Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2002 data_rem302 _database_code_CSD 175760 _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Mulvey, Robert E.' 'Armstrong, David R.' 'Clegg, William' 'Forbes, Glenn C.' 'Tooke, Duncan M.' _publ_contact_author_name 'Prof Robert E Mulvey' _publ_contact_author_address ; Pure and Applied Chemistry University of Strathclyde 295 Cathedral Street Glasgow G1 1XL UNITED KINGDOM ; _publ_contact_author_email 'R.E.MULVEY@STRATH.AC.UK' _publ_section_title ; An Unexpected Transamination of Bis[bis(trimethylsilyl)amido]zinc with dibenzylamine to form Bis(dibenzylamido)zinc: Structural Studies by NMR Spectroscopy, X-Ray Crystallography and Theoretical Calculations ; _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C56 H56 N4 Zn , C6 H6' _chemical_formula_sum 'C62 H62 N4 Zn2' _chemical_formula_weight 993.9 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 triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 10.1530(7) _cell_length_b 12.1247(8) _cell_length_c 12.6655(9) _cell_angle_alpha 67.811(2) _cell_angle_beta 73.637(2) _cell_angle_gamma 65.482(2) _cell_volume 1298.97(15) _cell_formula_units_Z 1 _cell_measurement_temperature 160(2) _cell_measurement_reflns_used 9065 _cell_measurement_theta_min 2.19 _cell_measurement_theta_max 28.24 _exptl_crystal_description block _exptl_crystal_colour colourless _exptl_crystal_size_max 0.70 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.40 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.271 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 522 _exptl_absorpt_coefficient_mu 0.966 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.551 _exptl_absorpt_correction_T_max 0.699 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 160(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART 1K CCD diffractometer' _diffrn_measurement_method '\w rotation with narrow frames' _diffrn_detector_area_resol_mean ? _diffrn_standards_number 0 _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 10926 _diffrn_reflns_av_R_equivalents 0.0174 _diffrn_reflns_av_sigmaI/netI 0.0255 _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 -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 28.19 _reflns_number_total 5747 _reflns_number_gt 5110 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SAINT' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL and local programs' _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^)+(0.0352P)^2^+0.4598P] 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 5747 _refine_ls_number_parameters 307 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0348 _refine_ls_R_factor_gt 0.0293 _refine_ls_wR_factor_ref 0.0753 _refine_ls_wR_factor_gt 0.0724 _refine_ls_goodness_of_fit_ref 1.045 _refine_ls_restrained_S_all 1.045 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Zn1 Zn 0.370637(19) 0.508684(16) 0.578824(15) 0.02810(6) Uani 1 1 d . . . N1 N 0.51951(14) 0.59282(12) 0.53795(11) 0.0266(3) Uani 1 1 d . . . C1 C 0.60165(19) 0.55654(15) 0.63359(14) 0.0330(3) Uani 1 1 d . . . H1A H 0.5360 0.5941 0.6950 0.040 Uiso 1 1 calc R . . H1B H 0.6836 0.5895 0.6045 0.040 Uiso 1 1 calc R . . C2 C 0.66025(19) 0.41384(16) 0.68193(14) 0.0347(4) Uani 1 1 d . . . C3 C 0.5822(2) 0.34952(18) 0.77456(16) 0.0437(4) Uani 1 1 d . . . H3 H 0.4926 0.3954 0.8124 0.052 Uiso 1 1 calc R . . C4 C 0.6360(3) 0.2161(2) 0.81256(18) 0.0559(5) Uani 1 1 d . . . H4 H 0.5829 0.1716 0.8764 0.067 Uiso 1 1 calc R . . C5 C 0.7667(3) 0.14950(19) 0.7568(2) 0.0580(6) Uani 1 1 d . . . H5 H 0.8020 0.0593 0.7820 0.070 Uiso 1 1 calc R . . C6 C 0.8452(2) 0.21269(19) 0.66594(19) 0.0521(5) Uani 1 1 d . . . H6 H 0.9350 0.1665 0.6286 0.062 Uiso 1 1 calc R . . C7 C 0.7933(2) 0.34393(18) 0.62868(16) 0.0415(4) Uani 1 1 d . . . H7 H 0.8486 0.3875 0.5660 0.050 Uiso 1 1 calc R . . C8 C 0.47354(18) 0.73301(14) 0.48201(14) 0.0301(3) Uani 1 1 d . . . H8A H 0.4213 0.7550 0.4176 0.036 Uiso 1 1 calc R . . H8B H 0.5624 0.7564 0.4487 0.036 Uiso 1 1 calc R . . C9 C 0.37563(17) 0.81208(14) 0.56175(14) 0.0293(3) Uani 1 1 d . . . C10 C 0.4304(2) 0.87276(18) 0.60339(19) 0.0443(4) Uani 1 1 d . . . H10 H 0.5302 0.8662 0.5804 0.053 Uiso 1 1 calc R . . C11 C 0.3410(2) 0.9432(2) 0.6784(2) 0.0529(5) Uani 1 1 d . . . H11 H 0.3806 0.9837 0.7063 0.063 Uiso 1 1 calc R . . C12 C 0.1961(2) 0.95463(17) 0.71258(17) 0.0430(4) Uani 1 1 d . . . H12 H 0.1356 1.0023 0.7641 0.052 Uiso 1 1 calc R . . C13 C 0.1394(2) 0.89573(18) 0.67086(18) 0.0445(4) Uani 1 1 d . . . H13 H 0.0393 0.9032 0.6936 0.053 Uiso 1 1 calc R . . C14 C 0.22882(19) 0.82575(16) 0.59584(17) 0.0383(4) Uani 1 1 d . . . H14 H 0.1885 0.7864 0.5673 0.046 Uiso 1 1 calc R . . N2 N 0.20030(16) 0.49703(13) 0.67801(12) 0.0336(3) Uani 1 1 d . . . C15 C 0.1226(2) 0.42137(17) 0.67325(15) 0.0366(4) Uani 1 1 d . . . H15A H 0.1667 0.3929 0.6035 0.044 Uiso 1 1 calc R . . H15B H 0.0195 0.4763 0.6651 0.044 Uiso 1 1 calc R . . C16 C 0.1245(2) 0.30550(17) 0.77767(15) 0.0387(4) Uani 1 1 d . . . C17 C -0.0047(3) 0.2907(2) 0.84433(17) 0.0521(5) Uani 1 1 d . . . H17 H -0.0959 0.3547 0.8258 0.063 Uiso 1 1 calc R . . C18 C -0.0018(4) 0.1827(3) 0.93823(19) 0.0715(8) Uani 1 1 d . . . H18 H -0.0910 0.1736 0.9832 0.086 Uiso 1 1 calc R . . C19 C 0.1276(4) 0.0904(3) 0.9660(2) 0.0766(9) Uani 1 1 d . . . H19 H 0.1284 0.0167 1.0297 0.092 Uiso 1 1 calc R . . C20 C 0.2580(3) 0.1036(2) 0.9017(2) 0.0655(7) Uani 1 1 d . . . H20 H 0.3483 0.0390 0.9215 0.079 Uiso 1 1 calc R . . C21 C 0.2570(3) 0.21140(19) 0.80809(17) 0.0498(5) Uani 1 1 d . . . H21 H 0.3468 0.2208 0.7648 0.060 Uiso 1 1 calc R . . C22 C 0.1349(2) 0.55314(17) 0.77200(15) 0.0362(4) Uani 1 1 d . . . H22A H 0.2037 0.5871 0.7803 0.043 Uiso 1 1 calc R . . H22B H 0.1241 0.4849 0.8442 0.043 Uiso 1 1 calc R . . C23 C -0.01399(19) 0.65953(17) 0.75949(16) 0.0380(4) Uani 1 1 d . . . C24 C -0.0637(2) 0.72564(18) 0.65340(18) 0.0426(4) Uani 1 1 d . . . H24 H -0.0082 0.6981 0.5881 0.051 Uiso 1 1 calc R . . C25 C -0.1928(2) 0.8315(2) 0.6398(2) 0.0538(5) Uani 1 1 d . . . H25 H -0.2228 0.8758 0.5659 0.065 Uiso 1 1 calc R . . C26 C -0.2763(2) 0.8711(3) 0.7340(3) 0.0671(7) Uani 1 1 d . . . H26 H -0.3633 0.9436 0.7255 0.081 Uiso 1 1 calc R . . C27 C -0.2315(2) 0.8035(3) 0.8422(3) 0.0680(7) Uani 1 1 d . . . H27 H -0.2900 0.8286 0.9079 0.082 Uiso 1 1 calc R . . C28 C -0.1013(2) 0.6993(2) 0.85438(19) 0.0510(5) Uani 1 1 d . . . H28 H -0.0718 0.6548 0.9284 0.061 Uiso 1 1 calc R . . C29 C 0.5356(4) 0.6017(3) 0.9236(2) 0.0750(8) Uani 1 1 d . . . H29 H 0.5600 0.6727 0.8703 0.090 Uiso 1 1 calc R . . C30 C 0.3950(4) 0.6027(3) 0.9420(2) 0.0770(8) Uani 1 1 d . . . H30 H 0.3226 0.6742 0.9016 0.092 Uiso 1 1 calc R . . C31 C 0.3600(3) 0.5004(3) 1.0186(2) 0.0756(8) Uani 1 1 d . . . H31 H 0.2632 0.5005 1.0315 0.091 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 Zn1 0.02896(10) 0.02668(10) 0.02932(10) -0.01163(7) -0.00396(7) -0.00760(7) N1 0.0293(6) 0.0234(6) 0.0286(6) -0.0100(5) -0.0082(5) -0.0061(5) C1 0.0373(9) 0.0302(8) 0.0343(8) -0.0137(7) -0.0138(7) -0.0054(7) C2 0.0394(9) 0.0312(8) 0.0354(8) -0.0142(7) -0.0196(7) -0.0013(7) C3 0.0511(11) 0.0414(10) 0.0353(9) -0.0105(8) -0.0154(8) -0.0082(8) C4 0.0788(16) 0.0438(11) 0.0425(11) 0.0023(9) -0.0272(11) -0.0209(11) C5 0.0803(16) 0.0321(10) 0.0609(13) -0.0137(9) -0.0448(12) 0.0032(10) C6 0.0564(12) 0.0409(10) 0.0529(12) -0.0211(9) -0.0306(10) 0.0097(9) C7 0.0410(10) 0.0402(9) 0.0417(10) -0.0178(8) -0.0194(8) 0.0008(8) C8 0.0333(8) 0.0250(7) 0.0318(8) -0.0091(6) -0.0066(6) -0.0084(6) C9 0.0328(8) 0.0207(7) 0.0331(8) -0.0078(6) -0.0099(6) -0.0050(6) C10 0.0313(9) 0.0435(10) 0.0688(13) -0.0315(10) -0.0108(8) -0.0078(7) C11 0.0441(11) 0.0534(12) 0.0790(15) -0.0448(11) -0.0201(10) -0.0043(9) C12 0.0431(10) 0.0356(9) 0.0489(10) -0.0241(8) -0.0106(8) 0.0004(8) C13 0.0336(9) 0.0394(10) 0.0616(12) -0.0255(9) -0.0015(8) -0.0079(7) C14 0.0334(9) 0.0336(8) 0.0554(11) -0.0224(8) -0.0082(8) -0.0094(7) N2 0.0376(7) 0.0363(7) 0.0328(7) -0.0150(6) -0.0007(6) -0.0170(6) C15 0.0417(9) 0.0402(9) 0.0343(8) -0.0129(7) -0.0058(7) -0.0188(8) C16 0.0550(11) 0.0397(9) 0.0327(8) -0.0137(7) -0.0066(8) -0.0244(8) C17 0.0670(13) 0.0685(14) 0.0395(10) -0.0172(10) -0.0030(9) -0.0433(12) C18 0.110(2) 0.098(2) 0.0371(11) -0.0077(12) -0.0061(13) -0.0795(19) C19 0.149(3) 0.0733(17) 0.0387(12) 0.0049(11) -0.0276(15) -0.079(2) C20 0.110(2) 0.0434(11) 0.0513(13) -0.0073(10) -0.0357(14) -0.0248(13) C21 0.0684(14) 0.0441(11) 0.0394(10) -0.0127(8) -0.0103(9) -0.0203(10) C22 0.0424(9) 0.0401(9) 0.0317(8) -0.0139(7) -0.0027(7) -0.0187(8) C23 0.0381(9) 0.0430(9) 0.0436(10) -0.0210(8) 0.0023(7) -0.0222(8) C24 0.0369(9) 0.0472(10) 0.0502(11) -0.0202(9) -0.0052(8) -0.0163(8) C25 0.0381(10) 0.0555(12) 0.0775(15) -0.0267(11) -0.0152(10) -0.0150(9) C26 0.0345(11) 0.0746(16) 0.112(2) -0.0576(16) -0.0121(12) -0.0097(10) C27 0.0428(12) 0.0920(18) 0.0968(19) -0.0732(17) 0.0184(12) -0.0276(12) C28 0.0503(11) 0.0669(13) 0.0522(12) -0.0350(11) 0.0081(9) -0.0306(10) C29 0.125(3) 0.0877(19) 0.0397(12) -0.0252(13) 0.0015(14) -0.0660(19) C30 0.101(2) 0.0765(18) 0.0655(16) -0.0341(15) -0.0278(15) -0.0202(16) C31 0.0718(17) 0.116(2) 0.0659(16) -0.0524(18) 0.0055(14) -0.0456(17) _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 N2 1.8530(14) . ? Zn1 N1 2.0083(13) . ? Zn1 N1 2.0620(12) 2_666 ? N1 C1 1.4895(19) . ? N1 C8 1.4924(19) . ? N1 Zn1 2.0620(12) 2_666 ? C1 C2 1.508(2) . ? C2 C3 1.382(3) . ? C2 C7 1.402(2) . ? C3 C4 1.404(3) . ? C4 C5 1.388(3) . ? C5 C6 1.368(3) . ? C6 C7 1.382(3) . ? C8 C9 1.517(2) . ? C9 C14 1.386(2) . ? C9 C10 1.388(2) . ? C10 C11 1.393(3) . ? C11 C12 1.374(3) . ? C12 C13 1.385(3) . ? C13 C14 1.390(2) . ? N2 C22 1.453(2) . ? N2 C15 1.462(2) . ? C15 C16 1.520(2) . ? C16 C17 1.387(3) . ? C16 C21 1.395(3) . ? C17 C18 1.393(3) . ? C18 C19 1.358(4) . ? C19 C20 1.382(4) . ? C20 C21 1.393(3) . ? C22 C23 1.529(3) . ? C23 C24 1.391(3) . ? C23 C28 1.395(3) . ? C24 C25 1.400(3) . ? C25 C26 1.378(3) . ? C26 C27 1.396(4) . ? C27 C28 1.396(3) . ? C29 C31 1.362(4) 2_667 ? C29 C30 1.375(4) . ? C30 C31 1.368(4) . ? C31 C29 1.362(4) 2_667 ? 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 N2 Zn1 N1 141.95(6) . . ? N2 Zn1 N1 124.87(6) . 2_666 ? N1 Zn1 N1 93.12(5) . 2_666 ? C1 N1 C8 109.78(12) . . ? C1 N1 Zn1 113.83(10) . . ? C8 N1 Zn1 118.39(10) . . ? C1 N1 Zn1 113.68(9) . 2_666 ? C8 N1 Zn1 112.70(9) . 2_666 ? Zn1 N1 Zn1 86.88(5) . 2_666 ? N1 C1 C2 109.38(12) . . ? C3 C2 C7 118.97(17) . . ? C3 C2 C1 121.40(16) . . ? C7 C2 C1 119.55(17) . . ? C2 C3 C4 119.76(19) . . ? C5 C4 C3 120.0(2) . . ? C6 C5 C4 120.53(19) . . ? C5 C6 C7 119.8(2) . . ? C6 C7 C2 121.0(2) . . ? N1 C8 C9 114.77(13) . . ? C14 C9 C10 117.78(15) . . ? C14 C9 C8 121.21(14) . . ? C10 C9 C8 121.01(15) . . ? C9 C10 C11 120.90(17) . . ? C12 C11 C10 120.66(17) . . ? C11 C12 C13 119.14(17) . . ? C12 C13 C14 120.04(17) . . ? C9 C14 C13 121.47(16) . . ? C22 N2 C15 112.81(13) . . ? C22 N2 Zn1 124.93(11) . . ? C15 N2 Zn1 122.14(11) . . ? N2 C15 C16 114.61(14) . . ? C17 C16 C21 118.60(19) . . ? C17 C16 C15 120.95(18) . . ? C21 C16 C15 120.46(17) . . ? C16 C17 C18 120.5(2) . . ? C19 C18 C17 120.5(2) . . ? C18 C19 C20 120.1(2) . . ? C19 C20 C21 120.1(3) . . ? C20 C21 C16 120.2(2) . . ? N2 C22 C23 115.94(14) . . ? C24 C23 C28 117.40(18) . . ? C24 C23 C22 122.07(16) . . ? C28 C23 C22 120.40(18) . . ? C23 C24 C25 122.08(19) . . ? C26 C25 C24 119.7(2) . . ? C25 C26 C27 119.2(2) . . ? C28 C27 C26 120.5(2) . . ? C23 C28 C27 121.0(2) . . ? C31 C29 C30 120.4(3) 2_667 . ? C31 C30 C29 119.7(3) . . ? C29 C31 C30 119.8(3) 2_667 . ? _diffrn_measured_fraction_theta_max 0.899 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.986 _refine_diff_density_max 0.872 _refine_diff_density_min -0.255 _refine_diff_density_rms 0.045