S)-3 _database_code_depnum_ccdc_archive 'CCDC 732098' #TrackingRef 'HMG-Dalton-H2L,1,RR-2,SS-2,RR-3,SS-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C58 H75 Cl3 Hf2 N4 O7' _chemical_formula_weight 1403.55 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 Orthorhombic _symmetry_space_group_name_H-M P2(1)2(1)2(1) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 14.5989(6) _cell_length_b 15.7790(7) _cell_length_c 27.3541(17) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 6301.2(5) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.15 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.480 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2808 _exptl_absorpt_coefficient_mu 3.469 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.639 _exptl_absorpt_correction_T_max 0.775 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32869 _diffrn_reflns_av_R_equivalents 0.0374 _diffrn_reflns_av_sigmaI/netI 0.0783 _diffrn_reflns_limit_h_min -20 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -21 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 37 _diffrn_reflns_theta_min 1.90 _diffrn_reflns_theta_max 30.21 _reflns_number_total 16730 _reflns_number_gt 11978 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0211P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.009(7) _refine_ls_number_reflns 16730 _refine_ls_number_parameters 713 _refine_ls_number_restraints 112 _refine_ls_R_factor_all 0.0716 _refine_ls_R_factor_gt 0.0398 _refine_ls_wR_factor_ref 0.0785 _refine_ls_wR_factor_gt 0.0684 _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_restrained_S_all 0.979 _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 Hf2 Hf 0.963746(13) 0.134242(11) 0.064616(9) 0.03586(6) Uani 1 1 d . . . Hf1 Hf 0.955237(15) -0.068137(12) 0.004038(9) 0.04247(7) Uani 1 1 d . . . N3 N 0.9546(3) 0.2673(2) 0.10773(18) 0.0413(11) Uani 1 1 d . . . Cl3 Cl 0.97369(10) 0.22492(8) -0.00959(6) 0.0555(4) Uani 1 1 d . . . C14 C 0.7622(4) -0.0452(3) -0.0751(2) 0.0408(13) Uani 1 1 d . . . C16 C 0.7078(4) -0.0653(3) -0.1577(2) 0.0454(14) Uani 1 1 d . . . C18 C 0.8674(4) -0.0166(3) -0.1423(2) 0.0452(14) Uani 1 1 d . . . C17 C 0.7955(4) -0.0389(3) -0.1734(2) 0.0487(15) Uani 1 1 d . . . H17A H 0.8061 -0.0362 -0.2069 0.058 Uiso 1 1 calc R . . C20 C 0.9571(4) 0.0176(4) -0.1640(2) 0.0584(15) Uani 1 1 d . . . C19 C 0.8492(4) -0.0236(3) -0.0926(2) 0.0425(14) Uani 1 1 d . . . C15 C 0.6937(4) -0.0654(4) -0.1080(2) 0.0463(14) Uani 1 1 d . . . H15A H 0.6361 -0.0796 -0.0961 0.056 Uiso 1 1 calc R . . O2 O 0.9151(2) -0.0105(2) -0.05741(15) 0.0432(9) Uani 1 1 d . . . O5 O 1.0311(2) 0.04371(18) 0.02043(15) 0.0437(9) Uani 1 1 d . . . H5B H 1.0903 0.0522 0.0088 0.052 Uiso 1 1 calc R . . O4 O 0.9969(2) 0.09184(17) 0.13082(15) 0.0374(8) Uani 1 1 d . . . O3 O 0.8296(2) 0.1669(2) 0.06812(19) 0.0472(10) Uani 1 1 d . . . O1 O 0.8926(2) 0.01127(19) 0.05909(15) 0.0415(9) Uani 1 1 d . . . C41 C 1.0343(4) 0.2055(3) 0.1830(2) 0.0386(12) Uani 1 1 d . . . C33 C 0.8027(4) 0.2472(4) 0.0753(3) 0.0508(17) Uani 1 1 d . . . N4 N 1.1107(3) 0.1949(2) 0.07310(19) 0.0392(11) Uani 1 1 d . . . C46 C 1.0483(3) 0.1206(3) 0.1687(2) 0.0351(11) Uani 1 1 d . . . C21 C 0.9717(5) 0.1076(4) -0.1438(3) 0.074(2) Uani 1 1 d . . . H21A H 0.9212 0.1430 -0.1533 0.112 Uiso 1 1 calc R . . H21B H 1.0276 0.1305 -0.1568 0.112 Uiso 1 1 calc R . . H21C H 0.9754 0.1055 -0.1088 0.112 Uiso 1 1 calc R . . C28 C 0.8645(4) 0.3045(4) 0.0948(3) 0.0532(17) Uani 1 1 d . . . C45 C 1.1125(3) 0.0713(3) 0.1931(2) 0.0388(12) Uani 1 1 d . . . C36 C 1.2020(4) 0.3157(4) 0.0920(3) 0.065(2) Uani 1 1 d . . . H36A H 1.2053 0.3718 0.1023 0.078 Uiso 1 1 calc R . . C6 C 0.7632(3) -0.0755(3) 0.0603(2) 0.0441(13) Uani 1 1 d . . . C39 C 1.1882(3) 0.1528(3) 0.0637(3) 0.0525(16) Uani 1 1 d . . . H39A H 1.1845 0.0961 0.0546 0.063 Uiso 1 1 calc R . . C35 C 1.1185(4) 0.2764(3) 0.0873(3) 0.0478(15) Uani 1 1 d . . . C40 C 0.9536(4) 0.2516(3) 0.1619(2) 0.0449(13) Uani 1 1 d . . . H40A H 0.9485 0.3059 0.1782 0.054 Uiso 1 1 calc R . . H40B H 0.8988 0.2195 0.1696 0.054 Uiso 1 1 calc R . . C48 C 1.0308(5) -0.0683(3) 0.1901(3) 0.0645(18) Uani 1 1 d . . . H48A H 1.0364 -0.1279 0.1834 0.097 Uiso 1 1 calc R . . H48B H 0.9862 -0.0440 0.1685 0.097 Uiso 1 1 calc R . . H48C H 1.0117 -0.0603 0.2234 0.097 Uiso 1 1 calc R . . C34 C 1.0326(4) 0.3243(3) 0.0942(3) 0.0522(15) Uani 1 1 d . . . H34A H 1.0177 0.3541 0.0642 0.063 Uiso 1 1 calc R . . H34B H 1.0412 0.3662 0.1197 0.063 Uiso 1 1 calc R . . C44 C 1.1648(4) 0.1099(3) 0.2285(2) 0.0458(14) Uani 1 1 d . A . H44A H 1.2086 0.0774 0.2446 0.055 Uiso 1 1 calc R . . C47 C 1.1238(4) -0.0250(3) 0.1821(3) 0.0530(16) Uani 1 1 d . . . C1 C 0.8155(4) -0.0149(3) 0.0835(2) 0.0436(14) Uani 1 1 d . . . C42 C 1.0880(4) 0.2407(3) 0.2190(2) 0.0476(15) Uani 1 1 d . A . H42A H 1.0781 0.2967 0.2280 0.057 Uiso 1 1 calc R . . C24 C 0.6325(5) -0.0933(4) -0.1927(3) 0.0610(18) Uani 1 1 d . . . C49 C 1.1551(5) -0.0397(4) 0.1310(3) 0.0639(19) Uani 1 1 d . . . H49A H 1.1612 -0.0995 0.1253 0.096 Uiso 1 1 calc R . . H49B H 1.2132 -0.0125 0.1260 0.096 Uiso 1 1 calc R . . H49C H 1.1110 -0.0166 0.1086 0.096 Uiso 1 1 calc R . . C38 C 1.2723(4) 0.1899(5) 0.0670(4) 0.078(2) Uani 1 1 d . . . H38A H 1.3246 0.1590 0.0593 0.094 Uiso 1 1 calc R . . C2 C 0.7901(4) 0.0144(4) 0.1288(3) 0.0529(15) Uani 1 1 d . . . H2A H 0.8265 0.0535 0.1452 0.063 Uiso 1 1 calc R . . C31 C 0.6924(5) 0.3586(5) 0.0729(4) 0.081(2) Uani 1 1 d . . . H31A H 0.6333 0.3770 0.0660 0.097 Uiso 1 1 calc R . . C4 C 0.6565(4) -0.0748(4) 0.1265(3) 0.0616(17) Uani 1 1 d . . . H4A H 0.6032 -0.0945 0.1412 0.074 Uiso 1 1 calc R . . C43 C 1.1560(4) 0.1955(3) 0.2419(3) 0.0508(16) Uani 1 1 d . . . C32 C 0.7144(4) 0.2756(4) 0.0642(3) 0.0646(18) Uani 1 1 d . . . H32A H 0.6713 0.2386 0.0512 0.078 Uiso 1 1 calc R . . C25 C 0.5427(5) -0.0404(5) -0.1829(4) 0.102(3) Uani 1 1 d . . . H25A H 0.4956 -0.0583 -0.2051 0.153 Uiso 1 1 calc R . . H25B H 0.5552 0.0187 -0.1878 0.153 Uiso 1 1 calc R . . H25C H 0.5227 -0.0495 -0.1499 0.153 Uiso 1 1 calc R . . C22 C 0.9552(6) 0.0220(6) -0.2195(3) 0.090(2) Uani 1 1 d . . . H22A H 0.9045 0.0563 -0.2298 0.136 Uiso 1 1 calc R . . H22B H 0.9487 -0.0341 -0.2326 0.136 Uiso 1 1 calc R . . H22C H 1.0113 0.0466 -0.2311 0.136 Uiso 1 1 calc R . . C5 C 0.6828(4) -0.1048(4) 0.0816(3) 0.0569(17) Uani 1 1 d . . . H5A H 0.6469 -0.1447 0.0655 0.068 Uiso 1 1 calc R . . C23 C 1.0393(5) -0.0384(4) -0.1481(3) 0.085(2) Uani 1 1 d . . . H23A H 1.0310 -0.0949 -0.1604 0.127 Uiso 1 1 calc R . . H23B H 1.0427 -0.0399 -0.1130 0.127 Uiso 1 1 calc R . . H23C H 1.0950 -0.0151 -0.1610 0.127 Uiso 1 1 calc R . . C26 C 0.6564(6) -0.0791(5) -0.2456(3) 0.089(2) Uani 1 1 d . . . H26A H 0.7109 -0.1103 -0.2536 0.133 Uiso 1 1 calc R . . H26B H 0.6668 -0.0198 -0.2512 0.133 Uiso 1 1 calc R . . H26C H 0.6068 -0.0982 -0.2659 0.133 Uiso 1 1 calc R . . C29 C 0.8420(5) 0.3889(4) 0.1028(3) 0.071(2) Uani 1 1 d . . . H29A H 0.8844 0.4269 0.1156 0.086 Uiso 1 1 calc R . . C3 C 0.7103(4) -0.0149(4) 0.1495(3) 0.0596(17) Uani 1 1 d . . . H3A H 0.6921 0.0062 0.1797 0.072 Uiso 1 1 calc R . . C50 C 1.1936(5) -0.0659(4) 0.2162(3) 0.081(3) Uani 1 1 d . . . H50A H 1.1989 -0.1251 0.2086 0.122 Uiso 1 1 calc R . . H50B H 1.1737 -0.0595 0.2494 0.122 Uiso 1 1 calc R . . H50C H 1.2520 -0.0390 0.2121 0.122 Uiso 1 1 calc R . . C37 C 1.2797(4) 0.2720(5) 0.0816(4) 0.084(3) Uani 1 1 d . . . H37A H 1.3368 0.2977 0.0843 0.100 Uiso 1 1 calc R . . C13 C 0.7414(4) -0.0369(3) -0.0224(2) 0.0461(15) Uani 1 1 d . . . H13A H 0.6762 -0.0457 -0.0177 0.055 Uiso 1 1 calc R . . H13B H 0.7550 0.0207 -0.0124 0.055 Uiso 1 1 calc R . . C7 C 0.7722(4) -0.1874(3) -0.0010(3) 0.0600(18) Uani 1 1 d . . . H7A H 0.7831 -0.2223 0.0276 0.072 Uiso 1 1 calc R . . H7B H 0.7081 -0.1928 -0.0098 0.072 Uiso 1 1 calc R . . N2 N 0.9141(3) -0.1867(3) -0.0464(2) 0.0530(14) Uani 1 1 d . . . C8 C 0.8295(5) -0.2178(3) -0.0417(3) 0.0600(19) Uani 1 1 d . . . C12 C 0.9652(5) -0.2165(3) -0.0818(3) 0.0641(19) Uani 1 1 d . . . H12A H 1.0244 -0.1954 -0.0847 0.077 Uiso 1 1 calc R . . C11 C 0.9375(5) -0.2776(4) -0.1155(3) 0.082(2) Uani 1 1 d . . . H11A H 0.9761 -0.2963 -0.1403 0.099 Uiso 1 1 calc R . . C9 C 0.7969(5) -0.2789(4) -0.0742(4) 0.082(3) Uani 1 1 d . . . H9A H 0.7374 -0.2992 -0.0709 0.099 Uiso 1 1 calc R . . C30 C 0.7535(5) 0.4146(5) 0.0910(4) 0.086(3) Uani 1 1 d . . . H30A H 0.7364 0.4708 0.0956 0.104 Uiso 1 1 calc R . . C27 C 0.6093(7) -0.1853(4) -0.1841(4) 0.117(4) Uani 1 1 d . . . H27A H 0.6627 -0.2194 -0.1897 0.175 Uiso 1 1 calc R . . H27B H 0.5616 -0.2022 -0.2062 0.175 Uiso 1 1 calc R . . H27C H 0.5890 -0.1928 -0.1510 0.175 Uiso 1 1 calc R . . Cl1 Cl 0.96520(14) -0.17585(8) 0.06801(7) 0.0700(5) Uani 1 1 d . . . C10 C 0.8503(6) -0.3088(5) -0.1103(4) 0.090(3) Uani 1 1 d . . . H10A H 0.8284 -0.3502 -0.1316 0.108 Uiso 1 1 calc R . . Cl2 Cl 1.11315(10) -0.10755(9) -0.02148(8) 0.0686(5) Uani 1 1 d . . . N1 N 0.7927(3) -0.0971(3) 0.0110(2) 0.0445(12) Uani 1 1 d . . . O7 O 0.4843(8) -0.0355(6) -0.0131(6) 0.244(5) Uani 1 1 d DU . . C57 C 0.4338(14) -0.0020(11) 0.0270(8) 0.253(6) Uani 1 1 d DU A . H57A H 0.4100 -0.0469 0.0476 0.304 Uiso 1 1 calc R . . H57B H 0.3833 0.0330 0.0158 0.304 Uiso 1 1 calc R . . C56 C 0.5020(14) 0.0483(11) 0.0528(7) 0.270(6) Uani 1 1 d DU . . H56A H 0.5110 0.1030 0.0373 0.324 Uiso 1 1 calc R A . H56B H 0.5602 0.0190 0.0549 0.324 Uiso 1 1 calc R . . O6 O 0.4587(10) 0.0570(8) 0.1010(7) 0.290(6) Uani 1 1 d DU A . C51A C 1.2170(4) 0.2346(4) 0.2800(3) 0.073(2) Uani 0.544(15) 1 d PD A 1 C52A C 1.2819(14) 0.1772(10) 0.3033(9) 0.142(9) Uani 0.544(15) 1 d PDU A 1 H52A H 1.2494 0.1306 0.3177 0.213 Uiso 0.544(15) 1 calc PR A 1 H52B H 1.3151 0.2070 0.3282 0.213 Uiso 0.544(15) 1 calc PR A 1 H52C H 1.3241 0.1561 0.2793 0.213 Uiso 0.544(15) 1 calc PR A 1 C53A C 1.1618(8) 0.2762(11) 0.3190(5) 0.083(5) Uani 0.544(15) 1 d PDU A 1 H53A H 1.1262 0.2343 0.3359 0.124 Uiso 0.544(15) 1 calc PR A 1 H53B H 1.1217 0.3174 0.3046 0.124 Uiso 0.544(15) 1 calc PR A 1 H53C H 1.2021 0.3038 0.3418 0.124 Uiso 0.544(15) 1 calc PR A 1 C54A C 1.2725(13) 0.3063(13) 0.2570(7) 0.132(9) Uani 0.544(15) 1 d PDU A 1 H54A H 1.3114 0.3313 0.2813 0.197 Uiso 0.544(15) 1 calc PR A 1 H54B H 1.2316 0.3486 0.2443 0.197 Uiso 0.544(15) 1 calc PR A 1 H54C H 1.3094 0.2841 0.2309 0.197 Uiso 0.544(15) 1 calc PR A 1 C51B C 1.2170(4) 0.2346(4) 0.2800(3) 0.073(2) Uani 0.456(15) 1 d PD A 2 C52B C 1.2047(17) 0.1848(15) 0.3277(7) 0.134(10) Uani 0.456(15) 1 d PDU A 2 H52D H 1.2432 0.2086 0.3526 0.201 Uiso 0.456(15) 1 calc PR A 2 H52E H 1.2213 0.1266 0.3225 0.201 Uiso 0.456(15) 1 calc PR A 2 H52F H 1.1419 0.1879 0.3379 0.201 Uiso 0.456(15) 1 calc PR A 2 C53B C 1.1974(18) 0.3225(11) 0.2934(11) 0.158(12) Uani 0.456(15) 1 d PDU A 2 H53D H 1.2008 0.3577 0.2649 0.237 Uiso 0.456(15) 1 calc PR A 2 H53E H 1.2415 0.3415 0.3171 0.237 Uiso 0.456(15) 1 calc PR A 2 H53F H 1.1370 0.3261 0.3072 0.237 Uiso 0.456(15) 1 calc PR A 2 C54B C 1.3147(9) 0.2255(13) 0.2664(8) 0.098(7) Uani 0.456(15) 1 d PDU A 2 H54D H 1.3266 0.2573 0.2371 0.147 Uiso 0.456(15) 1 calc PR A 2 H54E H 1.3283 0.1668 0.2607 0.147 Uiso 0.456(15) 1 calc PR A 2 H54F H 1.3525 0.2466 0.2924 0.147 Uiso 0.456(15) 1 calc PR A 2 C55A C 0.494(3) 0.134(3) 0.1293(13) 0.316(10) Uani 0.544(15) 1 d PDU A 1 H55A H 0.4805 0.1265 0.1634 0.474 Uiso 0.544(15) 1 calc PR A 1 H55B H 0.4647 0.1840 0.1174 0.474 Uiso 0.544(15) 1 calc PR A 1 H55C H 0.5590 0.1384 0.1250 0.474 Uiso 0.544(15) 1 calc PR A 1 C58A C 0.424(2) -0.0919(14) -0.0429(11) 0.216(9) Uani 0.544(15) 1 d PDU A 1 H58A H 0.4571 -0.1128 -0.0707 0.324 Uiso 0.544(15) 1 calc PR A 1 H58B H 0.3714 -0.0603 -0.0540 0.324 Uiso 0.544(15) 1 calc PR A 1 H58C H 0.4035 -0.1387 -0.0233 0.324 Uiso 0.544(15) 1 calc PR A 1 C55B C 0.503(4) 0.113(3) 0.1368(13) 0.316(11) Uani 0.456(15) 1 d PDU A 2 H55D H 0.5371 0.1563 0.1199 0.473 Uiso 0.456(15) 1 calc PR A 2 H55E H 0.5434 0.0810 0.1571 0.473 Uiso 0.456(15) 1 calc PR A 2 H55F H 0.4569 0.1398 0.1567 0.473 Uiso 0.456(15) 1 calc PR A 2 C58B C 0.462(3) -0.1151(19) -0.0339(15) 0.229(9) Uani 0.456(15) 1 d PDU A 2 H58D H 0.5170 -0.1464 -0.0402 0.343 Uiso 0.456(15) 1 calc PR A 2 H58E H 0.4294 -0.1065 -0.0640 0.343 Uiso 0.456(15) 1 calc PR A 2 H58F H 0.4240 -0.1463 -0.0116 0.343 Uiso 0.456(15) 1 calc PR A 2 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 Hf2 0.03212(9) 0.03747(9) 0.03798(13) -0.00092(10) -0.00242(11) -0.00308(9) Hf1 0.04300(11) 0.03965(10) 0.04476(15) -0.00622(11) -0.01088(13) -0.00194(9) N3 0.035(2) 0.0329(18) 0.056(3) -0.001(2) -0.003(3) 0.0014(19) Cl3 0.0543(8) 0.0646(7) 0.0475(9) 0.0157(7) -0.0026(8) 0.0003(6) C14 0.044(3) 0.045(3) 0.033(4) -0.003(3) 0.001(3) -0.005(2) C16 0.052(3) 0.041(3) 0.043(4) -0.004(3) -0.009(3) -0.005(2) C18 0.043(3) 0.055(3) 0.038(4) -0.005(3) -0.005(3) -0.001(2) C17 0.055(3) 0.056(3) 0.035(4) -0.006(3) -0.002(3) -0.001(3) C20 0.050(3) 0.078(4) 0.047(4) -0.007(3) 0.010(4) 0.000(3) C19 0.047(3) 0.041(3) 0.040(4) -0.005(3) -0.009(3) -0.001(2) C15 0.046(3) 0.056(3) 0.037(4) -0.003(3) -0.005(3) -0.011(3) O2 0.0424(19) 0.0432(17) 0.044(3) -0.0094(19) -0.008(2) 0.0004(14) O5 0.0359(18) 0.0461(17) 0.049(2) -0.0109(16) 0.0008(19) -0.0043(15) O4 0.0404(17) 0.0286(15) 0.043(2) -0.0019(16) -0.0057(18) -0.0014(12) O3 0.0369(18) 0.0469(19) 0.058(3) 0.004(2) -0.007(2) -0.0002(14) O1 0.0435(19) 0.0422(17) 0.039(2) -0.0016(19) 0.000(2) -0.0134(14) C41 0.036(2) 0.039(2) 0.042(3) -0.006(2) -0.003(3) 0.007(2) C33 0.034(3) 0.066(4) 0.052(5) 0.006(4) 0.002(3) 0.005(3) N4 0.030(2) 0.045(2) 0.043(3) -0.004(2) -0.002(2) -0.0039(17) C46 0.035(2) 0.034(2) 0.036(3) -0.005(2) -0.004(3) -0.002(2) C21 0.063(4) 0.075(4) 0.085(6) 0.000(4) 0.010(4) -0.018(3) C28 0.049(3) 0.053(3) 0.058(5) 0.012(3) 0.001(3) 0.018(3) C45 0.042(3) 0.033(2) 0.041(4) -0.005(3) -0.002(3) 0.006(2) C36 0.053(4) 0.068(4) 0.073(6) -0.019(4) 0.010(4) -0.020(3) C6 0.050(3) 0.048(3) 0.035(4) 0.003(3) -0.004(3) -0.014(2) C39 0.034(3) 0.061(3) 0.062(5) -0.013(4) 0.004(3) -0.003(2) C35 0.045(3) 0.052(3) 0.046(4) -0.003(3) 0.006(3) -0.009(3) C40 0.050(3) 0.040(2) 0.044(4) -0.005(2) -0.006(3) 0.007(3) C48 0.089(4) 0.036(2) 0.069(5) 0.000(3) -0.002(4) -0.006(3) C34 0.054(3) 0.038(2) 0.064(4) 0.007(3) 0.008(4) -0.004(3) C44 0.047(3) 0.045(3) 0.045(4) -0.007(3) -0.014(3) 0.011(2) C47 0.065(4) 0.038(3) 0.055(5) -0.010(3) -0.008(4) 0.014(3) C1 0.045(3) 0.046(3) 0.040(4) 0.004(3) -0.007(3) -0.010(2) C42 0.050(3) 0.038(3) 0.055(4) -0.013(3) -0.005(3) 0.006(2) C24 0.078(4) 0.062(3) 0.043(4) 0.002(3) -0.023(4) -0.016(3) C49 0.072(4) 0.050(3) 0.069(5) -0.017(4) -0.002(4) 0.017(3) C38 0.045(4) 0.093(5) 0.096(7) -0.035(6) 0.005(5) -0.010(3) C2 0.055(3) 0.066(3) 0.038(4) 0.000(3) 0.002(3) -0.012(3) C31 0.050(4) 0.099(5) 0.093(7) 0.015(6) 0.001(4) 0.030(4) C4 0.060(4) 0.081(4) 0.044(4) 0.014(4) -0.005(3) -0.029(3) C43 0.050(3) 0.047(3) 0.055(5) -0.014(3) -0.010(3) 0.004(2) C32 0.040(3) 0.092(4) 0.062(5) 0.012(4) 0.002(4) 0.012(3) C25 0.076(5) 0.133(6) 0.096(7) -0.021(6) -0.035(6) 0.011(5) C22 0.077(5) 0.149(7) 0.045(4) 0.003(5) 0.010(5) -0.008(5) C5 0.056(4) 0.064(3) 0.051(5) 0.008(3) -0.008(3) -0.026(3) C23 0.068(4) 0.110(5) 0.076(6) -0.002(5) 0.019(5) 0.015(4) C26 0.089(5) 0.125(6) 0.051(5) -0.010(5) -0.010(5) -0.023(5) C29 0.070(4) 0.051(3) 0.093(7) 0.001(4) -0.009(4) 0.023(3) C3 0.063(4) 0.077(4) 0.039(4) 0.009(4) 0.011(3) -0.018(3) C50 0.112(6) 0.041(3) 0.091(7) -0.012(4) -0.040(5) 0.029(3) C37 0.044(4) 0.110(6) 0.097(8) -0.046(5) 0.017(4) -0.027(4) C13 0.041(3) 0.055(3) 0.042(4) 0.005(3) -0.011(3) -0.005(2) C7 0.072(4) 0.046(3) 0.062(5) 0.000(4) -0.012(4) -0.020(3) N2 0.053(3) 0.042(2) 0.064(4) -0.008(3) -0.016(3) 0.004(2) C8 0.073(4) 0.037(3) 0.070(5) -0.012(3) -0.024(4) -0.007(3) C12 0.061(4) 0.049(3) 0.083(6) -0.017(3) -0.012(4) 0.004(3) C11 0.087(6) 0.065(4) 0.095(7) -0.032(4) -0.006(5) 0.008(4) C9 0.080(5) 0.065(4) 0.102(8) -0.035(5) -0.018(5) -0.011(3) C30 0.079(5) 0.075(5) 0.105(8) 0.010(5) -0.001(5) 0.045(4) C27 0.161(8) 0.068(4) 0.121(9) 0.013(5) -0.065(8) -0.050(5) Cl1 0.0918(11) 0.0516(7) 0.0665(12) 0.0087(8) -0.0254(13) -0.0036(8) C10 0.085(6) 0.073(4) 0.112(8) -0.053(5) -0.011(6) -0.008(4) Cl2 0.0478(8) 0.0690(9) 0.0889(15) -0.0239(9) -0.0120(9) 0.0120(7) N1 0.044(2) 0.045(2) 0.044(3) -0.002(2) -0.009(2) -0.0140(18) O7 0.238(10) 0.162(7) 0.332(15) -0.061(8) -0.009(10) 0.037(6) C57 0.265(12) 0.170(9) 0.325(16) -0.061(9) -0.016(11) 0.059(8) C56 0.284(12) 0.186(8) 0.340(16) -0.034(10) -0.039(11) 0.096(8) O6 0.308(11) 0.210(8) 0.351(17) -0.045(10) -0.058(12) 0.104(9) C51A 0.067(4) 0.063(4) 0.089(7) -0.030(4) -0.043(5) 0.016(3) C52A 0.149(15) 0.123(12) 0.154(17) -0.044(12) -0.110(14) 0.023(11) C53A 0.065(8) 0.128(12) 0.054(9) -0.043(9) -0.011(7) -0.016(8) C54A 0.137(13) 0.163(15) 0.095(13) -0.005(12) 0.016(12) -0.085(12) C51B 0.067(4) 0.063(4) 0.089(7) -0.030(4) -0.043(5) 0.016(3) C52B 0.134(16) 0.166(17) 0.101(16) -0.042(14) -0.040(14) -0.018(14) C53B 0.161(18) 0.138(15) 0.17(2) -0.061(15) -0.070(16) 0.044(13) C54B 0.101(12) 0.089(12) 0.104(15) -0.006(11) -0.044(11) -0.027(9) C55A 0.332(18) 0.249(17) 0.37(2) -0.044(17) -0.084(18) 0.130(17) C58A 0.249(18) 0.086(12) 0.31(2) -0.047(13) -0.012(16) -0.009(12) C55B 0.331(18) 0.248(18) 0.37(2) -0.051(17) -0.082(19) 0.132(17) C58B 0.243(18) 0.129(15) 0.31(2) -0.042(15) -0.017(17) -0.023(14) _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 Hf2 O4 1.990(4) . ? Hf2 O3 2.027(3) . ? Hf2 O5 2.114(3) . ? Hf2 O1 2.206(3) . ? Hf2 N4 2.361(4) . ? Hf2 N3 2.412(4) . ? Hf2 Cl3 2.4878(15) . ? Hf2 Hf1 3.5998(3) . ? Hf1 O2 1.999(4) . ? Hf1 O5 2.131(3) . ? Hf1 O1 2.162(4) . ? Hf1 N2 2.400(5) . ? Hf1 N1 2.424(4) . ? Hf1 Cl1 2.4437(17) . ? Hf1 Cl2 2.4878(16) . ? N3 C28 1.482(7) . ? N3 C34 1.498(7) . ? N3 C40 1.501(7) . ? C14 C15 1.382(8) . ? C14 C19 1.399(8) . ? C14 C13 1.481(9) . ? C16 C15 1.375(8) . ? C16 C17 1.414(8) . ? C16 C24 1.521(8) . ? C18 C19 1.389(9) . ? C18 C17 1.397(8) . ? C18 C20 1.536(8) . ? C20 C22 1.520(10) . ? C20 C21 1.538(8) . ? C20 C23 1.552(9) . ? C19 O2 1.377(6) . ? O4 C46 1.357(6) . ? O3 C33 1.340(6) . ? O1 C1 1.371(6) . ? C41 C42 1.376(8) . ? C41 C46 1.410(6) . ? C41 C40 1.501(7) . ? C33 C28 1.384(8) . ? C33 C32 1.398(8) . ? N4 C39 1.337(6) . ? N4 C35 1.348(6) . ? C46 C45 1.389(7) . ? C28 C29 1.390(8) . ? C45 C44 1.376(7) . ? C45 C47 1.557(7) . ? C36 C37 1.358(9) . ? C36 C35 1.374(8) . ? C6 C1 1.379(7) . ? C6 C5 1.390(8) . ? C6 N1 1.456(8) . ? C39 C38 1.363(8) . ? C35 C34 1.476(8) . ? C48 C47 1.537(9) . ? C44 C43 1.406(7) . ? C47 C49 1.489(10) . ? C47 C50 1.525(9) . ? C1 C2 1.372(9) . ? C42 C43 1.373(8) . ? C24 C26 1.507(11) . ? C24 C27 1.509(9) . ? C24 C25 1.577(10) . ? C38 C37 1.360(9) . ? C2 C3 1.375(8) . ? C31 C30 1.351(10) . ? C31 C32 1.368(9) . ? C4 C5 1.369(10) . ? C4 C3 1.380(8) . ? C43 C51A 1.502(9) . ? C29 C30 1.392(9) . ? C13 N1 1.516(7) . ? C7 C8 1.472(10) . ? C7 N1 1.493(6) . ? N2 C12 1.311(8) . ? N2 C8 1.336(8) . ? C8 C9 1.396(9) . ? C12 C11 1.395(9) . ? C11 C10 1.372(10) . ? C9 C10 1.344(11) . ? O7 C58B 1.416(17) . ? O7 C57 1.42(2) . ? O7 C58A 1.497(16) . ? C57 C56 1.456(16) . ? C56 O6 1.467(16) . ? O6 C55B 1.473(19) . ? O6 C55A 1.525(18) . ? C51A C52A 1.458(13) . ? C51A C53A 1.491(12) . ? C51A C54A 1.527(12) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 Hf2 O3 106.12(17) . . ? O4 Hf2 O5 100.36(14) . . ? O3 Hf2 O5 130.42(16) . . ? O4 Hf2 O1 83.19(13) . . ? O3 Hf2 O1 76.83(13) . . ? O5 Hf2 O1 65.52(13) . . ? O4 Hf2 N4 79.96(15) . . ? O3 Hf2 N4 140.33(13) . . ? O5 Hf2 N4 84.71(14) . . ? O1 Hf2 N4 142.33(13) . . ? O4 Hf2 N3 82.03(14) . . ? O3 Hf2 N3 72.63(15) . . ? O5 Hf2 N3 153.35(13) . . ? O1 Hf2 N3 140.61(14) . . ? N4 Hf2 N3 69.47(14) . . ? O4 Hf2 Cl3 157.14(9) . . ? O3 Hf2 Cl3 87.05(13) . . ? O5 Hf2 Cl3 83.97(11) . . ? O1 Hf2 Cl3 118.52(11) . . ? N4 Hf2 Cl3 78.10(13) . . ? N3 Hf2 Cl3 84.35(12) . . ? O4 Hf2 Hf1 97.41(8) . . ? O3 Hf2 Hf1 102.37(11) . . ? O5 Hf2 Hf1 32.16(9) . . ? O1 Hf2 Hf1 34.11(10) . . ? N4 Hf2 Hf1 115.89(10) . . ? N3 Hf2 Hf1 174.49(10) . . ? Cl3 Hf2 Hf1 97.85(4) . . ? O2 Hf1 O5 87.26(14) . . ? O2 Hf1 O1 101.42(14) . . ? O5 Hf1 O1 66.02(12) . . ? O2 Hf1 N2 78.38(16) . . ? O5 Hf1 N2 153.66(17) . . ? O1 Hf1 N2 138.24(15) . . ? O2 Hf1 N1 82.25(16) . . ? O5 Hf1 N1 130.41(14) . . ? O1 Hf1 N1 68.91(14) . . ? N2 Hf1 N1 69.72(17) . . ? O2 Hf1 Cl1 159.41(10) . . ? O5 Hf1 Cl1 113.22(11) . . ? O1 Hf1 Cl1 85.95(11) . . ? N2 Hf1 Cl1 83.35(14) . . ? N1 Hf1 Cl1 82.59(12) . . ? O2 Hf1 Cl2 98.58(11) . . ? O5 Hf1 Cl2 77.55(10) . . ? O1 Hf1 Cl2 137.09(10) . . ? N2 Hf1 Cl2 82.86(13) . . ? N1 Hf1 Cl2 151.90(11) . . ? Cl1 Hf1 Cl2 88.39(7) . . ? O2 Hf1 Hf2 89.62(9) . . ? O5 Hf1 Hf2 31.86(9) . . ? O1 Hf1 Hf2 34.91(8) . . ? N2 Hf1 Hf2 164.68(11) . . ? N1 Hf1 Hf2 99.49(11) . . ? Cl1 Hf1 Hf2 106.57(4) . . ? Cl2 Hf1 Hf2 108.60(4) . . ? C28 N3 C34 112.2(4) . . ? C28 N3 C40 107.0(5) . . ? C34 N3 C40 110.5(5) . . ? C28 N3 Hf2 106.1(3) . . ? C34 N3 Hf2 111.0(3) . . ? C40 N3 Hf2 109.8(3) . . ? C15 C14 C19 119.4(6) . . ? C15 C14 C13 120.4(5) . . ? C19 C14 C13 119.9(5) . . ? C15 C16 C17 115.8(5) . . ? C15 C16 C24 120.9(5) . . ? C17 C16 C24 123.3(6) . . ? C19 C18 C17 115.6(5) . . ? C19 C18 C20 124.7(5) . . ? C17 C18 C20 119.6(6) . . ? C18 C17 C16 124.8(6) . . ? C22 C20 C18 112.7(6) . . ? C22 C20 C21 108.5(6) . . ? C18 C20 C21 107.7(5) . . ? C22 C20 C23 108.6(6) . . ? C18 C20 C23 110.5(5) . . ? C21 C20 C23 108.6(6) . . ? O2 C19 C18 122.6(5) . . ? O2 C19 C14 115.6(5) . . ? C18 C19 C14 121.8(5) . . ? C16 C15 C14 122.4(5) . . ? C19 O2 Hf1 136.4(3) . . ? Hf2 O5 Hf1 115.98(16) . . ? C46 O4 Hf2 135.8(3) . . ? C33 O3 Hf2 122.0(3) . . ? C1 O1 Hf1 120.8(3) . . ? C1 O1 Hf2 128.1(3) . . ? Hf1 O1 Hf2 110.98(15) . . ? C42 C41 C46 119.9(5) . . ? C42 C41 C40 121.8(4) . . ? C46 C41 C40 117.9(5) . . ? O3 C33 C28 118.8(5) . . ? O3 C33 C32 122.8(6) . . ? C28 C33 C32 118.4(6) . . ? C39 N4 C35 117.3(4) . . ? C39 N4 Hf2 123.2(3) . . ? C35 N4 Hf2 119.5(3) . . ? O4 C46 C45 123.6(4) . . ? O4 C46 C41 116.7(4) . . ? C45 C46 C41 119.8(5) . . ? C33 C28 C29 122.2(6) . . ? C33 C28 N3 114.3(5) . . ? C29 C28 N3 123.5(6) . . ? C44 C45 C46 117.7(4) . . ? C44 C45 C47 120.6(5) . . ? C46 C45 C47 121.6(5) . . ? C37 C36 C35 119.5(6) . . ? C1 C6 C5 120.3(6) . . ? C1 C6 N1 115.1(5) . . ? C5 C6 N1 124.1(5) . . ? N4 C39 C38 122.4(5) . . ? N4 C35 C36 122.2(5) . . ? N4 C35 C34 116.9(5) . . ? C36 C35 C34 120.8(5) . . ? C41 C40 N3 116.9(5) . . ? C35 C34 N3 111.8(4) . . ? C45 C44 C43 124.0(5) . . ? C49 C47 C50 107.7(5) . . ? C49 C47 C48 109.6(6) . . ? C50 C47 C48 108.3(5) . . ? C49 C47 C45 111.5(5) . . ? C50 C47 C45 111.5(5) . . ? C48 C47 C45 108.2(5) . . ? O1 C1 C2 124.0(5) . . ? O1 C1 C6 116.0(5) . . ? C2 C1 C6 119.9(5) . . ? C43 C42 C41 122.0(5) . . ? C26 C24 C27 110.1(7) . . ? C26 C24 C16 113.2(6) . . ? C27 C24 C16 110.2(6) . . ? C26 C24 C25 106.1(7) . . ? C27 C24 C25 107.2(7) . . ? C16 C24 C25 109.9(6) . . ? C37 C38 C39 120.0(6) . . ? C1 C2 C3 119.2(6) . . ? C30 C31 C32 122.3(6) . . ? C5 C4 C3 119.1(6) . . ? C42 C43 C44 116.4(5) . . ? C42 C43 C51A 122.2(5) . . ? C44 C43 C51A 121.4(5) . . ? C31 C32 C33 119.1(7) . . ? C4 C5 C6 119.8(6) . . ? C28 C29 C30 117.5(7) . . ? C2 C3 C4 121.6(7) . . ? C36 C37 C38 118.6(6) . . ? C14 C13 N1 115.4(5) . . ? C8 C7 N1 111.3(5) . . ? C12 N2 C8 117.7(6) . . ? C12 N2 Hf1 124.2(4) . . ? C8 N2 Hf1 117.6(5) . . ? N2 C8 C9 120.5(7) . . ? N2 C8 C7 118.6(6) . . ? C9 C8 C7 120.9(6) . . ? N2 C12 C11 124.9(7) . . ? C10 C11 C12 116.7(8) . . ? C10 C9 C8 120.9(7) . . ? C31 C30 C29 120.5(6) . . ? C9 C10 C11 119.2(7) . . ? C6 N1 C7 111.5(5) . . ? C6 N1 C13 105.4(4) . . ? C7 N1 C13 111.5(5) . . ? C6 N1 Hf1 108.6(3) . . ? C7 N1 Hf1 111.1(4) . . ? C13 N1 Hf1 108.6(3) . . ? C58B O7 C57 121(2) . . ? C58B O7 C58A 28(2) . . ? C57 O7 C58A 109.5(16) . . ? O7 C57 C56 102.8(17) . . ? C57 C56 O6 101.0(19) . . ? C56 O6 C55B 118(2) . . ? C56 O6 C55A 112.6(18) . . ? C55B O6 C55A 15(4) . . ? C52A C51A C53A 108.2(11) . . ? C52A C51A C43 115.7(8) . . ? C53A C51A C43 110.9(7) . . ? C52A C51A C54A 107.2(10) . . ? C53A C51A C54A 104.8(9) . . ? C43 C51A C54A 109.5(9) . . ? _diffrn_measured_fraction_theta_max 0.950 _diffrn_reflns_theta_full 30.21 _diffrn_measured_fraction_theta_full 0.950 _refine_diff_density_max 1.250 _refine_diff_density_min -0.684 _refine_diff_density_rms 0.106 # Attachment 'HMG-Dalton-H2L,_L2Zr-1,N_R_N_R_-2,N_S_N_S_-2,N_R_N_R_-3,N_S_N_S_-3.cif' #===END data_L2Zr-1 _database_code_depnum_ccdc_archive 'CCDC 752514' #TrackingRef 'HMG-Dalton-H2L,1,RR-2,SS-2,RR-3,SS-3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C57 H71 N4 O4 Zr' _chemical_formula_weight 967.40 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/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' _cell_length_a 12.6470(15) _cell_length_b 20.723(3) _cell_length_c 10.6438(14) _cell_angle_alpha 90.00 _cell_angle_beta 110.525(7) _cell_angle_gamma 90.00 _cell_volume 2612.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.28 _exptl_crystal_size_mid 0.21 _exptl_crystal_size_min 0.16 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.230 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1026 _exptl_absorpt_coefficient_mu 0.259 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11462 _diffrn_reflns_av_R_equivalents 0.0340 _diffrn_reflns_av_sigmaI/netI 0.0459 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.27 _diffrn_reflns_theta_max 25.00 _reflns_number_total 4440 _reflns_number_gt 3699 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0809P)^2^+0.6484P] 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 'riding mode' _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4440 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0612 _refine_ls_R_factor_gt 0.0469 _refine_ls_wR_factor_ref 0.1352 _refine_ls_wR_factor_gt 0.1264 _refine_ls_goodness_of_fit_ref 1.058 _refine_ls_restrained_S_all 1.058 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zr1 Zr 0.5000 0.699767(17) 0.7500 0.02782(16) Uani 1 2 d S . . N1 N 0.4634(2) 0.73717(11) 0.9560(2) 0.0316(6) Uani 1 1 d . . . C19 C 0.6532(2) 0.81444(13) 0.9342(3) 0.0310(7) Uani 1 1 d . . . C1 C 0.3111(3) 0.66208(14) 0.8507(3) 0.0377(7) Uani 1 1 d . . . C14 C 0.5724(2) 0.83954(14) 0.9847(3) 0.0353(7) Uani 1 1 d . . . C17 C 0.7882(3) 0.88804(14) 1.0779(3) 0.0370(7) Uani 1 1 d . . . H17A H 0.8611 0.9047 1.1093 0.044 Uiso 1 1 calc R . . C16 C 0.7091(3) 0.91525(14) 1.1259(3) 0.0371(7) Uani 1 1 d . . . C13 C 0.4581(3) 0.80942(14) 0.9486(3) 0.0362(7) Uani 1 1 d . . . H13A H 0.4123 0.8223 0.8583 0.043 Uiso 1 1 calc R . . H13B H 0.4218 0.8253 1.0091 0.043 Uiso 1 1 calc R . . C18 C 0.7650(2) 0.83717(14) 0.9854(3) 0.0335(7) Uani 1 1 d . . . O2 O 0.62142(16) 0.76595(9) 0.8433(2) 0.0330(5) Uani 1 1 d . . . O1 O 0.36557(18) 0.64584(10) 0.7685(2) 0.0375(5) Uani 1 1 d . . . C24 C 0.8611(3) 0.80462(14) 0.9517(4) 0.0393(8) Uani 1 1 d . . . C6 C 0.3553(3) 0.70936(14) 0.9488(3) 0.0344(7) Uani 1 1 d . . . C4 C 0.1964(3) 0.69837(18) 1.0215(4) 0.0561(10) Uani 1 1 d . . . H4A H 0.1584 0.7102 1.0785 0.067 Uiso 1 1 calc R . . C27 C 0.8408(3) 0.80833(17) 0.8013(4) 0.0501(9) Uani 1 1 d . . . H27A H 0.9020 0.7877 0.7835 0.075 Uiso 1 1 calc R . . H27B H 0.8364 0.8527 0.7742 0.075 Uiso 1 1 calc R . . H27C H 0.7713 0.7869 0.7521 0.075 Uiso 1 1 calc R . . C20 C 0.7370(3) 0.96787(16) 1.2342(3) 0.0445(8) Uani 1 1 d . . . C15 C 0.6021(3) 0.88911(15) 1.0782(3) 0.0392(7) Uani 1 1 d . . . H15A H 0.5476 0.9054 1.1100 0.047 Uiso 1 1 calc R . . C5 C 0.2986(3) 0.72692(17) 1.0332(4) 0.0458(8) Uani 1 1 d . . . H5A H 0.3292 0.7582 1.0986 0.055 Uiso 1 1 calc R . . C2 C 0.2078(3) 0.63394(16) 0.8402(4) 0.0495(9) Uani 1 1 d . . . H2A H 0.1766 0.6025 0.7755 0.059 Uiso 1 1 calc R . . C26 C 0.9763(3) 0.83578(18) 1.0234(4) 0.0572(10) Uani 1 1 d . . . H26A H 1.0329 0.8137 0.9989 0.086 Uiso 1 1 calc R . . H26B H 0.9944 0.8329 1.1187 0.086 Uiso 1 1 calc R . . H26C H 0.9739 0.8803 0.9977 0.086 Uiso 1 1 calc R . . C23 C 0.8562(3) 0.99477(19) 1.2678(4) 0.0594(10) Uani 1 1 d . . . H23A H 0.8635 1.0136 1.1889 0.089 Uiso 1 1 calc R . . H23B H 0.9101 0.9605 1.2994 0.089 Uiso 1 1 calc R . . H23C H 0.8699 1.0271 1.3363 0.089 Uiso 1 1 calc R . . C25 C 0.8689(3) 0.73405(16) 0.9955(4) 0.0585(10) Uani 1 1 d . . . H25A H 0.9287 0.7132 0.9750 0.088 Uiso 1 1 calc R . . H25B H 0.7987 0.7127 0.9488 0.088 Uiso 1 1 calc R . . H25C H 0.8843 0.7319 1.0904 0.088 Uiso 1 1 calc R . . C22 C 0.6535(4) 1.02419(18) 1.1883(4) 0.0619(11) Uani 1 1 d . . . H22A H 0.6589 1.0428 1.1082 0.093 Uiso 1 1 calc R . . H22B H 0.6713 1.0563 1.2576 0.093 Uiso 1 1 calc R . . H22C H 0.5781 1.0087 1.1704 0.093 Uiso 1 1 calc R . . C3 C 0.1520(3) 0.65214(18) 0.9240(5) 0.0586(11) Uani 1 1 d . . . H3A H 0.0832 0.6330 0.9151 0.070 Uiso 1 1 calc R . . C21 C 0.7281(4) 0.9381(2) 1.3626(4) 0.0754(13) Uani 1 1 d . . . H21A H 0.7453 0.9703 1.4317 0.113 Uiso 1 1 calc R . . H21B H 0.7807 0.9030 1.3919 0.113 Uiso 1 1 calc R . . H21C H 0.6528 0.9223 1.3445 0.113 Uiso 1 1 calc R . . N2 N 0.5791(2) 0.62730(12) 0.9483(3) 0.0410(7) Uani 1 1 d . . . C7 C 0.5529(3) 0.71483(16) 1.0803(3) 0.0390(7) Uani 1 1 d . . . H7A H 0.6195 0.7415 1.0972 0.047 Uiso 1 1 calc R . . H7B H 0.5271 0.7198 1.1554 0.047 Uiso 1 1 calc R . . C8 C 0.5831(3) 0.64658(16) 1.0705(3) 0.0383(7) Uani 1 1 d . . . C9 C 0.6204(3) 0.60568(19) 1.1809(4) 0.0558(10) Uani 1 1 d . . . H9A H 0.6233 0.6199 1.2649 0.067 Uiso 1 1 calc R . . C12 C 0.6092(3) 0.56637(17) 0.9348(4) 0.0564(10) Uani 1 1 d . . . H12A H 0.6047 0.5524 0.8500 0.068 Uiso 1 1 calc R . . C11 C 0.6463(4) 0.52347(19) 1.0394(5) 0.0664(12) Uani 1 1 d . . . H11A H 0.6664 0.4816 1.0257 0.080 Uiso 1 1 calc R . . C10 C 0.6530(4) 0.5437(2) 1.1640(5) 0.0690(12) Uani 1 1 d . . . H10A H 0.6793 0.5159 1.2370 0.083 Uiso 1 1 calc R . . C29 C -0.0325(10) 0.5584(6) 1.1135(12) 0.100(3) Uiso 0.50 1 d P . . C30 C -0.0296(12) 0.5170(7) 1.0155(16) 0.121(4) Uiso 0.50 1 d P . . C28 C 0.0000 0.5886(15) 1.2500 0.175(10) Uiso 0.50 2 d SP . 1 C28' C 0.0000 0.5291(16) 1.2500 0.198(12) Uiso 0.50 2 d SP . 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zr1 0.0309(2) 0.0267(2) 0.0264(2) 0.000 0.01072(18) 0.000 N1 0.0311(13) 0.0353(14) 0.0298(13) 0.0016(11) 0.0122(11) 0.0021(10) C19 0.0337(16) 0.0285(15) 0.0283(16) -0.0042(13) 0.0079(13) -0.0001(12) C1 0.0386(18) 0.0347(17) 0.0422(19) 0.0124(15) 0.0169(15) 0.0022(13) C14 0.0347(17) 0.0339(17) 0.0355(17) -0.0045(14) 0.0103(14) 0.0047(13) C17 0.0346(17) 0.0335(16) 0.0390(18) -0.0043(14) 0.0080(14) -0.0015(13) C16 0.0397(18) 0.0319(16) 0.0356(18) -0.0052(14) 0.0080(14) 0.0024(13) C13 0.0389(17) 0.0337(16) 0.0391(18) -0.0056(14) 0.0173(15) 0.0044(13) C18 0.0329(16) 0.0308(16) 0.0349(17) -0.0016(13) 0.0093(13) 0.0016(12) O2 0.0327(11) 0.0336(11) 0.0334(12) -0.0061(9) 0.0124(9) 0.0005(9) O1 0.0433(12) 0.0332(11) 0.0396(13) -0.0006(10) 0.0191(11) -0.0043(9) C24 0.0306(16) 0.0376(17) 0.048(2) -0.0094(15) 0.0122(15) 0.0005(13) C6 0.0349(17) 0.0360(17) 0.0356(17) 0.0073(14) 0.0165(14) 0.0056(13) C4 0.049(2) 0.067(3) 0.068(3) 0.018(2) 0.040(2) 0.0111(18) C27 0.042(2) 0.055(2) 0.058(2) -0.0154(18) 0.0234(18) -0.0023(16) C20 0.057(2) 0.0385(18) 0.0377(18) -0.0123(15) 0.0157(16) -0.0007(15) C15 0.0405(18) 0.0380(17) 0.0402(18) -0.0077(15) 0.0154(15) 0.0066(14) C5 0.047(2) 0.051(2) 0.046(2) 0.0054(17) 0.0233(17) 0.0074(16) C2 0.045(2) 0.0420(19) 0.064(2) 0.0086(18) 0.0223(19) -0.0059(15) C26 0.0333(19) 0.062(2) 0.071(3) -0.019(2) 0.0127(18) -0.0005(17) C23 0.061(2) 0.052(2) 0.056(2) -0.0248(19) 0.009(2) -0.0064(18) C25 0.046(2) 0.043(2) 0.083(3) 0.000(2) 0.018(2) 0.0121(16) C22 0.067(3) 0.048(2) 0.069(3) -0.020(2) 0.022(2) 0.0061(18) C3 0.044(2) 0.056(2) 0.086(3) 0.018(2) 0.036(2) -0.0003(17) C21 0.107(4) 0.076(3) 0.044(2) -0.012(2) 0.028(2) -0.019(3) N2 0.0449(16) 0.0400(15) 0.0409(16) 0.0087(13) 0.0186(13) 0.0093(12) C7 0.0387(18) 0.0515(19) 0.0254(16) 0.0025(14) 0.0096(14) 0.0055(14) C8 0.0323(17) 0.0486(19) 0.0338(17) 0.0103(15) 0.0115(14) 0.0030(14) C9 0.057(2) 0.064(2) 0.045(2) 0.0190(19) 0.0173(19) 0.0052(19) C12 0.070(3) 0.044(2) 0.061(2) 0.0117(19) 0.029(2) 0.0163(18) C11 0.076(3) 0.045(2) 0.084(3) 0.024(2) 0.035(3) 0.0187(19) C10 0.070(3) 0.069(3) 0.067(3) 0.039(2) 0.022(2) 0.011(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 O2 2.039(2) . ? Zr1 O2 2.0387(19) 2_656 ? Zr1 O1 2.101(2) . ? Zr1 O1 2.101(2) 2_656 ? Zr1 N2 2.496(3) 2_656 ? Zr1 N2 2.496(3) . ? Zr1 N1 2.517(2) 2_656 ? Zr1 N1 2.517(2) . ? N1 C6 1.461(4) . ? N1 C7 1.482(4) . ? N1 C13 1.500(4) . ? C19 O2 1.354(3) . ? C19 C18 1.406(4) . ? C19 C14 1.411(4) . ? C1 O1 1.333(4) . ? C1 C6 1.398(5) . ? C1 C2 1.399(4) . ? C14 C15 1.387(4) . ? C14 C13 1.496(4) . ? C17 C16 1.392(4) . ? C17 C18 1.402(4) . ? C16 C15 1.379(4) . ? C16 C20 1.535(4) . ? C18 C24 1.538(4) . ? C24 C25 1.528(5) . ? C24 C26 1.531(5) . ? C24 C27 1.531(5) . ? C6 C5 1.380(4) . ? C4 C3 1.378(6) . ? C4 C5 1.386(5) . ? C20 C23 1.528(5) . ? C20 C22 1.534(5) . ? C20 C21 1.540(5) . ? C2 C3 1.371(5) . ? N2 C12 1.341(4) . ? N2 C8 1.345(4) . ? C7 C8 1.478(4) . ? C8 C9 1.390(5) . ? C9 C10 1.381(6) . ? C12 C11 1.373(5) . ? C11 C10 1.364(6) . ? C29 C30 1.362(16) . ? C29 C28' 1.493(17) . ? C29 C28 1.501(17) . ? C30 C30 1.16(2) 3_567 ? C28 C29 1.501(17) 2_557 ? C28' C29 1.493(17) 2_557 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O2 Zr1 O2 95.44(11) . 2_656 ? O2 Zr1 O1 143.93(8) . . ? O2 Zr1 O1 84.69(8) 2_656 . ? O2 Zr1 O1 84.69(8) . 2_656 ? O2 Zr1 O1 143.93(8) 2_656 2_656 ? O1 Zr1 O1 115.72(11) . 2_656 ? O2 Zr1 N2 145.78(8) . 2_656 ? O2 Zr1 N2 89.00(9) 2_656 2_656 ? O1 Zr1 N2 70.22(8) . 2_656 ? O1 Zr1 N2 72.44(9) 2_656 2_656 ? O2 Zr1 N2 89.00(9) . . ? O2 Zr1 N2 145.78(8) 2_656 . ? O1 Zr1 N2 72.44(9) . . ? O1 Zr1 N2 70.22(8) 2_656 . ? N2 Zr1 N2 106.02(13) 2_656 . ? O2 Zr1 N1 83.12(8) . 2_656 ? O2 Zr1 N1 72.87(8) 2_656 2_656 ? O1 Zr1 N1 130.36(8) . 2_656 ? O1 Zr1 N1 71.34(8) 2_656 2_656 ? N2 Zr1 N1 65.80(8) 2_656 2_656 ? N2 Zr1 N1 141.30(8) . 2_656 ? O2 Zr1 N1 72.87(8) . . ? O2 Zr1 N1 83.12(8) 2_656 . ? O1 Zr1 N1 71.34(8) . . ? O1 Zr1 N1 130.36(8) 2_656 . ? N2 Zr1 N1 141.30(8) 2_656 . ? N2 Zr1 N1 65.80(8) . . ? N1 Zr1 N1 144.13(11) 2_656 . ? C6 N1 C7 109.4(2) . . ? C6 N1 C13 111.6(2) . . ? C7 N1 C13 111.4(2) . . ? C6 N1 Zr1 106.71(18) . . ? C7 N1 Zr1 111.41(17) . . ? C13 N1 Zr1 106.27(17) . . ? O2 C19 C18 122.1(3) . . ? O2 C19 C14 118.2(3) . . ? C18 C19 C14 119.5(3) . . ? O1 C1 C6 120.3(3) . . ? O1 C1 C2 121.7(3) . . ? C6 C1 C2 118.0(3) . . ? C15 C14 C19 119.8(3) . . ? C15 C14 C13 119.2(3) . . ? C19 C14 C13 120.8(3) . . ? C16 C17 C18 124.2(3) . . ? C15 C16 C17 116.4(3) . . ? C15 C16 C20 119.5(3) . . ? C17 C16 C20 123.9(3) . . ? C14 C13 N1 112.4(2) . . ? C17 C18 C19 117.3(3) . . ? C17 C18 C24 120.4(3) . . ? C19 C18 C24 122.1(3) . . ? C19 O2 Zr1 146.27(18) . . ? C1 O1 Zr1 123.29(19) . . ? C25 C24 C26 107.6(3) . . ? C25 C24 C27 109.7(3) . . ? C26 C24 C27 106.3(3) . . ? C25 C24 C18 108.7(3) . . ? C26 C24 C18 113.0(3) . . ? C27 C24 C18 111.4(3) . . ? C5 C6 C1 120.5(3) . . ? C5 C6 N1 123.5(3) . . ? C1 C6 N1 115.9(3) . . ? C3 C4 C5 119.1(3) . . ? C23 C20 C22 108.0(3) . . ? C23 C20 C16 112.5(3) . . ? C22 C20 C16 110.5(3) . . ? C23 C20 C21 108.1(3) . . ? C22 C20 C21 109.3(3) . . ? C16 C20 C21 108.2(3) . . ? C16 C15 C14 122.6(3) . . ? C6 C5 C4 120.6(4) . . ? C3 C2 C1 120.9(4) . . ? C2 C3 C4 120.9(3) . . ? C12 N2 C8 117.9(3) . . ? C12 N2 Zr1 121.4(2) . . ? C8 N2 Zr1 120.5(2) . . ? C8 C7 N1 111.8(3) . . ? N2 C8 C9 121.5(3) . . ? N2 C8 C7 115.4(3) . . ? C9 C8 C7 122.9(3) . . ? C10 C9 C8 119.1(4) . . ? N2 C12 C11 123.5(4) . . ? C10 C11 C12 118.5(4) . . ? C11 C10 C9 119.5(4) . . ? C30 C29 C28' 114.6(15) . . ? C30 C29 C28 158.9(14) . . ? C28' C29 C28 48.7(14) . . ? C30 C30 C29 143(2) 3_567 . ? C29 C28 C29 131(2) . 2_557 ? C29 C28' C29 132(3) 2_557 . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 1.045 _refine_diff_density_min -0.219 _refine_diff_density_rms 0.073