# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Tomas Cuenca' _publ_contact_author_email TOMAS.CUENCA@UAH.ES _publ_section_title ; Novel dinuclear dimethylamido-3,5-dimethylpyrazolato and tetranuclear dimethylamido-3,5-dimethylpyrazolato-polyoxo zirconium(IV) complexes. Synthesis and structural characterisation. ; loop_ _publ_author_name 'Tomas Cuenca' 'Marta E G Mosquera' 'Martial Sanz' # Attachment 'Supplementary_Material-Compounds_1_and_4.cif' #============================================================================= data_1 _database_code_depnum_ccdc_archive 'CCDC 703647' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C34 H54 N14 Zr2' _chemical_formula_weight 841.35 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' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P21/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 9.826(3) _cell_length_b 12.3772(8) _cell_length_c 17.017(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.779(11) _cell_angle_gamma 90.00 _cell_volume 1981.4(8) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 36 _cell_measurement_theta_max 21.218 _cell_measurement_theta_min 4.904 _exptl_crystal_description prism _exptl_crystal_colour yellow _exptl_crystal_size_max 0.376 _exptl_crystal_size_mid 0.265 _exptl_crystal_size_min 0.092 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.410 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 872 _exptl_absorpt_coefficient_mu 0.569 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.755 _exptl_absorpt_correction_T_max 0.947 _exptl_special_details ; ? ; _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_ub_11 0.01 _diffrn_orient_matrix_ub_12 0 _diffrn_orient_matrix_ub_13 0 _diffrn_orient_matrix_ub_21 0 _diffrn_orient_matrix_ub_22 0.01 _diffrn_orient_matrix_ub_23 0 _diffrn_orient_matrix_ub_31 0 _diffrn_orient_matrix_ub_32 0 _diffrn_orient_matrix_ub_33 0.01 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_number 43546 _diffrn_reflns_av_R_equivalents 0.0967 _diffrn_reflns_av_sigmaI/netI 0.0844 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 _diffrn_reflns_theta_min 3.75 _diffrn_reflns_theta_max 27.49 _reflns_number_total 4514 _reflns_number_gt 2995 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0900P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4514 _refine_ls_number_parameters 233 _refine_ls_number_restraints 97 _refine_ls_R_factor_all 0.0988 _refine_ls_R_factor_gt 0.0553 _refine_ls_wR_factor_ref 0.1514 _refine_ls_wR_factor_gt 0.1385 _refine_ls_goodness_of_fit_ref 1.020 _refine_ls_restrained_S_all 1.010 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zr1 Zr 0.56906(4) 0.59334(3) 0.06950(2) 0.01736(15) Uani 1 1 d . . . N1 N 0.3502(3) 0.5010(3) 0.0295(2) 0.0202(7) Uani 1 1 d . . . N2 N 0.4460(4) 0.6609(3) -0.0567(2) 0.0222(8) Uani 1 1 d . . . N3 N 0.6132(4) 0.4188(2) 0.1160(2) 0.0213(7) Uani 1 1 d . . . N5 N 0.7429(4) 0.7116(3) 0.0723(2) 0.0238(8) Uani 1 1 d . . . N6 N 0.7980(4) 0.6302(3) 0.1290(2) 0.0243(8) Uani 1 1 d . . . N7 N 0.4599(4) 0.7155(3) 0.1272(2) 0.0255(8) Uani 1 1 d . . . N8 N 0.5124(4) 0.6348(3) 0.1844(2) 0.0247(8) Uani 1 1 d . . . C2 C 0.4135(5) 0.7588(4) -0.0910(3) 0.0258(10) Uani 1 1 d U . . C3 C 0.6824(5) 0.3698(3) 0.1870(3) 0.0258(10) Uani 1 1 d U . . C4 C 0.3305(5) 0.7443(3) -0.1754(3) 0.0287(10) Uani 1 1 d U . . C5 C 0.8507(5) 0.7744(4) 0.0657(3) 0.0324(10) Uani 1 1 d U . . C6 C 0.9770(5) 0.7346(4) 0.1193(3) 0.0371(11) Uani 1 1 d U . . H6 H 1.0695 0.7641 0.1282 0.045 Uiso 1 1 calc R . . C7 C 0.9411(5) 0.6430(4) 0.1570(3) 0.0325(10) Uani 1 1 d U . . C8 C 1.0357(5) 0.5685(5) 0.2192(4) 0.0500(15) Uani 1 1 d U . . H8A H 0.9781 0.5111 0.2334 0.075 Uiso 1 1 calc R . . H8B H 1.0838 0.6095 0.2687 0.075 Uiso 1 1 calc R . . H8C H 1.1068 0.5363 0.1961 0.075 Uiso 1 1 calc R . . C9 C 0.8303(7) 0.8675(4) 0.0078(4) 0.0503(15) Uani 1 1 d U . . H9A H 0.7292 0.8746 -0.0219 0.075 Uiso 1 1 calc R . . H9B H 0.8846 0.8550 -0.0314 0.075 Uiso 1 1 calc R . . H9C H 0.8637 0.9339 0.0387 0.075 Uiso 1 1 calc R . . C11 C 0.2193(5) 0.5694(3) -0.0026(3) 0.0275(10) Uani 1 1 d . . . H11A H 0.2320 0.6176 -0.0456 0.041 Uiso 1 1 calc R . . H11B H 0.2037 0.6125 0.0424 0.041 Uiso 1 1 calc R . . H11C H 0.1369 0.5226 -0.0253 0.041 Uiso 1 1 calc R . . C12 C 0.3123(5) 0.4343(4) 0.0936(3) 0.0279(10) Uani 1 1 d . . . H12A H 0.3911 0.3856 0.1193 0.042 Uiso 1 1 calc R . . H12B H 0.2268 0.3918 0.0680 0.042 Uiso 1 1 calc R . . H12C H 0.2940 0.4820 0.1354 0.042 Uiso 1 1 calc R . . C13 C 0.3042(6) 0.8790(4) 0.1110(4) 0.0433(13) Uani 1 1 d U . . H13A H 0.3238 0.8836 0.0578 0.065 Uiso 1 1 calc R . . H13B H 0.3360 0.9455 0.1421 0.065 Uiso 1 1 calc R . . H13C H 0.2019 0.8697 0.1023 0.065 Uiso 1 1 calc R . . C14 C 0.3824(5) 0.7843(4) 0.1582(3) 0.0315(10) Uani 1 1 d U . . C15 C 0.3846(5) 0.7483(4) 0.2363(3) 0.0384(11) Uani 1 1 d U . . H15 H 0.3392 0.7816 0.2723 0.046 Uiso 1 1 calc R . . C16 C 0.4670(5) 0.6530(4) 0.2516(3) 0.0336(11) Uani 1 1 d U . . C17 C 0.5026(7) 0.5811(6) 0.3239(4) 0.0589(17) Uani 1 1 d U . . H17A H 0.5614 0.5211 0.3148 0.088 Uiso 1 1 calc R . . H17B H 0.4149 0.5525 0.3324 0.088 Uiso 1 1 calc R . . H17C H 0.5551 0.6219 0.3726 0.088 Uiso 1 1 calc R . . C21A C 0.4706(12) 0.8585(8) -0.0513(7) 0.008(3) Uiso 0.40 1 d PU A 1 H21A H 0.5265 0.8437 0.0054 0.012 Uiso 0.40 1 calc PR A 1 H21B H 0.3925 0.9077 -0.0514 0.012 Uiso 0.40 1 calc PR A 1 H21C H 0.5317 0.8918 -0.0810 0.012 Uiso 0.40 1 calc PR A 1 C21B C 0.4445(15) 0.8635(10) -0.0416(9) 0.003(3) Uiso 0.30 1 d PU A 2 H21D H 0.4866 0.8465 0.0167 0.004 Uiso 0.30 1 calc PR A 2 H21E H 0.3557 0.9036 -0.0486 0.004 Uiso 0.30 1 calc PR A 2 H21F H 0.5110 0.9077 -0.0610 0.004 Uiso 0.30 1 calc PR A 2 C21C C 0.4054(11) 0.9040(8) -0.0930(6) 0.004(2) Uiso 0.30 1 d PU A 3 H21G H 0.4573 0.9324 -0.0389 0.006 Uiso 0.30 1 calc PR A 3 H21H H 0.3059 0.9272 -0.1068 0.006 Uiso 0.30 1 calc PR A 3 H21I H 0.4485 0.9314 -0.1343 0.006 Uiso 0.30 1 calc PR A 3 C31A C 0.7578(8) 0.4243(6) 0.2651(5) 0.010(2) Uiso 0.75 1 d PU B 4 H31A H 0.7510 0.5028 0.2574 0.014 Uiso 0.75 1 calc PR B 4 H31B H 0.8580 0.4027 0.2817 0.014 Uiso 0.75 1 calc PR B 4 H31C H 0.7142 0.4034 0.3079 0.014 Uiso 0.75 1 calc PR B 4 C31B C 0.761(2) 0.4066(17) 0.2603(14) 0.004(6) Uiso 0.25 1 d PU B 5 H31D H 0.7619 0.4858 0.2597 0.007 Uiso 0.25 1 calc PR B 5 H31E H 0.8585 0.3795 0.2716 0.007 Uiso 0.25 1 calc PR B 5 H31F H 0.7201 0.3814 0.3032 0.007 Uiso 0.25 1 calc PR B 5 H4 H 0.284(4) 0.813(3) -0.215(3) 0.017(10) Uiso 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zr1 0.0199(2) 0.0164(2) 0.0129(2) 0.00039(16) 0.00020(15) -0.00060(16) N1 0.0181(17) 0.0226(18) 0.0191(19) 0.0025(14) 0.0040(14) 0.0015(14) N2 0.0253(18) 0.0215(18) 0.0153(18) 0.0005(13) -0.0011(14) -0.0014(14) N3 0.0245(18) 0.0205(18) 0.0154(18) 0.0013(13) 0.0000(14) -0.0018(14) N5 0.028(2) 0.0217(18) 0.0182(18) 0.0013(14) 0.0019(15) -0.0013(15) N6 0.025(2) 0.0261(19) 0.0196(19) -0.0034(14) 0.0032(15) -0.0003(15) N7 0.029(2) 0.0194(18) 0.025(2) -0.0012(15) 0.0023(16) -0.0030(15) N8 0.029(2) 0.0264(19) 0.0162(18) -0.0014(14) 0.0021(15) -0.0007(15) C2 0.026(2) 0.026(2) 0.024(2) 0.0062(17) 0.0068(19) 0.0006(17) C3 0.027(2) 0.026(2) 0.025(2) 0.0113(18) 0.0090(19) 0.0063(18) C4 0.036(3) 0.022(2) 0.021(2) 0.0046(17) -0.0034(19) 0.0025(18) C5 0.034(3) 0.033(3) 0.029(3) -0.0041(19) 0.009(2) -0.010(2) C6 0.024(2) 0.052(3) 0.035(3) -0.005(2) 0.008(2) -0.011(2) C7 0.029(3) 0.038(3) 0.028(3) -0.0044(19) 0.005(2) -0.006(2) C8 0.022(3) 0.066(4) 0.053(4) 0.011(3) -0.004(2) 0.006(2) C9 0.056(4) 0.041(3) 0.060(4) 0.017(3) 0.026(3) -0.010(3) C11 0.023(2) 0.028(2) 0.028(2) -0.0005(18) 0.0028(19) 0.0044(18) C12 0.027(2) 0.035(3) 0.023(2) -0.0025(18) 0.0095(19) -0.0055(19) C13 0.040(3) 0.028(3) 0.067(4) -0.003(2) 0.023(3) 0.005(2) C14 0.029(2) 0.027(2) 0.039(3) -0.0101(19) 0.010(2) -0.0032(19) C15 0.036(3) 0.048(3) 0.036(3) -0.013(2) 0.018(2) 0.000(2) C16 0.026(2) 0.050(3) 0.024(2) -0.006(2) 0.0055(19) 0.002(2) C17 0.057(4) 0.096(5) 0.030(3) 0.010(3) 0.023(3) 0.010(3) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 N6 2.231(4) . ? Zr1 N5 2.240(3) . ? Zr1 N7 2.238(4) . ? Zr1 N8 2.241(4) . ? Zr1 N2 2.297(3) . ? Zr1 N3 2.299(3) . ? Zr1 N1 2.356(3) . ? Zr1 N1 2.367(3) 3_665 ? Zr1 Zr1 3.3048(8) 3_665 ? N1 C12 1.499(5) . ? N1 C11 1.505(5) . ? N1 Zr1 2.367(3) 3_665 ? N2 C2 1.342(6) . ? N2 N3 1.410(5) 3_665 ? N3 C3 1.347(5) . ? N3 N2 1.410(5) 3_665 ? N5 C5 1.344(6) . ? N5 N6 1.392(5) . ? N6 C7 1.357(6) . ? N7 C14 1.347(6) . ? N7 N8 1.386(5) . ? N8 C16 1.361(6) . ? C2 C4 1.443(6) . ? C2 C21A 1.440(12) . ? C2 C21B 1.528(14) . ? C2 C21C 1.799(11) . NO C3 C4 1.427(6) 3_665 ? C3 C31A 1.484(9) . ? C3 C31B 1.34(2) . ? C4 C3 1.427(6) 3_665 ? C4 H4 1.11(4) . ? C5 C6 1.401(7) . ? C5 C9 1.491(7) . ? C6 C7 1.398(7) . ? C6 H6 0.9500 . ? C7 C8 1.506(7) . ? C8 H8A 0.9800 . ? C8 H8B 0.9800 . ? C8 H8C 0.9800 . ? C9 H9A 0.9800 . ? C9 H9B 0.9800 . ? C9 H9C 0.9800 . ? C11 H11A 0.9800 . ? C11 H11B 0.9800 . ? C11 H11C 0.9800 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.501(7) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.396(7) . ? C15 C16 1.412(7) . ? C15 H15 0.9500 . ? C16 C17 1.478(8) . ? C17 H17A 0.9800 . ? C17 H17B 0.9800 . ? C17 H17C 0.9800 . ? C21A H21A 0.9800 . ? C21A H21B 0.9800 . ? C21A H21C 0.9800 . ? C21B H21D 0.9800 . ? C21B H21E 0.9800 . ? C21B H21F 0.9800 . ? C21C H21G 0.9800 . ? C21C H21H 0.9800 . ? C21C H21I 0.9800 . ? C31A H31A 0.9800 . ? C31A H31B 0.9800 . ? C31A H31C 0.9800 . ? C31B H31D 0.9800 . ? C31B H31E 0.9800 . ? C31B H31F 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 N6 Zr1 N5 36.29(13) . . ? N6 Zr1 N7 102.17(13) . . ? N5 Zr1 N7 90.47(13) . . ? N6 Zr1 N8 91.65(13) . . ? N5 Zr1 N8 102.21(13) . . ? N7 Zr1 N8 36.05(13) . . ? N6 Zr1 N2 122.65(13) . . ? N5 Zr1 N2 88.52(12) . . ? N7 Zr1 N2 88.55(13) . . ? N8 Zr1 N2 122.43(13) . . ? N6 Zr1 N3 88.31(13) . . ? N5 Zr1 N3 122.69(13) . . ? N7 Zr1 N3 123.41(13) . . ? N8 Zr1 N3 89.12(13) . . ? N2 Zr1 N3 131.32(12) . . ? N6 Zr1 N1 161.27(12) . . ? N5 Zr1 N1 161.85(12) . . ? N7 Zr1 N1 86.64(12) . . ? N8 Zr1 N1 85.85(12) . . ? N2 Zr1 N1 73.51(12) . . ? N3 Zr1 N1 73.11(12) . . ? N6 Zr1 N1 85.58(12) . 3_665 ? N5 Zr1 N1 85.84(12) . 3_665 ? N7 Zr1 N1 161.28(12) . 3_665 ? N8 Zr1 N1 162.25(12) . 3_665 ? N2 Zr1 N1 73.03(12) . 3_665 ? N3 Zr1 N1 73.29(12) . 3_665 ? N1 Zr1 N1 91.17(11) . 3_665 ? N6 Zr1 Zr1 128.30(9) . 3_665 ? N5 Zr1 Zr1 128.70(9) . 3_665 ? N7 Zr1 Zr1 129.53(9) . 3_665 ? N8 Zr1 Zr1 129.08(9) . 3_665 ? N2 Zr1 Zr1 65.71(9) . 3_665 ? N3 Zr1 Zr1 65.61(9) . 3_665 ? N1 Zr1 Zr1 45.72(8) . 3_665 ? N1 Zr1 Zr1 45.45(8) 3_665 3_665 ? C12 N1 C11 101.9(3) . . ? C12 N1 Zr1 117.1(2) . . ? C11 N1 Zr1 116.5(2) . . ? C12 N1 Zr1 116.8(2) . 3_665 ? C11 N1 Zr1 116.5(3) . 3_665 ? Zr1 N1 Zr1 88.83(11) . 3_665 ? C2 N2 N3 108.8(3) . 3_665 ? C2 N2 Zr1 136.9(3) . . ? N3 N2 Zr1 114.3(2) 3_665 . ? C3 N3 N2 108.9(3) . 3_665 ? C3 N3 Zr1 136.7(3) . . ? N2 N3 Zr1 114.4(2) 3_665 . ? C5 N5 N6 108.6(4) . . ? C5 N5 Zr1 172.2(3) . . ? N6 N5 Zr1 71.5(2) . . ? C7 N6 N5 108.3(4) . . ? C7 N6 Zr1 171.8(3) . . ? N5 N6 Zr1 72.2(2) . . ? C14 N7 N8 108.6(4) . . ? C14 N7 Zr1 174.5(3) . . ? N8 N7 Zr1 72.1(2) . . ? C16 N8 N7 108.9(4) . . ? C16 N8 Zr1 174.3(3) . . ? N7 N8 Zr1 71.8(2) . . ? N2 C2 C4 108.4(4) . . ? N2 C2 C21A 123.9(6) . . ? C4 C2 C21A 127.2(6) . . ? N2 C2 C21B 122.8(6) . . ? C4 C2 C21B 128.2(6) . . ? C21A C2 C21B 13.1(7) . . ? N2 C2 C21C 156.0(5) . . ? C4 C2 C21C 95.5(4) . . ? C21A C2 C21C 33.1(6) . . ? C21B C2 C21C 33.2(6) . . ? N3 C3 C4 108.6(4) . 3_665 ? N3 C3 C31A 126.3(5) . . ? C4 C3 C31A 125.1(5) 3_665 . ? N3 C3 C31B 133.4(10) . . ? C4 C3 C31B 117.9(10) 3_665 . ? C31A C3 C31B 7.8(11) . . ? C3 C4 C2 105.2(4) 3_665 . ? C3 C4 H4 132(2) 3_665 . ? C2 C4 H4 122(2) . . ? N5 C5 C6 108.3(4) . . ? N5 C5 C9 122.9(4) . . ? C6 C5 C9 128.8(4) . . ? C5 C6 C7 106.9(4) . . ? C5 C6 H6 126.6 . . ? C7 C6 H6 126.6 . . ? N6 C7 C6 107.9(4) . . ? N6 C7 C8 122.8(4) . . ? C6 C7 C8 129.3(4) . . ? C7 C8 H8A 109.5 . . ? C7 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C7 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? C5 C9 H9A 109.5 . . ? C5 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C5 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? N1 C11 H11A 109.5 . . ? N1 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? N1 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? N1 C12 H12A 109.5 . . ? N1 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N1 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? C14 C13 H13A 109.5 . . ? C14 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C14 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? N7 C14 C15 108.4(4) . . ? N7 C14 C13 122.9(4) . . ? C15 C14 C13 128.6(4) . . ? C14 C15 C16 107.0(4) . . ? C14 C15 H15 126.5 . . ? C16 C15 H15 126.5 . . ? N8 C16 C15 107.1(4) . . ? N8 C16 C17 123.0(5) . . ? C15 C16 C17 130.0(5) . . ? C16 C17 H17A 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? C16 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? C2 C21A H21A 109.5 . . ? C2 C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? C2 C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? C2 C21B H21D 109.5 . . ? C2 C21B H21E 109.5 . . ? H21D C21B H21E 109.5 . . ? C2 C21B H21F 109.5 . . ? H21D C21B H21F 109.5 . . ? H21E C21B H21F 109.5 . . ? C2 C21C H21G 109.5 . . ? C2 C21C H21H 109.5 . . ? H21G C21C H21H 109.5 . . ? C2 C21C H21I 109.5 . . ? H21G C21C H21I 109.5 . . ? H21H C21C H21I 109.5 . . ? C3 C31A H31A 109.5 . . ? C3 C31A H31B 109.5 . . ? H31A C31A H31B 109.5 . . ? C3 C31A H31C 109.5 . . ? H31A C31A H31C 109.5 . . ? H31B C31A H31C 109.5 . . ? C3 C31B H31D 109.5 . . ? C3 C31B H31E 109.5 . . ? H31D C31B H31E 109.5 . . ? C3 C31B H31F 109.5 . . ? H31D C31B H31F 109.5 . . ? H31E C31B H31F 109.5 . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 27.49 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.962 _refine_diff_density_min -0.890 _refine_diff_density_rms 0.127 #======END data_4 _database_code_depnum_ccdc_archive 'CCDC 703648' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C55 H88 N20 O2 Zr4' _chemical_formula_weight 1426.33 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' Zr Zr -2.9673 0.5597 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.2517(9) _cell_length_b 12.213(2) _cell_length_c 14.484(3) _cell_angle_alpha 80.67(2) _cell_angle_beta 81.670(10) _cell_angle_gamma 80.161(11) _cell_volume 1750.3(5) _cell_formula_units_Z 1 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used 38 _cell_measurement_theta_max 21.202 _cell_measurement_theta_min 3.25 _exptl_crystal_description prism _exptl_crystal_colour white _exptl_crystal_size_max 0.411 _exptl_crystal_size_mid 0.277 _exptl_crystal_size_min 0.164 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.353 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 734 _exptl_absorpt_coefficient_mu 0.630 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.785 _exptl_absorpt_correction_T_max 0.904 _exptl_special_details ; ? ; _diffrn_source 'Enraf Nonius FR590' _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type X=UH _diffrn_orient_matrix_ub_11 0.01 _diffrn_orient_matrix_ub_12 0 _diffrn_orient_matrix_ub_13 0 _diffrn_orient_matrix_ub_21 0 _diffrn_orient_matrix_ub_22 0.01 _diffrn_orient_matrix_ub_23 0 _diffrn_orient_matrix_ub_31 0 _diffrn_orient_matrix_ub_32 0 _diffrn_orient_matrix_ub_33 0.01 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method 'CCD rotation images, thick slices' _diffrn_reflns_number 32949 _diffrn_reflns_av_R_equivalents 0.0616 _diffrn_reflns_av_sigmaI/netI 0.0700 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_theta_min 3.19 _diffrn_reflns_theta_max 27.50 _reflns_number_total 7987 _reflns_number_gt 5698 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1986)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _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^)+(0.0661P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7987 _refine_ls_number_parameters 334 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0693 _refine_ls_R_factor_gt 0.0437 _refine_ls_wR_factor_ref 0.1167 _refine_ls_wR_factor_gt 0.1105 _refine_ls_goodness_of_fit_ref 1.027 _refine_ls_restrained_S_all 1.027 _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 Zr1 Zr 0.49660(3) 0.36687(2) 0.98663(2) 0.01843(10) Uani 1 1 d . . . Zr2 Zr 0.39844(3) 0.41721(3) 1.21414(2) 0.01997(10) Uani 1 1 d . . . O3 O 0.5890(2) 0.50241(18) 0.92727(15) 0.0203(5) Uani 1 1 d . . . N4 N 0.6635(3) 0.2386(2) 0.9379(2) 0.0261(6) Uani 1 1 d . . . N5 N 0.3571(3) 0.4487(2) 0.87131(19) 0.0220(6) Uani 1 1 d . . . N6 N 0.3076(3) 0.2931(2) 1.06300(19) 0.0234(6) Uani 1 1 d . . . N7 N 0.2526(3) 0.3366(2) 1.14594(19) 0.0251(6) Uani 1 1 d . . . N8 N 0.2495(3) 0.5034(3) 1.2986(2) 0.0306(7) Uani 1 1 d . . . N9 N 0.4978(3) 0.3176(2) 1.3359(2) 0.0279(6) Uani 1 1 d . . . N10 N 0.5549(3) 0.2871(2) 1.12910(19) 0.0233(6) Uani 1 1 d . . . N11 N 0.5496(3) 0.5420(2) 1.21056(19) 0.0235(6) Uani 1 1 d . . . N12 N 0.5530(3) 0.2320(2) 0.8941(2) 0.0254(6) Uani 1 1 d . . . C13 C 0.2408(3) 0.4324(3) 0.8458(2) 0.0253(7) Uani 1 1 d . . . C14 C 0.0566(3) 0.3189(3) 1.2702(3) 0.0366(9) Uani 1 1 d . . . H14A H 0.0929 0.3743 1.2945 0.055 Uiso 1 1 calc R . . H14B H 0.0530 0.2536 1.3168 0.055 Uiso 1 1 calc R . . H14C H -0.0318 0.3491 1.2550 0.055 Uiso 1 1 calc R . . C15 C 0.5676(4) 0.2513(3) 1.4020(3) 0.0335(8) Uani 1 1 d . . . C16 C 0.2589(3) 0.4243(3) 0.7490(2) 0.0290(8) Uani 1 1 d . . . H16 H 0.1956 0.4119 0.7135 0.035 Uiso 1 1 calc R . . C17 C 0.2338(3) 0.2149(3) 1.0511(3) 0.0288(8) Uani 1 1 d . . . N18 N 0.3899(3) 0.2683(2) 1.3275(2) 0.0274(6) Uani 1 1 d . . . C19 C 0.5022(4) 0.1598(3) 1.4371(3) 0.0411(10) Uani 1 1 d . . . H19 H 0.5274 0.1016 1.4841 0.049 Uiso 1 1 calc R . . C20 C 0.3915(4) 0.1717(3) 1.3885(3) 0.0330(8) Uani 1 1 d . . . C21 C 0.1437(3) 0.2871(3) 1.1828(3) 0.0297(8) Uani 1 1 d . . . C22 C 0.6984(3) 0.2963(3) 1.1314(3) 0.0294(8) Uani 1 1 d . . . H22A H 0.7118 0.3730 1.1124 0.044 Uiso 1 1 calc R . . H22B H 0.7539 0.2501 1.0889 0.044 Uiso 1 1 calc R . . H22C H 0.7212 0.2718 1.1942 0.044 Uiso 1 1 calc R . . C23 C 0.7252(4) 0.1131(3) 0.8380(3) 0.0392(9) Uani 1 1 d . . . H23 H 0.7763 0.0590 0.8040 0.047 Uiso 1 1 calc R . . C24 C 0.7663(3) 0.1659(3) 0.9039(3) 0.0325(8) Uani 1 1 d . . . C25 C 0.5905(4) 0.1579(3) 0.8328(3) 0.0348(9) Uani 1 1 d . . . C26 C 0.6105(3) 0.5614(3) 1.2828(2) 0.0288(8) Uani 1 1 d . . . C27 C 0.5363(4) 0.5699(4) 1.3801(3) 0.0413(10) Uani 1 1 d . . . H27A H 0.4465 0.5566 1.3812 0.062 Uiso 1 1 calc R . . H27B H 0.5352 0.6436 1.3957 0.062 Uiso 1 1 calc R . . H27C H 0.5802 0.5149 1.4253 0.062 Uiso 1 1 calc R . . C28 C 0.5420(4) 0.1664(3) 1.1592(3) 0.0311(8) Uani 1 1 d . . . H28A H 0.4514 0.1560 1.1587 0.047 Uiso 1 1 calc R . . H28B H 0.5666 0.1437 1.2218 0.047 Uiso 1 1 calc R . . H28C H 0.5998 0.1218 1.1166 0.047 Uiso 1 1 calc R . . C29 C 0.4973(4) 0.1348(4) 0.7701(3) 0.0470(11) Uani 1 1 d . . . H29A H 0.4110 0.1779 0.7836 0.070 Uiso 1 1 calc R . . H29B H 0.4899 0.0564 0.7811 0.070 Uiso 1 1 calc R . . H29C H 0.5313 0.1555 0.7054 0.070 Uiso 1 1 calc R . . C30 C 0.1156(3) 0.4360(3) 0.9136(3) 0.0347(9) Uani 1 1 d . . . H30A H 0.1358 0.4416 0.9752 0.052 Uiso 1 1 calc R . . H30B H 0.0779 0.3687 0.9159 0.052 Uiso 1 1 calc R . . H30C H 0.0527 0.5000 0.8931 0.052 Uiso 1 1 calc R . . C31 C 0.1291(4) 0.2095(3) 1.1255(3) 0.0335(8) Uani 1 1 d . . . H31 H 0.0635 0.1635 1.1346 0.040 Uiso 1 1 calc R . . C32 C 0.2912(4) 0.0958(3) 1.3924(3) 0.0453(10) Uani 1 1 d . . . H32A H 0.2283 0.1285 1.3489 0.068 Uiso 1 1 calc R . . H32B H 0.2452 0.0854 1.4551 0.068 Uiso 1 1 calc R . . H32C H 0.3354 0.0246 1.3759 0.068 Uiso 1 1 calc R . . C33 C 0.6961(4) 0.2789(4) 1.4264(3) 0.0454(10) Uani 1 1 d . . . H33A H 0.7149 0.3485 1.3898 0.068 Uiso 1 1 calc R . . H33B H 0.7679 0.2201 1.4127 0.068 Uiso 1 1 calc R . . H33C H 0.6867 0.2857 1.4922 0.068 Uiso 1 1 calc R . . C34 C 0.1741(5) 0.6032(4) 1.2495(3) 0.0546(13) Uani 1 1 d . . . H34A H 0.2086 0.6125 1.1839 0.082 Uiso 1 1 calc R . . H34B H 0.1824 0.6681 1.2764 0.082 Uiso 1 1 calc R . . H34C H 0.0818 0.5943 1.2559 0.082 Uiso 1 1 calc R . . C35 C 0.2663(4) 0.1473(3) 0.9712(3) 0.0390(9) Uani 1 1 d . . . H35A H 0.3441 0.1688 0.9318 0.059 Uiso 1 1 calc R . . H35B H 0.1925 0.1607 0.9349 0.059 Uiso 1 1 calc R . . H35C H 0.2833 0.0690 0.9957 0.059 Uiso 1 1 calc R . . C36 C 0.2010(4) 0.4861(4) 1.3997(3) 0.0431(10) Uani 1 1 d . . . H36A H 0.2521 0.4200 1.4297 0.065 Uiso 1 1 calc R . . H36B H 0.1087 0.4769 1.4078 0.065 Uiso 1 1 calc R . . H36C H 0.2106 0.5500 1.4275 0.065 Uiso 1 1 calc R . . C40 C 0.9041(4) 0.1547(4) 0.9343(4) 0.0537(12) Uani 1 1 d . . . H40A H 0.9012 0.2021 0.9816 0.081 Uiso 1 1 calc R . . H40B H 0.9659 0.1767 0.8809 0.081 Uiso 1 1 calc R . . H40C H 0.9323 0.0781 0.9598 0.081 Uiso 1 1 calc R . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Zr1 0.01951(17) 0.01490(17) 0.02050(17) -0.00165(12) -0.00261(12) -0.00216(12) Zr2 0.02031(17) 0.01817(18) 0.02016(17) -0.00046(13) -0.00149(12) -0.00233(12) O3 0.0206(11) 0.0166(11) 0.0232(11) -0.0012(9) -0.0021(9) -0.0031(9) N4 0.0270(15) 0.0230(16) 0.0280(15) -0.0029(12) -0.0037(12) -0.0032(12) N5 0.0213(13) 0.0216(15) 0.0226(14) -0.0037(12) -0.0007(11) -0.0026(11) N6 0.0256(14) 0.0228(15) 0.0224(14) 0.0005(12) -0.0060(11) -0.0060(11) N7 0.0246(14) 0.0220(15) 0.0274(15) 0.0006(12) -0.0029(11) -0.0044(11) N8 0.0286(15) 0.0284(17) 0.0325(16) -0.0056(13) 0.0040(12) -0.0034(12) N9 0.0302(15) 0.0265(17) 0.0260(15) -0.0004(13) -0.0033(12) -0.0048(12) N10 0.0256(14) 0.0172(14) 0.0257(15) -0.0002(11) -0.0055(11) -0.0003(11) N11 0.0263(14) 0.0238(15) 0.0204(14) -0.0030(12) -0.0019(11) -0.0042(11) N12 0.0266(15) 0.0196(15) 0.0318(16) -0.0069(12) -0.0068(12) -0.0025(11) C13 0.0256(17) 0.0197(18) 0.0292(18) 0.0013(14) -0.0062(14) -0.0021(13) C14 0.0262(19) 0.038(2) 0.042(2) 0.0047(18) 0.0019(16) -0.0094(16) C15 0.0310(19) 0.037(2) 0.0293(19) -0.0005(17) -0.0069(15) 0.0018(16) C16 0.0307(18) 0.035(2) 0.0256(18) -0.0041(16) -0.0121(14) -0.0092(15) C17 0.0309(19) 0.0234(19) 0.0323(19) 0.0052(15) -0.0086(15) -0.0093(14) N18 0.0292(15) 0.0248(16) 0.0267(15) 0.0021(12) -0.0047(12) -0.0040(12) C19 0.044(2) 0.034(2) 0.040(2) 0.0118(18) -0.0134(18) -0.0008(18) C20 0.0316(19) 0.030(2) 0.033(2) 0.0027(16) 0.0005(15) -0.0017(15) C21 0.0257(18) 0.0257(19) 0.035(2) 0.0048(16) -0.0045(14) -0.0049(14) C22 0.0255(17) 0.030(2) 0.0329(19) -0.0072(16) -0.0072(14) 0.0011(14) C23 0.045(2) 0.025(2) 0.045(2) -0.0131(18) -0.0025(18) 0.0060(17) C24 0.0307(19) 0.0233(19) 0.039(2) -0.0033(16) -0.0006(15) 0.0049(15) C25 0.045(2) 0.0213(19) 0.039(2) -0.0132(17) -0.0037(17) -0.0014(16) C26 0.037(2) 0.0267(19) 0.0235(18) -0.0041(15) -0.0046(15) -0.0065(15) C27 0.054(2) 0.041(2) 0.032(2) -0.0136(19) 0.0048(18) -0.015(2) C28 0.037(2) 0.0220(19) 0.0300(19) 0.0012(15) -0.0048(15) 0.0019(15) C29 0.053(3) 0.041(3) 0.053(3) -0.024(2) -0.014(2) -0.001(2) C30 0.0224(17) 0.044(2) 0.036(2) -0.0008(18) -0.0048(15) -0.0023(16) C31 0.0284(19) 0.032(2) 0.041(2) 0.0049(17) -0.0076(16) -0.0154(16) C32 0.046(2) 0.027(2) 0.056(3) 0.0115(19) -0.005(2) -0.0060(18) C33 0.038(2) 0.054(3) 0.044(2) -0.003(2) -0.0169(18) -0.0002(19) C34 0.056(3) 0.038(3) 0.054(3) 0.001(2) 0.019(2) 0.011(2) C35 0.042(2) 0.032(2) 0.049(2) -0.0100(19) -0.0041(18) -0.0180(17) C36 0.039(2) 0.052(3) 0.036(2) -0.013(2) 0.0076(17) -0.0025(19) C40 0.031(2) 0.053(3) 0.074(3) -0.020(3) -0.006(2) 0.010(2) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Zr1 O3 2.053(2) . ? Zr1 O3 2.173(2) 2_667 ? Zr1 N4 2.230(3) . ? Zr1 N12 2.238(3) . ? Zr1 N10 2.252(3) . ? Zr1 N6 2.333(3) . ? Zr1 N5 2.344(3) . ? Zr1 Zr1 3.3500(8) 2_667 ? Zr1 Zr2 3.4255(8) . ? Zr2 N8 2.065(3) . ? Zr2 O3 2.119(2) 2_667 ? Zr2 N9 2.242(3) . ? Zr2 N18 2.249(3) . ? Zr2 N7 2.330(3) . ? Zr2 N11 2.342(3) . ? Zr2 N10 2.410(3) . ? O3 Zr2 2.119(2) 2_667 ? O3 Zr1 2.173(2) 2_667 ? N4 C24 1.347(4) . ? N4 N12 1.397(4) . ? N5 C13 1.353(4) . ? N5 N11 1.413(4) 2_667 ? N6 C17 1.361(4) . ? N6 N7 1.397(4) . ? N7 C21 1.360(4) . ? N8 C36 1.470(5) . ? N8 C34 1.464(5) . ? N9 C15 1.355(5) . ? N9 N18 1.375(4) . ? N10 C28 1.490(4) . ? N10 C22 1.500(4) . ? N11 C26 1.364(4) . ? N11 N5 1.413(4) 2_667 ? N12 C25 1.341(4) . ? C13 C16 1.405(5) . ? C13 C30 1.498(5) . ? C14 C21 1.505(5) . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C19 1.389(6) . ? C15 C33 1.516(5) . ? C16 C26 1.382(5) 2_667 ? C16 H16 0.9300 . ? C17 C31 1.408(5) . ? C17 C35 1.495(5) . ? N18 C20 1.353(5) . ? C19 C20 1.396(5) . ? C19 H19 0.9300 . ? C20 C32 1.487(5) . ? C21 C31 1.396(5) . ? C22 H22A 0.9600 . ? C22 H22B 0.9600 . ? C22 H22C 0.9600 . ? C23 C24 1.384(6) . ? C23 C25 1.403(5) . ? C23 H23 0.9300 . ? C24 C40 1.518(5) . ? C25 C29 1.498(5) . ? C26 C16 1.382(5) 2_667 ? C26 C27 1.512(5) . ? C27 H27A 0.9600 . ? C27 H27B 0.9600 . ? C27 H27C 0.9600 . ? C28 H28A 0.9600 . ? C28 H28B 0.9600 . ? C28 H28C 0.9600 . ? C29 H29A 0.9600 . ? C29 H29B 0.9600 . ? C29 H29C 0.9600 . ? C30 H30A 0.9600 . ? C30 H30B 0.9600 . ? C30 H30C 0.9600 . ? C31 H31 0.9300 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 H35A 0.9600 . ? C35 H35B 0.9600 . ? C35 H35C 0.9600 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? C40 H40A 0.9600 . ? C40 H40B 0.9600 . ? C40 H40C 0.9600 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O3 Zr1 O3 75.16(9) . 2_667 ? O3 Zr1 N4 95.22(9) . . ? O3 Zr1 N4 152.04(9) 2_667 . ? O3 Zr1 N12 109.25(10) . . ? O3 Zr1 N12 171.32(9) 2_667 . ? N4 Zr1 N12 36.43(10) . . ? O3 Zr1 N10 114.43(9) . . ? O3 Zr1 N10 78.39(9) 2_667 . ? N4 Zr1 N10 82.14(10) . . ? N12 Zr1 N10 105.69(10) . . ? O3 Zr1 N6 150.19(9) . . ? O3 Zr1 N6 80.23(9) 2_667 . ? N4 Zr1 N6 114.24(10) . . ? N12 Zr1 N6 93.22(10) . . ? N10 Zr1 N6 75.98(10) . . ? O3 Zr1 N5 79.76(9) . . ? O3 Zr1 N5 90.57(9) 2_667 . ? N4 Zr1 N5 113.88(10) . . ? N12 Zr1 N5 83.04(10) . . ? N10 Zr1 N5 158.42(9) . . ? N6 Zr1 N5 83.96(9) . . ? O3 Zr1 Zr1 38.84(6) . 2_667 ? O3 Zr1 Zr1 36.32(6) 2_667 2_667 ? N4 Zr1 Zr1 128.96(7) . 2_667 ? N12 Zr1 Zr1 147.50(8) . 2_667 ? N10 Zr1 Zr1 97.06(7) . 2_667 ? N6 Zr1 Zr1 114.94(7) . 2_667 ? N5 Zr1 Zr1 84.12(7) . 2_667 ? O3 Zr1 Zr2 102.97(6) . . ? O3 Zr1 Zr2 36.51(6) 2_667 . ? N4 Zr1 Zr2 126.54(8) . . ? N12 Zr1 Zr2 144.09(8) . . ? N10 Zr1 Zr2 44.53(7) . . ? N6 Zr1 Zr2 63.75(7) . . ? N5 Zr1 Zr2 118.61(7) . . ? Zr1 Zr1 Zr2 67.43(2) 2_667 . ? N8 Zr2 O3 111.17(11) . 2_667 ? N8 Zr2 N9 94.08(11) . . ? O3 Zr2 N9 150.00(9) 2_667 . ? N8 Zr2 N18 87.21(11) . . ? O3 Zr2 N18 154.28(10) 2_667 . ? N9 Zr2 N18 35.66(10) . . ? N8 Zr2 N7 94.57(11) . . ? O3 Zr2 N7 76.10(9) 2_667 . ? N9 Zr2 N7 119.12(10) . . ? N18 Zr2 N7 84.91(10) . . ? N8 Zr2 N11 94.34(11) . . ? O3 Zr2 N11 76.95(9) 2_667 . ? N9 Zr2 N11 85.52(10) . . ? N18 Zr2 N11 120.93(10) . . ? N7 Zr2 N11 153.03(10) . . ? N8 Zr2 N10 169.65(11) . . ? O3 Zr2 N10 75.99(9) 2_667 . ? N9 Zr2 N10 81.47(10) . . ? N18 Zr2 N10 83.75(10) . . ? N7 Zr2 N10 79.67(9) . . ? N11 Zr2 N10 94.62(9) . . ? N8 Zr2 Zr1 143.01(9) . . ? O3 Zr2 Zr1 37.61(6) 2_667 . ? N9 Zr2 Zr1 122.34(8) . . ? N18 Zr2 Zr1 117.82(8) . . ? N7 Zr2 Zr1 63.69(7) . . ? N11 Zr2 Zr1 94.74(7) . . ? N10 Zr2 Zr1 40.95(7) . . ? Zr1 O3 Zr2 128.71(11) . 2_667 ? Zr1 O3 Zr1 104.84(9) . 2_667 ? Zr2 O3 Zr1 105.88(9) 2_667 2_667 ? C24 N4 N12 107.7(3) . . ? C24 N4 Zr1 176.5(3) . . ? N12 N4 Zr1 72.10(16) . . ? C13 N5 N11 108.1(3) . 2_667 ? C13 N5 Zr1 137.2(2) . . ? N11 N5 Zr1 101.41(18) 2_667 . ? C17 N6 N7 107.9(3) . . ? C17 N6 Zr1 137.7(2) . . ? N7 N6 Zr1 114.38(18) . . ? C21 N7 N6 108.3(3) . . ? C21 N7 Zr2 132.4(2) . . ? N6 N7 Zr2 114.78(18) . . ? C36 N8 C34 111.5(3) . . ? C36 N8 Zr2 133.5(3) . . ? C34 N8 Zr2 115.0(2) . . ? C15 N9 N18 108.3(3) . . ? C15 N9 Zr2 173.4(3) . . ? N18 N9 Zr2 72.44(17) . . ? C28 N10 C22 106.3(3) . . ? C28 N10 Zr1 117.8(2) . . ? C22 N10 Zr1 108.6(2) . . ? C28 N10 Zr2 115.2(2) . . ? C22 N10 Zr2 114.3(2) . . ? Zr1 N10 Zr2 94.52(10) . . ? C26 N11 N5 106.7(3) . 2_667 ? C26 N11 Zr2 128.5(2) . . ? N5 N11 Zr2 115.58(19) 2_667 . ? C25 N12 N4 108.2(3) . . ? C25 N12 Zr1 175.1(3) . . ? N4 N12 Zr1 71.46(16) . . ? N5 C13 C16 108.9(3) . . ? N5 C13 C30 121.5(3) . . ? C16 C13 C30 129.3(3) . . ? C21 C14 H14A 109.5 . . ? C21 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C21 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N9 C15 C19 108.2(3) . . ? N9 C15 C33 122.1(3) . . ? C19 C15 C33 129.7(4) . . ? C26 C16 C13 106.2(3) 2_667 . ? C26 C16 H16 126.9 2_667 . ? C13 C16 H16 126.9 . . ? N6 C17 C31 108.8(3) . . ? N6 C17 C35 123.0(3) . . ? C31 C17 C35 128.2(3) . . ? C20 N18 N9 108.9(3) . . ? C20 N18 Zr2 173.7(3) . . ? N9 N18 Zr2 71.90(17) . . ? C15 C19 C20 106.9(3) . . ? C15 C19 H19 126.5 . . ? C20 C19 H19 126.5 . . ? N18 C20 C19 107.7(3) . . ? N18 C20 C32 121.7(3) . . ? C19 C20 C32 130.5(4) . . ? N7 C21 C31 108.9(3) . . ? N7 C21 C14 122.2(3) . . ? C31 C21 C14 128.8(3) . . ? N10 C22 H22A 109.5 . . ? N10 C22 H22B 109.5 . . ? H22A C22 H22B 109.5 . . ? N10 C22 H22C 109.5 . . ? H22A C22 H22C 109.5 . . ? H22B C22 H22C 109.5 . . ? C24 C23 C25 105.9(3) . . ? C24 C23 H23 127.1 . . ? C25 C23 H23 127.1 . . ? N4 C24 C23 109.4(3) . . ? N4 C24 C40 121.5(3) . . ? C23 C24 C40 129.0(3) . . ? N12 C25 C23 108.8(3) . . ? N12 C25 C29 122.1(3) . . ? C23 C25 C29 129.1(3) . . ? N11 C26 C16 109.9(3) . 2_667 ? N11 C26 C27 121.9(3) . . ? C16 C26 C27 128.2(3) 2_667 . ? C26 C27 H27A 109.5 . . ? C26 C27 H27B 109.5 . . ? H27A C27 H27B 109.5 . . ? C26 C27 H27C 109.5 . . ? H27A C27 H27C 109.5 . . ? H27B C27 H27C 109.5 . . ? N10 C28 H28A 109.5 . . ? N10 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N10 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C25 C29 H29A 109.5 . . ? C25 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? C25 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C13 C30 H30A 109.5 . . ? C13 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? C13 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C17 C31 C21 106.1(3) . . ? C17 C31 H31 126.9 . . ? C21 C31 H31 126.9 . . ? C20 C32 H32A 109.5 . . ? C20 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C20 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C15 C33 H33A 109.5 . . ? C15 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? C15 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N8 C34 H34A 109.5 . . ? N8 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N8 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C17 C35 H35A 109.5 . . ? C17 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C17 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N8 C36 H36A 109.5 . . ? N8 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? N8 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C24 C40 H40A 109.5 . . ? C24 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C24 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? _diffrn_measured_fraction_theta_max 0.993 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.993 _refine_diff_density_max 0.592 _refine_diff_density_min -0.709 _refine_diff_density_rms 0.103 # SQUEEZE RESULTS (APPEND TO CIF) # Note: Data are Listed for all Voids in the P1 Unit Cell # i.e. Centre of Gravity, Solvent Accessible Volume, # Recovered number of Electrons in the Void and # Details about the Squeezed Material 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 0.000 0.500 365 59 ' ' _platon_squeeze_details ;A molecule of toluene crystallized with every molecule of this compound but presented severe disorder and it was not possible to get a chemical sensible model for it, so Squeeze procedure was used to remove their contribution to the structure factors. ; #======END