Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 222 loop_ _publ_author_name 'Lisa Berreau' 'Atta M. Arif' 'Amrita Saha' _publ_contact_author_name 'Lisa Berreau' _publ_contact_author_address ; Department of Chemistry Utah State University 0300 Old Main Hill Logan Utah 84322-0300 UNITED STATES OF AMERICA ; _publ_contact_author_email BERREAU@CC.USU.EDU _publ_requested_journal 'Dalton Transactions' _publ_section_title ; Thioester hydrolysis reactivity of binuclear zinc hydroxide complexes: Investigating reactivity relevant to glyoxalase II enzymes ; data_usu122 _database_code_depnum_ccdc_archive 'CCDC 282998' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C33 H34 N6 O2 Zn2,2(O4 Cl),3(C2 H3 N)' _chemical_formula_sum 'C39 H43 Cl2 N9 O10 Zn2' _chemical_formula_weight 999.46 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' Cl Cl 0.1484 0.1585 '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 monoclinic _symmetry_space_group_name_H-M 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 12.2290(2) _cell_length_b 10.10390(10) _cell_length_c 34.6544(7) _cell_angle_alpha 90.00 _cell_angle_beta 91.2424(5) _cell_angle_gamma 90.00 _cell_volume 4280.91(12) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 9748 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.551 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2056 _exptl_absorpt_coefficient_mu 1.313 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7349 _exptl_absorpt_correction_T_max 0.8478 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; The program Denzo-SMN (Otwinowski & Minor, 1997) uses a scaling algorithm (Fox & Holmes, 1966) which effectively corrects for absorption effects. High redundancy data were used in the scaling program hence the 'multi-scan' code word was used. No transmission coefficients are available from the program (only scale factors for each frame). The scale factors in the experimental table are calculated from the 'size' command in the SHELXL-97 input file. ; _diffrn_ambient_temperature 150(1) _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 'Nonius KappaCCD Diffractometer' _diffrn_measurement_method 'Phi plus Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 17587 _diffrn_reflns_av_R_equivalents 0.0714 _diffrn_reflns_av_sigmaI/netI 0.1018 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 45 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 27.94 _reflns_number_total 10200 _reflns_number_gt 6452 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'WinGX, Ortep3' _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^)+(0.0318P)^2^+0.0329P] 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 10200 _refine_ls_number_parameters 579 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.1014 _refine_ls_R_factor_gt 0.0488 _refine_ls_wR_factor_ref 0.0975 _refine_ls_wR_factor_gt 0.0854 _refine_ls_goodness_of_fit_ref 1.039 _refine_ls_restrained_S_all 1.040 _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 0.36202(3) 0.82449(3) 0.120854(10) 0.01860(9) Uani 1 1 d . . . Zn2 Zn 0.60594(3) 0.87512(3) 0.134303(10) 0.01977(10) Uani 1 1 d . . . Cl1 Cl 0.94350(6) 0.24481(7) 0.04115(2) 0.02513(18) Uani 1 1 d . . . Cl2 Cl 0.62817(7) 0.45685(8) 0.19641(2) 0.0356(2) Uani 1 1 d . . . O1 O 0.47797(15) 0.95083(17) 0.10205(6) 0.0215(5) Uani 1 1 d . . . O2 O 0.48448(16) 0.76999(18) 0.15583(6) 0.0236(5) Uani 1 1 d D . . H2 H 0.489(3) 0.713(2) 0.1689(8) 0.028 Uiso 1 1 d D . . O3 O 1.00076(19) 0.3561(2) 0.02589(7) 0.0450(7) Uani 1 1 d . . . O4 O 0.9829(2) 0.1256(2) 0.02404(7) 0.0497(7) Uani 1 1 d . . . O5 O 0.9596(2) 0.2371(2) 0.08219(6) 0.0506(7) Uani 1 1 d . . . O6 O 0.82879(17) 0.2600(2) 0.03250(7) 0.0386(6) Uani 1 1 d . . . O7 O 0.6041(2) 0.3816(2) 0.23036(7) 0.0481(7) Uani 1 1 d . A . O8 O 0.7398(4) 0.4216(5) 0.18474(16) 0.0532(14) Uani 0.60 1 d P A 1 O9 O 0.5564(4) 0.4216(5) 0.16482(12) 0.0527(13) Uani 0.60 1 d P A 1 O10 O 0.6247(5) 0.5948(4) 0.20526(17) 0.0593(17) Uani 0.60 1 d P A 1 O9' O 0.5251(7) 0.4830(8) 0.1764(2) 0.060(3) Uiso 0.40 1 d P A 2 O8' O 0.6967(8) 0.3873(9) 0.1730(3) 0.064(3) Uiso 0.40 1 d P A 2 O10' O 0.6766(7) 0.5819(10) 0.2045(3) 0.056(3) Uiso 0.40 1 d P A 2 N1 N 0.24844(18) 0.9029(2) 0.07711(6) 0.0168(5) Uani 1 1 d . . . N2 N 0.31442(19) 0.6497(2) 0.09477(7) 0.0194(6) Uani 1 1 d . . . N3 N 0.24754(19) 0.9145(2) 0.15501(7) 0.0213(6) Uani 1 1 d . . . N4 N 0.70933(19) 1.0321(2) 0.11158(7) 0.0201(6) Uani 1 1 d . . . N5 N 0.71132(19) 0.7637(2) 0.10243(7) 0.0209(6) Uani 1 1 d . . . N6 N 0.6714(2) 0.9494(2) 0.18552(7) 0.0253(6) Uani 1 1 d . . . N7 N 0.0267(3) 0.2662(3) 0.35428(10) 0.0569(9) Uani 1 1 d . . . N8 N 0.2993(3) 0.2724(4) 0.15995(12) 0.0806(13) Uani 1 1 d . . . N9 N 0.0038(3) 0.3837(4) 0.20385(12) 0.0787(13) Uani 1 1 d . . . C1 C 0.4773(3) 1.3284(3) -0.01989(9) 0.0297(8) Uani 1 1 d . . . H1A H 0.5430 1.3837 -0.0180 0.045 Uiso 1 1 calc R . . H1B H 0.4121 1.3846 -0.0188 0.045 Uiso 1 1 calc R . . H1C H 0.4768 1.2799 -0.0444 0.045 Uiso 1 1 calc R . . C2 C 0.4772(2) 1.2313(3) 0.01323(8) 0.0208(7) Uani 1 1 d . . . C3 C 0.5572(2) 1.2311(3) 0.04193(8) 0.0221(7) Uani 1 1 d . . . H3 H 0.6145 1.2943 0.0408 0.027 Uiso 1 1 calc R . . C4 C 0.5569(2) 1.1408(3) 0.07261(8) 0.0196(7) Uani 1 1 d . . . C5 C 0.4753(2) 1.0417(3) 0.07349(8) 0.0189(7) Uani 1 1 d . . . C6 C 0.3927(2) 1.0411(3) 0.04474(8) 0.0185(7) Uani 1 1 d . . . C7 C 0.3948(2) 1.1373(2) 0.01573(8) 0.0202(7) Uani 1 1 d . . . H7 H 0.3372 1.1384 -0.0031 0.024 Uiso 1 1 calc R . . C8 C 0.3059(2) 0.9352(3) 0.04099(8) 0.0198(7) Uani 1 1 d . . . H8A H 0.2508 0.9640 0.0214 0.024 Uiso 1 1 calc R . . H8B H 0.3404 0.8534 0.0313 0.024 Uiso 1 1 calc R . . C9 C 0.1708(2) 0.7927(3) 0.06972(9) 0.0219(7) Uani 1 1 d . . . H9A H 0.1331 0.8066 0.0445 0.026 Uiso 1 1 calc R . . H9B H 0.1147 0.7926 0.0899 0.026 Uiso 1 1 calc R . . C10 C 0.2279(2) 0.6610(3) 0.06957(8) 0.0198(7) Uani 1 1 d . . . C11 C 0.1936(2) 0.5557(3) 0.04728(9) 0.0245(7) Uani 1 1 d . . . H11 H 0.1340 0.5653 0.0295 0.029 Uiso 1 1 calc R . . C12 C 0.2472(3) 0.4351(3) 0.05108(9) 0.0278(8) Uani 1 1 d . . . H12 H 0.2243 0.3613 0.0360 0.033 Uiso 1 1 calc R . . C13 C 0.3340(3) 0.4233(3) 0.07705(9) 0.0271(8) Uani 1 1 d . . . H13 H 0.3714 0.3414 0.0800 0.033 Uiso 1 1 calc R . . C14 C 0.3654(2) 0.5319(3) 0.09856(9) 0.0238(7) Uani 1 1 d . . . H14 H 0.4247 0.5237 0.1166 0.029 Uiso 1 1 calc R . . C15 C 0.1933(2) 1.0178(3) 0.09426(8) 0.0232(7) Uani 1 1 d . . . H15A H 0.1217 1.0320 0.0810 0.028 Uiso 1 1 calc R . . H15B H 0.2382 1.0982 0.0907 0.028 Uiso 1 1 calc R . . C16 C 0.1762(2) 0.9954(3) 0.13677(9) 0.0205(7) Uani 1 1 d . . . C17 C 0.0951(2) 1.0597(3) 0.15647(9) 0.0274(8) Uani 1 1 d . . . H17 H 0.0453 1.1169 0.1433 0.033 Uiso 1 1 calc R . . C18 C 0.0878(3) 1.0391(3) 0.19596(10) 0.0370(9) Uani 1 1 d . . . H18 H 0.0321 1.0817 0.2101 0.044 Uiso 1 1 calc R . . C19 C 0.1618(3) 0.9565(3) 0.21461(10) 0.0350(8) Uani 1 1 d . . . H19 H 0.1582 0.9420 0.2416 0.042 Uiso 1 1 calc R . . C20 C 0.2405(3) 0.8958(3) 0.19324(9) 0.0253(7) Uani 1 1 d . . . H20 H 0.2917 0.8389 0.2059 0.030 Uiso 1 1 calc R . . C21 C 0.6426(2) 1.1543(2) 0.10408(9) 0.0224(7) Uani 1 1 d . . . H21A H 0.6925 1.2273 0.0972 0.027 Uiso 1 1 calc R . . H21B H 0.6062 1.1796 0.1282 0.027 Uiso 1 1 calc R . . C22 C 0.7585(2) 0.9793(3) 0.07625(9) 0.0233(7) Uani 1 1 d . . . H22A H 0.8302 1.0224 0.0725 0.028 Uiso 1 1 calc R . . H22B H 0.7106 1.0014 0.0537 0.028 Uiso 1 1 calc R . . C23 C 0.7743(2) 0.8310(3) 0.07806(8) 0.0211(7) Uani 1 1 d . . . C24 C 0.8481(2) 0.7674(3) 0.05453(9) 0.0263(7) Uani 1 1 d . . . H24 H 0.8928 0.8171 0.0378 0.032 Uiso 1 1 calc R . . C25 C 0.8559(3) 0.6312(3) 0.05570(9) 0.0328(8) Uani 1 1 d . . . H25 H 0.9044 0.5857 0.0393 0.039 Uiso 1 1 calc R . . C26 C 0.7920(3) 0.5620(3) 0.08117(9) 0.0323(8) Uani 1 1 d . . . H26 H 0.7975 0.4684 0.0830 0.039 Uiso 1 1 calc R . . C27 C 0.7203(3) 0.6299(3) 0.10389(9) 0.0263(7) Uani 1 1 d . . . H27 H 0.6758 0.5818 0.1211 0.032 Uiso 1 1 calc R . . C28 C 0.7936(2) 1.0603(3) 0.14173(9) 0.0256(7) Uani 1 1 d . . . H28A H 0.8199 1.1523 0.1388 0.031 Uiso 1 1 calc R . . H28B H 0.8566 1.0001 0.1383 0.031 Uiso 1 1 calc R . . C29 C 0.7495(2) 1.0426(3) 0.18187(9) 0.0263(7) Uani 1 1 d . . . C30 C 0.7912(3) 1.1111(3) 0.21313(10) 0.0326(8) Uani 1 1 d . . . H30 H 0.8445 1.1783 0.2098 0.039 Uiso 1 1 calc R . . C31 C 0.7542(3) 1.0808(3) 0.24967(10) 0.0417(10) Uani 1 1 d . . . H31 H 0.7831 1.1259 0.2717 0.050 Uiso 1 1 calc R . . C32 C 0.6752(3) 0.9847(3) 0.25387(10) 0.0410(9) Uani 1 1 d . . . H32 H 0.6495 0.9621 0.2787 0.049 Uiso 1 1 calc R . . C33 C 0.6342(3) 0.9224(3) 0.22133(10) 0.0334(8) Uani 1 1 d . . . H33 H 0.5781 0.8583 0.2240 0.040 Uiso 1 1 calc R . . C34 C 0.0614(3) 0.2462(3) 0.32492(12) 0.0399(9) Uani 1 1 d . . . C35 C 0.1033(4) 0.2216(4) 0.28707(11) 0.0635(12) Uani 1 1 d . . . H35A H 0.0851 0.2964 0.2701 0.095 Uiso 1 1 calc R . . H35B H 0.0703 0.1406 0.2765 0.095 Uiso 1 1 calc R . . H35C H 0.1829 0.2111 0.2889 0.095 Uiso 1 1 calc R . . C36 C 0.3621(3) 0.2136(3) 0.17735(11) 0.0436(10) Uani 1 1 d . . . C37 C 0.4386(3) 0.1389(3) 0.19992(12) 0.0530(11) Uani 1 1 d . . . H37A H 0.4077 0.1198 0.2252 0.080 Uiso 1 1 calc R . . H37B H 0.5063 0.1898 0.2034 0.080 Uiso 1 1 calc R . . H37C H 0.4545 0.0556 0.1867 0.080 Uiso 1 1 calc R . . C38 C 0.0372(3) 0.4157(4) 0.17506(13) 0.0474(10) Uani 1 1 d . . . C39 C 0.0799(3) 0.4532(4) 0.13845(11) 0.0574(12) Uani 1 1 d . . . H39A H 0.0976 0.5478 0.1387 0.086 Uiso 1 1 calc R . . H39B H 0.0251 0.4355 0.1181 0.086 Uiso 1 1 calc R . . H39C H 0.1462 0.4019 0.1335 0.086 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 0.0154(2) 0.02028(17) 0.0202(2) 0.00139(14) 0.00147(15) -0.00037(14) Zn2 0.0152(2) 0.02279(17) 0.0214(2) 0.00189(15) 0.00116(15) -0.00003(14) Cl1 0.0240(4) 0.0227(4) 0.0289(5) 0.0020(3) 0.0031(4) -0.0007(3) Cl2 0.0398(6) 0.0355(4) 0.0312(5) 0.0073(4) -0.0047(4) -0.0036(4) O1 0.0156(11) 0.0235(10) 0.0254(12) 0.0066(9) -0.0034(9) -0.0006(9) O2 0.0128(11) 0.0242(11) 0.0335(14) 0.0012(10) -0.0063(10) 0.0006(9) O3 0.0316(15) 0.0368(13) 0.0666(18) 0.0175(12) 0.0036(13) -0.0143(11) O4 0.0610(18) 0.0339(12) 0.0548(17) -0.0091(12) 0.0121(14) 0.0158(12) O5 0.0618(19) 0.0652(16) 0.0247(14) 0.0018(13) -0.0071(13) 0.0032(14) O6 0.0179(13) 0.0465(14) 0.0512(16) 0.0093(12) -0.0007(11) -0.0031(10) O7 0.0629(19) 0.0484(14) 0.0329(15) 0.0165(12) -0.0009(13) -0.0067(13) O8 0.034(3) 0.062(3) 0.064(4) 0.009(3) 0.008(3) 0.007(3) O9 0.063(4) 0.073(3) 0.022(3) 0.004(2) -0.020(2) -0.018(3) O10 0.089(5) 0.018(2) 0.071(4) 0.000(2) 0.011(4) 0.013(3) N1 0.0152(14) 0.0188(12) 0.0164(13) 0.0005(10) 0.0005(11) 0.0013(10) N2 0.0166(14) 0.0204(13) 0.0214(14) 0.0016(10) 0.0033(11) -0.0007(10) N3 0.0188(15) 0.0244(13) 0.0209(15) -0.0013(11) 0.0030(12) -0.0001(11) N4 0.0145(14) 0.0201(12) 0.0256(15) 0.0009(11) 0.0010(11) 0.0017(10) N5 0.0168(14) 0.0220(12) 0.0239(15) 0.0022(11) 0.0019(11) -0.0010(11) N6 0.0254(16) 0.0270(13) 0.0233(15) 0.0009(12) -0.0023(12) 0.0008(12) N7 0.067(3) 0.054(2) 0.050(2) 0.0016(18) 0.003(2) 0.0168(18) N8 0.077(3) 0.067(2) 0.097(3) 0.033(2) -0.035(3) -0.025(2) N9 0.068(3) 0.098(3) 0.071(3) 0.024(2) 0.030(2) 0.019(2) C1 0.028(2) 0.0284(16) 0.032(2) 0.0067(15) 0.0023(16) -0.0011(14) C2 0.0234(18) 0.0180(14) 0.0214(17) 0.0015(13) 0.0062(14) 0.0026(13) C3 0.0193(17) 0.0189(14) 0.0285(19) 0.0015(13) 0.0077(15) 0.0023(13) C4 0.0173(17) 0.0171(14) 0.0245(17) -0.0006(13) 0.0018(14) 0.0024(12) C5 0.0172(17) 0.0193(14) 0.0204(17) 0.0030(13) 0.0045(14) 0.0044(12) C6 0.0161(17) 0.0210(15) 0.0186(17) -0.0007(12) 0.0031(13) 0.0013(12) C7 0.0181(17) 0.0225(15) 0.0200(17) -0.0001(13) -0.0008(13) 0.0045(13) C8 0.0190(17) 0.0218(15) 0.0187(17) 0.0007(13) -0.0003(13) 0.0006(13) C9 0.0152(17) 0.0279(16) 0.0229(18) 0.0011(13) 0.0017(14) -0.0019(13) C10 0.0177(17) 0.0215(15) 0.0205(17) 0.0047(13) 0.0054(14) -0.0014(12) C11 0.0229(18) 0.0263(16) 0.0243(18) 0.0004(14) -0.0018(14) -0.0031(14) C12 0.031(2) 0.0222(15) 0.031(2) -0.0035(14) 0.0027(16) -0.0041(14) C13 0.029(2) 0.0203(15) 0.033(2) 0.0036(14) 0.0059(16) 0.0030(14) C14 0.0185(17) 0.0234(16) 0.0296(19) 0.0071(14) 0.0033(14) 0.0019(13) C15 0.0216(18) 0.0193(14) 0.0288(19) 0.0031(13) 0.0001(14) 0.0044(13) C16 0.0168(17) 0.0210(14) 0.0237(18) -0.0046(13) -0.0013(14) -0.0031(13) C17 0.0185(18) 0.0293(16) 0.034(2) -0.0060(15) 0.0031(15) 0.0018(14) C18 0.027(2) 0.049(2) 0.036(2) -0.0163(17) 0.0110(17) 0.0010(17) C19 0.032(2) 0.050(2) 0.0229(19) -0.0050(16) 0.0054(17) -0.0028(17) C20 0.0240(19) 0.0297(17) 0.0222(18) -0.0003(14) 0.0010(15) -0.0022(14) C21 0.0194(18) 0.0206(15) 0.0273(18) 0.0014(13) 0.0040(14) -0.0011(12) C22 0.0161(17) 0.0264(15) 0.0276(18) 0.0047(14) 0.0072(14) 0.0010(13) C23 0.0172(17) 0.0243(15) 0.0216(17) 0.0016(13) -0.0026(14) -0.0030(13) C24 0.0190(18) 0.0332(17) 0.0270(18) 0.0031(14) 0.0057(15) 0.0029(14) C25 0.031(2) 0.0353(18) 0.033(2) -0.0066(16) 0.0051(17) 0.0068(16) C26 0.035(2) 0.0226(16) 0.039(2) -0.0031(15) 0.0018(17) 0.0054(15) C27 0.0250(19) 0.0239(15) 0.0300(19) 0.0045(14) 0.0008(15) -0.0011(14) C28 0.0164(17) 0.0262(16) 0.034(2) 0.0016(14) -0.0036(15) -0.0023(13) C29 0.0237(19) 0.0246(16) 0.030(2) -0.0027(14) -0.0063(15) 0.0015(14) C30 0.031(2) 0.0238(16) 0.043(2) -0.0036(16) -0.0084(17) 0.0032(14) C31 0.059(3) 0.0342(19) 0.031(2) -0.0102(16) -0.012(2) 0.0079(18) C32 0.058(3) 0.043(2) 0.022(2) -0.0010(16) -0.0020(18) 0.0062(19) C33 0.038(2) 0.0322(17) 0.030(2) 0.0044(15) 0.0029(17) 0.0007(16) C34 0.046(3) 0.0299(19) 0.044(2) -0.0057(18) -0.004(2) 0.0029(17) C35 0.075(3) 0.061(3) 0.055(3) -0.018(2) 0.016(3) -0.011(2) C36 0.047(3) 0.035(2) 0.049(3) 0.0034(18) -0.007(2) -0.0149(18) C37 0.051(3) 0.041(2) 0.067(3) 0.004(2) -0.004(2) -0.0080(19) C38 0.039(3) 0.048(2) 0.056(3) 0.003(2) 0.012(2) 0.0035(18) C39 0.066(3) 0.053(2) 0.054(3) 0.001(2) 0.010(2) -0.002(2) _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 O2 1.984(2) . ? Zn1 O1 2.0260(18) . ? Zn1 N2 2.062(2) . ? Zn1 N3 2.064(2) . ? Zn1 N1 2.183(2) . ? Zn1 Zn2 3.0522(5) . ? Zn2 O2 1.985(2) . ? Zn2 O1 2.0511(19) . ? Zn2 N5 2.052(2) . ? Zn2 N6 2.072(2) . ? Zn2 N4 2.186(2) . ? Cl1 O4 1.430(2) . ? Cl1 O3 1.432(2) . ? Cl1 O5 1.434(2) . ? Cl1 O6 1.436(2) . ? Cl2 O8' 1.373(10) . ? Cl2 O10' 1.420(10) . ? Cl2 O10 1.429(5) . ? Cl2 O9 1.433(4) . ? Cl2 O7 1.437(2) . ? Cl2 O9' 1.450(9) . ? Cl2 O8 1.476(5) . ? O1 C5 1.350(3) . ? O2 H2 0.736(17) . ? N1 C15 1.474(3) . ? N1 C9 1.482(3) . ? N1 C8 1.485(3) . ? N2 C14 1.349(3) . ? N2 C10 1.362(4) . ? N3 C20 1.343(4) . ? N3 C16 1.344(4) . ? N4 C22 1.475(3) . ? N4 C28 1.479(4) . ? N4 C21 1.500(3) . ? N5 C23 1.341(3) . ? N5 C27 1.357(3) . ? N6 C29 1.349(4) . ? N6 C33 1.358(4) . ? N7 C34 1.129(4) . ? N8 C36 1.134(5) . ? N9 C38 1.133(5) . ? C1 C2 1.510(4) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C3 1.380(4) . ? C2 C7 1.389(4) . ? C3 C4 1.401(4) . ? C3 H3 0.9500 . ? C4 C5 1.414(4) . ? C4 C21 1.502(4) . ? C5 C6 1.404(4) . ? C6 C7 1.399(4) . ? C6 C8 1.511(4) . ? C7 H7 0.9500 . ? C8 H8A 0.9900 . ? C8 H8B 0.9900 . ? C9 C10 1.503(4) . ? C9 H9A 0.9900 . ? C9 H9B 0.9900 . ? C10 C11 1.375(4) . ? C11 C12 1.387(4) . ? C11 H11 0.9500 . ? C12 C13 1.382(4) . ? C12 H12 0.9500 . ? C13 C14 1.377(4) . ? C13 H13 0.9500 . ? C14 H14 0.9500 . ? C15 C16 1.509(4) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.378(4) . ? C17 C18 1.389(4) . ? C17 H17 0.9500 . ? C18 C19 1.382(5) . ? C18 H18 0.9500 . ? C19 C20 1.372(4) . ? C19 H19 0.9500 . ? C20 H20 0.9500 . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 C23 1.512(4) . ? C22 H22A 0.9900 . ? C22 H22B 0.9900 . ? C23 C24 1.387(4) . ? C24 C25 1.380(4) . ? C24 H24 0.9500 . ? C25 C26 1.381(4) . ? C25 H25 0.9500 . ? C26 C27 1.374(4) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 C29 1.513(4) . ? C28 H28A 0.9900 . ? C28 H28B 0.9900 . ? C29 C30 1.374(4) . ? C30 C31 1.388(4) . ? C30 H30 0.9500 . ? C31 C32 1.380(5) . ? C31 H31 0.9500 . ? C32 C33 1.376(4) . ? C32 H32 0.9500 . ? C33 H33 0.9500 . ? C34 C35 1.440(5) . ? C35 H35A 0.9800 . ? C35 H35B 0.9800 . ? C35 H35C 0.9800 . ? C36 C37 1.423(5) . ? C37 H37A 0.9800 . ? C37 H37B 0.9800 . ? C37 H37C 0.9800 . ? C38 C39 1.434(5) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? 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 O2 Zn1 O1 81.20(8) . . ? O2 Zn1 N2 103.43(9) . . ? O1 Zn1 N2 126.26(8) . . ? O2 Zn1 N3 106.52(9) . . ? O1 Zn1 N3 113.26(8) . . ? N2 Zn1 N3 116.12(9) . . ? O2 Zn1 N1 170.26(8) . . ? O1 Zn1 N1 89.26(8) . . ? N2 Zn1 N1 80.63(9) . . ? N3 Zn1 N1 78.99(9) . . ? O2 Zn1 Zn2 39.73(6) . . ? O1 Zn1 Zn2 41.84(5) . . ? N2 Zn1 Zn2 118.43(7) . . ? N3 Zn1 Zn2 120.75(7) . . ? N1 Zn1 Zn2 130.56(6) . . ? O2 Zn2 O1 80.57(8) . . ? O2 Zn2 N5 113.10(8) . . ? O1 Zn2 N5 113.08(9) . . ? O2 Zn2 N6 98.64(9) . . ? O1 Zn2 N6 127.42(8) . . ? N5 Zn2 N6 115.12(9) . . ? O2 Zn2 N4 165.29(8) . . ? O1 Zn2 N4 88.48(8) . . ? N5 Zn2 N4 80.19(8) . . ? N6 Zn2 N4 80.21(9) . . ? O2 Zn2 Zn1 39.72(6) . . ? O1 Zn2 Zn1 41.22(5) . . ? N5 Zn2 Zn1 116.67(7) . . ? N6 Zn2 Zn1 123.34(7) . . ? N4 Zn2 Zn1 129.61(6) . . ? O4 Cl1 O3 109.63(14) . . ? O4 Cl1 O5 108.97(15) . . ? O3 Cl1 O5 110.57(15) . . ? O4 Cl1 O6 109.88(15) . . ? O3 Cl1 O6 108.79(14) . . ? O5 Cl1 O6 108.98(15) . . ? O8' Cl2 O10' 108.3(5) . . ? O8' Cl2 O10 130.4(4) . . ? O10' Cl2 O10 26.3(4) . . ? O8' Cl2 O9 78.0(4) . . ? O10' Cl2 O9 128.1(5) . . ? O10 Cl2 O9 112.7(3) . . ? O8' Cl2 O7 110.6(4) . . ? O10' Cl2 O7 113.7(4) . . ? O10 Cl2 O7 109.5(3) . . ? O9 Cl2 O7 111.2(2) . . ? O8' Cl2 O9' 110.2(5) . . ? O10' Cl2 O9' 106.7(5) . . ? O10 Cl2 O9' 84.0(4) . . ? O9 Cl2 O9' 33.7(3) . . ? O7 Cl2 O9' 107.3(3) . . ? O8' Cl2 O8 30.0(4) . . ? O10' Cl2 O8 83.4(4) . . ? O10 Cl2 O8 109.1(3) . . ? O9 Cl2 O8 106.6(3) . . ? O7 Cl2 O8 107.7(2) . . ? O9' Cl2 O8 135.4(4) . . ? C5 O1 Zn1 131.17(18) . . ? C5 O1 Zn2 131.24(17) . . ? Zn1 O1 Zn2 96.94(8) . . ? Zn1 O2 Zn2 100.54(9) . . ? Zn1 O2 H2 129(3) . . ? Zn2 O2 H2 128(3) . . ? C15 N1 C9 111.3(2) . . ? C15 N1 C8 113.3(2) . . ? C9 N1 C8 109.4(2) . . ? C15 N1 Zn1 107.21(17) . . ? C9 N1 Zn1 104.05(16) . . ? C8 N1 Zn1 111.08(17) . . ? C14 N2 C10 119.2(2) . . ? C14 N2 Zn1 126.0(2) . . ? C10 N2 Zn1 114.65(17) . . ? C20 N3 C16 119.7(3) . . ? C20 N3 Zn1 124.2(2) . . ? C16 N3 Zn1 116.10(19) . . ? C22 N4 C28 111.5(2) . . ? C22 N4 C21 112.6(2) . . ? C28 N4 C21 109.4(2) . . ? C22 N4 Zn2 106.59(16) . . ? C28 N4 Zn2 106.53(16) . . ? C21 N4 Zn2 110.05(16) . . ? C23 N5 C27 118.8(2) . . ? C23 N5 Zn2 115.88(18) . . ? C27 N5 Zn2 125.3(2) . . ? C29 N6 C33 118.5(3) . . ? C29 N6 Zn2 115.7(2) . . ? C33 N6 Zn2 125.4(2) . . ? C2 C1 H1A 109.5 . . ? C2 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C2 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C3 C2 C7 117.3(3) . . ? C3 C2 C1 122.5(3) . . ? C7 C2 C1 120.3(3) . . ? C2 C3 C4 122.3(3) . . ? C2 C3 H3 118.8 . . ? C4 C3 H3 118.8 . . ? C3 C4 C5 119.4(3) . . ? C3 C4 C21 118.6(3) . . ? C5 C4 C21 122.0(3) . . ? O1 C5 C6 121.5(2) . . ? O1 C5 C4 119.4(3) . . ? C6 C5 C4 119.0(2) . . ? C7 C6 C5 118.9(3) . . ? C7 C6 C8 117.0(3) . . ? C5 C6 C8 123.9(2) . . ? C2 C7 C6 123.0(3) . . ? C2 C7 H7 118.5 . . ? C6 C7 H7 118.5 . . ? N1 C8 C6 115.3(2) . . ? N1 C8 H8A 108.5 . . ? C6 C8 H8A 108.5 . . ? N1 C8 H8B 108.5 . . ? C6 C8 H8B 108.5 . . ? H8A C8 H8B 107.5 . . ? N1 C9 C10 111.7(2) . . ? N1 C9 H9A 109.3 . . ? C10 C9 H9A 109.3 . . ? N1 C9 H9B 109.3 . . ? C10 C9 H9B 109.3 . . ? H9A C9 H9B 107.9 . . ? N2 C10 C11 121.2(3) . . ? N2 C10 C9 115.3(2) . . ? C11 C10 C9 123.4(3) . . ? C10 C11 C12 119.3(3) . . ? C10 C11 H11 120.4 . . ? C12 C11 H11 120.4 . . ? C13 C12 C11 119.4(3) . . ? C13 C12 H12 120.3 . . ? C11 C12 H12 120.3 . . ? C14 C13 C12 119.0(3) . . ? C14 C13 H13 120.5 . . ? C12 C13 H13 120.5 . . ? N2 C14 C13 121.8(3) . . ? N2 C14 H14 119.1 . . ? C13 C14 H14 119.1 . . ? N1 C15 C16 110.5(2) . . ? N1 C15 H15A 109.6 . . ? C16 C15 H15A 109.6 . . ? N1 C15 H15B 109.6 . . ? C16 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? N3 C16 C17 121.4(3) . . ? N3 C16 C15 116.6(2) . . ? C17 C16 C15 121.9(3) . . ? C16 C17 C18 118.7(3) . . ? C16 C17 H17 120.6 . . ? C18 C17 H17 120.6 . . ? C19 C18 C17 119.7(3) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C20 C19 C18 118.5(3) . . ? C20 C19 H19 120.7 . . ? C18 C19 H19 120.7 . . ? N3 C20 C19 122.0(3) . . ? N3 C20 H20 119.0 . . ? C19 C20 H20 119.0 . . ? N4 C21 C4 114.8(2) . . ? N4 C21 H21A 108.6 . . ? C4 C21 H21A 108.6 . . ? N4 C21 H21B 108.6 . . ? C4 C21 H21B 108.6 . . ? H21A C21 H21B 107.5 . . ? N4 C22 C23 112.2(2) . . ? N4 C22 H22A 109.2 . . ? C23 C22 H22A 109.2 . . ? N4 C22 H22B 109.2 . . ? C23 C22 H22B 109.2 . . ? H22A C22 H22B 107.9 . . ? N5 C23 C24 121.7(3) . . ? N5 C23 C22 117.0(2) . . ? C24 C23 C22 121.3(3) . . ? C25 C24 C23 119.3(3) . . ? C25 C24 H24 120.3 . . ? C23 C24 H24 120.3 . . ? C24 C25 C26 118.9(3) . . ? C24 C25 H25 120.5 . . ? C26 C25 H25 120.5 . . ? C27 C26 C25 119.4(3) . . ? C27 C26 H26 120.3 . . ? C25 C26 H26 120.3 . . ? N5 C27 C26 121.9(3) . . ? N5 C27 H27 119.1 . . ? C26 C27 H27 119.1 . . ? N4 C28 C29 111.7(2) . . ? N4 C28 H28A 109.3 . . ? C29 C28 H28A 109.3 . . ? N4 C28 H28B 109.3 . . ? C29 C28 H28B 109.3 . . ? H28A C28 H28B 107.9 . . ? N6 C29 C30 121.9(3) . . ? N6 C29 C28 115.8(3) . . ? C30 C29 C28 122.1(3) . . ? C29 C30 C31 119.0(3) . . ? C29 C30 H30 120.5 . . ? C31 C30 H30 120.5 . . ? C32 C31 C30 119.7(3) . . ? C32 C31 H31 120.2 . . ? C30 C31 H31 120.2 . . ? C33 C32 C31 118.6(3) . . ? C33 C32 H32 120.7 . . ? C31 C32 H32 120.7 . . ? N6 C33 C32 122.2(3) . . ? N6 C33 H33 118.9 . . ? C32 C33 H33 118.9 . . ? N7 C34 C35 178.7(5) . . ? C34 C35 H35A 109.5 . . ? C34 C35 H35B 109.5 . . ? H35A C35 H35B 109.5 . . ? C34 C35 H35C 109.5 . . ? H35A C35 H35C 109.5 . . ? H35B C35 H35C 109.5 . . ? N8 C36 C37 178.4(5) . . ? C36 C37 H37A 109.5 . . ? C36 C37 H37B 109.5 . . ? H37A C37 H37B 109.5 . . ? C36 C37 H37C 109.5 . . ? H37A C37 H37C 109.5 . . ? H37B C37 H37C 109.5 . . ? N9 C38 C39 178.8(4) . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 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 O1 Zn1 Zn2 O2 169.97(12) . . . . ? N2 Zn1 Zn2 O2 -76.23(12) . . . . ? N3 Zn1 Zn2 O2 78.57(12) . . . . ? N1 Zn1 Zn2 O2 -178.92(12) . . . . ? O2 Zn1 Zn2 O1 -169.97(12) . . . . ? N2 Zn1 Zn2 O1 113.80(11) . . . . ? N3 Zn1 Zn2 O1 -91.40(11) . . . . ? N1 Zn1 Zn2 O1 11.11(11) . . . . ? O2 Zn1 Zn2 N5 94.73(11) . . . . ? O1 Zn1 Zn2 N5 -95.30(11) . . . . ? N2 Zn1 Zn2 N5 18.51(10) . . . . ? N3 Zn1 Zn2 N5 173.30(10) . . . . ? N1 Zn1 Zn2 N5 -84.19(10) . . . . ? O2 Zn1 Zn2 N6 -59.31(12) . . . . ? O1 Zn1 Zn2 N6 110.66(11) . . . . ? N2 Zn1 Zn2 N6 -135.53(11) . . . . ? N3 Zn1 Zn2 N6 19.26(11) . . . . ? N1 Zn1 Zn2 N6 121.77(11) . . . . ? O2 Zn1 Zn2 N4 -165.58(12) . . . . ? O1 Zn1 Zn2 N4 4.39(11) . . . . ? N2 Zn1 Zn2 N4 118.19(11) . . . . ? N3 Zn1 Zn2 N4 -87.01(11) . . . . ? N1 Zn1 Zn2 N4 15.50(11) . . . . ? O2 Zn1 O1 C5 177.9(2) . . . . ? N2 Zn1 O1 C5 77.6(2) . . . . ? N3 Zn1 O1 C5 -77.9(2) . . . . ? N1 Zn1 O1 C5 -0.2(2) . . . . ? Zn2 Zn1 O1 C5 171.4(3) . . . . ? O2 Zn1 O1 Zn2 6.47(8) . . . . ? N2 Zn1 O1 Zn2 -93.78(11) . . . . ? N3 Zn1 O1 Zn2 110.75(9) . . . . ? N1 Zn1 O1 Zn2 -171.58(8) . . . . ? O2 Zn2 O1 C5 -177.9(2) . . . . ? N5 Zn2 O1 C5 -66.7(2) . . . . ? N6 Zn2 O1 C5 88.4(2) . . . . ? N4 Zn2 O1 C5 12.0(2) . . . . ? Zn1 Zn2 O1 C5 -171.4(3) . . . . ? O2 Zn2 O1 Zn1 -6.48(8) . . . . ? N5 Zn2 O1 Zn1 104.72(9) . . . . ? N6 Zn2 O1 Zn1 -100.18(11) . . . . ? N4 Zn2 O1 Zn1 -176.62(8) . . . . ? O1 Zn1 O2 Zn2 -6.75(8) . . . . ? N2 Zn1 O2 Zn2 118.58(9) . . . . ? N3 Zn1 O2 Zn2 -118.53(9) . . . . ? N1 Zn1 O2 Zn2 4.9(5) . . . . ? O1 Zn2 O2 Zn1 6.68(8) . . . . ? N5 Zn2 O2 Zn1 -104.49(10) . . . . ? N6 Zn2 O2 Zn1 133.40(9) . . . . ? N4 Zn2 O2 Zn1 49.1(4) . . . . ? O2 Zn1 N1 C15 -99.5(5) . . . . ? O1 Zn1 N1 C15 -88.03(17) . . . . ? N2 Zn1 N1 C15 144.99(18) . . . . ? N3 Zn1 N1 C15 25.86(16) . . . . ? Zn2 Zn1 N1 C15 -95.41(16) . . . . ? O2 Zn1 N1 C9 142.5(4) . . . . ? O1 Zn1 N1 C9 153.92(16) . . . . ? N2 Zn1 N1 C9 26.93(16) . . . . ? N3 Zn1 N1 C9 -92.19(16) . . . . ? Zn2 Zn1 N1 C9 146.54(13) . . . . ? O2 Zn1 N1 C8 24.8(6) . . . . ? O1 Zn1 N1 C8 36.30(16) . . . . ? N2 Zn1 N1 C8 -90.69(17) . . . . ? N3 Zn1 N1 C8 150.19(17) . . . . ? Zn2 Zn1 N1 C8 28.92(19) . . . . ? O2 Zn1 N2 C14 -6.4(2) . . . . ? O1 Zn1 N2 C14 82.5(2) . . . . ? N3 Zn1 N2 C14 -122.7(2) . . . . ? N1 Zn1 N2 C14 164.6(2) . . . . ? Zn2 Zn1 N2 C14 33.3(2) . . . . ? O2 Zn1 N2 C10 178.53(18) . . . . ? O1 Zn1 N2 C10 -92.6(2) . . . . ? N3 Zn1 N2 C10 62.3(2) . . . . ? N1 Zn1 N2 C10 -10.50(18) . . . . ? Zn2 Zn1 N2 C10 -141.80(17) . . . . ? O2 Zn1 N3 C20 -21.4(2) . . . . ? O1 Zn1 N3 C20 -108.7(2) . . . . ? N2 Zn1 N3 C20 93.2(2) . . . . ? N1 Zn1 N3 C20 166.9(2) . . . . ? Zn2 Zn1 N3 C20 -62.2(2) . . . . ? O2 Zn1 N3 C16 159.27(19) . . . . ? O1 Zn1 N3 C16 71.9(2) . . . . ? N2 Zn1 N3 C16 -86.2(2) . . . . ? N1 Zn1 N3 C16 -12.46(19) . . . . ? Zn2 Zn1 N3 C16 118.46(18) . . . . ? O2 Zn2 N4 C22 -132.3(3) . . . . ? O1 Zn2 N4 C22 -90.59(18) . . . . ? N5 Zn2 N4 C22 23.15(18) . . . . ? N6 Zn2 N4 C22 140.99(19) . . . . ? Zn1 Zn2 N4 C22 -93.48(17) . . . . ? O2 Zn2 N4 C28 108.6(4) . . . . ? O1 Zn2 N4 C28 150.29(17) . . . . ? N5 Zn2 N4 C28 -95.97(17) . . . . ? N6 Zn2 N4 C28 21.87(16) . . . . ? Zn1 Zn2 N4 C28 147.40(14) . . . . ? O2 Zn2 N4 C21 -9.9(5) . . . . ? O1 Zn2 N4 C21 31.75(18) . . . . ? N5 Zn2 N4 C21 145.49(19) . . . . ? N6 Zn2 N4 C21 -96.67(19) . . . . ? Zn1 Zn2 N4 C21 28.9(2) . . . . ? O2 Zn2 N5 C23 160.9(2) . . . . ? O1 Zn2 N5 C23 71.6(2) . . . . ? N6 Zn2 N5 C23 -86.8(2) . . . . ? N4 Zn2 N5 C23 -12.5(2) . . . . ? Zn1 Zn2 N5 C23 117.1(2) . . . . ? O2 Zn2 N5 C27 -18.2(3) . . . . ? O1 Zn2 N5 C27 -107.5(2) . . . . ? N6 Zn2 N5 C27 94.2(3) . . . . ? N4 Zn2 N5 C27 168.4(3) . . . . ? Zn1 Zn2 N5 C27 -62.0(3) . . . . ? O2 Zn2 N6 C29 -171.4(2) . . . . ? O1 Zn2 N6 C29 -86.7(2) . . . . ? N5 Zn2 N6 C29 68.0(2) . . . . ? N4 Zn2 N6 C29 -6.2(2) . . . . ? Zn1 Zn2 N6 C29 -137.61(18) . . . . ? O2 Zn2 N6 C33 1.3(3) . . . . ? O1 Zn2 N6 C33 86.0(3) . . . . ? N5 Zn2 N6 C33 -119.4(2) . . . . ? N4 Zn2 N6 C33 166.4(3) . . . . ? Zn1 Zn2 N6 C33 35.0(3) . . . . ? C7 C2 C3 C4 -0.1(4) . . . . ? C1 C2 C3 C4 -179.9(2) . . . . ? C2 C3 C4 C5 3.3(4) . . . . ? C2 C3 C4 C21 -175.5(2) . . . . ? Zn1 O1 C5 C6 -15.9(4) . . . . ? Zn2 O1 C5 C6 152.7(2) . . . . ? Zn1 O1 C5 C4 163.50(19) . . . . ? Zn2 O1 C5 C4 -27.9(3) . . . . ? C3 C4 C5 O1 176.9(2) . . . . ? C21 C4 C5 O1 -4.4(4) . . . . ? C3 C4 C5 C6 -3.7(4) . . . . ? C21 C4 C5 C6 175.0(2) . . . . ? O1 C5 C6 C7 -179.5(2) . . . . ? C4 C5 C6 C7 1.1(4) . . . . ? O1 C5 C6 C8 -5.1(4) . . . . ? C4 C5 C6 C8 175.5(2) . . . . ? C3 C2 C7 C6 -2.7(4) . . . . ? C1 C2 C7 C6 177.1(2) . . . . ? C5 C6 C7 C2 2.2(4) . . . . ? C8 C6 C7 C2 -172.6(2) . . . . ? C15 N1 C8 C6 58.4(3) . . . . ? C9 N1 C8 C6 -176.7(2) . . . . ? Zn1 N1 C8 C6 -62.4(2) . . . . ? C7 C6 C8 N1 -136.1(3) . . . . ? C5 C6 C8 N1 49.3(4) . . . . ? C15 N1 C9 C10 -154.5(2) . . . . ? C8 N1 C9 C10 79.5(3) . . . . ? Zn1 N1 C9 C10 -39.3(2) . . . . ? C14 N2 C10 C11 -1.7(4) . . . . ? Zn1 N2 C10 C11 173.7(2) . . . . ? C14 N2 C10 C9 175.2(2) . . . . ? Zn1 N2 C10 C9 -9.4(3) . . . . ? N1 C9 C10 N2 34.7(3) . . . . ? N1 C9 C10 C11 -148.5(3) . . . . ? N2 C10 C11 C12 1.1(4) . . . . ? C9 C10 C11 C12 -175.5(3) . . . . ? C10 C11 C12 C13 -0.2(4) . . . . ? C11 C12 C13 C14 -0.1(4) . . . . ? C10 N2 C14 C13 1.4(4) . . . . ? Zn1 N2 C14 C13 -173.5(2) . . . . ? C12 C13 C14 N2 -0.5(4) . . . . ? C9 N1 C15 C16 78.5(3) . . . . ? C8 N1 C15 C16 -157.6(2) . . . . ? Zn1 N1 C15 C16 -34.7(3) . . . . ? C20 N3 C16 C17 -0.2(4) . . . . ? Zn1 N3 C16 C17 179.2(2) . . . . ? C20 N3 C16 C15 176.5(3) . . . . ? Zn1 N3 C16 C15 -4.1(3) . . . . ? N1 C15 C16 N3 27.3(4) . . . . ? N1 C15 C16 C17 -156.0(3) . . . . ? N3 C16 C17 C18 -0.3(4) . . . . ? C15 C16 C17 C18 -176.8(3) . . . . ? C16 C17 C18 C19 0.6(5) . . . . ? C17 C18 C19 C20 -0.5(5) . . . . ? C16 N3 C20 C19 0.4(4) . . . . ? Zn1 N3 C20 C19 -179.0(2) . . . . ? C18 C19 C20 N3 0.0(5) . . . . ? C22 N4 C21 C4 52.8(3) . . . . ? C28 N4 C21 C4 177.3(2) . . . . ? Zn2 N4 C21 C4 -65.9(3) . . . . ? C3 C4 C21 N4 -124.9(3) . . . . ? C5 C4 C21 N4 56.3(3) . . . . ? C28 N4 C22 C23 85.8(3) . . . . ? C21 N4 C22 C23 -150.8(2) . . . . ? Zn2 N4 C22 C23 -30.1(3) . . . . ? C27 N5 C23 C24 -0.1(4) . . . . ? Zn2 N5 C23 C24 -179.2(2) . . . . ? C27 N5 C23 C22 177.7(3) . . . . ? Zn2 N5 C23 C22 -1.4(3) . . . . ? N4 C22 C23 N5 22.7(4) . . . . ? N4 C22 C23 C24 -159.5(3) . . . . ? N5 C23 C24 C25 1.1(5) . . . . ? C22 C23 C24 C25 -176.7(3) . . . . ? C23 C24 C25 C26 -1.8(5) . . . . ? C24 C25 C26 C27 1.7(5) . . . . ? C23 N5 C27 C26 0.0(5) . . . . ? Zn2 N5 C27 C26 179.1(2) . . . . ? C25 C26 C27 N5 -0.8(5) . . . . ? C22 N4 C28 C29 -149.4(2) . . . . ? C21 N4 C28 C29 85.4(3) . . . . ? Zn2 N4 C28 C29 -33.5(3) . . . . ? C33 N6 C29 C30 -0.7(4) . . . . ? Zn2 N6 C29 C30 172.5(2) . . . . ? C33 N6 C29 C28 175.4(3) . . . . ? Zn2 N6 C29 C28 -11.4(3) . . . . ? N4 C28 C29 N6 31.5(4) . . . . ? N4 C28 C29 C30 -152.4(3) . . . . ? N6 C29 C30 C31 2.0(5) . . . . ? C28 C29 C30 C31 -173.8(3) . . . . ? C29 C30 C31 C32 -1.3(5) . . . . ? C30 C31 C32 C33 -0.7(5) . . . . ? C29 N6 C33 C32 -1.4(5) . . . . ? Zn2 N6 C33 C32 -173.8(2) . . . . ? C31 C32 C33 N6 2.0(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 O2 H2 O9' 0.736(17) 2.38(2) 3.024(8) 148(3) . O2 H2 O10 0.736(17) 2.38(3) 2.980(6) 139(3) . _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 27.94 _diffrn_measured_fraction_theta_full 0.994 _refine_diff_density_max 0.626 _refine_diff_density_min -0.644 _refine_diff_density_rms 0.103 data_usu109 _database_code_depnum_ccdc_archive 'CCDC 282999' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety '(C38 H58 N8 O2 Zn2), 2(Cl2 O4), 0.5(C H2 Cl2), 0.5(C2 H3 N)' _chemical_formula_sum 'C39.50 H60.50 Cl3 N8.50 O10 Zn2' _chemical_formula_weight 1051.55 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' Cl Cl 0.1484 0.1585 '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 tetragonal _symmetry_space_group_name_H-M 'P43 2 2' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-y, x, z+3/4' '-x, -y, z+1/2' 'y, -x, z+1/4' '-x, y, -z' 'y, x, -z+1/4' 'x, -y, -z+1/2' '-y, -x, -z+3/4' _cell_length_a 11.4472(7) _cell_length_b 11.4472(7) _cell_length_c 37.628(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 4930.8(5) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 4857 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.28 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.417 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2192 _exptl_absorpt_coefficient_mu 1.196 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.6937 _exptl_absorpt_correction_T_max 0.7542 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; The program Denzo-SMN (Otwinowski & Minor, 1997) uses a scaling algorithm (Fox & Holmes, 1966) which effectively corrects for absorption effects. High redundancy data were used in the scaling program hence the 'multi-scan' code word was used. No transmission coefficients are available from the program (only scale factors for each frame). The scale factors in the experimental table are calculated from the 'size' command in the SHELXL-97 input file. ; _diffrn_ambient_temperature 150(1) _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 'Nonius KappaCCD Diffractometer' _diffrn_measurement_method 'Phi plus Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9994 _diffrn_reflns_av_R_equivalents 0.0433 _diffrn_reflns_av_sigmaI/netI 0.0618 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -45 _diffrn_reflns_limit_l_max 44 _diffrn_reflns_theta_min 2.74 _diffrn_reflns_theta_max 27.50 _reflns_number_total 5428 _reflns_number_gt 3893 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution SIR97 _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'WinGX, Ortep3' _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^)+(0.0332P)^2^+4.7691P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.46(2) _refine_ls_number_reflns 5428 _refine_ls_number_parameters 300 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0952 _refine_ls_R_factor_gt 0.0556 _refine_ls_wR_factor_ref 0.1196 _refine_ls_wR_factor_gt 0.1034 _refine_ls_goodness_of_fit_ref 1.100 _refine_ls_restrained_S_all 1.102 _refine_ls_shift/su_max 0.002 _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 0.85288(4) 0.97545(4) 0.889548(14) 0.04539(15) Uani 1 1 d . . . Cl1 Cl 0.42489(15) 0.57511(15) 0.8750 0.0875(7) Uani 1 2 d S . . Cl2 Cl 0.71511(16) 1.0000 0.7500 0.0600(5) Uani 1 2 d S . . O1 O 0.9987(3) 1.0677(3) 0.90601(10) 0.0471(8) Uani 1 1 d . . . O2 O 0.7825(6) 0.9950(5) 0.77982(14) 0.135(2) Uani 1 1 d . . . O3 O 0.4353(4) 0.6892(4) 0.85926(14) 0.1041(15) Uani 1 1 d . . . O4 O 0.5125(5) 0.5604(4) 0.90135(17) 0.142(2) Uani 1 1 d . . . O5 O 0.6495(7) 0.8999(8) 0.7492(2) 0.228(4) Uani 1 1 d . . . N1 N 1.0635(3) 0.8449(4) 0.93448(12) 0.0545(11) Uani 1 1 d . . . N2 N 0.8680(3) 0.8274(3) 0.92122(10) 0.0480(9) Uani 1 1 d . . . N3 N 0.6983(3) 0.8732(3) 0.87022(11) 0.0561(10) Uani 1 1 d . . . N4 N 0.7309(3) 1.0974(3) 0.90847(12) 0.0536(10) Uani 1 1 d . . . C1 C 1.3824(5) 0.8354(7) 0.96145(17) 0.091(2) Uani 1 1 d . . . H1A H 1.4478 0.8904 0.9603 0.136 Uiso 1 1 calc R . . H1B H 1.4004 0.7664 0.9471 0.136 Uiso 1 1 calc R . . H1C H 1.3697 0.8118 0.9862 0.136 Uiso 1 1 calc R . . C2 C 1.2427(6) 0.9972(6) 0.97125(18) 0.097(2) Uani 1 1 d . . . H2A H 1.3062 1.0547 0.9703 0.146 Uiso 1 1 calc R . . H2B H 1.2330 0.9697 0.9957 0.146 Uiso 1 1 calc R . . H2C H 1.1700 1.0336 0.9631 0.146 Uiso 1 1 calc R . . C3 C 1.2927(5) 0.9344(5) 0.90901(16) 0.0750(17) Uani 1 1 d . . . H3A H 1.3040 0.8663 0.8936 0.113 Uiso 1 1 calc R . . H3B H 1.3624 0.9841 0.9081 0.113 Uiso 1 1 calc R . . H3C H 1.2248 0.9790 0.9008 0.113 Uiso 1 1 calc R . . C4 C 1.2725(5) 0.8939(5) 0.94720(15) 0.0686(15) Uani 1 1 d . . . C5 C 1.1755(5) 0.8018(5) 0.94797(15) 0.0660(15) Uani 1 1 d . . . H5A H 1.2001 0.7339 0.9335 0.079 Uiso 1 1 calc R . . H5B H 1.1648 0.7747 0.9727 0.079 Uiso 1 1 calc R . . C6 C 0.9651(5) 0.7832(4) 0.93637(12) 0.0514(12) Uani 1 1 d . . . C7 C 0.9602(5) 0.6716(4) 0.95363(13) 0.0594(13) Uani 1 1 d . . . H7 H 1.0286 0.6377 0.9635 0.071 Uiso 1 1 calc R . . C8 C 0.8560(6) 0.6153(5) 0.95554(14) 0.0722(16) Uani 1 1 d . . . H8 H 0.8514 0.5430 0.9679 0.087 Uiso 1 1 calc R . . C9 C 0.7573(5) 0.6604(5) 0.94006(14) 0.0650(15) Uani 1 1 d . . . H9 H 0.6851 0.6196 0.9412 0.078 Uiso 1 1 calc R . . C10 C 0.7654(5) 0.7665(5) 0.92276(14) 0.0557(13) Uani 1 1 d . . . C11 C 0.6642(4) 0.8214(5) 0.90472(14) 0.0622(14) Uani 1 1 d . . . H11A H 0.6028 0.7619 0.9008 0.075 Uiso 1 1 calc R . . H11B H 0.6312 0.8831 0.9202 0.075 Uiso 1 1 calc R . . C12 C 0.7342(5) 0.7787(5) 0.84557(15) 0.0673(15) Uani 1 1 d . . . H12A H 0.7576 0.8128 0.8228 0.101 Uiso 1 1 calc R . . H12B H 0.6686 0.7251 0.8418 0.101 Uiso 1 1 calc R . . H12C H 0.8002 0.7358 0.8558 0.101 Uiso 1 1 calc R . . C13 C 0.6017(4) 0.9435(5) 0.85461(16) 0.0695(16) Uani 1 1 d . . . H13A H 0.5306 0.9328 0.8693 0.083 Uiso 1 1 calc R . . H13B H 0.5844 0.9136 0.8305 0.083 Uiso 1 1 calc R . . C14 C 0.6291(5) 1.0742(5) 0.85217(15) 0.0677(15) Uani 1 1 d . . . H14A H 0.7025 1.0845 0.8386 0.081 Uiso 1 1 calc R . . H14B H 0.5658 1.1133 0.8388 0.081 Uiso 1 1 calc R . . C15 C 0.6417(4) 1.1321(5) 0.88712(16) 0.0663(14) Uani 1 1 d . . . C16 C 0.5650(6) 1.2170(6) 0.8980(2) 0.098(2) Uani 1 1 d . . . H16 H 0.5035 1.2413 0.8827 0.118 Uiso 1 1 calc R . . C17 C 0.5776(7) 1.2662(8) 0.9308(3) 0.124(3) Uani 1 1 d . . . H17 H 0.5255 1.3259 0.9384 0.149 Uiso 1 1 calc R . . C18 C 0.6658(6) 1.2292(7) 0.9528(2) 0.106(3) Uani 1 1 d . . . H18 H 0.6742 1.2608 0.9760 0.127 Uiso 1 1 calc R . . C19 C 0.7426(5) 1.1442(5) 0.94040(16) 0.0721(15) Uani 1 1 d . . . H19 H 0.8049 1.1193 0.9552 0.087 Uiso 1 1 calc R . . H1O H 0.998(4) 1.099(3) 0.9223(10) 0.020(12) Uiso 1 1 d . . . H1N H 1.063(3) 0.910(4) 0.9245(10) 0.031(12) Uiso 1 1 d . . . Cl3 Cl 0.5243(3) 0.6254(3) 0.75953(9) 0.1023(9) Uiso 0.59 1 d PD . 1 C20 C 0.4507(17) 0.5000 0.7500 0.089(6) Uiso 0.50 2 d SP . 1 H20A H 0.3992 0.4832 0.7705 0.107 Uiso 0.25 1 calc PR . 1 H20B H 0.3992 0.5168 0.7295 0.107 Uiso 0.25 1 calc PR . 1 N5 N 0.518(2) 0.6894(16) 0.7807(5) 0.090(6) Uiso 0.25 1 d PD A -2 C21 C 0.5302(17) 0.5341(16) 0.7529(6) 0.055(5) Uiso 0.25 1 d P A -2 H21A H 0.5282 0.5246 0.7270 0.083 Uiso 0.25 1 calc PR A -2 H21B H 0.4642 0.4922 0.7635 0.083 Uiso 0.25 1 calc PR A -2 H21C H 0.6035 0.5023 0.7622 0.083 Uiso 0.25 1 calc PR A -2 DUMY Cl 0.5243 0.6245 0.7594 0.102 Uiso 0.00 1 d P A -2 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 0.0384(3) 0.0415(3) 0.0563(3) 0.0043(2) 0.0008(2) -0.0040(2) Cl1 0.0579(8) 0.0579(8) 0.147(2) -0.0080(8) -0.0080(8) -0.0188(10) Cl2 0.0534(10) 0.0811(14) 0.0456(10) -0.0015(9) 0.000 0.000 O1 0.049(2) 0.0467(18) 0.045(2) -0.0037(16) -0.0019(16) -0.0058(15) O2 0.185(5) 0.121(4) 0.100(4) 0.008(3) -0.090(4) -0.012(4) O3 0.090(3) 0.074(3) 0.149(4) 0.013(3) -0.014(3) -0.025(2) O4 0.095(4) 0.087(3) 0.243(6) 0.039(4) -0.067(4) -0.020(3) O5 0.209(7) 0.279(9) 0.196(6) 0.060(7) -0.060(6) -0.195(7) N1 0.050(2) 0.050(3) 0.063(3) 0.011(2) -0.0054(19) 0.003(2) N2 0.049(2) 0.046(2) 0.049(2) 0.0026(18) 0.005(2) -0.0032(18) N3 0.044(2) 0.050(3) 0.074(3) 0.006(2) 0.002(2) -0.0071(18) N4 0.044(2) 0.051(2) 0.066(3) 0.000(2) 0.007(2) -0.0051(18) C1 0.061(4) 0.121(6) 0.089(4) -0.002(4) -0.019(3) 0.016(4) C2 0.086(4) 0.115(6) 0.091(5) -0.034(4) -0.024(4) 0.006(4) C3 0.056(3) 0.080(4) 0.089(4) 0.006(3) 0.003(3) 0.001(3) C4 0.052(3) 0.078(4) 0.075(4) -0.006(3) -0.007(3) 0.011(3) C5 0.063(4) 0.073(4) 0.063(4) 0.005(3) -0.006(3) 0.016(3) C6 0.064(3) 0.047(3) 0.043(3) -0.003(2) -0.002(3) 0.005(2) C7 0.077(4) 0.049(3) 0.052(3) 0.003(2) -0.006(3) 0.002(3) C8 0.109(5) 0.053(3) 0.055(3) 0.003(3) -0.001(4) -0.011(3) C9 0.081(4) 0.054(3) 0.060(3) 0.004(3) 0.006(3) -0.022(3) C10 0.060(3) 0.051(3) 0.056(3) -0.003(3) 0.001(3) -0.011(2) C11 0.050(3) 0.059(3) 0.077(3) -0.006(3) 0.010(3) -0.016(2) C12 0.057(3) 0.066(4) 0.079(4) 0.002(3) -0.007(3) -0.019(3) C13 0.041(3) 0.071(4) 0.097(4) 0.010(3) -0.011(3) -0.008(2) C14 0.045(3) 0.070(3) 0.088(4) 0.010(3) -0.011(3) 0.007(3) C15 0.044(3) 0.060(3) 0.095(4) 0.007(3) 0.001(3) 0.003(3) C16 0.070(4) 0.097(5) 0.128(6) -0.017(5) -0.010(4) 0.027(4) C17 0.067(5) 0.131(7) 0.173(9) -0.050(7) -0.001(5) 0.035(5) C18 0.085(5) 0.122(6) 0.110(6) -0.045(5) 0.027(5) 0.008(4) C19 0.061(3) 0.077(4) 0.078(4) -0.013(4) 0.016(3) 0.003(3) _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 O1 1.963(3) 8_776 ? Zn1 O1 2.070(3) . ? Zn1 N2 2.079(4) . ? Zn1 N4 2.099(4) . ? Zn1 N3 2.243(4) . ? Zn1 Zn1 2.9871(10) 8_776 ? Cl1 O4 1.421(5) . ? Cl1 O4 1.421(5) 8_666 ? Cl1 O3 1.439(4) . ? Cl1 O3 1.439(4) 8_666 ? Cl2 O2 1.363(4) . ? Cl2 O2 1.363(4) 7_576 ? Cl2 O5 1.371(6) . ? Cl2 O5 1.371(6) 7_576 ? O1 Zn1 1.963(3) 8_776 ? O1 H1O 0.71(4) . ? N1 C6 1.332(6) . ? N1 C5 1.465(6) . ? N1 H1N 0.83(4) . ? N2 C6 1.348(6) . ? N2 C10 1.368(6) . ? N3 C11 1.480(6) . ? N3 C12 1.483(7) . ? N3 C13 1.489(6) . ? N4 C19 1.323(7) . ? N4 C15 1.359(6) . ? C1 C4 1.522(7) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.528(8) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.528(8) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.531(8) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.434(7) . ? C7 C8 1.357(8) . ? C7 H7 0.9500 . ? C8 C9 1.372(8) . ? C8 H8 0.9500 . ? C9 C10 1.381(7) . ? C9 H9 0.9500 . ? C10 C11 1.483(7) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.531(7) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.480(7) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.371(8) . ? C16 C17 1.366(10) . ? C16 H16 0.9500 . ? C17 C18 1.374(10) . ? C17 H17 0.9500 . ? C18 C19 1.391(8) . ? C18 H18 0.9500 . ? C19 H19 0.9500 . ? Cl3 C20 1.703(10) . ? C20 Cl3 1.703(10) 7_566 ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? N5 DUMY 1.096(16) . ? C21 DUMY 1.066(18) . ? C21 H21A 0.9800 . ? C21 H21B 0.9800 . ? C21 H21C 0.9800 . ? 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 O1 Zn1 O1 79.10(17) 8_776 . ? O1 Zn1 N2 125.78(14) 8_776 . ? O1 Zn1 N2 100.20(14) . . ? O1 Zn1 N4 120.30(15) 8_776 . ? O1 Zn1 N4 95.50(15) . . ? N2 Zn1 N4 113.77(15) . . ? O1 Zn1 N3 99.26(15) 8_776 . ? O1 Zn1 N3 178.12(16) . . ? N2 Zn1 N3 79.99(15) . . ? N4 Zn1 N3 86.11(16) . . ? O1 Zn1 Zn1 43.62(10) 8_776 8_776 ? O1 Zn1 Zn1 40.85(9) . 8_776 ? N2 Zn1 Zn1 133.75(11) . 8_776 ? N4 Zn1 Zn1 97.15(11) . 8_776 ? N3 Zn1 Zn1 138.04(11) . 8_776 ? O4 Cl1 O4 108.7(5) . 8_666 ? O4 Cl1 O3 109.7(3) . . ? O4 Cl1 O3 110.1(3) 8_666 . ? O4 Cl1 O3 110.1(3) . 8_666 ? O4 Cl1 O3 109.7(3) 8_666 8_666 ? O3 Cl1 O3 108.6(4) . 8_666 ? O2 Cl2 O2 111.0(6) . 7_576 ? O2 Cl2 O5 107.0(4) . . ? O2 Cl2 O5 109.1(5) 7_576 . ? O2 Cl2 O5 109.1(5) . 7_576 ? O2 Cl2 O5 107.0(4) 7_576 7_576 ? O5 Cl2 O5 113.5(9) . 7_576 ? Zn1 O1 Zn1 95.53(15) 8_776 . ? Zn1 O1 H1O 121(3) 8_776 . ? Zn1 O1 H1O 120(3) . . ? C6 N1 C5 122.9(5) . . ? C6 N1 H1N 120(3) . . ? C5 N1 H1N 117(3) . . ? C6 N2 C10 119.9(4) . . ? C6 N2 Zn1 128.1(3) . . ? C10 N2 Zn1 111.6(3) . . ? C11 N3 C12 109.3(4) . . ? C11 N3 C13 111.5(4) . . ? C12 N3 C13 110.7(4) . . ? C11 N3 Zn1 97.6(3) . . ? C12 N3 Zn1 111.4(3) . . ? C13 N3 Zn1 115.6(3) . . ? C19 N4 C15 119.6(5) . . ? C19 N4 Zn1 120.7(4) . . ? C15 N4 Zn1 119.6(4) . . ? C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C1 C4 C3 109.9(5) . . ? C1 C4 C2 108.4(5) . . ? C3 C4 C2 110.8(5) . . ? C1 C4 C5 106.9(5) . . ? C3 C4 C5 109.7(5) . . ? C2 C4 C5 111.1(5) . . ? N1 C5 C4 113.4(5) . . ? N1 C5 H5A 108.9 . . ? C4 C5 H5A 108.9 . . ? N1 C5 H5B 108.9 . . ? C4 C5 H5B 108.9 . . ? H5A C5 H5B 107.7 . . ? N1 C6 N2 118.4(4) . . ? N1 C6 C7 122.0(5) . . ? N2 C6 C7 119.6(5) . . ? C8 C7 C6 118.7(5) . . ? C8 C7 H7 120.6 . . ? C6 C7 H7 120.6 . . ? C7 C8 C9 121.5(5) . . ? C7 C8 H8 119.3 . . ? C9 C8 H8 119.3 . . ? C8 C9 C10 118.4(5) . . ? C8 C9 H9 120.8 . . ? C10 C9 H9 120.8 . . ? N2 C10 C9 121.7(5) . . ? N2 C10 C11 115.8(4) . . ? C9 C10 C11 122.5(5) . . ? N3 C11 C10 111.4(4) . . ? N3 C11 H11A 109.3 . . ? C10 C11 H11A 109.3 . . ? N3 C11 H11B 109.3 . . ? C10 C11 H11B 109.3 . . ? H11A C11 H11B 108.0 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 C13 C14 113.5(4) . . ? N3 C13 H13A 108.9 . . ? C14 C13 H13A 108.9 . . ? N3 C13 H13B 108.9 . . ? C14 C13 H13B 108.9 . . ? H13A C13 H13B 107.7 . . ? C15 C14 C13 113.9(5) . . ? C15 C14 H14A 108.8 . . ? C13 C14 H14A 108.8 . . ? C15 C14 H14B 108.8 . . ? C13 C14 H14B 108.8 . . ? H14A C14 H14B 107.7 . . ? N4 C15 C16 120.8(6) . . ? N4 C15 C14 117.9(5) . . ? C16 C15 C14 121.3(6) . . ? C17 C16 C15 119.6(7) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C16 C17 C18 119.8(7) . . ? C16 C17 H17 120.1 . . ? C18 C17 H17 120.1 . . ? C17 C18 C19 118.5(7) . . ? C17 C18 H18 120.8 . . ? C19 C18 H18 120.8 . . ? N4 C19 C18 121.7(6) . . ? N4 C19 H19 119.2 . . ? C18 C19 H19 119.2 . . ? Cl3 C20 Cl3 120.7(12) 7_566 . ? Cl3 C20 H20A 107.2 7_566 . ? Cl3 C20 H20A 107.2 . . ? Cl3 C20 H20B 107.2 7_566 . ? Cl3 C20 H20B 107.2 . . ? H20A C20 H20B 106.8 . . ? DUMY C21 H21A 109.5 . . ? DUMY C21 H21B 109.5 . . ? H21A C21 H21B 109.5 . . ? DUMY C21 H21C 109.5 . . ? H21A C21 H21C 109.5 . . ? H21B C21 H21C 109.5 . . ? C21 DUMY N5 146.2(16) . . ? 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 O1 Zn1 O1 Zn1 25.26(19) 8_776 . . 8_776 ? N2 Zn1 O1 Zn1 150.03(14) . . . 8_776 ? N4 Zn1 O1 Zn1 -94.58(16) . . . 8_776 ? N3 Zn1 O1 Zn1 54(4) . . . 8_776 ? O1 Zn1 N2 C6 60.2(4) 8_776 . . . ? O1 Zn1 N2 C6 -23.6(4) . . . . ? N4 Zn1 N2 C6 -124.3(4) . . . . ? N3 Zn1 N2 C6 154.5(4) . . . . ? Zn1 Zn1 N2 C6 3.3(4) 8_776 . . . ? O1 Zn1 N2 C10 -113.1(3) 8_776 . . . ? O1 Zn1 N2 C10 163.0(3) . . . . ? N4 Zn1 N2 C10 62.3(4) . . . . ? N3 Zn1 N2 C10 -18.9(3) . . . . ? Zn1 Zn1 N2 C10 -170.1(3) 8_776 . . . ? O1 Zn1 N3 C11 161.5(3) 8_776 . . . ? O1 Zn1 N3 C11 132(4) . . . . ? N2 Zn1 N3 C11 36.5(3) . . . . ? N4 Zn1 N3 C11 -78.4(3) . . . . ? Zn1 Zn1 N3 C11 -174.8(2) 8_776 . . . ? O1 Zn1 N3 C12 47.3(3) 8_776 . . . ? O1 Zn1 N3 C12 18(5) . . . . ? N2 Zn1 N3 C12 -77.7(3) . . . . ? N4 Zn1 N3 C12 167.3(3) . . . . ? Zn1 Zn1 N3 C12 71.0(4) 8_776 . . . ? O1 Zn1 N3 C13 -80.2(4) 8_776 . . . ? O1 Zn1 N3 C13 -109(4) . . . . ? N2 Zn1 N3 C13 154.9(4) . . . . ? N4 Zn1 N3 C13 39.9(4) . . . . ? Zn1 Zn1 N3 C13 -56.5(4) 8_776 . . . ? O1 Zn1 N4 C19 -125.2(4) 8_776 . . . ? O1 Zn1 N4 C19 -44.6(4) . . . . ? N2 Zn1 N4 C19 59.1(4) . . . . ? N3 Zn1 N4 C19 136.3(4) . . . . ? Zn1 Zn1 N4 C19 -85.7(4) 8_776 . . . ? O1 Zn1 N4 C15 52.1(4) 8_776 . . . ? O1 Zn1 N4 C15 132.6(4) . . . . ? N2 Zn1 N4 C15 -123.7(4) . . . . ? N3 Zn1 N4 C15 -46.4(4) . . . . ? Zn1 Zn1 N4 C15 91.6(4) 8_776 . . . ? C6 N1 C5 C4 -172.6(5) . . . . ? C1 C4 C5 N1 -179.3(5) . . . . ? C3 C4 C5 N1 -60.2(6) . . . . ? C2 C4 C5 N1 62.7(7) . . . . ? C5 N1 C6 N2 -175.9(5) . . . . ? C5 N1 C6 C7 3.5(8) . . . . ? C10 N2 C6 N1 -179.8(4) . . . . ? Zn1 N2 C6 N1 7.3(6) . . . . ? C10 N2 C6 C7 0.8(7) . . . . ? Zn1 N2 C6 C7 -172.1(3) . . . . ? N1 C6 C7 C8 177.9(5) . . . . ? N2 C6 C7 C8 -2.7(7) . . . . ? C6 C7 C8 C9 2.9(8) . . . . ? C7 C8 C9 C10 -1.1(8) . . . . ? C6 N2 C10 C9 1.0(7) . . . . ? Zn1 N2 C10 C9 175.0(4) . . . . ? C6 N2 C10 C11 -178.9(4) . . . . ? Zn1 N2 C10 C11 -4.9(5) . . . . ? C8 C9 C10 N2 -0.9(8) . . . . ? C8 C9 C10 C11 179.0(5) . . . . ? C12 N3 C11 C10 65.8(5) . . . . ? C13 N3 C11 C10 -171.5(4) . . . . ? Zn1 N3 C11 C10 -50.1(4) . . . . ? N2 C10 C11 N3 41.5(6) . . . . ? C9 C10 C11 N3 -138.4(5) . . . . ? C11 N3 C13 C14 114.3(5) . . . . ? C12 N3 C13 C14 -123.8(5) . . . . ? Zn1 N3 C13 C14 4.0(6) . . . . ? N3 C13 C14 C15 -65.9(6) . . . . ? C19 N4 C15 C16 1.4(8) . . . . ? Zn1 N4 C15 C16 -175.9(5) . . . . ? C19 N4 C15 C14 -177.6(5) . . . . ? Zn1 N4 C15 C14 5.1(6) . . . . ? C13 C14 C15 N4 63.8(6) . . . . ? C13 C14 C15 C16 -115.2(6) . . . . ? N4 C15 C16 C17 -0.8(11) . . . . ? C14 C15 C16 C17 178.2(7) . . . . ? C15 C16 C17 C18 -0.9(13) . . . . ? C16 C17 C18 C19 2.0(13) . . . . ? C15 N4 C19 C18 -0.3(9) . . . . ? Zn1 N4 C19 C18 177.0(5) . . . . ? C17 C18 C19 N4 -1.4(11) . . . . ? 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 O1 H1O O2 0.71(4) 2.26(4) 2.962(6) 173(4) 8_776 N1 H1N O1 0.83(4) 2.07(4) 2.864(6) 158(4) . _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.482 _refine_diff_density_min -0.602 _refine_diff_density_rms 0.059 data_usu102 _database_code_depnum_ccdc_archive 'CCDC 283000' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H60 Cl2 N10 O10 Zn2' _chemical_formula_weight 1042.62 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' Cl Cl 0.1484 0.1585 '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 monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 16.5217(3) _cell_length_b 16.3421(2) _cell_length_c 19.4004(4) _cell_angle_alpha 90.00 _cell_angle_beta 112.8344(8) _cell_angle_gamma 90.00 _cell_volume 4827.58(15) _cell_formula_units_Z 4 _cell_measurement_temperature 150(1) _cell_measurement_reflns_used 4933 _cell_measurement_theta_min 1.018 _cell_measurement_theta_max 27.485 _exptl_crystal_description prism _exptl_crystal_colour colorless _exptl_crystal_size_max 0.25 _exptl_crystal_size_mid 0.25 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.435 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2176 _exptl_absorpt_coefficient_mu 1.168 _exptl_absorpt_correction_type Multi-scan _exptl_absorpt_correction_T_min 0.7589 _exptl_absorpt_correction_T_max 0.7750 _exptl_absorpt_process_details 'DENZO-SMN (Otwinowski & Minor, 1997)' _exptl_special_details ; The program Denzo-SMN (Otwinowski & Minor, 1997) uses a scaling algorithm (Fox & Holmes, 1966) which effectively corrects for absorption effects. High redundancy data were used in the scaling program hence the 'multi-scan' code word was used. No transmission coefficients are available from the program (only scale factors for each frame). The scale factors in the experimental table are calculated from the 'size' command in the SHELXL-97 input file. ; _diffrn_ambient_temperature 150(1) _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 'Nonius KappaCCD Diffractometer' _diffrn_measurement_method 'Phi plus Omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 9712 _diffrn_reflns_av_R_equivalents 0.0185 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_h_max 21 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 21 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 2.41 _diffrn_reflns_theta_max 27.47 _reflns_number_total 5522 _reflns_number_gt 4878 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Nonius COLLECT' _computing_cell_refinement DENZO-SMN _computing_data_reduction DENZO-SMN _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'WinGX, Ortep3' _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^)+(0.0000P)^2^+38.6366P] 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 5522 _refine_ls_number_parameters 330 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0628 _refine_ls_R_factor_gt 0.0540 _refine_ls_wR_factor_ref 0.1302 _refine_ls_wR_factor_gt 0.1267 _refine_ls_goodness_of_fit_ref 1.220 _refine_ls_restrained_S_all 1.220 _refine_ls_shift/su_max 0.000 _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 0.09798(3) 0.09116(2) 0.28250(2) 0.01736(12) Uani 1 1 d . . . Cl1 Cl 0.5000 0.07751(9) 0.2500 0.0392(4) Uani 1 2 d S . . Cl2 Cl -0.01894(18) 0.0103(2) -0.00330(19) 0.0385(7) Uani 0.50 1 d P . . O1 O 0.00255(16) 0.11369(15) 0.18403(15) 0.0191(5) Uani 1 1 d . . . H1 H 0.001(3) 0.090(3) 0.146(3) 0.036(13) Uiso 1 1 d . . . O2 O 0.4235(2) 0.0259(2) 0.2186(2) 0.0545(10) Uani 1 1 d . . . O3 O 0.4899(3) 0.1284(3) 0.3061(3) 0.0771(15) Uani 1 1 d . . . O4 O 0.0366(5) 0.0112(6) 0.0728(4) 0.0473(19) Uani 0.50 1 d P . 1 O5 O 0.0027(14) 0.0875(7) -0.0316(10) 0.052(4) Uani 0.30 1 d P . 1 O6 O -0.1121(7) 0.0133(10) -0.0119(7) 0.054(3) Uani 0.30 1 d P . 1 O7 O -0.0070(12) -0.0568(8) -0.0433(7) 0.052(4) Uani 0.30 1 d P . 1 O5' O -0.0289(16) 0.0602(17) -0.0540(14) 0.056(7) Uiso 0.20 1 d P . 2 O6' O -0.070(2) 0.0501(17) 0.0218(16) 0.081(7) Uiso 0.20 1 d P . 2 O7' O -0.065(3) -0.062(3) -0.003(3) 0.147(15) Uiso 0.20 1 d P . 2 N1 N 0.0973(2) 0.25752(19) 0.37703(18) 0.0229(7) Uani 1 1 d . . . H1N H 0.055(3) 0.213(3) 0.359(3) 0.044(14) Uiso 1 1 d . . . N2 N 0.19209(19) 0.17371(18) 0.34807(16) 0.0189(6) Uani 1 1 d . . . N3 N 0.20682(19) 0.06284(19) 0.24577(17) 0.0204(6) Uani 1 1 d . . . N4 N 0.1172(2) -0.03519(19) 0.30355(18) 0.0227(7) Uani 1 1 d . . . C1 C -0.0409(3) 0.4219(3) 0.4171(3) 0.0389(10) Uani 1 1 d . . . H1A H -0.0033 0.4277 0.4703 0.058 Uiso 1 1 calc R . . H1B H -0.1026 0.4265 0.4105 0.058 Uiso 1 1 calc R . . H1C H -0.0268 0.4651 0.3886 0.058 Uiso 1 1 calc R . . C2 C -0.0811(3) 0.3298(3) 0.3052(2) 0.0353(10) Uani 1 1 d . . . H2A H -0.0645 0.3727 0.2778 0.053 Uiso 1 1 calc R . . H2B H -0.1432 0.3357 0.2967 0.053 Uiso 1 1 calc R . . H2C H -0.0713 0.2760 0.2875 0.053 Uiso 1 1 calc R . . C3 C -0.0493(3) 0.2708(3) 0.4324(2) 0.0307(9) Uani 1 1 d . . . H3A H -0.0338 0.2172 0.4184 0.046 Uiso 1 1 calc R . . H3B H -0.1126 0.2727 0.4206 0.046 Uiso 1 1 calc R . . H3C H -0.0172 0.2795 0.4862 0.046 Uiso 1 1 calc R . . C4 C -0.0250(3) 0.3377(2) 0.3890(2) 0.0248(8) Uani 1 1 d . . . C5 C 0.0726(3) 0.3343(2) 0.4028(2) 0.0251(8) Uani 1 1 d . . . H5A H 0.0868 0.3806 0.3766 0.030 Uiso 1 1 calc R . . H5B H 0.1078 0.3407 0.4570 0.030 Uiso 1 1 calc R . . C6 C 0.1785(2) 0.2437(2) 0.3801(2) 0.0203(7) Uani 1 1 d . . . C7 C 0.2491(2) 0.2989(2) 0.4150(2) 0.0244(8) Uani 1 1 d . . . H7 H 0.2398 0.3478 0.4373 0.029 Uiso 1 1 calc R . . C8 C 0.3306(3) 0.2811(3) 0.4162(2) 0.0286(8) Uani 1 1 d . . . H8 H 0.3781 0.3177 0.4394 0.034 Uiso 1 1 calc R . . C9 C 0.3441(3) 0.2089(2) 0.3833(2) 0.0267(8) Uani 1 1 d . . . H9 H 0.4002 0.1961 0.3834 0.032 Uiso 1 1 calc R . . C10 C 0.2742(2) 0.1573(2) 0.3509(2) 0.0201(7) Uani 1 1 d . . . C11 C 0.2830(2) 0.0765(2) 0.3168(2) 0.0226(8) Uani 1 1 d . . . H11A H 0.3377 0.0764 0.3072 0.027 Uiso 1 1 calc R . . H11B H 0.2868 0.0316 0.3521 0.027 Uiso 1 1 calc R . . C12 C 0.2144(3) 0.1158(3) 0.1870(2) 0.0285(8) Uani 1 1 d . . . H12A H 0.2674 0.1011 0.1786 0.043 Uiso 1 1 calc R . . H12B H 0.2182 0.1731 0.2028 0.043 Uiso 1 1 calc R . . H12C H 0.1626 0.1083 0.1405 0.043 Uiso 1 1 calc R . . C13 C 0.2000(3) -0.0235(2) 0.2237(2) 0.0259(8) Uani 1 1 d . . . H13A H 0.2591 -0.0447 0.2317 0.031 Uiso 1 1 calc R . . H13B H 0.1627 -0.0284 0.1698 0.031 Uiso 1 1 calc R . . C14 C 0.1610(2) -0.0744(2) 0.2681(2) 0.0227(8) Uani 1 1 d . . . C15 C 0.1664(3) -0.1595(2) 0.2690(3) 0.0345(10) Uani 1 1 d . . . H15 H 0.1968 -0.1866 0.2428 0.041 Uiso 1 1 calc R . . C16 C 0.1275(3) -0.2039(3) 0.3079(4) 0.0521(15) Uani 1 1 d . . . H16 H 0.1302 -0.2620 0.3086 0.063 Uiso 1 1 calc R . . C17 C 0.0842(3) -0.1628(3) 0.3463(3) 0.0484(14) Uani 1 1 d . . . H17 H 0.0580 -0.1921 0.3746 0.058 Uiso 1 1 calc R . . C18 C 0.0801(3) -0.0787(3) 0.3424(3) 0.0326(9) Uani 1 1 d . . . H18 H 0.0499 -0.0504 0.3681 0.039 Uiso 1 1 calc R . . N5 N 0.2290(7) 0.4801(7) 0.5142(6) 0.065(3) Uiso 0.50 1 d P A 1 C19 C 0.2051(5) 0.5387(5) 0.4822(4) 0.0715(18) Uiso 1 1 d . . . C20 C 0.1843(11) 0.6237(9) 0.4628(9) 0.078(5) Uiso 0.50 1 d P A 1 H20A H 0.1879 0.6350 0.4144 0.117 Uiso 1 1 calc R A 1 H20B H 0.2261 0.6586 0.5013 0.117 Uiso 1 1 calc R A 1 H20C H 0.1246 0.6352 0.4593 0.117 Uiso 1 1 calc R A 1 N5' N 0.2425(11) 0.6888(10) 0.4848(9) 0.106(5) Uiso 0.50 1 d P A 2 C20' C 0.2238(8) 0.6200(7) 0.4783(7) 0.049(3) Uiso 0.50 1 d P A 2 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 0.0160(2) 0.0166(2) 0.0197(2) -0.00025(16) 0.00716(15) 0.00166(15) Cl1 0.0422(8) 0.0278(7) 0.0626(10) 0.000 0.0367(8) 0.000 Cl2 0.049(2) 0.0449(19) 0.0238(10) -0.0039(11) 0.0168(16) 0.0037(14) O1 0.0181(12) 0.0210(12) 0.0187(12) -0.0007(10) 0.0079(10) 0.0005(10) O2 0.0348(19) 0.062(2) 0.066(2) -0.002(2) 0.0184(18) -0.0093(17) O3 0.099(4) 0.055(3) 0.116(4) -0.040(3) 0.084(3) -0.022(2) O4 0.037(4) 0.085(6) 0.016(3) -0.014(4) 0.005(3) 0.002(4) O5 0.100(12) 0.011(5) 0.077(10) 0.010(6) 0.068(10) 0.013(7) O6 0.017(5) 0.095(11) 0.047(7) 0.010(7) 0.010(5) -0.001(6) O7 0.101(12) 0.031(6) 0.031(7) -0.024(5) 0.032(8) -0.016(7) N1 0.0220(16) 0.0178(15) 0.0274(16) -0.0054(13) 0.0079(13) 0.0014(12) N2 0.0157(14) 0.0209(15) 0.0190(14) -0.0008(12) 0.0054(12) 0.0010(11) N3 0.0191(15) 0.0208(15) 0.0216(15) -0.0011(12) 0.0081(12) 0.0024(12) N4 0.0247(16) 0.0189(15) 0.0257(16) 0.0023(12) 0.0113(13) 0.0049(12) C1 0.042(3) 0.029(2) 0.047(3) -0.005(2) 0.020(2) 0.0093(19) C2 0.027(2) 0.041(2) 0.032(2) 0.0006(19) 0.0047(18) 0.0096(18) C3 0.027(2) 0.034(2) 0.032(2) -0.0027(18) 0.0117(17) 0.0022(17) C4 0.0244(19) 0.0229(18) 0.0241(19) -0.0023(15) 0.0062(15) 0.0070(15) C5 0.027(2) 0.0212(18) 0.0246(19) -0.0055(15) 0.0076(16) 0.0031(15) C6 0.0219(18) 0.0181(16) 0.0182(16) 0.0012(13) 0.0049(14) 0.0012(13) C7 0.0229(18) 0.0224(18) 0.0256(19) -0.0042(15) 0.0069(15) -0.0037(15) C8 0.026(2) 0.030(2) 0.027(2) -0.0014(16) 0.0065(16) -0.0072(16) C9 0.0196(18) 0.032(2) 0.0269(19) -0.0005(16) 0.0070(15) 0.0007(15) C10 0.0184(17) 0.0232(18) 0.0184(17) 0.0040(14) 0.0068(14) 0.0035(14) C11 0.0158(16) 0.0257(19) 0.0267(19) 0.0026(15) 0.0085(14) 0.0037(14) C12 0.029(2) 0.032(2) 0.027(2) 0.0063(16) 0.0147(17) 0.0019(16) C13 0.030(2) 0.0239(19) 0.028(2) -0.0031(16) 0.0154(17) 0.0043(16) C14 0.0184(17) 0.0201(18) 0.0281(19) -0.0004(14) 0.0076(15) 0.0030(13) C15 0.030(2) 0.0213(19) 0.054(3) -0.0044(19) 0.018(2) 0.0026(16) C16 0.047(3) 0.017(2) 0.102(5) 0.004(2) 0.039(3) 0.0038(19) C17 0.047(3) 0.030(2) 0.084(4) 0.022(2) 0.044(3) 0.007(2) C18 0.032(2) 0.028(2) 0.043(2) 0.0082(18) 0.0196(19) 0.0052(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 O1 1.983(3) . ? Zn1 O1 2.038(3) 2 ? Zn1 N2 2.079(3) . ? Zn1 N4 2.105(3) . ? Zn1 N3 2.225(3) . ? Zn1 Zn1 2.9838(8) 2 ? Cl1 O3 1.430(4) . ? Cl1 O3 1.430(4) 2_655 ? Cl1 O2 1.443(4) . ? Cl1 O2 1.443(4) 2_655 ? Cl2 Cl2 0.677(4) 5 ? Cl2 O7 1.130(11) 5 ? Cl2 O5' 1.24(3) . ? Cl2 O6' 1.30(3) . ? Cl2 O4 1.312(7) 5 ? Cl2 O7 1.400(11) . ? Cl2 O4 1.404(7) . ? Cl2 O7' 1.41(5) . ? Cl2 O5 1.475(12) . ? Cl2 O6 1.484(11) . ? Cl2 O5' 1.58(3) 5 ? Cl2 O7' 1.59(4) 5 ? O1 Zn1 2.038(3) 2 ? O1 H1 0.82(5) . ? O4 O7 0.951(14) 5 ? O4 Cl2 1.312(7) 5 ? O4 O5 1.806(17) 5 ? O5 O7 1.513(18) 5 ? O5 Cl2 1.716(11) 5 ? O5 O4 1.806(17) 5 ? O6 Cl2 2.105(11) 5 ? O7 O4 0.951(14) 5 ? O7 Cl2 1.130(11) 5 ? O7 O5 1.512(18) 5 ? O5' O7' 1.51(5) 5 ? O5' Cl2 1.58(3) 5 ? O6' Cl2 1.91(3) 5 ? O7' O5' 1.51(5) 5 ? O7' Cl2 1.59(4) 5 ? N1 C6 1.339(5) . ? N1 C5 1.466(5) . ? N1 H1N 0.97(5) . ? N2 C6 1.360(5) . ? N2 C10 1.362(4) . ? N3 C13 1.466(5) . ? N3 C12 1.475(5) . ? N3 C11 1.479(5) . ? N4 C14 1.339(5) . ? N4 C18 1.345(5) . ? C1 C4 1.540(5) . ? C1 H1A 0.9800 . ? C1 H1B 0.9800 . ? C1 H1C 0.9800 . ? C2 C4 1.533(6) . ? C2 H2A 0.9800 . ? C2 H2B 0.9800 . ? C2 H2C 0.9800 . ? C3 C4 1.526(6) . ? C3 H3A 0.9800 . ? C3 H3B 0.9800 . ? C3 H3C 0.9800 . ? C4 C5 1.529(5) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 C7 1.421(5) . ? C7 C8 1.370(6) . ? C7 H7 0.9500 . ? C8 C9 1.398(6) . ? C8 H8 0.9500 . ? C9 C10 1.370(5) . ? C9 H9 0.9500 . ? C10 C11 1.510(5) . ? C11 H11A 0.9900 . ? C11 H11B 0.9900 . ? C12 H12A 0.9800 . ? C12 H12B 0.9800 . ? C12 H12C 0.9800 . ? C13 C14 1.509(5) . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.392(5) . ? C15 C16 1.375(7) . ? C15 H15 0.9500 . ? C16 C17 1.390(7) . ? C16 H16 0.9500 . ? C17 C18 1.377(6) . ? C17 H17 0.9500 . ? C18 H18 0.9500 . ? N5 C19 1.126(12) . ? C19 C20' 1.373(14) . ? C19 C20 1.445(16) . ? C20 H20A 0.9800 . ? C20 H20B 0.9800 . ? C20 H20C 0.9800 . ? N5' C20' 1.160(18) . ? 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 O1 Zn1 O1 80.32(12) . 2 ? O1 Zn1 N2 126.53(11) . . ? O1 Zn1 N2 101.33(11) 2 . ? O1 Zn1 N4 111.88(12) . . ? O1 Zn1 N4 101.28(11) 2 . ? N2 Zn1 N4 119.83(12) . . ? O1 Zn1 N3 99.75(11) . . ? O1 Zn1 N3 178.39(11) 2 . ? N2 Zn1 N3 79.95(11) . . ? N4 Zn1 N3 77.20(12) . . ? O1 Zn1 Zn1 42.80(7) . 2 ? O1 Zn1 Zn1 41.40(7) 2 2 ? N2 Zn1 Zn1 133.62(8) . 2 ? N4 Zn1 Zn1 98.00(9) . 2 ? N3 Zn1 Zn1 138.06(8) . 2 ? O3 Cl1 O3 108.8(4) . 2_655 ? O3 Cl1 O2 108.7(2) . . ? O3 Cl1 O2 111.1(3) 2_655 . ? O3 Cl1 O2 111.1(3) . 2_655 ? O3 Cl1 O2 108.7(2) 2_655 2_655 ? O2 Cl1 O2 108.5(3) . 2_655 ? Cl2 Cl2 O7 98.4(11) 5 5 ? Cl2 Cl2 O5' 107.7(14) 5 . ? O7 Cl2 O5' 94.8(14) 5 . ? Cl2 Cl2 O6' 149.6(16) 5 . ? O7 Cl2 O6' 57.4(14) 5 . ? O5' Cl2 O6' 93.5(17) . . ? Cl2 Cl2 O4 83.2(7) 5 5 ? O7 Cl2 O4 150.0(8) 5 5 ? O5' Cl2 O4 56.8(12) . 5 ? O6' Cl2 O4 127.1(14) . 5 ? Cl2 Cl2 O7 53.0(9) 5 . ? O7 Cl2 O7 151.4(4) 5 . ? O5' Cl2 O7 94.6(14) . . ? O6' Cl2 O7 148.5(14) . . ? O4 Cl2 O7 40.9(6) 5 . ? Cl2 Cl2 O4 68.2(6) 5 . ? O7 Cl2 O4 42.4(7) 5 . ? O5' Cl2 O4 131.2(12) . . ? O6' Cl2 O4 81.5(14) . . ? O4 Cl2 O4 151.4(2) 5 . ? O7 Cl2 O4 114.6(7) . . ? Cl2 Cl2 O7' 93(2) 5 . ? O7 Cl2 O7' 126.7(19) 5 . ? O5' Cl2 O7' 131(2) . . ? O6' Cl2 O7' 89(2) . . ? O4 Cl2 O7' 82.9(18) 5 . ? O7 Cl2 O7' 62.5(19) . . ? O4 Cl2 O7' 97.8(19) . . ? Cl2 Cl2 O5 98.9(9) 5 . ? O7 Cl2 O5 69.5(9) 5 . ? O5' Cl2 O5 28.0(11) . . ? O6' Cl2 O5 89.7(14) . . ? O4 Cl2 O5 80.6(8) 5 . ? O7 Cl2 O5 110.9(7) . . ? O4 Cl2 O5 103.2(9) . . ? O7' Cl2 O5 158.6(19) . . ? Cl2 Cl2 O6 151.7(10) 5 . ? O7 Cl2 O6 97.0(10) 5 . ? O5' Cl2 O6 94.4(13) . . ? O6' Cl2 O6 39.8(14) . . ? O4 Cl2 O6 95.0(6) 5 . ? O7 Cl2 O6 109.1(9) . . ? O4 Cl2 O6 110.1(6) . . ? O7' Cl2 O6 59(2) . . ? O5 Cl2 O6 108.7(9) . . ? Cl2 Cl2 O5' 48.2(11) 5 5 ? O7 Cl2 O5' 89.8(12) 5 5 ? O5' Cl2 O5' 155.9(6) . 5 ? O6' Cl2 O5' 108.7(16) . 5 ? O4 Cl2 O5' 112.2(10) 5 5 ? O7 Cl2 O5' 71.3(11) . 5 ? O4 Cl2 O5' 47.6(9) . 5 ? O7' Cl2 O5' 60(2) . 5 ? O5 Cl2 O5' 139.2(10) . 5 ? O6 Cl2 O5' 108.5(11) . 5 ? Cl2 Cl2 O7' 62(2) 5 5 ? O7 Cl2 O7' 62.1(17) 5 5 ? O5' Cl2 O7' 63.3(19) . 5 ? O6' Cl2 O7' 112(2) . 5 ? O4 Cl2 O7' 93.4(16) 5 5 ? O7 Cl2 O7' 98.8(18) . 5 ? O4 Cl2 O7' 73.8(17) . 5 ? O7' Cl2 O7' 154.8(8) . 5 ? O5 Cl2 O7' 40.6(16) . 5 ? O6 Cl2 O7' 145.8(18) . 5 ? O5' Cl2 O7' 98.8(18) 5 5 ? Zn1 O1 Zn1 95.80(11) . 2 ? Zn1 O1 H1 121(3) . . ? Zn1 O1 H1 117(3) 2 . ? O7 O4 Cl2 74.5(8) 5 5 ? O7 O4 Cl2 53.3(7) 5 . ? Cl2 O4 Cl2 28.6(2) 5 . ? O7 O4 O5 114.9(11) 5 5 ? Cl2 O4 O5 53.7(5) 5 5 ? Cl2 O4 O5 63.2(6) . 5 ? Cl2 O5 O7 44.4(5) . 5 ? Cl2 O5 Cl2 22.9(2) . 5 ? O7 O5 Cl2 50.9(6) 5 5 ? Cl2 O5 O4 45.8(5) . 5 ? O7 O5 O4 90.2(7) 5 5 ? Cl2 O5 O4 46.9(4) 5 5 ? Cl2 O6 Cl2 8.8(3) . 5 ? O4 O7 Cl2 84.4(10) 5 5 ? O4 O7 Cl2 64.6(8) 5 . ? Cl2 O7 Cl2 28.6(4) 5 . ? O4 O7 O5 131.4(14) 5 5 ? Cl2 O7 O5 66.0(8) 5 5 ? Cl2 O7 O5 72.1(7) . 5 ? Cl2 O5' O7' 70(2) . 5 ? Cl2 O5' Cl2 24.1(6) . 5 ? O7' O5' Cl2 54(2) 5 5 ? Cl2 O6' Cl2 10.3(6) . 5 ? Cl2 O7' O5' 66(2) . 5 ? Cl2 O7' Cl2 25.2(8) . 5 ? O5' O7' Cl2 47.0(16) 5 5 ? C6 N1 C5 122.4(3) . . ? C6 N1 H1N 117(3) . . ? C5 N1 H1N 120(3) . . ? C6 N2 C10 119.0(3) . . ? C6 N2 Zn1 127.5(2) . . ? C10 N2 Zn1 113.2(2) . . ? C13 N3 C12 111.1(3) . . ? C13 N3 C11 111.0(3) . . ? C12 N3 C11 109.5(3) . . ? C13 N3 Zn1 108.2(2) . . ? C12 N3 Zn1 116.6(2) . . ? C11 N3 Zn1 99.9(2) . . ? C14 N4 C18 119.3(3) . . ? C14 N4 Zn1 116.1(2) . . ? C18 N4 Zn1 124.1(3) . . ? C4 C1 H1A 109.5 . . ? C4 C1 H1B 109.5 . . ? H1A C1 H1B 109.5 . . ? C4 C1 H1C 109.5 . . ? H1A C1 H1C 109.5 . . ? H1B C1 H1C 109.5 . . ? C4 C2 H2A 109.5 . . ? C4 C2 H2B 109.5 . . ? H2A C2 H2B 109.5 . . ? C4 C2 H2C 109.5 . . ? H2A C2 H2C 109.5 . . ? H2B C2 H2C 109.5 . . ? C4 C3 H3A 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 109.5 . . ? C4 C3 H3C 109.5 . . ? H3A C3 H3C 109.5 . . ? H3B C3 H3C 109.5 . . ? C3 C4 C5 111.3(3) . . ? C3 C4 C2 110.2(3) . . ? C5 C4 C2 110.1(3) . . ? C3 C4 C1 109.1(3) . . ? C5 C4 C1 106.5(3) . . ? C2 C4 C1 109.6(3) . . ? N1 C5 C4 112.7(3) . . ? N1 C5 H5A 109.1 . . ? C4 C5 H5A 109.1 . . ? N1 C5 H5B 109.1 . . ? C4 C5 H5B 109.1 . . ? H5A C5 H5B 107.8 . . ? N1 C6 N2 117.5(3) . . ? N1 C6 C7 122.4(3) . . ? N2 C6 C7 120.1(3) . . ? C8 C7 C6 119.5(4) . . ? C8 C7 H7 120.2 . . ? C6 C7 H7 120.2 . . ? C7 C8 C9 120.0(4) . . ? C7 C8 H8 120.0 . . ? C9 C8 H8 120.0 . . ? C10 C9 C8 118.3(4) . . ? C10 C9 H9 120.9 . . ? C8 C9 H9 120.9 . . ? N2 C10 C9 123.1(3) . . ? N2 C10 C11 114.8(3) . . ? C9 C10 C11 122.1(3) . . ? N3 C11 C10 110.4(3) . . ? N3 C11 H11A 109.6 . . ? C10 C11 H11A 109.6 . . ? N3 C11 H11B 109.6 . . ? C10 C11 H11B 109.6 . . ? H11A C11 H11B 108.1 . . ? N3 C12 H12A 109.5 . . ? N3 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? N3 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N3 C13 C14 111.4(3) . . ? N3 C13 H13A 109.3 . . ? C14 C13 H13A 109.3 . . ? N3 C13 H13B 109.3 . . ? C14 C13 H13B 109.3 . . ? H13A C13 H13B 108.0 . . ? N4 C14 C15 121.1(4) . . ? N4 C14 C13 117.7(3) . . ? C15 C14 C13 121.1(4) . . ? C16 C15 C14 119.5(4) . . ? C16 C15 H15 120.2 . . ? C14 C15 H15 120.2 . . ? C15 C16 C17 119.1(4) . . ? C15 C16 H16 120.4 . . ? C17 C16 H16 120.4 . . ? C18 C17 C16 118.6(4) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? N4 C18 C17 122.4(4) . . ? N4 C18 H18 118.8 . . ? C17 C18 H18 118.8 . . ? N5 C19 C20' 144.7(11) . . ? N5 C19 C20 163.5(11) . . ? C20' C19 C20 24.7(8) . . ? C19 C20 H20A 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? C19 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ? N5' C20' C19 171.2(15) . . ? 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 O1 Zn1 O1 Zn1 -20.65(14) 2 . . 2 ? N2 Zn1 O1 Zn1 -117.63(13) . . . 2 ? N4 Zn1 O1 Zn1 77.70(13) . . . 2 ? N3 Zn1 O1 Zn1 157.72(11) . . . 2 ? Cl2 Cl2 O4 O7 132.3(15) 5 . . 5 ? O5' Cl2 O4 O7 37(2) . . . 5 ? O6' Cl2 O4 O7 -49.8(17) . . . 5 ? O4 Cl2 O4 O7 132.3(15) 5 . . 5 ? O7 Cl2 O4 O7 158.6(7) . . . 5 ? O7' Cl2 O4 O7 -138(2) . . . 5 ? O5 Cl2 O4 O7 37.9(14) . . . 5 ? O6 Cl2 O4 O7 -78.0(14) . . . 5 ? O5' Cl2 O4 O7 -175.0(19) 5 . . 5 ? O7' Cl2 O4 O7 66(2) 5 . . 5 ? O7 Cl2 O4 Cl2 -132.3(15) 5 . . 5 ? O5' Cl2 O4 Cl2 -94.9(18) . . . 5 ? O6' Cl2 O4 Cl2 177.9(16) . . . 5 ? O4 Cl2 O4 Cl2 -0.002(3) 5 . . 5 ? O7 Cl2 O4 Cl2 26.3(9) . . . 5 ? O7' Cl2 O4 Cl2 90(2) . . . 5 ? O5 Cl2 O4 Cl2 -94.4(9) . . . 5 ? O6 Cl2 O4 Cl2 149.7(11) . . . 5 ? O5' Cl2 O4 Cl2 52.7(14) 5 . . 5 ? O7' Cl2 O4 Cl2 -66(2) 5 . . 5 ? Cl2 Cl2 O4 O5 -62.7(8) 5 . . 5 ? O7 Cl2 O4 O5 165.0(14) 5 . . 5 ? O5' Cl2 O4 O5 -157.6(19) . . . 5 ? O6' Cl2 O4 O5 115.2(14) . . . 5 ? O4 Cl2 O4 O5 -62.7(8) 5 . . 5 ? O7 Cl2 O4 O5 -36.4(9) . . . 5 ? O7' Cl2 O4 O5 27(2) . . . 5 ? O5 Cl2 O4 O5 -157.1(2) . . . 5 ? O6 Cl2 O4 O5 87.0(9) . . . 5 ? O5' Cl2 O4 O5 -10.0(15) 5 . . 5 ? O7' Cl2 O4 O5 -128.8(18) 5 . . 5 ? Cl2 Cl2 O5 O7 -95.7(12) 5 . . 5 ? O5' Cl2 O5 O7 153(3) . . . 5 ? O6' Cl2 O5 O7 55.0(15) . . . 5 ? O4 Cl2 O5 O7 -177.2(11) 5 . . 5 ? O7 Cl2 O5 O7 -149.4(4) . . . 5 ? O4 Cl2 O5 O7 -26.2(11) . . . 5 ? O7' Cl2 O5 O7 143(6) . . . 5 ? O6 Cl2 O5 O7 90.7(12) . . . 5 ? O5' Cl2 O5 O7 -64(2) 5 . . 5 ? O7' Cl2 O5 O7 -71(3) 5 . . 5 ? O7 Cl2 O5 Cl2 95.7(12) 5 . . 5 ? O5' Cl2 O5 Cl2 -111(3) . . . 5 ? O6' Cl2 O5 Cl2 150.7(16) . . . 5 ? O4 Cl2 O5 Cl2 -81.5(7) 5 . . 5 ? O7 Cl2 O5 Cl2 -53.7(9) . . . 5 ? O4 Cl2 O5 Cl2 69.5(7) . . . 5 ? O7' Cl2 O5 Cl2 -121(6) . . . 5 ? O6 Cl2 O5 Cl2 -173.6(11) . . . 5 ? O5' Cl2 O5 Cl2 31.7(17) 5 . . 5 ? O7' Cl2 O5 Cl2 25(3) 5 . . 5 ? Cl2 Cl2 O5 O4 81.5(7) 5 . . 5 ? O7 Cl2 O5 O4 177.2(11) 5 . . 5 ? O5' Cl2 O5 O4 -30(3) . . . 5 ? O6' Cl2 O5 O4 -127.7(15) . . . 5 ? O7 Cl2 O5 O4 27.8(9) . . . 5 ? O4 Cl2 O5 O4 151.0(2) . . . 5 ? O7' Cl2 O5 O4 -40(5) . . . 5 ? O6 Cl2 O5 O4 -92.1(7) . . . 5 ? O5' Cl2 O5 O4 113.2(16) 5 . . 5 ? O7' Cl2 O5 O4 107(3) 5 . . 5 ? O7 Cl2 O6 Cl2 -123(2) 5 . . 5 ? O5' Cl2 O6 Cl2 142(2) . . . 5 ? O6' Cl2 O6 Cl2 -128(3) . . . 5 ? O4 Cl2 O6 Cl2 84.9(18) 5 . . 5 ? O7 Cl2 O6 Cl2 45.5(17) . . . 5 ? O4 Cl2 O6 Cl2 -81.1(18) . . . 5 ? O7' Cl2 O6 Cl2 6(3) . . . 5 ? O5 Cl2 O6 Cl2 167(2) . . . 5 ? O5' Cl2 O6 Cl2 -30.5(19) 5 . . 5 ? O7' Cl2 O6 Cl2 -172(4) 5 . . 5 ? Cl2 Cl2 O7 O4 -130.1(14) 5 . . 5 ? O7 Cl2 O7 O4 -130.1(14) 5 . . 5 ? O5' Cl2 O7 O4 -21.3(15) . . . 5 ? O6' Cl2 O7 O4 83(3) . . . 5 ? O4 Cl2 O7 O4 -161.1(6) . . . 5 ? O7' Cl2 O7 O4 113(3) . . . 5 ? O5 Cl2 O7 O4 -44.7(15) . . . 5 ? O6 Cl2 O7 O4 74.9(11) . . . 5 ? O5' Cl2 O7 O4 178.6(15) 5 . . 5 ? O7' Cl2 O7 O4 -85(2) 5 . . 5 ? O7 Cl2 O7 Cl2 -0.005(3) 5 . . 5 ? O5' Cl2 O7 Cl2 108.8(14) . . . 5 ? O6' Cl2 O7 Cl2 -147(3) . . . 5 ? O4 Cl2 O7 Cl2 130.1(14) 5 . . 5 ? O4 Cl2 O7 Cl2 -31.0(9) . . . 5 ? O7' Cl2 O7 Cl2 -117(2) . . . 5 ? O5 Cl2 O7 Cl2 85.4(12) . . . 5 ? O6 Cl2 O7 Cl2 -154.9(10) . . . 5 ? O5' Cl2 O7 Cl2 -51.2(12) 5 . . 5 ? O7' Cl2 O7 Cl2 45.1(19) 5 . . 5 ? Cl2 Cl2 O7 O5 72.6(11) 5 . . 5 ? O7 Cl2 O7 O5 72.6(11) 5 . . 5 ? O5' Cl2 O7 O5 -178.6(14) . . . 5 ? O6' Cl2 O7 O5 -74(3) . . . 5 ? O4 Cl2 O7 O5 -157.2(16) 5 . . 5 ? O4 Cl2 O7 O5 41.7(12) . . . 5 ? O7' Cl2 O7 O5 -44(2) . . . 5 ? O5 Cl2 O7 O5 158.0(3) . . . 5 ? O6 Cl2 O7 O5 -82.3(11) . . . 5 ? O5' Cl2 O7 O5 21.4(11) 5 . . 5 ? O7' Cl2 O7 O5 117.8(17) 5 . . 5 ? Cl2 Cl2 O5' O7' -45(2) 5 . . 5 ? O7 Cl2 O5' O7' 55(2) 5 . . 5 ? O6' Cl2 O5' O7' 113(2) . . . 5 ? O4 Cl2 O5' O7' -114(2) 5 . . 5 ? O7 Cl2 O5' O7' -98(2) . . . 5 ? O4 Cl2 O5' O7' 31(3) . . . 5 ? O7' Cl2 O5' O7' -154.7(13) . . . 5 ? O5 Cl2 O5' O7' 30(3) . . . 5 ? O6 Cl2 O5' O7' 153(2) . . . 5 ? O5' Cl2 O5' O7' -45(2) 5 . . 5 ? O7 Cl2 O5' Cl2 100.4(13) 5 . . 5 ? O6' Cl2 O5' Cl2 158.0(18) . . . 5 ? O4 Cl2 O5' Cl2 -69.1(12) 5 . . 5 ? O7 Cl2 O5' Cl2 -52.5(10) . . . 5 ? O4 Cl2 O5' Cl2 76.1(13) . . . 5 ? O7' Cl2 O5' Cl2 -110(3) . . . 5 ? O5 Cl2 O5' Cl2 75(3) . . . 5 ? O6 Cl2 O5' Cl2 -162.1(12) . . . 5 ? O5' Cl2 O5' Cl2 0.001(7) 5 . . 5 ? O7' Cl2 O5' Cl2 45(2) 5 . . 5 ? O7 Cl2 O6' Cl2 -42(3) 5 . . 5 ? O5' Cl2 O6' Cl2 -135(3) . . . 5 ? O4 Cl2 O6' Cl2 175(4) 5 . . 5 ? O7 Cl2 O6' Cl2 120(4) . . . 5 ? O4 Cl2 O6' Cl2 -4(3) . . . 5 ? O7' Cl2 O6' Cl2 94(4) . . . 5 ? O5 Cl2 O6' Cl2 -107(3) . . . 5 ? O6 Cl2 O6' Cl2 132(3) . . . 5 ? O5' Cl2 O6' Cl2 36(3) 5 . . 5 ? O7' Cl2 O6' Cl2 -72(3) 5 . . 5 ? Cl2 Cl2 O7' O5' 37.7(17) 5 . . 5 ? O7 Cl2 O7' O5' -65(3) 5 . . 5 ? O5' Cl2 O7' O5' 153.8(12) . . . 5 ? O6' Cl2 O7' O5' -112(2) . . . 5 ? O4 Cl2 O7' O5' 120.5(17) 5 . . 5 ? O7 Cl2 O7' O5' 83(2) . . . 5 ? O4 Cl2 O7' O5' -30.6(18) . . . 5 ? O5 Cl2 O7' O5' 160(4) . . . 5 ? O6 Cl2 O7' O5' -139(2) . . . 5 ? O7' Cl2 O7' O5' 37.7(17) 5 . . 5 ? O7 Cl2 O7' Cl2 -102(2) 5 . . 5 ? O5' Cl2 O7' Cl2 116(3) . . . 5 ? O6' Cl2 O7' Cl2 -149.7(15) . . . 5 ? O4 Cl2 O7' Cl2 82.8(7) 5 . . 5 ? O7 Cl2 O7' Cl2 45.4(14) . . . 5 ? O4 Cl2 O7' Cl2 -68.3(7) . . . 5 ? O5 Cl2 O7' Cl2 122(5) . . . 5 ? O6 Cl2 O7' Cl2 -177.1(14) . . . 5 ? O5' Cl2 O7' Cl2 -37.7(17) 5 . . 5 ? O7' Cl2 O7' Cl2 -0.001(3) 5 . . 5 ? O1 Zn1 N2 C6 63.1(3) . . . . ? O1 Zn1 N2 C6 -23.2(3) 2 . . . ? N4 Zn1 N2 C6 -133.3(3) . . . . ? N3 Zn1 N2 C6 157.8(3) . . . . ? Zn1 Zn1 N2 C6 6.8(4) 2 . . . ? O1 Zn1 N2 C10 -109.6(2) . . . . ? O1 Zn1 N2 C10 164.1(2) 2 . . . ? N4 Zn1 N2 C10 53.9(3) . . . . ? N3 Zn1 N2 C10 -14.9(2) . . . . ? Zn1 Zn1 N2 C10 -165.89(19) 2 . . . ? O1 Zn1 N3 C13 -84.0(2) . . . . ? O1 Zn1 N3 C13 8(4) 2 . . . ? N2 Zn1 N3 C13 150.3(2) . . . . ? N4 Zn1 N3 C13 26.4(2) . . . . ? Zn1 Zn1 N3 C13 -61.3(3) 2 . . . ? O1 Zn1 N3 C12 42.0(3) . . . . ? O1 Zn1 N3 C12 134(4) 2 . . . ? N2 Zn1 N3 C12 -83.7(3) . . . . ? N4 Zn1 N3 C12 152.4(3) . . . . ? Zn1 Zn1 N3 C12 64.7(3) 2 . . . ? O1 Zn1 N3 C11 159.8(2) . . . . ? O1 Zn1 N3 C11 -108(4) 2 . . . ? N2 Zn1 N3 C11 34.2(2) . . . . ? N4 Zn1 N3 C11 -89.8(2) . . . . ? Zn1 Zn1 N3 C11 -177.51(16) 2 . . . ? O1 Zn1 N4 C14 77.2(3) . . . . ? O1 Zn1 N4 C14 161.2(3) 2 . . . ? N2 Zn1 N4 C14 -88.6(3) . . . . ? N3 Zn1 N4 C14 -18.3(3) . . . . ? Zn1 Zn1 N4 C14 119.3(3) 2 . . . ? O1 Zn1 N4 C18 -94.8(3) . . . . ? O1 Zn1 N4 C18 -10.8(3) 2 . . . ? N2 Zn1 N4 C18 99.4(3) . . . . ? N3 Zn1 N4 C18 169.7(3) . . . . ? Zn1 Zn1 N4 C18 -52.7(3) 2 . . . ? C6 N1 C5 C4 176.3(3) . . . . ? C3 C4 C5 N1 62.5(4) . . . . ? C2 C4 C5 N1 -60.0(4) . . . . ? C1 C4 C5 N1 -178.7(3) . . . . ? C5 N1 C6 N2 -173.8(3) . . . . ? C5 N1 C6 C7 6.2(6) . . . . ? C10 N2 C6 N1 -179.2(3) . . . . ? Zn1 N2 C6 N1 8.4(5) . . . . ? C10 N2 C6 C7 0.8(5) . . . . ? Zn1 N2 C6 C7 -171.6(3) . . . . ? N1 C6 C7 C8 179.9(4) . . . . ? N2 C6 C7 C8 -0.1(6) . . . . ? C6 C7 C8 C9 0.0(6) . . . . ? C7 C8 C9 C10 -0.5(6) . . . . ? C6 N2 C10 C9 -1.4(5) . . . . ? Zn1 N2 C10 C9 172.0(3) . . . . ? C6 N2 C10 C11 177.5(3) . . . . ? Zn1 N2 C10 C11 -9.1(4) . . . . ? C8 C9 C10 N2 1.3(6) . . . . ? C8 C9 C10 C11 -177.5(3) . . . . ? C13 N3 C11 C10 -162.6(3) . . . . ? C12 N3 C11 C10 74.4(4) . . . . ? Zn1 N3 C11 C10 -48.6(3) . . . . ? N2 C10 C11 N3 42.4(4) . . . . ? C9 C10 C11 N3 -138.7(4) . . . . ? C12 N3 C13 C14 -159.9(3) . . . . ? C11 N3 C13 C14 78.0(4) . . . . ? Zn1 N3 C13 C14 -30.8(4) . . . . ? C18 N4 C14 C15 2.0(6) . . . . ? Zn1 N4 C14 C15 -170.5(3) . . . . ? C18 N4 C14 C13 178.7(4) . . . . ? Zn1 N4 C14 C13 6.2(4) . . . . ? N3 C13 C14 N4 17.9(5) . . . . ? N3 C13 C14 C15 -165.4(4) . . . . ? N4 C14 C15 C16 -1.2(7) . . . . ? C13 C14 C15 C16 -177.8(4) . . . . ? C14 C15 C16 C17 -0.6(8) . . . . ? C15 C16 C17 C18 1.5(9) . . . . ? C14 N4 C18 C17 -1.0(7) . . . . ? Zn1 N4 C18 C17 170.8(4) . . . . ? C16 C17 C18 N4 -0.7(8) . . . . ? N5 C19 C20' N5' -45(11) . . . . ? C20 C19 C20' N5' 109(11) . . . . ? 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 N1 H1N O1 0.97(5) 1.91(5) 2.852(4) 164(4) 2 O1 H1 O4 0.82(5) 2.16(5) 2.953(8) 161(5) . O1 H1 O7 0.82(5) 2.11(5) 2.913(11) 167(5) 5 _diffrn_measured_fraction_theta_max 0.997 _diffrn_reflns_theta_full 27.47 _diffrn_measured_fraction_theta_full 0.997 _refine_diff_density_max 0.490 _refine_diff_density_min -0.567 _refine_diff_density_rms 0.094