data_gn003 _audit_creation_method SHELXL-97 _publ_contact_author ; Dr Georgii I. Nikonov Department of Chemistry, Brock University 500 Glenridge Ave., St. Catharines, L2T 3H2, ON, Canada ; _publ_contact_author_email gnikonov@brocku.ca ; This CIF corresponds to the manuscript entitled The unexpected role of zinc hydride in catalytic hydrosilylation of ketones and nitriles Courtney Boone, Ilia Korobkov, Georgii I. Nikonov ; _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C36 H47 N3 Zn' _chemical_formula_weight 587.14 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 ? _symmetry_space_group_name_H-M ? 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 12.4548(3) _cell_length_b 12.8516(3) _cell_length_c 20.4735(5) _cell_angle_alpha 90.00 _cell_angle_beta 93.9920(10) _cell_angle_gamma 90.00 _cell_volume 3269.12(14) _cell_formula_units_Z 4 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.16 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.193 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1256 _exptl_absorpt_coefficient_mu 0.778 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min 0.8856 _exptl_absorpt_correction_T_max 0.9124 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 44540 _diffrn_reflns_av_R_equivalents 0.0277 _diffrn_reflns_av_sigmaI/netI 0.0215 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 _diffrn_reflns_theta_min 1.86 _diffrn_reflns_theta_max 28.33 _reflns_number_total 7847 _reflns_number_gt 6245 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _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 _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0656P)^2^+0.7863P] 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 7847 _refine_ls_number_parameters 361 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0516 _refine_ls_R_factor_gt 0.0370 _refine_ls_wR_factor_ref 0.1083 _refine_ls_wR_factor_gt 0.0986 _refine_ls_goodness_of_fit_ref 1.014 _refine_ls_restrained_S_all 1.014 _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 0.532194(15) 0.411171(15) 0.548279(9) 0.03082(8) Uani 1 1 d . . . N1 N 0.62166(12) 0.28243(11) 0.53232(7) 0.0353(3) Uani 1 1 d . . . N2 N 0.50323(11) 0.36761(12) 0.64139(6) 0.0334(3) Uani 1 1 d . . . N3 N 0.58658(12) 0.55439(12) 0.52479(7) 0.0364(3) Uani 1 1 d . . . C1 C 0.61106(16) 0.19617(14) 0.56690(9) 0.0407(4) Uani 1 1 d . . . C2 C 0.55126(16) 0.18871(15) 0.62210(9) 0.0422(4) Uani 1 1 d . . . H2A H 0.5375 0.1200 0.6364 0.051 Uiso 1 1 calc R . . C3 C 0.50917(15) 0.26784(15) 0.65892(8) 0.0377(4) Uani 1 1 d . . . C4 C 0.6674(3) 0.09642(16) 0.54925(12) 0.0632(7) Uani 1 1 d . . . H4A H 0.7079 0.1083 0.5106 0.095 Uiso 1 1 calc R . . H4B H 0.6138 0.0417 0.5398 0.095 Uiso 1 1 calc R . . H4C H 0.7170 0.0749 0.5860 0.095 Uiso 1 1 calc R . . C5 C 0.4692(2) 0.23243(18) 0.72396(10) 0.0533(5) Uani 1 1 d . . . H5A H 0.4411 0.2924 0.7469 0.080 Uiso 1 1 calc R . . H5B H 0.5289 0.2013 0.7509 0.080 Uiso 1 1 calc R . . H5C H 0.4119 0.1808 0.7159 0.080 Uiso 1 1 calc R . . C6 C 0.70044(16) 0.27775(15) 0.48400(9) 0.0423(4) Uani 1 1 d . . . C7 C 0.6714(2) 0.23780(18) 0.42117(10) 0.0532(5) Uani 1 1 d . . . C8 C 0.7542(2) 0.2257(2) 0.37888(12) 0.0752(8) Uani 1 1 d . . . H8A H 0.7377 0.1983 0.3363 0.090 Uiso 1 1 calc R . . C9 C 0.8587(2) 0.2524(3) 0.39746(13) 0.0893(10) Uani 1 1 d . . . H9A H 0.9134 0.2418 0.3680 0.107 Uiso 1 1 calc R . . C10 C 0.8845(2) 0.2941(3) 0.45771(12) 0.0722(8) Uani 1 1 d . . . H10A H 0.9569 0.3133 0.4696 0.087 Uiso 1 1 calc R . . C11 C 0.80617(17) 0.30889(19) 0.50210(10) 0.0507(5) Uani 1 1 d . . . C12 C 0.5571(2) 0.20834(17) 0.39955(11) 0.0571(6) Uani 1 1 d . . . H12A H 0.5123 0.2165 0.4379 0.068 Uiso 1 1 calc R . . C13 C 0.5117(2) 0.2796(2) 0.34551(13) 0.0656(6) Uani 1 1 d . . . H13A H 0.5187 0.3521 0.3600 0.098 Uiso 1 1 calc R . . H13B H 0.4356 0.2632 0.3352 0.098 Uiso 1 1 calc R . . H13C H 0.5515 0.2695 0.3064 0.098 Uiso 1 1 calc R . . C14 C 0.5453(4) 0.0952(2) 0.37498(18) 0.0984(12) Uani 1 1 d . . . H14A H 0.5740 0.0476 0.4093 0.148 Uiso 1 1 calc R . . H14B H 0.5854 0.0864 0.3358 0.148 Uiso 1 1 calc R . . H14C H 0.4691 0.0797 0.3642 0.148 Uiso 1 1 calc R . . C15 C 0.83724(16) 0.3529(2) 0.56988(10) 0.0536(5) Uani 1 1 d . . . H15A H 0.7697 0.3791 0.5879 0.064 Uiso 1 1 calc R . . C16 C 0.8825(3) 0.2686(3) 0.61611(15) 0.0861(9) Uani 1 1 d . . . H16A H 0.9011 0.2989 0.6594 0.129 Uiso 1 1 calc R . . H16B H 0.9471 0.2386 0.5988 0.129 Uiso 1 1 calc R . . H16C H 0.8284 0.2139 0.6199 0.129 Uiso 1 1 calc R . . C17 C 0.9148(2) 0.4443(2) 0.56904(14) 0.0716(7) Uani 1 1 d . . . H17A H 0.8840 0.4985 0.5397 0.107 Uiso 1 1 calc R . . H17B H 0.9833 0.4207 0.5534 0.107 Uiso 1 1 calc R . . H17C H 0.9271 0.4725 0.6134 0.107 Uiso 1 1 calc R . . C18 C 0.47343(15) 0.43779(15) 0.69203(8) 0.0375(4) Uani 1 1 d . . . C19 C 0.36400(17) 0.45487(18) 0.70159(10) 0.0474(5) Uani 1 1 d . . . C20 C 0.3390(2) 0.5169(2) 0.75405(12) 0.0634(6) Uani 1 1 d . . . H20A H 0.2657 0.5309 0.7608 0.076 Uiso 1 1 calc R . . C21 C 0.4181(2) 0.5585(2) 0.79640(12) 0.0694(7) Uani 1 1 d . . . H21A H 0.3990 0.5986 0.8328 0.083 Uiso 1 1 calc R . . C22 C 0.5242(2) 0.5422(2) 0.78625(11) 0.0598(6) Uani 1 1 d . . . H22A H 0.5781 0.5717 0.8157 0.072 Uiso 1 1 calc R . . C23 C 0.55487(17) 0.48294(16) 0.73338(9) 0.0442(4) Uani 1 1 d . . . C24 C 0.27662(18) 0.4072(2) 0.65601(11) 0.0566(6) Uani 1 1 d . . . H24A H 0.3106 0.3485 0.6328 0.068 Uiso 1 1 calc R . . C25 C 0.2366(3) 0.4831(3) 0.60453(14) 0.0819(8) Uani 1 1 d . . . H25A H 0.2979 0.5125 0.5833 0.123 Uiso 1 1 calc R . . H25B H 0.1971 0.5390 0.6248 0.123 Uiso 1 1 calc R . . H25C H 0.1887 0.4473 0.5718 0.123 Uiso 1 1 calc R . . C26 C 0.1822(3) 0.3610(3) 0.69006(16) 0.1027(13) Uani 1 1 d . . . H26A H 0.1295 0.3321 0.6572 0.154 Uiso 1 1 calc R . . H26B H 0.1481 0.4156 0.7148 0.154 Uiso 1 1 calc R . . H26C H 0.2085 0.3057 0.7200 0.154 Uiso 1 1 calc R . . C27 C 0.67343(17) 0.46512(18) 0.72298(10) 0.0505(5) Uani 1 1 d . . . H27A H 0.6782 0.4468 0.6758 0.061 Uiso 1 1 calc R . . C28 C 0.7209(2) 0.3747(3) 0.76294(18) 0.0867(9) Uani 1 1 d . . . H28A H 0.6765 0.3126 0.7543 0.130 Uiso 1 1 calc R . . H28B H 0.7225 0.3920 0.8096 0.130 Uiso 1 1 calc R . . H28C H 0.7943 0.3612 0.7507 0.130 Uiso 1 1 calc R . . C29 C 0.7424(2) 0.5621(2) 0.73629(15) 0.0733(7) Uani 1 1 d . . . H29A H 0.7120 0.6202 0.7101 0.110 Uiso 1 1 calc R . . H29B H 0.8159 0.5485 0.7245 0.110 Uiso 1 1 calc R . . H29C H 0.7434 0.5799 0.7829 0.110 Uiso 1 1 calc R . . C30 C 0.66850(15) 0.59988(15) 0.55161(10) 0.0421(4) Uani 1 1 d . . . H30A H 0.7038 0.5648 0.5879 0.050 Uiso 1 1 calc R . . C31 C 0.71685(15) 0.70153(15) 0.53360(10) 0.0436(4) Uani 1 1 d . . . C32 C 0.67637(19) 0.76129(18) 0.48140(11) 0.0539(5) Uani 1 1 d . . . H32A H 0.6127 0.7397 0.4569 0.065 Uiso 1 1 calc R . . C33 C 0.7271(2) 0.85191(19) 0.46424(14) 0.0666(6) Uani 1 1 d . . . H33A H 0.6988 0.8911 0.4276 0.080 Uiso 1 1 calc R . . C34 C 0.8184(2) 0.88592(19) 0.49990(16) 0.0671(7) Uani 1 1 d . . . H34A H 0.8541 0.9475 0.4877 0.081 Uiso 1 1 calc R . . C35 C 0.85686(19) 0.8286(2) 0.55369(16) 0.0717(8) Uani 1 1 d . . . H35A H 0.9184 0.8521 0.5796 0.086 Uiso 1 1 calc R . . C36 C 0.80695(18) 0.73801(19) 0.56996(14) 0.0619(6) Uani 1 1 d . . . H36A H 0.8348 0.6995 0.6070 0.074 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 0.03642(12) 0.02838(12) 0.02763(11) 0.00251(7) 0.00203(7) -0.00070(8) N1 0.0460(8) 0.0294(7) 0.0309(7) 0.0036(6) 0.0047(6) 0.0032(6) N2 0.0408(7) 0.0329(8) 0.0263(6) 0.0010(6) 0.0006(5) -0.0030(6) N3 0.0408(8) 0.0335(8) 0.0347(7) 0.0024(6) 0.0024(6) -0.0005(6) C1 0.0569(11) 0.0287(9) 0.0361(9) 0.0017(7) 0.0015(8) 0.0030(8) C2 0.0589(11) 0.0294(9) 0.0381(9) 0.0078(7) 0.0020(8) -0.0053(8) C3 0.0445(9) 0.0385(10) 0.0299(8) 0.0065(7) 0.0007(7) -0.0052(8) C4 0.103(2) 0.0349(11) 0.0529(13) 0.0071(9) 0.0178(13) 0.0196(11) C5 0.0716(14) 0.0503(12) 0.0395(10) 0.0139(9) 0.0143(9) -0.0002(10) C6 0.0528(11) 0.0399(10) 0.0352(9) 0.0073(8) 0.0097(8) 0.0150(8) C7 0.0738(14) 0.0487(12) 0.0379(10) 0.0023(9) 0.0099(9) 0.0182(11) C8 0.091(2) 0.095(2) 0.0412(12) -0.0046(12) 0.0145(12) 0.0368(16) C9 0.0766(18) 0.140(3) 0.0543(14) 0.0142(16) 0.0289(13) 0.0486(19) C10 0.0533(13) 0.110(2) 0.0550(13) 0.0183(14) 0.0164(10) 0.0302(14) C11 0.0487(11) 0.0628(13) 0.0415(10) 0.0158(9) 0.0104(8) 0.0170(10) C12 0.0839(16) 0.0457(12) 0.0418(10) -0.0043(9) 0.0059(10) -0.0026(11) C13 0.0784(16) 0.0532(14) 0.0636(14) 0.0030(11) -0.0065(12) 0.0029(12) C14 0.159(4) 0.0450(15) 0.088(2) -0.0031(14) -0.019(2) -0.0089(17) C15 0.0408(10) 0.0750(16) 0.0450(11) 0.0150(10) 0.0032(8) 0.0030(10) C16 0.0853(19) 0.100(2) 0.0699(17) 0.0375(16) -0.0193(14) -0.0042(17) C17 0.0511(13) 0.0913(19) 0.0720(16) 0.0226(15) 0.0009(12) -0.0055(13) C18 0.0475(10) 0.0391(9) 0.0259(8) 0.0021(7) 0.0034(7) 0.0004(8) C19 0.0509(11) 0.0530(12) 0.0390(10) 0.0058(9) 0.0071(8) 0.0039(9) C20 0.0685(15) 0.0680(16) 0.0565(13) 0.0001(12) 0.0239(12) 0.0138(12) C21 0.093(2) 0.0690(16) 0.0480(13) -0.0159(12) 0.0185(13) 0.0117(14) C22 0.0837(17) 0.0561(14) 0.0391(10) -0.0138(10) 0.0008(10) 0.0000(12) C23 0.0594(12) 0.0401(10) 0.0324(9) -0.0028(7) -0.0011(8) 0.0008(9) C24 0.0444(11) 0.0763(17) 0.0493(12) 0.0121(11) 0.0052(9) -0.0002(10) C25 0.0831(18) 0.095(2) 0.0664(16) 0.0297(15) -0.0066(14) -0.0085(16) C26 0.0815(19) 0.153(3) 0.0715(18) 0.045(2) -0.0059(15) -0.045(2) C27 0.0528(11) 0.0537(13) 0.0434(10) -0.0067(9) -0.0084(9) -0.0032(10) C28 0.0693(17) 0.0815(19) 0.106(2) 0.0197(18) -0.0163(16) 0.0107(16) C29 0.0680(16) 0.0767(18) 0.0724(17) -0.0130(14) -0.0138(13) -0.0175(13) C30 0.0399(9) 0.0430(11) 0.0423(10) 0.0009(8) -0.0046(7) -0.0022(8) C31 0.0424(10) 0.0386(10) 0.0500(11) -0.0038(8) 0.0032(8) -0.0028(8) C32 0.0601(12) 0.0488(12) 0.0519(12) 0.0037(10) -0.0018(9) -0.0161(10) C33 0.0766(16) 0.0469(14) 0.0771(16) 0.0079(12) 0.0105(13) -0.0119(12) C34 0.0597(14) 0.0361(11) 0.108(2) -0.0063(13) 0.0226(14) -0.0105(10) C35 0.0469(12) 0.0481(14) 0.119(2) -0.0102(15) -0.0050(13) -0.0094(11) C36 0.0484(12) 0.0496(13) 0.0853(17) -0.0029(12) -0.0117(11) -0.0059(10) _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 N3 2.0305(15) . ? Zn1 N1 2.0338(14) . ? Zn1 N2 2.0429(14) . ? Zn1 N3 2.0770(15) 3_666 ? Zn1 Zn1 3.0893(4) 3_666 ? N1 C1 1.327(2) . ? N1 C6 1.442(2) . ? N2 C3 1.332(2) . ? N2 C18 1.442(2) . ? N3 C30 1.267(2) . ? N3 Zn1 2.0770(15) 3_666 ? C1 C2 1.399(3) . ? C1 C4 1.517(3) . ? C2 C3 1.390(3) . ? C3 C5 1.523(2) . ? C6 C11 1.401(3) . ? C6 C7 1.409(3) . ? C7 C8 1.401(3) . ? C7 C12 1.510(4) . ? C8 C9 1.373(5) . ? C9 C10 1.363(4) . ? C10 C11 1.392(3) . ? C11 C15 1.523(3) . ? C12 C13 1.515(3) . ? C12 C14 1.542(3) . ? C15 C16 1.521(3) . ? C15 C17 1.521(4) . ? C18 C23 1.401(3) . ? C18 C19 1.407(3) . ? C19 C20 1.390(3) . ? C19 C24 1.513(3) . ? C20 C21 1.374(4) . ? C21 C22 1.368(4) . ? C22 C23 1.398(3) . ? C23 C27 1.524(3) . ? C24 C25 1.496(4) . ? C24 C26 1.528(4) . ? C27 C28 1.517(4) . ? C27 C29 1.527(3) . ? C30 C31 1.495(3) . ? C31 C32 1.382(3) . ? C31 C36 1.385(3) . ? C32 C33 1.382(3) . ? C33 C34 1.379(4) . ? C34 C35 1.383(4) . ? C35 C36 1.372(4) . ? 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 Zn1 N1 120.25(6) . . ? N3 Zn1 N2 123.57(6) . . ? N1 Zn1 N2 93.51(6) . . ? N3 Zn1 N3 82.46(6) . 3_666 ? N1 Zn1 N3 115.36(6) . 3_666 ? N2 Zn1 N3 124.56(6) . 3_666 ? N3 Zn1 Zn1 41.80(4) . 3_666 ? N1 Zn1 Zn1 128.25(4) . 3_666 ? N2 Zn1 Zn1 138.15(4) . 3_666 ? N3 Zn1 Zn1 40.66(4) 3_666 3_666 ? C1 N1 C6 115.40(15) . . ? C1 N1 Zn1 121.19(12) . . ? C6 N1 Zn1 123.41(11) . . ? C3 N2 C18 114.87(14) . . ? C3 N2 Zn1 120.33(12) . . ? C18 N2 Zn1 124.78(11) . . ? C30 N3 Zn1 125.96(13) . . ? C30 N3 Zn1 136.49(14) . 3_666 ? Zn1 N3 Zn1 97.54(6) . 3_666 ? N1 C1 C2 124.51(17) . . ? N1 C1 C4 120.92(17) . . ? C2 C1 C4 114.56(17) . . ? C3 C2 C1 129.04(17) . . ? N2 C3 C2 125.03(16) . . ? N2 C3 C5 120.51(17) . . ? C2 C3 C5 114.46(17) . . ? C11 C6 C7 121.48(18) . . ? C11 C6 N1 118.58(17) . . ? C7 C6 N1 119.87(19) . . ? C8 C7 C6 116.8(2) . . ? C8 C7 C12 120.7(2) . . ? C6 C7 C12 122.42(19) . . ? C9 C8 C7 121.7(2) . . ? C10 C9 C8 120.6(2) . . ? C9 C10 C11 120.8(3) . . ? C10 C11 C6 118.5(2) . . ? C10 C11 C15 120.0(2) . . ? C6 C11 C15 121.43(17) . . ? C7 C12 C13 111.0(2) . . ? C7 C12 C14 113.5(3) . . ? C13 C12 C14 108.0(2) . . ? C16 C15 C17 110.4(2) . . ? C16 C15 C11 111.2(2) . . ? C17 C15 C11 113.43(19) . . ? C23 C18 C19 121.26(18) . . ? C23 C18 N2 118.79(16) . . ? C19 C18 N2 119.84(17) . . ? C20 C19 C18 117.9(2) . . ? C20 C19 C24 121.3(2) . . ? C18 C19 C24 120.86(19) . . ? C21 C20 C19 121.4(2) . . ? C22 C21 C20 120.1(2) . . ? C21 C22 C23 121.3(2) . . ? C22 C23 C18 117.9(2) . . ? C22 C23 C27 120.65(19) . . ? C18 C23 C27 121.42(17) . . ? C25 C24 C19 111.1(2) . . ? C25 C24 C26 110.2(2) . . ? C19 C24 C26 114.8(2) . . ? C28 C27 C23 112.6(2) . . ? C28 C27 C29 109.6(2) . . ? C23 C27 C29 113.0(2) . . ? N3 C30 C31 128.46(18) . . ? C32 C31 C36 117.8(2) . . ? C32 C31 C30 122.99(18) . . ? C36 C31 C30 119.24(19) . . ? C33 C32 C31 121.1(2) . . ? C34 C33 C32 120.5(3) . . ? C33 C34 C35 118.7(2) . . ? C36 C35 C34 120.5(2) . . ? C35 C36 C31 121.4(2) . . ? 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 Zn1 N1 C1 155.05(14) . . . . ? N2 Zn1 N1 C1 22.43(15) . . . . ? N3 Zn1 N1 C1 -108.73(14) 3_666 . . . ? Zn1 Zn1 N1 C1 -154.68(12) 3_666 . . . ? N3 Zn1 N1 C6 -24.50(17) . . . . ? N2 Zn1 N1 C6 -157.12(15) . . . . ? N3 Zn1 N1 C6 71.72(16) 3_666 . . . ? Zn1 Zn1 N1 C6 25.77(17) 3_666 . . . ? N3 Zn1 N2 C3 -153.54(13) . . . . ? N1 Zn1 N2 C3 -23.26(14) . . . . ? N3 Zn1 N2 C3 101.04(14) 3_666 . . . ? Zn1 Zn1 N2 C3 153.34(11) 3_666 . . . ? N3 Zn1 N2 C18 27.82(16) . . . . ? N1 Zn1 N2 C18 158.10(14) . . . . ? N3 Zn1 N2 C18 -77.60(15) 3_666 . . . ? Zn1 Zn1 N2 C18 -25.30(17) 3_666 . . . ? N1 Zn1 N3 C30 -65.98(18) . . . . ? N2 Zn1 N3 C30 52.19(18) . . . . ? N3 Zn1 N3 C30 179.0(2) 3_666 . . . ? Zn1 Zn1 N3 C30 179.0(2) 3_666 . . . ? N1 Zn1 N3 Zn1 115.02(6) . . . 3_666 ? N2 Zn1 N3 Zn1 -126.80(6) . . . 3_666 ? N3 Zn1 N3 Zn1 0.0 3_666 . . 3_666 ? C6 N1 C1 C2 170.33(19) . . . . ? Zn1 N1 C1 C2 -9.3(3) . . . . ? C6 N1 C1 C4 -8.1(3) . . . . ? Zn1 N1 C1 C4 172.29(17) . . . . ? N1 C1 C2 C3 -13.1(3) . . . . ? C4 C1 C2 C3 165.4(2) . . . . ? C18 N2 C3 C2 -170.02(18) . . . . ? Zn1 N2 C3 C2 11.2(2) . . . . ? C18 N2 C3 C5 9.4(2) . . . . ? Zn1 N2 C3 C5 -169.39(14) . . . . ? C1 C2 C3 N2 11.9(3) . . . . ? C1 C2 C3 C5 -167.5(2) . . . . ? C1 N1 C6 C11 -91.4(2) . . . . ? Zn1 N1 C6 C11 88.21(19) . . . . ? C1 N1 C6 C7 85.6(2) . . . . ? Zn1 N1 C6 C7 -94.8(2) . . . . ? C11 C6 C7 C8 3.2(3) . . . . ? N1 C6 C7 C8 -173.7(2) . . . . ? C11 C6 C7 C12 -177.2(2) . . . . ? N1 C6 C7 C12 5.9(3) . . . . ? C6 C7 C8 C9 -0.6(4) . . . . ? C12 C7 C8 C9 179.7(3) . . . . ? C7 C8 C9 C10 -1.5(5) . . . . ? C8 C9 C10 C11 1.1(5) . . . . ? C9 C10 C11 C6 1.4(4) . . . . ? C9 C10 C11 C15 178.4(3) . . . . ? C7 C6 C11 C10 -3.6(3) . . . . ? N1 C6 C11 C10 173.3(2) . . . . ? C7 C6 C11 C15 179.48(19) . . . . ? N1 C6 C11 C15 -3.6(3) . . . . ? C8 C7 C12 C13 -66.9(3) . . . . ? C6 C7 C12 C13 113.4(2) . . . . ? C8 C7 C12 C14 55.0(3) . . . . ? C6 C7 C12 C14 -124.7(3) . . . . ? C10 C11 C15 C16 -81.6(3) . . . . ? C6 C11 C15 C16 95.3(3) . . . . ? C10 C11 C15 C17 43.6(3) . . . . ? C6 C11 C15 C17 -139.6(2) . . . . ? C3 N2 C18 C23 90.6(2) . . . . ? Zn1 N2 C18 C23 -90.65(19) . . . . ? C3 N2 C18 C19 -85.6(2) . . . . ? Zn1 N2 C18 C19 93.11(19) . . . . ? C23 C18 C19 C20 -0.9(3) . . . . ? N2 C18 C19 C20 175.25(19) . . . . ? C23 C18 C19 C24 179.00(19) . . . . ? N2 C18 C19 C24 -4.9(3) . . . . ? C18 C19 C20 C21 -1.6(3) . . . . ? C24 C19 C20 C21 178.5(2) . . . . ? C19 C20 C21 C22 2.3(4) . . . . ? C20 C21 C22 C23 -0.4(4) . . . . ? C21 C22 C23 C18 -2.0(3) . . . . ? C21 C22 C23 C27 -179.7(2) . . . . ? C19 C18 C23 C22 2.6(3) . . . . ? N2 C18 C23 C22 -173.57(19) . . . . ? C19 C18 C23 C27 -179.67(19) . . . . ? N2 C18 C23 C27 4.2(3) . . . . ? C20 C19 C24 C25 82.9(3) . . . . ? C18 C19 C24 C25 -97.0(3) . . . . ? C20 C19 C24 C26 -43.0(4) . . . . ? C18 C19 C24 C26 137.1(3) . . . . ? C22 C23 C27 C28 84.3(3) . . . . ? C18 C23 C27 C28 -93.4(3) . . . . ? C22 C23 C27 C29 -40.6(3) . . . . ? C18 C23 C27 C29 141.7(2) . . . . ? Zn1 N3 C30 C31 175.37(15) . . . . ? Zn1 N3 C30 C31 -6.1(3) 3_666 . . . ? N3 C30 C31 C32 -1.2(3) . . . . ? N3 C30 C31 C36 179.5(2) . . . . ? C36 C31 C32 C33 2.9(4) . . . . ? C30 C31 C32 C33 -176.4(2) . . . . ? C31 C32 C33 C34 -1.4(4) . . . . ? C32 C33 C34 C35 -1.1(4) . . . . ? C33 C34 C35 C36 2.0(4) . . . . ? C34 C35 C36 C31 -0.3(4) . . . . ? C32 C31 C36 C35 -2.1(4) . . . . ? C30 C31 C36 C35 177.2(2) . . . . ? _diffrn_measured_fraction_theta_max 0.963 _diffrn_reflns_theta_full 28.33 _diffrn_measured_fraction_theta_full 0.963 _refine_diff_density_max 0.742 _refine_diff_density_min -0.296 _refine_diff_density_rms 0.053