# Supplementary Material (ESI) for ChemComm # This journal is © The Royal Society of Chemistry 2000 # CCDC Number: 182/1665 data_zn _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common 'zn' _chemical_formula_moiety ? _chemical_formula_structural 'Zn(SePh)2(tmeda)' _chemical_formula_analytical 'C18 H26 N2 Se2 Zn' _chemical_formula_sum 'C18 H26 N2 Se2 Zn' _chemical_formula_weight 493.70 _chemical_melting_point '136' _chemical_compound_source ? 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' 'Se' 'Se' -0.0929 2.2259 '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 ? _symmetry_space_group_name_H-M 'Monoclinic(P21/c)' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 11.202(2) _cell_length_b 12.7326(14) _cell_length_c 15.125(3) _cell_angle_alpha 90.00 _cell_angle_beta 107.05(2) _cell_angle_gamma 90.00 _cell_volume 2062.5(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 25 _cell_measurement_theta_min 20.050 _cell_measurement_theta_max 28.565 _exptl_crystal_description 'monoclinic' _exptl_crystal_colour 'colorless' _exptl_crystal_size_max ? _exptl_crystal_size_mid ? _exptl_crystal_size_min ? _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.590 _exptl_crystal_density_method ? _exptl_crystal_F_000 984 _exptl_absorpt_coefficient_mu 4.721 _exptl_absorpt_correction_type 'psi-scan' _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 'Enraf Nonius CAD4 FR590' _diffrn_measurement_method 'Omega-2Theta' _diffrn_standards_number 25 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2881 _diffrn_reflns_av_R_equivalents 0.0172 _diffrn_reflns_av_sigmaI/netI 0.0316 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.13 _diffrn_reflns_theta_max 23.97 _reflns_number_total 2769 _reflns_number_observed 2155 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'MoleN' _computing_cell_refinement 'MoleN' _computing_data_reduction 'MoleN' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP' _computing_publication_material ? _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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^)+(0.0877P)^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 riding _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 2769 _refine_ls_number_parameters 204 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0819 _refine_ls_R_factor_obs 0.0623 _refine_ls_wR_factor_all 0.1740 _refine_ls_wR_factor_obs 0.1634 _refine_ls_goodness_of_fit_all 1.376 _refine_ls_goodness_of_fit_obs 1.479 _refine_ls_restrained_S_all 1.376 _refine_ls_restrained_S_obs 1.479 _refine_ls_shift/esd_max -0.029 _refine_ls_shift/esd_mean 0.002 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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Zn1 Zn 0.81833(9) 0.20815(9) 0.38324(7) 0.0459(3) Uani 1 d . . Se1 Se 0.67987(10) 0.33082(8) 0.28347(7) 0.0601(4) Uani 1 d . . C11 C 0.5781(9) 0.2413(8) 0.1912(6) 0.051(2) Uani 1 d . . C12 C 0.4761(9) 0.2845(9) 0.1258(7) 0.063(3) Uani 1 d . . H12 H 0.4603(9) 0.3560(9) 0.1281(7) 0.076 Uiso 1 calc R . C13 C 0.3974(10) 0.2240(13) 0.0571(9) 0.087(4) Uani 1 d . . H13 H 0.3313(10) 0.2555(13) 0.0130(9) 0.104 Uiso 1 calc R . C14 C 0.4160(12) 0.1190(13) 0.0538(9) 0.091(4) Uani 1 d . . H14 H 0.3620(12) 0.0782(13) 0.0083(9) 0.109 Uiso 1 calc R . C15 C 0.5141(13) 0.0738(10) 0.1174(9) 0.085(4) Uani 1 d . . H15 H 0.5262(13) 0.0016(10) 0.1157(9) 0.102 Uiso 1 calc R . C16 C 0.5966(11) 0.1337(10) 0.1847(8) 0.072(3) Uani 1 d . . H16 H 0.6652(11) 0.1018(10) 0.2261(8) 0.086 Uiso 1 calc R . Se2 Se 0.95541(10) 0.08903(9) 0.33762(8) 0.0621(4) Uani 1 d . . C21 C 1.0836(9) 0.1745(8) 0.3146(6) 0.052(2) Uani 1 d . . C22 C 1.1814(9) 0.1227(10) 0.2920(6) 0.063(3) Uani 1 d . . H22 H 1.1815(9) 0.0499(10) 0.2873(6) 0.075 Uiso 1 calc R . C23 C 1.2779(10) 0.1810(14) 0.2766(8) 0.085(4) Uani 1 d . . H23 H 1.3432(10) 0.1464(14) 0.2626(8) 0.102 Uiso 1 calc R . C24 C 1.2793(13) 0.2892(16) 0.2814(9) 0.097(5) Uani 1 d . . H24 H 1.3446(13) 0.3274(16) 0.2709(9) 0.117 Uiso 1 calc R . C25 C 1.1831(12) 0.3388(11) 0.3017(8) 0.078(4) Uani 1 d . . H25 H 1.1827(12) 0.4117(11) 0.3050(8) 0.094 Uiso 1 calc R . C26 C 1.0853(10) 0.2819(9) 0.3175(7) 0.064(3) Uani 1 d . . H26 H 1.0198(10) 0.3176(9) 0.3303(7) 0.076 Uiso 1 calc R . N1 N 0.8999(8) 0.2839(7) 0.5116(6) 0.067(2) Uani 1 d . . C1 C 0.8673(22) 0.1953(19) 0.5811(16) 0.066(6) Uiso 0.50 d P . C1' C 0.8172(21) 0.2596(18) 0.5673(15) 0.065(6) Uiso 0.50 d P . N2 N 0.7222(8) 0.1113(7) 0.4565(5) 0.058(2) Uani 1 d . . C2 C 0.7910(23) 0.1429(17) 0.5576(15) 0.051(5) Uiso 0.50 d P . C2' C 0.7344(27) 0.1622(21) 0.5459(19) 0.072(7) Uiso 0.50 d P . C3 C 0.8515(28) 0.3815(25) 0.5252(21) 0.095(9) Uiso 0.50 d P . C3' C 0.8868(26) 0.4140(22) 0.4906(20) 0.083(7) Uiso 0.50 d P . C4 C 1.0338(12) 0.2725(13) 0.5468(9) 0.111(5) Uani 1 d . . H4A H 1.0572(12) 0.2029(13) 0.5340(9) 0.166 Uiso 1 calc R . H4B H 1.0597(12) 0.2842(13) 0.6124(9) 0.166 Uiso 1 calc R . H4C H 1.0734(12) 0.3229(13) 0.5174(9) 0.166 Uiso 1 calc R . C5 C 0.7550(11) 0.0004(9) 0.4570(8) 0.077(3) Uani 1 d . . H5A H 0.7437(11) -0.0229(9) 0.3948(8) 0.115 Uiso 1 calc R . H5B H 0.7023(11) -0.0398(9) 0.4841(8) 0.115 Uiso 1 calc R . H5C H 0.8407(11) -0.0091(9) 0.4926(8) 0.115 Uiso 1 calc R . C6 C 0.5857(22) 0.1385(20) 0.4328(18) 0.063(7) Uiso 0.50 d P . C6' C 0.5774(20) 0.1033(18) 0.4022(16) 0.053(6) Uiso 0.50 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 Zn1 0.0399(6) 0.0565(7) 0.0390(6) 0.0003(5) 0.0078(4) 0.0023(5) Se1 0.0698(7) 0.0538(7) 0.0507(6) 0.0054(5) 0.0084(5) 0.0123(5) C11 0.047(5) 0.070(7) 0.039(5) 0.008(5) 0.018(4) 0.008(5) C12 0.049(6) 0.082(8) 0.056(6) 0.004(6) 0.011(5) 0.010(6) C13 0.040(6) 0.139(13) 0.071(8) 0.010(9) 0.000(6) 0.002(8) C14 0.072(9) 0.110(11) 0.072(9) -0.007(8) -0.009(7) -0.009(8) C15 0.103(10) 0.075(8) 0.068(8) -0.012(7) 0.011(8) -0.001(7) C16 0.068(7) 0.074(8) 0.063(7) 0.003(6) 0.001(6) 0.018(6) Se2 0.0521(6) 0.0605(7) 0.0761(8) 0.0003(5) 0.0222(5) 0.0096(5) C21 0.048(6) 0.069(7) 0.033(5) 0.006(5) 0.006(4) 0.015(5) C22 0.052(6) 0.091(8) 0.042(6) 0.009(5) 0.009(5) 0.027(6) C23 0.039(6) 0.162(15) 0.055(7) 0.014(8) 0.017(5) 0.015(8) C24 0.071(9) 0.144(15) 0.073(9) 0.026(10) 0.015(7) -0.026(10) C25 0.085(9) 0.089(9) 0.060(8) 0.011(6) 0.020(7) -0.004(7) C26 0.055(6) 0.078(8) 0.058(7) 0.012(6) 0.018(5) 0.003(6) N1 0.060(6) 0.079(6) 0.059(6) -0.020(5) 0.011(5) -0.001(5) N2 0.055(5) 0.073(6) 0.046(5) 0.012(4) 0.013(4) 0.002(4) C4 0.078(9) 0.176(15) 0.061(8) -0.052(9) -0.006(7) -0.019(10) C5 0.075(8) 0.077(9) 0.075(8) 0.019(6) 0.016(6) -0.010(7) _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 Zn1 N1 2.119(8) . ? Zn1 N2 2.146(8) . ? Zn1 Se1 2.3979(15) . ? Zn1 Se2 2.3991(15) . ? Se1 C11 1.900(10) . ? C11 C12 1.387(13) . ? C11 C16 1.39(2) . ? C12 C13 1.38(2) . ? C13 C14 1.36(2) . ? C14 C15 1.36(2) . ? C15 C16 1.39(2) . ? Se2 C21 1.914(10) . ? C21 C26 1.368(14) . ? C21 C22 1.404(13) . ? C22 C23 1.39(2) . ? C23 C24 1.38(2) . ? C24 C25 1.36(2) . ? C25 C26 1.39(2) . ? N1 C3 1.40(3) . ? N1 C4 1.444(14) . ? N1 C1' 1.46(2) . ? N1 C1 1.65(3) . ? N1 C3' 1.69(3) . ? C1 C1' 0.98(3) . ? C1 C2 1.06(3) . ? C1 C2' 1.49(3) . ? C1' C2 1.51(3) . ? C1' C2' 1.53(3) . ? C1' C3 1.76(4) . ? N2 C5 1.459(14) . ? N2 C2' 1.47(3) . ? N2 C6 1.51(2) . ? N2 C2 1.55(2) . ? N2 C6' 1.59(2) . ? C2 C2' 0.65(3) . ? C2' C6 2.03(4) . ? C3 C3' 0.85(3) . ? C6 C6' 0.63(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 Zn1 N2 86.3(3) . . ? N1 Zn1 Se1 107.8(3) . . ? N2 Zn1 Se1 111.7(2) . . ? N1 Zn1 Se2 114.2(3) . . ? N2 Zn1 Se2 104.2(2) . . ? Se1 Zn1 Se2 125.54(6) . . ? C11 Se1 Zn1 102.1(3) . . ? C12 C11 C16 116.6(10) . . ? C12 C11 Se1 118.5(8) . . ? C16 C11 Se1 124.8(7) . . ? C13 C12 C11 121.7(12) . . ? C14 C13 C12 120.4(12) . . ? C15 C14 C13 119.5(12) . . ? C14 C15 C16 120.9(13) . . ? C15 C16 C11 120.8(10) . . ? C21 Se2 Zn1 105.7(3) . . ? C26 C21 C22 118.2(10) . . ? C26 C21 Se2 124.5(8) . . ? C22 C21 Se2 117.3(9) . . ? C23 C22 C21 119.5(12) . . ? C22 C23 C24 121.6(12) . . ? C25 C24 C23 118.6(13) . . ? C24 C25 C26 120.9(13) . . ? C21 C26 C25 121.2(11) . . ? C3 N1 C4 116.1(15) . . ? C3 N1 C1' 76.3(17) . . ? C4 N1 C1' 122.2(13) . . ? C3 N1 C1 110.2(17) . . ? C4 N1 C1 95.5(12) . . ? C1' N1 C1 36.0(10) . . ? C3 N1 C3' 30.2(14) . . ? C4 N1 C3' 101.0(13) . . ? C1' N1 C3' 106.4(15) . . ? C1 N1 C3' 140.1(14) . . ? C3 N1 Zn1 117.3(13) . . ? C4 N1 Zn1 114.5(7) . . ? C1' N1 Zn1 104.9(10) . . ? C1 N1 Zn1 99.0(9) . . ? C3' N1 Zn1 106.5(11) . . ? C1' C1 C2 95.8(27) . . ? C1' C1 C2' 73.2(21) . . ? C2 C1 C2' 22.8(17) . . ? C1' C1 N1 60.9(19) . . ? C2 C1 N1 121.6(23) . . ? C2' C1 N1 110.5(18) . . ? C1 C1' N1 83.0(22) . . ? C1 C1' C2 44.1(18) . . ? N1 C1' C2 106.9(17) . . ? C1 C1' C2' 68.9(21) . . ? N1 C1' C2' 120.0(19) . . ? C2 C1' C2' 24.9(11) . . ? C1 C1' C3 129.9(27) . . ? N1 C1' C3 50.3(13) . . ? C2 C1' C3 152.5(20) . . ? C2' C1' C3 145.4(21) . . ? C5 N2 C2' 117.8(13) . . ? C5 N2 C6 117.4(12) . . ? C2' N2 C6 86.0(16) . . ? C5 N2 C2 101.2(10) . . ? C2' N2 C2 24.8(11) . . ? C6 N2 C2 110.6(15) . . ? C5 N2 C6' 99.1(11) . . ? C2' N2 C6' 107.9(16) . . ? C6 N2 C6' 23.3(11) . . ? C2 N2 C6' 131.4(14) . . ? C5 N2 Zn1 113.3(7) . . ? C2' N2 Zn1 107.2(11) . . ? C6 N2 Zn1 111.9(10) . . ? C2 N2 Zn1 100.4(9) . . ? C6' N2 Zn1 111.1(9) . . ? C2' C2 C1 118.4(42) . . ? C2' C2 C1' 78.6(35) . . ? C1 C2 C1' 40.1(15) . . ? C2' C2 N2 70.6(35) . . ? C1 C2 N2 127.7(23) . . ? C1' C2 N2 112.0(16) . . ? C2 C2' N2 84.6(36) . . ? C2 C2' C1 38.8(29) . . ? N2 C2' C1 105.5(20) . . ? C2 C2' C1' 76.6(35) . . ? N2 C2' C1' 116.1(19) . . ? C1 C2' C1' 38.0(12) . . ? C2 C2' C6 131.6(41) . . ? N2 C2' C6 47.7(11) . . ? C1 C2' C6 146.3(20) . . ? C1' C2' C6 126.7(20) . . ? C3' C3 N1 94.1(35) . . ? C3' C3 C1' 147.3(40) . . ? N1 C3 C1' 53.4(14) . . ? C3 C3' N1 55.6(29) . . ? C6' C6 N2 86.2(36) . . ? C6' C6 C2' 129.2(40) . . ? N2 C6 C2' 46.2(11) . . ? C6 C6' N2 70.5(34) . . ? _refine_diff_density_max 2.043 _refine_diff_density_min -2.034 _refine_diff_density_rms 0.843