# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 186/2128 data_global _publ-contact_author_name ; A. C. Jones ; _publ_contact_author_name ; Department of Chemistry, University of Liverpool Liverpool L69 7ZD, U.K. ; _publ_section_journal ' Journal of Material Chemistry' _publ_section_title ; Dimethylzinc Adducts with Macrocyclic Amines ; data_tony15 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C18 H44 N4 Zn2' _chemical_formula_weight 447.40 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0020 0.0020 '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' 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2220 1.4310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M ' P n n m' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, z+1/2' 'x+1/2, -y+1/2, z+1/2' '-x, -y, z' '-x, -y, -z' 'x-1/2, -y-1/2, -z-1/2' '-x-1/2, y-1/2, -z-1/2' 'x, y, -z' _cell_length_a 10.519(3) _cell_length_b 11.153(3) _cell_length_c 9.575(6) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1123.2(8) _cell_formula_units_Z 2 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.323 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 480 _exptl_absorpt_coefficient_mu 2.066 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(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 'Stoe IPDS' _diffrn_measurement_method 'Image Plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2862 _diffrn_reflns_av_R_equivalents 0.0377 _diffrn_reflns_av_sigmaI/netI 0.0545 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -10 _diffrn_reflns_limit_l_max 6 _diffrn_reflns_theta_min 2.66 _diffrn_reflns_theta_max 24.16 _reflns_number_total 813 _reflns_number_gt 585 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'IPDS (STOE, 1997)' _computing_cell_refinement ? _computing_data_reduction 'X-RED (STOE, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0421P)^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 813 _refine_ls_number_parameters 61 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0525 _refine_ls_R_factor_gt 0.0312 _refine_ls_wR_factor_ref 0.0764 _refine_ls_wR_factor_gt 0.0731 _refine_ls_goodness_of_fit_ref 0.945 _refine_ls_restrained_S_all 0.945 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.5474(6) 0.3005(4) 0.0000 0.0393(18) Uani 1 d S . . H1A H 0.4669 0.2581 0.0000 0.047 Uiso 1 calc SR . . H1B H 0.5530 0.3505 -0.0827 0.047 Uiso 0.50 calc PR . . H1C H 0.5530 0.3505 0.0827 0.047 Uiso 0.50 calc PR . . C2 C 0.8792(6) 0.2228(4) 0.0000 0.043(2) Uani 1 d S . . H2A H 0.9289 0.1496 0.0000 0.052 Uiso 1 calc SR . . H2B H 0.8993 0.2694 0.0827 0.052 Uiso 0.50 calc PR . . H2C H 0.8993 0.2694 -0.0827 0.052 Uiso 0.50 calc PR . . C3 C 0.7058(5) 0.0989(3) 0.2950(5) 0.0420(12) Uani 1 d . . . H3A H 0.6371 0.1541 0.3157 0.050 Uiso 1 calc R . . H3B H 0.7845 0.1433 0.2841 0.050 Uiso 1 calc R . . H3C H 0.7146 0.0420 0.3710 0.050 Uiso 1 calc R . . C4 C 0.5595(4) -0.0376(3) 0.1852(5) 0.0300(11) Uani 1 d . . . H4A H 0.5655 -0.0804 0.2743 0.036 Uiso 1 calc R . . H4B H 0.5533 -0.0976 0.1107 0.036 Uiso 1 calc R . . C5 C 0.7847(4) -0.0490(3) 0.1351(5) 0.0353(12) Uani 1 d . . . H5A H 0.7905 -0.1065 0.2122 0.042 Uiso 1 calc R . . H5B H 0.8635 -0.0020 0.1351 0.042 Uiso 1 calc R . . C6 C 0.7784(5) -0.1186(4) 0.0000 0.0333(17) Uani 1 d S . . H6A H 0.6990 -0.1645 0.0000 0.040 Uiso 1 calc SR . . H6B H 0.8484 -0.1766 0.0000 0.040 Uiso 1 calc SR . . N1 N 0.6772(3) 0.0338(2) 0.1644(3) 0.0246(8) Uani 1 d . . . Zn1 Zn 0.69107(7) 0.18140(5) 0.0000 0.0275(2) Uani 1 d S . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.035(4) 0.020(3) 0.063(6) 0.000 0.000 -0.001(2) C2 0.035(4) 0.032(3) 0.062(6) 0.000 0.000 -0.015(3) C3 0.046(3) 0.051(2) 0.029(3) -0.0064(19) -0.007(2) -0.006(2) C4 0.031(3) 0.0253(17) 0.034(3) 0.0064(16) -0.001(2) -0.0034(15) C5 0.025(3) 0.0311(19) 0.049(4) 0.0079(19) -0.007(2) 0.0027(15) C6 0.021(4) 0.028(3) 0.051(5) 0.000 0.000 0.005(2) N1 0.023(2) 0.0252(13) 0.025(2) -0.0005(12) -0.0024(18) -0.0004(13) Zn1 0.0232(4) 0.0235(3) 0.0358(5) 0.000 0.000 -0.0008(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 C1 Zn1 2.012(5) . ? C2 Zn1 2.032(6) . ? C3 N1 1.477(5) . ? C4 N1 1.485(5) . ? C4 C4 1.507(8) 4_655 ? C5 N1 1.486(5) . ? C5 C6 1.510(5) . ? C6 C5 1.510(5) 8 ? N1 Zn1 2.282(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 N1 C4 C4 113.2(3) . 4_655 ? N1 C5 C6 116.6(4) . . ? C5 C6 C5 117.9(4) . 8 ? C3 N1 C4 108.6(3) . . ? C3 N1 C5 108.0(3) . . ? C4 N1 C5 109.1(2) . . ? C3 N1 Zn1 102.5(2) . . ? C4 N1 Zn1 122.2(2) . . ? C5 N1 Zn1 105.6(3) . . ? C1 Zn1 C2 125.5(2) . . ? C1 Zn1 N1 115.36(13) . . ? C2 Zn1 N1 103.07(14) . . ? 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 C5 C6 C5 65.1(6) . . . 8 ? C4 C4 N1 C3 74.7(3) 4_655 . . . ? C4 C4 N1 C5 -167.8(2) 4_655 . . . ? C4 C4 N1 Zn1 -44.1(3) 4_655 . . . ? C6 C5 N1 C3 -176.0(4) . . . . ? C6 C5 N1 C4 66.0(5) . . . . ? C6 C5 N1 Zn1 -66.9(4) . . . . ? C3 N1 Zn1 C1 -72.6(3) . . . . ? C4 N1 Zn1 C1 49.2(3) . . . . ? C5 N1 Zn1 C1 174.4(2) . . . . ? C3 N1 Zn1 C2 67.8(3) . . . . ? C4 N1 Zn1 C2 -170.4(3) . . . . ? C5 N1 Zn1 C2 -45.2(3) . . . . ? _diffrn_measured_fraction_theta_max 0.847 _diffrn_reflns_theta_full 24.16 _diffrn_measured_fraction_theta_full 0.847 _refine_diff_density_max 0.429 _refine_diff_density_min -0.406 _refine_diff_density_rms 0.063 data_tony20 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_sum 'C22 H54 N6 Zn2' _chemical_formula_weight 266.78 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0020 0.0020 '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' 0.0040 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Zn' 'Zn' 0.2220 1.4310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M ' P 21/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 12.500(2) _cell_length_b 8.1763(8) _cell_length_c 14.442(2) _cell_angle_alpha 90.00 _cell_angle_beta 109.052(18) _cell_angle_gamma 90.00 _cell_volume 1395.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 213(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'block ' _exptl_crystal_colour colourless _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.3 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.270 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 576 _exptl_absorpt_coefficient_mu 1.671 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 213(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 'Stoe IPDS' _diffrn_measurement_method 'Image Plate' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 8557 _diffrn_reflns_av_R_equivalents 0.0471 _diffrn_reflns_av_sigmaI/netI 0.0372 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 2.62 _diffrn_reflns_theta_max 24.23 _reflns_number_total 2171 _reflns_number_gt 1773 _reflns_threshold_expression >2sigma(I) __computing_data_collection 'IPDS (STOE, 1997)' _computing_cell_refinement ? _computing_data_reduction 'X-RED (STOE, 1996)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme 'calc w=1/[\s^2^(Fo^2^)+(0.0522P)^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 2171 _refine_ls_number_parameters 136 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0405 _refine_ls_R_factor_gt 0.0318 _refine_ls_wR_factor_ref 0.0803 _refine_ls_wR_factor_gt 0.0776 _refine_ls_goodness_of_fit_ref 1.026 _refine_ls_restrained_S_all 1.026 _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1819(3) 0.2521(3) -0.0167(2) 0.0400(8) Uani 1 d . . . H1A H 0.2340 0.2331 -0.0527 0.048 Uiso 1 calc R . . H1B H 0.2000 0.3552 0.0182 0.048 Uiso 1 calc R . . H1C H 0.1051 0.2561 -0.0620 0.048 Uiso 1 calc R . . C2 C 0.1256(3) 0.0059(4) 0.1804(2) 0.0376(7) Uani 1 d . . . H2A H 0.1587 -0.0962 0.2107 0.045 Uiso 1 calc R . . H2B H 0.0446 -0.0081 0.1495 0.045 Uiso 1 calc R . . H2C H 0.1396 0.0905 0.2300 0.045 Uiso 1 calc R . . C3 C 0.5755(2) 0.1770(3) 0.1681(2) 0.0285(6) Uani 1 d . . . H3A H 0.6004 0.2037 0.2381 0.034 Uiso 1 calc R . . H3B H 0.6042 0.0680 0.1607 0.034 Uiso 1 calc R . . C4 C 0.4465(2) 0.1758(3) 0.1281(2) 0.0266(6) Uani 1 d . . . H4A H 0.4188 0.2711 0.1547 0.032 Uiso 1 calc R . . H4B H 0.4232 0.1895 0.0569 0.032 Uiso 1 calc R . . C5 C 0.4175(3) 0.0041(4) 0.2556(2) 0.0348(7) Uani 1 d . . . H5A H 0.4000 0.1028 0.2850 0.042 Uiso 1 calc R . . H5B H 0.4975 -0.0203 0.2842 0.042 Uiso 1 calc R . . H5C H 0.3735 -0.0863 0.2676 0.042 Uiso 1 calc R . . C6 C 0.4145(2) -0.1205(3) 0.1018(2) 0.0271(6) Uani 1 d . . . H6A H 0.4820 -0.1741 0.1460 0.032 Uiso 1 calc R . . H6B H 0.4305 -0.0898 0.0420 0.032 Uiso 1 calc R . . C7 C 0.3157(2) -0.2386(3) 0.0763(2) 0.0282(6) Uani 1 d . . . H7A H 0.3360 -0.3377 0.0476 0.034 Uiso 1 calc R . . H7B H 0.3008 -0.2701 0.1364 0.034 Uiso 1 calc R . . C8 C 0.1138(2) -0.2727(3) 0.0002(2) 0.0311(6) Uani 1 d . . . H8A H 0.1102 -0.2921 0.0654 0.037 Uiso 1 calc R . . H8B H 0.1215 -0.3763 -0.0298 0.037 Uiso 1 calc R . . H8C H 0.0450 -0.2186 -0.0394 0.037 Uiso 1 calc R . . C9 C 0.2191(2) -0.1371(3) -0.0920(2) 0.0257(6) Uani 1 d . . . H9A H 0.2729 -0.0476 -0.0868 0.031 Uiso 1 calc R . . H9B H 0.1449 -0.0990 -0.1342 0.031 Uiso 1 calc R . . C10 C 0.2547(2) -0.2803(3) -0.1428(2) 0.0278(6) Uani 1 d . . . H10A H 0.2235 -0.3815 -0.1257 0.033 Uiso 1 calc R . . H10B H 0.2223 -0.2657 -0.2139 0.033 Uiso 1 calc R . . C11 C 0.4073(3) -0.4640(3) -0.1369(3) 0.0404(8) Uani 1 d . . . H11A H 0.4888 -0.4737 -0.1195 0.048 Uiso 1 calc R . . H11B H 0.3723 -0.4871 -0.2061 0.048 Uiso 1 calc R . . H11C H 0.3801 -0.5413 -0.0988 0.048 Uiso 1 calc R . . N1 N 0.38947(18) 0.0283(3) 0.14930(16) 0.0238(5) Uani 1 d . . . N2 N 0.21192(18) -0.1681(2) 0.00673(15) 0.0222(5) Uani 1 d . . . N3 N 0.37810(18) -0.2971(2) -0.11612(16) 0.0247(5) Uani 1 d . . . Zn1 Zn 0.19524(3) 0.07058(3) 0.07928(2) 0.02641(14) Uani 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 0.0385(17) 0.0260(14) 0.054(2) 0.0091(13) 0.0123(15) 0.0066(12) C2 0.0438(17) 0.0334(15) 0.0422(18) -0.0050(14) 0.0230(15) -0.0035(13) C3 0.0289(14) 0.0318(15) 0.0249(15) -0.0046(11) 0.0087(12) -0.0011(11) C4 0.0285(14) 0.0225(13) 0.0309(15) -0.0009(11) 0.0126(12) 0.0014(11) C5 0.0409(16) 0.0381(15) 0.0259(15) -0.0035(13) 0.0115(13) -0.0020(14) C6 0.0281(14) 0.0259(13) 0.0262(14) -0.0042(11) 0.0075(12) 0.0070(11) C7 0.0356(15) 0.0208(13) 0.0254(14) 0.0007(11) 0.0061(12) 0.0056(11) C8 0.0351(15) 0.0262(14) 0.0350(16) 0.0002(12) 0.0155(13) -0.0028(12) C9 0.0253(13) 0.0265(13) 0.0261(14) 0.0027(11) 0.0096(12) 0.0037(11) C10 0.0261(14) 0.0311(14) 0.0259(14) -0.0037(11) 0.0080(12) -0.0022(11) C11 0.0437(18) 0.0247(15) 0.060(2) -0.0112(14) 0.0266(16) -0.0004(13) N1 0.0291(12) 0.0217(11) 0.0229(12) -0.0035(9) 0.0116(10) 0.0006(9) N2 0.0255(11) 0.0193(10) 0.0226(12) 0.0020(8) 0.0089(10) 0.0019(9) N3 0.0266(11) 0.0207(10) 0.0279(12) -0.0048(9) 0.0105(10) 0.0008(9) Zn1 0.0310(2) 0.01896(18) 0.0334(2) 0.00110(13) 0.01612(14) 0.00296(13) _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 Zn1 2.000(3) . ? C2 Zn1 2.000(3) . ? C3 N3 1.466(4) 3_655 ? C3 C4 1.525(4) . ? C4 N1 1.482(3) . ? C5 N1 1.472(4) . ? C6 N1 1.480(3) . ? C6 C7 1.516(4) . ? C7 N2 1.474(3) . ? C8 N2 1.473(3) . ? C9 N2 1.480(3) . ? C9 C10 1.523(4) . ? C10 N3 1.470(3) . ? C11 N3 1.469(3) . ? N1 Zn1 2.331(2) . ? N2 Zn1 2.257(2) . ? N3 C3 1.466(4) 3_655 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 C3 C4 110.9(2) 3_655 . ? N1 C4 C3 116.6(2) . . ? N1 C6 C7 111.0(2) . . ? N2 C7 C6 112.5(2) . . ? N2 C9 C10 116.8(2) . . ? N3 C10 C9 113.1(2) . . ? C5 N1 C6 111.0(2) . . ? C5 N1 C4 111.0(2) . . ? C6 N1 C4 112.6(2) . . ? C5 N1 Zn1 109.40(17) . . ? C6 N1 Zn1 105.59(15) . . ? C4 N1 Zn1 107.04(15) . . ? C8 N2 C7 110.3(2) . . ? C8 N2 C9 110.4(2) . . ? C7 N2 C9 114.0(2) . . ? C8 N2 Zn1 109.32(16) . . ? C7 N2 Zn1 102.46(14) . . ? C9 N2 Zn1 110.07(14) . . ? C3 N3 C11 110.6(2) 3_655 . ? C3 N3 C10 111.1(2) 3_655 . ? C11 N3 C10 110.0(2) . . ? C2 Zn1 C1 138.10(13) . . ? C2 Zn1 N2 103.79(10) . . ? C1 Zn1 N2 108.64(11) . . ? C2 Zn1 N1 106.51(11) . . ? C1 Zn1 N1 104.49(11) . . ? N2 Zn1 N1 80.35(7) . . ? 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 N3 C3 C4 N1 160.6(2) 3_655 . . . ? N1 C6 C7 N2 61.3(3) . . . . ? N2 C9 C10 N3 -86.1(3) . . . . ? C7 C6 N1 C5 85.9(3) . . . . ? C7 C6 N1 C4 -149.0(2) . . . . ? C7 C6 N1 Zn1 -32.6(2) . . . . ? C3 C4 N1 C5 60.1(3) . . . . ? C3 C4 N1 C6 -65.0(3) . . . . ? C3 C4 N1 Zn1 179.40(19) . . . . ? C6 C7 N2 C8 -168.3(2) . . . . ? C6 C7 N2 C9 66.9(3) . . . . ? C6 C7 N2 Zn1 -52.0(2) . . . . ? C10 C9 N2 C8 -71.3(3) . . . . ? C10 C9 N2 C7 53.4(3) . . . . ? C10 C9 N2 Zn1 167.86(18) . . . . ? C9 C10 N3 C3 -77.7(3) . . . 3_655 ? C9 C10 N3 C11 159.5(2) . . . . ? C8 N2 Zn1 C2 36.42(19) . . . . ? C7 N2 Zn1 C2 -80.52(19) . . . . ? C9 N2 Zn1 C2 157.88(17) . . . . ? C8 N2 Zn1 C1 -116.65(18) . . . . ? C7 N2 Zn1 C1 126.40(18) . . . . ? C9 N2 Zn1 C1 4.80(19) . . . . ? C8 N2 Zn1 N1 141.20(17) . . . . ? C7 N2 Zn1 N1 24.26(16) . . . . ? C9 N2 Zn1 N1 -97.34(16) . . . . ? C5 N1 Zn1 C2 -13.60(19) . . . . ? C6 N1 Zn1 C2 105.91(19) . . . . ? C4 N1 Zn1 C2 -133.90(17) . . . . ? C5 N1 Zn1 C1 137.84(19) . . . . ? C6 N1 Zn1 C1 -102.64(19) . . . . ? C4 N1 Zn1 C1 17.54(19) . . . . ? C5 N1 Zn1 N2 -115.25(17) . . . . ? C6 N1 Zn1 N2 4.27(16) . . . . ? C4 N1 Zn1 N2 124.45(17) . . . . ? _diffrn_measured_fraction_theta_max 0.890 _diffrn_reflns_theta_full 24.23 _diffrn_measured_fraction_theta_full 0.890 _refine_diff_density_max 0.479 _refine_diff_density_min -0.647 _refine_diff_density_rms 0.072