# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2011 data_global _journal_name_full 'Dalton Trans.' _journal_coden_cambridge 0222 _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_email rrojasg@uc.cl _publ_contact_author_name 'Gerald Kehr' loop_ _publ_author_name 'Gerald Kehr' G.Erker 'Roland Frohlich' 'Kirsten Spannhoff' 'Rene Rojas' 'Brian Peoples' 'Alan Cabrera' 'Mauricio Valderrama' data_erk5943 _database_code_depnum_ccdc_archive 'CCDC 847631' #TrackingRef '- erk5943.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H17 N3' _chemical_formula_weight 275.35 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.3372(2) _cell_length_b 11.4394(2) _cell_length_c 13.2279(3) _cell_angle_alpha 90.974(1) _cell_angle_beta 109.646(1) _cell_angle_gamma 110.002(1) _cell_volume 1501.23(5) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3525 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.19 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.218 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 584 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.9768 _exptl_absorpt_correction_T_max 0.9876 _exptl_absorpt_process_details 'Denzo (otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 13598 _diffrn_reflns_av_R_equivalents 0.045 _diffrn_reflns_av_sigmaI/netI 0.0413 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 4.12 _diffrn_reflns_theta_max 27.92 _reflns_number_total 6933 _reflns_number_gt 5590 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 2003)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to Zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on all data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0312P)^2^+1.0059P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens 'at N1 from difmap, others geom' _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6933 _refine_ls_number_parameters 389 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0799 _refine_ls_R_factor_gt 0.0634 _refine_ls_wR_factor_ref 0.1492 _refine_ls_wR_factor_gt 0.1341 _refine_ls_goodness_of_fit_ref 1.063 _refine_ls_restrained_S_all 1.063 _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 N1A N 0.59445(15) 0.50541(15) 0.33557(14) 0.0387(4) Uani 1 1 d . . . H1A H 0.541(2) 0.423(2) 0.3301(18) 0.046 Uiso 1 1 d . . . C2A C 0.53791(17) 0.58227(16) 0.35508(14) 0.0341(4) Uani 1 1 d . . . C3A C 0.41053(17) 0.53048(16) 0.36461(14) 0.0328(4) Uani 1 1 d . . . C4A C 0.33176(17) 0.39813(16) 0.35029(14) 0.0333(4) Uani 1 1 d . . . N5A N 0.38067(15) 0.31679(13) 0.32864(13) 0.0375(3) Uani 1 1 d . . . C6A C 0.6073(2) 0.72242(17) 0.37025(18) 0.0446(5) Uani 1 1 d . . . H6AA H 0.7028 0.7434 0.3862 0.067 Uiso 1 1 calc R . . H6AB H 0.5949 0.7606 0.4300 0.067 Uiso 1 1 calc R . . H6AC H 0.5692 0.7539 0.3043 0.067 Uiso 1 1 calc R . . C7A C 0.35480(18) 0.61582(17) 0.39104(16) 0.0384(4) Uani 1 1 d . . . N8A N 0.31001(19) 0.68417(17) 0.41275(18) 0.0560(5) Uani 1 1 d . . . C9A C 0.19772(19) 0.36096(19) 0.36345(18) 0.0442(4) Uani 1 1 d . . . H9AA H 0.1330 0.3753 0.3001 0.066 Uiso 1 1 calc R . . H9AB H 0.2072 0.4111 0.4276 0.066 Uiso 1 1 calc R . . H9AC H 0.1664 0.2726 0.3711 0.066 Uiso 1 1 calc R . . C11A C 0.71762(17) 0.53650(17) 0.31749(15) 0.0359(4) Uani 1 1 d . . . C12A C 0.80420(19) 0.47748(18) 0.37087(16) 0.0402(4) Uani 1 1 d . . . H12A H 0.7838 0.4245 0.4211 0.048 Uiso 1 1 calc R . . C13A C 0.9209(2) 0.4967(2) 0.35002(19) 0.0501(5) Uani 1 1 d . . . H13A H 0.9792 0.4561 0.3858 0.060 Uiso 1 1 calc R . . C14A C 0.9518(2) 0.5749(2) 0.27707(18) 0.0539(6) Uani 1 1 d . . . H14A H 1.0311 0.5880 0.2632 0.065 Uiso 1 1 calc R . . C15A C 0.8657(2) 0.6339(2) 0.22445(19) 0.0569(6) Uani 1 1 d . . . H15A H 0.8869 0.6876 0.1749 0.068 Uiso 1 1 calc R . . C16A C 0.7481(2) 0.6147(2) 0.24376(17) 0.0487(5) Uani 1 1 d . . . H16A H 0.6895 0.6546 0.2070 0.058 Uiso 1 1 calc R . . C21A C 0.30976(19) 0.18410(16) 0.30687(16) 0.0375(4) Uani 1 1 d . . . C22A C 0.1848(2) 0.12681(19) 0.22508(18) 0.0487(5) Uani 1 1 d . . . H22A H 0.1407 0.1759 0.1837 0.058 Uiso 1 1 calc R . . C23A C 0.1249(3) -0.0037(2) 0.2044(2) 0.0608(6) Uani 1 1 d . . . H23A H 0.0395 -0.0426 0.1495 0.073 Uiso 1 1 calc R . . C24A C 0.1894(3) -0.0763(2) 0.2635(2) 0.0647(7) Uani 1 1 d . . . H24A H 0.1483 -0.1645 0.2490 0.078 Uiso 1 1 calc R . . C25A C 0.3138(3) -0.0197(2) 0.3439(2) 0.0608(6) Uani 1 1 d . . . H25A H 0.3579 -0.0694 0.3844 0.073 Uiso 1 1 calc R . . C26A C 0.3748(2) 0.11013(18) 0.36569(19) 0.0468(5) Uani 1 1 d . . . H26A H 0.4604 0.1483 0.4204 0.056 Uiso 1 1 calc R . . N1B N 0.58415(17) 0.01165(15) 0.20918(13) 0.0416(4) Uani 1 1 d . . . H1B H 0.541(2) -0.069(2) 0.1892(19) 0.050 Uiso 1 1 d . . . C2B C 0.51474(19) 0.07704(17) 0.15291(15) 0.0373(4) Uani 1 1 d . . . C3B C 0.38678(18) 0.01388(16) 0.07298(15) 0.0359(4) Uani 1 1 d . . . C4B C 0.31891(18) -0.12127(17) 0.04772(15) 0.0366(4) Uani 1 1 d . . . N5B N 0.38135(16) -0.19118(14) 0.10040(13) 0.0393(4) Uani 1 1 d . . . C6B C 0.5744(2) 0.21815(17) 0.17208(17) 0.0452(5) Uani 1 1 d . . . H6BA H 0.5378 0.2500 0.2181 0.068 Uiso 1 1 calc R . . H6BB H 0.5523 0.2495 0.1032 0.068 Uiso 1 1 calc R . . H6BC H 0.6715 0.2462 0.2073 0.068 Uiso 1 1 calc R . . C7B C 0.3189(2) 0.08945(18) 0.01339(16) 0.0427(4) Uani 1 1 d . . . N8B N 0.2647(2) 0.15045(18) -0.03507(16) 0.0605(5) Uani 1 1 d . . . C9B C 0.1814(2) -0.17296(19) -0.04054(17) 0.0466(5) Uani 1 1 d . . . H9BA H 0.1603 -0.2602 -0.0665 0.070 Uiso 1 1 calc R . . H9BB H 0.1805 -0.1244 -0.1000 0.070 Uiso 1 1 calc R . . H9BC H 0.1148 -0.1676 -0.0119 0.070 Uiso 1 1 calc R . . C11B C 0.71056(18) 0.05924(16) 0.29678(15) 0.0365(4) Uani 1 1 d . . . C12B C 0.8125(2) 0.02034(18) 0.29383(16) 0.0415(4) Uani 1 1 d . . . H12B H 0.7982 -0.0356 0.2342 0.050 Uiso 1 1 calc R . . C13B C 0.9356(2) 0.0642(2) 0.37907(18) 0.0496(5) Uani 1 1 d . . . H13B H 1.0052 0.0384 0.3770 0.060 Uiso 1 1 calc R . . C14B C 0.9570(2) 0.1458(2) 0.46729(18) 0.0503(5) Uani 1 1 d . . . H14B H 1.0413 0.1765 0.5244 0.060 Uiso 1 1 calc R . . C15B C 0.8547(2) 0.1818(2) 0.47119(17) 0.0491(5) Uani 1 1 d . . . H15B H 0.8686 0.2361 0.5318 0.059 Uiso 1 1 calc R . . C16B C 0.7313(2) 0.13864(19) 0.38658(16) 0.0449(4) Uani 1 1 d . . . H16B H 0.6614 0.1632 0.3899 0.054 Uiso 1 1 calc R . . C21B C 0.32357(19) -0.32413(17) 0.08723(15) 0.0372(4) Uani 1 1 d . . . C22B C 0.2021(2) -0.38851(19) 0.09917(17) 0.0446(4) Uani 1 1 d . . . H22B H 0.1520 -0.3440 0.1134 0.054 Uiso 1 1 calc R . . C23B C 0.1543(2) -0.5188(2) 0.09006(18) 0.0533(5) Uani 1 1 d . . . H23B H 0.0718 -0.5621 0.0982 0.064 Uiso 1 1 calc R . . C24B C 0.2265(3) -0.58502(19) 0.06932(17) 0.0562(6) Uani 1 1 d . . . H24B H 0.1925 -0.6734 0.0615 0.067 Uiso 1 1 calc R . . C25B C 0.3491(3) -0.5213(2) 0.06011(18) 0.0556(6) Uani 1 1 d . . . H25B H 0.3997 -0.5662 0.0475 0.067 Uiso 1 1 calc R . . C26B C 0.3978(2) -0.39149(19) 0.06935(16) 0.0445(4) Uani 1 1 d . . . H26B H 0.4817 -0.3485 0.0635 0.053 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 N1A 0.0306(7) 0.0326(8) 0.0517(9) 0.0072(7) 0.0167(7) 0.0087(6) C2A 0.0342(9) 0.0306(8) 0.0351(9) 0.0072(7) 0.0109(7) 0.0106(7) C3A 0.0320(8) 0.0313(8) 0.0364(9) 0.0073(7) 0.0116(7) 0.0139(7) C4A 0.0318(8) 0.0329(9) 0.0353(9) 0.0081(7) 0.0126(7) 0.0116(7) N5A 0.0355(8) 0.0279(7) 0.0521(9) 0.0087(6) 0.0201(7) 0.0111(6) C6A 0.0436(10) 0.0296(9) 0.0542(12) 0.0069(8) 0.0162(9) 0.0075(8) C7A 0.0348(9) 0.0343(9) 0.0462(10) 0.0082(8) 0.0146(8) 0.0130(7) N8A 0.0530(11) 0.0452(10) 0.0764(13) 0.0067(9) 0.0246(10) 0.0248(9) C9A 0.0381(10) 0.0399(10) 0.0573(12) 0.0062(9) 0.0236(9) 0.0116(8) C11A 0.0283(8) 0.0342(9) 0.0397(9) 0.0007(7) 0.0122(7) 0.0053(7) C12A 0.0380(9) 0.0376(9) 0.0470(11) 0.0054(8) 0.0175(8) 0.0145(8) C13A 0.0383(10) 0.0559(13) 0.0571(13) 0.0027(10) 0.0162(9) 0.0204(9) C14A 0.0335(10) 0.0701(15) 0.0527(12) -0.0011(11) 0.0204(9) 0.0085(10) C15A 0.0429(11) 0.0725(15) 0.0474(12) 0.0154(11) 0.0199(10) 0.0084(11) C16A 0.0364(10) 0.0591(13) 0.0459(11) 0.0151(10) 0.0121(9) 0.0146(9) C21A 0.0401(9) 0.0299(8) 0.0467(10) 0.0074(7) 0.0232(8) 0.0105(7) C22A 0.0475(11) 0.0398(10) 0.0555(12) 0.0067(9) 0.0212(10) 0.0099(9) C23A 0.0564(13) 0.0458(12) 0.0678(15) -0.0073(11) 0.0272(12) 0.0001(10) C24A 0.0818(18) 0.0295(10) 0.0875(19) 0.0037(11) 0.0495(16) 0.0081(11) C25A 0.0766(17) 0.0354(11) 0.0811(17) 0.0179(11) 0.0385(14) 0.0234(11) C26A 0.0504(11) 0.0357(10) 0.0600(13) 0.0113(9) 0.0246(10) 0.0181(9) N1B 0.0411(9) 0.0308(8) 0.0420(9) 0.0019(7) 0.0049(7) 0.0104(7) C2B 0.0441(10) 0.0319(9) 0.0351(9) 0.0058(7) 0.0136(8) 0.0137(8) C3B 0.0396(9) 0.0318(9) 0.0364(9) 0.0066(7) 0.0115(7) 0.0156(7) C4B 0.0372(9) 0.0350(9) 0.0353(9) 0.0068(7) 0.0108(7) 0.0129(7) N5B 0.0390(8) 0.0297(7) 0.0424(9) 0.0049(6) 0.0079(7) 0.0112(6) C6B 0.0529(12) 0.0318(9) 0.0440(11) 0.0056(8) 0.0124(9) 0.0126(8) C7B 0.0484(11) 0.0354(9) 0.0407(10) 0.0027(8) 0.0100(8) 0.0175(8) N8B 0.0751(13) 0.0479(10) 0.0537(11) 0.0063(9) 0.0062(10) 0.0340(10) C9B 0.0438(11) 0.0398(10) 0.0449(11) 0.0093(8) 0.0056(9) 0.0123(8) C11B 0.0365(9) 0.0308(8) 0.0354(9) 0.0069(7) 0.0093(7) 0.0080(7) C12B 0.0488(11) 0.0392(10) 0.0400(10) 0.0111(8) 0.0176(9) 0.0187(8) C13B 0.0409(10) 0.0560(13) 0.0568(13) 0.0218(10) 0.0201(10) 0.0208(9) C14B 0.0383(10) 0.0519(12) 0.0462(11) 0.0129(9) 0.0059(9) 0.0084(9) C15B 0.0515(12) 0.0443(11) 0.0401(11) 0.0011(9) 0.0099(9) 0.0112(9) C16B 0.0430(10) 0.0454(11) 0.0433(11) 0.0035(8) 0.0120(9) 0.0167(9) C21B 0.0390(9) 0.0316(9) 0.0333(9) 0.0053(7) 0.0049(7) 0.0118(7) C22B 0.0436(10) 0.0407(10) 0.0472(11) 0.0106(8) 0.0137(9) 0.0155(8) C23B 0.0514(12) 0.0422(11) 0.0498(12) 0.0141(9) 0.0117(10) 0.0040(9) C24B 0.0823(16) 0.0309(10) 0.0417(11) 0.0078(8) 0.0132(11) 0.0137(10) C25B 0.0828(17) 0.0436(11) 0.0499(12) 0.0117(9) 0.0247(12) 0.0340(12) C26B 0.0514(11) 0.0410(10) 0.0441(11) 0.0123(8) 0.0160(9) 0.0217(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag N1A C2A 1.319(2) . ? N1A C11A 1.422(2) . ? N1A H1A 0.92(2) . ? C2A C3A 1.411(2) . ? C2A C6A 1.500(2) . ? C3A C7A 1.426(2) . ? C3A C4A 1.441(2) . ? C4A N5A 1.306(2) . ? C4A C9A 1.503(2) . ? N5A C21A 1.424(2) . ? C6A H6AA 0.9700 . ? C6A H6AB 0.9700 . ? C6A H6AC 0.9700 . ? C7A N8A 1.146(2) . ? C9A H9AA 0.9700 . ? C9A H9AB 0.9700 . ? C9A H9AC 0.9700 . ? C11A C16A 1.384(3) . ? C11A C12A 1.386(3) . ? C12A C13A 1.387(3) . ? C12A H12A 0.9400 . ? C13A C14A 1.377(3) . ? C13A H13A 0.9400 . ? C14A C15A 1.379(3) . ? C14A H14A 0.9400 . ? C15A C16A 1.386(3) . ? C15A H15A 0.9400 . ? C16A H16A 0.9400 . ? C21A C22A 1.385(3) . ? C21A C26A 1.389(3) . ? C22A C23A 1.390(3) . ? C22A H22A 0.9400 . ? C23A C24A 1.374(4) . ? C23A H23A 0.9400 . ? C24A C25A 1.372(4) . ? C24A H24A 0.9400 . ? C25A C26A 1.384(3) . ? C25A H25A 0.9400 . ? C26A H26A 0.9400 . ? N1B C2B 1.327(2) . ? N1B C11B 1.422(2) . ? N1B H1B 0.87(2) . ? C2B C3B 1.404(3) . ? C2B C6B 1.500(2) . ? C3B C7B 1.425(3) . ? C3B C4B 1.446(2) . ? C4B N5B 1.304(2) . ? C4B C9B 1.505(3) . ? N5B C21B 1.416(2) . ? C6B H6BA 0.9700 . ? C6B H6BB 0.9700 . ? C6B H6BC 0.9700 . ? C7B N8B 1.148(3) . ? C9B H9BA 0.9700 . ? C9B H9BB 0.9700 . ? C9B H9BC 0.9700 . ? C11B C12B 1.385(3) . ? C11B C16B 1.386(3) . ? C12B C13B 1.384(3) . ? C12B H12B 0.9400 . ? C13B C14B 1.382(3) . ? C13B H13B 0.9400 . ? C14B C15B 1.373(3) . ? C14B H14B 0.9400 . ? C15B C16B 1.381(3) . ? C15B H15B 0.9400 . ? C16B H16B 0.9400 . ? C21B C22B 1.386(3) . ? C21B C26B 1.389(3) . ? C22B C23B 1.388(3) . ? C22B H22B 0.9400 . ? C23B C24B 1.374(3) . ? C23B H23B 0.9400 . ? C24B C25B 1.379(3) . ? C24B H24B 0.9400 . ? C25B C26B 1.383(3) . ? C25B H25B 0.9400 . ? C26B H26B 0.9400 . ? 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 C2A N1A C11A 128.09(16) . . ? C2A N1A H1A 111.7(13) . . ? C11A N1A H1A 120.1(13) . . ? N1A C2A C3A 118.74(16) . . ? N1A C2A C6A 121.61(16) . . ? C3A C2A C6A 119.63(16) . . ? C2A C3A C7A 117.54(16) . . ? C2A C3A C4A 125.49(15) . . ? C7A C3A C4A 116.98(15) . . ? N5A C4A C3A 118.90(15) . . ? N5A C4A C9A 123.31(16) . . ? C3A C4A C9A 117.78(15) . . ? C4A N5A C21A 124.20(15) . . ? C2A C6A H6AA 109.5 . . ? C2A C6A H6AB 109.5 . . ? H6AA C6A H6AB 109.5 . . ? C2A C6A H6AC 109.5 . . ? H6AA C6A H6AC 109.5 . . ? H6AB C6A H6AC 109.5 . . ? N8A C7A C3A 179.7(2) . . ? C4A C9A H9AA 109.5 . . ? C4A C9A H9AB 109.5 . . ? H9AA C9A H9AB 109.5 . . ? C4A C9A H9AC 109.5 . . ? H9AA C9A H9AC 109.5 . . ? H9AB C9A H9AC 109.5 . . ? C16A C11A C12A 119.89(17) . . ? C16A C11A N1A 122.59(17) . . ? C12A C11A N1A 117.34(17) . . ? C11A C12A C13A 119.91(19) . . ? C11A C12A H12A 120.0 . . ? C13A C12A H12A 120.0 . . ? C14A C13A C12A 120.3(2) . . ? C14A C13A H13A 119.8 . . ? C12A C13A H13A 119.8 . . ? C13A C14A C15A 119.60(19) . . ? C13A C14A H14A 120.2 . . ? C15A C14A H14A 120.2 . . ? C14A C15A C16A 120.7(2) . . ? C14A C15A H15A 119.6 . . ? C16A C15A H15A 119.6 . . ? C11A C16A C15A 119.6(2) . . ? C11A C16A H16A 120.2 . . ? C15A C16A H16A 120.2 . . ? C22A C21A C26A 119.42(18) . . ? C22A C21A N5A 122.83(18) . . ? C26A C21A N5A 117.58(18) . . ? C21A C22A C23A 119.7(2) . . ? C21A C22A H22A 120.2 . . ? C23A C22A H22A 120.2 . . ? C24A C23A C22A 120.5(2) . . ? C24A C23A H23A 119.7 . . ? C22A C23A H23A 119.7 . . ? C25A C24A C23A 119.9(2) . . ? C25A C24A H24A 120.1 . . ? C23A C24A H24A 120.1 . . ? C24A C25A C26A 120.3(2) . . ? C24A C25A H25A 119.8 . . ? C26A C25A H25A 119.8 . . ? C25A C26A C21A 120.2(2) . . ? C25A C26A H26A 119.9 . . ? C21A C26A H26A 119.9 . . ? C2B N1B C11B 127.41(16) . . ? C2B N1B H1B 112.0(15) . . ? C11B N1B H1B 120.5(15) . . ? N1B C2B C3B 119.84(16) . . ? N1B C2B C6B 120.21(17) . . ? C3B C2B C6B 119.93(17) . . ? C2B C3B C7B 117.13(16) . . ? C2B C3B C4B 124.89(16) . . ? C7B C3B C4B 117.98(16) . . ? N5B C4B C3B 118.39(16) . . ? N5B C4B C9B 123.85(17) . . ? C3B C4B C9B 117.73(16) . . ? C4B N5B C21B 123.93(16) . . ? C2B C6B H6BA 109.5 . . ? C2B C6B H6BB 109.5 . . ? H6BA C6B H6BB 109.5 . . ? C2B C6B H6BC 109.5 . . ? H6BA C6B H6BC 109.5 . . ? H6BB C6B H6BC 109.5 . . ? N8B C7B C3B 179.5(2) . . ? C4B C9B H9BA 109.5 . . ? C4B C9B H9BB 109.5 . . ? H9BA C9B H9BB 109.5 . . ? C4B C9B H9BC 109.5 . . ? H9BA C9B H9BC 109.5 . . ? H9BB C9B H9BC 109.5 . . ? C12B C11B C16B 119.70(18) . . ? C12B C11B N1B 118.85(17) . . ? C16B C11B N1B 121.38(18) . . ? C13B C12B C11B 119.69(19) . . ? C13B C12B H12B 120.2 . . ? C11B C12B H12B 120.2 . . ? C14B C13B C12B 120.4(2) . . ? C14B C13B H13B 119.8 . . ? C12B C13B H13B 119.8 . . ? C15B C14B C13B 119.75(19) . . ? C15B C14B H14B 120.1 . . ? C13B C14B H14B 120.1 . . ? C14B C15B C16B 120.4(2) . . ? C14B C15B H15B 119.8 . . ? C16B C15B H15B 119.8 . . ? C15B C16B C11B 120.04(19) . . ? C15B C16B H16B 120.0 . . ? C11B C16B H16B 120.0 . . ? C22B C21B C26B 119.06(18) . . ? C22B C21B N5B 123.01(17) . . ? C26B C21B N5B 117.76(17) . . ? C21B C22B C23B 120.0(2) . . ? C21B C22B H22B 120.0 . . ? C23B C22B H22B 120.0 . . ? C24B C23B C22B 120.6(2) . . ? C24B C23B H23B 119.7 . . ? C22B C23B H23B 119.7 . . ? C23B C24B C25B 119.7(2) . . ? C23B C24B H24B 120.1 . . ? C25B C24B H24B 120.1 . . ? C24B C25B C26B 120.1(2) . . ? C24B C25B H25B 119.9 . . ? C26B C25B H25B 119.9 . . ? C25B C26B C21B 120.5(2) . . ? C25B C26B H26B 119.8 . . ? C21B C26B H26B 119.8 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C11A N1A C2A C3A 176.43(17) . . . . ? C11A N1A C2A C6A -5.3(3) . . . . ? N1A C2A C3A C7A 176.96(17) . . . . ? C6A C2A C3A C7A -1.4(3) . . . . ? N1A C2A C3A C4A -2.8(3) . . . . ? C6A C2A C3A C4A 178.88(17) . . . . ? C2A C3A C4A N5A 1.4(3) . . . . ? C7A C3A C4A N5A -178.34(17) . . . . ? C2A C3A C4A C9A -179.82(18) . . . . ? C7A C3A C4A C9A 0.4(2) . . . . ? C3A C4A N5A C21A -176.37(17) . . . . ? C9A C4A N5A C21A 4.9(3) . . . . ? C2A C3A C7A N8A -118(45) . . . . ? C4A C3A C7A N8A 62(45) . . . . ? C2A N1A C11A C16A -49.7(3) . . . . ? C2A N1A C11A C12A 135.2(2) . . . . ? C16A C11A C12A C13A -0.2(3) . . . . ? N1A C11A C12A C13A 175.06(18) . . . . ? C11A C12A C13A C14A 0.5(3) . . . . ? C12A C13A C14A C15A -0.2(3) . . . . ? C13A C14A C15A C16A -0.3(4) . . . . ? C12A C11A C16A C15A -0.4(3) . . . . ? N1A C11A C16A C15A -175.4(2) . . . . ? C14A C15A C16A C11A 0.6(4) . . . . ? C4A N5A C21A C22A 56.2(3) . . . . ? C4A N5A C21A C26A -128.7(2) . . . . ? C26A C21A C22A C23A 1.3(3) . . . . ? N5A C21A C22A C23A 176.35(19) . . . . ? C21A C22A C23A C24A -0.8(3) . . . . ? C22A C23A C24A C25A 0.2(4) . . . . ? C23A C24A C25A C26A -0.1(4) . . . . ? C24A C25A C26A C21A 0.6(4) . . . . ? C22A C21A C26A C25A -1.2(3) . . . . ? N5A C21A C26A C25A -176.50(19) . . . . ? C11B N1B C2B C3B -175.97(18) . . . . ? C11B N1B C2B C6B 5.9(3) . . . . ? N1B C2B C3B C7B -178.37(18) . . . . ? C6B C2B C3B C7B -0.3(3) . . . . ? N1B C2B C3B C4B 2.3(3) . . . . ? C6B C2B C3B C4B -179.61(18) . . . . ? C2B C3B C4B N5B -1.9(3) . . . . ? C7B C3B C4B N5B 178.71(18) . . . . ? C2B C3B C4B C9B 179.81(18) . . . . ? C7B C3B C4B C9B 0.5(3) . . . . ? C3B C4B N5B C21B 176.73(17) . . . . ? C9B C4B N5B C21B -5.1(3) . . . . ? C2B C3B C7B N8B 80(35) . . . . ? C4B C3B C7B N8B -100(35) . . . . ? C2B N1B C11B C12B -129.7(2) . . . . ? C2B N1B C11B C16B 53.3(3) . . . . ? C16B C11B C12B C13B -2.0(3) . . . . ? N1B C11B C12B C13B -179.08(17) . . . . ? C11B C12B C13B C14B 0.4(3) . . . . ? C12B C13B C14B C15B 1.1(3) . . . . ? C13B C14B C15B C16B -1.2(3) . . . . ? C14B C15B C16B C11B -0.4(3) . . . . ? C12B C11B C16B C15B 2.0(3) . . . . ? N1B C11B C16B C15B 178.99(18) . . . . ? C4B N5B C21B C22B -54.6(3) . . . . ? C4B N5B C21B C26B 130.2(2) . . . . ? C26B C21B C22B C23B -1.9(3) . . . . ? N5B C21B C22B C23B -177.01(18) . . . . ? C21B C22B C23B C24B 0.1(3) . . . . ? C22B C23B C24B C25B 1.6(3) . . . . ? C23B C24B C25B C26B -1.4(3) . . . . ? C24B C25B C26B C21B -0.4(3) . . . . ? C22B C21B C26B C25B 2.1(3) . . . . ? N5B C21B C26B C25B 177.46(18) . . . . ? _diffrn_measured_fraction_theta_max 0.964 _diffrn_reflns_theta_full 27.92 _diffrn_measured_fraction_theta_full 0.964 _refine_diff_density_max 0.278 _refine_diff_density_min -0.216 _refine_diff_density_rms 0.040 # Attachment '- erk5948-rev.cif' data_erk5948 _database_code_depnum_ccdc_archive 'CCDC 847632' #TrackingRef '- erk5948-rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C23 H21 Cl2 N3 Zr' _chemical_formula_weight 501.55 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' 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 Pnma loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z' 'x+1/2, -y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, y, -z-1/2' 'x, -y-1/2, z' '-x-1/2, y-1/2, z-1/2' _cell_length_a 7.6639(1) _cell_length_b 13.2857(2) _cell_length_c 25.1922(5) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2565.08(7) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 3288 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.299 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1016 _exptl_absorpt_coefficient_mu 0.649 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8811 _exptl_absorpt_correction_T_max 0.9683 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source "rotating anode Nonius FR591'" _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 14370 _diffrn_reflns_av_R_equivalents 0.044 _diffrn_reflns_av_sigmaI/netI 0.0273 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -32 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 4.19 _diffrn_reflns_theta_max 27.89 _reflns_number_total 3123 _reflns_number_gt 2818 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. The crystals were crystallized from a thf/pentane solution. It seems that both solvents occupy the below mentioned void, none of both could be refined in a proper way, therefore SQUEEZE was used. ; _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^)+(0.0678P)^2^+1.6952P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3123 _refine_ls_number_parameters 140 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0454 _refine_ls_R_factor_gt 0.0406 _refine_ls_wR_factor_ref 0.1190 _refine_ls_wR_factor_gt 0.1144 _refine_ls_goodness_of_fit_ref 1.015 _refine_ls_restrained_S_all 1.015 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.019 0.250 0.250 231 13 ' ' 2 -0.035 0.750 0.750 231 13 ' ' 3 0.055 0.750 0.392 7 1 ' ' 4 0.444 0.250 0.892 7 1 ' ' 5 0.555 0.750 0.108 7 1 ' ' 6 0.944 0.250 0.608 7 1 ' ' _platon_squeeze_details ; ; 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 0.43917(4) 0.2500 0.560258(11) 0.04038(13) Uani 1 2 d S . . Cl1 Cl 0.66553(10) 0.11971(6) 0.54834(3) 0.0602(2) Uani 1 1 d . . . N1 N 0.3304(3) 0.14636(14) 0.62116(7) 0.0403(4) Uani 1 1 d . . . C2 C 0.4454(3) 0.15505(18) 0.65930(8) 0.0396(5) Uani 1 1 d . . . C3 C 0.5333(4) 0.2500 0.66549(12) 0.0397(7) Uani 1 2 d S . . C6 C 0.4903(4) 0.0699(2) 0.69552(11) 0.0553(6) Uani 1 1 d . . . H6A H 0.4178 0.0732 0.7270 0.083 Uiso 1 1 calc R . . H6B H 0.6122 0.0746 0.7056 0.083 Uiso 1 1 calc R . . H6C H 0.4702 0.0065 0.6774 0.083 Uiso 1 1 calc R . . C7 C 0.6901(5) 0.2500 0.69574(15) 0.0484(8) Uani 1 2 d S . . N8 N 0.8171(5) 0.2500 0.71955(16) 0.0655(9) Uani 1 2 d S . . C11 C 0.2170(3) 0.06077(17) 0.62021(9) 0.0438(5) Uani 1 1 d . . . C12 C 0.2473(4) -0.0190(2) 0.58620(11) 0.0599(7) Uani 1 1 d . . . H12 H 0.3450 -0.0185 0.5636 0.072 Uiso 1 1 calc R . . C13 C 0.1334(5) -0.0991(2) 0.58555(14) 0.0706(9) Uani 1 1 d . . . H13 H 0.1536 -0.1530 0.5622 0.085 Uiso 1 1 calc R . . C14 C -0.0070(5) -0.1012(2) 0.61802(14) 0.0704(8) Uani 1 1 d . . . H14 H -0.0828 -0.1568 0.6176 0.084 Uiso 1 1 calc R . . C15 C -0.0387(4) -0.0218(3) 0.65156(16) 0.0726(9) Uani 1 1 d . . . H15 H -0.1367 -0.0234 0.6740 0.087 Uiso 1 1 calc R . . C16 C 0.0723(4) 0.0608(2) 0.65275(13) 0.0593(7) Uani 1 1 d . . . H16 H 0.0492 0.1156 0.6753 0.071 Uiso 1 1 calc R . . C31 C 0.1609(4) 0.1982(3) 0.51546(11) 0.0653(8) Uani 1 1 d . . . H31 H 0.0817 0.1568 0.5338 0.078 Uiso 1 1 calc R . . C32 C 0.2989(5) 0.1650(3) 0.48353(12) 0.0710(9) Uani 1 1 d . . . H32 H 0.3289 0.0977 0.4765 0.085 Uiso 1 1 calc R . . C33 C 0.3835(7) 0.2500 0.46407(15) 0.0714(13) Uani 1 2 d S . . H33 H 0.4813 0.2500 0.4416 0.086 Uiso 1 2 calc SR . . 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 0.0438(2) 0.0494(2) 0.02796(17) 0.000 -0.00078(11) 0.000 Cl1 0.0566(4) 0.0715(4) 0.0526(4) -0.0134(3) 0.0046(3) 0.0131(3) N1 0.0488(10) 0.0390(9) 0.0331(8) -0.0026(7) 0.0001(8) 0.0003(8) C2 0.0478(12) 0.0396(11) 0.0315(10) -0.0016(8) 0.0009(8) 0.0026(9) C3 0.0480(18) 0.0423(16) 0.0289(13) 0.000 -0.0003(12) 0.000 C6 0.0645(16) 0.0458(13) 0.0558(15) 0.0065(11) -0.0113(13) 0.0032(12) C7 0.054(2) 0.0450(18) 0.0463(18) 0.000 -0.0072(15) 0.000 N8 0.065(2) 0.062(2) 0.069(2) 0.000 -0.0210(18) 0.000 C11 0.0508(13) 0.0421(11) 0.0385(11) -0.0012(9) -0.0036(9) 0.0001(10) C12 0.0703(18) 0.0519(15) 0.0573(15) -0.0136(12) 0.0093(14) -0.0075(13) C13 0.089(2) 0.0539(16) 0.0686(19) -0.0173(14) -0.0020(17) -0.0133(16) C14 0.074(2) 0.0589(17) 0.078(2) 0.0014(15) -0.0097(18) -0.0212(16) C15 0.0617(19) 0.068(2) 0.088(2) 0.0029(17) 0.0145(16) -0.0090(15) C16 0.0614(17) 0.0524(15) 0.0640(17) -0.0062(13) 0.0106(13) 0.0002(13) C31 0.0587(16) 0.089(2) 0.0479(14) 0.0067(14) -0.0193(12) -0.0170(15) C32 0.085(2) 0.077(2) 0.0508(15) -0.0173(14) -0.0272(15) 0.0105(18) C33 0.071(3) 0.113(4) 0.0307(17) 0.000 -0.0026(18) 0.000 _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 N1 2.2237(19) . ? Zr1 N1 2.2237(19) 7_565 ? Zr1 C33 2.460(4) . ? Zr1 Cl1 2.4690(7) 7_565 ? Zr1 Cl1 2.4690(7) . ? Zr1 C32 2.484(3) . ? Zr1 C32 2.484(3) 7_565 ? Zr1 C31 2.509(3) . ? Zr1 C31 2.509(3) 7_565 ? Zr1 C3 2.747(3) . ? Zr1 C2 2.796(2) 7_565 ? Zr1 C2 2.796(2) . ? N1 C2 1.309(3) . ? N1 C11 1.431(3) . ? C2 C3 1.438(3) . ? C2 C6 1.494(3) . ? C3 C7 1.423(5) . ? C3 C2 1.438(3) 7_565 ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C7 N8 1.144(5) . ? C11 C16 1.379(4) . ? C11 C12 1.382(3) . ? C12 C13 1.376(4) . ? C12 H12 0.9400 . ? C13 C14 1.352(5) . ? C13 H13 0.9400 . ? C14 C15 1.373(5) . ? C14 H14 0.9400 . ? C15 C16 1.389(4) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C31 C31 1.376(7) 7_565 ? C31 C32 1.401(5) . ? C31 H31 0.9400 . ? C32 C33 1.392(5) . ? C32 H32 0.9400 . ? C33 C32 1.392(5) 7_565 ? C33 H33 0.9400 . ? 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 N1 Zr1 N1 76.51(9) . 7_565 ? N1 Zr1 C33 127.91(9) . . ? N1 Zr1 C33 127.91(9) 7_565 . ? N1 Zr1 Cl1 141.40(5) . 7_565 ? N1 Zr1 Cl1 85.03(5) 7_565 7_565 ? C33 Zr1 Cl1 90.12(9) . 7_565 ? N1 Zr1 Cl1 85.03(5) . . ? N1 Zr1 Cl1 141.40(5) 7_565 . ? C33 Zr1 Cl1 90.12(9) . . ? Cl1 Zr1 Cl1 89.03(4) 7_565 . ? N1 Zr1 C32 95.33(11) . . ? N1 Zr1 C32 131.02(10) 7_565 . ? C33 Zr1 C32 32.69(11) . . ? Cl1 Zr1 C32 121.90(10) 7_565 . ? Cl1 Zr1 C32 83.71(8) . . ? N1 Zr1 C32 131.02(10) . 7_565 ? N1 Zr1 C32 95.33(10) 7_565 7_565 ? C33 Zr1 C32 32.69(11) . 7_565 ? Cl1 Zr1 C32 83.71(9) 7_565 7_565 ? Cl1 Zr1 C32 121.90(10) . 7_565 ? C32 Zr1 C32 54.12(17) . 7_565 ? N1 Zr1 C31 79.73(9) . . ? N1 Zr1 C31 99.28(10) 7_565 . ? C33 Zr1 C31 53.82(14) . . ? Cl1 Zr1 C31 137.29(8) 7_565 . ? Cl1 Zr1 C31 110.51(9) . . ? C32 Zr1 C31 32.58(11) . . ? C32 Zr1 C31 53.61(11) 7_565 . ? N1 Zr1 C31 99.28(10) . 7_565 ? N1 Zr1 C31 79.73(9) 7_565 7_565 ? C33 Zr1 C31 53.82(14) . 7_565 ? Cl1 Zr1 C31 110.51(9) 7_565 7_565 ? Cl1 Zr1 C31 137.29(8) . 7_565 ? C32 Zr1 C31 53.61(11) . 7_565 ? C32 Zr1 C31 32.58(11) 7_565 7_565 ? C31 Zr1 C31 31.82(16) . 7_565 ? N1 Zr1 C3 55.44(7) . . ? N1 Zr1 C3 55.44(7) 7_565 . ? C33 Zr1 C3 174.77(14) . . ? Cl1 Zr1 C3 86.15(5) 7_565 . ? Cl1 Zr1 C3 86.15(5) . . ? C32 Zr1 C3 149.84(10) . . ? C32 Zr1 C3 149.84(9) 7_565 . ? C31 Zr1 C3 131.08(10) . . ? C31 Zr1 C3 131.08(10) 7_565 . ? N1 Zr1 C2 70.74(7) . 7_565 ? N1 Zr1 C2 27.32(7) 7_565 7_565 ? C33 Zr1 C2 151.85(6) . 7_565 ? Cl1 Zr1 C2 77.30(5) 7_565 7_565 ? Cl1 Zr1 C2 114.38(5) . 7_565 ? C32 Zr1 C2 155.11(10) . 7_565 ? C32 Zr1 C2 119.78(10) 7_565 7_565 ? C31 Zr1 C2 122.65(9) . 7_565 ? C31 Zr1 C2 106.99(9) 7_565 7_565 ? C3 Zr1 C2 30.06(6) . 7_565 ? N1 Zr1 C2 27.32(7) . . ? N1 Zr1 C2 70.74(7) 7_565 . ? C33 Zr1 C2 151.85(6) . . ? Cl1 Zr1 C2 114.38(5) 7_565 . ? Cl1 Zr1 C2 77.30(5) . . ? C32 Zr1 C2 119.78(10) . . ? C32 Zr1 C2 155.11(10) 7_565 . ? C31 Zr1 C2 106.99(9) . . ? C31 Zr1 C2 122.65(9) 7_565 . ? C3 Zr1 C2 30.06(6) . . ? C2 Zr1 C2 53.63(9) 7_565 . ? C2 N1 C11 119.42(19) . . ? C2 N1 Zr1 101.49(15) . . ? C11 N1 Zr1 135.08(14) . . ? N1 C2 C3 118.2(2) . . ? N1 C2 C6 122.5(2) . . ? C3 C2 C6 119.4(2) . . ? N1 C2 Zr1 51.20(11) . . ? C3 C2 Zr1 73.09(15) . . ? C6 C2 Zr1 152.95(18) . . ? C7 C3 C2 116.96(15) . . ? C7 C3 C2 116.96(15) . 7_565 ? C2 C3 C2 122.6(3) . 7_565 ? C7 C3 Zr1 137.6(2) . . ? C2 C3 Zr1 76.86(15) . . ? C2 C3 Zr1 76.86(15) 7_565 . ? C2 C6 H6A 109.5 . . ? C2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N8 C7 C3 179.2(4) . . ? C16 C11 C12 120.2(3) . . ? C16 C11 N1 118.6(2) . . ? C12 C11 N1 121.1(2) . . ? C13 C12 C11 119.6(3) . . ? C13 C12 H12 120.2 . . ? C11 C12 H12 120.2 . . ? C14 C13 C12 120.9(3) . . ? C14 C13 H13 119.5 . . ? C12 C13 H13 119.5 . . ? C13 C14 C15 119.8(3) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C14 C15 C16 120.8(3) . . ? C14 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C11 C16 C15 118.7(3) . . ? C11 C16 H16 120.7 . . ? C15 C16 H16 120.7 . . ? C31 C31 C32 108.4(2) 7_565 . ? C31 C31 Zr1 74.09(8) 7_565 . ? C32 C31 Zr1 72.70(17) . . ? C31 C31 H31 125.8 7_565 . ? C32 C31 H31 125.8 . . ? Zr1 C31 H31 119.2 . . ? C33 C32 C31 107.3(3) . . ? C33 C32 Zr1 72.7(2) . . ? C31 C32 Zr1 74.72(16) . . ? C33 C32 H32 126.3 . . ? C31 C32 H32 126.3 . . ? Zr1 C32 H32 118.2 . . ? C32 C33 C32 108.6(4) . 7_565 ? C32 C33 Zr1 74.56(19) . . ? C32 C33 Zr1 74.56(19) 7_565 . ? C32 C33 H33 125.7 . . ? C32 C33 H33 125.7 7_565 . ? Zr1 C33 H33 117.1 . . ? 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 N1 Zr1 N1 C2 -74.05(15) 7_565 . . . ? C33 Zr1 N1 C2 158.07(17) . . . . ? Cl1 Zr1 N1 C2 -10.37(19) 7_565 . . . ? Cl1 Zr1 N1 C2 71.80(14) . . . . ? C32 Zr1 N1 C2 155.00(16) . . . . ? C32 Zr1 N1 C2 -159.35(16) 7_565 . . . ? C31 Zr1 N1 C2 -176.29(17) . . . . ? C31 Zr1 N1 C2 -151.05(15) 7_565 . . . ? C3 Zr1 N1 C2 -16.95(13) . . . . ? C2 Zr1 N1 C2 -46.18(13) 7_565 . . . ? N1 Zr1 N1 C11 129.95(19) 7_565 . . . ? C33 Zr1 N1 C11 2.1(3) . . . . ? Cl1 Zr1 N1 C11 -166.37(17) 7_565 . . . ? Cl1 Zr1 N1 C11 -84.2(2) . . . . ? C32 Zr1 N1 C11 -1.0(2) . . . . ? C32 Zr1 N1 C11 44.6(3) 7_565 . . . ? C31 Zr1 N1 C11 27.7(2) . . . . ? C31 Zr1 N1 C11 52.9(2) 7_565 . . . ? C3 Zr1 N1 C11 -172.9(2) . . . . ? C2 Zr1 N1 C11 157.8(2) 7_565 . . . ? C2 Zr1 N1 C11 -156.0(3) . . . . ? C11 N1 C2 C3 -167.9(2) . . . . ? Zr1 N1 C2 C3 31.3(2) . . . . ? C11 N1 C2 C6 13.3(3) . . . . ? Zr1 N1 C2 C6 -147.5(2) . . . . ? C11 N1 C2 Zr1 160.8(2) . . . . ? N1 Zr1 C2 N1 97.94(17) 7_565 . . . ? C33 Zr1 C2 N1 -38.7(3) . . . . ? Cl1 Zr1 C2 N1 172.92(13) 7_565 . . . ? Cl1 Zr1 C2 N1 -104.04(14) . . . . ? C32 Zr1 C2 N1 -29.01(18) . . . . ? C32 Zr1 C2 N1 39.2(3) 7_565 . . . ? C31 Zr1 C2 N1 3.82(17) . . . . ? C31 Zr1 C2 N1 34.57(18) 7_565 . . . ? C3 Zr1 C2 N1 151.4(2) . . . . ? C2 Zr1 C2 N1 122.22(13) 7_565 . . . ? N1 Zr1 C2 C3 -151.4(2) . . . . ? N1 Zr1 C2 C3 -53.43(15) 7_565 . . . ? C33 Zr1 C2 C3 170.0(3) . . . . ? Cl1 Zr1 C2 C3 21.55(16) 7_565 . . . ? Cl1 Zr1 C2 C3 104.59(15) . . . . ? C32 Zr1 C2 C3 179.63(17) . . . . ? C32 Zr1 C2 C3 -112.2(3) 7_565 . . . ? C31 Zr1 C2 C3 -147.54(17) . . . . ? C31 Zr1 C2 C3 -116.80(17) 7_565 . . . ? C2 Zr1 C2 C3 -29.14(16) 7_565 . . . ? N1 Zr1 C2 C6 86.5(4) . . . . ? N1 Zr1 C2 C6 -175.5(4) 7_565 . . . ? C33 Zr1 C2 C6 47.9(5) . . . . ? Cl1 Zr1 C2 C6 -100.6(4) 7_565 . . . ? Cl1 Zr1 C2 C6 -17.5(4) . . . . ? C32 Zr1 C2 C6 57.5(4) . . . . ? C32 Zr1 C2 C6 125.7(4) 7_565 . . . ? C31 Zr1 C2 C6 90.3(4) . . . . ? C31 Zr1 C2 C6 121.1(4) 7_565 . . . ? C3 Zr1 C2 C6 -122.1(4) . . . . ? C2 Zr1 C2 C6 -151.3(4) 7_565 . . . ? N1 C2 C3 C7 -162.1(3) . . . . ? C6 C2 C3 C7 16.7(4) . . . . ? Zr1 C2 C3 C7 -137.1(3) . . . . ? N1 C2 C3 C2 39.7(4) . . . 7_565 ? C6 C2 C3 C2 -141.5(2) . . . 7_565 ? Zr1 C2 C3 C2 64.8(3) . . . 7_565 ? N1 C2 C3 Zr1 -25.06(19) . . . . ? C6 C2 C3 Zr1 153.8(2) . . . . ? N1 Zr1 C3 C7 131.25(7) . . . . ? N1 Zr1 C3 C7 -131.25(7) 7_565 . . . ? C33 Zr1 C3 C7 0.000(7) . . . . ? Cl1 Zr1 C3 C7 -44.64(2) 7_565 . . . ? Cl1 Zr1 C3 C7 44.64(2) . . . . ? C32 Zr1 C3 C7 115.1(2) . . . . ? C32 Zr1 C3 C7 -115.1(2) 7_565 . . . ? C31 Zr1 C3 C7 158.67(11) . . . . ? C31 Zr1 C3 C7 -158.67(11) 7_565 . . . ? C2 Zr1 C3 C7 -115.76(14) 7_565 . . . ? C2 Zr1 C3 C7 115.76(14) . . . . ? N1 Zr1 C3 C2 15.49(13) . . . . ? N1 Zr1 C3 C2 112.99(18) 7_565 . . . ? C33 Zr1 C3 C2 -115.76(15) . . . . ? Cl1 Zr1 C3 C2 -160.41(15) 7_565 . . . ? Cl1 Zr1 C3 C2 -71.12(14) . . . . ? C32 Zr1 C3 C2 -0.6(3) . . . . ? C32 Zr1 C3 C2 129.12(19) 7_565 . . . ? C31 Zr1 C3 C2 42.9(2) . . . . ? C31 Zr1 C3 C2 85.56(17) 7_565 . . . ? C2 Zr1 C3 C2 128.5(3) 7_565 . . . ? N1 Zr1 C3 C2 -112.99(18) . . . 7_565 ? N1 Zr1 C3 C2 -15.49(13) 7_565 . . 7_565 ? C33 Zr1 C3 C2 115.76(15) . . . 7_565 ? Cl1 Zr1 C3 C2 71.12(14) 7_565 . . 7_565 ? Cl1 Zr1 C3 C2 160.41(15) . . . 7_565 ? C32 Zr1 C3 C2 -129.12(19) . . . 7_565 ? C32 Zr1 C3 C2 0.6(3) 7_565 . . 7_565 ? C31 Zr1 C3 C2 -85.56(17) . . . 7_565 ? C31 Zr1 C3 C2 -42.9(2) 7_565 . . 7_565 ? C2 Zr1 C3 C2 -128.5(3) . . . 7_565 ? C2 C3 C7 N8 100.3(3) . . . . ? C2 C3 C7 N8 -100.3(3) 7_565 . . . ? Zr1 C3 C7 N8 0.00(19) . . . . ? C2 N1 C11 C16 80.3(3) . . . . ? Zr1 N1 C11 C16 -127.0(2) . . . . ? C2 N1 C11 C12 -102.0(3) . . . . ? Zr1 N1 C11 C12 50.7(3) . . . . ? C16 C11 C12 C13 -0.9(4) . . . . ? N1 C11 C12 C13 -178.6(3) . . . . ? C11 C12 C13 C14 -0.5(5) . . . . ? C12 C13 C14 C15 1.1(6) . . . . ? C13 C14 C15 C16 -0.2(6) . . . . ? C12 C11 C16 C15 1.7(4) . . . . ? N1 C11 C16 C15 179.5(3) . . . . ? C14 C15 C16 C11 -1.1(5) . . . . ? N1 Zr1 C31 C31 127.06(5) . . . 7_565 ? N1 Zr1 C31 C31 52.71(5) 7_565 . . 7_565 ? C33 Zr1 C31 C31 -77.97(9) . . . 7_565 ? Cl1 Zr1 C31 C31 -40.01(8) 7_565 . . 7_565 ? Cl1 Zr1 C31 C31 -152.25(5) . . . 7_565 ? C32 Zr1 C31 C31 -115.6(2) . . . 7_565 ? C32 Zr1 C31 C31 -37.09(13) 7_565 . . 7_565 ? C3 Zr1 C31 C31 104.39(9) . . . 7_565 ? C2 Zr1 C31 C31 68.01(7) 7_565 . . 7_565 ? C2 Zr1 C31 C31 125.28(6) . . . 7_565 ? N1 Zr1 C31 C32 -117.3(2) . . . . ? N1 Zr1 C31 C32 168.3(2) 7_565 . . . ? C33 Zr1 C31 C32 37.66(19) . . . . ? Cl1 Zr1 C31 C32 75.6(2) 7_565 . . . ? Cl1 Zr1 C31 C32 -36.6(2) . . . . ? C32 Zr1 C31 C32 78.5(3) 7_565 . . . ? C31 Zr1 C31 C32 115.6(2) 7_565 . . . ? C3 Zr1 C31 C32 -139.99(18) . . . . ? C2 Zr1 C31 C32 -176.37(18) 7_565 . . . ? C2 Zr1 C31 C32 -119.1(2) . . . . ? C31 C31 C32 C33 0.1(3) 7_565 . . . ? Zr1 C31 C32 C33 -66.0(2) . . . . ? C31 C31 C32 Zr1 66.04(8) 7_565 . . . ? N1 Zr1 C32 C33 175.5(2) . . . . ? N1 Zr1 C32 C33 98.8(2) 7_565 . . . ? Cl1 Zr1 C32 C33 -15.2(3) 7_565 . . . ? Cl1 Zr1 C32 C33 -100.1(2) . . . . ? C32 Zr1 C32 C33 37.3(3) 7_565 . . . ? C31 Zr1 C32 C33 114.1(3) . . . . ? C31 Zr1 C32 C33 77.9(3) 7_565 . . . ? C3 Zr1 C32 C33 -171.2(2) . . . . ? C2 Zr1 C32 C33 121.4(3) 7_565 . . . ? C2 Zr1 C32 C33 -171.6(2) . . . . ? N1 Zr1 C32 C31 61.4(2) . . . . ? N1 Zr1 C32 C31 -15.3(3) 7_565 . . . ? C33 Zr1 C32 C31 -114.1(3) . . . . ? Cl1 Zr1 C32 C31 -129.29(18) 7_565 . . . ? Cl1 Zr1 C32 C31 145.8(2) . . . . ? C32 Zr1 C32 C31 -76.8(2) 7_565 . . . ? C31 Zr1 C32 C31 -36.2(2) 7_565 . . . ? C3 Zr1 C32 C31 74.7(3) . . . . ? C2 Zr1 C32 C31 7.3(4) 7_565 . . . ? C2 Zr1 C32 C31 74.3(2) . . . . ? C31 C32 C33 C32 -0.1(5) . . . 7_565 ? Zr1 C32 C33 C32 -67.4(3) . . . 7_565 ? C31 C32 C33 Zr1 67.3(2) . . . . ? N1 Zr1 C33 C32 -5.7(3) . . . . ? N1 Zr1 C33 C32 -109.07(19) 7_565 . . . ? Cl1 Zr1 C33 C32 167.1(2) 7_565 . . . ? Cl1 Zr1 C33 C32 78.1(2) . . . . ? C32 Zr1 C33 C32 -114.7(5) 7_565 . . . ? C31 Zr1 C33 C32 -37.5(2) . . . . ? C31 Zr1 C33 C32 -77.2(3) 7_565 . . . ? C3 Zr1 C33 C32 122.6(2) . . . . ? C2 Zr1 C33 C32 -130.37(19) 7_565 . . . ? C2 Zr1 C33 C32 15.6(4) . . . . ? N1 Zr1 C33 C32 109.07(19) . . . 7_565 ? N1 Zr1 C33 C32 5.7(3) 7_565 . . 7_565 ? Cl1 Zr1 C33 C32 -78.1(2) 7_565 . . 7_565 ? Cl1 Zr1 C33 C32 -167.1(2) . . . 7_565 ? C32 Zr1 C33 C32 114.7(5) . . . 7_565 ? C31 Zr1 C33 C32 77.2(3) . . . 7_565 ? C31 Zr1 C33 C32 37.5(2) 7_565 . . 7_565 ? C3 Zr1 C33 C32 -122.6(2) . . . 7_565 ? C2 Zr1 C33 C32 -15.6(4) 7_565 . . 7_565 ? C2 Zr1 C33 C32 130.4(2) . . . 7_565 ? _diffrn_measured_fraction_theta_max 0.981 _diffrn_reflns_theta_full 27.89 _diffrn_measured_fraction_theta_full 0.981 _refine_diff_density_max 0.380 _refine_diff_density_min -0.420 _refine_diff_density_rms 0.062 # Attachment '- erk5950-rev.cif' data_erk5950 _database_code_depnum_ccdc_archive 'CCDC 847633' #TrackingRef '- erk5950-rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C46 H33 B Cl2 F15 N3 Zr' _chemical_formula_weight 1085.68 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.7744(2) _cell_length_b 12.2695(3) _cell_length_c 18.4381(4) _cell_angle_alpha 101.946(1) _cell_angle_beta 99.864(1) _cell_angle_gamma 91.168(2) _cell_volume 2345.47(9) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 5433 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.17 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.537 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 0.445 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8672 _exptl_absorpt_correction_T_max 0.9781 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 20491 _diffrn_reflns_av_R_equivalents 0.047 _diffrn_reflns_av_sigmaI/netI 0.0334 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 23 _diffrn_reflns_theta_min 4.16 _diffrn_reflns_theta_max 28.12 _reflns_number_total 10883 _reflns_number_gt 9090 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1997)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to Zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on all data will be even larger. The solvent molecule was refined with geometrical (SADI) and thermal (ISOR) restrains. Refinements with partial occupancy and split positions did not improve the quality of the model. ; _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^)+(0.0630P)^2^+4.4822P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10883 _refine_ls_number_parameters 615 _refine_ls_number_restraints 39 _refine_ls_R_factor_all 0.0834 _refine_ls_R_factor_gt 0.0672 _refine_ls_wR_factor_ref 0.1754 _refine_ls_wR_factor_gt 0.1576 _refine_ls_goodness_of_fit_ref 1.096 _refine_ls_restrained_S_all 1.103 _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 Zr Zr 0.06316(4) 0.69167(3) 0.39024(2) 0.04231(12) Uani 1 1 d . . . Cl1 Cl 0.28230(11) 0.72564(11) 0.37928(8) 0.0699(3) Uani 1 1 d . . . Cl2 Cl 0.11085(12) 0.50778(9) 0.41603(6) 0.0612(3) Uani 1 1 d . . . B1 B 0.2172(4) 0.3389(3) 0.1256(2) 0.0369(8) Uani 1 1 d . . . N1 N 0.0206(3) 0.7762(2) 0.29221(18) 0.0441(7) Uani 1 1 d . . . C2 C 0.0475(3) 0.7014(3) 0.2381(2) 0.0401(7) Uani 1 1 d . . . C3 C 0.0307(3) 0.5855(3) 0.24465(19) 0.0369(7) Uani 1 1 d . . . C4 C -0.0771(3) 0.5418(3) 0.2696(2) 0.0388(7) Uani 1 1 d . . . N5 N -0.1193(3) 0.6062(2) 0.32391(17) 0.0405(6) Uani 1 1 d . . . C6 C 0.0991(5) 0.7250(4) 0.1722(3) 0.0555(10) Uani 1 1 d . . . H6A H 0.0667 0.7936 0.1602 0.083 Uiso 1 1 calc R . . H6B H 0.0736 0.6638 0.1290 0.083 Uiso 1 1 calc R . . H6C H 0.1905 0.7329 0.1846 0.083 Uiso 1 1 calc R . . C7 C 0.1015(3) 0.5058(3) 0.2055(2) 0.0383(7) Uani 1 1 d . . . N8 N 0.1586(3) 0.4388(2) 0.17583(17) 0.0400(6) Uani 1 1 d . . . C9 C -0.1268(4) 0.4243(3) 0.2354(2) 0.0505(9) Uani 1 1 d . . . H9A H -0.0624 0.3734 0.2471 0.076 Uiso 1 1 calc R . . H9B H -0.1495 0.4152 0.1811 0.076 Uiso 1 1 calc R . . H9C H -0.2008 0.4083 0.2556 0.076 Uiso 1 1 calc R . . C11 C 0.0183(4) 0.8926(3) 0.2879(2) 0.0504(9) Uani 1 1 d . . . C12 C 0.1272(6) 0.9608(4) 0.3138(3) 0.0742(14) Uani 1 1 d . . . H12 H 0.2040 0.9314 0.3308 0.089 Uiso 1 1 calc R . . C13 C 0.1206(8) 1.0742(4) 0.3142(4) 0.0912(19) Uani 1 1 d . . . H13 H 0.1941 1.1214 0.3317 0.109 Uiso 1 1 calc R . . C14 C 0.0118(8) 1.1175(4) 0.2901(4) 0.089(2) Uani 1 1 d . . . H14 H 0.0092 1.1943 0.2910 0.107 Uiso 1 1 calc R . . C15 C -0.0940(7) 1.0498(5) 0.2645(4) 0.0887(19) Uani 1 1 d . . . H15 H -0.1702 1.0806 0.2480 0.106 Uiso 1 1 calc R . . C16 C -0.0930(5) 0.9347(4) 0.2619(3) 0.0704(14) Uani 1 1 d . . . H16 H -0.1667 0.8880 0.2429 0.084 Uiso 1 1 calc R . . C21 C -0.2392(4) 0.5765(3) 0.3423(2) 0.0427(8) Uani 1 1 d . . . C22 C -0.2429(4) 0.5259(4) 0.4024(2) 0.0556(10) Uani 1 1 d . . . H22 H -0.1679 0.5059 0.4296 0.067 Uiso 1 1 calc R . . C23 C -0.3579(5) 0.5048(4) 0.4221(3) 0.0648(12) Uani 1 1 d . . . H23 H -0.3608 0.4708 0.4630 0.078 Uiso 1 1 calc R . . C24 C -0.4679(5) 0.5332(4) 0.3823(3) 0.0651(12) Uani 1 1 d . . . H24 H -0.5456 0.5197 0.3965 0.078 Uiso 1 1 calc R . . C25 C -0.4636(4) 0.5813(5) 0.3218(3) 0.0637(12) Uani 1 1 d . . . H25 H -0.5388 0.5995 0.2939 0.076 Uiso 1 1 calc R . . C26 C -0.3493(4) 0.6033(4) 0.3016(2) 0.0576(10) Uani 1 1 d . . . H26 H -0.3469 0.6364 0.2602 0.069 Uiso 1 1 calc R . . C31 C 0.0072(10) 0.7306(5) 0.5175(4) 0.104(3) Uani 1 1 d . . . H31 H -0.0063 0.6701 0.5398 0.124 Uiso 1 1 calc R . . C32 C 0.1219(7) 0.7887(6) 0.5228(3) 0.094(2) Uani 1 1 d . . . H32 H 0.2007 0.7744 0.5489 0.112 Uiso 1 1 calc R . . C33 C 0.0977(7) 0.8712(5) 0.4827(3) 0.0835(18) Uani 1 1 d . . . H33 H 0.1579 0.9239 0.4770 0.100 Uiso 1 1 calc R . . C34 C -0.0270(7) 0.8641(5) 0.4526(3) 0.0793(17) Uani 1 1 d . . . H34 H -0.0677 0.9105 0.4225 0.095 Uiso 1 1 calc R . . C35 C -0.0826(6) 0.7785(6) 0.4735(4) 0.088(2) Uani 1 1 d . . . H35 H -0.1687 0.7555 0.4601 0.106 Uiso 1 1 calc R . . C41 C 0.3406(3) 0.3041(3) 0.1785(2) 0.0410(7) Uani 1 1 d . . . C42 C 0.4514(4) 0.2735(3) 0.1529(3) 0.0492(9) Uani 1 1 d . . . F42 F 0.4601(2) 0.2654(2) 0.08044(15) 0.0624(7) Uani 1 1 d . . . C43 C 0.5565(4) 0.2462(4) 0.1978(3) 0.0625(12) Uani 1 1 d . . . F43 F 0.6616(3) 0.2174(3) 0.1700(2) 0.0833(9) Uani 1 1 d . . . C44 C 0.5528(5) 0.2470(4) 0.2719(3) 0.0685(13) Uani 1 1 d . . . F44 F 0.6561(3) 0.2216(3) 0.3168(2) 0.1015(12) Uani 1 1 d . . . C45 C 0.4464(6) 0.2728(4) 0.3002(3) 0.0679(13) Uani 1 1 d . . . F45 F 0.4394(4) 0.2714(3) 0.37173(18) 0.0980(11) Uani 1 1 d . . . C46 C 0.3417(4) 0.3005(3) 0.2530(3) 0.0538(10) Uani 1 1 d . . . F46 F 0.2370(3) 0.3229(2) 0.28279(15) 0.0682(7) Uani 1 1 d . . . C51 C 0.1008(3) 0.2445(3) 0.0999(2) 0.0387(7) Uani 1 1 d . . . C52 C 0.1056(4) 0.1352(3) 0.1104(2) 0.0441(8) Uani 1 1 d . . . F52 F 0.2141(2) 0.09753(19) 0.14107(16) 0.0614(6) Uani 1 1 d . . . C53 C 0.0025(5) 0.0595(3) 0.0905(2) 0.0533(10) Uani 1 1 d . . . F53 F 0.0156(3) -0.0440(2) 0.10263(17) 0.0705(8) Uani 1 1 d . . . C54 C -0.1113(4) 0.0902(4) 0.0591(3) 0.0575(11) Uani 1 1 d . . . F54 F -0.2111(3) 0.0161(3) 0.0388(2) 0.0854(9) Uani 1 1 d . . . C55 C -0.1225(4) 0.1957(4) 0.0451(3) 0.0574(10) Uani 1 1 d . . . F55 F -0.2321(3) 0.2265(3) 0.0128(2) 0.0863(10) Uani 1 1 d . . . C56 C -0.0169(4) 0.2685(3) 0.0660(2) 0.0464(8) Uani 1 1 d . . . F56 F -0.0333(2) 0.3716(2) 0.05056(16) 0.0606(6) Uani 1 1 d . . . C61 C 0.2548(3) 0.3925(3) 0.0574(2) 0.0394(7) Uani 1 1 d . . . C62 C 0.2273(4) 0.3423(3) -0.0181(2) 0.0439(8) Uani 1 1 d . . . F62 F 0.1649(3) 0.2413(2) -0.04166(13) 0.0592(6) Uani 1 1 d . . . C63 C 0.2612(4) 0.3899(4) -0.0739(2) 0.0490(9) Uani 1 1 d . . . F63 F 0.2316(3) 0.3362(3) -0.14656(14) 0.0719(8) Uani 1 1 d . . . C64 C 0.3283(4) 0.4901(4) -0.0553(2) 0.0518(10) Uani 1 1 d . . . F64 F 0.3647(3) 0.5351(3) -0.10916(16) 0.0733(8) Uani 1 1 d . . . C65 C 0.3587(4) 0.5440(3) 0.0187(3) 0.0480(9) Uani 1 1 d . . . F65 F 0.4267(2) 0.6415(2) 0.03869(16) 0.0619(7) Uani 1 1 d . . . C66 C 0.3230(3) 0.4940(3) 0.0732(2) 0.0410(7) Uani 1 1 d . . . F66 F 0.3582(2) 0.54943(19) 0.14533(13) 0.0537(6) Uani 1 1 d . . . C101 C -0.491(2) 0.926(2) 0.1080(13) 0.325(12) Uani 1 1 d DU . . H10A H -0.4099 0.8935 0.1078 0.487 Uiso 1 1 calc R . . H10B H -0.4806 1.0059 0.1114 0.487 Uiso 1 1 calc R . . H10C H -0.5485 0.8925 0.0619 0.487 Uiso 1 1 calc R . . C102 C -0.5407(17) 0.9071(17) 0.1702(11) 0.262(9) Uani 1 1 d DU . . H10D H -0.6081 0.9588 0.1767 0.315 Uiso 1 1 calc R . . H10E H -0.5818 0.8318 0.1551 0.315 Uiso 1 1 calc R . . C103 C -0.4694(18) 0.9144(17) 0.2407(10) 0.258(8) Uani 1 1 d DU . . H10F H -0.4212 0.8473 0.2336 0.309 Uiso 1 1 calc R . . H10G H -0.4080 0.9763 0.2445 0.309 Uiso 1 1 calc R . . C104 C -0.4871(19) 0.9259(18) 0.3133(12) 0.268(9) Uani 1 1 d DU . . H10H H -0.5470 0.8633 0.3104 0.321 Uiso 1 1 calc R . . H10I H -0.5360 0.9925 0.3209 0.321 Uiso 1 1 calc R . . C105 C -0.410(2) 0.934(2) 0.3834(14) 0.317(11) Uani 1 1 d DU . . H10J H -0.3239 0.9538 0.3801 0.475 Uiso 1 1 calc R . . H10K H -0.4135 0.8630 0.3984 0.475 Uiso 1 1 calc R . . H10L H -0.4394 0.9912 0.4204 0.475 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 Zr 0.0497(2) 0.03940(19) 0.03714(19) 0.00644(14) 0.00759(15) 0.00627(14) Cl1 0.0476(6) 0.0742(7) 0.0874(9) 0.0176(6) 0.0095(6) 0.0061(5) Cl2 0.0813(8) 0.0572(6) 0.0504(6) 0.0245(5) 0.0088(5) 0.0209(5) B1 0.041(2) 0.0316(17) 0.040(2) 0.0075(15) 0.0126(16) 0.0069(15) N1 0.0568(19) 0.0323(14) 0.0474(18) 0.0106(13) 0.0180(15) 0.0083(13) C2 0.0449(19) 0.0375(17) 0.0403(18) 0.0120(14) 0.0094(15) 0.0062(14) C3 0.0448(18) 0.0343(16) 0.0325(16) 0.0069(13) 0.0087(14) 0.0056(13) C4 0.0434(18) 0.0384(17) 0.0364(17) 0.0110(14) 0.0077(14) 0.0055(14) N5 0.0462(16) 0.0415(15) 0.0363(15) 0.0095(12) 0.0126(13) 0.0053(12) C6 0.073(3) 0.051(2) 0.055(2) 0.0220(19) 0.031(2) 0.012(2) C7 0.0419(18) 0.0363(16) 0.0375(17) 0.0097(14) 0.0072(14) 0.0006(14) N8 0.0446(16) 0.0326(14) 0.0442(16) 0.0081(12) 0.0121(13) 0.0018(12) C9 0.054(2) 0.0410(19) 0.056(2) 0.0051(17) 0.0153(19) -0.0025(16) C11 0.074(3) 0.0346(17) 0.050(2) 0.0150(16) 0.022(2) 0.0123(17) C12 0.084(4) 0.047(2) 0.095(4) 0.023(3) 0.018(3) -0.001(2) C13 0.132(6) 0.046(3) 0.101(5) 0.020(3) 0.032(4) -0.011(3) C14 0.146(6) 0.042(2) 0.098(4) 0.025(3) 0.058(4) 0.022(3) C15 0.111(5) 0.067(3) 0.110(5) 0.043(3) 0.045(4) 0.047(4) C16 0.078(3) 0.056(3) 0.090(4) 0.031(3) 0.027(3) 0.026(2) C21 0.047(2) 0.0441(18) 0.0387(18) 0.0074(15) 0.0149(16) 0.0057(15) C22 0.052(2) 0.069(3) 0.050(2) 0.025(2) 0.0085(19) 0.003(2) C23 0.067(3) 0.078(3) 0.060(3) 0.030(2) 0.023(2) 0.002(2) C24 0.055(3) 0.079(3) 0.066(3) 0.015(2) 0.026(2) 0.001(2) C25 0.048(2) 0.090(3) 0.056(3) 0.017(2) 0.012(2) 0.013(2) C26 0.056(2) 0.075(3) 0.046(2) 0.019(2) 0.0140(19) 0.014(2) C31 0.208(9) 0.060(3) 0.058(3) 0.007(3) 0.070(5) 0.014(4) C32 0.113(5) 0.105(5) 0.040(3) -0.014(3) -0.013(3) 0.028(4) C33 0.103(5) 0.060(3) 0.076(4) -0.021(3) 0.030(3) -0.016(3) C34 0.115(5) 0.066(3) 0.053(3) -0.005(2) 0.024(3) 0.036(3) C35 0.086(4) 0.088(4) 0.077(4) -0.031(3) 0.038(3) -0.008(3) C41 0.0457(19) 0.0365(16) 0.0402(18) 0.0092(14) 0.0053(15) 0.0009(14) C42 0.043(2) 0.0424(19) 0.063(3) 0.0153(18) 0.0065(18) 0.0041(15) F42 0.0587(15) 0.0742(16) 0.0644(16) 0.0253(13) 0.0244(13) 0.0232(12) C43 0.049(2) 0.050(2) 0.089(4) 0.020(2) 0.006(2) 0.0058(18) F43 0.0451(14) 0.0793(19) 0.128(3) 0.0301(19) 0.0114(16) 0.0157(13) C44 0.062(3) 0.057(3) 0.078(3) 0.018(2) -0.018(2) 0.006(2) F44 0.089(2) 0.094(2) 0.106(3) 0.030(2) -0.038(2) 0.0202(19) C45 0.096(4) 0.057(3) 0.046(2) 0.018(2) -0.006(2) 0.009(3) F45 0.141(3) 0.100(2) 0.0514(17) 0.0300(17) -0.0063(18) 0.014(2) C46 0.063(3) 0.047(2) 0.053(2) 0.0138(18) 0.010(2) 0.0065(18) F46 0.089(2) 0.0765(17) 0.0499(14) 0.0256(13) 0.0262(14) 0.0209(15) C51 0.0429(18) 0.0345(16) 0.0400(18) 0.0074(14) 0.0115(15) 0.0030(13) C52 0.053(2) 0.0395(18) 0.0417(19) 0.0090(15) 0.0130(16) 0.0064(15) F52 0.0655(15) 0.0406(12) 0.0763(18) 0.0183(12) 0.0001(13) 0.0080(11) C53 0.073(3) 0.0389(19) 0.051(2) 0.0108(17) 0.018(2) -0.0069(18) F53 0.100(2) 0.0395(12) 0.0729(18) 0.0158(12) 0.0149(16) -0.0110(13) C54 0.056(2) 0.054(2) 0.059(3) 0.002(2) 0.013(2) -0.0122(19) F54 0.0711(19) 0.0745(19) 0.101(2) 0.0059(17) 0.0103(17) -0.0326(15) C55 0.046(2) 0.061(3) 0.063(3) 0.008(2) 0.008(2) 0.0041(19) F55 0.0488(15) 0.084(2) 0.114(3) 0.0148(19) -0.0102(16) 0.0037(14) C56 0.046(2) 0.0428(19) 0.050(2) 0.0096(16) 0.0074(17) 0.0077(15) F56 0.0534(14) 0.0462(12) 0.0798(18) 0.0195(12) -0.0024(12) 0.0094(10) C61 0.0391(17) 0.0359(16) 0.0460(19) 0.0122(14) 0.0109(15) 0.0071(13) C62 0.0451(19) 0.0444(19) 0.044(2) 0.0116(16) 0.0112(16) 0.0024(15) F62 0.0785(17) 0.0524(13) 0.0437(13) 0.0032(10) 0.0140(12) -0.0143(12) C63 0.046(2) 0.063(2) 0.0385(19) 0.0152(17) 0.0053(16) 0.0042(18) F63 0.0789(18) 0.097(2) 0.0388(13) 0.0152(13) 0.0090(12) -0.0149(16) C64 0.045(2) 0.066(2) 0.054(2) 0.031(2) 0.0104(18) 0.0021(18) F64 0.0694(17) 0.098(2) 0.0649(17) 0.0481(16) 0.0124(14) -0.0099(15) C65 0.0388(19) 0.0430(19) 0.067(3) 0.0218(18) 0.0122(18) 0.0038(15) F65 0.0584(14) 0.0514(13) 0.0811(18) 0.0267(13) 0.0126(13) -0.0080(11) C66 0.0388(18) 0.0398(17) 0.046(2) 0.0112(15) 0.0104(15) 0.0064(14) F66 0.0587(14) 0.0490(12) 0.0491(13) 0.0029(10) 0.0083(11) -0.0088(10) C101 0.324(14) 0.310(14) 0.331(14) 0.050(10) 0.059(10) -0.004(9) C102 0.268(12) 0.252(11) 0.259(12) 0.047(9) 0.038(9) 0.014(9) C103 0.255(12) 0.263(11) 0.249(11) 0.062(9) 0.021(9) 0.024(9) C104 0.269(12) 0.269(12) 0.282(12) 0.073(9) 0.082(9) -0.009(9) C105 0.298(14) 0.309(14) 0.332(14) 0.069(10) 0.029(9) -0.012(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr N5 2.241(3) . ? Zr N1 2.250(3) . ? Zr Cl1 2.4388(12) . ? Zr Cl2 2.4472(11) . ? Zr C32 2.456(5) . ? Zr C33 2.468(5) . ? Zr C31 2.476(5) . ? Zr C35 2.485(5) . ? Zr C34 2.489(5) . ? Zr C3 2.690(3) . ? Zr C4 2.766(4) . ? Zr C2 2.809(4) . ? B1 N8 1.589(5) . ? B1 C51 1.628(5) . ? B1 C41 1.629(5) . ? B1 C61 1.637(5) . ? N1 C2 1.286(5) . ? N1 C11 1.447(4) . ? C2 C3 1.462(5) . ? C2 C6 1.496(5) . ? C3 C7 1.409(5) . ? C3 C4 1.452(5) . ? C4 N5 1.295(4) . ? C4 C9 1.497(5) . ? N5 C21 1.448(5) . ? C6 H6A 0.9700 . ? C6 H6B 0.9700 . ? C6 H6C 0.9700 . ? C7 N8 1.141(4) . ? C9 H9A 0.9700 . ? C9 H9B 0.9700 . ? C9 H9C 0.9700 . ? C11 C16 1.366(7) . ? C11 C12 1.382(7) . ? C12 C13 1.393(7) . ? C12 H12 0.9400 . ? C13 C14 1.341(10) . ? C13 H13 0.9400 . ? C14 C15 1.352(10) . ? C14 H14 0.9400 . ? C15 C16 1.404(7) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C21 C26 1.375(6) . ? C21 C22 1.383(5) . ? C22 C23 1.383(6) . ? C22 H22 0.9400 . ? C23 C24 1.374(7) . ? C23 H23 0.9400 . ? C24 C25 1.373(7) . ? C24 H24 0.9400 . ? C25 C26 1.383(6) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C35 1.376(10) . ? C31 C32 1.393(11) . ? C31 H31 0.9400 . ? C32 C33 1.377(9) . ? C32 H32 0.9400 . ? C33 C34 1.357(9) . ? C33 H33 0.9400 . ? C34 C35 1.353(9) . ? C34 H34 0.9400 . ? C35 H35 0.9400 . ? C41 C46 1.382(6) . ? C41 C42 1.388(5) . ? C42 F42 1.339(5) . ? C42 C43 1.373(6) . ? C43 F43 1.345(6) . ? C43 C44 1.372(8) . ? C44 F44 1.352(5) . ? C44 C45 1.357(8) . ? C45 F45 1.337(6) . ? C45 C46 1.396(6) . ? C46 F46 1.345(5) . ? C51 C56 1.380(5) . ? C51 C52 1.394(5) . ? C52 F52 1.343(5) . ? C52 C53 1.382(6) . ? C53 F53 1.341(5) . ? C53 C54 1.358(7) . ? C54 F54 1.343(5) . ? C54 C55 1.375(7) . ? C55 F55 1.327(5) . ? C55 C56 1.382(6) . ? C56 F56 1.360(4) . ? C61 C62 1.379(5) . ? C61 C66 1.384(5) . ? C62 F62 1.348(4) . ? C62 C63 1.380(5) . ? C63 F63 1.345(5) . ? C63 C64 1.363(6) . ? C64 F64 1.340(4) . ? C64 C65 1.368(6) . ? C65 F65 1.339(4) . ? C65 C66 1.381(5) . ? C66 F66 1.349(4) . ? C101 C102 1.405(12) . ? C101 H10A 0.9700 . ? C101 H10B 0.9700 . ? C101 H10C 0.9700 . ? C102 C103 1.377(11) . ? C102 H10D 0.9800 . ? C102 H10E 0.9800 . ? C103 C104 1.362(11) . ? C103 H10F 0.9800 . ? C103 H10G 0.9800 . ? C104 C105 1.394(12) . ? C104 H10H 0.9800 . ? C104 H10I 0.9800 . ? C105 H10J 0.9700 . ? C105 H10K 0.9700 . ? C105 H10L 0.9700 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N5 Zr N1 75.97(11) . . ? N5 Zr Cl1 141.49(8) . . ? N1 Zr Cl1 83.91(9) . . ? N5 Zr Cl2 84.81(8) . . ? N1 Zr Cl2 139.96(8) . . ? Cl1 Zr Cl2 90.28(5) . . ? N5 Zr C32 131.3(2) . . ? N1 Zr C32 125.0(2) . . ? Cl1 Zr C32 87.1(2) . . ? Cl2 Zr C32 94.06(18) . . ? N5 Zr C33 128.62(18) . . ? N1 Zr C33 92.55(19) . . ? Cl1 Zr C33 84.15(16) . . ? Cl2 Zr C33 126.30(18) . . ? C32 Zr C33 32.5(2) . . ? N5 Zr C31 99.2(3) . . ? N1 Zr C31 132.7(2) . . ? Cl1 Zr C31 118.4(3) . . ? Cl2 Zr C31 84.43(16) . . ? C32 Zr C31 32.8(2) . . ? C33 Zr C31 53.5(2) . . ? N5 Zr C35 80.78(17) . . ? N1 Zr C35 102.4(2) . . ? Cl1 Zr C35 136.22(15) . . ? Cl2 Zr C35 108.8(2) . . ? C32 Zr C35 53.5(2) . . ? C33 Zr C35 52.6(2) . . ? C31 Zr C35 32.2(2) . . ? N5 Zr C34 97.03(19) . . ? N1 Zr C34 80.40(16) . . ? Cl1 Zr C34 111.72(18) . . ? Cl2 Zr C34 137.40(15) . . ? C32 Zr C34 53.5(2) . . ? C33 Zr C34 31.8(2) . . ? C31 Zr C34 53.2(2) . . ? C35 Zr C34 31.6(2) . . ? N5 Zr C3 55.82(10) . . ? N1 Zr C3 55.52(10) . . ? Cl1 Zr C3 85.71(8) . . ? Cl2 Zr C3 84.60(8) . . ? C32 Zr C3 172.6(2) . . ? C33 Zr C3 147.38(18) . . ? C31 Zr C3 153.5(2) . . ? C35 Zr C3 133.69(18) . . ? C34 Zr C3 131.13(16) . . ? N5 Zr C4 27.49(10) . . ? N1 Zr C4 71.56(11) . . ? Cl1 Zr C4 114.71(8) . . ? Cl2 Zr C4 75.24(8) . . ? C32 Zr C4 155.3(2) . . ? C33 Zr C4 152.87(19) . . ? C31 Zr C4 122.7(2) . . ? C35 Zr C4 108.25(17) . . ? C34 Zr C4 121.63(18) . . ? C3 Zr C4 30.82(10) . . ? N5 Zr C2 70.72(11) . . ? N1 Zr C2 26.63(10) . . ? Cl1 Zr C2 76.57(8) . . ? Cl2 Zr C2 113.67(8) . . ? C32 Zr C2 147.5(2) . . ? C33 Zr C2 116.64(18) . . ? C31 Zr C2 157.5(2) . . ? C35 Zr C2 125.3(2) . . ? C34 Zr C2 106.91(15) . . ? C3 Zr C2 30.74(10) . . ? C4 Zr C2 54.89(10) . . ? N8 B1 C51 102.5(3) . . ? N8 B1 C41 107.3(3) . . ? C51 B1 C41 114.7(3) . . ? N8 B1 C61 103.9(3) . . ? C51 B1 C61 114.9(3) . . ? C41 B1 C61 112.2(3) . . ? C2 N1 C11 121.3(3) . . ? C2 N1 Zr 101.7(2) . . ? C11 N1 Zr 132.2(3) . . ? N1 C2 C3 116.1(3) . . ? N1 C2 C6 124.9(3) . . ? C3 C2 C6 118.9(3) . . ? N1 C2 Zr 51.65(19) . . ? C3 C2 Zr 70.12(19) . . ? C6 C2 Zr 154.0(3) . . ? C7 C3 C4 116.1(3) . . ? C7 C3 C2 117.7(3) . . ? C4 C3 C2 123.8(3) . . ? C7 C3 Zr 131.8(2) . . ? C4 C3 Zr 77.5(2) . . ? C2 C3 Zr 79.1(2) . . ? N5 C4 C3 116.9(3) . . ? N5 C4 C9 124.1(3) . . ? C3 C4 C9 118.8(3) . . ? N5 C4 Zr 53.04(19) . . ? C3 C4 Zr 71.69(19) . . ? C9 C4 Zr 148.5(3) . . ? C4 N5 C21 119.6(3) . . ? C4 N5 Zr 99.5(2) . . ? C21 N5 Zr 134.8(2) . . ? C2 C6 H6A 109.5 . . ? C2 C6 H6B 109.5 . . ? H6A C6 H6B 109.5 . . ? C2 C6 H6C 109.5 . . ? H6A C6 H6C 109.5 . . ? H6B C6 H6C 109.5 . . ? N8 C7 C3 177.4(4) . . ? C7 N8 B1 170.8(4) . . ? C4 C9 H9A 109.5 . . ? C4 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C4 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C16 C11 C12 120.9(4) . . ? C16 C11 N1 119.5(4) . . ? C12 C11 N1 119.5(4) . . ? C11 C12 C13 118.5(6) . . ? C11 C12 H12 120.8 . . ? C13 C12 H12 120.8 . . ? C14 C13 C12 121.5(6) . . ? C14 C13 H13 119.2 . . ? C12 C13 H13 119.2 . . ? C13 C14 C15 119.5(5) . . ? C13 C14 H14 120.3 . . ? C15 C14 H14 120.3 . . ? C14 C15 C16 121.6(6) . . ? C14 C15 H15 119.2 . . ? C16 C15 H15 119.2 . . ? C11 C16 C15 118.0(6) . . ? C11 C16 H16 121.0 . . ? C15 C16 H16 121.0 . . ? C26 C21 C22 120.1(4) . . ? C26 C21 N5 119.5(3) . . ? C22 C21 N5 120.3(4) . . ? C21 C22 C23 119.4(4) . . ? C21 C22 H22 120.3 . . ? C23 C22 H22 120.3 . . ? C24 C23 C22 120.6(4) . . ? C24 C23 H23 119.7 . . ? C22 C23 H23 119.7 . . ? C25 C24 C23 119.6(4) . . ? C25 C24 H24 120.2 . . ? C23 C24 H24 120.2 . . ? C24 C25 C26 120.5(4) . . ? C24 C25 H25 119.8 . . ? C26 C25 H25 119.8 . . ? C21 C26 C25 119.8(4) . . ? C21 C26 H26 120.1 . . ? C25 C26 H26 120.1 . . ? C35 C31 C32 107.0(6) . . ? C35 C31 Zr 74.3(3) . . ? C32 C31 Zr 72.8(3) . . ? C35 C31 H31 126.5 . . ? C32 C31 H31 126.5 . . ? Zr C31 H31 118.5 . . ? C33 C32 C31 106.9(6) . . ? C33 C32 Zr 74.3(3) . . ? C31 C32 Zr 74.4(3) . . ? C33 C32 H32 126.6 . . ? C31 C32 H32 126.6 . . ? Zr C32 H32 117.0 . . ? C34 C33 C32 108.9(6) . . ? C34 C33 Zr 75.0(3) . . ? C32 C33 Zr 73.3(3) . . ? C34 C33 H33 125.5 . . ? C32 C33 H33 125.5 . . ? Zr C33 H33 118.1 . . ? C35 C34 C33 108.2(6) . . ? C35 C34 Zr 74.0(3) . . ? C33 C34 Zr 73.2(3) . . ? C35 C34 H34 125.9 . . ? C33 C34 H34 125.9 . . ? Zr C34 H34 118.7 . . ? C34 C35 C31 109.0(6) . . ? C34 C35 Zr 74.4(3) . . ? C31 C35 Zr 73.5(3) . . ? C34 C35 H35 125.5 . . ? C31 C35 H35 125.5 . . ? Zr C35 H35 118.4 . . ? C46 C41 C42 114.5(4) . . ? C46 C41 B1 122.0(3) . . ? C42 C41 B1 123.6(3) . . ? F42 C42 C43 115.5(4) . . ? F42 C42 C41 120.7(4) . . ? C43 C42 C41 123.7(4) . . ? F43 C43 C44 119.7(4) . . ? F43 C43 C42 121.2(5) . . ? C44 C43 C42 119.1(5) . . ? F44 C44 C45 119.9(5) . . ? F44 C44 C43 119.6(5) . . ? C45 C44 C43 120.5(4) . . ? F45 C45 C44 121.6(5) . . ? F45 C45 C46 119.6(5) . . ? C44 C45 C46 118.8(4) . . ? F46 C46 C41 119.6(4) . . ? F46 C46 C45 116.9(4) . . ? C41 C46 C45 123.4(4) . . ? C56 C51 C52 113.1(3) . . ? C56 C51 B1 121.2(3) . . ? C52 C51 B1 125.6(3) . . ? F52 C52 C53 115.9(3) . . ? F52 C52 C51 120.7(3) . . ? C53 C52 C51 123.5(4) . . ? F53 C53 C54 120.4(4) . . ? F53 C53 C52 119.5(4) . . ? C54 C53 C52 120.1(4) . . ? F54 C54 C53 120.1(4) . . ? F54 C54 C55 120.1(4) . . ? C53 C54 C55 119.7(4) . . ? F55 C55 C54 120.8(4) . . ? F55 C55 C56 121.1(4) . . ? C54 C55 C56 118.1(4) . . ? F56 C56 C51 119.0(3) . . ? F56 C56 C55 115.6(4) . . ? C51 C56 C55 125.5(4) . . ? C62 C61 C66 114.3(3) . . ? C62 C61 B1 125.0(3) . . ? C66 C61 B1 120.6(3) . . ? F62 C62 C61 121.0(3) . . ? F62 C62 C63 115.7(3) . . ? C61 C62 C63 123.3(4) . . ? F63 C63 C64 119.8(4) . . ? F63 C63 C62 120.3(4) . . ? C64 C63 C62 119.9(4) . . ? F64 C64 C63 120.1(4) . . ? F64 C64 C65 120.4(4) . . ? C63 C64 C65 119.5(4) . . ? F65 C65 C64 120.7(4) . . ? F65 C65 C66 120.2(4) . . ? C64 C65 C66 119.1(4) . . ? F66 C66 C65 116.5(3) . . ? F66 C66 C61 119.6(3) . . ? C65 C66 C61 123.9(4) . . ? C102 C101 H10A 109.5 . . ? C102 C101 H10B 109.5 . . ? H10A C101 H10B 109.5 . . ? C102 C101 H10C 109.5 . . ? H10A C101 H10C 109.5 . . ? H10B C101 H10C 109.5 . . ? C103 C102 C101 123.7(18) . . ? C103 C102 H10D 106.4 . . ? C101 C102 H10D 106.4 . . ? C103 C102 H10E 106.4 . . ? C101 C102 H10E 106.4 . . ? H10D C102 H10E 106.5 . . ? C104 C103 C102 139(2) . . ? C104 C103 H10F 102.5 . . ? C102 C103 H10F 102.5 . . ? C104 C103 H10G 102.5 . . ? C102 C103 H10G 102.5 . . ? H10F C103 H10G 104.9 . . ? C103 C104 C105 136(2) . . ? C103 C104 H10H 103.1 . . ? C105 C104 H10H 103.1 . . ? C103 C104 H10I 103.1 . . ? C105 C104 H10I 103.1 . . ? H10H C104 H10I 105.1 . . ? C104 C105 H10J 109.5 . . ? C104 C105 H10K 109.5 . . ? H10J C105 H10K 109.5 . . ? C104 C105 H10L 109.5 . . ? H10J C105 H10L 109.5 . . ? H10K C105 H10L 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 N5 Zr N1 C2 -74.9(3) . . . . ? Cl1 Zr N1 C2 72.0(2) . . . . ? Cl2 Zr N1 C2 -11.1(3) . . . . ? C32 Zr N1 C2 154.1(3) . . . . ? C33 Zr N1 C2 155.9(3) . . . . ? C31 Zr N1 C2 -164.5(4) . . . . ? C35 Zr N1 C2 -151.9(3) . . . . ? C34 Zr N1 C2 -174.7(3) . . . . ? C3 Zr N1 C2 -16.9(2) . . . . ? C4 Zr N1 C2 -46.6(2) . . . . ? N5 Zr N1 C11 130.4(4) . . . . ? Cl1 Zr N1 C11 -82.7(3) . . . . ? Cl2 Zr N1 C11 -165.8(3) . . . . ? C32 Zr N1 C11 -0.6(5) . . . . ? C33 Zr N1 C11 1.1(4) . . . . ? C31 Zr N1 C11 40.8(5) . . . . ? C35 Zr N1 C11 53.4(4) . . . . ? C34 Zr N1 C11 30.6(4) . . . . ? C3 Zr N1 C11 -171.7(4) . . . . ? C4 Zr N1 C11 158.7(4) . . . . ? C2 Zr N1 C11 -154.7(5) . . . . ? C11 N1 C2 C3 -172.3(4) . . . . ? Zr N1 C2 C3 29.5(4) . . . . ? C11 N1 C2 C6 10.5(6) . . . . ? Zr N1 C2 C6 -147.8(4) . . . . ? C11 N1 C2 Zr 158.3(5) . . . . ? N5 Zr C2 N1 97.2(3) . . . . ? Cl1 Zr C2 N1 -103.5(3) . . . . ? Cl2 Zr C2 N1 172.2(2) . . . . ? C32 Zr C2 N1 -41.6(4) . . . . ? C33 Zr C2 N1 -27.2(3) . . . . ? C31 Zr C2 N1 30.9(6) . . . . ? C35 Zr C2 N1 34.3(3) . . . . ? C34 Zr C2 N1 5.5(3) . . . . ? C3 Zr C2 N1 152.0(4) . . . . ? C4 Zr C2 N1 122.6(3) . . . . ? N5 Zr C2 C3 -54.8(2) . . . . ? N1 Zr C2 C3 -152.0(4) . . . . ? Cl1 Zr C2 C3 104.5(2) . . . . ? Cl2 Zr C2 C3 20.2(2) . . . . ? C32 Zr C2 C3 166.4(3) . . . . ? C33 Zr C2 C3 -179.2(3) . . . . ? C31 Zr C2 C3 -121.1(6) . . . . ? C35 Zr C2 C3 -117.7(3) . . . . ? C34 Zr C2 C3 -146.5(3) . . . . ? C4 Zr C2 C3 -29.34(19) . . . . ? N5 Zr C2 C6 -170.3(6) . . . . ? N1 Zr C2 C6 92.5(6) . . . . ? Cl1 Zr C2 C6 -11.0(6) . . . . ? Cl2 Zr C2 C6 -95.3(6) . . . . ? C32 Zr C2 C6 50.9(7) . . . . ? C33 Zr C2 C6 65.3(6) . . . . ? C31 Zr C2 C6 123.4(7) . . . . ? C35 Zr C2 C6 126.8(6) . . . . ? C34 Zr C2 C6 98.0(6) . . . . ? C3 Zr C2 C6 -115.5(6) . . . . ? C4 Zr C2 C6 -144.9(6) . . . . ? N1 C2 C3 C7 -155.9(4) . . . . ? C6 C2 C3 C7 21.5(5) . . . . ? Zr C2 C3 C7 -131.7(3) . . . . ? N1 C2 C3 C4 42.6(5) . . . . ? C6 C2 C3 C4 -140.0(4) . . . . ? Zr C2 C3 C4 66.8(3) . . . . ? N1 C2 C3 Zr -24.2(3) . . . . ? C6 C2 C3 Zr 153.2(4) . . . . ? N5 Zr C3 C7 -131.2(3) . . . . ? N1 Zr C3 C7 132.4(4) . . . . ? Cl1 Zr C3 C7 46.8(3) . . . . ? Cl2 Zr C3 C7 -43.9(3) . . . . ? C32 Zr C3 C7 35.9(17) . . . . ? C33 Zr C3 C7 119.0(4) . . . . ? C31 Zr C3 C7 -109.8(5) . . . . ? C35 Zr C3 C7 -154.8(4) . . . . ? C34 Zr C3 C7 162.1(3) . . . . ? C4 Zr C3 C7 -113.9(4) . . . . ? C2 Zr C3 C7 117.6(4) . . . . ? N5 Zr C3 C4 -17.34(18) . . . . ? N1 Zr C3 C4 -113.7(2) . . . . ? Cl1 Zr C3 C4 160.74(19) . . . . ? Cl2 Zr C3 C4 70.05(18) . . . . ? C32 Zr C3 C4 149.8(16) . . . . ? C33 Zr C3 C4 -127.1(4) . . . . ? C31 Zr C3 C4 4.1(5) . . . . ? C35 Zr C3 C4 -40.9(3) . . . . ? C34 Zr C3 C4 -84.0(3) . . . . ? C2 Zr C3 C4 -128.5(3) . . . . ? N5 Zr C3 C2 111.2(2) . . . . ? N1 Zr C3 C2 14.8(2) . . . . ? Cl1 Zr C3 C2 -70.75(19) . . . . ? Cl2 Zr C3 C2 -161.4(2) . . . . ? C32 Zr C3 C2 -81.7(16) . . . . ? C33 Zr C3 C2 1.4(4) . . . . ? C31 Zr C3 C2 132.7(5) . . . . ? C35 Zr C3 C2 87.6(3) . . . . ? C34 Zr C3 C2 44.5(3) . . . . ? C4 Zr C3 C2 128.5(3) . . . . ? C7 C3 C4 N5 159.2(3) . . . . ? C2 C3 C4 N5 -39.0(5) . . . . ? Zr C3 C4 N5 28.6(3) . . . . ? C7 C3 C4 C9 -16.8(5) . . . . ? C2 C3 C4 C9 144.9(4) . . . . ? Zr C3 C4 C9 -147.4(3) . . . . ? C7 C3 C4 Zr 130.6(3) . . . . ? C2 C3 C4 Zr -67.6(3) . . . . ? N1 Zr C4 N5 -95.0(2) . . . . ? Cl1 Zr C4 N5 -169.0(2) . . . . ? Cl2 Zr C4 N5 107.7(2) . . . . ? C32 Zr C4 N5 41.1(5) . . . . ? C33 Zr C4 N5 -38.2(4) . . . . ? C31 Zr C4 N5 34.5(3) . . . . ? C35 Zr C4 N5 2.4(3) . . . . ? C34 Zr C4 N5 -29.3(3) . . . . ? C3 Zr C4 N5 -147.7(3) . . . . ? C2 Zr C4 N5 -118.5(2) . . . . ? N5 Zr C4 C3 147.7(3) . . . . ? N1 Zr C4 C3 52.71(19) . . . . ? Cl1 Zr C4 C3 -21.2(2) . . . . ? Cl2 Zr C4 C3 -104.58(19) . . . . ? C32 Zr C4 C3 -171.1(4) . . . . ? C33 Zr C4 C3 109.5(4) . . . . ? C31 Zr C4 C3 -177.8(3) . . . . ? C35 Zr C4 C3 150.1(3) . . . . ? C34 Zr C4 C3 118.4(2) . . . . ? C2 Zr C4 C3 29.27(18) . . . . ? N5 Zr C4 C9 -96.7(5) . . . . ? N1 Zr C4 C9 168.3(5) . . . . ? Cl1 Zr C4 C9 94.4(5) . . . . ? Cl2 Zr C4 C9 11.0(5) . . . . ? C32 Zr C4 C9 -55.5(7) . . . . ? C33 Zr C4 C9 -134.9(5) . . . . ? C31 Zr C4 C9 -62.2(5) . . . . ? C35 Zr C4 C9 -94.3(5) . . . . ? C34 Zr C4 C9 -126.0(5) . . . . ? C3 Zr C4 C9 115.6(6) . . . . ? C2 Zr C4 C9 144.9(5) . . . . ? C3 C4 N5 C21 168.9(3) . . . . ? C9 C4 N5 C21 -15.3(5) . . . . ? Zr C4 N5 C21 -156.4(4) . . . . ? C3 C4 N5 Zr -34.6(3) . . . . ? C9 C4 N5 Zr 141.1(3) . . . . ? N1 Zr N5 C4 76.9(2) . . . . ? Cl1 Zr N5 C4 16.2(3) . . . . ? Cl2 Zr N5 C4 -67.7(2) . . . . ? C32 Zr N5 C4 -158.5(3) . . . . ? C33 Zr N5 C4 158.8(3) . . . . ? C31 Zr N5 C4 -151.2(3) . . . . ? C35 Zr N5 C4 -177.7(3) . . . . ? C34 Zr N5 C4 155.1(2) . . . . ? C3 Zr N5 C4 19.3(2) . . . . ? C2 Zr N5 C4 49.6(2) . . . . ? N1 Zr N5 C21 -132.4(3) . . . . ? Cl1 Zr N5 C21 166.9(3) . . . . ? Cl2 Zr N5 C21 83.0(3) . . . . ? C32 Zr N5 C21 -7.9(4) . . . . ? C33 Zr N5 C21 -50.5(4) . . . . ? C31 Zr N5 C21 -0.5(4) . . . . ? C35 Zr N5 C21 -27.1(4) . . . . ? C34 Zr N5 C21 -54.2(4) . . . . ? C3 Zr N5 C21 170.0(4) . . . . ? C4 Zr N5 C21 150.6(5) . . . . ? C2 Zr N5 C21 -159.7(3) . . . . ? C4 C3 C7 N8 -43(9) . . . . ? C2 C3 C7 N8 154(9) . . . . ? Zr C3 C7 N8 53(9) . . . . ? C3 C7 N8 B1 98(9) . . . . ? C51 B1 N8 C7 -33(2) . . . . ? C41 B1 N8 C7 -154(2) . . . . ? C61 B1 N8 C7 87(2) . . . . ? C2 N1 C11 C16 93.8(5) . . . . ? Zr N1 C11 C16 -115.5(4) . . . . ? C2 N1 C11 C12 -89.6(5) . . . . ? Zr N1 C11 C12 61.1(5) . . . . ? C16 C11 C12 C13 1.2(8) . . . . ? N1 C11 C12 C13 -175.4(5) . . . . ? C11 C12 C13 C14 -0.1(9) . . . . ? C12 C13 C14 C15 -0.3(10) . . . . ? C13 C14 C15 C16 -0.4(10) . . . . ? C12 C11 C16 C15 -1.9(8) . . . . ? N1 C11 C16 C15 174.7(4) . . . . ? C14 C15 C16 C11 1.5(9) . . . . ? C4 N5 C21 C26 -83.0(5) . . . . ? Zr N5 C21 C26 130.8(4) . . . . ? C4 N5 C21 C22 99.7(4) . . . . ? Zr N5 C21 C22 -46.5(5) . . . . ? C26 C21 C22 C23 -1.5(7) . . . . ? N5 C21 C22 C23 175.8(4) . . . . ? C21 C22 C23 C24 0.4(8) . . . . ? C22 C23 C24 C25 1.0(8) . . . . ? C23 C24 C25 C26 -1.2(8) . . . . ? C22 C21 C26 C25 1.2(7) . . . . ? N5 C21 C26 C25 -176.1(4) . . . . ? C24 C25 C26 C21 0.1(8) . . . . ? N5 Zr C31 C35 -55.9(4) . . . . ? N1 Zr C31 C35 23.5(6) . . . . ? Cl1 Zr C31 C35 133.0(4) . . . . ? Cl2 Zr C31 C35 -139.7(4) . . . . ? C32 Zr C31 C35 113.9(6) . . . . ? C33 Zr C31 C35 76.0(4) . . . . ? C34 Zr C31 C35 36.1(4) . . . . ? C3 Zr C31 C35 -73.7(5) . . . . ? C4 Zr C31 C35 -71.2(4) . . . . ? C2 Zr C31 C35 5.2(9) . . . . ? N5 Zr C31 C32 -169.8(4) . . . . ? N1 Zr C31 C32 -90.4(6) . . . . ? Cl1 Zr C31 C32 19.1(5) . . . . ? Cl2 Zr C31 C32 106.4(5) . . . . ? C33 Zr C31 C32 -37.9(4) . . . . ? C35 Zr C31 C32 -113.9(6) . . . . ? C34 Zr C31 C32 -77.8(4) . . . . ? C3 Zr C31 C32 172.3(3) . . . . ? C4 Zr C31 C32 174.9(4) . . . . ? C2 Zr C31 C32 -108.7(8) . . . . ? C35 C31 C32 C33 0.8(6) . . . . ? Zr C31 C32 C33 67.7(4) . . . . ? C35 C31 C32 Zr -66.9(4) . . . . ? N5 Zr C32 C33 -99.6(5) . . . . ? N1 Zr C32 C33 3.2(5) . . . . ? Cl1 Zr C32 C33 83.7(4) . . . . ? Cl2 Zr C32 C33 173.8(4) . . . . ? C31 Zr C32 C33 -113.0(6) . . . . ? C35 Zr C32 C33 -75.8(4) . . . . ? C34 Zr C32 C33 -36.2(4) . . . . ? C3 Zr C32 C33 94.6(15) . . . . ? C4 Zr C32 C33 -123.4(5) . . . . ? C2 Zr C32 C33 24.6(6) . . . . ? N5 Zr C32 C31 13.5(6) . . . . ? N1 Zr C32 C31 116.3(5) . . . . ? Cl1 Zr C32 C31 -163.2(5) . . . . ? Cl2 Zr C32 C31 -73.2(4) . . . . ? C33 Zr C32 C31 113.0(6) . . . . ? C35 Zr C32 C31 37.3(4) . . . . ? C34 Zr C32 C31 76.8(5) . . . . ? C3 Zr C32 C31 -152.3(14) . . . . ? C4 Zr C32 C31 -10.4(7) . . . . ? C2 Zr C32 C31 137.6(5) . . . . ? C31 C32 C33 C34 -0.7(6) . . . . ? Zr C32 C33 C34 67.1(4) . . . . ? C31 C32 C33 Zr -67.8(4) . . . . ? N5 Zr C33 C34 -7.0(5) . . . . ? N1 Zr C33 C34 67.1(4) . . . . ? Cl1 Zr C33 C34 150.7(4) . . . . ? Cl2 Zr C33 C34 -123.3(4) . . . . ? C32 Zr C33 C34 -115.6(6) . . . . ? C31 Zr C33 C34 -77.2(5) . . . . ? C35 Zr C33 C34 -36.6(4) . . . . ? C3 Zr C33 C34 78.1(5) . . . . ? C4 Zr C33 C34 14.5(6) . . . . ? C2 Zr C33 C34 78.9(4) . . . . ? N5 Zr C33 C32 108.6(5) . . . . ? N1 Zr C33 C32 -177.3(4) . . . . ? Cl1 Zr C33 C32 -93.7(4) . . . . ? Cl2 Zr C33 C32 -7.7(5) . . . . ? C31 Zr C33 C32 38.3(4) . . . . ? C35 Zr C33 C32 79.0(5) . . . . ? C34 Zr C33 C32 115.6(6) . . . . ? C3 Zr C33 C32 -166.3(4) . . . . ? C4 Zr C33 C32 130.1(5) . . . . ? C2 Zr C33 C32 -165.5(4) . . . . ? C32 C33 C34 C35 0.4(6) . . . . ? Zr C33 C34 C35 66.3(4) . . . . ? C32 C33 C34 Zr -66.0(4) . . . . ? N5 Zr C34 C35 59.4(4) . . . . ? N1 Zr C34 C35 133.8(5) . . . . ? Cl1 Zr C34 C35 -146.8(4) . . . . ? Cl2 Zr C34 C35 -30.6(6) . . . . ? C32 Zr C34 C35 -78.1(5) . . . . ? C33 Zr C34 C35 -115.2(6) . . . . ? C31 Zr C34 C35 -36.8(4) . . . . ? C3 Zr C34 C35 109.3(4) . . . . ? C4 Zr C34 C35 72.5(4) . . . . ? C2 Zr C34 C35 131.3(4) . . . . ? N5 Zr C34 C33 174.5(4) . . . . ? N1 Zr C34 C33 -111.0(4) . . . . ? Cl1 Zr C34 C33 -31.6(4) . . . . ? Cl2 Zr C34 C33 84.6(5) . . . . ? C32 Zr C34 C33 37.1(4) . . . . ? C31 Zr C34 C33 78.3(5) . . . . ? C35 Zr C34 C33 115.2(6) . . . . ? C3 Zr C34 C33 -135.5(4) . . . . ? C4 Zr C34 C33 -172.3(4) . . . . ? C2 Zr C34 C33 -113.5(4) . . . . ? C33 C34 C35 C31 0.2(6) . . . . ? Zr C34 C35 C31 66.0(4) . . . . ? C33 C34 C35 Zr -65.8(4) . . . . ? C32 C31 C35 C34 -0.6(6) . . . . ? Zr C31 C35 C34 -66.5(4) . . . . ? C32 C31 C35 Zr 65.9(4) . . . . ? N5 Zr C35 C34 -120.1(4) . . . . ? N1 Zr C35 C34 -46.8(4) . . . . ? Cl1 Zr C35 C34 47.4(6) . . . . ? Cl2 Zr C35 C34 158.7(4) . . . . ? C32 Zr C35 C34 77.8(4) . . . . ? C33 Zr C35 C34 36.8(4) . . . . ? C31 Zr C35 C34 115.8(6) . . . . ? C3 Zr C35 C34 -100.5(4) . . . . ? C4 Zr C35 C34 -121.2(4) . . . . ? C2 Zr C35 C34 -61.8(5) . . . . ? N5 Zr C35 C31 124.1(5) . . . . ? N1 Zr C35 C31 -162.6(4) . . . . ? Cl1 Zr C35 C31 -68.4(6) . . . . ? Cl2 Zr C35 C31 42.9(5) . . . . ? C32 Zr C35 C31 -38.0(4) . . . . ? C33 Zr C35 C31 -78.9(5) . . . . ? C34 Zr C35 C31 -115.8(6) . . . . ? C3 Zr C35 C31 143.7(4) . . . . ? C4 Zr C35 C31 123.0(4) . . . . ? C2 Zr C35 C31 -177.5(4) . . . . ? N8 B1 C41 C46 40.0(4) . . . . ? C51 B1 C41 C46 -73.1(4) . . . . ? C61 B1 C41 C46 153.4(3) . . . . ? N8 B1 C41 C42 -141.5(3) . . . . ? C51 B1 C41 C42 105.4(4) . . . . ? C61 B1 C41 C42 -28.0(5) . . . . ? C46 C41 C42 F42 175.0(4) . . . . ? B1 C41 C42 F42 -3.6(6) . . . . ? C46 C41 C42 C43 -2.6(6) . . . . ? B1 C41 C42 C43 178.7(4) . . . . ? F42 C42 C43 F43 2.3(6) . . . . ? C41 C42 C43 F43 -179.9(4) . . . . ? F42 C42 C43 C44 -176.7(4) . . . . ? C41 C42 C43 C44 1.1(7) . . . . ? F43 C43 C44 F44 1.8(7) . . . . ? C42 C43 C44 F44 -179.2(4) . . . . ? F43 C43 C44 C45 -178.1(4) . . . . ? C42 C43 C44 C45 0.9(7) . . . . ? F44 C44 C45 F45 -1.6(8) . . . . ? C43 C44 C45 F45 178.3(5) . . . . ? F44 C44 C45 C46 179.0(4) . . . . ? C43 C44 C45 C46 -1.1(7) . . . . ? C42 C41 C46 F46 -176.6(4) . . . . ? B1 C41 C46 F46 2.0(6) . . . . ? C42 C41 C46 C45 2.4(6) . . . . ? B1 C41 C46 C45 -178.9(4) . . . . ? F45 C45 C46 F46 -1.0(7) . . . . ? C44 C45 C46 F46 178.4(4) . . . . ? F45 C45 C46 C41 179.9(4) . . . . ? C44 C45 C46 C41 -0.6(7) . . . . ? N8 B1 C51 C56 53.0(4) . . . . ? C41 B1 C51 C56 168.9(3) . . . . ? C61 B1 C51 C56 -58.9(4) . . . . ? N8 B1 C51 C52 -125.3(4) . . . . ? C41 B1 C51 C52 -9.4(5) . . . . ? C61 B1 C51 C52 122.8(4) . . . . ? C56 C51 C52 F52 178.4(3) . . . . ? B1 C51 C52 F52 -3.1(6) . . . . ? C56 C51 C52 C53 -1.4(5) . . . . ? B1 C51 C52 C53 177.1(4) . . . . ? F52 C52 C53 F53 0.2(6) . . . . ? C51 C52 C53 F53 -180.0(4) . . . . ? F52 C52 C53 C54 179.9(4) . . . . ? C51 C52 C53 C54 -0.2(6) . . . . ? F53 C53 C54 F54 -1.2(7) . . . . ? C52 C53 C54 F54 179.1(4) . . . . ? F53 C53 C54 C55 -178.3(4) . . . . ? C52 C53 C54 C55 2.0(7) . . . . ? F54 C54 C55 F55 1.3(7) . . . . ? C53 C54 C55 F55 178.4(4) . . . . ? F54 C54 C55 C56 -179.1(4) . . . . ? C53 C54 C55 C56 -2.0(7) . . . . ? C52 C51 C56 F56 -178.2(3) . . . . ? B1 C51 C56 F56 3.3(5) . . . . ? C52 C51 C56 C55 1.4(6) . . . . ? B1 C51 C56 C55 -177.1(4) . . . . ? F55 C55 C56 F56 -0.6(6) . . . . ? C54 C55 C56 F56 179.8(4) . . . . ? F55 C55 C56 C51 179.9(4) . . . . ? C54 C55 C56 C51 0.2(7) . . . . ? N8 B1 C61 C62 -133.1(4) . . . . ? C51 B1 C61 C62 -21.9(5) . . . . ? C41 B1 C61 C62 111.4(4) . . . . ? N8 B1 C61 C66 49.2(4) . . . . ? C51 B1 C61 C66 160.3(3) . . . . ? C41 B1 C61 C66 -66.4(4) . . . . ? C66 C61 C62 F62 177.8(3) . . . . ? B1 C61 C62 F62 -0.1(6) . . . . ? C66 C61 C62 C63 -1.8(5) . . . . ? B1 C61 C62 C63 -179.7(3) . . . . ? F62 C62 C63 F63 0.2(6) . . . . ? C61 C62 C63 F63 179.8(4) . . . . ? F62 C62 C63 C64 -177.7(4) . . . . ? C61 C62 C63 C64 1.9(6) . . . . ? F63 C63 C64 F64 0.0(6) . . . . ? C62 C63 C64 F64 178.0(4) . . . . ? F63 C63 C64 C65 -179.6(4) . . . . ? C62 C63 C64 C65 -1.7(6) . . . . ? F64 C64 C65 F65 -0.9(6) . . . . ? C63 C64 C65 F65 178.7(4) . . . . ? F64 C64 C65 C66 -178.1(4) . . . . ? C63 C64 C65 C66 1.5(6) . . . . ? F65 C65 C66 F66 1.1(5) . . . . ? C64 C65 C66 F66 178.3(3) . . . . ? F65 C65 C66 C61 -178.8(3) . . . . ? C64 C65 C66 C61 -1.6(6) . . . . ? C62 C61 C66 F66 -178.3(3) . . . . ? B1 C61 C66 F66 -0.3(5) . . . . ? C62 C61 C66 C65 1.6(5) . . . . ? B1 C61 C66 C65 179.6(3) . . . . ? C101 C102 C103 C104 162(3) . . . . ? C102 C103 C104 C105 -179(3) . . . . ? _diffrn_measured_fraction_theta_max 0.948 _diffrn_reflns_theta_full 28.12 _diffrn_measured_fraction_theta_full 0.948 _refine_diff_density_max 0.490 _refine_diff_density_min -0.838 _refine_diff_density_rms 0.081 # Attachment '- erk5955.cif' data_erk5955 _database_code_depnum_ccdc_archive 'CCDC 847634' #TrackingRef '- erk5955.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C62 H37 B Cl4 F15 N3 P2 Zr' _chemical_formula_weight 1414.72 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 11.2880(1) _cell_length_b 13.1301(2) _cell_length_c 20.3011(3) _cell_angle_alpha 87.214(1) _cell_angle_beta 81.712(1) _cell_angle_gamma 78.068(1) _cell_volume 2912.57(7) _cell_formula_units_Z 2 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 6947 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description plate _exptl_crystal_colour colourless _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.23 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.613 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1416 _exptl_absorpt_coefficient_mu 0.520 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8596 _exptl_absorpt_correction_T_max 0.9498 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 25213 _diffrn_reflns_av_R_equivalents 0.048 _diffrn_reflns_av_sigmaI/netI 0.0294 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 4.17 _diffrn_reflns_theta_max 28.10 _reflns_number_total 13644 _reflns_number_gt 12320 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SMN (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to Zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on all data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0749P)^2^+4.3569P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 13644 _refine_ls_number_parameters 793 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0616 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_ref 0.1512 _refine_ls_wR_factor_gt 0.1422 _refine_ls_goodness_of_fit_ref 1.052 _refine_ls_restrained_S_all 1.052 _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 Zr Zr 0.42212(2) 0.33827(2) 1.405712(12) 0.03019(8) Uani 1 1 d . . . Cl1 Cl 0.58474(8) 0.43892(7) 1.37581(4) 0.0497(2) Uani 1 1 d . . . Cl2 Cl 0.28827(9) 0.50895(7) 1.43214(5) 0.0551(2) Uani 1 1 d . . . N1 N 0.2561(2) 0.29160(17) 1.37452(10) 0.0279(4) Uani 1 1 d . . . P1 P 0.23147(6) 0.34350(5) 1.30265(3) 0.02542(13) Uani 1 1 d . . . N2 N 0.5289(2) 0.22809(17) 1.32520(11) 0.0279(4) Uani 1 1 d . . . P2 P 0.51027(6) 0.28026(5) 1.25255(3) 0.02489(13) Uani 1 1 d . . . C1 C 0.3750(2) 0.37831(18) 1.27226(12) 0.0253(4) Uani 1 1 d . . . C2 C 0.3683(2) 0.47382(19) 1.23898(12) 0.0251(5) Uani 1 1 d . . . N3 N 0.3606(2) 0.55283(16) 1.21137(11) 0.0285(4) Uani 1 1 d . . . B1 B 0.3629(3) 0.6590(2) 1.17303(14) 0.0270(5) Uani 1 1 d . . . C5 C 0.4393(4) 0.1831(3) 1.48220(16) 0.0492(8) Uani 1 1 d . . . H5 H 0.4294 0.1203 1.4655 0.059 Uiso 1 1 calc R . . C6 C 0.5497(4) 0.2169(4) 1.47937(17) 0.0561(9) Uani 1 1 d . . . H6 H 0.6272 0.1810 1.4606 0.067 Uiso 1 1 calc R . . C7 C 0.5235(4) 0.3144(4) 1.50978(18) 0.0622(11) Uani 1 1 d . . . H7 H 0.5807 0.3553 1.5148 0.075 Uiso 1 1 calc R . . C8 C 0.3984(4) 0.3397(3) 1.53127(17) 0.0564(9) Uani 1 1 d . . . H8 H 0.3565 0.4007 1.5534 0.068 Uiso 1 1 calc R . . C9 C 0.3464(3) 0.2592(3) 1.51416(15) 0.0479(8) Uani 1 1 d . . . H9 H 0.2630 0.2564 1.5227 0.057 Uiso 1 1 calc R . . C11 C 0.1588(2) 0.2572(2) 1.41784(13) 0.0308(5) Uani 1 1 d . . . C12 C 0.1695(3) 0.1511(2) 1.43274(14) 0.0370(6) Uani 1 1 d . . . H12 H 0.2379 0.1034 1.4131 0.044 Uiso 1 1 calc R . . C13 C 0.0799(4) 0.1156(3) 1.47628(18) 0.0535(9) Uani 1 1 d . . . H13 H 0.0878 0.0440 1.4860 0.064 Uiso 1 1 calc R . . C14 C -0.0206(4) 0.1849(4) 1.5055(2) 0.0657(11) Uani 1 1 d . . . H14 H -0.0819 0.1606 1.5345 0.079 Uiso 1 1 calc R . . C15 C -0.0309(4) 0.2901(4) 1.49192(19) 0.0621(10) Uani 1 1 d . . . H15 H -0.0993 0.3374 1.5120 0.074 Uiso 1 1 calc R . . C16 C 0.0593(3) 0.3270(3) 1.44860(16) 0.0439(7) Uani 1 1 d . . . H16 H 0.0526 0.3989 1.4403 0.053 Uiso 1 1 calc R . . C21 C 0.6364(3) 0.1500(2) 1.33316(14) 0.0350(6) Uani 1 1 d . . . C22 C 0.6256(3) 0.0479(2) 1.34940(17) 0.0454(7) Uani 1 1 d . . . H22 H 0.5496 0.0286 1.3509 0.054 Uiso 1 1 calc R . . C23 C 0.7273(4) -0.0259(3) 1.3634(2) 0.0632(10) Uani 1 1 d . . . H23 H 0.7193 -0.0947 1.3747 0.076 Uiso 1 1 calc R . . C24 C 0.8389(4) 0.0011(4) 1.3608(2) 0.0682(12) Uani 1 1 d . . . H24 H 0.9073 -0.0491 1.3698 0.082 Uiso 1 1 calc R . . C25 C 0.8502(3) 0.1027(4) 1.3449(2) 0.0630(11) Uani 1 1 d . . . H25 H 0.9266 0.1214 1.3437 0.076 Uiso 1 1 calc R . . C26 C 0.7493(3) 0.1778(3) 1.33068(17) 0.0464(7) Uani 1 1 d . . . H26 H 0.7577 0.2465 1.3195 0.056 Uiso 1 1 calc R . . C31 C 0.1058(2) 0.4549(2) 1.30541(13) 0.0310(5) Uani 1 1 d . . . C32 C 0.1148(3) 0.5558(2) 1.31913(15) 0.0381(6) Uani 1 1 d . . . H32 H 0.1918 0.5717 1.3208 0.046 Uiso 1 1 calc R . . C33 C 0.0097(3) 0.6327(3) 1.33038(18) 0.0497(8) Uani 1 1 d . . . H33 H 0.0162 0.7011 1.3383 0.060 Uiso 1 1 calc R . . C34 C -0.1040(3) 0.6097(3) 1.33001(19) 0.0554(9) Uani 1 1 d . . . H34 H -0.1747 0.6620 1.3386 0.066 Uiso 1 1 calc R . . C35 C -0.1138(3) 0.5103(3) 1.31704(19) 0.0527(8) Uani 1 1 d . . . H35 H -0.1913 0.4946 1.3172 0.063 Uiso 1 1 calc R . . C36 C -0.0096(3) 0.4330(3) 1.30371(16) 0.0418(7) Uani 1 1 d . . . H36 H -0.0168 0.3657 1.2935 0.050 Uiso 1 1 calc R . . C41 C 0.1929(2) 0.2581(2) 1.24537(13) 0.0293(5) Uani 1 1 d . . . C42 C 0.1987(3) 0.2885(2) 1.17829(14) 0.0366(6) Uani 1 1 d . . . H42 H 0.2234 0.3511 1.1642 0.044 Uiso 1 1 calc R . . C43 C 0.1682(3) 0.2270(3) 1.13248(15) 0.0413(6) Uani 1 1 d . . . H43 H 0.1726 0.2478 1.0874 0.050 Uiso 1 1 calc R . . C44 C 0.1315(3) 0.1353(3) 1.15274(16) 0.0421(7) Uani 1 1 d . . . H44 H 0.1119 0.0933 1.1214 0.050 Uiso 1 1 calc R . . C45 C 0.1235(3) 0.1050(2) 1.21888(16) 0.0419(7) Uani 1 1 d . . . H45 H 0.0965 0.0433 1.2326 0.050 Uiso 1 1 calc R . . C46 C 0.1551(3) 0.1652(2) 1.26532(15) 0.0373(6) Uani 1 1 d . . . H46 H 0.1512 0.1434 1.3102 0.045 Uiso 1 1 calc R . . C51 C 0.6373(2) 0.3331(2) 1.20989(13) 0.0289(5) Uani 1 1 d . . . C52 C 0.6517(2) 0.4353(2) 1.21523(14) 0.0312(5) Uani 1 1 d . . . H52 H 0.5907 0.4831 1.2405 0.037 Uiso 1 1 calc R . . C53 C 0.7562(3) 0.4664(2) 1.18317(17) 0.0408(6) Uani 1 1 d . . . H53 H 0.7645 0.5358 1.1862 0.049 Uiso 1 1 calc R . . C54 C 0.8475(3) 0.3965(3) 1.14701(18) 0.0491(8) Uani 1 1 d . . . H54 H 0.9177 0.4183 1.1253 0.059 Uiso 1 1 calc R . . C55 C 0.8358(3) 0.2942(3) 1.14272(18) 0.0479(8) Uani 1 1 d . . . H55 H 0.8989 0.2463 1.1188 0.057 Uiso 1 1 calc R . . C56 C 0.7314(3) 0.2622(2) 1.17360(16) 0.0390(6) Uani 1 1 d . . . H56 H 0.7237 0.1927 1.1702 0.047 Uiso 1 1 calc R . . C61 C 0.4904(2) 0.18812(19) 1.19353(13) 0.0290(5) Uani 1 1 d . . . C62 C 0.5073(3) 0.2102(2) 1.12511(14) 0.0377(6) Uani 1 1 d . . . H62 H 0.5290 0.2733 1.1094 0.045 Uiso 1 1 calc R . . C63 C 0.4922(3) 0.1387(3) 1.08049(16) 0.0446(7) Uani 1 1 d . . . H63 H 0.5038 0.1533 1.0345 0.054 Uiso 1 1 calc R . . C64 C 0.4598(3) 0.0457(3) 1.10378(18) 0.0469(7) Uani 1 1 d . . . H64 H 0.4513 -0.0033 1.0734 0.056 Uiso 1 1 calc R . . C65 C 0.4401(3) 0.0250(2) 1.17098(17) 0.0433(7) Uani 1 1 d . . . H65 H 0.4160 -0.0373 1.1865 0.052 Uiso 1 1 calc R . . C66 C 0.4557(3) 0.0956(2) 1.21619(15) 0.0347(6) Uani 1 1 d . . . H66 H 0.4429 0.0807 1.2621 0.042 Uiso 1 1 calc R . . C71 C 0.4883(2) 0.63631(19) 1.11905(13) 0.0276(5) Uani 1 1 d . . . C72 C 0.5670(3) 0.7047(2) 1.10132(14) 0.0316(5) Uani 1 1 d . . . F72 F 0.54464(17) 0.79900(13) 1.12943(9) 0.0408(4) Uani 1 1 d . . . C73 C 0.6715(3) 0.6834(2) 1.05521(15) 0.0376(6) Uani 1 1 d . . . F73 F 0.74055(19) 0.75495(17) 1.04011(11) 0.0536(5) Uani 1 1 d . . . C74 C 0.7034(3) 0.5883(3) 1.02496(15) 0.0403(6) Uani 1 1 d . . . F74 F 0.80496(19) 0.56541(19) 0.98074(11) 0.0585(6) Uani 1 1 d . . . C75 C 0.6300(3) 0.5172(2) 1.04074(14) 0.0355(6) Uani 1 1 d . . . F75 F 0.66047(19) 0.42259(15) 1.01306(9) 0.0479(4) Uani 1 1 d . . . C76 C 0.5242(2) 0.5428(2) 1.08521(13) 0.0296(5) Uani 1 1 d . . . F76 F 0.45448(16) 0.46956(12) 1.09564(8) 0.0376(4) Uani 1 1 d . . . C81 C 0.2483(2) 0.6916(2) 1.13024(13) 0.0296(5) Uani 1 1 d . . . C82 C 0.1607(3) 0.6346(2) 1.12305(14) 0.0343(5) Uani 1 1 d . . . F82 F 0.15823(18) 0.54341(14) 1.15679(11) 0.0489(5) Uani 1 1 d . . . C83 C 0.0706(3) 0.6649(2) 1.08215(16) 0.0399(6) Uani 1 1 d . . . F83 F -0.01131(19) 0.60558(18) 1.07812(12) 0.0573(5) Uani 1 1 d . . . C84 C 0.0660(3) 0.7560(3) 1.04581(16) 0.0439(7) Uani 1 1 d . . . F84 F -0.01892(19) 0.7861(2) 1.00525(11) 0.0621(6) Uani 1 1 d . . . C85 C 0.1506(3) 0.8161(3) 1.05142(17) 0.0460(7) Uani 1 1 d . . . F85 F 0.1465(2) 0.9064(2) 1.01713(15) 0.0764(8) Uani 1 1 d . . . C86 C 0.2376(3) 0.7830(2) 1.09297(16) 0.0386(6) Uani 1 1 d . . . F86 F 0.3170(2) 0.84621(16) 1.09661(12) 0.0575(6) Uani 1 1 d . . . C91 C 0.3620(2) 0.73909(19) 1.23283(13) 0.0291(5) Uani 1 1 d . . . C92 C 0.2584(3) 0.8071(2) 1.26200(14) 0.0343(6) Uani 1 1 d . . . F92 F 0.15056(16) 0.81682(15) 1.23928(10) 0.0464(4) Uani 1 1 d . . . C93 C 0.2583(3) 0.8678(2) 1.31595(15) 0.0399(6) Uani 1 1 d . . . F93 F 0.1543(2) 0.93133(16) 1.34265(10) 0.0533(5) Uani 1 1 d . . . C94 C 0.3638(3) 0.8640(2) 1.34286(15) 0.0437(7) Uani 1 1 d . . . F94 F 0.3647(2) 0.92374(17) 1.39465(11) 0.0630(6) Uani 1 1 d . . . C95 C 0.4684(3) 0.7975(2) 1.31647(15) 0.0404(6) Uani 1 1 d . . . F95 F 0.5727(2) 0.79286(18) 1.34143(11) 0.0581(5) Uani 1 1 d . . . C96 C 0.4647(3) 0.7365(2) 1.26365(14) 0.0325(5) Uani 1 1 d . . . F96 F 0.57041(16) 0.67066(14) 1.24231(9) 0.0409(4) Uani 1 1 d . . . C101 C 0.2243(6) 1.0801(6) 0.8211(4) 0.119(2) Uani 1 1 d . . . H10A H 0.2611 1.0400 0.7812 0.142 Uiso 1 1 calc R . . H10B H 0.2896 1.0807 0.8479 0.142 Uiso 1 1 calc R . . Cl11 Cl 0.1218(2) 1.01683(14) 0.86531(15) 0.1672(12) Uani 1 1 d . . . Cl12 Cl 0.1698(2) 1.20398(14) 0.79694(10) 0.1205(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zr 0.03658(15) 0.03031(14) 0.02758(13) -0.00561(9) -0.00408(10) -0.01475(10) Cl1 0.0602(5) 0.0559(5) 0.0448(4) -0.0090(3) -0.0042(3) -0.0390(4) Cl2 0.0622(5) 0.0416(4) 0.0623(5) -0.0256(4) -0.0138(4) -0.0034(4) N1 0.0331(11) 0.0268(10) 0.0262(10) -0.0027(8) -0.0003(8) -0.0134(8) P1 0.0284(3) 0.0232(3) 0.0270(3) -0.0032(2) -0.0016(2) -0.0115(2) N2 0.0317(10) 0.0250(10) 0.0282(10) -0.0015(8) -0.0033(8) -0.0084(8) P2 0.0286(3) 0.0204(3) 0.0271(3) -0.0025(2) -0.0026(2) -0.0085(2) C1 0.0286(11) 0.0215(11) 0.0272(11) -0.0029(9) -0.0014(9) -0.0099(9) C2 0.0252(11) 0.0248(11) 0.0267(11) -0.0058(9) -0.0011(9) -0.0088(9) N3 0.0290(10) 0.0233(10) 0.0336(11) -0.0019(8) -0.0004(8) -0.0086(8) B1 0.0318(13) 0.0207(12) 0.0301(13) -0.0022(10) -0.0031(11) -0.0095(10) C5 0.078(2) 0.0463(18) 0.0312(14) 0.0047(13) -0.0170(15) -0.0247(17) C6 0.0529(19) 0.081(3) 0.0334(16) 0.0097(16) -0.0135(14) -0.0091(18) C7 0.081(3) 0.087(3) 0.0381(17) 0.0086(18) -0.0246(17) -0.054(2) C8 0.087(3) 0.056(2) 0.0315(15) -0.0112(14) -0.0099(16) -0.0218(19) C9 0.0558(19) 0.064(2) 0.0287(14) 0.0020(13) -0.0046(13) -0.0247(16) C11 0.0359(13) 0.0330(13) 0.0261(12) -0.0030(10) -0.0005(10) -0.0147(10) C12 0.0469(16) 0.0350(14) 0.0325(13) -0.0002(11) -0.0005(11) -0.0194(12) C13 0.070(2) 0.053(2) 0.0450(18) 0.0060(15) 0.0009(16) -0.0376(18) C14 0.065(2) 0.085(3) 0.051(2) 0.007(2) 0.0143(18) -0.040(2) C15 0.0481(19) 0.081(3) 0.047(2) -0.0054(19) 0.0188(16) -0.0079(19) C16 0.0470(17) 0.0444(17) 0.0371(15) -0.0055(12) 0.0063(13) -0.0088(13) C21 0.0370(14) 0.0377(14) 0.0293(12) 0.0003(10) -0.0054(10) -0.0048(11) C22 0.0536(18) 0.0329(15) 0.0505(18) 0.0027(13) -0.0153(14) -0.0060(13) C23 0.073(3) 0.0424(19) 0.069(2) 0.0047(17) -0.021(2) 0.0080(18) C24 0.057(2) 0.073(3) 0.062(2) 0.005(2) -0.0156(19) 0.018(2) C25 0.0342(16) 0.096(3) 0.054(2) 0.010(2) -0.0056(15) -0.0052(18) C26 0.0358(15) 0.060(2) 0.0436(16) 0.0076(14) -0.0055(12) -0.0122(14) C31 0.0287(12) 0.0330(13) 0.0312(12) -0.0019(10) -0.0006(10) -0.0083(10) C32 0.0397(15) 0.0327(14) 0.0403(15) -0.0050(11) 0.0040(12) -0.0093(11) C33 0.0518(18) 0.0359(16) 0.0533(19) -0.0079(14) 0.0074(15) 0.0016(14) C34 0.0412(17) 0.058(2) 0.056(2) -0.0037(17) 0.0018(15) 0.0100(15) C35 0.0309(15) 0.068(2) 0.057(2) -0.0047(17) -0.0044(14) -0.0071(15) C36 0.0344(14) 0.0465(17) 0.0455(16) -0.0051(13) -0.0018(12) -0.0124(12) C41 0.0329(12) 0.0279(12) 0.0300(12) -0.0052(9) -0.0038(10) -0.0122(10) C42 0.0453(15) 0.0359(14) 0.0328(13) -0.0002(11) -0.0057(11) -0.0177(12) C43 0.0503(17) 0.0476(17) 0.0299(13) -0.0035(12) -0.0065(12) -0.0171(14) C44 0.0478(16) 0.0432(16) 0.0418(16) -0.0135(13) -0.0095(13) -0.0190(13) C45 0.0550(18) 0.0352(15) 0.0429(16) -0.0048(12) -0.0081(13) -0.0245(13) C46 0.0469(16) 0.0379(15) 0.0340(14) -0.0014(11) -0.0060(12) -0.0240(12) C51 0.0291(12) 0.0271(12) 0.0312(12) -0.0001(9) -0.0027(10) -0.0087(9) C52 0.0301(12) 0.0296(12) 0.0365(13) 0.0003(10) -0.0061(10) -0.0109(10) C53 0.0376(14) 0.0383(15) 0.0513(17) 0.0093(13) -0.0099(13) -0.0185(12) C54 0.0327(14) 0.065(2) 0.0529(19) 0.0088(16) -0.0021(13) -0.0215(14) C55 0.0334(14) 0.057(2) 0.0502(18) -0.0043(15) 0.0062(13) -0.0086(14) C56 0.0348(14) 0.0371(15) 0.0431(15) -0.0050(12) 0.0026(12) -0.0075(11) C61 0.0333(12) 0.0225(11) 0.0319(12) -0.0057(9) -0.0050(10) -0.0055(9) C62 0.0517(17) 0.0297(13) 0.0339(14) -0.0048(11) -0.0060(12) -0.0120(12) C63 0.0601(19) 0.0426(16) 0.0340(14) -0.0094(12) -0.0078(13) -0.0143(14) C64 0.0595(19) 0.0347(15) 0.0494(18) -0.0176(13) -0.0077(15) -0.0125(14) C65 0.0535(18) 0.0280(13) 0.0517(18) -0.0090(12) -0.0069(14) -0.0144(12) C66 0.0416(14) 0.0261(12) 0.0382(14) -0.0037(10) -0.0048(11) -0.0109(11) C71 0.0329(12) 0.0206(11) 0.0299(12) -0.0036(9) -0.0041(10) -0.0061(9) C72 0.0378(13) 0.0256(12) 0.0328(13) -0.0028(10) -0.0040(10) -0.0100(10) F72 0.0478(10) 0.0252(8) 0.0514(10) -0.0070(7) 0.0015(8) -0.0165(7) C73 0.0376(14) 0.0433(16) 0.0351(14) 0.0005(12) -0.0004(11) -0.0188(12) F73 0.0531(11) 0.0582(12) 0.0546(11) -0.0018(9) 0.0086(9) -0.0337(10) C74 0.0365(14) 0.0499(17) 0.0314(13) -0.0060(12) 0.0025(11) -0.0054(12) F74 0.0465(11) 0.0733(15) 0.0503(11) -0.0168(10) 0.0173(9) -0.0129(10) C75 0.0418(14) 0.0339(14) 0.0304(13) -0.0101(10) -0.0072(11) -0.0033(11) F75 0.0571(11) 0.0399(10) 0.0429(10) -0.0186(8) -0.0030(8) 0.0005(8) C76 0.0371(13) 0.0249(12) 0.0288(12) -0.0032(9) -0.0069(10) -0.0086(10) F76 0.0513(10) 0.0270(8) 0.0388(9) -0.0062(6) -0.0055(7) -0.0171(7) C81 0.0334(12) 0.0248(12) 0.0309(12) -0.0050(9) -0.0025(10) -0.0066(10) C82 0.0367(13) 0.0297(13) 0.0369(14) -0.0056(10) -0.0033(11) -0.0080(11) F82 0.0538(11) 0.0354(9) 0.0665(12) 0.0077(8) -0.0202(9) -0.0236(8) C83 0.0357(14) 0.0430(16) 0.0433(15) -0.0108(12) -0.0059(12) -0.0108(12) F83 0.0491(11) 0.0588(13) 0.0750(14) -0.0047(11) -0.0248(10) -0.0242(10) C84 0.0349(14) 0.059(2) 0.0370(15) -0.0020(13) -0.0086(12) -0.0049(13) F84 0.0442(11) 0.0881(17) 0.0561(12) 0.0124(11) -0.0209(9) -0.0115(11) C85 0.0458(17) 0.0452(17) 0.0469(17) 0.0140(14) -0.0092(14) -0.0106(14) F85 0.0723(15) 0.0695(16) 0.0934(19) 0.0480(14) -0.0344(14) -0.0235(13) C86 0.0376(14) 0.0346(14) 0.0451(16) 0.0040(12) -0.0072(12) -0.0111(11) F86 0.0603(12) 0.0389(10) 0.0835(15) 0.0243(10) -0.0280(11) -0.0266(9) C91 0.0381(13) 0.0205(11) 0.0296(12) -0.0012(9) -0.0018(10) -0.0100(10) C92 0.0408(14) 0.0272(12) 0.0355(13) -0.0033(10) -0.0010(11) -0.0104(11) F92 0.0364(9) 0.0477(10) 0.0536(11) -0.0146(8) -0.0003(8) -0.0056(8) C93 0.0542(17) 0.0279(13) 0.0334(14) -0.0048(11) 0.0045(12) -0.0048(12) F93 0.0615(12) 0.0417(10) 0.0465(10) -0.0129(8) 0.0098(9) 0.0037(9) C94 0.071(2) 0.0305(14) 0.0312(14) -0.0078(11) -0.0096(14) -0.0096(14) F94 0.0971(17) 0.0483(12) 0.0431(11) -0.0227(9) -0.0181(11) -0.0027(11) C95 0.0548(18) 0.0338(14) 0.0360(14) -0.0024(11) -0.0152(13) -0.0105(13) F95 0.0668(13) 0.0598(13) 0.0539(12) -0.0140(10) -0.0283(10) -0.0105(10) C96 0.0412(14) 0.0227(11) 0.0339(13) -0.0032(10) -0.0057(11) -0.0059(10) F96 0.0408(9) 0.0352(9) 0.0468(10) -0.0102(7) -0.0107(7) -0.0023(7) C101 0.085(4) 0.104(5) 0.150(7) 0.006(5) -0.002(4) 0.007(4) Cl11 0.177(2) 0.0631(9) 0.222(3) 0.0005(12) 0.087(2) -0.0141(11) Cl12 0.1535(16) 0.0895(11) 0.1022(12) 0.0184(9) 0.0194(11) -0.0175(11) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr N1 2.268(2) . ? Zr N2 2.271(2) . ? Zr Cl2 2.4649(9) . ? Zr Cl1 2.4674(8) . ? Zr C5 2.493(3) . ? Zr C9 2.502(3) . ? Zr C6 2.508(3) . ? Zr C7 2.521(3) . ? Zr C8 2.525(3) . ? Zr C1 2.839(2) . ? N1 C11 1.440(3) . ? N1 P1 1.616(2) . ? P1 C1 1.791(2) . ? P1 C41 1.810(3) . ? P1 C31 1.812(3) . ? N2 C21 1.441(4) . ? N2 P2 1.619(2) . ? P2 C1 1.791(3) . ? P2 C61 1.811(3) . ? P2 C51 1.812(3) . ? C1 C2 1.388(3) . ? C2 N3 1.148(3) . ? N3 B1 1.567(3) . ? B1 C91 1.642(4) . ? B1 C81 1.634(4) . ? B1 C71 1.644(4) . ? C5 C6 1.400(5) . ? C5 C9 1.397(5) . ? C5 H5 0.9400 . ? C6 C7 1.405(6) . ? C6 H6 0.9400 . ? C7 C8 1.392(6) . ? C7 H7 0.9400 . ? C8 C9 1.392(5) . ? C8 H8 0.9400 . ? C9 H9 0.9400 . ? C11 C16 1.385(4) . ? C11 C12 1.395(4) . ? C12 C13 1.385(4) . ? C12 H12 0.9400 . ? C13 C14 1.378(6) . ? C13 H13 0.9400 . ? C14 C15 1.380(6) . ? C14 H14 0.9400 . ? C15 C16 1.396(5) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C21 C22 1.391(4) . ? C21 C26 1.389(4) . ? C22 C23 1.395(5) . ? C22 H22 0.9400 . ? C23 C24 1.370(7) . ? C23 H23 0.9400 . ? C24 C25 1.384(7) . ? C24 H24 0.9400 . ? C25 C26 1.399(5) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C32 1.393(4) . ? C31 C36 1.397(4) . ? C32 C33 1.389(4) . ? C32 H32 0.9400 . ? C33 C34 1.379(6) . ? C33 H33 0.9400 . ? C34 C35 1.373(6) . ? C34 H34 0.9400 . ? C35 C36 1.388(5) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C41 C46 1.396(4) . ? C41 C42 1.397(4) . ? C42 C43 1.385(4) . ? C42 H42 0.9400 . ? C43 C44 1.378(5) . ? C43 H43 0.9400 . ? C44 C45 1.377(5) . ? C44 H44 0.9400 . ? C45 C46 1.388(4) . ? C45 H45 0.9400 . ? C46 H46 0.9400 . ? C51 C52 1.396(4) . ? C51 C56 1.404(4) . ? C52 C53 1.391(4) . ? C52 H52 0.9400 . ? C53 C54 1.379(5) . ? C53 H53 0.9400 . ? C54 C55 1.385(5) . ? C54 H54 0.9400 . ? C55 C56 1.387(4) . ? C55 H55 0.9400 . ? C56 H56 0.9400 . ? C61 C66 1.390(4) . ? C61 C62 1.399(4) . ? C62 C63 1.387(4) . ? C62 H62 0.9400 . ? C63 C64 1.388(5) . ? C63 H63 0.9400 . ? C64 C65 1.373(5) . ? C64 H64 0.9400 . ? C65 C66 1.389(4) . ? C65 H65 0.9400 . ? C66 H66 0.9400 . ? C71 C72 1.390(4) . ? C71 C76 1.393(3) . ? C72 F72 1.349(3) . ? C72 C73 1.384(4) . ? C73 F73 1.338(3) . ? C73 C74 1.375(4) . ? C74 F74 1.341(3) . ? C74 C75 1.369(5) . ? C75 F75 1.346(3) . ? C75 C76 1.381(4) . ? C76 F76 1.354(3) . ? C81 C86 1.381(4) . ? C81 C82 1.384(4) . ? C82 F82 1.353(3) . ? C82 C83 1.387(4) . ? C83 F83 1.339(3) . ? C83 C84 1.371(5) . ? C84 F84 1.339(4) . ? C84 C85 1.378(5) . ? C85 F85 1.341(4) . ? C85 C86 1.376(4) . ? C86 F86 1.352(4) . ? C91 C92 1.391(4) . ? C91 C96 1.388(4) . ? C92 F92 1.343(4) . ? C92 C93 1.385(4) . ? C93 F93 1.350(3) . ? C93 C94 1.371(5) . ? C94 F94 1.345(3) . ? C94 C95 1.371(5) . ? C95 F95 1.337(4) . ? C95 C96 1.380(4) . ? C96 F96 1.349(3) . ? C101 Cl11 1.691(8) . ? C101 Cl12 1.691(7) . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zr N2 84.47(8) . . ? N1 Zr Cl2 86.42(6) . . ? N2 Zr Cl2 147.02(6) . . ? N1 Zr Cl1 145.95(6) . . ? N2 Zr Cl1 85.17(6) . . ? Cl2 Zr Cl1 84.88(3) . . ? N1 Zr C5 87.51(10) . . ? N2 Zr C5 86.42(10) . . ? Cl2 Zr C5 124.79(9) . . ? Cl1 Zr C5 124.07(9) . . ? N1 Zr C9 81.85(10) . . ? N2 Zr C9 117.43(11) . . ? Cl2 Zr C9 92.41(10) . . ? Cl1 Zr C9 131.33(8) . . ? C5 Zr C9 32.48(12) . . ? N1 Zr C6 119.09(12) . . ? N2 Zr C6 82.83(11) . . ? Cl2 Zr C6 128.79(10) . . ? Cl1 Zr C6 91.56(10) . . ? C5 Zr C6 32.51(13) . . ? C9 Zr C6 53.69(13) . . ? N1 Zr C7 134.99(10) . . ? N2 Zr C7 111.16(13) . . ? Cl2 Zr C7 97.59(12) . . ? Cl1 Zr C7 78.87(9) . . ? C5 Zr C7 53.60(12) . . ? C9 Zr C7 53.28(12) . . ? C6 Zr C7 32.44(14) . . ? N1 Zr C8 108.74(11) . . ? N2 Zr C8 135.74(11) . . ? Cl2 Zr C8 77.12(10) . . ? Cl1 Zr C8 101.27(10) . . ? C5 Zr C8 53.54(12) . . ? C9 Zr C8 32.14(12) . . ? C6 Zr C8 53.52(14) . . ? C7 Zr C8 32.02(14) . . ? N1 Zr C1 61.24(7) . . ? N2 Zr C1 61.05(7) . . ? Cl2 Zr C1 86.85(5) . . ? Cl1 Zr C1 85.43(5) . . ? C5 Zr C1 135.21(9) . . ? C9 Zr C1 143.06(10) . . ? C6 Zr C1 143.88(11) . . ? C7 Zr C1 163.19(11) . . ? C8 Zr C1 161.88(12) . . ? C11 N1 P1 119.83(18) . . ? C11 N1 Zr 126.52(16) . . ? P1 N1 Zr 109.78(11) . . ? N1 P1 C1 101.84(12) . . ? N1 P1 C41 114.99(12) . . ? C1 P1 C41 110.66(12) . . ? N1 P1 C31 114.62(12) . . ? C1 P1 C31 111.92(12) . . ? C41 P1 C31 103.10(13) . . ? C21 N2 P2 119.91(18) . . ? C21 N2 Zr 124.95(17) . . ? P2 N2 Zr 109.76(11) . . ? N2 P2 C1 101.41(11) . . ? N2 P2 C61 112.82(12) . . ? C1 P2 C61 112.09(12) . . ? N2 P2 C51 115.61(12) . . ? C1 P2 C51 112.60(12) . . ? C61 P2 C51 102.73(12) . . ? C2 C1 P1 115.64(18) . . ? C2 C1 P2 118.08(18) . . ? P1 C1 P2 120.86(13) . . ? C2 C1 Zr 125.40(16) . . ? P1 C1 Zr 84.19(9) . . ? P2 C1 Zr 84.32(9) . . ? N3 C2 C1 178.8(3) . . ? C2 N3 B1 174.9(2) . . ? N3 B1 C91 102.8(2) . . ? N3 B1 C81 111.4(2) . . ? C91 B1 C81 114.7(2) . . ? N3 B1 C71 104.7(2) . . ? C91 B1 C71 115.8(2) . . ? C81 B1 C71 107.0(2) . . ? C6 C5 C9 108.0(3) . . ? C6 C5 Zr 74.3(2) . . ? C9 C5 Zr 74.12(19) . . ? C6 C5 H5 126.0 . . ? C9 C5 H5 126.0 . . ? Zr C5 H5 117.5 . . ? C5 C6 C7 107.4(4) . . ? C5 C6 Zr 73.16(19) . . ? C7 C6 Zr 74.3(2) . . ? C5 C6 H6 126.3 . . ? C7 C6 H6 126.3 . . ? Zr C6 H6 118.3 . . ? C8 C7 C6 108.2(3) . . ? C8 C7 Zr 74.1(2) . . ? C6 C7 Zr 73.26(19) . . ? C8 C7 H7 125.9 . . ? C6 C7 H7 125.9 . . ? Zr C7 H7 118.6 . . ? C9 C8 C7 108.0(4) . . ? C9 C8 Zr 73.02(18) . . ? C7 C8 Zr 73.8(2) . . ? C9 C8 H8 126.0 . . ? C7 C8 H8 126.0 . . ? Zr C8 H8 119.0 . . ? C8 C9 C5 108.3(3) . . ? C8 C9 Zr 74.8(2) . . ? C5 C9 Zr 73.41(18) . . ? C8 C9 H9 125.9 . . ? C5 C9 H9 125.9 . . ? Zr C9 H9 117.8 . . ? C16 C11 C12 119.2(3) . . ? C16 C11 N1 121.8(3) . . ? C12 C11 N1 118.8(2) . . ? C13 C12 C11 120.4(3) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C14 C13 C12 120.2(3) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 119.8(3) . . ? C13 C14 H14 120.1 . . ? C15 C14 H14 120.1 . . ? C14 C15 C16 120.5(4) . . ? C14 C15 H15 119.7 . . ? C16 C15 H15 119.7 . . ? C11 C16 C15 119.8(3) . . ? C11 C16 H16 120.1 . . ? C15 C16 H16 120.1 . . ? C22 C21 C26 119.5(3) . . ? C22 C21 N2 119.8(3) . . ? C26 C21 N2 120.4(3) . . ? C23 C22 C21 120.2(4) . . ? C23 C22 H22 119.9 . . ? C21 C22 H22 119.9 . . ? C24 C23 C22 120.5(4) . . ? C24 C23 H23 119.8 . . ? C22 C23 H23 119.8 . . ? C23 C24 C25 119.7(3) . . ? C23 C24 H24 120.2 . . ? C25 C24 H24 120.2 . . ? C24 C25 C26 120.7(4) . . ? C24 C25 H25 119.7 . . ? C26 C25 H25 119.7 . . ? C21 C26 C25 119.5(4) . . ? C21 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? C32 C31 C36 119.1(3) . . ? C32 C31 P1 124.2(2) . . ? C36 C31 P1 116.0(2) . . ? C31 C32 C33 119.8(3) . . ? C31 C32 H32 120.1 . . ? C33 C32 H32 120.1 . . ? C34 C33 C32 120.7(3) . . ? C34 C33 H33 119.6 . . ? C32 C33 H33 119.6 . . ? C35 C34 C33 119.9(3) . . ? C35 C34 H34 120.1 . . ? C33 C34 H34 120.1 . . ? C34 C35 C36 120.3(3) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C31 C36 C35 120.2(3) . . ? C31 C36 H36 119.9 . . ? C35 C36 H36 119.9 . . ? C46 C41 C42 118.9(2) . . ? C46 C41 P1 123.2(2) . . ? C42 C41 P1 117.9(2) . . ? C43 C42 C41 120.3(3) . . ? C43 C42 H42 119.9 . . ? C41 C42 H42 119.9 . . ? C44 C43 C42 120.3(3) . . ? C44 C43 H43 119.9 . . ? C42 C43 H43 119.9 . . ? C43 C44 C45 120.1(3) . . ? C43 C44 H44 119.9 . . ? C45 C44 H44 119.9 . . ? C44 C45 C46 120.4(3) . . ? C44 C45 H45 119.8 . . ? C46 C45 H45 119.8 . . ? C45 C46 C41 120.0(3) . . ? C45 C46 H46 120.0 . . ? C41 C46 H46 120.0 . . ? C52 C51 C56 118.9(2) . . ? C52 C51 P2 124.7(2) . . ? C56 C51 P2 116.2(2) . . ? C53 C52 C51 120.1(3) . . ? C53 C52 H52 120.0 . . ? C51 C52 H52 120.0 . . ? C54 C53 C52 120.6(3) . . ? C54 C53 H53 119.7 . . ? C52 C53 H53 119.7 . . ? C55 C54 C53 119.9(3) . . ? C55 C54 H54 120.0 . . ? C53 C54 H54 120.0 . . ? C54 C55 C56 120.3(3) . . ? C54 C55 H55 119.9 . . ? C56 C55 H55 119.9 . . ? C55 C56 C51 120.2(3) . . ? C55 C56 H56 119.9 . . ? C51 C56 H56 119.9 . . ? C66 C61 C62 119.5(2) . . ? C66 C61 P2 120.0(2) . . ? C62 C61 P2 120.5(2) . . ? C63 C62 C61 119.9(3) . . ? C63 C62 H62 120.1 . . ? C61 C62 H62 120.1 . . ? C62 C63 C64 120.0(3) . . ? C62 C63 H63 120.0 . . ? C64 C63 H63 120.0 . . ? C65 C64 C63 120.3(3) . . ? C65 C64 H64 119.9 . . ? C63 C64 H64 119.9 . . ? C64 C65 C66 120.3(3) . . ? C64 C65 H65 119.8 . . ? C66 C65 H65 119.8 . . ? C65 C66 C61 120.0(3) . . ? C65 C66 H66 120.0 . . ? C61 C66 H66 120.0 . . ? C72 C71 C76 113.2(2) . . ? C72 C71 B1 125.8(2) . . ? C76 C71 B1 121.0(2) . . ? F72 C72 C71 120.5(2) . . ? F72 C72 C73 115.2(2) . . ? C71 C72 C73 124.3(3) . . ? F73 C73 C74 120.4(3) . . ? F73 C73 C72 120.2(3) . . ? C74 C73 C72 119.5(3) . . ? F74 C74 C75 120.5(3) . . ? F74 C74 C73 120.5(3) . . ? C75 C74 C73 119.0(3) . . ? F75 C75 C74 120.3(3) . . ? F75 C75 C76 119.9(3) . . ? C74 C75 C76 119.8(3) . . ? F76 C76 C75 115.8(2) . . ? F76 C76 C71 120.1(2) . . ? C75 C76 C71 124.1(3) . . ? C86 C81 C82 113.7(3) . . ? C86 C81 B1 118.7(2) . . ? C82 C81 B1 127.6(2) . . ? F82 C82 C81 120.8(3) . . ? F82 C82 C83 115.3(3) . . ? C81 C82 C83 123.9(3) . . ? F83 C83 C84 120.1(3) . . ? F83 C83 C82 120.3(3) . . ? C84 C83 C82 119.5(3) . . ? F84 C84 C83 120.6(3) . . ? F84 C84 C85 120.4(3) . . ? C83 C84 C85 119.0(3) . . ? F85 C85 C84 119.9(3) . . ? F85 C85 C86 120.8(3) . . ? C84 C85 C86 119.3(3) . . ? F86 C86 C81 119.2(3) . . ? F86 C86 C85 116.2(3) . . ? C81 C86 C85 124.6(3) . . ? C92 C91 C96 113.6(2) . . ? C92 C91 B1 124.4(2) . . ? C96 C91 B1 121.7(2) . . ? F92 C92 C93 115.7(3) . . ? F92 C92 C91 121.1(2) . . ? C93 C92 C91 123.2(3) . . ? F93 C93 C94 119.3(3) . . ? F93 C93 C92 120.4(3) . . ? C94 C93 C92 120.3(3) . . ? F94 C94 C95 120.4(3) . . ? F94 C94 C93 120.6(3) . . ? C95 C94 C93 118.9(3) . . ? F95 C95 C94 120.1(3) . . ? F95 C95 C96 120.6(3) . . ? C94 C95 C96 119.3(3) . . ? F96 C96 C95 115.4(3) . . ? F96 C96 C91 120.0(2) . . ? C95 C96 C91 124.6(3) . . ? Cl11 C101 Cl12 116.4(4) . . ? Cl11 C101 H10A 108.2 . . ? Cl12 C101 H10A 108.2 . . ? Cl11 C101 H10B 108.2 . . ? Cl12 C101 H10B 108.2 . . ? H10A C101 H10B 107.3 . . ? 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 N2 Zr N1 C11 130.4(2) . . . . ? Cl2 Zr N1 C11 -81.4(2) . . . . ? Cl1 Zr N1 C11 -156.75(17) . . . . ? C5 Zr N1 C11 43.7(2) . . . . ? C9 Zr N1 C11 11.6(2) . . . . ? C6 Zr N1 C11 51.8(2) . . . . ? C7 Zr N1 C11 15.8(3) . . . . ? C8 Zr N1 C11 -6.3(2) . . . . ? C1 Zr N1 C11 -169.7(2) . . . . ? N2 Zr N1 P1 -72.09(12) . . . . ? Cl2 Zr N1 P1 76.18(11) . . . . ? Cl1 Zr N1 P1 0.79(19) . . . . ? C5 Zr N1 P1 -158.73(14) . . . . ? C9 Zr N1 P1 169.13(14) . . . . ? C6 Zr N1 P1 -150.71(13) . . . . ? C7 Zr N1 P1 173.33(17) . . . . ? C8 Zr N1 P1 151.28(14) . . . . ? C1 Zr N1 P1 -12.19(9) . . . . ? C11 N1 P1 C1 176.72(19) . . . . ? Zr N1 P1 C1 17.45(13) . . . . ? C11 N1 P1 C41 -63.6(2) . . . . ? Zr N1 P1 C41 137.15(12) . . . . ? C11 N1 P1 C31 55.7(2) . . . . ? Zr N1 P1 C31 -103.60(13) . . . . ? N1 Zr N2 C21 -132.9(2) . . . . ? Cl2 Zr N2 C21 152.44(17) . . . . ? Cl1 Zr N2 C21 79.6(2) . . . . ? C5 Zr N2 C21 -45.1(2) . . . . ? C9 Zr N2 C21 -55.1(2) . . . . ? C6 Zr N2 C21 -12.6(2) . . . . ? C7 Zr N2 C21 3.5(2) . . . . ? C8 Zr N2 C21 -21.6(3) . . . . ? C1 Zr N2 C21 167.0(2) . . . . ? N1 Zr N2 P2 73.28(12) . . . . ? Cl2 Zr N2 P2 -1.38(19) . . . . ? Cl1 Zr N2 P2 -74.24(10) . . . . ? C5 Zr N2 P2 161.11(14) . . . . ? C9 Zr N2 P2 151.11(12) . . . . ? C6 Zr N2 P2 -166.43(15) . . . . ? C7 Zr N2 P2 -150.32(13) . . . . ? C8 Zr N2 P2 -175.44(15) . . . . ? C1 Zr N2 P2 13.20(9) . . . . ? C21 N2 P2 C1 -174.2(2) . . . . ? Zr N2 P2 C1 -18.85(13) . . . . ? C21 N2 P2 C61 65.7(2) . . . . ? Zr N2 P2 C61 -138.93(11) . . . . ? C21 N2 P2 C51 -52.1(2) . . . . ? Zr N2 P2 C51 103.25(13) . . . . ? N1 P1 C1 C2 -139.75(19) . . . . ? C41 P1 C1 C2 97.5(2) . . . . ? C31 P1 C1 C2 -16.8(2) . . . . ? N1 P1 C1 P2 66.73(17) . . . . ? C41 P1 C1 P2 -55.98(19) . . . . ? C31 P1 C1 P2 -170.36(14) . . . . ? N1 P1 C1 Zr -13.09(10) . . . . ? C41 P1 C1 Zr -135.81(10) . . . . ? C31 P1 C1 Zr 109.81(11) . . . . ? N2 P2 C1 C2 141.5(2) . . . . ? C61 P2 C1 C2 -97.9(2) . . . . ? C51 P2 C1 C2 17.3(2) . . . . ? N2 P2 C1 P1 -65.60(17) . . . . ? C61 P2 C1 P1 54.99(19) . . . . ? C51 P2 C1 P1 170.24(14) . . . . ? N2 P2 C1 Zr 14.15(10) . . . . ? C61 P2 C1 Zr 134.74(10) . . . . ? C51 P2 C1 Zr -110.01(10) . . . . ? N1 Zr C1 C2 127.8(2) . . . . ? N2 Zr C1 C2 -131.9(2) . . . . ? Cl2 Zr C1 C2 40.2(2) . . . . ? Cl1 Zr C1 C2 -44.9(2) . . . . ? C5 Zr C1 C2 179.3(2) . . . . ? C9 Zr C1 C2 130.0(2) . . . . ? C6 Zr C1 C2 -131.3(2) . . . . ? C7 Zr C1 C2 -65.8(5) . . . . ? C8 Zr C1 C2 67.8(4) . . . . ? N1 Zr C1 P1 10.38(8) . . . . ? N2 Zr C1 P1 110.63(11) . . . . ? Cl2 Zr C1 P1 -77.26(8) . . . . ? Cl1 Zr C1 P1 -162.37(8) . . . . ? C5 Zr C1 P1 61.82(17) . . . . ? C9 Zr C1 P1 12.6(2) . . . . ? C6 Zr C1 P1 111.26(19) . . . . ? C7 Zr C1 P1 176.8(4) . . . . ? C8 Zr C1 P1 -49.7(4) . . . . ? N1 Zr C1 P2 -111.51(11) . . . . ? N2 Zr C1 P2 -11.26(8) . . . . ? Cl2 Zr C1 P2 160.85(8) . . . . ? Cl1 Zr C1 P2 75.74(7) . . . . ? C5 Zr C1 P2 -60.07(17) . . . . ? C9 Zr C1 P2 -109.33(17) . . . . ? C6 Zr C1 P2 -10.6(2) . . . . ? C7 Zr C1 P2 54.9(4) . . . . ? C8 Zr C1 P2 -171.6(3) . . . . ? P1 C1 C2 N3 -15(13) . . . . ? P2 C1 C2 N3 140(13) . . . . ? Zr C1 C2 N3 -116(13) . . . . ? C1 C2 N3 B1 -168(100) . . . . ? C2 N3 B1 C91 -87(3) . . . . ? C2 N3 B1 C81 150(3) . . . . ? C2 N3 B1 C71 35(3) . . . . ? N1 Zr C5 C6 166.9(2) . . . . ? N2 Zr C5 C6 82.3(2) . . . . ? Cl2 Zr C5 C6 -109.2(2) . . . . ? Cl1 Zr C5 C6 0.6(3) . . . . ? C9 Zr C5 C6 -114.4(3) . . . . ? C7 Zr C5 C6 -37.4(2) . . . . ? C8 Zr C5 C6 -77.5(3) . . . . ? C1 Zr C5 C6 123.6(2) . . . . ? N1 Zr C5 C9 -78.7(2) . . . . ? N2 Zr C5 C9 -163.3(2) . . . . ? Cl2 Zr C5 C9 5.2(2) . . . . ? Cl1 Zr C5 C9 115.0(2) . . . . ? C6 Zr C5 C9 114.4(3) . . . . ? C7 Zr C5 C9 77.0(2) . . . . ? C8 Zr C5 C9 36.9(2) . . . . ? C1 Zr C5 C9 -122.0(2) . . . . ? C9 C5 C6 C7 -0.1(4) . . . . ? Zr C5 C6 C7 67.0(2) . . . . ? C9 C5 C6 Zr -67.1(2) . . . . ? N1 Zr C6 C5 -15.0(3) . . . . ? N2 Zr C6 C5 -94.6(2) . . . . ? Cl2 Zr C6 C5 95.8(2) . . . . ? Cl1 Zr C6 C5 -179.5(2) . . . . ? C9 Zr C6 C5 37.4(2) . . . . ? C7 Zr C6 C5 114.2(3) . . . . ? C8 Zr C6 C5 77.6(2) . . . . ? C1 Zr C6 C5 -95.2(2) . . . . ? N1 Zr C6 C7 -129.3(2) . . . . ? N2 Zr C6 C7 151.2(2) . . . . ? Cl2 Zr C6 C7 -18.5(3) . . . . ? Cl1 Zr C6 C7 66.2(2) . . . . ? C5 Zr C6 C7 -114.2(3) . . . . ? C9 Zr C6 C7 -76.9(2) . . . . ? C8 Zr C6 C7 -36.6(2) . . . . ? C1 Zr C6 C7 150.6(2) . . . . ? C5 C6 C7 C8 0.2(4) . . . . ? Zr C6 C7 C8 66.4(3) . . . . ? C5 C6 C7 Zr -66.2(2) . . . . ? N1 Zr C7 C8 -42.1(3) . . . . ? N2 Zr C7 C8 -146.0(2) . . . . ? Cl2 Zr C7 C8 50.4(2) . . . . ? Cl1 Zr C7 C8 133.6(3) . . . . ? C5 Zr C7 C8 -77.7(3) . . . . ? C9 Zr C7 C8 -36.9(2) . . . . ? C6 Zr C7 C8 -115.2(3) . . . . ? C1 Zr C7 C8 154.9(3) . . . . ? N1 Zr C7 C6 73.1(3) . . . . ? N2 Zr C7 C6 -30.9(3) . . . . ? Cl2 Zr C7 C6 165.6(2) . . . . ? Cl1 Zr C7 C6 -111.2(2) . . . . ? C5 Zr C7 C6 37.5(2) . . . . ? C9 Zr C7 C6 78.3(2) . . . . ? C8 Zr C7 C6 115.2(3) . . . . ? C1 Zr C7 C6 -90.0(4) . . . . ? C6 C7 C8 C9 -0.3(4) . . . . ? Zr C7 C8 C9 65.5(2) . . . . ? C6 C7 C8 Zr -65.9(2) . . . . ? N1 Zr C8 C9 34.8(3) . . . . ? N2 Zr C8 C9 -66.9(3) . . . . ? Cl2 Zr C8 C9 116.4(2) . . . . ? Cl1 Zr C8 C9 -161.6(2) . . . . ? C5 Zr C8 C9 -37.3(2) . . . . ? C6 Zr C8 C9 -78.0(3) . . . . ? C7 Zr C8 C9 -115.2(4) . . . . ? C1 Zr C8 C9 88.1(4) . . . . ? N1 Zr C8 C7 149.9(2) . . . . ? N2 Zr C8 C7 48.3(3) . . . . ? Cl2 Zr C8 C7 -128.4(3) . . . . ? Cl1 Zr C8 C7 -46.4(3) . . . . ? C5 Zr C8 C7 77.9(3) . . . . ? C9 Zr C8 C7 115.2(4) . . . . ? C6 Zr C8 C7 37.1(2) . . . . ? C1 Zr C8 C7 -156.7(3) . . . . ? C7 C8 C9 C5 0.3(4) . . . . ? Zr C8 C9 C5 66.3(2) . . . . ? C7 C8 C9 Zr -66.1(3) . . . . ? C6 C5 C9 C8 -0.1(4) . . . . ? Zr C5 C9 C8 -67.3(2) . . . . ? C6 C5 C9 Zr 67.2(2) . . . . ? N1 Zr C9 C8 -146.9(3) . . . . ? N2 Zr C9 C8 133.7(2) . . . . ? Cl2 Zr C9 C8 -60.9(2) . . . . ? Cl1 Zr C9 C8 24.4(3) . . . . ? C5 Zr C9 C8 114.8(3) . . . . ? C6 Zr C9 C8 77.5(3) . . . . ? C7 Zr C9 C8 36.8(3) . . . . ? C1 Zr C9 C8 -148.9(2) . . . . ? N1 Zr C9 C5 98.2(2) . . . . ? N2 Zr C9 C5 18.8(2) . . . . ? Cl2 Zr C9 C5 -175.7(2) . . . . ? Cl1 Zr C9 C5 -90.4(2) . . . . ? C6 Zr C9 C5 -37.4(2) . . . . ? C7 Zr C9 C5 -78.1(2) . . . . ? C8 Zr C9 C5 -114.8(3) . . . . ? C1 Zr C9 C5 96.3(2) . . . . ? P1 N1 C11 C16 -69.9(3) . . . . ? Zr N1 C11 C16 85.7(3) . . . . ? P1 N1 C11 C12 114.7(3) . . . . ? Zr N1 C11 C12 -89.8(3) . . . . ? C16 C11 C12 C13 1.9(5) . . . . ? N1 C11 C12 C13 177.5(3) . . . . ? C11 C12 C13 C14 -0.2(5) . . . . ? C12 C13 C14 C15 -0.9(6) . . . . ? C13 C14 C15 C16 0.3(7) . . . . ? C12 C11 C16 C15 -2.5(5) . . . . ? N1 C11 C16 C15 -177.9(3) . . . . ? C14 C15 C16 C11 1.4(6) . . . . ? P2 N2 C21 C22 -112.8(3) . . . . ? Zr N2 C21 C22 95.8(3) . . . . ? P2 N2 C21 C26 73.0(3) . . . . ? Zr N2 C21 C26 -78.4(3) . . . . ? C26 C21 C22 C23 0.3(5) . . . . ? N2 C21 C22 C23 -173.9(3) . . . . ? C21 C22 C23 C24 -0.5(6) . . . . ? C22 C23 C24 C25 0.7(7) . . . . ? C23 C24 C25 C26 -0.8(7) . . . . ? C22 C21 C26 C25 -0.4(5) . . . . ? N2 C21 C26 C25 173.8(3) . . . . ? C24 C25 C26 C21 0.6(6) . . . . ? N1 P1 C31 C32 81.9(3) . . . . ? C1 P1 C31 C32 -33.4(3) . . . . ? C41 P1 C31 C32 -152.4(2) . . . . ? N1 P1 C31 C36 -87.9(2) . . . . ? C1 P1 C31 C36 156.8(2) . . . . ? C41 P1 C31 C36 37.8(2) . . . . ? C36 C31 C32 C33 -0.4(5) . . . . ? P1 C31 C32 C33 -169.9(2) . . . . ? C31 C32 C33 C34 1.8(5) . . . . ? C32 C33 C34 C35 -1.3(6) . . . . ? C33 C34 C35 C36 -0.6(6) . . . . ? C32 C31 C36 C35 -1.5(5) . . . . ? P1 C31 C36 C35 168.9(3) . . . . ? C34 C35 C36 C31 2.0(5) . . . . ? N1 P1 C41 C46 16.3(3) . . . . ? C1 P1 C41 C46 131.0(2) . . . . ? C31 P1 C41 C46 -109.1(3) . . . . ? N1 P1 C41 C42 -165.2(2) . . . . ? C1 P1 C41 C42 -50.5(3) . . . . ? C31 P1 C41 C42 69.3(2) . . . . ? C46 C41 C42 C43 -0.4(4) . . . . ? P1 C41 C42 C43 -178.9(2) . . . . ? C41 C42 C43 C44 0.2(5) . . . . ? C42 C43 C44 C45 0.8(5) . . . . ? C43 C44 C45 C46 -1.6(5) . . . . ? C44 C45 C46 C41 1.3(5) . . . . ? C42 C41 C46 C45 -0.4(5) . . . . ? P1 C41 C46 C45 178.1(2) . . . . ? N2 P2 C51 C52 -90.1(3) . . . . ? C1 P2 C51 C52 25.8(3) . . . . ? C61 P2 C51 C52 146.6(2) . . . . ? N2 P2 C51 C56 84.4(2) . . . . ? C1 P2 C51 C56 -159.6(2) . . . . ? C61 P2 C51 C56 -38.9(2) . . . . ? C56 C51 C52 C53 2.0(4) . . . . ? P2 C51 C52 C53 176.5(2) . . . . ? C51 C52 C53 C54 -1.4(5) . . . . ? C52 C53 C54 C55 -0.3(5) . . . . ? C53 C54 C55 C56 1.2(5) . . . . ? C54 C55 C56 C51 -0.5(5) . . . . ? C52 C51 C56 C55 -1.1(4) . . . . ? P2 C51 C56 C55 -176.0(3) . . . . ? N2 P2 C61 C66 19.3(3) . . . . ? C1 P2 C61 C66 -94.4(2) . . . . ? C51 P2 C61 C66 144.4(2) . . . . ? N2 P2 C61 C62 -162.0(2) . . . . ? C1 P2 C61 C62 84.3(3) . . . . ? C51 P2 C61 C62 -36.8(3) . . . . ? C66 C61 C62 C63 -1.5(4) . . . . ? P2 C61 C62 C63 179.8(3) . . . . ? C61 C62 C63 C64 0.2(5) . . . . ? C62 C63 C64 C65 1.4(5) . . . . ? C63 C64 C65 C66 -1.8(5) . . . . ? C64 C65 C66 C61 0.6(5) . . . . ? C62 C61 C66 C65 1.1(4) . . . . ? P2 C61 C66 C65 179.8(2) . . . . ? N3 B1 C71 C72 -141.3(3) . . . . ? C91 B1 C71 C72 -28.8(4) . . . . ? C81 B1 C71 C72 100.4(3) . . . . ? N3 B1 C71 C76 39.8(3) . . . . ? C91 B1 C71 C76 152.2(2) . . . . ? C81 B1 C71 C76 -78.6(3) . . . . ? C76 C71 C72 F72 179.7(2) . . . . ? B1 C71 C72 F72 0.7(4) . . . . ? C76 C71 C72 C73 -0.5(4) . . . . ? B1 C71 C72 C73 -179.5(3) . . . . ? F72 C72 C73 F73 -1.7(4) . . . . ? C71 C72 C73 F73 178.5(3) . . . . ? F72 C72 C73 C74 178.6(3) . . . . ? C71 C72 C73 C74 -1.3(5) . . . . ? F73 C73 C74 F74 1.0(5) . . . . ? C72 C73 C74 F74 -179.2(3) . . . . ? F73 C73 C74 C75 -179.1(3) . . . . ? C72 C73 C74 C75 0.7(5) . . . . ? F74 C74 C75 F75 1.5(5) . . . . ? C73 C74 C75 F75 -178.4(3) . . . . ? F74 C74 C75 C76 -178.5(3) . . . . ? C73 C74 C75 C76 1.6(4) . . . . ? F75 C75 C76 F76 -2.8(4) . . . . ? C74 C75 C76 F76 177.2(3) . . . . ? F75 C75 C76 C71 176.4(2) . . . . ? C74 C75 C76 C71 -3.6(4) . . . . ? C72 C71 C76 F76 -177.9(2) . . . . ? B1 C71 C76 F76 1.1(4) . . . . ? C72 C71 C76 C75 2.9(4) . . . . ? B1 C71 C76 C75 -178.0(2) . . . . ? N3 B1 C81 C86 -179.4(2) . . . . ? C91 B1 C81 C86 64.4(3) . . . . ? C71 B1 C81 C86 -65.5(3) . . . . ? N3 B1 C81 C82 -3.5(4) . . . . ? C91 B1 C81 C82 -119.8(3) . . . . ? C71 B1 C81 C82 110.3(3) . . . . ? C86 C81 C82 F82 -179.4(3) . . . . ? B1 C81 C82 F82 4.5(4) . . . . ? C86 C81 C82 C83 0.4(4) . . . . ? B1 C81 C82 C83 -175.6(3) . . . . ? F82 C82 C83 F83 0.2(4) . . . . ? C81 C82 C83 F83 -179.7(3) . . . . ? F82 C82 C83 C84 -179.8(3) . . . . ? C81 C82 C83 C84 0.3(5) . . . . ? F83 C83 C84 F84 -1.0(5) . . . . ? C82 C83 C84 F84 179.0(3) . . . . ? F83 C83 C84 C85 179.3(3) . . . . ? C82 C83 C84 C85 -0.7(5) . . . . ? F84 C84 C85 F85 1.4(5) . . . . ? C83 C84 C85 F85 -178.9(3) . . . . ? F84 C84 C85 C86 -179.4(3) . . . . ? C83 C84 C85 C86 0.3(5) . . . . ? C82 C81 C86 F86 179.0(3) . . . . ? B1 C81 C86 F86 -4.6(4) . . . . ? C82 C81 C86 C85 -0.9(5) . . . . ? B1 C81 C86 C85 175.5(3) . . . . ? F85 C85 C86 F86 -0.2(5) . . . . ? C84 C85 C86 F86 -179.4(3) . . . . ? F85 C85 C86 C81 179.7(3) . . . . ? C84 C85 C86 C81 0.5(5) . . . . ? N3 B1 C91 C92 -99.4(3) . . . . ? C81 B1 C91 C92 21.6(4) . . . . ? C71 B1 C91 C92 147.0(3) . . . . ? N3 B1 C91 C96 73.7(3) . . . . ? C81 B1 C91 C96 -165.3(2) . . . . ? C71 B1 C91 C96 -39.9(3) . . . . ? C96 C91 C92 F92 -178.2(2) . . . . ? B1 C91 C92 F92 -4.6(4) . . . . ? C96 C91 C92 C93 1.0(4) . . . . ? B1 C91 C92 C93 174.7(3) . . . . ? F92 C92 C93 F93 0.2(4) . . . . ? C91 C92 C93 F93 -179.1(3) . . . . ? F92 C92 C93 C94 -179.8(3) . . . . ? C91 C92 C93 C94 0.9(5) . . . . ? F93 C93 C94 F94 -1.0(5) . . . . ? C92 C93 C94 F94 179.1(3) . . . . ? F93 C93 C94 C95 178.5(3) . . . . ? C92 C93 C94 C95 -1.4(5) . . . . ? F94 C94 C95 F95 -1.0(5) . . . . ? C93 C94 C95 F95 179.5(3) . . . . ? F94 C94 C95 C96 179.5(3) . . . . ? C93 C94 C95 C96 0.0(5) . . . . ? F95 C95 C96 F96 2.9(4) . . . . ? C94 C95 C96 F96 -177.7(3) . . . . ? F95 C95 C96 C91 -177.3(3) . . . . ? C94 C95 C96 C91 2.1(5) . . . . ? C92 C91 C96 F96 177.2(2) . . . . ? B1 C91 C96 F96 3.4(4) . . . . ? C92 C91 C96 C95 -2.5(4) . . . . ? B1 C91 C96 C95 -176.4(3) . . . . ? _diffrn_measured_fraction_theta_max 0.961 _diffrn_reflns_theta_full 28.10 _diffrn_measured_fraction_theta_full 0.961 _refine_diff_density_max 1.620 _refine_diff_density_min -1.467 _refine_diff_density_rms 0.081 # Attachment '- erk5967-rev.cif' data_erk5967 _database_code_depnum_ccdc_archive 'CCDC 847635' #TrackingRef '- erk5967-rev.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C45 H39 Cl6 N3 P2 Zr' _chemical_formula_weight 987.65 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' P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 10.2317(2) _cell_length_b 22.4233(4) _cell_length_c 20.5016(5) _cell_angle_alpha 90.00 _cell_angle_beta 98.196(1) _cell_angle_gamma 90.00 _cell_volume 4655.61(17) _cell_formula_units_Z 4 _cell_measurement_temperature 223(2) _cell_measurement_reflns_used 8822 _cell_measurement_theta_min 4.08 _cell_measurement_theta_max 27.88 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.20 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.07 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.409 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2008 _exptl_absorpt_coefficient_mu 0.684 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8754 _exptl_absorpt_correction_T_max 0.9537 _exptl_absorpt_process_details 'Denzo (Otwinowski, Borek, Majewski & Minor, 2003)' _exptl_special_details ; ? ; _diffrn_ambient_temperature 223(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode Nonius FR591' _diffrn_radiation_monochromator 'Montel mirror' _diffrn_measurement_device_type 'Nonius KappaCCD APEXII' _diffrn_measurement_method '\w and \f scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26608 _diffrn_reflns_av_R_equivalents 0.051 _diffrn_reflns_av_sigmaI/netI 0.0486 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -29 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_theta_min 4.08 _diffrn_reflns_theta_max 27.87 _reflns_number_total 10825 _reflns_number_gt 8637 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius B.V., 1998)' _computing_cell_refinement 'Collect (Nonius B.V., 1998)' _computing_data_reduction 'Denzo-SNM (Otwinowski & Minor, 1997)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'XP (BrukerAXS, 2000)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to Zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on all data will be even larger. The identified two dichloromethane solvent molecules were refined with geometrical (SADI) and thermal (ISOR) restraints to get reasonable geometric values. There is a not identified solvent molecule (probably pentane), even refinement with strong restraints gave no reasonable model, therefore SQUEEZE was used. ; _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^)+(0.0723P)^2^+14.0648P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 10825 _refine_ls_number_parameters 514 _refine_ls_number_restraints 43 _refine_ls_R_factor_all 0.0977 _refine_ls_R_factor_gt 0.0799 _refine_ls_wR_factor_ref 0.1991 _refine_ls_wR_factor_gt 0.1864 _refine_ls_goodness_of_fit_ref 1.051 _refine_ls_restrained_S_all 1.087 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.500 0.000 176 28 ' ' 2 0.000 0.000 0.500 176 28 ' ' _platon_squeeze_details ; ; 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 Zr Zr 0.35085(4) 0.71943(2) 0.22201(2) 0.04002(14) Uani 1 1 d . . . Cl1 Cl 0.29370(15) 0.62366(6) 0.16216(8) 0.0599(4) Uani 1 1 d . . . Cl2 Cl 0.36018(13) 0.75880(7) 0.10906(7) 0.0553(3) Uani 1 1 d . . . N1 N 0.2433(4) 0.68176(18) 0.2996(2) 0.0411(8) Uani 1 1 d . . . P1 P 0.08927(11) 0.70107(5) 0.28417(6) 0.0377(3) Uani 1 1 d . . . C1 C 0.0804(4) 0.7431(2) 0.2097(2) 0.0396(10) Uani 1 1 d . . . C2 C -0.0299(5) 0.7302(2) 0.1606(3) 0.0461(11) Uani 1 1 d . . . N3 N -0.1191(5) 0.7209(2) 0.1210(3) 0.0642(13) Uani 1 1 d . . . P2 P 0.12694(11) 0.81870(5) 0.21413(6) 0.0362(3) Uani 1 1 d . . . N2 N 0.2815(3) 0.81315(16) 0.24501(19) 0.0379(8) Uani 1 1 d . . . C5 C 0.5657(6) 0.7636(3) 0.2741(5) 0.090(3) Uani 1 1 d . . . H5 H 0.5683 0.8052 0.2799 0.108 Uiso 1 1 calc R . . C6 C 0.5303(5) 0.7213(4) 0.3179(4) 0.075(2) Uani 1 1 d . . . H6 H 0.5058 0.7292 0.3595 0.090 Uiso 1 1 calc R . . C7 C 0.5371(5) 0.6667(3) 0.2906(3) 0.0644(16) Uani 1 1 d . . . H7 H 0.5171 0.6305 0.3102 0.077 Uiso 1 1 calc R . . C8 C 0.5774(6) 0.6719(3) 0.2302(3) 0.0680(17) Uani 1 1 d . . . H8 H 0.5898 0.6405 0.2013 0.082 Uiso 1 1 calc R . . C9 C 0.5967(6) 0.7318(4) 0.2192(4) 0.084(2) Uani 1 1 d . . . H9 H 0.6255 0.7484 0.1816 0.101 Uiso 1 1 calc R . . C11 C 0.2744(5) 0.6327(2) 0.3457(3) 0.0459(11) Uani 1 1 d . . . C12 C 0.2505(5) 0.5743(2) 0.3246(3) 0.0531(13) Uani 1 1 d . . . H12 H 0.2140 0.5667 0.2806 0.064 Uiso 1 1 calc R . . C13 C 0.2800(6) 0.5272(3) 0.3677(3) 0.0642(16) Uani 1 1 d . . . H13 H 0.2622 0.4880 0.3528 0.077 Uiso 1 1 calc R . . C14 C 0.3345(7) 0.5366(3) 0.4318(4) 0.0720(18) Uani 1 1 d . . . H14 H 0.3548 0.5043 0.4606 0.086 Uiso 1 1 calc R . . C15 C 0.3594(6) 0.5946(3) 0.4536(3) 0.0715(18) Uani 1 1 d . . . H15 H 0.3969 0.6016 0.4975 0.086 Uiso 1 1 calc R . . C16 C 0.3292(5) 0.6428(3) 0.4107(3) 0.0581(14) Uani 1 1 d . . . H16 H 0.3460 0.6820 0.4259 0.070 Uiso 1 1 calc R . . C21 C 0.3573(4) 0.8679(2) 0.2535(3) 0.0438(11) Uani 1 1 d . . . C22 C 0.3884(5) 0.8998(2) 0.2000(3) 0.0533(13) Uani 1 1 d . . . H22 H 0.3602 0.8858 0.1570 0.064 Uiso 1 1 calc R . . C23 C 0.4612(5) 0.9525(3) 0.2092(4) 0.0668(18) Uani 1 1 d . . . H23 H 0.4808 0.9740 0.1724 0.080 Uiso 1 1 calc R . . C24 C 0.5042(6) 0.9729(3) 0.2714(4) 0.073(2) Uani 1 1 d . . . H24 H 0.5515 1.0088 0.2774 0.088 Uiso 1 1 calc R . . C25 C 0.4781(5) 0.9405(3) 0.3253(4) 0.0696(18) Uani 1 1 d . . . H25 H 0.5102 0.9539 0.3681 0.083 Uiso 1 1 calc R . . C26 C 0.4047(5) 0.8884(3) 0.3166(3) 0.0546(13) Uani 1 1 d . . . H26 H 0.3867 0.8668 0.3536 0.065 Uiso 1 1 calc R . . C31 C -0.0221(4) 0.6384(2) 0.2701(3) 0.0433(10) Uani 1 1 d . . . C32 C -0.0284(5) 0.6075(2) 0.2115(3) 0.0505(12) Uani 1 1 d . . . H32 H 0.0216 0.6202 0.1790 0.061 Uiso 1 1 calc R . . C33 C -0.1094(6) 0.5572(2) 0.2006(4) 0.0633(16) Uani 1 1 d . . . H33 H -0.1160 0.5368 0.1602 0.076 Uiso 1 1 calc R . . C34 C -0.1796(6) 0.5376(2) 0.2490(4) 0.0670(17) Uani 1 1 d . . . H34 H -0.2336 0.5037 0.2417 0.080 Uiso 1 1 calc R . . C35 C -0.1712(5) 0.5676(3) 0.3081(4) 0.0633(16) Uani 1 1 d . . . H35 H -0.2187 0.5538 0.3410 0.076 Uiso 1 1 calc R . . C36 C -0.0926(5) 0.6184(2) 0.3192(3) 0.0519(12) Uani 1 1 d . . . H36 H -0.0872 0.6390 0.3595 0.062 Uiso 1 1 calc R . . C41 C 0.0410(5) 0.7433(2) 0.3515(2) 0.0408(10) Uani 1 1 d . . . C42 C 0.1384(5) 0.7663(2) 0.4002(3) 0.0508(12) Uani 1 1 d . . . H42 H 0.2281 0.7609 0.3962 0.061 Uiso 1 1 calc R . . C43 C 0.1043(8) 0.7965(3) 0.4537(3) 0.0679(17) Uani 1 1 d . . . H43 H 0.1698 0.8113 0.4865 0.082 Uiso 1 1 calc R . . C44 C -0.0290(8) 0.8049(3) 0.4586(3) 0.0747(19) Uani 1 1 d . . . H44 H -0.0536 0.8243 0.4956 0.090 Uiso 1 1 calc R . . C45 C -0.1241(7) 0.7850(3) 0.4098(4) 0.0708(18) Uani 1 1 d . . . H45 H -0.2135 0.7924 0.4127 0.085 Uiso 1 1 calc R . . C46 C -0.0908(5) 0.7544(3) 0.3566(3) 0.0532(12) Uani 1 1 d . . . H46 H -0.1574 0.7409 0.3235 0.064 Uiso 1 1 calc R . . C51 C 0.0910(4) 0.8532(2) 0.1335(2) 0.0411(10) Uani 1 1 d . . . C52 C 0.0870(5) 0.8219(2) 0.0745(3) 0.0473(11) Uani 1 1 d . . . H52 H 0.0966 0.7802 0.0756 0.057 Uiso 1 1 calc R . . C53 C 0.0695(6) 0.8507(3) 0.0153(3) 0.0612(15) Uani 1 1 d . . . H53 H 0.0634 0.8288 -0.0241 0.073 Uiso 1 1 calc R . . C54 C 0.0606(8) 0.9123(3) 0.0133(3) 0.0764(19) Uani 1 1 d . . . H54 H 0.0520 0.9323 -0.0274 0.092 Uiso 1 1 calc R . . C55 C 0.0645(8) 0.9441(3) 0.0709(4) 0.081(2) Uani 1 1 d . . . H55 H 0.0585 0.9859 0.0694 0.097 Uiso 1 1 calc R . . C56 C 0.0771(6) 0.9150(2) 0.1310(3) 0.0565(13) Uani 1 1 d . . . H56 H 0.0764 0.9370 0.1700 0.068 Uiso 1 1 calc R . . C61 C 0.0249(4) 0.8628(2) 0.2609(2) 0.0408(10) Uani 1 1 d . . . C62 C 0.0692(5) 0.8913(2) 0.3190(3) 0.0486(11) Uani 1 1 d . . . H62 H 0.1588 0.8892 0.3373 0.058 Uiso 1 1 calc R . . C63 C -0.0205(6) 0.9234(3) 0.3506(3) 0.0619(15) Uani 1 1 d . . . H63 H 0.0088 0.9430 0.3906 0.074 Uiso 1 1 calc R . . C64 C -0.1510(6) 0.9267(3) 0.3238(4) 0.0726(19) Uani 1 1 d . . . H64 H -0.2101 0.9492 0.3449 0.087 Uiso 1 1 calc R . . C65 C -0.1959(6) 0.8972(3) 0.2662(3) 0.0659(16) Uani 1 1 d . . . H65 H -0.2858 0.8989 0.2484 0.079 Uiso 1 1 calc R . . C66 C -0.1093(5) 0.8656(3) 0.2351(3) 0.0585(14) Uani 1 1 d . . . H66 H -0.1400 0.8454 0.1957 0.070 Uiso 1 1 calc R . . C101 C -0.2692(13) 0.8379(6) 0.0349(5) 0.153(4) Uani 1 1 d DU . . H10A H -0.2837 0.7948 0.0304 0.183 Uiso 1 1 calc R . . H10B H -0.1763 0.8438 0.0532 0.183 Uiso 1 1 calc R . . Cl11 Cl -0.3599(2) 0.86271(14) 0.08934(11) 0.1101(8) Uani 1 1 d DU . . Cl12 Cl -0.2933(2) 0.8679(2) -0.04177(11) 0.1505(14) Uani 1 1 d DU . . C201 C 0.5683(14) 0.8480(5) 0.5484(5) 0.142(4) Uani 1 1 d DU . . H20A H 0.4882 0.8438 0.5691 0.170 Uiso 1 1 calc R . . H20B H 0.6382 0.8254 0.5753 0.170 Uiso 1 1 calc R . . Cl21 Cl 0.5403(3) 0.81597(18) 0.47439(13) 0.1440(12) Uani 1 1 d DU . . Cl22 Cl 0.6113(9) 0.9197(3) 0.5521(4) 0.312(4) Uani 1 1 d DU . . 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 Zr 0.0315(2) 0.0389(2) 0.0494(3) 0.0045(2) 0.00503(17) 0.00539(17) Cl1 0.0647(8) 0.0487(7) 0.0684(9) -0.0101(6) 0.0163(7) 0.0022(6) Cl2 0.0524(7) 0.0617(8) 0.0530(7) 0.0075(6) 0.0119(6) 0.0102(6) N1 0.0322(18) 0.043(2) 0.047(2) 0.0071(17) 0.0030(15) 0.0016(16) P1 0.0307(5) 0.0365(6) 0.0453(6) 0.0042(5) 0.0030(4) 0.0002(4) C1 0.038(2) 0.038(2) 0.041(2) 0.0033(19) -0.0007(18) -0.0005(18) C2 0.049(3) 0.039(2) 0.048(3) 0.005(2) 0.001(2) -0.005(2) N3 0.060(3) 0.064(3) 0.061(3) 0.010(2) -0.016(2) -0.020(2) P2 0.0310(5) 0.0331(5) 0.0434(6) 0.0023(5) 0.0009(4) 0.0016(4) N2 0.0301(17) 0.0339(18) 0.049(2) 0.0008(16) 0.0023(15) 0.0014(14) C5 0.030(3) 0.049(3) 0.182(9) -0.012(5) -0.017(4) 0.004(2) C6 0.030(3) 0.117(6) 0.075(4) -0.017(4) -0.006(3) 0.008(3) C7 0.041(3) 0.075(4) 0.075(4) 0.026(3) 0.001(3) 0.007(3) C8 0.046(3) 0.087(5) 0.068(4) -0.012(4) 0.000(3) 0.026(3) C9 0.036(3) 0.126(7) 0.089(5) 0.044(5) 0.009(3) 0.009(4) C11 0.037(2) 0.046(3) 0.054(3) 0.017(2) 0.005(2) 0.009(2) C12 0.051(3) 0.046(3) 0.064(3) 0.008(2) 0.010(2) 0.008(2) C13 0.056(3) 0.050(3) 0.088(5) 0.023(3) 0.012(3) 0.011(3) C14 0.073(4) 0.059(4) 0.085(5) 0.035(4) 0.014(3) 0.019(3) C15 0.060(4) 0.089(5) 0.062(4) 0.023(4) -0.005(3) 0.010(3) C16 0.051(3) 0.060(3) 0.061(3) 0.010(3) 0.000(2) 0.003(3) C21 0.030(2) 0.040(2) 0.061(3) -0.002(2) 0.0046(19) 0.0020(18) C22 0.035(2) 0.047(3) 0.077(4) 0.006(3) 0.008(2) -0.001(2) C23 0.038(3) 0.045(3) 0.119(6) 0.014(3) 0.019(3) -0.002(2) C24 0.040(3) 0.040(3) 0.141(7) -0.011(4) 0.019(4) -0.003(2) C25 0.036(3) 0.069(4) 0.101(5) -0.030(4) 0.002(3) 0.000(3) C26 0.036(2) 0.055(3) 0.071(4) -0.007(3) 0.000(2) 0.000(2) C31 0.036(2) 0.034(2) 0.059(3) 0.004(2) 0.002(2) 0.0008(18) C32 0.046(3) 0.041(3) 0.064(3) 0.002(2) 0.009(2) 0.002(2) C33 0.057(3) 0.037(3) 0.094(5) -0.009(3) 0.002(3) -0.002(2) C34 0.052(3) 0.035(3) 0.112(5) 0.005(3) 0.004(3) -0.007(2) C35 0.048(3) 0.046(3) 0.097(5) 0.021(3) 0.015(3) -0.004(2) C36 0.040(2) 0.048(3) 0.066(3) 0.011(3) 0.002(2) -0.002(2) C41 0.042(2) 0.040(2) 0.041(2) 0.0037(19) 0.0059(18) 0.0022(19) C42 0.053(3) 0.046(3) 0.051(3) 0.006(2) 0.000(2) 0.002(2) C43 0.103(5) 0.054(3) 0.044(3) -0.002(3) 0.002(3) 0.003(3) C44 0.113(6) 0.057(4) 0.059(4) -0.002(3) 0.030(4) 0.009(4) C45 0.077(4) 0.063(4) 0.079(5) 0.001(3) 0.035(4) 0.012(3) C46 0.046(3) 0.053(3) 0.062(3) 0.005(3) 0.012(2) 0.003(2) C51 0.036(2) 0.034(2) 0.050(3) 0.005(2) -0.0028(19) 0.0013(18) C52 0.048(3) 0.042(3) 0.050(3) 0.002(2) 0.002(2) 0.006(2) C53 0.075(4) 0.059(3) 0.048(3) 0.012(3) 0.004(3) 0.019(3) C54 0.100(5) 0.073(4) 0.054(4) 0.021(3) 0.002(3) 0.022(4) C55 0.117(6) 0.042(3) 0.077(5) 0.020(3) -0.005(4) 0.018(3) C56 0.065(3) 0.039(3) 0.063(3) 0.004(2) 0.002(3) 0.003(2) C61 0.036(2) 0.034(2) 0.053(3) 0.001(2) 0.0045(19) 0.0058(18) C62 0.044(3) 0.045(3) 0.058(3) -0.003(2) 0.010(2) 0.001(2) C63 0.068(4) 0.054(3) 0.067(4) -0.013(3) 0.019(3) 0.003(3) C64 0.061(4) 0.059(4) 0.103(5) -0.001(4) 0.033(4) 0.019(3) C65 0.045(3) 0.075(4) 0.079(4) 0.008(3) 0.013(3) 0.016(3) C66 0.038(3) 0.067(4) 0.070(4) -0.005(3) 0.005(2) 0.015(2) C101 0.166(8) 0.160(8) 0.132(7) 0.019(7) 0.019(6) 0.072(7) Cl11 0.0971(15) 0.158(2) 0.0759(13) 0.0284(14) 0.0141(11) 0.0335(15) Cl12 0.0826(14) 0.303(4) 0.0646(12) 0.0076(18) 0.0049(10) 0.048(2) C201 0.166(8) 0.129(7) 0.134(7) 0.001(6) 0.030(6) -0.028(6) Cl21 0.149(2) 0.210(3) 0.0760(14) 0.0029(18) 0.0249(15) 0.045(2) Cl22 0.353(7) 0.231(6) 0.336(7) 0.041(5) -0.003(6) -0.072(5) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr N1 2.226(4) . ? Zr N2 2.288(4) . ? Zr C6 2.492(6) . ? Zr Cl2 2.4927(14) . ? Zr C7 2.499(5) . ? Zr Cl1 2.5009(15) . ? Zr C5 2.506(6) . ? Zr C8 2.535(5) . ? Zr C9 2.539(6) . ? Zr C1 2.793(5) . ? Zr P1 3.1511(12) . ? Zr P2 3.1819(12) . ? N1 C11 1.455(6) . ? N1 P1 1.621(4) . ? P1 C1 1.785(5) . ? P1 C41 1.800(5) . ? P1 C31 1.807(5) . ? C1 C2 1.431(6) . ? C1 P2 1.759(5) . ? C2 N3 1.151(6) . ? P2 N2 1.623(4) . ? P2 C61 1.809(5) . ? P2 C51 1.814(5) . ? N2 C21 1.449(6) . ? C5 C6 1.390(11) . ? C5 C9 1.406(12) . ? C5 H5 0.9400 . ? C6 C7 1.353(10) . ? C6 H6 0.9400 . ? C7 C8 1.365(9) . ? C7 H7 0.9400 . ? C8 C9 1.380(11) . ? C8 H8 0.9400 . ? C9 H9 0.9400 . ? C11 C16 1.388(8) . ? C11 C12 1.392(7) . ? C12 C13 1.384(7) . ? C12 H12 0.9400 . ? C13 C14 1.368(10) . ? C13 H13 0.9400 . ? C14 C15 1.386(10) . ? C14 H14 0.9400 . ? C15 C16 1.401(8) . ? C15 H15 0.9400 . ? C16 H16 0.9400 . ? C21 C22 1.385(8) . ? C21 C26 1.393(7) . ? C22 C23 1.395(8) . ? C22 H22 0.9400 . ? C23 C24 1.367(10) . ? C23 H23 0.9400 . ? C24 C25 1.380(10) . ? C24 H24 0.9400 . ? C25 C26 1.387(8) . ? C25 H25 0.9400 . ? C26 H26 0.9400 . ? C31 C32 1.381(7) . ? C31 C36 1.393(7) . ? C32 C33 1.398(7) . ? C32 H32 0.9400 . ? C33 C34 1.377(10) . ? C33 H33 0.9400 . ? C34 C35 1.377(9) . ? C34 H34 0.9400 . ? C35 C36 1.395(8) . ? C35 H35 0.9400 . ? C36 H36 0.9400 . ? C41 C46 1.391(7) . ? C41 C42 1.404(7) . ? C42 C43 1.378(8) . ? C42 H42 0.9400 . ? C43 C44 1.394(10) . ? C43 H43 0.9400 . ? C44 C45 1.366(10) . ? C44 H44 0.9400 . ? C45 C46 1.371(8) . ? C45 H45 0.9400 . ? C46 H46 0.9400 . ? C51 C56 1.394(7) . ? C51 C52 1.394(7) . ? C52 C53 1.365(7) . ? C52 H52 0.9400 . ? C53 C54 1.383(9) . ? C53 H53 0.9400 . ? C54 C55 1.375(10) . ? C54 H54 0.9400 . ? C55 C56 1.383(8) . ? C55 H55 0.9400 . ? C56 H56 0.9400 . ? C61 C62 1.370(7) . ? C61 C66 1.401(7) . ? C62 C63 1.397(7) . ? C62 H62 0.9400 . ? C63 C64 1.372(9) . ? C63 H63 0.9400 . ? C64 C65 1.373(10) . ? C64 H64 0.9400 . ? C65 C66 1.362(8) . ? C65 H65 0.9400 . ? C66 H66 0.9400 . ? C101 Cl11 1.646(9) . ? C101 Cl12 1.695(9) . ? C101 H10A 0.9800 . ? C101 H10B 0.9800 . ? C201 Cl22 1.665(10) . ? C201 Cl21 1.666(10) . ? C201 H20A 0.9800 . ? C201 H20B 0.9800 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Zr N2 90.11(14) . . ? N1 Zr C6 80.0(2) . . ? N2 Zr C6 92.1(2) . . ? N1 Zr Cl2 152.45(10) . . ? N2 Zr Cl2 85.42(10) . . ? C6 Zr Cl2 127.27(19) . . ? N1 Zr C7 80.41(17) . . ? N2 Zr C7 123.6(2) . . ? C6 Zr C7 31.5(2) . . ? Cl2 Zr C7 124.27(15) . . ? N1 Zr Cl1 85.41(11) . . ? N2 Zr Cl1 146.30(10) . . ? C6 Zr Cl1 119.7(2) . . ? Cl2 Zr Cl1 83.43(5) . . ? C7 Zr Cl1 88.60(18) . . ? N1 Zr C5 109.8(3) . . ? N2 Zr C5 80.10(18) . . ? C6 Zr C5 32.3(3) . . ? Cl2 Zr C5 96.2(3) . . ? C7 Zr C5 52.8(2) . . ? Cl1 Zr C5 132.67(17) . . ? N1 Zr C8 109.5(2) . . ? N2 Zr C8 132.83(19) . . ? C6 Zr C8 52.5(2) . . ? Cl2 Zr C8 93.12(17) . . ? C7 Zr C8 31.5(2) . . ? Cl1 Zr C8 79.58(17) . . ? C5 Zr C8 53.1(2) . . ? N1 Zr C9 130.53(19) . . ? N2 Zr C9 104.0(2) . . ? C6 Zr C9 52.8(2) . . ? Cl2 Zr C9 76.77(17) . . ? C7 Zr C9 52.1(2) . . ? Cl1 Zr C9 104.2(2) . . ? C5 Zr C9 32.4(3) . . ? C8 Zr C9 31.6(2) . . ? N1 Zr C1 63.40(13) . . ? N2 Zr C1 60.79(13) . . ? C6 Zr C1 132.61(19) . . ? Cl2 Zr C1 91.01(10) . . ? C7 Zr C1 143.80(17) . . ? Cl1 Zr C1 87.69(10) . . ? C5 Zr C1 139.5(2) . . ? C8 Zr C1 166.1(2) . . ? C9 Zr C1 161.6(2) . . ? N1 Zr P1 29.12(10) . . ? N2 Zr P1 74.37(9) . . ? C6 Zr P1 104.83(17) . . ? Cl2 Zr P1 124.69(4) . . ? C7 Zr P1 109.53(15) . . ? Cl1 Zr P1 86.19(4) . . ? C5 Zr P1 128.6(2) . . ? C8 Zr P1 137.71(18) . . ? C9 Zr P1 157.61(18) . . ? C1 Zr P1 34.28(10) . . ? N1 Zr P2 82.87(10) . . ? N2 Zr P2 29.07(9) . . ? C6 Zr P2 118.21(18) . . ? Cl2 Zr P2 80.08(4) . . ? C7 Zr P2 147.75(18) . . ? Cl1 Zr P2 117.36(4) . . ? C5 Zr P2 109.05(15) . . ? C8 Zr P2 160.46(18) . . ? C9 Zr P2 129.1(2) . . ? C1 Zr P2 33.45(10) . . ? P1 Zr P2 57.65(3) . . ? C11 N1 P1 116.4(3) . . ? C11 N1 Zr 131.8(3) . . ? P1 N1 Zr 109.0(2) . . ? N1 P1 C1 103.7(2) . . ? N1 P1 C41 110.9(2) . . ? C1 P1 C41 113.1(2) . . ? N1 P1 C31 113.4(2) . . ? C1 P1 C31 108.7(2) . . ? C41 P1 C31 107.2(2) . . ? N1 P1 Zr 41.92(14) . . ? C1 P1 Zr 61.81(15) . . ? C41 P1 Zr 125.66(16) . . ? C31 P1 Zr 126.15(17) . . ? C2 C1 P2 114.3(3) . . ? C2 C1 P1 115.7(3) . . ? P2 C1 P1 119.0(3) . . ? C2 C1 Zr 134.2(4) . . ? P2 C1 Zr 85.49(17) . . ? P1 C1 Zr 83.90(16) . . ? N3 C2 C1 178.7(6) . . ? N2 P2 C1 100.8(2) . . ? N2 P2 C61 116.1(2) . . ? C1 P2 C61 112.4(2) . . ? N2 P2 C51 116.6(2) . . ? C1 P2 C51 110.2(2) . . ? C61 P2 C51 101.1(2) . . ? N2 P2 Zr 43.25(13) . . ? C1 P2 Zr 61.06(15) . . ? C61 P2 Zr 145.19(16) . . ? C51 P2 Zr 113.30(16) . . ? C21 N2 P2 117.2(3) . . ? C21 N2 Zr 128.8(3) . . ? P2 N2 Zr 107.68(19) . . ? C6 C5 C9 106.2(6) . . ? C6 C5 Zr 73.3(3) . . ? C9 C5 Zr 75.1(4) . . ? C6 C5 H5 126.9 . . ? C9 C5 H5 126.9 . . ? Zr C5 H5 117.0 . . ? C7 C6 C5 108.5(7) . . ? C7 C6 Zr 74.6(4) . . ? C5 C6 Zr 74.4(4) . . ? C7 C6 H6 125.8 . . ? C5 C6 H6 125.8 . . ? Zr C6 H6 117.2 . . ? C6 C7 C8 109.7(7) . . ? C6 C7 Zr 74.0(4) . . ? C8 C7 Zr 75.8(3) . . ? C6 C7 H7 125.1 . . ? C8 C7 H7 125.1 . . ? Zr C7 H7 117.0 . . ? C7 C8 C9 107.5(7) . . ? C7 C8 Zr 72.8(3) . . ? C9 C8 Zr 74.4(3) . . ? C7 C8 H8 126.3 . . ? C9 C8 H8 126.3 . . ? Zr C8 H8 118.5 . . ? C8 C9 C5 108.1(6) . . ? C8 C9 Zr 74.1(4) . . ? C5 C9 Zr 72.5(3) . . ? C8 C9 H9 126.0 . . ? C5 C9 H9 126.0 . . ? Zr C9 H9 119.3 . . ? C16 C11 C12 118.8(5) . . ? C16 C11 N1 121.4(5) . . ? C12 C11 N1 119.8(5) . . ? C13 C12 C11 120.5(6) . . ? C13 C12 H12 119.8 . . ? C11 C12 H12 119.8 . . ? C14 C13 C12 121.2(6) . . ? C14 C13 H13 119.4 . . ? C12 C13 H13 119.4 . . ? C13 C14 C15 119.1(6) . . ? C13 C14 H14 120.4 . . ? C15 C14 H14 120.4 . . ? C14 C15 C16 120.5(6) . . ? C14 C15 H15 119.8 . . ? C16 C15 H15 119.8 . . ? C11 C16 C15 120.0(6) . . ? C11 C16 H16 120.0 . . ? C15 C16 H16 120.0 . . ? C22 C21 C26 118.5(5) . . ? C22 C21 N2 121.4(5) . . ? C26 C21 N2 120.1(5) . . ? C21 C22 C23 120.6(6) . . ? C21 C22 H22 119.7 . . ? C23 C22 H22 119.7 . . ? C24 C23 C22 120.3(6) . . ? C24 C23 H23 119.9 . . ? C22 C23 H23 119.9 . . ? C23 C24 C25 119.9(6) . . ? C23 C24 H24 120.0 . . ? C25 C24 H24 120.0 . . ? C24 C25 C26 120.2(6) . . ? C24 C25 H25 119.9 . . ? C26 C25 H25 119.9 . . ? C25 C26 C21 120.5(6) . . ? C25 C26 H26 119.7 . . ? C21 C26 H26 119.7 . . ? C32 C31 C36 120.2(5) . . ? C32 C31 P1 118.6(4) . . ? C36 C31 P1 120.9(4) . . ? C31 C32 C33 119.8(5) . . ? C31 C32 H32 120.1 . . ? C33 C32 H32 120.1 . . ? C34 C33 C32 120.0(6) . . ? C34 C33 H33 120.0 . . ? C32 C33 H33 120.0 . . ? C35 C34 C33 120.3(5) . . ? C35 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? C34 C35 C36 120.4(6) . . ? C34 C35 H35 119.8 . . ? C36 C35 H35 119.8 . . ? C31 C36 C35 119.3(6) . . ? C31 C36 H36 120.4 . . ? C35 C36 H36 120.4 . . ? C46 C41 C42 118.6(5) . . ? C46 C41 P1 121.8(4) . . ? C42 C41 P1 119.6(4) . . ? C43 C42 C41 120.8(6) . . ? C43 C42 H42 119.6 . . ? C41 C42 H42 119.6 . . ? C42 C43 C44 119.0(6) . . ? C42 C43 H43 120.5 . . ? C44 C43 H43 120.5 . . ? C45 C44 C43 120.4(6) . . ? C45 C44 H44 119.8 . . ? C43 C44 H44 119.8 . . ? C44 C45 C46 120.9(6) . . ? C44 C45 H45 119.6 . . ? C46 C45 H45 119.6 . . ? C45 C46 C41 120.2(6) . . ? C45 C46 H46 119.9 . . ? C41 C46 H46 119.9 . . ? C56 C51 C52 118.6(5) . . ? C56 C51 P2 117.7(4) . . ? C52 C51 P2 123.6(4) . . ? C53 C52 C51 121.1(5) . . ? C53 C52 H52 119.4 . . ? C51 C52 H52 119.4 . . ? C52 C53 C54 120.0(6) . . ? C52 C53 H53 120.0 . . ? C54 C53 H53 120.0 . . ? C55 C54 C53 119.8(6) . . ? C55 C54 H54 120.1 . . ? C53 C54 H54 120.1 . . ? C54 C55 C56 120.6(6) . . ? C54 C55 H55 119.7 . . ? C56 C55 H55 119.7 . . ? C55 C56 C51 119.9(6) . . ? C55 C56 H56 120.1 . . ? C51 C56 H56 120.1 . . ? C62 C61 C66 119.5(5) . . ? C62 C61 P2 124.8(4) . . ? C66 C61 P2 115.7(4) . . ? C61 C62 C63 119.0(5) . . ? C61 C62 H62 120.5 . . ? C63 C62 H62 120.5 . . ? C64 C63 C62 120.5(6) . . ? C64 C63 H63 119.7 . . ? C62 C63 H63 119.7 . . ? C63 C64 C65 120.4(6) . . ? C63 C64 H64 119.8 . . ? C65 C64 H64 119.8 . . ? C66 C65 C64 119.4(6) . . ? C66 C65 H65 120.3 . . ? C64 C65 H65 120.3 . . ? C65 C66 C61 121.0(6) . . ? C65 C66 H66 119.5 . . ? C61 C66 H66 119.5 . . ? Cl11 C101 Cl12 118.2(6) . . ? Cl11 C101 H10A 107.7 . . ? Cl12 C101 H10A 107.7 . . ? Cl11 C101 H10B 107.7 . . ? Cl12 C101 H10B 107.7 . . ? H10A C101 H10B 107.1 . . ? Cl22 C201 Cl21 117.9(8) . . ? Cl22 C201 H20A 107.8 . . ? Cl21 C201 H20A 107.8 . . ? Cl22 C201 H20B 107.8 . . ? Cl21 C201 H20B 107.8 . . ? H20A C201 H20B 107.2 . . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N2 Zr N1 C11 -144.1(4) . . . . ? C6 Zr N1 C11 -51.9(5) . . . . ? Cl2 Zr N1 C11 135.6(4) . . . . ? C7 Zr N1 C11 -20.0(4) . . . . ? Cl1 Zr N1 C11 69.3(4) . . . . ? C5 Zr N1 C11 -64.6(5) . . . . ? C8 Zr N1 C11 -7.9(5) . . . . ? C9 Zr N1 C11 -35.5(6) . . . . ? C1 Zr N1 C11 159.1(5) . . . . ? P1 Zr N1 C11 159.8(6) . . . . ? P2 Zr N1 C11 -172.3(4) . . . . ? N2 Zr N1 P1 56.1(2) . . . . ? C6 Zr N1 P1 148.3(3) . . . . ? Cl2 Zr N1 P1 -24.1(4) . . . . ? C7 Zr N1 P1 -179.8(3) . . . . ? Cl1 Zr N1 P1 -90.4(2) . . . . ? C5 Zr N1 P1 135.7(2) . . . . ? C8 Zr N1 P1 -167.6(2) . . . . ? C9 Zr N1 P1 164.8(3) . . . . ? C1 Zr N1 P1 -0.70(18) . . . . ? P2 Zr N1 P1 27.92(19) . . . . ? C11 N1 P1 C1 -162.2(4) . . . . ? Zr N1 P1 C1 1.0(3) . . . . ? C11 N1 P1 C41 76.1(4) . . . . ? Zr N1 P1 C41 -120.6(2) . . . . ? C11 N1 P1 C31 -44.5(4) . . . . ? Zr N1 P1 C31 118.7(2) . . . . ? C11 N1 P1 Zr -163.2(5) . . . . ? N2 Zr P1 N1 -120.4(2) . . . . ? C6 Zr P1 N1 -32.4(3) . . . . ? Cl2 Zr P1 N1 166.7(2) . . . . ? C7 Zr P1 N1 0.2(3) . . . . ? Cl1 Zr P1 N1 87.4(2) . . . . ? C5 Zr P1 N1 -57.2(3) . . . . ? C8 Zr P1 N1 17.4(3) . . . . ? C9 Zr P1 N1 -31.6(6) . . . . ? C1 Zr P1 N1 178.9(3) . . . . ? P2 Zr P1 N1 -146.6(2) . . . . ? N1 Zr P1 C1 -178.9(3) . . . . ? N2 Zr P1 C1 60.7(2) . . . . ? C6 Zr P1 C1 148.8(3) . . . . ? Cl2 Zr P1 C1 -12.17(18) . . . . ? C7 Zr P1 C1 -178.6(3) . . . . ? Cl1 Zr P1 C1 -91.49(18) . . . . ? C5 Zr P1 C1 123.9(3) . . . . ? C8 Zr P1 C1 -161.4(3) . . . . ? C9 Zr P1 C1 149.6(6) . . . . ? P2 Zr P1 C1 34.48(18) . . . . ? N1 Zr P1 C41 81.8(3) . . . . ? N2 Zr P1 C41 -38.7(2) . . . . ? C6 Zr P1 C41 49.4(3) . . . . ? Cl2 Zr P1 C41 -111.53(19) . . . . ? C7 Zr P1 C41 82.0(3) . . . . ? Cl1 Zr P1 C41 169.16(19) . . . . ? C5 Zr P1 C41 24.5(3) . . . . ? C8 Zr P1 C41 99.2(3) . . . . ? C9 Zr P1 C41 50.2(6) . . . . ? C1 Zr P1 C41 -99.4(3) . . . . ? P2 Zr P1 C41 -64.87(19) . . . . ? N1 Zr P1 C31 -85.5(3) . . . . ? N2 Zr P1 C31 154.1(2) . . . . ? C6 Zr P1 C31 -117.8(3) . . . . ? Cl2 Zr P1 C31 81.2(2) . . . . ? C7 Zr P1 C31 -85.2(3) . . . . ? Cl1 Zr P1 C31 1.9(2) . . . . ? C5 Zr P1 C31 -142.7(3) . . . . ? C8 Zr P1 C31 -68.0(3) . . . . ? C9 Zr P1 C31 -117.1(6) . . . . ? C1 Zr P1 C31 93.4(3) . . . . ? P2 Zr P1 C31 127.9(2) . . . . ? N1 P1 C1 C2 135.8(4) . . . . ? C41 P1 C1 C2 -104.1(4) . . . . ? C31 P1 C1 C2 14.9(4) . . . . ? Zr P1 C1 C2 136.6(4) . . . . ? N1 P1 C1 P2 -82.2(3) . . . . ? C41 P1 C1 P2 38.0(4) . . . . ? C31 P1 C1 P2 156.9(3) . . . . ? Zr P1 C1 P2 -81.4(3) . . . . ? N1 P1 C1 Zr -0.8(2) . . . . ? C41 P1 C1 Zr 119.38(19) . . . . ? C31 P1 C1 Zr -121.68(18) . . . . ? N1 Zr C1 C2 -119.6(5) . . . . ? N2 Zr C1 C2 134.0(5) . . . . ? C6 Zr C1 C2 -163.2(5) . . . . ? Cl2 Zr C1 C2 49.8(4) . . . . ? C7 Zr C1 C2 -118.1(5) . . . . ? Cl1 Zr C1 C2 -33.6(4) . . . . ? C5 Zr C1 C2 150.6(5) . . . . ? C8 Zr C1 C2 -57.5(9) . . . . ? C9 Zr C1 C2 97.5(8) . . . . ? P1 Zr C1 C2 -120.2(5) . . . . ? P2 Zr C1 C2 120.0(5) . . . . ? N1 Zr C1 P2 120.4(2) . . . . ? N2 Zr C1 P2 14.01(15) . . . . ? C6 Zr C1 P2 76.9(3) . . . . ? Cl2 Zr C1 P2 -70.18(15) . . . . ? C7 Zr C1 P2 122.0(3) . . . . ? Cl1 Zr C1 P2 -153.56(16) . . . . ? C5 Zr C1 P2 30.6(4) . . . . ? C8 Zr C1 P2 -177.5(7) . . . . ? C9 Zr C1 P2 -22.5(8) . . . . ? P1 Zr C1 P2 119.8(3) . . . . ? N1 Zr C1 P1 0.61(16) . . . . ? N2 Zr C1 P1 -105.8(2) . . . . ? C6 Zr C1 P1 -42.9(4) . . . . ? Cl2 Zr C1 P1 170.01(15) . . . . ? C7 Zr C1 P1 2.2(4) . . . . ? Cl1 Zr C1 P1 86.63(15) . . . . ? C5 Zr C1 P1 -89.2(4) . . . . ? C8 Zr C1 P1 62.7(8) . . . . ? C9 Zr C1 P1 -142.3(7) . . . . ? P2 Zr C1 P1 -119.8(3) . . . . ? P2 C1 C2 N3 -12(27) . . . . ? P1 C1 C2 N3 132(27) . . . . ? Zr C1 C2 N3 -120(27) . . . . ? C2 C1 P2 N2 -154.7(4) . . . . ? P1 C1 P2 N2 62.8(3) . . . . ? Zr C1 P2 N2 -17.66(19) . . . . ? C2 C1 P2 C61 81.1(4) . . . . ? P1 C1 P2 C61 -61.4(3) . . . . ? Zr C1 P2 C61 -141.89(18) . . . . ? C2 C1 P2 C51 -30.9(4) . . . . ? P1 C1 P2 C51 -173.4(3) . . . . ? Zr C1 P2 C51 106.14(18) . . . . ? C2 C1 P2 Zr -137.0(4) . . . . ? P1 C1 P2 Zr 80.5(2) . . . . ? N1 Zr P2 N2 103.2(2) . . . . ? C6 Zr P2 N2 28.6(3) . . . . ? Cl2 Zr P2 N2 -98.5(2) . . . . ? C7 Zr P2 N2 44.1(3) . . . . ? Cl1 Zr P2 N2 -175.7(2) . . . . ? C5 Zr P2 N2 -5.3(3) . . . . ? C8 Zr P2 N2 -27.6(5) . . . . ? C9 Zr P2 N2 -34.7(3) . . . . ? C1 Zr P2 N2 154.2(3) . . . . ? P1 Zr P2 N2 118.9(2) . . . . ? N1 Zr P2 C1 -51.0(2) . . . . ? N2 Zr P2 C1 -154.2(3) . . . . ? C6 Zr P2 C1 -125.6(3) . . . . ? Cl2 Zr P2 C1 107.28(18) . . . . ? C7 Zr P2 C1 -110.1(3) . . . . ? Cl1 Zr P2 C1 30.06(18) . . . . ? C5 Zr P2 C1 -159.5(3) . . . . ? C8 Zr P2 C1 178.2(5) . . . . ? C9 Zr P2 C1 171.1(3) . . . . ? P1 Zr P2 C1 -35.35(18) . . . . ? N1 Zr P2 C61 37.1(3) . . . . ? N2 Zr P2 C61 -66.1(3) . . . . ? C6 Zr P2 C61 -37.4(4) . . . . ? Cl2 Zr P2 C61 -164.6(3) . . . . ? C7 Zr P2 C61 -22.0(4) . . . . ? Cl1 Zr P2 C61 118.2(3) . . . . ? C5 Zr P2 C61 -71.4(4) . . . . ? C8 Zr P2 C61 -93.7(5) . . . . ? C9 Zr P2 C61 -100.8(4) . . . . ? C1 Zr P2 C61 88.1(3) . . . . ? P1 Zr P2 C61 52.8(3) . . . . ? N1 Zr P2 C51 -152.06(19) . . . . ? N2 Zr P2 C51 104.7(3) . . . . ? C6 Zr P2 C51 133.4(3) . . . . ? Cl2 Zr P2 C51 6.21(17) . . . . ? C7 Zr P2 C51 148.8(3) . . . . ? Cl1 Zr P2 C51 -71.01(17) . . . . ? C5 Zr P2 C51 99.4(3) . . . . ? C8 Zr P2 C51 77.1(5) . . . . ? C9 Zr P2 C51 70.0(3) . . . . ? C1 Zr P2 C51 -101.1(2) . . . . ? P1 Zr P2 C51 -136.42(17) . . . . ? C1 P2 N2 C21 177.4(4) . . . . ? C61 P2 N2 C21 -61.0(4) . . . . ? C51 P2 N2 C21 58.1(4) . . . . ? Zr P2 N2 C21 154.6(5) . . . . ? C1 P2 N2 Zr 22.8(2) . . . . ? C61 P2 N2 Zr 144.5(2) . . . . ? C51 P2 N2 Zr -96.5(2) . . . . ? N1 Zr N2 C21 134.3(4) . . . . ? C6 Zr N2 C21 54.4(4) . . . . ? Cl2 Zr N2 C21 -72.9(4) . . . . ? C7 Zr N2 C21 55.8(5) . . . . ? Cl1 Zr N2 C21 -143.8(3) . . . . ? C5 Zr N2 C21 24.3(5) . . . . ? C8 Zr N2 C21 17.1(5) . . . . ? C9 Zr N2 C21 2.3(4) . . . . ? C1 Zr N2 C21 -166.6(4) . . . . ? P1 Zr N2 C21 159.2(4) . . . . ? P2 Zr N2 C21 -150.7(5) . . . . ? N1 Zr N2 P2 -75.0(2) . . . . ? C6 Zr N2 P2 -155.0(3) . . . . ? Cl2 Zr N2 P2 77.78(18) . . . . ? C7 Zr N2 P2 -153.5(2) . . . . ? Cl1 Zr N2 P2 6.9(3) . . . . ? C5 Zr N2 P2 174.9(3) . . . . ? C8 Zr N2 P2 167.8(2) . . . . ? C9 Zr N2 P2 152.9(2) . . . . ? C1 Zr N2 P2 -15.94(17) . . . . ? P1 Zr N2 P2 -50.19(16) . . . . ? N1 Zr C5 C6 23.8(5) . . . . ? N2 Zr C5 C6 110.3(5) . . . . ? Cl2 Zr C5 C6 -165.5(4) . . . . ? C7 Zr C5 C6 -36.5(4) . . . . ? Cl1 Zr C5 C6 -78.7(6) . . . . ? C8 Zr C5 C6 -76.2(4) . . . . ? C9 Zr C5 C6 -112.5(6) . . . . ? C1 Zr C5 C6 95.7(4) . . . . ? P1 Zr C5 C6 49.6(5) . . . . ? P2 Zr C5 C6 112.9(4) . . . . ? N1 Zr C5 C9 136.3(5) . . . . ? N2 Zr C5 C9 -137.2(5) . . . . ? C6 Zr C5 C9 112.5(6) . . . . ? Cl2 Zr C5 C9 -53.0(5) . . . . ? C7 Zr C5 C9 75.9(4) . . . . ? Cl1 Zr C5 C9 33.8(6) . . . . ? C8 Zr C5 C9 36.3(4) . . . . ? C1 Zr C5 C9 -151.9(4) . . . . ? P1 Zr C5 C9 162.0(4) . . . . ? P2 Zr C5 C9 -134.6(4) . . . . ? C9 C5 C6 C7 -1.1(7) . . . . ? Zr C5 C6 C7 67.4(4) . . . . ? C9 C5 C6 Zr -68.5(4) . . . . ? N1 Zr C6 C7 88.0(4) . . . . ? N2 Zr C6 C7 177.7(4) . . . . ? Cl2 Zr C6 C7 -96.4(5) . . . . ? Cl1 Zr C6 C7 9.2(5) . . . . ? C5 Zr C6 C7 -114.7(6) . . . . ? C8 Zr C6 C7 -36.3(4) . . . . ? C9 Zr C6 C7 -76.3(5) . . . . ? C1 Zr C6 C7 126.7(4) . . . . ? P1 Zr C6 C7 103.3(4) . . . . ? P2 Zr C6 C7 164.2(3) . . . . ? N1 Zr C6 C5 -157.3(5) . . . . ? N2 Zr C6 C5 -67.6(5) . . . . ? Cl2 Zr C6 C5 18.3(5) . . . . ? C7 Zr C6 C5 114.7(6) . . . . ? Cl1 Zr C6 C5 123.9(4) . . . . ? C8 Zr C6 C5 78.4(5) . . . . ? C9 Zr C6 C5 38.4(4) . . . . ? C1 Zr C6 C5 -118.6(4) . . . . ? P1 Zr C6 C5 -142.0(4) . . . . ? P2 Zr C6 C5 -81.1(4) . . . . ? C5 C6 C7 C8 0.7(7) . . . . ? Zr C6 C7 C8 68.0(4) . . . . ? C5 C6 C7 Zr -67.3(4) . . . . ? N1 Zr C7 C6 -86.5(4) . . . . ? N2 Zr C7 C6 -2.8(5) . . . . ? Cl2 Zr C7 C6 106.9(4) . . . . ? Cl1 Zr C7 C6 -172.0(4) . . . . ? C5 Zr C7 C6 37.5(4) . . . . ? C8 Zr C7 C6 115.8(6) . . . . ? C9 Zr C7 C6 78.7(5) . . . . ? C1 Zr C7 C6 -87.9(5) . . . . ? P1 Zr C7 C6 -86.6(4) . . . . ? P2 Zr C7 C6 -26.7(6) . . . . ? N1 Zr C7 C8 157.7(5) . . . . ? N2 Zr C7 C8 -118.6(4) . . . . ? C6 Zr C7 C8 -115.8(6) . . . . ? Cl2 Zr C7 C8 -8.9(5) . . . . ? Cl1 Zr C7 C8 72.1(4) . . . . ? C5 Zr C7 C8 -78.3(5) . . . . ? C9 Zr C7 C8 -37.2(5) . . . . ? C1 Zr C7 C8 156.3(4) . . . . ? P1 Zr C7 C8 157.6(4) . . . . ? P2 Zr C7 C8 -142.5(4) . . . . ? C6 C7 C8 C9 0.0(7) . . . . ? Zr C7 C8 C9 66.9(4) . . . . ? C6 C7 C8 Zr -66.8(4) . . . . ? N1 Zr C8 C7 -23.4(5) . . . . ? N2 Zr C8 C7 86.0(5) . . . . ? C6 Zr C8 C7 36.3(4) . . . . ? Cl2 Zr C8 C7 172.6(4) . . . . ? Cl1 Zr C8 C7 -104.7(4) . . . . ? C5 Zr C8 C7 77.2(5) . . . . ? C9 Zr C8 C7 114.4(7) . . . . ? C1 Zr C8 C7 -80.4(8) . . . . ? P1 Zr C8 C7 -32.3(5) . . . . ? P2 Zr C8 C7 103.8(6) . . . . ? N1 Zr C8 C9 -137.8(5) . . . . ? N2 Zr C8 C9 -28.4(6) . . . . ? C6 Zr C8 C9 -78.1(5) . . . . ? Cl2 Zr C8 C9 58.2(5) . . . . ? C7 Zr C8 C9 -114.4(7) . . . . ? Cl1 Zr C8 C9 140.9(5) . . . . ? C5 Zr C8 C9 -37.2(5) . . . . ? C1 Zr C8 C9 165.2(7) . . . . ? P1 Zr C8 C9 -146.7(4) . . . . ? P2 Zr C8 C9 -10.6(8) . . . . ? C7 C8 C9 C5 -0.7(7) . . . . ? Zr C8 C9 C5 65.1(4) . . . . ? C7 C8 C9 Zr -65.8(4) . . . . ? C6 C5 C9 C8 1.1(7) . . . . ? Zr C5 C9 C8 -66.1(4) . . . . ? C6 C5 C9 Zr 67.2(4) . . . . ? N1 Zr C9 C8 56.5(6) . . . . ? N2 Zr C9 C8 158.9(4) . . . . ? C6 Zr C9 C8 77.0(5) . . . . ? Cl2 Zr C9 C8 -119.3(5) . . . . ? C7 Zr C9 C8 37.0(4) . . . . ? Cl1 Zr C9 C8 -39.7(5) . . . . ? C5 Zr C9 C8 115.3(6) . . . . ? C1 Zr C9 C8 -168.8(5) . . . . ? P1 Zr C9 C8 76.0(8) . . . . ? P2 Zr C9 C8 175.5(3) . . . . ? N1 Zr C9 C5 -58.9(6) . . . . ? N2 Zr C9 C5 43.6(5) . . . . ? C6 Zr C9 C5 -38.3(4) . . . . ? Cl2 Zr C9 C5 125.4(5) . . . . ? C7 Zr C9 C5 -78.3(5) . . . . ? Cl1 Zr C9 C5 -155.1(4) . . . . ? C8 Zr C9 C5 -115.3(6) . . . . ? C1 Zr C9 C5 75.9(8) . . . . ? P1 Zr C9 C5 -39.3(9) . . . . ? P2 Zr C9 C5 60.1(5) . . . . ? P1 N1 C11 C16 -102.1(5) . . . . ? Zr N1 C11 C16 99.4(6) . . . . ? P1 N1 C11 C12 78.6(5) . . . . ? Zr N1 C11 C12 -79.9(6) . . . . ? C16 C11 C12 C13 0.5(8) . . . . ? N1 C11 C12 C13 179.8(5) . . . . ? C11 C12 C13 C14 -0.7(9) . . . . ? C12 C13 C14 C15 0.5(10) . . . . ? C13 C14 C15 C16 0.0(10) . . . . ? C12 C11 C16 C15 0.0(8) . . . . ? N1 C11 C16 C15 -179.3(5) . . . . ? C14 C15 C16 C11 -0.3(9) . . . . ? P2 N2 C21 C22 -69.5(5) . . . . ? Zr N2 C21 C22 78.8(5) . . . . ? P2 N2 C21 C26 112.8(4) . . . . ? Zr N2 C21 C26 -98.8(5) . . . . ? C26 C21 C22 C23 -2.4(7) . . . . ? N2 C21 C22 C23 179.9(4) . . . . ? C21 C22 C23 C24 0.8(8) . . . . ? C22 C23 C24 C25 1.5(8) . . . . ? C23 C24 C25 C26 -2.1(9) . . . . ? C24 C25 C26 C21 0.5(8) . . . . ? C22 C21 C26 C25 1.8(7) . . . . ? N2 C21 C26 C25 179.5(4) . . . . ? N1 P1 C31 C32 -73.4(4) . . . . ? C1 P1 C31 C32 41.4(4) . . . . ? C41 P1 C31 C32 164.0(4) . . . . ? Zr P1 C31 C32 -26.9(5) . . . . ? N1 P1 C31 C36 101.6(4) . . . . ? C1 P1 C31 C36 -143.6(4) . . . . ? C41 P1 C31 C36 -21.1(5) . . . . ? Zr P1 C31 C36 148.1(3) . . . . ? C36 C31 C32 C33 2.2(7) . . . . ? P1 C31 C32 C33 177.2(4) . . . . ? C31 C32 C33 C34 -1.9(8) . . . . ? C32 C33 C34 C35 0.5(9) . . . . ? C33 C34 C35 C36 0.6(9) . . . . ? C32 C31 C36 C35 -1.1(7) . . . . ? P1 C31 C36 C35 -176.0(4) . . . . ? C34 C35 C36 C31 -0.3(8) . . . . ? N1 P1 C41 C46 -166.4(4) . . . . ? C1 P1 C41 C46 77.6(5) . . . . ? C31 P1 C41 C46 -42.2(5) . . . . ? Zr P1 C41 C46 148.5(4) . . . . ? N1 P1 C41 C42 14.1(5) . . . . ? C1 P1 C41 C42 -101.9(4) . . . . ? C31 P1 C41 C42 138.3(4) . . . . ? Zr P1 C41 C42 -31.0(5) . . . . ? C46 C41 C42 C43 3.3(8) . . . . ? P1 C41 C42 C43 -177.2(4) . . . . ? C41 C42 C43 C44 -0.9(9) . . . . ? C42 C43 C44 C45 -2.1(10) . . . . ? C43 C44 C45 C46 2.7(10) . . . . ? C44 C45 C46 C41 -0.2(9) . . . . ? C42 C41 C46 C45 -2.8(8) . . . . ? P1 C41 C46 C45 177.7(5) . . . . ? N2 P2 C51 C56 -87.9(4) . . . . ? C1 P2 C51 C56 158.0(4) . . . . ? C61 P2 C51 C56 38.9(5) . . . . ? Zr P2 C51 C56 -135.8(4) . . . . ? N2 P2 C51 C52 86.8(4) . . . . ? C1 P2 C51 C52 -27.3(5) . . . . ? C61 P2 C51 C52 -146.4(4) . . . . ? Zr P2 C51 C52 39.0(5) . . . . ? C56 C51 C52 C53 -0.3(8) . . . . ? P2 C51 C52 C53 -174.9(4) . . . . ? C51 C52 C53 C54 2.6(9) . . . . ? C52 C53 C54 C55 -2.5(11) . . . . ? C53 C54 C55 C56 0.0(12) . . . . ? C54 C55 C56 C51 2.4(11) . . . . ? C52 C51 C56 C55 -2.3(9) . . . . ? P2 C51 C56 C55 172.7(5) . . . . ? N2 P2 C61 C62 0.5(5) . . . . ? C1 P2 C61 C62 115.8(4) . . . . ? C51 P2 C61 C62 -126.7(4) . . . . ? Zr P2 C61 C62 44.7(6) . . . . ? N2 P2 C61 C66 -177.9(4) . . . . ? C1 P2 C61 C66 -62.6(5) . . . . ? C51 P2 C61 C66 54.9(4) . . . . ? Zr P2 C61 C66 -133.7(4) . . . . ? C66 C61 C62 C63 -1.0(8) . . . . ? P2 C61 C62 C63 -179.3(4) . . . . ? C61 C62 C63 C64 -0.3(9) . . . . ? C62 C63 C64 C65 1.5(10) . . . . ? C63 C64 C65 C66 -1.3(10) . . . . ? C64 C65 C66 C61 -0.1(10) . . . . ? C62 C61 C66 C65 1.2(9) . . . . ? P2 C61 C66 C65 179.7(5) . . . . ? _diffrn_measured_fraction_theta_max 0.975 _diffrn_reflns_theta_full 27.87 _diffrn_measured_fraction_theta_full 0.975 _refine_diff_density_max 1.115 _refine_diff_density_min -0.865 _refine_diff_density_rms 0.092