Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2008 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Ying Mu' _publ_contact_author_address ; Key Lab. For Supramolecular Structure and Materials of 2699 Qianjin Street, Changchun, 130012 P. R. China changchun jilin 130012 CHINA ; _publ_contact_author_email YMU@JLU.EDU.CN _publ_section_title ; Bimetallic Anilido-Aldimine Al or Zn Complexes for Efficient Ring-Opening Polymerization of ?-Caprolactone ; loop_ _publ_author_name 'Ying Mu' 'Aihong Gao' 'Wei Gao' 'Wei Yao' 'Ling Ye' data_ll _database_code_depnum_ccdc_archive 'CCDC 661121' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 'not measured' _chemical_formula_moiety 'C36 H44 Al2 N4' _chemical_formula_sum 'C36 H44 Al2 N4' _chemical_formula_weight 586.71 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' Al Al 0.0645 0.0514 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M p-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.1734(14) _cell_length_b 9.0776(18) _cell_length_c 13.563(3) _cell_angle_alpha 96.84(3) _cell_angle_beta 92.58(3) _cell_angle_gamma 103.15(3) _cell_volume 851.5(3) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 3564 _cell_measurement_theta_min 1.52 _cell_measurement_theta_max 27.48 _exptl_crystal_description pillar _exptl_crystal_colour yellow _exptl_crystal_size_max 0.30 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.11 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.144 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 314 _exptl_absorpt_coefficient_mu 0.115 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9663 _exptl_absorpt_correction_T_max 0.9879 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 9.00cm _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 6252 _diffrn_reflns_av_R_equivalents 0.0872 _diffrn_reflns_av_sigmaI/netI 0.1782 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 1.52 _diffrn_reflns_theta_max 27.48 _reflns_number_total 3564 _reflns_number_gt 1193 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _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^)+(0.1067P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.028(9) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 3564 _refine_ls_number_parameters 191 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1971 _refine_ls_R_factor_gt 0.0837 _refine_ls_wR_factor_ref 0.2658 _refine_ls_wR_factor_gt 0.2163 _refine_ls_goodness_of_fit_ref 0.993 _refine_ls_restrained_S_all 0.993 _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 Al Al 0.2060(3) 0.88826(17) 0.18771(12) 0.0582(6) Uani 1 1 d . . . C1 C 0.1624(8) 0.7004(6) 0.3375(4) 0.0554(14) Uani 1 1 d . . . C2 C 0.3189(9) 0.6376(6) 0.3503(4) 0.0688(17) Uani 1 1 d . . . C3 C 0.3972(11) 0.6379(10) 0.4446(6) 0.106(3) Uani 1 1 d . . . H3 H 0.5012 0.5945 0.4540 0.127 Uiso 1 1 calc R . . C4 C 0.3199(14) 0.7031(10) 0.5252(7) 0.116(3) Uani 1 1 d . . . H4 H 0.3776 0.7104 0.5890 0.140 Uiso 1 1 calc R . . C5 C 0.1596(13) 0.7567(9) 0.5118(5) 0.101(2) Uani 1 1 d . . . H5 H 0.1035 0.7930 0.5673 0.121 Uiso 1 1 calc R . . C6 C 0.0777(9) 0.7588(6) 0.4178(4) 0.0688(16) Uani 1 1 d . . . C7 C 0.3975(10) 0.5590(8) 0.2641(5) 0.099(2) Uani 1 1 d . . . H7A H 0.4407 0.6300 0.2182 0.148 Uiso 1 1 calc R . . H7B H 0.2990 0.4755 0.2311 0.148 Uiso 1 1 calc R . . H7C H 0.5033 0.5209 0.2878 0.148 Uiso 1 1 calc R . . C8 C -0.0978(10) 0.8151(8) 0.4057(5) 0.096(2) Uani 1 1 d . . . H8A H -0.0671 0.9113 0.3802 0.144 Uiso 1 1 calc R . . H8B H -0.1508 0.8280 0.4690 0.144 Uiso 1 1 calc R . . H8C H -0.1898 0.7427 0.3599 0.144 Uiso 1 1 calc R . . C9 C -0.0483(7) 0.5894(5) 0.1925(4) 0.0469(12) Uani 1 1 d . . . C10 C -0.1141(8) 0.4566(5) 0.2390(4) 0.0565(14) Uani 1 1 d . . . H10 H -0.0635 0.4521 0.3027 0.068 Uiso 1 1 calc R . . C11 C -0.2494(8) 0.3367(6) 0.1919(5) 0.0659(16) Uani 1 1 d . . . H11 H -0.2883 0.2513 0.2242 0.079 Uiso 1 1 calc R . . C12 C -0.3323(9) 0.3363(6) 0.0973(4) 0.0664(15) Uani 1 1 d . . . H12 H -0.4261 0.2532 0.0666 0.080 Uiso 1 1 calc R . . C13 C -0.2714(8) 0.4614(6) 0.0515(4) 0.0613(15) Uani 1 1 d . . . H13 H -0.3254 0.4634 -0.0118 0.074 Uiso 1 1 calc R . . C14 C -0.1293(7) 0.5888(5) 0.0964(4) 0.0488(13) Uani 1 1 d . . . C15 C -0.0778(8) 0.7122(6) 0.0395(4) 0.0544(14) Uani 1 1 d . . . H15 H -0.1410 0.6996 -0.0234 0.065 Uiso 1 1 calc R . . C16 C 0.0698(8) 0.9501(6) -0.0072(4) 0.0604(15) Uani 1 1 d . . . H16A H 0.0487 0.8957 -0.0743 0.072 Uiso 1 1 calc R . . H16B H 0.1998 1.0130 0.0009 0.072 Uiso 1 1 calc R . . C33 C 0.1731(10) 1.0790(6) 0.2580(5) 0.090(2) Uani 1 1 d . . . H33A H 0.0414 1.0681 0.2727 0.134 Uiso 1 1 calc R . . H33B H 0.2079 1.1588 0.2170 0.134 Uiso 1 1 calc R . . H33C H 0.2537 1.1044 0.3189 0.134 Uiso 1 1 calc R . . C34 C 0.4720(8) 0.9009(6) 0.1570(5) 0.0813(19) Uani 1 1 d . . . H34A H 0.5548 0.9360 0.2169 0.122 Uiso 1 1 calc R . . H34B H 0.5061 0.9710 0.1095 0.122 Uiso 1 1 calc R . . H34C H 0.4860 0.8018 0.1297 0.122 Uiso 1 1 calc R . . N1 N 0.0875(6) 0.7103(4) 0.2383(3) 0.0468(10) Uani 1 1 d . . . N2 N 0.0466(6) 0.8393(5) 0.0655(3) 0.0518(11) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Al 0.0738(12) 0.0390(9) 0.0613(11) 0.0145(7) 0.0080(9) 0.0076(8) C1 0.064(4) 0.050(3) 0.056(3) 0.016(3) 0.011(3) 0.015(3) C2 0.068(4) 0.067(4) 0.075(4) 0.033(3) -0.001(3) 0.012(3) C3 0.110(6) 0.137(7) 0.089(5) 0.061(5) 0.009(5) 0.042(5) C4 0.127(8) 0.136(7) 0.087(6) 0.049(6) -0.003(6) 0.019(6) C5 0.131(7) 0.117(6) 0.054(4) 0.010(4) 0.016(5) 0.027(5) C6 0.073(4) 0.067(4) 0.062(4) 0.007(3) 0.011(3) 0.006(3) C7 0.116(6) 0.093(5) 0.116(6) 0.040(4) 0.041(5) 0.064(5) C8 0.088(5) 0.105(5) 0.093(5) -0.005(4) 0.032(4) 0.025(4) C9 0.055(3) 0.042(3) 0.049(3) 0.013(2) 0.013(3) 0.018(3) C10 0.067(4) 0.039(3) 0.064(3) 0.014(3) 0.013(3) 0.008(3) C11 0.073(4) 0.041(3) 0.084(4) 0.015(3) 0.017(4) 0.008(3) C12 0.078(4) 0.048(3) 0.068(4) 0.003(3) 0.009(3) 0.006(3) C13 0.067(4) 0.057(3) 0.060(3) 0.004(3) 0.007(3) 0.019(3) C14 0.052(3) 0.040(3) 0.056(3) 0.014(2) 0.007(3) 0.011(2) C15 0.069(4) 0.055(3) 0.045(3) 0.011(3) 0.007(3) 0.023(3) C16 0.072(4) 0.055(3) 0.064(3) 0.027(3) 0.016(3) 0.023(3) C33 0.128(6) 0.049(3) 0.087(5) 0.001(3) 0.007(4) 0.014(4) C34 0.077(4) 0.062(4) 0.094(5) 0.021(3) 0.002(4) -0.010(3) N1 0.053(3) 0.035(2) 0.048(2) 0.0014(18) -0.002(2) 0.005(2) N2 0.066(3) 0.042(2) 0.055(3) 0.019(2) 0.013(2) 0.020(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 Al N1 1.870(4) . ? Al N2 1.917(5) . ? Al C33 1.943(6) . ? Al C34 1.953(6) . ? C1 C6 1.380(7) . ? C1 C2 1.383(7) . ? C1 N1 1.446(6) . ? C2 C3 1.374(9) . ? C2 C7 1.495(8) . ? C3 C4 1.380(10) . ? C3 H3 0.9300 . ? C4 C5 1.360(10) . ? C4 H4 0.9300 . ? C5 C6 1.383(9) . ? C5 H5 0.9300 . ? C6 C8 1.472(8) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 N1 1.355(6) . ? C9 C14 1.403(7) . ? C9 C10 1.422(6) . ? C10 C11 1.354(7) . ? C10 H10 0.9300 . ? C11 C12 1.389(7) . ? C11 H11 0.9300 . ? C12 C13 1.354(7) . ? C12 H12 0.9300 . ? C13 C14 1.410(7) . ? C13 H13 0.9300 . ? C14 C15 1.424(6) . ? C15 N2 1.287(6) . ? C15 H15 0.9300 . ? C16 N2 1.479(5) . ? C16 C16 1.499(9) 2_575 ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C33 H33A 0.9600 . ? C33 H33B 0.9600 . ? C33 H33C 0.9600 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 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 N1 Al N2 94.25(19) . . ? N1 Al C33 116.3(2) . . ? N2 Al C33 109.3(2) . . ? N1 Al C34 114.8(2) . . ? N2 Al C34 108.7(2) . . ? C33 Al C34 111.8(3) . . ? C6 C1 C2 121.5(6) . . ? C6 C1 N1 118.5(5) . . ? C2 C1 N1 120.0(5) . . ? C3 C2 C1 119.7(6) . . ? C3 C2 C7 118.6(7) . . ? C1 C2 C7 121.6(6) . . ? C2 C3 C4 119.3(8) . . ? C2 C3 H3 120.3 . . ? C4 C3 H3 120.3 . . ? C5 C4 C3 120.2(8) . . ? C5 C4 H4 119.9 . . ? C3 C4 H4 119.9 . . ? C4 C5 C6 121.8(8) . . ? C4 C5 H5 119.1 . . ? C6 C5 H5 119.1 . . ? C1 C6 C5 117.3(6) . . ? C1 C6 C8 122.1(6) . . ? C5 C6 C8 120.5(6) . . ? C2 C7 H7A 109.5 . . ? C2 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C2 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C6 C8 H8A 109.5 . . ? C6 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C6 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 C14 121.4(4) . . ? N1 C9 C10 121.8(5) . . ? C14 C9 C10 116.8(5) . . ? C11 C10 C9 120.9(5) . . ? C11 C10 H10 119.6 . . ? C9 C10 H10 119.6 . . ? C10 C11 C12 122.6(5) . . ? C10 C11 H11 118.7 . . ? C12 C11 H11 118.7 . . ? C13 C12 C11 117.5(5) . . ? C13 C12 H12 121.2 . . ? C11 C12 H12 121.2 . . ? C12 C13 C14 122.4(5) . . ? C12 C13 H13 118.8 . . ? C14 C13 H13 118.8 . . ? C9 C14 C13 119.8(5) . . ? C9 C14 C15 123.7(5) . . ? C13 C14 C15 116.5(5) . . ? N2 C15 C14 127.2(5) . . ? N2 C15 H15 116.4 . . ? C14 C15 H15 116.4 . . ? N2 C16 C16 110.7(5) . 2_575 ? N2 C16 H16A 109.5 . . ? C16 C16 H16A 109.5 2_575 . ? N2 C16 H16B 109.5 . . ? C16 C16 H16B 109.5 2_575 . ? H16A C16 H16B 108.1 . . ? Al C33 H33A 109.5 . . ? Al C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? Al C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? Al C34 H34A 109.5 . . ? Al C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? Al C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C9 N1 C1 117.4(4) . . ? C9 N1 Al 128.6(3) . . ? C1 N1 Al 113.9(3) . . ? C15 N2 C16 116.3(4) . . ? C15 N2 Al 124.4(3) . . ? C16 N2 Al 119.2(4) . . ? _diffrn_measured_fraction_theta_max 0.909 _diffrn_reflns_theta_full 27.48 _diffrn_measured_fraction_theta_full 0.909 _refine_diff_density_max 0.408 _refine_diff_density_min -0.381 _refine_diff_density_rms 0.109 # Attachment '2.cif' data_gg _database_code_depnum_ccdc_archive 'CCDC 661122' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 'not measured' _chemical_formula_moiety 'C44 H60 Al2 N4' _chemical_formula_sum 'C44 H60 Al2 N4' _chemical_formula_weight 698.92 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 0.0000 '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 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Al Al 0.0645 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M P-42(1)m loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' '-y+1/2, -x+1/2, z' 'y+1/2, x+1/2, z' _cell_length_a 15.200(2) _cell_length_b 15.200(2) _cell_length_c 9.0022(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2079.9(6) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 20121 _cell_measurement_theta_min 3.00 _cell_measurement_theta_max 27.46 _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.38 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.27 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.116 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 756 _exptl_absorpt_coefficient_mu 0.104 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.9618 _exptl_absorpt_correction_T_max 0.9727 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number none _diffrn_standards_interval_count none _diffrn_standards_interval_time none _diffrn_standards_decay_% none _diffrn_reflns_number 20121 _diffrn_reflns_av_R_equivalents 0.0496 _diffrn_reflns_av_sigmaI/netI 0.0184 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 19 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 3.00 _diffrn_reflns_theta_max 27.46 _reflns_number_total 1417 _reflns_number_gt 1256 _reflns_threshold_expression >2sigma(I) _computing_data_collection Process-auto _computing_cell_refinement Process-auto _computing_data_reduction Process-auto _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _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^)+(0.1241P)^2^+0.6409P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 10(10) _refine_ls_number_reflns 1417 _refine_ls_number_parameters 142 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0696 _refine_ls_R_factor_gt 0.0627 _refine_ls_wR_factor_ref 0.1821 _refine_ls_wR_factor_gt 0.1753 _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.005 _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 Al Al 0.13821(6) 0.63821(6) 0.20583(16) 0.0465(5) Uani 1 2 d S . . C1 C 0.22139(19) 0.72139(19) -0.0482(4) 0.0314(9) Uani 1 2 d S . . C2 C 0.2808(2) 0.7808(2) -0.1158(6) 0.0609(17) Uani 1 2 d S . . H2 H 0.3160 0.8160 -0.0559 0.073 Uiso 1 2 calc SR . . C3 C 0.2877(3) 0.7877(3) -0.2672(7) 0.079(3) Uani 1 2 d S . . H3 H 0.3277 0.8277 -0.3066 0.095 Uiso 1 2 calc SR . . C4 C 0.2379(3) 0.7379(3) -0.3630(6) 0.0668(18) Uani 1 2 d S . . H4 H 0.2438 0.7438 -0.4653 0.080 Uiso 1 2 calc SR . . C5 C 0.1796(2) 0.6796(2) -0.3032(6) 0.0480(12) Uani 1 2 d S . . H5 H 0.1453 0.6453 -0.3662 0.058 Uiso 1 2 calc SR . . C6 C 0.1699(2) 0.6699(2) -0.1484(5) 0.0356(9) Uani 1 2 d S . . C7 C 0.1074(2) 0.6074(2) -0.1038(6) 0.070(2) Uani 1 2 d S . . C8 C 0.27060(17) 0.77060(17) 0.1901(4) 0.0285(8) Uani 1 2 d S . . C9 C 0.2414(2) 0.8543(2) 0.2325(4) 0.0380(7) Uani 1 1 d . . . C10 C 0.2969(3) 0.9066(2) 0.3181(5) 0.0482(9) Uani 1 1 d . . . H10 H 0.2779 0.9621 0.3475 0.058 Uiso 1 1 calc R . . C11 C 0.3786(2) 0.8786(2) 0.3599(6) 0.0485(12) Uani 1 2 d S . . H11 H 0.4148 0.9148 0.4164 0.058 Uiso 1 2 calc SR . . C12 C 0.1522(3) 0.8900(3) 0.1870(6) 0.0618(12) Uani 1 1 d . . . H12 H 0.1183 0.8418 0.1426 0.074 Uiso 1 1 calc R . . C13 C 0.1017(4) 0.9231(6) 0.3276(11) 0.140(4) Uani 1 1 d . . . H13A H 0.1253 0.9788 0.3583 0.210 Uiso 1 1 calc R . . H13B H 0.1083 0.8812 0.4065 0.210 Uiso 1 1 calc R . . H13C H 0.0404 0.9298 0.3043 0.210 Uiso 1 1 calc R . . C14 C 0.1603(5) 0.9618(4) 0.0745(8) 0.0975(19) Uani 1 1 d U . . H14A H 0.1871 1.0123 0.1196 0.146 Uiso 1 1 calc R . . H14B H 0.1029 0.9773 0.0385 0.146 Uiso 1 1 calc R . . H14C H 0.1960 0.9419 -0.0068 0.146 Uiso 1 1 calc R . . C15 C 0.0492(4) 0.4873(4) 0.0429(7) 0.0408(15) Uani 0.50 1 d P . . C16 C 0.1944(5) 0.5440(3) 0.3195(6) 0.091(2) Uani 1 1 d . . . H16A H 0.2350 0.5129 0.2568 0.137 Uiso 1 1 calc R . . H16B H 0.1503 0.5041 0.3552 0.137 Uiso 1 1 calc R . . H16C H 0.2255 0.5689 0.4023 0.137 Uiso 1 1 calc R . . N1 N 0.21441(15) 0.71441(15) 0.1012(4) 0.0299(7) Uani 1 2 d S . . N2 N 0.1031(3) 0.5691(3) 0.0315(6) 0.0334(13) Uani 0.50 1 d P . . 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 Al 0.0558(6) 0.0558(6) 0.0279(6) 0.0023(4) 0.0023(4) -0.0293(7) C1 0.0335(12) 0.0335(12) 0.0272(19) -0.0009(11) -0.0009(11) -0.0063(16) C2 0.074(3) 0.074(3) 0.035(3) 0.0032(14) 0.0032(14) -0.048(3) C3 0.101(4) 0.101(4) 0.036(3) 0.0083(16) 0.0083(16) -0.066(5) C4 0.087(3) 0.087(3) 0.027(2) 0.0062(16) 0.0062(16) -0.031(4) C5 0.0579(19) 0.0579(19) 0.028(2) -0.0036(15) -0.0036(15) -0.015(2) C6 0.0402(14) 0.0402(14) 0.0265(18) -0.0016(12) -0.0016(12) -0.0114(18) C7 0.089(3) 0.089(3) 0.032(2) -0.0047(14) -0.0047(14) -0.065(4) C8 0.0297(11) 0.0297(11) 0.0262(17) 0.0003(11) 0.0003(11) -0.0056(15) C9 0.0424(16) 0.0333(14) 0.0382(15) -0.0035(13) -0.0039(13) -0.0012(13) C10 0.059(2) 0.0373(16) 0.048(2) -0.0124(15) -0.0063(17) -0.0015(15) C11 0.0514(17) 0.0514(17) 0.043(2) -0.0126(16) -0.0126(16) -0.012(2) C12 0.053(2) 0.0413(18) 0.091(3) -0.011(2) -0.020(2) 0.0119(16) C13 0.074(4) 0.162(7) 0.185(8) -0.084(7) 0.005(5) 0.058(5) C14 0.098(2) 0.095(2) 0.099(2) 0.0024(10) -0.0035(10) 0.0006(10) C15 0.038(3) 0.037(3) 0.047(3) 0.000(3) 0.004(3) -0.016(3) C16 0.164(6) 0.058(3) 0.053(3) 0.018(2) 0.016(3) -0.009(3) N1 0.0325(10) 0.0325(10) 0.0249(15) -0.0007(9) -0.0007(9) -0.0089(14) N2 0.032(2) 0.031(2) 0.037(2) -0.0003(19) 0.0001(19) -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 Al N1 1.890(4) . ? Al C16 1.956(6) . ? Al C16 1.956(6) 8_455 ? Al N2 1.962(5) 8_455 ? Al N2 1.962(5) . ? C1 N1 1.353(5) . ? C1 C2 1.414(6) . ? C1 C6 1.428(6) . ? C2 C3 1.371(8) . ? C2 H2 0.9300 . ? C3 C4 1.375(9) . ? C3 H3 0.9300 . ? C4 C5 1.365(8) . ? C4 H4 0.9300 . ? C5 C6 1.408(6) . ? C5 H5 0.9300 . ? C6 C7 1.403(6) . ? C7 N2 1.351(7) . ? C7 N2 1.351(7) 8_455 ? C8 C9 1.401(4) . ? C8 C9 1.401(4) 8_455 ? C8 N1 1.449(5) . ? C9 C10 1.393(5) . ? C9 C12 1.516(5) . ? C10 C11 1.366(5) . ? C10 H10 0.9300 . ? C11 C10 1.366(5) 8_455 ? C11 H11 0.9300 . ? C12 C14 1.495(8) . ? C12 C13 1.563(9) . ? C12 H12 0.9800 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 C15 0.783(12) 7 ? C15 C15 1.331(15) 8_455 ? C15 N2 1.494(7) . ? C15 C15 1.544(14) 2_565 ? C15 N2 1.790(8) 8_455 ? C16 H16A 0.9600 . ? C16 H16B 0.9600 . ? C16 H16C 0.9600 . ? N2 N2 0.730(9) 8_455 ? N2 C15 1.790(8) 8_455 ? 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 Al C16 116.2(2) . . ? N1 Al C16 116.2(2) . 8_455 ? C16 Al C16 111.4(4) . 8_455 ? N1 Al N2 95.51(18) . 8_455 ? C16 Al N2 117.0(2) . 8_455 ? C16 Al N2 98.4(2) 8_455 8_455 ? N1 Al N2 95.51(18) . . ? C16 Al N2 98.4(2) . . ? C16 Al N2 117.0(2) 8_455 . ? N2 Al N2 21.5(3) 8_455 . ? N1 C1 C2 121.8(4) . . ? N1 C1 C6 122.9(4) . . ? C2 C1 C6 115.3(4) . . ? C3 C2 C1 121.8(5) . . ? C3 C2 H2 119.1 . . ? C1 C2 H2 119.1 . . ? C2 C3 C4 122.6(5) . . ? C2 C3 H3 118.7 . . ? C4 C3 H3 118.7 . . ? C5 C4 C3 117.9(5) . . ? C5 C4 H4 121.0 . . ? C3 C4 H4 121.0 . . ? C4 C5 C6 121.7(5) . . ? C4 C5 H5 119.2 . . ? C6 C5 H5 119.2 . . ? C7 C6 C5 115.1(4) . . ? C7 C6 C1 124.1(4) . . ? C5 C6 C1 120.8(4) . . ? N2 C7 N2 31.4(4) . 8_455 ? N2 C7 C6 125.7(4) . . ? N2 C7 C6 125.7(4) 8_455 . ? C9 C8 C9 120.1(4) . 8_455 ? C9 C8 N1 119.94(19) . . ? C9 C8 N1 119.94(19) 8_455 . ? C10 C9 C8 118.5(3) . . ? C10 C9 C12 119.2(3) . . ? C8 C9 C12 122.3(3) . . ? C11 C10 C9 121.7(3) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C10 C11 C10 119.4(5) 8_455 . ? C10 C11 H11 120.3 8_455 . ? C10 C11 H11 120.3 . . ? C14 C12 C9 111.7(4) . . ? C14 C12 C13 110.7(5) . . ? C9 C12 C13 109.6(5) . . ? C14 C12 H12 108.2 . . ? C9 C12 H12 108.2 . . ? C13 C12 H12 108.2 . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C15 C15 C15 90.000(2) 7 8_455 ? C15 C15 N2 167.7(3) 7 . ? C15 C15 N2 78.4(3) 8_455 . ? C15 C15 C15 59.5(5) 7 2_565 ? C15 C15 C15 30.5(5) 8_455 2_565 ? N2 C15 C15 108.8(7) . 2_565 ? C15 C15 N2 144.6(3) 7 8_455 ? C15 C15 N2 54.8(3) 8_455 8_455 ? N2 C15 N2 23.6(3) . 8_455 ? C15 C15 N2 85.2(6) 2_565 8_455 ? Al C16 H16A 109.5 . . ? Al C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? Al C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? C1 N1 C8 117.2(3) . . ? C1 N1 Al 126.3(3) . . ? C8 N1 Al 116.6(3) . . ? N2 N2 C7 74.3(2) 8_455 . ? N2 N2 C15 101.6(3) 8_455 . ? C7 N2 C15 116.6(5) . . ? N2 N2 C15 54.8(3) 8_455 8_455 ? C7 N2 C15 99.9(4) . 8_455 ? C15 N2 C15 46.8(5) . 8_455 ? N2 N2 Al 79.27(13) 8_455 . ? C7 N2 Al 118.5(3) . . ? C15 N2 Al 122.7(4) . . ? C15 N2 Al 108.2(4) 8_455 . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 0.555 _refine_diff_density_min -0.369 _refine_diff_density_rms 0.055 # Attachment '3.CIF' data_gg_3 _database_code_depnum_ccdc_archive 'CCDC 661123' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point 'not measured' _chemical_formula_moiety 'C36 H42 N4 Zn2' _chemical_formula_sum 'C36 H42 N4 Zn2' _chemical_formula_weight 661.48 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' Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.059(2) _cell_length_b 15.168(3) _cell_length_c 19.787(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.93(3) _cell_angle_gamma 90.00 _cell_volume 3301.2(11) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour yellow _exptl_crystal_size_max 0.10 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.331 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1384 _exptl_absorpt_coefficient_mu 1.483 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8659 _exptl_absorpt_correction_T_max 0.8659 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Rigaku RAXIS-RAPID' _diffrn_measurement_method omega-scan _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count 0 _diffrn_standards_interval_time 0 _diffrn_standards_decay_% 0 _diffrn_reflns_number 31010 _diffrn_reflns_av_R_equivalents 0.0695 _diffrn_reflns_av_sigmaI/netI 0.0626 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.21 _diffrn_reflns_theta_max 27.46 _reflns_number_total 7465 _reflns_number_gt 4139 _reflns_threshold_expression >2sigma(I) _computing_data_collection Process-auto _computing_cell_refinement Process-auto _computing_data_reduction Process-auto _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics SHELXP-97 _computing_publication_material SHELXTL _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^)+(0.0436P)^2^+0.8758P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef ? _refine_ls_number_reflns 7465 _refine_ls_number_parameters 379 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1089 _refine_ls_R_factor_gt 0.0471 _refine_ls_wR_factor_ref 0.1113 _refine_ls_wR_factor_gt 0.0927 _refine_ls_goodness_of_fit_ref 1.000 _refine_ls_restrained_S_all 1.000 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.7760(3) 0.8875(2) 0.14234(17) 0.0491(8) Uani 1 1 d . . . C2 C 0.7967(3) 0.8711(2) 0.07501(19) 0.0592(9) Uani 1 1 d . . . C3 C 0.9100(3) 0.8918(3) 0.0554(2) 0.0686(11) Uani 1 1 d . . . H3 H 0.9251 0.8820 0.0106 0.082 Uiso 1 1 calc R . . C4 C 1.0000(3) 0.9261(3) 0.0998(2) 0.0701(11) Uani 1 1 d . . . H4 H 1.0757 0.9387 0.0856 0.084 Uiso 1 1 calc R . . C5 C 0.9784(3) 0.9420(2) 0.1658(2) 0.0624(10) Uani 1 1 d . . . H5 H 1.0397 0.9660 0.1960 0.075 Uiso 1 1 calc R . . C6 C 0.8665(3) 0.9227(2) 0.18822(18) 0.0533(8) Uani 1 1 d . . . C7 C 0.8458(3) 0.9410(3) 0.2606(2) 0.0844(13) Uani 1 1 d . . . H7A H 0.7707 0.9724 0.2618 0.127 Uiso 1 1 calc R . . H7B H 0.9115 0.9761 0.2817 0.127 Uiso 1 1 calc R . . H7C H 0.8420 0.8864 0.2848 0.127 Uiso 1 1 calc R . . C8 C 0.6994(4) 0.8334(3) 0.0258(2) 0.0891(13) Uani 1 1 d . . . H8A H 0.6329 0.8743 0.0191 0.134 Uiso 1 1 calc R . . H8B H 0.6714 0.7789 0.0432 0.134 Uiso 1 1 calc R . . H8C H 0.7312 0.8228 -0.0169 0.134 Uiso 1 1 calc R . . C9 C 0.5671(3) 0.9181(2) 0.15621(17) 0.0509(8) Uani 1 1 d . . . C10 C 0.5798(3) 1.0037(2) 0.13035(19) 0.0606(9) Uani 1 1 d . . . H10 H 0.6552 1.0211 0.1183 0.073 Uiso 1 1 calc R . . C11 C 0.4856(3) 1.0619(3) 0.1223(2) 0.0675(10) Uani 1 1 d . . . H11 H 0.4982 1.1176 0.1046 0.081 Uiso 1 1 calc R . . C12 C 0.3711(3) 1.0399(3) 0.1401(2) 0.0705(11) Uani 1 1 d . . . H12 H 0.3076 1.0803 0.1356 0.085 Uiso 1 1 calc R . . C13 C 0.3551(3) 0.9582(3) 0.16406(19) 0.0661(11) Uani 1 1 d . . . H13 H 0.2785 0.9433 0.1759 0.079 Uiso 1 1 calc R . . C14 C 0.4482(3) 0.8933(2) 0.17242(17) 0.0518(8) Uani 1 1 d . . . C15 C 0.4116(3) 0.8073(3) 0.19082(17) 0.0561(9) Uani 1 1 d . . . H15 H 0.3293 0.8008 0.1955 0.067 Uiso 1 1 calc R . . C16 C 0.4118(3) 0.6552(2) 0.21470(18) 0.0599(9) Uani 1 1 d . . . H16A H 0.3253 0.6636 0.2026 0.072 Uiso 1 1 calc R . . H16B H 0.4244 0.6414 0.2628 0.072 Uiso 1 1 calc R . . C17 C 0.4551(3) 0.5787(2) 0.17442(17) 0.0554(9) Uani 1 1 d . . . H17A H 0.5394 0.5662 0.1899 0.066 Uiso 1 1 calc R . . H17B H 0.4076 0.5267 0.1825 0.066 Uiso 1 1 calc R . . C18 C 0.5409(3) 0.5910(2) 0.07097(17) 0.0481(8) Uani 1 1 d . . . H18 H 0.6097 0.5708 0.0974 0.058 Uiso 1 1 calc R . . C19 C 0.5569(3) 0.6104(2) 0.00198(16) 0.0454(7) Uani 1 1 d . . . C20 C 0.6739(3) 0.5946(2) -0.01738(19) 0.0571(9) Uani 1 1 d . . . H20 H 0.7310 0.5677 0.0138 0.069 Uiso 1 1 calc R . . C21 C 0.7078(3) 0.6168(3) -0.0792(2) 0.0695(11) Uani 1 1 d . . . H21 H 0.7851 0.6037 -0.0909 0.083 Uiso 1 1 calc R . . C22 C 0.6237(3) 0.6591(3) -0.1238(2) 0.0704(11) Uani 1 1 d . . . H22 H 0.6463 0.6767 -0.1657 0.084 Uiso 1 1 calc R . . C23 C 0.5085(3) 0.6764(2) -0.10904(17) 0.0584(9) Uani 1 1 d . . . H23 H 0.4549 0.7055 -0.1409 0.070 Uiso 1 1 calc R . . C24 C 0.4685(3) 0.6508(2) -0.04597(16) 0.0469(8) Uani 1 1 d . . . C25 C 0.2727(3) 0.7174(2) -0.07664(18) 0.0536(9) Uani 1 1 d . . . C26 C 0.2108(3) 0.6796(3) -0.1346(2) 0.0646(10) Uani 1 1 d . . . C27 C 0.1297(4) 0.7309(3) -0.1752(2) 0.0834(13) Uani 1 1 d . . . H27 H 0.0904 0.7073 -0.2149 0.100 Uiso 1 1 calc R . . C28 C 0.1063(4) 0.8167(3) -0.1577(3) 0.0890(14) Uani 1 1 d . . . H28 H 0.0506 0.8505 -0.1850 0.107 Uiso 1 1 calc R . . C29 C 0.1659(3) 0.8517(3) -0.0998(2) 0.0742(12) Uani 1 1 d . . . H29 H 0.1494 0.9095 -0.0880 0.089 Uiso 1 1 calc R . . C30 C 0.2491(3) 0.8040(2) -0.05876(19) 0.0584(9) Uani 1 1 d . . . C31 C 0.3119(4) 0.8444(3) 0.0052(2) 0.0757(11) Uani 1 1 d . . . H31A H 0.2808 0.8184 0.0441 0.114 Uiso 1 1 calc R . . H31B H 0.2972 0.9068 0.0049 0.114 Uiso 1 1 calc R . . H31C H 0.3978 0.8337 0.0071 0.114 Uiso 1 1 calc R . . C32 C 0.2292(4) 0.5844(3) -0.1519(2) 0.0896(13) Uani 1 1 d . . . H32A H 0.1971 0.5477 -0.1185 0.134 Uiso 1 1 calc R . . H32B H 0.3144 0.5729 -0.1523 0.134 Uiso 1 1 calc R . . H32C H 0.1877 0.5719 -0.1959 0.134 Uiso 1 1 calc R . . C33 C 0.7861(3) 0.6589(3) 0.2280(2) 0.0725(11) Uani 1 1 d . . . H33A H 0.8210 0.6740 0.2735 0.087 Uiso 1 1 calc R . . H33B H 0.7512 0.6004 0.2299 0.087 Uiso 1 1 calc R . . C34 C 0.8850(4) 0.6565(3) 0.1825(2) 0.0936(15) Uani 1 1 d . . . H34A H 0.8511 0.6439 0.1369 0.140 Uiso 1 1 calc R . . H34B H 0.9425 0.6115 0.1977 0.140 Uiso 1 1 calc R . . H34C H 0.9253 0.7127 0.1836 0.140 Uiso 1 1 calc R . . C35 C 0.1213(4) 0.6309(4) 0.0757(3) 0.116(2) Uani 1 1 d . . . H35A H 0.1062 0.5759 0.0984 0.139 Uiso 1 1 calc R . . H35B H 0.1144 0.6782 0.1081 0.139 Uiso 1 1 calc R . . C36 C 0.0266(4) 0.6427(6) 0.0189(4) 0.177(3) Uani 1 1 d . . . H36A H 0.0414 0.6963 -0.0047 0.266 Uiso 1 1 calc R . . H36B H -0.0514 0.6459 0.0360 0.266 Uiso 1 1 calc R . . H36C H 0.0279 0.5937 -0.0117 0.266 Uiso 1 1 calc R . . N1 N 0.6620(2) 0.86046(17) 0.16511(14) 0.0504(7) Uani 1 1 d . . . N2 N 0.4764(2) 0.73738(19) 0.20182(13) 0.0498(7) Uani 1 1 d . . . N3 N 0.4439(2) 0.59755(17) 0.10183(13) 0.0475(6) Uani 1 1 d . . . N4 N 0.3534(2) 0.66548(18) -0.03121(14) 0.0527(7) Uani 1 1 d . . . Zn1 Zn 0.65630(3) 0.74228(3) 0.20018(2) 0.05647(14) Uani 1 1 d . . . Zn2 Zn 0.28630(3) 0.62915(3) 0.05096(2) 0.06538(15) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0432(16) 0.051(2) 0.053(2) -0.0019(16) 0.0038(16) 0.0025(14) C2 0.061(2) 0.060(2) 0.056(2) -0.0013(18) 0.0011(18) 0.0017(17) C3 0.073(2) 0.076(3) 0.060(3) 0.002(2) 0.023(2) 0.004(2) C4 0.0477(19) 0.081(3) 0.085(3) 0.012(2) 0.019(2) 0.0062(18) C5 0.0389(17) 0.074(3) 0.074(3) 0.005(2) 0.0011(18) -0.0026(16) C6 0.0417(16) 0.060(2) 0.058(2) 0.0004(18) 0.0032(16) 0.0046(15) C7 0.065(2) 0.128(4) 0.060(3) -0.025(3) 0.006(2) -0.020(2) C8 0.099(3) 0.107(4) 0.058(3) -0.012(2) -0.003(2) -0.021(3) C9 0.0448(17) 0.060(2) 0.046(2) -0.0122(17) -0.0038(15) 0.0041(15) C10 0.0572(19) 0.057(2) 0.066(2) -0.006(2) -0.0002(18) 0.0032(17) C11 0.076(2) 0.059(2) 0.065(3) -0.007(2) -0.003(2) 0.0121(19) C12 0.068(2) 0.074(3) 0.067(3) -0.011(2) -0.002(2) 0.028(2) C13 0.0480(19) 0.093(3) 0.057(2) -0.015(2) 0.0044(17) 0.0142(19) C14 0.0423(16) 0.065(2) 0.047(2) -0.0122(17) -0.0009(15) 0.0058(15) C15 0.0385(16) 0.084(3) 0.046(2) -0.0050(19) 0.0066(15) 0.0022(17) C16 0.0532(19) 0.081(3) 0.046(2) 0.0052(19) 0.0092(17) -0.0113(18) C17 0.0548(19) 0.059(2) 0.052(2) 0.0121(18) 0.0040(17) -0.0104(16) C18 0.0423(16) 0.049(2) 0.051(2) 0.0021(16) -0.0076(15) 0.0018(14) C19 0.0417(15) 0.050(2) 0.0428(19) -0.0026(15) -0.0034(14) 0.0021(14) C20 0.0444(17) 0.069(2) 0.057(2) -0.0018(18) 0.0020(16) 0.0074(16) C21 0.053(2) 0.097(3) 0.060(2) 0.002(2) 0.0123(19) 0.009(2) C22 0.072(2) 0.091(3) 0.052(2) 0.008(2) 0.020(2) 0.008(2) C23 0.062(2) 0.069(3) 0.043(2) 0.0059(18) 0.0019(17) 0.0095(17) C24 0.0457(17) 0.051(2) 0.0437(19) -0.0032(15) 0.0017(15) 0.0023(14) C25 0.0467(17) 0.060(2) 0.053(2) 0.0036(18) -0.0022(16) 0.0054(15) C26 0.068(2) 0.061(3) 0.060(2) -0.001(2) -0.0162(19) 0.0071(18) C27 0.083(3) 0.075(3) 0.082(3) 0.004(2) -0.038(2) 0.002(2) C28 0.077(3) 0.072(3) 0.109(4) 0.015(3) -0.036(3) 0.014(2) C29 0.063(2) 0.056(3) 0.100(4) 0.000(2) -0.007(2) 0.0059(18) C30 0.0486(18) 0.063(2) 0.063(2) -0.001(2) 0.0009(17) 0.0015(16) C31 0.082(3) 0.078(3) 0.066(3) -0.015(2) 0.001(2) 0.003(2) C32 0.111(3) 0.073(3) 0.076(3) -0.012(2) -0.030(3) 0.013(2) C33 0.0503(19) 0.085(3) 0.083(3) 0.015(2) 0.012(2) 0.0071(18) C34 0.069(3) 0.111(4) 0.103(4) 0.010(3) 0.021(3) 0.022(2) C35 0.052(2) 0.206(6) 0.092(4) 0.024(4) 0.022(3) 0.018(3) C36 0.045(3) 0.329(11) 0.156(6) 0.027(6) 0.004(3) -0.004(4) N1 0.0400(13) 0.0536(17) 0.0570(18) -0.0033(14) 0.0019(12) 0.0017(12) N2 0.0428(14) 0.067(2) 0.0403(15) -0.0014(14) 0.0071(12) -0.0036(13) N3 0.0453(14) 0.0545(17) 0.0415(16) 0.0018(13) -0.0005(12) -0.0041(12) N4 0.0433(14) 0.0667(19) 0.0462(17) 0.0024(14) -0.0045(13) 0.0073(13) Zn1 0.0427(2) 0.0624(3) 0.0647(3) 0.0021(2) 0.00710(18) 0.00278(18) Zn2 0.0412(2) 0.0993(4) 0.0553(3) 0.0092(2) 0.00313(18) 0.0051(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 C1 C6 1.387(5) . ? C1 C2 1.397(5) . ? C1 N1 1.441(4) . ? C2 C3 1.386(5) . ? C2 C8 1.489(5) . ? C3 C4 1.361(5) . ? C3 H3 0.9300 . ? C4 C5 1.373(5) . ? C4 H4 0.9300 . ? C5 C6 1.388(4) . ? C5 H5 0.9300 . ? C6 C7 1.500(5) . ? C7 H7A 0.9600 . ? C7 H7B 0.9600 . ? C7 H7C 0.9600 . ? C8 H8A 0.9600 . ? C8 H8B 0.9600 . ? C8 H8C 0.9600 . ? C9 N1 1.363(4) . ? C9 C10 1.408(5) . ? C9 C14 1.436(4) . ? C10 C11 1.362(5) . ? C10 H10 0.9300 . ? C11 C12 1.390(5) . ? C11 H11 0.9300 . ? C12 C13 1.344(5) . ? C12 H12 0.9300 . ? C13 C14 1.421(5) . ? C13 H13 0.9300 . ? C14 C15 1.424(5) . ? C15 N2 1.285(4) . ? C15 H15 0.9300 . ? C16 N2 1.472(4) . ? C16 C17 1.513(5) . ? C16 H16A 0.9700 . ? C16 H16B 0.9700 . ? C17 N3 1.457(4) . ? C17 H17A 0.9700 . ? C17 H17B 0.9700 . ? C18 N3 1.292(4) . ? C18 C19 1.425(4) . ? C18 H18 0.9300 . ? C19 C20 1.408(4) . ? C19 C24 1.428(4) . ? C20 C21 1.358(5) . ? C20 H20 0.9300 . ? C21 C22 1.374(5) . ? C21 H21 0.9300 . ? C22 C23 1.362(5) . ? C22 H22 0.9300 . ? C23 C24 1.420(4) . ? C23 H23 0.9300 . ? C24 N4 1.354(4) . ? C25 C30 1.393(5) . ? C25 C26 1.396(5) . ? C25 N4 1.435(4) . ? C26 C27 1.380(5) . ? C26 C32 1.503(5) . ? C27 C28 1.378(6) . ? C27 H27 0.9300 . ? C28 C29 1.369(6) . ? C28 H28 0.9300 . ? C29 C30 1.369(5) . ? C29 H29 0.9300 . ? C30 C31 1.509(5) . ? C31 H31A 0.9600 . ? C31 H31B 0.9600 . ? C31 H31C 0.9600 . ? C32 H32A 0.9600 . ? C32 H32B 0.9600 . ? C32 H32C 0.9600 . ? C33 C34 1.487(5) . ? C33 Zn1 1.949(4) . ? C33 H33A 0.9700 . ? C33 H33B 0.9700 . ? C34 H34A 0.9600 . ? C34 H34B 0.9600 . ? C34 H34C 0.9600 . ? C35 C36 1.465(7) . ? C35 Zn2 1.938(4) . ? C35 H35A 0.9700 . ? C35 H35B 0.9700 . ? C36 H36A 0.9600 . ? C36 H36B 0.9600 . ? C36 H36C 0.9600 . ? N1 Zn1 1.926(3) . ? N2 Zn1 1.995(2) . ? N3 Zn2 1.979(3) . ? N4 Zn2 1.935(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag C6 C1 C2 120.9(3) . . ? C6 C1 N1 120.0(3) . . ? C2 C1 N1 118.9(3) . . ? C3 C2 C1 118.0(3) . . ? C3 C2 C8 121.1(4) . . ? C1 C2 C8 120.9(3) . . ? C4 C3 C2 121.8(4) . . ? C4 C3 H3 119.1 . . ? C2 C3 H3 119.1 . . ? C3 C4 C5 119.6(3) . . ? C3 C4 H4 120.2 . . ? C5 C4 H4 120.2 . . ? C4 C5 C6 121.0(4) . . ? C4 C5 H5 119.5 . . ? C6 C5 H5 119.5 . . ? C1 C6 C5 118.6(3) . . ? C1 C6 C7 121.7(3) . . ? C5 C6 C7 119.7(3) . . ? C6 C7 H7A 109.5 . . ? C6 C7 H7B 109.5 . . ? H7A C7 H7B 109.5 . . ? C6 C7 H7C 109.5 . . ? H7A C7 H7C 109.5 . . ? H7B C7 H7C 109.5 . . ? C2 C8 H8A 109.5 . . ? C2 C8 H8B 109.5 . . ? H8A C8 H8B 109.5 . . ? C2 C8 H8C 109.5 . . ? H8A C8 H8C 109.5 . . ? H8B C8 H8C 109.5 . . ? N1 C9 C10 122.3(3) . . ? N1 C9 C14 120.9(3) . . ? C10 C9 C14 116.8(3) . . ? C11 C10 C9 122.5(3) . . ? C11 C10 H10 118.8 . . ? C9 C10 H10 118.8 . . ? C10 C11 C12 121.3(4) . . ? C10 C11 H11 119.4 . . ? C12 C11 H11 119.4 . . ? C13 C12 C11 117.9(3) . . ? C13 C12 H12 121.1 . . ? C11 C12 H12 121.1 . . ? C12 C13 C14 124.0(3) . . ? C12 C13 H13 118.0 . . ? C14 C13 H13 118.0 . . ? C13 C14 C15 116.3(3) . . ? C13 C14 C9 117.5(3) . . ? C15 C14 C9 126.0(3) . . ? N2 C15 C14 129.1(3) . . ? N2 C15 H15 115.4 . . ? C14 C15 H15 115.4 . . ? N2 C16 C17 111.8(2) . . ? N2 C16 H16A 109.2 . . ? C17 C16 H16A 109.2 . . ? N2 C16 H16B 109.2 . . ? C17 C16 H16B 109.2 . . ? H16A C16 H16B 107.9 . . ? N3 C17 C16 111.7(3) . . ? N3 C17 H17A 109.3 . . ? C16 C17 H17A 109.3 . . ? N3 C17 H17B 109.3 . . ? C16 C17 H17B 109.3 . . ? H17A C17 H17B 107.9 . . ? N3 C18 C19 128.9(3) . . ? N3 C18 H18 115.5 . . ? C19 C18 H18 115.5 . . ? C20 C19 C18 115.7(3) . . ? C20 C19 C24 118.5(3) . . ? C18 C19 C24 125.5(3) . . ? C21 C20 C19 123.3(3) . . ? C21 C20 H20 118.3 . . ? C19 C20 H20 118.3 . . ? C20 C21 C22 117.6(3) . . ? C20 C21 H21 121.2 . . ? C22 C21 H21 121.2 . . ? C23 C22 C21 122.6(3) . . ? C23 C22 H22 118.7 . . ? C21 C22 H22 118.7 . . ? C22 C23 C24 121.2(3) . . ? C22 C23 H23 119.4 . . ? C24 C23 H23 119.4 . . ? N4 C24 C23 122.0(3) . . ? N4 C24 C19 121.4(3) . . ? C23 C24 C19 116.6(3) . . ? C30 C25 C26 120.5(3) . . ? C30 C25 N4 118.6(3) . . ? C26 C25 N4 120.7(3) . . ? C27 C26 C25 118.7(4) . . ? C27 C26 C32 120.3(4) . . ? C25 C26 C32 121.0(3) . . ? C28 C27 C26 120.9(4) . . ? C28 C27 H27 119.6 . . ? C26 C27 H27 119.6 . . ? C29 C28 C27 119.3(4) . . ? C29 C28 H28 120.3 . . ? C27 C28 H28 120.3 . . ? C28 C29 C30 121.8(4) . . ? C28 C29 H29 119.1 . . ? C30 C29 H29 119.1 . . ? C29 C30 C25 118.7(4) . . ? C29 C30 C31 120.4(4) . . ? C25 C30 C31 120.9(3) . . ? C30 C31 H31A 109.5 . . ? C30 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? C30 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C26 C32 H32A 109.5 . . ? C26 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C26 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C34 C33 Zn1 114.3(3) . . ? C34 C33 H33A 108.7 . . ? Zn1 C33 H33A 108.7 . . ? C34 C33 H33B 108.7 . . ? Zn1 C33 H33B 108.7 . . ? H33A C33 H33B 107.6 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? C36 C35 Zn2 115.2(4) . . ? C36 C35 H35A 108.5 . . ? Zn2 C35 H35A 108.5 . . ? C36 C35 H35B 108.5 . . ? Zn2 C35 H35B 108.5 . . ? H35A C35 H35B 107.5 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? C9 N1 C1 117.7(3) . . ? C9 N1 Zn1 126.1(2) . . ? C1 N1 Zn1 116.09(19) . . ? C15 N2 C16 117.1(3) . . ? C15 N2 Zn1 120.4(2) . . ? C16 N2 Zn1 122.5(2) . . ? C18 N3 C17 117.4(3) . . ? C18 N3 Zn2 120.6(2) . . ? C17 N3 Zn2 122.0(2) . . ? C24 N4 C25 119.5(3) . . ? C24 N4 Zn2 125.8(2) . . ? C25 N4 Zn2 114.53(19) . . ? N1 Zn1 C33 130.92(13) . . ? N1 Zn1 N2 96.35(11) . . ? C33 Zn1 N2 132.68(14) . . ? N4 Zn2 C35 131.36(17) . . ? N4 Zn2 N3 95.89(10) . . ? C35 Zn2 N3 132.65(17) . . ? _diffrn_measured_fraction_theta_max 0.986 _diffrn_reflns_theta_full 27.46 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.404 _refine_diff_density_min -0.324 _refine_diff_density_rms 0.055