# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # ####################################################################### data_s4337a _database_code_depnum_ccdc_archive 'CCDC 863825' #TrackingRef '9151_web_deposit_cif_file_0_MartinLutz_1327063266.deposit.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C20 H16 Cl N6 Zn, Cl, 2(H2 O)' _chemical_formula_sum 'C20 H20 Cl2 N6 O2 Zn' _chemical_formula_weight 512.69 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' Cl Cl 0.1484 0.1585 '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' 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' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.5685(14) _cell_length_b 12.3240(15) _cell_length_c 12.9455(19) _cell_angle_alpha 114.478(8) _cell_angle_beta 96.294(8) _cell_angle_gamma 98.286(13) _cell_volume 1068.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 150(2) _cell_measurement_reflns_used 4496 _cell_measurement_theta_min 2.77 _cell_measurement_theta_max 25.47 _exptl_crystal_description needle _exptl_crystal_colour 'pale yellow' _exptl_crystal_size_max 0.42 _exptl_crystal_size_mid 0.06 _exptl_crystal_size_min 0.06 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.594 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 524 _exptl_absorpt_coefficient_mu 1.431 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.55 _exptl_absorpt_correction_T_max 0.75 _exptl_absorpt_process_details TWINABS-2008/4 _exptl_special_details ; ? ; _diffrn_ambient_temperature 150(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'rotating anode' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Nonius KappaCCD' _diffrn_measurement_method '\f and \w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 11164 _diffrn_reflns_av_R_equivalents 0.0462 _diffrn_reflns_av_sigmaI/netI 0.0499 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 1.76 _diffrn_reflns_theta_max 25.64 _reflns_number_total 3868 _reflns_number_gt 3146 _reflns_threshold_expression I>2\s(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement Peakref _computing_data_reduction 'Eval14, Twinabs' _computing_structure_solution 'SIR-97 (Altomare et al., 1997)' _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^)+(0.0488P)^2^+1.5961P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens difmap _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 3868 _refine_ls_number_parameters 297 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0618 _refine_ls_R_factor_gt 0.0431 _refine_ls_wR_factor_ref 0.1064 _refine_ls_wR_factor_gt 0.0977 _refine_ls_goodness_of_fit_ref 1.044 _refine_ls_restrained_S_all 1.044 _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 0.31444(5) 0.11681(4) 0.34767(3) 0.01714(14) Uani 1 1 d . . . Cl1 Cl 0.06818(12) 0.20472(8) 0.34998(8) 0.0222(2) Uani 1 1 d . . . N1 N 0.3029(4) 0.0533(3) 0.1693(2) 0.0190(6) Uani 1 1 d . . . N2 N 0.2663(4) -0.1573(3) 0.1232(2) 0.0228(7) Uani 1 1 d . . . H2N H 0.2601 -0.2370 0.0558 0.050 Uiso 1 1 d . . . N3 N 0.2592(4) -0.0648(2) 0.3231(2) 0.0159(6) Uani 1 1 d . . . N4 N 0.3429(4) 0.1360(2) 0.5178(2) 0.0171(6) Uani 1 1 d . . . N5 N 0.4710(4) 0.3451(2) 0.6005(2) 0.0193(7) Uani 1 1 d . . . H5N H 0.4928 0.4197 0.6609 0.050 Uiso 1 1 d . . . N6 N 0.5406(4) 0.2604(3) 0.4114(2) 0.0177(6) Uani 1 1 d . . . C1 C 0.2972(5) 0.1394(3) 0.1295(3) 0.0234(8) Uani 1 1 d . . . H1 H 0.3177 0.2223 0.1847 0.028 Uiso 1 1 calc R . . C2 C 0.2639(5) 0.1139(3) 0.0153(3) 0.0279(9) Uani 1 1 d . . . H2 H 0.2618 0.1772 -0.0084 0.033 Uiso 1 1 calc R . . C3 C 0.2330(6) -0.0074(4) -0.0658(3) 0.0302(9) Uani 1 1 d . . . H3 H 0.2103 -0.0283 -0.1461 0.036 Uiso 1 1 calc R . . C4 C 0.2358(5) -0.0964(3) -0.0286(3) 0.0269(9) Uani 1 1 d . . . H4 H 0.2145 -0.1797 -0.0827 0.032 Uiso 1 1 calc R . . C5 C 0.2706(5) -0.0630(3) 0.0904(3) 0.0202(8) Uani 1 1 d . . . C6 C 0.2346(5) -0.1647(3) 0.2232(3) 0.0190(8) Uani 1 1 d . . . C7 C 0.1753(5) -0.2818(3) 0.2148(3) 0.0218(8) Uani 1 1 d . . . H7 H 0.1630 -0.3519 0.1435 0.026 Uiso 1 1 calc R . . C8 C 0.1355(5) -0.2939(3) 0.3104(3) 0.0228(8) Uani 1 1 d . . . H8 H 0.0919 -0.3724 0.3055 0.027 Uiso 1 1 calc R . . C9 C 0.1592(5) -0.1905(3) 0.4150(3) 0.0203(8) Uani 1 1 d . . . H9 H 0.1311 -0.1972 0.4821 0.024 Uiso 1 1 calc R . . C10 C 0.2241(4) -0.0788(3) 0.4190(3) 0.0173(7) Uani 1 1 d . . . C11 C 0.2632(4) 0.0368(3) 0.5277(3) 0.0176(7) Uani 1 1 d . . . C12 C 0.2233(5) 0.0422(3) 0.6305(3) 0.0227(8) Uani 1 1 d . . . H12 H 0.1708 -0.0294 0.6365 0.027 Uiso 1 1 calc R . . C13 C 0.2624(5) 0.1561(4) 0.7259(3) 0.0267(9) Uani 1 1 d . . . H13 H 0.2320 0.1634 0.7975 0.032 Uiso 1 1 calc R . . C14 C 0.3442(5) 0.2571(3) 0.7166(3) 0.0244(8) Uani 1 1 d . . . H14 H 0.3722 0.3348 0.7814 0.029 Uiso 1 1 calc R . . C15 C 0.3859(5) 0.2444(3) 0.6105(3) 0.0188(8) Uani 1 1 d . . . C16 C 0.5635(4) 0.3542(3) 0.5169(3) 0.0168(8) Uani 1 1 d . . . C17 C 0.6815(5) 0.4655(3) 0.5472(3) 0.0198(8) Uani 1 1 d . . . H17 H 0.6942 0.5308 0.6217 0.024 Uiso 1 1 calc R . . C18 C 0.7781(5) 0.4798(3) 0.4690(3) 0.0210(8) Uani 1 1 d . . . H18 H 0.8556 0.5558 0.4877 0.025 Uiso 1 1 calc R . . C19 C 0.7618(5) 0.3819(3) 0.3617(3) 0.0223(8) Uani 1 1 d . . . H19 H 0.8312 0.3882 0.3068 0.027 Uiso 1 1 calc R . . C20 C 0.6435(5) 0.2769(3) 0.3379(3) 0.0206(8) Uani 1 1 d . . . H20 H 0.6322 0.2102 0.2643 0.025 Uiso 1 1 calc R . . Cl2 Cl 0.17508(14) 0.57851(8) 0.90237(8) 0.0292(2) Uani 1 1 d . . . O1 O 0.5443(5) 0.5607(3) 0.8069(3) 0.0303(7) Uani 1 1 d . . . H1O H 0.440(6) 0.569(4) 0.832(4) 0.033(13) Uiso 1 1 d . . . H2O H 0.616(7) 0.570(4) 0.855(4) 0.045(17) Uiso 1 1 d . . . O2 O 0.8078(5) 0.6178(3) 0.9962(3) 0.0351(7) Uani 1 1 d . . . H3O H 0.914(8) 0.610(5) 0.964(5) 0.063(17) Uiso 1 1 d . . . H4O H 0.791(6) 0.571(4) 1.020(4) 0.036(15) Uiso 1 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 Zn1 0.0213(2) 0.0174(2) 0.0129(2) 0.00769(17) -0.00036(16) 0.00414(16) Cl1 0.0217(5) 0.0236(4) 0.0231(5) 0.0115(4) 0.0021(4) 0.0080(4) N1 0.0245(16) 0.0178(15) 0.0156(16) 0.0085(13) 0.0022(13) 0.0053(12) N2 0.0360(18) 0.0187(15) 0.0146(16) 0.0071(13) 0.0068(14) 0.0074(13) N3 0.0168(15) 0.0174(14) 0.0147(15) 0.0084(12) 0.0000(12) 0.0048(12) N4 0.0210(15) 0.0189(15) 0.0125(15) 0.0081(13) 0.0004(12) 0.0060(12) N5 0.0261(16) 0.0147(14) 0.0138(15) 0.0035(12) 0.0010(13) 0.0045(12) N6 0.0175(15) 0.0211(15) 0.0149(16) 0.0085(13) 0.0005(12) 0.0058(12) C1 0.034(2) 0.0198(18) 0.016(2) 0.0070(15) 0.0034(16) 0.0079(16) C2 0.040(2) 0.027(2) 0.021(2) 0.0143(17) 0.0033(18) 0.0101(18) C3 0.045(3) 0.033(2) 0.017(2) 0.0144(18) 0.0049(18) 0.0088(19) C4 0.038(2) 0.023(2) 0.016(2) 0.0057(16) 0.0054(17) 0.0035(17) C5 0.0212(19) 0.0240(19) 0.0168(19) 0.0097(16) 0.0034(15) 0.0065(15) C6 0.0193(18) 0.0216(18) 0.0170(19) 0.0090(15) -0.0003(15) 0.0081(15) C7 0.0257(19) 0.0193(18) 0.0179(19) 0.0075(16) -0.0037(16) 0.0049(15) C8 0.026(2) 0.0180(18) 0.026(2) 0.0130(16) -0.0020(16) 0.0048(15) C9 0.0175(18) 0.028(2) 0.020(2) 0.0155(17) 0.0015(15) 0.0054(15) C10 0.0161(17) 0.0211(18) 0.0160(18) 0.0093(15) -0.0009(14) 0.0077(14) C11 0.0139(17) 0.0232(18) 0.0169(19) 0.0102(15) -0.0007(14) 0.0057(14) C12 0.0232(19) 0.0252(19) 0.021(2) 0.0131(16) 0.0001(16) 0.0032(16) C13 0.032(2) 0.035(2) 0.018(2) 0.0166(18) 0.0048(17) 0.0048(18) C14 0.028(2) 0.027(2) 0.0148(19) 0.0063(16) 0.0024(16) 0.0076(16) C15 0.0166(17) 0.0228(18) 0.0189(19) 0.0115(16) -0.0015(15) 0.0060(15) C16 0.0165(17) 0.0200(18) 0.0174(19) 0.0099(15) -0.0001(14) 0.0117(14) C17 0.0192(18) 0.0192(18) 0.0194(19) 0.0076(15) -0.0027(15) 0.0067(15) C18 0.0145(17) 0.0204(18) 0.029(2) 0.0133(17) -0.0013(16) 0.0043(14) C19 0.0176(18) 0.031(2) 0.025(2) 0.0176(18) 0.0048(16) 0.0092(16) C20 0.0208(19) 0.0262(19) 0.0156(19) 0.0100(16) 0.0010(15) 0.0068(15) Cl2 0.0404(6) 0.0230(5) 0.0230(5) 0.0085(4) 0.0099(4) 0.0052(4) O1 0.0281(17) 0.0338(16) 0.0228(16) 0.0070(13) -0.0005(15) 0.0088(13) O2 0.0362(19) 0.0390(18) 0.0367(18) 0.0232(16) 0.0019(14) 0.0112(14) _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 N6 2.086(3) . ? Zn1 N1 2.095(3) . ? Zn1 N3 2.097(3) . ? Zn1 N4 2.099(3) . ? Zn1 Cl1 2.2839(10) . ? N1 C5 1.337(4) . ? N1 C1 1.362(4) . ? N2 C6 1.379(4) . ? N2 C5 1.391(4) . ? N2 H2N 0.9980 . ? N3 C6 1.336(4) . ? N3 C10 1.370(4) . ? N4 C15 1.338(4) . ? N4 C11 1.345(4) . ? N5 C15 1.376(4) . ? N5 C16 1.385(5) . ? N5 H5N 0.9036 . ? N6 C16 1.347(4) . ? N6 C20 1.352(5) . ? C1 C2 1.364(5) . ? C1 H1 0.9500 . ? C2 C3 1.391(5) . ? C2 H2 0.9500 . ? C3 C4 1.370(5) . ? C3 H3 0.9500 . ? C4 C5 1.402(5) . ? C4 H4 0.9500 . ? C6 C7 1.404(5) . ? C7 C8 1.365(5) . ? C7 H7 0.9500 . ? C8 C9 1.393(5) . ? C8 H8 0.9500 . ? C9 C10 1.371(5) . ? C9 H9 0.9500 . ? C10 C11 1.492(5) . ? C11 C12 1.374(5) . ? C12 C13 1.395(5) . ? C12 H12 0.9500 . ? C13 C14 1.366(5) . ? C13 H13 0.9500 . ? C14 C15 1.394(5) . ? C14 H14 0.9500 . ? C16 C17 1.400(5) . ? C17 C18 1.365(5) . ? C17 H17 0.9500 . ? C18 C19 1.389(5) . ? C18 H18 0.9500 . ? C19 C20 1.359(5) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? O1 H1O 0.89(5) . ? O1 H2O 0.74(5) . ? O2 H3O 0.95(6) . ? O2 H4O 0.77(5) . ? 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 N6 Zn1 N1 100.85(11) . . ? N6 Zn1 N3 136.74(11) . . ? N1 Zn1 N3 88.76(11) . . ? N6 Zn1 N4 85.26(11) . . ? N1 Zn1 N4 164.96(11) . . ? N3 Zn1 N4 77.59(11) . . ? N6 Zn1 Cl1 105.46(8) . . ? N1 Zn1 Cl1 94.51(8) . . ? N3 Zn1 Cl1 115.80(8) . . ? N4 Zn1 Cl1 97.10(8) . . ? C5 N1 C1 117.1(3) . . ? C5 N1 Zn1 126.9(2) . . ? C1 N1 Zn1 114.9(2) . . ? C6 N2 C5 131.8(3) . . ? C6 N2 H2N 115.2 . . ? C5 N2 H2N 111.7 . . ? C6 N3 C10 118.3(3) . . ? C6 N3 Zn1 126.9(2) . . ? C10 N3 Zn1 114.3(2) . . ? C15 N4 C11 119.7(3) . . ? C15 N4 Zn1 123.1(2) . . ? C11 N4 Zn1 114.4(2) . . ? C15 N5 C16 130.7(3) . . ? C15 N5 H5N 120.2 . . ? C16 N5 H5N 108.1 . . ? C16 N6 C20 116.9(3) . . ? C16 N6 Zn1 121.6(2) . . ? C20 N6 Zn1 119.6(2) . . ? N1 C1 C2 123.9(3) . . ? N1 C1 H1 118.0 . . ? C2 C1 H1 118.0 . . ? C1 C2 C3 118.2(3) . . ? C1 C2 H2 120.9 . . ? C3 C2 H2 120.9 . . ? C4 C3 C2 119.3(4) . . ? C4 C3 H3 120.3 . . ? C2 C3 H3 120.4 . . ? C3 C4 C5 119.2(3) . . ? C3 C4 H4 120.4 . . ? C5 C4 H4 120.4 . . ? N1 C5 N2 121.1(3) . . ? N1 C5 C4 122.2(3) . . ? N2 C5 C4 116.7(3) . . ? N3 C6 N2 121.3(3) . . ? N3 C6 C7 121.8(3) . . ? N2 C6 C7 116.9(3) . . ? C8 C7 C6 119.2(3) . . ? C8 C7 H7 120.4 . . ? C6 C7 H7 120.4 . . ? C7 C8 C9 119.7(3) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 118.5(3) . . ? C10 C9 H9 120.7 . . ? C8 C9 H9 120.7 . . ? N3 C10 C9 122.5(3) . . ? N3 C10 C11 114.7(3) . . ? C9 C10 C11 122.8(3) . . ? N4 C11 C12 122.3(3) . . ? N4 C11 C10 114.6(3) . . ? C12 C11 C10 123.0(3) . . ? C11 C12 C13 117.8(3) . . ? C11 C12 H12 121.1 . . ? C13 C12 H12 121.1 . . ? C14 C13 C12 120.1(3) . . ? C14 C13 H13 119.9 . . ? C12 C13 H13 119.9 . . ? C13 C14 C15 118.9(3) . . ? C13 C14 H14 120.5 . . ? C15 C14 H14 120.5 . . ? N4 C15 N5 119.4(3) . . ? N4 C15 C14 121.1(3) . . ? N5 C15 C14 119.5(3) . . ? N6 C16 N5 121.6(3) . . ? N6 C16 C17 121.6(3) . . ? N5 C16 C17 116.8(3) . . ? C18 C17 C16 119.7(3) . . ? C18 C17 H17 120.2 . . ? C16 C17 H17 120.2 . . ? C17 C18 C19 119.2(3) . . ? C17 C18 H18 120.4 . . ? C19 C18 H18 120.4 . . ? C20 C19 C18 117.9(3) . . ? C20 C19 H19 121.1 . . ? C18 C19 H19 121.1 . . ? N6 C20 C19 124.7(3) . . ? N6 C20 H20 117.7 . . ? C19 C20 H20 117.7 . . ? H1O O1 H2O 109(5) . . ? H3O O2 H4O 109(5) . . ? 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 N6 Zn1 N1 C5 137.4(3) . . . . ? N3 Zn1 N1 C5 -0.1(3) . . . . ? N4 Zn1 N1 C5 24.6(6) . . . . ? Cl1 Zn1 N1 C5 -115.9(3) . . . . ? N6 Zn1 N1 C1 -54.5(3) . . . . ? N3 Zn1 N1 C1 168.0(3) . . . . ? N4 Zn1 N1 C1 -167.4(4) . . . . ? Cl1 Zn1 N1 C1 52.2(3) . . . . ? N6 Zn1 N3 C6 -103.8(3) . . . . ? N1 Zn1 N3 C6 0.8(3) . . . . ? N4 Zn1 N3 C6 -172.9(3) . . . . ? Cl1 Zn1 N3 C6 95.2(3) . . . . ? N6 Zn1 N3 C10 84.5(3) . . . . ? N1 Zn1 N3 C10 -170.9(2) . . . . ? N4 Zn1 N3 C10 15.5(2) . . . . ? Cl1 Zn1 N3 C10 -76.5(2) . . . . ? N6 Zn1 N4 C15 40.2(3) . . . . ? N1 Zn1 N4 C15 154.9(4) . . . . ? N3 Zn1 N4 C15 -179.8(3) . . . . ? Cl1 Zn1 N4 C15 -64.9(3) . . . . ? N6 Zn1 N4 C11 -159.0(2) . . . . ? N1 Zn1 N4 C11 -44.2(5) . . . . ? N3 Zn1 N4 C11 -19.0(2) . . . . ? Cl1 Zn1 N4 C11 96.0(2) . . . . ? N1 Zn1 N6 C16 155.9(2) . . . . ? N3 Zn1 N6 C16 -104.2(3) . . . . ? N4 Zn1 N6 C16 -37.9(3) . . . . ? Cl1 Zn1 N6 C16 58.1(3) . . . . ? N1 Zn1 N6 C20 -7.7(3) . . . . ? N3 Zn1 N6 C20 92.2(3) . . . . ? N4 Zn1 N6 C20 158.4(3) . . . . ? Cl1 Zn1 N6 C20 -105.5(2) . . . . ? C5 N1 C1 C2 -1.1(6) . . . . ? Zn1 N1 C1 C2 -170.4(3) . . . . ? N1 C1 C2 C3 0.3(6) . . . . ? C1 C2 C3 C4 0.5(6) . . . . ? C2 C3 C4 C5 -0.3(6) . . . . ? C1 N1 C5 N2 -177.4(3) . . . . ? Zn1 N1 C5 N2 -9.5(5) . . . . ? C1 N1 C5 C4 1.3(5) . . . . ? Zn1 N1 C5 C4 169.2(3) . . . . ? C6 N2 C5 N1 23.1(6) . . . . ? C6 N2 C5 C4 -155.6(4) . . . . ? C3 C4 C5 N1 -0.6(6) . . . . ? C3 C4 C5 N2 178.1(4) . . . . ? C10 N3 C6 N2 179.6(3) . . . . ? Zn1 N3 C6 N2 8.3(5) . . . . ? C10 N3 C6 C7 -0.3(5) . . . . ? Zn1 N3 C6 C7 -171.6(2) . . . . ? C5 N2 C6 N3 -22.5(6) . . . . ? C5 N2 C6 C7 157.5(4) . . . . ? N3 C6 C7 C8 2.3(5) . . . . ? N2 C6 C7 C8 -177.6(3) . . . . ? C6 C7 C8 C9 -1.8(5) . . . . ? C7 C8 C9 C10 -0.6(5) . . . . ? C6 N3 C10 C9 -2.3(5) . . . . ? Zn1 N3 C10 C9 170.1(3) . . . . ? C6 N3 C10 C11 177.3(3) . . . . ? Zn1 N3 C10 C11 -10.3(3) . . . . ? C8 C9 C10 N3 2.8(5) . . . . ? C8 C9 C10 C11 -176.8(3) . . . . ? C15 N4 C11 C12 0.1(5) . . . . ? Zn1 N4 C11 C12 -161.5(3) . . . . ? C15 N4 C11 C10 -179.3(3) . . . . ? Zn1 N4 C11 C10 19.2(4) . . . . ? N3 C10 C11 N4 -5.9(4) . . . . ? C9 C10 C11 N4 173.7(3) . . . . ? N3 C10 C11 C12 174.8(3) . . . . ? C9 C10 C11 C12 -5.6(5) . . . . ? N4 C11 C12 C13 2.2(5) . . . . ? C10 C11 C12 C13 -178.5(3) . . . . ? C11 C12 C13 C14 -2.5(5) . . . . ? C12 C13 C14 C15 0.6(6) . . . . ? C11 N4 C15 N5 178.6(3) . . . . ? Zn1 N4 C15 N5 -21.5(4) . . . . ? C11 N4 C15 C14 -2.1(5) . . . . ? Zn1 N4 C15 C14 157.8(3) . . . . ? C16 N5 C15 N4 -17.7(5) . . . . ? C16 N5 C15 C14 163.0(3) . . . . ? C13 C14 C15 N4 1.8(5) . . . . ? C13 C14 C15 N5 -178.9(3) . . . . ? C20 N6 C16 N5 -177.1(3) . . . . ? Zn1 N6 C16 N5 18.9(4) . . . . ? C20 N6 C16 C17 3.1(5) . . . . ? Zn1 N6 C16 C17 -161.0(2) . . . . ? C15 N5 C16 N6 19.2(5) . . . . ? C15 N5 C16 C17 -160.9(3) . . . . ? N6 C16 C17 C18 -0.9(5) . . . . ? N5 C16 C17 C18 179.3(3) . . . . ? C16 C17 C18 C19 -2.1(5) . . . . ? C17 C18 C19 C20 2.6(5) . . . . ? C16 N6 C20 C19 -2.5(5) . . . . ? Zn1 N6 C20 C19 161.9(3) . . . . ? C18 C19 C20 N6 -0.3(5) . . . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A N2 H2N Cl2 1.00 2.25 3.234(3) 167 1_544 N5 H5N O1 0.90 1.91 2.806(4) 169 . O1 H1O Cl2 0.89(5) 2.29(5) 3.177(4) 175(4) . O1 H2O O2 0.74(5) 2.02(5) 2.752(4) 173(5) . O2 H3O Cl2 0.95(6) 2.23(6) 3.174(4) 172(5) 1_655 O2 H4O Cl2 0.77(5) 2.46(5) 3.207(4) 164(5) 2_667 _diffrn_measured_fraction_theta_max 0.958 _diffrn_reflns_theta_full 25.64 _diffrn_measured_fraction_theta_full 0.958 _refine_diff_density_max 0.854 _refine_diff_density_min -0.664 _refine_diff_density_rms 0.096 #===END