# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _journal_volume ? _journal_page_first ? _journal_year ? _publ_contact_author_name 'Kil Sik Min' _publ_contact_author_email minks@knu.ac.kr _publ_section_title ; Synthesis and characterization of enantiopure copper(II) complexes using chiral bidentate ligands ; _publ_author_name 'Kil Sik Min.' # Attachment '- Compd 2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 775172' #TrackingRef '- Compd 2.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_absolute_configuration rm _chemical_formula_sum 'C42 H44 Cl2 Cu N6 O9' _chemical_formula_weight 911.27 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' Cu Cu 0.3201 1.2651 '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' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P43212 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+3/4' 'y+1/2, -x+1/2, z+1/4' '-x+1/2, y+1/2, -z+3/4' 'x+1/2, -y+1/2, -z+1/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 13.1953(3) _cell_length_b 13.1953(3) _cell_length_c 50.6073(18) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8811.5(4) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.34 _exptl_crystal_size_mid 0.33 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.374 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3784 _exptl_absorpt_coefficient_mu 0.677 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8025 _exptl_absorpt_correction_T_max 0.9171 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 65877 _diffrn_reflns_av_R_equivalents 0.1378 _diffrn_reflns_av_sigmaI/netI 0.1101 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -67 _diffrn_reflns_limit_l_max 64 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 28.30 _reflns_number_total 10922 _reflns_number_gt 5770 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.1093P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.00(2) _refine_ls_number_reflns 10922 _refine_ls_number_parameters 545 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1621 _refine_ls_R_factor_gt 0.0774 _refine_ls_wR_factor_ref 0.2236 _refine_ls_wR_factor_gt 0.1803 _refine_ls_goodness_of_fit_ref 1.028 _refine_ls_restrained_S_all 1.028 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.001 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 Cu1 Cu 0.43370(5) 0.95007(5) 0.048672(12) 0.0393(2) Uani 1 1 d . . . N1 N 0.4072(4) 1.0741(3) 0.07173(9) 0.0453(12) Uani 1 1 d . . . N2 N 0.5528(4) 0.9371(3) 0.07418(8) 0.0419(10) Uani 1 1 d . . . N3 N 0.4468(4) 0.8124(3) 0.03151(8) 0.0380(10) Uani 1 1 d . . . N4 N 0.3193(4) 0.8359(4) 0.07502(9) 0.0481(12) Uani 1 1 d . . . N5 N 0.3253(4) 0.9842(3) 0.02077(8) 0.0393(11) Uani 1 1 d . . . N6 N 0.5242(3) 1.0426(3) 0.01673(9) 0.0412(11) Uani 1 1 d . . . C1 C 0.3347(6) 1.1426(5) 0.06929(14) 0.0605(19) Uani 1 1 d . . . H1 H 0.2868 1.1368 0.0554 0.073 Uiso 1 1 calc R . . C2 C 0.3281(6) 1.2220(6) 0.08664(16) 0.076(2) Uani 1 1 d . . . H2 H 0.2754 1.2704 0.0846 0.091 Uiso 1 1 calc R . . C3 C 0.3945(7) 1.2326(6) 0.10646(16) 0.081(2) Uani 1 1 d . . . H3 H 0.3889 1.2879 0.1184 0.097 Uiso 1 1 calc R . . C4 C 0.4712(6) 1.1623(5) 0.10935(13) 0.068(2) Uani 1 1 d . . . H4 H 0.5196 1.1679 0.1232 0.081 Uiso 1 1 calc R . . C5 C 0.4752(5) 1.0825(4) 0.09122(12) 0.0499(16) Uani 1 1 d . . . C6 C 0.5554(5) 1.0070(5) 0.09132(12) 0.0510(15) Uani 1 1 d . . . H6 H 0.6085 1.0100 0.1040 0.061 Uiso 1 1 calc R . . C7 C 0.6363(5) 0.8616(4) 0.07270(12) 0.0479(15) Uani 1 1 d . . . H7 H 0.6573 0.8576 0.0537 0.058 Uiso 1 1 calc R . . C8 C 0.5942(4) 0.7573(5) 0.08012(11) 0.0433(15) Uani 1 1 d . . . C9 C 0.5381(5) 0.7417(5) 0.10245(12) 0.0503(15) Uani 1 1 d . . . H9 H 0.5252 0.7968 0.1141 0.060 Uiso 1 1 calc R . . C10 C 0.5007(6) 0.6488(6) 0.10824(14) 0.067(2) Uani 1 1 d . . . H10 H 0.4602 0.6392 0.1236 0.080 Uiso 1 1 calc R . . C11 C 0.5219(6) 0.5670(6) 0.09164(15) 0.0658(19) Uani 1 1 d . . . H11 H 0.4949 0.5020 0.0956 0.079 Uiso 1 1 calc R . . C12 C 0.5803(7) 0.5796(6) 0.07016(15) 0.074(2) Uani 1 1 d . . . H12 H 0.5964 0.5231 0.0593 0.089 Uiso 1 1 calc R . . C13 C 0.6169(5) 0.6751(5) 0.06385(13) 0.0547(17) Uani 1 1 d . . . H13 H 0.6574 0.6844 0.0485 0.066 Uiso 1 1 calc R . . C14 C 0.7304(5) 0.8846(6) 0.08842(15) 0.0647(19) Uani 1 1 d . . . H14A H 0.7498 0.9556 0.0857 0.097 Uiso 1 1 calc R . . H14B H 0.7857 0.8403 0.0826 0.097 Uiso 1 1 calc R . . H14C H 0.7171 0.8730 0.1072 0.097 Uiso 1 1 calc R . . C15 C 0.5040(5) 0.8006(5) 0.00961(11) 0.0490(16) Uani 1 1 d . . . H15 H 0.5448 0.8552 0.0036 0.059 Uiso 1 1 calc R . . C16 C 0.5040(6) 0.7105(6) -0.00407(14) 0.064(2) Uani 1 1 d . . . H16 H 0.5459 0.7027 -0.0192 0.077 Uiso 1 1 calc R . . C17 C 0.4432(6) 0.6313(5) 0.00412(14) 0.0614(18) Uani 1 1 d . . . H17 H 0.4406 0.5701 -0.0057 0.074 Uiso 1 1 calc R . . C18 C 0.3869(5) 0.6424(5) 0.02657(13) 0.0498(16) Uani 1 1 d . . . H18 H 0.3469 0.5881 0.0332 0.060 Uiso 1 1 calc R . . C19 C 0.3896(5) 0.7339(4) 0.03935(11) 0.0421(14) Uani 1 1 d . . . C20 C 0.3284(5) 0.7506(5) 0.06355(12) 0.0488(15) Uani 1 1 d . . . H20 H 0.2938 0.6941 0.0709 0.059 Uiso 1 1 calc R . . C21 C 0.2488(5) 0.8394(6) 0.09846(13) 0.0617(19) Uani 1 1 d . . . H21 H 0.2265 0.7684 0.1022 0.074 Uiso 1 1 calc R . . C22 C 0.1567(6) 0.8986(8) 0.09020(14) 0.077(3) Uani 1 1 d . . . C23 C 0.0849(6) 0.8451(10) 0.07499(16) 0.107(4) Uani 1 1 d . . . H23 H 0.0974 0.7755 0.0715 0.129 Uiso 1 1 calc R . . C24 C 0.0021(9) 0.8856(15) 0.0654(2) 0.148(6) Uani 1 1 d . . . H24 H -0.0447 0.8484 0.0549 0.177 Uiso 1 1 calc R . . C25 C -0.0123(11) 0.9903(16) 0.0719(3) 0.170(10) Uani 1 1 d . . . H25 H -0.0722 1.0236 0.0661 0.204 Uiso 1 1 calc R . . C26 C 0.0605(11) 1.0464(14) 0.0869(3) 0.180(9) Uani 1 1 d . . . H26 H 0.0500 1.1165 0.0903 0.216 Uiso 1 1 calc R . . C27 C 0.1475(9) 0.9978(9) 0.0967(2) 0.126(5) Uani 1 1 d . . . H27 H 0.1965 1.0321 0.1071 0.151 Uiso 1 1 calc R . . C28 C 0.3041(6) 0.8764(7) 0.12193(14) 0.081(2) Uani 1 1 d . . . H28A H 0.3473 0.8222 0.1288 0.121 Uiso 1 1 calc R . . H28B H 0.2555 0.8971 0.1355 0.121 Uiso 1 1 calc R . . H28C H 0.3462 0.9346 0.1170 0.121 Uiso 1 1 calc R . . C29 C 0.2292(4) 0.9548(5) 0.02173(12) 0.0476(15) Uani 1 1 d . . . H29 H 0.2066 0.9187 0.0369 0.057 Uiso 1 1 calc R . . C30 C 0.1606(5) 0.9742(6) 0.00176(14) 0.0612(19) Uani 1 1 d . . . H30 H 0.0922 0.9524 0.0033 0.073 Uiso 1 1 calc R . . C31 C 0.1914(6) 1.0238(6) -0.01964(15) 0.069(2) Uani 1 1 d . . . H31 H 0.1453 1.0377 -0.0336 0.083 Uiso 1 1 calc R . . C32 C 0.2928(6) 1.0553(6) -0.02134(13) 0.0640(19) Uani 1 1 d . . . H32 H 0.3159 1.0904 -0.0366 0.077 Uiso 1 1 calc R . . C33 C 0.3576(5) 1.0355(4) -0.00118(11) 0.0441(14) Uani 1 1 d . . . C34 C 0.4632(5) 1.0663(4) -0.00153(12) 0.0484(14) Uani 1 1 d . . . H34 H 0.4873 1.1056 -0.0160 0.058 Uiso 1 1 calc R . . C35 C 0.6317(5) 1.0728(5) 0.01596(13) 0.0505(16) Uani 1 1 d . . . H35 H 0.6725 1.0113 0.0205 0.061 Uiso 1 1 calc R . . C36 C 0.6517(5) 1.1494(5) 0.03681(14) 0.0595(18) Uani 1 1 d . . . C37 C 0.5836(6) 1.2258(5) 0.04264(14) 0.064(2) Uani 1 1 d . . . H37 H 0.5208 1.2292 0.0335 0.077 Uiso 1 1 calc R . . C38 C 0.6069(8) 1.2985(7) 0.06195(19) 0.095(3) Uani 1 1 d . . . H38 H 0.5589 1.3506 0.0655 0.114 Uiso 1 1 calc R . . C39 C 0.6920(13) 1.2977(11) 0.0754(3) 0.163(6) Uani 1 1 d . . . H39 H 0.7036 1.3429 0.0896 0.196 Uiso 1 1 calc R . . C40 C 0.7674(12) 1.2241(14) 0.0672(3) 0.173(6) Uani 1 1 d . . . H40 H 0.8347 1.2284 0.0738 0.207 Uiso 1 1 calc R . . C41 C 0.7407(8) 1.1470(8) 0.0496(2) 0.119(4) Uani 1 1 d . . . H41 H 0.7860 1.0922 0.0467 0.143 Uiso 1 1 calc R . . C42 C 0.6695(6) 1.1105(6) -0.01080(15) 0.077(2) Uani 1 1 d . . . H42A H 0.6327 1.1722 -0.0157 0.115 Uiso 1 1 calc R . . H42B H 0.6580 1.0582 -0.0242 0.115 Uiso 1 1 calc R . . H42C H 0.7421 1.1254 -0.0097 0.115 Uiso 1 1 calc R . . Cl1 Cl 0.6688(2) 1.01679(17) 0.16260(4) 0.0845(7) Uani 1 1 d . . . Cl2 Cl 0.33528(18) 0.33528(18) 0.0000 0.0837(9) Uani 1 2 d S . . Cl3 Cl 0.82711(17) 0.82711(17) 0.0000 0.0782(8) Uani 1 2 d S . . O1 O 0.6100(8) 0.9369(6) 0.15240(14) 0.168(4) Uani 1 1 d . . . O2 O 0.6117(7) 1.1030(6) 0.16555(17) 0.150(3) Uani 1 1 d . . . O3 O 0.7042(9) 0.9945(9) 0.18692(14) 0.201(5) Uani 1 1 d . . . O4 O 0.7359(9) 1.0461(10) 0.14368(18) 0.229(7) Uani 1 1 d . . . O5 O 0.3125(7) 0.2563(5) 0.01987(17) 0.153(3) Uani 1 1 d . . . O6 O 0.3167(11) 0.4178(6) 0.0107(2) 0.235(7) Uani 1 1 d . . . O7 O 0.8317(9) 0.7375(7) 0.0143(3) 0.227(6) Uani 1 1 d . . . O8 O 0.8293(10) 0.9051(8) 0.01615(19) 0.231(7) Uani 1 1 d . . . O9 O 0.8958(11) 0.510(2) 0.0631(5) 0.440(16) Uani 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 Cu1 0.0424(4) 0.0371(4) 0.0384(3) -0.0032(3) -0.0006(3) 0.0059(3) N1 0.046(3) 0.039(3) 0.051(3) -0.001(2) 0.008(2) 0.004(2) N2 0.045(3) 0.042(3) 0.038(2) 0.000(2) 0.003(2) 0.004(2) N3 0.043(3) 0.030(2) 0.041(2) 0.0041(19) -0.001(2) 0.004(2) N4 0.050(3) 0.056(3) 0.039(3) 0.006(3) 0.004(2) 0.007(2) N5 0.047(3) 0.036(3) 0.034(2) 0.001(2) 0.002(2) 0.006(2) N6 0.041(3) 0.033(3) 0.050(3) 0.007(2) 0.009(2) -0.0038(19) C1 0.064(5) 0.046(4) 0.072(4) -0.013(3) 0.001(4) 0.020(3) C2 0.083(6) 0.069(5) 0.076(5) -0.007(4) 0.003(5) 0.035(4) C3 0.105(7) 0.061(5) 0.078(5) -0.032(4) 0.011(5) 0.004(5) C4 0.101(6) 0.054(4) 0.048(4) -0.014(3) -0.005(4) 0.013(4) C5 0.069(4) 0.038(3) 0.043(3) -0.003(3) -0.006(3) 0.006(3) C6 0.051(4) 0.049(4) 0.053(4) -0.012(3) -0.013(3) 0.005(3) C7 0.058(4) 0.042(4) 0.043(3) 0.000(3) 0.003(3) 0.014(3) C8 0.043(4) 0.048(4) 0.038(3) 0.000(3) -0.007(3) 0.006(3) C9 0.054(4) 0.060(4) 0.037(3) -0.002(3) -0.004(3) 0.003(3) C10 0.067(5) 0.076(6) 0.058(4) 0.027(4) -0.006(4) 0.002(4) C11 0.078(5) 0.046(4) 0.074(5) 0.005(4) 0.001(4) 0.004(4) C12 0.117(7) 0.048(4) 0.058(4) -0.004(3) 0.002(5) 0.013(4) C13 0.070(5) 0.049(4) 0.045(4) 0.001(3) 0.007(3) 0.011(3) C14 0.050(4) 0.060(5) 0.084(5) 0.009(4) -0.012(4) -0.002(3) C15 0.056(4) 0.047(4) 0.044(3) -0.002(3) 0.010(3) 0.007(3) C16 0.065(5) 0.066(5) 0.061(4) -0.016(4) 0.012(4) 0.011(4) C17 0.071(5) 0.043(4) 0.070(4) -0.017(3) -0.015(4) 0.002(4) C18 0.039(3) 0.044(4) 0.066(4) -0.003(3) 0.000(3) 0.004(3) C19 0.046(3) 0.037(3) 0.043(3) 0.000(3) -0.006(3) 0.001(3) C20 0.045(4) 0.052(4) 0.049(4) 0.013(3) 0.001(3) 0.000(3) C21 0.064(5) 0.070(5) 0.052(4) 0.004(4) 0.012(4) -0.007(4) C22 0.049(5) 0.131(8) 0.049(4) 0.029(5) 0.023(4) 0.014(5) C23 0.045(5) 0.218(12) 0.060(5) 0.023(6) -0.003(4) -0.004(6) C24 0.070(8) 0.29(2) 0.087(7) 0.080(11) -0.007(6) -0.024(10) C25 0.074(8) 0.27(2) 0.166(14) 0.161(16) 0.060(9) 0.069(12) C26 0.123(11) 0.222(17) 0.195(15) 0.147(14) 0.109(11) 0.093(13) C27 0.132(9) 0.139(10) 0.108(7) 0.087(7) 0.076(7) 0.087(8) C28 0.079(6) 0.106(7) 0.057(4) -0.004(4) 0.005(4) 0.024(5) C29 0.039(3) 0.051(4) 0.054(4) -0.001(3) -0.002(3) -0.003(3) C30 0.045(4) 0.061(5) 0.077(5) 0.010(4) -0.007(4) 0.001(3) C31 0.066(5) 0.076(5) 0.066(5) 0.013(4) -0.034(4) 0.011(4) C32 0.073(5) 0.073(5) 0.046(3) 0.020(4) -0.005(3) 0.006(4) C33 0.051(4) 0.034(3) 0.047(3) 0.006(3) -0.003(3) 0.002(2) C34 0.053(4) 0.040(3) 0.052(3) 0.018(3) 0.007(3) 0.001(3) C35 0.051(4) 0.036(3) 0.064(4) 0.013(3) 0.009(3) -0.003(3) C36 0.049(4) 0.054(4) 0.075(4) 0.012(4) -0.019(4) -0.006(3) C37 0.081(5) 0.038(4) 0.073(5) 0.009(3) -0.002(4) -0.008(3) C38 0.129(8) 0.065(6) 0.093(6) 0.003(5) -0.007(6) -0.041(5) C39 0.179(15) 0.145(13) 0.166(12) -0.069(10) -0.083(12) -0.029(10) C40 0.120(11) 0.219(17) 0.179(14) -0.069(13) -0.065(10) -0.020(11) C41 0.097(7) 0.097(7) 0.161(10) -0.015(7) -0.083(8) 0.001(6) C42 0.069(5) 0.073(5) 0.088(5) 0.022(4) 0.027(4) -0.015(4) Cl1 0.131(2) 0.0696(14) 0.0529(11) -0.0077(9) -0.0117(12) 0.0039(13) Cl2 0.0614(11) 0.0614(11) 0.129(3) 0.0003(12) -0.0003(12) 0.0112(14) Cl3 0.0724(12) 0.0724(12) 0.090(2) -0.0187(12) 0.0187(12) 0.0020(15) O1 0.291(11) 0.106(6) 0.106(5) -0.045(4) 0.057(6) -0.105(7) O2 0.164(8) 0.120(6) 0.167(7) -0.036(6) -0.030(6) 0.049(6) O3 0.292(13) 0.236(12) 0.074(5) -0.004(6) -0.041(6) 0.098(9) O4 0.246(12) 0.297(14) 0.145(7) -0.122(9) 0.074(8) -0.181(11) O5 0.190(9) 0.096(5) 0.173(7) 0.082(5) -0.044(7) -0.023(5) O6 0.419(19) 0.076(6) 0.209(10) -0.064(6) 0.104(12) -0.054(8) O7 0.251(12) 0.104(7) 0.325(15) 0.072(9) 0.066(12) -0.016(7) O8 0.326(15) 0.199(10) 0.168(8) -0.109(8) -0.089(9) 0.164(10) O9 0.142(12) 0.71(5) 0.47(2) -0.19(3) -0.059(16) -0.026(18) _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 Cu1 N3 2.021(4) . ? Cu1 N1 2.040(5) . ? Cu1 N2 2.041(4) . ? Cu1 N5 2.060(5) . ? Cu1 N6 2.351(4) . ? N1 C1 1.322(8) . ? N1 C5 1.338(8) . ? N2 C6 1.266(7) . ? N2 C7 1.487(7) . ? N3 C19 1.341(7) . ? N3 C15 1.350(7) . ? N4 C20 1.271(8) . ? N4 C21 1.508(8) . ? N5 C29 1.326(7) . ? N5 C33 1.370(7) . ? N6 C34 1.265(7) . ? N6 C35 1.474(7) . ? C1 C2 1.369(9) . ? C1 H1 0.9500 . ? C2 C3 1.339(11) . ? C2 H2 0.9500 . ? C3 C4 1.382(11) . ? C3 H3 0.9500 . ? C4 C5 1.398(8) . ? C4 H4 0.9500 . ? C5 C6 1.453(8) . ? C6 H6 0.9500 . ? C7 C14 1.506(9) . ? C7 C8 1.531(8) . ? C7 H7 1.0000 . ? C8 C9 1.366(8) . ? C8 C13 1.395(8) . ? C9 C10 1.354(9) . ? C9 H9 0.9500 . ? C10 C11 1.396(10) . ? C10 H10 0.9500 . ? C11 C12 1.342(10) . ? C11 H11 0.9500 . ? C12 C13 1.387(10) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.376(9) . ? C15 H15 0.9500 . ? C16 C17 1.381(10) . ? C16 H16 0.9500 . ? C17 C18 1.365(9) . ? C17 H17 0.9500 . ? C18 C19 1.370(8) . ? C18 H18 0.9500 . ? C19 C20 1.484(8) . ? C20 H20 0.9500 . ? C21 C28 1.477(10) . ? C21 C22 1.504(11) . ? C21 H21 1.0000 . ? C22 C27 1.355(14) . ? C22 C23 1.410(13) . ? C23 C24 1.310(14) . ? C23 H23 0.9500 . ? C24 C25 1.43(2) . ? C24 H24 0.9500 . ? C25 C26 1.43(3) . ? C25 H25 0.9500 . ? C26 C27 1.406(16) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 C30 1.381(9) . ? C29 H29 0.9500 . ? C30 C31 1.329(10) . ? C30 H30 0.9500 . ? C31 C32 1.404(10) . ? C31 H31 0.9500 . ? C32 C33 1.357(8) . ? C32 H32 0.9500 . ? C33 C34 1.451(9) . ? C34 H34 0.9500 . ? C35 C36 1.485(9) . ? C35 C42 1.527(9) . ? C35 H35 1.0000 . ? C36 C41 1.342(10) . ? C36 C37 1.382(10) . ? C37 C38 1.403(11) . ? C37 H37 0.9500 . ? C38 C39 1.312(15) . ? C38 H38 0.9500 . ? C39 C40 1.450(18) . ? C39 H39 0.9500 . ? C40 C41 1.397(16) . ? C40 H40 0.9500 . ? C41 H41 0.9500 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 0.9800 . ? Cl1 O3 1.349(7) . ? Cl1 O4 1.361(9) . ? Cl1 O2 1.373(8) . ? Cl1 O1 1.407(7) . ? Cl2 O6 1.242(8) 7 ? Cl2 O6 1.242(8) . ? Cl2 O5 1.479(7) 7 ? Cl2 O5 1.479(7) . ? Cl3 O8 1.314(9) 7 ? Cl3 O8 1.314(9) . ? Cl3 O7 1.386(10) 7 ? Cl3 O7 1.386(10) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N3 Cu1 N1 168.95(18) . . ? N3 Cu1 N2 97.50(18) . . ? N1 Cu1 N2 80.65(19) . . ? N3 Cu1 N5 87.79(17) . . ? N1 Cu1 N5 95.59(19) . . ? N2 Cu1 N5 170.63(19) . . ? N3 Cu1 N6 97.37(17) . . ? N1 Cu1 N6 93.65(17) . . ? N2 Cu1 N6 95.01(18) . . ? N5 Cu1 N6 76.58(18) . . ? C1 N1 C5 119.8(5) . . ? C1 N1 Cu1 128.3(5) . . ? C5 N1 Cu1 111.9(4) . . ? C6 N2 C7 120.2(5) . . ? C6 N2 Cu1 113.1(4) . . ? C7 N2 Cu1 126.5(4) . . ? C19 N3 C15 118.0(5) . . ? C19 N3 Cu1 121.3(4) . . ? C15 N3 Cu1 120.2(4) . . ? C20 N4 C21 116.4(5) . . ? C29 N5 C33 118.2(5) . . ? C29 N5 Cu1 125.1(4) . . ? C33 N5 Cu1 116.6(4) . . ? C34 N6 C35 121.7(5) . . ? C34 N6 Cu1 108.0(4) . . ? C35 N6 Cu1 130.3(4) . . ? N1 C1 C2 120.6(7) . . ? N1 C1 H1 119.7 . . ? C2 C1 H1 119.7 . . ? C3 C2 C1 121.3(7) . . ? C3 C2 H2 119.4 . . ? C1 C2 H2 119.4 . . ? C2 C3 C4 119.2(7) . . ? C2 C3 H3 120.4 . . ? C4 C3 H3 120.4 . . ? C3 C4 C5 117.7(7) . . ? C3 C4 H4 121.2 . . ? C5 C4 H4 121.2 . . ? N1 C5 C4 121.4(6) . . ? N1 C5 C6 115.8(5) . . ? C4 C5 C6 122.8(6) . . ? N2 C6 C5 118.5(6) . . ? N2 C6 H6 120.7 . . ? C5 C6 H6 120.7 . . ? N2 C7 C14 116.7(5) . . ? N2 C7 C8 108.7(5) . . ? C14 C7 C8 110.6(5) . . ? N2 C7 H7 106.8 . . ? C14 C7 H7 106.8 . . ? C8 C7 H7 106.8 . . ? C9 C8 C13 119.2(6) . . ? C9 C8 C7 122.4(6) . . ? C13 C8 C7 118.4(5) . . ? C10 C9 C8 120.8(7) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C9 C10 C11 119.8(7) . . ? C9 C10 H10 120.1 . . ? C11 C10 H10 120.1 . . ? C12 C11 C10 120.5(7) . . ? C12 C11 H11 119.8 . . ? C10 C11 H11 119.8 . . ? C11 C12 C13 119.9(7) . . ? C11 C12 H12 120.0 . . ? C13 C12 H12 120.0 . . ? C12 C13 C8 119.7(6) . . ? C12 C13 H13 120.1 . . ? C8 C13 H13 120.1 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15 C16 120.8(6) . . ? N3 C15 H15 119.6 . . ? C16 C15 H15 119.6 . . ? C15 C16 C17 120.2(6) . . ? C15 C16 H16 119.9 . . ? C17 C16 H16 119.9 . . ? C18 C17 C16 119.0(6) . . ? C18 C17 H17 120.5 . . ? C16 C17 H17 120.5 . . ? C17 C18 C19 118.2(6) . . ? C17 C18 H18 120.9 . . ? C19 C18 H18 120.9 . . ? N3 C19 C18 123.7(6) . . ? N3 C19 C20 115.8(5) . . ? C18 C19 C20 120.4(6) . . ? N4 C20 C19 124.0(6) . . ? N4 C20 H20 118.0 . . ? C19 C20 H20 118.0 . . ? C28 C21 C22 116.8(7) . . ? C28 C21 N4 109.7(6) . . ? C22 C21 N4 107.2(5) . . ? C28 C21 H21 107.6 . . ? C22 C21 H21 107.6 . . ? N4 C21 H21 107.6 . . ? C27 C22 C23 123.8(10) . . ? C27 C22 C21 120.4(10) . . ? C23 C22 C21 115.8(9) . . ? C24 C23 C22 124.0(14) . . ? C24 C23 H23 118.0 . . ? C22 C23 H23 118.0 . . ? C23 C24 C25 114.7(15) . . ? C23 C24 H24 122.7 . . ? C25 C24 H24 122.7 . . ? C26 C25 C24 122.1(13) . . ? C26 C25 H25 118.9 . . ? C24 C25 H25 118.9 . . ? C27 C26 C25 119.9(17) . . ? C27 C26 H26 120.0 . . ? C25 C26 H26 120.0 . . ? C22 C27 C26 115.4(15) . . ? C22 C27 H27 122.3 . . ? C26 C27 H27 122.3 . . ? C21 C28 H28A 109.5 . . ? C21 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C21 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N5 C29 C30 123.1(6) . . ? N5 C29 H29 118.5 . . ? C30 C29 H29 118.5 . . ? C31 C30 C29 119.1(7) . . ? C31 C30 H30 120.4 . . ? C29 C30 H30 120.4 . . ? C30 C31 C32 119.2(6) . . ? C30 C31 H31 120.4 . . ? C32 C31 H31 120.4 . . ? C33 C32 C31 119.9(6) . . ? C33 C32 H32 120.1 . . ? C31 C32 H32 120.1 . . ? C32 C33 N5 120.5(6) . . ? C32 C33 C34 122.8(6) . . ? N5 C33 C34 116.6(5) . . ? N6 C34 C33 122.2(5) . . ? N6 C34 H34 118.9 . . ? C33 C34 H34 118.9 . . ? N6 C35 C36 109.6(5) . . ? N6 C35 C42 115.2(6) . . ? C36 C35 C42 110.5(6) . . ? N6 C35 H35 107.0 . . ? C36 C35 H35 107.0 . . ? C42 C35 H35 107.0 . . ? C41 C36 C37 118.8(8) . . ? C41 C36 C35 118.9(8) . . ? C37 C36 C35 122.2(6) . . ? C36 C37 C38 120.4(8) . . ? C36 C37 H37 119.8 . . ? C38 C37 H37 119.8 . . ? C39 C38 C37 122.8(11) . . ? C39 C38 H38 118.6 . . ? C37 C38 H38 118.6 . . ? C38 C39 C40 116.5(11) . . ? C38 C39 H39 121.7 . . ? C40 C39 H39 121.7 . . ? C41 C40 C39 119.7(12) . . ? C41 C40 H40 120.2 . . ? C39 C40 H40 120.2 . . ? C36 C41 C40 120.8(11) . . ? C36 C41 H41 119.6 . . ? C40 C41 H41 119.6 . . ? C35 C42 H42A 109.5 . . ? C35 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C35 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 109.5 . . ? O3 Cl1 O4 118.6(8) . . ? O3 Cl1 O2 105.8(6) . . ? O4 Cl1 O2 101.5(8) . . ? O3 Cl1 O1 111.2(7) . . ? O4 Cl1 O1 108.3(4) . . ? O2 Cl1 O1 111.0(6) . . ? O6 Cl2 O6 122.6(12) 7 . ? O6 Cl2 O5 106.2(6) 7 7 ? O6 Cl2 O5 109.7(8) . 7 ? O6 Cl2 O5 109.7(8) 7 . ? O6 Cl2 O5 106.2(6) . . ? O5 Cl2 O5 100.1(7) 7 . ? O8 Cl3 O8 110.6(13) 7 . ? O8 Cl3 O7 110.1(7) 7 7 ? O8 Cl3 O7 107.9(6) . 7 ? O8 Cl3 O7 107.9(6) 7 . ? O8 Cl3 O7 110.1(7) . . ? O7 Cl3 O7 110.2(11) 7 . ? loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag N3 Cu1 N1 C1 -101.0(11) . . . . ? N2 Cu1 N1 C1 177.8(6) . . . . ? N5 Cu1 N1 C1 6.4(6) . . . . ? N6 Cu1 N1 C1 83.3(6) . . . . ? N3 Cu1 N1 C5 79.6(11) . . . . ? N2 Cu1 N1 C5 -1.7(4) . . . . ? N5 Cu1 N1 C5 -173.0(4) . . . . ? N6 Cu1 N1 C5 -96.2(4) . . . . ? N3 Cu1 N2 C6 -169.0(4) . . . . ? N1 Cu1 N2 C6 -0.1(4) . . . . ? N5 Cu1 N2 C6 66.9(12) . . . . ? N6 Cu1 N2 C6 92.8(4) . . . . ? N3 Cu1 N2 C7 16.4(5) . . . . ? N1 Cu1 N2 C7 -174.6(5) . . . . ? N5 Cu1 N2 C7 -107.7(11) . . . . ? N6 Cu1 N2 C7 -81.8(5) . . . . ? N1 Cu1 N3 C19 18.1(13) . . . . ? N2 Cu1 N3 C19 97.7(4) . . . . ? N5 Cu1 N3 C19 -90.1(4) . . . . ? N6 Cu1 N3 C19 -166.2(4) . . . . ? N1 Cu1 N3 C15 -170.5(9) . . . . ? N2 Cu1 N3 C15 -90.9(4) . . . . ? N5 Cu1 N3 C15 81.4(4) . . . . ? N6 Cu1 N3 C15 5.2(5) . . . . ? N3 Cu1 N5 C29 79.9(5) . . . . ? N1 Cu1 N5 C29 -89.6(5) . . . . ? N2 Cu1 N5 C29 -155.4(10) . . . . ? N6 Cu1 N5 C29 178.0(5) . . . . ? N3 Cu1 N5 C33 -95.6(4) . . . . ? N1 Cu1 N5 C33 95.0(4) . . . . ? N2 Cu1 N5 C33 29.1(13) . . . . ? N6 Cu1 N5 C33 2.5(4) . . . . ? N3 Cu1 N6 C34 85.3(4) . . . . ? N1 Cu1 N6 C34 -95.5(4) . . . . ? N2 Cu1 N6 C34 -176.4(4) . . . . ? N5 Cu1 N6 C34 -0.6(4) . . . . ? N3 Cu1 N6 C35 -95.0(5) . . . . ? N1 Cu1 N6 C35 84.1(5) . . . . ? N2 Cu1 N6 C35 3.2(5) . . . . ? N5 Cu1 N6 C35 179.0(5) . . . . ? C5 N1 C1 C2 -0.4(10) . . . . ? Cu1 N1 C1 C2 -179.8(5) . . . . ? N1 C1 C2 C3 0.1(12) . . . . ? C1 C2 C3 C4 0.2(13) . . . . ? C2 C3 C4 C5 -0.2(12) . . . . ? C1 N1 C5 C4 0.4(9) . . . . ? Cu1 N1 C5 C4 179.9(5) . . . . ? C1 N1 C5 C6 -176.5(6) . . . . ? Cu1 N1 C5 C6 3.0(7) . . . . ? C3 C4 C5 N1 -0.1(11) . . . . ? C3 C4 C5 C6 176.6(7) . . . . ? C7 N2 C6 C5 176.7(6) . . . . ? Cu1 N2 C6 C5 1.8(7) . . . . ? N1 C5 C6 N2 -3.3(9) . . . . ? C4 C5 C6 N2 179.8(6) . . . . ? C6 N2 C7 C14 -11.7(8) . . . . ? Cu1 N2 C7 C14 162.5(4) . . . . ? C6 N2 C7 C8 114.1(6) . . . . ? Cu1 N2 C7 C8 -71.6(6) . . . . ? N2 C7 C8 C9 -50.1(7) . . . . ? C14 C7 C8 C9 79.2(7) . . . . ? N2 C7 C8 C13 132.1(5) . . . . ? C14 C7 C8 C13 -98.7(7) . . . . ? C13 C8 C9 C10 -3.1(10) . . . . ? C7 C8 C9 C10 179.1(6) . . . . ? C8 C9 C10 C11 1.8(10) . . . . ? C9 C10 C11 C12 0.9(11) . . . . ? C10 C11 C12 C13 -2.2(12) . . . . ? C11 C12 C13 C8 0.9(11) . . . . ? C9 C8 C13 C12 1.7(10) . . . . ? C7 C8 C13 C12 179.6(6) . . . . ? C19 N3 C15 C16 -0.4(9) . . . . ? Cu1 N3 C15 C16 -172.2(5) . . . . ? N3 C15 C16 C17 1.6(10) . . . . ? C15 C16 C17 C18 -2.9(11) . . . . ? C16 C17 C18 C19 3.1(10) . . . . ? C15 N3 C19 C18 0.7(9) . . . . ? Cu1 N3 C19 C18 172.3(5) . . . . ? C15 N3 C19 C20 179.8(5) . . . . ? Cu1 N3 C19 C20 -8.5(7) . . . . ? C17 C18 C19 N3 -2.1(9) . . . . ? C17 C18 C19 C20 178.8(6) . . . . ? C21 N4 C20 C19 176.4(5) . . . . ? N3 C19 C20 N4 7.9(9) . . . . ? C18 C19 C20 N4 -172.9(6) . . . . ? C20 N4 C21 C28 123.3(7) . . . . ? C20 N4 C21 C22 -108.9(7) . . . . ? C28 C21 C22 C27 24.8(10) . . . . ? N4 C21 C22 C27 -98.8(8) . . . . ? C28 C21 C22 C23 -157.1(7) . . . . ? N4 C21 C22 C23 79.3(8) . . . . ? C27 C22 C23 C24 0.4(13) . . . . ? C21 C22 C23 C24 -177.6(8) . . . . ? C22 C23 C24 C25 -1.2(15) . . . . ? C23 C24 C25 C26 2.3(18) . . . . ? C24 C25 C26 C27 -2.7(19) . . . . ? C23 C22 C27 C26 -0.6(11) . . . . ? C21 C22 C27 C26 177.3(7) . . . . ? C25 C26 C27 C22 1.7(14) . . . . ? C33 N5 C29 C30 -0.5(9) . . . . ? Cu1 N5 C29 C30 -175.9(5) . . . . ? N5 C29 C30 C31 0.6(11) . . . . ? C29 C30 C31 C32 -0.2(12) . . . . ? C30 C31 C32 C33 -0.4(12) . . . . ? C31 C32 C33 N5 0.6(10) . . . . ? C31 C32 C33 C34 -179.6(6) . . . . ? C29 N5 C33 C32 -0.1(8) . . . . ? Cu1 N5 C33 C32 175.7(5) . . . . ? C29 N5 C33 C34 -179.9(5) . . . . ? Cu1 N5 C33 C34 -4.1(6) . . . . ? C35 N6 C34 C33 178.9(5) . . . . ? Cu1 N6 C34 C33 -1.4(7) . . . . ? C32 C33 C34 N6 -176.1(6) . . . . ? N5 C33 C34 N6 3.7(8) . . . . ? C34 N6 C35 C36 111.0(6) . . . . ? Cu1 N6 C35 C36 -68.6(6) . . . . ? C34 N6 C35 C42 -14.4(8) . . . . ? Cu1 N6 C35 C42 166.0(5) . . . . ? N6 C35 C36 C41 143.2(8) . . . . ? C42 C35 C36 C41 -88.7(9) . . . . ? N6 C35 C36 C37 -39.7(8) . . . . ? C42 C35 C36 C37 88.3(8) . . . . ? C41 C36 C37 C38 -1.0(12) . . . . ? C35 C36 C37 C38 -178.1(6) . . . . ? C36 C37 C38 C39 -0.5(14) . . . . ? C37 C38 C39 C40 7(2) . . . . ? C38 C39 C40 C41 -12(2) . . . . ? C37 C36 C41 C40 -4.4(16) . . . . ? C35 C36 C41 C40 172.7(11) . . . . ? C39 C40 C41 C36 11(2) . . . . ? _diffrn_measured_fraction_theta_max 0.995 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.995 _refine_diff_density_max 0.572 _refine_diff_density_min -0.845 _refine_diff_density_rms 0.084 # Attachment '- Compd 3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 775173' #TrackingRef '- Compd 3.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_absolute_configuration rm _chemical_formula_sum 'C32 H44 Cu N4 O8 S' _chemical_formula_weight 708.31 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3705(5) _cell_length_b 20.1465(11) _cell_length_c 9.7391(5) _cell_angle_alpha 90.00 _cell_angle_beta 106.9790(10) _cell_angle_gamma 90.00 _cell_volume 1758.43(16) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.57 _exptl_crystal_size_mid 0.38 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.338 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 746 _exptl_absorpt_coefficient_mu 0.733 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.6800 _exptl_absorpt_correction_T_max 0.8672 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12833 _diffrn_reflns_av_R_equivalents 0.0292 _diffrn_reflns_av_sigmaI/netI 0.0594 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 28.30 _reflns_number_total 6382 _reflns_number_gt 5016 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0088P)^2^+1.1184P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.021(14) _refine_ls_number_reflns 6382 _refine_ls_number_parameters 425 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0619 _refine_ls_R_factor_gt 0.0391 _refine_ls_wR_factor_ref 0.0914 _refine_ls_wR_factor_gt 0.0676 _refine_ls_goodness_of_fit_ref 1.155 _refine_ls_restrained_S_all 1.155 _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 Cu1 Cu 0.21240(4) 0.44921(3) 0.75357(5) 0.02781(11) Uani 1 1 d . . . S1 S 0.40266(9) 0.45215(8) 0.56615(10) 0.0355(2) Uani 1 1 d . . . O1 O 0.2822(3) 0.49207(16) 0.6007(3) 0.0356(7) Uani 1 1 d . . . O2 O 0.3507(3) 0.4350(2) 0.4137(3) 0.0531(11) Uani 1 1 d . . . O3 O 0.5375(3) 0.49209(19) 0.5968(4) 0.0589(10) Uani 1 1 d . . . O4 O 0.4271(3) 0.39162(16) 0.6537(3) 0.0447(8) Uani 1 1 d . . . N1 N 0.3727(3) 0.49309(18) 0.9104(4) 0.0289(8) Uani 1 1 d . . . N2 N 0.1988(3) 0.39141(18) 0.9230(3) 0.0286(8) Uani 1 1 d . . . N3 N 0.0490(3) 0.40405(18) 0.6016(4) 0.0303(8) Uani 1 1 d . . . N4 N 0.0111(4) 0.50803(18) 0.7633(4) 0.0304(8) Uani 1 1 d . . . C1 C 0.4579(4) 0.5438(2) 0.8997(5) 0.0317(10) Uani 1 1 d . . . H1 H 0.4505 0.5611 0.8070 0.038 Uiso 1 1 calc R . . C2 C 0.5575(5) 0.5730(2) 1.0180(5) 0.0382(11) Uani 1 1 d . . . H2 H 0.6171 0.6095 1.0067 0.046 Uiso 1 1 calc R . . C3 C 0.5686(5) 0.5481(2) 1.1525(5) 0.0422(12) Uani 1 1 d . . . H3 H 0.6349 0.5676 1.2357 0.051 Uiso 1 1 calc R . . C4 C 0.4814(5) 0.4942(2) 1.1638(5) 0.0413(11) Uani 1 1 d . . . H4 H 0.4885 0.4756 1.2552 0.050 Uiso 1 1 calc R . . C5 C 0.3854(4) 0.4680(2) 1.0431(4) 0.0255(9) Uani 1 1 d . . . C6 C 0.2857(4) 0.4117(2) 1.0420(5) 0.0325(10) Uani 1 1 d . . . H6 H 0.2859 0.3906 1.1293 0.039 Uiso 1 1 calc R . . C7 C 0.0931(5) 0.3366(2) 0.9170(5) 0.0341(10) Uani 1 1 d . . . H7 H -0.0090 0.3546 0.8703 0.041 Uiso 1 1 calc R . . C8 C 0.1189(5) 0.2814(2) 0.8217(6) 0.0341(11) Uani 1 1 d . . . C9 C -0.0012(5) 0.2433(2) 0.7443(5) 0.0425(12) Uani 1 1 d . . . H9 H -0.0982 0.2522 0.7519 0.051 Uiso 1 1 calc R . . C10 C 0.0187(6) 0.1926(3) 0.6564(6) 0.0523(13) Uani 1 1 d . . . H10 H -0.0644 0.1671 0.6037 0.063 Uiso 1 1 calc R . . C11 C 0.1587(6) 0.1790(3) 0.6447(6) 0.0541(14) Uani 1 1 d . . . H11 H 0.1723 0.1446 0.5829 0.065 Uiso 1 1 calc R . . C12 C 0.2790(6) 0.2156(3) 0.7234(6) 0.0509(16) Uani 1 1 d . . . H12 H 0.3759 0.2058 0.7167 0.061 Uiso 1 1 calc R . . C13 C 0.2608(5) 0.2660(3) 0.8113(5) 0.0437(12) Uani 1 1 d . . . H13 H 0.3450 0.2905 0.8654 0.052 Uiso 1 1 calc R . . C14 C 0.0925(5) 0.3093(3) 1.0643(5) 0.0456(12) Uani 1 1 d . . . H14A H 0.1904 0.2901 1.1128 0.068 Uiso 1 1 calc R . . H14B H 0.0156 0.2750 1.0512 0.068 Uiso 1 1 calc R . . H14C H 0.0713 0.3455 1.1228 0.068 Uiso 1 1 calc R . . C15 C 0.0693(5) 0.3562(2) 0.5144(5) 0.0333(10) Uani 1 1 d . . . H15 H 0.1675 0.3404 0.5251 0.040 Uiso 1 1 calc R . . C16 C -0.0485(5) 0.3290(2) 0.4088(5) 0.0392(11) Uani 1 1 d . . . H16 H -0.0308 0.2961 0.3459 0.047 Uiso 1 1 calc R . . C17 C -0.1908(5) 0.3499(3) 0.3958(5) 0.0433(12) Uani 1 1 d . . . H17 H -0.2734 0.3304 0.3265 0.052 Uiso 1 1 calc R . . C18 C -0.2125(5) 0.3996(3) 0.4849(5) 0.0403(11) Uani 1 1 d . . . H18 H -0.3102 0.4154 0.4765 0.048 Uiso 1 1 calc R . . C19 C -0.0896(4) 0.4265(2) 0.5872(5) 0.0294(9) Uani 1 1 d . . . C20 C -0.1058(4) 0.4807(2) 0.6805(5) 0.0342(10) Uani 1 1 d . . . H20 H -0.2022 0.4957 0.6799 0.041 Uiso 1 1 calc R . . C21 C 0.0019(5) 0.5615(2) 0.8627(5) 0.0376(11) Uani 1 1 d . . . H21 H 0.0307 0.5419 0.9612 0.045 Uiso 1 1 calc R . . C22 C 0.1157(5) 0.6152(2) 0.8625(5) 0.0327(11) Uani 1 1 d . . . C23 C 0.1828(5) 0.6493(2) 0.9887(5) 0.0400(11) Uani 1 1 d . . . H23 H 0.1586 0.6379 1.0739 0.048 Uiso 1 1 calc R . . C24 C 0.2841(5) 0.6994(2) 0.9926(6) 0.0485(13) Uani 1 1 d . . . H24 H 0.3277 0.7228 1.0794 0.058 Uiso 1 1 calc R . . C25 C 0.3220(5) 0.7154(3) 0.8693(6) 0.0490(13) Uani 1 1 d . . . H25 H 0.3934 0.7492 0.8715 0.059 Uiso 1 1 calc R . . C26 C 0.2556(6) 0.6820(3) 0.7441(6) 0.0471(14) Uani 1 1 d . . . H26 H 0.2803 0.6933 0.6591 0.057 Uiso 1 1 calc R . . C27 C 0.1532(5) 0.6323(2) 0.7406(5) 0.0390(11) Uani 1 1 d . . . H27 H 0.1081 0.6097 0.6531 0.047 Uiso 1 1 calc R . . C28 C -0.1537(5) 0.5926(3) 0.8376(6) 0.0589(16) Uani 1 1 d . . . H28A H -0.1842 0.6142 0.7434 0.088 Uiso 1 1 calc R . . H28B H -0.1502 0.6256 0.9125 0.088 Uiso 1 1 calc R . . H28C H -0.2257 0.5579 0.8409 0.088 Uiso 1 1 calc R . . C29 C 0.4243(9) 0.2622(4) 0.3969(9) 0.091(3) Uani 1 1 d . . . H29A H 0.4869 0.2659 0.4967 0.136 Uiso 1 1 calc R . . H29B H 0.4518 0.2222 0.3535 0.136 Uiso 1 1 calc R . . H29C H 0.3192 0.2595 0.3946 0.136 Uiso 1 1 calc R . . O5 O 0.4455(5) 0.3175(2) 0.3206(4) 0.0657(11) Uani 1 1 d . . . H5 H 0.4214 0.3518 0.3575 0.099 Uiso 1 1 calc R . . C30 C 0.3877(6) 0.6240(3) 0.3941(7) 0.0622(17) Uani 1 1 d . . . H30A H 0.3323 0.6204 0.4649 0.093 Uiso 1 1 calc R . . H30B H 0.3481 0.5920 0.3166 0.093 Uiso 1 1 calc R . . H30C H 0.3771 0.6690 0.3543 0.093 Uiso 1 1 calc R . . O6 O 0.5395(4) 0.6106(2) 0.4608(5) 0.0738(12) Uani 1 1 d . . . H6A H 0.5473 0.5775 0.5152 0.111 Uiso 1 1 calc R . . C31 C -0.2854(7) 0.3891(4) 0.9519(7) 0.079(2) Uani 1 1 d . . . H31A H -0.1954 0.3762 1.0276 0.119 Uiso 1 1 calc R . . H31B H -0.3739 0.3770 0.9806 0.119 Uiso 1 1 calc R . . H31C H -0.2846 0.4371 0.9364 0.119 Uiso 1 1 calc R . . O7 O -0.2889(4) 0.3559(3) 0.8242(5) 0.0840(14) Uani 1 1 d . . . H7A H -0.3757 0.3574 0.7674 0.126 Uiso 1 1 calc R . . C32 C -0.0095(6) 0.5088(3) 0.2588(6) 0.0627(16) Uani 1 1 d . . . H32A H 0.0284 0.5194 0.3613 0.094 Uiso 1 1 calc R . . H32B H -0.0837 0.4732 0.2448 0.094 Uiso 1 1 calc R . . H32C H -0.0559 0.5483 0.2056 0.094 Uiso 1 1 calc R . . O8 O 0.1054(4) 0.4885(3) 0.2100(4) 0.0934(17) Uani 1 1 d . . . H8 H 0.1787 0.4782 0.2800 0.140 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 Cu1 0.0221(2) 0.0321(2) 0.0297(2) 0.0014(3) 0.00826(16) -0.0011(3) S1 0.0258(4) 0.0466(7) 0.0373(5) 0.0095(7) 0.0143(4) 0.0034(7) O1 0.0260(14) 0.0437(19) 0.0396(17) 0.0120(15) 0.0132(13) 0.0038(14) O2 0.0594(18) 0.074(3) 0.0282(15) 0.0066(18) 0.0163(14) 0.015(2) O3 0.0277(16) 0.063(3) 0.089(3) 0.016(2) 0.0219(18) 0.0011(17) O4 0.0440(17) 0.041(2) 0.051(2) 0.0079(17) 0.0168(16) 0.0061(16) N1 0.0232(16) 0.029(2) 0.037(2) -0.0049(16) 0.0139(15) 0.0003(15) N2 0.0245(16) 0.034(2) 0.0240(17) 0.0006(16) 0.0010(13) 0.0021(15) N3 0.0264(17) 0.031(2) 0.036(2) 0.0007(17) 0.0130(15) -0.0010(16) N4 0.0249(17) 0.033(2) 0.034(2) -0.0004(16) 0.0088(15) 0.0010(16) C1 0.026(2) 0.033(2) 0.039(2) 0.001(2) 0.0133(18) -0.0028(18) C2 0.029(2) 0.037(3) 0.053(3) -0.008(2) 0.018(2) -0.006(2) C3 0.033(2) 0.050(3) 0.042(3) -0.016(2) 0.008(2) -0.010(2) C4 0.038(2) 0.046(3) 0.038(3) -0.004(2) 0.009(2) -0.008(2) C5 0.0234(17) 0.036(3) 0.0131(16) 0.0023(15) -0.0004(13) 0.0017(16) C6 0.030(2) 0.041(3) 0.033(2) 0.003(2) 0.0186(19) 0.001(2) C7 0.028(2) 0.039(3) 0.033(2) 0.006(2) 0.0056(18) -0.004(2) C8 0.032(2) 0.025(2) 0.045(3) 0.009(2) 0.010(2) 0.003(2) C9 0.040(3) 0.035(3) 0.050(3) 0.004(2) 0.010(2) -0.004(2) C10 0.059(3) 0.035(3) 0.056(3) -0.002(3) 0.006(3) -0.006(3) C11 0.077(4) 0.034(3) 0.050(3) -0.004(2) 0.017(3) 0.010(3) C12 0.050(3) 0.043(4) 0.062(4) 0.007(3) 0.020(3) 0.018(3) C13 0.038(3) 0.040(3) 0.051(3) 0.004(2) 0.009(2) 0.004(2) C14 0.049(3) 0.047(3) 0.043(3) 0.003(2) 0.017(2) -0.013(2) C15 0.034(2) 0.031(2) 0.036(2) 0.001(2) 0.0112(19) 0.003(2) C16 0.045(3) 0.040(3) 0.034(3) -0.010(2) 0.013(2) -0.008(2) C17 0.037(2) 0.053(3) 0.036(3) -0.010(2) 0.005(2) -0.012(2) C18 0.026(2) 0.051(3) 0.039(3) -0.007(2) 0.0036(18) -0.004(2) C19 0.0248(19) 0.030(2) 0.034(2) 0.0060(17) 0.0102(17) -0.0016(16) C20 0.0227(19) 0.038(3) 0.043(3) 0.003(2) 0.0100(18) 0.0032(18) C21 0.035(2) 0.039(3) 0.039(3) -0.005(2) 0.011(2) 0.000(2) C22 0.029(2) 0.028(3) 0.039(3) 0.000(2) 0.006(2) 0.008(2) C23 0.044(3) 0.039(3) 0.037(3) -0.006(2) 0.011(2) 0.004(2) C24 0.054(3) 0.037(3) 0.047(3) -0.010(2) 0.003(2) 0.001(2) C25 0.044(3) 0.033(3) 0.064(4) 0.007(3) 0.007(3) -0.005(2) C26 0.054(3) 0.035(3) 0.052(4) 0.011(3) 0.017(3) 0.002(3) C27 0.044(3) 0.033(3) 0.042(3) -0.001(2) 0.016(2) -0.002(2) C28 0.041(3) 0.053(4) 0.090(4) -0.022(3) 0.030(3) 0.002(3) C29 0.119(6) 0.064(5) 0.094(6) 0.024(4) 0.039(5) 0.026(5) O5 0.062(2) 0.072(3) 0.061(3) 0.002(2) 0.014(2) 0.002(2) C30 0.065(4) 0.061(4) 0.055(4) 0.002(3) 0.010(3) -0.005(3) O6 0.067(3) 0.070(3) 0.079(3) 0.018(2) 0.012(2) -0.017(2) C31 0.072(4) 0.087(5) 0.074(5) -0.001(4) 0.015(4) 0.030(4) O7 0.065(3) 0.116(4) 0.067(3) 0.010(3) 0.014(2) 0.040(3) C32 0.058(3) 0.073(4) 0.059(4) 0.008(3) 0.018(3) 0.011(3) O8 0.065(2) 0.165(5) 0.047(2) 0.004(3) 0.011(2) 0.040(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 Cu1 O1 1.989(3) . ? Cu1 N1 2.008(3) . ? Cu1 N3 2.010(3) . ? Cu1 N2 2.053(3) . ? Cu1 N4 2.253(3) . ? S1 O3 1.454(3) . ? S1 O2 1.462(3) . ? S1 O4 1.467(3) . ? S1 O1 1.502(3) . ? N1 C1 1.320(5) . ? N1 C5 1.360(5) . ? N2 C6 1.274(5) . ? N2 C7 1.473(5) . ? N3 C15 1.335(5) . ? N3 C19 1.344(5) . ? N4 C20 1.280(5) . ? N4 C21 1.468(5) . ? C1 C2 1.385(6) . ? C1 H1 0.9500 . ? C2 C3 1.377(6) . ? C2 H2 0.9500 . ? C3 C4 1.384(6) . ? C3 H3 0.9500 . ? C4 C5 1.361(5) . ? C4 H4 0.9500 . ? C5 C6 1.467(5) . ? C6 H6 0.9500 . ? C7 C8 1.513(7) . ? C7 C14 1.538(6) . ? C7 H7 1.0000 . ? C8 C9 1.389(6) . ? C8 C13 1.398(6) . ? C9 C10 1.379(7) . ? C9 H9 0.9500 . ? C10 C11 1.377(7) . ? C10 H10 0.9500 . ? C11 C12 1.377(8) . ? C11 H11 0.9500 . ? C12 C13 1.370(8) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.383(6) . ? C15 H15 0.9500 . ? C16 C17 1.369(6) . ? C16 H16 0.9500 . ? C17 C18 1.379(6) . ? C17 H17 0.9500 . ? C18 C19 1.393(6) . ? C18 H18 0.9500 . ? C19 C20 1.457(6) . ? C20 H20 0.9500 . ? C21 C22 1.519(7) . ? C21 C28 1.540(6) . ? C21 H21 1.0000 . ? C22 C27 1.377(6) . ? C22 C23 1.387(6) . ? C23 C24 1.378(7) . ? C23 H23 0.9500 . ? C24 C25 1.386(7) . ? C24 H24 0.9500 . ? C25 C26 1.372(7) . ? C25 H25 0.9500 . ? C26 C27 1.380(7) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 O5 1.384(7) . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? O5 H5 0.8400 . ? C30 O6 1.406(6) . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? O6 H6A 0.8400 . ? C31 O7 1.404(7) . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? O7 H7A 0.8400 . ? C32 O8 1.361(6) . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? O8 H8 0.8400 . ? 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 Cu1 N1 92.39(13) . . ? O1 Cu1 N3 89.54(13) . . ? N1 Cu1 N3 178.06(14) . . ? O1 Cu1 N2 163.40(12) . . ? N1 Cu1 N2 81.17(14) . . ? N3 Cu1 N2 97.02(13) . . ? O1 Cu1 N4 105.38(12) . . ? N1 Cu1 N4 100.72(13) . . ? N3 Cu1 N4 78.56(13) . . ? N2 Cu1 N4 90.89(12) . . ? O3 S1 O2 110.6(2) . . ? O3 S1 O4 111.2(2) . . ? O2 S1 O4 110.0(2) . . ? O3 S1 O1 108.8(2) . . ? O2 S1 O1 107.76(18) . . ? O4 S1 O1 108.35(17) . . ? S1 O1 Cu1 111.60(17) . . ? C1 N1 C5 118.5(4) . . ? C1 N1 Cu1 128.0(3) . . ? C5 N1 Cu1 113.4(3) . . ? C6 N2 C7 121.3(3) . . ? C6 N2 Cu1 112.1(3) . . ? C7 N2 Cu1 126.3(2) . . ? C15 N3 C19 119.3(4) . . ? C15 N3 Cu1 125.1(3) . . ? C19 N3 Cu1 115.5(3) . . ? C20 N4 C21 121.8(3) . . ? C20 N4 Cu1 108.7(3) . . ? C21 N4 Cu1 128.7(3) . . ? N1 C1 C2 122.6(4) . . ? N1 C1 H1 118.7 . . ? C2 C1 H1 118.7 . . ? C3 C2 C1 118.9(4) . . ? C3 C2 H2 120.6 . . ? C1 C2 H2 120.6 . . ? C2 C3 C4 118.6(4) . . ? C2 C3 H3 120.7 . . ? C4 C3 H3 120.7 . . ? C5 C4 C3 119.5(4) . . ? C5 C4 H4 120.2 . . ? C3 C4 H4 120.2 . . ? N1 C5 C4 121.9(4) . . ? N1 C5 C6 113.7(3) . . ? C4 C5 C6 124.4(4) . . ? N2 C6 C5 119.4(4) . . ? N2 C6 H6 120.3 . . ? C5 C6 H6 120.3 . . ? N2 C7 C8 110.4(3) . . ? N2 C7 C14 114.6(4) . . ? C8 C7 C14 110.7(4) . . ? N2 C7 H7 106.9 . . ? C8 C7 H7 106.9 . . ? C14 C7 H7 106.9 . . ? C9 C8 C13 118.4(5) . . ? C9 C8 C7 119.4(4) . . ? C13 C8 C7 122.2(5) . . ? C10 C9 C8 120.7(4) . . ? C10 C9 H9 119.6 . . ? C8 C9 H9 119.6 . . ? C11 C10 C9 120.2(5) . . ? C11 C10 H10 119.9 . . ? C9 C10 H10 119.9 . . ? C12 C11 C10 119.4(5) . . ? C12 C11 H11 120.3 . . ? C10 C11 H11 120.3 . . ? C13 C12 C11 120.9(5) . . ? C13 C12 H12 119.5 . . ? C11 C12 H12 119.5 . . ? C12 C13 C8 120.3(5) . . ? C12 C13 H13 119.9 . . ? C8 C13 H13 119.9 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15 C16 121.8(4) . . ? N3 C15 H15 119.1 . . ? C16 C15 H15 119.1 . . ? C17 C16 C15 119.5(4) . . ? C17 C16 H16 120.3 . . ? C15 C16 H16 120.3 . . ? C16 C17 C18 118.9(4) . . ? C16 C17 H17 120.5 . . ? C18 C17 H17 120.5 . . ? C17 C18 C19 119.3(4) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? N3 C19 C18 121.0(4) . . ? N3 C19 C20 117.4(4) . . ? C18 C19 C20 121.5(4) . . ? N4 C20 C19 119.3(4) . . ? N4 C20 H20 120.4 . . ? C19 C20 H20 120.4 . . ? N4 C21 C22 110.2(3) . . ? N4 C21 C28 115.4(4) . . ? C22 C21 C28 110.0(4) . . ? N4 C21 H21 106.9 . . ? C22 C21 H21 106.9 . . ? C28 C21 H21 106.9 . . ? C27 C22 C23 118.4(5) . . ? C27 C22 C21 122.3(4) . . ? C23 C22 C21 119.2(4) . . ? C24 C23 C22 121.1(5) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C23 C24 C25 119.7(5) . . ? C23 C24 H24 120.1 . . ? C25 C24 H24 120.1 . . ? C26 C25 C24 119.4(5) . . ? C26 C25 H25 120.3 . . ? C24 C25 H25 120.3 . . ? C25 C26 C27 120.7(5) . . ? C25 C26 H26 119.7 . . ? C27 C26 H26 119.7 . . ? C22 C27 C26 120.7(5) . . ? C22 C27 H27 119.7 . . ? C26 C27 H27 119.7 . . ? C21 C28 H28A 109.5 . . ? C21 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C21 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? O5 C29 H29A 109.5 . . ? O5 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? O5 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? C29 O5 H5 109.5 . . ? O6 C30 H30A 109.5 . . ? O6 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O6 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? C30 O6 H6A 109.5 . . ? O7 C31 H31A 109.5 . . ? O7 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? O7 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C31 O7 H7A 109.5 . . ? O8 C32 H32A 109.5 . . ? O8 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? O8 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? C32 O8 H8 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 O3 S1 O1 Cu1 -118.8(2) . . . . ? O2 S1 O1 Cu1 121.3(2) . . . . ? O4 S1 O1 Cu1 2.3(2) . . . . ? N1 Cu1 O1 S1 86.72(19) . . . . ? N3 Cu1 O1 S1 -93.47(19) . . . . ? N2 Cu1 O1 S1 20.2(6) . . . . ? N4 Cu1 O1 S1 -171.48(17) . . . . ? O1 Cu1 N1 C1 15.1(3) . . . . ? N3 Cu1 N1 C1 -159(4) . . . . ? N2 Cu1 N1 C1 179.7(3) . . . . ? N4 Cu1 N1 C1 -91.0(3) . . . . ? O1 Cu1 N1 C5 -168.7(3) . . . . ? N3 Cu1 N1 C5 17(5) . . . . ? N2 Cu1 N1 C5 -4.1(3) . . . . ? N4 Cu1 N1 C5 85.2(3) . . . . ? O1 Cu1 N2 C6 72.1(6) . . . . ? N1 Cu1 N2 C6 4.0(3) . . . . ? N3 Cu1 N2 C6 -175.3(3) . . . . ? N4 Cu1 N2 C6 -96.7(3) . . . . ? O1 Cu1 N2 C7 -113.8(5) . . . . ? N1 Cu1 N2 C7 178.2(3) . . . . ? N3 Cu1 N2 C7 -1.1(3) . . . . ? N4 Cu1 N2 C7 77.5(3) . . . . ? O1 Cu1 N3 C15 68.7(3) . . . . ? N1 Cu1 N3 C15 -117(4) . . . . ? N2 Cu1 N3 C15 -96.0(4) . . . . ? N4 Cu1 N3 C15 174.5(4) . . . . ? O1 Cu1 N3 C19 -109.3(3) . . . . ? N1 Cu1 N3 C19 65(5) . . . . ? N2 Cu1 N3 C19 86.0(3) . . . . ? N4 Cu1 N3 C19 -3.5(3) . . . . ? O1 Cu1 N4 C20 92.4(3) . . . . ? N1 Cu1 N4 C20 -172.1(3) . . . . ? N3 Cu1 N4 C20 6.1(3) . . . . ? N2 Cu1 N4 C20 -90.9(3) . . . . ? O1 Cu1 N4 C21 -98.0(4) . . . . ? N1 Cu1 N4 C21 -2.5(4) . . . . ? N3 Cu1 N4 C21 175.7(4) . . . . ? N2 Cu1 N4 C21 78.7(4) . . . . ? C5 N1 C1 C2 -1.0(6) . . . . ? Cu1 N1 C1 C2 175.0(3) . . . . ? N1 C1 C2 C3 0.1(7) . . . . ? C1 C2 C3 C4 1.0(7) . . . . ? C2 C3 C4 C5 -1.2(7) . . . . ? C1 N1 C5 C4 0.8(6) . . . . ? Cu1 N1 C5 C4 -175.8(3) . . . . ? C1 N1 C5 C6 -179.9(3) . . . . ? Cu1 N1 C5 C6 3.5(4) . . . . ? C3 C4 C5 N1 0.3(6) . . . . ? C3 C4 C5 C6 -178.9(4) . . . . ? C7 N2 C6 C5 -177.8(3) . . . . ? Cu1 N2 C6 C5 -3.4(4) . . . . ? N1 C5 C6 N2 0.0(5) . . . . ? C4 C5 C6 N2 179.2(4) . . . . ? C6 N2 C7 C8 -123.2(4) . . . . ? Cu1 N2 C7 C8 63.1(4) . . . . ? C6 N2 C7 C14 2.7(6) . . . . ? Cu1 N2 C7 C14 -170.9(3) . . . . ? N2 C7 C8 C9 -148.1(4) . . . . ? C14 C7 C8 C9 83.8(5) . . . . ? N2 C7 C8 C13 33.6(6) . . . . ? C14 C7 C8 C13 -94.5(5) . . . . ? C13 C8 C9 C10 -1.7(7) . . . . ? C7 C8 C9 C10 179.9(4) . . . . ? C8 C9 C10 C11 0.3(8) . . . . ? C9 C10 C11 C12 1.1(8) . . . . ? C10 C11 C12 C13 -1.0(9) . . . . ? C11 C12 C13 C8 -0.4(8) . . . . ? C9 C8 C13 C12 1.8(8) . . . . ? C7 C8 C13 C12 -179.9(5) . . . . ? C19 N3 C15 C16 0.1(6) . . . . ? Cu1 N3 C15 C16 -177.7(3) . . . . ? N3 C15 C16 C17 -2.2(7) . . . . ? C15 C16 C17 C18 2.6(7) . . . . ? C16 C17 C18 C19 -1.1(7) . . . . ? C15 N3 C19 C18 1.4(6) . . . . ? Cu1 N3 C19 C18 179.5(3) . . . . ? C15 N3 C19 C20 -177.4(4) . . . . ? Cu1 N3 C19 C20 0.7(5) . . . . ? C17 C18 C19 N3 -1.0(7) . . . . ? C17 C18 C19 C20 177.8(4) . . . . ? C21 N4 C20 C19 -178.2(4) . . . . ? Cu1 N4 C20 C19 -7.7(5) . . . . ? N3 C19 C20 N4 5.4(6) . . . . ? C18 C19 C20 N4 -173.4(4) . . . . ? C20 N4 C21 C22 -138.3(4) . . . . ? Cu1 N4 C21 C22 53.3(5) . . . . ? C20 N4 C21 C28 -12.9(6) . . . . ? Cu1 N4 C21 C28 178.7(3) . . . . ? N4 C21 C22 C27 35.1(6) . . . . ? C28 C21 C22 C27 -93.3(5) . . . . ? N4 C21 C22 C23 -146.1(4) . . . . ? C28 C21 C22 C23 85.5(5) . . . . ? C27 C22 C23 C24 0.4(7) . . . . ? C21 C22 C23 C24 -178.5(4) . . . . ? C22 C23 C24 C25 -1.2(7) . . . . ? C23 C24 C25 C26 1.4(7) . . . . ? C24 C25 C26 C27 -0.8(8) . . . . ? C23 C22 C27 C26 0.2(7) . . . . ? C21 C22 C27 C26 179.1(4) . . . . ? C25 C26 C27 C22 0.0(8) . . . . ? _diffrn_measured_fraction_theta_max 0.994 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.636 _refine_diff_density_min -0.828 _refine_diff_density_rms 0.079 # Attachment '- Compd 4.cif' data_4 _database_code_depnum_ccdc_archive 'CCDC 775174' #TrackingRef '- Compd 4.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_absolute_configuration rm _chemical_formula_sum 'C32 H44 Cu N4 O8 S' _chemical_formula_weight 708.31 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M P21 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z' _cell_length_a 9.3599(4) _cell_length_b 20.1145(8) _cell_length_c 9.7383(4) _cell_angle_alpha 90.00 _cell_angle_beta 106.9860(10) _cell_angle_gamma 90.00 _cell_volume 1753.45(13) _cell_formula_units_Z 2 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.47 _exptl_crystal_size_mid 0.42 _exptl_crystal_size_min 0.20 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.342 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 746 _exptl_absorpt_coefficient_mu 0.735 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7238 _exptl_absorpt_correction_T_max 0.8669 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 12866 _diffrn_reflns_av_R_equivalents 0.0263 _diffrn_reflns_av_sigmaI/netI 0.0713 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -26 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_theta_min 2.02 _diffrn_reflns_theta_max 28.31 _reflns_number_total 7732 _reflns_number_gt 5728 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0587P)^2^+4.2016P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.02(2) _refine_ls_number_reflns 7732 _refine_ls_number_parameters 425 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0935 _refine_ls_R_factor_gt 0.0600 _refine_ls_wR_factor_ref 0.1829 _refine_ls_wR_factor_gt 0.1327 _refine_ls_goodness_of_fit_ref 1.106 _refine_ls_restrained_S_all 1.106 _refine_ls_shift/su_max 0.007 _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 Cu1 Cu 0.78777(7) 0.38740(4) 0.74637(7) 0.02915(17) Uani 1 1 d . . . S1 S 0.59790(14) 0.38434(11) 0.93459(15) 0.0362(3) Uani 1 1 d . . . O1 O 0.7158(4) 0.3437(2) 0.8992(5) 0.0357(10) Uani 1 1 d . . . O2 O 0.4620(5) 0.3447(3) 0.9028(6) 0.0572(15) Uani 1 1 d . . . O3 O 0.6502(6) 0.4006(3) 1.0864(5) 0.0574(16) Uani 1 1 d . . . O4 O 0.5736(5) 0.4444(2) 0.8476(5) 0.0445(11) Uani 1 1 d . . . N1 N 0.6254(5) 0.3441(2) 0.5907(5) 0.0298(11) Uani 1 1 d . . . N2 N 0.8005(5) 0.4449(2) 0.5775(5) 0.0256(10) Uani 1 1 d . . . N3 N 0.9526(5) 0.4333(3) 0.8978(5) 0.0276(10) Uani 1 1 d . . . N4 N 0.9898(5) 0.3288(3) 0.7362(5) 0.0303(11) Uani 1 1 d . . . C1 C 0.5421(7) 0.2924(3) 0.6027(7) 0.0372(14) Uani 1 1 d . . . H1 H 0.5498 0.2749 0.6952 0.045 Uiso 1 1 calc R . . C2 C 0.4441(7) 0.2635(3) 0.4832(8) 0.0384(15) Uani 1 1 d . . . H2 H 0.3854 0.2265 0.4942 0.046 Uiso 1 1 calc R . . C3 C 0.4313(7) 0.2882(3) 0.3484(7) 0.0403(16) Uani 1 1 d . . . H3 H 0.3639 0.2687 0.2659 0.048 Uiso 1 1 calc R . . C4 C 0.5186(7) 0.3422(4) 0.3354(7) 0.0409(15) Uani 1 1 d . . . H4 H 0.5112 0.3605 0.2436 0.049 Uiso 1 1 calc R . . C5 C 0.6161(7) 0.3688(3) 0.4571(6) 0.0301(13) Uani 1 1 d . . . C6 C 0.7148(7) 0.4251(3) 0.4571(7) 0.0360(14) Uani 1 1 d . . . H6 H 0.7150 0.4464 0.3700 0.043 Uiso 1 1 calc R . . C7 C 0.9078(7) 0.5005(3) 0.5846(7) 0.0352(14) Uani 1 1 d . . . H7 H 1.0100 0.4825 0.6315 0.042 Uiso 1 1 calc R . . C8 C 0.8822(8) 0.5556(4) 0.6785(8) 0.0381(17) Uani 1 1 d . . . C9 C 1.0015(8) 0.5938(4) 0.7557(8) 0.0451(17) Uani 1 1 d . . . H9 H 1.0985 0.5851 0.7478 0.054 Uiso 1 1 calc R . . C10 C 0.9817(10) 0.6442(3) 0.8438(9) 0.0522(19) Uani 1 1 d . . . H10 H 1.0650 0.6697 0.8968 0.063 Uiso 1 1 calc R . . C11 C 0.8403(10) 0.6579(4) 0.8555(9) 0.055(2) Uani 1 1 d . . . H11 H 0.8264 0.6923 0.9171 0.066 Uiso 1 1 calc R . . C12 C 0.7224(10) 0.6215(5) 0.7783(10) 0.053(2) Uani 1 1 d . . . H12 H 0.6256 0.6315 0.7852 0.063 Uiso 1 1 calc R . . C13 C 0.7389(8) 0.5708(3) 0.6905(9) 0.0459(17) Uani 1 1 d . . . H13 H 0.6543 0.5459 0.6379 0.055 Uiso 1 1 calc R . . C14 C 0.9087(8) 0.5277(4) 0.4381(8) 0.0463(17) Uani 1 1 d . . . H14A H 0.9281 0.4914 0.3790 0.070 Uiso 1 1 calc R . . H14B H 0.9871 0.5615 0.4513 0.070 Uiso 1 1 calc R . . H14C H 0.8114 0.5478 0.3902 0.070 Uiso 1 1 calc R . . C15 C 0.9302(7) 0.4803(3) 0.9860(7) 0.0355(14) Uani 1 1 d . . . H15 H 0.8315 0.4953 0.9761 0.043 Uiso 1 1 calc R . . C16 C 1.0481(8) 0.5075(4) 1.0915(8) 0.0419(16) Uani 1 1 d . . . H16 H 1.0302 0.5404 1.1545 0.050 Uiso 1 1 calc R . . C17 C 1.1915(8) 0.4867(4) 1.1046(8) 0.0471(17) Uani 1 1 d . . . H17 H 1.2741 0.5062 1.1739 0.056 Uiso 1 1 calc R . . C18 C 1.2126(7) 0.4374(4) 1.0162(7) 0.0417(15) Uani 1 1 d . . . H18 H 1.3104 0.4218 1.0239 0.050 Uiso 1 1 calc R . . C19 C 1.0902(7) 0.4105(3) 0.9153(7) 0.0319(13) Uani 1 1 d . . . C20 C 1.1074(6) 0.3558(3) 0.8187(8) 0.0375(15) Uani 1 1 d . . . H20 H 1.2038 0.3412 0.8182 0.045 Uiso 1 1 calc R . . C21 C 1.0001(7) 0.2755(3) 0.6374(7) 0.0356(14) Uani 1 1 d . . . H21 H 0.9729 0.2953 0.5390 0.043 Uiso 1 1 calc R . . C22 C 0.8821(8) 0.2221(3) 0.6367(8) 0.0341(15) Uani 1 1 d . . . C23 C 0.8179(8) 0.1872(3) 0.5119(7) 0.0404(15) Uani 1 1 d . . . H23 H 0.8444 0.1978 0.4274 0.048 Uiso 1 1 calc R . . C24 C 0.7161(9) 0.1372(4) 0.5077(9) 0.0513(19) Uani 1 1 d . . . H24 H 0.6723 0.1141 0.4205 0.062 Uiso 1 1 calc R . . C25 C 0.6775(8) 0.1207(4) 0.6292(9) 0.0485(18) Uani 1 1 d . . . H25 H 0.6068 0.0864 0.6263 0.058 Uiso 1 1 calc R . . C26 C 0.7434(10) 0.1549(4) 0.7568(9) 0.050(2) Uani 1 1 d . . . H26 H 0.7174 0.1444 0.8415 0.060 Uiso 1 1 calc R . . C27 C 0.8480(9) 0.2048(3) 0.7590(8) 0.0443(16) Uani 1 1 d . . . H27 H 0.8960 0.2268 0.8466 0.053 Uiso 1 1 calc R . . C28 C 1.1539(9) 0.2428(4) 0.6632(11) 0.060(2) Uani 1 1 d . . . H28A H 1.2277 0.2768 0.6596 0.090 Uiso 1 1 calc R . . H28B H 1.1489 0.2094 0.5888 0.090 Uiso 1 1 calc R . . H28C H 1.1832 0.2215 0.7578 0.090 Uiso 1 1 calc R . . O5 O 0.6090(13) 0.2136(5) 0.1080(12) 0.130(4) Uani 1 1 d . . . H5O H 0.6628 0.2419 0.0833 0.196 Uiso 1 1 calc R . . O6 O 1.0099(13) 0.3278(6) 0.2409(13) 0.135(4) Uani 1 1 d . . . H6O H 1.0734 0.3584 0.2519 0.202 Uiso 1 1 calc R . . O7 O 1.2850(12) 0.4485(7) 0.5534(14) 0.152(4) Uani 1 1 d . . . H7AO H 1.3371 0.4692 0.5104 0.228 Uiso 1 1 calc R . . O8 O 0.4223(16) 0.0763(7) 0.8934(16) 0.166(5) Uani 1 1 d . . . H8O H 0.4951 0.0815 0.9672 0.250 Uiso 1 1 calc R . . C29 C 0.4608(7) 0.2265(4) 0.0386(8) 0.0419(16) Uani 1 1 d . . . H29A H 0.3981 0.2055 0.0912 0.063 Uiso 1 1 calc R . . H29B H 0.4350 0.2085 -0.0591 0.063 Uiso 1 1 calc R . . H29C H 0.4439 0.2746 0.0343 0.063 Uiso 1 1 calc R . . C30 C 0.8937(8) 0.3487(5) 0.2909(7) 0.057(2) Uani 1 1 d . . . H30A H 0.9303 0.3554 0.3950 0.085 Uiso 1 1 calc R . . H30B H 0.8148 0.3150 0.2689 0.085 Uiso 1 1 calc R . . H30C H 0.8537 0.3907 0.2442 0.085 Uiso 1 1 calc R . . C31 C 1.2898(8) 0.4808(4) 0.6776(7) 0.0463(18) Uani 1 1 d . . . H31A H 1.3149 0.4492 0.7576 0.069 Uiso 1 1 calc R . . H31B H 1.1921 0.5008 0.6692 0.069 Uiso 1 1 calc R . . H31C H 1.3660 0.5158 0.6954 0.069 Uiso 1 1 calc R . . C32 C 0.4447(7) 0.0188(3) 0.8199(7) 0.0336(13) Uani 1 1 d . . . H32A H 0.5457 0.0195 0.8094 0.050 Uiso 1 1 calc R . . H32B H 0.3712 0.0176 0.7247 0.050 Uiso 1 1 calc R . . H32C H 0.4328 -0.0207 0.8744 0.050 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 Cu1 0.0230(3) 0.0330(3) 0.0303(3) 0.0013(4) 0.0061(2) -0.0011(4) S1 0.0271(6) 0.0465(8) 0.0366(7) 0.0039(10) 0.0117(5) 0.0035(9) O1 0.022(2) 0.049(3) 0.037(2) 0.012(2) 0.0109(17) -0.0012(19) O2 0.032(3) 0.062(3) 0.082(4) 0.015(3) 0.023(3) -0.003(2) O3 0.064(3) 0.079(5) 0.036(2) 0.009(3) 0.025(2) 0.019(3) O4 0.051(3) 0.043(3) 0.040(3) 0.003(2) 0.015(2) 0.008(2) N1 0.020(2) 0.030(2) 0.039(3) 0.000(2) 0.008(2) 0.000(2) N2 0.020(2) 0.030(2) 0.026(2) 0.005(2) 0.0061(18) 0.0020(19) N3 0.017(2) 0.035(3) 0.034(3) -0.005(2) 0.0124(19) -0.007(2) N4 0.026(2) 0.036(3) 0.033(3) -0.001(2) 0.015(2) 0.005(2) C1 0.033(3) 0.036(3) 0.044(4) 0.001(3) 0.013(3) -0.002(3) C2 0.031(3) 0.037(3) 0.054(4) -0.005(3) 0.022(3) -0.007(3) C3 0.032(3) 0.047(4) 0.044(4) -0.018(3) 0.014(3) -0.013(3) C4 0.035(3) 0.047(4) 0.039(4) -0.002(3) 0.007(3) -0.004(3) C5 0.034(3) 0.036(3) 0.019(2) -0.002(2) 0.006(2) -0.001(2) C6 0.032(3) 0.034(3) 0.041(4) 0.002(3) 0.010(3) 0.000(3) C7 0.026(3) 0.041(4) 0.040(3) 0.010(3) 0.011(3) -0.005(3) C8 0.032(4) 0.032(3) 0.047(4) 0.002(3) 0.006(3) 0.005(3) C9 0.043(4) 0.040(4) 0.051(4) 0.000(3) 0.012(3) -0.005(3) C10 0.061(5) 0.034(4) 0.055(5) -0.003(3) 0.006(4) -0.008(3) C11 0.067(5) 0.039(4) 0.058(5) 0.000(4) 0.018(4) 0.007(4) C12 0.053(5) 0.042(5) 0.067(6) 0.003(4) 0.021(4) 0.012(4) C13 0.041(4) 0.036(4) 0.054(4) -0.002(3) 0.004(3) 0.008(3) C14 0.050(4) 0.045(4) 0.044(4) 0.015(3) 0.013(3) -0.010(3) C15 0.031(3) 0.035(3) 0.042(4) -0.005(3) 0.013(3) 0.001(3) C16 0.041(4) 0.045(4) 0.040(4) -0.009(3) 0.012(3) -0.003(3) C17 0.041(4) 0.055(4) 0.039(4) -0.014(3) 0.002(3) -0.012(3) C18 0.027(3) 0.056(4) 0.039(3) -0.005(3) 0.005(3) -0.001(3) C19 0.031(3) 0.033(3) 0.028(3) 0.000(2) 0.005(2) -0.001(2) C20 0.012(2) 0.048(4) 0.050(4) 0.003(3) 0.005(2) 0.000(2) C21 0.032(3) 0.035(3) 0.042(4) -0.005(3) 0.014(3) 0.003(3) C22 0.033(3) 0.027(3) 0.040(4) 0.004(3) 0.007(3) 0.012(3) C23 0.042(4) 0.039(3) 0.039(4) -0.012(3) 0.011(3) -0.004(3) C24 0.056(5) 0.038(4) 0.051(4) -0.006(3) 0.002(4) -0.005(3) C25 0.044(4) 0.034(4) 0.059(5) 0.004(3) 0.002(3) -0.004(3) C26 0.052(5) 0.042(5) 0.056(5) 0.010(4) 0.015(4) 0.005(4) C27 0.056(5) 0.033(4) 0.043(4) -0.003(3) 0.013(3) -0.003(3) C28 0.049(5) 0.048(4) 0.089(6) -0.023(4) 0.030(4) 0.000(4) O5 0.156(10) 0.109(8) 0.113(8) 0.043(6) 0.018(7) -0.028(7) O6 0.129(8) 0.140(9) 0.125(8) 0.016(7) 0.022(7) -0.009(7) O7 0.105(8) 0.168(11) 0.167(10) 0.045(9) 0.015(7) 0.034(7) O8 0.204(14) 0.145(10) 0.170(12) -0.066(9) 0.085(10) -0.053(10) C29 0.028(3) 0.042(4) 0.048(4) 0.002(3) 0.001(3) -0.015(3) C30 0.032(3) 0.107(7) 0.029(3) 0.001(4) 0.006(3) 0.035(4) C31 0.044(4) 0.063(5) 0.030(4) 0.006(3) 0.007(3) 0.025(4) C32 0.032(3) 0.036(3) 0.029(3) -0.006(3) 0.003(2) -0.001(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 Cu1 N1 2.005(5) . ? Cu1 O1 2.006(4) . ? Cu1 N3 2.019(5) . ? Cu1 N2 2.042(5) . ? Cu1 N4 2.255(5) . ? S1 O3 1.453(5) . ? S1 O4 1.454(5) . ? S1 O2 1.455(5) . ? S1 O1 1.492(5) . ? N1 C1 1.325(8) . ? N1 C5 1.371(7) . ? N2 C6 1.276(8) . ? N2 C7 1.492(8) . ? N3 C19 1.331(7) . ? N3 C15 1.334(8) . ? N4 C20 1.279(8) . ? N4 C21 1.463(8) . ? C1 C2 1.382(9) . ? C1 H1 0.9500 . ? C2 C3 1.376(10) . ? C2 H2 0.9500 . ? C3 C4 1.386(9) . ? C3 H3 0.9500 . ? C4 C5 1.376(9) . ? C4 H4 0.9500 . ? C5 C6 1.463(8) . ? C6 H6 0.9500 . ? C7 C8 1.500(10) . ? C7 C14 1.530(9) . ? C7 H7 1.0000 . ? C8 C9 1.382(10) . ? C8 C13 1.414(11) . ? C9 C10 1.375(10) . ? C9 H9 0.9500 . ? C10 C11 1.389(12) . ? C10 H10 0.9500 . ? C11 C12 1.354(12) . ? C11 H11 0.9500 . ? C12 C13 1.368(11) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.382(9) . ? C15 H15 0.9500 . ? C16 C17 1.376(10) . ? C16 H16 0.9500 . ? C17 C18 1.365(10) . ? C17 H17 0.9500 . ? C18 C19 1.384(9) . ? C18 H18 0.9500 . ? C19 C20 1.486(9) . ? C20 H20 0.9500 . ? C21 C28 1.535(10) . ? C21 C22 1.539(10) . ? C21 H21 1.0000 . ? C22 C27 1.366(10) . ? C22 C23 1.380(10) . ? C23 C24 1.378(10) . ? C23 H23 0.9500 . ? C24 C25 1.375(12) . ? C24 H24 0.9500 . ? C25 C26 1.397(12) . ? C25 H25 0.9500 . ? C26 C27 1.397(12) . ? C26 H26 0.9500 . ? C27 H27 0.9500 . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? O5 C29 1.379(12) . ? O5 H5O 0.8400 . ? O6 C30 1.380(13) . ? O6 H6O 0.8400 . ? O7 C31 1.362(14) . ? O7 H7AO 0.8400 . ? O8 C32 1.408(13) . ? O8 H8O 0.8400 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 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 N1 Cu1 O1 91.5(2) . . ? N1 Cu1 N3 177.9(2) . . ? O1 Cu1 N3 90.52(19) . . ? N1 Cu1 N2 81.2(2) . . ? O1 Cu1 N2 163.02(17) . . ? N3 Cu1 N2 96.73(19) . . ? N1 Cu1 N4 101.54(19) . . ? O1 Cu1 N4 105.74(18) . . ? N3 Cu1 N4 78.43(19) . . ? N2 Cu1 N4 90.78(18) . . ? O3 S1 O4 110.8(4) . . ? O3 S1 O2 110.7(3) . . ? O4 S1 O2 110.6(3) . . ? O3 S1 O1 107.9(3) . . ? O4 S1 O1 108.7(3) . . ? O2 S1 O1 108.1(3) . . ? S1 O1 Cu1 111.3(3) . . ? C1 N1 C5 119.4(5) . . ? C1 N1 Cu1 127.6(4) . . ? C5 N1 Cu1 112.6(4) . . ? C6 N2 C7 120.7(5) . . ? C6 N2 Cu1 113.3(4) . . ? C7 N2 Cu1 125.8(4) . . ? C19 N3 C15 119.3(5) . . ? C19 N3 Cu1 116.1(4) . . ? C15 N3 Cu1 124.4(4) . . ? C20 N4 C21 121.0(5) . . ? C20 N4 Cu1 109.2(4) . . ? C21 N4 Cu1 129.0(4) . . ? N1 C1 C2 121.3(6) . . ? N1 C1 H1 119.4 . . ? C2 C1 H1 119.4 . . ? C3 C2 C1 120.2(6) . . ? C3 C2 H2 119.9 . . ? C1 C2 H2 119.9 . . ? C2 C3 C4 118.7(6) . . ? C2 C3 H3 120.6 . . ? C4 C3 H3 120.6 . . ? C5 C4 C3 119.0(6) . . ? C5 C4 H4 120.5 . . ? C3 C4 H4 120.5 . . ? N1 C5 C4 121.3(6) . . ? N1 C5 C6 114.6(5) . . ? C4 C5 C6 124.1(6) . . ? N2 C6 C5 117.9(6) . . ? N2 C6 H6 121.0 . . ? C5 C6 H6 121.0 . . ? N2 C7 C8 111.0(5) . . ? N2 C7 C14 114.3(5) . . ? C8 C7 C14 110.4(6) . . ? N2 C7 H7 106.9 . . ? C8 C7 H7 106.9 . . ? C14 C7 H7 106.9 . . ? C9 C8 C13 118.0(7) . . ? C9 C8 C7 119.6(7) . . ? C13 C8 C7 122.3(6) . . ? C10 C9 C8 120.9(7) . . ? C10 C9 H9 119.5 . . ? C8 C9 H9 119.5 . . ? C9 C10 C11 120.2(7) . . ? C9 C10 H10 119.9 . . ? C11 C10 H10 119.9 . . ? C12 C11 C10 119.3(8) . . ? C12 C11 H11 120.4 . . ? C10 C11 H11 120.4 . . ? C11 C12 C13 121.9(8) . . ? C11 C12 H12 119.1 . . ? C13 C12 H12 119.1 . . ? C12 C13 C8 119.7(7) . . ? C12 C13 H13 120.1 . . ? C8 C13 H13 120.1 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? N3 C15 C16 121.2(6) . . ? N3 C15 H15 119.4 . . ? C16 C15 H15 119.4 . . ? C17 C16 C15 119.6(6) . . ? C17 C16 H16 120.2 . . ? C15 C16 H16 120.2 . . ? C18 C17 C16 118.6(6) . . ? C18 C17 H17 120.7 . . ? C16 C17 H17 120.7 . . ? C17 C18 C19 119.4(6) . . ? C17 C18 H18 120.3 . . ? C19 C18 H18 120.3 . . ? N3 C19 C18 121.7(6) . . ? N3 C19 C20 117.0(5) . . ? C18 C19 C20 121.3(6) . . ? N4 C20 C19 118.6(5) . . ? N4 C20 H20 120.7 . . ? C19 C20 H20 120.7 . . ? N4 C21 C28 116.4(6) . . ? N4 C21 C22 109.2(5) . . ? C28 C21 C22 109.9(6) . . ? N4 C21 H21 107.0 . . ? C28 C21 H21 107.0 . . ? C22 C21 H21 107.0 . . ? C27 C22 C23 119.1(7) . . ? C27 C22 C21 121.6(7) . . ? C23 C22 C21 119.1(7) . . ? C24 C23 C22 121.1(7) . . ? C24 C23 H23 119.4 . . ? C22 C23 H23 119.4 . . ? C25 C24 C23 120.3(7) . . ? C25 C24 H24 119.8 . . ? C23 C24 H24 119.8 . . ? C24 C25 C26 119.1(7) . . ? C24 C25 H25 120.4 . . ? C26 C25 H25 120.4 . . ? C27 C26 C25 119.6(8) . . ? C27 C26 H26 120.2 . . ? C25 C26 H26 120.2 . . ? C22 C27 C26 120.7(7) . . ? C22 C27 H27 119.6 . . ? C26 C27 H27 119.6 . . ? C21 C28 H28A 109.5 . . ? C21 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C21 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? C29 O5 H5O 109.5 . . ? C30 O6 H6O 109.5 . . ? C31 O7 H7AO 109.5 . . ? C32 O8 H8O 109.5 . . ? O5 C29 H29A 109.5 . . ? O5 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? O5 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? O6 C30 H30A 109.5 . . ? O6 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? O6 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? O7 C31 H31A 109.5 . . ? O7 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? O7 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? O8 C32 H32A 109.5 . . ? O8 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? O8 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 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 O3 S1 O1 Cu1 -121.1(3) . . . . ? O4 S1 O1 Cu1 -1.0(4) . . . . ? O2 S1 O1 Cu1 119.1(3) . . . . ? N1 Cu1 O1 S1 -87.2(3) . . . . ? N3 Cu1 O1 S1 92.2(3) . . . . ? N2 Cu1 O1 S1 -23.3(8) . . . . ? N4 Cu1 O1 S1 170.4(2) . . . . ? O1 Cu1 N1 C1 -16.8(5) . . . . ? N3 Cu1 N1 C1 179(100) . . . . ? N2 Cu1 N1 C1 178.6(5) . . . . ? N4 Cu1 N1 C1 89.6(5) . . . . ? O1 Cu1 N1 C5 170.4(4) . . . . ? N3 Cu1 N1 C5 6(6) . . . . ? N2 Cu1 N1 C5 5.8(4) . . . . ? N4 Cu1 N1 C5 -83.2(4) . . . . ? N1 Cu1 N2 C6 -5.2(4) . . . . ? O1 Cu1 N2 C6 -70.5(9) . . . . ? N3 Cu1 N2 C6 174.8(4) . . . . ? N4 Cu1 N2 C6 96.4(4) . . . . ? N1 Cu1 N2 C7 -179.1(5) . . . . ? O1 Cu1 N2 C7 115.6(7) . . . . ? N3 Cu1 N2 C7 0.9(5) . . . . ? N4 Cu1 N2 C7 -77.5(5) . . . . ? N1 Cu1 N3 C19 -88(6) . . . . ? O1 Cu1 N3 C19 107.6(4) . . . . ? N2 Cu1 N3 C19 -87.7(4) . . . . ? N4 Cu1 N3 C19 1.7(4) . . . . ? N1 Cu1 N3 C15 98(6) . . . . ? O1 Cu1 N3 C15 -67.0(5) . . . . ? N2 Cu1 N3 C15 97.6(5) . . . . ? N4 Cu1 N3 C15 -173.0(5) . . . . ? N1 Cu1 N4 C20 172.3(4) . . . . ? O1 Cu1 N4 C20 -92.8(5) . . . . ? N3 Cu1 N4 C20 -5.6(4) . . . . ? N2 Cu1 N4 C20 91.1(5) . . . . ? N1 Cu1 N4 C21 2.6(5) . . . . ? O1 Cu1 N4 C21 97.5(5) . . . . ? N3 Cu1 N4 C21 -175.3(5) . . . . ? N2 Cu1 N4 C21 -78.6(5) . . . . ? C5 N1 C1 C2 -1.0(9) . . . . ? Cu1 N1 C1 C2 -173.4(5) . . . . ? N1 C1 C2 C3 0.0(10) . . . . ? C1 C2 C3 C4 0.2(10) . . . . ? C2 C3 C4 C5 0.7(10) . . . . ? C1 N1 C5 C4 1.9(9) . . . . ? Cu1 N1 C5 C4 175.4(5) . . . . ? C1 N1 C5 C6 -179.1(6) . . . . ? Cu1 N1 C5 C6 -5.7(6) . . . . ? C3 C4 C5 N1 -1.7(10) . . . . ? C3 C4 C5 C6 179.4(6) . . . . ? C7 N2 C6 C5 177.8(5) . . . . ? Cu1 N2 C6 C5 3.5(7) . . . . ? N1 C5 C6 N2 1.4(8) . . . . ? C4 C5 C6 N2 -179.7(6) . . . . ? C6 N2 C7 C8 123.1(6) . . . . ? Cu1 N2 C7 C8 -63.4(6) . . . . ? C6 N2 C7 C14 -2.7(8) . . . . ? Cu1 N2 C7 C14 170.8(4) . . . . ? N2 C7 C8 C9 148.3(6) . . . . ? C14 C7 C8 C9 -83.8(8) . . . . ? N2 C7 C8 C13 -32.3(9) . . . . ? C14 C7 C8 C13 95.6(8) . . . . ? C13 C8 C9 C10 1.2(11) . . . . ? C7 C8 C9 C10 -179.3(7) . . . . ? C8 C9 C10 C11 -0.5(11) . . . . ? C9 C10 C11 C12 -0.7(12) . . . . ? C10 C11 C12 C13 1.1(13) . . . . ? C11 C12 C13 C8 -0.4(13) . . . . ? C9 C8 C13 C12 -0.8(11) . . . . ? C7 C8 C13 C12 179.8(7) . . . . ? C19 N3 C15 C16 2.6(10) . . . . ? Cu1 N3 C15 C16 177.1(5) . . . . ? N3 C15 C16 C17 1.1(11) . . . . ? C15 C16 C17 C18 -2.7(11) . . . . ? C16 C17 C18 C19 0.7(11) . . . . ? C15 N3 C19 C18 -4.6(9) . . . . ? Cu1 N3 C19 C18 -179.6(5) . . . . ? C15 N3 C19 C20 177.0(6) . . . . ? Cu1 N3 C19 C20 2.1(7) . . . . ? C17 C18 C19 N3 3.0(10) . . . . ? C17 C18 C19 C20 -178.7(7) . . . . ? C21 N4 C20 C19 179.1(5) . . . . ? Cu1 N4 C20 C19 8.4(7) . . . . ? N3 C19 C20 N4 -7.7(9) . . . . ? C18 C19 C20 N4 174.0(7) . . . . ? C20 N4 C21 C28 14.3(9) . . . . ? Cu1 N4 C21 C28 -177.1(5) . . . . ? C20 N4 C21 C22 139.4(6) . . . . ? Cu1 N4 C21 C22 -51.9(7) . . . . ? N4 C21 C22 C27 -37.7(9) . . . . ? C28 C21 C22 C27 91.2(8) . . . . ? N4 C21 C22 C23 147.7(6) . . . . ? C28 C21 C22 C23 -83.5(8) . . . . ? C27 C22 C23 C24 2.6(11) . . . . ? C21 C22 C23 C24 177.5(6) . . . . ? C22 C23 C24 C25 -0.7(11) . . . . ? C23 C24 C25 C26 -0.4(12) . . . . ? C24 C25 C26 C27 -0.5(12) . . . . ? C23 C22 C27 C26 -3.6(11) . . . . ? C21 C22 C27 C26 -178.3(7) . . . . ? C25 C26 C27 C22 2.6(12) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 1.079 _refine_diff_density_min -1.214 _refine_diff_density_rms 0.118 # Attachment '- Compd 1.cif' data_1 _database_code_depnum_ccdc_archive 'CCDC 775175' #TrackingRef '- Compd 1.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_absolute_configuration rm _chemical_formula_sum 'C42 H42 Cl2 Cu N6 O8' _chemical_formula_weight 893.26 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting tetragonal _symmetry_space_group_name_H-M P41212 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' '-y+1/2, x+1/2, z+1/4' 'y+1/2, -x+1/2, z+3/4' '-x+1/2, y+1/2, -z+1/4' 'x+1/2, -y+1/2, -z+3/4' 'y, x, -z' '-y, -x, -z+1/2' _cell_length_a 13.1075(3) _cell_length_b 13.1075(3) _cell_length_c 50.615(3) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 8696.0(6) _cell_formula_units_Z 8 _cell_measurement_temperature 200(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.22 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.02 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.365 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3704 _exptl_absorpt_coefficient_mu 0.683 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8643 _exptl_absorpt_correction_T_max 0.9898 _exptl_absorpt_process_details SADABS _exptl_special_details ; ? ; _diffrn_ambient_temperature 200(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 65407 _diffrn_reflns_av_R_equivalents 0.3084 _diffrn_reflns_av_sigmaI/netI 0.2612 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_l_min -66 _diffrn_reflns_limit_l_max 67 _diffrn_reflns_theta_min 1.60 _diffrn_reflns_theta_max 28.30 _reflns_number_total 10795 _reflns_number_gt 3948 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution ? _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^)+(0.0912P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack -0.04(3) _refine_ls_number_reflns 10795 _refine_ls_number_parameters 511 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2593 _refine_ls_R_factor_gt 0.0858 _refine_ls_wR_factor_ref 0.2433 _refine_ls_wR_factor_gt 0.1770 _refine_ls_goodness_of_fit_ref 0.938 _refine_ls_restrained_S_all 0.938 _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 Cu1 Cu 0.45583(7) 0.93921(7) 0.049532(16) 0.0369(3) Uani 1 1 d . . . Cl1 Cl 0.5122(2) 1.1451(3) 0.16412(5) 0.0939(11) Uani 1 1 d . . . Cl2 Cl 0.3336(2) 1.3336(2) 0.0000 0.0713(11) Uani 1 2 d S . . Cl3 Cl 0.8387(2) 0.8387(2) 0.0000 0.0871(13) Uani 1 2 d S . . O1 O 0.4350(8) 1.0899(10) 0.15171(16) 0.197(6) Uani 1 1 d . . . O2 O 0.5518(11) 1.2131(12) 0.1454(2) 0.236(8) Uani 1 1 d . . . O3 O 0.5957(11) 1.0879(12) 0.1692(2) 0.245(8) Uani 1 1 d . . . O4 O 0.4861(9) 1.1914(10) 0.18780(15) 0.182(5) Uani 1 1 d . . . O5 O 0.4131(8) 1.3420(8) 0.01759(19) 0.162(5) Uani 1 1 d . . . O6 O 0.2420(8) 1.3457(9) 0.0134(3) 0.182(5) Uani 1 1 d . . . O7 O 0.9157(8) 0.8297(15) 0.0125(3) 0.318(12) Uani 1 1 d . . . O8 O 0.7586(8) 0.8158(11) 0.0188(2) 0.192(6) Uani 1 1 d . . . N1 N 0.5816(5) 0.9130(5) 0.07185(12) 0.0467(18) Uani 1 1 d . . . N2 N 0.4445(5) 1.0589(5) 0.07516(10) 0.0407(15) Uani 1 1 d . . . C1 C 0.6520(7) 0.8412(8) 0.06855(18) 0.062(3) Uani 1 1 d . . . H1A H 0.6471 0.7954 0.0541 0.074 Uiso 1 1 calc R . . C2 C 0.7335(9) 0.8328(10) 0.0864(2) 0.093(4) Uani 1 1 d . . . H2A H 0.7817 0.7793 0.0842 0.111 Uiso 1 1 calc R . . C3 C 0.7450(8) 0.9004(10) 0.1068(2) 0.081(4) Uani 1 1 d . . . H3A H 0.8020 0.8970 0.1184 0.097 Uiso 1 1 calc R . . C4 C 0.6703(7) 0.9736(8) 0.10986(17) 0.067(3) Uani 1 1 d . . . H4A H 0.6724 1.0197 0.1243 0.080 Uiso 1 1 calc R . . C5 C 0.5929(6) 0.9787(7) 0.09162(15) 0.044(2) Uani 1 1 d . . . C6 C 0.5158(6) 1.0598(7) 0.09232(14) 0.049(2) Uani 1 1 d . . . H6 H 0.5189 1.1121 0.1053 0.059 Uiso 1 1 calc R . . C7 C 0.3678(6) 1.1436(6) 0.07364(15) 0.046(2) Uani 1 1 d . . . H7A H 0.3661 1.1661 0.0548 0.055 Uiso 1 1 calc R . . C8 C 0.2619(6) 1.1025(6) 0.07996(14) 0.037(2) Uani 1 1 d . . . C9 C 0.2461(7) 1.0422(6) 0.10260(15) 0.044(2) Uani 1 1 d . . . H9A H 0.3007 1.0253 0.1141 0.053 Uiso 1 1 calc R . . C10 C 0.1496(8) 1.0090(7) 0.10731(17) 0.060(3) Uani 1 1 d . . . H10A H 0.1374 0.9703 0.1229 0.072 Uiso 1 1 calc R . . C11 C 0.0691(7) 1.0283(8) 0.09087(18) 0.065(3) Uani 1 1 d . . . H11A H 0.0043 0.9982 0.0941 0.078 Uiso 1 1 calc R . . C12 C 0.0838(7) 1.0928(8) 0.06933(19) 0.068(3) Uani 1 1 d . . . H12A H 0.0281 1.1123 0.0584 0.082 Uiso 1 1 calc R . . C13 C 0.1810(7) 1.1278(7) 0.06417(17) 0.057(3) Uani 1 1 d . . . H13A H 0.1921 1.1706 0.0493 0.069 Uiso 1 1 calc R . . C14 C 0.3918(7) 1.2386(6) 0.09011(16) 0.052(2) Uani 1 1 d . . . H14A H 0.4622 1.2602 0.0867 0.078 Uiso 1 1 calc R . . H14B H 0.3837 1.2228 0.1089 0.078 Uiso 1 1 calc R . . H14C H 0.3450 1.2937 0.0852 0.078 Uiso 1 1 calc R . . N3 N 0.4892(5) 0.8285(5) 0.02186(11) 0.0358(16) Uani 1 1 d . . . N4 N 0.5455(5) 1.0281(4) 0.01681(12) 0.0392(15) Uani 1 1 d . . . C15 C 0.4598(7) 0.7325(6) 0.02369(16) 0.045(2) Uani 1 1 d . . . H1B H 0.4266 0.7106 0.0394 0.055 Uiso 1 1 calc R . . C16 C 0.4753(7) 0.6616(7) 0.00348(19) 0.061(3) Uani 1 1 d . . . H2B H 0.4524 0.5932 0.0052 0.073 Uiso 1 1 calc R . . C17 C 0.5245(8) 0.6936(8) -0.01887(18) 0.065(3) Uani 1 1 d . . . H3B H 0.5394 0.6468 -0.0327 0.078 Uiso 1 1 calc R . . C18 C 0.5524(7) 0.7953(7) -0.02113(17) 0.056(2) Uani 1 1 d . . . H4B H 0.5840 0.8197 -0.0368 0.067 Uiso 1 1 calc R . . C19 C 0.5336(6) 0.8610(6) -0.00015(15) 0.041(2) Uani 1 1 d . . . C20 C 0.5665(6) 0.9681(6) -0.00180(14) 0.0411(19) Uani 1 1 d . . . H20 H 0.6032 0.9917 -0.0168 0.049 Uiso 1 1 calc R . . C21 C 0.5744(6) 1.1351(6) 0.01574(16) 0.045(2) Uani 1 1 d . . . H7B H 0.5126 1.1759 0.0204 0.054 Uiso 1 1 calc R . . C22 C 0.6553(7) 1.1583(7) 0.03635(18) 0.057(2) Uani 1 1 d . . . C23 C 0.6544(10) 1.2511(9) 0.0488(2) 0.102(4) Uani 1 1 d . . . H9B H 0.6011 1.2980 0.0451 0.122 Uiso 1 1 calc R . . C24 C 0.7310(14) 1.2785(13) 0.0672(3) 0.141(6) Uani 1 1 d . . . H10B H 0.7306 1.3434 0.0756 0.169 Uiso 1 1 calc R . . C25 C 0.8065(11) 1.2076(14) 0.0726(3) 0.119(5) Uani 1 1 d . . . H11B H 0.8593 1.2238 0.0847 0.143 Uiso 1 1 calc R . . C26 C 0.8054(8) 1.1128(10) 0.0603(2) 0.085(4) Uani 1 1 d . . . H12B H 0.8558 1.0633 0.0645 0.101 Uiso 1 1 calc R . . C27 C 0.7310(7) 1.0908(8) 0.04193(19) 0.059(3) Uani 1 1 d . . . H13B H 0.7327 1.0272 0.0330 0.071 Uiso 1 1 calc R . . C28 C 0.6127(7) 1.1741(7) -0.01093(18) 0.070(3) Uani 1 1 d . . . H14D H 0.6764 1.1393 -0.0155 0.105 Uiso 1 1 calc R . . H14E H 0.6247 1.2478 -0.0098 0.105 Uiso 1 1 calc R . . H14F H 0.5613 1.1602 -0.0245 0.105 Uiso 1 1 calc R . . N5 N 0.3161(5) 0.9517(5) 0.03279(11) 0.0360(15) Uani 1 1 d . . . N6 N 0.3408(6) 0.8246(5) 0.07655(11) 0.0463(18) Uani 1 1 d . . . C29 C 0.3018(6) 1.0076(7) 0.01123(16) 0.049(2) Uani 1 1 d . . . H1C H 0.3550 1.0514 0.0054 0.059 Uiso 1 1 calc R . . C30 C 0.2104(8) 1.0039(8) -0.00321(19) 0.067(3) Uani 1 1 d . . . H2C H 0.2026 1.0439 -0.0187 0.081 Uiso 1 1 calc R . . C31 C 0.1344(7) 0.9437(8) 0.0050(2) 0.063(3) Uani 1 1 d . . . H3C H 0.0733 0.9381 -0.0049 0.076 Uiso 1 1 calc R . . C32 C 0.1462(7) 0.8902(7) 0.02807(18) 0.050(2) Uani 1 1 d . . . H4C H 0.0910 0.8513 0.0349 0.060 Uiso 1 1 calc R . . C33 C 0.2379(7) 0.8925(6) 0.04138(16) 0.042(2) Uani 1 1 d . . . C34 C 0.2542(7) 0.8323(7) 0.06522(17) 0.047(2) Uani 1 1 d . . . H34 H 0.1978 0.7972 0.0727 0.057 Uiso 1 1 calc R . . C35 C 0.3446(7) 0.7577(7) 0.09976(15) 0.053(2) Uani 1 1 d . . . H7C H 0.2735 0.7354 0.1040 0.063 Uiso 1 1 calc R . . C36 C 0.4077(10) 0.6619(9) 0.09197(18) 0.074(3) Uani 1 1 d . . . C37 C 0.3490(11) 0.5892(10) 0.0764(2) 0.110(5) Uiso 1 1 d . . . H9C H 0.2792 0.6011 0.0724 0.133 Uiso 1 1 calc R . . C38 C 0.3986(12) 0.5013(12) 0.0676(3) 0.129(5) Uiso 1 1 d . . . H10C H 0.3645 0.4488 0.0581 0.155 Uiso 1 1 calc R . . C39 C 0.4959(10) 0.4970(11) 0.0733(2) 0.103(4) Uiso 1 1 d . . . H11C H 0.5293 0.4388 0.0662 0.123 Uiso 1 1 calc R . . C40 C 0.5565(11) 0.5570(11) 0.0868(2) 0.115(4) Uiso 1 1 d . . . H12C H 0.6264 0.5417 0.0899 0.139 Uiso 1 1 calc R . . C41 C 0.5040(11) 0.6557(10) 0.0976(2) 0.098(4) Uiso 1 1 d . . . H13C H 0.5394 0.7064 0.1074 0.117 Uiso 1 1 calc R . . C42 C 0.3869(9) 0.8133(7) 0.12324(17) 0.079(3) Uani 1 1 d . . . H14G H 0.4534 0.8426 0.1187 0.119 Uiso 1 1 calc R . . H14H H 0.3950 0.7656 0.1380 0.119 Uiso 1 1 calc R . . H14I H 0.3399 0.8680 0.1284 0.119 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 Cu1 0.0372(6) 0.0392(6) 0.0343(5) -0.0018(4) -0.0024(4) 0.0055(5) Cl1 0.074(2) 0.157(3) 0.0500(16) -0.0109(19) -0.0043(15) -0.006(2) Cl2 0.0636(15) 0.0636(15) 0.087(3) 0.0145(17) -0.0145(17) 0.002(2) Cl3 0.0592(16) 0.0592(16) 0.143(4) -0.003(2) 0.003(2) 0.003(2) O1 0.158(9) 0.334(16) 0.098(6) 0.069(8) -0.059(6) -0.167(10) O2 0.274(17) 0.336(19) 0.097(7) 0.044(10) -0.042(9) -0.189(15) O3 0.230(14) 0.35(2) 0.159(10) -0.105(12) -0.082(10) 0.171(14) O4 0.227(13) 0.265(13) 0.052(5) -0.039(7) 0.010(6) 0.090(10) O5 0.145(9) 0.201(11) 0.139(8) -0.056(8) -0.083(8) 0.087(8) O6 0.092(8) 0.189(12) 0.264(13) 0.002(11) 0.034(9) -0.002(7) O7 0.078(8) 0.55(3) 0.323(19) 0.23(2) -0.115(11) -0.119(13) O8 0.114(9) 0.280(16) 0.182(10) -0.030(11) 0.077(8) 0.004(9) N1 0.037(4) 0.056(5) 0.047(4) 0.003(4) -0.002(3) 0.013(3) N2 0.044(4) 0.049(4) 0.029(3) -0.005(3) 0.006(3) 0.007(4) C1 0.048(6) 0.076(8) 0.061(6) -0.002(6) -0.010(5) 0.021(5) C2 0.077(9) 0.115(11) 0.086(8) 0.011(8) -0.016(7) 0.038(8) C3 0.055(7) 0.118(11) 0.071(7) 0.000(7) -0.019(6) 0.011(7) C4 0.055(6) 0.102(9) 0.043(5) 0.000(6) -0.015(5) 0.006(6) C5 0.043(5) 0.053(6) 0.036(4) 0.006(4) -0.003(4) 0.005(4) C6 0.059(6) 0.060(6) 0.028(4) 0.000(4) -0.005(4) 0.004(5) C7 0.052(6) 0.045(6) 0.040(5) 0.003(4) 0.003(4) 0.011(4) C8 0.029(5) 0.049(5) 0.033(4) -0.011(4) 0.009(4) 0.000(4) C9 0.058(6) 0.040(5) 0.033(4) 0.003(4) 0.000(4) -0.002(5) C10 0.073(8) 0.058(7) 0.048(6) -0.024(5) 0.011(6) -0.005(6) C11 0.033(5) 0.104(8) 0.059(6) 0.004(6) -0.001(5) 0.009(6) C12 0.053(7) 0.092(8) 0.059(6) 0.003(6) -0.005(5) 0.016(6) C13 0.038(6) 0.085(7) 0.049(5) 0.018(5) 0.012(5) 0.017(5) C14 0.064(6) 0.035(5) 0.058(6) -0.004(5) 0.012(5) -0.003(4) N3 0.039(4) 0.041(4) 0.027(3) 0.002(3) 0.005(3) 0.000(3) N4 0.040(4) 0.029(4) 0.049(4) 0.004(3) 0.008(3) 0.004(3) C15 0.052(6) 0.034(5) 0.050(5) -0.004(4) 0.005(5) 0.003(5) C16 0.056(7) 0.045(6) 0.081(7) -0.011(6) 0.001(6) 0.004(5) C17 0.086(8) 0.060(7) 0.049(6) -0.024(5) 0.013(6) 0.014(6) C18 0.066(7) 0.057(6) 0.046(5) -0.007(5) 0.005(5) 0.011(6) C19 0.041(5) 0.048(5) 0.036(4) -0.001(4) -0.006(4) 0.006(4) C20 0.035(5) 0.046(5) 0.043(4) 0.005(4) 0.012(4) -0.008(4) C21 0.039(5) 0.045(5) 0.052(5) 0.002(4) 0.013(4) -0.004(4) C22 0.055(7) 0.056(7) 0.059(6) -0.001(5) 0.007(5) -0.010(5) C23 0.115(11) 0.077(9) 0.114(10) -0.047(8) 0.004(9) 0.017(8) C24 0.161(16) 0.126(14) 0.136(13) -0.072(11) -0.053(12) 0.021(12) C25 0.100(12) 0.143(15) 0.115(11) -0.019(11) -0.040(9) -0.001(11) C26 0.040(6) 0.114(11) 0.100(9) -0.002(8) -0.008(6) -0.013(7) C27 0.026(5) 0.070(7) 0.081(7) -0.012(6) 0.014(5) -0.006(5) C28 0.065(7) 0.065(7) 0.080(7) 0.006(6) 0.007(6) -0.020(6) N5 0.043(4) 0.036(4) 0.029(3) 0.002(3) 0.002(3) 0.003(4) N6 0.065(6) 0.042(5) 0.032(4) -0.003(3) 0.008(4) 0.004(4) C29 0.035(5) 0.072(7) 0.041(5) -0.005(5) 0.003(4) -0.001(4) C30 0.071(7) 0.062(7) 0.070(7) 0.020(6) -0.027(6) 0.008(6) C31 0.040(6) 0.061(7) 0.088(7) 0.001(7) -0.021(5) 0.004(6) C32 0.046(6) 0.043(6) 0.062(6) -0.005(5) -0.004(5) -0.002(5) C33 0.045(6) 0.040(5) 0.040(5) -0.005(4) 0.002(4) -0.004(4) C34 0.038(5) 0.053(6) 0.051(6) 0.002(5) 0.015(5) 0.001(5) C35 0.068(7) 0.060(6) 0.031(5) 0.008(5) 0.009(5) 0.004(5) C36 0.112(10) 0.075(8) 0.034(5) 0.016(5) 0.026(6) -0.019(7) C42 0.133(10) 0.057(7) 0.048(6) 0.007(5) -0.016(6) 0.021(7) _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 Cu1 N5 2.025(6) . ? Cu1 N1 2.027(6) . ? Cu1 N2 2.040(6) . ? Cu1 N3 2.064(6) . ? Cu1 N4 2.341(6) . ? Cl1 O3 1.352(11) . ? Cl1 O4 1.386(8) . ? Cl1 O1 1.394(8) . ? Cl1 O2 1.402(11) . ? Cl2 O5 1.375(9) . ? Cl2 O5 1.375(9) 7_465 ? Cl2 O6 1.387(10) 7_465 ? Cl2 O6 1.387(10) . ? Cl3 O7 1.198(9) . ? Cl3 O7 1.198(9) 7 ? Cl3 O8 1.449(10) 7 ? Cl3 O8 1.449(10) . ? N1 C5 1.329(10) . ? N1 C1 1.329(10) . ? N2 C6 1.276(9) . ? N2 C7 1.499(9) . ? C1 C2 1.402(13) . ? C1 H1A 0.9500 . ? C2 C3 1.370(14) . ? C2 H2A 0.9500 . ? C3 C4 1.380(13) . ? C3 H3A 0.9500 . ? C4 C5 1.373(11) . ? C4 H4A 0.9500 . ? C5 C6 1.467(11) . ? C6 H6 0.9500 . ? C7 C8 1.523(11) . ? C7 C14 1.532(11) . ? C7 H7A 1.0000 . ? C8 C13 1.369(11) . ? C8 C9 1.408(10) . ? C9 C10 1.358(11) . ? C9 H9A 0.9500 . ? C10 C11 1.367(12) . ? C10 H10A 0.9500 . ? C11 C12 1.393(13) . ? C11 H11A 0.9500 . ? C12 C13 1.379(12) . ? C12 H12A 0.9500 . ? C13 H13A 0.9500 . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? N3 C15 1.319(9) . ? N3 C19 1.327(9) . ? N4 C20 1.258(8) . ? N4 C21 1.454(9) . ? C15 C16 1.397(11) . ? C15 H1B 0.9500 . ? C16 C17 1.368(12) . ? C16 H2B 0.9500 . ? C17 C18 1.386(12) . ? C17 H3B 0.9500 . ? C18 C19 1.389(10) . ? C18 H4B 0.9500 . ? C19 C20 1.471(11) . ? C20 H20 0.9500 . ? C21 C22 1.518(12) . ? C21 C28 1.528(11) . ? C21 H7B 1.0000 . ? C22 C27 1.359(13) . ? C22 C23 1.370(13) . ? C23 C24 1.416(17) . ? C23 H9B 0.9500 . ? C24 C25 1.385(18) . ? C24 H10B 0.9500 . ? C25 C26 1.389(16) . ? C25 H11B 0.9500 . ? C26 C27 1.378(13) . ? C26 H12B 0.9500 . ? C27 H13B 0.9500 . ? C28 H14D 0.9800 . ? C28 H14E 0.9800 . ? C28 H14F 0.9800 . ? N5 C29 1.327(9) . ? N5 C33 1.358(9) . ? N6 C34 1.275(10) . ? N6 C35 1.467(9) . ? C29 C30 1.404(12) . ? C29 H1C 0.9500 . ? C30 C31 1.337(12) . ? C30 H2C 0.9500 . ? C31 C32 1.369(12) . ? C31 H3C 0.9500 . ? C32 C33 1.378(11) . ? C32 H4C 0.9500 . ? C33 C34 1.457(11) . ? C34 H34 0.9500 . ? C35 C42 1.500(12) . ? C35 C36 1.554(14) . ? C35 H7C 1.0000 . ? C36 C41 1.296(15) . ? C36 C37 1.458(15) . ? C37 C38 1.396(17) . ? C37 H9C 0.9500 . ? C38 C39 1.309(17) . ? C38 H10C 0.9500 . ? C39 C40 1.312(15) . ? C39 H11C 0.9500 . ? C40 C41 1.564(17) . ? C40 H12C 0.9500 . ? C41 H13C 0.9500 . ? C42 H14G 0.9800 . ? C42 H14H 0.9800 . ? C42 H14I 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 N5 Cu1 N1 169.2(3) . . ? N5 Cu1 N2 97.9(3) . . ? N1 Cu1 N2 80.5(3) . . ? N5 Cu1 N3 88.0(2) . . ? N1 Cu1 N3 95.0(3) . . ? N2 Cu1 N3 170.8(3) . . ? N5 Cu1 N4 96.8(2) . . ? N1 Cu1 N4 94.0(2) . . ? N2 Cu1 N4 96.0(2) . . ? N3 Cu1 N4 76.3(2) . . ? O3 Cl1 O4 106.1(7) . . ? O3 Cl1 O1 112.7(9) . . ? O4 Cl1 O1 115.9(8) . . ? O3 Cl1 O2 100.5(10) . . ? O4 Cl1 O2 113.4(9) . . ? O1 Cl1 O2 107.1(6) . . ? O5 Cl2 O5 107.4(11) . 7_465 ? O5 Cl2 O6 107.4(6) . 7_465 ? O5 Cl2 O6 109.3(7) 7_465 7_465 ? O5 Cl2 O6 109.3(7) . . ? O5 Cl2 O6 107.4(6) 7_465 . ? O6 Cl2 O6 115.9(11) 7_465 . ? O7 Cl3 O7 116.6(16) . 7 ? O7 Cl3 O8 116.8(12) . 7 ? O7 Cl3 O8 104.0(8) 7 7 ? O7 Cl3 O8 104.0(8) . . ? O7 Cl3 O8 116.8(12) 7 . ? O8 Cl3 O8 97.5(11) 7 . ? C5 N1 C1 118.4(7) . . ? C5 N1 Cu1 113.6(5) . . ? C1 N1 Cu1 127.9(6) . . ? C6 N2 C7 121.2(7) . . ? C6 N2 Cu1 112.8(5) . . ? C7 N2 Cu1 125.8(5) . . ? N1 C1 C2 120.3(9) . . ? N1 C1 H1A 119.9 . . ? C2 C1 H1A 119.9 . . ? C3 C2 C1 121.3(10) . . ? C3 C2 H2A 119.4 . . ? C1 C2 H2A 119.4 . . ? C2 C3 C4 117.1(10) . . ? C2 C3 H3A 121.4 . . ? C4 C3 H3A 121.4 . . ? C5 C4 C3 118.9(10) . . ? C5 C4 H4A 120.6 . . ? C3 C4 H4A 120.6 . . ? N1 C5 C4 123.9(8) . . ? N1 C5 C6 114.2(7) . . ? C4 C5 C6 121.9(8) . . ? N2 C6 C5 118.8(8) . . ? N2 C6 H6 120.6 . . ? C5 C6 H6 120.6 . . ? N2 C7 C8 109.8(7) . . ? N2 C7 C14 115.9(7) . . ? C8 C7 C14 111.1(6) . . ? N2 C7 H7A 106.5 . . ? C8 C7 H7A 106.5 . . ? C14 C7 H7A 106.5 . . ? C13 C8 C9 119.8(8) . . ? C13 C8 C7 119.9(7) . . ? C9 C8 C7 120.3(7) . . ? C10 C9 C8 117.4(8) . . ? C10 C9 H9A 121.3 . . ? C8 C9 H9A 121.3 . . ? C9 C10 C11 123.5(9) . . ? C9 C10 H10A 118.2 . . ? C11 C10 H10A 118.2 . . ? C10 C11 C12 118.8(9) . . ? C10 C11 H11A 120.6 . . ? C12 C11 H11A 120.6 . . ? C13 C12 C11 118.6(9) . . ? C13 C12 H12A 120.7 . . ? C11 C12 H12A 120.7 . . ? C8 C13 C12 121.6(8) . . ? C8 C13 H13A 119.2 . . ? C12 C13 H13A 119.2 . . ? C7 C14 H14A 109.5 . . ? C7 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C7 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C15 N3 C19 119.6(7) . . ? C15 N3 Cu1 124.1(5) . . ? C19 N3 Cu1 115.9(5) . . ? C20 N4 C21 121.2(6) . . ? C20 N4 Cu1 109.2(5) . . ? C21 N4 Cu1 129.6(5) . . ? N3 C15 C16 122.7(8) . . ? N3 C15 H1B 118.7 . . ? C16 C15 H1B 118.7 . . ? C17 C16 C15 118.1(9) . . ? C17 C16 H2B 121.0 . . ? C15 C16 H2B 121.0 . . ? C16 C17 C18 119.2(8) . . ? C16 C17 H3B 120.4 . . ? C18 C17 H3B 120.4 . . ? C17 C18 C19 119.1(8) . . ? C17 C18 H4B 120.5 . . ? C19 C18 H4B 120.5 . . ? N3 C19 C18 121.4(8) . . ? N3 C19 C20 118.9(7) . . ? C18 C19 C20 119.7(7) . . ? N4 C20 C19 119.3(7) . . ? N4 C20 H20 120.3 . . ? C19 C20 H20 120.3 . . ? N4 C21 C22 110.5(7) . . ? N4 C21 C28 116.2(7) . . ? C22 C21 C28 108.1(7) . . ? N4 C21 H7B 107.2 . . ? C22 C21 H7B 107.2 . . ? C28 C21 H7B 107.2 . . ? C27 C22 C23 119.2(10) . . ? C27 C22 C21 121.5(9) . . ? C23 C22 C21 119.3(10) . . ? C22 C23 C24 121.5(13) . . ? C22 C23 H9B 119.2 . . ? C24 C23 H9B 119.2 . . ? C25 C24 C23 117.7(14) . . ? C25 C24 H10B 121.2 . . ? C23 C24 H10B 121.2 . . ? C24 C25 C26 120.4(13) . . ? C24 C25 H11B 119.8 . . ? C26 C25 H11B 119.8 . . ? C27 C26 C25 119.7(12) . . ? C27 C26 H12B 120.1 . . ? C25 C26 H12B 120.1 . . ? C22 C27 C26 121.4(10) . . ? C22 C27 H13B 119.3 . . ? C26 C27 H13B 119.3 . . ? C21 C28 H14D 109.5 . . ? C21 C28 H14E 109.5 . . ? H14D C28 H14E 109.5 . . ? C21 C28 H14F 109.5 . . ? H14D C28 H14F 109.5 . . ? H14E C28 H14F 109.5 . . ? C29 N5 C33 118.2(7) . . ? C29 N5 Cu1 121.1(5) . . ? C33 N5 Cu1 120.2(5) . . ? C34 N6 C35 116.0(7) . . ? N5 C29 C30 121.9(8) . . ? N5 C29 H1C 119.0 . . ? C30 C29 H1C 119.0 . . ? C31 C30 C29 119.5(9) . . ? C31 C30 H2C 120.2 . . ? C29 C30 H2C 120.2 . . ? C30 C31 C32 119.0(9) . . ? C30 C31 H3C 120.5 . . ? C32 C31 H3C 120.5 . . ? C31 C32 C33 120.2(9) . . ? C31 C32 H4C 119.9 . . ? C33 C32 H4C 119.9 . . ? N5 C33 C32 121.0(8) . . ? N5 C33 C34 117.6(8) . . ? C32 C33 C34 121.4(8) . . ? N6 C34 C33 123.1(8) . . ? N6 C34 H34 118.4 . . ? C33 C34 H34 118.4 . . ? N6 C35 C42 110.8(7) . . ? N6 C35 C36 107.4(7) . . ? C42 C35 C36 113.4(8) . . ? N6 C35 H7C 108.4 . . ? C42 C35 H7C 108.4 . . ? C36 C35 H7C 108.4 . . ? C41 C36 C37 126.3(14) . . ? C41 C36 C35 120.9(11) . . ? C37 C36 C35 112.6(11) . . ? C38 C37 C36 117.8(14) . . ? C38 C37 H9C 121.1 . . ? C36 C37 H9C 121.1 . . ? C39 C38 C37 114.8(16) . . ? C39 C38 H10C 122.6 . . ? C37 C38 H10C 122.6 . . ? C38 C39 C40 132.8(16) . . ? C38 C39 H11C 113.6 . . ? C40 C39 H11C 113.6 . . ? C39 C40 C41 114.3(14) . . ? C39 C40 H12C 122.8 . . ? C41 C40 H12C 122.8 . . ? C36 C41 C40 113.8(13) . . ? C36 C41 H13C 123.1 . . ? C40 C41 H13C 123.1 . . ? C35 C42 H14G 109.5 . . ? C35 C42 H14H 109.5 . . ? H14G C42 H14H 109.5 . . ? C35 C42 H14I 109.5 . . ? H14G C42 H14I 109.5 . . ? H14H C42 H14I 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 N5 Cu1 N1 C5 -80.0(16) . . . . ? N2 Cu1 N1 C5 2.5(5) . . . . ? N3 Cu1 N1 C5 174.5(5) . . . . ? N4 Cu1 N1 C5 97.9(5) . . . . ? N5 Cu1 N1 C1 101.5(15) . . . . ? N2 Cu1 N1 C1 -176.0(8) . . . . ? N3 Cu1 N1 C1 -4.0(8) . . . . ? N4 Cu1 N1 C1 -80.6(8) . . . . ? N5 Cu1 N2 C6 168.0(5) . . . . ? N1 Cu1 N2 C6 -1.2(5) . . . . ? N3 Cu1 N2 C6 -62.2(17) . . . . ? N4 Cu1 N2 C6 -94.3(5) . . . . ? N5 Cu1 N2 C7 -16.9(6) . . . . ? N1 Cu1 N2 C7 173.9(6) . . . . ? N3 Cu1 N2 C7 112.9(15) . . . . ? N4 Cu1 N2 C7 80.8(6) . . . . ? C5 N1 C1 C2 2.9(14) . . . . ? Cu1 N1 C1 C2 -178.7(8) . . . . ? N1 C1 C2 C3 -2.7(17) . . . . ? C1 C2 C3 C4 3.2(18) . . . . ? C2 C3 C4 C5 -3.9(16) . . . . ? C1 N1 C5 C4 -3.8(13) . . . . ? Cu1 N1 C5 C4 177.5(7) . . . . ? C1 N1 C5 C6 175.3(8) . . . . ? Cu1 N1 C5 C6 -3.3(9) . . . . ? C3 C4 C5 N1 4.4(14) . . . . ? C3 C4 C5 C6 -174.7(9) . . . . ? C7 N2 C6 C5 -175.6(7) . . . . ? Cu1 N2 C6 C5 -0.3(9) . . . . ? N1 C5 C6 N2 2.5(11) . . . . ? C4 C5 C6 N2 -178.4(8) . . . . ? C6 N2 C7 C8 -116.0(8) . . . . ? Cu1 N2 C7 C8 69.3(7) . . . . ? C6 N2 C7 C14 10.9(10) . . . . ? Cu1 N2 C7 C14 -163.8(5) . . . . ? N2 C7 C8 C13 -133.4(8) . . . . ? C14 C7 C8 C13 97.1(9) . . . . ? N2 C7 C8 C9 49.4(9) . . . . ? C14 C7 C8 C9 -80.2(9) . . . . ? C13 C8 C9 C10 1.9(12) . . . . ? C7 C8 C9 C10 179.2(7) . . . . ? C8 C9 C10 C11 2.3(14) . . . . ? C9 C10 C11 C12 -6.0(15) . . . . ? C10 C11 C12 C13 5.4(14) . . . . ? C9 C8 C13 C12 -2.2(14) . . . . ? C7 C8 C13 C12 -179.5(8) . . . . ? C11 C12 C13 C8 -1.5(15) . . . . ? N5 Cu1 N3 C15 -80.4(6) . . . . ? N1 Cu1 N3 C15 89.2(7) . . . . ? N2 Cu1 N3 C15 149.2(13) . . . . ? N4 Cu1 N3 C15 -177.8(7) . . . . ? N5 Cu1 N3 C19 92.2(6) . . . . ? N1 Cu1 N3 C19 -98.2(5) . . . . ? N2 Cu1 N3 C19 -38.2(18) . . . . ? N4 Cu1 N3 C19 -5.3(5) . . . . ? N5 Cu1 N4 C20 -83.7(5) . . . . ? N1 Cu1 N4 C20 96.7(5) . . . . ? N2 Cu1 N4 C20 177.6(5) . . . . ? N3 Cu1 N4 C20 2.6(5) . . . . ? N5 Cu1 N4 C21 95.1(6) . . . . ? N1 Cu1 N4 C21 -84.5(6) . . . . ? N2 Cu1 N4 C21 -3.7(6) . . . . ? N3 Cu1 N4 C21 -178.7(7) . . . . ? C19 N3 C15 C16 1.5(12) . . . . ? Cu1 N3 C15 C16 173.8(6) . . . . ? N3 C15 C16 C17 1.0(14) . . . . ? C15 C16 C17 C18 -3.1(14) . . . . ? C16 C17 C18 C19 2.7(14) . . . . ? C15 N3 C19 C18 -1.9(11) . . . . ? Cu1 N3 C19 C18 -174.8(6) . . . . ? C15 N3 C19 C20 -179.7(7) . . . . ? Cu1 N3 C19 C20 7.4(9) . . . . ? C17 C18 C19 N3 -0.3(13) . . . . ? C17 C18 C19 C20 177.5(8) . . . . ? C21 N4 C20 C19 -178.6(7) . . . . ? Cu1 N4 C20 C19 0.3(8) . . . . ? N3 C19 C20 N4 -5.0(11) . . . . ? C18 C19 C20 N4 177.1(8) . . . . ? C20 N4 C21 C22 -112.4(8) . . . . ? Cu1 N4 C21 C22 69.0(8) . . . . ? C20 N4 C21 C28 11.2(11) . . . . ? Cu1 N4 C21 C28 -167.4(6) . . . . ? N4 C21 C22 C27 38.2(11) . . . . ? C28 C21 C22 C27 -89.9(10) . . . . ? N4 C21 C22 C23 -144.5(9) . . . . ? C28 C21 C22 C23 87.3(11) . . . . ? C27 C22 C23 C24 0.5(18) . . . . ? C21 C22 C23 C24 -176.8(12) . . . . ? C22 C23 C24 C25 -1(2) . . . . ? C23 C24 C25 C26 0(3) . . . . ? C24 C25 C26 C27 3(2) . . . . ? C23 C22 C27 C26 1.5(15) . . . . ? C21 C22 C27 C26 178.8(8) . . . . ? C25 C26 C27 C22 -3.1(16) . . . . ? N1 Cu1 N5 C29 172.1(13) . . . . ? N2 Cu1 N5 C29 91.1(6) . . . . ? N3 Cu1 N5 C29 -81.8(6) . . . . ? N4 Cu1 N5 C29 -5.9(6) . . . . ? N1 Cu1 N5 C33 -16.6(17) . . . . ? N2 Cu1 N5 C33 -97.5(6) . . . . ? N3 Cu1 N5 C33 89.5(6) . . . . ? N4 Cu1 N5 C33 165.5(6) . . . . ? C33 N5 C29 C30 -2.4(12) . . . . ? Cu1 N5 C29 C30 169.1(7) . . . . ? N5 C29 C30 C31 1.0(14) . . . . ? C29 C30 C31 C32 2.7(15) . . . . ? C30 C31 C32 C33 -4.9(14) . . . . ? C29 N5 C33 C32 0.1(11) . . . . ? Cu1 N5 C33 C32 -171.5(6) . . . . ? C29 N5 C33 C34 -179.4(7) . . . . ? Cu1 N5 C33 C34 9.0(9) . . . . ? C31 C32 C33 N5 3.6(13) . . . . ? C31 C32 C33 C34 -177.0(8) . . . . ? C35 N6 C34 C33 -177.6(7) . . . . ? N5 C33 C34 N6 -7.7(12) . . . . ? C32 C33 C34 N6 172.8(8) . . . . ? C34 N6 C35 C42 -125.7(9) . . . . ? C34 N6 C35 C36 110.0(9) . . . . ? N6 C35 C36 C41 96.6(11) . . . . ? C42 C35 C36 C41 -26.1(13) . . . . ? N6 C35 C36 C37 -78.6(10) . . . . ? C42 C35 C36 C37 158.6(8) . . . . ? C41 C36 C37 C38 3.2(19) . . . . ? C35 C36 C37 C38 178.1(10) . . . . ? C36 C37 C38 C39 -3(2) . . . . ? C37 C38 C39 C40 4(3) . . . . ? C38 C39 C40 C41 -3(2) . . . . ? C37 C36 C41 C40 -2.1(17) . . . . ? C35 C36 C41 C40 -176.6(8) . . . . ? C39 C40 C41 C36 1.5(17) . . . . ? _diffrn_measured_fraction_theta_max 0.998 _diffrn_reflns_theta_full 28.30 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.542 _refine_diff_density_min -0.414 _refine_diff_density_rms 0.084