#------------------------------------------------------------------------------ #$Date: 2012-02-03 19:16:24 +0200 (Fri, 03 Feb 2012) $ #$Revision: 32112 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/01/38/2013829.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2013829 loop_ _publ_author_name 'Yilmaz, Veysel T.' 'Caglar, Sema' 'Harrison, William T. A.' _publ_section_title ; Bis(saccharinato-\kN)zinc(II) complexes with N,N'-bidentate 2-aminomethylpyridine and 2-aminoethylpyridine ; _journal_issue 1 _journal_name_full 'Acta Crystallographica Section C' _journal_page_first m35 _journal_page_last m38 _journal_volume 60 _journal_year 2004 _chemical_formula_iupac '[Zn (C7 H4 N O3 S)2 (C6 H8 N2)2]' _chemical_formula_moiety 'C26 H24 N6 O6 S2 Zn' _chemical_formula_sum 'C26 H24 N6 O6 S2 Zn' _chemical_formula_weight 646.00 _chemical_name_systematic ; trans-bis(2-aminomethylpyridine-\k^2^N,N')bis(saccharinato-\kN)zinc(II) ; _space_group_IT_number 14 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-97 _cell_angle_alpha 90.00 _cell_angle_beta 90.2570(10) _cell_angle_gamma 90.00 _cell_formula_units_Z 2 _cell_length_a 7.4169(4) _cell_length_b 21.5662(10) _cell_length_c 8.7502(4) _cell_measurement_reflns_used 4514 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 29.21 _cell_measurement_theta_min 2.51 _cell_volume 1399.62(12) _computing_cell_refinement 'SAINT (Bruker, 1999)' _computing_data_collection 'SMART (Bruker, 1999)' _computing_data_reduction SAINT _computing_molecular_graphics 'ORTEP-3 (Farrugia, 1997)' _computing_publication_material SHELXL97 _computing_structure_refinement 'SHELXL97 (Sheldrick, 1997)' _computing_structure_solution 'SHELXS97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.995 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'Bruker SMART 1000 CCD' _diffrn_measurement_method \w _diffrn_radiation_monochromator graphite _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0318 _diffrn_reflns_av_sigmaI/netI 0.0319 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 30 _diffrn_reflns_limit_k_min -30 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_number 14105 _diffrn_reflns_theta_full 30.03 _diffrn_reflns_theta_max 30.03 _diffrn_reflns_theta_min 1.89 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count 0 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 1.079 _exptl_absorpt_correction_T_max 0.813 _exptl_absorpt_correction_T_min 0.637 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(SADABS; Bruker, 1999)' _exptl_crystal_colour colourless _exptl_crystal_density_diffrn 1.533 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 664 _exptl_crystal_size_max 0.46 _exptl_crystal_size_mid 0.41 _exptl_crystal_size_min 0.20 _refine_diff_density_max 0.317 _refine_diff_density_min -0.232 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.992 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 190 _refine_ls_number_reflns 4077 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 0.992 _refine_ls_R_factor_all 0.0652 _refine_ls_R_factor_gt 0.0408 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0612P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1015 _refine_ls_wR_factor_ref 0.1105 _reflns_number_gt 2798 _reflns_number_total 4077 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ob1151.cif _[local]_cod_data_source_block I _[local]_cod_cif_authors_sg_H-M 'P 21/c' _cod_database_code 2013829 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' loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_refinement_flags _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group _atom_site_type_symbol Zn1 0.4884(3) 0.49061(7) 0.4850(2) 0.0457(3) Uani d P 0.50 . . Zn S1 0.16514(6) 0.40402(2) 0.32226(6) 0.04488(14) Uani d . 1 . . S O1 0.05939(19) 0.40975(7) 0.45979(18) 0.0543(4) Uani d . 1 . . O O2 0.1112(2) 0.44440(7) 0.2003(2) 0.0658(4) Uani d . 1 . . O O3 0.63285(18) 0.35190(7) 0.3461(2) 0.0603(4) Uani d . 1 . . O N1 0.3771(2) 0.41073(7) 0.3626(2) 0.0461(4) Uani d . 1 . . N C1 0.4689(2) 0.35778(9) 0.3295(2) 0.0451(4) Uani d . 1 . . C C2 0.3500(3) 0.30783(9) 0.2674(2) 0.0458(4) Uani d . 1 . . C C3 0.3957(3) 0.24874(11) 0.2201(3) 0.0615(6) Uani d . 1 . . C H3 0.5143 0.2350 0.2259 0.074 Uiso calc R 1 . . H C4 0.2624(4) 0.21100(11) 0.1647(3) 0.0718(7) Uani d . 1 . . C H4 0.2918 0.1712 0.1326 0.086 Uiso calc R 1 . . H C5 0.0856(4) 0.23048(12) 0.1550(3) 0.0719(7) Uani d . 1 . . C H5 -0.0015 0.2039 0.1151 0.086 Uiso calc R 1 . . H C6 0.0357(3) 0.28933(11) 0.2043(3) 0.0612(6) Uani d . 1 . . C H6 -0.0833 0.3028 0.2006 0.073 Uiso calc R 1 . . H C7 0.1717(3) 0.32650(9) 0.2588(2) 0.0470(4) Uani d . 1 . . C N2 0.4287(2) 0.55675(7) 0.30872(19) 0.0434(4) Uani d . 1 . . N N3 0.7280(2) 0.48919(8) 0.3702(2) 0.0457(4) Uani d . 1 . . N H1 0.8237 0.5026 0.4245 0.055 Uiso d R 1 . . H H2 0.7440 0.4485 0.3518 0.055 Uiso d R 1 . . H C8 0.2753(3) 0.58870(10) 0.2872(3) 0.0565(6) Uani d . 1 . . C H8 0.1916 0.5901 0.3659 0.068 Uiso calc R 1 . . H C9 0.2374(4) 0.61923(13) 0.1545(3) 0.0695(7) Uani d . 1 . . C H9 0.1280 0.6396 0.1409 0.083 Uiso calc R 1 . . H C10 0.3649(4) 0.61901(17) 0.0417(3) 0.0938(11) Uani d . 1 . . C H10 0.3457 0.6410 -0.0483 0.113 Uiso calc R 1 . . H C11 0.5204(4) 0.58616(16) 0.0627(3) 0.0902(10) Uani d . 1 . . C H11 0.6063 0.5846 -0.0142 0.108 Uiso calc R 1 . . H C12 0.5490(3) 0.55561(10) 0.1977(2) 0.0498(5) Uani d . 1 . . C C13 0.7235(3) 0.52142(15) 0.2265(3) 0.0728(8) Uani d . 1 . . C H13 0.7421 0.4918 0.1448 0.087 Uiso calc R 1 . . H H14 0.8223 0.5509 0.2239 0.087 Uiso calc R 1 . . H loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 Zn1 0.0329(5) 0.0547(9) 0.0495(8) 0.0104(5) 0.0128(4) 0.0176(5) S1 0.0340(2) 0.0448(2) 0.0559(3) 0.00780(18) 0.0050(2) 0.0036(2) O1 0.0370(7) 0.0616(8) 0.0643(9) 0.0058(6) 0.0121(7) -0.0064(7) O2 0.0573(9) 0.0636(9) 0.0764(11) 0.0160(8) -0.0031(9) 0.0187(8) O3 0.0371(7) 0.0634(9) 0.0804(12) 0.0140(6) 0.0054(7) -0.0027(8) N1 0.0329(7) 0.0451(8) 0.0605(11) 0.0066(6) 0.0087(7) 0.0024(7) C1 0.0391(9) 0.0487(10) 0.0477(11) 0.0095(8) 0.0101(8) 0.0045(8) C2 0.0455(10) 0.0465(10) 0.0455(11) 0.0083(8) 0.0090(9) 0.0033(8) C3 0.0676(14) 0.0533(12) 0.0638(14) 0.0156(11) 0.0121(12) -0.0016(10) C4 0.096(2) 0.0487(12) 0.0705(16) 0.0033(13) 0.0151(15) -0.0117(11) C5 0.0815(18) 0.0672(15) 0.0670(15) -0.0176(14) 0.0058(14) -0.0098(12) C6 0.0531(13) 0.0657(14) 0.0648(15) -0.0041(11) 0.0009(11) -0.0029(11) C7 0.0455(10) 0.0483(10) 0.0472(11) 0.0042(8) 0.0061(9) 0.0028(8) N2 0.0356(7) 0.0473(8) 0.0473(9) 0.0061(6) 0.0083(7) 0.0092(7) N3 0.0349(8) 0.0536(9) 0.0485(10) 0.0083(7) 0.0050(7) -0.0007(7) C8 0.0472(11) 0.0648(13) 0.0577(13) 0.0181(10) 0.0150(10) 0.0180(10) C9 0.0675(15) 0.0801(16) 0.0609(15) 0.0323(13) 0.0061(12) 0.0176(12) C10 0.093(2) 0.138(3) 0.0502(15) 0.051(2) 0.0153(14) 0.0369(16) C11 0.085(2) 0.138(3) 0.0485(14) 0.0486(18) 0.0254(13) 0.0316(16) C12 0.0472(10) 0.0611(12) 0.0413(11) 0.0109(9) 0.0099(9) 0.0031(9) C13 0.0535(13) 0.112(2) 0.0532(14) 0.0335(14) 0.0187(11) 0.0213(14) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag Zn1 Zn1 3_666 0.512(2) ? Zn1 N3 . 2.046(3) yes Zn1 N3 3_666 2.095(3) yes Zn1 N2 . 2.146(3) yes Zn1 N2 3_666 2.161(3) yes Zn1 N1 . 2.188(2) yes Zn1 N1 3_666 2.700(2) yes S1 O2 . 1.4333(16) ? S1 O1 . 1.4447(15) ? S1 N1 . 1.6163(17) ? S1 C7 . 1.762(2) ? O3 C1 . 1.231(2) ? N1 C1 . 1.361(2) ? C1 C2 . 1.493(3) ? C2 C3 . 1.383(3) ? C2 C7 . 1.384(3) ? C3 C4 . 1.368(4) ? C3 H3 . 0.9300 ? C4 C5 . 1.379(4) ? C4 H4 . 0.9300 ? C5 C6 . 1.391(3) ? C5 H5 . 0.9300 ? C6 C7 . 1.372(3) ? C6 H6 . 0.9300 ? N2 C12 . 1.322(2) ? N2 C8 . 1.343(2) ? N2 Zn1 3_666 2.161(3) ? N3 C13 . 1.437(3) ? N3 Zn1 3_666 2.095(3) ? N3 H1 . 0.9000 ? N3 H2 . 0.9000 ? C8 C9 . 1.363(3) ? C8 H8 . 0.9300 ? C9 C10 . 1.370(3) ? C9 H9 . 0.9300 ? C10 C11 . 1.365(4) ? C10 H10 . 0.9300 ? C11 C12 . 1.368(3) ? C11 H11 . 0.9300 ? C12 C13 . 1.510(3) ? C13 H13 . 0.9700 ? C13 H14 . 0.9700 ? 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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 '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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle Zn1 Zn1 N3 3_666 . 88.4(5) Zn1 Zn1 N3 3_666 3_666 77.5(5) N3 Zn1 N3 . 3_666 165.85(6) Zn1 Zn1 N2 3_666 . 84.9(5) N3 Zn1 N2 . . 80.43(10) N3 Zn1 N2 3_666 . 98.07(10) Zn1 Zn1 N2 3_666 3_666 81.5(5) N3 Zn1 N2 . 3_666 99.11(11) N3 Zn1 N2 3_666 3_666 79.00(10) N2 Zn1 N2 . 3_666 166.35(6) Zn1 Zn1 N1 3_666 . 177.4(5) N3 Zn1 N1 . . 94.26(9) N3 Zn1 N1 3_666 . 99.89(10) N2 Zn1 N1 . . 95.47(10) N2 Zn1 N1 3_666 . 98.17(9) Zn1 Zn1 N1 3_666 3_666 2.1(4) N3 Zn1 N1 . 3_666 86.24(8) N3 Zn1 N1 3_666 3_666 79.62(7) N2 Zn1 N1 . 3_666 84.59(7) N2 Zn1 N1 3_666 3_666 81.76(8) N1 Zn1 N1 . 3_666 179.50(10) O2 S1 O1 . . 114.69(9) O2 S1 N1 . . 112.10(9) O1 S1 N1 . . 109.98(9) O2 S1 C7 . . 110.48(10) O1 S1 C7 . . 111.06(9) N1 S1 C7 . . 97.22(9) C1 N1 S1 . . 111.41(14) C1 N1 Zn1 . . 125.23(15) S1 N1 Zn1 . . 122.80(10) C1 N1 Zn1 . 3_666 125.61(14) S1 N1 Zn1 . 3_666 122.38(9) O3 C1 N1 . . 123.79(19) O3 C1 C2 . . 123.38(17) N1 C1 C2 . . 112.82(16) C3 C2 C7 . . 119.2(2) C3 C2 C1 . . 128.97(19) C7 C2 C1 . . 111.86(17) C4 C3 C2 . . 118.5(2) C4 C3 H3 . . 120.8 C2 C3 H3 . . 120.8 C3 C4 C5 . . 121.7(2) C3 C4 H4 . . 119.1 C5 C4 H4 . . 119.1 C4 C5 C6 . . 120.8(2) C4 C5 H5 . . 119.6 C6 C5 H5 . . 119.6 C7 C6 C5 . . 116.4(2) C7 C6 H6 . . 121.8 C5 C6 H6 . . 121.8 C6 C7 C2 . . 123.3(2) C6 C7 S1 . . 129.98(17) C2 C7 S1 . . 106.65(15) C12 N2 C8 . . 118.73(17) C12 N2 Zn1 . . 112.22(13) C8 N2 Zn1 . . 127.88(14) C12 N2 Zn1 . 3_666 114.47(14) C8 N2 Zn1 . 3_666 126.71(14) C13 N3 Zn1 . . 113.94(15) C13 N3 Zn1 . 3_666 114.45(14) C13 N3 H1 . . 108.8 Zn1 N3 H1 . . 114.9 Zn1 N3 H1 3_666 . 102.6 C13 N3 H2 . . 108.5 Zn1 N3 H2 . . 102.6 Zn1 N3 H2 3_666 . 114.4 H1 N3 H2 . . 107.6 N2 C8 C9 . . 122.6(2) N2 C8 H8 . . 118.7 C9 C8 H8 . . 118.7 C8 C9 C10 . . 118.2(2) C8 C9 H9 . . 120.9 C10 C9 H9 . . 120.9 C11 C10 C9 . . 119.3(2) C11 C10 H10 . . 120.3 C9 C10 H10 . . 120.3 C10 C11 C12 . . 119.6(2) C10 C11 H11 . . 120.2 C12 C11 H11 . . 120.2 N2 C12 C11 . . 121.5(2) N2 C12 C13 . . 117.86(18) C11 C12 C13 . . 120.6(2) N3 C13 C12 . . 113.49(18) N3 C13 H13 . . 108.9 C12 C13 H13 . . 108.9 N3 C13 H14 . . 108.9 C12 C13 H14 . . 108.9 H13 C13 H14 . . 107.7 loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N3 H1 O1 3_666 0.90 2.31 3.071(2) 141.9 yes N3 H2 O3 . 0.90 2.24 3.051(2) 149.5 yes C8 H8 O1 3_566 0.93 2.41 3.334(3) 171.2 yes 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_site_symmetry_1 _geom_torsion_site_symmetry_4 _geom_torsion O2 S1 N1 C1 . . -114.11(15) O1 S1 N1 C1 . . 117.05(14) C7 S1 N1 C1 . . 1.49(16) O2 S1 N1 Zn1 . . 74.04(15) O1 S1 N1 Zn1 . . -54.81(15) C7 S1 N1 Zn1 . . -170.37(13) O2 S1 N1 Zn1 . 3_666 74.34(14) O1 S1 N1 Zn1 . 3_666 -54.50(13) C7 S1 N1 Zn1 . 3_666 -170.06(12) N3 Zn1 N1 C1 . . 42.97(19) N3 Zn1 N1 C1 3_666 . -137.05(17) N2 Zn1 N1 C1 . . 123.75(17) N2 Zn1 N1 C1 3_666 . -56.88(19) N3 Zn1 N1 S1 . . -146.32(12) N3 Zn1 N1 S1 3_666 . 33.65(16) N2 Zn1 N1 S1 . . -65.55(14) N2 Zn1 N1 S1 3_666 . 113.83(12) S1 N1 C1 O3 . . 177.89(17) Zn1 N1 C1 O3 . . -10.5(3) Zn1 N1 C1 O3 3_666 . -10.9(3) S1 N1 C1 C2 . . -0.8(2) Zn1 N1 C1 C2 . . 170.85(15) Zn1 N1 C1 C2 3_666 . 170.45(13) O3 C1 C2 C3 . . 0.5(3) N1 C1 C2 C3 . . 179.2(2) O3 C1 C2 C7 . . -179.29(19) N1 C1 C2 C7 . . -0.6(2) C7 C2 C3 C4 . . 0.7(3) C1 C2 C3 C4 . . -179.1(2) C2 C3 C4 C5 . . 0.0(4) C3 C4 C5 C6 . . -1.1(4) C4 C5 C6 C7 . . 1.4(4) C5 C6 C7 C2 . . -0.6(3) C5 C6 C7 S1 . . 176.67(18) C3 C2 C7 C6 . . -0.4(3) C1 C2 C7 C6 . . 179.4(2) C3 C2 C7 S1 . . -178.27(17) C1 C2 C7 S1 . . 1.6(2) O2 S1 C7 C6 . . -62.6(2) O1 S1 C7 C6 . . 65.9(2) N1 S1 C7 C6 . . -179.4(2) O2 S1 C7 C2 . . 115.08(15) O1 S1 C7 C2 . . -116.49(15) N1 S1 C7 C2 . . -1.80(16) Zn1 Zn1 N2 C12 3_666 . 102.4(5) N3 Zn1 N2 C12 . . 13.16(15) N3 Zn1 N2 C12 3_666 . 178.93(15) N2 Zn1 N2 C12 3_666 . 102.4(5) N1 Zn1 N2 C12 . . -80.25(16) N1 Zn1 N2 C12 3_666 . 100.24(15) Zn1 Zn1 N2 C8 3_666 . -90.3(5) N3 Zn1 N2 C8 . . -179.5(2) N3 Zn1 N2 C8 3_666 . -13.8(2) N2 Zn1 N2 C8 3_666 . -90.3(5) N1 Zn1 N2 C8 . . 87.0(2) N1 Zn1 N2 C8 3_666 . -92.5(2) N3 Zn1 N2 Zn1 . 3_666 -89.2(5) N3 Zn1 N2 Zn1 3_666 3_666 76.6(5) N1 Zn1 N2 Zn1 . 3_666 177.4(5) N1 Zn1 N2 Zn1 3_666 3_666 -2.1(4) Zn1 Zn1 N3 C13 3_666 . -95.2(6) N3 Zn1 N3 C13 3_666 . -95.2(6) N2 Zn1 N3 C13 . . -10.18(18) N2 Zn1 N3 C13 3_666 . -176.35(18) N1 Zn1 N3 C13 . . 84.66(19) N1 Zn1 N3 C13 3_666 . -95.32(19) N2 Zn1 N3 Zn1 . 3_666 85.1(5) N2 Zn1 N3 Zn1 3_666 3_666 -81.1(5) N1 Zn1 N3 Zn1 . 3_666 179.9(6) N1 Zn1 N3 Zn1 3_666 3_666 -0.1(5) C12 N2 C8 C9 . . 1.0(4) Zn1 N2 C8 C9 . . -165.5(2) Zn1 N2 C8 C9 3_666 . 177.4(2) N2 C8 C9 C10 . . -2.6(4) C8 C9 C10 C11 . . 3.1(5) C9 C10 C11 C12 . . -2.0(6) C8 N2 C12 C11 . . 0.1(4) Zn1 N2 C12 C11 . . 168.7(2) Zn1 N2 C12 C11 3_666 . -176.7(2) C8 N2 C12 C13 . . 177.8(2) Zn1 N2 C12 C13 . . -13.7(3) Zn1 N2 C12 C13 3_666 . 1.0(3) C10 C11 C12 N2 . . 0.4(5) C10 C11 C12 C13 . . -177.2(3) Zn1 N3 C13 C12 . . 6.3(3) Zn1 N3 C13 C12 3_666 . -9.2(3) N2 C12 C13 N3 . . 5.4(4) C11 C12 C13 N3 . . -176.9(3)